#------------------------------------------------------------------------------
#$Date: 2020-07-24 07:44:18 +0300 (Fri, 24 Jul 2020) $
#$Revision: 254538 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/22/2022201.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_2022201
loop_
_publ_author_name
'Obydennov, Konstantin L'vovich'
'Kalinina, Tatiana Andreevna'
'Vysokova, Olga Alexandrovna'
'Slepukhin, Pavel Alexandrovich'
'Pozdina, Varvara Alexandrovna'
'Ulitko, Maria Valer'evna'
'Glukhareva, Tatiana Vladimirovna'
_publ_section_title
;
 The different modes of chiral
 [1,2,3]triazolo[5,1-b][1,3,4]thiadiazines: crystal packing,
 conformation investigation and cellular activity
;
_journal_coeditor_code           FM3064
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229620009328
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C19 H22 N4 O4 S'
_chemical_formula_moiety         'C19 H22 N4 O4 S'
_chemical_formula_sum            'C19 H22 N4 O4 S'
_chemical_formula_weight         402.46
_chemical_name_systematic
'Ethyl 5'-(4-methoxybenzoyl)-5'H,7'H-spiro[cyclopentane-1,6'-[1,2,3]triazolo[5,1-b][1,3,4]thiadiazine]-3'-carboxylate'
_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   mixed
_audit_creation_method
;
Olex2
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_cell_angle_alpha                107.458(5)
_cell_angle_beta                 99.719(4)
_cell_angle_gamma                99.414(5)
_cell_formula_units_Z            2
_cell_length_a                   9.1304(5)
_cell_length_b                   9.9986(6)
_cell_length_c                   11.8551(6)
_cell_measurement_reflns_used    3031
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29.5270
_cell_measurement_theta_min      2.6610
_cell_volume                     990.84(10)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2013)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2013)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2013)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009), PLATON (Spek, 2020) and
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015)
;
_computing_structure_solution
;
SUPERFLIP (Palatinus & Chapuis, 2007; Palatinus & van der Lee,
2008; Palatinus et al.,  2012)
;
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 15.9555
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.876
_diffrn_measurement_device_type  'Agilent Xcalibur Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9553
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.708
_diffrn_reflns_theta_min         2.615
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93426
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2013),
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.213
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         5400
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0462
_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)+(0.0544P)²+0.1655P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1259
_reflns_number_gt                4047
_reflns_number_total             5400
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            fm3064sup1.cif
_cod_data_source_block           II
_cod_database_code               2022201
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -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_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.63535(4) 0.86556(4) 0.82226(4) 0.03722(12) Uani d 1 . .
N N2 0.90546(17) 1.16932(17) 0.76171(15) 0.0515(4) Uani d 1 . .
C C1 0.78297(17) 0.98041(16) 0.80070(13) 0.0347(3) Uani d 1 . .
O O1 0.92725(13) 0.78557(14) 0.87498(12) 0.0508(3) Uani d 1 . .
N N4 0.63771(15) 1.14353(15) 0.73287(14) 0.0382(3) Uani d 1 . .
O O2 1.15593(14) 0.89089(16) 0.85833(15) 0.0655(4) Uani d 1 . .
N N1 1.00736(17) 1.10155(17) 0.79347(16) 0.0534(4) Uani d 1 . .
C C12 0.0156(3) 0.1971(2) 0.5076(2) 0.0743(7) Uani d 1 . .
H H12A -0.036149 0.099927 0.458967 0.112 Uiso calc 1 . .
H H12B -0.058204 0.252542 0.529254 0.112 Uiso calc 1 . .
H H12C 0.081284 0.197405 0.579980 0.112 Uiso calc 1 . .
C C13 1.02212(19) 0.8865(2) 0.85262(16) 0.0458(4) Uani d 1 . .
N N3 0.76841(14) 1.09486(14) 0.76596(12) 0.0381(3) Uani d 1 . .
O O4 0.10375(19) 0.25848(15) 0.44031(14) 0.0732(4) Uani d 1 . .
O O3 0.4853(2) 0.88148(15) 0.54493(12) 0.0732(5) Uani d 1 . .
