#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:49:39 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179265 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/85/4318506.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_4318506
loop_
_publ_author_name
'Luqin Yang'
'Debbie C. Crans'
'Susie M. Miller'
'Agnete la Cour'
'Oren P. Anderson'
'Peter M. Kaszynski'
'Michael E. Godzala'
'LaTanya D. Austin'
'Gail R. Willsky'
_publ_section_title
;
 Cobalt(II) and Cobalt(III) Dipicolinate Complexes: Solid State, Solution,
 and in Vivo Insulin-like Properties
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4859
_journal_page_last               4871
_journal_paper_doi               10.1021/ic020062l
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C14 H14 Co N2 O11'
_chemical_formula_weight         445.20
_chemical_name_common            '[Co(H2dipic)(dipic)].3H2O'
_chemical_name_systematic
;
cobalt(II)(2,6-pyridinedicarboxylicacid)
(2,6-pyridinedicarboxylate)trihydrate 
;
_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   'hydrogen atoms found in map'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 115.81(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.806(3)
_cell_length_b                   10.036(2)
_cell_length_c                   13.646(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1702.1(8)
_computing_cell_refinement       'SMART, Bruker'
_computing_data_collection       'SMART, Bruker'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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 0.967
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Bruker AXS SMART CCD area detector'
_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  0.0686
_diffrn_reflns_av_sigmaI/netI    0.0991
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10959
_diffrn_reflns_theta_full        28.35
_diffrn_reflns_theta_max         28.35
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    1.075
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.681
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             908
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.646
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       0.0012(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    'refined isotropically'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         4114
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.1282
_refine_ls_R_factor_gt           0.0497
_refine_ls_shift/su_max          0.190
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0427P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0895
_refine_ls_wR_factor_ref         0.1145
_reflns_number_gt                2175
_reflns_number_total             4114
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic020062l_1.cif
_cod_data_source_block           saddc38
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1702.1(6)
_cod_database_code               4318506
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_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
_atom_site_disorder_assembly
_atom_site_disorder_group
Co Co 0.75026(4) 0.49829(5) 0.74961(4) 0.02248(15) Uani 1 1 d . . .
O1 O 0.6515(2) 0.3301(3) 0.6726(2) 0.0310(6) Uani 1 1 d . . .
H1 H 0.687(4) 0.239(5) 0.659(4) 0.087 Uiso 1 1 d . . .
N1 N 0.6000(2) 0.5752(3) 0.6850(2) 0.0224(7) Uani 1 1 d . . .
C1 C 0.5175(3) 0.4937(4) 0.6308(3) 0.0246(8) Uani 1 1 d . . .
O2 O 0.77338(18) 0.7143(2) 0.78825(19) 0.0280(6) Uani 1 1 d . . .
C2 C 0.4121(3) 0.5406(4) 0.5854(3) 0.0306(10) Uani 1 1 d . . .
H2 H 0.360(2) 0.485(3) 0.546(3) 0.015(9) Uiso 1 1 d . . .
O3 O 0.4787(2) 0.2702(3) 0.5738(2) 0.0472(8) Uani 1 1 d . . .
C3 C 0.3948(3) 0.6741(4) 0.5976(3) 0.0323(10) Uani 1 1 d . . .
H3 H 0.322(3) 0.703(3) 0.571(3) 0.029(10) Uiso 1 1 d . . .
O4 O 0.6787(2) 0.9009(3) 0.7765(2) 0.0316(7) Uani 1 1 d . . .
H4A H 0.747(4) 0.935(5) 0.826(4) 0.083(18) Uiso 1 1 d . . .
C4 C 0.4807(3) 0.7580(4) 0.6539(3) 0.0301(9) Uani 1 1 d . . .
H4 H 0.476(3) 0.855(4) 0.666(3) 0.048(13) Uiso 1 1 d . . .
C5 C 0.5838(3) 0.7045(4) 0.6965(3) 0.0222(8) Uani 1 1 d . . .
C6 C 0.5491(3) 0.3518(4) 0.6240(3) 0.0320(9) Uani 1 1 d . . .
C7 C 0.6876(3) 0.7766(4) 0.7586(3) 0.0244(8) Uani 1 1 d . . .
O11 O 0.76232(19) 0.4492(2) 0.91128(19) 0.0276(6) Uani 1 1 d . . .
N11 N 0.8968(2) 0.4141(3) 0.8279(2) 0.0209(7) Uani 1 1 d . . .
C11 C 0.9282(3) 0.3625(3) 0.9278(3) 0.0229(8) Uani 1 1 d . . .
O12 O 0.81303(18) 0.5116(3) 0.63412(18) 0.0286(6) Uani 1 1 d . . .
C12 C 1.0250(3) 0.2977(4) 0.9802(3) 0.0255(8) Uani 1 1 d . . .
H12 H 1.048(2) 0.261(3) 1.050(3) 0.026(10) Uiso 1 1 d . . .
O13 O 0.8695(2) 0.3439(3) 1.06675(19) 0.0315(6) Uani 1 1 d . . .
