# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2016tdk012
_database_code_depnum_ccdc_archive 'CCDC 1907268'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-09-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H23 Cu N3 O2'
_chemical_formula_sum            'C25 H23 Cu N3 O2'
_chemical_formula_weight         461.00
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         (CuC13H9N1O2)(C6H7N)2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.2782(4)
_cell_length_b                   18.5496(7)
_cell_length_c                   12.2910(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.788(3)
_cell_angle_gamma                90
_cell_volume                     2115.16(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13635
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5040
_cell_measurement_theta_min      2.0440
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.060
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             956
_exptl_crystal_size_max          0.078
_exptl_crystal_size_mid          0.054
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            27288
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.477
_diffrn_reflns_theta_min         1.657
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -107.00  73.00   1.00   10.00    --  -17.00   8.00 -50.00  180
  2  ω   -106.00  22.00   1.00   10.00    --  -17.00 -72.00  49.00  128
  3  ω    -87.00  22.00   1.00   10.00    --  -17.00 -72.00-148.00  109
  4  ω    -30.00  -3.00   1.00   10.00    --  -17.00  72.00 -17.00   27
  5  ω    -27.00 -12.00   1.00   10.00    --  -17.00  24.00-148.00   15
  6  ω     37.00  53.00   1.00   10.00    --  -17.00   8.00 -17.00   16
  7  ω   -107.00 -24.00   1.00   10.00    --  -17.00  -8.00-180.00   83
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0647377000
_diffrn_orient_matrix_UB_12      0.0143135000
_diffrn_orient_matrix_UB_13      -0.0224372000
_diffrn_orient_matrix_UB_21      0.0382096000
_diffrn_orient_matrix_UB_22      0.0120752000
_diffrn_orient_matrix_UB_23      -0.0461194000
_diffrn_orient_matrix_UB_31      -0.0140134000
_diffrn_orient_matrix_UB_32      -0.0333296000
_diffrn_orient_matrix_UB_33      -0.0264580000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.916
_reflns_Friedel_fraction_full    0.982
_reflns_Friedel_fraction_max     0.941
_reflns_number_gt                7698
_reflns_number_total             9433
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.556
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 
;
 Twinning involves inversion, so Flack parameter cannot be determined
;
_refine_ls_abs_structure_Flack   ?
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     659
_refine_ls_number_reflns         9433
_refine_ls_number_restraints     575
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0432
_refine_ls_restrained_S_all      0.991
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0379P)²+0.6320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0808
_refine_ls_wR_factor_ref         0.0868
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.970(4) 0.030(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
N111 \\sim C112 \\sim C113 \\sim C114 \\sim C115 \\sim C116 \\sim C117 \\sim
N121 \\sim C122 \\sim C123 \\sim C124 \\sim C125 \\sim C126 \\sim C127: within
2A with sigma of 0.04 and sigma for terminal atoms of 0.08
N141 \\sim C142 \\sim C143 \\sim C144 \\sim C145 \\sim C146 \\sim C147 \\sim
N151 \\sim C152 \\sim C153 \\sim C154 \\sim C155 \\sim C156 \\sim C157: within
2A with sigma of 0.04 and sigma for terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 N111, C112, C113, C114, C115, C116, C117, N121, C122, C123, C124, C125, C126,
 C127
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N141, C142, C143, C144, C145, C146, C147, N151, C152, C153, C154, C155, C156,
 C157
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{N111, C112, C113, C114, C115, C116, C117} sigma for 1-2: 0.02, 1-3: 0.04
as
{N121, C122, C123, C124, C125, C126, C127}
{N141, C142, C143, C144, C145, C146, C147} sigma for 1-2: 0.02, 1-3: 0.04
as
{N151, C152, C153, C154, C155, C156, C157}
6. Others
 Sof(N121)=Sof(C122)=Sof(H122)=Sof(C123)=Sof(C124)=Sof(H124)=Sof(C125)=
 Sof(H125)=Sof(C126)=Sof(H126)=Sof(C127)=Sof(H12A)=Sof(H12B)=Sof(H12C)=1-FVAR(1)
 Sof(N111)=Sof(C112)=Sof(H112)=Sof(C113)=Sof(C114)=Sof(H114)=Sof(C115)=
 Sof(H115)=Sof(C116)=Sof(H116)=Sof(C117)=Sof(H11A)=Sof(H11B)=Sof(H11C)=FVAR(1)
 Sof(N151)=Sof(C152)=Sof(H152)=Sof(C153)=Sof(C154)=Sof(H154)=Sof(C155)=
 Sof(H155)=Sof(C156)=Sof(H156)=Sof(C157)=Sof(H15A)=Sof(H15B)=Sof(H15C)=1-FVAR(2)
 Sof(N141)=Sof(C142)=Sof(H142)=Sof(C143)=Sof(C144)=Sof(H144)=Sof(C145)=
 Sof(H145)=Sof(C146)=Sof(H146)=Sof(C147)=Sof(H14A)=Sof(H14B)=Sof(H14C)=FVAR(2)
7.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C21(H21), C22(H22),
 C23(H23), C24(H24), C102(H102), C104(H104), C105(H105), C106(H106), C112(H112),
  C114(H114), C115(H115), C116(H116), C122(H122), C124(H124), C125(H125),
 C126(H126), C53(H53), C54(H54), C55(H55), C56(H56), C59(H59), C61(H61),
 C62(H62), C63(H63), C64(H64), C132(H132), C134(H134), C135(H135), C136(H136),
 C142(H142), C144(H144), C145(H145), C146(H146), C152(H152), C154(H154),
 C155(H155), C156(H156)
7.b Idealised Me refined as rotating group:
 C107(H10A,H10B,H10C), C117(H11A,H11B,H11C), C127(H12A,H12B,H12C), C137(H13A,
 H13B,H13C), C147(H14A,H14B,H14C), C157(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.32955(7) 0.32399(3) 0.89535(5) 0.02657(14) Uani 1 1 d . . . . .
O11 O 0.3388(3) 0.3256(2) 1.0536(2) 0.0321(7) Uani 1 1 d . . . . .
C12 C 0.4663(5) 0.3047(2) 1.0904(4) 0.0260(11) Uani 1 1 d . . . . .
C13 C 0.5089(6) 0.3110(3) 1.2008(4) 0.0335(12) Uani 1 1 d . . . . .
H13 H 0.4452 0.3309 1.2503 0.040 Uiso 1 1 calc R . . . .
C14 C 0.6426(6) 0.2885(3) 1.2366(4) 0.0353(13) Uani 1 1 d . . . . .
H14 H 0.6676 0.2929 1.3098 0.042 Uiso 1 1 calc R . . . .
C15 C 0.7406(6) 0.2594(3) 1.1646(4) 0.0353(13) Uani 1 1 d . . . . .
H15 H 0.8311 0.2446 1.1892 0.042 Uiso 1 1 calc R . . . .
C16 C 0.7024(6) 0.2525(3) 1.0561(4) 0.0317(12) Uani 1 1 d . . . . .
H16 H 0.7679 0.2333 1.0074 0.038 Uiso 1 1 calc R . . . .
C17 C 0.5680(5) 0.2739(3) 1.0193(4) 0.0266(11) Uani 1 1 d . . . . .
N18 N 0.5136(4) 0.2711(2) 0.9106(3) 0.0272(9) Uani 1 1 d . . . . .
C19 C 0.5777(6) 0.2376(3) 0.8346(4) 0.0327(12) Uani 1 1 d . . . . .
H19 H 0.6619 0.2130 0.8532 0.039 Uiso 1 1 calc R . . . .
C20 C 0.5306(6) 0.2346(3) 0.7223(4) 0.0293(11) Uani 1 1 d . . . . .
C21 C 0.6156(6) 0.1938(3) 0.6505(4) 0.0380(13) Uani 1 1 d . . . . .
H21 H 0.6955 0.1691 0.6778 0.046 Uiso 1 1 calc R . . . .
C22 C 0.5835(7) 0.1896(3) 0.5418(4) 0.0430(14) Uani 1 1 d . . . . .
H22 H 0.6409 0.1625 0.4958 0.052 Uiso 1 1 calc R . . . .
C23 C 0.4641(6) 0.2265(3) 0.5009(4) 0.0356(13) Uani 1 1 d . . . . .
H23 H 0.4428 0.2244 0.4268 0.043 Uiso 1 1 calc R . . . .
C24 C 0.3774(6) 0.2658(3) 0.5681(4) 0.0335(12) Uani 1 1 d . . . . .
H24 H 0.2971 0.2892 0.5388 0.040 Uiso 1 1 calc R . . . .
C25 C 0.4070(5) 0.2718(3) 0.6816(4) 0.0289(11) Uani 1 1 d . . . . .
O26 O 0.3215(4) 0.3102(2) 0.7411(3) 0.0344(9) Uani 1 1 d . . . . .
N101 N 0.1149(4) 0.3486(2) 0.8921(3) 0.0257(9) Uani 1 1 d . . . . .
C102 C 0.0557(5) 0.3842(2) 0.9754(4) 0.0268(11) Uani 1 1 d . . . . .
H102 H 0.1151 0.3975 1.0335 0.032 Uiso 1 1 calc R . . . .
C103 C -0.0891(5) 0.4021(2) 0.9797(4) 0.0283(11) Uani 1 1 d . . . . .
C104 C -0.1760(6) 0.3823(3) 0.8916(4) 0.0314(13) Uani 1 1 d . . . . .
H104 H -0.2736 0.3938 0.8906 0.038 Uiso 1 1 calc R . . . .
C105 C -0.1163(6) 0.3454(3) 0.8053(4) 0.0337(12) Uani 1 1 d . . . . .
H105 H -0.1730 0.3311 0.7462 0.040 Uiso 1 1 calc R . . . .
C106 C 0.0289(5) 0.3304(3) 0.8090(4) 0.0303(10) Uani 1 1 d . . . . .
H106 H 0.0690 0.3063 0.7503 0.036 Uiso 1 1 calc R . . . .
C107 C -0.1504(6) 0.4401(3) 1.0767(4) 0.0354(12) Uani 1 1 d . . . . .
H10A H -0.0833 0.4371 1.1367 0.053 Uiso 1 1 calc GR . . . .
H10B H -0.2395 0.4176 1.0964 0.053 Uiso 1 1 calc GR . . . .
H10C H -0.1677 0.4897 1.0590 0.053 Uiso 1 1 calc GR . . . .
N111 N 0.4019(16) 0.4431(6) 0.9023(8) 0.025(3) Uani 0.582(10) 1 d D U P A 1
C112 C 0.3802(12) 0.4834(6) 0.8142(9) 0.021(2) Uani 0.582(10) 1 d D U P A 1
H112 H 0.3396 0.4613 0.7531 0.025 Uiso 0.582(10) 1 calc R . P A 1
C113 C 0.4145(12) 0.5569(6) 0.8067(9) 0.029(2) Uani 0.582(10) 1 d D U P A 1
C114 C 0.4806(10) 0.5873(5) 0.8972(8) 0.025(2) Uani 0.582(10) 1 d D U P A 1
H114 H 0.5087 0.6354 0.8959 0.030 Uiso 0.582(10) 1 calc R . P A 1
C115 C 0.5047(10) 0.5466(5) 0.9889(9) 0.026(2) Uani 0.582(10) 1 d D U P A 1
H115 H 0.5487 0.5669 1.0500 0.031 Uiso 0.582(10) 1 calc R . P A 1
C116 C 0.4628(12) 0.4750(5) 0.9893(9) 0.024(2) Uani 0.582(10) 1 d D U P A 1
H116 H 0.4774 0.4480 1.0523 0.029 Uiso 0.582(10) 1 calc R . P A 1
C117 C 0.3801(12) 0.5987(5) 0.7066(7) 0.042(3) Uani 0.582(10) 1 d D U P A 1
H11A H 0.4062 0.5711 0.6438 0.062 Uiso 0.582(10) 1 calc GR . P A 1
H11B H 0.4331 0.6432 0.7076 0.062 Uiso 0.582(10) 1 calc GR . P A 1
H11C H 0.2787 0.6089 0.7037 0.062 Uiso 0.582(10) 1 calc GR . P A 1
N121 N 0.393(2) 0.4399(9) 0.8647(11) 0.022(3) Uani 0.418(10) 1 d D U P A 2
C122 C 0.4522(18) 0.4793(8) 0.9416(12) 0.023(3) Uani 0.418(10) 1 d D U P A 2
H122 H 0.4781 0.4565 1.0063 0.028 Uiso 0.418(10) 1 calc R . P A 2
C123 C 0.4788(14) 0.5535(8) 0.9329(12) 0.025(3) Uani 0.418(10) 1 d D U P A 2
C124 C 0.4369(16) 0.5858(7) 0.8372(12) 0.026(3) Uani 0.418(10) 1 d D U P A 2
H124 H 0.4517 0.6350 0.8272 0.031 Uiso 0.418(10) 1 calc R . P A 2
C125 C 0.3731(16) 0.5458(7) 0.7562(11) 0.032(3) Uani 0.418(10) 1 d D U P A 2
H125 H 0.3440 0.5674 0.6913 0.038 Uiso 0.418(10) 1 calc R . P A 2
C126 C 0.3530(19) 0.4737(8) 0.7720(12) 0.027(3) Uani 0.418(10) 1 d D U P A 2
H126 H 0.3097 0.4468 0.7167 0.033 Uiso 0.418(10) 1 calc R . P A 2
C127 C 0.5393(16) 0.5949(7) 1.0271(10) 0.041(4) Uani 0.418(10) 1 d D U P A 2
H12A H 0.4694 0.5969 1.0839 0.061 Uiso 0.418(10) 1 calc GR . P A 2
H12B H 0.5622 0.6430 1.0042 0.061 Uiso 0.418(10) 1 calc GR . P A 2
H12C H 0.6251 0.5716 1.0537 0.061 Uiso 0.418(10) 1 calc GR . P A 2
Cu3 Cu 0.15985(7) 0.52078(3) 0.38896(5) 0.03063(16) Uani 1 1 d . . . . .
O51 O 0.1535(4) 0.5143(3) 0.5466(3) 0.0394(9) Uani 1 1 d . . . . .
C52 C 0.0306(5) 0.5356(3) 0.5849(4) 0.0301(11) Uani 1 1 d . . . . .
C53 C -0.0044(6) 0.5281(3) 0.6963(4) 0.0400(13) Uani 1 1 d . . . . .
H53 H 0.0624 0.5077 0.7443 0.048 Uiso 1 1 calc R . . . .
C54 C -0.1364(7) 0.5508(3) 0.7346(4) 0.0433(15) Uani 1 1 d . . . . .
H54 H -0.1577 0.5450 0.8078 0.052 Uiso 1 1 calc R . . . .
C55 C -0.2376(6) 0.5821(3) 0.6648(5) 0.0409(14) Uani 1 1 d . . . . .
H55 H -0.3253 0.5980 0.6915 0.049 Uiso 1 1 calc R . . . .
C56 C -0.2075(6) 0.5894(3) 0.5565(5) 0.0380(13) Uani 1 1 d . . . . .
H56 H -0.2758 0.6094 0.5093 0.046 Uiso 1 1 calc R . . . .
C57 C -0.0764(5) 0.5671(2) 0.5171(4) 0.0264(11) Uani 1 1 d . . . . .
N58 N -0.0285(5) 0.5712(2) 0.4061(4) 0.0370(11) Uani 1 1 d . . . . .
C59 C -0.0955(7) 0.6040(3) 0.3322(5) 0.0405(14) Uani 1 1 d . . . . .
H59 H -0.1810 0.6267 0.3509 0.049 Uiso 1 1 calc R . . . .
C60 C -0.0514(6) 0.6095(3) 0.2205(4) 0.0327(12) Uani 1 1 d . . . . .
C61 C -0.1454(7) 0.6484(3) 0.1500(5) 0.0497(16) Uani 1 1 d . . . . .
H61 H -0.2289 0.6686 0.1780 0.060 Uiso 1 1 calc R . . . .
C62 C -0.1166(8) 0.6569(3) 0.0424(5) 0.0519(18) Uani 1 1 d . . . . .
H62 H -0.1797 0.6826 -0.0025 0.062 Uiso 1 1 calc R . . . .
C63 C 0.0065(7) 0.6273(3) 0.0009(4) 0.0422(15) Uani 1 1 d . . . . .
H63 H 0.0267 0.6336 -0.0724 0.051 Uiso 1 1 calc R . . . .
C64 C 0.1010(6) 0.5883(3) 0.0655(4) 0.0375(13) Uani 1 1 d . . . . .
H64 H 0.1829 0.5682 0.0349 0.045 Uiso 1 1 calc R . . . .
C65 C 0.0751(6) 0.5784(3) 0.1778(4) 0.0317(12) Uani 1 1 d . . . . .
O66 O 0.1673(4) 0.5414(2) 0.2361(3) 0.0409(11) Uani 1 1 d . . . . .
N131 N 0.3748(4) 0.4951(2) 0.3877(3) 0.0260(9) Uani 1 1 d . . . . .
C132 C 0.4359(6) 0.4608(3) 0.4729(4) 0.0289(11) Uani 1 1 d . . . . .
H132 H 0.3780 0.4492 0.5316 0.035 Uiso 1 1 calc R . . . .
C133 C 0.5801(5) 0.4418(2) 0.4783(4) 0.0291(11) Uani 1 1 d . . . . .
C134 C 0.6642(6) 0.4584(3) 0.3896(4) 0.0301(13) Uani 1 1 d . . . . .
H134 H 0.7614 0.4460 0.3894 0.036 Uiso 1 1 calc R . . . .
C135 C 0.6022(6) 0.4937(3) 0.3007(4) 0.0349(12) Uani 1 1 d . . . . .
H135 H 0.6572 0.5049 0.2404 0.042 Uiso 1 1 calc R . . . .
C136 C 0.4592(5) 0.5116(3) 0.3034(4) 0.0316(11) Uani 1 1 d . . . . .
H136 H 0.4188 0.5361 0.2444 0.038 Uiso 1 1 calc R . . . .
C137 C 0.6427(6) 0.4048(3) 0.5773(4) 0.0347(12) Uani 1 1 d . . . . .
H13A H 0.5781 0.4101 0.6371 0.052 Uiso 1 1 calc GR . . . .
H13B H 0.7340 0.4262 0.5960 0.052 Uiso 1 1 calc GR . . . .
H13C H 0.6561 0.3545 0.5620 0.052 Uiso 1 1 calc GR . . . .
N141 N 0.0989(7) 0.4026(3) 0.3620(6) 0.0260(15) Uani 0.780(9) 1 d D U P B 1
C142 C 0.0374(8) 0.3631(4) 0.4382(6) 0.0268(15) Uani 0.780(9) 1 d D U P B 1
H142 H 0.0075 0.3864 0.5010 0.032 Uiso 0.780(9) 1 calc R . P B 1
C143 C 0.0143(7) 0.2886(4) 0.4303(6) 0.0271(15) Uani 0.780(9) 1 d D U P B 1
C144 C 0.0626(8) 0.2559(4) 0.3367(6) 0.0297(17) Uani 0.780(9) 1 d D U P B 1
H144 H 0.0500 0.2065 0.3272 0.036 Uiso 0.780(9) 1 calc R . P B 1
C145 C 0.1289(8) 0.2955(4) 0.2576(6) 0.0319(17) Uani 0.780(9) 1 d D U P B 1
H145 H 0.1617 0.2735 0.1946 0.038 Uiso 0.780(9) 1 calc R . P B 1
C146 C 0.1457(9) 0.3681(4) 0.2732(6) 0.0295(16) Uani 0.780(9) 1 d D U P B 1
H146 H 0.1917 0.3948 0.2198 0.035 Uiso 0.780(9) 1 calc R . P B 1
C147 C -0.0529(8) 0.2480(4) 0.5211(5) 0.0383(19) Uani 0.780(9) 1 d D U P B 1
H14A H 0.0182 0.2390 0.5770 0.057 Uiso 0.780(9) 1 calc GR . P B 1
H14B H -0.0899 0.2030 0.4943 0.057 Uiso 0.780(9) 1 calc GR . P B 1
H14C H -0.1302 0.2759 0.5506 0.057 Uiso 0.780(9) 1 calc GR . P B 1
N151 N 0.090(3) 0.4002(13) 0.4004(17) 0.023(6) Uiso 0.220(9) 1 d D U P B 2
C152 C 0.117(3) 0.3589(12) 0.313(2) 0.027(7) Uiso 0.220(9) 1 d D U P B 2
H152 H 0.1566 0.3807 0.2525 0.032 Uiso 0.220(9) 1 calc R . P B 2
C153 C 0.089(3) 0.2845(13) 0.309(2) 0.025(6) Uiso 0.220(9) 1 d D U P B 2
C154 C 0.015(3) 0.2572(12) 0.3966(19) 0.021(6) Uiso 0.220(9) 1 d D U P B 2
H154 H -0.0139 0.2092 0.3955 0.025 Uiso 0.220(9) 1 calc R . P B 2
C155 C -0.017(3) 0.2987(11) 0.484(2) 0.026(6) Uiso 0.220(9) 1 d D U P B 2
H155 H -0.0637 0.2788 0.5434 0.032 Uiso 0.220(9) 1 calc R . P B 2
C156 C 0.021(3) 0.3706(11) 0.4847(19) 0.019(5) Uiso 0.220(9) 1 d D U P B 2
H156 H -0.0007 0.3990 0.5445 0.023 Uiso 0.220(9) 1 calc R . P B 2
C157 C 0.127(3) 0.2416(13) 0.2123(18) 0.042(7) Uiso 0.220(9) 1 d D U P B 2
H15A H 0.0991 0.2676 0.1478 0.063 Uiso 0.220(9) 1 calc GR . P B 2
H15B H 0.0764 0.1964 0.2140 0.063 Uiso 0.220(9) 1 calc GR . P B 2
H15C H 0.2287 0.2330 0.2121 0.063 Uiso 0.220(9) 1 calc GR . P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O11 1.946(3) . ?
Cu1 N18 1.975(4) . ?
Cu1 O26 1.913(3) . ?
Cu1 N101 2.043(4) . ?
Cu1 N111 2.310(11) . ?
Cu1 N121 2.263(16) . ?
O11 C12 1.319(6) . ?
C12 C13 1.413(6) . ?
C12 C17 1.415(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.376(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.386(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.381(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.379(7) . ?
C17 N18 1.422(6) . ?
N18 C19 1.277(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.443(7) . ?
C20 C21 1.412(7) . ?
C20 C25 1.424(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.366(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.390(8) . ?
C23 H23 0.9300 . ?
C23 C24 1.372(8) . ?
C24 H24 0.9300 . ?
C24 C25 1.423(7) . ?
C25 O26 1.299(6) . ?
N101 C102 1.342(6) . ?
N101 C106 1.332(6) . ?
C102 H102 0.9300 . ?
C102 C103 1.386(7) . ?
C103 C104 1.391(7) . ?
C103 C107 1.503(7) . ?
C104 H104 0.9300 . ?
C104 C105 1.384(7) . ?
C105 H105 0.9300 . ?
C105 C106 1.375(7) . ?
C106 H106 0.9300 . ?
C107 H10A 0.9600 . ?
C107 H10B 0.9600 . ?
C107 H10C 0.9600 . ?
N111 C112 1.329(12) . ?
N111 C116 1.340(12) . ?
C112 H112 0.9300 . ?
C112 C113 1.404(13) . ?
C113 C114 1.383(13) . ?
C113 C117 1.486(12) . ?
C114 H114 0.9300 . ?
C114 C115 1.371(12) . ?
C115 H115 0.9300 . ?
C115 C116 1.384(12) . ?
C116 H116 0.9300 . ?
C117 H11A 0.9600 . ?
C117 H11B 0.9600 . ?
C117 H11C 0.9600 . ?
N121 C122 1.307(16) . ?
N121 C126 1.349(16) . ?
C122 H122 0.9300 . ?
C122 C123 1.404(17) . ?
C123 C124 1.372(16) . ?
C123 C127 1.492(16) . ?
C124 H124 0.9300 . ?
C124 C125 1.370(16) . ?
C125 H125 0.9300 . ?
C125 C126 1.364(17) . ?
C126 H126 0.9300 . ?
C127 H12A 0.9600 . ?
C127 H12B 0.9600 . ?
C127 H12C 0.9600 . ?
Cu3 O51 1.944(3) . ?
Cu3 N58 1.995(5) . ?
Cu3 O66 1.920(4) . ?
Cu3 N131 2.051(4) . ?
Cu3 N141 2.288(6) . ?
Cu3 N151 2.33(2) . ?
O51 C52 1.301(6) . ?
C52 C53 1.418(7) . ?
C52 C57 1.414(7) . ?
C53 H53 0.9300 . ?
C53 C54 1.384(8) . ?
C54 H54 0.9300 . ?
C54 C55 1.389(8) . ?
C55 H55 0.9300 . ?
C55 C56 1.372(8) . ?
C56 H56 0.9300 . ?
C56 C57 1.378(7) . ?
C57 N58 1.443(6) . ?
N58 C59 1.252(7) . ?
C59 H59 0.9300 . ?
C59 C60 1.441(7) . ?
C60 C61 1.418(7) . ?
C60 C65 1.415(8) . ?
C61 H61 0.9300 . ?
C61 C62 1.363(8) . ?
C62 H62 0.9300 . ?
C62 C63 1.372(9) . ?
C63 H63 0.9300 . ?
C63 C64 1.379(8) . ?
C64 H64 0.9300 . ?
C64 C65 1.416(7) . ?
C65 O66 1.304(6) . ?
N131 C132 1.344(6) . ?
N131 C136 1.343(6) . ?
C132 H132 0.9300 . ?
C132 C133 1.385(7) . ?
C133 C134 1.384(7) . ?
C133 C137 1.507(7) . ?
C134 H134 0.9300 . ?
C134 C135 1.391(7) . ?
C135 H135 0.9300 . ?
C135 C136 1.369(7) . ?
C136 H136 0.9300 . ?
C137 H13A 0.9600 . ?
C137 H13B 0.9600 . ?
C137 H13C 0.9600 . ?
N141 C142 1.323(10) . ?
N141 C146 1.343(9) . ?
C142 H142 0.9300 . ?
C142 C143 1.402(10) . ?
C143 C144 1.381(10) . ?
C143 C147 1.490(9) . ?
C144 H144 0.9300 . ?
C144 C145 1.371(10) . ?
C145 H145 0.9300 . ?
C145 C146 1.370(9) . ?
C146 H146 0.9300 . ?
C147 H14A 0.9600 . ?
C147 H14B 0.9600 . ?
C147 H14C 0.9600 . ?
N151 C152 1.34(2) . ?
N151 C156 1.34(2) . ?
C152 H152 0.9300 . ?
C152 C153 1.40(2) . ?
C153 C154 1.38(2) . ?
C153 C157 1.48(2) . ?
C154 H154 0.9300 . ?
C154 C155 1.36(2) . ?
C155 H155 0.9300 . ?
C155 C156 1.38(2) . ?
C156 H156 0.9300 . ?
C157 H15A 0.9600 . ?
C157 H15B 0.9600 . ?
C157 H15C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Cu1 N18 83.48(16) . . ?
O11 Cu1 N101 92.62(15) . . ?
O11 Cu1 N111 86.5(3) . . ?
O11 Cu1 N121 98.2(4) . . ?
N18 Cu1 N101 162.50(16) . . ?
N18 Cu1 N111 102.8(4) . . ?
N18 Cu1 N121 105.0(5) . . ?
O26 Cu1 O11 173.2(2) . . ?
O26 Cu1 N18 92.86(16) . . ?
O26 Cu1 N101 89.19(15) . . ?
O26 Cu1 N111 99.9(3) . . ?
O26 Cu1 N121 88.2(4) . . ?
N101 Cu1 N111 94.0(4) . . ?
N101 Cu1 N121 92.4(5) . . ?
C12 O11 Cu1 111.4(3) . . ?
O11 C12 C13 122.8(4) . . ?
O11 C12 C17 120.6(4) . . ?
C13 C12 C17 116.5(4) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.4(5) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.7(5) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.3(5) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.7(5) . . ?
C17 C16 H16 119.7 . . ?
C12 C17 N18 111.3(4) . . ?
C16 C17 C12 121.4(4) . . ?
C16 C17 N18 127.3(5) . . ?
C17 N18 Cu1 111.5(3) . . ?
C19 N18 Cu1 125.7(4) . . ?
C19 N18 C17 122.8(4) . . ?
N18 C19 H19 117.3 . . ?
N18 C19 C20 125.5(5) . . ?
C20 C19 H19 117.3 . . ?
C21 C20 C19 117.1(5) . . ?
C21 C20 C25 119.6(4) . . ?
C25 C20 C19 123.3(5) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.7(5) . . ?
C22 C21 H21 119.1 . . ?
C21 C22 H22 120.4 . . ?
C21 C22 C23 119.2(5) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 121.0(5) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 119.2 . . ?
C23 C24 C25 121.7(5) . . ?
C25 C24 H24 119.2 . . ?
C24 C25 C20 116.8(5) . . ?
O26 C25 C20 124.3(4) . . ?
O26 C25 C24 118.9(5) . . ?
C25 O26 Cu1 127.9(3) . . ?
C102 N101 Cu1 120.3(3) . . ?
C106 N101 Cu1 122.1(3) . . ?
C106 N101 C102 117.6(4) . . ?
N101 C102 H102 118.1 . . ?
N101 C102 C103 123.7(4) . . ?
C103 C102 H102 118.1 . . ?
C102 C103 C104 117.3(5) . . ?
C102 C103 C107 121.4(4) . . ?
C104 C103 C107 121.3(5) . . ?
C103 C104 H104 120.2 . . ?
C105 C104 C103 119.6(5) . . ?
C105 C104 H104 120.2 . . ?
C104 C105 H105 120.7 . . ?
C106 C105 C104 118.5(5) . . ?
C106 C105 H105 120.7 . . ?
N101 C106 C105 123.4(5) . . ?
N101 C106 H106 118.3 . . ?
C105 C106 H106 118.3 . . ?
C103 C107 H10A 109.5 . . ?
C103 C107 H10B 109.5 . . ?
C103 C107 H10C 109.5 . . ?
H10A C107 H10B 109.5 . . ?
H10A C107 H10C 109.5 . . ?
H10B C107 H10C 109.5 . . ?
C112 N111 Cu1 117.8(7) . . ?
C112 N111 C116 117.3(9) . . ?
C116 N111 Cu1 124.8(7) . . ?
N111 C112 H112 117.7 . . ?
N111 C112 C113 124.6(10) . . ?
C113 C112 H112 117.7 . . ?
C112 C113 C117 121.0(10) . . ?
C114 C113 C112 116.3(9) . . ?
C114 C113 C117 122.7(9) . . ?
C113 C114 H114 119.9 . . ?
C115 C114 C113 120.1(9) . . ?
C115 C114 H114 119.9 . . ?
C114 C115 H115 120.4 . . ?
C114 C115 C116 119.3(9) . . ?
C116 C115 H115 120.4 . . ?
N111 C116 C115 122.4(9) . . ?
N111 C116 H116 118.8 . . ?
C115 C116 H116 118.8 . . ?
C113 C117 H11A 109.5 . . ?
C113 C117 H11B 109.5 . . ?
C113 C117 H11C 109.5 . . ?
H11A C117 H11B 109.5 . . ?
H11A C117 H11C 109.5 . . ?
H11B C117 H11C 109.5 . . ?
C122 N121 Cu1 121.2(10) . . ?
C122 N121 C126 117.3(13) . . ?
C126 N121 Cu1 120.8(10) . . ?
N121 C122 H122 117.8 . . ?
N121 C122 C123 124.4(13) . . ?
C123 C122 H122 117.8 . . ?
C122 C123 C127 120.8(13) . . ?
C124 C123 C122 116.4(12) . . ?
C124 C123 C127 122.7(13) . . ?
C123 C124 H124 120.0 . . ?
C125 C124 C123 120.0(12) . . ?
C125 C124 H124 120.0 . . ?
C124 C125 H125 120.4 . . ?
C126 C125 C124 119.2(13) . . ?
C126 C125 H125 120.4 . . ?
N121 C126 C125 122.6(14) . . ?
N121 C126 H126 118.7 . . ?
C125 C126 H126 118.7 . . ?
C123 C127 H12A 109.5 . . ?
C123 C127 H12B 109.5 . . ?
C123 C127 H12C 109.5 . . ?
H12A C127 H12B 109.5 . . ?
H12A C127 H12C 109.5 . . ?
H12B C127 H12C 109.5 . . ?
O51 Cu3 N58 83.41(17) . . ?
O51 Cu3 N131 92.06(15) . . ?
O51 Cu3 N141 94.2(2) . . ?
O51 Cu3 N151 82.4(5) . . ?
N58 Cu3 N131 164.31(17) . . ?
N58 Cu3 N141 104.4(2) . . ?
N58 Cu3 N151 101.4(7) . . ?
O66 Cu3 O51 172.05(19) . . ?
O66 Cu3 N58 93.05(17) . . ?
O66 Cu3 N131 89.48(16) . . ?
O66 Cu3 N141 93.5(2) . . ?
O66 Cu3 N151 105.3(5) . . ?
N131 Cu3 N141 90.9(2) . . ?
N131 Cu3 N151 92.8(7) . . ?
C52 O51 Cu3 112.3(3) . . ?
O51 C52 C53 122.2(5) . . ?
O51 C52 C57 121.7(4) . . ?
C57 C52 C53 116.2(5) . . ?
C52 C53 H53 119.5 . . ?
C54 C53 C52 120.9(5) . . ?
C54 C53 H53 119.5 . . ?
C53 C54 H54 119.6 . . ?
C53 C54 C55 120.7(5) . . ?
C55 C54 H54 119.6 . . ?
C54 C55 H55 120.1 . . ?
C56 C55 C54 119.7(5) . . ?
C56 C55 H55 120.1 . . ?
C55 C56 H56 119.9 . . ?
C55 C56 C57 120.2(5) . . ?
C57 C56 H56 119.9 . . ?
C52 C57 N58 110.8(4) . . ?
C56 C57 C52 122.2(5) . . ?
C56 C57 N58 127.0(5) . . ?
C57 N58 Cu3 110.9(3) . . ?
C59 N58 Cu3 125.3(4) . . ?
C59 N58 C57 123.7(5) . . ?
N58 C59 H59 117.2 . . ?
N58 C59 C60 125.5(6) . . ?
C60 C59 H59 117.2 . . ?
C61 C60 C59 115.9(5) . . ?
C65 C60 C59 124.9(5) . . ?
C65 C60 C61 119.1(5) . . ?
C60 C61 H61 119.2 . . ?
C62 C61 C60 121.7(6) . . ?
C62 C61 H61 119.2 . . ?
C61 C62 H62 120.3 . . ?
C61 C62 C63 119.3(6) . . ?
C63 C62 H62 120.3 . . ?
C62 C63 H63 119.3 . . ?
C62 C63 C64 121.5(5) . . ?
C64 C63 H63 119.3 . . ?
C63 C64 H64 119.5 . . ?
C63 C64 C65 120.9(5) . . ?
C65 C64 H64 119.5 . . ?
C60 C65 C64 117.5(5) . . ?
O66 C65 C60 123.5(5) . . ?
O66 C65 C64 119.0(5) . . ?
C65 O66 Cu3 127.6(4) . . ?
C132 N131 Cu3 120.2(3) . . ?
C136 N131 Cu3 122.0(3) . . ?
C136 N131 C132 117.7(4) . . ?
N131 C132 H132 118.2 . . ?
N131 C132 C133 123.7(5) . . ?
C133 C132 H132 118.2 . . ?
C132 C133 C137 121.1(5) . . ?
C134 C133 C132 117.5(5) . . ?
C134 C133 C137 121.5(5) . . ?
C133 C134 H134 120.3 . . ?
C133 C134 C135 119.4(5) . . ?
C135 C134 H134 120.3 . . ?
C134 C135 H135 120.5 . . ?
C136 C135 C134 119.1(5) . . ?
C136 C135 H135 120.5 . . ?
N131 C136 C135 122.6(5) . . ?
N131 C136 H136 118.7 . . ?
C135 C136 H136 118.7 . . ?
C133 C137 H13A 109.5 . . ?
C133 C137 H13B 109.5 . . ?
C133 C137 H13C 109.5 . . ?
H13A C137 H13B 109.5 . . ?
H13A C137 H13C 109.5 . . ?
H13B C137 H13C 109.5 . . ?
C142 N141 Cu3 122.4(5) . . ?
C142 N141 C146 117.4(6) . . ?
C146 N141 Cu3 119.4(5) . . ?
N141 C142 H142 117.9 . . ?
N141 C142 C143 124.3(7) . . ?
C143 C142 H142 117.9 . . ?
C142 C143 C147 120.8(8) . . ?
C144 C143 C142 116.1(7) . . ?
C144 C143 C147 123.1(7) . . ?
C143 C144 H144 119.7 . . ?
C145 C144 C143 120.6(7) . . ?
C145 C144 H144 119.7 . . ?
C144 C145 H145 120.7 . . ?
C146 C145 C144 118.6(8) . . ?
C146 C145 H145 120.7 . . ?
N141 C146 C145 123.0(8) . . ?
N141 C146 H146 118.5 . . ?
C145 C146 H146 118.5 . . ?
C143 C147 H14A 109.5 . . ?
C143 C147 H14B 109.5 . . ?
C143 C147 H14C 109.5 . . ?
H14A C147 H14B 109.5 . . ?
H14A C147 H14C 109.5 . . ?
H14B C147 H14C 109.5 . . ?
C152 N151 Cu3 116.3(16) . . ?
C156 N151 Cu3 125.1(15) . . ?
C156 N151 C152 119(2) . . ?
N151 C152 H152 118.3 . . ?
N151 C152 C153 123(2) . . ?
C153 C152 H152 118.3 . . ?
C152 C153 C157 121(2) . . ?
C154 C153 C152 115.3(19) . . ?
C154 C153 C157 124(2) . . ?
C153 C154 H154 119.2 . . ?
C155 C154 C153 122(2) . . ?
C155 C154 H154 119.2 . . ?
C154 C155 H155 120.2 . . ?
C154 C155 C156 120(2) . . ?
C156 C155 H155 120.2 . . ?
N151 C156 C155 121(2) . . ?
N151 C156 H156 119.4 . . ?
C155 C156 H156 119.4 . . ?
C153 C157 H15A 109.5 . . ?
C153 C157 H15B 109.5 . . ?
C153 C157 H15C 109.5 . . ?
H15A C157 H15B 109.5 . . ?
H15A C157 H15C 109.5 . . ?
H15B C157 H15C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O11 C12 C13 170.3(4) . . . . ?
Cu1 O11 C12 C17 -9.9(6) . . . . ?
Cu1 N18 C19 C20 2.7(7) . . . . ?
Cu1 N101 C102 C103 -179.3(4) . . . . ?
Cu1 N101 C106 C105 179.1(4) . . . . ?
Cu1 N111 C112 C113 178.2(9) . . . . ?
Cu1 N111 C116 C115 179.7(9) . . . . ?
Cu1 N121 C122 C123 -172.1(13) . . . . ?
Cu1 N121 C126 C125 171.5(13) . . . . ?
O11 C12 C13 C14 179.9(5) . . . . ?
O11 C12 C17 C16 179.2(5) . . . . ?
O11 C12 C17 N18 0.9(6) . . . . ?
C12 C13 C14 C15 0.6(8) . . . . ?
C12 C17 N18 Cu1 8.5(5) . . . . ?
C12 C17 N18 C19 -170.9(4) . . . . ?
C13 C12 C17 C16 -1.0(7) . . . . ?
C13 C12 C17 N18 -179.3(4) . . . . ?
C13 C14 C15 C16 -0.5(8) . . . . ?
C14 C15 C16 C17 -0.4(8) . . . . ?
C15 C16 C17 C12 1.2(8) . . . . ?
C15 C16 C17 N18 179.2(5) . . . . ?
C16 C17 N18 Cu1 -169.7(4) . . . . ?
C16 C17 N18 C19 10.9(8) . . . . ?
C17 C12 C13 C14 0.1(7) . . . . ?
C17 N18 C19 C20 -178.0(5) . . . . ?
N18 C19 C20 C21 -179.2(5) . . . . ?
N18 C19 C20 C25 2.5(8) . . . . ?
C19 C20 C21 C22 -177.5(5) . . . . ?
C19 C20 C25 C24 177.7(5) . . . . ?
C19 C20 C25 O26 -2.4(8) . . . . ?
C20 C21 C22 C23 0.0(9) . . . . ?
C20 C25 O26 Cu1 -3.2(7) . . . . ?
C21 C20 C25 C24 -0.5(7) . . . . ?
C21 C20 C25 O26 179.5(5) . . . . ?
C21 C22 C23 C24 -1.0(8) . . . . ?
C22 C23 C24 C25 1.3(8) . . . . ?
C23 C24 C25 C20 -0.5(7) . . . . ?
C23 C24 C25 O26 179.5(5) . . . . ?
C24 C25 O26 Cu1 176.8(3) . . . . ?
C25 C20 C21 C22 0.8(8) . . . . ?
N101 C102 C103 C104 -0.6(7) . . . . ?
N101 C102 C103 C107 178.2(4) . . . . ?
C102 N101 C106 C105 -0.8(7) . . . . ?
C102 C103 C104 C105 0.8(7) . . . . ?
C103 C104 C105 C106 -1.0(8) . . . . ?
C104 C105 C106 N101 1.0(8) . . . . ?
C106 N101 C102 C103 0.6(7) . . . . ?
C107 C103 C104 C105 -178.0(5) . . . . ?
N111 C112 C113 C114 2.7(17) . . . . ?
N111 C112 C113 C117 -177.0(12) . . . . ?
C112 N111 C116 C115 -1.1(18) . . . . ?
C112 C113 C114 C115 -2.2(15) . . . . ?
C113 C114 C115 C116 0.3(15) . . . . ?
C114 C115 C116 N111 1.5(16) . . . . ?
C116 N111 C112 C113 -1.1(19) . . . . ?
C117 C113 C114 C115 177.5(10) . . . . ?
N121 C122 C123 C124 1(2) . . . . ?
N121 C122 C123 C127 176.7(15) . . . . ?
C122 N121 C126 C125 1(3) . . . . ?
C122 C123 C124 C125 0(2) . . . . ?
C123 C124 C125 C126 0(2) . . . . ?
C124 C125 C126 N121 0(2) . . . . ?
C126 N121 C122 C123 -1(3) . . . . ?
C127 C123 C124 C125 -175.6(14) . . . . ?
Cu3 O51 C52 C53 172.8(4) . . . . ?
Cu3 O51 C52 C57 -6.6(6) . . . . ?
Cu3 N58 C59 C60 2.1(8) . . . . ?
Cu3 N131 C132 C133 -179.9(3) . . . . ?
Cu3 N131 C136 C135 -178.8(4) . . . . ?
Cu3 N141 C142 C143 -171.8(5) . . . . ?
Cu3 N141 C146 C145 171.9(6) . . . . ?
Cu3 N151 C152 C153 176(2) . . . . ?
Cu3 N151 C156 C155 179.6(19) . . . . ?
O51 C52 C53 C54 -179.5(5) . . . . ?
O51 C52 C57 C56 179.4(5) . . . . ?
O51 C52 C57 N58 0.0(7) . . . . ?
C52 C53 C54 C55 -0.6(8) . . . . ?
C52 C57 N58 Cu3 6.4(5) . . . . ?
C52 C57 N58 C59 -171.6(5) . . . . ?
C53 C52 C57 C56 -0.1(7) . . . . ?
C53 C52 C57 N58 -179.5(4) . . . . ?
C53 C54 C55 C56 1.3(8) . . . . ?
C54 C55 C56 C57 -1.3(8) . . . . ?
C55 C56 C57 C52 0.7(8) . . . . ?
C55 C56 C57 N58 -179.9(5) . . . . ?
C56 C57 N58 Cu3 -173.0(4) . . . . ?
C56 C57 N58 C59 9.0(8) . . . . ?
C57 C52 C53 C54 0.0(8) . . . . ?
C57 N58 C59 C60 179.8(5) . . . . ?
N58 C59 C60 C61 178.9(5) . . . . ?
N58 C59 C60 C65 0.0(9) . . . . ?
C59 C60 C61 C62 -179.4(6) . . . . ?
C59 C60 C65 C64 179.1(5) . . . . ?
C59 C60 C65 O66 -0.7(8) . . . . ?
C60 C61 C62 C63 -0.1(9) . . . . ?
C60 C65 O66 Cu3 -0.9(7) . . . . ?
C61 C60 C65 C64 0.2(7) . . . . ?
C61 C60 C65 O66 -179.6(5) . . . . ?
C61 C62 C63 C64 0.7(9) . . . . ?
C62 C63 C64 C65 -1.0(8) . . . . ?
C63 C64 C65 C60 0.4(7) . . . . ?
C63 C64 C65 O66 -179.8(5) . . . . ?
C64 C65 O66 Cu3 179.3(3) . . . . ?
C65 C60 C61 C62 -0.4(8) . . . . ?
N131 C132 C133 C134 -1.0(7) . . . . ?
N131 C132 C133 C137 178.6(4) . . . . ?
C132 N131 C136 C135 1.2(7) . . . . ?
C132 C133 C134 C135 0.8(7) . . . . ?
C133 C134 C135 C136 0.4(8) . . . . ?
C134 C135 C136 N131 -1.4(8) . . . . ?
C136 N131 C132 C133 0.1(7) . . . . ?
C137 C133 C134 C135 -178.9(5) . . . . ?
N141 C142 C143 C144 1.1(10) . . . . ?
N141 C142 C143 C147 178.6(6) . . . . ?
C142 N141 C146 C145 1.8(11) . . . . ?
C142 C143 C144 C145 0.1(10) . . . . ?
C143 C144 C145 C146 -0.2(10) . . . . ?
C144 C145 C146 N141 -0.7(11) . . . . ?
C146 N141 C142 C143 -2.0(11) . . . . ?
C147 C143 C144 C145 -177.4(6) . . . . ?
N151 C152 C153 C154 8(5) . . . . ?
N151 C152 C153 C157 -178(3) . . . . ?
C152 N151 C156 C155 2(4) . . . . ?
C152 C153 C154 C155 -6(4) . . . . ?
C153 C154 C155 C156 2(4) . . . . ?
C154 C155 C156 N151 0(4) . . . . ?
C156 N151 C152 C153 -6(5) . . . . ?
C157 C153 C154 C155 180(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.541
_oxdiff_exptl_absorpt_empirical_full_min 0.482
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.970(4)
2 0.030(4)

# start Validation Reply Form
_vrf_PLAT112_2016tdk012          
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem        21        100 %Fit  
RESPONSE: Attempts to solve in P212121 and P21212 result in a poor-quality 
structure and refinement
;
_vrf_PLAT113_2016tdk012          
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New  Space Group    P212121 Check 
RESPONSE: Attempts to solve in P212121 and P21212 result in a poor-quality 
structure and refinement
;
# end Validation Reply Form

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mono1
_database_code_depnum_ccdc_archive 'CCDC 1907270'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H16 Cu N2 O2'
_chemical_formula_sum            'C19 H16 Cu N2 O2'
_chemical_formula_weight         367.88
_chemical_melting_point          ?
_chemical_oxdiff_formula         (CuC13H9N1O2)(C6H7N)2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.4100(8)
_cell_length_b                   4.7791(3)
_cell_length_c                   26.5274(18)
_cell_angle_alpha                90
_cell_angle_beta                 102.191(7)
_cell_angle_gamma                90
_cell_volume                     1537.83(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4250
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4130
_cell_measurement_theta_min      2.1000
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.434
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81134
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       blade
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.222
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            10086
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         2.530
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -107.00  73.00   1.00   15.00    --  -17.00  -8.00 147.00  180
  2  ω    -18.00  68.00   1.00   15.00    --  -17.00  40.00-148.00   86
  3  ω     -5.00  10.00   1.00   15.00    --  -17.00  72.00 -17.00   15
  4  ω   -107.00 -75.00   1.00   15.00    --  -17.00   8.00  16.00   32
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0395040000
_diffrn_orient_matrix_UB_12      -0.0807820000
_diffrn_orient_matrix_UB_13      0.0172003000
_diffrn_orient_matrix_UB_21      0.0247114000
_diffrn_orient_matrix_UB_22      -0.0397296000
_diffrn_orient_matrix_UB_23      -0.0206928000
_diffrn_orient_matrix_UB_31      0.0353765000
_diffrn_orient_matrix_UB_32      0.1180451000
_diffrn_orient_matrix_UB_33      0.0048488000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2801
_reflns_number_total             3525
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         3525
_refine_ls_number_restraints     1036
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      0.913
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0593P)²+0.4199P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0998
_refine_ls_wR_factor_ref         0.1057
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Cu1 \\sim O11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim
N18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim
O26 \\sim N51 \\sim C52 \\sim C53 \\sim C54 \\sim C55 \\sim C56 \\sim C57 \\sim
Cu2 \\sim O31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim
N38 \\sim C39 \\sim C40 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim
O46: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3. Rigid body (RIGU) restrains
 Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
 C25, O26, N51, C52, C53, C54, C55, C56, C57, Cu2, O31, C32, C33, C34, C35, C36,
  C37, N38, C39, C40, C41, C42, C43, C44, C45, O46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
C25, O26} sigma for 1-2: 0.02, 1-3: 0.04
as
{Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44,
C45, O46}
5. Others
 Sof(Cu2)=Sof(O31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=
 Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(N38)=Sof(C39)=Sof(H39)=Sof(C40)=
 Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=
 Sof(C45)=Sof(O46)=1-FVAR(1)
 Sof(Cu1)=Sof(O11)=Sof(C12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=
 Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(N18)=Sof(C19)=Sof(H19)=Sof(C20)=
 Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=
 Sof(C25)=Sof(O26)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C21(H21), C22(H22),
 C23(H23), C24(H24), C52(H52), C53(H53), C55(H55), C56(H56), C33(H33), C34(H34),
  C35(H35), C36(H36), C39(H39), C41(H41), C42(H42), C43(H43), C44(H44)
6.b Idealised Me refined as rotating group:
 C57(H57A,H57B,H57C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.2626(5) 0.5083(12) 0.31349(19) 0.0228(6) Uani 0.430(6) 1 d D U P A 1
O11 O 0.3393(6) 0.2265(16) 0.2827(2) 0.0218(13) Uani 0.430(6) 1 d D U P A 1
C12 C 0.4093(15) 0.083(4) 0.3181(4) 0.020(2) Uani 0.430(6) 1 d D U P A 1
C13 C 0.4776(18) -0.128(5) 0.3061(8) 0.021(3) Uani 0.430(6) 1 d D U P A 1
H13 H 0.4725 -0.1788 0.2719 0.026 Uiso 0.430(6) 1 calc R . P A 1
C14 C 0.5530(16) -0.263(4) 0.3445(5) 0.022(3) Uani 0.430(6) 1 d D U P A 1
H14 H 0.5992 -0.4001 0.3357 0.026 Uiso 0.430(6) 1 calc R . P A 1
C15 C 0.5595(14) -0.194(3) 0.3958(5) 0.025(3) Uani 0.430(6) 1 d D U P A 1
H15 H 0.6090 -0.2871 0.4216 0.031 Uiso 0.430(6) 1 calc R . P A 1
C16 C 0.4928(10) 0.010(3) 0.4084(5) 0.022(2) Uani 0.430(6) 1 d D U P A 1
H16 H 0.4982 0.0592 0.4427 0.027 Uiso 0.430(6) 1 calc R . P A 1
C17 C 0.4176(10) 0.145(3) 0.3704(4) 0.0169(19) Uani 0.430(6) 1 d D U P A 1
N18 N 0.3444(4) 0.3616(11) 0.37865(19) 0.0211(13) Uani 0.430(6) 1 d D U P A 1
C19 C 0.3352(6) 0.4515(13) 0.4224(3) 0.0248(15) Uani 0.430(6) 1 d D U P A 1
H19 H 0.3784 0.3632 0.4509 0.030 Uiso 0.430(6) 1 calc R . P A 1
C20 C 0.2664(18) 0.672(5) 0.4331(5) 0.023(3) Uani 0.430(6) 1 d D U P A 1
C21 C 0.2683(13) 0.746(3) 0.4840(5) 0.029(3) Uani 0.430(6) 1 d D U P A 1
H21 H 0.3167 0.6535 0.5103 0.034 Uiso 0.430(6) 1 calc R . P A 1
C22 C 0.2025(12) 0.948(3) 0.4970(6) 0.028(3) Uani 0.430(6) 1 d D U P A 1
H22 H 0.2063 0.9939 0.5314 0.034 Uiso 0.430(6) 1 calc R . P A 1
C23 C 0.1296(14) 1.086(4) 0.4583(5) 0.024(2) Uani 0.430(6) 1 d D U P A 1
H23 H 0.0855 1.2278 0.4669 0.029 Uiso 0.430(6) 1 calc R . P A 1
C24 C 0.1213(17) 1.017(4) 0.4076(5) 0.023(2) Uani 0.430(6) 1 d D U P A 1
H24 H 0.0715 1.1129 0.3823 0.028 Uiso 0.430(6) 1 calc R . P A 1
C25 C 0.187(2) 0.803(5) 0.3931(6) 0.020(3) Uani 0.430(6) 1 d D U P A 1
O26 O 0.1769(10) 0.753(3) 0.3438(4) 0.0217(17) Uani 0.430(6) 1 d D U P A 1
N51 N 0.19866(15) 0.6754(4) 0.24560(7) 0.0210(4) Uani 1 1 d . U . . .
C52 C 0.2497(2) 0.6030(5) 0.20798(10) 0.0257(5) Uani 1 1 d . U . . .
H52 H 0.3048 0.4677 0.2148 0.031 Uiso 1 1 calc R . . . .
C53 C 0.2243(2) 0.7201(6) 0.15964(9) 0.0265(5) Uani 1 1 d . U . . .
H53 H 0.2629 0.6651 0.1348 0.032 Uiso 1 1 calc R . . . .
C54 C 0.1421(2) 0.9181(5) 0.14740(9) 0.0247(5) Uani 1 1 d . U . . .
C55 C 0.0876(2) 0.9893(5) 0.18638(10) 0.0264(5) Uani 1 1 d . U . . .
H55 H 0.0305 1.1191 0.1801 0.032 Uiso 1 1 calc R . . . .
C56 C 0.11832(19) 0.8677(5) 0.23417(9) 0.0251(5) Uani 1 1 d . U . . .
H56 H 0.0817 0.9210 0.2598 0.030 Uiso 1 1 calc R . . . .
C57 C 0.1127(2) 1.0523(6) 0.09544(10) 0.0343(6) Uani 1 1 d . U . . .
H57A H 0.1611 1.2074 0.0941 0.051 Uiso 1 1 calc GR . . . .
H57B H 0.0379 1.1177 0.0894 0.051 Uiso 1 1 calc GR . . . .
H57C H 0.1200 0.9180 0.0695 0.051 Uiso 1 1 calc GR . . . .
Cu2 Cu 0.2517(4) 0.5521(9) 0.32017(13) 0.0203(4) Uani 0.570(6) 1 d D U P A 2
O31 O 0.1552(8) 0.816(2) 0.3430(3) 0.0249(14) Uani 0.570(6) 1 d D U P A 2
C32 C 0.1771(15) 0.845(4) 0.3936(5) 0.022(2) Uani 0.570(6) 1 d D U P A 2
C33 C 0.1211(12) 1.033(3) 0.4193(4) 0.026(2) Uani 0.570(6) 1 d D U P A 2
H33 H 0.0653 1.1445 0.4005 0.031 Uiso 0.570(6) 1 calc R . P A 2
C34 C 0.1476(10) 1.056(3) 0.4721(3) 0.026(2) Uani 0.570(6) 1 d D U P A 2
H34 H 0.1090 1.1807 0.4887 0.031 Uiso 0.570(6) 1 calc R . P A 2
C35 C 0.2316(9) 0.895(2) 0.5008(4) 0.0274(19) Uani 0.570(6) 1 d D U P A 2
H35 H 0.2505 0.9158 0.5365 0.033 Uiso 0.570(6) 1 calc R . P A 2
C36 C 0.2870(9) 0.704(2) 0.4768(4) 0.0255(18) Uani 0.570(6) 1 d D U P A 2
H36 H 0.3435 0.5973 0.4962 0.031 Uiso 0.570(6) 1 calc R . P A 2
C37 C 0.2581(13) 0.673(3) 0.4237(3) 0.0209(19) Uani 0.570(6) 1 d D U P A 2
N38 N 0.3094(3) 0.4920(8) 0.39362(17) 0.0208(10) Uani 0.570(6) 1 d D U P A 2
C39 C 0.3834(4) 0.3126(9) 0.41317(17) 0.0223(11) Uani 0.570(6) 1 d D U P A 2
H39 H 0.4044 0.3073 0.4489 0.027 Uiso 0.570(6) 1 calc R . P A 2
C40 C 0.4367(8) 0.119(2) 0.3849(3) 0.0194(15) Uani 0.570(6) 1 d D U P A 2
C41 C 0.5183(8) -0.0587(19) 0.4120(4) 0.0226(16) Uani 0.570(6) 1 d D U P A 2
H41 H 0.5374 -0.0444 0.4477 0.027 Uiso 0.570(6) 1 calc R . P A 2
C42 C 0.5709(10) -0.252(2) 0.3880(4) 0.0220(17) Uani 0.570(6) 1 d D U P A 2
H42 H 0.6251 -0.3672 0.4070 0.026 Uiso 0.570(6) 1 calc R . P A 2
C43 C 0.5415(13) -0.274(3) 0.3343(4) 0.022(2) Uani 0.570(6) 1 d D U P A 2
H43 H 0.5754 -0.4079 0.3175 0.027 Uiso 0.570(6) 1 calc R . P A 2
C44 C 0.4634(14) -0.101(4) 0.3062(6) 0.024(2) Uani 0.570(6) 1 d D U P A 2
H44 H 0.4461 -0.1166 0.2704 0.029 Uiso 0.570(6) 1 calc R . P A 2
C45 C 0.4084(11) 0.102(2) 0.3303(3) 0.0191(17) Uani 0.570(6) 1 d D U P A 2
O46 O 0.3349(5) 0.2600(12) 0.30015(17) 0.0213(10) Uani 0.570(6) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O11 1.928(7) . ?
Cu1 N18 1.941(7) . ?
Cu1 O26 1.873(9) . ?
Cu1 N51 1.977(6) . ?
O11 C12 1.328(13) . ?
C12 C13 1.396(15) . ?
C12 C17 1.402(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.388(15) . ?
C14 H14 0.9300 . ?
C14 C15 1.387(13) . ?
C15 H15 0.9300 . ?
C15 C16 1.367(11) . ?
C16 H16 0.9300 . ?
C16 C17 1.379(10) . ?
C17 N18 1.425(11) . ?
N18 C19 1.265(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.422(14) . ?
C20 C21 1.394(13) . ?
C20 C25 1.429(15) . ?
C21 H21 0.9300 . ?
C21 C22 1.354(12) . ?
C22 H22 0.9300 . ?
C22 C23 1.383(12) . ?
C23 H23 0.9300 . ?
C23 C24 1.367(12) . ?
C24 H24 0.9300 . ?
C24 C25 1.414(15) . ?
C25 O26 1.309(15) . ?
N51 C52 1.336(3) . ?
N51 C56 1.343(3) . ?
N51 Cu2 2.036(4) . ?
C52 H52 0.9300 . ?
C52 C53 1.374(4) . ?
C53 H53 0.9300 . ?
C53 C54 1.378(4) . ?
C54 C55 1.392(3) . ?
C54 C57 1.494(3) . ?
C55 H55 0.9300 . ?
C55 C56 1.373(3) . ?
C56 H56 0.9300 . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
Cu2 O31 1.925(6) . ?
Cu2 N38 1.950(6) . ?
Cu2 O46 1.879(6) . ?
O31 C32 1.319(12) . ?
C32 C33 1.400(12) . ?
C32 C37 1.411(12) . ?
C33 H33 0.9300 . ?
C33 C34 1.373(9) . ?
C34 H34 0.9300 . ?
C34 C35 1.389(10) . ?
C35 H35 0.9300 . ?
C35 C36 1.375(9) . ?
C36 H36 0.9300 . ?
C36 C37 1.387(10) . ?
C37 N38 1.415(10) . ?
N38 C39 1.283(6) . ?
C39 H39 0.9300 . ?
C39 C40 1.438(9) . ?
C40 C41 1.398(8) . ?
C40 C45 1.419(8) . ?
C41 H41 0.9300 . ?
C41 C42 1.364(8) . ?
C42 H42 0.9300 . ?
C42 C43 1.398(10) . ?
C43 H43 0.9300 . ?
C43 C44 1.371(12) . ?
C44 H44 0.9300 . ?
C44 C45 1.413(13) . ?
C45 O46 1.316(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Cu1 N18 85.0(3) . . ?
O11 Cu1 N51 92.0(3) . . ?
N18 Cu1 N51 172.3(4) . . ?
O26 Cu1 O11 174.0(6) . . ?
O26 Cu1 N18 94.7(4) . . ?
O26 Cu1 N51 89.0(4) . . ?
C12 O11 Cu1 111.7(6) . . ?
O11 C12 C13 123.4(11) . . ?
O11 C12 C17 119.4(10) . . ?
C13 C12 C17 117.1(13) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.2(16) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0(15) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.8(12) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.5(11) . . ?
C17 C16 H16 119.8 . . ?
C12 C17 N18 112.9(8) . . ?
C16 C17 C12 121.5(10) . . ?
C16 C17 N18 125.6(9) . . ?
C17 N18 Cu1 110.9(5) . . ?
C19 N18 Cu1 124.3(5) . . ?
C19 N18 C17 124.8(6) . . ?
N18 C19 H19 116.3 . . ?
N18 C19 C20 127.4(8) . . ?
C20 C19 H19 116.3 . . ?
C19 C20 C25 121.7(11) . . ?
C21 C20 C19 119.6(11) . . ?
C21 C20 C25 118.4(13) . . ?
C20 C21 H21 118.6 . . ?
C22 C21 C20 122.7(12) . . ?
C22 C21 H21 118.6 . . ?
C21 C22 H22 120.5 . . ?
C21 C22 C23 119.1(12) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.2(13) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.8(15) . . ?
C25 C24 H24 119.6 . . ?
C24 C25 C20 117.6(14) . . ?
O26 C25 C20 124.7(12) . . ?
O26 C25 C24 117.5(12) . . ?
C25 O26 Cu1 126.7(8) . . ?
C52 N51 Cu1 114.4(2) . . ?
C52 N51 C56 117.1(2) . . ?
C52 N51 Cu2 122.94(19) . . ?
C56 N51 Cu1 128.2(2) . . ?
C56 N51 Cu2 119.35(18) . . ?
N51 C52 H52 118.7 . . ?
N51 C52 C53 122.7(2) . . ?
C53 C52 H52 118.7 . . ?
C52 C53 H53 119.6 . . ?
C52 C53 C54 120.8(2) . . ?
C54 C53 H53 119.6 . . ?
C53 C54 C55 116.4(2) . . ?
C53 C54 C57 122.5(2) . . ?
C55 C54 C57 121.2(2) . . ?
C54 C55 H55 120.1 . . ?
C56 C55 C54 119.9(2) . . ?
C56 C55 H55 120.1 . . ?
N51 C56 C55 123.1(2) . . ?
N51 C56 H56 118.4 . . ?
C55 C56 H56 118.4 . . ?
C54 C57 H57A 109.5 . . ?
C54 C57 H57B 109.5 . . ?
C54 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
O31 Cu2 N51 91.1(3) . . ?
O31 Cu2 N38 84.5(3) . . ?
N38 Cu2 N51 171.4(3) . . ?
O46 Cu2 N51 91.43(19) . . ?
O46 Cu2 O31 173.0(5) . . ?
O46 Cu2 N38 93.7(3) . . ?
C32 O31 Cu2 112.3(6) . . ?
O31 C32 C33 123.2(9) . . ?
O31 C32 C37 119.0(9) . . ?
C33 C32 C37 117.8(11) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 C32 120.8(11) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 H34 119.8 . . ?
C33 C34 C35 120.4(9) . . ?
C35 C34 H34 119.8 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.3(9) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 120.1 . . ?
C35 C36 C37 119.7(9) . . ?
C37 C36 H36 120.1 . . ?
C32 C37 N38 112.9(7) . . ?
C36 C37 C32 120.8(10) . . ?
C36 C37 N38 126.1(9) . . ?
C37 N38 Cu2 111.1(5) . . ?
C39 N38 Cu2 125.6(4) . . ?
C39 N38 C37 123.3(6) . . ?
N38 C39 H39 117.0 . . ?
N38 C39 C40 126.1(5) . . ?
C40 C39 H39 117.0 . . ?
C41 C40 C39 119.1(6) . . ?
C41 C40 C45 119.1(8) . . ?
C45 C40 C39 121.8(7) . . ?
C40 C41 H41 118.7 . . ?
C42 C41 C40 122.6(8) . . ?
C42 C41 H41 118.7 . . ?
C41 C42 H42 120.7 . . ?
C41 C42 C43 118.5(10) . . ?
C43 C42 H42 120.7 . . ?
C42 C43 H43 119.6 . . ?
C44 C43 C42 120.8(12) . . ?
C44 C43 H43 119.6 . . ?
C43 C44 H44 119.3 . . ?
C43 C44 C45 121.5(12) . . ?
C45 C44 H44 119.3 . . ?
C44 C45 C40 117.5(9) . . ?
O46 C45 C40 125.3(7) . . ?
O46 C45 C44 117.2(8) . . ?
C45 O46 Cu2 127.3(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O11 C12 C13 -178.1(17) . . . . ?
Cu1 O11 C12 C17 1.0(18) . . . . ?
Cu1 N18 C19 C20 -0.5(17) . . . . ?
Cu1 N51 C52 C53 -173.2(3) . . . . ?
Cu1 N51 C56 C55 173.4(3) . . . . ?
O11 C12 C13 C14 177(2) . . . . ?
O11 C12 C17 C16 -176.8(14) . . . . ?
O11 C12 C17 N18 1.1(19) . . . . ?
C12 C13 C14 C15 2(3) . . . . ?
C12 C17 N18 Cu1 -2.6(12) . . . . ?
C12 C17 N18 C19 178.8(10) . . . . ?
C13 C12 C17 C16 2(2) . . . . ?
C13 C12 C17 N18 -179.8(17) . . . . ?
C13 C14 C15 C16 -1(3) . . . . ?
C14 C15 C16 C17 1(2) . . . . ?
C15 C16 C17 C12 -2.0(18) . . . . ?
C15 C16 C17 N18 -179.6(12) . . . . ?
C16 C17 N18 Cu1 175.2(10) . . . . ?
C16 C17 N18 C19 -3.3(15) . . . . ?
C17 C12 C13 C14 -2(3) . . . . ?
C17 N18 C19 C20 177.9(16) . . . . ?
N18 Cu1 O26 C25 6(2) . . . . ?
N18 C19 C20 C21 -179.0(13) . . . . ?
N18 C19 C20 C25 7(3) . . . . ?
C19 C20 C21 C22 -177.9(17) . . . . ?
C19 C20 C25 C24 179(2) . . . . ?
C19 C20 C25 O26 -6(4) . . . . ?
C20 C21 C22 C23 1(2) . . . . ?
C20 C25 O26 Cu1 -1(4) . . . . ?
C21 C20 C25 C24 5(3) . . . . ?
C21 C20 C25 O26 180(2) . . . . ?
C21 C22 C23 C24 1(2) . . . . ?
C22 C23 C24 C25 0(3) . . . . ?
C23 C24 C25 C20 -3(3) . . . . ?
C23 C24 C25 O26 -178(2) . . . . ?
C24 C25 O26 Cu1 173.7(15) . . . . ?
C25 C20 C21 C22 -4(3) . . . . ?
N51 Cu1 O26 C25 -168(2) . . . . ?
N51 C52 C53 C54 -1.0(4) . . . . ?
N51 Cu2 O46 C45 169.4(9) . . . . ?
C52 N51 C56 C55 0.0(4) . . . . ?
C52 C53 C54 C55 -0.2(4) . . . . ?
C52 C53 C54 C57 179.4(2) . . . . ?
C53 C54 C55 C56 1.3(4) . . . . ?
C54 C55 C56 N51 -1.2(4) . . . . ?
C56 N51 C52 C53 1.1(4) . . . . ?
C57 C54 C55 C56 -178.4(2) . . . . ?
Cu2 N51 C52 C53 -169.7(2) . . . . ?
Cu2 N51 C56 C55 171.2(2) . . . . ?
Cu2 O31 C32 C33 177.4(14) . . . . ?
Cu2 O31 C32 C37 -5(2) . . . . ?
Cu2 N38 C39 C40 -1.0(8) . . . . ?
O31 C32 C33 C34 -179.6(16) . . . . ?
O31 C32 C37 C36 177.2(17) . . . . ?
O31 C32 C37 N38 2(2) . . . . ?
C32 C33 C34 C35 0.8(19) . . . . ?
C32 C37 N38 Cu2 1.4(17) . . . . ?
C32 C37 N38 C39 -178.1(11) . . . . ?
C33 C32 C37 C36 -5(3) . . . . ?
C33 C32 C37 N38 -179.8(16) . . . . ?
C33 C34 C35 C36 -2.0(15) . . . . ?
C34 C35 C36 C37 -0.4(16) . . . . ?
C35 C36 C37 C32 4(2) . . . . ?
C35 C36 C37 N38 178.0(14) . . . . ?
C36 C37 N38 Cu2 -173.3(13) . . . . ?
C36 C37 N38 C39 7(2) . . . . ?
C37 C32 C33 C34 2(2) . . . . ?
C37 N38 C39 C40 178.4(11) . . . . ?
N38 Cu2 O46 C45 -3.7(10) . . . . ?
N38 C39 C40 C41 178.2(6) . . . . ?
N38 C39 C40 C45 -2.2(12) . . . . ?
C39 C40 C41 C42 178.5(9) . . . . ?
C39 C40 C45 C44 -178.2(13) . . . . ?
C39 C40 C45 O46 1.7(16) . . . . ?
C40 C41 C42 C43 -0.3(15) . . . . ?
C40 C45 O46 Cu2 1.9(17) . . . . ?
C41 C40 C45 C44 1.4(16) . . . . ?
C41 C40 C45 O46 -178.7(11) . . . . ?
C41 C42 C43 C44 1(2) . . . . ?
C42 C43 C44 C45 -1(3) . . . . ?
C43 C44 C45 C40 0(2) . . . . ?
C43 C44 C45 O46 179.8(16) . . . . ?
C44 C45 O46 Cu2 -178.2(11) . . . . ?
C45 C40 C41 C42 -1.2(13) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.628
_oxdiff_exptl_absorpt_empirical_full_min 0.296
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bus_test1
_database_code_depnum_ccdc_archive 'CCDC 1907275'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H17 Cu N3 O4, C2 H6 O S'
_chemical_formula_sum            'C21 H23 Cu N3 O5 S'
_chemical_formula_weight         493.02
_chemical_melting_point          ?
_chemical_oxdiff_formula         (C13H9N1O2Cu1)(C6H6N2O1)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.6328(2)
_cell_length_b                   12.7929(6)
_cell_length_c                   15.6440(9)
_cell_angle_alpha                68.148(5)
_cell_angle_beta                 81.123(4)
_cell_angle_gamma                88.371(4)
_cell_volume                     1033.26(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9531
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4840
_cell_measurement_theta_min      1.7730
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.198
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93531
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             510
_exptl_crystal_recrystallization_method 
'Crystallisation by slow diffusion of water vapour into DMSO solution'
_exptl_crystal_size_max          0.174
_exptl_crystal_size_mid          0.028
_exptl_crystal_size_min          0.023
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13694
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         2.603
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -30.00   74.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000   72.0000   30.0000 104

