#------------------------------------------------------------------------------
#$Date: 2023-07-20 03:26:06 +0200 (Thu 20 de Jul de 2023) $
#$Revision: 285293 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/70/7247067.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_7247067
loop_
_publ_author_name
'Zamisa, Sizwe J.'
'Adeleke, Adesola A.'
'Devnarain, Nikita'
'Rhman, Mahasin Abdel'
'Owira, Peter M. O.'
'Omondi, Bernard'
_publ_section_title
;
 The link between relative stability constant of DNA- and
 BSA-chromenopyrimidine complexes and cytotoxicity towards human breast
 cancer cells (MCF-7)
;
_journal_issue                   32
_journal_name_full               'RSC Advances'
_journal_page_first              21820
_journal_page_last               21837
_journal_paper_doi               10.1039/D3RA01741A
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C25 H21 F2 N3 O2'
_chemical_formula_sum            'C25 H21 F2 N3 O2'
_chemical_formula_weight         433.45
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2023-04-12
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-04-12 deposited with the CCDC.	2023-07-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.5060(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.1368(3)
_cell_length_b                   7.3737(2)
_cell_length_c                   22.1506(5)
_cell_measurement_reflns_used    9826
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.44
_cell_measurement_theta_min      2.40
_cell_volume                     1976.20(9)
_computing_cell_refinement       'SAINT-plus (Bruker, 2008)'
_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_data_reduction        'SAINT-Plus and XPREP (Bruker, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_unetI/netI     0.0101
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            32619
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.456
_diffrn_reflns_theta_min         1.683
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2012)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Methanol'
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.374
_exptl_crystal_size_min          0.324
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4921
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0394
_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)+(0.0572P)²+1.0093P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1056
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4579
_reflns_number_total             4921
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ra01741a2.cif
_cod_data_source_block           3c
_cod_database_code               7247067
_shelx_shelxl_version_number     2019/3
_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   0.966
_shelx_estimated_absorpt_t_min   0.960
_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. Restrained distances
 N3-H3
 0.88 with sigma of 0.001
3.a Ternary CH refined with riding coordinates:
 C6(H6)
3.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C2(H2A,H2B)
3.c Me refined with riding coordinates:
 C13(H13A,H13B,H13C), C12(H12A,H12B,H12C)
3.d Aromatic/amide H refined with riding coordinates:
 C21(H21), C22(H22), C19(H19), C18(H18), C17(H17), C16(H16), C9(H9), C25(H25),
 C24(H24)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
O1 O 0.10662(7) 0.18365(11) 1.10857(4) 0.01995(17) Uani 1 1 d . . . . .
F1 F 0.36052(5) -0.18073(8) 1.04420(3) 0.01741(15) Uani 1 1 d . . . . .
C13 C 0.21971(9) -0.31812(16) 1.17031(5) 0.0184(2) Uani 1 1 d . . . . .
H13A H 0.260227 -0.250034 1.141168 0.028 Uiso 1 1 calc R U . . .
H13B H 0.239024 -0.271514 1.211209 0.028 Uiso 1 1 calc R U . . .
H13C H 0.239521 -0.446764 1.168613 0.028 Uiso 1 1 calc R U . . .
C3 C 0.09480(8) -0.29625(14) 1.15453(4) 0.01333(19) Uani 1 1 d . . . . .
C11 C 0.06181(8) -0.09534(14) 1.15567(5) 0.0152(2) Uani 1 1 d . . . . .
H11A H -0.019708 -0.087732 1.155067 0.018 Uiso 1 1 calc R U . . .
H11B H 0.092789 -0.041954 1.194354 0.018 Uiso 1 1 calc R U . . .
C4 C 0.09919(8) 0.01875(14) 1.10405(4) 0.01336(19) Uani 1 1 d . . . . .
C5 C 0.12526(8) -0.07373(14) 1.04808(4) 0.01172(19) Uani 1 1 d . . . . .
