#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/05/2210547.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2210547
loop_
_publ_author_name
'Ran, Jing-Wen'
'Gong, Dao-Jun'
'Li, Ya-Hong'
_publ_section_title
;
 [1,2-Bis(1H-pyrrol-2-ylmethyleneamino)ethane-κ⁴N]iron(II)
;
_journal_coeditor_code           CI2167
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2668
_journal_page_last               m2669
_journal_paper_doi               10.1107/S1600536806037871
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Fe (C12 H12 N4)]'
_chemical_formula_moiety         'C12 H12 Fe N4'
_chemical_formula_sum            'C12 H12 Fe N4'
_chemical_formula_weight         268.11
_chemical_name_systematic
;
[1,2-Bis(1H-pyrrol-2-ylmethyleneamino)ethane-κ⁴N]iron(II)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                114.634(4)
_cell_angle_beta                 92.149(4)
_cell_angle_gamma                98.351(4)
_cell_formula_units_Z            2
_cell_length_a                   6.923(3)
_cell_length_b                   8.828(3)
_cell_length_c                   10.512(4)
_cell_measurement_reflns_used    1886
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.279
_cell_measurement_theta_min      2.555
_cell_volume                     574.3(4)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Siemens SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0499
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2960
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.55
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.293
_exptl_absorpt_correction_T_max  0.6749
_exptl_absorpt_correction_T_min  0.4734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.33
_refine_diff_density_max         0.830
_refine_diff_density_min         -0.764
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1988
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0473
_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)+(0.0909P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1265
_reflns_number_gt                1740
_reflns_number_total             1988
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2167.cif
_cod_data_source_block           I
_cod_database_code               2210547
_cod_database_fobs_code          2210547
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Fe Fe1 0.75616(6) 0.53637(6) 0.50806(5) 0.0357(2) Uani d . 1
N N1 0.8023(5) 0.5960(4) 0.3587(3) 0.0491(8) Uani d . 1
N N2 0.7539(5) 0.7390(4) 0.6675(3) 0.0494(7) Uani d . 1
N N3 0.7553(5) 0.3192(4) 0.3754(4) 0.0515(8) Uani d . 1
N N4 0.6994(4) 0.4354(4) 0.6265(3) 0.0498(8) Uani d . 1
C C1 0.7835(6) 0.3022(6) 0.2507(5) 0.0591(11) Uani d . 1
H H1 0.7890 0.1981 0.1770 0.071 Uiso calc R 1
C C2 0.8055(6) 0.4551(6) 0.2341(4) 0.0572(10) Uani d . 1
C C3 0.8316(7) 0.4994(7) 0.1244(5) 0.0762(14) Uani d . 1
H H3 0.8393 0.4276 0.0309 0.091 Uiso calc R 1
C C4 0.8440(7) 0.6751(7) 0.1828(5) 0.0774(14) Uani d . 1
H H4 0.8611 0.7434 0.1351 0.093 Uiso calc R 1
C C5 0.8260(6) 0.7285(6) 0.3256(4) 0.0609(11) Uani d . 1
H H5 0.8298 0.8404 0.3894 0.073 Uiso calc R 1
C C6 0.6780(6) 0.5359(6) 0.7544(5) 0.0602(11) Uani d . 1
H H6 0.6441 0.4968 0.8216 0.072 Uiso calc R 1
C C7 0.7104(6) 0.7101(6) 0.7840(4) 0.0577(10) Uani d . 1
C C8 0.7018(8) 0.8602(7) 0.8977(5) 0.0827(15) Uani d . 1
H H8 0.6729 0.8741 0.9872 0.099 Uiso calc R 1
C C9 0.7445(8) 0.9860(7) 0.8522(5) 0.0868(16) Uani d . 1
H H9 0.7515 1.1015 0.9058 0.104 Uiso calc R 1
C C10 0.7749(6) 0.9074(6) 0.7118(5) 0.0628(11) Uani d . 1
H H10 0.8058 0.9637 0.6557 0.075 Uiso calc R 1
C C11 0.7418(6) 0.1863(5) 0.4251(5) 0.0623(11) Uani d . 1
H H11A 0.8706 0.1588 0.4348 0.075 Uiso calc R 1
H H11B 0.6557 0.0847 0.3582 0.075 Uiso calc R 1
C C12 0.6615(6) 0.2507(5) 0.5646(5) 0.0642(11) Uani d . 1
H H12A 0.5213 0.2089 0.5522 0.077 Uiso calc R 1
H H12B 0.7242 0.2113 0.6263 0.077 Uiso calc R 1
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'
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_publ_flag
N4 Fe1 N3 84.53(15) y
N4 Fe1 N2 84.67(14) y
N3 Fe1 N2 169.07(13) y
N4 Fe1 N1 168.68(14) y
N3 Fe1 N1 84.43(14) y
N2 Fe1 N1 106.43(15) y
C5 N1 C2 105.7(3) ?
C5 N1 Fe1 142.6(3) ?
C2 N1 Fe1 111.6(3) ?
C10 N2 C7 105.4(4) ?
C10 N2 Fe1 142.8(3) ?
C7 N2 Fe1 111.8(3) ?
C1 N3 C11 126.4(4) ?
C1 N3 Fe1 116.2(3) ?
C11 N3 Fe1 117.1(3) ?
C6 N4 C12 126.4(4) ?
C6 N4 Fe1 116.0(3) ?
C12 N4 Fe1 117.3(3) ?
N3 C1 C2 114.6(4) ?
N3 C1 H1 122.7 ?
C2 C1 H1 122.7 ?
C3 C2 N1 111.1(4) ?
C3 C2 C1 135.8(4) ?
N1 C2 C1 113.1(4) ?
