#------------------------------------------------------------------------------
#$Date: 2021-03-05 03:57:11 +0200 (Fri, 05 Mar 2021) $
#$Revision: 262614 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/64/7706411.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_7706411
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         'C48 H69 N2 P'
_chemical_formula_sum            'C48 H69 N2 P'
_chemical_formula_weight         705.02
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 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                 100.562(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.4692(4)
_cell_length_b                   18.3677(7)
_cell_length_c                   23.4081(9)
_cell_measurement_reflns_used    9855
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      66.63
_cell_measurement_theta_min      3.84
_cell_volume                     4425.0(3)
_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    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0332
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            36806
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.667
_diffrn_reflns_theta_max         66.667
_diffrn_reflns_theta_min         3.078
_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_correction_T_min  0.873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.058
_exptl_crystal_description       block
_exptl_crystal_F_000             1544
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.070
_refine_diff_density_max         1.065
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     509
_refine_ls_number_reflns         7781
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0496
_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)+(0.0674P)²+2.3717P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1326
_refine_ls_wR_factor_ref         0.1369
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7065
_reflns_number_total             7781
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt00071c2.cif
_cod_data_source_block           ax1871_MesStarPHC3H3IDip_cmp17
_cod_depositor_comments
'Adding full bibliography for 7706402--7706412.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7706411
_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   0.873
_shelx_estimated_absorpt_t_max   0.948
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.58490(5) 0.27133(2) 0.47903(2) 0.03501(14) Uani 1 1 d . . . . .
N1 N 0.60762(13) 0.09617(7) 0.67034(6) 0.0278(3) Uani 1 1 d . . . . .
N2 N 0.66795(13) 0.19490(7) 0.72027(6) 0.0275(3) Uani 1 1 d . . . . .
C1 C 0.63256(15) 0.16948(8) 0.66373(7) 0.0256(3) Uani 1 1 d . . . . .
C2 C 0.66387(17) 0.13812(9) 0.75977(7) 0.0317(4) Uani 1 1 d . . . . .
H2 H 0.6846 0.1416 0.8009 0.038 Uiso 1 1 calc R U . . .
C3 C 0.62580(17) 0.07844(9) 0.72926(7) 0.0320(4) Uani 1 1 d . . . . .
H3 H 0.6132 0.0318 0.7448 0.038 Uiso 1 1 calc R U . . .
C4 C 0.62123(16) 0.20485(9) 0.61122(7) 0.0298(3) Uani 1 1 d . . . . .
H4 H 0.5992 0.1754 0.5775 0.036 Uiso 1 1 calc R U . . .
C5 C 0.63862(17) 0.28032(9) 0.60140(7) 0.0323(4) Uani 1 1 d . . . . .
H5 H 0.6623 0.3097 0.6351 0.039 Uiso 1 1 calc R U . . .
C6 C 0.62524(18) 0.31509(9) 0.54959(7) 0.0344(4) Uani 1 1 d . . . . .
H6 H 0.6380 0.3663 0.5502 0.041 Uiso 1 1 calc R U . . .
C7 C 0.71804(16) 0.26580(8) 0.73728(7) 0.0274(3) Uani 1 1 d . . . . .
C8 C 0.84902(17) 0.27988(9) 0.73692(7) 0.0322(4) Uani 1 1 d . . . . .
C9 C 0.89454(19) 0.34959(11) 0.75222(8) 0.0409(4) Uani 1 1 d . . . . .
H9 H 0.9832 0.3610 0.7526 0.049 Uiso 1 1 calc R U . . .
C10 C 0.8125(2) 0.40238(10) 0.76685(9) 0.0436(4) Uani 1 1 d . . . . .
H10 H 0.8448 0.4501 0.7762 0.052 Uiso 1 1 calc R U . . .
C11 C 0.68451(19) 0.38678(10) 0.76810(8) 0.0387(4) Uani 1 1 d . . . . .
H11 H 0.6300 0.4236 0.7790 0.046 Uiso 1 1 calc R U . . .
C12 C 0.63371(17) 0.31775(9) 0.75355(7) 0.0306(4) Uani 1 1 d . . . . .
C13 C 0.93846(18) 0.22200(10) 0.71952(8) 0.0379(4) Uani 1 1 d . . . . .
