#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/83/2218324.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_2218324
loop_
_publ_author_name
'Chen, Ruizhan'
'Guo, Feijun'
'Meng, Fanlei'
_publ_section_title
;(5,5'-Dicarboxybiphenyl-2,2'-dicarboxylato-κ²O²,O^2'^)bis(1,10-phenanthroline-κ²N,N')cobalt(II)
 dihydrate
;
_journal_coeditor_code           BT2694
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m761
_journal_paper_doi               10.1107/S160053680801012X
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Co (C16 H8 O8) (C12 H8 N2)2], 2H2 O'
_chemical_formula_moiety         'C40 H24 Co N4 O8, 2(H2 O)'
_chemical_formula_sum            'C40 H28 Co N4 O10'
_chemical_formula_weight         783.59
_chemical_name_systematic
;
(5,5'-Dicarboxybiphenyl-2,2'-dicarboxylato-κ²O²,O^2'^)bis(1,10-
phenanthroline-κ²N,N')cobalt(II) dihydrate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 96.0560(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.9272(14)
_cell_length_b                   9.4514(8)
_cell_length_c                   22.0458(19)
_cell_measurement_reflns_used    3447
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.04
_cell_measurement_theta_min      2.03
_cell_volume                     3507.3(5)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX 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  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0489
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            9540
_diffrn_reflns_theta_full        26.04
_diffrn_reflns_theta_max         26.04
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    0.558
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_correction_T_min  0.852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1612
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.207
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3447
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0473
_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)+(0.0514P)²+0.7022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1109
_reflns_number_gt                2705
_reflns_number_total             3447
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2694.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2218324
_cod_database_fobs_code          2218324
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.02180(12) 0.3926(2) 0.17029(10) 0.0195(5) Uani d . 1
C C2 -0.01759(12) 0.4503(2) 0.21744(10) 0.0176(5) Uani d . 1
C C3 -0.08951(13) 0.5192(2) 0.20193(10) 0.0210(5) Uani d . 1
H H3 -0.1170 0.5561 0.2327 0.025 Uiso calc R 1
C C4 -0.12130(13) 0.5340(3) 0.14147(11) 0.0240(5) Uani d . 1
