# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1552119'
_audit_update_record             
;
2018-05-05 deposited with the CCDC.
2018-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H15 Cl Cu N4'
_chemical_formula_weight         410.35

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'

_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                   10.933(2)
_cell_length_b                   13.690(3)
_cell_length_c                   11.946(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.49(3)
_cell_angle_gamma                90
_cell_volume                     1779.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6590
_cell_measurement_theta_min      2.269
_cell_measurement_theta_max      25.992

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_F_000             836
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    1.388
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           synchrotron
_diffrn_source                   synchrotron
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6590
_diffrn_reflns_av_unetI/netI     0.1175
_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.269
_diffrn_reflns_theta_max         25.992
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3493
_reflns_number_gt                2056
_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       'PAL BL2D-SMDC Program'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_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)+(0.0524P)²] 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         3493
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1041
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_ref         0.1152
_refine_ls_wR_factor_gt          0.1011
_refine_ls_goodness_of_fit_ref   0.912
_refine_ls_restrained_S_all      0.912
_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
Cu1 Cu 0.54256(5) 0.25324(4) 0.34677(4) 0.01933(16) Uani 1 1 d . . . . .
Cl1 Cl 0.54756(11) 0.10513(9) 0.25477(10) 0.0276(3) Uani 1 1 d . . . . .
N1 N 0.5647(3) 0.7657(3) 0.5190(3) 0.0180(8) Uani 1 1 d . . . . .
N2 N 0.4000(3) 0.3308(3) 0.2597(3) 0.0195(8) Uani 1 1 d . . . . .
C1 C 0.4242(4) 0.6692(3) 0.2600(3) 0.0241(10) Uani 0.2 1 d . . P A 1
H005 H 0.3774 0.6958 0.3157 0.029 Uiso 0.2 1 calc R U P A 1
N3 N 0.6938(4) 0.3236(3) 0.3899(3) 0.0236(9) Uani 1 1 d . . . . .
C2 C 0.4927(4) 0.5891(3) 0.2796(3) 0.0178(10) Uani 1 1 d . . . . .
C3 C 0.4363(4) 0.4546(3) 0.4074(3) 0.0154(9) Uani 1 1 d . . . . .
C4 C 0.4954(4) 0.5442(3) 0.3948(3) 0.0165(9) Uani 1 1 d . . . . .
C5 C 0.2237(4) 0.3368(3) 0.1246(4) 0.0241(11) Uani 1 1 d . . . . .
H00A H 0.1790 0.3090 0.0603 0.029 Uiso 1 1 calc R U . . .
C6 C 0.3319(4) 0.2953(3) 0.1706(4) 0.0218(10) Uani 1 1 d . . . . .
H00B H 0.3596 0.2377 0.1365 0.026 Uiso 1 1 calc R U . . .
C7 C 0.7080(4) 0.7005(4) 0.3994(4) 0.0195(10) Uani 1 1 d . . . . .
H00C H 0.7445 0.6450 0.3684 0.023 Uiso 1 1 calc R U . . .
C8 C 0.2514(4) 0.4585(3) 0.2671(3) 0.0188(10) Uani 1 1 d . . . . .
H00D H 0.2251 0.5160 0.3024 0.023 Uiso 1 1 calc R U . . .
C9 C 0.3593(4) 0.4131(3) 0.3083(3) 0.0164(10) Uani 1 1 d . . . . .
C10 C 0.6033(4) 0.8557(3) 0.4948(4) 0.0210(10) Uani 1 1 d . . . . .
H00F H 0.5675 0.9101 0.5289 0.025 Uiso 1 1 calc R U . . .
C11 C 0.5579(4) 0.5911(3) 0.4871(3) 0.0166(9) Uani 1 1 d . . . . .
C12 C 0.6146(4) 0.6889(3) 0.4683(3) 0.0158(10) Uani 1 1 d . . . . .
C13 C 0.7482(4) 0.7934(3) 0.3758(4) 0.0207(10) Uani 1 1 d . . . . .
H00I H 0.8124 0.8026 0.3286 0.025 Uiso 1 1 calc R U . . .
C14 C 0.1816(4) 0.4205(3) 0.1748(4) 0.0225(11) Uani 1 1 d . . . . .
H00J H 0.1068 0.4508 0.1463 0.027 Uiso 1 1 calc R U . . .
N4 N 0.5603(4) 0.5468(3) 0.1993(3) 0.0242(10) Uani 0.2 1 d . . P A 1
C15 C 0.7782(4) 0.3696(4) 0.4177(4) 0.0237(11) Uani 1 1 d . . . . .
C16 C 0.6924(4) 0.8730(4) 0.4228(4) 0.0249(11) Uani 1 1 d . . . . .
H00M H 0.7152 0.9379 0.4057 0.030 Uiso 1 1 calc R U . . .
C17 C 0.5597(4) 0.5928(4) 0.0972(4) 0.0278(11) Uani 1 1 d . . . . .
H00N H 0.6078 0.5675 0.0417 0.033 Uiso 1 1 calc R U . A 1
C18 C 0.4904(4) 0.6749(4) 0.0748(4) 0.0275(12) Uani 1 1 d . . . . .
H00O H 0.4878 0.7065 0.0038 0.033 Uiso 1 1 calc R U . . .
C19 C 0.4245(5) 0.7101(4) 0.1585(4) 0.0310(12) Uani 1 1 d . . . . .
H00P H 0.3762 0.7671 0.1433 0.037 Uiso 1 1 calc R U . A 1
C20 C 0.8848(5) 0.4308(4) 0.4526(4) 0.0397(14) Uani 1 1 d . . . . .
H00E H 0.9216 0.4542 0.3859 0.060 Uiso 1 1 calc R U . . .
H00G H 0.9455 0.3924 0.4996 0.060 Uiso 1 1 calc R U . . .
H00H H 0.8587 0.4867 0.4956 0.060 Uiso 1 1 calc R U . . .
C4A C 0.5603(4) 0.5468(3) 0.1993(3) 0.0242(10) Uani 0.8 1 d . . P A 2
H00K H 0.6053 0.4882 0.2147 0.029 Uiso 0.8 1 calc R U P A 2
C1A N 0.4242(4) 0.6692(3) 0.2600(3) 0.0241(10) Uani 0.8 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N3 1.940(4) . ?
Cu1 N2 2.080(4) . ?
Cu1 N1 2.091(3) 3_666 ?
Cu1 Cl1 2.3094(13) . ?
N1 C10 1.343(5) . ?
N1 C12 1.354(5) . ?
N1 Cu1 2.091(3) 3_666 ?
N2 C6 1.331(5) . ?
N2 C9 1.362(5) . ?
C1 C2 1.336(6) . ?
C1 C19 1.336(6) . ?
C1 H005 0.9500 . ?
N3 C15 1.140(6) . ?
C2 N4 1.391(6) . ?
C2 C4 1.505(6) . ?
C3 C4 1.400(6) . ?
C3 C11 1.404(6) 3_666 ?
C3 C9 1.498(6) . ?
C4 C11 1.397(6) . ?
C5 C6 1.378(6) . ?
C5 C14 1.392(6) . ?
C5 H00A 0.9500 . ?
C6 H00B 0.9500 . ?
C7 C12 1.381(6) . ?
C7 C13 1.383(6) . ?
C7 H00C 0.9500 . ?
C8 C14 1.381(6) . ?
C8 C9 1.382(6) . ?
C8 H00D 0.9500 . ?
C10 C16 1.381(6) . ?
C10 H00F 0.9500 . ?
C11 C3 1.404(6) 3_666 ?
C11 C12 1.501(6) . ?
C13 C16 1.394(6) . ?
C13 H00I 0.9500 . ?
C14 H00J 0.9500 . ?
N4 C17 1.373(6) . ?
C15 C20 1.463(6) . ?
C16 H00M 0.9500 . ?
C17 C18 1.368(6) . ?
C17 H00N 0.9500 . ?
C18 C19 1.374(6) . ?
C18 H00O 0.9500 . ?
C19 H00P 0.9500 . ?
C20 H00E 0.9800 . ?
C20 H00G 0.9800 . ?
C20 H00H 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Cu1 N2 117.27(15) . . ?
N3 Cu1 N1 112.58(14) . 3_666 ?
N2 Cu1 N1 89.92(13) . 3_666 ?
N3 Cu1 Cl1 120.25(12) . . ?
N2 Cu1 Cl1 105.12(10) . . ?
N1 Cu1 Cl1 107.26(10) 3_666 . ?
C10 N1 C12 117.9(4) . . ?
C10 N1 Cu1 119.3(3) . 3_666 ?
C12 N1 Cu1 121.7(3) . 3_666 ?
C6 N2 C9 117.5(4) . . ?
C6 N2 Cu1 123.3(3) . . ?
C9 N2 Cu1 118.0(3) . . ?
C2 C1 C19 117.0(4) . . ?
C2 C1 H005 121.5 . . ?
C19 C1 H005 121.5 . . ?
C15 N3 Cu1 175.6(4) . . ?
C1 C2 N4 123.1(4) . . ?
C1 C2 C4 117.2(4) . . ?
N4 C2 C4 119.7(4) . . ?
C4 C3 C11 120.4(4) . 3_666 ?
C4 C3 C9 118.5(4) . . ?
C11 C3 C9 120.9(4) 3_666 . ?
C11 C4 C3 120.9(4) . . ?
C11 C4 C2 119.9(4) . . ?
C3 C4 C2 119.2(4) . . ?
C6 C5 C14 118.3(4) . . ?
C6 C5 H00A 120.8 . . ?
C14 C5 H00A 120.8 . . ?
N2 C6 C5 124.2(4) . . ?
N2 C6 H00B 117.9 . . ?
C5 C6 H00B 117.9 . . ?
C12 C7 C13 119.7(4) . . ?
C12 C7 H00C 120.1 . . ?
C13 C7 H00C 120.1 . . ?
C14 C8 C9 120.2(4) . . ?
C14 C8 H00D 119.9 . . ?
C9 C8 H00D 119.9 . . ?
N2 C9 C8 121.5(4) . . ?
N2 C9 C3 118.0(4) . . ?
C8 C9 C3 120.5(4) . . ?
N1 C10 C16 123.2(4) . . ?
N1 C10 H00F 118.4 . . ?
C16 C10 H00F 118.4 . . ?
C4 C11 C3 118.7(4) . 3_666 ?
C4 C11 C12 118.1(4) . . ?
C3 C11 C12 123.2(4) 3_666 . ?
N1 C12 C7 122.0(4) . . ?
N1 C12 C11 115.8(4) . . ?
C7 C12 C11 122.1(4) . . ?
C7 C13 C16 118.5(4) . . ?
C7 C13 H00I 120.8 . . ?
C16 C13 H00I 120.8 . . ?
C8 C14 C5 118.3(4) . . ?
C8 C14 H00J 120.9 . . ?
C5 C14 H00J 120.9 . . ?
C17 N4 C2 117.7(4) . . ?
N3 C15 C20 178.6(5) . . ?
C10 C16 C13 118.6(4) . . ?
C10 C16 H00M 120.7 . . ?
C13 C16 H00M 120.7 . . ?
C18 C17 N4 120.4(4) . . ?
C18 C17 H00N 119.8 . . ?
N4 C17 H00N 119.8 . . ?
C17 C18 C19 117.7(4) . . ?
C17 C18 H00O 121.1 . . ?
C19 C18 H00O 121.1 . . ?
C1 C19 C18 124.0(5) . . ?
C1 C19 H00P 118.0 . . ?
C18 C19 H00P 118.0 . . ?
C15 C20 H00E 109.5 . . ?
C15 C20 H00G 109.5 . . ?
H00E C20 H00G 109.5 . . ?
C15 C20 H00H 109.5 . . ?
H00E C20 H00H 109.5 . . ?
H00G C20 H00H 109.5 . . ?

