#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/75/2207551.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_2207551
loop_
_publ_author_name
'Zhao Qi-Hua'
'Zhang, Mei-Su'
'Fang, Rui-Bing'
_publ_section_title
;
 2-(2-Pyridyl)pyridinium
 bis(pyridine-2,6-dicarboxylato-κ²O²,O⁶)iron(III)
 trihydrate
;
_journal_coeditor_code           HG6258
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2575
_journal_page_last               m2577
_journal_paper_doi               10.1107/S1600536805036469
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '(C10 H9 N2) [Fe (C7 H3 N1 O4)2], 3H2 O'
_chemical_formula_moiety         'C10 H9 N2 +, C14 H6 Fe N2 O8 -, 3H2 O'
_chemical_formula_sum            'C24 H21 Fe N4 O11'
_chemical_formula_weight         597.30
_chemical_name_systematic
;2-(2-Pyridyl)pyridinium
 bis(pyridine-2,6-dicarboxylato-κ²O²,O⁶)iron(III)
trihydrate
;
_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                104.62(3)
_cell_angle_beta                 99.57(3)
_cell_angle_gamma                97.02(3)
_cell_formula_units_Z            2
_cell_length_a                   9.4528(19)
_cell_length_b                   10.840(2)
_cell_length_c                   13.178(3)
_cell_measurement_reflns_used    1694
_cell_measurement_temperature    289(2)
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      2.18
_cell_volume                     1269.2(5)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      289(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker SMART 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  0.0181
_diffrn_reflns_av_sigmaI/netI    0.0191
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15248
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.23
_diffrn_reflns_theta_min         2.18
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.664
_exptl_absorpt_correction_T_max  0.9128
_exptl_absorpt_correction_T_min  0.8842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             614
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.285
_refine_ls_extinction_coef       0.042(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         6109
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0294
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0557P)²+0.1599P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0892
_reflns_number_gt                5427
_reflns_number_total             6109
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg6258.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (11
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (18 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (11
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (18 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1269.3(4)
_cod_database_code               2207551
_cod_database_fobs_code          2207551
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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
_atom_site_type_symbol
Fe1 1.21159(2) 1.012510(17) 0.276042(13) 0.03895(8) Uani d . 1 Fe
C1 1.10970(14) 0.89091(13) 0.04497(10) 0.0404(3) Uani d . 1 C
C2 1.10646(18) 0.86523(16) -0.06389(11) 0.0512(3) Uani d . 1 C
H13 1.025(2) 0.8003(17) -0.1145(15) 0.055(5) Uiso d . 1 H
C3 1.2132(2) 0.93735(18) -0.09575(13) 0.0579(4) Uani d . 1 C
H16 1.214(2) 0.9295(19) -0.1634(16) 0.061(5) Uiso d . 1 H
C4 1.31930(19) 1.03177(17) -0.02112(13) 0.0540(4) Uani d . 1 C
H15 1.392(2) 1.0823(18) -0.0411(15) 0.059(5) Uiso d . 1 H
C5 1.31569(15) 1.05072(13) 0.08602(11) 0.0430(3) Uani d . 1 C
