#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/62/1506282.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_1506282
loop_
_publ_author_name
'Ie, Yutaka'
'Umemoto, Yoshikazu'
'Kaneda, Takahiro'
'Aso, Yoshio'
_publ_section_title
;
 Electronegative oligothiophenes based on a
 hexafluorocyclopentene-annelated thiophene unit.
;
_journal_issue                   23
_journal_name_full               'Organic letters'
_journal_page_first              5381
_journal_page_last               5384
_journal_paper_doi               10.1021/ol062238j
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         'C30 H10 F12 S6 '
_chemical_formula_sum            'C30 H10 F12 S6'
_chemical_formula_weight         790.746
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 110.238(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   34.977(2)
_cell_length_b                   5.7994(3)
_cell_length_c                   15.474(1)
_cell_measurement_reflns_used    14880
_cell_measurement_temperature    200.2
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.2
_cell_volume                     2945.1(3)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9976
_diffrn_measured_fraction_theta_max 0.9976
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.061
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12751
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.581
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.813
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Higashi, 1995)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.835
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.66
_refine_diff_density_min         -0.59
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.898
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2404
_refine_ls_R_factor_gt           0.0832
_refine_ls_shift/su_max          0.2535
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.06000(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2449
_reflns_number_gt                2404
_reflns_number_total             3368
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ol062238jsi20060909_044822.cif
_cod_data_source_block           yu5z22
_cod_original_cell_volume        2944.9(3)
_cod_original_formula_sum        'C30 H10 F12 S6 '
_cod_database_code               1506282
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y,1/2-z
-x,-y,-z
x,-y,1/2+z
1/2+x,1/2+y,z
1/2-x,1/2+y,1/2-z
1/2-x,1/2-y,-z
1/2+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
S(001) S 0.62016(5) -0.1184(3) 0.0837(1) 0.0334(5) Uani 1.00 d .
S(002) S 0.55664(6) 0.3058(3) 0.0397(1) 0.0352(5) Uani 1.00 d .
S(3) S 0.71112(8) -0.2885(5) 0.0863(2) 0.0491(8) Uani 0.81 d P
F(004) F 0.5753(2) -0.0656(9) 0.3357(3) 0.055(2) Uani 1.00 d .
F(005) F 0.6870(1) -0.4900(9) 0.3646(3) 0.048(1) Uani 1.00 d .
F(007) F 0.6367(1) -0.7188(8) 0.2997(4) 0.053(2) Uani 1.00 d .
F(008) F 0.6109(2) -0.539(1) 0.4223(4) 0.077(2) Uani 1.00 d .
F(009) F 0.5519(1) -0.3990(9) 0.2772(4) 0.060(2) Uani 1.00 d .
F(10) F 0.6456(2) -0.225(1) 0.4286(4) 0.072(2) Uani 1.00 d .
C(011) C 0.6467(2) -0.494(1) 0.3159(5) 0.036(2) Uani 1.00 d .
C(012) C 0.5995(2) -0.218(1) 0.2209(5) 0.029(2) Uani 1.00 d .
C(013) C 0.6503(2) -0.319(1) 0.1605(5) 0.029(2) Uani 1.00 d .
C(014) C 0.5873(2) -0.077(1) 0.1445(5) 0.028(2) Uani 1.00 d .
C(015) C 0.4923(2) 0.271(1) 0.0807(6) 0.038(2) Uani 1.00 d .
C(016) C 0.6854(2) -0.421(1) 0.1463(5) 0.034(2) Uani 1.00 d .
C(017) C 0.5850(2) -0.260(1) 0.2990(5) 0.036(2) Uani 1.00 d .
C(018) C 0.5177(2) 0.088(1) 0.1290(5) 0.038(2) Uani 1.00 d .
C(019) C 0.6345(2) -0.353(1) 0.2290(5) 0.029(2) Uani 1.00 d .
