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#$Date: 2021-10-06 19:06:00 +0300 (Wed, 06 Oct 2021) $
#$Revision: 269765 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/09/7060923.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_7060923
loop_
_publ_author_name
'Kozáček, Pavel'
'Dostál, Libor'
'Hejda, Martin'
'Mikysek, Tomáš'
'R°užička, Aleš'
'Erben, Milan'
_publ_section_title
;
 Synthesis and properties of 1,2,3-diazapnictol-5-yl substituted
 ferrocenes
;
_journal_issue                   38
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              18171
_journal_page_last               18182
_journal_paper_doi               10.1039/D1NJ02666F
_journal_volume                  45
_journal_year                    2021
_chemical_formula_sum            'C18 H16 Fe N4 O2 P2'
_chemical_formula_weight         438.14
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_Hall           '-P 2ab 2ac'
_space_group_name_H-M_alt        'P c c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-01-04 deposited with the CCDC.	2021-08-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.8683(7)
_cell_length_b                   9.7413(7)
_cell_length_c                   21.2822(12)
_cell_measurement_reflns_used    14825
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     1838.5(2)
_computing_cell_refinement       'APEX3 v2016.9-0 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service vV6.2.3'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'XT, VERSION 2014/5'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 - Venture'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0759
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            14825
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.528
_diffrn_reflns_theta_min         2.835
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.016
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5355
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector
scaling and absorption correction
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_description       plate
_exptl_crystal_F_000             896
_exptl_crystal_recrystallization_method Sublimation
_exptl_crystal_size_max          0.455
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.016
_refine_diff_density_max         0.396
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         2118
_refine_ls_number_restraints     117
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0372
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0321P)²+0.9871P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0737
_refine_ls_wR_factor_ref         0.0813
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1621
_reflns_number_total             2118
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj02666f2.cif
_cod_data_source_block           me200504Fe1
_cod_depositor_comments
'Adding full bibliography for 7060916--7060926.cif.'
_cod_database_code               7060923
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_exptl_absorpt_special_details
;
The ratio of minimum to maximum
apparent transmission was 0.718
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.7500 0.7500 0.81702(2) 0.01312(12) Uani 1 2 d S TU P . .
P1 P 0.47834(8) 0.77436(6) 0.59766(3) 0.02562(17) Uani 1 1 d . U . . .
O1 O 0.6136(2) 0.62284(19) 0.49117(8) 0.0356(5) Uani 1 1 d . U . . .
N1 N 0.6379(2) 0.58090(19) 0.65337(8) 0.0171(4) Uani 1 1 d . U . . .
C1 C 0.6136(3) 0.6279(2) 0.76375(10) 0.0154(5) Uani 1 1 d . U . . .
N2 N 0.5937(2) 0.63343(18) 0.59664(8) 0.0182(4) Uani 1 1 d . U . . .
C2 C 0.5344(3) 0.6777(2) 0.81778(10) 0.0206(5) Uani 1 1 d . U . . .
H2 H 0.4405 0.7345 0.8175 0.025 Uiso 1 1 calc R U . . .
C3 C 0.6136(3) 0.6315(2) 0.87207(11) 0.0243(5) Uani 1 1 d . U . . .
H3 H 0.5853 0.6512 0.9166 0.029 Uiso 1 1 calc R U . . .
C4 C 0.7399(3) 0.5548(2) 0.85228(10) 0.0231(5) Uani 1 1 d . U . . .
H4 H 0.8164 0.5113 0.8805 0.028 Uiso 1 1 calc R U . . .
C5 C 0.7414(3) 0.5518(2) 0.78531(10) 0.0187(5) Uani 1 1 d . U . . .
H5 H 0.8183 0.5053 0.7583 0.022 Uiso 1 1 calc R U . . .
C6 C 0.5772(3) 0.6582(2) 0.69784(9) 0.0155(5) Uani 1 1 d . U . . .
C8 C 0.6451(3) 0.5703(3) 0.54070(11) 0.0249(6) Uani 1 1 d . U . . .
C7 C 0.4859(3) 0.7676(2) 0.67690(11) 0.0243(5) Uani 1 1 d . U . . .
H7 H 0.4350 0.8297 0.7040 0.029 Uiso 1 1 calc R U . . .
C9 C 0.7334(3) 0.4405(3) 0.54832(12) 0.0376(7) Uani 1 1 d . U . . .
H9A H 0.6677 0.3686 0.5653 0.056 Uiso 1 1 calc R U . . .
H9B H 0.8175 0.4564 0.5773 0.056 Uiso 1 1 calc R U . . .
H9C H 0.7727 0.4115 0.5074 0.056 Uiso 1 1 calc R U . . .
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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
_geom_angle_publ_flag
C2 Fe1 C2 179.09(12) . 2_665 ?
C2 Fe1 C1 139.65(9) . 2_665 ?
C2 Fe1 C1 41.12(9) 2_665 2_665 ?
C2 Fe1 C1 41.12(9) . . ?
C2 Fe1 C1 139.65(9) 2_665 . ?
C1 Fe1 C1 112.49(12) 2_665 . ?
C2 Fe1 C3 40.90(10) . . ?
C2 Fe1 C3 138.31(10) 2_665 . ?
C1 Fe1 C3 178.55(9) 2_665 . ?
C1 Fe1 C3 68.78(9) . . ?
C2 Fe1 C3 138.31(10) . 2_665 ?
C2 Fe1 C3 40.90(10) 2_665 2_665 ?
