#------------------------------------------------------------------------------
#$Date: 2020-07-24 07:44:18 +0300 (Fri, 24 Jul 2020) $
#$Revision: 254538 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/22/2022206.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_2022206
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          'C21 H20 N4 O4 S'
_chemical_formula_moiety         'C21 H20 N4 O4 S'
_chemical_formula_sum            'C21 H20 N4 O4 S'
_chemical_formula_weight         424.47
_chemical_name_systematic
'Ethyl 5-benzoyl-6-(4-methoxyphenyl)-6,7-dihydro-5H-[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
_atom_sites_solution_primary     iterative
_audit_creation_method
;
Olex2
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_cell_angle_alpha                65.567(7)
_cell_angle_beta                 73.829(5)
_cell_angle_gamma                73.034(6)
_cell_formula_units_Z            2
_cell_length_a                   9.2791(5)
_cell_length_b                   11.1445(8)
_cell_length_c                   11.4872(7)
_cell_measurement_reflns_used    2384
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29.0170
_cell_measurement_theta_min      2.3310
_cell_volume                     1017.32(13)
_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
;
olex2.solve (Bourhis et al., 2015)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 15.9555
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.843
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0542
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9054
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.897
_diffrn_reflns_theta_min         2.277
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.195
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86625
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2013)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.199
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         5427
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.0831
_refine_ls_R_factor_gt           0.0490
_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)+(0.0620P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1127
_refine_ls_wR_factor_ref         0.1336
_reflns_number_gt                3602
_reflns_number_total             5427
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            fm3064sup1.cif
_cod_data_source_block           VII
_cod_database_code               2022206
_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 0.01471(5) 0.17117(5) 0.95568(5) 0.04083(15) Uani d 1 . .
N N4 0.26879(16) 0.29948(16) 0.98216(17) 0.0362(3) Uani d 1 . .
O O3 0.29401(19) 0.34182(16) 0.71394(15) 0.0627(4) Uani d 1 . .
N N1 -0.07717(18) 0.39801(16) 1.16385(15) 0.0405(4) Uani d 1 . .
N N2 0.07010(17) 0.39179(16) 1.12322(15) 0.0391(4) Uani d 1 . .
N N3 0.11700(15) 0.31678(14) 1.04658(14) 0.0326(3) Uani d 1 . .
O O4 0.3697(2) -0.22355(18) 1.47527(16) 0.0705(5) Uani d 1 . .
O O2 -0.31207(14) 0.22927(16) 1.10730(16) 0.0572(4) Uani d 1 . .
O O1 -0.38398(15) 0.40175(16) 1.17780(15) 0.0550(4) Uani d 1 . .
C C1 0.00038(18) 0.27216(17) 1.04057(17) 0.0313(4) Uani d 1 . .
C C21 0.4027(2) 0.0710(2) 1.1830(2) 0.0455(5) Uani d 1 . .
C C4 0.22106(19) 0.14792(19) 0.88939(18) 0.0356(4) Uani d 1 . .
C C2 -0.12400(19) 0.32472(18) 1.11656(17) 0.0345(4) Uani d 1 . .
C C17 0.2656(2) -0.0573(2) 1.1495(2) 0.0458(5) Uani d 1 . .
C C18 0.2779(2) -0.1540(2) 1.2736(2) 0.0494(5) Uani d 1 . .
C C19 0.3527(2) -0.1367(2) 1.3517(2) 0.0482(5) Uani d 1 . .
C C5 0.2402(2) 0.2432(2) 0.7475(2) 0.0425(4) Uani d 1 . .
C C20 0.4160(2) -0.0237(2) 1.3049(2) 0.0545(6) Uani d 1 . .
C C13 -0.2814(2) 0.3110(2) 1.13464(19) 0.0412(4) Uani d 1 . .
C C7 0.1750(3) 0.0862(3) 0.6713(2) 0.0598(6) Uani d 1 . .
H H7 0.195651 0.014749 0.747528 0.072 Uiso calc 1 . .
C C16 0.32559(18) 0.05698(18) 1.10229(18) 0.0353(4) Uani d 1 . .
C C6 0.1867(2) 0.2137(2) 0.65276(19) 0.0450(5) Uani d 1 . .
C C8 0.1321(3) 0.0645(3) 0.5753(3) 0.0780(8) Uani d 1 . .
H H8 0.124491 -0.021450 0.587646 0.094 Uiso calc 1 . .
C C3 0.31661(19) 0.16617(18) 0.96903(19) 0.0352(4) Uani d 1 . .
C C11 0.1529(3) 0.3190(3) 0.5391(2) 0.0661(6) Uani d 1 . .
H H11 0.159920 0.405455 0.525701 0.079 Uiso calc 1 . .
