#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012851.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_2012851
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o480
_journal_page_last  o484
_publ_section_title
;
Four bis(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)oligosulfanes
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Linden, Anthony'
  'Majchrzak, Agnieszka'
  'Cavegn, Jovita'
  'Mloston, Grzegorz'
  'Heimgartner, Heinz'
_chemical_formula_moiety  'C16 H24 Cl2 O2 S3'
_chemical_formula_sum  'C16 H24 Cl2 O2 S3'
_chemical_formula_weight  415.45
_chemical_melting_point  .383E-305
_symmetry_cell_setting  monoclinic
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'
_cell_length_a  13.06730(10)
_cell_length_b  25.7808(2)
_cell_length_c  13.16190(10)
_cell_angle_alpha  90
_cell_angle_beta  114.6674(3)
_cell_angle_gamma  90
_cell_volume  4029.43(5)
_cell_formula_units_Z  8
_cell_measurement_temperature  160.0(10)
_exptl_crystal_density_diffrn  1.370
_diffrn_ambient_temperature  160.0(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
  Cl1 -0.02672(3) 0.588653(15) 0.67054(3) 0.03028(8) Uani d . 1 . . Cl
  Cl2 0.03901(3) 0.695356(14) 1.04711(3) 0.02683(8) Uani d . 1 . . Cl
  S1 0.09745(3) 0.574333(14) 0.91119(3) 0.02538(8) Uani d . 1 . . S
  S2 0.18540(3) 0.639084(14) 0.90639(3) 0.02589(8) Uani d . 1 . . S
  S3 0.07172(3) 0.698115(14) 0.83988(3) 0.02374(8) Uani d . 1 . . S
  O1 0.13271(13) 0.43230(5) 0.69596(16) 0.0618(5) Uani d . 1 . . O
  O2 0.16487(11) 0.85621(5) 0.95325(13) 0.0457(3) Uani d . 1 . . O
  C1 0.06598(12) 0.54538(5) 0.77555(12) 0.0216(3) Uani d . 1 . . C
  C2 0.16760(12) 0.52558(6) 0.74884(13) 0.0254(3) Uani d . 1 . . C
  C3 0.11131(14) 0.47243(6) 0.72902(15) 0.0329(3) Uani d . 1 . . C
  C4 0.01761(13) 0.48791(6) 0.76338(14) 0.0273(3) Uani d . 1 . . C
  C5 0.17823(16) 0.54900(8) 0.64729(15) 0.0405(4) Uani d . 1 . . C
  H51 0.1996 0.5856 0.6618 0.061 Uiso calc R 1 . . H
  H52 0.1059 0.5462 0.5819 0.061 Uiso calc R 1 . . H
  H53 0.2361 0.5302 0.6329 0.061 Uiso calc R 1 . . H
  C6 0.28335(13) 0.52345(7) 0.84789(15) 0.0334(4) Uani d . 1 . . C
  H61 0.3343 0.5020 0.8281 0.050 Uiso calc R 1 . . H
  H62 0.2758 0.5084 0.9128 0.050 Uiso calc R 1 . . H
  H63 0.3140 0.5586 0.8661 0.050 Uiso calc R 1 . . H
  C7 0.03006(18) 0.46208(7) 0.87293(17) 0.0435(4) Uani d . 1 . . C
  H71 -0.0242 0.4773 0.8979 0.065 Uiso calc R 1 . . H
  H72 0.1066 0.4676 0.9302 0.065 Uiso calc R 1 . . H
  H73 0.0157 0.4248 0.8607 0.065 Uiso calc R 1 . . H
  C8 -0.10041(14) 0.47846(7) 0.67278(16) 0.0388(4) Uani d . 1 . . C
