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

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

data_2-BPEG
_database_code_depnum_ccdc_archive 'CCDC 1873833'
_audit_update_record             
;
2019-01-31 deposited with the CCDC.
2019-02-12 downloaded from the CCDC.
;
_audit_creation_date             2018-12-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H24 N6 O2'
_chemical_formula_sum            'C18 H24 N6 O2'
_chemical_formula_weight         356.43
_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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   5.9355(10)
_cell_length_b                   8.4642(15)
_cell_length_c                   9.5070(17)
_cell_angle_alpha                85.012(4)
_cell_angle_beta                 72.794(3)
_cell_angle_gamma                85.129(3)
_cell_volume                     453.64(14)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1643
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.931
_cell_measurement_theta_min      2.25
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6262
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/5 (Bruker,2014/5)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             190
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.016
_exptl_crystal_size_min          0.012
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6468
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.064
_diffrn_reflns_theta_max         25.064
_diffrn_reflns_theta_min         2.247
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1263
_reflns_number_total             1607
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1607
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0548
_refine_ls_restrained_S_all      1.023
_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)+(0.1235P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1561
_refine_ls_wR_factor_ref         0.1693
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C8(H8A,H8B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
2.c X=CH2 refined with riding coordinates:
 N3(H3A,H3B)
;
_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
O1 O 0.2243(2) 0.59315(16) 0.56348(15) 0.0261(4) Uani 1 1 d . . . . .
N1 N 0.2180(3) 0.34410(19) 0.89400(17) 0.0203(5) Uani 1 1 d . . . . .
N2 N 0.7175(3) 0.0849(2) 0.77341(19) 0.0257(5) Uani 1 1 d . . . . .
N3 N 0.0146(3) 0.37816(19) 0.66339(18) 0.0227(5) Uani 1 1 d . . . . .
H3A H -0.072231 0.392475 0.602124 0.027 Uiso 1 1 calc R . . . .
H3B H -0.008477 0.298018 0.730462 0.027 Uiso 1 1 calc R . . . .
C1 C 0.8007(4) -0.0310(3) 0.6800(2) 0.0296(6) Uani 1 1 d . . . . .
H1 H 0.966799 -0.044538 0.637033 0.036 Uiso 1 1 calc R . . . .
C2 C 0.6598(4) -0.1312(3) 0.6428(2) 0.0318(6) Uani 1 1 d . . . . .
H2 H 0.727431 -0.211794 0.576447 0.038 Uiso 1 1 calc R . . . .
C3 C 0.4181(4) -0.1123(2) 0.7037(2) 0.0293(6) Uani 1 1 d . . . . .
H3 H 0.316035 -0.179291 0.679695 0.035 Uiso 1 1 calc R . . . .
C4 C 0.3270(4) 0.0062(2) 0.8006(2) 0.0252(5) Uani 1 1 d . . . . .
H4 H 0.161427 0.021708 0.844509 0.030 Uiso 1 1 calc R . . . .
C5 C 0.4825(3) 0.1019(2) 0.8324(2) 0.0219(5) Uani 1 1 d . . . . .
C6 C 0.3903(4) 0.2308(2) 0.9392(2) 0.0236(5) Uani 1 1 d . . . . .
H6A H 0.314420 0.181490 1.038539 0.028 Uiso 1 1 calc R . . . .
H6B H 0.524466 0.288930 0.945651 0.028 Uiso 1 1 calc R . . . .
C7 C 0.1807(3) 0.4776(2) 0.6546(2) 0.0211(5) Uani 1 1 d . . . . .
C8 C 0.3329(3) 0.4376(2) 0.7579(2) 0.0215(5) Uani 1 1 d . . . . .
H8A H 0.479271 0.377583 0.704426 0.026 Uiso 1 1 calc R . . . .
H8B H 0.379119 0.537887 0.784787 0.026 Uiso 1 1 calc R . . . .
C9 C 0.1003(3) 0.4454(2) 1.0160(2) 0.0229(5) Uani 1 1 d . . . . .
H9A H 0.218184 0.511003 1.033974 0.028 Uiso 1 1 calc R . . . .
H9B H 0.035819 0.377236 1.106835 0.028 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
O1 C7 1.240(2) . ?
N1 C6 1.474(2) . ?
N1 C8 1.468(2) . ?
N1 C9 1.470(2) . ?
N2 C1 1.343(3) . ?
N2 C5 1.341(3) . ?
N3 H3A 0.8800 . ?
N3 H3B 0.8800 . ?
N3 C7 1.329(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.376(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.380(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.391(3) . ?
C5 C6 1.511(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.520(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C9 1.531(4) 2_567 ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?

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
C8 N1 C6 110.88(15) . . ?
C8 N1 C9 112.08(14) . . ?
C9 N1 C6 109.09(15) . . ?
C5 N2 C1 116.99(19) . . ?
H3A N3 H3B 120.0 . . ?
C7 N3 H3A 120.0 . . ?
C7 N3 H3B 120.0 . . ?
N2 C1 H1 118.0 . . ?
N2 C1 C2 123.9(2) . . ?
C2 C1 H1 118.0 . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.7(2) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.7(2) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.8(2) . . ?
C5 C4 H4 120.6 . . ?
N2 C5 C4 122.90(19) . . ?
N2 C5 C6 116.72(18) . . ?
C4 C5 C6 120.37(18) . . ?
N1 C6 C5 112.03(16) . . ?
N1 C6 H6A 109.2 . . ?
N1 C6 H6B 109.2 . . ?
C5 C6 H6A 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
O1 C7 N3 124.00(18) . . ?
O1 C7 C8 119.49(18) . . ?
N3 C7 C8 116.39(17) . . ?
N1 C8 C7 114.43(16) . . ?
N1 C8 H8A 108.7 . . ?
N1 C8 H8B 108.7 . . ?
C7 C8 H8A 108.7 . . ?
C7 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
N1 C9 C9 112.3(2) . 2_567 ?
N1 C9 H9A 109.1 . . ?
N1 C9 H9B 109.1 . . ?
C9 C9 H9A 109.1 2_567 . ?
C9 C9 H9B 109.1 2_567 . ?
H9A C9 H9B 107.9 . . ?

_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_4
_database_code_depnum_ccdc_archive 'CCDC 1873837'
_audit_update_record             
;
2019-01-31 deposited with the CCDC.
2019-02-12 downloaded from the CCDC.
;
_audit_creation_date             2018-12-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H26 Cd N6 O3, 2(Cl O4), H2 O'
_chemical_formula_sum            'C18 H28 Cd Cl2 N6 O12'
_chemical_formula_weight         703.76
_chemical_absolute_configuration unk
_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'
Cd Cd -0.8075 1.2024 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      hexagonal
_space_group_IT_number           179
_space_group_name_H-M_alt        'P 65 2 2'
_space_group_name_Hall           'P 65 2 (0 0 1)'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'-x, -y, z+1/2'
'y, -x+y, z+1/6'
'x-y, x, z+5/6'
'y, x, -z+2/3'
'x-y, -y, -z'
'-x, -x+y, -z+1/3'
'-y, -x, -z+1/6'
'-x+y, y, -z+1/2'
'x, x-y, -z+5/6'

_cell_length_a                   8.9752(2)
_cell_length_b                   8.9752(2)
_cell_length_c                   57.3894(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4003.6(2)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    9984
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.99
_cell_measurement_theta_min      2.64
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    1.089
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6631
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/5 (Bruker,2014/5)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             2136
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.016
_exptl_crystal_size_min          0.012
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       64
_diffrn_reflns_limit_l_min       -68
_diffrn_reflns_number            20558
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.129
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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                   ?
_reflns_Friedel_coverage         0.518
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2309
_reflns_number_total             2368
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details 
;
 Flack x determined using 772 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.003(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         2368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0272
_refine_ls_R_factor_gt           0.0261
_refine_ls_restrained_S_all      1.116
_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)+(0.0149P)²+7.7410P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0571
_refine_ls_wR_factor_ref         0.0575
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C6(H6A,H6B), C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C8(H8), C9(H9), C10(H10)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
;
_atom_sites_solution_hydrogens   mixed
_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
Cd1 Cd 0.51884(4) 0.51884(4) 0.333333 0.01274(11) Uani 1 2 d S T P . .
O1 O 0.7727(5) 0.7727(5) 0.333333 0.0231(10) Uani 1 2 d S T P . .
