#------------------------------------------------------------------------------
#$Date: 2020-12-19 03:56:35 +0200 (Sat, 19 Dec 2020) $
#$Revision: 259977 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/76/7127652.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_7127652
loop_
_publ_author_name
'Göbel, Dominik'
'Rusch, Pascal'
'Duvinage, Daniel'
'Bigall, Nadja C.'
'Nachtsheim, Boris J.'
_publ_section_title
;
 Emission color-tunable oxazol(in)yl-substituted excited-state
 intramolecular proton transfer (ESIPT)-based luminophores.
;
_journal_issue                   98
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              15430
_journal_page_last               15433
_journal_paper_doi               10.1039/d0cc05780k
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C22 H16 Br N O2, C H2 Cl2'
_chemical_formula_sum            'C23 H18 Br Cl2 N O2'
_chemical_formula_weight         491.19
_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_date             2020-04-03
_audit_creation_method
;
Olex2 1.3-dev
(compiled 2020.03.26 svn.re84ffbc8 for OlexSys, GUI svn.r6014)
;
_audit_update_record
;
2020-07-21 deposited with the CCDC.	2020-11-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.1410(10)
_cell_angle_beta                 106.2860(10)
_cell_angle_gamma                112.4560(10)
_cell_formula_units_Z            2
_cell_length_a                   8.7249(3)
_cell_length_b                   9.7643(3)
_cell_length_c                   13.4767(5)
_cell_measurement_reflns_used    9901
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.61
_cell_volume                     1010.68(6)
_computing_molecular_graphics    'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker PHOTON area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 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  0.0267
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            26422
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.346
_diffrn_reflns_theta_min         2.274
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.319
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0511 before and 0.0425 after correction.
The Ratio of minimum to maximum transmission is 0.8876.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_description       prism
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.0096(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     288
_refine_ls_number_reflns         5026
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0247
_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)+(0.0236P)²+0.6413P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0539
_refine_ls_wR_factor_ref         0.0560
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4551
_reflns_number_total             5026
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc05780k2.cif
_cod_data_source_block           goebeld180703_0m
_cod_database_code               7127652
_shelx_shelxl_version_number     2016/4
_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   0.680
_shelx_estimated_absorpt_t_min   0.457
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H20C)=Sof(H20D)=Sof(Cl3)=Sof(Cl4)=1-FVAR(1)
 Sof(H20A)=Sof(H20B)=Sof(Cl1)=Sof(Cl2)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C20(H20C,H20D)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1A), C4(H4), C5(H5), C6(H6), C8(H8), C15(H15), C16(H16), C17(H17), C18(H18)
3.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Br1 Br 0.86739(2) -0.20894(2) 0.02637(2) 0.02080(6) Uani 1 1 d . . . . .
O1 O 0.85000(15) 0.31607(12) 0.61467(8) 0.0171(2) Uani 1 1 d . . . . .
H1 H 0.834(3) 0.387(3) 0.6330(17) 0.033(6) Uiso 1 1 d . . . . .
O2 O 0.69417(13) 0.62744(11) 0.44467(7) 0.0129(2) Uani 1 1 d . . . . .
N1 N 0.75199(16) 0.54066(13) 0.59998(9) 0.0137(2) Uani 1 1 d . . . . .
C1 C 0.74691(17) 0.39984(15) 0.34150(11) 0.0121(3) Uani 1 1 d . . . . .
H1A H 0.712157 0.468059 0.300545 0.015 Uiso 1 1 calc R U . . .
C2 C 0.76941(17) 0.41132(15) 0.44963(11) 0.0118(3) Uani 1 1 d . . . . .
C3 C 0.82471(18) 0.31115(15) 0.51064(10) 0.0123(3) Uani 1 1 d . . . . .
C4 C 0.85448(18) 0.20088(15) 0.46390(11) 0.0127(3) Uani 1 1 d . . . . .
H4 H 0.892416 0.133837 0.504438 0.015 Uiso 1 1 calc R U . . .
C4A C 0.82824(17) 0.18971(15) 0.35743(11) 0.0118(3) Uani 1 1 d . . . . .
C4B C 0.84663(17) 0.08279(15) 0.29044(11) 0.0120(3) Uani 1 1 d . . . . .
C5 C 0.89317(18) -0.03699(16) 0.31423(11) 0.0141(3) Uani 1 1 d . . . . .
H5 H 0.919592 -0.059607 0.383923 0.017 Uiso 1 1 calc R U . . .
C6 C 0.90077(19) -0.12361(16) 0.23505(12) 0.0163(3) Uani 1 1 d . . . . .
