Three-Coordinate Iron(II) Expanded Ring N-Heterocyclic Carbene Complexes
Dunsford, Jay J.; Evans, David J.; Pugh, Thomas; Shah, Sachin N.; Chilton, Nicholas F.; Ingleson, Michael J.; Organometallics 35 (2016) 1098–; doi:10.1021/acs.organomet.6b00121

data_4088478
_publ_section_title
;
 Three-Coordinate Iron(II) Expanded Ring N-Heterocyclic Carbene Complexes
;
_journal_issue                   8
_journal_name_full               Organometallics
_journal_page_first              1098
_journal_paper_doi               10.1021/acs.organomet.6b00121
_journal_volume                  35
_journal_year                    2016
_chemical_formula_moiety         'C23 H30 Br2 Fe N2, 2(C6 H6)'
_chemical_formula_sum            'C35 H42 Br2 Fe N2'
_chemical_formula_weight         706.37
_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
_audit_creation_date             2015-04-20
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.813(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2689(4)
_cell_length_b                   16.2289(3)
_cell_length_c                   18.0297(5)
_cell_measurement_reflns_used    6592
_cell_measurement_temperature    150.03(17)
_cell_measurement_theta_max      28.0670
_cell_measurement_theta_min      3.5590
_cell_volume                     3398.12(17)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.03(17)
_diffrn_detector_area_resol_mean 16.1428
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega  -39.00   38.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.7663   57.0000  -60.0000 77

  2 omega  -11.00   23.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -       18.7038   77.0000   60.0000 34

  3 omega  -48.00   -3.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -       18.7038  -19.0000  120.0000 45

  4 omega  -71.00    2.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.7663  -57.0000   60.0000 73
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0544666000
_diffrn_orient_matrix_UB_12      -0.0160380000
_diffrn_orient_matrix_UB_13      0.0015961000
_diffrn_orient_matrix_UB_21      -0.0251875000
_diffrn_orient_matrix_UB_22      -0.0393376000
_diffrn_orient_matrix_UB_23      -0.0111322000
_diffrn_orient_matrix_UB_31      -0.0112934000
_diffrn_orient_matrix_UB_32      0.0102859000
_diffrn_orient_matrix_UB_33      -0.0400220000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13336
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         3.388
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.820
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_description       block
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     429
_refine_ls_number_reflns         5989
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0331
_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^)+(0.0368P)^2^+3.3678P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0908
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5090
_reflns_number_total             5989
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om6b00121_si_002.cif
_cod_data_source_block           amji290
_cod_original_cell_volume        3398.10(17)
_cod_database_code               4088478
_shelxl_version_number           2013-2
_chemical_oxdiff_formula         C52H60N4Fe2Br4
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. 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
2. Others
 Sof(C4A)=Sof(H4AA)=Sof(C8A)=Sof(H8AA)=Sof(C9A)=Sof(H9A)=Sof(C2A)=Sof(H2AA)=
 Sof(C1A)=Sof(H1A)=Sof(C3A)=Sof(H3AA)=1-FVAR(1)
 Sof(C26)=Sof(H26)=Sof(C25)=Sof(H25)=Sof(C24)=Sof(H24)=Sof(C29)=Sof(H29)=
 Sof(C28)=Sof(H28)=Sof(C27)=Sof(H27)=FVAR(1)
 Sof(C7A)=Sof(H7A)=Sof(C6AB)=Sof(H6AB)=Sof(C11A)=Sof(H11D)=Sof(C6A)=Sof(H6A)=
 Sof(C10A)=Sof(H10A)=Sof(C1BB)=Sof(H1BB)=1-FVAR(2)
 Sof(C32)=Sof(H32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=Sof(H35)=
 Sof(C30)=Sof(H30)=Sof(C31)=Sof(H31)=FVAR(2)
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B)
3.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C12(H12), C18(H18), C21(H21), C4A(H4AA), C8A(H8AA), C9A(H9A),
 C2A(H2AA), C1A(H1A), C3A(H3AA), C26(H26), C25(H25), C24(H24), C29(H29),
 C28(H28), C27(H27), C7A(H7A), C6AB(H6AB), C11A(H11D), C6A(H6A), C10A(H10A),
 C1BB(H1BB), C32(H32), C33(H33), C34(H34), C35(H35), C30(H30), C31(H31)
3.c Fitted hexagon refined as free rotating group:
 C4A(C8A,C9A,C2A,C1A,C3A), C26(C25,C24,C29,C28,C27), C7A(C6AB,C11A,C6A,C10A,
 C1BB), C32(C33,C34,C35,C30,C31)
3.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C11(H11A,H11B,H11C), C14(H14A,H14B,H14C), C17(H17A,H17B,
 H17C), C20(H20A,H20B,H20C), C23(H23A,H23B,H23C)
;
_shelx_res_checksum              323
_shelx_hkl_checksum              56099
_olex2_submission_special_instructions 'No special instructions were received'