#------------------------------------------------------------------------------
#$Date: 2021-09-06 15:32:05 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268948 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/81/7158189.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_7158189
loop_
_publ_author_name
'Tajti, Ádám'
'Szabó, Kármen Emőke'
'Popovics-Tóth, Nóra'
'Iskanderov, Javad'
'Perdih, Franc'
'Hackler, László'
'Kari, Beáta'
'Puskás, László G'
'Bálint, Erika'
_publ_section_title
;
 PMDTA-catalyzed multicomponent synthesis and biological activity of
 2-amino-4H-chromenes containing a phosphonate or phosphine oxide moiety.
;
_journal_issue                   31
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              6883
_journal_page_last               6891
_journal_paper_doi               10.1039/d1ob01204e
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C24 H21 N2 O2 P'
_chemical_formula_sum            'C24 H21 N2 O2 P'
_chemical_formula_weight         400.40
_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     dual
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-05-13 deposited with the CCDC.	2021-07-22 downloaded from the CCDC.
;
_cell_angle_alpha                115.027(7)
_cell_angle_beta                 91.058(5)
_cell_angle_gamma                113.010(6)
_cell_formula_units_Z            2
_cell_length_a                   9.0000(5)
_cell_length_b                   11.1653(8)
_cell_length_c                   12.3858(7)
_cell_measurement_reflns_used    2713
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.2170
_cell_measurement_theta_min      3.2980
_cell_volume                     1012.50(15)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8457
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         2.521
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.159
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81350
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_description       prism
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4649
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0433
_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)+(0.0447P)²+0.4120P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1114
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3712
_reflns_number_total             4649
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob01204e2.cif
_cod_data_source_block           Structure-14b
_cod_depositor_comments
'Adding full bibliography for 7158185--7158189.cif.'
_cod_original_cell_volume        1012.50(13)
_cod_database_code               7158189
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.925
_shelx_estimated_absorpt_t_max   0.954
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.79848(5) 0.33470(5) 0.69995(4) 0.02001(12) Uani 1 1 d . . . . .
O1 O 0.96948(15) 0.43682(13) 0.70721(11) 0.0265(3) Uani 1 1 d . . . . .
O2 O 0.89208(15) 0.31868(13) 0.40524(11) 0.0242(3) Uani 1 1 d . . . . .
N1 N 0.3870(2) 0.33259(18) 0.49603(16) 0.0317(4) Uani 1 1 d . . . . .
N2 N 0.7693(2) 0.45458(18) 0.39766(14) 0.0264(3) Uani 1 1 d . . . . .
H2B H 0.713(3) 0.502(2) 0.4270(19) 0.032 Uiso 1 1 d . U . . .
H2A H 0.857(3) 0.489(2) 0.3649(18) 0.032 Uiso 1 1 d . U . . .
C1 C 0.6814(2) 0.20370(18) 0.54088(15) 0.0199(3) Uani 1 1 d . . . . .
H1 H 0.573940 0.128961 0.540849 0.024 Uiso 1 1 calc R U . . .
C2 C 0.6474(2) 0.28866(18) 0.48279(15) 0.0203(3) Uani 1 1 d . . . . .
C3 C 0.7641(2) 0.35505(18) 0.43102(15) 0.0209(3) Uani 1 1 d . . . . .
C4 C 0.8778(2) 0.18841(18) 0.40246(15) 0.0219(4) Uani 1 1 d . . . . .
C5 C 0.7771(2) 0.12646(18) 0.46639(15) 0.0208(3) Uani 1 1 d . . . . .
C6 C 0.9707(2) 0.1250(2) 0.33318(16) 0.0282(4) Uani 1 1 d . . . . .
H6 H 1.041962 0.171296 0.292679 0.034 Uiso 1 1 calc R U . . .
C7 C 0.9584(2) -0.0068(2) 0.32357(17) 0.0304(4) Uani 1 1 d . . . . .
H7 H 1.020314 -0.052136 0.275133 0.036 Uiso 1 1 calc R U . . .