C6 C 0.17749(8) 0.03642(13) 1.00018(4) 0.01108(18) Uani 1 1 d . . . . .
H6 H 0.127262 0.140202 0.988431 0.013 Uiso 1 1 calc R U . . .
C7 C 0.18831(8) -0.08020(14) 0.94457(4) 0.01178(19) Uani 1 1 d . . . . .
C8 C 0.22591(8) -0.01425(14) 0.88974(4) 0.01244(19) Uani 1 1 d . . . . .
N3 N 0.25021(8) 0.16539(12) 0.88369(4) 0.01449(18) Uani 1 1 d D . . . .
C20 C 0.30482(8) 0.24405(14) 0.83541(4) 0.01275(19) Uani 1 1 d . . . . .
C21 C 0.39797(9) 0.34986(14) 0.85040(5) 0.0159(2) Uani 1 1 d . . . . .
H21 H 0.425321 0.361528 0.891588 0.019 Uiso 1 1 calc R U . . .
C22 C 0.45128(9) 0.43854(16) 0.80563(5) 0.0201(2) Uani 1 1 d . . . . .
H22 H 0.514615 0.511510 0.815610 0.024 Uiso 1 1 calc R U . . .
C23 C 0.40962(10) 0.41760(16) 0.74627(5) 0.0208(2) Uani 1 1 d . . . . .
F2 F 0.46055(7) 0.50437(12) 0.70245(3) 0.0345(2) Uani 1 1 d . . . . .
C12 C 0.03128(9) -0.40237(15) 1.19994(5) 0.0175(2) Uani 1 1 d . . . . .
H12A H 0.052549 -0.530503 1.199079 0.026 Uiso 1 1 calc R U . . .
H12B H 0.048875 -0.353550 1.240703 0.026 Uiso 1 1 calc R U . . .
H12C H -0.048278 -0.391056 1.189112 0.026 Uiso 1 1 calc R U . . .
C2 C 0.06290(8) -0.36991(14) 1.09057(5) 0.0140(2) Uani 1 1 d . . . . .
H2A H 0.092245 -0.494470 1.087203 0.017 Uiso 1 1 calc R U . . .
H2B H -0.018623 -0.375872 1.083818 0.017 Uiso 1 1 calc R U . . .
C1 C 0.10726(8) -0.25306(14) 1.04315(4) 0.01217(19) Uani 1 1 d . . . . .
C14 C 0.28875(8) 0.11352(14) 1.02505(4) 0.01161(19) Uani 1 1 d . . . . .
C19 C 0.30792(8) 0.30006(14) 1.02765(5) 0.0149(2) Uani 1 1 d . . . . .
H19 H 0.250331 0.381056 1.014090 0.018 Uiso 1 1 calc R U . . .
C18 C 0.40988(9) 0.36978(15) 1.04975(5) 0.0186(2) Uani 1 1 d . . . . .
H18 H 0.421862 0.497109 1.050433 0.022 Uiso 1 1 calc R U . . .
C17 C 0.49412(9) 0.25259(16) 1.07082(5) 0.0186(2) Uani 1 1 d . . . . .
H17 H 0.563596 0.299974 1.086088 0.022 Uiso 1 1 calc R U . . .
C16 C 0.47685(8) 0.06696(15) 1.06958(5) 0.0160(2) Uani 1 1 d . . . . .
H16 H 0.533570 -0.014070 1.084344 0.019 Uiso 1 1 calc R U . . .
C15 C 0.37543(8) 0.00202(14) 1.04642(4) 0.01303(19) Uani 1 1 d . . . . .
C10 C 0.16707(8) -0.26412(14) 0.94437(4) 0.01248(19) Uani 1 1 d . . . . .
O2 O 0.12902(6) -0.35243(10) 0.99314(3) 0.01409(16) Uani 1 1 d . . . . .
