#------------------------------------------------------------------------------
#$Date: 2024-05-05 03:56:03 +0200 (Sun 05 de May de 2024) $
#$Revision: 291581 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/12/1571249.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_1571249
loop_
_publ_author_name
'Kopp, Richard O.'
'Kleynemeyer, Sabrina L.'
'Groth, Lucie J.'
'Ernst, Moritz J.'
'Rupf, Susanne M.'
'Weber, Manuela'
'Kershaw Cook, Laurence J.'
'Coles, Nathan T.'
'Neale, Samuel E.'
'Müller, Christian'
_publ_section_title
;
 Highly selective, reversible water activation by P,N-cooperativity in
 pyridyl-functionalized phosphinines.
;
_journal_issue                   15
_journal_name_full               'Chemical science'
_journal_page_first              5496
_journal_page_last               5506
_journal_paper_doi               10.1039/d3sc05930h
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C29 H27 N4 O P'
_chemical_formula_sum            'C29 H27 N4 O P'
_chemical_formula_weight         478.51
_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             2023-10-19
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2023-10-19 deposited with the CCDC.	2024-03-08 downloaded from the CCDC.
;
_cell_angle_alpha                92.457(9)
_cell_angle_beta                 108.816(4)
_cell_angle_gamma                103.145(4)
_cell_formula_units_Z            2
_cell_length_a                   10.539(2)
_cell_length_b                   10.9798(18)
_cell_length_c                   11.7826(15)
_cell_measurement_reflns_used    8194
_cell_measurement_temperature    102.0
_cell_measurement_theta_max      25.36
_cell_measurement_theta_min      2.46
_cell_volume                     1246.7(4)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      102.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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  0.0330
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_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            15240
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.401
_diffrn_reflns_theta_min         2.111
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6198
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0842 before and 0.0471 after correction.
The Ratio of minimum to maximum transmission is 0.8317.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane/acetonitrile'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4583
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0454
_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)+(0.0370P)²+1.1105P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1030
_refine_ls_wR_factor_ref         0.1073
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3966
_reflns_number_total             4583
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc05930h2.cif
_cod_data_source_block           p-1
_cod_depositor_comments
'Adding full bibliography for 1571249--1571254.cif.'
_cod_database_code               1571249
_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_max   0.973
_shelx_estimated_absorpt_t_min   0.962
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C31(H31), C11(H11), C42(H42), C34(H34), C32(H32), C12(H12), C24(H24),
 C41(H41), C44(H44), C22(H22), C14(H14), C21(H21)
2.b Idealised Me refined with everything fixed:
 C45(H45A,H45B,H45C)
2.c Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C25(H25A,H25B,H25C), C15(H15A,H15B,H15C)
;
_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
P1 P 0.91454(5) 0.35149(5) 0.24323(5) 0.01766(14) Uani 1 1 d . . . . .
H1 H 0.874(2) 0.2871(18) 0.1337(18) 0.013(5) Uiso 1 1 d . . . . .
O1 O 1.06613(15) 0.40865(13) 0.28974(13) 0.0238(3) Uani 1 1 d . . . . .
N1 N 0.60932(18) 0.55045(16) 0.40127(16) 0.0242(4) Uani 1 1 d . . . . .
N2 N 0.75353(18) 0.04337(16) 0.19882(16) 0.0237(4) Uani 1 1 d . . . . .
N3 N 0.85303(18) 0.51067(16) 0.05858(15) 0.0222(4) Uani 1 1 d . . . . .
N4 N 0.88431(18) 0.11582(16) 0.53689(15) 0.0232(4) Uani 1 1 d . . . . .
C1 C 0.8587(2) 0.23647(18) 0.33507(18) 0.0183(4) Uani 1 1 d . . . . .
H1A H 0.934(2) 0.1948(19) 0.3578(18) 0.012(5) Uiso 1 1 d . . . . .
C2 C 0.84611(19) 0.30106(18) 0.44524(17) 0.0172(4) Uani 1 1 d . . . . .
C3 C 0.8126(2) 0.41202(18) 0.44359(18) 0.0189(4) Uani 1 1 d . . . . .
