#------------------------------------------------------------------------------
#$Date: 2019-11-24 05:03:49 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236789 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/74/4087416.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_4087416
loop_
_publ_author_name
'Ito, Jun-ichi'
'Hosokawa, Satomi'
'Khalid, Hairuzana Binti'
'Nishiyama, Hisao'
_publ_section_title
;
 Preparation, Characterization, and Catalytic Reactions of NCN Pincer Iron
 Complexes Containing Stannyl, Silyl, Methyl, and Phenyl Ligands
;
_journal_issue                   7
_journal_name_full               Organometallics
_journal_page_first              1377
_journal_paper_doi               10.1021/acs.organomet.5b00082
_journal_volume                  34
_journal_year                    2015
_chemical_formula_sum            'C21 H28 Fe N2 O4 Sn'
_chemical_formula_weight         546.99
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/m 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                 97.8650(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.6240(4)
_cell_length_b                   12.4051(6)
_cell_length_c                   10.7526(6)
_cell_measurement_reflns_used    6927
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      2.52
_cell_volume                     1139.51(10)
_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      153(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  0.0180
_diffrn_reflns_av_sigmaI/netI    0.0200
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8406
_diffrn_reflns_theta_full        28.25
_diffrn_reflns_theta_max         28.25
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    1.760
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.797157
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2943
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0199
_refine_ls_R_factor_gt           0.0192
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0226P)²+0.5536P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0492
_refine_ls_wR_factor_ref         0.0496
_reflns_number_gt                2838
_reflns_number_total             2943
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om5b00082_si_002.cif
_cod_data_source_block           3a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/m
_cod_database_code               4087416
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
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
C1 C 0.2493(2) 0.2500 0.40689(17) 0.0218(4) Uani 1 2 d S
C2 C 0.20677(16) 0.15280(12) 0.45859(13) 0.0253(3) Uani 1 1 d .
C3 C 0.11729(18) 0.15192(15) 0.55798(14) 0.0324(3) Uani 1 1 d .
H3 H 0.0872 0.0858 0.5923 0.039 Uiso 1 1 calc R
C4 C 0.0736(3) 0.2500 0.6052(2) 0.0362(5) Uani 1 2 d S
H4 H 0.0119 0.2500 0.6719 0.043 Uiso 1 2 calc SR
C5 C 0.26743(17) 0.06637(12) 0.39029(14) 0.0264(3) Uani 1 1 d .
C6 C 0.3419(3) -0.09546(15) 0.3306(2) 0.0533(5) Uani 1 1 d .
H6A H 0.2763 -0.1510 0.2828 0.064 Uiso 1 1 calc R
H6B H 0.4344 -0.1311 0.3780 0.064 Uiso 1 1 calc R
C7 C 0.39344(18) -0.00965(12) 0.24102(15) 0.0292(3) Uani 1 1 d .
C8 C 0.5701(2) -0.00937(15) 0.24257(19) 0.0410(4) Uani 1 1 d .
H8A H 0.5991 0.0479 0.1873 0.062 Uiso 1 1 calc R
H8B H 0.6035 -0.0792 0.2130 0.062 Uiso 1 1 calc R
H8C H 0.6214 0.0034 0.3284 0.062 Uiso 1 1 calc R
C9 C 0.3110(2) -0.02309(16) 0.10789(18) 0.0434(4) Uani 1 1 d .
H9A H 0.1975 -0.0240 0.1086 0.065 Uiso 1 1 calc R
H9B H 0.3437 -0.0911 0.0730 0.065 Uiso 1 1 calc R
H9C H 0.3387 0.0371 0.0561 0.065 Uiso 1 1 calc R
C11 C 0.4303(2) 0.2500 0.1163(2) 0.0262(4) Uani 1 2 d S
C10 C 0.5630(2) 0.2500 0.35807(19) 0.0244(4) Uani 1 2 d S
C12 C -0.0585(2) 0.11566(18) 0.19418(19) 0.0464(4) Uani 1 1 d .