#__ type_ start__ end____ width___ exp.time_
  2 omega  -67.00   23.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000  -72.0000  -90.0000 90

#__ type_ start__ end____ width___ exp.time_
  3 omega  -63.00   23.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000  -72.0000   90.0000 86

#__ type_ start__ end____ width___ exp.time_
  4 omega  -87.00  -10.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000    0.0000  -90.0000 77

#__ type_ start__ end____ width___ exp.time_
  5 omega  -39.00  -24.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000   72.0000 -120.0000 15

#__ type_ start__ end____ width___ exp.time_
  6 omega -106.00   74.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000    0.0000    0.0000 180
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_UB_11      -0.0284859000
_diffrn_orient_matrix_UB_12      0.0200151000
_diffrn_orient_matrix_UB_13      0.0368731000
_diffrn_orient_matrix_UB_21      0.1198156000
_diffrn_orient_matrix_UB_22      0.0211662000
_diffrn_orient_matrix_UB_23      -0.0081885000
_diffrn_orient_matrix_UB_31      -0.0330498000
_diffrn_orient_matrix_UB_32      0.0521870000
_diffrn_orient_matrix_UB_33      -0.0319110000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4098
_reflns_number_total             4701
_reflns_odcompleteness_completeness 99.07
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         4701
_refine_ls_number_restraints     718
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0331
_refine_ls_restrained_S_all      0.966
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0243P)²+0.9792P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0696
_refine_ls_wR_factor_ref         0.0725
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O27-H27A = O27-H27B
 0.88 with sigma of 0.01
 H27A-H27B
 1.4 with sigma of 0.01
3. Restrained planarity
 C32, C33, C34, C35, C36, C37
 with sigma of 0.1
 C40, C41, C42, C43, C44, C45
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Cu1 \\sim O11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim
N18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim
O26 \\sim O27 \\sim Cu2 \\sim O31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim
C36 \\sim C37 \\sim N38 \\sim C39 \\sim C40 \\sim C41 \\sim C42 \\sim C43 \\sim
C44 \\sim C45 \\sim O46 \\sim O47: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
Uanis(Cu1) = Uanis(Cu2)
5. Rigid body (RIGU) restrains
 Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
 C25, O26, O27, Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42,
  C43, C44, C45, O46, O47
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Same fragment restrains
{Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
C25, O26, O27} sigma for 1-2: 0.002, 1-3: 0.004
as
{Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44,
C45, O46, O47}
7. Others
 Sof(Cu2)=Sof(O31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=
 Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(N38)=Sof(C39)=Sof(H39)=Sof(C40)=
 Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=
 Sof(C45)=Sof(O46)=Sof(O47)=1-FVAR(1)
 Sof(Cu1)=Sof(O11)=Sof(C12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=
 Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(N18)=Sof(C19)=Sof(H19)=Sof(C20)=
 Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=
 Sof(C25)=Sof(O26)=Sof(O27)=FVAR(1)
 Uiso(O31)=Uiso(C32)=Uiso(C33)=Uiso(C34)=Uiso(C35)=Uiso(C36)=Uiso(C37)=
 Uiso(N38)=Uiso(C39)=Uiso(C40)=Uiso(C41)=Uiso(C42)=Uiso(C43)=Uiso(C44)=
 Uiso(C45)=Uiso(O46)=FVAR(2)
8.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C21(H21), C22(H22),
 C23(H23), C24(H24), C33(H33), C34(H34), C35(H35), C36(H36), C39(H39), C41(H41),
  C42(H42), C43(H43), C44(H44), C52(H52), C53(H53), C55(H55), C56(H56)
8.b X=CH2 refined with riding coordinates:
 N59(H59A,H59B)
8.c Idealised Me refined as rotating group:
 C63(H63A,H63B,H63C), C64(H64A,H64B,H64C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.43020(13) 0.29642(6) 0.63423(5) 0.01137(11) Uani 0.937(3) 1 d D U P A
1
O11 O 0.2008(3) 0.34400(15) 0.54506(12) 0.0136(3) Uani 0.937(3) 1 d D U P A 1
C12 C 0.2339(5) 0.2906(2) 0.48518(18) 0.0128(5) Uani 0.937(3) 1 d D U P A 1
C13 C 0.0899(5) 0.3082(3) 0.4158(2) 0.0150(5) Uani 0.937(3) 1 d D U P A 1
H13 H -0.0342 0.3587 0.4102 0.018 Uiso 0.937(3) 1 calc R . P A 1
C14 C 0.1311(5) 0.2508(3) 0.3557(2) 0.0170(5) Uani 0.937(3) 1 d D U P A 1
H14 H 0.0339 0.2628 0.3102 0.020 Uiso 0.937(3) 1 calc R . P A 1
C15 C 0.3166(5) 0.1752(2) 0.36279(18) 0.0177(5) Uani 0.937(3) 1 d D U P A 1
H15 H 0.3442 0.1377 0.3216 0.021 Uiso 0.937(3) 1 calc R . P A 1
C16 C 0.4602(5) 0.1559(2) 0.43116(16) 0.0165(5) Uani 0.937(3) 1 d D U P A 1
H16 H 0.5846 0.1056 0.4358 0.020 Uiso 0.937(3) 1 calc R . P A 1
C17 C 0.4177(4) 0.2119(2) 0.49293(16) 0.0134(5) Uani 0.937(3) 1 d D U P A 1
N18 N 0.5408(3) 0.19563(15) 0.56948(12) 0.0134(4) Uani 0.937(3) 1 d D U P A 1
C19 C 0.7148(4) 0.12688(18) 0.58801(15) 0.0146(5) Uani 0.937(3) 1 d D U P A 1
H19 H 0.7667 0.0916 0.5464 0.018 Uiso 0.937(3) 1 calc R . P A 1
C20 C 0.8336(4) 0.10084(19) 0.66753(15) 0.0141(5) Uani 0.937(3) 1 d D U P A 1
C21 C 1.0199(4) 0.0230(2) 0.67599(17) 0.0179(5) Uani 0.937(3) 1 d D U P A 1
H21 H 1.0631 -0.0045 0.6287 0.021 Uiso 0.937(3) 1 calc R . P A 1
C22 C 1.1386(5) -0.0133(2) 0.75099(18) 0.0201(6) Uani 0.937(3) 1 d D U P A 1
H22 H 1.2609 -0.0645 0.7549 0.024 Uiso 0.937(3) 1 calc R . P A 1
C23 C 1.0723(5) 0.0282(3) 0.82190(19) 0.0195(6) Uani 0.937(3) 1 d D U P A 1
H23 H 1.1514 0.0041 0.8736 0.023 Uiso 0.937(3) 1 calc R . P A 1
C24 C 0.8913(5) 0.1042(2) 0.8164(2) 0.0175(5) Uani 0.937(3) 1 d D U P A 1
H24 H 0.8497 0.1295 0.8652 0.021 Uiso 0.937(3) 1 calc R . P A 1
C25 C 0.7670(4) 0.1450(2) 0.73902(16) 0.0136(5) Uani 0.937(3) 1 d D U P A 1
O26 O 0.6047(3) 0.22102(14) 0.73628(11) 0.0151(4) Uani 0.937(3) 1 d D U P A 1
O27 O 0.7372(4) 0.42419(16) 0.5498(2) 0.0192(13) Uani 0.937(3) 1 d D U P A 1
H27A H 0.747(4) 0.4963(9) 0.5171(16) 0.029 Uiso 1 1 d DR . . B 1
H27B H 0.882(2) 0.4010(17) 0.5542(17) 0.029 Uiso 1 1 d DR . . C 1
Cu2 Cu 0.446(2) 0.2938(9) 0.6483(7) 0.01137(11) Uani 0.063(3) 1 d D U P A 2
O31 O 0.596(3) 0.2327(16) 0.7618(9) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
C32 C 0.754(4) 0.1540(19) 0.7573(11) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
C33 C 0.915(5) 0.112(3) 0.8214(15) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
H33 H 0.9028 0.1328 0.8727 0.008 Uiso 0.063(3) 1 calc R . P A 2
C34 C 1.091(5) 0.039(3) 0.8089(18) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
H34 H 1.1936 0.0097 0.8528 0.008 Uiso 0.063(3) 1 calc R . P A 2
C35 C 1.115(4) 0.009(3) 0.7313(16) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
H35 H 1.2415 -0.0358 0.7209 0.008 Uiso 0.063(3) 1 calc R . P A 2
C36 C 0.951(4) 0.045(2) 0.6696(14) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
H36 H 0.9568 0.0185 0.6213 0.008 Uiso 0.063(3) 1 calc R . P A 2
C37 C 0.778(3) 0.1208(17) 0.6800(11) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
N38 N 0.620(3) 0.1767(13) 0.6155(9) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
C39 C 0.606(3) 0.1530(16) 0.5431(11) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
H39 H 0.7122 0.1010 0.5316 0.008 Uiso 0.063(3) 1 calc R . P A 2
C40 C 0.440(4) 0.200(2) 0.4792(13) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
C41 C 0.438(4) 0.156(2) 0.4090(13) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
H41 H 0.5562 0.1059 0.4023 0.008 Uiso 0.063(3) 1 calc R . P A 2
C42 C 0.271(5) 0.184(3) 0.3507(16) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
H42 H 0.2733 0.1533 0.3050 0.008 Uiso 0.063(3) 1 calc R . P A 2
C43 C 0.094(6) 0.259(3) 0.361(2) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
H43 H -0.0216 0.2787 0.3219 0.008 Uiso 0.063(3) 1 calc R . P A 2
C44 C 0.090(6) 0.305(3) 0.428(2) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
H44 H -0.0289 0.3547 0.4334 0.008 Uiso 0.063(3) 1 calc R . P A 2
C45 C 0.262(5) 0.278(3) 0.4899(17) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
O46 O 0.248(3) 0.3249(17) 0.5517(12) 0.006(2) Uiso 0.063(3) 1 d D U P A 2
O47 O 0.736(5) 0.4270(15) 0.5567(17) 0.02(2) Uiso 0.063(3) 1 d D U P A 2
N51 N 0.2896(3) 0.39953(14) 0.69867(11) 0.0123(3) Uani 1 1 d . . . . .
C52 C 0.4250(4) 0.47677(17) 0.70980(14) 0.0151(4) Uani 1 1 d . . . . .
H52 H 0.5836 0.4895 0.6800 0.018 Uiso 1 1 calc R . . . .
C53 C 0.3381(4) 0.53824(17) 0.76382(14) 0.0153(4) Uani 1 1 d . . . . .
H53 H 0.4358 0.5923 0.7689 0.018 Uiso 1 1 calc R . . . .
C54 C 0.1026(4) 0.51806(16) 0.81035(13) 0.0124(4) Uani 1 1 d . . . . .
C55 C -0.0381(4) 0.43989(17) 0.79716(14) 0.0144(4) Uani 1 1 d . . . . .
H55 H -0.1971 0.4253 0.8263 0.017 Uiso 1 1 calc R . . . .
C56 C 0.0598(4) 0.38380(17) 0.74034(14) 0.0145(4) Uani 1 1 d . . . . .
H56 H -0.0377 0.3331 0.7306 0.017 Uiso 1 1 calc R . . . .
C57 C 0.0095(4) 0.58354(17) 0.87092(13) 0.0140(4) Uani 1 1 d . . . . .
O58 O 0.1209(3) 0.66807(12) 0.86479(10) 0.0191(3) Uani 1 1 d . . . . .
N59 N -0.1975(3) 0.54452(15) 0.92778(12) 0.0170(4) Uani 1 1 d . . . . .
H59A H -0.2610 0.5790 0.9631 0.020 Uiso 1 1 calc R . . . .
H59B H -0.2673 0.4849 0.9291 0.020 Uiso 1 1 calc R . . . .
O61 O -0.4883(3) 0.64732(12) 1.04400(10) 0.0189(3) Uani 1 1 d . . . . .
S62 S -0.52238(10) 0.77237(4) 1.00169(4) 0.01707(12) Uani 1 1 d . . . . .
C63 C -0.2982(5) 0.8342(2) 1.03833(16) 0.0287(6) Uani 1 1 d . . . . .
H63A H -0.3369 0.8173 1.1041 0.043 Uiso 1 1 calc GR . . . .
H63B H -0.2922 0.9144 1.0056 0.043 Uiso 1 1 calc GR . . . .
H63C H -0.1447 0.8044 1.0251 0.043 Uiso 1 1 calc GR . . . .
C64 C -0.4014(4) 0.81485(18) 0.88104(14) 0.0190(4) Uani 1 1 d . . . . .
H64A H -0.2392 0.7903 0.8747 0.028 Uiso 1 1 calc GR . . . .
H64B H -0.4027 0.8955 0.8520 0.028 Uiso 1 1 calc GR . . . .
H64C H -0.4972 0.7816 0.8515 0.028 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O11 1.9661(16) . ?
Cu1 N18 1.9514(18) . ?
Cu1 O26 1.9312(16) . ?
Cu1 O27 2.2924(15) . ?
Cu1 N51 2.0169(17) . ?
O11 C12 1.339(2) . ?
C12 C13 1.402(3) . ?
C12 C17 1.410(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.384(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.392(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.385(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.393(3) . ?
C17 N18 1.421(3) . ?
N18 C19 1.291(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.429(3) . ?
C20 C21 1.413(3) . ?
C20 C25 1.428(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.363(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.396(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.379(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.414(3) . ?
C25 O26 1.309(3) . ?
O27 H27A 0.871(9) . ?
O27 H27B 0.864(9) . ?
Cu2 O31 1.966(2) . ?
Cu2 N38 1.951(3) . ?
Cu2 O46 1.930(2) . ?
Cu2 O47 2.292(2) . ?
Cu2 N51 1.933(9) . ?
O31 C32 1.340(3) . ?
C32 C33 1.402(4) . ?
C32 C37 1.410(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.384(4) . ?
C34 H34 0.9300 . ?
C34 C35 1.393(4) . ?
C35 H35 0.9300 . ?
C35 C36 1.385(4) . ?
C36 H36 0.9300 . ?
C36 C37 1.393(3) . ?
C37 N38 1.422(3) . ?
N38 C39 1.290(3) . ?
C39 H39 0.9300 . ?
C39 C40 1.429(4) . ?
C40 C41 1.413(4) . ?
C40 C45 1.428(3) . ?
C41 H41 0.9300 . ?
C41 C42 1.363(4) . ?
C42 H42 0.9300 . ?
C42 C43 1.396(4) . ?
C43 H43 0.9300 . ?
C43 C44 1.379(4) . ?
C44 H44 0.9300 . ?
C44 C45 1.414(4) . ?
C45 O46 1.309(3) . ?
N51 C52 1.342(3) . ?
N51 C56 1.341(3) . ?
C52 H52 0.9300 . ?
C52 C53 1.385(3) . ?
C53 H53 0.9300 . ?
C53 C54 1.392(3) . ?
C54 C55 1.386(3) . ?
C54 C57 1.512(3) . ?
C55 H55 0.9300 . ?
C55 C56 1.382(3) . ?
C56 H56 0.9300 . ?
C57 O58 1.231(2) . ?
C57 N59 1.335(3) . ?
N59 H59A 0.8600 . ?
N59 H59B 0.8600 . ?
O61 S62 1.5058(15) . ?
S62 C63 1.780(2) . ?
S62 C64 1.784(2) . ?
C63 H63A 0.9600 . ?
C63 H63B 0.9600 . ?
C63 H63C 0.9600 . ?
C64 H64A 0.9600 . ?
C64 H64B 0.9600 . ?
C64 H64C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Cu1 O27 98.72(8) . . ?
O11 Cu1 N51 91.86(7) . . ?
N18 Cu1 O11 84.19(7) . . ?
N18 Cu1 O27 91.36(9) . . ?
N18 Cu1 N51 175.43(8) . . ?
O26 Cu1 O11 166.98(6) . . ?
O26 Cu1 N18 93.30(7) . . ?
O26 Cu1 O27 94.10(8) . . ?
O26 Cu1 N51 90.04(7) . . ?
N51 Cu1 O27 91.51(10) . . ?
C12 O11 Cu1 111.54(13) . . ?
O11 C12 C13 122.59(19) . . ?
O11 C12 C17 119.01(19) . . ?
C13 C12 C17 118.4(2) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.4(2) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.6(2) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0(2) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.8(2) . . ?
C17 C16 H16 120.1 . . ?
C12 C17 N18 113.31(19) . . ?
C16 C17 C12 120.8(2) . . ?
C16 C17 N18 125.9(2) . . ?
C17 N18 Cu1 111.81(14) . . ?
C19 N18 Cu1 125.60(15) . . ?
C19 N18 C17 122.44(18) . . ?
N18 C19 H19 117.5 . . ?
N18 C19 C20 125.0(2) . . ?
C20 C19 H19 117.5 . . ?
C21 C20 C19 116.7(2) . . ?
C21 C20 C25 119.5(2) . . ?
C25 C20 C19 123.7(2) . . ?
C20 C21 H21 118.8 . . ?
C22 C21 C20 122.4(2) . . ?
C22 C21 H21 118.8 . . ?
C21 C22 H22 120.8 . . ?
C21 C22 C23 118.5(2) . . ?
C23 C22 H22 120.8 . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 121.0(2) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 119.0 . . ?
C23 C24 C25 122.1(2) . . ?
C25 C24 H24 119.0 . . ?
C24 C25 C20 116.5(2) . . ?
O26 C25 C20 124.5(2) . . ?
O26 C25 C24 118.9(2) . . ?
C25 O26 Cu1 126.15(14) . . ?
Cu1 O27 H27A 135.2(14) . . ?
Cu1 O27 H27B 117.0(14) . . ?
H27A O27 H27B 107.4(14) . . ?
O31 Cu2 O47 98.7(2) . . ?
N38 Cu2 O31 84.13(14) . . ?
N38 Cu2 O47 91.36(19) . . ?
O46 Cu2 O31 167.0(3) . . ?
O46 Cu2 N38 93.49(17) . . ?
O46 Cu2 O47 94.1(2) . . ?
O46 Cu2 N51 94.6(4) . . ?
N51 Cu2 O31 87.4(4) . . ?
N51 Cu2 N38 171.4(5) . . ?
N51 Cu2 O47 90.9(10) . . ?
C32 O31 Cu2 111.4(2) . . ?
O31 C32 C33 122.4(4) . . ?
O31 C32 C37 118.9(3) . . ?
C33 C32 C37 118.3(3) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 C32 120.5(3) . . ?
C34 C33 H33 119.8 . . ?
C33 C34 H34 119.7 . . ?
C33 C34 C35 120.6(3) . . ?
C35 C34 H34 119.7 . . ?
C34 C35 H35 120.1 . . ?
C36 C35 C34 119.9(4) . . ?
C36 C35 H35 120.1 . . ?
C35 C36 H36 120.1 . . ?
C35 C36 C37 119.8(4) . . ?
C37 C36 H36 120.1 . . ?
C32 C37 N38 113.3(3) . . ?
C36 C37 C32 120.7(3) . . ?
C36 C37 N38 125.9(4) . . ?
C37 N38 Cu2 111.6(2) . . ?
C39 N38 Cu2 125.9(3) . . ?
C39 N38 C37 122.4(3) . . ?
N38 C39 H39 117.4 . . ?
N38 C39 C40 125.2(3) . . ?
C40 C39 H39 117.4 . . ?
C41 C40 C39 116.6(4) . . ?
C41 C40 C45 119.4(3) . . ?
C45 C40 C39 123.5(3) . . ?
C40 C41 H41 118.8 . . ?
C42 C41 C40 122.5(3) . . ?
C42 C41 H41 118.8 . . ?
C41 C42 H42 120.8 . . ?
C41 C42 C43 118.5(3) . . ?
C43 C42 H42 120.8 . . ?
C42 C43 H43 119.5 . . ?
C44 C43 C42 120.9(3) . . ?
C44 C43 H43 119.5 . . ?
C43 C44 H44 119.0 . . ?
C43 C44 C45 122.1(3) . . ?
C45 C44 H44 119.0 . . ?
C44 C45 C40 116.6(3) . . ?
O46 C45 C40 124.5(3) . . ?
O46 C45 C44 118.9(3) . . ?
C45 O46 Cu2 126.5(3) . . ?
C52 N51 Cu1 122.02(14) . . ?
C52 N51 Cu2 118.9(4) . . ?
C56 N51 Cu1 119.63(14) . . ?
C56 N51 Cu2 121.6(4) . . ?
C56 N51 C52 117.99(17) . . ?
N51 C52 H52 118.7 . . ?
N51 C52 C53 122.65(19) . . ?
C53 C52 H52 118.7 . . ?
C52 C53 H53 120.4 . . ?
C52 C53 C54 119.16(19) . . ?
C54 C53 H53 120.4 . . ?
C53 C54 C57 119.11(18) . . ?
C55 C54 C53 117.98(18) . . ?
C55 C54 C57 122.89(18) . . ?
C54 C55 H55 120.3 . . ?
C56 C55 C54 119.45(18) . . ?
C56 C55 H55 120.3 . . ?
N51 C56 C55 122.67(19) . . ?
N51 C56 H56 118.7 . . ?
C55 C56 H56 118.7 . . ?
O58 C57 C54 120.19(18) . . ?
O58 C57 N59 124.13(19) . . ?
N59 C57 C54 115.67(18) . . ?
C57 N59 H59A 120.0 . . ?
C57 N59 H59B 120.0 . . ?
H59A N59 H59B 120.0 . . ?
O61 S62 C63 105.10(11) . . ?
O61 S62 C64 106.09(9) . . ?
C63 S62 C64 99.14(11) . . ?
S62 C63 H63A 109.5 . . ?
S62 C63 H63B 109.5 . . ?
S62 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
S62 C64 H64A 109.5 . . ?
S62 C64 H64B 109.5 . . ?
S62 C64 H64C 109.5 . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O11 C12 C13 178.7(3) . . . . ?
Cu1 O11 C12 C17 0.0(3) . . . . ?
Cu1 N18 C19 C20 9.6(3) . . . . ?
Cu1 N51 C52 C53 -171.66(15) . . . . ?
Cu1 N51 C56 C55 170.21(15) . . . . ?
O11 C12 C13 C14 -179.9(3) . . . . ?
O11 C12 C17 C16 -179.1(2) . . . . ?
O11 C12 C17 N18 2.9(3) . . . . ?
C12 C13 C14 C15 -0.3(5) . . . . ?
C12 C17 N18 Cu1 -4.2(3) . . . . ?
C12 C17 N18 C19 -180.0(2) . . . . ?
C13 C12 C17 C16 2.1(4) . . . . ?
C13 C12 C17 N18 -175.9(3) . . . . ?
C13 C14 C15 C16 0.8(4) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C15 C16 C17 C12 -1.7(3) . . . . ?
C15 C16 C17 N18 176.1(2) . . . . ?
C16 C17 N18 Cu1 177.8(2) . . . . ?
C16 C17 N18 C19 2.0(4) . . . . ?
C17 C12 C13 C14 -1.1(5) . . . . ?
C17 N18 C19 C20 -175.3(2) . . . . ?
N18 C19 C20 C21 179.8(2) . . . . ?
N18 C19 C20 C25 2.6(4) . . . . ?
C19 C20 C21 C22 -176.5(2) . . . . ?
C19 C20 C25 C24 175.4(2) . . . . ?
C19 C20 C25 O26 -6.0(4) . . . . ?
C20 C21 C22 C23 0.2(4) . . . . ?
C20 C25 O26 Cu1 -3.3(3) . . . . ?
C21 C20 C25 C24 -1.7(3) . . . . ?
C21 C20 C25 O26 176.9(2) . . . . ?
C21 C22 C23 C24 -0.1(4) . . . . ?
C22 C23 C24 C25 -0.9(4) . . . . ?
C23 C24 C25 C20 1.8(3) . . . . ?
C23 C24 C25 O26 -176.9(2) . . . . ?
C24 C25 O26 Cu1 175.24(18) . . . . ?
C25 C20 C21 C22 0.8(4) . . . . ?
Cu2 O31 C32 C33 168.7(18) . . . . ?
Cu2 O31 C32 C37 -5(3) . . . . ?
Cu2 N38 C39 C40 -7(3) . . . . ?
Cu2 N51 C52 C53 -165.0(4) . . . . ?
Cu2 N51 C56 C55 163.0(4) . . . . ?
O31 C32 C33 C34 -174(3) . . . . ?
O31 C32 C37 C36 176(2) . . . . ?
O31 C32 C37 N38 -1(3) . . . . ?
C32 C33 C34 C35 2(2) . . . . ?
C32 C37 N38 Cu2 6(2) . . . . ?
C32 C37 N38 C39 -176(2) . . . . ?
C33 C32 C37 C36 2(3) . . . . ?
C33 C32 C37 N38 -175(2) . . . . ?
C33 C34 C35 C36 -5(4) . . . . ?
C34 C35 C36 C37 7(4) . . . . ?
C35 C36 C37 C32 -5(4) . . . . ?
C35 C36 C37 N38 171(3) . . . . ?
C36 C37 N38 Cu2 -170(2) . . . . ?
C36 C37 N38 C39 7(3) . . . . ?
C37 C32 C33 C34 -0.3(18) . . . . ?
C37 N38 C39 C40 175(2) . . . . ?
N38 C39 C40 C41 -174(2) . . . . ?
N38 C39 C40 C45 -2(4) . . . . ?
C39 C40 C41 C42 172(3) . . . . ?
C39 C40 C45 C44 -172(3) . . . . ?
C39 C40 C45 O46 9(4) . . . . ?
C40 C41 C42 C43 0(2) . . . . ?
C40 C45 O46 Cu2 -5(4) . . . . ?
C41 C40 C45 C44 1(4) . . . . ?
C41 C40 C45 O46 -179(3) . . . . ?
C41 C42 C43 C44 0(5) . . . . ?
C42 C43 C44 C45 0(6) . . . . ?
C43 C44 C45 C40 0(5) . . . . ?
C43 C44 C45 O46 179(4) . . . . ?
C44 C45 O46 Cu2 175(3) . . . . ?
C45 C40 C41 C42 -1(2) . . . . ?
N51 C52 C53 C54 1.4(3) . . . . ?
C52 N51 C56 C55 -3.1(3) . . . . ?
C52 C53 C54 C55 -2.6(3) . . . . ?
C52 C53 C54 C57 178.75(18) . . . . ?
C53 C54 C55 C56 1.1(3) . . . . ?
C53 C54 C57 O58 14.4(3) . . . . ?
C53 C54 C57 N59 -166.85(19) . . . . ?
C54 C55 C56 N51 1.8(3) . . . . ?
C55 C54 C57 O58 -164.2(2) . . . . ?
C55 C54 C57 N59 14.6(3) . . . . ?
C56 N51 C52 C53 1.4(3) . . . . ?
C57 C54 C55 C56 179.69(18) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_exptl_crystal_mounting_method Mitegen
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2015tdk065_mono1
_database_code_depnum_ccdc_archive 'CCDC 1907269'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H15 Cu N3 O2'
_chemical_formula_sum            'C18 H15 Cu N3 O2'
_chemical_formula_weight         368.87
_chemical_melting_point          ?
_chemical_oxdiff_formula         (CuC13H9NO2)(C5H7N2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.5807(7)
_cell_length_b                   5.5244(2)
_cell_length_c                   17.5567(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.031(4)
_cell_angle_gamma                90
_cell_volume                     1511.17(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5364
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4540
_cell_measurement_theta_min      2.2870
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.461
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38671
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.099
_exptl_crystal_size_mid          0.024
_exptl_crystal_size_min          0.011
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_unetI/netI     0.0735
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9657
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.320
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -106.00  32.00   1.00   20.00    --  -16.00 -24.00  60.00  138
  2  ω   -106.00  -8.00   1.00   20.00    --  -16.00 -72.00  60.00   98
  3  ω    -71.00 -56.00   1.00   20.00    --  -16.00 -72.00-180.00   15
  4  ω    -79.00 -41.00   1.00   20.00    --  -16.00   0.00-180.00   38
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0023134000
_diffrn_orient_matrix_UB_12      0.0007039000
_diffrn_orient_matrix_UB_13      0.0403298000
_diffrn_orient_matrix_UB_21      0.0169294000
_diffrn_orient_matrix_UB_22      -0.1192145000
_diffrn_orient_matrix_UB_23      0.0009815000
_diffrn_orient_matrix_UB_31      0.0421857000
_diffrn_orient_matrix_UB_32      0.0478777000
_diffrn_orient_matrix_UB_33      0.0018675000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2584
_reflns_number_total             3440
_reflns_odcompleteness_completeness 99.11
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.602
_refine_diff_density_min         -0.805
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3440
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0499
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0324P)²+2.2028P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0921
_refine_ls_wR_factor_ref         0.1014
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C56(H56), C22(H22), C19(H19), C15(H15), C14(H14), C16(H16), C21(H21),
 C55(H55), C24(H24), C52(H52), C23(H23), C13(H13), C53(H53)
2.b X=CH2 refined with riding coordinates:
 N57(H57A,H57B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.74879(3) 0.08998(7) 0.34607(2) 0.01451(13) Uani 1 1 d . . . . .
O11 O 0.84818(14) -0.0899(4) 0.38241(12) 0.0166(5) Uani 1 1 d . . . . .
O26 O 0.65147(14) 0.2792(4) 0.31996(13) 0.0184(5) Uani 1 1 d . . . . .
N51 N 0.81845(17) 0.2647(5) 0.26773(15) 0.0141(6) Uani 1 1 d . . . . .
N18 N 0.68282(18) -0.1400(5) 0.40770(15) 0.0172(6) Uani 1 1 d . . . . .
N57 N 0.97395(18) 0.6085(5) 0.10640(15) 0.0184(6) Uani 1 1 d . . . . .
H57A H 0.9573 0.7441 0.0847 0.022 Uiso 1 1 calc R . . . .
H57B H 1.0238 0.5441 0.0943 0.022 Uiso 1 1 calc R . . . .
C56 C 0.8946(2) 0.1719(6) 0.24542(18) 0.0136(7) Uani 1 1 d . . . . .
H56 H 0.9125 0.0233 0.2675 0.016 Uiso 1 1 calc R . . . .
C17 C 0.7376(2) -0.3148(6) 0.44354(18) 0.0156(7) Uani 1 1 d . . . . .
C12 C 0.8250(2) -0.2736(6) 0.42693(17) 0.0144(7) Uani 1 1 d . . . . .
C22 C 0.3953(2) 0.1780(6) 0.37593(19) 0.0196(8) Uani 1 1 d . . . . .
H22 H 0.3361 0.1558 0.3869 0.024 Uiso 1 1 calc R . . . .
C19 C 0.6007(2) -0.1395(6) 0.41606(18) 0.0176(8) Uani 1 1 d . . . . .
H19 H 0.5759 -0.2673 0.4448 0.021 Uiso 1 1 calc R . . . .
C25 C 0.5716(2) 0.2423(6) 0.34089(18) 0.0152(7) Uani 1 1 d . . . . .
C15 C 0.7731(2) -0.6640(6) 0.51958(19) 0.0200(8) Uani 1 1 d . . . . .
H15 H 0.7558 -0.7951 0.5511 0.024 Uiso 1 1 calc R . . . .
C14 C 0.8598(2) -0.6254(6) 0.50414(18) 0.0169(7) Uani 1 1 d . . . . .
H14 H 0.9015 -0.7321 0.5249 0.020 Uiso 1 1 calc R . . . .
C16 C 0.7124(2) -0.5096(6) 0.48860(18) 0.0182(7) Uani 1 1 d . . . . .
H16 H 0.6532 -0.5368 0.4982 0.022 Uiso 1 1 calc R . . . .
C21 C 0.4549(2) 0.0136(6) 0.40076(19) 0.0186(8) Uani 1 1 d . . . . .
H21 H 0.4363 -0.1224 0.4294 0.022 Uiso 1 1 calc R . . . .
C55 C 0.9476(2) 0.2778(6) 0.19309(17) 0.0134(7) Uani 1 1 d . . . . .
H55 H 1.0007 0.2038 0.1801 0.016 Uiso 1 1 calc R . . . .
C24 C 0.5083(2) 0.4105(6) 0.31682(18) 0.0173(7) Uani 1 1 d . . . . .
H24 H 0.5254 0.5480 0.2881 0.021 Uiso 1 1 calc R . . . .
C20 C 0.5434(2) 0.0407(6) 0.38499(18) 0.0157(7) Uani 1 1 d . . . . .
C52 C 0.7940(2) 0.4754(6) 0.23386(19) 0.0157(7) Uani 1 1 d . . . . .
H52 H 0.7406 0.5450 0.2481 0.019 Uiso 1 1 calc R . . . .
C23 C 0.4231(2) 0.3797(6) 0.33405(19) 0.0188(8) Uani 1 1 d . . . . .
H23 H 0.3824 0.4964 0.3174 0.023 Uiso 1 1 calc R . . . .
C54 C 0.9229(2) 0.4987(6) 0.15844(17) 0.0136(7) Uani 1 1 d . . . . .
C13 C 0.8858(2) -0.4335(6) 0.45898(18) 0.0171(7) Uani 1 1 d . . . . .
H13 H 0.9452 -0.4092 0.4495 0.021 Uiso 1 1 calc R . . . .
C53 C 0.8427(2) 0.5922(6) 0.18017(18) 0.0151(7) Uani 1 1 d . . . . .
H53 H 0.8221 0.7371 0.1575 0.018 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O11 1.947(2) . ?
Cu1 O26 1.898(2) . ?
Cu1 N51 2.001(3) . ?
Cu1 N18 1.960(3) . ?
O11 C12 1.331(4) . ?
O26 C25 1.314(4) . ?
N51 C56 1.351(4) . ?
N51 C52 1.361(4) . ?
N18 C17 1.433(4) . ?
N18 C19 1.289(4) . ?
N57 H57A 0.8800 . ?
N57 H57B 0.8800 . ?
N57 C54 1.355(4) . ?
C56 H56 0.9500 . ?
C56 C55 1.367(5) . ?
C17 C12 1.412(5) . ?
C17 C16 1.392(5) . ?
C12 C13 1.412(4) . ?
C22 H22 0.9500 . ?
C22 C21 1.370(5) . ?
C22 C23 1.404(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.443(4) . ?
C25 C24 1.419(4) . ?
C25 C20 1.426(5) . ?
C15 H15 0.9500 . ?
C15 C14 1.395(5) . ?
C15 C16 1.385(5) . ?
C14 H14 0.9500 . ?
C14 C13 1.385(5) . ?
C16 H16 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.414(5) . ?
C55 H55 0.9500 . ?
C55 C54 1.417(4) . ?
C24 H24 0.9500 . ?
C24 C23 1.373(5) . ?
C52 H52 0.9500 . ?
C52 C53 1.372(5) . ?
C23 H23 0.9500 . ?
C54 C53 1.405(5) . ?
C13 H13 0.9500 . ?
C53 H53 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Cu1 N51 92.29(10) . . ?
O11 Cu1 N18 84.57(10) . . ?
O26 Cu1 O11 174.55(10) . . ?
O26 Cu1 N51 90.11(10) . . ?
O26 Cu1 N18 94.08(11) . . ?
N18 Cu1 N51 167.67(11) . . ?
C12 O11 Cu1 111.5(2) . . ?
C25 O26 Cu1 127.1(2) . . ?
C56 N51 Cu1 119.5(2) . . ?
C56 N51 C52 116.3(3) . . ?
C52 N51 Cu1 124.1(2) . . ?
C17 N18 Cu1 111.5(2) . . ?
C19 N18 Cu1 125.6(2) . . ?
C19 N18 C17 122.8(3) . . ?
H57A N57 H57B 120.0 . . ?
C54 N57 H57A 120.0 . . ?
C54 N57 H57B 120.0 . . ?
N51 C56 H56 117.9 . . ?
N51 C56 C55 124.3(3) . . ?
C55 C56 H56 117.9 . . ?
C12 C17 N18 112.0(3) . . ?
C16 C17 N18 127.1(3) . . ?
C16 C17 C12 120.9(3) . . ?
O11 C12 C17 120.4(3) . . ?
O11 C12 C13 121.9(3) . . ?
C13 C12 C17 117.6(3) . . ?
C21 C22 H22 120.6 . . ?
C21 C22 C23 118.9(3) . . ?
C23 C22 H22 120.6 . . ?
N18 C19 H19 117.6 . . ?
N18 C19 C20 124.9(3) . . ?
C20 C19 H19 117.6 . . ?
O26 C25 C24 118.2(3) . . ?
O26 C25 C20 124.4(3) . . ?
C24 C25 C20 117.3(3) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C16 C15 C14 119.4(3) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 C15 120.8(3) . . ?
C13 C14 H14 119.6 . . ?
C17 C16 H16 119.8 . . ?
C15 C16 C17 120.5(3) . . ?
C15 C16 H16 119.8 . . ?
C22 C21 H21 119.0 . . ?
C22 C21 C20 121.9(3) . . ?
C20 C21 H21 119.0 . . ?
C56 C55 H55 120.2 . . ?
C56 C55 C54 119.5(3) . . ?
C54 C55 H55 120.2 . . ?
C25 C24 H24 119.2 . . ?
C23 C24 C25 121.7(3) . . ?
C23 C24 H24 119.2 . . ?
C25 C20 C19 123.6(3) . . ?
C21 C20 C19 117.1(3) . . ?
C21 C20 C25 119.3(3) . . ?
N51 C52 H52 118.4 . . ?
N51 C52 C53 123.2(3) . . ?
C53 C52 H52 118.4 . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.8(3) . . ?
C24 C23 H23 119.6 . . ?
N57 C54 C55 121.0(3) . . ?
N57 C54 C53 122.8(3) . . ?
C53 C54 C55 116.2(3) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13 119.6 . . ?
C52 C53 C54 120.4(3) . . ?
C52 C53 H53 119.8 . . ?
C54 C53 H53 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O11 C12 C17 -1.1(4) . . . . ?
Cu1 O11 C12 C13 178.7(2) . . . . ?
Cu1 O26 C25 C24 178.1(2) . . . . ?
Cu1 O26 C25 C20 -3.4(4) . . . . ?
Cu1 N51 C56 C55 -179.2(2) . . . . ?
Cu1 N51 C52 C53 -179.9(2) . . . . ?
Cu1 N18 C17 C12 1.5(3) . . . . ?
Cu1 N18 C17 C16 -177.2(3) . . . . ?
Cu1 N18 C19 C20 -4.0(5) . . . . ?
O11 C12 C13 C14 -179.0(3) . . . . ?
O26 C25 C24 C23 177.6(3) . . . . ?
O26 C25 C20 C19 4.1(5) . . . . ?
O26 C25 C20 C21 -176.8(3) . . . . ?
N51 Cu1 O26 C25 168.3(3) . . . . ?
N51 C56 C55 C54 -0.4(5) . . . . ?
N51 C52 C53 C54 -1.3(5) . . . . ?
N18 Cu1 O26 C25 -0.1(3) . . . . ?
N18 C17 C12 O11 -0.2(4) . . . . ?
N18 C17 C12 C13 179.9(3) . . . . ?
N18 C17 C16 C15 -180.0(3) . . . . ?
N18 C19 C20 C25 -0.1(5) . . . . ?
N18 C19 C20 C21 -179.3(3) . . . . ?
N57 C54 C53 C52 -179.2(3) . . . . ?
C56 N51 C52 C53 -0.3(4) . . . . ?
C56 C55 C54 N57 180.0(3) . . . . ?
C56 C55 C54 C53 -1.2(4) . . . . ?
C17 N18 C19 C20 176.1(3) . . . . ?
C17 C12 C13 C14 0.9(5) . . . . ?
C12 C17 C16 C15 1.5(5) . . . . ?
C22 C21 C20 C19 178.1(3) . . . . ?
C22 C21 C20 C25 -1.1(5) . . . . ?
C19 N18 C17 C12 -178.6(3) . . . . ?
C19 N18 C17 C16 2.7(5) . . . . ?
C25 C24 C23 C22 -0.5(5) . . . . ?
C15 C14 C13 C12 -0.6(5) . . . . ?
C14 C15 C16 C17 -1.2(5) . . . . ?
C16 C17 C12 O11 178.5(3) . . . . ?
C16 C17 C12 C13 -1.3(5) . . . . ?
C16 C15 C14 C13 0.7(5) . . . . ?
C21 C22 C23 C24 1.2(5) . . . . ?
C55 C54 C53 C52 2.0(4) . . . . ?
C24 C25 C20 C19 -177.4(3) . . . . ?
C24 C25 C20 C21 1.7(4) . . . . ?
C20 C25 C24 C23 -1.0(5) . . . . ?
C52 N51 C56 C55 1.2(4) . . . . ?
C23 C22 C21 C20 -0.4(5) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.854
_oxdiff_exptl_absorpt_empirical_full_min 0.520
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2016tdk010_t1
_database_code_depnum_ccdc_archive 'CCDC 1907277'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H17 Cu N3 O2'
_chemical_formula_sum            'C25 H17 Cu N3 O2'
_chemical_formula_weight         454.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         Cu(C13H9N1O2)(C12H8N2)(C2H6O)2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4913(2)
_cell_length_b                   11.1491(3)
_cell_length_c                   13.2268(3)
_cell_angle_alpha                101.462(2)
_cell_angle_beta                 90.604(2)
_cell_angle_gamma                98.979(2)
_cell_volume                     1211.04(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12293
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4420
_cell_measurement_theta_min      1.9620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.925
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85023
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             466
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.176
_exptl_crystal_size_min          0.066
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0138
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15133
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.540
_diffrn_reflns_theta_min         2.692
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -107.00  73.00   1.00    3.00    --  -17.00  -8.00  16.00  180
  2  ω    -89.00  22.00   1.00    3.00    --  -17.00 -72.00 -82.00  111
  3  ω    -78.00  22.00   1.00    3.00    --  -17.00 -72.00  81.00  100
  4  ω    -29.00  69.00   1.00    3.00    --  -17.00  72.00-180.00   98
  5  ω    -61.00 -46.00   1.00    3.00    --  -17.00 -24.00 -17.00   15
  6  ω   -107.00 -55.00   1.00    3.00    --  -17.00  -8.00  49.00   52
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0415451000
_diffrn_orient_matrix_UB_12      -0.0253175000
_diffrn_orient_matrix_UB_13      0.0353724000
_diffrn_orient_matrix_UB_21      0.0486328000
_diffrn_orient_matrix_UB_22      0.0585207000
_diffrn_orient_matrix_UB_23      0.0172814000
_diffrn_orient_matrix_UB_31      -0.0554436000
_diffrn_orient_matrix_UB_32      0.0161533000
_diffrn_orient_matrix_UB_33      0.0380744000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5304
_reflns_number_total             5535
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         5535
_refine_ls_number_restraints     777
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0337
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0653P)²+0.9331P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1048
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Shared sites
{C13, C44}
3. Uiso/Uaniso restraints and constraints
O11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim N18 \\sim
C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim O26 \\sim
O31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim N38 \\sim
C39 \\sim C40 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim O46:
within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C13) = Uanis(C44)
4. Rigid body (RIGU) restrains
 O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24, C25,
 O26, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44, C45,
  O46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24, C25,
O26} sigma for 1-2: 0.02, 1-3: 0.04
as
{O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44, C45, O46}
6. Others
 Sof(O31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=Sof(H35)=
 Sof(C36)=Sof(H36)=Sof(C37)=Sof(N38)=Sof(C39)=Sof(H39)=Sof(C40)=Sof(C41)=
 Sof(H41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=Sof(C45)=
 Sof(O46)=1-FVAR(1)
 Sof(O11)=Sof(C12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=Sof(H15)=
 Sof(C16)=Sof(H16)=Sof(C17)=Sof(N18)=Sof(C19)=Sof(H19)=Sof(C20)=Sof(C21)=
 Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=Sof(C25)=
 Sof(O26)=FVAR(1)
7.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C21(H21), C22(H22),
 C23(H23), C24(H24), C33(H33), C34(H34), C35(H35), C36(H36), C39(H39), C41(H41),
  C42(H42), C43(H43), C44(H44), C52(H52), C53(H53), C54(H54), C57(H57),
 C58(H58), C61(H61), C62(H62), C63(H63)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.45445(2) 0.32421(2) 0.26492(2) 0.01762(8) Uani 1 1 d . . . . .
O11 O 0.4820(9) 0.1465(6) 0.2437(7) 0.0194(10) Uani 0.626(6) 1 d D U P A 1
C12 C 0.6094(11) 0.1308(7) 0.2951(8) 0.0169(13) Uani 0.626(6) 1 d D U P A 1
C13 C 0.6600(2) 0.01771(16) 0.28916(15) 0.0221(3) Uani 0.626(6) 1 d D U P A 1
H13 H 0.6045 -0.0536 0.2437 0.027 Uiso 0.626(6) 1 calc R . P A 1
C14 C 0.7952(8) 0.0065(6) 0.3507(5) 0.0220(14) Uiso 0.626(6) 1 d D U P A 1
H14 H 0.8250 -0.0726 0.3487 0.026 Uiso 0.626(6) 1 calc R . P A 1
C15 C 0.8813(8) 0.1098(5) 0.4123(6) 0.0221(12) Uani 0.626(6) 1 d D U P A 1
H15 H 0.9722 0.1025 0.4518 0.027 Uiso 0.626(6) 1 calc R . P A 1
C16 C 0.8358(6) 0.2256(5) 0.4173(4) 0.0201(9) Uani 0.626(6) 1 d D U P A 1
H16 H 0.8956 0.2972 0.4600 0.024 Uiso 0.626(6) 1 calc R . P A 1
C17 C 0.7017(7) 0.2361(5) 0.3590(5) 0.0160(10) Uani 0.626(6) 1 d D U P A 1
N18 N 0.6410(3) 0.3480(3) 0.36008(19) 0.0151(7) Uani 0.626(6) 1 d D U P A 1
C19 C 0.6976(3) 0.4516(3) 0.4215(2) 0.0181(7) Uani 0.626(6) 1 d D U P A 1
H19 H 0.7865 0.4523 0.4658 0.022 Uiso 0.626(6) 1 calc R . P A 1
C20 C 0.6364(6) 0.5660(5) 0.4279(4) 0.0152(10) Uani 0.626(6) 1 d D U P A 1
C21 C 0.7190(6) 0.6719(5) 0.4970(4) 0.0206(10) Uani 0.626(6) 1 d D U P A 1
H21 H 0.8112 0.6639 0.5349 0.025 Uiso 0.626(6) 1 calc R . P A 1
C22 C 0.6696(9) 0.7859(6) 0.5108(6) 0.0226(11) Uani 0.626(6) 1 d D U P A 1
H22 H 0.7266 0.8556 0.5572 0.027 Uiso 0.626(6) 1 calc R . P A 1
C23 C 0.5322(13) 0.7965(9) 0.4544(9) 0.0187(13) Uani 0.626(6) 1 d D U P A 1
H23 H 0.5001 0.8755 0.4614 0.022 Uiso 0.626(6) 1 calc R . P A 1
C24 C 0.4457(18) 0.6992(9) 0.3914(13) 0.0191(18) Uani 0.626(6) 1 d D U P A 1
H24 H 0.3498 0.7087 0.3584 0.023 Uiso 0.626(6) 1 calc R . P A 1
C25 C 0.4984(10) 0.5789(8) 0.3734(8) 0.0152(12) Uani 0.626(6) 1 d D U P A 1
O26 O 0.4081(7) 0.4857(7) 0.3099(6) 0.0181(9) Uani 0.626(6) 1 d D U P A 1
O31 O 0.3685(12) 0.4884(11) 0.2971(10) 0.0184(16) Uani 0.374(6) 1 d D U P A 2
C32 C 0.4676(17) 0.5734(14) 0.3613(14) 0.016(2) Uani 0.374(6) 1 d D U P A 2
C33 C 0.451(3) 0.6944(16) 0.385(2) 0.023(3) Uani 0.374(6) 1 d D U P A 2
H33 H 0.3692 0.7208 0.3495 0.027 Uiso 0.374(6) 1 calc R . P A 2
C34 C 0.555(2) 0.7870(15) 0.4618(16) 0.022(3) Uani 0.374(6) 1 d D U P A 2
H34 H 0.5316 0.8687 0.4830 0.027 Uiso 0.374(6) 1 calc R . P A 2
C35 C 0.6854(14) 0.7516(9) 0.5022(10) 0.022(2) Uani 0.374(6) 1 d D U P A 2
H35 H 0.7581 0.8096 0.5499 0.027 Uiso 0.374(6) 1 calc R . P A 2
C36 C 0.7094(11) 0.6306(8) 0.4723(7) 0.0214(17) Uani 0.374(6) 1 d D U P A 2
H36 H 0.8003 0.6059 0.4996 0.026 Uiso 0.374(6) 1 calc R . P A 2
C37 C 0.6041(12) 0.5433(8) 0.4031(8) 0.0178(16) Uani 0.374(6) 1 d D U P A 2
N38 N 0.6195(5) 0.4147(5) 0.3693(3) 0.0190(12) Uani 0.374(6) 1 d D U P A 2
C39 C 0.7247(6) 0.3629(4) 0.4075(4) 0.0212(13) Uani 0.374(6) 1 d D U P A 2
H39 H 0.7984 0.4140 0.4587 0.025 Uiso 0.374(6) 1 calc R . P A 2
C40 C 0.7397(12) 0.2352(8) 0.3793(8) 0.0154(17) Uani 0.374(6) 1 d D U P A 2
C41 C 0.8624(11) 0.1936(9) 0.4293(7) 0.0226(17) Uani 0.374(6) 1 d D U P A 2
H41 H 0.9307 0.2521 0.4793 0.027 Uiso 0.374(6) 1 calc R . P A 2
C42 C 0.8874(17) 0.0730(9) 0.4088(11) 0.027(2) Uani 0.374(6) 1 d D U P A 2
H42 H 0.9720 0.0476 0.4426 0.032 Uiso 0.374(6) 1 calc R . P A 2
C43 C 0.7812(10) -0.0128(8) 0.3348(7) 0.0174(17) Uani 0.374(6) 1 d D U P A 2
H43 H 0.7991 -0.0964 0.3177 0.021 Uiso 0.374(6) 1 calc R . P A 2
C44 C 0.6600(2) 0.01771(16) 0.28916(15) 0.0221(3) Uani 0.374(6) 1 d D U P A 2
H44 H 0.5880 -0.0444 0.2443 0.027 Uiso 0.374(6) 1 calc R . P A 2
C45 C 0.6349(17) 0.1478(11) 0.3071(13) 0.0131(19) Uani 0.374(6) 1 d D U P A 2
O46 O 0.5119(15) 0.1704(11) 0.2568(12) 0.0197(17) Uani 0.374(6) 1 d D U P A 2
N51 N 0.25517(18) 0.26509(14) 0.17057(12) 0.0187(3) Uani 1 1 d . . . . .
C52 C 0.1140(2) 0.21757(18) 0.20053(15) 0.0244(4) Uani 1 1 d . . . . .
H52 H 0.1036 0.2125 0.2711 0.029 Uiso 1 1 calc R . . . .
C53 C -0.0197(2) 0.17471(19) 0.13299(17) 0.0287(4) Uani 1 1 d . . . . .
H53 H -0.1179 0.1400 0.1573 0.034 Uiso 1 1 calc R . . . .
C54 C -0.0077(2) 0.18327(19) 0.03102(16) 0.0279(4) Uani 1 1 d . . . . .
H54 H -0.0974 0.1549 -0.0159 0.033 Uiso 1 1 calc R . . . .
C55 C 0.1402(2) 0.23494(17) -0.00287(14) 0.0225(4) Uani 1 1 d . . . . .
C56 C 0.2695(2) 0.27279(15) 0.06951(13) 0.0179(3) Uani 1 1 d . . . . .
C57 C 0.1633(3) 0.24845(19) -0.10824(15) 0.0280(4) Uani 1 1 d . . . . .
H57 H 0.0756 0.2248 -0.1570 0.034 Uiso 1 1 calc R . . . .
C58 C 0.3082(3) 0.29424(19) -0.13852(15) 0.0277(4) Uani 1 1 d . . . . .
H58 H 0.3203 0.3034 -0.2080 0.033 Uiso 1 1 calc R . . . .
C59 C 0.4253(2) 0.31921(15) 0.03653(13) 0.0175(3) Uani 1 1 d . . . . .
C60 C 0.4434(2) 0.32912(16) -0.06753(14) 0.0214(4) Uani 1 1 d . . . . .
C61 C 0.5986(3) 0.37352(18) -0.09620(15) 0.0262(4) Uani 1 1 d . . . . .
H61 H 0.6166 0.3842 -0.1649 0.031 Uiso 1 1 calc R . . . .
C62 C 0.7225(2) 0.40092(18) -0.02388(16) 0.0271(4) Uani 1 1 d . . . . .
H62 H 0.8279 0.4282 -0.0424 0.033 Uiso 1 1 calc R . . . .
C63 C 0.6921(2) 0.38832(17) 0.07764(15) 0.0233(4) Uani 1 1 d . . . . .
H63 H 0.7790 0.4082 0.1271 0.028 Uiso 1 1 calc R . . . .
N64 N 0.54749(18) 0.34989(13) 0.10807(11) 0.0187(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O11 1.996(7) . ?
Cu1 N18 1.964(3) . ?
Cu1 O26 1.885(7) . ?
Cu1 O31 2.044(11) . ?
Cu1 N38 1.963(5) . ?
Cu1 O46 1.838(13) . ?
Cu1 N51 2.0336(16) . ?
Cu1 N64 2.2825(15) . ?
O11 C12 1.325(8) . ?
C12 C13 1.382(9) . ?
C12 C17 1.418(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.436(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.370(8) . ?
C15 H15 0.9500 . ?
C15 C16 1.394(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.402(5) . ?
C17 N18 1.420(6) . ?
N18 C19 1.292(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.438(6) . ?
C20 C21 1.421(5) . ?
C20 C25 1.411(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.378(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.411(8) . ?
C23 H23 0.9500 . ?
C23 C24 1.338(10) . ?
C24 H24 0.9500 . ?
C24 C25 1.455(10) . ?
C25 O26 1.328(7) . ?
O31 C32 1.320(12) . ?
C32 C33 1.352(17) . ?
C32 C37 1.394(11) . ?
C33 H33 0.9500 . ?
C33 C34 1.467(16) . ?
C34 H34 0.9500 . ?
C34 C35 1.372(13) . ?
C35 H35 0.9500 . ?
C35 C36 1.376(9) . ?
C36 H36 0.9500 . ?
C36 C37 1.393(8) . ?
C37 N38 1.442(10) . ?
N38 C39 1.286(7) . ?
C39 H39 0.9500 . ?
C39 C40 1.424(9) . ?
C40 C41 1.412(9) . ?
C40 C45 1.413(11) . ?
C41 H41 0.9500 . ?
C41 C42 1.369(9) . ?
C42 H42 0.9500 . ?
C42 C43 1.424(12) . ?
C43 H43 0.9500 . ?
C43 C44 1.311(9) . ?
C44 H44 0.9500 . ?
C44 C45 1.472(12) . ?
C45 O46 1.315(13) . ?
N51 C52 1.330(2) . ?
N51 C56 1.362(2) . ?
C52 H52 0.9500 . ?
C52 C53 1.398(3) . ?
C53 H53 0.9500 . ?
C53 C54 1.375(3) . ?
C54 H54 0.9500 . ?
C54 C55 1.414(3) . ?
C55 C56 1.404(2) . ?
C55 C57 1.443(3) . ?
C56 C59 1.447(2) . ?
C57 H57 0.9500 . ?
C57 C58 1.352(3) . ?
C58 H58 0.9500 . ?
C58 C60 1.429(3) . ?
C59 C60 1.411(2) . ?
C59 N64 1.353(2) . ?
C60 C61 1.417(3) . ?
C61 H61 0.9500 . ?
C61 C62 1.370(3) . ?
C62 H62 0.9500 . ?
C62 C63 1.400(3) . ?
C63 H63 0.9500 . ?
C63 N64 1.330(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Cu1 N51 86.74(17) . . ?
O11 Cu1 N64 94.5(3) . . ?
N18 Cu1 O11 82.92(18) . . ?
N18 Cu1 N51 168.87(9) . . ?
N18 Cu1 N64 107.20(8) . . ?
O26 Cu1 O11 168.2(4) . . ?
O26 Cu1 N18 94.82(16) . . ?
O26 Cu1 N51 94.47(15) . . ?
O26 Cu1 N64 97.2(3) . . ?
O31 Cu1 N64 95.2(4) . . ?
N38 Cu1 O31 82.2(3) . . ?
N38 Cu1 N51 166.11(16) . . ?
N38 Cu1 N64 106.86(12) . . ?
O46 Cu1 O31 169.5(7) . . ?
O46 Cu1 N38 96.5(3) . . ?
O46 Cu1 N51 96.1(3) . . ?
O46 Cu1 N64 95.2(6) . . ?
N51 Cu1 O31 84.3(2) . . ?
N51 Cu1 N64 77.65(6) . . ?
C12 O11 Cu1 112.4(4) . . ?
O11 C12 C13 123.9(6) . . ?
O11 C12 C17 118.5(7) . . ?
C13 C12 C17 117.6(6) . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 120.9(4) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0(5) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.1(5) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.8(5) . . ?
C17 C16 H16 120.1 . . ?
C12 C17 N18 113.6(5) . . ?
C16 C17 C12 121.4(6) . . ?
C16 C17 N18 125.0(5) . . ?
C17 N18 Cu1 112.3(3) . . ?
C19 N18 Cu1 124.4(2) . . ?
C19 N18 C17 123.2(3) . . ?
N18 C19 H19 117.4 . . ?
N18 C19 C20 125.1(3) . . ?
C20 C19 H19 117.4 . . ?
C21 C20 C19 117.0(4) . . ?
C25 C20 C19 124.6(5) . . ?
C25 C20 C21 118.3(5) . . ?
C20 C21 H21 119.0 . . ?
C22 C21 C20 122.0(5) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 H22 120.8 . . ?
C21 C22 C23 118.4(6) . . ?
C23 C22 H22 120.8 . . ?
C22 C23 H23 118.8 . . ?
C24 C23 C22 122.3(8) . . ?
C24 C23 H23 118.8 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.0(9) . . ?
C25 C24 H24 120.0 . . ?
C20 C25 C24 118.7(7) . . ?
O26 C25 C20 123.7(6) . . ?
O26 C25 C24 117.5(7) . . ?
C25 O26 Cu1 126.6(4) . . ?
C32 O31 Cu1 111.0(7) . . ?
O31 C32 C33 123.4(12) . . ?
O31 C32 C37 120.6(11) . . ?
C33 C32 C37 115.9(12) . . ?
C32 C33 H33 118.4 . . ?
C32 C33 C34 123.2(16) . . ?
C34 C33 H33 118.4 . . ?
C33 C34 H34 121.1 . . ?
C35 C34 C33 117.8(13) . . ?
C35 C34 H34 121.1 . . ?
C34 C35 H35 120.6 . . ?
C34 C35 C36 118.8(10) . . ?
C36 C35 H35 120.6 . . ?
C35 C36 H36 119.1 . . ?
C35 C36 C37 121.9(8) . . ?
C37 C36 H36 119.1 . . ?
C32 C37 N38 113.0(8) . . ?
C36 C37 C32 121.8(9) . . ?
C36 C37 N38 125.2(8) . . ?
C37 N38 Cu1 112.8(4) . . ?
C39 N38 Cu1 123.4(4) . . ?
C39 N38 C37 123.7(5) . . ?
N38 C39 H39 117.3 . . ?
N38 C39 C40 125.4(6) . . ?
C40 C39 H39 117.3 . . ?
C41 C40 C39 118.0(7) . . ?
C41 C40 C45 118.6(9) . . ?
C45 C40 C39 123.3(8) . . ?
C40 C41 H41 118.5 . . ?
C42 C41 C40 123.1(9) . . ?
C42 C41 H41 118.5 . . ?
C41 C42 H42 121.4 . . ?
C41 C42 C43 117.1(9) . . ?
C43 C42 H42 121.4 . . ?
C42 C43 H43 118.4 . . ?
C44 C43 C42 123.2(7) . . ?
C44 C43 H43 118.4 . . ?
C43 C44 H44 119.8 . . ?
C43 C44 C45 120.3(6) . . ?
C45 C44 H44 119.8 . . ?
C40 C45 C44 117.5(9) . . ?
O46 C45 C40 126.2(10) . . ?
O46 C45 C44 116.2(9) . . ?
C45 O46 Cu1 125.0(8) . . ?
C52 N51 Cu1 124.48(13) . . ?
C52 N51 C56 118.34(16) . . ?
C56 N51 Cu1 117.17(12) . . ?
N51 C52 H52 118.5 . . ?
N51 C52 C53 123.03(18) . . ?
C53 C52 H52 118.5 . . ?
C52 C53 H53 120.3 . . ?
C54 C53 C52 119.32(18) . . ?
C54 C53 H53 120.3 . . ?
C53 C54 H54 120.5 . . ?
C53 C54 C55 118.97(18) . . ?
C55 C54 H54 120.5 . . ?
C54 C55 C57 122.72(17) . . ?
C56 C55 C54 117.99(17) . . ?
C56 C55 C57 119.28(17) . . ?
N51 C56 C55 122.31(17) . . ?
N51 C56 C59 117.99(15) . . ?
C55 C56 C59 119.68(16) . . ?
C55 C57 H57 119.5 . . ?
C58 C57 C55 120.96(18) . . ?
C58 C57 H57 119.5 . . ?
C57 C58 H58 119.5 . . ?
C57 C58 C60 121.03(18) . . ?
C60 C58 H58 119.5 . . ?
C60 C59 C56 119.22(16) . . ?
N64 C59 C56 117.57(15) . . ?
N64 C59 C60 123.21(16) . . ?
C59 C60 C58 119.77(17) . . ?
C59 C60 C61 117.02(17) . . ?
C61 C60 C58 123.21(17) . . ?
C60 C61 H61 120.3 . . ?
C62 C61 C60 119.33(17) . . ?
C62 C61 H61 120.3 . . ?
C61 C62 H62 120.4 . . ?
C61 C62 C63 119.27(18) . . ?
C63 C62 H62 120.4 . . ?
C62 C63 H63 118.4 . . ?
N64 C63 C62 123.13(18) . . ?
N64 C63 H63 118.4 . . ?
C59 N64 Cu1 109.53(11) . . ?
C63 N64 Cu1 132.48(13) . . ?
C63 N64 C59 117.99(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O11 C12 C13 -176.4(8) . . . . ?
Cu1 O11 C12 C17 2.5(12) . . . . ?
Cu1 N18 C19 C20 -1.8(5) . . . . ?
Cu1 O31 C32 C33 171(2) . . . . ?
Cu1 O31 C32 C37 -4(2) . . . . ?
Cu1 N38 C39 C40 1.3(9) . . . . ?
Cu1 N51 C52 C53 -178.24(15) . . . . ?
Cu1 N51 C56 C55 -179.93(13) . . . . ?
Cu1 N51 C56 C59 1.5(2) . . . . ?
O11 Cu1 O26 C25 87.3(13) . . . . ?
O11 C12 C13 C14 -177.2(9) . . . . ?
O11 C12 C17 C16 178.6(8) . . . . ?
O11 C12 C17 N18 0.8(12) . . . . ?
C12 C13 C14 C15 -3.5(10) . . . . ?
C12 C17 N18 Cu1 -3.8(7) . . . . ?
C12 C17 N18 C19 172.5(6) . . . . ?
C13 C12 C17 C16 -2.4(12) . . . . ?
C13 C12 C17 N18 179.8(7) . . . . ?
C13 C14 C15 C16 1.5(10) . . . . ?
C14 C15 C16 C17 0.0(9) . . . . ?
C15 C16 C17 C12 0.5(9) . . . . ?
C15 C16 C17 N18 178.0(5) . . . . ?
C16 C17 N18 Cu1 178.5(4) . . . . ?
C16 C17 N18 C19 -5.2(8) . . . . ?
C17 C12 C13 C14 3.9(12) . . . . ?
C17 N18 C19 C20 -177.7(5) . . . . ?
N18 Cu1 O26 C25 8.9(8) . . . . ?
N18 C19 C20 C21 -177.3(4) . . . . ?
N18 C19 C20 C25 5.0(9) . . . . ?
C19 C20 C21 C22 -178.9(5) . . . . ?
C19 C20 C25 C24 176.9(11) . . . . ?
C19 C20 C25 O26 0.4(14) . . . . ?
C20 C21 C22 C23 0.2(10) . . . . ?
C20 C25 O26 Cu1 -8.4(14) . . . . ?
C21 C20 C25 C24 -0.8(15) . . . . ?
C21 C20 C25 O26 -177.3(8) . . . . ?
C21 C22 C23 C24 2.6(18) . . . . ?
C22 C23 C24 C25 -4(2) . . . . ?
C23 C24 C25 C20 3(2) . . . . ?
C23 C24 C25 O26 -179.8(14) . . . . ?
C24 C25 O26 Cu1 175.1(11) . . . . ?
C25 C20 C21 C22 -1.0(9) . . . . ?
O31 Cu1 O46 C45 -86(2) . . . . ?
O31 C32 C33 C34 175(2) . . . . ?
O31 C32 C37 C36 -178.9(13) . . . . ?
O31 C32 C37 N38 0(2) . . . . ?
C32 C33 C34 C35 8(4) . . . . ?
C32 C37 N38 Cu1 5.3(12) . . . . ?
C32 C37 N38 C39 -171.2(10) . . . . ?
C33 C32 C37 C36 6(3) . . . . ?
C33 C32 C37 N38 -176(2) . . . . ?
C33 C34 C35 C36 -3(3) . . . . ?
C34 C35 C36 C37 -0.5(18) . . . . ?
C35 C36 C37 C32 -0.8(16) . . . . ?
C35 C36 C37 N38 -179.0(9) . . . . ?
C36 C37 N38 Cu1 -176.4(7) . . . . ?
C36 C37 N38 C39 7.2(12) . . . . ?
C37 C32 C33 C34 -9(4) . . . . ?
C37 N38 C39 C40 177.3(9) . . . . ?
N38 Cu1 O46 C45 -3.2(16) . . . . ?
N38 C39 C40 C41 -179.9(7) . . . . ?
N38 C39 C40 C45 -2.4(15) . . . . ?
C39 C40 C41 C42 179.6(10) . . . . ?
C39 C40 C45 C44 -177.1(11) . . . . ?
C39 C40 C45 O46 0(2) . . . . ?
C40 C41 C42 C43 -1.2(17) . . . . ?
C40 C45 O46 Cu1 3(3) . . . . ?
C41 C40 C45 C44 0.5(19) . . . . ?
C41 C40 C45 O46 177.6(15) . . . . ?
C41 C42 C43 C44 -2.3(17) . . . . ?
C42 C43 C44 C45 4.8(15) . . . . ?
C43 C44 C45 C40 -3.8(18) . . . . ?
C43 C44 C45 O46 178.8(12) . . . . ?
C44 C45 O46 Cu1 -179.8(12) . . . . ?
C45 C40 C41 C42 1.9(16) . . . . ?
N51 Cu1 O26 C25 -177.3(8) . . . . ?
N51 Cu1 O46 C45 -177.4(15) . . . . ?
N51 C52 C53 C54 -1.1(3) . . . . ?
N51 C56 C59 C60 -179.50(15) . . . . ?
N51 C56 C59 N64 1.2(2) . . . . ?
C52 N51 C56 C55 1.4(3) . . . . ?
C52 N51 C56 C59 -177.17(16) . . . . ?
C52 C53 C54 C55 0.2(3) . . . . ?
C53 C54 C55 C56 1.4(3) . . . . ?
C53 C54 C55 C57 -179.48(19) . . . . ?
C54 C55 C56 N51 -2.2(3) . . . . ?
C54 C55 C56 C59 176.30(16) . . . . ?
C54 C55 C57 C58 -177.60(19) . . . . ?
C55 C56 C59 C60 1.9(2) . . . . ?
C55 C56 C59 N64 -177.41(15) . . . . ?
C55 C57 C58 C60 0.9(3) . . . . ?
C56 N51 C52 C53 0.3(3) . . . . ?
C56 C55 C57 C58 1.5(3) . . . . ?
C56 C59 C60 C58 0.5(3) . . . . ?
C56 C59 C60 C61 -179.19(16) . . . . ?
C56 C59 N64 Cu1 -2.86(18) . . . . ?
C56 C59 N64 C63 177.59(15) . . . . ?
C57 C55 C56 N51 178.58(16) . . . . ?
C57 C55 C56 C59 -2.9(3) . . . . ?
C57 C58 C60 C59 -1.8(3) . . . . ?
C57 C58 C60 C61 177.78(19) . . . . ?
C58 C60 C61 C62 -177.81(18) . . . . ?
C59 C60 C61 C62 1.8(3) . . . . ?
C60 C59 N64 Cu1 177.86(13) . . . . ?
C60 C59 N64 C63 -1.7(2) . . . . ?
C60 C61 C62 C63 -2.1(3) . . . . ?
C61 C62 C63 N64 0.4(3) . . . . ?
C62 C63 N64 Cu1 -177.98(14) . . . . ?
C62 C63 N64 C59 1.4(3) . . . . ?
N64 Cu1 O26 C25 -99.2(8) . . . . ?
N64 Cu1 O46 C45 104.5(16) . . . . ?
N64 C59 C60 C58 179.72(16) . . . . ?
