#------------------------------------------------------------------------------
#$Date: 2023-10-06 02:48:06 +0200 (Fri 06 de Oct de 2023) $
#$Revision: 286804 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/95/7159558.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_7159558
loop_
_publ_author_name
'Winge, Tobias'
'Schepmann, Dirk'
'Schmidt, Judith'
'Daniliuc, Constantin'
'Würthwein, Ernst-Ulrich'
'Wünsch, Bernhard'
_publ_section_title
;
 Diastereoselective synthesis and structure-affinity relationships of
 σ₁ receptor ligands with spirocyclic scaffold.
;
_journal_issue                   38
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              7730
_journal_page_last               7752
_journal_paper_doi               10.1039/d3ob01169k
_journal_volume                  21
_journal_year                    2023
_chemical_formula_sum            'C25 H29 N O3'
_chemical_formula_weight         391.49
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           'APEX3 v2019.11-0'
_audit_update_record
;
2023-07-05 deposited with the CCDC.	2023-09-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 120.649(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   27.6191(12)
_cell_length_b                   9.9208(5)
_cell_length_c                   20.1969(8)
_cell_measurement_reflns_used    4740
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      66.3584
_cell_measurement_theta_min      3.7205
_cell_volume                     4761.0(4)
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Bruker APEXII Diffractometer'
_diffrn_measurement_device_type  'Kappa CCD'
_diffrn_measurement_method       'phi/omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1327
_diffrn_reflns_av_unetI/netI     0.0731
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            38113
_diffrn_reflns_theta_full        66.90
_diffrn_reflns_theta_max         66.90
_diffrn_reflns_theta_min         3.72
_diffrn_source                   'Cu sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.50
_diffrn_source_type              'fine-focus sealed tube'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.563
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.272
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         4226
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0750
_refine_ls_R_factor_gt           0.0500
_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)+(0.0335P)²+4.6723P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1130
_refine_ls_wR_factor_ref         0.1257
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3057
_reflns_number_total             4226
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob01169k2.cif
_cod_data_source_block           dan10126
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7159558.cif.
;
_cod_database_code               7159558
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.75820(7) 0.13759(17) 0.36970(9) 0.0209(4) Uani d . . . 1 . .
O O1 0.69376(6) 0.10223(17) 0.40561(8) 0.0342(4) Uani d . . . 1 . .
O O2 0.76096(6) 0.21939(15) 0.16574(8) 0.0285(4) Uani d . . . 1 . .
O O3 0.75422(6) -0.00358(15) 0.14192(8) 0.0292(4) Uani d . . . 1 . .
C C1 0.70706(9) 0.0974(2) 0.35560(12) 0.0229(5) Uani d . . . 1 . .
C C2 0.66666(9) 0.0411(2) 0.27686(11) 0.0215(4) Uani d . . . 1 . .
H H2A 0.627752 0.059358 0.2648 0.026 Uiso calc U . R 1 . .
H H2B 0.67151 -0.057941 0.278453 0.026 Uiso calc U . R 1 . .
C C3 0.67372(8) 0.09818(19) 0.21129(11) 0.0188(4) Uani d . . . 1 . .
C C4 0.73628(8) 0.06900(19) 0.23841(11) 0.0193(4) Uani d . . . 1 . .
H H4 0.742825 -0.029904 0.24864 0.023 Uiso calc U . R 1 . .
C C5 0.77572(8) 0.1431(2) 0.31267(11) 0.0207(4) Uani d . . . 1 . .
H H5A 0.81384 0.103671 0.335313 0.025 Uiso calc U . R 1 . .
H H5B 0.778087 0.238687 0.300479 0.025 Uiso calc U . R 1 . .
C C6 0.66010(8) 0.25027(19) 0.20064(11) 0.0190(4) Uani d . . . 1 . .
H H6A 0.670735 0.287703 0.164373 0.023 Uiso calc U . R 1 . .
H H6B 0.682996 0.296441 0.2507 0.023 Uiso calc U . R 1 . .
