#------------------------------------------------------------------------------
#$Date: 2019-11-28 17:21:32 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244182 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/84/7238459.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_7238459
loop_
_publ_author_name
'Coombs, Benjamin A.'
'Rutter, Simon R.'
'Goeta, Andrés E.'
'Sparkes, Hazel A.'
'Batsanov, Andrei S.'
'Beeby, Andrew'
_publ_section_title
;
 2,5-bis(Arylethynyl)thienyl systems: Preparation and photophysical
 properties. Part II
;
_journal_issue                   5
_journal_name_full               'RSC Advances'
_journal_page_first              1870
_journal_paper_doi               10.1039/c1ra00728a
_journal_volume                  2
_journal_year                    2012
_chemical_formula_moiety         'C30 H28 S2'
_chemical_formula_sum            'C30 H28 S2'
_chemical_formula_weight         452.64
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                102.290(2)
_cell_angle_beta                 93.687(2)
_cell_angle_gamma                97.016(2)
_cell_formula_units_Z            1
_cell_length_a                   6.2158(4)
_cell_length_b                   7.6037(5)
_cell_length_c                   13.2115(10)
_cell_measurement_reflns_used    3950
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.422
_cell_measurement_theta_min      2.769
_cell_volume                     602.91(7)
_computing_cell_refinement       'SAINT version 6.45A (Bruker, 2003)'
_computing_data_collection       'SMART version 5.054 (Bruker, 1999)'
_computing_data_reduction        'SAINT version 6.45A (Bruker, 2003)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART 6K CCD Detector'
_diffrn_measurement_method       ω
_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  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6903
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.58
_exptl_absorpt_coefficient_mu    0.237
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (G. Sheldrick, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             240
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2468
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0492
_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)+(0.0838P)²+0.2297P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1354
_refine_ls_wR_factor_ref         0.1461
_reflns_number_gt                2056
_reflns_number_total             2468
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ra00728a.txt
_cod_data_source_block           08srv338
_cod_database_code               7238459
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.83894(8) 1.21644(6) 0.98164(4) 0.0276(2) Uani 1 1 d .
C1 C 0.1021(4) -0.3030(3) 0.70779(18) 0.0340(5) Uani 1 1 d .
H1A H 0.0565 -0.4319 0.6757 0.051 Uiso 1 1 calc R
H1B H -0.0259 -0.2450 0.7278 0.051 Uiso 1 1 calc R
H1C H 0.2028 -0.2918 0.7698 0.051 Uiso 1 1 calc R
C2 C 0.3955(4) -0.3194(3) 0.58820(19) 0.0333(5) Uani 1 1 d .
H2A H 0.5098 -0.3102 0.6445 0.050 Uiso 1 1 calc R
H2B H 0.4579 -0.2713 0.5317 0.050 Uiso 1 1 calc R
H2C H 0.3331 -0.4470 0.5619 0.050 Uiso 1 1 calc R
C3 C 0.0509(4) -0.2091(3) 0.53821(18) 0.0336(5) Uani 1 1 d .
H3A H 0.1229 -0.1489 0.4883 0.050 Uiso 1 1 calc R
H3B H -0.0678 -0.1436 0.5643 0.050 Uiso 1 1 calc R
H3C H -0.0081 -0.3346 0.5038 0.050 Uiso 1 1 calc R
C4 C 0.2168(3) -0.2092(3) 0.62962(16) 0.0250(4) Uani 1 1 d .
C5 C 0.3097(3) -0.0119(3) 0.68159(16) 0.0244(4) Uani 1 1 d .
C6 C 0.1924(3) 0.0978(3) 0.75050(17) 0.0283(5) Uani 1 1 d .
H6 H 0.0513 0.0498 0.7638 0.034 Uiso 1 1 calc R
C7 C 0.2784(3) 0.2754(3) 0.79987(18) 0.0301(5) Uani 1 1 d .
