#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/00/2220084.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_2220084
loop_
_publ_author_name
'An, Zhe'
'Niu, Xian-Chun'
_publ_section_title
catena-Poly[[diaqua(2,2'-bipyridine-κ²N,N')nickel(II)]-μ-biphenyl-2,2'-dicarboxylato-κ²O:O']
_journal_coeditor_code           BI2317
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1547
_journal_paper_doi               10.1107/S1600536808036866
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Ni (C14 H8 O4) (C10 H8 N2) (H2 O)2]'
_chemical_formula_moiety         'C24 H20 N2 Ni O6'
_chemical_formula_sum            'C24 H20 N2 Ni O6'
_chemical_formula_weight         491.11
_chemical_name_systematic
;catena-Poly[[diaqua(2,2'-bipyridine-κ²N,N')nickel(II)]-
μ-biphenyl-2,2'-dicarboxylato-κ²O:O']
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.9087(15)
_cell_length_b                   11.214(2)
_cell_length_c                   18.129(3)
_cell_measurement_reflns_used    3953
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.10
_cell_measurement_theta_min      2.14
_cell_volume                     2217.7(6)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII 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  0.0330
_diffrn_reflns_av_sigmaI/netI    0.0430
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11746
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.14
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.919
_exptl_absorpt_correction_T_max  0.845
_exptl_absorpt_correction_T_min  0.699
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.304
_refine_ls_abs_structure_details 'Flack (1983), 1694 Friedel pairs'
_refine_ls_abs_structure_Flack   0.042(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         3953
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0335
_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)+(0.051P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0879
_reflns_number_gt                3351
_reflns_number_total             3953
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bi2317.cif
_cod_data_source_block           I
_cod_original_cell_volume        2217.6(6)
_cod_database_code               2220084
_cod_database_fobs_code          2220084
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
Ni Ni1 0.24756(4) 0.69154(3) 0.898676(19) 0.03527(12) Uani d . 1
C C1 0.5625(3) 1.0010(3) 1.06148(16) 0.0367(7) Uani d . 1
C C2 0.4305(3) 1.0354(3) 1.03948(16) 0.0377(8) Uani d . 1
C C3 0.4167(4) 1.1232(3) 0.98610(18) 0.0525(9) Uani d . 1
H H3 0.4864 1.1582 0.9661 0.063 Uiso calc R 1
C C4 0.3031(5) 1.1602(4) 0.9617(2) 0.0673(14) Uani d . 1
H H4 0.2977 1.2188 0.9255 0.081 Uiso calc R 1
C C5 0.1971(4) 1.1108(4) 0.9905(2) 0.0616(12) Uani d . 1
H H5 0.1208 1.1353 0.9735 0.074 Uiso calc R 1
C C6 0.2059(3) 1.0243(3) 1.04525(19) 0.0515(10) Uani d . 1
H H6 0.1351 0.9918 1.0656 0.062 Uiso calc R 1
C C7 0.3233(3) 0.9853(3) 1.07010(16) 0.0386(8) Uani d . 1
