# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_shelx_Zn-MeOH
_database_code_depnum_ccdc_archive 'CCDC 2391447'
loop_
_audit_author_name
_audit_author_address
'Behrouz Notash'
;Shahid Beheshti University
Iran
;
_audit_update_record             
;
2025-01-06 deposited with the CCDC.	2025-01-10 downloaded from the CCDC.
;

_vrf_PLAT342_shelx_Zn-MeOH       
;
PROBLEM:  Low Bond Precision on  C-C Bonds ...............      0.0375 Ang. 
RESPONSE: This alert is mainly due to low quality of crystal and data 
collection in room temprature.
Unfortunately, despite many efforts, we could not grow higher 
quality crystals of this compound and this was the best data available.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H10 I2 N4 O Zn, C H4 O'
_chemical_formula_sum            'C12 H14 I2 N4 O2 Zn'
_chemical_formula_weight         565.46

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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

_cell_length_a                   9.1201(18)
_cell_length_b                   10.018(2)
_cell_length_c                   19.490(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1780.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2699
_cell_measurement_theta_min      2.286
_cell_measurement_theta_max      24.977

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.109
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   0.195
_exptl_transmission_factor_max   0.444
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    4.854
_shelx_estimated_absorpt_T_min   0.195
_shelx_estimated_absorpt_T_max   0.444
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'shape of crystal determined optically'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_reflns_number            5320
_diffrn_reflns_av_unetI/netI     0.0905
_diffrn_reflns_av_R_equivalents  0.1182
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.286
_diffrn_reflns_theta_max         24.977
_diffrn_reflns_theta_full        24.977
_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 0.863
_diffrn_reflns_point_group_measured_fraction_full 0.863
_reflns_number_total             2699
_reflns_number_gt                2010
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.673
_reflns_Friedel_fraction_max     0.717
_reflns_Friedel_fraction_full    0.717

_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       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_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)+(0.1060P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.06(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2699
_refine_ls_number_parameters     188
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0681
_refine_ls_wR_factor_ref         0.1757
_refine_ls_wR_factor_gt          0.1642
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_restrained_S_all      0.973
_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 0.7404(3) 0.0445(3) 0.24970(15) 0.0475(7) Uani 1 1 d . . . . .
I1 I 0.94698(19) -0.07443(17) 0.18644(10) 0.0673(6) Uani 1 1 d . . . . .
I2 I 0.78365(18) 0.2676(2) 0.31211(9) 0.0668(6) Uani 1 1 d . . . . .
O1 O 0.2265(18) 0.319(2) 0.0139(9) 0.056(4) Uani 1 1 d . . . . .
O2 O 0.081(4) 0.890(3) 0.9631(15) 0.146(12) Uani 1 1 d D . . . .
N1 N 0.5699(18) 0.0699(17) 0.1819(11) 0.043(4) Uani 1 1 d . . . . .
N2 N 0.2320(19) 0.102(2) 0.0392(10) 0.048(4) Uani 1 1 d D . . . .
N3 N 0.0786(18) 0.1733(18) -0.0428(9) 0.043(4) Uani 1 1 d D . . . .
N4 N -0.1525(19) 0.4174(19) -0.1795(9) 0.046(4) Uani 1 1 d . . . . .
C1 C 0.531(2) 0.190(2) 0.1620(11) 0.043(5) Uani 1 1 d . . . . .
H1 H 0.578999 0.264187 0.179546 0.052 Uiso 1 1 calc R U . . .
C2 C 0.498(3) -0.036(3) 0.1603(15) 0.063(5) Uani 1 1 d . . . . .
H2 H 0.523247 -0.119370 0.177802 0.076 Uiso 1 1 calc R U . . .
C3 C 0.386(3) -0.028(3) 0.1125(14) 0.063(5) Uani 1 1 d . . . . .
H3 H 0.339393 -0.104608 0.096651 0.076 Uiso 1 1 calc R U . . .
C4 C 0.414(3) 0.207(2) 0.1134(11) 0.046(5) Uani 1 1 d . . . . .
H4 H 0.386875 0.292015 0.098841 0.056 Uiso 1 1 calc R U . . .
C5 C 0.344(2) 0.096(2) 0.0890(10) 0.041(5) Uani 1 1 d . . . . .
C6 C 0.183(2) 0.207(3) 0.0052(13) 0.049(6) Uani 1 1 d . . . . .
C7 C 0.006(3) 0.260(2) -0.0867(12) 0.047(5) Uani 1 1 d . . . . .
C9 C -0.087(3) 0.203(3) -0.1333(13) 0.057(6) Uani 1 1 d . . . . .
H9 H -0.099875 0.110900 -0.134788 0.069 Uiso 1 1 calc R U . . .
C8 C 0.022(3) 0.400(3) -0.0863(13) 0.060(7) Uani 1 1 d . . . . .
H8 H 0.087027 0.441465 -0.056490 0.072 Uiso 1 1 calc R U . . .
C11 C -0.061(3) 0.473(3) -0.1308(15) 0.063(7) Uani 1 1 d . . . . .
H11 H -0.055226 0.565242 -0.128284 0.075 Uiso 1 1 calc R U . . .
C10 C -0.163(2) 0.288(3) -0.1793(12) 0.050(6) Uani 1 1 d . . . . .
H10 H -0.224452 0.248924 -0.211499 0.060 Uiso 1 1 calc R U . . .
C12 C -0.025(6) 0.796(5) 0.988(3) 0.146(12) Uani 1 1 d D . . . .
H12A H -0.057253 0.741349 0.950190 0.219 Uiso 1 1 calc R U . . .
H12B H -0.106628 0.843243 1.006694 0.219 Uiso 1 1 calc R U . . .
H12C H 0.019325 0.741120 1.022201 0.219 Uiso 1 1 calc R U . . .
H2A H 0.197(18) 0.034(5) 0.029(8) 0.176 Uiso 1 1 d D U . . .
H3A H 0.062(7) 0.097(4) -0.044(3) 0.176 Uiso 1 1 d D U . . .
H2B H 0.116(7) 0.858(9) 0.9305(18) 0.176 Uiso 1 1 d D 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 N4 2.041(17) 4_545 ?
Zn1 N1 2.057(19) . ?
Zn1 I1 2.547(3) . ?
Zn1 I2 2.575(4) . ?
O1 C6 1.20(3) . ?
O2 C12 1.43(5) . ?
O2 H2B 0.78(3) . ?
N1 C1 1.31(3) . ?
N1 C2 1.32(3) . ?
N2 C6 1.32(3) . ?
N2 C5 1.41(3) . ?
N2 H2A 0.77(3) . ?
N3 C6 1.38(3) . ?
N3 C7 1.39(3) . ?
N3 H3A 0.78(3) . ?
N4 C10 1.30(3) . ?
N4 C11 1.38(3) . ?
C1 C4 1.43(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.39(4) . ?
C2 H2 0.9300 . ?
C3 C5 1.37(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.37(3) . ?
C4 H4 0.9300 . ?
C7 C9 1.37(4) . ?
C7 C8 1.41(4) . ?
C9 C10 1.42(3) . ?
C9 H9 0.9300 . ?
C8 C11 1.36(3) . ?
C8 H8 0.9300 . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 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
N4 Zn1 N1 102.4(7) 4_545 . ?
N4 Zn1 I1 109.0(5) 4_545 . ?
N1 Zn1 I1 107.8(6) . . ?
N4 Zn1 I2 106.4(5) 4_545 . ?
N1 Zn1 I2 108.2(5) . . ?
I1 Zn1 I2 121.43(11) . . ?
C12 O2 H2B 106(7) . . ?
C1 N1 C2 121(2) . . ?
C1 N1 Zn1 120.6(15) . . ?
C2 N1 Zn1 118.8(16) . . ?
C6 N2 C5 129(2) . . ?
C6 N2 H2A 116(4) . . ?
C5 N2 H2A 116(4) . . ?
C6 N3 C7 126(2) . . ?
C6 N3 H3A 113(4) . . ?
C7 N3 H3A 120(4) . . ?
C10 N4 C11 116(2) . . ?
C10 N4 Zn1 126.6(17) . 4_554 ?
C11 N4 Zn1 116.9(16) . 4_554 ?
N1 C1 C4 121(2) . . ?
N1 C1 H1 119.7 . . ?
C4 C1 H1 119.7 . . ?
N1 C2 C3 122(2) . . ?
N1 C2 H2 118.9 . . ?
C3 C2 H2 118.9 . . ?
C5 C3 C2 119(2) . . ?
C5 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C5 C4 C1 118(2) . . ?
C5 C4 H4 120.8 . . ?
C1 C4 H4 120.8 . . ?
C4 C5 C3 119(2) . . ?
C4 C5 N2 123(2) . . ?
C3 C5 N2 118(2) . . ?
O1 C6 N2 124(2) . . ?
O1 C6 N3 124(2) . . ?
N2 C6 N3 112(2) . . ?
C9 C7 N3 116(2) . . ?
C9 C7 C8 119(2) . . ?
N3 C7 C8 125(2) . . ?
C7 C9 C10 118(2) . . ?
C7 C9 H9 121.1 . . ?
C10 C9 H9 121.1 . . ?
C11 C8 C7 118(2) . . ?
C11 C8 H8 121.0 . . ?
C7 C8 H8 121.0 . . ?
C8 C11 N4 124(2) . . ?
C8 C11 H11 118.0 . . ?
N4 C11 H11 118.0 . . ?
N4 C10 C9 125(2) . . ?
N4 C10 H10 117.7 . . ?
C9 C10 H10 117.7 . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