_refine_diff_density_max         0.444
_refine_diff_density_min         -0.915
_refine_diff_density_rms         0.117

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_p-1
_database_code_depnum_ccdc_archive 'CCDC 1828475'
_audit_update_record             
;
2018-05-07 deposited with the CCDC.
2018-06-04 downloaded from the CCDC.
;
_audit_creation_date             2018-05-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H21 Cl Cu N4, C2 H3 N'
_chemical_formula_sum            'C25 H24 Cl Cu N5'
_chemical_formula_weight         493.48
_chemical_melting_point          ?
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'

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

_cell_length_a                   8.9830(18)
_cell_length_b                   12.124(2)
_cell_length_c                   12.321(3)
_cell_angle_alpha                106.64(3)
_cell_angle_beta                 94.63(3)
_cell_angle_gamma                108.42(3)
_cell_volume                     1198.0(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4255
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.020
_cell_measurement_theta_min      2.105
_shelx_estimated_absorpt_T_max   0.903
_shelx_estimated_absorpt_T_min   0.903
_exptl_absorpt_coefficient_mu    1.045
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             510
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.908
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7059
_diffrn_reflns_point_group_measured_fraction_full 0.908
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.020
_diffrn_reflns_theta_min         2.105
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.908
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3944
_reflns_number_total             4255
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker APEX II'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.528
_refine_diff_density_min         -1.349
_refine_diff_density_rms         0.139
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.171
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         4255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0347
_refine_ls_restrained_S_all      1.171
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1329
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C7(H7), C11(H11), C12(H12), C14(H14), C16(H16), C17(H17),
 C19(H19)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.27256(3) 0.67476(2) 0.38760(2) 0.01189(14) Uani 1 1 d . . . . .
Cl2 Cl 0.14830(6) 0.77531(5) 0.29991(4) 0.01661(17) Uani 1 1 d . . . . .
N1 N 0.3008(2) 0.54257(17) 0.24696(14) 0.0113(4) Uani 1 1 d . . . . .
N2 N 0.8577(2) 0.72540(17) 0.71247(14) 0.0117(4) Uani 1 1 d . . . . .
N3 N 0.5161(2) 0.77515(17) 0.41960(14) 0.0107(4) Uani 1 1 d . . . . .
N4 N 0.1953(2) 0.62727(17) 0.51589(15) 0.0152(4) Uani 1 1 d . . . . .
C1 C 0.6911(3) 0.8395(2) 0.68598(17) 0.0145(4) Uani 1 1 d . . . . .
H1 H 0.593464 0.840281 0.650935 0.017 Uiso 1 1 calc R . . . .
C2 C 0.7223(2) 0.7304(2) 0.66197(16) 0.0107(4) Uani 1 1 d . . . . .
C3 C 0.6071(2) 0.61195(19) 0.57808(16) 0.0097(4) Uani 1 1 d . . . . .
C4 C 0.4331(2) 0.4018(2) 0.17290(18) 0.0134(4) Uani 1 1 d . . . . .
H4 H 0.500144 0.358523 0.186970 0.016 Uiso 1 1 calc R . . . .
C5 C 0.5560(2) 0.60366(19) 0.46431(16) 0.0097(4) Uani 1 1 d . . . . .
C6 C 0.3942(2) 0.4791(2) 0.26436(16) 0.0100(4) Uani 1 1 d . . . . .
C7 C 0.5734(2) 0.8847(2) 0.40383(17) 0.0119(4) Uani 1 1 d . . . . .
H7 H 0.501601 0.926722 0.397729 0.014 Uiso 1 1 calc R . . . .
C8 C 0.2738(3) 0.4521(2) 0.04119(17) 0.0160(5) Uani 1 1 d . . . . .
C9 C 0.1576(2) 0.6008(2) 0.59350(17) 0.0135(4) Uani 1 1 d . . . . .
C10 C 0.4483(2) 0.4915(2) 0.38654(16) 0.0099(4) Uani 1 1 d . . . . .
C11 C 0.9637(3) 0.8298(2) 0.78679(17) 0.0161(5) Uani 1 1 d . . . . .
H11 H 1.057720 0.825764 0.824019 0.019 Uiso 1 1 calc R . . . .
C12 C 0.7756(2) 0.7617(2) 0.41580(16) 0.0121(4) Uani 1 1 d . . . . .
H12 H 0.844294 0.716516 0.418565 0.015 Uiso 1 1 calc R . . . .
C13 C 0.2014(3) 0.4385(3) -0.07834(19) 0.0250(5) Uani 1 1 d . . . . .
H13A H 0.104387 0.364766 -0.107074 0.037 Uiso 1 1 calc GR . . . .
H13B H 0.278264 0.430564 -0.129506 0.037 Uiso 1 1 calc GR . . . .
H13C H 0.174433 0.511167 -0.076428 0.037 Uiso 1 1 calc GR . . . .
C14 C 0.2434(2) 0.5283(2) 0.13725(17) 0.0137(4) Uani 1 1 d . . . . .
H14 H 0.177939 0.573439 0.125193 0.016 Uiso 1 1 calc R . . . .
C15 C 0.6183(2) 0.7154(2) 0.42946(16) 0.0103(4) Uani 1 1 d . . . . .
C16 C 0.3726(3) 0.3887(2) 0.06107(18) 0.0163(5) Uani 1 1 d . . . . .
H16 H 0.398631 0.336538 -0.002172 0.020 Uiso 1 1 calc R . . . .
C17 C 0.8047(3) 0.9469(2) 0.76173(18) 0.0184(5) Uani 1 1 d . . . . .
H17 H 0.786034 1.022345 0.778277 0.022 Uiso 1 1 calc R . . . .
C18 C 0.7316(3) 0.9408(2) 0.39583(16) 0.0136(4) Uani 1 1 d . . . . .
C19 C 0.8313(2) 0.8744(2) 0.39808(16) 0.0142(4) Uani 1 1 d . . . . .
H19 H 0.938120 0.906181 0.387451 0.017 Uiso 1 1 calc R . . . .
C20 C 0.9463(3) 0.9438(2) 0.81361(17) 0.0164(5) Uani 1 1 d . . . . .
C21 C 0.7861(3) 1.0675(2) 0.38554(19) 0.0199(5) Uani 1 1 d . . . . .
H21A H 0.751063 1.061848 0.306075 0.030 Uiso 1 1 calc GR . . . .
H21B H 0.902922 1.104073 0.405823 0.030 Uiso 1 1 calc GR . . . .
H21C H 0.739799 1.119253 0.438034 0.030 Uiso 1 1 calc GR . . . .
C22 C 0.1072(3) 0.5676(2) 0.69296(18) 0.0174(5) Uani 1 1 d . . . . .
H22A H 0.089346 0.480245 0.678928 0.026 Uiso 1 1 calc GR . . . .
H22B H 0.007907 0.582578 0.705238 0.026 Uiso 1 1 calc GR . . . .
H22C H 0.190564 0.617661 0.761584 0.026 Uiso 1 1 calc GR . . . .
N5 N 0.3657(3) 0.8296(3) -0.0893(2) 0.0461(7) Uani 1 1 d . . . . .
C23 C 1.0774(3) 1.0599(2) 0.8919(2) 0.0268(6) Uani 1 1 d . . . . .
H23A H 1.158022 1.037910 0.930503 0.040 Uiso 1 1 calc GR . . . .
H23B H 1.031748 1.106485 0.949958 0.040 Uiso 1 1 calc GR . . . .
H23C H 1.127229 1.110423 0.846120 0.040 Uiso 1 1 calc GR . . . .
C24 C 0.4042(3) 0.8482(3) 0.0060(2) 0.0327(6) Uani 1 1 d . . . . .
C25 C 0.4547(3) 0.8739(3) 0.1285(2) 0.0357(7) Uani 1 1 d . . . . .
H25A H 0.542836 0.844657 0.140039 0.054 Uiso 1 1 calc GR . . . .
H25B H 0.364848 0.831478 0.159427 0.054 Uiso 1 1 calc GR . . . .
H25C H 0.490441 0.962800 0.168674 0.054 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl2 2.3063(8) . ?
Cu1 N1 2.0912(19) . ?
Cu1 N3 2.080(2) . ?
Cu1 N4 1.9386(19) . ?
N1 C6 1.347(3) . ?
N1 C14 1.349(2) . ?
N2 C2 1.348(3) . ?
N2 C11 1.334(3) . ?
N3 C7 1.341(3) . ?
N3 C15 1.354(3) . ?
N4 C9 1.136(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.393(3) . ?
C1 C17 1.385(3) . ?
C2 C3 1.496(3) . ?
C3 C5 1.404(3) . ?
C3 C10 1.401(3) 2_666 ?
C4 H4 0.9500 . ?
C4 C6 1.392(3) . ?
C4 C16 1.385(3) . ?
C5 C10 1.406(3) . ?
C5 C15 1.492(3) . ?
C6 C10 1.494(3) . ?
C7 H7 0.9500 . ?
C7 C18 1.394(3) . ?
C8 C13 1.502(3) . ?
C8 C14 1.384(3) . ?
C8 C16 1.394(3) . ?
C9 C22 1.458(3) . ?
C10 C3 1.402(3) 2_666 ?
C11 H11 0.9500 . ?
C11 C20 1.389(3) . ?
C12 H12 0.9500 . ?
C12 C15 1.390(3) . ?
C12 C19 1.387(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C17 C20 1.393(3) . ?
C18 C19 1.383(3) . ?
C18 C21 1.504(3) . ?
C19 H19 0.9500 . ?
C20 C23 1.513(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
N5 C24 1.132(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.453(4) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 Cl2 102.61(5) . . ?
N3 Cu1 Cl2 106.13(5) . . ?
N3 Cu1 N1 89.81(8) . . ?
N4 Cu1 Cl2 119.75(6) . . ?
N4 Cu1 N1 119.36(8) . . ?
N4 Cu1 N3 114.54(8) . . ?
C6 N1 Cu1 119.57(13) . . ?
C6 N1 C14 118.10(17) . . ?
C14 N1 Cu1 121.89(14) . . ?
C11 N2 C2 117.69(19) . . ?
C7 N3 Cu1 122.18(13) . . ?
C7 N3 C15 118.17(18) . . ?
C15 N3 Cu1 117.74(15) . . ?
C9 N4 Cu1 176.59(17) . . ?
C2 C1 H1 120.5 . . ?
C17 C1 H1 120.5 . . ?
C17 C1 C2 119.0(2) . . ?
N2 C2 C1 122.1(2) . . ?
N2 C2 C3 116.24(18) . . ?
C1 C2 C3 121.70(18) . . ?
C5 C3 C2 120.47(18) . . ?
C10 C3 C2 119.49(17) 2_666 . ?
C10 C3 C5 120.04(19) 2_666 . ?
C6 C4 H4 120.5 . . ?
C16 C4 H4 120.5 . . ?
C16 C4 C6 119.05(19) . . ?
C3 C5 C10 119.68(19) . . ?
C3 C5 C15 118.58(18) . . ?
C10 C5 C15 121.74(17) . . ?
N1 C6 C4 121.73(17) . . ?
N1 C6 C10 116.74(17) . . ?
C4 C6 C10 121.48(17) . . ?
N3 C7 H7 117.9 . . ?
N3 C7 C18 124.11(19) . . ?
C18 C7 H7 117.9 . . ?
C14 C8 C13 120.9(2) . . ?
C14 C8 C16 116.88(18) . . ?
C16 C8 C13 122.2(2) . . ?
N4 C9 C22 179.1(2) . . ?
C3 C10 C5 120.28(18) 2_666 . ?
C3 C10 C6 118.76(18) 2_666 . ?
C5 C10 C6 120.94(18) . . ?
N2 C11 H11 117.7 . . ?
N2 C11 C20 124.7(2) . . ?
C20 C11 H11 117.7 . . ?
C15 C12 H12 120.3 . . ?
C19 C12 H12 120.3 . . ?
C19 C12 C15 119.30(19) . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 C8 124.12(19) . . ?
N1 C14 H14 117.9 . . ?
C8 C14 H14 117.9 . . ?
N3 C15 C5 116.30(18) . . ?
N3 C15 C12 121.2(2) . . ?
C12 C15 C5 122.32(18) . . ?
C4 C16 C8 120.1(2) . . ?
C4 C16 H16 119.9 . . ?
C8 C16 H16 119.9 . . ?
C1 C17 H17 120.1 . . ?
C1 C17 C20 119.8(2) . . ?
C20 C17 H17 120.1 . . ?
C7 C18 C21 119.85(19) . . ?
C19 C18 C7 116.7(2) . . ?
C19 C18 C21 123.4(2) . . ?
C12 C19 H19 119.9 . . ?
C18 C19 C12 120.2(2) . . ?
C18 C19 H19 119.9 . . ?
C11 C20 C17 116.8(2) . . ?
C11 C20 C23 121.6(2) . . ?
C17 C20 C23 121.6(2) . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C22 H22A 109.5 . . ?
C9 C22 H22B 109.5 . . ?
C9 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N5 C24 C25 179.2(4) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

