#------------------------------------------------------------------------------
#$Date: 2019-11-12 01:12:09 +0200 (Tue, 12 Nov 2019) $
#$Revision: 227473 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/28/1552840.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_1552840
loop_
_publ_author_name
'Chen, Jianhua'
'Wang, Lei'
'Yang, Jie'
'Yang, Kun'
'Uddin, Mohammad Afsar'
'Tang, Yumin'
'Zhou, Xin'
'Liao, Qiaogan'
'Yu, Jianwei'
'Liu, Bin'
'Woo, Han Young'
'Guo, Xugang'
_publ_section_title
;
 Backbone Conformation Tuning of Carboxylate-Functionalized Wide Band Gap
 Polymers for Efficient Non-Fullerene Organic Solar Cells
;
_journal_issue                   1
_journal_name_full               Macromolecules
_journal_page_first              341
_journal_paper_doi               10.1021/acs.macromol.8b02360
_journal_volume                  52
_journal_year                    2018
_chemical_formula_sum            'C9 H6 O2 S2'
_chemical_formula_weight         210.26
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.738(4)
_cell_length_b                   7.241(3)
_cell_length_c                   24.578(10)
_cell_measurement_temperature    566(2)
_cell_volume                     1733.1(12)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      566(2)
_diffrn_measured_fraction_theta_full 0.823
_diffrn_measured_fraction_theta_max 0.825
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0745
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.823
_diffrn_reflns_Laue_measured_fraction_max 0.825
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            12400
_diffrn_reflns_point_group_measured_fraction_full 0.823
_diffrn_reflns_point_group_measured_fraction_max 0.825
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.284
_diffrn_reflns_theta_min         1.657
_exptl_absorpt_coefficient_mu    0.571
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_F_000             864
_refine_diff_density_max         0.850
_refine_diff_density_min         -1.246
_refine_diff_density_rms         0.245
_refine_ls_extinction_coef       0.27(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   3.870
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1301
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      3.870
_refine_ls_R_factor_all          0.1129
_refine_ls_R_factor_gt           0.1090
_refine_ls_shift/su_max          0.528
_refine_ls_shift/su_mean         0.105
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.1000P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3820
_refine_ls_wR_factor_ref         0.3928
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1250
_reflns_number_total             1301
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ma8b02360_si_002.cif
_cod_data_source_block           h
_cod_original_cell_volume        1733.0(12)
_cod_database_code               1552840
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
S1 S 0.67378(11) 0.49144(16) 0.45194(5) 0.0432(11) Uani 1 1 d . .
S2 S 0.29334(12) 0.66180(17) 0.67285(5) 0.0560(11) Uani 1 1 d . .
O1 O 0.8242(3) 0.5047(5) 0.5563(2) 0.0542(16) Uani 1 1 d . .
O2 O 0.7457(4) 0.6338(6) 0.63294(12) 0.0627(14) Uani 1 1 d . .
C7 C 0.4986(5) 0.4464(8) 0.69238(18) 0.0502(14) Uani 1 1 d . .
H7 H 0.5757 0.3719 0.6883 0.060 Uiso 1 1 calc R U
C6 C 0.4339(5) 0.5432(6) 0.64973(16) 0.0396(13) Uani 1 1 d . .
C2 C 0.5892(5) 0.5310(7) 0.56472(19) 0.0429(14) Uani 1 1 d . .
C4 C 0.7243(4) 0.5600(7) 0.58963(16) 0.0436(14) Uani 1 1 d . .
C1 C 0.5676(5) 0.5065(5) 0.50770(18) 0.0410(14) Uani 1 1 d . .
C5 C 0.4647(5) 0.5353(7) 0.59222(18) 0.0434(14) Uani 1 1 d . .
C9 C 0.3201(5) 0.5888(8) 0.7379(2) 0.0600(16) Uani 1 1 d . .
H9 H 0.2647 0.6218 0.7672 0.072 Uiso 1 1 calc R U
C8 C 0.4303(7) 0.4780(9) 0.7421(2) 0.0635(19) Uani 1 1 d . .
H8 H 0.4590 0.4268 0.7749 0.076 Uiso 1 1 calc R U
C3 C 0.9628(7) 0.5243(9) 0.5763(3) 0.0665(18) Uani 1 1 d . .
H3A H 1.0263 0.4815 0.5492 0.100 Uiso 1 1 calc R U
H3B H 0.9736 0.4525 0.6089 0.100 Uiso 1 1 calc R U
H3C H 0.9808 0.6519 0.5842 0.100 Uiso 1 1 calc R U
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'
O O 0.0106 0.0060 '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
C1 S1 C5 92.2(2) . 5_666
C9 S2 C6 91.9(2) . .
C4 O1 C3 116.3(5) . .
C6 C7 C8 110.7(5) . .
C6 C7 H7 124.7 . .
C8 C7 H7 124.6 . .
C7 C6 C5 127.9(4) . .
C7 C6 S2 111.1(3) . .
C5 C6 S2 120.6(4) . .
C5 C2 C1 110.6(4) . .
C5 C2 C4 125.3(4) . .
C1 C2 C4 124.0(4) . .
O2 C4 O1 123.2(4) . .
O2 C4 C2 125.9(4) . .
O1 C4 C2 110.8(4) . .
C1 C1 C2 114.8(5) 5_666 .
C1 C1 S1 110.6(4) 5_666 .
C2 C1 S1 134.5(4) . .
C2 C5 C6 131.1(4) . .
C2 C5 S1 111.7(3) . 5_666
C6 C5 S1 117.0(4) . 5_666
C8 C9 S2 112.3(4) . .
C8 C9 H9 123.8 . .
S2 C9 H9 123.9 . .
C9 C8 C7 114.0(5) . .
C9 C8 H8 123.0 . .
C7 C8 H8 123.0 . .
O1 C3 H3A 109.5 . .
O1 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
O1 C3 H3C 109.4 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.720(5) .
S1 C5 1.741(5) 5_666
S2 C9 1.705(6) .
S2 C6 1.713(5) .
O1 C4 1.334(6) .
O1 C3 1.444(7) .
O2 C4 1.209(6) .
C7 C6 1.410(7) .
C7 C8 1.411(8) .
C7 H7 0.9300 .
C6 C5 1.446(6) .
C2 C5 1.388(7) .
C2 C1 1.428(6) .
C2 C4 1.466(6) .
C1 C1 1.374(10) 5_666
C5 S1 1.741(5) 5_666
C9 C8 1.344(9) .
C9 H9 0.9300 .
C8 H8 0.9300 .
C3 H3A 0.9600 .
C3 H3B 0.9600 .
C3 H3C 0.9600 .
