#------------------------------------------------------------------------------
#$Date: 2024-07-05 04:37:37 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292750 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/00/7160026.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_7160026
loop_
_publ_author_name
'Mandal, Arnab'
'Singh, Satyajit'
'Arora, Arisha'
'Nambiar, Sujisha S.'
'Ghosh, Siddhartha S.'
'Khan, Abu Taleb'
_publ_section_title
;
 L-Proline-catalysed synthesis of chromeno[2,3-b]chromene from
 4-hydroxy-2H-chromene-2-thione and an anti-proliferative study.
;
_journal_issue                   26
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              5333
_journal_page_last               5345
_journal_paper_doi               10.1039/d4ob00509k
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C25 H21 Cl O4'
_chemical_formula_sum            'C25 H21 Cl O4'
_chemical_formula_weight         420.895
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_audit_creation_date             2023-07-24
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-07-24 deposited with the CCDC.	2024-05-28 downloaded from the CCDC.
;
_cell_angle_alpha                103.780(3)
_cell_angle_beta                 93.986(3)
_cell_angle_gamma                114.062(2)
_cell_formula_units_Z            2
_cell_length_a                   9.3610(7)
_cell_length_b                   11.2049(8)
_cell_length_c                   11.6661(9)
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.42
_cell_measurement_theta_min      2.34
_cell_volume                     1065.83(14)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298.00
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 0.9990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 1.0000
_diffrn_reflns_Laue_measured_fraction_max 0.9990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            25693
_diffrn_reflns_point_group_measured_fraction_full 1.0000
_diffrn_reflns_point_group_measured_fraction_max 0.9990
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         25.67
_diffrn_reflns_theta_min         1.83
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.4826
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1628 before and 0.0887 after correction.
The Ratio of minimum to maximum transmission is 0.6475.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_description       block
_exptl_crystal_F_000             440.564
_refine_diff_density_max         0.3483
_refine_diff_density_min         -0.3683
_refine_diff_density_rms         0.0950
_refine_ls_d_res_high            0.8204
_refine_ls_d_res_low             11.1285
_refine_ls_goodness_of_fit_ref   1.0368
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    34
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4038
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0368
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0573
_refine_ls_shift/su_max          -0.0006
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1016P)²+0.1277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1590
_refine_ls_wR_factor_ref         0.1692
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                2954
_reflns_number_total             4038
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4ob00509k2.cif
_cod_data_source_block           ATKAM39_0m_a
_cod_database_code               7160026
_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
2.a Ternary CH refined with riding coordinates:
 C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21a,H21b), C24(H24a,H24b)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C10(H10), C12(H12), C13(H13), C14(H14), C15(H15)
2.d Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C23(H23a,H23b,H23c), C25(H25a,H25b,H25c)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -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_refinement_flags_posn
Cl1 Cl -0.35288(8) 0.18836(9) 0.10528(6) 0.1069(3) Uani 1.000000 .
O1 O 0.20996(16) 0.47933(13) 0.48876(11) 0.0582(4) Uani 1.000000 .
O2 O 0.45020(17) 0.63031(13) 0.57337(12) 0.0608(4) Uani 1.000000 .
O3 O 0.7528(2) 1.03375(18) 0.47689(16) 0.1031(6) Uani 1.000000 .
O4 O 0.18881(18) 0.65250(16) 0.22192(13) 0.0746(5) Uani 1.000000 .
C1 C 0.7746(4) 0.6092(4) -0.0114(3) 0.1198(11) Uani 1.000000 .
H1a H 0.8855(8) 0.637(2) 0.0164(6) 0.1797(17) Uiso 1.000000 GR
H1b H 0.721(2) 0.5115(4) -0.0442(16) 0.1797(17) Uiso 1.000000 GR
H1c H 0.764(3) 0.651(2) -0.0723(11) 0.1797(17) Uiso 1.000000 GR
C2 C 0.7018(3) 0.6540(3) 0.0930(2) 0.0774(7) Uani 1.000000 .
C3 C 0.7013(4) 0.6086(3) 0.1920(3) 0.1050(10) Uani 1.000000 .
H3 H 0.7473(4) 0.5496(3) 0.1950(3) 0.1260(12) Uiso 1.000000 R
C4 C 0.6352(4) 0.6471(3) 0.2871(2) 0.0880(8) Uani 1.000000 .
H4 H 0.6372(4) 0.6138(3) 0.3527(2) 0.1057(10) Uiso 1.000000 R
C5 C 0.5664(2) 0.73392(19) 0.28659(16) 0.0532(5) Uani 1.000000 .
C6 C 0.4879(2) 0.77248(19) 0.39091(16) 0.0532(5) Uani 1.000000 .