C C16 0.3732(2) 1.13968(19) 0.72729(17) 0.0476(4) Uani d 1 . .
H H16A 0.374347 1.137104 0.645002 0.057 Uiso calc 1 . .
H H16B 0.277945 1.079346 0.726216 0.057 Uiso calc 1 . .
C C4 0.47563(17) 0.92418(16) 0.75138(13) 0.0330(3) Uani d 1 . .
C C2 0.93840(18) 0.98674(18) 0.81912(15) 0.0418(4) Uani d 1 . .
C C3 0.51001(17) 1.08856(17) 0.78081(14) 0.0347(3) Uani d 1 . .
C C9 0.1828(2) 0.39803(19) 0.49218(17) 0.0503(4) Uani d 1 . .
C C8 0.1839(2) 0.4856(2) 0.60699(18) 0.0539(5) Uani d 1 . .
H H8 0.129162 0.450442 0.655490 0.065 Uiso calc 1 . .
C C7 0.2675(2) 0.62695(19) 0.64941(17) 0.0487(4) Uani d 1 . .
H H7 0.269886 0.685551 0.727534 0.058 Uiso calc 1 . .
C C6 0.34717(18) 0.68262(17) 0.57834(14) 0.0378(3) Uani d 1 . .
C C18A 0.5057(5) 1.3133(5) 0.9303(5) 0.0613(11) Uani d 0.65 A 1
H H18A 0.597960 1.384310 0.941642 0.074 Uiso calc 0.65 A 1
H H18B 0.460490 1.345109 0.999246 0.074 Uiso calc 0.65 A 1
C C10 0.2649(3) 0.4508(2) 0.42086(18) 0.0631(6) Uani d 1 . .
H H10 0.265687 0.390760 0.344087 0.076 Uiso calc 1 . .
C C5 0.43644(19) 0.83273(18) 0.61724(14) 0.0410(4) Uani d 1 . .
C C19 0.5410(2) 1.16907(18) 0.91834(15) 0.0437(4) Uani d 1 . .
H H19A 0.476060 1.117195 0.955590 0.052 Uiso calc 0.65 A 1
H H19B 0.646746 1.179966 0.957093 0.052 Uiso calc 0.65 A 1
H H19C 0.517173 1.102225 0.960925 0.052 Uiso calc 0.35 A 2
H H19D 0.647308 1.219471 0.950308 0.052 Uiso calc 0.35 A 2
C C11 0.3453(2) 0.5914(2) 0.46265(16) 0.0562(5) Uani d 1 . .
H H11 0.398985 0.626304 0.413460 0.067 Uiso calc 1 . .
C C14 0.9854(2) 0.6676(2) 0.8971(2) 0.0666(6) Uani d 1 . .
H H14A 1.065507 0.703226 0.971078 0.080 Uiso calc 1 . .
H H14B 1.027817 0.620407 0.830224 0.080 Uiso calc 1 . .
C C17 0.3920(3) 1.2929(2) 0.8106(2) 0.0684(6) Uani d 1 . .
H H17A 0.294461 1.309069 0.826719 0.082 Uiso calc 0.65 A 1
H H17B 0.430991 1.360782 0.773085 0.082 Uiso calc 0.65 A 1
H H17C 0.471304 1.359416 0.796846 0.082 Uiso calc 0.35 A 2
H H17D 0.297243 1.324813 0.801311 0.082 Uiso calc 0.35 A 2
C C15 0.8590(3) 0.5655(3) 0.9090(3) 0.0860(8) Uani d 1 . .
H H15A 0.774900 0.540705 0.840237 0.129 Uiso calc 1 . .
H H15B 0.827479 0.608743 0.982153 0.129 Uiso calc 1 . .
H H15C 0.891961 0.480098 0.912494 0.129 Uiso calc 1 . .
C C18 0.4372(11) 1.2761(10) 0.9336(8) 0.063(2) Uani d 0.35 A 2
H H18C 0.347571 1.239491 0.958602 0.075 Uiso calc 0.35 A 2
H H18D 0.491215 1.367970 0.994353 0.075 Uiso calc 0.35 A 2
H H4A 0.3936(19) 0.8947(18) 0.7901(15) 0.038(4) Uiso d 1 . .
