#------------------------------------------------------------------------------
#$Date: 2024-02-04 13:12:03 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289353 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/24/7132458.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_7132458
loop_
_publ_author_name
'Litle, Elishua D.'
'Gabbaï, François P'
_publ_section_title
;
 Double axial stabilization of a carbenium ion via convergent
 PO → C⁺ tetrel bonding.
;
_journal_issue                   6
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              690
_journal_page_last               693
_journal_paper_doi               10.1039/d3cc04729f
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C H2 Cl2, C45 H39 N O P2, 2.5(C6 H6)'
_chemical_formula_sum            'C61 H56 Cl2 N O P2'
_chemical_formula_weight         951.90
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2023-08-17
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-09-20 deposited with the CCDC.	2023-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                115.720(5)
_cell_angle_beta                 90.378(5)
_cell_angle_gamma                96.195(5)
_cell_formula_units_Z            2
_cell_length_a                   13.849(3)
_cell_length_b                   13.924(3)
_cell_length_c                   14.623(3)
_cell_measurement_reflns_used    9862
_cell_measurement_temperature    110.01
_cell_measurement_theta_max      30.352
_cell_measurement_theta_min      2.700
_cell_volume                     2521.1(9)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_diffrn_ambient_temperature      110.01
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0632
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            57558
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.658
_diffrn_reflns_theta_min         2.319
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.235
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6547
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1157 before and 0.0660 after correction.
The Ratio of minimum to maximum transmission is 0.8775.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_description       block
_exptl_crystal_F_000             1002
_exptl_crystal_size_max          0.275
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.699
_refine_diff_density_min         -0.897
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     610
_refine_ls_number_reflns         15420
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0562
_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)+(0.0431P)²+1.9561P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1205
_refine_ls_wR_factor_ref         0.1464
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10494
_reflns_number_total             15420
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc04729f2.cif
_cod_data_source_block           eli18_0m_a
_cod_depositor_comments
'Adding full bibliography for 7132454--7132458.cif.'
_cod_original_cell_volume        2520.9(9)
_cod_database_code               7132458
_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_max   0.966
_shelx_estimated_absorpt_t_min   0.938
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C61(H61A,H61B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24),
  C25(H25), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31), C33(H33),
 C34(H34), C35(H35), C36(H36), C37(H37), C39(H39), C40(H40), C42(H42), C43(H43),
  C46(H46), C47(H47), C48(H48), C49(H49), C50(H50), C51(H51), C52(H52),
 C53(H53), C54(H54), C55(H55), C56(H56), C57(H57), C58(H58), C59(H59), C60(H60)
2.c Idealised Me refined as rotating group:
 C44(H44A,H44B,H44C), C45(H45A,H45B,H45C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Cl1 Cl 0.31040(5) 0.27519(5) 0.99350(5) 0.04837(15) Uani 1 1 d . . . . .
Cl2 Cl 0.46959(6) 0.17037(7) 0.87834(6) 0.0694(2) Uani 1 1 d . . . . .
C61 C 0.3689(2) 0.2353(3) 0.8793(2) 0.0621(8) Uani 1 1 d . . . . .
H61A H 0.3221 0.1865 0.8224 0.075 Uiso 1 1 calc R U . . .
H61B H 0.3899 0.2994 0.8680 0.075 Uiso 1 1 calc R U . . .
P1 P 0.47390(3) 0.48451(4) 0.68624(4) 0.02267(10) Uani 1 1 d . . . . .
P2 P 0.21575(3) 0.19696(4) 0.64071(4) 0.02332(10) Uani 1 1 d . . . . .
O1 O 0.28813(10) 0.34537(10) 0.57088(9) 0.0230(3) Uani 1 1 d . . . . .
H1 H 0.350(2) 0.371(2) 0.576(2) 0.048(8) Uiso 1 1 d . . . . .
N1 N 0.30393(14) 0.81644(14) 0.59717(14) 0.0332(4) Uani 1 1 d . . . . .
C1 C 0.38845(12) 0.48584(14) 0.78239(13) 0.0208(3) Uani 1 1 d . . . . .
C2 C 0.28819(12) 0.45647(13) 0.75731(13) 0.0199(3) Uani 1 1 d . . . . .
C3 C 0.22696(13) 0.46272(14) 0.83436(14) 0.0234(4) Uani 1 1 d . . . . .
H3 H 0.1589 0.4441 0.8184 0.028 Uiso 1 1 calc R U . . .