H13 H 0.8818 0.1812 0.7015 0.045 Uiso 1 1 calc R U . . .
C14 C 1.0285(3) 0.19083(19) 0.77153(11) 0.0883(11) Uani 1 1 d . . . . .
H14A H 1.0785 0.1507 0.7590 0.132 Uiso 1 1 calc R U . . .
H14B H 0.9774 0.1727 0.7997 0.132 Uiso 1 1 calc R U . . .
H14C H 1.0881 0.2289 0.7897 0.132 Uiso 1 1 calc R U . . .
C15 C 1.0101(3) 0.24988(16) 0.67402(12) 0.0720(8) Uani 1 1 d . . . . .
H15A H 1.0748 0.2859 0.6914 0.108 Uiso 1 1 calc R U . . .
H15B H 0.9484 0.2727 0.6426 0.108 Uiso 1 1 calc R U . . .
H15C H 1.0538 0.2093 0.6584 0.108 Uiso 1 1 calc R U . . .
C16 C 0.49194(17) 0.30016(10) 0.75298(8) 0.0371(4) Uani 1 1 d . . . . .
H16 H 0.4856 0.2464 0.7588 0.045 Uiso 1 1 calc R U . . .
C17 C 0.4099(2) 0.31819(15) 0.69391(10) 0.0590(6) Uani 1 1 d . . . . .
H17A H 0.4167 0.3703 0.6861 0.088 Uiso 1 1 calc R U . . .
H17B H 0.3189 0.3057 0.6940 0.088 Uiso 1 1 calc R U . . .
H17C H 0.4413 0.2901 0.6637 0.088 Uiso 1 1 calc R U . . .
C18 C 0.4388(2) 0.33744(13) 0.80200(10) 0.0553(6) Uani 1 1 d . . . . .
H18A H 0.4960 0.3272 0.8392 0.083 Uiso 1 1 calc R U . . .
H18B H 0.3514 0.3189 0.8030 0.083 Uiso 1 1 calc R U . . .
H18C H 0.4347 0.3901 0.7953 0.083 Uiso 1 1 calc R U . . .
C19 C 0.55344(15) 0.04638(8) 0.62530(7) 0.0260(3) Uani 1 1 d . . . . .
C20 C 0.41951(16) 0.04898(9) 0.60386(7) 0.0316(4) Uani 1 1 d . . . . .
C21 C 0.36677(19) -0.00482(11) 0.56487(8) 0.0426(4) Uani 1 1 d . . . . .
H21 H 0.2761 -0.0047 0.5498 0.051 Uiso 1 1 calc R U . . .
C22 C 0.4432(2) -0.05800(10) 0.54786(8) 0.0464(5) Uani 1 1 d . . . . .
H22 H 0.4047 -0.0948 0.5218 0.056 Uiso 1 1 calc R U . . .
C23 C 0.5752(2) -0.05878(10) 0.56813(8) 0.0426(5) Uani 1 1 d . . . . .
H23 H 0.6270 -0.0956 0.5552 0.051 Uiso 1 1 calc R U . . .
C24 C 0.63412(17) -0.00629(9) 0.60729(7) 0.0331(4) Uani 1 1 d . . . . .
C25 C 0.33362(18) 0.10731(11) 0.62323(9) 0.0405(4) Uani 1 1 d . . . . .
H25 H 0.3921 0.1444 0.6458 0.049 Uiso 1 1 calc R U . . .
C26 C 0.2508(3) 0.14631(16) 0.57227(11) 0.0703(7) Uani 1 1 d . . . . .
H26A H 0.3068 0.1658 0.5467 0.106 Uiso 1 1 calc R U . . .
H26B H 0.2036 0.1863 0.5868 0.106 Uiso 1 1 calc R U . . .
H26C H 0.1885 0.1119 0.5505 0.106 Uiso 1 1 calc R U . . .
C27 C 0.2509(2) 0.07468(15) 0.66418(12) 0.0670(7) Uani 1 1 d . . . . .
H27A H 0.1940 0.0370 0.6437 0.101 Uiso 1 1 calc R U . . .
H27B H 0.1979 0.1130 0.6773 0.101 Uiso 1 1 calc R U . . .