N64 C59 C60 C61 0.1(3) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 0.000 0.000 295.0 121.2 ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.940
_oxdiff_exptl_absorpt_empirical_full_min 0.617
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2015tdk107b
_database_code_depnum_ccdc_archive 'CCDC 1907273'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H13 Cu N3 O2'
_chemical_formula_sum            'C19 H13 Cu N3 O2'
_chemical_formula_weight         378.86
_chemical_melting_point          ?
_chemical_oxdiff_formula         Cu(C13H9N1O2)(C12H10N2O2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   7.7950(2)
_cell_length_b                   17.1368(6)
_cell_length_c                   23.0559(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3079.83(17)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6734
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4260
_cell_measurement_theta_min      2.9630
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.437
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       blade
_exptl_crystal_F_000             1544
_exptl_crystal_recrystallization_method 
'Slow diffusion of water vapour into DMSO solution'
_exptl_crystal_size_max          0.178
_exptl_crystal_size_mid          0.037
_exptl_crystal_size_min          0.036
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            15176
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.536
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -78.00  67.00   1.00    5.00    --  -17.00  18.00-150.00  145
  2  ω    -24.00  57.00   1.00    5.00    --  -17.00  54.00 120.00   81
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0146892000
_diffrn_orient_matrix_UB_12      -0.0397773000
_diffrn_orient_matrix_UB_13      0.0069821000
_diffrn_orient_matrix_UB_21      0.0404824000
_diffrn_orient_matrix_UB_22      -0.0113790000
_diffrn_orient_matrix_UB_23      -0.0262167000
_diffrn_orient_matrix_UB_31      0.0801080000
_diffrn_orient_matrix_UB_32      -0.0015252000
_diffrn_orient_matrix_UB_33      0.0145201000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3050
_reflns_number_total             3526
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         3526
_refine_ls_number_restraints     877
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0334
_refine_ls_restrained_S_all      0.977
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0320P)²+2.9602P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0756
_refine_ls_wR_factor_ref         0.0791
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Cu1 \\sim O11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim
N18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim
O26 \\sim Cu2 \\sim O31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim
C37 \\sim N38 \\sim C39 \\sim C40 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim
C45 \\sim O46: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C25) = Uanis(C32)
3. Rigid body (RIGU) restrains
 Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
 C25, O26, Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43,
  C44, C45, O46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{O26, Cu1} sigma for 1-2: 0.02, 1-3: 0.04
as
{Cu1, O11}
5. Others
 Sof(Cu2)=Sof(O31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=
 Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(N38)=Sof(C39)=Sof(H39)=Sof(C40)=
 Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=
 Sof(C45)=Sof(O46)=1-FVAR(1)
 Sof(Cu1)=Sof(O11)=Sof(C12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=
 Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(N18)=Sof(C19)=Sof(H19)=Sof(C20)=
 Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=
 Sof(C25)=Sof(O26)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C52(H52), C53(H53), C55(H55), C56(H56), C13(H13), C14(H14), C15(H15),
 C16(H16), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C33(H33), C34(H34),
  C35(H35), C36(H36), C39(H39), C41(H41), C42(H42), C43(H43), C44(H44)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N51 N 0.6765(2) 0.52300(10) 0.53740(7) 0.0153(3) Uani 1 1 d . . . . .
C52 C 0.6813(2) 0.47233(12) 0.58191(8) 0.0168(4) Uani 1 1 d . . . . .
H52 H 0.7476 0.4275 0.5782 0.020 Uiso 1 1 calc R . . . .
C53 C 0.5917(3) 0.48409(12) 0.63291(9) 0.0190(4) Uani 1 1 d . . . . .
H53 H 0.5980 0.4482 0.6631 0.023 Uiso 1 1 calc R . . . .
C54 C 0.4921(2) 0.55082(12) 0.63783(8) 0.0167(4) Uani 1 1 d . . . . .
C55 C 0.4843(2) 0.60335(11) 0.59190(8) 0.0168(4) Uani 1 1 d . . . . .
H55 H 0.4173 0.6482 0.5943 0.020 Uiso 1 1 calc R . . . .
C56 C 0.5790(2) 0.58713(11) 0.54246(8) 0.0160(4) Uani 1 1 d . . . . .
H56 H 0.5748 0.6220 0.5116 0.019 Uiso 1 1 calc R . . . .
C57 C 0.3941(3) 0.56495(12) 0.69042(9) 0.0203(4) Uani 1 1 d . . . . .
N58 N 0.3141(2) 0.57536(11) 0.73105(7) 0.0254(4) Uani 1 1 d . . . . .
Cu1 Cu 0.8233(9) 0.4994(3) 0.4667(3) 0.0143(5) Uani 0.583(6) 1 d D U P A 1
O11 O 0.9196(12) 0.4087(5) 0.5040(2) 0.0159(11) Uani 0.583(6) 1 d D U P A 1
C12 C 0.9987(19) 0.3615(8) 0.4668(4) 0.0131(16) Uani 0.583(6) 1 d . U P A 1
C13 C 1.075(3) 0.2922(11) 0.4800(7) 0.016(2) Uani 0.583(6) 1 d . U P A 1
H13 H 1.0641 0.2742 0.5178 0.020 Uiso 0.583(6) 1 calc R . P A 1
C14 C 1.1664(15) 0.2465(6) 0.4416(4) 0.0176(18) Uani 0.583(6) 1 d . U P A 1
H14 H 1.2192 0.2008 0.4539 0.021 Uiso 0.583(6) 1 calc R . P A 1
C15 C 1.1780(9) 0.2702(4) 0.3842(3) 0.0166(13) Uani 0.583(6) 1 d . U P A 1
H15 H 1.2364 0.2396 0.3573 0.020 Uiso 0.583(6) 1 calc R . P A 1
C16 C 1.1021(8) 0.3397(3) 0.3671(3) 0.0148(11) Uani 0.583(6) 1 d . U P A 1
H16 H 1.1095 0.3562 0.3287 0.018 Uiso 0.583(6) 1 calc R . P A 1
C17 C 1.0142(11) 0.3848(5) 0.4081(3) 0.0132(13) Uani 0.583(6) 1 d . U P A 1
N18 N 0.9429(4) 0.4608(2) 0.39792(15) 0.0145(8) Uani 0.583(6) 1 d . U P A 1
C19 C 0.9741(5) 0.5023(2) 0.35235(18) 0.0152(9) Uani 0.583(6) 1 d . U P A 1
H19 H 1.0433 0.4801 0.3239 0.018 Uiso 0.583(6) 1 calc R . P A 1
C20 C 0.9116(16) 0.5794(6) 0.3418(4) 0.0147(15) Uani 0.583(6) 1 d . U P A 1
C21 C 0.9667(8) 0.6184(4) 0.2912(2) 0.0169(12) Uani 0.583(6) 1 d . U P A 1
H21 H 1.0442 0.5937 0.2667 0.020 Uiso 0.583(6) 1 calc R . P A 1
C22 C 0.9097(8) 0.6914(4) 0.2771(3) 0.0197(12) Uani 0.583(6) 1 d . U P A 1
H22 H 0.9477 0.7162 0.2436 0.024 Uiso 0.583(6) 1 calc R . P A 1
C23 C 0.7923(9) 0.7280(4) 0.3143(3) 0.0201(13) Uani 0.583(6) 1 d . U P A 1
H23 H 0.7503 0.7772 0.3050 0.024 Uiso 0.583(6) 1 calc R . P A 1
C24 C 0.7383(16) 0.6921(6) 0.3646(4) 0.0171(15) Uani 0.583(6) 1 d . U P A 1
H24 H 0.6629 0.7188 0.3888 0.021 Uiso 0.583(6) 1 calc R . P A 1
C25 C 0.792(3) 0.6163(9) 0.3813(9) 0.0143(11) Uani 0.583(6) 1 d . U P A 1
O26 O 0.7355(14) 0.5874(5) 0.4285(4) 0.0166(13) Uani 0.583(6) 1 d D U P A 1
Cu2 Cu 0.8173(12) 0.5108(4) 0.4615(4) 0.0140(6) Uani 0.417(6) 1 d . U P A 2
O31 O 0.716(2) 0.6049(6) 0.4318(6) 0.0138(16) Uani 0.417(6) 1 d . U P A 2
C32 C 0.788(4) 0.6269(13) 0.3797(13) 0.0143(11) Uani 0.417(6) 1 d . U P A 2
C33 C 0.752(2) 0.6984(9) 0.3527(6) 0.019(2) Uani 0.417(6) 1 d . U P A 2
H33 H 0.6763 0.7340 0.3694 0.023 Uiso 0.417(6) 1 calc R . P A 2
C34 C 0.8313(13) 0.7144(6) 0.3008(4) 0.0198(19) Uani 0.417(6) 1 d . U P A 2
H34 H 0.8110 0.7621 0.2827 0.024 Uiso 0.417(6) 1 calc R . P A 2
C35 C 0.9409(10) 0.6612(5) 0.2748(3) 0.0179(16) Uani 0.417(6) 1 d . U P A 2
H35 H 0.9917 0.6735 0.2394 0.021 Uiso 0.417(6) 1 calc R . P A 2
C36 C 0.9754(12) 0.5906(4) 0.3005(4) 0.0153(15) Uani 0.417(6) 1 d . U P A 2
H36 H 1.0509 0.5558 0.2830 0.018 Uiso 0.417(6) 1 calc R . P A 2
C37 C 0.897(2) 0.5712(9) 0.3527(6) 0.0138(19) Uani 0.417(6) 1 d . U P A 2
N38 N 0.9226(6) 0.5018(3) 0.3847(2) 0.0135(11) Uani 0.417(6) 1 d . U P A 2
C39 C 0.9990(6) 0.4418(3) 0.3642(2) 0.0147(12) Uani 0.417(6) 1 d . U P A 2
H39 H 1.0304 0.4433 0.3253 0.018 Uiso 0.417(6) 1 calc R . P A 2
C40 C 1.0404(15) 0.3726(6) 0.3959(4) 0.0108(17) Uani 0.417(6) 1 d . U P A 2
C41 C 1.1363(11) 0.3131(5) 0.3688(4) 0.0140(16) Uani 0.417(6) 1 d . U P A 2
H41 H 1.1620 0.3179 0.3296 0.017 Uiso 0.417(6) 1 calc R . P A 2
C42 C 1.1929(14) 0.2489(6) 0.3978(5) 0.0157(16) Uani 0.417(6) 1 d . U P A 2
H42 H 1.2576 0.2112 0.3787 0.019 Uiso 0.417(6) 1 calc R . P A 2
C43 C 1.153(2) 0.2404(9) 0.4561(5) 0.0121(18) Uani 0.417(6) 1 d . U P A 2
H43 H 1.1909 0.1956 0.4748 0.014 Uiso 0.417(6) 1 calc R . P A 2
C44 C 1.060(4) 0.2934(13) 0.4881(9) 0.011(2) Uani 0.417(6) 1 d . U P A 2
H44 H 1.0361 0.2861 0.5273 0.013 Uiso 0.417(6) 1 calc R . P A 2
C45 C 1.001(2) 0.3641(10) 0.4549(5) 0.009(2) Uani 0.417(6) 1 d . U P A 2
O46 O 0.9190(17) 0.4160(7) 0.4880(3) 0.0150(15) Uani 0.417(6) 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N51 C52 1.345(3) . ?
N51 C56 1.341(2) . ?
N51 Cu1 2.031(7) . ?
N51 Cu2 2.076(9) . ?
C52 H52 0.9300 . ?
C52 C53 1.382(3) . ?
C53 H53 0.9300 . ?
C53 C54 1.387(3) . ?
C54 C55 1.391(3) . ?
C54 C57 1.453(3) . ?
C55 H55 0.9300 . ?
C55 C56 1.386(3) . ?
C56 H56 0.9300 . ?
C57 N58 1.139(3) . ?
Cu1 O11 1.929(7) . ?
Cu1 N18 1.956(7) . ?
Cu1 O26 1.875(8) . ?
O11 C12 1.329(12) . ?
C12 C13 1.36(2) . ?
C12 C17 1.417(9) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(14) . ?
C14 H14 0.9300 . ?
C14 C15 1.387(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.388(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.400(6) . ?
C17 N18 1.435(8) . ?
N18 C19 1.292(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.430(10) . ?
C20 C21 1.411(8) . ?
C20 C25 1.45(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.366(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.403(7) . ?
C23 H23 0.9300 . ?
C23 C24 1.379(8) . ?
C24 H24 0.9300 . ?
C24 C25 1.418(15) . ?
C25 O26 1.274(19) . ?
Cu2 O31 1.921(11) . ?
Cu2 N38 1.958(10) . ?
Cu2 O46 1.910(11) . ?
O31 C32 1.38(3) . ?
C32 C33 1.40(2) . ?
C32 C37 1.42(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.375(13) . ?
C34 H34 0.9300 . ?
C34 C35 1.385(9) . ?
C35 H35 0.9300 . ?
C35 C36 1.375(8) . ?
C36 H36 0.9300 . ?
C36 C37 1.390(11) . ?
C37 N38 1.413(14) . ?
N38 C39 1.278(8) . ?
C39 H39 0.9300 . ?
C39 C40 1.429(11) . ?
C40 C41 1.410(9) . ?
C40 C45 1.401(12) . ?
C41 H41 0.9300 . ?
C41 C42 1.360(8) . ?
C42 H42 0.9300 . ?
C42 C43 1.389(10) . ?
C43 H43 0.9300 . ?
C43 C44 1.374(19) . ?
C44 H44 0.9300 . ?
C44 C45 1.51(3) . ?
C45 O46 1.336(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C52 N51 Cu1 117.92(19) . . ?
C52 N51 Cu2 124.3(2) . . ?
C56 N51 C52 118.57(17) . . ?
C56 N51 Cu1 123.49(18) . . ?
C56 N51 Cu2 117.1(2) . . ?
N51 C52 H52 118.6 . . ?
N51 C52 C53 122.76(19) . . ?
C53 C52 H52 118.6 . . ?
C52 C53 H53 120.9 . . ?
C52 C53 C54 118.19(19) . . ?
C54 C53 H53 120.9 . . ?
C53 C54 C55 119.73(18) . . ?
C53 C54 C57 119.98(18) . . ?
C55 C54 C57 120.28(18) . . ?
C54 C55 H55 120.9 . . ?
C56 C55 C54 118.21(18) . . ?
C56 C55 H55 120.9 . . ?
N51 C56 C55 122.53(18) . . ?
N51 C56 H56 118.7 . . ?
C55 C56 H56 118.7 . . ?
N58 C57 C54 178.5(2) . . ?
O11 Cu1 N51 91.3(3) . . ?
O11 Cu1 N18 84.4(3) . . ?
N18 Cu1 N51 170.6(4) . . ?
O26 Cu1 N51 90.7(4) . . ?
O26 Cu1 O11 178.0(5) . . ?
O26 Cu1 N18 93.7(4) . . ?
C12 O11 Cu1 112.6(5) . . ?
O11 C12 C13 126.1(10) . . ?
O11 C12 C17 119.0(9) . . ?
C13 C12 C17 114.9(11) . . ?
C12 C13 H13 117.3 . . ?
C12 C13 C14 125.3(13) . . ?
C14 C13 H13 117.3 . . ?
C13 C14 H14 120.7 . . ?
C13 C14 C15 118.6(10) . . ?
C15 C14 H14 120.7 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.6(7) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.4(6) . . ?
C17 C16 H16 120.3 . . ?
C12 C17 N18 112.2(6) . . ?
C16 C17 C12 122.2(8) . . ?
C16 C17 N18 125.4(7) . . ?
C17 N18 Cu1 111.1(4) . . ?
C19 N18 Cu1 124.3(3) . . ?
C19 N18 C17 124.0(4) . . ?
N18 C19 H19 117.2 . . ?
N18 C19 C20 125.7(5) . . ?
C20 C19 H19 117.2 . . ?
C19 C20 C25 121.0(8) . . ?
C21 C20 C19 118.4(7) . . ?
C21 C20 C25 120.6(10) . . ?
C20 C21 H21 119.0 . . ?
C22 C21 C20 122.1(6) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 H22 120.8 . . ?
C21 C22 C23 118.4(6) . . ?
C23 C22 H22 120.8 . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 121.0(8) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 118.4 . . ?
C23 C24 C25 123.1(12) . . ?
C25 C24 H24 118.4 . . ?
C24 C25 C20 114.8(14) . . ?
O26 C25 C20 126.2(11) . . ?
O26 C25 C24 119.0(14) . . ?
C25 O26 Cu1 125.9(9) . . ?
O31 Cu2 N51 90.0(5) . . ?
O31 Cu2 N38 85.2(5) . . ?
N38 Cu2 N51 172.7(5) . . ?
O46 Cu2 N51 92.0(4) . . ?
O46 Cu2 O31 177.8(7) . . ?
O46 Cu2 N38 92.7(5) . . ?
C32 O31 Cu2 111.9(11) . . ?
O31 C32 C33 123.0(19) . . ?
O31 C32 C37 116.1(15) . . ?
C33 C32 C37 121(2) . . ?
C32 C33 H33 121.0 . . ?
C34 C33 C32 118.0(17) . . ?
C34 C33 H33 121.0 . . ?
C33 C34 H34 119.2 . . ?
C33 C34 C35 121.6(10) . . ?
C35 C34 H34 119.2 . . ?
C34 C35 H35 119.6 . . ?
C36 C35 C34 120.9(8) . . ?
C36 C35 H35 119.6 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 119.9(9) . . ?
C37 C36 H36 120.0 . . ?
C36 C37 C32 118.7(15) . . ?
C36 C37 N38 126.3(12) . . ?
N38 C37 C32 114.9(13) . . ?
C37 N38 Cu2 110.2(7) . . ?
C39 N38 Cu2 126.3(5) . . ?
C39 N38 C37 123.4(8) . . ?
N38 C39 H39 117.1 . . ?
N38 C39 C40 125.8(6) . . ?
C40 C39 H39 117.1 . . ?
C41 C40 C39 119.6(7) . . ?
C45 C40 C39 122.2(9) . . ?
C45 C40 C41 118.0(10) . . ?
C40 C41 H41 118.7 . . ?
C42 C41 C40 122.7(8) . . ?
C42 C41 H41 118.7 . . ?
C41 C42 H42 120.4 . . ?
C41 C42 C43 119.1(11) . . ?
C43 C42 H42 120.4 . . ?
C42 C43 H43 117.7 . . ?
C44 C43 C42 124.7(14) . . ?
C44 C43 H43 117.7 . . ?
C43 C44 H44 122.6 . . ?
C43 C44 C45 114.7(16) . . ?
C45 C44 H44 122.6 . . ?
C40 C45 C44 120.7(14) . . ?
O46 C45 C40 126.2(11) . . ?
O46 C45 C44 113.0(12) . . ?
C45 O46 Cu2 125.6(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N51 C52 C53 C54 0.5(3) . . . . ?
N51 Cu1 O26 C25 169.4(16) . . . . ?
C52 N51 C56 C55 0.5(3) . . . . ?
C52 C53 C54 C55 0.3(3) . . . . ?
C52 C53 C54 C57 179.21(18) . . . . ?
C53 C54 C55 C56 -0.6(3) . . . . ?
C54 C55 C56 N51 0.2(3) . . . . ?
C56 N51 C52 C53 -0.9(3) . . . . ?
C57 C54 C55 C56 -179.54(17) . . . . ?
Cu1 N51 C52 C53 177.5(3) . . . . ?
Cu1 N51 C56 C55 -177.8(3) . . . . ?
Cu1 O11 C12 C13 -178.2(16) . . . . ?
Cu1 O11 C12 C17 4.6(15) . . . . ?
Cu1 N18 C19 C20 -7.2(8) . . . . ?
O11 C12 C13 C14 -175.4(15) . . . . ?
O11 C12 C17 C16 177.2(10) . . . . ?
O11 C12 C17 N18 2.0(15) . . . . ?
C12 C13 C14 C15 -3(3) . . . . ?
C12 C17 N18 Cu1 -7.4(9) . . . . ?
C12 C17 N18 C19 163.8(7) . . . . ?
C13 C12 C17 C16 -0.3(18) . . . . ?
C13 C12 C17 N18 -175.6(14) . . . . ?
C13 C14 C15 C16 1.8(15) . . . . ?
C14 C15 C16 C17 -0.3(10) . . . . ?
C15 C16 C17 C12 -0.5(11) . . . . ?
C15 C16 C17 N18 174.1(6) . . . . ?
C16 C17 N18 Cu1 177.6(6) . . . . ?
C16 C17 N18 C19 -11.3(10) . . . . ?
C17 C12 C13 C14 2(3) . . . . ?
C17 N18 C19 C20 -177.2(8) . . . . ?
N18 Cu1 O26 C25 -19.0(17) . . . . ?
N18 C19 C20 C21 176.2(6) . . . . ?
N18 C19 C20 C25 -4.9(18) . . . . ?
C19 C20 C21 C22 178.3(7) . . . . ?
C19 C20 C25 C24 -178.6(13) . . . . ?
C19 C20 C25 O26 2(3) . . . . ?
C20 C21 C22 C23 -0.2(10) . . . . ?
C20 C25 O26 Cu1 13(3) . . . . ?
C21 C20 C25 C24 0(2) . . . . ?
C21 C20 C25 O26 -179.0(18) . . . . ?
C21 C22 C23 C24 1.4(10) . . . . ?
C22 C23 C24 C25 -1.8(17) . . . . ?
C23 C24 C25 C20 1(2) . . . . ?
C23 C24 C25 O26 -179.7(16) . . . . ?
C24 C25 O26 Cu1 -166.0(12) . . . . ?
C25 C20 C21 C22 -0.6(17) . . . . ?
Cu2 N51 C52 C53 177.0(3) . . . . ?
Cu2 N51 C56 C55 -177.5(3) . . . . ?
Cu2 O31 C32 C33 -172(2) . . . . ?
Cu2 O31 C32 C37 11(3) . . . . ?
Cu2 N38 C39 C40 -7.9(10) . . . . ?
O31 C32 C33 C34 180(2) . . . . ?
O31 C32 C37 C36 -179(2) . . . . ?
O31 C32 C37 N38 -2(3) . . . . ?
C32 C33 C34 C35 2(2) . . . . ?
C32 C37 N38 Cu2 -7(2) . . . . ?
C32 C37 N38 C39 171.1(17) . . . . ?
C33 C32 C37 C36 3(4) . . . . ?
C33 C32 C37 N38 -180(2) . . . . ?
C33 C34 C35 C36 -0.7(15) . . . . ?
C34 C35 C36 C37 1.2(14) . . . . ?
C35 C36 C37 C32 -3(2) . . . . ?
C35 C36 C37 N38 -178.7(12) . . . . ?
C36 C37 N38 Cu2 169.5(13) . . . . ?
C36 C37 N38 C39 -13(2) . . . . ?
C37 C32 C33 C34 -3(4) . . . . ?
C37 N38 C39 C40 174.6(11) . . . . ?
N38 C39 C40 C41 -175.3(7) . . . . ?
N38 C39 C40 C45 -0.8(16) . . . . ?
C39 C40 C41 C42 174.2(8) . . . . ?
C39 C40 C45 C44 -174.6(18) . . . . ?
C39 C40 C45 O46 2(2) . . . . ?
C40 C41 C42 C43 1.2(14) . . . . ?
C40 C45 O46 Cu2 6(3) . . . . ?
C41 C40 C45 C44 0(2) . . . . ?
C41 C40 C45 O46 176.7(15) . . . . ?
C41 C42 C43 C44 -1(2) . . . . ?
C42 C43 C44 C45 0(3) . . . . ?
C43 C44 C45 C40 0(3) . . . . ?
C43 C44 C45 O46 -177.0(18) . . . . ?
C44 C45 O46 Cu2 -177.4(16) . . . . ?
C45 C40 C41 C42 -0.6(15) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_exptl_crystal_mounting_method Mitegen
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.467
_oxdiff_exptl_absorpt_empirical_full_min 0.594
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2016tdk005_test1
_database_code_depnum_ccdc_archive 'CCDC 1907279'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        "[Cu(SB-1)](2,4'-bpy)"
_chemical_formula_moiety         'C23 H17 Cu N3 O2'
_chemical_formula_sum            'C23 H17 Cu N3 O2'
_chemical_formula_weight         430.93
_chemical_melting_point          ?
_chemical_oxdiff_formula         Cu(C13H9NO2)(C10H8N2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   21.0789(10)
_cell_length_b                   3.83614(16)
_cell_length_c                   22.5607(9)
_cell_angle_alpha                90
_cell_angle_beta                 103.128(4)
_cell_angle_gamma                90
_cell_volume                     1776.62(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13531
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4910
_cell_measurement_theta_min      2.0590
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.256
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84462
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             884
_exptl_crystal_recrystallization_method 
'Slow diffusion of water into DMSO solution'
_exptl_crystal_size_max          0.233
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.005
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            34552
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.388
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -107.00  22.00   1.00   40.00    --  -17.00 -72.00  81.00  129
  2  ω    -44.00  73.00   1.00   40.00    --  -17.00  -8.00-148.00  117
  3  ω    -89.00  22.00   1.00   40.00    --  -17.00 -72.00-115.00  111
  4  ω    -30.00  -3.00   1.00   40.00    --  -17.00  72.00  16.00   27
  5  ω     -5.00  15.00   1.00   40.00    --  -17.00 -40.00  81.00   20
  6  ω   -107.00  73.00   1.00   40.00    --  -17.00   8.00  81.00  180
  7  ω    -78.00  11.00   1.00   40.00    --  -17.00 -72.00-180.00   89
  8  ω    -66.00  22.00   1.00   40.00    --  -17.00 -72.00  16.00   88
  9  ω    -36.00  11.00   1.00   40.00    --  -17.00 -40.00-148.00   47
 10  ω    -15.00   5.00   1.00   40.00    --  -17.00 -56.00  49.00   20
 11  ω   -107.00 -10.00   1.00   40.00    --  -17.00  -8.00 -82.00   97
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0018340000
_diffrn_orient_matrix_UB_12      0.0315266000
_diffrn_orient_matrix_UB_13      -0.0305307000
_diffrn_orient_matrix_UB_21      0.0344004000
_diffrn_orient_matrix_UB_22      -0.0170433000
_diffrn_orient_matrix_UB_23      0.0084322000
_diffrn_orient_matrix_UB_31      -0.0028952000
_diffrn_orient_matrix_UB_32      -0.1814028000
_diffrn_orient_matrix_UB_33      -0.0060916000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3456
_reflns_number_total             4032
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.493
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         4032
_refine_ls_number_restraints     1055
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0517
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0353P)²+5.1466P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1244
_refine_ls_wR_factor_ref         0.1292
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{C58, C59, C60, C61, N62} sigma for 1-2: 0.02, 1-3: 0.04
as
{C78, C79, C80, C81, N82}
{Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
C25, O26} sigma for 1-2: 0.02, 1-3: 0.04
as
{Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44,
C45, O46}
5. Others
 Sof(Cu2)=Sof(O31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=
 Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(N38)=Sof(C39)=Sof(H39)=Sof(C40)=
 Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=
 Sof(C45)=Sof(O46)=1-FVAR(1)
 Sof(Cu1)=Sof(O11)=Sof(C12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=
 Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(N18)=Sof(C19)=Sof(H19)=Sof(C20)=
 Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=
 Sof(C25)=Sof(O26)=FVAR(1)
 Fixed Sof: C58(0.5) H58(0.5) C59(0.5) H59(0.5) C60(0.5) H60(0.5) C61(0.5)
 H61(0.5) N62(0.5) C78(0.5) H78(0.5) C79(0.5) H79(0.5) C80(0.5) H80(0.5)
 C81(0.5) H81(0.5) N82(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 C52(H52), C53(H53), C55(H55), C56(H56), C58(H58), C59(H59), C60(H60),
 C61(H61), C78(H78), C79(H79), C80(H80), C81(H81), C13(H13), C14(H14), C15(H15),
  C16(H16), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C33(H33),
 C34(H34), C35(H35), C36(H36), C39(H39), C41(H41), C42(H42), C43(H43), C44(H44)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N51 N 0.84483(13) 0.1121(8) 0.62184(12) 0.0257(6) Uani 1 1 d . U . . .
C52 C 0.87285(16) 0.0289(10) 0.57550(14) 0.0270(7) Uani 1 1 d . U . . .
H52 H 0.8478 -0.0845 0.5417 0.032 Uiso 1 1 calc R . . . .
C53 C 0.93678(16) 0.1045(9) 0.57604(14) 0.0253(7) Uani 1 1 d . U . . .
H53 H 0.9539 0.0458 0.5428 0.030 Uiso 1 1 calc R . . . .
C54 C 0.97580(15) 0.2683(9) 0.62610(14) 0.0230(6) Uani 1 1 d . U . . .
C55 C 0.94682(16) 0.3516(9) 0.67421(14) 0.0248(7) Uani 1 1 d . U . . .
H55 H 0.9711 0.4592 0.7090 0.030 Uiso 1 1 calc R . . . .
C56 C 0.88192(16) 0.2734(10) 0.66997(14) 0.0268(7) Uani 1 1 d . U . . .
H56 H 0.8632 0.3358 0.7020 0.032 Uiso 1 1 calc R . . . .
C57 C 1.04457(15) 0.3590(9) 0.62839(14) 0.0239(7) Uani 1 1 d . U . . .
C58 C 1.0649(12) 0.456(8) 0.5773(9) 0.023(4) Uani 0.5 1 d D U P A 1
H58 H 1.0358 0.4653 0.5396 0.028 Uiso 0.5 1 calc R . P A 1
C59 C 1.1303(10) 0.539(7) 0.5833(8) 0.027(3) Uani 0.5 1 d D U P A 1
H59 H 1.1461 0.5947 0.5492 0.033 Uiso 0.5 1 calc R . P A 1
C60 C 1.1711(9) 0.539(8) 0.6399(7) 0.030(3) Uani 0.5 1 d D U P A 1
H60 H 1.2148 0.5974 0.6447 0.035 Uiso 0.5 1 calc R . P A 1
C61 C 1.1469(10) 0.451(7) 0.6897(9) 0.034(3) Uani 0.5 1 d D U P A 1
H61 H 1.1750 0.4506 0.7280 0.040 Uiso 0.5 1 calc R . P A 1
N62 N 1.0841(11) 0.365(9) 0.6851(8) 0.033(4) Uani 0.5 1 d D U P A 1
C78 C 1.0897(13) 0.403(10) 0.6818(9) 0.029(3) Uani 0.5 1 d D U P A 2
H78 H 1.0781 0.3656 0.7187 0.035 Uiso 0.5 1 calc R . P A 2
C79 C 1.1529(10) 0.503(7) 0.6812(8) 0.033(3) Uani 0.5 1 d D U P A 2
H79 H 1.1832 0.5453 0.7174 0.040 Uiso 0.5 1 calc R . P A 2
C80 C 1.1696(9) 0.537(8) 0.6265(7) 0.028(3) Uani 0.5 1 d D U P A 2
H80 H 1.2120 0.5959 0.6249 0.033 Uiso 0.5 1 calc R . P A 2
C81 C 1.1228(9) 0.483(6) 0.5735(8) 0.025(3) Uani 0.5 1 d D U P A 2
H81 H 1.1344 0.5125 0.5364 0.030 Uiso 0.5 1 calc R . P A 2
N82 N 1.0611(10) 0.388(7) 0.5731(7) 0.023(3) Uani 0.5 1 d D U P A 2
Cu1 Cu 0.74866(15) 0.0361(11) 0.61876(13) 0.0254(4) Uani 0.702(6) 1 d D U P B 1
O11 O 0.7521(2) 0.3222(16) 0.6902(2) 0.0314(11) Uani 0.702(6) 1 d D U P B 1
C12 C 0.6934(5) 0.349(5) 0.7018(7) 0.024(2) Uani 0.702(6) 1 d D U P B 1
C13 C 0.6826(3) 0.5125(18) 0.7542(3) 0.0269(13) Uani 0.702(6) 1 d D U P B 1
H13 H 0.7179 0.6021 0.7827 0.032 Uiso 0.702(6) 1 calc R . P B 1
C14 C 0.6208(4) 0.5424(14) 0.7644(2) 0.0259(11) Uani 0.702(6) 1 d D U P B 1
H14 H 0.6147 0.6587 0.7988 0.031 Uiso 0.702(6) 1 calc R . P B 1
C15 C 0.5677(3) 0.4009(15) 0.7238(3) 0.0302(12) Uani 0.702(6) 1 d D U P B 1
H15 H 0.5262 0.4216 0.7311 0.036 Uiso 0.702(6) 1 calc R . P B 1
C16 C 0.5764(2) 0.2301(14) 0.6727(3) 0.0275(11) Uani 0.702(6) 1 d D U P B 1
H16 H 0.5410 0.1346 0.6453 0.033 Uiso 0.702(6) 1 calc R . P B 1
C17 C 0.6393(4) 0.201(2) 0.6623(3) 0.0246(15) Uani 0.702(6) 1 d D U P B 1
N18 N 0.65545(18) 0.0302(11) 0.61155(17) 0.0218(9) Uani 0.702(6) 1 d D U P B 1
C19 C 0.6134(2) -0.0943(13) 0.5663(2) 0.0242(10) Uani 0.702(6) 1 d D U P B 1
H19 H 0.5697 -0.0633 0.5663 0.029 Uiso 0.702(6) 1 calc R . P B 1
C20 C 0.6279(4) -0.274(3) 0.5163(4) 0.0238(15) Uani 0.702(6) 1 d D U P B 1
C21 C 0.5763(2) -0.3690(15) 0.4673(3) 0.0268(11) Uani 0.702(6) 1 d D U P B 1
H21 H 0.5340 -0.3133 0.4694 0.032 Uiso 0.702(6) 1 calc R . P B 1
C22 C 0.5860(3) -0.5380(14) 0.4171(2) 0.0265(11) Uani 0.702(6) 1 d D U P B 1
H22 H 0.5509 -0.5927 0.3853 0.032 Uiso 0.702(6) 1 calc R . P B 1
C23 C 0.6486(3) -0.6274(14) 0.4140(2) 0.0277(11) Uani 0.702(6) 1 d D U P B 1
H23 H 0.6554 -0.7457 0.3801 0.033 Uiso 0.702(6) 1 calc R . P B 1
C24 C 0.7012(3) -0.5445(16) 0.4604(2) 0.0265(12) Uani 0.702(6) 1 d D U P B 1
H24 H 0.7427 -0.6132 0.4578 0.032 Uiso 0.702(6) 1 calc R . P B 1
C25 C 0.6928(5) -0.357(5) 0.5119(6) 0.023(2) Uani 0.702(6) 1 d D U P B 1
O26 O 0.7450(2) -0.2841(15) 0.5538(2) 0.0306(11) Uani 0.702(6) 1 d D U P B 1
Cu2 Cu 0.7488(4) 0.000(3) 0.6054(3) 0.0260(10) Uani 0.298(6) 1 d D U P B 2
O31 O 0.7511(6) -0.316(4) 0.5390(5) 0.031(3) Uiso 0.298(6) 1 d D U P B 2
C32 C 0.6916(10) -0.382(13) 0.5064(15) 0.025(6) Uiso 0.298(6) 1 d D U P B 2
C33 C 0.6795(7) -0.555(4) 0.4499(7) 0.026(4) Uiso 0.298(6) 1 d D U P B 2
H33 H 0.7142 -0.6379 0.4349 0.031 Uiso 0.298(6) 1 calc R . P B 2
C34 C 0.6168(7) -0.603(3) 0.4165(5) 0.018(3) Uiso 0.298(6) 1 d D U P B 2
H34 H 0.6094 -0.7161 0.3791 0.022 Uiso 0.298(6) 1 calc R . P B 2
C35 C 0.5650(6) -0.484(3) 0.4384(6) 0.023(2) Uiso 0.298(6) 1 d D U P B 2
H35 H 0.5229 -0.5187 0.4154 0.027 Uiso 0.298(6) 1 calc R . P B 2
C36 C 0.5737(6) -0.314(3) 0.4936(6) 0.027(3) Uiso 0.298(6) 1 d D U P B 2
H36 H 0.5384 -0.2438 0.5090 0.032 Uiso 0.298(6) 1 calc R . P B 2
C37 C 0.6374(8) -0.251(7) 0.5254(9) 0.022(5) Uiso 0.298(6) 1 d D U P B 2
N38 N 0.6551(4) -0.070(2) 0.5826(4) 0.017(2) Uiso 0.298(6) 1 d D U P B 2
C39 C 0.6141(5) 0.027(3) 0.6138(4) 0.022(2) Uiso 0.298(6) 1 d D U P B 2
H39 H 0.5709 -0.0373 0.5988 0.026 Uiso 0.298(6) 1 calc R . P B 2
C40 C 0.6278(7) 0.220(6) 0.6679(7) 0.018(4) Uiso 0.298(6) 1 d D U P B 2
C41 C 0.5786(6) 0.293(4) 0.6988(6) 0.023(3) Uiso 0.298(6) 1 d D U P B 2
H41 H 0.5364 0.2207 0.6813 0.027 Uiso 0.298(6) 1 calc R . P B 2
C42 C 0.5895(7) 0.464(3) 0.7527(6) 0.023(3) Uiso 0.298(6) 1 d D U P B 2
H42 H 0.5551 0.5050 0.7713 0.027 Uiso 0.298(6) 1 calc R . P B 2
C43 C 0.6517(7) 0.577(3) 0.7802(6) 0.026(3) Uiso 0.298(6) 1 d D U P B 2
H43 H 0.6592 0.6997 0.8166 0.031 Uiso 0.298(6) 1 calc R . P B 2
C44 C 0.7021(6) 0.505(5) 0.7527(7) 0.021(3) Uiso 0.298(6) 1 d D U P B 2
H44 H 0.7435 0.5891 0.7704 0.026 Uiso 0.298(6) 1 calc R . P B 2
C45 C 0.6932(10) 0.309(12) 0.6988(15) 0.019(5) Uiso 0.298(6) 1 d D U P B 2
O46 O 0.7447(5) 0.262(3) 0.6755(5) 0.020(3) Uiso 0.298(6) 1 d D U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N51 C52 1.351(4) . ?
N51 C56 1.337(4) . ?
N51 Cu1 2.034(4) . ?
N51 Cu2 2.021(8) . ?
C52 H52 0.9300 . ?
C52 C53 1.376(5) . ?
C53 H53 0.9300 . ?
C53 C54 1.387(4) . ?
C54 C55 1.398(4) . ?
C54 C57 1.480(4) . ?
C55 H55 0.9300 . ?
C55 C56 1.382(4) . ?
C56 H56 0.9300 . ?
C57 C58 1.37(2) . ?
C57 N62 1.359(19) . ?
C57 C78 1.37(2) . ?
C57 N82 1.374(17) . ?
C58 H58 0.9300 . ?
C58 C59 1.391(19) . ?
C59 H59 0.9300 . ?
C59 C60 1.369(14) . ?
C60 H60 0.9300 . ?
C60 C61 1.378(13) . ?
C61 H61 0.9300 . ?
C61 N62 1.345(17) . ?
C78 H78 0.9300 . ?
C78 C79 1.390(19) . ?
C79 H79 0.9300 . ?
C79 C80 1.364(13) . ?
C80 H80 0.9300 . ?
C80 C81 1.383(13) . ?
C81 H81 0.9300 . ?
C81 N82 1.348(17) . ?
Cu1 O11 1.937(6) . ?
Cu1 N18 1.935(5) . ?
Cu1 O26 1.900(6) . ?
O11 C12 1.327(10) . ?
C12 C13 1.400(11) . ?
C12 C17 1.399(12) . ?
C13 H13 0.9300 . ?
C13 C14 1.379(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.386(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.374(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.401(8) . ?
C17 N18 1.427(8) . ?
N18 C19 1.282(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.413(9) . ?
C20 C21 1.411(10) . ?
C20 C25 1.429(11) . ?
C21 H21 0.9300 . ?
C21 C22 1.359(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.382(7) . ?
C23 H23 0.9300 . ?
C23 C24 1.377(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.411(11) . ?
C25 O26 1.308(10) . ?
Cu2 O31 1.935(12) . ?
Cu2 N38 1.943(10) . ?
Cu2 O46 1.893(11) . ?
O31 C32 1.325(19) . ?
C32 C33 1.41(2) . ?
C32 C37 1.40(2) . ?
C33 H33 0.9300 . ?
C33 C34 1.377(14) . ?
C34 H34 0.9300 . ?
C34 C35 1.374(14) . ?
C35 H35 0.9300 . ?
C35 C36 1.381(14) . ?
C36 H36 0.9300 . ?
C36 C37 1.392(15) . ?
C37 N38 1.437(15) . ?
N38 C39 1.286(11) . ?
C39 H39 0.9300 . ?
C39 C40 1.399(15) . ?
C40 C41 1.402(15) . ?
C40 C45 1.44(2) . ?
C41 H41 0.9300 . ?
C41 C42 1.354(14) . ?
C42 H42 0.9300 . ?
C42 C43 1.388(14) . ?
C43 H43 0.9300 . ?
C43 C44 1.374(13) . ?
C44 H44 0.9300 . ?
C44 C45 1.406(19) . ?
C45 O46 1.321(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C52 N51 Cu1 123.2(2) . . ?
C52 N51 Cu2 113.8(3) . . ?
C56 N51 C52 117.4(3) . . ?
C56 N51 Cu1 119.2(2) . . ?
C56 N51 Cu2 128.7(3) . . ?
N51 C52 H52 118.6 . . ?
N51 C52 C53 122.9(3) . . ?
C53 C52 H52 118.6 . . ?
C52 C53 H53 120.0 . . ?
C52 C53 C54 120.1(3) . . ?
C54 C53 H53 120.0 . . ?
C53 C54 C55 116.9(3) . . ?
C53 C54 C57 122.0(3) . . ?
C55 C54 C57 121.1(3) . . ?
C54 C55 H55 120.1 . . ?
C56 C55 C54 119.8(3) . . ?
C56 C55 H55 120.1 . . ?
N51 C56 C55 122.9(3) . . ?
N51 C56 H56 118.5 . . ?
C55 C56 H56 118.5 . . ?
C58 C57 C54 121.7(10) . . ?
N62 C57 C54 115.0(8) . . ?
N62 C57 C58 123.0(11) . . ?
C78 C57 C54 122.7(10) . . ?
C78 C57 N82 121.5(12) . . ?
N82 C57 C54 115.8(8) . . ?
C57 C58 H58 120.8 . . ?
C57 C58 C59 118.3(16) . . ?
C59 C58 H58 120.8 . . ?
C58 C59 H59 120.4 . . ?
C60 C59 C58 119.3(15) . . ?
C60 C59 H59 120.4 . . ?
C59 C60 H60 120.3 . . ?
C59 C60 C61 119.3(12) . . ?
C61 C60 H60 120.3 . . ?
C60 C61 H61 118.7 . . ?
N62 C61 C60 122.5(15) . . ?
N62 C61 H61 118.7 . . ?
C61 N62 C57 117.3(14) . . ?
C57 C78 H78 120.0 . . ?
C57 C78 C79 120.1(16) . . ?
C79 C78 H78 120.0 . . ?
C78 C79 H79 120.6 . . ?
C80 C79 C78 118.8(15) . . ?
C80 C79 H79 120.6 . . ?
C79 C80 H80 120.4 . . ?
C79 C80 C81 119.1(11) . . ?
C81 C80 H80 120.4 . . ?
C80 C81 H81 118.5 . . ?
N82 C81 C80 123.0(15) . . ?
N82 C81 H81 118.5 . . ?
C81 N82 C57 117.3(13) . . ?
O11 Cu1 N51 92.4(2) . . ?
N18 Cu1 N51 171.9(3) . . ?
N18 Cu1 O11 85.5(2) . . ?
O26 Cu1 N51 89.15(19) . . ?
O26 Cu1 O11 174.2(3) . . ?
O26 Cu1 N18 93.7(2) . . ?
C12 O11 Cu1 110.5(6) . . ?
O11 C12 C13 122.6(9) . . ?
O11 C12 C17 120.2(9) . . ?
C17 C12 C13 117.1(8) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.2(7) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.6(5) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 119.9(5) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.4(5) . . ?
C17 C16 H16 120.3 . . ?
C12 C17 C16 121.7(7) . . ?
C12 C17 N18 113.0(7) . . ?
C16 C17 N18 125.3(6) . . ?
C17 N18 Cu1 110.5(4) . . ?
C19 N18 Cu1 125.2(3) . . ?
C19 N18 C17 124.3(5) . . ?
N18 C19 H19 117.2 . . ?
N18 C19 C20 125.6(5) . . ?
C20 C19 H19 117.2 . . ?
C19 C20 C25 123.2(8) . . ?
C21 C20 C19 118.9(6) . . ?
C21 C20 C25 117.9(7) . . ?
C20 C21 H21 118.6 . . ?
C22 C21 C20 122.8(5) . . ?
C22 C21 H21 118.6 . . ?
C21 C22 H22 120.5 . . ?
C21 C22 C23 119.0(5) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.2(5) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 119.5 . . ?
C23 C24 C25 120.9(6) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 C20 118.1(8) . . ?
O26 C25 C20 124.3(9) . . ?
O26 C25 C24 117.6(8) . . ?
C25 O26 Cu1 125.2(6) . . ?
O31 Cu2 N51 94.3(5) . . ?
O31 Cu2 N38 84.9(5) . . ?
N38 Cu2 N51 173.7(6) . . ?
O46 Cu2 N51 88.1(4) . . ?
O46 Cu2 O31 173.3(8) . . ?
O46 Cu2 N38 93.3(5) . . ?
C32 O31 Cu2 111.3(12) . . ?
O31 C32 C33 123.2(17) . . ?
O31 C32 C37 119.6(16) . . ?
C37 C32 C33 116.9(16) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 C32 120.8(14) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 H34 120.0 . . ?
C35 C34 C33 120.1(11) . . ?
C35 C34 H34 120.0 . . ?
C34 C35 H35 119.1 . . ?
C34 C35 C36 121.9(11) . . ?
C36 C35 H35 119.1 . . ?
C35 C36 H36 121.2 . . ?
C35 C36 C37 117.5(11) . . ?
C37 C36 H36 121.2 . . ?
C32 C37 N38 112.6(13) . . ?
C36 C37 C32 122.5(14) . . ?
C36 C37 N38 124.7(13) . . ?
C37 N38 Cu2 110.1(8) . . ?
C39 N38 Cu2 125.7(8) . . ?
C39 N38 C37 124.2(10) . . ?
N38 C39 H39 116.6 . . ?
N38 C39 C40 126.9(11) . . ?
C40 C39 H39 116.6 . . ?
C39 C40 C41 120.7(13) . . ?
C39 C40 C45 122.1(13) . . ?
C41 C40 C45 116.6(13) . . ?
C40 C41 H41 118.3 . . ?
C42 C41 C40 123.4(11) . . ?
C42 C41 H41 118.3 . . ?
C41 C42 H42 119.9 . . ?
C41 C42 C43 120.2(11) . . ?
C43 C42 H42 119.9 . . ?
C42 C43 H43 120.5 . . ?
C44 C43 C42 119.0(12) . . ?
C44 C43 H43 120.5 . . ?
C43 C44 H44 118.9 . . ?
C43 C44 C45 122.1(13) . . ?
C45 C44 H44 118.9 . . ?
C44 C45 C40 118.1(15) . . ?
O46 C45 C40 124.0(17) . . ?
O46 C45 C44 117.2(16) . . ?
C45 O46 Cu2 127.0(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N51 C52 C53 C54 1.1(5) . . . . ?
N51 Cu1 O26 C25 -153.6(12) . . . . ?
N51 Cu2 O46 C45 -178(3) . . . . ?
C52 N51 C56 C55 -1.0(5) . . . . ?
C52 C53 C54 C55 -0.5(5) . . . . ?
C52 C53 C54 C57 -179.2(3) . . . . ?
C53 C54 C55 C56 -0.7(5) . . . . ?
C53 C54 C57 C58 33.7(17) . . . . ?
C53 C54 C57 N62 -151.1(17) . . . . ?
C53 C54 C57 C78 -156.2(19) . . . . ?
C53 C54 C57 N82 22.1(14) . . . . ?
C54 C55 C56 N51 1.5(6) . . . . ?
C54 C57 C58 C59 179.6(16) . . . . ?
C54 C57 N62 C61 -179.0(18) . . . . ?
C54 C57 C78 C79 -177.2(18) . . . . ?
C54 C57 N82 C81 177.7(16) . . . . ?
C55 C54 C57 C58 -144.9(17) . . . . ?
C55 C54 C57 N62 30.3(17) . . . . ?
C55 C54 C57 C78 25(2) . . . . ?
C55 C54 C57 N82 -156.5(13) . . . . ?
C56 N51 C52 C53 -0.3(5) . . . . ?
C57 C54 C55 C56 178.0(3) . . . . ?
C57 C58 C59 C60 -3(3) . . . . ?
C57 C78 C79 C80 -4(4) . . . . ?
C58 C57 N62 C61 -4(4) . . . . ?
C58 C59 C60 C61 1(3) . . . . ?
C59 C60 C61 N62 0(3) . . . . ?
C60 C61 N62 C57 2(4) . . . . ?
N62 C57 C58 C59 5(4) . . . . ?
C78 C57 N82 C81 -4(3) . . . . ?
C78 C79 C80 C81 2(3) . . . . ?
C79 C80 C81 N82 -2(3) . . . . ?
C80 C81 N82 C57 2(3) . . . . ?
N82 C57 C78 C79 5(4) . . . . ?
Cu1 N51 C52 C53 175.0(3) . . . . ?
Cu1 N51 C56 C55 -176.5(3) . . . . ?
Cu1 O11 C12 C13 173.5(13) . . . . ?
Cu1 O11 C12 C17 -4.0(19) . . . . ?
Cu1 N18 C19 C20 5.7(9) . . . . ?
O11 C12 C13 C14 178.7(12) . . . . ?
O11 C12 C17 C16 -178.9(12) . . . . ?
O11 C12 C17 N18 0(2) . . . . ?
C12 C13 C14 C15 2.2(13) . . . . ?
C12 C17 N18 Cu1 4.2(12) . . . . ?
C12 C17 N18 C19 -172.7(10) . . . . ?
C13 C12 C17 C16 3(2) . . . . ?
C13 C12 C17 N18 -177.8(12) . . . . ?
C13 C14 C15 C16 -0.3(8) . . . . ?
C14 C15 C16 C17 0.0(8) . . . . ?
C15 C16 C17 C12 -1.7(14) . . . . ?
C15 C16 C17 N18 179.7(6) . . . . ?
C16 C17 N18 Cu1 -177.1(6) . . . . ?
C16 C17 N18 C19 6.0(11) . . . . ?
C17 C12 C13 C14 -4(2) . . . . ?
C17 N18 C19 C20 -177.9(8) . . . . ?
N18 Cu1 O26 C25 18.8(12) . . . . ?
N18 C19 C20 C21 -174.5(6) . . . . ?
N18 C19 C20 C25 3.5(17) . . . . ?
C19 C20 C21 C22 179.0(6) . . . . ?
C19 C20 C25 C24 178.6(12) . . . . ?
C19 C20 C25 O26 2(3) . . . . ?
C20 C21 C22 C23 1.2(9) . . . . ?
C20 C25 O26 Cu1 -16(2) . . . . ?
C21 C20 C25 C24 -3(2) . . . . ?
C21 C20 C25 O26 179.9(14) . . . . ?
C21 C22 C23 C24 -0.8(8) . . . . ?
C22 C23 C24 C25 -1.8(13) . . . . ?
C23 C24 C25 C20 4(2) . . . . ?
C23 C24 C25 O26 -179.3(11) . . . . ?
C24 C25 O26 Cu1 167.4(10) . . . . ?
C25 C20 C21 C22 1.0(15) . . . . ?
Cu2 N51 C52 C53 175.8(4) . . . . ?
Cu2 N51 C56 C55 -176.4(5) . . . . ?
Cu2 O31 C32 C33 169(4) . . . . ?
Cu2 O31 C32 C37 -5(5) . . . . ?
Cu2 N38 C39 C40 4(2) . . . . ?
O31 C32 C33 C34 -177(3) . . . . ?
O31 C32 C37 C36 -179(3) . . . . ?
O31 C32 C37 N38 -4(6) . . . . ?
C32 C33 C34 C35 0(3) . . . . ?
C32 C37 N38 Cu2 10(4) . . . . ?
C32 C37 N38 C39 -169(3) . . . . ?
C33 C32 C37 C36 6(6) . . . . ?
C33 C32 C37 N38 -178(3) . . . . ?
C33 C34 C35 C36 0(2) . . . . ?
C34 C35 C36 C37 3(2) . . . . ?
C35 C36 C37 C32 -6(4) . . . . ?
C35 C36 C37 N38 178(2) . . . . ?
C36 C37 N38 Cu2 -174(2) . . . . ?
C36 C37 N38 C39 7(4) . . . . ?
C37 C32 C33 C34 -3(6) . . . . ?
C37 N38 C39 C40 -176(2) . . . . ?
N38 Cu2 O46 C45 8(3) . . . . ?
N38 C39 C40 C41 -176.9(14) . . . . ?
N38 C39 C40 C45 -6(4) . . . . ?
C39 C40 C41 C42 176.8(15) . . . . ?
C39 C40 C45 C44 180(3) . . . . ?
C39 C40 C45 O46 10(6) . . . . ?
C40 C41 C42 C43 0(2) . . . . ?
C40 C45 O46 Cu2 -12(6) . . . . ?
C41 C40 C45 C44 -9(5) . . . . ?
C41 C40 C45 O46 -179(3) . . . . ?
C41 C42 C43 C44 -2(2) . . . . ?
C42 C43 C44 C45 -2(3) . . . . ?
C43 C44 C45 C40 8(5) . . . . ?
C43 C44 C45 O46 179(3) . . . . ?
C44 C45 O46 Cu2 178(2) . . . . ?
C45 C40 C41 C42 5(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 5.575
_oxdiff_exptl_absorpt_empirical_full_min 0.334
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mono1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1907276'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-09-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H20 Cu N4 O2'
_chemical_formula_sum            'C28 H20 Cu N4 O2'
_chemical_formula_weight         508.02
_chemical_melting_point          ?
_chemical_oxdiff_formula         (CuC13H9NO2)(C15H11N3)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   16.8283(9)
_cell_length_b                   13.7876(6)
_cell_length_c                   9.7394(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.090(5)
_cell_angle_gamma                90
_cell_volume                     2201.04(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4905
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4650
_cell_measurement_theta_min      1.9690
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.028
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1044
_exptl_crystal_size_max          0.076
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7198
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_min         2.485
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 22.2222
_diffrn_detector_type            'Rigaku HG Saturn944+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -107.00  31.00   1.00   10.00    --  -17.00 -24.00  81.00  138
  2  ω    -27.00   9.00   1.00   10.00    --  -17.00  56.00 -82.00   36
  3  ω    -72.00  12.00   1.00   10.00    --  -17.00 -56.00 114.00   84
  4  ω   -107.00 -73.00   1.00   10.00    --  -17.00 -72.00 114.00   34
;
_diffrn_measurement_device       'three-circle quarter χ goniometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0205305000
_diffrn_orient_matrix_UB_12      0.0452989000
_diffrn_orient_matrix_UB_13      -0.0072196000
_diffrn_orient_matrix_UB_21      -0.0311480000
_diffrn_orient_matrix_UB_22      -0.0202388000
_diffrn_orient_matrix_UB_23      0.0294899000
_diffrn_orient_matrix_UB_31      0.0219735000
_diffrn_orient_matrix_UB_32      0.0135330000
_diffrn_orient_matrix_UB_33      0.0683007000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           30.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           40.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2269
_reflns_number_total             2515
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         2515
_refine_ls_number_restraints     219
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0302
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0352P)²+2.0084P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0764
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
O11 \\sim C12 \\sim C13 \\sim C23 \\sim C15 \\sim C16 \\sim C17 \\sim N18 \\sim
C19 \\sim C20 \\sim C21 \\sim C22 \\sim C14 \\sim C24 \\sim C25 \\sim O26:
within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3. Rigid body (RIGU) restrains
 O11, C12, C13, C23, C15, C16, C17, N18, C19, C20, C21, C22, C14, C24, C25, O26
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: O11(0.5) C12(0.5) C13(0.5) H13(0.5) C23(0.5) H23(0.5) C15(0.5)
 H15(0.5) C16(0.5) H16(0.5) C17(0.5) N18(0.5) C19(0.5) H19(0.5) C20(0.5)
 C21(0.5) H21(0.5) C22(0.5) H22(0.5) C14(0.5) H14(0.5) C24(0.5) H24(0.5)
 C25(0.5) O26(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C32(H32), C33(H33), C34(H34), C35(H35), C39(H39), C40(H40), C13(H13),
 C23(H23), C15(H15), C16(H16), C19(H19), C21(H21), C22(H22), C14(H14), C24(H24)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 0.21697(2) 0.7500 0.01940(11) Uani 1 2 d S T P . .
N31 N 0.40036(9) 0.17169(10) 0.55262(14) 0.0201(3) Uani 1 1 d . . . . .
C32 C 0.35090(12) 0.22759(13) 0.45858(18) 0.0255(4) Uani 1 1 d . . . . .
H32 H 0.3519 0.2942 0.4742 0.031 Uiso 1 1 calc R . . . .
C33 C 0.29828(12) 0.19187(14) 0.33918(19) 0.0274(4) Uani 1 1 d . . . . .
H33 H 0.2638 0.2330 0.2771 0.033 Uiso 1 1 calc R . . . .
C34 C 0.29848(12) 0.09337(14) 0.31502(18) 0.0276(4) Uani 1 1 d . . . . .
H34 H 0.2646 0.0670 0.2349 0.033 Uiso 1 1 calc R . . . .
C35 C 0.34949(12) 0.03392(13) 0.41079(18) 0.0235(4) Uani 1 1 d . . . . .
H35 H 0.3507 -0.0326 0.3956 0.028 Uiso 1 1 calc R . . . .
C36 C 0.39896(11) 0.07571(12) 0.53048(16) 0.0179(3) Uani 1 1 d . . . . .
N37 N 0.5000 0.06611(13) 0.7500 0.0150(4) Uani 1 2 d S T P A .
C38 C 0.45297(11) 0.01685(11) 0.64235(16) 0.0172(3) Uani 1 1 d . . . . .
C39 C 0.45355(11) -0.08411(12) 0.63747(18) 0.0219(4) Uani 1 1 d . . . . .
H39 H 0.4232 -0.1171 0.5598 0.026 Uiso 1 1 calc R . . . .
C40 C 0.5000 -0.13417(16) 0.7500 0.0238(5) Uani 1 2 d S T P . .
H40 H 0.5000 -0.2016 0.7500 0.029 Uiso 1 2 calc RS T P . .
O11 O 0.5891(4) 0.2068(3) 0.6337(7) 0.0163(9) Uani 0.5 1 d . U . A -1
C12 C 0.6050(7) 0.2921(6) 0.5861(12) 0.0142(14) Uani 0.5 1 d . U . A -1
C13 C 0.6553(13) 0.3008(11) 0.493(2) 0.0132(17) Uani 0.5 1 d . U . A -1
H13 H 0.6765 0.2447 0.4623 0.016 Uiso 0.5 1 calc R . . A -1
C23 C 0.3273(13) 0.4026(11) 1.057(2) 0.018(2) Uani 0.5 1 d . U . A -1
H23 H 0.2955 0.4000 1.1237 0.022 Uiso 0.5 1 calc R . . A -1
C15 C 0.6408(10) 0.4773(11) 0.493(2) 0.022(2) Uani 0.5 1 d . U . A -1
H15 H 0.6523 0.5380 0.4607 0.027 Uiso 0.5 1 calc R . . A -1
C16 C 0.5912(5) 0.4679(5) 0.5875(9) 0.0159(13) Uani 0.5 1 d . U . A -1
H16 H 0.5705 0.5232 0.6217 0.019 Uiso 0.5 1 calc R . . A -1
C17 C 0.5717(4) 0.3765(4) 0.6323(8) 0.0118(11) Uani 0.5 1 d . U . A -1
N18 N 0.51859(17) 0.35814(19) 0.7242(3) 0.0137(5) Uani 0.5 1 d . U . A -1
C19 C 0.4819(2) 0.4248(2) 0.7785(3) 0.0170(6) Uani 0.5 1 d . U . A -1
H19 H 0.4919 0.4887 0.7568 0.020 Uiso 0.5 1 calc R . . A -1
C20 C 0.4265(4) 0.4097(4) 0.8704(8) 0.0114(11) Uani 0.5 1 d . U . A -1
C21 C 0.3963(6) 0.4932(5) 0.9236(10) 0.0174(13) Uani 0.5 1 d . U . A -1
H21 H 0.4110 0.5539 0.8961 0.021 Uiso 0.5 1 calc R . . A -1
C22 C 0.3454(10) 0.4870(11) 1.0156(19) 0.0193(18) Uani 0.5 1 d . U . A -1
H22 H 0.3244 0.5429 1.0474 0.023 Uiso 0.5 1 calc R . . A -1
C14 C 0.6754(14) 0.3874(10) 0.445(2) 0.017(2) Uani 0.5 1 d . U . A -1
H14 H 0.7100 0.3907 0.3824 0.020 Uiso 0.5 1 calc R . . A -1
C24 C 0.3521(14) 0.3158(12) 1.009(3) 0.020(2) Uani 0.5 1 d . U . A -1
H24 H 0.3356 0.2574 1.0415 0.024 Uiso 0.5 1 calc R . . A -1
C25 C 0.4039(6) 0.3157(5) 0.9079(11) 0.0121(14) Uani 0.5 1 d . U . A -1
O26 O 0.4258(4) 0.2337(3) 0.8622(7) 0.0176(9) Uani 0.5 1 d . U . A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N31 2.3317(14) . ?
Cu1 N31 2.3317(14) 2_656 ?
Cu1 N37 2.0800(18) . ?
Cu1 O11 2.079(6) . ?
Cu1 N18 1.996(3) . ?
Cu1 O26 1.851(7) . ?
N31 C32 1.334(2) . ?
N31 C36 1.340(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.383(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.378(3) . ?
C34 H34 0.9300 . ?
C34 C35 1.384(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.394(2) . ?
C36 C38 1.491(2) . ?
N37 C38 1.3458(18) . ?
N37 C38 1.3457(18) 2_656 ?
C38 C39 1.393(2) . ?
C39 H39 0.9300 . ?
C39 C40 1.379(2) . ?
C40 C39 1.379(2) 2_656 ?
C40 H40 0.9300 . ?
O11 C12 1.314(10) . ?
C12 C13 1.379(19) . ?
C12 C17 1.409(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.355(19) . ?
C23 H23 0.9300 . ?
C23 C22 1.29(2) . ?
C23 C24 1.38(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.380(12) . ?
C15 C14 1.49(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.396(6) . ?
C17 N18 1.424(7) . ?
N18 C19 1.287(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.446(7) . ?
C20 C21 1.404(6) . ?
C20 C25 1.421(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.374(13) . ?
C22 H22 0.9300 . ?
C14 H14 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.46(2) . ?
C25 O26 1.298(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N31 Cu1 N31 148.94(7) 2_656 . ?
N37 Cu1 N31 74.47(3) . . ?
N37 Cu1 N31 74.47(3) . 2_656 ?
O11 Cu1 N31 90.3(2) . . ?
O11 Cu1 N31 87.61(18) . 2_656 ?
O11 Cu1 N37 86.12(13) . . ?
N18 Cu1 N31 105.13(9) . 2_656 ?
N18 Cu1 N31 105.14(8) . . ?
N18 Cu1 N37 167.16(7) . . ?
N18 Cu1 O11 81.04(15) . . ?
O26 Cu1 N31 90.1(2) . 2_656 ?
O26 Cu1 N31 93.7(2) . . ?
O26 Cu1 N37 97.17(13) . . ?
O26 Cu1 O11 175.4(3) . . ?
O26 Cu1 N18 95.66(15) . . ?
C32 N31 Cu1 129.17(12) . . ?
C32 N31 C36 118.33(15) . . ?
C36 N31 Cu1 112.34(11) . . ?
N31 C32 H32 118.2 . . ?
N31 C32 C33 123.54(17) . . ?
C33 C32 H32 118.2 . . ?
C32 C33 H33 121.0 . . ?
C34 C33 C32 117.94(17) . . ?
C34 C33 H33 121.0 . . ?
C33 C34 H34 120.2 . . ?
C33 C34 C35 119.57(17) . . ?
C35 C34 H34 120.2 . . ?
C34 C35 H35 120.6 . . ?
C34 C35 C36 118.71(16) . . ?
C36 C35 H35 120.6 . . ?
N31 C36 C35 121.86(16) . . ?
N31 C36 C38 115.74(14) . . ?
C35 C36 C38 122.39(15) . . ?
C38 N37 Cu1 120.31(9) 2_656 . ?
C38 N37 Cu1 120.31(9) . . ?
C38 N37 C38 119.38(19) 2_656 . ?
N37 C38 C36 116.63(14) . . ?
N37 C38 C39 121.57(16) . . ?
C39 C38 C36 121.79(15) . . ?
C38 C39 H39 120.6 . . ?
C40 C39 C38 118.70(16) . . ?
C40 C39 H39 120.6 . . ?
C39 C40 C39 119.9(2) . 2_656 ?
C39 C40 H40 120.0 . . ?
C39 C40 H40 120.0 2_656 . ?
C12 O11 Cu1 111.2(4) . . ?
O11 C12 C13 120.9(8) . . ?
O11 C12 C17 120.0(8) . . ?
C13 C12 C17 119.0(9) . . ?
C12 C13 H13 118.5 . . ?
C14 C13 C12 123.1(13) . . ?
C14 C13 H13 118.5 . . ?
C22 C23 H23 117.9 . . ?
C22 C23 C24 124.2(16) . . ?
C24 C23 H23 117.9 . . ?
C16 C15 H15 120.9 . . ?
C16 C15 C14 118.1(11) . . ?
C14 C15 H15 120.9 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.9(8) . . ?
C17 C16 H16 119.6 . . ?
C12 C17 N18 113.9(6) . . ?
C16 C17 C12 120.5(7) . . ?
C16 C17 N18 125.6(5) . . ?
C17 N18 Cu1 113.0(3) . . ?
C19 N18 Cu1 122.8(2) . . ?
C19 N18 C17 124.0(3) . . ?
N18 C19 H19 117.0 . . ?
N18 C19 C20 126.0(3) . . ?
C20 C19 H19 117.0 . . ?
C21 C20 C19 116.6(5) . . ?
C21 C20 C25 120.8(7) . . ?
C25 C20 C19 122.5(6) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.4(8) . . ?
C22 C21 H21 119.3 . . ?
C23 C22 C21 119.1(12) . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C13 C14 C15 118.3(15) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 H14 120.8 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.2(13) . . ?
C25 C24 H24 119.9 . . ?
C20 C25 C24 114.1(9) . . ?
O26 C25 C20 126.4(7) . . ?
O26 C25 C24 119.5(8) . . ?
C25 O26 Cu1 126.3(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N31 C32 C33 174.83(14) . . . . ?
Cu1 N31 C36 C35 -173.77(13) . . . . ?
Cu1 N31 C36 C38 6.75(17) . . . . ?
Cu1 N37 C38 C36 -3.27(16) . . . . ?
Cu1 N37 C38 C39 178.07(12) . . . . ?
Cu1 O11 C12 C13 -172.6(13) . . . . ?
Cu1 O11 C12 C17 8.8(11) . . . . ?
Cu1 N18 C19 C20 3.5(6) . . . . ?
N31 Cu1 O26 C25 -109.7(8) . . . . ?
N31 Cu1 O26 C25 101.2(8) 2_656 . . . ?
N31 C32 C33 C34 -1.4(3) . . . . ?
N31 C36 C38 N37 -2.9(2) . . . . ?
N31 C36 C38 C39 175.71(15) . . . . ?
C32 N31 C36 C35 2.0(2) . . . . ?
C32 N31 C36 C38 -177.49(15) . . . . ?
C32 C33 C34 C35 1.1(3) . . . . ?
C33 C34 C35 C36 0.6(3) . . . . ?
C34 C35 C36 N31 -2.3(3) . . . . ?
C34 C35 C36 C38 177.19(16) . . . . ?
C35 C36 C38 N37 177.58(14) . . . . ?
C35 C36 C38 C39 -3.8(3) . . . . ?
C36 N31 C32 C33 -0.1(3) . . . . ?
C36 C38 C39 C40 -174.78(13) . . . . ?
N37 Cu1 O26 C25 175.5(8) . . . . ?
N37 C38 C39 C40 3.8(2) . . . . ?
C38 N37 C38 C36 176.72(16) 2_656 . . . ?
C38 N37 C38 C39 -1.93(12) 2_656 . . . ?
C38 C39 C40 C39 -1.82(11) . . . 2_656 ?
O11 C12 C13 C14 -177.9(17) . . . . ?
O11 C12 C17 C16 177.0(8) . . . . ?
O11 C12 C17 N18 -3.4(11) . . . . ?
C12 C13 C14 C15 -1(3) . . . . ?
C12 C17 N18 Cu1 -4.2(7) . . . . ?
C12 C17 N18 C19 179.9(6) . . . . ?
C13 C12 C17 C16 -1.6(16) . . . . ?
C13 C12 C17 N18 178.0(13) . . . . ?
