# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_compound1P
_database_code_depnum_ccdc_archive 'CCDC 1536148'
_audit_update_record             
;
2017-03-24 deposited with the CCDC.
2017-03-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H9 N3 O, I4 Zn, H2 O'
_chemical_formula_sum            'C6 H11 I4 N3 O2 Zn'
_chemical_formula_weight         730.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   7.5327(13)
_cell_length_b                   26.614(5)
_cell_length_c                   8.4588(15)
_cell_angle_alpha                90
_cell_angle_beta                 96.576(4)
_cell_angle_gamma                90
_cell_volume                     1684.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9861
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      28.25

_exptl_crystal_description       slice
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.879
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.299
_exptl_crystal_size_mid          0.244
_exptl_crystal_size_min          0.051
_exptl_absorpt_coefficient_mu    8.780
_shelx_estimated_absorpt_T_min   0.179
_shelx_estimated_absorpt_T_max   0.663
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.088
_exptl_absorpt_correction_T_max  0.639
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18244
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.123
_diffrn_reflns_theta_max         28.273
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.943
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.943
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.943
_reflns_number_total             3993
_reflns_number_gt                3773
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1046P)²+14.4130P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0205(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3993
_refine_ls_number_parameters     150
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0593
_refine_ls_wR_factor_ref         0.1712
_refine_ls_wR_factor_gt          0.1683
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.257
_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
C1 C 0.2993(12) 0.6464(4) 0.9753(11) 0.0402(17) Uani 1 1 d . . . . .
H1 H 0.227888 0.621343 1.011350 0.048 Uiso 1 1 calc R U . . .
O2 O 0.7072(15) 0.4901(3) 0.4626(13) 0.072(3) Uani 1 1 d G . . . .
H7 H 0.731419 0.459254 0.474307 0.107 Uiso 1 1 d DG U . . .
H6 H 0.788813 0.503816 0.416001 0.107 Uiso 1 1 d DG U . . .
C2 C 0.4438(12) 0.6328(4) 0.9011(10) 0.0397(18) Uani 1 1 d . . . . .
C3 C 0.5525(13) 0.6719(4) 0.8554(15) 0.051(2) Uani 1 1 d . . . . .
H3 H 0.657536 0.664153 0.812645 0.061 Uiso 1 1 calc R U . . .
C4 C 0.5059(16) 0.7213(4) 0.8731(18) 0.060(3) Uani 1 1 d . . . . .
H4 H 0.572027 0.746979 0.833391 0.072 Uiso 1 1 calc R U . . .
C5 C 0.3591(15) 0.7322(4) 0.9508(15) 0.053(2) Uani 1 1 d . . . . .
H5 H 0.329202 0.765246 0.971208 0.063 Uiso 1 1 calc R U . . .
C6 C 0.4816(12) 0.5795(4) 0.8879(10) 0.0400(18) Uani 1 1 d . . . . .
N1 N 0.2581(11) 0.6931(3) 0.9973(10) 0.0467(18) Uani 1 1 d . . . . .
H1A H 0.164247 0.699733 1.042500 0.056 Uiso 1 1 calc R U . . .
N2 N 0.5938(14) 0.5650(3) 0.7826(10) 0.051(2) Uani 1 1 d . . . . .
H2 H 0.643432 0.587031 0.727512 0.061 Uiso 1 1 calc R U . . .
N3 N 0.627(2) 0.5158(4) 0.7651(13) 0.078(4) Uani 1 1 d . . . . .
H3A H 0.558793 0.504163 0.679967 0.117 Uiso 1 1 calc DR U . . .
H3B H 0.601360 0.499287 0.851244 0.117 Uiso 1 1 calc DR U . . .
H3C H 0.741281 0.511477 0.752696 0.117 Uiso 1 1 calc DR U . . .
O1 O 0.4044(12) 0.5473(3) 0.9611(12) 0.061(2) Uani 1 1 d . . . . .
Zn1 Zn 0.83996(10) 0.63329(3) 0.34512(8) 0.0193(2) Uani 1 1 d . . . . .
I1 I 0.47760(8) 0.62707(2) 0.38506(8) 0.0459(2) Uani 1 1 d . . . . .
I2 I 1.00520(9) 0.61212(3) 0.64812(7) 0.0510(2) Uani 1 1 d . . . . .
I3 I 0.93228(9) 0.55655(2) 0.14797(8) 0.0482(2) Uani 1 1 d D . . . .
I4 I 0.91852(9) 0.72563(2) 0.22057(8) 0.0480(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.299(14) . ?
C1 C2 1.366(13) . ?
C1 H1 0.9300 . ?
O2 H7 0.8435 . ?
O2 H6 0.8503 . ?
C2 C3 1.405(14) . ?
C2 C6 1.454(14) . ?
C3 C4 1.375(17) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(17) . ?
C4 H4 0.9300 . ?
C5 N1 1.372(15) . ?
C5 H5 0.9300 . ?
C6 O1 1.239(12) . ?
C6 N2 1.352(13) . ?
N1 H1A 0.8600 . ?
N2 N3 1.344(14) . ?
N2 H2 0.8600 . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
Zn1 I4 2.7645(10) . ?
Zn1 I3 2.7752(10) . ?
Zn1 I2 2.7758(10) . ?
Zn1 I1 2.7935(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 122.4(9) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
H7 O2 H6 108.3 . . ?
C1 C2 C3 116.8(9) . . ?
C1 C2 C6 117.9(8) . . ?
C3 C2 C6 125.2(9) . . ?
C4 C3 C2 121.0(10) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 118.7(11) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 118.6(10) . . ?
N1 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
O1 C6 N2 119.8(10) . . ?
O1 C6 C2 121.9(9) . . ?
N2 C6 C2 118.1(8) . . ?
C1 N1 C5 122.3(9) . . ?
C1 N1 H1A 118.8 . . ?
C5 N1 H1A 118.8 . . ?
N3 N2 C6 119.1(10) . . ?
N3 N2 H2 120.5 . . ?
C6 N2 H2 120.5 . . ?
N2 N3 H3A 109.5 . . ?
N2 N3 H3B 109.5 . . ?
H3A N3 H3B 109.5 . . ?
