#------------------------------------------------------------------------------
#$Date: 2019-12-25 22:43:20 +0200 (Wed, 25 Dec 2019) $
#$Revision: 245936 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/15/2311501.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_2311501
loop_
_publ_author_name
'Navasardyan, Mger A.'
'Bezzubov, Stanislav I.'
'Kuz'mina, Lyudmila G.'
'Prikhodchenko, Petr V.'
'Churakov, Andrei V.'
_publ_section_title
;
 Crystal structure of 2,3,5,6-tetra-kis-(pyridin-2-yl)pyrazine hydrogen
 peroxide 4.75-solvate.
;
_journal_coeditor_code           PK2607
_journal_issue                   'Pt 11'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              1793
_journal_page_last               1796
_journal_paper_doi               10.1107/S2056989017015328
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C24 H16 N6, 4.75H2 O2'
_chemical_formula_moiety         'C24 H16 N6, 4.75(H2 O2)'
_chemical_formula_sum            'C24 H25.5 N6 O9.5'
_chemical_formula_weight         550.00
_chemical_name_systematic
;
2,3,5,6-Tetrakis(pyridin-2-yl)pyrazine
hydrogen peroxide 4.75-solvate
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 114.271(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.000(7)
_cell_length_b                   7.382(3)
_cell_length_c                   20.212(7)
_cell_measurement_reflns_used    5939
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.081
_cell_measurement_theta_min      2.149
_cell_volume                     2584.3(17)
_computing_cell_refinement
;
SAINT (Bruker, 2008)
;
_computing_data_collection
;
APEX2 (Bruker, 2008)
;
_computing_data_reduction
;
SAINT (Bruker, 2008)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXTL (Sheldrick, 2008)
;
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       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  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0390
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16397
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         1.24
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  0.9674
_exptl_absorpt_correction_T_min  0.9569
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2008)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1150
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.357
_refine_ls_extinction_coef       0.0017(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method
;
SHELXTL (Sheldrick, 2008)
;
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         4563
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.167
_refine_ls_R_factor_all          0.1016
_refine_ls_R_factor_gt           0.0897
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0100P)²+10.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1850
_refine_ls_wR_factor_ref         0.1908
_reflns_number_gt                3870
_reflns_number_total             4563
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            pk2607sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        2584.3(16)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C24 H25.50 N6 O9.50'
_cod_database_code               2311501
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
O O11 0.3518(4) -0.0660(7) 0.4736(3) 0.0662(16) Uani d PD 0.846(9) 1 A 1
H H11 0.3640 -0.0353 0.5148 0.099 Uiso d PR 0.846(9) 1 A 1
O O12 0.3037(3) 0.0865(7) 0.4355(3) 0.0500(13) Uani d PD 0.846(9) 1 A 1
H H12 0.2602 0.0537 0.4129 0.075 Uiso d PR 0.846(9) 1 A 1
O O13 0.302(2) -0.084(3) 0.4427(16) 0.0662(16) Uani d PD 0.154(9) 1 A 2
H H13 0.2574 -0.0674 0.4170 0.099 Uiso d PR 0.154(9) 1 A 2
O O14 0.325(2) 0.101(4) 0.4650(18) 0.0500(13) Uani d PD 0.154(9) 1 A 2
H H14 0.3448 0.0846 0.5079 0.075 Uiso d PR 0.154(9) 1 A 2
O O21 0.1982(4) 0.8976(8) 0.5494(5) 0.046(2) Uani d P 0.75(2) 1 B 3
H H21 0.2428 0.9008 0.5768 0.068 Uiso d PR 0.75(2) 1 B 3
O O22 0.1750(5) 1.0887(9) 0.5388(5) 0.045(2) Uani d P 0.75(2) 1 B 3
H H22 0.1578 1.0953 0.4955 0.068 Uiso d PR 0.75(2) 1 B 3
O O23 0.2088(15) 1.053(3) 0.5761(17) 0.054(6) Uani d P 0.25(2) 1 B 4
H H23 0.2513 1.0114 0.5961 0.081 Uiso d PR 0.25(2) 1 B 4
O O24 0.1651(17) 0.951(3) 0.5117(15) 0.056(7) Uani d P 0.25(2) 1 B 4
H H24 0.1496 0.9992 0.4729 0.084 Uiso d PR 0.25(2) 1 B 4
O O31 0.0252(3) 0.9210(7) 0.5133(3) 0.0661(17) Uani d PD 0.891(9) 1 . 5
H H31 0.0661 0.9677 0.5224 0.099 Uiso d PR 0.891(9) 1 . 5
O O32 -0.014(2) 0.952(6) 0.4653(14) 0.0661(17) Uani d PD 0.109(9) 1 . 6
H H32 0.0309 0.9595 0.4745 0.099 Uiso d PR 0.109(9) 1 . 6
O O41 0.15205(18) 0.9727(4) 0.35656(18) 0.0412(8) Uani d . 1 1 . .