H3 H 0.809148 0.447641 0.517122 0.023 Uiso 1 1 calc R U . . .
C4 C 0.78070(19) 0.48428(18) 0.34079(17) 0.0176(4) Uani 1 1 d . . . . .
C5 C 0.8092(2) 0.46097(18) 0.23816(18) 0.0180(4) Uani 1 1 d . . . . .
C30 C 0.7741(2) 0.52186(18) 0.12653(18) 0.0191(4) Uani 1 1 d . . . . .
C31 C 0.6651(2) 0.57934(19) 0.08810(18) 0.0213(4) Uani 1 1 d . . . . .
H31 H 0.608818 0.584836 0.135914 0.026 Uiso 1 1 calc R U . . .
C10 C 0.7179(2) 0.58733(18) 0.36402(17) 0.0179(4) Uani 1 1 d . . . . .
C11 C 0.7743(2) 0.71246(18) 0.35705(17) 0.0193(4) Uani 1 1 d . . . . .
H11 H 0.850271 0.735215 0.328773 0.023 Uiso 1 1 calc R U . . .
C20 C 0.7302(2) 0.13483(18) 0.26246(17) 0.0189(4) Uani 1 1 d . . . . .
C42 C 0.9031(2) 0.2194(2) 0.76214(19) 0.0250(5) Uani 1 1 d . . . . .
H42 H 0.908879 0.255098 0.839088 0.030 Uiso 1 1 calc R U . . .
C34 C 0.8271(2) 0.5596(2) -0.04626(18) 0.0232(4) Uani 1 1 d . . . . .
H34 H 0.883894 0.552130 -0.093177 0.028 Uiso 1 1 calc R U . . .
C33 C 0.7219(2) 0.62069(19) -0.09097(18) 0.0215(4) Uani 1 1 d . . . . .
C32 C 0.6405(2) 0.62823(19) -0.02081(18) 0.0227(4) Uani 1 1 d . . . . .
H32 H 0.566396 0.667602 -0.047884 0.027 Uiso 1 1 calc R U . . .
C43 C 0.9213(2) 0.0991(2) 0.74797(19) 0.0256(5) Uani 1 1 d . . . . .
C40 C 0.8688(2) 0.23331(18) 0.55324(18) 0.0187(4) Uani 1 1 d . . . . .
C12 C 0.7184(2) 0.80367(19) 0.39185(18) 0.0210(4) Uani 1 1 d . . . . .
H12 H 0.757074 0.890228 0.389749 0.025 Uiso 1 1 calc R U . . .
C23 C 0.5106(2) -0.0650(2) 0.13860(19) 0.0264(5) Uani 1 1 d . . . . .
C24 C 0.6451(2) -0.0525(2) 0.13932(19) 0.0267(5) Uani 1 1 d . . . . .
H24 H 0.661009 -0.117457 0.093879 0.032 Uiso 1 1 calc R U . . .
C41 C 0.8766(2) 0.2874(2) 0.66516(18) 0.0221(4) Uani 1 1 d . . . . .
H41 H 0.863872 0.369710 0.674561 0.027 Uiso 1 1 calc R U . . .
C44 C 0.9098(2) 0.0524(2) 0.6329(2) 0.0270(5) Uani 1 1 d . . . . .
H44 H 0.920652 -0.030279 0.621346 0.032 Uiso 1 1 calc R U . . .
C22 C 0.4890(2) 0.0341(2) 0.19986(19) 0.0275(5) Uani 1 1 d . . . . .
H22 H 0.398288 0.032637 0.199256 0.033 Uiso 1 1 calc R U . . .
C35 C 0.6948(2) 0.6722(2) -0.21072(19) 0.0281(5) Uani 1 1 d . . . . .
H35A H 0.764664 0.660613 -0.245557 0.042 Uiso 1 1 calc R U . . .
H35B H 0.699698 0.762269 -0.198518 0.042 Uiso 1 1 calc R U . . .
H35C H 0.602342 0.627302 -0.265885 0.042 Uiso 1 1 calc R U . . .
C14 C 0.5548(2) 0.6401(2) 0.4315(2) 0.0268(5) Uani 1 1 d . . . . .
