# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1536217'
_audit_update_record             
;
2017-03-06 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H15 N3 O'
_chemical_formula_sum            'C19 H15 N3 O'
_chemical_formula_weight         301.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   9.3941(2)
_cell_length_b                   15.6006(4)
_cell_length_c                   11.3901(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.569(3)
_cell_angle_gamma                90
_cell_volume                     1562.84(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3191
_cell_measurement_theta_min      5.0200
_cell_measurement_theta_max      71.3220

_exptl_crystal_description       
;
block
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_F_000             632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.650
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.75246
_exptl_absorpt_correction_T_max  1.00000
_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   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_reflns_number            5757
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         5.024
_diffrn_reflns_theta_max         71.156
_diffrn_reflns_theta_full        67.500
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             2949
_reflns_number_gt                2715
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'Shelxt (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0536P)²+0.3978P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0158(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2949
_refine_ls_number_parameters     213
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.1024
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.08346(10) 0.36049(6) 0.21514(10) 0.0359(3) Uani 1 1 d . . . . .
N1 N 0.44445(11) 0.59517(6) 0.25096(9) 0.0237(2) Uani 1 1 d . . . . .
N2 N 0.37348(11) 0.41957(6) 0.30649(9) 0.0233(2) Uani 1 1 d . . . . .
N3 N 0.25045(11) 0.47250(6) 0.25866(9) 0.0236(2) Uani 1 1 d . . . . .
H3N H 0.2678(17) 0.5260(11) 0.2398(15) 0.038(4) Uiso 1 1 d . . . . .
C1 C 0.47980(14) 0.67755(8) 0.24388(12) 0.0275(3) Uani 1 1 d . . . . .
H1A H 0.4060 0.7134 0.1864 0.033 Uiso 1 1 calc R U . . .
C2 C 0.61715(15) 0.71353(8) 0.31510(13) 0.0314(3) Uani 1 1 d . . . . .
H2A H 0.6387 0.7720 0.3054 0.038 Uiso 1 1 calc R U . . .
C3 C 0.72218(15) 0.66178(9) 0.40095(14) 0.0353(3) Uani 1 1 d . . . . .
H3A H 0.8166 0.6848 0.4537 0.042 Uiso 1 1 calc R U . . .
C4 C 0.68921(13) 0.57600(8) 0.40983(12) 0.0282(3) Uani 1 1 d . . . . .
H4A H 0.7608 0.5395 0.4680 0.034 Uiso 1 1 calc R U . . .
C5 C 0.54937(13) 0.54417(7) 0.33207(10) 0.0205(3) Uani 1 1 d . . . . .
C6 C 0.50833(13) 0.45255(7) 0.33937(10) 0.0209(3) Uani 1 1 d . . . . .
C7 C 0.63434(13) 0.38988(7) 0.39356(11) 0.0216(3) Uani 1 1 d . . . . .
C8 C 0.75357(14) 0.38431(8) 0.34793(12) 0.0281(3) Uani 1 1 d . . . . .
H8A H 0.7564 0.4219 0.2832 0.034 Uiso 1 1 calc R U . . .
C9 C 0.86797(14) 0.32432(9) 0.39647(13) 0.0326(3) Uani 1 1 d . . . . .
H9A H 0.9470 0.3197 0.3628 0.039 Uiso 1 1 calc R U . . .
C10 C 0.86796(14) 0.27105(8) 0.49373(12) 0.0310(3) Uani 1 1 d . . . . .
H10A H 0.9480 0.2310 0.5283 0.037 Uiso 1 1 calc R U . . .
C11 C 0.75025(15) 0.27657(8) 0.54022(11) 0.0287(3) Uani 1 1 d . . . . .
H11A H 0.7498 0.2403 0.6071 0.034 Uiso 1 1 calc R U . . .
C12 C 0.63321(14) 0.33485(7) 0.48949(11) 0.0245(3) Uani 1 1 d . . . . .
H12A H 0.5516 0.3373 0.5204 0.029 Uiso 1 1 calc R U . . .
C13 C 0.10784(13) 0.43738(8) 0.21436(11) 0.0242(3) Uani 1 1 d . . . . .
C14 C -0.01731(13) 0.50190(8) 0.16565(11) 0.0238(3) Uani 1 1 d . . . . .
C15 C -0.00344(14) 0.58621(8) 0.20870(13) 0.0318(3) Uani 1 1 d . . . . .
H15A H 0.0895 0.6050 0.2695 0.038 Uiso 1 1 calc R U . . .
C16 C -0.12408(16) 0.64279(9) 0.16356(15) 0.0386(3) Uani 1 1 d . . . . .
H16A H -0.1140 0.7000 0.1938 0.046 Uiso 1 1 calc R U . . .
C17 C -0.25922(16) 0.61587(10) 0.07435(14) 0.0377(3) Uani 1 1 d . . . . .
H17A H -0.3418 0.6547 0.0431 0.045 Uiso 1 1 calc R U . . .
C18 C -0.27416(15) 0.53218(10) 0.03052(12) 0.0350(3) Uani 1 1 d . . . . .
H18A H -0.3670 0.5138 -0.0308 0.042 Uiso 1 1 calc R U . . .
C19 C -0.15408(14) 0.47543(9) 0.07607(12) 0.0292(3) Uani 1 1 d . . . . .
H19A H -0.1649 0.4181 0.0461 0.035 Uiso 1 1 calc R U . . .


_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
O1 C13 1.2219(15) . ?
N1 C1 1.3369(15) . ?
N1 C5 1.3483(15) . ?
N2 C6 1.2947(15) . ?
N2 N3 1.3682(13) . ?
N3 C13 1.3691(15) . ?
N3 H3N 0.890(17) . ?
C1 C2 1.3793(18) . ?
C1 H1A 0.9500 . ?
C2 C3 1.3797(19) . ?
C2 H2A 0.9500 . ?
C3 C4 1.3852(18) . ?
C3 H3A 0.9500 . ?
C4 C5 1.3926(16) . ?
C4 H4A 0.9500 . ?
C5 C6 1.4905(16) . ?
C6 C7 1.4915(15) . ?
C7 C12 1.3926(16) . ?
C7 C8 1.3932(17) . ?
C8 C9 1.3853(17) . ?
C8 H8A 0.9500 . ?
C9 C10 1.3848(19) . ?
C9 H9A 0.9500 . ?
C10 C11 1.3864(19) . ?
C10 H10A 0.9500 . ?
C11 C12 1.3867(17) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C14 1.4983(16) . ?
C14 C19 1.3933(16) . ?
C14 C15 1.3937(17) . ?
C15 C16 1.3850(19) . ?
C15 H15A 0.9500 . ?
C16 C17 1.384(2) . ?
C16 H16A 0.9500 . ?
C17 C18 1.387(2) . ?
C17 H17A 0.9500 . ?
C18 C19 1.3836(19) . ?
C18 H18A 0.9500 . ?
C19 H19A 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
C1 N1 C5 118.12(10) . . ?
C6 N2 N3 118.63(10) . . ?
N2 N3 C13 119.05(10) . . ?
N2 N3 H3N 117.4(10) . . ?
C13 N3 H3N 121.6(10) . . ?
N1 C1 C2 123.82(11) . . ?
N1 C1 H1A 118.1 . . ?
C2 C1 H1A 118.1 . . ?
C1 C2 C3 117.84(11) . . ?
C1 C2 H2A 121.1 . . ?
C3 C2 H2A 121.1 . . ?
C2 C3 C4 119.64(12) . . ?
C2 C3 H3A 120.2 . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 C5 118.89(11) . . ?
C3 C4 H4A 120.6 . . ?
C5 C4 H4A 120.6 . . ?
N1 C5 C4 121.64(11) . . ?
N1 C5 C6 117.58(10) . . ?
C4 C5 C6 120.74(10) . . ?
N2 C6 C5 127.66(10) . . ?
N2 C6 C7 114.39(10) . . ?
C5 C6 C7 117.93(10) . . ?
C12 C7 C8 118.88(11) . . ?
C12 C7 C6 120.33(10) . . ?
C8 C7 C6 120.78(10) . . ?
C9 C8 C7 120.39(11) . . ?
C9 C8 H8A 119.8 . . ?
C7 C8 H8A 119.8 . . ?
C10 C9 C8 120.44(12) . . ?
C10 C9 H9A 119.8 . . ?
C8 C9 H9A 119.8 . . ?
C9 C10 C11 119.50(11) . . ?
C9 C10 H10A 120.2 . . ?
C11 C10 H10A 120.2 . . ?
C10 C11 C12 120.24(11) . . ?
C10 C11 H11A 119.9 . . ?
C12 C11 H11A 119.9 . . ?
C11 C12 C7 120.50(11) . . ?
C11 C12 H12A 119.7 . . ?
C7 C12 H12A 119.7 . . ?
O1 C13 N3 123.49(11) . . ?
O1 C13 C14 122.52(11) . . ?
N3 C13 C14 113.99(10) . . ?
C19 C14 C15 119.05(12) . . ?
C19 C14 C13 118.28(11) . . ?
C15 C14 C13 122.65(11) . . ?
C16 C15 C14 120.51(12) . . ?
C16 C15 H15A 119.7 . . ?
C14 C15 H15A 119.7 . . ?
C17 C16 C15 119.95(13) . . ?
C17 C16 H16A 120.0 . . ?
C15 C16 H16A 120.0 . . ?
C16 C17 C18 120.04(13) . . ?
C16 C17 H17A 120.0 . . ?
C18 C17 H17A 120.0 . . ?
C19 C18 C17 120.09(12) . . ?
C19 C18 H18A 120.0 . . ?
C17 C18 H18A 120.0 . . ?
C18 C19 C14 120.36(12) . . ?
C18 C19 H19A 119.8 . . ?
C14 C19 H19A 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
C6 N2 N3 C13 174.84(10) . . . . ?
C5 N1 C1 C2 -0.28(18) . . . . ?
N1 C1 C2 C3 -1.8(2) . . . . ?
C1 C2 C3 C4 2.2(2) . . . . ?
C2 C3 C4 C5 -0.6(2) . . . . ?
C1 N1 C5 C4 2.06(17) . . . . ?
C1 N1 C5 C6 179.79(10) . . . . ?
C3 C4 C5 N1 -1.65(19) . . . . ?
C3 C4 C5 C6 -179.31(12) . . . . ?
N3 N2 C6 C5 0.12(17) . . . . ?
N3 N2 C6 C7 178.40(9) . . . . ?
N1 C5 C6 N2 -21.70(17) . . . . ?
C4 C5 C6 N2 156.05(12) . . . . ?
N1 C5 C6 C7 160.08(10) . . . . ?
C4 C5 C6 C7 -22.17(16) . . . . ?
N2 C6 C7 C12 -50.22(15) . . . . ?
C5 C6 C7 C12 128.23(11) . . . . ?
N2 C6 C7 C8 128.69(12) . . . . ?
C5 C6 C7 C8 -52.86(15) . . . . ?
C12 C7 C8 C9 0.70(18) . . . . ?
C6 C7 C8 C9 -178.22(11) . . . . ?
C7 C8 C9 C10 -2.1(2) . . . . ?
C8 C9 C10 C11 1.7(2) . . . . ?
C9 C10 C11 C12 0.16(19) . . . . ?
C10 C11 C12 C7 -1.59(18) . . . . ?
C8 C7 C12 C11 1.15(17) . . . . ?
C6 C7 C12 C11 -179.92(10) . . . . ?
N2 N3 C13 O1 0.10(17) . . . . ?
N2 N3 C13 C14 179.44(9) . . . . ?
O1 C13 C14 C19 -26.02(17) . . . . ?
N3 C13 C14 C19 154.64(11) . . . . ?
O1 C13 C14 C15 152.29(13) . . . . ?
N3 C13 C14 C15 -27.06(16) . . . . ?
C19 C14 C15 C16 0.31(19) . . . . ?
C13 C14 C15 C16 -177.98(12) . . . . ?
C14 C15 C16 C17 -0.5(2) . . . . ?
C15 C16 C17 C18 0.3(2) . . . . ?
C16 C17 C18 C19 0.1(2) . . . . ?
C17 C18 C19 C14 -0.30(19) . . . . ?
C15 C14 C19 C18 0.09(18) . . . . ?
C13 C14 C19 C18 178.46(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3N N1 0.890(17) 1.946(16) 2.6652(14) 136.7(13) .
C2 H2A N2 0.95 2.61 3.5133(16) 158.2 2_655

_refine_diff_density_max         0.239
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.035

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1536349'
_audit_update_record             
;
2018-01-17 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H16 Cl Cu N3 O6'
_chemical_formula_sum            'C19 H16 Cl Cu N3 O6'
_chemical_formula_weight         481.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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                   18.5582(4)
_cell_length_b                   7.21930(10)
_cell_length_c                   29.6970(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.879(2)
_cell_angle_gamma                90
_cell_volume                     3941.16(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7825
_cell_measurement_theta_min      4.8010
_cell_measurement_theta_max      71.1410

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_F_000             1960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    3.201
_shelx_estimated_absorpt_T_min   0.526
_shelx_estimated_absorpt_T_max   0.720
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5263
_exptl_absorpt_correction_T_max  0.7197
_exptl_absorpt_process_details   
;
CrysalisPro
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_reflns_number            11492
_diffrn_reflns_av_unetI/netI     0.0157
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         4.811
_diffrn_reflns_theta_max         71.369
_diffrn_reflns_theta_full        67.500
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3776
_reflns_number_gt                3647
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97
_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0608P)²+3.6388P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3776
_refine_ls_number_parameters     279
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.1009
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.68315(2) 0.65157(4) 0.55974(2) 0.03066(12) Uani 1 1 d . . . . .
Cl1 Cl 0.70615(3) 1.14321(6) 0.56477(2) 0.03631(14) Uani 1 1 d . . . . .
O1 O 0.78904(7) 0.64910(18) 0.56870(5) 0.0337(3) Uani 1 1 d . . . . .
O2 O 0.66713(8) 0.6277(2) 0.49373(5) 0.0334(3) Uani 1 1 d . . . . .
O3 O 0.67277(10) 0.9887(2) 0.53949(7) 0.0607(5) Uani 1 1 d . . . . .
O4 O 0.66289(9) 1.3037(2) 0.55220(7) 0.0530(4) Uani 1 1 d . . . . .
O5 O 0.77791(10) 1.1678(3) 0.55348(8) 0.0695(6) Uani 1 1 d . . . . .
O6 O 0.70786(15) 1.1090(4) 0.61141(7) 0.0937(8) Uani 1 1 d . . . . .
N1 N 0.58081(8) 0.6658(2) 0.57201(5) 0.0301(3) Uani 1 1 d . . . . .
N2 N 0.70064(8) 0.6390(2) 0.62459(5) 0.0292(3) Uani 1 1 d . . . . .
N3 N 0.77213(8) 0.6356(2) 0.64463(5) 0.0324(3) Uani 1 1 d . . . . .
C1 C 0.52066(11) 0.6843(3) 0.54186(7) 0.0375(4) Uani 1 1 d . . . . .
H1 H 0.525359 0.697201 0.510559 0.045 Uiso 1 1 calc R U . . .
C2 C 0.45190(11) 0.6850(3) 0.55483(8) 0.0439(5) Uani 1 1 d . . . . .
H2 H 0.410047 0.702049 0.532940 0.053 Uiso 1 1 calc R U . . .
C3 C 0.44520(12) 0.6607(3) 0.59996(9) 0.0452(5) Uani 1 1 d . . . . .
H3 H 0.398413 0.657355 0.609504 0.054 Uiso 1 1 calc R U . . .
C4 C 0.50731(11) 0.6412(3) 0.63156(7) 0.0385(4) Uani 1 1 d . . . . .
H4 H 0.503514 0.623479 0.662846 0.046 Uiso 1 1 calc R U . . .
C5 C 0.57476(10) 0.6478(2) 0.61669(6) 0.0293(4) Uani 1 1 d . . . . .
C6 C 0.64550(10) 0.6344(2) 0.64705(6) 0.0298(4) Uani 1 1 d . . . . .
C7 C 0.81370(10) 0.6446(2) 0.61174(6) 0.0301(4) Uani 1 1 d . . . . .
C8 C 0.89366(10) 0.6503(2) 0.62504(7) 0.0325(4) Uani 1 1 d . . . . .
C9 C 0.92449(12) 0.6765(3) 0.66971(8) 0.0439(5) Uani 1 1 d . . . . .
H9 H 0.894174 0.688416 0.692856 0.053 Uiso 1 1 calc R U . . .
C10 C 0.99967(13) 0.6854(4) 0.68085(9) 0.0534(6) Uani 1 1 d . . . . .
H10 H 1.020516 0.704162 0.711553 0.064 Uiso 1 1 calc R U . . .
C11 C 1.04427(12) 0.6671(3) 0.64735(9) 0.0507(6) Uani 1 1 d . . . . .
H11 H 1.095625 0.673096 0.655032 0.061 Uiso 1 1 calc R U . . .
C12 C 1.01406(12) 0.6402(3) 0.60307(9) 0.0488(6) Uani 1 1 d . . . . .
H12 H 1.044685 0.626918 0.580127 0.059 Uiso 1 1 calc R U . . .
C13 C 0.93925(12) 0.6321(3) 0.59152(8) 0.0403(5) Uani 1 1 d . . . . .
H13 H 0.918830 0.614159 0.560710 0.048 Uiso 1 1 calc R U . . .
C14 C 0.65073(10) 0.6172(3) 0.69672(6) 0.0328(4) Uani 1 1 d . . . . .
C15 C 0.61692(13) 0.7438(3) 0.72225(7) 0.0483(5) Uani 1 1 d . . . . .
H15 H 0.588517 0.841540 0.707563 0.058 Uiso 1 1 calc R U . . .
C16 C 0.62473(16) 0.7272(5) 0.76912(9) 0.0671(8) Uani 1 1 d . . . . .
H16 H 0.602014 0.814500 0.786547 0.081 Uiso 1 1 calc R U . . .
C17 C 0.66499(16) 0.5858(5) 0.79047(9) 0.0723(8) Uani 1 1 d . . . . .
H17 H 0.670604 0.575857 0.822664 0.087 Uiso 1 1 calc R U . . .
C18 C 0.69723(14) 0.4584(5) 0.76536(9) 0.0709(9) Uani 1 1 d . . . . .
H18 H 0.724048 0.358600 0.780262 0.085 Uiso 1 1 calc R U . . .
C19 C 0.69110(11) 0.4739(3) 0.71861(8) 0.0478(5) Uani 1 1 d . . . . .
H19 H 0.714463 0.386591 0.701536 0.057 Uiso 1 1 calc R U . . .
H102 H 0.6776(14) 0.709(4) 0.4765(9) 0.053(7) Uiso 1 1 d . . . . .
H101 H 0.6826(14) 0.542(4) 0.4867(9) 0.048(8) Uiso 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 N2 1.9109(16) . ?
Cu1 O1 1.9468(14) . ?
Cu1 O2 1.9495(14) . ?
Cu1 N1 1.9850(16) . ?
Cu1 O3 2.5078(17) . ?
Cu1 O4 2.5449(16) 1_545 ?
Cl1 O6 1.403(2) . ?
Cl1 O5 1.4281(18) . ?
Cl1 O4 1.4295(16) . ?
Cl1 O3 1.4370(17) . ?
O1 C7 1.298(2) . ?
O2 H102 0.82(3) . ?
O2 H101 0.73(3) . ?
N1 C1 1.339(3) . ?
N1 C5 1.353(2) . ?
N2 C6 1.296(2) . ?
N2 N3 1.378(2) . ?
N3 C7 1.327(2) . ?
C1 C2 1.383(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.374(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.490(3) . ?
C6 C14 1.470(3) . ?
C7 C8 1.483(3) . ?
C8 C9 1.384(3) . ?
C8 C13 1.398(3) . ?
C9 C10 1.391(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.371(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.385(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C19 1.386(3) . ?
C14 C15 1.391(3) . ?
C15 C16 1.385(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.368(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.372(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.382(3) . ?
C18 H18 0.9500 . ?
C19 H19 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
N2 Cu1 O1 80.38(6) . . ?
N2 Cu1 O2 172.15(7) . . ?
O1 Cu1 O2 98.54(6) . . ?
N2 Cu1 N1 81.49(7) . . ?
O1 Cu1 N1 161.56(7) . . ?
O2 Cu1 N1 99.87(6) . . ?
N2 Cu1 O3 106.53(7) . . ?
O1 Cu1 O3 94.85(6) . . ?
O2 Cu1 O3 81.29(7) . . ?
N1 Cu1 O3 87.12(6) . . ?
N2 Cu1 O4 92.55(6) . 1_545 ?
O1 Cu1 O4 97.88(5) . 1_545 ?
O2 Cu1 O4 79.86(7) . 1_545 ?
N1 Cu1 O4 86.21(6) . 1_545 ?
O3 Cu1 O4 158.60(6) . 1_545 ?
O6 Cl1 O5 110.97(16) . . ?
O6 Cl1 O4 109.67(14) . . ?
O5 Cl1 O4 110.26(11) . . ?
O6 Cl1 O3 109.19(15) . . ?
O5 Cl1 O3 108.84(11) . . ?
O4 Cl1 O3 107.83(11) . . ?
C7 O1 Cu1 110.37(12) . . ?
Cu1 O2 H102 123.1(19) . . ?
Cu1 O2 H101 111(2) . . ?
H102 O2 H101 107(3) . . ?
Cl1 O3 Cu1 127.94(11) . . ?
C1 N1 C5 119.46(16) . . ?
C1 N1 Cu1 127.84(14) . . ?
C5 N1 Cu1 112.66(12) . . ?
C6 N2 N3 123.96(16) . . ?
C6 N2 Cu1 118.86(13) . . ?
N3 N2 Cu1 117.17(12) . . ?
C7 N3 N2 107.69(15) . . ?
N1 C1 C2 122.07(19) . . ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C3 C2 C1 118.8(2) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.6(2) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 118.9(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N1 C5 C4 121.10(18) . . ?
N1 C5 C6 114.50(16) . . ?
C4 C5 C6 124.39(18) . . ?
N2 C6 C14 124.76(17) . . ?
N2 C6 C5 112.28(17) . . ?
C14 C6 C5 122.96(16) . . ?
O1 C7 N3 124.34(18) . . ?
O1 C7 C8 117.81(17) . . ?
N3 C7 C8 117.84(17) . . ?
C9 C8 C13 118.97(19) . . ?
C9 C8 C7 121.75(18) . . ?
C13 C8 C7 119.27(19) . . ?
C8 C9 C10 120.3(2) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 120.2(2) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C12 C11 C10 119.8(2) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 120.5(2) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C12 C13 C8 120.2(2) . . ?
C12 C13 H13 119.9 . . ?
C8 C13 H13 119.9 . . ?
C19 C14 C15 119.3(2) . . ?
C19 C14 C6 119.39(18) . . ?
C15 C14 C6 121.25(18) . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C17 C16 C15 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 119.9(2) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C19 120.7(3) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C18 C19 C14 119.8(2) . . ?
C18 C19 H19 120.1 . . ?
C14 C19 H19 120.1 . . ?

