#------------------------------------------------------------------------------
#$Date: 2019-12-26 22:12:37 +0200 (Thu, 26 Dec 2019) $
#$Revision: 246155 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/18/2311894.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_2311894
loop_
_publ_author_name
'Castro, Miguel'
'Falvello, Larry R.'
'Forcén-Vázquez, Elena'
'Guerra, Pablo'
'Al-Kenany, Nuha A'
'Martínez, Gema'
'Tomás, Milagros'
_publ_section_title
;
 A phase transition caught in mid-course: independent and concomitant
 analyses of the monoclinic and triclinic structures of
 (ⁿBu₄N)[Co(orotate)₂(bipy)]·3H₂O.
;
_journal_coeditor_code           SK3662
_journal_issue                   'Pt 9'
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_page_first              731
_journal_page_last               742
_journal_paper_doi               10.1107/S2053229617010841
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac
'(C16 H36 N) [Co (C5 H2 N2 O4)2 (C10 H8 N2)], 3H2 O'
_chemical_formula_moiety         'C16 H36 N +, C20 H12 Co N6 O8 -, 3(H2 O)'
_chemical_formula_sum            'C36 H54 Co N7 O11'
_chemical_formula_weight         819.79
_chemical_name_systematic
;
Tetra-n-butylammonium
(2,2'-bipyridine-κ²N,N')bis(2,4-dioxo-1,2,3,4-\
tetrahydropyrimidin-1-ide-6-carboxylato-κN¹)cobalt(III) trihydrate
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                88.794(11)
_cell_angle_beta                 103.054(9)
_cell_angle_gamma                88.687(11)
_cell_formula_units_Z            2
_cell_length_a                   13.0155(15)
_cell_length_b                   9.4028(14)
_cell_length_c                   16.2640(17)
_cell_measurement_reflns_used    3865
_cell_measurement_temperature    170.0(10)
_cell_measurement_theta_max      28.862
_cell_measurement_theta_min      4.159
_cell_volume                     1937.8(4)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2011)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2011)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2011)
;
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1996)'
_computing_publication_material  'SHELXL2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_structure_solution
;
SIR92 (Altomare et al., 1994)
;
_diffrn_ambient_temperature      170.0(10)
_diffrn_detector_area_resol_mean 16.0655
