#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/85/4078553.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_4078553
loop_
_publ_author_name
'Bates, Joshua I.'
'Gates, Derek P.'
_publ_section_title
;
 4-Phosphino-Substituted N-Heterocyclic Carbenes (NHCs) from the Abnormal
 Reaction of NHCs with Phosphaalkenes
;
_journal_issue                   12
_journal_name_full               Organometallics
_journal_page_first              4529
_journal_paper_doi               10.1021/om3003174
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C45 H43 F2 N2 P, 0.5(C4 H8 O)'
_chemical_formula_sum            'C45 H47 F2 N2 O0.5 P'
_chemical_formula_weight         692.82
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 118.977(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   28.9422(19)
_cell_length_b                   15.8054(11)
_cell_length_c                   19.7371(13)
_cell_measurement_reflns_used    9340
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.9
_cell_measurement_theta_min      2.4
_cell_volume                     7898.3(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker X8 APEX 2'
_diffrn_measurement_method       'area detector'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.1000
_diffrn_reflns_av_sigmaI/netI    0.1324
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            44723
_diffrn_reflns_theta_full        27.87
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.751
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2944
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         9340
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.972
_refine_ls_R_factor_all          0.1793
_refine_ls_R_factor_gt           0.0644
_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)+(0.0623P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1222
_refine_ls_wR_factor_ref         0.1561
_reflns_number_gt                4066
_reflns_number_total             9340
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om3003174_si_001.cif
_cod_data_source_block           dg122_0m_Compound_1c
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C45 H47 F2 N2 O0.50 P'
_cod_database_code               4078553
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.23042(10) 0.03235(18) 0.10980(15) 0.0363(7) Uani 1 1 d .
C2 C 0.26830(11) 0.26548(18) 0.31339(15) 0.0399(7) Uani 1 1 d .
C3 C 0.23807(10) 0.16491(17) 0.21524(15) 0.0361(7) Uani 1 1 d .
C4 C 0.27918(11) 0.1312(2) 0.27885(15) 0.0381(7) Uani 1 1 d .
C5 C 0.13412(10) 0.10609(16) 0.10048(15) 0.0361(7) Uani 1 1 d .
C6 C 0.33954(10) 0.18045(17) 0.41435(15) 0.0360(7) Uani 1 1 d .
C7 C 0.19246(11) 0.30530(17) 0.18914(15) 0.0370(7) Uani 1 1 d .
C8 C 0.12375(11) 0.04704(18) 0.14553(15) 0.0404(7) Uani 1 1 d .
C9 C 0.16594(12) -0.00659(19) 0.20835(16) 0.0522(8) Uani 1 1 d .
H9A H 0.1522 -0.0309 0.2407 0.078 Uiso 1 1 calc R
H9B H 0.1968 0.0286 0.2404 0.078 Uiso 1 1 calc R
H9C H 0.1762 -0.0523 0.1847 0.078 Uiso 1 1 calc R
C10 C 0.07256(12) 0.03645(19) 0.13250(17) 0.0482(8) Uani 1 1 d .
H10 H 0.0662 -0.0034 0.1631 0.058 Uiso 1 1 calc R
C11 C 0.03023(12) 0.0819(2) 0.07647(19) 0.0508(8) Uani 1 1 d .
C12 C -0.02477(13) 0.0715(2) 0.0654(2) 0.0737(11) Uani 1 1 d .
H12A H -0.0273 0.1004 0.1074 0.111 Uiso 1 1 calc R
H12B H -0.0324 0.0111 0.0661 0.111 Uiso 1 1 calc R
H12C H -0.0504 0.0960 0.0156 0.111 Uiso 1 1 calc R
C13 C 0.04067(11) 0.13713(19) 0.03158(17) 0.0489(8) Uani 1 1 d .
H13 H 0.0120 0.1673 -0.0083 0.059 Uiso 1 1 calc R
C14 C 0.09104(11) 0.15067(17) 0.04195(16) 0.0417(7) Uani 1 1 d .
C15 C 0.09724(12) 0.21412(19) -0.01041(17) 0.0537(8) Uani 1 1 d .
H15A H 0.1244 0.2556 0.0211 0.081 Uiso 1 1 calc R
H15B H 0.0636 0.2432 -0.0419 0.081 Uiso 1 1 calc R
H15C H 0.1078 0.1847 -0.0444 0.081 Uiso 1 1 calc R
C16 C 0.28689(11) 0.04583(18) 0.12687(15) 0.0389(7) Uani 1 1 d .