C2 C3 C4 105.6(4) ?
C2 C3 H3 127.2 ?
C4 C3 H3 127.2 ?
C5 C4 C3 107.1(4) ?
C5 C4 H4 126.5 ?
C3 C4 H4 126.5 ?
N1 C5 C4 110.6(4) ?
N1 C5 H5 124.7 ?
C4 C5 H5 124.7 ?
N4 C6 C7 114.7(4) ?
N4 C6 H6 122.6 ?
C7 C6 H6 122.6 ?
C8 C7 N2 110.5(4) ?
C8 C7 C6 136.6(4) ?
N2 C7 C6 112.8(4) ?
C7 C8 C9 106.2(4) ?
C7 C8 H8 126.9 ?
C9 C8 H8 126.9 ?
C8 C9 C10 107.0(5) ?
C8 C9 H9 126.5 ?
C10 C9 H9 126.5 ?
N2 C10 C9 110.9(4) ?
N2 C10 H10 124.5 ?
C9 C10 H10 124.5 ?
N3 C11 C12 107.9(4) ?
N3 C11 H11A 110.1 ?
C12 C11 H11A 110.1 ?
N3 C11 H11B 110.1 ?
C12 C11 H11B 110.1 ?
H11A C11 H11B 108.4 ?
N4 C12 C11 108.6(3) ?
N4 C12 H12A 110.0 ?
C11 C12 H12A 110.0 ?
N4 C12 H12B 110.0 ?
C11 C12 H12B 110.0 ?
H12A C12 H12B 108.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 N4 1.833(3) y
Fe1 N3 1.841(3) y
Fe1 N2 1.876(3) y
Fe1 N1 1.876(3) y
N1 C5 1.343(5) ?
N1 C2 1.384(6) ?
N2 C10 1.343(6) ?
N2 C7 1.385(5) ?
N3 C1 1.282(5) ?
N3 C11 1.463(5) ?
N4 C6 1.294(6) ?
N4 C12 1.459(6) ?
C1 C2 1.418(6) ?
C1 H1 0.93 ?
C2 C3 1.374(6) ?
C3 C4 1.397(8) ?
C3 H3 0.93 ?
C4 C5 1.390(6) ?
C4 H4 0.93 ?
C5 H5 0.93 ?
C6 C7 1.417(7) ?
C6 H6 0.93 ?
C7 C8 1.377(7) ?
C8 C9 1.381(8) ?
C8 H8 0.93 ?
C9 C10 1.384(6) ?
C9 H9 0.93 ?
C10 H10 0.93 ?
C11 C12 1.497(6) ?
C11 H11A 0.97 ?
C11 H11B 0.97 ?
C12 H12A 0.97 ?
C12 H12B 0.97 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N4 Fe1 N1 C5 164.8(6)
N3 Fe1 N1 C5 177.6(5)
N2 Fe1 N1 C5 -3.6(5)
N4 Fe1 N1 C2 -11.1(7)
N3 Fe1 N1 C2 1.7(3)
N2 Fe1 N1 C2 -179.5(3)
N4 Fe1 N2 C10 -178.6(5)
N3 Fe1 N2 C10 172.6(6)
N1 Fe1 N2 C10 -0.9(5)
N4 Fe1 N2 C7 -0.9(3)
N3 Fe1 N2 C7 -9.7(8)
N1 Fe1 N2 C7 176.8(3)
N4 Fe1 N3 C1 177.5(3)
N2 Fe1 N3 C1 -173.8(6)
N1 Fe1 N3 C1 0.0(3)
N4 Fe1 N3 C11 -8.3(3)
N2 Fe1 N3 C11 0.5(8)
N1 Fe1 N3 C11 174.3(3)
N3 Fe1 N4 C6 -179.7(3)
N2 Fe1 N4 C6 2.0(3)
N1 Fe1 N4 C6 -166.8(5)
N3 Fe1 N4 C12 -6.3(3)
N2 Fe1 N4 C12 175.4(3)
N1 Fe1 N4 C12 6.5(8)
C11 N3 C1 C2 -175.4(4)
Fe1 N3 C1 C2 -1.7(5)
C5 N1 C2 C3 0.2(5)
Fe1 N1 C2 C3 177.6(3)
C5 N1 C2 C1 179.6(4)
Fe1 N1 C2 C1 -3.0(4)
N3 C1 C2 C3 -177.7(5)
N3 C1 C2 N1 3.1(6)
N1 C2 C3 C4 -0.3(5)
C1 C2 C3 C4 -179.5(5)
C2 C3 C4 C5 0.3(6)
C2 N1 C5 C4 0.1(5)
Fe1 N1 C5 C4 -176.0(4)
C3 C4 C5 N1 -0.3(6)
C12 N4 C6 C7 -175.2(4)
Fe1 N4 C6 C7 -2.5(5)
C10 N2 C7 C8 1.0(5)
Fe1 N2 C7 C8 -177.5(3)
C10 N2 C7 C6 178.4(4)
Fe1 N2 C7 C6 -0.1(4)
N4 C6 C7 C8 178.1(5)
N4 C6 C7 N2 1.7(6)
N2 C7 C8 C9 -1.1(6)
C6 C7 C8 C9 -177.7(5)
C7 C8 C9 C10 0.8(6)
C7 N2 C10 C9 -0.5(5)
Fe1 N2 C10 C9 177.3(3)
C8 C9 C10 N2 -0.2(6)
C1 N3 C11 C12 -166.7(4)
Fe1 N3 C11 C12 19.7(4)
C6 N4 C12 C11 -169.1(4)
Fe1 N4 C12 C11 18.3(4)
N3 C11 C12 N4 -22.6(5)