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Agilent Xcalibur Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1521
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            25546
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         4.222
_exptl_absorpt_coefficient_mu    0.511
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61512
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2011)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_description       block
_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.670
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.300
_refine_diff_density_max         1.630
_refine_diff_density_min         -0.899
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     524
_refine_ls_number_reflns         6796
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0617
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0882P)²+1.4515P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1549
_refine_ls_wR_factor_ref         0.1608
_reflns_number_gt                5739
_reflns_number_total             6796
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            sk3662sup1.cif
_cod_data_source_block           2e
_cod_database_code               2311894
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.726
_shelx_estimated_absorpt_t_max   0.862
loop_
_space_group_symop_operation_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_occupancy
Co Co1 0.25935(3) 0.34140(4) 0.75496(2) 0.01676(15) Uani d 1
N N1 0.25887(19) 0.3183(3) 0.87431(15) 0.0185(5) Uani d 1
C C2 0.1938(2) 0.3841(3) 0.91902(18) 0.0199(6) Uani d 1
O O2 0.13083(17) 0.4820(2) 0.89068(14) 0.0284(5) Uani d 1
N N3 0.2030(2) 0.3346(3) 1.00165(16) 0.0206(5) Uani d 1
H H3 0.163(3) 0.382(4) 1.032(2) 0.025 Uiso d 1
C C4 0.2703(2) 0.2266(3) 1.04362(18) 0.0202(6) Uani d 1
O O4 0.27169(17) 0.1942(2) 1.11840(13) 0.0244(5) Uani d 1
C C5 0.3344(2) 0.1606(3) 0.99350(19) 0.0216(6) Uani d 1
H H5 0.3827 0.0848 1.0162 0.026 Uiso calc 1
C C6 0.3245(2) 0.2094(3) 0.91230(18) 0.0189(6) Uani d 1
C C7 0.3883(2) 0.1421(3) 0.85464(18) 0.0197(6) Uani d 1
O O7 0.36780(16) 0.1994(2) 0.77924(13) 0.0219(5) Uani d 1
O O8 0.45264(18) 0.0463(2) 0.87915(14) 0.0287(5) Uani d 1
N N1A 0.25882(19) 0.3208(3) 0.63505(15) 0.0186(5) Uani d 1
C C2A 0.3189(2) 0.3862(3) 0.58735(18) 0.0204(6) Uani d 1
O O2A 0.38197(18) 0.4794(3) 0.61319(14) 0.0292(5) Uani d 1
