#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/52/2215286.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_2215286
loop_
_publ_author_name
'Hao, Lu-Jiang'
'Yu, Tong-Li'
_publ_section_title
catena-Poly[[(2,2'-bipyridine)nickel(II)]-μ-imidazole-4,5-dicarboxylato]
_journal_coeditor_code           WM2133
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2374
_journal_page_last               m2374
_journal_paper_doi               10.1107/S1600536807040330
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Ni (C5 H N2 O4) (C10 H8 N2)]'
_chemical_formula_moiety         'C15 H9 N4 Ni O4'
_chemical_formula_sum            'C15 H9 N4 Ni O4'
_chemical_formula_weight         367.97
_chemical_name_systematic
;
catena-Poly[[(2,2'-bipyridine)nickel(II)]-μ-imidazole-4,5-dicarboxylato]
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.7980(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   20.424(2)
_cell_length_b                   9.6712(10)
_cell_length_c                   14.7510(10)
_cell_measurement_reflns_used    5614
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.09
_cell_measurement_theta_min      2.34
_cell_volume                     2852.1(4)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        SAINT-Plus
_computing_molecular_graphics    'SHELXTL (Bruker, 2001)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEXII 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  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15248
_diffrn_reflns_theta_full        26.09
_diffrn_reflns_theta_max         26.09
_diffrn_reflns_theta_min         2.34
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.390
_exptl_absorpt_correction_T_max  0.8186
_exptl_absorpt_correction_T_min  0.8186
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.714
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.314
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         5614
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0270
_refine_ls_shift/su_max          0.039
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.031P)²+1.5005P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0630
_refine_ls_wR_factor_ref         0.0656
_reflns_number_gt                4906
_reflns_number_total             5614
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wm2133.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2215286
_cod_database_fobs_code          2215286
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
C C1 0.70626(11) 0.3208(2) 0.84600(14) 0.0280(5) Uani d . 1
H H1 0.6703 0.3795 0.8250 0.034 Uiso calc R 1
C C2 0.76975(11) 0.3757(2) 0.86436(14) 0.0292(5) Uani d . 1
H H2 0.7765 0.4696 0.8565 0.035 Uiso calc R 1
C C3 0.82307(11) 0.2885(2) 0.89466(15) 0.0313(5) Uani d . 1
H H3 0.8665 0.3227 0.9076 0.038 Uiso calc R 1
C C4 0.81098(10) 0.1489(2) 0.90560(14) 0.0295(5) Uani d . 1
H H4 0.8464 0.0881 0.9250 0.035 Uiso calc R 1
C C5 0.74584(10) 0.1011(2) 0.88736(13) 0.0236(4) Uani d . 1
