# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_1_293K
_database_code_depnum_ccdc_archive 'CCDC 1915260'
loop_
_audit_author_name
_audit_author_address
'Wei-Jian Xu'
;Sun Yat Sen University
China
;
_audit_update_record             
;
2019-05-10 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;
_audit_creation_date             2019-05-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'Cl4 Zn, 2(C3 H10 N O)'
_chemical_formula_sum            'C6 H20 Cl4 N2 O2 Zn'
_chemical_formula_weight         359.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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 21/n 1 1'
_space_group_name_Hall           '-P 2xn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   12.2339(2)
_cell_length_b                   8.56200(10)
_cell_length_c                   15.2029(3)
_cell_angle_alpha                100.244(2)
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1567.07(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6513
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.7580
_cell_measurement_theta_min      3.6330
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.361
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8183
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.392
_diffrn_reflns_theta_min         4.669
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2872
_reflns_number_total             3148
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       0.0027(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         3148
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.080
_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)+(0.0748P)²+0.4335P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1125
_refine_ls_wR_factor_ref         0.1162
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C2(H2A,H2B,H2C), C5(H5A,
 H5B,H5C), C4(H4A,H4B,H4C)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.77434(3) 0.25769(3) 0.60186(2) 0.04145(15) Uani 1 1 d . . . . .
Cl3 Cl 0.58676(5) 0.27577(7) 0.60528(4) 0.05195(19) Uani 1 1 d . . . . .
Cl4 Cl 0.82159(6) 0.04849(9) 0.66817(5) 0.0613(2) Uani 1 1 d . . . . .
Cl2 Cl 0.83558(7) 0.21753(11) 0.46095(5) 0.0728(2) Uani 1 1 d . . . . .
Cl1 Cl 0.84066(7) 0.48323(9) 0.68255(6) 0.0709(2) Uani 1 1 d . . . . .
N2 N 0.67743(19) 0.2179(3) 0.89993(15) 0.0533(5) Uani 1 1 d . . . . .
N1 N 0.52659(15) 0.7218(2) 0.65293(12) 0.0387(4) Uani 1 1 d . . . . .
O1 O 0.58930(18) 0.6280(2) 0.58443(13) 0.0586(5) Uani 1 1 d . . . . .
H1 H 0.6016 0.5413 0.5981 0.088 Uiso 1 1 calc GR . . . .
O2 O 0.6971(3) 0.0675(3) 0.8447(2) 0.0859(8) Uani 1 1 d . . . . .
H2 H 0.7415 0.0780 0.8058 0.129 Uiso 1 1 calc GR . . . .
C6 C 0.7832(3) 0.3044(5) 0.9120(3) 0.0781(10) Uani 1 1 d . . . . .
H6A H 0.8001 0.3458 0.8589 0.117 Uiso 1 1 calc GR . . . .
H6B H 0.8401 0.2330 0.9231 0.117 Uiso 1 1 calc GR . . . .
H6C H 0.7779 0.3903 0.9619 0.117 Uiso 1 1 calc GR . . . .
C1 C 0.4137(2) 0.6589(4) 0.6476(2) 0.0638(7) Uani 1 1 d . . . . .
H1A H 0.3856 0.6564 0.5884 0.096 Uiso 1 1 calc GR . . . .
H1B H 0.3683 0.7261 0.6899 0.096 Uiso 1 1 calc GR . . . .
H1C H 0.4138 0.5534 0.6609 0.096 Uiso 1 1 calc GR . . . .
C3 C 0.5292(3) 0.8828(3) 0.6310(2) 0.0584(7) Uani 1 1 d . . . . .
H3A H 0.6037 0.9167 0.6280 0.088 Uiso 1 1 calc GR . . . .
H3B H 0.4912 0.9549 0.6764 0.088 Uiso 1 1 calc GR . . . .
H3C H 0.4944 0.8818 0.5743 0.088 Uiso 1 1 calc GR . . . .
C2 C 0.5771(3) 0.7190(4) 0.74094(19) 0.0751(10) Uani 1 1 d . . . . .