H1 H 0.823(7) 0.795(7) 0.3441(8) 0.035(18) Uiso 1 1 d . . . . .
O2 O 0.5248(4) 0.6153(3) 0.37188(5) 0.0189(7) Uani 1 1 d . . . . .
N1 N 0.3474(5) 0.6226(5) 0.31464(6) 0.0204(8) Uani 1 1 d . . . . .
N2 N 0.4244(5) 0.5169(5) 0.40775(6) 0.0291(9) Uani 1 1 d . . . . .
H2A H 0.513638 0.604952 0.414290 0.035 Uiso 1 1 calc R . . . .
H2B H 0.343195 0.436941 0.416491 0.035 Uiso 1 1 calc R . . . .
N3 N 0.2339(4) 0.3779(5) 0.35006(6) 0.0180(8) Uani 1 1 d . . . . .
C2 C 0.3805(7) 0.7011(6) 0.29364(7) 0.0260(11) Uani 1 1 d . . . . .
H2 H 0.485996 0.730636 0.286115 0.031 Uiso 1 1 calc R . . . .
C3 C 0.2568(6) 0.3463(6) 0.37475(7) 0.0212(10) Uani 1 1 d . . . . .
H3A H 0.273866 0.245742 0.375905 0.025 Uiso 1 1 calc R . . . .
H3B H 0.152616 0.320771 0.383760 0.025 Uiso 1 1 calc R . . . .
C4 C 0.1969(6) 0.5787(6) 0.32479(8) 0.0219(10) Uani 1 1 d . . . . .
C5 C 0.4122(5) 0.5045(5) 0.38474(7) 0.0192(9) Uani 1 1 d . . . . .
C6 C 0.1247(5) 0.2183(6) 0.33675(8) 0.0220(10) Uani 1 1 d . . . . .
H6A H 0.082720 0.247616 0.322487 0.026 Uiso 1 1 calc R . . . .
H6B H 0.023262 0.140820 0.346296 0.026 Uiso 1 1 calc R . . . .
C7 C 0.1668(6) 0.4972(6) 0.34859(8) 0.0245(10) Uani 1 1 d . . . . .
H7A H 0.223955 0.588444 0.360495 0.029 Uiso 1 1 calc R . . . .
H7B H 0.041885 0.434143 0.351958 0.029 Uiso 1 1 calc R . . . .
C8 C 0.0767(7) 0.6120(7) 0.31462(8) 0.0343(12) Uani 1 1 d . . . . .
H8 H -0.029103 0.579555 0.322259 0.041 Uiso 1 1 calc R . . . .
C9 C 0.2681(9) 0.7400(7) 0.28275(8) 0.0412(15) Uani 1 1 d . . . . .
H9 H 0.296378 0.798292 0.268199 0.049 Uiso 1 1 calc R . . . .
C10 C 0.1124(9) 0.6923(8) 0.29348(9) 0.0466(17) Uani 1 1 d . . . . .
H10 H 0.031002 0.715218 0.286174 0.056 Uiso 1 1 calc R . . . .
Cl1 Cl 0.06419(14) 0.22145(14) 0.44871(2) 0.0200(2) Uani 1 1 d . . . . .
O3 O -0.0007(5) 0.2734(5) 0.42954(5) 0.0371(9) Uani 1 1 d . . . . .
O4 O -0.0376(5) 0.0412(4) 0.45228(7) 0.0503(11) Uani 1 1 d . . . . .
O5 O 0.2353(5) 0.2626(7) 0.44494(9) 0.0816(18) Uani 1 1 d . . . . .
O6 O 0.0536(9) 0.2995(8) 0.46933(7) 0.099(2) Uani 1 1 d . . . . .
O7 O 0.7136(6) 0.8568(3) 0.416667 0.0248(11) Uani 1 2 d S T P . .
H7 H 0.779(9) 0.914(10) 0.4267(11) 0.09(3) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 O1 2.278(5) . ?
Cd1 O2 2.367(3) 7 ?
Cd1 O2 2.367(3) . ?
Cd1 N1 2.412(4) . ?
Cd1 N1 2.412(4) 7 ?
Cd1 N3 2.414(3) . ?
Cd1 N3 2.414(3) 7 ?
O1 H1 0.73(5) . ?
O1 H1 0.73(5) 7 ?
O2 C5 1.245(5) . ?
N1 C2 1.352(5) . ?
N1 C4 1.337(6) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N2 C5 1.325(5) . ?
N3 C3 1.480(5) . ?
N3 C6 1.480(5) . ?
N3 C7 1.470(6) . ?
C2 H2 0.9500 . ?
C2 C9 1.372(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C5 1.520(6) . ?
C4 C7 1.508(6) . ?
C4 C8 1.384(7) . ?
C6 C6 1.507(9) 7 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8 0.9500 . ?
C8 C10 1.365(8) . ?
C9 H9 0.9500 . ?
C9 C10 1.384(9) . ?
C10 H10 0.9500 . ?
Cl1 O3 1.428(3) . ?
Cl1 O4 1.420(4) . ?
Cl1 O5 1.405(4) . ?
Cl1 O6 1.402(4) . ?
O7 H7 0.80(6) . ?
O7 H7 0.80(6) 12_565 ?

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
O1 Cd1 O2 78.79(7) . 7 ?
O1 Cd1 O2 78.79(7) . . ?
O1 Cd1 N1 97.23(10) . 7 ?
O1 Cd1 N1 97.23(10) . . ?
O1 Cd1 N3 142.35(9) . 7 ?
O1 Cd1 N3 142.35(9) . . ?
O2 Cd1 O2 157.59(14) 7 . ?
O2 Cd1 N1 100.17(11) . . ?
O2 Cd1 N1 82.67(11) . 7 ?
O2 Cd1 N1 82.67(11) 7 . ?
O2 Cd1 N1 100.17(11) 7 7 ?
O2 Cd1 N3 131.57(10) . 7 ?
O2 Cd1 N3 131.56(10) 7 . ?
O2 Cd1 N3 69.16(10) 7 7 ?
O2 Cd1 N3 69.16(10) . . ?
N1 Cd1 N1 165.54(19) . 7 ?
N1 Cd1 N3 97.74(12) . 7 ?
N1 Cd1 N3 70.49(13) . . ?
N1 Cd1 N3 70.49(13) 7 7 ?
N1 Cd1 N3 97.74(12) 7 . ?
N3 Cd1 N3 75.30(18) 7 . ?
Cd1 O1 H1 117(4) . 7 ?
Cd1 O1 H1 117(4) . . ?
H1 O1 H1 127(9) . 7 ?
C5 O2 Cd1 113.6(3) . . ?
C2 N1 Cd1 125.6(3) . . ?
C4 N1 Cd1 116.0(3) . . ?
C4 N1 C2 117.9(4) . . ?
H2A N2 H2B 120.0 . . ?
C5 N2 H2A 120.0 . . ?
C5 N2 H2B 120.0 . . ?
C3 N3 Cd1 105.6(2) . . ?
C3 N3 C6 113.4(3) . . ?
C6 N3 Cd1 108.5(2) . . ?
C7 N3 Cd1 107.9(3) . . ?
C7 N3 C3 110.0(3) . . ?
C7 N3 C6 111.2(4) . . ?
N1 C2 H2 118.6 . . ?
N1 C2 C9 122.7(5) . . ?
C9 C2 H2 118.6 . . ?
N3 C3 H3A 109.8 . . ?
N3 C3 H3B 109.8 . . ?
N3 C3 C5 109.4(3) . . ?
H3A C3 H3B 108.2 . . ?
C5 C3 H3A 109.8 . . ?
C5 C3 H3B 109.8 . . ?
N1 C4 C7 116.6(4) . . ?
N1 C4 C8 122.3(4) . . ?
C8 C4 C7 121.1(4) . . ?
O2 C5 N2 121.6(4) . . ?
O2 C5 C3 121.5(4) . . ?
N2 C5 C3 116.9(4) . . ?
N3 C6 C6 112.9(3) . 7 ?
N3 C6 H6A 109.0 . . ?
N3 C6 H6B 109.0 . . ?
C6 C6 H6A 109.0 7 . ?
C6 C6 H6B 109.0 7 . ?
H6A C6 H6B 107.8 . . ?
