# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_I_120K
_database_code_depnum_ccdc_archive 'CCDC 1581161'
_audit_update_record             
;
2017-10-20 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H24 Cl4 N2 O2 Zn'
_chemical_formula_weight         483.54

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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.607(2)
_cell_length_b                   7.3468(14)
_cell_length_c                   13.380(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.482(2)
_cell_angle_gamma                90
_cell_volume                     1040.7(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    1573
_cell_measurement_theta_min      4.779
_cell_measurement_theta_max      60.836

_exptl_crystal_description       plate
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_F_000             496
_exptl_transmission_factor_min   0.605
_exptl_transmission_factor_max   0.784
_exptl_crystal_size_max          0.352
_exptl_crystal_size_mid          0.324
_exptl_crystal_size_min          0.228
_exptl_absorpt_coefficient_mu    1.706
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.605
_exptl_absorpt_correction_T_max  0.784
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX2 CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11684
_diffrn_reflns_av_unetI/netI     0.0709
_diffrn_reflns_av_R_equivalents  0.0685
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.525
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11684
_reflns_number_gt                11079
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.843
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_reflns_special_details          
;
 _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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (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)] 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_abs_structure_details 
;
 Flack x determined using 1597 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.021(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         11684
_refine_ls_number_parameters     230
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0831
_refine_ls_wR_factor_gt          0.0817
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_restrained_S_all      0.970
_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
Zn1 Zn -0.76467(5) -0.56183(8) -0.04010(4) 0.01996(17) Uani 1 1 d . . . . .
Cl1 Cl -0.64642(12) -0.34617(17) -0.11222(9) 0.0207(3) Uani 1 1 d . . . . .
Cl2 Cl -0.68441(12) -0.83902(17) -0.07783(9) 0.0244(3) Uani 1 1 d . . . . .
Cl3 Cl -0.74801(13) -0.51190(17) 0.12754(9) 0.0268(3) Uani 1 1 d . . . . .
Cl4 Cl -0.97112(12) -0.5428(3) -0.09576(10) 0.0387(4) Uani 1 1 d . . . . .
C11 C -0.5358(5) -0.0106(8) 0.6487(4) 0.0291(13) Uani 1 1 d . . . . .
H11A H -0.5480 -0.0305 0.7184 0.044 Uiso 1 1 calc R U . . .
H11B H -0.5460 0.1164 0.6335 0.044 Uiso 1 1 calc R U . . .
H11C H -0.4523 -0.0486 0.6341 0.044 Uiso 1 1 calc R U . . .
O11 O -0.6275(3) -0.1143(5) 0.5889(3) 0.0232(9) Uani 1 1 d . . . . .
C12 C -0.6273(5) -0.0940(7) 0.4873(4) 0.0183(11) Uani 1 1 d . . . . .
C13 C -0.5371(5) 0.0027(7) 0.4377(4) 0.0191(11) Uani 1 1 d . . . . .
H13 H -0.4681 0.0540 0.4737 0.023 Uiso 1 1 calc R U . . .
C14 C -0.5504(5) 0.0224(7) 0.3343(4) 0.0205(12) Uani 1 1 d . . . . .
H14 H -0.4908 0.0889 0.3016 0.025 Uiso 1 1 calc R U . . .
C15 C -0.6519(4) -0.0560(8) 0.2790(3) 0.0199(10) Uani 1 1 d . . . . .
C16 C -0.7383(5) -0.1579(7) 0.3297(4) 0.0217(11) Uani 1 1 d . . . . .
H16 H -0.8051 -0.2141 0.2935 0.026 Uiso 1 1 calc R U . . .
C17 C -0.7269(5) -0.1776(7) 0.4329(4) 0.0209(11) Uani 1 1 d . . . . .
H17 H -0.7856 -0.2462 0.4655 0.025 Uiso 1 1 calc R U . . .
C18 C -0.6721(5) -0.0175(7) 0.1688(4) 0.0255(13) Uani 1 1 d . . . . .
H18A H -0.7604 -0.0363 0.1484 0.031 Uiso 1 1 calc R U . . .
H18B H -0.6521 0.1091 0.1565 0.031 Uiso 1 1 calc R U . . .
N11 N -0.5926(4) -0.1360(6) 0.1067(3) 0.0212(10) Uani 1 1 d . . . . .
H11D H -0.6086 -0.2524 0.1193 0.032 Uiso 1 1 calc R U . . .
H11E H -0.5113 -0.1129 0.1218 0.032 Uiso 1 1 calc R U . . .
H11F H -0.6107 -0.1130 0.0421 0.032 Uiso 1 1 calc R U . . .
C21 C -0.7908(6) -0.5593(11) 0.6614(4) 0.0419(15) Uani 1 1 d . . . . .
H21A H -0.8728 -0.5974 0.6799 0.063 Uiso 1 1 calc R U . . .
H21B H -0.7896 -0.4292 0.6543 0.063 Uiso 1 1 calc R U . . .
H21C H -0.7283 -0.5954 0.7125 0.063 Uiso 1 1 calc R U . . .
O21 O -0.7637(3) -0.6415(5) 0.5692(3) 0.0252(9) Uani 1 1 d . . . . .
C22 C -0.8503(5) -0.6205(6) 0.4904(4) 0.0169(11) Uani 1 1 d . . . . .
C23 C -0.8205(5) -0.7075(7) 0.4028(4) 0.0182(11) Uani 1 1 d . . . . .
H23 H -0.7450 -0.7711 0.4002 0.022 Uiso 1 1 calc R U . . .
C24 C -0.9038(5) -0.6990(7) 0.3196(4) 0.0215(11) Uani 1 1 d . . . . .
H24 H -0.8854 -0.7598 0.2614 0.026 Uiso 1 1 calc R U . . .
C25 C -1.0157(5) -0.5994(7) 0.3225(4) 0.0214(12) Uani 1 1 d . . . . .
C26 C -1.0429(5) -0.5142(7) 0.4104(4) 0.0245(12) Uani 1 1 d . . . . .
H26 H -1.1177 -0.4487 0.4127 0.029 Uiso 1 1 calc R U . . .
C27 C -0.9622(5) -0.5234(7) 0.4953(4) 0.0227(12) Uani 1 1 d . . . . .
H27 H -0.9823 -0.4660 0.5542 0.027 Uiso 1 1 calc R U . . .
C28 C -1.1078(6) -0.5863(11) 0.2339(4) 0.0465(19) Uani 1 1 d . . . . .
H28A H -1.1547 -0.6996 0.2282 0.056 Uiso 1 1 calc R U . . .
H28B H -1.1677 -0.4903 0.2463 0.056 Uiso 1 1 calc R U . . .
N21 N -1.0555(5) -0.5514(13) 0.1415(4) 0.077(3) Uani 1 1 d . . . . .
H21D H -0.9898 -0.6247 0.1347 0.115 Uiso 1 1 calc R U . . .
H21E H -1.0303 -0.4361 0.1397 0.115 Uiso 1 1 calc R U . . .
H21F H -1.1136 -0.5716 0.0919 0.115 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Cl3 2.2690(14) . ?
Zn1 Cl1 2.2719(14) . ?
Zn1 Cl4 2.2741(14) . ?
Zn1 Cl2 2.2758(14) . ?
C11 O11 1.439(6) . ?
O11 C12 1.368(6) . ?
C12 C17 1.389(7) . ?
C12 C13 1.392(7) . ?
C13 C14 1.390(7) . ?
C14 C15 1.394(7) . ?
C15 C16 1.391(7) . ?
C15 C18 1.503(7) . ?
C16 C17 1.387(7) . ?
C18 N11 1.498(6) . ?
C21 O21 1.419(6) . ?
O21 C22 1.364(6) . ?
C22 C23 1.388(7) . ?
C22 C27 1.390(7) . ?
C23 C24 1.380(7) . ?
C24 C25 1.397(7) . ?
C25 C26 1.378(7) . ?
C25 C28 1.493(7) . ?
C26 C27 1.381(7) . ?
C28 N21 1.409(8) . ?

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
Cl3 Zn1 Cl1 107.17(5) . . ?
Cl3 Zn1 Cl4 109.24(5) . . ?
Cl1 Zn1 Cl4 111.32(6) . . ?
Cl3 Zn1 Cl2 110.87(5) . . ?
Cl1 Zn1 Cl2 107.83(5) . . ?
Cl4 Zn1 Cl2 110.37(6) . . ?
C12 O11 C11 116.9(4) . . ?
O11 C12 C17 115.1(4) . . ?
O11 C12 C13 124.9(4) . . ?
C17 C12 C13 120.0(5) . . ?
C14 C13 C12 119.7(5) . . ?
C13 C14 C15 121.0(5) . . ?
C16 C15 C14 118.3(5) . . ?
C16 C15 C18 121.4(5) . . ?
C14 C15 C18 120.2(5) . . ?
C17 C16 C15 121.5(5) . . ?
C16 C17 C12 119.5(5) . . ?
N11 C18 C15 112.5(4) . . ?
C22 O21 C21 117.5(4) . . ?
O21 C22 C23 115.1(4) . . ?
O21 C22 C27 124.0(4) . . ?
C23 C22 C27 120.9(5) . . ?
C24 C23 C22 119.5(5) . . ?
C23 C24 C25 120.3(5) . . ?
C26 C25 C24 118.9(5) . . ?
C26 C25 C28 119.2(5) . . ?
C24 C25 C28 121.9(5) . . ?
C25 C26 C27 121.9(5) . . ?
C26 C27 C22 118.4(5) . . ?
N21 C28 C25 115.8(5) . . ?

_refine_diff_density_max         0.340
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.053



####################################################################### 
# 
# 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_II_300K
_database_code_depnum_ccdc_archive 'CCDC 1581162'
_audit_update_record             
;
2017-10-20 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT084_II_300K             
;
PROBLEM: High wR2 Value (i.e. &gt; 0.25) ...................       0.46 Report
RESPONSE: The polymorph can be obtained only after a phase transiion which causes the damaging of the crystal, finally affecting the quality of the diffracton data, as a consequence high wR2 values should be considered unavoidable.
;
_vrf_PLAT201_II_300K             
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         20 Report
RESPONSE: Due to a caomplex model affected by high disorder the ADP's of some atoms were constrained to be isotropic
;
# Added during the CSD deposition process: Friday 20 October 2017 02:16 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H24 Cl4 N2 O2 Zn'
_chemical_formula_weight         483.54

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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   10.651(7)
_cell_length_b                   7.572(2)
_cell_length_c                   26.926(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2171.6(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    2381
_cell_measurement_theta_min      4.574
_cell_measurement_theta_max      57.894