C13 C 1.0907(3) 0.2859(4) 0.9266(3) 0.0287(9) Uani 1 1 d . . .
H13 H 1.158(2) 0.246(3) 0.960(2) 0.021(9) Uiso 1 1 d . . .
O14 O 0.95904(19) 0.4682(2) 0.60784(19) 0.0302(6) Uani 1 1 d . . .
C14 C 1.0568(3) 0.3388(4) 0.8230(3) 0.0260(9) Uani 1 1 d . . .
H14 H 1.102(2) 0.333(3) 0.787(3) 0.023(9) Uiso 1 1 d . . .
C15 C 0.9588(3) 0.4020(3) 0.7755(3) 0.0219(8) Uani 1 1 d . . .
C16 C 0.8468(3) 0.3874(4) 0.9719(3) 0.0254(8) Uani 1 1 d . . .
C17 C 0.9074(3) 0.4657(3) 0.6634(3) 0.0238(8) Uani 1 1 d . . .
O20 O 0.2598(3) -0.1151(3) 0.3565(3) 0.0421(8) Uani 1 1 d . . .
H20A H 0.300(4) -0.073(6) 0.387(5) 0.082 Uiso 1 1 d . . .
H20B H 0.209(4) -0.138(5) 0.387(4) 0.081 Uiso 1 1 d . . .
O30 O 0.8462(2) 0.4784(3) 0.3901(2) 0.0350(7) Uani 1 1 d . . .
H30B H 0.895(4) 0.496(5) 0.374(4) 0.070 Uiso 1 1 d . . .
H30A H 0.867(4) 0.478(5) 0.449(4) 0.070 Uiso 1 1 d . . .
O40A O 0.3829(9) 0.0407(12) 0.5099(10) 0.049(3) Uiso 0.33 1 d P . .
O40B O 0.3373(8) 0.0850(10) 0.4742(8) 0.045(3) Uiso 0.33 1 d P . .
O40C O 0.4400(10) 0.0204(15) 0.4955(10) 0.051(4) Uiso 0.30 1 d P . .
O40D O 0.416(5) 0.057(7) 0.455(5) 0.043(18) Uiso 0.05 1 d P . .
H40A H 0.450(3) 0.014(6) 0.536(5) 0.085 Uiso 1 1 d D . .
H40B H 0.344(4) 0.051(6) 0.524(5) 0.086 Uiso 1 1 d D . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N11 Co N1 173.58(11) . . ?
N11 Co O12 77.20(10) . . ?
N1 Co O12 109.13(10) . . ?
N11 Co O1 101.98(11) . . ?
N1 Co O1 76.89(11) . . ?
O12 Co O1 93.68(10) . . ?
N11 Co O11 75.74(10) . . ?
N1 Co O11 97.97(10) . . ?
O12 Co O11 152.85(9) . . ?
O1 Co O11 94.01(10) . . ?
N11 Co O2 106.01(10) . . ?
N1 Co O2 75.23(10) . . ?
O12 Co O2 93.00(9) . . ?
O1 Co O2 152.00(10) . . ?
O11 Co O2 92.32(9) . . ?
C6 O1 Co 116.1(3) . . ?
C6 O1 H1 121(2) . . ?
Co O1 H1 121(2) . . ?
C1 N1 C5 120.9(3) . . ?
C1 N1 Co 118.3(2) . . ?
C5 N1 Co 120.7(2) . . ?
N1 C1 C2 121.0(4) . . ?
N1 C1 C6 114.4(3) . . ?
C2 C1 C6 124.6(3) . . ?
C7 O2 Co 113.3(2) . . ?
C3 C2 C1 118.4(4) . . ?
C3 C2 H2 123(2) . . ?
C1 C2 H2 119(2) . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 H3 122(2) . . ?
C2 C3 H3 117(2) . . ?
C7 O4 H4A 110(3) . . ?
C3 C4 C5 118.1(4) . . ?
C3 C4 H4 126(2) . . ?
C5 C4 H4 116(2) . . ?
N1 C5 C4 121.3(3) . . ?
N1 C5 C7 111.6(3) . . ?
C4 C5 C7 127.1(4) . . ?
O3 C6 O1 126.7(4) . . ?
O3 C6 C1 119.0(4) . . ?
O1 C6 C1 114.2(3) . . ?
O2 C7 O4 125.6(3) . . ?
O2 C7 C5 119.0(3) . . ?
O4 C7 C5 115.4(3) . . ?
C16 O11 Co 114.4(2) . . ?
C15 N11 C11 120.6(3) . . ?
C15 N11 Co 118.8(2) . . ?
C11 N11 Co 120.4(2) . . ?
N11 C11 C12 121.5(3) . . ?
N11 C11 C16 111.9(3) . . ?
C12 C11 C16 126.5(3) . . ?
C17 O12 Co 116.1(2) . . ?
C11 C12 C13 118.2(3) . . ?
C11 C12 H12 122(2) . . ?
C13 C12 H12 120(2) . . ?
C14 C13 C12 119.6(3) . . ?
C14 C13 H13 119(2) . . ?