C17 C 0.30058(12) 0.1052(2) 0.08752(18) 0.0536(8) Uani 1 1 d .
H17 H 0.2740 0.1395 0.0486 0.064 Uiso 1 1 calc R
C18 C 0.35301(14) 0.1148(2) 0.1047(2) 0.0662(10) Uani 1 1 d .
H18 H 0.3623 0.1545 0.0772 0.079 Uiso 1 1 calc R
C19 C 0.39091(13) 0.0659(3) 0.1620(2) 0.0648(10) Uani 1 1 d .
C20 C 0.37952(13) 0.0085(2) 0.20255(19) 0.0604(9) Uani 1 1 d .
H20 H 0.4066 -0.0240 0.2425 0.072 Uiso 1 1 calc R
C21 C 0.32722(11) -0.00137(19) 0.18415(16) 0.0473(8) Uani 1 1 d .
H21 H 0.3187 -0.0420 0.2118 0.057 Uiso 1 1 calc R
C22 C 0.19482(10) -0.00695(17) 0.03078(15) 0.0345(6) Uani 1 1 d .
C23 C 0.17524(11) 0.04025(19) -0.03743(15) 0.0432(7) Uani 1 1 d .
H23 H 0.1853 0.0979 -0.0350 0.052 Uiso 1 1 calc R
C24 C 0.14148(12) 0.0044(2) -0.10843(17) 0.0514(8) Uani 1 1 d .
H24 H 0.1278 0.0367 -0.1547 0.062 Uiso 1 1 calc R
C25 C 0.12845(11) -0.0792(2) -0.10994(18) 0.0495(8) Uani 1 1 d .
C26 C 0.14701(11) -0.1277(2) -0.04540(19) 0.0496(8) Uani 1 1 d .
H26 H 0.1372 -0.1855 -0.0488 0.060 Uiso 1 1 calc R
C27 C 0.18055(11) -0.09128(18) 0.02577(17) 0.0419(7) Uani 1 1 d .
H27 H 0.1938 -0.1245 0.0715 0.050 Uiso 1 1 calc R
C28 C 0.32737(11) 0.14726(18) 0.46930(16) 0.0413(7) Uani 1 1 d .
C29 C 0.27176(12) 0.1241(2) 0.44883(18) 0.0634(10) Uani 1 1 d .
H29A H 0.2500 0.1754 0.4350 0.095 Uiso 1 1 calc R
H29B H 0.2717 0.0969 0.4934 0.095 Uiso 1 1 calc R
H29C H 0.2573 0.0850 0.4048 0.095 Uiso 1 1 calc R
C30 C 0.36859(11) 0.13896(18) 0.54458(16) 0.0460(7) Uani 1 1 d .
H30 H 0.3613 0.1162 0.5830 0.055 Uiso 1 1 calc R
C31 C 0.41954(11) 0.16238(18) 0.56563(16) 0.0447(8) Uani 1 1 d .
C32 C 0.46360(12) 0.1544(2) 0.64861(17) 0.0680(10) Uani 1 1 d .
H32A H 0.4489 0.1596 0.6839 0.102 Uiso 1 1 calc R
H32B H 0.4897 0.1992 0.6596 0.102 Uiso 1 1 calc R
H32C H 0.4807 0.0991 0.6559 0.102 Uiso 1 1 calc R
C33 C 0.42980(11) 0.19413(18) 0.50877(16) 0.0456(8) Uani 1 1 d .
H33 H 0.4649 0.2102 0.5223 0.055 Uiso 1 1 calc R
C34 C 0.39016(11) 0.20306(18) 0.43260(16) 0.0424(7) Uani 1 1 d .
C35 C 0.40162(12) 0.2395(2) 0.37116(18) 0.0684(10) Uani 1 1 d .
H35A H 0.3841 0.2051 0.3241 0.103 Uiso 1 1 calc R
H35B H 0.4398 0.2393 0.3903 0.103 Uiso 1 1 calc R
H35C H 0.3884 0.2977 0.3594 0.103 Uiso 1 1 calc R
C36 C 0.20213(11) 0.35896(18) 0.14125(16) 0.0421(7) Uani 1 1 d .
C37 C 0.25265(12) 0.3548(2) 0.13815(17) 0.0541(8) Uani 1 1 d .