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
O6 Cl1 O3 Cu1 -36.28(18) . . . . ?
O5 Cl1 O3 Cu1 85.00(17) . . . . ?
O4 Cl1 O3 Cu1 -155.39(12) . . . . ?
C6 N2 N3 C7 -179.20(16) . . . . ?
Cu1 N2 N3 C7 0.77(18) . . . . ?
C5 N1 C1 C2 -0.2(3) . . . . ?
Cu1 N1 C1 C2 177.35(16) . . . . ?
N1 C1 C2 C3 -1.9(3) . . . . ?
C1 C2 C3 C4 1.8(3) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C1 N1 C5 C4 2.5(3) . . . . ?
Cu1 N1 C5 C4 -175.44(14) . . . . ?
C1 N1 C5 C6 -178.16(16) . . . . ?
Cu1 N1 C5 C6 3.95(18) . . . . ?
C3 C4 C5 N1 -2.6(3) . . . . ?
C3 C4 C5 C6 178.12(18) . . . . ?
N3 N2 C6 C14 -2.6(3) . . . . ?
Cu1 N2 C6 C14 177.42(14) . . . . ?
N3 N2 C6 C5 177.59(15) . . . . ?
Cu1 N2 C6 C5 -2.4(2) . . . . ?
N1 C5 C6 N2 -1.2(2) . . . . ?
C4 C5 C6 N2 178.15(17) . . . . ?
N1 C5 C6 C14 178.98(16) . . . . ?
C4 C5 C6 C14 -1.6(3) . . . . ?
Cu1 O1 C7 N3 2.5(2) . . . . ?
Cu1 O1 C7 C8 -177.43(12) . . . . ?
N2 N3 C7 O1 -2.2(2) . . . . ?
N2 N3 C7 C8 177.72(14) . . . . ?
O1 C7 C8 C9 169.30(18) . . . . ?
N3 C7 C8 C9 -10.6(3) . . . . ?
O1 C7 C8 C13 -9.5(2) . . . . ?
N3 C7 C8 C13 170.57(17) . . . . ?
C13 C8 C9 C10 0.3(3) . . . . ?
C7 C8 C9 C10 -178.5(2) . . . . ?
C8 C9 C10 C11 -0.4(4) . . . . ?
C9 C10 C11 C12 0.0(4) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
C11 C12 C13 C8 -0.4(3) . . . . ?
C9 C8 C13 C12 0.0(3) . . . . ?
C7 C8 C13 C12 178.90(18) . . . . ?
N2 C6 C14 C19 -52.8(3) . . . . ?
C5 C6 C14 C19 127.0(2) . . . . ?
N2 C6 C14 C15 126.2(2) . . . . ?
C5 C6 C14 C15 -54.0(3) . . . . ?
C19 C14 C15 C16 0.9(3) . . . . ?
C6 C14 C15 C16 -178.0(2) . . . . ?
C14 C15 C16 C17 -0.6(4) . . . . ?
C15 C16 C17 C18 -0.7(5) . . . . ?
C16 C17 C18 C19 1.7(5) . . . . ?
C17 C18 C19 C14 -1.3(4) . . . . ?
C15 C14 C19 C18 0.0(3) . . . . ?
C6 C14 C19 C18 179.0(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C2 H2 O5 0.95 2.62 3.226(3) 122.2 3_445 yes
O2 H102 O1 0.82(3) 1.86(3) 2.6663(19) 167(3) 7_666 yes
O2 H101 O5 0.73(3) 2.12(3) 2.819(2) 162(3) 7_666 yes

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.565
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1536222'
_audit_update_record             
;
2018-01-17 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H36 Cu2 N11 O10'
_chemical_formula_sum            'C42 H36 Cu2 N11 O10'
_chemical_formula_weight         981.90

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'
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.8813(9)
_cell_length_b                   9.9859(9)
_cell_length_c                   18.908(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.166(9)
_cell_angle_gamma                90
_cell_volume                     2053.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3785
_cell_measurement_theta_min      3.4740
_cell_measurement_theta_max      31.2990

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark green-blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_F_000             1006
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.502
_exptl_crystal_size_mid          0.349
_exptl_crystal_size_min          0.139
_exptl_absorpt_coefficient_mu    1.111
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.62136
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_reflns_number            14363
_diffrn_reflns_av_unetI/netI     0.0953
_diffrn_reflns_av_R_equivalents  0.0810
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.467
_diffrn_reflns_theta_max         32.821
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.892
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.892
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.892
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             6812
_reflns_number_gt                4893
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'Shelxt (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'Shelxtl (Sheldrick, 2008)'
_computing_publication_material  'Shelxtl (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+19.6424P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6812
_refine_ls_number_parameters     336
_refine_ls_number_restraints     129
_refine_ls_R_factor_all          0.1573
_refine_ls_R_factor_gt           0.1231
_refine_ls_wR_factor_ref         0.2542
_refine_ls_wR_factor_gt          0.2349
_refine_ls_goodness_of_fit_ref   1.213
_refine_ls_restrained_S_all      1.208
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Cu Cu 0.59036(6) 0.31825(7) 0.53045(4) 0.02624(18) Uani 1 1 d . . . . .
O1 O 0.4680(4) 0.3504(4) 0.6023(2) 0.0253(8) Uani 1 1 d . . . . .
N1 N 0.7224(4) 0.3520(5) 0.4603(3) 0.0221(9) Uani 1 1 d . . . . .
N2 N 0.6327(4) 0.4991(5) 0.5563(2) 0.0211(9) Uani 1 1 d . . . . .
N3 N 0.5679(4) 0.5553(5) 0.6098(3) 0.0234(9) Uani 1 1 d . . . . .
N4 N 0.791(2) 0.285(3) 0.6560(9) 0.038(2) Uani 0.438(18) 1 d D U P A 1
O11 O 0.7428(15) 0.2269(18) 0.6033(8) 0.037(2) Uani 0.438(18) 1 d D U P A 1
O12 O 0.7612(18) 0.2548(19) 0.7168(7) 0.060(4) Uani 0.438(18) 1 d D U P A 1
O13 O 0.8649(16) 0.3766(16) 0.6477(10) 0.059(4) Uani 0.438(18) 1 d D U P A 1
N4A N 0.7966(17) 0.294(2) 0.6527(7) 0.036(2) Uani 0.562(18) 1 d D U P A 2
O11A O 0.7182(11) 0.2247(14) 0.6191(7) 0.041(2) Uani 0.562(18) 1 d D U P A 2
O12A O 0.7928(14) 0.3052(17) 0.7171(6) 0.063(3) Uani 0.562(18) 1 d D U P A 2
O13A O 0.8832(10) 0.3419(13) 0.6192(7) 0.051(3) Uani 0.562(18) 1 d D U P A 2
N5 N 0.5313(4) 0.1347(5) 0.5077(3) 0.0251(10) Uani 1 1 d . . . . .
N6 N 0.4915(9) 0.1533(9) 0.3888(5) 0.0236(19) Uani 0.5 1 d . . P . .
H6A H 0.508027 0.239496 0.390974 0.028 Uiso 0.5 1 calc R U P . .
H6B H 0.469864 0.116210 0.347989 0.028 Uiso 0.5 1 calc R U P . .
C1 C 0.7670(5) 0.2671(6) 0.4142(3) 0.0284(12) Uani 1 1 d . . . . .
H1A H 0.727157 0.183371 0.406925 0.034 Uiso 1 1 calc R U . . .
C2 C 0.8711(5) 0.2965(6) 0.3759(3) 0.0306(13) Uani 1 1 d . . . . .
H2A H 0.900854 0.234527 0.342493 0.037 Uiso 1 1 calc R U . . .
C3 C 0.9294(5) 0.4175(7) 0.3876(3) 0.0290(12) Uani 1 1 d . . . . .
H3A H 0.999994 0.440287 0.362049 0.035 Uiso 1 1 calc R U . . .
C4 C 0.8839(5) 0.5059(6) 0.4371(3) 0.0233(11) Uani 1 1 d . . . . .
H4A H 0.924216 0.588672 0.446776 0.028 Uiso 1 1 calc R U . . .
C5 C 0.7781(4) 0.4713(5) 0.4725(3) 0.0193(9) Uani 1 1 d . . . . .
C6 C 0.7222(5) 0.5591(6) 0.5261(3) 0.0208(10) Uani 1 1 d . . . . .
C7 C 0.7673(5) 0.6959(6) 0.5428(3) 0.0237(11) Uani 1 1 d . . . . .
C8 C 0.7910(5) 0.7343(7) 0.6133(3) 0.0301(13) Uani 1 1 d . . . . .
H8A H 0.776098 0.673310 0.650630 0.036 Uiso 1 1 calc R U . . .
C9 C 0.8358(6) 0.8597(7) 0.6285(4) 0.0361(15) Uani 1 1 d . . . . .
H9A H 0.850718 0.885925 0.676348 0.043 Uiso 1 1 calc R U . . .
C10 C 0.8595(6) 0.9482(7) 0.5745(4) 0.0384(16) Uani 1 1 d . . . . .
H10A H 0.892596 1.034181 0.585243 0.046 Uiso 1 1 calc R U . . .
C11 C 0.8350(6) 0.9121(7) 0.5049(4) 0.0366(15) Uani 1 1 d . . . . .
H11A H 0.849816 0.973595 0.467877 0.044 Uiso 1 1 calc R U . . .
C12 C 0.7886(5) 0.7852(6) 0.4893(4) 0.0281(12) Uani 1 1 d . . . . .
H12A H 0.771533 0.760197 0.441480 0.034 Uiso 1 1 calc R U . . .
C13 C 0.4868(5) 0.4653(5) 0.6314(3) 0.0207(10) Uani 1 1 d . . . . .
C14 C 0.4154(5) 0.5017(6) 0.6933(3) 0.0244(11) Uani 1 1 d . . . . .
C15 C 0.4509(6) 0.6049(7) 0.7388(3) 0.0304(13) Uani 1 1 d . . . . .
H15A H 0.523796 0.653910 0.730465 0.037 Uiso 1 1 calc R U . . .
C16 C 0.3819(6) 0.6372(7) 0.7960(4) 0.0360(14) Uani 1 1 d . . . . .
H16A H 0.408342 0.706433 0.827458 0.043 Uiso 1 1 calc R U . . .
C17 C 0.2731(6) 0.5680(8) 0.8075(3) 0.0369(15) Uani 1 1 d . . . . .
H17A H 0.224229 0.591808 0.846128 0.044 Uiso 1 1 calc R U . . .
C18 C 0.2364(6) 0.4652(7) 0.7630(3) 0.0344(14) Uani 1 1 d . . . . .
H18A H 0.162347 0.418185 0.770914 0.041 Uiso 1 1 calc R U . . .
C19 C 0.3078(5) 0.4303(6) 0.7064(3) 0.0280(12) Uani 1 1 d . . . . .
H19A H 0.283499 0.357691 0.676564 0.034 Uiso 1 1 calc R U . . .
C20 C 0.4693(5) -0.0519(7) 0.4366(3) 0.0304(13) Uani 1 1 d . . . . .
H20A H 0.449068 -0.086691 0.390877 0.036 Uiso 1 1 calc R U . . .
C21 C 0.4986(5) 0.0839(6) 0.4434(3) 0.0268(12) Uani 1 1 d . . . . .
O1W O 0.9107(6) 0.5403(9) 0.7698(3) 0.076(2) Uani 1 1 d D . . . .
H1W1 H 0.862594 0.599773 0.780086 0.113 Uiso 1 1 d DR U . . .
H1W2 H 0.877791 0.501160 0.736265 0.113 Uiso 1 1 d DR U . . .


_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
Cu N2 1.922(5) . ?
Cu O1 1.965(4) . ?
Cu N5 1.984(5) . ?
Cu N1 2.020(5) . ?
Cu O11 2.303(17) . ?
Cu O11A 2.332(14) . ?
O1 C13 1.285(6) . ?
N1 C1 1.320(7) . ?
N1 C5 1.353(6) . ?
N2 C6 1.294(7) . ?
N2 N3 1.376(6) . ?
N3 C13 1.334(7) . ?
N4 O13 1.235(15) . ?
N4 O12 1.241(15) . ?
N4 O11 1.250(15) . ?
N4A O12A 1.226(13) . ?
N4A O13A 1.251(13) . ?
N4A O11A 1.252(13) . ?
N5 C20 1.338(8) 3_656 ?
N5 C21 1.353(8) . ?
N6 C21 1.243(11) . ?
N6 H6A 0.8800 . ?
N6 H6B 0.8800 . ?
C1 C2 1.399(8) . ?
C1 H1A 0.9500 . ?
C2 C3 1.378(8) . ?
C2 H2A 0.9500 . ?
C3 C4 1.393(8) . ?
C3 H3A 0.9500 . ?
C4 C5 1.396(7) . ?
C4 H4A 0.9500 . ?
C5 C6 1.487(7) . ?
C6 C7 1.481(8) . ?
C7 C12 1.375(8) . ?
C7 C8 1.402(8) . ?
C8 C9 1.370(9) . ?
C8 H8A 0.9500 . ?
C9 C10 1.383(11) . ?
C9 H9A 0.9500 . ?
C10 C11 1.379(10) . ?
C10 H10A 0.9500 . ?
C11 C12 1.392(8) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C14 1.474(7) . ?
C14 C15 1.389(8) . ?
C14 C19 1.402(8) . ?
C15 C16 1.377(9) . ?
C15 H15A 0.9500 . ?
C16 C17 1.395(10) . ?
C16 H16A 0.9500 . ?
C17 C18 1.377(10) . ?
C17 H17A 0.9500 . ?
C18 C19 1.389(8) . ?
C18 H18A 0.9500 . ?
C19 H19A 0.9500 . ?
C20 C21 1.398(9) . ?
C20 H20A 0.9500 . ?
O1W H1W1 0.8205 . ?
O1W H1W2 0.8161 . ?

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
N2 Cu O1 80.39(17) . . ?
N2 Cu N5 174.56(18) . . ?
O1 Cu N5 94.48(18) . . ?
N2 Cu N1 80.84(19) . . ?
O1 Cu N1 160.82(17) . . ?
N5 Cu N1 104.14(19) . . ?
N2 Cu O11 93.4(4) . . ?
O1 Cu O11 98.2(4) . . ?
N5 Cu O11 89.1(4) . . ?
N1 Cu O11 86.8(4) . . ?
N2 Cu O11A 93.6(3) . . ?
O1 Cu O11A 88.2(4) . . ?
N5 Cu O11A 88.0(3) . . ?
N1 Cu O11A 96.9(3) . . ?
C13 O1 Cu 109.9(3) . . ?
C1 N1 C5 120.3(5) . . ?
C1 N1 Cu 127.9(4) . . ?
C5 N1 Cu 111.1(4) . . ?
C6 N2 N3 123.4(5) . . ?
C6 N2 Cu 120.0(4) . . ?
N3 N2 Cu 116.5(3) . . ?
C13 N3 N2 108.3(4) . . ?
O13 N4 O12 119.4(15) . . ?
O13 N4 O11 119.8(15) . . ?
O12 N4 O11 120.8(15) . . ?
N4 O11 Cu 124(2) . . ?
O12A N4A O13A 121.5(12) . . ?
O12A N4A O11A 120.4(12) . . ?
O13A N4A O11A 117.9(12) . . ?
N4A O11A Cu 121.3(14) . . ?
C20 N5 C21 117.8(5) 3_656 . ?
C20 N5 Cu 114.3(4) 3_656 . ?
C21 N5 Cu 127.8(4) . . ?
C21 N6 H6A 120.0 . . ?
C21 N6 H6B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
N1 C1 C2 122.2(5) . . ?
N1 C1 H1A 118.9 . . ?
C2 C1 H1A 118.9 . . ?
C3 C2 C1 118.5(5) . . ?
C3 C2 H2A 120.7 . . ?
C1 C2 H2A 120.7 . . ?
C2 C3 C4 119.3(5) . . ?
C2 C3 H3A 120.3 . . ?
C4 C3 H3A 120.3 . . ?
C3 C4 C5 119.1(5) . . ?
C3 C4 H4A 120.5 . . ?
C5 C4 H4A 120.5 . . ?
N1 C5 C4 120.6(5) . . ?
N1 C5 C6 116.3(4) . . ?
C4 C5 C6 123.1(5) . . ?
N2 C6 C7 125.5(5) . . ?
N2 C6 C5 111.2(5) . . ?
C7 C6 C5 123.2(5) . . ?
C12 C7 C8 119.5(6) . . ?
C12 C7 C6 120.3(5) . . ?
C8 C7 C6 120.2(5) . . ?
C9 C8 C7 120.0(6) . . ?
C9 C8 H8A 120.0 . . ?
C7 C8 H8A 120.0 . . ?
C8 C9 C10 120.3(6) . . ?
C8 C9 H9A 119.8 . . ?
C10 C9 H9A 119.8 . . ?
C11 C10 C9 120.2(6) . . ?
C11 C10 H10A 119.9 . . ?
C9 C10 H10A 119.9 . . ?
C10 C11 C12 119.7(6) . . ?
C10 C11 H11A 120.1 . . ?
C12 C11 H11A 120.1 . . ?
C7 C12 C11 120.3(6) . . ?
C7 C12 H12A 119.8 . . ?
C11 C12 H12A 119.8 . . ?
O1 C13 N3 124.6(5) . . ?
O1 C13 C14 118.6(5) . . ?
N3 C13 C14 116.8(5) . . ?
C15 C14 C19 118.8(5) . . ?
C15 C14 C13 122.2(5) . . ?
C19 C14 C13 119.0(5) . . ?
C16 C15 C14 120.9(6) . . ?
C16 C15 H15A 119.6 . . ?
C14 C15 H15A 119.6 . . ?
C15 C16 C17 119.9(6) . . ?
C15 C16 H16A 120.1 . . ?
C17 C16 H16A 120.1 . . ?
C18 C17 C16 120.1(6) . . ?
C18 C17 H17A 119.9 . . ?
C16 C17 H17A 119.9 . . ?
C17 C18 C19 120.0(6) . . ?
C17 C18 H18A 120.0 . . ?
C19 C18 H18A 120.0 . . ?
C18 C19 C14 120.2(6) . . ?
C18 C19 H19A 119.9 . . ?
C14 C19 H19A 119.9 . . ?
N5 C20 C21 122.3(6) 3_656 . ?
N5 C20 H20A 118.8 3_656 . ?
C21 C20 H20A 118.8 . . ?
N6 C21 N5 123.0(7) . . ?
N6 C21 C20 117.2(7) . . ?
N5 C21 C20 119.8(6) . . ?
H1W1 O1W H1W2 105.4 . . ?