N2 N3 H3C 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
I4 Zn1 I3 110.24(3) . . ?
I4 Zn1 I2 116.07(3) . . ?
I3 Zn1 I2 106.78(3) . . ?
I4 Zn1 I1 110.71(3) . . ?
I3 Zn1 I1 110.16(3) . . ?
I2 Zn1 I1 102.55(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 2.9(14) . . . . ?
N1 C1 C2 C6 177.8(8) . . . . ?
C1 C2 C3 C4 -5.3(16) . . . . ?
C6 C2 C3 C4 -179.8(11) . . . . ?
C2 C3 C4 C5 6.2(19) . . . . ?
C3 C4 C5 N1 -4.6(19) . . . . ?
C1 C2 C6 O1 -10.9(13) . . . . ?
C3 C2 C6 O1 163.6(10) . . . . ?
C1 C2 C6 N2 163.8(9) . . . . ?
C3 C2 C6 N2 -21.7(14) . . . . ?
C2 C1 N1 C5 -1.5(15) . . . . ?
C4 C5 N1 C1 2.3(17) . . . . ?
O1 C6 N2 N3 -3.3(16) . . . . ?
C2 C6 N2 N3 -178.1(11) . . . . ?

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
N3 H3C I3 0.89 3.09 3.839(14) 142.8 3_766
N3 H3B O1 0.89 2.02 2.893(13) 166.7 3_667
N3 H3A O2 0.89 2.22 2.99(2) 144.4 3_666
N3 H3A O2 0.89 2.29 2.783(14) 114.8 .
N2 H2 I2 0.86 2.96 3.644(10) 138.3 .
N2 H2 I1 0.86 3.20 3.758(9) 124.6 .
N1 H1A I4 0.86 2.61 3.460(9) 170.0 1_456
C5 H5 I1 0.93 3.19 3.906(11) 135.2 4_576
C4 H4 I4 0.93 2.97 3.773(12) 145.3 4_576
C1 H1 I3 0.93 3.14 4.052(9) 167.4 1_456
N3 H3C I3 0.89 3.09 3.839(14) 142.8 3_766
N3 H3B O1 0.89 2.02 2.893(13) 166.7 3_667
N3 H3A O2 0.89 2.22 2.99(2) 144.4 3_666
N3 H3A O2 0.89 2.29 2.783(14) 114.8 .
N2 H2 I2 0.86 2.96 3.644(10) 138.3 .
N2 H2 I1 0.86 3.20 3.758(9) 124.6 .
N1 H1A I4 0.86 2.61 3.460(9) 170.0 1_456
C5 H5 I1 0.93 3.19 3.906(11) 135.2 4_576
C4 H4 I4 0.93 2.97 3.773(12) 145.3 4_576
C1 H1 I3 0.93 3.14 4.052(9) 167.4 1_456
N3 H3C I3 0.89 3.09 3.839(14) 142.8 3_766
N3 H3B O1 0.89 2.02 2.893(13) 166.7 3_667
N3 H3A O2 0.89 2.22 2.99(2) 144.4 3_666
N3 H3A O2 0.89 2.29 2.783(14) 114.8 .
N2 H2 I2 0.86 2.96 3.644(10) 138.3 .
N2 H2 I1 0.86 3.20 3.758(9) 124.6 .
N1 H1A I4 0.86 2.61 3.460(9) 170.0 1_456
C5 H5 I1 0.93 3.19 3.906(11) 135.2 4_576
C4 H4 I4 0.93 2.97 3.773(12) 145.3 4_576
C1 H1 I3 0.93 3.14 4.052(9) 167.4 1_456
C1 H1 I3 0.93 3.14 4.052(9) 167.4 1_456
C4 H4 I4 0.93 2.97 3.773(12) 145.3 4_576
C5 H5 I1 0.93 3.19 3.906(11) 135.2 4_576
N1 H1A I4 0.86 2.61 3.460(9) 170.0 1_456
N2 H2 I1 0.86 3.20 3.758(9) 124.6 .
N2 H2 I2 0.86 2.96 3.644(10) 138.3 .
N3 H3A O2 0.89 2.29 2.783(14) 114.8 .
N3 H3A O2 0.89 2.22 2.99(2) 144.4 3_666
N3 H3B O1 0.89 2.02 2.893(13) 166.7 3_667
N3 H3C I3 0.89 3.09 3.839(14) 142.8 3_766
C1 H1 I3 0.93 3.14 4.052(9) 167.4 1_456
C4 H4 I4 0.93 2.97 3.773(12) 145.3 4_576
C5 H5 I1 0.93 3.19 3.906(11) 135.2 4_576
N1 H1A I4 0.86 2.61 3.460(9) 170.0 1_456
N2 H2 I1 0.86 3.20 3.758(9) 124.6 .
N2 H2 I2 0.86 2.96 3.644(10) 138.3 .
N3 H3A O2 0.89 2.29 2.783(14) 114.8 .
N3 H3A O2 0.89 2.22 2.99(2) 144.4 3_666
N3 H3B O1 0.89 2.02 2.893(13) 166.7 3_667
N3 H3C I3 0.89 3.09 3.839(14) 142.8 3_766
C1 H1 I3 0.93 3.14 4.052(9) 167.4 1_456
C4 H4 I4 0.93 2.97 3.773(12) 145.3 4_576
C5 H5 I1 0.93 3.19 3.906(11) 135.2 4_576
N1 H1A I4 0.86 2.61 3.460(9) 170.0 1_456
N2 H2 I1 0.86 3.20 3.758(9) 124.6 .
N2 H2 I2 0.86 2.96 3.644(10) 138.3 .
N3 H3A O2 0.89 2.22 2.99(2) 144.4 3_666
N3 H3B O1 0.89 2.02 2.893(13) 166.7 3_667
N3 H3A O2 0.89 2.29 2.783(14) 114.8 .
N3 H3C I3 0.89 3.09 3.839(14) 142.8 3_766
C1 H1 I3 0.93 3.14 4.052(9) 167.4 1_456
C4 H4 I4 0.93 2.97 3.773(12) 145.3 4_576
C5 H5 I1 0.93 3.19 3.906(11) 135.2 4_576
N1 H1A I4 0.86 2.61 3.460(9) 170.0 1_456
N2 H2 I1 0.86 3.20 3.758(9) 124.6 .
