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#$Date: 2022-10-21 01:38:24 +0300 (Fri, 21 Oct 2022) $
#$Revision: 278674 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/56/7245696.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7245696
loop_
_publ_author_name
'Pylova, Ekaterina Konstantinovna'
'Khisamov, Radmir M.'
'Bashirov, Denis Aleksandrovich'
'Sukhikh, Taisiya Sergeevna'
'Konchenko, Sergey Nikolaevich'
_publ_section_title
;
 The effect of halides and coordination mode of
 4-amino-2,1,3-benzothiadiazole on the luminescence properties of its Zn
 complexes
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE01215D
_journal_year                    2022
_chemical_formula_moiety         'C12 H10 I2 N6 S2 Zn'
_chemical_formula_sum            'C12 H10 I2 N6 S2 Zn'
_chemical_formula_weight         621.55
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-09-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-03-23 deposited with the CCDC.	2022-10-20 downloaded from the CCDC.
;
_cell_angle_alpha                101.973(16)
_cell_angle_beta                 101.819(16)
_cell_angle_gamma                109.720(15)
_cell_formula_units_Z            2
_cell_length_a                   7.539(3)
_cell_length_b                   11.020(5)
_cell_length_c                   12.373(6)
_cell_measurement_reflns_used    2454
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.78
_cell_measurement_theta_min      2.27
_cell_volume                     903.5(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'Bruker APEXII CCD area detector'
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8045
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.358
_diffrn_reflns_theta_max         25.358
_diffrn_reflns_theta_min         1.763
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    5.013
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6061
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0702 before and 0.0399 after correction. The Ratio of minimum to maximum transmission is 0.8133. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.285
_exptl_crystal_description       plate
_exptl_crystal_F_000             584
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.578
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3207
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0226P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0553
_refine_ls_wR_factor_ref         0.0609
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2429
_reflns_number_total             3207
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01215d2.cif
_cod_data_source_block           eka20
_cod_database_code               7245696
_shelx_shelxl_version_number     2017/1
_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.
;
_shelx_estimated_absorpt_t_max   0.788
_shelx_estimated_absorpt_t_min   0.562
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C17(H17), C25(H25), C26(H26), C27(H27)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
I1 I 0.28711(5) 0.44602(3) -0.42464(3) 0.04569(12) Uani 1 1 d . . . . .
I2 I 0.14549(5) 0.75726(3) -0.20476(3) 0.04815(12) Uani 1 1 d . . . . .
Zn1 Zn 0.12097(8) 0.51700(5) -0.27795(5) 0.03529(16) Uani 1 1 d . . . . .
S12 S -0.3278(3) 0.08390(15) -0.15440(14) 0.0676(5) Uani 1 1 d . . . . .
S22 S 0.24426(18) 0.57749(12) -0.00251(10) 0.0337(3) Uani 1 1 d . . . . .
N11 N -0.3223(7) -0.0277(4) -0.2584(4) 0.0559(13) Uani 1 1 d . . . . .
N13 N -0.2870(6) 0.2105(4) -0.2053(4) 0.0459(11) Uani 1 1 d . . . . .
N14 N -0.1858(6) 0.3873(4) -0.3443(4) 0.0400(11) Uani 1 1 d . . . . .
H14A H -0.239(7) 0.407(5) -0.287(4) 0.048 Uiso 1 1 d R . . . .
H14B H -0.222(7) 0.418(5) -0.394(5) 0.048 Uiso 1 1 d R . . . .
N21 N 0.2019(5) 0.4699(3) -0.1276(3) 0.0294(9) Uani 1 1 d . . . . .
N23 N 0.2853(5) 0.4896(4) 0.0796(3) 0.0331(9) Uani 1 1 d . . . . .
N24 N 0.3518(8) 0.2841(5) 0.1687(4) 0.0489(13) Uani 1 1 d . . . . .
H24A H 0.355(8) 0.350(5) 0.212(5) 0.059 Uiso 1 1 d R . . . .
H24B H 0.366(8) 0.228(5) 0.196(5) 0.059 Uiso 1 1 d R . . . .
C11 C -0.2856(7) 0.0308(5) -0.3398(4) 0.0393(13) Uani 1 1 d . . . . .
C12 C -0.2652(7) 0.1680(5) -0.3085(4) 0.0318(11) Uani 1 1 d . . . . .
C14 C -0.2249(7) 0.2474(5) -0.3836(4) 0.0351(12) Uani 1 1 d . . . . .