_exptl_crystal_description       plate
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   0.506
_exptl_transmission_factor_max   0.746
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    1.635
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX2 CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22143
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_av_R_equivalents  0.0659
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.513
_diffrn_reflns_theta_max         25.490
_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 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4025
_reflns_number_gt                3671
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.733
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.48(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4025
_refine_ls_number_parameters     159
_refine_ls_number_restraints     52
_refine_ls_R_factor_all          0.1558
_refine_ls_R_factor_gt           0.1502
_refine_ls_wR_factor_ref         0.4611
_refine_ls_wR_factor_gt          0.4560
_refine_ls_goodness_of_fit_ref   2.144
_refine_ls_restrained_S_all      2.132
_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
Zn1 Zn 0.75756(16) 0.2650(3) 0.27113(6) 0.0444(8) Uani 1 1 d . . . . .
Cl1A Cl 0.7356(16) 0.2088(19) 0.1863(4) 0.062(2) Uani 0.460(8) 1 d . . P A 1
Cl1B Cl 0.7498(14) 0.3259(15) 0.1886(3) 0.062(2) Uani 0.540(8) 1 d . . P A 2
Cl2 Cl 0.9648(4) 0.2654(9) 0.29316(17) 0.0646(15) Uani 1 1 d . . . . .
Cl3 Cl 0.6647(7) 0.0187(10) 0.2989(3) 0.095(3) Uani 1 1 d . . . . .
Cl4 Cl 0.6528(8) 0.4998(10) 0.3033(3) 0.097(3) Uani 1 1 d . . . . .
O1A O 0.559(3) 0.727(4) 0.4442(7) 0.058(4) Uiso 0.460(8) 1 d D . P A 1
C11A C 0.494(4) 0.828(6) 0.4096(14) 0.053(9) Uiso 0.460(8) 1 d D . P A 1
H11A H 0.5230 0.8001 0.3768 0.079 Uiso 0.460(8) 1 calc R U P A 1
H11B H 0.4057 0.8015 0.4120 0.079 Uiso 0.460(8) 1 calc R U P A 1
H11C H 0.5070 0.9509 0.4162 0.079 Uiso 0.460(8) 1 calc R U P A 1
C12A C 0.531(2) 0.748(3) 0.4937(5) 0.04(3) Uiso 0.460(8) 1 d DG . P A 1
C13A C 0.602(2) 0.844(4) 0.5277(8) 0.071(13) Uiso 0.460(8) 1 d G . P A 1
H13A H 0.6746 0.9003 0.5175 0.086 Uiso 0.460(8) 1 calc R U P A 1
C14A C 0.563(2) 0.855(4) 0.5769(7) 0.052(10) Uiso 0.460(8) 1 d G . P A 1
H14A H 0.6105 0.9190 0.5997 0.063 Uiso 0.460(8) 1 calc R U P A 1
C15A C 0.454(2) 0.770(3) 0.5922(6) 0.060(11) Uiso 0.460(8) 1 d DG . P A 1
C16A C 0.383(2) 0.674(4) 0.5582(9) 0.057(10) Uiso 0.460(8) 1 d G . P A 1
H16A H 0.3103 0.6173 0.5685 0.068 Uiso 0.460(8) 1 calc R U P A 1
C17A C 0.422(3) 0.663(4) 0.5090(8) 0.088(17) Uiso 0.460(8) 1 d G . P A 1
H17A H 0.3744 0.5987 0.4863 0.106 Uiso 0.460(8) 1 calc R U P A 1
C18A C 0.413(4) 0.782(5) 0.6448(11) 0.21(5) Uiso 0.540(8) 1 d D . P A 1
H18C H 0.4357 0.8982 0.6571 0.250 Uiso 0.540(8) 1 calc R U P A 1
H18D H 0.3220 0.7749 0.6454 0.250 Uiso 0.540(8) 1 calc R U P A 1
N1A N 0.458(3) 0.660(4) 0.6774(9) 0.048(6) Uiso 0.540(8) 1 d D . P A 1
H1A1 H 0.5419 0.6591 0.6760 0.072 Uiso 0.540(8) 1 calc R U P A 1
H1A2 H 0.4291 0.5537 0.6695 0.072 Uiso 0.540(8) 1 calc R U P A 1
H1A3 H 0.4340 0.6878 0.7081 0.072 Uiso 0.540(8) 1 calc R U P A 1
O1B O 0.573(3) 0.783(3) 0.4446(7) 0.058(4) Uiso 0.540(8) 1 d D . P A 2
C11B C 0.504(12) 0.709(15) 0.406(3) 0.29(9) Uiso 0.540(8) 1 d D . P A 2
H11D H 0.5435 0.7377 0.3749 0.439 Uiso 0.540(8) 1 calc R U P A 2
H11E H 0.5012 0.5835 0.4100 0.439 Uiso 0.540(8) 1 calc R U P A 2
H11F H 0.4204 0.7561 0.4064 0.439 Uiso 0.540(8) 1 calc R U P A 2
C12B C 0.531(2) 0.757(3) 0.4923(6) 0.07(3) Uiso 0.540(8) 1 d DG . P A 2
C13B C 0.608(2) 0.668(4) 0.5255(9) 0.079(13) Uiso 0.540(8) 1 d G . P A 2
H13B H 0.6863 0.6261 0.5152 0.095 Uiso 0.540(8) 1 calc R U P A 2
C14B C 0.569(3) 0.639(4) 0.5741(8) 0.072(12) Uiso 0.540(8) 1 d G . P A 2
H14B H 0.6202 0.5793 0.5962 0.086 Uiso 0.540(8) 1 calc R U P A 2
C15B C 0.452(3) 0.701(3) 0.5895(6) 0.13(3) Uiso 0.540(8) 1 d DG . P A 2
C16B C 0.375(2) 0.791(4) 0.5563(9) 0.102(17) Uiso 0.540(8) 1 d G . P A 2
H16B H 0.2973 0.8327 0.5666 0.122 Uiso 0.540(8) 1 calc R U P A 2
C17B C 0.415(2) 0.819(4) 0.5078(8) 0.051(8) Uiso 0.540(8) 1 d G . P A 2
H17B H 0.3634 0.8795 0.4856 0.061 Uiso 0.540(8) 1 calc R U P A 2
C18B C 0.410(4) 0.671(5) 0.6414(11) 0.084(16) Uiso 0.460(8) 1 d D . P A 2
H18A H 0.3187 0.6753 0.6412 0.101 Uiso 0.460(8) 1 calc R U P A 2
H18B H 0.4331 0.5513 0.6501 0.101 Uiso 0.460(8) 1 calc R U P A 2
N1B N 0.449(7) 0.777(8) 0.6794(17) 0.13(2) Uiso 0.460(8) 1 d D . P A 2
H1B1 H 0.4146 0.7407 0.7077 0.195 Uiso 0.460(8) 1 calc R U P A 2
H1B2 H 0.5321 0.7724 0.6818 0.195 Uiso 0.460(8) 1 calc R U P A 2
H1B3 H 0.4253 0.8881 0.6734 0.195 Uiso 0.460(8) 1 calc R U P A 2
C21A C 0.302(3) 0.247(4) 0.5720(11) 0.108(10) Uiso 0.460(8) 1 d D . P A 1
H21A H 0.2623 0.2746 0.6031 0.162 Uiso 0.460(8) 1 calc R U P A 1
H21B H 0.3203 0.1233 0.5707 0.162 Uiso 0.460(8) 1 calc R U P A 1
H21C H 0.3783 0.3135 0.5690 0.162 Uiso 0.460(8) 1 calc R U P A 1
O2A O 0.222(2) 0.291(3) 0.5333(7) 0.061(7) Uiso 0.460(8) 1 d D . P A 1
C22A C 0.251(2) 0.268(3) 0.4840(6) 0.052(9) Uiso 0.460(8) 1 d DG . P A 1
C23A C 0.357(2) 0.176(4) 0.4684(7) 0.073(14) Uiso 0.460(8) 1 d G . P A 1
H23A H 0.4111 0.1278 0.4917 0.088 Uiso 0.460(8) 1 calc R U P A 1
C24A C 0.381(2) 0.157(3) 0.4179(8) 0.054(10) Uiso 0.460(8) 1 d G . P A 1
H24A H 0.4522 0.0958 0.4075 0.065 Uiso 0.460(8) 1 calc R U P A 1
C25A C 0.300(2) 0.230(3) 0.3831(6) 0.039(7) Uiso 0.460(8) 1 d DG . P A 1
C26A C 0.194(2) 0.321(3) 0.3987(7) 0.048(9) Uiso 0.460(8) 1 d G . P A 1
H26A H 0.1395 0.3701 0.3754 0.058 Uiso 0.460(8) 1 calc R U P A 1
C27A C 0.169(2) 0.341(3) 0.4491(8) 0.055(10) Uiso 0.460(8) 1 d G . P A 1
H27A H 0.0985 0.4020 0.4596 0.066 Uiso 0.460(8) 1 calc R U P A 1
C28A C 0.326(3) 0.209(4) 0.3293(11) 0.10(2) Uiso 0.460(8) 1 d D . P A 1
H28A H 0.3643 0.0937 0.3256 0.126 Uiso 0.460(8) 1 calc R U P A 1
H28B H 0.2447 0.2019 0.3133 0.126 Uiso 0.460(8) 1 calc R U P A 1
N2A N 0.396(3) 0.321(5) 0.3005(11) 0.052(8) Uiso 0.460(8) 1 d D . P A 1
H2A1 H 0.3983 0.2806 0.2695 0.078 Uiso 0.460(8) 1 calc R U P A 1
H2A2 H 0.3619 0.4281 0.3009 0.078 Uiso 0.460(8) 1 calc R U P A 1
H2A3 H 0.4739 0.3267 0.3125 0.078 Uiso 0.460(8) 1 calc R U P A 1
N2B N 0.393(3) 0.226(4) 0.2999(9) 0.048(6) Uiso 0.540(8) 1 d D . P A 2
H2B1 H 0.3917 0.2649 0.2687 0.072 Uiso 0.540(8) 1 calc R U P A 2
H2B2 H 0.4717 0.2307 0.3114 0.072 Uiso 0.540(8) 1 calc R U P A 2
H2B3 H 0.3662 0.1148 0.3008 0.072 Uiso 0.540(8) 1 calc R U P A 2
C21B C 0.302(3) 0.247(4) 0.5720(11) 0.108(10) Uiso 0.540(8) 1 d D . P A 2
H21D H 0.2652 0.1995 0.6017 0.162 Uiso 0.540(8) 1 calc R U P A 2
H21E H 0.3886 0.2136 0.5702 0.162 Uiso 0.540(8) 1 calc R U P A 2
H21F H 0.2955 0.3737 0.5726 0.162 Uiso 0.540(8) 1 calc R U P A 2
O2B O 0.238(2) 0.182(3) 0.5308(7) 0.074(7) Uiso 0.540(8) 1 d D . P A 2
C22B C 0.2730(18) 0.231(2) 0.4836(5) 0.055(9) Uiso 0.540(8) 1 d DG . P A 2
C23B C 0.3747(19) 0.329(3) 0.4667(6) 0.049(8) Uiso 0.540(8) 1 d G . P A 2
H23B H 0.4330 0.3734 0.4892 0.059 Uiso 0.540(8) 1 calc R U P A 2
C24B C 0.3893(18) 0.361(3) 0.4162(7) 0.065(10) Uiso 0.540(8) 1 d G . P A 2
H24B H 0.4574 0.4266 0.4049 0.077 Uiso 0.540(8) 1 calc R U P A 2
C25B C 0.3022(17) 0.295(2) 0.3826(5) 0.061(9) Uiso 0.540(8) 1 d DG . P A 2
C26B C 0.2005(17) 0.197(3) 0.3994(6) 0.045(7) Uiso 0.540(8) 1 d G . P A 2
H26B H 0.1422 0.1524 0.3769 0.054 Uiso 0.540(8) 1 calc R U P A 2
C27B C 0.1859(17) 0.165(2) 0.4499(6) 0.049(8) Uiso 0.540(8) 1 d G . P A 2
H27B H 0.1178 0.0992 0.4612 0.059 Uiso 0.540(8) 1 calc R U P A 2
C28B C 0.317(3) 0.329(3) 0.3288(9) 0.057(9) Uiso 0.540(8) 1 d D . P A 2
H28C H 0.2343 0.3257 0.3141 0.068 Uiso 0.540(8) 1 calc R U P A 2
H28D H 0.3473 0.4498 0.3254 0.068 Uiso 0.540(8) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Cl3 2.239(6) . ?
Zn1 Cl4 2.271(7) . ?
Zn1 Cl1B 2.271(9) . ?
Zn1 Cl2 2.286(5) . ?
Zn1 Cl1A 2.335(11) . ?
O1A C12A 1.377(16) . ?
O1A C11A 1.39(3) . ?
C12A C13A 1.3900 . ?
C12A C17A 1.3900 . ?
C13A C14A 1.3900 . ?
C14A C15A 1.3900 . ?
C15A C16A 1.3900 . ?
C15A C18A 1.49(3) . ?
C16A C17A 1.3900 . ?
C18A N1A 1.36(2) . ?
O1B C12B 1.374(16) . ?
O1B C11B 1.39(3) . ?
C12B C13B 1.3900 . ?
C12B C17B 1.3900 . ?
C13B C14B 1.3900 . ?
C14B C15B 1.3900 . ?
C15B C16B 1.3900 . ?
C15B C18B 1.49(3) . ?
C16B C17B 1.3900 . ?
C18B N1B 1.37(2) . ?
C21A O2A 1.39(3) . ?
O2A C22A 1.376(16) . ?
C22A C23A 1.3900 . ?
C22A C27A 1.3900 . ?
C23A C24A 1.3900 . ?
C24A C25A 1.3900 . ?
C25A C26A 1.3900 . ?
C25A C28A 1.48(3) . ?
C26A C27A 1.3900 . ?
C28A N2A 1.37(2) . ?
N2B C28B 1.37(2) . ?
C21B O2B 1.39(3) . ?
O2B C22B 1.376(16) . ?
C22B C23B 1.3900 . ?
C22B C27B 1.3900 . ?
C23B C24B 1.3900 . ?
C24B C25B 1.3900 . ?
C25B C26B 1.3900 . ?
C25B C28B 1.48(3) . ?
C26B C27B 1.3900 . ?