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

data_5all
_database_code_depnum_ccdc_archive 'CCDC 1828478'
_audit_update_record             
;
2018-05-05 deposited with the CCDC.
2018-06-04 downloaded from the CCDC.
;
_audit_creation_date             2018-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H18 Cl2 Cu2 N3, C4 H8 O'
_chemical_formula_sum            'C25 H26 Cl2 Cu2 N3 O'
_chemical_formula_weight         582.47
_chemical_melting_point          ?
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 0.0063 0.0031 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0112 0.0059 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1453 0.1556 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3450 1.2548 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.4650(19)
_cell_length_b                   14.559(3)
_cell_length_c                   17.362(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.38(3)
_cell_angle_gamma                90
_cell_volume                     2382.0(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6850
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.533
_cell_measurement_theta_min      2.129
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.955
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1188
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       -24
_diffrn_reflns_limit_l_min       24
_diffrn_reflns_number            6850
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        24.835
_diffrn_reflns_theta_max         29.533
_diffrn_reflns_theta_min         2.129
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6066
_reflns_number_total             6850
_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_data_collection       'PAL BL2D-SMDC Program'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.555
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.130
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         6850
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0350
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0828P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1086
_refine_ls_wR_factor_ref         0.1106
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C14(H14), C16(H16),
 C18(H18)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.84631(2) 0.64018(2) 0.52252(2) 0.01062(7) Uani 1 1 d . . . . .
Cu2 Cu 0.12645(2) 0.58029(2) 0.53308(2) 0.01425(8) Uani 1 1 d . . . . .
Cl1 Cl 0.11648(4) 0.50157(3) 0.41978(2) 0.01283(9) Uani 1 1 d . . . . .
Cl2 Cl 1.04102(4) 0.74078(3) 0.52888(3) 0.01396(10) Uani 1 1 d . . . . .
N1 N 0.67408(14) 0.72517(9) 0.54264(8) 0.0095(3) Uani 1 1 d . . . . .
N2 N 0.77025(15) 0.63781(9) 0.40692(8) 0.0093(3) Uani 1 1 d . . . . .
N3 N 0.25585(14) 0.59562(10) 0.63186(8) 0.0100(3) Uani 1 1 d . . . . .
C1 C 0.51980(16) 0.59458(10) 0.51393(10) 0.0078(3) Uani 1 1 d . . . . .
C2 C 0.45118(15) 0.53948(10) 0.56546(9) 0.0075(3) Uani 1 1 d . . . . .
C3 C 0.53952(16) 0.69450(11) 0.53071(9) 0.0083(3) Uani 1 1 d . . . . .
C4 C 0.56836(15) 0.55470(10) 0.44805(9) 0.0078(3) Uani 1 1 d . . . . .
C5 C 0.63567(16) 0.61038(10) 0.38885(9) 0.0078(3) Uani 1 1 d . . . . .
C6 C 0.42312(17) 0.75267(11) 0.53570(10) 0.0111(3) Uani 1 1 d . . . . .
H6 H 0.331126 0.730372 0.525843 0.013 Uiso 1 1 calc R . . . .
C7 C 0.39630(16) 0.58032(10) 0.63552(9) 0.0077(3) Uani 1 1 d . . . . .
C8 C 0.69446(17) 0.81473(11) 0.55953(10) 0.0115(3) Uani 1 1 d . . . . .
H8 H 0.787240 0.836434 0.565792 0.014 Uiso 1 1 calc R . . . .
C9 C 0.83385(17) 0.68697(11) 0.35504(10) 0.0119(3) Uani 1 1 d . . . . .
H9 H 0.927324 0.705144 0.367748 0.014 Uiso 1 1 calc R . . . .
C10 C 0.44665(18) 0.84389(12) 0.55552(10) 0.0130(3) Uani 1 1 d . . . . .
H10 H 0.370384 0.883065 0.560380 0.016 Uiso 1 1 calc R . . . .
C11 C 0.62935(17) 0.68267(11) 0.26459(10) 0.0113(3) Uani 1 1 d . . . . .
H11 H 0.581734 0.697370 0.216881 0.014 Uiso 1 1 calc R . . . .
C12 C 0.43018(19) 0.63681(11) 0.76537(10) 0.0128(3) Uani 1 1 d . . . . .
H12 H 0.489137 0.649332 0.810030 0.015 Uiso 1 1 calc R . . . .
C13 C 0.76818(17) 0.71255(11) 0.28300(10) 0.0112(3) Uani 1 1 d . . . . .
C14 C 0.56203(17) 0.63084(11) 0.31760(10) 0.0098(3) Uani 1 1 d . . . . .
H14 H 0.469566 0.610197 0.305745 0.012 Uiso 1 1 calc R . . . .
O1 O 0.7296(2) 0.50263(18) 0.82888(12) 0.0524(6) Uani 1 1 d . . . . .
C15 C 0.58550(18) 0.87675(11) 0.56818(10) 0.0126(3) Uani 1 1 d . . . . .
C16 C 0.48597(17) 0.59935(11) 0.70129(10) 0.0116(3) Uani 1 1 d . . . . .
H16 H 0.582596 0.587143 0.702473 0.014 Uiso 1 1 calc R . . . .
C17 C 0.28593(19) 0.65553(12) 0.76256(10) 0.0141(3) Uani 1 1 d . . . . .
C18 C 0.20345(18) 0.63288(12) 0.69417(10) 0.0143(3) Uani 1 1 d . . . . .
H18 H 0.106438 0.644266 0.691577 0.017 Uiso 1 1 calc R . . . .
C19 C 0.8450(2) 0.77277(13) 0.23025(11) 0.0170(3) Uani 1 1 d . . . . .
H19A H 0.891656 0.821717 0.259667 0.026 Uiso 1 1 calc GR . . . .
H19B H 0.778140 0.798084 0.190904 0.026 Uiso 1 1 calc GR . . . .
H19C H 0.914171 0.736959 0.206486 0.026 Uiso 1 1 calc GR . . . .
C20 C 0.6173(2) 0.97363(12) 0.59413(12) 0.0198(4) Uani 1 1 d . . . . .
H20A H 0.629797 0.975738 0.649616 0.030 Uiso 1 1 calc GR . . . .
H20B H 0.539828 1.012843 0.575734 0.030 Uiso 1 1 calc GR . . . .
H20C H 0.702545 0.994198 0.573620 0.030 Uiso 1 1 calc GR . . . .
C21 C 0.2219(2) 0.69825(15) 0.83007(11) 0.0243(4) Uani 1 1 d . . . . .
H21A H 0.286811 0.692481 0.875713 0.036 Uiso 1 1 calc GR . . . .
H21B H 0.134695 0.667476 0.837992 0.036 Uiso 1 1 calc GR . . . .
H21C H 0.203176 0.762073 0.819605 0.036 Uiso 1 1 calc GR . . . .
C22 C 0.9666(3) 0.46814(17) 0.81514(15) 0.0328(5) Uani 1 1 d . . . . .
H22A H 0.995558 0.517980 0.783045 0.039 Uiso 1 1 calc R . . . .
H22B H 1.032219 0.417271 0.812775 0.039 Uiso 1 1 calc R . . . .
C23 C 0.8167(3) 0.4390(2) 0.79150(15) 0.0375(6) Uani 1 1 d . . . . .
H23A H 0.796370 0.442030 0.735745 0.045 Uiso 1 1 calc R . . . .
H23B H 0.800490 0.376676 0.808392 0.045 Uiso 1 1 calc R . . . .
C24 C 0.8128(3) 0.54421(18) 0.89247(17) 0.0431(7) Uani 1 1 d . . . . .
H24A H 0.768627 0.534703 0.940054 0.052 Uiso 1 1 calc R . . . .
H24B H 0.821391 0.609743 0.883999 0.052 Uiso 1 1 calc R . . . .
C25 C 0.9567(3) 0.4992(2) 0.89754(17) 0.0439(7) Uani 1 1 d . . . . .
H25A H 0.961724 0.447575 0.932958 0.053 Uiso 1 1 calc R . . . .
H25B H 1.031367 0.542648 0.913866 0.053 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cu2 2.7808(6) 1_655 ?
Cu1 Cl1 2.3066(6) 3_666 ?
Cu1 Cl2 2.3485(6) . ?
Cu1 N1 2.1018(14) . ?
Cu1 N2 2.0680(15) . ?
Cu2 Cu1 2.7808(6) 1_455 ?
Cu2 Cl1 2.2710(6) . ?
Cu2 Cl2 2.4713(6) 1_455 ?
Cu2 N3 2.0242(15) . ?
Cl1 Cu1 2.3066(6) 3_666 ?
Cl2 Cu2 2.4713(6) 1_655 ?
N1 C3 1.347(2) . ?
N1 C8 1.346(2) . ?
N2 C5 1.3437(19) . ?
N2 C9 1.337(2) . ?
N3 C7 1.343(2) . ?
N3 C18 1.346(2) . ?
C1 C2 1.405(2) . ?
C1 C3 1.492(2) . ?
C1 C4 1.398(2) . ?
C2 C4 1.400(2) 3_666 ?
C2 C7 1.490(2) . ?
C3 C6 1.399(2) . ?
C4 C2 1.400(2) 3_666 ?
C4 C5 1.497(2) . ?
C5 C14 1.394(2) . ?
C6 C10 1.385(2) . ?
C7 C16 1.386(2) . ?
C8 C15 1.389(2) . ?
C9 C13 1.394(2) . ?
C10 C15 1.396(2) . ?
C11 C13 1.393(2) . ?
C11 C14 1.390(2) . ?
C12 C16 1.387(2) . ?
C12 C17 1.389(3) . ?
C13 C19 1.504(2) . ?
O1 C23 1.435(4) . ?
O1 C24 1.429(4) . ?
C15 C20 1.502(2) . ?
C17 C18 1.398(2) . ?
C17 C21 1.504(3) . ?
C22 C23 1.501(4) . ?
C22 C25 1.512(4) . ?
C24 C25 1.507(5) . ?

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
Cl1 Cu1 Cu2 65.483(17) 3_666 1_655 ?
Cl1 Cu1 Cl2 116.77(2) 3_666 . ?
Cl2 Cu1 Cu2 56.857(17) . 1_655 ?
N1 Cu1 Cu2 157.40(4) . 1_655 ?
N1 Cu1 Cl1 122.94(4) . 3_666 ?
N1 Cu1 Cl2 104.03(4) . . ?
N2 Cu1 Cu2 107.57(5) . 1_655 ?
N2 Cu1 Cl1 115.58(4) . 3_666 ?
N2 Cu1 Cl2 104.85(5) . . ?
N2 Cu1 N1 88.06(6) . . ?
Cl1 Cu2 Cu1 98.00(3) . 1_455 ?
Cl1 Cu2 Cl2 117.69(2) . 1_455 ?
Cl2 Cu2 Cu1 52.722(10) 1_455 1_455 ?
N3 Cu2 Cu1 121.25(5) . 1_455 ?
N3 Cu2 Cl1 139.66(4) . . ?
N3 Cu2 Cl2 95.23(4) . 1_455 ?
Cu2 Cl1 Cu1 94.77(2) . 3_666 ?
Cu1 Cl2 Cu2 70.421(18) . 1_655 ?
C3 N1 Cu1 121.07(11) . . ?
C8 N1 Cu1 120.59(11) . . ?
C8 N1 C3 117.95(14) . . ?
C5 N2 Cu1 117.89(11) . . ?
C9 N2 Cu1 120.48(11) . . ?
C9 N2 C5 118.59(14) . . ?
C7 N3 Cu2 122.63(12) . . ?
C7 N3 C18 117.80(15) . . ?
C18 N3 Cu2 119.09(11) . . ?
C2 C1 C3 119.29(14) . . ?
C4 C1 C2 119.39(14) . . ?
C4 C1 C3 121.32(14) . . ?
C1 C2 C7 120.60(13) . . ?
C4 C2 C1 120.93(14) 3_666 . ?
C4 C2 C7 118.47(14) 3_666 . ?
N1 C3 C1 116.90(13) . . ?
N1 C3 C6 121.90(14) . . ?
C6 C3 C1 121.18(14) . . ?
C1 C4 C2 119.68(14) . 3_666 ?
C1 C4 C5 122.03(14) . . ?
C2 C4 C5 118.24(14) 3_666 . ?
N2 C5 C4 117.10(14) . . ?
N2 C5 C14 121.86(15) . . ?
C14 C5 C4 121.02(14) . . ?
C10 C6 C3 119.14(15) . . ?
N3 C7 C2 116.53(14) . . ?
N3 C7 C16 122.19(15) . . ?
C16 C7 C2 121.27(14) . . ?
N1 C8 C15 124.07(15) . . ?
N2 C9 C13 123.81(15) . . ?
C6 C10 C15 119.65(15) . . ?
C14 C11 C13 119.91(15) . . ?
C16 C12 C17 119.74(16) . . ?
C9 C13 C19 120.13(15) . . ?
C11 C13 C9 117.02(15) . . ?
C11 C13 C19 122.81(15) . . ?
C11 C14 C5 118.78(15) . . ?
C24 O1 C23 109.0(2) . . ?
C8 C15 C10 117.23(15) . . ?
C8 C15 C20 120.84(16) . . ?
C10 C15 C20 121.86(16) . . ?
C7 C16 C12 119.33(15) . . ?
C12 C17 C18 116.91(16) . . ?
C12 C17 C21 121.38(17) . . ?
C18 C17 C21 121.71(17) . . ?
N3 C18 C17 124.01(16) . . ?
C23 C22 C25 101.7(2) . . ?
O1 C23 C22 105.2(2) . . ?
O1 C24 C25 106.9(2) . . ?
C24 C25 C22 102.1(2) . . ?

