#------------------------------------------------------------------------------
#$Date: 2025-08-18 17:33:07 +0200 (Mon 18 de Aug de 2025) $
#$Revision: 301779 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/86/1548646.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_1548646
loop_
_publ_author_name
'Mabied, Ahmed F.'
'Shalaby, Elsayed M.'
'Zayed, Hamdia A.'
'El-Kholy, Esmat'
'Farag, Ibrahim S. A.'
'Ahmed, Naima A.'
_publ_section_title
;
 Crystal Structure and Stereochemistry Study of 2-Substituted Benzoxazole
 Derivatives
;
_journal_coden_ASTM              IICSB7
_journal_name_full               'ISRN Organic Chemistry'
_journal_page_first              1
_journal_page_last               7
_journal_paper_doi               10.1155/2014/728343
_journal_volume                  2014
_journal_year                    2014
_chemical_absolute_configuration .
_chemical_formula_moiety         'C17 H10 N2 O3'
_chemical_formula_sum            'C17 H10 N2 O3'
_chemical_formula_weight         290.28
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_cell_angle_alpha                94.355(3)
_cell_angle_beta                 101.180(3)
_cell_angle_gamma                102.504(6)
_cell_formula_units_Z            4
_cell_length_a                   7.4919(5)
_cell_length_b                   13.0828(9)
_cell_length_c                   14.1914(14)
_cell_measurement_reflns_used    6966
_cell_measurement_temperature    298
_cell_measurement_theta_max      26
_cell_measurement_theta_min      3
_cell_volume                     1322.07(19)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2012)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.084
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7240
_diffrn_reflns_theta_full        25.232
_diffrn_reflns_theta_max         26.012
_diffrn_reflns_theta_min         2.914
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.99
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9715
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         1738
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2095
_refine_ls_R_factor_gt           0.0886
_refine_ls_R_factor_obs          0.0641
_refine_ls_shift/su_max          0.0330021
_refine_ls_shift/su_mean         0.0114297
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.09P)² + 1.23P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2491
_refine_ls_wR_factor_gt          0.1817
_refine_ls_wR_factor_ref         0.1547
_reflns_limit_h_max              8
_reflns_limit_h_min              -9
_reflns_limit_k_max              15
_reflns_limit_k_min              -16
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                2163
_reflns_number_total             4861
_reflns_threshold_expression     I>2.0σ(I)
_cod_data_source_file            ISRN-Org-Chem-2014-728343-2.cif
_cod_data_source_block           II
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               1548646
loop_
_symmetry_equiv_pos_as_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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N -0.2939(5) 0.0752(3) -0.0847(3) 0.0392 1.0000 Uani . . . . . .
N2 N 0.0614(7) 0.2572(4) 0.0742(4) 0.0726 1.0000 Uani . . . . . .
N3 N 0.9729(6) 0.5764(3) 0.6834(3) 0.0419 1.0000 Uani . . . . . .
N4 N 1.0174(7) 0.7551(4) 0.5133(4) 0.0681 1.0000 Uani . . . . . .
O1 O -0.3354(5) -0.0798(3) -0.0261(3) 0.0522 1.0000 Uani . . . . . .
O2 O 0.3833(6) 0.1040(3) 0.5159(3) 0.0808 1.0000 Uani . . . . . .
O3 O 0.3953(5) 0.2389(3) 0.4186(3) 0.0615 1.0000 Uani . . . . . .
O4 O 0.7898(5) 0.4208(3) 0.6068(3) 0.0576 1.0000 Uani . . . . . .
O5 O 0.4398(6) 0.5998(3) 0.0635(3) 0.0676 1.0000 Uani . . . . . .
O6 O 0.6425(5) 0.7378(3) 0.1714(3) 0.0652 1.0000 Uani . . . . . .
C1 C -0.4509(7) -0.0941(4) -0.1185(4) 0.0441 1.0000 Uani . . . . . .
C2 C -0.5728(8) -0.1844(5) -0.1690(4) 0.0571 1.0000 Uani . . . . . .
C3 C -0.6688(8) -0.1746(5) -0.2596(4) 0.0576 1.0000 Uani . . . . . .
C4 C -0.6460(8) -0.0793(5) -0.2978(4) 0.0593 1.0000 Uani . . . . . .
