#------------------------------------------------------------------------------
#$Date: 2020-08-14 03:56:29 +0300 (Fri, 14 Aug 2020) $
#$Revision: 255304 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/88/1558851.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_1558851
loop_
_publ_author_name
'Kwon, Nam'
'Suh, Jong-Min'
'Lim, Mi Hee'
'Hirao, Hajime'
'Cho, Jaeheung'
_publ_section_title
;
 Mechanistic Insight into Hydroxamate Transfer Reaction Mimicking the
 Inhibition of Zinc-Containing Enzymes
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC02676J
_journal_year                    2020
_chemical_formula_sum            'C24 H36 Co N6 O5'
_chemical_formula_weight         547.52
_chemical_name_common            '[Co(II)(TBDAP)(Hydroxamate)](NO3)'
_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_update_record
;
2018-06-07 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                92.008(2)
_cell_angle_beta                 113.595(2)
_cell_angle_gamma                110.629(2)
_cell_formula_units_Z            2
_cell_length_a                   10.7961(4)
_cell_length_b                   11.0539(5)
_cell_length_c                   13.2535(6)
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    143.(2)
_cell_measurement_theta_max      28.3608
_cell_measurement_theta_min      3.1626
_cell_volume                     1327.60(10)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      143.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       '/f and /w scans'
_diffrn_radiation_monochromator  TRIUMPH
_diffrn_radiation_type           MoKa
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            34141
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.16
_diffrn_source                   'Sealed tube'
_diffrn_source_type              'Sealed tube'
_exptl_absorpt_coefficient_mu    0.691
_exptl_absorpt_correction_T_max  0.93
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             578
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.758
_refine_diff_density_min         -0.840
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         5211
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0371
_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)+(0.0303P)²+1.7206P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0909
_reflns_number_gt                4338
_reflns_number_total             5211
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc02676j2.cif
_cod_data_source_block           BML242
_cod_database_code               1558851
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_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co Co1 0.34507(3) 0.27420(3) 0.26170(2) 0.01763(9) Uani d . . . 1 . .
O O1 0.22292(16) 0.35441(15) 0.13931(13) 0.0210(3) Uani d . . . 1 . .
C C11 0.6922(3) 0.3641(3) 0.2403(2) 0.0330(6) Uani d . . . 1 . .
H H11A 0.6593 0.412 0.2808 0.05 Uiso calc U . R 1 . .
H H11B 0.7628 0.4273 0.2189 0.05 Uiso calc U . R 1 . .
H H11C 0.7397 0.3131 0.2889 0.05 Uiso calc U . R 1 . .
C C9 0.4912(3) 0.3536(3) 0.0579(2) 0.0357(6) Uani d . . . 1 . .
H H9A 0.4119 0.2962 -0.0137 0.054 Uiso calc U . R 1 . .
H H9B 0.5672 0.4205 0.0438 0.054 Uiso calc U . R 1 . .
H H9C 0.451 0.3973 0.0947 0.054 Uiso calc U . R 1 . .
C C20 0.2279(3) 0.4626(2) 0.4031(2) 0.0242(5) Uani d . . . 1 . .
H H20A 0.3015 0.4938 0.482 0.036 Uiso calc U . R 1 . .
H H20B 0.1624 0.5096 0.3867 0.036 Uiso calc U . R 1 . .
H H20C 0.278 0.4795 0.3544 0.036 Uiso calc U . R 1 . .
N N5 0.4251(2) 0.5358(2) 0.24078(16) 0.0232(4) Uani d . . . 1 . .
O O2 0.48301(17) 0.46227(15) 0.31075(13) 0.0234(3) Uani d . . . 1 . .
C C4 0.0055(3) -0.1068(2) 0.1987(2) 0.0295(6) Uani d . . . 1 . .
H H4 -0.059 -0.1473 0.231 0.035 Uiso calc U . R 1 . .
C C16 0.5741(3) 0.2001(2) 0.5823(2) 0.0247(5) Uani d . . . 1 . .
