#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:37:24 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179589 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/54/4505478.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4505478
loop_
_publ_author_name
'Chen, Zhi'
'Gao, Dong-Liang'
'Diao, Chun-Hua'
'Liu, Yue'
'Ren, Jia'
'Chen, Ji'
'Zhao, Bin'
'Shi, Wei'
'Cheng, Peng'
_publ_section_title
;
 Syntheses, Structures Tuned by 4,4′-Bipyridine and Magnetic
 Properties of a Series of Transition Metal Compounds
 Containingo-Carboxylphenoxyacetate Acid
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1201
_journal_paper_doi               10.1021/cg201197k
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C28 H28 N2 Ni2 O14'
_chemical_formula_weight         733.90
_chemical_name_systematic
; 
 ? 
;
_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                97.88(3)
_cell_angle_beta                 105.16(3)
_cell_angle_gamma                102.98(3)
_cell_formula_units_Z            1
_cell_length_a                   6.5870(13)
_cell_length_b                   9.866(2)
_cell_length_c                   11.756(2)
_cell_measurement_reflns_used    1983
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.9123
_cell_measurement_theta_min      1.8348
_cell_volume                     702.8(3)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_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  0.0521
_diffrn_reflns_av_sigmaI/netI    0.1055
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5174
_diffrn_reflns_theta_full        27.88
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         1.83
_exptl_absorpt_coefficient_mu    1.419
_exptl_absorpt_correction_T_max  0.7645
_exptl_absorpt_correction_T_min  0.7645
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.734
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             378
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.587
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3309
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.0706
_refine_ls_R_factor_gt           0.0453
_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)+(0.0330P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0897
_refine_ls_wR_factor_ref         0.0965
_reflns_number_gt                2315
_reflns_number_total             3309
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg201197k_si_002.cif
_cod_data_source_block           6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        702.8(2)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4505478
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni 0.43172(7) 0.44958(4) 0.27315(4) 0.01389(12) Uani 1 1 d .
O1 O 0.6518(4) 0.4802(2) 0.1819(2) 0.0188(5) Uani 1 1 d .
O2 O 0.7617(4) 0.3653(2) 0.0418(2) 0.0208(6) Uani 1 1 d .
O3 O 0.2007(4) 0.3827(2) 0.3482(2) 0.0182(5) Uani 1 1 d .
O4 O -0.0964(4) 0.2505(2) 0.3743(2) 0.0217(6) Uani 1 1 d .
O5 O 0.2036(4) 0.4483(2) 0.1133(2) 0.0193(5) Uani 1 1 d D
H5A H 0.242(4) 0.504(3) 0.069(3) 0.023 Uiso 1 1 d D
H5B H 0.0657(19) 0.428(3) 0.101(3) 0.023 Uiso 1 1 d D
O6 O 0.6768(4) 0.4402(2) 0.4207(2) 0.0242(6) Uani 1 1 d D
H6A H 0.760(4) 0.390(3) 0.407(3) 0.029 Uiso 1 1 d D
H6B H 0.728(5) 0.493(3) 0.4906(15) 0.029 Uiso 1 1 d D
O7 O 0.3946(3) 0.2358(2) 0.2021(2) 0.0156(5) Uani 1 1 d .
N1 N 0.4582(4) 0.6557(2) 0.3410(3) 0.0143(6) Uani 1 1 d .
C1 C 0.6534(5) 0.7491(3) 0.4007(3) 0.0172(7) Uani 1 1 d .
H1 H 0.7792 0.7213 0.4004 0.021 Uiso 1 1 calc R
C2 C 0.6764(5) 0.8833(3) 0.4621(3) 0.0187(8) Uani 1 1 d .
H2 H 0.8152 0.9442 0.5009 0.022 Uiso 1 1 calc R
C3 C 0.4910(5) 0.9286(3) 0.4662(3) 0.0148(7) Uani 1 1 d .
C4 C 0.2910(5) 0.8320(3) 0.4040(3) 0.0197(8) Uani 1 1 d .
H4 H 0.1628 0.8571 0.4030 0.024 Uiso 1 1 calc R
C5 C 0.2796(5) 0.6993(3) 0.3437(3) 0.0213(8) Uani 1 1 d .
H5 H 0.1426 0.6371 0.3031 0.026 Uiso 1 1 calc R
C6 C 0.0648(5) 0.1306(3) 0.2502(3) 0.0139(7) Uani 1 1 d .
C7 C 0.2263(5) 0.1177(3) 0.1935(3) 0.0145(7) Uani 1 1 d .
C8 C 0.2167(6) -0.0158(3) 0.1309(3) 0.0201(8) Uani 1 1 d .
H8 H 0.3255 -0.0244 0.0956 0.024 Uiso 1 1 calc R
C9 C -0.1117(6) -0.1235(3) 0.1728(3) 0.0204(8) Uani 1 1 d .
H9 H -0.2252 -0.2029 0.1655 0.024 Uiso 1 1 calc R
C10 C -0.1018(5) 0.0081(3) 0.2367(3) 0.0176(7) Uani 1 1 d .
H10 H -0.2108 0.0150 0.2721 0.021 Uiso 1 1 calc R
C11 C 0.5183(5) 0.2247(3) 0.1181(3) 0.0155(7) Uani 1 1 d .
H11A H 0.4189 0.1801 0.0381 0.019 Uiso 1 1 calc R
H11B H 0.6141 0.1649 0.1411 0.019 Uiso 1 1 calc R
C12 C 0.6542(5) 0.3701(3) 0.1151(3) 0.0183(7) Uani 1 1 d .