C C9 0.1016(3) 0.1689(4) 0.4639(3) 0.0795(9) Uani d 1 . .
H H9 0.075501 0.153425 0.399577 0.095 Uiso calc 1 . .
C C12 0.3316(3) -0.3507(3) 1.5184(3) 0.0749(7) Uani d 1 . .
H H12A 0.391564 -0.396838 1.460787 0.112 Uiso calc 1 . .
H H12B 0.224700 -0.338963 1.518982 0.112 Uiso calc 1 . .
H H12C 0.352441 -0.402616 1.604627 0.112 Uiso calc 1 . .
C C10 0.1088(3) 0.2965(4) 0.4456(3) 0.0823(9) Uani d 1 . .
H H10 0.084155 0.367866 0.370521 0.099 Uiso calc 1 . .
C C15 -0.6366(3) 0.5280(3) 1.2066(3) 0.0806(8) Uani d 1 . .
H H15A -0.622938 0.525189 1.287548 0.121 Uiso calc 0.75 A 1
H H15B -0.743132 0.535243 1.209633 0.121 Uiso calc 0.75 A 1
H H15C -0.601871 0.604452 1.137012 0.121 Uiso calc 0.75 A 1
H H15D -0.603411 0.573668 1.246166 0.121 Uiso calc 0.25 B 2
H H15E -0.742403 0.523453 1.241932 0.121 Uiso calc 0.25 B 2
H H15F -0.624680 0.576346 1.114369 0.121 Uiso calc 0.25 B 2
C C14 -0.5474(7) 0.4041(6) 1.1843(4) 0.0515(11) Uani d 0.75 C 1
H H14A -0.561651 0.404642 1.103602 0.062 Uiso calc 0.75 C 1
H H14B -0.579485 0.325730 1.254974 0.062 Uiso calc 0.75 C 1
H H18 0.229(3) -0.226(3) 1.299(2) 0.067(7) Uiso d 1 . .
H H17 0.215(2) -0.070(2) 1.099(2) 0.048(6) Uiso d 1 . .
H H3 0.420(2) 0.1674(19) 0.9164(18) 0.037(5) Uiso d 1 . .
H H20 0.465(2) -0.010(2) 1.361(2) 0.067(7) Uiso d 1 . .
H H21 0.444(2) 0.143(2) 1.150(2) 0.051(6) Uiso d 1 . .
H H4A 0.2541(18) 0.056(2) 0.8909(18) 0.035(5) Uiso d 1 . .
H H4 0.270(2) 0.367(2) 0.899(2) 0.062(7) Uiso d 1 . .
C C22 -0.537(2) 0.381(2) 1.2348(15) 0.061(4) Uani d 0.25 C 2
H H22A -0.546110 0.330789 1.327585 0.074 Uiso calc 0.25 C 2
H H22B -0.567804 0.333378 1.194959 0.074 Uiso calc 0.25 C 2
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 . . 100.18(8) ?
N3 N4 C3 . . 109.92(13) ?
N3 N4 H4 . . 105.6(13) ?
C3 N4 H4 . . 109.3(13) ?
N2 N1 C2 . . 108.93(13) ?
N1 N2 N3 . . 106.92(12) ?
N2 N3 N4 . . 120.02(13) ?
C1 N3 N4 . . 128.47(13) ?
C1 N3 N2 . . 111.46(13) ?
C19 O4 C12 . . 117.90(19) ?
C13 O1 C14 . . 115.8(3) ?
C13 O1 C22 . . 119.9(8) ?
N3 C1 S1 . . 125.34(12) ?
N3 C1 C2 . . 103.81(14) ?
C2 C1 S1 . . 130.85(13) ?
C20 C21 C16 . . 121.6(2) ?
C20 C21 H21 . . 122.3(14) ?
C16 C21 H21 . . 116.1(14) ?
S1 C4 H4A . . 106.5(10) ?
C5 C4 S1 . . 106.99(12) ?
C5 C4 C3 . . 113.15(16) ?
C5 C4 H4A . . 108.0(11) ?
C3 C4 S1 . . 113.58(12) ?
C3 C4 H4A . . 108.3(10) ?
N1 C2 C1 . . 108.86(15) ?
N1 C2 C13 . . 126.13(15) ?
C1 C2 C13 . . 124.88(16) ?
C18 C17 H17 . . 118.5(14) ?
C16 C17 C18 . . 121.92(19) ?
C16 C17 H17 . . 119.6(14) ?
C17 C18 H18 . . 116.0(15) ?
C19 C18 C17 . . 119.8(2) ?
C19 C18 H18 . . 124.1(15) ?
O4 C19 C18 . . 124.9(2) ?
O4 C19 C20 . . 116.1(2) ?
C18 C19 C20 . . 119.0(2) ?
O3 C5 C4 . . 120.47(17) ?