H H41 0.1267 0.8912 0.3612 0.062 Uiso d R 1 1 . .
O O42 0.1137(2) 1.1114(4) 0.38369(18) 0.0440(9) Uani d . 1 1 . .
H H42 0.1200 1.1955 0.3618 0.066 Uiso d R 1 1 . .
O O51 0.35556(18) 0.9097(5) 0.64562(18) 0.0438(8) Uani d . 1 1 . .
H H51 0.3802 0.8260 0.6415 0.066 Uiso d R 1 1 . .
O O52 0.3959(2) 1.0412(5) 0.61765(18) 0.0496(9) Uani d . 1 1 . .
H H52 0.3851 1.1264 0.6362 0.074 Uiso d R 1 1 . .
O O61 0.4922(9) -0.0768(15) 0.5192(8) 0.149(6) Uiso d PD 0.50 1 . .
H H61 0.4462 -0.0750 0.5046 0.224 Uiso d PR 0.50 1 . .
N N1 0.35882(19) 0.3326(5) 0.68106(18) 0.0299(8) Uani d . 1 1 . .
N N2 0.43995(19) 0.6236(5) 0.63149(18) 0.0310(8) Uani d . 1 1 . .
N N3 0.06552(18) 0.6947(5) 0.37238(18) 0.0276(8) Uani d . 1 1 . .
N N4 0.13565(19) 0.4025(5) 0.30774(17) 0.0270(8) Uani d . 1 1 . .
N N5 0.19869(18) 0.5011(5) 0.53122(17) 0.0232(7) Uani d . 1 1 . .
N N6 0.29935(18) 0.5095(5) 0.46312(17) 0.0243(7) Uani d . 1 1 . .
C C11 0.2751(2) 0.4834(6) 0.5698(2) 0.0242(9) Uani d . 1 1 . .
C C12 0.3013(2) 0.4523(6) 0.6494(2) 0.0255(9) Uani d . 1 1 . .
C C13 0.2670(2) 0.5469(6) 0.6880(2) 0.0307(10) Uani d . 1 1 . .
H H13A 0.2254 0.6277 0.6639 0.037 Uiso calc R 1 1 . .
C C14 0.2949(3) 0.5205(7) 0.7624(2) 0.0374(11) Uani d . 1 1 . .
H H14A 0.2723 0.5826 0.7900 0.045 Uiso calc R 1 1 . .
C C15 0.3561(3) 0.4026(7) 0.7959(2) 0.0414(12) Uani d . 1 1 . .
H H15A 0.3772 0.3847 0.8470 0.050 Uiso calc R 1 1 . .
C C16 0.3856(3) 0.3116(7) 0.7531(2) 0.0375(11) Uani d . 1 1 . .
H H16A 0.4271 0.2296 0.7761 0.045 Uiso calc R 1 1 . .
C C21 0.3263(2) 0.4994(6) 0.5354(2) 0.0248(9) Uani d . 1 1 . .
C C22 0.4120(2) 0.5050(6) 0.5756(2) 0.0287(9) Uani d . 1 1 . .
C C23 0.4586(2) 0.3985(7) 0.5539(2) 0.0329(10) Uani d . 1 1 . .
H H23A 0.4367 0.3177 0.5140 0.039 Uiso calc R 1 1 . .
C C24 0.5380(2) 0.4123(7) 0.5916(2) 0.0380(11) Uani d . 1 1 . .
H H24A 0.5716 0.3398 0.5784 0.046 Uiso calc R 1 1 . .
C C25 0.5674(2) 0.5328(8) 0.6485(3) 0.0444(13) Uani d . 1 1 . .
H H25A 0.6217 0.5459 0.6747 0.053 Uiso calc R 1 1 . .
C C26 0.5169(2) 0.6350(7) 0.6671(3) 0.0396(11) Uani d . 1 1 . .
H H26A 0.5378 0.7166 0.7068 0.048 Uiso calc R 1 1 . .
C C31 0.1721(2) 0.5232(5) 0.45945(19) 0.0199(8) Uani d . 1 1 . .
C C32 0.0876(2) 0.5562(5) 0.42050(19) 0.0215(8) Uani d . 1 1 . .
