#------------------------------------------------------------------------------
#$Date: 2019-11-24 11:49:00 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237847 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/88/4088825.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4088825
loop_
_publ_author_name
'Lee, Heejun'
'Campbell, Michael G.'
'Hernández Sánchez, Raúl'
'Börgel, Jonas'
'Raynaud, Jean'
'Parker, Sarah E.'
'Ritter, Tobias'
_publ_section_title
;
 Mechanistic Insight Into High-Spin Iron(I)-Catalyzed Butadiene
 Dimerization
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              2923
_journal_paper_doi               10.1021/acs.organomet.6b00474
_journal_volume                  35
_journal_year                    2016
_chemical_formula_sum            'C40 H48 Fe N4'
_chemical_formula_weight         640.67
_space_group_IT_number           70
_space_group_name_Hall           '-F 2uv 2vw'
_space_group_name_H-M_alt        'F d d d :2'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'F d d d :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.364(6)
_cell_length_b                   24.534(13)
_cell_length_c                   24.644(13)
_cell_measurement_reflns_used    2277
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      20.03
_cell_measurement_theta_min      2.343
_cell_volume                     6871(6)
_computing_cell_refinement       'SAINT 7.46A (Bruker-AXS, 2009)'
_computing_data_collection       'APEX2 v2009.3.0 (Bruker-AXS, 2009)'
_computing_data_reduction        'SAINT 7.46A (Bruker-AXS, 2009)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
;
Bruker D8 goniometer with CCD area detector
;
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0909
_diffrn_reflns_av_sigmaI/netI    0.0418
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            17818
_diffrn_reflns_theta_full        25.74
_diffrn_reflns_theta_max         25.74
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    0.469
_exptl_absorpt_correction_T_max  0.9330
_exptl_absorpt_correction_T_min  0.8346
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2353
_exptl_crystal_size_max          .4
_exptl_crystal_size_mid          .15
_exptl_crystal_size_min          .15
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.677
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     107
_refine_ls_number_reflns         1652
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0411
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0591P)²+6.6874P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0967
_refine_ls_wR_factor_ref         0.1023
_reflns_number_gt                1462
_reflns_number_total             1652
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om6b00474_si_002.cif
_cod_data_source_block           complex_5
_cod_original_sg_symbol_H-M      Fddd
_cod_database_code               4088825
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/4, -y+1/4, z'
'x, -y+1/4, -z+1/4'
'-x+1/4, y, -z+1/4'
'x, y+1/2, z+1/2'
'-x+1/4, -y+3/4, z+1/2'
'x, -y+3/4, -z+3/4'
'-x+1/4, y+1/2, -z+3/4'
'x+1/2, y, z+1/2'
'-x+3/4, -y+1/4, z+1/2'
'x+1/2, -y+1/4, -z+3/4'
'-x+3/4, y, -z+3/4'
'x+1/2, y+1/2, z'
'-x+3/4, -y+3/4, z'
'x+1/2, -y+3/4, -z+1/4'
'-x+3/4, y+1/2, -z+1/4'
'-x, -y, -z'
'x-1/4, y-1/4, -z'
'-x, y-1/4, z-1/4'
'x-1/4, -y, z-1/4'
'-x, -y+1/2, -z+1/2'
'x-1/4, y+1/4, -z+1/2'
'-x, y+1/4, z+1/4'
'x-1/4, -y+1/2, z+1/4'
'-x+1/2, -y, -z+1/2'
'x+1/4, y-1/4, -z+1/2'
'-x+1/2, y-1/4, z+1/4'
'x+1/4, -y, z+1/4'
'-x+1/2, -y+1/2, -z'
'x+1/4, y+1/4, -z'
'-x+1/2, y+1/4, z-1/4'
'x+1/4, -y+1/2, z-1/4'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Fe49 Fe 0.6250 0.6250 0.6250 0.0178(2) Uani 1 4 d S
N1 N 0.70235(18) 0.56276(9) 0.58693(8) 0.0195(5) Uani 1 1 d .
C1 C 0.6263(2) 0.55704(14) 0.47565(12) 0.0297(7) Uani 1 1 d .
H1A H 0.6127 0.5707 0.4388 0.044 Uiso 1 1 calc R
H1B H 0.5766 0.5771 0.5013 0.044 Uiso 1 1 calc R
H1C H 0.6066 0.5182 0.4772 0.044 Uiso 1 1 calc R
C2 C 0.9088(2) 0.56576(12) 0.55940(12) 0.0238(6) Uani 1 1 d .
C5 C 0.7112(2) 0.46060(12) 0.57976(12) 0.0267(6) Uani 1 1 d .
H5A H 0.6513 0.4455 0.5554 0.040 Uiso 1 1 calc R
H5B H 0.7276 0.4344 0.6088 0.040 Uiso 1 1 calc R
H5C H 0.7835 0.4677 0.5593 0.040 Uiso 1 1 calc R
C6 C 0.9932(3) 0.57116(12) 0.51812(12) 0.0281(7) Uani 1 1 d .
