#------------------------------------------------------------------------------
#$Date: 2016-12-14 14:05:40 +0200 (Wed, 14 Dec 2016) $
#$Revision: 189124 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/85/2228554.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_2228554
loop_
_publ_author_name
'Yuste, Consuelo'
'Ramos Silva, Manuela'
'Ghadermazi, Mohammad'
'Feizi, Fariba'
'Motieiyan, Elham'
_publ_section_title
;
 Phenylhydrazinium
 (6-carboxypyridine-2-carboxylato)(pyridine-2,6-dicarboxylato)cobaltate(II)--pyridine-2,6-dicarboxylic
 acid--water (1/1/3)
;
_journal_coeditor_code           SI2309
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1643
_journal_page_last               m1644
_journal_paper_doi               10.1107/S1600536810048191
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac
'(C6 H9 N2) [Co (C7 H3 N1 O4) (C7 H4 N1 O4)], C7 H5 N O4, 3H2 O'
_chemical_formula_moiety
'C6 H9 N2 +, C14 H7 Co N2 O8 -, C7 H5 N O4, 3(H2 O)'
_chemical_formula_sum            'C27 H27 Co N5 O15'
_chemical_formula_weight         720.47
_chemical_name_systematic
;
Phenylhydrazinium
(6-carboxypyridine-2-carboxylato)(pyridine-2,6-dicarboxylato)cobaltate(II)-
pyridine-2,6-dicarboxylic acid--water (1/1/3)
;
_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                101.080(2)
_cell_angle_beta                 91.351(3)
_cell_angle_gamma                98.749(3)
_cell_formula_units_Z            2
_cell_length_a                   8.8019(4)
_cell_length_b                   12.2378(5)
_cell_length_c                   14.6559(7)
_cell_measurement_reflns_used    8005
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.23
_cell_measurement_theta_min      2.80
_cell_volume                     1528.95(12)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'APEX2 (Bruker, 2003)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0379
_diffrn_reflns_av_sigmaI/netI    0.0353
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            27004
_diffrn_reflns_theta_full        25.28
_diffrn_reflns_theta_max         25.28
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    0.644
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.825
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2000)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             742
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.711
_refine_diff_density_min         -0.779
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         5526
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1037P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1288
_refine_ls_wR_factor_ref         0.1666
_reflns_number_gt                4198
_reflns_number_total             5526
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            si2309.cif