H H4 0.614(2) 1.109(2) 0.6536(18) 0.051(6) Uiso d 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'
S S 0.1246 0.1234 '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_3
_geom_angle
_geom_angle_publ_flag
C1 S1 C4 . . 98.57(7) ?
N1 N2 N3 . . 106.29(14) ?
N3 C1 S1 . . 124.90(11) ?
N3 C1 C2 . . 103.44(14) ?
C2 C1 S1 . . 131.57(13) ?
C13 O1 C14 . . 118.02(14) ?
N3 N4 C3 . . 112.01(12) ?
N3 N4 H4 . . 104.0(13) ?
C3 N4 H4 . . 110.0(13) ?
N2 N1 C2 . . 109.59(14) ?
H12A C12 H12B . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
O4 C12 H12A . . 109.5 ?
O4 C12 H12B . . 109.5 ?
O4 C12 H12C . . 109.5 ?
O1 C13 C2 . . 109.81(14) ?
O2 C13 O1 . . 124.13(18) ?
O2 C13 C2 . . 126.06(18) ?
N2 N3 N4 . . 118.02(13) ?
C1 N3 N2 . . 111.86(13) ?
C1 N3 N4 . . 130.10(13) ?
C9 O4 C12 . . 118.65(17) ?
H16A C16 H16B . . 108.8 ?
C3 C16 H16A . . 110.7 ?
C3 C16 H16B . . 110.7 ?
C17 C16 H16A . . 110.7 ?
C17 C16 H16B . . 110.7 ?
C17 C16 C3 . . 105.13(15) ?
S1 C4 H4A . . 102.3(9) ?
C3 C4 S1 . . 112.08(10) ?
C3 C4 H4A . . 109.8(10) ?
C5 C4 S1 . . 105.53(11) ?
C5 C4 C3 . . 116.35(13) ?
C5 C4 H4A . . 109.7(10) ?
C1 C2 C13 . . 128.74(16) ?
N1 C2 C1 . . 108.80(15) ?
N1 C2 C13 . . 122.35(15) ?
N4 C3 C16 . . 105.40(13) ?
N4 C3 C4 . . 113.65(12) ?
N4 C3 C19 . . 109.47(13) ?
C16 C3 C4 . . 112.43(13) ?
C16 C3 C19 . . 103.66(13) ?
C19 C3 C4 . . 111.59(13) ?
O4 C9 C8 . . 124.53(19) ?
O4 C9 C10 . . 115.39(17) ?
C8 C9 C10 . . 120.07(17) ?
C9 C8 H8 . . 120.4 ?
C9 C8 C7 . . 119.23(18) ?
C7 C8 H8 . . 120.4 ?
C8 C7 H7 . . 119.2 ?
C6 C7 C8 . . 121.51(17) ?
C6 C7 H7 . . 119.2 ?
C7 C6 C5 . . 124.25(15) ?
C7 C6 C11 . . 118.18(16) ?
C11 C6 C5 . . 117.57(15) ?
H18A C18A H18B . . 108.7 ?
C19 C18A H18A . . 110.5 ?
C19 C18A H18B . . 110.5 ?
C19 C18A C17 . . 106.1(3) ?
C17 C18A H18A . . 110.5 ?
C17 C18A H18B . . 110.5 ?
C9 C10 H10 . . 119.8 ?
C11 C10 C9 . . 120.36(18) ?
C11 C10 H10 . . 119.8 ?
O3 C5 C4 . . 119.70(15) ?
O3 C5 C6 . . 121.02(15) ?
C6 C5 C4 . . 119.17(14) ?
C3 C19 H19A . . 110.6 ?
C3 C19 H19B . . 110.6 ?
C3 C19 H19C . . 110.5 ?
C3 C19 H19D . . 110.5 ?
C18A C19 C3 . . 105.6(3) ?
C18A C19 H19A . . 110.6 ?
C18A C19 H19B . . 110.6 ?
H19A C19 H19B . . 108.8 ?
H19C C19 H19D . . 108.7 ?