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

data_output
_database_code_depnum_ccdc_archive 'CCDC 1828474'
_audit_update_record             
;
2018-05-05 deposited with the CCDC.
2018-06-04 downloaded from the CCDC.
;
_audit_creation_date             2018-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H39 Cl Cu N7, 2(C2 H3 N)'
_chemical_formula_sum            'C48 H45 Cl Cu N9'
_chemical_formula_weight         846.92
_chemical_melting_point          ?
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'

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

_cell_length_a                   23.704(5)
_cell_length_b                   14.101(3)
_cell_length_c                   27.437(6)
_cell_angle_alpha                90
_cell_angle_beta                 108.20(3)
_cell_angle_gamma                90
_cell_volume                     8712(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    23620
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.575
_cell_measurement_theta_min      1.563
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.607
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dull yellow'
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             3536
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            23620
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.575
_diffrn_reflns_theta_min         1.563
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           synchrotron
_diffrn_source                   synchrotron
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10829
_reflns_number_total             12165
_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_data_collection       'PAL BL2D-SMDC Program'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.726
_refine_diff_density_min         -1.877
_refine_diff_density_rms         0.146
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         12165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0924
_refine_ls_R_factor_gt           0.0859
_refine_ls_restrained_S_all      1.165
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0772P)²+69.4714P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2237
_refine_ls_wR_factor_ref         0.2273
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{N7, C1A}
{C35, N35}
3. Uiso/Uaniso restraints and constraints
Uanis(N7) = Uanis(C1A)
Uanis(C35) = Uanis(N35)
4. Others
 Fixed Sof: N7(0.5) C35(0.5) H35(0.5) C1A(0.5) H1A(0.5) N35(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C9(H9), C12(H12), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19),
 C20(H20), C22(H22), C25(H25), C26(H26), C32(H32), C35(H35), C37(H37), C38(H38),
  C41(H41), C44(H44), C1A(H1A)
5.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C31(H31A,H31B,H31C), C33(H33A,H33B,H33C), C34(H34A,H34B,
 H34C), C36(H36A,H36B,H36C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C), C47(H47A,
 H47B,H47C), C48(H48A,H48B,H48C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.57587(2) 0.46391(3) 0.43243(2) 0.02336(12) Uani 1 1 d . . . . .
Cl1 Cl 0.65298(4) 0.36527(8) 0.47606(4) 0.0352(2) Uani 1 1 d . . . . .
N1 N 0.51811(12) 0.3833(2) 0.37452(11) 0.0202(5) Uani 1 1 d . . . . .
N2 N 0.31634(13) 0.4787(2) 0.30191(12) 0.0226(6) Uani 1 1 d . . . . .
N3 N 0.29622(13) 0.7151(2) 0.30193(12) 0.0236(6) Uani 1 1 d . . . . .
N4 N 0.60639(12) 0.5267(2) 0.37602(11) 0.0205(5) Uani 1 1 d . . . . .
N5 N 0.54185(15) 0.5572(2) 0.46738(13) 0.0275(6) Uani 1 1 d . . . . .
C1 C 0.47918(14) 0.4277(2) 0.33479(13) 0.0186(6) Uani 1 1 d . . . . .
C2 C 0.36627(14) 0.4815(2) 0.34211(13) 0.0191(6) Uani 1 1 d . . . . .
C3 C 0.56912(14) 0.5776(2) 0.33794(13) 0.0189(6) Uani 1 1 d . . . . .
C4 C 0.41037(14) 0.5565(2) 0.34157(13) 0.0188(6) Uani 1 1 d . . . . .
C5 C 0.46716(14) 0.5308(2) 0.34048(13) 0.0187(6) Uani 1 1 d . . . . .
N6 N 0.44756(19) 0.8593(2) 0.39906(15) 0.0368(8) Uani 1 1 d . . . . .
C6 C 0.50965(14) 0.6015(2) 0.34197(13) 0.0193(6) Uani 1 1 d . . . . .
C7 C 0.58587(14) 0.6081(2) 0.29559(13) 0.0205(6) Uani 1 1 d . . . . .
H7 H 0.559637 0.643157 0.269506 0.025 Uiso 1 1 calc R . . . .
C8 C 0.33454(14) 0.6788(2) 0.34458(13) 0.0207(6) Uani 1 1 d . . . . .
C9 C 0.64184(14) 0.5855(2) 0.29311(13) 0.0213(6) Uani 1 1 d . . . . .
H9 H 0.653340 0.605145 0.265265 0.026 Uiso 1 1 calc R . . . .
C10 C 0.43756(15) 0.7233(2) 0.34491(14) 0.0212(6) Uani 1 1 d . . . . .
C11 C 0.39495(14) 0.6525(2) 0.34259(13) 0.0191(6) Uani 1 1 d . . . . .
C12 C 0.32038(15) 0.6650(3) 0.38991(14) 0.0238(7) Uani 1 1 d . . . . .
H12 H 0.347844 0.638453 0.418657 0.029 Uiso 1 1 calc R . . . .
C13 C 0.68058(14) 0.5334(2) 0.33236(13) 0.0207(6) Uani 1 1 d . . . . .
C14 C 0.49792(16) 0.2363(2) 0.32730(15) 0.0240(7) Uani 1 1 d . . . . .
C15 C 0.37709(15) 0.4176(2) 0.38280(14) 0.0230(6) Uani 1 1 d . . . . .
H15 H 0.411627 0.422071 0.410561 0.028 Uiso 1 1 calc R . . . .
C16 C 0.27722(15) 0.4103(3) 0.30174(15) 0.0254(7) Uani 1 1 d . . . . .
H16 H 0.242645 0.408146 0.273904 0.030 Uiso 1 1 calc R . . . .
C17 C 0.44816(15) 0.3799(2) 0.29024(14) 0.0226(6) Uani 1 1 d . . . . .
H17 H 0.421566 0.412088 0.263108 0.027 Uiso 1 1 calc R . . . .
C18 C 0.52708(16) 0.2899(2) 0.37034(15) 0.0238(7) Uani 1 1 d . . . . .
H18 H 0.554315 0.259388 0.397786 0.029 Uiso 1 1 calc R . . . .
C19 C 0.26440(16) 0.6918(3) 0.39104(15) 0.0256(7) Uani 1 1 d . . . . .
H19 H 0.254252 0.684407 0.420934 0.031 Uiso 1 1 calc R . . . .
C20 C 0.24201(16) 0.7388(3) 0.30401(15) 0.0262(7) Uani 1 1 d . . . . .
H20 H 0.214827 0.763115 0.274429 0.031 Uiso 1 1 calc R . . . .
C21 C 0.49496(15) 0.6969(2) 0.34535(13) 0.0215(6) Uani 1 1 d . . . . .
C22 C 0.33572(16) 0.3476(2) 0.38126(15) 0.0240(7) Uani 1 1 d . . . . .
H22 H 0.342475 0.304146 0.407982 0.029 Uiso 1 1 calc R . . . .
C23 C 0.22374(15) 0.7295(2) 0.34750(15) 0.0245(7) Uani 1 1 d . . . . .
C24 C 0.28391(15) 0.3422(2) 0.33964(15) 0.0239(7) Uani 1 1 d . . . . .
C25 C 0.45744(16) 0.2832(2) 0.28680(15) 0.0246(7) Uani 1 1 d . . . . .
H25 H 0.436577 0.250001 0.257422 0.030 Uiso 1 1 calc R . . . .
C26 C 0.66044(15) 0.5057(3) 0.37279(14) 0.0233(6) Uani 1 1 d . . . . .
H26 H 0.685993 0.470424 0.399194 0.028 Uiso 1 1 calc R . . . .
C27 C 0.42389(16) 0.8253(2) 0.35125(16) 0.0251(7) Uani 1 1 d . . . . .
C28 C 0.74189(16) 0.5059(3) 0.33203(16) 0.0279(7) Uani 1 1 d . . . . .
H28A H 0.744096 0.438284 0.329172 0.042 Uiso 1 1 calc GR . . . .
H28B H 0.770658 0.526622 0.363324 0.042 Uiso 1 1 calc GR . . . .
H28C H 0.749989 0.535399 0.303373 0.042 Uiso 1 1 calc GR . . . .
N7 N 0.53819(17) 0.8347(3) 0.31360(17) 0.0343(8) Uani 0.5 1 d . . P A 1
C29 C 0.51936(18) 0.6188(3) 0.48030(15) 0.0300(8) Uani 1 1 d . . . . .
C30 C 0.54116(16) 0.7726(3) 0.35236(16) 0.0263(7) Uani 1 1 d . . . . .
C31 C 0.51111(19) 0.1323(3) 0.32468(17) 0.0308(8) Uani 1 1 d . . . . .
H31A H 0.540983 0.124173 0.308123 0.046 Uiso 1 1 calc GR . . . .
H31B H 0.475581 0.099651 0.305461 0.046 Uiso 1 1 calc GR . . . .
H31C H 0.525177 0.106706 0.358775 0.046 Uiso 1 1 calc GR . . . .
C32 C 0.39052(17) 0.8800(3) 0.31048(18) 0.0316(8) Uani 1 1 d . . . . .
H32 H 0.375033 0.854027 0.277845 0.038 Uiso 1 1 calc R . . . .
C33 C 0.23781(18) 0.2670(3) 0.33488(18) 0.0332(8) Uani 1 1 d . . . . .
H33A H 0.201483 0.295935 0.335789 0.050 Uiso 1 1 calc GR . . . .
H33B H 0.251403 0.223080 0.362825 0.050 Uiso 1 1 calc GR . . . .
H33C H 0.231011 0.233958 0.302979 0.050 Uiso 1 1 calc GR . . . .
C34 C 0.16293(17) 0.7598(3) 0.34678(18) 0.0325(8) Uani 1 1 d . . . . .
H34A H 0.135933 0.707490 0.336332 0.049 Uiso 1 1 calc GR . . . .
H34B H 0.149738 0.811315 0.323058 0.049 Uiso 1 1 calc GR . . . .
H34C H 0.164143 0.780101 0.380494 0.049 Uiso 1 1 calc GR . . . .
N8 N 0.7821(2) 0.6458(4) 0.45599(19) 0.0571(12) Uani 1 1 d . . . . .
C35 C 0.58482(19) 0.7779(3) 0.39855(18) 0.0433(10) Uani 0.5 1 d . . P A 1
H35 H 0.587340 0.733131 0.424021 0.052 Uiso 0.5 1 calc R . P A 1
C36 C 0.4909(2) 0.6991(3) 0.49646(19) 0.0405(10) Uani 1 1 d . . . . .
H36A H 0.479775 0.745242 0.469420 0.061 Uiso 1 1 calc GR . . . .
H36B H 0.518034 0.727196 0.526569 0.061 Uiso 1 1 calc GR . . . .
H36C H 0.456092 0.677722 0.504051 0.061 Uiso 1 1 calc GR . . . .
C37 C 0.5807(2) 0.9048(3) 0.3225(2) 0.0415(11) Uani 1 1 d . . . . .
H37 H 0.579932 0.946399 0.295935 0.050 Uiso 1 1 calc R . . A 2
C38 C 0.38073(18) 0.9751(3) 0.3197(2) 0.0377(10) Uani 1 1 d . . . . .
H38 H 0.358533 1.013619 0.293036 0.045 Uiso 1 1 calc R . . . .
N9 N 0.5655(3) 1.0962(4) 0.4583(2) 0.0674(15) Uani 1 1 d . . . . .
