#------------------------------------------------------------------------------
#$Date: 2022-09-06 12:57:49 +0300 (Tue, 06 Sep 2022) $
#$Revision: 277662 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/74/1567422.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_1567422
loop_
_publ_author_name
'Ge, Lingbing'
'Hou, Songjun'
'Chen, Yaorong'
'Wu, Qingqing'
'Long, Lanxin'
'Yang, Xingzhou'
'Ji, Yu'
'Lin, Luchun'
'Xue, Guodong'
'Liu, Junyang'
'Liu, Xiaodong'
'Lambert, Colin J.'
'Hong, Wenjing'
'Zheng, Yonghao'
_publ_section_title
;
 Hydrogen-bond-induced quantum interference in single-molecule junctions
 of regioisomers
;
_journal_issue                   33
_journal_name_full               'Chemical Science'
_journal_page_first              9552
_journal_page_last               9559
_journal_paper_doi               10.1039/D2SC03229E
_journal_volume                  13
_journal_year                    2022
_chemical_formula_sum            'C32 H24 N2 O2 S2'
_chemical_formula_weight         532.65
_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-2018/3
_audit_update_record
;
2020-03-19 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.187(3)
_cell_length_b                   13.429(4)
_cell_length_c                   27.488(8)
_cell_measurement_reflns_used    4381
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      26.70
_cell_measurement_theta_min      2.22
_cell_volume                     5237(2)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'BRUKER D8 VENTURE PHOTON II'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1795
_diffrn_reflns_av_unetI/netI     0.0893
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            59227
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.560
_diffrn_reflns_theta_min         2.063
_exptl_absorpt_coefficient_mu    0.237
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_description       block
_exptl_crystal_F_000             2224
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       0.0062(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         6608
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.1317
_refine_ls_R_factor_gt           0.0601
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0668P)²+5.6444P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1318
_refine_ls_wR_factor_ref         0.1837
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3646
_reflns_number_total             6608
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc03229e2.cif
_cod_data_source_block           Pbca_a
_cod_depositor_comments
'Adding full bibliography for 1567422--1567423.cif.'
_cod_original_cell_volume        5237(3)
_cod_database_code               1567422
_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   0.954
_shelx_estimated_absorpt_t_max   0.977
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.54567(6) 0.64926(8) 0.50681(3) 0.0396(3) Uani 1 1 d . . . . .
C1 C 0.78820(19) 0.4546(2) 0.75773(11) 0.0221(6) Uani 1 1 d . . . . .
N1 N 0.55509(16) 0.4734(2) 0.70579(9) 0.0263(6) Uani 1 1 d . . . . .
H1 H 0.502435 0.460054 0.721406 0.032 Uiso 1 1 calc R U . . .
O1 O 0.87417(13) 0.46524(19) 0.76001(8) 0.0317(5) Uani 1 1 d . . . . .
S2 S 0.57066(9) 0.69759(9) 0.88494(4) 0.0607(4) Uani 1 1 d . . . . .
C2 C 0.72878(18) 0.4778(2) 0.71624(10) 0.0202(6) Uani 1 1 d . . . . .
N2 N 0.71151(17) 0.6998(2) 0.67995(9) 0.0264(6) Uani 1 1 d . . . . .
H2 H 0.701826 0.754419 0.662971 0.032 Uiso 1 1 calc R U . . .
O2 O 0.84223(14) 0.38444(17) 0.63417(8) 0.0283(5) Uani 1 1 d . . . . .
C7 C 0.6709(2) 0.3828(3) 0.87795(12) 0.0292(7) Uani 1 1 d . . . . .
H7 H 0.683179 0.366104 0.910942 0.035 Uiso 1 1 calc R U . . .
C6 C 0.7462(2) 0.4013(2) 0.84626(11) 0.0269(7) Uani 1 1 d . . . . .
H6 H 0.809597 0.398747 0.857395 0.032 Uiso 1 1 calc R U . . .
C5 C 0.72582(19) 0.4233(2) 0.79870(10) 0.0224(6) Uani 1 1 d . . . . .
C4 C 0.63289(19) 0.4287(2) 0.78218(10) 0.0213(6) Uani 1 1 d . . . . .
C3 C 0.63608(18) 0.4606(2) 0.73000(10) 0.0203(6) Uani 1 1 d . . . . .
C8 C 0.5791(2) 0.3885(3) 0.86165(11) 0.0289(7) Uani 1 1 d . . . . .
H8 H 0.528914 0.375960 0.883716 0.035 Uiso 1 1 calc R U . . .
C9 C 0.5583(2) 0.4124(2) 0.81300(11) 0.0253(7) Uani 1 1 d . . . . .
H9 H 0.495041 0.417128 0.801885 0.030 Uiso 1 1 calc R U . . .
C10 C 0.76660(18) 0.5252(2) 0.67251(10) 0.0211(6) Uani 1 1 d . . . . .
C11 C 0.81984(18) 0.4738(2) 0.63561(11) 0.0215(6) Uani 1 1 d . . . . .
