#------------------------------------------------------------------------------
#$Date: 2025-08-19 16:18:28 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301805 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/66/2226686.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_2226686
loop_
_publ_author_name
'Liu, Lin'
'Xia, Guangxin'
'Liu, Xuejun'
'Xie, Jieshu'
'Shen, Jingkang'
_publ_section_title
;
 (S)-tert-Butyl
 3-(3-phenyl-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate
;
_journal_coeditor_code           SU2175
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1576
_journal_paper_doi               10.1107/S1600536810018714
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C18 H23 N3 O3'
_chemical_formula_moiety         'C18 H23 N3 O3'
_chemical_formula_sum            'C18 H23 N3 O3'
_chemical_formula_weight         329.39
_chemical_name_systematic
;
(S)-tert-Butyl
3-(3-phenyl-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 99.880(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.464(3)
_cell_length_b                   15.515(8)
_cell_length_c                   17.847(9)
_cell_measurement_reflns_used    818
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.283
_cell_measurement_theta_min      2.663
_cell_volume                     1763.3(15)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'SMART (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0733
_diffrn_reflns_av_sigmaI/netI    0.0613
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7378
_diffrn_reflns_theta_full        25.09
_diffrn_reflns_theta_max         25.09
_diffrn_reflns_theta_min         1.75
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.9898
_exptl_absorpt_correction_T_min  0.9797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.438
_refine_ls_abs_structure_details 'none; 4120 Friedel paires merged'
_refine_ls_extinction_coef       0.013(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         3258
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0728
_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)+(0.1416P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1897
_refine_ls_wR_factor_ref         0.1980
_reflns_number_gt                2520
_reflns_number_total             3258
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            su2175.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1763.2(15)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2226686
_cod_database_fobs_code          2226686
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,-z
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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
O O1 0.4355(6) 0.9886(3) 0.68689(18) 0.0605(12) Uani . . 1.000
