#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/34/7103475.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_7103475
loop_
_publ_author_name
'Vinokurov, Nikolai'
'Pietrusiewicz, K Michał'
'Frynas, Sławomir'
'Wiebcke, Michael'
'Butenschön, Holger'
_publ_section_title
;
 Asymmetric 1,3-dipolar cycloaddition with a P-stereogenic
 dipolarophile: an efficient approach to novel P-stereogenic
 1,2-diphosphine systems.
;
_journal_issue                   42
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5408
_journal_page_last               5410
_journal_paper_doi               10.1039/b810573a
_journal_year                    2008
_chemical_absolute_configuration ad
_chemical_formula_sum            'C29 H35 B2 N O P2'
_chemical_formula_weight         497.14
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.33(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.370(6)
_cell_length_b                   11.336(7)
_cell_length_c                   17.169(6)
_cell_measurement_reflns_used    7998
_cell_measurement_temperature    294
_cell_measurement_theta_max      24.45
_cell_measurement_theta_min      2.15
_cell_volume                     2947(3)
_computing_cell_refinement       'Stoe IPDS software'
_computing_data_collection       'Stoe IPDS software'
_computing_data_reduction        'Stoe IPDS software'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (sheldrick, 1997)'
_diffrn_ambient_temperature      294
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       psi-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0977
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            38592
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         2.21
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_T_max  0.9741
_exptl_absorpt_correction_T_min  0.9108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.120
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.768
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         10351
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.768
_refine_ls_R_factor_all          0.0940
_refine_ls_R_factor_gt           0.0422
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0002P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0537
_refine_ls_wR_factor_ref         0.0608
_reflns_number_gt                5205
_reflns_number_total             10351
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b810573a.txt
_cod_data_source_block           f
_cod_original_sg_symbol_H-M      P21
_cod_original_formula_sum        'C29 H35 B2 N1 O1 P2'
_cod_database_code               7103475
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 1.02944(6) 0.36132(8) 0.28430(5) 0.0612(3) Uani 1 1 d . . .
P2 P 0.95079(6) 0.64732(9) 0.40086(5) 0.0650(3) Uani 1 1 d . . .
O1 O 0.87446(16) 0.35525(18) 0.30939(14) 0.0668(6) Uani 1 1 d . . .
N1 N 0.81440(18) 0.4130(2) 0.23282(15) 0.0544(7) Uani 1 1 d . . .
C3 C 0.8225(2) 0.5398(2) 0.25925(18) 0.0492(8) Uani 1 1 d . . .
H3 H 0.7935 0.5503 0.2993 0.049 Uiso 1 1 calc R . .
C4 C 0.9235(2) 0.5522(3) 0.30746(18) 0.0488(8) Uani 1 1 d . . .
H4 H 0.9505 0.5839 0.2698 0.049 Uiso 1 1 calc R . .
C5 C 0.9532(2) 0.4220(3) 0.33048(19) 0.0551(8) Uani 1 1 d . . .
H5 H 0.9837 0.4185 0.3918 0.055 Uiso 1 1 calc R . .
B1 B 1.1446(3) 0.4029(5) 0.3505(3) 0.115(2) Uani 1 1 d . . .
H1A H 1.1583 0.3764 0.4072 0.115 Uiso 1 1 calc R . .
H1B H 1.1508 0.4871 0.3501 0.115 Uiso 1 1 calc R . .
H1C H 1.1844 0.3667 0.3285 0.115 Uiso 1 1 calc R . .
C6 C 1.0121(3) 0.2064(3) 0.2826(3) 0.1036(15) Uani 1 1 d . . .
H6A H 1.0286 0.1780 0.3392 0.104 Uiso 1 1 calc R . .
H6B H 1.0475 0.1681 0.2565 0.104 Uiso 1 1 calc R . .
H6C H 0.9509 0.1894 0.2512 0.104 Uiso 1 1 calc R . .
C7 C 0.9968(3) 0.4076(3) 0.1771(2) 0.0671(10) Uani 1 1 d . . .