H2A H 0.5788 0.6119 0.7517 0.113 Uiso 1 1 calc GR . . . .
H2B H 0.5349 0.7836 0.7868 0.113 Uiso 1 1 calc GR . . . .
H2C H 0.6502 0.7597 0.7415 0.113 Uiso 1 1 calc GR . . . .
C5 C 0.6346(5) 0.1841(6) 0.9836(3) 0.1058(15) Uani 1 1 d . . . . .
H5A H 0.6909 0.1368 1.0142 0.159 Uiso 1 1 calc GR . . . .
H5B H 0.5741 0.1121 0.9716 0.159 Uiso 1 1 calc GR . . . .
H5C H 0.6106 0.2810 1.0203 0.159 Uiso 1 1 calc GR . . . .
C4 C 0.5971(3) 0.3024(5) 0.8537(3) 0.0834(10) Uani 1 1 d . . . . .
H4A H 0.5322 0.2391 0.8417 0.125 Uiso 1 1 calc GR . . . .
H4B H 0.6276 0.3215 0.7984 0.125 Uiso 1 1 calc GR . . . .
H4C H 0.5790 0.4019 0.8909 0.125 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Cl3 2.2999(7) . ?
Zn1 Cl4 2.2807(7) . ?
Zn1 Cl2 2.2375(8) . ?
Zn1 Cl1 2.2472(7) . ?
N2 O2 1.427(3) . ?
N2 C6 1.486(4) . ?
N2 C5 1.451(4) . ?
N2 C4 1.471(4) . ?
N1 O1 1.421(2) . ?
N1 C1 1.480(3) . ?
N1 C3 1.475(3) . ?
N1 C2 1.478(3) . ?

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
Cl4 Zn1 Cl3 107.33(3) . . ?
Cl2 Zn1 Cl3 110.73(3) . . ?
Cl2 Zn1 Cl4 109.83(3) . . ?
Cl2 Zn1 Cl1 111.88(4) . . ?
Cl1 Zn1 Cl3 107.46(3) . . ?
Cl1 Zn1 Cl4 109.47(3) . . ?
O2 N2 C6 107.7(3) . . ?
O2 N2 C5 106.1(3) . . ?
O2 N2 C4 107.5(3) . . ?
C5 N2 C6 112.3(3) . . ?
C5 N2 C4 111.6(3) . . ?
C4 N2 C6 111.4(3) . . ?
O1 N1 C1 108.10(19) . . ?
O1 N1 C3 104.56(17) . . ?
O1 N1 C2 109.9(2) . . ?
C3 N1 C1 110.7(2) . . ?
C3 N1 C2 111.2(2) . . ?
C2 N1 C1 112.1(2) . . ?

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

data_1_373K
_database_code_depnum_ccdc_archive 'CCDC 1915261'
loop_
_audit_author_name
_audit_author_address
'Wei-Jian Xu'
;Sun Yat Sen University
China
;
_audit_update_record             
;
2019-05-10 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;
_audit_creation_date             2019-03-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'Cl4 Zn, 2(C3 H10 N O)'
_chemical_formula_sum            'C6 H20 Cl4 N2 O2 Zn'
_chemical_formula_weight         359.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'

_cell_length_a                   12.2052(6)
_cell_length_b                   8.7156(4)
_cell_length_c                   15.4497(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1643.47(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2745
_cell_measurement_temperature    373(2)
_cell_measurement_theta_max      67.2540
_cell_measurement_theta_min      2.8100
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.973
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.932
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5658
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.222
_diffrn_reflns_theta_min         4.617
_diffrn_ambient_temperature      373(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                942
_reflns_number_total             1733
