#------------------------------------------------------------------------------
#$Date: 2020-03-07 01:45:13 +0200 (Sat, 07 Mar 2020) $
#$Revision: 249144 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/43/4134354.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_4134354
loop_
_publ_author_name
'Ramirez, Bianca L.'
'Lu, Connie C.'
_publ_section_title
;
 Rare-Earth Supported Nickel Catalysts for Alkyne Semihydrogenation:
 Chemo- and Regioselectivity Impacted by the Lewis Acidity and Size of the
 Support.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c00905
_journal_year                    2020
_chemical_formula_moiety         'C39 H63 N3 P3 Y'
_chemical_formula_sum            'C39 H63 N3 P3 Y'
_chemical_formula_weight         755.74
_chemical_name_common            18085-YL3
_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   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                91.847(3)
_cell_angle_beta                 92.356(2)
_cell_angle_gamma                117.344(2)
_cell_formula_units_Z            2
_cell_length_a                   10.7947(9)
_cell_length_b                   11.3362(11)
_cell_length_c                   18.6897(19)
_cell_measurement_reflns_used    2173
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.10
_cell_measurement_theta_min      2.18
_cell_volume                     2026.4(3)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker PHOTON-II CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0924
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            54483
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.732
_diffrn_reflns_theta_min         2.185
_diffrn_source                   'I\uS 3.0 Microfocus Tube'
_exptl_absorpt_coefficient_mu    1.587
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, R. Blessing, 1995'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_description       plate
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_transmission_factor_max   0.7461
_exptl_transmission_factor_min   0.6394
_refine_diff_density_max         0.945
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     427
_refine_ls_number_reflns         8624
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0399
_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)+(0.0424P)²+1.2412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.0966
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7167
_reflns_number_total             8624
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c00905_si_001.cif
_cod_data_source_block           18085_Complex-3_YL3
_cod_database_code               4134354
_shelx_shelxl_version_number     2016/6
_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   0.832
_shelx_estimated_absorpt_t_max   0.939
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
Y1 Y 0.58819(2) 0.56350(2) 0.25078(2) 0.01213(7) Uani 1 1 d . . . . .
P1 P 0.55946(6) 0.79248(6) 0.31930(4) 0.01490(14) Uani 1 1 d . . . . .
N1 N 0.4087(2) 0.6067(2) 0.21785(12) 0.0160(5) Uani 1 1 d . . . . .
C1 C 0.2966(2) 0.5352(3) 0.16903(14) 0.0160(5) Uani 1 1 d . . . . .
P2 P 0.80029(6) 0.55265(6) 0.35207(4) 0.01345(14) Uani 1 1 d . . . . .
N2 N 0.5237(2) 0.4068(2) 0.33429(12) 0.0135(4) Uani 1 1 d . . . . .
C2 C 0.2622(3) 0.4019(3) 0.14978(15) 0.0197(6) Uani 1 1 d . . . . .
H2 H 0.320544 0.366131 0.167948 0.024 Uiso 1 1 calc R U . . .
N3 N 0.6544(2) 0.4687(2) 0.16218(12) 0.0147(4) Uani 1 1 d . . . . .
P3 P 0.78368(7) 0.73187(7) 0.14630(4) 0.01655(15) Uani 1 1 d . . . . .
C3 C 0.1461(3) 0.3219(3) 0.10534(15) 0.0252(6) Uani 1 1 d . . . . .
H3 H 0.124450 0.231694 0.094667 0.030 Uiso 1 1 calc R U . . .
C4 C 0.0604(3) 0.3719(3) 0.07596(16) 0.0286(7) Uani 1 1 d . . . . .
H4 H -0.021000 0.316562 0.046386 0.034 Uiso 1 1 calc R U . . .
C5 C 0.0971(3) 0.5036(3) 0.09099(16) 0.0286(7) Uani 1 1 d . . . . .
H5 H 0.042409 0.540363 0.069327 0.034 Uiso 1 1 calc R U . . .
C6 C 0.2113(3) 0.5845(3) 0.13679(15) 0.0215(6) Uani 1 1 d . . . . .
