#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/86/2008629.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_2008629
loop_
_publ_author_name
'Lo, Kong Mun'
'Kumar Das, V. G.'
'Ng, Seik Weng'
_publ_section_title
;
 Triphenyltin N,N-dimethylthiocarbamoylacetate,
 triphenyltin N,N-pentamethylenecarbamoylthioacetate and
 cyclopentyldiphenyltin N,N-dimethylthiocarbamoylacetate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              889
_journal_page_last               894
_journal_paper_doi               10.1107/S0108270199001286
_journal_volume                  55
_journal_year                    1999
_chemical_formula_iupac          '[Sn (C6 H5)2 (C5 H9) (C5 H8 N O3 S)]'
_chemical_formula_sum            'C22 H27 N O3 S Sn'
_chemical_formula_weight         504.20
_chemical_name_common            '[Sn(C5H9)(C6H5)2(C5H8NO3S)]'
_chemical_name_systematic
catena-poly[cyclopentyldiphenyltin-μ-(N,N-dimethylthiocarbamoylacetato)-O:O']}
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.770(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.307(2)
_cell_length_b                   17.528(2)
_cell_length_c                   21.781(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      16.0
_cell_measurement_theta_min      14.0
_cell_volume                     4655.4(13)
_computing_cell_refinement
'CELDIM in CAD-4 VAX/PC Fortran System (Enraf-Nonius, 1988)'
_computing_data_collection       'CAD-4/PC (Kretschmar, 1994)'
_computing_data_reduction        'XCAD4 (Harms, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997b)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       'ω/2θ scan'
_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  0.052
_diffrn_reflns_av_sigmaI/netI    0.081
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9449
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.50
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.208
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_correction_T_min  0.430
_exptl_absorpt_correction_type   \y-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2048
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.864
_refine_diff_density_min         -1.328
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    'H atoms: see below'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     457
_refine_ls_number_reflns         8149
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.138
_refine_ls_R_factor_gt           0.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.185
_reflns_number_gt                4611
_reflns_number_total             8149
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk1236.cif
_cod_data_source_block           loh14
_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 
;
_cod_original_cell_volume        4656.0(10)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2008629
_cod_database_fobs_code          2008629
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_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
_atom_site_type_symbol
Sn1A .09236(4) .25197(3) .36140(2) .0609(2) Uani d . 1 . . Sn
S1A .2969(3) .0399(2) .4956(2) .1270(10) Uani d . 1 . . S
O1A .2364(4) .1783(3) .3802(3) .072(2) Uani d . 1 . . O