O O2 1.1738(6) 0.7663(3) 0.79331(18) 0.0644(15) Uani . . 1.000
O O3 1.2986(7) 0.7271(3) 0.6870(2) 0.0747(16) Uani . . 1.000
N N1 0.5574(6) 0.9308(3) 0.7976(2) 0.0536(14) Uani . . 1.000
N N2 0.3265(7) 1.0282(3) 0.7402(2) 0.0603(17) Uani . . 1.000
N N3 1.0660(7) 0.8361(3) 0.6855(2) 0.0626(16) Uani . . 1.000
C C1 0.3287(8) 1.0093(3) 0.8751(3) 0.0524(19) Uani . . 1.000
C C2 0.1341(9) 1.0467(4) 0.8740(3) 0.062(2) Uani . . 1.000
C C3 0.0626(11) 1.0639(4) 0.9411(3) 0.070(2) Uani . . 1.000
C C4 0.1837(11) 1.0425(4) 1.0097(3) 0.072(2) Uani . . 1.000
C C5 0.3769(12) 1.0042(4) 1.0113(3) 0.079(2) Uani . . 1.000
C C6 0.4488(9) 0.9868(4) 0.9447(3) 0.067(2) Uani . . 1.000
C C7 0.4026(7) 0.9904(3) 0.8048(3) 0.0496(17) Uani . . 1.000
C C8 0.5670(7) 0.9310(3) 0.7267(3) 0.0496(17) Uani . . 1.000
C C9 0.6996(8) 0.8775(4) 0.6851(3) 0.0529(17) Uani . . 1.000
C C10 0.6740(9) 0.8942(5) 0.6013(3) 0.068(2) Uani . . 1.000
C C11 0.8260(9) 0.8384(5) 0.5657(3) 0.067(2) Uani . . 1.000
C C12 1.0481(9) 0.8513(4) 0.6046(3) 0.061(2) Uani . . 1.000
C C13 0.9262(8) 0.8882(4) 0.7234(2) 0.0584(18) Uani . . 1.000
C C14 1.1864(8) 0.7715(4) 0.7210(3) 0.0542(17) Uani . . 1.000
C C15 1.2965(10) 0.7014(4) 0.8439(3) 0.067(2) Uani . . 1.000
C C16 1.2285(14) 0.7220(6) 0.9186(3) 0.106(3) Uani . . 1.000
C C17 1.2262(15) 0.6118(5) 0.8167(4) 0.102(3) Uani . . 1.000
C C18 1.5243(11) 0.7145(5) 0.8480(4) 0.086(3) Uani . . 1.000
O O4 0.6093(6) 0.1946(3) 0.82130(18) 0.0652(13) Uani . . 1.000
O O5 -0.2882(7) 0.4596(3) 0.8012(2) 0.0755(16) Uani . . 1.000
O O6 -0.1493(6) 0.4210(3) 0.69793(18) 0.0678(15) Uani . . 1.000
N N4 0.7414(7) 0.1666(4) 0.7705(2) 0.0672(19) Uani . . 1.000
N N5 0.4557(7) 0.2334(3) 0.7072(2) 0.0514(14) Uani . . 1.000
N N6 0.0024(7) 0.3759(3) 0.8124(2) 0.0583(15) Uani . . 1.000
C C19 0.7234(8) 0.1768(3) 0.6348(3) 0.0502(17) Uani . . 1.000
C C20 0.9211(9) 0.1437(4) 0.6355(3) 0.0614(17) Uani . . 1.000
C C21 0.9925(10) 0.1274(4) 0.5684(3) 0.072(2) Uani . . 1.000
C C22 0.8669(11) 0.1471(4) 0.4995(3) 0.075(3) Uani . . 1.000
C C23 0.6724(10) 0.1798(4) 0.4977(3) 0.070(2) Uani . . 1.000
C C24 0.5980(9) 0.1963(4) 0.5641(3) 0.0617(19) Uani . . 1.000
C C25 0.6435(8) 0.1934(3) 0.7043(2) 0.0489(17) Uani . . 1.000
C C26 0.4423(8) 0.2318(3) 0.7778(3) 0.0500(16) Uani . . 1.000
C C27 0.2658(9) 0.2633(3) 0.8154(3) 0.0514(16) Uani . . 1.000
C C28 0.3205(9) 0.2705(4) 0.9012(3) 0.0626(19) Uani . . 1.000
C C29 0.1270(10) 0.2999(4) 0.9314(3) 0.069(2) Uani . . 1.000
C C30 0.0361(10) 0.3818(4) 0.8946(3) 0.0642(19) Uani . . 1.000
C C31 0.1823(9) 0.3471(4) 0.7790(3) 0.0569(19) Uani . . 1.000
C C32 -0.1542(9) 0.4222(4) 0.7715(3) 0.0570(19) Uani . . 1.000
C C33 -0.2846(9) 0.4763(4) 0.6425(3) 0.0621(19) Uani . . 1.000
