#------------------------------------------------------------------------------
#$Date: 2020-10-06 14:20:17 +0300 (Tue, 06 Oct 2020) $
#$Revision: 258002 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/05/7240545.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_7240545
loop_
_publ_author_name
'Qi, Jinxu'
'Liu, Taichen'
'Zhao, Wei'
'Zheng, Xinhua'
'Wang, Yihong'
_publ_section_title
;
 Synthesis, crystal structure and antiproliferative mechanisms of
 gallium(iii) complexes with benzoylpyridine thiosemicarbazones
;
_journal_issue                   32
_journal_name_full               'RSC Advances'
_journal_page_first              18553
_journal_page_last               18559
_journal_paper_doi               10.1039/D0RA02913K
_journal_volume                  10
_journal_year                    2020
_chemical_formula_moiety         'C20 H23 Cl2 Ga N4 S'
_chemical_formula_sum            'C20 H23 Cl2 Ga N4 S'
_chemical_formula_weight         492.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-02-26
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_audit_update_record
;
2019-02-26 deposited with the CCDC.	2020-05-04 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 100.8541(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6296(6)
_cell_length_b                   12.6093(8)
_cell_length_c                   16.8042(11)
_cell_measurement_reflns_used    5365
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.380
_cell_measurement_theta_min      2.497
_cell_volume                     2212.0(2)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15987
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.03
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.593
_exptl_absorpt_correction_T_max  0.7624
_exptl_absorpt_correction_T_min  0.7411
_exptl_crystal_colour            'metallic orangish orange'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.566
_refine_diff_density_min         -0.576
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         5480
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0368
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0446P)²+1.0397P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.0969
_reflns_number_gt                4234
_reflns_number_total             5480
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0ra02913k2.cif
_cod_data_source_block           b5ga
_cod_depositor_comments          'Adding full bibliography for 7240545.cif.'
_cod_database_code               7240545
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C4(H4), C2(H2), C13(H13), C1(H1), C12(H12), C11(H11), C3(H3)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Ga1 Ga 0.86592(2) 0.39599(2) 0.067268(16) 0.04072(9) Uani 1 d . . .
S1 S 1.07069(7) 0.46150(5) 0.11638(4) 0.05298(17) Uani 1 d . . .
Cl2 Cl 0.81246(7) 0.29317(6) 0.16187(4) 0.05619(17) Uani 1 d . . .
Cl1 Cl 0.76138(8) 0.54757(5) 0.07478(5) 0.0673(2) Uani 1 d . . .
N2 N 0.97054(16) 0.28927(14) 0.01367(11) 0.0359(4) Uani 1 d . . .
N1 N 0.73402(17) 0.34058(15) -0.03301(12) 0.0408(4) Uani 1 d . . .
N3 N 1.09383(17) 0.26859(15) 0.04693(11) 0.0377(4) Uani 1 d . . .
C7 C 1.1478(2) 0.34360(19) 0.09800(13) 0.0387(5) Uani 1 d . . .
C8 C 0.9784(2) 0.15143(17) -0.08802(13) 0.0348(4) Uani 1 d . . .
N4 N 1.26931(18) 0.32600(17) 0.13534(12) 0.0448(5) Uani 1 d . . .
C6 C 0.91347(19) 0.23369(17) -0.04743(13) 0.0347(4) Uani 1 d . . .
C9 C 1.0839(2) 0.1791(2) -0.12156(15) 0.0445(5) Uani 1 d . . .
H9 H 1.1132 0.2488 -0.1183 0.053 Uiso 1 calc . . R
C10 C 1.1454(3) 0.1030(2) -0.15988(18) 0.0563(7) Uani 1 d . . .
H10 H 1.2148 0.1220 -0.1832 0.068 Uiso 1 calc . . R
C15 C 1.3343(2) 0.2270(2) 0.11991(15) 0.0487(6) Uani 1 d . . .
H15 H 1.2698 0.1826 0.0861 0.058 Uiso 1 calc . . R
C5 C 0.7788(2) 0.26293(18) -0.07594(13) 0.0368(5) Uani 1 d . . .
C4 C 0.7017(2) 0.2180(2) -0.14289(15) 0.0476(6) Uani 1 d . . .
H4 H 0.7337 0.1655 -0.1724 0.057 Uiso 1 calc . . R
C2 C 0.5312(2) 0.3295(3) -0.12114(18) 0.0600(7) Uani 1 d . . .
H2 H 0.4470 0.3532 -0.1353 0.072 Uiso 1 calc . . R
C13 C 0.9383(2) 0.04661(18) -0.09215(15) 0.0433(5) Uani 1 d . . .
H13 H 0.8681 0.0269 -0.0698 0.052 Uiso 1 calc . . R
C1 C 0.6120(2) 0.3719(2) -0.05538(17) 0.0499(6) Uani 1 d . . .
H1 H 0.5809 0.4243 -0.0253 0.060 Uiso 1 calc . . R
C14 C 1.3449(3) 0.4072(2) 0.18477(17) 0.0604(8) Uani 1 d . . .
H14A H 1.4060 0.4366 0.1555 0.091 Uiso 1 calc . . GR
H14B H 1.3892 0.3759 0.2343 0.091 Uiso 1 calc . . GR
H14C H 1.2892 0.4623 0.1970 0.091 Uiso 1 calc . . GR
C12 C 1.0020(3) -0.0288(2) -0.12933(16) 0.0526(6) Uani 1 d . . .
H12 H 0.9753 -0.0992 -0.1311 0.063 Uiso 1 calc . . R
C11 C 1.1042(3) -0.0004(2) -0.16350(18) 0.0577(7) Uani 1 d . . .
