#------------------------------------------------------------------------------
#$Date: 2022-11-10 01:38:26 +0200 (Thu, 10 Nov 2022) $
#$Revision: 279162 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/57/7245779.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_7245779
loop_
_publ_author_name
'Gayathri, Parthasarathy'
'Ravi, Sasikala'
'Akshaya, K.'
'Karthikeyan, Subramanian'
'Pannipara, Mehboobali'
'Al-Sehemi, Abdullah G.'
'Moon, Dohyun'
'Anthony, Savarimuthu Philip'
_publ_section_title
;
 ESIPT geometrical isomers with distinct mechanofluorochromism and
 intra/intermolecular H-bonding controlled tunable fluorescence
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE01210C
_journal_year                    2022
_chemical_formula_moiety         'C24 H25 N3 O2'
_chemical_formula_sum            'C24 H25 N3 O2'
_chemical_formula_weight         387.47
_chemical_melting_point          355.65
_chemical_name_common
'5-(diethylamino)-2-((E)-((E)-((2-hydroxyphenyl)(phenyl)methylene) hydrazono)methyl)phenol'
_chemical_name_systematic
'5-(diethylamino)-2-((E)-((E)-((2-hydroxyphenyl)(phenyl)methylene) hydrazono)methyl)phenol'
_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   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-10-20 deposited with the CCDC.	2022-10-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.18(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.462(3)
_cell_length_b                   8.1310(16)
_cell_length_c                   21.551(4)
_cell_measurement_reflns_used    62416
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      33.548
_cell_measurement_theta_min      0.361
_cell_volume                     2117.2(8)
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_collection
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_diffrn_ambient_temperature      220(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.630
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            19374
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        22.210
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.494
_diffrn_source                   'PLSII 2D bending magnet'
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.759
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.069
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.047
_refine_diff_density_max         1.280
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         5345
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0733
_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)+(0.1530P)²+0.3097P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2460
_refine_ls_wR_factor_ref         0.2547
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4221
_reflns_number_total             5345
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01210c2.cif
_cod_data_source_block           SPA710
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '82.5 C' was changed to
'355.65' -- it was converted from degrees Celsius (C) to kelvins (K).

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7245779
_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   0.996
_shelx_estimated_absorpt_t_max   0.997
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 0.66004(13) -0.0145(2) 0.25398(7) 0.0706(5) Uani 1 1 d . . . . .
H1 H 0.616805 -0.060139 0.223386 0.106 Uiso 1 1 calc R U . . .
O2 O 0.47648(11) 0.33054(18) 0.34863(6) 0.0538(4) Uani 1 1 d . . . . .
H2O2 H 0.538440 0.290387 0.350540 0.081 Uiso 1 1 calc R U . . .
N1 N 0.76897(11) 0.13990(19) 0.40119(7) 0.0476(4) Uani 1 1 d . . . . .
N2 N 0.66179(11) 0.19253(19) 0.39879(7) 0.0447(3) Uani 1 1 d . . . . .
N3 N 0.22492(17) 0.4279(3) 0.47940(10) 0.0810(7) Uani 1 1 d . . . . .
C1 C 0.65218(13) 0.1515(2) 0.24623(8) 0.0463(4) Uani 1 1 d . . . . .
C2 C 0.57662(15) 0.2294(3) 0.19626(9) 0.0563(5) Uani 1 1 d . . . . .
H2 H 0.527881 0.165912 0.165219 0.068 Uiso 1 1 calc R U . . .
C3 C 0.57297(17) 0.3983(3) 0.19213(9) 0.0597(5) Uani 1 1 d . . . . .
H3 H 0.521010 0.449326 0.158625 0.072 Uiso 1 1 calc R U . . .
C4 C 0.6446(2) 0.4930(3) 0.23652(10) 0.0619(5) Uani 1 1 d . . . . .
H4 H 0.642035 0.608340 0.233420 0.074 Uiso 1 1 calc R U . . .
C5 C 0.72112(16) 0.4165(2) 0.28623(9) 0.0545(4) Uani 1 1 d . . . . .
H5 H 0.771223 0.480869 0.316215 0.065 Uiso 1 1 calc R U . . .
C6 C 0.72421(12) 0.2465(2) 0.29195(7) 0.0430(4) Uani 1 1 d . . . . .
C7 C 0.79930(13) 0.1669(2) 0.34898(8) 0.0447(4) Uani 1 1 d . . . . .
C8 C 0.91366(14) 0.1244(3) 0.34750(9) 0.0533(4) Uani 1 1 d . . . . .