H27C H 0.3077 0.0531 0.6979 0.101 Uiso 1 1 calc R U . . .
C28A C 0.7777(6) -0.0081(3) 0.6300(3) 0.0399(11) Uani 0.783(12) 1 d . . P A 1
H28A H 0.7935 0.0027 0.6726 0.048 Uiso 0.783(12) 1 calc R U P A 1
C29A C 0.8408(4) -0.0820(2) 0.6205(3) 0.0593(13) Uani 0.783(12) 1 d . . P A 1
H29A H 0.7962 -0.1209 0.6378 0.089 Uiso 0.783(12) 1 calc R U P A 1
H29B H 0.9327 -0.0812 0.6390 0.089 Uiso 0.783(12) 1 calc R U P A 1
H29C H 0.8336 -0.0910 0.5788 0.089 Uiso 0.783(12) 1 calc R U P A 1
C30A C 0.8439(5) 0.0508(2) 0.5993(2) 0.0443(10) Uani 0.783(12) 1 d . . P A 1
H30A H 0.8310 0.0401 0.5577 0.066 Uiso 0.783(12) 1 calc R U P A 1
H30B H 0.9372 0.0516 0.6155 0.066 Uiso 0.783(12) 1 calc R U P A 1
H30C H 0.8060 0.0984 0.6053 0.066 Uiso 0.783(12) 1 calc R U P A 1
C28B C 0.792(3) 0.0081(15) 0.6241(13) 0.0399(11) Uani 0.217(12) 1 d . . P A 2
H28B H 0.8026 0.0484 0.6533 0.048 Uiso 0.217(12) 1 calc R U P A 2
C29B C 0.8562(19) 0.0334(18) 0.5772(10) 0.079(7) Uani 0.217(12) 1 d . . P A 2
H29D H 0.9482 0.0428 0.5927 0.118 Uiso 0.217(12) 1 calc R U P A 2
H29E H 0.8147 0.0783 0.5604 0.118 Uiso 0.217(12) 1 calc R U P A 2
H29F H 0.8491 -0.0041 0.5469 0.118 Uiso 0.217(12) 1 calc R U P A 2
C30B C 0.8538(10) -0.0593(9) 0.6571(9) 0.057(5) Uani 0.217(12) 1 d . . P A 2
H30D H 0.8307 -0.1028 0.6333 0.086 Uiso 0.217(12) 1 calc R U P A 2
H30E H 0.8218 -0.0642 0.6937 0.086 Uiso 0.217(12) 1 calc R U P A 2
H30F H 0.9485 -0.0536 0.6653 0.086 Uiso 0.217(12) 1 calc R U P A 2
C31 C 0.66733(16) 0.33728(9) 0.43744(7) 0.0280(3) Uani 1 1 d . . . . .
C32 C 0.60320(16) 0.40234(9) 0.41393(7) 0.0281(3) Uani 1 1 d . . . . .
C33 C 0.67979(16) 0.45920(9) 0.39974(7) 0.0300(3) Uani 1 1 d . . . . .
H33 H 0.6379 0.5030 0.3851 0.036 Uiso 1 1 calc R U . . .
C34 C 0.81380(16) 0.45524(9) 0.40578(7) 0.0307(4) Uani 1 1 d . . . . .
C35 C 0.87152(16) 0.38880(9) 0.42224(7) 0.0310(4) Uani 1 1 d . . . . .
H35 H 0.9623 0.3838 0.4234 0.037 Uiso 1 1 calc R U . . .
C36 C 0.80247(16) 0.32881(9) 0.43720(7) 0.0288(3) Uani 1 1 d . . . . .
C37 C 0.45289(16) 0.41311(10) 0.40045(7) 0.0330(4) Uani 1 1 d . . . . .
C38 C 0.39243(19) 0.42057(12) 0.45562(9) 0.0447(5) Uani 1 1 d . . . . .
H38A H 0.4244 0.4652 0.4764 0.067 Uiso 1 1 calc R U . . .
H38B H 0.4170 0.3784 0.4809 0.067 Uiso 1 1 calc R U . . .
H38C H 0.2976 0.4228 0.4446 0.067 Uiso 1 1 calc R U . . .