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       0.0034(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.262
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1733
_refine_ls_number_restraints     68
_refine_ls_R_factor_all          0.1167
_refine_ls_R_factor_gt           0.1016
_refine_ls_restrained_S_all      1.298
_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)+(0.2000P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3280
_refine_ls_wR_factor_ref         0.3609
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C1-C2 = C1-C3 = C2-C3
 2.45 with sigma of 0.02
 O1-C1 = O1-C2 = O1-C3
 2.35 with sigma of 0.02
 C4-C5 = C5-C6 = C6-C4
 2.45 with sigma of 0.02
 O2-C4 = O2-C5 = O2-C6
 2.35 with sigma of 0.02
 N1-C1 = N1-C2 = N1-C3 = N2-C4 = N2-C5 = N2-C6
 1.47 with sigma of 0.01
 O1-N1 = O2-N2
 1.42 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
O1 \\sim N1 \\sim C1 \\sim C2 \\sim C3 \\sim O2 \\sim N2 \\sim C4 \\sim C5
\\sim C6: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
4. Others
 Fixed Sof: O1(0.5) H1(0.5) N1(0.5) C1(0.5) H1A(0.5) H1B(0.5) H1C(0.5) C2(0.5)
 H2A(0.5) H2B(0.5) H2C(0.5) C3(0.5) H3A(0.5) H3B(0.5) H3C(0.5) O2(0.5) H2(0.5)
 N2(0.5) C4(0.5) H4A(0.5) H4B(0.5) H4C(0.5) C5(0.5) H5A(0.5) H5B(0.5) H5C(0.5)
 C6(0.5) H6A(0.5) H6B(0.5) H6C(0.5)
5.a Riding coordinates:
 O1(H1), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), O2(H2), C4(H4A,H4B,
 H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   difmap
_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
Zn1 Zn 0.75314(8) 0.2500 0.59177(7) 0.1540(9) Uani 1 2 d S T P . .
Cl1 Cl 0.8171(3) 0.4559(4) 0.6591(2) 0.2662(18) Uani 1 1 d . . . . .
Cl2 Cl 0.8116(4) 0.2500 0.4536(2) 0.2455(19) Uani 1 2 d S T P . .
Cl3 Cl 0.5696(2) 0.2500 0.5992(3) 0.256(2) Uani 1 2 d S T P . .
O1 O 0.4902(16) 0.5901(17) 0.6352(14) 0.306(10) Uani 0.5 1 d D U . A -1
H1 H 0.5393 0.5065 0.6238 0.460 Uiso 0.5 1 d R . . A -1
N1 N 0.5212(9) 0.7362(18) 0.6687(5) 0.195(5) Uani 0.5 1 d D U . A -1
C1 C 0.5943(19) 0.696(4) 0.7411(11) 0.34(2) Uani 0.5 1 d D U . A -1
H1A H 0.6355 0.6036 0.7323 0.515 Uiso 0.5 1 d R . . A -1
H1B H 0.6438 0.7801 0.7505 0.515 Uiso 0.5 1 d R . . A -1
H1C H 0.5478 0.6842 0.7908 0.515 Uiso 0.5 1 d R . . A -1
C2 C 0.5849(19) 0.815(2) 0.5988(11) 0.259(13) Uani 0.5 1 d D U . A -1
H2A H 0.6362 0.7392 0.5790 0.388 Uiso 0.5 1 d R . . A -1
H2B H 0.5369 0.8430 0.5521 0.388 Uiso 0.5 1 d R . . A -1
H2C H 0.6239 0.9041 0.6184 0.388 Uiso 0.5 1 d R . . A -1
C3 C 0.4245(17) 0.823(3) 0.6938(15) 0.310(19) Uani 0.5 1 d D U . A -1
H3A H 0.4467 0.8954 0.7374 0.465 Uiso 0.5 1 d R . . A -1
H3B H 0.4013 0.8780 0.6430 0.465 Uiso 0.5 1 d R . . A -1
H3C H 0.3650 0.7623 0.7152 0.465 Uiso 0.5 1 d R . . A -1
O2 O 0.679(3) 0.097(3) 0.8581(19) 0.49(3) Uani 0.5 1 d D U . B -1
