#------------------------------------------------------------------------------
#$Date: 2021-03-05 03:57:11 +0200 (Fri, 05 Mar 2021) $
#$Revision: 262614 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/64/7706407.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_7706407
loop_
_publ_author_name
'Gupta, Priyanka'
'Siewert, Jan-Erik'
'Wellnitz, Tim'
'Fischer, Malte'
'Baumann, Wolgang'
'Beweries, Torsten'
'Hering-Junghans, Christian'
_publ_section_title
;
 Reactivity of phospha-Wittig reagents towards NHCs and NHOs.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1838
_journal_page_last               1844
_journal_paper_doi               10.1039/d1dt00071c
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C46 H67 N2 P, C6 H14'
_chemical_formula_sum            'C52 H81 N2 P'
_chemical_formula_weight         751.09
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-11-27 deposited with the CCDC.	2021-01-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.6127(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.9777(3)
_cell_length_b                   17.4497(3)
_cell_length_c                   19.3800(4)
_cell_measurement_reflns_used    7734
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      66.57
_cell_measurement_theta_min      3.31
_cell_volume                     4853.67(16)
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_source         microfocus
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            33300
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        66.670
_diffrn_reflns_theta_max         66.670
_diffrn_reflns_theta_min         3.310
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  0.964
_exptl_absorpt_correction_T_min  0.891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.047
_exptl_crystal_description       plate
_exptl_crystal_F_000             1688
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_refine_diff_density_max         1.073
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     467
_refine_ls_number_reflns         8557
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0514
_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)+(0.0730P)²+2.1990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1363
_refine_ls_wR_factor_ref         0.1458
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7106
_reflns_number_total             8557
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt00071c2.cif
_cod_data_source_block           ax1821_MesStarPHCHIDip_cmp13
_cod_depositor_comments
'Adding full bibliography for 7706402--7706412.cif.'
_cod_original_cell_volume        4853.66(16)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7706407
_shelx_shelxl_version_number     2014/7
_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_min   0.891
_shelx_estimated_absorpt_t_max   0.964
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_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 0.68808(3) 0.23826(3) 0.76133(2) 0.02868(13) Uani 1 1 d . . . . .
N1 N 0.77306(10) 0.41093(8) 0.73862(7) 0.0247(3) Uani 1 1 d . . . . .
N2 N 0.66781(10) 0.47441(8) 0.77434(7) 0.0249(3) Uani 1 1 d . . . . .
C1 C 0.69430(11) 0.40034(10) 0.76207(8) 0.0229(3) Uani 1 1 d . . . . .
C2 C 0.79145(12) 0.48946(10) 0.73568(9) 0.0293(4) Uani 1 1 d . . . . .
H2 H 0.8413 0.5114 0.7212 0.035 Uiso 1 1 calc R U . . .
C3 C 0.72737(12) 0.52791(10) 0.75663(9) 0.0277(4) Uani 1 1 d . . . . .
H3 H 0.7227 0.5821 0.7592 0.033 Uiso 1 1 calc R U . . .
C4 C 0.65066(12) 0.33459(10) 0.77172(10) 0.0307(4) Uani 1 1 d . . . . .
H4 H 0.5948 0.3400 0.7853 0.037 Uiso 1 1 calc R U . . .
C5 C 0.82810(11) 0.35101(9) 0.72068(9) 0.0248(3) Uani 1 1 d . . . . .
C6 C 0.90713(13) 0.32493(11) 0.77319(10) 0.0333(4) Uani 1 1 d . . . . .
C7 C 0.95751(15) 0.26488(12) 0.75510(11) 0.0428(5) Uani 1 1 d . . . . .
H7 H 1.0116 0.2462 0.7898 0.051 Uiso 1 1 calc R U . . .
C8 C 0.93023(16) 0.23225(12) 0.68791(12) 0.0451(5) Uani 1 1 d . . . . .
H8 H 0.9642 0.1902 0.6771 0.054 Uiso 1 1 calc R U . . .
C9 C 0.85397(15) 0.26005(12) 0.63599(11) 0.0423(5) Uani 1 1 d . . . . .
H9 H 0.8368 0.2377 0.5894 0.051 Uiso 1 1 calc R U . . .
