Intramolecular C-H and C-F Bond Oxygenation Mediated by a Putative Terminal Oxo Species in Tetranuclear Iron Complexes.
de Ruiter, Graham; Thompson, Niklas B.; Takase, Michael K.; Agapie, Theodor; Journal of the American Chemical Society 138 (2016) 1486–1489; doi:10.1021/jacs.5b12214

data_4129960
_publ_section_title
;
 Intramolecular C-H and C-F Bond Oxygenation Mediated by a Putative
 Terminal Oxo Species in Tetranuclear Iron Complexes.
;
_journal_issue                   5
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1486
_journal_page_last               1489
_journal_paper_doi               10.1021/jacs.5b12214
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety
'C84 H59 Fe4 N12 O5, 2(C H2 Cl2), C F3 O3 S, 2(C4 H10 O)'
_chemical_formula_sum            'C95 H83 Cl4 F3 Fe4 N12 O10 S'
_chemical_formula_weight         2006.99
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-07-11
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
SHELXL-2014,

and manual edit

;
_cell_angle_alpha                90
_cell_angle_beta                 99.7240(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.2200(5)
_cell_length_b                   26.3779(9)
_cell_length_c                   19.6922(6)
_cell_measurement_reflns_used    9718
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.73
_cell_measurement_theta_min      2.23
_cell_volume                     8816.2(5)
_computing_cell_refinement       'SAINT v8.34A (Bruker-AXS, 2007)'
_computing_data_collection       'APEX2 v2014.11-0 (Bruker-AXS, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker-AXS, 2007)'
_computing_molecular_graphics    'DIAMOND 3 (Crystal Impact, 1999)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'XT-2014/4 (Sheldrick, 2012)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.24
_diffrn_detector_type            'Bruker PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON 100 CMOS'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            91743
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.734
_diffrn_reflns_theta_min         2.235
_diffrn_source                   'I\mS HB micro-focus sealed tube'
_diffrn_source_current           1
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_source_voltage           50
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.865
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6593
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
'SADABS-2014/5 (Bruker,2014) was used for absorption correction. wR2(int) was 
0.0776 before and 0.0560 after correction. The Ratio of minimum to maximum 
transmission is 0.8837. The \l/2 correction factor is 0.00150.'
;
_exptl_crystal_colour            'clear brownish black'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             4128
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.630
_refine_diff_density_min         -1.596
_refine_diff_density_rms         0.123
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1176
_refine_ls_number_reflns         18698
_refine_ls_number_restraints     37
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.1008
_refine_ls_R_factor_gt           0.0683
_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^)+(0.0928P)^2^+34.1775P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1774
_refine_ls_wR_factor_ref         0.1968
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13699
_reflns_number_total             18698
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja5b12214_si_001.cif
_cod_data_source_block           p15293_f_a
_cod_database_code               4129960
_shelxl_version_number           2014-2
_shelx_estimated_absorpt_t_max   0.918
_shelx_estimated_absorpt_t_min   0.833
_olex2_refinement_description
;
1. 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 C(H,H,H) groups
2. Restrained distances
 C103-C102
 1.517 with sigma of 0.01
 C101-C100
 1.517 with sigma of 0.01
 O100-C101
 1.411 with sigma of 0.01
 C103-C102
 1.411 with sigma of 0.01
 C103-O100
 2.376 with sigma of 0.01
 O100-C100
 2.376 with sigma of 0.01
 C102-C101
 2.341 with sigma of 0.01
 C103-C100
 4.7431 with sigma of 0.01
 C104-C107
 4.7431 with sigma of 0.01
 C105-C106
 2.341 with sigma of 0.01
 O101-C104
 2.376 with sigma of 0.01
 O101-C107
 2.376 with sigma of 0.01
 C107-C106
 1.517 with sigma of 0.01
 C105-C104
 1.517 with sigma of 0.01
 O101-C105
 1.411 with sigma of 0.01
 O101-C106
 1.411 with sigma of 0.01
3. Rigid body (RIGU) restrains
 O101, C106, C105, H10D, H10E, C107, C104, H10F, H10G, H10H, H10I, H10J, H10A,
 H10B, H10C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(Cl2A)=Sof(H10W)=Sof(H10X)=1-FVAR(1)
 Sof(Cl2B)=Sof(H10U)=Sof(H10V)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C108(H10U,H10V), C108(H10W,H10X), C109(H10Y,H), C106(H10D,H10E), C105(H10F,
 H10G), C102(H10K,H10L), C101(H10S,H10T)
5.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C63(H63), C92(H92), C64(H64), C44(H44), C69(H69), C43(H43),
 C62(H62), C35(H35), C66(H66), C41(H41), C49(H49), C51(H51), C34(H34), C67(H67),
  C81(H81), C82(H82), C15(H15), C25(H25), C46(H46), C24(H24), C53(H53),
 C52(H52), C95(H95), C54(H54), C97(H97), C48(H48), C59(H59), C47(H47), C96(H96),
  C56(H56), C89(H89), C86(H86), C57(H57), C87(H87), C4(H4), C6(H6), C2(H2),
 C36(H36), C26(H26), C71(H71), C91(H91), C16(H16), C68(H68), C33(H33), C72(H72),
  C61(H61), C42(H42), C23(H23), C14(H14), C79(H79), C98(H98), C75(H75),
 C88(H88), C77(H77), C58(H58), C78(H78), C76(H76), C85(H85)
5.c Idealised Me refined as rotating group:
 C104(H10A,H10B,H10C), C107(H10H,H10I,H10J), C100(H10M,H10N,H10O), C103(H10P,
 H10Q,H10R)
;
_shelx_res_checksum              64707
_shelx_hkl_checksum              52675
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'