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
C6 N2 N3 C13 -176.8(5) . . . . ?
Cu N2 N3 C13 -0.4(6) . . . . ?
O13 N4 O11 Cu -75(3) . . . . ?
O12 N4 O11 Cu 103(3) . . . . ?
O12A N4A O11A Cu 120(2) . . . . ?
O13A N4A O11A Cu -65(3) . . . . ?
C5 N1 C1 C2 -0.9(9) . . . . ?
Cu N1 C1 C2 -170.2(5) . . . . ?
N1 C1 C2 C3 1.0(10) . . . . ?
C1 C2 C3 C4 0.4(10) . . . . ?
C2 C3 C4 C5 -1.7(9) . . . . ?
C1 N1 C5 C4 -0.5(8) . . . . ?
Cu N1 C5 C4 170.4(4) . . . . ?
C1 N1 C5 C6 -179.0(5) . . . . ?
Cu N1 C5 C6 -8.0(6) . . . . ?
C3 C4 C5 N1 1.8(8) . . . . ?
C3 C4 C5 C6 -179.9(5) . . . . ?
N3 N2 C6 C7 -1.3(8) . . . . ?
Cu N2 C6 C7 -177.6(4) . . . . ?
N3 N2 C6 C5 177.4(5) . . . . ?
Cu N2 C6 C5 1.1(6) . . . . ?
N1 C5 C6 N2 4.9(7) . . . . ?
C4 C5 C6 N2 -173.5(5) . . . . ?
N1 C5 C6 C7 -176.4(5) . . . . ?
C4 C5 C6 C7 5.3(8) . . . . ?
N2 C6 C7 C12 -133.3(6) . . . . ?
C5 C6 C7 C12 48.2(8) . . . . ?
N2 C6 C7 C8 48.2(8) . . . . ?
C5 C6 C7 C8 -130.4(6) . . . . ?
C12 C7 C8 C9 -0.4(9) . . . . ?
C6 C7 C8 C9 178.2(5) . . . . ?
C7 C8 C9 C10 -0.9(9) . . . . ?
C8 C9 C10 C11 1.7(10) . . . . ?
C9 C10 C11 C12 -1.2(10) . . . . ?
C8 C7 C12 C11 0.9(9) . . . . ?
C6 C7 C12 C11 -177.7(5) . . . . ?
C10 C11 C12 C7 -0.1(9) . . . . ?
Cu O1 C13 N3 7.4(7) . . . . ?
Cu O1 C13 C14 -172.1(4) . . . . ?
N2 N3 C13 O1 -4.9(8) . . . . ?
N2 N3 C13 C14 174.6(5) . . . . ?
O1 C13 C14 C15 162.5(6) . . . . ?
N3 C13 C14 C15 -17.0(8) . . . . ?
O1 C13 C14 C19 -17.8(8) . . . . ?
N3 C13 C14 C19 162.7(5) . . . . ?
C19 C14 C15 C16 -0.1(10) . . . . ?
C13 C14 C15 C16 179.6(6) . . . . ?
C14 C15 C16 C17 -1.7(10) . . . . ?
C15 C16 C17 C18 1.8(11) . . . . ?
C16 C17 C18 C19 0.0(11) . . . . ?
C17 C18 C19 C14 -1.8(10) . . . . ?
C15 C14 C19 C18 1.8(9) . . . . ?
C13 C14 C19 C18 -177.9(6) . . . . ?
C20 N5 C21 N6 177.1(7) 3_656 . . . ?
Cu N5 C21 N6 -6.6(9) . . . . ?
C20 N5 C21 C20 -1.9(9) 3_656 . . . ?
Cu N5 C21 C20 174.3(4) . . . . ?
N5 C20 C21 N6 -177.1(7) 3_656 . . . ?
N5 C20 C21 N5 2.0(9) 3_656 . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N6 H6A N3 0.88 2.21 2.981(10) 146.2 3_666 yes
N6 H6B O1W 0.88 2.23 3.069(12) 159.6 4_565 yes
C1 H1A N6 0.95 2.59 3.226(11) 124.4 . yes
C4 H4A O13A^b 0.95 2.57 3.173(11) 121.3 3_766 yes
C20 H20A O11A^b 0.95 2.29 2.844(12) 116.9 3_656 yes
C20 H20A O1W 0.95 2.36 3.196(9) 147.0 4_565 yes
O1W H1W1 O11A^b 0.82 2.47 3.162(15) 143.0 2_656 yes
O1W H1W2 O12A^b 0.82 2.19 2.838(17) 136.6 . yes

_refine_diff_density_max         1.674
_refine_diff_density_min         -0.877
_refine_diff_density_rms         0.142

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1536219'
_audit_update_record             
;
2018-01-17 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H29 Cu N6 O2, 0.996(Cl O4), 0.377(H2 O)'
_chemical_formula_sum            'C38 H29.75 Cl Cu N6 O6.36'
_chemical_formula_weight         771.26

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   10.790(2)
_cell_length_b                   19.988(4)
_cell_length_c                   16.376(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.718(3)
_cell_angle_gamma                90
_cell_volume                     3514.1(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9624
_cell_measurement_theta_min      2.241
_cell_measurement_theta_max      30.158

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_F_000             1587
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.756
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6409
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'Sadabs  (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Apex 2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33048
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.153
_diffrn_reflns_theta_max         28.325
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             8715
_reflns_number_gt                7309
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker Apex 2'
_computing_cell_refinement       'Bruker Apex 2'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0608P)²+2.4094P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8715
_refine_ls_number_parameters     568
_refine_ls_number_restraints     208
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1093
_refine_ls_wR_factor_gt          0.1047
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Cu Cu 0.39979(2) 0.59400(2) 0.47197(2) 0.01552(7) Uani 1 1 d . . . . .
O1A O 0.19649(15) 0.61558(7) 0.59740(9) 0.0315(3) Uani 1 1 d . . . . .
N1A N 0.43798(13) 0.65652(7) 0.38280(9) 0.0159(3) Uani 1 1 d . . . . .
N2A N 0.32854(14) 0.70119(8) 0.51178(9) 0.0176(3) Uani 1 1 d . . . . .
N3A N 0.28958(15) 0.71658(8) 0.58676(10) 0.0217(3) Uani 1 1 d . . . . .
H3A H 0.307904 0.755662 0.609589 0.026 Uiso 1 1 calc R U . . .
C1A C 0.47041(16) 0.63460(9) 0.31030(11) 0.0183(3) Uani 1 1 d . . . . .
H1A H 0.472173 0.587790 0.300428 0.022 Uiso 1 1 calc R U . . .
C2A C 0.50144(17) 0.67805(10) 0.24928(11) 0.0208(4) Uani 1 1 d . . . . .
H2A H 0.522582 0.661288 0.198184 0.025 Uiso 1 1 calc R U . . .
C3A C 0.50097(17) 0.74623(10) 0.26433(11) 0.0212(4) Uani 1 1 d . . . . .
H3AA H 0.522973 0.776896 0.223873 0.025 Uiso 1 1 calc R U . . .
C4A C 0.46805(17) 0.76925(9) 0.33908(11) 0.0195(3) Uani 1 1 d . . . . .
H4A H 0.467704 0.815845 0.350510 0.023 Uiso 1 1 calc R U . . .
C5A C 0.43553(15) 0.72334(9) 0.39716(11) 0.0160(3) Uani 1 1 d . . . . .
C6A C 0.39294(16) 0.74510(9) 0.47658(10) 0.0170(3) Uani 1 1 d . . . . .
C7A C 0.42903(19) 0.81261(9) 0.50975(11) 0.0225(4) Uani 1 1 d . . . . .
C8A C 0.3389(2) 0.85766(10) 0.53222(13) 0.0316(5) Uani 1 1 d . . . . .
H8A H 0.253313 0.845653 0.526036 0.038 Uiso 1 1 calc R U . . .
C9A C 0.3756(3) 0.92035(12) 0.56377(15) 0.0468(7) Uani 1 1 d . . . . .
H9A H 0.314827 0.950890 0.579504 0.056 Uiso 1 1 calc R U . . .
C10A C 0.4993(3) 0.93792(13) 0.57207(15) 0.0518(8) Uani 1 1 d . . . . .
H10A H 0.523551 0.980649 0.593495 0.062 Uiso 1 1 calc R U . . .
C11A C 0.5889(3) 0.89396(14) 0.54953(14) 0.0478(7) Uani 1 1 d . . . . .
H11A H 0.674076 0.906806 0.555218 0.057 Uiso 1 1 calc R U . . .
C12A C 0.5549(2) 0.83100(12) 0.51855(12) 0.0333(5) Uani 1 1 d . . . . .
H12A H 0.616606 0.800756 0.503488 0.040 Uiso 1 1 calc R U . . .
C13A C 0.22182(17) 0.67059(10) 0.62594(12) 0.0221(4) Uani 1 1 d . . . . .
C14A C 0.18445(18) 0.69352(11) 0.70690(12) 0.0252(4) Uani 1 1 d . . . . .
C15A C 0.1521(2) 0.75996(12) 0.72135(15) 0.0342(5) Uani 1 1 d . . . . .
H15A H 0.156275 0.792925 0.679920 0.041 Uiso 1 1 calc R U . . .
C16A C 0.1135(2) 0.77714(13) 0.79768(17) 0.0422(6) Uani 1 1 d . . . . .
H16A H 0.090710 0.822075 0.807771 0.051 Uiso 1 1 calc R U . . .
C17A C 0.1082(2) 0.73020(16) 0.85799(15) 0.0469(7) Uani 1 1 d . . . . .
H17A H 0.082577 0.742857 0.909648 0.056 Uiso 1 1 calc R U . . .
C18A C 0.1401(2) 0.66388(15) 0.84409(14) 0.0407(6) Uani 1 1 d . . . . .
H18A H 0.136298 0.631312 0.886016 0.049 Uiso 1 1 calc R U . . .
C19A C 0.17798(19) 0.64564(12) 0.76773(12) 0.0291(4) Uani 1 1 d . . . . .
H19A H 0.199210 0.600472 0.757606 0.035 Uiso 1 1 calc R U . . .
O1B O 0.54368(12) 0.61742(6) 0.55114(8) 0.0200(3) Uani 1 1 d . . . . .
N1B N 0.25744(14) 0.54155(7) 0.41553(9) 0.0177(3) Uani 1 1 d . . . . .
N2B N 0.38429(14) 0.52666(7) 0.55454(9) 0.0166(3) Uani 1 1 d . . . . .
N3B N 0.46719(14) 0.52901(8) 0.62413(9) 0.0176(3) Uani 1 1 d . . . . .
C1B C 0.19652(17) 0.55127(10) 0.34121(12) 0.0220(4) Uani 1 1 d . . . . .
H1B H 0.228029 0.583353 0.305798 0.026 Uiso 1 1 calc R U . . .
C2B C 0.08910(18) 0.51633(10) 0.31380(13) 0.0254(4) Uani 1 1 d . . . . .
H2B H 0.048479 0.523765 0.260394 0.031 Uiso 1 1 calc R U . . .
C3B C 0.04283(18) 0.47053(10) 0.36610(13) 0.0261(4) Uani 1 1 d . . . . .
H3B H -0.032062 0.447029 0.349707 0.031 Uiso 1 1 calc R U . . .
C4B C 0.10628(17) 0.45901(9) 0.44275(12) 0.0213(4) Uani 1 1 d . . . . .
H4B H 0.075481 0.427447 0.479121 0.026 Uiso 1 1 calc R U . . .
C5B C 0.21504(16) 0.49404(9) 0.46567(11) 0.0176(3) Uani 1 1 d . . . . .
C6B C 0.29280(16) 0.48504(9) 0.54498(11) 0.0182(3) Uani 1 1 d . . . . .
C7B C 0.2611(7) 0.43089(18) 0.6002(3) 0.0171(7) Uani 0.546(4) 1 d G . P A 2
C8B C 0.2423(6) 0.36502(19) 0.5747(2) 0.0206(8) Uani 0.546(4) 1 d G . P A 2
H8B H 0.253504 0.352724 0.519864 0.025 Uiso 0.546(4) 1 calc R U P A 2
C9B C 0.2071(4) 0.31713(15) 0.6294(2) 0.0262(8) Uani 0.546(4) 1 d G . P A 2
H9B H 0.194196 0.272106 0.612012 0.031 Uiso 0.546(4) 1 calc R U P A 2
C10B C 0.1907(3) 0.33511(17) 0.7096(2) 0.0276(9) Uani 0.546(4) 1 d G . P A 2
H10B H 0.166604 0.302383 0.747042 0.033 Uiso 0.546(4) 1 calc R U P A 2
C11B C 0.2095(4) 0.40099(19) 0.7351(2) 0.0259(9) Uani 0.546(4) 1 d G . P A 2
H11B H 0.198319 0.413279 0.789925 0.031 Uiso 0.546(4) 1 calc R U P A 2
C12B C 0.2448(6) 0.44888(16) 0.6804(3) 0.0208(8) Uani 0.546(4) 1 d G . P A 2
H12B H 0.257627 0.493899 0.697778 0.025 Uiso 0.546(4) 1 calc R U P A 2
C7C C 0.2617(9) 0.4401(2) 0.6159(3) 0.0171(7) Uani 0.454(4) 1 d G . P A 1
C8C C 0.2347(7) 0.3731(2) 0.6000(3) 0.0206(8) Uani 0.454(4) 1 d G . P A 1
H8C H 0.239603 0.355428 0.546576 0.025 Uiso 0.454(4) 1 calc R U P A 1
C9C C 0.2006(5) 0.33186(18) 0.6624(3) 0.0262(8) Uani 0.454(4) 1 d G . P A 1
H9C H 0.182114 0.286050 0.651555 0.031 Uiso 0.454(4) 1 calc R U P A 1
C10C C 0.1934(4) 0.3577(2) 0.7406(3) 0.0276(9) Uani 0.454(4) 1 d G . P A 1
H10C H 0.170079 0.329511 0.783212 0.033 Uiso 0.454(4) 1 calc R U P A 1
C11C C 0.2204(5) 0.4247(2) 0.7564(3) 0.0259(9) Uani 0.454(4) 1 d G . P A 1
H11C H 0.215531 0.442351 0.809890 0.031 Uiso 0.454(4) 1 calc R U P A 1
C12C C 0.2546(8) 0.4659(2) 0.6941(4) 0.0208(8) Uani 0.454(4) 1 d G . P A 1
H12C H 0.273020 0.511730 0.704912 0.025 Uiso 0.454(4) 1 calc R U P A 1
C13B C 0.54434(16) 0.58029(8) 0.61562(11) 0.0163(3) Uani 1 1 d . . . . .
C14B C 0.63648(17) 0.59586(9) 0.68671(11) 0.0181(3) Uani 1 1 d . . . . .
C15B C 0.62755(19) 0.56659(10) 0.76371(12) 0.0241(4) Uani 1 1 d . . . . .
H15B H 0.562824 0.535556 0.770862 0.029 Uiso 1 1 calc R U . . .
C16B C 0.7134(2) 0.58302(11) 0.82947(13) 0.0305(4) Uani 1 1 d . . . . .
H16B H 0.706067 0.563887 0.881879 0.037 Uiso 1 1 calc R U . . .
C17B C 0.8102(2) 0.62735(10) 0.81918(13) 0.0288(4) Uani 1 1 d . . . . .
H17B H 0.869998 0.637510 0.864059 0.035 Uiso 1 1 calc R U . . .
C18B C 0.81912(19) 0.65654(10) 0.74340(13) 0.0262(4) Uani 1 1 d . . . . .
H18B H 0.885017 0.686843 0.736305 0.031 Uiso 1 1 calc R U . . .
C19B C 0.73200(17) 0.64168(9) 0.67763(12) 0.0216(4) Uani 1 1 d . . . . .
H19B H 0.737378 0.662808 0.626139 0.026 Uiso 1 1 calc R U . . .
Cl1 Cl 0.07446(12) 0.22490(7) 0.45365(8) 0.0304(4) Uani 0.443(3) 1 d D U P B 1
O11 O -0.0267(5) 0.1787(3) 0.4669(4) 0.0516(14) Uani 0.443(3) 1 d D U P B 1
O12 O 0.1311(5) 0.2065(3) 0.3829(3) 0.0563(13) Uani 0.443(3) 1 d D U P B 1
O13 O 0.0278(4) 0.2909(2) 0.4466(3) 0.0476(11) Uani 0.443(3) 1 d D U P B 1
O14 O 0.1653(4) 0.2206(2) 0.5235(2) 0.0503(11) Uani 0.443(3) 1 d D U P B 1
Cl2 Cl -0.0022(2) 0.08177(11) 0.44451(11) 0.0719(7) Uani 0.452(2) 1 d D . P C 2
O21 O -0.0726(8) 0.0867(4) 0.3677(3) 0.088(3) Uani 0.452(2) 1 d D U P C 2
O22 O -0.0758(6) 0.0471(4) 0.5024(3) 0.097(2) Uani 0.452(2) 1 d D . P C 2
O23 O 0.1053(7) 0.0436(4) 0.4395(5) 0.124(3) Uani 0.452(2) 1 d D U P C 2
O24 O 0.0119(12) 0.1473(5) 0.4728(7) 0.142(4) Uani 0.452(2) 1 d D U P C 2
Cl3 Cl 0.0579(7) 0.1863(6) 0.4316(4) 0.061(2) Uani 0.101(3) 1 d D U P D 3
O31 O 0.013(2) 0.1439(11) 0.3687(12) 0.091(5) Uani 0.101(3) 1 d D U P D 3
O32 O 0.129(2) 0.2427(10) 0.4152(15) 0.070(5) Uani 0.101(3) 1 d D U P D 3
O33 O -0.0495(19) 0.2134(14) 0.4685(17) 0.093(6) Uani 0.101(3) 1 d D U P D 3
O34 O 0.130(2) 0.1479(12) 0.4926(14) 0.095(6) Uani 0.101(3) 1 d D U P D 3
O1W O -0.0436(9) 0.0537(4) 0.3810(5) 0.074(3) Uani 0.377(10) 1 d D U P . .
H1W1 H 0.025462 0.031348 0.393935 0.111 Uiso 0.377(10) 1 d DR U P C .
H1W2 H -0.012770 0.091036 0.372761 0.111 Uiso 0.377(10) 1 d DR U P . .