C C7 0.59724(8) 0.2797(2) 0.16974(11) 0.0217(4) Uani d . . . 1 . .
H H7 0.587815 0.240465 0.20741 0.026 Uiso calc U . R 1 . .
C C8 0.56083(9) 0.2073(2) 0.09326(12) 0.0264(5) Uani d . . . 1 . .
H H8A 0.569273 0.242613 0.054397 0.032 Uiso calc U . R 1 . .
H H8B 0.520584 0.224475 0.07468 0.032 Uiso calc U . R 1 . .
C C9 0.57219(9) 0.0554(2) 0.10306(13) 0.0274(5) Uani d . . . 1 . .
H H9A 0.549545 0.010304 0.052613 0.033 Uiso calc U . R 1 . .
H H9B 0.560462 0.018997 0.13837 0.033 Uiso calc U . R 1 . .
C C10 0.63465(9) 0.0247(2) 0.13534(11) 0.0235(5) Uani d . . . 1 . .
H H10A 0.644886 0.05097 0.09675 0.028 Uiso calc U . R 1 . .
H H10B 0.640705 -0.07363 0.143825 0.028 Uiso calc U . R 1 . .
C C11 0.75204(8) 0.1062(2) 0.17898(11) 0.0219(4) Uani d . . . 1 . .
C C12 0.76866(11) 0.0198(3) 0.08291(14) 0.0422(6) Uani d . . . 1 . .
H H12A 0.736203 0.058543 0.037184 0.063 Uiso calc U . R 1 . .
H H12B 0.779011 -0.065909 0.069266 0.063 Uiso calc U . R 1 . .
H H12C 0.800486 0.082373 0.102539 0.063 Uiso calc U . R 1 . .
C C13 0.80096(9) 0.1808(2) 0.44676(11) 0.0251(5) Uani d . . . 1 . .
H H13A 0.782321 0.209968 0.475194 0.03 Uiso calc U . R 1 . .
H H13B 0.821403 0.259252 0.442622 0.03 Uiso calc U . R 1 . .
C C21 0.58805(8) 0.4306(2) 0.16819(12) 0.0209(4) Uani d . . . 1 . .
C C22 0.59631(9) 0.4935(2) 0.23490(12) 0.0267(5) Uani d . . . 1 . .
H H22 0.606735 0.440785 0.279453 0.032 Uiso calc U . R 1 . .
C C23 0.58963(10) 0.6316(2) 0.23755(13) 0.0307(5) Uani d . . . 1 . .
H H23 0.595632 0.672733 0.283605 0.037 Uiso calc U . R 1 . .
C C24 0.57416(9) 0.7092(2) 0.17268(13) 0.0302(5) Uani d . . . 1 . .
H H24 0.569317 0.80377 0.173965 0.036 Uiso calc U . R 1 . .
C C25 0.56582(9) 0.6483(2) 0.10621(13) 0.0280(5) Uani d . . . 1 . .
H H25 0.555268 0.701457 0.061764 0.034 Uiso calc U . R 1 . .
C C26 0.57270(8) 0.5099(2) 0.10360(12) 0.0242(5) Uani d . . . 1 . .
H H26 0.566894 0.469325 0.057498 0.029 Uiso calc U . R 1 . .
C C31 0.84285(8) 0.0699(2) 0.49180(11) 0.0234(5) Uani d . . . 1 . .
C C32 0.82872(9) -0.0656(2) 0.47761(12) 0.0256(5) Uani d . . . 1 . .
H H32 0.792265 -0.090475 0.437265 0.031 Uiso calc U . R 1 . .
C C33 0.86719(10) -0.1654(2) 0.52161(13) 0.0345(6) Uani d . . . 1 . .
H H33 0.856735 -0.257645 0.511238 0.041 Uiso calc U . R 1 . .
C C34 0.92017(11) -0.1314(3) 0.57993(14) 0.0408(6) Uani d . . . 1 . .