H H16 0.575 0.2123 0.654 0.03 Uiso calc U . R 1 . .
C C14 0.6617(3) 0.1287(2) 0.4609(2) 0.0255(5) Uani d . . . 1 . .
H H14 0.7255 0.0947 0.4493 0.031 Uiso calc U . R 1 . .
C C10 0.6075(3) 0.1931(3) 0.0696(2) 0.0352(6) Uani d . . . 1 . .
H H10A 0.6453 0.1347 0.1149 0.053 Uiso calc U . R 1 . .
H H10B 0.6852 0.2552 0.0539 0.053 Uiso calc U . R 1 . .
H H10C 0.5228 0.1402 -0.0015 0.053 Uiso calc U . R 1 . .
C C23 0.2946(3) 0.4781(2) 0.15796(19) 0.0225(5) Uani d . . . 1 . .
N N1 0.1982(2) 0.08043(18) 0.19681(15) 0.0200(4) Uani d . . . 1 . .
N N4 0.23257(19) 0.23906(17) 0.38364(15) 0.0167(4) Uani d . . . 1 . .
N N3 0.47301(19) 0.20861(17) 0.38954(15) 0.0170(4) Uani d . . . 1 . .
N N2 0.4485(2) 0.18002(19) 0.17059(16) 0.0220(4) Uani d . . . 1 . .
C C19 0.1371(2) 0.3140(2) 0.38140(19) 0.0208(5) Uani d . . . 1 . .
C C24 0.2289(3) 0.5617(3) 0.0858(2) 0.0356(6) Uani d . . . 1 . .
H H24A 0.1993 0.5275 0.0068 0.053 Uiso calc U . R 1 . .
H H24B 0.3022 0.653 0.1086 0.053 Uiso calc U . R 1 . .
H H24C 0.1424 0.5592 0.095 0.053 Uiso calc U . R 1 . .
C C7 0.1960(3) 0.0131(2) 0.10925(19) 0.0260(5) Uani d . . . 1 . .
C C6 0.0949(3) -0.1157(3) 0.0605(2) 0.0340(6) Uani d . . . 1 . .
H H6 0.093 -0.1631 -0.0017 0.041 Uiso calc U . R 1 . .
C C5 -0.0032(3) -0.1740(2) 0.1042(2) 0.0360(6) Uani d . . . 1 . .
H H5 -0.0771 -0.2606 0.0692 0.043 Uiso calc U . R 1 . .
C C3 0.1116(2) 0.0218(2) 0.24483(19) 0.0208(5) Uani d . . . 1 . .
C C2 0.1445(2) 0.0936(2) 0.35737(19) 0.0212(5) Uani d . . . 1 . .
H H2A 0.0499 0.0781 0.3601 0.025 Uiso calc U . R 1 . .
H H2B 0.1987 0.0547 0.4169 0.025 Uiso calc U . R 1 . .
C C18 0.3640(2) 0.2772(2) 0.49511(18) 0.0201(5) Uani d . . . 1 . .
H H18A 0.3319 0.2406 0.5518 0.024 Uiso calc U . R 1 . .
H H18B 0.4112 0.3746 0.519 0.024 Uiso calc U . R 1 . .
C C17 0.4750(2) 0.2270(2) 0.49015(18) 0.0181(4) Uani d . . . 1 . .
C C15 0.6714(3) 0.1552(2) 0.5675(2) 0.0287(5) Uani d . . . 1 . .
H H15 0.7449 0.1424 0.6304 0.034 Uiso calc U . R 1 . .
C C13 0.5566(2) 0.1531(2) 0.37183(19) 0.0202(5) Uani d . . . 1 . .
C C12 0.5167(3) 0.1045(2) 0.2511(2) 0.0250(5) Uani d . . . 1 . .
H H12A 0.607 0.109 0.2456 0.03 Uiso calc U . R 1 . .
H H12B 0.4471 0.0106 0.2279 0.03 Uiso calc U . R 1 . .
