#------------------------------------------------------------------------------
#$Date: 2025-03-04 20:08:40 +0200 (Tue, 04 Mar 2025) $
#$Revision: 297989 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/41/7134143.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_7134143
loop_
_publ_author_name
'Liang, Yujie'
'Nematswerani, Ronewa'
'Daniliuc, Constantin G.'
'Glorius, Frank'
_publ_section_title
;
 Lewis acid-catalyzed [2π+2σ] cycloaddition of
 dihydropyridines with bicyclobutanes.
;
_journal_issue                   10
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2091
_journal_page_last               2094
_journal_paper_doi               10.1039/d4cc06133k
_journal_volume                  61
_journal_year                    2025
_chemical_formula_sum            'C29 H25 N O3'
_chemical_formula_weight         435.50
_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   geom
_atom_sites_solution_primary     direct
_audit_creation_method           'APEX4 v2022.10-1'
_audit_update_record
;
2024-11-05 deposited with the CCDC.	2025-01-06 downloaded from the CCDC.
;
_cell_angle_alpha                106.4120(10)
_cell_angle_beta                 105.6360(10)
_cell_angle_gamma                103.9880(10)
_cell_formula_units_Z            2
_cell_length_a                   10.2511(3)
_cell_length_b                   10.3159(3)
_cell_length_c                   12.0215(3)
_cell_measurement_reflns_used    7620
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      68.3778
_cell_measurement_theta_min      4.7595
_cell_volume                     1102.62(6)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker APEX4 v2022.10-1 Photon III'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1380)'
_computing_publication_material  'SHELXT 2011/1 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2019/1 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'Bruker D8 Venture Photon III'
_diffrn_measurement_device_type  'single crystal diffractometer'
_diffrn_measurement_method       'phi/omega scans'
_diffrn_radiation_monochromator  'MX mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16744
_diffrn_reflns_theta_full        67.68
_diffrn_reflns_theta_max         68.37
_diffrn_reflns_theta_min         4.76
_diffrn_source                   'Cu ImS'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'micro focus tube'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.673
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.235
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4021
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0422
_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)+(0.0645P)²+0.2744P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1108
_refine_ls_wR_factor_ref         0.1179
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3436
_reflns_number_total             4021
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc06133k2.cif
_cod_data_source_block           glo10671_3a
_cod_depositor_comments          'Adding full bibliography for 7134143.cif.'
_cod_original_cell_volume        1102.62(5)
_cod_database_code               7134143
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_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 0.52179(13) 0.23286(12) 0.46005(11) 0.0191(3) Uani d . . . 1 . .
O O1 0.52070(11) 0.40007(11) 0.63034(9) 0.0237(2) Uani d . . . 1 . .
O O2 0.63825(11) 0.24295(11) 0.65260(9) 0.0214(2) Uani d . . . 1 . .
O O3 0.20944(12) 0.07340(11) 0.47069(10) 0.0277(3) Uani d . . . 1 . .
C C1 0.26501(15) 0.18095(15) 0.16981(13) 0.0187(3) Uani d . . . 1 . .
C C2 0.22225(15) 0.06533(15) 0.22518(13) 0.0192(3) Uani d . . . 1 . .
H H2A 0.287342 0.008935 0.234363 0.023000 Uiso calc U . R 1 . .
H H2B 0.119449 0.002899 0.186388 0.023000 Uiso calc U . R 1 . .
C C3 0.25877(15) 0.19952(15) 0.34287(13) 0.0193(3) Uani d . . . 1 . .
C C4 0.19993(15) 0.27167(15) 0.25212(13) 0.0198(3) Uani d . . . 1 . .
H H4A 0.247824 0.377207 0.282433 0.024000 Uiso calc U . R 1 . .
H H4B 0.093516 0.243018 0.217772 0.024000 Uiso calc U . R 1 . .
C C5 0.42371(15) 0.27887(15) 0.38011(13) 0.0182(3) Uani d . . . 1 . .
H H5 0.445318 0.384071 0.423368 0.022000 Uiso calc U . R 1 . .
C C6 0.43066(15) 0.25390(15) 0.24854(13) 0.0191(3) Uani d . . . 1 . .
H H6 0.469709 0.347926 0.240197 0.023000 Uiso calc U . R 1 . .
C C7 0.51359(15) 0.15794(16) 0.21344(14) 0.0212(3) Uani d . . . 1 . .
H H7 0.529261 0.145270 0.137296 0.025000 Uiso calc U . R 1 . .
C C8 0.56622(15) 0.08982(15) 0.28291(14) 0.0220(3) Uani d . . . 1 . .