N N3A 0.3057(2) 0.3413(3) 0.50402(16) 0.0215(5) Uani d 1
H H3A 0.343(3) 0.391(4) 0.478(2) 0.026 Uiso d 1
C C4A 0.2379(2) 0.2399(3) 0.46525(18) 0.0211(6) Uani d 1
O O4A 0.23151(17) 0.2119(2) 0.38960(13) 0.0265(5) Uani d 1
C C5A 0.1783(2) 0.1746(3) 0.51854(19) 0.0228(6) Uani d 1
H H5A 0.1297 0.1027 0.4978 0.027 Uiso calc 1
C C6A 0.1922(2) 0.2172(3) 0.59974(18) 0.0196(6) Uani d 1
C C7A 0.1324(2) 0.1507(3) 0.65968(19) 0.0198(6) Uani d 1
O O7A 0.15569(16) 0.2014(2) 0.73528(13) 0.0213(5) Uani d 1
O O8A 0.06800(18) 0.0588(2) 0.63668(14) 0.0287(5) Uani d 1
N N9 0.35626(19) 0.4939(3) 0.77841(15) 0.0180(5) Uani d 1
N N9A 0.15653(19) 0.4954(3) 0.72631(15) 0.0183(5) Uani d 1
C C10 0.4616(2) 0.4800(3) 0.80720(19) 0.0230(6) Uani d 1
H H10 0.4930 0.3872 0.8172 0.028 Uiso calc 1
C C11 0.5252(3) 0.5960(4) 0.8225(2) 0.0295(7) Uani d 1
H H11 0.5992 0.5830 0.8434 0.035 Uiso calc 1
C C12 0.4805(3) 0.7316(4) 0.8074(2) 0.0282(7) Uani d 1
H H12 0.5231 0.8128 0.8181 0.034 Uiso calc 1
C C13 0.3723(3) 0.7470(3) 0.7763(2) 0.0274(7) Uani d 1
H H13 0.3397 0.8389 0.7649 0.033 Uiso calc 1
C C14 0.3125(2) 0.6262(3) 0.76214(18) 0.0212(6) Uani d 1
C C14A 0.1969(2) 0.6272(3) 0.73182(18) 0.0218(6) Uani d 1
C C13A 0.1327(3) 0.7482(4) 0.7108(2) 0.0306(7) Uani d 1
H H13A 0.1626 0.8397 0.7138 0.037 Uiso calc 1
C C12A 0.0245(3) 0.7341(4) 0.6854(2) 0.0323(8) Uani d 1
H H12A -0.0209 0.8157 0.6708 0.039 Uiso calc 1
C C11A -0.0164(3) 0.5995(4) 0.6817(2) 0.0302(7) Uani d 1
H H11A -0.0904 0.5874 0.6650 0.036 Uiso calc 1
C C10A 0.0517(2) 0.4827(4) 0.70265(19) 0.0235(6) Uani d 1
H H10A 0.0232 0.3903 0.7002 0.028 Uiso calc 1
N N15 0.7560(2) 0.1472(3) 0.73949(16) 0.0232(6) Uani d 1
C C16 0.8493(2) 0.0474(3) 0.7791(2) 0.0246(7) Uani d 1
H H16A 0.8249 -0.0238 0.8156 0.030 Uiso calc 1
H H16B 0.8710 -0.0047 0.7332 0.030 Uiso calc 1
C C17 0.9465(3) 0.1177(4) 0.8316(2) 0.0295(7) Uani d 1
H H17A 0.9290 0.1589 0.8824 0.035 Uiso calc 1
H H17B 0.9682 0.1957 0.7980 0.035 Uiso calc 1
C C18 1.0380(3) 0.0070(4) 0.8583(2) 0.0333(8) Uani d 1
H H18A 1.0614 -0.0227 0.8073 0.040 Uiso calc 1
H H18B 1.0980 0.0532 0.8956 0.040 Uiso calc 1
C C19 1.0111(3) -0.1252(4) 0.9040(3) 0.0426(9) Uani d 1
H H19A 0.9831 -0.0969 0.9525 0.064 Uiso calc 1
H H19B 1.0749 -0.1851 0.9237 0.064 Uiso calc 1
H H19C 0.9581 -0.1788 0.8653 0.064 Uiso calc 1
C C20 0.7335(3) 0.2524(3) 0.8037(2) 0.0287(7) Uani d 1