C39 C 0.4043(2) 1.0116(3) 0.3687(2) 0.0395(11) Uani 1 1 d . . . . .
C40 C 0.7435(3) 0.6332(4) 0.4728(2) 0.0509(13) Uani 1 1 d . . . . .
C41 C 0.4380(3) 0.9514(3) 0.4070(2) 0.0436(11) Uani 1 1 d . . . . .
H41 H 0.454847 0.975999 0.439781 0.052 Uiso 1 1 calc R . . . .
C42 C 0.6241(2) 0.9158(3) 0.3688(2) 0.0454(12) Uani 1 1 d . . . . .
C43 C 0.6137(3) 1.1035(4) 0.4865(2) 0.0504(13) Uani 1 1 d . . . . .
C44 C 0.6248(2) 0.8508(4) 0.4064(2) 0.0518(13) Uani 1 1 d . . . . .
H44 H 0.653484 0.856638 0.438373 0.062 Uiso 1 1 calc R . . A 2
C45 C 0.3956(3) 1.1145(3) 0.3813(3) 0.0541(15) Uani 1 1 d . . . . .
H45A H 0.376613 1.148434 0.350133 0.081 Uiso 1 1 calc GR . . . .
H45B H 0.433475 1.142725 0.398310 0.081 Uiso 1 1 calc GR . . . .
H45C H 0.371148 1.117217 0.403314 0.081 Uiso 1 1 calc GR . . . .
C46 C 0.6961(4) 0.6192(6) 0.4948(3) 0.085(3) Uani 1 1 d . . . . .
H46A H 0.660389 0.647870 0.473025 0.127 Uiso 1 1 calc GR . . . .
H46B H 0.706773 0.648019 0.528148 0.127 Uiso 1 1 calc GR . . . .
H46C H 0.689764 0.552564 0.497808 0.127 Uiso 1 1 calc GR . . . .
C47 C 0.6723(3) 1.1154(5) 0.5228(3) 0.0643(17) Uani 1 1 d . . . . .
H47A H 0.696818 1.149834 0.506842 0.096 Uiso 1 1 calc GR . . . .
H47B H 0.689610 1.054230 0.533453 0.096 Uiso 1 1 calc GR . . . .
H47C H 0.669582 1.149892 0.552077 0.096 Uiso 1 1 calc GR . . . .
C48 C 0.6692(3) 0.9949(4) 0.3777(4) 0.086(3) Uani 1 1 d . . . . .
H48A H 0.669720 1.019772 0.345247 0.128 Uiso 1 1 calc GR . . . .
H48B H 0.707837 0.970696 0.396150 0.128 Uiso 1 1 calc GR . . . .
H48C H 0.658771 1.044445 0.397276 0.128 Uiso 1 1 calc GR . . . .
C1A C 0.53819(17) 0.8347(3) 0.31360(17) 0.0343(8) Uani 0.5 1 d . . P A 2
H1A H 0.508451 0.829879 0.282186 0.041 Uiso 0.5 1 calc R . P A 2
N35 N 0.58482(19) 0.7779(3) 0.39855(18) 0.0433(10) Uani 0.5 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl1 2.3114(12) . ?
Cu1 N1 2.081(3) . ?
Cu1 N4 2.098(3) . ?
Cu1 N5 1.945(3) . ?
N7a C30 1.362(5) . ?
C35a H35 0.9300 . ?
N7a C37 1.378(6) . ?
C35a C44 1.369(6) . ?
C1Ab H1A 0.9300 . ?
N1 C1 1.343(4) . ?
N1 C18 1.346(4) . ?
N2 C2 1.343(4) . ?
N2 C16 1.337(4) . ?
N3 C8 1.339(4) . ?
N3 C20 1.346(4) . ?
N4 C3 1.346(4) . ?
N4 C26 1.345(4) . ?
N5 C29 1.132(5) . ?
C1 C5 1.500(4) . ?
C1 C17 1.388(5) . ?
C2 C4 1.490(4) . ?
C2 C15 1.395(5) . ?
C3 C6 1.487(4) . ?
C3 C7 1.407(5) . ?
C4 C5 1.403(4) . ?
C4 C11 1.405(4) . ?
C5 C6 1.409(4) . ?
N6 C27 1.344(5) . ?
N6 C41 1.347(5) . ?
C6 C21 1.399(5) . ?
C7 H7 0.9300 . ?
C7 C9 1.387(5) . ?
C8 C11 1.496(4) . ?
C8 C12 1.399(5) . ?
C9 H9 0.9300 . ?
C9 C13 1.387(5) . ?
C10 C11 1.407(4) . ?
C10 C21 1.407(5) . ?
C10 C27 1.497(5) . ?
C12 H12 0.9300 . ?
C12 C19 1.389(5) . ?
C13 C26 1.394(5) . ?
C13 C28 1.507(5) . ?
C14 C18 1.391(5) . ?
C14 C25 1.389(5) . ?
C14 C31 1.506(5) . ?
C15 H15 0.9300 . ?
C15 C22 1.383(5) . ?
C16 H16 0.9300 . ?
C16 C24 1.388(5) . ?
C17 H17 0.9300 . ?
C17 C25 1.388(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C19 C23 1.385(5) . ?
C20 H20 0.9300 . ?
C20 C23 1.397(5) . ?
C21 C30 1.499(5) . ?
C22 H22 0.9300 . ?
C22 C24 1.394(5) . ?
C23 C34 1.498(5) . ?
C24 C33 1.498(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C32 1.385(6) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C36 1.456(6) . ?
C30 C35 1.365(6) . ?
C30 C1A 1.362(5) . ?
C30 N35 1.365(6) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32 0.9300 . ?
C32 C38 1.398(5) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
N8 C40 1.161(7) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37 0.9300 . ?
C37 C42 1.372(8) . ?
C37 C1A 1.378(6) . ?
C38 H38 0.9300 . ?
C38 C39 1.385(7) . ?
N9 C43 1.168(8) . ?
C39 C41 1.392(8) . ?
C39 C45 1.520(6) . ?
C40 C46 1.443(8) . ?
C41 H41 0.9300 . ?
C42 C44 1.377(8) . ?
C42 C48 1.512(7) . ?
C43 C47 1.444(8) . ?
C44 H44 0.9300 . ?
C44 N35 1.369(6) . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N7a C30 C21 120.0(4) . . ?
C1Ab C30 C21 120.0(4) . . ?
N35b C30 C21 118.0(4) . . ?
C35a C30 C21 118.0(4) . . ?
N7a C30 C35 121.9(4) . . ?
N1 Cu1 Cl1 106.98(9) . . ?
N1 Cu1 N4 87.91(11) . . ?
N4 Cu1 Cl1 103.70(8) . . ?
N5 Cu1 Cl1 122.29(10) . . ?
N5 Cu1 N1 118.07(13) . . ?
N5 Cu1 N4 111.70(13) . . ?
C1 N1 Cu1 119.2(2) . . ?
C1 N1 C18 118.3(3) . . ?
C18 N1 Cu1 121.1(2) . . ?
C16 N2 C2 117.2(3) . . ?
C8 N3 C20 117.0(3) . . ?
C3 N4 Cu1 120.3(2) . . ?
C26 N4 Cu1 120.7(2) . . ?
C1Ab C30 N35 121.9(4) . . ?
C1Ab C37 H37 118.7 . . ?
N35b C44 C42 122.4(5) . . ?
C35a C44 C42 122.4(5) . . ?
N35b C44 H44 118.8 . . ?
C26 N4 C3 118.3(3) . . ?
C29 N5 Cu1 168.9(3) . . ?
N1 C1 C5 118.1(3) . . ?
N1 C1 C17 122.0(3) . . ?
C17 C1 C5 119.8(3) . . ?
N2 C2 C4 117.0(3) . . ?
N2 C2 C15 122.2(3) . . ?
C15 C2 C4 120.8(3) . . ?
N4 C3 C6 118.1(3) . . ?
N4 C3 C7 121.2(3) . . ?
C7 C3 C6 120.7(3) . . ?
C5 C4 C2 119.9(3) . . ?
C5 C4 C11 120.4(3) . . ?
C11 C4 C2 119.7(3) . . ?
C4 C5 C1 117.8(3) . . ?
C4 C5 C6 119.9(3) . . ?
C6 C5 C1 122.1(3) . . ?
C27 N6 C41 117.5(4) . . ?
C5 C6 C3 121.6(3) . . ?
C21 C6 C3 119.0(3) . . ?
C21 C6 C5 119.4(3) . . ?
C3 C7 H7 120.3 . . ?
C9 C7 C3 119.4(3) . . ?
C9 C7 H7 120.3 . . ?
N3 C8 C11 117.3(3) . . ?
N3 C8 C12 123.0(3) . . ?
C12 C8 C11 119.7(3) . . ?
C7 C9 H9 120.2 . . ?
C7 C9 C13 119.7(3) . . ?
C13 C9 H9 120.2 . . ?
C11 C10 C27 120.6(3) . . ?
C21 C10 C11 119.4(3) . . ?
C21 C10 C27 119.9(3) . . ?
C4 C11 C8 119.8(3) . . ?
C4 C11 C10 119.8(3) . . ?
C10 C11 C8 120.3(3) . . ?
C8 C12 H12 120.7 . . ?
C19 C12 C8 118.5(3) . . ?
C19 C12 H12 120.7 . . ?
C9 C13 C26 117.3(3) . . ?
C9 C13 C28 122.5(3) . . ?
C26 C13 C28 120.2(3) . . ?
C18 C14 C31 121.0(3) . . ?
C25 C14 C18 117.2(3) . . ?
C25 C14 C31 121.9(3) . . ?
C2 C15 H15 120.5 . . ?
C22 C15 C2 119.1(3) . . ?
C22 C15 H15 120.5 . . ?
N2 C16 H16 117.3 . . ?
N2 C16 C24 125.4(3) . . ?
C24 C16 H16 117.3 . . ?
C1 C17 H17 120.5 . . ?
C25 C17 C1 119.0(3) . . ?
C25 C17 H17 120.5 . . ?
N1 C18 C14 123.7(3) . . ?
N1 C18 H18 118.1 . . ?
C14 C18 H18 118.1 . . ?
C12 C19 H19 120.1 . . ?
C23 C19 C12 119.8(3) . . ?
C23 C19 H19 120.1 . . ?
N3 C20 H20 117.7 . . ?
N3 C20 C23 124.6(3) . . ?
C23 C20 H20 117.7 . . ?
C6 C21 C10 120.9(3) . . ?
C6 C21 C30 120.4(3) . . ?
C10 C21 C30 118.6(3) . . ?
C15 C22 H22 120.0 . . ?
C15 C22 C24 119.9(3) . . ?
C24 C22 H22 120.0 . . ?
C19 C23 C20 117.1(3) . . ?
C19 C23 C34 121.9(4) . . ?
C20 C23 C34 121.0(3) . . ?
C16 C24 C22 116.2(3) . . ?
C16 C24 C33 121.0(3) . . ?
C22 C24 C33 122.8(3) . . ?
C14 C25 H25 120.1 . . ?
C17 C25 C14 119.9(3) . . ?
C17 C25 H25 120.1 . . ?
N4 C26 C13 124.1(3) . . ?
N4 C26 H26 117.9 . . ?
C13 C26 H26 117.9 . . ?
N6 C27 C10 114.6(3) . . ?
N6 C27 C32 123.3(4) . . ?
C32 C27 C10 122.1(4) . . ?
C13 C28 H28A 109.5 . . ?
C13 C28 H28B 109.5 . . ?
C13 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N5 C29 C36 179.0(5) . . ?
C14 C31 H31A 109.5 . . ?
C14 C31 H31B 109.5 . . ?
C14 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C27 C32 H32 120.9 . . ?
C27 C32 C38 118.3(4) . . ?
C38 C32 H32 120.9 . . ?
C24 C33 H33A 109.5 . . ?
C24 C33 H33B 109.5 . . ?
C24 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C23 C34 H34A 109.5 . . ?
C23 C34 H34B 109.5 . . ?
C23 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C29 C36 H36A 109.5 . . ?
C29 C36 H36B 109.5 . . ?
C29 C36 H36C 109.5 . . ?
C30 C35a H35 120.8 . . ?
H36A C36 H36B 109.5 . . ?
C30 N7a C37 117.8(4) . . ?
C30 C1Ab C37 117.8(4) . . ?
C30 N35b C44 118.3(5) . . ?
C30 C35a C44 118.3(5) . . ?
C30 C1Ab H1A 121.1 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C42 C37 N7 122.6(4) . . ?
C37 C1Ab H1A 121.1 . . ?
C42 C37 H37 118.7 . . ?
C42 C37 C1A 122.6(4) . . ?
C32 C38 H38 120.3 . . ?
C39 C38 C32 119.5(4) . . ?
C39 C38 H38 120.3 . . ?
C38 C39 C41 118.0(4) . . ?
C38 C39 C45 122.2(5) . . ?
C41 C39 C45 119.8(5) . . ?
N8 C40 C46 178.6(6) . . ?
N6 C41 C39 123.5(5) . . ?
N6 C41 H41 118.3 . . ?
C39 C41 H41 118.3 . . ?
C37 C42 C44 116.8(4) . . ?
C37 C42 C48 121.4(6) . . ?
C44 C42 C48 121.9(6) . . ?
N9 C43 C47 177.4(7) . . ?
C42 C44 H44 118.8 . . ?
C39 C45 H45A 109.5 . . ?
C39 C45 H45B 109.5 . . ?
C39 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C35a H35 120.8 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C40 C46 H46A 109.5 . . ?
C40 C46 H46B 109.5 . . ?
C40 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C43 C47 H47A 109.5 . . ?
C43 C47 H47B 109.5 . . ?
C43 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C42 C48 H48A 109.5 . . ?
C42 C48 H48B 109.5 . . ?
C42 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?