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
C2 N1 C1 C4 -4(4) . . . . ?
Zn1 N1 C1 C4 178.5(17) . . . . ?
C1 N1 C2 C3 5(4) . . . . ?
Zn1 N1 C2 C3 -177(2) . . . . ?
N1 C2 C3 C5 -3(5) . . . . ?
N1 C1 C4 C5 1(4) . . . . ?
C1 C4 C5 C3 1(3) . . . . ?
C1 C4 C5 N2 -178(2) . . . . ?
C2 C3 C5 C4 0(4) . . . . ?
C2 C3 C5 N2 179(2) . . . . ?
C6 N2 C5 C4 5(4) . . . . ?
C6 N2 C5 C3 -174(2) . . . . ?
C5 N2 C6 O1 -3(4) . . . . ?
C5 N2 C6 N3 176.0(19) . . . . ?
C7 N3 C6 O1 -1(4) . . . . ?
C7 N3 C6 N2 180(2) . . . . ?
C6 N3 C7 C9 176(2) . . . . ?
C6 N3 C7 C8 -4(4) . . . . ?
N3 C7 C9 C10 -180(2) . . . . ?
C8 C7 C9 C10 0(4) . . . . ?
C9 C7 C8 C11 3(4) . . . . ?
N3 C7 C8 C11 -178(2) . . . . ?
C7 C8 C11 N4 -5(4) . . . . ?
C10 N4 C11 C8 3(4) . . . . ?
Zn1 N4 C11 C8 -171(2) 4_554 . . . ?
C11 N4 C10 C9 0(3) . . . . ?
Zn1 N4 C10 C9 172.9(17) 4_554 . . . ?
C7 C9 C10 N4 -1(4) . . . . ?

_refine_diff_density_max         0.971
_refine_diff_density_min         -1.278
_refine_diff_density_rms         0.167

####################################################################### 
# 
# 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_shelx_Cd-EtOH
_database_code_depnum_ccdc_archive 'CCDC 2391450'
loop_
_audit_author_name
_audit_author_address
'Behrouz Notash'
;Shahid Beheshti University
Iran
;
_audit_update_record             
;
2025-01-06 deposited with the CCDC.	2025-01-10 downloaded from the CCDC.
;

_vrf_PLAT342_shelx_Cd-EtOH       
;
PROBLEM:  Low Bond Precision on  C-C Bonds ...............    0.03444 Ang.
RESPONSE: This alert is mainly due to low quality of crystal and data 
collection in room temprature.
Unfortunately, despite many efforts, we could not grow higher 
quality crystals of this compound and this was the best data available.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H10 Cd I2 N4 O, C2 H6 O'
_chemical_formula_sum            'C13 H16 Cd I2 N4 O2'
_chemical_formula_weight         626.51

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'
Cd Cd -0.8075 1.2024 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

_cell_length_a                   9.0475(18)
_cell_length_b                   10.378(2)
_cell_length_c                   20.096(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1886.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3054
_cell_measurement_theta_min      2.209
_cell_measurement_theta_max      24.998

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.205
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   0.349
_exptl_transmission_factor_max   0.665
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    4.440
_shelx_estimated_absorpt_T_min   0.349
_shelx_estimated_absorpt_T_max   0.665
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'shape of crystal determined optically'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_reflns_number            5383
_diffrn_reflns_av_unetI/netI     0.0726
_diffrn_reflns_av_R_equivalents  0.0902
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.209
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_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 0.919
_diffrn_reflns_point_group_measured_fraction_full 0.919
_reflns_number_total             3054
_reflns_number_gt                2190
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.784
_reflns_Friedel_fraction_max     0.834
_reflns_Friedel_fraction_full    0.834

_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       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_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)+(0.0953P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.04(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3054
_refine_ls_number_parameters     167
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0865
_refine_ls_R_factor_gt           0.0604
_refine_ls_wR_factor_ref         0.1500
_refine_ls_wR_factor_gt          0.1387
_refine_ls_goodness_of_fit_ref   0.918
_refine_ls_restrained_S_all      0.919
_refine_ls_shift/su_max          0.009
_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
Cd1 Cd -0.25985(16) 0.04970(16) 0.76979(10) 0.0507(4) Uani 1 1 d . . . . .
I2 I -0.28732(17) 0.27704(17) 0.70443(8) 0.0672(5) Uani 1 1 d . . . . .
I1 I -0.4770(2) -0.08031(18) 0.83238(11) 0.0760(6) Uani 1 1 d . . . . .
O1 O 0.2786(17) 0.3197(17) 1.0049(8) 0.057(4) Uani 1 1 d . . . . .
O2 O 0.414(2) 0.897(2) 0.0598(12) 0.099(5) Uani 1 1 d D . . . .
N1 N -0.069(2) 0.0743(17) 0.8419(10) 0.053(2) Uani 1 1 d . . . . .
N2 N 0.2679(19) 0.1037(19) 0.9810(9) 0.049(4) Uani 1 1 d . . . . .
H2A H 0.307144 0.030856 0.991112 0.058 Uiso 1 1 calc R U . . .
N3 N 0.4224(17) 0.1781(18) 1.0622(9) 0.047(4) Uani 1 1 d . . . . .
H3A H 0.441905 0.097363 1.066401 0.056 Uiso 1 1 calc R U . . .
N4 N 0.656(2) 0.4143(18) 1.1948(10) 0.056(5) Uani 1 1 d . . . . .
C2 C 0.004(3) -0.027(2) 0.8650(12) 0.053(2) Uani 1 1 d . . . . .
H2 H -0.021049 -0.107780 0.848624 0.064 Uiso 1 1 calc R U . . .
C1 C -0.023(3) 0.189(2) 0.8614(11) 0.053(2) Uani 1 1 d . . . . .
H1 H -0.066990 0.261274 0.842647 0.064 Uiso 1 1 calc R U . . .
C3 C 0.115(2) -0.018(2) 0.9123(11) 0.053(2) Uani 1 1 d . . . . .
H3 H 0.158457 -0.092146 0.929464 0.064 Uiso 1 1 calc R U . . .
C4 C 0.089(3) 0.208(2) 0.9086(12) 0.053(2) Uani 1 1 d . . . . .
H4 H 0.114174 0.291036 0.922492 0.064 Uiso 1 1 calc R U . . .
C5 C 0.159(2) 0.103(2) 0.9334(11) 0.047(5) Uani 1 1 d . . . . .
C6 C 0.320(2) 0.212(2) 1.0140(9) 0.044(5) Uani 1 1 d . . . . .
C7 C 0.498(2) 0.263(2) 1.1050(12) 0.050(5) Uani 1 1 d . . . . .
C9 C 0.588(3) 0.207(3) 1.1533(12) 0.064(7) Uani 1 1 d . . . . .
H9 H 0.596186 0.117773 1.156864 0.077 Uiso 1 1 calc R U . . .
C8 C 0.484(2) 0.391(3) 1.1026(11) 0.055(6) Uani 1 1 d . . . . .
H8 H 0.421655 0.429085 1.071756 0.066 Uiso 1 1 calc R U . . .
C11 C 0.565(2) 0.466(2) 1.1469(13) 0.053(6) Uani 1 1 d . . . . .
H11 H 0.557186 0.555358 1.143923 0.063 Uiso 1 1 calc R U . . .
C10 C 0.665(2) 0.290(2) 1.1966(11) 0.051(5) Uani 1 1 d . . . . .
H10 H 0.726261 0.252823 1.228437 0.061 Uiso 1 1 calc R U . . .
C12 C 0.522(3) 0.820(3) 0.0353(19) 0.099(5) Uani 1 1 d D . . . .
H12A H 0.484579 0.777652 -0.004492 0.119 Uiso 1 1 calc R U . . .
H12B H 0.542765 0.753021 0.067769 0.119 Uiso 1 1 calc DR U . . .
C13 C 0.658(4) 0.886(3) 0.0190(19) 0.099(5) Uani 1 1 d D . . . .
H13A H 0.740047 0.837854 0.036531 0.149 Uiso 1 1 calc R U . . .
H13B H 0.656762 0.970280 0.038213 0.149 Uiso 1 1 calc R U . . .
H13C H 0.667194 0.892281 -0.028429 0.149 Uiso 1 1 calc R U . . .
H2B H 0.381(9) 0.872(8) 0.098(3) 0.119 Uiso 1 1 d D 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
Cd1 N4 2.266(19) 4_544 ?
Cd1 N1 2.270(18) . ?
Cd1 I1 2.695(3) . ?
Cd1 I2 2.712(3) . ?
O1 C6 1.20(3) . ?
O2 H2B 0.86(3) . ?
O2 C12 1.35(2) . ?
O2 H2B 0.86(3) . ?
N1 C2 1.32(3) . ?
N1 C1 1.32(3) . ?
N2 C6 1.38(3) . ?
N2 C5 1.37(3) . ?
N2 H2A 0.8600 . ?
N3 C6 1.39(3) . ?
N3 C7 1.41(3) . ?
N3 H3A 0.8600 . ?
N4 C10 1.30(3) . ?
N4 C11 1.37(3) . ?
C2 C3 1.39(3) . ?
C2 H2 0.9300 . ?
C1 C4 1.40(3) . ?
C1 H1 0.9300 . ?
C3 C5 1.39(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.36(3) . ?
C4 H4 0.9300 . ?
C7 C8 1.33(3) . ?
C7 C9 1.39(3) . ?
C9 C10 1.41(3) . ?
C9 H9 0.9300 . ?
C8 C11 1.39(3) . ?
C8 H8 0.9300 . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?
C12 C13 1.45(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 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
N4 Cd1 N1 100.2(7) 4_544 . ?
N4 Cd1 I1 107.7(5) 4_544 . ?
N1 Cd1 I1 108.2(5) . . ?
N4 Cd1 I2 104.8(5) 4_544 . ?
N1 Cd1 I2 106.3(5) . . ?
I1 Cd1 I2 126.50(8) . . ?
H2B O2 C12 113(5) . . ?
H2B O2 H2B 0(10) . . ?
C12 O2 H2B 113(5) . . ?
C2 N1 C1 117.0(19) . . ?
C2 N1 Cd1 120.8(15) . . ?
C1 N1 Cd1 122.1(15) . . ?
C6 N2 C5 125.6(19) . . ?
C6 N2 H2A 117.2 . . ?
C5 N2 H2A 117.2 . . ?
C6 N3 C7 127(2) . . ?
C6 N3 H3A 116.7 . . ?
C7 N3 H3A 116.7 . . ?
C10 N4 C11 116.7(19) . . ?
C10 N4 Cd1 125.0(16) . 4 ?
C11 N4 Cd1 118.1(15) . 4 ?
N1 C2 C3 123(2) . . ?
N1 C2 H2 118.3 . . ?
C3 C2 H2 118.3 . . ?
N1 C1 C4 124(2) . . ?
N1 C1 H1 118.0 . . ?
C4 C1 H1 118.0 . . ?
C5 C3 C2 119(2) . . ?
C5 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C5 C4 C1 118(2) . . ?
C5 C4 H4 120.9 . . ?
C1 C4 H4 120.9 . . ?
C3 C5 N2 115(2) . . ?
C3 C5 C4 119(2) . . ?
N2 C5 C4 126(2) . . ?
O1 C6 N2 125.3(19) . . ?
O1 C6 N3 123(2) . . ?
N2 C6 N3 111(2) . . ?
C8 C7 C9 120(2) . . ?
C8 C7 N3 124(2) . . ?
C9 C7 N3 117(2) . . ?
C7 C9 C10 118(2) . . ?
C7 C9 H9 121.2 . . ?
C10 C9 H9 121.2 . . ?
C7 C8 C11 119(2) . . ?
C7 C8 H8 120.4 . . ?
C11 C8 H8 120.4 . . ?
N4 C11 C8 123(2) . . ?
N4 C11 H11 118.7 . . ?
C8 C11 H11 118.7 . . ?
N4 C10 C9 124(2) . . ?
N4 C10 H10 118.0 . . ?
C9 C10 H10 118.0 . . ?
O2 C12 C13 114(3) . . ?
O2 C12 H12A 108.7 . . ?
C13 C12 H12A 108.7 . . ?
O2 C12 H12B 108.7 . . ?
C13 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