C C5 -0.07984(13) 0.4819(3) 0.09534(11) 0.0281(6) Uani d . 1
H H5 -0.0999 0.4935 0.0547 0.034 Uiso calc R 1
C C6 -0.00843(13) 0.4127(3) 0.11002(11) 0.0265(6) Uani d . 1
H H6 0.0197 0.3791 0.0790 0.032 Uiso calc R 1
C C7 0.09258(13) 0.2983(2) 0.18419(11) 0.0227(5) Uani d . 1
C C8 -0.19930(14) 0.6078(3) 0.12529(11) 0.0305(6) Uani d . 1
C C9 0.12655(16) 0.1382(3) 0.36037(13) 0.0419(7) Uani d . 1
H H9 0.1462 0.2070 0.3358 0.050 Uiso calc R 1
C C10 0.16476(18) 0.1183(4) 0.41931(15) 0.0551(9) Uani d . 1
H H10 0.2081 0.1740 0.4335 0.066 Uiso calc R 1
C C11 0.13745(19) 0.0158(4) 0.45565(15) 0.0579(10) Uani d . 1
H H11 0.1632 -0.0008 0.4944 0.069 Uiso calc R 1
C C12 0.07085(19) -0.0637(3) 0.43443(14) 0.0463(8) Uani d . 1
C C13 0.03635(17) -0.0368(3) 0.37519(13) 0.0369(7) Uani d . 1
C C14 -0.03385(18) -0.1126(3) 0.35129(13) 0.0393(7) Uani d . 1
C C15 -0.0675(2) -0.2122(3) 0.38854(15) 0.0500(8) Uani d . 1
C C16 -0.0295(3) -0.2393(4) 0.44813(17) 0.0651(11) Uani d . 1
H H16 -0.0508 -0.3072 0.4723 0.078 Uiso calc R 1
C C17 0.0364(2) -0.1692(4) 0.47042(16) 0.0637(10) Uani d . 1
H H17 0.0598 -0.1893 0.5095 0.076 Uiso calc R 1
C C18 -0.1378(2) -0.2783(3) 0.36436(17) 0.0612(10) Uani d . 1
H H18 -0.1619 -0.3455 0.3871 0.073 Uiso calc R 1
C C19 -0.1707(2) -0.2438(3) 0.30749(17) 0.0573(10) Uani d . 1
H H19 -0.2184 -0.2849 0.2915 0.069 Uiso calc R 1
C C20 -0.13227(18) -0.1458(3) 0.27306(15) 0.0472(8) Uani d . 1
H H20 -0.1551 -0.1239 0.2339 0.057 Uiso calc R 1
N N1 0.06377(12) 0.0635(2) 0.33797(10) 0.0342(5) Uani d . 1
N N2 -0.06511(14) -0.0830(2) 0.29367(11) 0.0369(6) Uani d . 1
O O1 0.09051(9) 0.20921(16) 0.22641(7) 0.0257(4) Uani d . 1
O O2 0.14953(10) 0.3116(2) 0.15270(8) 0.0443(5) Uani d . 1
O O1W 0.16597(12) 0.4484(2) 0.04153(9) 0.0432(5) Uani d D 1
O O3 -0.22748(11) 0.6294(2) 0.07347(8) 0.0507(6) Uani d . 1
O O4 -0.23287(10) 0.6461(2) 0.17334(8) 0.0475(6) Uani d . 1
H H4 -0.2751 0.6858 0.1626 0.071 Uiso calc R 1
Co Co1 0.0000 0.07672(5) 0.2500 0.02804(17) Uani d S 1
H H1A 0.1647(16) 0.398(3) 0.0755(8) 0.042 Uiso d D 1
H H1B 0.1857(15) 0.388(2) 0.0163(10) 0.042 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'
Co Co 0.3494 0.9721 '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
C6 C1 C2 . . 120.1(2)
C6 C1 C7 . . 118.9(2)
C2 C1 C7 . . 120.8(2)
C3 C2 C1 . . 118.1(2)
C3 C2 C2 . 2 119.1(2)
C1 C2 C2 . 2 122.6(2)
C2 C3 C4 . . 121.5(2)
C2 C3 H3 . . 119.2
C4 C3 H3 . . 119.2
C5 C4 C3 . . 119.5(2)
C5 C4 C8 . . 119.4(2)
C3 C4 C8 . . 121.0(2)
C6 C5 C4 . . 119.6(2)
C6 C5 H5 . . 120.2
C4 C5 H5 . . 120.2
C5 C6 C1 . . 121.0(2)
C5 C6 H6 . . 119.5
C1 C6 H6 . . 119.5