H6 H 0.232266 0.674729 0.146540 0.026 Uiso 1 1 calc R U . . .
C7 C 0.4259(3) 0.7371(3) 0.24349(15) 0.0179(5) Uani 1 1 d . . . . .
H7A H 0.336664 0.729990 0.259618 0.021 Uiso 1 1 calc R U . . .
H7B H 0.457632 0.800561 0.204983 0.021 Uiso 1 1 calc R U . . .
C8 C 0.6568(3) 0.9752(3) 0.31696(16) 0.0225(6) Uani 1 1 d . . . . .
H8 H 0.588258 1.011164 0.310599 0.027 Uiso 1 1 calc R U . . .
C9 C 0.7493(3) 1.0117(3) 0.25350(17) 0.0285(7) Uani 1 1 d . . . . .
H9A H 0.796463 1.108581 0.250526 0.043 Uiso 1 1 calc R U . . .
H9B H 0.691652 0.970112 0.209122 0.043 Uiso 1 1 calc R U . . .
H9C H 0.819301 0.979981 0.260056 0.043 Uiso 1 1 calc R U . . .
C10 C 0.7438(3) 1.0351(3) 0.38739(17) 0.0313(7) Uani 1 1 d . . . . .
H10A H 0.804978 1.130177 0.383084 0.047 Uiso 1 1 calc R U . . .
H10B H 0.800716 0.990204 0.398075 0.047 Uiso 1 1 calc R U . . .
H10C H 0.681519 1.023371 0.426224 0.047 Uiso 1 1 calc R U . . .
C12 C 0.3566(3) 0.6184(3) 0.40290(16) 0.0237(6) Uani 1 1 d . . . . .
H12A H 0.308047 0.603034 0.447471 0.036 Uiso 1 1 calc R U . . .
H12B H 0.408423 0.566604 0.401095 0.036 Uiso 1 1 calc R U . . .
H12C H 0.288110 0.590657 0.361768 0.036 Uiso 1 1 calc R U . . .
C11 C 0.4580(3) 0.7658(3) 0.40034(15) 0.0186(6) Uani 1 1 d . . . . .
H11 H 0.525616 0.790854 0.443123 0.022 Uiso 1 1 calc R U . . .
C13 C 0.3803(3) 0.8496(3) 0.40673(17) 0.0266(7) Uani 1 1 d . . . . .
H13A H 0.332823 0.832440 0.451670 0.040 Uiso 1 1 calc R U . . .
H13B H 0.311171 0.825680 0.366134 0.040 Uiso 1 1 calc R U . . .
H13C H 0.447275 0.944129 0.406463 0.040 Uiso 1 1 calc R U . . .
C14 C 0.3949(2) 0.3019(2) 0.34658(14) 0.0148(5) Uani 1 1 d . . . . .
C15 C 0.2730(3) 0.3078(3) 0.32104(15) 0.0177(5) Uani 1 1 d . . . . .
H15 H 0.281904 0.383967 0.297338 0.021 Uiso 1 1 calc R U . . .
C17 C 0.1241(3) 0.0937(3) 0.36496(18) 0.0264(7) Uani 1 1 d . . . . .
H17 H 0.033519 0.023769 0.371358 0.032 Uiso 1 1 calc R U . . .
C16 C 0.1406(3) 0.2053(3) 0.32966(16) 0.0221(6) Uani 1 1 d . . . . .
H16 H 0.060572 0.211517 0.311250 0.027 Uiso 1 1 calc R U . . .
C19 C 0.3752(3) 0.1869(2) 0.38152(15) 0.0183(6) Uani 1 1 d . . . . .
H19 H 0.454325 0.178322 0.399075 0.022 Uiso 1 1 calc R U . . .
C20 C 0.6441(2) 0.3925(2) 0.36372(15) 0.0162(5) Uani 1 1 d . . . . .
H20A H 0.651254 0.318685 0.337600 0.019 Uiso 1 1 calc R U . . .
H20B H 0.634684 0.373782 0.415137 0.019 Uiso 1 1 calc R U . . .
