#------------------------------------------------------------------------------
#$Date: 2021-11-06 21:52:34 +0200 (Sat, 06 Nov 2021) $
#$Revision: 270433 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/34/7243423.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_7243423
loop_
_publ_author_name
'Divya, Indira S.'
'Amrutha, Surendran'
'SeethaLekshmi, Sunil'
'Varughese, Sunil'
_publ_section_title
;
 Molecular salts of quinine: a crystal engineering route to enhance the
 aqueous solubility
;
_journal_issue                   39
_journal_name_full               CrystEngComm
_journal_page_first              6942
_journal_page_last               6951
_journal_paper_doi               10.1039/D1CE00791B
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C20 H25 N2 O2, C O2, 3(O)'
_chemical_formula_sum            'C21 H25 N2 O7'
_chemical_formula_weight         417.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2020-10-12
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_audit_update_record
;
2020-10-13 deposited with the CCDC.	2021-08-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 121.541(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.387(10)
_cell_length_b                   6.419(3)
_cell_length_c                   18.467(8)
_cell_measurement_reflns_used    1530
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.1
_cell_volume                     2160.7(17)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku Saturn 724+ HG'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0661
_diffrn_reflns_av_unetI/netI     0.0961
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8062
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_min         3.114
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.892
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Jacobson, Unpublished Results'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             884
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.598
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details
;
 Flack x determined using 725 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.950
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         3738
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.950
_refine_ls_R_factor_all          0.1078
_refine_ls_R_factor_gt           0.0728
_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)+(0.1330P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1904
_refine_ls_wR_factor_ref         0.2199
_reflns_Friedel_coverage         0.762
_reflns_Friedel_fraction_full    0.916
_reflns_Friedel_fraction_max     0.916
_reflns_number_gt                2277
_reflns_number_total             3738
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00791b2.cif
_cod_data_source_block           datam_CCDC3
_cod_depositor_comments
'Adding full bibliography for 7243420--7243429.cif.'
_cod_original_cell_volume        2160.8(17)
_cod_database_code               7243423
_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_max   0.985
_shelx_estimated_absorpt_t_min   0.981
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C6(H6), C9(H9), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C10(H10A,H10B)
2.c Me refined with riding coordinates:
 C22(H22A,H22B,H22C)
2.d Aromatic/amide H refined with riding coordinates:
 C7(H7), C14(H14), C15(H15), C19(H19), C23(H23), C24(H24)
2.e Tetrahedral OH refined with riding coordinates:
 O12(H12)
2.f X=CH2 refined with riding coordinates:
 C8(H8A,H8B)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -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
O12 O 0.6607(2) 0.5577(7) 0.7301(3) 0.0439(12) Uani 1 1 d . . . . .
H12 H 0.632747 0.576800 0.679053 0.066 Uiso 1 1 calc R U . . .
O21 O 0.5049(3) -0.2638(10) 0.7903(4) 0.0716(17) Uani 1 1 d . . . . .
N1 N 0.6973(3) 0.1190(9) 0.6843(3) 0.0394(13) Uani 1 1 d . . . . .
H1 H 0.643(4) 0.092(13) 0.653(5) 0.06(2) Uiso 1 1 d . . . . .
N16 N 0.6686(3) 0.3865(11) 0.9984(3) 0.0485(15) Uani 1 1 d . . . . .
C2 C 0.7096(4) 0.2757(13) 0.6340(4) 0.0507(19) Uani 1 1 d . . . . .
H2A H 0.673925 0.387000 0.616854 0.061 Uiso 1 1 calc R U . . .
H2B H 0.703357 0.211113 0.583138 0.061 Uiso 1 1 calc R U . . .
C3 C 0.7883(4) 0.3667(15) 0.6879(5) 0.056(2) Uani 1 1 d . . . . .
H3A H 0.814716 0.346889 0.658849 0.067 Uiso 1 1 calc R U . . .
H3B H 0.786123 0.514751 0.696899 0.067 Uiso 1 1 calc R U . . .
C4 C 0.8273(4) 0.2517(11) 0.7733(4) 0.0445(17) Uani 1 1 d . . . . .
H4 H 0.877679 0.303671 0.808317 0.053 Uiso 1 1 calc R U . . .
C5 C 0.7862(3) 0.2882(12) 0.8199(4) 0.0413(16) Uani 1 1 d . . . . .
H5A H 0.784031 0.436269 0.828912 0.050 Uiso 1 1 calc R U . . .
H5B H 0.811948 0.220162 0.874864 0.050 Uiso 1 1 calc R U . . .
