data_2013146
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2003
_journal_volume  59
_journal_page_first  m10
_journal_page_last  m12
_publ_section_title
;
Dichloro[1,1'-(5,9-dithia-2,12-diazoniatrideca-1,12-diene-1,13-
diyl)dinaphthalen-2-olato-\k^2^O,O']dimethyltin(IV) acetonitrile solvate
;
loop_
_publ_author_name
  'Bajue, Stanley A.'
  'Gumbs, Shellie'
  'Jones, Lauren'
  'Bramwell, Fitzgerald B.'
  'Patrick, Brian O.'
  'Selegue, John P.'
  'Brock, Carolyn Pratt'
_chemical_formula_moiety  'C31 H36 Cl2 N2 O2 S2 Sn , C2 H3 N'
_chemical_formula_sum  'C33 H39 Cl2 N3 O2 S2 Sn1'
_chemical_formula_iupac  '[Sn (C H3)2 Cl2 (C29 H30 N2 O2 S2)] , C2 H3 N'
_chemical_formula_weight  763.38
_chemical_melting_point  .481E-305
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  12.334(2)
_cell_length_b  12.765(2)
_cell_length_c  12.832(2)
_cell_angle_alpha  84.32(2)
_cell_angle_beta  66.41(2)
_cell_angle_gamma  71.10(2)
_cell_volume  1750.6(6)
_cell_formula_units_Z  2
_cell_measurement_temperature  293.0(10)
_exptl_crystal_density_diffrn  1.448
_diffrn_ambient_temperature  293.0(10)
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
  Sn 0.294379(15) 0.234569(13) 0.309742(14) 0.03861(8) Uani d . 1 . . Sn
  Cl1 0.23802(8) 0.21348(7) 0.14574(7) 0.0636(2) Uani d . 1 . . Cl
  Cl2 0.34657(7) 0.25051(6) 0.48914(6) 0.05563(18) Uani d . 1 . . Cl
  S1 0.07621(8) 0.52430(6) 0.84959(6) 0.0601(2) Uani d . 1 . . S
  S2 0.16512(8) 0.06745(6) 0.85720(6) 0.0595(2) Uani d . 1 . . S
  O1 0.2064(2) 0.41709(15) 0.33493(16) 0.0536(5) Uani d . 1 . . O
  O2 0.38426(19) 0.05605(15) 0.32520(16) 0.0531(5) Uani d . 1 . . O
  N1 0.1961(2) 0.52287(19) 0.50354(19) 0.0474(5) Uani d D 1 . . N
  H10 0.204(3) 0.4628(18) 0.473(3) 0.080(12) Uiso d D 1 . . H
  N2 0.3625(2) -0.02522(18) 0.52340(18) 0.0432(5) Uani d D 1 . . N
  H20 0.361(2) 0.0297(15) 0.4812(19) 0.041(7) Uiso d D 1 . . H
  C1 0.2077(2) 0.5063(2) 0.2758(2) 0.0456(6) Uani d . 1 . . C
  C2 0.2257(3) 0.5059(3) 0.1592(3) 0.0568(7) Uani d . 1 . . C
  H2 0.2377 0.4406 0.1237 0.068 Uiso calc R 1 . . H
  C3 0.2257(3) 0.5991(3) 0.0995(3) 0.0617(8) Uani d . 1 . . C
  H3 0.2400 0.5956 0.0229 0.074 Uiso calc R 1 . . H
  C4 0.2049(3) 0.7021(3) 0.1487(3) 0.0556(7) Uani d . 1 . . C
  C5 0.2063(3) 0.7976(3) 0.0835(3) 0.0758(10) Uani d . 1 . . C