N2 H2 I2 0.86 2.96 3.644(10) 138.3 .
N3 H3A O2 0.89 2.22 2.99(2) 144.4 3_666
N3 H3B O1 0.89 2.02 2.893(13) 166.7 3_667
N3 H3C I3 0.89 3.09 3.839(14) 142.8 3_766

_refine_diff_density_max         5.252
_refine_diff_density_min         -1.735
_refine_diff_density_rms         0.301

####################################################################### 
# 
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 1487188'
_audit_update_record             
;
2017-03-06 deposited with the CCDC.
2017-03-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' C6 H9 N3 O, Br4 Zn, H2 O'
_chemical_formula_sum            'C6 H11 Br4 N3 O2 Zn'
_chemical_formula_weight         542.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   7.3224(7)
_cell_length_b                   24.984(3)
_cell_length_c                   7.8763(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.063(2)
_cell_angle_gamma                90
_cell_volume                     1432.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9879
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      28.27

_exptl_crystal_description       slice
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.513
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.387
_exptl_crystal_size_mid          0.315
_exptl_crystal_size_min          0.037
_exptl_absorpt_coefficient_mu    12.858
_shelx_estimated_absorpt_T_min   0.083
_shelx_estimated_absorpt_T_max   0.648
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.011
_exptl_absorpt_correction_T_max  0.621
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32708
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.725
_diffrn_reflns_theta_max         28.312
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3553
_reflns_number_gt                3106
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0914P)²+3.5447P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0151(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3553
_refine_ls_number_parameters     147
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1462
_refine_ls_wR_factor_gt          0.1351
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.098
_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
C1 C 0.7669(7) 0.6517(2) 0.4492(6) 0.0347(11) Uani 1 1 d . . . . .
H1A H 0.699199 0.624026 0.490751 0.042 Uiso 1 1 calc R U . . .
C2 C 0.9241(7) 0.6408(2) 0.3741(6) 0.0286(9) Uani 1 1 d . . . . .
C3 C 1.0245(7) 0.6831(2) 0.3172(7) 0.0374(12) Uani 1 1 d . . . . .
H3 H 1.132470 0.676611 0.268042 0.045 Uiso 1 1 calc R U . . .
C4 C 0.9623(9) 0.7349(2) 0.3342(8) 0.0438(13) Uani 1 1 d . . . . .
H4 H 1.028106 0.763554 0.295985 0.053 Uiso 1 1 calc R U . . .
C5 C 0.8047(8) 0.7439(3) 0.4070(7) 0.0416(12) Uani 1 1 d . . . . .
H5 H 0.761659 0.778604 0.418388 0.050 Uiso 1 1 calc R U . . .
C6 C 0.9754(7) 0.5831(2) 0.3664(6) 0.0324(10) Uani 1 1 d . . . . .
N1 N 0.7126(6) 0.7024(2) 0.4617(6) 0.0406(11) Uani 1 1 d . . . . .
H1 H 0.613131 0.708607 0.507413 0.049 Uiso 1 1 calc R U . . .
N2 N 1.1129(7) 0.5708(2) 0.2741(6) 0.0416(11) Uani 1 1 d . . . . .
H2 H 1.168472 0.594735 0.220336 0.050 Uiso 1 1 calc R U . . .
N3 N 1.1611(10) 0.5164(2) 0.2700(7) 0.0575(15) Uani 1 1 d . . . . .
H3A H 1.258001 0.510376 0.345703 0.086 Uiso 1 1 calc R U . . .
H3B H 1.188819 0.507942 0.165997 0.086 Uiso 1 1 calc R U . . .
H3C H 1.067138 0.496490 0.295735 0.086 Uiso 1 1 calc R U . . .
O1 O 0.8945(7) 0.54894(18) 0.4399(6) 0.0495(11) Uani 1 1 d . . . . .
O2 O 0.2445(8) 0.48635(19) 0.9574(6) 0.0565(12) Uani 1 1 d D . . . .
H6 H 0.277784 0.458581 0.962913 0.068 Uiso 1 1 d D U . . .
H7 H 0.301796 0.495036 0.890182 0.068 Uiso 1 1 d D U . . .
Zn1 Zn 0.32404(9) 0.62997(2) 0.81645(8) 0.0331(2) Uani 1 1 d . . . . .
Br1 Br 0.00456(8) 0.61751(2) 0.85290(8) 0.0410(2) Uani 1 1 d . . . . .
Br2 Br 0.48889(10) 0.62619(3) 1.09790(8) 0.0502(2) Uani 1 1 d . . . . .
Br3 Br 0.43352(9) 0.55882(2) 0.64649(7) 0.0425(2) Uani 1 1 d . . . . .
Br4 Br 0.36886(8) 0.71490(2) 0.68301(8) 0.0450(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.335(8) . ?
C1 C2 1.376(7) . ?
C1 H1A 0.9300 . ?
C2 C3 1.388(7) . ?
C2 C6 1.491(8) . ?
C3 C4 1.385(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.360(9) . ?
C4 H4 0.9300 . ?
C5 N1 1.333(8) . ?
C5 H5 0.9300 . ?
C6 O1 1.220(7) . ?
C6 N2 1.338(7) . ?
N1 H1 0.8600 . ?
N2 N3 1.404(7) . ?
N2 H2 0.8600 . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
O2 H6 0.7351 . ?
O2 H7 0.7417 . ?
Zn1 Br4 2.4058(9) . ?
Zn1 Br1 2.4070(9) . ?
Zn1 Br2 2.4114(9) . ?
Zn1 Br3 2.4128(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
N1 C1 C2 119.3(5) . . ?
N1 C1 H1A 120.4 . . ?
C2 C1 H1A 120.4 . . ?
C1 C2 C3 118.9(5) . . ?
C1 C2 C6 115.8(5) . . ?
C3 C2 C6 125.3(5) . . ?
C4 C3 C2 119.3(5) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 119.8(6) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
N1 C5 C4 119.2(6) . . ?
N1 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
O1 C6 N2 121.8(5) . . ?
O1 C6 C2 121.3(5) . . ?