  H81 -0.1067 0.4939 0.6023 0.058 Uiso calc R 1 . . H
  H82 -0.1560 0.4944 0.6950 0.058 Uiso calc R 1 . . H
  H83 -0.1144 0.4411 0.6627 0.058 Uiso calc R 1 . . H
  C9 0.08331(11) 0.73524(5) 0.96154(11) 0.0201(3) Uani d . 1 . . C
  C10 0.01791(12) 0.78874(6) 0.92120(13) 0.0245(3) Uani d . 1 . . C
  C11 0.13399(13) 0.81381(6) 0.96543(14) 0.0271(3) Uani d . 1 . . C
  C12 0.19846(12) 0.76558(5) 1.02601(12) 0.0238(3) Uani d . 1 . . C
  C13 -0.05577(16) 0.79669(7) 0.79695(15) 0.0390(4) Uani d . 1 . . C
  H131 -0.0806 0.8329 0.7836 0.058 Uiso calc R 1 . . H
  H132 -0.1216 0.7739 0.7737 0.058 Uiso calc R 1 . . H
  H133 -0.0123 0.7884 0.7537 0.058 Uiso calc R 1 . . H
  C14 -0.04654(14) 0.80678(6) 0.98898(15) 0.0324(3) Uani d . 1 . . C
  H141 0.0017 0.8031 1.0690 0.049 Uiso calc R 1 . . H
  H142 -0.1143 0.7855 0.9695 0.049 Uiso calc R 1 . . H
  H143 -0.0682 0.8432 0.9719 0.049 Uiso calc R 1 . . H
  C15 0.29928(13) 0.75312(7) 1.00028(16) 0.0355(4) Uani d . 1 . . C
  H151 0.2743 0.7500 0.9192 0.053 Uiso calc R 1 . . H
  H152 0.3332 0.7203 1.0363 0.053 Uiso calc R 1 . . H
  H153 0.3550 0.7810 1.0288 0.053 Uiso calc R 1 . . H
  C16 0.23636(14) 0.76976(7) 1.15272(13) 0.0341(4) Uani d . 1 . . C
  H161 0.2941 0.7968 1.1827 0.051 Uiso calc R 1 . . H
  H162 0.2676 0.7364 1.1878 0.051 Uiso calc R 1 . . H
  H163 0.1716 0.7788 1.1686 0.051 Uiso calc R 1 . . H
  Cl21 0.55028(3) 0.379865(15) 0.26866(3) 0.02916(8) Uani d . 1 . . Cl
  Cl22 0.43895(3) 0.575603(15) 0.14433(3) 0.03025(8) Uani d . 1 . . Cl
  S21 0.35573(3) 0.444092(15) 0.13824(3) 0.02835(9) Uani d . 1 . . S
  S22 0.38074(3) 0.475055(14) 0.28959(3) 0.02596(8) Uani d . 1 . . S
  S23 0.53108(3) 0.514232(14) 0.35012(3) 0.02440(8) Uani d . 1 . . S
  O21 0.27743(11) 0.26508(5) 0.06956(12) 0.0464(3) Uani d . 1 . . O
  O22 0.47234(11) 0.69911(5) 0.37382(13) 0.0443(3) Uani d . 1 . . O
  C21 0.40492(11) 0.37764(5) 0.17175(12) 0.0219(3) Uani d . 1 . . C
  C22 0.33281(12) 0.33785(6) 0.20746(13) 0.0261(3) Uani d . 1 . . C
  C23 0.32033(13) 0.30635(6) 0.10489(14) 0.0287(3) Uani d . 1 . . C
  C24 0.38148(13) 0.34469(6) 0.06226(12) 0.0249(3) Uani d . 1 . . C
  C25 0.39527(17) 0.30777(8) 0.31592(16) 0.0454(5) Uani d . 1 . . C
  H251 0.3450 0.2815 0.3242 0.068 Uiso calc R 1 . . H
  H252 0.4195 0.3317 0.3794 0.068 Uiso calc R 1 . . H
  H253 0.4613 0.2907 0.3137 0.068 Uiso calc R 1 . . H
  C26 0.22068(14) 0.35854(8) 0.20075(17) 0.0410(4) Uani d . 1 . . C
  H261 0.1819 0.3774 0.1304 0.062 Uiso calc R 1 . . H
  H262 0.2345 0.3820 0.2637 0.062 Uiso calc R 1 . . H
  H263 0.1737 0.3295 0.2038 0.062 Uiso calc R 1 . . H