C C8 0.3128(3) 0.0860(3) 0.0728(2) 0.0297(6) Uani d . . . 1 . .
H H8A 0.337 0.0219 0.0385 0.036 Uiso calc U . R 1 . .
H H8B 0.2747 0.1352 0.0153 0.036 Uiso calc U . R 1 . .
C C25 0.5593(3) 0.2704(3) 0.1344(2) 0.0275(5) Uani d . . . 1 . .
C C22 0.0080(2) 0.2705(2) 0.2635(2) 0.0285(5) Uani d . . . 1 . .
H H22A 0.0461 0.2826 0.2071 0.043 Uiso calc U . R 1 . .
H H22B -0.0495 0.324 0.2566 0.043 Uiso calc U . R 1 . .
H H22C -0.0552 0.1772 0.2513 0.043 Uiso calc U . R 1 . .
C C21 0.0799(3) 0.2886(3) 0.4708(2) 0.0329(6) Uani d . . . 1 . .
H H21A 0.0216 0.1939 0.4586 0.049 Uiso calc U . R 1 . .
H H21B 0.0179 0.3374 0.4652 0.049 Uiso calc U . R 1 . .
H H21C 0.1636 0.3183 0.5458 0.049 Uiso calc U . R 1 . .
N N6 0.6876(3) 0.8684(3) 0.2546(2) 0.0473(7) Uani d . . . 1 . .
O O4 0.5562(2) 0.8160(2) 0.2326(2) 0.0532(6) Uani d . . . 1 . .
O O3 0.7365(3) 0.9573(3) 0.2153(4) 0.1067(14) Uani d . . . 1 . .
O O5 0.7915(5) 0.9223(7) 0.3547(5) 0.086(2) Uani d . P . 0.5 . .
O O5* 0.7270(5) 0.7659(4) 0.2641(4) 0.0484(11) Uani d . P . 0.5 . .
H H1A 0.485(4) 0.627(3) 0.249(3) 0.053(9) 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Co1 N3 . . 96.45(7) ?
O2 Co1 N1 . . 175.09(7) ?
N3 Co1 N1 . . 87.30(7) ?
O2 Co1 O1 . . 79.78(6) ?
N3 Co1 O1 . . 175.86(7) ?
N1 Co1 O1 . . 96.57(7) ?
O2 Co1 N4 . . 105.33(6) ?
N3 Co1 N4 . . 75.42(7) ?
N1 Co1 N4 . . 78.65(7) ?
O1 Co1 N4 . . 103.82(6) ?
O2 Co1 N2 . . 102.56(7) ?
N3 Co1 N2 . . 78.32(7) ?
N1 Co1 N2 . . 75.04(7) ?
O1 Co1 N2 . . 104.08(6) ?
N4 Co1 N2 . . 143.39(6) ?
C23 O1 Co1 . . 109.57(14) ?
C25 C11 H11A . . 109.5 ?
C25 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C25 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C25 C9 H9A . . 109.5 ?
C25 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C25 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C23 N5 O2 . . 119.0(2) ?
C23 N5 H1A . . 121.(2) ?
O2 N5 H1A . . 119.(2) ?
N5 O2 Co1 . . 110.67(13) ?
C5 C4 C3 . . 118.1(2) ?
C5 C4 H4 . . 121.0 ?
C3 C4 H4 . . 121.0 ?
C15 C16 C17 . . 118.6(2) ?
C15 C16 H16 . . 120.7 ?
C17 C16 H16 . . 120.7 ?
C13 C14 C15 . . 118.3(2) ?
C13 C14 H14 . . 120.8 ?
C15 C14 H14 . . 120.8 ?
C25 C10 H10A . . 109.5 ?
C25 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C25 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
O1 C23 N5 . . 120.9(2) ?
O1 C23 C24 . . 120.7(2) ?
N5 C23 C24 . . 118.3(2) ?
C3 N1 C7 . . 121.0(2) ?
C3 N1 Co1 . . 119.87(15) ?
