#------------------------------------------------------------------------------
#$Date: 2019-08-31 06:50:11 +0300 (Sat, 31 Aug 2019) $
#$Revision: 217893 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/22/1552278.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_1552278
loop_
_publ_author_name
'Wang, Jin'
'Wang, Ting'
'Fang, Yan'
'Lu, Yanli'
'Li, Xue'
_publ_section_title
;
 Tin thiocarbonohydrazone complexes: synthesis, crystal structures and
 biological evaluation
;
_journal_name_full               'Toxicology Research'
_journal_paper_doi               10.1039/C9TX00109C
_journal_year                    2019
_chemical_formula_moiety         'C17 H22 N8 O2 S Sn, 0.5(C H3 O)'
_chemical_formula_sum            'C17.5 H22 N8 O2.5 S Sn'
_chemical_formula_weight         535.18
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-07-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-03-20 deposited with the CCDC.    2019-08-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.8870(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   41.6903(15)
_cell_length_b                   7.0301(2)
_cell_length_c                   16.5254(6)
_cell_measurement_reflns_used    6386
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.00
_cell_measurement_theta_min      2.94
_cell_volume                     4494.3(3)
_computing_cell_refinement       'SAINT V8.18C (?, 2016)'
_computing_data_reduction        'SAINT V8.18C (?, 2016)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       53
_diffrn_reflns_limit_h_min       -52
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13775
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.278
_diffrn_reflns_theta_min         1.053
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.263
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6560
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0520 before and 0.0321 after correction.
The Ratio of minimum to maximum transmission is 0.8797.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_description       block
_exptl_crystal_F_000             2152
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.513
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         5448
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0252
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0286P)²+3.8603P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0592
_refine_ls_wR_factor_ref         0.0654
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4621
_reflns_number_total             5448
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9tx00109c2.cif
_cod_data_source_block           a
_cod_original_formula_sum        'C17.50 H22 N8 O2.50 S Sn'
_cod_database_code               1552278
_shelx_shelxl_version_number     2014/7
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O3-C18_$1
 1.42 with sigma of 0.02
 O3-C18
 1.42 with sigma of 0.02
3. Rigid bond restraints
 O3, C18
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C18) \\sim Ueq, Uanis(O3) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.2
5. Others
 Fixed Sof: C18(0.5) H18A(0.5) H18B(0.5) H18C(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 N5(H5), C1(H1), C2(H2), C3(H3), C11(H11), C12(H12), C13(H13)
6.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C9(H9A,H9B,H9C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C),
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Sn1 Sn 0.60650(2) 0.23134(2) 0.40106(2) 0.03492(6) Uani 1 1 d . . .
S1 S 0.66515(2) 0.21588(9) 0.52154(4) 0.04304(14) Uani 1 1 d . . .
O1 O 0.54645(5) 0.3791(3) 0.39231(14) 0.0735(6) Uani 1 1 d . . .
O2 O 0.59541(4) 0.3944(2) 0.50435(10) 0.0473(4) Uani 1 1 d . . .
N1 N 0.57331(5) 0.1229(3) 0.24520(12) 0.0451(5) Uani 1 1 d . . .
N2 N 0.54028(6) -0.0572(4) 0.08675(14) 0.0654(6) Uani 1 1 d . . .
N3 N 0.64058(4) 0.0556(3) 0.34001(11) 0.0357(4) Uani 1 1 d . . .
N4 N 0.67525(5) 0.0284(3) 0.38599(12) 0.0397(4) Uani 1 1 d . . .
N5 N 0.72123(5) 0.0671(3) 0.50876(12) 0.0434(4) Uani 1 1 d . . .
H5 H 0.7332 0.0174 0.4815 0.052 Uiso 1 1 calc R . .
N6 N 0.73700(5) 0.1151(3) 0.59492(12) 0.0429(4) Uani 1 1 d . . .
N7 N 0.81822(5) 0.1084(3) 0.76683(14) 0.0530(5) Uani 1 1 d . . .
N8 N 0.77579(7) 0.1799(4) 0.86075(16) 0.0710(7) Uani 1 1 d . . .
C1 C 0.53995(6) 0.1501(4) 0.19873(16) 0.0527(6) Uani 1 1 d . . .
