#------------------------------------------------------------------------------
#$Date: 2012-01-04 10:47:25 +0100 (Wed, 04 Jan 2012) $
#$Revision: 31984 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/33/2003387.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_2003387
_publ_section_title
;
Five 3,3'-Bridged 2,2'-Dithiophenes
;
_journal_name_full               'Acta Crystallographica C'
_journal_page_first              690
_journal_page_last               697
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source
;
chemical synthesis (Sannicol\'o, 1994).
;
_chemical_formula_sum            'C13 H12 S2'
_chemical_formula_weight         232.36
_symmetry_space_group_name_H-M   'P -3'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            18
_cell_length_a                   21.792(4)
_cell_length_b                   21.792(4)
_cell_length_c                   12.566(2)
_cell_measurement_radiation      'Mo K\a'
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      17.9
_cell_measurement_theta_min      9.7
_cell_measurement_wavelength     0.70930
_cell_volume                     5168(2)
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       '\q/2\q scan'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6637
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  360
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.4079
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_crystal_colour            golden--yellow
_exptl_crystal_density_diffrn    1.3439
_exptl_crystal_description
;
Irregular prism
;
_exptl_crystal_size_max          0.034
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.022
_refine_diff_density_max         0.21
_refine_diff_density_min         >-0.21
_refine_ls_extinction_coef       7.7(6)x10^-8^
_refine_ls_extinction_method     'Stout & Jensen (1968)'
_refine_ls_goodness_of_fit_obs   1.654
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     551
_refine_ls_number_reflns         3498
_refine_ls_R_factor_obs          0.034
_refine_ls_shift/esd_max         0.15
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
'w = 2F~o~Lp/[\s^2^(I~o~) + (0.02I~o~)^2^]^1/2^'
_refine_ls_wR_factor_obs         0.035
_reflns_number_observed          3498
_reflns_number_total             6045
_reflns_observed_criterion       'I~o~ > 2\s(I~o~)'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_cell_measurement_temperature' value 'room temperature' was changed
to '295(2)' - the room/ambient temperature average [293;298] in
Kelvins(K) was taken.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2003387
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_22
_atom_site_aniso_U_23
_atom_site_aniso_U_33
S1a 0.0466(4) 0.0289(2) 0.0073(3) 0.0561(4) 0.0023(3) 0.0476(4)
S7a 0.0466(4) 0.0178(3) -0.0090(3) 0.0462(4) -0.0053(3) 0.0475(4)
C2a 0.067(1) 0.0401(9) 0.001(1) 0.061(1) -0.006(1) 0.042(2)
C3a 0.051(1) 0.0215(9) -0.011(1) 0.046(1) -0.004(1) 0.043(2)
C4a 0.042(1) 0.0216(7) 0.000(1) 0.040(1) 0.005(1) 0.036(1)
C5a 0.038(1) 0.0198(7) 0.001(1) 0.038(1) 0.005(1) 0.036(1)
C6a 0.038(1) 0.0198(7) -0.002(1) 0.039(1) 0.002(1) 0.036(1)
C8a 0.074(1) 0.0347(9) -0.005(1) 0.054(1) -0.009(1) 0.038(2)