_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
Cu N2B 1.9269(15) . ?
Cu O1B 1.9772(13) . ?
Cu N1A 1.9959(15) . ?
Cu N1B 2.0073(15) . ?
Cu N2A 2.3889(16) . ?
O1A C13A 1.215(2) . ?
N1A C1A 1.344(2) . ?
N1A C5A 1.357(2) . ?
N2A C6A 1.290(2) . ?
N2A N3A 1.372(2) . ?
N3A C13A 1.373(2) . ?
N3A H3A 0.8800 . ?
C1A C2A 1.390(2) . ?
C1A H1A 0.9500 . ?
C2A C3A 1.385(3) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.387(3) . ?
C3A H3AA 0.9500 . ?
C4A C5A 1.391(2) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.487(2) . ?
C6A C7A 1.492(3) . ?
C7A C12A 1.400(3) . ?
C7A C8A 1.401(3) . ?
C8A C9A 1.397(3) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.374(5) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.383(5) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.392(3) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
C13A C14A 1.496(3) . ?
C14A C19A 1.388(3) . ?
C14A C15A 1.399(3) . ?
C15A C16A 1.399(3) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.368(4) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.394(4) . ?
C17A H17A 0.9500 . ?
C18A C19A 1.402(3) . ?
C18A H18A 0.9500 . ?
C19A H19A 0.9500 . ?
O1B C13B 1.290(2) . ?
N1B C1B 1.338(2) . ?
N1B C5B 1.364(2) . ?
N2B C6B 1.288(2) . ?
N2B N3B 1.378(2) . ?
N3B C13B 1.336(2) . ?
C1B C2B 1.389(3) . ?
C1B H1B 0.9500 . ?
C2B C3B 1.381(3) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.388(3) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.386(3) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.485(3) . ?
C6B C7B 1.472(3) . ?
C6B C7C 1.531(4) . ?
C7B C8B 1.3900 . ?
C7B C12B 1.3900 . ?
C8B C9B 1.3900 . ?
C8B H8B 0.9500 . ?
C9B C10B 1.3900 . ?
C9B H9B 0.9500 . ?
C10B C11B 1.3900 . ?
C10B H10B 0.9500 . ?
C11B C12B 1.3900 . ?
C11B H11B 0.9500 . ?
C12B H12B 0.9500 . ?
C7C C8C 1.3900 . ?
C7C C12C 1.3900 . ?
C8C C9C 1.3900 . ?
C8C H8C 0.9500 . ?
C9C C10C 1.3900 . ?
C9C H9C 0.9500 . ?
C10C C11C 1.3900 . ?
C10C H10C 0.9500 . ?
C11C C12C 1.3900 . ?
C11C H11C 0.9500 . ?
C12C H12C 0.9500 . ?
C13B C14B 1.487(3) . ?
C14B C19B 1.398(3) . ?
C14B C15B 1.402(3) . ?
C15B C16B 1.388(3) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.393(3) . ?
C16B H16B 0.9500 . ?
C17B C18B 1.383(3) . ?
C17B H17B 0.9500 . ?
C18B C19B 1.389(3) . ?
C18B H18B 0.9500 . ?
C19B H19B 0.9500 . ?
Cl1 O12 1.411(4) . ?
Cl1 O13 1.413(4) . ?
Cl1 O14 1.433(4) . ?
Cl1 O11 1.463(5) . ?
Cl2 O1W 1.226(8) . ?
Cl2 O24 1.393(9) . ?
Cl2 O23 1.397(7) . ?
Cl2 O21 1.406(6) . ?
Cl2 O22 1.469(6) . ?
Cl2 H1W1 1.3565 . ?
Cl2 H1W2 1.1836 . ?
O21 O1W 0.753(8) . ?
O21 H1W2 0.6482 . ?
O23 O1W 1.798(12) . ?
O23 H1W1 1.1093 . ?
Cl3 O31 1.385(15) . ?
Cl3 O32 1.405(14) . ?
Cl3 O34 1.428(15) . ?
Cl3 O33 1.463(15) . ?
O31 H1W2 1.0951 . ?
O1W H1W1 0.8760 . ?
O1W H1W2 0.8338 . ?

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
N2B Cu O1B 79.78(6) . . ?
N2B Cu N1A 171.65(6) . . ?
O1B Cu N1A 97.21(6) . . ?
N2B Cu N1B 80.93(6) . . ?
O1B Cu N1B 160.12(6) . . ?
N1A Cu N1B 101.21(6) . . ?
N2B Cu N2A 112.47(6) . . ?
O1B Cu N2A 82.05(5) . . ?
N1A Cu N2A 74.55(6) . . ?
N1B Cu N2A 109.99(6) . . ?
C1A N1A C5A 119.02(15) . . ?
C1A N1A Cu 122.21(12) . . ?
C5A N1A Cu 118.72(12) . . ?
C6A N2A N3A 118.30(15) . . ?
C6A N2A Cu 106.61(11) . . ?
N3A N2A Cu 125.52(11) . . ?
N2A N3A C13A 119.55(15) . . ?
N2A N3A H3A 120.2 . . ?
C13A N3A H3A 120.2 . . ?
N1A C1A C2A 122.27(17) . . ?
N1A C1A H1A 118.9 . . ?
C2A C1A H1A 118.9 . . ?
C3A C2A C1A 118.78(17) . . ?
C3A C2A H2A 120.6 . . ?
C1A C2A H2A 120.6 . . ?
C2A C3A C4A 119.30(16) . . ?
C2A C3A H3AA 120.3 . . ?
C4A C3A H3AA 120.3 . . ?
C3A C4A C5A 119.25(17) . . ?
C3A C4A H4A 120.4 . . ?
C5A C4A H4A 120.4 . . ?
N1A C5A C4A 121.34(16) . . ?
N1A C5A C6A 116.90(15) . . ?
C4A C5A C6A 121.73(16) . . ?
N2A C6A C5A 114.77(16) . . ?
N2A C6A C7A 125.82(16) . . ?
C5A C6A C7A 119.39(15) . . ?
C12A C7A C8A 119.7(2) . . ?
C12A C7A C6A 119.36(18) . . ?
C8A C7A C6A 120.95(18) . . ?
C9A C8A C7A 119.7(2) . . ?
C9A C8A H8A 120.2 . . ?
C7A C8A H8A 120.2 . . ?
C10A C9A C8A 120.2(3) . . ?
C10A C9A H9A 119.9 . . ?
C8A C9A H9A 119.9 . . ?
C9A C10A C11A 120.6(2) . . ?
C9A C10A H10A 119.7 . . ?
C11A C10A H10A 119.7 . . ?
C10A C11A C12A 120.4(3) . . ?
C10A C11A H11A 119.8 . . ?
C12A C11A H11A 119.8 . . ?
C11A C12A C7A 119.5(2) . . ?
C11A C12A H12A 120.3 . . ?
C7A C12A H12A 120.3 . . ?
O1A C13A N3A 122.41(17) . . ?
O1A C13A C14A 123.24(17) . . ?
N3A C13A C14A 114.35(17) . . ?
C19A C14A C15A 120.12(19) . . ?
C19A C14A C13A 117.52(19) . . ?
C15A C14A C13A 122.32(19) . . ?
C14A C15A C16A 119.0(2) . . ?
C14A C15A H15A 120.5 . . ?
C16A C15A H15A 120.5 . . ?
C17A C16A C15A 121.0(2) . . ?
C17A C16A H16A 119.5 . . ?
C15A C16A H16A 119.5 . . ?
C16A C17A C18A 120.4(2) . . ?
C16A C17A H17A 119.8 . . ?
C18A C17A H17A 119.8 . . ?
C17A C18A C19A 119.5(2) . . ?
C17A C18A H18A 120.3 . . ?
C19A C18A H18A 120.3 . . ?
C14A C19A C18A 120.0(2) . . ?
C14A C19A H19A 120.0 . . ?
C18A C19A H19A 120.0 . . ?
C13B O1B Cu 109.91(11) . . ?
C1B N1B C5B 118.99(16) . . ?
C1B N1B Cu 128.82(13) . . ?
C5B N1B Cu 111.93(12) . . ?
C6B N2B N3B 123.30(15) . . ?
C6B N2B Cu 118.99(13) . . ?
N3B N2B Cu 117.52(11) . . ?
C13B N3B N2B 107.45(14) . . ?
N1B C1B C2B 122.64(18) . . ?
N1B C1B H1B 118.7 . . ?
C2B C1B H1B 118.7 . . ?
C3B C2B C1B 118.33(18) . . ?
C3B C2B H2B 120.8 . . ?
C1B C2B H2B 120.8 . . ?
C2B C3B C4B 119.66(18) . . ?
C2B C3B H3B 120.2 . . ?
C4B C3B H3B 120.2 . . ?
C5B C4B C3B 119.28(18) . . ?
C5B C4B H4B 120.4 . . ?
C3B C4B H4B 120.4 . . ?
N1B C5B C4B 120.97(17) . . ?
N1B C5B C6B 114.62(15) . . ?
C4B C5B C6B 124.40(16) . . ?
N2B C6B C7B 128.5(3) . . ?
N2B C6B C5B 112.79(15) . . ?
C7B C6B C5B 118.7(3) . . ?
N2B C6B C7C 120.6(3) . . ?
C5B C6B C7C 125.9(4) . . ?
C8B C7B C12B 120.0 . . ?
C8B C7B C6B 123.3(3) . . ?
C12B C7B C6B 116.7(3) . . ?
C9B C8B C7B 120.0 . . ?
C9B C8B H8B 120.0 . . ?
C7B C8B H8B 120.0 . . ?
C8B C9B C10B 120.0 . . ?
C8B C9B H9B 120.0 . . ?
C10B C9B H9B 120.0 . . ?
C11B C10B C9B 120.0 . . ?
C11B C10B H10B 120.0 . . ?
C9B C10B H10B 120.0 . . ?
C10B C11B C12B 120.0 . . ?
C10B C11B H11B 120.0 . . ?
C12B C11B H11B 120.0 . . ?
C11B C12B C7B 120.0 . . ?
C11B C12B H12B 120.0 . . ?
C7B C12B H12B 120.0 . . ?
C8C C7C C12C 120.0 . . ?
C8C C7C C6B 118.8(3) . . ?
C12C C7C C6B 121.1(3) . . ?
C9C C8C C7C 120.0 . . ?
C9C C8C H8C 120.0 . . ?
C7C C8C H8C 120.0 . . ?
C8C C9C C10C 120.0 . . ?
C8C C9C H9C 120.0 . . ?
C10C C9C H9C 120.0 . . ?
C11C C10C C9C 120.0 . . ?
C11C C10C H10C 120.0 . . ?
C9C C10C H10C 120.0 . . ?
C12C C11C C10C 120.0 . . ?
C12C C11C H11C 120.0 . . ?
C10C C11C H11C 120.0 . . ?
C11C C12C C7C 120.0 . . ?
C11C C12C H12C 120.0 . . ?
C7C C12C H12C 120.0 . . ?
O1B C13B N3B 125.01(16) . . ?
O1B C13B C14B 117.99(15) . . ?
N3B C13B C14B 116.99(15) . . ?
C19B C14B C15B 119.12(17) . . ?
C19B C14B C13B 119.77(16) . . ?
C15B C14B C13B 121.09(17) . . ?
C16B C15B C14B 119.91(19) . . ?
C16B C15B H15B 120.0 . . ?
C14B C15B H15B 120.0 . . ?
C15B C16B C17B 120.5(2) . . ?
C15B C16B H16B 119.8 . . ?
C17B C16B H16B 119.8 . . ?
C18B C17B C16B 119.78(19) . . ?
C18B C17B H17B 120.1 . . ?
C16B C17B H17B 120.1 . . ?
C17B C18B C19B 120.23(19) . . ?
C17B C18B H18B 119.9 . . ?
C19B C18B H18B 119.9 . . ?
C18B C19B C14B 120.44(18) . . ?
C18B C19B H19B 119.8 . . ?
C14B C19B H19B 119.8 . . ?
O12 Cl1 O13 110.9(3) . . ?
O12 Cl1 O14 108.8(3) . . ?
O13 Cl1 O14 109.4(3) . . ?
O12 Cl1 O11 110.4(3) . . ?
O13 Cl1 O11 109.7(3) . . ?
O14 Cl1 O11 107.7(3) . . ?
O1W Cl2 O24 137.0(6) . . ?
O1W Cl2 O23 86.2(6) . . ?
O24 Cl2 O23 118.0(7) . . ?
O1W Cl2 O21 32.3(4) . . ?
O24 Cl2 O21 105.3(6) . . ?
O23 Cl2 O21 111.3(5) . . ?
O1W Cl2 O22 99.0(5) . . ?
O24 Cl2 O22 106.0(6) . . ?
O23 Cl2 O22 106.6(4) . . ?
O21 Cl2 O22 109.4(5) . . ?
O1W Cl2 H1W1 39.2 . . ?
O24 Cl2 H1W1 151.5 . . ?
O23 Cl2 H1W1 47.5 . . ?
O21 Cl2 H1W1 68.8 . . ?
O22 Cl2 H1W1 102.1 . . ?
O1W Cl2 H1W2 40.4 . . ?
O24 Cl2 H1W2 100.4 . . ?
O23 Cl2 H1W2 91.5 . . ?
O21 Cl2 H1W2 27.3 . . ?
O22 Cl2 H1W2 135.2 . . ?
H1W1 Cl2 H1W2 61.0 . . ?
O1W O21 Cl2 60.6(8) . . ?
O1W O21 H1W2 72.6 . . ?
Cl2 O21 H1W2 56.9 . . ?
Cl2 O23 O1W 42.9(4) . . ?
Cl2 O23 H1W1 64.3 . . ?
O1W O23 H1W1 22.1 . . ?
O31 Cl3 O32 120.5(13) . . ?
O31 Cl3 O34 108.6(13) . . ?
O32 Cl3 O34 107.1(12) . . ?
O31 Cl3 O33 107.4(13) . . ?
O32 Cl3 O33 104.6(13) . . ?
O34 Cl3 O33 108.1(13) . . ?
Cl3 O31 H1W2 128.1 . . ?
O21 O1W Cl2 87.1(9) . . ?
O21 O1W O23 125.2(11) . . ?
Cl2 O1W O23 50.9(4) . . ?
O21 O1W H1W1 146.6 . . ?
Cl2 O1W H1W1 78.4 . . ?
O23 O1W H1W1 28.5 . . ?
O21 O1W H1W2 47.9 . . ?
Cl2 O1W H1W2 67.0 . . ?
O23 O1W H1W2 80.6 . . ?
H1W1 O1W H1W2 98.8 . . ?

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
C6A N2A N3A C13A -179.45(17) . . . . ?
Cu N2A N3A C13A -37.9(2) . . . . ?
C5A N1A C1A C2A -0.1(3) . . . . ?
Cu N1A C1A C2A -177.60(13) . . . . ?
N1A C1A C2A C3A 1.1(3) . . . . ?
C1A C2A C3A C4A -0.9(3) . . . . ?
C2A C3A C4A C5A -0.4(3) . . . . ?
C1A N1A C5A C4A -1.2(3) . . . . ?
Cu N1A C5A C4A 176.38(13) . . . . ?
C1A N1A C5A C6A 177.01(15) . . . . ?
Cu N1A C5A C6A -5.4(2) . . . . ?
C3A C4A C5A N1A 1.4(3) . . . . ?
C3A C4A C5A C6A -176.70(16) . . . . ?
N3A N2A C6A C5A 177.71(15) . . . . ?
Cu N2A C6A C5A 29.59(17) . . . . ?
N3A N2A C6A C7A -0.6(3) . . . . ?
Cu N2A C6A C7A -148.70(15) . . . . ?
N1A C5A C6A N2A -20.0(2) . . . . ?
C4A C5A C6A N2A 158.22(17) . . . . ?
N1A C5A C6A C7A 158.42(16) . . . . ?
C4A C5A C6A C7A -23.4(2) . . . . ?
N2A C6A C7A C12A 125.0(2) . . . . ?
C5A C6A C7A C12A -53.2(2) . . . . ?
N2A C6A C7A C8A -54.9(3) . . . . ?
C5A C6A C7A C8A 126.87(19) . . . . ?
C12A C7A C8A C9A -0.5(3) . . . . ?
C6A C7A C8A C9A 179.46(19) . . . . ?
C7A C8A C9A C10A 0.5(3) . . . . ?
C8A C9A C10A C11A -0.1(4) . . . . ?
C9A C10A C11A C12A -0.4(4) . . . . ?
C10A C11A C12A C7A 0.5(3) . . . . ?
C8A C7A C12A C11A 0.0(3) . . . . ?
C6A C7A C12A C11A -179.96(19) . . . . ?
N2A N3A C13A O1A 1.4(3) . . . . ?
N2A N3A C13A C14A -179.69(16) . . . . ?
O1A C13A C14A C19A 32.4(3) . . . . ?
N3A C13A C14A C19A -146.49(18) . . . . ?
O1A C13A C14A C15A -145.2(2) . . . . ?
N3A C13A C14A C15A 35.9(3) . . . . ?
C19A C14A C15A C16A 0.1(3) . . . . ?
C13A C14A C15A C16A 177.6(2) . . . . ?
C14A C15A C16A C17A 0.6(3) . . . . ?
C15A C16A C17A C18A -0.6(4) . . . . ?
C16A C17A C18A C19A 0.1(3) . . . . ?
C15A C14A C19A C18A -0.6(3) . . . . ?
C13A C14A C19A C18A -178.23(19) . . . . ?
C17A C18A C19A C14A 0.5(3) . . . . ?
C6B N2B N3B C13B -176.09(16) . . . . ?
Cu N2B N3B C13B -1.16(17) . . . . ?
C5B N1B C1B C2B 2.1(3) . . . . ?
Cu N1B C1B C2B -171.52(14) . . . . ?
N1B C1B C2B C3B 1.0(3) . . . . ?
C1B C2B C3B C4B -2.2(3) . . . . ?
C2B C3B C4B C5B 0.3(3) . . . . ?
C1B N1B C5B C4B -4.0(3) . . . . ?
Cu N1B C5B C4B 170.63(13) . . . . ?
C1B N1B C5B C6B 177.18(15) . . . . ?
Cu N1B C5B C6B -8.18(18) . . . . ?
C3B C4B C5B N1B 2.8(3) . . . . ?
C3B C4B C5B C6B -178.48(17) . . . . ?
N3B N2B C6B C7B -3.8(4) . . . . ?
Cu N2B C6B C7B -178.7(3) . . . . ?
N3B N2B C6B C5B 178.31(14) . . . . ?
Cu N2B C6B C5B 3.5(2) . . . . ?
N3B N2B C6B C7C 7.0(4) . . . . ?
Cu N2B C6B C7C -167.8(4) . . . . ?
N1B C5B C6B N2B 3.5(2) . . . . ?
C4B C5B C6B N2B -175.29(16) . . . . ?
N1B C5B C6B C7B -174.6(3) . . . . ?
C4B C5B C6B C7B 6.6(4) . . . . ?
N1B C5B C6B C7C 174.2(3) . . . . ?
C4B C5B C6B C7C -4.6(4) . . . . ?
N2B C6B C7B C8B -127.0(3) . . . . ?
C5B C6B C7B C8B 50.7(5) . . . . ?
N2B C6B C7B C12B 55.8(5) . . . . ?
C5B C6B C7B C12B -126.4(3) . . . . ?
C12B C7B C8B C9B 0.0 . . . . ?
C6B C7B C8B C9B -177.1(6) . . . . ?
C7B C8B C9B C10B 0.0 . . . . ?
C8B C9B C10B C11B 0.0 . . . . ?
C9B C10B C11B C12B 0.0 . . . . ?
C10B C11B C12B C7B 0.0 . . . . ?
C8B C7B C12B C11B 0.0 . . . . ?
C6B C7B C12B C11B 177.3(6) . . . . ?
N2B C6B C7C C8C -136.1(3) . . . . ?
C5B C6B C7C C8C 53.8(6) . . . . ?
N2B C6B C7C C12C 46.9(6) . . . . ?
C5B C6B C7C C12C -123.1(3) . . . . ?
C12C C7C C8C C9C 0.0 . . . . ?
C6B C7C C8C C9C -177.0(7) . . . . ?
C7C C8C C9C C10C 0.0 . . . . ?
C8C C9C C10C C11C 0.0 . . . . ?
C9C C10C C11C C12C 0.0 . . . . ?
C10C C11C C12C C7C 0.0 . . . . ?
C8C C7C C12C C11C 0.0 . . . . ?
C6B C7C C12C C11C 177.0(7) . . . . ?
Cu O1B C13B N3B 6.5(2) . . . . ?
Cu O1B C13B C14B -172.66(12) . . . . ?
N2B N3B C13B O1B -3.8(2) . . . . ?
N2B N3B C13B C14B 175.39(14) . . . . ?
O1B C13B C14B C19B -10.7(2) . . . . ?
N3B C13B C14B C19B 170.04(16) . . . . ?
O1B C13B C14B C15B 167.61(17) . . . . ?
N3B C13B C14B C15B -11.6(2) . . . . ?
C19B C14B C15B C16B -0.4(3) . . . . ?
C13B C14B C15B C16B -178.72(18) . . . . ?
C14B C15B C16B C17B -1.4(3) . . . . ?
C15B C16B C17B C18B 1.6(3) . . . . ?
C16B C17B C18B C19B -0.1(3) . . . . ?
C17B C18B C19B C14B -1.7(3) . . . . ?
C15B C14B C19B C18B 1.9(3) . . . . ?
C13B C14B C19B C18B -179.73(16) . . . . ?
O24 Cl2 O21 O1W 170.6(12) . . . . ?
O23 Cl2 O21 O1W 41.6(13) . . . . ?
O22 Cl2 O21 O1W -75.9(12) . . . . ?
O24 Cl2 O23 O1W -142.7(7) . . . . ?
O21 Cl2 O23 O1W -20.9(6) . . . . ?
O22 Cl2 O23 O1W 98.3(5) . . . . ?
Cl2 O21 O1W O23 -36.1(8) . . . . ?
O24 Cl2 O1W O21 -13.4(18) . . . . ?
O23 Cl2 O1W O21 -141.7(12) . . . . ?
O22 Cl2 O1W O21 112.1(11) . . . . ?
O24 Cl2 O1W O23 128.3(10) . . . . ?
O21 Cl2 O1W O23 141.7(12) . . . . ?
O22 Cl2 O1W O23 -106.2(4) . . . . ?
Cl2 O23 O1W O21 49.3(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C1A H1A N3B 0.95 2.69 3.487(2) 141.7 3_666 yes
C2B H2B O21^b 0.95 2.48 3.277(6) 141.2 2 yes
C2B H2B O1W 0.95 2.39 3.265(8) 153.6 2 yes
O23^b H1W1 O21^b 1.11 1.56 2.314(10) 119.2 . yes
O1W H1W1 O22^b 0.88 2.34 2.979(11) 130.4 3_556 yes
O1W H1W1 O23^b 0.88 1.11 1.798(12) 129.4 . yes
O21^b H1W2 O23^b 0.65 1.85 2.314(10) 128.5 . yes
O1W H1W2 O11^a 0.83 2.35 2.865(10) 120.6 . yes
O1W H1W2 O24^b 0.83 1.98 2.438(12) 113.4 . yes
O1W H1W2 Cl3^c 0.83 2.23 2.955(14) 144.9 . yes
O1W H1W2 O31^c 0.83 1.10 1.92(2) 168.5 . yes
O1W H1W2 O34^c 0.83 2.63 3.12(3) 118.7 . yes