H H34 0.946262 -0.199879 0.60986 0.049 Uiso calc U . R 1 . .
C C35 0.93541(10) 0.0020(3) 0.59493(13) 0.0438(7) Uani d . . . 1 . .
H H35 0.972138 0.025481 0.6351 0.053 Uiso calc U . R 1 . .
C C36 0.89691(10) 0.1036(3) 0.55116(13) 0.0354(6) Uani d . . . 1 . .
H H36 0.907643 0.195611 0.561904 0.042 Uiso calc U . R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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 N1 C13 . . 120.17(17) ?
C1 N1 C5 . . 125.17(17) ?
C13 N1 C5 . . 114.66(16) ?
C11 O3 C12 . . 115.93(18) ?
O1 C1 N1 . . 121.96(19) ?
O1 C1 C2 . . 120.40(19) ?
N1 C1 C2 . . 117.61(17) ?
C1 C2 C3 . . 114.83(16) ?
C1 C2 H2A . . 108.6 ?
C3 C2 H2A . . 108.6 ?
C1 C2 H2B . . 108.6 ?
C3 C2 H2B . . 108.6 ?
H2A C2 H2B . . 107.5 ?
C10 C3 C2 . . 110.57(16) ?
C10 C3 C6 . . 109.11(16) ?
C2 C3 C6 . . 110.50(16) ?
C10 C3 C4 . . 110.68(16) ?
C2 C3 C4 . . 103.54(15) ?
C6 C3 C4 . . 112.36(16) ?
C11 C4 C5 . . 108.24(16) ?
C11 C4 C3 . . 113.13(16) ?
C5 C4 C3 . . 111.53(16) ?
C11 C4 H4 . . 107.9 ?
C5 C4 H4 . . 107.9 ?
C3 C4 H4 . . 107.9 ?
N1 C5 C4 . . 113.66(16) ?
N1 C5 H5A . . 108.8 ?
C4 C5 H5A . . 108.8 ?
N1 C5 H5B . . 108.8 ?
C4 C5 H5B . . 108.8 ?
H5A C5 H5B . . 107.7 ?
C3 C6 C7 . . 112.65(16) ?
C3 C6 H6A . . 109.1 ?
C7 C6 H6A . . 109.1 ?
C3 C6 H6B . . 109.1 ?
C7 C6 H6B . . 109.1 ?
H6A C6 H6B . . 107.8 ?
C21 C7 C8 . . 115.28(17) ?
C21 C7 C6 . . 109.69(16) ?
C8 C7 C6 . . 110.19(16) ?
C21 C7 H7 . . 107.1 ?
C8 C7 H7 . . 107.1 ?
C6 C7 H7 . . 107.1 ?
C7 C8 C9 . . 110.27(17) ?
C7 C8 H8A . . 109.6 ?
C9 C8 H8A . . 109.6 ?
C7 C8 H8B . . 109.6 ?
C9 C8 H8B . . 109.6 ?
H8A C8 H8B . . 108.1 ?
C8 C9 C10 . . 111.29(17) ?
C8 C9 H9A . . 109.4 ?
C10 C9 H9A . . 109.4 ?
C8 C9 H9B . . 109.4 ?
C10 C9 H9B . . 109.4 ?
H9A C9 H9B . . 108.0 ?
C9 C10 C3 . . 113.33(17) ?
C9 C10 H10A . . 108.9 ?
C3 C10 H10A . . 108.9 ?
C9 C10 H10B . . 108.9 ?
C3 C10 H10B . . 108.9 ?
H10A C10 H10B . . 107.7 ?
O2 C11 O3 . . 124.01(19) ?
O2 C11 C4 . . 125.05(18) ?
O3 C11 C4 . . 110.94(17) ?
O3 C12 H12A . . 109.5 ?
O3 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
O3 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
N1 C13 C31 . . 112.45(16) ?
N1 C13 H13A . . 109.1 ?
C31 C13 H13A . . 109.1 ?