N3 C7 C4 111.4(4) . . ?
N3 C7 H7A 109.3 . . ?
N3 C7 H7B 109.3 . . ?
C4 C7 H7A 109.3 . . ?
C4 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
C4 C8 H8 120.5 . . ?
C10 C8 C4 119.1(5) . . ?
C10 C8 H8 120.5 . . ?
C2 C9 H9 120.8 . . ?
C2 C9 C10 118.4(5) . . ?
C10 C9 H9 120.8 . . ?
C8 C10 C9 119.5(5) . . ?
C8 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
O4 Cl1 O3 110.4(2) . . ?
O5 Cl1 O3 111.4(2) . . ?
O5 Cl1 O4 108.5(3) . . ?
O6 Cl1 O3 110.3(2) . . ?
O6 Cl1 O4 106.4(3) . . ?
O6 Cl1 O5 109.7(4) . . ?
H7 O7 H7 101(10) . 12_565 ?

_olex2_submission_special_instructions 'No special instructions were received'

#===END

# start Validation Reply Form
_vrf_PLAT420_1                   
;
PROBLEM: D-H Without Acceptor O7 --H7C . Please Check
RESPONSE: This could not be eliminated after numerous attempts; 
however, the geometrical parameters for this entity are correct.
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1873835'
_audit_update_record             
;
2019-01-31 deposited with the CCDC.
2019-02-12 downloaded from the CCDC.
;
_audit_creation_date             2018-12-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H24 N6 O2 Zn, 2(Cl O4)'
_chemical_formula_sum            'C18 H24 Cl2 N6 O10 Zn'
_chemical_formula_weight         620.70
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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                   11.448(8)
_cell_length_b                   15.944(11)
_cell_length_c                   14.769(11)
_cell_angle_alpha                90
_cell_angle_beta                 111.007(9)
_cell_angle_gamma                90
_cell_volume                     2517(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1165
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      20.68
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    1.253
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/5 (Bruker,2014/5)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.015
_exptl_crystal_size_mid          0.014
_exptl_crystal_size_min          0.014
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0836
_diffrn_reflns_av_unetI/netI     0.0958
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12104
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.885
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2525
_reflns_number_total             4413
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     322
_refine_ls_number_reflns         4413
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1239
_refine_ls_R_factor_gt           0.0624
_refine_ls_restrained_S_all      1.011
_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)+(0.0822P)²+0.4983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1435
_refine_ls_wR_factor_ref         0.1787
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C13) = Uanis(C4)
Uanis(C2) = Uanis(C11)
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C11(H11A,H11B), C13(H13A,H13B), C15(H15A,H15B),
 C16(H16A,H16B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C9(H9), C10(H10), C12(H12), C14(H14), C17(H17), C18(H18)
3.c X=CH2 refined with riding coordinates:
 N5(H5A,H5B), N6(H6A,H6B)
;
_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
Zn1 Zn 0.80682(7) 0.51389(5) 0.80910(5) 0.0419(3) Uani 1 1 d . . . . .
O1 O 0.7587(4) 0.4803(3) 0.9329(3) 0.0528(12) Uani 1 1 d . . . . .
O2 O 0.8167(4) 0.5499(3) 0.6703(3) 0.0540(12) Uani 1 1 d . . . . .
N1 N 0.8914(5) 0.6284(3) 0.8654(3) 0.0436(13) Uani 1 1 d . . . . .
N2 N 0.9123(5) 0.4038(3) 0.8258(4) 0.0441(13) Uani 1 1 d . . . . .
N3 N 0.6383(5) 0.5919(4) 0.7846(4) 0.0500(14) Uani 1 1 d . . . . .
N4 N 0.6667(5) 0.4285(4) 0.7080(4) 0.0555(16) Uani 1 1 d . . . . .
N5 N 0.6532(5) 0.5213(4) 1.0287(4) 0.0547(15) Uani 1 1 d . . . . .
H5A H 0.694505 0.486319 1.075234 0.066 Uiso 1 1 calc R . . . .
H5B H 0.595257 0.554088 1.035811 0.066 Uiso 1 1 calc R . . . .
N6 N 0.7885(7) 0.5006(5) 0.5216(4) 0.095(3) Uani 1 1 d . . . . .
H6A H 0.837212 0.539584 0.511981 0.114 Uiso 1 1 calc R . . . .
H6B H 0.753257 0.463177 0.476160 0.114 Uiso 1 1 calc R . . . .
C1 C 0.8130(6) 0.6950(5) 0.8407(4) 0.0477(17) Uani 1 1 d . . . . .
C2 C 0.7686(7) 0.4981(5) 0.6038(5) 0.0626(15) Uani 1 1 d . . . . .
C3 C 1.0121(6) 0.6424(5) 0.9220(4) 0.0470(17) Uani 1 1 d . . . . .
H3 H 1.067644 0.595902 0.939659 0.056 Uiso 1 1 calc R . . . .
C4 C 0.6785(7) 0.5247(5) 0.9473(5) 0.0545(13) Uani 1 1 d . . . . .
C5 C 0.8429(7) 0.3342(5) 0.7903(5) 0.0515(18) Uani 1 1 d . . . . .
C6 C 1.0377(7) 0.3958(5) 0.8599(5) 0.0507(17) Uani 1 1 d . . . . .
H6 H 1.086999 0.444429 0.884191 0.061 Uiso 1 1 calc R . . . .
C7 C 0.6791(6) 0.6771(5) 0.7697(5) 0.0553(19) Uani 1 1 d . . . . .
H7A H 0.620915 0.718976 0.779505 0.066 Uiso 1 1 calc R . . . .
H7B H 0.676475 0.682493 0.702203 0.066 Uiso 1 1 calc R . . . .
C8 C 0.7019(7) 0.3458(5) 0.7555(5) 0.061(2) Uani 1 1 d . . . . .
H8A H 0.660184 0.300709 0.709022 0.074 Uiso 1 1 calc R . . . .
H8B H 0.673596 0.341847 0.811341 0.074 Uiso 1 1 calc R . . . .
C9 C 0.8978(9) 0.2576(5) 0.7867(5) 0.064(2) Uani 1 1 d . . . . .
H9 H 0.846727 0.210479 0.758794 0.077 Uiso 1 1 calc R . . . .
C10 C 1.0587(7) 0.7210(5) 0.9553(5) 0.0604(19) Uani 1 1 d . . . . .
H10 H 1.144201 0.728697 0.994563 0.072 Uiso 1 1 calc R . . . .
C11 C 0.6840(7) 0.4297(5) 0.6119(4) 0.0626(15) Uani 1 1 d . . . . .
H11A H 0.718847 0.375108 0.602057 0.075 Uiso 1 1 calc R . . . .
H11B H 0.601325 0.436536 0.559686 0.075 Uiso 1 1 calc R . . . .
C12 C 1.0990(8) 0.3201(5) 0.8613(5) 0.062(2) Uani 1 1 d . . . . .
H12 H 1.187698 0.316543 0.887260 0.074 Uiso 1 1 calc R . . . .
C13 C 0.5998(6) 0.5884(5) 0.8714(5) 0.0545(13) Uani 1 1 d . . . . .
H13A H 0.510386 0.572723 0.850409 0.065 Uiso 1 1 calc R . . . .
H13B H 0.609592 0.644755 0.901456 0.065 Uiso 1 1 calc R . . . .
C14 C 1.0255(9) 0.2494(5) 0.8232(6) 0.071(2) Uani 1 1 d . . . . .
H14 H 1.063406 0.196461 0.822608 0.085 Uiso 1 1 calc R . . . .
C15 C 0.5385(7) 0.5561(5) 0.6960(5) 0.064(2) Uani 1 1 d . . . . .
H15A H 0.552937 0.574471 0.636864 0.076 Uiso 1 1 calc R . . . .
H15B H 0.455220 0.576685 0.692169 0.076 Uiso 1 1 calc R . . . .
C16 C 0.5423(6) 0.4601(5) 0.7025(6) 0.067(2) Uani 1 1 d . . . . .
H16A H 0.525518 0.441970 0.760784 0.080 Uiso 1 1 calc R . . . .
H16B H 0.476519 0.436136 0.644773 0.080 Uiso 1 1 calc R . . . .
C17 C 0.8530(8) 0.7760(5) 0.8726(5) 0.064(2) Uani 1 1 d . . . . .
