#------------------------------------------------------------------------------
#$Date: 2024-12-06 19:30:13 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296461 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/94/7249412.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_7249412
loop_
_publ_author_name
'Churakov, Andrei V.'
_publ_section_title
;
 Three peroxomorphic H2O2 adducts of antibiotic furacin: the first cases
 of 2D hydrogen-bonded peroxide layers and concerted flip-flop hydrogen
 disorder of peroxide species
;
_journal_issue                   42
_journal_name_full               CrystEngComm
_journal_page_first              5996
_journal_page_last               6002
_journal_paper_doi               10.1039/D4CE00822G
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         '2(C6 H6 N4 O4), 7(H2 O2)'
_chemical_formula_sum            'C12 H26 N8 O22'
_chemical_formula_weight         634.41
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-07-04 deposited with the CCDC.	2024-10-01 downloaded from the CCDC.
;
_cell_angle_alpha                105.6813(13)
_cell_angle_beta                 108.5010(13)
_cell_angle_gamma                103.7032(14)
_cell_formula_units_Z            2
_cell_length_a                   8.8432(3)
_cell_length_b                   12.7456(5)
_cell_length_c                   13.2427(5)
_cell_measurement_reflns_used    7300
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.531
_cell_measurement_theta_min      2.576
_cell_volume                     1274.85(9)
_computing_cell_refinement       'SAINT (Bruker, 2018)'
_computing_data_collection       'APEX3 (Bruker, 2018)'
_computing_data_reduction        'SAINT (Bruker, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2016)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19704
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.999
_diffrn_reflns_theta_min         1.774
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_description       plate
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.030
_exptl_transmission_factor_max   0.9281
_exptl_transmission_factor_min   0.8807
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     495
_refine_ls_number_reflns         6764
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0426
_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)+(0.0463P)²+0.6905P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1107
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5311
_reflns_number_total             6764
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00822g3.cif
_cod_data_source_block           d
_cod_depositor_comments
'Adding full bibliography for 7249410--7249412.cif.'
_cod_original_cell_volume        1274.85(8)
_cod_database_code               7249412
_shelx_shelxl_version_number     2018/3
_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   0.931
_shelx_estimated_absorpt_t_max   0.995
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.42064(15) 0.32771(10) 0.06934(10) 0.0233(3) Uani 1 1 d . . . . .
H1 H 0.466(3) 0.3556(19) 0.144(2) 0.036(6) Uiso 1 1 d . . . . .
O2 O 0.44310(16) 0.21504(10) 0.04677(10) 0.0231(2) Uani 1 1 d . . . . .
H2A H 0.518(5) 0.218(4) 0.012(4) 0.031(11) Uiso 0.5 1 d . . P A 3
H2B H 0.329(6) 0.175(4) 0.008(4) 0.039(12) Uiso 0.5 1 d . . P B 4
O3 O -0.05707(18) 0.85683(11) 0.05985(10) 0.0324(3) Uani 1 1 d . . . . .
H3 H -0.030(3) 0.8772(19) 0.135(2) 0.038(6) Uiso 1 1 d . . . . .
O4 O -0.05824(16) 0.73866(10) 0.03521(10) 0.0219(2) Uani 1 1 d . . . . .
H4 H -0.165(3) 0.707(2) 0.000(2) 0.054(8) Uiso 1 1 d . . . . .
O5 O 0.26483(16) 0.51730(11) 0.09283(11) 0.0294(3) Uani 1 1 d . . . . .
H5 H 0.298(3) 0.5350(19) 0.173(2) 0.043(6) Uiso 1 1 d . . . . .
O6 O 0.15126(17) 0.58343(11) 0.08006(10) 0.0274(3) Uani 1 1 d . . . . .
H6B H 0.201322 0.640973 0.067373 0.041 Uiso 0.5 1 d R U P C 4
H6A H 0.047(9) 0.523(7) 0.045(5) 0.10(3) Uiso 0.5 1 d . . P D -3
O7 O 0.82172(19) 0.26570(12) 0.07475(11) 0.0385(4) Uani 1 1 d D . . . .