C C34 -0.2377(13) 0.5693(5) 0.6619(4) 0.088(3) Uani . . 1.000
C C35 -0.2098(11) 0.4529(5) 0.5692(3) 0.083(3) Uani . . 1.000
C C36 -0.5115(10) 0.4536(5) 0.6379(4) 0.081(3) Uani . . 1.000
H H2A 0.05080 1.06050 0.82770 0.0740 Uiso calc R 1.000
H H3A -0.06750 1.08990 0.93990 0.0850 Uiso calc R 1.000
H H4A 0.13540 1.05380 1.05490 0.0870 Uiso calc R 1.000
H H5A 0.45900 0.99000 1.05770 0.0950 Uiso calc R 1.000
H H6A 0.57800 0.95980 0.94620 0.0800 Uiso calc R 1.000
H H9A 0.66130 0.81720 0.69160 0.0640 Uiso calc R 1.000
H H10A 0.70080 0.95460 0.59260 0.0820 Uiso calc R 1.000
H H10B 0.53080 0.88150 0.57760 0.0820 Uiso calc R 1.000
H H11A 0.78820 0.77820 0.56920 0.0800 Uiso calc R 1.000
H H11B 0.81450 0.85280 0.51230 0.0800 Uiso calc R 1.000
H H12A 1.13950 0.81190 0.58350 0.0730 Uiso calc R 1.000
H H12B 1.09210 0.90970 0.59590 0.0730 Uiso calc R 1.000
H H13A 0.96590 0.94840 0.72190 0.0700 Uiso calc R 1.000
H H13B 0.94070 0.87100 0.77630 0.0700 Uiso calc R 1.000
H H16A 1.26510 0.78050 0.93250 0.1590 Uiso calc R 1.000
H H16B 1.29790 0.68390 0.95720 0.1590 Uiso calc R 1.000
H H16C 1.07920 0.71480 0.91360 0.1590 Uiso calc R 1.000
H H17A 1.26240 0.60190 0.76740 0.1530 Uiso calc R 1.000
H H17B 1.07690 0.60700 0.81350 0.1530 Uiso calc R 1.000
H H17C 1.29500 0.56980 0.85190 0.1530 Uiso calc R 1.000
H H18A 1.55570 0.77500 0.85240 0.1300 Uiso calc R 1.000
H H18B 1.56650 0.69220 0.80270 0.1300 Uiso calc R 1.000
H H18C 1.59900 0.68480 0.89160 0.1300 Uiso calc R 1.000
H H20A 1.00750 0.13220 0.68170 0.0740 Uiso calc R 1.000
H H21A 1.12460 0.10330 0.56930 0.0860 Uiso calc R 1.000
H H22A 0.91670 0.13770 0.45430 0.0900 Uiso calc R 1.000
H H23A 0.58780 0.19140 0.45120 0.0840 Uiso calc R 1.000
H H24A 0.46540 0.22030 0.56240 0.0740 Uiso calc R 1.000
H H27A 0.15230 0.22090 0.80430 0.0620 Uiso calc R 1.000
H H28A 0.36690 0.21510 0.92300 0.0750 Uiso calc R 1.000
H H28B 0.43330 0.31180 0.91510 0.0750 Uiso calc R 1.000
H H29A 0.02150 0.25480 0.92260 0.0830 Uiso calc R 1.000
H H29B 0.16320 0.30870 0.98580 0.0830 Uiso calc R 1.000
H H30A -0.09650 0.39390 0.91100 0.0770 Uiso calc R 1.000
H H30B 0.13090 0.42930 0.91090 0.0770 Uiso calc R 1.000
H H31A 0.29170 0.39050 0.78690 0.0680 Uiso calc R 1.000
H H31B 0.13950 0.33890 0.72460 0.0680 Uiso calc R 1.000
H H34A -0.29080 0.58380 0.70740 0.1320 Uiso calc R 1.000
H H34B -0.30370 0.60510 0.62080 0.1320 Uiso calc R 1.000
H H34C -0.08860 0.57840 0.67010 0.1320 Uiso calc R 1.000
H H35A -0.06140 0.46290 0.57470 0.1240 Uiso calc R 1.000
H H35B -0.28190 0.48780 0.52850 0.1240 Uiso calc R 1.000
H H35C -0.23880 0.39320 0.55790 0.1240 Uiso calc R 1.000
H H36A -0.55900 0.47250 0.68330 0.1220 Uiso calc R 1.000
