#------------------------------------------------------------------------------
#$Date: 2025-03-04 21:29:35 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298156 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/32/1573225.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_1573225
loop_
_publ_author_name
'Sumida, Akifumi'
'Saeki, Akinori'
'Matsuo, Kyohei'
'Naka, Kensuke'
'Imoto, Hiroaki'
_publ_section_title
;
 Dithienoarsinines: stable and planar π-extended arsabenzenes.
;
_journal_issue                   3
_journal_name_full               'Chemical science'
_journal_page_first              1126
_journal_page_last               1135
_journal_paper_doi               10.1039/d4sc06590e
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C17 H9 As S2'
_chemical_formula_sum            'C17 H9 As S2'
_chemical_formula_weight         352.28
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-23
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_audit_update_record
;
2024-09-20 deposited with the CCDC.	2024-11-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.422(9)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.4892(12)
_cell_length_b                   8.5408(7)
_cell_length_c                   23.219(2)
_cell_measurement_reflns_used    1154
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.0140
_cell_measurement_theta_min      2.8570
_cell_volume                     2652.6(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.91a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.91a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.91a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     16.00 105.00   1.00    4.00    --   30.00  54.00   0.00   89
  2  ω    -49.00 111.00   1.00    4.00    --   30.00  54.00 120.00  160
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (JP)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0283140000
_diffrn_orient_matrix_UB_12      0.0515340000
_diffrn_orient_matrix_UB_13      -0.0196683000
_diffrn_orient_matrix_UB_21      -0.0331016000
_diffrn_orient_matrix_UB_22      0.0139534000
_diffrn_orient_matrix_UB_23      0.0207992000
_diffrn_orient_matrix_UB_31      0.0302511000
_diffrn_orient_matrix_UB_32      0.0635990000
_diffrn_orient_matrix_UB_33      0.0113946000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0661
_diffrn_reflns_av_unetI/netI     0.1079
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            5607
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.830
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.861
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_correction_T_min  0.888
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.91a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_description       plate
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.514
_exptl_crystal_size_mid          0.392
_exptl_crystal_size_min          0.098
_refine_diff_density_max         0.729
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2691
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0461
_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)+(0.0192P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0847
_refine_ls_wR_factor_ref         0.1027
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1868
_reflns_number_total             2691
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc06590e2.cif
_cod_data_source_block           3c
_cod_depositor_comments
'Adding full bibliography for 1573224--1573235.cif.'
_cod_database_code               1573225
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C17H9S2As
_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_max   0.767
_shelx_estimated_absorpt_t_min   0.321
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C13(H13), C16(H16), C14(H14), C11(H11), C10(H10), C15(H15), C8(H8),
 C9(H9)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.162
_oxdiff_exptl_absorpt_empirical_full_min 0.854
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
As1 As 0.91844(4) 0.40625(6) 0.54168(2) 0.02022(17) Uani 1 1 d . . . . .
S1 S 0.93846(9) 0.55771(16) 0.66589(6) 0.0206(3) Uani 1 1 d . . . . .
S2 S 0.80121(9) 0.34997(16) 0.41723(6) 0.0221(3) Uani 1 1 d . . . . .
C12 C 0.6448(3) 0.5095(6) 0.4412(2) 0.0149(11) Uani 1 1 d . . . . .
C6 C 0.7641(3) 0.6953(6) 0.6456(2) 0.0155(11) Uani 1 1 d . . . . .
C2 C 0.7749(3) 0.6076(6) 0.5933(2) 0.0163(11) Uani 1 1 d . . . . .
C1 C 0.8688(3) 0.5279(6) 0.5975(2) 0.0167(11) Uani 1 1 d . . . . .
C3 C 0.7051(3) 0.6020(6) 0.5433(2) 0.0167(11) Uani 1 1 d . . . . .
H3 H 0.644353 0.658264 0.543259 0.020 Uiso 1 1 calc R U . . .
C5 C 0.8074(3) 0.4342(6) 0.4860(2) 0.0180(11) Uani 1 1 d . . . . .
C13 C 0.5479(3) 0.5703(6) 0.4323(2) 0.0192(12) Uani 1 1 d . . . . .
H13 H 0.522689 0.629431 0.461816 0.023 Uiso 1 1 calc R U . . .
C16 C 0.6202(4) 0.3924(6) 0.3438(2) 0.0214(12) Uani 1 1 d . . . . .
H16 H 0.644915 0.333356 0.314048 0.026 Uiso 1 1 calc R U . . .
C14 C 0.4891(4) 0.5433(6) 0.3798(2) 0.0198(12) Uani 1 1 d . . . . .
H14 H 0.423715 0.586560 0.373292 0.024 Uiso 1 1 calc R U . . .
C4 C 0.7193(3) 0.5189(6) 0.4935(2) 0.0165(11) Uani 1 1 d . . . . .
C17 C 0.6791(3) 0.4208(6) 0.3967(2) 0.0179(11) Uani 1 1 d . . . . .