C10 C 0.80163(12) 0.32055(11) 0.65084(9) 0.0309(4) Uani 1 1 d . . . . .
C11 C 0.93728(16) 0.36046(15) 0.84763(11) 0.0508(6) Uani 1 1 d . . . . .
H11 H 0.8853 0.3937 0.8532 0.061 Uiso 1 1 calc R U . . .
C12 C 0.9558(3) 0.2981(2) 0.90652(14) 0.0922(12) Uani 1 1 d . . . . .
H12A H 1.0120 0.2694 0.9066 0.138 Uiso 1 1 calc R U . . .
H12B H 0.9025 0.2631 0.8968 0.138 Uiso 1 1 calc R U . . .
H12C H 0.9645 0.3223 0.9536 0.138 Uiso 1 1 calc R U . . .
C13 C 1.0204(3) 0.4083(2) 0.85843(18) 0.1020(14) Uani 1 1 d . . . . .
H13A H 1.0745 0.3757 0.8610 0.153 Uiso 1 1 calc R U . . .
H13B H 1.0308 0.4372 0.9034 0.153 Uiso 1 1 calc R U . . .
H13C H 1.0114 0.4441 0.8181 0.153 Uiso 1 1 calc R U . . .
C14 C 0.71986(14) 0.35311(13) 0.59293(10) 0.0400(5) Uani 1 1 d . . . . .
H14 H 0.6748 0.3753 0.6169 0.048 Uiso 1 1 calc R U . . .
C15 C 0.7536(2) 0.41772(14) 0.55332(14) 0.0633(7) Uani 1 1 d . . . . .
H15A H 0.7865 0.4563 0.5882 0.095 Uiso 1 1 calc R U . . .
H15B H 0.7000 0.4415 0.5187 0.095 Uiso 1 1 calc R U . . .
H15C H 0.7959 0.3968 0.5278 0.095 Uiso 1 1 calc R U . . .
C16 C 0.66821(18) 0.29372(15) 0.53806(11) 0.0549(6) Uani 1 1 d . . . . .
H16A H 0.7078 0.2776 0.5083 0.082 Uiso 1 1 calc R U . . .
H16B H 0.6106 0.3163 0.5073 0.082 Uiso 1 1 calc R U . . .
H16C H 0.6531 0.2492 0.5634 0.082 Uiso 1 1 calc R U . . .
C17 C 0.58524(12) 0.49347(10) 0.79419(9) 0.0268(4) Uani 1 1 d . . . . .
C18 C 0.59000(13) 0.49907(11) 0.86719(10) 0.0324(4) Uani 1 1 d . . . . .
C19 C 0.50946(15) 0.52084(13) 0.88453(12) 0.0437(5) Uani 1 1 d . . . . .
H19 H 0.5108 0.5254 0.9337 0.052 Uiso 1 1 calc R U . . .
C20 C 0.42792(15) 0.53590(14) 0.83141(13) 0.0487(5) Uani 1 1 d . . . . .
H20 H 0.3739 0.5513 0.8442 0.058 Uiso 1 1 calc R U . . .
C21 C 0.42438(14) 0.52870(14) 0.75991(12) 0.0457(5) Uani 1 1 d . . . . .
H21 H 0.3675 0.5386 0.7239 0.055 Uiso 1 1 calc R U . . .
C22 C 0.50278(13) 0.50706(11) 0.73954(10) 0.0340(4) Uani 1 1 d . . . . .
C23 C 0.68030(14) 0.48435(13) 0.92566(10) 0.0396(5) Uani 1 1 d . . . . .
H23 H 0.7165 0.4454 0.9070 0.047 Uiso 1 1 calc R U . . .
C24 C 0.66502(17) 0.45254(14) 0.99508(11) 0.0496(5) Uani 1 1 d . . . . .
H24A H 0.6393 0.4929 1.0190 0.074 Uiso 1 1 calc R U . . .
H24B H 0.7246 0.4350 1.0272 0.074 Uiso 1 1 calc R U . . .
H24C H 0.6213 0.4094 0.9834 0.074 Uiso 1 1 calc R U . . .
C25 C 0.73866(17) 0.55651(18) 0.94235(12) 0.0621(7) Uani 1 1 d . . . . .