H7 H 0.905(2) 0.2563(15) 0.059(2) 0.058 Uiso 1 1 d D U . . .
O8 O 0.68776(15) 0.23116(10) -0.03916(10) 0.0219(2) Uani 1 1 d D . . . .
H8B H 0.598(3) 0.224(4) -0.026(3) 0.029(11) Uiso 0.5 1 d D . P E 4
H8A H 0.716(6) 0.291(2) -0.055(4) 0.043(13) Uiso 0.5 1 d D . P F 3
O9 O 0.66166(16) 0.04032(12) 0.13691(11) 0.0304(3) Uani 1 1 d D . . . .
H9 H 0.729(2) 0.047(2) 0.2048(11) 0.046 Uiso 1 1 d D U . . .
O10 O 0.78275(17) 0.03452(11) 0.08443(11) 0.0282(3) Uani 1 1 d D . . . .
H10 H 0.802(3) 0.1023(11) 0.0817(19) 0.042 Uiso 1 1 d D U . . .
O11 O 0.98595(15) 0.18237(9) 0.38840(10) 0.0198(2) Uani 1 1 d . . . . .
H11 H 1.028(3) 0.2003(18) 0.4607(19) 0.034(6) Uiso 1 1 d . . . . .
O12 O 0.88378(14) 0.06036(9) 0.35284(10) 0.0188(2) Uani 1 1 d . . . . .
H12 H 0.956(3) 0.029(2) 0.341(2) 0.045(7) Uiso 1 1 d . . . . .
O21A O 0.46378(17) 0.67581(10) 0.37016(10) 0.0200(3) Uani 0.927(2) 1 d D . P G 1
O22A O 0.37470(15) 0.55018(10) 0.32674(10) 0.0182(3) Uani 0.927(2) 1 d D . P G 1
O21B O 0.392(2) 0.6408(13) 0.3796(13) 0.0200(3) Uani 0.073(2) 1 d D . P G 2
O22B O 0.4841(18) 0.5994(13) 0.3131(13) 0.0182(3) Uani 0.073(2) 1 d D . P G 2
H21 H 0.489(2) 0.6890(18) 0.4453(15) 0.042(6) Uiso 1 1 d D . . . .
H22 H 0.470(2) 0.532(2) 0.331(2) 0.058(8) Uiso 1 1 d D . . . .
O13 O 0.56265(13) 0.41316(9) 0.30087(8) 0.0155(2) Uani 1 1 d . . . . .
O14 O 1.11657(12) 0.32424(8) 0.64673(8) 0.0126(2) Uani 1 1 d . . . . .
O15 O 1.21296(14) 0.15106(9) 0.58942(9) 0.0185(2) Uani 1 1 d . . . . .
O16 O 1.38827(15) 0.19453(10) 0.76598(9) 0.0228(2) Uani 1 1 d . . . . .
N11 N 0.71713(18) 0.29323(11) 0.30071(12) 0.0161(3) Uani 1 1 d . . . . .
H16 H 0.789(3) 0.2721(17) 0.3371(17) 0.022(5) Uiso 1 1 d . . . . .
H17 H 0.667(3) 0.2598(17) 0.2339(18) 0.022(5) Uiso 1 1 d . . . . .
N12 N 0.75621(16) 0.43128(11) 0.46952(10) 0.0146(2) Uani 1 1 d . . . . .
H18 H 0.733(2) 0.4873(18) 0.5044(17) 0.026(5) Uiso 1 1 d . . . . .
N13 N 0.87964(15) 0.39600(10) 0.52718(10) 0.0137(2) Uani 1 1 d . . . . .
N14 N 1.28307(16) 0.21299(10) 0.69331(10) 0.0147(2) Uani 1 1 d . . . . .
C11 C 0.67426(17) 0.37879(12) 0.35304(12) 0.0127(3) Uani 1 1 d . . . . .
C12 C 0.95855(18) 0.45377(12) 0.63601(12) 0.0137(3) Uani 1 1 d . . . . .
C13 C 1.08774(18) 0.41997(12) 0.70291(12) 0.0129(3) Uani 1 1 d . . . . .