C12 C13 H13 122(2) . . ?
C15 C14 C13 118.9(3) . . ?
C15 C14 H14 121(2) . . ?
C13 C14 H14 120(2) . . ?
N11 C15 C14 121.1(3) . . ?
N11 C15 C17 111.9(3) . . ?
C14 C15 C17 127.0(3) . . ?
O11 C16 O13 125.8(3) . . ?
O11 C16 C11 117.2(3) . . ?
O13 C16 C11 117.0(3) . . ?
O14 C17 O12 125.5(3) . . ?
O14 C17 C15 118.7(3) . . ?
O12 C17 C15 115.8(3) . . ?
H20A O20 H20B 115(6) . . ?
H30B O30 H30A 109(5) . . ?
O40B O40A O40C 123(2) . . ?
O40B O40A O40D 87(4) . . ?
O40C O40A O40D 36(4) . . ?
O40B O40A H40A 152(5) . . ?
O40C O40A H40A 33(4) . . ?
O40D O40A H40A 68(5) . . ?
O40B O40A H40B 62(5) . . ?
O40C O40A H40B 174(6) . . ?
O40D O40A H40B 149(7) . . ?
H40A O40A H40B 142(7) . . ?
O40A O40B O40D 56(3) . . ?
O40A O40B O40C 31.4(12) . . ?
O40D O40B O40C 25(3) . . ?
O40A O40B H40B 53(4) . . ?
O40D O40B H40B 109(5) . . ?
O40C O40B H40B 84(4) . . ?
O40D O40C O40A 83(6) . . ?
O40D O40C O40B 58(6) . . ?
O40A O40C O40B 25.3(10) . . ?
O40D O40C O40C 110(7) . 3_656 ?
O40A O40C O40C 165(2) . 3_656 ?
O40B O40C O40C 166.1(17) . 3_656 ?
O40D O40C H40A 144(10) . . ?
O40A O40C H40A 69(6) . . ?
O40B O40C H40A 93(6) . . ?
O40C O40C H40A 96(6) 3_656 . ?
O40C O40D O40A 61(6) . . ?
O40C O40D O40B 98(8) . . ?
O40A O40D O40B 37(2) . . ?
O40C O40D H40A 16(5) . . ?
O40A O40D H40A 49(4) . . ?
O40B O40D H40A 85(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co N11 2.017(3) . ?
Co N1 2.021(3) . ?
Co O12 2.108(2) . ?
Co O1 2.137(3) . ?
Co O11 2.195(2) . ?
Co O2 2.222(3) . ?
O1 C6 1.292(4) . ?
O1 H1 1.09(5) . ?
N1 C1 1.334(4) . ?
N1 C5 1.337(4) . ?
C1 C2 1.392(5) . ?
C1 C6 1.504(5) . ?
O2 C7 1.241(4) . ?
C2 C3 1.385(6) . ?
C2 H2 0.88(3) . ?
O3 C6 1.227(4) . ?
C3 C4 1.383(5) . ?
C3 H3 0.96(3) . ?
O4 C7 1.288(4) . ?
O4 H4A 0.95(5) . ?
C4 C5 1.390(5) . ?
C4 H4 0.99(4) . ?
C5 C7 1.495(5) . ?
O11 C16 1.260(4) . ?
N11 C15 1.338(4) . ?
N11 C11 1.341(4) . ?
C11 C12 1.374(5) . ?
C11 C16 1.509(5) . ?
O12 C17 1.271(4) . ?
C12 C13 1.397(5) . ?
C12 H12 0.94(3) . ?
O13 C16 1.270(4) . ?
C13 C14 1.387(5) . ?
C13 H13 0.93(3) . ?
O14 C17 1.247(4) . ?
C14 C15 1.375(5) . ?
C14 H14 0.94(3) . ?
C15 C17 1.519(5) . ?
O20 H20A 0.68(5) . ?
O20 H20B 0.99(5) . ?
O30 H30B 0.82(5) . ?
O30 H30A 0.73(5) . ?
O40A O40B 0.751(12) . ?
O40A O40C 0.915(14) . ?
O40A O40D 1.04(6) . ?
O40A H40A 0.88(4) . ?
O40A H40B 0.66(5) . ?
O40B O40D 1.25(7) . ?
O40B O40C 1.468(16) . ?
O40B H40B 0.73(6) . ?
O40C O40D 0.62(7) . ?
O40C O40C 1.66(3) 3_656 ?
O40C H40A 0.52(6) . ?
O40D H40A 1.09(9) . ?
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
O20 H20A O40A 0.68(5) 1.94(5) 2.572(11) 157(7) .
O30 H30A O14 0.73(5) 1.98(5) 2.690(4) 165(5) .
O1 H1 O20 1.09(5) 1.51(5) 2.595(4) 177(4) 3_656
O4 H4A O30 0.95(5) 1.54(5) 2.469(4) 166(5) 4_576
O20 H20B O13 0.99(5) 1.48(5) 2.465(4) 174(5) 2_646
O30 H30B O14 0.82(5) 1.95(5) 2.730(4) 159(5) 3_766