H H20A 0.7963 0.3112 0.8218 0.034 Uiso calc 1
H H20B 0.6743 0.3168 0.7752 0.034 Uiso calc 1
C C21 0.7060(3) 0.1869(4) 0.8818(2) 0.0313(8) Uani d 1
H H21A 0.7562 0.1074 0.9045 0.038 Uiso calc 1
H H21B 0.6340 0.1488 0.8671 0.038 Uiso calc 1
C C22 0.7115(3) 0.3013(4) 0.9485(2) 0.0343(8) Uani d 1
H H22A 0.7853 0.3317 0.9667 0.041 Uiso calc 1
H H22B 0.6679 0.3853 0.9226 0.041 Uiso calc 1
C C23 0.6739(4) 0.2508(5) 1.0245(3) 0.0561(12) Uani d 1
H H23A 0.6028 0.2139 1.0066 0.084 Uiso calc 1
H H23B 0.6726 0.3303 1.0623 0.084 Uiso calc 1
H H23C 0.7219 0.1751 1.0544 0.084 Uiso calc 1
C C16A 0.6621(2) 0.0525(3) 0.71016(19) 0.0230(6) Uani d 1
H H16C 0.6439 0.0087 0.7607 0.028 Uiso calc 1
H H16D 0.6842 -0.0255 0.6774 0.028 Uiso calc 1
C C17A 0.5630(3) 0.1252(4) 0.6564(2) 0.0283(7) Uani d 1
H H17C 0.5770 0.1587 0.6020 0.034 Uiso calc 1
H H17D 0.5431 0.2089 0.6859 0.034 Uiso calc 1
C C18A 0.4722(3) 0.0207(4) 0.6401(2) 0.0298(7) Uani d 1
H H18C 0.4522 -0.0007 0.6941 0.036 Uiso calc 1
H H18D 0.4104 0.0677 0.6015 0.036 Uiso calc 1
C C19A 0.4972(3) -0.1191(4) 0.6019(2) 0.0350(8) Uani d 1
H H19D 0.5191 -0.0993 0.5491 0.053 Uiso calc 1
H H19E 0.4342 -0.1771 0.5904 0.053 Uiso calc 1
H H19F 0.5543 -0.1708 0.6417 0.053 Uiso calc 1
C C20A 0.7790(3) 0.2356(4) 0.6657(2) 0.0305(7) Uani d 1
H H20C 0.7184 0.3023 0.6445 0.037 Uiso calc 1
H H20D 0.8415 0.2934 0.6875 0.037 Uiso calc 1
C C21A 0.7993(3) 0.1511(4) 0.5914(2) 0.0370(8) Uani d 1
H H21C 0.7481 0.0738 0.5798 0.044 Uiso calc 1
H H21D 0.8709 0.1066 0.6075 0.044 Uiso calc 1
C C22A 0.7902(3) 0.2426(5) 0.5099(3) 0.0449(10) Uani d 1
H H22C 0.7915 0.1787 0.4625 0.054 Uiso calc 1
H H22D 0.7213 0.2947 0.4971 0.054 Uiso calc 1
C C23A 0.8761(3) 0.3477(5) 0.5151(3) 0.0498(11) Uani d 1
H H23D 0.8718 0.4164 0.5588 0.075 Uiso calc 1
H H23E 0.8678 0.3980 0.4605 0.075 Uiso calc 1
H H23F 0.9449 0.2975 0.5295 0.075 Uiso calc 1
O O1W 0.5956(2) 0.5118(3) 0.61358(17) 0.0309(5) Uani d 1
H H1WA 0.621(3) 0.549(5) 0.662(3) 0.037 Uiso d 1
H H1WB 0.533(4) 0.504(5) 0.610(3) 0.037 Uiso d 1
O O1WA 0.9128(2) 0.5146(3) 0.89150(17) 0.0321(6) Uani d 1
H H1WC 0.889(3) 0.541(5) 0.844(3) 0.038 Uiso d 1
H H1WD 0.972(4) 0.519(5) 0.892(3) 0.038 Uiso d 1
O O2W 0.75028(19) 0.6320(3) 0.75083(15) 0.0306(6) Uani d 1
H H2WA 0.758(3) 0.683(4) 0.707(3) 0.037 Uiso d 1
H H2WB 0.749(3) 0.675(5) 0.787(3) 0.037 Uiso 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