H14 H 0.476066 0.614478 0.455719 0.032 Uiso 1 1 calc R U . . .
C13 C 0.6053(2) 0.7679(2) 0.42987(19) 0.0245(5) Uani 1 1 d . . . . .
C21 C 0.5990(2) 0.1353(2) 0.26210(18) 0.0238(5) Uani 1 1 d . . . . .
H21 H 0.584622 0.204043 0.303874 0.029 Uiso 1 1 calc R U . . .
C25 C 0.3968(3) -0.1809(2) 0.0755(2) 0.0384(6) Uani 1 1 d . . . . .
H25A H 0.404588 -0.206141 -0.002298 0.058 Uiso 1 1 calc R U . . .
H25B H 0.306646 -0.162632 0.061835 0.058 Uiso 1 1 calc R U . . .
H25C H 0.405152 -0.249439 0.125798 0.058 Uiso 1 1 calc R U . . .
C45 C 0.9545(3) 0.0239(2) 0.8523(2) 0.0368(6) Uani 1 1 d . . . . .
H45A H 1.042098 0.069690 0.914327 0.055 Uiso 1 1 calc . U . . .
H45B H 0.963111 -0.058036 0.824052 0.055 Uiso 1 1 calc . U . . .
H45C H 0.880011 0.011155 0.886724 0.055 Uiso 1 1 calc . U . . .
C15 C 0.5409(3) 0.8630(2) 0.4704(2) 0.0369(6) Uani 1 1 d . . . . .
H15A H 0.579918 0.882593 0.558654 0.055 Uiso 1 1 calc R U . . .
H15B H 0.440415 0.828130 0.445646 0.055 Uiso 1 1 calc R U . . .
H15C H 0.560597 0.940135 0.433465 0.055 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 H1 111.7(8) . . ?
O1 P1 C1 112.94(9) . . ?
O1 P1 C5 115.02(9) . . ?
C1 P1 H1 104.3(8) . . ?
C5 P1 H1 108.5(8) . . ?
C5 P1 C1 103.60(9) . . ?
C14 N1 C10 117.23(18) . . ?
C24 N2 C20 117.13(18) . . ?
C34 N3 C30 118.43(17) . . ?
C44 N4 C40 117.79(18) . . ?
P1 C1 H1A 102.2(11) . . ?
C2 C1 P1 110.79(13) . . ?
C2 C1 H1A 111.0(12) . . ?
C2 C1 C20 113.68(16) . . ?
C20 C1 P1 112.60(13) . . ?
C20 C1 H1A 105.8(12) . . ?
C3 C2 C1 121.49(17) . . ?
C3 C2 C40 122.27(18) . . ?
C40 C2 C1 116.21(16) . . ?
C2 C3 H3 116.4 . . ?
C2 C3 C4 127.16(18) . . ?
C4 C3 H3 116.4 . . ?
C3 C4 C10 111.88(16) . . ?
C5 C4 C3 123.40(18) . . ?
C5 C4 C10 124.69(17) . . ?
C4 C5 P1 116.07(15) . . ?
C4 C5 C30 128.11(18) . . ?
C30 C5 P1 115.63(14) . . ?
N3 C30 C5 113.68(17) . . ?
N3 C30 C31 121.38(18) . . ?
C31 C30 C5 124.83(18) . . ?
C30 C31 H31 120.6 . . ?
C32 C31 C30 118.82(18) . . ?
C32 C31 H31 120.6 . . ?
N1 C10 C4 114.57(17) . . ?
N1 C10 C11 122.70(18) . . ?
C11 C10 C4 122.53(17) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 118.95(18) . . ?
C12 C11 H11 120.5 . . ?
N2 C20 C1 114.75(17) . . ?
N2 C20 C21 122.36(19) . . ?
C21 C20 C1 122.89(18) . . ?
C43 C42 H42 119.8 . . ?
C41 C42 H42 119.8 . . ?
C41 C42 C43 120.4(2) . . ?
N3 C34 H34 117.9 . . ?
N3 C34 C33 124.19(19) . . ?
C33 C34 H34 117.9 . . ?
C34 C33 C35 122.38(18) . . ?
C32 C33 C34 116.17(18) . . ?
C32 C33 C35 121.43(19) . . ?
