#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/58/2225880.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_2225880
loop_
_publ_author_name
'Pavlová, Anna'
'Černák, Juraj'
'Harms, Klaus'
_publ_section_title
;
 catena-Poly[[[diaqua(di-2-pyridylamine-κ²N,N')nickel(II)]-μ-fumarato-κ²O¹:O⁴]
 tetrahydrate]
;
_journal_coeditor_code           HG2662
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m501
_journal_page_last               m502
_journal_paper_doi               10.1107/S1600536810012225
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac
'[Ni (C4 H2 O4) (C10 H9 N3) (H2 O1)2], 4H2 O1'
_chemical_formula_moiety         'C14 H13 N3 Ni1 O6, 4(H2 O1)'
_chemical_formula_sum            'C14 H21 N3 Ni O10'
_chemical_formula_weight         450.03
_chemical_name_systematic
;
catena-Poly[[[diaqua(di-2-pyridylamine-
κ²N,N')nickel(II)]-μ-fumarato-
κ²O¹:O⁴] tetrahydrate]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.138(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.1421(12)
_cell_length_b                   12.4034(8)
_cell_length_c                   12.8701(13)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.29
_cell_volume                     1927.2(3)
_computing_cell_refinement       'IPDS (Stoe & Cie, 1996)'
_computing_data_collection       'IPDS (Stoe & Cie, 1996)'
_computing_data_reduction        'IPDS (Stoe & Cie, 1996)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2006)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       φ
_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  0.0477
_diffrn_reflns_av_sigmaI/netI    0.0448
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13672
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.29
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.064
_exptl_absorpt_correction_T_max  0.8361
_exptl_absorpt_correction_T_min  0.7495
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
(WinGX; Farrugia, 1999)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.307
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.902
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3397
_refine_ls_number_restraints     16
_refine_ls_restrained_S_all      0.899
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0294
_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)+(0.0432P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0650
_refine_ls_wR_factor_ref         0.0692
_reflns_number_gt                2538
_reflns_number_total             3397
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            hg2662.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C14 H21 N3 Ni1 O10'
_cod_database_code               2225880
_cod_database_fobs_code          2225880
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni 0.24621(2) 0.59939(2) 0.31901(2) 0.01368(9) Uani d . 1 . .
N N1 0.15403(15) 0.73037(15) 0.35699(14) 0.0191(4) Uani d . 1 . .
N N2 0.12272(15) 0.50121(15) 0.36286(14) 0.0179(4) Uani d . 1 . .
N N3 -0.01512(15) 0.63520(17) 0.32761(16) 0.0237(5) Uani d D 1 . .
H H3N -0.0882(3) 0.644(2) 0.317(2) 0.028 Uiso d D 1 . .
C C1 0.2063(2) 0.82458(19) 0.38251(18) 0.0237(5) Uani d . 1 . .
H H1 0.2833 0.8248 0.3912 0.028 Uiso calc R 1 . .
C C2 0.1523(2) 0.9199(2) 0.3963(2) 0.0310(6) Uani d . 1 . .
H H2 0.1917 0.9827 0.4141 0.037 Uiso calc R 1 . .
C C3 0.0372(2) 0.9198(2) 0.3831(2) 0.0336(7) Uani d . 1 . .
H H3 -0.0020 0.9835 0.3898 0.040 Uiso calc R 1 . .
C C4 -0.0179(2) 0.8252(2) 0.35992(19) 0.0286(6) Uani d . 1 . .
H H4 -0.0949 0.8236 0.3519 0.034 Uiso calc R 1 . .
C C5 0.04309(19) 0.73020(19) 0.34832(18) 0.0204(5) Uani d . 1 . .
C C6 0.01564(18) 0.53059(19) 0.35449(18) 0.0197(5) Uani d . 1 . .
C C7 -0.0681(2) 0.4572(2) 0.37210(19) 0.0278(6) Uani d . 1 . .
H H7 -0.1419 0.4787 0.3649 0.033 Uiso calc R 1 . .
C C8 -0.0401(2) 0.3536(2) 0.4000(2) 0.0321(6) Uani d . 1 . .
H H8 -0.0949 0.3038 0.4111 0.039 Uiso calc R 1 . .
C C9 0.0702(2) 0.3232(2) 0.4115(2) 0.0298(6) Uani d . 1 . .
H H9 0.0909 0.2535 0.4318 0.036 Uiso calc R 1 . .
C C10 0.14803(19) 0.3986(2) 0.39222(18) 0.0232(5) Uani d . 1 . .
