#------------------------------------------------------------------------------
#$Date: 2020-09-06 13:20:46 +0300 (Sun, 06 Sep 2020) $
#$Revision: 256172 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/76/7157627.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_7157627
loop_
_publ_author_name
'He, Huan'
'Cao, Ruiyuan'
'Cao, Ruidi'
'Liu, Xiao-Yu'
'Li, Wei'
'Yu, Di'
'Li, Yuexiang'
'Liu, Miaomiao'
'Wu, Yanmei'
'Wu, Pingzhou'
'Yang, Jin-Song'
'Yan, Yunzheng'
'Yang, Jingjing'
'Zheng, Zhi-Bing'
'Zhong, Wu'
'Qin, Yong'
_publ_section_title
;
 A light- and heat-driven glycal diazidation approach to nitrogenous
 carbohydrate derivatives with antiviral activity.
;
_journal_issue                   31
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              6155
_journal_page_last               6161
_journal_paper_doi               10.1039/d0ob01172j
_journal_volume                  18
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C17 H22 N6 O11'
_chemical_formula_sum            'C17 H22 N6 O11'
_chemical_formula_weight         486.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-04-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-01-02 deposited with the CCDC.	2020-07-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.458(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.7778(5)
_cell_length_b                   13.2995(10)
_cell_length_c                   11.4128(6)
_cell_measurement_reflns_used    1527
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.3780
_cell_measurement_theta_min      3.4800
_cell_volume                     1180.17(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   15.00   86.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       17.0762   38.0000   30.0000 71

#__ type_ start__ end____ width___ exp.time_
  2 omega   -8.00   20.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.8106  -99.0000  -30.0000 28

#__ type_ start__ end____ width___ exp.time_
  3 omega  -16.00   22.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.8106  -99.0000 -120.0000 38

#__ type_ start__ end____ width___ exp.time_
  4 omega  -68.00  -36.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.8106 -178.0000  -30.0000 32

#__ type_ start__ end____ width___ exp.time_
  5 omega  -80.00  -41.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.8106  178.0000   30.0000 39
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0853317000
_diffrn_orient_matrix_UB_12      0.0118794000
_diffrn_orient_matrix_UB_13      0.0185984000
_diffrn_orient_matrix_UB_21      0.0321979000
_diffrn_orient_matrix_UB_22      -0.0353351000
_diffrn_orient_matrix_UB_23      -0.0404735000
_diffrn_orient_matrix_UB_31      0.0031759000
_diffrn_orient_matrix_UB_32      0.0380842000
_diffrn_orient_matrix_UB_33      -0.0434049000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5262
_diffrn_reflns_point_group_measured_fraction_full 0.682
_diffrn_reflns_point_group_measured_fraction_max 0.669
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         3.035
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99740
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Flack x determined using 516 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         3233
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0410
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0476P)²+0.0116P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0881
_refine_ls_wR_factor_ref         0.0994
_reflns_Friedel_coverage         0.282
_reflns_Friedel_fraction_full    0.334
_reflns_Friedel_fraction_max     0.308
_reflns_number_gt                2434
_reflns_number_total             3233
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ob01172j2.cif
_cod_data_source_block           190419_s2_hh_yd0417b
_cod_depositor_comments
'Adding full bibliography for 7157620--7157628.cif.'
_cod_original_cell_volume        1180.18(13)
_cod_database_code               7157627
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         c12h12n2o3
_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_max   0.972
_shelx_estimated_absorpt_t_min   0.961
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C14(H14A,H14B,H14C),
 C17(H17A,H17B,H17C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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 0.2924(3) 0.06382(19) 0.66418(17) 0.0379(5) Uani 1 1 d . . . . .
O2 O 0.0244(4) -0.0708(3) 0.6792(3) 0.0722(9) Uani 1 1 d . . . . .
O3 O 0.1556(4) -0.1412(2) 0.8356(2) 0.0638(8) Uani 1 1 d . . . . .
O4 O 0.4534(3) 0.0851(2) 1.00919(17) 0.0429(6) Uani 1 1 d . . . . .
O5 O 0.2227(3) 0.1159(3) 1.1161(2) 0.0690(9) Uani 1 1 d . . . . .
O6 O 0.4578(3) 0.21396(18) 0.81934(17) 0.0404(6) Uani 1 1 d . . . . .
O7 O 0.4195(4) 0.3203(3) 0.9688(2) 0.0741(9) Uani 1 1 d . . . . .
