#------------------------------------------------------------------------------
#$Date: 2016-03-25 12:48:47 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179816 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/12/7011264.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_7011264
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            'C16 H18 N3 S3 Sn'
_chemical_formula_weight         467.20
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.2220(18)
_cell_angle_beta                 96.477(2)
_cell_angle_gamma                119.3620(16)
_cell_formula_units_Z            2
_cell_length_a                   9.5700(3)
_cell_length_b                   9.6900(3)
_cell_length_c                   12.5000(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     933.74(6)
_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 0.991
_diffrn_measured_fraction_theta_max 0.991
_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  0.0384
_diffrn_reflns_av_sigmaI/netI    0.0565
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12587
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.63
_exptl_absorpt_coefficient_mu    1.705
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             466
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       0.0039(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         4265
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0302
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0081P)²+0.4083P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0550
_refine_ls_wR_factor_ref         0.0589
_reflns_number_gt                3677
_reflns_number_total             4265
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b109726a.txt
_cod_data_source_block           k00kcm17
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_cell_volume        933.74(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7011264
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.13873(2) 0.30273(2) 0.374821(14) 0.02073(8) Uani 1 1 d . . .
S1 S 0.35939(8) 0.35391(9) 0.54981(6) 0.02456(16) Uani 1 1 d . . .
S2 S 0.36626(8) 0.38139(8) 0.79672(5) 0.02462(15) Uani 1 1 d . . .
S3 S 0.16777(10) 0.31739(11) 0.96833(6) 0.03750(19) Uani 1 1 d . . .
N1 N 0.1086(2) 0.3051(3) 0.64638(17) 0.0206(5) Uani 1 1 d . . .
N2 N 0.0684(2) 0.2989(3) 0.75030(17) 0.0206(5) Uani 1 1 d . . .
N3 N -0.0924(3) 0.2306(3) 0.19813(19) 0.0271(5) Uani 1 1 d . . .
C1 C 0.1881(3) 0.5532(3) 0.4374(2) 0.0305(6) Uani 1 1 d . . .
H1A H 0.0828 0.5481 0.4202 0.046 Uiso 1 1 calc R . .
H1B H 0.2637 0.6217 0.3995 0.046 Uiso 1 1 calc R . .
H1C H 0.2404 0.6052 0.5212 0.046 Uiso 1 1 calc R . .
C2 C -0.0762(3) 0.0891(3) 0.3839(2) 0.0255(6) Uani 1 1 d . . .
H2A H -0.1513 0.1228 0.4102 0.038 Uiso 1 1 calc R . .
H2B H -0.0415 0.0477 0.4385 0.038 Uiso 1 1 calc R . .
H2C H -0.1346 -0.0015 0.3071 0.038 Uiso 1 1 calc R . .
C3 C 0.2576(3) 0.2451(3) 0.2512(2) 0.0285(6) Uani 1 1 d . . .
H3A H 0.1942 0.1218 0.2087 0.043 Uiso 1 1 calc R . .
H3B H 0.3719 0.2843 0.2914 0.043 Uiso 1 1 calc R . .
H3C H 0.2614 0.3027 0.1968 0.043 Uiso 1 1 calc R . .
C4 C 0.2613(3) 0.3436(3) 0.6577(2) 0.0196(5) Uani 1 1 d . . .
C5 C 0.1856(3) 0.3301(3) 0.8401(2) 0.0231(6) Uani 1 1 d . . .
C6 C -0.1047(3) 0.2373(3) 0.7451(2) 0.0224(6) Uani 1 1 d . . .
C7 C -0.1431(3) 0.3283(4) 0.8281(2) 0.0287(6) Uani 1 1 d . . .
H7 H -0.0571 0.4306 0.8891 0.034 Uiso 1 1 calc R . .
C8 C -0.3105(4) 0.2663(4) 0.8200(3) 0.0368(7) Uani 1 1 d . . .
H8 H -0.3399 0.3259 0.8766 0.044 Uiso 1 1 calc R . .
C9 C -0.4347(4) 0.1188(4) 0.7302(3) 0.0395(7) Uani 1 1 d . . .
H9 H -0.5489 0.0777 0.7254 0.047 Uiso 1 1 calc R . .