C7 C 0.8467(3) 0.6807(6) 0.6887(2) 0.0152(11) Uani 1 1 d . . . . .
C11 C 0.6828(3) 0.7871(6) 0.6578(2) 0.0158(11) Uani 1 1 d . . . . .
H11 H 0.625344 0.797106 0.629729 0.019 Uiso 1 1 calc R U . . .
C10 C 0.6867(3) 0.8623(6) 0.7104(2) 0.0205(12) Uani 1 1 d . . . . .
H10 H 0.631784 0.924729 0.718359 0.025 Uiso 1 1 calc R U . . .
C15 C 0.5237(3) 0.4539(6) 0.3362(2) 0.0210(12) Uani 1 1 d . . . . .
H15 H 0.481105 0.434712 0.301068 0.025 Uiso 1 1 calc R U . . .
C8 C 0.8511(3) 0.7570(6) 0.7417(2) 0.0201(12) Uani 1 1 d . . . . .
H8 H 0.908111 0.747238 0.770157 0.024 Uiso 1 1 calc R U . . .
C9 C 0.7700(3) 0.8481(6) 0.7521(2) 0.0218(12) Uani 1 1 d . . . . .
H9 H 0.771422 0.901286 0.788149 0.026 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'
As As 0.0499 2.0058 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 2 2 0.1454
-1 -2 -2 0.1928
0 0 1 0.0248
0 0 -1 0.0732
-2 -2 1 0.1718
1 0 0 0.1870
-1 0 0 0.2150
1 -1 -1 0.2286
-1 1 1 0.2388
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
C1 As1 C5 94.8(2) . . ?
C7 S1 C1 92.5(2) . . ?
C5 S2 C17 92.2(2) . . ?
C13 C12 C4 128.9(5) . . ?
C13 C12 C17 118.7(4) . . ?
C17 C12 C4 112.4(4) . . ?
C7 C6 C2 113.2(4) . . ?
C7 C6 C11 118.4(5) . . ?
C11 C6 C2 128.4(4) . . ?
C1 C2 C6 111.9(4) . . ?
C3 C2 C6 125.8(4) . . ?
C3 C2 C1 122.3(5) . . ?
S1 C1 As1 120.9(3) . . ?
C2 C1 As1 128.1(4) . . ?
C2 C1 S1 111.0(4) . . ?
C4 C3 C2 123.9(4) . . ?
S2 C5 As1 121.5(3) . . ?
C4 C5 As1 126.1(4) . . ?
C4 C5 S2 112.4(4) . . ?
C14 C13 C12 119.2(5) . . ?
C15 C16 C17 117.6(5) . . ?
C13 C14 C15 121.4(5) . . ?
C3 C4 C12 124.0(4) . . ?
C3 C4 C5 124.7(4) . . ?
C5 C4 C12 111.3(5) . . ?
C12 C17 S2 111.7(4) . . ?
C16 C17 S2 125.8(4) . . ?
C16 C17 C12 122.4(4) . . ?
C6 C7 S1 111.4(4) . . ?
C8 C7 S1 126.7(4) . . ?
C8 C7 C6 122.0(4) . . ?
C10 C11 C6 119.9(4) . . ?
C11 C10 C9 120.8(5) . . ?
C16 C15 C14 120.6(5) . . ?
C7 C8 C9 118.2(4) . . ?
C8 C9 C10 120.8(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
As1 C1 1.853(5) . ?
As1 C5 1.864(5) . ?
S1 C1 1.757(5) . ?
S1 C7 1.756(5) . ?
S2 C5 1.743(5) . ?
S2 C17 1.761(5) . ?
C12 C13 1.397(6) . ?
C12 C4 1.474(6) . ?
C12 C17 1.408(7) . ?
C6 C2 1.449(7) . ?
C6 C7 1.403(6) . ?
C6 C11 1.405(6) . ?
C2 C1 1.430(6) . ?
C2 C3 1.399(6) . ?
C3 C4 1.390(7) . ?
C5 C4 1.421(6) . ?
C13 C14 1.385(7) . ?
C16 C17 1.395(7) . ?
C16 C15 1.393(7) . ?
C14 C15 1.395(7) . ?
C7 C8 1.388(7) . ?
C11 C10 1.375(7) . ?
C10 C9 1.391(6) . ?
C8 C9 1.389(7) . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0022 2.0035 1.9990 0.0356 0.0364 0.1805
-1.0022 -2.0035 -1.9990 -0.0356 -0.0364 -0.1805
-0.0026 0.0003 1.0023 -0.0196 0.0209 0.0114
0.0026 -0.0003 -1.0023 0.0196 -0.0209 -0.0114
-2.0106 -2.0023 1.0037 -0.0660 0.0595 -0.1767
1.0006 -0.0002 0.0041 -0.0284 -0.0330 0.0303
-1.0006 0.0002 -0.0041 0.0284 0.0330 -0.0303
0.9999 -1.0020 -0.9934 -0.0604 -0.0677 -0.0448
-0.9999 1.0020 0.9934 0.0604 0.0677 0.0448
