#------------------------------------------------------------------------------
#$Date: 2023-09-27 00:55:39 +0300 (Wed, 27 Sep 2023) $
#$Revision: 286537 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/21/7132155.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_7132155
loop_
_publ_author_name
'Wang, Jie'
'Wang, Shan-Shan'
'Xiao, Jun'
'He, Yu-Jie'
'Wu, Xin-Yan'
'Li, Xingguang'
'Liu, Pei-Nian'
_publ_section_title
;
 Formal (4+2) cycloaddition of azoalkenes with trifluoromethylimidoyl
 sulfoxonium ylides: synthesis of trifluoromethyl pyridazine derivatives
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC03950A
_journal_year                    2023
_chemical_formula_sum            'C17 H17 F3 N4 O6'
_chemical_formula_weight         430.34
_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
_audit_block_doi                 10.5517/ccdc.csd.cc2g8b25
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2023-06-24 deposited with the CCDC.	2023-09-25 downloaded from the CCDC.
;
_cell_angle_alpha                113.990(2)
_cell_angle_beta                 103.914(2)
_cell_angle_gamma                90.572(2)
_cell_formula_units_Z            2
_cell_length_a                   7.8993(5)
_cell_length_b                   11.6888(7)
_cell_length_c                   12.4066(8)
_cell_measurement_reflns_used    3859
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      53.934
_cell_measurement_theta_min      5.353
_cell_volume                     1008.35(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_av_unetI/netI     0.0544
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_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            12518
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         1.865
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         3550
_refine_ls_number_restraints     56
_refine_ls_restrained_S_all      1.131
_refine_ls_R_factor_all          0.1088
_refine_ls_R_factor_gt           0.0661
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0372P)²+0.9868P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1262
_refine_ls_wR_factor_ref         0.1492
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2339
_reflns_number_total             3550
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc03950a2.cif
_cod_data_source_block           mo_d8v23205_0m
_cod_database_code               7132155
_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   0.981
_shelx_estimated_absorpt_t_max   0.992
_shelxl_version_number           2013-4
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
F1 F 0.6223(7) 0.3740(6) 0.0010(5) 0.0779(19) Uani 0.6 1 d D U P A 1
F2 F 0.8925(10) 0.4138(6) 0.0984(8) 0.090(2) Uani 0.6 1 d D U P A 1
F3 F 0.7846(9) 0.5165(8) 0.0004(7) 0.0712(18) Uani 0.6 1 d D U P A 1
F1' F 0.6922(13) 0.3508(8) 0.0447(8) 0.077(2) Uani 0.4 1 d D U P A 2
F2' F 0.9284(13) 0.4624(8) 0.1033(13) 0.075(3) Uani 0.4 1 d D U P A 2
F3' F 0.7137(13) 0.4961(13) -0.0152(11) 0.074(3) Uani 0.4 1 d D U P A 2
O1 O 0.0842(3) 0.6162(2) 0.6492(2) 0.0504(6) Uani 1 1 d . . . . .
O2 O 0.3154(4) 0.7479(2) 0.6752(2) 0.0650(8) Uani 1 1 d . . . . .
O3 O 0.5446(3) 0.7984(2) 0.4169(2) 0.0501(6) Uani 1 1 d . . . . .
O4 O 0.7542(3) 0.7112(2) 0.5038(2) 0.0508(6) Uani 1 1 d . . . . .
O5 O 1.2105(4) 0.9849(3) 0.0650(3) 0.0949(11) Uani 1 1 d . . . . .
O6 O 1.4175(4) 0.9118(3) 0.1525(3) 0.0776(9) Uani 1 1 d . . . . .
N1 N 0.2310(3) 0.5682(3) 0.5046(3) 0.0402(7) Uani 1 1 d D . . . .
N2 N 0.3626(3) 0.6027(2) 0.4666(2) 0.0366(6) Uani 1 1 d . . . . .
N3 N 0.7747(4) 0.6756(3) 0.2411(3) 0.0478(7) Uani 1 1 d . . . . .
N4 N 1.2628(4) 0.9229(3) 0.1210(3) 0.0524(8) Uani 1 1 d . . . . .
C1 C 0.2012(4) 0.6447(3) 0.6136(3) 0.0416(8) Uani 1 1 d . . . . .
C2 C 0.2890(7) 0.8335(4) 0.7921(4) 0.0983(18) Uani 1 1 d . . . . .
H2A H 0.1780 0.8670 0.7783 0.147 Uiso 1 1 calc R U . . .
H2B H 0.3841 0.9022 0.8338 0.147 Uiso 1 1 calc R U . . .