H25A H 0.7476 0.5772 0.8978 0.093 Uiso 1 1 calc R U . . .
H25B H 0.7994 0.5445 0.9761 0.093 Uiso 1 1 calc R U . . .
H25C H 0.7068 0.5946 0.9640 0.093 Uiso 1 1 calc R U . . .
C26 C 0.49793(14) 0.50077(13) 0.66051(11) 0.0444(5) Uani 1 1 d . . . . .
H26 H 0.5559 0.4747 0.6571 0.053 Uiso 1 1 calc R U . . .
C27 C 0.4146(2) 0.45332(15) 0.61800(14) 0.0664(8) Uani 1 1 d . . . . .
H27A H 0.4136 0.4044 0.6427 0.100 Uiso 1 1 calc R U . . .
H27B H 0.4199 0.4436 0.5695 0.100 Uiso 1 1 calc R U . . .
H27C H 0.3569 0.4815 0.6146 0.100 Uiso 1 1 calc R U . . .
C28 C 0.49472(18) 0.58015(16) 0.62711(12) 0.0579(6) Uani 1 1 d . . . . .
H28A H 0.4374 0.6063 0.6286 0.087 Uiso 1 1 calc R U . . .
H28B H 0.4959 0.5752 0.5770 0.087 Uiso 1 1 calc R U . . .
H28C H 0.5488 0.6100 0.6543 0.087 Uiso 1 1 calc R U . . .
C29 C 0.60239(12) 0.17506(9) 0.78738(9) 0.0263(4) Uani 1 1 d . . . . .
C30 C 0.52341(12) 0.14522(10) 0.73361(9) 0.0274(4) Uani 1 1 d . . . . .
C31 C 0.46538(12) 0.09250(10) 0.75425(9) 0.0297(4) Uani 1 1 d . . . . .
H31 H 0.4126 0.0737 0.7184 0.036 Uiso 1 1 calc R U . . .
C32 C 0.48069(12) 0.06646(10) 0.82377(10) 0.0300(4) Uani 1 1 d . . . . .
C33 C 0.55804(13) 0.09525(10) 0.87514(9) 0.0310(4) Uani 1 1 d . . . . .
H33 H 0.5699 0.0777 0.9233 0.037 Uiso 1 1 calc R U . . .
C34 C 0.61918(12) 0.14845(10) 0.86007(9) 0.0285(4) Uani 1 1 d . . . . .
C35 C 0.49687(13) 0.16322(11) 0.65139(10) 0.0320(4) Uani 1 1 d . . . . .
C36 C 0.40165(14) 0.12913(13) 0.60981(11) 0.0423(5) Uani 1 1 d . . . . .
H36A H 0.3538 0.1472 0.6314 0.063 Uiso 1 1 calc R U . . .
H36B H 0.4050 0.0731 0.6122 0.063 Uiso 1 1 calc R U . . .
H36C H 0.3857 0.1455 0.5594 0.063 Uiso 1 1 calc R U . . .
C37 C 0.48601(15) 0.24986(11) 0.63570(11) 0.0394(5) Uani 1 1 d . . . . .
H37A H 0.4672 0.2583 0.5835 0.059 Uiso 1 1 calc R U . . .
H37B H 0.5456 0.2756 0.6575 0.059 Uiso 1 1 calc R U . . .
H37C H 0.4384 0.2708 0.6561 0.059 Uiso 1 1 calc R U . . .
C38 C 0.56745(15) 0.12514(12) 0.61776(10) 0.0396(5) Uani 1 1 d . . . . .
H38A H 0.5679 0.0697 0.6257 0.059 Uiso 1 1 calc R U . . .
H38B H 0.6298 0.1459 0.6403 0.059 Uiso 1 1 calc R U . . .
H38C H 0.5496 0.1356 0.5659 0.059 Uiso 1 1 calc R U . . .
C39 C 0.41654(13) 0.00840(12) 0.84514(11) 0.0362(4) Uani 1 1 d . . . . .
C40 C 0.33443(15) -0.01513(15) 0.78138(13) 0.0518(6) Uani 1 1 d . . . . .
H40A H 0.2993 0.0306 0.7600 0.078 Uiso 1 1 calc R U . . .