C6 1.00540(15) 0.82893(13) 0.10014(11) 0.0437(3) Uani d . 1 C
C7 1.41809(16) 1.14479(14) 0.18294(13) 0.0496(3) Uani d . 1 C
C8 1.28169(13) 0.96779(12) 0.48805(11) 0.0381(3) Uani d . 1 C
C9 1.28659(17) 0.98559(16) 0.59655(12) 0.0492(3) Uani d . 1 C
H9 1.345(2) 0.946(2) 0.6310(17) 0.069(6) Uiso d . 1 H
C10 1.20997(19) 1.07602(16) 0.64695(12) 0.0533(4) Uani d . 1 C
H23 1.214(2) 1.088(2) 0.7161(19) 0.075(6) Uiso d . 1 H
C11 1.13078(16) 1.14499(14) 0.58981(12) 0.0476(3) Uani d . 1 C
H3 1.077(2) 1.2127(19) 0.6215(16) 0.062(5) Uiso d . 1 H
C12 1.13216(13) 1.12264(11) 0.48240(10) 0.0364(2) Uani d . 1 C
C13 1.35535(15) 0.87677(13) 0.41572(12) 0.0450(3) Uani d . 1 C
C14 1.05822(14) 1.18649(12) 0.40357(12) 0.0418(3) Uani d . 1 C
C15 0.74181(14) 1.51557(12) 0.55089(12) 0.0413(3) Uani d . 1 C
C16 0.65395(14) 1.59761(13) 0.51764(14) 0.0469(3) Uani d . 1 C
H14 0.6135(19) 1.6575(17) 0.5703(14) 0.056(5) Uiso d . 1 H
C17 0.63148(16) 1.60073(14) 0.41259(15) 0.0517(3) Uani d . 1 C
H12 0.572(2) 1.6543(19) 0.3915(16) 0.064(5) Uiso d . 1 H
C18 0.69487(19) 1.52254(16) 0.33987(15) 0.0574(4) Uani d . 1 C
H2 0.682(2) 1.5261(19) 0.2675(17) 0.072(6) Uiso d . 1 H
C19 0.78036(19) 1.44211(16) 0.37424(14) 0.0549(4) Uani d . 1 C
H11 0.826(2) 1.384(2) 0.3259(18) 0.076(6) Uiso d . 1 H
C20 0.9213(3) 1.4181(2) 0.77323(17) 0.0728(5) Uani d . 1 C
H8 1.003(3) 1.375(2) 0.7816(19) 0.082(7) Uiso d . 1 H
C21 0.8512(3) 1.4641(2) 0.85575(17) 0.0788(6) Uani d . 1 C
H22 0.885(2) 1.453(2) 0.928(2) 0.084(7) Uiso d . 1 H
C22 0.7418(3) 1.5316(2) 0.83785(16) 0.0756(6) Uani d . 1 C
H1 0.696(3) 1.567(3) 0.892(2) 0.101(8) Uiso d . 1 H
C23 0.7039(2) 1.55318(17) 0.73884(14) 0.0598(4) Uani d . 1 C
H7 0.629(2) 1.6003(19) 0.7242(16) 0.063(5) Uiso d . 1 H
C24 0.77842(15) 1.50220(13) 0.65973(12) 0.0463(3) Uani d . 1 C
O1 0.90329(13) 0.74476(12) 0.04758(10) 0.0654(3) Uani d . 1 O
O2 1.03544(11) 0.87399(10) 0.20259(8) 0.0475(2) Uani d . 1 O
O3 1.52052(15) 1.21704(13) 0.17306(12) 0.0750(4) Uani d . 1 O
O4 1.38381(12) 1.13941(10) 0.27249(9) 0.0535(3) Uani d . 1 O
O5 1.42644(15) 0.80468(13) 0.45041(12) 0.0715(4) Uani d . 1 O
O6 1.33437(12) 0.88697(10) 0.31892(8) 0.0503(2) Uani d . 1 O
O7 0.98110(13) 1.26553(11) 0.43196(11) 0.0626(3) Uani d . 1 O
O8 1.08591(12) 1.14980(10) 0.30978(8) 0.0486(2) Uani d . 1 O
O9 1.3130(2) 1.38080(18) 0.87714(16) 0.0854(5) Uani d D 1 O
H17 1.252(2) 1.346(2) 0.8957(19) 0.076(7) Uiso d D 1 H
O10 0.6738(2) 1.35037(19) 1.04958(16) 0.0976(5) Uani d . 1 O
H18 0.584(2) 1.3777(19) 1.0375(15) 0.055(5) Uiso d . 1 H
H6 0.608(3) 1.308(3) 1.087(2) 0.120(10) Uiso d . 1 H
O11 0.5145(2) 1.2095(2) 0.84814(18) 0.0889(5) Uani d . 1 O
H4 0.550(3) 1.198(3) 0.797(2) 0.101(9) Uiso d . 1 H
H26 0.578(3) 1.248(3) 0.897(2) 0.096(10) Uiso d . 1 H
N1 1.21225(12) 0.98084(10) 0.11519(9) 0.0384(2) Uani d . 1 N
N2 1.20706(10) 1.03623(9) 0.43515(8) 0.0334(2) Uani d . 1 N
N3 0.80041(13) 1.44057(11) 0.47627(11) 0.0454(3) Uani d . 1 N
H10 0.854(2) 1.3940(19) 0.4920(16) 0.060(5) Uiso d . 1 H
N4 0.88636(16) 1.43551(14) 0.67615(12) 0.0586(3) Uani d . 1 N
H5 1.377(3) 1.347(4) 0.882(3) 0.151(16) Uiso d D 1 H
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
_geom_angle_publ_flag
O4 Fe1 O6 . 94.09(5) y
O4 Fe1 O2 . 151.76(4) y
O6 Fe1 O2 . 93.87(5) y
O4 Fe1 O8 . 93.80(5) y
O6 Fe1 O8 . 151.63(4) y
O2 Fe1 O8 . 91.94(5) y
O4 Fe1 N2 . 106.14(5) y
O6 Fe1 N2 . 75.70(5) y
O2 Fe1 N2 . 102.08(5) y
O8 Fe1 N2 . 75.93(5) y
O4 Fe1 N1 . 75.92(6) y
O6 Fe1 N1 . 103.12(5) y
O2 Fe1 N1 . 75.89(5) y
O8 Fe1 N1 . 105.23(5) y
N2 Fe1 N1 . 177.64(4) y
N1 C1 C2 . 120.69(14) ?