H H8 0.612844 0.026965 0.251207 0.026000 Uiso calc U . R 1 . .
C C9 0.55726(16) 0.10510(15) 0.40797(14) 0.0220(3) Uani d . . . 1 . .
H H9A 0.482502 0.018314 0.400205 0.026000 Uiso calc U . R 1 . .
H H9B 0.650833 0.112421 0.465313 0.026000 Uiso calc U . R 1 . .
C C10 0.55543(15) 0.29970(15) 0.58368(13) 0.0189(3) Uani d . . . 1 . .
C C11 0.66185(16) 0.28827(15) 0.78073(13) 0.0215(3) Uani d . . . 1 . .
C C12 0.54908(17) 0.28687(17) 0.82322(14) 0.0262(3) Uani d . . . 1 . .
H H12 0.453870 0.262217 0.766860 0.031000 Uiso calc U . R 1 . .
C C13 0.57744(18) 0.32204(18) 0.94937(15) 0.0312(4) Uani d . . . 1 . .
H H13 0.501146 0.322347 0.979965 0.037000 Uiso calc U . R 1 . .
C C14 0.71636(19) 0.35687(18) 1.03157(15) 0.0325(4) Uani d . . . 1 . .
H H14 0.734969 0.380602 1.117986 0.039000 Uiso calc U . R 1 . .
C C15 0.82767(18) 0.35689(18) 0.98714(15) 0.0308(4) Uani d . . . 1 . .
H H15 0.922769 0.380525 1.043245 0.037000 Uiso calc U . R 1 . .
C C16 0.80086(17) 0.32240(17) 0.86048(14) 0.0259(3) Uani d . . . 1 . .
H H16 0.876937 0.322377 0.829580 0.031000 Uiso calc U . R 1 . .
C C21 0.22251(15) 0.14997(16) 0.03363(13) 0.0202(3) Uani d . . . 1 . .
C C22 0.19913(15) 0.01383(16) -0.05013(14) 0.0230(3) Uani d . . . 1 . .
H H22 0.205317 -0.061754 -0.020870 0.028000 Uiso calc U . R 1 . .
C C23 0.16681(16) -0.01173(17) -0.17626(14) 0.0252(3) Uani d . . . 1 . .
H H23 0.151261 -0.104634 -0.232446 0.030000 Uiso calc U . R 1 . .
C C24 0.15713(16) 0.09737(18) -0.22047(14) 0.0271(3) Uani d . . . 1 . .
H H24 0.136004 0.079781 -0.306452 0.033000 Uiso calc U . R 1 . .
C C25 0.17859(17) 0.23259(18) -0.13803(15) 0.0277(3) Uani d . . . 1 . .
H H25 0.171147 0.307468 -0.167943 0.033000 Uiso calc U . R 1 . .
C C26 0.21086(16) 0.25892(17) -0.01212(14) 0.0243(3) Uani d . . . 1 . .
H H26 0.225162 0.351734 0.043464 0.029000 Uiso calc U . R 1 . .
C C31 0.20609(15) 0.17872(15) 0.44403(13) 0.0205(3) Uani d . . . 1 . .
C C32 0.14624(15) 0.28273(16) 0.50895(13) 0.0204(3) Uani d . . . 1 . .
C C33 0.20963(16) 0.43101(16) 0.54531(13) 0.0230(3) Uani d . . . 1 . .
H H33 0.288326 0.468532 0.522608 0.028000 Uiso calc U . R 1 . .
C C34 0.15797(17) 0.52401(17) 0.61467(14) 0.0266(3) Uani d . . . 1 . .
H H34 0.203396 0.625141 0.641801 0.032000 Uiso calc U . R 1 . .
C C35 0.03987(17) 0.46919(19) 0.64438(14) 0.0290(4) Uani d . . . 1 . .
H H35 0.004289 0.532910 0.691465 0.035000 Uiso calc U . R 1 . .
C C36 -0.02623(17) 0.32156(19) 0.60545(14) 0.0279(4) Uani d . . . 1 . .
H H36 -0.108286 0.284353 0.624326 0.034000 Uiso calc U . R 1 . .
C C37 0.02724(16) 0.22838(17) 0.53911(13) 0.0243(3) Uani d . . . 1 . .
H H37 -0.016970 0.127378 0.514054 0.029000 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
C10 N1 C5 . . 115.16(11) ?
C10 N1 C9 . . 122.85(12) ?
C5 N1 C9 . . 120.99(11) ?
C10 O2 C11 . . 117.21(11) ?
C21 C1 C2 . . 123.66(12) ?
C21 C1 C4 . . 122.12(12) ?