C8 C 1.0340(3) 0.5059(4) 0.1584(3) 0.0980(14) Uani 1 1 d . . .
H8 H 1.0752 0.5494 0.2014 0.098 Uiso 1 1 calc R . .
C9 C 1.0102(4) 0.5406(6) 0.0755(4) 0.157(3) Uani 1 1 d . . .
H9 H 1.0362 0.6077 0.0638 0.157 Uiso 1 1 calc R . .
C10 C 0.9514(7) 0.4813(9) 0.0117(5) 0.198(5) Uani 1 1 d . . .
H10 H 0.9345 0.5080 -0.0434 0.198 Uiso 1 1 calc R . .
C11 C 0.9172(5) 0.3825(7) 0.0293(4) 0.174(3) Uani 1 1 d . . .
H11 H 0.8795 0.3372 -0.0150 0.174 Uiso 1 1 calc R . .
C12 C 0.9360(3) 0.3450(4) 0.1108(3) 0.1108(15) Uani 1 1 d . . .
H12 H 0.9082 0.2787 0.1212 0.111 Uiso 1 1 calc R . .
B2 B 0.9223(4) 0.5783(4) 0.4868(3) 0.1048(18) Uani 1 1 d . . .
H2A H 0.9535 0.5050 0.5036 0.105 Uiso 1 1 calc R . .
H2B H 0.8599 0.5638 0.4665 0.105 Uiso 1 1 calc R . .
H2C H 0.9389 0.6307 0.5343 0.105 Uiso 1 1 calc R . .
C13 C 1.0673(3) 0.6779(4) 0.4368(2) 0.0951(13) Uani 1 1 d . . .
H13A H 1.1000 0.6072 0.4594 0.095 Uiso 1 1 calc R . .
H13B H 1.0827 0.7374 0.4798 0.095 Uiso 1 1 calc R . .
H13C H 1.0813 0.7053 0.3905 0.095 Uiso 1 1 calc R . .
C14 C 0.8979(2) 0.7847(3) 0.3611(2) 0.0639(9) Uani 1 1 d . . .
C15 C 0.8446(3) 0.8402(4) 0.3962(2) 0.0838(12) Uani 1 1 d . . .
H15 H 0.8344 0.8042 0.4403 0.084 Uiso 1 1 calc R . .
C16 C 0.8068(3) 0.9469(5) 0.3667(4) 0.1065(15) Uani 1 1 d . . .
H16 H 0.7730 0.9836 0.3926 0.106 Uiso 1 1 calc R . .
C17 C 0.8174(4) 1.0009(4) 0.3004(4) 0.122(2) Uani 1 1 d . . .
H17 H 0.7901 1.0727 0.2804 0.122 Uiso 1 1 calc R . .
C18 C 0.8691(4) 0.9479(4) 0.2633(3) 0.1072(15) Uani 1 1 d . . .
H18 H 0.8775 0.9836 0.2181 0.107 Uiso 1 1 calc R . .
C19 C 0.9082(3) 0.8409(3) 0.2940(2) 0.0794(11) Uani 1 1 d . . .
H19 H 0.9429 0.8053 0.2686 0.079 Uiso 1 1 calc R . .
C20 C 0.7780(2) 0.6185(2) 0.18461(19) 0.0490(8) Uani 1 1 d . . .
C21 C 0.7053(3) 0.6836(3) 0.1767(2) 0.0741(11) Uani 1 1 d . . .
H21 H 0.6845 0.6831 0.2202 0.074 Uiso 1 1 calc R . .
C22 C 0.6622(3) 0.7497(3) 0.1062(3) 0.1042(15) Uani 1 1 d . . .
H22 H 0.6130 0.7941 0.1025 0.104 Uiso 1 1 calc R . .
C23 C 0.6908(4) 0.7510(4) 0.0419(3) 0.1048(16) Uani 1 1 d . . .
H23 H 0.6610 0.7953 -0.0061 0.105 Uiso 1 1 calc R . .
C24 C 0.7618(4) 0.6882(4) 0.0478(3) 0.0961(14) Uani 1 1 d . . .