O8 O 0.1095(3) 0.3065(2) 0.7150(2) 0.0478(6) Uani 1 1 d . . . . .
O9 O 0.3077(5) 0.4180(3) 0.6628(4) 0.1137(14) Uani 1 1 d . . . . .
O10 O -0.0744(3) 0.1735(2) 0.56809(18) 0.0533(7) Uani 1 1 d . . . . .
O11 O -0.1614(3) 0.1859(3) 0.3831(2) 0.0798(11) Uani 1 1 d . . . . .
N1 N 0.4145(4) -0.0944(3) 0.6438(3) 0.0521(8) Uani 1 1 d . . . . .
N2 N 0.3514(4) -0.0940(3) 0.5434(3) 0.0601(9) Uani 1 1 d . . . . .
N3 N 0.3077(5) -0.0998(4) 0.4482(3) 0.0964(15) Uani 1 1 d . . . . .
N4 N 0.6014(3) 0.0179(3) 0.7938(2) 0.0477(8) Uani 1 1 d . . . . .
N5 N 0.7165(4) 0.0307(3) 0.8646(3) 0.0573(10) Uani 1 1 d . . . . .
N6 N 0.8371(5) 0.0469(5) 0.9177(3) 0.110(2) Uani 1 1 d . . . . .
C1 C 0.3196(4) -0.0285(3) 0.7229(3) 0.0384(8) Uani 1 1 d . . . . .
C2 C 0.4313(4) -0.0131(3) 0.8346(3) 0.0377(8) Uani 1 1 d . . . . .
H2 H 0.4415 -0.0766 0.8777 0.045 Uiso 1 1 calc R . . . .
C3 C 0.3419(4) 0.0647(3) 0.9093(2) 0.0345(8) Uani 1 1 d . . . . .
H3 H 0.2344 0.0357 0.9370 0.041 Uiso 1 1 calc R . . . .
C4 C 0.3010(4) 0.1617(3) 0.8452(3) 0.0353(8) Uani 1 1 d . . . . .
H4 H 0.2294 0.2044 0.8941 0.042 Uiso 1 1 calc R . . . .
C5 C 0.2052(4) 0.1390(3) 0.7299(3) 0.0363(8) Uani 1 1 d . . . . .
H5 H 0.0893 0.1151 0.7468 0.044 Uiso 1 1 calc R . . . .
C6 C 0.1457(5) -0.0805(3) 0.7432(3) 0.0510(9) Uani 1 1 d . . . . .
C7 C 0.0062(6) -0.2068(4) 0.8521(4) 0.0860(15) Uani 1 1 d . . . . .
H7A H -0.0266 -0.2375 0.7788 0.129 Uiso 1 1 calc GR . . . .
H7B H -0.0880 -0.1677 0.8802 0.129 Uiso 1 1 calc GR . . . .
H7C H 0.0355 -0.2582 0.9083 0.129 Uiso 1 1 calc GR . . . .
C8 C 0.3737(5) 0.1150(3) 1.1087(3) 0.0478(9) Uani 1 1 d . . . . .
C9 C 0.5018(6) 0.1439(4) 1.2016(3) 0.0794(15) Uani 1 1 d . . . . .
H9A H 0.5437 0.0846 1.2408 0.119 Uiso 1 1 calc GR . . . .
H9B H 0.4484 0.1873 1.2572 0.119 Uiso 1 1 calc GR . . . .
H9C H 0.5961 0.1785 1.1668 0.119 Uiso 1 1 calc GR . . . .
C10 C 0.5038(5) 0.2913(3) 0.8896(3) 0.0501(10) Uani 1 1 d . . . . .
C11 C 0.6709(6) 0.3334(4) 0.8546(4) 0.0762(14) Uani 1 1 d . . . . .
H11A H 0.7448 0.2798 0.8304 0.114 Uiso 1 1 calc GR . . . .
H11B H 0.7237 0.3682 0.9199 0.114 Uiso 1 1 calc GR . . . .
H11C H 0.6528 0.3795 0.7907 0.114 Uiso 1 1 calc GR . . . .
C12 C 0.1915(4) 0.2293(3) 0.6489(3) 0.0418(8) Uani 1 1 d . . . . .
H12 H 0.3076 0.2517 0.6300 0.050 Uiso 1 1 calc R . . . .
C13 C 0.1789(6) 0.4002(3) 0.7137(4) 0.0658(12) Uani 1 1 d . . . . .
