#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:46:57 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178405 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/26/4022623.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_4022623
loop_
_publ_author_name
'Mingqian He'
'Feixia Zhang'
_publ_section_title
;
 Synthesis and Structure of Alkyl-Substituted Fused Thiophenes
 Containing up to Seven Rings
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              442
_journal_page_last               451
_journal_paper_doi               10.1021/jo061853y
_journal_volume                  72
_journal_year                    2007
_chemical_formula_moiety         'C32 H44 S5'
_chemical_formula_sum            'C32 H44 S5'
_chemical_formula_weight         588.97
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.083(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   34.990(2)
_cell_length_b                   6.9313(4)
_cell_length_c                   12.8425(8)
_cell_measurement_reflns_used    4209
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.72
_cell_measurement_theta_min      3.38
_cell_volume                     3110.1(3)
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT+'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker X8 APEX II diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14022
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.33
_exptl_absorpt_coefficient_mu    0.393
_exptl_absorpt_correction_T_max  0.9902
_exptl_absorpt_correction_T_min  0.7440
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3854
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0355
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0616P)²+0.9933P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.1052
_reflns_number_gt                2974
_reflns_number_total             3854
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo061853ysi20060915_035014.cif
_cod_data_source_block           ft5
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4022623
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.0000 0.59191(6) 0.2500 0.02383(13) Uani 1 2 d S
S2 S 0.031029(9) 1.12963(5) 0.38036(3) 0.02258(11) Uani 1 1 d .
S3 S 0.057197(11) 0.59763(5) 0.51754(3) 0.02871(12) Uani 1 1 d .
C1 C 0.01092(4) 0.95462(18) 0.29823(11) 0.0214(3) Uani 1 1 d .
C2 C 0.01848(4) 0.76839(18) 0.33362(11) 0.0221(3) Uani 1 1 d .
C3 C 0.04035(4) 0.76733(19) 0.42988(11) 0.0230(3) Uani 1 1 d .
C4 C 0.04944(4) 0.95198(19) 0.46415(11) 0.0221(3) Uani 1 1 d .
C5 C 0.07697(4) 0.7754(2) 0.59834(12) 0.0283(3) Uani 1 1 d .
H5 H 0.0898(5) 0.736(3) 0.6619(15) 0.044(5) Uiso 1 1 d .
C6 C 0.07093(4) 0.9582(2) 0.56173(11) 0.0243(3) Uani 1 1 d .
C7 C 0.08350(4) 1.1424(2) 0.61310(12) 0.0249(3) Uani 1 1 d .
H7B H 0.0967(4) 1.210(2) 0.5629(12) 0.023(4) Uiso 1 1 d .
H7A H 0.0623(4) 1.212(2) 0.6246(12) 0.027(4) Uiso 1 1 d .
C8 C 0.10851(4) 1.1321(2) 0.71307(12) 0.0264(3) Uani 1 1 d .
H8B H 0.1320(4) 1.064(2) 0.7019(12) 0.022(4) Uiso 1 1 d .
H8A H 0.0951(5) 1.065(2) 0.7661(13) 0.030(4) Uiso 1 1 d .
C9 C 0.11793(5) 1.3360(2) 0.74991(13) 0.0299(3) Uani 1 1 d .
H9B H 0.1301(5) 1.397(3) 0.6961(15) 0.038(5) Uiso 1 1 d .
H9A H 0.0946(5) 1.400(2) 0.7589(13) 0.028(4) Uiso 1 1 d .
C10 C 0.14354(5) 1.3570(2) 0.84797(13) 0.0331(4) Uani 1 1 d .
H10B H 0.1673(5) 1.292(2) 0.8390(13) 0.035(4) Uiso 1 1 d .
H10A H 0.1316(5) 1.296(3) 0.9036(14) 0.037(5) Uiso 1 1 d .
C11 C 0.15079(6) 1.5695(3) 0.87149(15) 0.0404(4) Uani 1 1 d .
H11B H 0.1627(6) 1.623(3) 0.8142(17) 0.049(6) Uiso 1 1 d .
