#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/54/2215466.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_2215466
loop_
_publ_author_name
'Tang, Ming-Sheng'
'Wu, Yang-Jie'
'Liu, Xiu-Cun'
'Du, Chen-Xia'
'Niu, Yun-Yin'
_publ_section_title
;
 1,1'-[1,4-Phenylenebis(methylene)]dipyridinium hexacyanidoferrate(II)
 octahydrate
;
_journal_coeditor_code           FI2041
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2517
_journal_page_last               m2517
_journal_paper_doi               10.1107/S1600536807042705
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '(C18 H18 N2)2 [Fe (C N)6], 8H2 O'
_chemical_formula_moiety         '2(C18 H18 N2 2+), C6 Fe N6 4-, 8(H2 O)'
_chemical_formula_sum            'C42 H52 Fe N10 O8'
_chemical_formula_weight         880.79
_chemical_name_systematic
;
1,1'-[1,4-Phenylenebis(methylene)]dipyridinium hexacyanidoferrate(II)
octahydrate
;
_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                104.955(2)
_cell_angle_beta                 101.123(3)
_cell_angle_gamma                104.538(2)
_cell_formula_units_Z            1
_cell_length_a                   9.4119(14)
_cell_length_b                   10.7164(16)
_cell_length_c                   12.321(3)
_cell_measurement_reflns_used    2267
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      22.21
_cell_measurement_theta_min      2.33
_cell_volume                     1117.2(4)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2001)'
_computing_publication_material  'SHELXTL (Bruker, 2001)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_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  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0510
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9731
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         2.33
_exptl_absorpt_coefficient_mu    0.399
_exptl_absorpt_correction_T_max  0.9455
_exptl_absorpt_correction_T_min  0.8812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.990
_refine_diff_density_min         -0.368
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         5049
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0568
_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)+(0.1P)²+0.2979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1598
_refine_ls_wR_factor_ref         0.1759
_reflns_number_gt                3739
_reflns_number_total             5049
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fi2041.cif
_cod_data_source_block           I
_cod_database_code               2215466
_cod_database_fobs_code          2215466
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 0.0000 0.0000 0.0000 0.03288(18) Uani d S 1
O O1 0.7215(4) 0.9269(4) 0.4988(3) 0.1141(12) Uani d . 1
H H1W 0.7419 0.8898 0.4365 0.171 Uiso d R 1
H H2W 0.8049 0.9883 0.5437 0.171 Uiso d R 1
O O2 0.3687(3) 0.6379(3) 0.9271(4) 0.1295(17) Uani d . 1
H H3W 0.3386 0.6919 0.8992 0.194 Uiso d R 1
H H4W 0.3855 0.6601 0.9978 0.194 Uiso d R 1
O O3 0.2842(4) 0.3630(3) 0.8512(3) 0.1001(11) Uani d . 1
H H5W 0.2898 0.4438 0.8649 0.150 Uiso d R 1