C14 C 0.0767(7) 0.4713(4) 0.7816(5) 0.0961(18) Uani 1 1 d . . . . .
H14A H -0.0434 0.4574 0.7689 0.144 Uiso 1 1 calc GR . . . .
H14B H 0.1008 0.5387 0.7568 0.144 Uiso 1 1 calc GR . . . .
H14C H 0.1059 0.4644 0.8634 0.144 Uiso 1 1 calc GR . . . .
C15 C 0.0907(4) 0.2106(3) 0.5363(3) 0.0507(10) Uani 1 1 d . . . . .
H15A H 0.0784 0.2724 0.4919 0.061 Uiso 1 1 calc R . . . .
H15B H 0.1492 0.1615 0.4887 0.061 Uiso 1 1 calc R . . . .
C16 C -0.1903(5) 0.1635(3) 0.4817(3) 0.0521(10) Uani 1 1 d . . . . .
C17 C -0.3564(5) 0.1251(5) 0.5241(3) 0.0809(17) Uani 1 1 d . . . . .
H17A H -0.3478 0.0540 0.5373 0.121 Uiso 1 1 calc GR . . . .
H17B H -0.4455 0.1384 0.4665 0.121 Uiso 1 1 calc GR . . . .
H17C H -0.3833 0.1582 0.5962 0.121 Uiso 1 1 calc GR . . . .
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
C1 O1 C5 115.2(2) . . ?
C6 O3 C7 115.7(3) . . ?
C8 O4 C3 115.8(2) . . ?
C10 O6 C4 117.4(3) . . ?
C13 O8 C12 118.0(3) . . ?
C16 O10 C15 116.3(2) . . ?
N2 N1 C1 111.9(3) . . ?
N3 N2 N1 172.8(4) . . ?
N5 N4 C2 119.1(3) . . ?
N6 N5 N4 170.3(4) . . ?
O1 C1 N1 107.4(2) . . ?
O1 C1 C2 110.6(3) . . ?
O1 C1 C6 109.9(3) . . ?
N1 C1 C2 107.9(3) . . ?
N1 C1 C6 106.3(3) . . ?
C2 C1 C6 114.4(3) . . ?
N4 C2 C1 105.5(2) . . ?
N4 C2 C3 114.5(3) . . ?
C3 C2 C1 107.4(2) . . ?
O4 C3 C2 107.3(2) . . ?
O4 C3 C4 109.6(3) . . ?
C4 C3 C2 113.8(2) . . ?
O6 C4 C3 110.0(2) . . ?
O6 C4 C5 108.4(2) . . ?
C3 C4 C5 109.9(3) . . ?
O1 C5 C4 111.3(2) . . ?
O1 C5 C12 105.1(2) . . ?
C12 C5 C4 113.2(3) . . ?
O2 C6 O3 125.8(4) . . ?
O2 C6 C1 123.0(4) . . ?
O3 C6 C1 111.0(3) . . ?
O4 C8 C9 111.0(3) . . ?
O5 C8 O4 122.4(3) . . ?
O5 C8 C9 126.6(3) . . ?
O6 C10 C11 110.5(3) . . ?
O7 C10 O6 123.7(3) . . ?
O7 C10 C11 125.9(4) . . ?
O8 C12 C5 105.8(2) . . ?
O8 C12 C15 109.7(3) . . ?
C15 C12 C5 114.5(3) . . ?
O8 C13 C14 111.4(4) . . ?
O9 C13 O8 121.7(4) . . ?
O9 C13 C14 126.9(5) . . ?
O10 C15 C12 107.0(2) . . ?
O10 C16 C17 111.9(3) . . ?
O11 C16 O10 122.4(3) . . ?
O11 C16 C17 125.6(3) . . ?
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 C1 1.412(4) . ?
O1 C5 1.432(4) . ?
O2 C6 1.186(4) . ?
O3 C6 1.328(5) . ?
O3 C7 1.470(5) . ?
O4 C3 1.441(3) . ?
O4 C8 1.367(4) . ?
O5 C8 1.180(4) . ?
O6 C4 1.440(4) . ?
O6 C10 1.347(4) . ?
O7 C10 1.194(4) . ?
O8 C12 1.434(4) . ?
O8 C13 1.358(5) . ?
O9 C13 1.194(5) . ?
O10 C15 1.431(4) . ?
O10 C16 1.326(4) . ?