C4 C 0.26232(14) 0.49533(15) 0.93375(14) 0.0260(4) Uani 1 1 d . . . . .
H4 H 0.2187 0.4992 0.9848 0.031 Uiso 1 1 calc R U . . .
C5 C 0.36131(14) 0.52212(16) 0.95809(14) 0.0267(4) Uani 1 1 d . . . . .
H5 H 0.3864 0.5441 1.0257 0.032 Uiso 1 1 calc R U . . .
C6 C 0.42324(14) 0.51648(15) 0.88240(14) 0.0254(4) Uani 1 1 d . . . . .
H6 H 0.4913 0.5339 0.8989 0.031 Uiso 1 1 calc R U . . .
C7 C 0.50932(13) 0.62595(15) 0.71803(14) 0.0243(4) Uani 1 1 d . . . . .
C8 C 0.53345(15) 0.65155(17) 0.63823(16) 0.0307(4) Uani 1 1 d . . . . .
H8 H 0.5280 0.5965 0.5704 0.037 Uiso 1 1 calc R U . . .
C9 C 0.56545(16) 0.75693(18) 0.65690(17) 0.0365(5) Uani 1 1 d . . . . .
H9 H 0.5825 0.7735 0.6021 0.044 Uiso 1 1 calc R U . . .
C10 C 0.57245(15) 0.83751(17) 0.75510(18) 0.0353(5) Uani 1 1 d . . . . .
H10 H 0.5945 0.9095 0.7679 0.042 Uiso 1 1 calc R U . . .
C11 C 0.54733(16) 0.81333(17) 0.83474(17) 0.0338(4) Uani 1 1 d . . . . .
H11 H 0.5516 0.8689 0.9022 0.041 Uiso 1 1 calc R U . . .
C12 C 0.51599(14) 0.70827(16) 0.81645(15) 0.0294(4) Uani 1 1 d . . . . .
H12 H 0.4989 0.6923 0.8716 0.035 Uiso 1 1 calc R U . . .
C13 C 0.58008(13) 0.44552(15) 0.73037(14) 0.0250(4) Uani 1 1 d . . . . .
C14 C 0.67181(14) 0.50473(17) 0.75043(15) 0.0301(4) Uani 1 1 d . . . . .
H14 H 0.6803 0.5711 0.7459 0.036 Uiso 1 1 calc R U . . .
C15 C 0.75107(15) 0.4667(2) 0.77720(16) 0.0384(5) Uani 1 1 d . . . . .
H15 H 0.8135 0.5075 0.7907 0.046 Uiso 1 1 calc R U . . .
C16 C 0.74023(16) 0.3707(2) 0.78433(17) 0.0408(5) Uani 1 1 d . . . . .
H16 H 0.7948 0.3456 0.8028 0.049 Uiso 1 1 calc R U . . .
C17 C 0.64946(17) 0.31110(19) 0.76447(17) 0.0377(5) Uani 1 1 d . . . . .
H17 H 0.6415 0.2451 0.7698 0.045 Uiso 1 1 calc R U . . .
C18 C 0.56996(15) 0.34775(17) 0.73676(15) 0.0320(4) Uani 1 1 d . . . . .
H18 H 0.5081 0.3058 0.7220 0.038 Uiso 1 1 calc R U . . .
C19 C 0.24258(12) 0.42805(14) 0.65014(13) 0.0203(3) Uani 1 1 d . . . . .
C20 C 0.13712(13) 0.37528(14) 0.63598(13) 0.0211(3) Uani 1 1 d . . . . .
C21 C 0.11656(13) 0.27046(14) 0.62854(13) 0.0223(3) Uani 1 1 d . . . . .
C22 C 0.01954(14) 0.22483(16) 0.61489(14) 0.0271(4) Uani 1 1 d . . . . .
H22 H 0.0048 0.1549 0.6109 0.033 Uiso 1 1 calc R U . . .
C23 C -0.05596(14) 0.27964(16) 0.60692(15) 0.0294(4) Uani 1 1 d . . . . .
H23 H -0.1214 0.2468 0.5968 0.035 Uiso 1 1 calc R U . . .
C24 C -0.03552(13) 0.38151(16) 0.61370(15) 0.0282(4) Uani 1 1 d . . . . .
H24 H -0.0868 0.4192 0.6082 0.034 Uiso 1 1 calc R U . . .