H6 H 0.4600(2) 0.84505(19) 0.38047(16) 0.0639(6) Uiso 1.000000 R
C7 C 0.3386(2) 0.65201(19) 0.39236(16) 0.0517(5) Uani 1.000000 .
C8 C 0.1983(2) 0.5975(2) 0.29884(17) 0.0556(5) Uani 1.000000 .
C9 C 0.0674(2) 0.4692(2) 0.30334(17) 0.0541(5) Uani 1.000000 .
C10 C -0.0679(2) 0.3973(2) 0.21224(19) 0.0630(5) Uani 1.000000 .
H10 H -0.0764(2) 0.4292(2) 0.14663(19) 0.0756(7) Uiso 1.000000 R
C11 C -0.1876(3) 0.2795(2) 0.2203(2) 0.0694(6) Uani 1.000000 .
C12 C -0.1788(3) 0.2304(2) 0.3183(2) 0.0708(6) Uani 1.000000 .
H12 H -0.2624(3) 0.1513(2) 0.3231(2) 0.0850(7) Uiso 1.000000 R
C13 C 0.6334(3) 0.7401(3) 0.0933(2) 0.0791(7) Uani 1.000000 .
H13 H 0.6313(3) 0.7728(3) 0.0274(2) 0.0950(8) Uiso 1.000000 R
C14 C 0.5666(3) 0.7807(2) 0.18830(19) 0.0684(6) Uani 1.000000 .
H14 H 0.5215(3) 0.8403(2) 0.18537(19) 0.0820(7) Uiso 1.000000 R
C15 C -0.0459(3) 0.2994(2) 0.40775(19) 0.0648(6) Uani 1.000000 .
H15 H -0.0386(3) 0.2679(2) 0.47377(19) 0.0777(7) Uiso 1.000000 R
C16 C 0.0768(2) 0.4165(2) 0.39826(17) 0.0544(5) Uani 1.000000 .
C17 C 0.3327(2) 0.59033(19) 0.47874(16) 0.0526(5) Uani 1.000000 .
C18 C 0.5813(2) 0.75480(19) 0.58969(17) 0.0536(5) Uani 1.000000 .
C19 C 0.6009(2) 0.82496(19) 0.50948(16) 0.0557(5) Uani 1.000000 .
C20 C 0.7427(3) 0.9570(2) 0.5373(2) 0.0731(6) Uani 1.000000 .
C21 C 0.8721(3) 0.9889(3) 0.6399(2) 0.0853(7) Uani 1.000000 .
H21a H 0.9372(3) 0.9435(3) 0.6117(2) 0.1024(9) Uiso 1.000000 R
H21b H 0.9398(3) 1.0866(3) 0.6661(2) 0.1024(9) Uiso 1.000000 R
C22 C 0.8079(3) 0.9447(2) 0.74624(18) 0.0683(6) Uani 1.000000 .
C23 C 0.7219(4) 1.0280(3) 0.8012(2) 0.0987(9) Uani 1.000000 .
H23a H 0.6304(15) 1.0080(17) 0.7441(8) 0.1480(14) Uiso 1.000000 GR
H23b H 0.688(2) 1.0046(17) 0.8721(11) 0.1480(14) Uiso 1.000000 GR
H23c H 0.7928(9) 1.1236(3) 0.8222(18) 0.1480(14) Uiso 1.000000 GR
C24 C 0.6918(3) 0.7936(2) 0.70383(17) 0.0626(5) Uani 1.000000 .
H24a H 0.6301(3) 0.7714(2) 0.76559(17) 0.0751(6) Uiso 1.000000 R
H24b H 0.7518(3) 0.7400(2) 0.69307(17) 0.0751(6) Uiso 1.000000 R
C25 C 0.9448(4) 0.9670(3) 0.8412(3) 0.1105(10) Uani 1.000000 .
H25a H 0.9030(5) 0.938(2) 0.9077(10) 0.1658(15) Uiso 1.000000 GR
H25b H 0.9993(19) 0.915(2) 0.8067(7) 0.1658(15) Uiso 1.000000 GR
H25c H 1.0178(16) 1.0623(5) 0.8687(16) 0.1658(15) Uiso 1.000000 GR
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C17 O1 C16 117.43(14) . . ?
C18 O2 C17 116.56(14) . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 109.5 . . ?
C2 C1 H1a 109.5 . . ?
C2 C1 H1b 109.5 . . ?
C2 C1 H1c 109.5 . . ?
C3 C2 C1 121.3(3) . . ?
C13 C2 C1 122.3(2) . . ?
C13 C2 C3 116.5(2) . . ?
H3 C3 C2 118.86(14) . . ?