  C27 0.29920(16) 0.36946(7) -0.04749(14) 0.0386(4) Uani d . 1 . . C
  H271 0.3363 0.3984 -0.0668 0.058 Uiso calc R 1 . . H
  H272 0.2328 0.3822 -0.0384 0.058 Uiso calc R 1 . . H
  H273 0.2759 0.3435 -0.1073 0.058 Uiso calc R 1 . . H
  C28 0.48290(14) 0.32264(6) 0.04852(14) 0.0323(3) Uani d . 1 . . C
  H281 0.5322 0.3048 0.1174 0.048 Uiso calc R 1 . . H
  H282 0.5245 0.3509 0.0330 0.048 Uiso calc R 1 . . H
  H283 0.4574 0.2980 -0.0138 0.048 Uiso calc R 1 . . H
  C29 0.48614(12) 0.57861(5) 0.29427(11) 0.0216(3) Uani d . 1 . . C
  C30 0.57805(12) 0.62283(6) 0.34926(12) 0.0238(3) Uani d . 1 . . C
  C31 0.48196(13) 0.65397(6) 0.35750(12) 0.0259(3) Uani d . 1 . . C
  C32 0.39927(12) 0.60877(5) 0.32809(12) 0.0220(3) Uani d . 1 . . C
  C33 0.67236(13) 0.60886(7) 0.46285(14) 0.0326(3) Uani d . 1 . . C
  H331 0.7258 0.5854 0.4518 0.049 Uiso calc R 1 . . H
  H332 0.6400 0.5917 0.5092 0.049 Uiso calc R 1 . . H
  H333 0.7116 0.6405 0.5002 0.049 Uiso calc R 1 . . H
  C34 0.62990(15) 0.64855(7) 0.27779(15) 0.0336(4) Uani d . 1 . . C
  H341 0.5700 0.6589 0.2059 0.050 Uiso calc R 1 . . H
  H342 0.6806 0.6240 0.2650 0.050 Uiso calc R 1 . . H
  H343 0.6724 0.6793 0.3165 0.050 Uiso calc R 1 . . H
  C35 0.39210(13) 0.58841(6) 0.43468(13) 0.0267(3) Uani d . 1 . . C
  H351 0.3543 0.6142 0.4618 0.040 Uiso calc R 1 . . H
  H352 0.4682 0.5821 0.4922 0.040 Uiso calc R 1 . . H
  H353 0.3492 0.5559 0.4179 0.040 Uiso calc R 1 . . H
  C36 0.28156(13) 0.61938(6) 0.23822(14) 0.0302(3) Uani d . 1 . . C
  H361 0.2402 0.6412 0.2693 0.045 Uiso calc R 1 . . H
  H362 0.2415 0.5865 0.2125 0.045 Uiso calc R 1 . . H
  H363 0.2873 0.6373 0.1751 0.045 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
  Cl1 0.03177(19) 0.02746(19) 0.02713(18) 0.00730(15) 0.00788(15) 0.00304(14)
  Cl2 0.02975(18) 0.02521(18) 0.02847(17) -0.00534(14) 0.01506(14) 0.00014(13)
  S1 0.03294(19) 0.02089(17) 0.02439(17) 0.00021(14) 0.01401(15) -0.00086(13)
  S2 0.02341(17) 0.02086(17) 0.03225(19) 0.00063(13) 0.01048(15) -0.00417(14)
  S3 0.02755(17) 0.02053(17) 0.02261(17) 0.00181(13) 0.00995(14) -0.00214(13)
  O1 0.0532(9) 0.0329(7) 0.1141(14) -0.0060(6) 0.0495(9) -0.0307(8)
  O2 0.0411(7) 0.0247(6) 0.0757(10) -0.0034(5) 0.0287(7) 0.0107(6)
  C1 0.0226(6) 0.0193(7) 0.0224(6) 0.0016(5) 0.0089(5) 0.0004(5)
  C2 0.0255(7) 0.0225(7) 0.0304(7) 0.0005(6) 0.0140(6) -0.0018(6)
  C3 0.0290(8) 0.0253(8) 0.0454(9) 0.0005(6) 0.0166(7) -0.0068(7)
  C4 0.0279(7) 0.0201(7) 0.0367(8) -0.0025(6) 0.0161(6) -0.0037(6)
  C5 0.0384(9) 0.0552(12) 0.0367(9) 0.0036(8) 0.0243(8) 0.0027(8)