O7A Co1 O7 90.86(9)
O7A Co1 N9 175.09(9)
O7 Co1 N9 93.30(10)
O7A Co1 N9A 93.02(10)
O7 Co1 N9A 175.32(10)
N9 Co1 N9A 82.94(10)
O7A Co1 N1 86.59(10)
O7 Co1 N1 84.30(9)
N9 Co1 N1 91.24(10)
N9A Co1 N1 98.53(10)
O7A Co1 N1A 84.50(9)
O7 Co1 N1A 87.71(9)
N9 Co1 N1A 98.24(10)
N9A Co1 N1A 90.06(10)
N1 Co1 N1A 167.93(10)
C6 N1 C2 118.8(2)
C6 N1 Co1 111.97(19)
C2 N1 Co1 128.7(2)
O2 C2 N1 124.3(3)
O2 C2 N3 119.6(3)
N1 C2 N3 116.2(2)
C4 N3 C2 127.1(3)
C4 N3 H3 117(2)
C2 N3 H3 116(2)
O4 C4 N3 120.5(3)
O4 C4 C5 125.3(3)
N3 C4 C5 114.2(3)
C6 C5 C4 118.3(3)
C6 C5 H5 120.8
C4 C5 H5 120.8
N1 C6 C5 125.4(3)
N1 C6 C7 113.4(2)
C5 C6 C7 121.3(3)
O8 C7 O7 124.8(3)
O8 C7 C6 121.9(3)
O7 C7 C6 113.3(2)
C7 O7 Co1 116.67(18)
C2A N1A C6A 118.9(2)
C2A N1A Co1 129.5(2)
C6A N1A Co1 111.39(18)
O2A C2A N1A 124.1(3)
O2A C2A N3A 119.7(3)
N1A C2A N3A 116.2(3)
C4A N3A C2A 126.9(3)
C4A N3A H3A 123(2)
C2A N3A H3A 110(2)
O4A C4A N3A 120.7(3)
O4A C4A C5A 125.0(3)
N3A C4A C5A 114.2(3)
C6A C5A C4A 118.7(3)
C6A C5A H5A 120.6
C4A C5A H5A 120.6
C5A C6A N1A 125.0(3)
C5A C6A C7A 121.3(3)
N1A C6A C7A 113.7(2)
O8A C7A O7A 124.8(3)
O8A C7A C6A 121.3(3)
O7A C7A C6A 113.8(3)
C7A O7A Co1 116.49(18)
C10 N9 C14 118.5(3)
C10 N9 Co1 126.1(2)
C14 N9 Co1 115.3(2)
C10A N9A C14A 118.9(3)
C10A N9A Co1 126.1(2)
C14A N9A Co1 115.0(2)
N9 C10 C11 122.1(3)
N9 C10 H10 118.9
C11 C10 H10 118.9
C10 C11 C12 119.5(3)
C10 C11 H11 120.3
C12 C11 H11 120.3
C11 C12 C13 118.8(3)
C11 C12 H12 120.6
C13 C12 H12 120.6
C14 C13 C12 119.0(3)
C14 C13 H13 120.5
C12 C13 H13 120.5
N9 C14 C13 122.0(3)
N9 C14 C14A 113.3(3)
C13 C14 C14A 124.6(3)
N9A C14A C13A 121.5(3)
N9A C14A C14 113.4(3)
C13A C14A C14 125.1(3)
C14A C13A C12A 119.2(3)
C14A C13A H13A 120.4
C12A C13A H13A 120.4
C11A C12A C13A 118.9(3)
C11A C12A H12A 120.5
C13A C12A H12A 120.5
C12A C11A C10A 119.2(3)
C12A C11A H11A 120.4
C10A C11A H11A 120.4
N9A C10A C11A 122.2(3)
N9A C10A H10A 118.9
C11A C10A H10A 118.9
C16A N15 C20 110.6(2)
C16A N15 C16 106.2(2)
C20 N15 C16 110.8(2)
C16A N15 C20A 111.3(2)
C20 N15 C20A 106.8(2)
C16 N15 C20A 111.3(2)
C17 C16 N15 116.1(3)
C17 C16 H16A 108.3
N15 C16 H16A 108.3
C17 C16 H16B 108.3
N15 C16 H16B 108.3
H16A C16 H16B 107.4
C16 C17 C18 110.1(3)
C16 C17 H17A 109.6
C18 C17 H17A 109.6
C16 C17 H17B 109.6
C18 C17 H17B 109.6
H17A C17 H17B 108.2
C19 C18 C17 114.7(3)
C19 C18 H18A 108.6
C17 C18 H18A 108.6