C6 C 0.7079(3) 0.1998(10) 0.7663(4) 0.0338(14) Uani 1 1 d . . . . .
H6 H 0.704295 0.081060 0.797198 0.041 Uiso 1 1 calc R U . . .
C7 C 0.8738(5) -0.1052(14) 0.8362(6) 0.066(2) Uani 1 1 d . . . . .
H7 H 0.855431 -0.121515 0.871642 0.079 Uiso 1 1 calc R U . . .
C8 C 0.9349(6) -0.190(2) 0.8588(9) 0.123(5) Uani 1 1 d . . . . .
H8A H 0.955068 -0.176620 0.824993 0.148 Uiso 1 1 calc R U . . .
H8B H 0.959648 -0.264529 0.909340 0.148 Uiso 1 1 calc R U . . .
C9 C 0.8289(3) 0.0190(12) 0.7565(4) 0.0430(17) Uani 1 1 d . . . . .
H9 H 0.850687 0.002517 0.721473 0.052 Uiso 1 1 calc R U . . .
C10 C 0.7488(4) -0.0589(11) 0.7044(5) 0.0451(17) Uani 1 1 d . . . . .
H10A H 0.739645 -0.122655 0.652107 0.054 Uiso 1 1 calc R U . . .
H10B H 0.740755 -0.163294 0.736675 0.054 Uiso 1 1 calc R U . . .
C11 C 0.6477(3) 0.3615(11) 0.7522(4) 0.0362(15) Uani 1 1 d . . . . .
H11 H 0.599379 0.311271 0.707549 0.043 Uiso 1 1 calc R U . . .
C13 C 0.6503(3) 0.3736(11) 0.8352(4) 0.0347(15) Uani 1 1 d . . . . .
C14 C 0.6863(3) 0.5315(12) 0.8900(4) 0.0438(17) Uani 1 1 d . . . . .
H14 H 0.706457 0.639635 0.875248 0.053 Uiso 1 1 calc R U . . .
C15 C 0.6927(4) 0.5292(13) 0.9701(4) 0.0486(18) Uani 1 1 d . . . . .
H15 H 0.716706 0.641532 1.005914 0.058 Uiso 1 1 calc R U . . .
C17 C 0.6305(3) 0.2274(12) 0.9432(4) 0.0403(16) Uani 1 1 d . . . . .
C18 C 0.6180(3) 0.2142(11) 0.8600(4) 0.0376(15) Uani 1 1 d . . . . .
C19 C 0.5762(3) 0.0480(11) 0.8078(4) 0.0418(16) Uani 1 1 d . . . . .
H19 H 0.567473 0.038222 0.752976 0.050 Uiso 1 1 calc R U . . .
C20 C 0.5483(4) -0.0990(12) 0.8360(5) 0.0503(19) Uani 1 1 d . . . . .
C22 C 0.4863(5) -0.2814(18) 0.7059(6) 0.081(3) Uani 1 1 d . . . . .
H22A H 0.455959 -0.402146 0.680723 0.122 Uiso 1 1 calc R U . . .
H22B H 0.459910 -0.159296 0.675030 0.122 Uiso 1 1 calc R U . . .
H22C H 0.530088 -0.295024 0.704038 0.122 Uiso 1 1 calc R U . . .
C23 C 0.5640(4) -0.0935(12) 0.9202(5) 0.0517(19) Uani 1 1 d . . . . .
H23 H 0.547416 -0.199113 0.940541 0.062 Uiso 1 1 calc R U . . .
C24 C 0.6035(4) 0.0678(14) 0.9712(5) 0.054(2) Uani 1 1 d . . . . .
H24 H 0.612999 0.072526 1.026441 0.064 Uiso 1 1 calc R U . . .
O25 O 0.5558(3) 0.9824(9) 0.5847(3) 0.0604(15) Uani 1 1 d . . . . .
O26 O 0.5735(4) 0.6617(11) 0.5610(4) 0.101(3) Uani 1 1 d . . . . .
C27 C 0.5381(4) 0.8213(12) 0.5420(4) 0.0493(18) Uani 1 1 d . . . . .
O91 O 0.3398(10) 0.308(3) 0.5811(11) 0.240(7) Uiso 1 1 d . . . . .
O92 O 0.1972(10) 0.241(4) 0.4966(12) 0.261(8) Uiso 1 1 d . . . . .
O90 O 0.5391(3) 0.3159(12) 0.4354(4) 0.0867(19) Uiso 1 1 d . . . . .
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'
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
C11 O12 H12 109.5 . . ?
C20 O21 C22 117.2(6) . . ?
C2 N1 H1 107(4) . . ?
C2 N1 C6 114.5(5) . . ?