C4 C3 C2 122.3(2) . . ?
C4 C3 H3 118.86(14) . . ?
H4 C4 C3 119.58(14) . . ?
C5 C4 C3 120.8(2) . . ?
C5 C4 H4 119.58(12) . . ?
C6 C5 C4 120.54(16) . . ?
C14 C5 C4 117.54(18) . . ?
C14 C5 C6 121.90(17) . . ?
H6 C6 C5 108.57(9) . . ?
C7 C6 C5 110.79(15) . . ?
C7 C6 H6 108.57(9) . . ?
C19 C6 C5 110.78(15) . . ?
C19 C6 H6 108.57(10) . . ?
C19 C6 C7 109.48(14) . . ?
C8 C7 C6 120.81(15) . . ?
C17 C7 C6 120.64(17) . . ?
C17 C7 C8 118.54(17) . . ?
C7 C8 O4 123.02(18) . . ?
C9 C8 O4 122.16(18) . . ?
C9 C8 C7 114.82(15) . . ?
C10 C9 C8 121.24(17) . . ?
C16 C9 C8 120.39(18) . . ?
C16 C9 C10 118.36(19) . . ?
H10 C10 C9 120.25(12) . . ?
C11 C10 C9 119.5(2) . . ?
C11 C10 H10 120.25(13) . . ?
C10 C11 Cl1 119.33(18) . . ?
C12 C11 Cl1 119.24(18) . . ?
C12 C11 C10 121.4(2) . . ?
H12 C12 C11 120.20(13) . . ?
C15 C12 C11 119.6(2) . . ?
C15 C12 H12 120.20(13) . . ?
H13 C13 C2 118.86(13) . . ?
C14 C13 C2 122.3(2) . . ?
C14 C13 H13 118.86(13) . . ?
C13 C14 C5 120.6(2) . . ?
H14 C14 C5 119.69(12) . . ?
H14 C14 C13 119.69(13) . . ?
H15 C15 C12 120.48(13) . . ?
C16 C15 C12 119.0(2) . . ?
C16 C15 H15 120.48(13) . . ?
C9 C16 O1 121.39(17) . . ?
C15 C16 O1 116.62(17) . . ?
C15 C16 C9 121.99(19) . . ?
O2 C17 O1 107.01(14) . . ?
C7 C17 O1 127.08(18) . . ?
C7 C17 O2 125.91(17) . . ?
C19 C18 O2 122.52(18) . . ?
C24 C18 O2 110.86(16) . . ?
C24 C18 C19 126.60(19) . . ?
C18 C19 C6 122.99(18) . . ?
C20 C19 C6 119.16(16) . . ?
C20 C19 C18 117.81(19) . . ?
C19 C20 O3 119.9(2) . . ?
C21 C20 O3 122.8(2) . . ?
C21 C20 C19 117.3(2) . . ?
H21a C21 C20 108.98(14) . . ?
H21b C21 C20 108.98(13) . . ?
H21b C21 H21a 107.8 . . ?
C22 C21 C20 113.01(19) . . ?
C22 C21 H21a 108.98(14) . . ?
C22 C21 H21b 108.98(13) . . ?
C23 C22 C21 109.7(2) . . ?
C24 C22 C21 109.19(17) . . ?
C24 C22 C23 109.50(19) . . ?
C25 C22 C21 110.0(2) . . ?
C25 C22 C23 109.3(2) . . ?
C25 C22 C24 109.1(2) . . ?
H23a C23 C22 109.5 . . ?
H23b C23 C22 109.5 . . ?
H23b C23 H23a 109.5 . . ?
H23c C23 C22 109.5 . . ?
H23c C23 H23a 109.5 . . ?
H23c C23 H23b 109.5 . . ?
C22 C24 C18 113.15(17) . . ?
H24a C24 C18 108.95(11) . . ?
H24a C24 C22 108.95(11) . . ?
H24b C24 C18 108.95(10) . . ?
H24b C24 C22 108.95(12) . . ?
H24b C24 H24a 107.8 . . ?
H25a C25 C22 109.5 . . ?
H25b C25 C22 109.5 . . ?
H25b C25 H25a 109.5 . . ?
H25c C25 C22 109.5 . . ?
H25c C25 H25a 109.5 . . ?
H25c C25 H25b 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
Cl1 C11 1.734(2) . ?
O1 C16 1.382(2) . ?
O1 C17 1.343(2) . ?
O2 C17 1.350(2) . ?
O2 C18 1.390(2) . ?
O3 C20 1.216(3) . ?
O4 C8 1.221(2) . ?
C1 H1a 0.9600 . ?
C1 H1b 0.9600 . ?
C1 H1c 0.9600 . ?