C23 C24 C25 C20 2(2) . . . . ?
C23 C24 C25 O26 -179.0(17) . . . . ?
C15 C16 C17 C12 2.5(14) . . . . ?
C15 C16 C17 N18 -177.1(11) . . . . ?
C16 C15 C14 C13 1(3) . . . . ?
C16 C17 N18 Cu1 175.4(5) . . . . ?
C16 C17 N18 C19 -0.5(8) . . . . ?
C17 C12 C13 C14 1(3) . . . . ?
C17 N18 C19 C20 179.0(7) . . . . ?
N18 Cu1 O26 C25 -4.1(8) . . . . ?
N18 C19 C20 C21 176.9(5) . . . . ?
N18 C19 C20 C25 -2.2(9) . . . . ?
C19 C20 C21 C22 -177.8(11) . . . . ?
C19 C20 C25 C24 175.9(12) . . . . ?
C19 C20 C25 O26 -3.3(13) . . . . ?
C20 C21 C22 C23 2(2) . . . . ?
C20 C25 O26 Cu1 6.4(14) . . . . ?
C21 C20 C25 C24 -3.1(15) . . . . ?
C21 C20 C25 O26 177.7(9) . . . . ?
C22 C23 C24 C25 2(3) . . . . ?
C14 C15 C16 C17 -2(2) . . . . ?
C24 C23 C22 C21 -4(3) . . . . ?
C24 C25 O26 Cu1 -172.7(12) . . . . ?
C25 C20 C21 C22 1.3(14) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.080
_oxdiff_exptl_absorpt_empirical_full_min 0.504
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2015tdk096_s1
_database_code_depnum_ccdc_archive 'CCDC 1907278'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        '[Cu(SB-1)](4-dmap)2'
_chemical_formula_moiety         'C27 H29 Cu N5 O2'
_chemical_formula_sum            'C27 H29 Cu N5 O2'
_chemical_formula_weight         519.09
_chemical_melting_point          ?
_chemical_oxdiff_formula         (CuC13H9NO2)(C7H10N2)2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   35.0007(9)
_cell_length_b                   12.6364(4)
_cell_length_c                   16.9160(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.861(3)
_cell_angle_gamma                90
_cell_volume                     7454.7(4)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    18422
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4090
_cell_measurement_theta_min      2.0850
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.913
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54612
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3252
_exptl_crystal_recrystallization_method 
'Slow diffusion of water into DMSO solution'
_exptl_crystal_size_max          0.209
_exptl_crystal_size_mid          0.087
_exptl_crystal_size_min          0.034
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            54951
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         1.714
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  74.00   1.00   10.00    --  -16.00  72.00  30.00  129
  2  ω   -103.00  19.00   1.00   10.00    --  -16.00 -54.00 -60.00  122
  3  ω    -85.00 -35.00   1.00   10.00    --  -16.00 -72.00  90.00   50
  4  ω     14.00  35.00   1.00   10.00    --  -16.00  72.00   0.00   21
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  Kat
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0201888000
_diffrn_orient_matrix_UB_12      -0.0052603000
_diffrn_orient_matrix_UB_13      -0.0067496000
_diffrn_orient_matrix_UB_21      0.0019938000
_diffrn_orient_matrix_UB_22      -0.0146413000
_diffrn_orient_matrix_UB_23      -0.0399299000
_diffrn_orient_matrix_UB_31      0.0013972000
_diffrn_orient_matrix_UB_32      -0.0539219000
_diffrn_orient_matrix_UB_33      0.0115004000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11750
_reflns_number_total             16992
_reflns_odcompleteness_completeness 99.34
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_computing_data_collection       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.848
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1254
_refine_ls_number_reflns         16992
_refine_ls_number_restraints     2311
_refine_ls_R_factor_all          0.1070
_refine_ls_R_factor_gt           0.0679
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0544P)²+9.7485P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1451
_refine_ls_wR_factor_ref         0.1595
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Cu11 \\sim O111 \\sim C112 \\sim C113 \\sim C114 \\sim C115 \\sim C116 \\sim
C117 \\sim N118 \\sim C119 \\sim C120 \\sim C121 \\sim C122 \\sim C123 \\sim
C124 \\sim C125 \\sim O126 \\sim Cu12 \\sim O131 \\sim C132 \\sim C133 \\sim
C134 \\sim C135 \\sim C136 \\sim C137 \\sim N138 \\sim C139 \\sim C140 \\sim
C141 \\sim C142 \\sim C143 \\sim C144 \\sim C145 \\sim O146: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08
Cu21 \\sim O211 \\sim C212 \\sim C213 \\sim C214 \\sim C215 \\sim C216 \\sim
C217 \\sim N218 \\sim C219 \\sim C220 \\sim C221 \\sim C222 \\sim C223 \\sim
C224 \\sim C225 \\sim O226 \\sim Cu22 \\sim O231 \\sim C232 \\sim C233 \\sim
C234 \\sim C235 \\sim C236 \\sim C237 \\sim N238 \\sim C239 \\sim C240 \\sim
C241 \\sim C242 \\sim C243 \\sim C244 \\sim C245 \\sim O246: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08
Cu31 \\sim O311 \\sim C312 \\sim C313 \\sim C314 \\sim C315 \\sim C316 \\sim
C317 \\sim N318 \\sim C319 \\sim C320 \\sim C321 \\sim C322 \\sim C323 \\sim
C324 \\sim C325 \\sim O326 \\sim Cu32 \\sim O331 \\sim C332 \\sim C333 \\sim
C334 \\sim C335 \\sim C336 \\sim C337 \\sim N338 \\sim C339 \\sim C340 \\sim
C341 \\sim C342 \\sim C343 \\sim C344 \\sim C345 \\sim O346: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(Cu22) = Uanis(Cu21)
3. Rigid body (RIGU) restrains
 Cu11, O111, C112, C113, C114, C115, C116, C117, N118, C119, C120, C121, C122,
 C123, C124, C125, O126, Cu12, O131, C132, C133, C134, C135, C136, C137, N138,
 C139, C140, C141, C142, C143, C144, C145, O146
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cu21, O211, C212, C213, C214, C215, C216, C217, N218, C219, C220, C221, C222,
 C223, C224, C225, O226, Cu22, O231, C232, C233, C234, C235, C236, C237, N238,
 C239, C240, C241, C242, C243, C244, C245, O246
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cu31, O311, C312, C313, C314, C315, C316, C317, N318, C319, C320, C321, C322,
 C323, C324, C325, O326, Cu32, O331, C332, C333, C334, C335, C336, C337, N338,
 C339, C340, C341, C342, C343, C344, C345, O346
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{Cu31, O311, C312, C313, C314, C315, C316, C317, N318, C319, C320, C321, C322,
C323, C324, C325, O326} sigma for 1-2: 0.02, 1-3: 0.04
as
{Cu32, O331, C332, C333, C334, C335, C336, C337, N338, C339, C340, C341, C342,
C343, C344, C345, O346}
{Cu11, O111, C112, C113, C114, C115, C116, C117, N118, C119, C120, C121, C122,
C123, C124, C125, O126} sigma for 1-2: 0.02, 1-3: 0.04
as
{Cu12, O131, C132, C133, C134, C135, C136, C137, N138, C139, C140, C141, C142,
C143, C144, C145, O146}
{Cu21, O211, C212, C213, C214, C215, C216, C217, N218, C219, C220, C221, C222,
C223, C224, C225, O226} sigma for 1-2: 0.02, 1-3: 0.04
as
{Cu22, O231, C232, C233, C234, C235, C236, C237, N238, C239, C240, C241, C242,
C243, C244, C245, O246}
5. Others
 Sof(Cu12)=Sof(O131)=Sof(C132)=Sof(C133)=Sof(H133)=Sof(C134)=Sof(H134)=
 Sof(C135)=Sof(H135)=Sof(C136)=Sof(H136)=Sof(C137)=Sof(N138)=Sof(C139)=
 Sof(H139)=Sof(C140)=Sof(C141)=Sof(H141)=Sof(C142)=Sof(H142)=Sof(C143)=
 Sof(H143)=Sof(C144)=Sof(H144)=Sof(C145)=Sof(O146)=1-FVAR(1)
 Sof(Cu11)=Sof(O111)=Sof(C112)=Sof(C113)=Sof(H113)=Sof(C114)=Sof(H114)=
 Sof(C115)=Sof(H115)=Sof(C116)=Sof(H116)=Sof(C117)=Sof(N118)=Sof(C119)=
 Sof(H119)=Sof(C120)=Sof(C121)=Sof(H121)=Sof(C122)=Sof(H122)=Sof(C123)=
 Sof(H123)=Sof(C124)=Sof(H124)=Sof(C125)=Sof(O126)=FVAR(1)
 Sof(Cu22)=Sof(O231)=Sof(C232)=Sof(C233)=Sof(H233)=Sof(C234)=Sof(H234)=
 Sof(C235)=Sof(H235)=Sof(C236)=Sof(H236)=Sof(C237)=Sof(N238)=Sof(C239)=
 Sof(H239)=Sof(C240)=Sof(C241)=Sof(H241)=Sof(C242)=Sof(H242)=Sof(C243)=
 Sof(H243)=Sof(C244)=Sof(H244)=Sof(C245)=Sof(O246)=1-FVAR(2)
 Sof(Cu21)=Sof(O211)=Sof(C212)=Sof(C213)=Sof(H213)=Sof(C214)=Sof(H214)=
 Sof(C215)=Sof(H215)=Sof(C216)=Sof(H216)=Sof(C217)=Sof(N218)=Sof(C219)=
 Sof(H219)=Sof(C220)=Sof(C221)=Sof(H221)=Sof(C222)=Sof(H222)=Sof(C223)=
 Sof(H223)=Sof(C224)=Sof(H224)=Sof(C225)=Sof(O226)=FVAR(2)
 Sof(Cu32)=Sof(O331)=Sof(C332)=Sof(C333)=Sof(H333)=Sof(C334)=Sof(H334)=
 Sof(C335)=Sof(H335)=Sof(C336)=Sof(H336)=Sof(C337)=Sof(N338)=Sof(C339)=
 Sof(H339)=Sof(C340)=Sof(C341)=Sof(H341)=Sof(C342)=Sof(H342)=Sof(C343)=
 Sof(H343)=Sof(C344)=Sof(H344)=Sof(C345)=Sof(O346)=1-FVAR(3)
 Sof(Cu31)=Sof(O311)=Sof(C312)=Sof(C313)=Sof(H313)=Sof(C314)=Sof(H314)=
 Sof(C315)=Sof(H315)=Sof(C316)=Sof(H316)=Sof(C317)=Sof(N318)=Sof(C319)=
 Sof(H319)=Sof(C320)=Sof(C321)=Sof(H321)=Sof(C322)=Sof(H322)=Sof(C323)=
 Sof(H323)=Sof(C324)=Sof(H324)=Sof(C325)=Sof(O326)=FVAR(3)
6.a Aromatic/amide H refined with riding coordinates:
 C313(H313), C314(H314), C315(H315), C316(H316), C319(H319), C321(H321),
 C322(H322), C323(H323), C324(H324), C333(H333), C334(H334), C335(H335),
 C336(H336), C339(H339), C341(H341), C342(H342), C343(H343), C344(H344),
 C352(H352), C353(H353), C355(H355), C356(H356), C362(H362), C363(H363),
 C365(H365), C366(H366), C113(H113), C114(H114), C115(H115), C116(H116),
 C119(H119), C121(H121), C122(H122), C123(H123), C124(H124), C133(H133),
 C134(H134), C135(H135), C136(H136), C139(H139), C141(H141), C142(H142),
 C143(H143), C144(H144), C152(H152), C153(H153), C155(H155), C156(H156),
 C162(H162), C163(H163), C165(H165), C166(H166), C213(H213), C214(H214),
 C215(H215), C216(H216), C219(H219), C221(H221), C222(H222), C223(H223),
 C224(H224), C233(H233), C234(H234), C235(H235), C236(H236), C239(H239),
 C241(H241), C242(H242), C243(H243), C244(H244), C252(H252), C253(H253),
 C255(H255), C256(H256), C262(H262), C263(H263), C265(H265), C266(H266)
6.b Idealised Me refined as rotating group:
 C358(H35A,H35B,H35C), C359(H35D,H35E,H35F), C368(H36A,H36B,H36C), C369(H36D,
 H36E,H36F), C158(H15A,H15B,H15C), C159(H15D,H15E,H15F), C168(H16A,H16B,H16C),
 C169(H16D,H16E,H16F), C258(H25A,H25B,H25C), C259(H25D,H25E,H25F), C268(H26A,
 H26B,H26C), C269(H26D,H26E,H26F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu31 Cu 0.53947(5) 0.81541(16) 0.29183(12) 0.0247(3) Uani 0.701(6) 1 d D U P A
1
O311 O 0.55136(10) 0.7208(3) 0.2054(2) 0.0265(9) Uani 0.701(6) 1 d D U P A 1
C312 C 0.58846(18) 0.7055(6) 0.2048(4) 0.0236(14) Uani 0.701(6) 1 d D U P A 1
C313 C 0.6043(2) 0.6401(8) 0.1490(5) 0.0285(19) Uani 0.701(6) 1 d D U P A 1
H313 H 0.5881 0.6072 0.1083 0.034 Uiso 0.701(6) 1 calc R . P A 1
C314 C 0.6444(2) 0.6232(7) 0.1532(5) 0.0343(18) Uani 0.701(6) 1 d D U P A 1
H314 H 0.6547 0.5780 0.1155 0.041 Uiso 0.701(6) 1 calc R . P A 1
C315 C 0.6690(2) 0.6709(7) 0.2112(4) 0.0372(17) Uani 0.701(6) 1 d D U P A 1
H315 H 0.6958 0.6583 0.2132 0.045 Uiso 0.701(6) 1 calc R . P A 1
C316 C 0.65431(19) 0.7361(6) 0.2654(4) 0.0314(14) Uani 0.701(6) 1 d D U P A 1
H316 H 0.6709 0.7679 0.3059 0.038 Uiso 0.701(6) 1 calc R . P A 1
C317 C 0.6143(2) 0.7565(5) 0.2614(4) 0.0248(14) Uani 0.701(6) 1 d D U P A 1
N318 N 0.59618(11) 0.8272(3) 0.3111(2) 0.0259(11) Uani 0.701(6) 1 d D U P A 1
C319 C 0.61439(17) 0.8904(4) 0.3614(3) 0.0301(12) Uani 0.701(6) 1 d D U P A 1
H319 H 0.6416 0.8886 0.3647 0.036 Uiso 0.701(6) 1 calc R . P A 1
C320 C 0.5968(3) 0.9631(17) 0.4129(12) 0.028(2) Uani 0.701(6) 1 d D U P A 1
C321 C 0.6217(2) 1.0230(6) 0.4652(4) 0.0401(16) Uani 0.701(6) 1 d D U P A 1
H321 H 0.6486 1.0129 0.4653 0.048 Uiso 0.701(6) 1 calc R . P A 1
C322 C 0.6079(3) 1.0962(5) 0.5165(4) 0.0411(16) Uani 0.701(6) 1 d D U P A 1
H322 H 0.6248 1.1372 0.5511 0.049 Uiso 0.701(6) 1 calc R . P A 1
C323 C 0.5678(2) 1.1077(5) 0.5155(4) 0.0396(15) Uani 0.701(6) 1 d D U P A 1
H323 H 0.5577 1.1546 0.5524 0.048 Uiso 0.701(6) 1 calc R . P A 1
C324 C 0.5432(2) 1.0537(5) 0.4635(4) 0.0359(14) Uani 0.701(6) 1 d D U P A 1
H324 H 0.5164 1.0657 0.4637 0.043 Uiso 0.701(6) 1 calc R . P A 1
C325 C 0.5566(2) 0.9804(7) 0.4093(5) 0.0313(16) Uani 0.701(6) 1 d D U P A 1
O326 O 0.53161(12) 0.9331(4) 0.3603(3) 0.0338(10) Uani 0.701(6) 1 d D U P A 1
Cu32 Cu 0.54260(11) 0.8440(4) 0.3133(3) 0.0275(8) Uani 0.299(6) 1 d D U P A 2
O331 O 0.5303(3) 0.9517(9) 0.3877(6) 0.027(3) Uiso 0.299(6) 1 d D U P A 2
C332 C 0.5608(4) 0.9925(17) 0.4265(12) 0.026(5) Uiso 0.299(6) 1 d D U P A 2
C333 C 0.5577(4) 1.0685(12) 0.4863(9) 0.027(3) Uiso 0.299(6) 1 d D U P A 2
H333 H 0.5333 1.0926 0.4995 0.032 Uiso 0.299(6) 1 calc R . P A 2
C334 C 0.5912(4) 1.1074(11) 0.5254(8) 0.022(3) Uiso 0.299(6) 1 d D U P A 2
H334 H 0.5893 1.1581 0.5663 0.027 Uiso 0.299(6) 1 calc R . P A 2
C335 C 0.6274(4) 1.0756(11) 0.5075(8) 0.028(3) Uiso 0.299(6) 1 d D U P A 2
H335 H 0.6496 1.1070 0.5340 0.034 Uiso 0.299(6) 1 calc R . P A 2
C336 C 0.6311(4) 0.9992(14) 0.4518(10) 0.035(4) Uiso 0.299(6) 1 d D U P A 2
H336 H 0.6556 0.9719 0.4429 0.042 Uiso 0.299(6) 1 calc R . P A 2
C337 C 0.5978(5) 0.961(4) 0.407(3) 0.030(6) Uiso 0.299(6) 1 d D U P A 2
N338 N 0.5965(3) 0.8795(9) 0.3493(6) 0.028(3) Uiso 0.299(6) 1 d D U P A 2
C339 C 0.6267(3) 0.8331(9) 0.3289(6) 0.026(3) Uiso 0.299(6) 1 d D U P A 2
H339 H 0.6505 0.8523 0.3563 0.031 Uiso 0.299(6) 1 calc R . P A 2
C340 C 0.6273(4) 0.7545(12) 0.2683(9) 0.021(4) Uiso 0.299(6) 1 d D U P A 2
C341 C 0.6633(5) 0.7098(14) 0.2553(12) 0.035(5) Uiso 0.299(6) 1 d D U P A 2
H341 H 0.6854 0.7284 0.2889 0.042 Uiso 0.299(6) 1 calc R . P A 2
C342 C 0.6662(5) 0.6408(13) 0.1949(11) 0.026(4) Uiso 0.299(6) 1 d D U P A 2
H342 H 0.6903 0.6089 0.1879 0.031 Uiso 0.299(6) 1 calc R . P A 2
C343 C 0.6342(5) 0.6155(16) 0.1424(11) 0.024(4) Uiso 0.299(6) 1 d D U P A 2
H343 H 0.6369 0.5710 0.0980 0.029 Uiso 0.299(6) 1 calc R . P A 2
C344 C 0.5989(6) 0.655(2) 0.1557(15) 0.032(6) Uiso 0.299(6) 1 d D U P A 2
H344 H 0.5772 0.6361 0.1213 0.039 Uiso 0.299(6) 1 calc R . P A 2
C345 C 0.5943(4) 0.7250(16) 0.2201(12) 0.027(5) Uiso 0.299(6) 1 d D U P A 2
O346 O 0.5589(3) 0.7560(8) 0.2275(6) 0.026(2) Uiso 0.299(6) 1 d D U P A 2
N351 N 0.48428(8) 0.8248(3) 0.25528(18) 0.0341(8) Uani 1 1 d . . . . .
C352 C 0.46844(11) 0.7464(3) 0.2090(2) 0.0366(9) Uani 1 1 d . . . . .
H352 H 0.4852 0.6986 0.1859 0.044 Uiso 1 1 calc R . . . .
C353 C 0.42997(11) 0.7315(3) 0.1932(2) 0.0338(9) Uani 1 1 d . . . . .
H353 H 0.4207 0.6754 0.1595 0.041 Uiso 1 1 calc R . . . .
C354 C 0.40398(10) 0.8001(3) 0.2273(2) 0.0339(9) Uani 1 1 d . . . . .
C355 C 0.42039(10) 0.8848(3) 0.2719(2) 0.0334(9) Uani 1 1 d . . . . .
H355 H 0.4044 0.9362 0.2934 0.040 Uiso 1 1 calc R . . . .
C356 C 0.45965(10) 0.8933(3) 0.2844(2) 0.0342(9) Uani 1 1 d . . . . .
H356 H 0.4699 0.9509 0.3154 0.041 Uiso 1 1 calc R . . . .
N357 N 0.36570(9) 0.7839(3) 0.21898(19) 0.0415(8) Uani 1 1 d . . . . .
C358 C 0.34960(13) 0.6927(4) 0.1760(3) 0.0533(12) Uani 1 1 d . . . . .
H35A H 0.3519 0.7022 0.1191 0.080 Uiso 1 1 calc GR . . . .
H35B H 0.3225 0.6854 0.1855 0.080 Uiso 1 1 calc GR . . . .
H35C H 0.3635 0.6288 0.1944 0.080 Uiso 1 1 calc GR . . . .
C359 C 0.33976(11) 0.8503(4) 0.2607(3) 0.0504(12) Uani 1 1 d . . . . .
H35D H 0.3457 0.8428 0.3181 0.076 Uiso 1 1 calc GR . . . .
H35E H 0.3132 0.8283 0.2465 0.076 Uiso 1 1 calc GR . . . .
H35F H 0.3429 0.9244 0.2455 0.076 Uiso 1 1 calc GR . . . .
N361 N 0.53439(8) 0.6974(3) 0.39008(18) 0.0329(7) Uani 1 1 d . . . . .
C362 C 0.54058(10) 0.5943(3) 0.3753(2) 0.0336(9) Uani 1 1 d . . . . .
H362 H 0.5408 0.5735 0.3213 0.040 Uiso 1 1 calc R . . . .
C363 C 0.54652(10) 0.5175(3) 0.4316(2) 0.0317(8) Uani 1 1 d . . . . .
H363 H 0.5503 0.4462 0.4164 0.038 Uiso 1 1 calc R . . . .
C364 C 0.54695(10) 0.5446(3) 0.5130(2) 0.0295(8) Uani 1 1 d . . . . .
C365 C 0.53923(10) 0.6509(3) 0.5288(2) 0.0307(8) Uani 1 1 d . . . . .
H365 H 0.5380 0.6742 0.5820 0.037 Uiso 1 1 calc R . . . .
C366 C 0.53347(10) 0.7211(3) 0.4674(2) 0.0313(8) Uani 1 1 d . . . . .
H366 H 0.5284 0.7926 0.4804 0.038 Uiso 1 1 calc R . . . .
N367 N 0.55421(10) 0.4722(3) 0.57206(18) 0.0387(8) Uani 1 1 d . . . . .
C368 C 0.56453(12) 0.3647(3) 0.5550(2) 0.0405(10) Uani 1 1 d . . . . .
H36A H 0.5470 0.3372 0.5116 0.061 Uiso 1 1 calc GR . . . .
H36B H 0.5627 0.3210 0.6024 0.061 Uiso 1 1 calc GR . . . .
H36C H 0.5909 0.3629 0.5395 0.061 Uiso 1 1 calc GR . . . .
C369 C 0.55757(13) 0.5057(3) 0.6546(2) 0.0437(10) Uani 1 1 d . . . . .
H36D H 0.5797 0.5528 0.6642 0.066 Uiso 1 1 calc GR . . . .
H36E H 0.5610 0.4435 0.6891 0.066 Uiso 1 1 calc GR . . . .
H36F H 0.5342 0.5435 0.6663 0.066 Uiso 1 1 calc GR . . . .
Cu11 Cu 0.06372(6) 0.3262(2) 0.21079(15) 0.0259(4) Uani 0.552(7) 1 d D U P B 1
O111 O 0.07425(17) 0.2376(5) 0.3058(4) 0.0273(14) Uani 0.552(7) 1 d D U P B 1
C112 C 0.1109(3) 0.2132(9) 0.3199(7) 0.024(2) Uani 0.552(7) 1 d D U P B 1
C113 C 0.1262(3) 0.1477(8) 0.3808(5) 0.025(2) Uani 0.552(7) 1 d D U P B 1
H113 H 0.1097 0.1177 0.4166 0.030 Uiso 0.552(7) 1 calc R . P B 1
C114 C 0.1651(3) 0.1257(7) 0.3899(6) 0.028(2) Uani 0.552(7) 1 d D U P B 1
H114 H 0.1750 0.0827 0.4330 0.033 Uiso 0.552(7) 1 calc R . P B 1
C115 C 0.1900(3) 0.1648(9) 0.3377(6) 0.027(2) Uani 0.552(7) 1 d D U P B 1
H115 H 0.2164 0.1469 0.3440 0.032 Uiso 0.552(7) 1 calc R . P B 1
C116 C 0.1761(3) 0.2305(12) 0.2759(8) 0.026(2) Uani 0.552(7) 1 d D U P B 1
H116 H 0.1929 0.2576 0.2395 0.031 Uiso 0.552(7) 1 calc R . P B 1
C117 C 0.1370(4) 0.2564(19) 0.2680(14) 0.024(3) Uani 0.552(7) 1 d D U P B 1
N118 N 0.12016(16) 0.3317(4) 0.2137(3) 0.0241(14) Uani 0.552(7) 1 d D U P B 1
C119 C 0.13998(19) 0.3961(5) 0.1745(4) 0.0245(15) Uani 0.552(7) 1 d D U P B 1
H119 H 0.1671 0.3932 0.1843 0.029 Uiso 0.552(7) 1 calc R . P B 1
C120 C 0.1245(3) 0.4719(11) 0.1174(8) 0.023(2) Uani 0.552(7) 1 d D U P B 1
C121 C 0.1506(4) 0.5340(12) 0.0772(8) 0.027(2) Uani 0.552(7) 1 d D U P B 1
H121 H 0.1773 0.5262 0.0915 0.032 Uiso 0.552(7) 1 calc R . P B 1
C122 C 0.1389(4) 0.6044(13) 0.0190(9) 0.026(3) Uani 0.552(7) 1 d D U P B 1
H122 H 0.1571 0.6437 -0.0077 0.032 Uiso 0.552(7) 1 calc R . P B 1
C123 C 0.0996(3) 0.6173(12) -0.0002(9) 0.026(2) Uani 0.552(7) 1 d D U P B 1
H123 H 0.0911 0.6651 -0.0414 0.032 Uiso 0.552(7) 1 calc R . P B 1
C124 C 0.0728(3) 0.5630(10) 0.0388(8) 0.025(2) Uani 0.552(7) 1 d D U P B 1
H124 H 0.0463 0.5746 0.0246 0.031 Uiso 0.552(7) 1 calc R . P B 1
C125 C 0.0843(3) 0.4895(9) 0.1002(7) 0.023(2) Uani 0.552(7) 1 d D U P B 1
O126 O 0.05715(16) 0.4399(5) 0.1362(4) 0.0318(14) Uani 0.552(7) 1 d D U P B 1
Cu12 Cu 0.05819(7) 0.3589(3) 0.19259(17) 0.0259(5) Uani 0.448(7) 1 d D U P B 2
O131 O 0.0468(2) 0.4664(6) 0.1113(4) 0.0275(16) Uani 0.448(7) 1 d D U P B 2
C132 C 0.0776(3) 0.5084(12) 0.0833(9) 0.023(2) Uani 0.448(7) 1 d D U P B 2
C133 C 0.0767(4) 0.5859(12) 0.0246(9) 0.024(3) Uani 0.448(7) 1 d D U P B 2
H133 H 0.0527 0.6106 0.0011 0.029 Uiso 0.448(7) 1 calc R . P B 2
C134 C 0.1103(4) 0.6271(15) 0.0003(11) 0.024(3) Uani 0.448(7) 1 d D U P B 2
H134 H 0.1091 0.6791 -0.0405 0.029 Uiso 0.448(7) 1 calc R . P B 2
C135 C 0.1455(4) 0.5944(18) 0.0340(12) 0.028(3) Uani 0.448(7) 1 d D U P B 2
H135 H 0.1683 0.6255 0.0177 0.034 Uiso 0.448(7) 1 calc R . P B 2
C136 C 0.1477(5) 0.5151(14) 0.0924(10) 0.027(3) Uani 0.448(7) 1 d D U P B 2
H136 H 0.1719 0.4915 0.1155 0.032 Uiso 0.448(7) 1 calc R . P B 2
C137 C 0.1138(3) 0.4716(14) 0.1160(10) 0.022(3) Uani 0.448(7) 1 d D U P B 2
N138 N 0.11252(17) 0.3926(5) 0.1750(3) 0.0222(16) Uani 0.448(7) 1 d D U P B 2
C139 C 0.1417(2) 0.3418(6) 0.2064(5) 0.0223(17) Uani 0.448(7) 1 d D U P B 2
H139 H 0.1657 0.3574 0.1866 0.027 Uiso 0.448(7) 1 calc R . P B 2
C140 C 0.1420(4) 0.265(2) 0.2677(16) 0.022(3) Uani 0.448(7) 1 d D U P B 2
C141 C 0.1770(4) 0.2142(15) 0.2940(10) 0.026(3) Uani 0.448(7) 1 d D U P B 2
H141 H 0.1990 0.2285 0.2665 0.032 Uiso 0.448(7) 1 calc R . P B 2
C142 C 0.1807(4) 0.1469(10) 0.3560(8) 0.028(3) Uani 0.448(7) 1 d D U P B 2
H142 H 0.2048 0.1160 0.3726 0.033 Uiso 0.448(7) 1 calc R . P B 2
C143 C 0.1478(4) 0.1233(9) 0.3958(6) 0.028(2) Uani 0.448(7) 1 d D U P B 2
H143 H 0.1499 0.0763 0.4397 0.034 Uiso 0.448(7) 1 calc R . P B 2
C144 C 0.1127(3) 0.1675(10) 0.3718(7) 0.028(2) Uani 0.448(7) 1 d D U P B 2
H144 H 0.0911 0.1508 0.4000 0.034 Uiso 0.448(7) 1 calc R . P B 2
C145 C 0.1081(4) 0.2377(12) 0.3055(8) 0.023(3) Uani 0.448(7) 1 d D U P B 2
O146 O 0.0738(2) 0.2777(7) 0.2850(5) 0.0284(17) Uani 0.448(7) 1 d D U P B 2
N151 N 0.00564(9) 0.3422(3) 0.22658(18) 0.0375(8) Uani 1 1 d . . . . .
C152 C -0.02000(11) 0.4116(3) 0.1919(2) 0.0362(9) Uani 1 1 d . . . . .
H152 H -0.0107 0.4665 0.1604 0.043 Uiso 1 1 calc R . . . .
C153 C -0.05856(11) 0.4073(3) 0.1996(2) 0.0321(8) Uani 1 1 d . . . . .
H153 H -0.0750 0.4593 0.1744 0.039 Uiso 1 1 calc R . . . .
C154 C -0.07401(10) 0.3267(3) 0.2445(2) 0.0272(8) Uani 1 1 d . . . . .
C155 C -0.04718(10) 0.2547(3) 0.2817(2) 0.0314(8) Uani 1 1 d . . . . .
H155 H -0.0557 0.1991 0.3137 0.038 Uiso 1 1 calc R . . . .
C156 C -0.00867(11) 0.2655(3) 0.2714(2) 0.0343(9) Uani 1 1 d . . . . .
H156 H 0.0087 0.2164 0.2973 0.041 Uiso 1 1 calc R . . . .
N157 N -0.11222(8) 0.3175(2) 0.25162(17) 0.0294(7) Uani 1 1 d . . . . .
C158 C -0.13870(10) 0.3920(3) 0.2108(2) 0.0324(8) Uani 1 1 d . . . . .
H15A H -0.1321 0.4641 0.2283 0.049 Uiso 1 1 calc GR . . . .
H15B H -0.1649 0.3757 0.2231 0.049 Uiso 1 1 calc GR . . . .
H15C H -0.1370 0.3864 0.1534 0.049 Uiso 1 1 calc GR . . . .
C159 C -0.12725(10) 0.2275(3) 0.2928(2) 0.0334(9) Uani 1 1 d . . . . .
H15D H -0.1217 0.1621 0.2647 0.050 Uiso 1 1 calc GR . . . .
H15E H -0.1550 0.2353 0.2942 0.050 Uiso 1 1 calc GR . . . .
H15F H -0.1151 0.2245 0.3471 0.050 Uiso 1 1 calc GR . . . .
N161 N 0.05487(8) 0.2058(3) 0.11468(17) 0.0335(7) Uani 1 1 d . . . . .
C162 C 0.06029(10) 0.2205(3) 0.0374(2) 0.0335(9) Uani 1 1 d . . . . .
H162 H 0.0647 0.2908 0.0205 0.040 Uiso 1 1 calc R . . . .
C163 C 0.05997(10) 0.1421(3) -0.0188(2) 0.0308(8) Uani 1 1 d . . . . .
H163 H 0.0639 0.1589 -0.0722 0.037 Uiso 1 1 calc R . . . .
C164 C 0.05379(10) 0.0367(3) 0.0035(2) 0.0295(8) Uani 1 1 d . . . . .
C165 C 0.04691(10) 0.0207(3) 0.0835(2) 0.0333(9) Uani 1 1 d . . . . .
H165 H 0.0414 -0.0482 0.1019 0.040 Uiso 1 1 calc R . . . .
C166 C 0.04822(10) 0.1050(3) 0.1346(2) 0.0356(9) Uani 1 1 d . . . . .
H166 H 0.0441 0.0911 0.1884 0.043 Uiso 1 1 calc R . . . .
N167 N 0.05450(9) -0.0446(3) -0.04870(19) 0.0356(7) Uani 1 1 d . . . . .
C168 C 0.06241(13) -0.0243(4) -0.1308(2) 0.0467(11) Uani 1 1 d . . . . .
H16A H 0.0416 0.0182 -0.1571 0.070 Uiso 1 1 calc GR . . . .
H16B H 0.0642 -0.0918 -0.1589 0.070 Uiso 1 1 calc GR . . . .
H16C H 0.0867 0.0141 -0.1316 0.070 Uiso 1 1 calc GR . . . .
C169 C 0.04356(12) -0.1505(3) -0.0271(3) 0.0429(10) Uani 1 1 d . . . . .
H16D H 0.0619 -0.1773 0.0152 0.064 Uiso 1 1 calc GR . . . .
H16E H 0.0436 -0.1969 -0.0735 0.064 Uiso 1 1 calc GR . . . .
H16F H 0.0178 -0.1490 -0.0084 0.064 Uiso 1 1 calc GR . . . .
Cu21 Cu 0.23487(17) 0.6195(4) 0.2417(3) 0.0292(5) Uani 0.663(7) 1 d D U P C 1
O211 O 0.2323(2) 0.7654(5) 0.2797(4) 0.0341(13) Uani 0.663(7) 1 d D U P C 1
C212 C 0.2379(5) 0.8352(9) 0.2244(8) 0.028(2) Uani 0.663(7) 1 d D U P C 1
C213 C 0.2373(5) 0.9459(8) 0.2373(7) 0.034(2) Uani 0.663(7) 1 d D U P C 1
H213 H 0.2330 0.9717 0.2886 0.041 Uiso 0.663(7) 1 calc R . P C 1
C214 C 0.24284(19) 1.0165(6) 0.1784(5) 0.0332(15) Uani 0.663(7) 1 d D U P C 1
H214 H 0.2425 1.0902 0.1894 0.040 Uiso 0.663(7) 1 calc R . P C 1
C215 C 0.24889(18) 0.9823(8) 0.1030(5) 0.0369(15) Uani 0.663(7) 1 d D U P C 1
H215 H 0.2528 1.0323 0.0624 0.044 Uiso 0.663(7) 1 calc R . P C 1
C216 C 0.24926(17) 0.8742(7) 0.0865(4) 0.0330(14) Uani 0.663(7) 1 d D U P C 1
H216 H 0.2531 0.8504 0.0345 0.040 Uiso 0.663(7) 1 calc R . P C 1
C217 C 0.2440(2) 0.8008(7) 0.1464(5) 0.0309(16) Uani 0.663(7) 1 d D U P C 1
N218 N 0.24510(13) 0.6878(4) 0.1395(3) 0.0307(12) Uani 0.663(7) 1 d D U P C 1
C219 C 0.25332(14) 0.6398(5) 0.0767(3) 0.0329(14) Uani 0.663(7) 1 d D U P C 1
H219 H 0.2579 0.6820 0.0320 0.039 Uiso 0.663(7) 1 calc R . P C 1
C220 C 0.2562(4) 0.5278(8) 0.0684(6) 0.034(2) Uani 0.663(7) 1 d D U P C 1
C221 C 0.26886(18) 0.4874(7) -0.0045(4) 0.0376(15) Uani 0.663(7) 1 d D U P C 1
H221 H 0.2746 0.5361 -0.0446 0.045 Uiso 0.663(7) 1 calc R . P C 1
C222 C 0.27290(17) 0.3825(8) -0.0178(4) 0.0385(16) Uani 0.663(7) 1 d D U P C 1
H222 H 0.2814 0.3585 -0.0666 0.046 Uiso 0.663(7) 1 calc R . P C 1
C223 C 0.26458(17) 0.3103(6) 0.0397(5) 0.0378(16) Uani 0.663(7) 1 d D U P C 1
H223 H 0.2676 0.2367 0.0306 0.045 Uiso 0.663(7) 1 calc R . P C 1
C224 C 0.2520(2) 0.3446(7) 0.1102(5) 0.0342(16) Uani 0.663(7) 1 d D U P C 1
H224 H 0.2456 0.2940 0.1484 0.041 Uiso 0.663(7) 1 calc R . P C 1
C225 C 0.2483(7) 0.4537(10) 0.1269(9) 0.029(3) Uani 0.663(7) 1 d D U P C 1
O226 O 0.2350(3) 0.4810(7) 0.1944(5) 0.0329(17) Uani 0.663(7) 1 d D U P C 1
Cu22 Cu 0.2375(4) 0.6054(8) 0.2333(5) 0.0292(5) Uani 0.337(7) 1 d D U P C 2
O231 O 0.2367(7) 0.4584(11) 0.1963(11) 0.027(4) Uiso 0.337(7) 1 d D U P C 2
C232 C 0.2471(17) 0.4507(18) 0.1236(18) 0.035(6) Uiso 0.337(7) 1 d D U P C 2
C233 C 0.2554(6) 0.3534(13) 0.0868(9) 0.035(4) Uiso 0.337(7) 1 d D U P C 2
H233 H 0.2535 0.2900 0.1164 0.042 Uiso 0.337(7) 1 calc R . P C 2
C234 C 0.2660(4) 0.3462(11) 0.0108(9) 0.029(3) Uiso 0.337(7) 1 d D U P C 2
H234 H 0.2697 0.2789 -0.0124 0.034 Uiso 0.337(7) 1 calc R . P C 2
C235 C 0.2712(4) 0.4380(12) -0.0322(8) 0.029(3) Uiso 0.337(7) 1 d D U P C 2
H235 H 0.2785 0.4332 -0.0849 0.034 Uiso 0.337(7) 1 calc R . P C 2
C236 C 0.2658(4) 0.5360(10) 0.0009(7) 0.026(3) Uiso 0.337(7) 1 d D U P C 2
H236 H 0.2696 0.5986 -0.0285 0.032 Uiso 0.337(7) 1 calc R . P C 2
C237 C 0.2546(10) 0.5424(13) 0.0782(11) 0.034(5) Uiso 0.337(7) 1 d D U P C 2
N238 N 0.2484(3) 0.6368(7) 0.1223(6) 0.027(3) Uiso 0.337(7) 1 d D U P C 2
C239 C 0.2487(3) 0.7301(7) 0.0915(6) 0.029(3) Uiso 0.337(7) 1 d D U P C 2
H239 H 0.2512 0.7338 0.0362 0.034 Uiso 0.337(7) 1 calc R . P C 2
C240 C 0.2456(5) 0.8278(10) 0.1316(9) 0.029(4) Uiso 0.337(7) 1 d D U P C 2
C241 C 0.2493(4) 0.9260(13) 0.0900(8) 0.032(4) Uiso 0.337(7) 1 d D U P C 2
H241 H 0.2533 0.9246 0.0352 0.038 Uiso 0.337(7) 1 calc R . P C 2
C242 C 0.2472(4) 1.0198(11) 0.1268(10) 0.035(4) Uiso 0.337(7) 1 d D U P C 2
H242 H 0.2493 1.0833 0.0974 0.042 Uiso 0.337(7) 1 calc R . P C 2
C243 C 0.2422(5) 1.0253(12) 0.2072(9) 0.036(4) Uiso 0.337(7) 1 d D U P C 2
H243 H 0.2420 1.0923 0.2327 0.043 Uiso 0.337(7) 1 calc R . P C 2
C244 C 0.2374(9) 0.9352(13) 0.2497(12) 0.026(5) Uiso 0.337(7) 1 d D U P C 2
H244 H 0.2337 0.9398 0.3046 0.031 Uiso 0.337(7) 1 calc R . P C 2
C245 C 0.2378(12) 0.8344(16) 0.2123(13) 0.030(6) Uiso 0.337(7) 1 d D U P C 2
O246 O 0.2332(5) 0.7508(10) 0.2588(7) 0.033(4) Uiso 0.337(7) 1 d D U P C 2
N251 N 0.20620(8) 0.5670(2) 0.33087(17) 0.0309(7) Uani 1 1 d . . . . .
C252 C 0.20565(10) 0.4648(3) 0.3517(2) 0.0323(8) Uani 1 1 d . . . . .
H252 H 0.2176 0.4152 0.3195 0.039 Uiso 1 1 calc R . . . .
C253 C 0.18887(10) 0.4271(3) 0.4168(2) 0.0305(8) Uani 1 1 d . . . . .
H253 H 0.1892 0.3535 0.4281 0.037 Uiso 1 1 calc R . . . .
C254 C 0.17121(10) 0.4982(3) 0.4669(2) 0.0306(8) Uani 1 1 d . . . . .
C255 C 0.17173(10) 0.6053(3) 0.4442(2) 0.0331(8) Uani 1 1 d . . . . .
H255 H 0.1601 0.6571 0.4750 0.040 Uiso 1 1 calc R . . . .
C256 C 0.18891(10) 0.6351(3) 0.3783(2) 0.0337(9) Uani 1 1 d . . . . .
H256 H 0.1887 0.7081 0.3648 0.040 Uiso 1 1 calc R . . . .
N257 N 0.15511(9) 0.4645(3) 0.53280(17) 0.0340(7) Uani 1 1 d . . . . .
C258 C 0.15778(12) 0.3546(3) 0.5568(2) 0.0399(10) Uani 1 1 d . . . . .
H25A H 0.1475 0.3095 0.5129 0.060 Uiso 1 1 calc GR . . . .
H25B H 0.1430 0.3435 0.6028 0.060 Uiso 1 1 calc GR . . . .
H25C H 0.1847 0.3363 0.5711 0.060 Uiso 1 1 calc GR . . . .
C259 C 0.14347(11) 0.5419(3) 0.5901(2) 0.0409(10) Uani 1 1 d . . . . .
H25D H 0.1662 0.5786 0.6143 0.061 Uiso 1 1 calc GR . . . .
H25E H 0.1304 0.5056 0.6314 0.061 Uiso 1 1 calc GR . . . .
H25F H 0.1260 0.5934 0.5630 0.061 Uiso 1 1 calc GR . . . .
N261 N 0.29275(8) 0.5805(3) 0.31376(18) 0.0346(7) Uani 1 1 d . . . . .
C262 C 0.30774(11) 0.4836(3) 0.3148(2) 0.0365(9) Uani 1 1 d . . . . .
H262 H 0.3036 0.4428 0.2677 0.044 Uiso 1 1 calc R . . . .
C263 C 0.32872(10) 0.4375(3) 0.3780(2) 0.0358(9) Uani 1 1 d . . . . .
H263 H 0.3382 0.3675 0.3738 0.043 Uiso 1 1 calc R . . . .
C264 C 0.33607(10) 0.4945(3) 0.4487(2) 0.0329(9) Uani 1 1 d . . . . .
C265 C 0.32162(10) 0.5994(3) 0.4475(2) 0.0388(10) Uani 1 1 d . . . . .
H265 H 0.3265 0.6438 0.4925 0.047 Uiso 1 1 calc R . . . .
C266 C 0.30060(10) 0.6367(3) 0.3813(2) 0.0353(9) Uani 1 1 d . . . . .
H266 H 0.2909 0.7068 0.3829 0.042 Uiso 1 1 calc R . . . .
N267 N 0.35530(9) 0.4517(3) 0.51438(19) 0.0427(9) Uani 1 1 d . . . . .
C268 C 0.36494(12) 0.3409(4) 0.5163(3) 0.0461(11) Uani 1 1 d . . . . .
H26A H 0.3414 0.2987 0.5127 0.069 Uiso 1 1 calc GR . . . .
H26B H 0.3802 0.3246 0.5660 0.069 Uiso 1 1 calc GR . . . .
H26C H 0.3798 0.3240 0.4714 0.069 Uiso 1 1 calc GR . . . .
C269 C 0.35718(12) 0.5082(5) 0.5896(2) 0.0562(13) Uani 1 1 d . . . . .
H26D H 0.3680 0.5787 0.5829 0.084 Uiso 1 1 calc GR . . . .
H26E H 0.3734 0.4688 0.6295 0.084 Uiso 1 1 calc GR . . . .
H26F H 0.3313 0.5150 0.6072 0.084 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu31 O311 1.960(4) . ?
Cu31 N318 1.990(4) . ?
Cu31 O326 1.918(5) . ?
Cu31 N351 1.981(3) . ?
Cu31 N361 2.251(3) . ?
O311 C312 1.314(7) . ?
C312 C313 1.405(10) . ?
C312 C317 1.414(10) . ?
C313 H313 0.9500 . ?
C313 C314 1.415(10) . ?
C314 H314 0.9500 . ?
C314 C315 1.386(10) . ?
C315 H315 0.9500 . ?
C315 C316 1.364(10) . ?
C316 H316 0.9500 . ?
C316 C317 1.421(8) . ?
C317 N318 1.413(7) . ?
N318 C319 1.295(6) . ?
C319 H319 0.9500 . ?
C319 C320 1.439(10) . ?
C320 C321 1.409(9) . ?
C320 C325 1.421(11) . ?
C321 H321 0.9500 . ?
C321 C322 1.383(10) . ?
C322 H322 0.9500 . ?
C322 C323 1.407(10) . ?
C323 H323 0.9500 . ?
C323 C324 1.361(9) . ?
C324 H324 0.9500 . ?
C324 C325 1.411(9) . ?
C325 O326 1.299(9) . ?
Cu32 O331 1.928(9) . ?
Cu32 N338 1.984(11) . ?
Cu32 O346 1.951(9) . ?
Cu32 N351 2.202(5) . ?
Cu32 N361 2.295(5) . ?
O331 C332 1.312(14) . ?
C332 C333 1.406(16) . ?
C332 C337 1.417(18) . ?
C333 H333 0.9500 . ?
C333 C334 1.388(15) . ?
C334 H334 0.9500 . ?
C334 C335 1.386(14) . ?
C335 H335 0.9500 . ?
C335 C336 1.363(15) . ?
C336 H336 0.9500 . ?
C336 C337 1.416(17) . ?
C337 N338 1.421(17) . ?
N338 C339 1.280(12) . ?
C339 H339 0.9500 . ?
C339 C340 1.429(14) . ?
C340 C341 1.415(15) . ?
C340 C345 1.406(15) . ?
C341 H341 0.9500 . ?
C341 C342 1.354(16) . ?
C342 H342 0.9500 . ?
C342 C343 1.408(15) . ?
C343 H343 0.9500 . ?
C343 C344 1.368(17) . ?
C344 H344 0.9500 . ?
C344 C345 1.419(17) . ?
C345 O346 1.316(15) . ?
N351 C352 1.352(5) . ?
N351 C356 1.345(5) . ?
C352 H352 0.9500 . ?
C352 C353 1.364(5) . ?
C353 H353 0.9500 . ?
C353 C354 1.415(5) . ?
C354 C355 1.403(5) . ?
C354 N357 1.351(5) . ?
C355 H355 0.9500 . ?
C355 C356 1.377(5) . ?
C356 H356 0.9500 . ?
N357 C358 1.451(6) . ?
N357 C359 1.462(5) . ?
C358 H35A 0.9800 . ?
C358 H35B 0.9800 . ?
C358 H35C 0.9800 . ?
C359 H35D 0.9800 . ?
C359 H35E 0.9800 . ?
C359 H35F 0.9800 . ?
N361 C362 1.348(5) . ?
N361 C366 1.344(5) . ?
C362 H362 0.9500 . ?
C362 C363 1.363(5) . ?
C363 H363 0.9500 . ?
C363 C364 1.418(5) . ?
C364 C365 1.401(5) . ?
C364 N367 1.363(5) . ?
C365 H365 0.9500 . ?
C365 C366 1.369(5) . ?
C366 H366 0.9500 . ?
N367 C368 1.440(5) . ?
N367 C369 1.455(5) . ?
C368 H36A 0.9800 . ?
C368 H36B 0.9800 . ?
C368 H36C 0.9800 . ?
C369 H36D 0.9800 . ?
C369 H36E 0.9800 . ?
C369 H36F 0.9800 . ?
Cu11 O111 1.967(5) . ?
Cu11 N118 1.973(6) . ?
Cu11 O126 1.913(5) . ?
Cu11 N151 2.083(4) . ?
Cu11 N161 2.229(4) . ?
O111 C112 1.322(10) . ?
C112 C113 1.392(11) . ?
C112 C117 1.427(13) . ?
C113 H113 0.9500 . ?
C113 C114 1.388(10) . ?
C114 H114 0.9500 . ?
C114 C115 1.383(10) . ?
C115 H115 0.9500 . ?
C115 C116 1.389(11) . ?
C116 H116 0.9500 . ?
C116 C117 1.402(14) . ?
C117 N118 1.416(14) . ?
N118 C119 1.290(8) . ?
C119 H119 0.9500 . ?
C119 C120 1.433(13) . ?
C120 C121 1.420(13) . ?
C120 C125 1.433(11) . ?
C121 H121 0.9500 . ?
C121 C122 1.364(12) . ?
C122 H122 0.9500 . ?
C122 C123 1.398(12) . ?
C123 H123 0.9500 . ?
C123 C124 1.375(11) . ?
C124 H124 0.9500 . ?
C124 C125 1.425(11) . ?
C125 O126 1.328(10) . ?
Cu12 O131 1.950(6) . ?
Cu12 N138 1.995(6) . ?
Cu12 O146 1.911(6) . ?
Cu12 N151 1.984(4) . ?
Cu12 N161 2.339(4) . ?
O131 C132 1.324(12) . ?
C132 C133 1.394(12) . ?
C132 C137 1.419(13) . ?
C133 H133 0.9500 . ?
C133 C134 1.380(13) . ?
C134 H134 0.9500 . ?
C134 C135 1.376(14) . ?
C135 H135 0.9500 . ?
C135 C136 1.406(14) . ?
C136 H136 0.9500 . ?
C136 C137 1.395(15) . ?
C137 N138 1.416(14) . ?
N138 C139 1.283(9) . ?
C139 H139 0.9500 . ?
C139 C140 1.424(16) . ?
C140 C141 1.420(17) . ?
C140 C145 1.437(15) . ?
C141 H141 0.9500 . ?
C141 C142 1.348(14) . ?
C142 H142 0.9500 . ?
C142 C143 1.413(13) . ?
C143 H143 0.9500 . ?
C143 C144 1.378(12) . ?
C144 H144 0.9500 . ?
C144 C145 1.429(12) . ?
C145 O146 1.320(12) . ?
N151 C152 1.352(5) . ?
N151 C156 1.353(5) . ?
C152 H152 0.9500 . ?
C152 C153 1.368(5) . ?
C153 H153 0.9500 . ?
C153 C154 1.406(5) . ?
C154 C155 1.417(5) . ?
C154 N157 1.358(4) . ?
C155 H155 0.9500 . ?
C155 C156 1.380(5) . ?
C156 H156 0.9500 . ?
N157 C158 1.454(4) . ?
N157 C159 1.455(4) . ?
C158 H15A 0.9800 . ?
C158 H15B 0.9800 . ?
C158 H15C 0.9800 . ?
C159 H15D 0.9800 . ?
C159 H15E 0.9800 . ?
C159 H15F 0.9800 . ?
N161 C162 1.350(4) . ?
N161 C166 1.342(5) . ?
C162 H162 0.9500 . ?
C162 C163 1.371(5) . ?
C163 H163 0.9500 . ?
C163 C164 1.407(5) . ?
C164 C165 1.408(5) . ?
C164 N167 1.356(5) . ?
C165 H165 0.9500 . ?
C165 C166 1.371(5) . ?
C166 H166 0.9500 . ?
N167 C168 1.462(5) . ?
N167 C169 1.448(5) . ?
C168 H16A 0.9800 . ?
C168 H16B 0.9800 . ?
C168 H16C 0.9800 . ?
C169 H16D 0.9800 . ?
C169 H16E 0.9800 . ?
C169 H16F 0.9800 . ?
Cu21 O211 1.958(7) . ?
Cu21 N218 1.992(6) . ?
Cu21 O226 1.923(9) . ?
Cu21 N251 1.994(5) . ?
Cu21 N261 2.327(7) . ?
O211 C212 1.312(12) . ?
C212 C213 1.416(14) . ?
C212 C217 1.422(14) . ?
C213 H213 0.9500 . ?
C213 C214 1.364(12) . ?
C214 H214 0.9500 . ?
C214 C215 1.381(10) . ?
C215 H215 0.9500 . ?
C215 C216 1.395(10) . ?
C216 H216 0.9500 . ?
C216 C217 1.397(10) . ?
C217 N218 1.432(9) . ?
N218 C219 1.277(7) . ?
C219 H219 0.9500 . ?
C219 C220 1.427(11) . ?
C220 C221 1.438(12) . ?
C220 C225 1.408(14) . ?
C221 H221 0.9500 . ?
C221 C222 1.355(10) . ?
C222 H222 0.9500 . ?
C222 C223 1.383(10) . ?
C223 H223 0.9500 . ?
C223 C224 1.376(9) . ?
C224 H224 0.9500 . ?
C224 C225 1.415(14) . ?
C225 O226 1.316(12) . ?
Cu22 O231 1.959(15) . ?
Cu22 N238 1.986(11) . ?
Cu22 O246 1.896(14) . ?
Cu22 N251 2.114(9) . ?
Cu22 N261 2.291(13) . ?
O231 C232 1.32(2) . ?
C232 C233 1.42(2) . ?
C232 C237 1.43(2) . ?
C233 H233 0.9500 . ?
C233 C234 1.373(15) . ?
C234 H234 0.9500 . ?
C234 C235 1.389(14) . ?
C235 H235 0.9500 . ?
C235 C236 1.379(14) . ?
C236 H236 0.9500 . ?
C236 C237 1.399(16) . ?
C237 N238 1.434(15) . ?
N238 C239 1.289(11) . ?
C239 H239 0.9500 . ?
C239 C240 1.416(15) . ?
C240 C241 1.439(16) . ?
C240 C245 1.42(2) . ?
C241 H241 0.9500 . ?
C241 C242 1.344(15) . ?
C242 H242 0.9500 . ?
C242 C243 1.387(15) . ?
C243 H243 0.9500 . ?
C243 C244 1.365(17) . ?
C244 H244 0.9500 . ?
C244 C245 1.42(2) . ?
C245 O246 1.34(2) . ?
N251 C252 1.340(5) . ?
N251 C256 1.353(5) . ?
C252 H252 0.9500 . ?
C252 C253 1.377(5) . ?
C253 H253 0.9500 . ?
C253 C254 1.412(5) . ?
C254 C255 1.407(5) . ?
C254 N257 1.359(4) . ?
C255 H255 0.9500 . ?
C255 C256 1.364(5) . ?
C256 H256 0.9500 . ?
N257 C258 1.448(5) . ?
N257 C259 1.458(5) . ?
C258 H25A 0.9800 . ?
C258 H25B 0.9800 . ?
C258 H25C 0.9800 . ?
C259 H25D 0.9800 . ?
C259 H25E 0.9800 . ?
C259 H25F 0.9800 . ?
N261 C262 1.331(5) . ?
N261 C266 1.353(5) . ?
C262 H262 0.9500 . ?
C262 C263 1.375(5) . ?
C263 H263 0.9500 . ?
C263 C264 1.400(5) . ?
C264 C265 1.419(6) . ?
C264 N267 1.361(5) . ?
C265 H265 0.9500 . ?
C265 C266 1.370(5) . ?
C266 H266 0.9500 . ?
N267 C268 1.440(6) . ?
N267 C269 1.456(5) . ?
C268 H26A 0.9800 . ?
C268 H26B 0.9800 . ?
C268 H26C 0.9800 . ?
C269 H26D 0.9800 . ?
C269 H26E 0.9800 . ?
C269 H26F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O311 Cu31 N318 84.01(18) . . ?
O311 Cu31 N351 93.82(16) . . ?
O311 Cu31 N361 100.47(16) . . ?
N318 Cu31 N361 93.96(15) . . ?
O326 Cu31 O311 166.7(2) . . ?
O326 Cu31 N318 92.03(19) . . ?
O326 Cu31 N351 87.49(18) . . ?
O326 Cu31 N361 92.49(17) . . ?
N351 Cu31 N318 168.35(17) . . ?
N351 Cu31 N361 97.69(13) . . ?
C312 O311 Cu31 111.6(4) . . ?
O311 C312 C313 122.6(7) . . ?
O311 C312 C317 120.2(6) . . ?
C313 C312 C317 117.1(6) . . ?
C312 C313 H313 119.9 . . ?
C312 C313 C314 120.2(8) . . ?
C314 C313 H313 119.9 . . ?
C313 C314 H314 119.3 . . ?
C315 C314 C313 121.5(7) . . ?
C315 C314 H314 119.3 . . ?
C314 C315 H315 120.3 . . ?
C316 C315 C314 119.5(6) . . ?
C316 C315 H315 120.3 . . ?
C315 C316 H316 119.9 . . ?
C315 C316 C317 120.2(6) . . ?
C317 C316 H316 119.9 . . ?
C312 C317 C316 121.4(5) . . ?
N318 C317 C312 113.4(6) . . ?
N318 C317 C316 125.2(6) . . ?
C317 N318 Cu31 110.3(4) . . ?
C319 N318 Cu31 125.6(4) . . ?
C319 N318 C317 124.1(5) . . ?
N318 C319 H319 117.3 . . ?
N318 C319 C320 125.4(6) . . ?
C320 C319 H319 117.3 . . ?
C321 C320 C319 116.7(7) . . ?
C321 C320 C325 120.2(8) . . ?
C325 C320 C319 123.0(7) . . ?
C320 C321 H321 119.3 . . ?
C322 C321 C320 121.4(7) . . ?
C322 C321 H321 119.3 . . ?
C321 C322 H322 121.2 . . ?
C321 C322 C323 117.7(6) . . ?
C323 C322 H322 121.2 . . ?
C322 C323 H323 119.0 . . ?
C324 C323 C322 122.0(6) . . ?
C324 C323 H323 119.0 . . ?
C323 C324 H324 119.2 . . ?
C323 C324 C325 121.5(7) . . ?
C325 C324 H324 119.2 . . ?
C324 C325 C320 117.1(8) . . ?
O326 C325 C320 124.6(7) . . ?
O326 C325 C324 118.4(7) . . ?
C325 O326 Cu31 128.2(5) . . ?
O331 Cu32 N338 84.2(5) . . ?
O331 Cu32 O346 169.7(5) . . ?
O331 Cu32 N351 96.8(4) . . ?
O331 Cu32 N361 98.9(4) . . ?
N338 Cu32 N351 169.5(4) . . ?
N338 Cu32 N361 99.8(4) . . ?
O346 Cu32 N338 91.6(4) . . ?
O346 Cu32 N351 85.6(3) . . ?
O346 Cu32 N361 91.1(3) . . ?
N351 Cu32 N361 90.40(19) . . ?
C332 O331 Cu32 112.7(9) . . ?
O331 C332 C333 121.1(14) . . ?
O331 C332 C337 119.8(13) . . ?
C333 C332 C337 119.0(12) . . ?
C332 C333 H333 121.0 . . ?
C334 C333 C332 118.0(12) . . ?
C334 C333 H333 121.0 . . ?
C333 C334 H334 118.5 . . ?
C335 C334 C333 123.0(13) . . ?
C335 C334 H334 118.5 . . ?
C334 C335 H335 120.1 . . ?
C336 C335 C334 119.8(13) . . ?
C336 C335 H335 120.1 . . ?
C335 C336 H336 120.4 . . ?
C335 C336 C337 119.2(13) . . ?
C337 C336 H336 120.4 . . ?
C332 C337 N338 112.6(13) . . ?
C336 C337 C332 120.6(14) . . ?
C336 C337 N338 126.3(15) . . ?
C337 N338 Cu32 110.5(9) . . ?
C339 N338 Cu32 126.7(9) . . ?
C339 N338 C337 122.6(12) . . ?
N338 C339 H339 117.5 . . ?
N338 C339 C340 125.1(11) . . ?
C340 C339 H339 117.5 . . ?
C341 C340 C339 117.2(13) . . ?
C345 C340 C339 122.7(13) . . ?
C345 C340 C341 120.1(13) . . ?
C340 C341 H341 120.0 . . ?
C342 C341 C340 120.1(15) . . ?
C342 C341 H341 120.0 . . ?
C341 C342 H342 119.5 . . ?
C341 C342 C343 120.9(16) . . ?
C343 C342 H342 119.5 . . ?
C342 C343 H343 120.2 . . ?
C344 C343 C342 119.6(17) . . ?
C344 C343 H343 120.2 . . ?
C343 C344 H344 119.4 . . ?
C343 C344 C345 121.2(17) . . ?
C345 C344 H344 119.4 . . ?
C340 C345 C344 117.9(14) . . ?
O346 C345 C340 126.8(13) . . ?
O346 C345 C344 115.2(14) . . ?
C345 O346 Cu32 125.2(9) . . ?
C352 N351 Cu31 118.6(3) . . ?
C352 N351 Cu32 131.2(3) . . ?
C356 N351 Cu31 124.2(3) . . ?
C356 N351 Cu32 111.4(3) . . ?
C356 N351 C352 116.1(3) . . ?
N351 C352 H352 117.8 . . ?
N351 C352 C353 124.4(3) . . ?
C353 C352 H352 117.8 . . ?
C352 C353 H353 120.2 . . ?
C352 C353 C354 119.6(4) . . ?
C354 C353 H353 120.2 . . ?
C355 C354 C353 116.0(3) . . ?
N357 C354 C353 122.0(4) . . ?
N357 C354 C355 122.0(3) . . ?
C354 C355 H355 120.0 . . ?
C356 C355 C354 120.0(3) . . ?
C356 C355 H355 120.0 . . ?
N351 C356 C355 123.8(4) . . ?
N351 C356 H356 118.1 . . ?
C355 C356 H356 118.1 . . ?
C354 N357 C358 120.8(3) . . ?
C354 N357 C359 120.9(3) . . ?
C358 N357 C359 117.9(3) . . ?
N357 C358 H35A 109.5 . . ?
N357 C358 H35B 109.5 . . ?
N357 C358 H35C 109.5 . . ?
H35A C358 H35B 109.5 . . ?
H35A C358 H35C 109.5 . . ?
H35B C358 H35C 109.5 . . ?
N357 C359 H35D 109.5 . . ?
N357 C359 H35E 109.5 . . ?
N357 C359 H35F 109.5 . . ?
H35D C359 H35E 109.5 . . ?
H35D C359 H35F 109.5 . . ?
H35E C359 H35F 109.5 . . ?
C362 N361 Cu31 118.6(2) . . ?
C362 N361 Cu32 130.2(3) . . ?
C366 N361 Cu31 125.5(3) . . ?
C366 N361 Cu32 112.7(3) . . ?
C366 N361 C362 114.4(3) . . ?
N361 C362 H362 117.4 . . ?
N361 C362 C363 125.1(3) . . ?
C363 C362 H362 117.4 . . ?
C362 C363 H363 120.2 . . ?
C362 C363 C364 119.7(4) . . ?
C364 C363 H363 120.2 . . ?
C365 C364 C363 115.5(3) . . ?
N367 C364 C363 122.4(3) . . ?
N367 C364 C365 122.0(3) . . ?
C364 C365 H365 120.2 . . ?
C366 C365 C364 119.7(3) . . ?
C366 C365 H365 120.2 . . ?
N361 C366 C365 125.5(4) . . ?
N361 C366 H366 117.3 . . ?
C365 C366 H366 117.3 . . ?
C364 N367 C368 121.4(3) . . ?
C364 N367 C369 120.2(3) . . ?
C368 N367 C369 117.7(3) . . ?
N367 C368 H36A 109.5 . . ?
N367 C368 H36B 109.5 . . ?
N367 C368 H36C 109.5 . . ?
H36A C368 H36B 109.5 . . ?
H36A C368 H36C 109.5 . . ?
H36B C368 H36C 109.5 . . ?
N367 C369 H36D 109.5 . . ?
N367 C369 H36E 109.5 . . ?
N367 C369 H36F 109.5 . . ?
H36D C369 H36E 109.5 . . ?
H36D C369 H36F 109.5 . . ?
H36E C369 H36F 109.5 . . ?
O111 Cu11 N118 83.2(2) . . ?
O111 Cu11 N151 93.9(2) . . ?
O111 Cu11 N161 102.2(2) . . ?
N118 Cu11 N151 168.4(2) . . ?
N118 Cu11 N161 96.85(19) . . ?
O126 Cu11 O111 165.9(3) . . ?
O126 Cu11 N118 93.1(2) . . ?
O126 Cu11 N151 87.0(2) . . ?
O126 Cu11 N161 91.7(2) . . ?
N151 Cu11 N161 94.74(14) . . ?
C112 O111 Cu11 113.1(5) . . ?
O111 C112 C113 125.3(9) . . ?
O111 C112 C117 117.5(9) . . ?
C113 C112 C117 117.2(9) . . ?
C112 C113 H113 119.6 . . ?
C114 C113 C112 120.8(8) . . ?
C114 C113 H113 119.6 . . ?
C113 C114 H114 119.2 . . ?
C115 C114 C113 121.5(8) . . ?
C115 C114 H114 119.2 . . ?
C114 C115 H115 120.1 . . ?
C114 C115 C116 119.7(9) . . ?
C116 C115 H115 120.1 . . ?
C115 C116 H116 120.4 . . ?
C115 C116 C117 119.1(11) . . ?
C117 C116 H116 120.4 . . ?
C116 C117 C112 121.5(12) . . ?
C116 C117 N118 124.6(10) . . ?
N118 C117 C112 113.8(9) . . ?
C117 N118 Cu11 110.7(6) . . ?
C119 N118 Cu11 126.2(5) . . ?
C119 N118 C117 123.1(7) . . ?
N118 C119 H119 117.3 . . ?
N118 C119 C120 125.5(7) . . ?
C120 C119 H119 117.3 . . ?
C121 C120 C119 118.1(9) . . ?
C121 C120 C125 118.5(10) . . ?
C125 C120 C119 123.4(9) . . ?
C120 C121 H121 118.6 . . ?
C122 C121 C120 122.7(12) . . ?
C122 C121 H121 118.6 . . ?
C121 C122 H122 120.9 . . ?
C121 C122 C123 118.3(12) . . ?
C123 C122 H122 120.9 . . ?
C122 C123 H123 119.0 . . ?
C124 C123 C122 121.9(11) . . ?
C124 C123 H123 119.0 . . ?
C123 C124 H124 119.6 . . ?
C123 C124 C125 120.9(10) . . ?
C125 C124 H124 119.6 . . ?
C124 C125 C120 117.5(9) . . ?
O126 C125 C120 124.2(8) . . ?
O126 C125 C124 118.3(8) . . ?
C125 O126 Cu11 127.3(5) . . ?
O131 Cu12 N138 83.5(3) . . ?
O131 Cu12 N151 98.0(2) . . ?
O131 Cu12 N161 100.5(3) . . ?
N138 Cu12 N161 95.4(2) . . ?
O146 Cu12 O131 168.1(4) . . ?
O146 Cu12 N138 91.5(3) . . ?
O146 Cu12 N151 85.0(3) . . ?
O146 Cu12 N161 90.8(3) . . ?
N151 Cu12 N138 169.9(2) . . ?
N151 Cu12 N161 94.12(15) . . ?
C132 O131 Cu12 114.0(6) . . ?
O131 C132 C133 124.6(10) . . ?
O131 C132 C137 117.3(10) . . ?
C133 C132 C137 118.2(11) . . ?
C132 C133 H133 119.6 . . ?
C134 C133 C132 120.7(13) . . ?
C134 C133 H133 119.6 . . ?
C133 C134 H134 119.4 . . ?
C135 C134 C133 121.2(14) . . ?
C135 C134 H134 119.4 . . ?
C134 C135 H135 120.0 . . ?
C134 C135 C136 120.0(15) . . ?
C136 C135 H135 120.0 . . ?
C135 C136 H136 120.6 . . ?
C137 C136 C135 118.9(14) . . ?
C137 C136 H136 120.6 . . ?
C136 C137 C132 120.9(13) . . ?
C136 C137 N138 124.0(11) . . ?
N138 C137 C132 115.1(10) . . ?
C137 N138 Cu12 110.1(6) . . ?
C139 N138 Cu12 124.6(6) . . ?
C139 N138 C137 124.9(8) . . ?
N138 C139 H139 116.6 . . ?
N138 C139 C140 126.9(10) . . ?
C140 C139 H139 116.6 . . ?
C139 C140 C145 122.1(12) . . ?
C141 C140 C139 119.2(12) . . ?
C141 C140 C145 118.6(13) . . ?
C140 C141 H141 118.3 . . ?
C142 C141 C140 123.3(14) . . ?
C142 C141 H141 118.3 . . ?
C141 C142 H142 120.8 . . ?
C141 C142 C143 118.4(11) . . ?
C143 C142 H142 120.8 . . ?
C142 C143 H143 119.5 . . ?
C144 C143 C142 121.1(10) . . ?
C144 C143 H143 119.5 . . ?
C143 C144 H144 119.3 . . ?
C143 C144 C145 121.4(11) . . ?
C145 C144 H144 119.3 . . ?
C144 C145 C140 116.9(11) . . ?
O146 C145 C140 124.0(10) . . ?
O146 C145 C144 119.0(10) . . ?
C145 O146 Cu12 127.6(7) . . ?
C152 N151 Cu11 128.8(3) . . ?
C152 N151 Cu12 113.7(3) . . ?
C152 N151 C156 116.4(3) . . ?
C156 N151 Cu11 114.5(3) . . ?
C156 N151 Cu12 129.4(3) . . ?
N151 C152 H152 118.1 . . ?
N151 C152 C153 123.9(4) . . ?
C153 C152 H152 118.1 . . ?
C152 C153 H153 119.7 . . ?
C152 C153 C154 120.5(4) . . ?
C154 C153 H153 119.7 . . ?
C153 C154 C155 115.8(3) . . ?
N157 C154 C153 122.5(3) . . ?
N157 C154 C155 121.7(3) . . ?
C154 C155 H155 120.1 . . ?
C156 C155 C154 119.9(3) . . ?
C156 C155 H155 120.1 . . ?
N151 C156 C155 123.6(4) . . ?
N151 C156 H156 118.2 . . ?
C155 C156 H156 118.2 . . ?
C154 N157 C158 119.7(3) . . ?
C154 N157 C159 120.6(3) . . ?
C158 N157 C159 119.4(3) . . ?
N157 C158 H15A 109.5 . . ?
N157 C158 H15B 109.5 . . ?
N157 C158 H15C 109.5 . . ?
H15A C158 H15B 109.5 . . ?
H15A C158 H15C 109.5 . . ?
H15B C158 H15C 109.5 . . ?
N157 C159 H15D 109.5 . . ?
N157 C159 H15E 109.5 . . ?
N157 C159 H15F 109.5 . . ?
H15D C159 H15E 109.5 . . ?
H15D C159 H15F 109.5 . . ?
H15E C159 H15F 109.5 . . ?
C162 N161 Cu11 126.2(3) . . ?
C162 N161 Cu12 115.3(3) . . ?
C166 N161 Cu11 118.7(3) . . ?
C166 N161 Cu12 130.2(3) . . ?
C166 N161 C162 114.5(3) . . ?
N161 C162 H162 117.3 . . ?
N161 C162 C163 125.3(4) . . ?
C163 C162 H162 117.3 . . ?
C162 C163 H163 120.3 . . ?
C162 C163 C164 119.4(3) . . ?
C164 C163 H163 120.3 . . ?
C163 C164 C165 115.9(3) . . ?
N167 C164 C163 122.0(3) . . ?
N167 C164 C165 122.1(4) . . ?
C164 C165 H165 120.2 . . ?
C166 C165 C164 119.7(4) . . ?
C166 C165 H165 120.2 . . ?
N161 C166 C165 125.2(3) . . ?
N161 C166 H166 117.4 . . ?
C165 C166 H166 117.4 . . ?
C164 N167 C168 120.2(3) . . ?
C164 N167 C169 121.0(3) . . ?
C169 N167 C168 118.5(3) . . ?
N167 C168 H16A 109.5 . . ?
N167 C168 H16B 109.5 . . ?
N167 C168 H16C 109.5 . . ?
H16A C168 H16B 109.5 . . ?
H16A C168 H16C 109.5 . . ?
H16B C168 H16C 109.5 . . ?
N167 C169 H16D 109.5 . . ?
N167 C169 H16E 109.5 . . ?
N167 C169 H16F 109.5 . . ?
H16D C169 H16E 109.5 . . ?
H16D C169 H16F 109.5 . . ?
H16E C169 H16F 109.5 . . ?
O211 Cu21 N218 83.8(3) . . ?
O211 Cu21 N251 91.4(2) . . ?
O211 Cu21 N261 95.2(3) . . ?
N218 Cu21 N251 160.0(4) . . ?
N218 Cu21 N261 109.5(3) . . ?
O226 Cu21 O211 174.2(5) . . ?
O226 Cu21 N218 91.5(3) . . ?
O226 Cu21 N251 91.8(3) . . ?
O226 Cu21 N261 89.6(4) . . ?
N251 Cu21 N261 90.3(2) . . ?
C212 O211 Cu21 112.6(7) . . ?
O211 C212 C213 123.2(11) . . ?
O211 C212 C217 120.0(9) . . ?
C213 C212 C217 116.8(10) . . ?
C212 C213 H213 119.0 . . ?
C214 C213 C212 121.9(10) . . ?
C214 C213 H213 119.0 . . ?
C213 C214 H214 119.6 . . ?
C213 C214 C215 120.9(8) . . ?
C215 C214 H214 119.6 . . ?
C214 C215 H215 120.1 . . ?
C214 C215 C216 119.7(6) . . ?
C216 C215 H215 120.1 . . ?
C215 C216 H216 119.9 . . ?
C215 C216 C217 120.1(6) . . ?
C217 C216 H216 119.9 . . ?
C212 C217 N218 112.8(7) . . ?
C216 C217 C212 120.6(8) . . ?
C216 C217 N218 126.6(6) . . ?
C217 N218 Cu21 110.7(4) . . ?
C219 N218 Cu21 125.8(5) . . ?
C219 N218 C217 123.4(5) . . ?
N218 C219 H219 117.4 . . ?
N218 C219 C220 125.2(6) . . ?
C220 C219 H219 117.4 . . ?
C219 C220 C221 117.8(7) . . ?
C225 C220 C219 124.8(9) . . ?
C225 C220 C221 117.4(9) . . ?
C220 C221 H221 118.9 . . ?
C222 C221 C220 122.3(7) . . ?
C222 C221 H221 118.9 . . ?
C221 C222 H222 120.1 . . ?
C221 C222 C223 119.8(6) . . ?
C223 C222 H222 120.1 . . ?
C222 C223 H223 119.9 . . ?
C224 C223 C222 120.3(7) . . ?
C224 C223 H223 119.9 . . ?
C223 C224 H224 119.3 . . ?
C223 C224 C225 121.4(9) . . ?
C225 C224 H224 119.3 . . ?
C220 C225 C224 118.7(10) . . ?
O226 C225 C220 122.7(11) . . ?
O226 C225 C224 118.3(10) . . ?
C225 O226 Cu21 127.8(8) . . ?
O231 Cu22 N238 83.5(6) . . ?
O231 Cu22 N251 92.1(7) . . ?
O231 Cu22 N261 92.8(8) . . ?
N238 Cu22 N251 159.6(8) . . ?
N238 Cu22 N261 111.7(6) . . ?
O246 Cu22 O231 172.7(11) . . ?
O246 Cu22 N238 92.7(6) . . ?
O246 Cu22 N251 89.3(5) . . ?
O246 Cu22 N261 94.4(7) . . ?
N251 Cu22 N261 88.4(4) . . ?
C232 O231 Cu22 111.8(14) . . ?
O231 C232 C233 123.9(19) . . ?
O231 C232 C237 121.4(18) . . ?
C233 C232 C237 114.4(17) . . ?
C232 C233 H233 118.3 . . ?
C234 C233 C232 123.4(15) . . ?
C234 C233 H233 118.3 . . ?
C233 C234 H234 120.2 . . ?
C233 C234 C235 119.5(12) . . ?
C235 C234 H234 120.2 . . ?
C234 C235 H235 119.7 . . ?
C236 C235 C234 120.6(12) . . ?
C236 C235 H235 119.7 . . ?
C235 C236 H236 120.3 . . ?
C235 C236 C237 119.4(12) . . ?
C237 C236 H236 120.3 . . ?
