Thiophenyl and benzothiophenyl gold isocyanide complexes: synthesis, structures, and aurophilic and gold-involving chalcogen bonding interactions
Pavlov, Kirill G.; Grudova, Mariya R.; Kubasov, Alexey S.; Khrustalev, Victor N.; Kritchenkov, Ilia S.; Gomila, Rosa M.; Frontera, Antonio; Tskhovrebov, Alexander G.; CrystEngComm 27 (2025) 7021–7031; doi:10.1039/D5CE00724K

data_7250887
_publ_section_title
;
 Thiophenyl and benzothiophenyl gold isocyanide complexes: synthesis,
 structures, and aurophilic and gold-involving chalcogen bonding
 interactions
;
_journal_issue                   43
_journal_name_full               CrystEngComm
_journal_page_first              7021
_journal_page_last               7031
_journal_paper_doi               10.1039/D5CE00724K
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C17 H14 Au N S2'
_chemical_formula_sum            'C17 H14 Au N S2'
_chemical_formula_weight         493.38
_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_date             2025-04-22
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7205)
;
_audit_update_record
;
2025-04-22 deposited with the CCDC.	2025-09-22 downloaded from the CCDC.
;
_cell_angle_alpha                114.577(9)
_cell_angle_beta                 98.055(10)
_cell_angle_gamma                102.895(10)
_cell_formula_units_Z            6
_cell_length_a                   9.081(2)
_cell_length_b                   17.316(4)
_cell_length_c                   18.171(4)
_cell_measurement_reflns_used    5074
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      26.11
_cell_measurement_theta_min      2.27
_cell_volume                     2443.9(10)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0919
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19949
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.258
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.277
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.4681
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1485 before and 0.0679 after correction.
The Ratio of minimum to maximum transmission is 0.6275.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.011
_exptl_crystal_description       needle
_exptl_crystal_F_000             1404
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         10.210
_refine_diff_density_min         -3.811
_refine_diff_density_rms         0.441
_refine_ls_extinction_coef       0.0024(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         8549
_refine_ls_number_restraints     40
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0906
_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^)+(0.0895P)^2^+222.6555P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2399
_refine_ls_wR_factor_ref         0.2486
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7056
_reflns_number_total             8549
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00724k2.cif
_cod_data_source_block           mo_24kub238_0m_a
_cod_depositor_comments
'Adding full bibliography for 7250880--7250889.cif.'
_cod_database_code               7250887
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.913
_shelx_estimated_absorpt_t_min   0.119
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.98937
 0.01063