  C6 0.0253(7) 0.0322(9) 0.0410(9) 0.0049(6) 0.0121(7) -0.0004(7)
  C7 0.0577(12) 0.0269(9) 0.0508(11) -0.0085(8) 0.0273(10) 0.0048(8)
  C8 0.0310(8) 0.0345(9) 0.0497(10) -0.0085(7) 0.0156(8) -0.0143(8)
  C9 0.0210(6) 0.0185(6) 0.0218(6) -0.0016(5) 0.0098(5) -0.0017(5)
  C10 0.0239(7) 0.0192(7) 0.0293(7) 0.0020(5) 0.0101(6) -0.0011(6)
  C11 0.0291(7) 0.0209(7) 0.0352(8) -0.0016(6) 0.0173(6) -0.0014(6)
  C12 0.0208(6) 0.0192(7) 0.0305(7) -0.0039(5) 0.0099(6) -0.0035(6)
  C13 0.0437(10) 0.0295(9) 0.0341(9) 0.0111(7) 0.0067(8) 0.0035(7)
  C14 0.0287(8) 0.0258(8) 0.0465(10) 0.0011(6) 0.0193(7) -0.0072(7)
  C15 0.0236(7) 0.0322(9) 0.0531(10) -0.0055(6) 0.0185(7) -0.0067(8)
  C16 0.0318(8) 0.0319(9) 0.0305(8) -0.0079(7) 0.0048(7) -0.0064(7)
  Cl21 0.01906(16) 0.02944(19) 0.03357(19) -0.00032(13) 0.00561(14)
  -0.00332(15)
  Cl22 0.0412(2) 0.02914(19) 0.01997(16) -0.00117(15) 0.01227(15) -0.00067(13)
  S21 0.0341(2) 0.01997(18) 0.02572(18) 0.00419(14) 0.00723(15) 0.00070(14)
  S22 0.02739(18) 0.02142(17) 0.03056(19) 0.00073(14) 0.01358(15) -0.00151(14)
  S23 0.02440(17) 0.01990(17) 0.02751(18) 0.00385(13) 0.00945(14) 0.00193(13)
  O21 0.0416(7) 0.0334(7) 0.0640(9) -0.0142(6) 0.0217(7) -0.0131(6)
  O22 0.0433(7) 0.0240(6) 0.0703(9) -0.0037(5) 0.0284(7) -0.0139(6)
  C21 0.0192(6) 0.0199(7) 0.0238(7) 0.0013(5) 0.0061(5) 0.0005(5)
  C22 0.0218(7) 0.0273(8) 0.0287(7) -0.0037(6) 0.0100(6) 0.0012(6)
  C23 0.0220(7) 0.0241(7) 0.0354(8) -0.0013(6) 0.0075(6) -0.0014(6)
  C24 0.0281(7) 0.0205(7) 0.0245(7) 0.0010(6) 0.0094(6) -0.0013(5)
  C25 0.0467(11) 0.0466(11) 0.0375(10) -0.0103(9) 0.0122(8) 0.0139(8)
  C26 0.0269(8) 0.0462(11) 0.0551(11) -0.0073(7) 0.0222(8) -0.0083(9)
  C27 0.0472(10) 0.0368(9) 0.0246(8) 0.0087(8) 0.0079(7) -0.0009(7)
  C28 0.0376(9) 0.0273(8) 0.0357(8) 0.0012(7) 0.0190(7) -0.0031(7)
  C29 0.0259(7) 0.0193(7) 0.0189(6) 0.0011(5) 0.0088(5) 0.0006(5)
  C30 0.0252(7) 0.0226(7) 0.0243(7) -0.0020(5) 0.0111(6) -0.0026(5)
  C31 0.0278(7) 0.0239(7) 0.0266(7) 0.0002(6) 0.0121(6) -0.0025(6)
  C32 0.0228(6) 0.0193(7) 0.0236(7) 0.0030(5) 0.0095(5) 0.0007(5)
  C33 0.0257(7) 0.0384(9) 0.0297(8) -0.0028(7) 0.0076(6) -0.0024(7)
  C34 0.0362(9) 0.0323(9) 0.0375(9) -0.0069(7) 0.0206(7) -0.0003(7)
  C35 0.0279(7) 0.0283(8) 0.0264(7) 0.0026(6) 0.0139(6) 0.0006(6)
  C36 0.0247(7) 0.0299(8) 0.0318(8) 0.0049(6) 0.0075(6) 0.0046(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
  Cl1 C1 . 1.7957(14) yes
  Cl2 C9 . 1.7903(14) yes
  S1 C1 . 1.8168(14) yes
  S1 S2 . 2.0426(5) yes
  S2 S3 . 2.0502(5) yes
  S3 C9 . 1.8167(14) yes
  O1 C3 . 1.200(2) ?