H17 H 0.796068 0.821692 0.855216 0.077 Uiso 1 1 calc R . . . .
C18 C 0.9764(8) 0.7884(5) 0.9296(6) 0.067(2) Uani 1 1 d . . . . .
H18 H 1.005477 0.843248 0.951454 0.081 Uiso 1 1 calc R . . . .
Cl1 Cl 0.81605(17) 0.47491(11) 0.29537(11) 0.0536(5) Uani 1 1 d . . . . .
O3 O 0.8482(5) 0.4400(3) 0.2169(3) 0.0718(15) Uani 1 1 d . . . . .
O5 O 0.7716(6) 0.4078(4) 0.3418(4) 0.0886(19) Uani 1 1 d . . . . .
O6 O 0.7157(5) 0.5347(4) 0.2574(4) 0.0868(18) Uani 1 1 d . . . . .
O10 O 0.9218(5) 0.5149(4) 0.3646(5) 0.104(2) Uani 1 1 d . . . . .
Cl2 Cl 0.54337(18) 0.27483(12) -0.02636(12) 0.0579(5) Uani 1 1 d . . . . .
O4 O 0.6123(5) 0.2240(4) -0.0692(4) 0.0824(17) Uani 1 1 d . . . . .
O7 O 0.4514(6) 0.2251(5) -0.0086(5) 0.105(2) Uani 1 1 d . . . . .
O8 O 0.4832(6) 0.3416(4) -0.0916(4) 0.103(2) Uani 1 1 d . . . . .
O9 O 0.6265(6) 0.3108(4) 0.0633(4) 0.097(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.157(4) . ?
Zn1 O2 2.170(4) . ?
Zn1 N1 2.094(6) . ?
Zn1 N2 2.095(5) . ?
Zn1 N3 2.214(5) . ?
Zn1 N4 2.223(6) . ?
O1 C4 1.237(8) . ?
O2 C2 1.251(8) . ?
N1 C1 1.353(8) . ?
N1 C3 1.353(8) . ?
N2 C5 1.355(8) . ?
N2 C6 1.346(8) . ?
N3 C7 1.478(9) . ?
N3 C13 1.499(8) . ?
N3 C15 1.507(8) . ?
N4 C8 1.481(9) . ?
N4 C11 1.502(8) . ?
N4 C16 1.484(9) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N5 C4 1.334(8) . ?
N6 H6A 0.8800 . ?
N6 H6B 0.8800 . ?
N6 C2 1.313(8) . ?
C1 C7 1.542(9) . ?
C1 C17 1.394(10) . ?
C2 C11 1.491(10) . ?
C3 H3 0.9500 . ?
C3 C10 1.382(10) . ?
C4 C13 1.542(9) . ?
C5 C8 1.520(9) . ?
C5 C9 1.383(10) . ?
C6 H6 0.9500 . ?
C6 C12 1.393(10) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9 0.9500 . ?
C9 C14 1.371(11) . ?
C10 H10 0.9500 . ?
C10 C18 1.389(10) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12 0.9500 . ?
C12 C14 1.399(11) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.534(11) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17 0.9500 . ?
C17 C18 1.375(10) . ?
C18 H18 0.9500 . ?
Cl1 O3 1.447(5) . ?
Cl1 O5 1.457(6) . ?
Cl1 O6 1.442(6) . ?
Cl1 O10 1.425(6) . ?
Cl2 O4 1.427(5) . ?
Cl2 O7 1.415(6) . ?
Cl2 O8 1.435(6) . ?
Cl2 O9 1.444(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
O1 Zn1 O2 169.00(17) . . ?
O1 Zn1 N3 78.80(18) . . ?
O1 Zn1 N4 94.31(19) . . ?
O2 Zn1 N3 91.97(18) . . ?
O2 Zn1 N4 78.30(19) . . ?
N1 Zn1 O1 95.87(19) . . ?
N1 Zn1 O2 88.32(19) . . ?
N1 Zn1 N2 121.3(2) . . ?
N1 Zn1 N3 80.0(2) . . ?
N1 Zn1 N4 157.0(2) . . ?
N2 Zn1 O1 90.21(18) . . ?
N2 Zn1 O2 96.31(18) . . ?
N2 Zn1 N3 157.2(2) . . ?
N2 Zn1 N4 79.2(2) . . ?
N3 Zn1 N4 81.8(2) . . ?
C4 O1 Zn1 115.8(4) . . ?
C2 O2 Zn1 114.2(4) . . ?
C1 N1 Zn1 114.2(4) . . ?
C1 N1 C3 118.0(6) . . ?
C3 N1 Zn1 127.9(5) . . ?
C5 N2 Zn1 114.0(5) . . ?
C6 N2 Zn1 128.0(5) . . ?
C6 N2 C5 117.8(6) . . ?
C7 N3 Zn1 103.7(4) . . ?
C7 N3 C13 111.5(6) . . ?
C7 N3 C15 113.6(5) . . ?
C13 N3 Zn1 110.2(4) . . ?
C13 N3 C15 111.4(5) . . ?
C15 N3 Zn1 105.9(4) . . ?
C8 N4 Zn1 102.7(4) . . ?
C8 N4 C11 110.7(6) . . ?
C8 N4 C16 114.9(6) . . ?
C11 N4 Zn1 108.6(4) . . ?
C16 N4 Zn1 106.0(4) . . ?
C16 N4 C11 113.1(6) . . ?
H5A N5 H5B 120.0 . . ?
C4 N5 H5A 120.0 . . ?
C4 N5 H5B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
C2 N6 H6A 120.0 . . ?
C2 N6 H6B 120.0 . . ?
N1 C1 C7 116.1(6) . . ?
N1 C1 C17 122.0(7) . . ?
C17 C1 C7 121.8(6) . . ?
O2 C2 N6 122.2(8) . . ?
O2 C2 C11 122.4(6) . . ?
N6 C2 C11 115.4(7) . . ?
N1 C3 H3 118.4 . . ?
N1 C3 C10 123.2(7) . . ?
C10 C3 H3 118.4 . . ?
O1 C4 N5 123.1(6) . . ?
O1 C4 C13 121.8(6) . . ?
N5 C4 C13 115.0(6) . . ?
N2 C5 C8 115.9(6) . . ?
N2 C5 C9 121.8(7) . . ?
C9 C5 C8 122.4(7) . . ?
N2 C6 H6 118.3 . . ?
N2 C6 C12 123.4(7) . . ?
C12 C6 H6 118.3 . . ?
N3 C7 C1 111.0(5) . . ?
N3 C7 H7A 109.4 . . ?
N3 C7 H7B 109.4 . . ?
C1 C7 H7A 109.4 . . ?
C1 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
N4 C8 C5 110.1(6) . . ?
N4 C8 H8A 109.6 . . ?
N4 C8 H8B 109.6 . . ?
C5 C8 H8A 109.6 . . ?
C5 C8 H8B 109.6 . . ?
H8A C8 H8B 108.2 . . ?
C5 C9 H9 119.9 . . ?
C14 C9 C5 120.3(8) . . ?
C14 C9 H9 119.9 . . ?
C3 C10 H10 121.1 . . ?
C3 C10 C18 117.8(7) . . ?
C18 C10 H10 121.1 . . ?
N4 C11 H11A 108.9 . . ?
N4 C11 H11B 108.9 . . ?
C2 C11 N4 113.3(6) . . ?
C2 C11 H11A 108.9 . . ?
C2 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C6 C12 H12 121.1 . . ?
C6 C12 C14 117.8(7) . . ?
C14 C12 H12 121.1 . . ?
N3 C13 C4 111.9(5) . . ?
N3 C13 H13A 109.2 . . ?
N3 C13 H13B 109.2 . . ?
C4 C13 H13A 109.2 . . ?
C4 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C9 C14 C12 118.9(7) . . ?
C9 C14 H14 120.5 . . ?
C12 C14 H14 120.5 . . ?
N3 C15 H15A 109.9 . . ?
N3 C15 H15B 109.9 . . ?
N3 C15 C16 109.1(6) . . ?
H15A C15 H15B 108.3 . . ?
C16 C15 H15A 109.9 . . ?
C16 C15 H15B 109.9 . . ?
N4 C16 C15 110.4(6) . . ?
N4 C16 H16A 109.6 . . ?
N4 C16 H16B 109.6 . . ?
