#------------------------------------------------------------------------------
#$Date: 2025-08-19 08:12:48 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301798 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/86/2018619.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2018619
loop_
_publ_author_name
'Pourayoubi, Mehrdad'
'Jasinski, Jerry P.'
'Shoghpour Bayraq, Samad'
'Eshghi, Hossein'
'Keeley, Amanda C.'
'Bruno, Giuseppe'
'Amiri Rudbari, Hadi'
_publ_section_title
;
 Three new [XC(O)NH]P(O)[N(CH₂C₆H₅)₂]₂ phosphoric
 triamides (X = CClF₂, 3-F-C₆H₄ and 3,5-F₂-C₆H₃): a
 database analysis of tertiary N-atom geometry in compounds with a
 C(O)NHP(O)[N]₂ core
;
_journal_coeditor_code           FA3282
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o399
_journal_page_last               o404
_journal_paper_doi               10.1107/S0108270112036396
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C35 H32 F2 N3 O2 P'
_chemical_formula_moiety         'C35 H32 F2 N3 O2 P'
_chemical_formula_sum            'C35 H32 F2 N3 O2 P'
_chemical_formula_weight         595.61
_chemical_name_systematic
;
N,N,N',N'-Tetrabenzyl-N''-(3,5-
difluorobenzoyl)phosphoric triamide
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                102.074(7)
_cell_angle_beta                 104.462(8)
_cell_angle_gamma                118.262(9)
_cell_formula_units_Z            2
_cell_length_a                   11.9526(11)
_cell_length_b                   12.2897(10)
_cell_length_c                   12.7463(12)
_cell_measurement_reflns_used    6783
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      32.2924
_cell_measurement_theta_min      3.1789
_cell_volume                     1474.5(3)
_computing_cell_refinement
'CrysAlis PRO (Oxford Diffraction, 2010)'
_computing_data_collection
'CrysAlis PRO (Oxford Diffraction, 2010)'
_computing_data_reduction
'CrysAlis RED (Oxford Diffraction, 2010)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 16.1500
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.902
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur (Eos, Gemini)'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17265
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         32.37
_diffrn_reflns_theta_min         3.19
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99157
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Oxford Diffraction, 2010)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.367
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         9523
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0422
_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)+(0.0513P)²+0.4759P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1162
_reflns_number_gt                7763
_reflns_number_total             9523
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            fa3282.cif
_cod_data_source_block           III
_cod_original_cell_volume        1474.5(2)
_cod_database_code               2018619
_cod_database_fobs_code          2018619
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