H6 H 0.933518 -0.205405 0.249886 0.020 Uiso 1 1 calc R U . . .
C7 C 0.85940(18) -0.08806(16) 0.13358(12) 0.0155(3) Uani 1 1 d . . . . .
C8 C 0.81205(18) 0.03156(16) 0.10796(11) 0.0142(3) Uani 1 1 d . . . . .
H8 H 0.784202 0.053209 0.038079 0.017 Uiso 1 1 calc R U . . .
C8A C 0.80697(17) 0.11799(15) 0.18798(11) 0.0122(3) Uani 1 1 d . . . . .
C9 C 0.76057(18) 0.25380(15) 0.18200(10) 0.0121(3) Uani 1 1 d . . . . .
C9A C 0.77557(17) 0.28935(15) 0.29575(11) 0.0118(3) Uani 1 1 d . . . . .
C10 C 0.57514(19) 0.21387(17) 0.10931(11) 0.0168(3) Uani 1 1 d . . . . .
H10A H 0.570125 0.188498 0.037746 0.025 Uiso 1 1 calc R U . . .
H10B H 0.543395 0.299476 0.112433 0.025 Uiso 1 1 calc R U . . .
H10C H 0.493530 0.128154 0.131358 0.025 Uiso 1 1 calc R U . . .
C11 C 0.8917(2) 0.38420(16) 0.14572(12) 0.0171(3) Uani 1 1 d . . . . .
H11A H 1.009716 0.407417 0.191820 0.026 Uiso 1 1 calc R U . . .
H11B H 0.863991 0.472219 0.147990 0.026 Uiso 1 1 calc R U . . .
H11C H 0.884669 0.355925 0.074251 0.026 Uiso 1 1 calc R U . . .
C12 C 0.73932(17) 0.52417(15) 0.50136(11) 0.0123(3) Uani 1 1 d . . . . .
C13 C 0.67956(18) 0.71864(15) 0.51760(11) 0.0130(3) Uani 1 1 d . . . . .
C14 C 0.71557(18) 0.66564(15) 0.61348(11) 0.0135(3) Uani 1 1 d . . . . .
C15 C 0.71326(19) 0.73822(16) 0.70179(11) 0.0160(3) Uani 1 1 d . . . . .
H15 H 0.736894 0.703550 0.767894 0.019 Uiso 1 1 calc R U . . .
C16 C 0.67473(19) 0.86380(17) 0.68856(12) 0.0177(3) Uani 1 1 d . . . . .
H16 H 0.673609 0.916915 0.747327 0.021 Uiso 1 1 calc R U . . .
C17 C 0.63767(19) 0.91407(16) 0.59150(12) 0.0171(3) Uani 1 1 d . . . . .
H17 H 0.611408 1.000160 0.585875 0.021 Uiso 1 1 calc R U . . .
C18 C 0.63811(19) 0.84131(16) 0.50237(12) 0.0162(3) Uani 1 1 d . . . . .
H18 H 0.611645 0.874110 0.435800 0.019 Uiso 1 1 calc R U . . .
C20 C 0.5565(2) 0.3015(2) 0.78503(14) 0.0284(4) Uani 1 1 d . . . . .
H20A H 0.569425 0.345222 0.720127 0.034 Uiso 0.71(4) 1 calc R U P A 1
H20B H 0.442476 0.215468 0.767298 0.034 Uiso 0.71(4) 1 calc R U P A 1
H20C H 0.436583 0.223685 0.766694 0.034 Uiso 0.29(4) 1 calc R U P A 2
H20D H 0.572686 0.347295 0.721251 0.034 Uiso 0.29(4) 1 calc R U P A 2
Cl1 Cl 0.7264(5) 0.2376(5) 0.8367(3) 0.0259(6) Uani 0.71(4) 1 d . . P A 1
Cl2 Cl 0.5602(12) 0.4346(9) 0.8729(7) 0.0306(8) Uani 0.71(4) 1 d . . P A 1
Cl3 Cl 0.698(3) 0.221(2) 0.8255(14) 0.045(2) Uani 0.29(4) 1 d . . P A 2
Cl4 Cl 0.581(3) 0.443(2) 0.8815(17) 0.029(2) Uani 0.29(4) 1 d . . P A 2
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C3 O1 H1 107.5(15) . . ?
CL2a C20 H20A 109.2 . . ?
CL1a C20 H20A 109.2 . . ?
H20Aa C20 H20B 107.9 . . ?
C12 O2 C13 103.96(11) . . ?
C12 N1 C14 105.24(12) . . ?
C2 C1 H1A 120.1 . . ?
C9A C1 H1A 120.1 . . ?
C9A C1 C2 119.71(13) . . ?