C8 C 0.8566(2) -0.0727(2) 0.38408(16) 0.0283(4) Uani 1 1 d . . . . .
H8 H 0.847142 -0.163933 0.376180 0.034 Uiso 1 1 calc R U . . .
C9 C 0.7683(2) -0.00551(18) 0.45630(16) 0.0236(4) Uani 1 1 d . . . . .
H9 H 0.700829 -0.049912 0.499536 0.028 Uiso 1 1 calc R U . . .
C10 C 0.5046(2) 0.31422(18) 0.49173(16) 0.0230(4) Uani 1 1 d . . . . .
C11 C 0.6755(2) 0.43029(18) 0.76411(15) 0.0219(4) Uani 1 1 d . . . . .
C12 C 0.7157(2) 0.56359(19) 0.76304(17) 0.0276(4) Uani 1 1 d . . . . .
H12 H 0.809460 0.603784 0.733402 0.033 Uiso 1 1 calc R U . . .
C13 C 0.6191(2) 0.6378(2) 0.80524(17) 0.0315(4) Uani 1 1 d . . . . .
H13 H 0.647231 0.728386 0.803722 0.038 Uiso 1 1 calc R U . . .
C14 C 0.4822(2) 0.5818(2) 0.84954(16) 0.0289(4) Uani 1 1 d . . . . .
C15 C 0.4416(2) 0.4480(2) 0.84910(17) 0.0295(4) Uani 1 1 d . . . . .
H15 H 0.347528 0.407737 0.878380 0.035 Uiso 1 1 calc R U . . .
C16 C 0.5368(2) 0.3722(2) 0.80643(16) 0.0264(4) Uani 1 1 d . . . . .
H16 H 0.506924 0.280474 0.806189 0.032 Uiso 1 1 calc R U . . .
C17 C 0.3793(3) 0.6638(2) 0.89898(19) 0.0389(5) Uani 1 1 d . . . . .
H17A H 0.414839 0.748036 0.882287 0.058 Uiso 1 1 calc R U . . .
H17B H 0.393897 0.698942 0.987347 0.058 Uiso 1 1 calc R U . . .
H17C H 0.262324 0.597799 0.859359 0.058 Uiso 1 1 calc R U . . .
C18 C 0.7966(2) 0.23459(18) 0.78267(15) 0.0217(4) Uani 1 1 d . . . . .
C19 C 0.9313(2) 0.3033(2) 0.88031(16) 0.0266(4) Uani 1 1 d . . . . .
H19 H 1.022613 0.392039 0.893921 0.032 Uiso 1 1 calc R U . . .
C20 C 0.9321(2) 0.2426(2) 0.95731(16) 0.0315(4) Uani 1 1 d . . . . .
H20 H 1.024093 0.290907 1.023641 0.038 Uiso 1 1 calc R U . . .
C21 C 0.8011(3) 0.1127(2) 0.93944(16) 0.0300(4) Uani 1 1 d . . . . .
C22 C 0.6700(2) 0.0425(2) 0.84002(17) 0.0284(4) Uani 1 1 d . . . . .
H22 H 0.581225 -0.048534 0.824557 0.034 Uiso 1 1 calc R U . . .
C23 C 0.6662(2) 0.10265(19) 0.76277(16) 0.0250(4) Uani 1 1 d . . . . .
H23 H 0.574305 0.053678 0.696177 0.030 Uiso 1 1 calc R U . . .
C24 C 0.8002(3) 0.0536(3) 1.0294(2) 0.0461(6) Uani 1 1 d . . . . .
H24A H 0.873187 0.004855 1.013739 0.069 Uiso 1 1 calc R U . . .
H24B H 0.687316 -0.017373 1.019728 0.069 Uiso 1 1 calc R U . . .
H24C H 0.839481 0.135096 1.112800 0.069 Uiso 1 1 calc R U . . .
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'
P P 0.1023 0.0942 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 C11 112.15(8) . . ?
O1 P1 C18 112.09(8) . . ?
C11 P1 C18 106.14(8) . . ?