C7 N1 Co1 . . 119.08(16) ?
C2 N4 C18 . . 109.58(17) ?
C2 N4 C19 . . 110.44(16) ?
C18 N4 C19 . . 111.48(17) ?
C2 N4 Co1 . . 105.37(13) ?
C18 N4 Co1 . . 101.02(12) ?
C19 N4 Co1 . . 118.32(13) ?
C17 N3 C13 . . 121.33(19) ?
C17 N3 Co1 . . 118.76(14) ?
C13 N3 Co1 . . 119.87(15) ?
C8 N2 C12 . . 109.58(19) ?
C8 N2 C25 . . 111.99(18) ?
C12 N2 C25 . . 110.39(17) ?
C8 N2 Co1 . . 100.84(13) ?
C12 N2 Co1 . . 104.44(13) ?
C25 N2 Co1 . . 118.88(14) ?
N4 C19 C22 . . 107.46(18) ?
N4 C19 C20 . . 109.38(17) ?
C22 C19 C20 . . 108.97(19) ?
N4 C19 C21 . . 112.48(18) ?
C22 C19 C21 . . 110.4(2) ?
C20 C19 C21 . . 108.12(19) ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
N1 C7 C6 . . 120.8(2) ?
N1 C7 C8 . . 115.4(2) ?
C6 C7 C8 . . 123.8(2) ?
C5 C6 C7 . . 118.6(2) ?
C5 C6 H6 . . 120.7 ?
C7 C6 H6 . . 120.7 ?
C6 C5 C4 . . 120.4(2) ?
C6 C5 H5 . . 119.8 ?
C4 C5 H5 . . 119.8 ?
N1 C3 C4 . . 120.9(2) ?
N1 C3 C2 . . 117.54(19) ?
C4 C3 C2 . . 121.2(2) ?
N4 C2 C3 . . 115.09(18) ?
N4 C2 H2A . . 108.5 ?
C3 C2 H2A . . 108.5 ?
N4 C2 H2B . . 108.5 ?
C3 C2 H2B . . 108.5 ?
H2A C2 H2B . . 107.5 ?
N4 C18 C17 . . 111.54(18) ?
N4 C18 H18A . . 109.3 ?
C17 C18 H18A . . 109.3 ?
N4 C18 H18B . . 109.3 ?
C17 C18 H18B . . 109.3 ?
H18A C18 H18B . . 108.0 ?
N3 C17 C16 . . 120.5(2) ?
N3 C17 C18 . . 115.64(18) ?
C16 C17 C18 . . 123.8(2) ?
C16 C15 C14 . . 120.1(2) ?
C16 C15 H15 . . 120.0 ?
C14 C15 H15 . . 120.0 ?
N3 C13 C14 . . 120.7(2) ?
N3 C13 C12 . . 116.34(19) ?
C14 C13 C12 . . 122.6(2) ?
N2 C12 C13 . . 114.50(18) ?
N2 C12 H12A . . 108.6 ?
C13 C12 H12A . . 108.6 ?
N2 C12 H12B . . 108.6 ?
C13 C12 H12B . . 108.6 ?
H12A C12 H12B . . 107.6 ?
N2 C8 C7 . . 110.61(19) ?
N2 C8 H8A . . 109.5 ?
C7 C8 H8A . . 109.5 ?
N2 C8 H8B . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 108.1 ?
N2 C25 C11 . . 107.78(19) ?
N2 C25 C9 . . 109.86(19) ?
C11 C25 C9 . . 108.2(2) ?
N2 C25 C10 . . 112.3(2) ?
C11 C25 C10 . . 110.6(2) ?
C9 C25 C10 . . 108.0(2) ?
C19 C22 H22A . . 109.5 ?
C19 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C19 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C19 C21 H21A . . 109.5 ?
C19 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C19 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
O3 N6 O4 . . 123.3(3) ?
O3 N6 O5 . . 93.5(4) ?
O4 N6 O5 . . 123.8(3) ?
