#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/92/2229292.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2229292
loop_
_publ_author_name
'Najafi, Ezzatollah'
'Amini, Mostafa M.'
'Ng, Seik Weng'
_publ_section_title
;
 Di-μ₂-methanolato-bis(μ-4-methyl-5-sulfanylidene-4,5-dihydro-1H-1,2,4-triazolido-κ²N¹:N²)di-μ₃-oxido-tetrakis[dimethyltin(IV)]
;
_journal_coeditor_code           XU5141
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m242
_journal_paper_doi               10.1107/S1600536811001905
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Sn4 (C H3)8 (C3 H4 N3 S)2 (C H3 O)2 O2]'
_chemical_formula_moiety         'C16 H38 N6 O4 S2 Sn4'
_chemical_formula_sum            'C16 H38 N6 O4 S2 Sn4'
_chemical_formula_weight         917.40
_chemical_name_systematic
;
Di-μ₂-methanolato-bis(μ-4-methyl-5-sulfanylidene-4,5-dihydro-1H-
1,2,4-triazolido-κ²N¹:N²)di-μ₃-oxido-
tetrakis[dimethyltin(IV)]
;
_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                71.681(7)
_cell_angle_beta                 76.780(6)
_cell_angle_gamma                77.118(7)
_cell_formula_units_Z            1
_cell_length_a                   7.3693(6)
_cell_length_b                   9.3457(8)
_cell_length_c                   11.9930(9)
_cell_measurement_reflns_used    3945
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.2
_cell_measurement_theta_min      2.3
_cell_volume                     753.07(11)
_computing_cell_refinement       'CrysAlis PRO (Agilent Technologies, 2010)'
_computing_data_collection       'CrysAlis PRO (Agilent Technologies, 2010)'
_computing_data_reduction        'CrysAlis PRO (Agilent Technologies, 2010)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4041
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type
'Agilent SuperNova Dual diffractometer with an Atlas detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  Mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5805
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.33
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.447
_exptl_absorpt_correction_T_max  0.5456
_exptl_absorpt_correction_T_min  0.4245
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2010)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.023
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.834
_refine_diff_density_min         -0.767
_refine_ls_extinction_coef       0.0086(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     152
_refine_ls_number_reflns         3328
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0238
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0144P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0433
_refine_ls_wR_factor_ref         0.0465
_reflns_number_gt                2919
_reflns_number_total             3328
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu5141.cif
_cod_data_source_block           I
_cod_database_code               2229292
_cod_database_fobs_code          2229292
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn Sn1 0.23531(3) 0.50079(2) 0.258264(16) 0.01270(7) Uani d . 1 . .
Sn Sn2 0.57195(3) 0.31342(2) 0.021831(16) 0.01318(7) Uani d . 1 . .
S S1 0.14046(14) 0.21699(10) 0.54808(7) 0.0233(2) Uani d . 1 . .
O O1 0.2321(3) 0.7285(2) 0.13758(16) 0.0188(5) Uani d . 1 . .
O O2 0.3998(3) 0.4777(2) 0.10279(16) 0.0154(5) Uani d . 1 . .
N N1 0.3105(4) 0.2459(3) 0.3171(2) 0.0156(6) Uani d . 1 . .
N N2 0.4081(4) 0.1541(3) 0.2438(2) 0.0200(6) Uani d . 1 . .
N N3 0.3234(4) 0.0093(3) 0.4248(2) 0.0170(6) Uani d . 1 . .
C C1 -0.0559(5) 0.5013(4) 0.2716(3) 0.0196(7) Uani d . 1 . .
H H1A -0.1291 0.5928 0.2934 0.029 Uiso calc R 1 . .
H H1B -0.0926 0.4099 0.3329 0.029 Uiso calc R 1 . .
H H1C -0.0808 0.5014 0.1948 0.029 Uiso calc R 1 . .
C C2 0.3814(5) 0.5474(4) 0.3718(3) 0.0206(7) Uani d . 1 . .