C21 C 0.8419(3) 0.6280(2) 0.44460(14) 0.0160(5) Uani 1 1 d . . . . .
H21 H 0.849776 0.562575 0.476721 0.019 Uiso 1 1 calc R U . . .
C22 C 0.7240(3) 0.6558(3) 0.46956(15) 0.0216(6) Uani 1 1 d . . . . .
H22A H 0.742522 0.686161 0.520377 0.032 Uiso 1 1 calc R U . . .
H22B H 0.634987 0.574202 0.463100 0.032 Uiso 1 1 calc R U . . .
H22C H 0.719033 0.724899 0.441186 0.032 Uiso 1 1 calc R U . . .
C23 C 0.9819(3) 0.7551(3) 0.45094(16) 0.0245(6) Uani 1 1 d . . . . .
H23A H 0.999257 0.794700 0.500040 0.037 Uiso 1 1 calc R U . . .
H23B H 0.978896 0.818571 0.417394 0.037 Uiso 1 1 calc R U . . .
H23C H 1.057136 0.733422 0.439459 0.037 Uiso 1 1 calc R U . . .
C24 C 0.9416(3) 0.5068(3) 0.33526(15) 0.0175(5) Uani 1 1 d . . . . .
H24 H 1.028977 0.591405 0.330389 0.021 Uiso 1 1 calc R U . . .
C25 C 0.9105(3) 0.4245(3) 0.26437(15) 0.0228(6) Uani 1 1 d . . . . .
H25A H 0.990868 0.410068 0.253883 0.034 Uiso 1 1 calc R U . . .
H25B H 0.892602 0.472142 0.225723 0.034 Uiso 1 1 calc R U . . .
H25C H 0.827994 0.338424 0.268038 0.034 Uiso 1 1 calc R U . . .
C26 C 0.9708(3) 0.4357(3) 0.39718(16) 0.0228(6) Uani 1 1 d . . . . .
H26A H 1.035186 0.401795 0.382447 0.034 Uiso 1 1 calc R U . . .
H26B H 0.882979 0.361383 0.409694 0.034 Uiso 1 1 calc R U . . .
H26C H 1.012950 0.498441 0.438953 0.034 Uiso 1 1 calc R U . . .
C27 C 0.6146(3) 0.3359(3) 0.14258(14) 0.0162(5) Uani 1 1 d . . . . .
C28 C 0.5077(3) 0.2352(3) 0.17833(15) 0.0200(6) Uani 1 1 d . . . . .
H28 H 0.465961 0.259499 0.215996 0.024 Uiso 1 1 calc R U . . .
C29 C 0.4618(3) 0.1013(3) 0.15996(16) 0.0244(6) Uani 1 1 d . . . . .
H29 H 0.389694 0.035876 0.185257 0.029 Uiso 1 1 calc R U . . .
C30 C 0.5199(3) 0.0622(3) 0.10526(16) 0.0258(6) Uani 1 1 d . . . . .
H30 H 0.486952 -0.029381 0.091993 0.031 Uiso 1 1 calc R U . . .
C31 C 0.6268(3) 0.1593(3) 0.07032(16) 0.0253(6) Uani 1 1 d . . . . .
H31 H 0.668437 0.133594 0.033136 0.030 Uiso 1 1 calc R U . . .
C32 C 0.6748(3) 0.2938(3) 0.08848(15) 0.0203(6) Uani 1 1 d . . . . .
H32 H 0.749285 0.358203 0.063975 0.024 Uiso 1 1 calc R U . . .
C33 C 0.7654(3) 0.5654(3) 0.12064(15) 0.0179(5) Uani 1 1 d . . . . .
H33A H 0.740176 0.544448 0.068606 0.021 Uiso 1 1 calc R U . . .
H33B H 0.854464 0.562595 0.131618 0.021 Uiso 1 1 calc R U . . .
C34 C 0.9738(3) 0.8453(3) 0.15824(15) 0.0222(6) Uani 1 1 d . . . . .
H34 H 0.984446 0.937084 0.166868 0.027 Uiso 1 1 calc R U . . .