H37A H 0.2823 0.3493 0.1908 0.081 Uiso 1 1 calc R
H37B H 0.2568 0.4066 0.1143 0.081 Uiso 1 1 calc R
H37C H 0.2519 0.3057 0.1073 0.081 Uiso 1 1 calc R
C38 C 0.16220(14) 0.41513(19) 0.09456(18) 0.0566(9) Uani 1 1 d .
H38 H 0.1682 0.4534 0.0626 0.068 Uiso 1 1 calc R
C39 C 0.11424(13) 0.4167(2) 0.09341(19) 0.0611(10) Uani 1 1 d .
C40 C 0.07030(15) 0.4747(2) 0.0384(2) 0.1042(15) Uani 1 1 d .
H40A H 0.0396 0.4407 0.0035 0.156 Uiso 1 1 calc R
H40B H 0.0825 0.5075 0.0079 0.156 Uiso 1 1 calc R
H40C H 0.0605 0.5133 0.0681 0.156 Uiso 1 1 calc R
C41 C 0.10646(12) 0.36217(19) 0.14165(18) 0.0529(8) Uani 1 1 d .
H41 H 0.0733 0.3626 0.1407 0.064 Uiso 1 1 calc R
C42 C 0.14534(11) 0.30685(17) 0.19133(17) 0.0433(7) Uani 1 1 d .
C43 C 0.13618(13) 0.25050(19) 0.24551(19) 0.0560(9) Uani 1 1 d .
H43A H 0.1398 0.1911 0.2345 0.084 Uiso 1 1 calc R
H43B H 0.1006 0.2602 0.2380 0.084 Uiso 1 1 calc R
H43C H 0.1623 0.2636 0.2992 0.084 Uiso 1 1 calc R
N1 N 0.29697(8) 0.19231(14) 0.33674(12) 0.0372(6) Uani 1 1 d .
N2 N 0.23280(8) 0.24669(13) 0.23833(12) 0.0350(5) Uani 1 1 d .
F1 F 0.44195(8) 0.07638(14) 0.17722(14) 0.0981(7) Uani 1 1 d .
F2 F 0.09413(7) -0.11455(13) -0.18013(10) 0.0756(6) Uani 1 1 d .
P1 P 0.19957(3) 0.13465(5) 0.11380(4) 0.0356(2) Uani 1 1 d .
C44 C 0.0339(2) 0.8609(3) 0.2321(3) 0.1071(15) Uani 1 1 d .
H44A H 0.0256 0.8693 0.1776 0.129 Uiso 1 1 calc R
H44B H 0.0715 0.8750 0.2667 0.129 Uiso 1 1 calc R
O1 O 0.0000 0.9112(5) 0.2500 0.259(4) Uani 1 2 d S
C45 C 0.0225(3) 0.7769(4) 0.2446(4) 0.197(4) Uani 1 1 d .
H45A H 0.0157 0.7412 0.1996 0.237 Uiso 1 1 calc R
H45B H 0.0532 0.7531 0.2910 0.237 Uiso 1 1 calc R
H2 H 0.2955(9) 0.0779(15) 0.2878(13) 0.030(7) Uiso 1 1 d .
H1 H 0.2327(9) -0.0093(15) 0.1475(13) 0.034(7) Uiso 1 1 d .
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'
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'
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
C16 C1 C22 114.0(2) . .
C16 C1 P1 110.80(19) . .
C22 C1 P1 107.22(18) . .
C16 C1 H1 105.0(14) . .
C22 C1 H1 105.6(14) . .
P1 C1 H1 114.3(14) . .
N2 C2 N1 101.3(2) . .
C4 C3 N2 104.3(2) . .
C4 C3 P1 135.4(2) . .
N2 C3 P1 119.61(19) . .
C3 C4 N1 107.4(3) . .
C3 C4 H2 131.5(14) . .
N1 C4 H2 121.1(14) . .
C14 C5 C8 118.1(3) . .
C14 C5 P1 115.8(2) . .
C8 C5 P1 126.1(2) . .
C34 C6 C28 122.1(2) . .
C34 C6 N1 119.9(2) . .
C28 C6 N1 117.9(2) . .
C42 C7 C36 122.3(3) . .
C42 C7 N2 118.7(2) . .
C36 C7 N2 119.0(2) . .
C10 C8 C5 119.7(3) . .