C(020) C 0.6219(2) -0.385(2) 0.3712(6) 0.043(2) Uani 1.00 d .
C(021) C 0.5088(2) 0.404(1) 0.0293(5) 0.033(2) Uani 1.00 d .
C(022) C 0.5544(2) 0.085(1) 0.1135(5) 0.030(2) Uani 1.00 d .
C(023) C 0.7384(3) -0.675(2) 0.1473(8) 0.063(3) Uani 1.00 d .
C(024) C 0.7436(3) -0.499(2) 0.1001(7) 0.062(3) Uani 1.00 d .
C(25) C 0.7034(2) -0.6559(10) 0.1814(4) 0.047(2) Uani 1.61 d P
H(1) H 0.4658 0.2997 0.0834 0.0460 Uiso 1.00 calc .
H(2) H 0.5104 -0.0210 0.1674 0.0444 Uiso 1.00 calc .
H(3) H 0.7560 -0.8076 0.1600 0.0768 Uiso 1.00 calc .
H(4) H 0.7653 -0.4918 0.0745 0.0735 Uiso 1.00 calc .
H(5) H 0.6942 -0.7666 0.2167 0.0614 Uiso 1.00 calc .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
S S 0.125 0.123
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
F F 0.017 0.010
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
Na Na 0.036 0.025
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(013) S(001) C(014) 94.7(3) . yes
C(021) S(002) C(022) 92.4(4) . yes
C(016) S(3) C(024) 93.9(5) . yes
F(005) C(011) F(007) 105.9(6) . yes
F(005) C(011) C(019) 114.0(6) . yes
F(005) C(011) C(020) 111.1(7) . yes
F(007) C(011) C(019) 112.6(7) . yes
F(007) C(011) C(020) 109.9(6) . yes
C(019) C(011) C(020) 103.5(6) . yes
C(014) C(012) C(017) 134.9(7) . yes
C(014) C(012) C(019) 113.8(6) . yes
C(017) C(012) C(019) 111.3(6) . yes
S(001) C(013) C(016) 121.1(6) . yes
S(001) C(013) C(019) 108.4(5) . yes
C(016) C(013) C(019) 130.4(7) . yes
S(001) C(014) C(012) 108.5(5) . yes
S(001) C(014) C(022) 121.0(5) . yes
C(012) C(014) C(022) 130.4(7) . yes
C(018) C(015) C(021) 114.7(7) . yes
S(3) C(016) C(013) 122.8(6) . yes
S(3) C(016) C(25) 111.8(5) . yes
C(013) C(016) C(25) 125.4(6) . yes
F(004) C(017) F(009) 106.4(6) . yes
F(004) C(017) C(012) 114.1(6) . yes
F(004) C(017) C(020) 110.5(6) . yes
F(009) C(017) C(012) 113.5(6) . yes
F(009) C(017) C(020) 109.1(6) . yes
C(012) C(017) C(020) 103.2(6) . yes
C(015) C(018) C(022) 111.5(7) . yes
C(011) C(019) C(012) 110.3(6) . yes
C(011) C(019) C(013) 135.0(7) . yes
C(012) C(019) C(013) 114.6(6) . yes
F(008) C(020) F(10) 108.0(7) . yes
F(008) C(020) C(011) 112.6(7) . yes
F(008) C(020) C(017) 113.4(6) . yes
F(10) C(020) C(011) 108.1(6) . yes
F(10) C(020) C(017) 108.6(7) . yes
C(011) C(020) C(017) 106.0(6) . yes
S(002) C(021) C(015) 110.3(5) . yes
S(002) C(021) C(021) 120.5(8) 3_665 yes
C(015) C(021) C(021) 129.2(8) 3_665 yes
S(002) C(022) C(014) 119.2(5) . yes
S(002) C(022) C(018) 111.2(5) . yes
C(014) C(022) C(018) 129.4(7) . yes
C(024) C(023) C(25) 115.4(8) . yes
