#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/21/8102162.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_8102162
loop_
_publ_author_name
'Mahmoudi, Ali'
'Hadjikhani, Ramin'
_publ_section_title
;
Crystal structure of N,N'-dibenzyl-N,N'-dimethyl-N"-(2-fluorobenzoyl)
phosphoric diamide, C₂₃H₂₅FN₃O₂P
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              313
_journal_page_last               314
_journal_volume                  222
_journal_year                    2007
_chemical_formula_moiety         'C23 H25 F N3 O2 P'
_chemical_formula_sum            'C23 H25 F N3 O2 P'
_chemical_formula_weight         425.43
_chemical_name_systematic
;
N,N'-dibenzyl-N,N'-dimethyl-N"-(2-fluorobenzoyl)phosphoric diamide
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2007-04-16 # Formatted by publCIF
;
_cell_angle_alpha                101.7890(10)
_cell_angle_beta                 95.4500(10)
_cell_angle_gamma                117.9470(10)
_cell_formula_units_Z            2
_cell_length_a                   10.1979(6)
_cell_length_b                   10.8417(6)
_cell_length_c                   11.5399(12)
_cell_measurement_reflns_used    6616
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      34.40
_cell_measurement_theta_min      2.32
_cell_volume                     1076.15(14)
_computing_cell_refinement       'APEX2 (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'APEX2 (Bruker, 2005)'
_computing_molecular_graphics    'SHELXTL ver. 5.1 (Sheldrick, 1998)'
_computing_publication_material  'SHELXTL ver. 5.1 (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL ver. 5.1 (Sheldrick, 1998)'
_computing_structure_solution    'SHELXTL ver. 5.1 (Sheldrick, 1998)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART APEX II'
_diffrn_measurement_method       omega
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_sigmaI/netI    0.0276
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14022
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         6250
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0371
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0539P)²+0.2935P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.1034
_reflns_number_gt                5303
_reflns_number_total             6250
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2060.cff
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_bond_publ_flag' value 'Yes' changed to 'yes' according
to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (4
times).

'_geom_angle_publ_flag' value 'Yes' changed to 'yes' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (6 times).

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_cell_volume        1076.14(14)
_cod_database_code               8102162
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.64281(3) 0.24234(3) 0.03293(2) 0.01576(7) Uani 1 2 i d . . .
O1 O 0.68681(8) 0.12988(8) 0.03238(7) 0.01924(16) Uani 1 2 i d . . .
O2 O 0.45543(10) 0.38069(9) 0.12807(9) 0.0287(2) Uani 1 2 i d . . .
N1 N 0.46515(10) 0.17329(9) 0.05839(8) 0.01679(17) Uani 1 2 i d . . .
H1N H 0.4141 0.0782 0.0353 0.020 Uiso 1 2 i d R . .
N2 N 0.76467(10) 0.39420(10) 0.13629(9) 0.02079(19) Uani 1 2 i d . . .
N3 N 0.63148(11) 0.28032(10) -0.09620(9) 0.02098(19) Uani 1 2 i d . . .
C1 C 0.39823(12) 0.24938(11) 0.10876(10) 0.01774(19) Uani 1 2 i d . . .
C2 C 0.24752(11) 0.15895(11) 0.13715(9) 0.01551(18) Uani 1 2 i d . A .
C3 C 0.13053(13) 0.18954(12) 0.11577(10) 0.0205(2) Uani 1 2 i d . . .
F1 F 0.15023(13) 0.29821(12) 0.07205(10) 0.0275(2) Uani 0.67 2 i d P A 1
H3A H 0.1487 0.2702 0.0831 0.033 Uiso 0.33 2 i d PR A 2
C4 C -0.01116(13) 0.10843(14) 0.13910(11) 0.0265(2) Uani 1 2 i d . A .
H4A H -0.0894 0.1306 0.1223 0.032 Uiso 1 2 i calc R . .
C5 C -0.03674(13) -0.00568(14) 0.18735(11) 0.0294(3) Uani 1 2 i d . . .
H5A H -0.1333 -0.0621 0.2042 0.035 Uiso 1 2 i calc R A .
C6 C 0.07720(14) -0.03835(13) 0.21123(11) 0.0269(2) Uani 1 2 i d . A .
H6A H 0.0593 -0.1162 0.2451 0.032 Uiso 1 2 i calc R . .
C7 C 0.21769(12) 0.04310(12) 0.18538(10) 0.0203(2) Uani 1 2 i d . . .