C10 C8 C9 116.8(3) . .
C5 C8 C9 123.5(3) . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C8 C10 C11 122.5(3) . .
C8 C10 H10 118.8 . .
C11 C10 H10 118.8 . .
C13 C11 C10 117.2(3) . .
C13 C11 C12 121.5(3) . .
C10 C11 C12 121.4(3) . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C11 C13 C14 123.0(3) . .
C11 C13 H13 118.5 . .
C14 C13 H13 118.5 . .
C13 C14 C5 119.5(3) . .
C13 C14 C15 117.8(3) . .
C5 C14 C15 122.7(3) . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C21 C16 C17 117.6(3) . .
C21 C16 C1 119.8(3) . .
C17 C16 C1 122.6(3) . .
C16 C17 C18 120.5(3) . .
C16 C17 H17 119.7 . .
C18 C17 H17 119.7 . .
C19 C18 C17 118.9(3) . .
C19 C18 H18 120.6 . .
C17 C18 H18 120.6 . .
C20 C19 F1 119.9(3) . .
C20 C19 C18 122.6(3) . .
F1 C19 C18 117.5(4) . .
C19 C20 C21 118.0(3) . .
C19 C20 H20 121.0 . .
C21 C20 H20 121.0 . .
C20 C21 C16 122.4(3) . .
C20 C21 H21 118.8 . .
C16 C21 H21 118.8 . .
C27 C22 C23 118.5(3) . .
C27 C22 C1 119.7(2) . .
C23 C22 C1 121.7(2) . .
C24 C23 C22 121.0(3) . .
C24 C23 H23 119.5 . .
C22 C23 H23 119.5 . .
C25 C24 C23 118.0(3) . .
C25 C24 H24 121.0 . .
C23 C24 H24 121.0 . .
C26 C25 C24 123.0(3) . .
C26 C25 F2 118.8(3) . .
C24 C25 F2 118.1(3) . .
C25 C26 C27 118.8(3) . .
C25 C26 H26 120.6 . .
C27 C26 H26 120.6 . .
C22 C27 C26 120.6(3) . .
C22 C27 H27 119.7 . .
C26 C27 H27 119.7 . .
C30 C28 C6 117.2(3) . .
C30 C28 C29 121.2(3) . .
C6 C28 C29 121.6(2) . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C31 C30 C28 122.5(3) . .
C31 C30 H30 118.7 . .
C28 C30 H30 118.7 . .
C30 C31 C33 118.1(3) . .
C30 C31 C32 121.4(3) . .
C33 C31 C32 120.4(3) . .
C31 C32 H32A 109.5 . .
C31 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
C31 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C31 C33 C34 121.7(3) . .
C31 C33 H33 119.2 . .
C34 C33 H33 119.2 . .
C6 C34 C33 118.3(3) . .
C6 C34 C35 120.4(2) . .
C33 C34 C35 121.2(3) . .
C34 C35 H35A 109.5 . .
C34 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C34 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C38 C36 C7 117.5(3) . .
C38 C36 C37 121.0(3) . .
C7 C36 C37 121.5(3) . .
C36 C37 H37A 109.5 . .
C36 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C36 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
C39 C38 C36 121.9(3) . .
C39 C38 H38 119.0 . .
C36 C38 H38 119.0 . .
C38 C39 C41 118.5(3) . .
C38 C39 C40 120.8(3) . .
C41 C39 C40 120.7(3) . .
C39 C40 H40A 109.5 . .
C39 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
C39 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
C39 C41 C42 122.2(3) . .
C39 C41 H41 118.9 . .
C42 C41 H41 118.9 . .
C7 C42 C41 117.6(3) . .
C7 C42 C43 121.6(3) . .
C41 C42 C43 120.8(3) . .
C42 C43 H43A 109.5 . .
C42 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
C42 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
C2 N1 C4 112.8(2) . .
C2 N1 C6 122.4(2) . .
C4 N1 C6 124.7(2) . .
C2 N2 C3 114.2(2) . .
C2 N2 C7 122.1(2) . .
C3 N2 C7 123.7(2) . .
C3 P1 C5 105.11(12) . .
C3 P1 C1 102.92(12) . .
C5 P1 C1 105.19(12) . .
C45 C44 O1 103.4(5) . .
C45 C44 H44A 111.1 . .
O1 C44 H44A 111.1 . .