S(3) C(024) C(023) 115.7(7) . yes
C(016) C(25) C(023) 103.2(6) . yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S(001) C(013) 1.734(7) . yes
S(001) C(014) 1.734(7) . yes
S(002) C(021) 1.723(7) . yes
S(002) C(022) 1.735(7) . yes
S(3) C(016) 1.685(8) . yes
S(3) C(024) 1.63(1) . yes
F(004) C(017) 1.358(9) . yes
F(005) C(011) 1.351(8) . yes
F(007) C(011) 1.349(9) . yes
F(008) C(020) 1.337(9) . yes
F(009) C(017) 1.353(9) . yes
F(10) C(020) 1.35(1) . yes
C(011) C(019) 1.50(1) . yes
C(011) C(020) 1.55(1) . yes
C(012) C(014) 1.378(10) . yes
C(012) C(017) 1.484(10) . yes
C(012) C(019) 1.424(10) . yes
C(013) C(016) 1.444(10) . yes
C(013) C(019) 1.370(10) . yes
C(014) C(022) 1.436(9) . yes
C(015) C(018) 1.42(1) . yes
C(015) C(021) 1.37(1) . yes
C(016) C(25) 1.522(9) . yes
C(017) C(020) 1.56(1) . yes
C(018) C(022) 1.38(1) . yes
C(021) C(021) 1.43(1) 3_665 yes
C(023) C(024) 1.30(1) . yes
C(023) C(25) 1.50(1) . yes
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
S(001) F(008) 3.118(6) 4_544
S(001) F(10) 3.463(6) 4_554
S(002) F(008) 3.334(6) 4_554
S(3) F(005) 3.482(5) 4_544
F(004) F(007) 3.131(7) 1_565
F(004) F(008) 3.392(9) 1_565
F(004) C(018) 3.591(9) 2_655
F(005) C(023) 3.241(10) 6_655
F(005) C(024) 3.49(1) 4_545
F(007) C(014) 3.194(9) 1_545
F(007) C(012) 3.235(8) 1_545
F(007) C(022) 3.485(8) 1_545
F(007) F(10) 3.500(8) 1_545
F(008) C(016) 3.550(9) 4_545
F(008) C(013) 3.556(9) 4_545
F(009) F(009) 3.431(9) 2_655
F(009) C(015) 3.588(10) 1_545
C(015) C(022) 3.54(1) 3_655
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S(001) C(013) C(016) S(3) 25.9(9) . . . yes
S(001) C(013) C(016) C(25) -153.5(5) . . . yes
S(001) C(013) C(019) C(011) -177.3(7) . . . yes
S(001) C(013) C(019) C(012) -1.3(8) . . . yes
S(001) C(014) C(012) C(017) 179.0(7) . . . yes
S(001) C(014) C(012) C(019) 0.2(8) . . . yes
S(001) C(014) C(022) S(002) -21.2(8) . . . yes
S(001) C(014) C(022) C(018) 154.1(7) . . . yes
S(002) C(021) C(015) C(018) 0.1(9) . . . yes
S(002) C(021) C(021) S(002) 180.0 . 3_665 3_665 yes
S(002) C(021) C(021) C(015) -2(1) . 3_665 3_665 yes
S(002) C(022) C(014) C(012) 157.7(6) . . . yes
S(002) C(022) C(018) C(015) -0.3(9) . . . yes
S(3) C(016) C(013) C(019) -154.6(7) . . . yes
S(3) C(016) C(25) C(023) 0.3(7) . . . yes
S(3) C(024) C(023) C(25) 0(1) . . . yes
F(004) C(017) C(012) C(014) -43(1) . . . yes
F(004) C(017) C(012) C(019) 135.3(6) . . . yes
F(004) C(017) C(020) F(008) 90.4(8) . . . yes
F(004) C(017) C(020) F(10) -29.6(8) . . . yes