O3 N6 O5* . . 122.6(3) ?
O4 N6 O5* . . 102.4(3) ?
O5 N6 O5* . . 86.8(4) ?
N6 O3 O5 . . 45.4(3) ?
N6 O5 O3 . . 41.1(2) ?
N6 O5 O5* . . 47.7(3) ?
O3 O5 O5* . . 75.8(3) ?
N6 O5* O5 . . 45.4(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 O2 . 1.9777(16) ?
Co1 N3 . 2.0548(17) ?
Co1 N1 . 2.0560(19) ?
Co1 O1 . 2.0901(15) ?
Co1 N4 . 2.3497(18) ?
Co1 N2 . 2.3661(19) ?
O1 C23 . 1.268(3) ?
C11 C25 . 1.530(4) ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C9 C25 . 1.536(3) ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C20 C19 . 1.533(3) ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
N5 C23 . 1.295(3) ?
N5 O2 . 1.363(2) ?
N5 H1A . 0.96(3) ?
C4 C5 . 1.386(4) ?
C4 C3 . 1.392(3) ?
C4 H4 . 0.95 ?
C16 C15 . 1.384(3) ?
C16 C17 . 1.389(3) ?
C16 H16 . 0.95 ?
C14 C13 . 1.385(3) ?
C14 C15 . 1.387(4) ?
C14 H14 . 0.95 ?
C10 C25 . 1.536(3) ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C23 C24 . 1.500(3) ?
N1 C3 . 1.333(3) ?
N1 C7 . 1.344(3) ?
N4 C2 . 1.493(3) ?
N4 C18 . 1.494(3) ?
N4 C19 . 1.526(3) ?
N3 C17 . 1.333(3) ?
N3 C13 . 1.340(3) ?
N2 C8 . 1.490(3) ?
N2 C12 . 1.499(3) ?
N2 C25 . 1.519(3) ?
C19 C22 . 1.533(3) ?
C19 C21 . 1.534(3) ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C7 C6 . 1.383(4) ?
C7 C8 . 1.508(4) ?
C6 C5 . 1.382(4) ?
C6 H6 . 0.95 ?
C5 H5 . 0.95 ?
C3 C2 . 1.508(3) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C18 C17 . 1.508(3) ?
C18 H18A . 0.99 ?
C18 H18B . 0.99 ?
C15 H15 . 0.95 ?
C13 C12 . 1.503(3) ?
C12 H12A . 0.99 ?
C12 H12B . 0.99 ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
N6 O3 . 1.186(4) ?
N6 O4 . 1.229(3) ?
N6 O5 . 1.286(6) ?
N6 O5* . 1.337(4) ?
O3 O5 . 1.802(7) ?
O5 O5* . 1.804(8) ?
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
_geom_hbond_publ_flag
N5 H1A O5* . 0.96(3) 2.44(3) 3.238(5) 141.(3) ?
N5 H1A O4 . 0.96(3) 2.01(3) 2.944(3) 163.(3) ?
C22 H22C O3 1_445 0.98 2.53 3.490(4) 166.5 ?
C22 H22A O1 . 0.98 2.33 3.256(3) 156.9 ?
C12 H12A O3 1_545 0.99 2.64 3.474(4) 141.7 ?
C18 H18B O2 2_666 0.99 2.42 3.220(3) 137.8 ?
C18 H18A O5 2_666 0.99 2.52 3.467(6) 160.5 ?
C24 H24B O4 . 0.98 2.48 3.360(3) 148.6 ?
C16 H16 O4 2_666 0.95 2.41 3.262(3) 149.7 ?
C4 H4 O5* 1_445 0.95 2.39 3.311(5) 162.4 ?
C20 H20C O2 . 0.98 2.57 3.433(3) 147.5 ?
C20 H20C N5 . 0.98 2.54 3.519(3) 175.7 ?
C9 H9C N5 . 0.98 2.59 3.535(3) 162.5 ?
C9 H9C O1 . 0.98 2.65 3.474(3) 142.5 ?
