#------------------------------------------------------------------------------
#$Date: 2023-07-05 13:12:18 +0300 (Wed, 05 Jul 2023) $
#$Revision: 284924 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/67/7246782.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_7246782
loop_
_publ_author_name
'Hu, Xingchen'
'Xiao, Yuntian'
'Qi, Luguang'
'Bai, Yunhe'
'Sun, Ying'
'Ye, Yang'
'Xie, Chuang'
_publ_section_title
;
 Enhancing the dissolution and bacteriostatic activity of trimethoprim
 through salt formation
;
_journal_issue                   23
_journal_name_full               CrystEngComm
_journal_page_first              3445
_journal_page_last               3459
_journal_paper_doi               10.1039/D3CE00128H
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C5 H3 N2 O4, C14 H19 N4 O3'
_chemical_formula_sum            'C19 H22 N6 O7'
_chemical_formula_weight         446.42
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-03-16
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-03-17 deposited with the CCDC.	2023-04-28 downloaded from the CCDC.
;
_cell_angle_alpha                91.152(7)
_cell_angle_beta                 98.566(7)
_cell_angle_gamma                103.763(8)
_cell_formula_units_Z            2
_cell_length_a                   7.0878(6)
_cell_length_b                   7.5969(7)
_cell_length_c                   18.9464(14)
_cell_measurement_reflns_used    5495
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      33.2280
_cell_measurement_theta_min      2.1470
_cell_volume                     978.19(15)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.893
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00  65.00   1.00    8.00    --  -25.00  45.00   0.00  180
  2  ω   -115.00  65.00   1.00    8.00    --  -25.00  45.00  90.00  180
  3  ω   -115.00  65.00   1.00    8.00    --  -25.00  45.00 180.00  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0319748000
_diffrn_orient_matrix_UB_12      -0.0788587000
_diffrn_orient_matrix_UB_13      -0.0077982000
_diffrn_orient_matrix_UB_21      -0.0008893000
_diffrn_orient_matrix_UB_22      0.0229897000
_diffrn_orient_matrix_UB_23      -0.0361274000
_diffrn_orient_matrix_UB_31      0.0993235000
_diffrn_orient_matrix_UB_32      0.0502406000
_diffrn_orient_matrix_UB_33      0.0084938000
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_av_unetI/netI     0.0832
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.893
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            14952
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.213
_diffrn_reflns_theta_min         2.178
_diffrn_source                   'rotating anode'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)'
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_description       block
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       0.018(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         6688
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.1172
_refine_ls_R_factor_gt           0.0757
_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)+(0.0876P)²+0.6681P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1892
_refine_ls_wR_factor_ref         0.2146
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4274
_reflns_number_total             6688
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00128h2.cif
_cod_data_source_block           r20211001a
_cod_depositor_comments
'Adding full bibliography for 7246781--7246785.cif.'
_cod_database_code               7246782
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_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   0.992
_shelx_estimated_absorpt_t_min   0.986
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C4(H4), N3(H3), C6(H6), C12(H12), C16(H16)
2.c X=CH2 refined with riding coordinates:
 N5(H5A,H5B), N6(H6A,H6B)
2.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.422
_oxdiff_exptl_absorpt_empirical_full_min 0.619
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 0.1617(3) 0.4841(2) 0.32332(9) 0.0265(4) Uani 1 1 d . . . . .
O2 O 0.0794(3) 0.7245(2) 0.53305(9) 0.0256(4) Uani 1 1 d . . . . .
O3 O 0.4678(3) 1.1733(2) 0.32721(10) 0.0271(4) Uani 1 1 d . . . . .
O4 O 0.4301(3) 1.2378(2) 0.43894(10) 0.0301(4) Uani 1 1 d . . . . .
N1 N 0.1273(3) 0.6081(2) 0.42817(10) 0.0192(4) Uani 1 1 d . . . . .
H1 H 0.068089 0.499239 0.439462 0.023 Uiso 1 1 calc R U . . .
N2 N 0.2402(3) 0.9122(2) 0.45815(10) 0.0196(4) Uani 1 1 d . . . . .
H2 H 0.255734 1.006555 0.488050 0.024 Uiso 1 1 calc R U . . .
C1 C 0.1926(3) 0.6200(3) 0.36260(12) 0.0191(4) Uani 1 1 d . . . . .
C2 C 0.1454(3) 0.7470(3) 0.47664(12) 0.0190(4) Uani 1 1 d . . . . .
C3 C 0.3131(3) 0.9395(3) 0.39525(12) 0.0179(4) Uani 1 1 d . . . . .