H1 H 0.5272 0.2304 0.2200 0.063 Uiso 1 1 calc R . .
C2 C 0.52395(7) 0.0615(5) 0.11957(17) 0.0599(7) Uani 1 1 d . . .
H2 H 0.5007 0.0866 0.0881 0.072 Uiso 1 1 calc R . .
C3 C 0.57378(7) -0.0834(4) 0.13336(15) 0.0547(6) Uani 1 1 d . . .
H3 H 0.5862 -0.1657 0.1119 0.066 Uiso 1 1 calc R . .
C4 C 0.59095(6) 0.0067(3) 0.21239(13) 0.0394(5) Uani 1 1 d . . .
C5 C 0.62825(6) -0.0189(3) 0.26254(14) 0.0384(5) Uani 1 1 d . . .
C6 C 0.64981(7) -0.1262(4) 0.22344(16) 0.0546(7) Uani 1 1 d . . .
H6A H 0.6738 -0.1076 0.2583 0.082 Uiso 1 1 calc GR . .
H6B H 0.6451 -0.0809 0.1653 0.082 Uiso 1 1 calc GR . .
H6C H 0.6444 -0.2593 0.2216 0.082 Uiso 1 1 calc GR . .
C7 C 0.68666(5) 0.0976(3) 0.46589(14) 0.0366(5) Uani 1 1 d . . .
C8 C 0.76869(6) 0.0654(3) 0.63322(14) 0.0398(5) Uani 1 1 d . . .
C9 C 0.78988(6) -0.0380(4) 0.59223(16) 0.0509(6) Uani 1 1 d . . .
H9A H 0.7827 -0.1686 0.5833 0.076 Uiso 1 1 calc GR . .
H9B H 0.8138 -0.0317 0.6298 0.076 Uiso 1 1 calc GR . .
H9C H 0.7868 0.0195 0.5371 0.076 Uiso 1 1 calc GR . .
C10 C 0.78387(6) 0.1100(3) 0.72774(15) 0.0419(5) Uani 1 1 d . . .
C11 C 0.76314(7) 0.1435(4) 0.77566(18) 0.0610(7) Uani 1 1 d . . .
H11 H 0.7393 0.1403 0.7467 0.073 Uiso 1 1 calc R . .
C12 C 0.81017(8) 0.1842(4) 0.89790(19) 0.0628(8) Uani 1 1 d . . .
H12 H 0.8204 0.2137 0.9569 0.075 Uiso 1 1 calc R . .
C13 C 0.83081(7) 0.1470(4) 0.85241(18) 0.0614(7) Uani 1 1 d . . .
H13 H 0.8547 0.1484 0.8820 0.074 Uiso 1 1 calc R . .
C14 C 0.58438(7) -0.0217(4) 0.42765(18) 0.0561(7) Uani 1 1 d . . .
H14A H 0.5604 -0.0003 0.4170 0.084 Uiso 1 1 calc GR . .
H14B H 0.5963 -0.0572 0.4875 0.084 Uiso 1 1 calc GR . .
H14C H 0.5865 -0.1220 0.3905 0.084 Uiso 1 1 calc GR . .
C15 C 0.60959(7) 0.4846(4) 0.33497(17) 0.0523(6) Uani 1 1 d . . .
H15A H 0.6222 0.4604 0.2979 0.078 Uiso 1 1 calc GR . .
H15B H 0.6213 0.5809 0.3768 0.078 Uiso 1 1 calc GR . .
H15C H 0.5867 0.5274 0.3003 0.078 Uiso 1 1 calc GR . .
C16 C 0.56369(7) 0.4355(4) 0.46687(19) 0.0523(6) Uani 1 1 d . . .
C17 C 0.54782(9) 0.5562(5) 0.5175(2) 0.0880(11) Uani 1 1 d . . .
H17A H 0.5303 0.6362 0.4780 0.132 Uiso 1 1 calc GR . .
H17B H 0.5654 0.6339 0.5584 0.132 Uiso 1 1 calc GR . .
H17C H 0.5377 0.4755 0.5484 0.132 Uiso 1 1 calc GR . .