F1' F 0.3219(2) 0.0191(2) 0.22537(19) 0.0247(4) Uani 0.33 2 i d P A 2
H7A H 0.2986 0.0197 0.2031 0.030 Uiso 0.67 2 i d PR A 1
C8 C 0.79213(14) 0.53722(12) 0.12954(12) 0.0270(2) Uani 1 2 i d . . .
H8A H 0.7676 0.5829 0.2001 0.041 Uiso 1 2 i calc R . .
H8B H 0.7278 0.5261 0.0550 0.041 Uiso 1 2 i calc R . .
H8C H 0.8994 0.5986 0.1290 0.041 Uiso 1 2 i calc R . .
C9 C 0.84639(13) 0.39402(13) 0.24794(11) 0.0253(2) Uani 1 2 i d . . .
H9A H 0.9570 0.4577 0.2565 0.030 Uiso 1 2 i calc R . .
H9B H 0.8270 0.2941 0.2408 0.030 Uiso 1 2 i calc R . .
C10 C 0.80099(13) 0.44538(13) 0.36100(11) 0.0245(2) Uani 1 2 i d . . .
C11 C 0.90257(16) 0.57547(14) 0.44874(12) 0.0312(3) Uani 1 2 i d . . .
H11A H 1.0016 0.6341 0.4369 0.037 Uiso 1 2 i calc R . .
C12 C 0.86088(19) 0.62071(16) 0.55362(12) 0.0384(3) Uani 1 2 i d . . .
H12A H 0.9313 0.7099 0.6127 0.046 Uiso 1 2 i calc R . .
C13 C 0.7175(2) 0.53633(19) 0.57216(13) 0.0419(4) Uani 1 2 i d . . .
H13A H 0.6893 0.5670 0.6440 0.050 Uiso 1 2 i calc R . .
C14 C 0.61490(18) 0.40672(19) 0.48552(13) 0.0397(3) Uani 1 2 i d . . .
H14A H 0.5160 0.3485 0.4978 0.048 Uiso 1 2 i calc R . .
C15 C 0.65653(15) 0.36160(15) 0.38039(12) 0.0296(3) Uani 1 2 i d . . .
H15A H 0.5855 0.2727 0.3213 0.036 Uiso 1 2 i calc R . .
C16 C 0.76505(14) 0.32124(14) -0.15043(12) 0.0303(3) Uani 1 2 i d . . .
H16A H 0.7323 0.2698 -0.2373 0.045 Uiso 1 2 i calc R . .
H16B H 0.8335 0.2947 -0.1108 0.045 Uiso 1 2 i calc R . .
H16C H 0.8186 0.4265 -0.1395 0.045 Uiso 1 2 i calc R . .
C17 C 0.51626(14) 0.30722(13) -0.15188(11) 0.0245(2) Uani 1 2 i d . . .
H17A H 0.5679 0.4017 -0.1706 0.029 Uiso 1 2 i calc R . .
H17B H 0.4546 0.3151 -0.0926 0.029 Uiso 1 2 i calc R . .
C18 C 0.41103(13) 0.19027(13) -0.26700(11) 0.0217(2) Uani 1 2 i d . . .
C19 C 0.38490(14) 0.04906(13) -0.29078(12) 0.0272(2) Uani 1 2 i d . . .
H19A H 0.4394 0.0250 -0.2367 0.033 Uiso 1 2 i calc R . .
C20 C 0.27924(18) -0.05738(15) -0.39344(14) 0.0389(3) Uani 1 2 i d . . .
H20A H 0.2616 -0.1540 -0.4095 0.047 Uiso 1 2 i calc R . .
C21 C 0.19933(19) -0.02244(18) -0.47253(15) 0.0456(4) Uani 1 2 i d . . .
H21A H 0.1257 -0.0957 -0.5419 0.055 Uiso 1 2 i calc R . .
C22 C 0.22644(17) 0.11750(18) -0.45071(15) 0.0422(4) Uani 1 2 i d . . .
H22A H 0.1726 0.1413 -0.5056 0.051 Uiso 1 2 i calc R . .
C23 C 0.33181(15) 0.22404(15) -0.34912(12) 0.0297(3) Uani 1 2 i d . . .
H23A H 0.3507 0.3210 -0.3349 0.036 Uiso 1 2 i calc R . .
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'
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 N3 114.51(5) . . yes
O1 P1 N2 110.37(5) . . yes
N3 P1 N2 107.51(5) . . yes
O1 P1 N1 106.75(4) . . yes
N3 P1 N1 105.44(5) . . yes
N2 P1 N1 112.25(5) . . yes
C1 N1 P1 127.38(7) . . ?