_cod_data_source_block           I
_cod_database_code               2228554
_cod_database_fobs_code          2228554
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Co Co1 0.08241(5) 0.11526(3) 0.27416(3) 0.03986(15) Uani d . 1 . . 0
N N1 0.0353(3) 0.20143(19) 0.17546(17) 0.0321(5) Uani d . 1 . . 0
N N2 0.1315(3) 0.0232(2) 0.36950(16) 0.0333(6) Uani d . 1 . . 0
O O1 0.1988(3) 0.04183(18) 0.15618(15) 0.0439(5) Uani d . 1 . . 0
O O2 0.2202(3) 0.03896(18) 0.00472(16) 0.0467(6) Uani d . 1 . . 0
O O3 -0.0290(3) 0.2509(2) 0.34757(17) 0.0604(7) Uani d . 1 . . 0
O O4 -0.1504(3) 0.3913(2) 0.32449(19) 0.0718(8) Uani d . 1 . . 0
O O5 -0.1078(3) -0.0133(2) 0.25722(17) 0.0549(6) Uani d . 1 . . 0
O O6 -0.2095(3) -0.1669(2) 0.30695(18) 0.0554(6) Uani d . 1 . . 0
O O7 0.3082(3) 0.2062(2) 0.35125(17) 0.0533(6) Uani d . 1 . . 0
O O8 0.4774(3) 0.1909(2) 0.46295(19) 0.0645(7) Uani d . 1 . . 0
H H8 0.5193 0.2522 0.4538 0.097 Uiso calc R 1 . . 0
O O13 0.7224(4) 0.5896(2) 0.2939(2) 0.0735(8) Uani d D 1 . . 0
H H13A 0.767(4) 0.6505(12) 0.328(2) 0.110 Uiso d D 1 . . 0
H H13B 0.765(3) 0.5383(15) 0.310(3) 0.110 Uiso d D 1 . . 0
O O14 0.6225(4) 0.3733(3) 0.4384(2) 0.0911(10) Uani d D 1 . . 0
H H14A 0.696(2) 0.384(3) 0.4033(16) 0.137 Uiso d D 1 . . 0
H H14B 0.606(4) 0.4388(13) 0.464(3) 0.137 Uiso d D 1 . . 0
O O15 0.7032(9) 0.5579(4) 0.5692(4) 0.111(3) Uani d P 0.600(6) . . 2
O O16 0.0711(12) 0.3917(6) 0.5180(5) 0.100(4) Uani d P 0.400(6) . . 2
C C1 0.1723(3) 0.0746(2) 0.0823(2) 0.0344(7) Uani d . 1 . . 0
C C2 0.0767(3) 0.1683(2) 0.0894(2) 0.0315(6) Uani d . 1 . . 0
C C3 0.0373(4) 0.2194(3) 0.0181(2) 0.0388(7) Uani d . 1 . . 0
H H3 0.0651 0.1947 -0.0424 0.047 Uiso calc R 1 . . 0
C C4 -0.0448(4) 0.3087(3) 0.0388(2) 0.0430(8) Uani d . 1 . . 0
H H4 -0.0725 0.3448 -0.0079 0.052 Uiso calc R 1 . . 0
C C5 -0.0851(4) 0.3435(3) 0.1288(2) 0.0437(8) Uani d . 1 . . 0
H H5 -0.1393 0.4035 0.1437 0.052 Uiso calc R 1 . . 0
C C6 -0.0434(3) 0.2873(2) 0.1966(2) 0.0355(7) Uani d . 1 . . 0
C C7 -0.0777(4) 0.3123(3) 0.2975(2) 0.0472(8) Uani d . 1 . . 0
C C8 -0.1070(4) -0.0855(3) 0.3071(2) 0.0413(8) Uani d . 1 . . 0
C C9 0.0315(3) -0.0679(2) 0.3749(2) 0.0357(7) Uani d . 1 . . 0
C C10 0.0559(4) -0.1344(3) 0.4379(2) 0.0417(8) Uani d . 1 . . 0
H H10 -0.0138 -0.1988 0.4404 0.050 Uiso calc R 1 . . 0
C C11 0.1854(4) -0.1037(3) 0.4969(2) 0.0465(8) Uani d . 1 . . 0
H H11 0.2037 -0.1474 0.5401 0.056 Uiso calc R 1 . . 0
C C12 0.2878(4) -0.0085(3) 0.4920(2) 0.0438(8) Uani d . 1 . . 0
H H12 0.3755 0.0137 0.5318 0.053 Uiso calc R 1 . . 0
C C13 0.2571(3) 0.0526(3) 0.4267(2) 0.0388(7) Uani d . 1 . . 0
C C14 0.3519(4) 0.1574(3) 0.4096(2) 0.0441(8) Uani d . 1 . . 0
N N3 0.5452(3) 0.71742(19) 0.98841(17) 0.0336(6) Uani d . 1 . . 0