C2 N1 C10 109.0(5) . . ?
C6 N1 H1 99(4) . . ?
C10 N1 H1 119(5) . . ?
C10 N1 C6 108.1(5) . . ?
C15 N16 C17 115.8(6) . . ?
N1 C2 H2A 109.7 . . ?
N1 C2 H2B 109.7 . . ?
N1 C2 C3 110.0(5) . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
C2 C3 H3A 110.2 . . ?
C2 C3 H3B 110.2 . . ?
H3A C3 H3B 108.5 . . ?
C4 C3 C2 107.6(6) . . ?
C4 C3 H3A 110.2 . . ?
C4 C3 H3B 110.2 . . ?
C3 C4 H4 109.4 . . ?
C3 C4 C5 109.8(6) . . ?
C5 C4 H4 109.4 . . ?
C9 C4 C3 108.6(6) . . ?
C9 C4 H4 109.4 . . ?
C9 C4 C5 110.1(6) . . ?
C4 C5 H5A 109.8 . . ?
C4 C5 H5B 109.8 . . ?
C4 C5 C6 109.4(5) . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 H5A 109.8 . . ?
C6 C5 H5B 109.8 . . ?
N1 C6 C5 108.4(5) . . ?
N1 C6 H6 107.6 . . ?
N1 C6 C11 112.6(5) . . ?
C5 C6 H6 107.6 . . ?
C5 C6 C11 112.7(5) . . ?
C11 C6 H6 107.6 . . ?
C8 C7 H7 117.5 . . ?
C8 C7 C9 124.9(9) . . ?
C9 C7 H7 117.5 . . ?
C7 C8 H8A 120.0 . . ?
C7 C8 H8B 120.0 . . ?
H8A C8 H8B 120.0 . . ?
C4 C9 H9 108.0 . . ?
C4 C9 C10 107.9(5) . . ?
C7 C9 C4 113.0(6) . . ?
C7 C9 H9 108.0 . . ?
C7 C9 C10 111.8(6) . . ?
C10 C9 H9 108.0 . . ?
N1 C10 C9 109.9(6) . . ?
N1 C10 H10A 109.7 . . ?
N1 C10 H10B 109.7 . . ?
C9 C10 H10A 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
O12 C11 C6 111.9(5) . . ?
O12 C11 H11 109.6 . . ?
O12 C11 C13 110.1(5) . . ?
C6 C11 H11 109.6 . . ?
C13 C11 C6 106.0(5) . . ?
C13 C11 H11 109.6 . . ?
C14 C13 C11 120.3(6) . . ?
C14 C13 C18 118.4(6) . . ?
C18 C13 C11 121.3(6) . . ?
C13 C14 H14 120.6 . . ?
C13 C14 C15 118.8(7) . . ?
C15 C14 H14 120.6 . . ?
N16 C15 C14 126.3(7) . . ?
N16 C15 H15 116.8 . . ?
C14 C15 H15 116.8 . . ?
N16 C17 C18 123.7(6) . . ?
N16 C17 C24 117.9(6) . . ?
C24 C17 C18 118.4(7) . . ?
C17 C18 C13 116.9(6) . . ?
C19 C18 C13 124.2(6) . . ?
C19 C18 C17 118.8(6) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 121.0(6) . . ?
C20 C19 H19 119.5 . . ?
O21 C20 C23 113.2(7) . . ?
C19 C20 O21 126.3(7) . . ?
C19 C20 C23 120.5(7) . . ?
O21 C22 H22A 109.5 . . ?
O21 C22 H22B 109.5 . . ?
O21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23 120.4 . . ?
C24 C23 C20 119.2(7) . . ?
C24 C23 H23 120.4 . . ?
C17 C24 H24 119.0 . . ?
C23 C24 C17 121.9(7) . . ?
C23 C24 H24 119.0 . . ?
O25 C27 C27 116.6(5) . 2_656 ?
O26 C27 O25 126.0(6) . . ?
O26 C27 C27 117.3(5) . 2_656 ?
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
O12 H12 0.8200 . ?
O12 C11 1.396(8) . ?
O21 C20 1.368(9) . ?
O21 C22 1.396(11) . ?
N1 H1 1.00(8) . ?
N1 C2 1.483(9) . ?
N1 C6 1.501(8) . ?
N1 C10 1.492(9) . ?
N16 C15 1.290(10) . ?
N16 C17 1.370(10) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.553(11) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.534(10) . ?
C4 H4 0.9800 . ?
C4 C5 1.536(9) . ?
C4 C9 1.529(10) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.539(8) . ?
C6 H6 0.9800 . ?