C1 N1 H1N 119.9 . . ?
P1 N1 H1N 112.7 . . ?
C8 N2 C9 115.16(9) . . ?
C8 N2 P1 123.36(8) . . ?
C9 N2 P1 121.33(8) . . ?
C17 N3 C16 114.90(9) . . ?
C17 N3 P1 126.71(8) . . ?
C16 N3 P1 117.13(8) . . ?
O2 C1 N1 122.95(10) . . ?
O2 C1 C2 121.80(9) . . ?
N1 C1 C2 115.24(9) . . ?
C7 C2 C3 117.33(9) . . ?
C7 C2 C1 122.56(9) . . ?
C3 C2 C1 120.12(9) . . ?
F1 C3 C4 116.54(11) . . ?
F1 C3 C2 121.07(10) . . ?
C4 C3 C2 122.39(11) . . ?
C4 C3 H3A 118.7 . . ?
C2 C3 H3A 118.9 . . ?
C3 C4 C5 118.75(11) . . ?
C3 C4 H4A 120.6 . . ?
C5 C4 H4A 120.6 . . ?
C4 C5 C6 120.56(11) . . ?
C4 C5 H5A 119.7 . . ?
C6 C5 H5A 119.7 . . ?
C5 C6 C7 119.68(11) . . ?
C5 C6 H6A 120.2 . . ?
C7 C6 H6A 120.2 . . ?
F1' C7 C6 115.39(13) . . ?
F1' C7 C2 122.50(12) . . ?
C6 C7 C2 121.28(10) . . ?
C6 C7 H7A 119.3 . . ?
C2 C7 H7A 119.4 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 C10 113.47(10) . . ?
N2 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
N2 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C11 C10 C15 118.46(11) . . ?
C11 C10 C9 121.13(11) . . ?
C15 C10 C9 120.40(10) . . ?
C10 C11 C12 120.80(13) . . ?
C10 C11 H11A 119.6 . . ?
C12 C11 H11A 119.6 . . ?
C13 C12 C11 120.23(13) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
C12 C13 C14 119.66(13) . . ?
C12 C13 H13A 120.2 . . ?
C14 C13 H13A 120.2 . . ?
C13 C14 C15 120.11(14) . . ?
C13 C14 H14A 119.9 . . ?
C15 C14 H14A 119.9 . . ?
C10 C15 C14 120.74(13) . . ?
C10 C15 H15A 119.6 . . ?
C14 C15 H15A 119.6 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 C18 113.81(9) . . ?
N3 C17 H17A 108.8 . . ?
C18 C17 H17A 108.8 . . ?
N3 C17 H17B 108.8 . . ?
C18 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C19 C18 C23 118.98(12) . . ?
C19 C18 C17 122.11(10) . . ?
C23 C18 C17 118.83(11) . . ?
C18 C19 C20 120.19(11) . . ?
C18 C19 H19A 119.9 . . ?
C20 C19 H19A 119.9 . . ?
C19 C20 C21 119.97(14) . . ?
C19 C20 H20A 120.0 . . ?
C21 C20 H20A 120.0 . . ?
C22 C21 C20 120.17(14) . . ?
C22 C21 H21A 119.9 . . ?
C20 C21 H21A 119.9 . . ?
C21 C22 C23 120.18(12) . . ?
C21 C22 H22A 119.9 . . ?
C23 C22 H22A 119.9 . . ?
C22 C23 C18 120.49(12) . . ?
C22 C23 H23A 119.8 . . ?
C18 C23 H23A 119.8 . . ?
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 1.4827(8) . yes
P1 N3 1.6328(10) . yes
P1 N2 1.6358(9) . yes
P1 N1 1.6878(9) . yes
O2 C1 1.2182(13) . ?
N1 C1 1.3752(13) . ?
N1 H1N 0.8734 . ?
N2 C8 1.4613(14) . ?
N2 C9 1.4673(16) . ?
N3 C17 1.4604(15) . ?
N3 C16 1.4673(14) . ?
C1 C2 1.4985(14) . ?
C2 C7 1.3927(14) . ?
C2 C3 1.3938(14) . ?
C3 F1 1.3127(15) . ?
C3 C4 1.3832(16) . ?
C3 H3A 0.9677 . ?
C4 C5 1.384(2) . ?
C4 H4A 0.9500 . ?
C5 C6 1.3844(19) . ?
C5 H5A 0.9500 . ?
C6 C7 1.3872(15) . ?
C6 H6A 0.9500 . ?
C7 F1' 1.274(2) . ?
C7 H7A 0.9858 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.5121(16) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.3912(16) . ?