C35 C 1.0366(3) 0.8145(3) 0.22551(16) 0.0278(7) Uani 1 1 d . . . . .
H35A H 1.134325 0.881752 0.234316 0.042 Uiso 1 1 calc R U . . .
H35B H 1.031905 0.726416 0.218575 0.042 Uiso 1 1 calc R U . . .
H35C H 0.983785 0.815479 0.266738 0.042 Uiso 1 1 calc R U . . .
C36 C 1.0565(3) 0.8489(3) 0.09330(16) 0.0284(7) Uani 1 1 d . . . . .
H36A H 1.153988 0.916268 0.102786 0.043 Uiso 1 1 calc R U . . .
H36B H 1.015993 0.871211 0.051185 0.043 Uiso 1 1 calc R U . . .
H36C H 1.052461 0.761553 0.084242 0.043 Uiso 1 1 calc R U . . .
C37 C 0.7262(3) 0.7730(3) 0.06008(15) 0.0232(6) Uani 1 1 d . . . . .
H37 H 0.773247 0.749158 0.021280 0.028 Uiso 1 1 calc R U . . .
C38 C 0.7655(4) 0.9202(3) 0.05552(19) 0.0386(8) Uani 1 1 d . . . . .
H38A H 0.734235 0.934875 0.008201 0.058 Uiso 1 1 calc R U . . .
H38B H 0.867123 0.973462 0.062694 0.058 Uiso 1 1 calc R U . . .
H38C H 0.720291 0.946597 0.092739 0.058 Uiso 1 1 calc R U . . .
C39 C 0.5693(3) 0.6859(4) 0.04630(18) 0.0379(8) Uani 1 1 d . . . . .
H39A H 0.541061 0.695022 -0.002859 0.057 Uiso 1 1 calc R U . . .
H39B H 0.519580 0.713741 0.080181 0.057 Uiso 1 1 calc R U . . .
H39C H 0.546441 0.592747 0.052718 0.057 Uiso 1 1 calc R U . . .
C18 C 0.2424(3) 0.0860(3) 0.39075(17) 0.0250(6) Uani 1 1 d . . . . .
H18 H 0.232142 0.010183 0.415201 0.030 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'
N N 0.0061 0.0033 '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'
Y Y -2.7962 3.5667 '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
N3 Y1 N1 114.38(8) . . ?
N3 Y1 N2 101.95(7) . . ?
N1 Y1 N2 111.00(7) . . ?
N3 Y1 P2 90.31(5) . . ?
N1 Y1 P2 155.27(6) . . ?
N2 Y1 P2 59.48(5) . . ?
N3 Y1 P3 60.06(5) . . ?
N1 Y1 P3 96.49(6) . . ?
N2 Y1 P3 152.02(5) . . ?
P2 Y1 P3 97.15(2) . . ?
N3 Y1 P1 152.42(6) . . ?
N1 Y1 P1 58.30(6) . . ?
N2 Y1 P1 105.39(5) . . ?
P2 Y1 P1 100.38(2) . . ?
P3 Y1 P1 93.19(2) . . ?
C8 P1 C7 105.74(13) . . ?
C8 P1 C11 103.91(12) . . ?
C7 P1 C11 104.34(12) . . ?
C8 P1 Y1 134.68(9) . . ?
C7 P1 Y1 77.89(8) . . ?
C11 P1 Y1 119.18(8) . . ?
C1 N1 C7 115.8(2) . . ?
C1 N1 Y1 128.45(16) . . ?
C7 N1 Y1 114.99(15) . . ?
N1 C1 C6 125.0(2) . . ?
N1 C1 C2 118.7(2) . . ?
C6 C1 C2 116.2(2) . . ?
C21 P2 C20 101.54(12) . . ?
C21 P2 C24 104.49(12) . . ?
C20 P2 C24 104.76(11) . . ?
C21 P2 Y1 124.32(8) . . ?
C20 P2 Y1 77.48(8) . . ?
C24 P2 Y1 130.01(9) . . ?
C14 N2 C20 114.4(2) . . ?
C14 N2 Y1 131.37(16) . . ?