C15 C16 H16A 109.6 . . ?
C15 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
C1 C17 H17 120.6 . . ?
C18 C17 C1 118.8(7) . . ?
C18 C17 H17 120.6 . . ?
C10 C18 H18 119.9 . . ?
C17 C18 C10 120.2(8) . . ?
C17 C18 H18 119.9 . . ?
O3 Cl1 O5 109.0(3) . . ?
O6 Cl1 O3 109.8(3) . . ?
O6 Cl1 O5 107.7(4) . . ?
O10 Cl1 O3 110.6(4) . . ?
O10 Cl1 O5 109.9(4) . . ?
O10 Cl1 O6 109.7(4) . . ?
O4 Cl2 O8 109.4(4) . . ?
O4 Cl2 O9 110.2(4) . . ?
O7 Cl2 O4 109.3(4) . . ?
O7 Cl2 O8 109.2(4) . . ?
O7 Cl2 O9 110.0(4) . . ?
O8 Cl2 O9 108.7(4) . . ?

_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_3
_database_code_depnum_ccdc_archive 'CCDC 1873836'
_audit_update_record             
;
2019-01-31 deposited with the CCDC.
2019-02-12 downloaded from the CCDC.
;
_audit_creation_date             2018-04-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
__publ_contact_author_address    
;
Department of Chemical Sciences, Indian Institute of Science Education and
Research Mohali, Sector 81, Manauli PO, S. A. S. Nagar, Mohali, Punjab 140306, INDIA
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H24 N6 O2 Zn, Cl4 Zn, H2 O'
_chemical_formula_sum            'C18 H26 Cl4 N6 O3 Zn2'
_chemical_formula_weight         646.99
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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                   10.0987(17)
_cell_length_b                   14.915(3)
_cell_length_c                   17.065(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.468(13)
_cell_angle_gamma                90
_cell_volume                     2499.7(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1117
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      20.460
_cell_measurement_theta_min      2.45
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    2.379
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5854
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/5 (Bruker,2014/5)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.719
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.015
_exptl_crystal_size_mid          0.013
_exptl_crystal_size_min          0.012
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1141
_diffrn_reflns_av_unetI/netI     0.1238
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16625
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.074
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3044
_reflns_number_total             4393
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         4393
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0517
_refine_ls_restrained_S_all      0.936
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1223
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O3(H3A,H3B)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C9(H9A,H9B), C14(H14A,H14B), C15(H15A,H15B),
 C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13)
2.d X=CH2 refined with riding coordinates:
 N5(H5A,H5B), N6(H6C,H6D)
;
_atom_sites_solution_hydrogens   mixed
_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
Zn1 Zn 0.35325(6) 0.66010(4) 0.02435(4) 0.01628(19) Uani 1 1 d . . . . .
Zn2 Zn 0.91566(6) 0.62666(4) 0.66965(4) 0.01914(19) Uani 1 1 d . . . . .
C1 C 0.4678(5) 0.6143(4) -0.1236(3) 0.0194(13) Uani 1 1 d . . . . .
H1 H 0.408251 0.564066 -0.130998 0.023 Uiso 1 1 calc R . . . .
C2 C 0.5514(5) 0.6269(4) -0.1765(3) 0.0206(13) Uani 1 1 d . . . . .
H2 H 0.549242 0.585989 -0.219434 0.025 Uiso 1 1 calc R . . . .
C3 C 0.6373(5) 0.6996(4) -0.1660(3) 0.0207(13) Uani 1 1 d . . . . .
H3 H 0.696503 0.708747 -0.201169 0.025 Uiso 1 1 calc R . . . .
C4 C 0.6372(5) 0.7599(4) -0.1034(3) 0.0204(13) Uani 1 1 d . . . . .
H4 H 0.694331 0.811270 -0.095974 0.024 Uiso 1 1 calc R . . . .
C5 C 0.5513(5) 0.7427(4) -0.0521(3) 0.0175(13) Uani 1 1 d . . . . .
C6 C 0.5526(5) 0.8018(4) 0.0203(3) 0.0195(13) Uani 1 1 d . . . . .
H6A H 0.621812 0.779454 0.067202 0.023 Uiso 1 1 calc R . . . .
H6B H 0.577604 0.863730 0.008677 0.023 Uiso 1 1 calc R . . . .
C7 C 0.4203(6) 0.8230(4) 0.1250(3) 0.0205(13) Uani 1 1 d . . . . .
H7A H 0.418469 0.888854 0.132245 0.025 Uiso 1 1 calc R . . . .
H7B H 0.505904 0.799791 0.159754 0.025 Uiso 1 1 calc R . . . .
C8 C 0.1687(5) 0.5478(4) 0.0867(3) 0.0191(13) Uani 1 1 d . . . . .
C9 C 0.1671(5) 0.6368(4) 0.1288(3) 0.0218(14) Uani 1 1 d . . . . .
H9A H 0.095791 0.675686 0.096025 0.026 Uiso 1 1 calc R . . . .
H9B H 0.144436 0.626923 0.181563 0.026 Uiso 1 1 calc R . . . .
C10 C 0.0926(5) 0.4751(4) 0.1021(3) 0.0200(13) Uani 1 1 d . . . . .
H10 H 0.042504 0.478588 0.142742 0.024 Uiso 1 1 calc R . . . .
C11 C 0.0908(5) 0.3972(4) 0.0573(3) 0.0217(13) Uani 1 1 d . . . . .
H11 H 0.039587 0.346684 0.066885 0.026 Uiso 1 1 calc R . . . .
C12 C 0.1653(5) 0.3941(4) -0.0021(3) 0.0218(14) Uani 1 1 d . . . . .
H12 H 0.164047 0.342263 -0.034550 0.026 Uiso 1 1 calc R . . . .
C13 C 0.2411(5) 0.4688(4) -0.0124(3) 0.0184(13) Uani 1 1 d . . . . .
H13 H 0.293733 0.466509 -0.051761 0.022 Uiso 1 1 calc R . . . .
C14 C 0.2970(6) 0.7801(4) 0.1499(3) 0.0231(14) Uani 1 1 d . . . . .
H14A H 0.299168 0.795648 0.206597 0.028 Uiso 1 1 calc R . . . .
H14B H 0.211490 0.803995 0.115609 0.028 Uiso 1 1 calc R . . . .
C15 C 0.4022(5) 0.6386(4) 0.2073(3) 0.0201(13) Uani 1 1 d . . . . .
H15A H 0.361592 0.584165 0.225303 0.024 Uiso 1 1 calc R . . . .
H15B H 0.425662 0.680270 0.253598 0.024 Uiso 1 1 calc R . . . .
C16 C 0.5314(5) 0.6128(4) 0.1816(3) 0.0163(13) Uani 1 1 d . . . . .
C17 C 0.3168(6) 0.8576(4) -0.0173(3) 0.0226(14) Uani 1 1 d . . . . .
H17A H 0.365295 0.891248 -0.052124 0.027 Uiso 1 1 calc R . . . .
H17B H 0.275873 0.901772 0.013366 0.027 Uiso 1 1 calc R . . . .
C18 C 0.2041(5) 0.8027(4) -0.0701(3) 0.0181(13) Uani 1 1 d . . . . .
Cl1 Cl 0.94348(15) 0.64245(10) 0.54158(9) 0.0276(4) Uani 1 1 d . . . . .
Cl2 Cl 0.73202(14) 0.53688(9) 0.67322(8) 0.0230(3) Uani 1 1 d . . . . .
Cl3 Cl 1.10605(14) 0.55929(11) 0.74595(9) 0.0297(4) Uani 1 1 d . . . . .
Cl4 Cl 0.87982(14) 0.76641(10) 0.71406(9) 0.0254(4) Uani 1 1 d . . . . .
N1 N 0.2433(4) 0.5444(3) 0.0310(2) 0.0152(10) Uani 1 1 d . . . . .
N2 N 0.3002(4) 0.6819(3) 0.1412(3) 0.0152(10) Uani 1 1 d . . . . .
N3 N 0.4160(4) 0.8020(3) 0.0398(3) 0.0201(11) Uani 1 1 d . . . . .
N4 N 0.4681(4) 0.6705(3) -0.0622(3) 0.0161(10) Uani 1 1 d . . . . .
N5 N 0.6335(4) 0.5833(3) 0.2394(3) 0.0215(11) Uani 1 1 d . . . . .