H12A H -0.0786 0.1207 0.2815 0.070 Uiso 1 1 calc R
H12B H -0.0042 0.0479 0.1820 0.070 Uiso 1 1 calc R
H12C H -0.1581 0.1176 0.1381 0.070 Uiso 1 1 calc R
C13 C 0.0621(4) 0.2500 -0.0517(2) 0.0500(7) Uani 1 2 d S
Fe1 Fe 0.36957(3) 0.2500 0.26896(2) 0.01806(7) Uani 1 2 d S
N1 N 0.34203(14) 0.09148(9) 0.29722(11) 0.0227(2) Uani 1 1 d .
O1 O 0.25280(15) -0.03887(9) 0.41586(12) 0.0381(3) Uani 1 1 d .
O3 O 0.4696(2) 0.2500 0.01810(16) 0.0411(4) Uani 1 2 d S
O2 O 0.68471(19) 0.2500 0.41410(17) 0.0393(4) Uani 1 2 d S
Sn1 Sn 0.085940(15) 0.2500 0.151972(12) 0.02675(5) Uani 1 2 d S
H1 H -0.052(5) 0.2500 -0.081(4) 0.073(12) Uiso 1 2 d S
H2 H 0.098(3) 0.188(2) -0.076(3) 0.072(8) 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'
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'
Sn Sn -0.6537 1.4246 '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
C2 C1 C2 119.26(18) 4_565 .
C2 C1 Fe1 120.36(9) 4_565 .
C2 C1 Fe1 120.36(9) . .
C1 C2 C3 120.79(15) . .
C1 C2 C5 107.85(12) . .
C3 C2 C5 131.34(14) . .
C4 C3 C2 118.47(15) . .
C3 C4 C3 122.2(2) . 4_565
N1 C5 O1 117.44(14) . .
N1 C5 C2 117.88(13) . .
O1 C5 C2 124.68(13) . .
O1 C6 C7 106.43(13) . .
N1 C7 C9 110.43(13) . .
N1 C7 C8 110.34(12) . .
C9 C7 C8 110.46(15) . .
N1 C7 C6 101.61(12) . .
C9 C7 C6 112.09(16) . .
C8 C7 C6 111.62(16) . .
O3 C11 Fe1 179.9(2) . .
O2 C10 Fe1 179.96(19) . .
C11 Fe1 C10 96.99(9) . .
C11 Fe1 C1 164.54(9) . .
C10 Fe1 C1 98.47(9) . .
C11 Fe1 N1 101.20(3) . 4_565
C10 Fe1 N1 92.26(4) . 4_565
C1 Fe1 N1 78.22(3) . 4_565
C11 Fe1 N1 101.20(3) . .
C10 Fe1 N1 92.26(4) . .
C1 Fe1 N1 78.22(3) . .
N1 Fe1 N1 156.42(7) 4_565 .
C11 Fe1 Sn1 85.99(7) . .
C10 Fe1 Sn1 177.02(6) . .
C1 Fe1 Sn1 78.55(6) . .
N1 Fe1 Sn1 87.14(4) 4_565 .
N1 Fe1 Sn1 87.14(4) . .
C5 N1 C7 108.51(12) . .
C5 N1 Fe1 115.61(10) . .
C7 N1 Fe1 135.79(9) . .
C5 O1 C6 105.51(12) . .
C12 Sn1 C12 100.62(12) 4_565 .
C12 Sn1 C13 103.51(8) 4_565 .
C12 Sn1 C13 103.51(8) . .
C12 Sn1 Fe1 115.46(5) 4_565 .
C12 Sn1 Fe1 115.46(5) . .
C13 Sn1 Fe1 116.24(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.3976(17) 4_565
C1 C2 1.3976(17) .
C1 Fe1 1.9226(19) .
C2 C3 1.4012(19) .
C2 C5 1.438(2) .
C3 C4 1.390(2) .
C4 C3 1.390(2) 4_565
C5 N1 1.2995(18) .
C5 O1 1.3437(18) .
C6 O1 1.455(2) .
C6 C7 1.542(2) .
C7 N1 1.4862(18) .
C7 C9 1.518(2) .
C7 C8 1.521(2) .
C11 O3 1.153(3) .
C11 Fe1 1.790(2) .
C10 O2 1.137(3) .
C10 Fe1 1.806(2) .
C12 Sn1 2.1657(19) .
C13 Sn1 2.172(3) .
Fe1 N1 2.0088(12) 4_565
Fe1 N1 2.0088(12) .
Fe1 Sn1 2.5930(3) .
Sn1 C12 2.1657(19) 4_565