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
Cl3 Zn1 Cl4 107.9(3) . . ?
Cl3 Zn1 Cl1B 118.6(4) . . ?
Cl4 Zn1 Cl1B 101.3(4) . . ?
Cl3 Zn1 Cl2 110.0(3) . . ?
Cl4 Zn1 Cl2 112.0(3) . . ?
Cl1B Zn1 Cl2 106.8(4) . . ?
Cl3 Zn1 Cl1A 97.5(4) . . ?
Cl4 Zn1 Cl1A 117.8(4) . . ?
Cl2 Zn1 Cl1A 110.5(4) . . ?
C12A O1A C11A 118(2) . . ?
O1A C12A C13A 125(2) . . ?
O1A C12A C17A 115(2) . . ?
C13A C12A C17A 120.0 . . ?
C12A C13A C14A 120.0 . . ?
C15A C14A C13A 120.0 . . ?
C16A C15A C14A 120.0 . . ?
C16A C15A C18A 119.99(17) . . ?
C14A C15A C18A 120.01(16) . . ?
C15A C16A C17A 120.0 . . ?
C16A C17A C12A 120.0 . . ?
N1A C18A C15A 118(2) . . ?
C12B O1B C11B 118(6) . . ?
O1B C12B C13B 119(2) . . ?
O1B C12B C17B 121(2) . . ?
C13B C12B C17B 120.0 . . ?
C14B C13B C12B 120.0 . . ?
C13B C14B C15B 120.0 . . ?
C16B C15B C14B 120.0 . . ?
C16B C15B C18B 119.98(18) . . ?
C14B C15B C18B 120.02(18) . . ?
C15B C16B C17B 120.0 . . ?
C16B C17B C12B 120.0 . . ?
N1B C18B C15B 121(3) . . ?
C22A O2A C21A 124(2) . . ?
O2A C22A C23A 122.6(19) . . ?
O2A C22A C27A 117.4(19) . . ?
C23A C22A C27A 120.0 . . ?
C24A C23A C22A 120.0 . . ?
C23A C24A C25A 120.0 . . ?
C26A C25A C24A 120.0 . . ?
C26A C25A C28A 120.00(17) . . ?
C24A C25A C28A 120.00(17) . . ?
C27A C26A C25A 120.0 . . ?
C26A C27A C22A 120.0 . . ?
N2A C28A C25A 126(2) . . ?
C22B O2B C21B 121(2) . . ?
O2B C22B C23B 131.0(15) . . ?
O2B C22B C27B 109.0(15) . . ?
C23B C22B C27B 120.0 . . ?
C22B C23B C24B 120.0 . . ?
C25B C24B C23B 120.0 . . ?
C26B C25B C24B 120.0 . . ?
C26B C25B C28B 119.95(17) . . ?
C24B C25B C28B 120.05(18) . . ?
C25B C26B C27B 120.0 . . ?
C26B C27B C22B 120.0 . . ?
N2B C28B C25B 121.3(18) . . ?

_refine_diff_density_max         1.755
_refine_diff_density_min         -1.893
_refine_diff_density_rms         0.238

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1A H1A1 Cl1A 0.89 2.59 3.42(4) 155.2 2_665
N1A H1A1 Cl1B 0.89 2.25 3.13(4) 168.4 2_665
N1A H1A2 Cl2 0.89 2.64 3.32(3) 133.4 3_456
N1A H1A3 Cl2 0.89 2.56 3.27(3) 138.0 2_665
N2A H2A1 Cl3 0.89 2.66 3.13(3) 114.2 4_655
N2A H2A2 Cl1A 0.89 2.39 3.27(4) 172.2 4_655
N2A H2A3 Cl4 0.89 2.33 3.05(3) 138.7 1_555
N1B H1B1 Cl2 0.89 2.64 3.21(5) 123.6 2_665
N1B H1B2 Cl1A 0.89 2.48 3.37(8) 174.3 2_665
N1B H1B2 Cl1B 0.89 2.45 3.31(8) 164.5 2_665
N1B H1B3 Cl2 0.89 2.81 3.55(6) 141.3 3_466
N2B H2B1 Cl3 0.89 2.71 3.52(3) 150.5 4_655
N2B H2B2 Cl3 0.89 2.63 3.29(3) 131.6 1_555
N2B H2B2 Cl4 0.89 2.81 3.46(3) 130.1 1_555
N2B H2B3 Cl1B 0.89 2.53 3.40(3) 168.2 4_645



####################################################################### 
# 
# 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_III_175K
_database_code_depnum_ccdc_archive 'CCDC 1581164'
_audit_update_record             
;
2017-10-20 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C8 H12 N O), Cl4 Zn'
_chemical_formula_sum            'C16 H24 Cl4 N2 O2 Zn'
_chemical_formula_weight         483.56

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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.450(3)
_cell_length_b                   7.501(2)
_cell_length_c                   26.893(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.056(4)
_cell_angle_gamma                90
_cell_volume                     2108.0(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    175(2)
_cell_measurement_reflns_used    1237
_cell_measurement_theta_min      3.735
_cell_measurement_theta_max      55.324