C4 C 0.2937(3) 0.8006(3) 0.34822(12) 0.0187(4) Uani 1 1 d . . . . .
H4 H 0.346797 0.820943 0.305089 0.022 Uiso 1 1 calc R U . . .
C5 C 0.4135(3) 1.1349(3) 0.38507(13) 0.0202(4) Uani 1 1 d . . . . .
O5 O 0.4522(3) 0.1630(2) 0.07727(10) 0.0268(4) Uani 1 1 d . . . . .
O6 O 0.7085(3) 0.4820(2) 0.08935(9) 0.0218(4) Uani 1 1 d . . . . .
O7 O 1.0920(2) 0.5142(2) 0.14005(9) 0.0222(4) Uani 1 1 d . . . . .
N3 N 0.6760(3) -0.4474(2) 0.32181(10) 0.0190(4) Uani 1 1 d . . . . .
H3 H 0.614207 -0.562944 0.320003 0.023 Uiso 1 1 calc R U . . .
N4 N 0.7757(3) -0.1631(2) 0.38514(10) 0.0174(4) Uani 1 1 d . . . . .
N5 N 0.6235(3) -0.4136(3) 0.43709(11) 0.0227(4) Uani 1 1 d . . . . .
H5A H 0.633424 -0.346531 0.476512 0.027 Uiso 1 1 calc R U . . .
H5B H 0.567542 -0.530551 0.435136 0.027 Uiso 1 1 calc R U . . .
N6 N 0.9342(3) 0.0851(2) 0.33587(10) 0.0194(4) Uani 1 1 d . . . . .
H6A H 0.939017 0.146771 0.376180 0.023 Uiso 1 1 calc R U . . .
H6B H 0.985757 0.140382 0.300344 0.023 Uiso 1 1 calc R U . . .
C6 C 0.7565(3) -0.3755(3) 0.26499(12) 0.0181(4) Uani 1 1 d . . . . .
H6 H 0.749201 -0.452599 0.224049 0.022 Uiso 1 1 calc R U . . .
C7 C 0.8466(3) -0.1977(3) 0.26490(12) 0.0168(4) Uani 1 1 d . . . . .
C8 C 0.8500(3) -0.0900(3) 0.32871(11) 0.0156(4) Uani 1 1 d . . . . .
C9 C 0.6917(3) -0.3396(3) 0.38148(12) 0.0168(4) Uani 1 1 d . . . . .
C10 C 0.9520(3) -0.1226(3) 0.20509(12) 0.0191(4) Uani 1 1 d . . . . .
H10A H 0.932536 -0.221354 0.167831 0.023 Uiso 1 1 calc R U . . .
H10B H 1.094590 -0.084296 0.223681 0.023 Uiso 1 1 calc R U . . .
C11 C 0.8893(3) 0.0358(3) 0.17045(12) 0.0179(4) Uani 1 1 d . . . . .
C12 C 0.6956(4) 0.0180(3) 0.13934(12) 0.0194(4) Uani 1 1 d . . . . .
H12 H 0.602176 -0.095182 0.138375 0.023 Uiso 1 1 calc R U . . .
C13 C 0.6389(3) 0.1662(3) 0.10966(12) 0.0180(4) Uani 1 1 d . . . . .
C14 C 0.7731(3) 0.3329(3) 0.11196(11) 0.0174(4) Uani 1 1 d . . . . .
C15 C 0.9689(3) 0.3480(3) 0.14132(12) 0.0172(4) Uani 1 1 d . . . . .
C16 C 1.0259(3) 0.1991(3) 0.17067(12) 0.0185(4) Uani 1 1 d . . . . .
H16 H 1.159282 0.209720 0.190959 0.022 Uiso 1 1 calc R U . . .
C17 C 0.3113(4) -0.0058(4) 0.06992(16) 0.0304(6) Uani 1 1 d . . . . .
H17A H 0.185835 0.009152 0.044394 0.046 Uiso 1 1 calc R U . . .
H17B H 0.293249 -0.049321 0.117379 0.046 Uiso 1 1 calc R U . . .
H17C H 0.357461 -0.094209 0.042889 0.046 Uiso 1 1 calc R U . . .
C18 C 0.7597(5) 0.5439(4) 0.02284(15) 0.0353(7) Uani 1 1 d . . . . .
H18A H 0.728629 0.440705 -0.012322 0.053 Uiso 1 1 calc R U . . .
H18B H 0.900795 0.601520 0.028951 0.053 Uiso 1 1 calc R U . . .
