# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_skcaba
_database_code_depnum_ccdc_archive 'CCDC 1465420'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-08-31 downloaded from the CCDC.
;
_nottingham_internal_coll_name   SKCABA
_nottingham_internal_coll_number 13782
_nottingham_internal_coll_client SKC/AJB
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time 2.0000
_nottingham_internal_coll_frame_width 2.0000
_nottingham_internal_coll_user   pcxaeoc
_nottingham_internal_coll_date   04/07/2014
_nottingham_internal_coll_location NOTTS
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 07/07/2014
_nottingham_internal_process_user pcxaeoc
_nottingham_internal_solution_date 7/7/2014
_nottingham_internal_solution_user pcxaeoc
_nottingham_internal_refinement_date 8/7/2014
_nottingham_internal_refinement_user pcxaeoc
_nottingham_internal_self_archive_date 11/07/2014
_nottingham_internal_self_validation_date 11/07/2014
_nottingham_internal_self_validation_user pcxaeoc
_nottingham_internal_validation_date 16/7/2014
_nottingham_internal_validation_user AEOC/AJB
_nottingham_internal_archive_date 16/7/2014

_refine_special_details          
;
 ?
;
_audit_creation_date             2014-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H30 Cl2 Cu2 N6 O4, 2(Cl O4)'
_chemical_formula_sum            'C28 H30 Cl4 Cu2 N6 O12'
_chemical_formula_weight         911.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N3 O10 Cl2 Cu'
_chemical_oxdiff_usercomment     '#13782 for SKCABA for AJB'
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'
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'
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'

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

_cell_length_a                   7.7545(13)
_cell_length_b                   8.7537(13)
_cell_length_c                   13.9700(11)
_cell_angle_alpha                75.507(10)
_cell_angle_beta                 83.103(10)
_cell_angle_gamma                65.615(15)
_cell_volume                     836.1(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3075
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      72.1140
_cell_measurement_theta_min      3.2660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.158
_exptl_absorpt_correction_T_max  0.771
_exptl_absorpt_correction_T_min  0.624
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014
CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) Numerical absorption 
correction based on gaussian integration over a multifaceted crystal model
;
_exptl_crystal_colour            'clear green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.810
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             462
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.2632
_exptl_crystal_size_mid          0.1953
_exptl_crystal_size_min          0.1253
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0716
_diffrn_reflns_av_unetI/netI     0.0622
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5562
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.262
_diffrn_reflns_theta_min         5.691
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3271
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -26.00   66.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       42.7573  -57.0000    0.0000 46

#__ type_ start__ end____ width___ exp.time_
  2 omega   24.00   50.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       42.7573 -125.0000  -30.0000 13

#__ type_ start__ end____ width___ exp.time_
  3 omega   72.00   96.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       42.7573 -125.0000  -30.0000 12

#__ type_ start__ end____ width___ exp.time_
  4 omega   33.00  107.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -94.0000   60.0000 37

#__ type_ start__ end____ width___ exp.time_
  5 omega   64.00  118.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000 -125.0000   30.0000 27

#__ type_ start__ end____ width___ exp.time_
  6 omega   58.00   86.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000   30.0000 14

#__ type_ start__ end____ width___ exp.time_
  7 omega   40.00   86.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000   30.0000 23

#__ type_ start__ end____ width___ exp.time_
  8 omega   36.00   84.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000  -60.0000 24

#__ type_ start__ end____ width___ exp.time_
  9 omega   65.00  131.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -61.0000 -150.0000 33

#__ type_ start__ end____ width___ exp.time_
 10 omega   85.00  177.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   15.0000 -150.0000 46

#__ type_ start__ end____ width___ exp.time_
 11 omega   42.00  144.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -15.0000 -180.0000 51

#__ type_ start__ end____ width___ exp.time_
 12 omega   27.00  105.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -94.0000 -120.0000 39

#__ type_ start__ end____ width___ exp.time_
 13 omega  -15.00   67.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       42.7573  -57.0000 -150.0000 41