  O2 C11 . 1.1990(19) ?
  C1 C2 . 1.593(2) yes
  C1 C4 . 1.592(2) yes
  C2 C5 . 1.525(2) ?
  C2 C3 . 1.525(2) ?
  C2 C6 . 1.531(2) ?
  C3 C4 . 1.525(2) ?
  C4 C8 . 1.525(2) ?
  C4 C7 . 1.534(2) ?
  C5 H51 . 0.9800 ?
  C5 H52 . 0.9800 ?
  C5 H53 . 0.9800 ?
  C6 H61 . 0.9800 ?
  C6 H62 . 0.9800 ?
  C6 H63 . 0.9800 ?
  C7 H71 . 0.9800 ?
  C7 H72 . 0.9800 ?
  C7 H73 . 0.9800 ?
  C8 H81 . 0.9800 ?
  C8 H82 . 0.9800 ?
  C8 H83 . 0.9800 ?
  C9 C10 . 1.593(2) yes
  C9 C12 . 1.5905(19) yes
  C10 C11 . 1.523(2) ?
  C10 C13 . 1.526(2) ?
  C10 C14 . 1.532(2) ?
  C11 C12 . 1.527(2) ?
  C12 C15 . 1.525(2) ?
  C12 C16 . 1.533(2) ?
  C13 H131 . 0.9800 ?
  C13 H132 . 0.9800 ?
  C13 H133 . 0.9800 ?
  C14 H141 . 0.9800 ?
  C14 H142 . 0.9800 ?
  C14 H143 . 0.9800 ?
  C15 H151 . 0.9800 ?
  C15 H152 . 0.9800 ?
  C15 H153 . 0.9800 ?
  C16 H161 . 0.9800 ?
  C16 H162 . 0.9800 ?
  C16 H163 . 0.9800 ?
  Cl21 C21 . 1.7934(14) yes
  Cl22 C29 . 1.8070(14) yes
  S21 C21 . 1.8181(14) yes
  S21 S22 . 2.0417(5) yes
  S22 S23 . 2.0513(5) yes
  S23 C29 . 1.8110(14) yes
  O21 C23 . 1.2021(19) ?
  O22 C31 . 1.1993(19) ?
  C21 C22 . 1.591(2) yes
  C21 C24 . 1.589(2) yes
  C22 C23 . 1.525(2) ?
  C22 C26 . 1.527(2) ?
  C22 C25 . 1.527(2) ?
  C23 C24 . 1.518(2) ?
  C24 C28 . 1.521(2) ?
  C24 C27 . 1.534(2) ?
  C25 H251 . 0.9800 ?
  C25 H252 . 0.9800 ?
  C25 H253 . 0.9800 ?
  C26 H261 . 0.9800 ?
  C26 H262 . 0.9800 ?
  C26 H263 . 0.9800 ?
  C27 H271 . 0.9800 ?
  C27 H272 . 0.9800 ?
  C27 H273 . 0.9800 ?
  C28 H281 . 0.9800 ?
  C28 H282 . 0.9800 ?
  C28 H283 . 0.9800 ?
  C29 C30 . 1.594(2) yes
  C29 C32 . 1.585(2) yes
  C30 C34 . 1.522(2) ?
  C30 C33 . 1.532(2) ?
  C30 C31 . 1.532(2) ?
  C31 C32 . 1.525(2) ?
  C32 C36 . 1.524(2) ?
  C32 C35 . 1.537(2) ?
  C33 H331 . 0.9800 ?
  C33 H332 . 0.9800 ?
  C33 H333 . 0.9800 ?
  C34 H341 . 0.9800 ?
  C34 H342 . 0.9800 ?
  C34 H343 . 0.9800 ?
  C35 H351 . 0.9800 ?
  C35 H352 . 0.9800 ?
  C35 H353 . 0.9800 ?
  C36 H361 . 0.9800 ?
  C36 H362 . 0.9800 ?
  C36 H363 . 0.9800 ?