P P1 0.43740(3) -0.02169(3) 0.30322(2) 0.01984(7) Uani d . 1 1
F F1 0.49638(11) 0.40250(9) 0.77758(7) 0.0432(2) Uani d . 1 1
F F2 0.26919(12) 0.48796(10) 0.48246(9) 0.0500(3) Uani d . 1 1
O O1 0.32602(10) 0.14761(9) 0.26412(8) 0.02789(19) Uani d . 1 1
O O2 0.48794(10) -0.08185(9) 0.37548(7) 0.02689(18) Uani d . 1 1
N N1 0.42791(11) 0.09006(10) 0.39671(9) 0.02233(19) Uani d . 1 1
H H1N 0.4533(18) 0.0941(18) 0.4664(17) 0.039(5) Uiso d . 1 1
N N2 0.28600(11) -0.14105(10) 0.19524(9) 0.02231(19) Uani d . 1 1
N N3 0.53297(10) 0.06323(10) 0.24067(8) 0.02067(18) Uani d . 1 1
C C1 0.38081(11) 0.26075(11) 0.46306(10) 0.01907(19) Uani d . 1 1
C C2 0.32275(12) 0.32957(12) 0.42896(11) 0.0239(2) Uani d . 1 1
H H2 0.2837 0.3146 0.3503 0.029 Uiso calc R 1 1
C C3 0.32482(14) 0.42044(13) 0.51513(13) 0.0295(3) Uani d . 1 1
C C4 0.38077(15) 0.44723(13) 0.63302(12) 0.0311(3) Uani d . 1 1
H H4 0.3794 0.5080 0.6892 0.037 Uiso calc R 1 1
C C5 0.43884(14) 0.37847(12) 0.66256(11) 0.0272(2) Uani d . 1 1
C C6 0.44136(13) 0.28633(11) 0.58150(10) 0.0233(2) Uani d . 1 1
H H6 0.4823 0.2426 0.6053 0.028 Uiso calc R 1 1
C C7 0.37487(12) 0.16138(11) 0.36620(10) 0.0203(2) Uani d . 1 1
C C8 0.63319(12) 0.20891(12) 0.29033(10) 0.0242(2) Uani d . 1 1
H H8A 0.7257 0.2287 0.3274 0.029 Uiso calc R 1 1
H H8B 0.6129 0.2489 0.3508 0.029 Uiso calc R 1 1
C C9 0.63249(12) 0.27303(11) 0.20105(11) 0.0240(2) Uani d . 1 1
C C10 0.51002(13) 0.24232(12) 0.11758(11) 0.0259(2) Uani d . 1 1
H H10 0.4247 0.1758 0.1121 0.031 Uiso calc R 1 1
C C11 0.51447(15) 0.31028(14) 0.04249(12) 0.0319(3) Uani d . 1 1
H H11 0.4323 0.2884 -0.0133 0.038 Uiso calc R 1 1
C C12 0.64137(18) 0.41068(15) 0.05066(15) 0.0413(3) Uani d . 1 1
H H12 0.6444 0.4569 0.0012 0.050 Uiso calc R 1 1
C C13 0.76264(17) 0.44130(16) 0.13250(17) 0.0451(4) Uani d . 1 1
H H13 0.8478 0.5085 0.1382 0.054 Uiso calc R 1 1
C C14 0.75871(14) 0.37255(14) 0.20666(14) 0.0355(3) Uani d . 1 1
H H14 0.8414 0.3932 0.2607 0.043 Uiso calc R 1 1
C C15 0.56485(12) -0.01043(12) 0.15817(10) 0.0237(2) Uani d . 1 1
H H15A 0.5631 0.0188 0.0931 0.028 Uiso calc R 1 1
H H15B 0.4923 -0.1050 0.1267 0.028 Uiso calc R 1 1
C C16 0.70388(13) 0.00782(12) 0.21205(10) 0.0244(2) Uani d . 1 1
C C17 0.81851(14) 0.09705(15) 0.19713(12) 0.0314(3) Uani d . 1 1
H H17 0.8106 0.1478 0.1545 0.038 Uiso calc R 1 1
C C18 0.94557(15) 0.11212(17) 0.24496(14) 0.0387(3) Uani d . 1 1
H H18 1.0219 0.1727 0.2344 0.046 Uiso calc R 1 1
C C19 0.95815(16) 0.03721(18) 0.30793(15) 0.0415(3) Uani d . 1 1
H H19 1.0428 0.0469 0.3401 0.050 Uiso calc R 1 1
C C20 0.84434(19) -0.0522(2) 0.32287(19) 0.0516(5) Uani d . 1 1
H H20 0.8524 -0.1028 0.3656 0.062 Uiso calc R 1 1
C C21 0.71770(16) -0.06731(17) 0.27473(16) 0.0418(4) Uani d . 1 1
H H21 0.6414 -0.1287 0.2848 0.050 Uiso calc R 1 1
C C22 0.23433(12) -0.13973(12) 0.07795(10) 0.0230(2) Uani d . 1 1
H H22A 0.2531 -0.1913 0.0250 0.028 Uiso calc R 1 1
H H22B 0.2858 -0.0483 0.0830 0.028 Uiso calc R 1 1
C C23 0.08095(12) -0.19524(12) 0.02627(10) 0.0226(2) Uani d . 1 1
C C24 0.03004(14) -0.12016(13) 0.06257(12) 0.0300(3) Uani d . 1 1
H H24 0.0907 -0.0354 0.1220 0.036 Uiso calc R 1 1