C1 C2 C3 119.86(12) . . ?
C1 C2 C12 121.97(12) . . ?
C3 C2 C12 118.16(12) . . ?
CL1a C20 H20B 109.2 . . ?
CL2a C20 H20B 109.2 . . ?
CL4b C20 H20C 109.0 . . ?
CL3b C20 H20C 109.0 . . ?
CL3b C20 H20D 109.0 . . ?
H20Cb C20 H20D 107.8 . . ?
CL4b C20 H20D 109.0 . . ?
CL2a C20 Cl1 112.0(4) . . ?
CL3b C20 Cl4 113.0(9) . . ?
O1 C3 C2 123.12(13) . . ?
O1 C3 C4 116.92(12) . . ?
C4 C3 C2 119.96(12) . . ?
C3 C4 H4 120.4 . . ?
C4A C4 C3 119.23(13) . . ?
C4A C4 H4 120.4 . . ?
C4 C4A C4B 129.61(13) . . ?
C4 C4A C9A 121.64(13) . . ?
C9A C4A C4B 108.75(12) . . ?
C5 C4B C4A 130.48(13) . . ?
C5 C4B C8A 121.19(13) . . ?
C8A C4B C4A 108.33(12) . . ?
C4B C5 H5 120.3 . . ?
C4B C5 C6 119.39(13) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 120.6 . . ?
C5 C6 C7 118.71(13) . . ?
C7 C6 H6 120.6 . . ?
C6 C7 Br1 118.15(11) . . ?
C6 C7 C8 122.82(13) . . ?
C8 C7 Br1 119.03(11) . . ?
C7 C8 H8 121.1 . . ?
C8A C8 C7 117.79(13) . . ?
C8A C8 H8 121.1 . . ?
C4B C8A C9 111.26(12) . . ?
C8 C8A C4B 120.09(13) . . ?
C8 C8A C9 128.64(13) . . ?
C8A C9 C9A 100.97(11) . . ?
C8A C9 C10 110.83(11) . . ?
C8A C9 C11 111.36(11) . . ?
C9A C9 C10 112.04(11) . . ?
C9A C9 C11 111.19(11) . . ?
C10 C9 C11 110.18(12) . . ?
C1 C9A C4A 119.57(13) . . ?
C1 C9A C9 129.76(12) . . ?
C4A C9A C9 110.66(12) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O2 C12 C2 119.18(12) . . ?
N1 C12 O2 114.56(12) . . ?
N1 C12 C2 126.26(13) . . ?
O2 C13 C14 107.94(12) . . ?
C18 C13 O2 128.18(13) . . ?
C18 C13 C14 123.89(13) . . ?
C13 C14 N1 108.30(12) . . ?
C13 C14 C15 120.29(13) . . ?
C15 C14 N1 131.40(14) . . ?
C14 C15 H15 121.6 . . ?
C16 C15 C14 116.78(14) . . ?
C16 C15 H15 121.6 . . ?
C15 C16 H16 119.1 . . ?
C15 C16 C17 121.88(14) . . ?
C17 C16 H16 119.1 . . ?
C16 C17 H17 119.1 . . ?
C16 C17 C18 121.76(14) . . ?
C18 C17 H17 119.1 . . ?
C13 C18 C17 115.38(14) . . ?
C13 C18 H18 122.3 . . ?
C17 C18 H18 122.3 . . ?
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
Br1 C7 1.8964(14) . ?
O1 H1 0.81(2) . ?
O1 C3 1.3544(17) . ?
O2 C12 1.3763(16) . ?
O2 C13 1.3884(16) . ?
N1 C12 1.3067(18) . ?
N1 C14 1.3968(18) . ?
C1 H1A 0.9500 . ?
C1 C2 1.4129(19) . ?
C1 C9A 1.3769(19) . ?
C2 C3 1.4169(19) . ?
C2 C12 1.4454(19) . ?
C3 C4 1.3877(19) . ?
C4 H4 0.9500 . ?
C4 C4A 1.3853(19) . ?
C4A C4B 1.4611(19) . ?
C4A C9A 1.4072(19) . ?
C4B C5 1.3882(19) . ?
C4B C8A 1.4035(19) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.394(2) . ?
C7 C8 1.395(2) . ?
C8 H8 0.9500 . ?
C8 C8A 1.3885(19) . ?
C8A C9 1.5236(19) . ?
C9 C9A 1.5289(19) . ?
C9 C10 1.5351(19) . ?
C9 C11 1.540(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C14 1.391(2) . ?
C13 C18 1.378(2) . ?
C14 C15 1.393(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.390(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.394(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.396(2) . ?
C18 H18 0.9500 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 H20C 0.9900 . ?