#__ type_ start__ end____ width___ exp.time_
 14 omega   19.00  111.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       42.7573   57.0000  150.0000 46

#__ type_ start__ end____ width___ exp.time_
 15 omega   39.00   77.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -61.0000  150.0000 19

#__ type_ start__ end____ width___ exp.time_
 16 omega   25.00  109.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -94.0000  150.0000 42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.2087384000
_diffrn_orient_matrix_UB_12      -0.0237853000
_diffrn_orient_matrix_UB_13      -0.0167695000
_diffrn_orient_matrix_UB_21      0.0623700000
_diffrn_orient_matrix_UB_22      -0.1967333000
_diffrn_orient_matrix_UB_23      0.0282513000
_diffrn_orient_matrix_UB_31      -0.0116056000
_diffrn_orient_matrix_UB_32      -0.0013621000
_diffrn_orient_matrix_UB_33      -0.1090812000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'GV1000 (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2926
_reflns_number_total             3245
_reflns_odcompleteness_completeness 99.06
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies, Version 1.171.37.33 
(release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies, Version 1.171.37.33
(release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies, Version 1.171.37.33
(release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2013)'
_refine_diff_density_max         1.147
_refine_diff_density_min         -0.997
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0572
_refine_ls_restrained_S_all      1.04
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.100P)²+0.595P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.154
_refine_ls_wR_factor_ref         0.159
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2A), C11(H11), C3(H3A), C4(H4), C1(H1), C7(H7)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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 0.04703(6) 0.65641(6) 0.55974(3) 0.0189(2) Uani 1 1 d . . . . .
Cl2 Cl 0.37915(17) 0.80977(13) 0.94289(7) 0.0488(3) Uani 1 1 d . . . . .
O2 O 0.7671(4) 0.2171(3) 0.40768(19) 0.0253(5) Uani 1 1 d . . . . .
H2 H 0.793(7) 0.131(7) 0.437(3) 0.030 Uiso 1 1 d R . . . .
N3 N 0.3603(4) 0.6954(4) 0.2022(2) 0.0235(6) Uani 1 1 d . . . . .
N2 N 0.2530(4) 0.4299(3) 0.5561(2) 0.0205(6) Uani 1 1 d . . . . .
O4 O 0.4607(6) 0.8815(5) 0.8552(2) 0.0701(13) Uani 1 1 d . . . . .
