#------------------------------------------------------------------------------
#$Date: 2019-11-28 20:32:15 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244537 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/90/7239081.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_7239081
loop_
_publ_author_name
'Kashyap, Bishwapran'
'Phukan, Prodeep'
_publ_section_title
;
 A new ferrocene-based bulky pyridine as an efficient reusable homogeneous
 catalyst
;
_journal_issue                   35
_journal_name_full               'RSC Advances'
_journal_page_first              15327
_journal_paper_doi               10.1039/c3ra41674g
_journal_volume                  3
_journal_year                    2013
_chemical_formula_sum            'C24 H22 Fe N4 O2'
_chemical_formula_weight         454.31
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_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                 116.647(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   28.447(9)
_cell_length_b                   6.2758(19)
_cell_length_c                   12.914(4)
_cell_measurement_reflns_used    7042
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.91
_cell_measurement_theta_min      3.15
_cell_volume                     2060.6(11)
_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      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0382
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10015
_diffrn_reflns_theta_full        25.93
_diffrn_reflns_theta_max         25.93
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    0.762
_exptl_absorpt_correction_T_max  0.9142
_exptl_absorpt_correction_T_min  0.7711
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         1994
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.118
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0366
_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)+(0.0535P)²+1.1147P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.0965
_reflns_number_gt                1878
_reflns_number_total             1994
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra41674g.txt
_cod_data_source_block           mono
_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/RSC/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_Hall     '-C 2yc '
_cod_original_sg_symbol_H-M      'C2/c '
_cod_database_code               7239081
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 0.24115(5) 0.7500 0.03213(15) Uani 1 2 d S
O1 O 0.40250(6) -0.1365(2) 0.68917(17) 0.0675(5) Uani 1 1 d .
C6 C 0.39984(8) 0.0369(3) 0.72924(19) 0.0472(5) Uani 1 1 d .
C7 C 0.34201(8) 0.2893(3) 0.7630(2) 0.0455(5) Uani 1 1 d .
N2 N 0.35193(6) 0.1344(3) 0.69603(15) 0.0486(4) Uani 1 1 d .
C2 C 0.44757(7) 0.1530(3) 0.80804(16) 0.0414(4) Uani 1 1 d .
C4 C 0.48900(8) 0.4090(4) 0.60497(17) 0.0511(5) Uani 1 1 d .
H4 H 0.4723 0.5400 0.5811 0.061 Uiso 1 1 calc R
C1 C 0.49697(8) 0.0499(4) 0.87228(17) 0.0477(5) Uani 1 1 d .
H1 H 0.5027 -0.0965 0.8779 0.057 Uiso 1 1 calc R
C3 C 0.45701(8) 0.3784(3) 0.82232(17) 0.0454(5) Uani 1 1 d .
H3 H 0.4320 0.4850 0.7894 0.055 Uiso 1 1 calc R
C11 C 0.31000(9) 0.4614(4) 0.7108(2) 0.0576(6) Uani 1 1 d .
H11 H 0.2957 0.4808 0.6310 0.069 Uiso 1 1 calc R
N1 N 0.31855(9) 0.5897(4) 0.8929(2) 0.0754(6) Uani 1 1 d .
C12 C 0.30732(9) 0.0520(4) 0.5920(2) 0.0631(6) Uani 1 1 d .
H12A H 0.3070 0.1171 0.5245 0.095 Uiso 1 1 calc R
H12B H 0.2751 0.0846 0.5956 0.095 Uiso 1 1 calc R
H12C H 0.3106 -0.0996 0.5880 0.095 Uiso 1 1 calc R
C5 C 0.46443(9) 0.2080(4) 0.57430(18) 0.0520(5) Uani 1 1 d .
H5 H 0.4289 0.1839 0.5270 0.062 Uiso 1 1 calc R
C8 C 0.36142(10) 0.2694(4) 0.8818(2) 0.0562(6) Uani 1 1 d .
H8 H 0.3825 0.1541 0.9206 0.067 Uiso 1 1 calc R
C9 C 0.34909(9) 0.4226(5) 0.9417(2) 0.0679(7) Uani 1 1 d .
H9 H 0.3631 0.4081 1.0217 0.082 Uiso 1 1 calc R
C10 C 0.29974(10) 0.6031(4) 0.7784(3) 0.0745(8) Uani 1 1 d .
H10 H 0.2779 0.7177 0.7416 0.089 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'
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
C1 Fe1 C1 106.91(13) . 2_656
C1 Fe1 C2 41.37(8) . .
C1 Fe1 C2 115.15(8) 2_656 .
C1 Fe1 C2 115.15(8) . 2_656
C1 Fe1 C2 41.38(8) 2_656 2_656
C2 Fe1 C2 148.28(12) . 2_656
C1 Fe1 C3 149.07(9) . 2_656
C1 Fe1 C3 69.30(9) 2_656 2_656
C2 Fe1 C3 168.81(8) . 2_656
C2 Fe1 C3 41.45(9) 2_656 2_656
C1 Fe1 C3 69.30(8) . .
