#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:48:47 +0100 (Fri 25 de Mar de 2016) $
#$Revision: 179816 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/12/7011262.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_7011262
loop_
_publ_author_name
'Vasile Berceanc'
'Crina Crainic'
'Ionel Haiduc'
'Mary F. Mahon'
'Kieran C. Molloy'
'Monica M. Venter'
'Paul J. Wilson'
_publ_section_title
;
 The structural chemistry of organotin derivatives of
 5-mercapto-3-phenyl-1,3,4-thiadiazoline-2-thione: supramolecular
 structures involving intermolecular SnS, N--HS or SS interactions
;
_journal_issue                   6
_journal_name_full               'J. Chem. Soc., Dalton Trans.'
_journal_page_first              1036
_journal_page_last               1045
_journal_paper_doi               10.1039/b109726a
_journal_year                    2002
_chemical_formula_sum            'C24 H28 N4 S6 Sn'
_chemical_formula_weight         683.55
_chemical_name_systematic
;
?
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.8900(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.1380(2)
_cell_length_b                   22.9540(6)
_cell_length_c                   17.7060(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     2890.49(13)
_computing_data_reduction
'Denzo and Scalepack (otwinowski & Minor, 1997'
_computing_molecular_graphics    'ORTEX (P.McArdle, 1995)'
_computing_publication_material  'SHELXL-97/2 (Sheldrick,1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      170(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       KappaCCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_sigmaI/netI    0.0547
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            28076
_diffrn_reflns_theta_full        30.03
_diffrn_reflns_theta_max         30.03
_diffrn_reflns_theta_min         3.52
_exptl_absorpt_coefficient_mu    1.339
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'Pale Yellow'
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.046
_refine_diff_density_min         -1.009
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.802
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         8603
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.802
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.883
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1167P)²+0.5518P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1188
_refine_ls_wR_factor_ref         0.1446
_reflns_number_gt                6040
_reflns_number_total             8603
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b109726a.txt
_cod_data_source_block           k00kcm16
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/adriana/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:
'_atom_site_symetry_multiplicity' tag replaced with
'_atom_site_symmetry_multiplicity'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 
;
_cod_original_sg_symbol_H-M      P21/m
_cod_database_code               7011262
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.60191(4) 0.2500 0.240991(14) 0.02608(10) Uani 1 2 d S . .
Sn2 Sn 0.95212(4) 0.7500 0.265520(14) 0.02662(10) Uani 1 2 d S . .
S1 S 0.45123(13) 0.32573(3) 0.31561(4) 0.0354(2) Uani 1 1 d . . .
S2 S 0.43620(11) 0.45215(4) 0.26420(4) 0.02961(17) Uani 1 1 d . . .
S3 S 0.57426(12) 0.54081(3) 0.15647(4) 0.03422(19) Uani 1 1 d . . .
S4 S 1.10289(13) 0.67337(3) 0.19175(5) 0.0385(2) Uani 1 1 d . . .
S5 S 1.08693(11) 0.54627(3) 0.23745(4) 0.02836(17) Uani 1 1 d . . .
S6 S 0.93437(12) 0.45872(3) 0.34286(4) 0.03226(18) Uani 1 1 d . . .
N1 N 0.6375(4) 0.37387(10) 0.20682(13) 0.0282(5) Uani 1 1 d . . .
N2 N 0.6621(4) 0.42540(10) 0.16853(13) 0.0275(5) Uani 1 1 d . . .
N3 N 0.8995(4) 0.62689(11) 0.29704(13) 0.0293(5) Uani 1 1 d . . .
N4 N 0.8636(3) 0.57479(10) 0.33304(13) 0.0264(5) Uani 1 1 d . . .
C1 C 0.5211(4) 0.38179(12) 0.25835(16) 0.0281(6) Uani 1 1 d . . .
C2 C 0.5695(4) 0.47339(13) 0.19033(15) 0.0267(6) Uani 1 1 d . . .
C3 C 0.7948(4) 0.42438(13) 0.11145(16) 0.0291(6) Uani 1 1 d . . .
C4 C 0.7339(5) 0.43404(16) 0.03638(18) 0.0422(8) Uani 1 1 d . . .
H4 H 0.6057 0.4425 0.0218 0.051 Uiso 1 1 calc R . .
C5 C 0.8643(6) 0.43107(18) -0.01742(19) 0.0521(10) Uani 1 1 d . . .