C5 C -0.5251(8) 0.0104(5) -0.2456(4) 0.0558 1.0000 Uani . . . . . .
C6 C -0.4276(7) 0.0022(4) -0.1552(4) 0.0388 1.0000 Uani . . . . . .
C7 C -0.2488(7) 0.0239(4) -0.0137(4) 0.0468 1.0000 Uani . . . . . .
C8 C -0.1113(7) 0.0664(4) 0.0761(4) 0.0407 1.0000 Uani . . . . . .
C9 C -0.0171(7) 0.1731(4) 0.0752(4) 0.0471 1.0000 Uani . . . . . .
C10 C -0.0818(7) 0.0086(4) 0.1495(4) 0.0435 1.0000 Uani . . . . . .
C11 C 0.0420(7) 0.0346(4) 0.2439(4) 0.0421 1.0000 Uani . . . . . .
C12 C 0.0396(7) -0.0452(4) 0.3043(4) 0.0528 1.0000 Uani . . . . . .
C13 C 0.1482(8) -0.0286(5) 0.3980(4) 0.0658 1.0000 Uani . . . . . .
C14 C 0.2624(8) 0.0687(5) 0.4263(4) 0.0545 1.0000 Uani . . . . . .
C15 C 0.2676(7) 0.1489(4) 0.3690(4) 0.0460 1.0000 Uani . . . . . .
C16 C 0.1619(7) 0.1355(4) 0.2787(4) 0.0455 1.0000 Uani . . . . . .
C17 C 0.4867(9) 0.2085(5) 0.5066(5) 0.0693 1.0000 Uani . . . . . .
C18 C 0.8634(7) 0.4064(4) 0.7018(4) 0.0472 1.0000 Uani . . . . . .
C19 C 0.8358(8) 0.3152(5) 0.7454(5) 0.0605 1.0000 Uani . . . . . .
C20 C 0.9261(8) 0.3256(5) 0.8414(5) 0.0661 1.0000 Uani . . . . . .
C21 C 1.0384(8) 0.4215(5) 0.8910(4) 0.0598 1.0000 Uani . . . . . .
C22 C 1.0622(8) 0.5104(5) 0.8446(4) 0.0594 1.0000 Uani . . . . . .
C23 C 0.9746(7) 0.5021(4) 0.7492(4) 0.0472 1.0000 Uani . . . . . .
C24 C 0.8640(8) 0.5242(4) 0.6031(4) 0.0504 1.0000 Uani . . . . . .
C25 C 0.8209(7) 0.5673(4) 0.5121(4) 0.0446 1.0000 Uani . . . . . .
C26 C 0.9275(8) 0.6716(4) 0.5129(4) 0.0461 1.0000 Uani . . . . . .
C27 C 0.6944(7) 0.5097(4) 0.4352(4) 0.0458 1.0000 Uani . . . . . .
C28 C 0.6313(7) 0.5372(4) 0.3394(4) 0.0420 1.0000 Uani . . . . . .
C29 C 0.5061(7) 0.4557(4) 0.2741(4) 0.0493 1.0000 Uani . . . . . .
C30 C 0.4323(8) 0.4686(4) 0.1778(4) 0.0569 1.0000 Uani . . . . . .
C31 C 0.4892(7) 0.5663(4) 0.1527(4) 0.0457 1.0000 Uani . . . . . .
C32 C 0.6118(7) 0.6485(4) 0.2145(4) 0.0445 1.0000 Uani . . . . . .
C33 C 0.6858(7) 0.6355(4) 0.3083(4) 0.0504 1.0000 Uani . . . . . .
C34 C 0.5373(9) 0.7083(5) 0.0727(5) 0.0685 1.0000 Uani . . . . . .
H21 H -0.5882 -0.2500 -0.1435 0.0709 1.0000 Uiso R . . . . .
H31 H -0.7562 -0.2345 -0.2968 0.0680 1.0000 Uiso R . . . . .
H41 H -0.7140 -0.0761 -0.3610 0.0690 1.0000 Uiso R . . . . .
H51 H -0.5096 0.0759 -0.2712 0.0645 1.0000 Uiso R . . . . .
H101 H -0.1562 -0.0617 0.1369 0.0536 1.0000 Uiso R . . . . .