N2 C6 C2 116.9(4) . . ?
C5 N1 C1 123.3(5) . . ?
C5 N1 H1 118.3 . . ?
C1 N1 H1 118.3 . . ?
C6 N2 N3 116.2(5) . . ?
C6 N2 H2 121.9 . . ?
N3 N2 H2 121.9 . . ?
N2 N3 H3A 109.5 . . ?
N2 N3 H3B 109.5 . . ?
H3A N3 H3B 109.5 . . ?
N2 N3 H3C 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
H6 O2 H7 96.3 . . ?
Br4 Zn1 Br1 110.20(3) . . ?
Br4 Zn1 Br2 110.98(3) . . ?
Br1 Zn1 Br2 106.48(3) . . ?
Br4 Zn1 Br3 109.80(3) . . ?
Br1 Zn1 Br3 110.79(3) . . ?
Br2 Zn1 Br3 108.53(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H7 Br3 0.74 2.75 3.450(5) 159.3 .
O2 H6 Br2 0.74 2.79 3.476(5) 155.5 3_667
N3 H3C Br1 0.89 3.10 3.655(6) 122.1 3_666
N3 H3C O1 0.89 2.36 2.872(7) 116.5 3_766
N3 H3B O2 0.89 1.82 2.705(7) 176.5 1_654
N3 H3A Br3 0.89 2.84 3.516(7) 133.9 3_766
N3 H3A Br3 0.89 2.84 3.556(7) 138.1 1_655
N2 H2 Br2 0.86 2.74 3.497(5) 147.0 1_654
N2 H2 Br1 0.86 3.07 3.527(5) 115.8 1_654
N1 H1 Br4 0.86 2.38 3.225(5) 167.8 .
C4 H4 Br4 0.93 2.79 3.550(6) 139.8 4_675
C4 H4 Br1 0.93 3.01 3.701(6) 132.1 4_675
C1 H1A Br3 0.93 2.91 3.816(5) 166.1 .
O2 H7 Br3 0.74 2.75 3.450(5) 159.3 .
O2 H6 Br2 0.74 2.79 3.476(5) 155.5 3_667
N3 H3C Br1 0.89 3.10 3.655(6) 122.1 3_666
N3 H3C O1 0.89 2.36 2.872(7) 116.5 3_766
N3 H3B O2 0.89 1.82 2.705(7) 176.5 1_654
N3 H3A Br3 0.89 2.84 3.516(7) 133.9 3_766
N3 H3A Br3 0.89 2.84 3.556(7) 138.1 1_655
N2 H2 Br2 0.86 2.74 3.497(5) 147.0 1_654
N2 H2 Br1 0.86 3.07 3.527(5) 115.8 1_654
N1 H1 Br4 0.86 2.38 3.225(5) 167.8 .
C4 H4 Br4 0.93 2.79 3.550(6) 139.8 4_675
C4 H4 Br1 0.93 3.01 3.701(6) 132.1 4_675
C1 H1A Br3 0.93 2.91 3.816(5) 166.1 .
N1 H1 Br4 0.86 2.38 3.225(5) 167.8 .
C1 H1A Br3 0.93 2.91 3.816(5) 166.1 .
C4 H4 Br1 0.93 3.01 3.701(6) 132.1 4_675
C4 H4 Br4 0.93 2.79 3.550(6) 139.8 4_675
N3 H3A Br3 0.89 2.84 3.556(7) 138.1 1_655
N3 H3A Br3 0.89 2.84 3.516(7) 133.9 3_766
N3 H3B O2 0.89 1.82 2.705(7) 176.5 1_654
N3 H3C Br1 0.89 3.10 3.655(6) 122.1 3_666
N3 H3C O1 0.89 2.36 2.872(7) 116.5 3_766
N2 H2 Br1 0.86 3.07 3.527(5) 115.8 1_654
N2 H2 Br2 0.86 2.74 3.497(5) 147.0 1_654
O2 H6 Br2 0.74 2.79 3.476(5) 155.5 3_667
O2 H7 Br3 0.74 2.75 3.450(5) 159.3 .
C1 H1A Br3 0.93 2.91 3.816(5) 166.1 .
C4 H4 Br1 0.93 3.01 3.701(6) 132.1 4_675
C4 H4 Br4 0.93 2.79 3.550(6) 139.8 4_675
N1 H1 Br4 0.86 2.38 3.225(5) 167.8 .
N2 H2 Br1 0.86 3.07 3.527(5) 115.8 1_654
N2 H2 Br2 0.86 2.74 3.497(5) 147.0 1_654
N3 H3A Br3 0.89 2.84 3.556(7) 138.1 1_655
N3 H3A Br3 0.89 2.84 3.516(7) 133.9 3_766
N3 H3B O2 0.89 1.82 2.705(7) 176.5 1_654
N3 H3C O1 0.89 2.36 2.872(7) 116.5 3_766
N3 H3C Br1 0.89 3.10 3.655(6) 122.1 3_666
O2 H6 Br2 0.74 2.79 3.476(5) 155.5 3_667
O2 H7 Br3 0.74 2.75 3.450(5) 159.3 .
C1 H1A Br3 0.93 2.91 3.816(5) 166.1 .
C4 H4 Br1 0.93 3.01 3.701(6) 132.1 4_675
C4 H4 Br4 0.93 2.79 3.550(6) 139.8 4_675
N1 H1 Br4 0.86 2.38 3.225(5) 167.8 .
N2 H2 Br1 0.86 3.07 3.527(5) 115.8 1_654
N2 H2 Br2 0.86 2.74 3.497(5) 147.0 1_654
N3 H3A Br3 0.89 2.84 3.556(7) 138.1 1_655
N3 H3A Br3 0.89 2.84 3.516(7) 133.9 3_766
N3 H3B O2 0.89 1.82 2.705(7) 176.5 1_654
N3 H3C O1 0.89 2.36 2.872(7) 116.5 3_766
N3 H3C Br1 0.89 3.10 3.655(6) 122.1 3_666
O2 H6 Br2 0.74 2.79 3.476(5) 155.5 3_667
O2 H7 Br3 0.74 2.75 3.450(5) 159.3 .