C1 C2 1.517(3) . ?
C2 C3 1.368(4) . ?
C2 C13 1.357(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.369(3) . ?
C5 C6 1.530(2) . ?
C5 C14 1.369(3) . ?
C6 H6 0.9800 . ?
C6 C7 1.501(3) . ?
C6 C19 1.510(3) . ?
C7 C8 1.455(3) . ?
C7 C17 1.343(2) . ?
C8 C9 1.476(3) . ?
C9 C10 1.398(3) . ?
C9 C16 1.387(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.369(3) . ?
C11 C12 1.393(3) . ?
C12 H12 0.9300 . ?
C12 C15 1.373(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.383(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.382(3) . ?
C18 C19 1.336(3) . ?
C18 C24 1.483(3) . ?
C19 C20 1.471(3) . ?
C20 C21 1.506(3) . ?
C21 H21a 0.9700 . ?
C21 H21b 0.9700 . ?
C21 C22 1.516(3) . ?
C22 C23 1.526(3) . ?
C22 C24 1.523(3) . ?
C22 C25 1.530(3) . ?
C23 H23a 0.9600 . ?
C23 H23b 0.9600 . ?
C23 H23c 0.9600 . ?
C24 H24a 0.9700 . ?
C24 H24b 0.9700 . ?
C25 H25a 0.9600 . ?
C25 H25b 0.9600 . ?
C25 H25c 0.9600 . ?
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
Cl1 C11 C10 C9 -178.40(15) . . . . ?
Cl1 C11 C12 C15 177.76(16) . . . . ?
O1 C16 C9 C8 -2.05(19) . . . . ?
O1 C16 C9 C10 177.28(17) . . . . ?
O1 C16 C15 C12 -177.88(17) . . . . ?
O1 C17 O2 C18 -171.58(13) . . . . ?
O1 C17 C7 C6 -177.39(17) . . . . ?
O1 C17 C7 C8 1.2(2) . . . . ?
O2 C17 C7 C6 3.5(2) . . . . ?
O2 C17 C7 C8 -177.91(18) . . . . ?
O2 C18 C19 C6 -3.5(2) . . . . ?
O2 C18 C19 C20 178.79(18) . . . . ?
O2 C18 C24 C22 -162.03(15) . . . . ?
O3 C20 C19 C6 13.7(3) . . . . ?
O3 C20 C19 C18 -168.5(2) . . . . ?
O3 C20 C21 C22 141.3(3) . . . . ?
O4 C8 C7 C6 -6.8(2) . . . . ?
O4 C8 C7 C17 174.60(19) . . . . ?
O4 C8 C9 C10 6.5(2) . . . . ?
O4 C8 C9 C16 -174.16(18) . . . . ?
C1 C2 C3 C4 -179.6(3) . . . . ?
C1 C2 C13 C14 179.8(3) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C2 C13 C14 C5 -0.4(3) . . . . ?
C3 C4 C5 C6 177.9(3) . . . . ?
C3 C4 C5 C14 -0.2(4) . . . . ?
C4 C5 C6 C7 -69.1(2) . . . . ?
C4 C5 C6 C19 52.6(2) . . . . ?
C4 C5 C14 C13 0.4(3) . . . . ?
C5 C6 C7 C8 -69.07(16) . . . . ?
C5 C6 C7 C17 109.50(16) . . . . ?
C5 C6 C19 C18 -109.35(16) . . . . ?
C5 C6 C19 C20 68.35(18) . . . . ?
C6 C7 C8 C9 172.88(16) . . . . ?
C6 C19 C18 C24 175.26(17) . . . . ?
C6 C19 C20 C21 -164.93(19) . . . . ?
C7 C8 C9 C10 -173.15(15) . . . . ?
C7 C8 C9 C16 6.16(18) . . . . ?
C8 C9 C10 C11 -179.25(18) . . . . ?
C8 C9 C16 C15 177.57(17) . . . . ?
C9 C10 C11 C12 0.8(2) . . . . ?
C9 C16 C15 C12 2.5(2) . . . . ?
C10 C11 C12 C15 -1.4(2) . . . . ?
C11 C12 C15 C16 -0.2(2) . . . . ?
C18 C19 C20 C21 12.9(2) . . . . ?
C18 C24 C22 C21 -43.5(2) . . . . ?
C18 C24 C22 C23 76.6(2) . . . . ?
C18 C24 C22 C25 -163.8(2) . . . . ?
C19 C20 C21 C22 -40.1(2) . . . . ?
C20 C21 C22 C23 -65.5(2) . . . . ?
C20 C21 C22 C24 54.5(2) . . . . ?
C20 C21 C22 C25 174.2(2) . . . . ?