_refine_diff_density_max         0.679
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.071

####################################################################### 
# 
# 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_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1536218'
_audit_update_record             
;
2018-01-17 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H22 Cu N6 O4'
_chemical_formula_sum            'C29 H22 Cu N6 O4'
_chemical_formula_weight         582.06

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'
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.4219(5)
_cell_length_b                   10.6123(4)
_cell_length_c                   19.5746(9)
_cell_angle_alpha                90
_cell_angle_beta                 101.469(5)
_cell_angle_gamma                90
_cell_volume                     2528.90(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4356
_cell_measurement_theta_min      3.5290
_cell_measurement_theta_max      32.1740

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark green-blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_F_000             1196
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    0.913
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.63698
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_reflns_number            18304
_diffrn_reflns_av_unetI/netI     0.0618
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.095
_diffrn_reflns_theta_max         32.748
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.900
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.900
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8391
_reflns_number_gt                6032
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_structure_solution    'Shelxt  (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0549P)²+1.2449P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8391
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0522
_refine_ls_wR_factor_ref         0.1413
_refine_ls_wR_factor_gt          0.1234
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Cu Cu 0.44496(2) 0.69334(3) 0.45188(2) 0.02606(9) Uani 1 1 d . . . . .
O1 O 0.57652(13) 0.72543(16) 0.52545(9) 0.0298(3) Uani 1 1 d . . . . .
O11 O 0.46201(16) 0.85841(18) 0.38212(10) 0.0420(4) Uani 1 1 d . . . . .
O12 O 0.5918(2) 0.7750(2) 0.34004(15) 0.0695(8) Uani 1 1 d . . . . .
O13 O 0.53450(19) 0.9585(2) 0.30758(12) 0.0533(6) Uani 1 1 d . . . . .
N1 N 0.34361(15) 0.60822(18) 0.37167(10) 0.0275(4) Uani 1 1 d . . . . .
N2 N 0.54282(15) 0.56617(16) 0.42950(9) 0.0237(4) Uani 1 1 d . . . . .
N3 N 0.64745(15) 0.56240(18) 0.46849(10) 0.0272(4) Uani 1 1 d . . . . .
N4 N 0.34044(16) 0.79906(17) 0.49137(10) 0.0269(4) Uani 1 1 d . . . . .
N5 N -0.0319(2) 1.1828(3) 0.63198(13) 0.0495(6) Uani 1 1 d . . . . .
N6 N 0.53088(17) 0.8632(2) 0.34282(11) 0.0323(4) Uani 1 1 d . . . . .
C1 C 0.2389(2) 0.6359(2) 0.34330(13) 0.0339(5) Uani 1 1 d . . . . .
H1A H 0.201733 0.697070 0.365530 0.041 Uiso 1 1 calc R U . . .
C2 C 0.1828(2) 0.5794(2) 0.28319(14) 0.0362(5) Uani 1 1 d . . . . .
H2A H 0.108522 0.600954 0.264653 0.043 Uiso 1 1 calc R U . . .
C3 C 0.2364(2) 0.4910(2) 0.25042(14) 0.0359(5) Uani 1 1 d . . . . .
H3A H 0.199555 0.450868 0.208932 0.043 Uiso 1 1 calc R U . . .
C4 C 0.3452(2) 0.4615(2) 0.27901(12) 0.0302(5) Uani 1 1 d . . . . .
H4A H 0.383725 0.401258 0.257112 0.036 Uiso 1 1 calc R U . . .
C5 C 0.39668(18) 0.5209(2) 0.33984(11) 0.0246(4) Uani 1 1 d . . . . .
C6 C 0.51287(18) 0.4995(2) 0.37382(11) 0.0241(4) Uani 1 1 d . . . . .
C7 C 0.58735(18) 0.4204(2) 0.34207(11) 0.0250(4) Uani 1 1 d . . . . .
C8 C 0.5714(2) 0.2911(2) 0.33221(13) 0.0312(5) Uani 1 1 d . . . . .
H8A H 0.512227 0.250200 0.347315 0.037 Uiso 1 1 calc R U . . .
C9 C 0.6427(2) 0.2228(2) 0.30015(15) 0.0383(6) Uani 1 1 d . . . . .
H9A H 0.632700 0.134487 0.293801 0.046 Uiso 1 1 calc R U . . .
C10 C 0.7277(2) 0.2819(3) 0.27748(15) 0.0412(6) Uani 1 1 d . . . . .
H10A H 0.775309 0.234448 0.254959 0.049 Uiso 1 1 calc R U . . .
C11 C 0.7443(2) 0.4105(3) 0.28728(15) 0.0391(6) Uani 1 1 d . . . . .
H11A H 0.802956 0.451016 0.271417 0.047 Uiso 1 1 calc R U . . .
C12 C 0.6751(2) 0.4792(2) 0.32021(13) 0.0332(5) Uani 1 1 d . . . . .
H12A H 0.687268 0.566852 0.328002 0.040 Uiso 1 1 calc R U . . .
C13 C 0.65485(18) 0.6511(2) 0.51713(12) 0.0253(4) Uani 1 1 d . . . . .
C14 C 0.76306(19) 0.6641(2) 0.56492(12) 0.0273(4) Uani 1 1 d . . . . .
C15 C 0.8552(2) 0.5990(2) 0.55302(14) 0.0343(5) Uani 1 1 d . . . . .
H15A H 0.849681 0.547557 0.512748 0.041 Uiso 1 1 calc R U . . .
C16 C 0.9552(2) 0.6089(3) 0.59975(15) 0.0390(6) Uani 1 1 d . . . . .
H16A H 1.017624 0.564331 0.591339 0.047 Uiso 1 1 calc R U . . .
C17 C 0.9636(2) 0.6836(3) 0.65824(15) 0.0414(6) Uani 1 1 d . . . . .
H17A H 1.031513 0.689375 0.690489 0.050 Uiso 1 1 calc R U . . .
C18 C 0.8732(2) 0.7500(3) 0.67003(14) 0.0394(6) Uani 1 1 d . . . . .
H18A H 0.879430 0.801955 0.710147 0.047 Uiso 1 1 calc R U . . .
C19 C 0.7734(2) 0.7410(2) 0.62354(13) 0.0335(5) Uani 1 1 d . . . . .
H19A H 0.711817 0.787574 0.631698 0.040 Uiso 1 1 calc R U . . .
C20 C 0.2576(2) 0.7490(2) 0.51686(13) 0.0313(5) Uani 1 1 d . . . . .
H20A H 0.248358 0.660152 0.515034 0.038 Uiso 1 1 calc R U . . .
C21 C 0.1855(2) 0.8201(2) 0.54552(13) 0.0323(5) Uani 1 1 d . . . . .
H21A H 0.127654 0.780032 0.562540 0.039 Uiso 1 1 calc R U . . .
C22 C 0.19672(19) 0.9510(2) 0.54976(11) 0.0269(4) Uani 1 1 d . . . . .
C23 C 0.2838(2) 1.0017(2) 0.52432(14) 0.0347(5) Uani 1 1 d . . . . .
H23A H 0.295828 1.090116 0.526486 0.042 Uiso 1 1 calc R U . . .
C24 C 0.3529(2) 0.9251(2) 0.49592(14) 0.0358(5) Uani 1 1 d . . . . .
H24A H 0.411785 0.962695 0.478844 0.043 Uiso 1 1 calc R U . . .
C25 C 0.0609(3) 1.2283(3) 0.61883(19) 0.0575(9) Uani 1 1 d . . . . .
H25A H 0.075533 1.315239 0.627618 0.069 Uiso 1 1 calc R U . . .
C26 C 0.1387(3) 1.1582(3) 0.59304(18) 0.0489(7) Uani 1 1 d . . . . .
H26A H 0.204172 1.196566 0.585140 0.059 Uiso 1 1 calc R U . . .
C27 C 0.1188(2) 1.0311(2) 0.57907(12) 0.0304(5) Uani 1 1 d . . . . .
C28 C 0.0219(2) 0.9839(3) 0.59267(15) 0.0423(6) Uani 1 1 d . . . . .
H28A H 0.004009 0.897642 0.583954 0.051 Uiso 1 1 calc R U . . .
C29 C -0.0494(3) 1.0619(3) 0.61899(16) 0.0505(8) Uani 1 1 d . . . . .
H29A H -0.115036 1.025943 0.628267 0.061 Uiso 1 1 calc R U . . .


_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
Cu N2 1.9243(18) . ?
Cu O1 1.9811(17) . ?
Cu N4 1.9852(19) . ?
Cu N1 2.020(2) . ?
Cu O11 2.2567(18) . ?
O1 C13 1.288(3) . ?
O11 N6 1.260(3) . ?
O12 N6 1.211(3) . ?
O13 N6 1.230(3) . ?
N1 C1 1.342(3) . ?
N1 C5 1.358(3) . ?
N2 C6 1.290(3) . ?
N2 N3 1.371(3) . ?
N3 C13 1.329(3) . ?
N4 C20 1.339(3) . ?
N4 C24 1.348(3) . ?
N5 C29 1.318(4) . ?
N5 C25 1.321(4) . ?
C1 C2 1.380(4) . ?
C1 H1A 0.9500 . ?
C2 C3 1.380(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.392(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.386(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.482(3) . ?
C6 C7 1.475(3) . ?
C7 C8 1.394(3) . ?
C7 C12 1.394(3) . ?
C8 C9 1.388(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.376(4) . ?
C9 H9A 0.9500 . ?
C10 C11 1.387(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.381(3) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C14 1.483(3) . ?
C14 C19 1.394(3) . ?
C14 C15 1.396(3) . ?
C15 C16 1.393(4) . ?
C15 H15A 0.9500 . ?
C16 C17 1.379(4) . ?
C16 H16A 0.9500 . ?
C17 C18 1.384(4) . ?
C17 H17A 0.9500 . ?
C18 C19 1.388(4) . ?
C18 H18A 0.9500 . ?
C19 H19A 0.9500 . ?
C20 C21 1.374(3) . ?
C20 H20A 0.9500 . ?
C21 C22 1.397(3) . ?
C21 H21A 0.9500 . ?
C22 C23 1.386(3) . ?
C22 C27 1.487(3) . ?
C23 C24 1.377(3) . ?
C23 H23A 0.9500 . ?
C24 H24A 0.9500 . ?
C25 C26 1.391(4) . ?
C25 H25A 0.9500 . ?
C26 C27 1.388(4) . ?
C26 H26A 0.9500 . ?
C27 C28 1.377(4) . ?
C28 C29 1.384(4) . ?
C28 H28A 0.9500 . ?
C29 H29A 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
N2 Cu O1 79.57(7) . . ?
N2 Cu N4 167.60(8) . . ?
O1 Cu N4 97.39(7) . . ?
N2 Cu N1 80.43(8) . . ?
O1 Cu N1 159.80(7) . . ?
N4 Cu N1 101.57(8) . . ?
N2 Cu O11 105.49(7) . . ?
O1 Cu O11 98.24(8) . . ?
N4 Cu O11 86.81(7) . . ?
N1 Cu O11 89.76(8) . . ?
C13 O1 Cu 109.74(14) . . ?
N6 O11 Cu 123.88(16) . . ?
C1 N1 C5 118.6(2) . . ?
C1 N1 Cu 128.82(17) . . ?
C5 N1 Cu 112.17(14) . . ?
C6 N2 N3 122.45(18) . . ?
C6 N2 Cu 119.18(15) . . ?
N3 N2 Cu 117.75(14) . . ?
C13 N3 N2 107.52(18) . . ?
C20 N4 C24 117.1(2) . . ?
C20 N4 Cu 122.09(15) . . ?
C24 N4 Cu 120.74(16) . . ?
C29 N5 C25 115.8(3) . . ?
O12 N6 O13 121.2(2) . . ?
O12 N6 O11 120.1(2) . . ?
O13 N6 O11 118.7(2) . . ?
N1 C1 C2 122.7(2) . . ?
N1 C1 H1A 118.6 . . ?
C2 C1 H1A 118.6 . . ?
C1 C2 C3 118.9(2) . . ?
C1 C2 H2A 120.5 . . ?
C3 C2 H2A 120.5 . . ?
C2 C3 C4 119.1(2) . . ?
C2 C3 H3A 120.5 . . ?
C4 C3 H3A 120.5 . . ?
C5 C4 C3 119.2(2) . . ?
C5 C4 H4A 120.4 . . ?
C3 C4 H4A 120.4 . . ?
N1 C5 C4 121.4(2) . . ?
N1 C5 C6 114.63(19) . . ?
C4 C5 C6 123.9(2) . . ?
N2 C6 C7 124.6(2) . . ?
N2 C6 C5 112.76(19) . . ?
C7 C6 C5 122.32(19) . . ?
C8 C7 C12 119.7(2) . . ?
C8 C7 C6 122.3(2) . . ?
C12 C7 C6 118.0(2) . . ?
C9 C8 C7 119.4(2) . . ?
C9 C8 H8A 120.3 . . ?
C7 C8 H8A 120.3 . . ?
C10 C9 C8 120.5(2) . . ?
C10 C9 H9A 119.8 . . ?
C8 C9 H9A 119.8 . . ?
C9 C10 C11 120.5(2) . . ?
C9 C10 H10A 119.8 . . ?
C11 C10 H10A 119.8 . . ?
C12 C11 C10 119.6(2) . . ?
C12 C11 H11A 120.2 . . ?
C10 C11 H11A 120.2 . . ?
C11 C12 C7 120.3(2) . . ?
C11 C12 H12A 119.9 . . ?
C7 C12 H12A 119.9 . . ?
O1 C13 N3 125.3(2) . . ?
O1 C13 C14 118.4(2) . . ?
N3 C13 C14 116.24(19) . . ?
C19 C14 C15 118.9(2) . . ?
C19 C14 C13 119.8(2) . . ?
C15 C14 C13 121.3(2) . . ?
C16 C15 C14 120.5(2) . . ?
C16 C15 H15A 119.8 . . ?
C14 C15 H15A 119.8 . . ?
C17 C16 C15 119.9(2) . . ?
C17 C16 H16A 120.0 . . ?
C15 C16 H16A 120.0 . . ?
C16 C17 C18 120.1(2) . . ?
C16 C17 H17A 120.0 . . ?
C18 C17 H17A 120.0 . . ?
C17 C18 C19 120.3(3) . . ?
C17 C18 H18A 119.8 . . ?
C19 C18 H18A 119.8 . . ?
C18 C19 C14 120.3(2) . . ?
C18 C19 H19A 119.9 . . ?
C14 C19 H19A 119.9 . . ?
N4 C20 C21 123.1(2) . . ?
N4 C20 H20A 118.4 . . ?
C21 C20 H20A 118.4 . . ?
C20 C21 C22 120.3(2) . . ?
C20 C21 H21A 119.9 . . ?
C22 C21 H21A 119.9 . . ?
C23 C22 C21 116.2(2) . . ?
C23 C22 C27 122.1(2) . . ?
C21 C22 C27 121.8(2) . . ?
C24 C23 C22 120.6(2) . . ?
C24 C23 H23A 119.7 . . ?
C22 C23 H23A 119.7 . . ?
N4 C24 C23 122.6(2) . . ?
N4 C24 H24A 118.7 . . ?
C23 C24 H24A 118.7 . . ?
N5 C25 C26 124.8(3) . . ?
N5 C25 H25A 117.6 . . ?
C26 C25 H25A 117.6 . . ?
C27 C26 C25 118.8(3) . . ?
C27 C26 H26A 120.6 . . ?
C25 C26 H26A 120.6 . . ?
C28 C27 C26 116.3(2) . . ?
C28 C27 C22 121.8(2) . . ?
C26 C27 C22 121.9(2) . . ?
C27 C28 C29 120.2(3) . . ?
C27 C28 H28A 119.9 . . ?
C29 C28 H28A 119.9 . . ?
N5 C29 C28 124.1(3) . . ?
N5 C29 H29A 118.0 . . ?
C28 C29 H29A 118.0 . . ?