C C8 0.3257(3) 0.9030(3) 1.13631(16) 0.0360(7) Uani d . 1
C C9 0.3102(3) 0.9525(3) 1.20745(18) 0.0492(9) Uani d . 1
H H9 0.2988 1.0345 1.2110 0.059 Uiso calc R 1
C C10 0.3108(4) 0.8874(4) 1.27158(19) 0.0552(10) Uani d . 1
H H10 0.2954 0.9239 1.3167 0.066 Uiso calc R 1
C C11 0.3343(4) 0.7687(4) 1.26763(18) 0.0553(10) Uani d . 1
H H11 0.3383 0.7222 1.3101 0.066 Uiso calc R 1
C C12 0.3524(3) 0.7181(3) 1.19772(17) 0.0469(8) Uani d . 1
H H12 0.3706 0.6372 1.1950 0.056 Uiso calc R 1
C C13 0.3445(3) 0.7820(3) 1.13252(16) 0.0356(7) Uani d . 1
C C14 0.3500(3) 0.7168(3) 1.05824(16) 0.0342(7) Uani d . 1
C C15 0.4937(3) 0.8346(3) 0.8927(2) 0.0509(9) Uani d . 1
H H15 0.4958 0.8224 0.9435 0.061 Uiso calc R 1
C C16 0.5799(3) 0.9085(3) 0.8606(2) 0.0608(10) Uani d . 1
H H16 0.6392 0.9457 0.8894 0.073 Uiso calc R 1
C C17 0.5771(4) 0.9267(4) 0.7847(3) 0.0678(12) Uani d . 1
H H17 0.6337 0.9772 0.7625 0.081 Uiso calc R 1
C C18 0.4900(4) 0.8695(4) 0.7424(2) 0.0596(10) Uani d . 1
H H18 0.4877 0.8802 0.6915 0.071 Uiso calc R 1
C C19 0.4047(3) 0.7949(3) 0.77769(18) 0.0401(7) Uani d . 1
C C20 0.3066(3) 0.7286(3) 0.73743(17) 0.0383(8) Uani d . 1
C C21 0.3005(4) 0.7230(3) 0.65934(18) 0.0527(10) Uani d . 1
H H21 0.3595 0.7609 0.6306 0.063 Uiso calc R 1
C C22 0.2058(4) 0.6605(3) 0.6264(2) 0.0587(11) Uani d . 1
H H22 0.2007 0.6555 0.5753 0.070 Uiso calc R 1
C C23 0.1192(4) 0.6058(3) 0.66986(18) 0.0525(10) Uani d . 1
H H23 0.0547 0.5638 0.6486 0.063 Uiso calc R 1
C C24 0.1297(3) 0.6143(3) 0.74713(18) 0.0451(8) Uani d . 1
H H24 0.0705 0.5780 0.7764 0.054 Uiso calc R 1
N N1 0.4065(2) 0.7797(2) 0.85219(14) 0.0402(7) Uani d . 1
N N2 0.2231(2) 0.6733(2) 0.78055(13) 0.0363(6) Uani d . 1
O O1 0.28142(19) 0.75413(19) 1.00612(11) 0.0407(6) Uani d . 1
O O2 0.4185(2) 0.6272(2) 1.05422(12) 0.0451(6) Uani d . 1
O O3 0.58196(19) 0.89368(18) 1.07528(12) 0.0385(5) Uani d . 1
O O4 0.6422(2) 1.0789(2) 1.06222(17) 0.0670(8) Uani d . 1
O O5 0.1519(2) 0.85857(18) 0.89069(12) 0.0394(5) Uani d D 1
H H1W 0.187(2) 0.895(3) 0.9264(15) 0.047 Uiso d D 1
H H2W 0.0764(16) 0.858(3) 0.9025(17) 0.047 Uiso d D 1
O O6 0.3552(2) 0.5345(2) 0.91659(13) 0.0466(6) Uani d D 1
H H3W 0.302(3) 0.484(3) 0.9225(18) 0.056 Uiso d D 1
H H4W 0.385(3) 0.557(3) 0.9558(13) 0.056 Uiso d 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
O3 Ni1 O1 4_467 . 95.44(8)
O3 Ni1 O6 4_467 . 93.63(9)
O1 Ni1 O6 . . 92.16(9)
O3 Ni1 O5 4_467 . 89.65(8)
O1 Ni1 O5 . . 81.77(8)
O6 Ni1 O5 . . 173.36(9)
O3 Ni1 N1 4_467 . 169.97(9)
O1 Ni1 N1 . . 93.86(9)
O6 Ni1 N1 . . 89.75(10)
O5 Ni1 N1 . . 87.97(9)
O3 Ni1 N2 4_467 . 94.20(9)
O1 Ni1 N2 . . 165.48(9)
O6 Ni1 N2 . . 98.04(9)
O5 Ni1 N2 . . 87.46(9)
N1 Ni1 N2 . . 75.96(10)
O4 C1 O3 . . 124.2(3)
O4 C1 C2 . . 118.9(3)
O3 C1 C2 . . 116.9(3)
C3 C2 C7 . . 117.8(3)
C3 C2 C1 . . 117.3(3)
C7 C2 C1 . . 124.9(3)
C4 C3 C2 . . 122.3(4)
C4 C3 H3 . . 118.8
C2 C3 H3 . . 118.8
C5 C4 C3 . . 120.5(3)
C5 C4 H4 . . 119.7
C3 C4 H4 . . 119.7
C4 C5 C6 . . 119.4(3)
C4 C5 H5 . . 120.3