C45 C44 H44B 111.1 . .
O1 C44 H44B 111.1 . .
H44A C44 H44B 109.0 . .
C44 O1 C44 112.6(7) . 2
C45 C45 C44 109.5(3) 2 .
C45 C45 H45A 109.8 2 .
C44 C45 H45A 109.8 . .
C45 C45 H45B 109.8 2 .
C44 C45 H45B 109.8 . .
H45A C45 H45B 108.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C16 1.515(4) .
C1 C22 1.524(4) .
C1 P1 1.867(3) .
C1 H1 0.97(2) .
C2 N2 1.365(3) .
C2 N1 1.367(3) .
C3 C4 1.352(4) .
C3 N2 1.403(3) .
C3 P1 1.821(3) .
C4 N1 1.390(3) .
C4 H2 0.94(2) .
C5 C14 1.411(4) .
C5 C8 1.418(4) .
C5 P1 1.838(3) .
C6 C34 1.376(4) .
C6 C28 1.395(4) .
C6 N1 1.439(3) .
C7 C42 1.385(4) .
C7 C36 1.395(4) .
C7 N2 1.437(3) .
C8 C10 1.386(4) .
C8 C9 1.510(4) .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C11 1.388(4) .
C10 H10 0.9500 .
C11 C13 1.377(4) .
C11 C12 1.508(4) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 C14 1.387(4) .
C13 H13 0.9500 .
C14 C15 1.512(4) .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 C21 1.385(4) .
C16 C17 1.393(4) .
C17 C18 1.393(4) .
C17 H17 0.9500 .
C18 C19 1.369(5) .
C18 H18 0.9500 .
C19 C20 1.353(5) .
C19 F1 1.367(4) .
C20 C21 1.384(4) .
C20 H20 0.9500 .
C21 H21 0.9500 .
C22 C27 1.385(4) .
C22 C23 1.397(4) .
C23 C24 1.383(4) .
C23 H23 0.9500 .
C24 C25 1.370(4) .
C24 H24 0.9500 .
C25 C26 1.355(4) .
C25 F2 1.373(3) .
C26 C27 1.387(4) .
C26 H26 0.9500 .
C27 H27 0.9500 .
C28 C30 1.389(4) .
C28 C29 1.502(4) .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 C31 1.375(4) .
C30 H30 0.9500 .
C31 C33 1.387(4) .
C31 C32 1.517(4) .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C33 C34 1.387(4) .
C33 H33 0.9500 .
C34 C35 1.517(4) .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 C38 1.393(4) .
C36 C37 1.494(4) .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 C39 1.378(4) .
C38 H38 0.9500 .
C39 C41 1.382(4) .
C39 C40 1.516(4) .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 C42 1.387(4) .
C41 H41 0.9500 .
C42 C43 1.510(4) .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 C45 1.418(7) .
C44 O1 1.433(5) .
C44 H44A 0.9900 .
C44 H44B 0.9900 .
O1 C44 1.433(5) 2
C45 C45 1.418(12) 2
C45 H45A 0.9900 .
C45 H45B 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_4
N2 C3 C4 N1 -0.1(3) .
P1 C3 C4 N1 169.5(2) .
C14 C5 C8 C10 -1.7(4) .
P1 C5 C8 C10 175.2(2) .
C14 C5 C8 C9 178.2(3) .
P1 C5 C8 C9 -4.9(4) .
C5 C8 C10 C11 -0.1(4) .
C9 C8 C10 C11 180.0(3) .
C8 C10 C11 C13 2.1(4) .
C8 C10 C11 C12 -177.8(3) .
C10 C11 C13 C14 -2.3(4) .
C12 C11 C13 C14 177.6(3) .
C11 C13 C14 C5 0.5(4) .
C11 C13 C14 C15 -179.0(3) .
C8 C5 C14 C13 1.5(4) .
P1 C5 C14 C13 -175.7(2) .
C8 C5 C14 C15 -179.0(2) .
P1 C5 C14 C15 3.8(4) .
C22 C1 C16 C21 -112.1(3) .
P1 C1 C16 C21 126.9(2) .
C22 C1 C16 C17 68.6(3) .
P1 C1 C16 C17 -52.4(3) .
C21 C16 C17 C18 1.3(4) .
C1 C16 C17 C18 -179.4(3) .
C16 C17 C18 C19 -1.2(5) .