H5 H 0.8248 0.4373 -0.0694 0.063 Uiso 1 1 calc R . .
C6 C 1.0492(6) 0.41916(16) 0.0039(2) 0.0472(9) Uani 1 1 d . . .
H6 H 1.1370 0.4174 -0.0335 0.057 Uiso 1 1 calc R . .
C7 C 1.1095(5) 0.40963(17) 0.0791(2) 0.0441(9) Uani 1 1 d . . .
H7 H 1.2382 0.4015 0.0935 0.053 Uiso 1 1 calc R . .
C8 C 0.9803(5) 0.41199(15) 0.13369(18) 0.0364(7) Uani 1 1 d . . .
H8 H 1.0194 0.4051 0.1856 0.044 Uiso 1 1 calc R . .
C9 C 0.4602(6) 0.2500 0.1303(2) 0.0299(9) Uani 1 2 d S . .
H9A H 0.4993 0.2848 0.1026 0.036 Uiso 0.50 1 calc PR . .
H9B H 0.4993 0.2152 0.1026 0.036 Uiso 0.50 1 calc PR . .
C10 C 0.2474(6) 0.2500 0.1302(2) 0.0364(10) Uani 1 2 d S . .
H10A H 0.2083 0.2848 0.1579 0.044 Uiso 0.50 1 calc PR . .
H10B H 0.2083 0.2152 0.1579 0.044 Uiso 0.50 1 calc PR . .
C11 C 0.1457(7) 0.2500 0.0511(2) 0.0414(11) Uani 1 2 d S . .
H11A H 0.1848 0.2848 0.0234 0.050 Uiso 0.50 1 calc PR . .
H11B H 0.1848 0.2152 0.0234 0.050 Uiso 0.50 1 calc PR . .
C12 C -0.0669(8) 0.2500 0.0508(3) 0.0583(15) Uani 1 2 d S . .
H12A H -0.1233 0.2500 -0.0017 0.087 Uiso 1 2 calc SR . .
H12B H -0.1074 0.2849 0.0769 0.087 Uiso 0.50 1 calc PR . .
H12C H -0.1074 0.2151 0.0769 0.087 Uiso 0.50 1 calc PR . .
C13 C 1.0169(4) 0.61808(12) 0.24576(16) 0.0274(6) Uani 1 1 d . . .
C14 C 0.9496(4) 0.52620(12) 0.31020(15) 0.0254(6) Uani 1 1 d . . .
C15 C 0.7273(4) 0.57679(12) 0.38876(15) 0.0264(6) Uani 1 1 d . . .
C16 C 0.7839(5) 0.56728(15) 0.46437(18) 0.0360(7) Uani 1 1 d . . .
H16 H 0.9119 0.5593 0.4801 0.043 Uiso 1 1 calc R . .
C17 C 0.6500(5) 0.56966(18) 0.51686(17) 0.0444(9) Uani 1 1 d . . .
H17 H 0.6864 0.5634 0.5691 0.053 Uiso 1 1 calc R . .
C18 C 0.4641(5) 0.58111(16) 0.49343(19) 0.0415(8) Uani 1 1 d . . .
H18 H 0.3732 0.5824 0.5296 0.050 Uiso 1 1 calc R . .
C19 C 0.4098(5) 0.59072(16) 0.41791(19) 0.0404(8) Uani 1 1 d . . .
H19 H 0.2818 0.5988 0.4022 0.048 Uiso 1 1 calc R . .
C20 C 0.5416(5) 0.58865(15) 0.36466(17) 0.0350(7) Uani 1 1 d . . .
H20 H 0.5050 0.5953 0.3125 0.042 Uiso 1 1 calc R . .
C21 C 1.1026(6) 0.7500 0.3752(2) 0.0289(9) Uani 1 2 d S . .
H21A H 1.0668 0.7849 0.4036 0.035 Uiso 0.50 1 calc PR . .
H21B H 1.0668 0.7151 0.4036 0.035 Uiso 0.50 1 calc PR . .
C22 C 1.3163(6) 0.7500 0.3702(2) 0.0328(10) Uani 1 2 d S . .
H22A H 1.3514 0.7152 0.3416 0.039 Uiso 0.50 1 calc PR . .
H22B H 1.3514 0.7848 0.3416 0.039 Uiso 0.50 1 calc PR . .
C23 C 1.4270(6) 0.7500 0.4478(3) 0.0360(10) Uani 1 2 d S . .
