#------------------------------------------------------------------------------
#$Date: 2019-11-23 21:48:07 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235187 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/35/1553598.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_1553598
loop_
_publ_author_name
'Lo, Yuan-Chih'
'Ting, Hao-Chun'
'Li, Ya-Ze'
'Li, Yi-Hua'
'Liu, Shun-Wei'
'Huang, Kuo-Wei'
'Wong, Ken-Tsung'
_publ_section_title
;
 The synthesis, structure, and properties of
 5,6,11,12-tetraarylindeno[1,2-b]fluorenes and their applications as
 donors for organic photovoltaic devices
;
_journal_issue                   5
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              675
_journal_paper_doi               10.1039/C6QO00673F
_journal_volume                  4
_journal_year                    2017
_chemical_formula_sum            'C40 H24 S2'
_chemical_formula_weight         568.71
_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
_audit_update_record
;
2016-11-01 deposited with the CCDC.
2016-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                73.729(5)
_cell_angle_beta                 77.669(4)
_cell_angle_gamma                77.532(6)
_cell_formula_units_Z            1
_cell_length_a                   7.5051(7)
_cell_length_b                   8.6296(7)
_cell_length_c                   11.6509(11)
_cell_measurement_reflns_used    12387
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      1.85
_cell_volume                     697.78(11)
_computing_cell_refinement       DENZO-SMN
_computing_data_collection       'NONIUS COLLECT'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'NONIUS KappaCCD'
_diffrn_measurement_method       'ω 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  0.0658
_diffrn_reflns_av_sigmaI/netI    0.0612
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12387
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    0.221
_exptl_absorpt_correction_T_max  0.9891
_exptl_absorpt_correction_T_min  0.9368
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV (Blessing, 1995)'
_exptl_crystal_colour            dark-red
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3193
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0617
_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)+(0.0955P)²+0.3259P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1647
_refine_ls_wR_factor_ref         0.1884
_reflns_number_gt                2024
_reflns_number_total             3193
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6qo00673f2.cif
_cod_data_source_block           ic16962
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1553598
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 0.21303(11) 0.26704(10) 0.22026(7) 0.0497(3) Uani 1 1 d .
C1 C 0.4330(3) 0.5929(3) 0.3868(2) 0.0329(6) Uani 1 1 d .
C2 C 0.3885(3) 0.4325(3) 0.4504(2) 0.0330(6) Uani 1 1 d .
C3 C 0.4587(3) 0.3425(3) 0.5628(2) 0.0334(6) Uani 1 1 d .
C4 C 0.3898(3) 0.1860(3) 0.6034(2) 0.0337(6) Uani 1 1 d .
C5 C 0.4042(4) 0.0533(3) 0.7040(3) 0.0389(7) Uani 1 1 d .
H5 H 0.4664 0.0552 0.7664 0.047 Uiso 1 1 calc R
C6 C 0.3256(4) -0.0820(4) 0.7112(3) 0.0405(7) Uani 1 1 d .
H6 H 0.3368 -0.1734 0.7789 0.049 Uiso 1 1 calc R
C7 C 0.2318(4) -0.0871(4) 0.6227(3) 0.0411(7) Uani 1 1 d .
H7 H 0.1810 -0.1816 0.6292 0.049 Uiso 1 1 calc R
C8 C 0.2122(4) 0.0470(3) 0.5239(3) 0.0385(7) Uani 1 1 d .
H8 H 0.1460 0.0456 0.4633 0.046 Uiso 1 1 calc R
C9 C 0.2890(3) 0.1810(3) 0.5149(2) 0.0339(6) Uani 1 1 d .
C10 C 0.2844(3) 0.3379(3) 0.4226(2) 0.0338(6) Uani 1 1 d .
C11 C 0.1717(4) 0.3790(3) 0.3263(3) 0.0363(6) Uani 1 1 d .