C19 C18 H18B 108.6
C17 C18 H18B 108.6
H18A C18 H18B 107.6
C18 C19 H19A 109.5
C18 C19 H19B 109.5
H19A C19 H19B 109.5
C18 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C21 C20 N15 115.6(3)
C21 C20 H20A 108.4
N15 C20 H20A 108.4
C21 C20 H20B 108.4
N15 C20 H20B 108.4
H20A C20 H20B 107.4
C20 C21 C22 109.1(3)
C20 C21 H21A 109.9
C22 C21 H21A 109.9
C20 C21 H21B 109.9
C22 C21 H21B 109.9
H21A C21 H21B 108.3
C23 C22 C21 113.0(3)
C23 C22 H22A 109.0
C21 C22 H22A 109.0
C23 C22 H22B 109.0
C21 C22 H22B 109.0
H22A C22 H22B 107.8
C22 C23 H23A 109.5
C22 C23 H23B 109.5
H23A C23 H23B 109.5
C22 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
N15 C16A C17A 116.1(2)
N15 C16A H16C 108.3
C17A C16A H16C 108.3
N15 C16A H16D 108.3
C17A C16A H16D 108.3
H16C C16A H16D 107.4
C16A C17A C18A 110.0(3)
C16A C17A H17C 109.7
C18A C17A H17C 109.7
C16A C17A H17D 109.7
C18A C17A H17D 109.7
H17C C17A H17D 108.2
C19A C18A C17A 114.6(3)
C19A C18A H18C 108.6
C17A C18A H18C 108.6
C19A C18A H18D 108.6
C17A C18A H18D 108.6
H18C C18A H18D 107.6
C18A C19A H19D 109.5
C18A C19A H19E 109.5
H19D C19A H19E 109.5
C18A C19A H19F 109.5
H19D C19A H19F 109.5
H19E C19A H19F 109.5
C21A C20A N15 115.8(3)
C21A C20A H20C 108.3
N15 C20A H20C 108.3
C21A C20A H20D 108.3
N15 C20A H20D 108.3
H20C C20A H20D 107.4
C20A C21A C22A 113.5(3)
C20A C21A H21C 108.9
C22A C21A H21C 108.9
C20A C21A H21D 108.9
C22A C21A H21D 108.9
H21C C21A H21D 107.7
C23A C22A C21A 113.8(3)
C23A C22A H22C 108.8
C21A C22A H22C 108.8
C23A C22A H22D 108.8
C21A C22A H22D 108.8
H22C C22A H22D 107.7
C22A C23A H23D 109.5
C22A C23A H23E 109.5
H23D C23A H23E 109.5
C22A C23A H23F 109.5
H23D C23A H23F 109.5
H23E C23A H23F 109.5
H1WA O1W H1WB 107(4)
H1WC O1WA H1WD 99(4)
H2WA O2W H2WB 113(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Co1 O7A 1.887(2)
Co1 O7 1.890(2)
Co1 N9 1.918(3)
Co1 N9A 1.925(2)
Co1 N1 1.950(2)
Co1 N1A 1.962(2)
N1 C6 1.362(4)
N1 C2 1.379(4)
C2 O2 1.228(4)
C2 N3 1.391(4)
N3 C4 1.387(4)
N3 H3 0.91(4)
C4 O4 1.244(4)
C4 C5 1.433(4)
C5 C6 1.366(4)
C5 H5 0.9500
C6 C7 1.523(4)
C7 O8 1.213(4)
C7 O7 1.297(4)
N1A C2A 1.367(4)
N1A C6A 1.367(4)
C2A O2A 1.229(4)
C2A N3A 1.402(4)
N3A C4A 1.377(4)
N3A H3A 0.85(4)
C4A O4A 1.248(4)
C4A C5A 1.427(4)
C5A C6A 1.362(4)
C5A H5A 0.9500
C6A C7A 1.512(4)
C7A O8A 1.223(4)
C7A O7A 1.302(4)
N9 C10 1.347(4)
N9 C14 1.352(4)
N9A C10A 1.340(4)
N9A C14A 1.354(4)
C10 C11 1.377(5)