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
C1 N1 C2 C3 6(4) . . . . ?
Cd1 N1 C2 C3 -175.7(19) . . . . ?
C2 N1 C1 C4 -5(4) . . . . ?
Cd1 N1 C1 C4 176.3(19) . . . . ?
N1 C2 C3 C5 -4(4) . . . . ?
N1 C1 C4 C5 3(4) . . . . ?
C2 C3 C5 N2 179(2) . . . . ?
C2 C3 C5 C4 2(3) . . . . ?
C6 N2 C5 C3 -173(2) . . . . ?
C6 N2 C5 C4 3(4) . . . . ?
C1 C4 C5 C3 -2(3) . . . . ?
C1 C4 C5 N2 -178(2) . . . . ?
C5 N2 C6 O1 -1(3) . . . . ?
C5 N2 C6 N3 175.8(19) . . . . ?
C7 N3 C6 O1 -3(3) . . . . ?
C7 N3 C6 N2 179.8(18) . . . . ?
C6 N3 C7 C8 -3(4) . . . . ?
C6 N3 C7 C9 175(2) . . . . ?
C8 C7 C9 C10 -2(4) . . . . ?
N3 C7 C9 C10 180(2) . . . . ?
C9 C7 C8 C11 3(4) . . . . ?
N3 C7 C8 C11 -179(2) . . . . ?
C10 N4 C11 C8 1(3) . . . . ?
Cd1 N4 C11 C8 -173.6(18) 4 . . . ?
C7 C8 C11 N4 -2(4) . . . . ?
C11 N4 C10 C9 -1(4) . . . . ?
Cd1 N4 C10 C9 173.6(18) 4 . . . ?
C7 C9 C10 N4 1(4) . . . . ?
H2B O2 C12 C13 -125(8) . . . . ?

_refine_diff_density_max         0.864
_refine_diff_density_min         -0.661
_refine_diff_density_rms         0.160

####################################################################### 
# 
# 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_shelx_Hg-MeOH
_database_code_depnum_ccdc_archive 'CCDC 2391451'
loop_
_audit_author_name
_audit_author_address
'Behrouz Notash'
;Shahid Beheshti University
Iran
;
_audit_update_record             
;
2025-01-06 deposited with the CCDC.	2025-01-10 downloaded from the CCDC.
;

_vrf_PLAT342_shelx_Hg-MeOH       
;
PROBLEM:  Low Bond Precision on  C-C Bonds ...............     0.0675 Ang.
RESPONSE: This alert is mainly due to low quality of crystal and data 
collection in room temprature.
Unfortunately, despite many efforts, we could not grow higher 
quality crystals of this compound and this was the best data available.
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H10 Hg I2 N4 O, C H4 O'
_chemical_formula_sum            'C12 H14 Hg I2 N4 O2'
_chemical_formula_weight         700.66

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'
Hg Hg -2.3894 9.2266 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

_cell_length_a                   9.1437(18)
_cell_length_b                   10.043(2)
_cell_length_c                   19.926(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1829.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2987
_cell_measurement_theta_min      2.271
_cell_measurement_theta_max      24.996

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.543
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   0.201
_exptl_transmission_factor_max   0.385
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    11.794
_shelx_estimated_absorpt_T_min   0.201
_shelx_estimated_absorpt_T_max   0.385
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'shape of crystal determined optically'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_reflns_number            5204
_diffrn_reflns_av_unetI/netI     0.1670
_diffrn_reflns_av_R_equivalents  0.1319
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.271
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_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 0.926
_diffrn_reflns_point_group_measured_fraction_full 0.926
_reflns_number_total             2987
_reflns_number_gt                1511
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.799
_reflns_Friedel_fraction_max     0.850
_reflns_Friedel_fraction_full    0.850

_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       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_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)+(0.0875P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.01(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2987
_refine_ls_number_parameters     99
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.1596
_refine_ls_R_factor_gt           0.0777
_refine_ls_wR_factor_ref         0.1946
_refine_ls_wR_factor_gt          0.1576
_refine_ls_goodness_of_fit_ref   0.916
_refine_ls_restrained_S_all      0.914
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.007