C10 C -0.3941(3) 0.0310(4) 0.6478(3) 0.0334(7) Uani 1 1 d . . .
H10 H -0.4801 -0.0700 0.5859 0.040 Uiso 1 1 calc R . .
C11 C -0.2280(3) 0.0900(3) 0.6552(2) 0.0262(6) Uani 1 1 d . . .
H11 H -0.1991 0.0296 0.5988 0.031 Uiso 1 1 calc R . .
C12 C -0.1985(4) 0.2801(4) 0.2096(3) 0.0439(8) Uani 1 1 d . . .
H12 H -0.1634 0.3798 0.2736 0.053 Uiso 1 1 calc R . .
C13 C -0.3564(4) 0.1961(4) 0.1347(3) 0.0478(9) Uani 1 1 d . . .
H13 H -0.4258 0.2391 0.1479 0.057 Uiso 1 1 calc R . .
C14 C -0.4143(3) 0.0499(3) 0.0407(2) 0.0270(6) Uani 1 1 d . . .
C15 C -0.3037(4) -0.0013(5) 0.0278(3) 0.0498(9) Uani 1 1 d . . .
H15 H -0.3356 -0.1011 -0.0351 0.060 Uiso 1 1 calc R . .
C16 C -0.1468(4) 0.0921(5) 0.1061(3) 0.0476(9) Uani 1 1 d . . .
H16 H -0.0728 0.0549 0.0934 0.057 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'
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
C2 Sn1 C1 122.82(11) . . ?
C2 Sn1 C3 115.59(10) . . ?
C1 Sn1 C3 118.54(11) . . ?
C2 Sn1 S1 98.51(7) . . ?
C1 Sn1 S1 95.31(8) . . ?
C3 Sn1 S1 93.52(7) . . ?
C4 S1 Sn1 103.34(8) . . ?
C5 S2 C4 90.55(12) . . ?
C4 N1 N2 109.9(2) . . ?
C5 N2 N1 118.33(19) . . ?
C5 N2 C6 125.8(2) . . ?
N1 N2 C6 115.40(19) . . ?
C12 N3 C16 115.3(2) . . ?
N1 C4 S1 125.82(19) . . ?
N1 C4 S2 113.81(18) . . ?
S1 C4 S2 120.35(14) . . ?
N2 C5 S3 128.47(19) . . ?
N2 C5 S2 107.28(17) . . ?
S3 C5 S2 124.21(15) . . ?
C11 C6 C7 121.6(2) . . ?
C11 C6 N2 118.7(2) . . ?
C7 C6 N2 119.8(2) . . ?
C8 C7 C6 118.3(3) . . ?
C9 C8 C7 120.5(3) . . ?
C10 C9 C8 120.4(3) . . ?
C9 C10 C11 119.9(3) . . ?
C6 C11 C10 119.4(2) . . ?
N3 C12 C13 124.2(3) . . ?
C12 C13 C14 120.4(3) . . ?
C13 C14 C15 115.6(2) . . ?
C13 C14 C14 122.8(3) . 2_455 ?
C15 C14 C14 121.5(3) . 2_455 ?
C16 C15 C14 120.1(3) . . ?
N3 C16 C15 124.3(3) . . ?
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 C2 2.128(2) . ?
Sn1 C1 2.126(3) . ?
Sn1 C3 2.136(2) . ?
Sn1 S1 2.6174(7) . ?
S1 C4 1.725(2) . ?
S2 C5 1.744(3) . ?
S2 C4 1.753(2) . ?
S3 C5 1.661(3) . ?
N1 C4 1.298(3) . ?
N1 N2 1.404(3) . ?
N2 C5 1.347(3) . ?
N2 C6 1.446(3) . ?
N3 C12 1.324(3) . ?
N3 C16 1.329(4) . ?
C6 C11 1.378(4) . ?
C6 C7 1.383(3) . ?
C7 C8 1.388(4) . ?
C8 C9 1.380(4) . ?
C9 C10 1.375(4) . ?
C10 C11 1.382(4) . ?
C12 C13 1.378(4) . ?
C13 C14 1.381(4) . ?
C14 C15 1.380(4) . ?
C14 C14 1.487(5) 2_455 ?
C15 C16 1.379(4) . ?