C232 C237 N238 110.7(13) . . ?
C236 C237 C232 122.4(14) . . ?
C236 C237 N238 126.9(14) . . ?
C237 N238 Cu22 112.0(9) . . ?
C239 N238 Cu22 125.0(8) . . ?
C239 N238 C237 123.0(11) . . ?
N238 C239 H239 116.6 . . ?
N238 C239 C240 126.8(11) . . ?
C240 C239 H239 116.6 . . ?
C239 C240 C241 120.2(13) . . ?
C239 C240 C245 122.8(14) . . ?
C245 C240 C241 117.0(13) . . ?
C240 C241 H241 119.2 . . ?
C242 C241 C240 121.6(13) . . ?
C242 C241 H241 119.2 . . ?
C241 C242 H242 119.5 . . ?
C241 C242 C243 121.0(14) . . ?
C243 C242 H242 119.5 . . ?
C242 C243 H243 119.8 . . ?
C244 C243 C242 120.4(15) . . ?
C244 C243 H243 119.8 . . ?
C243 C244 H244 119.8 . . ?
C243 C244 C245 120.4(17) . . ?
C245 C244 H244 119.8 . . ?
C240 C245 C244 119.4(16) . . ?
O246 C245 C240 124.3(17) . . ?
O246 C245 C244 116.1(16) . . ?
C245 O246 Cu22 128.1(12) . . ?
C252 N251 Cu21 122.6(3) . . ?
C252 N251 Cu22 116.5(4) . . ?
C252 N251 C256 116.1(3) . . ?
C256 N251 Cu21 121.1(3) . . ?
C256 N251 Cu22 127.2(4) . . ?
N251 C252 H252 118.0 . . ?
N251 C252 C253 124.0(3) . . ?
C253 C252 H252 118.0 . . ?
C252 C253 H253 120.0 . . ?
C252 C253 C254 119.9(4) . . ?
C254 C253 H253 120.0 . . ?
C255 C254 C253 115.6(3) . . ?
N257 C254 C253 121.7(4) . . ?
N257 C254 C255 122.7(3) . . ?
C254 C255 H255 119.8 . . ?
C256 C255 C254 120.4(3) . . ?
C256 C255 H255 119.8 . . ?
N251 C256 C255 124.0(4) . . ?
N251 C256 H256 118.0 . . ?
C255 C256 H256 118.0 . . ?
C254 N257 C258 120.6(3) . . ?
C254 N257 C259 119.6(3) . . ?
C258 N257 C259 118.1(3) . . ?
N257 C258 H25A 109.5 . . ?
N257 C258 H25B 109.5 . . ?
N257 C258 H25C 109.5 . . ?
H25A C258 H25B 109.5 . . ?
H25A C258 H25C 109.5 . . ?
H25B C258 H25C 109.5 . . ?
N257 C259 H25D 109.5 . . ?
N257 C259 H25E 109.5 . . ?
N257 C259 H25F 109.5 . . ?
H25D C259 H25E 109.5 . . ?
H25D C259 H25F 109.5 . . ?
H25E C259 H25F 109.5 . . ?
C262 N261 Cu21 121.8(3) . . ?
C262 N261 Cu22 116.5(4) . . ?
C262 N261 C266 114.8(3) . . ?
C266 N261 Cu21 115.9(3) . . ?
C266 N261 Cu22 122.0(3) . . ?
N261 C262 H262 117.1 . . ?
N261 C262 C263 125.7(4) . . ?
C263 C262 H262 117.1 . . ?
C262 C263 H263 120.2 . . ?
C262 C263 C264 119.6(4) . . ?
C264 C263 H263 120.2 . . ?
C263 C264 C265 115.4(3) . . ?
N267 C264 C263 122.4(4) . . ?
N267 C264 C265 122.3(4) . . ?
C264 C265 H265 120.0 . . ?
C266 C265 C264 119.9(4) . . ?
C266 C265 H265 120.0 . . ?
N261 C266 C265 124.5(4) . . ?
N261 C266 H266 117.8 . . ?
C265 C266 H266 117.8 . . ?
C264 N267 C268 120.2(4) . . ?
C264 N267 C269 120.1(4) . . ?
C268 N267 C269 117.6(4) . . ?
N267 C268 H26A 109.5 . . ?
N267 C268 H26B 109.5 . . ?
N267 C268 H26C 109.5 . . ?
H26A C268 H26B 109.5 . . ?
H26A C268 H26C 109.5 . . ?
H26B C268 H26C 109.5 . . ?
N267 C269 H26D 109.5 . . ?
N267 C269 H26E 109.5 . . ?
N267 C269 H26F 109.5 . . ?
H26D C269 H26E 109.5 . . ?
H26D C269 H26F 109.5 . . ?
H26E C269 H26F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu31 O311 C312 C313 179.5(7) . . . . ?
Cu31 O311 C312 C317 -1.1(8) . . . . ?
Cu31 N318 C319 C320 0.4(16) . . . . ?
Cu31 N351 C352 C353 166.0(3) . . . . ?
Cu31 N351 C356 C355 -165.3(3) . . . . ?
Cu31 N361 C362 C363 165.4(3) . . . . ?
Cu31 N361 C366 C365 -164.1(3) . . . . ?
O311 C312 C313 C314 -177.4(8) . . . . ?
O311 C312 C317 C316 175.9(6) . . . . ?
O311 C312 C317 N318 -4.2(9) . . . . ?
C312 C313 C314 C315 -0.8(14) . . . . ?
C312 C317 N318 Cu31 7.2(6) . . . . ?
C312 C317 N318 C319 -172.6(5) . . . . ?
C313 C312 C317 C316 -4.7(10) . . . . ?
C313 C312 C317 N318 175.2(7) . . . . ?
C313 C314 C315 C316 -0.3(12) . . . . ?
C314 C315 C316 C317 -1.2(11) . . . . ?
C315 C316 C317 C312 3.8(10) . . . . ?
C315 C316 C317 N318 -176.0(6) . . . . ?
C316 C317 N318 Cu31 -172.9(5) . . . . ?
C316 C317 N318 C319 7.3(9) . . . . ?
C317 C312 C313 C314 3.2(13) . . . . ?
C317 N318 C319 C320 -179.8(15) . . . . ?
N318 C319 C320 C321 178.3(12) . . . . ?
N318 C319 C320 C325 -6(3) . . . . ?
C319 C320 C321 C322 179.1(13) . . . . ?
C319 C320 C325 C324 179.8(16) . . . . ?
C319 C320 C325 O326 0(3) . . . . ?
C320 C321 C322 C323 0.9(17) . . . . ?
C320 C325 O326 Cu31 10.0(18) . . . . ?
C321 C320 C325 C324 -4(3) . . . . ?
C321 C320 C325 O326 176.3(14) . . . . ?
C321 C322 C323 C324 -3.5(9) . . . . ?
C322 C323 C324 C325 2.2(9) . . . . ?
C323 C324 C325 C320 1.8(17) . . . . ?
C323 C324 C325 O326 -178.7(6) . . . . ?
C324 C325 O326 Cu31 -169.4(5) . . . . ?
C325 C320 C321 C322 3(3) . . . . ?
Cu32 O331 C332 C333 -176.8(17) . . . . ?
Cu32 O331 C332 C337 4(4) . . . . ?
Cu32 N338 C339 C340 8(2) . . . . ?
Cu32 N351 C352 C353 162.8(3) . . . . ?
Cu32 N351 C356 C355 -165.7(3) . . . . ?
Cu32 N361 C362 C363 158.1(3) . . . . ?
Cu32 N361 C366 C365 -161.4(3) . . . . ?
O331 C332 C333 C334 179.3(18) . . . . ?
O331 C332 C337 C336 -176(4) . . . . ?
O331 C332 C337 N338 -4(7) . . . . ?
C332 C333 C334 C335 1(3) . . . . ?
C332 C337 N338 Cu32 2(6) . . . . ?
C332 C337 N338 C339 -174(3) . . . . ?
C333 C332 C337 C336 5(7) . . . . ?
C333 C332 C337 N338 177(3) . . . . ?
C333 C334 C335 C336 -3(2) . . . . ?
C334 C335 C336 C337 6(4) . . . . ?
C335 C336 C337 C332 -7(7) . . . . ?
C335 C336 C337 N338 -178(4) . . . . ?
C336 C337 N338 Cu32 174(5) . . . . ?
C336 C337 N338 C339 -2(8) . . . . ?
C337 C332 C333 C334 -2(4) . . . . ?
C337 N338 C339 C340 -177(4) . . . . ?
N338 C339 C340 C341 -178.5(15) . . . . ?
N338 C339 C340 C345 5(2) . . . . ?
C339 C340 C341 C342 -175.1(16) . . . . ?
C339 C340 C345 C344 173(2) . . . . ?
C339 C340 C345 O346 -7(3) . . . . ?
C340 C341 C342 C343 3(3) . . . . ?
C340 C345 O346 Cu32 -5(3) . . . . ?
C341 C340 C345 C344 -4(3) . . . . ?
C341 C340 C345 O346 176.6(19) . . . . ?
C341 C342 C343 C344 -5(3) . . . . ?
C342 C343 C344 C345 2(4) . . . . ?
C343 C344 C345 C340 2(4) . . . . ?
C343 C344 C345 O346 -179(2) . . . . ?
C344 C345 O346 Cu32 175.9(17) . . . . ?
C345 C340 C341 C342 2(3) . . . . ?
N351 C352 C353 C354 -0.9(6) . . . . ?
C352 N351 C356 C355 2.5(5) . . . . ?
C352 C353 C354 C355 4.1(5) . . . . ?
C352 C353 C354 N357 -174.5(4) . . . . ?
C353 C354 C355 C356 -4.1(5) . . . . ?
C353 C354 N357 C358 1.7(6) . . . . ?
C353 C354 N357 C359 174.4(4) . . . . ?
C354 C355 C356 N351 0.9(6) . . . . ?
C355 C354 N357 C358 -176.8(4) . . . . ?
C355 C354 N357 C359 -4.2(6) . . . . ?
C356 N351 C352 C353 -2.5(5) . . . . ?
N357 C354 C355 C356 174.5(4) . . . . ?
N361 C362 C363 C364 -0.9(6) . . . . ?
C362 N361 C366 C365 1.9(5) . . . . ?
C362 C363 C364 C365 2.9(5) . . . . ?
C362 C363 C364 N367 -177.4(3) . . . . ?
C363 C364 C365 C366 -2.6(5) . . . . ?
C363 C364 N367 C368 4.4(6) . . . . ?
C363 C364 N367 C369 174.7(4) . . . . ?
C364 C365 C366 N361 0.2(6) . . . . ?
C365 C364 N367 C368 -175.9(4) . . . . ?
C365 C364 N367 C369 -5.6(6) . . . . ?
C366 N361 C362 C363 -1.5(5) . . . . ?
N367 C364 C365 C366 177.7(3) . . . . ?
Cu11 O111 C112 C113 -176.9(9) . . . . ?
Cu11 O111 C112 C117 2.4(17) . . . . ?
Cu11 N118 C119 C120 -4.2(12) . . . . ?
Cu11 N151 C152 C153 172.1(3) . . . . ?
Cu11 N151 C156 C155 -172.5(3) . . . . ?
Cu11 N161 C162 C163 170.3(3) . . . . ?
Cu11 N161 C166 C165 -171.6(3) . . . . ?
O111 C112 C113 C114 179.1(10) . . . . ?
O111 C112 C117 C116 -176.7(19) . . . . ?
O111 C112 C117 N118 8(3) . . . . ?
C112 C113 C114 C115 -2.1(14) . . . . ?
C112 C117 N118 Cu11 -14(2) . . . . ?
C112 C117 N118 C119 164.2(13) . . . . ?
C113 C112 C117 C116 3(3) . . . . ?
C113 C112 C117 N118 -172.9(15) . . . . ?
C113 C114 C115 C116 2.1(15) . . . . ?
C114 C115 C116 C117 0(2) . . . . ?
C115 C116 C117 C112 -3(3) . . . . ?
C115 C116 C117 N118 172.4(19) . . . . ?
C116 C117 N118 Cu11 171(2) . . . . ?
C116 C117 N118 C119 -11(3) . . . . ?
C117 C112 C113 C114 -0.2(19) . . . . ?
C117 N118 C119 C120 178.2(17) . . . . ?
N118 C119 C120 C121 -177.5(10) . . . . ?
N118 C119 C120 C125 3.9(17) . . . . ?
C119 C120 C121 C122 176.6(13) . . . . ?
C119 C120 C125 C124 -176.5(12) . . . . ?
C119 C120 C125 O126 1.7(19) . . . . ?
C120 C121 C122 C123 2(2) . . . . ?
C120 C125 O126 Cu11 -6.3(16) . . . . ?
C121 C120 C125 C124 4.9(17) . . . . ?
C121 C120 C125 O126 -176.9(12) . . . . ?
C121 C122 C123 C124 1(2) . . . . ?
C122 C123 C124 C125 -0.9(19) . . . . ?
C123 C124 C125 C120 -2.3(17) . . . . ?
C123 C124 C125 O126 179.4(12) . . . . ?
C124 C125 O126 Cu11 171.9(8) . . . . ?
C125 C120 C121 C122 -4.7(19) . . . . ?
Cu12 O131 C132 C133 179.5(12) . . . . ?
Cu12 O131 C132 C137 -0.8(16) . . . . ?
Cu12 N138 C139 C140 -10(2) . . . . ?
Cu12 N151 C152 C153 172.5(3) . . . . ?
Cu12 N151 C156 C155 -170.5(3) . . . . ?
Cu12 N161 C162 C163 179.3(3) . . . . ?
Cu12 N161 C166 C165 180.0(3) . . . . ?
O131 C132 C133 C134 178.4(15) . . . . ?
O131 C132 C137 C136 -177.0(16) . . . . ?
O131 C132 C137 N138 1(2) . . . . ?
C132 C133 C134 C135 -1(2) . . . . ?
C132 C137 N138 Cu12 -0.1(16) . . . . ?
C132 C137 N138 C139 172.9(11) . . . . ?
C133 C132 C137 C136 3(2) . . . . ?
C133 C132 C137 N138 -179.7(14) . . . . ?
C133 C134 C135 C136 2(3) . . . . ?
C134 C135 C136 C137 -1(3) . . . . ?
C135 C136 C137 C132 -2(2) . . . . ?
C135 C136 C137 N138 -179.0(17) . . . . ?
C136 C137 N138 Cu12 177.5(14) . . . . ?
C136 C137 N138 C139 -9(2) . . . . ?
C137 C132 C133 C134 -1(2) . . . . ?
C137 N138 C139 C140 178(2) . . . . ?
N138 C139 C140 C141 178.4(17) . . . . ?
N138 C139 C140 C145 -3(4) . . . . ?
C139 C140 C141 C142 174(2) . . . . ?
C139 C140 C145 C144 -174(2) . . . . ?
C139 C140 C145 O146 3(4) . . . . ?
C140 C141 C142 C143 2(3) . . . . ?
C140 C145 O146 Cu12 12(3) . . . . ?
C141 C140 C145 C144 5(3) . . . . ?
C141 C140 C145 O146 -178(2) . . . . ?
C141 C142 C143 C144 0.3(18) . . . . ?
C142 C143 C144 C145 0.7(18) . . . . ?
C143 C144 C145 C140 -3(2) . . . . ?
C143 C144 C145 O146 179.9(13) . . . . ?
C144 C145 O146 Cu12 -171.9(9) . . . . ?
C145 C140 C141 C142 -4(4) . . . . ?
N151 C152 C153 C154 -1.1(6) . . . . ?
C152 N151 C156 C155 1.1(5) . . . . ?
C152 C153 C154 C155 1.8(5) . . . . ?
C152 C153 C154 N157 -177.9(3) . . . . ?
C153 C154 C155 C156 -1.1(5) . . . . ?
C153 C154 N157 C158 1.0(5) . . . . ?
C153 C154 N157 C159 174.5(3) . . . . ?
C154 C155 C156 N151 -0.3(6) . . . . ?
C155 C154 N157 C158 -178.6(3) . . . . ?
C155 C154 N157 C159 -5.1(5) . . . . ?
C156 N151 C152 C153 -0.4(5) . . . . ?
N157 C154 C155 C156 178.5(3) . . . . ?
N161 C162 C163 C164 -0.4(6) . . . . ?
C162 N161 C166 C165 0.3(5) . . . . ?
C162 C163 C164 C165 2.2(5) . . . . ?
C162 C163 C164 N167 -177.7(3) . . . . ?
C163 C164 C165 C166 -2.8(5) . . . . ?
C163 C164 N167 C168 0.9(5) . . . . ?
C163 C164 N167 C169 -172.5(3) . . . . ?
C164 C165 C166 N161 1.6(6) . . . . ?
C165 C164 N167 C168 -179.0(3) . . . . ?
C165 C164 N167 C169 7.6(5) . . . . ?
C166 N161 C162 C163 -1.0(5) . . . . ?
N167 C164 C165 C166 177.1(3) . . . . ?
Cu21 O211 C212 C213 179.9(14) . . . . ?
Cu21 O211 C212 C217 1.4(17) . . . . ?
Cu21 N218 C219 C220 0.8(10) . . . . ?
Cu21 N251 C252 C253 174.4(4) . . . . ?
Cu21 N251 C256 C255 -174.1(4) . . . . ?
Cu21 N261 C262 C263 -146.3(3) . . . . ?
Cu21 N261 C266 C265 149.2(3) . . . . ?
O211 C212 C213 C214 -179.2(13) . . . . ?
O211 C212 C217 C216 178.7(11) . . . . ?
O211 C212 C217 N218 -2.9(18) . . . . ?
C212 C213 C214 C215 0.6(19) . . . . ?
C212 C217 N218 Cu21 2.9(10) . . . . ?
C212 C217 N218 C219 -174.2(9) . . . . ?
C213 C212 C217 C216 0.1(19) . . . . ?
C213 C212 C217 N218 178.5(12) . . . . ?
C213 C214 C215 C216 0.2(12) . . . . ?
C214 C215 C216 C217 -0.8(9) . . . . ?
C215 C216 C217 C212 0.6(12) . . . . ?
C215 C216 C217 N218 -177.5(6) . . . . ?
C216 C217 N218 Cu21 -178.9(6) . . . . ?
C216 C217 N218 C219 4.1(10) . . . . ?
C217 C212 C213 C214 -1(2) . . . . ?
C217 N218 C219 C220 177.4(8) . . . . ?
N218 C219 C220 C221 -174.9(7) . . . . ?
N218 C219 C220 C225 4(2) . . . . ?
C219 C220 C221 C222 179.3(8) . . . . ?
C219 C220 C225 C224 179.2(14) . . . . ?
C219 C220 C225 O226 4(3) . . . . ?
C220 C221 C222 C223 0.3(11) . . . . ?
C220 C225 O226 Cu21 -17(3) . . . . ?
C221 C220 C225 C224 -2(3) . . . . ?
C221 C220 C225 O226 -176.9(17) . . . . ?
C221 C222 C223 C224 0.5(9) . . . . ?
C222 C223 C224 C225 -2.1(16) . . . . ?
C223 C224 C225 C220 3(3) . . . . ?
C223 C224 C225 O226 177.9(14) . . . . ?
C224 C225 O226 Cu21 168.6(12) . . . . ?
C225 C220 C221 C222 0.6(19) . . . . ?
Cu22 O231 C232 C233 169(4) . . . . ?
Cu22 O231 C232 C237 -5(6) . . . . ?
Cu22 N238 C239 C240 7.3(18) . . . . ?
Cu22 N251 C252 C253 175.5(5) . . . . ?
Cu22 N251 C256 C255 -174.6(5) . . . . ?
Cu22 N261 C262 C263 -149.9(4) . . . . ?
Cu22 N261 C266 C265 149.3(4) . . . . ?
O231 C232 C233 C234 180(4) . . . . ?
O231 C232 C237 C236 180(4) . . . . ?
O231 C232 C237 N238 -1(6) . . . . ?
C232 C233 C234 C235 4(4) . . . . ?
C232 C237 N238 Cu22 7(4) . . . . ?
C232 C237 N238 C239 -171(3) . . . . ?
C233 C232 C237 C236 6(6) . . . . ?
C233 C232 C237 N238 -175(3) . . . . ?
C233 C234 C235 C236 0(2) . . . . ?
C234 C235 C236 C237 -1(2) . . . . ?
C235 C236 C237 C232 -2(5) . . . . ?
C235 C236 C237 N238 179(2) . . . . ?
C236 C237 N238 Cu22 -175(2) . . . . ?
C236 C237 N238 C239 7(4) . . . . ?
C237 C232 C233 C234 -6(6) . . . . ?
C237 N238 C239 C240 -175(2) . . . . ?
N238 Cu22 O246 C245 -2(3) . . . . ?
N238 C239 C240 C241 175.3(14) . . . . ?
N238 C239 C240 C245 -7(3) . . . . ?
C239 C240 C241 C242 -178.8(15) . . . . ?
C239 C240 C245 C244 176(3) . . . . ?
C239 C240 C245 O246 1(5) . . . . ?
C240 C241 C242 C243 1(3) . . . . ?
C240 C245 O246 Cu22 3(5) . . . . ?
C241 C240 C245 C244 -5(5) . . . . ?
C241 C240 C245 O246 179(3) . . . . ?
C241 C242 C243 C244 -3(3) . . . . ?
C242 C243 C244 C245 1(4) . . . . ?
C243 C244 C245 C240 4(5) . . . . ?
C243 C244 C245 O246 179(3) . . . . ?
C244 C245 O246 Cu22 -173(2) . . . . ?
C245 C240 C241 C242 3(3) . . . . ?
N251 Cu22 O246 C245 -161(3) . . . . ?
N251 C252 C253 C254 -0.8(6) . . . . ?
C252 N251 C256 C255 0.3(5) . . . . ?
C252 C253 C254 C255 1.1(5) . . . . ?
C252 C253 C254 N257 -178.5(3) . . . . ?
C253 C254 C255 C256 -0.8(5) . . . . ?
C253 C254 N257 C258 4.1(5) . . . . ?
C253 C254 N257 C259 169.0(3) . . . . ?
C254 C255 C256 N251 0.1(6) . . . . ?
C255 C254 N257 C258 -175.4(3) . . . . ?
C255 C254 N257 C259 -10.6(5) . . . . ?
C256 N251 C252 C253 0.0(5) . . . . ?
N257 C254 C255 C256 178.8(3) . . . . ?
N261 Cu22 O246 C245 110(3) . . . . ?
N261 C262 C263 C264 -0.6(6) . . . . ?
C262 N261 C266 C265 -1.1(5) . . . . ?
C262 C263 C264 C265 -1.9(5) . . . . ?
C262 C263 C264 N267 177.3(3) . . . . ?
C263 C264 C265 C266 2.8(5) . . . . ?
C263 C264 N267 C268 -7.4(5) . . . . ?
C263 C264 N267 C269 -170.7(4) . . . . ?
C264 C265 C266 N261 -1.4(6) . . . . ?
C265 C264 N267 C268 171.7(3) . . . . ?
C265 C264 N267 C269 8.4(6) . . . . ?
C266 N261 C262 C263 2.2(6) . . . . ?
N267 C264 C265 C266 -176.3(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.416
_oxdiff_exptl_absorpt_empirical_full_min 0.768
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_test1
_database_code_depnum_ccdc_archive 'CCDC 1907274'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H15 Cu N3 O2'
_chemical_formula_sum            'C20 H15 Cu N3 O2'
_chemical_formula_weight         392.89
_chemical_melting_point          ?
_chemical_oxdiff_formula         (CuC13H9N1O2)(C7H6N2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   28.0625(17)
_cell_length_b                   4.88379(17)
_cell_length_c                   27.4855(17)
_cell_angle_alpha                90
_cell_angle_beta                 118.305(8)
_cell_angle_gamma                90
_cell_volume                     3316.5(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9552
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5340
_cell_measurement_theta_min      2.7920
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.337
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77507
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1608
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            28075
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.487
_diffrn_reflns_theta_min         2.178
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -107.00  73.00   1.00   60.00    --  -17.00  -8.00 114.00  180
  2  ω    -48.00  22.00   1.00   60.00    --  -17.00 -72.00-148.00   70
  3  ω    -56.00  -9.00   1.00   60.00    --  -17.00  72.00 147.00   47
  4  ω    -71.00 -51.00   1.00   60.00    --  -17.00   8.00-115.00   20
  5  ω    -67.00 -14.00   1.00   60.00    --  -17.00   8.00 -17.00   53
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0184523000
_diffrn_orient_matrix_UB_12      -0.1006235000
_diffrn_orient_matrix_UB_13      0.0173884000
_diffrn_orient_matrix_UB_21      -0.0208655000
_diffrn_orient_matrix_UB_22      -0.0996206000
_diffrn_orient_matrix_UB_23      -0.0107665000
_diffrn_orient_matrix_UB_31      0.0069673000
_diffrn_orient_matrix_UB_32      -0.0320974000
_diffrn_orient_matrix_UB_33      -0.0210064000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5900
_reflns_number_total             7601
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.510
_refine_diff_density_min         -0.787
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     612
_refine_ls_number_reflns         7601
_refine_ls_number_restraints     1347
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0621
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0644P)²+10.6598P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1524
_refine_ls_wR_factor_ref         0.1622
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9917(4) 0.0083(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
3. Uiso/Uaniso restraints and constraints
Cu1 \\sim O11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim
N18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim
O26 \\sim Cu2 \\sim O31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim
C37 \\sim N38 \\sim C39 \\sim C40 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim
C45 \\sim O46: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
Cu3 \\sim O51 \\sim C52 \\sim C53 \\sim C54 \\sim C55 \\sim C56 \\sim C57 \\sim
N58 \\sim C59 \\sim C60 \\sim C61 \\sim C62 \\sim C63 \\sim C64 \\sim C65 \\sim
O66 \\sim Cu4 \\sim O71 \\sim C72 \\sim C73 \\sim C74 \\sim C75 \\sim C76 \\sim
C77 \\sim N78 \\sim C79 \\sim C80 \\sim C81 \\sim C82 \\sim C83 \\sim C84 \\sim
C85 \\sim O86: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
 C25, O26, Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43,
  C44, C45, O46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cu3, O51, C52, C53, C54, C55, C56, C57, N58, C59, C60, C61, C62, C63, C64,
 C65, O66, Cu4, O71, C72, C73, C74, C75, C76, C77, N78, C79, C80, C81, C82, C83,
  C84, C85, O86
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
C25, O26} sigma for 1-2: 0.01, 1-3: 0.02
as
{Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44,
C45, O46}
{Cu3, O51, C52, C53, C54, C55, C56, C57, N58, C59, C60, C61, C62, C63, C64,
C65, O66} sigma for 1-2: 0.01, 1-3: 0.02
as
{Cu4, O71, C72, C73, C74, C75, C76, C77, N78, C79, C80, C81, C82, C83, C84,
C85, O86}
6. Others
 Sof(Cu2)=Sof(O31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=
 Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(N38)=Sof(C39)=Sof(H39)=Sof(C40)=
 Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=
 Sof(C45)=Sof(O46)=1-FVAR(1)
 Sof(Cu1)=Sof(O11)=Sof(C12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=
 Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(N18)=Sof(C19)=Sof(H19)=Sof(C20)=
 Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=
 Sof(C25)=Sof(O26)=FVAR(1)
 Sof(Cu4)=Sof(O71)=Sof(C72)=Sof(C73)=Sof(H73)=Sof(C74)=Sof(H74)=Sof(C75)=
 Sof(H75)=Sof(C76)=Sof(H76)=Sof(C77)=Sof(N78)=Sof(C79)=Sof(H79)=Sof(C80)=
 Sof(C81)=Sof(H81)=Sof(C82)=Sof(H82)=Sof(C83)=Sof(H83)=Sof(C84)=Sof(H84)=
 Sof(C85)=Sof(O86)=1-FVAR(2)
 Sof(Cu3)=Sof(O51)=Sof(C52)=Sof(C53)=Sof(H53)=Sof(C54)=Sof(H54)=Sof(C55)=
 Sof(H55)=Sof(C56)=Sof(H56)=Sof(C57)=Sof(N58)=Sof(C59)=Sof(H59)=Sof(C60)=
 Sof(C61)=Sof(H61)=Sof(C62)=Sof(H62)=Sof(C63)=Sof(H63)=Sof(C64)=Sof(H64)=
 Sof(C65)=Sof(O66)=FVAR(2)
 U11(Cu3)=Uiso(Cu4)=FVAR(3)
7.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C21(H21), C22(H22),
 C23(H23), C24(H24), C33(H33), C34(H34), C35(H35), C36(H36), C39(H39), C41(H41),
  C42(H42), C43(H43), C44(H44), C102(H102), N103(H103), C105(H105), C106(H106),
 C107(H107), C108(H108), C53(H53), C54(H54), C55(H55), C56(H56), C59(H59),
 C61(H61), C62(H62), C63(H63), C64(H64), C73(H73), C74(H74), C75(H75), C76(H76),
  C79(H79), C81(H81), C82(H82), C83(H83), C84(H84), C112(H112), N113(H113),
 C115(H115), C116(H116), C117(H117), C118(H118)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.10719(7) 0.2853(4) 0.34900(7) 0.0167(3) Uani 0.775(6) 1 d D U P A 1
O11 O 0.05571(17) 0.5265(9) 0.35719(15) 0.0196(8) Uani 0.775(6) 1 d D U P A 1
C12 C 0.0628(3) 0.5207(17) 0.4094(2) 0.0182(13) Uani 0.775(6) 1 d D U P A 1
C13 C 0.0336(2) 0.6917(14) 0.4260(3) 0.0247(13) Uani 0.775(6) 1 d D U P A 1
H13 H 0.0085 0.8146 0.4012 0.030 Uiso 0.775(6) 1 calc R . P A 1
C14 C 0.0421(3) 0.6777(14) 0.4801(3) 0.0276(13) Uani 0.775(6) 1 d D U P A 1
H14 H 0.0233 0.7954 0.4916 0.033 Uiso 0.775(6) 1 calc R . P A 1
C15 C 0.0782(3) 0.4902(16) 0.5171(3) 0.0330(15) Uani 0.775(6) 1 d D U P A 1
H15 H 0.0832 0.4812 0.5530 0.040 Uiso 0.775(6) 1 calc R . P A 1
C16 C 0.1068(4) 0.3169(17) 0.5007(3) 0.0307(16) Uani 0.775(6) 1 d D U P A 1
H16 H 0.1308 0.1898 0.5253 0.037 Uiso 0.775(6) 1 calc R . P A 1
C17 C 0.0992(6) 0.334(3) 0.4465(3) 0.021(2) Uani 0.775(6) 1 d D U P A 1
N18 N 0.12728(16) 0.1750(9) 0.42433(17) 0.0185(10) Uani 0.775(6) 1 d D U P A 1
C19 C 0.1606(2) -0.0166(11) 0.4520(2) 0.0218(11) Uani 0.775(6) 1 d D U P A 1
H19 H 0.1660 -0.0513 0.4875 0.026 Uiso 0.775(6) 1 calc R . P A 1
C20 C 0.1900(3) -0.1806(14) 0.4320(3) 0.0207(13) Uani 0.775(6) 1 d D U P A 1
C21 C 0.2278(3) -0.3711(15) 0.4696(3) 0.0257(14) Uani 0.775(6) 1 d D U P A 1
H21 H 0.2329 -0.3815 0.5055 0.031 Uiso 0.775(6) 1 calc R . P A 1
C22 C 0.2570(3) -0.5409(16) 0.4534(3) 0.0294(17) Uani 0.775(6) 1 d D U P A 1
H22 H 0.2819 -0.6643 0.4783 0.035 Uiso 0.775(6) 1 calc R . P A 1
C23 C 0.2488(3) -0.5252(16) 0.3993(4) 0.0279(18) Uani 0.775(6) 1 d D U P A 1
H23 H 0.2681 -0.6412 0.3881 0.033 Uiso 0.775(6) 1 calc R . P A 1
C24 C 0.2135(4) -0.3445(18) 0.3630(3) 0.0274(16) Uani 0.775(6) 1 d D U P A 1
H24 H 0.2094 -0.3386 0.3274 0.033 Uiso 0.775(6) 1 calc R . P A 1
C25 C 0.1823(3) -0.1626(14) 0.3770(3) 0.0202(12) Uani 0.775(6) 1 d D U P A 1
O26 O 0.14875(15) 0.0052(8) 0.33910(17) 0.0208(8) Uani 0.775(6) 1 d D U P A 1
Cu2 Cu 0.1155(2) 0.2333(12) 0.3413(2) 0.0127(9) Uani 0.225(6) 1 d D U P A 2
O31 O 0.1556(5) -0.036(2) 0.3237(4) 0.017(3) Uiso 0.225(6) 1 d D U P A 2
C32 C 0.1861(11) -0.198(5) 0.3673(7) 0.019(6) Uiso 0.225(6) 1 d D U P A 2
C33 C 0.2195(13) -0.404(6) 0.3654(9) 0.026(7) Uiso 0.225(6) 1 d D U P A 2
H33 H 0.2195 -0.4442 0.3324 0.032 Uiso 0.225(6) 1 calc R . P A 2
C34 C 0.2529(10) -0.547(5) 0.4132(8) 0.008(5) Uiso 0.225(6) 1 d D U P A 2
H34 H 0.2751 -0.6846 0.4116 0.010 Uiso 0.225(6) 1 calc R . P A 2
C35 C 0.2539(9) -0.491(5) 0.4630(7) 0.013(5) Uiso 0.225(6) 1 d D U P A 2
H35 H 0.2783 -0.5807 0.4950 0.015 Uiso 0.225(6) 1 calc R . P A 2
C36 C 0.2183(8) -0.301(4) 0.4645(7) 0.014(5) Uiso 0.225(6) 1 d D U P A 2
H36 H 0.2168 -0.2697 0.4971 0.017 Uiso 0.225(6) 1 calc R . P A 2
C37 C 0.1845(9) -0.156(4) 0.4164(6) 0.014(5) Uiso 0.225(6) 1 d D U P A 2
N38 N 0.1484(5) 0.058(2) 0.4140(4) 0.015(3) Uiso 0.225(6) 1 d D U P A 2
C39 C 0.1388(6) 0.117(3) 0.4540(5) 0.021(4) Uiso 0.225(6) 1 d D U P A 2
H39 H 0.1558 0.0102 0.4858 0.025 Uiso 0.225(6) 1 calc R . P A 2
C40 C 0.1040(18) 0.332(9) 0.4539(9) 0.013(6) Uiso 0.225(6) 1 d D U P A 2
C41 C 0.1012(11) 0.382(5) 0.5034(7) 0.025(6) Uiso 0.225(6) 1 d D U P A 2
H41 H 0.1237 0.2847 0.5351 0.030 Uiso 0.225(6) 1 calc R . P A 2
C42 C 0.0659(9) 0.572(5) 0.5057(8) 0.028(6) Uiso 0.225(6) 1 d D U P A 2
H42 H 0.0636 0.5982 0.5380 0.034 Uiso 0.225(6) 1 calc R . P A 2
C43 C 0.0338(7) 0.723(4) 0.4584(8) 0.019(4) Uiso 0.225(6) 1 d D U P A 2
H43 H 0.0103 0.8538 0.4595 0.023 Uiso 0.225(6) 1 calc R . P A 2
C44 C 0.0361(9) 0.684(4) 0.4109(8) 0.020(5) Uiso 0.225(6) 1 d D U P A 2
H44 H 0.0147 0.7936 0.3806 0.024 Uiso 0.225(6) 1 calc R . P A 2
C45 C 0.0696(11) 0.483(5) 0.4053(7) 0.015(6) Uiso 0.225(6) 1 d D U P A 2
O46 O 0.0676(5) 0.449(3) 0.3570(5) 0.014(3) Uiso 0.225(6) 1 d D U P A 2
N101 N 0.08536(13) 0.4428(7) 0.27353(14) 0.0216(7) Uani 1 1 d . . . . .
C102 C 0.04787(15) 0.6367(9) 0.25430(16) 0.0207(8) Uani 1 1 d . . . . .
H102 H 0.0294 0.6955 0.2730 0.025 Uiso 1 1 calc R . . . .
N103 N 0.03897(14) 0.7399(7) 0.20583(14) 0.0224(7) Uani 1 1 d . . . . .
H103 H 0.0157 0.8640 0.1870 0.027 Uiso 1 1 calc R . . . .
C104 C 0.07444(16) 0.6087(9) 0.19144(17) 0.0226(8) Uani 1 1 d . . . . .
C105 C 0.08318(18) 0.6417(10) 0.14581(19) 0.0301(10) Uani 1 1 d . . . . .
H105 H 0.0636 0.7674 0.1180 0.036 Uiso 1 1 calc R . . . .
C106 C 0.1222(2) 0.4783(11) 0.1443(2) 0.0406(13) Uani 1 1 d . . . . .
H106 H 0.1295 0.4933 0.1147 0.049 Uiso 1 1 calc R . . . .
C107 C 0.1517(2) 0.2882(11) 0.1867(2) 0.0403(13) Uani 1 1 d . . . . .
H107 H 0.1778 0.1810 0.1842 0.048 Uiso 1 1 calc R . . . .
C108 C 0.14306(19) 0.2558(10) 0.2317(2) 0.0337(11) Uani 1 1 d . . . . .
H108 H 0.1627 0.1297 0.2594 0.040 Uiso 1 1 calc R . . . .
C109 C 0.10341(16) 0.4217(9) 0.23386(17) 0.0231(9) Uani 1 1 d . . . . .
Cu3 Cu 0.41812(6) 0.7804(3) 0.28814(7) 0.0215(2) Uani 0.852(6) 1 d D U P B 1
O51 O 0.39701(16) 1.0191(13) 0.2236(2) 0.0242(10) Uani 0.852(6) 1 d D U P B 1
C52 C 0.3439(3) 1.007(2) 0.1895(4) 0.0238(15) Uani 0.852(6) 1 d D U P B 1
C53 C 0.3189(3) 1.1740(13) 0.1424(2) 0.0287(12) Uani 0.852(6) 1 d D U P B 1
H53 H 0.3392 1.2979 0.1341 0.034 Uiso 0.852(6) 1 calc R . P B 1
C54 C 0.2634(3) 1.1515(15) 0.1081(2) 0.0353(14) Uani 0.852(6) 1 d D U P B 1
H54 H 0.2466 1.2614 0.0769 0.042 Uiso 0.852(6) 1 calc R . P B 1
C55 C 0.2326(2) 0.9675(15) 0.1200(2) 0.0379(14) Uani 0.852(6) 1 d D U P B 1
H55 H 0.1956 0.9550 0.0965 0.045 Uiso 0.852(6) 1 calc R . P B 1
C56 C 0.2566(2) 0.8020(14) 0.1665(2) 0.0341(13) Uani 0.852(6) 1 d D U P B 1
H56 H 0.2357 0.6792 0.1742 0.041 Uiso 0.852(6) 1 calc R . P B 1
C57 C 0.3119(3) 0.8209(17) 0.2015(3) 0.0284(13) Uani 0.852(6) 1 d D U P B 1
N58 N 0.34258(16) 0.6653(9) 0.25046(17) 0.0235(9) Uani 0.852(6) 1 d D U P B 1
C59 C 0.3217(2) 0.4713(11) 0.2661(2) 0.0289(12) Uani 0.852(6) 1 d D U P B 1
H59 H 0.2852 0.4332 0.2438 0.035 Uiso 0.852(6) 1 calc R . P B 1
C60 C 0.3500(2) 0.3124(16) 0.3142(3) 0.0291(12) Uani 0.852(6) 1 d D U P B 1
C61 C 0.3198(2) 0.1139(14) 0.3274(3) 0.0346(13) Uani 0.852(6) 1 d D U P B 1
H61 H 0.2828 0.0980 0.3042 0.042 Uiso 0.852(6) 1 calc R . P B 1
C62 C 0.3437(3) -0.0510(12) 0.3726(3) 0.0350(14) Uani 0.852(6) 1 d D U P B 1
H62 H 0.3232 -0.1775 0.3801 0.042 Uiso 0.852(6) 1 calc R . P B 1
C63 C 0.3992(3) -0.0278(12) 0.4076(3) 0.0352(13) Uani 0.852(6) 1 d D U P B 1
H63 H 0.4157 -0.1397 0.4386 0.042 Uiso 0.852(6) 1 calc R . P B 1
C64 C 0.4299(3) 0.1584(15) 0.3969(3) 0.0341(13) Uani 0.852(6) 1 d D U P B 1
H64 H 0.4669 0.1675 0.4209 0.041 Uiso 0.852(6) 1 calc R . P B 1
C65 C 0.4070(3) 0.338(2) 0.3505(5) 0.0262(16) Uani 0.852(6) 1 d D U P B 1
O66 O 0.4384(2) 0.5053(11) 0.3430(2) 0.0256(9) Uani 0.852(6) 1 d D U P B 1
Cu4 Cu 0.4230(4) 0.748(2) 0.2974(4) 0.0216(4) Uiso 0.148(6) 1 d D U P B 2
O71 O 0.4472(8) 0.480(6) 0.3574(11) 0.029(8) Uiso 0.148(6) 1 d D U P B 2
C72 C 0.4074(11) 0.313(15) 0.352(3) 0.033(9) Uiso 0.148(6) 1 d D U P B 2
C73 C 0.4157(11) 0.116(9) 0.3922(16) 0.041(10) Uiso 0.148(6) 1 d D U P B 2
H73 H 0.4500 0.0890 0.4220 0.049 Uiso 0.148(6) 1 calc R . P B 2
C74 C 0.3721(12) -0.038(7) 0.3873(14) 0.034(8) Uiso 0.148(6) 1 d D U P B 2
H74 H 0.3778 -0.1817 0.4118 0.041 Uiso 0.148(6) 1 calc R . P B 2
C75 C 0.3202(11) 0.020(7) 0.3461(14) 0.044(9) Uiso 0.148(6) 1 d D U P B 2
H75 H 0.2910 -0.0747 0.3452 0.053 Uiso 0.148(6) 1 calc R . P B 2
C76 C 0.3110(8) 0.216(6) 0.3062(12) 0.038(7) Uiso 0.148(6) 1 d D U P B 2
H76 H 0.2760 0.2489 0.2781 0.045 Uiso 0.148(6) 1 calc R . P B 2
C77 C 0.3542(8) 0.365(9) 0.3084(16) 0.034(9) Uiso 0.148(6) 1 d D U P B 2
N78 N 0.3521(5) 0.579(4) 0.2721(7) 0.023(5) Uiso 0.148(6) 1 d D U P B 2
C79 C 0.3085(6) 0.641(4) 0.2277(7) 0.019(5) Uiso 0.148(6) 1 d D U P B 2
H79 H 0.2776 0.5390 0.2200 0.023 Uiso 0.148(6) 1 calc R . P B 2
C80 C 0.3033(9) 0.848(10) 0.1900(17) 0.030(9) Uiso 0.148(6) 1 d D U P B 2
C81 C 0.2503(7) 0.902(6) 0.1445(10) 0.026(6) Uiso 0.148(6) 1 d D U P B 2
H81 H 0.2212 0.7963 0.1405 0.031 Uiso 0.148(6) 1 calc R . P B 2
C82 C 0.2420(9) 1.105(7) 0.1074(11) 0.032(7) Uiso 0.148(6) 1 d D U P B 2
H82 H 0.2071 1.1537 0.0813 0.038 Uiso 0.148(6) 1 calc R . P B 2
C83 C 0.2867(10) 1.239(6) 0.1091(10) 0.030(7) Uiso 0.148(6) 1 d D U P B 2
H83 H 0.2816 1.3645 0.0816 0.036 Uiso 0.148(6) 1 calc R . P B 2
C84 C 0.3381(9) 1.188(7) 0.1507(12) 0.032(8) Uiso 0.148(6) 1 d D U P B 2
H84 H 0.3672 1.2741 0.1496 0.039 Uiso 0.148(6) 1 calc R . P B 2
C85 C 0.3486(10) 1.008(14) 0.196(2) 0.029(9) Uiso 0.148(6) 1 d D U P B 2
O86 O 0.3983(8) 0.967(7) 0.2327(10) 0.017(7) Uiso 0.148(6) 1 d D U P B 2
N111 N 0.49230(13) 0.9427(7) 0.32362(14) 0.0229(7) Uani 1 1 d . . . . .
C112 C 0.50507(17) 1.1362(10) 0.29752(18) 0.0260(9) Uani 1 1 d . . . . .
H112 H 0.4824 1.1884 0.2612 0.031 Uiso 1 1 calc R . . . .
N113 N 0.55375(14) 1.2474(8) 0.32894(15) 0.0266(8) Uani 1 1 d . . . . .
H113 H 0.5687 1.3738 0.3190 0.032 Uiso 1 1 calc R . . . .
C114 C 0.57575(17) 1.1232(9) 0.38017(18) 0.0259(9) Uani 1 1 d . . . . .
C115 C 0.62301(18) 1.1737(10) 0.4274(2) 0.0326(11) Uani 1 1 d . . . . .
H115 H 0.6475 1.3055 0.4286 0.039 Uiso 1 1 calc R . . . .
C116 C 0.63264(19) 1.0153(10) 0.47403(19) 0.0342(11) Uani 1 1 d . . . . .
H116 H 0.6642 1.0424 0.5071 0.041 Uiso 1 1 calc R . . . .
C117 C 0.5951(2) 0.8168(11) 0.4711(2) 0.0357(11) Uani 1 1 d . . . . .
H117 H 0.6026 0.7123 0.5022 0.043 Uiso 1 1 calc R . . . .
C118 C 0.54730(19) 0.7730(9) 0.42322(19) 0.0290(10) Uani 1 1 d . . . . .
H118 H 0.5226 0.6427 0.4220 0.035 Uiso 1 1 calc R . . . .
C119 C 0.53700(17) 0.9287(9) 0.37685(17) 0.0247(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O11 1.958(4) . ?
Cu1 N18 1.946(5) . ?
Cu1 O26 1.899(4) . ?
Cu1 N101 2.016(4) . ?
O11 C12 1.352(7) . ?
C12 C13 1.391(9) . ?
C12 C17 1.388(9) . ?
C13 H13 0.9300 . ?
C13 C14 1.390(9) . ?
C14 H14 0.9300 . ?
C14 C15 1.386(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.380(9) . ?
C16 H16 0.9300 . ?
C16 C17 1.403(9) . ?
C17 N18 1.432(8) . ?
N18 C19 1.286(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.434(8) . ?
C20 C21 1.420(10) . ?
C20 C25 1.425(10) . ?
C21 H21 0.9300 . ?
C21 C22 1.379(10) . ?
C22 H22 0.9300 . ?
C22 C23 1.395(11) . ?
C23 H23 0.9300 . ?
C23 C24 1.349(11) . ?
C24 H24 0.9300 . ?
C24 C25 1.423(10) . ?
C25 O26 1.308(7) . ?
Cu2 O31 1.937(8) . ?
Cu2 N38 1.955(8) . ?
Cu2 O46 1.911(8) . ?
Cu2 N101 1.934(6) . ?
O31 C32 1.351(11) . ?
C32 C33 1.389(13) . ?
C32 C37 1.389(12) . ?
C33 H33 0.9300 . ?
C33 C34 1.388(12) . ?
C34 H34 0.9300 . ?
C34 C35 1.383(12) . ?
C35 H35 0.9300 . ?
C35 C36 1.378(12) . ?
C36 H36 0.9300 . ?
C36 C37 1.400(12) . ?
C37 N38 1.435(11) . ?
N38 C39 1.283(9) . ?
C39 H39 0.9300 . ?
C39 C40 1.435(12) . ?
C40 C41 1.422(13) . ?
C40 C45 1.425(13) . ?
C41 H41 0.9300 . ?
C41 C42 1.378(13) . ?
C42 H42 0.9300 . ?
C42 C43 1.392(14) . ?
C43 H43 0.9300 . ?
C43 C44 1.350(13) . ?
C44 H44 0.9300 . ?
C44 C45 1.419(13) . ?
C45 O46 1.312(11) . ?
N101 C102 1.325(5) . ?
N101 C109 1.407(5) . ?
C102 H102 0.9300 . ?
C102 N103 1.333(5) . ?
N103 H103 0.8600 . ?
N103 C104 1.390(5) . ?
C104 C105 1.397(6) . ?
C104 C109 1.399(6) . ?
C105 H105 0.9300 . ?
C105 C106 1.372(7) . ?
C106 H106 0.9300 . ?
C106 C107 1.410(8) . ?
C107 H107 0.9300 . ?
C107 C108 1.378(7) . ?
C108 H108 0.9300 . ?
C108 C109 1.400(6) . ?
Cu3 O51 1.965(5) . ?
Cu3 N58 1.949(4) . ?
Cu3 O66 1.893(5) . ?
Cu3 N111 1.997(4) . ?
O51 C52 1.333(7) . ?
C52 C53 1.405(8) . ?
C52 C57 1.423(8) . ?
C53 H53 0.9300 . ?
C53 C54 1.389(8) . ?
C54 H54 0.9300 . ?
C54 C55 1.388(9) . ?
C55 H55 0.9300 . ?
C55 C56 1.387(9) . ?
C56 H56 0.9300 . ?
C56 C57 1.388(8) . ?
C57 N58 1.426(9) . ?
N58 C59 1.289(6) . ?
C59 H59 0.9300 . ?
C59 C60 1.409(9) . ?
C60 C61 1.441(9) . ?
C60 C65 1.435(8) . ?
C61 H61 0.9300 . ?
C61 C62 1.361(9) . ?
C62 H62 0.9300 . ?
C62 C63 1.394(9) . ?
C63 H63 0.9300 . ?
C63 C64 1.377(8) . ?
C64 H64 0.9300 . ?
C64 C65 1.425(8) . ?
C65 O66 1.289(7) . ?
Cu4 O71 1.954(10) . ?
Cu4 N78 1.953(9) . ?
Cu4 O86 1.902(10) . ?
Cu4 N111 1.970(10) . ?
O71 C72 1.332(12) . ?
C72 C73 1.405(12) . ?
C72 C77 1.424(12) . ?
C73 H73 0.9300 . ?
C73 C74 1.388(13) . ?
C74 H74 0.9300 . ?
C74 C75 1.387(13) . ?
C75 H75 0.9300 . ?
C75 C76 1.388(13) . ?
C76 H76 0.9300 . ?
C76 C77 1.389(12) . ?
C77 N78 1.427(12) . ?
N78 C79 1.289(10) . ?
C79 H79 0.9300 . ?
C79 C80 1.407(12) . ?
C80 C81 1.442(13) . ?
C80 C85 1.439(12) . ?
C81 H81 0.9300 . ?
C81 C82 1.360(13) . ?
C82 H82 0.9300 . ?
C82 C83 1.396(13) . ?
C83 H83 0.9300 . ?
C83 C84 1.374(12) . ?
C84 H84 0.9300 . ?
C84 C85 1.429(13) . ?
C85 O86 1.293(12) . ?
N111 C112 1.334(6) . ?
N111 C119 1.406(5) . ?
C112 H112 0.9300 . ?
C112 N113 1.337(5) . ?
N113 H113 0.8600 . ?
N113 C114 1.381(6) . ?
C114 C115 1.368(6) . ?
C114 C119 1.414(6) . ?
C115 H115 0.9300 . ?
C115 C116 1.410(7) . ?
C116 H116 0.9300 . ?
C116 C117 1.406(7) . ?
C117 H117 0.9300 . ?
C117 C118 1.378(7) . ?
C118 H118 0.9300 . ?
C118 C119 1.392(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Cu1 N101 90.45(16) . . ?
N18 Cu1 O11 84.35(17) . . ?
N18 Cu1 N101 173.50(19) . . ?
O26 Cu1 O11 170.6(2) . . ?
O26 Cu1 N18 93.74(18) . . ?
O26 Cu1 N101 92.01(16) . . ?
C12 O11 Cu1 111.4(4) . . ?
O11 C12 C13 121.6(6) . . ?
O11 C12 C17 118.6(7) . . ?
C17 C12 C13 119.7(6) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.5(6) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.7(5) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(6) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.4(7) . . ?
C17 C16 H16 120.3 . . ?
C12 C17 C16 120.5(7) . . ?
C12 C17 N18 114.0(7) . . ?
C16 C17 N18 125.6(7) . . ?
C17 N18 Cu1 111.2(4) . . ?
C19 N18 Cu1 126.4(4) . . ?
C19 N18 C17 122.4(5) . . ?
N18 C19 H19 117.6 . . ?
N18 C19 C20 124.7(5) . . ?
C20 C19 H19 117.6 . . ?
C21 C20 C19 117.0(7) . . ?
C21 C20 C25 119.9(6) . . ?
C25 C20 C19 123.1(6) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 C20 120.8(6) . . ?
C22 C21 H21 119.6 . . ?
C21 C22 H22 120.4 . . ?
C21 C22 C23 119.1(6) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.1(7) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 118.7 . . ?
C23 C24 C25 122.6(7) . . ?
C25 C24 H24 118.7 . . ?
C24 C25 C20 116.4(5) . . ?
O26 C25 C20 125.0(6) . . ?
O26 C25 C24 118.6(7) . . ?
C25 O26 Cu1 126.6(4) . . ?
O31 Cu2 N38 84.8(4) . . ?
O46 Cu2 O31 170.1(7) . . ?
O46 Cu2 N38 93.0(5) . . ?
O46 Cu2 N101 83.9(4) . . ?
N101 Cu2 O31 99.2(4) . . ?
N101 Cu2 N38 173.9(5) . . ?
C32 O31 Cu2 112.0(8) . . ?
O31 C32 C33 123.0(11) . . ?
O31 C32 C37 118.4(10) . . ?
C37 C32 C33 118.6(11) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 C32 119.6(13) . . ?
C34 C33 H33 120.2 . . ?
C33 C34 H34 119.2 . . ?
C35 C34 C33 121.5(13) . . ?
C35 C34 H34 119.2 . . ?
C34 C35 H35 120.4 . . ?
C36 C35 C34 119.3(12) . . ?
C36 C35 H35 120.4 . . ?
C35 C36 H36 120.4 . . ?
C35 C36 C37 119.3(12) . . ?
C37 C36 H36 120.4 . . ?
C32 C37 C36 121.4(11) . . ?
C32 C37 N38 114.3(10) . . ?
C36 C37 N38 124.2(11) . . ?
C37 N38 Cu2 110.3(7) . . ?
C39 N38 Cu2 126.2(8) . . ?
C39 N38 C37 123.5(9) . . ?
N38 C39 H39 117.3 . . ?
N38 C39 C40 125.4(11) . . ?
C40 C39 H39 117.3 . . ?
C41 C40 C39 118.1(12) . . ?
C41 C40 C45 119.1(11) . . ?
C45 C40 C39 122.6(11) . . ?
C40 C41 H41 119.1 . . ?
C42 C41 C40 121.8(13) . . ?
C42 C41 H41 119.1 . . ?
C41 C42 H42 120.9 . . ?
C41 C42 C43 118.3(12) . . ?
C43 C42 H42 120.9 . . ?
C42 C43 H43 119.2 . . ?
C44 C43 C42 121.5(13) . . ?
C44 C43 H43 119.2 . . ?
C43 C44 H44 118.7 . . ?
C43 C44 C45 122.7(13) . . ?
C45 C44 H44 118.7 . . ?
C44 C45 C40 116.5(10) . . ?
O46 C45 C40 124.5(11) . . ?
O46 C45 C44 119.0(12) . . ?
C45 O46 Cu2 127.0(9) . . ?
C102 N101 Cu1 118.7(3) . . ?
C102 N101 Cu2 131.7(3) . . ?
C102 N101 C109 104.6(3) . . ?
C109 N101 Cu1 136.4(3) . . ?
C109 N101 Cu2 123.6(3) . . ?
N101 C102 H102 123.0 . . ?
N101 C102 N103 114.0(4) . . ?
N103 C102 H102 123.0 . . ?
C102 N103 H103 126.6 . . ?
C102 N103 C104 106.9(3) . . ?
C104 N103 H103 126.6 . . ?
N103 C104 C105 131.1(4) . . ?
N103 C104 C109 106.0(3) . . ?
C105 C104 C109 123.0(4) . . ?
C104 C105 H105 121.9 . . ?
C106 C105 C104 116.3(5) . . ?
C106 C105 H105 121.9 . . ?
C105 C106 H106 119.3 . . ?
C105 C106 C107 121.4(4) . . ?
C107 C106 H106 119.3 . . ?
C106 C107 H107 118.8 . . ?
C108 C107 C106 122.3(5) . . ?
C108 C107 H107 118.8 . . ?
C107 C108 H108 121.6 . . ?
C107 C108 C109 116.9(5) . . ?
C109 C108 H108 121.6 . . ?
C104 C109 N101 108.5(4) . . ?
C104 C109 C108 120.2(4) . . ?
C108 C109 N101 131.3(4) . . ?
O51 Cu3 N111 90.20(16) . . ?
N58 Cu3 O51 84.56(19) . . ?
N58 Cu3 N111 173.3(2) . . ?
O66 Cu3 O51 170.9(3) . . ?
O66 Cu3 N58 93.41(19) . . ?
O66 Cu3 N111 92.42(17) . . ?
C52 O51 Cu3 111.5(4) . . ?
O51 C52 C53 121.8(6) . . ?
O51 C52 C57 119.0(6) . . ?
C53 C52 C57 119.3(6) . . ?
C52 C53 H53 120.4 . . ?
C54 C53 C52 119.3(6) . . ?
C54 C53 H53 120.4 . . ?
C53 C54 H54 119.5 . . ?
C55 C54 C53 120.9(6) . . ?
C55 C54 H54 119.5 . . ?
C54 C55 H55 119.6 . . ?
C56 C55 C54 120.7(5) . . ?
C56 C55 H55 119.6 . . ?
C55 C56 H56 120.2 . . ?
C55 C56 C57 119.5(6) . . ?
C57 C56 H56 120.2 . . ?
C52 C57 N58 113.2(5) . . ?
C56 C57 C52 120.3(7) . . ?
C56 C57 N58 126.5(6) . . ?
C57 N58 Cu3 111.5(3) . . ?
C59 N58 Cu3 125.9(4) . . ?
C59 N58 C57 122.7(4) . . ?
N58 C59 H59 117.4 . . ?
N58 C59 C60 125.1(5) . . ?
C60 C59 H59 117.4 . . ?
C59 C60 C61 118.1(5) . . ?
C59 C60 C65 123.4(6) . . ?
C65 C60 C61 118.5(6) . . ?
C60 C61 H61 118.8 . . ?
C62 C61 C60 122.4(6) . . ?
C62 C61 H61 118.8 . . ?
C61 C62 H62 120.5 . . ?
C61 C62 C63 119.1(6) . . ?
C63 C62 H62 120.5 . . ?
C62 C63 H63 119.5 . . ?
C64 C63 C62 121.0(6) . . ?
C64 C63 H63 119.5 . . ?
C63 C64 H64 118.8 . . ?
C63 C64 C65 122.3(7) . . ?
C65 C64 H64 118.8 . . ?
C64 C65 C60 116.7(6) . . ?
O66 C65 C60 124.4(6) . . ?
O66 C65 C64 118.8(6) . . ?
C65 O66 Cu3 127.4(5) . . ?
O71 Cu4 N111 97.3(6) . . ?
N78 Cu4 O71 84.7(5) . . ?
N78 Cu4 N111 175.9(10) . . ?
O86 Cu4 O71 172.3(18) . . ?
O86 Cu4 N78 92.6(6) . . ?
O86 Cu4 N111 85.9(7) . . ?
C72 O71 Cu4 112.0(9) . . ?
O71 C72 C73 120.9(16) . . ?
O71 C72 C77 118.6(13) . . ?
C73 C72 C77 119.8(13) . . ?
C72 C73 H73 120.4 . . ?
C74 C73 C72 119.2(13) . . ?
C74 C73 H73 120.4 . . ?
C73 C74 H74 119.8 . . ?
C75 C74 C73 120.3(13) . . ?
C75 C74 H74 119.8 . . ?
C74 C75 H75 119.4 . . ?
C74 C75 C76 121.1(13) . . ?
C76 C75 H75 119.4 . . ?
C75 C76 H76 120.2 . . ?
C75 C76 C77 119.7(13) . . ?
C77 C76 H76 120.2 . . ?
C72 C77 N78 113.2(10) . . ?
C76 C77 C72 119.6(12) . . ?
C76 C77 N78 127.2(13) . . ?
C77 N78 Cu4 111.3(8) . . ?
C79 N78 Cu4 126.1(9) . . ?
C79 N78 C77 122.6(11) . . ?
N78 C79 H79 117.1 . . ?
N78 C79 C80 125.8(12) . . ?
C80 C79 H79 117.1 . . ?
C79 C80 C81 118.4(12) . . ?
C79 C80 C85 122.3(12) . . ?
C85 C80 C81 119.3(11) . . ?
C80 C81 H81 119.2 . . ?
C82 C81 C80 121.7(13) . . ?
C82 C81 H81 119.2 . . ?
C81 C82 H82 120.6 . . ?
C81 C82 C83 118.9(13) . . ?
C83 C82 H82 120.6 . . ?
C82 C83 H83 119.5 . . ?
C84 C83 C82 121.1(13) . . ?
C84 C83 H83 119.5 . . ?
C83 C84 H84 118.8 . . ?
C83 C84 C85 122.4(13) . . ?
C85 C84 H84 118.8 . . ?
C84 C85 C80 115.6(13) . . ?
O86 C85 C80 124.5(16) . . ?
O86 C85 C84 118.8(16) . . ?
C85 O86 Cu4 127.2(12) . . ?
C112 N111 Cu3 120.1(3) . . ?
C112 N111 Cu4 128.0(4) . . ?
C112 N111 C119 105.0(3) . . ?
C119 N111 Cu3 134.2(3) . . ?
C119 N111 Cu4 126.6(4) . . ?
N111 C112 H112 123.4 . . ?
N111 C112 N113 113.1(4) . . ?
N113 C112 H112 123.4 . . ?
C112 N113 H113 126.1 . . ?
C112 N113 C114 107.8(4) . . ?
C114 N113 H113 126.1 . . ?
N113 C114 C119 105.7(4) . . ?
C115 C114 N113 130.6(4) . . ?
C115 C114 C119 123.5(4) . . ?
C114 C115 H115 121.8 . . ?
C114 C115 C116 116.4(4) . . ?
C116 C115 H115 121.8 . . ?
C115 C116 H116 119.6 . . ?
C117 C116 C115 120.7(4) . . ?
C117 C116 H116 119.6 . . ?
C116 C117 H117 119.2 . . ?
C118 C117 C116 121.7(5) . . ?
C118 C117 H117 119.2 . . ?
C117 C118 H118 120.8 . . ?
C117 C118 C119 118.3(4) . . ?
C119 C118 H118 120.8 . . ?
N111 C119 C114 108.3(4) . . ?
C118 C119 N111 132.4(4) . . ?
C118 C119 C114 119.2(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O11 C12 C13 175.0(6) . . . . ?
Cu1 O11 C12 C17 -6.5(12) . . . . ?
Cu1 N18 C19 C20 1.5(8) . . . . ?
Cu1 N101 C102 N103 175.7(3) . . . . ?
Cu1 N101 C109 C104 -173.5(3) . . . . ?
Cu1 N101 C109 C108 5.9(7) . . . . ?
O11 C12 C13 C14 179.8(7) . . . . ?
O11 C12 C17 C16 -178.4(11) . . . . ?
O11 C12 C17 N18 2.7(18) . . . . ?
C12 C13 C14 C15 -1.7(11) . . . . ?
C12 C17 N18 Cu1 2.6(15) . . . . ?
C12 C17 N18 C19 -176.6(9) . . . . ?
C13 C12 C17 C16 0(2) . . . . ?
C13 C12 C17 N18 -178.8(9) . . . . ?
C13 C14 C15 C16 0.8(11) . . . . ?
C14 C15 C16 C17 0.6(15) . . . . ?
C15 C16 C17 C12 -1(2) . . . . ?
C15 C16 C17 N18 177.7(12) . . . . ?
C16 C17 N18 Cu1 -176.2(13) . . . . ?
C16 C17 N18 C19 5(2) . . . . ?
C17 C12 C13 C14 1.3(14) . . . . ?
C17 N18 C19 C20 -179.5(10) . . . . ?
N18 Cu1 O26 C25 -7.2(5) . . . . ?
N18 C19 C20 C21 176.0(6) . . . . ?
N18 C19 C20 C25 -5.1(10) . . . . ?
C19 C20 C21 C22 178.7(7) . . . . ?
C19 C20 C25 C24 -178.3(7) . . . . ?
C19 C20 C25 O26 1.2(11) . . . . ?
C20 C21 C22 C23 -0.5(12) . . . . ?
C20 C25 O26 Cu1 5.9(10) . . . . ?
C21 C20 C25 C24 0.6(11) . . . . ?
C21 C20 C25 O26 -179.9(7) . . . . ?
C21 C22 C23 C24 1.0(13) . . . . ?
C22 C23 C24 C25 -0.7(14) . . . . ?
C23 C24 C25 C20 -0.1(13) . . . . ?
C23 C24 C25 O26 -179.7(8) . . . . ?
C24 C25 O26 Cu1 -174.6(5) . . . . ?
C25 C20 C21 C22 -0.3(11) . . . . ?
Cu2 O31 C32 C33 -179(3) . . . . ?
Cu2 O31 C32 C37 1(3) . . . . ?
Cu2 N38 C39 C40 -4(4) . . . . ?
Cu2 N101 C102 N103 178.0(4) . . . . ?
Cu2 N101 C109 C104 -177.7(3) . . . . ?
Cu2 N101 C109 C108 1.7(7) . . . . ?
O31 C32 C33 C34 175(3) . . . . ?
O31 C32 C37 C36 -175(3) . . . . ?
O31 C32 C37 N38 1(4) . . . . ?
C32 C33 C34 C35 0(5) . . . . ?
C32 C37 N38 Cu2 -3(3) . . . . ?
C32 C37 N38 C39 176(2) . . . . ?
C33 C32 C37 C36 5(5) . . . . ?
C33 C32 C37 N38 -179(3) . . . . ?
C33 C34 C35 C36 4(5) . . . . ?
C34 C35 C36 C37 -4(4) . . . . ?
C35 C36 C37 C32 0(4) . . . . ?
C35 C36 C37 N38 -176(2) . . . . ?
C36 C37 N38 Cu2 173(2) . . . . ?
C36 C37 N38 C39 -9(4) . . . . ?
C37 C32 C33 C34 -4(5) . . . . ?
C37 N38 C39 C40 179(4) . . . . ?
N38 C39 C40 C41 -175(3) . . . . ?
N38 C39 C40 C45 10(7) . . . . ?
C39 C40 C41 C42 -175(4) . . . . ?
C39 C40 C45 C44 178(4) . . . . ?
C39 C40 C45 O46 -3(7) . . . . ?
C40 C41 C42 C43 -2(5) . . . . ?
C40 C45 O46 Cu2 -9(5) . . . . ?
C41 C40 C45 C44 3(6) . . . . ?
C41 C40 C45 O46 -178(4) . . . . ?
C41 C42 C43 C44 1(4) . . . . ?
C42 C43 C44 C45 2(4) . . . . ?
C43 C44 C45 C40 -4(5) . . . . ?
C43 C44 C45 O46 177(3) . . . . ?
C44 C45 O46 Cu2 170.1(19) . . . . ?
C45 C40 C41 C42 0(7) . . . . ?
N101 Cu1 O26 C25 169.8(5) . . . . ?
N101 C102 N103 C104 -1.4(5) . . . . ?
C102 N101 C109 C104 -0.5(4) . . . . ?
C102 N101 C109 C108 178.9(5) . . . . ?
C102 N103 C104 C105 -178.4(4) . . . . ?
C102 N103 C104 C109 1.0(4) . . . . ?
N103 C104 C105 C106 179.5(4) . . . . ?
N103 C104 C109 N101 -0.3(4) . . . . ?
N103 C104 C109 C108 -179.8(4) . . . . ?
C104 C105 C106 C107 0.0(7) . . . . ?
C105 C104 C109 N101 179.2(4) . . . . ?
C105 C104 C109 C108 -0.3(6) . . . . ?
C105 C106 C107 C108 -0.1(8) . . . . ?
C106 C107 C108 C109 -0.1(7) . . . . ?
C107 C108 C109 N101 -179.1(4) . . . . ?
C107 C108 C109 C104 0.2(6) . . . . ?
C109 N101 C102 N103 1.2(5) . . . . ?
C109 C104 C105 C106 0.2(6) . . . . ?
Cu3 O51 C52 C53 175.8(9) . . . . ?
Cu3 O51 C52 C57 -4.2(13) . . . . ?
Cu3 N58 C59 C60 1.7(8) . . . . ?
Cu3 N111 C112 N113 172.5(3) . . . . ?
Cu3 N111 C119 C114 -170.6(3) . . . . ?
Cu3 N111 C119 C118 7.1(7) . . . . ?
O51 C52 C53 C54 179.6(9) . . . . ?
O51 C52 C57 C56 -179.4(9) . . . . ?
O51 C52 C57 N58 -0.1(15) . . . . ?
C52 C53 C54 C55 0.0(11) . . . . ?
C52 C57 N58 Cu3 4.3(10) . . . . ?
C52 C57 N58 C59 -174.7(8) . . . . ?
C53 C52 C57 C56 0.7(16) . . . . ?
C53 C52 C57 N58 180.0(9) . . . . ?
C53 C54 C55 C56 0.2(9) . . . . ?
C54 C55 C56 C57 -0.1(10) . . . . ?
C55 C56 C57 C52 -0.4(13) . . . . ?
C55 C56 C57 N58 -179.6(7) . . . . ?
C56 C57 N58 Cu3 -176.5(7) . . . . ?
C56 C57 N58 C59 4.6(12) . . . . ?
C57 C52 C53 C54 -0.5(15) . . . . ?
C57 N58 C59 C60 -179.5(7) . . . . ?
N58 Cu3 O66 C65 -6.7(10) . . . . ?
N58 C59 C60 C61 176.4(6) . . . . ?
N58 C59 C60 C65 -3.8(13) . . . . ?
C59 C60 C61 C62 179.2(6) . . . . ?
C59 C60 C65 C64 -178.7(9) . . . . ?
C59 C60 C65 O66 -0.6(19) . . . . ?
C60 C61 C62 C63 0.1(9) . . . . ?
C60 C65 O66 Cu3 6.6(19) . . . . ?
C61 C60 C65 C64 1.1(16) . . . . ?
C61 C60 C65 O66 179.3(11) . . . . ?
C61 C62 C63 C64 -0.1(9) . . . . ?
C62 C63 C64 C65 0.6(12) . . . . ?
C63 C64 C65 C60 -1.1(17) . . . . ?
C63 C64 C65 O66 -179.4(10) . . . . ?
C64 C65 O66 Cu3 -175.3(7) . . . . ?
C65 C60 C61 C62 -0.6(12) . . . . ?
Cu4 O71 C72 C73 -177(7) . . . . ?
Cu4 O71 C72 C77 -6(10) . . . . ?
Cu4 N78 C79 C80 -2(5) . . . . ?
Cu4 N111 C112 N113 173.5(5) . . . . ?
Cu4 N111 C119 C114 -173.3(5) . . . . ?
Cu4 N111 C119 C118 4.4(8) . . . . ?
O71 C72 C73 C74 175(7) . . . . ?
O71 C72 C77 C76 -172(7) . . . . ?
O71 C72 C77 N78 6(11) . . . . ?
C72 C73 C74 C75 -6(9) . . . . ?
C72 C77 N78 Cu4 -4(7) . . . . ?
C72 C77 N78 C79 174(6) . . . . ?
C73 C72 C77 C76 -1(12) . . . . ?
C73 C72 C77 N78 177(7) . . . . ?
C73 C74 C75 C76 6(7) . . . . ?
C74 C75 C76 C77 -2(7) . . . . ?
C75 C76 C77 C72 0(9) . . . . ?
C75 C76 C77 N78 -178(5) . . . . ?
C76 C77 N78 Cu4 174(5) . . . . ?
C76 C77 N78 C79 -8(8) . . . . ?
C77 C72 C73 C74 4(12) . . . . ?
C77 N78 C79 C80 -180(5) . . . . ?
N78 C79 C80 C81 -176(4) . . . . ?
N78 C79 C80 C85 4(9) . . . . ?
C79 C80 C81 C82 178(4) . . . . ?
C79 C80 C85 C84 173(6) . . . . ?
C79 C80 C85 O86 5(12) . . . . ?
C80 C81 C82 C83 9(6) . . . . ?
C80 C85 O86 Cu4 -15(12) . . . . ?
C81 C80 C85 C84 -8(10) . . . . ?
C81 C80 C85 O86 -176(7) . . . . ?
C81 C82 C83 C84 -7(6) . . . . ?
C82 C83 C84 C85 -3(7) . . . . ?
C83 C84 C85 C80 10(10) . . . . ?
C83 C84 C85 O86 179(6) . . . . ?
C84 C85 O86 Cu4 178(5) . . . . ?
C85 C80 C81 C82 -1(9) . . . . ?
N111 Cu3 O66 C65 169.9(10) . . . . ?
N111 C112 N113 C114 -0.4(5) . . . . ?
C112 N111 C119 C114 0.3(5) . . . . ?
C112 N111 C119 C118 178.0(5) . . . . ?
C112 N113 C114 C115 -176.0(5) . . . . ?
C112 N113 C114 C119 0.5(5) . . . . ?
N113 C114 C115 C116 177.3(4) . . . . ?
N113 C114 C119 N111 -0.5(5) . . . . ?
N113 C114 C119 C118 -178.6(4) . . . . ?
C114 C115 C116 C117 0.2(7) . . . . ?
C115 C114 C119 N111 176.4(4) . . . . ?
C115 C114 C119 C118 -1.7(7) . . . . ?
C115 C116 C117 C118 -1.3(7) . . . . ?
C116 C117 C118 C119 0.9(7) . . . . ?
C117 C118 C119 N111 -177.0(5) . . . . ?
C117 C118 C119 C114 0.6(6) . . . . ?
C119 N111 C112 N113 0.1(5) . . . . ?
C119 C114 C115 C116 1.3(7) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.972
_oxdiff_exptl_absorpt_empirical_full_min 0.337
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9917(4)
2 0.0083(4)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tdk-sn2-052a_fullhigh
_database_code_depnum_ccdc_archive 'CCDC 1907280'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H15 Cu N3 O2'
_chemical_formula_sum            'C18 H15 Cu N3 O2'
_chemical_formula_weight         368.87
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H15 N3 O2 Cu'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.51709(13)
_cell_length_b                   5.49923(6)
_cell_length_c                   17.54359(16)
_cell_angle_alpha                90
_cell_angle_beta                 90.0016(8)
_cell_angle_gamma                90
_cell_volume                     1497.03(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    78789
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      61.9200
_cell_measurement_theta_min      2.3210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.475
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       slab
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            211441
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         62.632
_diffrn_reflns_theta_min         1.752
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -119.00   35.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.0000    0.0000  150.0000 308