H121 H -0.0377 -0.1133 0.2793 0.0661 1.0000 Uiso R . . . . .
H131 H 0.1399 -0.0812 0.4406 0.0700 1.0000 Uiso R . . . . .
H161 H 0.1640 0.1918 0.2402 0.0495 1.0000 Uiso R . . . . .
H171 H 0.4834 0.2563 0.5598 0.0804 1.0000 Uiso R . . . . .
H172 H 0.6130 0.2085 0.5055 0.0804 1.0000 Uiso R . . . . .
H191 H 0.7604 0.2499 0.7117 0.0774 1.0000 Uiso R . . . . .
H201 H 0.9110 0.2654 0.8751 0.0796 1.0000 Uiso R . . . . .
H211 H 1.0991 0.4251 0.9569 0.0701 1.0000 Uiso R . . . . .
H221 H 1.1362 0.5764 0.8775 0.0700 1.0000 Uiso R . . . . .
H271 H 0.6367 0.4405 0.4454 0.0542 1.0000 Uiso R . . . . .
H291 H 0.4690 0.3897 0.2970 0.0627 1.0000 Uiso R . . . . .
H301 H 0.3478 0.4133 0.1330 0.0622 1.0000 Uiso R . . . . .
H331 H 0.7705 0.6920 0.3515 0.0563 1.0000 Uiso R . . . . .
H341 H 0.4511 0.7514 0.0579 0.0866 1.0000 Uiso R . . . . .
H342 H 0.6206 0.7163 0.0297 0.0866 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 . N1 . C7 . 106.1(4) yes
C23 . N3 . C24 . 104.8(4) yes
C1 . O1 . C7 . 103.3(4) yes
C14 . O2 . C17 . 105.1(4) yes
C15 . O3 . C17 . 106.4(4) yes
C18 . O4 . C24 . 103.3(4) yes
C31 . O5 . C34 . 106.2(4) yes
C32 . O6 . C34 . 105.3(4) yes
O1 . C1 . C2 . 129.1(5) yes
O1 . C1 . C6 . 108.4(4) yes
C2 . C1 . C6 . 122.5(5) yes
C1 . C2 . C3 . 116.0(5) yes
C1 . C2 . H21 . 122.1 no
C3 . C2 . H21 . 121.8 no
C2 . C3 . C4 . 122.2(6) yes
C2 . C3 . H31 . 119.1 no
C4 . C3 . H31 . 118.6 no
C3 . C4 . C5 . 120.7(6) yes
C3 . C4 . H41 . 119.5 no
C5 . C4 . H41 . 119.7 no
C4 . C5 . C6 . 118.0(6) yes
C4 . C5 . H51 . 121.1 no
C6 . C5 . H51 . 121.0 no
N1 . C6 . C1 . 106.6(4) yes
N1 . C6 . C5 . 132.9(5) yes
C1 . C6 . C5 . 120.5(5) yes
O1 . C7 . N1 . 115.6(5) yes
O1 . C7 . C8 . 118.2(5) yes
N1 . C7 . C8 . 126.2(5) yes
C7 . C8 . C9 . 112.2(5) yes
C7 . C8 . C10 . 122.1(5) yes
C9 . C8 . C10 . 125.7(5) yes
C8 . C9 . N2 . 178.4(6) yes
C8 . C10 . C11 . 131.4(5) yes
C8 . C10 . H101 . 114.1 no
C11 . C10 . H101 . 114.5 no
C10 . C11 . C12 . 117.1(5) yes
C10 . C11 . C16 . 124.0(5) yes
C12 . C11 . C16 . 118.9(5) yes
C11 . C12 . C13 . 122.4(6) yes
C11 . C12 . H121 . 118.1 no
C13 . C12 . H121 . 119.5 no
C12 . C13 . C14 . 115.9(6) yes
C12 . C13 . H131 . 122.4 no
C14 . C13 . H131 . 121.7 no
O2 . C14 . C13 . 126.5(6) yes
O2 . C14 . C15 . 110.3(5) yes
C13 . C14 . C15 . 123.1(6) yes
O3 . C15 . C14 . 109.5(5) yes
O3 . C15 . C16 . 128.4(5) yes
C14 . C15 . C16 . 122.1(5) yes
C11 . C16 . C15 . 117.5(5) yes