H11 H 1.1459 -0.0512 -0.1892 0.069 Uiso 1 calc . . R
C3 C 0.5759(2) 0.2522(3) -0.16550(17) 0.0580(7) Uani 1 d . . .
H3 H 0.5227 0.2229 -0.2104 0.070 Uiso 1 calc . . R
C16 C 1.4368(5) 0.2460(4) 0.0726(3) 0.152(3) Uani 1 d . . .
H16A H 1.5027 0.2906 0.1035 0.182 Uiso 1 calc . . R
H16B H 1.4014 0.2825 0.0226 0.182 Uiso 1 calc . . R
C18 C 1.5422(3) 0.0765(3) 0.1264(3) 0.0992(14) Uani 1 d . . .
H18A H 1.5710 0.0081 0.1104 0.119 Uiso 1 calc . . R
H18B H 1.6146 0.1118 0.1596 0.119 Uiso 1 calc . . R
C19 C 1.4418(5) 0.0611(3) 0.1733(3) 0.1025(15) Uani 1 d . . .
H19A H 1.4771 0.0243 0.2232 0.123 Uiso 1 calc . . R
H19B H 1.3751 0.0167 0.1428 0.123 Uiso 1 calc . . R
C20 C 1.3835(6) 0.1655(3) 0.1934(2) 0.1148(18) Uani 1 d . . .
H20A H 1.3141 0.1514 0.2221 0.138 Uiso 1 calc . . R
H20B H 1.4479 0.2068 0.2289 0.138 Uiso 1 calc . . R
C17 C 1.4953(6) 0.1408(5) 0.0534(4) 0.183(4) Uani 1 d . . .
H17A H 1.4314 0.1005 0.0167 0.219 Uiso 1 calc . . R
H17B H 1.5660 0.1549 0.0259 0.219 Uiso 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl2 Ga1 S1 107.65(3) . . ?
Cl2 Ga1 Cl1 105.34(3) . . ?
Cl1 Ga1 S1 96.81(3) . . ?
N2 Ga1 S1 80.85(5) . . ?
N2 Ga1 Cl2 99.49(6) . . ?
N2 Ga1 Cl1 154.51(6) . . ?
N2 Ga1 N1 76.42(7) . . ?
N1 Ga1 S1 147.25(5) . . ?
N1 Ga1 Cl2 99.16(6) . . ?
N1 Ga1 Cl1 93.80(6) . . ?
C7 S1 Ga1 94.21(8) . . ?
N3 N2 Ga1 120.51(13) . . ?
C6 N2 Ga1 119.31(14) . . ?
C6 N2 N3 119.78(17) . . ?
C5 N1 Ga1 114.83(14) . . ?
C1 N1 Ga1 126.31(17) . . ?
C1 N1 C5 118.8(2) . . ?
C7 N3 N2 113.33(18) . . ?
N3 C7 S1 123.86(17) . . ?
N3 C7 N4 116.3(2) . . ?
N4 C7 S1 119.86(17) . . ?
C9 C8 C6 119.4(2) . . ?
C13 C8 C6 121.7(2) . . ?
C13 C8 C9 118.9(2) . . ?
C7 N4 C15 119.95(19) . . ?
C7 N4 C14 121.8(2) . . ?
C14 N4 C15 117.9(2) . . ?
N2 C6 C8 123.68(19) . . ?
N2 C6 C5 113.88(19) . . ?
C5 C6 C8 122.37(19) . . ?
C10 C9 C8 120.1(2) . . ?
C11 C10 C9 120.3(3) . . ?
N4 C15 C16 111.9(3) . . ?
C20 C15 N4 113.8(2) . . ?
C20 C15 C16 110.8(3) . . ?
N1 C5 C6 115.23(19) . . ?
N1 C5 C4 121.1(2) . . ?
C4 C5 C6 123.7(2) . . ?
C5 C4 C3 119.2(2) . . ?
C3 C2 C1 119.2(2) . . ?
C12 C13 C8 120.4(2) . . ?
N1 C1 C2 122.5(2) . . ?
C11 C12 C13 120.3(2) . . ?
C12 C11 C10 120.1(2) . . ?
C2 C3 C4 119.3(3) . . ?
C15 C16 C17 110.1(4) . . ?
C19 C18 C17 110.9(3) . . ?
C18 C19 C20 112.1(4) . . ?
C15 C20 C19 111.4(3) . . ?
C18 C17 C16 112.9(5) . . ?
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
Ga1 S1 2.3291(7) . ?
Ga1 Cl2 2.2070(7) . ?
Ga1 Cl1 2.2264(7) . ?
Ga1 N2 2.0581(17) . ?
Ga1 N1 2.098(2) . ?
S1 C7 1.753(2) . ?
N2 N3 1.350(2) . ?
N2 C6 1.296(3) . ?
N1 C5 1.354(3) . ?
N1 C1 1.340(3) . ?
N3 C7 1.332(3) . ?
C7 N4 1.344(3) . ?
C8 C6 1.481(3) . ?
C8 C9 1.391(3) . ?
C8 C13 1.386(3) . ?
N4 C15 1.474(3) . ?
N4 C14 1.460(3) . ?
C6 C5 1.469(3) . ?
C9 C10 1.387(3) . ?
C10 C11 1.373(4) . ?
C15 C16 1.484(4) . ?
C15 C20 1.469(4) . ?
C5 C4 1.382(3) . ?
C4 C3 1.388(3) . ?
C2 C1 1.374(4) . ?
C2 C3 1.366(4) . ?
C13 C12 1.383(3) . ?
C12 C11 1.368(4) . ?
C16 C17 1.524(6) . ?
C18 C19 1.454(5) . ?
C18 C17 1.477(6) . ?
C19 C20 1.521(5) . ?