C6 C11 1.567(9) . ?
C7 H7 0.9300 . ?
C7 C8 1.267(12) . ?
C7 C9 1.498(11) . ?
C8 H8A 0.9300 . ?
C8 H8B 0.9300 . ?
C9 H9 0.9800 . ?
C9 C10 1.545(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11 0.9800 . ?
C11 C13 1.506(8) . ?
C13 C14 1.353(9) . ?
C13 C18 1.437(10) . ?
C14 H14 0.9300 . ?
C14 C15 1.412(10) . ?
C15 H15 0.9300 . ?
C17 C18 1.417(9) . ?
C17 C24 1.402(11) . ?
C18 C19 1.402(10) . ?
C19 H19 0.9300 . ?
C19 C20 1.358(10) . ?
C20 C23 1.410(10) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23 0.9300 . ?
C23 C24 1.357(12) . ?
C24 H24 0.9300 . ?
O25 C27 1.233(9) . ?
O26 C27 1.211(9) . ?
C27 C27 1.556(13) 2_656 ?
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
O12 C11 C13 C14 -21.7(7) . . . . ?
O12 C11 C13 C18 161.1(5) . . . . ?
O21 C20 C23 C24 -176.8(7) . . . . ?
N1 C2 C3 C4 3.2(9) . . . . ?
N1 C6 C11 O12 -78.0(7) . . . . ?
N1 C6 C11 C13 162.0(5) . . . . ?
N16 C17 C18 C13 2.9(9) . . . . ?
N16 C17 C18 C19 -177.9(6) . . . . ?
N16 C17 C24 C23 178.6(6) . . . . ?
C2 N1 C6 C5 -57.2(7) . . . . ?
C2 N1 C6 C11 68.2(7) . . . . ?
C2 N1 C10 C9 60.1(7) . . . . ?
C2 C3 C4 C5 -61.2(8) . . . . ?
C2 C3 C4 C9 59.2(7) . . . . ?
C3 C4 C5 C6 61.7(8) . . . . ?
C3 C4 C9 C7 173.1(6) . . . . ?
C3 C4 C9 C10 -62.8(7) . . . . ?
C4 C5 C6 N1 -3.2(7) . . . . ?
C4 C5 C6 C11 -128.6(6) . . . . ?
C4 C9 C10 N1 3.0(7) . . . . ?
C5 C4 C9 C7 -66.7(7) . . . . ?
C5 C4 C9 C10 57.4(7) . . . . ?
C5 C6 C11 O12 45.0(7) . . . . ?
C5 C6 C11 C13 -75.0(6) . . . . ?
C6 N1 C2 C3 57.5(8) . . . . ?
C6 N1 C10 C9 -64.9(7) . . . . ?
C6 C11 C13 C14 99.5(7) . . . . ?
C6 C11 C13 C18 -77.6(6) . . . . ?
C7 C9 C10 N1 127.8(7) . . . . ?
C8 C7 C9 C4 -109.8(12) . . . . ?
C8 C7 C9 C10 128.2(12) . . . . ?
C9 C4 C5 C6 -57.8(7) . . . . ?
C10 N1 C2 C3 -63.7(7) . . . . ?
C10 N1 C6 C5 64.5(7) . . . . ?
C10 N1 C6 C11 -170.1(5) . . . . ?
C11 C13 C14 C15 -175.0(6) . . . . ?
C11 C13 C18 C17 173.0(5) . . . . ?
C11 C13 C18 C19 -6.2(9) . . . . ?
C13 C14 C15 N16 1.5(10) . . . . ?
C13 C18 C19 C20 178.9(6) . . . . ?
C14 C13 C18 C17 -4.1(8) . . . . ?
C14 C13 C18 C19 176.7(6) . . . . ?
C15 N16 C17 C18 0.5(9) . . . . ?
C15 N16 C17 C24 179.6(6) . . . . ?
C17 N16 C15 C14 -2.8(10) . . . . ?
C17 C18 C19 C20 -0.3(9) . . . . ?
C18 C13 C14 C15 2.2(9) . . . . ?
C18 C17 C24 C23 -2.2(10) . . . . ?
C18 C19 C20 O21 177.7(7) . . . . ?
C18 C19 C20 C23 -3.3(10) . . . . ?
C19 C20 C23 C24 4.1(10) . . . . ?
C20 C23 C24 C17 -1.3(11) . . . . ?
C22 O21 C20 C19 -1.2(11) . . . . ?
C22 O21 C20 C23 179.7(7) . . . . ?
C24 C17 C18 C13 -176.2(6) . . . . ?
C24 C17 C18 C19 3.0(9) . . . . ?