O1 P1 C1 112.55(7) . . ?
C11 P1 C1 103.88(8) . . ?
C18 P1 C1 109.54(8) . . ?
C3 O2 C4 117.74(13) . . ?
C3 N2 H2B 119.0(14) . . ?
C3 N2 H2A 117.1(13) . . ?
H2B N2 H2A 120.9(19) . . ?
C5 C1 C2 108.48(13) . . ?
C5 C1 P1 111.73(11) . . ?
C2 C1 P1 108.46(11) . . ?
C5 C1 H1 109.4 . . ?
C2 C1 H1 109.4 . . ?
P1 C1 H1 109.4 . . ?
C3 C2 C10 118.51(15) . . ?
C3 C2 C1 119.82(14) . . ?
C10 C2 C1 121.35(14) . . ?
N2 C3 O2 111.73(15) . . ?
N2 C3 C2 127.55(15) . . ?
O2 C3 C2 120.70(14) . . ?
C6 C4 C5 121.86(16) . . ?
C6 C4 O2 116.22(15) . . ?
C5 C4 O2 121.92(14) . . ?
C4 C5 C9 117.87(15) . . ?
C4 C5 C1 118.44(14) . . ?
C9 C5 C1 123.69(15) . . ?
C4 C6 C7 119.15(17) . . ?
C4 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C8 C7 C6 120.30(17) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 119.91(17) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C5 120.87(17) . . ?
C8 C9 H9 119.6 . . ?
C5 C9 H9 119.6 . . ?
N1 C10 C2 178.3(2) . . ?
C16 C11 C12 119.17(15) . . ?
C16 C11 P1 122.85(13) . . ?
C12 C11 P1 117.83(13) . . ?
C13 C12 C11 120.15(17) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 121.00(17) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 118.57(16) . . ?
C13 C14 C17 121.38(17) . . ?
C15 C14 C17 120.04(18) . . ?
C14 C15 C16 120.98(17) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C11 C16 C15 120.12(16) . . ?
C11 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C23 C18 C19 118.75(16) . . ?
C23 C18 P1 124.85(13) . . ?
C19 C18 P1 116.16(13) . . ?
C20 C19 C18 120.28(17) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 121.28(17) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C22 118.16(17) . . ?
C20 C21 C24 120.22(18) . . ?
C22 C21 C24 121.58(19) . . ?
C21 C22 C23 121.31(17) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 H22 119.3 . . ?
C22 C23 C18 120.17(17) . . ?
C22 C23 H23 119.9 . . ?
C18 C23 H23 119.9 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.4876(13) . ?
P1 C11 1.7983(17) . ?
P1 C18 1.8040(17) . ?
P1 C1 1.8472(17) . ?
O2 C3 1.3650(19) . ?
O2 C4 1.395(2) . ?
N1 C10 1.152(2) . ?
N2 C3 1.325(2) . ?
N2 H2B 0.85(2) . ?
N2 H2A 0.92(2) . ?
C1 C5 1.508(2) . ?
C1 C2 1.519(2) . ?
C1 H1 1.0000 . ?
C2 C3 1.372(2) . ?
C2 C10 1.418(2) . ?
C4 C6 1.382(2) . ?
C4 C5 1.388(2) . ?
C5 C9 1.395(2) . ?
C6 C7 1.384(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.381(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(2) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C11 C16 1.390(2) . ?
C11 C12 1.393(2) . ?
C12 C13 1.390(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.390(3) . ?
C14 C17 1.511(2) . ?
C15 C16 1.391(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C23 1.392(2) . ?
C18 C19 1.398(2) . ?
C19 C20 1.386(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.389(3) . ?
C21 C24 1.514(3) . ?
C22 C23 1.389(2) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2B N1 0.85(2) 2.23(2) 3.065(2) 167.6(19) 2_666 yes
N2 H2A O1 0.92(2) 1.89(2) 2.811(2) 177.2(19) 2_766 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 P1 C1 C5 50.81(13) . . . . ?
C11 P1 C1 C5 172.35(11) . . . . ?