N1 C1 C6 . 111.34(11) ?
C2 C1 C6 . 127.97(14) ?
C1 C2 C3 . 117.40(15) ?
C1 C2 H13 . 118.6(11) ?
C3 C2 H13 . 124.0(10) ?
C2 C3 C4 . 121.16(14) ?
C2 C3 H16 . 122.0(13) ?
C4 C3 H16 . 116.7(13) ?
C5 C4 C3 . 117.88(15) ?
C5 C4 H15 . 119.6(12) ?
C3 C4 H15 . 122.5(11) ?
N1 C5 C4 . 120.17(14) ?
N1 C5 C7 . 111.10(12) ?
C4 C5 C7 . 128.73(14) ?
O1 C6 O2 . 126.00(14) ?
O1 C6 C1 . 120.19(13) ?
O2 C6 C1 . 113.81(12) ?
O3 C7 O4 . 125.44(16) ?
O3 C7 C5 . 121.16(15) ?
O4 C7 C5 . 113.40(12) ?
N2 C8 C9 . 120.56(13) ?
N2 C8 C13 . 111.47(11) ?
C9 C8 C13 . 127.96(13) ?
C8 C9 C10 . 117.78(15) ?
C8 C9 H9 . 118.5(14) ?
C10 C9 H9 . 123.4(14) ?
C11 C10 C9 . 120.72(14) ?
C11 C10 H23 . 121.6(15) ?
C9 C10 H23 . 117.7(15) ?
C12 C11 C10 . 118.08(13) ?
C12 C11 H3 . 117.3(11) ?
C10 C11 H3 . 124.6(11) ?
N2 C12 C11 . 120.60(13) ?
N2 C12 C14 . 111.00(11) ?
C11 C12 C14 . 128.39(12) ?
O5 C13 O6 . 126.63(14) ?
O5 C13 C8 . 120.45(14) ?
O6 C13 C8 . 112.92(11) ?
O7 C14 O8 1 126.02(14) ?
O7 C14 O8 . 126.02(14) ?
O7 C14 C12 1 120.14(14) ?
O7 C14 C12 . 120.14(14) ?
O8 C14 C12 . 113.85(11) ?
N3 C15 C16 . 117.28(14) ?
N3 C15 C24 . 116.20(12) ?
C16 C15 C24 . 126.52(13) ?
C17 C16 C15 . 119.75(14) ?
C17 C16 H14 . 120.2(10) ?
C15 C16 H14 . 119.9(11) ?
C16 C17 C18 . 120.51(14) ?
C16 C17 H12 . 118.7(13) ?
C18 C17 H12 . 120.8(13) ?
C19 C18 C17 . 118.75(16) ?
C19 C18 H2 . 120.2(13) ?
C17 C18 H2 . 121.0(13) ?
N3 C19 C18 . 119.70(15) ?
N3 C19 H11 . 118.6(13) ?
C18 C19 H11 . 121.7(13) ?
N4 C20 C21 . 123.3(2) ?
N4 C20 H8 . 113.4(14) ?
C21 C20 H8 . 123.2(14) ?
C22 C21 C20 . 118.8(2) ?
C22 C21 H22 . 121.0(14) ?
C20 C21 H22 . 120.1(14) ?
C21 C22 C23 . 119.6(2) ?
C21 C22 H1 . 121.0(17) ?
C23 C22 H1 . 119.3(17) ?
C22 C23 C24 . 118.11(19) ?
C22 C23 H7 . 121.5(13) ?
C24 C23 H7 . 120.4(12) ?