H24 H 0.7823 0.6898 0.0041 0.096 Uiso 1 1 calc R . .
C25 C 0.8048(3) 0.6211(3) 0.1183(2) 0.0720(11) Uani 1 1 d . . .
H25 H 0.8534 0.5763 0.1210 0.062(10) Uiso 1 1 calc R . .
C26 C 0.7266(2) 0.3669(3) 0.2145(2) 0.0588(9) Uani 1 1 d . . .
C27 C 0.7013(3) 0.3214(3) 0.2755(2) 0.0703(11) Uani 1 1 d . . .
H27 H 0.7412 0.3155 0.3310 0.070 Uiso 1 1 calc R . .
C28 C 0.6139(4) 0.2839(3) 0.2527(3) 0.0912(14) Uani 1 1 d . . .
H28 H 0.5958 0.2506 0.2930 0.091 Uiso 1 1 calc R . .
C29 C 0.5559(3) 0.2955(4) 0.1732(4) 0.1036(16) Uani 1 1 d . . .
H29 H 0.4974 0.2733 0.1597 0.104 Uiso 1 1 calc R . .
C30 C 0.5810(3) 0.3393(4) 0.1114(3) 0.1023(14) Uani 1 1 d . . .
H30 H 0.5406 0.3463 0.0563 0.102 Uiso 1 1 calc R . .
C31 C 0.6679(3) 0.3728(4) 0.1329(3) 0.0887(12) Uani 1 1 d . . .
H31 H 0.6868 0.3998 0.0914 0.089 Uiso 1 1 calc R . .
P2' P 0.76662(6) 0.43190(7) 0.70033(5) 0.0591(3) Uani 1 1 d . . .
P1' P 0.60671(6) 0.14237(8) 0.57293(5) 0.0653(3) Uani 1 1 d . . .
O1' O 0.71000(15) 0.13211(18) 0.74244(13) 0.0646(6) Uani 1 1 d . . .
N1' N 0.65199(18) 0.18487(19) 0.77965(16) 0.0559(7) Uani 1 1 d . . .
C3' C 0.6724(2) 0.3131(2) 0.78053(17) 0.0470(8) Uani 1 1 d . . .
H3' H 0.7306 0.3280 0.8245 0.047 Uiso 1 1 calc R . .
C4' C 0.6782(2) 0.3297(2) 0.69383(16) 0.0480(8) Uani 1 1 d . . .
H4' H 0.6218 0.3596 0.6536 0.048 Uiso 1 1 calc R . .
C5' C 0.6933(2) 0.2017(3) 0.66920(19) 0.0541(9) Uani 1 1 d . . .
H5' H 0.7482 0.2030 0.6588 0.054 Uiso 1 1 calc R . .
B2' B 0.8806(3) 0.3710(4) 0.7684(3) 0.0854(14) Uani 1 1 d . . .
H2D H 0.8906 0.2984 0.7446 0.085 Uiso 1 1 calc R . .
H2E H 0.8832 0.3569 0.8244 0.085 Uiso 1 1 calc R . .
H2F H 0.9252 0.4272 0.7703 0.085 Uiso 1 1 calc R . .
C13' C 0.7571(3) 0.4576(3) 0.5952(2) 0.0835(12) Uani 1 1 d . . .
H13D H 0.7720 0.3869 0.5728 0.084 Uiso 1 1 calc R . .
H13E H 0.7967 0.5198 0.5946 0.084 Uiso 1 1 calc R . .
H13F H 0.6976 0.4800 0.5615 0.084 Uiso 1 1 calc R . .
C14' C 0.7387(3) 0.5678(3) 0.7364(2) 0.0571(9) Uani 1 1 d . . .
C15' C 0.8004(3) 0.6303(4) 0.8032(2) 0.0745(10) Uani 1 1 d . . .
H15' H 0.8570 0.5996 0.8299 0.075 Uiso 1 1 calc R . .
C16' C 0.7793(4) 0.7370(4) 0.8307(3) 0.0936(15) Uani 1 1 d . . .