C9a 0.054(1) 0.0334(8) 0.008(1) 0.058(1) 0.007(1) 0.042(2)
C10a 0.045(1) 0.0250(7) 0.003(1) 0.043(1) 0.008(1) 0.034(1)
C11a 0.035(1) 0.0180(8) -0.002(1) 0.042(1) 0.003(1) 0.043(1)
C12a 0.047(1) 0.016(1) 0.001(1) 0.051(1) 0.010(1) 0.058(2)
C13a 0.046(1) 0.029(1) 0.016(2) 0.094(2) 0.019(2) 0.071(2)
C14a 0.052(1) 0.045(1) 0.004(1) 0.100(2) 0.003(2) 0.071(2)
C15a 0.048(1) 0.0338(9) -0.001(1) 0.069(1) 0.006(1) 0.048(2)
S1b 0.0570(4) 0.0282(2) 0.0024(3) 0.0447(4) 0.0082(3) 0.0480(4)
S7b 0.0429(4) 0.0160(2) -0.0062(3) 0.0417(4) -0.0094(3) 0.0494(4)
C2b 0.063(1) 0.0401(9) -0.002(1) 0.067(1) 0.004(1) 0.042(2)
C3b 0.047(1) 0.0254(9) -0.008(1) 0.053(1) -0.010(1) 0.042(2)
C4b 0.039(1) 0.0199(7) 0.002(1) 0.040(1) -0.003(1) 0.035(1)
C5b 0.041(1) 0.0200(7) 0.006(1) 0.037(1) 0.002(1) 0.037(1)
C6b 0.036(1) 0.0164(7) 0.002(1) 0.036(1) -0.003(1) 0.036(1)
C8b 0.053(1) 0.0292(9) -0.011(1) 0.061(1) -0.006(1) 0.040(2)
C9b 0.057(1) 0.0289(8) -0.002(1) 0.046(1) 0.003(1) 0.040(2)
C10b 0.040(1) 0.0208(7) 0.004(1) 0.040(1) -0.001(1) 0.032(1)
C11b 0.042(1) 0.0163(8) 0.000(1) 0.034(1) -0.003(1) 0.037(1)
C12b 0.060(1) 0.0249(9) 0.001(1) 0.040(1) -0.006(1) 0.049(2)
C13b 0.083(2) 0.031(1) -0.005(2) 0.041(1) -0.002(1) 0.067(2)
C14b 0.079(2) 0.015(1) 0.010(2) 0.041(1) 0.011(1) 0.067(2)
C15b 0.047(1) 0.014(1) 0.006(1) 0.043(1) -0.001(1) 0.053(2)
S1c 0.0687(4) 0.0377(2) -0.0010(4) 0.0521(4) 0.0086(3) 0.0538(4)
S7c 0.0464(4) 0.0282(2) 0.0039(3) 0.0550(4) -0.0047(3) 0.0479(4)
C2c 0.068(2) 0.025(1) 0.003(1) 0.049(1) 0.011(1) 0.046(2)
C3c 0.047(1) 0.0230(9) 0.007(1) 0.050(1) 0.000(1) 0.045(2)
C4c 0.042(1) 0.0183(8) -0.002(1) 0.038(1) -0.003(1) 0.032(1)
C5c 0.043(1) 0.0223(7) -0.005(1) 0.040(1) -0.002(1) 0.036(1)
C6c 0.040(1) 0.0209(7) -0.003(1) 0.041(1) -0.005(1) 0.035(1)
C8c 0.052(1) 0.022(1) 0.009(1) 0.055(1) 0.002(1) 0.040(2)
C9c 0.056(1) 0.0287(8) -0.004(1) 0.050(1) 0.003(1) 0.039(1)
C10c 0.042(1) 0.0196(7) -0.005(1) 0.038(1) -0.005(1) 0.031(1)
C11c 0.038(1) 0.0236(7) -0.003(1) 0.042(1) -0.004(1) 0.037(1)
C12c 0.047(1) 0.0305(9) -0.007(1) 0.063(1) -0.004(1) 0.055(2)
C13c 0.066(1) 0.0525(9) -0.008(1) 0.081(1) 0.003(1) 0.067(2)
C14c 0.077(1) 0.0504(8) 0.007(1) 0.062(1) 0.007(1) 0.061(2)
C15c 0.054(1) 0.0296(8) -0.001(1) 0.050(1) -0.005(1) 0.042(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
S1a -0.56533 -0.23274 0.40489 0.0487(3)
S7a -0.56931(3) -0.34072(3) 0.14458(6) 0.0491(3)
C2a -0.4967(1) -0.1702(1) 0.4799(2) 0.0530(10)
C3a -0.4324(1) -0.1550(1) 0.4427(2) 0.0477(10)
C4a -0.4379(1) -0.1957(1) 0.3511(2) 0.0387(8)
C5a -0.5068(1) -0.2395(1) 0.3223(2) 0.0367(9)
C6a -0.5081(1) -0.2794(1) 0.2293(2) 0.0375(8)
C8a -0.5029(1) -0.3419(1) 0.0719(2) 0.0539(10)
C9a -0.4375(1) -0.2970(1) 0.1110(2) 0.0488(11)
C10a -0.4396(1) -0.2602(1) 0.2030(2) 0.0397(9)
C11a -0.3876(1) -0.2044(1) 0.2793(2) 0.0410(9)
C12a -0.3317(1) -0.1363(1) 0.2223(2) 0.0557(12)
C13a -0.2742(1) -0.1516(2) 0.1876(3) 0.0734(14)
C14a -0.2788(1) -0.2089(2) 0.2606(3) 0.0708(13)
C15a -0.3392(1) -0.2269(1) 0.3368(2) 0.0531(11)
S1b 0.56049(3) 0.23704(3) 0.09478(6) 0.0486(3)
S7b 0.66407(3) 0.23250(3) 0.35527(6) 0.0470(3)
C2b 0.4943(1) 0.1710(1) 0.0212(2) 0.0538(11)
C3b 0.4737(1) 0.1054(1) 0.0595(2) 0.0473(10)