O O9 0.3803(3) 0.88505(18) 1.00552(14) 0.0423(5) Uani d . 1 . . 0
H H9 0.3352 0.9391 1.0061 0.063 Uiso calc R 1 . . 0
O O10 0.3851(3) 0.88449(19) 0.85355(16) 0.0494(6) Uani d . 1 . . 0
O O11 0.6360(3) 0.6510(2) 1.14056(17) 0.0620(7) Uani d . 1 . . 0
H H11A 0.6807 0.6353 1.1849 0.093 Uiso calc R 1 . . 0
O O12 0.7558(3) 0.5215(2) 1.0602(2) 0.0749(8) Uani d . 1 . . 0
C C16 0.4987(3) 0.7465(2) 0.9112(2) 0.0354(7) Uani d . 1 . . 0
C C17 0.5231(4) 0.6919(3) 0.8224(2) 0.0458(8) Uani d . 1 . . 0
H H17 0.4890 0.7164 0.7704 0.055 Uiso calc R 1 . . 0
C C18 0.5987(4) 0.6008(3) 0.8129(3) 0.0550(9) Uani d . 1 . . 0
H H18 0.6161 0.5617 0.7541 0.066 Uiso calc R 1 . . 0
C C19 0.6486(4) 0.5682(3) 0.8917(3) 0.0475(8) Uani d . 1 . . 0
H H19 0.7006 0.5068 0.8872 0.057 Uiso calc R 1 . . 0
C C20 0.6203(3) 0.6280(2) 0.9773(2) 0.0378(7) Uani d . 1 . . 0
C C15 0.4154(3) 0.8466(2) 0.9206(2) 0.0353(7) Uani d . 1 . . 0
C C21 0.6782(4) 0.5948(3) 1.0634(3) 0.0456(8) Uani d . 1 . . 0
N N4 0.5745(3) 0.8905(2) 0.17482(17) 0.0379(6) Uani d . 1 . . 0
H H4A 0.6351 0.8616 0.2101 0.057 Uiso calc R 1 . . 0
H H4B 0.6256 0.9537 0.1619 0.057 Uiso calc R 1 . . 0
H H4C 0.5459 0.8410 0.1221 0.057 Uiso calc R 1 . . 0
N N5 0.4388(3) 0.9152(2) 0.22451(19) 0.0416(6) Uani d . 1 . . 0
H H5A 0.373(4) 0.950(3) 0.186(2) 0.050 Uiso d . 1 . . 0
C C22 0.3461(4) 0.8152(2) 0.2400(2) 0.0367(7) Uani d . 1 . . 0
C C23 0.1992(4) 0.7818(3) 0.1991(2) 0.0488(9) Uani d . 1 . . 0
H H23 0.1624 0.8224 0.1582 0.059 Uiso calc R 1 . . 0
C C24 0.1081(4) 0.6894(3) 0.2185(3) 0.0580(10) Uani d . 1 . . 0
H H24 0.0091 0.6677 0.1910 0.070 Uiso calc R 1 . . 0
C C25 0.1611(5) 0.6277(3) 0.2787(3) 0.0599(11) Uani d . 1 . . 0
H H25 0.0990 0.5644 0.2913 0.072 Uiso calc R 1 . . 0
C C26 0.3070(5) 0.6615(3) 0.3196(3) 0.0566(10) Uani d . 1 . . 0
H H26 0.3432 0.6208 0.3606 0.068 Uiso calc R 1 . . 0
C C27 0.4004(4) 0.7545(3) 0.3010(2) 0.0483(8) Uani d . 1 . . 0
H H27 0.4991 0.7765 0.3290 0.058 Uiso calc R 1 . . 0
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'
Co Co 0.3494 0.9721 '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'
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
_geom_angle_publ_flag
N1 Co1 N2 . . 177.68(9) ?
N1 Co1 O5 . . 102.10(9) ?
N2 Co1 O5 . . 77.14(9) ?
N1 Co1 O1 . . 76.28(8) ?
N2 Co1 O1 . . 101.57(8) ?
O5 Co1 O1 . . 96.18(10) ?
N1 Co1 O3 . . 75.72(9) ?
N2 Co1 O3 . . 106.53(9) ?
O5 Co1 O3 . . 97.68(10) ?
O1 Co1 O3 . . 150.78(9) ?
N1 Co1 O7 . . 107.38(9) ?
N2 Co1 O7 . . 73.46(9) ?
O5 Co1 O7 . . 150.47(9) ?
O1 Co1 O7 . . 92.35(9) ?
O3 Co1 O7 . . 88.12(10) ?
C2 N1 C6 . . 121.0(2) ?
C2 N1 Co1 . . 119.22(18) ?
C6 N1 Co1 . . 119.7(2) ?
C9 N2 C13 . . 119.9(3) ?
C9 N2 Co1 . . 117.7(2) ?
C13 N2 Co1 . . 122.4(2) ?
C1 O1 Co1 . . 115.10(17) ?
C7 O3 Co1 . . 115.3(2) ?
C8 O5 Co1 . . 116.8(2) ?
