#------------------------------------------------------------------------------
#$Date: 2025-08-20 15:05:43 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301829 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/52/4065214.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_4065214
loop_
_publ_author_name
'Knisley, Thomas J.'
'Saly, Mark J.'
'Heeg, Mary Jane'
'Roberts, John L.'
'Winter, Charles H.'
_publ_section_title
;
 Volatility and High Thermal Stability in Mid- to Late-First-Row
 Transition-Metal Diazadienyl Complexes
;
_journal_issue                   18
_journal_name_full               Organometallics
_journal_page_first              5010
_journal_paper_doi               10.1021/om200626w
_journal_volume                  30
_journal_year                    2011
_chemical_formula_sum            'C20 H40 Fe N4'
_chemical_formula_weight         392.41
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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            4
_cell_length_a                   18.3813(8)
_cell_length_b                   13.4195(6)
_cell_length_c                   9.2799(4)
_cell_measurement_reflns_used    8082
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.3
_cell_measurement_theta_min      2.6
_cell_volume                     2289.05(17)
_computing_cell_refinement       'Bruker APEX2'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker APEX2'
_computing_molecular_graphics    SHELXTL-Plus
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_method       'Bruker APEX2'
_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  0.0545
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            53273
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         31.66
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    0.668
_exptl_absorpt_correction_T_max  0.8669
_exptl_absorpt_correction_T_min  0.7398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Sheldrick, 1997'
_exptl_crystal_colour            dark
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablets
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.22
_refine_diff_density_max         1.106
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         3927
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0296
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0370P)²+0.9324P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0814
_reflns_number_gt                3431
_reflns_number_total             3927
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om200626w_si_002.cif
_cod_data_source_block           akin
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

 Adding full bibliography for 4065213--4065216.cif.
;
_cod_original_sg_symbol_H-M      Pnma
_cod_database_code               4065214
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'
'x-1/2, y, -z-1/2'
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
Fe1 Fe 0.172061(10) 0.2500 0.70377(2) 0.01226(6) Uani 1 2 d S
N1 N 0.18762(7) 0.2500 0.49568(13) 0.0151(2) Uani 1 2 d S
N2 N 0.27831(6) 0.2500 0.71533(12) 0.0145(2) Uani 1 2 d S
C1 C 0.25896(8) 0.2500 0.46627(16) 0.0177(3) Uani 1 2 d S
C2 C 0.30695(8) 0.2500 0.58243(16) 0.0172(3) Uani 1 2 d S
C3 C 0.13484(8) 0.2500 0.37447(15) 0.0169(3) Uani 1 2 d S
C4 C 0.14450(7) 0.34360(9) 0.28211(13) 0.0277(2) Uani 1 1 d .
H4A H 0.1368 0.4029 0.3418 0.033 Uiso 1 1 calc R
H4B H 0.1091 0.3429 0.2032 0.033 Uiso 1 1 calc R
H4C H 0.1939 0.3449 0.2422 0.033 Uiso 1 1 calc R
C5 C 0.05831(9) 0.2500 0.43852(18) 0.0246(3) Uani 1 2 d S
C6 C 0.32848(7) 0.2500 0.84081(16) 0.0166(3) Uani 1 2 d S
C7 C 0.28180(9) 0.2500 0.97634(18) 0.0266(3) Uani 1 2 d S
C8 C 0.37624(7) 0.34344(9) 0.83869(14) 0.0279(2) Uani 1 1 d .
H8A H 0.4070 0.3427 0.7524 0.033 Uiso 1 1 calc R
H8B H 0.4071 0.3445 0.9248 0.033 Uiso 1 1 calc R
H8C H 0.3452 0.4029 0.8375 0.033 Uiso 1 1 calc R
N3 N 0.11098(4) 0.15169(6) 0.80090(9) 0.01349(15) Uani 1 1 d .
C9 C 0.06011(5) 0.19794(7) 0.88122(11) 0.01549(18) Uani 1 1 d .
C10 C 0.11300(5) 0.04107(7) 0.79761(11) 0.01615(18) Uani 1 1 d .
C11 C 0.17684(6) 0.01000(9) 0.70341(14) 0.0265(2) Uani 1 1 d .
H11A H 0.1704 0.0373 0.6063 0.032 Uiso 1 1 calc R
H11B H 0.1791 -0.0629 0.6983 0.032 Uiso 1 1 calc R
H11C H 0.2222 0.0356 0.7450 0.032 Uiso 1 1 calc R
C12 C 0.12353(9) -0.00064(9) 0.94926(13) 0.0346(3) Uani 1 1 d .
H12A H 0.1689 0.0254 0.9901 0.041 Uiso 1 1 calc R
H12B H 0.1259 -0.0735 0.9449 0.041 Uiso 1 1 calc R
H12C H 0.0825 0.0195 1.0102 0.041 Uiso 1 1 calc R
C13 C 0.04279(7) -0.00011(9) 0.73098(16) 0.0311(3) Uani 1 1 d .
H13A H 0.0011 0.0199 0.7901 0.037 Uiso 1 1 calc R
H13B H 0.0454 -0.0730 0.7270 0.037 Uiso 1 1 calc R
H13C H 0.0370 0.0264 0.6333 0.037 Uiso 1 1 calc R
H1 H 0.2783(11) 0.2500 0.372(2) 0.028(5) Uiso 1 2 d S
H2 H 0.3597(11) 0.2500 0.572(2) 0.024(5) Uiso 1 2 d S
H5A H 0.0225(11) 0.2500 0.361(2) 0.028(5) Uiso 1 2 d S
H5B H 0.0517(9) 0.1901(11) 0.4933(18) 0.036(4) Uiso 1 1 d .