O2A .1874(4) .0932(3) .3065(3) .072(2) Uani d . 1 . . O
O3A .4237(4) .1031(4) .4214(3) .081(2) Uani d . 1 . . O
N1A .4773(7) .1222(5) .5197(4) .092(2) Uani d . 1 . . N
C1A -.0248(5) .1649(3) .3668(3) .070(2) Uani d G 1 . . C
C2A -.1215(6) .1633(4) .3256(3) .096(3) Uani d G 1 . . C
C3A -.2009(5) .1086(5) .3322(4) .120(4) Uani d G 1 . . C
C4A -.1836(7) .0555(4) .3800(5) .139(5) Uani d G 1 . . C
C5A -.0869(8) .0572(4) .4212(4) .130(5) Uani d G 1 . . C
C6A -.0075(6) .1119(4) .4146(3) .109(4) Uani d G 1 . . C
C7A .1561(5) .3121(3) .4439(2) .068(2) Uani d G 1 . . C
C8A .2145(6) .2726(3) .4930(3) .095(3) Uani d G 1 . . C
C9A .2636(6) .3121(5) .5448(3) .112(4) Uani d G 1 . . C
C10A .2544(6) .3910(5) .5475(3) .125(4) Uani d G 1 . . C
C11A .1960(7) .4305(3) .4983(4) .128(4) Uani d G 1 . . C
C12A .1469(5) .3910(3) .4465(3) .094(3) Uani d G 1 . . C
C13A .1402(7) .2895(7) .2791(4) .089(3) Uani d D 1 . . C
C14A .2498(9) .3235(9) .2775(5) .134(5) Uani d D 1 . . C
C15A .2610(10) .3473(9) .2114(7) .184(9) Uani d D 1 . . C
C16A .1530(10) .3256(9) .1719(5) .185(9) Uani d D 1 . . C
C17A .0840(10) .2870(10) .2167(5) .145(5) Uani d D 1 . . C
C18A .2509(6) .1181(5) .3521(4) .063(2) Uani d . 1 . . C
C19A .3520(8) .0714(6) .3709(5) .094(3) Uani d . 1 . . C
C20A .4005(7) .0899(5) .4797(5) .077(3) Uani d . 1 . . C
C21A .4720(10) .1140(9) .5861(6) .148(6) Uani d . 1 . . C
C22A .5700(10) .1636(8) .5020(7) .141(5) Uani d . 1 . . C
Sn1B .18434(4) .00056(3) .22867(3) .0649(2) Uani d . 1 . . Sn
S1B .3802(3) -.2196(2) .1455(2) .1260(10) Uani d . 1 . . S
O1B .1904(5) -.0769(4) .1496(3) .081(2) Uani d . 1 . . O
O2B .0532(4) -.1565(3) .1551(3) .071(2) Uani d . 1 . . O
O3B .2576(5) -.1481(4) .0521(3) .092(2) Uani d . 1 . . O
N1B .4349(7) -.1368(6) .0532(5) .108(3) Uani d . 1 . . N
C1B .1895(5) -.0865(3) .2981(3) .078(3) Uani d G 1 . . C
C2B .1397(6) -.0748(4) .3509(4) .105(4) Uani d G 1 . . C
C3B .1432(7) -.1316(6) .3956(3) .132(5) Uani d G 1 . . C
C4B .1964(7) -.2000(5) .3876(4) .129(5) Uani d G 1 . . C
C5B .2462(6) -.2117(3) .3348(5) .112(4) Uani d G 1 . . C
C6B .2428(5) -.1549(4) .2900(3) .093(3) Uani d G 1 . . C
C7B .3371(4) .0468(3) .2101(3) .064(2) Uani d G 1 . . C
C8B .4209(5) -.0025(3) .1991(4) .102(4) Uani d G 1 . . C
C9B .5219(4) .0266(4) .1889(5) .151(6) Uani d G 1 . . C
C10B .5392(4) .1050(5) .1896(4) .132(5) Uani d G 1 . . C
C11B .4555(6) .1543(3) .2005(4) .104(3) Uani d G 1 . . C
C12B .3544(5) .1252(3) .2108(3) .077(2) Uani d G 1 . . C
C13B .0342(7) .0535(6) .1929(5) .093(3) Uani d D 1 . . C
C14B .0176(9) .0760(8) .1259(6) .142(5) Uani d D 1 . . C
C15B -.1040(10) .0958(8) .1104(8) .161(7) Uani d D 1 . . C
C16B -.1584(9) .0583(9) .1615(7) .163(8) Uani d D 1 . . C
C17B -.0691(7) .0154(7) .2039(6) .122(4) Uani d D 1 . . C
C18B .1325(7) -.1343(5) .1318(4) .066(2) Uani d . 1 . . C
C19B .1632(8) -.1759(6) .0766(5) .088(3) Uani d . 1 . . C
C20B .3571(9) -.1662(6) .0815(5) .089(3) Uani d . 1 . . C
C21B .5508(9) -.1470(10) .0779(7) .153(6) Uani d . 1 . . C
C22B .4070(10) -.0936(9) -.0032(8) .158(6) Uani d . 1 . . C
H2A -.1331 .1988 .2937 .144 Uiso calc R 1 . . H
H3A -.2655 .1075 .3047 .180 Uiso calc R 1 . . H
H4A -.2367 .0189 .3844 .208 Uiso calc R 1 . . H
H5A -.0753 .0217 .4531 .195 Uiso calc R 1 . . H