H H10 0.2221 0.3782 0.3997 0.028 Uiso calc R 1 . .
C C11 0.35852(19) 0.41929(18) 0.21127(18) 0.0211(5) Uani d . 1 . .
C C12 0.4552(2) 0.34435(19) 0.2153(2) 0.0237(5) Uani d . 1 . .
H H12 0.4647 0.3038 0.1561 0.028 Uiso calc R 1 . .
C C13 0.52676(19) 0.33281(19) 0.29733(19) 0.0219(5) Uani d . 1 . .
H H13 0.5169 0.3725 0.3569 0.026 Uiso calc R 1 . .
C C14 0.37611(18) 0.75874(18) 0.20000(18) 0.0194(5) Uani d . 1 . .
O O1 0.34712(13) 0.47257(12) 0.29159(12) 0.0215(4) Uani d . 1 . .
O O2 0.29572(18) 0.42549(19) 0.12676(16) 0.0551(7) Uani d . 1 . .
O O3 0.37265(13) 0.69567(13) 0.27580(13) 0.0232(4) Uani d . 1 . .
O O4 0.30434(14) 0.76425(15) 0.12189(13) 0.0321(4) Uani d . 1 . .
O O5 0.33762(13) 0.59538(13) 0.46659(12) 0.0219(3) Uani d GD 1 . .
H H5A 0.3240 0.6366 0.5164 0.033 Uiso d GD 1 . .
H H5B 0.3568 0.5360 0.4962 0.033 Uiso d GD 1 . .
O O6 0.17160(12) 0.59825(13) 0.16421(12) 0.0175(3) Uani d GD 1 . .
H H6A 0.2057 0.6510 0.1403 0.026 Uiso d GD 1 . .
H H6B 0.2005 0.5428 0.1393 0.026 Uiso d GD 1 . .
O O7 0.25446(19) 0.1566(3) 0.2196(3) 0.0818(9) Uani d GD 1 . .
H H7A 0.3002 0.1105 0.2475 0.123 Uiso d GD 1 . .
H H7B 0.2680 0.1597 0.1562 0.123 Uiso d GD 1 . .
O O8 0.4461(4) 0.5742(5) 0.0058(5) 0.0810(18) Uani d P 0.50 A 1
O O9 0.5592(5) 0.5821(4) 0.1705(5) 0.0784(17) Uani d P 0.50 B 2
O O10 0.6567(2) 0.6997(2) 0.04168(19) 0.0643(7) Uani d GD 1 . .
H H10B 0.6851 0.6769 -0.0117 0.096 Uiso d GD 1 . .
H H10A 0.6224 0.6455 0.0627 0.096 Uiso d GD 1 . .
O O11 0.58881(17) 0.89674(18) -0.0632(2) 0.0576(6) Uani d GD 1 . .
H H11A 0.5219 0.8939 -0.0903 0.086 Uiso d GD 1 . .
H H11B 0.5919 0.8526 -0.0124 0.086 Uiso d GD 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3390 1.1120 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 '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
_geom_angle_publ_flag
O1 Ni N2 . . 93.42(7) ?
O1 Ni N1 . . 175.24(7) ?
N2 Ni N1 . . 88.36(8) ?
O1 Ni O3 . . 85.53(7) ?
N2 Ni O3 . . 178.84(7) ?
N1 Ni O3 . . 92.65(7) ?
O1 Ni O5 . . 82.49(6) ?
N2 Ni O5 . . 93.92(7) ?
N1 Ni O5 . . 92.99(7) ?
O3 Ni O5 . . 85.46(6) ?
O1 Ni O6 . . 92.10(6) ?
N2 Ni O6 . . 90.18(7) ?
N1 Ni O6 . . 92.30(7) ?
O3 Ni O6 . . 90.35(6) ?
O5 Ni O6 . . 173.40(6) ?
C5 N1 C1 . . 117.6(2) ?
C5 N1 Ni . . 123.07(16) ?
C1 N1 Ni . . 119.05(15) ?
C6 N2 C10 . . 117.80(19) ?
C6 N2 Ni . . 123.03(15) ?
C10 N2 Ni . . 118.87(15) ?
C6 N3 C5 . . 129.1(2) ?
C6 N3 H3N . . 113.0(18) ?
C5 N3 H3N . . 114.0(18) ?
N1 C1 C2 . . 123.8(2) ?
N1 C1 H1 . . 118.1 ?
C2 C1 H1 . . 118.1 ?