_exptl_crystal_description       plate
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   0.451
_exptl_transmission_factor_max   0.759
_exptl_crystal_size_max          0.325
_exptl_crystal_size_mid          0.297
_exptl_crystal_size_min          0.151
_exptl_absorpt_coefficient_mu    1.684
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      175(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX2 CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16295
_diffrn_reflns_av_unetI/netI     0.0679
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         0.757
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7765
_reflns_number_gt                7171
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.849
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+54.8400P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.49(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7765
_refine_ls_number_parameters     319
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1231
_refine_ls_R_factor_gt           0.1172
_refine_ls_wR_factor_ref         0.2792
_refine_ls_wR_factor_gt          0.2768
_refine_ls_goodness_of_fit_ref   1.292
_refine_ls_restrained_S_all      1.292
_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
Zn1 Zn 0.2333(3) 0.1409(3) 0.02130(9) 0.0244(6) Uani 1 1 d . . . . .
Zn2 Zn 0.2674(2) 0.7810(3) 0.52117(9) 0.0234(6) Uani 1 1 d . . . . .
Cl1 Cl 0.2525(7) 0.8314(8) 0.4380(2) 0.0379(16) Uani 1 1 d . . . . .
Cl2 Cl 0.3329(6) 0.4015(7) 0.0402(2) 0.0353(14) Uani 1 1 d . . . . .
Cl3 Cl 0.2497(7) 0.0910(8) -0.0620(2) 0.0378(16) Uani 1 1 d . . . . .
Cl4 Cl 0.1673(6) 0.5204(8) 0.5400(2) 0.0354(14) Uani 1 1 d . . . . .
Cl5 Cl 0.3369(6) -0.0841(8) 0.0612(2) 0.0367(14) Uani 1 1 d . . . . .
Cl6 Cl 0.4782(5) 0.7863(10) 0.5442(2) 0.0370(13) Uani 1 1 d . . . . .
Cl7 Cl 0.0214(5) 0.1355(10) 0.0439(2) 0.0355(13) Uani 1 1 d . . . . .
Cl8 Cl 0.1634(7) 1.0064(8) 0.5611(2) 0.0389(15) Uani 1 1 d . . . . .
C11A C 0.194(5) 0.209(8) 0.174(2) 0.051(13) Uiso 0.572(15) 1 d . . P A 1
H11A H 0.2234 0.1654 0.1428 0.076 Uiso 0.572(15) 1 calc R U P A 1
H11B H 0.1065 0.1757 0.1792 0.076 Uiso 0.572(15) 1 calc R U P A 1
H11C H 0.2018 0.3364 0.1752 0.076 Uiso 0.572(15) 1 calc R U P A 1
O1A O 0.276(3) 0.128(6) 0.2157(13) 0.038(9) Uiso 0.572(15) 1 d . . P A 1
C12A C 0.238(2) 0.186(4) 0.2628(7) 0.022(10) Uiso 0.572(15) 1 d G . P A 1
C13A C 0.132(2) 0.290(4) 0.2741(8) 0.039(10) Uiso 0.572(15) 1 d G . P A 1
H13A H 0.0768 0.3260 0.2489 0.047 Uiso 0.572(15) 1 calc R U P A 1
C14A C 0.109(2) 0.341(4) 0.3229(9) 0.030(9) Uiso 0.572(15) 1 d G . P A 1
H14A H 0.0380 0.4112 0.3304 0.035 Uiso 0.572(15) 1 calc R U P A 1
C15A C 0.192(3) 0.288(4) 0.3605(7) 0.029(16) Uiso 0.572(15) 1 d G . P A 1
C16A C 0.298(2) 0.184(4) 0.3493(8) 0.027(9) Uiso 0.572(15) 1 d G . P A 1
H16A H 0.3534 0.1485 0.3745 0.032 Uiso 0.572(15) 1 calc R U P A 1
C17A C 0.321(2) 0.133(4) 0.3005(9) 0.038(10) Uiso 0.572(15) 1 d G . P A 1
H17A H 0.3922 0.0633 0.2930 0.046 Uiso 0.572(15) 1 calc R U P A 1
C18A C 0.180(5) 0.349(6) 0.4184(17) 0.020(12) Uiso 0.572(15) 1 d . . P A 1
H18A H 0.2648 0.3662 0.4320 0.023 Uiso 0.572(15) 1 calc R U P A 1
H18B H 0.1352 0.4622 0.4200 0.023 Uiso 0.572(15) 1 calc R U P A 1
C11B C 0.192(6) 0.122(9) 0.184(2) 0.036(14) Uiso 0.428(15) 1 d . . P A 2
H11D H 0.2371 0.1090 0.1529 0.054 Uiso 0.428(15) 1 calc R U P A 2
H11E H 0.1656 0.0073 0.1956 0.054 Uiso 0.428(15) 1 calc R U P A 2
H11F H 0.1184 0.1964 0.1789 0.054 Uiso 0.428(15) 1 calc R U P A 2
O1B O 0.269(4) 0.197(7) 0.2172(16) 0.025(10) Uiso 0.428(15) 1 d . . P A 2
C12B C 0.232(3) 0.233(5) 0.2647(8) 0.022(14) Uiso 0.428(15) 1 d G . P A 2
C13B C 0.114(2) 0.187(4) 0.2854(10) 0.020(11) Uiso 0.428(15) 1 d G . P A 2
H13B H 0.0524 0.1321 0.2660 0.024 Uiso 0.428(15) 1 calc R U P A 2
C14B C 0.090(2) 0.225(4) 0.3351(10) 0.016(10) Uiso 0.428(15) 1 d G . P A 2
H14B H 0.0115 0.1940 0.3490 0.019 Uiso 0.428(15) 1 calc R U P A 2
C15B C 0.183(3) 0.307(4) 0.3641(8) 0.011(15) Uiso 0.428(15) 1 d G . P A 2
C16B C 0.300(2) 0.353(4) 0.3434(10) 0.014(9) Uiso 0.428(15) 1 d G . P A 2
H16B H 0.3623 0.4082 0.3628 0.017 Uiso 0.428(15) 1 calc R U P A 2
C17B C 0.325(2) 0.316(5) 0.2937(10) 0.025(11) Uiso 0.428(15) 1 d G . P A 2
H17B H 0.4031 0.3463 0.2798 0.030 Uiso 0.428(15) 1 calc R U P A 2
C18B C 0.154(7) 0.372(9) 0.411(2) 0.024(18) Uiso 0.428(15) 1 d . . P A 2
H18C H 0.0859 0.4586 0.4083 0.029 Uiso 0.428(15) 1 calc R U P A 2
H18D H 0.2288 0.4320 0.4243 0.029 Uiso 0.428(15) 1 calc R U P A 2
N1 N 0.112(2) 0.219(2) 0.4485(7) 0.031(5) Uani 1 1 d . . . . .
H1N1 H 0.1075 0.2580 0.4797 0.047 Uiso 0.572(15) 1 calc R U P A 1
H2N1 H 0.0331 0.2047 0.4365 0.047 Uiso 0.572(15) 1 calc R U P A 1
H3N1 H 0.1532 0.1157 0.4477 0.047 Uiso 0.572(15) 1 calc R U P A 1
H4N1 H 0.0945 0.2672 0.4780 0.047 Uiso 0.428(15) 1 calc R U P A 2
H5N1 H 0.0423 0.1650 0.4368 0.047 Uiso 0.428(15) 1 calc R U P A 2
H6N1 H 0.1749 0.1403 0.4517 0.047 Uiso 0.428(15) 1 calc R U P A 2
C21A C 1.029(5) 0.810(8) 0.342(2) 0.047(13) Uiso 0.572(15) 1 d . . P A 1
H21A H 0.9935 0.8257 0.3745 0.070 Uiso 0.572(15) 1 calc R U P A 1
H21B H 1.1000 0.7294 0.3435 0.070 Uiso 0.572(15) 1 calc R U P A 1
H21C H 1.0568 0.9229 0.3292 0.070 Uiso 0.572(15) 1 calc R U P A 1
O2A O 0.935(3) 0.739(5) 0.3103(12) 0.040(8) Uiso 0.572(15) 1 d . . P A 1
C22A C 0.973(3) 0.710(4) 0.2617(8) 0.031(12) Uiso 0.572(15) 1 d G . P A 1
C23A C 0.892(2) 0.607(4) 0.2321(9) 0.027(9) Uiso 0.572(15) 1 d G . P A 1
H23A H 0.8162 0.5634 0.2451 0.032 Uiso 0.572(15) 1 calc R U P A 1
C24A C 0.926(2) 0.570(3) 0.1832(8) 0.029(9) Uiso 0.572(15) 1 d G . P A 1
H24A H 0.8719 0.5018 0.1634 0.035 Uiso 0.572(15) 1 calc R U P A 1
C25A C 1.040(3) 0.636(4) 0.1638(7) 0.022(14) Uiso 0.572(15) 1 d G . P A 1
C26A C 1.120(2) 0.738(4) 0.1934(10) 0.035(10) Uiso 0.572(15) 1 d G . P A 1
H26A H 1.1967 0.7820 0.1805 0.042 Uiso 0.572(15) 1 calc R U P A 1
C27A C 1.087(3) 0.775(4) 0.2424(10) 0.054(13) Uiso 0.572(15) 1 d G . P A 1
H27A H 1.1410 0.8436 0.2622 0.064 Uiso 0.572(15) 1 calc R U P A 1
C28A C 1.075(5) 0.573(6) 0.1119(15) 0.023(10) Uiso 0.572(15) 1 d . . P A 1
H28A H 1.1626 0.5311 0.1126 0.027 Uiso 0.572(15) 1 calc R U P A 1
H28B H 1.0209 0.4723 0.1037 0.027 Uiso 0.572(15) 1 calc R U P A 1
C21B C 0.975(6) 0.804(8) 0.346(2) 0.028(13) Uiso 0.428(15) 1 d . . P A 2
H21D H 0.9236 0.8616 0.3706 0.042 Uiso 0.428(15) 1 calc R U P A 2
H21E H 0.9840 0.6799 0.3539 0.042 Uiso 0.428(15) 1 calc R U P A 2
H21F H 1.0579 0.8588 0.3446 0.042 Uiso 0.428(15) 1 calc R U P A 2
O2B O 0.917(3) 0.820(5) 0.3005(12) 0.014(7) Uiso 0.428(15) 1 d . . P A 2
C22B C 0.963(3) 0.754(5) 0.2556(8) 0.014(11) Uiso 0.428(15) 1 d G . P A 2
C23B C 0.898(2) 0.804(4) 0.2126(10) 0.015(9) Uiso 0.428(15) 1 d G . P A 2
H23B H 0.8236 0.8709 0.2148 0.018 Uiso 0.428(15) 1 calc R U P A 2
C24B C 0.945(3) 0.753(5) 0.1663(8) 0.019(10) Uiso 0.428(15) 1 d G . P A 2
H24B H 0.9016 0.7862 0.1376 0.023 Uiso 0.428(15) 1 calc R U P A 2
C25B C 1.056(3) 0.652(5) 0.1631(8) 0.03(2) Uiso 0.428(15) 1 d G . P A 2
C26B C 1.121(3) 0.602(4) 0.2061(11) 0.023(11) Uiso 0.428(15) 1 d G . P A 2
H26B H 1.1954 0.5350 0.2039 0.027 Uiso 0.428(15) 1 calc R U P A 2
C27B C 1.074(2) 0.653(5) 0.2523(8) 0.012(8) Uiso 0.428(15) 1 d G . P A 2
H27B H 1.1174 0.6197 0.2811 0.015 Uiso 0.428(15) 1 calc R U P A 2
C28B C 1.118(7) 0.600(8) 0.117(2) 0.032(16) Uiso 0.428(15) 1 d . . P A 2
H28C H 1.1052 0.4730 0.1117 0.038 Uiso 0.428(15) 1 calc R U P A 2
H28D H 1.2089 0.6218 0.1195 0.038 Uiso 0.428(15) 1 calc R U P A 2
N2 N 1.064(3) 0.703(3) 0.0727(7) 0.051(7) Uani 1 1 d . . . . .
H1N2 H 1.0862 0.6529 0.0439 0.077 Uiso 0.572(15) 1 calc R U P A 1
H2N2 H 0.9829 0.7400 0.0707 0.077 Uiso 0.572(15) 1 calc R U P A 1
H3N2 H 1.1146 0.7947 0.0791 0.077 Uiso 0.572(15) 1 calc R U P A 1
H4N2 H 1.1030 0.6678 0.0450 0.077 Uiso 0.428(15) 1 calc R U P A 2
H5N2 H 0.9801 0.6810 0.0700 0.077 Uiso 0.428(15) 1 calc R U P A 2
H6N2 H 1.0761 0.8188 0.0772 0.077 Uiso 0.428(15) 1 calc R U P A 2
O3A O 0.415(3) 0.602(5) 0.1992(12) 0.039(8) Uiso 0.572(15) 1 d . . P A 1
C31A C 0.476(5) 0.613(7) 0.1542(17) 0.036(11) Uiso 0.572(15) 1 d . . P A 1
H31A H 0.4245 0.5568 0.1292 0.054 Uiso 0.572(15) 1 calc R U P A 1
H31B H 0.4896 0.7355 0.1457 0.054 Uiso 0.572(15) 1 calc R U P A 1
H31C H 0.5573 0.5529 0.1563 0.054 Uiso 0.572(15) 1 calc R U P A 1
C32A C 0.463(2) 0.670(5) 0.2442(7) 0.026(11) Uiso 0.572(15) 1 d G . P A 1
C33A C 0.572(2) 0.776(4) 0.2479(8) 0.030(8) Uiso 0.572(15) 1 d G . P A 1
H33A H 0.6148 0.8122 0.2193 0.035 Uiso 0.572(15) 1 calc R U P A 1
C34A C 0.618(2) 0.827(4) 0.2944(10) 0.036(11) Uiso 0.572(15) 1 d G . P A 1
H34A H 0.6905 0.8977 0.2968 0.043 Uiso 0.572(15) 1 calc R U P A 1
C35A C 0.554(3) 0.773(4) 0.3371(7) 0.04(2) Uiso 0.572(15) 1 d G . P A 1
C36A C 0.445(3) 0.667(4) 0.3335(8) 0.030(9) Uiso 0.572(15) 1 d G . P A 1
H36A H 0.4026 0.6309 0.3621 0.036 Uiso 0.572(15) 1 calc R U P A 1
