#------------------------------------------------------------------------------
#$Date: 2021-05-05 12:08:14 +0300 (Wed, 05 May 2021) $
#$Revision: 264968 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/12/1561229.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_1561229
loop_
_publ_author_name
'Yang, Wei'
'Sun, Mingxiang'
'Wang, Yue'
'Yan, Hui'
'Zhang, Guobing'
'Zhang, Qing'
_publ_section_title
;
 Bis-isatin based polymers with tunable energy levels for organic
 field-effect transistor applications
;
_journal_issue                   15
_journal_name_full               'Polymer Chemistry'
_journal_page_first              2317
_journal_page_last               2324
_journal_paper_doi               10.1039/D0PY01726D
_journal_volume                  12
_journal_year                    2021
_chemical_formula_moiety
'C38.54 H34 Br2 N2 O2 S2, 1.464(C) [+ solvent]'
_chemical_formula_sum            'C40 H34 Br2 N2 O2 S2'
_chemical_formula_weight         798.63
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-01-05 deposited with the CCDC.	2021-03-22 downloaded from the CCDC.
;
_cell_angle_alpha                73.92(3)
_cell_angle_beta                 89.21(3)
_cell_angle_gamma                70.37(2)
_cell_formula_units_Z            1
_cell_length_a                   7.845(3)
_cell_length_b                   10.433(2)
_cell_length_c                   15.690(7)
_cell_measurement_reflns_used    8314
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      68.20
_cell_measurement_theta_min      4.70
_cell_volume                     1157.8(8)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker d8 venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15838
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.342
_diffrn_reflns_theta_min         4.701
_exptl_absorpt_coefficient_mu    3.292
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_description       block
_exptl_crystal_F_000             406
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_transmission_factor_max   0.7531
_exptl_transmission_factor_min   0.4343
_refine_diff_density_max         0.616
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.434
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         4228
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.434
_refine_ls_R_factor_all          0.1137
_refine_ls_R_factor_gt           0.0991
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3312
_refine_ls_wR_factor_ref         0.3571
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3003
_reflns_number_total             4228
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0py01726d2.cif
_cod_data_source_block           a
_cod_depositor_comments          'Adding full bibliography for 1561229.cif.'
_cod_original_cell_volume        1157.7(8)
_cod_database_code               1561229
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.559
_shelx_estimated_absorpt_t_max   0.638
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br -0.32744(5) 0.91638(3) 0.65417(3) 0.13027(17) Uani 1 1 d . . . . .
C1 C -0.1488(4) 0.8665(3) 0.5776(3) 0.1163(12) Uani 1 1 d . . . . .
O1 O 0.4293(3) 0.6482(2) 0.68497(14) 0.1062(7) Uani 1 1 d . . . . .
N1 N 0.7181(3) 0.5578(2) 0.64344(15) 0.0903(6) Uani 1 1 d . . . . .
S1 S 0.07382(11) 0.78104(7) 0.61905(6) 0.1039(2) Uani 1 1 d . . . . .
C4 C 0.1406(4) 0.7809(2) 0.5134(2) 0.0997(9) Uani 1 1 d . . . . .
C3 C -0.0120(4) 0.8455(3) 0.4502(3) 0.1077(10) Uani 1 1 d . . . . .
H3 H -0.004849 0.855538 0.388325 0.129 Uiso 1 1 calc R U . . .
C2 C -0.1759(5) 0.8934(3) 0.4887(3) 0.1140(11) Uani 1 1 d . . . . .
H2 H -0.291747 0.939153 0.455940 0.137 Uiso 1 1 calc R U . . .
C6 C 0.5302(4) 0.6277(3) 0.62720(19) 0.0935(8) Uani 1 1 d . . . . .
C5 C 0.3185(4) 0.7286(2) 0.4862(2) 0.0972(9) Uani 1 1 d . . . . .
H5 H 0.321335 0.740679 0.424027 0.117 Uiso 1 1 calc R U . . .
C7 C 0.4858(4) 0.6646(2) 0.5325(2) 0.0915(8) Uani 1 1 d . . . . .
C8 C 0.6585(4) 0.6173(2) 0.49319(19) 0.0888(8) Uani 1 1 d . . . . .
C9 C 0.7977(4) 0.5518(2) 0.56252(17) 0.0850(7) Uani 1 1 d . . . . .
C10 C 0.9804(4) 0.4944(2) 0.54583(18) 0.0857(7) Uani 1 1 d . . . . .
C11 C 1.1266(4) 0.4253(3) 0.6149(2) 0.0933(8) Uani 1 1 d . . . . .
H11 H 1.101483 0.416117 0.675263 0.112 Uiso 1 1 calc R U . . .
C12 C 1.3027(4) 0.3724(3) 0.5947(2) 0.0940(8) Uani 1 1 d . . . . .
H12 H 1.398512 0.328462 0.640973 0.113 Uiso 1 1 calc R U . . .
