Enantioselective C-H Bond Oxidation using Bio-Inspired Chiral Fe-TAML Catalyst
Dey Biswas, Doyel; Das, Soumadip; Pal, Debraj; Sen Gupta, Sayam; Chemical Communications  (2026) –; doi:10.1039/D5CC06607G

data_7135321
_publ_section_title
;
 Enantioselective C-H Bond Oxidation using Bio-Inspired Chiral Fe-TAML
 Catalyst
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D5CC06607G
_journal_year                    2026
_chemical_absolute_configuration SS
_chemical_formula_moiety         'C27 H23 Cl Fe N5 O4, 2(C8 H20 N)'
_chemical_formula_sum            'C43 H63 Cl Fe N7 O4'
_chemical_formula_weight         833.30
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2025-09-05
_audit_creation_method
;
Olex2 1.5
(compiled 2025.03.04 svn.red2d20d0 for OlexSys, GUI svn.r7188)
;
_audit_update_record
;
2025-09-25 deposited with the CCDC.	2025-12-09 downloaded from the CCDC.
;
_cell_angle_alpha                88.547(2)
_cell_angle_beta                 81.094(2)
_cell_angle_gamma                88.722(2)
_cell_formula_units_Z            2
_cell_length_a                   9.0318(2)
_cell_length_b                   13.1643(4)
_cell_length_c                   17.9475(3)
_cell_measurement_reflns_used    21038
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      68.0070
_cell_measurement_theta_min      2.4720
_cell_volume                     2107.14(9)
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_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      100.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0590
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11101
_diffrn_reflns_point_group_measured_fraction_full 0.744
_diffrn_reflns_point_group_measured_fraction_max 0.744
_diffrn_reflns_theta_full        66.597
_diffrn_reflns_theta_max         66.597
_diffrn_reflns_theta_min         2.493
_exptl_absorpt_coefficient_mu    3.851
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_description       Block
_exptl_crystal_F_000             890
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.228
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.124
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.013(4)
_refine_ls_extinction_coef       0.0010(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   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1033
_refine_ls_number_reflns         11101
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0589
_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^)+(0.1078P)^2^+3.7369P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1865
_refine_ls_wR_factor_ref         0.1883
_reflns_Friedel_coverage         0.492
_reflns_Friedel_fraction_full    0.490
_reflns_Friedel_fraction_max     0.490
_reflns_number_gt                10320
_reflns_number_total             11101
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc06607g2.cif
_cod_data_source_block           ddb-cat1_reduced_tw
_cod_database_code               7135321
_shelx_shelxl_version_number     2018/3
_diffrn_measurement_detector_type HyPix3000
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.557(4)
 0.443(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C108(H10A,H10B), C110(H11A,H11B), C90(H90A,H90B), C85(H85A,H85B), C94(H94A,
 H94B), C88(H88A,H88B), C92(H92A,H92B), C101(H10K,H10L), C83(H83A,H83B),
 C112(H11F,H11G), C79(H79A,H79B), C106(H10F,H10G), C99(H99A,H99B), C81(H81A,
 H81B), C103(H10P,H10Q), C97(H97A,H97B)
3.b Aromatic/amide H refined with riding coordinates:
 C52(H52), C35(H35), C53(H53), C25(H25), C34(H34), C22(H22), C31(H31),
 C74(H74), C59(H59), C32(H32), C63(H63), C51(H51), C50(H50), C46(H46), C72(H72),
  C24(H24), C45(H45), C73(H73), C33(H33), C23(H23), C60(H60), C48(H48),
 C44(H44), C71(H71), C62(H62), C61(H61), C43(H43), C70(H70)
3.c Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C), C29(H29A,H29B,H29C), C40(H40A,H40B,H40C), C111(H11C,H11D,
 H11E), C109(H10C,H10D,H10E), C65(H65A,H65B,H65C), C89(H89A,H89B,H89C),
 C95(H95A,H95B,H95C), C91(H91A,H91B,H91C), C102(H10M,H10N,H10O), C86(H86A,H86B,
 H86C), C57(H57A,H57B,H57C), C93(H93A,H93B,H93C), C82(H82A,H82B,H82C),
 C107(H10H,H10I,H10J), C100(H10R,H10S,H10T), C98(H98A,H98B,H98C), C113(H11H,
 H11I,H11J), C80(H80A,H80B,H80C), C68(H68A,H68B,H68C), C84(H84A,H84B,H84C),
 C104(H10U,H10V,H10W)
;
_shelx_res_checksum              40033
_olex2_submission_special_instructions 'No special instructions were received'