H H36B -0.52850 0.39230 0.63280 0.1220 Uiso calc R 1.000
H H36C -0.59270 0.48150 0.59450 0.1220 Uiso calc R 1.000
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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 O1 C8 . . . 105.9(3) no
C14 O2 C15 . . . 121.5(5) no
N4 O4 C26 . . . 105.9(4) no
C32 O6 C33 . . . 123.1(5) no
C7 N1 C8 . . . 104.4(4) no
O1 N2 C7 . . . 104.0(4) no
C12 N3 C14 . . . 121.8(5) no
C13 N3 C14 . . . 122.9(4) no
C12 N3 C13 . . . 114.9(4) no
O4 N4 C25 . . . 103.3(4) no
C25 N5 C26 . . . 103.8(4) no
C30 N6 C32 . . . 118.9(5) no
C31 N6 C32 . . . 121.1(4) no
C30 N6 C31 . . . 116.1(4) no
C2 C1 C6 . . . 119.0(5) no
C2 C1 C7 . . . 120.5(5) no
C6 C1 C7 . . . 120.4(5) no
C1 C2 C3 . . . 120.5(5) no
C2 C3 C4 . . . 120.1(6) no
C3 C4 C5 . . . 119.8(5) no
C4 C5 C6 . . . 120.4(5) no
C1 C6 C5 . . . 120.2(6) no
N2 C7 C1 . . . 122.8(4) no
N1 C7 N2 . . . 112.7(4) no
N1 C7 C1 . . . 124.6(4) no
O1 C8 N1 . . . 113.0(4) no
O1 C8 C9 . . . 118.3(4) no
N1 C8 C9 . . . 128.8(5) no
C8 C9 C10 . . . 115.4(5) no
C8 C9 C13 . . . 108.1(4) no
C10 C9 C13 . . . 111.3(4) no
C9 C10 C11 . . . 110.4(5) no
C10 C11 C12 . . . 111.4(5) no
N3 C12 C11 . . . 110.3(5) no
N3 C13 C9 . . . 110.9(4) no
O3 C14 N3 . . . 121.4(5) no
O2 C14 N3 . . . 112.2(5) no
O2 C14 O3 . . . 126.3(5) no
C16 C15 C17 . . . 111.1(6) no
O2 C15 C18 . . . 111.1(5) no
O2 C15 C17 . . . 109.1(5) no
O2 C15 C16 . . . 100.8(5) no
C16 C15 C18 . . . 111.5(6) no
C17 C15 C18 . . . 112.6(6) no
C1 C2 H2A . . . 120.00 no
C3 C2 H2A . . . 120.00 no
C2 C3 H3A . . . 120.00 no
C4 C3 H3A . . . 120.00 no
C3 C4 H4A . . . 120.00 no
C5 C4 H4A . . . 120.00 no
C6 C5 H5A . . . 120.00 no
C4 C5 H5A . . . 120.00 no
C1 C6 H6A . . . 120.00 no
C5 C6 H6A . . . 120.00 no
C13 C9 H9A . . . 107.00 no
C8 C9 H9A . . . 107.00 no
C10 C9 H9A . . . 107.00 no
C9 C10 H10A . . . 110.00 no
C9 C10 H10B . . . 110.00 no
C11 C10 H10A . . . 110.00 no
C11 C10 H10B . . . 110.00 no
H10A C10 H10B . . . 108.00 no
C10 C11 H11A . . . 109.00 no
C10 C11 H11B . . . 109.00 no
C12 C11 H11B . . . 109.00 no
H11A C11 H11B . . . 108.00 no
C12 C11 H11A . . . 109.00 no
H12A C12 H12B . . . 108.00 no
C11 C12 H12B . . . 110.00 no
N3 C12 H12A . . . 110.00 no
N3 C12 H12B . . . 110.00 no
C11 C12 H12A . . . 110.00 no
N3 C13 H13A . . . 109.00 no
N3 C13 H13B . . . 110.00 no
C9 C13 H13A . . . 109.00 no
C9 C13 H13B . . . 109.00 no
H13A C13 H13B . . . 108.00 no
C15 C16 H16A . . . 109.00 no
C15 C16 H16B . . . 109.00 no
C15 C16 H16C . . . 110.00 no
H16B C16 H16C . . . 110.00 no
H16A C16 H16B . . . 109.00 no
H16A C16 H16C . . . 109.00 no
H17A C17 H17C . . . 109.00 no
C15 C17 H17A . . . 109.00 no
C15 C17 H17B . . . 109.00 no
C15 C17 H17C . . . 109.00 no
H17A C17 H17B . . . 109.00 no
H17B C17 H17C . . . 110.00 no
