Dithienoarsinines: stable and planar π-extended arsabenzenes.
Sumida, Akifumi; Saeki, Akinori; Matsuo, Kyohei; Naka, Kensuke; Imoto, Hiroaki; Chemical science 16 (2025) 1126–1135; doi:10.1039/d4sc06590e

data_1573226
_publ_section_title
;
 Dithienoarsinines: stable and planar &#x3c0;-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         '1(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           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-01-09
_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                 93.983(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1348(11)
_cell_length_b                   8.5422(5)
_cell_length_c                   12.1986(10)
_cell_measurement_reflns_used    1242
_cell_measurement_temperature    100
_cell_measurement_theta_max      24.8440
_cell_measurement_theta_min      2.8370
_cell_volume                     1365.38(18)
_computing_cell_refinement       'CrysAlisPro 1.171.42.74a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.74a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.74a (Rigaku OD, 2022)'
_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 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -74.00 110.05   0.15    5.00    --   30.00  54.00  90.00 1227
  2  \w     71.00 118.10   0.15    5.00    --   30.00  54.00   0.00  314
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (JP)'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0355425000
_diffrn_orient_matrix_UB_12      0.0358650000
_diffrn_orient_matrix_UB_13      0.0386655000
_diffrn_orient_matrix_UB_21      -0.0395285000
_diffrn_orient_matrix_UB_22      0.0129808000
_diffrn_orient_matrix_UB_23      0.0356360000
_diffrn_orient_matrix_UB_31      0.0103177000
_diffrn_orient_matrix_UB_32      -0.0737445000
_diffrn_orient_matrix_UB_33      0.0251387000
_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  0.0540
_diffrn_reflns_av_unetI/netI     0.0939
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5484
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         2.847
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.779
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_correction_T_min  0.904
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.74a (Rigaku Oxford Diffraction, 2022)
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    1.714
_exptl_crystal_description       plate
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.347
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.077
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         2805
_refine_ls_number_restraints     160
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.1277
_refine_ls_R_factor_gt           0.0622
_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/[\s^2^(Fo^2^)+(0.0529P)^2^+0.0847P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1643
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1619
_reflns_number_total             2805
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc06590e2.cif
_cod_data_source_block           3d-plate
_cod_depositor_comments
'Adding full bibliography for 1573224--1573235.cif.'
_cod_database_code               1573226
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C17H9S2As
_shelx_estimated_absorpt_t_max   0.814
_shelx_estimated_absorpt_t_min   0.446
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 As1A-C5A \\sim As1B-C5B
 with sigma of 0.02
 C17A-C4A \\sim C17B-C4B
 with sigma of 0.04
 S1A-C2A \\sim S1B-C2B
 with sigma of 0.02
 S2A-C4A \\sim S2B-C4B
 with sigma of 0.02
 C5A-C4A \\sim C5B-C4B
 with sigma of 0.02
 C1A-C2A \\sim C1B-C2B
 with sigma of 0.02