N1 N 0.18100(7) -0.37833(12) 0.89880(4) 0.01487(18) Uani 1 1 d . . . . .
C9 C 0.21555(8) -0.29807(14) 0.84970(5) 0.0150(2) Uani 1 1 d . . . . .
H9 H 0.225103 -0.375051 0.816118 0.018 Uiso 1 1 calc R U . . .
N2 N 0.23826(7) -0.12332(13) 0.84199(4) 0.01461(18) Uani 1 1 d . . . . .
C25 C 0.26472(9) 0.22499(15) 0.77508(5) 0.0159(2) Uani 1 1 d . . . . .
H25 H 0.201215 0.152665 0.764836 0.019 Uiso 1 1 calc R U . . .
C24 C 0.31802(10) 0.31228(15) 0.72985(5) 0.0192(2) Uani 1 1 d . . . . .
H24 H 0.291897 0.299643 0.688505 0.023 Uiso 1 1 calc R U . . .
H3 H 0.2504(13) 0.2308(18) 0.9169(4) 0.026(4) Uiso 1 1 d 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'
F F 0.0171 0.0103 '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
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C3 C13 H13A 109.5 . . ?
C3 C13 H13B 109.5 . . ?
C3 C13 H13C 109.5 . . ?
C13 C3 C2 110.16(8) . . ?
C11 C3 C13 110.57(9) . . ?
C11 C3 C2 107.99(8) . . ?
C12 C3 C13 109.62(8) . . ?
C12 C3 C11 109.71(8) . . ?
C12 C3 C2 108.76(8) . . ?
C3 C11 H11A 108.4 . . ?
C3 C11 H11B 108.4 . . ?
H11A C11 H11B 107.5 . . ?
C4 C11 C3 115.39(8) . . ?
C4 C11 H11A 108.4 . . ?
C4 C11 H11B 108.4 . . ?
O1 C4 C11 120.94(9) . . ?
O1 C4 C5 120.70(9) . . ?
C5 C4 C11 118.35(9) . . ?
C4 C5 C6 118.13(9) . . ?
C1 C5 C4 118.71(9) . . ?
C1 C5 C6 123.06(9) . . ?
C5 C6 H6 108.2 . . ?
C5 C6 C7 109.44(8) . . ?
C5 C6 C14 110.72(8) . . ?
C7 C6 H6 108.2 . . ?
C7 C6 C14 111.93(8) . . ?
C14 C6 H6 108.2 . . ?
C8 C7 C6 123.78(9) . . ?
C10 C7 C6 122.11(9) . . ?
C10 C7 C8 114.03(9) . . ?
N3 C8 C7 120.24(9) . . ?
N2 C8 C7 122.11(9) . . ?
N2 C8 N3 117.65(9) . . ?
C8 N3 C20 125.81(9) . . ?
C8 N3 H3 115.8(10) . . ?
C20 N3 H3 115.7(11) . . ?
C21 C20 N3 117.78(9) . . ?
C21 C20 C25 120.09(9) . . ?
C25 C20 N3 122.05(9) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.57(10) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 120.9 . . ?
C23 C22 C21 118.11(10) . . ?
C23 C22 H22 120.9 . . ?
C22 C23 C24 122.74(10) . . ?
F2 C23 C22 118.51(10) . . ?
F2 C23 C24 118.75(10) . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
C1 C2 C3 111.47(8) . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
C5 C1 C2 125.24(9) . . ?
C5 C1 O2 123.45(9) . . ?
O2 C1 C2 111.31(8) . . ?
C19 C14 C6 121.44(9) . . ?
C15 C14 C6 121.81(9) . . ?
C15 C14 C19 116.75(9) . . ?
C14 C19 H19 119.4 . . ?
C18 C19 C14 121.27(10) . . ?
C18 C19 H19 119.4 . . ?
C19 C18 H18 120.1 . . ?
C17 C18 C19 119.86(10) . . ?