C11 . C16 . H161 . 120.8 no
C15 . C16 . H161 . 121.6 no
O2 . C17 . O3 . 107.3(4) yes
O2 . C17 . H171 . 109.2 no
O3 . C17 . H171 . 109.5 no
O2 . C17 . H172 . 110.5 no
O3 . C17 . H172 . 110.8 no
H171 . C17 . H172 . 109.5 no
O4 . C18 . C19 . 128.4(5) yes
O4 . C18 . C23 . 108.3(5) yes
C19 . C18 . C23 . 123.3(6) yes
C18 . C19 . C20 . 115.2(6) yes
C18 . C19 . H191 . 122.3 no
C20 . C19 . H191 . 122.4 no
C19 . C20 . C21 . 122.5(6) yes
C19 . C20 . H201 . 118.7 no
C21 . C20 . H201 . 118.7 no
C20 . C21 . C22 . 120.3(6) yes
C20 . C21 . H211 . 119.9 no
C22 . C21 . H211 . 119.9 no
C21 . C22 . C23 . 118.4(6) yes
C21 . C22 . H221 . 121.4 no
C23 . C22 . H221 . 120.3 no
N3 . C23 . C18 . 108.0(5) yes
N3 . C23 . C22 . 131.7(5) yes
C18 . C23 . C22 . 120.3(5) yes
O4 . C24 . N3 . 115.6(5) yes
O4 . C24 . C25 . 118.7(5) yes
N3 . C24 . C25 . 125.7(5) yes
C24 . C25 . C26 . 113.6(5) yes
C24 . C25 . C27 . 121.3(5) yes
C26 . C25 . C27 . 125.1(5) yes
C25 . C26 . N4 . 178.4(6) yes
C25 . C27 . C28 . 130.1(5) yes
C25 . C27 . H271 . 115.2 no
C28 . C27 . H271 . 114.7 no
C27 . C28 . C29 . 115.4(5) yes
C27 . C28 . C33 . 125.8(5) yes
C29 . C28 . C33 . 118.8(5) yes
C28 . C29 . C30 . 122.8(5) yes
C28 . C29 . H291 . 117.6 no
C30 . C29 . H291 . 119.6 no
C29 . C30 . C31 . 115.3(5) yes
C29 . C30 . H301 . 123.1 no
C31 . C30 . H301 . 121.6 no
O5 . C31 . C30 . 127.2(5) yes
O5 . C31 . C32 . 109.0(5) yes
C30 . C31 . C32 . 123.8(5) yes
C31 . C32 . O6 . 111.7(5) yes
C31 . C32 . C33 . 120.9(5) yes
O6 . C32 . C33 . 127.4(5) yes
C28 . C33 . C32 . 118.4(5) yes
C28 . C33 . H331 . 120.2 no
C32 . C33 . H331 . 121.4 no
O6 . C34 . O5 . 107.7(4) yes
O6 . C34 . H341 . 110.3 no
O5 . C34 . H341 . 110.3 no
O6 . C34 . H342 . 109.7 no
O5 . C34 . H342 . 109.4 no
H341 . C34 . H342 . 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C6 . 1.403(6) yes
N1 . C7 . 1.284(6) yes
N2 . C9 . 1.133(6) yes
N3 . C23 . 1.398(6) yes
N3 . C24 . 1.308(6) yes
N4 . C26 . 1.152(6) yes
O1 . C1 . 1.399(6) yes
O1 . C7 . 1.353(6) yes
O2 . C14 . 1.390(6) yes
O2 . C17 . 1.448(6) yes
O3 . C15 . 1.386(6) yes
O3 . C17 . 1.431(6) yes
O4 . C18 . 1.398(6) yes
O4 . C24 . 1.356(6) yes
O5 . C31 . 1.380(6) yes
O5 . C34 . 1.432(6) yes
O6 . C32 . 1.355(6) yes
O6 . C34 . 1.446(6) yes
C1 . C2 . 1.376(7) yes
C1 . C6 . 1.389(7) yes
C2 . C3 . 1.376(7) yes
C2 . H21 . 0.950 no
C3 . C4 . 1.387(8) yes
C3 . H31 . 0.950 no
C4 . C5 . 1.376(7) yes
C4 . H41 . 0.950 no