H16' H 0.8216 0.7772 0.8750 0.094 Uiso 1 1 calc R . .
C17' C 0.6973(5) 0.7825(4) 0.7931(3) 0.0975(15) Uani 1 1 d . . .
H17' H 0.6832 0.8536 0.8119 0.098 Uiso 1 1 calc R . .
C18' C 0.6354(3) 0.7248(3) 0.7280(3) 0.0881(13) Uani 1 1 d . . .
H18' H 0.5792 0.7570 0.7023 0.088 Uiso 1 1 calc R . .
C19' C 0.6550(3) 0.6191(3) 0.6997(2) 0.0749(11) Uani 1 1 d . . .
H19' H 0.6116 0.5809 0.6551 0.075 Uiso 1 1 calc R . .
C6' C 0.6356(3) -0.0075(3) 0.5702(3) 0.1131(16) Uani 1 1 d . . .
H6D H 0.6910 -0.0124 0.5631 0.113 Uiso 1 1 calc R . .
H6E H 0.5906 -0.0463 0.5239 0.113 Uiso 1 1 calc R . .
H6F H 0.6409 -0.0452 0.6219 0.113 Uiso 1 1 calc R . .
B1' B 0.6025(4) 0.2237(5) 0.4755(3) 0.120(2) Uani 1 1 d . . .
H1D H 0.5867 0.3046 0.4788 0.120 Uiso 1 1 calc R . .
H1E H 0.5593 0.1876 0.4266 0.120 Uiso 1 1 calc R . .
H1F H 0.6594 0.2203 0.4715 0.120 Uiso 1 1 calc R . .
C7' C 0.5032(2) 0.1402(3) 0.5854(2) 0.0548(8) Uani 1 1 d . . .
C8' C 0.4361(3) 0.2118(3) 0.5369(2) 0.0684(10) Uani 1 1 d . . .
H8' H 0.4454 0.2623 0.4983 0.068 Uiso 1 1 calc R . .
C9' C 0.3557(3) 0.2114(4) 0.5435(3) 0.0851(12) Uani 1 1 d . . .
H9' H 0.3097 0.2576 0.5078 0.085 Uiso 1 1 calc R . .
C10' C 0.3437(3) 0.1429(4) 0.6024(3) 0.0958(13) Uani 1 1 d . . .
H10' H 0.2903 0.1462 0.6098 0.096 Uiso 1 1 calc R . .
C11' C 0.4080(4) 0.0695(4) 0.6511(3) 0.0928(13) Uani 1 1 d . . .
H11' H 0.3975 0.0201 0.6896 0.093 Uiso 1 1 calc R . .
C12' C 0.4881(3) 0.0676(3) 0.6441(2) 0.0770(11) Uani 1 1 d . . .
H12' H 0.5325 0.0180 0.6783 0.077 Uiso 1 1 calc R . .
C20' C 0.6041(3) 0.3830(2) 0.7998(2) 0.0520(9) Uani 1 1 d . . .
C21' C 0.6259(3) 0.4477(3) 0.8717(2) 0.0665(10) Uani 1 1 d . . .
H21' H 0.6847 0.4534 0.9081 0.066 Uiso 1 1 calc R . .
C22' C 0.5613(4) 0.5051(3) 0.8912(3) 0.0950(15) Uani 1 1 d . . .
H22' H 0.5770 0.5498 0.9402 0.095 Uiso 1 1 calc R . .
C23' C 0.4760(4) 0.4961(4) 0.8396(4) 0.0939(15) Uani 1 1 d . . .
H23' H 0.4330 0.5341 0.8534 0.094 Uiso 1 1 calc R . .
C24' C 0.4518(3) 0.4316(3) 0.7669(3) 0.0900(13) Uani 1 1 d . . .
H24' H 0.3927 0.4255 0.7314 0.090 Uiso 1 1 calc R . .
C25' C 0.5164(3) 0.3756(3) 0.7469(2) 0.0733(10) Uani 1 1 d . . .
H25' H 0.5005 0.3325 0.6973 0.073 Uiso 1 1 calc R . .