C25 C 0.06072(13) 0.42929(15) 0.62864(14) 0.0244(4) Uani 1 1 d . . . . .
H25 H 0.0744 0.4999 0.6339 0.029 Uiso 1 1 calc R U . . .
C26 C 0.14861(13) 0.10330(15) 0.68257(14) 0.0252(4) Uani 1 1 d . . . . .
C27 C 0.12631(14) -0.00684(16) 0.62342(15) 0.0284(4) Uani 1 1 d . . . . .
H27 H 0.1399 -0.0374 0.5535 0.034 Uiso 1 1 calc R U . . .
C28 C 0.08441(15) -0.07258(17) 0.66553(16) 0.0323(4) Uani 1 1 d . . . . .
H28 H 0.0692 -0.1475 0.6240 0.039 Uiso 1 1 calc R U . . .
C29 C 0.06474(16) -0.03010(18) 0.76697(17) 0.0348(5) Uani 1 1 d . . . . .
H29 H 0.0365 -0.0753 0.7956 0.042 Uiso 1 1 calc R U . . .
C30 C 0.08687(16) 0.07968(18) 0.82667(16) 0.0356(5) Uani 1 1 d . . . . .
H30 H 0.0734 0.1098 0.8966 0.043 Uiso 1 1 calc R U . . .
C31 C 0.12834(15) 0.14551(16) 0.78505(15) 0.0309(4) Uani 1 1 d . . . . .
H31 H 0.1432 0.2204 0.8268 0.037 Uiso 1 1 calc R U . . .
C32 C 0.23498(14) 0.10758(15) 0.50833(15) 0.0256(4) Uani 1 1 d . . . . .
C33 C 0.16371(16) 0.06896(17) 0.42943(16) 0.0341(4) Uani 1 1 d . . . . .
H33 H 0.1003 0.0899 0.4427 0.041 Uiso 1 1 calc R U . . .
C34 C 0.18399(18) 0.00035(18) 0.33157(17) 0.0391(5) Uani 1 1 d . . . . .
H34 H 0.1345 -0.0255 0.2783 0.047 Uiso 1 1 calc R U . . .
C35 C 0.27581(18) -0.03071(17) 0.31096(17) 0.0378(5) Uani 1 1 d . . . . .
H35 H 0.2895 -0.0781 0.2438 0.045 Uiso 1 1 calc R U . . .
C36 C 0.34762(17) 0.00764(18) 0.38858(18) 0.0379(5) Uani 1 1 d . . . . .
H36 H 0.4109 -0.0134 0.3747 0.046 Uiso 1 1 calc R U . . .
C37 C 0.32765(15) 0.07689(16) 0.48683(16) 0.0306(4) Uani 1 1 d . . . . .
H37 H 0.3776 0.1035 0.5397 0.037 Uiso 1 1 calc R U . . .
C38 C 0.25390(12) 0.53064(14) 0.63505(13) 0.0208(3) Uani 1 1 d . . . . .
C39 C 0.27036(13) 0.52763(15) 0.54021(14) 0.0249(4) Uani 1 1 d . . . . .
H39 H 0.2707 0.4601 0.4830 0.030 Uiso 1 1 calc R U . . .
C40 C 0.28630(14) 0.62076(16) 0.52705(14) 0.0266(4) Uani 1 1 d . . . . .
H40 H 0.2977 0.6157 0.4612 0.032 Uiso 1 1 calc R U . . .
C41 C 0.28593(13) 0.72225(15) 0.60911(14) 0.0255(4) Uani 1 1 d . . . . .
C42 C 0.26532(14) 0.72508(15) 0.70372(15) 0.0266(4) Uani 1 1 d . . . . .
H42 H 0.2613 0.7922 0.7604 0.032 Uiso 1 1 calc R U . . .
C43 C 0.25071(13) 0.63141(15) 0.71574(13) 0.0238(4) Uani 1 1 d . . . . .
H43 H 0.2381 0.6360 0.7812 0.029 Uiso 1 1 calc R U . . .
C44 C 0.34674(19) 0.8094(2) 0.50474(19) 0.0442(6) Uani 1 1 d . . . . .
H44A H 0.4112 0.7856 0.5013 0.066 Uiso 1 1 calc R U . . .
H44B H 0.3530 0.8801 0.5046 0.066 Uiso 1 1 calc R U . . .
H44C H 0.3050 0.7577 0.4458 0.066 Uiso 1 1 calc R U . . .