H6A .0572 .1130 .4421 .163 Uiso calc R 1 . . H
H8A .2207 .2198 .4913 .142 Uiso calc R 1 . . H
H9A .3027 .2857 .5777 .168 Uiso calc R 1 . . H
H10A .2873 .4174 .5821 .188 Uiso calc R 1 . . H
H11A .1899 .4833 .5001 .192 Uiso calc R 1 . . H
H12A .1079 .4174 .4137 .141 Uiso calc R 1 . . H
H13A .1096 .3401 .2854 .134 Uiso calc R 1 . . H
H14A .3063 .2865 .2919 .201 Uiso calc R 1 . . H
H14B .2591 .3675 .3046 .201 Uiso calc R 1 . . H
H15A .3216 .3210 .1969 .276 Uiso calc R 1 . . H
H15B .2729 .4018 .2094 .276 Uiso calc R 1 . . H
H16A .1663 .2906 .1392 .278 Uiso calc R 1 . . H
H16B .1164 .3706 .1532 .278 Uiso calc R 1 . . H
H17A .0139 .3137 .2151 .218 Uiso calc R 1 . . H
H17B .0689 .2348 .2043 .218 Uiso calc R 1 . . H
H19A .3302 .0207 .3823 .141 Uiso calc R 1 . . H
H19B .3917 .0662 .3355 .141 Uiso calc R 1 . . H
H21A .5308 .1422 .6091 .223 Uiso calc R 1 . . H
H21B .4785 .0611 .5974 .223 Uiso calc R 1 . . H
H21C .4031 .1334 .5955 .223 Uiso calc R 1 . . H
H22A .6126 .1841 .5383 .211 Uiso calc R 1 . . H
H22B .5437 .2046 .4746 .211 Uiso calc R 1 . . H
H22C .6141 .1297 .4813 .211 Uiso calc R 1 . . H
H2B .1041 -.0290 .3563 .157 Uiso calc R 1 . . H
H3B .1098 -.1238 .4310 .198 Uiso calc R 1 . . H
H4B .1987 -.2380 .4175 .193 Uiso calc R 1 . . H
H5B .2819 -.2575 .3294 .167 Uiso calc R 1 . . H
H6B .2761 -.1628 .2546 .140 Uiso calc R 1 . . H
H8B .4093 -.0549 .1986 .153 Uiso calc R 1 . . H
H9B .5780 -.0064 .1815 .227 Uiso calc R 1 . . H
H10B .6068 .1245 .1827 .197 Uiso calc R 1 . . H
H11B .4670 .2067 .2010 .156 Uiso calc R 1 . . H
H12B .2984 .1581 .2181 .116 Uiso calc R 1 . . H
H13B .0344 .1019 .2155 .139 Uiso calc R 1 . . H
H14C .0367 .0341 .1002 .213 Uiso calc R 1 . . H
H14D .0628 .1197 .1191 .213 Uiso calc R 1 . . H
H15C -.1331 .0757 .0701 .241 Uiso calc R 1 . . H
H15D -.1142 .1506 .1103 .241 Uiso calc R 1 . . H
H16C -.2150 .0232 .1437 .245 Uiso calc R 1 . . H
H16D -.1920 .0968 .1849 .245 Uiso calc R 1 . . H
H17C -.0804 .0199 .2470 .182 Uiso calc R 1 . . H
H17D -.0683 -.0382 .1930 .182 Uiso calc R 1 . . H
H19C .1757 -.2291 .0879 .132 Uiso calc R 1 . . H
H19D .1013 -.1741 .0440 .132 Uiso calc R 1 . . H
H21D .5956 -.1202 .0520 .230 Uiso calc R 1 . . H
H21E .5688 -.2000 .0788 .230 Uiso calc R 1 . . H
H21F .5640 -.1264 .1192 .230 Uiso calc R 1 . . H
H21G .4734 -.0750 -.0170 .237 Uiso calc R 1 . . H
H22H .3616 -.0513 .0044 .237 Uiso calc R 1 . . H
H22I .3690 -.1258 -.0346 .237 Uiso calc R 1 . . H
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_3
_geom_angle
_geom_angle_publ_flag
C1A Sn1A C7A . 119.0(3) yes
C1A Sn1A C13A . 123.6(3) yes
C1A Sn1A O1A . 96.1(2) yes
C1A Sn1A O2B 2 89.4(2) yes
C7A Sn1A C13A . 117.2(3) yes
C7A Sn1A O1A . 86.4(2) yes
C7A Sn1A O2B 2 88.7(2) yes
C13A Sn1A O1A . 91.8(3) yes
C13A Sn1A O2B 2 87.2(3) yes
O1A Sn1A O2B 2 174.0(2) yes
C18A O1A Sn1A . 125.1(5) yes
C18B O2B Sn1A 2_545 140.6(5) yes
C20A O3A C19A . 117.9(8) no
C20A N1A C22A . 123.9(9) no
C20A N1A C21A . 119.0(11) no
C22A N1A C21A . 117.1(11) no
C2A C1A C6A . 120.0 no
C2A C1A Sn1A . 120.7(4) no
C6A C1A Sn1A . 119.2(4) no
C1A C2A C3A . 120.0 no
C4A C3A C2A . 120.0 no
C3A C4A C5A . 120.0 no
C6A C5A C4A . 120.0 no
C5A C6A C1A . 120.0 no
C8A C7A C12A . 120.0 no
C8A C7A Sn1A . 119.6(4) no
C12A C7A Sn1A . 120.2(4) no