N1 C13 H13B . . 109.1 ?
C31 C13 H13B . . 109.1 ?
H13A C13 H13B . . 107.8 ?
C26 C21 C22 . . 118.29(18) ?
C26 C21 C7 . . 123.05(19) ?
C22 C21 C7 . . 118.65(18) ?
C23 C22 C21 . . 121.36(19) ?
C23 C22 H22 . . 119.3 ?
C21 C22 H22 . . 119.3 ?
C24 C23 C22 . . 119.7(2) ?
C24 C23 H23 . . 120.2 ?
C22 C23 H23 . . 120.2 ?
C25 C24 C23 . . 119.6(2) ?
C25 C24 H24 . . 120.2 ?
C23 C24 H24 . . 120.2 ?
C24 C25 C26 . . 120.7(2) ?
C24 C25 H25 . . 119.6 ?
C26 C25 H25 . . 119.6 ?
C25 C26 C21 . . 120.3(2) ?
C25 C26 H26 . . 119.8 ?
C21 C26 H26 . . 119.8 ?
C32 C31 C36 . . 118.3(2) ?
C32 C31 C13 . . 122.00(18) ?
C36 C31 C13 . . 119.7(2) ?
C31 C32 C33 . . 121.0(2) ?
C31 C32 H32 . . 119.5 ?
C33 C32 H32 . . 119.5 ?
C34 C33 C32 . . 120.3(2) ?
C34 C33 H33 . . 119.8 ?
C32 C33 H33 . . 119.8 ?
C33 C34 C35 . . 119.9(2) ?
C33 C34 H34 . . 120.0 ?
C35 C34 H34 . . 120.0 ?
C34 C35 C36 . . 120.3(2) ?
C34 C35 H35 . . 119.9 ?
C36 C35 H35 . . 119.9 ?
C31 C36 C35 . . 120.2(2) ?
C31 C36 H36 . . 119.9 ?
C35 C36 H36 . . 119.9 ?
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
N1 C1 . 1.351(3) ?
N1 C13 . 1.458(3) ?
N1 C5 . 1.460(3) ?
O1 C1 . 1.239(2) ?
O2 C11 . 1.209(2) ?
O3 C11 . 1.340(2) ?
O3 C12 . 1.455(3) ?
C1 C2 . 1.509(3) ?
C2 C3 . 1.541(3) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C10 . 1.536(3) ?
C3 C6 . 1.543(3) ?
C3 C4 . 1.551(3) ?
C4 C11 . 1.516(3) ?
C4 C5 . 1.520(3) ?
C4 H4 . 1.0 ?
C5 H5A . 0.99 ?
C5 H5B . 0.99 ?
C6 C7 . 1.544(3) ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C7 C21 . 1.516(3) ?
C7 C8 . 1.526(3) ?
C7 H7 . 1.0 ?
C8 C9 . 1.531(3) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 C10 . 1.532(3) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 H10A . 0.99 ?
C10 H10B . 0.99 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 C31 . 1.518(3) ?
C13 H13A . 0.99 ?
C13 H13B . 0.99 ?
C21 C26 . 1.392(3) ?
C21 C22 . 1.394(3) ?
C22 C23 . 1.386(3) ?
C22 H22 . 0.95 ?
C23 C24 . 1.386(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.380(3) ?
C24 H24 . 0.95 ?
C25 C26 . 1.390(3) ?
C25 H25 . 0.95 ?
C26 H26 . 0.95 ?
C31 C32 . 1.388(3) ?
C31 C36 . 1.398(3) ?
C32 C33 . 1.392(3) ?
C32 H32 . 0.95 ?
C33 C34 . 1.373(4) ?
C33 H33 . 0.95 ?
C34 C35 . 1.375(4) ?
C34 H34 . 0.95 ?
C35 C36 . 1.403(4) ?
C35 H35 . 0.95 ?
C36 H36 . 0.95 ?
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
C13 N1 C1 O1 . . . . 3.7(3) ?