C14 C 1.18975(19) 0.46449(13) 0.81777(12) 0.0152(3) Uani 1 1 d . . . . .
C15 C 1.28822(19) 0.39283(13) 0.83594(12) 0.0159(3) Uani 1 1 d . . . . .
C16 C 1.23781(18) 0.31099(12) 0.73039(12) 0.0135(3) Uani 1 1 d . . . . .
H13 H 0.935(2) 0.5175(16) 0.6763(15) 0.017(4) Uiso 1 1 d . . . . .
H14 H 1.191(2) 0.5302(16) 0.8732(16) 0.020(5) Uiso 1 1 d . . . . .
H15 H 1.372(2) 0.3995(15) 0.9058(15) 0.017(4) Uiso 1 1 d . . . . .
O23 O 0.04186(13) 0.91668(9) 0.28854(9) 0.0155(2) Uani 1 1 d . . . . .
O24 O 0.59689(12) 0.81922(8) 0.62772(8) 0.0122(2) Uani 1 1 d . . . . .
O25 O 0.68962(14) 0.64285(9) 0.57189(9) 0.0180(2) Uani 1 1 d . . . . .
O26 O 0.86726(14) 0.68978(10) 0.74890(9) 0.0217(2) Uani 1 1 d . . . . .
N21 N 0.18869(17) 0.79245(11) 0.28206(11) 0.0158(3) Uani 1 1 d . . . . .
H26 H 0.258(2) 0.7673(16) 0.3180(15) 0.016(4) Uiso 1 1 d . . . . .
H27 H 0.132(2) 0.7592(17) 0.2143(17) 0.021(5) Uiso 1 1 d . . . . .
N22 N 0.24121(16) 0.93252(11) 0.45359(10) 0.0142(2) Uani 1 1 d . . . . .
H28 H 0.218(2) 0.9847(17) 0.4895(16) 0.025(5) Uiso 1 1 d . . . . .
N23 N 0.36065(15) 0.89306(10) 0.50872(10) 0.0131(2) Uani 1 1 d . . . . .
N24 N 0.76151(15) 0.70705(10) 0.67560(10) 0.0145(2) Uani 1 1 d . . . . .
C21 C 0.15237(18) 0.88003(12) 0.33792(12) 0.0129(3) Uani 1 1 d . . . . .
C22 C 0.44381(18) 0.95159(12) 0.61730(12) 0.0130(3) Uani 1 1 d . . . . .
C23 C 0.56959(18) 0.91573(12) 0.68382(12) 0.0122(3) Uani 1 1 d . . . . .
C24 C 0.67136(18) 0.96010(12) 0.79876(12) 0.0141(3) Uani 1 1 d . . . . .
C25 C 0.76838(18) 0.88768(12) 0.81722(12) 0.0146(3) Uani 1 1 d . . . . .
C26 C 0.71717(18) 0.80547(12) 0.71167(12) 0.0127(3) Uani 1 1 d . . . . .
H23 H 0.424(2) 1.0160(16) 0.6566(15) 0.017(4) Uiso 1 1 d . . . . .
H24 H 0.673(2) 1.0269(15) 0.8538(15) 0.016(4) Uiso 1 1 d . . . . .
H25 H 0.851(2) 0.8928(15) 0.8876(15) 0.015(4) Uiso 1 1 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'
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
O2 O1 H1 99.8(14) . . ?
O1 O2 H2A 106(3) . . ?
O1 O2 H2B 93(3) . . ?
O4 O3 H3 97.9(14) . . ?
O3 O4 H4 94.7(17) . . ?
O6 O5 H5 97.0(13) . . ?
O5 O6 H6B 105.5 . . ?
O5 O6 H6A 100(5) . . ?
O8 O7 H7 102.4(18) . . ?
O7 O8 H8B 103(3) . . ?
O7 O8 H8A 102(3) . . ?
O10 O9 H9 96.5(15) . . ?
O9 O10 H10 96.4(15) . . ?
O12 O11 H11 99.1(14) . . ?
O11 O12 H12 99.1(16) . . ?
O22A O21A H21 96.7(13) . . ?