C14 O7 Co1 . . 112.8(2) ?
C14 O8 H8 . . 109.5 ?
H13A O13 H13B . . 105(3) ?
H14A O14 H14B . . 105(3) ?
O2 C1 O1 . . 126.1(3) ?
O2 C1 C2 . . 117.5(3) ?
O1 C1 C2 . . 116.4(3) ?
N1 C2 C3 . . 121.4(3) ?
N1 C2 C1 . . 112.3(2) ?
C3 C2 C1 . . 126.4(3) ?
C2 C3 C4 . . 118.3(3) ?
C2 C3 H3 . . 120.9 ?
C4 C3 H3 . . 120.9 ?
C5 C4 C3 . . 119.8(3) ?
C5 C4 H4 . . 120.1 ?
C3 C4 H4 . . 120.1 ?
C4 C5 C6 . . 118.7(3) ?
C4 C5 H5 . . 120.7 ?
C6 C5 H5 . . 120.7 ?
N1 C6 C5 . . 120.8(3) ?
N1 C6 C7 . . 112.8(2) ?
C5 C6 C7 . . 126.4(3) ?
O4 C7 O3 . . 125.9(3) ?
O4 C7 C6 . . 117.9(3) ?
O3 C7 C6 . . 116.2(3) ?
O6 C8 O5 . . 125.9(3) ?
O6 C8 C9 . . 118.3(3) ?
O5 C8 C9 . . 115.8(3) ?
N2 C9 C10 . . 121.3(3) ?
N2 C9 C8 . . 112.5(3) ?
C10 C9 C8 . . 126.2(3) ?
C11 C10 C9 . . 118.7(3) ?
C11 C10 H10 . . 120.7 ?
C9 C10 H10 . . 120.7 ?
C10 C11 C12 . . 120.0(3) ?
C10 C11 H11 . . 120.0 ?
C12 C11 H11 . . 120.0 ?
C13 C12 C11 . . 118.1(3) ?
C13 C12 H12 . . 121.0 ?
C11 C12 H12 . . 121.0 ?
N2 C13 C12 . . 122.1(3) ?
N2 C13 C14 . . 111.1(3) ?
C12 C13 C14 . . 126.8(3) ?
O7 C14 O8 . . 125.3(3) ?
O7 C14 C13 . . 120.2(3) ?
O8 C14 C13 . . 114.5(3) ?
C16 N3 C20 . . 116.3(3) ?
C15 O9 H9 . . 109.5 ?
C21 O11 H11A . . 109.5 ?
N3 C16 C17 . . 124.3(3) ?
N3 C16 C15 . . 118.0(3) ?
C17 C16 C15 . . 117.7(3) ?
C18 C17 C16 . . 118.3(3) ?
C18 C17 H17 . . 120.8 ?
C16 C17 H17 . . 120.8 ?
C17 C18 C19 . . 118.9(3) ?
C17 C18 H18 . . 120.5 ?
C19 C18 H18 . . 120.5 ?
C20 C19 C18 . . 118.8(3) ?
C20 C19 H19 . . 120.6 ?
C18 C19 H19 . . 120.6 ?
N3 C20 C19 . . 123.3(3) ?
N3 C20 C21 . . 117.7(3) ?
C19 C20 C21 . . 119.0(3) ?
O10 C15 O9 . . 125.0(3) ?
O10 C15 C16 . . 120.9(3) ?
O9 C15 C16 . . 114.1(3) ?
O12 C21 O11 . . 123.5(3) ?
O12 C21 C20 . . 122.3(3) ?
O11 C21 C20 . . 114.2(3) ?
N5 N4 H4A . . 109.5 ?
N5 N4 H4B . . 109.5 ?
H4A N4 H4B . . 109.5 ?
N5 N4 H4C . . 109.5 ?
H4A N4 H4C . . 109.5 ?
H4B N4 H4C . . 109.5 ?
C22 N5 N4 . . 111.7(2) ?
C22 N5 H5A . . 106(2) ?
N4 N5 H5A . . 109.6(19) ?
C23 C22 C27 . . 119.7(3) ?
C23 C22 N5 . . 120.5(3) ?