C7A C8A C9A . 120.0 no
C10A C9A C8A . 120.0 no
C9A C10A C11A . 120.0 no
C12A C11A C10A . 120.0 no
C11A C12A C7A . 120.0 no
C17A C13A C14A . 108.3(9) no
C17A C13A Sn1A . 130.6(8) no
C14A C13A Sn1A . 121.1(7) no
C13A C14A C15A . 109.2(9) no
C14A C15A C16A . 106.6(9) no
C15A C16A C17A . 105.3(9) no
C13A C17A C16A . 110.4(9) no
O1A C18A O2A . 124.7(8) no
O1A C18A C19A . 119.8(8) no
O2A C18A C19A . 115.5(8) no
O3A C19A C18A . 113.6(8) no
N1A C20A O3A . 108.6(8) no
N1A C20A S1A . 127.1(9) no
O3A C20A S1A . 124.2(8) no
C1B Sn1B C7B . 117.4(2) yes
C1B Sn1B C13B . 120.8(3) yes
C1B Sn1B O1B . 96.4(3) yes
C1B Sn1B O2A . 89.2(2) yes
C7B Sn1B C13B . 120.7(3) yes
C7B Sn1B O1B . 87.8(2) yes
C7B Sn1B O2A . 86.9(2) yes
C13B Sn1B O1B . 95.9(3) yes
C13B Sn1B O2A . 83.7(3) yes
O1B Sn1B O2A . 173.6(2) yes
C18B O1B Sn1B . 130.9(6) yes
C18A O2A Sn1B . 139.5(5) yes
C20B O3B C19B . 118.5(9) no
C20B N1B C22B . 120.0(10) no
C20B N1B C21B . 121.0(10) no
C22B N1B C21B . 119.0(10) no
C2B C1B C6B . 120.0 no
C2B C1B Sn1B . 120.3(4) no
C6B C1B Sn1B . 119.7(4) no
C3B C2B C1B . 120.0 no
C2B C3B C4B . 120.0 no
C5B C4B C3B . 120.0 no
C4B C5B C6B . 120.0 no
C5B C6B C1B . 120.0 no
C8B C7B C12B . 120.0 no
C8B C7B Sn1B . 119.3(3) no
C12B C7B Sn1B . 120.7(3) no
C9B C8B C7B . 120.0 no
C8B C9B C10B . 120.0 no
C11B C10B C9B . 120.0 no
C10B C11B C12B . 120.0 no
C11B C12B C7B . 120.0 no
C17B C13B C14B . 105.6(8) no
C17B C13B Sn1B . 117.8(7) no
C14B C13B Sn1B . 118.1(7) no
C13B C14B C15B . 106.0(10) no
C14B C15B C16B . 105.0(10) no
C15B C16B C17B . 107.4(9) no
C13B C17B C16B . 104.0(9) no
O1B C18B O2B . 125.1(8) no
O1B C18B C19B . 116.2(8) no
O2B C18B C19B . 118.7(8) no
O3B C19B C18B . 116.1(8) no
N1B C20B O3B . 111.0(10) no
N1B C20B S1B . 124.0(9) no
O3B C20B S1B . 124.9(8) no
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
Sn1A C1A . 2.113(5) yes
Sn1A C7A . 2.139(5) yes
Sn1A C13A . 2.068(9) yes
Sn1A O1A . 2.187(5) yes
Sn1A O2B 2 2.395(5) yes
S1A C20A . 1.620(10) no
O1A C18A . 1.250(10) no
O2A C18A . 1.260(10) no
O3A C20A . 1.360(10) no
O3A C19A . 1.430(10) no
N1A C20A . 1.320(10) no
N1A C22A . 1.440(10) no
N1A C21A . 1.470(10) no
C1A C2A . 1.3900 no
C1A C6A . 1.3900 no
C2A C3A . 1.3900 no
C3A C4A . 1.3900 no
C4A C5A . 1.3900 no
C5A C6A . 1.3900 no
C7A C8A . 1.3900 no
C7A C12A . 1.3900 no
C8A C9A . 1.3900 no
C9A C10A . 1.3900 no
C10A C11A . 1.3900 no
C11A C12A . 1.3900 no
C13A C17A . 1.441(8) no
C13A C14A . 1.479(8) no
C14A C15A . 1.520(9) no
C15A C16A . 1.525(9) no
C16A C17A . 1.536(9) no
C18A C19A . 1.500(10) no
Sn1B C1B . 2.142(5) yes
Sn1B C7B . 2.136(4) yes
Sn1B C13B . 2.119(9) yes
Sn1B O1B . 2.202(6) yes
Sn1B O2A . 2.344(6) yes
S1B C20B . 1.670(10) no
O1B C18B . 1.263(9) no
O2B C18B . 1.223(9) no
O3B C20B . 1.340(10) no
O3B C19B . 1.430(10) no
N1B C20B . 1.310(10) no
N1B C22B . 1.44(2) no
N1B C21B . 1.470(10) no
C1B C2B . 1.3900 no
C1B C6B . 1.3900 no
C2B C3B . 1.3900 no
C3B C4B . 1.3900 no
C4B C5B . 1.3900 no
C5B C6B . 1.3900 no
C7B C8B . 1.3900 no
C7B C12B . 1.3900 no
C8B C9B . 1.3900 no
C9B C10B . 1.3900 no
C10B C11B . 1.3900 no
C11B C12B . 1.3900 no
C13B C17B . 1.485(8) no
C13B C14B . 1.499(9) no
C14B C15B . 1.523(9) no
C15B C16B . 1.527(9) no
C16B C17B . 1.534(9) no
C18B C19B . 1.500(10) no