C18 C19 C3 . . 105.9(4) ?
C18 C19 H19C . . 110.5 ?
C18 C19 H19D . . 110.5 ?
C6 C11 H11 . . 119.7 ?
C10 C11 C6 . . 120.61(18) ?
C10 C11 H11 . . 119.7 ?
O1 C14 H14A . . 110.0 ?
O1 C14 H14B . . 110.0 ?
O1 C14 C15 . . 108.26(17) ?
H14A C14 H14B . . 108.4 ?
C15 C14 H14A . . 110.0 ?
C15 C14 H14B . . 110.0 ?
C16 C17 C18A . . 107.3(2) ?
C16 C17 H17A . . 110.3 ?
C16 C17 H17B . . 110.3 ?
C16 C17 H17C . . 111.7 ?
C16 C17 H17D . . 111.7 ?
C18A C17 H17A . . 110.3 ?
C18A C17 H17B . . 110.3 ?
H17A C17 H17B . . 108.5 ?
H17C C17 H17D . . 109.4 ?
C18 C17 C16 . . 100.6(4) ?
C18 C17 H17C . . 111.7 ?
C18 C17 H17D . . 111.7 ?
C14 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
C14 C15 H15C . . 109.5 ?
H15A C15 H15B . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C19 C18 H18C . . 110.5 ?
C19 C18 H18D . . 110.5 ?
C17 C18 C19 . . 106.1(5) ?
C17 C18 H18C . . 110.5 ?
C17 C18 H18D . . 110.5 ?
H18C C18 H18D . . 108.7 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C1 . 1.7282(16) ?
S1 C4 . 1.8269(15) ?
N2 N1 . 1.307(2) ?
N2 N3 . 1.3644(18) ?
C1 N3 . 1.346(2) ?
C1 C2 . 1.387(2) ?
O1 C13 . 1.338(2) ?
O1 C14 . 1.444(2) ?
N4 N3 . 1.4005(18) ?
N4 C3 . 1.4785(19) ?
N4 H4 . 0.872(19) ?
O2 C13 . 1.205(2) ?
N1 C2 . 1.358(2) ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C12 O4 . 1.417(3) ?
C13 C2 . 1.461(2) ?
O4 C9 . 1.361(2) ?
O3 C5 . 1.217(2) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C16 C3 . 1.536(2) ?
C16 C17 . 1.517(3) ?
C4 C3 . 1.540(2) ?
C4 C5 . 1.524(2) ?
C4 H4A . 0.991(17) ?
C3 C19 . 1.539(2) ?
C9 C8 . 1.377(3) ?
C9 C10 . 1.381(3) ?
C8 H8 . 0.9300 ?
C8 C7 . 1.387(2) ?
C7 H7 . 0.9300 ?
C7 C6 . 1.380(2) ?
C6 C5 . 1.479(2) ?
C6 C11 . 1.396(2) ?
C18A H18A . 0.9700 ?
C18A H18B . 0.9700 ?
C18A C19 . 1.499(5) ?
C18A C17 . 1.547(6) ?
C10 H10 . 0.9300 ?
C10 C11 . 1.372(3) ?
C19 H19A . 0.9700 ?
C19 H19B . 0.9700 ?
C19 H19C . 0.9700 ?
C19 H19D . 0.9700 ?
C19 C18 . 1.533(9) ?
C11 H11 . 0.9300 ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C14 C15 . 1.467(3) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C17 H17C . 0.9700 ?
C17 H17D . 0.9700 ?
C17 C18 . 1.513(9) ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C18 H18C . 0.9700 ?
C18 H18D . 0.9700 ?
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
S1 C1 N3 N2 . . . . 177.24(11) ?
S1 C1 N3 N4 . . . . -4.2(2) ?
S1 C1 C2 N1 . . . . -177.35(13) ?
S1 C1 C2 C13 . . . . 6.4(3) ?
S1 C4 C3 N4 . . . . 63.45(15) ?
S1 C4 C3 C16 . . . . -176.92(11) ?
S1 C4 C3 C19 . . . . -60.93(14) ?
S1 C4 C5 O3 . . . . -98.04(18) ?