C45 C 0.33291(17) 0.91623(17) 0.68763(18) 0.0380(5) Uani 1 1 d . . . . .
H45A H 0.2807 0.9305 0.7351 0.057 Uiso 1 1 calc R U . . .
H45B H 0.3452 0.9754 0.6683 0.057 Uiso 1 1 calc R U . . .
H45C H 0.3923 0.9099 0.7204 0.057 Uiso 1 1 calc R U . . .
C46 C -0.01285(17) -0.30585(17) 0.69133(18) 0.0386(5) Uani 1 1 d . . . . .
H46 H 0.0432 -0.3289 0.6547 0.046 Uiso 1 1 calc R U . . .
C47 C -0.09153(17) -0.29113(18) 0.64423(17) 0.0385(5) Uani 1 1 d . . . . .
H47 H -0.0898 -0.3039 0.5750 0.046 Uiso 1 1 calc R U . . .
C48 C -0.17302(17) -0.25819(18) 0.69592(18) 0.0394(5) Uani 1 1 d . . . . .
H48 H -0.2274 -0.2483 0.6624 0.047 Uiso 1 1 calc R U . . .
C49 C -0.17625(18) -0.23942(19) 0.79590(19) 0.0416(5) Uani 1 1 d . . . . .
H49 H -0.2327 -0.2164 0.8319 0.050 Uiso 1 1 calc R U . . .
C50 C -0.0963(2) -0.2543(2) 0.84422(19) 0.0473(6) Uani 1 1 d . . . . .
H50 H -0.0980 -0.2416 0.9134 0.057 Uiso 1 1 calc R U . . .
C51 C -0.01454(18) -0.2874(2) 0.7917(2) 0.0439(6) Uani 1 1 d . . . . .
H51 H 0.0403 -0.2974 0.8245 0.053 Uiso 1 1 calc R U . . .
C52 C 0.3032(2) 0.8128(3) 0.9846(2) 0.0599(8) Uani 1 1 d . . . . .
H52 H 0.3523 0.7663 0.9651 0.072 Uiso 1 1 calc R U . . .
C53 C 0.2210(2) 0.7872(2) 1.02420(19) 0.0530(7) Uani 1 1 d . . . . .
H53 H 0.2127 0.7225 1.0317 0.064 Uiso 1 1 calc R U . . .
C54 C 0.1502(2) 0.8547(2) 1.0532(2) 0.0523(7) Uani 1 1 d . . . . .
H54 H 0.0934 0.8370 1.0816 0.063 Uiso 1 1 calc R U . . .
C55 C 0.1613(2) 0.9476(2) 1.0414(2) 0.0557(7) Uani 1 1 d . . . . .
H55 H 0.1119 0.9938 1.0613 0.067 Uiso 1 1 calc R U . . .
C56 C 0.2436(2) 0.9745(2) 1.0009(2) 0.0611(8) Uani 1 1 d . . . . .
H56 H 0.2511 1.0388 0.9925 0.073 Uiso 1 1 calc R U . . .
C57 C 0.3148(2) 0.9067(3) 0.9727(2) 0.0650(9) Uani 1 1 d . . . . .
H57 H 0.3721 0.9245 0.9451 0.078 Uiso 1 1 calc R U . . .
C58 C -0.00609(17) 0.5956(2) 0.9956(2) 0.0460(6) Uani 1 1 d . . . . .
H58 H -0.0102 0.6619 0.9928 0.055 Uiso 1 1 calc R U . . .
C59 C -0.01424(15) 0.5019(2) 0.90777(18) 0.0421(6) Uani 1 1 d . . . . .
H59 H -0.0241 0.5031 0.8440 0.050 Uiso 1 1 calc R U . . .
C60 C -0.00814(16) 0.4066(2) 0.91204(19) 0.0455(6) Uani 1 1 d . . . . .
H60 H -0.0137 0.3416 0.8511 0.055 Uiso 1 1 calc R U . . .
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'
Cl Cl 0.1484 0.1585 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 C61 H61A 109.1 . . ?
Cl1 C61 H61B 109.1 . . ?
Cl2 C61 Cl1 112.70(16) . . ?
Cl2 C61 H61A 109.1 . . ?
Cl2 C61 H61B 109.1 . . ?
H61A C61 H61B 107.8 . . ?
C7 P1 C1 104.61(8) . . ?
C7 P1 C13 103.53(9) . . ?