C37A C 0.400(2) 0.616(4) 0.2870(10) 0.039(10) Uiso 0.572(15) 1 d G . P A 1
H37A H 0.3269 0.5453 0.2845 0.047 Uiso 0.572(15) 1 calc R U P A 1
C38A C 0.601(5) 0.834(5) 0.3835(16) 0.019(10) Uiso 0.572(15) 1 d . . P A 1
H38A H 0.5697 0.9537 0.3890 0.023 Uiso 0.572(15) 1 calc R U P A 1
H38B H 0.6936 0.8400 0.3816 0.023 Uiso 0.572(15) 1 calc R U P A 1
O3B O 0.438(3) 0.679(5) 0.1899(13) 0.018(8) Uiso 0.428(15) 1 d . . P A 2
C31B C 0.531(6) 0.608(8) 0.160(2) 0.027(12) Uiso 0.428(15) 1 d . . P A 2
H31D H 0.4970 0.5890 0.1271 0.040 Uiso 0.428(15) 1 calc R U P A 2
H31E H 0.6020 0.6900 0.1578 0.040 Uiso 0.428(15) 1 calc R U P A 2
H31F H 0.5603 0.4971 0.1733 0.040 Uiso 0.428(15) 1 calc R U P A 2
C32B C 0.475(3) 0.713(5) 0.2380(8) 0.019(13) Uiso 0.428(15) 1 d G . P A 2
C33B C 0.589(3) 0.650(4) 0.2573(10) 0.027(11) Uiso 0.428(15) 1 d G . P A 2
H33B H 0.6439 0.5828 0.2373 0.032 Uiso 0.428(15) 1 calc R U P A 2
C34B C 0.622(2) 0.686(4) 0.3063(10) 0.012(9) Uiso 0.428(15) 1 d G . P A 2
H34B H 0.6990 0.6432 0.3192 0.015 Uiso 0.428(15) 1 calc R U P A 2
C35B C 0.541(3) 0.786(4) 0.3361(7) 0.008(16) Uiso 0.428(15) 1 d G . P A 2
C36B C 0.426(3) 0.850(4) 0.3168(9) 0.015(9) Uiso 0.428(15) 1 d G . P A 2
H36B H 0.3714 0.9165 0.3367 0.018 Uiso 0.428(15) 1 calc R U P A 2
C37B C 0.393(2) 0.813(4) 0.2677(10) 0.013(9) Uiso 0.428(15) 1 d G . P A 2
H37B H 0.3163 0.8561 0.2548 0.015 Uiso 0.428(15) 1 calc R U P A 2
C38B C 0.565(8) 0.853(9) 0.391(3) 0.037(19) Uiso 0.428(15) 1 d . . P A 2
H38C H 0.6471 0.9145 0.3914 0.045 Uiso 0.428(15) 1 calc R U P A 2
H38D H 0.4999 0.9403 0.3989 0.045 Uiso 0.428(15) 1 calc R U P A 2
N3 N 0.566(2) 0.723(3) 0.4276(8) 0.050(6) Uani 1 1 d . . . . .
H1N3 H 0.5995 0.7708 0.4549 0.075 Uiso 0.572(15) 1 calc R U P A 1
H2N3 H 0.4812 0.7185 0.4305 0.075 Uiso 0.572(15) 1 calc R U P A 1
H3N3 H 0.5964 0.6128 0.4237 0.075 Uiso 0.572(15) 1 calc R U P A 1
H4N3 H 0.5806 0.7733 0.4570 0.075 Uiso 0.428(15) 1 calc R U P A 2
H5N3 H 0.4906 0.6677 0.4282 0.075 Uiso 0.428(15) 1 calc R U P A 2
H6N3 H 0.6274 0.6438 0.4212 0.075 Uiso 0.428(15) 1 calc R U P A 2
O4A O 0.775(4) 0.226(6) 0.2832(14) 0.042(9) Uiso 0.572(15) 1 d . . P A 1
C41A C 0.683(4) 0.301(7) 0.3172(17) 0.036(10) Uiso 0.572(15) 1 d . . P A 1
H41A H 0.7231 0.3215 0.3489 0.054 Uiso 0.572(15) 1 calc R U P A 1
H41B H 0.6518 0.4120 0.3042 0.054 Uiso 0.572(15) 1 calc R U P A 1
H41C H 0.6130 0.2196 0.3212 0.054 Uiso 0.572(15) 1 calc R U P A 1
C42A C 0.734(3) 0.188(4) 0.2355(7) 0.030(11) Uiso 0.572(15) 1 d G . P A 1
C43A C 0.617(2) 0.235(4) 0.2141(9) 0.034(10) Uiso 0.572(15) 1 d G . P A 1
H43A H 0.5545 0.2892 0.2333 0.041 Uiso 0.572(15) 1 calc R U P A 1
C44A C 0.5946(19) 0.199(4) 0.1641(9) 0.038(11) Uiso 0.572(15) 1 d G . P A 1
H44A H 0.5167 0.2307 0.1498 0.046 Uiso 0.572(15) 1 calc R U P A 1
C45A C 0.688(2) 0.118(4) 0.1355(7) 0.013(13) Uiso 0.572(15) 1 d G . P A 1
C46A C 0.805(2) 0.071(4) 0.1568(9) 0.032(10) Uiso 0.572(15) 1 d G . P A 1
H46A H 0.8677 0.0165 0.1377 0.038 Uiso 0.572(15) 1 calc R U P A 1
C47A C 0.828(2) 0.106(4) 0.2068(9) 0.038(11) Uiso 0.572(15) 1 d G . P A 1
H47A H 0.9055 0.0751 0.2211 0.046 Uiso 0.572(15) 1 calc R U P A 1
C48A C 0.660(5) 0.058(6) 0.0823(18) 0.021(12) Uiso 0.572(15) 1 d . . P A 1
H48A H 0.7380 0.0123 0.0674 0.025 Uiso 0.572(15) 1 calc R U P A 1
H48B H 0.5978 -0.0376 0.0830 0.025 Uiso 0.572(15) 1 calc R U P A 1
O4B O 0.762(4) 0.299(6) 0.2845(14) 0.022(9) Uiso 0.428(15) 1 d . . P A 2
C41B C 0.700(6) 0.216(10) 0.325(2) 0.040(15) Uiso 0.428(15) 1 d . . P A 2
H41D H 0.7286 0.2697 0.3556 0.060 Uiso 0.428(15) 1 calc R U P A 2
H41E H 0.6096 0.2302 0.3218 0.060 Uiso 0.428(15) 1 calc R U P A 2
H41F H 0.7211 0.0911 0.3254 0.060 Uiso 0.428(15) 1 calc R U P A 2
C42B C 0.737(3) 0.243(5) 0.2374(8) 0.010 Uiso 0.428(15) 1 d G U P A 2
C43B C 0.630(2) 0.139(4) 0.2264(9) 0.021(10) Uiso 0.428(15) 1 d G . P A 2
H43B H 0.5741 0.1067 0.2516 0.025 Uiso 0.428(15) 1 calc R U P A 2
C44B C 0.608(3) 0.084(4) 0.1779(10) 0.010 Uiso 0.428(15) 1 d G U P A 2
H44B H 0.5369 0.0145 0.1705 0.012 Uiso 0.428(15) 1 calc R U P A 2
C45B C 0.692(3) 0.133(5) 0.1403(8) 0.04(3) Uiso 0.428(15) 1 d G . P A 2
C46B C 0.799(3) 0.237(4) 0.1512(9) 0.015(10) Uiso 0.428(15) 1 d G . P A 2
H46B H 0.8550 0.2694 0.1261 0.018 Uiso 0.428(15) 1 calc R U P A 2
C47B C 0.821(2) 0.292(4) 0.1998(10) 0.024(10) Uiso 0.428(15) 1 d G . P A 2
H47B H 0.8922 0.3616 0.2071 0.029 Uiso 0.428(15) 1 calc R U P A 2
C48B C 0.687(7) 0.077(9) 0.090(3) 0.03(2) Uiso 0.428(15) 1 d . . P A 2
H48C H 0.6482 -0.0404 0.0887 0.035 Uiso 0.428(15) 1 calc R U P A 2
H48D H 0.7742 0.0645 0.0778 0.035 Uiso 0.428(15) 1 calc R U P A 2
N4 N 0.611(2) 0.203(3) 0.0519(7) 0.034(5) Uani 1 1 d . . . . .
H1N4 H 0.5958 0.1639 0.0213 0.050 Uiso 0.572(15) 1 calc R U P A 1
H2N4 H 0.5389 0.2446 0.0652 0.050 Uiso 0.572(15) 1 calc R U P A 1
H3N4 H 0.6687 0.2908 0.0508 0.050 Uiso 0.572(15) 1 calc R U P A 1
H4N4 H 0.6137 0.1566 0.0216 0.050 Uiso 0.428(15) 1 calc R U P A 2
H5N4 H 0.5301 0.2133 0.0617 0.050 Uiso 0.428(15) 1 calc R U P A 2
H6N4 H 0.6473 0.3109 0.0516 0.050 Uiso 0.428(15) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Cl2 2.271(6) . ?
Zn1 Cl5 2.274(6) . ?
Zn1 Cl3 2.279(6) . ?
Zn1 Cl7 2.298(6) . ?
Zn2 Cl1 2.273(7) . ?
Zn2 Cl4 2.274(6) . ?
Zn2 Cl8 2.279(6) . ?
Zn2 Cl6 2.289(6) . ?
C11A O1A 1.52(7) . ?
C11A H11A 0.9600 . ?
C11A H11B 0.9600 . ?
C11A H11C 0.9600 . ?
O1A C12A 1.40(4) . ?
C12A C13A 1.3900 . ?
C12A C17A 1.3900 . ?
C13A C14A 1.3900 . ?
C13A H13A 0.9300 . ?
C14A C15A 1.3900 . ?
C14A H14A 0.9300 . ?
C15A C16A 1.3900 . ?
C15A C18A 1.63(5) . ?
C16A C17A 1.3900 . ?
C16A H16A 0.9300 . ?
C17A H17A 0.9300 . ?
C18A N1 1.45(5) . ?
C18A H18A 0.9700 . ?
C18A H18B 0.9700 . ?
C11B O1B 1.33(7) . ?
C11B H11D 0.9600 . ?
C11B H11E 0.9600 . ?
C11B H11F 0.9600 . ?
O1B C12B 1.36(5) . ?
C12B C13B 1.3900 . ?
C12B C17B 1.3900 . ?
C13B C14B 1.3900 . ?
C13B H13B 0.9300 . ?
C14B C15B 1.3900 . ?
C14B H14B 0.9300 . ?
C15B C18B 1.38(7) . ?
C15B C16B 1.3900 . ?
C16B C17B 1.3900 . ?
C16B H16B 0.9300 . ?
C17B H17B 0.9300 . ?
C18B N1 1.59(7) . ?
C18B H18C 0.9700 . ?
C18B H18D 0.9700 . ?
N1 H1N1 0.8900 . ?
N1 H2N1 0.8900 . ?
N1 H3N1 0.8900 . ?
N1 H4N1 0.8900 . ?
N1 H5N1 0.8900 . ?
N1 H6N1 0.8900 . ?
C21A O2A 1.40(6) . ?
C21A H21A 0.9600 . ?
C21A H21B 0.9600 . ?
C21A H21C 0.9600 . ?
O2A C22A 1.39(4) . ?
C22A C23A 1.3900 . ?
C22A C27A 1.3900 . ?
C23A C24A 1.3900 . ?
C23A H23A 0.9300 . ?
C24A C25A 1.3900 . ?
C24A H24A 0.9300 . ?
C25A C26A 1.3900 . ?
C25A C28A 1.52(4) . ?
C26A C27A 1.3900 . ?
C26A H26A 0.9300 . ?
C27A H27A 0.9300 . ?
C28A N2 1.44(5) . ?
C28A H28A 0.9700 . ?
C28A H28B 0.9700 . ?
C21B O2B 1.36(6) . ?
C21B H21D 0.9600 . ?
C21B H21E 0.9600 . ?
C21B H21F 0.9600 . ?
O2B C22B 1.39(4) . ?
C22B C23B 1.3900 . ?
C22B C27B 1.3900 . ?
C23B C24B 1.3900 . ?
C23B H23B 0.9300 . ?
C24B C25B 1.3900 . ?
C24B H24B 0.9300 . ?
C25B C26B 1.3900 . ?
C25B C28B 1.45(6) . ?
C26B C27B 1.3900 . ?
C26B H26B 0.9300 . ?
C27B H27B 0.9300 . ?
C28B N2 1.53(6) . ?
C28B H28C 0.9700 . ?
C28B H28D 0.9700 . ?
N2 H1N2 0.8900 . ?
N2 H2N2 0.8900 . ?
N2 H3N2 0.8900 . ?
N2 H4N2 0.8900 . ?
N2 H5N2 0.8900 . ?
N2 H6N2 0.8900 . ?
O3A C31A 1.37(5) . ?
O3A C32A 1.41(4) . ?
C31A H31A 0.9600 . ?
C31A H31B 0.9600 . ?
C31A H31C 0.9600 . ?
C32A C33A 1.3900 . ?
C32A C37A 1.3900 . ?
C33A C34A 1.3900 . ?
C33A H33A 0.9300 . ?
C34A C35A 1.3900 . ?
C34A H34A 0.9300 . ?
C35A C36A 1.3900 . ?
C35A C38A 1.42(5) . ?
C36A C37A 1.3900 . ?
C36A H36A 0.9300 . ?
C37A H37A 0.9300 . ?
C38A N3 1.49(5) . ?
C38A H38A 0.9700 . ?
C38A H38B 0.9700 . ?
O3B C32B 1.37(4) . ?
O3B C31B 1.37(6) . ?
C31B H31D 0.9600 . ?
C31B H31E 0.9600 . ?
C31B H31F 0.9600 . ?
C32B C33B 1.3900 . ?
C32B C37B 1.3900 . ?
C33B C34B 1.3900 . ?
C33B H33B 0.9300 . ?
C34B C35B 1.3900 . ?
C34B H34B 0.9300 . ?
C35B C36B 1.3900 . ?
C35B C38B 1.58(7) . ?
C36B C37B 1.3900 . ?
C36B H36B 0.9300 . ?
C37B H37B 0.9300 . ?
C38B N3 1.39(7) . ?
C38B H38C 0.9700 . ?
C38B H38D 0.9700 . ?
N3 H1N3 0.8900 . ?
N3 H2N3 0.8900 . ?
N3 H3N3 0.8900 . ?
N3 H4N3 0.8900 . ?
N3 H5N3 0.8900 . ?
N3 H6N3 0.8900 . ?
O4A C42A 1.39(4) . ?
O4A C41A 1.44(6) . ?
C41A H41A 0.9600 . ?
C41A H41B 0.9600 . ?
C41A H41C 0.9600 . ?
C42A C43A 1.3900 . ?
C42A C47A 1.3900 . ?
C43A C44A 1.3900 . ?
C43A H43A 0.9300 . ?
C44A C45A 1.3900 . ?
C44A H44A 0.9300 . ?
C45A C46A 1.3900 . ?
C45A C48A 1.53(5) . ?
C46A C47A 1.3900 . ?
C46A H46A 0.9300 . ?
C47A H47A 0.9300 . ?
C48A N4 1.45(5) . ?
C48A H48A 0.9700 . ?
C48A H48B 0.9700 . ?
O4B C42B 1.36(4) . ?
O4B C41B 1.41(7) . ?
C41B H41D 0.9600 . ?
C41B H41E 0.9600 . ?
C41B H41F 0.9600 . ?
C42B C43B 1.3900 . ?
C42B C47B 1.3900 . ?
C43B C44B 1.3900 . ?
C43B H43B 0.9300 . ?
C44B C45B 1.3900 . ?
C44B H44B 0.9300 . ?
C45B C46B 1.3900 . ?
C45B C48B 1.42(7) . ?
C46B C47B 1.3900 . ?
C46B H46B 0.9300 . ?
C47B H47B 0.9300 . ?
C48B N4 1.60(7) . ?
C48B H48C 0.9700 . ?
C48B H48D 0.9700 . ?
N4 H1N4 0.8900 . ?
N4 H2N4 0.8900 . ?
N4 H3N4 0.8900 . ?
N4 H4N4 0.8900 . ?
N4 H5N4 0.8900 . ?
N4 H6N4 0.8900 . ?