S1 C4 C5 C6 . . . . 78.26(16) ?
N2 N1 C2 C1 . . . . 0.9(2) ?
N2 N1 C2 C13 . . . . 177.44(15) ?
C1 S1 C4 C3 . . . . -39.23(11) ?
C1 S1 C4 C5 . . . . 88.35(11) ?
O1 C13 C2 C1 . . . . -5.3(2) ?
O1 C13 C2 N1 . . . . 178.91(16) ?
N4 C3 C19 C18A . . . . 77.0(2) ?
N4 C3 C19 C18 . . . . 104.2(4) ?
O2 C13 C2 C1 . . . . 173.82(18) ?
O2 C13 C2 N1 . . . . -2.0(3) ?
N1 N2 N3 C1 . . . . 0.2(2) ?
N1 N2 N3 N4 . . . . -178.55(14) ?
C12 O4 C9 C8 . . . . 0.1(3) ?
C12 O4 C9 C10 . . . . -179.39(19) ?
C13 O1 C14 C15 . . . . -175.32(19) ?
N3 N2 N1 C2 . . . . -0.7(2) ?
N3 C1 C2 N1 . . . . -0.73(18) ?
N3 C1 C2 C13 . . . . -176.97(16) ?
N3 N4 C3 C16 . . . . -174.98(13) ?
N3 N4 C3 C4 . . . . -51.42(17) ?
N3 N4 C3 C19 . . . . 74.09(16) ?
O4 C9 C8 C7 . . . . -179.16(19) ?
O4 C9 C10 C11 . . . . 178.1(2) ?
C16 C3 C19 C18A . . . . -35.0(2) ?
C16 C3 C19 C18 . . . . -7.9(4) ?
C16 C17 C18 C19 . . . . 37.8(6) ?
C4 S1 C1 N3 . . . . 12.52(15) ?
C4 S1 C1 C2 . . . . -171.49(15) ?
C4 C3 C19 C18A . . . . -156.3(2) ?
C4 C3 C19 C18 . . . . -129.1(4) ?
C2 C1 N3 N2 . . . . 0.32(18) ?
C2 C1 N3 N4 . . . . 178.90(15) ?
C3 N4 N3 N2 . . . . -160.09(14) ?
C3 N4 N3 C1 . . . . 21.4(2) ?
C3 C16 C17 C18A . . . . -17.2(3) ?
C3 C16 C17 C18 . . . . -43.1(4) ?
C3 C4 C5 O3 . . . . 26.9(2) ?
C3 C4 C5 C6 . . . . -156.77(14) ?
C3 C19 C18 C17 . . . . -18.8(6) ?
C9 C8 C7 C6 . . . . 1.3(3) ?
C9 C10 C11 C6 . . . . 0.9(3) ?
C8 C9 C10 C11 . . . . -1.4(3) ?
C8 C7 C6 C5 . . . . 179.01(17) ?
C8 C7 C6 C11 . . . . -1.8(3) ?
C7 C6 C5 O3 . . . . -168.99(18) ?
C7 C6 C5 C4 . . . . 14.8(2) ?
C7 C6 C11 C10 . . . . 0.6(3) ?
C10 C9 C8 C7 . . . . 0.3(3) ?
C5 C4 C3 N4 . . . . -58.11(18) ?
C5 C4 C3 C16 . . . . 61.52(18) ?
C5 C4 C3 C19 . . . . 177.51(13) ?
C5 C6 C11 C10 . . . . 179.93(19) ?
C19 C18A C17 C16 . . . . -4.4(3) ?
C11 C6 C5 O3 . . . . 11.8(3) ?
C11 C6 C5 C4 . . . . -164.48(16) ?
C14 O1 C13 O2 . . . . -5.5(3) ?
C14 O1 C13 C2 . . . . 173.60(16) ?
C17 C16 C3 N4 . . . . -83.17(17) ?
C17 C16 C3 C4 . . . . 152.51(15) ?
C17 C16 C3 C19 . . . . 31.84(18) ?
C17 C18A C19 C3 . . . . 24.4(3) ?

_cod_database_fobs_code 2022201