C39 C 0.38897(18) 0.35068(12) 0.36152(9) 0.0442(5) Uani 1 1 d . . . . .
H39A H 0.2943 0.3566 0.3545 0.066 Uiso 1 1 calc R U . . .
H39B H 0.4124 0.3040 0.3809 0.066 Uiso 1 1 calc R U . . .
H39C H 0.4195 0.3518 0.3244 0.066 Uiso 1 1 calc R U . . .
C40 C 0.41364(19) 0.48297(12) 0.36504(10) 0.0476(5) Uani 1 1 d . . . . .
H40A H 0.4498 0.4817 0.3293 0.071 Uiso 1 1 calc R U . . .
H40B H 0.4475 0.5256 0.3882 0.071 Uiso 1 1 calc R U . . .
H40C H 0.3187 0.4860 0.3552 0.071 Uiso 1 1 calc R U . . .
C41 C 0.89153(18) 0.52156(10) 0.39098(8) 0.0379(4) Uani 1 1 d . . . . .
C42 C 0.8592(2) 0.53459(11) 0.32550(9) 0.0465(5) Uani 1 1 d . . . . .
H42A H 0.8832 0.4916 0.3051 0.070 Uiso 1 1 calc R U . . .
H42B H 0.9077 0.5769 0.3156 0.070 Uiso 1 1 calc R U . . .
H42C H 0.7658 0.5436 0.3138 0.070 Uiso 1 1 calc R U . . .
C43 C 1.0382(2) 0.51114(13) 0.40904(12) 0.0614(6) Uani 1 1 d . . . . .
H43A H 1.0594 0.5006 0.4508 0.092 Uiso 1 1 calc R U . . .
H43B H 1.0829 0.5557 0.4007 0.092 Uiso 1 1 calc R U . . .
H43C H 1.0662 0.4704 0.3873 0.092 Uiso 1 1 calc R U . . .
C44 C 0.8532(2) 0.58937(11) 0.42265(9) 0.0478(5) Uani 1 1 d . . . . .
H44A H 0.7597 0.5980 0.4111 0.072 Uiso 1 1 calc R U . . .
H44B H 0.9011 0.6317 0.4123 0.072 Uiso 1 1 calc R U . . .
H44C H 0.8745 0.5815 0.4647 0.072 Uiso 1 1 calc R U . . .
C45 C 0.87934(17) 0.25620(9) 0.45072(7) 0.0336(4) Uani 1 1 d . . . . .
C46 C 0.8129(2) 0.19585(10) 0.41041(9) 0.0449(5) Uani 1 1 d . . . . .
H46A H 0.8590 0.1498 0.4201 0.067 Uiso 1 1 calc R U . . .
H46B H 0.8149 0.2086 0.3699 0.067 Uiso 1 1 calc R U . . .
H46C H 0.7225 0.1907 0.4155 0.067 Uiso 1 1 calc R U . . .
C47 C 0.8959(2) 0.23394(11) 0.51500(8) 0.0432(5) Uani 1 1 d . . . . .
H47A H 0.8108 0.2221 0.5244 0.065 Uiso 1 1 calc R U . . .
H47B H 0.9348 0.2743 0.5396 0.065 Uiso 1 1 calc R U . . .
H47C H 0.9527 0.1912 0.5220 0.065 Uiso 1 1 calc R U . . .
C48 C 1.01889(19) 0.26191(11) 0.43873(9) 0.0451(5) Uani 1 1 d . . . . .
H48A H 1.0611 0.2142 0.4445 0.068 Uiso 1 1 calc R U . . .
H48B H 1.0681 0.2972 0.4655 0.068 Uiso 1 1 calc R U . . .
H48C H 1.0162 0.2780 0.3986 0.068 Uiso 1 1 calc R U . . .
H1A H 0.462(3) 0.2830(16) 0.4624(13) 0.010(7) Uiso 0.5 1 d . . P . .
H1B H 0.655(5) 0.211(3) 0.485(2) 0.061(14) 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
C6 P1 C31 97.74(8) . . ?
C6 P1 H1A 104.6(13) . . ?
C31 P1 H1A 105.5(13) . . ?
C6 P1 H1B 104(2) . . ?
