#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/82/2208286.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_2208286
loop_
_publ_author_name
'Shao-Wen Chen'
'Han-Dong Yin'
_publ_section_title
;
 Dimethyl[2-oxido-1-benzaldehyde (2-thienylcarbonyl)hydrazonato]tin(IV)
;
_journal_coeditor_code           CI2009
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m656
_journal_page_last               m657
_journal_paper_doi               10.1107/S1600536806006702
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Sn (C H3)2 (C12 H8 N2 O2 S)]'
_chemical_formula_moiety         'C14 H14 N2 O2 S Sn'
_chemical_formula_sum            'C14 H14 N2 O2 S Sn'
_chemical_formula_weight         393.02
_chemical_name_systematic
;
Dimethyl[2-oxido-1-benzaldehyde (2-thienylcarbonyl)hydrazonato]tin(IV)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 120.594(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   25.644(5)
_cell_length_b                   9.701(2)
_cell_length_c                   14.051(3)
_cell_measurement_reflns_used    4148
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.108
_cell_measurement_theta_min      2.293
_cell_volume                     3008.9(11)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Siemens SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_sigmaI/netI    0.0428
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7625
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.85
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.839
_exptl_absorpt_correction_T_max  0.6564
_exptl_absorpt_correction_T_min  0.6270
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.681
_refine_ls_extinction_coef       0.0043(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2656
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0293
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0477P)²+0.7212P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0738
_refine_ls_wR_factor_ref         0.0827
_reflns_number_gt                2151
_reflns_number_total             2656
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2009.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/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 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        3009.1(11)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2208286
loop_
_symmetry_equiv_pos_as_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_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
Sn Sn1 0.048315(11) 0.27946(3) 1.020054(19) 0.03886(14) Uani d . 1
N N1 0.01878(12) 0.0950(3) 0.9179(2) 0.0349(7) Uani d . 1
N N2 0.06107(13) -0.0095(3) 0.9467(2) 0.0376(7) Uani d . 1
O O1 0.12024(12) 0.1269(3) 1.0986(2) 0.0523(7) Uani d . 1
O O2 -0.03879(12) 0.3500(3) 0.9082(2) 0.0521(7) Uani d . 1
S S1 0.15173(5) -0.22404(11) 0.99530(9) 0.0539(3) Uani d . 1
C C1 0.11107(16) 0.0181(4) 1.0394(3) 0.0370(8) Uani d . 1
C C2 0.15988(15) -0.0829(4) 1.0761(3) 0.0391(8) Uani d . 1
C C3 0.21560(16) -0.0837(4) 1.1713(3) 0.0467(10) Uani d . 1
H H3 0.2285 -0.0161 1.2256 0.056 Uiso calc R 1
C C4 0.2510(2) -0.1982(5) 1.1778(4) 0.0616(13) Uani d . 1
H H4 0.2899 -0.2146 1.2369 0.074 Uiso calc R 1
C C5 0.2225(2) -0.2813(5) 1.0887(5) 0.0607(13) Uani d . 1
H H5 0.2395 -0.3610 1.0794 0.073 Uiso calc R 1
C C6 -0.03252(16) 0.0748(4) 0.8280(3) 0.0370(8) Uani d . 1
H H6 -0.0366 -0.0080 0.7916 0.044 Uiso calc R 1
C C7 -0.08356(16) 0.1645(4) 0.7783(3) 0.0365(8) Uani d . 1
C C8 -0.08526(18) 0.2962(4) 0.8193(3) 0.0398(9) Uani d . 1
C C9 -0.13876(18) 0.3717(4) 0.7621(3) 0.0502(10) Uani d . 1
H H9 -0.1407 0.4589 0.7876 0.060 Uiso calc R 1
C C10 -0.1884(2) 0.3209(5) 0.6696(3) 0.0583(12) Uani d . 1
H H10 -0.2233 0.3743 0.6331 0.070 Uiso calc R 1
C C11 -0.1875(2) 0.1908(5) 0.6295(3) 0.0566(12) Uani d . 1
H H11 -0.2216 0.1558 0.5673 0.068 Uiso calc R 1
C C12 -0.13538(17) 0.1152(4) 0.6835(3) 0.0473(10) Uani d . 1
H H12 -0.1342 0.0284 0.6566 0.057 Uiso calc R 1
C C13 0.0395(2) 0.3048(4) 1.1600(3) 0.0551(11) Uani d . 1
H H13A 0.0322 0.4001 1.1674 0.083 Uiso calc R 1
H H13B 0.0762 0.2756 1.2248 0.083 Uiso calc R 1
H H13C 0.0062 0.2502 1.1517 0.083 Uiso calc R 1
C C14 0.0958(2) 0.4062(4) 0.9684(4) 0.0632(12) Uani d . 1
H H14A 0.0804 0.3924 0.8910 0.095 Uiso calc R 1
H H14B 0.1380 0.3832 1.0093 0.095 Uiso calc R 1
H H14C 0.0905 0.5010 0.9815 0.095 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'
Sn Sn -0.6537 1.4246 '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_publ_flag
O2 Sn1 C14 97.69(16) y
O2 Sn1 C13 94.77(15) y
C14 Sn1 C13 127.60(18) y
O2 Sn1 N1 83.86(10) y
C14 Sn1 N1 108.79(15) y
C13 Sn1 N1 123.08(14) y
O2 Sn1 O1 155.62(10) y
C14 Sn1 O1 94.76(16) y
C13 Sn1 O1 94.09(14) y
N1 Sn1 O1 72.29(10) y
C6 N1 N2 115.5(3) ?