C17 C18 H18 120.1 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 C18 120.08(10) . . ?
C16 C17 H17 120.0 . . ?
C17 C16 H16 120.7 . . ?
C15 C16 C17 118.63(10) . . ?
C15 C16 H16 120.7 . . ?
F1 C15 C14 118.63(9) . . ?
F1 C15 C16 117.97(9) . . ?
C16 C15 C14 123.40(10) . . ?
O2 C10 C7 122.56(9) . . ?
N1 C10 C7 125.96(9) . . ?
N1 C10 O2 111.48(9) . . ?
C1 O2 C10 118.73(8) . . ?
C9 N1 C10 113.76(9) . . ?
N1 C9 H9 116.0 . . ?
N2 C9 N1 127.96(10) . . ?
N2 C9 H9 116.0 . . ?
C9 N2 C8 116.13(9) . . ?
C20 C25 H25 120.1 . . ?
C24 C25 C20 119.77(10) . . ?
C24 C25 H25 120.1 . . ?
C23 C24 C25 118.71(10) . . ?
C23 C24 H24 120.6 . . ?
C25 C24 H24 120.6 . . ?
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
O1 C4 1.2228(13) . ?
F1 C15 1.3600(12) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 C3 1.5374(14) . ?
C3 C11 1.5353(14) . ?
C3 C12 1.5297(14) . ?
C3 C2 1.5381(14) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C4 1.5174(14) . ?
C4 C5 1.4710(13) . ?
C5 C6 1.5142(13) . ?
C5 C1 1.3433(14) . ?
C6 H6 1.0000 . ?
C6 C7 1.5164(13) . ?
C6 C14 1.5275(13) . ?
C7 C8 1.4166(13) . ?
C7 C10 1.3804(14) . ?
C8 N3 1.3659(13) . ?
C8 N2 1.3463(13) . ?
N3 C20 1.4250(12) . ?
N3 H3 0.8800(10) . ?
C20 C21 1.3921(14) . ?
C20 C25 1.3929(14) . ?
C21 H21 0.9500 . ?
C21 C22 1.3893(15) . ?
C22 H22 0.9500 . ?
C22 C23 1.3799(16) . ?
C23 F2 1.3520(12) . ?
C23 C24 1.3812(16) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.4913(13) . ?
C1 O2 1.3711(12) . ?
C14 C19 1.3955(14) . ?
C14 C15 1.3888(14) . ?
C19 H19 0.9500 . ?
C19 C18 1.3928(15) . ?
C18 H18 0.9500 . ?
C18 C17 1.3910(16) . ?
C17 H17 0.9500 . ?
C17 C16 1.3848(16) . ?
C16 H16 0.9500 . ?
C16 C15 1.3814(14) . ?
C10 O2 1.3720(12) . ?
C10 N1 1.3354(13) . ?
N1 C9 1.3345(13) . ?
C9 H9 0.9500 . ?
C9 N2 1.3315(14) . ?
C25 H25 0.9500 . ?
C25 C24 1.3922(15) . ?
C24 H24 0.9500 . ?
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 C4 C5 C6 8.95(14) . . . . ?
O1 C4 C5 C1 -174.56(10) . . . . ?
C13 C3 C11 C4 71.45(11) . . . . ?
C13 C3 C2 C1 -69.25(11) . . . . ?
C3 C11 C4 O1 -158.86(10) . . . . ?
C3 C11 C4 C5 21.74(13) . . . . ?
C3 C2 C1 C5 -29.56(14) . . . . ?
C3 C2 C1 O2 149.82(8) . . . . ?
C11 C3 C2 C1 51.59(11) . . . . ?
C11 C4 C5 C6 -171.66(8) . . . . ?
C11 C4 C5 C1 4.84(13) . . . . ?
C4 C5 C6 C7 -175.22(8) . . . . ?
C4 C5 C6 C14 60.93(11) . . . . ?