C10 H10 0.9500
C11 C12 1.383(5)
C11 H11 0.9500
C12 C13 1.388(5)
C12 H12 0.9500
C13 C14 1.384(5)
C13 H13 0.9500
C14 C14A 1.474(4)
C14A C13A 1.386(4)
C13A C12A 1.386(5)
C13A H13A 0.9500
C12A C11A 1.381(5)
C12A H12A 0.9500
C11A C10A 1.382(5)
C11A H11A 0.9500
C10A H10A 0.9500
N15 C16A 1.522(4)
N15 C20 1.524(4)
N15 C16 1.530(4)
N15 C20A 1.534(4)
C16 C17 1.529(5)
C16 H16A 0.9900
C16 H16B 0.9900
C17 C18 1.542(5)
C17 H17A 0.9900
C17 H17B 0.9900
C18 C19 1.523(5)
C18 H18A 0.9900
C18 H18B 0.9900
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 C21 1.518(5)
C20 H20A 0.9900
C20 H20B 0.9900
C21 C22 1.535(5)
C21 H21A 0.9900
C21 H21B 0.9900
C22 C23 1.501(6)
C22 H22A 0.9900
C22 H22B 0.9900
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C16A C17A 1.523(4)
C16A H16C 0.9900
C16A H16D 0.9900
C17A C18A 1.534(5)
C17A H17C 0.9900
C17A H17D 0.9900
C18A C19A 1.525(5)
C18A H18C 0.9900
C18A H18D 0.9900
C19A H19D 0.9800
C19A H19E 0.9800
C19A H19F 0.9800
C20A C21A 1.528(5)
C20A H20C 0.9900
C20A H20D 0.9900
C21A C22A 1.546(5)
C21A H21C 0.9900
C21A H21D 0.9900
C22A C23A 1.498(6)
C22A H22C 0.9900
C22A H22D 0.9900
C23A H23D 0.9800
C23A H23E 0.9800
C23A H23F 0.9800
O1W H1WA 0.87(4)
O1W H1WB 0.80(4)
O1WA H1WC 0.80(4)
O1WA H1WD 0.77(5)
O2W H2WA 0.88(4)
O2W H2WB 0.73(5)
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 H1WB O2A . 0.80(4) 2.00(5) 2.803(3) 174(4)
O1W H1WA O2W . 0.87(4) 2.13(4) 2.914(4) 150(4)
O1WA H1WD O2 1_655 0.77(5) 2.09(5) 2.851(4) 167(4)
O2W H2WB O4 2_667 0.73(5) 2.05(5) 2.770(3) 173(5)
O2W H2WA O4A 2_666 0.88(4) 1.87(4) 2.747(3) 178(4)
O1WA H1WD O2 1_655 0.77(5) 2.09(5) 2.851(4) 167(4)
O1WA H1WC O2W . 0.80(4) 2.21(4) 2.920(4) 147(4)
C10 H10 O7 . 0.95 2.43 2.934(4) 113.3
C10A H10A O7A . 0.95 2.41 2.926(4) 113.5
C11 H11 O4 2_667 0.95 2.71 3.313(4) 122.0
C12 H12 O8 1_565 0.95 2.66 3.246(4) 120.7
C12 H12 O4 2_667 0.95 2.64 3.275(4) 125.1
C18 H18A O7A 1_655 0.99 2.83 3.325(4) 111.9
C11A H11A O4A 2_566 0.95 2.60 3.248(4) 125.8
C12A H12A O4A 2_566 0.95 2.72 3.303(4) 120.7
C12A H12A O8A 1_565 0.95 2.69 3.233(4) 117.0
C13A H13A O8A 1_565 0.95 2.53 3.158(4) 123.6
C16 H16A O4 2_657 0.99 2.43 3.408(4) 167.3
C16A H16D O4A 2_656 0.99 2.45 3.429(4) 170.4
C18A H18C O7 . 0.99 2.71 3.352(4) 122.6
C20A H20C O1W . 0.99 2.48 3.446(4) 165.7
C21A H21D O8A 1_655 0.99 2.53 3.492(4) 164.4
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