C31 P1 H1B 108(2) . . ?
H1A P1 H1B 132(3) . . ?
C1 N1 C3 110.04(13) . . ?
C1 N1 C19 126.56(13) . . ?
C3 N1 C19 122.85(13) . . ?
C1 N2 C2 110.12(13) . . ?
C1 N2 C7 126.22(13) . . ?
C2 N2 C7 123.20(13) . . ?
C4 C1 N1 124.84(15) . . ?
C4 C1 N2 131.08(15) . . ?
N1 C1 N2 104.08(13) . . ?
C3 C2 N2 107.58(14) . . ?
C3 C2 H2 126.2 . . ?
N2 C2 H2 126.2 . . ?
C2 C3 N1 108.16(14) . . ?
C2 C3 H3 125.9 . . ?
N1 C3 H3 125.9 . . ?
C1 C4 C5 127.72(16) . . ?
C1 C4 H4 116.1 . . ?
C5 C4 H4 116.1 . . ?
C6 C5 C4 127.50(16) . . ?
C6 C5 H5 116.3 . . ?
C4 C5 H5 116.3 . . ?
C5 C6 P1 125.03(13) . . ?
C5 C6 H6 117.5 . . ?
P1 C6 H6 117.5 . . ?
C8 C7 C12 122.98(15) . . ?
C8 C7 N2 118.44(14) . . ?
C12 C7 N2 118.58(15) . . ?
C9 C8 C7 117.36(16) . . ?
C9 C8 C13 120.94(16) . . ?
C7 C8 C13 121.69(15) . . ?
C10 C9 C8 120.79(17) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C11 C10 C9 120.79(17) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 120.93(17) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C11 C12 C7 117.11(16) . . ?
C11 C12 C16 121.68(15) . . ?
C7 C12 C16 121.17(15) . . ?
C15 C13 C14 112.5(2) . . ?
C15 C13 C8 111.33(17) . . ?
C14 C13 C8 111.92(16) . . ?
C15 C13 H13 106.9 . . ?
C14 C13 H13 106.9 . . ?
C8 C13 H13 106.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 C17 110.46(16) . . ?
C12 C16 C18 112.89(16) . . ?
C17 C16 C18 111.21(17) . . ?
C12 C16 H16 107.3 . . ?
C17 C16 H16 107.3 . . ?
C18 C16 H16 107.3 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 C20 122.38(15) . . ?
C24 C19 N1 118.94(14) . . ?
C20 C19 N1 118.52(14) . . ?
C21 C20 C19 117.54(16) . . ?
C21 C20 C25 120.77(16) . . ?
C19 C20 C25 121.68(16) . . ?
C22 C21 C20 121.08(18) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C23 120.73(17) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C22 C23 C24 120.97(17) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C23 C24 C19 117.24(16) . . ?
C23 C24 C28A 120.8(3) . . ?
C19 C24 C28A 122.0(3) . . ?
C23 C24 C28B 124.8(11) . . ?
C19 C24 C28B 116.8(11) . . ?
C26 C25 C20 112.45(17) . . ?
C26 C25 C27 111.72(19) . . ?
C20 C25 C27 110.18(16) . . ?
C26 C25 H25 107.4 . . ?
C20 C25 H25 107.4 . . ?
C27 C25 H25 107.4 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28A C30A 109.2(4) . . ?
C24 C28A C29A 113.3(4) . . ?
C30A C28A C29A 108.2(4) . . ?
C24 C28A H28A 108.7 . . ?
C30A C28A H28A 108.7 . . ?
C29A C28A H28A 108.7 . . ?
C28A C29A H29A 109.5 . . ?
C28A C29A H29B 109.5 . . ?
H29A C29A H29B 109.5 . . ?
C28A C29A H29C 109.5 . . ?
H29A C29A H29C 109.5 . . ?
H29B C29A H29C 109.5 . . ?
C28A C30A H30A 109.5 . . ?
C28A C30A H30B 109.5 . . ?
H30A C30A H30B 109.5 . . ?
C28A C30A H30C 109.5 . . ?
H30A C30A H30C 109.5 . . ?
H30B C30A H30C 109.5 . . ?
C29B C28B C30B 115(2) . . ?