H40B H 0.2936 -0.0499 0.7981 0.078 Uiso 1 1 calc R U . . .
H40C H 0.3578 -0.0411 0.7452 0.078 Uiso 1 1 calc R U . . .
C41 C 0.37656(18) 0.04498(15) 0.90207(14) 0.0557(6) Uani 1 1 d . . . . .
H41A H 0.4277 0.0587 0.9445 0.084 Uiso 1 1 calc R U . . .
H41B H 0.3351 0.0084 0.9159 0.084 Uiso 1 1 calc R U . . .
H41C H 0.3414 0.0912 0.8821 0.084 Uiso 1 1 calc R U . . .
C42 C 0.47211(16) -0.06363(13) 0.87558(13) 0.0499(5) Uani 1 1 d . . . . .
H42A H 0.4964 -0.0869 0.8386 0.075 Uiso 1 1 calc R U . . .
H42B H 0.4314 -0.1003 0.8902 0.075 Uiso 1 1 calc R U . . .
H42C H 0.5241 -0.0498 0.9174 0.075 Uiso 1 1 calc R U . . .
C43 C 0.70250(13) 0.17264(11) 0.92544(10) 0.0332(4) Uani 1 1 d . . . . .
C44 C 0.70943(15) 0.26010(11) 0.93525(11) 0.0397(5) Uani 1 1 d . . . . .
H44A H 0.7589 0.2724 0.9792 0.060 Uiso 1 1 calc R U . . .
H44B H 0.6499 0.2802 0.9391 0.060 Uiso 1 1 calc R U . . .
H44C H 0.7239 0.2834 0.8937 0.060 Uiso 1 1 calc R U . . .
C45 C 0.79440(14) 0.13767(13) 0.91903(12) 0.0451(5) Uani 1 1 d . . . . .
H45A H 0.8067 0.1563 0.8749 0.068 Uiso 1 1 calc R U . . .
H45B H 0.7892 0.0817 0.9173 0.068 Uiso 1 1 calc R U . . .
H45C H 0.8457 0.1528 0.9608 0.068 Uiso 1 1 calc R U . . .
C46 C 0.69257(17) 0.14194(13) 0.99749(11) 0.0482(5) Uani 1 1 d . . . . .
H46A H 0.7455 0.1594 1.0370 0.072 Uiso 1 1 calc R U . . .
H46B H 0.6914 0.0858 0.9964 0.072 Uiso 1 1 calc R U . . .
H46C H 0.6345 0.1611 1.0049 0.072 Uiso 1 1 calc R U . . .
H1A H 0.762(2) 0.2266(18) 0.8135(17) 0.012(8) Uiso 0.5 1 d . . P . .
H1B H 0.670(2) 0.2265(18) 0.6954(16) 0.010(7) Uiso 0.5 1 d . . P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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
C4 P1 C29 105.12(8) . . ?
C4 P1 H1A 106.6(14) . . ?
C29 P1 H1A 101.2(14) . . ?
C4 P1 H1B 106.5(15) . . ?
C29 P1 H1B 102.4(15) . . ?
H1A P1 H1B 132(2) . . ?
C1 N1 C2 109.73(14) . . ?
C1 N1 C5 125.56(14) . . ?
C2 N1 C5 124.71(14) . . ?
C1 N2 C3 110.14(14) . . ?
C1 N2 C17 124.78(14) . . ?
C3 N2 C17 124.71(14) . . ?
C4 C1 N2 126.03(15) . . ?
C4 C1 N1 129.97(16) . . ?
N2 C1 N1 104.01(14) . . ?
C3 C2 N1 108.31(15) . . ?
C3 C2 H2 125.8 . . ?
N1 C2 H2 125.8 . . ?
C2 C3 N2 107.78(15) . . ?
C2 C3 H3 126.1 . . ?
N2 C3 H3 126.1 . . ?
C1 C4 P1 126.51(14) . . ?
C1 C4 H4 116.7 . . ?
P1 C4 H4 116.7 . . ?
C6 C5 C10 121.75(16) . . ?
C6 C5 N1 119.11(15) . . ?
C10 C5 N1 119.14(15) . . ?
C7 C6 C5 117.93(17) . . ?
C7 C6 C11 120.78(18) . . ?