C31 C32 C33 120.99(19) . . ?
C31 C32 H32 119.5 . . ?
C33 C32 H32 119.5 . . ?
C42 C43 C45 121.8(2) . . ?
C44 C43 C42 116.66(19) . . ?
C44 C43 C45 121.5(2) . . ?
N4 C40 C2 115.57(17) . . ?
N4 C40 C41 121.83(18) . . ?
C41 C40 C2 122.58(18) . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.49(19) . . ?
C13 C12 H12 120.3 . . ?
C24 C23 C25 121.2(2) . . ?
C22 C23 C24 116.2(2) . . ?
C22 C23 C25 122.6(2) . . ?
N2 C24 C23 125.1(2) . . ?
N2 C24 H24 117.4 . . ?
C23 C24 H24 117.4 . . ?
C42 C41 C40 118.81(19) . . ?
C42 C41 H41 120.6 . . ?
C40 C41 H41 120.6 . . ?
N4 C44 C43 124.5(2) . . ?
N4 C44 H44 117.8 . . ?
C43 C44 H44 117.8 . . ?
C23 C22 H22 119.9 . . ?
C23 C22 C21 120.2(2) . . ?
C21 C22 H22 119.9 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N1 C14 H14 117.8 . . ?
N1 C14 C13 124.46(19) . . ?
C13 C14 H14 117.8 . . ?
C12 C13 C14 117.14(19) . . ?
C12 C13 C15 121.95(19) . . ?
C14 C13 C15 120.9(2) . . ?
C20 C21 C22 118.9(2) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C43 C45 H45A 109.5 . . ?
C43 C45 H45B 109.5 . . ?
C43 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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
P1 H1 1.33(2) . ?
P1 O1 1.4819(15) . ?
P1 C1 1.8170(19) . ?
P1 C5 1.803(2) . ?
N1 C10 1.340(3) . ?
N1 C14 1.336(3) . ?
N2 C20 1.341(3) . ?
N2 C24 1.334(3) . ?
N3 C30 1.347(3) . ?
N3 C34 1.340(3) . ?
N4 C40 1.350(3) . ?
N4 C44 1.339(3) . ?
C1 H1A 0.98(2) . ?
C1 C2 1.510(3) . ?
C1 C20 1.515(3) . ?
C2 C3 1.343(3) . ?
C2 C40 1.482(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.467(3) . ?
C4 C5 1.364(3) . ?
C4 C10 1.491(3) . ?
C5 C30 1.479(3) . ?
C30 C31 1.393(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.382(3) . ?
C10 C11 1.385(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.381(3) . ?
C20 C21 1.383(3) . ?
C42 H42 0.9500 . ?
C42 C43 1.388(3) . ?
C42 C41 1.380(3) . ?
C34 H34 0.9500 . ?
C34 C33 1.396(3) . ?
C33 C32 1.383(3) . ?
C33 C35 1.508(3) . ?
C32 H32 0.9500 . ?
C43 C44 1.386(3) . ?
C43 C45 1.502(3) . ?
C40 C41 1.393(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(3) . ?
C23 C24 1.390(3) . ?
C23 C22 1.381(3) . ?
C23 C25 1.503(3) . ?
C24 H24 0.9500 . ?
C41 H41 0.9500 . ?
C44 H44 0.9500 . ?
C22 H22 0.9500 . ?
C22 C21 1.383(3) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C14 H14 0.9500 . ?
C14 C13 1.387(3) . ?
C13 C15 1.505(3) . ?
C21 H21 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
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 C1 C2 C3 30.2(2) . . . . ?
P1 C1 C2 C40 -151.46(14) . . . . ?
P1 C1 C20 N2 79.70(18) . . . . ?
P1 C1 C20 C21 -100.72(19) . . . . ?
P1 C5 C30 N3 -15.5(2) . . . . ?
P1 C5 C30 C31 160.65(17) . . . . ?
O1 P1 C1 C2 80.50(15) . . . . ?
O1 P1 C1 C20 -150.94(13) . . . . ?
O1 P1 C5 C4 -87.88(17) . . . . ?
O1 P1 C5 C30 87.37(16) . . . . ?