C27 C22 N5 . . 119.6(3) ?
C24 C23 C22 . . 120.1(3) ?
C24 C23 H23 . . 120.0 ?
C22 C23 H23 . . 120.0 ?
C23 C24 C25 . . 120.8(4) ?
C23 C24 H24 . . 119.6 ?
C25 C24 H24 . . 119.6 ?
C26 C25 C24 . . 118.9(4) ?
C26 C25 H25 . . 120.5 ?
C24 C25 H25 . . 120.5 ?
C25 C26 C27 . . 121.1(4) ?
C25 C26 H26 . . 119.4 ?
C27 C26 H26 . . 119.4 ?
C26 C27 C22 . . 119.3(3) ?
C26 C27 H27 . . 120.3 ?
C22 C27 H27 . . 120.3 ?
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
Co1 N1 . 2.017(2) y
Co1 N2 . 2.033(2) y
Co1 O5 . 2.090(2) y
Co1 O1 . 2.148(2) y
Co1 O3 . 2.175(2) y
Co1 O7 . 2.281(2) y
N1 C2 . 1.325(4) ?
N1 C6 . 1.337(3) ?
N2 C9 . 1.327(4) ?
N2 C13 . 1.332(4) ?
O1 C1 . 1.254(4) ?
O2 C1 . 1.244(4) ?
O3 C7 . 1.257(4) ?
O4 C7 . 1.247(4) ?
O5 C8 . 1.251(4) ?
O6 C8 . 1.238(4) ?
O7 C14 . 1.219(4) ?
O8 C14 . 1.303(4) ?
O8 H8 . 0.8200 ?
O13 H13A . 0.85(2) ?
O13 H13B . 0.85(3) ?
O14 H14A . 0.85(2) ?
O14 H14B . 0.85(3) ?
C1 C2 . 1.512(4) ?
C2 C3 . 1.380(4) ?
C3 C4 . 1.390(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.377(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.385(4) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.500(4) ?
C8 C9 . 1.517(4) ?
C9 C10 . 1.375(4) ?
C10 C11 . 1.373(5) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.376(5) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.368(4) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.487(5) ?
N3 C16 . 1.323(4) ?
N3 C20 . 1.348(3) ?
O9 C15 . 1.304(4) ?
O9 H9 . 0.8200 ?
O10 C15 . 1.206(4) ?
O11 C21 . 1.300(4) ?
O11 H11A . 0.8200 ?
O12 C21 . 1.202(4) ?
C16 C17 . 1.382(4) ?
C16 C15 . 1.507(4) ?
C17 C18 . 1.369(4) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.376(5) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.375(4) ?
C19 H19 . 0.9300 ?
C20 C21 . 1.498(4) ?
N4 N5 . 1.454(3) ?
N4 H4A . 0.8900 ?
N4 H4B . 0.8900 ?
N4 H4C . 0.8900 ?
N5 C22 . 1.424(4) ?
N5 H5A . 0.99(3) ?
C22 C23 . 1.380(5) ?
C22 C27 . 1.386(4) ?
C23 C24 . 1.365(5) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.382(5) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.373(6) ?
C25 H25 . 0.9300 ?
C26 C27 . 1.376(5) ?
C26 H26 . 0.9300 ?
C27 H27 . 0.9300 ?
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
O8 H8 O14 . 0.82 1.67 2.491(4) 174.0
O13 H13A O6 1_665 0.85(2) 2.29(2) 2.917(4) 131(3)
O13 H13B O4 1_655 0.85(3) 2.09(2) 2.926(4) 168(3)
O14 H14A O4 1_655 0.85(2) 1.80(2) 2.645(4) 174(3)
O14 H14B O15 . 0.85(3) 1.98(4) 2.658(6) 136(4)
O9 H9 O2 1_566 0.82 1.70 2.520(3) 172.6
O11 H11A O13 1_556 0.82 1.84 2.634(4) 163.0
N4 H4A O6 1_665 0.89 2.06 2.935(3) 166.7
N4 H4A O5 1_665 0.89 2.53 2.993(3) 113.0
N4 H4A O11 1_554 0.89 2.58 3.011(3) 110.3
N4 H4B O10 2_676 0.89 2.05 2.834(3) 146.2
N4 H4C O9 1_554 0.89 2.41 2.964(3) 120.6
N5 H5A O1 1_565 0.99(3) 2.12(3) 3.060(3) 158(3)
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 Co1 N1 C2 . . . . -15(2) ?