C9 C 0.94740(18) 0.1322(4) 0.29109(12) 0.0828(8) Uani 1 1 d . . . . .
H9 H 0.896526 0.162740 0.252958 0.099 Uiso 1 1 calc R U . . .
C10 C 1.0561(2) 0.0953(6) 0.29027(16) 0.1061(12) Uani 1 1 d . . . . .
H10 H 1.078038 0.099062 0.251547 0.127 Uiso 1 1 calc R U . . .
C11 C 1.1315(2) 0.0532(5) 0.34603(17) 0.0984(10) Uani 1 1 d . . . . .
H11 H 1.205008 0.029073 0.345472 0.118 Uiso 1 1 calc R U . . .
C12 C 1.09926(17) 0.0465(3) 0.40274(14) 0.0801(7) Uani 1 1 d . . . . .
H12 H 1.151088 0.018785 0.440888 0.096 Uiso 1 1 calc R U . . .
C13 C 0.99099(15) 0.0803(3) 0.40375(11) 0.0600(5) Uani 1 1 d . . . . .
H13 H 0.969235 0.073505 0.442471 0.072 Uiso 1 1 calc R U . . .
C14 C 0.63089(14) 0.1759(2) 0.45154(8) 0.0484(4) Uani 1 1 d . . . . .
H14 H 0.678421 0.124143 0.486734 0.058 Uiso 1 1 calc R U . . .
C15 C 0.52624(13) 0.2347(2) 0.45719(7) 0.0442(4) Uani 1 1 d . . . . .
C16 C 0.45127(13) 0.3126(2) 0.40590(8) 0.0435(4) Uani 1 1 d . . . . .
C17 C 0.35133(16) 0.3724(3) 0.41278(9) 0.0552(5) Uani 1 1 d . . . . .
H17 H 0.301561 0.419688 0.377359 0.066 Uiso 1 1 calc R U . . .
C18 C 0.32243(15) 0.3638(3) 0.47179(9) 0.0538(4) Uani 1 1 d . . . . .
C19 C 0.39678(15) 0.2834(3) 0.52317(9) 0.0553(5) Uani 1 1 d . . . . .
H19 H 0.378709 0.271965 0.562820 0.066 Uiso 1 1 calc R U . . .
C20 C 0.49388(15) 0.2229(3) 0.51521(8) 0.0568(5) Uani 1 1 d . . . . .
H20 H 0.541886 0.170478 0.550079 0.068 Uiso 1 1 calc R U . . .
C21A C 0.1328(3) 0.4667(5) 0.4218(2) 0.0575(10) Uani 0.654(9) 1 d . . P A 1
H21A H 0.060924 0.445398 0.431186 0.069 Uiso 0.654(9) 1 calc R U P A 1
H21B H 0.138908 0.397650 0.385574 0.069 Uiso 0.654(9) 1 calc R U P A 1
C22A C 0.1425(4) 0.6483(5) 0.4056(2) 0.0755(13) Uani 0.654(9) 1 d . . P A 1
H22A H 0.140661 0.715056 0.442659 0.113 Uiso 0.654(9) 1 calc R U P A 1
H22B H 0.081240 0.678547 0.370191 0.113 Uiso 0.654(9) 1 calc R U P A 1
H22C H 0.211777 0.666548 0.393760 0.113 Uiso 0.654(9) 1 calc R U P A 1
C21B C 0.1818(5) 0.5855(9) 0.4408(4) 0.063(2) Uani 0.346(9) 1 d . . P A 2
H21C H 0.152949 0.665482 0.466588 0.076 Uiso 0.346(9) 1 calc R U P A 2
H21D H 0.239232 0.637348 0.423458 0.076 Uiso 0.346(9) 1 calc R U P A 2
C22B C 0.0921(8) 0.5137(12) 0.3893(5) 0.079(3) Uani 0.346(9) 1 d . . P A 2
H22D H 0.123166 0.432363 0.365758 0.118 Uiso 0.346(9) 1 calc R U P A 2
H22E H 0.056957 0.600176 0.360340 0.118 Uiso 0.346(9) 1 calc R U P A 2
H22F H 0.037535 0.461797 0.408165 0.118 Uiso 0.346(9) 1 calc R U P A 2
C23 C 0.2017(2) 0.4415(3) 0.54268(12) 0.0667(6) Uani 1 1 d . . . . .
H23A H 0.155032 0.538195 0.543275 0.080 Uiso 1 1 calc R U . . .
H23B H 0.271462 0.458226 0.574865 0.080 Uiso 1 1 calc R U . . .