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
Hg1 Hg 0.7784(2) 0.56262(18) 0.25305(11) 0.0518(5) Uani 1 1 d . . . . .
I1 I 0.9656(5) 0.4107(4) 0.3205(2) 0.0755(13) Uani 1 1 d . . . . .
I2 I 0.7747(5) 0.7935(4) 0.18780(19) 0.0722(11) Uani 1 1 d . . . . .
O1 O 0.221(4) 0.826(3) 0.4899(16) 0.048(3) Uani 1 1 d . . . . .
O2 O 0.104(8) 0.386(6) 0.539(3) 0.15(2) Uani 1 1 d D U . . .
N1 N 0.573(4) 0.587(3) 0.325(2) 0.048(3) Uani 1 1 d . . . . .
N2 N 0.234(4) 0.607(4) 0.4668(18) 0.048(3) Uani 1 1 d . . . . .
H2A H 0.191686 0.532926 0.476744 0.058 Uiso 1 1 calc R U . . .
N3 N 0.086(5) 0.682(4) 0.546(2) 0.048(3) Uani 1 1 d . . . . .
H3A H 0.068286 0.598660 0.551431 0.058 Uiso 1 1 calc R U . . .
N4 N -0.158(4) 0.909(4) 0.680(2) 0.048(3) Uani 1 1 d . . . . .
C1 C 0.529(5) 0.698(5) 0.347(2) 0.048(3) Uani 1 1 d . . . . .
H1 H 0.577467 0.773828 0.332505 0.058 Uiso 1 1 calc R U . . .
C2 C 0.505(5) 0.477(5) 0.349(2) 0.048(3) Uani 1 1 d . . . . .
H2 H 0.537528 0.393528 0.335601 0.058 Uiso 1 1 calc R U . . .
C3 C 0.388(6) 0.488(5) 0.392(3) 0.048(3) Uani 1 1 d . . . . .
H3 H 0.335721 0.412103 0.403191 0.058 Uiso 1 1 calc R U . . .
C4 C 0.413(6) 0.715(5) 0.393(3) 0.048(3) Uani 1 1 d . . . . .
H4 H 0.380546 0.799414 0.405524 0.058 Uiso 1 1 calc R U . . .
C5 C 0.349(6) 0.602(5) 0.419(3) 0.048(3) Uani 1 1 d . . . . .
C6 C 0.185(5) 0.714(5) 0.497(2) 0.048(3) Uani 1 1 d . . . . .
C7 C 0.013(6) 0.765(5) 0.586(2) 0.048(3) Uani 1 1 d . . . . .
C8 C 0.011(6) 0.903(4) 0.586(3) 0.048(3) Uani 1 1 d . . . . .
H8 H 0.066932 0.948476 0.553905 0.058 Uiso 1 1 calc R U . . .
C9 C -0.084(5) 0.707(5) 0.636(2) 0.048(3) Uani 1 1 d . . . . .
H9 H -0.091448 0.615203 0.641668 0.058 Uiso 1 1 calc R U . . .
C10 C -0.166(5) 0.796(5) 0.676(2) 0.048(3) Uani 1 1 d . . . . .
H10 H -0.237473 0.757441 0.703118 0.058 Uiso 1 1 calc R U . . .
C11 C -0.071(5) 0.975(5) 0.631(3) 0.048(3) Uani 1 1 d . . . . .
H11 H -0.068416 1.067506 0.630406 0.058 Uiso 1 1 calc R U . . .
C12 C -0.011(10) 0.314(9) 0.513(4) 0.15(2) Uani 1 1 d D U . . .
H12A H -0.098138 0.367044 0.514489 0.230 Uiso 1 1 calc R U . . .
H12B H -0.024381 0.234895 0.539144 0.230 Uiso 1 1 calc R U . . .
H12C H 0.010356 0.290444 0.467367 0.230 Uiso 1 1 calc R U . . .
H2B H 0.11(2) 0.36(2) 0.581(4) 0.236 Uiso 1 1 d 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
Hg1 N1 2.37(4) . ?
Hg1 N4 2.39(4) 4_544 ?
Hg1 I1 2.658(4) . ?
Hg1 I2 2.659(4) . ?
O1 C6 1.18(5) . ?
O2 C12 1.37(3) . ?
O2 H2B 0.87(3) . ?
N1 C1 1.26(5) . ?
N1 C2 1.35(6) . ?
N2 C6 1.30(6) . ?
N2 C5 1.42(6) . ?
N2 H2A 0.8600 . ?
N3 C7 1.33(6) . ?
N3 C6 1.37(6) . ?
N3 H3A 0.8600 . ?
N4 C10 1.14(5) . ?
N4 C11 1.41(6) . ?
C1 C4 1.42(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.38(7) . ?
C2 H2 0.9300 . ?
C3 C5 1.31(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.38(6) . ?
C4 H4 0.9300 . ?
C7 C8 1.39(6) . ?
C7 C9 1.46(7) . ?
C8 C11 1.39(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.42(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 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
N1 Hg1 N4 94.1(14) . 4_544 ?
N1 Hg1 I1 105.3(9) . . ?
N4 Hg1 I1 103.7(9) 4_544 . ?
N1 Hg1 I2 101.2(9) . . ?
N4 Hg1 I2 104.8(9) 4_544 . ?
I1 Hg1 I2 139.13(16) . . ?
C12 O2 H2B 104(4) . . ?
C1 N1 C2 117(4) . . ?
C1 N1 Hg1 124(3) . . ?
C2 N1 Hg1 119(3) . . ?
C6 N2 C5 126(4) . . ?
C6 N2 H2A 117.0 . . ?
C5 N2 H2A 117.0 . . ?
C7 N3 C6 128(4) . . ?
C7 N3 H3A 116.1 . . ?
C6 N3 H3A 116.1 . . ?
C10 N4 C11 118(5) . . ?
C10 N4 Hg1 130(4) . 4 ?
C11 N4 Hg1 112(3) . 4 ?
N1 C1 C4 125(5) . . ?
N1 C1 H1 117.4 . . ?
C4 C1 H1 117.4 . . ?
N1 C2 C3 121(4) . . ?
N1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C5 C3 C2 123(5) . . ?
C5 C3 H3 118.6 . . ?
C2 C3 H3 118.6 . . ?
C5 C4 C1 118(4) . . ?
C5 C4 H4 121.2 . . ?
C1 C4 H4 121.2 . . ?
C3 C5 C4 116(5) . . ?
C3 C5 N2 121(4) . . ?
C4 C5 N2 123(4) . . ?
O1 C6 N2 130(5) . . ?
O1 C6 N3 119(4) . . ?
N2 C6 N3 111(4) . . ?
N3 C7 C8 129(5) . . ?
N3 C7 C9 118(4) . . ?
C8 C7 C9 113(4) . . ?
C7 C8 C11 122(5) . . ?
C7 C8 H8 119.2 . . ?
C11 C8 H8 119.2 . . ?
C10 C9 C7 117(4) . . ?
C10 C9 H9 121.5 . . ?
C7 C9 H9 121.5 . . ?
N4 C10 C9 129(5) . . ?
N4 C10 H10 115.5 . . ?
C9 C10 H10 115.5 . . ?
C8 C11 N4 121(4) . . ?
C8 C11 H11 119.6 . . ?
N4 C11 H11 119.6 . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

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
C2 N1 C1 C4 -2(7) . . . . ?
Hg1 N1 C1 C4 -176(4) . . . . ?
C1 N1 C2 C3 4(7) . . . . ?
Hg1 N1 C2 C3 178(4) . . . . ?
N1 C2 C3 C5 -8(8) . . . . ?
N1 C1 C4 C5 5(8) . . . . ?
C2 C3 C5 C4 11(8) . . . . ?
C2 C3 C5 N2 -176(4) . . . . ?
C1 C4 C5 C3 -9(7) . . . . ?
C1 C4 C5 N2 178(4) . . . . ?
C6 N2 C5 C3 180(5) . . . . ?
C6 N2 C5 C4 -8(8) . . . . ?
C5 N2 C6 O1 3(9) . . . . ?
C5 N2 C6 N3 -172(4) . . . . ?
C7 N3 C6 O1 5(8) . . . . ?
C7 N3 C6 N2 -179(5) . . . . ?
C6 N3 C7 C8 5(10) . . . . ?
C6 N3 C7 C9 -178(5) . . . . ?
N3 C7 C8 C11 -180(5) . . . . ?
C9 C7 C8 C11 3(8) . . . . ?
N3 C7 C9 C10 -177(5) . . . . ?
C8 C7 C9 C10 1(7) . . . . ?
C11 N4 C10 C9 11(8) . . . . ?
Hg1 N4 C10 C9 -174(4) 4 . . . ?
C7 C9 C10 N4 -9(9) . . . . ?
C7 C8 C11 N4 -1(8) . . . . ?
C10 N4 C11 C8 -6(7) . . . . ?
Hg1 N4 C11 C8 178(4) 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
_geom_hbond_publ_flag
C8 H8 O1 0.93 2.27 2.82(6) 117.0 . yes
C4 H4 O1 0.93 2.24 2.83(6) 120.6 . yes
N3 H3A O2 0.86 2.17 2.98(7) 156.1 . yes
O2 H2B I2 0.87(3) 2.86(15) 3.65(5) 151(25) 2_665 yes
N2 H2A O2 0.86 2.09 2.90(7) 157.0 . yes

_refine_diff_density_max         1.335
_refine_diff_density_min         -0.842
_refine_diff_density_rms         0.206