N1 C10 C11 C12 1.2(3) . . . . ?
N1 C14 C13 C12 1.3(3) . . . . ?
N1 C14 C13 C15 -177.4(2) . . . . ?
N2 C20 C21 C22 4.0(3) . . . . ?
N3 C30 C31 C32 -1.5(3) . . . . ?
N3 C34 C33 C32 -0.8(3) . . . . ?
N3 C34 C33 C35 -178.8(2) . . . . ?
N4 C40 C41 C42 1.1(3) . . . . ?
C1 P1 C5 C4 35.86(17) . . . . ?
C1 P1 C5 C30 -148.88(15) . . . . ?
C1 C2 C3 C4 1.6(3) . . . . ?
C1 C2 C40 N4 -6.5(2) . . . . ?
C1 C2 C40 C41 172.32(18) . . . . ?
C1 C20 C21 C22 -175.50(18) . . . . ?
C2 C1 C20 N2 -153.26(16) . . . . ?
C2 C1 C20 C21 26.3(3) . . . . ?
C2 C3 C4 C5 -14.4(3) . . . . ?
C2 C3 C4 C10 167.23(19) . . . . ?
C2 C40 C41 C42 -177.64(18) . . . . ?
C3 C2 C40 N4 171.84(18) . . . . ?
C3 C2 C40 C41 -9.4(3) . . . . ?
C3 C4 C5 P1 -9.6(3) . . . . ?
C3 C4 C5 C30 175.84(19) . . . . ?
C3 C4 C10 N1 -51.5(2) . . . . ?
C3 C4 C10 C11 123.6(2) . . . . ?
C4 C5 C30 N3 159.1(2) . . . . ?
C4 C5 C30 C31 -24.8(3) . . . . ?
C4 C10 C11 C12 -173.42(18) . . . . ?
C5 P1 C1 C2 -44.59(16) . . . . ?
C5 P1 C1 C20 83.97(15) . . . . ?
C5 C4 C10 N1 130.2(2) . . . . ?
C5 C4 C10 C11 -54.8(3) . . . . ?
C5 C30 C31 C32 -177.38(19) . . . . ?
C30 N3 C34 C33 -0.7(3) . . . . ?
C30 C31 C32 C33 0.0(3) . . . . ?
C10 N1 C14 C13 -1.8(3) . . . . ?
C10 C4 C5 P1 168.54(15) . . . . ?
C10 C4 C5 C30 -6.0(3) . . . . ?
C10 C11 C12 C13 -1.6(3) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C11 C12 C13 C15 179.2(2) . . . . ?
C20 N2 C24 C23 -0.2(3) . . . . ?
C20 C1 C2 C3 -97.8(2) . . . . ?
C20 C1 C2 C40 80.6(2) . . . . ?
C42 C43 C44 N4 0.9(3) . . . . ?
C34 N3 C30 C5 178.16(18) . . . . ?
C34 N3 C30 C31 1.9(3) . . . . ?
C34 C33 C32 C31 1.1(3) . . . . ?
C43 C42 C41 C40 -0.1(3) . . . . ?
C40 N4 C44 C43 0.0(3) . . . . ?
C40 C2 C3 C4 -176.59(18) . . . . ?
C23 C22 C21 C20 -0.5(3) . . . . ?
C24 N2 C20 C1 175.92(17) . . . . ?
C24 N2 C20 C21 -3.7(3) . . . . ?
C24 C23 C22 C21 -3.0(3) . . . . ?
C41 C42 C43 C44 -0.8(3) . . . . ?
C41 C42 C43 C45 178.1(2) . . . . ?
C44 N4 C40 C2 177.80(18) . . . . ?
C44 N4 C40 C41 -1.0(3) . . . . ?
C22 C23 C24 N2 3.5(3) . . . . ?
C35 C33 C32 C31 179.2(2) . . . . ?
C14 N1 C10 C4 175.51(18) . . . . ?
C14 N1 C10 C11 0.5(3) . . . . ?
C25 C23 C24 N2 -175.8(2) . . . . ?
C25 C23 C22 C21 176.3(2) . . . . ?
C45 C43 C44 N4 -178.0(2) . . . . ?