C29B C28B C24 116.9(19) . . ?
C30B C28B C24 107.7(15) . . ?
C29B C28B H28B 105.5 . . ?
C30B C28B H28B 105.5 . . ?
C24 C28B H28B 105.5 . . ?
C28B C29B H29D 109.5 . . ?
C28B C29B H29E 109.5 . . ?
H29D C29B H29E 109.5 . . ?
C28B C29B H29F 109.5 . . ?
H29D C29B H29F 109.5 . . ?
H29E C29B H29F 109.5 . . ?
C28B C30B H30D 109.5 . . ?
C28B C30B H30E 109.5 . . ?
H30D C30B H30E 109.5 . . ?
C28B C30B H30F 109.5 . . ?
H30D C30B H30F 109.5 . . ?
H30E C30B H30F 109.5 . . ?
C36 C31 C32 119.09(14) . . ?
C36 C31 P1 119.13(12) . . ?
C32 C31 P1 120.98(12) . . ?
C33 C32 C31 117.89(15) . . ?
C33 C32 C37 117.39(14) . . ?
C31 C32 C37 124.66(14) . . ?
C34 C33 C32 123.53(15) . . ?
C34 C33 H33 118.2 . . ?
C32 C33 H33 118.2 . . ?
C35 C34 C33 117.17(15) . . ?
C35 C34 C41 122.57(15) . . ?
C33 C34 C41 120.17(15) . . ?
C34 C35 C36 123.04(15) . . ?
C34 C35 H35 118.5 . . ?
C36 C35 H35 118.5 . . ?
C35 C36 C31 118.35(15) . . ?
C35 C36 C45 116.98(15) . . ?
C31 C36 C45 124.64(14) . . ?
C39 C37 C40 104.92(15) . . ?
C39 C37 C38 111.14(15) . . ?
C40 C37 C38 105.42(15) . . ?
C39 C37 C32 109.77(14) . . ?
C40 C37 C32 111.96(14) . . ?
C38 C37 C32 113.26(14) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 C43 108.92(18) . . ?
C42 C41 C34 108.71(15) . . ?
C43 C41 C34 112.61(15) . . ?
C42 C41 C44 109.09(16) . . ?
C43 C41 C44 107.77(18) . . ?
C34 C41 C44 109.68(15) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C45 C47 111.47(16) . . ?
C46 C45 C48 105.95(15) . . ?
C47 C45 C48 104.80(15) . . ?
C46 C45 C36 109.48(14) . . ?
C47 C45 C36 112.78(14) . . ?
C48 C45 C36 112.08(14) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 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 C6 1.8157(18) . ?
P1 C31 1.8623(16) . ?
P1 H1A 1.30(3) . ?
P1 H1B 1.31(5) . ?
N1 C1 1.386(2) . ?
N1 C3 1.396(2) . ?
N1 C19 1.432(2) . ?
N2 C1 1.388(2) . ?
N2 C2 1.400(2) . ?
N2 C7 1.433(2) . ?
C1 C4 1.376(2) . ?
C2 C3 1.329(2) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.422(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.355(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.397(2) . ?
C7 C12 1.399(2) . ?
C8 C9 1.390(3) . ?
C8 C13 1.521(2) . ?
C9 C10 1.379(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.376(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.393(2) . ?
C11 H11 0.9500 . ?
C12 C16 1.517(2) . ?
C13 C15 1.501(3) . ?
C13 C14 1.509(3) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.524(3) . ?
C16 C18 1.526(3) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C24 1.399(2) . ?
C19 C20 1.401(2) . ?
C20 C21 1.389(3) . ?
C20 C25 1.520(2) . ?
C21 C22 1.367(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.377(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.394(3) . ?
C23 H23 0.9500 . ?
C24 C28A 1.501(7) . ?
C24 C28B 1.65(3) . ?
C25 C26 1.520(3) . ?
C25 C27 1.527(3) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28A C30A 1.531(6) . ?
C28A C29A 1.544(7) . ?
C28A H28A 1.0000 . ?
C29A H29A 0.9800 . ?
C29A H29B 0.9800 . ?
C29A H29C 0.9800 . ?
C30A H30A 0.9800 . ?
C30A H30B 0.9800 . ?