C5 . C6 . 1.372(7) yes
C5 . H51 . 0.950 no
C7 . C8 . 1.459(7) yes
C8 . C9 . 1.423(7) yes
C8 . C10 . 1.345(7) yes
C10 . C11 . 1.443(7) yes
C10 . H101 . 0.950 no
C11 . C12 . 1.400(7) yes
C11 . C16 . 1.417(7) yes
C12 . C13 . 1.393(7) yes
C12 . H121 . 0.950 no
C13 . C14 . 1.353(7) yes
C13 . H131 . 0.950 no
C14 . C15 . 1.374(7) yes
C15 . C16 . 1.347(7) yes
C16 . H161 . 0.950 no
C17 . H171 . 0.950 no
C17 . H172 . 0.950 no
C18 . C19 . 1.379(7) yes
C18 . C23 . 1.385(7) yes
C19 . C20 . 1.380(7) yes
C19 . H191 . 0.950 no
C20 . C21 . 1.399(8) yes
C20 . H201 . 0.950 no
C21 . C22 . 1.374(8) yes
C21 . H211 . 0.950 no
C22 . C23 . 1.370(7) yes
C22 . H221 . 0.950 no
C24 . C25 . 1.456(7) yes
C25 . C26 . 1.421(7) yes
C25 . C27 . 1.350(7) yes
C27 . C28 . 1.448(7) yes
C27 . H271 . 0.950 no
C28 . C29 . 1.399(7) yes
C28 . C33 . 1.396(7) yes
C29 . C30 . 1.409(7) yes
C29 . H291 . 0.950 no
C30 . C31 . 1.355(7) yes
C30 . H301 . 0.950 no
C31 . C32 . 1.373(7) yes
C32 . C33 . 1.378(7) yes
C33 . H331 . 0.950 no
C34 . H341 . 0.950 no
C34 . H342 . 0.950 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C13 . H131 . N4 1_445 161 0.950 2.519 3.431(8) yes
C16 . H161 . N2 . 149 0.950 2.600 3.450(8) yes
C16 . H161 . C9 . 124 0.950 2.433 3.063(8) yes
C30 . H301 . N2 . 156 0.950 2.574 3.464(8) yes
C33 . H331 . C26 . 123 0.950 2.426 3.052(8) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_site_symmetry_1
_geom_torsion_atom_site_label_2
_geom_torsion_site_symmetry_2
_geom_torsion_atom_site_label_3
_geom_torsion_site_symmetry_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C7 . O1 . C1 . C2 . -179.6(6) yes
C7 . O1 . C1 . C6 . -0.6(6) yes
C1 . O1 . C7 . N1 . 0.0(6) yes
C1 . O1 . C7 . C8 . -178.4(5) yes
C17 . O2 . C14 . C13 . 174.3(6) yes
C17 . O2 . C14 . C15 . -8.1(7) no
C14 . O2 . C17 . O3 . 11.8(6) no
C17 . O3 . C15 . C14 . 6.3(6) yes
C17 . O3 . C15 . C16 . -173.0(6) yes
C15 . O3 . C17 . O2 . -11.2(6) yes
C18 . O4 . C24 . N3 . -0.5(6) yes
C18 . O4 . C24 . C25 . 178.3(5) yes
C24 . O4 . C18 . C19 . -179.3(6) yes
C24 . O4 . C18 . C23 . 0.8(6) no
C31 . O5 . C34 . O6 . -1.3(6) no
C34 . O5 . C31 . C30 . -179.2(6) no
C34 . O5 . C31 . C32 . -0.4(6) no
C32 . O6 . C34 . O5 . 2.5(6) no
C34 . O6 . C32 . C31 . -2.8(6) no
C34 . O6 . C32 . C33 . 178.2(6) no
C7 . N1 . C6 . C5 . -179.7(6) no
C7 . N1 . C6 . C1 . -1.0(6) no
C6 . N1 . C7 . O1 . 0.7(6) yes
C6 . N1 . C7 . C8 . 178.9(5) yes