N1 N 0.0235(4) 0.5405(4) 0.7011(2) 0.0210(6) Uani 1 1 d . . . . .
O5 O 0.5257(5) 0.6717(5) 1.0028(2) 0.0636(11) Uani 1 1 d . . . . .
C9 C 0.2197(5) 0.6667(4) 0.3636(2) 0.0200(6) Uani 1 1 d . . . . .
O3 O 0.2511(6) 0.7452(6) 0.9152(3) 0.0655(11) Uani 1 1 d . . . . .
O6 O 0.2800(7) 0.9361(5) 1.0010(3) 0.0749(14) Uani 1 1 d . . . . .
C2 C -0.0970(6) 0.5254(5) 0.8672(3) 0.0340(9) Uani 1 1 d . . . . .
H2A H -0.1866 0.5786 0.9140 0.041 Uiso 1 1 calc R . . . .
C11 C 0.4910(5) 0.5318(5) 0.2213(2) 0.0242(7) Uani 1 1 d . . . . .
H11 H 0.5788 0.4885 0.1712 0.029 Uiso 1 1 calc R . . . .
C5 C 0.1515(5) 0.3779(4) 0.7286(2) 0.0224(7) Uani 1 1 d . . . . .
C13 C 0.6415(5) 0.2458(4) 0.3318(2) 0.0236(7) Uani 1 1 d . . . . .
H13A H 0.5772 0.1654 0.3519 0.028 Uiso 1 1 calc R . . . .
H13B H 0.7147 0.2237 0.2700 0.028 Uiso 1 1 calc R . . . .
C3 C 0.0373(6) 0.3593(6) 0.8954(3) 0.0350(9) Uani 1 1 d . . . . .
H3A H 0.0422 0.2972 0.9620 0.042 Uiso 1 1 calc R . . . .
C12 C 0.4957(5) 0.4287(4) 0.3137(2) 0.0207(6) Uani 1 1 d . . . . .
C4 C 0.1639(6) 0.2853(5) 0.8254(3) 0.0302(8) Uani 1 1 d . . . . .
H4 H 0.2584 0.1720 0.8434 0.036 Uiso 1 1 calc R . . . .
C10 C 0.2279(5) 0.7680(4) 0.2659(2) 0.0227(7) Uani 1 1 d . . . . .
C1 C -0.0985(5) 0.6122(5) 0.7700(3) 0.0275(7) Uani 1 1 d . . . . .
H1 H -0.1892 0.7269 0.7510 0.033 Uiso 1 1 calc R . . . .
C14 C 0.0914(6) 0.9499(5) 0.2353(3) 0.0295(8) Uani 1 1 d . . . . .
H14A H 0.1276 1.0011 0.1695 0.044 Uiso 1 1 calc GR . . . .
H14B H 0.0928 1.0148 0.2828 0.044 Uiso 1 1 calc GR . . . .
H14C H -0.0362 0.9536 0.2334 0.044 Uiso 1 1 calc GR . . . .
C6 C 0.2783(5) 0.2994(4) 0.6483(2) 0.0231(7) Uani 1 1 d . . . . .
H6A H 0.4121 0.2496 0.6684 0.028 Uiso 1 1 calc R . . . .
H6B H 0.2479 0.2056 0.6378 0.028 Uiso 1 1 calc R . . . .
C8 C 0.3614(5) 0.4958(4) 0.3866(2) 0.0192(6) Uani 1 1 d . . . . .
Cl1 Cl -0.23294(11) 0.89096(10) 0.55804(5) 0.0223(2) Uani 1 1 d . . . . .
O1 O 0.0832(3) 0.7396(3) 0.42048(17) 0.0231(5) Uani 1 1 d . . . . .
C7 C 0.3658(5) 0.3862(4) 0.4843(2) 0.0202(6) Uani 1 1 d . . . . .
H7 H 0.4607 0.2724 0.4955 0.024 Uiso 1 1 calc R . . . .
H3 H 0.375(6) 0.754(6) 0.152(3) 0.019(10) 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 O2 2.289(2) 2_666 ?
Cu1 N2 1.975(3) . ?
Cu1 N1 2.007(3) . ?
Cu1 Cl1 2.2883(10) . ?
Cu1 O1 1.929(2) . ?
Cl2 O4 1.432(4) . ?
Cl2 O5 1.429(3) . ?
Cl2 O3 1.456(4) . ?
Cl2 O6 1.439(4) . ?
O2 Cu1 2.289(2) 2_666 ?
O2 H2 0.72(5) . ?
O2 C13 1.431(4) . ?
N3 C11 1.350(5) . ?
N3 C10 1.332(5) . ?