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
Cl2 Zn1 Cl5 108.4(3) . . ?
Cl2 Zn1 Cl3 109.0(2) . . ?
Cl5 Zn1 Cl3 107.8(2) . . ?
Cl2 Zn1 Cl7 113.4(3) . . ?
Cl5 Zn1 Cl7 108.7(3) . . ?
Cl3 Zn1 Cl7 109.3(3) . . ?
Cl1 Zn2 Cl4 109.4(3) . . ?
Cl1 Zn2 Cl8 107.9(3) . . ?
Cl4 Zn2 Cl8 108.2(3) . . ?
Cl1 Zn2 Cl6 109.2(3) . . ?
Cl4 Zn2 Cl6 113.4(3) . . ?
Cl8 Zn2 Cl6 108.6(3) . . ?
O1A C11A H11A 109.5 . . ?
O1A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
O1A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C12A O1A C11A 113(4) . . ?
C13A C12A C17A 120.0 . . ?
C13A C12A O1A 127(2) . . ?
C17A C12A O1A 113(2) . . ?
C14A C13A C12A 120.0 . . ?
C14A C13A H13A 120.0 . . ?
C12A C13A H13A 120.0 . . ?
C15A C14A C13A 120.0 . . ?
C15A C14A H14A 120.0 . . ?
C13A C14A H14A 120.0 . . ?
C14A C15A C16A 120.0 . . ?
C14A C15A C18A 125(2) . . ?
C16A C15A C18A 115(2) . . ?
C17A C16A C15A 120.0 . . ?
C17A C16A H16A 120.0 . . ?
C15A C16A H16A 120.0 . . ?
C16A C17A C12A 120.0 . . ?
C16A C17A H17A 120.0 . . ?
C12A C17A H17A 120.0 . . ?
N1 C18A C15A 113(3) . . ?
N1 C18A H18A 109.1 . . ?
C15A C18A H18A 109.1 . . ?
N1 C18A H18B 109.1 . . ?
C15A C18A H18B 109.1 . . ?
H18A C18A H18B 107.8 . . ?
O1B C11B H11D 109.5 . . ?
O1B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
O1B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C11B O1B C12B 123(4) . . ?
O1B C12B C13B 126(3) . . ?
O1B C12B C17B 114(3) . . ?
C13B C12B C17B 120.0 . . ?
C12B C13B C14B 120.0 . . ?
C12B C13B H13B 120.0 . . ?
C14B C13B H13B 120.0 . . ?
C15B C14B C13B 120.0 . . ?
C15B C14B H14B 120.0 . . ?
C13B C14B H14B 120.0 . . ?
C18B C15B C14B 121(3) . . ?
C18B C15B C16B 118(3) . . ?
C14B C15B C16B 120.0 . . ?
C17B C16B C15B 120.0 . . ?
C17B C16B H16B 120.0 . . ?
C15B C16B H16B 120.0 . . ?
C16B C17B C12B 120.0 . . ?
C16B C17B H17B 120.0 . . ?
C12B C17B H17B 120.0 . . ?
C15B C18B N1 113(4) . . ?
C15B C18B H18C 109.0 . . ?
N1 C18B H18C 109.0 . . ?
C15B C18B H18D 109.0 . . ?
N1 C18B H18D 109.0 . . ?
H18C C18B H18D 107.8 . . ?
C18A N1 H1N1 109.5 . . ?
C18A N1 H2N1 109.5 . . ?
H1N1 N1 H2N1 109.5 . . ?
C18A N1 H3N1 109.5 . . ?
H1N1 N1 H3N1 109.5 . . ?
H2N1 N1 H3N1 109.5 . . ?
C18B N1 H4N1 109.5 . . ?
C18B N1 H5N1 109.5 . . ?
H4N1 N1 H5N1 109.5 . . ?
C18B N1 H6N1 109.5 . . ?
H4N1 N1 H6N1 109.5 . . ?
H5N1 N1 H6N1 109.5 . . ?
O2A C21A H21A 109.5 . . ?
O2A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
O2A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C22A O2A C21A 116(3) . . ?
O2A C22A C23A 117(2) . . ?
O2A C22A C27A 123(2) . . ?
C23A C22A C27A 120.0 . . ?
C22A C23A C24A 120.0 . . ?
C22A C23A H23A 120.0 . . ?
C24A C23A H23A 120.0 . . ?
C25A C24A C23A 120.0 . . ?
C25A C24A H24A 120.0 . . ?
C23A C24A H24A 120.0 . . ?
C26A C25A C24A 120.0 . . ?
C26A C25A C28A 123(3) . . ?
C24A C25A C28A 116(3) . . ?
C25A C26A C27A 120.0 . . ?
C25A C26A H26A 120.0 . . ?
C27A C26A H26A 120.0 . . ?
C26A C27A C22A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C22A C27A H27A 120.0 . . ?
N2 C28A C25A 117(3) . . ?
N2 C28A H28A 108.1 . . ?
C25A C28A H28A 108.1 . . ?
N2 C28A H28B 108.1 . . ?
C25A C28A H28B 108.1 . . ?
H28A C28A H28B 107.3 . . ?
O2B C21B H21D 109.5 . . ?
O2B C21B H21E 109.5 . . ?
H21D C21B H21E 109.5 . . ?
O2B C21B H21F 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C21B O2B C22B 126(4) . . ?
C23B C22B C27B 120.0 . . ?
C23B C22B O2B 117(2) . . ?
C27B C22B O2B 122(2) . . ?
C22B C23B C24B 120.0 . . ?
C22B C23B H23B 120.0 . . ?
C24B C23B H23B 120.0 . . ?
C25B C24B C23B 120.0 . . ?
C25B C24B H24B 120.0 . . ?
C23B C24B H24B 120.0 . . ?
C24B C25B C26B 120.0 . . ?
C24B C25B C28B 125(3) . . ?
C26B C25B C28B 115(3) . . ?
C27B C26B C25B 120.0 . . ?
C27B C26B H26B 120.0 . . ?
C25B C26B H26B 120.0 . . ?
C26B C27B C22B 120.0 . . ?
C26B C27B H27B 120.0 . . ?
C22B C27B H27B 120.0 . . ?
C25B C28B N2 111(4) . . ?
C25B C28B H28C 109.3 . . ?
N2 C28B H28C 109.3 . . ?
C25B C28B H28D 109.3 . . ?
N2 C28B H28D 109.3 . . ?
H28C C28B H28D 108.0 . . ?
C28A N2 H1N2 109.5 . . ?
C28A N2 H2N2 109.5 . . ?
H1N2 N2 H2N2 109.5 . . ?
C28A N2 H3N2 109.5 . . ?
H1N2 N2 H3N2 109.5 . . ?
H2N2 N2 H3N2 109.5 . . ?
C28B N2 H4N2 109.5 . . ?
C28B N2 H5N2 109.5 . . ?
H4N2 N2 H5N2 109.5 . . ?
C28B N2 H6N2 109.5 . . ?
H4N2 N2 H6N2 109.5 . . ?
H5N2 N2 H6N2 109.5 . . ?
C31A O3A C32A 125(4) . . ?
O3A C31A H31A 109.5 . . ?
O3A C31A H31B 109.5 . . ?
H31A C31A H31B 109.5 . . ?
O3A C31A H31C 109.5 . . ?
H31A C31A H31C 109.5 . . ?
H31B C31A H31C 109.5 . . ?
C33A C32A C37A 120.0 . . ?
C33A C32A O3A 124(2) . . ?
C37A C32A O3A 116(2) . . ?
C34A C33A C32A 120.0 . . ?
C34A C33A H33A 120.0 . . ?
C32A C33A H33A 120.0 . . ?
C33A C34A C35A 120.0 . . ?
C33A C34A H34A 120.0 . . ?
C35A C34A H34A 120.0 . . ?
C34A C35A C36A 120.0 . . ?
C34A C35A C38A 118(2) . . ?
C36A C35A C38A 122(2) . . ?
C37A C36A C35A 120.0 . . ?
C37A C36A H36A 120.0 . . ?
C35A C36A H36A 120.0 . . ?
C36A C37A C32A 120.0 . . ?
C36A C37A H37A 120.0 . . ?
C32A C37A H37A 120.0 . . ?
C35A C38A N3 116(3) . . ?
C35A C38A H38A 108.3 . . ?
N3 C38A H38A 108.3 . . ?
C35A C38A H38B 108.3 . . ?
N3 C38A H38B 108.3 . . ?
H38A C38A H38B 107.4 . . ?
C32B O3B C31B 116(4) . . ?
O3B C31B H31D 109.5 . . ?
O3B C31B H31E 109.5 . . ?
H31D C31B H31E 109.5 . . ?
O3B C31B H31F 109.5 . . ?
H31D C31B H31F 109.5 . . ?
H31E C31B H31F 109.5 . . ?
O3B C32B C33B 122(2) . . ?
O3B C32B C37B 118(2) . . ?
C33B C32B C37B 120.0 . . ?
C34B C33B C32B 120.0 . . ?
C34B C33B H33B 120.0 . . ?
C32B C33B H33B 120.0 . . ?
C33B C34B C35B 120.0 . . ?
C33B C34B H34B 120.0 . . ?
C35B C34B H34B 120.0 . . ?
C36B C35B C34B 120.0 . . ?
C36B C35B C38B 112(3) . . ?
C34B C35B C38B 128(3) . . ?
C35B C36B C37B 120.0 . . ?
C35B C36B H36B 120.0 . . ?
C37B C36B H36B 120.0 . . ?
C36B C37B C32B 120.0 . . ?
C36B C37B H37B 120.0 . . ?
C32B C37B H37B 120.0 . . ?
N3 C38B C35B 116(5) . . ?
N3 C38B H38C 108.3 . . ?
C35B C38B H38C 108.3 . . ?
N3 C38B H38D 108.3 . . ?
C35B C38B H38D 108.3 . . ?
H38C C38B H38D 107.4 . . ?
C38A N3 H1N3 109.5 . . ?
C38A N3 H2N3 109.5 . . ?
H1N3 N3 H2N3 109.5 . . ?
C38A N3 H3N3 109.5 . . ?
H1N3 N3 H3N3 109.5 . . ?
H2N3 N3 H3N3 109.5 . . ?
C38B N3 H4N3 109.5 . . ?
C38B N3 H5N3 109.5 . . ?
H4N3 N3 H5N3 109.5 . . ?
C38B N3 H6N3 109.5 . . ?
H4N3 N3 H6N3 109.5 . . ?
H5N3 N3 H6N3 109.5 . . ?
C42A O4A C41A 117(3) . . ?
O4A C41A H41A 109.5 . . ?
O4A C41A H41B 109.5 . . ?
H41A C41A H41B 109.5 . . ?
O4A C41A H41C 109.5 . . ?
H41A C41A H41C 109.5 . . ?
H41B C41A H41C 109.5 . . ?
O4A C42A C43A 127(2) . . ?
O4A C42A C47A 113(2) . . ?
C43A C42A C47A 120.0 . . ?
C44A C43A C42A 120.0 . . ?
C44A C43A H43A 120.0 . . ?
C42A C43A H43A 120.0 . . ?
C43A C44A C45A 120.0 . . ?
C43A C44A H44A 120.0 . . ?
C45A C44A H44A 120.0 . . ?
C44A C45A C46A 120.0 . . ?
C44A C45A C48A 121(2) . . ?
C46A C45A C48A 119(2) . . ?
C47A C46A C45A 120.0 . . ?
C47A C46A H46A 120.0 . . ?
C45A C46A H46A 120.0 . . ?
C46A C47A C42A 120.0 . . ?
C46A C47A H47A 120.0 . . ?
C42A C47A H47A 120.0 . . ?
N4 C48A C45A 112(3) . . ?
N4 C48A H48A 109.2 . . ?
C45A C48A H48A 109.2 . . ?
N4 C48A H48B 109.2 . . ?
C45A C48A H48B 109.2 . . ?
H48A C48A H48B 107.9 . . ?
C42B O4B C41B 120(4) . . ?
O4B C41B H41D 109.5 . . ?
O4B C41B H41E 109.5 . . ?
H41D C41B H41E 109.5 . . ?
O4B C41B H41F 109.5 . . ?
H41D C41B H41F 109.5 . . ?
H41E C41B H41F 109.5 . . ?
O4B C42B C43B 122(2) . . ?
O4B C42B C47B 118(2) . . ?
C43B C42B C47B 120.0 . . ?
C42B C43B C44B 120.0 . . ?
C42B C43B H43B 120.0 . . ?
C44B C43B H43B 120.0 . . ?
C45B C44B C43B 120.0 . . ?
C45B C44B H44B 120.0 . . ?
C43B C44B H44B 120.0 . . ?
C44B C45B C46B 120.0 . . ?
C44B C45B C48B 126(4) . . ?
C46B C45B C48B 113(4) . . ?
C47B C46B C45B 120.0 . . ?
C47B C46B H46B 120.0 . . ?
C45B C46B H46B 120.0 . . ?
C46B C47B C42B 120.0 . . ?
C46B C47B H47B 120.0 . . ?
C42B C47B H47B 120.0 . . ?
C45B C48B N4 117(5) . . ?
C45B C48B H48C 108.1 . . ?
N4 C48B H48C 108.1 . . ?
C45B C48B H48D 108.1 . . ?
N4 C48B H48D 108.1 . . ?
H48C C48B H48D 107.3 . . ?
C48A N4 H1N4 109.5 . . ?
C48A N4 H2N4 109.5 . . ?
H1N4 N4 H2N4 109.5 . . ?
C48A N4 H3N4 109.5 . . ?
H1N4 N4 H3N4 109.5 . . ?
H2N4 N4 H3N4 109.5 . . ?
C48B N4 H4N4 109.5 . . ?
C48B N4 H5N4 109.5 . . ?
H4N4 N4 H5N4 109.5 . . ?
C48B N4 H6N4 109.5 . . ?
H4N4 N4 H6N4 109.5 . . ?
H5N4 N4 H6N4 109.5 . . ?