C13 P1 C1 100.26(8) . . ?
C26 P2 C21 100.58(8) . . ?
C32 P2 C21 103.00(8) . . ?
C32 P2 C26 101.56(9) . . ?
C19 O1 H1 106.1(17) . . ?
C41 N1 C44 117.73(18) . . ?
C41 N1 C45 117.86(17) . . ?
C44 N1 C45 115.31(19) . . ?
C2 C1 P1 121.10(13) . . ?
C6 C1 P1 119.89(13) . . ?
C6 C1 C2 119.01(16) . . ?
C1 C2 C19 122.48(15) . . ?
C3 C2 C1 118.29(16) . . ?
C3 C2 C19 118.96(15) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 C2 122.05(17) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.69(17) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 119.01(17) . . ?
C6 C5 H5 120.5 . . ?
C1 C6 H6 119.0 . . ?
C5 C6 C1 121.90(17) . . ?
C5 C6 H6 119.0 . . ?
C8 C7 P1 117.20(15) . . ?
C12 C7 P1 124.14(15) . . ?
C12 C7 C8 118.64(19) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.59(19) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0(2) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 119.9(2) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.2(2) . . ?
C12 C11 H11 119.9 . . ?
C7 C12 H12 119.7 . . ?
C11 C12 C7 120.62(19) . . ?
C11 C12 H12 119.7 . . ?
C14 C13 P1 122.95(16) . . ?
C14 C13 C18 118.72(18) . . ?
C18 C13 P1 118.15(15) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0(2) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.9(2) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.6(2) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.0(2) . . ?
C18 C17 H17 120.0 . . ?
C13 C18 H18 119.6 . . ?
C17 C18 C13 120.7(2) . . ?
C17 C18 H18 119.6 . . ?
O1 C19 C2 112.13(14) . . ?
O1 C19 C20 101.77(13) . . ?
O1 C19 C38 110.10(14) . . ?
C20 C19 C2 111.57(14) . . ?
C38 C19 C2 107.66(13) . . ?
C38 C19 C20 113.62(14) . . ?
C21 C20 C19 120.26(15) . . ?
C25 C20 C19 120.44(16) . . ?
C25 C20 C21 119.29(16) . . ?
C20 C21 P2 120.68(13) . . ?
C22 C21 P2 120.75(14) . . ?
C22 C21 C20 118.54(17) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 C21 121.44(18) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.79(18) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.80(18) . . ?
C25 C24 H24 120.1 . . ?
C20 C25 C24 121.13(18) . . ?
C20 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C27 C26 P2 125.17(15) . . ?
C27 C26 C31 118.22(18) . . ?
C31 C26 P2 116.23(15) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.69(19) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 119.7 . . ?
C29 C28 C27 120.7(2) . . ?
C29 C28 H28 119.7 . . ?
C28 C29 H29 120.5 . . ?
C28 C29 C30 119.1(2) . . ?
C30 C29 H29 120.5 . . ?
C29 C30 H30 119.8 . . ?
C31 C30 C29 120.5(2) . . ?
C31 C30 H30 119.8 . . ?
C26 C31 H31 119.6 . . ?
C30 C31 C26 120.87(19) . . ?
C30 C31 H31 119.6 . . ?
C33 C32 P2 124.43(15) . . ?
C33 C32 C37 118.62(18) . . ?
C37 C32 P2 116.96(15) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 C32 120.8(2) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 H34 119.8 . . ?
C35 C34 C33 120.3(2) . . ?
C35 C34 H34 119.8 . . ?
C34 C35 H35 120.2 . . ?
C34 C35 C36 119.6(2) . . ?
C36 C35 H35 120.2 . . ?
C35 C36 H36 119.9 . . ?
C35 C36 C37 120.3(2) . . ?
C37 C36 H36 119.9 . . ?
C32 C37 H37 119.8 . . ?
C36 C37 C32 120.5(2) . . ?
C36 C37 H37 119.8 . . ?
C39 C38 C19 121.31(16) . . ?
C39 C38 C43 116.90(17) . . ?
C43 C38 C19 121.77(15) . . ?
C38 C39 H39 119.2 . . ?
C40 C39 C38 121.64(17) . . ?
C40 C39 H39 119.2 . . ?
C39 C40 H40 119.4 . . ?
C39 C40 C41 121.24(17) . . ?
C41 C40 H40 119.4 . . ?
N1 C41 C40 121.72(17) . . ?