C6 N1 Sn1 127.5(2) ?
N2 N1 Sn1 116.8(2) ?
C1 N2 N1 111.5(3) ?
C1 O1 Sn1 113.6(2) ?
C8 O2 Sn1 133.5(2) ?
C5 S1 C2 91.5(2) ?
O1 C1 N2 125.0(3) ?
O1 C1 C2 118.6(3) ?
N2 C1 C2 116.3(3) ?
C3 C2 C1 128.8(4) ?
C3 C2 S1 110.8(3) ?
C1 C2 S1 120.4(3) ?
C2 C3 C4 112.6(4) ?
C2 C3 H3 123.7 ?
C4 C3 H3 123.7 ?
C5 C4 C3 112.5(4) ?
C5 C4 H4 123.7 ?
C3 C4 H4 123.7 ?
C4 C5 S1 112.5(3) ?
C4 C5 H5 123.7 ?
S1 C5 H5 123.7 ?
N1 C6 C7 127.6(3) ?
N1 C6 H6 116.2 ?
C7 C6 H6 116.2 ?
C12 C7 C8 119.0(3) ?
C12 C7 C6 116.6(3) ?
C8 C7 C6 124.4(3) ?
O2 C8 C9 119.2(3) ?
O2 C8 C7 123.0(3) ?
C9 C8 C7 117.8(3) ?
C10 C9 C8 121.8(4) ?
C10 C9 H9 119.1 ?
C8 C9 H9 119.1 ?
C9 C10 C11 120.9(4) ?
C9 C10 H10 119.6 ?
C11 C10 H10 119.6 ?
C12 C11 C10 118.4(4) ?
C12 C11 H11 120.8 ?
C10 C11 H11 120.8 ?
C11 C12 C7 122.1(4) ?
C11 C12 H12 119.0 ?
C7 C12 H12 119.0 ?
Sn1 C13 H13A 109.5 ?
Sn1 C13 H13B 109.5 ?
H13A C13 H13B 109.5 ?
Sn1 C13 H13C 109.5 ?
H13A C13 H13C 109.5 ?
H13B C13 H13C 109.5 ?
Sn1 C14 H14A 109.5 ?
Sn1 C14 H14B 109.5 ?
H14A C14 H14B 109.5 ?
Sn1 C14 H14C 109.5 ?
H14A C14 H14C 109.5 ?
H14B C14 H14C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Sn1 O2 2.087(3) y
Sn1 C14 2.102(4) y
Sn1 C13 2.105(4) y
Sn1 N1 2.175(3) y
Sn1 O1 2.177(3) y
N1 C6 1.293(4) y
N1 N2 1.386(4) y
N2 C1 1.309(4) y
O1 C1 1.290(4) ?
O2 C8 1.318(5) ?
S1 C5 1.702(5) ?
S1 C2 1.722(4) ?
C1 C2 1.461(5) ?
C2 C3 1.374(5) ?
C3 C4 1.409(6) ?
C3 H3 0.93 ?
C4 C5 1.349(7) ?
C4 H4 0.93 ?
C5 H5 0.93 ?
C6 C7 1.424(5) ?
C6 H6 0.93 ?
C7 C12 1.403(5) ?
C7 C8 1.410(5) ?
C8 C9 1.394(5) ?
C9 C10 1.367(6) ?
C9 H9 0.93 ?
C10 C11 1.388(6) ?
C10 H10 0.93 ?
C11 C12 1.367(6) ?
C11 H11 0.93 ?
C12 H12 0.93 ?
C13 H13A 0.96 ?
C13 H13B 0.96 ?
C13 H13C 0.96 ?
C14 H14A 0.96 ?
C14 H14B 0.96 ?
C14 H14C 0.96 ?