  H5 0.2227 0.7928 0.0065 0.091 Uiso calc R 1 . . H
  C6 0.1843(4) 0.8961(3) 0.1311(4) 0.0846(12) Uani d . 1 . . C
  H6 0.1871 0.9581 0.0868 0.101 Uiso calc R 1 . . H
  C7 0.1575(3) 0.9041(3) 0.2463(4) 0.0734(10) Uani d . 1 . . C
  H7 0.1398 0.9725 0.2793 0.088 Uiso calc R 1 . . H
  C8 0.1568(3) 0.8127(2) 0.3124(3) 0.0595(8) Uani d . 1 . . C
  H8 0.1389 0.8200 0.3895 0.071 Uiso calc R 1 . . H
  C9 0.1829(2) 0.7081(2) 0.2649(2) 0.0466(6) Uani d . 1 . . C
  C10 0.1890(2) 0.6073(2) 0.3286(2) 0.0417(6) Uani d . 1 . . C
  C11 0.1862(2) 0.6078(2) 0.4393(2) 0.0436(6) Uani d . 1 . . C
  H11 0.1764 0.6753 0.4693 0.052 Uiso calc R 1 . . H
  C12 0.2001(3) 0.5249(2) 0.6156(2) 0.0505(7) Uani d . 1 . . C
  H12A 0.2176 0.5913 0.6252 0.061 Uiso calc R 1 . . H
  H12B 0.2667 0.4613 0.6211 0.061 Uiso calc R 1 . . H
  C13 0.0776(3) 0.5227(3) 0.7092(2) 0.0540(7) Uani d . 1 . . C
  H13A 0.0603 0.4567 0.6983 0.065 Uiso calc R 1 . . H
  H13B 0.0116 0.5864 0.7030 0.065 Uiso calc R 1 . . H
  C14 0.1789(3) 0.3880(2) 0.8546(2) 0.0487(6) Uani d . 1 . . C
  H14A 0.2584 0.3778 0.7912 0.058 Uiso calc R 1 . . H
  H14B 0.1932 0.3834 0.9241 0.058 Uiso calc R 1 . . H
  C15 0.1301(3) 0.2944(2) 0.8499(3) 0.0534(7) Uani d . 1 . . C
  H15A 0.1195 0.2959 0.7788 0.064 Uiso calc R 1 . . H
  H15B 0.0494 0.3049 0.9117 0.064 Uiso calc R 1 . . H
  C16 0.2190(3) 0.1827(2) 0.8592(2) 0.0483(6) Uani d . 1 . . C
  H16A 0.2311 0.1827 0.9294 0.058 Uiso calc R 1 . . H
  H16B 0.2992 0.1725 0.7966 0.058 Uiso calc R 1 . . H
  C17 0.1996(3) 0.0552(2) 0.7076(2) 0.0469(6) Uani d . 1 . . C
  H17A 0.1449 0.0204 0.6977 0.056 Uiso calc R 1 . . H
  H17B 0.1842 0.1285 0.6766 0.056 Uiso calc R 1 . . H
  C18 0.3335(3) -0.0129(2) 0.6437(2) 0.0501(7) Uani d . 1 . . C
  H18A 0.3880 0.0226 0.6529 0.060 Uiso calc R 1 . . H
  H18B 0.3490 -0.0856 0.6759 0.060 Uiso calc R 1 . . H
  C19 0.3931(2) -0.1184(2) 0.4709(2) 0.0408(6) Uani d . 1 . . C
  H19 0.3959 -0.1810 0.5147 0.049 Uiso calc R 1 . . H
  C20 0.4159(2) -0.0429(2) 0.2827(2) 0.0405(6) Uani d . 1 . . C
  C21 0.4467(3) -0.0608(2) 0.1654(2) 0.0507(7) Uani d . 1 . . C
  H21 0.4437 -0.0009 0.1178 0.061 Uiso calc R 1 . . H
  C22 0.4799(3) -0.1637(2) 0.1226(2) 0.0543(7) Uani d . 1 . . C
  H22 0.5000 -0.1733 0.0454 0.065 Uiso calc R 1 . . H