####################################################################### 
# 
# 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_shelx_Cd-MeOH
_database_code_depnum_ccdc_archive 'CCDC 2391449'
loop_
_audit_author_name
_audit_author_address
'Behrouz Notash'
;Shahid Beheshti University
Iran
;
_audit_update_record             
;
2025-01-06 deposited with the CCDC.	2025-01-10 downloaded from the CCDC.
;

_vrf_PLAT342_shelx_Cd-MeOH       
;
PROBLEM:  Low Bond Precision on  C-C Bonds ...............     0.03125 Ang. 
RESPONSE: This alert is mainly due to low quality of crystal and data 
collection in room temprature.
Unfortunately, despite many efforts, we could not grow higher 
quality crystals of this compound and this was the best data available.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H10 Cd I2 N4 O, C H4 O'
_chemical_formula_sum            'C12 H14 Cd I2 N4 O2'
_chemical_formula_weight         612.47

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'
Cd Cd -0.8075 1.2024 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

_cell_length_a                   9.1508(18)
_cell_length_b                   10.063(2)
_cell_length_c                   19.884(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1831.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2852
_cell_measurement_theta_min      2.268
_cell_measurement_theta_max      24.996

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.222
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   0.341
_exptl_transmission_factor_max   0.547
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    4.572
_shelx_estimated_absorpt_T_min   0.341
_shelx_estimated_absorpt_T_max   0.547
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'shape of crystal determined optically'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_reflns_number            5229
_diffrn_reflns_av_unetI/netI     0.0831
_diffrn_reflns_av_R_equivalents  0.0858
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.268
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_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 0.885
_diffrn_reflns_point_group_measured_fraction_full 0.885
_reflns_number_total             2852
_reflns_number_gt                2067
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.719
_reflns_Friedel_fraction_max     0.764
_reflns_Friedel_fraction_full    0.764

_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       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_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)+(0.0923P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.04(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2852
_refine_ls_number_parameters     176
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0589
_refine_ls_wR_factor_ref         0.1445
_refine_ls_wR_factor_gt          0.1330
_refine_ls_goodness_of_fit_ref   0.886
_refine_ls_restrained_S_all      0.885
_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
Cd1 Cd 0.23944(14) 0.55469(16) 0.24996(11) 0.0495(4) Uani 1 1 d . . . . .
I2 I 0.21831(16) 0.78992(18) 0.18411(9) 0.0697(5) Uani 1 1 d . . . . .
I1 I 0.03272(18) 0.41670(17) 0.31657(12) 0.0718(5) Uani 1 1 d . . . . .
N1 N 0.4283(16) 0.5795(17) 0.3220(10) 0.046(4) Uani 1 1 d . . . . .
C1 C 0.476(2) 0.694(2) 0.3430(10) 0.048(3) Uani 1 1 d . . . . .
H1 H 0.431160 0.769874 0.326043 0.058 Uiso 1 1 calc R U . . .
C2 C 0.502(3) 0.472(3) 0.3452(14) 0.070(7) Uani 1 1 d . . . . .
H2 H 0.472977 0.387417 0.331415 0.084 Uiso 1 1 calc R U . . .
N2 N 0.7676(18) 0.602(2) 0.4605(11) 0.056(5) Uani 1 1 d . . . . .
H2A H 0.808844 0.527764 0.469779 0.067 Uiso 1 1 calc R U . . .
C3 C 0.617(3) 0.483(2) 0.3881(16) 0.072(7) Uani 1 1 d D . . . .
H3 H 0.668022 0.407391 0.400906 0.086 Uiso 1 1 calc R U . . .
C4 C 0.589(2) 0.712(2) 0.3887(11) 0.048(3) Uani 1 1 d D . . . .
H4 H 0.616990 0.795840 0.402952 0.058 Uiso 1 1 calc R U . . .
C5 C 0.657(2) 0.599(2) 0.4118(11) 0.048(3) Uani 1 1 d D . . . .
O1 O 0.7783(16) 0.8231(19) 0.4853(9) 0.058(4) Uani 1 1 d . . . . .
C7 C 1.001(2) 0.758(2) 0.5852(11) 0.048(5) Uani 1 1 d D . . . .
N3 N 0.9206(18) 0.6763(19) 0.5415(10) 0.048(4) Uani 1 1 d . . . . .
H3A H 0.938980 0.592718 0.544456 0.058 Uiso 1 1 calc R U . . .
C6 C 0.817(2) 0.711(2) 0.4946(10) 0.042(5) Uani 1 1 d . . . . .
C10 C 1.163(2) 0.784(2) 0.6748(12) 0.056(6) Uani 1 1 d D . . . .
H10 H 1.221671 0.743975 0.707226 0.067 Uiso 1 1 calc R U . . .
C9 C 1.090(2) 0.709(2) 0.6324(11) 0.058(6) Uani 1 1 d D . . . .
H9 H 1.100546 0.617236 0.635571 0.069 Uiso 1 1 calc R U . . .
C11 C 1.072(2) 0.970(2) 0.6292(12) 0.053(6) Uani 1 1 d D . . . .
H11 H 1.064155 1.062065 0.629244 0.063 Uiso 1 1 calc R U . . .
C8 C 0.989(2) 0.897(2) 0.5814(12) 0.054(6) Uani 1 1 d . . . . .
H8 H 0.930820 0.938402 0.549486 0.065 Uiso 1 1 calc R U . . .
N4 N 1.1574(17) 0.9136(18) 0.6729(8) 0.052(5) Uani 1 1 d D . . . .
O2 O 0.909(4) 0.385(3) 0.5369(15) 0.135(8) Uani 1 1 d D . . . .
C12 C 1.014(5) 0.314(5) 0.510(2) 0.135(8) Uani 1 1 d D . . . .
H12A H 1.105113 0.334910 0.531768 0.203 Uiso 1 1 calc R U . . .
H12B H 1.020887 0.332650 0.463124 0.203 Uiso 1 1 calc R U . . .
H12C H 0.992841 0.221109 0.516627 0.203 Uiso 1 1 calc R U . . .
H2B H 0.89(4) 0.34(3) 0.574(11) 0.162 Uiso 1 1 d D 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
Cd1 N1 2.258(17) . ?
Cd1 N4 2.293(16) 4_644 ?
Cd1 I1 2.695(2) . ?
Cd1 I2 2.712(3) . ?
N1 C1 1.30(3) . ?
N1 C2 1.36(3) . ?
C1 C4 1.39(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.36(3) . ?
C2 H2 0.9300 . ?
N2 C5 1.40(3) . ?
N2 C6 1.36(3) . ?
N2 H2A 0.8600 . ?
C3 C5 1.31(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.37(2) . ?
C4 H4 0.9300 . ?
O1 C6 1.20(3) . ?
C7 C9 1.33(2) . ?
C7 C8 1.41(3) . ?
C7 N3 1.40(3) . ?
N3 C6 1.38(3) . ?
N3 H3A 0.8600 . ?
C10 N4 1.30(2) . ?
C10 C9 1.32(2) . ?
C10 H10 0.9300 . ?
C9 H9 0.9300 . ?
C11 N4 1.30(2) . ?
C11 C8 1.42(3) . ?
C11 H11 0.9300 . ?
C8 H8 0.9300 . ?
O2 H2B 0.87(3) . ?
O2 C12 1.31(2) . ?
O2 H2B 0.87(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 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
N1 Cd1 N4 100.2(6) . 4_644 ?
N1 Cd1 I1 106.4(5) . . ?
N4 Cd1 I1 107.4(4) 4_644 . ?
N1 Cd1 I2 105.3(5) . . ?
N4 Cd1 I2 104.3(5) 4_644 . ?
I1 Cd1 I2 129.57(8) . . ?
C1 N1 C2 115.5(19) . . ?
C1 N1 Cd1 123.9(15) . . ?
C2 N1 Cd1 120.5(15) . . ?
N1 C1 C4 125(2) . . ?
N1 C1 H1 117.5 . . ?
C4 C1 H1 117.5 . . ?
N1 C2 C3 122(2) . . ?
N1 C2 H2 119.0 . . ?
C3 C2 H2 119.0 . . ?
C5 N2 C6 127.0(19) . . ?
C5 N2 H2A 116.5 . . ?
C6 N2 H2A 116.5 . . ?
C5 C3 C2 121(2) . . ?
C5 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C1 117(2) . . ?
C5 C4 H4 121.5 . . ?
C1 C4 H4 121.5 . . ?
C3 C5 C4 119(2) . . ?
C3 C5 N2 118(2) . . ?
C4 C5 N2 122.9(19) . . ?
C9 C7 C8 117(2) . . ?
C9 C7 N3 123(2) . . ?
C8 C7 N3 120.5(18) . . ?
C6 N3 C7 129.5(19) . . ?
C6 N3 H3A 115.2 . . ?
C7 N3 H3A 115.2 . . ?
O1 C6 N2 125.6(19) . . ?
O1 C6 N3 123(2) . . ?
N2 C6 N3 111.4(19) . . ?
N4 C10 C9 122(2) . . ?
N4 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C10 C9 C7 123(2) . . ?
C10 C9 H9 118.4 . . ?
C7 C9 H9 118.4 . . ?
N4 C11 C8 123(2) . . ?
N4 C11 H11 118.6 . . ?
C8 C11 H11 118.6 . . ?
C7 C8 C11 116(2) . . ?
C7 C8 H8 122.0 . . ?
C11 C8 H8 122.0 . . ?
C10 N4 C11 118.8(19) . . ?
C10 N4 Cd1 125.5(14) . 4_655 ?
C11 N4 Cd1 115.1(14) . 4_655 ?
H2B O2 C12 102 . . ?
H2B O2 H2B 0(10) . . ?
C12 O2 H2B 102 . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