O21A O22A H22 94.2(14) . . ?
O22B O21B H21 95.1(18) . . ?
O21B O22B H22 91.3(17) . . ?
C16 O14 C13 104.63(11) . . ?
C11 N11 H16 121.2(13) . . ?
C11 N11 H17 118.9(14) . . ?
H16 N11 H17 119.8(19) . . ?
C11 N12 N13 119.34(12) . . ?
C11 N12 H18 119.3(13) . . ?
N13 N12 H18 121.2(13) . . ?
C12 N13 N12 116.02(12) . . ?
O16 N14 O15 124.51(12) . . ?
O16 N14 C16 117.81(12) . . ?
O15 N14 C16 117.68(12) . . ?
O13 C11 N11 123.54(13) . . ?
O13 C11 N12 118.72(13) . . ?
N11 C11 N12 117.74(13) . . ?
N13 C12 C13 119.17(13) . . ?
N13 C12 H13 123.8(11) . . ?
C13 C12 H13 117.0(11) . . ?
C14 C13 O14 110.65(12) . . ?
C14 C13 C12 131.66(13) . . ?
O14 C13 C12 117.67(12) . . ?
C13 C14 C15 106.80(13) . . ?
C13 C14 H14 125.3(11) . . ?
C15 C14 H14 127.9(11) . . ?
C16 C15 C14 104.77(13) . . ?
C16 C15 H15 126.4(11) . . ?
C14 C15 H15 128.8(11) . . ?
C15 C16 O14 113.15(12) . . ?
C15 C16 N14 131.83(13) . . ?
O14 C16 N14 114.95(12) . . ?
C26 O24 C23 104.50(10) . . ?
C21 N21 H26 120.5(12) . . ?
C21 N21 H27 117.7(14) . . ?
H26 N21 H27 121.2(18) . . ?
C21 N22 N23 119.71(12) . . ?
C21 N22 H28 119.2(14) . . ?
N23 N22 H28 121.0(14) . . ?
C22 N23 N22 115.23(12) . . ?
O26 N24 O25 124.43(12) . . ?
O26 N24 C26 117.57(12) . . ?
O25 N24 C26 118.00(11) . . ?
O23 C21 N21 123.08(13) . . ?
O23 C21 N22 118.98(13) . . ?
N21 C21 N22 117.93(13) . . ?
N23 C22 C23 119.68(13) . . ?
N23 C22 H23 123.0(11) . . ?
C23 C22 H23 117.3(11) . . ?
C24 C23 O24 110.72(12) . . ?
C24 C23 C22 131.35(13) . . ?
O24 C23 C22 117.93(12) . . ?
C23 C24 C25 106.85(12) . . ?
C23 C24 H24 124.8(10) . . ?
C25 C24 H24 128.3(11) . . ?
C26 C25 C24 104.67(13) . . ?
C26 C25 H25 126.3(10) . . ?
C24 C25 H25 129.0(10) . . ?
C25 C26 O24 113.26(12) . . ?
C25 C26 N24 131.42(13) . . ?
O24 C26 N24 115.25(12) . . ?
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
O1 O2 1.4602(16) . ?
O1 H1 0.87(2) . ?
O2 H2A 0.92(4) . ?
O2 H2B 0.91(5) . ?
O3 O4 1.4491(16) . ?
O3 H3 0.89(2) . ?
O4 H4 0.84(3) . ?
O5 O6 1.4553(16) . ?
O5 H5 0.95(2) . ?
O6 H6B 0.8498 . ?
O6 H6A 0.92(7) . ?
O7 O8 1.4603(16) . ?
O7 H7 0.847(10) . ?
O8 H8B 0.853(10) . ?
O8 H8A 0.853(10) . ?
O9 O10 1.4551(17) . ?
O9 H9 0.877(10) . ?
O10 H10 0.853(9) . ?
O11 O12 1.4578(15) . ?
O11 H11 0.85(2) . ?
O12 H12 0.86(2) . ?
O21A O22A 1.4602(16) . ?
O21A H21 0.906(16) . ?
O22A H22 0.914(16) . ?