C1 Fe1 C3 68.78(9) 2_665 2_665 ?
C1 Fe1 C3 178.55(9) . 2_665 ?
C3 Fe1 C3 109.96(13) . 2_665 ?
C2 Fe1 C4 68.58(11) . . ?
C2 Fe1 C4 111.06(10) 2_665 . ?
C1 Fe1 C4 140.49(10) 2_665 . ?
C1 Fe1 C4 68.66(9) . . ?
C3 Fe1 C4 40.37(10) . . ?
C3 Fe1 C4 109.94(10) 2_665 . ?
C2 Fe1 C4 111.06(11) . 2_665 ?
C2 Fe1 C4 68.58(11) 2_665 2_665 ?
C1 Fe1 C4 68.66(9) 2_665 2_665 ?
C1 Fe1 C4 140.49(10) . 2_665 ?
C3 Fe1 C4 109.94(10) . 2_665 ?
C3 Fe1 C4 40.37(10) 2_665 2_665 ?
C4 Fe1 C4 136.97(12) . 2_665 ?
C2 Fe1 C5 69.01(10) . . ?
C2 Fe1 C5 111.31(10) 2_665 . ?
C1 Fe1 C5 112.88(9) 2_665 . ?
C1 Fe1 C5 40.97(9) . . ?
C3 Fe1 C5 68.52(9) . . ?
C3 Fe1 C5 138.12(10) 2_665 . ?
C4 Fe1 C5 40.77(8) . . ?
C4 Fe1 C5 177.69(9) 2_665 . ?
C2 Fe1 C5 111.31(10) . 2_665 ?
C2 Fe1 C5 69.01(10) 2_665 2_665 ?
C1 Fe1 C5 40.96(9) 2_665 2_665 ?
C1 Fe1 C5 112.88(9) . 2_665 ?
C3 Fe1 C5 138.12(10) . 2_665 ?
C3 Fe1 C5 68.52(9) 2_665 2_665 ?
C4 Fe1 C5 177.70(9) . 2_665 ?
C4 Fe1 C5 40.77(8) 2_665 2_665 ?
C5 Fe1 C5 141.50(12) . 2_665 ?
C7 P1 N2 87.56(10) . . ?
C6 N1 N2 107.54(18) . . ?
C5 C1 C2 107.87(19) . . ?
C5 C1 C6 125.77(19) . . ?
C2 C1 C6 126.2(2) . . ?
C5 C1 Fe1 69.77(12) . . ?
C2 C1 Fe1 69.34(12) . . ?
C6 C1 Fe1 122.95(15) . . ?
N1 N2 C8 119.15(19) . . ?
N1 N2 P1 117.38(14) . . ?
C8 N2 P1 123.46(16) . . ?
C3 C2 C1 107.6(2) . . ?
C3 C2 Fe1 69.71(14) . . ?
C1 C2 Fe1 69.54(13) . . ?
C3 C2 H2 126.2 . . ?
C1 C2 H2 126.2 . . ?
Fe1 C2 H2 126.2 . . ?
C4 C3 C2 108.5(2) . . ?
C4 C3 Fe1 69.98(13) . . ?
C2 C3 Fe1 69.40(13) . . ?
C4 C3 H3 125.8 . . ?
C2 C3 H3 125.8 . . ?
Fe1 C3 H3 125.8 . . ?
C3 C4 C5 108.5(2) . . ?
C3 C4 Fe1 69.65(13) . . ?
C5 C4 Fe1 69.65(12) . . ?
C3 C4 H4 125.7 . . ?
C5 C4 H4 125.7 . . ?
Fe1 C4 H4 125.7 . . ?
C4 C5 C1 107.6(2) . . ?
C4 C5 Fe1 69.58(13) . . ?
C1 C5 Fe1 69.26(12) . . ?
C4 C5 H5 126.2 . . ?
C1 C5 H5 126.2 . . ?
Fe1 C5 H5 126.2 . . ?
N1 C6 C7 115.93(19) . . ?
N1 C6 C1 118.62(19) . . ?
C7 C6 C1 125.40(19) . . ?
O1 C8 N2 118.5(2) . . ?
O1 C8 C9 125.1(2) . . ?
N2 C8 C9 116.4(2) . . ?
C6 C7 P1 111.58(17) . . ?
C6 C7 H7 124.2 . . ?
P1 C7 H7 124.2 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C2 2.038(2) . ?
Fe1 C2 2.038(2) 2_665 ?
Fe1 C1 2.040(2) 2_665 ?
Fe1 C1 2.040(2) . ?
Fe1 C3 2.042(2) . ?
Fe1 C3 2.042(2) 2_665 ?
Fe1 C4 2.046(2) . ?
Fe1 C4 2.046(2) 2_665 ?
Fe1 C5 2.047(2) . ?
Fe1 C5 2.047(2) 2_665 ?
P1 C7 1.689(2) . ?
P1 N2 1.712(2) . ?
O1 C8 1.204(3) . ?
N1 C6 1.324(3) . ?
N1 N2 1.369(2) . ?
C1 C5 1.430(3) . ?
C1 C2 1.432(3) . ?
C1 C6 1.469(3) . ?
N2 C8 1.415(3) . ?
C2 C3 1.425(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.410(4) . ?
C3 H3 1.0000 . ?
C4 C5 1.426(3) . ?
C4 H4 1.0000 . ?
C5 H5 1.0000 . ?
C6 C7 1.410(3) . ?
C8 C9 1.496(4) . ?
C7 H7 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