H H2A 0.3203 0.6445 0.3888 0.031 Uiso calc R 1 . .
H H2B 0.5127 0.5542 0.3327 0.031 Uiso calc R 1 . .
H H2C 0.3791 0.4651 0.4465 0.031 Uiso calc R 1 . .
C C3 0.4119(5) 0.0140(4) 0.3117(3) 0.0203(7) Uani d . 1 . .
H H3A 0.4696 -0.0738 0.2852 0.024 Uiso calc R 1 . .
C C4 0.2588(5) 0.1574(3) 0.4269(2) 0.0158(7) Uani d . 1 . .
C C5 0.2958(5) -0.1263(3) 0.5236(2) 0.0220(8) Uani d . 1 . .
H H5A 0.2864 -0.1025 0.5989 0.033 Uiso calc R 1 . .
H H5B 0.4033 -0.2079 0.5155 0.033 Uiso calc R 1 . .
H H5C 0.1793 -0.1599 0.5231 0.033 Uiso calc R 1 . .
C C6 0.7959(5) 0.2468(4) 0.1196(3) 0.0234(8) Uani d . 1 . .
H H6A 0.7568 0.2827 0.1912 0.035 Uiso calc R 1 . .
H H6B 0.9060 0.2915 0.0701 0.035 Uiso calc R 1 . .
H H6C 0.8288 0.1351 0.1427 0.035 Uiso calc R 1 . .
C C7 0.3661(5) 0.2266(4) -0.0232(3) 0.0218(7) Uani d . 1 . .
H H7A 0.2444 0.2463 0.0280 0.033 Uiso calc R 1 . .
H H7B 0.4044 0.1162 -0.0117 0.033 Uiso calc R 1 . .
H H7C 0.3538 0.2769 -0.1068 0.033 Uiso calc R 1 . .
C C8 0.1025(5) 0.8628(3) 0.1446(3) 0.0236(8) Uani d . 1 . .
H H8A 0.0946 0.8810 0.2218 0.035 Uiso calc R 1 . .
H H8B -0.0223 0.8510 0.1364 0.035 Uiso calc R 1 . .
H H8C 0.1450 0.9496 0.0804 0.035 Uiso calc R 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Sn1 C2 . . 113.32(11) ?
O2 Sn1 C1 . . 115.63(10) ?
C2 Sn1 C1 . . 130.58(13) ?
O2 Sn1 O1 . . 73.45(8) ?
C2 Sn1 O1 . . 92.65(10) ?
C1 Sn1 O1 . . 94.71(11) ?
O2 Sn1 N1 . . 83.59(8) ?
C2 Sn1 N1 . . 96.97(11) ?
C1 Sn1 N1 . . 94.75(11) ?
O1 Sn1 N1 . . 157.03(8) ?
O2 Sn2 O2 2_665 . 74.62(8) ?
O2 Sn2 C7 2_665 . 106.60(11) ?
O2 Sn2 C7 . . 100.71(11) ?
O2 Sn2 C6 2_665 . 109.11(11) ?
O2 Sn2 C6 . . 99.99(10) ?
C7 Sn2 C6 . . 142.30(13) ?
O2 Sn2 O1 2_665 2_665 71.73(7) ?
O2 Sn2 O1 . 2_665 146.35(8) ?
C7 Sn2 O1 . 2_665 89.12(11) ?
C6 Sn2 O1 . 2_665 90.78(11) ?
O2 Sn2 N2 2_665 . 148.29(8) ?
O2 Sn2 N2 . . 73.68(7) ?
C7 Sn2 N2 . . 78.86(10) ?
C6 Sn2 N2 . . 77.22(11) ?
O1 Sn2 N2 2_665 . 139.97(7) ?
C8 O1 Sn1 . . 128.80(18) ?
C8 O1 Sn2 . 2_665 126.87(17) ?
Sn1 O1 Sn2 . 2_665 102.34(8) ?
Sn1 O2 Sn2 . 2_665 112.30(9) ?