C24 C 0.1444(2) 0.2916(3) 0.56048(13) 0.0742(6) Uani 1 1 d . . . . .
H24A H 0.133779 0.305106 0.603305 0.111 Uiso 1 1 calc R U . . .
H24B H 0.189448 0.194966 0.559215 0.111 Uiso 1 1 calc R U . . .
H24C H 0.073008 0.278272 0.530363 0.111 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 0.0021 0.0012 '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 0.0044 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0080 0.0047 '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
C1 O1 H1 109.5 . . ?
C16 O2 H2O2 109.5 . . ?
C7 N1 N2 113.50(14) . . ?
C14 N2 N1 115.15(14) . . ?
C18 N3 C23 121.6(2) . . ?
C18 N3 C21A 120.1(2) . . ?
C23 N3 C21A 117.8(2) . . ?
C18 N3 C21B 116.8(3) . . ?
C23 N3 C21B 108.4(3) . . ?
O1 C1 C6 116.68(15) . . ?
O1 C1 C2 123.98(16) . . ?
C6 C1 C2 119.34(18) . . ?
C3 C2 C1 120.50(17) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C4 C3 C2 120.58(17) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 119.4(2) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 C4 120.78(18) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 119.39(15) . . ?
C5 C6 C7 120.13(15) . . ?
C1 C6 C7 120.37(16) . . ?
N1 C7 C8 118.04(15) . . ?
N1 C7 C6 122.12(14) . . ?
C8 C7 C6 119.78(16) . . ?
C9 C8 C13 118.75(18) . . ?
C9 C8 C7 120.82(17) . . ?
C13 C8 C7 120.40(18) . . ?
C8 C9 C10 120.5(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 120.0(2) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C13 120.3(2) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C8 120.4(2) . . ?
C12 C13 H13 119.8 . . ?
C8 C13 H13 119.8 . . ?
N2 C14 C15 121.13(15) . . ?
N2 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C20 C15 C16 116.61(15) . . ?
C20 C15 C14 121.41(15) . . ?
C16 C15 C14 121.95(15) . . ?
O2 C16 C17 118.54(15) . . ?
O2 C16 C15 120.37(14) . . ?
C17 C16 C15 121.09(16) . . ?
C16 C17 C18 121.23(16) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
N3 C18 C17 121.44(18) . . ?
N3 C18 C19 120.76(18) . . ?
C17 C18 C19 117.79(16) . . ?
C20 C19 C18 120.10(17) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C20 C15 123.10(16) . . ?
C19 C20 H20 118.4 . . ?
C15 C20 H20 118.4 . . ?
N3 C21A C22A 107.7(3) . . ?
N3 C21A H21A 110.2 . . ?
C22A C21A H21A 110.2 . . ?
N3 C21A H21B 110.2 . . ?
C22A C21A H21B 110.2 . . ?
H21A C21A H21B 108.5 . . ?
C21A C22A H22A 109.5 . . ?
C21A C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
C21A C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C22B C21B N3 100.1(6) . . ?
C22B C21B H21C 111.8 . . ?
N3 C21B H21C 111.8 . . ?
C22B C21B H21D 111.8 . . ?
N3 C21B H21D 111.8 . . ?
H21C C21B H21D 109.5 . . ?
C21B C22B H22D 109.5 . . ?
C21B C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
C21B C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
N3 C23 C24 112.9(2) . . ?
N3 C23 H23A 109.0 . . ?
C24 C23 H23A 109.0 . . ?
N3 C23 H23B 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 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
O1 C1 1.360(2) . ?
O1 H1 0.8300 . ?
O2 C16 1.354(2) . ?
O2 H2O2 0.8300 . ?
N1 C7 1.290(2) . ?
N1 N2 1.3914(19) . ?
N2 C14 1.293(2) . ?
N3 C18 1.368(3) . ?
N3 C23 1.466(3) . ?
N3 C21A 1.503(5) . ?
N3 C21B 1.551(8) . ?
C1 C6 1.393(2) . ?
C1 C2 1.397(2) . ?
C2 C3 1.377(3) . ?
C2 H2 0.9400 . ?
C3 C4 1.374(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.394(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.387(3) . ?
C5 H5 0.9400 . ?
C6 C7 1.497(2) . ?
C7 C8 1.474(2) . ?
C8 C9 1.382(3) . ?
C8 C13 1.398(3) . ?
C9 C10 1.392(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.375(5) . ?
C10 H10 0.9400 . ?
C11 C12 1.378(4) . ?
C11 H11 0.9400 . ?
C12 C13 1.382(3) . ?
C12 H12 0.9400 . ?