H23A H 1.3924 0.7151 0.4764 0.043 Uiso 0.50 1 calc PR . .
H23B H 1.3924 0.7849 0.4764 0.043 Uiso 0.50 1 calc PR . .
C24 C 1.6412(7) 0.7500 0.4415(3) 0.0552(14) Uani 1 2 d S . .
H24A H 1.7069 0.7500 0.4924 0.083 Uiso 1 2 calc SR . .
H24B H 1.6764 0.7849 0.4140 0.083 Uiso 0.50 1 calc PR . .
H24C H 1.6764 0.7151 0.4140 0.083 Uiso 0.50 1 calc PR . .
C25 C 0.6672(7) 0.7500 0.2214(2) 0.0440(12) Uani 1 2 d S . .
H25A H 0.5923 0.7251 0.2532 0.053 Uiso 0.50 1 calc PR . .
H25B H 0.6162 0.7901 0.2221 0.053 Uiso 0.50 1 calc PR . .
C26 C 0.6523(10) 0.7263(3) 0.1379(4) 0.0481(18) Uani 0.50 1 d P . .
H26A H 0.7673 0.7372 0.1137 0.058 Uiso 0.50 1 calc PR . .
H26B H 0.6450 0.6832 0.1390 0.058 Uiso 0.50 1 calc PR . .
C27 C 0.4823(7) 0.7500 0.0911(3) 0.0447(12) Uani 1 2 d S . .
H27A H 0.3686 0.7414 0.1175 0.054 Uiso 0.50 1 calc PR . .
H27B H 0.4695 0.7294 0.0418 0.054 Uiso 0.50 1 calc PR . .
C28 C 0.4904(11) 0.8151(3) 0.0766(4) 0.0463(18) Uani 0.50 1 d P . .
H28A H 0.3752 0.8274 0.0468 0.069 Uiso 0.50 1 calc PR . .
H28B H 0.5994 0.8239 0.0484 0.069 Uiso 0.50 1 calc PR . .
H28C H 0.5020 0.8359 0.1250 0.069 Uiso 0.50 1 calc PR . .
C29 C 0.8990(7) 0.2500 0.2676(3) 0.0436(12) Uani 1 2 d S . .
H29A H 0.9438 0.2092 0.2699 0.052 Uiso 0.50 1 calc PR . .
H29B H 0.9590 0.2696 0.2261 0.052 Uiso 0.50 1 calc PR . .
C30 C 0.9641(10) 0.2806(3) 0.3436(3) 0.0464(17) Uani 0.50 1 d P . .
H30A H 1.1031 0.2827 0.3487 0.056 Uiso 0.50 1 calc PR . .
H30B H 0.9151 0.3210 0.3424 0.056 Uiso 0.50 1 calc PR . .
C31 C 0.8996(7) 0.2500 0.4113(3) 0.0402(11) Uani 1 2 d S . .
H31A H 0.7605 0.2511 0.4082 0.048 Uiso 1 2 calc SR . .
H31B H 0.9466 0.2717 0.4574 0.048 Uiso 0.50 1 calc PR . .
C32 C 0.9635(12) 0.1863(3) 0.4202(4) 0.052(2) Uani 0.50 1 d P . .
H32A H 0.9134 0.1695 0.4652 0.078 Uiso 0.50 1 calc PR . .
H32B H 1.1012 0.1847 0.4259 0.078 Uiso 0.50 1 calc PR . .
H32C H 0.9167 0.1642 0.3752 0.078 Uiso 0.50 1 calc PR . .
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'
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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 Sn1 C29 126.10(16) . . ?
C9 Sn1 S1 107.26(8) . . ?
C29 Sn1 S1 110.49(8) . . ?
C9 Sn1 S1 107.26(8) . 4_565 ?
C29 Sn1 S1 110.49(8) . 4_565 ?
S1 Sn1 S1 88.86(4) . 4_565 ?
C25 Sn2 C21 136.73(16) . . ?
C25 Sn2 S4 104.55(8) . 4_575 ?
C21 Sn2 S4 105.70(8) . 4_575 ?
C25 Sn2 S4 104.55(8) . . ?
C21 Sn2 S4 105.70(8) . . ?
S4 Sn2 S4 89.91(4) 4_575 . ?
C1 S1 Sn1 92.81(10) . . ?
C1 S2 C2 89.98(14) . . ?
C13 S4 Sn2 92.22(10) . . ?
C13 S5 C14 90.25(13) . . ?