C5 C6 C11 121.30(17) . . ?
C8 C7 C6 121.00(19) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 120.48(19) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 120.95(18) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C9 C10 C5 117.79(17) . . ?
C9 C10 C14 120.97(17) . . ?
C5 C10 C14 121.24(16) . . ?
C13 C11 C6 112.3(2) . . ?
C13 C11 C12 109.3(2) . . ?
C6 C11 C12 110.9(2) . . ?
C13 C11 H11 108.0 . . ?
C6 C11 H11 108.0 . . ?
C12 C11 H11 108.0 . . ?
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 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 C16 113.73(19) . . ?
C10 C14 C15 109.59(17) . . ?
C16 C14 C15 108.97(18) . . ?
C10 C14 H14 108.1 . . ?
C16 C14 H14 108.1 . . ?
C15 C14 H14 108.1 . . ?
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 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C17 C18 122.17(16) . . ?
C22 C17 N2 118.58(16) . . ?
C18 C17 N2 119.23(15) . . ?
C19 C18 C17 117.72(17) . . ?
C19 C18 C23 120.92(17) . . ?
C17 C18 C23 121.33(16) . . ?
C20 C19 C18 120.96(19) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C21 C20 C19 120.33(19) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C22 121.09(19) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C21 C22 C17 117.69(18) . . ?
C21 C22 C26 120.31(17) . . ?
C17 C22 C26 121.98(17) . . ?
C25 C23 C18 110.83(18) . . ?
C25 C23 C24 109.62(18) . . ?
C18 C23 C24 113.09(17) . . ?
C25 C23 H23 107.7 . . ?
C18 C23 H23 107.7 . . ?
C24 C23 H23 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C26 C28 110.48(18) . . ?
C22 C26 C27 112.3(2) . . ?
C28 C26 C27 110.00(18) . . ?
C22 C26 H26 108.0 . . ?
C28 C26 H26 108.0 . . ?
C27 C26 H26 108.0 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C34 118.23(15) . . ?
C30 C29 P1 120.42(13) . . ?
C34 C29 P1 121.00(13) . . ?
C31 C30 C29 118.81(15) . . ?
C31 C30 C35 115.24(15) . . ?
C29 C30 C35 125.89(15) . . ?
C32 C31 C30 123.55(16) . . ?
C32 C31 H31 118.2 . . ?
C30 C31 H31 118.2 . . ?
C31 C32 C33 116.98(16) . . ?
C31 C32 C39 122.71(16) . . ?
C33 C32 C39 120.30(16) . . ?
C32 C33 C34 123.71(16) . . ?
C32 C33 H33 118.1 . . ?
C34 C33 H33 118.1 . . ?
C33 C34 C29 118.70(16) . . ?
C33 C34 C43 115.54(15) . . ?
C29 C34 C43 125.74(15) . . ?
C37 C35 C38 112.68(16) . . ?
C37 C35 C36 104.21(15) . . ?
C38 C35 C36 104.84(16) . . ?
C37 C35 C30 112.38(15) . . ?
C38 C35 C30 109.85(14) . . ?
C36 C35 C30 112.55(15) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C40 C39 C42 108.30(19) . . ?
C40 C39 C32 112.37(16) . . ?
C42 C39 C32 109.48(16) . . ?
C40 C39 C41 107.65(18) . . ?
C42 C39 C41 110.20(18) . . ?
C32 C39 C41 108.82(17) . . ?
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 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C46 104.68(16) . . ?
C44 C43 C45 111.85(17) . . ?
C46 C43 C45 104.76(17) . . ?
C44 C43 C34 112.26(15) . . ?
C46 C43 C34 112.29(16) . . ?
C45 C43 C34 110.63(15) . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C43 C45 H45A 109.5 . . ?
C43 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C43 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C43 C46 H46A 109.5 . . ?
C43 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C43 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 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 C4 1.8013(18) . ?
P1 C29 1.8679(17) . ?
P1 H1A 1.28(3) . ?
P1 H1B 1.24(3) . ?
N1 C1 1.392(2) . ?
N1 C2 1.402(2) . ?
N1 C5 1.434(2) . ?
N2 C1 1.392(2) . ?
N2 C3 1.400(2) . ?