C C25 -0.11001(15) -0.16988(14) 0.01136(13) 0.0354(3) Uani d . 1 1
H H25 -0.1426 -0.1186 0.0369 0.042 Uiso calc R 1 1
C C26 -0.20173(14) -0.29556(14) -0.07766(13) 0.0340(3) Uani d . 1 1
H H26 -0.2955 -0.3283 -0.1125 0.041 Uiso calc R 1 1
C C27 -0.15325(14) -0.37201(14) -0.11446(13) 0.0350(3) Uani d . 1 1
H H27 -0.2146 -0.4570 -0.1735 0.042 Uiso calc R 1 1
C C28 -0.01251(13) -0.32199(13) -0.06331(12) 0.0298(3) Uani d . 1 1
H H28 0.0196 -0.3736 -0.0891 0.036 Uiso calc R 1 1
C C29 0.21642(14) -0.27347(12) 0.20305(11) 0.0271(2) Uani d . 1 1
H H29A 0.2825 -0.2988 0.2194 0.033 Uiso calc R 1 1
H H29B 0.1413 -0.3387 0.1274 0.033 Uiso calc R 1 1
C C30 0.15810(13) -0.27986(12) 0.29566(11) 0.0240(2) Uani d . 1 1
C C31 0.10079(17) -0.20779(16) 0.32146(14) 0.0372(3) Uani d . 1 1
H H31 0.1002 -0.1515 0.2829 0.045 Uiso calc R 1 1
C C32 0.04429(18) -0.21939(18) 0.40456(16) 0.0436(4) Uani d . 1 1
H H32 0.0078 -0.1694 0.4224 0.052 Uiso calc R 1 1
C C33 0.04182(15) -0.30452(16) 0.46101(13) 0.0364(3) Uani d . 1 1
H H33 0.0020 -0.3134 0.5153 0.044 Uiso calc R 1 1
C C34 0.09897(13) -0.37615(13) 0.43611(12) 0.0294(3) Uani d . 1 1
H H34 0.0982 -0.4332 0.4741 0.035 Uiso calc R 1 1
C C35 0.15751(13) -0.36316(12) 0.35458(11) 0.0254(2) Uani d . 1 1
H H35 0.1969 -0.4109 0.3391 0.030 Uiso calc R 1 1
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_publ_flag
N1 P1 N2 113.07(5) y
N1 P1 N3 105.18(5) y
N2 P1 N3 105.51(5) y
O2 P1 N1 105.15(5) y
O2 P1 N2 109.06(5) y
O2 P1 N3 119.05(5) y
C7 N1 P1 125.60(8) y
C7 N1 H1N 120.9(12) ?
P1 N1 H1N 113.3(12) ?
C22 N2 C29 115.46(10) y
C22 N2 P1 125.00(8) y
C29 N2 P1 116.99(8) y
C8 N3 C15 113.59(9) y
C8 N3 P1 125.14(8) y
C15 N3 P1 116.41(8) y
C6 C1 C2 120.19(10) ?
C6 C1 C7 123.37(10) ?
C2 C1 C7 116.44(10) ?
C3 C2 C1 118.15(11) ?
C3 C2 H2 120.9 ?
C1 C2 H2 120.9 ?
F2 C3 C4 117.80(12) ?
F2 C3 C2 118.35(12) ?
C4 C3 C2 123.85(11) ?
C5 C4 C3 115.88(11) ?
C5 C4 H4 122.1 ?
C3 C4 H4 122.1 ?
F1 C5 C4 118.00(11) ?
F1 C5 C6 118.29(11) ?
C4 C5 C6 123.71(12) ?
C5 C6 C1 118.19(11) ?
C5 C6 H6 120.9 ?
C1 C6 H6 120.9 ?
O1 C7 N1 121.81(10) y
O1 C7 C1 120.41(10) ?
N1 C7 C1 117.77(10) ?
N3 C8 C9 113.99(9) ?
N3 C8 H8A 108.8 ?
C9 C8 H8A 108.8 ?
N3 C8 H8B 108.8 ?
C9 C8 H8B 108.8 ?
H8A C8 H8B 107.6 ?
C14 C9 C10 118.38(12) ?
C14 C9 C8 118.93(12) ?
C10 C9 C8 122.56(11) ?
C11 C10 C9 120.60(12) ?
C11 C10 H10 119.7 ?
C9 C10 H10 119.7 ?
C12 C11 C10 120.16(14) ?
C12 C11 H11 119.9 ?
C10 C11 H11 119.9 ?
C13 C12 C11 119.60(14) ?
C13 C12 H12 120.2 ?
C11 C12 H12 120.2 ?
C12 C13 C14 120.43(14) ?
C12 C13 H13 119.8 ?
C14 C13 H13 119.8 ?
C13 C14 C9 120.81(14) ?
C13 C14 H14 119.6 ?
C9 C14 H14 119.6 ?
N3 C15 C16 114.46(9) ?
N3 C15 H15A 108.6 ?
C16 C15 H15A 108.6 ?
N3 C15 H15B 108.6 ?
C16 C15 H15B 108.6 ?
H15A C15 H15B 107.6 ?
C21 C16 C17 118.49(12) ?
C21 C16 C15 120.46(12) ?
C17 C16 C15 121.02(11) ?
C16 C17 C18 121.00(13) ?
C16 C17 H17 119.5 ?
C18 C17 H17 119.5 ?
C19 C18 C17 119.91(14) ?
C19 C18 H18 120.0 ?
C17 C18 H18 120.0 ?
C18 C19 C20 119.44(13) ?
C18 C19 H19 120.3 ?
C20 C19 H19 120.3 ?
C19 C20 C21 120.50(15) ?
C19 C20 H20 119.7 ?
C21 C20 H20 119.7 ?
C16 C21 C20 120.65(14) ?
C16 C21 H21 119.7 ?