N1 C41 C42 121.15(17) . . ?
C42 C41 C40 117.12(17) . . ?
C41 C42 H42 119.6 . . ?
C43 C42 C41 120.83(17) . . ?
C43 C42 H42 119.6 . . ?
C38 C43 H43 118.9 . . ?
C42 C43 C38 122.19(17) . . ?
C42 C43 H43 118.9 . . ?
N1 C44 H44A 109.5 . . ?
N1 C44 H44B 109.5 . . ?
N1 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N1 C45 H45A 109.5 . . ?
N1 C45 H45B 109.5 . . ?
N1 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C47 C46 H46 119.9 . . ?
C47 C46 C51 120.2(2) . . ?
C51 C46 H46 119.9 . . ?
C46 C47 H47 119.7 . . ?
C46 C47 C48 120.6(2) . . ?
C48 C47 H47 119.7 . . ?
C47 C48 H48 119.9 . . ?
C47 C48 C49 120.2(2) . . ?
C49 C48 H48 119.9 . . ?
C48 C49 H49 120.3 . . ?
C48 C49 C50 119.5(2) . . ?
C50 C49 H49 120.3 . . ?
C49 C50 H50 120.0 . . ?
C51 C50 C49 120.0(2) . . ?
C51 C50 H50 120.0 . . ?
C46 C51 C50 119.6(2) . . ?
C46 C51 H51 120.2 . . ?
C50 C51 H51 120.2 . . ?
C53 C52 H52 120.1 . . ?
C53 C52 C57 119.9(3) . . ?
C57 C52 H52 120.1 . . ?
C52 C53 H53 119.9 . . ?
C52 C53 C54 120.2(3) . . ?
C54 C53 H53 119.9 . . ?
C53 C54 H54 119.9 . . ?
C55 C54 C53 120.1(3) . . ?
C55 C54 H54 120.0 . . ?
C54 C55 H55 119.7 . . ?
C54 C55 C56 120.6(3) . . ?
C56 C55 H55 119.7 . . ?
C55 C56 H56 120.5 . . ?
C55 C56 C57 119.0(3) . . ?
C57 C56 H56 120.5 . . ?
C52 C57 H57 119.9 . . ?
C56 C57 C52 120.2(3) . . ?
C56 C57 H57 119.9 . . ?
C59 C58 H58 120.1 . . ?
C59 C58 C60 119.8(2) . 2_567 ?
C60 C58 H58 120.1 2_567 . ?
C58 C59 H59 120.0 . . ?
C60 C59 C58 119.9(2) . . ?
C60 C59 H59 120.0 . . ?
C58 C60 H60 119.9 2_567 . ?
C59 C60 C58 120.2(2) . 2_567 ?
C59 C60 H60 119.9 . . ?
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
Cl1 C61 1.751(3) . ?
Cl2 C61 1.738(3) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
P1 C1 1.8388(18) . ?
P1 C7 1.825(2) . ?
P1 C13 1.8268(19) . ?
P2 C21 1.8505(19) . ?
P2 C26 1.838(2) . ?
P2 C32 1.831(2) . ?
O1 H1 0.88(3) . ?
O1 C19 1.440(2) . ?
N1 C41 1.393(2) . ?
N1 C44 1.448(3) . ?
N1 C45 1.456(3) . ?
C1 C2 1.404(2) . ?
C1 C6 1.399(2) . ?
C2 C3 1.393(2) . ?
C2 C19 1.551(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.385(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.393(3) . ?
C7 C12 1.392(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.391(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.381(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.382(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.392(3) . ?
C13 C18 1.397(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.392(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.377(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.532(2) . ?
C19 C38 1.529(2) . ?
C20 C21 1.413(3) . ?
C20 C25 1.392(2) . ?
C21 C22 1.397(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.392(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.376(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.395(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.392(3) . ?
C26 C31 1.395(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.390(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.379(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.389(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.384(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.388(3) . ?
C32 C37 1.391(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.384(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.380(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.381(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.389(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.390(2) . ?
C38 C43 1.393(2) . ?
C39 H39 0.9500 . ?
C39 C40 1.386(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.402(3) . ?
C41 C42 1.399(3) . ?
C42 H42 0.9500 . ?
C42 C43 1.384(3) . ?
C43 H43 0.9500 . ?
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 H46 0.9500 . ?
C46 C47 1.365(3) . ?