C1 C2 C3 . . 118.2(2) ?
C1 C2 H2 . . 120.9 ?
C3 C2 H2 . . 120.9 ?
C4 C3 C2 . . 119.2(2) ?
C4 C3 H3 . . 120.4 ?
C2 C3 H3 . . 120.4 ?
C3 C4 C5 . . 119.4(2) ?
C3 C4 H4 . . 120.3 ?
C5 C4 H4 . . 120.3 ?
N1 C5 N3 . . 120.3(2) ?
N1 C5 C4 . . 121.7(2) ?
N3 C5 C4 . . 118.0(2) ?
N2 C6 N3 . . 120.5(2) ?
N2 C6 C7 . . 121.6(2) ?
N3 C6 C7 . . 117.9(2) ?
C8 C7 C6 . . 119.2(2) ?
C8 C7 H7 . . 120.4 ?
C6 C7 H7 . . 120.4 ?
C7 C8 C9 . . 119.7(2) ?
C7 C8 H8 . . 120.2 ?
C9 C8 H8 . . 120.2 ?
C10 C9 C8 . . 118.2(2) ?
C10 C9 H9 . . 120.9 ?
C8 C9 H9 . . 120.9 ?
N2 C10 C9 . . 123.5(2) ?
N2 C10 H10 . . 118.3 ?
C9 C10 H10 . . 118.3 ?
O1 C11 O2 . . 124.9(2) ?
O1 C11 C12 . . 117.2(2) ?
O2 C11 C12 . . 117.9(2) ?
C13 C12 C11 . . 123.4(2) ?
C13 C12 H12 . . 118.3 ?
C11 C12 H12 . . 118.3 ?
C12 C13 C14 . 2_645 123.0(2) ?
C12 C13 H13 . . 118.5 ?
C14 C13 H13 2_645 . 118.5 ?
O3 C14 O4 . . 125.2(2) ?
O3 C14 C13 . 2_655 117.3(2) ?
O4 C14 C13 . 2_655 117.5(2) ?
C11 O1 Ni . . 132.19(15) ?
C14 O3 Ni . . 131.06(14) ?
Ni O5 H5A . . 122.8 ?
Ni O5 H5B . . 121.3 ?
H5A O5 H5B . . 104.5 ?
Ni O6 H6A . . 99.3 ?
Ni O6 H6B . . 102.1 ?
H6A O6 H6B . . 104.5 ?
H7A O7 H7B . . 104.5 ?
H10B O10 H10A . . 104.5 ?
H11A O11 H11B . . 104.5 ?
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
Ni O1 . 2.0475(15) ?
Ni N2 . 2.0569(18) ?
Ni N1 . 2.0611(19) ?
Ni O3 . 2.0676(15) ?
Ni O5 . 2.0955(16) ?
Ni O6 . 2.0986(16) ?
N1 C5 . 1.340(3) ?
N1 C1 . 1.353(3) ?
N2 C6 . 1.343(3) ?
N2 C10 . 1.353(3) ?
N3 C6 . 1.384(3) ?
N3 C5 . 1.385(3) ?
N3 H3N . 0.8899(10) ?
C1 C2 . 1.372(3) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.390(4) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.368(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.408(3) ?
C4 H4 . 0.9300 ?
C6 C7 . 1.401(3) ?
C7 C8 . 1.367(4) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.384(4) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.371(3) ?
C9 H9 . 0.9300 ?
C10 H10 . 0.9300 ?
C11 O1 . 1.247(3) ?
C11 O2 . 1.262(3) ?
C11 C12 . 1.493(3) ?
C12 C13 . 1.302(3) ?
C12 H12 . 0.9300 ?
C13 C14 2_645 1.492(3) ?
C13 H13 . 0.9300 ?
C14 O3 . 1.255(3) ?
C14 O4 . 1.260(3) ?
C14 C13 2_655 1.492(3) ?
O5 H5A . 0.8499 ?
O5 H5B . 0.8499 ?
O6 H6A . 0.8499 ?
O6 H6B . 0.8499 ?
O7 H7A . 0.8499 ?
O7 H7B . 0.8500 ?
O10 H10B . 0.8500 ?
O10 H10A . 0.8499 ?
O11 H11A . 0.8499 ?
O11 H11B . 0.8500 ?