H2C H 0.2873 0.7881 0.8423 0.147 Uiso 1 1 calc R U . . .
C3 C 0.3880(4) 0.5253(3) 0.3640(3) 0.0335(7) Uani 1 1 d . . . . .
C4 C 0.5309(4) 0.5761(3) 0.3324(3) 0.0337(7) Uani 1 1 d . . . . .
C5 C 0.5782(4) 0.5124(3) 0.2290(3) 0.0372(8) Uani 1 1 d . . . . .
H5 H 0.5224 0.4298 0.1789 0.045 Uiso 1 1 calc R U . . .
C6 C 0.7096(4) 0.5612(3) 0.1880(3) 0.0395(8) Uani 1 1 d . . . . .
C7 C 0.7558(5) 0.4660(3) 0.0754(3) 0.0446(8) Uani 1 1 d D . . . .
C8 C 0.6181(5) 0.7055(3) 0.4239(3) 0.0428(8) Uani 1 1 d . . . . .
C9 C 0.2901(4) 0.3973(3) 0.2812(3) 0.0455(9) Uani 1 1 d . . . . .
H9A H 0.3619 0.3333 0.2905 0.068 Uiso 1 1 calc R U . . .
H9B H 0.2631 0.3867 0.1969 0.068 Uiso 1 1 calc R U . . .
H9C H 0.1817 0.3887 0.3025 0.068 Uiso 1 1 calc DR U . . .
C10 C 0.8977(4) 0.7317(3) 0.2058(3) 0.0407(8) Uani 1 1 d . . . . .
C11 C 0.8401(5) 0.7998(3) 0.1379(3) 0.0501(9) Uani 1 1 d . . . . .
H11 H 0.7192 0.8039 0.1117 0.060 Uiso 1 1 calc R U . . .
C12 C 0.9587(5) 0.8614(3) 0.1087(3) 0.0494(9) Uani 1 1 d . . . . .
H12 H 0.9201 0.9062 0.0611 0.059 Uiso 1 1 calc R U . . .
C13 C 1.1354(4) 0.8562(3) 0.1508(3) 0.0401(8) Uani 1 1 d . . . . .
C14 C 1.1955(4) 0.7923(3) 0.2207(3) 0.0445(8) Uani 1 1 d . . . . .
H14 H 1.3167 0.7911 0.2492 0.053 Uiso 1 1 calc R U . . .
C15 C 1.0762(5) 0.7301(3) 0.2484(3) 0.0468(9) Uani 1 1 d . . . . .
H15 H 1.1158 0.6861 0.2966 0.056 Uiso 1 1 calc R U . . .
C16 C 0.6307(13) 0.9237(7) 0.5091(8) 0.074(2) Uani 0.5 1 d . U P B 1
H16A H 0.7106 0.9159 0.5790 0.089 Uiso 0.5 1 calc R U P B 1
H16B H 0.5423 0.9773 0.5387 0.089 Uiso 0.5 1 calc R U P B 1
C17 C 0.7299(14) 0.9809(8) 0.4534(9) 0.092(3) Uani 0.5 1 d . U P B 1
H17A H 0.8340 0.9392 0.4422 0.137 Uiso 0.5 1 calc R U P B 1
H17B H 0.7644 1.0699 0.5066 0.137 Uiso 0.5 1 calc R U P B 1
H17C H 0.6567 0.9714 0.3746 0.137 Uiso 0.5 1 calc R U P B 1
C17' C 0.9419(10) 0.8940(7) 0.5577(7) 0.062(2) Uani 0.5 1 d . U P C 2
H17D H 1.0307 0.8385 0.5367 0.093 Uiso 0.5 1 calc R U P C 2
H17E H 0.9978 0.9749 0.6229 0.093 Uiso 0.5 1 calc R U P C 2
H17F H 0.8789 0.9060 0.4864 0.093 Uiso 0.5 1 calc R U P C 2
C16' C 0.8167(9) 0.8368(6) 0.5995(6) 0.0481(17) Uani 0.5 1 d . U P C 2
H16C H 0.8758 0.8328 0.6768 0.058 Uiso 0.5 1 calc R U P C 2
H16D H 0.7185 0.8868 0.6120 0.058 Uiso 0.5 1 calc R U P C 2
H1 H 0.158(4) 0.505(2) 0.468(2) 0.061(13) 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'
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'
F F 0.0171 0.0103 '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 O2 C2 115.3(3) . . ?
C8 O3 C16 116.2(4) . . ?
C8 O4 C16' 114.1(4) . . ?
N2 N1 C1 120.7(3) . . ?