C13 C 0.8028(5) 0.5210(3) 0.7326(2) 0.1014(10) Uani 1 1 d . . . . .
H13A H 0.718927 0.579723 0.765992 0.122 Uiso 1 1 calc R U . . .
H13B H 0.914216 0.546175 0.728256 0.122 Uiso 1 1 calc R U . . .
C21A C 1.280(3) 0.154(2) 0.9922(14) 0.154(6) Uiso 0.268(12) 1 d . . P A 1
C21B C 1.316(4) 0.048(4) 0.964(3) 0.491(18) Uiso 0.732(12) 1 d . . P A 2
C14 C 0.8540(6) 0.3636(4) 0.7864(3) 0.1285(15) Uani 1 1 d . . . . .
H14 H 0.931913 0.305173 0.750203 0.154 Uiso 1 1 calc R U . . .
C15 C 0.6860(7) 0.3223(5) 0.8018(3) 0.1479(17) Uani 1 1 d . . . . .
H15A H 0.619692 0.364339 0.847250 0.177 Uiso 1 1 calc R U . . .
H15B H 0.605381 0.364092 0.745817 0.177 Uiso 1 1 calc R U . . .
C16 C 0.7237(9) 0.1656(6) 0.8317(6) 0.251(3) Uani 1 1 d . . . . .
H16A H 0.773679 0.124661 0.783704 0.376 Uiso 1 1 calc R U . . .
H16B H 0.610569 0.147523 0.846679 0.376 Uiso 1 1 calc R U . . .
H16C H 0.811615 0.121771 0.884296 0.376 Uiso 1 1 calc R U . . .
C17 C 0.9545(7) 0.3314(7) 0.8677(3) 0.185(3) Uani 1 1 d D . . . .
H17A H 0.967902 0.233088 0.902499 0.222 Uiso 1 1 calc R U . . .
H17B H 0.883279 0.395598 0.901523 0.222 Uiso 1 1 calc R U . . .
C18 C 1.1392(9) 0.3431(11) 0.8618(4) 0.243(5) Uani 1 1 d D . . . .
H18A H 1.127748 0.441411 0.827949 0.291 Uiso 1 1 calc R U . . .
H18B H 1.212541 0.278539 0.828593 0.291 Uiso 1 1 calc R U . . .
C19 C 1.2392(13) 0.3051(16) 0.9545(8) 0.304(7) 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 0.0181 0.0091 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
_geom_angle_publ_flag
C2 C1 S1 114.0(3) . . ?
C2 C1 Br1 126.1(3) . . ?
S1 C1 Br1 119.8(3) . . ?
C6 N1 C9 110.3(2) . . ?
C6 N1 C13 119.1(3) . . ?
C9 N1 C13 130.1(3) . . ?
C1 S1 C4 91.04(19) . . ?
C3 C4 C5 120.6(3) . . ?
C3 C4 S1 110.3(3) . . ?
C5 C4 S1 129.1(3) . . ?
C2 C3 C4 112.8(4) . . ?
C2 C3 H3 123.6 . . ?
C4 C3 H3 123.6 . . ?
C1 C2 C3 111.9(3) . . ?
C1 C2 H2 124.1 . . ?
C3 C2 H2 124.1 . . ?
O1 C6 N1 123.9(3) . . ?
O1 C6 C7 128.8(3) . . ?
N1 C6 C7 107.3(3) . . ?
C7 C5 C4 132.3(3) . . ?
C7 C5 H5 113.8 . . ?
C4 C5 H5 113.8 . . ?
C5 C7 C6 128.3(3) . . ?
C5 C7 C8 125.2(3) . . ?
C6 C7 C8 106.4(2) . . ?
C12 C8 C9 120.7(3) 2_766 . ?
C12 C8 C7 131.4(3) 2_766 . ?
C9 C8 C7 107.9(3) . . ?
C8 C9 C10 121.4(3) . . ?
C8 C9 N1 108.0(2) . . ?
C10 C9 N1 130.6(2) . . ?
C9 C10 C11 123.2(3) . . ?
C9 C10 C10 117.6(3) . 2_766 ?
C11 C10 C10 119.3(3) . 2_766 ?
C12 C11 C10 120.7(3) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C8 120.4(3) . 2_766 ?
C11 C12 H12 119.8 . . ?
C8 C12 H12 119.8 2_766 . ?
N1 C13 C14 115.2(3) . . ?
N1 C13 H13A 108.5 . . ?
C14 C13 H13A 108.5 . . ?
N1 C13 H13B 108.5 . . ?
C14 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C17 C14 C15 110.5(4) . . ?
C17 C14 C13 112.3(5) . . ?
C15 C14 C13 110.7(3) . . ?
C17 C14 H14 107.7 . . ?
C15 C14 H14 107.7 . . ?
C13 C14 H14 107.7 . . ?
C16 C15 C14 114.4(4) . . ?
C16 C15 H15A 108.7 . . ?
C14 C15 H15A 108.7 . . ?