O5 Co1 N1 C2 . . . . -86.1(2) ?
O1 Co1 N1 C2 . . . . 7.4(2) ?
O3 Co1 N1 C2 . . . . 178.9(2) ?
O7 Co1 N1 C2 . . . . 95.6(2) ?
N2 Co1 N1 C6 . . . . 161(2) ?
O5 Co1 N1 C6 . . . . 90.7(2) ?
O1 Co1 N1 C6 . . . . -175.8(2) ?
O3 Co1 N1 C6 . . . . -4.3(2) ?
O7 Co1 N1 C6 . . . . -87.7(2) ?
N1 Co1 N2 C9 . . . . -70(2) ?
O5 Co1 N2 C9 . . . . 1.2(2) ?
O1 Co1 N2 C9 . . . . -92.6(2) ?
O3 Co1 N2 C9 . . . . 95.5(2) ?
O7 Co1 N2 C9 . . . . 178.4(2) ?
N1 Co1 N2 C13 . . . . 111(2) ?
O5 Co1 N2 C13 . . . . -177.5(2) ?
O1 Co1 N2 C13 . . . . 88.8(2) ?
O3 Co1 N2 C13 . . . . -83.1(2) ?
O7 Co1 N2 C13 . . . . -0.3(2) ?
N1 Co1 O1 C1 . . . . -7.2(2) ?
N2 Co1 O1 C1 . . . . 171.9(2) ?
O5 Co1 O1 C1 . . . . 93.8(2) ?
O3 Co1 O1 C1 . . . . -24.1(3) ?
O7 Co1 O1 C1 . . . . -114.5(2) ?
N1 Co1 O3 C7 . . . . 4.2(3) ?
N2 Co1 O3 C7 . . . . -175.2(3) ?
O5 Co1 O3 C7 . . . . -96.4(3) ?
O1 Co1 O3 C7 . . . . 21.3(4) ?
O7 Co1 O3 C7 . . . . 112.7(3) ?
N1 Co1 O5 C8 . . . . 176.4(2) ?
N2 Co1 O5 C8 . . . . -1.4(2) ?
O1 Co1 O5 C8 . . . . 99.1(2) ?
O3 Co1 O5 C8 . . . . -106.7(2) ?
O7 Co1 O5 C8 . . . . -6.8(4) ?
N1 Co1 O7 C14 . . . . -176.3(2) ?
N2 Co1 O7 C14 . . . . 1.4(2) ?
O5 Co1 O7 C14 . . . . 7.0(4) ?
O1 Co1 O7 C14 . . . . -99.9(2) ?
O3 Co1 O7 C14 . . . . 109.3(2) ?
Co1 O1 C1 O2 . . . . -175.8(2) ?
Co1 O1 C1 C2 . . . . 6.0(3) ?
C6 N1 C2 C3 . . . . -1.4(4) ?
Co1 N1 C2 C3 . . . . 175.3(2) ?
C6 N1 C2 C1 . . . . 176.7(3) ?
Co1 N1 C2 C1 . . . . -6.6(3) ?
O2 C1 C2 N1 . . . . -178.4(3) ?
O1 C1 C2 N1 . . . . 0.0(4) ?
O2 C1 C2 C3 . . . . -0.4(5) ?
O1 C1 C2 C3 . . . . 178.0(3) ?
N1 C2 C3 C4 . . . . 1.2(5) ?
C1 C2 C3 C4 . . . . -176.6(3) ?
C2 C3 C4 C5 . . . . -0.2(5) ?
C3 C4 C5 C6 . . . . -0.6(5) ?
C2 N1 C6 C5 . . . . 0.6(4) ?
Co1 N1 C6 C5 . . . . -176.1(2) ?
C2 N1 C6 C7 . . . . -179.5(3) ?