H5A H 0.709871 0.565801 0.227636 0.026 Uiso 1 1 calc R . . . .
H5B H 0.625049 0.581174 0.289526 0.026 Uiso 1 1 calc R . . . .
N6 N 0.1295(5) 0.8426(3) -0.1342(3) 0.0266(12) Uani 1 1 d . . . . .
H6C H 0.062187 0.813455 -0.166082 0.032 Uiso 1 1 calc R . . . .
H6D H 0.146953 0.898414 -0.145240 0.032 Uiso 1 1 calc R . . . .
O1 O 0.1835(4) 0.7235(2) -0.0517(2) 0.0187(9) Uani 1 1 d . . . . .
O2 O 0.5377(4) 0.6172(2) 0.1094(2) 0.0200(9) Uani 1 1 d . . . . .
O3 O 0.7674(4) 0.5217(3) 0.3992(2) 0.0277(10) Uani 1 1 d . . . . .
H3A H 0.823712 0.494360 0.377659 0.042 Uiso 1 1 d G . . . .
H3B H 0.810288 0.548291 0.441638 0.042 Uiso 1 1 d G . . . .


_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
Zn1 N1 2.069(4) . ?
Zn1 N2 2.207(4) . ?
Zn1 N3 2.207(5) . ?
Zn1 N4 2.086(4) . ?
Zn1 O1 2.117(4) . ?
Zn1 O2 2.174(4) . ?
Zn2 Cl1 2.2796(16) . ?
Zn2 Cl2 2.2996(15) . ?
Zn2 Cl3 2.2882(16) . ?
Zn2 Cl4 2.2755(16) . ?
C1 H1 0.9500 . ?
C1 C2 1.385(7) . ?
C1 N4 1.341(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.374(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.397(8) . ?
C4 H4 0.9500 . ?
C4 C5 1.392(7) . ?
C5 C6 1.515(7) . ?
C5 N4 1.351(7) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 N3 1.493(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C14 1.546(8) . ?
C7 N3 1.477(7) . ?
C8 C9 1.511(8) . ?
C8 C10 1.390(8) . ?
C8 N1 1.343(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 N2 1.473(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.388(8) . ?
C11 H11 0.9500 . ?
C11 C12 1.396(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(7) . ?
C13 H13 0.9500 . ?
C13 N1 1.347(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 N2 1.473(7) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.520(7) . ?
C15 N2 1.486(7) . ?
C16 N5 1.325(6) . ?
C16 O2 1.251(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.515(8) . ?
C17 N3 1.480(7) . ?
C18 N6 1.318(7) . ?
C18 O1 1.253(6) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N6 H6C 0.8800 . ?
N6 H6D 0.8800 . ?
O3 H3A 0.8501 . ?
O3 H3B 0.8498 . ?

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 Zn1 N2 80.00(16) . . ?
N1 Zn1 N3 159.33(16) . . ?
N1 Zn1 N4 119.68(17) . . ?
N1 Zn1 O1 92.18(15) . . ?
N1 Zn1 O2 96.05(15) . . ?
N2 Zn1 N3 82.77(16) . . ?
N4 Zn1 N2 157.15(17) . . ?
N4 Zn1 N3 79.75(17) . . ?
N4 Zn1 O1 92.11(15) . . ?
N4 Zn1 O2 87.88(15) . . ?
O1 Zn1 N2 98.99(15) . . ?
O1 Zn1 N3 79.29(15) . . ?
O1 Zn1 O2 170.54(14) . . ?
O2 Zn1 N2 77.93(14) . . ?
O2 Zn1 N3 91.41(15) . . ?
Cl1 Zn2 Cl2 111.45(6) . . ?
Cl1 Zn2 Cl3 108.42(6) . . ?
Cl3 Zn2 Cl2 107.77(6) . . ?
Cl4 Zn2 Cl1 106.82(6) . . ?
Cl4 Zn2 Cl2 109.44(6) . . ?
Cl4 Zn2 Cl3 112.98(6) . . ?
C2 C1 H1 118.9 . . ?
N4 C1 H1 118.9 . . ?
N4 C1 C2 122.2(5) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.0(5) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(5) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.9 . . ?
C5 C4 C3 118.3(5) . . ?
C5 C4 H4 120.9 . . ?
C4 C5 C6 121.1(5) . . ?
N4 C5 C4 121.8(5) . . ?
N4 C5 C6 117.1(5) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
N3 C6 C5 110.5(4) . . ?
N3 C6 H6A 109.5 . . ?
N3 C6 H6B 109.5 . . ?
H7A C7 H7B 108.2 . . ?
C14 C7 H7A 109.7 . . ?
C14 C7 H7B 109.7 . . ?
N3 C7 H7A 109.7 . . ?
N3 C7 H7B 109.7 . . ?
N3 C7 C14 109.9(5) . . ?
C10 C8 C9 121.8(5) . . ?
N1 C8 C9 116.1(5) . . ?
N1 C8 C10 122.1(5) . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
N2 C9 C8 111.0(4) . . ?
N2 C9 H9A 109.4 . . ?
N2 C9 H9B 109.4 . . ?
C8 C10 H10 120.5 . . ?
C11 C10 C8 119.0(5) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 H11 120.4 . . ?
C10 C11 C12 119.2(5) . . ?
C12 C11 H11 120.4 . . ?
C11 C12 H12 120.9 . . ?
C13 C12 C11 118.2(5) . . ?
C13 C12 H12 120.9 . . ?
C12 C13 H13 118.6 . . ?
N1 C13 C12 122.9(5) . . ?
N1 C13 H13 118.6 . . ?
C7 C14 H14A 109.6 . . ?
C7 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
N2 C14 C7 110.3(4) . . ?
N2 C14 H14A 109.6 . . ?
N2 C14 H14B 109.6 . . ?
H15A C15 H15B 107.8 . . ?
C16 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
N2 C15 H15A 109.1 . . ?
N2 C15 H15B 109.1 . . ?
N2 C15 C16 112.5(4) . . ?
N5 C16 C15 116.2(5) . . ?
O2 C16 C15 121.0(5) . . ?
O2 C16 N5 122.8(5) . . ?
H17A C17 H17B 107.8 . . ?
C18 C17 H17A 109.0 . . ?
C18 C17 H17B 109.0 . . ?
N3 C17 H17A 109.0 . . ?
N3 C17 H17B 109.0 . . ?
N3 C17 C18 112.8(5) . . ?
N6 C18 C17 117.0(5) . . ?
O1 C18 C17 120.4(5) . . ?
O1 C18 N6 122.5(5) . . ?
C8 N1 Zn1 113.8(4) . . ?
C8 N1 C13 118.6(5) . . ?
C13 N1 Zn1 127.5(4) . . ?
C9 N2 Zn1 102.0(3) . . ?
C9 N2 C14 115.3(4) . . ?
C9 N2 C15 111.1(4) . . ?
C14 N2 Zn1 104.6(3) . . ?
C14 N2 C15 112.5(4) . . ?
C15 N2 Zn1 110.5(3) . . ?
C6 N3 Zn1 103.0(3) . . ?
C7 N3 Zn1 105.3(3) . . ?
C7 N3 C6 113.8(4) . . ?
C7 N3 C17 113.0(4) . . ?
C17 N3 Zn1 109.1(3) . . ?
C17 N3 C6 111.9(4) . . ?
C1 N4 Zn1 127.3(4) . . ?
C1 N4 C5 119.1(5) . . ?
C5 N4 Zn1 113.6(3) . . ?
C16 N5 H5A 120.0 . . ?
C16 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C18 N6 H6C 120.0 . . ?
C18 N6 H6D 120.0 . . ?
H6C N6 H6D 120.0 . . ?
C18 O1 Zn1 114.6(3) . . ?
C16 O2 Zn1 116.2(3) . . ?
H3A O3 H3B 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_1
_database_code_depnum_ccdc_archive 'CCDC 1873834'
_audit_update_record             
;
2019-01-31 deposited with the CCDC.
2019-02-12 downloaded from the CCDC.