C2 C1 C4 . . 86.79(10) ?
C21 C1 C6 . . 116.00(11) ?
C2 C1 C6 . . 100.84(11) ?
C4 C1 C6 . . 101.75(11) ?
C1 C2 C3 . . 82.80(10) ?
C1 C2 H2A . . 114.800000 ?
C3 C2 H2A . . 114.800000 ?
C1 C2 H2B . . 114.800000 ?
C3 C2 H2B . . 114.800000 ?
H2A C2 H2B . . 111.900000 ?
C31 C3 C2 . . 118.48(12) ?
C31 C3 C4 . . 126.00(12) ?
C2 C3 C4 . . 86.80(10) ?
C31 C3 C5 . . 117.69(12) ?
C2 C3 C5 . . 103.50(11) ?
C4 C3 C5 . . 98.40(10) ?
C3 C4 C1 . . 82.41(10) ?
C3 C4 H4A . . 114.900000 ?
C1 C4 H4A . . 114.900000 ?
C3 C4 H4B . . 114.900000 ?
C1 C4 H4B . . 114.900000 ?
H4A C4 H4B . . 112.000000 ?
N1 C5 C6 . . 115.83(11) ?
N1 C5 C3 . . 116.44(11) ?
C6 C5 C3 . . 99.56(11) ?
N1 C5 H5 . . 108.100000 ?
C6 C5 H5 . . 108.100000 ?
C3 C5 H5 . . 108.100000 ?
C7 C6 C5 . . 114.10(11) ?
C7 C6 C1 . . 112.04(11) ?
C5 C6 C1 . . 98.64(11) ?
C7 C6 H6 . . 110.500000 ?
C5 C6 H6 . . 110.500000 ?
C1 C6 H6 . . 110.500000 ?
C8 C7 C6 . . 123.49(13) ?
C8 C7 H7 . . 118.300000 ?
C6 C7 H7 . . 118.300000 ?
C7 C8 C9 . . 124.48(13) ?
C7 C8 H8 . . 117.800000 ?
C9 C8 H8 . . 117.800000 ?
N1 C9 C8 . . 111.39(12) ?
N1 C9 H9A . . 109.300000 ?
C8 C9 H9A . . 109.300000 ?
N1 C9 H9B . . 109.300000 ?
C8 C9 H9B . . 109.300000 ?
H9A C9 H9B . . 108.000000 ?
O1 C10 N1 . . 125.11(13) ?
O1 C10 O2 . . 122.91(13) ?
N1 C10 O2 . . 111.96(12) ?
C16 C11 C12 . . 121.74(14) ?
C16 C11 O2 . . 116.59(13) ?
C12 C11 O2 . . 121.46(13) ?
C11 C12 C13 . . 118.80(14) ?
C11 C12 H12 . . 120.600000 ?
C13 C12 H12 . . 120.600000 ?
C12 C13 C14 . . 120.59(15) ?
C12 C13 H13 . . 119.700000 ?
C14 C13 H13 . . 119.700000 ?
C15 C14 C13 . . 119.75(15) ?
C15 C14 H14 . . 120.100000 ?
C13 C14 H14 . . 120.100000 ?
C14 C15 C16 . . 120.29(15) ?
C14 C15 H15 . . 119.900000 ?
C16 C15 H15 . . 119.900000 ?
C11 C16 C15 . . 118.83(14) ?
C11 C16 H16 . . 120.600000 ?
C15 C16 H16 . . 120.600000 ?
C22 C21 C26 . . 118.66(13) ?
C22 C21 C1 . . 120.92(13) ?
C26 C21 C1 . . 120.37(13) ?
C23 C22 C21 . . 120.39(14) ?
C23 C22 H22 . . 119.800000 ?
C21 C22 H22 . . 119.800000 ?
C24 C23 C22 . . 120.51(14) ?
C24 C23 H23 . . 119.700000 ?
C22 C23 H23 . . 119.700000 ?
C23 C24 C25 . . 119.46(14) ?
C23 C24 H24 . . 120.300000 ?
C25 C24 H24 . . 120.300000 ?
C26 C25 C24 . . 120.37(14) ?
C26 C25 H25 . . 119.800000 ?
C24 C25 H25 . . 119.800000 ?
C25 C26 C21 . . 120.60(14) ?
C25 C26 H26 . . 119.700000 ?
C21 C26 H26 . . 119.700000 ?
O3 C31 C32 . . 120.15(13) ?
O3 C31 C3 . . 119.06(13) ?
C32 C31 C3 . . 120.77(12) ?
C33 C32 C37 . . 119.51(14) ?