C15 C18 H18A . . . 109.00 no
C15 C18 H18B . . . 109.00 no
C15 C18 H18C . . . 109.00 no
H18A C18 H18B . . . 110.00 no
H18A C18 H18C . . . 109.00 no
H18B C18 H18C . . . 109.00 no
C20 C19 C24 . . . 118.6(5) no
C20 C19 C25 . . . 121.8(5) no
C24 C19 C25 . . . 119.6(5) no
C19 C20 C21 . . . 120.6(5) no
C20 C21 C22 . . . 119.8(6) no
C21 C22 C23 . . . 120.3(5) no
C22 C23 C24 . . . 120.7(5) no
C19 C24 C23 . . . 119.9(5) no
N4 C25 N5 . . . 113.8(4) no
N4 C25 C19 . . . 122.0(5) no
N5 C25 C19 . . . 124.2(4) no
O4 C26 N5 . . . 113.2(5) no
O4 C26 C27 . . . 118.5(4) no
N5 C26 C27 . . . 128.3(5) no
C26 C27 C28 . . . 114.4(5) no
C26 C27 C31 . . . 109.3(4) no
C28 C27 C31 . . . 112.0(4) no
C27 C28 C29 . . . 108.5(5) no
C28 C29 C30 . . . 112.6(5) no
N6 C30 C29 . . . 111.6(5) no
N6 C31 C27 . . . 109.7(4) no
O5 C32 O6 . . . 124.9(5) no
O5 C32 N6 . . . 122.3(5) no
O6 C32 N6 . . . 112.8(5) no
O6 C33 C34 . . . 109.3(5) no
O6 C33 C35 . . . 101.5(5) no
O6 C33 C36 . . . 111.2(5) no
C34 C33 C35 . . . 110.3(5) no
C34 C33 C36 . . . 113.3(6) no
C35 C33 C36 . . . 110.6(5) no
C19 C20 H20A . . . 120.00 no
C21 C20 H20A . . . 120.00 no
C20 C21 H21A . . . 120.00 no
C22 C21 H21A . . . 120.00 no
C21 C22 H22A . . . 120.00 no
C23 C22 H22A . . . 120.00 no
C22 C23 H23A . . . 120.00 no
C24 C23 H23A . . . 120.00 no
C19 C24 H24A . . . 120.00 no
C23 C24 H24A . . . 120.00 no
C26 C27 H27A . . . 107.00 no
C28 C27 H27A . . . 107.00 no
C31 C27 H27A . . . 107.00 no
C27 C28 H28A . . . 110.00 no
C27 C28 H28B . . . 110.00 no
C29 C28 H28A . . . 110.00 no
C29 C28 H28B . . . 110.00 no
H28A C28 H28B . . . 108.00 no
C28 C29 H29A . . . 109.00 no
C28 C29 H29B . . . 109.00 no
C30 C29 H29A . . . 109.00 no
C30 C29 H29B . . . 109.00 no
H29A C29 H29B . . . 108.00 no
N6 C30 H30A . . . 109.00 no
N6 C30 H30B . . . 109.00 no
C29 C30 H30A . . . 109.00 no
C29 C30 H30B . . . 109.00 no
H30A C30 H30B . . . 108.00 no
N6 C31 H31A . . . 110.00 no
N6 C31 H31B . . . 110.00 no
C27 C31 H31A . . . 110.00 no
C27 C31 H31B . . . 110.00 no
H31A C31 H31B . . . 108.00 no
C33 C34 H34A . . . 109.00 no
C33 C34 H34B . . . 110.00 no
C33 C34 H34C . . . 110.00 no
H34A C34 H34B . . . 110.00 no
H34A C34 H34C . . . 109.00 no
H34B C34 H34C . . . 110.00 no
C33 C35 H35A . . . 110.00 no
C33 C35 H35B . . . 109.00 no
C33 C35 H35C . . . 109.00 no
H35A C35 H35B . . . 109.00 no
H35A C35 H35C . . . 109.00 no
H35B C35 H35C . . . 109.00 no
C33 C36 H36A . . . 110.00 no
C33 C36 H36B . . . 109.00 no
C33 C36 H36C . . . 109.00 no
H36A C36 H36B . . . 110.00 no
H36A C36 H36C . . . 109.00 no
H36B C36 H36C . . . 109.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 N2 . . 1.417(6) no
O1 C8 . . 1.349(6) no
O2 C14 . . 1.309(6) no
O2 C15 . . 1.487(7) no