C4 C5 C1 C2 -0.45(15) . . . . ?
C4 C5 C1 O2 -179.76(8) . . . . ?
C5 C6 C7 C8 174.83(9) . . . . ?
C5 C6 C7 C10 -8.47(13) . . . . ?
C5 C6 C14 C19 -119.49(10) . . . . ?
C5 C6 C14 C15 60.18(12) . . . . ?
C5 C1 O2 C10 -2.68(14) . . . . ?
C6 C5 C1 C2 175.86(9) . . . . ?
C6 C5 C1 O2 -3.45(15) . . . . ?
C6 C7 C8 N3 -2.98(14) . . . . ?
C6 C7 C8 N2 177.55(9) . . . . ?
C6 C7 C10 O2 3.64(15) . . . . ?
C6 C7 C10 N1 -175.64(9) . . . . ?
C6 C14 C19 C18 -179.29(9) . . . . ?
C6 C14 C15 F1 0.90(14) . . . . ?
C6 C14 C15 C16 -179.57(9) . . . . ?
C7 C6 C14 C19 118.11(10) . . . . ?
C7 C6 C14 C15 -62.22(12) . . . . ?
C7 C8 N3 C20 169.36(9) . . . . ?
C7 C8 N2 C9 -1.52(14) . . . . ?
C7 C10 O2 C1 2.54(14) . . . . ?
C7 C10 N1 C9 -2.12(15) . . . . ?
C8 C7 C10 O2 -179.35(8) . . . . ?
C8 C7 C10 N1 1.36(15) . . . . ?
C8 N3 C20 C21 -126.31(11) . . . . ?
C8 N3 C20 C25 56.82(15) . . . . ?
N3 C8 N2 C9 178.99(9) . . . . ?
N3 C20 C21 C22 -176.39(10) . . . . ?
N3 C20 C25 C24 176.71(10) . . . . ?
C20 C21 C22 C23 -0.38(17) . . . . ?
C20 C25 C24 C23 -0.51(16) . . . . ?
C21 C20 C25 C24 -0.08(16) . . . . ?
C21 C22 C23 F2 179.57(10) . . . . ?
C21 C22 C23 C24 -0.23(18) . . . . ?
C22 C23 C24 C25 0.68(18) . . . . ?
F2 C23 C24 C25 -179.12(10) . . . . ?
C12 C3 C11 C4 -167.52(8) . . . . ?
C12 C3 C2 C1 170.59(8) . . . . ?
C2 C3 C11 C4 -49.13(11) . . . . ?
C2 C1 O2 C10 177.92(8) . . . . ?
C1 C5 C6 C7 8.45(13) . . . . ?
C1 C5 C6 C14 -115.40(10) . . . . ?
C14 C6 C7 C8 -62.05(12) . . . . ?
C14 C6 C7 C10 114.66(10) . . . . ?
C14 C19 C18 C17 -1.24(16) . . . . ?
C19 C14 C15 F1 -179.42(9) . . . . ?
C19 C14 C15 C16 0.12(15) . . . . ?
C19 C18 C17 C16 0.30(17) . . . . ?
C18 C17 C16 C15 0.80(16) . . . . ?
C17 C16 C15 F1 178.51(9) . . . . ?
C17 C16 C15 C14 -1.03(16) . . . . ?
C15 C14 C19 C18 1.02(15) . . . . ?
C10 C7 C8 N3 -179.92(9) . . . . ?
C10 C7 C8 N2 0.60(14) . . . . ?
C10 N1 C9 N2 1.05(16) . . . . ?
O2 C10 N1 C9 178.53(8) . . . . ?
N1 C10 O2 C1 -178.08(8) . . . . ?
N1 C9 N2 C8 0.68(16) . . . . ?
N2 C8 N3 C20 -11.14(15) . . . . ?
C25 C20 C21 C22 0.54(16) . . . . ?