O21B O22B 1.46(2) . ?
O21B H21 0.926(16) . ?
O22B H22 0.933(16) . ?
O13 C11 1.2566(17) . ?
O14 C16 1.3559(16) . ?
O14 C13 1.3727(16) . ?
O15 N14 1.2410(16) . ?
O16 N14 1.2266(16) . ?
N11 C11 1.3294(18) . ?
N11 H16 0.82(2) . ?
N11 H17 0.79(2) . ?
N12 C11 1.3621(18) . ?
N12 N13 1.3659(16) . ?
N12 H18 0.85(2) . ?
N13 C12 1.2849(18) . ?
N14 C16 1.4112(18) . ?
C12 C13 1.4397(19) . ?
C12 H13 0.950(18) . ?
C13 C14 1.367(2) . ?
C14 C15 1.419(2) . ?
C14 H14 0.947(18) . ?
C15 C16 1.3552(19) . ?
C15 H15 0.952(18) . ?
O23 C21 1.2556(17) . ?
O24 C26 1.3570(16) . ?
O24 C23 1.3726(16) . ?
O25 N24 1.2457(15) . ?
O26 N24 1.2256(15) . ?
N21 C21 1.3307(18) . ?
N21 H26 0.833(19) . ?
N21 H27 0.80(2) . ?
N22 C21 1.3581(18) . ?
N22 N23 1.3647(16) . ?
N22 H28 0.82(2) . ?
N23 C22 1.2861(18) . ?
N24 C26 1.4084(18) . ?
C22 C23 1.4349(19) . ?
C22 H23 0.934(18) . ?
C23 C24 1.3677(19) . ?
C24 C25 1.418(2) . ?
C24 H24 0.952(18) . ?
C25 C26 1.3558(19) . ?
C25 H25 0.957(18) . ?
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
_geom_hbond_publ_flag
O1 H1 O13 0.87(2) 1.82(2) 2.6958(15) 180(2) . yes
O2 H2A^c O8 0.92(4) 1.82(4) 2.7379(17) 173(4) . yes
O2 H2B^d O3 0.91(5) 2.17(5) 3.0409(19) 159(4) 2_565 yes
O3 H3 O23 0.89(2) 1.81(2) 2.6967(16) 175(2) . yes
O4 H4 O1 0.84(3) 2.03(3) 2.8582(17) 166(2) 2_565 yes
O5 H5 O22A^a 0.95(2) 1.87(2) 2.8125(17) 171(2) . yes
O6 H6A^c O6 0.92(7) 1.86(6) 2.728(3) 155(7) 2_565 yes
O6 H6B^d O8 0.85 1.89 2.7371(19) 179.9 2_665 yes
O7 H7 O4 0.847(10) 2.121(13) 2.906(2) 154(2) 2_665 yes
O8 H8B^d O2 0.853(10) 1.910(16) 2.7379(17) 163(4) . yes
O8 H8A^c O6 0.853(10) 1.916(18) 2.7371(19) 161(4) 2_665 yes
O9 H9 O12 0.877(10) 1.935(10) 2.8112(17) 178(2) . yes
O10 H10 O7 0.853(9) 2.078(10) 2.9272(19) 173(2) . yes
O11 H11 O14 0.85(2) 2.29(2) 3.0766(15) 153.2(19) . yes
O11 H11 O15 0.85(2) 2.30(2) 2.9728(16) 136.7(18) . yes
O12 H12 O23 0.86(2) 1.85(2) 2.6755(15) 160(2) 1_645 yes
O21A^a H21 O24 0.906(16) 2.262(18) 3.0696(15) 148.3(17) . yes
O21A^a H21 O25 0.906(16) 2.33(2) 2.9866(16) 129.0(17) . yes
O21B^b H21 O24 0.926(16) 2.262(18) 3.079(14) 147(2) . yes
O21B^b H21 O25 0.926(16) 2.33(2) 3.014(15) 130(2) . yes
O22A^a H22 O13 0.914(16) 1.90(2) 2.7098(15) 146.7(18) . yes
O22B^b H22 O13 0.933(16) 1.90(2) 2.605(15) 130.7(17) . yes
N11 H16 O11 0.82(2) 2.33(2) 3.1181(18) 163.5(18) . yes
N11 H17 O2 0.79(2) 2.45(2) 3.1696(19) 153.7(18) . yes
N12 H18 O25 0.85(2) 2.12(2) 2.9562(16) 169.2(19) . yes
C12 H13 O26 0.950(18) 2.441(18) 3.3795(18) 169.7(15) . yes
N21 H26 O21A^a 0.833(19) 2.408(19) 3.2155(18) 163.6(16) . yes
N21 H26 O21B^b 0.833(19) 2.38(2) 3.188(16) 162.8(17) . yes
N21 H27 O4 0.80(2) 2.34(2) 3.0779(18) 154.3(18) . yes
N22 H28 O15 0.82(2) 2.19(2) 2.9938(16) 166.4(19) 1_465 yes
C22 H23 O16 0.934(18) 2.494(18) 3.4270(18) 176.8(15) 1_465 yes
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 N12 N13 C12 176.06(13) . . . . ?
