#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/28/2012840.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_2012840
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  m413
_journal_page_last  m417
_publ_section_title
;
(4-Nitrophenylsulfanylmethyl)triphenylstannane and
(4-nitrophenylsulfonylmethyl)triphenylstannane: R~2~^2^(X) rings (X is
10, 18 or 24) and C-H...\p interactions
;
loop_
_publ_author_name
  'Skakle, Janet M. S.'
  'Wardell, James L.'
  'Wardell, Solange M. S. V.'
_chemical_formula_moiety  'C25 H21 N O4 S Sn'
_chemical_formula_sum  'C25 H21 N O4 S Sn'
_chemical_formula_iupac  '[Sn (C6 H5)3 (C7 H6 N O4 S)]'
_chemical_formula_weight  550.18
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  6.8715(4)
_cell_length_b  9.9680(5)
_cell_length_c  17.6403(10)
_cell_angle_alpha  81.0264(19)
_cell_angle_beta  89.4798(19)
_cell_angle_gamma  72.5146(17)
_cell_volume  1137.42(11)
_cell_formula_units_Z  2
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.606
_diffrn_ambient_temperature  120(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
  N1 -0.1272(2) 0.78849(14) -0.07945(7) 0.0229(3) Uani d . 1 . . N
  O1 -0.1909(2) 0.68648(14) -0.07962(8) 0.0338(3) Uani d . 1 . . O
  O2 -0.21350(19) 0.90812(13) -0.11411(7) 0.0320(3) Uani d . 1 . . O
  C1 0.4041(2) 0.73397(15) 0.05258(8) 0.0173(3) Uani d . 1 . . C
  C2 0.3224(2) 0.86023(16) 0.00211(8) 0.0200(3) Uani d . 1 . . C
  H2 0.3849 0.9339 -0.0018 0.024 Uiso calc R 1 . . H
  C3 0.1485(2) 0.87784(16) -0.04253(8) 0.0200(3) Uani d . 1 . . C
  H3 0.0903 0.9632 -0.0776 0.024 Uiso calc R 1 . . H
  C4 0.0622(2) 0.76800(16) -0.03473(8) 0.0190(3) Uani d . 1 . . C
  C5 0.1449(3) 0.64027(17) 0.01373(10) 0.0260(3) Uani d . 1 . . C
  H5 0.0838 0.5659 0.0167 0.031 Uiso calc R 1 . . H
  C6 0.3187(2) 0.62317(16) 0.05790(9) 0.0240(3) Uani d . 1 . . C
  H6 0.3792 0.5363 0.0916 0.029 Uiso calc R 1 . . H
  S1 0.61069(5) 0.71692(4) 0.11706(2) 0.01771(7) Uani d . 1 . . S
  O3 0.72525(18) 0.56815(12) 0.13397(7) 0.0288(3) Uani d . 1 . . O
  O4 0.71512(17) 0.81764(13) 0.08552(6) 0.0258(2) Uani d . 1 . . O
  C7 0.4902(2) 0.77127(17) 0.19955(8) 0.0203(3) Uani d . 1 . . C
  H7A 0.4147 0.7040 0.2202 0.024 Uiso calc R 1 . . H
  H7B 0.3886 0.8662 0.1848 0.024 Uiso calc R 1 . . H
  Sn1 0.693023(14) 0.783753(10) 0.290829(5) 0.01694(4) Uani d . 1 . . Sn
  C11 0.7754(2) 0.97516(15) 0.26859(8) 0.0191(3) Uani d . 1 . . C
  C12 0.6574(2) 1.09512(17) 0.21877(9) 0.0237(3) Uani d . 1 . . C
  H12 0.5391 1.0913 0.1929 0.028 Uiso calc R 1 . . H
  C13 0.7128(3) 1.21997(17) 0.20701(10) 0.0272(3) Uani d . 1 . . C
  H13 0.6330 1.3002 0.1724 0.033 Uiso calc R 1 . . H