  C23 0.4855(2) -0.2583(2) 0.1907(2) 0.0473(6) Uani d . 1 . . C
  C24 0.5182(3) -0.3649(3) 0.1431(3) 0.0613(8) Uani d . 1 . . C
  H24 0.5353 -0.3730 0.0663 0.074 Uiso calc R 1 . . H
  C25 0.5251(3) -0.4555(3) 0.2078(3) 0.0688(9) Uani d . 1 . . C
  H25 0.5468 -0.5252 0.1754 0.083 Uiso calc R 1 . . H
  C26 0.4995(3) -0.4444(2) 0.3231(3) 0.0652(9) Uani d . 1 . . C
  H26 0.5042 -0.5068 0.3672 0.078 Uiso calc R 1 . . H
  C27 0.4675(3) -0.3418(2) 0.3721(3) 0.0527(7) Uani d . 1 . . C
  H27 0.4521 -0.3358 0.4488 0.063 Uiso calc R 1 . . H
  C28 0.4579(2) -0.2454(2) 0.3073(2) 0.0421(6) Uani d . 1 . . C
  C29 0.4226(2) -0.1350(2) 0.3544(2) 0.0384(5) Uani d . 1 . . C
  C30 0.4683(3) 0.2524(3) 0.2013(3) 0.0571(7) Uani d . 1 . . C
  H30A 0.4567 0.3082 0.1475 0.086 Uiso calc R 1 . . H
  H30B 0.5223 0.1831 0.1614 0.086 Uiso calc R 1 . . H
  H30C 0.5050 0.2738 0.2457 0.086 Uiso calc R 1 . . H
  C31 0.1234(3) 0.2187(3) 0.4290(3) 0.0592(8) Uani d . 1 . . C
  H31A 0.1391 0.1541 0.4726 0.089 Uiso calc R 1 . . H
  H31B 0.0743 0.2116 0.3896 0.089 Uiso calc R 1 . . H
  H31C 0.0791 0.2832 0.4791 0.089 Uiso calc R 1 . . H
  C32 0.0501(4) 0.8214(4) 0.8547(4) 0.0904(12) Uani d . 1 A 1 C
  H32A 0.0338 0.8951 0.8804 0.136 Uiso calc PR 0.804(9) B 1 H
  H32B 0.1052 0.7696 0.8851 0.136 Uiso calc PR 0.804(9) B 1 H
  H32C -0.0268 0.8045 0.8801 0.136 Uiso calc PR 0.804(9) B 1 H
  C33A 0.1076(5) 0.8137(4) 0.7314(5) 0.0786(17) Uani d P 0.804(9) A 1 C
  N3A 0.1507(6) 0.8078(4) 0.6353(5) 0.119(2) Uani d P 0.804(9) A 1 N
  C33B 0.175(2) 0.7750(17) 0.772(2) 0.0786(17) Uani d P 0.196(9) B 2 C
  N3B 0.263(2) 0.7464(18) 0.6983(18) 0.119(2) Uani d P 0.196(9) B 2 N
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
  Sn 0.03960(11) 0.03938(11) 0.03585(11) -0.00729(7) -0.01700(8) -0.00174(7)
  Cl1 0.0709(5) 0.0777(5) 0.0511(4) -0.0161(4) -0.0362(4) -0.0072(4)
  Cl2 0.0716(5) 0.0486(4) 0.0541(4) -0.0070(3) -0.0399(4) -0.0040(3)
  S1 0.0755(5) 0.0490(4) 0.0388(4) -0.0023(4) -0.0173(3) -0.0047(3)
  S2 0.0809(5) 0.0560(4) 0.0349(4) -0.0278(4) -0.0102(3) -0.0008(3)
  O1 0.0733(13) 0.0376(10) 0.0465(11) -0.0053(9) -0.0289(10) -0.0002(8)
  O2 0.0713(13) 0.0368(10) 0.0494(11) -0.0045(9) -0.0302(10) -0.0041(8)
  N1 0.0563(14) 0.0428(13) 0.0382(12) -0.0099(10) -0.0169(10) -0.0021(10)
  N2 0.0488(12) 0.0412(12) 0.0342(11) -0.0049(10) -0.0169(10) -0.0035(10)