O2 C7 O1 . . 124.1(2)
O2 C7 C1 . . 118.2(2)
O1 C7 C1 . . 117.7(2)
O3 C8 O4 . . 124.0(2)
O3 C8 C4 . . 123.5(2)
O4 C8 C4 . . 112.5(2)
N1 C9 C10 . . 123.2(3)
N1 C9 H9 . . 118.4
C10 C9 H9 . . 118.4
C11 C10 C9 . . 119.1(3)
C11 C10 H10 . . 120.5
C9 C10 H10 . . 120.5
C10 C11 C12 . . 119.8(3)
C10 C11 H11 . . 120.1
C12 C11 H11 . . 120.1
C11 C12 C13 . . 117.4(3)
C11 C12 C17 . . 123.4(3)
C13 C12 C17 . . 119.2(3)
N1 C13 C12 . . 123.5(3)
N1 C13 C14 . . 116.4(3)
C12 C13 C14 . . 120.0(3)
N2 C14 C15 . . 122.9(3)
N2 C14 C13 . . 117.8(2)
C15 C14 C13 . . 119.2(3)
C18 C15 C14 . . 117.2(3)
C18 C15 C16 . . 123.7(3)
C14 C15 C16 . . 119.2(3)
C17 C16 C15 . . 121.7(3)
C17 C16 H16 . . 119.2
C15 C16 H16 . . 119.2
C16 C17 C12 . . 120.7(3)
C16 C17 H17 . . 119.7
C12 C17 H17 . . 119.7
C19 C18 C15 . . 119.6(3)
C19 C18 H18 . . 120.2
C15 C18 H18 . . 120.2
C18 C19 C20 . . 119.4(3)
C18 C19 H19 . . 120.3
C20 C19 H19 . . 120.3
N2 C20 C19 . . 122.9(3)
N2 C20 H20 . . 118.5
C19 C20 H20 . . 118.5
C9 N1 C13 . . 117.1(2)
C9 N1 Co1 . . 128.26(19)
C13 N1 Co1 . . 114.67(19)
C20 N2 C14 . . 117.9(3)
C20 N2 Co1 . . 128.6(2)
C14 N2 Co1 . . 113.37(18)
C7 O1 Co1 . . 131.64(15)
H1A O1W H1B . . 103(3)
C8 O4 H4 . . 109.5
O1 Co1 O1 . 2 106.24(9)
O1 Co1 N1 . 2 97.10(7)
O1 Co1 N1 2 2 86.97(7)
O1 Co1 N1 . . 86.97(7)
O1 Co1 N1 2 . 97.10(7)
N1 Co1 N1 2 . 173.25(12)
O1 Co1 N2 . . 162.80(8)
O1 Co1 N2 2 . 83.42(7)
N1 Co1 N2 2 . 97.60(9)
N1 Co1 N2 . . 77.60(9)
O1 Co1 N2 . 2 83.42(7)
O1 Co1 N2 2 2 162.80(8)
N1 Co1 N2 2 2 77.60(9)
N1 Co1 N2 . 2 97.60(8)
N2 Co1 N2 . 2 91.07(11)
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 C6 . 1.385(3) ?
C1 C2 . 1.403(3) ?
C1 C7 . 1.499(3) ?
C2 C3 . 1.391(3) ?
C2 C2 2 1.495(4) ?
C3 C4 . 1.391(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.385(3) ?
C4 C8 . 1.503(3) ?
C5 C6 . 1.382(3) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 O2 . 1.252(3) ?
C7 O1 . 1.258(3) ?
C8 O3 . 1.208(3) ?
C8 O4 . 1.305(3) ?
C9 N1 . 1.327(3) ?
C9 C10 . 1.402(4) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.368(4) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.394(5) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.396(4) ?
C12 C17 . 1.437(4) ?
C13 N1 . 1.367(3) ?
C13 C14 . 1.439(4) ?
C14 N2 . 1.353(4) ?
C14 C15 . 1.408(4) ?
C15 C18 . 1.399(5) ?
C15 C16 . 1.424(5) ?
C16 C17 . 1.345(5) ?
C16 H16 . 0.9300 ?
C17 H17 . 0.9300 ?
C18 C19 . 1.357(5) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.401(4) ?
C19 H19 . 0.9300 ?
C20 N2 . 1.320(4) ?
C20 H20 . 0.9300 ?
N1 Co1 . 2.121(2) y
N2 Co1 . 2.155(2) y
O1 Co1 . 2.0865(16) y
O1W H1A . 0.890(10) ?
O1W H1B . 0.889(10) ?
O4 H4 . 0.8200 ?
