An iron variant of the Noyori hydrogenation catalyst for the asymmetric transfer hydrogenation of ketones.
Huo, Shangfei; Wang, Qingwei; Zuo, Weiwei; Dalton transactions (Cambridge, England : 2003) 49 (2020) 7959–7967; doi:10.1039/d0dt01204a

data_7704419
_publ_section_title
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 An iron variant of the Noyori hydrogenation catalyst for the asymmetric
 transfer hydrogenation of ketones.
;
_journal_issue                   23
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7959
_journal_page_last               7967
_journal_paper_doi               10.1039/d0dt01204a
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C58 H50 Fe N4 P2, 2(B F4)'
_chemical_formula_sum            'C58 H50 B2 F8 Fe N4 P2'
_chemical_formula_weight         1094.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-03-02
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-10-13 deposited with the CCDC.	2020-05-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.603(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   36.052(7)
_cell_length_b                   10.495(2)
_cell_length_c                   35.315(6)
_cell_measurement_reflns_used    6507
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      51.288
_cell_measurement_theta_min      2.985
_cell_volume                     12244(4)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.949
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.1273
_diffrn_reflns_av_unetI/netI     0.1477
_diffrn_reflns_Laue_measured_fraction_full 0.949
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            59640
_diffrn_reflns_point_group_measured_fraction_full 0.949
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.220
_diffrn_reflns_theta_min         4.160
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.983
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.4300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1793 before and 0.1039 after correction. The Ratio of minimum to maximum transmission is 0.4703. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_description       block
_exptl_crystal_F_000             4512
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.00158(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   0.700
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     673
_refine_ls_number_reflns         10825
_refine_ls_number_restraints     80
_refine_ls_restrained_S_all      0.711
_refine_ls_R_factor_all          0.1906
_refine_ls_R_factor_gt           0.0989
_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^)+(0.0173P)^2^+100.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2082
_refine_ls_wR_factor_ref         0.2778
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3779
_reflns_number_total             10825
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt01204a2.cif
_cod_data_source_block           wmj18001_0m
_cod_depositor_comments          'Adding full bibliography for 7704419.cif.'
_cod_database_code               7704419
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.907
_shelx_estimated_absorpt_t_min   0.826
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F3-B1 = F4-B1 = F2-B1 = F1-B1
 1.39 with sigma of 0.02
 C48-C41 = C41'-C48'
 1.53 with sigma of 0.02
 N1-C48' = N1-C48 = N2-C41 = N2-C41'
 1.4 with sigma of 0.02
 F3-F1 \\sim F1-F2
 with sigma of 0.02
 F4-F2 \\sim F2-F1
 with sigma of 0.02
 F3-F1 \\sim F1-F4
 with sigma of 0.02
3. Rigid bond restraints
 C42
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C44, C45, C45, C46
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C46, C47
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
F1 \\sim F2 \\sim F3 \\sim F4 \\sim B1: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
C41 \\sim C48 \\sim C41' \\sim C48': within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
5. Others
 Fixed Sof: H1AA(0.5) H1AB(0.5) H1BC(0.5) H1BD(0.5) C41(0.5) H41(0.5) C48(0.5)
 H48(0.5) C41'(0.5) H41'(0.5) C48'(0.5) H48'(0.5)
6.a Ternary CH refined with riding coordinates:
 C41(H41), C48(H48), C41'(H41'), C48'(H48')
6.b Secondary CH2 refined with riding coordinates:
 N1(H1AA,H1AB), N1(H1BC,H1BD), C39(H39A,H39B)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), C20(H20), C25(H25),
  C26(H26), C27(H27), C28(H28), C30(H30), C31(H31), C34(H34), C35(H35),
 C36(H36), C37(H37), C38(H38), C40(H40), C43(H43), C44(H44), C45(H45), C46(H46),
  C47(H47), C50(H50), C51(H51), C52(H52), C53(H53), C54(H54)
6.d Fitted hexagon refined as free rotating group:
 C42(C43,C44,C45,C46,C47), C49(C50,C51,C52,C53,C54)
6.e Idealised Me refined as rotating group:
 C56(H56A,H56B,H56C), C58(H58A,H58B,H58C)
;
_shelx_res_checksum              37698
_shelx_fab_checksum              56365
_olex2_submission_special_instructions 'No special instructions were received'