C C33 0.0354(2) 0.4529(6) 0.4356(2) 0.0240(9) Uani d . 1 1 . .
H H33A 0.0530 0.3572 0.4700 0.029 Uiso calc R 1 1 . .
C C34 -0.0424(2) 0.4894(6) 0.4006(2) 0.0283(9) Uani d . 1 1 . .
H H34A -0.0791 0.4196 0.4102 0.034 Uiso calc R 1 1 . .
C C35 -0.0658(2) 0.6309(7) 0.3507(2) 0.0371(11) Uani d . 1 1 . .
H H35A -0.1190 0.6598 0.3256 0.045 Uiso calc R 1 1 . .
C C36 -0.0101(2) 0.7290(7) 0.3384(2) 0.0356(11) Uani d . 1 1 . .
H H36A -0.0265 0.8252 0.3042 0.043 Uiso calc R 1 1 . .
C C41 0.2231(2) 0.5160(5) 0.4245(2) 0.0217(8) Uani d . 1 1 . .
C C42 0.1960(2) 0.5127(6) 0.3444(2) 0.0249(9) Uani d . 1 1 . .
C C43 0.2327(2) 0.6153(6) 0.3100(2) 0.0294(9) Uani d . 1 1 . .
H H43A 0.2757 0.6893 0.3376 0.035 Uiso calc R 1 1 . .
C C44 0.2056(2) 0.6080(7) 0.2353(2) 0.0334(10) Uani d . 1 1 . .
H H44A 0.2299 0.6763 0.2107 0.040 Uiso calc R 1 1 . .
C C45 0.1427(3) 0.4993(7) 0.1970(2) 0.0372(11) Uani d . 1 1 . .
H H45A 0.1225 0.4932 0.1456 0.045 Uiso calc R 1 1 . .
C C46 0.1094(3) 0.3989(6) 0.2350(2) 0.0329(10) Uani d . 1 1 . .
H H46A 0.0662 0.3245 0.2083 0.039 Uiso calc R 1 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'
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
O12 O11 H11 . 100.6
O11 O12 H12 . 110.1
H12 O12 H14 . 128.2
H13 O12 H14 . 107.7
O14 O13 H13 . 99.5
H11 O14 H12 . 115.4
O13 O14 H14 . 97.8
O22 O21 H21 . 104.0
O21 O22 H22 . 100.4
O24 O23 H23 . 110.2
O23 O24 H24 . 119.8
O31 O31 H31 3_576 99.7
O32 O32 H32 3_576 78.8
O42 O41 H41 . 93.7
O41 O42 H42 . 97.0
O52 O51 H51 . 92.9
O51 O52 H52 . 93.7
O61 O61 H61 3_656 102.7
C16 N1 C12 . 117.7(4)
C26 N2 C22 . 117.1(4)
C36 N3 C32 . 117.5(4)
C46 N4 C42 . 117.5(4)
C31 N5 C11 . 118.6(3)
C41 N6 C21 . 118.5(3)
N5 C11 C21 . 120.2(3)
N5 C11 C12 . 116.4(3)
C21 C11 C12 . 123.4(3)
N1 C12 C13 . 122.6(4)
N1 C12 C11 . 117.4(4)
C13 C12 C11 . 120.0(4)
C14 C13 C12 . 118.6(4)
C14 C13 H13A . 120.7
C12 C13 H13A . 120.7
C15 C14 C13 . 119.2(4)
C15 C14 H14A . 120.4
C13 C14 H14A . 120.4
C16 C15 C14 . 118.3(4)
C16 C15 H15A . 120.9
C14 C15 H15A . 120.9
N1 C16 C15 . 123.6(4)
N1 C16 H16A . 118.2
C15 C16 H16A . 118.2
N6 C21 C11 . 120.6(3)
N6 C21 C22 . 115.8(3)
C11 C21 C22 . 123.5(3)
N2 C22 C23 . 123.3(4)
N2 C22 C21 . 116.0(4)
C23 C22 C21 . 120.6(4)
C22 C23 C24 . 118.6(4)
C22 C23 H23A . 120.7
C24 C23 H23A . 120.7
C25 C24 C23 . 118.8(4)
C25 C24 H24A . 120.6
C23 C24 H24A . 120.6
C24 C25 C26 . 119.2(4)
C24 C25 H25A . 120.4
C26 C25 H25A . 120.4
N2 C26 C25 . 122.9(5)
N2 C26 H26A . 118.5
C25 C26 H26A . 118.5
N5 C31 C41 . 120.5(3)