H18C H 0.684896 0.632267 0.006019 0.053 Uiso 1 1 calc R U . . .
C19 C 1.2944(4) 0.5318(3) 0.16855(14) 0.0241(5) Uani 1 1 d . . . . .
H19A H 1.346542 0.446827 0.142065 0.036 Uiso 1 1 calc R U . . .
H19B H 1.306354 0.504422 0.219114 0.036 Uiso 1 1 calc R U . . .
H19C H 1.369230 0.656226 0.164009 0.036 Uiso 1 1 calc R U . . .
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 N1 H1 116.7 . . ?
C2 N1 H1 116.7 . . ?
C2 N1 C1 126.63(19) . . ?
C2 N2 H2 118.4 . . ?
C2 N2 C3 123.20(19) . . ?
C3 N2 H2 118.4 . . ?
O1 C1 N1 119.7(2) . . ?
O1 C1 C4 126.3(2) . . ?
N1 C1 C4 114.04(19) . . ?
O2 C2 N1 122.25(19) . . ?
O2 C2 N2 122.6(2) . . ?
N1 C2 N2 115.2(2) . . ?
N2 C3 C5 114.65(19) . . ?
C4 C3 N2 120.6(2) . . ?
C4 C3 C5 124.7(2) . . ?
C1 C4 H4 119.9 . . ?
C3 C4 C1 120.3(2) . . ?
C3 C4 H4 119.9 . . ?
O3 C5 O4 128.3(2) . . ?
O3 C5 C3 118.6(2) . . ?
O4 C5 C3 113.1(2) . . ?
C13 O5 C17 117.47(18) . . ?
C14 O6 C18 115.19(19) . . ?
C15 O7 C19 116.69(17) . . ?
C6 N3 H3 120.3 . . ?
C6 N3 C9 119.42(18) . . ?
C9 N3 H3 120.3 . . ?
C9 N4 C8 118.83(19) . . ?
H5A N5 H5B 120.0 . . ?
C9 N5 H5A 120.0 . . ?
C9 N5 H5B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
C8 N6 H6A 120.0 . . ?
C8 N6 H6B 120.0 . . ?
N3 C6 H6 119.0 . . ?
C7 C6 N3 122.0(2) . . ?
C7 C6 H6 119.0 . . ?
C6 C7 C8 115.6(2) . . ?
C6 C7 C10 121.7(2) . . ?
C8 C7 C10 122.52(19) . . ?
N4 C8 C7 122.01(19) . . ?
N6 C8 N4 116.1(2) . . ?
N6 C8 C7 121.83(19) . . ?
N4 C9 N3 122.13(19) . . ?
N5 C9 N3 118.48(19) . . ?
N5 C9 N4 119.4(2) . . ?
C7 C10 H10A 108.4 . . ?
C7 C10 H10B 108.4 . . ?
C7 C10 C11 115.64(19) . . ?
H10A C10 H10B 107.4 . . ?
C11 C10 H10A 108.4 . . ?
C11 C10 H10B 108.4 . . ?
C12 C11 C10 120.2(2) . . ?
C16 C11 C10 119.5(2) . . ?
C16 C11 C12 120.22(19) . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.6(2) . . ?
C13 C12 H12 120.2 . . ?
O5 C13 C12 124.3(2) . . ?
O5 C13 C14 114.98(19) . . ?
C12 C13 C14 120.7(2) . . ?
O6 C14 C13 119.4(2) . . ?
O6 C14 C15 121.19(19) . . ?
C13 C14 C15 119.25(19) . . ?
O7 C15 C14 115.74(18) . . ?
O7 C15 C16 124.3(2) . . ?
C16 C15 C14 119.9(2) . . ?
C11 C16 C15 120.2(2) . . ?
C11 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
O5 C17 H17A 109.5 . . ?
O5 C17 H17B 109.5 . . ?
O5 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O6 C18 H18A 109.5 . . ?
O6 C18 H18B 109.5 . . ?
O6 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O7 C19 H19A 109.5 . . ?
O7 C19 H19B 109.5 . . ?
O7 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
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 1.216(3) . ?
O2 C2 1.228(3) . ?
O3 C5 1.233(3) . ?
O4 C5 1.247(3) . ?
N1 H1 0.8800 . ?
N1 C1 1.386(3) . ?
N1 C2 1.355(3) . ?
N2 H2 0.8800 . ?
N2 C2 1.355(3) . ?
N2 C3 1.368(3) . ?
C1 C4 1.441(3) . ?