H2 H 0.6668 0.0014 0.8870 0.736 Uiso 0.5 1 d R . . B -1
N2 N 0.6611(8) 0.235(2) 0.9058(6) 0.200(6) Uani 0.5 1 d D U . B -1
C4 C 0.7678(11) 0.302(4) 0.9289(19) 0.30(2) Uani 0.5 1 d D U . B -1
H4A H 0.7857 0.2786 0.9879 0.450 Uiso 0.5 1 d R . . B -1
H4B H 0.7672 0.4111 0.9209 0.450 Uiso 0.5 1 d R . . B -1
H4C H 0.8215 0.2568 0.8912 0.450 Uiso 0.5 1 d R . . B -1
C5 C 0.5900(19) 0.195(2) 0.9787(12) 0.258(11) Uani 0.5 1 d D U . B -1
H5A H 0.5247 0.2568 0.9793 0.388 Uiso 0.5 1 d R . . B -1
H5B H 0.6299 0.2110 1.0315 0.388 Uiso 0.5 1 d R . . B -1
H5C H 0.5704 0.0889 0.9737 0.388 Uiso 0.5 1 d R . . B -1
C6 C 0.6087(19) 0.340(3) 0.8424(14) 0.298(15) Uani 0.5 1 d D U . B -1
H6A H 0.6468 0.3533 0.7886 0.447 Uiso 0.5 1 d R . . B -1
H6B H 0.6035 0.4362 0.8719 0.447 Uiso 0.5 1 d R . . B -1
H6C H 0.5365 0.3007 0.8313 0.447 Uiso 0.5 1 d R . . B -1


_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 Cl1 2.216(2) 8_565 ?
Zn1 Cl1 2.216(2) . ?
Zn1 Cl2 2.251(3) . ?
Zn1 Cl3 2.243(3) . ?
O1 H1 0.9598 . ?
O1 N1 1.426(9) . ?
N1 C1 1.474(9) . ?
N1 C2 1.497(9) . ?
N1 C3 1.456(9) . ?
C1 H1A 0.9598 . ?
C1 H1B 0.9601 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9603 . ?
C3 H3C 0.9599 . ?
O2 H2 0.9602 . ?
O2 N2 1.426(9) . ?
N2 C4 1.470(9) . ?
N2 C5 1.463(9) . ?
N2 C6 1.482(9) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9599 . ?
C4 H4C 0.9604 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9598 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9602 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Zn1 Cl1 108.1(2) 8_565 . ?
Cl1 Zn1 Cl2 109.47(12) 8_565 . ?
Cl1 Zn1 Cl2 109.47(12) . . ?
Cl1 Zn1 Cl3 109.13(12) 8_565 . ?
Cl1 Zn1 Cl3 109.13(12) . . ?
Cl3 Zn1 Cl2 111.45(17) . . ?
N1 O1 H1 125.4 . . ?
O1 N1 C1 103.0(12) . . ?
O1 N1 C2 106.6(12) . . ?
O1 N1 C3 110.4(12) . . ?
C1 N1 C2 110.0(12) . . ?
C3 N1 C1 114.4(12) . . ?
C3 N1 C2 111.9(12) . . ?
N1 C1 H1A 114.1 . . ?
N1 C1 H1B 108.3 . . ?
N1 C1 H1C 105.9 . . ?
H1A C1 H1B 109.4 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 H2A 104.6 . . ?
N1 C2 H2B 110.0 . . ?
N1 C2 H2C 113.6 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 H3A 107.4 . . ?
N1 C3 H3B 106.3 . . ?
N1 C3 H3C 114.6 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 O2 H2 117.8 . . ?
O2 N2 C4 108.8(12) . . ?
O2 N2 C5 106.9(13) . . ?
O2 N2 C6 104.0(12) . . ?
C4 N2 C6 107.4(12) . . ?
C5 N2 C4 115.6(12) . . ?
C5 N2 C6 113.5(12) . . ?
N2 C4 H4A 110.4 . . ?
N2 C4 H4B 110.8 . . ?
N2 C4 H4C 107.2 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 H5A 111.6 . . ?
N2 C5 H5B 108.6 . . ?
N2 C5 H5C 108.3 . . ?
H5A C5 H5B 109.4 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C6 H6A 116.2 . . ?
N2 C6 H6B 104.7 . . ?
N2 C6 H6C 107.3 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.4 . . ?
H6B C6 H6C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