N2 C17 1.435(2) . ?
C1 C4 1.360(2) . ?
C2 C3 1.326(3) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C5 C6 1.398(2) . ?
C5 C10 1.402(2) . ?
C6 C7 1.393(3) . ?
C6 C11 1.516(3) . ?
C7 C8 1.372(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.377(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(3) . ?
C9 H9 0.9500 . ?
C10 C14 1.515(3) . ?
C11 C13 1.463(4) . ?
C11 C12 1.543(4) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C16 1.527(3) . ?
C14 C15 1.529(3) . ?
C14 H14 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C22 1.398(2) . ?
C17 C18 1.399(3) . ?
C18 C19 1.394(3) . ?
C18 C23 1.518(3) . ?
C19 C20 1.379(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.377(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.394(3) . ?
C21 H21 0.9500 . ?
C22 C26 1.517(3) . ?
C23 C25 1.514(3) . ?
C23 C24 1.532(3) . ?
C23 H23 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C28 1.524(3) . ?
C26 C27 1.527(3) . ?
C26 H26 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.432(2) . ?
C29 C34 1.435(2) . ?
C30 C31 1.400(2) . ?
C30 C35 1.560(2) . ?
C31 C32 1.377(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.388(3) . ?
C32 C39 1.533(2) . ?
C33 C34 1.392(3) . ?
C33 H33 0.9500 . ?
C34 C43 1.561(2) . ?
C35 C37 1.541(3) . ?
C35 C38 1.542(3) . ?
C35 C36 1.543(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C40 1.529(3) . ?
C39 C42 1.530(3) . ?
C39 C41 1.537(3) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.538(3) . ?
C43 C46 1.542(3) . ?
C43 C45 1.543(3) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 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
C3 N2 C1 C4 -178.28(16) . . . . ?
C17 N2 C1 C4 -5.0(3) . . . . ?
C3 N2 C1 N1 1.76(17) . . . . ?
C17 N2 C1 N1 175.06(14) . . . . ?
C2 N1 C1 C4 178.83(17) . . . . ?
C5 N1 C1 C4 -1.7(3) . . . . ?
C2 N1 C1 N2 -1.21(17) . . . . ?
C5 N1 C1 N2 178.26(14) . . . . ?
C1 N1 C2 C3 0.2(2) . . . . ?
C5 N1 C2 C3 -179.26(15) . . . . ?
N1 C2 C3 N2 0.89(19) . . . . ?
C1 N2 C3 C2 -1.71(19) . . . . ?
C17 N2 C3 C2 -175.01(15) . . . . ?
N2 C1 C4 P1 -175.95(13) . . . . ?
N1 C1 C4 P1 4.0(3) . . . . ?
C29 P1 C4 C1 176.76(16) . . . . ?
C1 N1 C5 C6 -94.6(2) . . . . ?
C2 N1 C5 C6 84.8(2) . . . . ?
C1 N1 C5 C10 85.9(2) . . . . ?
C2 N1 C5 C10 -94.7(2) . . . . ?
C10 C5 C6 C7 -2.7(3) . . . . ?
N1 C5 C6 C7 177.82(17) . . . . ?
C10 C5 C6 C11 177.51(19) . . . . ?
N1 C5 C6 C11 -2.0(3) . . . . ?
C5 C6 C7 C8 -0.2(3) . . . . ?
C11 C6 C7 C8 179.7(2) . . . . ?
C6 C7 C8 C9 2.2(3) . . . . ?
C7 C8 C9 C10 -1.5(3) . . . . ?
C8 C9 C10 C5 -1.3(3) . . . . ?
C8 C9 C10 C14 177.7(2) . . . . ?
C6 C5 C10 C9 3.4(3) . . . . ?
N1 C5 C10 C9 -177.13(16) . . . . ?
C6 C5 C10 C14 -175.60(17) . . . . ?
N1 C5 C10 C14 3.9(3) . . . . ?
C7 C6 C11 C13 73.3(3) . . . . ?
C5 C6 C11 C13 -106.9(3) . . . . ?
C7 C6 C11 C12 -49.4(3) . . . . ?
C5 C6 C11 C12 130.4(2) . . . . ?
C9 C10 C14 C16 32.5(3) . . . . ?