H11A H 0.1270(5) 1.636(3) 0.8776(15) 0.042(5) Uiso 1 1 d .
C12 C 0.17571(5) 1.6135(3) 0.96890(15) 0.0388(4) Uani 1 1 d .
H12B H 0.1624(5) 1.559(3) 1.0281(15) 0.043(5) Uiso 1 1 d .
H12A H 0.2002(6) 1.549(3) 0.9647(16) 0.055(6) Uiso 1 1 d .
C13 C 0.18158(6) 1.8298(3) 0.98376(16) 0.0431(4) Uani 1 1 d .
H13B H 0.1928(6) 1.881(3) 0.9212(17) 0.051(6) Uiso 1 1 d .
H13A H 0.1569(6) 1.894(3) 0.9848(15) 0.046(5) Uiso 1 1 d .
C14 C 0.20591(5) 1.8890(3) 1.07905(16) 0.0431(4) Uani 1 1 d .
H14B H 0.2310(6) 1.834(3) 1.0767(16) 0.061(6) Uiso 1 1 d .
H14A H 0.1954(5) 1.838(3) 1.1429(15) 0.042(5) Uiso 1 1 d .
C15 C 0.20904(7) 2.1071(3) 1.08948(19) 0.0559(5) Uani 1 1 d .
H15B H 0.2198(7) 2.155(3) 1.024(2) 0.076(7) Uiso 1 1 d .
H15A H 0.1830(7) 2.167(3) 1.1014(17) 0.069(7) Uiso 1 1 d .
C16 C 0.23365(6) 2.1734(4) 1.18258(17) 0.0669(7) Uani 1 1 d .
H16A H 0.2226 2.1279 1.2466 0.100 Uiso 1 1 calc R
H16B H 0.2349 2.3146 1.1832 0.100 Uiso 1 1 calc R
H16C H 0.2595 2.1206 1.1785 0.100 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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_1
_geom_angle_site_symmetry_3
C2 S1 C2 90.01(9) . 2
C1 S2 C4 90.33(7) . .
C3 S3 C5 90.99(7) . .
C2 C1 C1 111.69(8) . 2
C2 C1 S2 112.80(11) . .
C1 C1 S2 135.50(5) 2 .
C1 C2 C3 111.98(12) . .
C1 C2 S1 113.31(11) . .
C3 C2 S1 134.70(10) . .
C4 C3 C2 112.08(12) . .
C4 C3 S3 111.18(11) . .
C2 C3 S3 136.69(10) . .
C3 C4 C6 114.08(12) . .
C3 C4 S2 112.79(11) . .
C6 C4 S2 133.10(10) . .
C6 C5 S3 113.90(12) . .
C5 C6 C4 109.83(13) . .
C5 C6 C7 127.29(13) . .
C4 C6 C7 122.87(12) . .
C6 C7 C8 118.47(12) . .
C7 C8 C9 108.97(12) . .
C10 C9 C8 117.21(14) . .
C9 C10 C11 110.08(15) . .
C12 C11 C10 116.13(16) . .
C11 C12 C13 111.63(17) . .
C14 C13 C12 115.79(18) . .
C13 C14 C15 112.10(19) . .
C16 C15 C14 114.1(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C2 1.7301(14) .
S1 C2 1.7301(14) 2
S2 C1 1.7319(14) .
S2 C4 1.7362(14) .
S3 C3 1.7108(13) .
S3 C5 1.7312(16) .
C1 C2 1.3892(18) .
C1 C1 1.420(3) 2
C2 C3 1.419(2) .
C3 C4 1.3848(19) .
C4 C6 1.427(2) .
C5 C6 1.364(2) .
C6 C7 1.493(2) .
C7 C8 1.516(2) .
C8 C9 1.521(2) .
C9 C10 1.513(2) .
C10 C11 1.522(2) .
C11 C12 1.517(2) .
C12 C13 1.524(3) .
C13 C14 1.509(3) .
C14 C15 1.521(3) .
C15 C16 1.507(3) .