N4 C24 C23 . 122.98(16) ?
N4 C24 C15 . 115.00(14) ?
C23 C24 C15 . 122.00(15) ?
C6 O2 Fe1 . 120.37(9) ?
C7 O4 Fe1 . 120.83(10) ?
C13 O6 Fe1 . 120.88(9) ?
C14 O8 Fe1 . 120.42(9) ?
H17 O9 H5 . 109(3) ?
H18 O10 H6 . 71.7(19) ?
H4 O11 H26 . 106(3) ?
C1 N1 C5 . 122.70(12) ?
C1 N1 Fe1 . 118.56(9) ?
C5 N1 Fe1 . 118.74(10) ?
C8 N2 C12 . 122.25(11) ?
C8 N2 Fe1 . 118.98(8) ?
C12 N2 Fe1 . 118.75(9) ?
C19 N3 C15 . 124.00(13) ?
C19 N3 H10 . 114.9(15) y
C15 N3 H10 . 121.0(15) y
C20 N4 C24 . 117.24(17) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 O4 . 2.0139(12) y
Fe1 O6 . 2.0185(11) y
Fe1 O2 . 2.0209(13) y
Fe1 O8 . 2.0243(12) y
Fe1 N2 . 2.0553(11) y
Fe1 N1 . 2.0612(12) y
C1 N1 . 1.3274(18) ?
C1 C2 . 1.3849(19) ?
C1 C6 . 1.508(2) ?
C2 C3 . 1.385(2) ?
C2 H13 . 0.996(18) ?
C3 C4 . 1.391(3) ?
C3 H16 . 0.88(2) ?
C4 C5 . 1.381(2) ?
C4 H15 . 0.939(19) ?
C5 N1 . 1.3299(17) ?
C5 C7 . 1.516(2) ?
C6 O1 . 1.2196(18) ?
C6 O2 . 1.2837(17) ?
C7 O3 . 1.2148(19) ?
C7 O4 . 1.2877(19) ?
C8 N2 . 1.3265(17) ?
C8 C9 . 1.386(2) ?
C8 C13 . 1.5101(19) ?
C9 C10 . 1.390(2) ?
C9 H9 . 0.88(2) ?
C10 C11 . 1.386(3) ?
C10 H23 . 0.88(2) ?
C11 C12 . 1.3770(19) ?
C11 H3 . 0.99(2) ?
C12 N2 . 1.3344(16) ?
C12 C14 . 1.512(2) ?
C13 O5 . 1.2156(18) ?
C13 O6 . 1.2928(19) ?
C14 O7 1 1.2194(17) ?
C14 O7 . 1.2194(17) ?
C14 O8 . 1.2803(18) ?
C15 N3 . 1.3499(18) y
C15 C16 . 1.389(2) ?
C15 C24 . 1.466(2) ?
C16 C17 . 1.375(2) ?
C16 H14 . 0.985(19) ?
C17 C18 . 1.379(3) ?
C17 H12 . 0.92(2) ?
C18 C19 . 1.367(2) ?
C18 H2 . 0.95(2) ?
C19 N3 . 1.331(2) y
C19 H11 . 0.97(2) ?
C20 N4 . 1.334(2) y
C20 C21 . 1.385(3) ?
C20 H8 . 0.96(2) ?
C21 C22 . 1.361(4) ?
C21 H22 . 1.00(2) ?
C22 C23 . 1.380(3) ?
C22 H1 . 0.92(3) ?
C23 C24 . 1.392(2) ?
C23 H7 . 0.95(2) ?
C24 N4 . 1.340(2) y
O9 H17 . 0.757(19) ?
O9 H5 . 0.749(19) ?
O10 H18 . 0.93(2) ?
O10 H6 . 0.99(3) ?
O11 H4 . 0.79(3) ?
O11 H26 . 0.79(3) ?
N3 H10 . 0.80(2) y
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
C4 H15 O11 1_654 0.939(19) 2.56(2) 3.457(3) 159.4(15)
O10 H6 O3 1_456 0.99(3) 1.91(3) 2.880(2) 167(3)
C17 H12 O5 1_465 0.92(2) 2.32(2) 3.115(2) 144.0(17)
N3 H10 O7 1 0.80(2) 2.04(2) 2.7246(17) 143.3(19)
O9 H5 O11 1_655 0.749(19) 2.11(2) 2.823(3) 161(4)
