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#$Date: 2025-08-21 01:01:10 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301838 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/54/4325490.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_4325490
loop_
_publ_author_name
'Timothy J. Boyle'
'Leigh Anna M. Ottley'
'Christopher A. Apblett'
'Constantine A. Stewart'
'Sarah M. Hoppe'
'Krista L. Hawthorne'
'Mark A. Rodriguez'
_publ_section_title
;
 Synthesis, Characterization, and Electrochemical Properties of a Series
 of Sterically Varied Iron(II) Alkoxide Precursors and Their Resultant
 Nanoparticles
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6174
_journal_page_last               6182
_journal_paper_doi               10.1021/ic200423m
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C31 H33 Fe N3 O2'
_chemical_formula_weight         535.45
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 104.329(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.5680(19)
_cell_length_b                   11.6850(16)
_cell_length_c                   19.236(3)
_cell_measurement_temperature    173(2)
_cell_volume                     2954.8(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  '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  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0188
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            8802
_diffrn_reflns_theta_full        23.31
_diffrn_reflns_theta_max         23.31
_diffrn_reflns_theta_min         2.19
_exptl_absorpt_coefficient_mu    0.540
_exptl_absorpt_correction_T_max  0.920
_exptl_absorpt_correction_T_min  0.841
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_description       Irregular
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.342
_exptl_crystal_size_mid          0.267
_exptl_crystal_size_min          0.155
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.111
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         2125
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0316
_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)+(0.0411P)²+1.6925P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0774
_refine_ls_wR_factor_ref         0.0805
_reflns_number_gt                1895
_reflns_number_total             2125
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic200423m_si_001_04.cif
_cod_data_source_block           9nv241s
_cod_database_code               4325490
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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 0.5000 0.85587(3) 0.7500 0.03875(16) Uani 1 2 d S
N1 n 0.43230(14) 0.87362(14) 0.84503(9) 0.0465(4) Uani 1 1 d .
N2 n 0.5000 0.66990(18) 0.7500 0.0383(5) Uani 1 2 d S
O1 O 0.63278(12) 0.88538(15) 0.80968(8) 0.0645(5) Uani 1 1 d .
C1 C 0.70402(15) 0.93730(18) 0.85868(10) 0.0428(5) Uani 1 1 d .
C2 C 0.77550(17) 0.87051(19) 0.90708(12) 0.0501(5) Uani 1 1 d .
C3 C 0.85125(17) 0.9242(2) 0.95763(13) 0.0620(7) Uani 1 1 d .
H3 H 0.8988 0.8789 0.9909 0.074 Uiso 1 1 calc R
C4 C 0.85984(17) 1.0412(2) 0.96121(13) 0.0623(7) Uani 1 1 d .
H4 H 0.9130 1.0765 0.9962 0.075 Uiso 1 1 calc R
C5 C 0.79030(17) 1.1067(2) 0.91332(12) 0.0537(6) Uani 1 1 d .
H5 H 0.7965 1.1877 0.9153 0.064 Uiso 1 1 calc R
C6 C 0.71167(15) 1.05735(18) 0.86242(10) 0.0443(5) Uani 1 1 d .
C7 C 0.6341(2) 1.1299(2) 0.81174(14) 0.0758(8) Uani 1 1 d .
H7A H 0.6502 1.2110 0.8215 0.114 Uiso 1 1 calc R
H7B H 0.5663 1.1137 0.8186 0.114 Uiso 1 1 calc R
H7C H 0.6353 1.1121 0.7622 0.114 Uiso 1 1 calc R
C8 C 0.7692(2) 0.7416(2) 0.90177(16) 0.0791(8) Uani 1 1 d .
H8A H 0.7887 0.7165 0.8585 0.119 Uiso 1 1 calc R
H8B H 0.6993 0.7170 0.8993 0.119 Uiso 1 1 calc R
H8C H 0.8154 0.7077 0.9441 0.119 Uiso 1 1 calc R
C9 C 0.48759(18) 0.85190(19) 0.91140(11) 0.0533(6) Uani 1 1 d .
H9 H 0.5539 0.8208 0.9173 0.064 Uiso 1 1 calc R
C10 C 0.4527(2) 0.8726(2) 0.97157(13) 0.0710(8) Uani 1 1 d .
H10 H 0.4938 0.8550 1.0179 0.085 Uiso 1 1 calc R
C11 C 0.3578(2) 0.9191(2) 0.96346(15) 0.0760(9) Uani 1 1 d .
H11 H 0.3329 0.9361 1.0043 0.091 Uiso 1 1 calc R
C12 C 0.2994(2) 0.9405(2) 0.89619(16) 0.0690(7) Uani 1 1 d .
H12 H 0.2330 0.9714 0.8893 0.083 Uiso 1 1 calc R
C13 C 0.33880(18) 0.91640(19) 0.83830(13) 0.0566(6) Uani 1 1 d .