C4b 0.5122(1) 0.1078(1) 0.1509(2) 0.0380(9)
C5b 0.5611(1) 0.1757(1) 0.1791(2) 0.0379(8)
C6b 0.5990(1) 0.1739(1) 0.2725(2) 0.0364(9)
C8b 0.6590(1) 0.1636(1) 0.4286(2) 0.0509(12)
C9b 0.6098(1) 0.0992(1) 0.3912(2) 0.0463(10)
C10b 0.5742(1) 0.1047(1) 0.3004(2) 0.0370(8)
C11b 0.5160(1) 0.0550(1) 0.2253(2) 0.0386(10)
C12b 0.5327(1) 0.0021(1) 0.1695(2) 0.0495(10)
C13b 0.5128(2) -0.0572(1) 0.2499(3) 0.0634(12)
C14b 0.4559(2) -0.0572(1) 0.3205(3) 0.0685(14)
C15b 0.4462(1) 0.0040(1) 0.2823(2) 0.0515(11)
S1c 0.11542(4) 0.02733(3) 0.62210(6) 0.0549(3)
S7c 0.02192(3) -0.08705(3) 0.88315(6) 0.0485(3)
C2c 0.1817(1) 0.0323(1) 0.5420(2) 0.0566(13)
C3c 0.2061(1) -0.0108(1) 0.5747(2) 0.0479(10)
C4c 0.1715(1) -0.0487(1) 0.6676(2) 0.0379(9)
C5c 0.1212(1) -0.0333(1) 0.7017(2) 0.0395(10)
C6c 0.0868(1) -0.0753(1) 0.7954(2) 0.0383(9)
C8c 0.0335(1) -0.1484(1) 0.9515(2) 0.0510(11)
C9c 0.0843(1) -0.1595(1) 0.9082(2) 0.0470(10)
C10c 0.1157(1) -0.1171(1) 0.8176(2) 0.0372(9)
C11c 0.1729(1) -0.1049(1) 0.7368(2) 0.0377(9)
C12c 0.2441(1) -0.0861(1) 0.7875(2) 0.0538(11)
C13c 0.2377(1) -0.1560(1) 0.8197(3) 0.0642(11)
C14c 0.1783(1) -0.2132(1) 0.7505(2) 0.0597(11)
C15c 0.1559(1) -0.1731(1) 0.6761(2) 0.0473(10)
H2a -0.5070(10) -0.1520(10) 0.5350(20) 0.0307(42)
H3a -0.3900(10) -0.1220(10) 0.4700(20) 0.0254(38)
H8a -0.5170(10) -0.3720(10) 0.0190(20) 0.0285(40)
H9a -0.3980(10) -0.2900(10) 0.0830(20) 0.0249(38)
H121a -0.3540(10) -0.1260(10) 0.1690(20) 0.0350(45)
H122a -0.3140(10) -0.0960(10) 0.2710(20) 0.0342(44)
H131a -0.2840(10) -0.1690(10) 0.1120(20) 0.0415(50)
H132a -0.2280(10) -0.1060(10) 0.1910(30) 0.0643(67)
H141a -0.2920(10) -0.2520(10) 0.2180(20) 0.0463(53)
H142a -0.2350(10) -0.1950(10) 0.2970(20) 0.0533(58)
H151a -0.3660(10) -0.2750(10) 0.3610(20) 0.0249(38)
H152a -0.3190(10) -0.1960(10) 0.4030(20) 0.0450(52)
H2b 0.4770(10) 0.1810(10) -0.0360(20) 0.0382(47)
H3b 0.4400(10) 0.0670(10) 0.0320(20) 0.0224(37)
H8b 0.6890(10) 0.1730(10) 0.4840(20) 0.0345(44)
H9b 0.6010(10) 0.0580(10) 0.4210(20) 0.0215(36)
H121b 0.5020(10) -0.0170(10) 0.1070(20) 0.0274(40)
H122b 0.5810(10) 0.0250(10) 0.1470(20) 0.0271(40)
H131b 0.4960(10) -0.1010(10) 0.2150(20) 0.0430(50)
H132b 0.5550(10) -0.0460(10) 0.2880(20) 0.0335(44)
H141b 0.4110(10) -0.1020(10) 0.3230(20) 0.0406(50)
H142b 0.4730(10) -0.0470(10) 0.3980(20) 0.0473(54)
H151b 0.4090(10) -0.0130(10) 0.2330(20) 0.0317(43)
H152b 0.4370(10) 0.0270(10) 0.3390(20) 0.0299(41)
H2c 0.1950(10) 0.0630(10) 0.4860(20) 0.0332(44)
H3c 0.2427(9) -0.0138(9) 0.5420(20) 0.0164(33)
H8c 0.0060(10) -0.1700(10) 1.0070(20) 0.0317(42)
H9c 0.0982(9) -0.1891(9) 0.9350(20) 0.0191(34)
H121c 0.2540(10) -0.0530(10) 0.8440(20) 0.0238(37)
H122c 0.2810(10) -0.0640(10) 0.7310(20) 0.0323(43)
H131c 0.2240(10) -0.1660(10) 0.9000(20) 0.0398(48)
H132c 0.2820(10) -0.1550(10) 0.8150(20) 0.0401(50)
H141c 0.1370(10) -0.2450(10) 0.7960(20) 0.0353(44)
H142c 0.1950(10) -0.2410(10) 0.7150(20) 0.0327(44)
H151c 0.1073(9) -0.1995(9) 0.6580(20) 0.0179(34)
H152c 0.1840(10) -0.1600(10) 0.6100(20) 0.0282(41)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
S Sulphur
;International Tables for X-ray Crystallography (1974, Vol. IV,
Tables 2.2A, 2.3.1 and 2.2C)
;
0.110 0.124