 C12A-C4A \\sim C12B-C4B
 with sigma of 0.04
 C6A-C2A \\sim C6B-C2B
 with sigma of 0.04
 As1A-C4A \\sim As1B-C4B
 with sigma of 0.04
 As1A-C2A \\sim As1B-C2B
 with sigma of 0.04
 C12A-C14A \\sim C12B-C14B
 with sigma of 0.04
 C2A-C11A \\sim C2B-C11B
 with sigma of 0.04
 As1A-C1A \\sim As1B-C1B
 with sigma of 0.02
 C9A-C7A \\sim C9B-C7B
 with sigma of 0.04
 C16A-C13A \\sim C16B-C13B
 with sigma of 0.04
 S2A-C13A \\sim S2B-C13B
 with sigma of 0.04
 S1A-C11A \\sim S1B-C11B
 with sigma of 0.02
 C6A-C8A \\sim C6B-C8B
 with sigma of 0.04
 S2A-C12A \\sim S2B-C12B
 with sigma of 0.04
 C5A-C17A \\sim C5B-C17B
 with sigma of 0.02
 C5A-C12A \\sim C5B-C12B
 with sigma of 0.04
 C17A-C13A \\sim C17B-C13B
 with sigma of 0.04
 C1A-C6A \\sim C1B-C6B
 with sigma of 0.02
 C12A-C15A \\sim C12B-C15B
 with sigma of 0.04
 C17A-C12A \\sim C17B-C12B
 with sigma of 0.02
 C17A-C16A \\sim C17B-C16B
 with sigma of 0.02
 C11A-C9A \\sim C11B-C9B
 with sigma of 0.04
 C12A-C13A \\sim C12B-C13B
 with sigma of 0.02
 C6A-C11A \\sim C6B-C11B
 with sigma of 0.02
 S2A-C16A \\sim S2B-C16B
 with sigma of 0.04
 C6A-C7A \\sim C6B-C7B
 with sigma of 0.02
 C5A-C1A \\sim C5B-C1B
 with sigma of 0.04
 C15A-C16A \\sim C15B-C16B
 with sigma of 0.02
 C5A-C16A \\sim C5B-C16B
 with sigma of 0.04
 C15A-C13A \\sim C15B-C13B
 with sigma of 0.02
 C1A-C11A \\sim C1B-C11B
 with sigma of 0.04
 C13A-C14A \\sim C13B-C14B
 with sigma of 0.02
 C10A-C11A \\sim C10B-C11B
 with sigma of 0.02
 C1A-C7A \\sim C1B-C7B
 with sigma of 0.04
 C10A-C9A \\sim C10B-C9B
 with sigma of 0.02
 C17A-C15A \\sim C17B-C15B
 with sigma of 0.04
 C9A-C8A \\sim C9B-C8B
 with sigma of 0.02
 C8A-C7A \\sim C8B-C7B
 with sigma of 0.02
 As1A-C17A \\sim As1B-C17B
 with sigma of 0.04
 C12A-C16A \\sim C12B-C16B
 with sigma of 0.04
 As1A-C6A \\sim As1B-C6B
 with sigma of 0.04
 C6A-C10A \\sim C6B-C10B
 with sigma of 0.04
 C15A-C14A \\sim C15B-C14B
 with sigma of 0.04
 C16A-C14A \\sim C16B-C14B
 with sigma of 0.04
 S1A-C1A \\sim S1B-C1B
 with sigma of 0.04
 C10A-C8A \\sim C10B-C8B
 with sigma of 0.04
 S1A-C6A \\sim S1B-C6B
 with sigma of 0.04
 C11A-C7A \\sim C11B-C7B
 with sigma of 0.04
 S1A-C10A \\sim S1B-C10B
 with sigma of 0.04
 S2A-C5A \\sim S2B-C5B
 with sigma of 0.04
 S2A-C17A \\sim S2B-C17B
 with sigma of 0.04
3. Rigid body (RIGU) restrains
 As1B, C5B, C4B, C3B, C2B, C1B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C17A, C12A, C13A, C14A, C15A, C16A
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C7B, C6B, C11B, C10B, C8B, C9B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Others
 Sof(As1B)=Sof(S1B)=Sof(S2B)=Sof(C5B)=Sof(C1B)=Sof(C17B)=Sof(C16B)=Sof(H16B)=
 Sof(C15B)=Sof(H15B)=Sof(C14B)=Sof(H14B)=Sof(C13B)=Sof(H13B)=Sof(C12B)=Sof(C6B)=
 Sof(C2B)=Sof(C10B)=Sof(H10B)=Sof(C11B)=Sof(C9B)=Sof(H9B)=Sof(C8B)=Sof(H8B)=
 Sof(C4B)=Sof(C7B)=Sof(H7B)=Sof(C3B)=Sof(H3B)=1-FVAR(1)
 Sof(As1A)=Sof(S1A)=Sof(S2A)=Sof(C5A)=Sof(C1A)=Sof(C12A)=Sof(C13A)=Sof(H00F)=
 Sof(C14A)=Sof(H00K)=Sof(C15A)=Sof(H00C)=Sof(C16A)=Sof(H00E)=Sof(C17A)=Sof(C6A)=
 Sof(C2A)=Sof(C10A)=Sof(H00H)=Sof(C11A)=Sof(C9A)=Sof(H00J)=Sof(C8A)=Sof(H00L)=
 Sof(C4A)=Sof(C7A)=Sof(H5)=Sof(C3A)=Sof(H15)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C13A(H00F), C14A(H00K), C15A(H00C), C16A(H00E), C10A(H00H), C9A(H00J),
 C8A(H00L), C7A(H5), C16B(H16B), C15B(H15B), C14B(H14B), C13B(H13B), C10B(H10B),
  C9B(H9B), C8B(H8B), C7B(H7B), C3A(H15), C3B(H3B)
5.b Fitted hexagon refined as free rotating group:
 C12A(C13A,C14A,C15A,C16A,C17A)
;
_shelx_res_checksum              42555
_shelx_hkl_checksum              98558
_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 1.537
_oxdiff_exptl_absorpt_empirical_full_min 0.751