_refine_diff_density_max         1.158
_refine_diff_density_min         -2.309
_refine_diff_density_rms         0.216

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N1 Cl4 0.89 2.63 3.391(18) 144.7 1_555
N1 H2N1 Cl4 0.89 2.59 3.29(2) 136.4 2_546
N1 H3N1 Cl1 0.89 2.39 3.269(18) 174.2 1_545
N1 H4N1 Cl4 0.89 2.64 3.391(18) 142.7 1_555
N1 H5N1 Cl4 0.89 2.52 3.29(2) 144.9 2_546
N1 H6N1 Cl1 0.89 2.48 3.269(18) 148.0 1_545
N2 H1N2 Cl7 0.89 2.62 3.30(2) 133.8 2_655
N2 H2N2 Cl3 0.89 2.69 3.40(3) 137.3 2_655
N2 H3N2 Cl5 0.88 2.54 3.28(3) 142.0 1_665
N2 H4N2 Cl7 0.89 2.73 3.30(2) 122.8 2_655
N2 H5N2 Cl3 0.90 2.50 3.40(3) 175.0 2_655
N2 H6N2 Cl7 0.89 2.60 3.36(2) 144.8 1_665
N3 H1N3 Cl6 0.89 2.72 3.30(2) 124.3 1_555
N3 H2N3 Cl1 0.89 2.54 3.39(2) 158.4 1_555
N3 H3N3 Cl6 0.89 2.71 3.39(2) 134.2 2_646
N3 H3N3 Cl8 0.89 2.67 3.28(2) 126.5 2_646
N3 H4N3 Cl6 0.89 2.58 3.30(2) 138.9 1_555
N3 H5N3 Cl1 0.89 2.79 3.39(2) 125.9 1_555
N3 H6N3 Cl8 0.89 2.46 3.28(2) 151.7 2_646
N4 H1N4 Cl2 0.89 2.68 3.41(2) 140.0 2_645
N4 H2N4 Cl2 0.89 2.54 3.28(2) 140.5 1_555
N4 H3N4 Cl3 0.89 2.43 3.27(2) 156.5 2_655
N4 H4N4 Cl2 0.89 2.60 3.41(2) 152.2 2_645
N4 H5N4 Cl2 0.89 2.56 3.28(2) 138.2 1_555
N4 H6N4 Cl3 0.89 2.38 3.27(2) 172.4 2_655



####################################################################### 
# 
# 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_IV_120K
_database_code_depnum_ccdc_archive 'CCDC 1581163'
_audit_update_record             
;
2017-10-20 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C8 H12 N O), Cl4 Zn'
_chemical_formula_sum            'C16 H24 Cl4 N2 O2 Zn'
_chemical_formula_weight         483.56

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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.3963(12)
_cell_length_b                   7.4549(8)
_cell_length_c                   26.803(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.0564(16)
_cell_angle_gamma                90
_cell_volume                     2077.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    1573
_cell_measurement_theta_min      4.779
_cell_measurement_theta_max      60.836

_exptl_crystal_description       plate
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.709
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.438
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   'Bruker APEX2 CCD'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX2 CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23672
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         0.760
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8137
_reflns_number_gt                7949
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.851
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0225P)²+2.8845P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.059(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8137
_refine_ls_number_parameters     461
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0887
_refine_ls_wR_factor_gt          0.0883
_refine_ls_goodness_of_fit_ref   1.175
_refine_ls_restrained_S_all      1.181
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.23266(6) 0.16236(8) 0.02183(2) 0.01578(14) Uani 1 1 d . . . . .
Zn2 Zn 0.26804(6) 0.80466(8) 0.52055(2) 0.01853(15) Uani 1 1 d . . . . .
Cl1 Cl 0.24997(13) 0.84934(18) 0.43646(5) 0.0219(3) Uani 1 1 d . . . . .
Cl2 Cl 0.32496(13) 0.43251(17) 0.03915(5) 0.0198(3) Uani 1 1 d . . . . .
Cl3 Cl 0.24611(15) 0.10738(18) -0.06097(5) 0.0252(3) Uani 1 1 d . . . . .
Cl4 Cl 0.16186(14) 0.54935(18) 0.54074(5) 0.0234(3) Uani 1 1 d . . . . .
Cl5 Cl 0.34766(13) -0.05521(18) 0.06225(5) 0.0232(3) Uani 1 1 d . . . . .
Cl6 Cl 0.48098(12) 0.8007(2) 0.54361(5) 0.0244(3) Uani 1 1 d . . . . .
Cl7 Cl 0.02306(12) 0.1445(2) 0.04477(5) 0.0253(3) Uani 1 1 d . . . . .
Cl8 Cl 0.17500(14) 1.03852(19) 0.55981(5) 0.0254(3) Uani 1 1 d . . . . .
C11 C 0.1744(7) 0.1355(9) 0.1837(2) 0.0325(14) Uani 1 1 d . . . . .
H11A H 0.2129 0.1148 0.1519 0.049 Uiso 1 1 calc R U . . .
H11B H 0.1004 0.2113 0.1794 0.049 Uiso 1 1 calc R U . . .
H11C H 0.1488 0.0231 0.1978 0.049 Uiso 1 1 calc R U . . .
O1 O 0.2659(4) 0.2213(5) 0.21645(15) 0.0240(9) Uani 1 1 d . . . . .
C12 C 0.2313(5) 0.2529(7) 0.2643(2) 0.0186(11) Uani 1 1 d . . . . .
C13 C 0.3245(5) 0.3402(7) 0.2941(2) 0.0208(11) Uani 1 1 d . . . . .
H13 H 0.4030 0.3717 0.2805 0.025 Uiso 1 1 calc R U . . .
C14 C 0.3006(6) 0.3794(7) 0.3430(2) 0.0215(12) Uani 1 1 d . . . . .
H14 H 0.3640 0.4353 0.3623 0.026 Uiso 1 1 calc R U . . .
C15 C 0.1832(5) 0.3371(7) 0.3643(2) 0.0188(11) Uani 1 1 d . . . . .
C16 C 0.0904(5) 0.2542(8) 0.3342(2) 0.0220(12) Uani 1 1 d . . . . .
H16 H 0.0107 0.2272 0.3476 0.026 Uiso 1 1 calc R U . . .
C17 C 0.1135(5) 0.2107(7) 0.2850(2) 0.0231(12) Uani 1 1 d . . . . .
H17 H 0.0504 0.1534 0.2658 0.028 Uiso 1 1 calc R U . . .
C18 C 0.1597(6) 0.3931(7) 0.4173(2) 0.0234(12) Uani 1 1 d . . . . .
H18A H 0.2380 0.4454 0.4312 0.028 Uiso 1 1 calc R U . . .
H18B H 0.0937 0.4850 0.4173 0.028 Uiso 1 1 calc R U . . .
N1 N 0.1188(5) 0.2417(7) 0.44998(18) 0.0257(11) Uani 1 1 d . . . . .
H1N1 H 0.1256 0.2749 0.4818 0.039 Uiso 1 1 calc R U . . .
H2N1 H 0.1691 0.1471 0.4448 0.039 Uiso 1 1 calc R U . . .
H3N1 H 0.0375 0.2130 0.4428 0.039 Uiso 1 1 calc R U . . .
C21 C 0.9897(8) 0.7965(11) 0.3445(2) 0.0405(16) Uani 1 1 d . . . . .
H21A H 0.9508 0.8506 0.3730 0.061 Uiso 1 1 calc R U . . .
H21B H 1.0772 0.8363 0.3422 0.061 Uiso 1 1 calc R U . . .
H21C H 0.9879 0.6684 0.3479 0.061 Uiso 1 1 calc R U . . .
O2 O 0.9202(4) 0.8474(5) 0.30049(15) 0.0240(9) Uani 1 1 d . . . . .
C22 C 0.9646(5) 0.7822(7) 0.25606(19) 0.0171(11) Uani 1 1 d . . . . .
C23 C 0.8943(5) 0.8306(7) 0.2136(2) 0.0202(11) Uani 1 1 d . . . . .
H23 H 0.8214 0.9021 0.2163 0.024 Uiso 1 1 calc R U . . .
C24 C 0.9326(6) 0.7727(8) 0.1673(2) 0.0232(12) Uani 1 1 d . . . . .
H24 H 0.8845 0.8040 0.1391 0.028 Uiso 1 1 calc R U . . .
C25 C 1.0431(6) 0.6671(8) 0.1625(2) 0.0245(12) Uani 1 1 d . . . . .
C26 C 1.1119(5) 0.6223(7) 0.2049(2) 0.0240(13) Uani 1 1 d . . . . .
H26 H 1.1859 0.5532 0.2021 0.029 Uiso 1 1 calc R U . . .
C27 C 1.0742(5) 0.6771(8) 0.2519(2) 0.0232(12) Uani 1 1 d . . . . .
H27 H 1.1216 0.6440 0.2802 0.028 Uiso 1 1 calc R U . . .
C28 C 1.0787(9) 0.5897(12) 0.1128(3) 0.052(2) Uani 1 1 d . U . . .
H28A H 1.1633 0.5359 0.1162 0.063 Uiso 1 1 calc R U . . .
H28B H 1.0185 0.4943 0.1046 0.063 Uiso 1 1 calc R U . . .
N2 N 1.0805(5) 0.7132(8) 0.07163(18) 0.0288(12) Uani 1 1 d . . . . .
H1N2 H 1.0811 0.6522 0.0431 0.043 Uiso 1 1 calc R U . . .
H2N2 H 1.1506 0.7814 0.0740 0.043 Uiso 1 1 calc R U . . .
H3N2 H 1.0108 0.7824 0.0723 0.043 Uiso 1 1 calc R U . . .
C31 C 0.5090(7) 0.6115(9) 0.1577(2) 0.0365(16) Uani 1 1 d . . . . .
H31A H 0.4723 0.6110 0.1245 0.055 Uiso 1 1 calc R U . . .
H31B H 0.5191 0.4903 0.1692 0.055 Uiso 1 1 calc R U . . .
H31C H 0.5914 0.6694 0.1574 0.055 Uiso 1 1 calc R U . . .
O3 O 0.4259(4) 0.7061(6) 0.19020(15) 0.0240(9) Uani 1 1 d . . . . .
C32 C 0.4687(5) 0.7326(7) 0.23801(19) 0.0168(11) Uani 1 1 d . . . . .
C33 C 0.5847(5) 0.6688(8) 0.2574(2) 0.0219(11) Uani 1 1 d . . . . .
H33 H 0.6383 0.5995 0.2377 0.026 Uiso 1 1 calc R U . . .
C34 C 0.6199(6) 0.7091(7) 0.3060(2) 0.0229(12) Uani 1 1 d . . . . .
H34 H 0.6974 0.6653 0.3190 0.027 Uiso 1 1 calc R U . . .
C35 C 0.5420(5) 0.8139(8) 0.3361(2) 0.0230(12) Uani 1 1 d . . . . .
C36 C 0.4254(6) 0.8767(7) 0.3163(2) 0.0210(12) Uani 1 1 d . . . . .
H36 H 0.3718 0.9463 0.3359 0.025 Uiso 1 1 calc R U . . .
C37 C 0.3894(5) 0.8360(7) 0.2680(2) 0.0195(11) Uani 1 1 d . . . . .
H37 H 0.3112 0.8779 0.2552 0.023 Uiso 1 1 calc R U . . .
C38 C 0.5877(7) 0.8657(9) 0.3878(2) 0.0345(15) Uani 1 1 d . . . . .
H38A H 0.6810 0.8697 0.3887 0.041 Uiso 1 1 calc R U . . .
H38B H 0.5563 0.9849 0.3955 0.041 Uiso 1 1 calc R U . . .
N3 N 0.5432(5) 0.7386(7) 0.42634(18) 0.0282(11) Uani 1 1 d . . . . .
H1N3 H 0.5657 0.7794 0.4565 0.042 Uiso 1 1 calc R U . . .
H2N3 H 0.5792 0.6318 0.4215 0.042 Uiso 1 1 calc R U . . .
H3N3 H 0.4580 0.7282 0.4242 0.042 Uiso 1 1 calc R U . . .
C41 C 0.7050(6) 0.2428(9) 0.3253(2) 0.0297(14) Uani 1 1 d . . . . .
H41A H 0.7367 0.2953 0.3558 0.044 Uiso 1 1 calc R U . . .
H41B H 0.7197 0.1157 0.3260 0.044 Uiso 1 1 calc R U . . .
H41C H 0.6144 0.2658 0.3217 0.044 Uiso 1 1 calc R U . . .
O4 O 0.7701(4) 0.3193(6) 0.28440(13) 0.0227(8) Uani 1 1 d . . . . .
C42 C 0.7365(5) 0.2625(7) 0.2373(2) 0.0192(11) Uani 1 1 d . . . . .
C43 C 0.6299(5) 0.1573(8) 0.2257(2) 0.0193(11) Uani 1 1 d . . . . .
H43 H 0.5739 0.1231 0.2506 0.023 Uiso 1 1 calc R U . . .
C44 C 0.6072(5) 0.1029(7) 0.1764(2) 0.0178(11) Uani 1 1 d . . . . .
H44 H 0.5353 0.0333 0.1687 0.021 Uiso 1 1 calc R U . . .
C45 C 0.6905(5) 0.1511(7) 0.13864(19) 0.0162(10) Uani 1 1 d . . . . .
C46 C 0.7966(5) 0.2604(7) 0.1516(2) 0.0194(11) Uani 1 1 d . . . . .
H46 H 0.8531 0.2954 0.1269 0.023 Uiso 1 1 calc R U . . .
C47 C 0.8184(5) 0.3164(8) 0.2000(2) 0.0192(11) Uani 1 1 d . . . . .
H47 H 0.8881 0.3904 0.2076 0.023 Uiso 1 1 calc R U . . .
C48 C 0.6734(5) 0.0855(7) 0.0863(2) 0.0196(11) Uani 1 1 d . . . . .
H48A H 0.6233 -0.0242 0.0865 0.023 Uiso 1 1 calc R U . . .
H48B H 0.7571 0.0575 0.0730 0.023 Uiso 1 1 calc R U . . .
N4 N 0.6073(5) 0.2204(6) 0.05283(17) 0.0197(10) Uani 1 1 d . . . . .
H1N4 H 0.6099 0.1827 0.0214 0.030 Uiso 1 1 calc R U . . .
H2N4 H 0.6471 0.3257 0.0555 0.030 Uiso 1 1 calc R U . . .
H3N4 H 0.5257 0.2324 0.0618 0.030 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Cl3 2.2635(15) . ?
Zn1 Cl2 2.2751(14) . ?
Zn1 Cl5 2.2773(14) . ?
Zn1 Cl7 2.2789(14) . ?
Zn2 Cl8 2.2626(15) . ?
Zn2 Cl4 2.2706(15) . ?
Zn2 Cl1 2.2829(15) . ?
Zn2 Cl6 2.2877(14) . ?
C11 O1 1.433(7) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
O1 C12 1.360(7) . ?
C12 C17 1.389(8) . ?
C12 C13 1.404(8) . ?
C13 C14 1.369(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.393(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.390(8) . ?
C15 C18 1.505(8) . ?
C16 C17 1.385(8) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 N1 1.495(7) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
N1 H1N1 0.8900 . ?
N1 H2N1 0.8900 . ?
N1 H3N1 0.8900 . ?
C21 O2 1.422(8) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
O2 C22 1.374(6) . ?
C22 C27 1.389(7) . ?
C22 C23 1.389(8) . ?
C23 C24 1.378(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.400(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.374(9) . ?
C25 C28 1.504(10) . ?
C26 C27 1.388(8) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 N2 1.437(9) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
N2 H1N2 0.8900 . ?
N2 H2N2 0.8900 . ?
N2 H3N2 0.8900 . ?
C31 O3 1.425(7) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
O3 C32 1.363(6) . ?
C32 C33 1.388(8) . ?
C32 C37 1.395(8) . ?
C33 C34 1.380(8) . ?
C33 H33 0.9300 . ?
C34 C35 1.394(8) . ?
C34 H34 0.9300 . ?
C35 C36 1.395(8) . ?
C35 C38 1.508(8) . ?
C36 C37 1.375(8) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 N3 1.482(8) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
N3 H1N3 0.8900 . ?
N3 H2N3 0.8900 . ?
N3 H3N3 0.8900 . ?
C41 O4 1.418(7) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
O4 C42 1.371(7) . ?
C42 C47 1.385(8) . ?
C42 C43 1.388(8) . ?
C43 C44 1.398(8) . ?
C43 H43 0.9300 . ?
C44 C45 1.392(7) . ?
C44 H44 0.9300 . ?
C45 C46 1.409(8) . ?
C45 C48 1.492(7) . ?
C46 C47 1.378(8) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C48 N4 1.506(7) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
N4 H1N4 0.8900 . ?
N4 H2N4 0.8900 . ?
N4 H3N4 0.8900 . ?