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
C2 N1 C1 C4 -3(3) . . . . ?
Cd1 N1 C1 C4 178.0(16) . . . . ?
C1 N1 C2 C3 1(4) . . . . ?
Cd1 N1 C2 C3 179(2) . . . . ?
N1 C2 C3 C5 4(5) . . . . ?
N1 C1 C4 C5 2(3) . . . . ?
C2 C3 C5 C4 -5(4) . . . . ?
C2 C3 C5 N2 174(3) . . . . ?
C1 C4 C5 C3 2(3) . . . . ?
C1 C4 C5 N2 -177(2) . . . . ?
C6 N2 C5 C3 -175(2) . . . . ?
C6 N2 C5 C4 5(4) . . . . ?
C9 C7 N3 C6 174(2) . . . . ?
C8 C7 N3 C6 -5(4) . . . . ?
C5 N2 C6 O1 -5(4) . . . . ?
C5 N2 C6 N3 177(2) . . . . ?
C7 N3 C6 O1 -1(4) . . . . ?
C7 N3 C6 N2 177.8(19) . . . . ?
N4 C10 C9 C7 -2(4) . . . . ?
C8 C7 C9 C10 1(4) . . . . ?
N3 C7 C9 C10 -178(2) . . . . ?
C9 C7 C8 C11 -1(3) . . . . ?
N3 C7 C8 C11 178(2) . . . . ?
N4 C11 C8 C7 2(3) . . . . ?
C9 C10 N4 C11 3(3) . . . . ?
C9 C10 N4 Cd1 173.3(17) . . . 4_655 ?
C8 C11 N4 C10 -3(3) . . . . ?
C8 C11 N4 Cd1 -174.6(17) . . . 4_655 ?

_refine_diff_density_max         1.071
_refine_diff_density_min         -1.357
_refine_diff_density_rms         0.160

####################################################################### 
# 
# 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_shelx_Zn-EtOH
_database_code_depnum_ccdc_archive 'CCDC 2391448'
loop_
_audit_author_name
_audit_author_address
'Behrouz Notash'
;Shahid Beheshti University
Iran
;
_audit_update_record             
;
2025-01-06 deposited with the CCDC.	2025-01-10 downloaded from the CCDC.
;

_vrf_PLAT342_shelx_Zn-EtOH       
;
PROBLEM:  Low Bond Precision on  C-C Bonds ...............     0.03556 Ang.
RESPONSE: This alert is mainly due to low quality of crystal and data 
collection in room temprature.
Unfortunately, despite many efforts, we could not grow higher 
quality crystals of this compound and this was the best data available.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H10 I2 N4 O Zn, C2 H6 O'
_chemical_formula_sum            'C13 H16 I2 N4 O2 Zn'
_chemical_formula_weight         579.49

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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

_cell_length_a                   8.9539(18)
_cell_length_b                   10.616(2)
_cell_length_c                   19.707(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1873.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3064
_cell_measurement_theta_min      2.179
_cell_measurement_theta_max      24.999

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.055
_exptl_crystal_F_000             1096
_exptl_transmission_factor_min   0.391
_exptl_transmission_factor_max   0.655
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    4.617
_shelx_estimated_absorpt_T_min   0.391
_shelx_estimated_absorpt_T_max   0.655
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'shape of crystal determined optically'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_reflns_number            5358
_diffrn_reflns_av_unetI/netI     0.0839
_diffrn_reflns_av_R_equivalents  0.1101
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.179
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_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 0.923
_diffrn_reflns_point_group_measured_fraction_full 0.923
_reflns_number_total             3064
_reflns_number_gt                2004
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.791
_reflns_Friedel_fraction_max     0.842
_reflns_Friedel_fraction_full    0.842

_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       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_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)+(0.0972P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.04(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3064
_refine_ls_number_parameters     161
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0689
_refine_ls_wR_factor_ref         0.1766
_refine_ls_wR_factor_gt          0.1599
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_restrained_S_all      0.978
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.001

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 0.2601(3) 0.0410(3) 0.75706(15) 0.0508(7) Uani 1 1 d . . . . .
I1 I 0.0509(2) -0.0754(2) 0.81830(11) 0.0814(7) Uani 1 1 d . . . . .
I2 I 0.20250(19) 0.2458(2) 0.69383(10) 0.0705(6) Uani 1 1 d . . . . .
O1 O 0.7655(18) 0.3252(15) 0.9910(8) 0.054(3) Uani 1 1 d . . . . .
O2 O 0.422(4) 0.577(3) 0.0485(16) 0.134(9) Uani 1 1 d D . . . .
N1 N 0.433(2) 0.0761(18) 0.8241(12) 0.052(5) Uani 1 1 d . . . . .
N2 N 0.764(2) 0.1201(17) 0.9671(10) 0.046(4) Uani 1 1 d . . . . .
H2A H 0.808366 0.050217 0.976090 0.055 Uiso 1 1 calc R U . . .
N3 N 0.912(2) 0.191(2) 1.0510(10) 0.054(3) Uani 1 1 d . . . . .
H3A H 0.935704 0.112987 1.054951 0.064 Uiso 1 1 calc R U . . .
N4 N 1.140(2) 0.4236(17) 1.1876(10) 0.051(5) Uani 1 1 d . . . . .
C1 C 0.469(2) 0.190(2) 0.8451(12) 0.043(5) Uani 1 1 d . . . . .
H1 H 0.419525 0.259303 0.827372 0.052 Uiso 1 1 calc R U . . .
C2 C 0.509(3) -0.022(3) 0.8459(14) 0.064(8) Uani 1 1 d . . . . .
H2 H 0.486147 -0.102108 0.829288 0.077 Uiso 1 1 calc R U . . .
C3 C 0.626(3) -0.008(2) 0.8951(13) 0.059(5) Uani 1 1 d . . . . .
H3 H 0.680430 -0.076312 0.911118 0.071 Uiso 1 1 calc R U . . .
C4 C 0.581(2) 0.208(2) 0.8935(10) 0.041(5) Uani 1 1 d . . . . .
H4 H 0.602357 0.289047 0.908688 0.049 Uiso 1 1 calc R U . . .
C5 C 0.655(3) 0.113(2) 0.9173(14) 0.059(5) Uani 1 1 d . . . . .
C6 C 0.810(3) 0.219(2) 1.0035(13) 0.054(3) Uani 1 1 d . . . . .
C7 C 0.984(3) 0.276(2) 1.0951(12) 0.048(3) Uani 1 1 d . . . . .
C9 C 1.080(3) 0.221(2) 1.1458(11) 0.048(3) Uani 1 1 d . . . . .
H9 H 1.091750 0.133984 1.148092 0.058 Uiso 1 1 calc R U . . .
C8 C 0.972(3) 0.406(2) 1.0932(11) 0.050(6) Uani 1 1 d . . . . .
H8 H 0.912962 0.445716 1.061043 0.060 Uiso 1 1 calc R U . . .
C11 C 1.051(3) 0.473(3) 1.1407(15) 0.068(7) Uani 1 1 d . . . . .
H11 H 1.040830 0.559922 1.139958 0.082 Uiso 1 1 calc R U . . .
C10 C 1.152(2) 0.295(2) 1.1893(13) 0.048(3) Uani 1 1 d . . . . .
H10 H 1.213102 0.258384 1.222014 0.058 Uiso 1 1 calc R U . . .
C12 C 0.562(5) 0.609(4) 0.035(2) 0.134(9) Uani 1 1 d D . . . .
H12A H 0.607485 0.550273 0.003794 0.161 Uiso 1 1 calc R U . . .
H12B H 0.620778 0.612026 0.076589 0.161 Uiso 1 1 calc R U . . .
C13 C 0.544(5) 0.734(4) 0.005(2) 0.134(9) Uani 1 1 d D . . . .
H13A H 0.528548 0.795017 0.040504 0.201 Uiso 1 1 calc R U . . .
H13B H 0.459098 0.733922 -0.024683 0.201 Uiso 1 1 calc R U . . .
H13C H 0.632037 0.755243 -0.019979 0.201 Uiso 1 1 calc R U . . .
H2B H 0.38(5) 0.62(4) 0.08(2) 0.161 Uiso 1 1 d D 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 N4 2.055(17) 4_644 ?
Zn1 N1 2.07(2) . ?
Zn1 I1 2.548(3) . ?
Zn1 I2 2.559(4) . ?
O1 C6 1.22(3) . ?
O2 C12 1.32(2) . ?
O2 H2B 0.78(3) . ?
N1 C2 1.32(3) . ?
N1 C1 1.32(3) . ?
N2 C6 1.34(3) . ?
N2 C5 1.38(3) . ?
N2 H2A 0.8600 . ?
N3 C6 1.34(3) . ?
N3 C7 1.40(3) . ?
N3 H3A 0.8600 . ?
N4 C11 1.33(3) . ?
N4 C10 1.37(3) . ?
C1 C4 1.39(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.44(3) . ?
C2 H2 0.9300 . ?
C3 C5 1.38(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.30(3) . ?
C4 H4 0.9300 . ?
C7 C8 1.38(3) . ?
C7 C9 1.44(3) . ?
C9 C10 1.33(3) . ?
C9 H9 0.9300 . ?
C8 C11 1.37(4) . ?
C8 H8 0.9300 . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?
C12 C13 1.47(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 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
N4 Zn1 N1 102.1(8) 4_644 . ?
N4 Zn1 I1 109.9(5) 4_644 . ?
N1 Zn1 I1 109.6(6) . . ?
N4 Zn1 I2 106.2(6) 4_644 . ?
N1 Zn1 I2 108.0(5) . . ?
I1 Zn1 I2 119.63(13) . . ?
C12 O2 H2B 116 . . ?
C2 N1 C1 120(2) . . ?
C2 N1 Zn1 116.8(16) . . ?
C1 N1 Zn1 123.5(16) . . ?
C6 N2 C5 130(2) . . ?
C6 N2 H2A 115.1 . . ?
C5 N2 H2A 115.1 . . ?
C6 N3 C7 127(2) . . ?
C6 N3 H3A 116.6 . . ?
C7 N3 H3A 116.6 . . ?
C11 N4 C10 117(2) . . ?
C11 N4 Zn1 119.1(17) . 4_655 ?
C10 N4 Zn1 123.7(16) . 4_655 ?
N1 C1 C4 121(2) . . ?
N1 C1 H1 119.3 . . ?
C4 C1 H1 119.3 . . ?
N1 C2 C3 121(2) . . ?
N1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C5 C3 C2 117(2) . . ?
C5 C3 H3 121.6 . . ?
C2 C3 H3 121.6 . . ?
C5 C4 C1 120(2) . . ?
C5 C4 H4 119.8 . . ?
C1 C4 H4 119.8 . . ?
C4 C5 N2 125(2) . . ?
C4 C5 C3 121(2) . . ?
N2 C5 C3 114(2) . . ?
O1 C6 N3 125(2) . . ?
O1 C6 N2 121(2) . . ?
N3 C6 N2 114(2) . . ?
C8 C7 N3 126(2) . . ?
C8 C7 C9 118(2) . . ?
N3 C7 C9 116(2) . . ?
C10 C9 C7 120(2) . . ?
C10 C9 H9 120.1 . . ?
C7 C9 H9 120.1 . . ?
C11 C8 C7 117(2) . . ?
C11 C8 H8 121.2 . . ?
C7 C8 H8 121.3 . . ?
N4 C11 C8 125(3) . . ?
N4 C11 H11 117.3 . . ?
C8 C11 H11 117.3 . . ?
C9 C10 N4 122(2) . . ?
C9 C10 H10 118.8 . . ?
N4 C10 H10 118.8 . . ?
O2 C12 C13 102(3) . . ?
O2 C12 H12A 111.4 . . ?
C13 C12 H12A 111.4 . . ?
O2 C12 H12B 111.4 . . ?
C13 C12 H12B 111.4 . . ?
H12A C12 H12B 109.2 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