H6 H 1.0744 0.5729 0.5271 0.034 Uiso 1 1 calc R
C7 C 0.9584(3) 0.57397(12) 0.46425(12) 0.0304(7) Uani 1 1 d .
H7 H 1.0157 0.5785 0.4365 0.036 Uiso 1 1 calc R
C8 C 0.8402(3) 0.57023(12) 0.45084(12) 0.0279(7) Uani 1 1 d .
H8 H 0.8177 0.5714 0.4137 0.033 Uiso 1 1 calc R
C10 C 0.7894(2) 0.56466(11) 0.54514(10) 0.0218(6) Uani 1 1 d .
C12 C 0.6670(2) 0.51293(11) 0.60391(11) 0.0214(6) Uani 1 1 d .
C13 C 0.7536(2) 0.56481(12) 0.49055(11) 0.0242(6) Uani 1 1 d .
C19 C 0.9458(2) 0.55733(13) 0.61734(12) 0.0324(7) Uani 1 1 d .
H19A H 0.9402 0.5185 0.6265 0.049 Uiso 1 1 calc R
H19B H 0.8941 0.5783 0.6413 0.049 Uiso 1 1 calc R
H19C H 1.0272 0.5697 0.6220 0.049 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1 Fe49 N1 127.75(12) . 3_566
N1 Fe49 N1 80.19(12) . 4_656
N1 Fe49 N1 123.93(12) 3_566 4_656
N1 Fe49 N1 123.93(12) . 2_665
N1 Fe49 N1 80.19(12) 3_566 2_665
N1 Fe49 N1 127.75(12) 4_656 2_665
C12 N1 C10 117.2(2) . .
C12 N1 Fe49 114.53(17) . .
C10 N1 Fe49 128.23(17) . .
C13 C1 H1A 109.5 . .
C13 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C13 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C10 C2 C6 118.8(3) . .
C10 C2 C19 120.4(2) . .
C6 C2 C19 120.7(2) . .
C12 C5 H5A 109.5 . .
C12 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C12 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C7 C6 C2 120.3(3) . .
C7 C6 H6 119.9 . .
C2 C6 H6 119.9 . .
C8 C7 C6 120.0(3) . .
C8 C7 H7 120.0 . .
C6 C7 H7 120.0 . .
C7 C8 C13 121.5(3) . .
C7 C8 H8 119.2 . .
C13 C8 H8 119.2 . .
C2 C10 C13 121.3(2) . .
C2 C10 N1 119.3(2) . .
C13 C10 N1 119.4(2) . .
N1 C12 C12 115.36(15) . 4_656
N1 C12 C5 123.4(2) . .
C12 C12 C5 121.21(15) 4_656 .
C8 C13 C10 117.9(3) . .
C8 C13 C1 121.3(3) . .
C10 C13 C1 120.7(2) . .
C2 C19 H19A 109.5 . .
C2 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C2 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe49 N1 1.996(2) .
Fe49 N1 1.996(2) 3_566
Fe49 N1 1.996(2) 4_656
Fe49 N1 1.996(2) 2_665
N1 C12 1.353(3) .
N1 C10 1.429(3) .
C1 C13 1.505(4) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C10 1.402(4) .
C2 C6 1.405(4) .
C2 C19 1.503(4) .
C5 C12 1.501(4) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 C7 1.387(4) .
C6 H6 0.9500 .
C7 C8 1.386(4) .
C7 H7 0.9500 .
C8 C13 1.394(4) .
C8 H8 0.9500 .
C10 C13 1.405(4) .
C12 C12 1.412(5) 4_656
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N1 Fe49 N1 C12 125.96(19) 3_566 .
N1 Fe49 N1 C12 0.32(13) 4_656 .
N1 Fe49 N1 C12 -128.91(19) 2_665 .
N1 Fe49 N1 C10 -53.48(19) 3_566 .
N1 Fe49 N1 C10 -179.1(3) 4_656 .
N1 Fe49 N1 C10 51.66(19) 2_665 .
C10 C2 C6 C7 -1.6(4) . .
C19 C2 C6 C7 174.2(3) . .
C2 C6 C7 C8 -1.5(4) . .
C6 C7 C8 C13 1.4(5) . .
C6 C2 C10 C13 4.7(4) . .
C19 C2 C10 C13 -171.0(3) . .
C6 C2 C10 N1 -176.0(3) . .
C19 C2 C10 N1 8.3(4) . .
C12 N1 C10 C2 -90.2(3) . .
Fe49 N1 C10 C2 89.2(3) . .
C12 N1 C10 C13 89.1(3) . .
Fe49 N1 C10 C13 -91.4(3) . .
C10 N1 C12 C12 178.6(3) . 4_656
Fe49 N1 C12 C12 -0.9(4) . 4_656
C10 N1 C12 C5 -2.3(4) . .
Fe49 N1 C12 C5 178.2(2) . .
C7 C8 C13 C10 1.6(4) . .
C7 C8 C13 C1 -175.9(3) . .
C2 C10 C13 C8 -4.7(4) . .
N1 C10 C13 C8 175.9(2) . .
C2 C10 C13 C1 172.8(3) . .
N1 C10 C13 C1 -6.5(4) . .