  C14 0.8821(3) 1.22852(18) 0.24508(10) 0.0304(4) Uani d . 1 . . C
  H14 0.9175 1.3146 0.2375 0.036 Uiso calc R 1 . . H
  C15 1.0006(3) 1.1101(2) 0.29464(11) 0.0333(4) Uani d . 1 . . C
  H15 1.1177 1.1152 0.3208 0.040 Uiso calc R 1 . . H
  C16 0.9482(3) 0.98432(18) 0.30605(10) 0.0271(3) Uani d . 1 . . C
  H16 1.0308 0.9037 0.3397 0.033 Uiso calc R 1 . . H
  C21 0.4997(2) 0.78970(16) 0.38663(8) 0.0195(3) Uani d . 1 . . C
  C22 0.4313(2) 0.91175(17) 0.42094(9) 0.0252(3) Uani d . 1 . . C
  H22 0.4759 0.9920 0.4028 0.030 Uiso calc R 1 . . H
  C23 0.2987(3) 0.9176(2) 0.48136(10) 0.0320(4) Uani d . 1 . . C
  H23 0.2517 1.0021 0.5035 0.038 Uiso calc R 1 . . H
  C24 0.2353(3) 0.8006(2) 0.50912(10) 0.0334(4) Uani d . 1 . . C
  H24 0.1465 0.8039 0.5508 0.040 Uiso calc R 1 . . H
  C25 0.3016(3) 0.6788(2) 0.47588(10) 0.0319(4) Uani d . 1 . . C
  H25 0.2584 0.5984 0.4949 0.038 Uiso calc R 1 . . H
  C26 0.4316(3) 0.67337(17) 0.41457(9) 0.0252(3) Uani d . 1 . . C
  H26 0.4742 0.5897 0.3916 0.030 Uiso calc R 1 . . H
  C31 0.9550(2) 0.59999(16) 0.31201(9) 0.0197(3) Uani d . 1 . . C
  C32 0.9942(3) 0.51393(17) 0.38376(9) 0.0260(3) Uani d . 1 . . C
  H32 0.9016 0.5365 0.4235 0.031 Uiso calc R 1 . . H
  C33 1.1671(3) 0.39519(18) 0.39821(10) 0.0305(4) Uani d . 1 . . C
  H33 1.1916 0.3376 0.4475 0.037 Uiso calc R 1 . . H
  C34 1.3028(3) 0.36128(18) 0.34098(11) 0.0314(4) Uani d . 1 . . C
  H34 1.4209 0.2806 0.3506 0.038 Uiso calc R 1 . . H
  C35 1.2653(3) 0.4461(2) 0.26909(11) 0.0363(4) Uani d . 1 . . C
  H35 1.3582 0.4231 0.2295 0.044 Uiso calc R 1 . . H
  C36 1.0928(3) 0.56447(19) 0.25470(10) 0.0285(3) Uani d . 1 . . C
  H36 1.0687 0.6216 0.2053 0.034 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  N1 0.0218(6) 0.0249(6) 0.0209(6) -0.0054(5) -0.0037(5) -0.0037(5)
  O1 0.0329(6) 0.0313(6) 0.0402(7) -0.0157(5) -0.0134(5) -0.0024(5)
  O2 0.0284(6) 0.0270(6) 0.0354(7) -0.0029(5) -0.0130(5) 0.0009(5)
  C1 0.0167(6) 0.0192(6) 0.0161(6) -0.0056(5) -0.0005(5) -0.0031(5)
  C2 0.0217(7) 0.0196(7) 0.0197(7) -0.0090(6) 0.0009(5) -0.0008(5)
  C3 0.0213(7) 0.0191(7) 0.0176(7) -0.0050(6) -0.0002(5) 0.0002(5)
  C4 0.0183(7) 0.0215(7) 0.0171(6) -0.0054(5) -0.0020(5) -0.0038(5)
  C5 0.0293(8) 0.0209(7) 0.0299(8) -0.0124(6) -0.0088(6) 0.0000(6)
  C6 0.0270(8) 0.0183(7) 0.0259(8) -0.0083(6) -0.0082(6) 0.0026(6)
  S1 0.01634(16) 0.01868(16) 0.01827(16) -0.00573(13) -0.00165(12)
  -0.00247(12)
  O3 0.0266(6) 0.0206(5) 0.0348(6) 0.0001(4) -0.0111(5) -0.0056(5)
  O4 0.0236(5) 0.0337(6) 0.0243(6) -0.0163(5) 0.0011(4) -0.0023(5)
  C7 0.0190(7) 0.0259(7) 0.0167(6) -0.0079(6) -0.0002(5) -0.0029(5)