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
Cl3 Zn1 Cl2 109.08(6) . . ?
Cl3 Zn1 Cl5 107.22(6) . . ?
Cl2 Zn1 Cl5 108.52(5) . . ?
Cl3 Zn1 Cl7 109.31(6) . . ?
Cl2 Zn1 Cl7 113.47(5) . . ?
Cl5 Zn1 Cl7 109.05(6) . . ?
Cl8 Zn2 Cl4 108.74(6) . . ?
Cl8 Zn2 Cl1 108.58(6) . . ?
Cl4 Zn2 Cl1 109.03(5) . . ?
Cl8 Zn2 Cl6 107.70(6) . . ?
Cl4 Zn2 Cl6 113.40(6) . . ?
Cl1 Zn2 Cl6 109.28(5) . . ?
O1 C11 H11A 109.5 . . ?
O1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C12 O1 C11 118.1(5) . . ?
O1 C12 C17 126.0(5) . . ?
O1 C12 C13 115.2(5) . . ?
C17 C12 C13 118.9(5) . . ?
C14 C13 C12 120.5(5) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 121.3(5) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C16 C15 C14 117.9(5) . . ?
C16 C15 C18 123.2(5) . . ?
C14 C15 C18 118.9(5) . . ?
C17 C16 C15 121.7(5) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C16 C17 C12 119.8(5) . . ?
C16 C17 H17 120.1 . . ?
C12 C17 H17 120.1 . . ?
N1 C18 C15 113.4(4) . . ?
N1 C18 H18A 108.9 . . ?
C15 C18 H18A 108.9 . . ?
N1 C18 H18B 108.9 . . ?
C15 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C18 N1 H1N1 109.5 . . ?
C18 N1 H2N1 109.5 . . ?
H1N1 N1 H2N1 109.5 . . ?
C18 N1 H3N1 109.5 . . ?
H1N1 N1 H3N1 109.5 . . ?
H2N1 N1 H3N1 109.5 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C22 O2 C21 116.8(5) . . ?
O2 C22 C27 123.9(5) . . ?
O2 C22 C23 116.0(5) . . ?
C27 C22 C23 120.1(5) . . ?
C24 C23 C22 120.0(5) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 120.7(5) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C26 C25 C24 118.4(5) . . ?
C26 C25 C28 120.4(6) . . ?
C24 C25 C28 120.9(6) . . ?
C25 C26 C27 121.9(5) . . ?
C25 C26 H26 119.1 . . ?
C27 C26 H26 119.1 . . ?
C26 C27 C22 119.0(5) . . ?
C26 C27 H27 120.5 . . ?
C22 C27 H27 120.5 . . ?
N2 C28 C25 116.2(6) . . ?
N2 C28 H28A 108.2 . . ?
C25 C28 H28A 108.2 . . ?
N2 C28 H28B 108.2 . . ?
C25 C28 H28B 108.2 . . ?
H28A C28 H28B 107.4 . . ?
C28 N2 H1N2 109.5 . . ?
C28 N2 H2N2 109.5 . . ?
H1N2 N2 H2N2 109.5 . . ?
C28 N2 H3N2 109.5 . . ?
H1N2 N2 H3N2 109.5 . . ?
H2N2 N2 H3N2 109.5 . . ?
O3 C31 H31A 109.5 . . ?
O3 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O3 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C32 O3 C31 117.2(5) . . ?
O3 C32 C33 124.6(5) . . ?
O3 C32 C37 115.9(5) . . ?
C33 C32 C37 119.5(5) . . ?
C34 C33 C32 119.5(5) . . ?
C34 C33 H33 120.3 . . ?
C32 C33 H33 120.3 . . ?
C33 C34 C35 121.4(5) . . ?
C33 C34 H34 119.3 . . ?
C35 C34 H34 119.3 . . ?
C34 C35 C36 118.6(5) . . ?
C34 C35 C38 119.9(6) . . ?
C36 C35 C38 121.4(6) . . ?
C37 C36 C35 120.2(5) . . ?
C37 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
C36 C37 C32 120.8(5) . . ?
C36 C37 H37 119.6 . . ?
C32 C37 H37 119.6 . . ?
N3 C38 C35 112.3(5) . . ?
N3 C38 H38A 109.1 . . ?
C35 C38 H38A 109.1 . . ?
N3 C38 H38B 109.1 . . ?
C35 C38 H38B 109.1 . . ?
H38A C38 H38B 107.9 . . ?
C38 N3 H1N3 109.5 . . ?
C38 N3 H2N3 109.5 . . ?
H1N3 N3 H2N3 109.5 . . ?
C38 N3 H3N3 109.5 . . ?
H1N3 N3 H3N3 109.5 . . ?
H2N3 N3 H3N3 109.5 . . ?
O4 C41 H41A 109.5 . . ?
O4 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
O4 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C42 O4 C41 118.1(5) . . ?
O4 C42 C47 115.2(5) . . ?
O4 C42 C43 124.7(5) . . ?
C47 C42 C43 120.1(5) . . ?
C42 C43 C44 119.7(5) . . ?
C42 C43 H43 120.2 . . ?
C44 C43 H43 120.2 . . ?
C45 C44 C43 121.1(5) . . ?
C45 C44 H44 119.5 . . ?
C43 C44 H44 119.5 . . ?
C44 C45 C46 117.7(5) . . ?
C44 C45 C48 122.3(5) . . ?
C46 C45 C48 120.0(5) . . ?
C47 C46 C45 121.5(5) . . ?
C47 C46 H46 119.3 . . ?
C45 C46 H46 119.3 . . ?
C46 C47 C42 119.9(5) . . ?
C46 C47 H47 120.0 . . ?
C42 C47 H47 120.0 . . ?
C45 C48 N4 112.8(4) . . ?
C45 C48 H48A 109.0 . . ?
N4 C48 H48A 109.0 . . ?
C45 C48 H48B 109.0 . . ?
N4 C48 H48B 109.0 . . ?
H48A C48 H48B 107.8 . . ?
C48 N4 H1N4 109.5 . . ?
C48 N4 H2N4 109.5 . . ?
H1N4 N4 H2N4 109.5 . . ?
C48 N4 H3N4 109.5 . . ?
H1N4 N4 H3N4 109.5 . . ?
H2N4 N4 H3N4 109.5 . . ?

_refine_diff_density_max         1.123
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.087

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N1 Cl4 0.89 2.61 3.367(5) 143.8 1_555
N1 H1N1 Cl8 0.89 2.78 3.352(5) 123.8 1_545
N1 H2N1 Cl1 0.89 2.39 3.250(5) 163.9 1_545
N1 H3N1 Cl4 0.89 2.45 3.265(5) 152.1 2_546
N2 H1N2 Cl7 0.89 2.57 3.321(5) 142.0 2_655
N2 H2N2 Cl5 0.89 2.41 3.284(6) 167.6 1_665
N2 H3N2 Cl7 0.89 2.80 3.346(6) 120.8 1_665
N3 H1N3 Cl6 0.89 2.52 3.254(5) 140.6 1_555
N3 H2N3 Cl6 0.89 2.72 3.373(5) 131.5 2_646
N3 H2N3 Cl8 0.89 2.69 3.302(5) 127.3 2_646
N3 H3N3 Cl1 0.89 2.37 3.175(5) 150.1 1_555
N4 H1N4 Cl2 0.89 2.57 3.353(5) 147.2 2_645
N4 H2N4 Cl3 0.89 2.38 3.268(5) 178.9 2_655
N4 H3N4 Cl2 0.89 2.63 3.348(5) 138.7 1_555