C11 H11A O2 . 0.98 2.33 3.240(3) 154.2 ?
N5 H1A O5* . 0.96(3) 2.44(3) 3.238(5) 141.(3) ?
N5 H1A O4 . 0.96(3) 2.01(3) 2.944(3) 163.(3) ?
C22 H22C O3 1_445 0.98 2.53 3.490(4) 166.5 ?
C22 H22A O1 . 0.98 2.33 3.256(3) 156.9 ?
C12 H12A O3 1_545 0.99 2.64 3.474(4) 141.7 ?
C18 H18B O2 2_666 0.99 2.42 3.220(3) 137.8 ?
C18 H18A O5 2_666 0.99 2.52 3.467(6) 160.5 ?
C24 H24B O4 . 0.98 2.48 3.360(3) 148.6 ?
C16 H16 O4 2_666 0.95 2.41 3.262(3) 149.7 ?
C4 H4 O5* 1_445 0.95 2.39 3.311(5) 162.4 ?
C20 H20C O2 . 0.98 2.57 3.433(3) 147.5 ?
C20 H20C N5 . 0.98 2.54 3.519(3) 175.7 ?
C9 H9C N5 . 0.98 2.59 3.535(3) 162.5 ?
C9 H9C O1 . 0.98 2.65 3.474(3) 142.5 ?
C11 H11A O2 . 0.98 2.33 3.240(3) 154.2 ?
N5 H1A O5* . 0.96(3) 2.44(3) 3.238(5) 141.(3) ?
N5 H1A O4 . 0.96(3) 2.01(3) 2.944(3) 163.(3) ?
C22 H22C O3 1_445 0.98 2.53 3.490(4) 166.5 ?
C22 H22A O1 . 0.98 2.33 3.256(3) 156.9 ?
C12 H12A O3 1_545 0.99 2.64 3.474(4) 141.7 ?
C18 H18B O2 2_666 0.99 2.42 3.220(3) 137.8 ?
C18 H18A O5 2_666 0.99 2.52 3.467(6) 160.5 ?
C24 H24B O4 . 0.98 2.48 3.360(3) 148.6 ?
C16 H16 O4 2_666 0.95 2.41 3.262(3) 149.7 ?
C4 H4 O5* 1_445 0.95 2.39 3.311(5) 162.4 ?
C20 H20C O2 . 0.98 2.57 3.433(3) 147.5 ?
C20 H20C N5 . 0.98 2.54 3.519(3) 175.7 ?
C9 H9C N5 . 0.98 2.59 3.535(3) 162.5 ?
C9 H9C O1 . 0.98 2.65 3.474(3) 142.5 ?
C11 H11A O2 . 0.98 2.33 3.240(3) 154.2 ?
C11 H11A O2 . 0.98 2.33 3.240(3) 154.2 ?
C9 H9C N5 . 0.98 2.59 3.535(3) 162.5 ?
C20 H20C N5 . 0.98 2.54 3.519(3) 175.7 ?
C20 H20C O2 . 0.98 2.57 3.433(3) 147.5 ?
C4 H4 O5 1_445 0.95 2.96 3.744(7) 140.2 ?
C16 H16 O4 2_666 0.95 2.41 3.262(3) 149.7 ?
C24 H24B O4 . 0.98 2.48 3.360(3) 148.6 ?
C18 H18A O5 2_666 0.99 2.52 3.467(6) 160.5 ?
C18 H18B O2 2_666 0.99 2.42 3.220(3) 137.8 ?
C12 H12A O3 1_545 0.99 2.64 3.474(4) 141.7 ?
C22 H22A O1 . 0.98 2.33 3.256(3) 156.9 ?
C22 H22C O3 1_445 0.98 2.53 3.490(4) 166.5 ?
N5 H1A O4 . 0.96(3) 2.01(3) 2.944(3) 163.(3) ?
C11 H11A O2 . 0.98 2.33 3.240(3) 154.2 ?
C9 H9C O1 . 0.98 2.65 3.474(3) 142.5 ?