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
C2 N1 C1 C4 -4(4) . . . . ?
Zn1 N1 C1 C4 176.2(16) . . . . ?
C1 N1 C2 C3 3(4) . . . . ?
Zn1 N1 C2 C3 -177(2) . . . . ?
N1 C2 C3 C5 0(4) . . . . ?
N1 C1 C4 C5 2(4) . . . . ?
C1 C4 C5 N2 -177(2) . . . . ?
C1 C4 C5 C3 1(4) . . . . ?
C6 N2 C5 C4 4(5) . . . . ?
C6 N2 C5 C3 -174(3) . . . . ?
C2 C3 C5 C4 -1(4) . . . . ?
C2 C3 C5 N2 177(3) . . . . ?
C7 N3 C6 O1 1(4) . . . . ?
C7 N3 C6 N2 178(2) . . . . ?
C5 N2 C6 O1 -7(4) . . . . ?
C5 N2 C6 N3 176(2) . . . . ?
C6 N3 C7 C8 -6(4) . . . . ?
C6 N3 C7 C9 175(2) . . . . ?
C8 C7 C9 C10 1(3) . . . . ?
N3 C7 C9 C10 180(2) . . . . ?
N3 C7 C8 C11 180(2) . . . . ?
C9 C7 C8 C11 -1(4) . . . . ?
C10 N4 C11 C8 -1(4) . . . . ?
Zn1 N4 C11 C8 -177(2) 4_655 . . . ?
C7 C8 C11 N4 1(4) . . . . ?
C7 C9 C10 N4 -1(4) . . . . ?
C11 N4 C10 C9 1(4) . . . . ?
Zn1 N4 C10 C9 176.4(18) 4_655 . . . ?

_refine_diff_density_max         0.813
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.134

####################################################################### 
# 
# 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_shelx_Hg-EtOH
_database_code_depnum_ccdc_archive 'CCDC 2391452'
loop_
_audit_author_name
_audit_author_address
'Behrouz Notash'
;Shahid Beheshti University
Iran
;
_audit_update_record             
;
2025-01-06 deposited with the CCDC.	2025-01-10 downloaded from the CCDC.
;

_vrf_PLAT342_shelx_Hg-EtOH       
;
PROBLEM:  Low Bond Precision on  C-C Bonds ...............     0.06333 Ang.  
RESPONSE: This alert is mainly due to low quality of crystal and data 
collection in room temprature.
Unfortunately, despite many efforts, we could not grow higher 
quality crystals of this compound and this was the best data available.
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H10 Hg I2 N4 O, C2 H6 O'
_chemical_formula_sum            'C13 H16 Hg I2 N4 O2'
_chemical_formula_weight         714.69

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

_cell_length_a                   9.0388(18)
_cell_length_b                   10.366(2)
_cell_length_c                   20.154(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1888.5(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2940
_cell_measurement_theta_min      2.021
_cell_measurement_theta_max      24.494

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.514
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   0.162
_exptl_transmission_factor_max   0.394
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    11.430
_shelx_estimated_absorpt_T_min   0.162
_shelx_estimated_absorpt_T_max   0.394
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'shape of crystal determined optically'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_reflns_number            5218
_diffrn_reflns_av_unetI/netI     0.1487
_diffrn_reflns_av_R_equivalents  0.1214
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.021
_diffrn_reflns_theta_max         24.494
_diffrn_reflns_theta_full        24.494
_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 0.933
_diffrn_reflns_point_group_measured_fraction_full 0.933
_reflns_number_total             2940
_reflns_number_gt                1430
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.813
_reflns_Friedel_fraction_max     0.864
_reflns_Friedel_fraction_full    0.864