C20 N2 Y1 111.37(14) . . ?
C3 C2 C1 121.9(3) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C27 N3 C33 114.7(2) . . ?
C27 N3 Y1 131.59(17) . . ?
C33 N3 Y1 113.62(15) . . ?
C33 P3 C37 100.01(13) . . ?
C33 P3 C34 106.39(12) . . ?
C37 P3 C34 105.22(13) . . ?
C33 P3 Y1 77.96(8) . . ?
C37 P3 Y1 123.60(9) . . ?
C34 P3 Y1 129.79(9) . . ?
C2 C3 C4 120.7(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 118.0(3) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
C4 C5 C6 122.0(3) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 121.0(3) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
N1 C7 P1 105.57(16) . . ?
N1 C7 H7A 110.6 . . ?
P1 C7 H7A 110.6 . . ?
N1 C7 H7B 110.6 . . ?
P1 C7 H7B 110.6 . . ?
H7A C7 H7B 108.8 . . ?
C9 C8 C10 110.9(2) . . ?
C9 C8 P1 109.54(19) . . ?
C10 C8 P1 110.2(2) . . ?
C9 C8 H8 108.7 . . ?
C10 C8 H8 108.7 . . ?
P1 C8 H8 108.7 . . ?
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 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
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 . . ?
C12 C11 C13 110.5(2) . . ?
C12 C11 P1 109.32(18) . . ?
C13 C11 P1 114.6(2) . . ?
C12 C11 H11 107.4 . . ?
C13 C11 H11 107.4 . . ?
P1 C11 H11 107.4 . . ?
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 . . ?
N2 C14 C19 125.0(2) . . ?
N2 C14 C15 118.4(2) . . ?
C19 C14 C15 116.6(2) . . ?
C16 C15 C14 121.7(2) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C18 C17 C16 118.8(2) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C17 C16 C15 120.5(2) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C18 C19 C14 121.2(2) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?
N2 C20 P2 106.20(16) . . ?
N2 C20 H20A 110.5 . . ?
P2 C20 H20A 110.5 . . ?
N2 C20 H20B 110.5 . . ?
P2 C20 H20B 110.5 . . ?
H20A C20 H20B 108.7 . . ?
C22 C21 C23 110.9(2) . . ?
C22 C21 P2 110.50(18) . . ?
C23 C21 P2 111.37(19) . . ?
C22 C21 H21 108.0 . . ?
C23 C21 H21 108.0 . . ?
P2 C21 H21 108.0 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C26 111.1(2) . . ?
C25 C24 P2 110.84(17) . . ?
C26 C24 P2 113.13(18) . . ?
C25 C24 H24 107.2 . . ?
C26 C24 H24 107.2 . . ?
P2 C24 H24 107.2 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N3 C27 C32 124.2(2) . . ?
N3 C27 C28 119.3(2) . . ?
C32 C27 C28 116.5(2) . . ?
C29 C28 C27 121.7(3) . . ?
C29 C28 H28 119.1 . . ?
C27 C28 H28 119.1 . . ?
C30 C29 C28 120.8(3) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C31 C30 C29 118.5(3) . . ?
C31 C30 H30 120.7 . . ?
C29 C30 H30 120.7 . . ?
C30 C31 C32 121.4(3) . . ?
C30 C31 H31 119.3 . . ?
C32 C31 H31 119.3 . . ?
C31 C32 C27 121.0(3) . . ?
C31 C32 H32 119.5 . . ?
C27 C32 H32 119.5 . . ?
N3 C33 P3 107.27(16) . . ?
N3 C33 H33A 110.3 . . ?
P3 C33 H33A 110.3 . . ?
N3 C33 H33B 110.3 . . ?
P3 C33 H33B 110.3 . . ?
H33A C33 H33B 108.5 . . ?
C36 C34 C35 110.9(2) . . ?
C36 C34 P3 114.9(2) . . ?
C35 C34 P3 110.45(18) . . ?
C36 C34 H34 106.7 . . ?
C35 C34 H34 106.7 . . ?