Co1 O1 2 2.0865(16) y
Co1 N1 2 2.121(2) y
Co1 N2 2 2.155(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
O1W H1A O2 . 0.890(10) 1.929(11) 2.811(3) 171(3)
O4 H4 O2 3_455 0.82 1.74 2.535(2) 162.6
O1W H1B O3 5_565 0.889(10) 2.177(19) 2.934(3) 143(2)
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_4
_geom_torsion
C6 C1 C2 C3 . . 4.1(3)
C7 C1 C2 C3 . . -170.5(2)
C6 C1 C2 C2 . 2 -171.09(18)
C7 C1 C2 C2 . 2 14.4(3)
C1 C2 C3 C4 . . -1.4(3)
C2 C2 C3 C4 2 . 173.90(19)
C2 C3 C4 C5 . . -1.4(4)
C2 C3 C4 C8 . . 179.6(2)
C3 C4 C5 C6 . . 1.7(4)
C8 C4 C5 C6 . . -179.4(2)
C4 C5 C6 C1 . . 1.0(4)
C2 C1 C6 C5 . . -3.9(4)
C7 C1 C6 C5 . . 170.7(2)
C6 C1 C7 O2 . . 45.0(3)
C2 C1 C7 O2 . . -140.4(2)
C6 C1 C7 O1 . . -134.1(2)
C2 C1 C7 O1 . . 40.5(3)
C5 C4 C8 O3 . . -2.7(4)
C3 C4 C8 O3 . . 176.3(3)
C5 C4 C8 O4 . . 177.5(2)
C3 C4 C8 O4 . . -3.6(3)
N1 C9 C10 C11 . . 1.1(5)
C9 C10 C11 C12 . . -2.1(5)
C10 C11 C12 C13 . . 2.0(4)
C10 C11 C12 C17 . . -177.4(3)
C11 C12 C13 N1 . . -0.9(4)
C17 C12 C13 N1 . . 178.5(3)
C11 C12 C13 C14 . . -178.3(2)
C17 C12 C13 C14 . . 1.2(4)
N1 C13 C14 N2 . . 2.5(3)
C12 C13 C14 N2 . . 180.0(2)
N1 C13 C14 C15 . . -176.7(2)
C12 C13 C14 C15 . . 0.8(4)
N2 C14 C15 C18 . . -2.1(4)
C13 C14 C15 C18 . . 177.0(2)
N2 C14 C15 C16 . . 178.4(3)
C13 C14 C15 C16 . . -2.4(4)
C18 C15 C16 C17 . . -177.4(3)
C14 C15 C16 C17 . . 2.1(5)
C15 C16 C17 C12 . . 0.0(5)
C11 C12 C17 C16 . . 177.8(3)
C13 C12 C17 C16 . . -1.6(5)
C14 C15 C18 C19 . . -0.7(4)
C16 C15 C18 C19 . . 178.7(3)
C15 C18 C19 C20 . . 2.1(5)
C18 C19 C20 N2 . . -0.8(5)
C10 C9 N1 C13 . . 0.0(4)
C10 C9 N1 Co1 . . -178.9(2)
C12 C13 N1 C9 . . 0.0(4)
C14 C13 N1 C9 . . 177.3(2)
C12 C13 N1 Co1 . . 179.0(2)
C14 C13 N1 Co1 . . -3.6(3)
C19 C20 N2 C14 . . -1.9(4)
C19 C20 N2 Co1 . . -176.8(2)
C15 C14 N2 C20 . . 3.4(4)
C13 C14 N2 C20 . . -175.8(2)
C15 C14 N2 Co1 . . 179.0(2)
C13 C14 N2 Co1 . . -0.1(3)
O2 C7 O1 Co1 . . -137.2(2)
C1 C7 O1 Co1 . . 41.8(3)
C7 O1 Co1 O1 . 2 -63.12(19)
C7 O1 Co1 N1 . 2 25.8(2)
C7 O1 Co1 N1 . . -159.6(2)
C7 O1 Co1 N2 . . 174.4(2)
C7 O1 Co1 N2 . 2 102.3(2)
C9 N1 Co1 O1 . . 9.2(2)
C13 N1 Co1 O1 . . -169.69(17)
C9 N1 Co1 O1 . 2 -96.8(2)
C13 N1 Co1 O1 . 2 84.31(17)
C9 N1 Co1 N2 . . -178.4(2)
C13 N1 Co1 N2 . . 2.68(17)
C9 N1 Co1 N2 . 2 92.2(2)
C13 N1 Co1 N2 . 2 -86.74(17)
C20 N2 Co1 O1 . . -159.6(2)
C14 N2 Co1 O1 . . 25.3(3)
C20 N2 Co1 O1 . 2 75.0(2)
C14 N2 Co1 O1 . 2 -100.13(17)
C20 N2 Co1 N1 . 2 -11.1(2)
C14 N2 Co1 N1 . 2 173.83(17)
C20 N2 Co1 N1 . . 173.8(2)
C14 N2 Co1 N1 . . -1.35(17)
C20 N2 Co1 N2 . 2 -88.7(2)
C14 N2 Co1 N2 . 2 96.20(19)