C1 H1A Br3 0.93 2.91 3.816(5) 166.1 .
C4 H4 Br1 0.93 3.01 3.701(6) 132.1 4_675
C4 H4 Br4 0.93 2.79 3.550(6) 139.8 4_675
N1 H1 Br4 0.86 2.38 3.225(5) 167.8 .
N2 H2 Br1 0.86 3.07 3.527(5) 115.8 1_654
N2 H2 Br2 0.86 2.74 3.497(5) 147.0 1_654
N3 H3A Br3 0.89 2.84 3.556(7) 138.1 1_655
N3 H3A Br3 0.89 2.84 3.516(7) 133.9 3_766
N3 H3B O2 0.89 1.82 2.705(7) 176.5 1_654
N3 H3C O1 0.89 2.36 2.872(7) 116.5 3_766
N3 H3C Br1 0.89 3.10 3.655(6) 122.1 3_666
O2 H6 Br2 0.74 2.79 3.476(5) 155.5 3_667
O2 H7 Br3 0.74 2.75 3.450(5) 159.3 .
C1 H1A Br3 0.93 2.91 3.816(5) 166.1 .
C4 H4 Br1 0.93 3.01 3.701(6) 132.1 4_675
C4 H4 Br4 0.93 2.79 3.550(6) 139.8 4_675
N1 H1 Br4 0.86 2.38 3.225(5) 167.8 .
N2 H2 Br1 0.86 3.07 3.527(5) 115.8 1_654
N2 H2 Br2 0.86 2.74 3.497(5) 147.0 1_654
N3 H3A Br3 0.89 2.84 3.556(7) 138.1 1_655
N3 H3A Br3 0.89 2.84 3.516(7) 133.9 3_766
N3 H3B O2 0.89 1.82 2.705(7) 176.5 1_654
N3 H3C O1 0.89 2.36 2.872(7) 116.5 3_766
N3 H3C Br1 0.89 3.10 3.655(6) 122.1 3_666
O2 H6 Br2 0.74 2.79 3.476(5) 155.5 3_667
O2 H7 Br3 0.74 2.75 3.450(5) 159.3 .
C1 H1A Br3 0.93 2.91 3.816(5) 166.1 .
C4 H4 Br1 0.93 3.01 3.701(6) 132.1 4_675
C4 H4 Br4 0.93 2.79 3.550(6) 139.8 4_675
N1 H1 Br4 0.86 2.38 3.225(5) 167.8 .
N2 H2 Br1 0.86 3.07 3.527(5) 115.8 1_654
N2 H2 Br2 0.86 2.74 3.497(5) 147.0 1_654
N3 H3A Br3 0.89 2.84 3.556(7) 138.1 1_655
N3 H3A Br3 0.89 2.84 3.516(7) 133.9 3_766
N3 H3B O2 0.89 1.82 2.705(7) 176.5 1_654
N3 H3C O1 0.89 2.36 2.872(7) 116.5 3_766
N3 H3C Br1 0.89 3.10 3.655(6) 122.1 3_666
O2 H6 Br2 0.74 2.79 3.476(5) 155.5 3_667
O2 H7 Br3 0.74 2.75 3.450(5) 159.3 .

_refine_diff_density_max         1.903
_refine_diff_density_min         -1.313
_refine_diff_density_rms         0.249

####################################################################### 
# 
# 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_compound1
_database_code_depnum_ccdc_archive 'CCDC 1487187'
_audit_update_record             
;
2017-03-06 deposited with the CCDC.
2017-03-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H9 N3 O, I4 Zn, H2 O'
_chemical_formula_sum            'C6 H11 I4 N3 O2 Zn'
_chemical_formula_weight         730.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   7.5665(5)
_cell_length_b                   26.290(2)
_cell_length_c                   8.3233(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.386(6)
_cell_angle_gamma                90
_cell_volume                     1645.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2151
_cell_measurement_theta_min      3.8210
_cell_measurement_theta_max      28.9410

_exptl_crystal_description       slice
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.947
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    8.990
_shelx_estimated_absorpt_T_min   0.123
_shelx_estimated_absorpt_T_max   0.715
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.049
_exptl_absorpt_correction_T_max  0.698
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6300
_diffrn_reflns_av_unetI/netI     0.0640
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.910
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2878
_reflns_number_gt                2359
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0626P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0237(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2878
_refine_ls_number_parameters     147
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0509
_refine_ls_wR_factor_ref         0.1239
_refine_ls_wR_factor_gt          0.1150
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.079
_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
C1 C 0.2931(12) 0.3520(4) 0.4693(10) 0.035(2) Uani 1 1 d . . . . .
H1A H 0.221486 0.377306 0.505415 0.042 Uiso 1 1 calc R U . . .
C2 C 0.4414(11) 0.3649(4) 0.3987(10) 0.027(2) Uani 1 1 d . . . . .
C3 C 0.5447(12) 0.3250(5) 0.3497(11) 0.039(3) Uani 1 1 d . . . . .
H3 H 0.647439 0.332007 0.301891 0.047 Uiso 1 1 calc R U . . .
C4 C 0.4955(14) 0.2759(5) 0.3716(14) 0.059(3) Uani 1 1 d . . . . .
H4 H 0.564965 0.249322 0.340268 0.070 Uiso 1 1 calc R U . . .
C5 C 0.3456(13) 0.2663(5) 0.4389(13) 0.049(3) Uani 1 1 d . . . . .
H5 H 0.308694 0.232948 0.451883 0.059 Uiso 1 1 calc R U . . .
C6 C 0.4790(11) 0.4196(4) 0.3812(9) 0.034(2) Uani 1 1 d . . . . .
N1 N 0.2516(9) 0.3045(4) 0.4863(9) 0.039(2) Uani 1 1 d . . . . .
H1 H 0.157278 0.297635 0.531015 0.047 Uiso 1 1 calc R U . . .
N2 N 0.5959(11) 0.4341(4) 0.2788(9) 0.046(2) Uani 1 1 d . . . . .
H2 H 0.648477 0.412139 0.224191 0.056 Uiso 1 1 calc R U . . .
N3 N 0.6287(15) 0.4865(4) 0.2646(11) 0.068(3) Uani 1 1 d . . . . .