O3 C5 C6 . . 121.20(19) ?
C6 C5 C4 . . 118.30(17) ?
C21 C20 C19 . . 120.7(2) ?
C21 C20 H20 . . 120.6(15) ?
C19 C20 H20 . . 118.6(15) ?
O2 C13 O1 . . 124.75(17) ?
O2 C13 C2 . . 122.45(16) ?
O1 C13 C2 . . 112.73(16) ?
C6 C7 H7 . . 120.1 ?
C6 C7 C8 . . 119.9(2) ?
C8 C7 H7 . . 120.1 ?
C21 C16 C3 . . 118.08(18) ?
C17 C16 C21 . . 117.03(19) ?
C17 C16 C3 . . 124.87(16) ?
C7 C6 C5 . . 122.9(2) ?
C7 C6 C11 . . 118.9(2) ?
C11 C6 C5 . . 118.1(2) ?
C7 C8 H8 . . 119.9 ?
C9 C8 C7 . . 120.1(3) ?
C9 C8 H8 . . 119.9 ?
N4 C3 C4 . . 113.34(14) ?
N4 C3 C16 . . 109.27(14) ?
N4 C3 H3 . . 103.5(11) ?
C4 C3 H3 . . 105.7(10) ?
C16 C3 C4 . . 114.90(15) ?
C16 C3 H3 . . 109.4(11) ?
C6 C11 H11 . . 119.7 ?
C10 C11 C6 . . 120.6(3) ?
C10 C11 H11 . . 119.7 ?
C8 C9 H9 . . 119.7 ?
C8 C9 C10 . . 120.7(2) ?
C10 C9 H9 . . 119.7 ?
O4 C12 H12A . . 109.5 ?
O4 C12 H12B . . 109.5 ?
O4 C12 H12C . . 109.5 ?
H12A C12 H12B . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C11 C10 H10 . . 120.1 ?
C9 C10 C11 . . 119.7(3) ?
C9 C10 H10 . . 120.1 ?
H15A C15 H15B . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
H15D C15 H15E . . 109.5 ?
H15D C15 H15F . . 109.5 ?
H15E C15 H15F . . 109.5 ?
C14 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
C14 C15 H15C . . 109.5 ?
C22 C15 H15D . . 109.5 ?
C22 C15 H15E . . 109.5 ?
C22 C15 H15F . . 109.5 ?
O1 C14 H14A . . 110.5 ?
O1 C14 H14B . . 110.5 ?
C15 C14 O1 . . 106.3(4) ?
C15 C14 H14A . . 110.5 ?
C15 C14 H14B . . 110.5 ?
H14A C14 H14B . . 108.7 ?
O1 C22 C15 . . 104.0(12) ?
O1 C22 H22A . . 111.0 ?
O1 C22 H22B . . 111.0 ?
C15 C22 H22A . . 111.0 ?
C15 C22 H22B . . 111.0 ?
H22A C22 H22B . . 109.0 ?
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 . 1.7274(16) ?
S1 C4 . 1.8371(17) ?
N4 N3 . 1.3955(19) ?
N4 C3 . 1.480(2) ?
N4 H4 . 0.94(2) ?
O3 C5 . 1.212(2) ?
N1 N2 . 1.306(2) ?
N1 C2 . 1.363(2) ?
N2 N3 . 1.3587(18) ?
N3 C1 . 1.344(2) ?
O4 C19 . 1.369(3) ?
O4 C12 . 1.411(3) ?
O2 C13 . 1.203(2) ?
O1 C13 . 1.328(2) ?
O1 C14 . 1.491(6) ?
O1 C22 . 1.429(19) ?
C1 C2 . 1.380(2) ?
C21 C20 . 1.374(3) ?
C21 C16 . 1.396(3) ?
C21 H21 . 0.89(2) ?
C4 C5 . 1.528(3) ?
C4 C3 . 1.541(2) ?
C4 H4A . 0.974(18) ?
C2 C13 . 1.461(2) ?
C17 C18 . 1.398(3) ?
C17 C16 . 1.378(3) ?
C17 H17 . 0.916(19) ?
C18 C19 . 1.376(3) ?
C18 H18 . 0.93(3) ?
C19 C20 . 1.384(3) ?
C5 C6 . 1.493(3) ?
C20 H20 . 0.96(2) ?
C7 H7 . 0.9300 ?
C7 C6 . 1.380(3) ?
C7 C8 . 1.397(3) ?
C16 C3 . 1.517(3) ?
C6 C11 . 1.388(3) ?
C8 H8 . 0.9300 ?
C8 C9 . 1.360(4) ?
C3 H3 . 0.983(18) ?
C11 H11 . 0.9300 ?
C11 C10 . 1.382(3) ?
C9 H9 . 0.9300 ?
