#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:44:38 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281595 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/91/7159156.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_7159156
loop_
_publ_author_name
'Dhillon, Prakriti'
'Anaspure, Prasad'
'Wiklander, Jesper G.'
'Kathiravan, Subban'
'Nicholls, Ian A.'
_publ_section_title
;
 Diyne-steered switchable regioselectivity in cobalt(II)-catalysed
 C(sp²)-H activation of amides with unsymmetrical 1,3-diynes.
;
_journal_issue                   9
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1942
_journal_page_last               1951
_journal_paper_doi               10.1039/d2ob02193e
_journal_volume                  21
_journal_year                    2023
_chemical_formula_sum            'C29 H22 N2 O2'
_chemical_formula_weight         430.48
_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   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-11-02 deposited with the CCDC.	2023-01-18 downloaded from the CCDC.
;
_cell_angle_alpha                93.7241(17)
_cell_angle_beta                 98.7149(18)
_cell_angle_gamma                99.1029(17)
_cell_formula_units_Z            2
_cell_length_a                   9.1585(3)
_cell_length_b                   10.7347(4)
_cell_length_c                   11.6344(5)
_cell_measurement_reflns_used    2081
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20.59
_cell_measurement_theta_min      2.50
_cell_volume                     1111.73(7)
_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-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_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  0.0417
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15039
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.778
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_description       Block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.018(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         3903
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.1127
_refine_ls_R_factor_gt           0.0654
_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)+(0.0965P)²+0.4904P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1776
_refine_ls_wR_factor_ref         0.2109
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2286
_reflns_number_total             3903
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob02193e2.cif
_cod_data_source_block           ch1
_cod_depositor_comments
'Adding full bibliography for 7159156--7159161.cif.'
_cod_database_code               7159156
_shelx_shelxl_version_number     2014/7
_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   0.980
_shelx_estimated_absorpt_t_max   0.987
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
C1 C 0.4944(3) 0.2616(3) 0.7574(2) 0.0415(7) Uani 1 1 d . . . . .
C2 C 0.6092(3) 0.2715(3) 0.8477(2) 0.0394(7) Uani 1 1 d . . . . .
C3 C 0.6448(3) 0.1575(3) 0.8949(2) 0.0397(7) Uani 1 1 d . . . . .
C4 C 0.7564(3) 0.1606(3) 0.9937(3) 0.0508(8) Uani 1 1 d . . . . .
H4 H 0.8115 0.2378 1.0280 0.061 Uiso 1 1 calc R U . . .
C5 C 0.7839(4) 0.0505(3) 1.0393(3) 0.0608(9) Uani 1 1 d . . . . .
H5 H 0.8576 0.0538 1.1045 0.073 Uiso 1 1 calc R U . . .
C6 C 0.7041(4) -0.0647(3) 0.9900(3) 0.0611(9) Uani 1 1 d . . . . .
H6 H 0.7230 -0.1383 1.0231 0.073 Uiso 1 1 calc R U . . .
C7 C 0.5969(4) -0.0725(3) 0.8927(3) 0.0523(8) Uani 1 1 d . . . . .
H7 H 0.5449 -0.1511 0.8590 0.063 Uiso 1 1 calc R U . . .
C8 C 0.5660(3) 0.0389(3) 0.8440(2) 0.0416(7) Uani 1 1 d . . . . .
C9 C 0.4498(3) 0.0295(3) 0.7419(3) 0.0474(8) Uani 1 1 d . . . . .
C10 C 0.3077(3) 0.1420(3) 0.6005(3) 0.0488(8) Uani 1 1 d . . . . .
C11 C 0.1612(3) 0.1485(3) 0.6177(3) 0.0480(8) Uani 1 1 d . . . . .
C12 C -0.0142(4) 0.1540(4) 0.7367(4) 0.0710(11) Uani 1 1 d . . . . .
H12 H -0.0395 0.1542 0.8112 0.085 Uiso 1 1 calc R U . . .
C13 C -0.1263(4) 0.1602(4) 0.6452(4) 0.0722(11) Uani 1 1 d . . . . .
H13 H -0.2233 0.1638 0.6584 0.087 Uiso 1 1 calc R U . . .