#__ type_ start__ end____ width___ exp.time_
  2 omega  -68.00   61.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.0000   72.0000  120.0000 258

#__ type_ start__ end____ width___ exp.time_
  3 omega  -65.50    8.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.0000    0.0000  -90.0000 147

#__ type_ start__ end____ width___ exp.time_
  4 omega  -57.50    9.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.0000  -72.0000   90.0000 133

#__ type_ start__ end____ width___ exp.time_
  5 omega  -65.00   61.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.0000   54.0000  120.0000 252

#__ type_ start__ end____ width___ exp.time_
  6 omega -119.00  -65.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.0000    0.0000 -180.0000 108

#__ type_ start__ end____ width___ exp.time_
  7 omega  -86.00    3.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   72.0000  150.0000 178

#__ type_ start__ end____ width___ exp.time_
  8 omega -174.00  -68.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000  -54.0000   60.0000 212

#__ type_ start__ end____ width___ exp.time_
  9 omega  -92.50  -32.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   54.0000  -60.0000 121

#__ type_ start__ end____ width___ exp.time_
 10 omega -139.00 -118.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   18.0000 -180.0000 42

#__ type_ start__ end____ width___ exp.time_
 11 omega -122.00 -102.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000    0.0000  -30.0000 40

#__ type_ start__ end____ width___ exp.time_
 12 omega -177.00  -26.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000  -18.0000  -60.0000 302

#__ type_ start__ end____ width___ exp.time_
 13 omega -109.00    2.50   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   72.0000 -180.0000 223

#__ type_ start__ end____ width___ exp.time_
 14 omega  -81.50    3.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   72.0000   90.0000 169

#__ type_ start__ end____ width___ exp.time_
 15 omega -140.00 -105.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   18.0000 -150.0000 70

#__ type_ start__ end____ width___ exp.time_
 16 omega -115.00    1.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   72.0000 -120.0000 232

#__ type_ start__ end____ width___ exp.time_
 17 omega -106.00  -65.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   54.0000  120.0000 82

#__ type_ start__ end____ width___ exp.time_
 18 omega -117.00  -96.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   72.0000 -150.0000 42

#__ type_ start__ end____ width___ exp.time_
 19 omega  -69.00  -48.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000  -72.0000   60.0000 42

#__ type_ start__ end____ width___ exp.time_
 20 omega -113.50   -8.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   54.0000  150.0000 211

#__ type_ start__ end____ width___ exp.time_
 21 omega -149.00  -51.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000  -54.0000 -120.0000 196

#__ type_ start__ end____ width___ exp.time_
 22 omega -162.00  -26.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000  -18.0000  -90.0000 272

#__ type_ start__ end____ width___ exp.time_
 23 omega  -91.00    2.50   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   54.0000 -150.0000 187

#__ type_ start__ end____ width___ exp.time_
 24 omega -141.50  -48.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000  -72.0000   30.0000 187

#__ type_ start__ end____ width___ exp.time_
 25 omega -123.50  -48.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000  -72.0000   90.0000 151

#__ type_ start__ end____ width___ exp.time_
 26 omega -126.00  -19.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   72.0000  120.0000 214

#__ type_ start__ end____ width___ exp.time_
 27 omega -148.50  -61.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000  -18.0000   60.0000 175

#__ type_ start__ end____ width___ exp.time_
 28 omega  -99.50  -61.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   54.0000 -180.0000 77

#__ type_ start__ end____ width___ exp.time_
 29 omega  -69.00  -48.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000  -72.0000  120.0000 42

#__ type_ start__ end____ width___ exp.time_
 30 omega  -64.00  -43.50   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000   72.0000   60.0000 41

#__ type_ start__ end____ width___ exp.time_
 31 omega  -71.00  -51.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000  -54.0000   30.0000 40

#__ type_ start__ end____ width___ exp.time_
 32 omega -146.00    3.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000    0.0000 -150.0000 298