N3 H3 0.78(4) . ?
N2 C6 1.463(4) . ?
N2 C7 1.274(4) . ?
N1 C5 1.345(4) . ?
N1 C1 1.345(5) . ?
C9 C10 1.441(4) . ?
C9 C8 1.426(5) . ?
C9 O1 1.285(4) . ?
C2 H2A 0.9500 . ?
C2 C3 1.384(6) . ?
C2 C1 1.379(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.372(5) . ?
C5 C4 1.383(5) . ?
C5 C6 1.504(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C12 1.509(4) . ?
C3 H3A 0.9500 . ?
C3 C4 1.379(6) . ?
C12 C8 1.417(5) . ?
C4 H4 0.9500 . ?
C10 C14 1.488(5) . ?
C1 H1 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C8 C7 1.454(4) . ?
C7 H7 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 O2 96.70(11) . 2_666 ?
N2 Cu1 N1 82.55(12) . . ?
N2 Cu1 Cl1 167.46(9) . . ?
N1 Cu1 O2 95.13(10) . 2_666 ?
N1 Cu1 Cl1 95.91(9) . . ?
Cl1 Cu1 O2 95.83(7) . 2_666 ?
O1 Cu1 O2 88.59(10) . 2_666 ?
O1 Cu1 N2 90.99(11) . . ?
O1 Cu1 N1 172.87(11) . . ?
O1 Cu1 Cl1 89.75(8) . . ?
O4 Cl2 O3 109.1(3) . . ?
O4 Cl2 O6 110.9(2) . . ?
O5 Cl2 O4 109.6(2) . . ?
O5 Cl2 O3 109.5(3) . . ?
O5 Cl2 O6 107.2(3) . . ?
O6 Cl2 O3 110.5(3) . . ?
Cu1 O2 H2 112(4) 2_666 . ?
C13 O2 Cu1 137.2(2) . 2_666 ?
C13 O2 H2 109(4) . . ?
C11 N3 H3 116(3) . . ?
C10 N3 C11 125.4(3) . . ?
C10 N3 H3 118(3) . . ?
C6 N2 Cu1 115.0(2) . . ?
C7 N2 Cu1 127.8(2) . . ?
C7 N2 C6 117.1(3) . . ?
C5 N1 Cu1 114.9(2) . . ?
C1 N1 Cu1 126.5(2) . . ?
C1 N1 C5 118.4(3) . . ?
C8 C9 C10 116.8(3) . . ?
O1 C9 C10 116.3(3) . . ?
O1 C9 C8 126.9(3) . . ?
C3 C2 H2A 120.6 . . ?
C1 C2 H2A 120.6 . . ?
C1 C2 C3 118.8(4) . . ?
N3 C11 H11 120.3 . . ?
N3 C11 C12 119.4(3) . . ?
C12 C11 H11 120.3 . . ?
N1 C5 C4 122.0(3) . . ?
N1 C5 C6 116.7(3) . . ?
C4 C5 C6 121.3(3) . . ?
O2 C13 H13A 109.6 . . ?
O2 C13 H13B 109.6 . . ?
O2 C13 C12 110.1(3) . . ?
H13A C13 H13B 108.1 . . ?
C12 C13 H13A 109.6 . . ?
C12 C13 H13B 109.6 . . ?
C2 C3 H3A 120.4 . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 H3A 120.4 . . ?
C11 C12 C13 117.9(3) . . ?
C11 C12 C8 119.1(3) . . ?
C8 C12 C13 122.9(3) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 C5 119.1(4) . . ?
C3 C4 H4 120.4 . . ?
N3 C10 C9 118.6(3) . . ?
N3 C10 C14 120.1(3) . . ?
C9 C10 C14 121.3(3) . . ?
N1 C1 C2 122.5(4) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C6 C5 110.2(3) . . ?
N2 C6 H6A 109.6 . . ?
N2 C6 H6B 109.6 . . ?
C5 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C9 C8 C7 120.4(3) . . ?
C12 C8 C9 120.5(3) . . ?
C12 C8 C7 119.1(3) . . ?
C9 O1 Cu1 127.6(2) . . ?
N2 C7 C8 125.4(3) . . ?
N2 C7 H7 117.3 . . ?
C8 C7 H7 117.3 . . ?