H H6W 0.2762 0.3370 0.9080 0.150 Uiso d R 1
O O4 0.8906(3) 0.8455(3) 0.3470(2) 0.0822(8) Uani d . 1
H H7W 0.9577 0.8912 0.3254 0.123 Uiso d R 1
H H8W 0.8353 0.7750 0.2931 0.123 Uiso d R 1
N N1 0.1041(3) 0.0368(3) 0.2623(2) 0.0555(7) Uani d . 1
N N2 0.1551(3) -0.2203(3) -0.0605(3) 0.0539(7) Uani d . 1
N N3 0.2958(3) 0.2186(2) 0.0181(2) 0.0505(6) Uani d . 1
N N4 0.2605(2) 0.8518(2) 0.6697(2) 0.0403(5) Uani d . 1
N N5 0.3193(4) 0.5603(3) 0.2302(3) 0.0634(8) Uani d . 1
C C1 0.0670(3) 0.0243(3) 0.1630(3) 0.0394(6) Uani d . 1
C C2 0.0958(3) -0.1385(3) -0.0374(2) 0.0370(6) Uani d . 1
C C3 0.1839(3) 0.1364(3) 0.0117(2) 0.0368(6) Uani d . 1
C C4 0.3744(4) 0.8100(3) 0.6387(3) 0.0608(9) Uani d . 1
H H4 0.3548 0.7458 0.5660 0.073 Uiso calc R 1
C C5 0.5183(4) 0.8608(3) 0.7125(4) 0.0658(10) Uani d . 1
H H5 0.5960 0.8300 0.6909 0.079 Uiso calc R 1
C C6 0.5478(4) 0.9575(3) 0.8186(3) 0.0559(8) Uani d . 1
H H6 0.6456 0.9934 0.8697 0.067 Uiso calc R 1
C C7 0.4304(4) 1.0007(3) 0.8485(3) 0.0529(7) Uani d . 1
H H7 0.4485 1.0671 0.9197 0.063 Uiso calc R 1
C C8 0.2873(3) 0.9451(3) 0.7729(3) 0.0434(6) Uani d . 1
H H8 0.2075 0.9729 0.7937 0.052 Uiso calc R 1
C C9 0.1039(3) 0.7955(3) 0.5867(3) 0.0528(8) Uani d . 1
H H9A 0.1041 0.8296 0.5210 0.063 Uiso calc R 1
H H9B 0.0328 0.8262 0.6258 0.063 Uiso calc R 1
C C10 0.0523(3) 0.6421(3) 0.5428(2) 0.0409(6) Uani d . 1
C C11 0.0583(3) 0.5669(3) 0.6188(2) 0.0478(7) Uani d . 1
H H11 0.0971 0.6112 0.6989 0.057 Uiso calc R 1
C C12 0.0068(3) 0.4262(3) 0.5759(3) 0.0468(7) Uani d . 1
H H12 0.0119 0.3768 0.6277 0.056 Uiso calc R 1
C C13 0.1762(5) 0.4854(4) 0.1682(3) 0.0637(9) Uani d . 1
H H13 0.1498 0.3909 0.1415 0.076 Uiso calc R 1
C C14 0.0686(5) 0.5463(4) 0.1439(3) 0.0693(10) Uani d . 1
H H14 -0.0313 0.4936 0.1020 0.083 Uiso calc R 1
C C15 0.1083(6) 0.6844(5) 0.1813(4) 0.0768(12) Uani d . 1
H H15 0.0363 0.7266 0.1624 0.092 Uiso calc R 1
C C16 0.2515(7) 0.7601(5) 0.2454(5) 0.0936(15) Uani d . 1
H H16 0.2780 0.8546 0.2723 0.112 Uiso calc R 1
C C17 0.3593(5) 0.6973(4) 0.2714(4) 0.0854(13) Uani d . 1
H H17 0.4582 0.7488 0.3167 0.102 Uiso calc R 1
C C18 0.4348(5) 0.4928(5) 0.2578(4) 0.0792(12) Uani d . 1
H H18A 0.5285 0.5380 0.2428 0.095 Uiso calc R 1
H H18B 0.3979 0.3988 0.2072 0.095 Uiso calc R 1
C C19 0.4677(4) 0.4967(3) 0.3827(3) 0.0597(9) Uani d . 1
C C20 0.3580(4) 0.4261(4) 0.4245(4) 0.0694(10) Uani d . 1
H H20 0.2614 0.3756 0.3744 0.083 Uiso calc R 1
C C21 0.3904(4) 0.4300(4) 0.5399(4) 0.0695(10) Uani d . 1
H H21 0.3148 0.3819 0.5660 0.083 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C1 Fe1 C1 2 . 180.0(3)
C1 Fe1 C3 2 2 90.61(11)
C1 Fe1 C3 . 2 89.39(11)
C1 Fe1 C3 2 . 89.39(11)
C1 Fe1 C3 . . 90.61(11)
C3 Fe1 C3 2 . 180.00(18)
C1 Fe1 C2 2 . 89.07(11)
C1 Fe1 C2 . . 90.93(11)
C3 Fe1 C2 2 . 89.95(10)
C3 Fe1 C2 . . 90.05(10)
C1 Fe1 C2 2 2 90.93(11)
C1 Fe1 C2 . 2 89.07(11)
C3 Fe1 C2 2 2 90.05(10)
C3 Fe1 C2 . 2 89.95(10)
C2 Fe1 C2 . 2 180.0(2)
H1W O1 H2W . . 106.4
H3W O2 H4W . . 113.0
H5W O3 H6W . . 112.1
H7W O4 H8W . . 111.5
C8 N4 C4 . . 120.3(3)
C8 N4 C9 . . 119.9(2)
C4 N4 C9 . . 119.7(3)
C13 N5 C17 . . 120.7(4)