C15 C -0.2122(7) 0.1876(5) -0.4872(4) 0.0481(14) Uani 1 1 d . . . . .
H15 H -0.189829 0.236966 -0.539161 0.058 Uiso 1 1 calc R . . . .
C16 C -0.2324(8) 0.0504(6) -0.5187(5) 0.0585(17) Uani 1 1 d . . . . .
H16 H -0.222654 0.013015 -0.590757 0.070 Uiso 1 1 calc R . . . .
C17 C -0.2650(7) -0.0267(5) -0.4480(5) 0.0514(15) Uani 1 1 d . . . . .
H17 H -0.273862 -0.115069 -0.469252 0.062 Uiso 1 1 calc R . . . .
C21 C 0.2217(6) 0.3582(4) -0.1079(4) 0.0302(11) Uani 1 1 d . . . . .
C22 C 0.2678(6) 0.3712(4) 0.0113(4) 0.0279(11) Uani 1 1 d . . . . .
C24 C 0.2958(7) 0.2649(5) 0.0541(4) 0.0362(12) Uani 1 1 d . . . . .
C25 C 0.2650(8) 0.1495(5) -0.0304(5) 0.0502(15) Uani 1 1 d . . . . .
H25 H 0.275884 0.076107 -0.008152 0.060 Uiso 1 1 calc R . . . .
C26 C 0.2183(8) 0.1396(5) -0.1478(5) 0.0520(15) Uani 1 1 d . . . . .
H26 H 0.200752 0.059523 -0.200160 0.062 Uiso 1 1 calc R . . . .
C27 C 0.1967(7) 0.2397(5) -0.1906(4) 0.0399(13) Uani 1 1 d . . . . .
H27 H 0.167322 0.230560 -0.269341 0.048 Uiso 1 1 calc R . . . .
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'
I I -0.4742 1.8119 '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'
S S 0.1246 0.1234 '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'
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
I2 Zn1 I1 123.49(3) . . ?
N14 Zn1 I1 107.27(13) . . ?
N14 Zn1 I2 107.35(12) . . ?
N21 Zn1 I1 112.03(10) . . ?
N21 Zn1 I2 103.21(10) . . ?
N21 Zn1 N14 101.24(16) . . ?
N11 S12 N13 100.9(2) . . ?
N23 S22 N21 98.77(19) . . ?
C11 N11 S12 106.8(3) . . ?
C12 N13 S12 105.8(3) . . ?
Zn1 N14 H14A 106(3) . . ?
Zn1 N14 H14B 101(4) . . ?
H14A N14 H14B 108(5) . . ?
C14 N14 Zn1 114.3(3) . . ?
C14 N14 H14A 113(3) . . ?
C14 N14 H14B 114(4) . . ?
S22 N21 Zn1 119.49(19) . . ?
C21 N21 Zn1 132.3(3) . . ?
C21 N21 S22 108.1(3) . . ?
C22 N23 S22 107.4(3) . . ?
H24A N24 H24B 117(6) . . ?
C24 N24 H24A 119(4) . . ?
C24 N24 H24B 123(4) . . ?
N11 C11 C12 112.5(4) . . ?
N11 C11 C17 128.0(5) . . ?
C17 C11 C12 119.5(5) . . ?
N13 C12 C11 114.0(4) . . ?
N13 C12 C14 125.1(4) . . ?
C14 C12 C11 120.9(4) . . ?
C12 C14 N14 119.0(4) . . ?
C15 C14 N14 123.1(5) . . ?
C15 C14 C12 117.7(5) . . ?
C14 C15 H15 119.3 . . ?
C14 C15 C16 121.5(5) . . ?
C16 C15 H15 119.3 . . ?
C15 C16 H16 118.8 . . ?
C17 C16 C15 122.4(5) . . ?
C17 C16 H16 118.8 . . ?
C11 C17 H17 121.0 . . ?
C16 C17 C11 118.0(5) . . ?
C16 C17 H17 121.0 . . ?
N21 C21 C22 110.9(4) . . ?
N21 C21 C27 127.5(5) . . ?
C22 C21 C27 121.6(4) . . ?
N23 C22 C21 114.8(4) . . ?
N23 C22 C24 123.9(4) . . ?
C21 C22 C24 121.3(4) . . ?
N24 C24 C22 119.7(4) . . ?
N24 C24 C25 125.3(5) . . ?
C25 C24 C22 115.0(5) . . ?
C24 C25 H25 118.9 . . ?
C24 C25 C26 122.2(5) . . ?