C1 Fe1 C3 149.07(9) 2_656 .
C2 Fe1 C3 41.45(9) . .
C2 Fe1 C3 168.81(8) 2_656 .
C3 Fe1 C3 129.88(12) 2_656 .
C1 Fe1 C5 129.55(10) . .
C1 Fe1 C5 40.68(9) 2_656 .
C2 Fe1 C5 107.70(9) . .
C2 Fe1 C5 68.91(9) 2_656 .
C3 Fe1 C5 68.44(9) 2_656 .
C3 Fe1 C5 116.99(9) . .
C1 Fe1 C5 40.68(9) . 2_656
C1 Fe1 C5 129.55(10) 2_656 2_656
C2 Fe1 C5 68.92(9) . 2_656
C2 Fe1 C5 107.69(9) 2_656 2_656
C3 Fe1 C5 116.99(9) 2_656 2_656
C3 Fe1 C5 68.45(9) . 2_656
C5 Fe1 C5 168.28(14) . 2_656
C1 Fe1 C4 168.66(9) . .
C1 Fe1 C4 68.43(10) 2_656 .
C2 Fe1 C4 130.09(8) . .
C2 Fe1 C4 68.73(9) 2_656 .
C3 Fe1 C4 40.39(8) 2_656 .
C3 Fe1 C4 109.01(9) . .
C5 Fe1 C4 40.38(9) . .
C5 Fe1 C4 150.09(11) 2_656 .
C1 Fe1 C4 68.43(10) . 2_656
C1 Fe1 C4 168.66(9) 2_656 2_656
C2 Fe1 C4 68.73(9) . 2_656
C2 Fe1 C4 130.09(8) 2_656 2_656
C3 Fe1 C4 109.01(9) 2_656 2_656
C3 Fe1 C4 40.39(8) . 2_656
C5 Fe1 C4 150.09(10) . 2_656
C5 Fe1 C4 40.38(9) 2_656 2_656
C4 Fe1 C4 118.06(14) . 2_656
O1 C6 N2 120.3(2) . .
O1 C6 C2 121.36(19) . .
N2 C6 C2 118.19(18) . .
C11 C7 C8 117.4(2) . .
C11 C7 N2 120.6(2) . .
C8 C7 N2 121.83(19) . .
C6 N2 C7 123.92(18) . .
C6 N2 C12 117.26(18) . .
C7 N2 C12 118.36(18) . .
C1 C2 C3 107.07(17) . .
C1 C2 C6 122.62(19) . .
C3 C2 C6 129.59(17) . .
C1 C2 Fe1 69.03(10) . .
C3 C2 Fe1 69.64(10) . .
C6 C2 Fe1 118.90(13) . .
C3 C4 C5 108.7(2) 2_656 .
C3 C4 Fe1 69.29(11) 2_656 .
C5 C4 Fe1 69.50(12) . .
C5 C1 C2 108.24(19) 2_656 .
C5 C1 Fe1 70.52(12) 2_656 .
C2 C1 Fe1 69.60(10) . .
C4 C3 C2 107.76(18) 2_656 .
C4 C3 Fe1 70.33(11) 2_656 .
C2 C3 Fe1 68.91(10) . .
C10 C11 C7 118.7(2) . .
C9 N1 C10 115.4(2) . .
C1 C5 C4 108.2(2) 2_656 .
C1 C5 Fe1 68.79(11) 2_656 .
C4 C5 Fe1 70.12(12) . .
C9 C8 C7 119.0(2) . .
N1 C9 C8 124.3(2) . .
N1 C10 C11 125.1(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 C1 2.0160(19) .
Fe1 C1 2.0160(19) 2_656
Fe1 C2 2.0235(18) .
Fe1 C2 2.0236(18) 2_656
Fe1 C3 2.0332(19) 2_656
Fe1 C3 2.0332(19) .
Fe1 C5 2.039(2) .
Fe1 C5 2.039(2) 2_656
Fe1 C4 2.047(2) .
Fe1 C4 2.047(2) 2_656
O1 C6 1.221(3) .
C6 N2 1.375(3) .
C6 C2 1.474(3) .
C7 C11 1.378(3) .
C7 C8 1.384(3) .
C7 N2 1.411(3) .
N2 C12 1.467(3) .
C2 C1 1.427(3) .
C2 C3 1.436(3) .
C4 C3 1.409(3) 2_656
C4 C5 1.410(3) .
C1 C5 1.410(3) 2_656
C3 C4 1.409(3) 2_656
C11 C10 1.367(4) .
N1 C9 1.327(3) .
N1 C10 1.331(4) .
C5 C1 1.410(3) 2_656
C8 C9 1.374(3) .