C16 C15 H15B 108.7 . . ?
C14 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 C18 116.2(5) . . ?
C14 C17 H17A 108.2 . . ?
C18 C17 H17A 108.2 . . ?
C14 C17 H17B 108.2 . . ?
C18 C17 H17B 108.2 . . ?
H17A C17 H17B 107.4 . . ?
C17 C18 C19 112.4(7) . . ?
C17 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
C17 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.9 . . ?
C21A C19 C18 105.3(14) . . ?
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
Br1 C1 1.868(4) . ?
C1 C2 1.350(6) . ?
C1 S1 1.712(3) . ?
O1 C6 1.211(4) . ?
N1 C6 1.398(4) . ?
N1 C9 1.415(4) . ?
N1 C13 1.450(4) . ?
S1 C4 1.732(4) . ?
C4 C3 1.411(5) . ?
C4 C5 1.424(4) . ?
C3 C2 1.408(5) . ?
C3 H3 0.9500 . ?
C2 H2 0.9500 . ?
C6 C7 1.444(4) . ?
C5 C7 1.365(4) . ?
C5 H5 0.9500 . ?
C7 C8 1.468(4) . ?
C8 C12 1.390(4) 2_766 ?
C8 C9 1.401(4) . ?
C9 C10 1.407(4) . ?
C10 C11 1.434(4) . ?
C10 C10 1.448(6) 2_766 ?
C11 C12 1.373(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.539(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C21A C19 1.44(3) . ?
C14 C17 1.405(7) . ?
C14 C15 1.515(7) . ?
C14 H14 1.0000 . ?
C15 C16 1.495(7) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.494(9) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.547(13) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 S1 C4 0.8(3) . . . . ?
Br1 C1 S1 C4 -178.16(19) . . . . ?
C1 S1 C4 C3 -0.7(2) . . . . ?
C1 S1 C4 C5 178.4(3) . . . . ?
C5 C4 C3 C2 -178.7(3) . . . . ?
S1 C4 C3 C2 0.4(3) . . . . ?
S1 C1 C2 C3 -0.6(4) . . . . ?
Br1 C1 C2 C3 178.2(2) . . . . ?
C4 C3 C2 C1 0.1(4) . . . . ?
C9 N1 C6 O1 -179.5(3) . . . . ?
C13 N1 C6 O1 -7.3(4) . . . . ?
C9 N1 C6 C7 1.7(3) . . . . ?
C13 N1 C6 C7 174.0(3) . . . . ?
C3 C4 C5 C7 179.1(3) . . . . ?
S1 C4 C5 C7 0.2(5) . . . . ?
C4 C5 C7 C6 1.4(5) . . . . ?
C4 C5 C7 C8 -179.6(3) . . . . ?
O1 C6 C7 C5 -1.6(5) . . . . ?
N1 C6 C7 C5 177.1(3) . . . . ?
O1 C6 C7 C8 179.3(3) . . . . ?
N1 C6 C7 C8 -2.0(3) . . . . ?
C5 C7 C8 C12 2.1(5) . . . 2_766 ?
C6 C7 C8 C12 -178.7(3) . . . 2_766 ?
C5 C7 C8 C9 -177.6(3) . . . . ?
C6 C7 C8 C9 1.6(3) . . . . ?
C12 C8 C9 C10 -0.1(4) 2_766 . . . ?
C7 C8 C9 C10 179.6(2) . . . . ?
C12 C8 C9 N1 179.7(2) 2_766 . . . ?
C7 C8 C9 N1 -0.6(3) . . . . ?
C6 N1 C9 C8 -0.7(3) . . . . ?
C13 N1 C9 C8 -171.9(3) . . . . ?
C6 N1 C9 C10 179.0(3) . . . . ?
C13 N1 C9 C10 7.9(5) . . . . ?
C8 C9 C10 C11 -179.4(3) . . . . ?
N1 C9 C10 C11 0.9(4) . . . . ?
C8 C9 C10 C10 0.1(4) . . . 2_766 ?
N1 C9 C10 C10 -179.6(3) . . . 2_766 ?
C9 C10 C11 C12 -179.4(3) . . . . ?
C10 C10 C11 C12 1.1(5) 2_766 . . . ?
C10 C11 C12 C8 -1.2(4) . . . 2_766 ?
C6 N1 C13 C14 102.9(3) . . . . ?
C9 N1 C13 C14 -86.6(4) . . . . ?
N1 C13 C14 C17 172.9(4) . . . . ?
N1 C13 C14 C15 -63.0(5) . . . . ?
C17 C14 C15 C16 -70.2(7) . . . . ?
C13 C14 C15 C16 164.6(5) . . . . ?
C15 C14 C17 C18 169.8(6) . . . . ?
C13 C14 C17 C18 -65.9(7) . . . . ?
C14 C17 C18 C19 -179.8(8) . . . . ?
C17 C18 C19 C21A 69.3(13) . . . . ?