H3A H 0.526268 0.502778 0.238764 0.102 Uiso 1 1 calc R U . . .
H3B H 0.699647 0.491594 0.187687 0.102 Uiso 1 1 calc R U . . .
H3C H 0.680860 0.498347 0.358260 0.102 Uiso 1 1 calc R U . . .
O1 O 0.4056(9) 0.4514(3) 0.4555(9) 0.052(2) Uani 1 1 d . . . . .
O2 O 0.7232(11) 0.5096(3) 0.9631(9) 0.060(2) Uani 1 1 d D . . . .
H6 H 0.755478 0.485301 0.879890 0.072 Uiso 1 1 d D U . . .
H7 H 0.729130 0.546984 0.975892 0.072 Uiso 1 1 d D U . . .
Zn1 Zn 0.83804(13) 0.36857(5) 0.83809(12) 0.0338(3) Uani 1 1 d . . . . .
I1 I 0.49734(7) 0.37523(3) 0.87343(7) 0.0375(3) Uani 1 1 d . . . . .
I4 I 0.90751(8) 0.28027(3) 0.71797(8) 0.0440(3) Uani 1 1 d . . . . .
I3 I 0.93038(8) 0.44146(3) 0.65043(7) 0.0424(3) Uani 1 1 d . . . . .
I2 I 1.00311(8) 0.38302(3) 1.12741(7) 0.0479(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.298(13) . ?
C1 C2 1.366(13) . ?
C1 H1A 0.9300 . ?
C2 C3 1.396(13) . ?
C2 C6 1.475(14) . ?
C3 C4 1.361(17) . ?
C3 H3 0.9300 . ?
C4 C5 1.344(14) . ?
C4 H4 0.9300 . ?
C5 N1 1.317(14) . ?
C5 H5 0.9300 . ?
C6 O1 1.210(11) . ?
C6 N2 1.350(12) . ?
N1 H1 0.8600 . ?
N2 N3 1.407(13) . ?
N2 H2 0.8600 . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
O2 H6 0.9934 . ?
O2 H7 0.9879 . ?
Zn1 I4 2.6042(14) . ?
Zn1 I2 2.6142(11) . ?
Zn1 I3 2.6158(13) . ?
Zn1 I1 2.6327(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 120.5(9) . . ?
N1 C1 H1A 119.8 . . ?
C2 C1 H1A 119.8 . . ?
C1 C2 C3 116.8(10) . . ?
C1 C2 C6 117.5(8) . . ?
C3 C2 C6 125.6(9) . . ?
C4 C3 C2 120.2(10) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 119.4(11) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N1 C5 C4 119.3(12) . . ?
N1 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
O1 C6 N2 119.8(11) . . ?
O1 C6 C2 121.2(9) . . ?
N2 C6 C2 119.0(9) . . ?
C1 N1 C5 123.7(9) . . ?
C1 N1 H1 118.1 . . ?
C5 N1 H1 118.1 . . ?
C6 N2 N3 117.7(9) . . ?
C6 N2 H2 121.2 . . ?
N3 N2 H2 121.2 . . ?
N2 N3 H3A 109.5 . . ?
N2 N3 H3B 109.5 . . ?
H3A N3 H3B 109.5 . . ?
N2 N3 H3C 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
H6 O2 H7 134.7 . . ?
I4 Zn1 I2 112.77(5) . . ?
I4 Zn1 I3 110.18(4) . . ?
I2 Zn1 I3 108.15(5) . . ?
I4 Zn1 I1 110.13(5) . . ?
I2 Zn1 I1 105.12(4) . . ?
I3 Zn1 I1 110.36(4) . . ?

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
C1 H1A I3 0.93 3.12 4.033(9) 166.9 1_455
C4 H4 I4 0.93 2.99 3.798(11) 146.1 4_565
C5 H5 I1 0.93 3.28 3.949(12) 130.6 4_565
N1 H1 I4 0.86 2.62 3.467(7) 169.3 1_455
N2 H2 I1 0.86 3.17 3.712(8) 123.5 1_554
N2 H2 I2 0.86 2.99 3.708(9) 142.9 1_554
N3 H3A O2 0.89 2.41 3.093(14) 134.2 3_666
N3 H3B O2 0.89 1.96 2.752(11) 148.2 1_554
N3 H3C O1 0.89 2.19 2.881(12) 133.8 3_666
N3 H3C I3 0.89 3.27 3.911(10) 130.9 .
O2 H6 I3 0.99 2.70 3.654(7) 161.1 .
O2 H7 I1 0.99 3.03 3.782(7) 134.0 3_667
O2 H7 I2 0.99 2.94 3.629(8) 128.0 3_767

_refine_diff_density_max         2.083
_refine_diff_density_min         -1.602
_refine_diff_density_rms         0.298

####################################################################### 
# 
# 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_compound3
_database_code_depnum_ccdc_archive 'CCDC 1487189'
_audit_update_record             
;
2017-03-06 deposited with the CCDC.
2017-03-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H9 N3 O, Cl4 Zn, H2 O'
_chemical_formula_sum            'C6 H11 Cl4 N3 O2 Zn'
_chemical_formula_weight         364.37

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'
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'
Cl Cl 0.3639 0.7018 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   7.2837(3)
_cell_length_b                   23.9755(10)
_cell_length_c                   7.5568(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.575(4)
_cell_angle_gamma                90
_cell_volume                     1315.44(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3099
_cell_measurement_theta_min      3.6910
_cell_measurement_theta_max      72.2100

_exptl_crystal_description       slice
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.840
_exptl_crystal_F_000             728
_exptl_transmission_factor_min   0.068
_exptl_transmission_factor_max   0.741
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    10.011
_shelx_estimated_absorpt_T_min   0.108
_shelx_estimated_absorpt_T_max   0.753
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 16.0710
_diffrn_reflns_number            6472
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.687
_diffrn_reflns_theta_max         72.174
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2577
_reflns_number_gt                2292
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0600P)²+0.5265P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2577
_refine_ls_number_parameters     146
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.1029
_refine_ls_wR_factor_gt          0.0972
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.043
_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
C1 C 0.7431(4) 0.65454(13) 0.9193(4) 0.0419(6) Uani 1 1 d . . . . .