C30A H30C 0.9800 . ?
C28B C29B 1.47(3) . ?
C28B C30B 1.54(3) . ?
C28B H28B 1.0000 . ?
C29B H29D 0.9800 . ?
C29B H29E 0.9800 . ?
C29B H29F 0.9800 . ?
C30B H30D 0.9800 . ?
C30B H30E 0.9800 . ?
C30B H30F 0.9800 . ?
C31 C36 1.424(2) . ?
C31 C32 1.431(2) . ?
C32 C33 1.393(2) . ?
C32 C37 1.560(2) . ?
C33 C34 1.386(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.385(2) . ?
C34 C41 1.539(2) . ?
C35 C36 1.397(2) . ?
C35 H35 0.9500 . ?
C36 C45 1.560(2) . ?
C37 C39 1.539(3) . ?
C37 C40 1.542(3) . ?
C37 C38 1.545(2) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 C42 1.527(3) . ?
C41 C43 1.528(3) . ?
C41 C44 1.540(3) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C46 1.537(3) . ?
C45 C47 1.538(2) . ?
C45 C48 1.541(3) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 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 N1 C1 C4 -178.69(15) . . . . ?
C19 N1 C1 C4 -7.0(3) . . . . ?
C3 N1 C1 N2 0.82(17) . . . . ?
C19 N1 C1 N2 172.47(14) . . . . ?
C2 N2 C1 C4 179.29(17) . . . . ?
C7 N2 C1 C4 -8.3(3) . . . . ?
C2 N2 C1 N1 -0.17(17) . . . . ?
C7 N2 C1 N1 172.20(14) . . . . ?
C1 N2 C2 C3 -0.56(19) . . . . ?
C7 N2 C2 C3 -173.21(15) . . . . ?
N2 C2 C3 N1 1.05(19) . . . . ?
C1 N1 C3 C2 -1.21(19) . . . . ?
C19 N1 C3 C2 -173.23(15) . . . . ?
N1 C1 C4 C5 176.42(16) . . . . ?
N2 C1 C4 C5 -2.9(3) . . . . ?
C1 C4 C5 C6 -178.81(17) . . . . ?
C4 C5 C6 P1 -1.7(3) . . . . ?
C31 P1 C6 C5 -151.86(16) . . . . ?
C1 N2 C7 C8 -79.1(2) . . . . ?
C2 N2 C7 C8 92.34(19) . . . . ?
C1 N2 C7 C12 100.95(18) . . . . ?
C2 N2 C7 C12 -87.6(2) . . . . ?
C12 C7 C8 C9 -1.6(2) . . . . ?
N2 C7 C8 C9 178.46(15) . . . . ?
C12 C7 C8 C13 179.44(16) . . . . ?
N2 C7 C8 C13 -0.5(2) . . . . ?
C7 C8 C9 C10 -0.3(3) . . . . ?
C13 C8 C9 C10 178.69(17) . . . . ?
C8 C9 C10 C11 1.7(3) . . . . ?
C9 C10 C11 C12 -1.3(3) . . . . ?
C10 C11 C12 C7 -0.5(3) . . . . ?
C10 C11 C12 C16 -178.20(17) . . . . ?
C8 C7 C12 C11 2.0(2) . . . . ?
N2 C7 C12 C11 -178.06(15) . . . . ?
C8 C7 C12 C16 179.67(15) . . . . ?
N2 C7 C12 C16 -0.4(2) . . . . ?
C9 C8 C13 C15 -50.3(3) . . . . ?
C7 C8 C13 C15 128.7(2) . . . . ?
C9 C8 C13 C14 76.6(3) . . . . ?
C7 C8 C13 C14 -104.5(2) . . . . ?
C11 C12 C16 C17 87.6(2) . . . . ?
C7 C12 C16 C17 -89.9(2) . . . . ?
C11 C12 C16 C18 -37.6(2) . . . . ?
C7 C12 C16 C18 144.83(17) . . . . ?
C1 N1 C19 C24 107.69(18) . . . . ?
C3 N1 C19 C24 -81.7(2) . . . . ?
C1 N1 C19 C20 -76.8(2) . . . . ?
C3 N1 C19 C20 93.82(19) . . . . ?