C12 C 0.83909(19) 0.5465(2) 0.59547(11) 0.0230(6) Uani 1 1 d . . . . .
C13 C 0.79579(19) 0.6367(2) 0.60809(11) 0.0229(6) Uani 1 1 d . . . . .
C14 C 0.75416(19) 0.6232(2) 0.65730(10) 0.0212(6) Uani 1 1 d . . . . .
C15 C 0.7964(2) 0.7159(3) 0.57632(12) 0.0291(7) Uani 1 1 d . . . . .
H15 H 0.765588 0.776623 0.584249 0.035 Uiso 1 1 calc R U . . .
C16 C 0.8436(2) 0.7044(3) 0.53206(12) 0.0329(8) Uani 1 1 d . . . . .
H16 H 0.845187 0.758456 0.509759 0.040 Uiso 1 1 calc R U . . .
C17 C 0.8879(2) 0.6162(3) 0.52001(12) 0.0344(8) Uani 1 1 d . . . . .
H17 H 0.920446 0.610924 0.489902 0.041 Uiso 1 1 calc R U . . .
C18 C 0.8855(2) 0.5341(3) 0.55185(11) 0.0305(7) Uani 1 1 d . . . . .
H18 H 0.914694 0.472677 0.543606 0.037 Uiso 1 1 calc R U . . .
C19 C 0.6809(2) 0.6993(2) 0.72928(12) 0.0277(7) Uani 1 1 d . . . . .
C20 C 0.7425(2) 0.6750(2) 0.76634(11) 0.0307(7) Uani 1 1 d . . . . .
H20 H 0.806344 0.659962 0.759003 0.037 Uiso 1 1 calc R U . . .
C21 C 0.7115(3) 0.6725(3) 0.81452(12) 0.0345(8) Uani 1 1 d . . . . .
H21 H 0.754056 0.654992 0.839773 0.041 Uiso 1 1 calc R U . . .
C22 C 0.6183(3) 0.6955(3) 0.82563(13) 0.0393(9) Uani 1 1 d . . . . .
C23 C 0.5577(3) 0.7231(3) 0.78824(15) 0.0442(9) Uani 1 1 d . . . . .
H23 H 0.494538 0.741057 0.795557 0.053 Uiso 1 1 calc R U . . .
C24 C 0.5885(2) 0.7248(3) 0.74040(14) 0.0374(8) Uani 1 1 d . . . . .
H24 H 0.546369 0.743503 0.715161 0.045 Uiso 1 1 calc R U . . .
C25 C 0.6637(4) 0.6490(4) 0.92233(15) 0.0725(16) Uani 1 1 d . . . . .
H25A H 0.680268 0.581894 0.911273 0.109 Uiso 1 1 calc R U . . .
H25B H 0.642512 0.646221 0.956240 0.109 Uiso 1 1 calc R U . . .
H25C H 0.718994 0.692422 0.919883 0.109 Uiso 1 1 calc R U . . .
C26 C 0.54732(18) 0.5067(2) 0.65699(11) 0.0227(6) Uani 1 1 d . . . . .
C27 C 0.4894(2) 0.5868(3) 0.64603(12) 0.0292(7) Uani 1 1 d . . . . .
H27 H 0.449779 0.614302 0.670454 0.035 Uiso 1 1 calc R U . . .
C28 C 0.4890(2) 0.6269(3) 0.59965(12) 0.0315(7) Uani 1 1 d . . . . .
H28 H 0.449274 0.681906 0.592506 0.038 Uiso 1 1 calc R U . . .
C29 C 0.5463(2) 0.5873(3) 0.56335(11) 0.0289(7) Uani 1 1 d . . . . .
C30 C 0.5984(2) 0.5016(3) 0.57350(11) 0.0271(7) Uani 1 1 d . . . . .
H30 H 0.634046 0.470612 0.548477 0.032 Uiso 1 1 calc R U . . .
C31 C 0.59822(19) 0.4616(2) 0.61996(11) 0.0246(6) Uani 1 1 d . . . . .
H31 H 0.633237 0.402825 0.626505 0.030 Uiso 1 1 calc R U . . .
C32 C 0.6305(2) 0.5826(3) 0.47151(12) 0.0413(9) Uani 1 1 d . . . . .
H32A H 0.633793 0.611443 0.438798 0.062 Uiso 1 1 calc R U . . .
H32B H 0.611706 0.512551 0.469217 0.062 Uiso 1 1 calc R U . . .
H32C H 0.692382 0.587333 0.487134 0.062 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'
N N 0.0061 0.0033 '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
_geom_angle_publ_flag
C29 S1 C32 103.83(17) . . ?
O1 C1 C2 126.2(3) . . ?
O1 C1 C5 125.6(3) . . ?
C2 C1 C5 108.0(2) . . ?
C3 N1 C26 125.3(2) . . ?
C3 N1 H1 117.4 . . ?
C26 N1 H1 117.4 . . ?
C22 S2 C25 104.0(2) . . ?
C3 C2 C1 107.5(2) . . ?