C14 C -0.0934(4) 0.1611(3) 0.5363(3) 0.0592(10) Uani 1 1 d . . . . .
H14 H -0.1686 0.1643 0.4737 0.071 Uiso 1 1 calc R U . . .
C15 C 0.0531(4) 0.1572(3) 0.5163(3) 0.0499(8) Uani 1 1 d . . . . .
C16 C 0.0958(4) 0.1606(3) 0.4065(3) 0.0658(10) Uani 1 1 d . . . . .
H16 H 0.0256 0.1668 0.3413 0.079 Uiso 1 1 calc R U . . .
C17 C 0.2428(5) 0.1548(4) 0.3941(3) 0.0748(11) Uani 1 1 d . . . . .
H17 H 0.2726 0.1578 0.3212 0.090 Uiso 1 1 calc R U . . .
C18 C 0.3459(4) 0.1444(3) 0.4939(3) 0.0546(9) Uani 1 1 d . . . . .
H18 H 0.4443 0.1390 0.4857 0.066 Uiso 1 1 calc R U . . .
C19 C 0.4389(3) 0.3697(3) 0.7135(3) 0.0443(8) Uani 1 1 d . . . . .
C20 C 0.3863(3) 0.4594(3) 0.6835(3) 0.0472(8) Uani 1 1 d . . . . .
C21 C 0.3149(4) 0.5651(3) 0.6412(3) 0.0535(9) Uani 1 1 d . . . . .
C22 C 0.1568(5) 0.5436(6) 0.6578(6) 0.144(3) Uani 1 1 d . . . . .
H22A H 0.1516 0.5320 0.7383 0.217 Uiso 1 1 calc R U . . .
H22B H 0.1039 0.4692 0.6098 0.217 Uiso 1 1 calc R U . . .
H22C H 0.1121 0.6155 0.6361 0.217 Uiso 1 1 calc R U . . .
C23 C 0.3327(7) 0.5793(6) 0.5201(4) 0.153(3) Uani 1 1 d . . . . .
H23A H 0.2890 0.6501 0.4938 0.229 Uiso 1 1 calc R U . . .
H23B H 0.2834 0.5036 0.4723 0.229 Uiso 1 1 calc R U . . .
H23C H 0.4374 0.5934 0.5144 0.229 Uiso 1 1 calc R U . . .
C24 C 0.6950(3) 0.3988(3) 0.8928(3) 0.0406(7) Uani 1 1 d . . . . .
C25 C 0.7931(4) 0.4617(3) 0.8275(3) 0.0590(9) Uani 1 1 d . . . . .
H25 H 0.8049 0.4232 0.7563 0.071 Uiso 1 1 calc R U . . .
C26 C 0.8733(4) 0.5801(3) 0.8663(4) 0.0722(11) Uani 1 1 d . . . . .
H26 H 0.9390 0.6208 0.8216 0.087 Uiso 1 1 calc R U . . .
C27 C 0.8569(4) 0.6379(3) 0.9698(3) 0.0645(10) Uani 1 1 d . . . . .
H27 H 0.9113 0.7181 0.9958 0.077 Uiso 1 1 calc R U . . .
C28 C 0.7613(4) 0.5786(3) 1.0353(3) 0.0670(10) Uani 1 1 d . . . . .
H28 H 0.7500 0.6185 1.1060 0.080 Uiso 1 1 calc R U . . .
C29 C 0.6805(4) 0.4591(3) 0.9976(3) 0.0556(9) Uani 1 1 d . . . . .
H29 H 0.6158 0.4191 1.0435 0.067 Uiso 1 1 calc R U . . .
N1 N 0.4203(3) 0.1428(2) 0.7034(2) 0.0472(7) Uani 1 1 d . . . . .
N2 N 0.1238(3) 0.1479(3) 0.7276(2) 0.0540(7) Uani 1 1 d . . . . .
O1 O 0.3796(3) -0.0708(2) 0.6902(2) 0.0681(7) Uani 1 1 d . . . . .
O2 O 0.3874(7) 0.6728(3) 0.7132(4) 0.198(3) Uani 1 1 d . . . . .
