Chirality without compromise: identical spin crossover behavior between the racemate and the enantiopure Fe(II) complexes.
Becker, Jens-Georg; Sundaresan, Sriram; Carrella, Luca M.; Rentschler, Eva; Chemical communications (Cambridge, England) 61 (2025) 13389–13392; doi:10.1039/d5cc03779d

data_7134890
_publ_section_title
;
 Chirality without compromise: identical spin crossover behavior between
 the racemate and the enantiopure Fe(II) complexes.
;
_journal_issue                   71
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              13389
_journal_page_last               13392
_journal_paper_doi               10.1039/d5cc03779d
_journal_volume                  61
_journal_year                    2025
_chemical_absolute_configuration syn
_chemical_formula_moiety         '2(C28 H29 B2 Fe N7 O), C2 H3 N'
_chemical_formula_sum            'C58 H61 B4 Fe2 N15 O2'
_chemical_formula_weight         1155.15
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-12-06
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-06-26 deposited with the CCDC.	2025-07-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.771(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.4966(4)
_cell_length_b                   17.6717(4)
_cell_length_c                   13.4291(4)
_cell_measurement_reflns_used    33708
_cell_measurement_temperature    220
_cell_measurement_theta_max      29.27
_cell_measurement_theta_min      2.33
_cell_volume                     2955.36(15)
_computing_cell_refinement
;
X-Area Recipe 2.0.2 (STOE, 2024)
;
_computing_data_collection
;
X-Area Pilatus3_SV 1.31.194.0 (STOE, 2023)
;
_computing_data_reduction
;
X-Area Integrate 2.5.18.0 (STOE, 2024)
X-Area LANA 2.8.4 (STOE, 2024)
;
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      220.00
_diffrn_detector_area_resol_mean 13.33
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.887
_diffrn_measurement_details
;
 2474 frames, detector distance = 60 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            54398
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.826
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.691
_diffrn_reflns_theta_min         2.325
_exptl_absorpt_coefficient_mu    0.546
_exptl_absorpt_correction_T_max  0.8152
_exptl_absorpt_correction_T_min  0.5738
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens in: F. R. Ahmed (Editor), "Crystallographic Computing", Munksgaard,
Copenhagen (1970), 255 - 270. Afterwards scaling of reflection intensities was
performed within STOE LANA. J. Koziskova, F. Hahn, J. Richter, J. Kozisek, Acta
Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Finally a spherical absorption correction was done within STOE LANA.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1204
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.213
_exptl_crystal_size_min          0.19
_exptl_crystal_size_rad          0.130
_refine_diff_density_max         0.700
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.24(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     882
_refine_ls_number_reflns         17943
_refine_ls_number_restraints     1159
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.1183
_refine_ls_R_factor_gt           0.0858
_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^)+(0.1311P)^2^+1.7748P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2394
_refine_ls_wR_factor_ref         0.2701
_reflns_Friedel_coverage         0.813
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.762
_reflns_number_gt                11738
_reflns_number_total             17943
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc03779d2.cif
_cod_data_source_block           jgb-mh-043-02_220k_3d
_cod_depositor_comments
'Adding full bibliography for 7134889--7134894.cif.'
_cod_original_cell_volume        2955.35(15)
_cod_database_code               7134890
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.76(4)
 0.24(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All B(H,H,H) groups, All C(H,H,H) groups
3. Restrained distances
 C57-C58 = C57A-C58A
 1.48 with sigma of 0.01
 N15-C58 = N15A-C58A
 2.62 with sigma of 0.01
 N15-C57 = N15A-C57A
 1.14 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
C10 \\sim C10A \\sim C9A \\sim C1 \\sim C1A \\sim C9 \\sim C8 \\sim C2A \\sim
C2 \\sim C8A \\sim C7A \\sim C7 \\sim C3A \\sim C6 \\sim C6A \\sim C4 \\sim C5
\\sim C5A \\sim C4A: within 1.7A with sigma of 0.03 and sigma for terminal
atoms of 0.08 within 1.7A
C38A \\sim C38 \\sim C37A \\sim C29 \\sim C29A \\sim C37 \\sim C36 \\sim C30A
\\sim C30 \\sim C36A \\sim C35A \\sim C35 \\sim C31A \\sim C31 \\sim C34A \\sim
C34 \\sim C32A \\sim C33A \\sim C33 \\sim C32: within 1.7A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 1.7A