C10 C15 1.3917(17) . ?
C11 C12 1.392(2) . ?
C11 H11A 0.9500 . ?
C12 C13 1.381(2) . ?
C12 H12A 0.9500 . ?
C13 C14 1.385(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.3932(19) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.5132(17) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.3864(16) . ?
C18 C23 1.3994(16) . ?
C19 C20 1.3891(18) . ?
C19 H19A 0.9500 . ?
C20 C21 1.389(2) . ?
C20 H20A 0.9500 . ?
C21 C22 1.371(2) . ?
C21 H21A 0.9500 . ?
C22 C23 1.381(2) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?
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
_geom_hbond_publ_flag
N1 H1N O1 0.87 1.93 2.795(1) 173 2_655 yes
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
O1 P1 N1 C1 154.62(9) . . . . ?
N3 P1 N1 C1 -83.20(10) . . . . ?
N2 P1 N1 C1 33.56(11) . . . . ?
O1 P1 N2 C8 154.40(9) . . . . ?
N3 P1 N2 C8 28.86(10) . . . . ?
N1 P1 N2 C8 -86.65(10) . . . . ?
O1 P1 N2 C9 -30.24(10) . . . . ?
N3 P1 N2 C9 -155.78(8) . . . . ?
N1 P1 N2 C9 88.71(9) . . . . ?
O1 P1 N3 C17 139.86(9) . . . . ?
N2 P1 N3 C17 -97.11(10) . . . . ?
N1 P1 N3 C17 22.83(10) . . . . ?
O1 P1 N3 C16 -53.69(10) . . . . ?
N2 P1 N3 C16 69.34(9) . . . . ?
N1 P1 N3 C16 -170.72(8) . . . . ?
P1 N1 C1 O2 9.57(17) . . . . ?
P1 N1 C1 C2 -171.24(7) . . . . ?
O2 C1 C2 C7 -140.91(12) . . . . ?
N1 C1 C2 C7 39.89(14) . . . . ?
O2 C1 C2 C3 38.92(16) . . . . ?
N1 C1 C2 C3 -140.28(10) . . . . ?
C7 C2 C3 F1 179.04(11) . . . . ?
C1 C2 C3 F1 -0.80(16) . . . . ?
C7 C2 C3 C4 -0.91(16) . . . . ?
C1 C2 C3 C4 179.25(10) . . . . ?
F1 C3 C4 C5 -178.83(11) . . . . ?
C2 C3 C4 C5 1.12(17) . . . . ?
C3 C4 C5 C6 -0.31(17) . . . . ?
C4 C5 C6 C7 -0.66(18) . . . . ?
C5 C6 C7 F1' 170.68(14) . . . . ?
C5 C6 C7 C2 0.87(18) . . . . ?
C3 C2 C7 F1' -169.17(14) . . . . ?
C1 C2 C7 F1' 10.7(2) . . . . ?
C3 C2 C7 C6 -0.10(16) . . . . ?
C1 C2 C7 C6 179.73(10) . . . . ?
C8 N2 C9 C10 63.21(13) . . . . ?
P1 N2 C9 C10 -112.52(10) . . . . ?
N2 C9 C10 C11 -112.65(13) . . . . ?
N2 C9 C10 C15 68.42(15) . . . . ?
C15 C10 C11 C12 0.1(2) . . . . ?
C9 C10 C11 C12 -178.81(12) . . . . ?
C10 C11 C12 C13 0.2(2) . . . . ?
C11 C12 C13 C14 -0.3(2) . . . . ?
C12 C13 C14 C15 0.2(2) . . . . ?
C11 C10 C15 C14 -0.3(2) . . . . ?
C9 C10 C15 C14 178.67(13) . . . . ?
C13 C14 C15 C10 0.1(2) . . . . ?
C16 N3 C17 C18 81.15(12) . . . . ?
P1 N3 C17 C18 -112.14(10) . . . . ?
N3 C17 C18 C19 24.33(16) . . . . ?
N3 C17 C18 C23 -158.93(10) . . . . ?
C23 C18 C19 C20 -1.32(19) . . . . ?
C17 C18 C19 C20 175.42(12) . . . . ?
C18 C19 C20 C21 0.0(2) . . . . ?
C19 C20 C21 C22 1.2(3) . . . . ?
C20 C21 C22 C23 -0.9(3) . . . . ?
C21 C22 C23 C18 -0.5(2) . . . . ?
C19 C18 C23 C22 1.61(19) . . . . ?
C17 C18 C23 C22 -175.24(12) . . . . ?