2. Restrained distances
 C31A-S4A
 1.72 with sigma of 0.02
 S4A-C34A
 1.72 with sigma of 0.02
 C34A-C33A
 1.4 with sigma of 0.02
 C33A-C32A
 1.4 with sigma of 0.02
 C32A-C31A
 1.4 with sigma of 0.02
 C30-C31A
 1.45 with sigma of 0.02
 S4B-C31B
 1.72 with sigma of 0.02
 S4B-C34B
 1.72 with sigma of 0.02
 C34B-C33B
 1.4 with sigma of 0.02
 C33B-C32B
 1.4 with sigma of 0.02
 C32B-C31B
 1.4 with sigma of 0.02
 C31B-C30
 1.45 with sigma of 0.02
 C51A-C50A
 1.4 with sigma of 0.02
 C50A-C49A
 1.4 with sigma of 0.02
 C49A-S6A
 1.72 with sigma of 0.02
 S6A-C48
 1.72 with sigma of 0.02
 C48-C51A
 1.4 with sigma of 0.02
 C48-C54A
 1.4 with sigma of 0.02
 C54A-C53A
 1.4 with sigma of 0.02
 C53A-C52A
 1.4 with sigma of 0.02
 C52A-S6B
 1.72 with sigma of 0.02
 S6B-C48
 1.72 with sigma of 0.02
 C14-C17B
 1.4 with sigma of 0.02
 C17B-C16B
 1.4 with sigma of 0.02
 C16B-C15B
 1.4 with sigma of 0.02
 S2B-C14
 1.72 with sigma of 0.02
 S2B-C15B
 1.72 with sigma of 0.02
 C14-S2A
 1.72 with sigma of 0.02
 S2A-C15A
 1.72 with sigma of 0.02
 C15A-C16A
 1.4 with sigma of 0.02
 C16A-C17A
 1.4 with sigma of 0.02
 C17A-C14
 1.4 with sigma of 0.02
3. Restrained planarity
 S4A, C31A, C32A, C33A, C34A
 with sigma of 0.1
 S4B, C31B, C32B, C33B, C34B
 with sigma of 0.1
 S6B, C48, C52A, C53A, C54A
 with sigma of 0.1
 S2B, C14, C15B, C16B, C17B
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(C27) = Uanis(C28)
Uanis(C27) = Uanis(C28) = Uanis(C30) = Uanis(C29)
Uanis(C32A) = Uanis(C31A) = Uanis(C33A) = Uanis(C34A)
Uanis(C31B) = Uanis(C34B) = Uanis(C33B) = Uanis(C32B)
Uanis(S4A) = Uanis(S4B)
Uanis(C31B) = Uanis(C34B) = Uanis(C33B) = Uanis(C32B) = Uanis(C31A) =
Uanis(C33A) = Uanis(C34A) = Uanis(C32A)
Uanis(C47) = Uanis(C46) = Uanis(C45) = Uanis(C44)
Uanis(C47) = Uanis(C48)
Uanis(C54A) = Uanis(C52A) = Uanis(C53A) = Uanis(C49A) = Uanis(C50A) =
Uanis(C51A)
Uanis(S6A) = Uanis(S6B)
Uanis(S6A) = Uanis(C54A)
Uanis(C16B) = Uanis(C15B) = Uanis(C15A) = Uanis(C16A) = Uanis(C17A) =
Uanis(C17B)
Uanis(S2A) = Uanis(S2B)
Uanis(C25) = Uanis(C26)
Uanis(C23) = Uanis(C22) = Uanis(C21)
Uanis(C24) = Uanis(C19) = Uanis(C20)
Uanis(C18) = Uanis(N2)
Uanis(C17B) = Uanis(C14)
Uanis(C3) = Uanis(C2) = Uanis(C7)
5. Others
 Fixed Sof: S2A(0.55) S2B(0.45) S4A(0.5) S4B(0.5) S6A(0.7) S6B(0.3) C15A(0.55)
 H15A(0.55) C15B(0.45) H15B(0.45) C16A(0.55) H16A(0.55) C16B(0.45) H16B(0.45)
 C17A(0.55) H17A(0.55) C17B(0.45) H17B(0.45) C31A(0.5) C31B(0.5) C32A(0.5)
 H32A(0.5) C32B(0.5) H32B(0.5) C33A(0.5) H33A(0.5) C33B(0.5) H33B(0.5)
 C34A(0.5) H34A(0.5) C34B(0.5) H34B(0.5) C49A(0.7) H49A(0.7) C50A(0.7)
 H50A(0.7) C51A(0.7) H51A(0.7) C52A(0.3) H52A(0.3) C53A(0.3) H53A(0.3)
 C54A(0.3) H54A(0.3)
6.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C15A(H15A), C15B(H15B),
 C16A(H16A), C16B(H16B), C17A(H17A), C17B(H17B), C21(H21), C22(H22), C23(H23),
 C28(H28), C29(H29), C32A(H32A), C32B(H32B), C33A(H33A), C33B(H33B), C34A(H34A),
  C34B(H34B), C38(H38), C39(H39), C40(H40), C45(H45), C46(H46), C49A(H49A),
 C50A(H50A), C51A(H51A), C52A(H52A), C53A(H53A), C54A(H54A)
6.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C),
 C42(H42A,H42B,H42C), C43(H43A,H43B,H43C)
;
_shelx_res_checksum              71487
_olex2_submission_special_instructions 'No special instructions were received'