#__ type_ start__ end____ width___ exp.time_
 33 omega -177.00 -137.00   0.5000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -87.0000  -72.0000    0.0000 80
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_UB_11      -0.0031036000
_diffrn_orient_matrix_UB_12      0.0059752000
_diffrn_orient_matrix_UB_13      -0.0402901000
_diffrn_orient_matrix_UB_21      -0.0161384000
_diffrn_orient_matrix_UB_22      -0.1206832000
_diffrn_orient_matrix_UB_23      -0.0007977000
_diffrn_orient_matrix_UB_31      -0.0426515000
_diffrn_orient_matrix_UB_32      0.0451804000
_diffrn_orient_matrix_UB_33      0.0032250000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                18849
_reflns_number_total             24013
_reflns_odcompleteness_completeness 98.11
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     62.41
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_computing_data_collection       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.034
_refine_diff_density_min         -1.645
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         24013
_refine_ls_number_restraints     316
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0525P)²+0.1387P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0955
_refine_ls_wR_factor_ref         0.1039
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.99862(13) 0.00138(13)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
3. Uiso/Uaniso restraints and constraints
Cu2 \\sim O31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim
N38 \\sim C39 \\sim C40 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim
O46: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44,
 C45, O46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
C25, O26} sigma for 1-2: 0.02, 1-3: 0.04
as
{Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44,
C45, O46}
6. Others
 Sof(Cu2)=Sof(O31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=
 Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(N38)=Sof(C39)=Sof(H39)=Sof(C40)=
 Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=
 Sof(C45)=Sof(O46)=1-FVAR(1)
 Sof(Cu1)=Sof(O11)=Sof(C12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=
 Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(N18)=Sof(C19)=Sof(H19)=Sof(C20)=
 Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=
 Sof(C25)=Sof(O26)=FVAR(1)
7.a Aromatic/amide H refined with riding coordinates:
 C52(H52), C53(H53), C55(H55), C56(H56), C13(H13), C14(H14), C15(H15),
 C16(H16), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C33(H33), C34(H34),
  C35(H35), C36(H36), C39(H39), C41(H41), C42(H42), C43(H43), C44(H44)
7.b X=CH2 refined with riding coordinates:
 N57(H57A,H57B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N51 N 0.81838(3) 0.76532(8) 0.73223(2) 0.01464(5) Uani 1 1 d . . . . .
C52 C 0.79347(3) 0.97511(10) 0.76592(3) 0.01600(6) Uani 1 1 d . . . . .
H52 H 0.7408 1.0425 0.7519 0.019 Uiso 1 1 calc R . . . .
C53 C 0.84243(3) 1.09402(9) 0.82006(3) 0.01604(6) Uani 1 1 d . . . . .
H53 H 0.8223 1.2368 0.8422 0.019 Uiso 1 1 calc R . . . .
C54 C 0.92315(3) 0.99807(9) 0.84165(3) 0.01425(5) Uani 1 1 d . . . . .
C55 C 0.94813(3) 0.77772(9) 0.80717(3) 0.01471(6) Uani 1 1 d . . . . .
H55 H 1.0003 0.7051 0.8200 0.018 Uiso 1 1 calc R . . . .
C56 C 0.89456(3) 0.67089(9) 0.75424(3) 0.01441(5) Uani 1 1 d . . . . .
H56 H 0.9120 0.5249 0.7324 0.017 Uiso 1 1 calc R . . . .
N57 N 0.97425(3) 1.10824(10) 0.89378(3) 0.01898(7) Uani 1 1 d . . . . .
H57A H 1.0227 1.0437 0.9063 0.023 Uiso 1 1 calc R . . . .
H57B H 0.9582 1.2427 0.9144 0.023 Uiso 1 1 calc R . . . .
Cu1 Cu 0.74930(2) 0.58878(3) 0.65379(2) 0.01261(2) Uani 0.9556(12) 1 d D . P A
1
O11 O 0.84882(3) 0.40980(8) 0.61768(2) 0.01542(5) Uani 0.9556(12) 1 d D . P A 1
C12 C 0.82600(4) 0.22652(11) 0.57316(3) 0.01333(7) Uani 0.9556(12) 1 d D . P A
1
C13 C 0.88672(5) 0.06582(14) 0.54116(5) 0.01568(8) Uani 0.9556(12) 1 d D . P A
1
H13 H 0.9451 0.0893 0.5505 0.019 Uiso 0.9556(12) 1 calc R . P A 1
C14 C 0.86037(6) -0.12718(18) 0.49578(5) 0.01726(10) Uani 0.9556(12) 1 d D . P
A 1
H14 H 0.9012 -0.2324 0.4754 0.021 Uiso 0.9556(12) 1 calc R . P A 1
C15 C 0.77269(5) -0.16506(17) 0.48033(6) 0.01905(11) Uani 0.9556(12) 1 d D . P
A 1
H15 H 0.7555 -0.2938 0.4495 0.023 Uiso 0.9556(12) 1 calc R . P A 1
C16 C 0.71177(4) -0.00891(13) 0.51143(4) 0.01765(8) Uani 0.9556(12) 1 d D . P A
1
H16 H 0.6535 -0.0341 0.5018 0.021 Uiso 0.9556(12) 1 calc R . P A 1
C17 C 0.73772(4) 0.18622(11) 0.55722(3) 0.01370(7) Uani 0.9556(12) 1 d D . P A
1
N18 N 0.68349(3) 0.35940(8) 0.59217(2) 0.01379(5) Uani 0.9556(12) 1 d D . P A 1
C19 C 0.60033(3) 0.35957(10) 0.58387(3) 0.01477(6) Uani 0.9556(12) 1 d D . P A
1
H19 H 0.5760 0.2337 0.5558 0.018 Uiso 0.9556(12) 1 calc R . P A 1
C20 C 0.54327(3) 0.53922(11) 0.61482(3) 0.01416(7) Uani 0.9556(12) 1 d D . P A
1
C21 C 0.45431(4) 0.51244(13) 0.59902(4) 0.01732(8) Uani 0.9556(12) 1 d D . P A
1
H21 H 0.4358 0.3787 0.5710 0.021 Uiso 0.9556(12) 1 calc R . P A 1
C22 C 0.39440(4) 0.67887(15) 0.62404(4) 0.01860(9) Uani 0.9556(12) 1 d D . P A
1
H22 H 0.3362 0.6578 0.6132 0.022 Uiso 0.9556(12) 1 calc R . P A 1
C23 C 0.42261(5) 0.88162(16) 0.66633(5) 0.01801(9) Uani 0.9556(12) 1 d D . P A
1
H23 H 0.3828 0.9964 0.6829 0.022 Uiso 0.9556(12) 1 calc R . P A 1
C24 C 0.50888(4) 0.91157(13) 0.68348(5) 0.01662(8) Uani 0.9556(12) 1 d D . P A
1
H24 H 0.5261 1.0466 0.7116 0.020 Uiso 0.9556(12) 1 calc R . P A 1
C25 C 0.57196(3) 0.74096(11) 0.65924(3) 0.01375(6) Uani 0.9556(12) 1 d D . P A
1
O26 O 0.65173(3) 0.77726(9) 0.67970(3) 0.01682(6) Uani 0.9556(12) 1 d D . P A 1
Cu2 Cu 0.7328(2) 0.6269(5) 0.65957(13) 0.0130(3) Uani 0.0444(12) 1 d D U P A 2
O31 O 0.6446(5) 0.851(2) 0.6911(6) 0.0174(13) Uani 0.0444(12) 1 d D U P A 2
C32 C 0.5642(7) 0.795(2) 0.6672(8) 0.0164(16) Uani 0.0444(12) 1 d D U P A 2
C33 C 0.4889(9) 0.929(3) 0.6819(9) 0.0181(18) Uani 0.0444(12) 1 d D U P A 2
H33 H 0.4916 1.0734 0.7093 0.022 Uiso 0.0444(12) 1 calc R . P A 2
C34 C 0.4117(10) 0.845(3) 0.6555(12) 0.020(2) Uani 0.0444(12) 1 d D U P A 2
H34 H 0.3618 0.9338 0.6645 0.024 Uiso 0.0444(12) 1 calc R . P A 2
C35 C 0.4068(10) 0.627(3) 0.6153(11) 0.023(2) Uani 0.0444(12) 1 d D U P A 2
H35 H 0.3537 0.5705 0.5982 0.028 Uiso 0.0444(12) 1 calc R . P A 2
C36 C 0.4774(9) 0.499(3) 0.6015(8) 0.0189(18) Uani 0.0444(12) 1 d D U P A 2
H36 H 0.4732 0.3518 0.5758 0.023 Uiso 0.0444(12) 1 calc R . P A 2
C37 C 0.5576(7) 0.582(2) 0.6246(7) 0.0151(14) Uani 0.0444(12) 1 d D U P A 2
N38 N 0.6365(5) 0.4626(17) 0.6089(5) 0.0152(12) Uani 0.0444(12) 1 d D U P A 2
C39 C 0.6436(7) 0.264(2) 0.5700(7) 0.0188(16) Uani 0.0444(12) 1 d D U P A 2
H39 H 0.5926 0.1900 0.5545 0.023 Uiso 0.0444(12) 1 calc R . P A 2
C40 C 0.7237(7) 0.144(2) 0.5481(7) 0.0139(13) Uani 0.0444(12) 1 d D U P A 2
C41 C 0.7205(9) -0.068(3) 0.5048(10) 0.022(2) Uani 0.0444(12) 1 d D U P A 2
H41 H 0.6666 -0.1328 0.4938 0.026 Uiso 0.0444(12) 1 calc R . P A 2
C42 C 0.7894(11) -0.183(4) 0.4782(13) 0.022(3) Uani 0.0444(12) 1 d D U P A 2
H42 H 0.7851 -0.3137 0.4446 0.026 Uiso 0.0444(12) 1 calc R . P A 2
C43 C 0.8697(11) -0.094(3) 0.5043(12) 0.021(2) Uani 0.0444(12) 1 d D U P A 2
H43 H 0.9196 -0.1746 0.4893 0.025 Uiso 0.0444(12) 1 calc R . P A 2
C44 C 0.8768(10) 0.101(3) 0.5500(12) 0.020(2) Uani 0.0444(12) 1 d D U P A 2
H44 H 0.9312 0.1515 0.5657 0.024 Uiso 0.0444(12) 1 calc R . P A 2
C45 C 0.8037(8) 0.2297(19) 0.5744(6) 0.0122(13) Uani 0.0444(12) 1 d D U P A 2
O46 O 0.8193(6) 0.4194(16) 0.6195(5) 0.0147(11) Uani 0.0444(12) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N51 C52 1.3526(7) . ?
N51 C56 1.3476(6) . ?
N51 Cu1 1.9963(4) . ?
N51 Cu2 1.992(2) . ?
C52 H52 0.9300 . ?
C52 C53 1.3809(7) . ?
C53 H53 0.9300 . ?
C53 C54 1.4110(7) . ?
C54 C55 1.4088(7) . ?
C54 N57 1.3535(6) . ?
C55 H55 0.9300 . ?
C55 C56 1.3777(6) . ?
C56 H56 0.9300 . ?
N57 H57A 0.8600 . ?
N57 H57B 0.8600 . ?
Cu1 O11 1.9378(5) . ?
Cu1 N18 1.9500(4) . ?
Cu1 O26 1.8902(5) . ?
O11 C12 1.3234(7) . ?
C12 C13 1.4085(8) . ?
C12 C17 1.4155(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.3884(10) . ?
C14 H14 0.9300 . ?
C14 C15 1.4028(11) . ?
C15 H15 0.9300 . ?
C15 C16 1.3887(10) . ?
C16 H16 0.9300 . ?
C16 C17 1.3996(8) . ?
C17 N18 1.4111(7) . ?
N18 C19 1.2985(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.4335(8) . ?
C20 C21 1.4157(8) . ?
C20 C25 1.4270(8) . ?
C21 H21 0.9300 . ?
C21 C22 1.3764(10) . ?
C22 H22 0.9300 . ?
C22 C23 1.4091(11) . ?
C23 H23 0.9300 . ?
C23 C24 1.3818(10) . ?
C24 H24 0.9300 . ?
C24 C25 1.4210(9) . ?
C25 O26 1.3041(6) . ?
Cu2 O31 1.922(9) . ?
Cu2 N38 1.960(8) . ?
Cu2 O46 1.897(8) . ?
O31 C32 1.351(12) . ?
C32 C33 1.405(14) . ?
C32 C37 1.396(13) . ?
C33 H33 0.9300 . ?
C33 C34 1.365(15) . ?
C34 H34 0.9300 . ?
C34 C35 1.393(16) . ?
C35 H35 0.9300 . ?
C35 C36 1.324(15) . ?
C36 H36 0.9300 . ?
C36 C37 1.385(14) . ?
C37 N38 1.415(11) . ?
N38 C39 1.293(12) . ?
C39 H39 0.9300 . ?
C39 C40 1.460(12) . ?
C40 C41 1.391(14) . ?
C40 C45 1.406(13) . ?
C41 H41 0.9300 . ?
C41 C42 1.328(15) . ?
C42 H42 0.9300 . ?
C42 C43 1.414(16) . ?
C43 H43 0.9300 . ?
C43 C44 1.345(16) . ?
C44 H44 0.9300 . ?
C44 C45 1.404(14) . ?
C45 O46 1.331(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C52 N51 Cu1 124.24(3) . . ?
C52 N51 Cu2 114.53(13) . . ?
C56 N51 C52 117.00(4) . . ?
C56 N51 Cu1 118.76(3) . . ?
C56 N51 Cu2 128.37(13) . . ?
N51 C52 H52 118.4 . . ?
N51 C52 C53 123.18(4) . . ?
C53 C52 H52 118.4 . . ?
C52 C53 H53 120.1 . . ?
C52 C53 C54 119.73(4) . . ?
C54 C53 H53 120.1 . . ?
C55 C54 C53 116.78(4) . . ?
N57 C54 C53 122.28(5) . . ?
N57 C54 C55 120.93(5) . . ?
C54 C55 H55 120.3 . . ?
C56 C55 C54 119.36(4) . . ?
C56 C55 H55 120.3 . . ?
N51 C56 C55 123.92(4) . . ?
N51 C56 H56 118.0 . . ?
C55 C56 H56 118.0 . . ?
C54 N57 H57A 120.0 . . ?
C54 N57 H57B 120.0 . . ?
H57A N57 H57B 120.0 . . ?
O11 Cu1 N51 92.549(17) . . ?
O11 Cu1 N18 84.694(19) . . ?
N18 Cu1 N51 167.94(2) . . ?
O26 Cu1 N51 89.865(18) . . ?
O26 Cu1 O11 174.52(2) . . ?
O26 Cu1 N18 93.93(2) . . ?
C12 O11 Cu1 111.50(4) . . ?
O11 C12 C13 122.28(6) . . ?
O11 C12 C17 119.66(5) . . ?
C13 C12 C17 118.06(5) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.74(7) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.66(7) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.50(7) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.25(6) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C12 120.79(5) . . ?
C16 C17 N18 126.53(5) . . ?
N18 C17 C12 112.68(5) . . ?
C17 N18 Cu1 111.42(3) . . ?
C19 N18 Cu1 125.59(4) . . ?
C19 N18 C17 122.98(4) . . ?
N18 C19 H19 117.6 . . ?
N18 C19 C20 124.88(5) . . ?
C20 C19 H19 117.6 . . ?
C21 C20 C19 117.16(5) . . ?
C21 C20 C25 119.48(5) . . ?
C25 C20 C19 123.36(5) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.80(6) . . ?
C22 C21 H21 119.1 . . ?
C21 C22 H22 120.5 . . ?
C21 C22 C23 118.96(6) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 119.7 . . ?
C24 C23 C22 120.66(7) . . ?
C24 C23 H23 119.7 . . ?
C23 C24 H24 119.2 . . ?
C23 C24 C25 121.56(7) . . ?
C25 C24 H24 119.2 . . ?
C24 C25 C20 117.50(5) . . ?
O26 C25 C20 124.43(5) . . ?
O26 C25 C24 118.06(6) . . ?
C25 O26 Cu1 127.60(4) . . ?
O31 Cu2 N51 92.6(3) . . ?
O31 Cu2 N38 83.3(4) . . ?
N38 Cu2 N51 167.1(3) . . ?
O46 Cu2 N51 89.8(3) . . ?
O46 Cu2 O31 174.8(4) . . ?
O46 Cu2 N38 95.4(4) . . ?
C32 O31 Cu2 115.0(8) . . ?
O31 C32 C33 126.4(11) . . ?
O31 C32 C37 115.1(10) . . ?
C37 C32 C33 118.5(10) . . ?
C32 C33 H33 120.3 . . ?
C34 C33 C32 119.4(13) . . ?
C34 C33 H33 120.3 . . ?
C33 C34 H34 119.6 . . ?
C33 C34 C35 120.8(14) . . ?
C35 C34 H34 119.6 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.2(14) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 119.4 . . ?
C35 C36 C37 121.1(12) . . ?
C37 C36 H36 119.4 . . ?
C32 C37 N38 115.4(10) . . ?
C36 C37 C32 119.9(10) . . ?
C36 C37 N38 124.7(11) . . ?
C37 N38 Cu2 111.0(7) . . ?
C39 N38 Cu2 124.4(7) . . ?
C39 N38 C37 124.5(9) . . ?
N38 C39 H39 116.8 . . ?
N38 C39 C40 126.4(10) . . ?
C40 C39 H39 116.8 . . ?
C41 C40 C39 119.4(11) . . ?
C41 C40 C45 119.5(10) . . ?
C45 C40 C39 120.9(10) . . ?
C40 C41 H41 117.9 . . ?
C42 C41 C40 124.2(13) . . ?
C42 C41 H41 117.9 . . ?
C41 C42 H42 122.3 . . ?
C41 C42 C43 115.5(16) . . ?
C43 C42 H42 122.3 . . ?
C42 C43 H43 118.6 . . ?
C44 C43 C42 122.8(16) . . ?
C44 C43 H43 118.6 . . ?
C43 C44 H44 119.4 . . ?
C43 C44 C45 121.2(14) . . ?
C45 C44 H44 119.4 . . ?
C44 C45 C40 116.3(10) . . ?
O46 C45 C40 128.2(10) . . ?
O46 C45 C44 115.5(11) . . ?
C45 O46 Cu2 124.3(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N51 C52 C53 C54 0.90(9) . . . . ?
N51 Cu1 O26 C25 -168.06(5) . . . . ?
N51 Cu2 O46 C45 166.4(9) . . . . ?
C52 N51 C56 C55 -1.35(8) . . . . ?
C52 C53 C54 C55 -1.75(8) . . . . ?
C52 C53 C54 N57 179.27(5) . . . . ?
C53 C54 C55 C56 1.11(7) . . . . ?
C54 C55 C56 N51 0.45(8) . . . . ?
C56 N51 C52 C53 0.65(8) . . . . ?
N57 C54 C55 C56 -179.90(5) . . . . ?
Cu1 N51 C52 C53 -179.97(4) . . . . ?
Cu1 N51 C56 C55 179.24(4) . . . . ?
Cu1 O11 C12 C13 -178.55(5) . . . . ?
Cu1 O11 C12 C17 0.73(7) . . . . ?
Cu1 N18 C19 C20 4.35(8) . . . . ?
O11 C12 C13 C14 178.85(8) . . . . ?
O11 C12 C17 C16 -178.84(6) . . . . ?
O11 C12 C17 N18 0.94(8) . . . . ?
C12 C13 C14 C15 0.51(14) . . . . ?
C12 C17 N18 Cu1 -2.09(6) . . . . ?
C12 C17 N18 C19 178.58(5) . . . . ?
C13 C12 C17 C16 0.47(9) . . . . ?
C13 C12 C17 N18 -179.76(6) . . . . ?
C13 C14 C15 C16 -0.61(15) . . . . ?
C14 C15 C16 C17 0.63(14) . . . . ?
C15 C16 C17 C12 -0.57(11) . . . . ?
C15 C16 C17 N18 179.68(8) . . . . ?
C16 C17 N18 Cu1 177.67(5) . . . . ?
C16 C17 N18 C19 -1.66(9) . . . . ?
C17 C12 C13 C14 -0.44(11) . . . . ?
C17 N18 C19 C20 -176.43(6) . . . . ?
N18 Cu1 O26 C25 0.48(6) . . . . ?
N18 C19 C20 C21 179.05(6) . . . . ?
N18 C19 C20 C25 -0.26(9) . . . . ?
C19 C20 C21 C22 -177.98(6) . . . . ?
C19 C20 C25 C24 177.19(6) . . . . ?
C19 C20 C25 O26 -3.65(10) . . . . ?
C20 C21 C22 C23 0.18(11) . . . . ?
C20 C25 O26 Cu1 2.91(9) . . . . ?
C21 C20 C25 C24 -2.10(9) . . . . ?
C21 C20 C25 O26 177.06(6) . . . . ?
C21 C22 C23 C24 -0.94(12) . . . . ?
C22 C23 C24 C25 0.13(12) . . . . ?
C23 C24 C25 C20 1.39(10) . . . . ?
C23 C24 C25 O26 -177.82(7) . . . . ?
C24 C25 O26 Cu1 -177.94(5) . . . . ?
C25 C20 C21 C22 1.36(10) . . . . ?
Cu2 N51 C52 C53 177.50(8) . . . . ?
Cu2 N51 C56 C55 -177.69(9) . . . . ?
Cu2 O31 C32 C33 -179.6(12) . . . . ?
Cu2 O31 C32 C37 1.2(16) . . . . ?
Cu2 N38 C39 C40 -9(2) . . . . ?
O31 C32 C33 C34 -178.0(16) . . . . ?
O31 C32 C37 C36 175.8(13) . . . . ?
O31 C32 C37 N38 -3.6(17) . . . . ?
C32 C33 C34 C35 1(3) . . . . ?
C32 C37 N38 Cu2 4.2(14) . . . . ?
C32 C37 N38 C39 -179.6(13) . . . . ?
C33 C32 C37 C36 -4(2) . . . . ?
C33 C32 C37 N38 177.1(12) . . . . ?
C33 C34 C35 C36 -1(3) . . . . ?
C34 C35 C36 C37 -2(3) . . . . ?
C35 C36 C37 C32 4(2) . . . . ?
C35 C36 C37 N38 -176.8(16) . . . . ?
C36 C37 N38 Cu2 -175.2(11) . . . . ?
C36 C37 N38 C39 1(2) . . . . ?
C37 C32 C33 C34 1(2) . . . . ?
C37 N38 C39 C40 175.5(12) . . . . ?
N38 Cu2 O46 C45 -1.8(10) . . . . ?
N38 C39 C40 C41 -178.9(15) . . . . ?
N38 C39 C40 C45 6(2) . . . . ?
C39 C40 C41 C42 176.0(19) . . . . ?
C39 C40 C45 C44 179.9(15) . . . . ?
C39 C40 C45 O46 -1(2) . . . . ?
C40 C41 C42 C43 8(3) . . . . ?
C40 C45 O46 Cu2 -0.3(18) . . . . ?
C41 C40 C45 C44 4(2) . . . . ?
C41 C40 C45 O46 -176.1(14) . . . . ?
C41 C42 C43 C44 -3(3) . . . . ?
C42 C43 C44 C45 0(3) . . . . ?
C43 C44 C45 C40 0(3) . . . . ?
C43 C44 C45 O46 180.0(18) . . . . ?
C44 C45 O46 Cu2 179.2(12) . . . . ?
C45 C40 C41 C42 -8(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.99862(13)
2 0.00138(13)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_p1
_database_code_depnum_ccdc_archive 'CCDC 1907281'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        '[Cu(SB-1)](4-tBupy)2'
_chemical_formula_moiety         'C31 H35 Cu N3 O2'
_chemical_formula_sum            'C31 H35 Cu N3 O2'
_chemical_formula_weight         545.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         Cu(C13H9N1O2)(C9H13N)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   18.3414(5)
_cell_length_b                   12.3024(3)
_cell_length_c                   24.5778(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.347(3)
_cell_angle_gamma                90
_cell_volume                     5545.7(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    18207
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5360
_cell_measurement_theta_min      1.9720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.820
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82202
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2296
_exptl_crystal_recrystallization_method 
'Slow diffusion of water and isopropanol into solution of [Cu(SB-1)] in 4-tBupy'
_exptl_crystal_size_max          0.264
_exptl_crystal_size_mid          0.128
_exptl_crystal_size_min          0.084
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            70547
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         1.655
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -89.00  22.00   1.00    5.00    --  -17.00 -72.00-180.00  111
  2  ω    -80.00  22.00   1.00    5.00    --  -17.00 -72.00 -17.00  102
  3  ω    -35.00  72.00   1.00    5.00    --  -17.00  72.00  81.00  107
  4  ω    -39.00   1.00   1.00    5.00    --  -17.00  -8.00 -50.00   40
  5  ω    -22.00  -7.00   1.00    5.00    --  -17.00  56.00 -50.00   15
  6  ω      3.00  18.00   1.00    5.00    --  -17.00 -56.00  16.00   15
  7  ω   -107.00  61.00   1.00    5.00    --  -17.00   8.00 -50.00  168
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0364825000
_diffrn_orient_matrix_UB_12      0.0176806000
_diffrn_orient_matrix_UB_13      -0.0039448000
_diffrn_orient_matrix_UB_21      0.0081439000
_diffrn_orient_matrix_UB_22      0.0490919000
_diffrn_orient_matrix_UB_23      0.0138984000
_diffrn_orient_matrix_UB_31      0.0100134000
_diffrn_orient_matrix_UB_32      0.0245096000
_diffrn_orient_matrix_UB_33      -0.0249622000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6240
_reflns_number_total             12708
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.997
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     962
_refine_ls_number_reflns         12708
_refine_ls_number_restraints     1802
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0542
_refine_ls_restrained_S_all      0.991
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0854P)²+5.0810P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1572
_refine_ls_wR_factor_ref         0.1849
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Cu1 \\sim O11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim
N18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim
O26 \\sim Cu2 \\sim O31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim
C37 \\sim N38 \\sim C39 \\sim C40 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim
C45 \\sim O46: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
Cu3 \\sim O51 \\sim C52 \\sim C53 \\sim C54 \\sim C55 \\sim C56 \\sim C57 \\sim
N58 \\sim C59 \\sim C60 \\sim C61 \\sim C62 \\sim C63 \\sim C64 \\sim C65 \\sim
O66 \\sim Cu4 \\sim O71 \\sim C72 \\sim C73 \\sim C74 \\sim C75 \\sim C76 \\sim
C77 \\sim N78 \\sim C79 \\sim C80 \\sim C81 \\sim C82 \\sim C83 \\sim C84 \\sim
C85 \\sim O86: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C21) = Uanis(C36)
Uanis(C23) = Uanis(C34)
Uanis(C52) = Uanis(C85)
Uanis(C74) = Uanis(C63)
3. Rigid body (RIGU) restrains
 Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
 C25, O26, Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43,
  C44, C45, O46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cu3, O51, C52, C53, C54, C55, C56, C57, N58, C59, C60, C61, C62, C63, C64,
 C65, O66, Cu4, O71, C72, C73, C74, C75, C76, C77, N78, C79, C80, C81, C82, C83,
  C84, C85, O86
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
C25, O26} sigma for 1-2: 0.02, 1-3: 0.04
as
{Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44,
C45, O46}
{Cu3, O51, C52, C53, C54, C55, C56, C57, N58, C59, C60, C61, C62, C63, C64,
C65, O66} sigma for 1-2: 0.02, 1-3: 0.04
as
{Cu4, O71, C72, C73, C74, C75, C76, C77, N78, C79, C80, C81, C82, C83, C84,
C85, O86}
5. Others
 Sof(Cu2)=Sof(O31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=
 Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(N38)=Sof(C39)=Sof(H39)=Sof(C40)=
 Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=
 Sof(C45)=Sof(O46)=Sof(Cu4)=Sof(O71)=Sof(C72)=Sof(C73)=Sof(H73)=Sof(C74)=
 Sof(H74)=Sof(C75)=Sof(H75)=Sof(C76)=Sof(H76)=Sof(C77)=Sof(N78)=Sof(C79)=
 Sof(H79)=Sof(C80)=Sof(C81)=Sof(H81)=Sof(C82)=Sof(H82)=Sof(C83)=Sof(H83)=
 Sof(C84)=Sof(H84)=Sof(C85)=Sof(O86)=1-FVAR(1)
 Sof(Cu1)=Sof(O11)=Sof(C12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=
 Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(N18)=Sof(C19)=Sof(H19)=Sof(C20)=
 Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=
 Sof(C25)=Sof(O26)=Sof(Cu3)=Sof(O51)=Sof(C52)=Sof(C53)=Sof(H53)=Sof(C54)=
 Sof(H54)=Sof(C55)=Sof(H55)=Sof(C56)=Sof(H56)=Sof(C57)=Sof(N58)=Sof(C59)=
 Sof(H59)=Sof(C60)=Sof(C61)=Sof(H61)=Sof(C62)=Sof(H62)=Sof(C63)=Sof(H63)=
 Sof(C64)=Sof(H64)=Sof(C65)=Sof(O66)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C21(H21), C22(H22),
 C23(H23), C24(H24), C33(H33), C34(H34), C35(H35), C36(H36), C39(H39), C41(H41),
  C42(H42), C43(H43), C44(H44), C53(H53), C54(H54), C55(H55), C56(H56),
 C59(H59), C61(H61), C62(H62), C63(H63), C64(H64), C73(H73), C74(H74), C75(H75),
  C76(H76), C79(H79), C81(H81), C82(H82), C83(H83), C84(H84), C102(H102),
 C103(H103), C105(H105), C106(H106), C122(H122), C123(H123), C125(H125),
 C126(H126), C142(H142), C143(H143), C145(H145), C146(H146), C162(H162),
 C163(H163), C165(H165), C166(H166)
6.b Idealised Me refined as rotating group:
 C108(H10A,H10B,H10C), C109(H10D,H10E,H10F), C110(H11A,H11B,H11C), C128(H12A,
 H12B,H12C), C129(H12D,H12E,H12F), C130(H13A,H13B,H13C), C148(H14A,H14B,H14C),
 C149(H14D,H14E,H14F), C150(H15A,H15B,H15C), C168(H16A,H16B,H16C), C169(H16D,
 H16E,H16F), C170(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.78247(14) 0.9770(2) 0.54077(11) 0.0205(4) Uani 0.647(5) 1 d D U P A 1
O11 O 0.7413(3) 1.0891(5) 0.5880(3) 0.0258(12) Uani 0.647(5) 1 d D U P A 1
C12 C 0.7880(5) 1.1239(10) 0.6246(5) 0.0232(17) Uani 0.647(5) 1 d D U P A 1
C13 C 0.7698(7) 1.2033(11) 0.6637(5) 0.027(2) Uani 0.647(5) 1 d D U P A 1
H13 H 0.7221 1.2333 0.6644 0.032 Uiso 0.647(5) 1 calc R . P A 1
C14 C 0.8226(6) 1.2376(11) 0.7014(5) 0.027(2) Uani 0.647(5) 1 d D U P A 1
H14 H 0.8102 1.2905 0.7279 0.032 Uiso 0.647(5) 1 calc R . P A 1
C15 C 0.8933(6) 1.1952(10) 0.7007(5) 0.028(2) Uani 0.647(5) 1 d D U P A 1
H15 H 0.9285 1.2193 0.7265 0.034 Uiso 0.647(5) 1 calc R . P A 1
C16 C 0.9113(6) 1.1193(10) 0.6628(5) 0.0251(19) Uani 0.647(5) 1 d D U P A 1
H16 H 0.9593 1.0903 0.6624 0.030 Uiso 0.647(5) 1 calc R . P A 1
C17 C 0.8600(5) 1.0835(11) 0.6247(5) 0.0243(19) Uani 0.647(5) 1 d D U P A 1
N18 N 0.8725(2) 1.0056(3) 0.58275(19) 0.0216(10) Uani 0.647(5) 1 d D U P A 1
C19 C 0.9349(3) 0.9638(4) 0.5732(3) 0.0262(13) Uani 0.647(5) 1 d D U P A 1
H19 H 0.9736 0.9831 0.5971 0.031 Uiso 0.647(5) 1 calc R . P A 1
C20 C 0.9522(4) 0.8906(8) 0.5297(4) 0.0228(17) Uani 0.647(5) 1 d D U P A 1
C21 C 1.0250(3) 0.8519(7) 0.5275(4) 0.0258(13) Uani 0.647(5) 1 d D U P A 1
H21 H 1.0594 0.8736 0.5544 0.031 Uiso 0.647(5) 1 calc R . P A 1
C22 C 1.0461(6) 0.7821(9) 0.4857(4) 0.0243(18) Uani 0.647(5) 1 d D U P A 1
H22 H 1.0943 0.7539 0.4850 0.029 Uiso 0.647(5) 1 calc R . P A 1
C23 C 0.9960(5) 0.7537(11) 0.4449(5) 0.0218(14) Uani 0.647(5) 1 d D U P A 1
H23 H 1.0100 0.7062 0.4163 0.026 Uiso 0.647(5) 1 calc R . P A 1
C24 C 0.9269(6) 0.7945(13) 0.4464(6) 0.024(2) Uani 0.647(5) 1 d D U P A 1
H24 H 0.8945 0.7768 0.4174 0.029 Uiso 0.647(5) 1 calc R . P A 1
C25 C 0.9010(5) 0.8617(9) 0.4886(4) 0.0204(16) Uani 0.647(5) 1 d D U P A 1
O26 O 0.8323(3) 0.8929(5) 0.4875(2) 0.0230(12) Uani 0.647(5) 1 d D U P A 1
Cu2 Cu 0.7891(3) 0.9582(4) 0.5285(2) 0.0224(7) Uani 0.353(5) 1 d D U P A 2
O31 O 0.8271(6) 0.8725(11) 0.4694(4) 0.029(2) Uani 0.353(5) 1 d D U P A 2
C32 C 0.8958(9) 0.8455(18) 0.4763(8) 0.023(3) Uani 0.353(5) 1 d D U P A 2
C33 C 0.9350(11) 0.783(2) 0.4390(10) 0.021(3) Uani 0.353(5) 1 d D U P A 2
H33 H 0.9115 0.7532 0.4078 0.026 Uiso 0.353(5) 1 calc R . P A 2
C34 C 1.0096(9) 0.765(2) 0.4483(10) 0.0218(14) Uani 0.353(5) 1 d D U P A 2
H34 H 1.0372 0.7253 0.4223 0.026 Uiso 0.353(5) 1 calc R . P A 2
C35 C 1.0435(10) 0.8040(16) 0.4952(8) 0.024(3) Uani 0.353(5) 1 d D U P A 2
H35 H 1.0934 0.7880 0.5023 0.028 Uiso 0.353(5) 1 calc R . P A 2
C36 C 1.0050(7) 0.8651(15) 0.5306(8) 0.0258(13) Uani 0.353(5) 1 d D U P A 2
H36 H 1.0282 0.8929 0.5624 0.031 Uiso 0.353(5) 1 calc R . P A 2
C37 C 0.9332(7) 0.8869(14) 0.5211(7) 0.017(2) Uani 0.353(5) 1 d D U P A 2
N38 N 0.8900(4) 0.9550(6) 0.5558(3) 0.0237(18) Uani 0.353(5) 1 d D U P A 2
C39 C 0.9160(6) 1.0085(8) 0.5961(4) 0.027(2) Uani 0.353(5) 1 d D U P A 2
H39 H 0.9659 0.9973 0.6050 0.032 Uiso 0.353(5) 1 calc R . P A 2
C40 C 0.8761(9) 1.084(2) 0.6289(9) 0.023(3) Uani 0.353(5) 1 d D U P A 2
C41 C 0.9136(12) 1.1385(19) 0.6720(9) 0.029(4) Uani 0.353(5) 1 d D U P A 2
H41 H 0.9633 1.1218 0.6792 0.034 Uiso 0.353(5) 1 calc R . P A 2
C42 C 0.8783(11) 1.2152(17) 0.7034(9) 0.024(3) Uani 0.353(5) 1 d D U P A 2
H42 H 0.9033 1.2502 0.7324 0.029 Uiso 0.353(5) 1 calc R . P A 2
C43 C 0.8058(10) 1.241(2) 0.6919(9) 0.026(3) Uani 0.353(5) 1 d D U P A 2
H43 H 0.7818 1.2944 0.7132 0.032 Uiso 0.353(5) 1 calc R . P A 2
C44 C 0.7691(12) 1.1911(19) 0.6511(8) 0.024(3) Uani 0.353(5) 1 d D U P A 2
H44 H 0.7196 1.2100 0.6447 0.029 Uiso 0.353(5) 1 calc R . P A 2
C45 C 0.8020(9) 1.1121(17) 0.6177(8) 0.020(3) Uani 0.353(5) 1 d D U P A 2
O46 O 0.7613(5) 1.0689(9) 0.5787(5) 0.026(2) Uani 0.353(5) 1 d D U P A 2
Cu3 Cu 0.71711(12) 0.47819(19) 0.45967(11) 0.0197(4) Uani 0.647(5) 1 d D U P A
1
O51 O 0.7596(3) 0.5876(6) 0.4122(3) 0.0284(13) Uani 0.647(5) 1 d D U P A 1
C52 C 0.7119(5) 0.6240(10) 0.3766(5) 0.0235(12) Uani 0.647(5) 1 d D U P A 1
C53 C 0.7280(7) 0.7025(11) 0.3365(5) 0.028(2) Uani 0.647(5) 1 d D U P A 1
H53 H 0.7760 0.7315 0.3346 0.033 Uiso 0.647(5) 1 calc R . P A 1
C54 C 0.6763(6) 0.7377(11) 0.3003(5) 0.026(2) Uani 0.647(5) 1 d D U P A 1
H54 H 0.6889 0.7926 0.2749 0.031 Uiso 0.647(5) 1 calc R . P A 1
C55 C 0.6060(5) 0.6961(9) 0.2995(5) 0.0233(19) Uani 0.647(5) 1 d D U P A 1
H55 H 0.5718 0.7197 0.2729 0.028 Uiso 0.647(5) 1 calc R . P A 1
C56 C 0.5864(5) 0.6192(8) 0.3384(4) 0.0228(17) Uani 0.647(5) 1 d D U P A 1
H56 H 0.5382 0.5909 0.3391 0.027 Uiso 0.647(5) 1 calc R . P A 1
C57 C 0.6389(5) 0.5837(8) 0.3765(4) 0.0197(16) Uani 0.647(5) 1 d D U P A 1
N58 N 0.6273(2) 0.5066(3) 0.41742(19) 0.0225(10) Uani 0.647(5) 1 d D U P A 1
C59 C 0.5643(3) 0.4638(4) 0.4271(3) 0.0279(13) Uani 0.647(5) 1 d D U P A 1
H59 H 0.5255 0.4823 0.4031 0.033 Uiso 0.647(5) 1 calc R . P A 1
C60 C 0.5476(4) 0.3909(10) 0.4709(5) 0.0249(18) Uani 0.647(5) 1 d D U P A 1
C61 C 0.4770(5) 0.3503(10) 0.4747(5) 0.029(2) Uani 0.647(5) 1 d D U P A 1
H61 H 0.4433 0.3689 0.4467 0.034 Uiso 0.647(5) 1 calc R . P A 1
C62 C 0.4536(7) 0.2866(12) 0.5153(5) 0.028(2) Uani 0.647(5) 1 d D U P A 1
H62 H 0.4047 0.2615 0.5160 0.034 Uiso 0.647(5) 1 calc R . P A 1
C63 C 0.5025(6) 0.2581(15) 0.5562(6) 0.0244(14) Uani 0.647(5) 1 d D U P A 1
H63 H 0.4866 0.2138 0.5855 0.029 Uiso 0.647(5) 1 calc R . P A 1
C64 C 0.5744(5) 0.2939(12) 0.5547(5) 0.024(2) Uani 0.647(5) 1 d D U P A 1
H64 H 0.6078 0.2725 0.5824 0.029 Uiso 0.647(5) 1 calc R . P A 1
C65 C 0.5981(5) 0.3625(10) 0.5118(5) 0.0225(18) Uani 0.647(5) 1 d D U P A 1
O66 O 0.6662(3) 0.3948(5) 0.5136(3) 0.0260(13) Uani 0.647(5) 1 d D U P A 1
Cu4 Cu 0.7118(2) 0.4561(4) 0.4708(2) 0.0228(7) Uani 0.353(5) 1 d D U P A 2
O71 O 0.6742(5) 0.3672(9) 0.5292(5) 0.025(2) Uani 0.353(5) 1 d D U P A 2
C72 C 0.6036(9) 0.3472(19) 0.5226(8) 0.020(3) Uani 0.353(5) 1 d D U P A 2
C73 C 0.5616(10) 0.285(2) 0.5592(10) 0.024(3) Uani 0.353(5) 1 d D U P A 2
H73 H 0.5834 0.2607 0.5921 0.028 Uiso 0.353(5) 1 calc R . P A 2
C74 C 0.4912(12) 0.259(3) 0.5488(11) 0.0244(14) Uani 0.353(5) 1 d D U P A 2
H74 H 0.4662 0.2135 0.5737 0.029 Uiso 0.353(5) 1 calc R . P A 2
C75 C 0.4544(13) 0.296(2) 0.5036(9) 0.029(4) Uani 0.353(5) 1 d D U P A 2
H75 H 0.4053 0.2752 0.4968 0.035 Uiso 0.353(5) 1 calc R . P A 2
C76 C 0.4911(9) 0.3644(18) 0.4681(8) 0.023(3) Uani 0.353(5) 1 d D U P A 2
H76 H 0.4662 0.3941 0.4375 0.027 Uiso 0.353(5) 1 calc R . P A 2
C77 C 0.5652(8) 0.3900(17) 0.4774(8) 0.020(3) Uani 0.353(5) 1 d D U P A 2
N78 N 0.6094(4) 0.4559(5) 0.4444(3) 0.0194(17) Uani 0.353(5) 1 d D U P A 2
C79 C 0.5849(5) 0.5143(7) 0.4037(4) 0.0211(19) Uani 0.353(5) 1 d D U P A 2
H79 H 0.5341 0.5088 0.3965 0.025 Uiso 0.353(5) 1 calc R . P A 2
C80 C 0.6248(9) 0.5852(19) 0.3687(8) 0.026(3) Uani 0.353(5) 1 d D U P A 2
C81 C 0.5915(9) 0.6397(15) 0.3254(7) 0.025(3) Uani 0.353(5) 1 d D U P A 2
H81 H 0.5423 0.6215 0.3172 0.030 Uiso 0.353(5) 1 calc R . P A 2
C82 C 0.6226(10) 0.7144(17) 0.2950(9) 0.025(3) Uani 0.353(5) 1 d D U P A 2
H82 H 0.5966 0.7485 0.2661 0.031 Uiso 0.353(5) 1 calc R . P A 2
C83 C 0.6953(9) 0.742(2) 0.3064(10) 0.024(3) Uani 0.353(5) 1 d D U P A 2
H83 H 0.7195 0.7951 0.2849 0.029 Uiso 0.353(5) 1 calc R . P A 2
C84 C 0.7316(12) 0.6922(19) 0.3488(8) 0.026(3) Uani 0.353(5) 1 d D U P A 2
H84 H 0.7805 0.7125 0.3565 0.032 Uiso 0.353(5) 1 calc R . P A 2
C85 C 0.6984(9) 0.612(2) 0.3812(9) 0.0235(12) Uani 0.353(5) 1 d D U P A 2
O86 O 0.7384(5) 0.5709(9) 0.4205(5) 0.023(2) Uani 0.353(5) 1 d D U P A 2
N101 N 0.69641(14) 0.9861(2) 0.48654(12) 0.0227(7) Uani 1 1 d . . . . .
C102 C 0.64882(17) 1.0680(3) 0.49265(15) 0.0261(8) Uani 1 1 d . . . . .
H102 H 0.6530 1.1127 0.5241 0.031 Uiso 1 1 calc R . . . .
C103 C 0.59441(18) 1.0905(3) 0.45577(15) 0.0277(8) Uani 1 1 d . . . . .
H103 H 0.5622 1.1496 0.4621 0.033 Uiso 1 1 calc R . . . .
C104 C 0.58611(18) 1.0277(3) 0.40952(15) 0.0267(8) Uani 1 1 d . . . . .
C105 C 0.63462(18) 0.9408(3) 0.40450(16) 0.0268(9) Uani 1 1 d . . . . .
H105 H 0.6310 0.8938 0.3739 0.032 Uiso 1 1 calc R . . . .
C106 C 0.68704(17) 0.9224(2) 0.44281(15) 0.0249(8) Uani 1 1 d . . . . .
H106 H 0.7184 0.8617 0.4384 0.030 Uiso 1 1 calc R . . . .
C107 C 0.5282(2) 1.0553(3) 0.36691(18) 0.0400(10) Uani 1 1 d . . . . .
C108 C 0.5449(4) 1.1663(4) 0.3453(2) 0.0828(19) Uani 1 1 d . . . . .
H10A H 0.5485 1.2178 0.3756 0.124 Uiso 1 1 calc GR . . . .
H10B H 0.5058 1.1892 0.3204 0.124 Uiso 1 1 calc GR . . . .
H10C H 0.5913 1.1644 0.3257 0.124 Uiso 1 1 calc GR . . . .
C109 C 0.4528(2) 1.0558(5) 0.3961(2) 0.0650(15) Uani 1 1 d . . . . .
H10D H 0.4460 0.9869 0.4153 0.098 Uiso 1 1 calc GR . . . .
H10E H 0.4138 1.0650 0.3690 0.098 Uiso 1 1 calc GR . . . .
H10F H 0.4512 1.1160 0.4222 0.098 Uiso 1 1 calc GR . . . .
C110 C 0.5248(3) 0.9707(4) 0.3225(2) 0.0610(14) Uani 1 1 d . . . . .
H11A H 0.5725 0.9649 0.3050 0.092 Uiso 1 1 calc GR . . . .
H11B H 0.4880 0.9919 0.2954 0.092 Uiso 1 1 calc GR . . . .
H11C H 0.5115 0.9003 0.3383 0.092 Uiso 1 1 calc GR . . . .
N121 N 0.74108(16) 0.8280(2) 0.58627(14) 0.0303(8) Uani 1 1 d . . . . .
C122 C 0.72661(18) 0.7301(3) 0.56548(17) 0.0299(9) Uani 1 1 d . . . . .
H122 H 0.7349 0.7188 0.5278 0.036 Uiso 1 1 calc R . . . .
C123 C 0.70000(18) 0.6434(3) 0.59615(16) 0.0282(9) Uani 1 1 d . . . . .
H123 H 0.6904 0.5753 0.5794 0.034 Uiso 1 1 calc R . . . .
C124 C 0.68779(18) 0.6573(3) 0.65099(16) 0.0285(9) Uani 1 1 d . . . . .
C125 C 0.7037(2) 0.7595(3) 0.67231(18) 0.0422(11) Uani 1 1 d . . . . .
H125 H 0.6976 0.7728 0.7101 0.051 Uiso 1 1 calc R . . . .
C126 C 0.7281(2) 0.8408(3) 0.63914(18) 0.0425(11) Uani 1 1 d . . . . .
H126 H 0.7362 0.9105 0.6547 0.051 Uiso 1 1 calc R . . . .
C127 C 0.6610(2) 0.5651(3) 0.68804(16) 0.0319(9) Uani 1 1 d . . . . .
C128 C 0.7236(3) 0.5295(4) 0.7241(2) 0.0666(16) Uani 1 1 d . . . . .
H12A H 0.7628 0.5002 0.7015 0.100 Uiso 1 1 calc GR . . . .
H12B H 0.7067 0.4732 0.7493 0.100 Uiso 1 1 calc GR . . . .
H12C H 0.7418 0.5919 0.7448 0.100 Uiso 1 1 calc GR . . . .
C129 C 0.6403(2) 0.4629(3) 0.65544(18) 0.0404(10) Uani 1 1 d . . . . .
H12D H 0.6008 0.4804 0.6299 0.061 Uiso 1 1 calc GR . . . .
H12E H 0.6241 0.4059 0.6805 0.061 Uiso 1 1 calc GR . . . .
H12F H 0.6828 0.4372 0.6352 0.061 Uiso 1 1 calc GR . . . .
C130 C 0.5969(3) 0.6028(4) 0.7196(3) 0.095(3) Uani 1 1 d . . . . .
H13A H 0.6135 0.6474 0.7503 0.142 Uiso 1 1 calc GR . . . .
H13B H 0.5700 0.5397 0.7332 0.142 Uiso 1 1 calc GR . . . .
H13C H 0.5650 0.6461 0.6960 0.142 Uiso 1 1 calc GR . . . .
N141 N 0.80389(15) 0.4856(2) 0.51315(12) 0.0237(7) Uani 1 1 d . . . . .
C142 C 0.81262(18) 0.4225(3) 0.55734(15) 0.0259(8) Uani 1 1 d . . . . .
H142 H 0.7803 0.3630 0.5622 0.031 Uiso 1 1 calc R . . . .
C143 C 0.86635(17) 0.4399(3) 0.59598(15) 0.0243(8) Uani 1 1 d . . . . .
H143 H 0.8709 0.3923 0.6262 0.029 Uiso 1 1 calc R . . . .
C144 C 0.91388(18) 0.5277(3) 0.59046(15) 0.0242(8) Uani 1 1 d . . . . .
C145 C 0.90532(18) 0.5907(3) 0.54371(15) 0.0256(8) Uani 1 1 d . . . . .
H145 H 0.9376 0.6497 0.5373 0.031 Uiso 1 1 calc R . . . .
C146 C 0.85079(17) 0.5685(3) 0.50680(15) 0.0250(8) Uani 1 1 d . . . . .
H146 H 0.8461 0.6135 0.4756 0.030 Uiso 1 1 calc R . . . .
C147 C 0.9710(2) 0.5562(3) 0.63250(18) 0.0390(10) Uani 1 1 d . . . . .
C148 C 0.9544(3) 0.6658(4) 0.6553(2) 0.0721(16) Uani 1 1 d . . . B 1
H14A H 0.9523 0.7191 0.6257 0.108 Uiso 1 1 calc GR . . B 1
H14B H 0.9926 0.6866 0.6813 0.108 Uiso 1 1 calc GR . . B 1
H14C H 0.9072 0.6637 0.6738 0.108 Uiso 1 1 calc GR . . B 1
C149 C 0.9767(3) 0.4708(4) 0.6767(2) 0.0700(16) Uani 1 1 d . . . C 1
H14D H 0.9292 0.4622 0.6943 0.105 Uiso 1 1 calc GR . . C 1
H14E H 1.0131 0.4934 0.7037 0.105 Uiso 1 1 calc GR . . C 1
H14F H 0.9914 0.4013 0.6606 0.105 Uiso 1 1 calc GR . . C 1
C150 C 1.0472(2) 0.5573(5) 0.6036(2) 0.0697(16) Uani 1 1 d . . . D 1
H15A H 1.0587 0.4840 0.5906 0.105 Uiso 1 1 calc GR . . D 1
H15B H 1.0848 0.5809 0.6295 0.105 Uiso 1 1 calc GR . . D 1
H15C H 1.0456 0.6077 0.5727 0.105 Uiso 1 1 calc GR . . D 1
N161 N 0.75919(14) 0.3283(2) 0.41380(13) 0.0277(7) Uani 1 1 d . . . . .
C162 C 0.7705(2) 0.3409(3) 0.36062(17) 0.0397(10) Uani 1 1 d . . . . .
H162 H 0.7595 0.4094 0.3446 0.048 Uiso 1 1 calc R . . . .
C163 C 0.7973(2) 0.2593(3) 0.32767(17) 0.0394(10) Uani 1 1 d . . . . .
H163 H 0.8060 0.2735 0.2903 0.047 Uiso 1 1 calc R . . . .
C164 C 0.81174(17) 0.1564(3) 0.34886(16) 0.0276(8) Uani 1 1 d . . . . .
C165 C 0.80001(16) 0.1439(3) 0.40393(16) 0.0267(9) Uani 1 1 d . . . . .
H165 H 0.8101 0.0763 0.4211 0.032 Uiso 1 1 calc R . . . .
C166 C 0.77348(16) 0.2305(3) 0.43417(16) 0.0280(9) Uani 1 1 d . . . . .
H166 H 0.7650 0.2190 0.4718 0.034 Uiso 1 1 calc R . . . .
C167 C 0.8387(2) 0.0658(3) 0.31216(16) 0.0322(9) Uani 1 1 d . . . E 1
C168 C 0.7738(3) 0.0297(4) 0.2762(2) 0.0656(16) Uani 1 1 d . . . E 1
H16A H 0.7323 0.0111 0.2994 0.098 Uiso 1 1 calc GR . . E 1
H16B H 0.7879 -0.0340 0.2548 0.098 Uiso 1 1 calc GR . . E 1
H16C H 0.7600 0.0891 0.2517 0.098 Uiso 1 1 calc GR . . E 1
C169 C 0.9039(3) 0.1015(4) 0.2799(3) 0.096(3) Uani 1 1 d . . . E 1
H16D H 0.8885 0.1532 0.2518 0.145 Uiso 1 1 calc GR . . E 1
H16E H 0.9264 0.0381 0.2627 0.145 Uiso 1 1 calc GR . . E 1
H16F H 0.9394 0.1365 0.3043 0.145 Uiso 1 1 calc GR . . E 1
C170 C 0.8592(2) -0.0368(3) 0.34477(17) 0.0361(10) Uani 1 1 d . . . E 1
H17A H 0.8986 -0.0195 0.3704 0.054 Uiso 1 1 calc GR . . E 1
H17B H 0.8755 -0.0937 0.3197 0.054 Uiso 1 1 calc GR . . E 1
H17C H 0.8166 -0.0625 0.3649 0.054 Uiso 1 1 calc GR . . E 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O11 1.958(5) . ?
Cu1 N18 1.973(5) . ?
Cu1 O26 1.906(5) . ?
Cu1 N101 2.063(4) . ?
Cu1 N121 2.280(4) . ?
O11 C12 1.310(10) . ?
C12 C13 1.412(10) . ?
C12 C17 1.411(9) . ?
C13 H13 0.9500 . ?
C13 C14 1.402(12) . ?
C14 H14 0.9500 . ?
C14 C15 1.397(10) . ?
C15 H15 0.9500 . ?
C15 C16 1.361(10) . ?
C16 H16 0.9500 . ?
C16 C17 1.395(10) . ?
C17 N18 1.427(10) . ?
N18 C19 1.279(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.434(10) . ?
C20 C21 1.420(8) . ?
C20 C25 1.420(9) . ?
C21 H21 0.9500 . ?
C21 C22 1.394(9) . ?
C22 H22 0.9500 . ?
C22 C23 1.402(11) . ?
C23 H23 0.9500 . ?
C23 C24 1.363(11) . ?
C24 H24 0.9500 . ?
C24 C25 1.412(10) . ?
C25 O26 1.317(9) . ?
Cu2 O31 1.928(9) . ?
Cu2 N38 1.965(9) . ?
Cu2 O46 1.910(9) . ?
Cu2 N101 2.012(6) . ?
Cu2 N121 2.318(6) . ?
O31 C32 1.312(15) . ?
C32 C33 1.401(15) . ?
C32 C37 1.391(14) . ?
C33 H33 0.9500 . ?
C33 C34 1.403(18) . ?
C34 H34 0.9500 . ?
C34 C35 1.394(17) . ?
C35 H35 0.9500 . ?
C35 C36 1.352(15) . ?
C36 H36 0.9500 . ?
C36 C37 1.363(13) . ?
C37 N38 1.437(13) . ?
N38 C39 1.280(11) . ?
C39 H39 0.9500 . ?
C39 C40 1.433(15) . ?
C40 C41 1.426(16) . ?
C40 C45 1.428(15) . ?
C41 H41 0.9500 . ?
C41 C42 1.382(15) . ?
C42 H42 0.9500 . ?
C42 C43 1.394(16) . ?
C43 H43 0.9500 . ?
C43 C44 1.351(17) . ?
C44 H44 0.9500 . ?
C44 C45 1.410(15) . ?
C45 O46 1.323(15) . ?
Cu3 O51 1.948(5) . ?
Cu3 N58 1.973(5) . ?
Cu3 O66 1.922(5) . ?
Cu3 N141 2.060(4) . ?
Cu3 N161 2.298(4) . ?
O51 C52 1.312(10) . ?
C52 C53 1.414(10) . ?
C52 C57 1.428(10) . ?
C53 H53 0.9500 . ?
C53 C54 1.366(11) . ?
C54 H54 0.9500 . ?
C54 C55 1.387(10) . ?
C55 H55 0.9500 . ?
C55 C56 1.394(9) . ?
C56 H56 0.9500 . ?
C56 C57 1.409(10) . ?
C57 N58 1.399(9) . ?
N58 C59 1.295(6) . ?
C59 H59 0.9500 . ?
C59 C60 1.434(10) . ?
C60 C61 1.392(9) . ?
C60 C65 1.407(11) . ?
C61 H61 0.9500 . ?
C61 C62 1.341(10) . ?
C62 H62 0.9500 . ?
C62 C63 1.389(11) . ?
C63 H63 0.9500 . ?
C63 C64 1.392(10) . ?
C64 H64 0.9500 . ?
C64 C65 1.421(11) . ?
C65 O66 1.311(9) . ?
Cu4 O71 1.935(9) . ?
Cu4 N78 1.983(8) . ?
Cu4 O86 1.941(9) . ?
Cu4 N141 2.011(6) . ?
Cu4 N161 2.282(6) . ?
O71 C72 1.326(16) . ?
C72 C73 1.412(16) . ?
C72 C77 1.415(15) . ?
C73 H73 0.9500 . ?
C73 C74 1.353(18) . ?
C74 H74 0.9500 . ?
C74 C75 1.372(17) . ?
C75 H75 0.9500 . ?
C75 C76 1.390(15) . ?
C76 H76 0.9500 . ?
C76 C77 1.413(15) . ?
C77 N78 1.407(14) . ?
N78 C79 1.309(11) . ?
C79 H79 0.9500 . ?
C79 C80 1.429(16) . ?
C80 C81 1.396(16) . ?
C80 C85 1.422(16) . ?
C81 H81 0.9500 . ?
C81 C82 1.317(14) . ?
C82 H82 0.9500 . ?
C82 C83 1.402(15) . ?
C83 H83 0.9500 . ?
C83 C84 1.378(17) . ?
C84 H84 0.9500 . ?
C84 C85 1.406(16) . ?
C85 O86 1.314(16) . ?
N101 C102 1.342(4) . ?
N101 C106 1.340(4) . ?
C102 H102 0.9500 . ?
C102 C103 1.372(5) . ?
C103 H103 0.9500 . ?
C103 C104 1.382(5) . ?
C104 C105 1.397(5) . ?
C104 C107 1.525(5) . ?
C105 H105 0.9500 . ?
C105 C106 1.361(5) . ?
C106 H106 0.9500 . ?
C107 C108 1.497(6) . ?
C107 C109 1.562(6) . ?
C107 C110 1.509(6) . ?
C108 H10A 0.9800 . ?
C108 H10B 0.9800 . ?
C108 H10C 0.9800 . ?
C109 H10D 0.9800 . ?
C109 H10E 0.9800 . ?
C109 H10F 0.9800 . ?
C110 H11A 0.9800 . ?
C110 H11B 0.9800 . ?
C110 H11C 0.9800 . ?
N121 C122 1.334(4) . ?
N121 C126 1.332(5) . ?
C122 H122 0.9500 . ?
C122 C123 1.396(4) . ?
C123 H123 0.9500 . ?
C123 C124 1.378(5) . ?
C124 C125 1.392(5) . ?
C124 C127 1.538(4) . ?
C125 H125 0.9500 . ?
C125 C126 1.367(5) . ?
C126 H126 0.9500 . ?
C127 C128 1.511(6) . ?
C127 C129 1.537(5) . ?
C127 C130 1.486(5) . ?
C128 H12A 0.9800 . ?
C128 H12B 0.9800 . ?
C128 H12C 0.9800 . ?
C129 H12D 0.9800 . ?
C129 H12E 0.9800 . ?
C129 H12F 0.9800 . ?
C130 H13A 0.9800 . ?
C130 H13B 0.9800 . ?
C130 H13C 0.9800 . ?
N141 C142 1.344(4) . ?
N141 C146 1.344(4) . ?
C142 H142 0.9500 . ?
C142 C143 1.381(5) . ?
C143 H143 0.9500 . ?
C143 C144 1.394(4) . ?
C144 C145 1.395(5) . ?
C144 C147 1.508(5) . ?
C145 H145 0.9500 . ?
C145 C146 1.374(5) . ?
C146 H146 0.9500 . ?
C147 C148 1.491(6) . ?
C147 C149 1.515(6) . ?
C147 C150 1.572(6) . ?
C148 H14A 0.9800 . ?
C148 H14B 0.9800 . ?
C148 H14C 0.9800 . ?
C149 H14D 0.9800 . ?
C149 H14E 0.9800 . ?
C149 H14F 0.9800 . ?
C150 H15A 0.9800 . ?
C150 H15B 0.9800 . ?
C150 H15C 0.9800 . ?
N161 C162 1.334(5) . ?
N161 C166 1.329(4) . ?
C162 H162 0.9500 . ?
C162 C163 1.383(5) . ?
C163 H163 0.9500 . ?
C163 C164 1.394(5) . ?
C164 C165 1.380(5) . ?
C164 C167 1.518(5) . ?
C165 H165 0.9500 . ?
C165 C166 1.389(4) . ?
C166 H166 0.9500 . ?
C167 C168 1.543(6) . ?
C167 C169 1.505(5) . ?
C167 C170 1.541(5) . ?
C168 H16A 0.9800 . ?
C168 H16B 0.9800 . ?
C168 H16C 0.9800 . ?
C169 H16D 0.9800 . ?
C169 H16E 0.9800 . ?
C169 H16F 0.9800 . ?
C170 H17A 0.9800 . ?
C170 H17B 0.9800 . ?
C170 H17C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Cu1 N18 83.6(2) . . ?
O11 Cu1 N101 92.8(2) . . ?
O11 Cu1 N121 98.3(2) . . ?
N18 Cu1 N101 164.3(2) . . ?
N18 Cu1 N121 99.62(19) . . ?
O26 Cu1 O11 168.0(3) . . ?
O26 Cu1 N18 93.0(2) . . ?
O26 Cu1 N101 87.4(2) . . ?
O26 Cu1 N121 93.6(2) . . ?
N101 Cu1 N121 96.03(15) . . ?
C12 O11 Cu1 112.5(5) . . ?
O11 C12 C13 122.4(7) . . ?
O11 C12 C17 119.7(7) . . ?
C17 C12 C13 117.9(9) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.5(10) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.1(10) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.6(10) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.7(10) . . ?
C17 C16 H16 119.7 . . ?
C12 C17 N18 112.9(7) . . ?
C16 C17 C12 121.2(8) . . ?
C16 C17 N18 126.0(8) . . ?
C17 N18 Cu1 111.2(4) . . ?
C19 N18 Cu1 125.4(4) . . ?
C19 N18 C17 123.4(6) . . ?
N18 C19 H19 116.9 . . ?
N18 C19 C20 126.3(6) . . ?
C20 C19 H19 116.9 . . ?
C21 C20 C19 116.9(6) . . ?
C25 C20 C19 122.6(6) . . ?
C25 C20 C21 120.4(7) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.1(8) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.8(9) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.6(10) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 118.2 . . ?
C23 C24 C25 123.6(11) . . ?
C25 C24 H24 118.2 . . ?
C24 C25 C20 116.4(8) . . ?
O26 C25 C20 124.8(6) . . ?
O26 C25 C24 118.8(8) . . ?
C25 O26 Cu1 127.3(5) . . ?
O31 Cu2 N38 84.4(4) . . ?
O31 Cu2 N101 90.9(4) . . ?
O31 Cu2 N121 103.0(5) . . ?
N38 Cu2 N101 165.8(4) . . ?
N38 Cu2 N121 97.9(3) . . ?
O46 Cu2 O31 167.4(7) . . ?
O46 Cu2 N38 92.7(4) . . ?
O46 Cu2 N101 88.9(4) . . ?
O46 Cu2 N121 89.6(4) . . ?
N101 Cu2 N121 96.3(2) . . ?
C32 O31 Cu2 113.1(8) . . ?
O31 C32 C33 123.4(13) . . ?
O31 C32 C37 118.6(12) . . ?
C37 C32 C33 117.8(14) . . ?
C32 C33 H33 120.5 . . ?
C32 C33 C34 119.0(18) . . ?
C34 C33 H33 120.5 . . ?
C33 C34 H34 119.7 . . ?
C35 C34 C33 120.6(18) . . ?
C35 C34 H34 119.7 . . ?
C34 C35 H35 120.2 . . ?
C36 C35 C34 119.6(16) . . ?
C36 C35 H35 120.2 . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.4(15) . . ?
C37 C36 H36 119.8 . . ?
C32 C37 N38 114.3(10) . . ?
C36 C37 C32 122.4(13) . . ?
C36 C37 N38 123.3(12) . . ?
C37 N38 Cu2 109.4(7) . . ?
C39 N38 Cu2 126.9(7) . . ?
C39 N38 C37 123.7(9) . . ?
N38 C39 H39 117.3 . . ?
N38 C39 C40 125.4(11) . . ?
C40 C39 H39 117.3 . . ?
C41 C40 C39 118.5(13) . . ?
C41 C40 C45 118.9(14) . . ?
C45 C40 C39 122.5(13) . . ?
C40 C41 H41 119.7 . . ?
C42 C41 C40 120.7(17) . . ?
C42 C41 H41 119.7 . . ?
C41 C42 H42 120.3 . . ?
C41 C42 C43 119.5(17) . . ?
C43 C42 H42 120.3 . . ?
C42 C43 H43 119.4 . . ?
C44 C43 C42 121.1(18) . . ?
C44 C43 H43 119.4 . . ?
C43 C44 H44 118.9 . . ?
C43 C44 C45 122.2(18) . . ?
C45 C44 H44 118.9 . . ?
C44 C45 C40 117.7(14) . . ?
O46 C45 C40 125.0(12) . . ?
O46 C45 C44 117.3(13) . . ?
C45 O46 Cu2 127.1(8) . . ?
O51 Cu3 N58 84.1(2) . . ?
O51 Cu3 N141 92.3(2) . . ?
O51 Cu3 N161 97.1(3) . . ?
N58 Cu3 N141 165.3(2) . . ?
N58 Cu3 N161 99.55(19) . . ?
O66 Cu3 O51 168.5(3) . . ?
O66 Cu3 N58 92.9(2) . . ?
O66 Cu3 N141 87.7(2) . . ?
O66 Cu3 N161 94.3(2) . . ?
N141 Cu3 N161 95.06(14) . . ?
C52 O51 Cu3 111.5(4) . . ?
O51 C52 C53 123.8(7) . . ?
O51 C52 C57 120.3(7) . . ?
C53 C52 C57 115.9(9) . . ?
C52 C53 H53 119.3 . . ?
C54 C53 C52 121.5(10) . . ?
C54 C53 H53 119.3 . . ?
C53 C54 H54 118.8 . . ?
C53 C54 C55 122.3(10) . . ?
C55 C54 H54 118.8 . . ?
C54 C55 H55 120.5 . . ?
C54 C55 C56 119.0(9) . . ?
C56 C55 H55 120.5 . . ?
C55 C56 H56 120.4 . . ?
C55 C56 C57 119.2(8) . . ?
C57 C56 H56 120.4 . . ?
C56 C57 C52 122.0(8) . . ?
N58 C57 C52 112.3(6) . . ?
N58 C57 C56 125.6(7) . . ?
C57 N58 Cu3 111.7(4) . . ?
C59 N58 Cu3 125.0(4) . . ?
C59 N58 C57 123.2(6) . . ?
N58 C59 H59 117.0 . . ?
N58 C59 C60 126.0(6) . . ?
C60 C59 H59 117.0 . . ?
C61 C60 C59 118.5(8) . . ?
C61 C60 C65 118.1(8) . . ?
C65 C60 C59 123.3(7) . . ?
C60 C61 H61 117.9 . . ?
C62 C61 C60 124.2(10) . . ?
C62 C61 H61 117.9 . . ?
C61 C62 H62 120.7 . . ?
C61 C62 C63 118.6(10) . . ?
C63 C62 H62 120.7 . . ?
C62 C63 H63 119.7 . . ?
C62 C63 C64 120.5(11) . . ?
C64 C63 H63 119.7 . . ?
C63 C64 H64 119.9 . . ?
C63 C64 C65 120.1(11) . . ?
C65 C64 H64 119.9 . . ?
C60 C65 C64 118.4(8) . . ?
O66 C65 C60 124.9(7) . . ?
O66 C65 C64 116.7(8) . . ?
C65 O66 Cu3 127.2(5) . . ?
O71 Cu4 N78 84.3(4) . . ?
O71 Cu4 O86 167.3(6) . . ?
O71 Cu4 N141 91.2(4) . . ?
O71 Cu4 N161 101.8(4) . . ?
N78 Cu4 N141 163.7(4) . . ?
N78 Cu4 N161 99.3(3) . . ?
O86 Cu4 N78 91.9(4) . . ?
O86 Cu4 N141 89.1(4) . . ?
O86 Cu4 N161 90.7(4) . . ?
N141 Cu4 N161 96.9(2) . . ?
C72 O71 Cu4 111.5(8) . . ?
O71 C72 C73 124.0(13) . . ?
O71 C72 C77 120.5(12) . . ?
C73 C72 C77 115.5(15) . . ?
C72 C73 H73 118.9 . . ?
C74 C73 C72 122(2) . . ?
C74 C73 H73 118.9 . . ?
C73 C74 H74 118.7 . . ?
C73 C74 C75 123(2) . . ?
C75 C74 H74 118.7 . . ?
C74 C75 H75 120.9 . . ?
C74 C75 C76 118.1(18) . . ?
C76 C75 H75 120.9 . . ?
C75 C76 H76 119.9 . . ?
C75 C76 C77 120.2(16) . . ?
C77 C76 H76 119.9 . . ?
C76 C77 C72 121.2(14) . . ?
N78 C77 C72 112.4(11) . . ?
N78 C77 C76 126.4(13) . . ?
C77 N78 Cu4 111.1(7) . . ?
C79 N78 Cu4 124.7(7) . . ?
C79 N78 C77 124.1(9) . . ?
N78 C79 H79 115.8 . . ?
N78 C79 C80 128.3(10) . . ?
C80 C79 H79 115.8 . . ?
C81 C80 C79 121.9(13) . . ?
C81 C80 C85 117.5(14) . . ?
C85 C80 C79 120.1(13) . . ?
C80 C81 H81 117.3 . . ?
C82 C81 C80 125.3(16) . . ?
C82 C81 H81 117.3 . . ?
C81 C82 H82 120.9 . . ?
C81 C82 C83 118.2(17) . . ?
C83 C82 H82 120.9 . . ?
C82 C83 H83 120.1 . . ?
C84 C83 C82 119.7(17) . . ?
C84 C83 H83 120.1 . . ?
C83 C84 H84 118.9 . . ?
C83 C84 C85 122.1(18) . . ?
C85 C84 H84 118.9 . . ?
C84 C85 C80 117.1(15) . . ?
O86 C85 C80 126.4(13) . . ?
O86 C85 C84 116.5(13) . . ?
C85 O86 Cu4 127.5(8) . . ?
C102 N101 Cu1 117.7(3) . . ?
C102 N101 Cu2 128.2(3) . . ?
C106 N101 Cu1 125.5(2) . . ?
C106 N101 Cu2 114.5(2) . . ?
C106 N101 C102 116.6(3) . . ?
N101 C102 H102 118.4 . . ?
N101 C102 C103 123.3(3) . . ?
C103 C102 H102 118.4 . . ?
C102 C103 H103 119.8 . . ?
C102 C103 C104 120.4(3) . . ?
C104 C103 H103 119.8 . . ?
C103 C104 C105 115.7(4) . . ?
C103 C104 C107 120.9(3) . . ?
C105 C104 C107 123.4(4) . . ?
C104 C105 H105 119.5 . . ?
C106 C105 C104 120.9(3) . . ?
C106 C105 H105 119.5 . . ?
N101 C106 C105 123.0(3) . . ?
N101 C106 H106 118.5 . . ?
C105 C106 H106 118.5 . . ?
C104 C107 C109 107.5(4) . . ?
C108 C107 C104 107.7(4) . . ?
C108 C107 C109 110.0(4) . . ?
C108 C107 C110 112.3(4) . . ?
C110 C107 C104 111.6(3) . . ?
C110 C107 C109 107.5(4) . . ?
C107 C108 H10A 109.5 . . ?
C107 C108 H10B 109.5 . . ?
C107 C108 H10C 109.5 . . ?
H10A C108 H10B 109.5 . . ?
H10A C108 H10C 109.5 . . ?
H10B C108 H10C 109.5 . . ?
C107 C109 H10D 109.5 . . ?
C107 C109 H10E 109.5 . . ?
C107 C109 H10F 109.5 . . ?
H10D C109 H10E 109.5 . . ?
H10D C109 H10F 109.5 . . ?
H10E C109 H10F 109.5 . . ?
C107 C110 H11A 109.5 . . ?
C107 C110 H11B 109.5 . . ?
C107 C110 H11C 109.5 . . ?
H11A C110 H11B 109.5 . . ?
H11A C110 H11C 109.5 . . ?
H11B C110 H11C 109.5 . . ?
C122 N121 Cu1 127.2(3) . . ?
C122 N121 Cu2 117.7(3) . . ?
C126 N121 Cu1 116.4(2) . . ?
C126 N121 Cu2 125.9(3) . . ?
C126 N121 C122 116.4(3) . . ?
N121 C122 H122 118.2 . . ?
N121 C122 C123 123.5(4) . . ?
C123 C122 H122 118.2 . . ?
C122 C123 H123 120.3 . . ?
C124 C123 C122 119.5(3) . . ?
C124 C123 H123 120.3 . . ?
C123 C124 C125 116.5(3) . . ?
C123 C124 C127 122.8(3) . . ?
C125 C124 C127 120.7(4) . . ?
C124 C125 H125 119.8 . . ?
C126 C125 C124 120.3(4) . . ?
C126 C125 H125 119.8 . . ?
N121 C126 C125 123.8(4) . . ?
N121 C126 H126 118.1 . . ?
C125 C126 H126 118.1 . . ?
C128 C127 C124 108.5(3) . . ?
C128 C127 C129 104.6(3) . . ?
C129 C127 C124 111.9(3) . . ?
C130 C127 C124 109.6(3) . . ?
C130 C127 C128 112.7(5) . . ?
C130 C127 C129 109.5(4) . . ?
C127 C128 H12A 109.5 . . ?
C127 C128 H12B 109.5 . . ?
C127 C128 H12C 109.5 . . ?
H12A C128 H12B 109.5 . . ?
H12A C128 H12C 109.5 . . ?
H12B C128 H12C 109.5 . . ?
C127 C129 H12D 109.5 . . ?
C127 C129 H12E 109.5 . . ?
C127 C129 H12F 109.5 . . ?
H12D C129 H12E 109.5 . . ?
H12D C129 H12F 109.5 . . ?
H12E C129 H12F 109.5 . . ?
C127 C130 H13A 109.5 . . ?
C127 C130 H13B 109.5 . . ?
C127 C130 H13C 109.5 . . ?
H13A C130 H13B 109.5 . . ?
H13A C130 H13C 109.5 . . ?
H13B C130 H13C 109.5 . . ?
C142 N141 Cu3 125.3(2) . . ?
C142 N141 Cu4 114.2(2) . . ?
C146 N141 Cu3 116.9(3) . . ?
C146 N141 Cu4 127.8(3) . . ?
C146 N141 C142 117.3(3) . . ?
N141 C142 H142 118.4 . . ?
N141 C142 C143 123.1(3) . . ?
C143 C142 H142 118.4 . . ?
C142 C143 H143 120.1 . . ?
C142 C143 C144 119.8(3) . . ?
C144 C143 H143 120.1 . . ?
C143 C144 C145 116.3(3) . . ?
C143 C144 C147 123.1(3) . . ?
C145 C144 C147 120.6(3) . . ?
C144 C145 H145 119.6 . . ?
C146 C145 C144 120.7(3) . . ?
C146 C145 H145 119.6 . . ?
N141 C146 C145 122.6(3) . . ?
N141 C146 H146 118.7 . . ?
C145 C146 H146 118.7 . . ?
C144 C147 C149 112.0(3) . . ?
C144 C147 C150 108.0(4) . . ?
C148 C147 C144 109.0(4) . . ?
C148 C147 C149 111.8(4) . . ?
C148 C147 C150 110.2(4) . . ?
C149 C147 C150 105.8(4) . . ?
C147 C148 H14A 109.5 . . ?
C147 C148 H14B 109.5 . . ?
C147 C148 H14C 109.5 . . ?
H14A C148 H14B 109.5 . . ?
H14A C148 H14C 109.5 . . ?
H14B C148 H14C 109.5 . . ?
C147 C149 H14D 109.5 . . ?
C147 C149 H14E 109.5 . . ?
C147 C149 H14F 109.5 . . ?
H14D C149 H14E 109.5 . . ?
H14D C149 H14F 109.5 . . ?
H14E C149 H14F 109.5 . . ?
C147 C150 H15A 109.5 . . ?
C147 C150 H15B 109.5 . . ?
C147 C150 H15C 109.5 . . ?
H15A C150 H15B 109.5 . . ?
H15A C150 H15C 109.5 . . ?
H15B C150 H15C 109.5 . . ?
C162 N161 Cu3 116.2(2) . . ?
C162 N161 Cu4 125.7(3) . . ?
C166 N161 Cu3 127.4(3) . . ?
C166 N161 Cu4 117.9(3) . . ?
C166 N161 C162 116.3(3) . . ?
N161 C162 H162 118.4 . . ?
N161 C162 C163 123.2(4) . . ?
C163 C162 H162 118.4 . . ?
C162 C163 H163 119.7 . . ?
C162 C163 C164 120.6(4) . . ?
C164 C163 H163 119.7 . . ?
C163 C164 C167 120.4(3) . . ?
C165 C164 C163 115.9(3) . . ?
C165 C164 C167 123.7(3) . . ?
C164 C165 H165 120.1 . . ?
C164 C165 C166 119.8(3) . . ?
C166 C165 H165 120.1 . . ?
N161 C166 C165 124.2(3) . . ?
N161 C166 H166 117.9 . . ?
C165 C166 H166 117.9 . . ?
C164 C167 C168 107.4(3) . . ?
C164 C167 C170 111.8(3) . . ?
C169 C167 C164 111.2(3) . . ?
C169 C167 C168 113.3(5) . . ?
C169 C167 C170 108.7(4) . . ?
C170 C167 C168 104.3(3) . . ?
C167 C168 H16A 109.5 . . ?
C167 C168 H16B 109.5 . . ?
C167 C168 H16C 109.5 . . ?
H16A C168 H16B 109.5 . . ?
H16A C168 H16C 109.5 . . ?
H16B C168 H16C 109.5 . . ?
C167 C169 H16D 109.5 . . ?
C167 C169 H16E 109.5 . . ?
C167 C169 H16F 109.5 . . ?
H16D C169 H16E 109.5 . . ?
H16D C169 H16F 109.5 . . ?
H16E C169 H16F 109.5 . . ?
C167 C170 H17A 109.5 . . ?
C167 C170 H17B 109.5 . . ?
C167 C170 H17C 109.5 . . ?
H17A C170 H17B 109.5 . . ?
H17A C170 H17C 109.5 . . ?
H17B C170 H17C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O11 C12 C13 -178.8(9) . . . . ?
Cu1 O11 C12 C17 2.9(14) . . . . ?
Cu1 N18 C19 C20 1.5(9) . . . . ?
Cu1 N101 C102 C103 172.2(3) . . . . ?
Cu1 N101 C106 C105 -171.2(2) . . . . ?
Cu1 N121 C122 C123 -178.7(3) . . . . ?
Cu1 N121 C126 C125 -179.4(4) . . . . ?
O11 C12 C13 C14 -179.5(12) . . . . ?
O11 C12 C17 C16 179.6(13) . . . . ?
O11 C12 C17 N18 -0.4(16) . . . . ?
C12 C13 C14 C15 0.6(17) . . . . ?
C12 C17 N18 Cu1 -2.3(13) . . . . ?
C12 C17 N18 C19 175.4(8) . . . . ?
C13 C12 C17 C16 1.2(18) . . . . ?
C13 C12 C17 N18 -178.8(11) . . . . ?
C13 C14 C15 C16 -0.1(16) . . . . ?
C14 C15 C16 C17 0.2(17) . . . . ?
C15 C16 C17 C12 -0.8(18) . . . . ?
C15 C16 C17 N18 179.2(13) . . . . ?
C16 C17 N18 Cu1 177.7(11) . . . . ?
C16 C17 N18 C19 -4.6(18) . . . . ?
C17 C12 C13 C14 -1.1(17) . . . . ?
C17 N18 C19 C20 -175.8(10) . . . . ?
N18 C19 C20 C21 -178.5(7) . . . . ?
N18 C19 C20 C25 4.9(13) . . . . ?
C19 C20 C21 C22 -178.8(9) . . . . ?
C19 C20 C25 C24 175.9(10) . . . . ?
C19 C20 C25 O26 -4.0(15) . . . . ?
C20 C21 C22 C23 2.5(15) . . . . ?
C20 C25 O26 Cu1 -3.3(15) . . . . ?
C21 C20 C25 C24 -0.6(14) . . . . ?
C21 C20 C25 O26 179.5(10) . . . . ?
C21 C22 C23 C24 -0.1(18) . . . . ?
C22 C23 C24 C25 -3(2) . . . . ?
C23 C24 C25 C20 3.1(19) . . . . ?
C23 C24 C25 O26 -177.0(14) . . . . ?
C24 C25 O26 Cu1 176.7(9) . . . . ?
C25 C20 C21 C22 -2.1(14) . . . . ?
Cu2 O31 C32 C33 179.7(19) . . . . ?
Cu2 O31 C32 C37 -5(2) . . . . ?
Cu2 N38 C39 C40 -1(2) . . . . ?
Cu2 N101 C102 C103 167.9(3) . . . . ?
Cu2 N101 C106 C105 -168.7(3) . . . . ?
Cu2 N121 C122 C123 177.7(3) . . . . ?
Cu2 N121 C126 C125 -176.0(4) . . . . ?
O31 C32 C33 C34 176(3) . . . . ?
O31 C32 C37 C36 -178.4(19) . . . . ?
O31 C32 C37 N38 1(3) . . . . ?
C32 C33 C34 C35 3(4) . . . . ?
C32 C37 N38 Cu2 3.2(17) . . . . ?
C32 C37 N38 C39 -173.4(14) . . . . ?
C33 C32 C37 C36 -3(3) . . . . ?
C33 C32 C37 N38 177(2) . . . . ?
C33 C34 C35 C36 -4(4) . . . . ?
C34 C35 C36 C37 1(3) . . . . ?
C35 C36 C37 C32 2(3) . . . . ?
C35 C36 C37 N38 -177.2(18) . . . . ?
C36 C37 N38 Cu2 -177.4(14) . . . . ?
C36 C37 N38 C39 6(2) . . . . ?
C37 C32 C33 C34 0(3) . . . . ?
C37 N38 C39 C40 174.6(19) . . . . ?
N38 C39 C40 C41 -179.0(17) . . . . ?
N38 C39 C40 C45 -3(3) . . . . ?
C39 C40 C41 C42 177(2) . . . . ?
C39 C40 C45 C44 -177(2) . . . . ?
C39 C40 C45 O46 4(4) . . . . ?
C40 C41 C42 C43 -1(3) . . . . ?
C40 C45 O46 Cu2 1(3) . . . . ?
C41 C40 C45 C44 -1(3) . . . . ?
C41 C40 C45 O46 179(2) . . . . ?
C41 C42 C43 C44 1(3) . . . . ?
C42 C43 C44 C45 -1(3) . . . . ?
C43 C44 C45 C40 1(3) . . . . ?
C43 C44 C45 O46 -180(2) . . . . ?
C44 C45 O46 Cu2 -178.3(14) . . . . ?
C45 C40 C41 C42 2(3) . . . . ?
Cu3 O51 C52 C53 -178.9(11) . . . . ?
Cu3 O51 C52 C57 0.6(14) . . . . ?
Cu3 N58 C59 C60 1.9(10) . . . . ?
Cu3 N141 C142 C143 -171.0(2) . . . . ?
Cu3 N141 C146 C145 171.5(3) . . . . ?
Cu3 N161 C162 C163 178.4(3) . . . . ?
Cu3 N161 C166 C165 -178.9(2) . . . . ?
O51 C52 C53 C54 180.0(13) . . . . ?
O51 C52 C57 C56 -178.8(11) . . . . ?
O51 C52 C57 N58 0.6(16) . . . . ?
C52 C53 C54 C55 -2.3(18) . . . . ?
C52 C57 N58 Cu3 -1.4(11) . . . . ?
C52 C57 N58 C59 175.8(8) . . . . ?
C53 C52 C57 C56 0.7(16) . . . . ?
C53 C52 C57 N58 -179.9(11) . . . . ?
C53 C54 C55 C56 2.9(15) . . . . ?
C54 C55 C56 C57 -1.6(13) . . . . ?
C55 C56 C57 C52 -0.2(15) . . . . ?
C55 C56 C57 N58 -179.5(9) . . . . ?
C56 C57 N58 Cu3 177.9(9) . . . . ?
C56 C57 N58 C59 -4.8(14) . . . . ?
C57 C52 C53 C54 0.5(18) . . . . ?
C57 N58 C59 C60 -175.0(10) . . . . ?
N58 C59 C60 C61 -178.6(8) . . . . ?
N58 C59 C60 C65 4.8(15) . . . . ?
C59 C60 C61 C62 -176.1(12) . . . . ?
C59 C60 C65 C64 176.8(12) . . . . ?
C59 C60 C65 O66 -3.2(19) . . . . ?
C60 C61 C62 C63 -0.4(19) . . . . ?
C60 C65 O66 Cu3 -5.1(17) . . . . ?
C61 C60 C65 C64 0.1(17) . . . . ?
C61 C60 C65 O66 -179.8(12) . . . . ?
C61 C62 C63 C64 -1(2) . . . . ?
C62 C63 C64 C65 2(2) . . . . ?
C63 C64 C65 C60 -1.2(19) . . . . ?
C63 C64 C65 O66 178.7(13) . . . . ?
C64 C65 O66 Cu3 175.0(8) . . . . ?
C65 C60 C61 C62 0.7(17) . . . . ?
Cu4 O71 C72 C73 -180(2) . . . . ?
Cu4 O71 C72 C77 -1(3) . . . . ?
Cu4 N78 C79 C80 2.8(19) . . . . ?
Cu4 N141 C142 C143 -170.4(3) . . . . ?
Cu4 N141 C146 C145 168.9(3) . . . . ?
Cu4 N161 C162 C163 -177.9(3) . . . . ?
Cu4 N161 C166 C165 177.7(3) . . . . ?
O71 C72 C73 C74 -175(3) . . . . ?
O71 C72 C77 C76 176(2) . . . . ?
O71 C72 C77 N78 -2(3) . . . . ?
C72 C73 C74 C75 -4(4) . . . . ?
C72 C77 N78 Cu4 4.1(19) . . . . ?
C72 C77 N78 C79 -172.2(14) . . . . ?
C73 C72 C77 C76 -4(3) . . . . ?
C73 C72 C77 N78 177(2) . . . . ?
C73 C74 C75 C76 -1(4) . . . . ?
C74 C75 C76 C77 3(3) . . . . ?
C75 C76 C77 C72 0(3) . . . . ?
C75 C76 C77 N78 179(2) . . . . ?
C76 C77 N78 Cu4 -174.7(17) . . . . ?
C76 C77 N78 C79 9(3) . . . . ?
C77 C72 C73 C74 6(4) . . . . ?
C77 N78 C79 C80 178.6(19) . . . . ?
N78 C79 C80 C81 177.7(15) . . . . ?
N78 C79 C80 C85 -10(3) . . . . ?
C79 C80 C81 C82 172.7(19) . . . . ?
C79 C80 C85 C84 -173(2) . . . . ?
C79 C80 C85 O86 6(4) . . . . ?
C80 C81 C82 C83 0(3) . . . . ?
C80 C85 O86 Cu4 3(4) . . . . ?
C81 C80 C85 C84 0(3) . . . . ?
C81 C80 C85 O86 179(2) . . . . ?
C81 C82 C83 C84 -1(3) . . . . ?
C82 C83 C84 C85 1(3) . . . . ?
C83 C84 C85 C80 -1(3) . . . . ?
C83 C84 C85 O86 -180(2) . . . . ?
C84 C85 O86 Cu4 -177.4(16) . . . . ?
C85 C80 C81 C82 0(3) . . . . ?
N101 C102 C103 C104 0.1(5) . . . . ?
C102 N101 C106 C105 3.0(4) . . . . ?
C102 C103 C104 C105 1.7(5) . . . . ?
C102 C103 C104 C107 -177.0(3) . . . . ?
C103 C104 C105 C106 -1.2(5) . . . . ?
C103 C104 C107 C108 61.1(5) . . . . ?
C103 C104 C107 C109 -57.4(5) . . . . ?
C103 C104 C107 C110 -175.1(3) . . . . ?
C104 C105 C106 N101 -1.2(5) . . . . ?
C105 C104 C107 C108 -117.5(4) . . . . ?
C105 C104 C107 C109 123.9(4) . . . . ?
C105 C104 C107 C110 6.2(5) . . . . ?
C106 N101 C102 C103 -2.5(4) . . . . ?
C107 C104 C105 C106 177.5(3) . . . . ?
N121 C122 C123 C124 -0.3(5) . . . . ?
C122 N121 C126 C125 2.3(6) . . . . ?
C122 C123 C124 C125 -0.3(5) . . . . ?
C122 C123 C124 C127 -177.9(3) . . . . ?
C123 C124 C125 C126 1.8(6) . . . . ?
C123 C124 C127 C128 107.4(5) . . . . ?
C123 C124 C127 C129 -7.6(5) . . . . ?
C123 C124 C127 C130 -129.2(5) . . . . ?
C124 C125 C126 N121 -2.9(7) . . . . ?
C125 C124 C127 C128 -70.1(5) . . . . ?
C125 C124 C127 C129 174.9(4) . . . . ?
C125 C124 C127 C130 53.2(6) . . . . ?
C126 N121 C122 C123 -0.7(5) . . . . ?
C127 C124 C125 C126 179.5(4) . . . . ?
N141 C142 C143 C144 1.1(5) . . . . ?
C142 N141 C146 C145 -0.9(5) . . . . ?
C142 C143 C144 C145 -2.6(5) . . . . ?
C142 C143 C144 C147 176.2(3) . . . . ?
C143 C144 C145 C146 2.4(5) . . . . ?
C143 C144 C147 C148 -116.7(4) . . . . ?
C143 C144 C147 C149 7.5(5) . . . . ?
C143 C144 C147 C150 123.6(4) . . . . ?
C144 C145 C146 N141 -0.7(5) . . . . ?
C145 C144 C147 C148 62.0(5) . . . . ?