  Sn1 0.01711(5) 0.01794(5) 0.01597(5) -0.00640(4) -0.00087(3) -0.00107(4)
  C11 0.0206(7) 0.0187(7) 0.0180(7) -0.0062(5) 0.0020(5) -0.0025(5)
  C12 0.0204(7) 0.0246(7) 0.0228(7) -0.0031(6) 0.0006(6) -0.0016(6)
  C13 0.0300(8) 0.0186(7) 0.0268(8) 0.0000(6) 0.0081(6) -0.0004(6)
  C14 0.0413(10) 0.0202(7) 0.0331(9) -0.0137(7) 0.0102(7) -0.0060(6)
  C15 0.0368(9) 0.0317(9) 0.0362(9) -0.0191(8) -0.0064(7) -0.0018(7)
  C16 0.0284(8) 0.0245(8) 0.0280(8) -0.0104(6) -0.0072(6) 0.0022(6)
  C21 0.0179(7) 0.0228(7) 0.0174(6) -0.0061(5) -0.0018(5) -0.0019(5)
  C22 0.0241(7) 0.0250(7) 0.0281(8) -0.0085(6) -0.0021(6) -0.0062(6)
  C23 0.0250(8) 0.0417(10) 0.0309(9) -0.0064(7) 0.0009(7) -0.0179(7)
  C24 0.0237(8) 0.0543(11) 0.0225(8) -0.0120(8) 0.0037(6) -0.0069(7)
  C25 0.0316(9) 0.0389(9) 0.0261(8) -0.0164(8) 0.0028(7) 0.0030(7)
  C26 0.0277(8) 0.0236(7) 0.0250(8) -0.0096(6) 0.0017(6) -0.0024(6)
  C31 0.0184(7) 0.0194(7) 0.0222(7) -0.0078(5) -0.0020(5) -0.0023(5)
  C32 0.0278(8) 0.0249(8) 0.0233(7) -0.0073(6) 0.0003(6) 0.0003(6)
  C33 0.0355(9) 0.0238(8) 0.0280(8) -0.0070(7) -0.0064(7) 0.0053(6)
  C34 0.0263(8) 0.0225(8) 0.0401(10) -0.0011(6) -0.0053(7) -0.0017(7)
  C35 0.0273(9) 0.0390(10) 0.0336(9) 0.0022(7) 0.0061(7) -0.0035(8)
  C36 0.0237(8) 0.0326(8) 0.0241(8) -0.0043(7) 0.0016(6) 0.0017(6)
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
  N1 O1 . 1.2222(18) ?
  N1 O2 . 1.2254(18) ?
  N1 C4 . 1.4721(19) ?
  C1 C2 . 1.388(2) ?
  C1 C6 . 1.389(2) ?
  C1 S1 . 1.7782(14) ?
  C2 C3 . 1.388(2) ?
  C2 H2 . 0.9500 ?
  C3 C4 . 1.382(2) ?
  C3 H3 . 0.9500 ?
  C4 C5 . 1.382(2) ?
  C5 C6 . 1.384(2) ?
  C5 H5 . 0.9500 ?
  C6 H6 . 0.9500 ?
  S1 O3 . 1.4396(12) ?
  S1 O4 . 1.4435(11) ?
  S1 C7 . 1.7469(15) ?
  O3 Sn1 . 3.7259(12) ?
  O4 Sn1 . 3.5906(12) ?
  C7 Sn1 . 2.1815(14) ?
  C7 H7A . 0.9900 ?
  C7 H7B . 0.9900 ?
  Sn1 C11 . 2.1275(15) ?
  Sn1 C31 . 2.1337(15) ?
  Sn1 C21 . 2.1371(15) ?
  C11 C16 . 1.397(2) ?
  C11 C12 . 1.401(2) ?
  C12 C13 . 1.392(2) ?
  C12 H12 . 0.9500 ?
  C13 C14 . 1.380(3) ?
  C13 H13 . 0.9500 ?
  C14 C15 . 1.390(3) ?
  C14 H14 . 0.9500 ?
  C15 C16 . 1.391(2) ?
  C15 H15 . 0.9500 ?
  C16 H16 . 0.9500 ?
  C21 C22 . 1.396(2) ?
  C21 C26 . 1.397(2) ?
  C22 C23 . 1.393(2) ?
  C22 H22 . 0.9500 ?
  C23 C24 . 1.383(3) ?
  C23 H23 . 0.9500 ?
  C24 C25 . 1.382(3) ?
  C24 H24 . 0.9500 ?
  C25 C26 . 1.393(2) ?
  C25 H25 . 0.9500 ?
  C26 H26 . 0.9500 ?
  C31 C36 . 1.392(2) ?
  C31 C32 . 1.392(2) ?
  C32 C33 . 1.394(2) ?
  C32 H32 . 0.9500 ?
  C33 C34 . 1.379(3) ?
  C33 H33 . 0.9500 ?
  C34 C35 . 1.389(3) ?
  C34 H34 . 0.9500 ?
  C35 C36 . 1.390(2) ?
  C35 H35 . 0.9500 ?
  C36 H36 . 0.9500 ?
_cod_database_code 2012840