A series of enantiopure BEDT-TTF-acetamide derivatives with two stereogenic centres
Short, Jonathan I.; Rushbridge, Elizabeth K.; Blundell, Toby J.; Ogar, Joseph O.; Yang, Songjie; Wallis, John D.; Martin, Lee; New Journal of Chemistry 49 (2025) 910–920; doi:10.1039/D4NJ03967J

data_7063593
_publ_section_title
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 A series of enantiopure BEDT-TTF-acetamide derivatives with two
 stereogenic centres
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              910
_journal_page_last               920
_journal_paper_doi               10.1039/D4NJ03967J
_journal_volume                  49
_journal_year                    2025
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'I3, 2(C22 H21 N O3 S8)'
_chemical_formula_sum            'C44 H42 I3 N2 O6 S16'
_chemical_formula_weight         1588.45
_chemical_name_systematic
;
[1''-S,5S-8]2I3
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-07-16
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-09-07 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.4955(12)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.75418(15)
_cell_length_b                   12.01883(17)
_cell_length_c                   23.5844(3)
_cell_measurement_reflns_used    19849
_cell_measurement_temperature    120
_cell_measurement_theta_max      78.6610
_cell_measurement_theta_min      1.8780
_cell_volume                     2752.18(7)
_computing_cell_refinement       'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_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)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 100'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0741
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            36103
_diffrn_reflns_point_group_measured_fraction_full 0.878
_diffrn_reflns_point_group_measured_fraction_max 0.789
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.400
_diffrn_reflns_theta_min         1.882
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    19.457
_exptl_absorpt_correction_T_max  0.905
_exptl_absorpt_correction_T_min  0.060
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.92a (Rigaku Oxford Diffraction, 2023)
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            black
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_description       'thick plate'
_exptl_crystal_F_000             1566
_exptl_crystal_size_max          0.209
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.020
_refine_diff_density_max         3.132
_refine_diff_density_min         -1.172
_refine_diff_density_rms         0.199
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.015(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     652
_refine_ls_number_reflns         9524
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0812
_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^)+(0.1788P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2071
_refine_ls_wR_factor_ref         0.2117
_reflns_Friedel_coverage         0.626
_reflns_Friedel_fraction_full    0.743
_reflns_Friedel_fraction_max     0.639
_reflns_number_gt                8382
_reflns_number_total             9524
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4nj03967j2.cif
_cod_data_source_block           SY184abs724
_cod_depositor_comments
'Adding full bibliography for 7063591--7063600.cif.'
_cod_database_code               7063593
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C9A-C10A = C9B-C10B
 1.52 with sigma of 0.002
3. Uiso/Uaniso restraints and constraints
Uanis(I1) = Uanis(I1A)
Uanis(I2) = Uanis(I2A)
Uanis(I3) = Uanis(I3A)
4. Others
 Sof(I1A)=Sof(I2A)=Sof(I3A)=1-FVAR(1)
 Sof(I1)=Sof(I2)=Sof(I3)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C1A(H1AA), C13A(H13A), C1B(H1BA), C13B(H13B)
5.b Secondary CH2 refined with riding coordinates:
 C2A(H2AA,H2AB), C9A(H9AA,H9AB), C10A(H10A,H10B), C11A(H11A,H11B), C16A(H16A,
 H16B), C2B(H2BA,H2BB), C9B(H9BA,H9BB), C10B(H10C,H10D), C11B(H11C,H11D),
 C16B(H16C,H16D)
5.c Aromatic/amide H refined with riding coordinates:
 N1A(H1A), C18A(H18A), C19A(H19A), C20A(H20A), C21A(H21A), C22A(H22A),
 N1B(H1B), C18B(H18B), C19B(H19B), C20B(H20B), C21B(H21B), C22B(H22B)
5.d Idealised Me refined as rotating group:
 C15A(H15A,H15B,H15C), C15B(H15D,H15E,H15F)
;
_shelx_res_checksum              84796
_olex2_submission_special_instructions 'No special instructions were received'