Co1 N1 C6 C7 . . . . 3.8(3) ?
C4 C5 C6 N1 . . . . 0.4(5) ?
C4 C5 C6 C7 . . . . -179.5(3) ?
Co1 O3 C7 O4 . . . . 176.8(3) ?
Co1 O3 C7 C6 . . . . -3.6(4) ?
N1 C6 C7 O4 . . . . 179.8(3) ?
C5 C6 C7 O4 . . . . -0.3(5) ?
N1 C6 C7 O3 . . . . 0.1(4) ?
C5 C6 C7 O3 . . . . -180.0(3) ?
Co1 O5 C8 O6 . . . . 179.7(3) ?
Co1 O5 C8 C9 . . . . 1.3(4) ?
C13 N2 C9 C10 . . . . -1.0(4) ?
Co1 N2 C9 C10 . . . . -179.7(2) ?
C13 N2 C9 C8 . . . . 177.8(2) ?
Co1 N2 C9 C8 . . . . -0.9(3) ?
O6 C8 C9 N2 . . . . -178.8(3) ?
O5 C8 C9 N2 . . . . -0.3(4) ?
O6 C8 C9 C10 . . . . -0.1(5) ?
O5 C8 C9 C10 . . . . 178.4(3) ?
N2 C9 C10 C11 . . . . 1.1(5) ?
C8 C9 C10 C11 . . . . -177.5(3) ?
C9 C10 C11 C12 . . . . -0.3(5) ?
C10 C11 C12 C13 . . . . -0.6(5) ?
C9 N2 C13 C12 . . . . 0.0(4) ?
Co1 N2 C13 C12 . . . . 178.7(2) ?
C9 N2 C13 C14 . . . . -179.4(2) ?
Co1 N2 C13 C14 . . . . -0.7(3) ?
C11 C12 C13 N2 . . . . 0.8(5) ?
C11 C12 C13 C14 . . . . -179.9(3) ?
Co1 O7 C14 O8 . . . . 179.7(3) ?
Co1 O7 C14 C13 . . . . -2.4(4) ?
N2 C13 C14 O7 . . . . 2.2(4) ?
C12 C13 C14 O7 . . . . -177.2(3) ?
N2 C13 C14 O8 . . . . -179.7(3) ?
C12 C13 C14 O8 . . . . 0.9(5) ?
C20 N3 C16 C17 . . . . -0.4(4) ?
C20 N3 C16 C15 . . . . -179.5(3) ?
N3 C16 C17 C18 . . . . 0.8(5) ?
C15 C16 C17 C18 . . . . 179.9(3) ?
C16 C17 C18 C19 . . . . -0.7(5) ?
C17 C18 C19 C20 . . . . 0.2(5) ?
C16 N3 C20 C19 . . . . -0.1(5) ?
C16 N3 C20 C21 . . . . 178.4(3) ?
C18 C19 C20 N3 . . . . 0.2(5) ?
C18 C19 C20 C21 . . . . -178.3(3) ?
N3 C16 C15 O10 . . . . 171.8(3) ?
C17 C16 C15 O10 . . . . -7.3(5) ?
N3 C16 C15 O9 . . . . -8.7(4) ?
C17 C16 C15 O9 . . . . 172.1(3) ?
N3 C20 C21 O12 . . . . -174.5(3) ?
C19 C20 C21 O12 . . . . 4.1(5) ?
N3 C20 C21 O11 . . . . 6.2(4) ?
C19 C20 C21 O11 . . . . -175.2(3) ?
N4 N5 C22 C23 . . . . -115.4(3) ?
N4 N5 C22 C27 . . . . 68.4(4) ?
C27 C22 C23 C24 . . . . -0.1(5) ?
N5 C22 C23 C24 . . . . -176.3(3) ?
C22 C23 C24 C25 . . . . -0.3(5) ?
C23 C24 C25 C26 . . . . 0.7(6) ?
C24 C25 C26 C27 . . . . -0.5(5) ?
C25 C26 C27 C22 . . . . 0.1(5) ?
C23 C22 C27 C26 . . . . 0.2(5) ?
N5 C22 C27 C26 . . . . 176.4(3) ?