C13 C 0.0547(5) 0.2638(3) 0.3283(3) 0.0146(7) Uani 1 1 d .
C14 C 0.0511(6) -0.1348(3) 0.1197(3) 0.0225(8) Uani 1 1 d .
H14 H 0.0480 -0.2223 0.0770 0.027 Uiso 1 1 calc R
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'
Ni Ni 0.3393 1.1124 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_3
O3 Ni1 O1 169.62(9) .
O3 Ni1 N1 91.10(9) .
O1 Ni1 N1 99.15(9) .
O3 Ni1 O6 92.39(10) .
O1 Ni1 O6 88.89(10) .
N1 Ni1 O6 91.98(11) .
O3 Ni1 O5 92.23(9) .
O1 Ni1 O5 85.78(9) .
N1 Ni1 O5 92.39(10) .
O6 Ni1 O5 173.58(8) .
O3 Ni1 O7 87.62(8) .
O1 Ni1 O7 82.10(8) .
N1 Ni1 O7 178.34(9) .
O6 Ni1 O7 89.13(10) .
O5 Ni1 O7 86.60(10) .
C12 O1 Ni1 114.87(18) .
C13 O3 Ni1 132.8(2) .
Ni1 O5 H5A 118(2) .
Ni1 O5 H5B 125(2) .
H5A O5 H5B 110.7(16) .
Ni1 O6 H6A 117(2) .
Ni1 O6 H6B 130(2) .
H6A O6 H6B 111.5(17) .
C7 O7 C11 117.1(2) .
C7 O7 Ni1 128.63(16) .
C11 O7 Ni1 110.40(15) .
C5 N1 C1 116.7(3) .
C5 N1 Ni1 120.9(2) .
C1 N1 Ni1 121.71(18) .
N1 C1 C2 123.4(3) .
N1 C1 H1 118.3 .
C2 C1 H1 118.3 .
C1 C2 C3 120.1(3) .
C1 C2 H2 120.0 .
C3 C2 H2 120.0 .
C4 C3 C2 116.0(3) .
C4 C3 C3 122.3(3) 2_676
C2 C3 C3 121.7(4) 2_676
C5 C4 C3 120.9(3) .
C5 C4 H4 119.5 .
C3 C4 H4 119.5 .
N1 C5 C4 122.9(3) .
N1 C5 H5 118.6 .
C4 C5 H5 118.6 .
C10 C6 C7 117.4(3) .
C10 C6 C13 115.5(2) .
C7 C6 C13 127.1(3) .
O7 C7 C8 120.5(2) .
O7 C7 C6 120.3(3) .
C8 C7 C6 119.2(3) .
C14 C8 C7 122.0(3) .
C14 C8 H8 119.0 .
C7 C8 H8 119.0 .
C10 C9 C14 118.9(3) .
C10 C9 H9 120.6 .
C14 C9 H9 120.6 .
C9 C10 C6 122.9(3) .
C9 C10 H10 118.6 .
C6 C10 H10 118.6 .
O7 C11 C12 111.3(2) .
O7 C11 H11A 109.4 .
C12 C11 H11A 109.4 .
O7 C11 H11B 109.4 .
C12 C11 H11B 109.4 .
H11A C11 H11B 108.0 .
O2 C12 O1 126.1(3) .
O2 C12 C11 113.3(3) .
O1 C12 C11 120.6(2) .
O4 C13 O3 122.2(3) .
O4 C13 C6 116.8(3) .
O3 C13 C6 121.0(2) .
C8 C14 C9 119.6(3) .
C8 C14 H14 120.2 .
C9 C14 H14 120.2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O3 1.9851(19) .
Ni1 O1 2.012(2) .
Ni1 N1 2.031(2) .
Ni1 O6 2.066(3) .
Ni1 O5 2.073(3) .
Ni1 O7 2.094(2) .
O1 C12 1.256(4) .
O2 C12 1.253(3) .
O3 C13 1.288(4) .
O4 C13 1.242(3) .
O5 H5A 0.845(10) .
O5 H5B 0.853(10) .
O6 H6A 0.847(10) .
O6 H6B 0.847(10) .
O7 C7 1.388(3) .
O7 C11 1.444(3) .
N1 C5 1.347(3) .
N1 C1 1.347(4) .
C1 C2 1.374(4) .
C1 H1 0.9300 .
C2 C3 1.402(4) .
C2 H2 0.9300 .
C3 C4 1.385(5) .
C3 C3 1.483(6) 2_676
C4 C5 1.376(4) .
C4 H4 0.9300 .
C5 H5 0.9300 .
C6 C10 1.397(4) .
C6 C7 1.414(4) .
C6 C13 1.522(4) .
C7 C8 1.397(4) .
C8 C14 1.377(4) .
C8 H8 0.9300 .
C9 C10 1.386(5) .
C9 C14 1.391(4) .
C9 H9 0.9300 .
C10 H10 0.9300 .
C11 C12 1.520(4) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C14 H14 0.9300 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5B O2 0.853(10) 1.864(13) 2.704(3) 168(4) 1_455
O5 H5A O2 0.845(10) 1.958(13) 2.776(3) 163(2) 2_665
O6 H6B O3 0.847(10) 1.989(11) 2.828(4) 171(3) 2_666
O6 H6A O4 0.847(10) 1.889(11) 2.727(3) 170(3) 1_655