C145 C144 C147 C149 -173.7(4) . . . . ?
C145 C144 C147 C150 -57.7(5) . . . . ?
C146 N141 C142 C143 0.7(4) . . . . ?
C147 C144 C145 C146 -176.4(3) . . . . ?
N161 C162 C163 C164 2.3(6) . . . . ?
C162 N161 C166 C165 1.2(5) . . . . ?
C162 C163 C164 C165 -2.2(6) . . . . ?
C162 C163 C164 C167 177.8(4) . . . . ?
C163 C164 C165 C166 1.7(5) . . . . ?
C163 C164 C167 C168 -72.5(4) . . . . ?
C163 C164 C167 C169 52.0(6) . . . . ?
C163 C164 C167 C170 173.7(3) . . . . ?
C164 C165 C166 N161 -1.3(5) . . . . ?
C165 C164 C167 C168 107.5(4) . . . . ?
C165 C164 C167 C169 -128.0(5) . . . . ?
C165 C164 C167 C170 -6.3(5) . . . . ?
C166 N161 C162 C163 -1.7(6) . . . . ?
C167 C164 C165 C166 -178.3(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_exptl_crystal_mounting_method mitegen
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.338
_oxdiff_exptl_absorpt_empirical_full_min 0.470
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2015tdk064
_database_code_depnum_ccdc_archive 'CCDC 1907282'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H14 Cu N2 O2'
_chemical_formula_sum            'C18 H14 Cu N2 O2'
_chemical_formula_weight         353.85
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         (C11H9NO2)Cu(C5H5N)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   9.7594(4)
_cell_length_b                   11.4338(3)
_cell_length_c                   13.2116(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1474.24(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10138
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4910
_cell_measurement_theta_min      2.3390
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.492
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.103
_exptl_crystal_size_mid          0.012
_exptl_crystal_size_min          0.010
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0797
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            18404
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.478
_diffrn_reflns_theta_min         2.356
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
'#__ type_ start__ end____ width___ exp.time_ 1 omega -32.00 74.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -16.0000 72.0000 100.0000 106 #__ type_ start__ end____ width___ exp.time_ 2 omega -70.00 23.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -16.0000 -72.0000 -20.0000 93 #__ type_ start__ end____ width___ exp.time_ 3 omega -79.00 23.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -16.0000 -72.0000 -180.0000 102 #__ type_ start__ end____ width___ exp.time_ 4 omega -96.00 -24.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -16.0000 0.0000 -180.0000 72 #__ type_ start__ end____ width___ exp.time_ 5 omega -106.00 58.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -16.0000 0.0000 -100.0000 164 #__ type_ start__ end____ width___ exp.time_ 6 omega -79.00 -61.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - -16.0000 -72.0000 60.0000 18'
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  Kat
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_UB_11      -0.0186035000
_diffrn_orient_matrix_UB_12      -0.0579740000
_diffrn_orient_matrix_UB_13      0.0132412000
_diffrn_orient_matrix_UB_21      0.0650955000
_diffrn_orient_matrix_UB_22      -0.0082863000
_diffrn_orient_matrix_UB_23      0.0228182000
_diffrn_orient_matrix_UB_31      -0.0263985000
_diffrn_orient_matrix_UB_32      0.0204811000
_diffrn_orient_matrix_UB_33      0.0467634000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.903
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                2736
_reflns_number_total             3367
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2011 (Burla et al., 2012)'
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details 
;
 Flack x determined using 998 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         3367
_refine_ls_number_restraints     343
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0480
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0478P)²+0.2234P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.1031
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Cu1 \\sim O11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim
N18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim
O26 \\sim Cu2 \\sim O31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim
C37 \\sim N38 \\sim C39 \\sim C40 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim
C45 \\sim O46: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3. Rigid body (RIGU) restrains
 Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
 C25, O26, Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43,
  C44, C45, O46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
C25, O26} sigma for 1-2: 0.01, 1-3: 0.02
as
{Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44,
C45, O46}
5. Others
 Fixed Sof: Cu1(0.5) O11(0.5) C12(0.5) C13(0.5) H13(0.5) C14(0.5) H14(0.5)
 C15(0.5) H15(0.5) C16(0.5) H16(0.5) C17(0.5) N18(0.5) C19(0.5) H19(0.5)
 C20(0.5) C21(0.5) H21(0.5) C22(0.5) H22(0.5) C23(0.5) H23(0.5) C24(0.5)
 H24(0.5) C25(0.5) O26(0.5) Cu2(0.5) O31(0.5) C32(0.5) C33(0.5) H33(0.5)
 C34(0.5) H34(0.5) C35(0.5) H35(0.5) C36(0.5) H36(0.5) C37(0.5) N38(0.5)
 C39(0.5) H39(0.5) C40(0.5) C41(0.5) H41(0.5) C42(0.5) H42(0.5) C43(0.5)
 H43(0.5) C44(0.5) H44(0.5) C45(0.5) O46(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 C52(H52), C53(H53), C54(H54), C55(H55), C56(H56), C13(H13), C14(H14),
 C15(H15), C16(H16), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C33(H33),
  C34(H34), C35(H35), C36(H36), C39(H39), C41(H41), C42(H42), C43(H43), C44(H44)
6.b Fitted hexagon refined as free rotating group:
 C12(C13,C14,C15,C16,C17), C40(C41,C42,C43,C44,C45)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N51 N 0.5243(4) -0.0875(3) 0.3095(5) 0.0223(11) Uani 1 1 d . . . . .
C52 C 0.6244(6) -0.1260(5) 0.3714(4) 0.0280(12) Uani 1 1 d . . . . .
H52 H 0.6580 -0.0758 0.4231 0.034 Uiso 1 1 calc R . . . .
C53 C 0.6789(6) -0.2359(5) 0.3615(4) 0.0346(14) Uani 1 1 d . . . . .
H53 H 0.7507 -0.2602 0.4052 0.042 Uiso 1 1 calc R . . . .
C54 C 0.6304(6) -0.3110(5) 0.2888(4) 0.0344(15) Uani 1 1 d . . . . .
H54 H 0.6664 -0.3878 0.2819 0.041 Uiso 1 1 calc R . . . .
C55 C 0.5285(6) -0.2714(5) 0.2265(5) 0.0318(13) Uani 1 1 d . . . . .
H55 H 0.4927 -0.3206 0.1749 0.038 Uiso 1 1 calc R . . . .
C56 C 0.4782(5) -0.1601(4) 0.2391(4) 0.0257(12) Uani 1 1 d . . . . .
H56 H 0.4072 -0.1340 0.1953 0.031 Uiso 1 1 calc R . . . .
Cu1 Cu 0.4685(6) 0.0806(4) 0.3304(5) 0.0211(9) Uani 0.5 1 d D U P A 1
O11 O 0.6045(12) 0.0998(9) 0.4343(9) 0.024(2) Uani 0.5 1 d D U P A 1
C12 C 0.6231(9) 0.2141(5) 0.4586(6) 0.018(2) Uiso 0.5 1 d D U P A 1
C13 C 0.7261(9) 0.2497(7) 0.5244(7) 0.019(3) Uiso 0.5 1 d DG U P A 1
H13 H 0.7823 0.1931 0.5568 0.023 Uiso 0.5 1 calc R . P A 1
C14 C 0.7469(11) 0.3681(8) 0.5427(9) 0.022(5) Uiso 0.5 1 d DG U P A 1
H14 H 0.8174 0.3924 0.5877 0.026 Uiso 0.5 1 calc R . P A 1
C15 C 0.6647(13) 0.4508(5) 0.4953(11) 0.033(6) Uiso 0.5 1 d DG U P A 1
H15 H 0.6790 0.5318 0.5078 0.039 Uiso 0.5 1 calc R . P A 1
C16 C 0.5617(10) 0.4152(7) 0.4295(8) 0.031(4) Uiso 0.5 1 d DG U P A 1
H16 H 0.5055 0.4718 0.3971 0.037 Uiso 0.5 1 calc R . P A 1
C17 C 0.5409(8) 0.2968(8) 0.4112(6) 0.021(3) Uiso 0.5 1 d DG U P A 1
N18 N 0.4474(7) 0.2497(6) 0.3406(6) 0.020(2) Uani 0.5 1 d D U P A 1
C19 C 0.3614(9) 0.3101(8) 0.2895(6) 0.018(2) Uiso 0.5 1 d D U P A 1
H19 H 0.3629 0.3923 0.2999 0.022 Uiso 0.5 1 calc R . P A 1
C20 C 0.2622(10) 0.2663(9) 0.2173(8) 0.014(3) Uiso 0.5 1 d D U P A 1
C21 C 0.1780(13) 0.3474(10) 0.1676(10) 0.017(3) Uiso 0.5 1 d D U P A 1
H21 H 0.1864 0.4282 0.1831 0.020 Uiso 0.5 1 calc R . P A 1
C22 C 0.0837(15) 0.3120(11) 0.0968(11) 0.015(4) Uiso 0.5 1 d D U P A 1
H22 H 0.0283 0.3682 0.0630 0.018 Uiso 0.5 1 calc R . P A 1
C23 C 0.0695(15) 0.1936(11) 0.0747(11) 0.021(4) Uiso 0.5 1 d D U P A 1
H23 H 0.0042 0.1685 0.0260 0.025 Uiso 0.5 1 calc R . P A 1
C24 C 0.1516(14) 0.1122(10) 0.1245(10) 0.025(3) Uiso 0.5 1 d D U P A 1
H24 H 0.1414 0.0315 0.1092 0.030 Uiso 0.5 1 calc R . P A 1
C25 C 0.2491(12) 0.1464(9) 0.1969(9) 0.021(3) Uiso 0.5 1 d D U P A 1
O26 O 0.3194(13) 0.0615(9) 0.2395(9) 0.023(2) Uani 0.5 1 d D U P A 1
Cu2 Cu 0.4387(6) 0.0787(5) 0.3098(5) 0.0215(9) Uani 0.5 1 d D U P A 2
O31 O 0.3010(13) 0.0314(8) 0.2140(9) 0.022(2) Uani 0.5 1 d D U P A 2
C32 C 0.2312(12) 0.1235(8) 0.1778(9) 0.021(3) Uiso 0.5 1 d D U P A 2
C33 C 0.1255(13) 0.1133(9) 0.1069(10) 0.022(3) Uiso 0.5 1 d D U P A 2
H33 H 0.1002 0.0385 0.0816 0.026 Uiso 0.5 1 calc R . P A 2
C34 C 0.0574(16) 0.2127(11) 0.0735(12) 0.026(4) Uiso 0.5 1 d D U P A 2
H34 H -0.0159 0.2047 0.0267 0.031 Uiso 0.5 1 calc R . P A 2
C35 C 0.0941(17) 0.3241(11) 0.1069(13) 0.026(5) Uiso 0.5 1 d D U P A 2
H35 H 0.0489 0.3916 0.0817 0.031 Uiso 0.5 1 calc R . P A 2
C36 C 0.1978(15) 0.3338(10) 0.1777(11) 0.025(4) Uiso 0.5 1 d D U P A 2
H36 H 0.2231 0.4087 0.2024 0.030 Uiso 0.5 1 calc R . P A 2
C37 C 0.2652(10) 0.2350(9) 0.2130(8) 0.016(3) Uiso 0.5 1 d D U P A 2
N38 N 0.3707(8) 0.2364(6) 0.2864(6) 0.0218(19) Uani 0.5 1 d D U P A 2
C39 C 0.4195(8) 0.3282(7) 0.3266(8) 0.021(2) Uiso 0.5 1 d D U P A 2
H39 H 0.3823 0.4010 0.3055 0.025 Uiso 0.5 1 calc R . P A 2
C40 C 0.5276(8) 0.3311(8) 0.4022(6) 0.018(2) Uiso 0.5 1 d D U P A 2
C41 C 0.5689(10) 0.4418(6) 0.4332(7) 0.019(3) Uiso 0.5 1 d DG U P A 2
H41 H 0.5242 0.5093 0.4073 0.022 Uiso 0.5 1 calc R . P A 2
C42 C 0.6756(12) 0.4538(6) 0.5022(10) 0.027(6) Uiso 0.5 1 d DG U P A 2
H42 H 0.7038 0.5294 0.5234 0.033 Uiso 0.5 1 calc R . P A 2
C43 C 0.7410(11) 0.3550(8) 0.5401(9) 0.028(5) Uiso 0.5 1 d DG U P A 2
H43 H 0.8139 0.3632 0.5872 0.033 Uiso 0.5 1 calc R . P A 2
C44 C 0.6996(10) 0.2443(7) 0.5090(8) 0.032(4) Uiso 0.5 1 d DG U P A 2
H44 H 0.7443 0.1769 0.5350 0.038 Uiso 0.5 1 calc R . P A 2
C45 C 0.5929(9) 0.2324(6) 0.4401(7) 0.021(3) Uiso 0.5 1 d DG U P A 2
O46 O 0.5653(11) 0.1237(9) 0.4118(9) 0.023(2) Uani 0.5 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N51 C52 1.348(7) . ?
N51 C56 1.326(7) . ?
N51 Cu1 2.017(6) . ?
N51 Cu2 2.077(6) . ?
C52 H52 0.9500 . ?
C52 C53 1.370(8) . ?
C53 H53 0.9500 . ?
C53 C54 1.373(8) . ?
C54 H54 0.9500 . ?
C54 C55 1.368(8) . ?
C55 H55 0.9500 . ?
C55 C56 1.375(7) . ?
C56 H56 0.9500 . ?
Cu1 O11 1.922(10) . ?
Cu1 N18 1.950(8) . ?
Cu1 O26 1.900(10) . ?
O11 C12 1.357(11) . ?
C12 C13 1.3900 . ?
C12 C17 1.3900 . ?
C13 H13 0.9500 . ?
C13 C14 1.3900 . ?
C14 H14 0.9500 . ?
C14 C15 1.3900 . ?
C15 H15 0.9500 . ?
C15 C16 1.3900 . ?
C16 H16 0.9500 . ?
C16 C17 1.3900 . ?
C17 N18 1.411(8) . ?
N18 C19 1.280(9) . ?
C19 H19 0.9500 . ?
C19 C20 1.448(10) . ?
C20 C21 1.402(10) . ?
C20 C25 1.403(10) . ?
C21 H21 0.9500 . ?
C21 C22 1.373(11) . ?
C22 H22 0.9500 . ?
C22 C23 1.392(11) . ?
C23 H23 0.9500 . ?
C23 C24 1.393(11) . ?
C24 H24 0.9500 . ?
C24 C25 1.405(11) . ?
C25 O26 1.315(12) . ?
Cu2 O31 1.923(10) . ?
Cu2 N38 1.946(7) . ?
Cu2 O46 1.899(10) . ?
O31 C32 1.343(12) . ?
C32 C33 1.399(11) . ?
C32 C37 1.397(10) . ?
C33 H33 0.9500 . ?
C33 C34 1.389(11) . ?
C34 H34 0.9500 . ?
C34 C35 1.394(11) . ?
C35 H35 0.9500 . ?
C35 C36 1.382(12) . ?
C36 H36 0.9500 . ?
C36 C37 1.387(11) . ?
C37 N38 1.414(10) . ?
N38 C39 1.269(9) . ?
C39 H39 0.9500 . ?
C39 C40 1.453(10) . ?
C40 C41 1.3900 . ?
C40 C45 1.3900 . ?
C41 H41 0.9500 . ?
C41 C42 1.3900 . ?
C42 H42 0.9500 . ?
C42 C43 1.3900 . ?
C43 H43 0.9500 . ?
C43 C44 1.3900 . ?
C44 H44 0.9500 . ?
C44 C45 1.3900 . ?
C45 O46 1.326(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C52 N51 Cu1 115.1(4) . . ?
C52 N51 Cu2 126.1(4) . . ?
C56 N51 C52 117.9(4) . . ?
C56 N51 Cu1 126.9(4) . . ?
C56 N51 Cu2 115.9(4) . . ?
N51 C52 H52 119.3 . . ?
N51 C52 C53 121.5(5) . . ?
C53 C52 H52 119.3 . . ?
C52 C53 H53 119.8 . . ?
C52 C53 C54 120.5(5) . . ?
C54 C53 H53 119.8 . . ?
C53 C54 H54 121.2 . . ?
C55 C54 C53 117.7(5) . . ?
C55 C54 H54 121.2 . . ?
C54 C55 H55 120.2 . . ?
C54 C55 C56 119.6(5) . . ?
C56 C55 H55 120.2 . . ?
N51 C56 C55 122.9(5) . . ?
N51 C56 H56 118.6 . . ?
C55 C56 H56 118.6 . . ?
O11 Cu1 N51 91.2(4) . . ?
O11 Cu1 N18 84.8(4) . . ?
N18 Cu1 N51 169.6(5) . . ?
O26 Cu1 N51 90.6(4) . . ?
O26 Cu1 O11 173.6(7) . . ?
O26 Cu1 N18 94.4(4) . . ?
C12 O11 Cu1 111.8(6) . . ?
O11 C12 C13 121.8(7) . . ?
O11 C12 C17 118.1(7) . . ?
C13 C12 C17 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16 120.0 . . ?
C12 C17 N18 114.3(6) . . ?
C16 C17 C12 120.0 . . ?
C16 C17 N18 125.5(6) . . ?
C17 N18 Cu1 110.9(5) . . ?
C19 N18 Cu1 124.6(6) . . ?
C19 N18 C17 124.5(7) . . ?
N18 C19 H19 116.6 . . ?
N18 C19 C20 126.8(9) . . ?
C20 C19 H19 116.6 . . ?
C21 C20 C19 118.1(9) . . ?
C21 C20 C25 120.2(8) . . ?
C25 C20 C19 121.7(9) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.1(10) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.7(10) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.6(10) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.2 . . ?
C23 C24 C25 121.7(10) . . ?
C25 C24 H24 119.2 . . ?
C20 C25 C24 117.7(8) . . ?
O26 C25 C20 126.3(9) . . ?
O26 C25 C24 116.0(9) . . ?
C25 O26 Cu1 125.8(8) . . ?
O31 Cu2 N51 91.3(4) . . ?
O31 Cu2 N38 85.3(4) . . ?
N38 Cu2 N51 170.1(5) . . ?
O46 Cu2 N51 89.3(4) . . ?
O46 Cu2 O31 175.9(7) . . ?
O46 Cu2 N38 94.8(4) . . ?
C32 O31 Cu2 111.6(7) . . ?
O31 C32 C33 123.2(9) . . ?
O31 C32 C37 118.5(9) . . ?
C37 C32 C33 118.3(8) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 C32 119.8(9) . . ?
C34 C33 H33 120.1 . . ?
C33 C34 H34 119.2 . . ?
C33 C34 C35 121.6(11) . . ?
C35 C34 H34 119.2 . . ?
C34 C35 H35 120.8 . . ?
C36 C35 C34 118.4(11) . . ?
C36 C35 H35 120.8 . . ?
C35 C36 H36 119.7 . . ?
C35 C36 C37 120.6(10) . . ?
C37 C36 H36 119.7 . . ?
C32 C37 N38 114.3(8) . . ?
C36 C37 C32 121.2(8) . . ?
C36 C37 N38 124.5(9) . . ?
C37 N38 Cu2 110.3(6) . . ?
C39 N38 Cu2 124.8(7) . . ?
C39 N38 C37 124.7(8) . . ?
N38 C39 H39 117.3 . . ?
N38 C39 C40 125.4(8) . . ?
C40 C39 H39 117.3 . . ?
C41 C40 C39 115.7(6) . . ?
C41 C40 C45 120.0 . . ?
C45 C40 C39 124.2(6) . . ?
C40 C41 H41 120.0 . . ?
C42 C41 C40 120.0 . . ?
C42 C41 H41 120.0 . . ?
C41 C42 H42 120.0 . . ?
C43 C42 C41 120.0 . . ?
C43 C42 H42 120.0 . . ?
C42 C43 H43 120.0 . . ?
C42 C43 C44 120.0 . . ?
C44 C43 H43 120.0 . . ?
C43 C44 H44 120.0 . . ?
C45 C44 C43 120.0 . . ?
C45 C44 H44 120.0 . . ?
C44 C45 C40 120.0 . . ?
O46 C45 C40 124.5(7) . . ?
O46 C45 C44 115.5(7) . . ?
C45 O46 Cu2 125.9(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N51 C52 C53 C54 -1.3(8) . . . . ?
N51 Cu1 O26 C25 -164.0(13) . . . . ?
N51 Cu2 O46 C45 165.5(12) . . . . ?
C52 N51 C56 C55 -0.4(8) . . . . ?
C52 C53 C54 C55 1.0(8) . . . . ?
C53 C54 C55 C56 -0.5(8) . . . . ?
C54 C55 C56 N51 0.2(9) . . . . ?
C56 N51 C52 C53 0.9(8) . . . . ?
Cu1 N51 C52 C53 -175.7(5) . . . . ?
Cu1 N51 C56 C55 175.8(5) . . . . ?
Cu1 O11 C12 C13 -173.3(6) . . . . ?
Cu1 O11 C12 C17 3.0(12) . . . . ?
Cu1 N18 C19 C20 1.7(14) . . . . ?
O11 C12 C13 C14 176.2(11) . . . . ?
O11 C12 C17 C16 -176.3(11) . . . . ?
O11 C12 C17 N18 -1.0(10) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C12 C17 N18 Cu1 -1.5(8) . . . . ?
C12 C17 N18 C19 179.2(8) . . . . ?
C13 C12 C17 C16 0.0 . . . . ?
C13 C12 C17 N18 175.4(8) . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C15 C16 C17 C12 0.0 . . . . ?
C15 C16 C17 N18 -174.8(10) . . . . ?
C16 C17 N18 Cu1 173.6(6) . . . . ?
C16 C17 N18 C19 -5.8(13) . . . . ?
C17 C12 C13 C14 0.0 . . . . ?
C17 N18 C19 C20 -179.0(9) . . . . ?
N18 Cu1 O26 C25 6.8(14) . . . . ?
N18 C19 C20 C21 -179.0(11) . . . . ?
N18 C19 C20 C25 1.0(17) . . . . ?
C19 C20 C21 C22 178.6(13) . . . . ?
C19 C20 C25 C24 -178.9(11) . . . . ?
C19 C20 C25 O26 1(2) . . . . ?
C20 C21 C22 C23 1(2) . . . . ?
C20 C25 O26 Cu1 -6(2) . . . . ?
C21 C20 C25 C24 1.1(18) . . . . ?
C21 C20 C25 O26 -178.6(14) . . . . ?
C21 C22 C23 C24 0(3) . . . . ?
C22 C23 C24 C25 0(2) . . . . ?
C23 C24 C25 C20 0(2) . . . . ?
C23 C24 C25 O26 179.3(15) . . . . ?
C24 C25 O26 Cu1 174.0(11) . . . . ?
C25 C20 C21 C22 -1(2) . . . . ?
Cu2 N51 C52 C53 -176.5(5) . . . . ?
Cu2 N51 C56 C55 177.3(5) . . . . ?
Cu2 O31 C32 C33 180.0(11) . . . . ?
Cu2 O31 C32 C37 -0.5(16) . . . . ?
Cu2 N38 C39 C40 -4.7(15) . . . . ?
O31 C32 C33 C34 179.6(15) . . . . ?
O31 C32 C37 C36 179.3(14) . . . . ?
O31 C32 C37 N38 -1.2(17) . . . . ?
C32 C33 C34 C35 2(3) . . . . ?
C32 C37 N38 Cu2 2.2(12) . . . . ?
C32 C37 N38 C39 178.3(11) . . . . ?
C33 C32 C37 C36 -1.1(19) . . . . ?
C33 C32 C37 N38 178.4(11) . . . . ?
C33 C34 C35 C36 -2(3) . . . . ?
C34 C35 C36 C37 1(3) . . . . ?
C35 C36 C37 C32 0(2) . . . . ?
C35 C36 C37 N38 -178.9(15) . . . . ?
C36 C37 N38 Cu2 -178.3(12) . . . . ?
C36 C37 N38 C39 -2.3(19) . . . . ?
C37 C32 C33 C34 0(2) . . . . ?
C37 N38 C39 C40 179.8(10) . . . . ?
N38 Cu2 O46 C45 -5.5(13) . . . . ?
N38 C39 C40 C41 177.7(9) . . . . ?
N38 C39 C40 C45 0.6(15) . . . . ?
C39 C40 C41 C42 -177.3(9) . . . . ?
C39 C40 C45 C44 177.1(10) . . . . ?
C39 C40 C45 O46 0.3(13) . . . . ?
C40 C41 C42 C43 0.0 . . . . ?
C40 C45 O46 Cu2 3.4(16) . . . . ?
C41 C40 C45 C44 0.0 . . . . ?
C41 C40 C45 O46 -176.8(12) . . . . ?
C41 C42 C43 C44 0.0 . . . . ?
C42 C43 C44 C45 0.0 . . . . ?
C43 C44 C45 C40 0.0 . . . . ?
C43 C44 C45 O46 177.1(11) . . . . ?
C44 C45 O46 Cu2 -173.6(8) . . . . ?
C45 C40 C41 C42 0.0 . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2015tdk108
_database_code_depnum_ccdc_archive 'CCDC 1907271'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H29 Cu N5 O2'
_chemical_formula_sum            'C27 H29 Cu N5 O2'
_chemical_formula_weight         519.09
_chemical_melting_point          ?
_chemical_oxdiff_formula         Cu1(C13H9N1O2)(C7H10N2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.2309(5)
_cell_length_b                   19.1471(6)
_cell_length_c                   11.1735(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.895(4)
_cell_angle_gamma                90
_cell_volume                     2444.59(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9818
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4830
_cell_measurement_theta_min      2.2700
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.928
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92796
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1084
_exptl_crystal_recrystallization_method 
'Slow diffusion of water into DMSO solution'
_exptl_crystal_size_max          0.099
_exptl_crystal_size_mid          0.082
_exptl_crystal_size_min          0.035
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            19122
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.374
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -107.00  44.00   1.00    4.00    --  -17.00 -18.00  30.00  151
  2  ω    -53.00  22.00   1.00    4.00    --  -17.00 -72.00 120.00   75
  3  ω    -29.00  73.00   1.00    4.00    --  -17.00  72.00  30.00  102
  4  ω    -72.00 -57.00   1.00    4.00    --  -17.00 -18.00-180.00   15
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  Ros
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0454317000
_diffrn_orient_matrix_UB_12      -0.0244549000
_diffrn_orient_matrix_UB_13      -0.0072149000
_diffrn_orient_matrix_UB_21      -0.0423490000
_diffrn_orient_matrix_UB_22      0.0263186000
_diffrn_orient_matrix_UB_23      -0.0277377000
_diffrn_orient_matrix_UB_31      -0.0000848000
_diffrn_orient_matrix_UB_32      -0.0089715000
_diffrn_orient_matrix_UB_33      -0.0616160000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4783
_reflns_number_total             5600
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         5600
_refine_ls_number_restraints     215
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0344
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0431P)²+1.1774P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0868
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cu1-Cu2
 -0.6 with sigma of 0.01
3. Rigid body (RIGU) restrains
 Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
 C25, O26, Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43,
  C44, C45, O46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
C25, O26} sigma for 1-2: 0.02, 1-3: 0.04
as
{Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44,
C45, O46}
5. Others
 Sof(Cu2)=Sof(O31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=
 Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(N38)=Sof(C39)=Sof(H39)=Sof(C40)=
 Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=
 Sof(C45)=Sof(O46)=1-FVAR(1)
 Sof(Cu1)=Sof(O11)=Sof(C12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=
 Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(N18)=Sof(C19)=Sof(H19)=Sof(C20)=
 Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=
 Sof(C25)=Sof(O26)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C65(H65), C63(H63), C52(H52), C56(H56), C53(H53), C66(H66), C55(H55),
 C62(H62), C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C21(H21), C22(H22),
  C23(H23), C24(H24), C33(H33), C34(H34), C35(H35), C36(H36), C39(H39),
 C41(H41), C42(H42), C43(H43), C44(H44)
6.b Idealised Me refined as rotating group:
 C69(H69A,H69B,H69C), C58(H58A,H58B,H58C), C70(H70A,H70B,H70C), C59(H59A,H59B,
 H59C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C65 C 0.85837(14) 0.44948(10) 0.37349(16) 0.0194(4) Uani 1 1 d . . . . .
H65 H 0.8983 0.4301 0.3223 0.023 Uiso 1 1 calc R . . . .
C54 C 0.58868(15) 0.53522(10) 0.88323(16) 0.0196(4) Uani 1 1 d . . . . .
C63 C 0.78694(14) 0.54575(9) 0.45964(16) 0.0187(4) Uani 1 1 d . . . . .
H63 H 0.7772 0.5944 0.4697 0.022 Uiso 1 1 calc R . . . .
C52 C 0.72069(14) 0.45683(10) 0.83279(16) 0.0193(4) Uani 1 1 d . . . . .
H52 H 0.7981 0.4396 0.8532 0.023 Uiso 1 1 calc R . . . .
C56 C 0.52783(14) 0.45670(10) 0.70352(17) 0.0202(4) Uani 1 1 d . . . . .
H56 H 0.4663 0.4391 0.6309 0.024 Uiso 1 1 calc R . . . .
C69 C 0.90067(18) 0.64216(10) 0.3499(2) 0.0288(4) Uani 1 1 d . . . . .
H69A H 0.8193 0.6582 0.3212 0.043 Uiso 1 1 calc GR . . . .
H69B H 0.9421 0.6668 0.3019 0.043 Uiso 1 1 calc GR . . . .
H69C H 0.9389 0.6518 0.4415 0.043 Uiso 1 1 calc GR . . . .
C53 C 0.70231(15) 0.50750(10) 0.90975(17) 0.0221(4) Uani 1 1 d . . . . .
H53 H 0.7659 0.5242 0.9813 0.027 Uiso 1 1 calc R . . . .
C66 C 0.80686(14) 0.40650(10) 0.43651(16) 0.0190(4) Uani 1 1 d . . . . .
H66 H 0.8139 0.3575 0.4276 0.023 Uiso 1 1 calc R . . . .
C58 C 0.65738(19) 0.61118(12) 1.07068(19) 0.0354(5) Uani 1 1 d . . . . .
H58A H 0.6888 0.5730 1.1317 0.053 Uiso 1 1 calc GR . . . .
H58B H 0.6248 0.6473 1.1104 0.053 Uiso 1 1 calc GR . . . .
H58C H 0.7202 0.6313 1.0465 0.053 Uiso 1 1 calc GR . . . .
C55 C 0.50088(15) 0.50749(10) 0.77415(17) 0.0211(4) Uani 1 1 d . . . . .
H55 H 0.4228 0.5242 0.7498 0.025 Uiso 1 1 calc R . . . .
C70 C 0.97341(15) 0.54150(11) 0.25639(18) 0.0265(4) Uani 1 1 d . . . . .
H70A H 1.0340 0.5101 0.3111 0.040 Uiso 1 1 calc GR . . . .
H70B H 1.0104 0.5808 0.2294 0.040 Uiso 1 1 calc GR . . . .
H70C H 0.9233 0.5159 0.1807 0.040 Uiso 1 1 calc GR . . . .
C59 C 0.44870(18) 0.61423(12) 0.9225(2) 0.0346(5) Uani 1 1 d . . . . .
H59A H 0.4270 0.6372 0.8389 0.052 Uiso 1 1 calc GR . . . .
H59B H 0.4482 0.6485 0.9874 0.052 Uiso 1 1 calc GR . . . .
H59C H 0.3924 0.5770 0.9182 0.052 Uiso 1 1 calc GR . . . .
N51 N 0.63577(11) 0.42972(8) 0.72952(13) 0.0166(3) Uani 1 1 d . . . . .
N67 N 0.90308(13) 0.56754(8) 0.32757(15) 0.0226(3) Uani 1 1 d . . . . .
N61 N 0.74725(12) 0.42852(8) 0.50976(13) 0.0171(3) Uani 1 1 d . . . . .
N57 N 0.56547(14) 0.58432(9) 0.95667(15) 0.0279(4) Uani 1 1 d . . . . .
C64 C 0.85172(13) 0.52238(10) 0.38506(15) 0.0172(4) Uani 1 1 d . . . . .
C62 C 0.73805(14) 0.49814(9) 0.51755(16) 0.0180(4) Uani 1 1 d . . . . .
H62 H 0.6946 0.5157 0.5666 0.022 Uiso 1 1 calc R . . . .
Cu1 Cu 0.67346(17) 0.35488(13) 0.6229(2) 0.0129(2) Uani 0.698(5) 1 d D U P A 1
O11 O 0.8130(5) 0.3301(3) 0.7677(5) 0.0192(9) Uani 0.698(5) 1 d D U P A 1
C12 C 0.8691(5) 0.2759(3) 0.7438(6) 0.0173(11) Uani 0.698(5) 1 d D U P A 1
C13 C 0.9759(6) 0.2506(5) 0.8298(8) 0.0244(16) Uani 0.698(5) 1 d D U P A 1
H13 H 1.0101 0.2711 0.9122 0.029 Uiso 0.698(5) 1 calc R . P A 1
C14 C 1.0318(4) 0.1949(3) 0.7937(5) 0.0256(10) Uani 0.698(5) 1 d D U P A 1
H14 H 1.1034 0.1777 0.8533 0.031 Uiso 0.698(5) 1 calc R . P A 1
C15 C 0.9854(4) 0.16393(18) 0.6732(4) 0.0280(8) Uani 0.698(5) 1 d D U P A 1
H15 H 1.0263 0.1272 0.6502 0.034 Uiso 0.698(5) 1 calc R . P A 1
C16 C 0.8788(4) 0.18725(17) 0.5871(3) 0.0243(8) Uani 0.698(5) 1 d D U P A 1
H16 H 0.8459 0.1661 0.5051 0.029 Uiso 0.698(5) 1 calc R . P A 1
C17 C 0.8201(3) 0.2421(2) 0.6218(4) 0.0188(9) Uani 0.698(5) 1 d D U P A 1
N18 N 0.7099(2) 0.27094(12) 0.5428(2) 0.0188(6) Uani 0.698(5) 1 d D U P A 1
C19 C 0.6494(2) 0.24773(15) 0.4308(3) 0.0213(7) Uani 0.698(5) 1 d D U P A 1
H19 H 0.6836 0.2123 0.3959 0.026 Uiso 0.698(5) 1 calc R . P A 1
C20 C 0.5345(3) 0.2711(2) 0.3545(5) 0.0181(9) Uani 0.698(5) 1 d D U P A 1
C21 C 0.4790(3) 0.23685(16) 0.2362(4) 0.0213(7) Uani 0.698(5) 1 d D U P A 1
H21 H 0.5215 0.2024 0.2098 0.026 Uiso 0.698(5) 1 calc R . P A 1
C22 C 0.3666(3) 0.2513(2) 0.1581(3) 0.0226(7) Uani 0.698(5) 1 d D U P A 1
H22 H 0.3324 0.2284 0.0779 0.027 Uiso 0.698(5) 1 calc R . P A 1
C23 C 0.3037(3) 0.3006(2) 0.1992(4) 0.0219(9) Uani 0.698(5) 1 d D U P A 1
H23 H 0.2249 0.3105 0.1473 0.026 Uiso 0.698(5) 1 calc R . P A 1
C24 C 0.3542(6) 0.3353(4) 0.3145(7) 0.0205(14) Uani 0.698(5) 1 d D U P A 1
H24 H 0.3088 0.3683 0.3399 0.025 Uiso 0.698(5) 1 calc R . P A 1
C25 C 0.4731(5) 0.3231(4) 0.3969(6) 0.0158(11) Uani 0.698(5) 1 d D U P A 1
O26 O 0.5135(4) 0.3591(3) 0.4998(6) 0.0183(8) Uani 0.698(5) 1 d D U P A 1
Cu2 Cu 0.6506(4) 0.3587(3) 0.6030(5) 0.0121(5) Uani 0.302(5) 1 d D U P A 2
O31 O 0.4901(10) 0.3729(8) 0.4927(14) 0.018(2) Uani 0.302(5) 1 d D U P A 2
C32 C 0.4555(12) 0.3301(8) 0.3889(14) 0.012(3) Uiso 0.302(5) 1 d D U P A 2
C33 C 0.3475(14) 0.3322(10) 0.2926(14) 0.014(3) Uiso 0.302(5) 1 d D U P A 2
H33 H 0.2911 0.3657 0.2952 0.017 Uiso 0.302(5) 1 calc R . P A 2
C34 C 0.3209(9) 0.2850(6) 0.1911(11) 0.021(3) Uiso 0.302(5) 1 d D U P A 2
H34 H 0.2459 0.2858 0.1252 0.025 Uiso 0.302(5) 1 calc R . P A 2
C35 C 0.4031(8) 0.2372(4) 0.1862(8) 0.018(2) Uiso 0.302(5) 1 d D U P A 2
H35 H 0.3851 0.2064 0.1152 0.021 Uiso 0.302(5) 1 calc R . P A 2
C36 C 0.5101(7) 0.2334(5) 0.2818(8) 0.0175(19) Uiso 0.302(5) 1 d D U P A 2
H36 H 0.5656 0.1998 0.2773 0.021 Uiso 0.302(5) 1 calc R . P A 2
C37 C 0.5377(9) 0.2783(7) 0.3848(9) 0.016(3) Uiso 0.302(5) 1 d D U P A 2
N38 N 0.6466(4) 0.2775(3) 0.4926(5) 0.0111(12) Uani 0.302(5) 1 d D U P A 2
C39 C 0.7290(4) 0.2324(3) 0.5054(5) 0.0135(14) Uiso 0.302(5) 1 d D U P A 2
H39 H 0.7178 0.2003 0.4372 0.016 Uiso 0.302(5) 1 calc R . P A 2
C40 C 0.8355(8) 0.2269(5) 0.6138(9) 0.015(2) Uiso 0.302(5) 1 d D U P A 2
C41 C 0.9178(8) 0.1749(4) 0.6175(8) 0.019(2) Uiso 0.302(5) 1 d D U P A 2
H41 H 0.9009 0.1443 0.5462 0.023 Uiso 0.302(5) 1 calc R . P A 2
C42 C 1.0189(7) 0.1661(5) 0.7161(9) 0.0184(19) Uiso 0.302(5) 1 d D U P A 2
H42 H 1.0732 0.1316 0.7120 0.022 Uiso 0.302(5) 1 calc R . P A 2
C43 C 1.0437(11) 0.2077(6) 0.8240(11) 0.022(3) Uiso 0.302(5) 1 d D U P A 2
H43 H 1.1160 0.2034 0.8936 0.027 Uiso 0.302(5) 1 calc R . P A 2
C44 C 0.9615(14) 0.2551(10) 0.8278(18) 0.017(3) Uiso 0.302(5) 1 d D U P A 2
H44 H 0.9745 0.2795 0.9057 0.020 Uiso 0.302(5) 1 calc R . P A 2
C45 C 0.8569(12) 0.2702(8) 0.7215(13) 0.009(3) Uiso 0.302(5) 1 d D U P A 2
O46 O 0.7942(12) 0.3215(8) 0.7368(11) 0.0162(19) Uani 0.302(5) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C65 H65 0.9500 . ?
C65 C66 1.373(3) . ?
C65 C64 1.407(3) . ?
C54 C53 1.417(2) . ?
C54 C55 1.410(2) . ?
C54 N57 1.343(2) . ?
C63 H63 0.9500 . ?
C63 C64 1.412(2) . ?
C63 C62 1.372(2) . ?
C52 H52 0.9500 . ?
C52 C53 1.367(3) . ?
C52 N51 1.351(2) . ?
C56 H56 0.9500 . ?
C56 C55 1.365(3) . ?
C56 N51 1.349(2) . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C69 N67 1.452(3) . ?
C53 H53 0.9500 . ?
C66 H66 0.9500 . ?
C66 N61 1.343(2) . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C58 N57 1.459(2) . ?
C55 H55 0.9500 . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
C70 N67 1.452(2) . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C59 N57 1.458(2) . ?
N51 Cu1 2.019(3) . ?
N51 Cu2 2.017(6) . ?
N67 C64 1.357(2) . ?
N61 C62 1.343(2) . ?
N61 Cu1 2.283(3) . ?
N61 Cu2 2.269(6) . ?
C62 H62 0.9500 . ?
Cu1 O11 1.946(5) . ?
Cu1 N18 1.966(3) . ?
Cu1 O26 1.951(5) . ?
O11 C12 1.322(7) . ?
C12 C13 1.403(8) . ?
C12 C17 1.433(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.401(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.393(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.402(5) . ?
C17 N18 1.433(5) . ?
N18 C19 1.285(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.431(5) . ?
C20 C21 1.414(6) . ?
C20 C25 1.426(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.368(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.396(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.383(7) . ?
C24 H24 0.9500 . ?
C24 C25 1.436(8) . ?
C25 O26 1.279(7) . ?
Cu2 O31 1.930(10) . ?
Cu2 N38 1.973(7) . ?
Cu2 O46 1.988(11) . ?
O31 C32 1.360(15) . ?
C32 C33 1.375(15) . ?
C32 C37 1.424(13) . ?
C33 H33 0.9500 . ?
C33 C34 1.395(15) . ?
C34 H34 0.9500 . ?
C34 C35 1.373(10) . ?
C35 H35 0.9500 . ?
C35 C36 1.365(8) . ?
C36 H36 0.9500 . ?
C36 C37 1.378(10) . ?
C37 N38 1.442(10) . ?
N38 C39 1.296(8) . ?
C39 H39 0.9500 . ?
C39 C40 1.431(9) . ?
C40 C41 1.405(10) . ?
C40 C45 1.408(13) . ?
C41 H41 0.9500 . ?
C41 C42 1.342(9) . ?
C42 H42 0.9500 . ?
C42 C43 1.385(10) . ?
C43 H43 0.9500 . ?
C43 C44 1.367(15) . ?
C44 H44 0.9500 . ?
C44 C45 1.431(16) . ?
C45 O46 1.293(15) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C66 C65 H65 120.2 . . ?
C66 C65 C64 119.69(17) . . ?
C64 C65 H65 120.2 . . ?
C55 C54 C53 115.32(16) . . ?
N57 C54 C53 122.67(16) . . ?
N57 C54 C55 122.01(16) . . ?
C64 C63 H63 120.0 . . ?
C62 C63 H63 120.0 . . ?
C62 C63 C64 119.90(17) . . ?
C53 C52 H52 117.9 . . ?
N51 C52 H52 117.9 . . ?
N51 C52 C53 124.13(15) . . ?
C55 C56 H56 117.7 . . ?
N51 C56 H56 117.7 . . ?
N51 C56 C55 124.60(16) . . ?
H69A C69 H69B 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
N67 C69 H69A 109.5 . . ?
N67 C69 H69B 109.5 . . ?
N67 C69 H69C 109.5 . . ?
C54 C53 H53 119.9 . . ?
C52 C53 C54 120.22(16) . . ?
C52 C53 H53 119.9 . . ?
C65 C66 H66 117.6 . . ?
N61 C66 C65 124.90(17) . . ?
N61 C66 H66 117.6 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
N57 C58 H58A 109.5 . . ?
N57 C58 H58B 109.5 . . ?
N57 C58 H58C 109.5 . . ?
C54 C55 H55 119.9 . . ?
C56 C55 C54 120.11(16) . . ?
C56 C55 H55 119.9 . . ?
H70A C70 H70B 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
N67 C70 H70A 109.5 . . ?
N67 C70 H70B 109.5 . . ?
N67 C70 H70C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
N57 C59 H59A 109.5 . . ?
N57 C59 H59B 109.5 . . ?
N57 C59 H59C 109.5 . . ?
C52 N51 Cu1 120.59(12) . . ?
C52 N51 Cu2 128.61(16) . . ?
C56 N51 C52 115.59(15) . . ?
C56 N51 Cu1 123.81(13) . . ?
C56 N51 Cu2 115.68(16) . . ?
C70 N67 C69 118.94(16) . . ?
C64 N67 C69 120.28(16) . . ?
C64 N67 C70 120.32(16) . . ?
C66 N61 Cu1 123.43(13) . . ?
C66 N61 Cu2 125.40(18) . . ?
C62 N61 C66 115.29(15) . . ?
C62 N61 Cu1 121.21(13) . . ?
C62 N61 Cu2 119.07(18) . . ?
C54 N57 C58 121.01(16) . . ?
C54 N57 C59 121.05(16) . . ?
C59 N57 C58 117.91(17) . . ?
C65 C64 C63 115.57(16) . . ?
N67 C64 C65 122.47(16) . . ?
N67 C64 C63 121.96(17) . . ?
C63 C62 H62 117.7 . . ?
N61 C62 C63 124.61(16) . . ?
N61 C62 H62 117.7 . . ?
N51 Cu1 N61 96.14(11) . . ?
O11 Cu1 N51 89.98(18) . . ?
O11 Cu1 N61 102.0(3) . . ?
O11 Cu1 N18 84.54(19) . . ?
O11 Cu1 O26 163.3(4) . . ?
N18 Cu1 N51 170.05(16) . . ?
N18 Cu1 N61 93.13(12) . . ?
O26 Cu1 N51 90.22(18) . . ?
O26 Cu1 N61 94.6(3) . . ?
O26 Cu1 N18 92.65(19) . . ?
C12 O11 Cu1 112.8(4) . . ?
O11 C12 C13 123.8(6) . . ?
O11 C12 C17 118.4(5) . . ?
C13 C12 C17 117.8(6) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.8(7) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 119.0 . . ?
C15 C14 C13 121.9(5) . . ?
C15 C14 H14 119.0 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.4(3) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.7(3) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C12 121.3(4) . . ?
C16 C17 N18 125.5(3) . . ?
N18 C17 C12 113.2(4) . . ?
C17 N18 Cu1 110.6(2) . . ?
C19 N18 Cu1 125.5(2) . . ?
C19 N18 C17 123.7(3) . . ?
N18 C19 H19 117.5 . . ?
N18 C19 C20 125.0(3) . . ?
C20 C19 H19 117.5 . . ?
C21 C20 C19 117.0(4) . . ?
C21 C20 C25 120.1(4) . . ?
C25 C20 C19 122.8(5) . . ?
C20 C21 H21 118.6 . . ?
C22 C21 C20 122.8(3) . . ?
C22 C21 H21 118.6 . . ?
C21 C22 H22 120.9 . . ?
C21 C22 C23 118.2(3) . . ?
C23 C22 H22 120.9 . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 121.0(4) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 118.9 . . ?
C23 C24 C25 122.2(6) . . ?
C25 C24 H24 118.9 . . ?
C20 C25 C24 115.6(5) . . ?
O26 C25 C20 126.5(5) . . ?
O26 C25 C24 117.9(6) . . ?
C25 O26 Cu1 125.4(4) . . ?
N51 Cu2 N61 96.7(2) . . ?
O31 Cu2 N51 91.5(4) . . ?
O31 Cu2 N61 101.6(6) . . ?
O31 Cu2 N38 85.4(4) . . ?
O31 Cu2 O46 162.9(9) . . ?
N38 Cu2 N51 168.8(4) . . ?
N38 Cu2 N61 94.5(3) . . ?
N38 Cu2 O46 90.4(4) . . ?
O46 Cu2 N51 89.5(4) . . ?
O46 Cu2 N61 95.2(6) . . ?
C32 O31 Cu2 113.2(8) . . ?
O31 C32 C33 124.7(12) . . ?
O31 C32 C37 116.1(10) . . ?
C33 C32 C37 119.2(12) . . ?
C32 C33 H33 120.1 . . ?
C32 C33 C34 119.8(14) . . ?
C34 C33 H33 120.1 . . ?
C33 C34 H34 119.9 . . ?
C35 C34 C33 120.1(10) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 H35 119.5 . . ?
C36 C35 C34 121.0(8) . . ?
C36 C35 H35 119.5 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 120.1(8) . . ?
C37 C36 H36 120.0 . . ?
C32 C37 N38 115.6(8) . . ?
C36 C37 C32 119.7(9) . . ?
C36 C37 N38 124.7(9) . . ?
C37 N38 Cu2 108.9(5) . . ?
C39 N38 Cu2 127.6(5) . . ?
C39 N38 C37 123.3(6) . . ?
N38 C39 H39 117.3 . . ?
N38 C39 C40 125.4(7) . . ?
C40 C39 H39 117.3 . . ?
C41 C40 C39 120.2(8) . . ?
C41 C40 C45 118.7(8) . . ?
C45 C40 C39 121.0(9) . . ?
C40 C41 H41 118.2 . . ?
C42 C41 C40 123.6(8) . . ?
C42 C41 H41 118.2 . . ?
C41 C42 H42 120.2 . . ?
C41 C42 C43 119.6(9) . . ?
C43 C42 H42 120.2 . . ?
C42 C43 H43 120.9 . . ?
C44 C43 C42 118.3(12) . . ?
C44 C43 H43 120.9 . . ?
C43 C44 H44 118.0 . . ?
C43 C44 C45 124.0(14) . . ?
C45 C44 H44 118.0 . . ?
C40 C45 C44 115.4(11) . . ?
O46 C45 C40 128.5(10) . . ?
O46 C45 C44 116.1(11) . . ?
C45 O46 Cu2 125.4(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C65 C66 N61 C62 1.1(2) . . . . ?
C65 C66 N61 Cu1 -175.89(14) . . . . ?
C65 C66 N61 Cu2 175.37(17) . . . . ?
C69 N67 C64 C65 -175.63(16) . . . . ?
C69 N67 C64 C63 5.0(2) . . . . ?
C53 C54 C55 C56 1.0(3) . . . . ?
C53 C54 N57 C58 -1.1(3) . . . . ?
C53 C54 N57 C59 176.71(19) . . . . ?
C53 C52 N51 C56 1.0(3) . . . . ?
C53 C52 N51 Cu1 -179.98(17) . . . . ?
C53 C52 N51 Cu2 176.8(3) . . . . ?
C66 C65 C64 C63 -2.1(2) . . . . ?
C66 C65 C64 N67 178.45(15) . . . . ?
C66 N61 C62 C63 -1.7(2) . . . . ?
C55 C54 C53 C52 -0.7(3) . . . . ?
C55 C54 N57 C58 178.69(19) . . . . ?
C55 C54 N57 C59 -3.5(3) . . . . ?
C55 C56 N51 C52 -0.7(3) . . . . ?
C55 C56 N51 Cu1 -179.69(17) . . . . ?
C55 C56 N51 Cu2 -177.1(2) . . . . ?
C70 N67 C64 C65 -3.4(2) . . . . ?
C70 N67 C64 C63 177.22(15) . . . . ?
N51 C52 C53 C54 -0.3(3) . . . . ?
N51 C56 C55 C54 -0.3(3) . . . . ?
N57 C54 C53 C52 179.05(18) . . . . ?
N57 C54 C55 C56 -178.77(18) . . . . ?
C64 C65 C66 N61 0.9(3) . . . . ?
C64 C63 C62 N61 0.4(3) . . . . ?
C62 C63 C64 C65 1.6(2) . . . . ?
C62 C63 C64 N67 -179.01(15) . . . . ?
Cu1 N61 C62 C63 175.34(13) . . . . ?
Cu1 O11 C12 C13 175.9(7) . . . . ?
Cu1 O11 C12 C17 -2.2(9) . . . . ?
Cu1 N18 C19 C20 -12.1(4) . . . . ?
O11 C12 C13 C14 -176.9(8) . . . . ?
O11 C12 C17 C16 175.9(6) . . . . ?
O11 C12 C17 N18 -3.1(8) . . . . ?
C12 C13 C14 C15 1.0(11) . . . . ?
C12 C17 N18 Cu1 6.8(5) . . . . ?
C12 C17 N18 C19 -178.6(4) . . . . ?
C13 C12 C17 C16 -2.4(9) . . . . ?
C13 C12 C17 N18 178.6(6) . . . . ?
C13 C14 C15 C16 -2.0(8) . . . . ?
C14 C15 C16 C17 0.8(5) . . . . ?
C15 C16 C17 C12 1.4(6) . . . . ?
C15 C16 C17 N18 -179.7(3) . . . . ?
C16 C17 N18 Cu1 -172.2(3) . . . . ?
C16 C17 N18 C19 2.5(5) . . . . ?
C17 C12 C13 C14 1.2(11) . . . . ?
C17 N18 C19 C20 174.0(3) . . . . ?
N18 C19 C20 C21 -176.7(3) . . . . ?
N18 C19 C20 C25 -1.1(6) . . . . ?
C19 C20 C21 C22 175.9(3) . . . . ?
C19 C20 C25 C24 -173.7(5) . . . . ?
C19 C20 C25 O26 6.2(11) . . . . ?
C20 C21 C22 C23 -1.8(5) . . . . ?
C20 C25 O26 Cu1 2.8(12) . . . . ?
C21 C20 C25 C24 1.8(8) . . . . ?
C21 C20 C25 O26 -178.2(7) . . . . ?
C21 C22 C23 C24 1.6(7) . . . . ?
C22 C23 C24 C25 0.4(10) . . . . ?
C23 C24 C25 C20 -2.1(11) . . . . ?
C23 C24 C25 O26 178.0(8) . . . . ?
C24 C25 O26 Cu1 -177.2(6) . . . . ?
C25 C20 C21 C22 0.1(6) . . . . ?
Cu2 N61 C62 C63 -176.37(17) . . . . ?
Cu2 O31 C32 C33 -176.6(16) . . . . ?
Cu2 O31 C32 C37 6(2) . . . . ?
Cu2 N38 C39 C40 9.1(10) . . . . ?
O31 C32 C33 C34 -179.2(18) . . . . ?
O31 C32 C37 C36 -179.0(15) . . . . ?
O31 C32 C37 N38 1(2) . . . . ?
C32 C33 C34 C35 -1(2) . . . . ?
C32 C37 N38 Cu2 -6.5(14) . . . . ?
C32 C37 N38 C39 177.9(11) . . . . ?
C33 C32 C37 C36 3(2) . . . . ?
C33 C32 C37 N38 -177.0(15) . . . . ?
C33 C34 C35 C36 2.2(18) . . . . ?
C34 C35 C36 C37 -0.6(14) . . . . ?
C35 C36 C37 C32 -2.1(18) . . . . ?
C35 C36 C37 N38 178.2(9) . . . . ?
C36 C37 N38 Cu2 173.2(9) . . . . ?
C36 C37 N38 C39 -2.4(15) . . . . ?
C37 C32 C33 C34 -2(3) . . . . ?
C37 N38 C39 C40 -176.2(9) . . . . ?
N38 C39 C40 C41 179.0(7) . . . . ?
N38 C39 C40 C45 2.9(15) . . . . ?
C39 C40 C41 C42 -179.4(8) . . . . ?
C39 C40 C45 C44 174.4(13) . . . . ?
C39 C40 C45 O46 -5(3) . . . . ?
C40 C41 C42 C43 3.0(15) . . . . ?
C40 C45 O46 Cu2 -5(3) . . . . ?
C41 C40 C45 C44 -2(2) . . . . ?
C41 C40 C45 O46 178.6(17) . . . . ?
C41 C42 C43 C44 2(2) . . . . ?
C42 C43 C44 C45 -7(3) . . . . ?
C43 C44 C45 C40 7(3) . . . . ?
C43 C44 C45 O46 -173.1(19) . . . . ?
C44 C45 O46 Cu2 175.7(15) . . . . ?
C45 C40 C41 C42 -3.2(17) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_exptl_crystal_mounting_method Mitegen
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.702
_oxdiff_exptl_absorpt_empirical_full_min 0.531
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2015tdk104
_database_code_depnum_ccdc_archive 'CCDC 1907272'
loop_
_audit_author_name
_audit_author_address
'Tony Keene'
;University College Dublin
Republic of Ireland
;
_audit_update_record             
;
2019-04-01 deposited with the CCDC.	2019-07-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H19 Cu N3 O4'
_chemical_formula_sum            'C25 H19 Cu N3 O4'
_chemical_formula_weight         488.97
_chemical_melting_point          ?
_chemical_oxdiff_formula         (Cu1C13H9N1O2)(C12H10N2O2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.42037(13)
_cell_length_b                   28.6887(7)
_cell_length_c                   11.1669(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.298(2)
_cell_angle_gamma                90
_cell_volume                     2055.20(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9756
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4490
_cell_measurement_theta_min      2.3000
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.103
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1004
_exptl_crystal_recrystallization_method 
'Slow diffusion of water vapour into DMSO'
_exptl_crystal_size_max          0.245
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.055
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14078
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         2.312
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -106.00  74.00   1.00   10.00    --  -16.00   0.00 -30.00  180
  2  ω    -58.00  23.00   1.00   10.00    --  -16.00 -72.00 -90.00   81
  3  ω      8.00  25.00   1.00   10.00    --  -16.00  36.00-150.00   17
  4  ω   -106.00 -90.00   1.00   10.00    --  -16.00 -18.00-180.00   16
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0131668000
_diffrn_orient_matrix_UB_12      -0.0057359000
_diffrn_orient_matrix_UB_13      -0.0616084000
_diffrn_orient_matrix_UB_21      -0.0520546000
_diffrn_orient_matrix_UB_22      0.0214839000
_diffrn_orient_matrix_UB_23      -0.0107810000
_diffrn_orient_matrix_UB_31      0.0967151000
_diffrn_orient_matrix_UB_32      0.0107952000
_diffrn_orient_matrix_UB_33      -0.0112729000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4386
_reflns_number_total             4691
_reflns_odcompleteness_completeness 99.32
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.083
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     447
_refine_ls_number_reflns         4691
_refine_ls_number_restraints     919
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0270P)²+2.7903P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0949
_refine_ls_wR_factor_ref         0.0961
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Cu1 \\sim O11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim
N18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim
O26 \\sim Cu2 \\sim O31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim
C37 \\sim N38 \\sim C39 \\sim C40 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim
C45 \\sim O46: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3. Rigid body (RIGU) restrains
 Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
 C25, O26, Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43,
  C44, C45, O46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{Cu1, O11, C12, C13, C14, C15, C16, C17, N18, C19, C20, C21, C22, C23, C24,
C25, O26} sigma for 1-2: 0.02, 1-3: 0.04
as
{Cu2, O31, C32, C33, C34, C35, C36, C37, N38, C39, C40, C41, C42, C43, C44,
C45, O46}
5. Others
 Sof(Cu2)=Sof(O31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=
 Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(N38)=Sof(C39)=Sof(H39)=Sof(C40)=
 Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=
 Sof(C45)=Sof(O46)=1-FVAR(1)
 Sof(Cu1)=Sof(O11)=Sof(C12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=
 Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(N18)=Sof(C19)=Sof(H19)=Sof(C20)=
 Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=
 Sof(C25)=Sof(O26)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C57(H57A,H57B)
6.b Aromatic/amide H refined with riding coordinates:
 C52(H52), C53(H53), C55(H55), C56(H56), C59(H59), C60(H60), C62(H62),
 C63(H63), C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C21(H21), C22(H22),
  C23(H23), C24(H24), C33(H33), C34(H34), C35(H35), C36(H36), C39(H39),
 C41(H41), C42(H42), C43(H43), C44(H44)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N51 N 0.8271(3) 0.60916(6) 0.55863(17) 0.0203(4) Uani 1 1 d . . . . .
C52 C 1.0076(3) 0.59634(7) 0.6143(2) 0.0203(4) Uani 1 1 d . . . . .
H52 H 1.0364 0.6067 0.6922 0.024 Uiso 1 1 calc R . . . .
C53 C 1.1522(3) 0.56838(7) 0.56028(19) 0.0192(4) Uani 1 1 d . . . . .
H53 H 1.2748 0.5599 0.6020 0.023 Uiso 1 1 calc R . . . .
C54 C 1.1139(3) 0.55295(7) 0.44363(19) 0.0180(4) Uani 1 1 d . . . . .
C55 C 0.9285(3) 0.56696(8) 0.3863(2) 0.0212(4) Uani 1 1 d . . . . .
H55 H 0.8973 0.5576 0.3079 0.025 Uiso 1 1 calc R . . . .
C56 C 0.7904(3) 0.59475(8) 0.4455(2) 0.0228(5) Uani 1 1 d . . . . .
H56 H 0.6673 0.6038 0.4054 0.027 Uiso 1 1 calc R . . . .
C57 C 1.2675(3) 0.52105(8) 0.38527(19) 0.0208(4) Uani 1 1 d . . . . .
H57A H 1.4063 0.5279 0.4181 0.025 Uiso 1 1 calc R . . . .
H57B H 1.2353 0.4891 0.4061 0.025 Uiso 1 1 calc R . . . .
C58 C 1.2688(3) 0.52502(8) 0.25088(19) 0.0183(4) Uani 1 1 d . . . . .
C59 C 1.2338(3) 0.48619(8) 0.1778(2) 0.0203(4) Uani 1 1 d . . . . .
H59 H 1.2070 0.4574 0.2124 0.024 Uiso 1 1 calc R . . . .
C60 C 1.2384(3) 0.48995(8) 0.0544(2) 0.0200(4) Uani 1 1 d . . . . .
H60 H 1.2148 0.4641 0.0054 0.024 Uiso 1 1 calc R . . . .
C61 C 1.2792(3) 0.53330(8) 0.00587(19) 0.0186(4) Uani 1 1 d . . . . .
C62 C 1.3168(3) 0.57247(8) 0.0753(2) 0.0201(4) Uani 1 1 d . . . . .
H62 H 1.3455 0.6010 0.0402 0.024 Uiso 1 1 calc R . . . .
C63 C 1.3105(3) 0.56807(8) 0.1982(2) 0.0211(4) Uiso 1 1 d . . . . .
H63 H 1.3344 0.5941 0.2466 0.025 Uiso 1 1 calc R . . . .
N64 N 1.2888(3) 0.53763(7) -0.12446(17) 0.0224(4) Uani 1 1 d . . . . .
O65 O 1.2656(3) 0.50261(6) -0.18593(15) 0.0273(4) Uani 1 1 d . . . . .
O66 O 1.3223(3) 0.57649(6) -0.16639(15) 0.0325(4) Uani 1 1 d . . . . .
Cu1 Cu 0.61192(14) 0.64918(3) 0.63410(13) 0.01812(17) Uani 0.795(5) 1 d D U P A
1
O11 O 0.4598(4) 0.65726(10) 0.4837(3) 0.0217(5) Uani 0.795(5) 1 d D U P A 1
C12 C 0.2834(7) 0.6803(2) 0.4959(4) 0.0186(9) Uani 0.795(5) 1 d D U P A 1
C13 C 0.1423(8) 0.6892(2) 0.3994(4) 0.0206(9) Uani 0.795(5) 1 d D U P A 1
H13 H 0.1736 0.6795 0.3227 0.025 Uiso 0.795(5) 1 calc R . P A 1
C14 C -0.0428(8) 0.7123(2) 0.4173(5) 0.0216(10) Uani 0.795(5) 1 d D U P A 1
H14 H -0.1361 0.7174 0.3528 0.026 Uiso 0.795(5) 1 calc R . P A 1
C15 C -0.0915(10) 0.7281(3) 0.5316(5) 0.0227(11) Uani 0.795(5) 1 d D U P A 1
H15 H -0.2156 0.7439 0.5426 0.027 Uiso 0.795(5) 1 calc R . P A 1
C16 C 0.0456(8) 0.7200(2) 0.6279(5) 0.0216(9) Uani 0.795(5) 1 d D U P A 1
H16 H 0.0140 0.7306 0.7038 0.026 Uiso 0.795(5) 1 calc R . P A 1
C17 C 0.2317(8) 0.6960(2) 0.6113(4) 0.0186(9) Uani 0.795(5) 1 d D U P A 1
N18 N 0.3827(4) 0.68370(8) 0.7020(2) 0.0197(6) Uani 0.795(5) 1 d D U P A 1
C19 C 0.3603(5) 0.69247(10) 0.8140(3) 0.0209(6) Uani 0.795(5) 1 d D U P A 1
H19 H 0.2415 0.7087 0.8345 0.025 Uiso 0.795(5) 1 calc R . P A 1
C20 C 0.5041(9) 0.6792(3) 0.9096(4) 0.0190(10) Uani 0.795(5) 1 d D U P A 1
C21 C 0.4550(11) 0.6914(3) 1.0287(4) 0.0228(11) Uani 0.795(5) 1 d D U P A 1
H21 H 0.3339 0.7082 1.0410 0.027 Uiso 0.795(5) 1 calc R . P A 1
C22 C 0.5806(9) 0.6792(2) 1.1256(4) 0.0248(11) Uani 0.795(5) 1 d D U P A 1
H22 H 0.5450 0.6873 1.2028 0.030 Uiso 0.795(5) 1 calc R . P A 1
C23 C 0.7635(7) 0.65414(17) 1.1064(4) 0.0241(9) Uani 0.795(5) 1 d D U P A 1
H23 H 0.8493 0.6453 1.1716 0.029 Uiso 0.795(5) 1 calc R . P A 1
C24 C 0.8181(7) 0.64236(16) 0.9925(4) 0.0221(8) Uani 0.795(5) 1 d D U P A 1
H24 H 0.9416 0.6262 0.9824 0.027 Uiso 0.795(5) 1 calc R . P A 1
C25 C 0.6918(8) 0.65414(19) 0.8900(4) 0.0189(8) Uani 0.795(5) 1 d D U P A 1
O26 O 0.7532(5) 0.64096(12) 0.7844(3) 0.0233(6) Uani 0.795(5) 1 d D U P A 1
Cu2 Cu 0.6451(6) 0.64730(11) 0.6751(5) 0.0202(7) Uani 0.205(5) 1 d D U P A 2
O31 O 0.8063(18) 0.6343(5) 0.8171(9) 0.020(2) Uani 0.205(5) 1 d D U P A 2
C32 C 0.726(3) 0.6503(8) 0.9175(13) 0.018(3) Uani 0.205(5) 1 d D U P A 2
C33 C 0.806(3) 0.6438(6) 1.0346(13) 0.019(3) Uani 0.205(5) 1 d D U P A 2
H33 H 0.9288 0.6271 1.0482 0.023 Uiso 0.205(5) 1 calc R . P A 2
C34 C 0.704(3) 0.6618(7) 1.1291(14) 0.020(3) Uani 0.205(5) 1 d D U P A 2
H34 H 0.7591 0.6573 1.2066 0.024 Uiso 0.205(5) 1 calc R . P A 2
C35 C 0.521(3) 0.6864(8) 1.1116(17) 0.019(3) Uani 0.205(5) 1 d D U P A 2
H35 H 0.4533 0.6982 1.1772 0.023 Uiso 0.205(5) 1 calc R . P A 2
C36 C 0.439(4) 0.6938(10) 0.9985(14) 0.016(3) Uani 0.205(5) 1 d D U P A 2
H36 H 0.3142 0.7100 0.9871 0.019 Uiso 0.205(5) 1 calc R . P A 2
C37 C 0.542(4) 0.6768(12) 0.9004(14) 0.016(3) Uani 0.205(5) 1 d D U P A 2
N38 N 0.4573(14) 0.6800(3) 0.7808(7) 0.016(2) Uani 0.205(5) 1 d D U P A 2
C39 C 0.2818(16) 0.6991(4) 0.7478(9) 0.019(2) Uani 0.205(5) 1 d D U P A 2
H39 H 0.2050 0.7123 0.8080 0.023 Uiso 0.205(5) 1 calc R . P A 2
C40 C 0.194(3) 0.7019(9) 0.6286(14) 0.017(3) Uani 0.205(5) 1 d D U P A 2
C41 C -0.005(3) 0.7226(9) 0.6072(18) 0.019(3) Uani 0.205(5) 1 d D U P A 2
H41 H -0.0730 0.7349 0.6720 0.023 Uiso 0.205(5) 1 calc R . P A 2
C42 C -0.100(3) 0.7253(9) 0.4974(16) 0.016(3) Uani 0.205(5) 1 d D U P A 2
H42 H -0.2279 0.7401 0.4856 0.019 Uiso 0.205(5) 1 calc R . P A 2
C43 C 0.001(3) 0.7051(9) 0.4024(18) 0.018(3) Uani 0.205(5) 1 d D U P A 2
H43 H -0.0615 0.7059 0.3258 0.021 Uiso 0.205(5) 1 calc R . P A 2
C44 C 0.190(3) 0.6840(8) 0.4197(16) 0.016(3) Uani 0.205(5) 1 d D U P A 2
H44 H 0.2525 0.6706 0.3543 0.020 Uiso 0.205(5) 1 calc R . P A 2
C45 C 0.295(3) 0.6818(8) 0.5322(13) 0.014(3) Uani 0.205(5) 1 d D U P A 2
O46 O 0.4765(14) 0.6592(3) 0.5361(9) 0.0163(19) Uani 0.205(5) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N51 C52 1.344(3) . ?
N51 C56 1.341(3) . ?
N51 Cu1 2.0075(19) . ?
N51 Cu2 2.092(4) . ?
C52 H52 0.9300 . ?
C52 C53 1.384(3) . ?
C53 H53 0.9300 . ?
C53 C54 1.388(3) . ?
C54 C55 1.388(3) . ?
C54 C57 1.512(3) . ?
C55 H55 0.9300 . ?
C55 C56 1.380(3) . ?
C56 H56 0.9300 . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C57 C58 1.505(3) . ?
C58 C59 1.394(3) . ?
C58 C63 1.398(3) . ?
C59 H59 0.9300 . ?
C59 C60 1.384(3) . ?
C60 H60 0.9300 . ?
C60 C61 1.386(3) . ?
C61 C62 1.381(3) . ?
C61 N64 1.464(3) . ?
C62 H62 0.9300 . ?
C62 C63 1.381(3) . ?
C63 H63 0.9300 . ?
N64 O65 1.222(2) . ?
N64 O66 1.231(3) . ?
Cu1 O11 1.923(3) . ?
Cu1 N18 1.953(3) . ?
Cu1 O26 1.890(3) . ?
O11 C12 1.323(4) . ?
C12 C13 1.403(5) . ?
C12 C17 1.417(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.401(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.382(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.398(5) . ?
C17 N18 1.419(5) . ?
N18 C19 1.289(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.434(6) . ?
C20 C21 1.423(6) . ?
C20 C25 1.428(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.370(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.401(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.375(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.417(5) . ?
C25 O26 1.314(4) . ?
Cu2 O31 1.895(9) . ?
Cu2 N38 1.960(9) . ?
Cu2 O46 1.888(8) . ?
O31 C32 1.333(14) . ?
C32 C33 1.399(14) . ?
C32 C37 1.410(16) . ?
C33 H33 0.9300 . ?
C33 C34 1.364(14) . ?
C34 H34 0.9300 . ?
C34 C35 1.379(14) . ?
C35 H35 0.9300 . ?
C35 C36 1.365(15) . ?
C36 H36 0.9300 . ?
C36 C37 1.391(16) . ?
C37 N38 1.425(15) . ?
N38 C39 1.293(12) . ?
C39 H39 0.9300 . ?
C39 C40 1.428(15) . ?
C40 C41 1.416(15) . ?
C40 C45 1.404(14) . ?
C41 H41 0.9300 . ?
C41 C42 1.350(15) . ?
C42 H42 0.9300 . ?
C42 C43 1.392(15) . ?
C43 H43 0.9300 . ?
C43 C44 1.364(15) . ?
C44 H44 0.9300 . ?
C44 C45 1.402(14) . ?
C45 O46 1.333(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C52 N51 Cu1 123.85(16) . . ?
C52 N51 Cu2 110.4(2) . . ?
C56 N51 C52 117.84(19) . . ?
C56 N51 Cu1 118.30(16) . . ?
C56 N51 Cu2 131.7(2) . . ?
N51 C52 H52 118.7 . . ?
N51 C52 C53 122.5(2) . . ?
C53 C52 H52 118.7 . . ?
C52 C53 H53 120.1 . . ?
C52 C53 C54 119.8(2) . . ?
C54 C53 H53 120.1 . . ?
C53 C54 C57 120.21(19) . . ?
C55 C54 C53 117.2(2) . . ?
C55 C54 C57 122.6(2) . . ?
C54 C55 H55 120.0 . . ?
C56 C55 C54 120.1(2) . . ?
C56 C55 H55 120.0 . . ?
N51 C56 C55 122.5(2) . . ?
N51 C56 H56 118.7 . . ?
C55 C56 H56 118.7 . . ?
C54 C57 H57A 108.7 . . ?
C54 C57 H57B 108.7 . . ?
H57A C57 H57B 107.6 . . ?
C58 C57 C54 114.43(18) . . ?
C58 C57 H57A 108.7 . . ?
C58 C57 H57B 108.7 . . ?
C59 C58 C57 121.1(2) . . ?
C59 C58 C63 119.3(2) . . ?
C63 C58 C57 119.6(2) . . ?
C58 C59 H59 119.6 . . ?
C60 C59 C58 120.7(2) . . ?
C60 C59 H59 119.6 . . ?
C59 C60 H60 120.9 . . ?
C59 C60 C61 118.1(2) . . ?
C61 C60 H60 120.9 . . ?
C60 C61 N64 118.75(19) . . ?
C62 C61 C60 122.9(2) . . ?
C62 C61 N64 118.4(2) . . ?
C61 C62 H62 120.9 . . ?
C61 C62 C63 118.2(2) . . ?
C63 C62 H62 120.9 . . ?
C58 C63 H63 119.6 . . ?
C62 C63 C58 120.8(2) . . ?
C62 C63 H63 119.6 . . ?
O65 N64 C61 118.64(19) . . ?
O65 N64 O66 123.3(2) . . ?
O66 N64 C61 118.01(18) . . ?
O11 Cu1 N51 92.07(10) . . ?
O11 Cu1 N18 85.06(12) . . ?
N18 Cu1 N51 174.47(10) . . ?
O26 Cu1 N51 89.29(11) . . ?
O26 Cu1 O11 178.17(13) . . ?
O26 Cu1 N18 93.49(13) . . ?
C12 O11 Cu1 112.2(2) . . ?
O11 C12 C13 122.8(4) . . ?
O11 C12 C17 119.0(4) . . ?
C13 C12 C17 118.2(4) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.6(5) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.7(5) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.8(5) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.0(5) . . ?
C17 C16 H16 120.0 . . ?
C12 C17 N18 113.1(3) . . ?
C16 C17 C12 120.7(4) . . ?
C16 C17 N18 126.2(4) . . ?
C17 N18 Cu1 110.7(2) . . ?
C19 N18 Cu1 126.2(2) . . ?
C19 N18 C17 123.0(3) . . ?
N18 C19 H19 117.4 . . ?
N18 C19 C20 125.2(3) . . ?
C20 C19 H19 117.4 . . ?
C21 C20 C19 118.0(4) . . ?
C21 C20 C25 119.2(4) . . ?
C25 C20 C19 122.8(4) . . ?
C20 C21 H21 119.0 . . ?
C22 C21 C20 122.0(5) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 H22 120.6 . . ?
C21 C22 C23 118.7(4) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 120.9(4) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 119.0 . . ?
C23 C24 C25 122.0(4) . . ?
C25 C24 H24 119.0 . . ?
C24 C25 C20 117.1(4) . . ?
O26 C25 C20 124.6(4) . . ?
O26 C25 C24 118.3(4) . . ?
C25 O26 Cu1 127.6(2) . . ?
O31 Cu2 N51 96.7(4) . . ?
O31 Cu2 N38 85.3(4) . . ?
N38 Cu2 N51 175.8(3) . . ?
O46 Cu2 N51 84.2(3) . . ?
O46 Cu2 O31 178.0(5) . . ?
O46 Cu2 N38 93.6(4) . . ?
C32 O31 Cu2 114.7(9) . . ?
O31 C32 C33 126.9(13) . . ?
O31 C32 C37 115.0(12) . . ?
C33 C32 C37 118.1(13) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.3(14) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 H34 119.5 . . ?
C33 C34 C35 121.0(15) . . ?
C35 C34 H34 119.5 . . ?
C34 C35 H35 119.8 . . ?
C36 C35 C34 120.4(17) . . ?
C36 C35 H35 119.8 . . ?
C35 C36 H36 120.2 . . ?
C35 C36 C37 119.7(18) . . ?
C37 C36 H36 120.2 . . ?
C32 C37 N38 116.6(13) . . ?
C36 C37 C32 120.4(15) . . ?
C36 C37 N38 122.6(14) . . ?
C37 N38 Cu2 108.2(8) . . ?
C39 N38 Cu2 125.5(7) . . ?
C39 N38 C37 126.2(10) . . ?
N38 C39 H39 116.6 . . ?
N38 C39 C40 126.8(10) . . ?
C40 C39 H39 116.6 . . ?
C41 C40 C39 120.1(13) . . ?
C45 C40 C39 120.8(13) . . ?
C45 C40 C41 119.0(14) . . ?
C40 C41 H41 118.4 . . ?
C42 C41 C40 123.2(17) . . ?
C42 C41 H41 118.4 . . ?
C41 C42 H42 121.3 . . ?
C41 C42 C43 117.5(18) . . ?
C43 C42 H42 121.3 . . ?
C42 C43 H43 119.5 . . ?
C44 C43 C42 121.0(18) . . ?
C44 C43 H43 119.5 . . ?
C43 C44 H44 118.7 . . ?
C43 C44 C45 122.6(16) . . ?
C45 C44 H44 118.7 . . ?
C44 C45 C40 116.6(13) . . ?
O46 C45 C40 127.4(12) . . ?
O46 C45 C44 115.9(13) . . ?
C45 O46 Cu2 125.9(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N51 C52 C53 C54 0.7(3) . . . . ?
N51 Cu1 O26 C25 -172.5(4) . . . . ?
N51 Cu2 O31 C32 -174.5(14) . . . . ?
N51 Cu2 O46 C45 174.9(15) . . . . ?
C52 N51 C56 C55 1.1(3) . . . . ?
C52 C53 C54 C55 0.3(3) . . . . ?
C52 C53 C54 C57 -177.92(19) . . . . ?
C53 C54 C55 C56 -0.5(3) . . . . ?
C53 C54 C57 C58 -152.1(2) . . . . ?
C54 C55 C56 N51 -0.2(3) . . . . ?
C54 C57 C58 C59 -123.5(2) . . . . ?
C54 C57 C58 C63 58.0(3) . . . . ?
C55 C54 C57 C58 29.8(3) . . . . ?
C56 N51 C52 C53 -1.4(3) . . . . ?
C57 C54 C55 C56 177.6(2) . . . . ?
C57 C58 C59 C60 -178.98(19) . . . . ?
C57 C58 C63 C62 178.7(2) . . . . ?
C58 C59 C60 C61 0.1(3) . . . . ?
C59 C58 C63 C62 0.2(3) . . . . ?
C59 C60 C61 C62 0.6(3) . . . . ?
C59 C60 C61 N64 178.77(18) . . . . ?
C60 C61 C62 C63 -0.9(3) . . . . ?
C60 C61 N64 O65 -1.8(3) . . . . ?
C60 C61 N64 O66 179.0(2) . . . . ?
C61 C62 C63 C58 0.5(3) . . . . ?
C62 C61 N64 O65 176.52(19) . . . . ?
C62 C61 N64 O66 -2.7(3) . . . . ?
C63 C58 C59 C60 -0.5(3) . . . . ?
N64 C61 C62 C63 -179.08(19) . . . . ?
Cu1 N51 C52 C53 179.44(16) . . . . ?
Cu1 N51 C56 C55 -179.67(17) . . . . ?
Cu1 O11 C12 C13 -177.9(4) . . . . ?
Cu1 O11 C12 C17 0.9(6) . . . . ?
Cu1 N18 C19 C20 1.6(6) . . . . ?
O11 C12 C13 C14 178.2(5) . . . . ?
O11 C12 C17 C16 -179.3(6) . . . . ?
O11 C12 C17 N18 -0.7(7) . . . . ?
C12 C13 C14 C15 1.3(8) . . . . ?
C12 C17 N18 Cu1 0.2(6) . . . . ?
C12 C17 N18 C19 -176.2(4) . . . . ?
C13 C12 C17 C16 -0.4(8) . . . . ?
C13 C12 C17 N18 178.1(5) . . . . ?
C13 C14 C15 C16 -0.8(8) . . . . ?
C14 C15 C16 C17 -0.3(8) . . . . ?
C15 C16 C17 C12 0.9(8) . . . . ?
C15 C16 C17 N18 -177.4(6) . . . . ?
C16 C17 N18 Cu1 178.7(5) . . . . ?
C16 C17 N18 C19 2.2(8) . . . . ?
C17 C12 C13 C14 -0.7(7) . . . . ?
C17 N18 C19 C20 177.5(6) . . . . ?
N18 Cu1 O26 C25 2.7(4) . . . . ?
N18 C19 C20 C21 -179.6(5) . . . . ?
N18 C19 C20 C25 -0.1(10) . . . . ?
C19 C20 C21 C22 178.3(7) . . . . ?
C19 C20 C25 C24 -178.7(6) . . . . ?
C19 C20 C25 O26 0.5(11) . . . . ?
C20 C21 C22 C23 0.4(9) . . . . ?
C20 C25 O26 Cu1 -2.2(8) . . . . ?
C21 C20 C25 C24 0.7(10) . . . . ?
C21 C20 C25 O26 179.9(6) . . . . ?
C21 C22 C23 C24 0.7(7) . . . . ?
C22 C23 C24 C25 -1.0(6) . . . . ?
C23 C24 C25 C20 0.3(7) . . . . ?
C23 C24 C25 O26 -178.9(4) . . . . ?
C24 C25 O26 Cu1 176.9(3) . . . . ?
C25 C20 C21 C22 -1.1(11) . . . . ?
Cu2 N51 C52 C53 176.08(19) . . . . ?
Cu2 N51 C56 C55 -175.7(2) . . . . ?
Cu2 O31 C32 C33 176.6(18) . . . . ?
Cu2 O31 C32 C37 -4(3) . . . . ?
Cu2 N38 C39 C40 -3(2) . . . . ?
O31 C32 C33 C34 -179(2) . . . . ?
O31 C32 C37 C36 177(3) . . . . ?
O31 C32 C37 N38 5(4) . . . . ?
C32 C33 C34 C35 0(3) . . . . ?
C32 C37 N38 Cu2 -3(3) . . . . ?
C32 C37 N38 C39 173.7(19) . . . . ?
C33 C32 C37 C36 -3(4) . . . . ?
C33 C32 C37 N38 -176(2) . . . . ?
C33 C34 C35 C36 -1(3) . . . . ?
C34 C35 C36 C37 -1(4) . . . . ?
C35 C36 C37 C32 3(4) . . . . ?
C35 C36 C37 N38 175(3) . . . . ?
C36 C37 N38 Cu2 -175(3) . . . . ?
C36 C37 N38 C39 2(4) . . . . ?
C37 C32 C33 C34 2(3) . . . . ?
C37 N38 C39 C40 -179(3) . . . . ?
N38 Cu2 O31 C32 1.8(14) . . . . ?
N38 Cu2 O46 C45 -1.4(15) . . . . ?
N38 C39 C40 C41 177.7(17) . . . . ?
N38 C39 C40 C45 2(3) . . . . ?
C39 C40 C41 C42 -178(2) . . . . ?
C39 C40 C45 C44 176(2) . . . . ?
C39 C40 C45 O46 -1(4) . . . . ?
C40 C41 C42 C43 2(4) . . . . ?
C40 C45 O46 Cu2 1(3) . . . . ?
C41 C40 C45 C44 0(3) . . . . ?
C41 C40 C45 O46 -177(2) . . . . ?
C41 C42 C43 C44 -1(3) . . . . ?
C42 C43 C44 C45 -1(3) . . . . ?
C43 C44 C45 C40 1(3) . . . . ?
C43 C44 C45 O46 179(2) . . . . ?
C44 C45 O46 Cu2 -176.2(13) . . . . ?
C45 C40 C41 C42 -2(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_exptl_crystal_mounting_method Mitegen
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.591
_oxdiff_exptl_absorpt_empirical_full_min 0.705