C C6 0.72867(10) -0.0457(2) 0.90085(13) 0.0243(4) Uani d . 1
C C7 0.77634(11) -0.1445(2) 0.93791(14) 0.0290(5) Uani d . 1
H H7 0.8213 -0.1206 0.9544 0.035 Uiso calc R 1
C C8 0.75597(11) -0.2782(2) 0.94981(15) 0.0327(5) Uani d . 1
H H8 0.7872 -0.3458 0.9738 0.039 Uiso calc R 1
C C9 0.68885(11) -0.3107(2) 0.92581(16) 0.0330(5) Uani d . 1
H H9 0.6739 -0.4000 0.9335 0.040 Uiso calc R 1
C C10 0.64444(11) -0.2073(2) 0.89007(15) 0.0311(5) Uani d . 1
H H10 0.5992 -0.2288 0.8743 0.037 Uiso calc R 1
C C11 0.52685(10) 0.2341(2) 0.94608(14) 0.0250(4) Uani d . 1
C C12 0.51350(9) 0.3154(2) 0.85976(13) 0.0226(4) Uani d . 1
C C13 0.52113(10) 0.3687(2) 0.72120(14) 0.0240(4) Uani d . 1
H H13 0.5344 0.3682 0.6645 0.029 Uiso calc R 1
C C14 0.47021(10) 0.4233(2) 0.82990(13) 0.0218(4) Uani d . 1
C C15 0.41987(10) 0.4930(2) 0.87196(14) 0.0249(4) Uani d . 1
C C16 0.86416(12) 1.3021(2) 0.17951(16) 0.0336(5) Uani d . 1
H H16 0.9088 1.3170 0.2069 0.040 Uiso calc R 1
C C17 0.82576(13) 1.4144(2) 0.14208(18) 0.0409(6) Uani d . 1
H H17 0.8443 1.5024 0.1434 0.049 Uiso calc R 1
C C18 0.75971(13) 1.3921(3) 0.10311(18) 0.0425(6) Uani d . 1
H H18 0.7325 1.4654 0.0779 0.051 Uiso calc R 1
C C19 0.73392(12) 1.2599(2) 0.10156(15) 0.0349(5) Uani d . 1
H H19 0.6892 1.2432 0.0754 0.042 Uiso calc R 1
C C20 0.77551(10) 1.1524(2) 0.13943(13) 0.0259(4) Uani d . 1
C C21 0.75113(10) 1.0085(2) 0.14528(14) 0.0256(4) Uani d . 1
C C22 0.68389(11) 0.9734(3) 0.12219(16) 0.0369(5) Uani d . 1
H H22 0.6522 1.0388 0.0959 0.044 Uiso calc R 1
C C23 0.66441(12) 0.8402(3) 0.13871(18) 0.0436(6) Uani d . 1
H H23 0.6195 0.8156 0.1241 0.052 Uiso calc R 1
C C24 0.95914(9) 0.7532(2) 0.33096(13) 0.0207(4) Uani d . 1
C C25 0.77823(11) 0.7847(2) 0.19550(15) 0.0298(5) Uani d . 1
H H25 0.8108 0.7201 0.2199 0.036 Uiso calc R 1
C C26 0.93275(10) 0.8466(2) 0.39410(13) 0.0237(4) Uani d . 1
C C27 1.04263(9) 0.5862(2) 0.43335(13) 0.0213(4) Uani d . 1
C C28 1.00285(9) 0.6432(2) 0.34751(13) 0.0212(4) Uani d . 1
C C29 0.97693(10) 0.6785(2) 0.20109(13) 0.0228(4) Uani d . 1
H H29 0.9748 0.6693 0.1378 0.027 Uiso calc R 1
C C30 0.71208(11) 0.7442(3) 0.17694(16) 0.0383(6) Uani d . 1
H H30 0.7000 0.6547 0.1898 0.046 Uiso calc R 1
N N1 0.69405(8) 0.18621(18) 0.85704(11) 0.0246(4) Uani d . 1
N N2 0.66336(8) -0.07771(18) 0.87706(12) 0.0253(4) Uani d . 1
N N3 0.54579(8) 0.28113(17) 0.79038(11) 0.0235(4) Uani d . 1
N N4 0.47564(8) 0.45708(17) 0.74142(11) 0.0231(4) Uani d . 1
N N5 0.79758(8) 0.91347(18) 0.17983(11) 0.0246(4) Uani d . 1
N N6 0.94283(8) 0.77605(17) 0.23760(11) 0.0219(4) Uani d . 1
N N7 1.01414(8) 0.59611(17) 0.26445(11) 0.0220(4) Uani d . 1
N N8 0.84001(8) 1.17327(18) 0.17805(12) 0.0269(4) Uani d . 1
Ni Ni1 0.899423(11) 0.97523(2) 0.214416(15) 0.01502(7) Uani d . 1
Ni Ni2 0.597902(11) 0.09584(2) 0.819724(16) 0.01727(7) Uani d . 1
O O1 0.56785(7) 0.13633(15) 0.95264(10) 0.0299(3) Uani d . 1
O O2 0.49461(7) 0.26686(16) 1.00906(10) 0.0322(3) Uani d . 1