C17 C18 C19 C20 0.1(5) .
C17 C18 C19 F1 179.6(3) .
F1 C19 C20 C21 -178.6(3) .
C18 C19 C20 C21 0.9(5) .
C19 C20 C21 C16 -0.8(5) .
C17 C16 C21 C20 -0.3(4) .
C1 C16 C21 C20 -179.6(3) .
C16 C1 C22 C27 104.7(3) .
P1 C1 C22 C27 -132.2(2) .
C16 C1 C22 C23 -76.3(3) .
P1 C1 C22 C23 46.7(3) .
C27 C22 C23 C24 1.3(4) .
C1 C22 C23 C24 -177.7(3) .
C22 C23 C24 C25 -0.9(4) .
C23 C24 C25 C26 0.1(5) .
C23 C24 C25 F2 178.7(3) .
C24 C25 C26 C27 0.4(5) .
F2 C25 C26 C27 -178.3(2) .
C23 C22 C27 C26 -0.8(4) .
C1 C22 C27 C26 178.2(3) .
C25 C26 C27 C22 0.0(4) .
C34 C6 C28 C30 1.0(4) .
N1 C6 C28 C30 -177.8(2) .
C34 C6 C28 C29 179.0(3) .
N1 C6 C28 C29 0.2(4) .
C6 C28 C30 C31 0.3(4) .
C29 C28 C30 C31 -177.7(3) .
C28 C30 C31 C33 -1.1(4) .
C28 C30 C31 C32 178.7(3) .
C30 C31 C33 C34 0.5(4) .
C32 C31 C33 C34 -179.2(3) .
C28 C6 C34 C33 -1.6(4) .
N1 C6 C34 C33 177.3(2) .
C28 C6 C34 C35 -179.6(3) .
N1 C6 C34 C35 -0.7(4) .
C31 C33 C34 C6 0.8(4) .
C31 C33 C34 C35 178.8(3) .
C42 C7 C36 C38 -0.2(4) .
N2 C7 C36 C38 -179.8(2) .
C42 C7 C36 C37 -178.4(3) .
N2 C7 C36 C37 2.1(4) .
C7 C36 C38 C39 -1.8(4) .
C37 C36 C38 C39 176.4(3) .
C36 C38 C39 C41 1.6(5) .
C36 C38 C39 C40 -176.1(3) .
C38 C39 C41 C42 0.6(5) .
C40 C39 C41 C42 178.4(3) .
C36 C7 C42 C41 2.3(4) .
N2 C7 C42 C41 -178.1(2) .
C36 C7 C42 C43 -177.8(3) .
N2 C7 C42 C43 1.8(4) .
C39 C41 C42 C7 -2.5(4) .
C39 C41 C42 C43 177.6(3) .
N2 C2 N1 C4 -0.9(3) .
N2 C2 N1 C6 -178.6(2) .
C3 C4 N1 C2 0.7(3) .
C3 C4 N1 C6 178.3(2) .
C34 C6 N1 C2 -89.8(3) .
C28 C6 N1 C2 89.1(3) .
C34 C6 N1 C4 92.8(3) .
C28 C6 N1 C4 -88.3(3) .
N1 C2 N2 C3 0.9(3) .
N1 C2 N2 C7 178.5(2) .
C4 C3 N2 C2 -0.5(3) .
P1 C3 N2 C2 -172.08(19) .
C4 C3 N2 C7 -178.1(2) .
P1 C3 N2 C7 10.3(3) .
C42 C7 N2 C2 -85.5(3) .
C36 C7 N2 C2 94.1(3) .
C42 C7 N2 C3 91.9(3) .
C36 C7 N2 C3 -88.5(3) .
C4 C3 P1 C5 110.1(3) .
N2 C3 P1 C5 -81.6(2) .
C4 C3 P1 C1 0.2(3) .
N2 C3 P1 C1 168.5(2) .
C14 C5 P1 C3 123.7(2) .
C8 C5 P1 C3 -53.2(3) .
C14 C5 P1 C1 -128.0(2) .
C8 C5 P1 C1 55.0(3) .
C16 C1 P1 C3 -65.3(2) .
C22 C1 P1 C3 169.69(18) .
C16 C1 P1 C5 -175.19(18) .
C22 C1 P1 C5 59.8(2) .
C45 C44 O1 C44 -3.9(4) 2
O1 C44 C45 C45 10.3(9) 2