N13 N12 C11 O13 -179.01(12) . . . . ?
N13 N12 C11 N11 1.1(2) . . . . ?
N12 N13 C12 C13 178.62(12) . . . . ?
C16 O14 C13 C14 0.46(15) . . . . ?
C16 O14 C13 C12 -177.83(12) . . . . ?
N13 C12 C13 C14 -179.86(15) . . . . ?
N13 C12 C13 O14 -2.0(2) . . . . ?
O14 C13 C14 C15 -0.38(17) . . . . ?
C12 C13 C14 C15 177.60(15) . . . . ?
C13 C14 C15 C16 0.14(17) . . . . ?
C14 C15 C16 O14 0.15(17) . . . . ?
C14 C15 C16 N14 -176.77(15) . . . . ?
C13 O14 C16 C15 -0.37(16) . . . . ?
C13 O14 C16 N14 177.10(12) . . . . ?
O16 N14 C16 C15 -0.8(2) . . . . ?
O15 N14 C16 C15 178.79(16) . . . . ?
O16 N14 C16 O14 -177.73(12) . . . . ?
O15 N14 C16 O14 1.91(19) . . . . ?
C21 N22 N23 C22 176.85(13) . . . . ?
N23 N22 C21 O23 179.39(12) . . . . ?
N23 N22 C21 N21 -1.4(2) . . . . ?
N22 N23 C22 C23 178.55(12) . . . . ?
C26 O24 C23 C24 0.42(15) . . . . ?
C26 O24 C23 C22 -178.57(12) . . . . ?
N23 C22 C23 C24 -178.40(15) . . . . ?
N23 C22 C23 O24 0.3(2) . . . . ?
O24 C23 C24 C25 -0.30(17) . . . . ?
C22 C23 C24 C25 178.51(15) . . . . ?
C23 C24 C25 C26 0.05(17) . . . . ?
C24 C25 C26 O24 0.22(17) . . . . ?
C24 C25 C26 N24 -176.76(15) . . . . ?
C23 O24 C26 C25 -0.39(16) . . . . ?
C23 O24 C26 N24 177.10(12) . . . . ?
O26 N24 C26 C25 -1.7(2) . . . . ?
O25 N24 C26 C25 177.59(15) . . . . ?
O26 N24 C26 O24 -178.60(12) . . . . ?
O25 N24 C26 O24 0.66(19) . . . . ?
H1 O1 O2 H2A -114(3) . . . . ?
H1 O1 O2 H2B 120(3) . . . . ?
H3 O3 O4 H4 108(2) . . . . ?
H5 O5 O6 H6A -105(5) . . . . ?
H5 O5 O6 H6B 110.0 . . . . ?
H7 O7 O8 H8A -78(3) . . . . ?
H7 O7 O8 H8B 167(3) . . . . ?
H9 O9 O10 H10 -108(2) . . . . ?
H11 O11 O12 H12 -94(2) . . . . ?
H21 O21A O22A H22 -92(2) . . . . ?
H21 O21B O22B H22 97(3) . . . . ?