C13 H13 0.9400 . ?
C14 C15 1.422(2) . ?
C14 H14 0.9400 . ?
C15 C20 1.408(2) . ?
C15 C16 1.411(2) . ?
C16 C17 1.378(2) . ?
C17 C18 1.406(3) . ?
C17 H17 0.9400 . ?
C18 C19 1.418(3) . ?
C19 C20 1.356(3) . ?
C19 H19 0.9400 . ?
C20 H20 0.9400 . ?
C21A C22A 1.529(6) . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C22A H22A 0.9700 . ?
C22A H22B 0.9700 . ?
C22A H22C 0.9700 . ?
C21B C22B 1.488(13) . ?
C21B H21C 0.9800 . ?
C21B H21D 0.9800 . ?
C22B H22D 0.9700 . ?
C22B H22E 0.9700 . ?
C22B H22F 0.9700 . ?
C23 C24 1.509(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
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
C7 N1 N2 C14 -176.23(15) . . . . ?
O1 C1 C2 C3 179.27(19) . . . . ?
C6 C1 C2 C3 -0.1(3) . . . . ?
C1 C2 C3 C4 0.9(3) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C4 C5 C6 C1 2.0(3) . . . . ?
C4 C5 C6 C7 -174.12(17) . . . . ?
O1 C1 C6 C5 179.21(17) . . . . ?
C2 C1 C6 C5 -1.4(2) . . . . ?
O1 C1 C6 C7 -4.6(2) . . . . ?
C2 C1 C6 C7 174.79(16) . . . . ?
N2 N1 C7 C8 176.64(15) . . . . ?
N2 N1 C7 C6 -0.4(2) . . . . ?
C5 C6 C7 N1 87.9(2) . . . . ?
C1 C6 C7 N1 -88.3(2) . . . . ?
C5 C6 C7 C8 -89.1(2) . . . . ?
C1 C6 C7 C8 94.8(2) . . . . ?
N1 C7 C8 C9 172.4(2) . . . . ?
C6 C7 C8 C9 -10.5(3) . . . . ?
N1 C7 C8 C13 -9.6(3) . . . . ?
C6 C7 C8 C13 167.49(17) . . . . ?
C13 C8 C9 C10 0.6(4) . . . . ?
C7 C8 C9 C10 178.6(3) . . . . ?
C8 C9 C10 C11 -1.1(6) . . . . ?
C9 C10 C11 C12 0.5(6) . . . . ?
C10 C11 C12 C13 0.6(5) . . . . ?
C11 C12 C13 C8 -1.1(4) . . . . ?
C9 C8 C13 C12 0.5(3) . . . . ?
C7 C8 C13 C12 -177.5(2) . . . . ?
N1 N2 C14 C15 175.74(16) . . . . ?
N2 C14 C15 C20 -177.49(17) . . . . ?
N2 C14 C15 C16 0.4(3) . . . . ?
C20 C15 C16 O2 179.36(17) . . . . ?
C14 C15 C16 O2 1.4(3) . . . . ?
C20 C15 C16 C17 -0.5(3) . . . . ?
C14 C15 C16 C17 -178.41(18) . . . . ?
O2 C16 C17 C18 -177.25(18) . . . . ?
C15 C16 C17 C18 2.6(3) . . . . ?
C23 N3 C18 C17 -170.7(2) . . . . ?
C21A N3 C18 C17 17.0(4) . . . . ?
C21B N3 C18 C17 -34.2(4) . . . . ?
C23 N3 C18 C19 10.6(4) . . . . ?
C21A N3 C18 C19 -161.7(2) . . . . ?
C21B N3 C18 C19 147.1(3) . . . . ?
C16 C17 C18 N3 177.8(2) . . . . ?
C16 C17 C18 C19 -3.5(3) . . . . ?
N3 C18 C19 C20 -178.9(2) . . . . ?
C17 C18 C19 C20 2.3(3) . . . . ?
C18 C19 C20 C15 -0.3(3) . . . . ?
C16 C15 C20 C19 -0.7(3) . . . . ?
C14 C15 C20 C19 177.3(2) . . . . ?
C18 N3 C21A C22A -94.5(3) . . . . ?
C23 N3 C21A C22A 92.9(3) . . . . ?
C18 N3 C21B C22B 103.8(5) . . . . ?
C23 N3 C21B C22B -114.3(5) . . . . ?
C18 N3 C23 C24 -90.6(3) . . . . ?
C21A N3 C23 C24 81.8(3) . . . . ?
C21B N3 C23 C24 129.6(3) . . . . ?