N15A \\sim C57A \\sim C58A \\sim N15 \\sim C57 \\sim C58: within 1.7A with
sigma of 0.02 and sigma for terminal atoms of 0.04 within 1.7A
C17A \\sim C17 \\sim C16 \\sim C16A \\sim N4A \\sim N4 \\sim C20 \\sim C20A
\\sim C19 \\sim C18 \\sim C19A \\sim C18A: within 1.7A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 1.7A
Uanis(C4) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C5A) \\sim Ueq, Uanis(C6A)
\\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C4A) \\sim Ueq, Uanis(C3A) \\sim Ueq,
Uanis(C7) \\sim Ueq, Uanis(C7A) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C8A)
\\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C2A) \\sim Ueq, Uanis(C8) \\sim Ueq,
Uanis(C1A) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C1)
\\sim Ueq, Uanis(C9A) \\sim Ueq, Uanis(C10A) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C38A) \\sim Ueq, Uanis(C38) \\sim Ueq, Uanis(C29A) \\sim Ueq, Uanis(C37)
\\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(C37A) \\sim Ueq, Uanis(C36A) \\sim Ueq,
Uanis(C30) \\sim Ueq, Uanis(C35A) \\sim Ueq, Uanis(C30A) \\sim Ueq, Uanis(C35)
\\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(C31A) \\sim Ueq, Uanis(C32A) \\sim Ueq,
Uanis(C34) \\sim Ueq, Uanis(C33A) \\sim Ueq, Uanis(C33) \\sim Ueq, Uanis(C34A)
\\sim Ueq, Uanis(C32) \\sim Ueq, Uanis(C31) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(N15A) \\sim Ueq, Uanis(C57A) \\sim Ueq, Uanis(C58A) \\sim Ueq, Uanis(N15)
\\sim Ueq, Uanis(C57) \\sim Ueq, Uanis(C58) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C50) \\sim Ueq, Uanis(C51) \\sim Ueq, Uanis(C52) \\sim Ueq, Uanis(C53)
\\sim Ueq, Uanis(C54) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C42) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C14) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C25)
\\sim Ueq, Uanis(C26) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(N4) \\sim Ueq, Uanis(N4A) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C16A)
\\sim Ueq, Uanis(C17A) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C18A) \\sim Ueq,
Uanis(C18) \\sim Ueq, Uanis(C19A) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C20A)
\\sim Ueq, Uanis(C20) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
5. Others
 Sof(C1A)=Sof(H1A)=Sof(C10A)=Sof(C9A)=Sof(H9A)=Sof(C8A)=Sof(H8A)=Sof(C7A)=
 Sof(C2A)=Sof(C3A)=Sof(H3A)=Sof(C4A)=Sof(H4A)=Sof(C5A)=Sof(H5A)=Sof(C6A)=
 Sof(H6A)=1-FVAR(1)
 Sof(C1)=Sof(H1)=Sof(C10)=Sof(C9)=Sof(H9)=Sof(C8)=Sof(H8)=Sof(C7)=Sof(C2)=
 Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4)=Sof(C5)=Sof(H5)=Sof(C6)=Sof(H6)=FVAR(1)
 Sof(C29A)=Sof(H29A)=Sof(C38A)=Sof(C37A)=Sof(H37A)=Sof(C36A)=Sof(H36A)=
 Sof(C35A)=Sof(C30A)=Sof(C31A)=Sof(H31A)=Sof(C32A)=Sof(H32A)=Sof(C33A)=
 Sof(H33A)=Sof(C34A)=Sof(H34A)=1-FVAR(2)
 Sof(C29)=Sof(H29)=Sof(C38)=Sof(C37)=Sof(H37)=Sof(C36)=Sof(H36)=Sof(C35)=
 Sof(C30)=Sof(C31)=Sof(H31)=Sof(C32)=Sof(H32)=Sof(C33)=Sof(H33)=Sof(C34)=
 Sof(H34)=FVAR(2)
 Sof(H15C)=Sof(H15D)=Sof(C16A)=Sof(C17A)=Sof(H17A)=Sof(C18A)=Sof(H18A)=
 Sof(C19A)=Sof(H19A)=Sof(C20A)=Sof(H20A)=Sof(N4A)=1-FVAR(3)
 Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(H18)=Sof(C19)=
 Sof(H19)=Sof(C20)=Sof(H20)=Sof(N4)=FVAR(3)
 Fixed Sof: N15A(0.6) C57A(0.6) C58A(0.6) H58A(0.6) H58B(0.6) H58C(0.6)
 N15(0.4) C57(0.4) C58(0.4) H58D(0.4) H58E(0.4) H58F(0.4)
6.a Riding coordinates:
 C58(H58D,H58E,H58F)
6.b Ternary CH refined with riding coordinates:
 C13(H13), C41(H41)
6.c Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C15(H15C,H15D), C21(H21A,H21B), C43(H43A,H43B), C49(H49A,H49B)
6.d Aromatic/amide H refined with riding coordinates:
 C1(H1), C9(H9), C8(H8), C3(H3), C4(H4), C5(H5), C6(H6), C1A(H1A), C9A(H9A),
 C8A(H8A), C3A(H3A), C4A(H4A), C5A(H5A), C6A(H6A), C17(H17), C18(H18), C19(H19),
  C20(H20), C17A(H17A), C18A(H18A), C19A(H19A), C20A(H20A), C23(H23), C24(H24),
 C25(H25), C26(H26), C29(H29), C37(H37), C36(H36), C31(H31), C32(H32), C33(H33),
  C34(H34), C29A(H29A), C37A(H37A), C36A(H36A), C31A(H31A), C32A(H32A),
 C33A(H33A), C34A(H34A), C45(H45), C46(H46), C47(H47), C48(H48), C51(H51),
 C52(H52), C53(H53), C54(H54)
6.e Fitted hexagon refined as free rotating group:
 C16(C17,C18,C19,C20,N4), C16A(C17A,C18A,C19A,C20A,N4A)
6.f Naphthalene refined as free rotating group:
 C1(C10,C9,C8,C7,C2,C3,C4,C5,C6), C1A(C10A,C9A,C8A,C7A,C2A,C3A,C4A,C5A,C6A),
 C29(C38,C37,C36,C35,C30,C31,C32,C33,C34), C29A(C38A,C37A,C36A,C35A,C30A,C31A,
 C32A,C33A,C34A)
6.g Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), B1(H1B,H1C,H1D), B2(H2A,H2B,H2C), C42(H42A,H42B,H42C),
 B3(H3B,H3C,H3D), B4(H4B,H4C,H4D), C58A(H58A,H58B,H58C)
;
_shelx_res_checksum              28047
_shelx_hkl_checksum              18126
_olex2_submission_special_instructions 'No special instructions were received'