_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       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_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)+(0.0669P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.02(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2940
_refine_ls_number_parameters     112
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1461
_refine_ls_R_factor_gt           0.0648
_refine_ls_wR_factor_ref         0.1596
_refine_ls_wR_factor_gt          0.1300
_refine_ls_goodness_of_fit_ref   0.895
_refine_ls_restrained_S_all      0.895
_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
Hg1 Hg 0.22304(17) 0.44137(18) 0.74933(8) 0.0666(5) Uani 1 1 d . . . . .
I2 I 0.2223(4) 0.2174(3) 0.68449(12) 0.0834(10) Uani 1 1 d . . . . .
I1 I 0.0300(4) 0.5878(4) 0.81303(17) 0.0952(12) Uani 1 1 d . . . . .
N1 N 0.426(4) 0.417(3) 0.8236(13) 0.058(5) Uani 1 1 d . . . . .
C3 C 0.607(5) 0.514(4) 0.8933(17) 0.058(5) Uani 1 1 d . . . . .
H3 H 0.644894 0.588876 0.912124 0.070 Uiso 1 1 calc R U . . .
C1 C 0.485(4) 0.302(4) 0.8421(17) 0.058(5) Uani 1 1 d . . . . .
H1 H 0.450487 0.227408 0.821220 0.070 Uiso 1 1 calc R U . . .
C2 C 0.506(5) 0.519(5) 0.8460(17) 0.058(5) Uani 1 1 d . . . . .
H2 H 0.488011 0.598573 0.826489 0.070 Uiso 1 1 calc R U . . .
C5 C 0.654(5) 0.393(4) 0.9140(18) 0.058(5) Uani 1 1 d . . . . .
C4 C 0.585(5) 0.290(4) 0.8869(17) 0.058(5) Uani 1 1 d . . . . .
H4 H 0.610974 0.207440 0.901232 0.070 Uiso 1 1 calc R U . . .
N2 N 0.764(4) 0.387(4) 0.9621(14) 0.069(5) Uani 1 1 d . . . . .
H2A H 0.803950 0.459369 0.972429 0.082 Uiso 1 1 calc R U . . .
N3 N 0.918(4) 0.319(4) 1.0445(14) 0.069(5) Uani 1 1 d . . . . .
H3A H 0.935163 0.399951 1.048842 0.082 Uiso 1 1 calc R U . . .
O1 O 0.772(3) 0.174(3) 0.9845(12) 0.069(5) Uani 1 1 d . . . . .
C6 C 0.820(5) 0.277(5) 0.9968(18) 0.069(5) Uani 1 1 d . . . . .
C9 C 0.406(4) 0.784(5) 0.6345(16) 0.059(5) Uani 1 1 d . . . . .
H9 H 0.388631 0.872372 0.635244 0.071 Uiso 1 1 calc R U . . .
C7 C 0.512(5) 0.730(5) 0.5859(18) 0.059(5) Uani 1 1 d . . . . .
C8 C 0.517(5) 0.601(4) 0.5816(17) 0.059(5) Uani 1 1 d . . . . .
H8 H 0.574193 0.560017 0.549697 0.071 Uiso 1 1 calc R U . . .
C10 C 0.337(4) 0.708(4) 0.6771(17) 0.059(5) Uani 1 1 d . . . . .
H10 H 0.281621 0.745510 0.710808 0.071 Uiso 1 1 calc R U . . .
N4 N 0.342(4) 0.585(4) 0.6743(14) 0.059(5) Uani 1 1 d . . . . .
C11 C 0.428(4) 0.528(4) 0.6289(17) 0.059(5) Uani 1 1 d . . . . .
H11 H 0.431902 0.438212 0.627471 0.071 Uiso 1 1 calc R U . . .
O2 O 0.909(6) 0.595(5) 0.0422(18) 0.156(16) Uani 1 1 d D . . . .
H2B H 0.89(7) 0.62(5) 0.082(15) 0.234 Uiso 1 1 calc DR U . . .
C12 C 1.006(7) 0.676(7) 0.013(3) 0.156(16) Uani 1 1 d D . . . .
H12A H 1.015599 0.752079 0.041073 0.187 Uiso 1 1 calc R U . . .
H12B H 0.963917 0.704455 -0.028755 0.187 Uiso 1 1 calc R U . . .
C13 C 1.148(8) 0.628(8) 0.001(3) 0.156(16) Uani 1 1 d D . . . .
H13A H 1.220277 0.688683 0.015875 0.234 Uiso 1 1 calc R U . . .
H13B H 1.159728 0.613744 -0.045988 0.234 Uiso 1 1 calc R U . . .
H13C H 1.160231 0.547689 0.023982 0.234 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
Hg1 N4 2.38(3) . ?
Hg1 N1 2.38(3) . ?
Hg1 I1 2.645(4) . ?
Hg1 I2 2.665(4) . ?
N1 C2 1.36(5) . ?
N1 C1 1.36(5) . ?
C3 C2 1.32(5) . ?
C3 C5 1.39(5) . ?
C3 H3 0.9300 . ?
C1 C4 1.29(5) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C5 C4 1.36(6) . ?
C5 N2 1.39(5) . ?
C4 H4 0.9300 . ?
N2 C6 1.43(6) . ?
N2 H2A 0.8600 . ?
N3 C6 1.38(5) . ?
N3 C7 1.40(5) 4_645 ?
N3 H3A 0.8600 . ?
O1 C6 1.17(5) . ?
C9 C10 1.33(5) . ?
C9 C7 1.48(5) . ?
C9 H9 0.9300 . ?
C7 C8 1.34(5) . ?
C8 C11 1.46(5) . ?
C8 H8 0.9300 . ?
C10 N4 1.28(5) . ?
C10 H10 0.9300 . ?
N4 C11 1.34(5) . ?
C11 H11 0.9300 . ?
O2 C12 1.35(3) . ?
O2 H2B 0.87(3) . ?
C12 C13 1.40(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 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
N4 Hg1 N1 96.7(11) . . ?
N4 Hg1 I1 104.4(8) . . ?
N1 Hg1 I1 105.3(7) . . ?
N4 Hg1 I2 103.5(8) . . ?
N1 Hg1 I2 102.5(8) . . ?
I1 Hg1 I2 137.43(15) . . ?
C2 N1 C1 113(3) . . ?
C2 N1 Hg1 122(3) . . ?
C1 N1 Hg1 125(3) . . ?
C2 C3 C5 118(4) . . ?
C2 C3 H3 121.2 . . ?
C5 C3 H3 121.2 . . ?
C4 C1 N1 124(4) . . ?
C4 C1 H1 118.2 . . ?
N1 C1 H1 118.2 . . ?
C3 C2 N1 125(4) . . ?
C3 C2 H2 117.4 . . ?
N1 C2 H2 117.4 . . ?
C4 C5 N2 125(4) . . ?
C4 C5 C3 117(4) . . ?
N2 C5 C3 118(4) . . ?
C1 C4 C5 122(4) . . ?
C1 C4 H4 118.9 . . ?
C5 C4 H4 118.9 . . ?
C5 N2 C6 129(4) . . ?
C5 N2 H2A 115.5 . . ?
C6 N2 H2A 115.5 . . ?
C6 N3 C7 120(4) . 4_645 ?
C6 N3 H3A 120.0 . . ?
C7 N3 H3A 120.0 4_645 . ?
O1 C6 N3 132(5) . . ?
O1 C6 N2 119(4) . . ?
N3 C6 N2 108(4) . . ?
C10 C9 C7 121(4) . . ?
C10 C9 H9 119.7 . . ?
C7 C9 H9 119.7 . . ?
C8 C7 N3 127(4) . 4_654 ?
C8 C7 C9 116(4) . . ?
N3 C7 C9 116(4) 4_654 . ?
C7 C8 C11 117(4) . . ?
C7 C8 H8 121.3 . . ?
C11 C8 H8 121.3 . . ?
N4 C10 C9 123(4) . . ?
N4 C10 H10 118.3 . . ?
C9 C10 H10 118.3 . . ?
C10 N4 C11 119(4) . . ?
C10 N4 Hg1 125(3) . . ?
C11 N4 Hg1 115(3) . . ?
N4 C11 C8 122(4) . . ?
N4 C11 H11 118.8 . . ?
C8 C11 H11 118.8 . . ?
C12 O2 H2B 109.5 . . ?
O2 C12 C13 116(7) . . ?
O2 C12 H12A 108.2 . . ?
C13 C12 H12A 108.2 . . ?
O2 C12 H12B 108.2 . . ?
C13 C12 H12B 108.2 . . ?
H12A C12 H12B 107.3 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

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
C2 N1 C1 C4 14(6) . . . . ?
Hg1 N1 C1 C4 -173(3) . . . . ?
C5 C3 C2 N1 12(6) . . . . ?
C1 N1 C2 C3 -16(6) . . . . ?
Hg1 N1 C2 C3 171(3) . . . . ?
C2 C3 C5 C4 -4(6) . . . . ?
C2 C3 C5 N2 178(4) . . . . ?
N1 C1 C4 C5 -8(7) . . . . ?
N2 C5 C4 C1 -179(4) . . . . ?
C3 C5 C4 C1 3(6) . . . . ?
C4 C5 N2 C6 -5(7) . . . . ?
C3 C5 N2 C6 172(4) . . . . ?
C7 N3 C6 O1 5(8) 4_645 . . . ?
C7 N3 C6 N2 180(4) 4_645 . . . ?
C5 N2 C6 O1 2(7) . . . . ?
C5 N2 C6 N3 -174(4) . . . . ?
C10 C9 C7 C8 9(6) . . . . ?
C10 C9 C7 N3 -178(4) . . . 4_654 ?
N3 C7 C8 C11 -177(4) 4_654 . . . ?
C9 C7 C8 C11 -5(6) . . . . ?
C7 C9 C10 N4 -8(6) . . . . ?
C9 C10 N4 C11 4(6) . . . . ?
C9 C10 N4 Hg1 179(3) . . . . ?
C10 N4 C11 C8 -1(6) . . . . ?
Hg1 N4 C11 C8 -176(3) . . . . ?
C7 C8 C11 N4 2(6) . . . . ?

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
_geom_hbond_publ_flag
C4 H4 O1 0.93 2.25 2.86(5) 122.4 . yes

_refine_diff_density_max         0.980
_refine_diff_density_min         -1.179
_refine_diff_density_rms         0.201