C6 C5 H5 . . 120.3
C5 C6 C7 . . 120.0(4)
C5 C6 H6 . . 120.0
C7 C6 H6 . . 120.0
C2 C7 C6 . . 119.8(3)
C2 C7 C8 . . 122.7(3)
C6 C7 C8 . . 116.9(3)
C13 C8 C9 . . 116.8(3)
C13 C8 C7 . . 124.4(3)
C9 C8 C7 . . 118.8(3)
C10 C9 C8 . . 124.3(3)
C10 C9 H9 . . 117.9
C8 C9 H9 . . 117.8
C11 C10 C9 . . 118.5(3)
C11 C10 H10 . . 120.7
C9 C10 H10 . . 120.8
C10 C11 C12 . . 118.1(3)
C10 C11 H11 . . 121.0
C12 C11 H11 . . 120.9
C13 C12 C11 . . 123.6(3)
C13 C12 H12 . . 118.2
C11 C12 H12 . . 118.2
C8 C13 C12 . . 118.5(3)
C8 C13 C14 . . 121.3(3)
C12 C13 C14 . . 120.1(3)
O2 C14 O1 . . 124.7(3)
O2 C14 C13 . . 117.1(3)
O1 C14 C13 . . 118.1(3)
N1 C15 C16 . . 121.5(4)
N1 C15 H15 . . 119.2
C16 C15 H15 . . 119.2
C15 C16 C17 . . 119.3(4)
C15 C16 H16 . . 120.3
C17 C16 H16 . . 120.4
C18 C17 C16 . . 119.8(4)
C18 C17 H17 . . 120.1
C16 C17 H17 . . 120.1
C17 C18 C19 . . 118.7(4)
C17 C18 H18 . . 120.7
C19 C18 H18 . . 120.7
N1 C19 C18 . . 121.1(3)
N1 C19 C20 . . 115.7(3)
C18 C19 C20 . . 123.2(3)
N2 C20 C21 . . 121.7(3)
N2 C20 C19 . . 115.4(3)
C21 C20 C19 . . 122.9(3)
C22 C21 C20 . . 119.2(4)
C22 C21 H21 . . 120.4
C20 C21 H21 . . 120.4
C23 C22 C21 . . 119.5(3)
C23 C22 H22 . . 120.3
C21 C22 H22 . . 120.3
C22 C23 C24 . . 119.0(3)
C22 C23 H23 . . 120.5
C24 C23 H23 . . 120.5
N2 C24 C23 . . 122.5(3)
N2 C24 H24 . . 118.7
C23 C24 H24 . . 118.7
C15 N1 C19 . . 119.5(3)
C15 N1 Ni1 . . 124.1(2)
C19 N1 Ni1 . . 115.6(2)
C20 N2 C24 . . 118.1(3)
C20 N2 Ni1 . . 116.4(2)
C24 N2 Ni1 . . 125.4(2)
C14 O1 Ni1 . . 132.81(19)
C1 O3 Ni1 . 4_567 129.1(2)
Ni1 O5 H1W . . 99(2)
Ni1 O5 H2W . . 117(2)
H1W O5 H2W . . 104(2)
Ni1 O6 H3W . . 102(3)
Ni1 O6 H4W . . 95(3)
H3W O6 H4W . . 112(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ni1 O3 4_467 2.098(2)
Ni1 O1 . 2.103(2)
Ni1 O6 . 2.142(2)
Ni1 O5 . 2.149(2)
Ni1 N1 . 2.166(3)
Ni1 N2 . 2.168(2)
C1 O4 . 1.233(4)
C1 O3 . 1.247(4)
C1 C2 . 1.543(5)
C2 C3 . 1.388(5)
C2 C7 . 1.412(5)
C3 C4 . 1.380(6)
C3 H3 . 0.930
C4 C5 . 1.385(6)
C4 H4 . 0.930
C5 C6 . 1.391(5)
C5 H5 . 0.930
C6 C7 . 1.427(4)
C6 H6 . 0.930
C7 C8 . 1.514(4)
C8 C13 . 1.374(5)
C8 C9 . 1.414(4)
C9 C10 . 1.373(5)
C9 H9 . 0.930
C10 C11 . 1.358(6)
C10 H10 . 0.930
C11 C12 . 1.402(5)
C11 H11 . 0.930
C12 C13 . 1.385(4)
C12 H12 . 0.930
C13 C14 . 1.533(4)
C14 O2 . 1.255(4)
C14 O1 . 1.276(3)
C15 N1 . 1.351(4)
C15 C16 . 1.383(5)
C15 H15 . 0.930
C16 C17 . 1.391(6)
C16 H16 . 0.930
C17 C18 . 1.379(6)
C17 H17 . 0.930
C18 C19 . 1.406(5)
C18 H18 . 0.930
C19 N1 . 1.361(4)
C19 C20 . 1.493(5)
C20 N2 . 1.352(4)
C20 C21 . 1.419(4)
C21 C22 . 1.385(6)
C21 H21 . 0.930
C22 C23 . 1.374(5)
C22 H22 . 0.930
C23 C24 . 1.409(5)
C23 H23 . 0.930
C24 N2 . 1.357(4)
C24 H24 . 0.930
O3 Ni1 4_567 2.098(2)
O5 H1W . 0.86(2)
O5 H2W . 0.85(2)
O6 H3W . 0.81(2)
O6 H4W . 0.82(2)
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 H1W Cg1 . 0.86(2) 2.91 3.741(3) 163
O5 H2W O2 4_467 0.85(2) 1.90(2) 2.740(3) 169(3)
O6 H3W O4 4_467 0.81(2) 1.91(2) 2.676(4) 158(4)
O6 H4W O2 . 0.82(2) 1.98(2) 2.790(3) 167(4)