C33 C32 C31 . . 122.09(13) ?
C37 C32 C31 . . 118.33(13) ?
C34 C33 C32 . . 120.11(14) ?
C34 C33 H33 . . 119.900000 ?
C32 C33 H33 . . 119.900000 ?
C33 C34 C35 . . 120.00(15) ?
C33 C34 H34 . . 120.000000 ?
C35 C34 H34 . . 120.000000 ?
C36 C35 C34 . . 120.14(15) ?
C36 C35 H35 . . 119.900000 ?
C34 C35 H35 . . 119.900000 ?
C37 C36 C35 . . 120.10(14) ?
C37 C36 H36 . . 120.000000 ?
C35 C36 H36 . . 120.000000 ?
C36 C37 C32 . . 120.11(15) ?
C36 C37 H37 . . 119.900000 ?
C32 C37 H37 . . 119.900000 ?
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 C10 . 1.3538(19) ?
N1 C5 . 1.4585(18) ?
N1 C9 . 1.4660(18) ?
O1 C10 . 1.2129(17) ?
O2 C10 . 1.3730(17) ?
O2 C11 . 1.4096(17) ?
O3 C31 . 1.2219(18) ?
C1 C21 . 1.4915(19) ?
C1 C2 . 1.5527(18) ?
C1 C4 . 1.5602(19) ?
C1 C6 . 1.5681(19) ?
C2 C3 . 1.5541(19) ?
C2 H2A . 0.990000 ?
C2 H2B . 0.990000 ?
C3 C31 . 1.5040(19) ?
C3 C4 . 1.5586(19) ?
C3 C5 . 1.5637(19) ?
C4 H4A . 0.990000 ?
C4 H4B . 0.990000 ?
C5 C6 . 1.5533(19) ?
C5 H5 . 1.000000 ?
C6 C7 . 1.498(2) ?
C6 H6 . 1.000000 ?
C7 C8 . 1.325(2) ?
C7 H7 . 0.950000 ?
C8 C9 . 1.497(2) ?
C8 H8 . 0.950000 ?
C9 H9A . 0.990000 ?
C9 H9B . 0.990000 ?
C11 C16 . 1.380(2) ?
C11 C12 . 1.383(2) ?
C12 C13 . 1.384(2) ?
C12 H12 . 0.950000 ?
C13 C14 . 1.388(2) ?
C13 H13 . 0.950000 ?
C14 C15 . 1.384(3) ?
C14 H14 . 0.950000 ?
C15 C16 . 1.393(2) ?
C15 H15 . 0.950000 ?
C16 H16 . 0.950000 ?
C21 C22 . 1.397(2) ?
C21 C26 . 1.400(2) ?
C22 C23 . 1.393(2) ?
C22 H22 . 0.950000 ?
C23 C24 . 1.387(2) ?
C23 H23 . 0.950000 ?
C24 C25 . 1.389(2) ?
C24 H24 . 0.950000 ?
C25 C26 . 1.389(2) ?
C25 H25 . 0.950000 ?
C26 H26 . 0.950000 ?
C31 C32 . 1.497(2) ?
C32 C33 . 1.393(2) ?
C32 C37 . 1.399(2) ?
C33 C34 . 1.388(2) ?
C33 H33 . 0.950000 ?
C34 C35 . 1.389(2) ?
C34 H34 . 0.950000 ?
C35 C36 . 1.387(3) ?
C35 H35 . 0.950000 ?
C36 C37 . 1.385(2) ?
C36 H36 . 0.950000 ?
C37 H37 . 0.950000 ?
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
C21 C1 C2 C3 . . . . -160.90(13) ?
C4 C1 C2 C3 . . . . -33.86(9) ?
C6 C1 C2 C3 . . . . 67.50(11) ?
C1 C2 C3 C31 . . . . 163.65(13) ?
C1 C2 C3 C4 . . . . 33.90(9) ?
C1 C2 C3 C5 . . . . -63.98(11) ?
C31 C3 C4 C1 . . . . -157.10(14) ?
C2 C3 C4 C1 . . . . -33.75(9) ?
C5 C3 C4 C1 . . . . 69.44(10) ?
C21 C1 C4 C3 . . . . 162.12(13) ?
C2 C1 C4 C3 . . . . 33.78(9) ?
C6 C1 C4 C3 . . . . -66.63(11) ?
C10 N1 C5 C6 . . . . 156.40(12) ?
C9 N1 C5 C6 . . . . -34.71(17) ?
C10 N1 C5 C3 . . . . -87.07(15) ?
C9 N1 C5 C3 . . . . 81.83(16) ?