C26 C25 H25 118.9 . . ?
C25 C26 H26 117.9 . . ?
C27 C26 C25 124.1(5) . . ?
C27 C26 H26 117.9 . . ?
C21 C27 H27 122.1 . . ?
C26 C27 C21 115.7(5) . . ?
C26 C27 H27 122.1 . . ?
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
I1 Zn1 2.5453(10) . ?
I2 Zn1 2.5437(13) . ?
Zn1 N14 2.138(5) . ?
Zn1 N21 2.062(4) . ?
S12 N11 1.604(5) . ?
S12 N13 1.610(4) . ?
S22 N21 1.638(4) . ?
S22 N23 1.597(4) . ?
N11 C11 1.330(7) . ?
N13 C12 1.329(6) . ?
N14 H14A 0.90(5) . ?
N14 H14B 0.81(5) . ?
N14 C14 1.423(6) . ?
N21 C21 1.353(5) . ?
N23 C22 1.347(5) . ?
N24 H24A 0.79(5) . ?
N24 H24B 0.79(6) . ?
N24 C24 1.343(7) . ?
C11 C12 1.427(6) . ?
C11 C17 1.420(7) . ?
C12 C14 1.412(7) . ?
C14 C15 1.353(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.427(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.342(8) . ?
C17 H17 0.9300 . ?
C21 C22 1.408(6) . ?
C21 C27 1.410(6) . ?
C22 C24 1.440(6) . ?
C24 C25 1.384(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.395(7) . ?
C26 H26 0.9300 . ?
C26 C27 1.361(7) . ?
C27 H27 0.9300 . ?
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
Zn1 N14 C14 C12 96.5(4) . . . . ?
Zn1 N14 C14 C15 -78.8(5) . . . . ?
Zn1 N21 C21 C22 -175.9(3) . . . . ?
Zn1 N21 C21 C27 2.5(7) . . . . ?
S12 N11 C11 C12 -0.3(5) . . . . ?
S12 N11 C11 C17 179.4(4) . . . . ?
S12 N13 C12 C11 0.5(5) . . . . ?
S12 N13 C12 C14 -179.3(4) . . . . ?
S22 N21 C21 C22 1.0(5) . . . . ?
S22 N21 C21 C27 179.4(4) . . . . ?
S22 N23 C22 C21 0.4(5) . . . . ?
S22 N23 C22 C24 179.5(3) . . . . ?
N11 S12 N13 C12 -0.6(4) . . . . ?
N11 C11 C12 N13 -0.2(6) . . . . ?
N11 C11 C12 C14 179.7(4) . . . . ?
N11 C11 C17 C16 178.5(5) . . . . ?
N13 S12 N11 C11 0.5(4) . . . . ?
N13 C12 C14 N14 6.2(7) . . . . ?
N13 C12 C14 C15 -178.2(5) . . . . ?
N14 C14 C15 C16 173.4(5) . . . . ?
N21 S22 N23 C22 0.2(3) . . . . ?
N21 C21 C22 N23 -0.9(5) . . . . ?
N21 C21 C22 C24 179.9(4) . . . . ?
N21 C21 C27 C26 -177.7(5) . . . . ?
N23 S22 N21 Zn1 176.6(2) . . . . ?
N23 S22 N21 C21 -0.7(3) . . . . ?
N23 C22 C24 N24 -3.3(7) . . . . ?
N23 C22 C24 C25 178.1(4) . . . . ?
N24 C24 C25 C26 -176.1(5) . . . . ?
C11 C12 C14 N14 -173.6(4) . . . . ?
C11 C12 C14 C15 1.9(7) . . . . ?
C12 C11 C17 C16 -1.9(8) . . . . ?
C12 C14 C15 C16 -2.0(7) . . . . ?
C14 C15 C16 C17 0.0(9) . . . . ?
C15 C16 C17 C11 1.9(8) . . . . ?
C17 C11 C12 N13 -179.8(4) . . . . ?
C17 C11 C12 C14 0.0(7) . . . . ?
C21 C22 C24 N24 175.8(4) . . . . ?
C21 C22 C24 C25 -2.8(7) . . . . ?
C22 C21 C27 C26 0.6(7) . . . . ?
C22 C24 C25 C26 2.5(7) . . . . ?
C24 C25 C26 C27 -0.6(9) . . . . ?
C25 C26 C27 C21 -1.0(8) . . . . ?
C27 C21 C22 N23 -179.4(4) . . . . ?
C27 C21 C22 C24 1.4(7) . . . . ?