H2 H 0.4006 0.7328 0.6736 0.296 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 0.0033 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'
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
C2 C1 N1 121.2(3) . . ?
C2 C1 C19 122.6(3) . . ?
N1 C1 C19 116.2(2) . . ?
C1 C2 C3 118.5(3) . . ?
C1 C2 C24 119.0(3) . . ?
C3 C2 C24 122.5(2) . . ?
C8 C3 C4 118.2(3) . . ?
C8 C3 C2 120.1(2) . . ?
C4 C3 C2 121.7(3) . . ?
C5 C4 C3 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 120.9(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 119.7(3) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.2 . . ?
C3 C8 C7 120.1(3) . . ?
C3 C8 C9 120.7(3) . . ?
C7 C8 C9 119.1(3) . . ?
O1 C9 N1 119.8(3) . . ?
O1 C9 C8 124.5(3) . . ?
N1 C9 C8 115.7(3) . . ?
C18 C10 C11 121.3(3) . . ?
C18 C10 N1 120.8(3) . . ?
C11 C10 N1 117.7(3) . . ?
N2 C11 C10 120.8(3) . . ?
N2 C11 C15 121.9(3) . . ?
C10 C11 C15 117.3(3) . . ?
N2 C12 C13 125.3(4) . . ?
N2 C12 H12 117.4 . . ?
C13 C12 H12 117.4 . . ?
C14 C13 C12 118.9(4) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C13 C14 C15 120.7(3) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 123.8(3) . . ?
C16 C15 C11 120.3(3) . . ?
C14 C15 C11 115.9(3) . . ?
C17 C16 C15 120.1(3) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 118.6(3) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C10 C18 C17 122.3(3) . . ?
C10 C18 H18 118.8 . . ?
C17 C18 H18 118.8 . . ?
C20 C19 C1 175.1(3) . . ?
C19 C20 C21 176.6(3) . . ?
O2 C21 C23 110.8(4) . . ?
O2 C21 C20 106.2(3) . . ?
C23 C21 C20 109.8(3) . . ?
O2 C21 C22 107.5(5) . . ?
C23 C21 C22 113.0(4) . . ?
C20 C21 C22 109.3(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C29 C24 C25 117.7(3) . . ?
C29 C24 C2 122.7(3) . . ?
C25 C24 C2 119.6(3) . . ?
C26 C25 C24 121.0(3) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C27 C26 C25 120.2(3) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C26 C27 C28 120.0(3) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C29 120.4(3) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C24 C29 C28 120.6(3) . . ?
C24 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C9 N1 C1 123.6(2) . . ?
C9 N1 C10 119.2(2) . . ?
C1 N1 C10 117.2(2) . . ?
C12 N2 C11 117.3(3) . . ?
C21 O2 H2 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
C1 C2 1.355(4) . ?
C1 N1 1.405(4) . ?
C1 C19 1.432(4) . ?
C2 C3 1.437(4) . ?
C2 C24 1.484(4) . ?
C3 C8 1.405(4) . ?
C3 C4 1.413(4) . ?
C4 C5 1.369(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.370(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.406(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.457(4) . ?
C9 O1 1.231(3) . ?
C9 N1 1.375(4) . ?
C10 C18 1.339(4) . ?
C10 C11 1.399(4) . ?
C10 N1 1.455(4) . ?
C11 N2 1.372(4) . ?
C11 C15 1.439(4) . ?
C12 N2 1.296(4) . ?
C12 C13 1.376(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.346(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.403(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.394(5) . ?
C16 C17 1.386(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.404(5) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.192(4) . ?
C20 C21 1.472(4) . ?
C21 O2 1.393(4) . ?
C21 C23 1.458(5) . ?
C21 C22 1.473(5) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C29 1.378(4) . ?
C24 C25 1.387(4) . ?
C25 C26 1.375(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.357(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.358(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.383(4) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
O2 H2 0.8200 . ?
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
N1 C1 C2 C3 -5.9(4) . . . . ?
C19 C1 C2 C3 172.4(3) . . . . ?
N1 C1 C2 C24 173.0(2) . . . . ?
C19 C1 C2 C24 -8.7(4) . . . . ?