  C1 0.0414(14) 0.0468(15) 0.0439(15) -0.0032(11) -0.0205(11) 0.0023(12)
  C2 0.0584(17) 0.0624(18) 0.0471(16) -0.0090(14) -0.0251(14) -0.0023(14)
  C3 0.0658(19) 0.078(2) 0.0448(16) -0.0206(16) -0.0291(15) 0.0135(15)
  C4 0.0451(15) 0.0637(19) 0.0599(18) -0.0150(13) -0.0274(14) 0.0180(15)
  C5 0.076(2) 0.088(3) 0.076(2) -0.033(2) -0.044(2) 0.037(2)
  C6 0.091(3) 0.073(3) 0.106(3) -0.034(2) -0.058(2) 0.046(2)
  C7 0.066(2) 0.0479(18) 0.107(3) -0.0186(15) -0.038(2) 0.0198(18)
  C8 0.0486(16) 0.0488(17) 0.075(2) -0.0123(13) -0.0215(15) 0.0089(15)
  C9 0.0317(12) 0.0477(15) 0.0571(17) -0.0088(11) -0.0185(12) 0.0091(12)
  C10 0.0343(12) 0.0399(13) 0.0429(14) -0.0038(10) -0.0131(11) 0.0003(11)
  C11 0.0356(13) 0.0399(14) 0.0453(15) -0.0039(10) -0.0106(11) -0.0046(11)
  C12 0.0549(16) 0.0535(16) 0.0403(15) -0.0112(13) -0.0189(13) -0.0039(12)
  C13 0.0540(16) 0.0552(17) 0.0413(15) -0.0035(13) -0.0179(13) 0.0027(12)
  C14 0.0549(16) 0.0501(15) 0.0419(15) -0.0118(12) -0.0231(12) 0.0008(12)
  C15 0.0524(16) 0.0535(17) 0.0543(17) -0.0111(13) -0.0241(14) -0.0018(13)
  C16 0.0559(16) 0.0499(15) 0.0401(14) -0.0124(12) -0.0223(12) -0.0023(12)
  C17 0.0533(16) 0.0487(15) 0.0398(14) -0.0164(12) -0.0176(12) -0.0045(11)
  C18 0.0542(16) 0.0569(16) 0.0357(14) -0.0055(13) -0.0218(12) -0.0051(12)
  C19 0.0354(13) 0.0415(14) 0.0419(14) -0.0068(10) -0.0151(11) -0.0003(11)
  C20 0.0377(13) 0.0411(14) 0.0393(13) -0.0044(10) -0.0161(10) -0.0069(10)
  C21 0.0552(16) 0.0512(16) 0.0420(15) -0.0098(13) -0.0196(13) -0.0023(12)
  C22 0.0537(16) 0.0631(19) 0.0397(15) -0.0097(13) -0.0154(13) -0.0126(13)
  C23 0.0379(13) 0.0469(15) 0.0522(16) -0.0070(11) -0.0136(12) -0.0165(12)
  C24 0.0533(17) 0.0604(19) 0.064(2) -0.0122(14) -0.0148(15) -0.0268(16)
  C25 0.0581(19) 0.0493(18) 0.090(3) -0.0149(14) -0.0150(17) -0.0255(18)
  C26 0.0540(17) 0.0407(16) 0.094(3) -0.0123(13) -0.0238(17) -0.0005(16)
  C27 0.0507(16) 0.0429(15) 0.0598(18) -0.0116(12) -0.0181(13) -0.0037(13)
  C28 0.0303(12) 0.0415(14) 0.0508(15) -0.0072(10) -0.0132(11) -0.0080(11)
  C29 0.0334(12) 0.0382(13) 0.0412(14) -0.0066(10) -0.0141(10) -0.0064(10)
  C30 0.0524(16) 0.0651(19) 0.0520(17) -0.0209(14) -0.0175(13) 0.0067(14)
  C31 0.0468(16) 0.072(2) 0.0515(17) -0.0171(14) -0.0137(13) 0.0035(14)