H13 H 0.2977 0.9308 0.7914 0.068 Uiso 1 1 calc R
C14 C 0.43991(17) 0.61023(18) 0.78173(12) 0.0512(6) Uani 1 1 d .
H14 H 0.3960 0.6510 0.8045 0.061 Uiso 1 1 calc R
C15 C 0.43805(18) 0.49289(19) 0.78332(14) 0.0619(7) Uani 1 1 d .
H15 H 0.3945 0.4538 0.8071 0.074 Uiso 1 1 calc R
C16 C 0.5000 0.4332(3) 0.7500 0.0581(9) Uani 1 2 d S
H16 H 0.5000 0.3519 0.7500 0.070 Uiso 1 2 calc SR
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'
O O 0.0106 0.0060 '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
O1 Fe1 O1 159.23(11) . 2_656
O1 Fe1 N2 100.39(5) . .
O1 Fe1 N2 100.39(6) 2_656 .
O1 Fe1 N1 87.58(7) . 2_656
O1 Fe1 N1 90.52(7) 2_656 2_656
N2 Fe1 N1 95.29(4) . 2_656
O1 Fe1 N1 90.52(7) . .
O1 Fe1 N1 87.58(7) 2_656 .
N2 Fe1 N1 95.29(4) . .
N1 Fe1 N1 169.42(8) 2_656 .
C9 N1 C13 117.25(19) . .
C9 N1 Fe1 120.91(15) . .
C13 N1 Fe1 121.55(14) . .
C14 N2 C14 116.8(2) 2_656 .
C14 N2 Fe1 121.61(12) 2_656 .
C14 N2 Fe1 121.61(12) . .
C1 O1 Fe1 157.91(16) . .
O1 C1 C2 118.8(2) . .
O1 C1 C6 121.79(19) . .
C2 C1 C6 119.37(19) . .
C3 C2 C1 119.1(2) . .
C3 C2 C8 121.4(2) . .
C1 C2 C8 119.4(2) . .
C4 C3 C2 121.9(2) . .
C4 C3 H3 119.1 . .
C2 C3 H3 119.1 . .
C3 C4 C5 119.0(2) . .
C3 C4 H4 120.5 . .
C5 C4 H4 120.5 . .
C4 C5 C6 121.5(2) . .
C4 C5 H5 119.2 . .
C6 C5 H5 119.2 . .
C5 C6 C1 119.1(2) . .
C5 C6 C7 121.1(2) . .
C1 C6 C7 119.8(2) . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C2 C8 H8A 109.5 . .
C2 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C2 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
N1 C9 C10 122.8(2) . .
N1 C9 H9 118.6 . .
C10 C9 H9 118.6 . .
C11 C10 C9 118.9(2) . .
C11 C10 H10 120.6 . .
C9 C10 H10 120.6 . .
C12 C11 C10 119.3(2) . .
C12 C11 H11 120.3 . .
C10 C11 H11 120.3 . .
C11 C12 C13 118.7(3) . .
C11 C12 H12 120.7 . .
C13 C12 H12 120.7 . .
N1 C13 C12 123.0(2) . .
N1 C13 H13 118.5 . .
C12 C13 H13 118.5 . .
N2 C14 C15 123.4(2) . .
N2 C14 H14 118.3 . .
C15 C14 H14 118.3 . .
C16 C15 C14 118.9(2) . .
C16 C15 H15 120.6 . .
C14 C15 H15 120.6 . .
C15 C16 C15 118.7(3) 2_656 .
C15 C16 H16 120.7 2_656 .
C15 C16 H16 120.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O1 1.9128(15) .
Fe1 O1 1.9128(15) 2_656
Fe1 N2 2.173(2) .
Fe1 N1 2.2494(16) 2_656
Fe1 N1 2.2494(16) .
N1 C9 1.335(3) .
N1 C13 1.340(3) .
N2 C14 1.330(2) 2_656
N2 C14 1.330(2) .
O1 C1 1.319(2) .
C1 C2 1.403(3) .
C1 C6 1.407(3) .
C2 C3 1.379(3) .
C2 C8 1.511(3) .
C3 C4 1.372(4) .
C3 H3 0.9500 .
C4 C5 1.376(3) .
C4 H4 0.9500 .
C5 C6 1.383(3) .
C5 H5 0.9500 .
C6 C7 1.506(3) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 C10 1.376(3) .
C9 H9 0.9500 .
C10 C11 1.371(4) .
C10 H10 0.9500 .
C11 C12 1.363(4) .
C11 H11 0.9500 .
C12 C13 1.378(3) .
C12 H12 0.9500 .
C13 H13 0.9500 .
C14 C15 1.372(3) .
C14 H14 0.9500 .
C15 C16 1.368(3) .
C15 H15 0.9500 .
C16 C15 1.368(3) 2_656
C16 H16 0.9500 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139135845