C20 C21 H21 119.7 ?
N2 C22 C23 114.47(9) ?
N2 C22 H22A 108.6 ?
C23 C22 H22A 108.6 ?
N2 C22 H22B 108.6 ?
C23 C22 H22B 108.6 ?
H22A C22 H22B 107.6 ?
C24 C23 C28 118.32(11) ?
C24 C23 C22 121.29(11) ?
C28 C23 C22 120.33(11) ?
C25 C24 C23 120.87(12) ?
C25 C24 H24 119.6 ?
C23 C24 H24 119.6 ?
C26 C25 C24 120.34(13) ?
C26 C25 H25 119.8 ?
C24 C25 H25 119.8 ?
C27 C26 C25 119.65(13) ?
C27 C26 H26 120.2 ?
C25 C26 H26 120.2 ?
C26 C27 C28 120.05(13) ?
C26 C27 H27 120.0 ?
C28 C27 H27 120.0 ?
C27 C28 C23 120.78(12) ?
C27 C28 H28 119.6 ?
C23 C28 H28 119.6 ?
N2 C29 C30 114.45(10) ?
N2 C29 H29A 108.6 ?
C30 C29 H29A 108.6 ?
N2 C29 H29B 108.6 ?
C30 C29 H29B 108.6 ?
H29A C29 H29B 107.6 ?
C31 C30 C35 118.62(12) ?
C31 C30 C29 121.91(11) ?
C35 C30 C29 119.44(11) ?
C30 C31 C32 120.28(13) ?
C30 C31 H31 119.9 ?
C32 C31 H31 119.9 ?
C33 C32 C31 120.62(14) ?
C33 C32 H32 119.7 ?
C31 C32 H32 119.7 ?
C34 C33 C32 119.42(13) ?
C34 C33 H33 120.3 ?
C32 C33 H33 120.3 ?
C33 C34 C35 120.11(12) ?
C33 C34 H34 119.9 ?
C35 C34 H34 119.9 ?
C34 C35 C30 120.93(12) ?
C34 C35 H35 119.5 ?
C30 C35 H35 119.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
P1 N1 1.6880(10) y
P1 N2 1.6488(11) y
P1 N3 1.6443(11) y
P1 O2 1.4798(9) y
F1 C5 1.3537(15) y
F2 C3 1.3538(14) y
O1 C7 1.2236(14) y
N1 C7 1.3664(14) y
N1 H1N 0.847(19) ?
N2 C22 1.4748(14) y
N2 C29 1.4756(15) y
N3 C8 1.4687(15) y
N3 C15 1.4829(14) y
C1 C6 1.3936(16) ?
C1 C2 1.3945(15) ?
C1 C7 1.5047(15) ?
C2 C3 1.3789(17) ?
C2 H2 0.9300 ?
C3 C4 1.377(2) ?
C4 C5 1.3768(18) ?
C4 H4 0.9300 ?
C5 C6 1.3816(16) ?
C6 H6 0.9300 ?
C8 C9 1.5141(18) ?
C8 H8A 0.9700 ?
C8 H8B 0.9700 ?
C9 C14 1.3925(18) ?
C9 C10 1.3959(17) ?
C10 C11 1.3908(18) ?
C10 H10 0.9300 ?
C11 C12 1.389(2) ?
C11 H11 0.9300 ?
C12 C13 1.377(3) ?
C12 H12 0.9300 ?
C13 C14 1.389(2) ?
C13 H13 0.9300 ?
C14 H14 0.9300 ?
C15 C16 1.5151(16) ?
C15 H15A 0.9700 ?
C15 H15B 0.9700 ?
C16 C21 1.3804(18) ?
C16 C17 1.3822(18) ?
C17 C18 1.3915(19) ?
C17 H17 0.9300 ?
C18 C19 1.376(2) ?
C18 H18 0.9300 ?
C19 C20 1.377(2) ?
C19 H19 0.9300 ?
C20 C21 1.387(2) ?
C20 H20 0.9300 ?
C21 H21 0.9300 ?
C22 C23 1.5115(16) ?
C22 H22A 0.9700 ?
C22 H22B 0.9700 ?
C23 C24 1.3891(17) ?
C23 C28 1.3961(17) ?
C24 C25 1.3858(19) ?
C24 H24 0.9300 ?
C25 C26 1.385(2) ?
C25 H25 0.9300 ?
C26 C27 1.3805(19) ?
C26 H26 0.9300 ?
C27 C28 1.3921(19) ?
C27 H27 0.9300 ?
C28 H28 0.9300 ?
C29 C30 1.5111(17) ?
C29 H29A 0.9700 ?