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
C6 N2 N3 C13 173.12(19) . . . . ?
Cu N2 N3 C13 2.2(2) . . . . ?
Cu O11 N6 O12 1.2(3) . . . . ?
Cu O11 N6 O13 -178.95(18) . . . . ?
C5 N1 C1 C2 0.1(4) . . . . ?
Cu N1 C1 C2 172.15(18) . . . . ?
N1 C1 C2 C3 -0.3(4) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C1 N1 C5 C4 0.5(3) . . . . ?
Cu N1 C5 C4 -172.90(17) . . . . ?
C1 N1 C5 C6 178.2(2) . . . . ?
Cu N1 C5 C6 4.9(2) . . . . ?
C3 C4 C5 N1 -0.7(3) . . . . ?
C3 C4 C5 C6 -178.3(2) . . . . ?
N3 N2 C6 C7 -5.3(3) . . . . ?
Cu N2 C6 C7 165.51(16) . . . . ?
N3 N2 C6 C5 -179.00(18) . . . . ?
Cu N2 C6 C5 -8.2(2) . . . . ?
N1 C5 C6 N2 1.7(3) . . . . ?
C4 C5 C6 N2 179.4(2) . . . . ?
N1 C5 C6 C7 -172.19(19) . . . . ?
C4 C5 C6 C7 5.5(3) . . . . ?
N2 C6 C7 C8 121.3(3) . . . . ?
C5 C6 C7 C8 -65.5(3) . . . . ?
N2 C6 C7 C12 -60.0(3) . . . . ?
C5 C6 C7 C12 113.2(2) . . . . ?
C12 C7 C8 C9 -0.6(4) . . . . ?
C6 C7 C8 C9 178.1(2) . . . . ?
C7 C8 C9 C10 -0.8(4) . . . . ?
C8 C9 C10 C11 0.9(4) . . . . ?
C9 C10 C11 C12 0.2(4) . . . . ?
C10 C11 C12 C7 -1.5(4) . . . . ?
C8 C7 C12 C11 1.7(4) . . . . ?
C6 C7 C12 C11 -177.0(2) . . . . ?
Cu O1 C13 N3 -2.8(3) . . . . ?
Cu O1 C13 C14 177.05(15) . . . . ?
N2 N3 C13 O1 0.5(3) . . . . ?
N2 N3 C13 C14 -179.30(18) . . . . ?
O1 C13 C14 C19 9.9(3) . . . . ?
N3 C13 C14 C19 -170.3(2) . . . . ?
O1 C13 C14 C15 -171.1(2) . . . . ?
N3 C13 C14 C15 8.7(3) . . . . ?
C19 C14 C15 C16 1.3(4) . . . . ?
C13 C14 C15 C16 -177.8(2) . . . . ?
C14 C15 C16 C17 0.0(4) . . . . ?
C15 C16 C17 C18 -0.9(4) . . . . ?
C16 C17 C18 C19 0.6(4) . . . . ?
C17 C18 C19 C14 0.7(4) . . . . ?
C15 C14 C19 C18 -1.6(4) . . . . ?
C13 C14 C19 C18 177.5(2) . . . . ?
C24 N4 C20 C21 1.3(4) . . . . ?
Cu N4 C20 C21 178.84(19) . . . . ?
N4 C20 C21 C22 -0.5(4) . . . . ?
C20 C21 C22 C23 -0.5(4) . . . . ?
C20 C21 C22 C27 178.7(2) . . . . ?
C21 C22 C23 C24 0.8(4) . . . . ?
C27 C22 C23 C24 -178.4(2) . . . . ?
C20 N4 C24 C23 -1.0(4) . . . . ?
Cu N4 C24 C23 -178.6(2) . . . . ?
C22 C23 C24 N4 -0.1(4) . . . . ?
C29 N5 C25 C26 -0.1(5) . . . . ?
N5 C25 C26 C27 0.6(5) . . . . ?
C25 C26 C27 C28 -0.4(4) . . . . ?
C25 C26 C27 C22 178.4(3) . . . . ?
C23 C22 C27 C28 168.1(3) . . . . ?
C21 C22 C27 C28 -11.1(4) . . . . ?
C23 C22 C27 C26 -10.7(4) . . . . ?
C21 C22 C27 C26 170.2(3) . . . . ?
C26 C27 C28 C29 -0.2(4) . . . . ?
C22 C27 C28 C29 -179.0(2) . . . . ?
C25 N5 C29 C28 -0.5(5) . . . . ?
C27 C28 C29 N5 0.7(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C1 H1A N5 0.95 2.47 3.323(3) 148.7 3_576 yes
C2 H2A O13 0.95 2.54 3.191(3) 126.0 2_545 yes
C20 H20A N3 0.95 2.68 3.502(3) 144.9 3_666 yes
C24 H24A O11 0.95 2.38 2.915(3) 115.2 . yes

_refine_diff_density_max         0.536
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.086

####################################################################### 
# 
# 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_shelx_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 1536221'
_audit_update_record             
;
2018-01-17 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT112_shelx               
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem       c/2         93 %Fit  
RESPONSE: There is pseudo-symmetry present but no extra crystallographic
symmetry.
;
_vrf_PLAT973_shelx               
;
PROBLEM: Check Calcd Positive Resid. Density on       Cu1       1.87 eA-3  
RESPONSE: A multi-scan absorption correction was applied. However there
are still some residual peaks near the heaviest atoms.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C38 H29 Cu N6 O2), 2(Cl O4), H2 O'
_chemical_formula_sum            'C76 H60 Cl2 Cu2 N12 O13'
_chemical_formula_weight         1547.34

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'
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.3675(12)
_cell_length_b                   19.9703(15)
_cell_length_c                   21.5735(16)
_cell_angle_alpha                90
_cell_angle_beta                 95.5670(10)
_cell_angle_gamma                90
_cell_volume                     7018.3(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7944
_cell_measurement_theta_min      2.249
_cell_measurement_theta_max      31.541

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_F_000             3184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.280
_exptl_absorpt_coefficient_mu    0.757
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6111
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Apex 2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22013
_diffrn_reflns_av_unetI/netI     0.0718
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.393
_diffrn_reflns_theta_max         32.173
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.890
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.890
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             22013
_reflns_number_gt                12161
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker Apex 2'
_computing_cell_refinement       'Bruker Apex 2'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'Bruker SHELXT'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0987P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         22013
_refine_ls_number_parameters     974
_refine_ls_number_restraints     57
_refine_ls_R_factor_all          0.1184
_refine_ls_R_factor_gt           0.0602
_refine_ls_wR_factor_ref         0.1836
_refine_ls_wR_factor_gt          0.1534
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.47253(2) 0.40477(2) 0.94916(2) 0.01167(8) Uani 1 1 d . . . . .
O1A O 0.60120(12) 0.38562(9) 0.85337(9) 0.0208(4) Uani 1 1 d . . . . .
O2A O 0.55313(11) 0.38173(9) 1.02004(8) 0.0147(4) Uani 1 1 d . . . . .
N1A N 0.38361(12) 0.34192(10) 0.96859(9) 0.0120(4) Uani 1 1 d . . . . .
N2A N 0.51220(13) 0.29741(10) 0.91375(10) 0.0124(4) Uani 1 1 d . . . . .
N3A N 0.58738(14) 0.28215(11) 0.89475(11) 0.0158(5) Uani 1 1 d . . . . .
H3A H 0.614(2) 0.2439(17) 0.9040(15) 0.028(9) Uiso 1 1 d . . . . .
N4A N 0.41414(13) 0.45717(10) 0.87907(10) 0.0126(4) Uani 1 1 d . . . . .
N5A N 0.55301(12) 0.47403(10) 0.94169(10) 0.0115(4) Uani 1 1 d . . . . .
N6A N 0.62275(12) 0.47265(10) 0.98268(10) 0.0125(4) Uani 1 1 d . . . . .
C1A C 0.31192(15) 0.36418(13) 0.98593(11) 0.0135(5) Uani 1 1 d . . . . .
H1AA H 0.302979 0.411092 0.987979 0.016 Uiso 1 1 calc R U . . .
C2A C 0.24992(16) 0.32073(13) 1.00107(12) 0.0161(5) Uani 1 1 d . . . . .
H2AA H 0.199077 0.337727 1.012091 0.019 Uiso 1 1 calc R U . . .
C3A C 0.26406(16) 0.25265(13) 0.99970(12) 0.0168(5) Uani 1 1 d . . . . .
H3AA H 0.223455 0.222094 1.010831 0.020 Uiso 1 1 calc R U . . .
C4A C 0.33821(15) 0.22918(13) 0.98189(12) 0.0145(5) Uani 1 1 d . . . . .
H4AA H 0.348770 0.182452 0.980502 0.017 Uiso 1 1 calc R U . . .
C5A C 0.39670(15) 0.27491(12) 0.96614(11) 0.0115(5) Uani 1 1 d . . . . .
C6A C 0.47624(15) 0.25318(12) 0.94469(11) 0.0119(5) Uani 1 1 d . . . . .
C7A C 0.50830(15) 0.18506(13) 0.96135(13) 0.0157(5) Uani 1 1 d . . . . .
C8A C 0.53225(16) 0.14122(13) 0.91559(14) 0.0207(6) Uani 1 1 d . . . . .
H8AA H 0.526608 0.154417 0.873088 0.025 Uiso 1 1 calc R U . . .
C9A C 0.56428(19) 0.07843(15) 0.93228(18) 0.0325(8) Uani 1 1 d . . . . .
H9AA H 0.581179 0.049026 0.901353 0.039 Uiso 1 1 calc R U . . .
C10A C 0.57129(18) 0.05924(16) 0.99381(19) 0.0362(9) Uani 1 1 d . . . . .
H10A H 0.592752 0.016260 1.005048 0.043 Uiso 1 1 calc R U . . .
C11A C 0.54768(17) 0.10135(16) 1.03938(17) 0.0312(8) Uani 1 1 d . . . . .
H11A H 0.552972 0.087305 1.081656 0.037 Uiso 1 1 calc R U . . .
C12A C 0.51597(16) 0.16467(15) 1.02355(14) 0.0227(6) Uani 1 1 d . . . . .
H12A H 0.499684 0.193740 1.054963 0.027 Uiso 1 1 calc R U . . .
C13A C 0.62902(16) 0.32969(13) 0.86316(12) 0.0145(5) Uani 1 1 d . . . . .
C14A C 0.70961(16) 0.30736(14) 0.84469(12) 0.0158(5) Uani 1 1 d . . . . .
C15A C 0.72658(17) 0.24157(14) 0.82894(13) 0.0199(6) Uani 1 1 d . . . . .
H15A H 0.686239 0.207754 0.831540 0.024 Uiso 1 1 calc R U . . .
C16A C 0.80253(17) 0.22540(15) 0.80942(13) 0.0222(6) Uani 1 1 d . . . . .
H16A H 0.813573 0.180599 0.797993 0.027 Uiso 1 1 calc R U . . .
C17A C 0.86224(18) 0.27402(17) 0.80649(13) 0.0259(7) Uani 1 1 d . . . . .
H17A H 0.914271 0.262414 0.793588 0.031 Uiso 1 1 calc R U . . .
C18A C 0.84630(17) 0.33942(17) 0.82231(13) 0.0251(6) Uani 1 1 d . . . . .
H18A H 0.887286 0.372828 0.820353 0.030 Uiso 1 1 calc R U . . .
C19A C 0.77014(16) 0.35613(14) 0.84108(12) 0.0194(6) Uani 1 1 d . . . . .
H19A H 0.759081 0.401207 0.851586 0.023 Uiso 1 1 calc R U . . .
C20A C 0.33973(16) 0.44638(13) 0.84876(12) 0.0172(5) Uani 1 1 d . . . . .
H20A H 0.305316 0.413498 0.864586 0.021 Uiso 1 1 calc R U . . .
C21A C 0.31077(17) 0.48115(14) 0.79529(13) 0.0193(6) Uani 1 1 d . . . . .
H21A H 0.257341 0.472944 0.775439 0.023 Uiso 1 1 calc R U . . .
C22A C 0.36181(17) 0.52803(14) 0.77173(12) 0.0185(6) Uani 1 1 d . . . . .
H22A H 0.344667 0.551574 0.734462 0.022 Uiso 1 1 calc R U . . .
C23A C 0.43890(16) 0.54027(13) 0.80348(12) 0.0152(5) Uani 1 1 d . . . . .
H23A H 0.474736 0.572238 0.787916 0.018 Uiso 1 1 calc R U . . .
C24A C 0.46262(15) 0.50562(12) 0.85760(11) 0.0119(5) Uani 1 1 d . . . . .
C25A C 0.54145(15) 0.51629(12) 0.89613(11) 0.0124(5) Uani 1 1 d . . . . .
C26A C 0.59997(16) 0.56805(13) 0.88049(12) 0.0144(5) Uani 1 1 d . . . . .
C27A C 0.57482(18) 0.63489(13) 0.87198(13) 0.0192(6) Uani 1 1 d . . . . .
H27A H 0.520139 0.647225 0.878151 0.023 Uiso 1 1 calc R U . . .
C28A C 0.62906(19) 0.68285(15) 0.85470(14) 0.0257(7) Uani 1 1 d . . . . .
H28A H 0.611904 0.728124 0.849546 0.031 Uiso 1 1 calc R U . . .
C29A C 0.70878(19) 0.66473(15) 0.84486(14) 0.0262(7) Uani 1 1 d . . . . .
H29A H 0.745892 0.697581 0.832453 0.031 Uiso 1 1 calc R U . . .
C30A C 0.73429(19) 0.59885(16) 0.85310(14) 0.0251(7) Uani 1 1 d . . . . .
H30A H 0.788810 0.586805 0.846160 0.030 Uiso 1 1 calc R U . . .
C31A C 0.68079(16) 0.55032(14) 0.87143(12) 0.0180(6) Uani 1 1 d . . . . .
H31A H 0.698861 0.505419 0.877777 0.022 Uiso 1 1 calc R U . . .
C32A C 0.61628(15) 0.42043(12) 1.02068(12) 0.0125(5) Uani 1 1 d . . . . .
C33A C 0.68801(16) 0.40573(12) 1.06656(12) 0.0143(5) Uani 1 1 d . . . . .
C34A C 0.67961(16) 0.35815(13) 1.11308(12) 0.0158(5) Uani 1 1 d . . . . .
H34A H 0.628614 0.335888 1.114933 0.019 Uiso 1 1 calc R U . . .
C35A C 0.74565(17) 0.34310(14) 1.15687(13) 0.0204(6) Uani 1 1 d . . . . .
H35A H 0.739148 0.311363 1.188823 0.024 Uiso 1 1 calc R U . . .
C36A C 0.82080(18) 0.37457(15) 1.15366(14) 0.0251(6) Uani 1 1 d . . . . .
H36A H 0.865830 0.364645 1.183405 0.030 Uiso 1 1 calc R U . . .
C37A C 0.82953(18) 0.42085(15) 1.10636(16) 0.0281(7) Uani 1 1 d . . . . .
H37A H 0.881069 0.441962 1.103642 0.034 Uiso 1 1 calc R U . . .
C38A C 0.76366(16) 0.43647(14) 1.06312(14) 0.0216(6) Uani 1 1 d . . . . .
H38A H 0.770368 0.468192 1.031192 0.026 Uiso 1 1 calc R U . . .
Cu2 Cu 0.52832(2) 0.59247(2) 0.54933(2) 0.01077(8) Uani 1 1 d . . . . .
O1B O 0.40593(12) 0.61675(10) 0.65600(9) 0.0228(4) Uani 1 1 d . . . . .
O2B O 0.45107(10) 0.61709(9) 0.47657(8) 0.0137(4) Uani 1 1 d . . . . .
N1B N 0.61804(12) 0.65426(10) 0.53066(9) 0.0109(4) Uani 1 1 d . . . . .
N2B N 0.48993(12) 0.69998(10) 0.58569(10) 0.0124(4) Uani 1 1 d . . . . .
N3B N 0.41545(14) 0.71610(12) 0.60550(11) 0.0168(5) Uani 1 1 d . . . . .
H3B H 0.3907(18) 0.7532(16) 0.5956(14) 0.016(8) Uiso 1 1 d . . . . .
N4B N 0.58163(13) 0.53956(10) 0.62128(10) 0.0133(4) Uani 1 1 d . . . . .
N5B N 0.44313(12) 0.52739(10) 0.55693(9) 0.0105(4) Uani 1 1 d . . . . .
N6B N 0.37432(12) 0.53118(10) 0.51529(10) 0.0122(4) Uani 1 1 d . . . . .
C1B C 0.69151(15) 0.63209(13) 0.51575(12) 0.0139(5) Uani 1 1 d . . . . .
H1BA H 0.701671 0.585257 0.515786 0.017 Uiso 1 1 calc R U . . .
C2B C 0.75301(16) 0.67555(13) 0.50028(12) 0.0158(5) Uani 1 1 d . . . . .
H2BA H 0.804659 0.658759 0.490802 0.019 Uiso 1 1 calc R U . . .
C3B C 0.73728(16) 0.74377(13) 0.49902(12) 0.0175(5) Uani 1 1 d . . . . .
H3BA H 0.777786 0.774433 0.487916 0.021 Uiso 1 1 calc R U . . .
C4B C 0.66136(16) 0.76689(13) 0.51421(12) 0.0143(5) Uani 1 1 d . . . . .
H4BA H 0.649271 0.813426 0.513117 0.017 Uiso 1 1 calc R U . . .
C5B C 0.60362(14) 0.72102(12) 0.53097(11) 0.0111(5) Uani 1 1 d . . . . .
C6B C 0.52419(15) 0.74294(12) 0.55169(11) 0.0122(5) Uani 1 1 d . . . . .
C7B C 0.49053(15) 0.81008(13) 0.53269(13) 0.0147(5) Uani 1 1 d . . . . .
C8B C 0.46937(16) 0.85640(14) 0.57658(14) 0.0213(6) Uani 1 1 d . . . . .
H8BA H 0.476095 0.845527 0.619640 0.026 Uiso 1 1 calc R U . . .
C9B C 0.43820(18) 0.91898(15) 0.55723(18) 0.0315(8) Uani 1 1 d . . . . .
H9BA H 0.423595 0.950646 0.587112 0.038 Uiso 1 1 calc R U . . .
C10B C 0.42862(18) 0.93473(15) 0.49429(17) 0.0323(8) Uani 1 1 d . . . . .
H10B H 0.407840 0.977368 0.481153 0.039 Uiso 1 1 calc R U . . .
C11B C 0.44917(18) 0.88871(16) 0.45075(16) 0.0286(7) Uani 1 1 d . . . . .
H11B H 0.441918 0.899693 0.407720 0.034 Uiso 1 1 calc R U . . .
C12B C 0.48044(16) 0.82631(14) 0.46934(14) 0.0198(6) Uani 1 1 d . . . . .
H12B H 0.494859 0.794905 0.439176 0.024 Uiso 1 1 calc R U . . .
C13B C 0.37712(16) 0.67161(13) 0.64205(13) 0.0162(5) Uani 1 1 d . . . . .
C14B C 0.29763(16) 0.69628(14) 0.66128(12) 0.0172(5) Uani 1 1 d . . . . .
C15B C 0.28715(18) 0.76285(15) 0.67848(13) 0.0231(6) Uani 1 1 d . . . . .
H15B H 0.330700 0.794041 0.676745 0.028 Uiso 1 1 calc R U . . .
C16B C 0.2126(2) 0.78338(16) 0.69821(15) 0.0315(8) Uani 1 1 d . . . . .
H16B H 0.205769 0.828521 0.710615 0.038 Uiso 1 1 calc R U . . .
C17B C 0.14836(19) 0.73858(17) 0.69989(14) 0.0295(7) Uani 1 1 d . . . . .
H17B H 0.097186 0.753276 0.712280 0.035 Uiso 1 1 calc R U . . .
C18B C 0.15877(18) 0.67206(17) 0.68342(14) 0.0278(7) Uani 1 1 d . . . . .
H18B H 0.114994 0.641083 0.685111 0.033 Uiso 1 1 calc R U . . .
C19B C 0.23374(16) 0.65082(15) 0.66437(13) 0.0202(6) Uani 1 1 d . . . . .
H19B H 0.241105 0.605269 0.653518 0.024 Uiso 1 1 calc R U . . .
C20B C 0.65597(16) 0.54802(13) 0.65246(12) 0.0152(5) Uani 1 1 d . . . . .
H20B H 0.692402 0.579541 0.636958 0.018 Uiso 1 1 calc R U . . .
C21B C 0.68200(16) 0.51305(13) 0.70604(12) 0.0174(5) Uani 1 1 d . . . . .
H21B H 0.735280 0.519969 0.726681 0.021 Uiso 1 1 calc R U . . .
C22B C 0.62825(16) 0.46754(13) 0.72891(12) 0.0168(5) Uani 1 1 d . . . . .
H22B H 0.643932 0.443481 0.766162 0.020 Uiso 1 1 calc R U . . .
C23B C 0.55120(16) 0.45738(12) 0.69689(12) 0.0141(5) Uani 1 1 d . . . . .
H23B H 0.513769 0.426453 0.712034 0.017 Uiso 1 1 calc R U . . .
C24B C 0.52986(15) 0.49315(12) 0.64244(11) 0.0117(5) Uani 1 1 d . . . . .
C25B C 0.45013(15) 0.48613(12) 0.60345(11) 0.0113(5) Uani 1 1 d . . . . .
C26B C 0.38449(16) 0.44032(13) 0.61937(12) 0.0152(5) Uani 1 1 d . . . . .
C27B C 0.39933(18) 0.37275(14) 0.63259(12) 0.0201(6) Uani 1 1 d . . . . .
H27B H 0.452528 0.354478 0.630248 0.024 Uiso 1 1 calc R U . . .
C28B C 0.33575(19) 0.33229(15) 0.64923(14) 0.0260(7) Uani 1 1 d . . . . .
H28B H 0.345693 0.286256 0.658119 0.031 Uiso 1 1 calc R U . . .
C29B C 0.25838(19) 0.35854(17) 0.65291(14) 0.0283(7) Uani 1 1 d . . . . .
H29B H 0.215578 0.330657 0.664857 0.034 Uiso 1 1 calc R U . . .
C30B C 0.24297(18) 0.42504(17) 0.63933(13) 0.0256(7) Uani 1 1 d . . . . .
H30B H 0.189603 0.442879 0.641944 0.031 Uiso 1 1 calc R U . . .
C31B C 0.30517(16) 0.46591(14) 0.62188(12) 0.0183(6) Uani 1 1 d . . . . .
H31B H 0.294004 0.511464 0.611569 0.022 Uiso 1 1 calc R U . . .
C32B C 0.38505(15) 0.58156(12) 0.47631(11) 0.0112(5) Uani 1 1 d . . . . .
C33B C 0.31430(15) 0.59774(12) 0.42998(12) 0.0117(5) Uani 1 1 d . . . . .
C34B C 0.23693(16) 0.56987(13) 0.43508(13) 0.0164(5) Uani 1 1 d . . . . .
H34B H 0.229294 0.539746 0.468105 0.020 Uiso 1 1 calc R U . . .
C35B C 0.17106(17) 0.58600(13) 0.39208(14) 0.0197(6) Uani 1 1 d . . . . .
H35B H 0.118294 0.567639 0.396112 0.024 Uiso 1 1 calc R U . . .
C36B C 0.18285(17) 0.62934(13) 0.34290(13) 0.0184(6) Uani 1 1 d . . . . .
H36B H 0.138216 0.639793 0.312972 0.022 Uiso 1 1 calc R U . . .
C37B C 0.25927(16) 0.65705(13) 0.33765(12) 0.0177(5) Uani 1 1 d . . . . .
H37B H 0.267140 0.686312 0.304032 0.021 Uiso 1 1 calc R U . . .
C38B C 0.32458(16) 0.64212(12) 0.38153(12) 0.0142(5) Uani 1 1 d . . . . .
H38B H 0.376586 0.662322 0.378464 0.017 Uiso 1 1 calc R U . . .
Cl1 Cl 0.95463(4) 0.72514(4) 0.78650(3) 0.02571(17) Uani 1 1 d D . . . .
O11 O 0.94607(14) 0.79207(10) 0.76362(11) 0.0424(6) Uani 1 1 d D . . . .
O12 O 1.02536(12) 0.72173(12) 0.83212(10) 0.0399(6) Uani 1 1 d D . . . .
O13 O 0.88300(13) 0.70573(13) 0.81511(11) 0.0482(7) Uani 1 1 d D . . . .
O14 O 0.96721(15) 0.68069(12) 0.73590(11) 0.0476(7) Uani 1 1 d D . . . .
Cl2 Cl 0.55186(6) 0.08065(7) 1.25037(6) 0.0639(3) Uani 1 1 d D . . . .
O21 O 0.63198(17) 0.0823(2) 1.2806(2) 0.0645(12) Uani 0.752(4) 1 d D U P A 1
O22 O 0.4975(2) 0.04241(18) 1.28749(19) 0.0581(12) Uani 0.752(4) 1 d D U P A 1
O23 O 0.5204(2) 0.15102(17) 1.2508(2) 0.0877(17) Uani 0.752(4) 1 d D U P A 1
O24 O 0.5464(3) 0.0569(3) 1.18963(16) 0.100(2) Uani 0.752(4) 1 d D U P A 1
O21A O 0.6180(5) 0.0996(6) 1.2953(5) 0.0645(12) Uani 0.248(4) 1 d D . P A 2
O22A O 0.4791(5) 0.0668(5) 1.2781(6) 0.0581(12) Uani 0.248(4) 1 d D . P A 2
O23A O 0.5394(7) 0.1317(5) 1.2033(5) 0.0877(17) Uani 0.248(4) 1 d D . P A 2
O24A O 0.5788(7) 0.0202(4) 1.2195(5) 0.100(2) Uani 0.248(4) 1 d D . P A 2
O1W O 0.8784(2) 0.55465(19) 0.7258(2) 0.0870(13) Uani 1 1 d D . . . .
H1W1 H 0.925(2) 0.581(2) 0.735(3) 0.131 Uiso 1 1 d D U . . .
H1W2 H 0.885(4) 0.539(3) 0.7652(14) 0.131 Uiso 1 1 d D U . . .