H1A H 0.675398 0.625203 0.961559 0.050 Uiso 1 1 calc R U . . .
C2 C 0.9102(4) 0.64434(12) 0.8484(3) 0.0344(5) Uani 1 1 d . . . . .
C3 C 1.0075(4) 0.68931(12) 0.7880(4) 0.0410(6) Uani 1 1 d . . . . .
H3 H 1.120016 0.683658 0.740571 0.049 Uiso 1 1 calc R U . . .
C4 C 0.9363(4) 0.74260(13) 0.7985(4) 0.0463(6) Uani 1 1 d . . . . .
H4 H 1.000220 0.772902 0.757214 0.056 Uiso 1 1 calc R U . . .
C5 C 0.7714(4) 0.75052(14) 0.8701(4) 0.0468(6) Uani 1 1 d . . . . .
H5 H 0.723155 0.786218 0.879358 0.056 Uiso 1 1 calc R U . . .
C6 C 0.9712(4) 0.58470(12) 0.8504(3) 0.0370(5) Uani 1 1 d . . . . .
N1 N 0.6810(3) 0.70644(13) 0.9262(4) 0.0471(6) Uani 1 1 d . . . . .
H1 H 0.576702 0.711938 0.969303 0.056 Uiso 1 1 calc R U . . .
N2 N 1.1237(4) 0.57311(11) 0.7703(4) 0.0458(6) Uani 1 1 d . . . . .
H2 H 1.182652 0.598509 0.717853 0.055 Uiso 1 1 calc R U . . .
N3 N 1.1832(4) 0.51713(12) 0.7762(4) 0.0537(7) Uani 1 1 d . . . . .
H3A H 1.281263 0.513847 0.853675 0.081 Uiso 1 1 calc R U . . .
H3B H 1.212956 0.506775 0.669040 0.081 Uiso 1 1 calc R U . . .
H3C H 1.093064 0.495428 0.809569 0.081 Uiso 1 1 calc R U . . .
O1 O 0.8877(3) 0.54890(11) 0.9237(4) 0.0592(6) Uani 1 1 d . . . . .
O2 O 0.7258(4) 0.51890(11) 0.5420(3) 0.0637(7) Uani 1 1 d D . . . .
H6 H 0.651448 0.552294 0.537055 0.076 Uiso 1 1 d D U . . .
H7 H 0.664068 0.497405 0.629169 0.076 Uiso 1 1 d D U . . .
Zn1 Zn 0.31224(5) 0.62793(2) 0.29353(5) 0.03739(14) Uani 1 1 d . . . . .
Cl1 Cl 0.01381(10) 0.61104(3) 0.33318(12) 0.0531(2) Uani 1 1 d . . . . .
Cl2 Cl 0.46522(12) 0.63179(4) 0.56838(10) 0.0538(2) Uani 1 1 d . . . . .
Cl3 Cl 0.43793(11) 0.55851(3) 0.13805(10) 0.04751(19) Uani 1 1 d . . . . .
Cl4 Cl 0.34233(10) 0.70999(3) 0.14845(11) 0.0481(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.327(4) . ?
C1 C2 1.390(4) . ?
C1 H1A 0.9300 . ?
C2 C3 1.387(4) . ?
C2 C6 1.497(4) . ?
C3 C4 1.384(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(5) . ?
C4 H4 0.9300 . ?
C5 N1 1.333(4) . ?
C5 H5 0.9300 . ?
C6 O1 1.211(4) . ?
C6 N2 1.336(4) . ?
N1 H1 0.8600 . ?
N2 N3 1.410(4) . ?
N2 H2 0.8600 . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
O2 H6 0.9655 . ?
O2 H7 0.9739 . ?
Zn1 Cl1 2.2544(8) . ?
Zn1 Cl4 2.2714(7) . ?
Zn1 Cl3 2.2716(8) . ?
Zn1 Cl2 2.2792(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
N1 C1 C2 119.5(3) . . ?
N1 C1 H1A 120.3 . . ?
C2 C1 H1A 120.3 . . ?
C3 C2 C1 118.4(3) . . ?
C3 C2 C6 125.9(2) . . ?
C1 C2 C6 115.6(2) . . ?
C4 C3 C2 119.7(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
N1 C5 C4 119.2(3) . . ?
N1 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
O1 C6 N2 121.7(3) . . ?
O1 C6 C2 121.5(3) . . ?
N2 C6 C2 116.8(2) . . ?
C1 N1 C5 123.5(3) . . ?
C1 N1 H1 118.2 . . ?
C5 N1 H1 118.2 . . ?
C6 N2 N3 116.6(2) . . ?
C6 N2 H2 121.7 . . ?
N3 N2 H2 121.7 . . ?
N2 N3 H3A 109.5 . . ?
N2 N3 H3B 109.5 . . ?
H3A N3 H3B 109.5 . . ?
N2 N3 H3C 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
H6 O2 H7 100.2 . . ?
Cl1 Zn1 Cl4 110.54(3) . . ?
Cl1 Zn1 Cl3 111.71(3) . . ?
Cl4 Zn1 Cl3 109.06(3) . . ?
Cl1 Zn1 Cl2 107.02(4) . . ?
Cl4 Zn1 Cl2 110.22(3) . . ?
Cl3 Zn1 Cl2 108.25(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H7 Cl3 0.97 2.38 3.342(3) 170.8 3_666
O2 H6 Cl2 0.97 2.36 3.321(3) 171.8 .
N3 H3C Cl1 0.89 2.86 3.464(3) 126.9 3_666
N3 H3C O1 0.89 2.27 2.847(4) 122.0 3_767
N3 H3B O2 0.89 1.80 2.688(4) 176.1 3_766
N3 H3A Cl3 0.89 2.68 3.322(3) 130.1 3_766
N3 H3A Cl3 0.89 2.58 3.331(3) 142.0 1_656
N2 H2 Cl2 0.86 2.55 3.332(3) 151.0 1_655
N1 H1 Cl4 0.86 2.26 3.094(3) 162.7 1_556
C4 H4 Cl4 0.93 2.72 3.444(3) 135.6 4_676
C4 H4 Cl1 0.93 2.84 3.560(3) 135.0 4_676
C1 H1A Cl3 0.93 2.77 3.682(3) 165.7 1_556
O2 H7 Cl3 0.97 2.38 3.342(3) 170.8 3_666
O2 H6 Cl2 0.97 2.36 3.321(3) 171.8 .