F(004) C(017) C(020) C(011) -145.6(6) . . . yes
F(005) C(011) C(019) C(012) -134.4(7) . . . yes
F(005) C(011) C(019) C(013) 41(1) . . . yes
F(005) C(011) C(020) F(008) -90.2(8) . . . yes
F(005) C(011) C(020) F(10) 29.0(8) . . . yes
F(005) C(011) C(020) C(017) 145.3(6) . . . yes
F(007) C(011) C(019) C(012) 105.0(7) . . . yes
F(007) C(011) C(019) C(013) -78(1) . . . yes
F(007) C(011) C(020) F(008) 26.6(9) . . . yes
F(007) C(011) C(020) F(10) 145.8(6) . . . yes
F(007) C(011) C(020) C(017) -97.9(7) . . . yes
F(008) C(020) C(011) C(019) 147.1(7) . . . yes
F(008) C(020) C(017) F(009) -26.3(10) . . . yes
F(008) C(020) C(017) C(012) -147.3(7) . . . yes
F(009) C(017) C(012) C(014) 78(1) . . . yes
F(009) C(017) C(012) C(019) -102.5(7) . . . yes
F(009) C(017) C(020) F(10) -146.3(7) . . . yes
F(009) C(017) C(020) C(011) 97.7(7) . . . yes
F(10) C(020) C(011) C(019) -93.8(7) . . . yes
F(10) C(020) C(017) C(012) 92.7(7) . . . yes
C(011) C(019) C(012) C(014) 177.7(6) . . . yes
C(011) C(019) C(012) C(017) -1.4(8) . . . yes
C(011) C(019) C(013) C(016) 3(1) . . . yes
C(011) C(020) C(017) C(012) -23.3(8) . . . yes
C(012) C(014) S(001) C(013) -0.8(6) . . . yes
C(012) C(014) C(022) C(018) -27(1) . . . yes
C(012) C(019) C(011) C(020) -13.5(8) . . . yes
C(012) C(019) C(013) C(016) 179.1(7) . . . yes
C(013) S(001) C(014) C(022) 178.3(6) . . . yes
C(013) C(016) S(3) C(024) -179.7(7) . . . yes
C(013) C(016) C(25) C(023) 179.7(7) . . . yes
C(013) C(019) C(011) C(020) 162.5(8) . . . yes
C(013) C(019) C(012) C(014) 0.8(9) . . . yes
C(013) C(019) C(012) C(017) -178.3(6) . . . yes
C(014) S(001) C(013) C(016) -179.2(6) . . . yes
C(014) S(001) C(013) C(019) 1.2(6) . . . yes
C(014) C(012) C(017) C(020) -163.3(8) . . . yes
C(014) C(022) S(002) C(021) 176.4(6) . . . yes
C(014) C(022) C(018) C(015) -175.9(7) . . . yes
C(015) C(021) S(002) C(022) -0.2(6) . . . yes
C(015) C(021) C(021) C(015) 180.0 . 3_665 3_665 yes
C(016) S(3) C(024) C(023) 0.1(9) . . . yes
C(016) C(25) C(023) C(024) 0(1) . . . yes
C(017) C(012) C(014) C(022) 0(1) . . . yes
C(017) C(020) C(011) C(019) 22.5(8) . . . yes
C(018) C(015) C(021) C(021) 177.8(9) . . 3_665 yes
C(018) C(022) S(002) C(021) 0.3(6) . . . yes
C(019) C(012) C(014) C(022) -178.8(7) . . . yes
C(019) C(012) C(017) C(020) 15.5(8) . . . yes
C(019) C(013) C(016) C(25) 26(1) . . . yes
C(021) C(015) C(018) C(022) 0(1) . . . yes
C(021) C(021) S(002) C(022) 178.2(8) 3_665 3_665 3_665 yes
C(024) S(3) C(016) C(25) -0.3(6) . . . yes
C(024) S(3) C(016) C(25) -0.3(6) . . . yes
