#------------------------------------------------------------------------------
#$Date: 2016-04-05 18:29:49 +0300 (Tue, 05 Apr 2016) $
#$Revision: 181612 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/40/7224029.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_7224029
loop_
_publ_author_name
'Gumbau-Brisa, R.'
'Hayward, J. J.'
'Wallis, J. D.'
'Rawson, J. M.'
'Pilkington, M.'
_publ_section_title
;
 Structural insights into the coordination chemistry and reactivity of a
 3,3′-bis-imine-2,2′-bipyridine ligand
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              1892
_journal_paper_doi               10.1039/C5CE02349A
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C38 H32 Cl Fe N10 O2'
_chemical_formula_weight         752.04
_chemical_name_systematic
'[Bis(2-(3!-amino-2,2-bipyridin-3-imino)phenoxide)iron(III)] chlorideacetonitrile solvate'
_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
_audit_update_record
;
2015-07-17 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 92.198(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.163(3)
_cell_length_b                   19.772(5)
_cell_length_c                   13.268(2)
_cell_measurement_reflns_used    1758
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.15
_cell_measurement_theta_min      3.46
_cell_volume                     3450.6(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_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  0.0470
_diffrn_reflns_av_sigmaI/netI    0.0664
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            10375
_diffrn_reflns_theta_full        28.41
_diffrn_reflns_theta_max         28.41
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    0.566
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.649
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Bruker-SADABS
_exptl_crystal_colour            'red brown'
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1556
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         4219
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0420
_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)+(0.0474P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.1016
_reflns_number_gt                2928
_reflns_number_total             4219
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ce02349a2.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
'Adding full bibliography for 7224025--7224030.cif.'
_cod_original_cell_volume        3450.4(13)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7224029
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 1.0000 0.0000 0.0000 0.01401(12) Uani 1 2 d S
Cl1 Cl 0.5000 0.82660(4) 0.2500 0.02239(18) Uani 1 2 d S
O1 O 1.09334(10) 0.00097(7) 0.10989(10) 0.0163(3) Uani 1 1 d .
N1 N 0.66943(13) 0.04077(10) 0.00500(14) 0.0228(4) Uani 1 1 d .
N2 N 0.89879(13) -0.04820(9) 0.08095(13) 0.0154(4) Uani 1 1 d .
N3 N 0.93957(13) 0.08197(9) 0.04873(13) 0.0157(4) Uani 1 1 d .
N4 N 0.62960(13) -0.05285(10) 0.14392(15) 0.0263(5) Uani 1 1 d .
H42 H 0.5901 -0.0783 0.1801 0.032 Uiso 1 1 calc R
H41 H 0.6045 -0.0169 0.1127 0.032 Uiso 1 1 calc R
C1 C 0.63672(18) 0.09836(12) -0.03791(18) 0.0266(5) Uani 1 1 d .
H1 H 0.5672 0.1013 -0.0593 0.032 Uiso 1 1 calc R
C2 C 0.69754(17) 0.15346(12) -0.05289(18) 0.0252(5) Uani 1 1 d .
H2 H 0.6709 0.1934 -0.0836 0.030 Uiso 1 1 calc R
C3 C 0.79910(17) 0.14915(11) -0.02185(16) 0.0213(5) Uani 1 1 d .
H3 H 0.8435 0.1864 -0.0306 0.026 Uiso 1 1 calc R
C4 C 0.83465(16) 0.09014(11) 0.02182(15) 0.0173(4) Uani 1 1 d .
C5 C 0.76831(16) 0.03546(11) 0.03452(15) 0.0172(4) Uani 1 1 d .
C6 C 0.79937(15) -0.02891(11) 0.08365(15) 0.0157(4) Uani 1 1 d .
C7 C 0.72975(16) -0.06904(11) 0.13621(16) 0.0187(5) Uani 1 1 d .
C8 C 0.76706(16) -0.12668(11) 0.18701(16) 0.0198(5) Uani 1 1 d .
H8 H 0.7218 -0.1546 0.2225 0.024 Uiso 1 1 calc R
C9 C 0.86785(16) -0.14306(11) 0.18592(16) 0.0200(5) Uani 1 1 d .
H9 H 0.8933 -0.1814 0.2219 0.024 Uiso 1 1 calc R
C10 C 0.93217(16) -0.10288(11) 0.13157(15) 0.0178(5) Uani 1 1 d .
H10 H 1.0021 -0.1145 0.1301 0.021 Uiso 1 1 calc R
C11 C 0.98651(16) 0.12779(11) 0.10245(16) 0.0191(5) Uani 1 1 d .
H11 H 0.9512 0.1684 0.1164 0.023 Uiso 1 1 calc R
C12 C 1.08855(16) 0.12064(11) 0.14194(16) 0.0182(5) Uani 1 1 d .
C13 C 1.13691(17) 0.17678(11) 0.18878(16) 0.0222(5) Uani 1 1 d .
H13 H 1.1033 0.2193 0.1885 0.027 Uiso 1 1 calc R
C14 C 1.23166(18) 0.17096(12) 0.23470(17) 0.0262(5) Uani 1 1 d .