C18 P1 C1 C5 -74.60(13) . . . . ?
O1 P1 C1 C2 -68.71(13) . . . . ?
C11 P1 C1 C2 52.82(13) . . . . ?
C18 P1 C1 C2 165.88(11) . . . . ?
C5 C1 C2 C3 -36.3(2) . . . . ?
P1 C1 C2 C3 85.21(17) . . . . ?
C5 C1 C2 C10 150.28(16) . . . . ?
P1 C1 C2 C10 -88.17(17) . . . . ?
C4 O2 C3 N2 -162.14(14) . . . . ?
C4 O2 C3 C2 16.5(2) . . . . ?
C10 C2 C3 N2 7.3(3) . . . . ?
C1 C2 C3 N2 -166.23(16) . . . . ?
C10 C2 C3 O2 -171.09(15) . . . . ?
C1 C2 C3 O2 15.3(2) . . . . ?
C3 O2 C4 C6 155.89(15) . . . . ?
C3 O2 C4 C5 -24.6(2) . . . . ?
C6 C4 C5 C9 -1.7(3) . . . . ?
O2 C4 C5 C9 178.82(15) . . . . ?
C6 C4 C5 C1 179.35(15) . . . . ?
O2 C4 C5 C1 -0.1(2) . . . . ?
C2 C1 C5 C4 28.2(2) . . . . ?
P1 C1 C5 C4 -91.32(16) . . . . ?
C2 C1 C5 C9 -150.69(16) . . . . ?
P1 C1 C5 C9 89.79(17) . . . . ?
C5 C4 C6 C7 2.4(3) . . . . ?
O2 C4 C6 C7 -178.08(16) . . . . ?
C4 C6 C7 C8 -1.0(3) . . . . ?
C6 C7 C8 C9 -1.0(3) . . . . ?
C7 C8 C9 C5 1.7(3) . . . . ?
C4 C5 C9 C8 -0.4(2) . . . . ?
C1 C5 C9 C8 178.50(15) . . . . ?
O1 P1 C11 C16 -157.36(14) . . . . ?
C18 P1 C11 C16 -34.65(17) . . . . ?
C1 P1 C11 C16 80.83(16) . . . . ?
O1 P1 C11 C12 27.16(16) . . . . ?
C18 P1 C11 C12 149.88(14) . . . . ?
C1 P1 C11 C12 -94.64(15) . . . . ?
C16 C11 C12 C13 0.8(3) . . . . ?
P1 C11 C12 C13 176.42(14) . . . . ?
C11 C12 C13 C14 0.3(3) . . . . ?
C12 C13 C14 C15 -1.0(3) . . . . ?
C12 C13 C14 C17 178.21(17) . . . . ?
C13 C14 C15 C16 0.6(3) . . . . ?
C17 C14 C15 C16 -178.62(17) . . . . ?
C12 C11 C16 C15 -1.2(3) . . . . ?
P1 C11 C16 C15 -176.57(14) . . . . ?
C14 C15 C16 C11 0.5(3) . . . . ?
O1 P1 C18 C23 -158.94(14) . . . . ?
C11 P1 C18 C23 78.31(16) . . . . ?
C1 P1 C18 C23 -33.26(17) . . . . ?
O1 P1 C18 C19 26.82(15) . . . . ?
C11 P1 C18 C19 -95.93(14) . . . . ?
C1 P1 C18 C19 152.50(13) . . . . ?
C23 C18 C19 C20 -1.7(2) . . . . ?
P1 C18 C19 C20 172.95(13) . . . . ?
C18 C19 C20 C21 0.4(3) . . . . ?
C19 C20 C21 C22 1.6(3) . . . . ?
C19 C20 C21 C24 -176.23(17) . . . . ?
C20 C21 C22 C23 -2.4(3) . . . . ?
C24 C21 C22 C23 175.39(17) . . . . ?
C21 C22 C23 C18 1.2(3) . . . . ?
C19 C18 C23 C22 0.9(2) . . . . ?
P1 C18 C23 C22 -173.23(13) . . . . ?