N3 H3C Cl1 0.89 2.86 3.464(3) 126.9 3_666
N3 H3C O1 0.89 2.27 2.847(4) 122.0 3_767
N3 H3B O2 0.89 1.80 2.688(4) 176.1 3_766
N3 H3A Cl3 0.89 2.68 3.322(3) 130.1 3_766
N3 H3A Cl3 0.89 2.58 3.331(3) 142.0 1_656
N2 H2 Cl2 0.86 2.55 3.332(3) 151.0 1_655
N1 H1 Cl4 0.86 2.26 3.094(3) 162.7 1_556
C4 H4 Cl4 0.93 2.72 3.444(3) 135.6 4_676
C4 H4 Cl1 0.93 2.84 3.560(3) 135.0 4_676
C1 H1A Cl3 0.93 2.77 3.682(3) 165.7 1_556
O2 H7 Cl3 0.97 2.38 3.342(3) 170.8 3_666
O2 H6 Cl2 0.97 2.36 3.321(3) 171.8 .
N3 H3C Cl1 0.89 2.86 3.464(3) 126.9 3_666
N3 H3C O1 0.89 2.27 2.847(4) 122.0 3_767
N3 H3B O2 0.89 1.80 2.688(4) 176.1 3_766
N3 H3A Cl3 0.89 2.68 3.322(3) 130.1 3_766
N3 H3A Cl3 0.89 2.58 3.331(3) 142.0 1_656
N2 H2 Cl2 0.86 2.55 3.332(3) 151.0 1_655
N1 H1 Cl4 0.86 2.26 3.094(3) 162.7 1_556
C4 H4 Cl4 0.93 2.72 3.444(3) 135.6 4_676
C4 H4 Cl1 0.93 2.84 3.560(3) 135.0 4_676
C1 H1A Cl3 0.93 2.77 3.682(3) 165.7 1_556
O2 H7 Cl3 0.97 2.38 3.342(3) 170.8 3_666
O2 H6 Cl2 0.97 2.36 3.321(3) 171.8 .
N3 H3C Cl1 0.89 2.86 3.464(3) 126.9 3_666
N3 H3C O1 0.89 2.27 2.847(4) 122.0 3_767
N3 H3B O2 0.89 1.80 2.688(4) 176.1 3_766
N3 H3A Cl3 0.89 2.68 3.322(3) 130.1 3_766
N3 H3A Cl3 0.89 2.58 3.331(3) 142.0 1_656
N2 H2 Cl2 0.86 2.55 3.332(3) 151.0 1_655
N1 H1 Cl4 0.86 2.26 3.094(3) 162.7 1_556
C4 H4 Cl4 0.93 2.72 3.444(3) 135.6 4_676
C4 H4 Cl1 0.93 2.84 3.560(3) 135.0 4_676
C1 H1A Cl3 0.93 2.77 3.682(3) 165.7 1_556
C1 H1A Cl3 0.93 2.77 3.682(3) 165.7 1_556
C4 H4 Cl1 0.93 2.84 3.560(3) 135.0 4_676
C4 H4 Cl4 0.93 2.72 3.444(3) 135.6 4_676
N1 H1 Cl4 0.86 2.26 3.094(3) 162.7 1_556
N2 H2 Cl2 0.86 2.55 3.332(3) 151.0 1_655
N3 H3A Cl3 0.89 2.58 3.331(3) 142.0 1_656
N3 H3A Cl3 0.89 2.68 3.322(3) 130.1 3_766
N3 H3B O2 0.89 1.80 2.688(4) 176.1 3_766
N3 H3C O1 0.89 2.27 2.847(4) 122.0 3_767
N3 H3C Cl1 0.89 2.86 3.464(3) 126.9 3_666
O2 H6 Cl2 0.97 2.36 3.321(3) 171.8 .
O2 H7 Cl3 0.97 2.38 3.342(3) 170.8 3_666
C1 H1A Cl3 0.93 2.77 3.682(3) 165.7 1_556
C4 H4 Cl1 0.93 2.84 3.560(3) 135.0 4_676
C4 H4 Cl4 0.93 2.72 3.444(3) 135.6 4_676
N1 H1 Cl4 0.86 2.26 3.094(3) 162.7 1_556
N2 H2 Cl2 0.86 2.55 3.332(3) 151.0 1_655
N3 H3A Cl3 0.89 2.58 3.331(3) 142.0 1_656
N3 H3A Cl3 0.89 2.68 3.322(3) 130.1 3_766
N3 H3B O2 0.89 1.80 2.688(4) 176.1 3_766
N3 H3C O1 0.89 2.27 2.847(4) 122.0 3_767
N3 H3C Cl1 0.89 2.86 3.464(3) 126.9 3_666
O2 H6 Cl2 0.97 2.36 3.321(3) 171.8 .
O2 H7 Cl3 0.97 2.38 3.342(3) 170.8 3_666
C1 H1A Cl3 0.93 2.77 3.682(3) 165.7 1_556
C4 H4 Cl1 0.93 2.84 3.560(3) 135.0 4_676
C4 H4 Cl4 0.93 2.72 3.444(3) 135.6 4_676
N1 H1 Cl4 0.86 2.26 3.094(3) 162.7 1_556
N2 H2 Cl2 0.86 2.55 3.332(3) 151.0 1_655
N3 H3A Cl3 0.89 2.58 3.331(3) 142.0 1_656
N3 H3A Cl3 0.89 2.68 3.322(3) 130.1 3_766
N3 H3B O2 0.89 1.80 2.688(4) 176.1 3_766
N3 H3C O1 0.89 2.27 2.847(4) 122.0 3_767
N3 H3C Cl1 0.89 2.86 3.464(3) 126.9 3_666
O2 H6 Cl2 0.97 2.36 3.321(3) 171.8 .
O2 H7 Cl3 0.97 2.38 3.342(3) 170.8 3_666

_refine_diff_density_max         0.753
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.081