N5 C31 C32 . 116.0(3)
C41 C31 C32 . 123.5(3)
N3 C32 C33 . 122.5(4)
N3 C32 C31 . 116.9(3)
C33 C32 C31 . 120.6(3)
C34 C33 C32 . 119.6(4)
C34 C33 H33A . 120.2
C32 C33 H33A . 120.2
C33 C34 C35 . 118.4(4)
C33 C34 H34A . 120.8
C35 C34 H34A . 120.8
C36 C35 C34 . 118.8(4)
C36 C35 H35A . 120.6
C34 C35 H35A . 120.6
N3 C36 C35 . 123.2(4)
N3 C36 H36A . 118.4
C35 C36 H36A . 118.4
N6 C41 C31 . 120.7(3)
N6 C41 C42 . 116.3(3)
C31 C41 C42 . 122.9(3)
N4 C42 C43 . 122.6(4)
N4 C42 C41 . 116.4(3)
C43 C42 C41 . 121.0(4)
C44 C43 C42 . 119.1(4)
C44 C43 H43A . 120.5
C42 C43 H43A . 120.5
C43 C44 C45 . 118.8(4)
C43 C44 H44A . 120.6
C45 C44 H44A . 120.6
C44 C45 C46 . 119.0(4)
C44 C45 H45A . 120.5
C46 C45 H45A . 120.5
N4 C46 C45 . 123.0(4)
N4 C46 H46A . 118.5
C45 C46 H46A . 118.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O11 H11 . 0.8000
O12 H12 . 0.8001
O13 H13 . 0.8000
O14 H14 . 0.7999
O21 O22 . 1.467(12)
O21 H21 . 0.8000
O22 H22 . 0.8002
O23 O24 . 1.44(4)
O23 H23 . 0.8001
O24 H24 . 0.7998
O31 O31 3_576 1.465(9)
O31 H31 . 0.7999
O31 H32 . 0.8813
O32 O32 3_576 1.463(13)
O32 H32 . 0.7999
O41 O42 . 1.486(4)
O41 H41 . 0.7997
O42 H42 . 0.8001
O51 O52 . 1.485(5)
O51 H51 . 0.8002
O52 H52 . 0.8001
O61 O61 3_656 1.471(10)
O61 H61 . 0.7999
N1 C16 . 1.340(5)
N1 C12 . 1.345(5)
N2 C26 . 1.340(5)
N2 C22 . 1.354(6)
N3 C36 . 1.338(5)
N3 C32 . 1.353(5)
N4 C46 . 1.345(5)
N4 C42 . 1.352(5)
N5 C31 . 1.336(5)
N5 C11 . 1.342(5)
N6 C41 . 1.335(5)
N6 C21 . 1.337(5)
C11 C21 . 1.416(5)
C11 C12 . 1.493(5)
C12 C13 . 1.392(6)
C13 C14 . 1.387(6)
C13 H13A . 0.9500
C14 C15 . 1.386(7)
C14 H14A . 0.9500
C15 C16 . 1.383(7)
C15 H15A . 0.9500
C16 H16A . 0.9500
C21 C22 . 1.491(5)
C22 C23 . 1.384(6)
C23 C24 . 1.386(6)
C23 H23A . 0.9500
C24 C25 . 1.378(7)
C24 H24A . 0.9500
C25 C26 . 1.389(7)
C25 H25A . 0.9500
C26 H26A . 0.9500
C31 C41 . 1.415(5)
C31 C32 . 1.489(5)
C32 C33 . 1.382(5)
C33 C34 . 1.377(5)
C33 H33A . 0.9500
C34 C35 . 1.391(6)
C34 H34A . 0.9500
C35 C36 . 1.387(6)
C35 H35A . 0.9500
C36 H36A . 0.9500
C41 C42 . 1.483(5)
C42 C43 . 1.394(6)
C43 C44 . 1.381(6)
C43 H43A . 0.9500
C44 C45 . 1.383(6)
C44 H44A . 0.9500
C45 C46 . 1.391(6)
C45 H45A . 0.9500
C46 H46A . 0.9500
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
O11 H11 O52 1_545 0.80 1.99 2.793(7) 179.3
O12 H12 O41 1_545 0.80 1.99 2.789(7) 179.8
O13 H13 O41 1_545 0.80 1.89 2.69(4) 179.7
O14 H14 O52 1_545 0.80 2.05 2.85(3) 179.4
O21 H21 O51 . 0.80 2.02 2.820(9) 179.7
O22 H22 O42 . 0.80 2.07 2.866(11) 179.7