C31 C3 C5 N1 . . . . 46.23(17) ?
C2 C3 C5 N1 . . . . -86.61(14) ?
C4 C3 C5 N1 . . . . -175.31(11) ?
C31 C3 C5 C6 . . . . 171.49(12) ?
C2 C3 C5 C6 . . . . 38.65(12) ?
C4 C3 C5 C6 . . . . -50.06(12) ?
N1 C5 C6 C7 . . . . 12.55(17) ?
C3 C5 C6 C7 . . . . -113.12(12) ?
N1 C5 C6 C1 . . . . 131.48(12) ?
C3 C5 C6 C1 . . . . 5.81(12) ?
C21 C1 C6 C7 . . . . -64.71(15) ?
C2 C1 C6 C7 . . . . 71.46(13) ?
C4 C1 C6 C7 . . . . 160.41(11) ?
C21 C1 C6 C5 . . . . 174.82(12) ?
C2 C1 C6 C5 . . . . -49.01(12) ?
C4 C1 C6 C5 . . . . 39.93(12) ?
C5 C6 C7 C8 . . . . 5.5(2) ?
C1 C6 C7 C8 . . . . -105.48(16) ?
C6 C7 C8 C9 . . . . -3.4(2) ?
C10 N1 C9 C8 . . . . -156.20(13) ?
C5 N1 C9 C8 . . . . 35.77(17) ?
C7 C8 C9 N1 . . . . -16.4(2) ?
C5 N1 C10 O1 . . . . -6.6(2) ?
C9 N1 C10 O1 . . . . -175.30(13) ?
C5 N1 C10 O2 . . . . 174.99(11) ?
C9 N1 C10 O2 . . . . 6.32(18) ?
C11 O2 C10 O1 . . . . 11.00(19) ?
C11 O2 C10 N1 . . . . -170.59(11) ?
C10 O2 C11 C16 . . . . -135.70(13) ?
C10 O2 C11 C12 . . . . 49.55(18) ?
C16 C11 C12 C13 . . . . 0.6(2) ?
O2 C11 C12 C13 . . . . 175.08(13) ?
C11 C12 C13 C14 . . . . -0.6(2) ?
C12 C13 C14 C15 . . . . 0.2(3) ?
C13 C14 C15 C16 . . . . 0.1(3) ?
C12 C11 C16 C15 . . . . -0.3(2) ?
O2 C11 C16 C15 . . . . -175.03(13) ?
C14 C15 C16 C11 . . . . -0.1(2) ?
C2 C1 C21 C22 . . . . -28.7(2) ?
C4 C1 C21 C22 . . . . -138.47(14) ?
C6 C1 C21 C22 . . . . 96.51(16) ?
C2 C1 C21 C26 . . . . 153.86(13) ?
C4 C1 C21 C26 . . . . 44.07(19) ?
C6 C1 C21 C26 . . . . -80.95(17) ?
C26 C21 C22 C23 . . . . 0.8(2) ?
C1 C21 C22 C23 . . . . -176.66(13) ?
C21 C22 C23 C24 . . . . -0.1(2) ?
C22 C23 C24 C25 . . . . -0.6(2) ?
C23 C24 C25 C26 . . . . 0.6(2) ?
C24 C25 C26 C21 . . . . 0.1(2) ?
C22 C21 C26 C25 . . . . -0.8(2) ?
C1 C21 C26 C25 . . . . 176.67(13) ?
C2 C3 C31 O3 . . . . 39.42(19) ?
C4 C3 C31 O3 . . . . 147.82(14) ?
C5 C3 C31 O3 . . . . -86.37(17) ?
C2 C3 C31 C32 . . . . -138.79(13) ?
C4 C3 C31 C32 . . . . -30.4(2) ?
C5 C3 C31 C32 . . . . 95.42(15) ?
O3 C31 C32 C33 . . . . 139.72(15) ?
C3 C31 C32 C33 . . . . -42.08(19) ?
O3 C31 C32 C37 . . . . -37.0(2) ?
C3 C31 C32 C37 . . . . 141.21(14) ?
C37 C32 C33 C34 . . . . 2.2(2) ?
C31 C32 C33 C34 . . . . -174.46(13) ?
C32 C33 C34 C35 . . . . -2.1(2) ?
C33 C34 C35 C36 . . . . 0.3(2) ?
C34 C35 C36 C37 . . . . 1.4(2) ?
C35 C36 C37 C32 . . . . -1.3(2) ?
C33 C32 C37 C36 . . . . -0.5(2) ?
C31 C32 C37 C36 . . . . 176.31(13) ?