P3 C34 H34 106.7 . . ?
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 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C39 C37 C38 111.3(3) . . ?
C39 C37 P3 109.0(2) . . ?
C38 C37 P3 114.0(2) . . ?
C39 C37 H37 107.4 . . ?
C38 C37 H37 107.4 . . ?
P3 C37 H37 107.4 . . ?
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 . . ?
C19 C18 C17 121.3(3) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
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
Y1 N3 2.258(2) . ?
Y1 N1 2.273(2) . ?
Y1 N2 2.282(2) . ?
Y1 P2 2.9595(7) . ?
Y1 P3 2.9644(7) . ?
Y1 P1 3.0053(7) . ?
P1 C8 1.846(3) . ?
P1 C7 1.850(3) . ?
P1 C11 1.857(3) . ?
N1 C1 1.383(3) . ?
N1 C7 1.464(3) . ?
C1 C6 1.404(4) . ?
C1 C2 1.411(4) . ?
P2 C21 1.847(3) . ?
P2 C20 1.852(2) . ?
P2 C24 1.858(2) . ?
N2 C14 1.387(3) . ?
N2 C20 1.470(3) . ?
C2 C3 1.380(4) . ?
C2 H2 0.9500 . ?
N3 C27 1.394(3) . ?
N3 C33 1.471(3) . ?
P3 C33 1.850(3) . ?
P3 C37 1.852(3) . ?
P3 C34 1.853(3) . ?
C3 C4 1.393(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.373(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.385(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.525(4) . ?
C8 C10 1.527(4) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C12 C11 1.524(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C11 C13 1.533(3) . ?
C11 H11 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C19 1.408(3) . ?
C14 C15 1.412(3) . ?
C15 C16 1.387(4) . ?
C15 H15 0.9500 . ?
C17 C18 1.387(4) . ?
C17 C16 1.387(4) . ?
C17 H17 0.9500 . ?
C16 H16 0.9500 . ?
C19 C18 1.385(3) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.531(3) . ?
C21 C23 1.533(4) . ?
C21 H21 1.0000 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.528(4) . ?
C24 C26 1.534(4) . ?
C24 H24 1.0000 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C32 1.407(4) . ?
C27 C28 1.408(4) . ?
C28 C29 1.388(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.383(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.383(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.391(4) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C36 1.526(4) . ?
C34 C35 1.529(4) . ?
C34 H34 1.0000 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C39 1.524(4) . ?
C37 C38 1.528(4) . ?
C37 H37 1.0000 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C18 H18 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
C7 N1 C1 C6 8.0(4) . . . . ?
Y1 N1 C1 C6 -161.7(2) . . . . ?
C7 N1 C1 C2 -171.2(2) . . . . ?
Y1 N1 C1 C2 19.0(3) . . . . ?
N1 C1 C2 C3 175.4(2) . . . . ?
C6 C1 C2 C3 -3.9(4) . . . . ?
C1 C2 C3 C4 1.9(4) . . . . ?
C2 C3 C4 C5 1.7(4) . . . . ?
C3 C4 C5 C6 -3.3(5) . . . . ?
C4 C5 C6 C1 1.2(4) . . . . ?
N1 C1 C6 C5 -176.9(3) . . . . ?
C2 C1 C6 C5 2.4(4) . . . . ?
C1 N1 C7 P1 169.35(18) . . . . ?
Y1 N1 C7 P1 -19.5(2) . . . . ?
C8 P1 C7 N1 146.92(17) . . . . ?
C11 P1 C7 N1 -103.82(18) . . . . ?
Y1 P1 C7 N1 13.55(15) . . . . ?
C7 P1 C8 C9 -72.2(2) . . . . ?
C11 P1 C8 C9 178.22(19) . . . . ?
Y1 P1 C8 C9 16.2(3) . . . . ?
C7 P1 C8 C10 165.48(19) . . . . ?
C11 P1 C8 C10 55.9(2) . . . . ?
Y1 P1 C8 C10 -106.1(2) . . . . ?
C8 P1 C11 C12 172.05(18) . . . . ?