C3 C2 C10 130.1(3) . . ?
C1 C2 C10 121.7(2) . . ?
C14 N2 C19 125.0(3) . . ?
C14 N2 H2 117.5 . . ?
C19 N2 H2 117.5 . . ?
C8 C7 C6 120.6(3) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C5 C6 C7 118.0(3) . . ?
C5 C6 H6 121.0 . . ?
C7 C6 H6 121.0 . . ?
C6 C5 C4 121.4(3) . . ?
C6 C5 C1 130.9(3) . . ?
C4 C5 C1 107.4(2) . . ?
C9 C4 C5 121.3(3) . . ?
C9 C4 C3 131.3(3) . . ?
C5 C4 C3 107.3(2) . . ?
N1 C3 C2 131.0(3) . . ?
N1 C3 C4 119.1(2) . . ?
C2 C3 C4 109.7(2) . . ?
C7 C8 C9 121.3(3) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C4 C9 C8 117.5(3) . . ?
C4 C9 H9 121.3 . . ?
C8 C9 H9 121.3 . . ?
C14 C10 C11 107.9(3) . . ?
C14 C10 C2 127.7(3) . . ?
C11 C10 C2 124.3(3) . . ?
O2 C11 C10 128.3(3) . . ?
O2 C11 C12 124.0(3) . . ?
C10 C11 C12 107.6(3) . . ?
C18 C12 C13 122.0(3) . . ?
C18 C12 C11 130.5(3) . . ?
C13 C12 C11 107.5(2) . . ?
C15 C13 C12 120.5(3) . . ?
C15 C13 C14 132.3(3) . . ?
C12 C13 C14 107.1(3) . . ?
N2 C14 C10 129.8(3) . . ?
N2 C14 C13 120.4(3) . . ?
C10 C14 C13 109.8(3) . . ?
C13 C15 C16 118.0(3) . . ?
C13 C15 H15 121.0 . . ?
C16 C15 H15 121.0 . . ?
C17 C16 C15 121.5(3) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C18 120.8(3) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C12 C18 C17 117.2(3) . . ?
C12 C18 H18 121.4 . . ?
C17 C18 H18 121.4 . . ?
C20 C19 C24 119.5(3) . . ?
C20 C19 N2 120.7(3) . . ?
C24 C19 N2 119.8(3) . . ?
C19 C20 C21 120.4(3) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C21 118.9(3) . . ?
C23 C22 S2 116.2(3) . . ?
C21 C22 S2 124.8(3) . . ?
C24 C23 C22 120.7(3) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C19 120.2(3) . . ?
C23 C24 H24 119.9 . . ?
C19 C24 H24 119.9 . . ?
S2 C25 H25A 109.5 . . ?
S2 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
S2 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C31 119.2(3) . . ?
C27 C26 N1 119.8(3) . . ?
C31 C26 N1 121.0(3) . . ?
C28 C27 C26 120.3(3) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C27 C28 C29 120.6(3) . . ?
C27 C28 H28 119.7 . . ?
C29 C28 H28 119.7 . . ?
C28 C29 C30 118.7(3) . . ?
C28 C29 S1 116.7(3) . . ?
C30 C29 S1 124.6(3) . . ?
C31 C30 C29 120.2(3) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C26 120.5(3) . . ?
C30 C31 H31 119.7 . . ?
C26 C31 H31 119.7 . . ?
S1 C32 H32A 109.5 . . ?
S1 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
S1 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
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
S1 C29 1.763(3) . ?
S1 C32 1.786(4) . ?
C1 O1 1.230(3) . ?
C1 C2 1.452(4) . ?
C1 C5 1.493(4) . ?
N1 C3 1.339(4) . ?
N1 C26 1.418(4) . ?
N1 H1 0.8800 . ?
S2 C22 1.765(4) . ?
S2 C25 1.795(6) . ?
C2 C3 1.388(4) . ?
C2 C10 1.462(4) . ?
N2 C14 1.347(4) . ?
N2 C19 1.424(4) . ?
N2 H2 0.8800 . ?
O2 C11 1.243(4) . ?
C7 C8 1.380(4) . ?
C7 C6 1.401(4) . ?
C7 H7 0.9500 . ?
C6 C5 1.371(4) . ?
C6 H6 0.9500 . ?
C5 C4 1.396(4) . ?
C4 C9 1.373(4) . ?
C4 C3 1.498(4) . ?
C8 C9 1.407(4) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C14 1.392(4) . ?
C10 C11 1.441(4) . ?
C11 C12 1.498(4) . ?
C12 C18 1.378(4) . ?
C12 C13 1.401(4) . ?
C13 C15 1.377(4) . ?
C13 C14 1.487(4) . ?
C15 C16 1.397(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.409(5) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.381(4) . ?
C19 C24 1.388(4) . ?
C20 C21 1.396(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.391(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.390(6) . ?
C23 C24 1.386(5) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.387(4) . ?
C26 C31 1.387(4) . ?
C27 C28 1.384(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.393(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.396(5) . ?
C30 C31 1.385(4) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