C9 C10 . 1.368(4) ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C10 H10 . 0.9300 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C15 H15D . 0.9600 ?
C15 H15E . 0.9600 ?
C15 H15F . 0.9600 ?
C15 C14 . 1.471(7) ?
C15 C22 . 1.57(2) ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C22 H22A . 0.9700 ?
C22 H22B . 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 C2 N1 . . . . 179.63(14) ?
S1 C1 C2 C13 . . . . -4.4(3) ?
S1 C4 C5 O3 . . . . 108.89(18) ?
S1 C4 C5 C6 . . . . -69.27(17) ?
S1 C4 C3 N4 . . . . -57.59(19) ?
S1 C4 C3 C16 . . . . 69.04(17) ?
N4 N3 C1 S1 . . . . 4.1(3) ?
N4 N3 C1 C2 . . . . -176.46(17) ?
O3 C5 C6 C7 . . . . 157.0(2) ?
O3 C5 C6 C11 . . . . -20.6(3) ?
N1 N2 N3 N4 . . . . 176.01(15) ?
N1 N2 N3 C1 . . . . -1.5(2) ?
N1 C2 C13 O2 . . . . -168.5(2) ?
N1 C2 C13 O1 . . . . 14.5(3) ?
N2 N1 C2 C1 . . . . -1.1(2) ?
N2 N1 C2 C13 . . . . -177.04(17) ?
N2 N3 C1 S1 . . . . -178.70(13) ?
N2 N3 C1 C2 . . . . 0.77(19) ?
N3 N4 C3 C4 . . . . 61.1(2) ?
N3 N4 C3 C16 . . . . -68.45(17) ?
N3 C1 C2 N1 . . . . 0.2(2) ?
N3 C1 C2 C13 . . . . 176.18(18) ?
O4 C19 C20 C21 . . . . -178.78(19) ?
C1 S1 C4 C5 . . . . -101.32(13) ?
C1 S1 C4 C3 . . . . 24.26(15) ?
C1 C2 C13 O2 . . . . 16.2(3) ?
C1 C2 C13 O1 . . . . -160.81(18) ?
C21 C16 C3 N4 . . . . -47.6(2) ?
C21 C16 C3 C4 . . . . -176.32(15) ?
C4 S1 C1 N3 . . . . 1.11(18) ?
C4 S1 C1 C2 . . . . -178.20(18) ?
C4 C5 C6 C7 . . . . -24.9(3) ?
C4 C5 C6 C11 . . . . 157.56(18) ?
C2 N1 N2 N3 . . . . 1.6(2) ?
C17 C18 C19 O4 . . . . 179.02(18) ?
C17 C18 C19 C20 . . . . -0.6(3) ?
C17 C16 C3 N4 . . . . 133.70(17) ?
C17 C16 C3 C4 . . . . 5.0(2) ?
C18 C17 C16 C21 . . . . 1.4(3) ?
C18 C17 C16 C3 . . . . -179.93(18) ?
C18 C19 C20 C21 . . . . 0.9(3) ?
C5 C4 C3 N4 . . . . 64.64(19) ?
C5 C4 C3 C16 . . . . -168.73(14) ?
C5 C6 C11 C10 . . . . 177.4(2) ?
C20 C21 C16 C17 . . . . -1.1(3) ?
C20 C21 C16 C3 . . . . -179.89(17) ?
C13 O1 C14 C15 . . . . -168.1(2) ?
C13 O1 C22 C15 . . . . -151.9(5) ?
C7 C6 C11 C10 . . . . -0.3(4) ?
C7 C8 C9 C10 . . . . -1.5(4) ?
C16 C21 C20 C19 . . . . 0.0(3) ?
C16 C17 C18 C19 . . . . -0.5(3) ?
C6 C7 C8 C9 . . . . -0.2(4) ?
C6 C11 C10 C9 . . . . -1.4(4) ?
C8 C7 C6 C5 . . . . -176.5(2) ?
C8 C7 C6 C11 . . . . 1.1(3) ?
C8 C9 C10 C11 . . . . 2.3(4) ?
C3 N4 N3 N2 . . . . 148.39(15) ?
C3 N4 N3 C1 . . . . -34.6(2) ?
C3 C4 C5 O3 . . . . -16.9(2) ?
C3 C4 C5 C6 . . . . 164.89(15) ?
C12 O4 C19 C18 . . . . 11.3(3) ?
C12 O4 C19 C20 . . . . -169.0(2) ?
C14 O1 C13 O2 . . . . -3.6(4) ?
C14 O1 C13 C2 . . . . 173.3(3) ?
C22 O1 C13 O2 . . . . 20.5(8) ?
C22 O1 C13 C2 . . . . -162.5(7) ?

_cod_database_fobs_code 2022206