C1 C2 C3 C8 2.9(4) . . . . ?
C24 C2 C3 C8 -175.9(3) . . . . ?
C1 C2 C3 C4 -175.8(3) . . . . ?
C24 C2 C3 C4 5.3(4) . . . . ?
C8 C3 C4 C5 -1.3(4) . . . . ?
C2 C3 C4 C5 177.5(3) . . . . ?
C3 C4 C5 C6 0.1(5) . . . . ?
C4 C5 C6 C7 1.2(5) . . . . ?
C5 C6 C7 C8 -1.3(5) . . . . ?
C4 C3 C8 C7 1.2(4) . . . . ?
C2 C3 C8 C7 -177.7(3) . . . . ?
C4 C3 C8 C9 -179.9(3) . . . . ?
C2 C3 C8 C9 1.3(4) . . . . ?
C6 C7 C8 C3 0.1(5) . . . . ?
C6 C7 C8 C9 -178.8(3) . . . . ?
C3 C8 C9 O1 177.4(3) . . . . ?
C7 C8 C9 O1 -3.6(5) . . . . ?
C3 C8 C9 N1 -2.5(4) . . . . ?
C7 C8 C9 N1 176.5(3) . . . . ?
C18 C10 C11 N2 -179.0(3) . . . . ?
N1 C10 C11 N2 -3.9(4) . . . . ?
C18 C10 C11 C15 0.4(4) . . . . ?
N1 C10 C11 C15 175.5(2) . . . . ?
N2 C12 C13 C14 -0.5(6) . . . . ?
C12 C13 C14 C15 -0.7(5) . . . . ?
C13 C14 C15 C16 -178.6(3) . . . . ?
C13 C14 C15 C11 1.8(5) . . . . ?
N2 C11 C15 C16 178.5(3) . . . . ?
C10 C11 C15 C16 -0.9(4) . . . . ?
N2 C11 C15 C14 -1.9(4) . . . . ?
C10 C11 C15 C14 178.8(3) . . . . ?
C14 C15 C16 C17 -179.2(3) . . . . ?
C11 C15 C16 C17 0.4(5) . . . . ?
C15 C16 C17 C18 0.6(5) . . . . ?
C11 C10 C18 C17 0.6(5) . . . . ?
N1 C10 C18 C17 -174.3(3) . . . . ?
C16 C17 C18 C10 -1.1(5) . . . . ?
C1 C2 C24 C29 106.5(4) . . . . ?
C3 C2 C24 C29 -74.6(4) . . . . ?
C1 C2 C24 C25 -72.8(4) . . . . ?
C3 C2 C24 C25 106.1(3) . . . . ?
C29 C24 C25 C26 0.1(5) . . . . ?
C2 C24 C25 C26 179.5(3) . . . . ?
C24 C25 C26 C27 -0.3(6) . . . . ?
C25 C26 C27 C28 0.1(6) . . . . ?
C26 C27 C28 C29 0.3(6) . . . . ?
C25 C24 C29 C28 0.3(5) . . . . ?
C2 C24 C29 C28 -179.1(3) . . . . ?
C27 C28 C29 C24 -0.4(5) . . . . ?
O1 C9 N1 C1 179.6(3) . . . . ?
C8 C9 N1 C1 -0.4(4) . . . . ?
O1 C9 N1 C10 -1.0(4) . . . . ?
C8 C9 N1 C10 178.9(3) . . . . ?
C2 C1 N1 C9 4.8(4) . . . . ?
C19 C1 N1 C9 -173.6(3) . . . . ?
C2 C1 N1 C10 -174.5(3) . . . . ?
C19 C1 N1 C10 7.0(4) . . . . ?
C18 C10 N1 C9 -91.5(4) . . . . ?
C11 C10 N1 C9 93.4(3) . . . . ?
C18 C10 N1 C1 87.8(4) . . . . ?
C11 C10 N1 C1 -87.3(3) . . . . ?
C13 C12 N2 C11 0.4(5) . . . . ?
C10 C11 N2 C12 -179.9(3) . . . . ?
C15 C11 N2 C12 0.8(4) . . . . ?