C3 C4 1.335(3) . ?
C3 C5 1.516(3) . ?
C4 H4 0.9500 . ?
O5 C13 1.368(3) . ?
O5 C17 1.415(3) . ?
O6 C14 1.373(2) . ?
O6 C18 1.421(3) . ?
O7 C15 1.356(3) . ?
O7 C19 1.430(3) . ?
N3 H3 0.8800 . ?
N3 C6 1.357(3) . ?
N3 C9 1.358(3) . ?
N4 C8 1.334(3) . ?
N4 C9 1.328(3) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N5 C9 1.306(3) . ?
N6 H6A 0.8800 . ?
N6 H6B 0.8800 . ?
N6 C8 1.317(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.350(3) . ?
C7 C8 1.440(3) . ?
C7 C10 1.498(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.508(3) . ?
C11 C12 1.385(3) . ?
C11 C16 1.380(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(3) . ?
C13 C14 1.387(3) . ?
C14 C15 1.393(3) . ?
C15 C16 1.388(3) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
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 C4 C3 178.1(2) . . . . ?
N1 C1 C4 C3 -1.8(3) . . . . ?
N2 C3 C4 C1 1.0(3) . . . . ?
N2 C3 C5 O3 -173.8(2) . . . . ?
N2 C3 C5 O4 6.4(3) . . . . ?
C1 N1 C2 O2 178.5(2) . . . . ?
C1 N1 C2 N2 -1.1(3) . . . . ?
C2 N1 C1 O1 -178.0(2) . . . . ?
C2 N1 C1 C4 1.9(3) . . . . ?
C2 N2 C3 C4 -0.2(4) . . . . ?
C2 N2 C3 C5 179.8(2) . . . . ?
C3 N2 C2 O2 -179.5(2) . . . . ?
C3 N2 C2 N1 0.2(3) . . . . ?
C4 C3 C5 O3 6.3(4) . . . . ?
C4 C3 C5 O4 -173.6(2) . . . . ?
C5 C3 C4 C1 -179.0(2) . . . . ?
O5 C13 C14 O6 6.5(3) . . . . ?
O5 C13 C14 C15 -177.4(2) . . . . ?
O6 C14 C15 O7 -5.6(3) . . . . ?
O6 C14 C15 C16 173.2(2) . . . . ?
O7 C15 C16 C11 179.0(2) . . . . ?
N3 C6 C7 C8 -0.5(3) . . . . ?
N3 C6 C7 C10 174.0(2) . . . . ?
C6 N3 C9 N4 3.2(3) . . . . ?
C6 N3 C9 N5 -176.0(2) . . . . ?
C6 C7 C8 N4 2.5(3) . . . . ?
C6 C7 C8 N6 179.6(2) . . . . ?
C6 C7 C10 C11 126.1(2) . . . . ?
C7 C10 C11 C12 -58.7(3) . . . . ?
C7 C10 C11 C16 120.6(2) . . . . ?
C8 N4 C9 N3 -1.1(3) . . . . ?
C8 N4 C9 N5 178.1(2) . . . . ?
C8 C7 C10 C11 -59.9(3) . . . . ?
C9 N3 C6 C7 -2.3(3) . . . . ?
C9 N4 C8 N6 -179.0(2) . . . . ?
C9 N4 C8 C7 -1.8(3) . . . . ?
C10 C7 C8 N4 -171.9(2) . . . . ?
C10 C7 C8 N6 5.2(3) . . . . ?
C10 C11 C12 C13 178.0(2) . . . . ?
C10 C11 C16 C15 -177.6(2) . . . . ?
C11 C12 C13 O5 179.5(2) . . . . ?
C11 C12 C13 C14 -1.2(3) . . . . ?
C12 C11 C16 C15 1.6(3) . . . . ?
C12 C13 C14 O6 -172.8(2) . . . . ?
C12 C13 C14 C15 3.2(3) . . . . ?
C13 C14 C15 O7 178.4(2) . . . . ?
C13 C14 C15 C16 -2.8(3) . . . . ?
C14 C15 C16 C11 0.4(3) . . . . ?
C16 C11 C12 C13 -1.2(3) . . . . ?
C17 O5 C13 C12 -4.0(3) . . . . ?
C17 O5 C13 C14 176.7(2) . . . . ?
C18 O6 C14 C13 -107.4(3) . . . . ?
C18 O6 C14 C15 76.6(3) . . . . ?
C19 O7 C15 C14 -178.7(2) . . . . ?
C19 O7 C15 C16 2.6(3) . . . . ?