C26' C 0.6745(3) 0.1351(3) 0.8628(2) 0.0679(10) Uani 1 1 d . . .
C27' C 0.7557(4) 0.0943(3) 0.9098(3) 0.0983(14) Uani 1 1 d . . .
H27' H 0.7994 0.0931 0.8875 0.098 Uiso 1 1 calc R . .
C28' C 0.6303(6) 0.0932(4) 0.9759(4) 0.149(3) Uani 1 1 d . . .
H28' H 0.5866 0.0932 0.9981 0.149 Uiso 1 1 calc R . .
C29' C 0.7129(7) 0.0532(5) 1.0233(4) 0.153(3) Uani 1 1 d . . .
H29' H 0.7256 0.0256 1.0776 0.153 Uiso 1 1 calc R . .
C30' C 0.7747(5) 0.0540(5) 0.9912(3) 0.141(2) Uani 1 1 d . . .
H30' H 0.8312 0.0274 1.0234 0.141 Uiso 1 1 calc R . .
C31' C 0.6115(3) 0.1333(4) 0.8956(3) 0.1118(16) Uani 1 1 d . . .
H31' H 0.5548 0.1596 0.8634 0.112 Uiso 1 1 calc R . .
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'
B B 0.0013 0.0007 '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
C6 P1 C7 106.81(19) . . ?
C6 P1 C5 104.22(17) . . ?
C7 P1 C5 110.23(15) . . ?
C6 P1 B1 112.3(2) . . ?
C7 P1 B1 113.1(2) . . ?
C5 P1 B1 109.71(18) . . ?
C14 P2 C13 105.04(18) . . ?
C14 P2 C4 104.79(16) . . ?
C13 P2 C4 106.65(15) . . ?
C14 P2 B2 115.8(2) . . ?
C13 P2 B2 110.9(2) . . ?
C4 P2 B2 112.93(19) . . ?
C5 O1 N1 103.1(2) . . ?
C26 N1 O1 107.8(2) . . ?
C26 N1 C3 112.2(2) . . ?
O1 N1 C3 101.8(2) . . ?
N1 C3 C20 110.7(2) . . ?
N1 C3 C4 101.7(2) . . ?
C20 C3 C4 118.4(2) . . ?
N1 C3 H3 108.5 . . ?
C20 C3 H3 108.5 . . ?
C4 C3 H3 108.5 . . ?
C3 C4 C5 102.5(2) . . ?
C3 C4 P2 112.1(2) . . ?
C5 C4 P2 112.6(2) . . ?
C3 C4 H4 109.8 . . ?
C5 C4 H4 109.8 . . ?
P2 C4 H4 109.8 . . ?
O1 C5 C4 106.0(3) . . ?
O1 C5 P1 112.8(2) . . ?
C4 C5 P1 116.19(19) . . ?
O1 C5 H5 107.1 . . ?
C4 C5 H5 107.1 . . ?
P1 C5 H5 107.1 . . ?
P1 B1 H1A 109.5 . . ?
P1 B1 H1B 109.5 . . ?
H1A B1 H1B 109.5 . . ?
P1 B1 H1C 109.5 . . ?
H1A B1 H1C 109.5 . . ?
H1B B1 H1C 109.5 . . ?
P1 C6 H6A 109.5 . . ?
P1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
P1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C12 118.0(4) . . ?
C8 C7 P1 119.6(3) . . ?
C12 C7 P1 122.3(3) . . ?
C7 C8 C9 119.8(5) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C10 C9 C8 122.4(7) . . ?
C10 C9 H9 118.8 . . ?
C8 C9 H9 118.8 . . ?
C9 C10 C11 118.0(7) . . ?
C9 C10 H10 121.0 . . ?
C11 C10 H10 121.0 . . ?
C10 C11 C12 122.4(8) . . ?
C10 C11 H11 118.8 . . ?
C12 C11 H11 118.8 . . ?
C11 C12 C7 119.2(5) . . ?
C11 C12 H12 120.4 . . ?