C12 C 0.0154(3) 0.5045(3) 0.3084(2) 0.0354(6) Uani 1 1 d U
H12 H -0.0348 0.5787 0.3584 0.042 Uiso 1 1 calc R
C13 C -0.0543(4) 0.5028(4) 0.2057(3) 0.0526(8) Uani 1 1 d U
H13 H -0.1567 0.5796 0.1777 0.063 Uiso 1 1 calc R
C14 C 0.0355(5) 0.3840(4) 0.1504(3) 0.0535(9) Uani 1 1 d .
H14 H 0.0034 0.3675 0.0806 0.064 Uiso 1 1 calc R
C15 C 0.3659(3) 0.6827(3) 0.2708(2) 0.0344(6) Uani 1 1 d .
C16 C 0.4412(4) 0.6330(4) 0.1656(3) 0.0410(7) Uani 1 1 d .
H16 H 0.5372 0.5408 0.1674 0.049 Uiso 1 1 calc R
C17 C 0.3789(4) 0.7158(5) 0.0570(3) 0.0545(9) Uani 1 1 d .
H17 H 0.4318 0.6803 -0.0149 0.065 Uiso 1 1 calc R
C18 C 0.2393(5) 0.8502(4) 0.0543(3) 0.0568(9) Uani 1 1 d .
H18 H 0.1972 0.9084 -0.0198 0.068 Uiso 1 1 calc R
C19 C 0.1616(4) 0.8996(4) 0.1592(3) 0.0493(8) Uani 1 1 d .
H19 H 0.0642 0.9907 0.1576 0.059 Uiso 1 1 calc R
C20 C 0.2247(4) 0.8173(4) 0.2664(3) 0.0422(7) Uani 1 1 d .
H20 H 0.1711 0.8529 0.3382 0.051 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
C14 S1 C11 92.59(15) .
C3 C1 C2 117.4(2) 2_666
C3 C1 C15 121.7(2) 2_666
C2 C1 C15 120.9(2) .
C10 C2 C1 130.5(2) .
C10 C2 C3 108.6(2) .
C1 C2 C3 120.9(2) .
C1 C3 C2 121.8(2) 2_666
C1 C3 C4 131.0(3) 2_666
C2 C3 C4 107.3(2) .
C5 C4 C9 118.8(3) .
C5 C4 C3 134.2(3) .
C9 C4 C3 107.1(2) .
C6 C5 C4 118.7(3) .
C7 C6 C5 121.9(3) .
C6 C7 C8 119.6(3) .
C9 C8 C7 119.4(3) .
C8 C9 C4 121.5(3) .
C8 C9 C10 130.1(2) .
C4 C9 C10 108.4(2) .
C2 C10 C11 129.6(2) .
C2 C10 C9 108.5(2) .
C11 C10 C9 121.7(2) .
C12 C11 C10 127.9(3) .
C12 C11 S1 110.6(2) .
C10 C11 S1 121.5(2) .
C13 C12 C11 110.1(3) .
C14 C13 C12 114.8(3) .
C13 C14 S1 111.9(2) .
C16 C15 C20 118.6(3) .
C16 C15 C1 120.6(2) .
C20 C15 C1 120.8(2) .
C15 C16 C17 121.0(3) .
C18 C17 C16 119.5(3) .
C19 C18 C17 119.9(3) .
C18 C19 C20 120.2(3) .
C19 C20 C15 120.7(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C14 1.697(3) .
S1 C11 1.712(3) .
C1 C3 1.377(4) 2_666
C1 C2 1.448(4) .
C1 C15 1.490(4) .
C2 C10 1.384(4) .
C2 C3 1.464(4) .
C3 C1 1.377(4) 2_666
C3 C4 1.468(4) .
C4 C5 1.395(4) .
C4 C9 1.417(4) .
C5 C6 1.393(4) .
C6 C7 1.383(4) .
C7 C8 1.392(4) .
C8 C9 1.369(4) .
C9 C10 1.473(4) .
C10 C11 1.467(4) .
C11 C12 1.422(4) .
C12 C13 1.409(4) .
C13 C14 1.343(5) .
C15 C16 1.378(4) .
C15 C20 1.390(4) .
C16 C17 1.390(4) .
C17 C18 1.383(5) .
C18 C19 1.376(5) .
C19 C20 1.379(4) .
