#------------------------------------------------------------------------------
#$Date: 2023-05-05 04:05:35 +0300 (Fri, 05 May 2023) $
#$Revision: 283167 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/86/1568680.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_1568680
loop_
_publ_author_name
'Yang, Qingjing'
'Zhou, Jian'
'Wang, Jun Joelle'
_publ_section_title
;
 Enantioselective copper-catalyzed hydrophosphination of alkenyl
 isoquinolines.
;
_journal_issue                   16
_journal_name_full               'Chemical science'
_journal_page_first              4413
_journal_page_last               4417
_journal_paper_doi               10.1039/d2sc06950d
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C26 H24 N O P'
_chemical_formula_sum            'C26 H24 N O P'
_chemical_formula_weight         397.43
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-31
_audit_creation_method
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_audit_update_record
;
2022-08-16 deposited with the CCDC.	2023-03-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.1535(9)
_cell_length_b                   11.2621(5)
_cell_length_c                   20.3773(10)
_cell_measurement_reflns_used    9128
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      2.29
_cell_volume                     4166.1(3)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_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  0.0782
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            112968
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.611
_diffrn_reflns_theta_min         1.999
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1031 before and 0.0671 after correction.
The Ratio of minimum to maximum transmission is 0.9497.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_description       block
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.38
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         6399
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0414
_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)+(0.0516P)²+1.9862P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1101
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4812
_reflns_number_total             6399
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc06950d2.cif
_cod_data_source_block           mo_cxy1866_0ma
_cod_depositor_comments          'Adding full bibliography for 1568680.cif.'
_cod_database_code               1568680
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C5(H5), C24(H24)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C25(H25A,H25B), C26(H26A,H26B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C23(H23)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -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
P1 P 0.25313(2) 0.50103(3) 0.30161(2) 0.01137(8) Uani 1 1 d . . . . .
O1 O 0.24316(5) 0.63019(8) 0.31517(4) 0.01720(19) Uani 1 1 d . . . . .
N1 N 0.06214(6) 0.27646(10) 0.40639(6) 0.0211(2) Uani 1 1 d . . . . .
C1 C 0.16369(8) 0.40629(14) 0.09740(7) 0.0244(3) Uani 1 1 d . . . . .
H1 H 0.147948 0.388179 0.054077 0.029 Uiso 1 1 calc R U . . .
C2 C 0.18215(7) 0.31549(12) 0.14030(7) 0.0214(3) Uani 1 1 d . . . . .
H2 H 0.178228 0.235170 0.126495 0.026 Uiso 1 1 calc R U . . .
C3 C 0.20641(7) 0.34144(11) 0.20350(6) 0.0167(2) Uani 1 1 d . . . . .
H3 H 0.218099 0.278907 0.233004 0.020 Uiso 1 1 calc R U . . .
C4 C 0.21356(6) 0.45964(11) 0.22351(6) 0.0133(2) Uani 1 1 d . . . . .
C5 C 0.21102(7) 0.40588(11) 0.36361(6) 0.0140(2) Uani 1 1 d . . . . .
H5 H 0.210826 0.322351 0.346966 0.017 Uiso 1 1 calc R U . . .
C6 C 0.13010(7) 0.44768(12) 0.37197(6) 0.0167(2) Uani 1 1 d . . . . .
H6A H 0.129680 0.533202 0.383196 0.020 Uiso 1 1 calc R U . . .
H6B H 0.103756 0.437762 0.329784 0.020 Uiso 1 1 calc R U . . .
C7 C 0.08994(7) 0.37929(11) 0.42477(6) 0.0154(2) Uani 1 1 d . . . . .
C8 C 0.08483(7) 0.42262(11) 0.49068(6) 0.0157(2) Uani 1 1 d . . . . .
C9 C 0.11534(7) 0.53220(12) 0.51193(7) 0.0210(3) Uani 1 1 d . . . . .
H9 H 0.139571 0.582229 0.481223 0.025 Uiso 1 1 calc R U . . .
C10 C 0.11016(9) 0.56637(14) 0.57616(8) 0.0289(3) Uani 1 1 d . . . . .
H10 H 0.131705 0.639187 0.589776 0.035 Uiso 1 1 calc R U . . .
C11 C 0.07330(9) 0.49493(16) 0.62232(7) 0.0323(4) Uani 1 1 d . . . . .