C29 H29B 0.9700 ?
C30 C31 1.3882(18) ?
C30 C35 1.3890(16) ?
C31 C32 1.388(2) ?
C31 H31 0.9300 ?
C32 C33 1.382(2) ?
C32 H32 0.9300 ?
C33 C34 1.380(2) ?
C33 H33 0.9300 ?
C34 C35 1.3863(18) ?
C34 H34 0.9300 ?
C35 H35 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C6 H6 O2 2_656 0.93 2.22 3.1123(14) 161.6 yes
N1 H1N O2 2_656 0.847(19) 2.024(19) 2.8659(13) 172.8(17) 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
O2 P1 N1 C7 -174.13(10)
N3 P1 N1 C7 59.38(11)
N2 P1 N1 C7 -55.24(12)
O2 P1 N2 C22 -148.50(9)
N3 P1 N2 C22 -19.53(11)
N1 P1 N2 C22 94.90(10)
O2 P1 N2 C29 12.48(10)
N3 P1 N2 C29 141.45(9)
N1 P1 N2 C29 -104.12(9)
O2 P1 N3 C8 -94.45(10)
N2 P1 N3 C8 142.75(9)
N1 P1 N3 C8 22.97(10)
O2 P1 N3 C15 59.19(10)
N2 P1 N3 C15 -63.61(9)
N1 P1 N3 C15 176.61(8)
C6 C1 C2 C3 -1.29(18)
C7 C1 C2 C3 179.30(11)
C1 C2 C3 F2 179.68(11)
C1 C2 C3 C4 -0.1(2)
F2 C3 C4 C5 -178.67(12)
C2 C3 C4 C5 1.1(2)
C3 C4 C5 F1 179.37(12)
C3 C4 C5 C6 -0.8(2)
F1 C5 C6 C1 179.36(11)
C4 C5 C6 C1 -0.5(2)
C2 C1 C6 C5 1.55(18)
C7 C1 C6 C5 -179.08(11)
P1 N1 C7 O1 1.24(18)
P1 N1 C7 C1 -177.54(8)
C6 C1 C7 O1 -176.63(11)
C2 C1 C7 O1 2.76(16)
C6 C1 C7 N1 2.16(17)
C2 C1 C7 N1 -178.45(10)
C15 N3 C8 C9 66.04(12)
P1 N3 C8 C9 -139.68(9)
N3 C8 C9 C14 -138.17(12)
N3 C8 C9 C10 45.92(15)
C14 C9 C10 C11 -0.36(18)
C8 C9 C10 C11 175.57(11)
C9 C10 C11 C12 -0.6(2)
C10 C11 C12 C13 0.8(2)
C11 C12 C13 C14 0.0(2)
C12 C13 C14 C9 -1.0(2)
C10 C9 C14 C13 1.2(2)
C8 C9 C14 C13 -174.90(13)
C8 N3 C15 C16 60.84(13)
P1 N3 C15 C16 -95.82(11)
N3 C15 C16 C21 82.20(16)
N3 C15 C16 C17 -99.52(14)
C21 C16 C17 C18 -0.6(2)
C15 C16 C17 C18 -178.90(13)
C16 C17 C18 C19 0.2(2)
C17 C18 C19 C20 0.0(3)
C18 C19 C20 C21 0.2(3)
C17 C16 C21 C20 0.8(2)
C15 C16 C21 C20 179.14(16)
C19 C20 C21 C16 -0.6(3)
C29 N2 C22 C23 57.53(14)
P1 N2 C22 C23 -141.23(9)
N2 C22 C23 C24 77.82(14)
N2 C22 C23 C28 -104.96(13)
C28 C23 C24 C25 0.1(2)
C22 C23 C24 C25 177.40(12)
C23 C24 C25 C26 -0.3(2)
C24 C25 C26 C27 0.7(2)
C25 C26 C27 C28 -0.9(2)
C26 C27 C28 C23 0.7(2)
C24 C23 C28 C27 -0.3(2)
C22 C23 C28 C27 -177.62(13)
C22 N2 C29 C30 -125.48(11)
P1 N2 C29 C30 71.71(13)
N2 C29 C30 C31 35.58(18)
N2 C29 C30 C35 -146.45(12)
C35 C30 C31 C32 0.0(2)
C29 C30 C31 C32 177.99(14)
C30 C31 C32 C33 -1.3(3)
C31 C32 C33 C34 1.4(3)
C32 C33 C34 C35 -0.4(2)
C33 C34 C35 C30 -0.9(2)
C31 C30 C35 C34 1.06(19)
C29 C30 C35 C34 -176.98(12)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654387
2 PubChem 123860581