C5 C10 C14 C16 -148.58(18) . . . . ?
C9 C10 C14 C15 -89.7(2) . . . . ?
C5 C10 C14 C15 89.2(2) . . . . ?
C1 N2 C17 C22 -89.1(2) . . . . ?
C3 N2 C17 C22 83.3(2) . . . . ?
C1 N2 C17 C18 92.0(2) . . . . ?
C3 N2 C17 C18 -95.7(2) . . . . ?
C22 C17 C18 C19 -1.6(3) . . . . ?
N2 C17 C18 C19 177.36(17) . . . . ?
C22 C17 C18 C23 -179.78(18) . . . . ?
N2 C17 C18 C23 -0.8(3) . . . . ?
C17 C18 C19 C20 0.3(3) . . . . ?
C23 C18 C19 C20 178.5(2) . . . . ?
C18 C19 C20 C21 0.8(4) . . . . ?
C19 C20 C21 C22 -0.8(4) . . . . ?
C20 C21 C22 C17 -0.4(3) . . . . ?
C20 C21 C22 C26 -178.9(2) . . . . ?
C18 C17 C22 C21 1.6(3) . . . . ?
N2 C17 C22 C21 -177.30(17) . . . . ?
C18 C17 C22 C26 -179.89(18) . . . . ?
N2 C17 C22 C26 1.2(3) . . . . ?
C19 C18 C23 C25 -91.8(2) . . . . ?
C17 C18 C23 C25 86.3(2) . . . . ?
C19 C18 C23 C24 31.7(3) . . . . ?
C17 C18 C23 C24 -150.14(19) . . . . ?
C21 C22 C26 C28 73.5(3) . . . . ?
C17 C22 C26 C28 -104.9(2) . . . . ?
C21 C22 C26 C27 -49.7(3) . . . . ?
C17 C22 C26 C27 131.9(2) . . . . ?
C4 P1 C29 C30 94.81(15) . . . . ?
C4 P1 C29 C34 -92.12(15) . . . . ?
C34 C29 C30 C31 0.9(2) . . . . ?
P1 C29 C30 C31 174.21(13) . . . . ?
C34 C29 C30 C35 -176.19(16) . . . . ?
P1 C29 C30 C35 -2.9(2) . . . . ?
C29 C30 C31 C32 -1.0(3) . . . . ?
C35 C30 C31 C32 176.41(17) . . . . ?
C30 C31 C32 C33 0.3(3) . . . . ?
C30 C31 C32 C39 -179.68(17) . . . . ?
C31 C32 C33 C34 0.4(3) . . . . ?
C39 C32 C33 C34 -179.55(17) . . . . ?
C32 C33 C34 C29 -0.5(3) . . . . ?
C32 C33 C34 C43 -179.30(17) . . . . ?
C30 C29 C34 C33 -0.2(2) . . . . ?
P1 C29 C34 C33 -173.46(13) . . . . ?
C30 C29 C34 C43 178.45(16) . . . . ?
P1 C29 C34 C43 5.2(2) . . . . ?
C31 C30 C35 C37 126.65(18) . . . . ?
C29 C30 C35 C37 -56.1(2) . . . . ?
C31 C30 C35 C38 -107.05(18) . . . . ?
C29 C30 C35 C38 70.2(2) . . . . ?
C31 C30 C35 C36 9.4(2) . . . . ?
C29 C30 C35 C36 -173.40(17) . . . . ?
C31 C32 C39 C40 -1.1(3) . . . . ?
C33 C32 C39 C40 178.89(18) . . . . ?
C31 C32 C39 C42 119.3(2) . . . . ?
C33 C32 C39 C42 -60.7(2) . . . . ?
C31 C32 C39 C41 -120.2(2) . . . . ?
C33 C32 C39 C41 59.8(2) . . . . ?
C33 C34 C43 C44 -126.59(18) . . . . ?
C29 C34 C43 C44 54.7(2) . . . . ?
C33 C34 C43 C46 -9.0(2) . . . . ?
C29 C34 C43 C46 172.31(18) . . . . ?
C33 C34 C43 C45 107.69(19) . . . . ?
C29 C34 C43 C45 -71.0(2) . . . . ?