H11 H 0.069523 0.520173 0.666676 0.039 Uiso 1 1 calc R U . . .
C12 C 0.49986(7) 0.41364(13) 0.28941(7) 0.0226(3) Uani 1 1 d . . . . .
H12 H 0.551107 0.397142 0.287032 0.027 Uiso 1 1 calc R U . . .
C13 C 0.44890(7) 0.32484(12) 0.27656(6) 0.0202(3) Uani 1 1 d . . . . .
H13 H 0.465395 0.247462 0.265210 0.024 Uiso 1 1 calc R U . . .
C14 C 0.37388(7) 0.34839(11) 0.28020(6) 0.0164(2) Uani 1 1 d . . . . .
H14 H 0.339206 0.287025 0.271890 0.020 Uiso 1 1 calc R U . . .
C15 C 0.34956(7) 0.46240(11) 0.29610(6) 0.0126(2) Uani 1 1 d . . . . .
C16 C 0.40080(7) 0.55158(12) 0.30875(6) 0.0185(3) Uani 1 1 d . . . . .
H16 H 0.384647 0.629447 0.319443 0.022 Uiso 1 1 calc R U . . .
C17 C 0.47572(8) 0.52619(13) 0.30567(7) 0.0236(3) Uani 1 1 d . . . . .
H17 H 0.510613 0.586833 0.314839 0.028 Uiso 1 1 calc R U . . .
C18 C 0.16820(8) 0.52329(13) 0.11772(7) 0.0230(3) Uani 1 1 d . . . . .
H18 H 0.154040 0.585363 0.088778 0.028 Uiso 1 1 calc R U . . .
C19 C 0.19339(7) 0.55020(12) 0.18036(6) 0.0178(2) Uani 1 1 d . . . . .
H19 H 0.196896 0.630718 0.193901 0.021 Uiso 1 1 calc R U . . .
C20 C 0.02764(8) 0.20826(13) 0.45255(8) 0.0266(3) Uani 1 1 d . . . . .
H20 H 0.008015 0.133889 0.439198 0.032 Uiso 1 1 calc R U . . .
C21 C 0.01975(8) 0.24045(13) 0.51638(8) 0.0266(3) Uani 1 1 d . . . . .
H21 H -0.004789 0.189531 0.546433 0.032 Uiso 1 1 calc R U . . .
C22 C 0.04847(7) 0.35059(12) 0.53758(7) 0.0207(3) Uani 1 1 d . . . . .
C23 C 0.04317(8) 0.39010(15) 0.60358(7) 0.0299(3) Uani 1 1 d . . . . .
H23 H 0.018213 0.342508 0.635003 0.036 Uiso 1 1 calc R U . . .
C24 C 0.25450(7) 0.40990(12) 0.42686(6) 0.0172(2) Uani 1 1 d . . . . .
H24 H 0.259248 0.490214 0.447356 0.021 Uiso 1 1 calc R U . . .
C25 C 0.31907(8) 0.32756(14) 0.43756(7) 0.0241(3) Uani 1 1 d . . . . .
H25A H 0.331549 0.271178 0.401986 0.029 Uiso 1 1 calc R U . . .
H25B H 0.361819 0.358549 0.462388 0.029 Uiso 1 1 calc R U . . .
C26 C 0.24847(8) 0.30767(13) 0.47443(7) 0.0232(3) Uani 1 1 d . . . . .
H26A H 0.247903 0.326409 0.521892 0.028 Uiso 1 1 calc R U . . .
H26B H 0.217635 0.239043 0.461494 0.028 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'
P P 0.1023 0.0942 '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
O1 P1 C4 111.49(6) . . ?
O1 P1 C5 113.18(5) . . ?
O1 P1 C15 111.33(6) . . ?
C4 P1 C5 106.97(6) . . ?
C4 P1 C15 105.56(5) . . ?
C15 P1 C5 107.91(5) . . ?
C7 N1 C20 118.29(12) . . ?
C2 C1 H1 120.0 . . ?
C18 C1 H1 120.0 . . ?
C18 C1 C2 119.96(13) . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.33(12) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 119.93(12) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 P1 122.63(9) . . ?
C19 C4 P1 118.08(9) . . ?
C19 C4 C3 119.19(12) . . ?