C9 H9C N5 . 0.98 2.59 3.535(3) 162.5 ?
C20 H20C N5 . 0.98 2.54 3.519(3) 175.7 ?
C20 H20C O2 . 0.98 2.57 3.433(3) 147.5 ?
C4 H4 O5* 1_445 0.95 2.39 3.311(5) 162.4 ?
C16 H16 O4 2_666 0.95 2.41 3.262(3) 149.7 ?
C14 H14 O5 1_545 0.95 2.69 3.572(8) 155.4 ?
C24 H24B O4 . 0.98 2.48 3.360(3) 148.6 ?
C18 H18A O5 2_666 0.99 2.52 3.467(6) 160.5 ?
C18 H18B O2 2_666 0.99 2.42 3.220(3) 137.8 ?
C12 H12A O3 1_545 0.99 2.64 3.474(4) 141.7 ?
C22 H22A O1 . 0.98 2.33 3.256(3) 156.9 ?
C22 H22C O3 1_445 0.98 2.53 3.490(4) 166.5 ?
N5 H1A O4 . 0.96(3) 2.01(3) 2.944(3) 163.(3) ?
N5 H1A O5* . 0.96(3) 2.44(3) 3.238(5) 141.(3) ?
C11 H11A O2 . 0.98 2.33 3.240(3) 154.2 ?
C9 H9C O1 . 0.98 2.65 3.474(3) 142.5 ?
C9 H9C N5 . 0.98 2.59 3.535(3) 162.5 ?
C20 H20C N5 . 0.98 2.54 3.519(3) 175.7 ?
C20 H20C O2 . 0.98 2.57 3.433(3) 147.5 ?
C4 H4 O5* 1_445 0.95 2.39 3.311(5) 162.4 ?
C16 H16 O4 2_666 0.95 2.41 3.262(3) 149.7 ?
C24 H24B O4 . 0.98 2.48 3.360(3) 148.6 ?
C18 H18A O5 2_666 0.99 2.52 3.467(6) 160.5 ?
C18 H18B O2 2_666 0.99 2.42 3.220(3) 137.8 ?
C12 H12A O3 1_545 0.99 2.64 3.474(4) 141.7 ?
C22 H22A O1 . 0.98 2.33 3.256(3) 156.9 ?
C22 H22C O3 1_445 0.98 2.53 3.490(4) 166.5 ?
N5 H1A O4 . 0.96(3) 2.01(3) 2.944(3) 163.(3) ?
N5 H1A O5* . 0.96(3) 2.44(3) 3.238(5) 141.(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
C23 N5 O2 Co1 . . . . 1.4(2) ?
Co1 O1 C23 N5 . . . . 1.9(3) ?
Co1 O1 C23 C24 . . . . -176.92(18) ?
O2 N5 C23 O1 . . . . -2.3(3) ?
O2 N5 C23 C24 . . . . 176.5(2) ?
C2 N4 C19 C22 . . . . -59.2(2) ?
C18 N4 C19 C22 . . . . 178.73(18) ?
Co1 N4 C19 C22 . . . . 62.3(2) ?
C2 N4 C19 C20 . . . . -177.34(18) ?
C18 N4 C19 C20 . . . . 60.6(2) ?
Co1 N4 C19 C20 . . . . -55.9(2) ?
C2 N4 C19 C21 . . . . 62.5(2) ?
C18 N4 C19 C21 . . . . -59.6(2) ?
Co1 N4 C19 C21 . . . . -176.03(15) ?
C3 N1 C7 C6 . . . . 5.5(3) ?
Co1 N1 C7 C6 . . . . -177.43(17) ?
C3 N1 C7 C8 . . . . -172.43(19) ?
Co1 N1 C7 C8 . . . . 4.6(3) ?
N1 C7 C6 C5 . . . . -0.4(4) ?
C8 C7 C6 C5 . . . . 177.4(2) ?
C7 C6 C5 C4 . . . . -3.5(4) ?