O11 C16 1.191(4) . ?
N1 N2 1.235(4) . ?
N1 C1 1.470(4) . ?
N2 N3 1.133(4) . ?
N4 N5 1.203(4) . ?
N4 C2 1.473(4) . ?
N5 N6 1.124(4) . ?
C1 C2 1.538(4) . ?
C1 C6 1.543(5) . ?
C2 C3 1.519(5) . ?
C3 C4 1.514(5) . ?
C4 C5 1.526(4) . ?
C5 C12 1.517(5) . ?
C8 C9 1.487(5) . ?
C10 C11 1.480(5) . ?
C12 C15 1.509(4) . ?
C13 C14 1.469(6) . ?
C16 C17 1.482(5) . ?
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
O1 C1 C2 N4 -66.3(3) . . . . ?
O1 C1 C2 C3 56.3(3) . . . . ?
O1 C1 C6 O2 30.3(5) . . . . ?
O1 C1 C6 O3 -153.8(3) . . . . ?
O1 C5 C12 O8 -178.1(2) . . . . ?
O1 C5 C12 C15 61.0(3) . . . . ?
O4 C3 C4 O6 52.4(3) . . . . ?
O4 C3 C4 C5 171.7(2) . . . . ?
O6 C4 C5 O1 70.2(3) . . . . ?
O6 C4 C5 C12 -47.9(3) . . . . ?
O8 C12 C15 O10 -63.7(4) . . . . ?
N1 C1 C2 N4 50.9(4) . . . . ?
N1 C1 C2 C3 173.5(3) . . . . ?
N1 C1 C6 O2 -85.6(5) . . . . ?
N1 C1 C6 O3 90.3(3) . . . . ?
N2 N1 C1 O1 -46.7(4) . . . . ?
N2 N1 C1 C2 -166.0(3) . . . . ?
N2 N1 C1 C6 70.8(4) . . . . ?
N4 C2 C3 O4 -58.5(3) . . . . ?
N4 C2 C3 C4 62.9(3) . . . . ?
N5 N4 C2 C1 -176.8(3) . . . . ?
N5 N4 C2 C3 65.3(4) . . . . ?
C1 O1 C5 C4 57.3(3) . . . . ?
C1 O1 C5 C12 -179.9(3) . . . . ?
C1 C2 C3 O4 -175.3(2) . . . . ?
C1 C2 C3 C4 -53.9(3) . . . . ?
C2 C1 C6 O2 155.5(4) . . . . ?
C2 C1 C6 O3 -28.6(4) . . . . ?
C2 C3 C4 O6 -67.7(3) . . . . ?
C2 C3 C4 C5 51.6(3) . . . . ?
C3 O4 C8 O5 6.3(5) . . . . ?
C3 O4 C8 C9 -174.2(3) . . . . ?
C3 C4 C5 O1 -50.1(3) . . . . ?
C3 C4 C5 C12 -168.2(3) . . . . ?
C4 O6 C10 O7 -2.4(5) . . . . ?
C4 O6 C10 C11 177.4(3) . . . . ?
C4 C5 C12 O8 -56.5(3) . . . . ?
C4 C5 C12 C15 -177.4(3) . . . . ?
C5 O1 C1 N1 -178.3(2) . . . . ?
C5 O1 C1 C2 -60.8(3) . . . . ?
C5 O1 C1 C6 66.5(3) . . . . ?
C5 C12 C15 O10 55.0(4) . . . . ?
C6 C1 C2 N4 168.9(3) . . . . ?
C6 C1 C2 C3 -68.5(4) . . . . ?
C7 O3 C6 O2 5.1(6) . . . . ?
C7 O3 C6 C1 -170.6(3) . . . . ?
C8 O4 C3 C2 -151.9(3) . . . . ?
C8 O4 C3 C4 84.1(3) . . . . ?
C10 O6 C4 C3 -100.8(3) . . . . ?
C10 O6 C4 C5 139.0(3) . . . . ?
C12 O8 C13 O9 -2.6(6) . . . . ?
C12 O8 C13 C14 177.9(4) . . . . ?
C13 O8 C12 C5 133.3(3) . . . . ?
C13 O8 C12 C15 -102.7(4) . . . . ?
C15 O10 C16 O11 -1.6(6) . . . . ?
C15 O10 C16 C17 -179.8(4) . . . . ?
C16 O10 C15 C12 172.3(3) . . . . ?