O O3 0.41600(7) 0.45809(16) 0.95508(10) 0.0306(3) Uani d . 1
O O4 0.38170(7) 0.57763(15) 0.82446(10) 0.0296(3) Uani d . 1
O O5 1.03289(7) 0.63626(15) 0.51070(9) 0.0262(3) Uani d . 1
O O6 1.08547(7) 0.49642(14) 0.42874(9) 0.0237(3) Uani d . 1
O O7 0.94594(8) 0.81809(16) 0.47985(10) 0.0344(4) Uani d . 1
O O8 0.89858(7) 0.94843(15) 0.35916(9) 0.0270(3) Uani d . 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'
Ni Ni 0.3393 1.1124 '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
N1 C1 C2 . . 122.8(2)
N1 C1 H1 . . 118.6
C2 C1 H1 . . 118.6
C1 C2 C3 . . 118.6(2)
C1 C2 H2 . . 120.7
C3 C2 H2 . . 120.7
C2 C3 C4 . . 119.1(2)
C2 C3 H3 . . 120.5
C4 C3 H3 . . 120.5
C5 C4 C3 . . 119.3(2)
C5 C4 H4 . . 120.3
C3 C4 H4 . . 120.3
N1 C5 C4 . . 121.45(19)
N1 C5 C6 . . 116.03(17)
C4 C5 C6 . . 122.51(19)
N2 C6 C7 . . 121.41(19)
N2 C6 C5 . . 115.71(18)
C7 C6 C5 . . 122.86(19)
C8 C7 C6 . . 119.2(2)
C8 C7 H7 . . 120.4
C6 C7 H7 . . 120.4
C7 C8 C9 . . 119.3(2)
C7 C8 H8 . . 120.3
C9 C8 H8 . . 120.3
C10 C9 C8 . . 118.3(2)
C10 C9 H9 . . 120.9
C8 C9 H9 . . 120.9
N2 C10 C9 . . 123.2(2)
N2 C10 H10 . . 118.4
C9 C10 H10 . . 118.4
O1 C11 O2 . . 124.32(19)
O1 C11 C12 . . 118.16(18)
O2 C11 C12 . . 117.50(18)
N3 C12 C14 . . 108.67(17)
N3 C12 C11 . . 119.01(18)
C14 C12 C11 . . 132.26(19)
N4 C13 N3 . . 113.74(18)
N4 C13 H13 . . 123.1
N3 C13 H13 . . 123.1
N4 C14 C12 . . 108.22(17)
N4 C14 C15 . . 119.50(17)
C12 C14 C15 . . 132.07(19)
O4 C15 O3 . . 123.69(19)
O4 C15 C14 . . 118.47(18)
O3 C15 C14 . . 117.78(18)
N8 C16 C17 . . 123.1(2)
N8 C16 H16 . . 118.4
C17 C16 H16 . . 118.4
C18 C17 C16 . . 118.1(2)
C18 C17 H17 . . 120.9
C16 C17 H17 . . 120.9
C17 C18 C19 . . 119.5(2)
C17 C18 H18 . . 120.3
C19 C18 H18 . . 120.3
C18 C19 C20 . . 119.2(2)
C18 C19 H19 . . 120.4
C20 C19 H19 . . 120.4
N8 C20 C19 . . 121.8(2)
N8 C20 C21 . . 115.37(18)
C19 C20 C21 . . 122.7(2)
N5 C21 C22 . . 120.8(2)
N5 C21 C20 . . 116.31(18)
C22 C21 C20 . . 122.7(2)
C23 C22 C21 . . 119.3(2)
C23 C22 H22 . . 120.3
C21 C22 H22 . . 120.3
C30 C23 C22 . . 119.6(2)
C30 C23 H23 . . 120.2
C22 C23 H23 . . 120.2
N6 C24 C28 . . 108.60(17)
N6 C24 C26 . . 119.41(17)
C28 C24 C26 . . 131.89(18)
N5 C25 C30 . . 122.8(2)
N5 C25 H25 . . 118.6
C30 C25 H25 . . 118.6
O8 C26 O7 . . 124.56(19)
O8 C26 C24 . . 117.73(17)
O7 C26 C24 . . 117.72(18)
O6 C27 O5 . . 123.16(17)
O6 C27 C28 . . 119.16(17)
O5 C27 C28 . . 117.63(17)
N7 C28 C24 . . 108.64(16)
N7 C28 C27 . . 118.86(17)
C24 C28 C27 . . 131.94(18)
N7 C29 N6 . . 113.77(17)
N7 C29 H29 . . 123.1
N6 C29 H29 . . 123.1
C23 C30 C25 . . 118.0(2)
C23 C30 H30 . . 121.0
C25 C30 H30 . . 121.0
C5 N1 C1 . . 118.79(18)
C5 N1 Ni2 . . 117.35(14)
C1 N1 Ni2 . . 123.69(14)
C10 N2 C6 . . 118.62(18)
C10 N2 Ni2 . . 126.76(14)
C6 N2 Ni2 . . 114.62(13)
C13 N3 C12 . . 104.63(16)
C13 N3 Ni2 . . 142.82(14)
C12 N3 Ni2 . . 110.93(13)
C13 N4 C14 . . 104.74(16)
C13 N4 Ni2 . 2_656 141.99(14)
C14 N4 Ni2 . 2_656 112.03(13)
C25 N5 C21 . . 119.34(18)
C25 N5 Ni1 . . 121.91(14)
C21 N5 Ni1 . . 118.67(14)