_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 N5A 1.927(2) . ?
Cu1 O2A 1.9746(18) . ?
Cu1 N1A 1.997(2) . ?
Cu1 N4A 2.004(2) . ?
Cu1 N2A 2.387(2) . ?
O1A C13A 1.217(3) . ?
O2A C32A 1.290(3) . ?
N1A C1A 1.341(3) . ?
N1A C5A 1.357(3) . ?
N2A C6A 1.284(3) . ?
N2A N3A 1.369(3) . ?
N3A C13A 1.386(3) . ?
N3A H3A 0.89(3) . ?
N4A C20A 1.343(3) . ?
N4A C24A 1.361(3) . ?
N5A C25A 1.295(3) . ?
N5A N6A 1.375(3) . ?
N6A C32A 1.337(3) . ?
C1A C2A 1.398(3) . ?
C1A H1AA 0.9500 . ?
C2A C3A 1.380(4) . ?
C2A H2AA 0.9500 . ?
C3A C4A 1.390(4) . ?
C3A H3AA 0.9500 . ?
C4A C5A 1.389(3) . ?
C4A H4AA 0.9500 . ?
C5A C6A 1.488(3) . ?
C6A C7A 1.489(3) . ?
C7A C12A 1.396(4) . ?
C7A C8A 1.403(4) . ?
C8A C9A 1.393(4) . ?
C8A H8AA 0.9500 . ?
C9A C10A 1.376(5) . ?
C9A H9AA 0.9500 . ?
C10A C11A 1.377(5) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.397(4) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
C13A C14A 1.483(4) . ?
C14A C15A 1.392(4) . ?
C14A C19A 1.397(4) . ?
C15A C16A 1.389(4) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.383(4) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.381(4) . ?
C17A H17A 0.9500 . ?
C18A C19A 1.388(4) . ?
C18A H18A 0.9500 . ?
C19A H19A 0.9500 . ?
C20A C21A 1.390(4) . ?
C20A H20A 0.9500 . ?
C21A C22A 1.384(4) . ?
C21A H21A 0.9500 . ?
C22A C23A 1.398(4) . ?
C22A H22A 0.9500 . ?
C23A C24A 1.380(3) . ?
C23A H23A 0.9500 . ?
C24A C25A 1.481(3) . ?
C25A C26A 1.471(3) . ?
C26A C31A 1.401(4) . ?
C26A C27A 1.403(4) . ?
C27A C28A 1.382(4) . ?
C27A H27A 0.9500 . ?
C28A C29A 1.390(4) . ?
C28A H28A 0.9500 . ?
C29A C30A 1.386(4) . ?
C29A H29A 0.9500 . ?
C30A C31A 1.389(4) . ?
C30A H30A 0.9500 . ?
C31A H31A 0.9500 . ?
C32A C33A 1.490(4) . ?
C33A C38A 1.390(4) . ?
C33A C34A 1.399(4) . ?
C34A C35A 1.398(4) . ?
C34A H34A 0.9500 . ?
C35A C36A 1.389(4) . ?
C35A H35A 0.9500 . ?
C36A C37A 1.394(4) . ?
C36A H36A 0.9500 . ?
C37A C38A 1.391(4) . ?
C37A H37A 0.9500 . ?
C38A H38A 0.9500 . ?
Cu2 N5B 1.925(2) . ?
Cu2 O2B 1.9798(18) . ?
Cu2 N1B 1.989(2) . ?
Cu2 N4B 2.006(2) . ?
Cu2 N2B 2.391(2) . ?
O1B C13B 1.219(3) . ?
O2B C32B 1.292(3) . ?
N1B C1B 1.349(3) . ?
N1B C5B 1.354(3) . ?
N2B C6B 1.292(3) . ?
N2B N3B 1.369(3) . ?
N3B C13B 1.379(3) . ?
N3B H3B 0.86(3) . ?
N4B C20B 1.343(3) . ?
N4B C24B 1.364(3) . ?
N5B C25B 1.295(3) . ?
N5B N6B 1.373(3) . ?
N6B C32B 1.334(3) . ?
C1B C2B 1.394(3) . ?
C1B H1BA 0.9500 . ?
C2B C3B 1.386(4) . ?
C2B H2BA 0.9500 . ?
C3B C4B 1.394(4) . ?
C3B H3BA 0.9500 . ?
C4B C5B 1.389(3) . ?
C4B H4BA 0.9500 . ?
C5B C6B 1.481(3) . ?
C6B C7B 1.492(3) . ?
C7B C8B 1.391(4) . ?
C7B C12B 1.399(4) . ?
C8B C9B 1.398(4) . ?
C8B H8BA 0.9500 . ?
C9B C10B 1.388(5) . ?
C9B H9BA 0.9500 . ?
C10B C11B 1.379(5) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.391(4) . ?
C11B H11B 0.9500 . ?
C12B H12B 0.9500 . ?
C13B C14B 1.487(4) . ?
C14B C19B 1.391(4) . ?
C14B C15B 1.395(4) . ?
C15B C16B 1.393(4) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.384(5) . ?
C16B H16B 0.9500 . ?
C17B C18B 1.390(5) . ?
C17B H17B 0.9500 . ?
C18B C19B 1.397(4) . ?
C18B H18B 0.9500 . ?
C19B H19B 0.9500 . ?
C20B C21B 1.382(4) . ?
C20B H20B 0.9500 . ?
C21B C22B 1.388(4) . ?
C21B H21B 0.9500 . ?
C22B C23B 1.393(4) . ?
C22B H22B 0.9500 . ?
C23B C24B 1.390(3) . ?
C23B H23B 0.9500 . ?
C24B C25B 1.489(3) . ?
C25B C26B 1.477(3) . ?
C26B C27B 1.395(4) . ?
C26B C31B 1.401(4) . ?
C27B C28B 1.392(4) . ?
C27B H27B 0.9500 . ?
C28B C29B 1.380(4) . ?
C28B H28B 0.9500 . ?
C29B C30B 1.378(4) . ?
C29B H29B 0.9500 . ?
C30B C31B 1.385(4) . ?
C30B H30B 0.9500 . ?
C31B H31B 0.9500 . ?
C32B C33B 1.490(3) . ?
C33B C38B 1.393(3) . ?
C33B C34B 1.397(3) . ?
C34B C35B 1.390(4) . ?
C34B H34B 0.9500 . ?
C35B C36B 1.397(4) . ?
C35B H35B 0.9500 . ?
C36B C37B 1.382(4) . ?
C36B H36B 0.9500 . ?
C37B C38B 1.390(4) . ?
C37B H37B 0.9500 . ?
C38B H38B 0.9500 . ?
Cl1 O11 1.427(2) . ?
Cl1 O13 1.4304(19) . ?
Cl1 O14 1.437(2) . ?
Cl1 O12 1.447(2) . ?
Cl2 O24 1.388(3) . ?
Cl2 O21 1.407(3) . ?
Cl2 O22A 1.411(4) . ?
Cl2 O21A 1.432(4) . ?
Cl2 O23A 1.440(4) . ?
Cl2 O22 1.467(3) . ?
Cl2 O24A 1.468(4) . ?
Cl2 O23 1.497(3) . ?
O1W H1W1 0.928(19) . ?
O1W H1W2 0.900(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
N5A Cu1 O2A 79.71(8) . . ?
N5A Cu1 N1A 170.56(8) . . ?
O2A Cu1 N1A 97.86(8) . . ?
N5A Cu1 N4A 80.91(9) . . ?
O2A Cu1 N4A 160.07(8) . . ?
N1A Cu1 N4A 100.53(9) . . ?
N5A Cu1 N2A 114.11(8) . . ?
O2A Cu1 N2A 81.75(7) . . ?
N1A Cu1 N2A 74.28(8) . . ?
N4A Cu1 N2A 110.62(8) . . ?
C32A O2A Cu1 110.07(15) . . ?
C1A N1A C5A 118.9(2) . . ?
C1A N1A Cu1 121.69(17) . . ?
C5A N1A Cu1 119.38(16) . . ?
C6A N2A N3A 118.3(2) . . ?
C6A N2A Cu1 107.40(16) . . ?
N3A N2A Cu1 125.18(15) . . ?
N2A N3A C13A 119.6(2) . . ?
N2A N3A H3A 124(2) . . ?
C13A N3A H3A 116(2) . . ?
C20A N4A C24A 118.7(2) . . ?
C20A N4A Cu1 128.87(18) . . ?
C24A N4A Cu1 112.15(16) . . ?
C25A N5A N6A 123.5(2) . . ?
C25A N5A Cu1 118.70(17) . . ?
N6A N5A Cu1 117.60(15) . . ?
C32A N6A N5A 107.5(2) . . ?
N1A C1A C2A 122.3(2) . . ?
N1A C1A H1AA 118.9 . . ?
C2A C1A H1AA 118.9 . . ?
C3A C2A C1A 118.7(2) . . ?
C3A C2A H2AA 120.7 . . ?
C1A C2A H2AA 120.7 . . ?
C2A C3A C4A 119.4(2) . . ?
C2A C3A H3AA 120.3 . . ?
C4A C3A H3AA 120.3 . . ?
C5A C4A C3A 119.1(2) . . ?
C5A C4A H4AA 120.4 . . ?
C3A C4A H4AA 120.4 . . ?
N1A C5A C4A 121.6(2) . . ?
N1A C5A C6A 116.5(2) . . ?
C4A C5A C6A 121.9(2) . . ?
N2A C6A C5A 114.8(2) . . ?
N2A C6A C7A 125.8(2) . . ?
C5A C6A C7A 119.3(2) . . ?
C12A C7A C8A 119.3(3) . . ?
C12A C7A C6A 119.7(2) . . ?
C8A C7A C6A 121.1(2) . . ?
C9A C8A C7A 120.2(3) . . ?
C9A C8A H8AA 119.9 . . ?
C7A C8A H8AA 119.9 . . ?
C10A C9A C8A 119.6(3) . . ?
C10A C9A H9AA 120.2 . . ?
C8A C9A H9AA 120.2 . . ?
C9A C10A C11A 121.1(3) . . ?
C9A C10A H10A 119.5 . . ?
C11A C10A H10A 119.5 . . ?
C10A C11A C12A 120.1(3) . . ?
C10A C11A H11A 119.9 . . ?
C12A C11A H11A 119.9 . . ?
C7A C12A C11A 119.7(3) . . ?
C7A C12A H12A 120.1 . . ?
C11A C12A H12A 120.1 . . ?
O1A C13A N3A 121.4(2) . . ?
O1A C13A C14A 123.8(2) . . ?
N3A C13A C14A 114.8(2) . . ?
C15A C14A C19A 119.0(2) . . ?
C15A C14A C13A 123.6(2) . . ?
C19A C14A C13A 117.4(2) . . ?
C16A C15A C14A 120.0(3) . . ?
C16A C15A H15A 120.0 . . ?
C14A C15A H15A 120.0 . . ?
C17A C16A C15A 120.5(3) . . ?
C17A C16A H16A 119.7 . . ?
C15A C16A H16A 119.7 . . ?
C18A C17A C16A 120.1(3) . . ?
C18A C17A H17A 120.0 . . ?
C16A C17A H17A 120.0 . . ?
C17A C18A C19A 119.7(3) . . ?
C17A C18A H18A 120.1 . . ?
C19A C18A H18A 120.1 . . ?
C18A C19A C14A 120.7(3) . . ?
C18A C19A H19A 119.7 . . ?
C14A C19A H19A 119.7 . . ?
N4A C20A C21A 123.0(2) . . ?
N4A C20A H20A 118.5 . . ?
C21A C20A H20A 118.5 . . ?
C22A C21A C20A 118.3(3) . . ?
C22A C21A H21A 120.9 . . ?
C20A C21A H21A 120.9 . . ?
C21A C22A C23A 119.1(2) . . ?
C21A C22A H22A 120.4 . . ?
C23A C22A H22A 120.4 . . ?
C24A C23A C22A 119.6(2) . . ?
C24A C23A H23A 120.2 . . ?
C22A C23A H23A 120.2 . . ?
N4A C24A C23A 121.3(2) . . ?
N4A C24A C25A 114.6(2) . . ?
C23A C24A C25A 124.1(2) . . ?
N5A C25A C26A 125.6(2) . . ?
N5A C25A C24A 112.8(2) . . ?
C26A C25A C24A 121.6(2) . . ?
C31A C26A C27A 119.4(2) . . ?
C31A C26A C25A 119.9(2) . . ?
C27A C26A C25A 120.6(2) . . ?
C28A C27A C26A 120.4(3) . . ?
C28A C27A H27A 119.8 . . ?
C26A C27A H27A 119.8 . . ?
C27A C28A C29A 119.9(3) . . ?
C27A C28A H28A 120.1 . . ?
C29A C28A H28A 120.1 . . ?
C30A C29A C28A 120.2(3) . . ?
C30A C29A H29A 119.9 . . ?
C28A C29A H29A 119.9 . . ?
C29A C30A C31A 120.5(3) . . ?
C29A C30A H30A 119.7 . . ?
C31A C30A H30A 119.7 . . ?
C30A C31A C26A 119.5(3) . . ?
C30A C31A H31A 120.2 . . ?
C26A C31A H31A 120.2 . . ?
O2A C32A N6A 124.9(2) . . ?
O2A C32A C33A 117.9(2) . . ?
N6A C32A C33A 117.2(2) . . ?
C38A C33A C34A 119.2(2) . . ?
C38A C33A C32A 121.7(2) . . ?
C34A C33A C32A 119.0(2) . . ?
C35A C34A C33A 120.5(3) . . ?
C35A C34A H34A 119.7 . . ?
C33A C34A H34A 119.7 . . ?
C36A C35A C34A 120.0(3) . . ?
C36A C35A H35A 120.0 . . ?
C34A C35A H35A 120.0 . . ?
C35A C36A C37A 119.4(3) . . ?
C35A C36A H36A 120.3 . . ?
C37A C36A H36A 120.3 . . ?
C38A C37A C36A 120.8(3) . . ?
C38A C37A H37A 119.6 . . ?
C36A C37A H37A 119.6 . . ?
C33A C38A C37A 120.1(3) . . ?
C33A C38A H38A 120.0 . . ?
C37A C38A H38A 120.0 . . ?
N5B Cu2 O2B 79.81(8) . . ?
N5B Cu2 N1B 172.46(8) . . ?
O2B Cu2 N1B 96.47(8) . . ?
N5B Cu2 N4B 80.95(9) . . ?
O2B Cu2 N4B 160.17(8) . . ?
N1B Cu2 N4B 102.07(8) . . ?
N5B Cu2 N2B 111.27(8) . . ?
O2B Cu2 N2B 82.48(7) . . ?
N1B Cu2 N2B 74.46(8) . . ?
N4B Cu2 N2B 109.12(8) . . ?
C32B O2B Cu2 109.66(15) . . ?
C1B N1B C5B 119.0(2) . . ?
C1B N1B Cu2 122.50(17) . . ?
C5B N1B Cu2 118.51(16) . . ?
C6B N2B N3B 118.0(2) . . ?
C6B N2B Cu2 105.54(16) . . ?
N3B N2B Cu2 125.74(16) . . ?
N2B N3B C13B 119.7(2) . . ?
N2B N3B H3B 122(2) . . ?
C13B N3B H3B 117.8(19) . . ?
C20B N4B C24B 118.7(2) . . ?
C20B N4B Cu2 128.79(18) . . ?
C24B N4B Cu2 112.28(16) . . ?
C25B N5B N6B 123.2(2) . . ?
C25B N5B Cu2 119.03(17) . . ?
N6B N5B Cu2 117.52(15) . . ?
C32B N6B N5B 107.72(19) . . ?
N1B C1B C2B 122.3(2) . . ?
N1B C1B H1BA 118.9 . . ?
C2B C1B H1BA 118.9 . . ?
C3B C2B C1B 118.7(2) . . ?
C3B C2B H2BA 120.7 . . ?
C1B C2B H2BA 120.7 . . ?
C2B C3B C4B 119.3(2) . . ?
C2B C3B H3BA 120.4 . . ?
C4B C3B H3BA 120.4 . . ?
C5B C4B C3B 119.2(2) . . ?
C5B C4B H4BA 120.4 . . ?
C3B C4B H4BA 120.4 . . ?
N1B C5B C4B 121.6(2) . . ?
N1B C5B C6B 116.8(2) . . ?
C4B C5B C6B 121.5(2) . . ?
N2B C6B C5B 114.7(2) . . ?
N2B C6B C7B 125.7(2) . . ?
C5B C6B C7B 119.6(2) . . ?
C8B C7B C12B 119.8(3) . . ?
C8B C7B C6B 121.3(2) . . ?
C12B C7B C6B 118.8(2) . . ?
C7B C8B C9B 119.9(3) . . ?
C7B C8B H8BA 120.0 . . ?
C9B C8B H8BA 120.0 . . ?
C10B C9B C8B 119.9(3) . . ?
C10B C9B H9BA 120.1 . . ?
C8B C9B H9BA 120.1 . . ?
C11B C10B C9B 120.2(3) . . ?
C11B C10B H10B 119.9 . . ?
C9B C10B H10B 119.9 . . ?
C10B C11B C12B 120.5(3) . . ?
C10B C11B H11B 119.7 . . ?
C12B C11B H11B 119.7 . . ?
C11B C12B C7B 119.6(3) . . ?
C11B C12B H12B 120.2 . . ?
C7B C12B H12B 120.2 . . ?
O1B C13B N3B 122.3(2) . . ?
O1B C13B C14B 123.8(2) . . ?
N3B C13B C14B 113.9(2) . . ?
C19B C14B C15B 119.8(2) . . ?
C19B C14B C13B 118.6(2) . . ?
C15B C14B C13B 121.5(2) . . ?
C16B C15B C14B 119.7(3) . . ?
C16B C15B H15B 120.1 . . ?
C14B C15B H15B 120.1 . . ?
C17B C16B C15B 120.6(3) . . ?
C17B C16B H16B 119.7 . . ?
C15B C16B H16B 119.7 . . ?
C16B C17B C18B 119.9(3) . . ?
C16B C17B H17B 120.0 . . ?
C18B C17B H17B 120.0 . . ?
C17B C18B C19B 119.9(3) . . ?
C17B C18B H18B 120.1 . . ?
C19B C18B H18B 120.1 . . ?
C14B C19B C18B 120.1(3) . . ?
C14B C19B H19B 119.9 . . ?
C18B C19B H19B 119.9 . . ?
N4B C20B C21B 123.1(2) . . ?
N4B C20B H20B 118.4 . . ?
C21B C20B H20B 118.4 . . ?
C20B C21B C22B 118.3(2) . . ?
C20B C21B H21B 120.9 . . ?
C22B C21B H21B 120.9 . . ?
C21B C22B C23B 119.6(2) . . ?
C21B C22B H22B 120.2 . . ?
C23B C22B H22B 120.2 . . ?
C24B C23B C22B 119.0(2) . . ?
C24B C23B H23B 120.5 . . ?
C22B C23B H23B 120.5 . . ?
N4B C24B C23B 121.2(2) . . ?
N4B C24B C25B 114.4(2) . . ?
C23B C24B C25B 124.3(2) . . ?
N5B C25B C26B 124.3(2) . . ?
N5B C25B C24B 112.6(2) . . ?
C26B C25B C24B 123.0(2) . . ?
C27B C26B C31B 119.2(2) . . ?
C27B C26B C25B 122.0(2) . . ?
C31B C26B C25B 118.7(2) . . ?
C28B C27B C26B 119.6(3) . . ?
C28B C27B H27B 120.2 . . ?
C26B C27B H27B 120.2 . . ?
C29B C28B C27B 120.5(3) . . ?
C29B C28B H28B 119.7 . . ?
C27B C28B H28B 119.7 . . ?
C30B C29B C28B 120.3(3) . . ?
C30B C29B H29B 119.9 . . ?
C28B C29B H29B 119.9 . . ?
C29B C30B C31B 120.1(3) . . ?
C29B C30B H30B 120.0 . . ?
C31B C30B H30B 120.0 . . ?
C30B C31B C26B 120.2(3) . . ?
C30B C31B H31B 119.9 . . ?
C26B C31B H31B 119.9 . . ?
O2B C32B N6B 124.9(2) . . ?
O2B C32B C33B 118.6(2) . . ?
N6B C32B C33B 116.4(2) . . ?
C38B C33B C34B 119.3(2) . . ?
C38B C33B C32B 119.9(2) . . ?
C34B C33B C32B 120.8(2) . . ?
C35B C34B C33B 120.4(2) . . ?
C35B C34B H34B 119.8 . . ?
C33B C34B H34B 119.8 . . ?
C34B C35B C36B 119.7(3) . . ?
C34B C35B H35B 120.2 . . ?
C36B C35B H35B 120.2 . . ?
C37B C36B C35B 120.2(3) . . ?
C37B C36B H36B 119.9 . . ?
C35B C36B H36B 119.9 . . ?
C36B C37B C38B 120.1(2) . . ?
C36B C37B H37B 120.0 . . ?
C38B C37B H37B 120.0 . . ?
C37B C38B C33B 120.4(2) . . ?
C37B C38B H38B 119.8 . . ?
C33B C38B H38B 119.8 . . ?
O11 Cl1 O13 110.24(14) . . ?
O11 Cl1 O14 109.41(15) . . ?
O13 Cl1 O14 110.14(15) . . ?
O11 Cl1 O12 108.94(14) . . ?
O13 Cl1 O12 109.21(14) . . ?
O14 Cl1 O12 108.87(14) . . ?
O24 Cl2 O21 114.7(2) . . ?
O22A Cl2 O21A 112.3(4) . . ?
O22A Cl2 O23A 111.8(4) . . ?
O21A Cl2 O23A 109.7(4) . . ?
O24 Cl2 O22 110.5(2) . . ?
O21 Cl2 O22 110.2(2) . . ?
O22A Cl2 O24A 109.5(4) . . ?
O21A Cl2 O24A 106.4(4) . . ?
O23A Cl2 O24A 106.9(4) . . ?
O24 Cl2 O23 109.7(3) . . ?
O21 Cl2 O23 106.3(2) . . ?
O22 Cl2 O23 104.94(19) . . ?
H1W1 O1W H1W2 88(2) . . ?