O3 C14 . . 1.233(7) no
O4 C26 . . 1.347(6) no
O4 N4 . . 1.416(6) no
O5 C32 . . 1.235(7) no
O6 C33 . . 1.477(7) no
O6 C32 . . 1.319(6) no
N1 C7 . . 1.385(6) no
N1 C8 . . 1.278(6) no
N2 C7 . . 1.312(6) no
N3 C13 . . 1.462(7) no
N3 C14 . . 1.357(7) no
N3 C12 . . 1.448(6) no
N4 C25 . . 1.309(6) no
N5 C25 . . 1.372(7) no
N5 C26 . . 1.278(6) no
N6 C31 . . 1.465(7) no
N6 C32 . . 1.349(7) no
N6 C30 . . 1.449(6) no
C1 C7 . . 1.447(7) no
C1 C2 . . 1.382(8) no
C1 C6 . . 1.392(8) no
C2 C3 . . 1.382(8) no
C3 C4 . . 1.376(8) no
C4 C5 . . 1.379(10) no
C5 C6 . . 1.375(8) no
C8 C9 . . 1.481(7) no
C9 C13 . . 1.516(7) no
C9 C10 . . 1.499(8) no
C10 C11 . . 1.527(9) no
C11 C12 . . 1.497(8) no
C15 C17 . . 1.516(10) no
C15 C16 . . 1.508(9) no
C15 C18 . . 1.476(10) no
C2 H2A . . 0.9300 no
C3 H3A . . 0.9300 no
C4 H4A . . 0.9300 no
C5 H5A . . 0.9300 no
C6 H6A . . 0.9300 no
C9 H9A . . 0.9800 no
C10 H10A . . 0.9700 no
C10 H10B . . 0.9700 no
C11 H11A . . 0.9700 no
C11 H11B . . 0.9700 no
C12 H12B . . 0.9700 no
C12 H12A . . 0.9700 no
C13 H13A . . 0.9700 no
C13 H13B . . 0.9700 no
C16 H16A . . 0.9600 no
C16 H16B . . 0.9600 no
C16 H16C . . 0.9600 no
C17 H17C . . 0.9600 no
C17 H17A . . 0.9600 no
C17 H17B . . 0.9600 no
C18 H18B . . 0.9600 no
C18 H18C . . 0.9600 no
C18 H18A . . 0.9600 no
C19 C20 . . 1.375(8) no
C19 C24 . . 1.411(8) no
C19 C25 . . 1.446(7) no
C20 C21 . . 1.379(8) no
C21 C22 . . 1.386(8) no
C22 C23 . . 1.351(10) no
C23 C24 . . 1.377(8) no
C26 C27 . . 1.501(8) no
C27 C28 . . 1.515(8) no
C27 C31 . . 1.511(8) no
C28 C29 . . 1.515(9) no
C29 C30 . . 1.503(9) no
C33 C34 . . 1.503(10) no
C33 C35 . . 1.515(8) no
C33 C36 . . 1.497(9) no
C20 H20A . . 0.9300 no
C21 H21A . . 0.9300 no
C22 H22A . . 0.9300 no
C23 H23A . . 0.9300 no
C24 H24A . . 0.9300 no
C27 H27A . . 0.9800 no
C28 H28A . . 0.9700 no
C28 H28B . . 0.9700 no
C29 H29A . . 0.9700 no
C29 H29B . . 0.9700 no
C30 H30A . . 0.9700 no
C30 H30B . . 0.9700 no
C31 H31A . . 0.9700 no
C31 H31B . . 0.9700 no
C34 H34A . . 0.9600 no
C34 H34B . . 0.9600 no
C34 H34C . . 0.9600 no
C35 H35A . . 0.9600 no
C35 H35B . . 0.9600 no
C35 H35C . . 0.9600 no
C36 H36A . . 0.9600 no
C36 H36B . . 0.9600 no
C36 H36C . . 0.9600 no
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
_geom_hbond_publ_flag
C13 H13A N2 1_655 0.97 2.61 3.352(7) 133 yes
C18 H18A N1 1_655 0.96 2.61 3.490(9) 153 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 O1 C8 N1 . . . . -1.4(6) no
N2 O1 C8 C9 . . . . 178.5(4) no
C8 O1 N2 C7 . . . . -0.3(5) no
C15 O2 C14 O3 . . . . -1.6(9) no
C15 O2 C14 N3 . . . . -178.6(5) no
C14 O2 C15 C17 . . . . -63.1(7) no
C14 O2 C15 C18 . . . . 61.6(7) no
C14 O2 C15 C16 . . . . 179.9(6) no
N4 O4 C26 C27 . . . . 176.2(4) no
N4 O4 C26 N5 . . . . -2.2(6) no