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
O2 H2 Cl1 0.72(5) 2.41(5) 3.092(3) 160(5) 1_645
N3 H3 O6 0.78(4) 2.30(5) 3.017(5) 154(4) 1_554

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O2 C13 C12 -52.3(4) 2_666 . . . ?
Cu1 N2 C6 C5 -6.4(3) . . . . ?
Cu1 N2 C7 C8 -2.2(5) . . . . ?
Cu1 N1 C5 C4 174.8(3) . . . . ?
Cu1 N1 C5 C6 -6.7(4) . . . . ?
Cu1 N1 C1 C2 -176.0(3) . . . . ?
O2 C13 C12 C11 118.7(3) . . . . ?
O2 C13 C12 C8 -63.2(4) . . . . ?
N3 C11 C12 C13 179.0(3) . . . . ?
N3 C11 C12 C8 0.8(5) . . . . ?
N1 C5 C4 C3 2.2(6) . . . . ?
N1 C5 C6 N2 8.5(4) . . . . ?
C9 C8 C7 N2 -1.7(5) . . . . ?
C2 C3 C4 C5 -1.0(6) . . . . ?
C11 N3 C10 C9 -0.2(5) . . . . ?
C11 N3 C10 C14 -179.7(3) . . . . ?
C11 C12 C8 C9 1.8(5) . . . . ?
C11 C12 C8 C7 179.6(3) . . . . ?
C5 N1 C1 C2 0.0(5) . . . . ?
C13 C12 C8 C9 -176.3(3) . . . . ?
C13 C12 C8 C7 1.6(5) . . . . ?
C3 C2 C1 N1 1.2(6) . . . . ?
C12 C8 C7 N2 -179.6(3) . . . . ?
C4 C5 C6 N2 -173.0(3) . . . . ?
C10 N3 C11 C12 -1.7(5) . . . . ?
C10 C9 C8 C12 -3.5(4) . . . . ?
C10 C9 C8 C7 178.7(3) . . . . ?
C10 C9 O1 Cu1 -171.0(2) . . . . ?
C1 N1 C5 C4 -1.7(5) . . . . ?
C1 N1 C5 C6 176.8(3) . . . . ?
C1 C2 C3 C4 -0.7(6) . . . . ?
C6 N2 C7 C8 178.8(3) . . . . ?
C6 C5 C4 C3 -176.2(3) . . . . ?
C8 C9 C10 N3 2.7(4) . . . . ?
C8 C9 C10 C14 -177.8(3) . . . . ?
C8 C9 O1 Cu1 10.0(5) . . . . ?
O1 C9 C10 N3 -176.3(3) . . . . ?
O1 C9 C10 C14 3.2(5) . . . . ?
O1 C9 C8 C12 175.5(3) . . . . ?
O1 C9 C8 C7 -2.4(5) . . . . ?
C7 N2 C6 C5 172.8(3) . . . . ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1 0 9 0.0863 0.9988 -0.0060 8.9980 0.0577 0.3177 -0.9931
-1 0 -9 0.0863 -0.9988 0.0060 -8.9980 -0.0577 -0.3177 0.9931
1 5 1 0.0626 0.9965 5.0000 1.0065 0.0722 -0.8931 -0.1282
-1 -5 -1 0.0626 -0.9965 -5.0000 -1.0065 -0.0722 0.8931 0.1282
0 1 9 0.1026 -0.0019 0.9933 9.0012 -0.1750 0.0588 -0.9832
0 -1 -9 0.1026 0.0019 -0.9933 -9.0012 0.1750 -0.0588 0.9832
5 2 2 0.1094 4.9984 2.0020 1.9952 0.9623 -0.0257 -0.2784
-1 1 -8 0.0771 -0.9996 1.0053 -7.9964 -0.0985 -0.4860 0.8825
1 2 -7 0.0833 0.9996 2.0059 -6.9980 0.2783 -0.5300 0.7490
-5 -3 0 0.1131 -4.9980 -3.0035 0.0031 -0.9719 0.2792 0.0618
-2 2 -6 0.0742 -2.0006 2.0031 -5.9933 -0.3647 -0.6882 0.6742
-1 4 0 0.0508 -1.0027 3.9994 0.0081 -0.3046 -0.8491 0.0053
-5 0 -1 0.0809 -4.9999 -0.0027 -0.9920 -1.0270 -0.3393 0.1662
-3 1 -4 0.0706 -3.0002 1.0009 -3.9934 -0.5831 -0.4969 0.4691
-3 2 1 0.0656 -3.0015 1.9972 1.0080 -0.6909 -0.5516 -0.0778

_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_special_instructions 'No special instructions were received'