C7 P1 C11 C12 61.5(2) . . . . ?
Y1 P1 C11 C12 -22.5(2) . . . . ?
C8 P1 C11 C13 47.4(2) . . . . ?
C7 P1 C11 C13 -63.2(2) . . . . ?
Y1 P1 C11 C13 -147.16(17) . . . . ?
C20 N2 C14 C19 -2.3(4) . . . . ?
Y1 N2 C14 C19 156.4(2) . . . . ?
C20 N2 C14 C15 179.2(2) . . . . ?
Y1 N2 C14 C15 -22.1(3) . . . . ?
N2 C14 C15 C16 178.3(2) . . . . ?
C19 C14 C15 C16 -0.3(4) . . . . ?
C18 C17 C16 C15 -0.7(4) . . . . ?
C14 C15 C16 C17 1.0(4) . . . . ?
N2 C14 C19 C18 -179.2(3) . . . . ?
C15 C14 C19 C18 -0.7(4) . . . . ?
C14 N2 C20 P2 -172.21(17) . . . . ?
Y1 N2 C20 P2 24.8(2) . . . . ?
C21 P2 C20 N2 104.97(18) . . . . ?
C24 P2 C20 N2 -146.49(17) . . . . ?
Y1 P2 C20 N2 -17.99(15) . . . . ?
C20 P2 C21 C22 -64.4(2) . . . . ?
C24 P2 C21 C22 -173.13(18) . . . . ?
Y1 P2 C21 C22 18.2(2) . . . . ?
C20 P2 C21 C23 171.93(18) . . . . ?
C24 P2 C21 C23 63.2(2) . . . . ?
Y1 P2 C21 C23 -105.45(17) . . . . ?
C21 P2 C24 C25 171.74(19) . . . . ?
C20 P2 C24 C25 65.4(2) . . . . ?
Y1 P2 C24 C25 -20.5(2) . . . . ?
C21 P2 C24 C26 46.2(2) . . . . ?
C20 P2 C24 C26 -60.2(2) . . . . ?
Y1 P2 C24 C26 -146.05(16) . . . . ?
C33 N3 C27 C32 1.0(4) . . . . ?
Y1 N3 C27 C32 -174.92(18) . . . . ?
C33 N3 C27 C28 -179.1(2) . . . . ?
Y1 N3 C27 C28 5.0(3) . . . . ?
N3 C27 C28 C29 178.6(2) . . . . ?
C32 C27 C28 C29 -1.5(4) . . . . ?
C27 C28 C29 C30 -0.2(4) . . . . ?
C28 C29 C30 C31 1.4(4) . . . . ?
C29 C30 C31 C32 -0.9(4) . . . . ?
C30 C31 C32 C27 -0.9(4) . . . . ?
N3 C27 C32 C31 -178.1(2) . . . . ?
C28 C27 C32 C31 2.0(4) . . . . ?
C27 N3 C33 P3 172.14(17) . . . . ?
Y1 N3 C33 P3 -11.2(2) . . . . ?
C37 P3 C33 N3 -114.49(18) . . . . ?
C34 P3 C33 N3 136.25(17) . . . . ?
Y1 P3 C33 N3 7.98(15) . . . . ?
C33 P3 C34 C36 55.9(2) . . . . ?
C37 P3 C34 C36 -49.6(2) . . . . ?
Y1 P3 C34 C36 143.77(17) . . . . ?
C33 P3 C34 C35 -70.4(2) . . . . ?
C37 P3 C34 C35 -176.0(2) . . . . ?
Y1 P3 C34 C35 17.4(3) . . . . ?
C33 P3 C37 C39 70.9(2) . . . . ?
C34 P3 C37 C39 -178.9(2) . . . . ?
Y1 P3 C37 C39 -11.2(3) . . . . ?
C33 P3 C37 C38 -164.1(2) . . . . ?
C34 P3 C37 C38 -53.9(2) . . . . ?
Y1 P3 C37 C38 113.8(2) . . . . ?
C14 C19 C18 C17 1.0(5) . . . . ?
C16 C17 C18 C19 -0.3(5) . . . . ?