  C32 0.099(3) 0.087(3) 0.082(3) -0.039(2) -0.023(2) -0.006(2)
  C33A 0.082(4) 0.068(3) 0.079(4) -0.041(3) -0.006(2) -0.018(2)
  N3A 0.145(5) 0.107(4) 0.092(4) -0.080(4) 0.005(3) -0.030(3)
  C33B 0.082(4) 0.068(3) 0.079(4) -0.041(3) -0.006(2) -0.018(2)
  N3B 0.145(5) 0.107(4) 0.092(4) -0.080(4) 0.005(3) -0.030(3)
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
  Sn Cl1 . 2.5276(7) yes
  Sn Cl2 . 2.6681(7) yes
  Sn O1 . 2.223(2) yes
  Sn O2 . 2.216(2) yes
  Sn C30 . 2.110(3) yes
  Sn C31 . 2.113(3) yes
  S1 C13 . 1.797(3) no
  S1 C14 . 1.803(3) no
  S2 C16 . 1.806(3) no
  S2 C17 . 1.804(3) no
  O1 C1 . 1.306(3) yes
  O2 C20 . 1.300(3) yes
  N1 C11 . 1.299(3) yes
  N1 C12 . 1.462(4) yes
  N1 H10 . 0.86(3) no
  N2 C18 . 1.452(3) yes
  N2 C19 . 1.294(3) yes
  N2 H20 . 0.84(3) no
  C1 C2 . 1.422(4) no
  C1 C10 . 1.425(4) yes
  C2 C3 . 1.350(4) yes
  C3 C4 . 1.416(5) no
  C4 C5 . 1.410(5) no
  C4 C9 . 1.411(4) no
  C5 C6 . 1.350(6) no
  C6 C7 . 1.386(6) no
  C7 C8 . 1.374(4) no
  C8 C9 . 1.409(4) no
  C9 C10 . 1.452(4) no
  C10 C11 . 1.408(4) yes
  C12 C13 . 1.514(4) no
  C14 C15 . 1.516(4) no
  C15 C16 . 1.520(4) no
  C17 C18 . 1.511(4) no
  C19 C29 . 1.410(4) yes
  C20 C21 . 1.421(4) no
  C20 C29 . 1.421(4) yes
  C21 C22 . 1.346(4) yes
  C22 C23 . 1.418(4) no
  C23 C24 . 1.414(4) no
  C23 C28 . 1.410(4) no
  C24 C25 . 1.356(5) no
  C25 C26 . 1.395(5) no
  C26 C27 . 1.377(4) no
  C27 C28 . 1.414(4) no
  C28 C29 . 1.450(3) no
  C32 C33A . 1.450(7) no
  C33A N3A . 1.130(7) no
  C32 C33B . 1.44(2) no
  C33B N3B . 1.10(3) no
  C2 H2 . 0.93 no
  C3 H3 . 0.93 no
  C5 H5 . 0.93 no
  C6 H6 . 0.93 no
  C7 H7 . 0.93 no
  C8 H8 . 0.93 no
  C11 H11 . 0.93 no
  C12 H12A . 0.97 no
  C12 H12B . 0.97 no
  C13 H13A . 0.97 no
  C13 H13B . 0.97 no
  C14 H14A . 0.97 no
  C14 H14B . 0.97 no
  C15 H15A . 0.97 no
  C15 H15B . 0.97 no
  C16 H16A . 0.97 no
  C16 H16B . 0.97 no
  C17 H17A . 0.97 no
  C17 H17B . 0.97 no
  C18 H18A . 0.97 no
  C18 H18B . 0.97 no
  C19 H19 . 0.93 no
  C21 H21 . 0.93 no
  C22 H22 . 0.93 no
  C24 H24 . 0.93 no
  C25 H25 . 0.93 no
  C26 H26 . 0.93 no
  C27 H27 . 0.93 no
  C30 H30A . 0.96 no
  C30 H30B . 0.96 no
  C30 H30C . 0.96 no
  C31 H31A . 0.96 no
  C31 H31B . 0.96 no
  C31 H31C . 0.96 no
  C32 H32A . 0.96 no
  C32 H32B . 0.96 no
  C32 H32C . 0.96 no