;
_audit_creation_date             2019-01-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H24 Cu N6 O2, 2(Cl O4), 0.5(H2 O)'
_chemical_formula_sum            'C18 H25 Cl2 Cu N6 O10.50'
_chemical_formula_weight         627.88
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.449(9)
_cell_length_b                   10.657(10)
_cell_length_c                   12.324(11)
_cell_angle_alpha                104.90(2)
_cell_angle_beta                 100.698(19)
_cell_angle_gamma                93.163(19)
_cell_volume                     1295(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8752
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.063
_cell_measurement_theta_min      2.262
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.114
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.7185
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/5 (Bruker,2014/5)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear blue'
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.016
_exptl_crystal_size_mid          0.016
_exptl_crystal_size_min          0.011
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            20718
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         1.995
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4094
_reflns_number_total             4554
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.717
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         4554
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.030
_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)+(0.0555P)²+1.1832P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1028
_refine_ls_wR_factor_ref         0.1072
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups, All O(H,H) groups
2. Restrained distances
 H7c-O7 \\sim O7-H7d
 with sigma of 0.001
3. Others
 Fixed Sof: O7(0.5) H7c(0.5) H7d(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b), C7(H7a,H7b), C8(H8a,H8b), C12(H12a,H12b), C13(H13a,H13b),
 C15(H15a,H15b)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C9(H9), C10(H10), C14(H14), C16(H16), C17(H17), C18(H18)
4.c X=CH2 refined with riding coordinates:
 N5(H5a,H5b), N6(H6a,H6b)
;
_atom_sites_solution_hydrogens   mixed
_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 0.71474(3) 0.60793(3) 0.70666(3) 0.03259(12) Uani 1 1 d . . . . .
O1 O 0.8946(2) 0.7548(2) 0.74873(19) 0.0502(5) Uani 1 1 d . . . . .
N1 N 0.7760(2) 0.4957(2) 0.5714(2) 0.0350(5) Uani 1 1 d . . . . .
C1 C 0.8791(3) 0.4335(3) 0.6049(3) 0.0394(6) Uani 1 1 d . . . . .
O2 O 0.53776(19) 0.4589(2) 0.70362(19) 0.0491(5) Uani 1 1 d . . . . .
N2 N 0.8094(2) 0.4853(2) 0.7869(2) 0.0392(5) Uani 1 1 d . . . . .
C2 C 0.9255(3) 0.4620(3) 0.7321(3) 0.0458(7) Uani 1 1 d . . . . .
H2A H 0.990679 0.540139 0.760717 0.055 Uiso 1 1 calc R . . . .
H2B H 0.967398 0.387140 0.751243 0.055 Uiso 1 1 calc R . . . .
N3 N 0.6989(2) 0.7182(2) 0.8675(2) 0.0418(6) Uani 1 1 d . . . . .
C3 C 0.5835(3) 0.3763(3) 0.7476(3) 0.0461(7) Uani 1 1 d . . . . .
N4 N 0.5940(2) 0.7318(2) 0.6572(2) 0.0390(5) Uani 1 1 d . . . . .
C4 C 0.5712(3) 0.7625(3) 0.5577(3) 0.0475(7) Uani 1 1 d . . . . .
H4 H 0.617125 0.723658 0.500156 0.057 Uiso 1 1 calc R . . . .
N5 N 0.5108(3) 0.2911(3) 0.7770(3) 0.0695(9) Uani 1 1 d . . . . .
H5A H 0.425232 0.291992 0.765186 0.083 Uiso 1 1 calc R . . . .
H5B H 0.547767 0.233247 0.808529 0.083 Uiso 1 1 calc R . . . .
C5 C 0.5319(3) 0.7917(3) 0.7412(3) 0.0451(7) Uani 1 1 d . . . . .
N6 N 0.9343(4) 0.9669(3) 0.8400(3) 0.0757(10) Uani 1 1 d . . . . .
H6A H 0.988355 0.980755 0.796304 0.091 Uiso 1 1 calc R . . . .
H6B H 0.918951 1.032174 0.894629 0.091 Uiso 1 1 calc R . . . .
C6 C 0.7290(3) 0.4750(3) 0.4585(2) 0.0416(6) Uani 1 1 d . . . . .
H6 H 0.655813 0.517606 0.434414 0.050 Uiso 1 1 calc R . . . .
C7 C 0.7285(3) 0.3606(3) 0.7654(3) 0.0467(7) Uani 1 1 d . . . . .
H7A H 0.753460 0.323689 0.831307 0.056 Uiso 1 1 calc R . . . .
H7B H 0.745978 0.298129 0.696369 0.056 Uiso 1 1 calc R . . . .
C8 C 0.8414(3) 0.5566(3) 0.9110(3) 0.0524(8) Uani 1 1 d . . . . .
H8A H 0.921202 0.618590 0.927517 0.063 Uiso 1 1 calc R . . . .
H8B H 0.858884 0.493867 0.957470 0.063 Uiso 1 1 calc R . . . .
C9 C 0.7830(3) 0.3939(3) 0.3760(3) 0.0513(8) Uani 1 1 d . . . . .
H9 H 0.748520 0.382631 0.296771 0.062 Uiso 1 1 calc R . . . .
C10 C 0.8874(4) 0.3299(3) 0.4104(3) 0.0588(9) Uani 1 1 d . . . . .
H10 H 0.925411 0.273097 0.355161 0.071 Uiso 1 1 calc R . . . .
C11 C 0.8768(3) 0.8494(3) 0.8236(3) 0.0453(7) Uani 1 1 d . . . . .
C12 C 0.7923(3) 0.8379(3) 0.9078(3) 0.0521(8) Uani 1 1 d . . . . .
H12A H 0.849175 0.838184 0.981700 0.063 Uiso 1 1 calc R . . . .
H12B H 0.742711 0.914984 0.921775 0.063 Uiso 1 1 calc R . . . .
C13 C 0.5619(3) 0.7514(3) 0.8501(3) 0.0501(8) Uani 1 1 d . . . . .
H13A H 0.551207 0.823609 0.915620 0.060 Uiso 1 1 calc R . . . .
H13B H 0.501012 0.674691 0.845200 0.060 Uiso 1 1 calc R . . . .
C14 C 0.4832(4) 0.8487(3) 0.5359(3) 0.0616(9) Uani 1 1 d . . . . .
H14 H 0.466663 0.867290 0.463502 0.074 Uiso 1 1 calc R . . . .
C15 C 0.7273(3) 0.6307(3) 0.9427(3) 0.0522(8) Uani 1 1 d . . . . .
H15A H 0.649148 0.568451 0.932242 0.063 Uiso 1 1 calc R . . . .
H15B H 0.750072 0.682492 1.024068 0.063 Uiso 1 1 calc R . . . .
C16 C 0.4449(3) 0.8813(3) 0.7248(4) 0.0602(9) Uani 1 1 d . . . . .
H16 H 0.403639 0.923523 0.784668 0.072 Uiso 1 1 calc R . . . .
C17 C 0.9356(3) 0.3493(3) 0.5252(3) 0.0532(8) Uani 1 1 d . . . . .
H17 H 1.007244 0.305413 0.550463 0.064 Uiso 1 1 calc R . . . .
C18 C 0.4193(4) 0.9080(4) 0.6210(4) 0.0683(11) Uani 1 1 d . . . . .
H18 H 0.357698 0.967295 0.607175 0.082 Uiso 1 1 calc R . . . .
Cl1 Cl 0.24462(8) 0.77825(7) 0.97136(6) 0.04677(19) Uani 1 1 d . . . . .
O3 O 0.1251(3) 0.7776(3) 1.0114(2) 0.0730(7) Uani 1 1 d . . . . .
O4 O 0.3431(3) 0.8532(3) 1.0639(3) 0.0834(9) Uani 1 1 d . . . . .
O5 O 0.2341(3) 0.8350(3) 0.8797(3) 0.0915(10) Uani 1 1 d . . . . .
O6 O 0.2793(4) 0.6501(3) 0.9373(3) 0.0965(11) Uani 1 1 d . . . . .
Cl2 Cl 0.83245(8) 0.84785(9) 0.26971(9) 0.0621(2) Uani 1 1 d . . . . .
O8 O 0.7237(3) 0.8681(3) 0.1904(3) 0.0870(9) Uani 1 1 d . . . . .
O9 O 0.9310(3) 0.7977(3) 0.2106(4) 0.1054(12) Uani 1 1 d . . . . .
O10 O 0.7903(4) 0.7680(7) 0.3251(6) 0.187(3) Uani 1 1 d . . . . .