C46 C51 1.376(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.370(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.371(3) . ?
C49 H49 0.9500 . ?
C49 C50 1.390(4) . ?
C50 H50 0.9500 . ?
C50 C51 1.379(4) . ?
C51 H51 0.9500 . ?
C52 H52 0.9500 . ?
C52 C53 1.363(4) . ?
C52 C57 1.385(5) . ?
C53 H53 0.9500 . ?
C53 C54 1.372(4) . ?
C54 H54 0.9500 . ?
C54 C55 1.370(4) . ?
C55 H55 0.9500 . ?
C55 C56 1.378(4) . ?
C56 H56 0.9500 . ?
C56 C57 1.379(4) . ?
C57 H57 0.9500 . ?
C58 H58 0.9500 . ?
C58 C59 1.370(4) . ?
C58 C60 1.378(4) 2_567 ?
C59 H59 0.9500 . ?
C59 C60 1.366(4) . ?
C60 C58 1.378(4) 2_567 ?
C60 H60 0.9500 . ?
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
P1 C1 C2 C3 -177.82(13) . . . . ?
P1 C1 C2 C19 -3.8(2) . . . . ?
P1 C1 C6 C5 177.82(15) . . . . ?
P1 C7 C8 C9 -177.05(16) . . . . ?
P1 C7 C12 C11 177.33(16) . . . . ?
P1 C13 C14 C15 -175.62(15) . . . . ?
P1 C13 C18 C17 176.46(16) . . . . ?
P2 C21 C22 C23 179.16(15) . . . . ?
P2 C26 C27 C28 173.01(16) . . . . ?
P2 C26 C31 C30 -173.50(17) . . . . ?
P2 C32 C33 C34 -179.07(17) . . . . ?
P2 C32 C37 C36 178.81(16) . . . . ?
O1 C19 C20 C21 49.84(19) . . . . ?
O1 C19 C20 C25 -129.11(16) . . . . ?
O1 C19 C38 C39 22.8(2) . . . . ?
O1 C19 C38 C43 -155.60(16) . . . . ?
N1 C41 C42 C43 -177.83(18) . . . . ?
C1 P1 C7 C8 -150.00(15) . . . . ?
C1 P1 C7 C12 31.75(18) . . . . ?
C1 P1 C13 C14 -125.90(16) . . . . ?
C1 P1 C13 C18 59.05(16) . . . . ?
C1 C2 C3 C4 -1.0(3) . . . . ?
C1 C2 C19 O1 53.9(2) . . . . ?
C1 C2 C19 C20 167.29(16) . . . . ?
C1 C2 C19 C38 -67.4(2) . . . . ?
C2 C1 C6 C5 -2.2(3) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C2 C19 C20 C21 -69.9(2) . . . . ?
C2 C19 C20 C25 111.15(18) . . . . ?
C2 C19 C38 C39 145.27(16) . . . . ?
C2 C19 C38 C43 -33.1(2) . . . . ?
C3 C2 C19 O1 -132.13(17) . . . . ?
C3 C2 C19 C20 -18.7(2) . . . . ?
C3 C2 C19 C38 106.61(18) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C5 C6 C1 0.9(3) . . . . ?
C6 C1 C2 C3 2.2(3) . . . . ?
C6 C1 C2 C19 176.24(16) . . . . ?
C7 P1 C1 C2 106.58(15) . . . . ?
C7 P1 C1 C6 -73.45(16) . . . . ?
C7 P1 C13 C14 -18.01(18) . . . . ?
C7 P1 C13 C18 166.94(15) . . . . ?
C7 C8 C9 C10 -0.8(3) . . . . ?
C8 C7 C12 C11 -0.9(3) . . . . ?
C8 C9 C10 C11 -0.2(3) . . . . ?
C9 C10 C11 C12 0.6(3) . . . . ?
C10 C11 C12 C7 0.0(3) . . . . ?
C12 C7 C8 C9 1.3(3) . . . . ?
C13 P1 C1 C2 -146.39(15) . . . . ?
C13 P1 C1 C6 33.58(17) . . . . ?
C13 P1 C7 C8 105.41(16) . . . . ?
C13 P1 C7 C12 -72.85(17) . . . . ?
C13 C14 C15 C16 -0.1(3) . . . . ?
C14 C13 C18 C17 1.2(3) . . . . ?
C14 C15 C16 C17 0.1(3) . . . . ?
C15 C16 C17 C18 0.5(3) . . . . ?