C13 N5 C18 . . 120.1(3)
C17 N5 C18 . . 119.2(4)
N1 C1 Fe1 . . 178.2(3)
N2 C2 Fe1 . . 178.8(2)
N3 C3 Fe1 . . 179.5(3)
N4 C4 C5 . . 120.8(3)
N4 C4 H4 . . 119.6
C5 C4 H4 . . 119.6
C4 C5 C6 . . 119.6(3)
C4 C5 H5 . . 120.2
C6 C5 H5 . . 120.2
C5 C6 C7 . . 118.9(3)
C5 C6 H6 . . 120.5
C7 C6 H6 . . 120.5
C8 C7 C6 . . 119.5(3)
C8 C7 H7 . . 120.2
C6 C7 H7 . . 120.2
N4 C8 C7 . . 120.8(3)
N4 C8 H8 . . 119.6
C7 C8 H8 . . 119.6
N4 C9 C10 . . 111.1(2)
N4 C9 H9A . . 109.4
C10 C9 H9A . . 109.4
N4 C9 H9B . . 109.4
C10 C9 H9B . . 109.4
H9A C9 H9B . . 108.0
C12 C10 C11 2_566 . 118.8(3)
C12 C10 C9 2_566 . 119.5(3)
C11 C10 C9 . . 121.6(3)
C12 C11 C10 . . 120.2(3)
C12 C11 H11 . . 119.9
C10 C11 H11 . . 119.9
C11 C12 C10 . 2_566 120.9(3)
C11 C12 H12 . . 119.5
C10 C12 H12 2_566 . 119.5
N5 C13 C14 . . 120.5(4)
N5 C13 H13 . . 119.7
C14 C13 H13 . . 119.7
C15 C14 C13 . . 119.6(4)
C15 C14 H14 . . 120.2
C13 C14 H14 . . 120.2
C16 C15 C14 . . 120.1(4)
C16 C15 H15 . . 120.0
C14 C15 H15 . . 120.0
C15 C16 C17 . . 119.9(4)
C15 C16 H16 . . 120.0
C17 C16 H16 . . 120.0
N5 C17 C16 . . 119.2(4)
N5 C17 H17 . . 120.4
C16 C17 H17 . . 120.4
N5 C18 C19 . . 111.5(3)
N5 C18 H18A . . 109.3
C19 C18 H18A . . 109.3
N5 C18 H18B . . 109.3
C19 C18 H18B . . 109.3
H18A C18 H18B . . 108.0
C21 C19 C20 2_666 . 117.6(4)
C21 C19 C18 2_666 . 120.9(4)
C20 C19 C18 . . 121.4(4)
C21 C20 C19 . . 120.8(3)
C21 C20 H20 . . 119.6
C19 C20 H20 . . 119.6
C19 C21 C20 2_666 . 121.6(4)
C19 C21 H21 2_666 . 119.2
C20 C21 H21 . . 119.2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Fe1 C1 2 1.913(3)
Fe1 C1 . 1.913(3)
Fe1 C3 2 1.918(3)
Fe1 C3 . 1.918(3)
Fe1 C2 . 1.926(3)
Fe1 C2 2 1.926(3)
O1 H1W . 0.8495
O1 H2W . 0.8608
O2 H3W . 0.8253
O2 H4W . 0.8141
O3 H5W . 0.8245
O3 H6W . 0.8266
O4 H7W . 0.8282
O4 H8W . 0.8319
N1 C1 . 1.168(4)
N2 C2 . 1.157(3)
N3 C3 . 1.165(3)
N4 C8 . 1.332(4)
N4 C4 . 1.344(4)
N4 C9 . 1.495(4)
N5 C13 . 1.336(5)
N5 C17 . 1.349(5)
N5 C18 . 1.484(5)
C4 C5 . 1.362(5)
C4 H4 . 0.9300
C5 C6 . 1.370(5)
C5 H5 . 0.9300
C6 C7 . 1.377(4)
C6 H6 . 0.9300
C7 C8 . 1.366(4)
C7 H7 . 0.9300
C8 H8 . 0.9300
C9 C10 . 1.507(4)
C9 H9A . 0.9700
C9 H9B . 0.9700
C10 C12 2_566 1.384(4)
C10 C11 . 1.386(4)
C11 C12 . 1.382(4)
C11 H11 . 0.9300
C12 C10 2_566 1.384(4)
C12 H12 . 0.9300
C13 C14 . 1.362(5)
C13 H13 . 0.9300
C14 C15 . 1.360(6)
C14 H14 . 0.9300
C15 C16 . 1.345(7)
C15 H15 . 0.9300
C16 C17 . 1.384(7)
C16 H16 . 0.9300
C17 H17 . 0.9300
C18 C19 . 1.497(5)
C18 H18A . 0.9700
C18 H18B . 0.9700
C19 C21 2_666 1.380(5)
C19 C20 . 1.384(5)
C20 C21 . 1.383(6)
C20 H20 . 0.9300
C21 C19 2_666 1.380(5)
C21 H21 . 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H2W N1 2_666 0.86 2.48 2.955(5) 115.1
O2 H3W N2 1_566 0.83 2.24 2.812(4) 126.7
O3 H6W N3 1_556 0.83 2.10 2.876(4) 157.3
O4 H7W N1 1_665 0.83 2.21 3.029(4) 168.2
O4 H8W O3 2_666 0.83 1.91 2.729(4) 167.8
O4 H8W O3 2_666 0.83 1.91 2.729(4) 167.8
O4 H7W N1 1_665 0.83 2.21 3.029(4) 168.2
O3 H6W N3 1_556 0.83 2.10 2.876(4) 157.3
O3 H5W O2 . 0.82 1.91 2.702(4) 160.9
O2 H3W N2 1_566 0.83 2.24 2.812(4) 126.7
O1 H2W N1 2_666 0.86 2.48 2.955(5) 115.1
O1 H1W O4 . 0.85 2.01 2.792(5) 151.7