C26 O4 N4 C25 . . . . 2.7(6) no
C33 O6 C32 N6 . . . . -171.1(5) no
C32 O6 C33 C36 . . . . -65.0(7) no
C32 O6 C33 C34 . . . . 60.9(7) no
C33 O6 C32 O5 . . . . 10.3(9) no
C32 O6 C33 C35 . . . . 177.4(5) no
C7 N1 C8 O1 . . . . 2.3(6) no
C8 N1 C7 N2 . . . . -2.5(6) no
C8 N1 C7 C1 . . . . 176.8(5) no
C7 N1 C8 C9 . . . . -177.6(5) no
O1 N2 C7 N1 . . . . 1.7(5) no
O1 N2 C7 C1 . . . . -177.7(4) no
C13 N3 C14 O3 . . . . 178.0(5) no
C13 N3 C12 C11 . . . . -55.9(7) no
C14 N3 C12 C11 . . . . 117.0(6) no
C12 N3 C13 C9 . . . . 54.8(6) no
C14 N3 C13 C9 . . . . -118.0(5) no
C12 N3 C14 O2 . . . . -177.1(5) no
C12 N3 C14 O3 . . . . 5.7(8) no
C13 N3 C14 O2 . . . . -4.8(7) no
O4 N4 C25 N5 . . . . -2.4(6) no
O4 N4 C25 C19 . . . . -178.8(4) no
C26 N5 C25 C19 . . . . 177.4(5) no
C25 N5 C26 O4 . . . . 0.8(6) no
C26 N5 C25 N4 . . . . 1.1(6) no
C25 N5 C26 C27 . . . . -177.4(5) no
C32 N6 C30 C29 . . . . 150.6(5) no
C31 N6 C30 C29 . . . . -51.5(7) no
C32 N6 C31 C27 . . . . -149.7(5) no
C30 N6 C32 O5 . . . . -10.6(9) no
C30 N6 C32 O6 . . . . 170.8(5) no
C31 N6 C32 O5 . . . . -167.4(6) no
C31 N6 C32 O6 . . . . 14.0(8) no
C30 N6 C31 C27 . . . . 52.9(6) no
C2 C1 C7 N2 . . . . 20.5(8) no
C6 C1 C2 C3 . . . . 2.0(9) no
C7 C1 C2 C3 . . . . 179.3(5) no
C2 C1 C6 C5 . . . . -2.0(9) no
C7 C1 C6 C5 . . . . -179.4(5) no
C2 C1 C7 N1 . . . . -158.8(5) no
C6 C1 C7 N2 . . . . -162.2(5) no
C6 C1 C7 N1 . . . . 18.5(8) no
C1 C2 C3 C4 . . . . -1.1(9) no
C2 C3 C4 C5 . . . . 0.3(10) no
C3 C4 C5 C6 . . . . -0.4(10) no
C4 C5 C6 C1 . . . . 1.3(9) no
N1 C8 C9 C10 . . . . -179.6(5) no
O1 C8 C9 C13 . . . . 125.9(5) no
O1 C8 C9 C10 . . . . 0.6(7) no
N1 C8 C9 C13 . . . . -54.3(7) no
C8 C9 C10 C11 . . . . 177.3(5) no
C13 C9 C10 C11 . . . . 53.6(7) no
C8 C9 C13 N3 . . . . 179.4(4) no
C10 C9 C13 N3 . . . . -52.9(7) no
C9 C10 C11 C12 . . . . -55.1(7) no
C10 C11 C12 N3 . . . . 54.9(7) no
C24 C19 C20 C21 . . . . -2.0(8) no
C25 C19 C20 C21 . . . . 179.1(5) no
C20 C19 C24 C23 . . . . 1.8(8) no
C25 C19 C24 C23 . . . . -179.3(5) no
C20 C19 C25 N4 . . . . -10.0(8) no
C20 C19 C25 N5 . . . . 173.9(5) no
C24 C19 C25 N4 . . . . 171.1(5) no
C24 C19 C25 N5 . . . . -4.9(8) no
C19 C20 C21 C22 . . . . 2.1(9) no
C20 C21 C22 C23 . . . . -2.0(10) no
C21 C22 C23 C24 . . . . 1.8(10) no
C22 C23 C24 C19 . . . . -1.7(9) no
O4 C26 C27 C28 . . . . 15.2(7) no
O4 C26 C27 C31 . . . . 141.7(5) no
N5 C26 C27 C28 . . . . -166.7(5) no
N5 C26 C27 C31 . . . . -40.2(7) no
C26 C27 C28 C29 . . . . -178.1(4) no
C31 C27 C28 C29 . . . . 56.8(6) no
C26 C27 C31 N6 . . . . 176.9(4) no
C28 C27 C31 N6 . . . . -55.3(6) no
C27 C28 C29 C30 . . . . -54.6(6) no
C28 C29 C30 N6 . . . . 51.8(7) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139079195