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
O5 H5A O4 4_576 0.85 1.87 2.713(2) 174.6
O5 H5B O11 2_645 0.85 2.01 2.859(3) 176.6
O6 H6B O2 . 0.85 1.88 2.693(2) 160.5
O6 H6A O4 . 0.85 1.88 2.706(2) 164.6
O7 H7B O11 3_665 0.85 2.32 2.988(4) 135.6
O7 H7A O9 2_645 0.85 1.94 2.700(7) 148.1
O10 H10B O2 3_665 0.85 1.98 2.777(3) 155.1
O10 H10A O8 . 0.85 2.36 2.987(6) 131.0
O10 H10A O9 . 0.85 1.83 2.588(6) 147.1
O11 H11A O5 4_575 0.85 2.43 3.116(3) 138.1
O11 H11B O10 . 0.85 2.14 2.870(4) 143.6
N3 H3N O7 2 0.8899(10) 2.029(4) 2.917(3) 175(3)
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 Ni N1 C5 . . . . -30.95(18) ?
O3 Ni N1 C5 . . . . 149.62(18) ?
O5 Ni N1 C5 . . . . -124.78(18) ?
O6 Ni N1 C5 . . . . 59.16(18) ?
N2 Ni N1 C1 . . . . 155.52(18) ?
O3 Ni N1 C1 . . . . -23.91(18) ?
O5 Ni N1 C1 . . . . 61.69(18) ?
O6 Ni N1 C1 . . . . -114.37(17) ?
O1 Ni N2 C6 . . . . -154.26(18) ?
N1 Ni N2 C6 . . . . 30.16(18) ?
O5 Ni N2 C6 . . . . 123.05(18) ?
O6 Ni N2 C6 . . . . -62.14(18) ?
O1 Ni N2 C10 . . . . 19.27(17) ?
N1 Ni N2 C10 . . . . -156.31(17) ?
O5 Ni N2 C10 . . . . -63.42(17) ?
O6 Ni N2 C10 . . . . 111.39(17) ?
C5 N1 C1 C2 . . . . -2.3(3) ?
Ni N1 C1 C2 . . . . 171.57(19) ?
N1 C1 C2 C3 . . . . -0.2(4) ?
C1 C2 C3 C4 . . . . 1.9(4) ?
C2 C3 C4 C5 . . . . -1.1(4) ?
C1 N1 C5 N3 . . . . -176.7(2) ?
Ni N1 C5 N3 . . . . 9.7(3) ?
C1 N1 C5 C4 . . . . 3.2(3) ?
Ni N1 C5 C4 . . . . -170.46(17) ?
C6 N3 C5 N1 . . . . 29.9(4) ?
C6 N3 C5 C4 . . . . -150.0(2) ?
C3 C4 C5 N1 . . . . -1.6(4) ?
C3 C4 C5 N3 . . . . 178.3(2) ?
C10 N2 C6 N3 . . . . 178.2(2) ?
Ni N2 C6 N3 . . . . -8.2(3) ?
C10 N2 C6 C7 . . . . -2.0(3) ?
Ni N2 C6 C7 . . . . 171.57(17) ?
C5 N3 C6 N2 . . . . -30.8(4) ?
C5 N3 C6 C7 . . . . 149.4(2) ?
N2 C6 C7 C8 . . . . 1.0(4) ?
N3 C6 C7 C8 . . . . -179.2(2) ?
C6 C7 C8 C9 . . . . 0.7(4) ?
C7 C8 C9 C10 . . . . -1.3(4) ?
C6 N2 C10 C9 . . . . 1.4(3) ?
Ni N2 C10 C9 . . . . -172.42(19) ?
C8 C9 C10 N2 . . . . 0.2(4) ?
O1 C11 C12 C13 . . . . -0.2(4) ?
O2 C11 C12 C13 . . . . 178.6(3) ?
C11 C12 C13 C14 . . . 2_645 -179.2(2) ?
O2 C11 O1 Ni . . . . -9.5(4) ?
C12 C11 O1 Ni . . . . 169.25(15) ?
N2 Ni O1 C11 . . . . 91.7(2) ?
O3 Ni O1 C11 . . . . -88.8(2) ?
O5 Ni O1 C11 . . . . -174.8(2) ?
O6 Ni O1 C11 . . . . 1.4(2) ?
O4 C14 O3 Ni . . . . -12.0(4) ?
C13 C14 O3 Ni 2_655 . . . 168.21(15) ?
O1 Ni O3 C14 . . . . 115.7(2) ?
N1 Ni O3 C14 . . . . -68.7(2) ?
O5 Ni O3 C14 . . . . -161.5(2) ?
O6 Ni O3 C14 . . . . 23.6(2) ?