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

data_pnnm
_database_code_depnum_ccdc_archive 'CCDC 1828476'
_audit_update_record             
;
2018-03-09 deposited with the CCDC.
2018-06-04 downloaded from the CCDC.
;
_audit_creation_date             2017-11-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C36 H24 Cl4 Cu4 N6)'
_chemical_formula_sum            'C18 H12 Cl2 Cu2 N3'
_chemical_formula_weight         468.29
_chemical_melting_point          ?
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           58
_space_group_name_H-M_alt        'P n n m'
_space_group_name_Hall           '-P 2 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'x-1/2, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   10.0389(3)
_cell_length_b                   11.3316(3)
_cell_length_c                   16.6903(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1898.64(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9200
_cell_measurement_temperature    298
_cell_measurement_theta_max      68.04
_cell_measurement_theta_min      4.72
_shelx_estimated_absorpt_T_max   0.948
_shelx_estimated_absorpt_T_min   0.813
_exptl_absorpt_coefficient_mu    5.386
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6558
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0909 before and 0.0668 after correction.
The Ratio of minimum to maximum transmission is 0.8708.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             932
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1096
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            34199
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.335
_diffrn_reflns_theta_min         4.717
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1547
_reflns_number_total             1798
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.663
_refine_diff_density_min         -0.947
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.823
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1798
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1121
_refine_ls_R_factor_gt           0.0982
_refine_ls_restrained_S_all      1.823
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2453
_refine_ls_wR_factor_ref         0.2522
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.47768(13) 0.68830(10) 0.57961(7) 0.0527(5) Uani 1 1 d . . . . .
Cl1 Cl 0.2990(2) 0.7268(3) 0.500000 0.0430(7) Uani 1 2 d S T P . .
Cl2 Cl 0.500000 0.500000 0.62944(16) 0.0439(7) Uani 1 2 d S T P . .
N1 N 0.5586(6) 0.7952(5) 0.6656(4) 0.0376(14) Uani 1 1 d . . . . .
C1 C 0.5483(6) 0.9541(6) 0.5718(4) 0.0301(14) Uani 1 1 d . . . . .
C2 C 0.5951(7) 0.9063(6) 0.6507(4) 0.0355(15) Uani 1 1 d . . . . .
N2 N 0.6733(8) 0.7087(7) 0.500000 0.053(3) Uani 1 2 d S T P . .
C3 C 0.5980(9) 0.9129(8) 0.500000 0.032(2) Uani 1 2 d S T P . .
C4 C 0.7077(9) 0.8235(8) 0.500000 0.035(2) Uani 1 2 d S T P . .
C5 C 0.6656(9) 0.9719(7) 0.7053(5) 0.056(2) Uani 1 1 d . . . . .
H5 H 0.691923 1.048408 0.692910 0.067 Uiso 1 1 calc R . . . .
C6 C 0.5900(11) 0.7489(8) 0.7378(5) 0.059(2) Uani 1 1 d . . . . .
H6 H 0.563781 0.672098 0.749517 0.071 Uiso 1 1 calc R . . . .
C7 C 0.6602(12) 0.8126(10) 0.7948(5) 0.076(3) Uani 1 1 d . . . . .
H7 H 0.681582 0.778776 0.843903 0.091 Uiso 1 1 calc R . . . .
C8 C 0.6969(10) 0.9239(10) 0.7779(6) 0.075(3) Uani 1 1 d . . . . .
H8 H 0.743374 0.968171 0.815597 0.090 Uiso 1 1 calc R . . . .
C9 C 0.7682(13) 0.6295(11) 0.500000 0.062(4) Uani 1 2 d S T P . .
H9 H 0.745072 0.550062 0.500000 0.075 Uiso 1 2 calc RS T P . .
C10 C 0.8383(13) 0.8577(12) 0.500000 0.080(5) Uani 1 2 d S T P . .
H10 H 0.860144 0.937475 0.500000 0.096 Uiso 1 2 calc RS T P . .
C11 C 0.9366(15) 0.7741(17) 0.500000 0.118(8) Uani 1 2 d S T P . .
H11 H 1.025951 0.795697 0.500000 0.142 Uiso 1 2 calc RS T P . .
C12 C 0.9001(17) 0.6594(14) 0.500000 0.093(6) Uani 1 2 d S T P . .
H12 H 0.964842 0.600620 0.500000 0.112 Uiso 1 2 calc RS T 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
Cu1 Cu1 2.657(2) 6_556 ?
Cu1 Cl1 2.274(2) . ?
Cu1 Cl2 2.3010(15) . ?
Cu1 N1 2.046(6) . ?
Cu1 N2 2.382(7) . ?
Cl1 Cu1 2.274(2) 6_556 ?
Cl2 Cu1 2.3010(15) 2_665 ?
N1 C2 1.335(9) . ?
N1 C6 1.351(9) . ?
C1 C1 1.422(13) 2_675 ?
C1 C2 1.500(9) . ?
C1 C3 1.380(8) . ?
C2 C5 1.372(10) . ?
N2 Cu1 2.382(7) 6_556 ?
N2 C4 1.346(13) . ?
N2 C9 1.309(13) . ?
C3 C1 1.380(8) 6_556 ?
C3 C4 1.496(13) . ?
C4 C10 1.367(16) . ?
C5 H5 0.9300 . ?
C5 C8 1.364(13) . ?
C6 H6 0.9300 . ?
C6 C7 1.387(13) . ?
C7 H7 0.9300 . ?
C7 C8 1.344(14) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C9 C12 1.37(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.368(19) . ?
C11 H11 0.9300 . ?
C11 C12 1.35(2) . ?
C12 H12 0.9300 . ?

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
Cl1 Cu1 Cu1 54.25(5) . 6_556 ?
Cl1 Cu1 Cl2 117.75(9) . . ?
Cl1 Cu1 N2 107.80(13) . . ?
Cl2 Cu1 Cu1 111.19(7) . 6_556 ?
Cl2 Cu1 N2 102.20(19) . . ?
N1 Cu1 Cu1 134.55(18) . 6_556 ?
N1 Cu1 Cl1 127.55(18) . . ?
N1 Cu1 Cl2 104.87(17) . . ?
N1 Cu1 N2 90.4(2) . . ?
N2 Cu1 Cu1 56.10(12) . 6_556 ?
Cu1 Cl1 Cu1 71.50(10) 6_556 . ?
Cu1 Cl2 Cu1 137.63(14) 2_665 . ?
C2 N1 Cu1 122.5(5) . . ?
C2 N1 C6 117.9(7) . . ?
C6 N1 Cu1 119.2(5) . . ?
C1 C1 C2 118.5(4) 2_675 . ?
C3 C1 C1 119.6(4) . 2_675 ?
C3 C1 C2 121.8(6) . . ?
N1 C2 C1 114.7(6) . . ?
N1 C2 C5 121.9(7) . . ?
C5 C2 C1 123.3(7) . . ?
Cu1 N2 Cu1 67.8(2) . 6_556 ?
C4 N2 Cu1 107.8(5) . 6_556 ?
C4 N2 Cu1 107.8(5) . . ?
C9 N2 Cu1 122.3(6) . . ?
C9 N2 Cu1 122.3(6) . 6_556 ?
C9 N2 C4 118.4(10) . . ?
C1 C3 C1 120.6(8) . 6_556 ?
C1 C3 C4 119.7(4) . . ?
C1 C3 C4 119.7(4) 6_556 . ?
N2 C4 C3 117.7(8) . . ?
N2 C4 C10 121.4(10) . . ?
C10 C4 C3 120.9(10) . . ?
C2 C5 H5 120.2 . . ?
C8 C5 C2 119.5(8) . . ?
C8 C5 H5 120.2 . . ?
N1 C6 H6 119.1 . . ?
N1 C6 C7 121.9(9) . . ?
C7 C6 H6 119.1 . . ?
C6 C7 H7 120.5 . . ?
C8 C7 C6 118.9(8) . . ?
C8 C7 H7 120.5 . . ?
C5 C8 H8 120.1 . . ?
C7 C8 C5 119.8(8) . . ?
C7 C8 H8 120.1 . . ?
N2 C9 H9 118.8 . . ?
N2 C9 C12 122.4(12) . . ?
C12 C9 H9 118.8 . . ?
C4 C10 H10 120.2 . . ?
C4 C10 C11 119.7(14) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 120.9 . . ?
C12 C11 C10 118.1(15) . . ?
C12 C11 H11 120.9 . . ?
C9 C12 H12 120.0 . . ?
C11 C12 C9 120.0(12) . . ?
C11 C12 H12 120.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive
####################################################################### 
# 
# 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_p21c
_database_code_depnum_ccdc_archive 'CCDC 1828477'
_audit_update_record             
;
2018-05-05 deposited with the CCDC.
2018-06-04 downloaded from the CCDC.
;
_audit_creation_date             2018-03-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H39 Cl4 Cu4 N7, C2 H3 N'
_chemical_formula_sum            'C46 H42 Cl4 Cu4 N8'
_chemical_formula_weight         1102.83
_chemical_melting_point          ?
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'