H7 H 0.1956 0.3464 0.8465 0.036 Uiso 1 1 calc R
C8 C 0.4840(3) 0.3501(3) 0.78178(16) 0.0254(4) Uani 1 1 d .
C9 C 0.6012(4) 0.2438(3) 0.71150(18) 0.0305(5) Uani 1 1 d .
H9 H 0.7409 0.2928 0.6970 0.037 Uiso 1 1 calc R
C10 C 0.5135(4) 0.0662(3) 0.66267(17) 0.0304(5) Uani 1 1 d .
H10 H 0.5953 -0.0038 0.6150 0.036 Uiso 1 1 calc R
C11 C 0.5780(3) 0.5316(3) 0.83423(17) 0.0267(5) Uani 1 1 d .
C12 C 0.6585(3) 0.6838(3) 0.87506(16) 0.0262(4) Uani 1 1 d .
C13 C 0.7603(3) 0.8639(3) 0.92244(16) 0.0238(4) Uani 1 1 d .
C14 C 0.6752(3) 1.0210(3) 0.91707(16) 0.0275(5) Uani 1 1 d .
H14 H 0.5382 1.0213 0.8809 0.033 Uiso 1 1 calc R
C15 C 0.9676(3) 0.9076(2) 0.98157(16) 0.0237(4) Uani 1 1 d .
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
C14 S1 C15 91.08(9) . 2_777
C4 C1 H1A 109.5 . .
C4 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C4 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C4 C2 H2A 109.5 . .
C4 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
C4 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
C4 C3 H3A 109.5 . .
C4 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
C4 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
C2 C4 C5 111.63(17) . .
C2 C4 C3 108.74(18) . .
C5 C4 C3 108.75(16) . .
C2 C4 C1 108.15(17) . .
C5 C4 C1 110.43(17) . .
C3 C4 C1 109.09(18) . .
C10 C5 C6 117.05(18) . .
C10 C5 C4 121.73(18) . .
C6 C5 C4 121.22(18) . .
C7 C6 C5 121.43(19) . .
C7 C6 H6 119.3 . .
C5 C6 H6 119.3 . .
C8 C7 C6 120.77(19) . .
C8 C7 H7 119.6 . .
C6 C7 H7 119.6 . .
C7 C8 C9 118.50(19) . .
C7 C8 C11 121.57(18) . .
C9 C8 C11 119.92(19) . .
C10 C9 C8 120.19(19) . .
C10 C9 H9 119.9 . .
C8 C9 H9 119.9 . .
C5 C10 C9 122.03(19) . .
C5 C10 H10 119.0 . .
C9 C10 H10 119.0 . .
C12 C11 C8 177.9(2) . .
C11 C12 C13 178.3(2) . .
C14 C13 C15 109.87(18) . .
C14 C13 C12 125.35(19) . .
C15 C13 C12 124.77(17) . .
C13 C14 S1 114.01(16) . .
C13 C14 H14 123.0 . .
S1 C14 H14 123.0 . .
C15 C15 C13 113.9(2) 2_777 .
C15 C15 S1 111.2(2) 2_777 2_777
C13 C15 S1 134.96(15) . 2_777
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C14 1.718(2) .
S1 C15 1.7232(19) 2_777
C1 C4 1.538(3) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C4 1.531(3) .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 C4 1.537(3) .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 C5 1.535(3) .
C5 C10 1.393(3) .
C5 C6 1.403(3) .
C6 C7 1.393(3) .
C6 H6 0.9500 .
C7 C8 1.390(3) .
C7 H7 0.9500 .
C8 C9 1.399(3) .
C8 C11 1.439(3) .
C9 C10 1.393(3) .
C9 H9 0.9500 .
C10 H10 0.9500 .
C11 C12 1.200(3) .
C12 C13 1.428(3) .
C13 C14 1.377(3) .
C13 C15 1.427(3) .
C14 H14 0.9500 .
C15 C15 1.385(4) 2_777
C15 S1 1.7232(19) 2_777
