Charge-Transfer Adducts of Chalcogenourea Derivatives of N-Heterocyclic Carbenes with Iodine Monochloride
Saab, Marina; Nahra, Fady; Van Hecke, Kristof; Molbank 2022 (2022) M1344–; doi:10.3390/M1344

data_1566569
_publ_section_title
;
 Charge-Transfer Adducts of Chalcogenourea Derivatives of N-Heterocyclic
 Carbenes with Iodine Monochloride
;
_journal_issue                   1
_journal_name_full               Molbank
_journal_page_first              M1344
_journal_paper_doi               10.3390/M1344
_journal_volume                  2022
_journal_year                    2022
_chemical_formula_moiety         'C27 H36 Cl I N2 S, 1[CHCl3]'
_chemical_formula_sum            'C28 H37 Cl4 I N2 S'
_chemical_formula_weight         702.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2022-01-06
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_cell_angle_alpha                90
_cell_angle_beta                 102.093(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.5912(5)
_cell_length_b                   18.7089(6)
_cell_length_c                   16.0710(6)
_cell_measurement_reflns_used    3050
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.8530
_cell_measurement_theta_min      3.6480
_cell_volume                     3113.8(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_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    -66.00  32.00   1.00    4.00    --  -41.80  38.00  90.00   98
  2  \w    -66.00  32.00   1.00    4.00    --  -41.80  38.00-150.00   98
  3  \w     27.00  98.00   1.00    4.00    --   41.80-125.00-180.00   71
  4  \w    103.00 178.00   1.00   15.00    --  106.01  77.00-180.00   75
  5  \w     97.00 178.00   1.00   15.00    --  106.01 125.00   0.00   81
  6  \w    103.00 178.00   1.00   15.00    --  106.01  77.00-120.00   75
  7  \w     34.00 135.00   1.00   15.00    --  106.01 -61.00 -90.00  101
  8  \w     34.00 135.00   1.00   15.00    --  106.01 -61.00  60.00  101
  9  \w    103.00 178.00   1.00   15.00    --  106.01  77.00 -30.00   75
 10  \w     23.00 107.00   1.00   15.00    --  106.01 -94.00 -90.00   84
 11  \w   -114.00 -14.00   1.00    4.00    --  -41.80 -57.00  90.00  100
 12  \w   -114.00 -14.00   1.00    4.00    --  -41.80 -57.00-180.00  100
 13  \w   -114.00 -14.00   1.00    4.00    --  -41.80 -57.00 -60.00  100
 14  \w     78.00 178.00   1.00   15.00    --  106.01  30.00 120.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1084
_diffrn_reflns_av_unetI/netI     0.1021
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23270
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.972
_diffrn_reflns_theta_min         3.673
_exptl_absorpt_coefficient_mu    12.013
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.886
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.099
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.049
_refine_diff_density_max         1.315
_refine_diff_density_min         -0.872
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         6214
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1000
_refine_ls_R_factor_gt           0.0628
_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/[\s^2^(Fo^2^)+(0.0771P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1552
_refine_ls_wR_factor_ref         0.1758
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4021
_reflns_number_total             6214
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            s9.cif
_cod_data_source_block           ms404
_cod_database_code               1566569
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13), C10(H10), C22(H22), C25(H25)
2.b Aromatic/amide H refined with riding coordinates:
 C20(H20), C19(H19), C2(H2), C7(H7), C18(H18), C6(H6), C3(H3), C8(H8)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C15(H15A,H15B,H15C), C11(H11A,H11B,H11C), C14(H14A,H14B,
 H14C), C23(H23A,H23B,H23C), C26(H26A,H26B,H26C), C24(H24A,H24B,H24C), C27(H27A,
 H27B,H27C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              5943
_shelx_hkl_checksum              77221
_shelx_fab_checksum              41917
_olex2_exptl_crystal_mounting_method 'mounted on a LithoLoop'
_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
- B-factor correction
;