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

_cell_length_a                   11.435(4)
_cell_length_b                   24.695(9)
_cell_length_c                   17.511(6)
_cell_angle_alpha                90
_cell_angle_beta                 108.053(11)
_cell_angle_gamma                90
_cell_volume                     4701(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9665
_cell_measurement_temperature    100
_cell_measurement_theta_max      24.34
_cell_measurement_theta_min      2.45
_shelx_estimated_absorpt_T_max   0.904
_shelx_estimated_absorpt_T_min   0.904
_exptl_absorpt_coefficient_mu    2.054
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5535
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1561 before and 0.0912 after correction. The Ratio of minimum to maximum transmission is 0.7426. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2232
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0855
_diffrn_reflns_av_unetI/netI     0.0539
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            75489
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.462
_diffrn_reflns_theta_min         1.475
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6910
_reflns_number_total             9590
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX II'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.373
_refine_diff_density_min         -1.482
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     567
_refine_ls_number_reflns         9590
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0725
_refine_ls_R_factor_gt           0.0505
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0833P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1361
_refine_ls_wR_factor_ref         0.1497
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00N(H00N), C00Q(H00Q), C00V(H00V), C00W(H00W), C00Y(H00Y), C00Z(H00Z),
 C010(H010), C011(H011), C013(H013), C014(H014), C015(H015), C016(H016),
 C018(H018), C01B(H01D), C01E(H01H), C01G(H01I), C01I(H01M), C01K(H01Q)
2.b Idealised Me refined as rotating group:
 C019(H01A,H01B,H01C), C01C(H01E,H01F,H01G), C01H(H01J,H01K,H01L), C01J(H01N,
 H01O,H01P), C01L(H01R,H01S,H01T), C01M(H01U,H01V,H01W), C01N(H01X,H01Y,H),
 C01Q(H01Z,HA,HB)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
;
The structure was solved using Patterson Methods, followed by a Tangent Expansion (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.069
;
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
Cu01 Cu 0.55656(4) 0.16232(2) 0.51202(3) 0.04086(14) Uani 1 1 d . . . . .
Cu02 Cu 0.39502(4) 0.13313(2) 0.59120(3) 0.04339(14) Uani 1 1 d . . . . .
Cu03 Cu 0.57262(4) 0.35544(2) 0.85156(3) 0.05606(17) Uani 1 1 d . . . . .
Cu04 Cu 0.75449(5) 0.38963(2) 0.78521(3) 0.05796(17) Uani 1 1 d . . . . .
Cl05 Cl 0.55762(8) 0.41933(3) 0.94465(5) 0.0393(2) Uani 1 1 d . . . . .
Cl06 Cl 0.38517(8) 0.20987(3) 0.50502(5) 0.0416(2) Uani 1 1 d . . . . .
Cl07 Cl 0.75043(8) 0.31138(4) 0.85862(5) 0.0463(2) Uani 1 1 d . . . . .
Cl08 Cl 0.85591(9) 0.46826(4) 0.83036(7) 0.0593(3) Uani 1 1 d . . . . .
N009 N 0.3941(2) 0.33341(10) 0.79548(16) 0.0311(6) Uani 1 1 d . . . . .
N00A N 0.7331(2) 0.18065(10) 0.57336(16) 0.0323(6) Uani 1 1 d . . . . .
N00B N 0.5719(3) 0.11025(10) 0.65889(17) 0.0367(7) Uani 1 1 d . . . . .
N00C N 0.3601(3) 0.14980(11) 0.69988(17) 0.0376(7) Uani 1 1 d . . . . .
N00D N 0.7746(3) 0.37382(11) 0.66818(18) 0.0390(7) Uani 1 1 d . . . . .
N00E N 0.2941(3) 0.07301(14) 0.53352(19) 0.0499(8) Uani 1 1 d . . . . .
C00F C 0.5056(3) 0.37589(13) 0.6560(2) 0.0321(7) Uani 1 1 d . . . . .
C00G C 0.7688(3) 0.21490(12) 0.63693(19) 0.0312(7) Uani 1 1 d . . . . .
C00H C 0.4685(3) 0.28256(12) 0.70240(19) 0.0307(7) Uani 1 1 d . . . . .
C00I C 0.4975(3) 0.22694(12) 0.71444(19) 0.0305(7) Uani 1 1 d . . . . .
C00J C 0.6672(3) 0.24026(13) 0.66175(19) 0.0311(7) Uani 1 1 d . . . . .
C00K C 0.5970(3) 0.20615(12) 0.69483(19) 0.0301(7) Uani 1 1 d . . . . .
N00L N 0.5567(3) 0.41113(12) 0.7147(2) 0.0571(9) Uani 1 1 d . . . . .
C00M C 0.5410(3) 0.31690(13) 0.67121(18) 0.0315(7) Uani 1 1 d . . . . .
C00N C 0.3036(3) 0.35100(13) 0.8221(2) 0.0336(7) Uani 1 1 d . . . . .
H00N H 0.325427 0.369530 0.872112 0.040 Uiso 1 1 calc R . . . .
C00O C 0.3637(3) 0.30577(12) 0.7251(2) 0.0323(7) Uani 1 1 d . . . . .
C00P C 0.4196(3) 0.19077(13) 0.7483(2) 0.0340(7) Uani 1 1 d . . . . .
C00Q C 0.8218(3) 0.15554(13) 0.5505(2) 0.0348(7) Uani 1 1 d . . . . .
H00Q H 0.796909 0.132170 0.505281 0.042 Uiso 1 1 calc R . . . .
C00R C 0.6402(3) 0.29594(12) 0.65154(19) 0.0321(7) Uani 1 1 d . . . . .
C00S C 0.1802(3) 0.34401(13) 0.7817(2) 0.0379(8) Uani 1 1 d . . . . .
C00T C 0.6385(3) 0.14795(12) 0.71064(19) 0.0316(7) Uani 1 1 d . . . . .
C00U C 0.7180(3) 0.33304(12) 0.6190(2) 0.0331(7) Uani 1 1 d . . . . .
C00V C 0.4088(3) 0.19866(14) 0.8245(2) 0.0417(8) Uani 1 1 d . . . . .
H00V H 0.451522 0.227355 0.857711 0.050 Uiso 1 1 calc R . . . .
C00W C 0.8917(3) 0.22385(15) 0.6779(2) 0.0445(9) Uani 1 1 d . . . . .
H00W H 0.915051 0.248295 0.721957 0.053 Uiso 1 1 calc R . . . .
C00X C 0.9460(3) 0.16157(15) 0.5885(2) 0.0427(9) Uani 1 1 d . . . . .
C00Y C 0.7447(3) 0.13520(14) 0.7710(2) 0.0426(9) Uani 1 1 d . . . . .
H00Y H 0.788903 0.162307 0.806900 0.051 Uiso 1 1 calc R . . . .
C00Z C 0.1510(3) 0.31858(15) 0.7072(2) 0.0472(9) Uani 1 1 d . . . . .
H00Z H 0.067399 0.315010 0.675414 0.057 Uiso 1 1 calc R . . . .
C010 C 0.2425(3) 0.29860(14) 0.6794(2) 0.0441(9) Uani 1 1 d . . . . .
H010 H 0.222504 0.280100 0.629463 0.053 Uiso 1 1 calc R . . . .
C011 C 0.7281(3) 0.32682(15) 0.5427(2) 0.0423(9) Uani 1 1 d . . . . .
H011 H 0.687761 0.297829 0.509178 0.051 Uiso 1 1 calc R . . . .
C012 C 0.2367(3) 0.03637(15) 0.5039(2) 0.0460(9) Uani 1 1 d . . . . .
C013 C 0.9800(3) 0.19676(16) 0.6539(2) 0.0515(10) Uani 1 1 d . . . . .
H013 H 1.064597 0.202139 0.682270 0.062 Uiso 1 1 calc R . . . .
C014 C 0.6138(4) 0.05797(14) 0.6679(2) 0.0456(9) Uani 1 1 d . . . . .
H014 H 0.567295 0.031342 0.632026 0.055 Uiso 1 1 calc R . . . .
C015 C 0.2921(3) 0.11528(15) 0.7282(2) 0.0458(9) Uani 1 1 d . . . . .
H015 H 0.253036 0.085905 0.695060 0.055 Uiso 1 1 calc R . . . .
C016 C 0.8396(4) 0.40959(15) 0.6409(2) 0.0501(10) Uani 1 1 d . . . . .
H016 H 0.876745 0.438843 0.675040 0.060 Uiso 1 1 calc R . . . .
C017 C 0.4568(4) 0.48542(15) 0.6319(3) 0.0501(10) Uani 1 1 d . . . . .
C018 C 0.7983(4) 0.36368(16) 0.5163(2) 0.0531(10) Uani 1 1 d . . . . .
H018 H 0.807161 0.359747 0.464389 0.064 Uiso 1 1 calc R . . . .
C019 C 0.1605(4) -0.00966(16) 0.4683(3) 0.0551(10) Uani 1 1 d . . . . .
H01A H 0.083646 0.003191 0.429818 0.083 Uiso 1 1 calc GR . . . .
H01B H 0.142030 -0.030775 0.510507 0.083 Uiso 1 1 calc GR . . . .
H01C H 0.204462 -0.032501 0.440416 0.083 Uiso 1 1 calc GR . . . .
C01A C 0.2760(4) 0.12036(16) 0.8035(3) 0.0541(10) Uani 1 1 d . . . . .
C01B C 0.3348(4) 0.16392(15) 0.8509(2) 0.0511(10) Uani 1 1 d . . . . .
H01D H 0.323674 0.169717 0.901868 0.061 Uiso 1 1 calc R . . . .
C01C C 0.0841(4) 0.36450(16) 0.8174(3) 0.0551(11) Uani 1 1 d . . . . .
H01E H 0.119533 0.366595 0.875910 0.083 Uiso 1 1 calc GR . . . .
H01F H 0.013867 0.339656 0.803489 0.083 Uiso 1 1 calc GR . . . .
H01G H 0.056683 0.400572 0.795861 0.083 Uiso 1 1 calc GR . . . .
C01D C 0.7195(4) 0.04189(15) 0.7259(3) 0.0538(10) Uani 1 1 d . . . . .
C01E C 0.7868(4) 0.08116(16) 0.7785(3) 0.0541(10) Uani 1 1 d . . . . .
H01H H 0.860568 0.071603 0.819120 0.065 Uiso 1 1 calc R . . . .
C01F C 0.8564(4) 0.40678(17) 0.5657(3) 0.0577(11) Uani 1 1 d . . . . .
C01G C 0.5306(4) 0.46460(15) 0.7017(3) 0.0636(12) Uani 1 1 d . . . . .
H01I H 0.566579 0.489034 0.744421 0.076 Uiso 1 1 calc R . . . .
C01H C 1.0367(4) 0.13042(18) 0.5587(3) 0.0615(12) Uani 1 1 d . . . . .
H01J H 1.054838 0.095640 0.586889 0.092 Uiso 1 1 calc GR . . . .
H01K H 1.112821 0.151387 0.569037 0.092 Uiso 1 1 calc GR . . . .
H01L H 1.001494 0.123989 0.500883 0.092 Uiso 1 1 calc GR . . . .
C01I C 0.4280(5) 0.39348(17) 0.5852(3) 0.0721(14) Uani 1 1 d . . . . .
H01M H 0.391135 0.368261 0.543724 0.086 Uiso 1 1 calc R . . . .
C01J C 0.4340(4) 0.54674(16) 0.6196(3) 0.0770(15) Uani 1 1 d . . . . .
H01N H 0.463565 0.565202 0.671608 0.115 Uiso 1 1 calc GR . . . .
H01O H 0.345769 0.553452 0.595533 0.115 Uiso 1 1 calc GR . . . .
H01P H 0.478311 0.560577 0.583896 0.115 Uiso 1 1 calc GR . . . .
C01K C 0.4022(5) 0.44849(19) 0.5730(3) 0.0874(17) Uani 1 1 d . . . . .
H01Q H 0.346459 0.460563 0.523540 0.105 Uiso 1 1 calc R . . . .
C01L C 0.7603(5) -0.01734(18) 0.7313(3) 0.0871(17) Uani 1 1 d . . . . .
H01R H 0.741626 -0.034858 0.776404 0.131 Uiso 1 1 calc GR . . . .
H01S H 0.848996 -0.019095 0.739703 0.131 Uiso 1 1 calc GR . . . .
H01T H 0.716334 -0.036027 0.681270 0.131 Uiso 1 1 calc GR . . . .
C01M C 0.9321(5) 0.4490(2) 0.5397(3) 0.0891(17) Uani 1 1 d . . . . .
H01U H 0.947477 0.479704 0.577075 0.134 Uiso 1 1 calc GR . . . .
H01V H 0.887273 0.461624 0.485489 0.134 Uiso 1 1 calc GR . . . .
H01W H 1.010734 0.433155 0.539875 0.134 Uiso 1 1 calc GR . . . .
C01N C 0.1971(5) 0.0798(2) 0.8299(3) 0.0913(18) Uani 1 1 d . . . . .
H01X H 0.123709 0.071501 0.784708 0.137 Uiso 1 1 calc GR . . . .
H01Y H 0.172171 0.095040 0.874169 0.137 Uiso 1 1 calc GR . . . .
H H 0.244198 0.046484 0.847963 0.137 Uiso 1 1 calc GR . . . .
C01O C 0.0567(6) 0.1928(3) 0.9424(4) 0.0976(19) Uani 1 1 d . . . . .
N01P N 0.0570(8) 0.1471(3) 0.9472(6) 0.187(4) Uani 1 1 d . . . . .
C01Q C 0.0569(6) 0.2486(3) 0.9396(6) 0.190(6) Uani 1 1 d . . . . .