C29 N6 C24 . . 104.46(16)
C29 N6 Ni1 . . 143.59(13)
C24 N6 Ni1 . . 108.51(13)
C29 N7 C28 . . 104.53(16)
C29 N7 Ni1 . 2_745 141.18(14)
C28 N7 Ni1 . 2_745 110.15(12)
C16 N8 C20 . . 118.33(18)
C16 N8 Ni1 . . 127.12(15)
C20 N8 Ni1 . . 113.87(14)
N7 Ni1 N6 2_755 . 99.90(6)
N7 Ni1 N5 2_755 . 161.90(6)
N6 Ni1 N5 . . 98.05(6)
N7 Ni1 O8 2_755 . 95.58(6)
N6 Ni1 O8 . . 79.55(6)
N5 Ni1 O8 . . 89.91(6)
N7 Ni1 O6 2_755 2_755 79.12(6)
N6 Ni1 O6 . 2_755 95.92(6)
N5 Ni1 O6 . 2_755 96.78(6)
O8 Ni1 O6 . 2_755 172.42(5)
N7 Ni1 N8 2_755 . 87.57(6)
N6 Ni1 N8 . . 171.93(6)
N5 Ni1 N8 . . 74.38(6)
O8 Ni1 N8 . . 102.90(6)
O6 Ni1 N8 2_755 . 82.42(6)
N4 Ni2 N3 2_646 . 99.91(6)
N4 Ni2 N1 2_646 . 158.35(7)
N3 Ni2 N1 . . 96.10(7)
N4 Ni2 N2 2_646 . 90.15(6)
N3 Ni2 N2 . . 168.11(6)
N1 Ni2 N2 . . 75.93(6)
N4 Ni2 O1 2_646 . 101.11(6)
N3 Ni2 O1 . . 78.98(6)
N1 Ni2 O1 . . 96.17(6)
N2 Ni2 O1 . . 92.94(6)
N4 Ni2 O4 2_646 2_646 78.28(6)
N3 Ni2 O4 . 2_646 93.22(6)
N1 Ni2 O4 . 2_646 86.39(6)
N2 Ni2 O4 . 2_646 95.04(6)
O1 Ni2 O4 . 2_646 171.99(5)
C11 O1 Ni2 . . 111.60(12)
C15 O4 Ni2 . 2_656 111.54(13)
C27 O6 Ni1 . 2_745 110.79(12)
C26 O8 Ni1 . . 112.64(12)
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
C1 N1 . 1.341(3) ?
C1 C2 . 1.376(3) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.378(3) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.388(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.382(3) ?
C4 H4 . 0.9300 ?
C5 N1 . 1.343(3) ?
C5 C6 . 1.486(3) ?
C6 N2 . 1.344(3) ?
C6 C7 . 1.393(3) ?
C7 C8 . 1.381(3) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.380(3) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.380(3) ?
C9 H9 . 0.9300 ?
C10 N2 . 1.337(3) ?
C10 H10 . 0.9300 ?
C11 O1 . 1.253(2) ?
C11 O2 . 1.283(2) ?
C11 C12 . 1.474(3) ?
C12 N3 . 1.367(3) ?
C12 C14 . 1.380(3) ?
C13 N4 . 1.340(3) ?
C13 N3 . 1.343(3) ?
C13 H13 . 0.9300 ?
C14 N4 . 1.372(3) ?
C14 C15 . 1.469(3) ?
C15 O4 . 1.243(2) ?
C15 O3 . 1.290(2) ?
C16 N8 . 1.338(3) ?
C16 C17 . 1.387(3) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.371(4) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.381(3) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.386(3) ?
C19 H19 . 0.9300 ?
C20 N8 . 1.339(3) ?
C20 C21 . 1.487(3) ?
C21 N5 . 1.344(3) ?
C21 C22 . 1.388(3) ?
C22 C23 . 1.385(3) ?
C22 H22 . 0.9300 ?
C23 C30 . 1.380(3) ?
C23 H23 . 0.9300 ?
C24 N6 . 1.367(2) ?
C24 C28 . 1.378(3) ?
C24 C26 . 1.477(3) ?
C25 N5 . 1.341(3) ?
C25 C30 . 1.379(3) ?
C25 H25 . 0.9300 ?
C26 O8 . 1.255(2) ?
C26 O7 . 1.269(2) ?
C27 O6 . 1.244(2) ?
C27 O5 . 1.292(2) ?
C27 C28 . 1.465(3) ?
C28 N7 . 1.370(2) ?
C29 N7 . 1.340(2) ?
C29 N6 . 1.348(3) ?
C29 H29 . 0.9300 ?
C30 H30 . 0.9300 ?
Ni1 N7 2_755 2.0869(16) y
Ni1 N6 . 2.1188(17) y
Ni1 N5 . 2.1235(17) y
Ni1 N8 . 2.2721(17) y
Ni1 O8 . 2.1543(14) y
Ni1 O6 2_755 2.2052(14) y
Ni2 N4 2_646 2.0775(17) y
Ni2 N3 . 2.0840(17) y
Ni2 N1 . 2.1167(17) y
Ni2 N2 . 2.2040(17) y
Ni2 O1 . 2.2060(15) y
Ni2 O4 2_646 2.2562(15) y