C23 . N3 . C24 . C25 . -178.7(6) yes
C24 . N3 . C23 . C18 . 0.5(6) yes
C24 . N3 . C23 . C22 . -179.4(6) yes
C23 . N3 . C24 . O4 . 0.0(7) yes
O1 . C1 . C2 . C3 . -179.9(5) yes
O1 . C1 . C6 . N1 . 1.0(6) no
O1 . C1 . C6 . C5 . 179.9(5) no
C6 . C1 . C2 . C3 . 1.2(9) no
C2 . C1 . C6 . C5 . -1.1(9) no
C2 . C1 . C6 . N1 . -179.9(5) no
C1 . C2 . C3 . C4 . -0.6(9) no
C2 . C3 . C4 . C5 . -0.2(10) no
C3 . C4 . C5 . C6 . 0.4(9) no
C4 . C5 . C6 . N1 . 178.7(6) no
C4 . C5 . C6 . C1 . 0.2(9) no
N1 . C7 . C8 . C10 . 175.5(5) no
N1 . C7 . C8 . C9 . -4.4(8) no
O1 . C7 . C8 . C9 . 173.7(5) no
O1 . C7 . C8 . C10 . -6.4(8) no
C9 . C8 . C10 . C11 . 1.3(10) no
C7 . C8 . C10 . C11 . -178.6(6) no
C8 . C10 . C11 . C12 . -179.7(6) no
C8 . C10 . C11 . C16 . 1.3(10) no
C10 . C11 . C12 . C13 . -177.9(5) no
C12 . C11 . C16 . C15 . -0.1(8) yes
C16 . C11 . C12 . C13 . 1.2(8) yes
C10 . C11 . C16 . C15 . 178.9(5) yes
C11 . C12 . C13 . C14 . -2.4(9) no
C12 . C13 . C14 . O2 . 180.0(6) no
C12 . C13 . C14 . C15 . 2.7(9) no
O2 . C14 . C15 . O3 . 1.3(7) no
C13 . C14 . C15 . C16 . -1.8(10) no
O2 . C14 . C15 . C16 . -179.4(5) no
C13 . C14 . C15 . O3 . 178.9(6) no
C14 . C15 . C16 . C11 . 0.4(8) no
O3 . C15 . C16 . C11 . 179.5(5) no
O4 . C18 . C19 . C20 . -179.3(5) no
C23 . C18 . C19 . C20 . 0.6(9) no
O4 . C18 . C23 . N3 . -0.8(6) no
O4 . C18 . C23 . C22 . 179.1(5) no
C19 . C18 . C23 . N3 . 179.2(5) no
C19 . C18 . C23 . C22 . -0.9(9) no
C18 . C19 . C20 . C21 . -0.3(9) no
C19 . C20 . C21 . C22 . 0.2(10) no
C20 . C21 . C22 . C23 . -0.4(9) no
C21 . C22 . C23 . N3 . -179.4(6) no
C21 . C22 . C23 . C18 . 0.8(9) no
O4 . C24 . C25 . C26 . -171.3(5) no
O4 . C24 . C25 . C27 . 7.0(8) no
N3 . C24 . C25 . C26 . 7.4(9) no
N3 . C24 . C25 . C27 . -174.3(6) no
C24 . C25 . C27 . C28 . 179.8(6) no
C26 . C25 . C27 . C28 . -2.2(10) no
C25 . C27 . C28 . C29 . 176.0(6) no
C25 . C27 . C28 . C33 . -3.5(10) no
C27 . C28 . C29 . C30 . -179.4(5) no
C33 . C28 . C29 . C30 . 0.0(8) no
C27 . C28 . C33 . C32 . -179.8(5) yes
C29 . C28 . C33 . C32 . 0.8(8) yes
C28 . C29 . C30 . C31 . -0.8(8) yes
C29 . C30 . C31 . O5 . 179.4(5) yes
C29 . C30 . C31 . C32 . 0.8(9) yes
O5 . C31 . C32 . O6 . 2.1(6) no
O5 . C31 . C32 . C33 . -178.9(5) no
C30 . C31 . C32 . O6 . -179.0(5) no
C30 . C31 . C32 . C33 . 0.0(9) no
O6 . C32 . C33 . C28 . 178.0(5) no
C31 . C32 . C33 . C28 . -0.8(8) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139051707