H01Z H -0.008696 0.261001 0.892156 0.286 Uiso 1 1 calc GR . . . .
HA H 0.136514 0.261287 0.936499 0.286 Uiso 1 1 calc GR . . . .
HB H 0.043040 0.263164 0.988130 0.286 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu01 Cu02 2.7280(8) . ?
Cu01 Cu03 2.9054(12) 4_565 ?
Cu01 Cl05 2.3380(11) 4_565 ?
Cu01 Cl06 2.2553(11) . ?
Cu01 N00A 2.022(3) . ?
Cu02 Cl06 2.4035(11) . ?
Cu02 N00B 2.081(3) . ?
Cu02 N00C 2.103(3) . ?
Cu02 N00E 1.958(3) . ?
Cu03 Cu01 2.9055(12) 4_566 ?
Cu03 Cu04 2.8081(9) . ?
Cu03 Cl05 2.3127(11) . ?
Cu03 Cl07 2.2755(11) . ?
Cu03 N009 2.046(3) . ?
Cu04 Cl07 2.3293(12) . ?
Cu04 Cl08 2.2743(12) . ?
Cu04 N00D 2.167(3) . ?
Cu04 N00L 2.278(3) . ?
Cl05 Cu01 2.3382(11) 4_566 ?
N009 C00N 1.333(4) . ?
N009 C00O 1.356(4) . ?
N00A C00G 1.356(4) . ?
N00A C00Q 1.351(4) . ?
N00B C00T 1.357(4) . ?
N00B C014 1.369(4) . ?
N00C C00P 1.360(4) . ?
N00C C015 1.348(4) . ?
N00D C00U 1.353(4) . ?
N00D C016 1.334(4) . ?
N00E C012 1.143(5) . ?
C00F N00L 1.335(4) . ?
C00F C00M 1.513(4) . ?
C00F C01I 1.354(5) . ?
C00G C00J 1.498(4) . ?
C00G C00W 1.383(5) . ?
C00H C00I 1.413(4) . ?
C00H C00M 1.408(4) . ?
C00H C00O 1.490(4) . ?
C00I C00K 1.385(4) . ?
C00I C00P 1.507(4) . ?
C00J C00K 1.407(4) . ?
C00J C00R 1.408(4) . ?
C00K C00T 1.512(4) . ?
N00L C01G 1.357(5) . ?
C00M C00R 1.385(4) . ?
C00N H00N 0.9500 . ?
C00N C00S 1.380(5) . ?
C00O C010 1.381(5) . ?
C00P C00V 1.391(5) . ?
C00Q H00Q 0.9500 . ?
C00Q C00X 1.376(5) . ?
C00R C00U 1.506(4) . ?
C00S C00Z 1.391(5) . ?
C00S C01C 1.509(5) . ?
C00T C00Y 1.376(5) . ?
C00U C011 1.385(5) . ?
C00V H00V 0.9500 . ?
C00V C01B 1.382(5) . ?
C00W H00W 0.9500 . ?
C00W C013 1.380(5) . ?
C00X C013 1.394(5) . ?
C00X C01H 1.509(5) . ?
C00Y H00Y 0.9500 . ?
C00Y C01E 1.411(5) . ?
C00Z H00Z 0.9500 . ?
C00Z C010 1.375(5) . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?
C011 C018 1.384(5) . ?
C012 C019 1.450(5) . ?
C013 H013 0.9500 . ?
C014 H014 0.9500 . ?
C014 C01D 1.375(5) . ?
C015 H015 0.9500 . ?
C015 C01A 1.392(5) . ?
C016 H016 0.9500 . ?
C016 C01F 1.390(6) . ?
C017 C01G 1.354(6) . ?
C017 C01J 1.540(5) . ?
C017 C01K 1.373(6) . ?
C018 H018 0.9500 . ?
C018 C01F 1.402(6) . ?
C019 H01A 0.9800 . ?
C019 H01B 0.9800 . ?
C019 H01C 0.9800 . ?
C01A C01B 1.397(6) . ?
C01A C01N 1.514(5) . ?
C01B H01D 0.9500 . ?
C01C H01E 0.9800 . ?
C01C H01F 0.9800 . ?
C01C H01G 0.9800 . ?
C01D C01E 1.393(6) . ?
C01D C01L 1.529(5) . ?
C01E H01H 0.9500 . ?
C01F C01M 1.513(5) . ?
C01G H01I 0.9500 . ?
C01H H01J 0.9800 . ?
C01H H01K 0.9800 . ?
C01H H01L 0.9800 . ?
C01I H01M 0.9500 . ?
C01I C01K 1.393(6) . ?
C01J H01N 0.9800 . ?
C01J H01O 0.9800 . ?
C01J H01P 0.9800 . ?
C01K H01Q 0.9500 . ?
C01L H01R 0.9800 . ?
C01L H01S 0.9800 . ?
C01L H01T 0.9800 . ?
C01M H01U 0.9800 . ?
C01M H01V 0.9800 . ?
C01M H01W 0.9800 . ?
C01N H01X 0.9800 . ?
C01N H01Y 0.9800 . ?
C01N H 0.9800 . ?
C01O N01P 1.130(8) . ?
C01O C01Q 1.379(9) . ?
C01Q H01Z 0.9800 . ?
C01Q HA 0.9800 . ?
C01Q HB 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cu02 Cu01 Cu03 135.02(2) . 4_565 ?
Cl05 Cu01 Cu02 97.98(3) 4_565 . ?
Cl05 Cu01 Cu03 50.95(3) 4_565 4_565 ?
Cl06 Cu01 Cu02 56.72(3) . . ?
Cl06 Cu01 Cu03 109.90(3) . 4_565 ?
Cl06 Cu01 Cl05 124.19(4) . 4_565 ?
N00A Cu01 Cu02 120.72(8) . . ?
N00A Cu01 Cu03 101.29(8) . 4_565 ?
N00A Cu01 Cl05 107.50(8) . 4_565 ?
N00A Cu01 Cl06 128.30(8) . . ?
Cl06 Cu02 Cu01 51.67(3) . . ?
N00B Cu02 Cu01 70.70(8) . . ?
N00B Cu02 Cl06 114.83(8) . . ?
N00B Cu02 N00C 87.77(11) . . ?
N00C Cu02 Cu01 139.16(8) . . ?
N00C Cu02 Cl06 115.40(8) . . ?
N00E Cu02 Cu01 108.77(9) . . ?
N00E Cu02 Cl06 111.62(10) . . ?
N00E Cu02 N00B 113.66(12) . . ?
N00E Cu02 N00C 111.64(12) . . ?
Cu04 Cu03 Cu01 136.26(2) . 4_566 ?
Cl05 Cu03 Cu01 51.73(3) . 4_566 ?
Cl05 Cu03 Cu04 108.23(3) . . ?
Cl07 Cu03 Cu01 101.45(3) . 4_566 ?
Cl07 Cu03 Cu04 53.30(3) . . ?
Cl07 Cu03 Cl05 123.24(4) . . ?
N009 Cu03 Cu01 94.09(8) . 4_566 ?
N009 Cu03 Cu04 129.66(8) . . ?
N009 Cu03 Cl05 103.81(8) . . ?
N009 Cu03 Cl07 129.85(8) . . ?
Cl07 Cu04 Cu03 51.56(3) . . ?
Cl08 Cu04 Cu03 118.43(4) . . ?
Cl08 Cu04 Cl07 127.71(5) . . ?
Cl08 Cu04 N00L 107.64(8) . . ?
N00D Cu04 Cu03 130.27(8) . . ?
N00D Cu04 Cl07 113.48(8) . . ?
N00D Cu04 Cl08 106.88(8) . . ?
N00D Cu04 N00L 84.73(12) . . ?
N00L Cu04 Cu03 63.64(10) . . ?
N00L Cu04 Cl07 107.83(10) . . ?
Cu03 Cl05 Cu01 77.32(4) . 4_566 ?
Cu01 Cl06 Cu02 71.61(3) . . ?
Cu03 Cl07 Cu04 75.14(4) . . ?
C00N N009 Cu03 120.8(2) . . ?
C00N N009 C00O 118.3(3) . . ?
C00O N009 Cu03 120.4(2) . . ?
C00G N00A Cu01 125.0(2) . . ?
C00Q N00A Cu01 117.2(2) . . ?
C00Q N00A C00G 117.8(3) . . ?
C00T N00B Cu02 116.1(2) . . ?
C00T N00B C014 117.8(3) . . ?
C014 N00B Cu02 124.4(2) . . ?
C00P N00C Cu02 120.8(2) . . ?
C015 N00C Cu02 120.2(2) . . ?
C015 N00C C00P 118.3(3) . . ?
C00U N00D Cu04 124.5(2) . . ?
C016 N00D Cu04 117.0(2) . . ?
C016 N00D C00U 118.3(3) . . ?
C012 N00E Cu02 176.1(3) . . ?
N00L C00F C00M 117.6(3) . . ?
N00L C00F C01I 120.2(3) . . ?
C01I C00F C00M 122.2(3) . . ?
N00A C00G C00J 115.8(3) . . ?
N00A C00G C00W 121.7(3) . . ?
C00W C00G C00J 122.5(3) . . ?
C00I C00H C00O 120.3(3) . . ?
C00M C00H C00I 120.3(3) . . ?
C00M C00H C00O 119.4(3) . . ?
C00H C00I C00P 119.7(3) . . ?
C00K C00I C00H 119.7(3) . . ?
C00K C00I C00P 120.6(3) . . ?
C00K C00J C00G 117.5(3) . . ?
C00K C00J C00R 120.4(3) . . ?
C00R C00J C00G 122.0(3) . . ?
C00I C00K C00J 119.9(3) . . ?
C00I C00K C00T 122.9(3) . . ?
C00J C00K C00T 117.2(3) . . ?
C00F N00L Cu04 112.9(2) . . ?
C00F N00L C01G 118.9(3) . . ?
C01G N00L Cu04 116.6(3) . . ?
C00H C00M C00F 119.4(3) . . ?
C00R C00M C00F 120.7(3) . . ?
C00R C00M C00H 119.8(3) . . ?
N009 C00N H00N 117.9 . . ?
N009 C00N C00S 124.1(3) . . ?
C00S C00N H00N 117.9 . . ?
N009 C00O C00H 115.8(3) . . ?
N009 C00O C010 121.3(3) . . ?
C010 C00O C00H 122.9(3) . . ?
N00C C00P C00I 116.0(3) . . ?
N00C C00P C00V 121.8(3) . . ?
C00V C00P C00I 122.2(3) . . ?
N00A C00Q H00Q 117.8 . . ?
N00A C00Q C00X 124.4(3) . . ?
C00X C00Q H00Q 117.8 . . ?
C00J C00R C00U 120.7(3) . . ?
C00M C00R C00J 119.8(3) . . ?
C00M C00R C00U 119.5(3) . . ?
C00N C00S C00Z 116.6(3) . . ?
C00N C00S C01C 120.3(3) . . ?
C00Z C00S C01C 123.1(3) . . ?
N00B C00T C00K 116.8(3) . . ?
N00B C00T C00Y 122.3(3) . . ?
C00Y C00T C00K 120.7(3) . . ?
N00D C00U C00R 115.7(3) . . ?
N00D C00U C011 122.0(3) . . ?
C011 C00U C00R 122.2(3) . . ?
C00P C00V H00V 120.7 . . ?
C01B C00V C00P 118.7(3) . . ?
C01B C00V H00V 120.7 . . ?
C00G C00W H00W 120.5 . . ?
C013 C00W C00G 119.1(3) . . ?
C013 C00W H00W 120.5 . . ?
C00Q C00X C013 116.6(3) . . ?
C00Q C00X C01H 119.6(3) . . ?
C013 C00X C01H 123.7(3) . . ?
C00T C00Y H00Y 120.6 . . ?
C00T C00Y C01E 118.8(3) . . ?
C01E C00Y H00Y 120.6 . . ?
C00S C00Z H00Z 119.8 . . ?
C010 C00Z C00S 120.4(3) . . ?
C010 C00Z H00Z 119.8 . . ?
C00O C010 H010 120.5 . . ?
C00Z C010 C00O 119.1(3) . . ?
C00Z C010 H010 120.5 . . ?
C00U C011 H011 120.7 . . ?
C018 C011 C00U 118.7(3) . . ?
C018 C011 H011 120.7 . . ?
N00E C012 C019 177.7(4) . . ?
C00W C013 C00X 120.5(3) . . ?
C00W C013 H013 119.7 . . ?
C00X C013 H013 119.7 . . ?
N00B C014 H014 118.2 . . ?
N00B C014 C01D 123.6(3) . . ?
C01D C014 H014 118.2 . . ?
N00C C015 H015 118.2 . . ?
N00C C015 C01A 123.5(4) . . ?
C01A C015 H015 118.2 . . ?
N00D C016 H016 117.9 . . ?
N00D C016 C01F 124.2(4) . . ?
C01F C016 H016 117.9 . . ?
C01G C017 C01J 122.0(4) . . ?
C01G C017 C01K 115.9(4) . . ?
C01K C017 C01J 122.0(4) . . ?
C011 C018 H018 119.8 . . ?
C011 C018 C01F 120.4(3) . . ?
C01F C018 H018 119.8 . . ?
C012 C019 H01A 109.5 . . ?
C012 C019 H01B 109.5 . . ?
C012 C019 H01C 109.5 . . ?
H01A C019 H01B 109.5 . . ?
H01A C019 H01C 109.5 . . ?
H01B C019 H01C 109.5 . . ?
C015 C01A C01B 116.9(3) . . ?
C015 C01A C01N 119.7(4) . . ?
C01B C01A C01N 123.4(4) . . ?
C00V C01B C01A 120.7(3) . . ?
C00V C01B H01D 119.6 . . ?
C01A C01B H01D 119.6 . . ?
C00S C01C H01E 109.5 . . ?
C00S C01C H01F 109.5 . . ?
C00S C01C H01G 109.5 . . ?
H01E C01C H01F 109.5 . . ?
H01E C01C H01G 109.5 . . ?
H01F C01C H01G 109.5 . . ?
C014 C01D C01E 117.8(3) . . ?
C014 C01D C01L 120.2(4) . . ?
C01E C01D C01L 122.0(4) . . ?
C00Y C01E H01H 120.2 . . ?
C01D C01E C00Y 119.6(4) . . ?
C01D C01E H01H 120.2 . . ?
C016 C01F C018 116.4(3) . . ?
C016 C01F C01M 120.7(4) . . ?
C018 C01F C01M 122.9(4) . . ?
N00L C01G H01I 117.8 . . ?
C017 C01G N00L 124.4(4) . . ?
C017 C01G H01I 117.8 . . ?
C00X C01H H01J 109.5 . . ?
C00X C01H H01K 109.5 . . ?
C00X C01H H01L 109.5 . . ?
H01J C01H H01K 109.5 . . ?
H01J C01H H01L 109.5 . . ?
H01K C01H H01L 109.5 . . ?
C00F C01I H01M 120.0 . . ?
C00F C01I C01K 120.1(4) . . ?
C01K C01I H01M 120.0 . . ?
C017 C01J H01N 109.5 . . ?
C017 C01J H01O 109.5 . . ?
C017 C01J H01P 109.5 . . ?
H01N C01J H01O 109.5 . . ?
H01N C01J H01P 109.5 . . ?
H01O C01J H01P 109.5 . . ?
C017 C01K C01I 120.5(4) . . ?
C017 C01K H01Q 119.8 . . ?
C01I C01K H01Q 119.8 . . ?
C01D C01L H01R 109.5 . . ?
C01D C01L H01S 109.5 . . ?
C01D C01L H01T 109.5 . . ?
H01R C01L H01S 109.5 . . ?
H01R C01L H01T 109.5 . . ?
H01S C01L H01T 109.5 . . ?
C01F C01M H01U 109.5 . . ?
C01F C01M H01V 109.5 . . ?
C01F C01M H01W 109.5 . . ?
H01U C01M H01V 109.5 . . ?
H01U C01M H01W 109.5 . . ?
H01V C01M H01W 109.5 . . ?
C01A C01N H01X 109.5 . . ?
C01A C01N H01Y 109.5 . . ?
C01A C01N H 109.5 . . ?
H01X C01N H01Y 109.5 . . ?
H01X C01N H 109.5 . . ?
H01Y C01N H 109.5 . . ?
N01P C01O C01Q 177.9(10) . . ?
C01O C01Q H01Z 109.5 . . ?
C01O C01Q HA 109.5 . . ?
C01O C01Q HB 109.5 . . ?
H01Z C01Q HA 109.5 . . ?
H01Z C01Q HB 109.5 . . ?
HA C01Q HB 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