O23 H23 O51 . 0.80 1.96 2.77(3) 179.8
O24 H24 O42 . 0.80 1.84 2.64(3) 179.8
O31 H31 O22 . 0.80 2.15 2.947(9) 175.8
O32 H32 O24 . 0.80 2.34 3.14(5) 172.8
O41 H41 N3 . 0.80 1.93 2.729(5) 179.9
O42 H42 N4 1_565 0.80 1.97 2.770(5) 180.0
O51 H51 N2 . 0.80 1.94 2.737(5) 179.9
O52 H52 N1 1_565 0.80 1.94 2.740(5) 179.9
O61 H61 O11 . 0.80 1.64 2.440(17) 178.4
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_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C31 N5 C11 C21 . . 3.9(6)
C31 N5 C11 C12 . . -177.8(4)
C16 N1 C12 C13 . . -3.0(6)
C16 N1 C12 C11 . . 176.3(4)
N5 C11 C12 N1 . . 140.0(4)
C21 C11 C12 N1 . . -41.8(6)
N5 C11 C12 C13 . . -40.7(6)
C21 C11 C12 C13 . . 137.6(4)
N1 C12 C13 C14 . . 2.0(6)
C11 C12 C13 C14 . . -177.3(4)
C12 C13 C14 C15 . . 0.5(7)
C13 C14 C15 C16 . . -1.8(7)
C12 N1 C16 C15 . . 1.6(7)
C14 C15 C16 N1 . . 0.7(7)
C41 N6 C21 C11 . . 4.3(6)
C41 N6 C21 C22 . . -176.0(4)
N5 C11 C21 N6 . . -8.4(6)
C12 C11 C21 N6 . . 173.4(4)
N5 C11 C21 C22 . . 171.9(4)
C12 C11 C21 C22 . . -6.2(7)
C26 N2 C22 C23 . . -0.4(6)
C26 N2 C22 C21 . . -178.1(4)
N6 C21 C22 N2 . . 130.8(4)
C11 C21 C22 N2 . . -49.6(6)
N6 C21 C22 C23 . . -47.0(6)
C11 C21 C22 C23 . . 132.7(4)
N2 C22 C23 C24 . . 0.6(6)
C21 C22 C23 C24 . . 178.1(4)
C22 C23 C24 C25 . . -0.8(6)
C23 C24 C25 C26 . . 0.9(7)
C22 N2 C26 C25 . . 0.5(6)
C24 C25 C26 N2 . . -0.8(7)
C11 N5 C31 C41 . . 4.1(6)
C11 N5 C31 C32 . . -175.5(4)
C36 N3 C32 C33 . . -0.6(6)
C36 N3 C32 C31 . . -178.3(4)
N5 C31 C32 N3 . . 132.5(4)
C41 C31 C32 N3 . . -47.1(5)
N5 C31 C32 C33 . . -45.2(5)
C41 C31 C32 C33 . . 135.2(4)
N3 C32 C33 C34 . . 0.4(6)
C31 C32 C33 C34 . . 178.0(3)
C32 C33 C34 C35 . . -0.1(6)
C33 C34 C35 C36 . . 0.0(6)
C32 N3 C36 C35 . . 0.5(7)
C34 C35 C36 N3 . . -0.2(7)
C21 N6 C41 C31 . . 3.8(6)
C21 N6 C41 C42 . . -175.4(4)
N5 C31 C41 N6 . . -8.3(6)
C32 C31 C41 N6 . . 171.2(4)
N5 C31 C41 C42 . . 170.9(4)
C32 C31 C41 C42 . . -9.6(6)
C46 N4 C42 C43 . . -2.3(6)
C46 N4 C42 C41 . . 179.2(4)
N6 C41 C42 N4 . . 135.6(4)
C31 C41 C42 N4 . . -43.6(5)
N6 C41 C42 C43 . . -42.8(6)
C31 C41 C42 C43 . . 137.9(4)
N4 C42 C43 C44 . . 1.5(6)
C41 C42 C43 C44 . . 179.9(4)
C42 C43 C44 C45 . . 0.2(6)
C43 C44 C45 C46 . . -1.0(7)
C42 N4 C46 C45 . . 1.6(6)
C44 C45 C46 N4 . . 0.1(7)
H11 O11 O12 H12 . . -116.1
H13 O13 O14 H14 . . 127.8
H21 O21 O22 H22 . . 125.3
H23 O23 O24 H24 . . -118.1
H31 O31 O31 H31 3_576 3_576 180.0
H32 O32 O32 H32 3_576 3_576 180.0
H41 O41 O42 H42 . . -152.1
H51 O51 O52 H52 . . -158.2
H61 O61 O61 H61 3_656 3_656 180.0