N2 N1 H1 128.2(16) . . ?
C1 N1 H1 111.0(15) . . ?
C3 N2 N1 118.2(3) . . ?
C6 N3 C10 125.5(3) . . ?
O5 N4 O6 122.5(3) . . ?
O5 N4 C13 119.1(3) . . ?
O6 N4 C13 118.3(3) . . ?
O1 C1 O2 125.1(3) . . ?
O1 C1 N1 121.9(3) . . ?
O2 C1 N1 113.0(3) . . ?
O2 C2 H2A 109.5 . . ?
O2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N2 C3 C4 112.4(3) . . ?
N2 C3 C9 127.0(3) . . ?
C4 C3 C9 120.6(3) . . ?
C5 C4 C3 122.5(3) . . ?
C5 C4 C8 122.5(3) . . ?
C3 C4 C8 115.0(3) . . ?
C4 C5 C6 125.2(3) . . ?
C4 C5 H5 117.4 . . ?
C6 C5 H5 117.4 . . ?
N3 C6 C5 121.6(3) . . ?
N3 C6 C7 123.0(3) . . ?
C5 C6 C7 115.4(3) . . ?
F3' C7 F1' 111.5(7) . . ?
F3' C7 F2' 108.3(8) . . ?
F1' C7 F2' 103.1(7) . . ?
F2 C7 F3 105.5(6) . . ?
F2 C7 F1 108.0(5) . . ?
F3 C7 F1 102.0(5) . . ?
F2 C7 C6 114.6(5) . . ?
F3' C7 C6 112.0(7) . . ?
F1' C7 C6 113.0(5) . . ?
F2' C7 C6 108.4(6) . . ?
F3 C7 C6 113.0(5) . . ?
F1 C7 C6 112.7(4) . . ?
O4 C8 O3 125.7(3) . . ?
O4 C8 C4 116.8(3) . . ?
O3 C8 C4 117.4(3) . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 119.6(3) . . ?
C11 C10 N3 119.4(3) . . ?
C15 C10 N3 120.7(3) . . ?
C12 C11 C10 120.4(3) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 118.6(3) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
C14 C13 C12 122.1(3) . . ?
C14 C13 N4 119.0(3) . . ?
C12 C13 N4 118.9(3) . . ?
C13 C14 C15 118.9(3) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C14 C15 C10 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C10 C15 H15 119.8 . . ?
O3 C16 C17 109.0(6) . . ?
O3 C16 H16A 109.9 . . ?
C17 C16 H16A 109.9 . . ?
O3 C16 H16B 109.9 . . ?
C17 C16 H16B 109.9 . . ?
H16A C16 H16B 108.3 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16' C17' H17D 109.5 . . ?
C16' C17' H17E 109.5 . . ?
H17D C17' H17E 109.5 . . ?
C16' C17' H17F 109.5 . . ?
H17D C17' H17F 109.5 . . ?
H17E C17' H17F 109.5 . . ?
O4 C16' C17' 106.2(5) . . ?
O4 C16' H16C 110.5 . . ?
C17' C16' H16C 110.5 . . ?
O4 C16' H16D 110.5 . . ?
C17' C16' H16D 110.5 . . ?
H16C C16' H16D 108.7 . . ?
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
F1 C7 1.351(6) . ?
F2 C7 1.275(8) . ?
F3 C7 1.346(8) . ?
F1' C7 1.300(9) . ?
F2' C7 1.329(11) . ?
F3' C7 1.281(12) . ?
O1 C1 1.212(4) . ?
O2 C1 1.323(4) . ?
O2 C2 1.455(4) . ?
O3 C8 1.261(4) . ?
O3 C16 1.470(8) . ?
O4 C8 1.255(4) . ?
O4 C16' 1.447(7) . ?
O5 N4 1.206(4) . ?
O6 N4 1.215(4) . ?
N1 N2 1.359(3) . ?
N1 C1 1.363(4) . ?
N1 H1 0.826(18) . ?
N2 C3 1.292(4) . ?
N3 C6 1.263(4) . ?
N3 C10 1.410(4) . ?
N4 C13 1.468(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
C3 C4 1.472(4) . ?
C3 C9 1.496(4) . ?
C4 C5 1.342(4) . ?
C4 C8 1.503(4) . ?
C5 C6 1.463(4) . ?
C5 H5 0.9400 . ?
C6 C7 1.521(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 C11 1.385(5) . ?
C10 C15 1.385(5) . ?
C11 C12 1.375(5) . ?
C11 H11 0.9400 . ?
C12 C13 1.379(4) . ?