Sn1 O2 Sn2 . . 142.18(10) ?
Sn2 O2 Sn2 2_665 . 105.38(8) ?
C4 N1 N2 . . 109.3(2) ?
C4 N1 Sn1 . . 125.19(19) ?
N2 N1 Sn1 . . 125.43(17) ?
C3 N2 N1 . . 105.4(2) ?
C3 N2 Sn2 . . 139.7(2) ?
N1 N2 Sn2 . . 114.07(17) ?
C3 N3 C4 . . 106.5(2) ?
C3 N3 C5 . . 127.0(3) ?
C4 N3 C5 . . 126.5(3) ?
Sn1 C1 H1A . . 109.5 ?
Sn1 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
Sn1 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
Sn1 C2 H2A . . 109.5 ?
Sn1 C2 H2B . . 109.5 ?
H2A C2 H2B . . 109.5 ?
Sn1 C2 H2C . . 109.5 ?
H2A C2 H2C . . 109.5 ?
H2B C2 H2C . . 109.5 ?
N2 C3 N3 . . 111.7(3) ?
N2 C3 H3A . . 124.2 ?
N3 C3 H3A . . 124.2 ?
N1 C4 N3 . . 107.2(2) ?
N1 C4 S1 . . 126.7(2) ?
N3 C4 S1 . . 126.0(2) ?
N3 C5 H5A . . 109.5 ?
N3 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
N3 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
Sn2 C6 H6A . . 109.5 ?
Sn2 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
Sn2 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
Sn2 C7 H7A . . 109.5 ?
Sn2 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
Sn2 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
O1 C8 H8A . . 109.5 ?
O1 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
O1 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Sn1 O2 . 2.0235(19) ?
Sn1 C2 . 2.110(3) ?
Sn1 C1 . 2.114(3) ?
Sn1 O1 . 2.1637(19) ?
Sn1 N1 . 2.239(2) ?
Sn2 O2 2_665 2.0717(19) ?
Sn2 O2 . 2.1014(19) ?
Sn2 C7 . 2.110(3) ?
Sn2 C6 . 2.110(3) ?
Sn2 O1 2_665 2.202(2) ?
Sn2 N2 . 2.757(3) ?
S1 C4 . 1.702(3) ?
O1 C8 . 1.410(4) ?
O1 Sn2 2_665 2.202(2) ?
O2 Sn2 2_665 2.0717(19) ?
N1 C4 . 1.338(4) ?
N1 N2 . 1.392(3) ?
N2 C3 . 1.304(4) ?
N3 C3 . 1.356(4) ?
N3 C4 . 1.366(4) ?
N3 C5 . 1.453(4) ?
C1 H1A . 0.9800 ?
C1 H1B . 0.9800 ?
C1 H1C . 0.9800 ?
C2 H2A . 0.9800 ?
C2 H2B . 0.9800 ?
C2 H2C . 0.9800 ?
C3 H3A . 0.9500 ?
C5 H5A . 0.9800 ?
C5 H5B . 0.9800 ?
C5 H5C . 0.9800 ?
C6 H6A . 0.9800 ?
C6 H6B . 0.9800 ?
C6 H6C . 0.9800 ?
C7 H7A . 0.9800 ?
C7 H7B . 0.9800 ?
C7 H7C . 0.9800 ?
C8 H8A . 0.9800 ?
C8 H8B . 0.9800 ?
C8 H8C . 0.9800 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 Sn1 O1 C8 . . . . 161.3(3) ?
C2 Sn1 O1 C8 . . . . -85.1(3) ?
C1 Sn1 O1 C8 . . . . 46.0(3) ?
N1 Sn1 O1 C8 . . . . 160.0(3) ?
O2 Sn1 O1 Sn2 . . . 2_665 -3.20(8) ?
C2 Sn1 O1 Sn2 . . . 2_665 110.35(12) ?
C1 Sn1 O1 Sn2 . . . 2_665 -118.56(11) ?