P1 C5 H5 108.6 . . ?
C6 C5 P1 107.12(8) . . ?
C6 C5 H5 108.6 . . ?
C24 C5 P1 110.73(9) . . ?
C24 C5 H5 108.6 . . ?
C24 C5 C6 113.04(10) . . ?
C5 C6 H6A 109.1 . . ?
C5 C6 H6B 109.1 . . ?
H6A C6 H6B 107.9 . . ?
C7 C6 C5 112.35(10) . . ?
C7 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
N1 C7 C6 115.50(11) . . ?
N1 C7 C8 122.77(12) . . ?
C8 C7 C6 121.70(11) . . ?
C9 C8 C7 123.83(12) . . ?
C22 C8 C7 117.88(12) . . ?
C22 C8 C9 118.28(12) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.63(14) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.77(15) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 120.0 . . ?
C23 C11 C10 120.09(14) . . ?
C23 C11 H11 120.0 . . ?
C13 C12 H12 120.2 . . ?
C17 C12 H12 120.2 . . ?
C17 C12 C13 119.69(12) . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.39(12) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.87(12) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 P1 122.83(9) . . ?
C16 C15 P1 117.50(10) . . ?
C16 C15 C14 119.67(12) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.76(13) . . ?
C17 C16 H16 120.1 . . ?
C12 C17 C16 120.63(13) . . ?
C12 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C1 C18 H18 119.9 . . ?
C1 C18 C19 120.14(13) . . ?
C19 C18 H18 119.9 . . ?
C4 C19 H19 119.8 . . ?
C18 C19 C4 120.39(12) . . ?
C18 C19 H19 119.8 . . ?
N1 C20 H20 118.1 . . ?
C21 C20 N1 123.89(14) . . ?
C21 C20 H20 118.1 . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.23(13) . . ?
C22 C21 H21 120.4 . . ?
C8 C22 C23 119.41(14) . . ?
C21 C22 C8 117.93(13) . . ?
C21 C22 C23 122.66(13) . . ?
C11 C23 C22 120.81(14) . . ?
C11 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C5 C24 H24 115.3 . . ?
C25 C24 C5 120.65(11) . . ?
C25 C24 H24 115.3 . . ?
C26 C24 C5 119.13(11) . . ?
C26 C24 H24 115.3 . . ?
C26 C24 C25 59.68(9) . . ?
C24 C25 H25A 117.8 . . ?
C24 C25 H25B 117.8 . . ?
H25A C25 H25B 114.9 . . ?
C26 C25 C24 60.12(9) . . ?
C26 C25 H25A 117.8 . . ?
C26 C25 H25B 117.8 . . ?
C24 C26 H26A 117.8 . . ?
C24 C26 H26B 117.8 . . ?
C25 C26 C24 60.21(9) . . ?
C25 C26 H26A 117.8 . . ?
C25 C26 H26B 117.8 . . ?
H26A C26 H26B 114.9 . . ?
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
P1 O1 1.4917(9) . ?
P1 C4 1.8072(12) . ?
P1 C5 1.8244(12) . ?
P1 C15 1.8073(12) . ?
N1 C7 1.3175(17) . ?
N1 C20 1.3665(19) . ?
C1 H1 0.9500 . ?
C1 C2 1.386(2) . ?
C1 C18 1.384(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.3921(18) . ?
C3 H3 0.9500 . ?
C3 C4 1.3983(17) . ?
C4 C19 1.3954(17) . ?
C5 H5 1.0000 . ?
C5 C6 1.5520(17) . ?
C5 C24 1.5120(17) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.5107(17) . ?
C7 C8 1.4321(17) . ?
C8 C9 1.4202(19) . ?
C8 C22 1.4166(18) . ?
C9 H9 0.9500 . ?
C9 C10 1.368(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.407(2) . ?
C11 H11 0.9500 . ?
C11 C23 1.356(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.387(2) . ?
C12 C17 1.381(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.3895(18) . ?
C14 H14 0.9500 . ?
C14 C15 1.3959(17) . ?
C15 C16 1.3930(17) . ?
C16 H16 0.9500 . ?
C16 C17 1.3912(19) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.3894(18) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.358(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.413(2) . ?
C22 C23 1.420(2) . ?
C23 H23 0.9500 . ?
C24 H24 1.0000 . ?