C12 H12 0.9400 . ?
C13 C14 1.367(4) . ?
C14 C15 1.372(4) . ?
C14 H14 0.9400 . ?
C15 H15 0.9400 . ?
C16 C17 1.472(11) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C17' C16' 1.487(9) . ?
C17' H17D 0.9700 . ?
C17' H17E 0.9700 . ?
C17' H17F 0.9700 . ?
C16' H16C 0.9800 . ?
C16' H16D 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2B O6 0.97 2.59 3.486(5) 153.4 2_776
C2 H2C F1' 0.97 2.52 3.487(10) 172.0 2_666
C9 H9C O1 0.97 2.33 3.293(4) 175.0 2_566
C12 H12 O5 0.94 2.45 3.387(5) 174.3 2_775
C14 H14 O3 0.94 2.37 3.188(4) 145.0 1_655
C16 H16B O3 0.98 2.59 3.404(8) 141.0 2_676
N1 H1 O1 0.826(18) 2.17(2) 2.959(4) 160(3) 2_566
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
C1 N1 N2 C3 178.3(3) . . . . ?
C2 O2 C1 O1 -2.5(5) . . . . ?
C2 O2 C1 N1 179.6(3) . . . . ?
N2 N1 C1 O1 179.7(3) . . . . ?
N2 N1 C1 O2 -2.4(4) . . . . ?
N1 N2 C3 C4 178.4(2) . . . . ?
N1 N2 C3 C9 -1.7(5) . . . . ?
N2 C3 C4 C5 -179.1(3) . . . . ?
C9 C3 C4 C5 1.0(4) . . . . ?
N2 C3 C4 C8 0.1(4) . . . . ?
C9 C3 C4 C8 -179.9(3) . . . . ?
C3 C4 C5 C6 175.2(3) . . . . ?
C8 C4 C5 C6 -3.9(5) . . . . ?
C10 N3 C6 C5 -178.0(3) . . . . ?
C10 N3 C6 C7 -0.3(6) . . . . ?
C4 C5 C6 N3 -9.0(5) . . . . ?
C4 C5 C6 C7 173.2(3) . . . . ?
N3 C6 C7 F2 86.1(6) . . . . ?
C5 C6 C7 F2 -96.1(5) . . . . ?
N3 C6 C7 F3' -61.4(6) . . . . ?
C5 C6 C7 F3' 116.4(6) . . . . ?
N3 C6 C7 F1' 171.7(5) . . . . ?
C5 C6 C7 F1' -10.5(6) . . . . ?
N3 C6 C7 F2' 58.0(7) . . . . ?
C5 C6 C7 F2' -124.2(7) . . . . ?
N3 C6 C7 F3 -34.9(6) . . . . ?
C5 C6 C7 F3 142.9(4) . . . . ?
N3 C6 C7 F1 -149.8(4) . . . . ?
C5 C6 C7 F1 28.0(5) . . . . ?
C16' O4 C8 O3 5.7(5) . . . . ?
C16' O4 C8 C4 -171.2(4) . . . . ?
C16 O3 C8 O4 1.9(6) . . . . ?
C16 O3 C8 C4 178.7(4) . . . . ?
C5 C4 C8 O4 -86.7(4) . . . . ?
C3 C4 C8 O4 94.2(3) . . . . ?
C5 C4 C8 O3 96.2(4) . . . . ?
C3 C4 C8 O3 -83.0(3) . . . . ?
C6 N3 C10 C11 99.3(4) . . . . ?
C6 N3 C10 C15 -87.1(5) . . . . ?
C15 C10 C11 C12 2.5(5) . . . . ?
N3 C10 C11 C12 176.2(3) . . . . ?
C10 C11 C12 C13 -1.5(5) . . . . ?
C11 C12 C13 C14 -0.3(5) . . . . ?
C11 C12 C13 N4 -179.4(3) . . . . ?
O5 N4 C13 C14 -176.0(3) . . . . ?
O6 N4 C13 C14 4.9(5) . . . . ?
O5 N4 C13 C12 3.2(5) . . . . ?
O6 N4 C13 C12 -175.9(3) . . . . ?
C12 C13 C14 C15 0.9(5) . . . . ?
N4 C13 C14 C15 -180.0(3) . . . . ?
C13 C14 C15 C10 0.2(5) . . . . ?
C11 C10 C15 C14 -1.9(5) . . . . ?
N3 C10 C15 C14 -175.4(3) . . . . ?
C8 O3 C16 C17 101.3(7) . . . . ?
C8 O4 C16' C17' -90.6(6) . . . . ?