C5 N1 C1 O1 . . . . -175.87(19) ?
C13 N1 C1 C2 . . . . -174.13(17) ?
C5 N1 C1 C2 . . . . 6.3(3) ?
O1 C1 C2 C3 . . . . 152.38(19) ?
N1 C1 C2 C3 . . . . -29.7(3) ?
C1 C2 C3 C10 . . . . 174.56(17) ?
C1 C2 C3 C6 . . . . -64.5(2) ?
C1 C2 C3 C4 . . . . 56.0(2) ?
C10 C3 C4 C11 . . . . 56.5(2) ?
C2 C3 C4 C11 . . . . 175.02(16) ?
C6 C3 C4 C11 . . . . -65.7(2) ?
C10 C3 C4 C5 . . . . 178.82(16) ?
C2 C3 C4 C5 . . . . -62.67(19) ?
C6 C3 C4 C5 . . . . 56.6(2) ?
C1 N1 C5 C4 . . . . -13.5(3) ?
C13 N1 C5 C4 . . . . 166.90(16) ?
C11 C4 C5 N1 . . . . 168.46(16) ?
C3 C4 C5 N1 . . . . 43.4(2) ?
C10 C3 C6 C7 . . . . 54.0(2) ?
C2 C3 C6 C7 . . . . -67.8(2) ?
C4 C3 C6 C7 . . . . 177.12(15) ?
C3 C6 C7 C21 . . . . 174.46(16) ?
C3 C6 C7 C8 . . . . -57.6(2) ?
C21 C7 C8 C9 . . . . -177.63(17) ?
C6 C7 C8 C9 . . . . 57.6(2) ?
C7 C8 C9 C10 . . . . -56.6(2) ?
C8 C9 C10 C3 . . . . 55.2(2) ?
C2 C3 C10 C9 . . . . 69.0(2) ?
C6 C3 C10 C9 . . . . -52.8(2) ?
C4 C3 C10 C9 . . . . -176.89(16) ?
C12 O3 C11 O2 . . . . 0.3(3) ?
C12 O3 C11 C4 . . . . 179.63(18) ?
C5 C4 C11 O2 . . . . -46.5(3) ?
C3 C4 C11 O2 . . . . 77.6(3) ?
C5 C4 C11 O3 . . . . 134.24(17) ?
C3 C4 C11 O3 . . . . -101.63(19) ?
C1 N1 C13 C31 . . . . 98.4(2) ?
C5 N1 C13 C31 . . . . -82.0(2) ?
C8 C7 C21 C26 . . . . -31.8(3) ?
C6 C7 C21 C26 . . . . 93.2(2) ?
C8 C7 C21 C22 . . . . 149.38(19) ?
C6 C7 C21 C22 . . . . -85.6(2) ?
C26 C21 C22 C23 . . . . -0.1(3) ?
C7 C21 C22 C23 . . . . 178.7(2) ?
C21 C22 C23 C24 . . . . 0.3(3) ?
C22 C23 C24 C25 . . . . -0.3(3) ?
C23 C24 C25 C26 . . . . 0.1(3) ?
C24 C25 C26 C21 . . . . 0.1(3) ?
C22 C21 C26 C25 . . . . -0.1(3) ?
C7 C21 C26 C25 . . . . -178.90(19) ?
N1 C13 C31 C32 . . . . -27.3(3) ?
N1 C13 C31 C36 . . . . 154.79(19) ?
C36 C31 C32 C33 . . . . 0.4(3) ?
C13 C31 C32 C33 . . . . -177.54(19) ?
C31 C32 C33 C34 . . . . -0.3(3) ?
C32 C33 C34 C35 . . . . -0.1(4) ?
C33 C34 C35 C36 . . . . 0.4(4) ?
C32 C31 C36 C35 . . . . -0.2(3) ?
C13 C31 C36 C35 . . . . 177.8(2) ?
C34 C35 C36 C31 . . . . -0.2(3) ?