C24 C25 1.5104(18) . ?
C24 C26 1.5090(18) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.5023(19) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
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
P1 C4 C19 C18 174.88(10) . . . . ?
P1 C5 C6 C7 -177.20(9) . . . . ?
P1 C5 C24 C25 -86.79(13) . . . . ?
P1 C5 C24 C26 -156.82(10) . . . . ?
P1 C15 C16 C17 179.49(10) . . . . ?
O1 P1 C4 C3 -170.82(10) . . . . ?
O1 P1 C4 C19 12.88(12) . . . . ?
O1 P1 C5 C6 51.50(10) . . . . ?
O1 P1 C5 C24 -72.18(10) . . . . ?
O1 P1 C15 C14 -176.39(10) . . . . ?
O1 P1 C15 C16 3.90(11) . . . . ?
N1 C7 C8 C9 178.96(12) . . . . ?
N1 C7 C8 C22 0.30(18) . . . . ?
N1 C20 C21 C22 0.0(2) . . . . ?
C1 C2 C3 C4 -1.21(19) . . . . ?
C1 C18 C19 C4 -0.7(2) . . . . ?
C2 C1 C18 C19 2.0(2) . . . . ?
C2 C3 C4 P1 -173.76(10) . . . . ?
C2 C3 C4 C19 2.49(18) . . . . ?
C3 C4 C19 C18 -1.55(19) . . . . ?
C4 P1 C5 C6 -71.68(9) . . . . ?
C4 P1 C5 C24 164.64(8) . . . . ?
C4 P1 C15 C14 -55.26(11) . . . . ?
C4 P1 C15 C16 125.03(10) . . . . ?
C5 P1 C4 C3 -46.60(12) . . . . ?
C5 P1 C4 C19 137.10(10) . . . . ?
C5 P1 C15 C14 58.84(11) . . . . ?
C5 P1 C15 C16 -120.87(10) . . . . ?
C5 C6 C7 N1 -83.20(14) . . . . ?
C5 C6 C7 C8 94.95(14) . . . . ?
C5 C24 C25 C26 -108.00(14) . . . . ?
C5 C24 C26 C25 110.49(13) . . . . ?
C6 C5 C24 C25 153.00(12) . . . . ?
C6 C5 C24 C26 82.98(14) . . . . ?
C6 C7 C8 C9 0.95(19) . . . . ?
C6 C7 C8 C22 -177.71(11) . . . . ?
C7 N1 C20 C21 0.5(2) . . . . ?
C7 C8 C9 C10 -178.09(13) . . . . ?
C7 C8 C22 C21 0.17(18) . . . . ?
C7 C8 C22 C23 179.22(12) . . . . ?
C8 C9 C10 C11 -1.2(2) . . . . ?
C8 C22 C23 C11 -0.9(2) . . . . ?
C9 C8 C22 C21 -178.57(12) . . . . ?
C9 C8 C22 C23 0.49(18) . . . . ?
C9 C10 C11 C23 0.8(2) . . . . ?
C10 C11 C23 C22 0.2(2) . . . . ?
C12 C13 C14 C15 0.8(2) . . . . ?
C13 C12 C17 C16 -0.5(2) . . . . ?
C13 C14 C15 P1 179.76(10) . . . . ?
C13 C14 C15 C16 -0.53(18) . . . . ?
C14 C15 C16 C17 -0.23(19) . . . . ?
C15 P1 C4 C3 68.15(11) . . . . ?
C15 P1 C4 C19 -108.15(10) . . . . ?
C15 P1 C5 C6 175.16(8) . . . . ?
C15 P1 C5 C24 51.48(10) . . . . ?
C15 C16 C17 C12 0.8(2) . . . . ?
C17 C12 C13 C14 -0.2(2) . . . . ?
C18 C1 C2 C3 -1.1(2) . . . . ?
C20 N1 C7 C6 177.50(11) . . . . ?
C20 N1 C7 C8 -0.63(19) . . . . ?
C20 C21 C22 C8 -0.3(2) . . . . ?
C20 C21 C22 C23 -179.31(14) . . . . ?
C21 C22 C23 C11 178.12(14) . . . . ?
C22 C8 C9 C10 0.56(19) . . . . ?
C24 C5 C6 C7 -54.95(14) . . . . ?