C16 C17 C18 C13 -1.1(3) . . . . ?
C18 C13 C14 C15 -0.6(3) . . . . ?
C19 C2 C3 C4 -175.22(17) . . . . ?
C19 C20 C21 P2 2.4(2) . . . . ?
C19 C20 C21 C22 -179.52(16) . . . . ?
C19 C20 C25 C24 178.70(16) . . . . ?
C19 C38 C39 C40 -176.21(17) . . . . ?
C19 C38 C43 C42 176.97(17) . . . . ?
C20 C19 C38 C39 -90.6(2) . . . . ?
C20 C19 C38 C43 91.0(2) . . . . ?
C20 C21 C22 C23 1.1(3) . . . . ?
C21 P2 C26 C27 108.42(17) . . . . ?
C21 P2 C26 C31 -78.82(16) . . . . ?
C21 P2 C32 C33 -27.78(19) . . . . ?
C21 P2 C32 C37 152.40(15) . . . . ?
C21 C20 C25 C24 -0.3(3) . . . . ?
C21 C22 C23 C24 -0.8(3) . . . . ?
C22 C23 C24 C25 -0.1(3) . . . . ?
C23 C24 C25 C20 0.6(3) . . . . ?
C25 C20 C21 P2 -178.65(13) . . . . ?
C25 C20 C21 C22 -0.6(3) . . . . ?
C26 P2 C21 C20 155.56(14) . . . . ?
C26 P2 C21 C22 -22.49(17) . . . . ?
C26 P2 C32 C33 76.08(19) . . . . ?
C26 P2 C32 C37 -103.73(16) . . . . ?
C26 C27 C28 C29 -0.5(3) . . . . ?
C27 C26 C31 C30 -0.2(3) . . . . ?
C27 C28 C29 C30 0.4(3) . . . . ?
C28 C29 C30 C31 -0.2(3) . . . . ?
C29 C30 C31 C26 0.1(3) . . . . ?
C31 C26 C27 C28 0.4(3) . . . . ?
C32 P2 C21 C20 -99.81(15) . . . . ?
C32 P2 C21 C22 82.13(16) . . . . ?
C32 P2 C26 C27 2.65(19) . . . . ?
C32 P2 C26 C31 175.40(15) . . . . ?
C32 C33 C34 C35 0.0(4) . . . . ?
C33 C32 C37 C36 -1.0(3) . . . . ?
C33 C34 C35 C36 -0.4(3) . . . . ?
C34 C35 C36 C37 0.1(3) . . . . ?
C35 C36 C37 C32 0.6(3) . . . . ?
C37 C32 C33 C34 0.7(3) . . . . ?
C38 C19 C20 C21 168.15(15) . . . . ?
C38 C19 C20 C25 -10.8(2) . . . . ?
C38 C39 C40 C41 -0.4(3) . . . . ?
C39 C38 C43 C42 -1.4(3) . . . . ?
C39 C40 C41 N1 178.60(18) . . . . ?
C39 C40 C41 C42 -2.3(3) . . . . ?
C40 C41 C42 C43 3.0(3) . . . . ?
C41 C42 C43 C38 -1.2(3) . . . . ?
C43 C38 C39 C40 2.2(3) . . . . ?
C44 N1 C41 C40 -15.2(3) . . . . ?
C44 N1 C41 C42 165.7(2) . . . . ?
C45 N1 C41 C40 -160.69(19) . . . . ?
C45 N1 C41 C42 20.2(3) . . . . ?
C46 C47 C48 C49 0.1(3) . . . . ?
C47 C46 C51 C50 0.2(4) . . . . ?
C47 C48 C49 C50 -0.1(4) . . . . ?
C48 C49 C50 C51 0.2(4) . . . . ?
C49 C50 C51 C46 -0.2(4) . . . . ?
C51 C46 C47 C48 -0.2(3) . . . . ?
C52 C53 C54 C55 0.8(4) . . . . ?
C53 C52 C57 C56 0.0(4) . . . . ?
C53 C54 C55 C56 -0.4(4) . . . . ?
C54 C55 C56 C57 -0.2(4) . . . . ?
C55 C56 C57 C52 0.4(4) . . . . ?
C57 C52 C53 C54 -0.6(4) . . . . ?
C58 C59 C60 C58 0.1(4) . . . 2_567 ?
C60 C58 C59 C60 -0.1(4) 2_567 . . . ?