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
C6A N2A N3A C13A -177.8(2) . . . . ?
Cu1 N2A N3A C13A -35.2(3) . . . . ?
C25A N5A N6A C32A -176.0(2) . . . . ?
Cu1 N5A N6A C32A -0.9(2) . . . . ?
C5A N1A C1A C2A -0.5(4) . . . . ?
Cu1 N1A C1A C2A -178.46(19) . . . . ?
N1A C1A C2A C3A 1.8(4) . . . . ?
C1A C2A C3A C4A -1.6(4) . . . . ?
C2A C3A C4A C5A 0.3(4) . . . . ?
C1A N1A C5A C4A -0.8(4) . . . . ?
Cu1 N1A C5A C4A 177.13(19) . . . . ?
C1A N1A C5A C6A 178.1(2) . . . . ?
Cu1 N1A C5A C6A -3.9(3) . . . . ?
C3A C4A C5A N1A 1.0(4) . . . . ?
C3A C4A C5A C6A -178.0(2) . . . . ?
N3A N2A C6A C5A 177.2(2) . . . . ?
Cu1 N2A C6A C5A 28.6(2) . . . . ?
N3A N2A C6A C7A -1.1(4) . . . . ?
Cu1 N2A C6A C7A -149.8(2) . . . . ?
N1A C5A C6A N2A -20.0(3) . . . . ?
C4A C5A C6A N2A 159.0(2) . . . . ?
N1A C5A C6A C7A 158.5(2) . . . . ?
C4A C5A C6A C7A -22.5(4) . . . . ?
N2A C6A C7A C12A 125.3(3) . . . . ?
C5A C6A C7A C12A -53.0(3) . . . . ?
N2A C6A C7A C8A -53.6(4) . . . . ?
C5A C6A C7A C8A 128.1(3) . . . . ?
C12A C7A C8A C9A -0.8(4) . . . . ?
C6A C7A C8A C9A 178.2(2) . . . . ?
C7A C8A C9A C10A 0.9(4) . . . . ?
C8A C9A C10A C11A -0.5(5) . . . . ?
C9A C10A C11A C12A 0.0(5) . . . . ?
C8A C7A C12A C11A 0.4(4) . . . . ?
C6A C7A C12A C11A -178.6(2) . . . . ?
C10A C11A C12A C7A 0.0(4) . . . . ?
N2A N3A C13A O1A 2.1(4) . . . . ?
N2A N3A C13A C14A -179.7(2) . . . . ?
O1A C13A C14A C15A -149.5(3) . . . . ?
N3A C13A C14A C15A 32.3(4) . . . . ?
O1A C13A C14A C19A 28.2(4) . . . . ?
N3A C13A C14A C19A -149.9(2) . . . . ?
C19A C14A C15A C16A -0.6(4) . . . . ?
C13A C14A C15A C16A 177.1(2) . . . . ?
C14A C15A C16A C17A 1.1(4) . . . . ?
C15A C16A C17A C18A -0.8(4) . . . . ?
C16A C17A C18A C19A -0.1(4) . . . . ?
C17A C18A C19A C14A 0.6(4) . . . . ?
C15A C14A C19A C18A -0.2(4) . . . . ?
C13A C14A C19A C18A -178.1(2) . . . . ?
C24A N4A C20A C21A 1.9(4) . . . . ?
Cu1 N4A C20A C21A -170.99(19) . . . . ?
N4A C20A C21A C22A 1.3(4) . . . . ?
C20A C21A C22A C23A -2.2(4) . . . . ?
C21A C22A C23A C24A -0.1(4) . . . . ?
C20A N4A C24A C23A -4.3(4) . . . . ?
Cu1 N4A C24A C23A 169.75(19) . . . . ?
C20A N4A C24A C25A 176.7(2) . . . . ?
Cu1 N4A C24A C25A -9.2(3) . . . . ?
C22A C23A C24A N4A 3.4(4) . . . . ?
C22A C23A C24A C25A -177.7(2) . . . . ?
N6A N5A C25A C26A 0.8(4) . . . . ?
Cu1 N5A C25A C26A -174.21(19) . . . . ?
N6A N5A C25A C24A 178.0(2) . . . . ?
Cu1 N5A C25A C24A 3.0(3) . . . . ?
N4A C24A C25A N5A 4.5(3) . . . . ?
C23A C24A C25A N5A -174.5(2) . . . . ?
N4A C24A C25A C26A -178.3(2) . . . . ?
C23A C24A C25A C26A 2.8(4) . . . . ?
N5A C25A C26A C31A 53.5(4) . . . . ?
C24A C25A C26A C31A -123.4(3) . . . . ?
N5A C25A C26A C27A -129.1(3) . . . . ?
C24A C25A C26A C27A 53.9(4) . . . . ?
C31A C26A C27A C28A 0.1(4) . . . . ?
C25A C26A C27A C28A -177.2(3) . . . . ?
C26A C27A C28A C29A 0.8(4) . . . . ?
C27A C28A C29A C30A -0.8(4) . . . . ?
C28A C29A C30A C31A -0.2(5) . . . . ?
C29A C30A C31A C26A 1.2(4) . . . . ?
C27A C26A C31A C30A -1.1(4) . . . . ?
C25A C26A C31A C30A 176.2(2) . . . . ?
Cu1 O2A C32A N6A 6.0(3) . . . . ?
Cu1 O2A C32A C33A -173.21(17) . . . . ?
N5A N6A C32A O2A -3.6(3) . . . . ?
N5A N6A C32A C33A 175.6(2) . . . . ?
O2A C32A C33A C38A 167.9(2) . . . . ?
N6A C32A C33A C38A -11.4(4) . . . . ?
O2A C32A C33A C34A -10.1(3) . . . . ?
N6A C32A C33A C34A 170.6(2) . . . . ?
C38A C33A C34A C35A 2.0(4) . . . . ?
C32A C33A C34A C35A 180.0(2) . . . . ?
C33A C34A C35A C36A -1.2(4) . . . . ?
C34A C35A C36A C37A -0.2(4) . . . . ?
C35A C36A C37A C38A 1.0(5) . . . . ?
C34A C33A C38A C37A -1.3(4) . . . . ?
C32A C33A C38A C37A -179.2(3) . . . . ?
C36A C37A C38A C33A -0.2(5) . . . . ?
C6B N2B N3B C13B -179.8(2) . . . . ?
Cu2 N2B N3B C13B 41.0(3) . . . . ?
C25B N5B N6B C32B 175.7(2) . . . . ?
Cu2 N5B N6B C32B 1.5(2) . . . . ?
C5B N1B C1B C2B -0.4(4) . . . . ?
Cu2 N1B C1B C2B 177.38(19) . . . . ?
N1B C1B C2B C3B -1.3(4) . . . . ?
C1B C2B C3B C4B 1.1(4) . . . . ?
C2B C3B C4B C5B 0.7(4) . . . . ?
C1B N1B C5B C4B 2.3(4) . . . . ?
Cu2 N1B C5B C4B -175.52(18) . . . . ?
C1B N1B C5B C6B -176.1(2) . . . . ?
Cu2 N1B C5B C6B 6.1(3) . . . . ?
C3B C4B C5B N1B -2.5(4) . . . . ?
C3B C4B C5B C6B 175.8(2) . . . . ?
N3B N2B C6B C5B -178.6(2) . . . . ?
Cu2 N2B C6B C5B -32.0(2) . . . . ?
N3B N2B C6B C7B 1.3(4) . . . . ?
Cu2 N2B C6B C7B 147.9(2) . . . . ?
N1B C5B C6B N2B 21.7(3) . . . . ?
C4B C5B C6B N2B -156.7(2) . . . . ?
N1B C5B C6B C7B -158.2(2) . . . . ?
C4B C5B C6B C7B 23.4(4) . . . . ?
N2B C6B C7B C8B 54.9(4) . . . . ?
C5B C6B C7B C8B -125.2(3) . . . . ?
N2B C6B C7B C12B -125.3(3) . . . . ?
C5B C6B C7B C12B 54.6(3) . . . . ?
C12B C7B C8B C9B -0.1(4) . . . . ?
C6B C7B C8B C9B 179.8(2) . . . . ?
C7B C8B C9B C10B -0.1(4) . . . . ?
C8B C9B C10B C11B 0.5(5) . . . . ?
C9B C10B C11B C12B -0.6(5) . . . . ?
C10B C11B C12B C7B 0.4(4) . . . . ?
C8B C7B C12B C11B -0.1(4) . . . . ?
C6B C7B C12B C11B -180.0(2) . . . . ?
N2B N3B C13B O1B -2.5(4) . . . . ?
N2B N3B C13B C14B 178.7(2) . . . . ?
O1B C13B C14B C19B -35.9(4) . . . . ?
N3B C13B C14B C19B 142.9(3) . . . . ?
O1B C13B C14B C15B 141.5(3) . . . . ?
N3B C13B C14B C15B -39.7(4) . . . . ?
C19B C14B C15B C16B -0.4(4) . . . . ?
C13B C14B C15B C16B -177.8(3) . . . . ?
C14B C15B C16B C17B -1.1(5) . . . . ?
C15B C16B C17B C18B 1.8(5) . . . . ?
C16B C17B C18B C19B -0.9(4) . . . . ?
C15B C14B C19B C18B 1.3(4) . . . . ?
C13B C14B C19B C18B 178.8(3) . . . . ?
C17B C18B C19B C14B -0.6(4) . . . . ?
C24B N4B C20B C21B -1.6(4) . . . . ?
Cu2 N4B C20B C21B 172.17(19) . . . . ?
N4B C20B C21B C22B -0.7(4) . . . . ?
C20B C21B C22B C23B 1.4(4) . . . . ?
C21B C22B C23B C24B 0.1(4) . . . . ?
C20B N4B C24B C23B 3.2(4) . . . . ?
Cu2 N4B C24B C23B -171.57(18) . . . . ?
C20B N4B C24B C25B -178.1(2) . . . . ?
Cu2 N4B C24B C25B 7.1(3) . . . . ?
C22B C23B C24B N4B -2.5(4) . . . . ?
C22B C23B C24B C25B 179.0(2) . . . . ?
N6B N5B C25B C26B -2.8(4) . . . . ?
Cu2 N5B C25B C26B 171.30(19) . . . . ?
N6B N5B C25B C24B -178.6(2) . . . . ?
Cu2 N5B C25B C24B -4.5(3) . . . . ?
N4B C24B C25B N5B -2.1(3) . . . . ?
C23B C24B C25B N5B 176.5(2) . . . . ?
N4B C24B C25B C26B -177.9(2) . . . . ?
C23B C24B C25B C26B 0.7(4) . . . . ?
N5B C25B C26B C27B 132.8(3) . . . . ?
C24B C25B C26B C27B -51.9(4) . . . . ?
N5B C25B C26B C31B -48.0(4) . . . . ?
C24B C25B C26B C31B 127.4(3) . . . . ?
C31B C26B C27B C28B -1.3(4) . . . . ?
C25B C26B C27B C28B 178.0(2) . . . . ?
C26B C27B C28B C29B -0.2(4) . . . . ?
C27B C28B C29B C30B 0.9(5) . . . . ?
C28B C29B C30B C31B 0.0(4) . . . . ?
C29B C30B C31B C26B -1.5(4) . . . . ?
C27B C26B C31B C30B 2.2(4) . . . . ?
C25B C26B C31B C30B -177.2(2) . . . . ?
Cu2 O2B C32B N6B -6.6(3) . . . . ?
Cu2 O2B C32B C33B 172.54(17) . . . . ?
N5B N6B C32B O2B 3.6(3) . . . . ?
N5B N6B C32B C33B -175.48(19) . . . . ?
O2B C32B C33B C38B 11.0(3) . . . . ?
N6B C32B C33B C38B -169.8(2) . . . . ?
O2B C32B C33B C34B -167.8(2) . . . . ?
N6B C32B C33B C34B 11.4(3) . . . . ?
C38B C33B C34B C35B 0.3(4) . . . . ?
C32B C33B C34B C35B 179.1(2) . . . . ?
C33B C34B C35B C36B 1.2(4) . . . . ?
C34B C35B C36B C37B -1.2(4) . . . . ?
C35B C36B C37B C38B -0.3(4) . . . . ?
C36B C37B C38B C33B 1.9(4) . . . . ?
C34B C33B C38B C37B -1.9(4) . . . . ?
C32B C33B C38B C37B 179.3(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C1A H1AA N6A 0.95 2.67 3.476(3) 143.2 3_667 yes
C1B H1BA N6B 0.95 2.69 3.479(3) 140.7 3_666 yes
C21B H21B O1W 0.95 2.44 3.308(4) 151.0 . yes
O1W H1W1 O14 0.928(19) 2.11(4) 2.904(4) 143(5) . yes
O1W H1W2 O22A^b 0.900(19) 2.62(7) 3.083(12) 113(5) 4_665 yes

_refine_diff_density_max         1.666
_refine_diff_density_min         -1.019
_refine_diff_density_rms         0.136