H14 H 1.2638 0.2092 0.2653 0.031 Uiso 1 1 calc R
C15 C 1.28024(18) 0.10819(12) 0.23599(17) 0.0251(5) Uani 1 1 d .
H15 H 1.3462 0.1040 0.2671 0.030 Uiso 1 1 calc R
C16 C 1.23395(17) 0.05220(12) 0.19285(16) 0.0218(5) Uani 1 1 d .
H16 H 1.2683 0.0099 0.1952 0.026 Uiso 1 1 calc R
C17 C 1.13684(16) 0.05639(11) 0.14537(15) 0.0170(4) Uani 1 1 d .
N5 N -0.04620(18) 0.27004(13) 0.8706(2) 0.0465(6) Uani 1 1 d .
C18 C 0.0224(2) 0.28674(13) 0.91785(19) 0.0319(6) Uani 1 1 d .
C19 C 0.1112(2) 0.30693(17) 0.9799(2) 0.0501(8) Uani 1 1 d .
H19A H 0.0942 0.3061 1.0512 0.075 Uiso 1 1 calc R
H19B H 0.1317 0.3528 0.9613 0.075 Uiso 1 1 calc R
H19C H 0.1672 0.2755 0.9689 0.075 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'
Cl Cl 0.1484 0.1585 '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 180.00(8) 5_755 .
O1 Fe1 N3 89.83(7) 5_755 5_755
O1 Fe1 N3 90.17(7) . 5_755
O1 Fe1 N3 90.17(7) 5_755 .
O1 Fe1 N3 89.83(7) . .
N3 Fe1 N3 180.00(14) 5_755 .
O1 Fe1 N2 88.99(7) 5_755 .
O1 Fe1 N2 91.01(7) . .
N3 Fe1 N2 94.12(7) 5_755 .
N3 Fe1 N2 85.88(7) . .
O1 Fe1 N2 91.01(7) 5_755 5_755
O1 Fe1 N2 88.99(7) . 5_755
N3 Fe1 N2 85.88(7) 5_755 5_755
N3 Fe1 N2 94.12(7) . 5_755
N2 Fe1 N2 180.00(13) . 5_755
C17 O1 Fe1 123.47(13) . .
C1 N1 C5 118.8(2) . .
C10 N2 C6 120.62(18) . .
C10 N2 Fe1 116.41(14) . .
C6 N2 Fe1 122.93(14) . .
C11 N3 C4 119.80(18) . .
C11 N3 Fe1 125.35(15) . .
C4 N3 Fe1 114.85(13) . .
N1 C1 C2 123.9(2) . .
C1 C2 C3 118.0(2) . .
C4 C3 C2 119.0(2) . .
C3 C4 C5 120.0(2) . .
C3 C4 N3 120.86(19) . .
C5 C4 N3 119.01(18) . .
N1 C5 C4 120.2(2) . .
N1 C5 C6 116.23(19) . .
C4 C5 C6 123.53(19) . .
N2 C6 C7 119.71(19) . .
N2 C6 C5 118.53(18) . .
C7 C6 C5 121.71(19) . .
N4 C7 C8 118.4(2) . .
N4 C7 C6 123.4(2) . .
C8 C7 C6 118.07(19) . .
C9 C8 C7 120.6(2) . .
C8 C9 C10 118.9(2) . .
N2 C10 C9 122.0(2) . .
N3 C11 C12 123.7(2) . .
C13 C12 C17 119.7(2) . .
C13 C12 C11 119.0(2) . .
C17 C12 C11 120.87(19) . .
C14 C13 C12 121.1(2) . .
C13 C14 C15 119.2(2) . .
C16 C15 C14 121.0(2) . .
C15 C16 C17 121.3(2) . .
O1 C17 C16 119.16(19) . .
O1 C17 C12 123.06(19) . .
C16 C17 C12 117.7(2) . .
N5 C18 C19 178.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O1 1.8704(13) 5_755
Fe1 O1 1.8704(13) .
Fe1 N3 1.9279(17) 5_755
Fe1 N3 1.9279(17) .
Fe1 N2 1.9865(17) .
Fe1 N2 1.9865(17) 5_755
O1 C17 1.315(2) .
N1 C1 1.337(3) .
N1 C5 1.349(3) .
N2 C10 1.338(3) .
N2 C6 1.365(3) .
N3 C11 1.295(3) .
N3 C4 1.422(3) .
N4 C7 1.364(3) .
C1 C2 1.371(3) .
C2 C3 1.386(3) .
C3 C4 1.377(3) .
C4 C5 1.404(3) .
C5 C6 1.480(3) .
C6 C7 1.416(3) .
C7 C8 1.403(3) .
C8 C9 1.366(3) .
C9 C10 1.384(3) .
C11 C12 1.430(3) .
C12 C13 1.412(3) .
C12 C17 1.420(3) .
C13 C14 1.372(3) .
C14 C15 1.396(3) .
C15 C16 1.378(3) .
C16 C17 1.406(3) .
N5 C18 1.129(3) .
C18 C19 1.459(4) .