N1 Sn1 O1 Sn2 . . . 2_665 -4.5(3) ?
C2 Sn1 O2 Sn2 . . . 2_665 -82.07(13) ?
C1 Sn1 O2 Sn2 . . . 2_665 90.87(13) ?
O1 Sn1 O2 Sn2 . . . 2_665 3.60(9) ?
N1 Sn1 O2 Sn2 . . . 2_665 -176.92(12) ?
C2 Sn1 O2 Sn2 . . . . 92.7(2) ?
C1 Sn1 O2 Sn2 . . . . -94.4(2) ?
O1 Sn1 O2 Sn2 . . . . 178.3(2) ?
N1 Sn1 O2 Sn2 . . . . -2.17(19) ?
O2 Sn2 O2 Sn1 2_665 . . . -175.0(3) ?
C7 Sn2 O2 Sn1 . . . . 80.6(2) ?
C6 Sn2 O2 Sn1 . . . . -67.7(2) ?
O1 Sn2 O2 Sn1 2_665 . . . -174.57(14) ?
N2 Sn2 O2 Sn1 . . . . 5.68(17) ?
O2 Sn2 O2 Sn2 2_665 . . 2_665 0.0 ?
C7 Sn2 O2 Sn2 . . . 2_665 -104.44(12) ?
C6 Sn2 O2 Sn2 . . . 2_665 107.23(12) ?
O1 Sn2 O2 Sn2 2_665 . . 2_665 0.4(2) ?
N2 Sn2 O2 Sn2 . . . 2_665 -179.36(12) ?
O2 Sn1 N1 C4 . . . . 176.5(3) ?
C2 Sn1 N1 C4 . . . . 63.7(3) ?
C1 Sn1 N1 C4 . . . . -68.2(3) ?
O1 Sn1 N1 C4 . . . . 177.8(2) ?
O2 Sn1 N1 N2 . . . . -7.7(2) ?
C2 Sn1 N1 N2 . . . . -120.5(3) ?
C1 Sn1 N1 N2 . . . . 107.6(3) ?
O1 Sn1 N1 N2 . . . . -6.4(4) ?
C4 N1 N2 C3 . . . . -0.1(4) ?
Sn1 N1 N2 C3 . . . . -176.4(2) ?
C4 N1 N2 Sn2 . . . . -171.7(2) ?
Sn1 N1 N2 Sn2 . . . . 11.9(3) ?
O2 Sn2 N2 C3 2_665 . . . -177.7(3) ?
O2 Sn2 N2 C3 . . . . -176.5(4) ?
C7 Sn2 N2 C3 . . . . 78.7(4) ?
C6 Sn2 N2 C3 . . . . -71.9(4) ?
O1 Sn2 N2 C3 2_665 . . . 3.7(4) ?
O2 Sn2 N2 N1 2_665 . . . -10.1(3) ?
O2 Sn2 N2 N1 . . . . -8.9(2) ?
C7 Sn2 N2 N1 . . . . -113.7(2) ?
C6 Sn2 N2 N1 . . . . 95.6(2) ?
O1 Sn2 N2 N1 2_665 . . . 171.27(18) ?
N1 N2 C3 N3 . . . . -0.2(4) ?
Sn2 N2 C3 N3 . . . . 168.0(2) ?
C4 N3 C3 N2 . . . . 0.4(4) ?
C5 N3 C3 N2 . . . . 178.3(3) ?
N2 N1 C4 N3 . . . . 0.3(4) ?
Sn1 N1 C4 N3 . . . . 176.7(2) ?
N2 N1 C4 S1 . . . . 178.7(2) ?
Sn1 N1 C4 S1 . . . . -5.0(4) ?
C3 N3 C4 N1 . . . . -0.5(4) ?
C5 N3 C4 N1 . . . . -178.4(3) ?
C3 N3 C4 S1 . . . . -178.8(3) ?
C5 N3 C4 S1 . . . . 3.3(5) ?