C6 N1 C2 O2 -179.1(3)
Co1 N1 C2 O2 -8.1(5)
C6 N1 C2 N3 1.5(4)
Co1 N1 C2 N3 172.5(2)
O2 C2 N3 C4 -179.4(3)
N1 C2 N3 C4 0.0(4)
C2 N3 C4 O4 178.8(3)
C2 N3 C4 C5 -1.1(4)
O4 C4 C5 C6 -179.3(3)
N3 C4 C5 C6 0.7(4)
C2 N1 C6 C5 -2.1(4)
Co1 N1 C6 C5 -174.5(3)
C2 N1 C6 C7 177.4(3)
Co1 N1 C6 C7 5.0(3)
C4 C5 C6 N1 0.9(5)
C4 C5 C6 C7 -178.6(3)
N1 C6 C7 O8 177.9(3)
C5 C6 C7 O8 -2.5(5)
N1 C6 C7 O7 -0.8(4)
C5 C6 C7 O7 178.7(3)
O8 C7 O7 Co1 177.2(2)
C6 C7 O7 Co1 -4.1(3)
O7A Co1 O7 C7 -80.9(2)
N9 Co1 O7 C7 96.5(2)
N1 Co1 O7 C7 5.6(2)
N1A Co1 O7 C7 -165.4(2)
C6A N1A C2A O2A -179.2(3)
Co1 N1A C2A O2A -4.6(4)
C6A N1A C2A N3A 0.8(4)
Co1 N1A C2A N3A 175.42(19)
O2A C2A N3A C4A -179.2(3)
N1A C2A N3A C4A 0.8(4)
C2A N3A C4A O4A 178.2(3)
C2A N3A C4A C5A -1.4(4)
O4A C4A C5A C6A -179.0(3)
N3A C4A C5A C6A 0.5(4)
C4A C5A C6A N1A 1.0(4)
C4A C5A C6A C7A -179.2(2)
C2A N1A C6A C5A -1.7(4)
Co1 N1A C6A C5A -177.3(2)
C2A N1A C6A C7A 178.5(2)
Co1 N1A C6A C7A 3.0(3)
C5A C6A C7A O8A -1.5(4)
N1A C6A C7A O8A 178.3(3)
C5A C6A C7A O7A 179.0(3)
N1A C6A C7A O7A -1.2(3)
O8A C7A O7A Co1 179.2(2)
C6A C7A O7A Co1 -1.3(3)
O7 Co1 O7A C7A -85.2(2)
N9A Co1 O7A C7A 92.2(2)
N1 Co1 O7A C7A -169.5(2)
N1A Co1 O7A C7A 2.4(2)
C14 N9 C10 C11 1.7(4)
Co1 N9 C10 C11 -179.8(2)
N9 C10 C11 C12 -0.6(5)
C10 C11 C12 C13 -0.6(5)
C11 C12 C13 C14 0.5(5)
C10 N9 C14 C13 -1.7(4)
Co1 N9 C14 C13 179.6(2)
C10 N9 C14 C14A -179.5(3)
Co1 N9 C14 C14A 1.9(3)
C12 C13 C14 N9 0.6(5)
C12 C13 C14 C14A 178.1(3)
C10A N9A C14A C13A -2.2(4)
Co1 N9A C14A C13A 178.1(2)
C10A N9A C14A C14 177.4(3)
Co1 N9A C14A C14 -2.2(3)
N9 C14 C14A N9A 0.2(4)
C13 C14 C14A N9A -177.4(3)
N9 C14 C14A C13A 179.8(3)
C13 C14 C14A C13A 2.2(5)
N9A C14A C13A C12A 1.5(5)
C14 C14A C13A C12A -178.1(3)
C14A C13A C12A C11A 0.0(5)
C13A C12A C11A C10A -0.6(5)
C14A N9A C10A C11A 1.6(4)
Co1 N9A C10A C11A -178.8(2)
C12A C11A C10A N9A -0.2(5)
C16A N15 C16 C17 -166.3(3)
C20 N15 C16 C17 -46.2(4)
C20A N15 C16 C17 72.5(3)
N15 C16 C17 C18 -173.3(3)
C16 C17 C18 C19 -54.2(4)
C16A N15 C20 C21 57.5(3)
C16 N15 C20 C21 -60.0(3)
C20A N15 C20 C21 178.7(3)
N15 C20 C21 C22 166.7(3)
C20 C21 C22 C23 173.7(3)
C20 N15 C16A C17A 68.7(3)
C16 N15 C16A C17A -171.1(3)
C20A N15 C16A C17A -49.8(3)
N15 C16A C17A C18A -173.8(3)
C16A C17A C18A C19A -54.1(4)
C16A N15 C20A C21A -56.7(4)
C20 N15 C20A C21A -177.4(3)
C16 N15 C20A C21A 61.5(4)
N15 C20A C21A C22A 163.4(3)
C20A C21A C22A C23A 68.6(5)