H7A H 0.3118(11) 0.2500 1.062(2) 0.022(5) Uiso 1 2 d S
H7B H 0.2519(8) 0.1925(12) 0.9776(17) 0.032(4) Uiso 1 1 d .
H9 H 0.0256(7) 0.1632(11) 0.9363(16) 0.024(3) Uiso 1 1 d .
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'
H H 0.0000 0.0000 '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'
Fe Fe 0.3463 0.8444 '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 Fe1 N3 122.74(3) . .
N1 Fe1 N3 122.74(3) . 7_565
N3 Fe1 N3 85.00(5) . 7_565
N1 Fe1 N2 84.72(5) . .
N3 Fe1 N2 123.28(3) . .
N3 Fe1 N2 123.28(3) 7_565 .
C1 N1 C3 119.02(12) . .
C1 N1 Fe1 110.18(10) . .
C3 N1 Fe1 130.80(9) . .
C2 N2 C6 118.51(12) . .
C2 N2 Fe1 109.97(9) . .
C6 N2 Fe1 131.52(9) . .
N1 C1 C2 117.54(13) . .
N2 C2 C1 117.59(12) . .
N1 C3 C5 107.87(12) . .
N1 C3 C4 110.38(8) . 7_565
C5 C3 C4 108.95(9) . 7_565
N1 C3 C4 110.38(8) . .
C5 C3 C4 108.95(9) . .
C4 C3 C4 110.26(13) 7_565 .
N2 C6 C7 107.32(11) . .
N2 C6 C8 110.24(8) . .
C7 C6 C8 109.50(9) . .
N2 C6 C8 110.24(8) . 7_565
C7 C6 C8 109.50(9) . 7_565
C8 C6 C8 110.00(13) . 7_565
C9 N3 C10 119.28(8) . .
C9 N3 Fe1 110.07(6) . .
C10 N3 Fe1 130.64(6) . .
N3 C9 C9 117.43(5) . 7_565
N3 C10 C11 107.76(8) . .
N3 C10 C12 110.52(9) . .
C11 C10 C12 109.36(10) . .
N3 C10 C13 110.32(9) . .
C11 C10 C13 108.57(9) . .
C12 C10 C13 110.25(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 N1 1.9521(12) .
Fe1 N3 1.9528(8) .
Fe1 N3 1.9528(8) 7_565
Fe1 N2 1.9560(12) .
N1 C1 1.3394(19) .
N1 C3 1.4853(18) .
N2 C2 1.3410(18) .
N2 C6 1.4854(18) .
C1 C2 1.393(2) .
C3 C5 1.527(2) .
C3 C4 1.5309(14) 7_565
C3 C4 1.5309(14) .
C6 C7 1.522(2) .
C6 C8 1.5308(14) .
C6 C8 1.5308(14) 7_565
N3 C9 1.3473(12) .
N3 C10 1.4853(13) .
C9 C9 1.3972(19) 7_565
C10 C11 1.5214(14) .
C10 C12 1.5267(15) .
C10 C13 1.5340(16) .
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
N3 Fe1 N1 C1 -126.57(3) . .
N3 Fe1 N1 C1 126.57(3) 7_565 .
N2 Fe1 N1 C1 0.0 . .
N3 Fe1 N1 C3 53.43(3) . .
N3 Fe1 N1 C3 -53.43(3) 7_565 .
N2 Fe1 N1 C3 180.0 . .
N1 Fe1 N2 C2 0.0 . .
N3 Fe1 N2 C2 126.09(3) . .
N3 Fe1 N2 C2 -126.09(3) 7_565 .
N1 Fe1 N2 C6 180.0 . .
N3 Fe1 N2 C6 -53.91(3) . .
N3 Fe1 N2 C6 53.91(3) 7_565 .
C3 N1 C1 C2 180.0 . .
Fe1 N1 C1 C2 0.0 . .
C6 N2 C2 C1 180.0 . .
Fe1 N2 C2 C1 0.0 . .
N1 C1 C2 N2 0.0 . .
C1 N1 C3 C5 180.0 . .
Fe1 N1 C3 C5 0.0 . .
C1 N1 C3 C4 61.07(9) . 7_565
Fe1 N1 C3 C4 -118.93(9) . 7_565
C1 N1 C3 C4 -61.07(9) . .
Fe1 N1 C3 C4 118.93(9) . .
C2 N2 C6 C7 180.0 . .
Fe1 N2 C6 C7 0.0 . .
C2 N2 C6 C8 60.82(9) . .
Fe1 N2 C6 C8 -119.18(9) . .
C2 N2 C6 C8 -60.82(9) . 7_565
Fe1 N2 C6 C8 119.18(9) . 7_565
N1 Fe1 N3 C9 -125.90(7) . .
N3 Fe1 N3 C9 0.20(8) 7_565 .
N2 Fe1 N3 C9 127.17(7) . .
N1 Fe1 N3 C10 53.87(10) . .
N3 Fe1 N3 C10 179.97(7) 7_565 .
N2 Fe1 N3 C10 -53.06(10) . .
C10 N3 C9 C9 -179.97(6) . 7_565
Fe1 N3 C9 C9 -0.16(7) . 7_565
C9 N3 C10 C11 -178.12(9) . .
Fe1 N3 C10 C11 2.12(12) . .
C9 N3 C10 C12 -58.68(13) . .
Fe1 N3 C10 C12 121.56(10) . .
C9 N3 C10 C13 63.51(12) . .
Fe1 N3 C10 C13 -116.25(10) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139098379