O3 O 0.5000 0.7104(10) 0.2500 0.192(3) Uani 1 2 d DS TU P
C18 C 0.5131(2) 0.6125(13) 0.2009(6) 0.116(3) Uani 0.5 1 d D U .
H18A H 0.5098 0.6823 0.1484 0.174 Uiso 0.5 1 calc GR . .
H18B H 0.5016 0.4918 0.1862 0.174 Uiso 0.5 1 calc GR . .
H18C H 0.5373 0.5925 0.2324 0.174 Uiso 0.5 1 calc GR . .
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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_3
S1 Sn1 N1 142.17(4) .
O2 Sn1 S1 80.49(4) .
O2 Sn1 N1 137.32(6) .
O2 Sn1 N3 156.29(6) .
N3 Sn1 S1 75.79(4) .
N3 Sn1 N1 66.39(6) .
C14 Sn1 S1 99.73(8) .
C14 Sn1 O2 92.42(8) .
C14 Sn1 N1 81.05(9) .
C14 Sn1 N3 91.54(8) .
C15 Sn1 S1 102.50(7) .
C15 Sn1 O2 91.84(8) .
C15 Sn1 N1 81.05(9) .
C15 Sn1 N3 93.28(8) .
C15 Sn1 C14 157.76(11) .
C7 S1 Sn1 98.31(8) .
C16 O2 Sn1 102.60(15) .
C1 N1 Sn1 126.82(16) .
C1 N1 C4 117.9(2) .
C4 N1 Sn1 114.74(14) .
C2 N2 C3 116.2(2) .
N4 N3 Sn1 120.72(12) .
C5 N3 Sn1 123.31(14) .
C5 N3 N4 115.97(17) .
C7 N4 N3 114.55(17) .
C7 N5 N6 120.36(18) .
C8 N6 N5 116.92(19) .
C10 N7 C13 115.9(2) .
C11 N8 C12 115.2(3) .
N1 C1 C2 121.1(2) .
N2 C2 C1 122.5(3) .
N2 C3 C4 122.9(2) .
N1 C4 C3 119.4(2) .
N1 C4 C5 117.98(19) .
C3 C4 C5 122.6(2) .
N3 C5 C4 116.85(18) .
N3 C5 C6 123.3(2) .
C4 C5 C6 119.8(2) .
N4 C7 S1 130.44(17) .
N4 C7 N5 112.26(19) .
N5 C7 S1 117.31(16) .
N6 C8 C9 125.9(2) .
N6 C8 C10 114.7(2) .
C10 C8 C9 119.3(2) .
N7 C10 C8 117.9(2) .
N7 C10 C11 120.5(2) .
C11 C10 C8 121.5(2) .
N8 C11 C10 123.3(3) .
N8 C12 C13 122.2(3) .
N7 C13 C12 122.8(3) .
O1 C16 O2 121.8(2) .
O1 C16 C17 121.4(3) .
O2 C16 C17 116.8(3) .
C18 O3 C18 117.5(10) 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 S1 2.5149(6) .
Sn1 O2 2.2427(15) .
Sn1 N1 2.5440(19) .
Sn1 N3 2.3733(16) .
Sn1 C14 2.124(2) .
Sn1 C15 2.118(2) .
S1 C7 1.720(2) .
O1 C16 1.238(3) .
O2 C16 1.267(3) .
N1 C1 1.328(3) .
N1 C4 1.342(3) .
N2 C2 1.315(4) .
N2 C3 1.333(3) .
N3 N4 1.372(2) .
N3 C5 1.299(3) .
N4 C7 1.318(3) .
N5 N6 1.370(3) .
N5 C7 1.365(3) .
N6 C8 1.283(3) .
N7 C10 1.334(3) .
N7 C13 1.340(3) .
N8 C11 1.330(3) .
N8 C12 1.333(4) .
C1 C2 1.376(4) .
C3 C4 1.386(3) .
C4 C5 1.475(3) .
C5 C6 1.492(3) .
C8 C9 1.488(3) .
C8 C10 1.484(3) .
C10 C11 1.393(4) .
C12 C13 1.362(4) .
C16 C17 1.507(4) .
O3 C18 1.327(8) .
O3 C18 1.327(8) 2_655