C3 C4 C5 C6 . . . . 2.5(4) ?
C7 N1 C3 C4 . . . . -6.7(3) ?
Co1 N1 C3 C4 . . . . 176.30(16) ?
C7 N1 C3 C2 . . . . 166.34(19) ?
Co1 N1 C3 C2 . . . . -10.7(2) ?
C5 C4 C3 N1 . . . . 2.7(3) ?
C5 C4 C3 C2 . . . . -170.1(2) ?
C18 N4 C2 C3 . . . . -126.84(19) ?
C19 N4 C2 C3 . . . . 110.0(2) ?
Co1 N4 C2 C3 . . . . -18.9(2) ?
N1 C3 C2 N4 . . . . 21.0(3) ?
C4 C3 C2 N4 . . . . -165.94(19) ?
C2 N4 C18 C17 . . . . 69.9(2) ?
C19 N4 C18 C17 . . . . -167.53(17) ?
Co1 N4 C18 C17 . . . . -40.95(18) ?
C13 N3 C17 C16 . . . . 6.0(3) ?
Co1 N3 C17 C16 . . . . -171.52(16) ?
C13 N3 C17 C18 . . . . -173.82(19) ?
Co1 N3 C17 C18 . . . . 8.7(2) ?
C15 C16 C17 N3 . . . . 0.6(3) ?
C15 C16 C17 C18 . . . . -179.6(2) ?
N4 C18 C17 N3 . . . . 26.3(3) ?
N4 C18 C17 C16 . . . . -153.5(2) ?
C17 C16 C15 C14 . . . . -4.7(4) ?
C13 C14 C15 C16 . . . . 2.3(4) ?
C17 N3 C13 C14 . . . . -8.4(3) ?
Co1 N3 C13 C14 . . . . 169.03(17) ?
C17 N3 C13 C12 . . . . 164.2(2) ?
Co1 N3 C13 C12 . . . . -18.3(3) ?
C15 C14 C13 N3 . . . . 4.2(3) ?
C15 C14 C13 C12 . . . . -168.0(2) ?
C8 N2 C12 C13 . . . . -131.5(2) ?
C25 N2 C12 C13 . . . . 104.7(2) ?
Co1 N2 C12 C13 . . . . -24.2(2) ?
N3 C13 C12 N2 . . . . 29.8(3) ?
C14 C13 C12 N2 . . . . -157.7(2) ?
C12 N2 C8 C7 . . . . 66.1(2) ?
C25 N2 C8 C7 . . . . -171.01(18) ?
Co1 N2 C8 C7 . . . . -43.6(2) ?
N1 C7 C8 N2 . . . . 30.8(3) ?
C6 C7 C8 N2 . . . . -147.1(2) ?
C8 N2 C25 C11 . . . . 178.90(19) ?
C12 N2 C25 C11 . . . . -58.7(2) ?
Co1 N2 C25 C11 . . . . 61.9(2) ?
C8 N2 C25 C9 . . . . 61.2(3) ?
C12 N2 C25 C9 . . . . -176.4(2) ?
Co1 N2 C25 C9 . . . . -55.8(2) ?
C8 N2 C25 C10 . . . . -59.1(3) ?
C12 N2 C25 C10 . . . . 63.3(3) ?
Co1 N2 C25 C10 . . . . -176.08(16) ?
O4 N6 O3 O5 . . . . 135.0(5) ?
O5* N6 O3 O5 . . . . -88.5(5) ?
O4 N6 O5 O3 . . . . -134.7(5) ?
O5* N6 O5 O3 . . . . 122.5(3) ?
O3 N6 O5 O5* . . . . -122.5(3) ?
O4 N6 O5 O5* . . . . 102.8(4) ?
N6 O3 O5 O5* . . . . 40.1(3) ?
O3 N6 O5* O5 . . . . 92.1(5) ?
O4 N6 O5* O5 . . . . -124.0(3) ?
O3 O5 O5* N6 . . . . -34.9(2) ?