C1 N1 N2 109.9(2) . . ?
C2 N2 N1 118.0(2) . . ?
C2 N2 C3 125.2(2) . . ?
N1 N2 C3 116.6(2) . . ?
C13 N3 N4 109.9(2) . . ?
C14 N4 N3 117.8(2) . . ?
C14 N4 C15 125.5(2) . . ?
N3 N4 C15 116.6(2) . . ?
N1 C1 S2 114.9(2) . . ?
N1 C1 S1 122.6(2) . . ?
S2 C1 S1 122.45(16) . . ?
N2 C2 S3 128.9(2) . . ?
N2 C2 S2 107.2(2) . . ?
S3 C2 S2 123.92(17) . . ?
C8 C3 C4 121.6(3) . . ?
C8 C3 N2 118.4(3) . . ?
C4 C3 N2 120.0(3) . . ?
C3 C4 C5 118.6(4) . . ?
C6 C5 C4 120.5(3) . . ?
C5 C6 C7 120.7(3) . . ?
C6 C7 C8 119.5(3) . . ?
C3 C8 C7 119.1(3) . . ?
C10 C9 Sn1 113.5(3) . . ?
C9 C10 C11 113.6(3) . . ?
C12 C11 C10 113.7(4) . . ?
N3 C13 S5 114.5(2) . . ?
N3 C13 S4 123.4(2) . . ?
S5 C13 S4 122.14(16) . . ?
N4 C14 S6 128.4(2) . . ?
N4 C14 S5 107.5(2) . . ?
S6 C14 S5 124.11(17) . . ?
C16 C15 C20 121.5(3) . . ?
C16 C15 N4 119.9(3) . . ?
C20 C15 N4 118.6(3) . . ?
C15 C16 C17 118.7(3) . . ?
C18 C17 C16 120.3(3) . . ?
C19 C18 C17 120.4(3) . . ?
C18 C19 C20 120.2(3) . . ?
C15 C20 C19 118.9(3) . . ?
C22 C21 Sn2 111.8(3) . . ?
C23 C22 C21 112.9(3) . . ?
C22 C23 C24 112.0(4) . . ?
C26 C25 Sn2 109.5(4) . . ?
C27 C26 C25 112.2(5) . . ?
C26 C27 C28 114.0(5) . . ?
C30 C29 Sn1 114.2(3) . . ?
C31 C30 C29 113.1(5) . . ?
C30 C31 C32 114.9(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
Sn1 C9 2.128(4) . ?
Sn1 C29 2.133(5) . ?
Sn1 S1 2.4832(7) . ?
Sn1 S1 2.4832(7) 4_565 ?
Sn2 C25 2.116(5) . ?
Sn2 C21 2.138(4) . ?
Sn2 S4 2.4894(8) 4_575 ?
Sn2 S4 2.4894(8) . ?
S1 C1 1.737(3) . ?
S2 C1 1.731(3) . ?
S2 C2 1.751(3) . ?
S3 C2 1.661(3) . ?
S4 C13 1.732(3) . ?
S5 C13 1.732(3) . ?
S5 C14 1.746(3) . ?
S6 C14 1.660(3) . ?
N1 C1 1.298(4) . ?
N1 N2 1.382(3) . ?
N2 C2 1.357(4) . ?
N2 C3 1.443(3) . ?
N3 C13 1.303(4) . ?
N3 N4 1.389(3) . ?
N4 C14 1.352(4) . ?
N4 C15 1.444(3) . ?
C3 C8 1.378(5) . ?
C3 C4 1.381(4) . ?
C4 C5 1.389(5) . ?
C5 C6 1.369(6) . ?
C6 C7 1.382(5) . ?
C7 C8 1.392(4) . ?
C9 C10 1.519(6) . ?
C10 C11 1.522(6) . ?
C11 C12 1.517(7) . ?
C15 C16 1.382(4) . ?
C15 C20 1.384(4) . ?
C16 C17 1.390(4) . ?
C17 C18 1.381(5) . ?
C18 C19 1.378(5) . ?
C19 C20 1.389(4) . ?
C21 C22 1.536(6) . ?
C22 C23 1.525(6) . ?
C23 C24 1.543(7) . ?
C25 C26 1.570(7) . ?
C26 C27 1.512(8) . ?
C27 C28 1.518(7) . ?
C29 C30 1.554(7) . ?
C30 C31 1.495(7) . ?
C31 C32 1.535(8) . ?