O11 O 0.8826(5) 0.9751(5) 0.3382(5) 0.165(2) Uani 1 1 d . . . . .
O7 O 0.7987(9) 0.0605(11) 0.5984(9) 0.140(3) Uani 0.5 1 d D . P . .
H7C H 0.823(7) -0.014(3) 0.583(14) 0.168 Uiso 0.5 1 d DR . P . .
H7D H 0.769(6) 0.070(17) 0.658(3) 0.168 Uiso 0.5 1 d DR . 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 O1 2.269(3) . ?
Cu1 N1 2.019(3) . ?
Cu1 O2 2.359(3) . ?
Cu1 N2 2.027(3) . ?
Cu1 N3 2.069(3) . ?
Cu1 N4 2.004(3) . ?
O1 C11 1.228(4) . ?
N1 C1 1.351(4) . ?
N1 C6 1.342(4) . ?
C1 C2 1.497(5) . ?
C1 C17 1.392(4) . ?
O2 C3 1.221(4) . ?
N2 C2 1.497(4) . ?
N2 C7 1.470(4) . ?
N2 C8 1.487(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
N3 C12 1.477(4) . ?
N3 C13 1.484(4) . ?
N3 C15 1.480(4) . ?
C3 N5 1.314(4) . ?
C3 C7 1.515(5) . ?
N4 C4 1.332(4) . ?
N4 C5 1.362(4) . ?
C4 H4 0.9500 . ?
C4 C14 1.375(5) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
C5 C13 1.496(5) . ?
C5 C16 1.381(5) . ?
N6 H6A 0.8800 . ?
N6 H6B 0.8800 . ?
N6 C11 1.308(4) . ?
C6 H6 0.9500 . ?
C6 C9 1.384(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C15 1.522(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.376(5) . ?
C10 H10 0.9500 . ?
C10 C17 1.369(5) . ?
C11 C12 1.506(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14 0.9500 . ?
C14 C18 1.382(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16 0.9500 . ?
C16 C18 1.362(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
Cl1 O3 1.426(3) . ?
Cl1 O4 1.415(3) . ?
Cl1 O5 1.403(3) . ?
Cl1 O6 1.411(3) . ?
Cl2 O8 1.420(3) . ?
Cl2 O9 1.420(3) . ?
Cl2 O10 1.325(4) . ?
Cl2 O11 1.412(4) . ?
O7 H7C 0.83(4) . ?
O7 H7D 0.83(4) . ?

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
O1 Cu1 O2 168.23(8) . . ?
N1 Cu1 O1 91.43(10) . . ?
N1 Cu1 O2 96.62(10) . . ?
N1 Cu1 N2 81.70(11) . . ?
N1 Cu1 N3 165.35(10) . . ?
N2 Cu1 O1 93.61(11) . . ?
N2 Cu1 O2 79.13(10) . . ?
N2 Cu1 N3 87.00(12) . . ?
N3 Cu1 O1 79.95(9) . . ?
N3 Cu1 O2 90.35(10) . . ?
N4 Cu1 O1 93.11(11) . . ?
N4 Cu1 N1 110.86(11) . . ?
N4 Cu1 O2 92.05(11) . . ?
N4 Cu1 N2 165.59(10) . . ?
N4 Cu1 N3 81.64(11) . . ?
C11 O1 Cu1 106.90(19) . . ?
C1 N1 Cu1 111.84(19) . . ?
C6 N1 Cu1 129.8(2) . . ?
C6 N1 C1 118.4(2) . . ?
N1 C1 C2 114.9(2) . . ?
N1 C1 C17 121.3(3) . . ?
C17 C1 C2 123.7(3) . . ?
C3 O2 Cu1 107.12(19) . . ?
C2 N2 Cu1 103.22(17) . . ?
C7 N2 Cu1 111.71(18) . . ?
C7 N2 C2 109.4(2) . . ?
C7 N2 C8 111.7(2) . . ?
C8 N2 Cu1 105.6(2) . . ?
C8 N2 C2 114.8(2) . . ?
C1 C2 N2 108.2(2) . . ?
C1 C2 H2A 110.1 . . ?
C1 C2 H2B 110.1 . . ?
N2 C2 H2A 110.1 . . ?
N2 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
C12 N3 Cu1 111.67(18) . . ?
C12 N3 C13 110.7(3) . . ?
C12 N3 C15 111.2(3) . . ?
C13 N3 Cu1 103.74(18) . . ?
C15 N3 Cu1 104.7(2) . . ?
C15 N3 C13 114.5(2) . . ?
O2 C3 N5 122.9(3) . . ?
O2 C3 C7 121.6(3) . . ?
N5 C3 C7 115.4(3) . . ?
C4 N4 Cu1 128.8(2) . . ?
C4 N4 C5 118.8(3) . . ?
C5 N4 Cu1 112.4(2) . . ?
N4 C4 H4 119.0 . . ?
N4 C4 C14 122.0(3) . . ?
C14 C4 H4 119.0 . . ?
C3 N5 H5A 120.0 . . ?
C3 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
N4 C5 C13 115.6(3) . . ?
N4 C5 C16 121.6(3) . . ?
C16 C5 C13 122.8(3) . . ?
H6A N6 H6B 120.0 . . ?
C11 N6 H6A 120.0 . . ?
C11 N6 H6B 120.0 . . ?
N1 C6 H6 118.8 . . ?
N1 C6 C9 122.5(3) . . ?
C9 C6 H6 118.8 . . ?
N2 C7 C3 112.2(3) . . ?
N2 C7 H7A 109.2 . . ?
N2 C7 H7B 109.2 . . ?
C3 C7 H7A 109.2 . . ?
C3 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N2 C8 H8A 109.7 . . ?
N2 C8 H8B 109.7 . . ?
N2 C8 C15 109.6(2) . . ?
H8A C8 H8B 108.2 . . ?
C15 C8 H8A 109.7 . . ?
C15 C8 H8B 109.7 . . ?
C6 C9 H9 120.5 . . ?
C10 C9 C6 119.1(3) . . ?
C10 C9 H9 120.5 . . ?
C9 C10 H10 120.5 . . ?
C17 C10 C9 119.0(3) . . ?
C17 C10 H10 120.5 . . ?
O1 C11 N6 122.8(3) . . ?
O1 C11 C12 122.5(3) . . ?
N6 C11 C12 114.6(3) . . ?
N3 C12 C11 112.9(2) . . ?
N3 C12 H12A 109.0 . . ?
N3 C12 H12B 109.0 . . ?
C11 C12 H12A 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
N3 C13 C5 108.5(2) . . ?
N3 C13 H13A 110.0 . . ?
N3 C13 H13B 110.0 . . ?
C5 C13 H13A 110.0 . . ?
C5 C13 H13B 110.0 . . ?
H13A C13 H13B 108.4 . . ?
C4 C14 H14 120.5 . . ?
C4 C14 C18 118.9(4) . . ?
C18 C14 H14 120.5 . . ?
N3 C15 C8 108.4(2) . . ?
N3 C15 H15A 110.0 . . ?
N3 C15 H15B 110.0 . . ?
C8 C15 H15A 110.0 . . ?
C8 C15 H15B 110.0 . . ?
H15A C15 H15B 108.4 . . ?
C5 C16 H16 120.6 . . ?
C18 C16 C5 118.8(3) . . ?
C18 C16 H16 120.6 . . ?
C1 C17 H17 120.1 . . ?
C10 C17 C1 119.7(3) . . ?
C10 C17 H17 120.1 . . ?
C14 C18 H18 120.1 . . ?
C16 C18 C14 119.9(3) . . ?
C16 C18 H18 120.1 . . ?
O4 Cl1 O3 107.3(2) . . ?
O5 Cl1 O3 110.9(2) . . ?
O5 Cl1 O4 109.3(2) . . ?
O5 Cl1 O6 110.0(2) . . ?
O6 Cl1 O3 110.4(2) . . ?
O6 Cl1 O4 108.8(2) . . ?
O9 Cl2 O8 109.7(2) . . ?
O10 Cl2 O8 108.2(2) . . ?
O10 Cl2 O9 112.4(3) . . ?
O10 Cl2 O11 115.4(4) . . ?
O11 Cl2 O8 103.9(3) . . ?
O11 Cl2 O9 106.8(3) . . ?
H7C O7 H7D 108(10) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