C24 C19 C20 C21 2.2(2) . . . . ?
N1 C19 C20 C21 -173.08(15) . . . . ?
C24 C19 C20 C25 -179.06(15) . . . . ?
N1 C19 C20 C25 5.6(2) . . . . ?
C19 C20 C21 C22 -0.4(3) . . . . ?
C25 C20 C21 C22 -179.13(17) . . . . ?
C20 C21 C22 C23 -1.3(3) . . . . ?
C21 C22 C23 C24 1.2(3) . . . . ?
C22 C23 C24 C19 0.5(3) . . . . ?
C22 C23 C24 C28A 179.0(3) . . . . ?
C22 C23 C24 C28B -167.1(10) . . . . ?
C20 C19 C24 C23 -2.3(2) . . . . ?
N1 C19 C24 C23 173.00(14) . . . . ?
C20 C19 C24 C28A 179.3(3) . . . . ?
N1 C19 C24 C28A -5.5(3) . . . . ?
C20 C19 C24 C28B 166.3(10) . . . . ?
N1 C19 C24 C28B -18.4(10) . . . . ?
C21 C20 C25 C26 -53.1(2) . . . . ?
C19 C20 C25 C26 128.2(2) . . . . ?
C21 C20 C25 C27 72.2(2) . . . . ?
C19 C20 C25 C27 -106.4(2) . . . . ?
C23 C24 C28A C30A 103.9(4) . . . . ?
C19 C24 C28A C30A -77.7(5) . . . . ?
C23 C24 C28A C29A -16.7(6) . . . . ?
C19 C24 C28A C29A 161.7(4) . . . . ?
C23 C24 C28B C29B 64(3) . . . . ?
C19 C24 C28B C29B -104(3) . . . . ?
C23 C24 C28B C30B -67(2) . . . . ?
C19 C24 C28B C30B 125.3(16) . . . . ?
C6 P1 C31 C36 84.75(14) . . . . ?
C6 P1 C31 C32 -84.95(14) . . . . ?
C36 C31 C32 C33 -9.4(2) . . . . ?
P1 C31 C32 C33 160.31(12) . . . . ?
C36 C31 C32 C37 167.80(15) . . . . ?
P1 C31 C32 C37 -22.5(2) . . . . ?
C31 C32 C33 C34 1.7(2) . . . . ?
C37 C32 C33 C34 -175.65(15) . . . . ?
C32 C33 C34 C35 5.5(2) . . . . ?
C32 C33 C34 C41 -177.96(16) . . . . ?
C33 C34 C35 C36 -5.3(2) . . . . ?
C41 C34 C35 C36 178.31(16) . . . . ?
C34 C35 C36 C31 -2.2(2) . . . . ?
C34 C35 C36 C45 175.96(15) . . . . ?
C32 C31 C36 C35 9.6(2) . . . . ?
P1 C31 C36 C35 -160.24(12) . . . . ?
C32 C31 C36 C45 -168.41(15) . . . . ?
P1 C31 C36 C45 21.7(2) . . . . ?
C33 C32 C37 C39 124.08(17) . . . . ?
C31 C32 C37 C39 -53.1(2) . . . . ?
C33 C32 C37 C40 8.0(2) . . . . ?
C31 C32 C37 C40 -169.22(16) . . . . ?
C33 C32 C37 C38 -111.05(18) . . . . ?
C31 C32 C37 C38 71.7(2) . . . . ?
C35 C34 C41 C42 108.26(19) . . . . ?
C33 C34 C41 C42 -68.1(2) . . . . ?
C35 C34 C41 C43 -12.5(3) . . . . ?
C33 C34 C41 C43 171.15(18) . . . . ?
C35 C34 C41 C44 -132.54(18) . . . . ?
C33 C34 C41 C44 51.1(2) . . . . ?
C35 C36 C45 C46 -123.22(17) . . . . ?
C31 C36 C45 C46 54.9(2) . . . . ?
C35 C36 C45 C47 112.04(18) . . . . ?
C31 C36 C45 C47 -69.9(2) . . . . ?
C35 C36 C45 C48 -6.0(2) . . . . ?
C31 C36 C45 C48 172.12(16) . . . . ?