C20 H20D 0.9900 . ?
C20 Cl1 1.790(4) . ?
C20 Cl2 1.740(8) . ?
C20 Cl3 1.678(16) . ?
C20 Cl4 1.803(18) . ?
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
Br1 C7 C8 C8A 179.88(10) . . . . ?
O1 C3 C4 C4A 179.13(12) . . . . ?
O2 C13 C14 N1 -0.24(15) . . . . ?
O2 C13 C14 C15 178.91(12) . . . . ?
O2 C13 C18 C17 -178.34(13) . . . . ?
N1 C14 C15 C16 178.61(14) . . . . ?
C1 C2 C3 O1 179.60(13) . . . . ?
C1 C2 C3 C4 -0.8(2) . . . . ?
C1 C2 C12 O2 -2.7(2) . . . . ?
C1 C2 C12 N1 177.95(13) . . . . ?
C2 C1 C9A C4A -0.5(2) . . . . ?
C2 C1 C9A C9 -179.94(13) . . . . ?
C2 C3 C4 C4A -0.5(2) . . . . ?
C3 C2 C12 O2 176.71(12) . . . . ?
C3 C2 C12 N1 -2.7(2) . . . . ?
C3 C4 C4A C4B -178.54(13) . . . . ?
C3 C4 C4A C9A 1.3(2) . . . . ?
C4 C4A C4B C5 0.8(2) . . . . ?
C4 C4A C4B C8A -179.51(14) . . . . ?
C4 C4A C9A C1 -0.9(2) . . . . ?
C4 C4A C9A C9 178.70(12) . . . . ?
C4A C4B C5 C6 179.75(14) . . . . ?
C4A C4B C8A C8 -179.08(12) . . . . ?
C4A C4B C8A C9 0.43(15) . . . . ?
C4B C4A C9A C1 179.03(12) . . . . ?
C4B C4A C9A C9 -1.40(15) . . . . ?
C4B C5 C6 C7 -0.7(2) . . . . ?
C4B C8A C9 C9A -1.18(14) . . . . ?
C4B C8A C9 C10 -120.04(13) . . . . ?
C4B C8A C9 C11 116.93(13) . . . . ?
C5 C4B C8A C8 0.7(2) . . . . ?
C5 C4B C8A C9 -179.81(12) . . . . ?
C5 C6 C7 Br1 -179.16(11) . . . . ?
C5 C6 C7 C8 0.6(2) . . . . ?
C6 C7 C8 C8A 0.2(2) . . . . ?
C7 C8 C8A C4B -0.8(2) . . . . ?
C7 C8 C8A C9 179.82(13) . . . . ?
C8 C8A C9 C9A 178.28(14) . . . . ?
C8 C8A C9 C10 59.41(19) . . . . ?
C8 C8A C9 C11 -63.61(18) . . . . ?
C8A C4B C5 C6 0.1(2) . . . . ?
C8A C9 C9A C1 -178.94(14) . . . . ?
C8A C9 C9A C4A 1.55(14) . . . . ?
C9A C1 C2 C3 1.3(2) . . . . ?
C9A C1 C2 C12 -179.34(12) . . . . ?
C9A C4A C4B C5 -179.12(14) . . . . ?
C9A C4A C4B C8A 0.61(15) . . . . ?
C10 C9 C9A C1 -60.96(19) . . . . ?
C10 C9 C9A C4A 119.53(13) . . . . ?
C11 C9 C9A C1 62.83(19) . . . . ?
C11 C9 C9A C4A -116.68(13) . . . . ?
C12 O2 C13 C14 -0.26(14) . . . . ?
C12 O2 C13 C18 179.46(14) . . . . ?
C12 N1 C14 C13 0.67(15) . . . . ?
C12 N1 C14 C15 -178.35(15) . . . . ?
C12 C2 C3 O1 0.2(2) . . . . ?
C12 C2 C3 C4 179.79(12) . . . . ?
C13 O2 C12 N1 0.75(15) . . . . ?
C13 O2 C12 C2 -178.71(12) . . . . ?
C13 C14 C15 C16 -0.3(2) . . . . ?
C14 N1 C12 O2 -0.90(16) . . . . ?
C14 N1 C12 C2 178.52(13) . . . . ?
C14 C13 C18 C17 1.3(2) . . . . ?
C14 C15 C16 C17 0.9(2) . . . . ?
C15 C16 C17 C18 -0.3(2) . . . . ?
C16 C17 C18 C13 -0.8(2) . . . . ?
C18 C13 C14 N1 -179.98(13) . . . . ?
C18 C13 C14 C15 -0.8(2) . . . . ?