C7 C12 H12 120.4 . . ?
P2 B2 H2A 109.5 . . ?
P2 B2 H2B 109.5 . . ?
H2A B2 H2B 109.5 . . ?
P2 B2 H2C 109.5 . . ?
H2A B2 H2C 109.5 . . ?
H2B B2 H2C 109.5 . . ?
P2 C13 H13A 109.5 . . ?
P2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
P2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C19 C14 C15 116.7(4) . . ?
C19 C14 P2 121.8(3) . . ?
C15 C14 P2 121.5(3) . . ?
C16 C15 C14 120.8(4) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C17 C16 C15 121.7(5) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C16 C17 C18 119.2(5) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C17 C18 C19 119.0(5) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 H18 120.5 . . ?
C18 C19 C14 122.6(4) . . ?
C18 C19 H19 118.7 . . ?
C14 C19 H19 118.7 . . ?
C21 C20 C25 116.8(3) . . ?
C21 C20 C3 121.9(3) . . ?
C25 C20 C3 121.1(3) . . ?
C20 C21 C22 121.4(4) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C23 C22 C21 120.3(4) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C22 119.7(4) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 120.1(4) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C20 C25 C24 121.7(4) . . ?
C20 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?
C27 C26 C31 120.3(3) . . ?
C27 C26 N1 122.4(3) . . ?
C31 C26 N1 117.2(3) . . ?
C26 C27 C28 118.4(4) . . ?
C26 C27 H27 120.8 . . ?
C28 C27 H27 120.8 . . ?
C29 C28 C27 120.6(4) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C28 C29 C30 121.3(4) . . ?
C28 C29 H29 119.4 . . ?
C30 C29 H29 119.4 . . ?
C29 C30 C31 118.4(4) . . ?
C29 C30 H30 120.8 . . ?
C31 C30 H30 120.8 . . ?
C26 C31 C30 120.8(4) . . ?
C26 C31 H31 119.6 . . ?
C30 C31 H31 119.6 . . ?
C13' P2' C14' 106.05(16) . . ?
C13' P2' C4' 106.32(15) . . ?
C14' P2' C4' 105.55(15) . . ?
C13' P2' B2' 111.59(19) . . ?
C14' P2' B2' 114.7(2) . . ?
C4' P2' B2' 112.03(17) . . ?
C6' P1' C7' 105.39(18) . . ?
C6' P1' C5' 104.57(18) . . ?
C7' P1' C5' 109.78(14) . . ?
C6' P1' B1' 111.4(2) . . ?
C7' P1' B1' 113.3(2) . . ?
C5' P1' B1' 111.84(19) . . ?
C5' O1' N1' 102.8(2) . . ?
C26' N1' O1' 107.9(2) . . ?
C26' N1' C3' 113.5(2) . . ?
O1' N1' C3' 102.9(2) . . ?
N1' C3' C20' 109.5(2) . . ?
N1' C3' C4' 101.9(2) . . ?
C20' C3' C4' 118.2(2) . . ?
N1' C3' H3' 109.0 . . ?
C20' C3' H3' 109.0 . . ?
C4' C3' H3' 109.0 . . ?
C3' C4' C5' 102.9(2) . . ?
C3' C4' P2' 110.95(19) . . ?
C5' C4' P2' 113.8(2) . . ?
C3' C4' H4' 109.6 . . ?
C5' C4' H4' 109.6 . . ?
P2' C4' H4' 109.6 . . ?
O1' C5' C4' 105.9(2) . . ?
O1' C5' P1' 114.4(2) . . ?
C4' C5' P1' 115.8(2) . . ?
O1' C5' H5' 106.7 . . ?
C4' C5' H5' 106.7 . . ?
P1' C5' H5' 106.7 . . ?
P2' B2' H2D 109.5 . . ?
P2' B2' H2E 109.5 . . ?
H2D B2' H2E 109.5 . . ?
P2' B2' H2F 109.5 . . ?
H2D B2' H2F 109.5 . . ?
H2E B2' H2F 109.5 . . ?
P2' C13' H13D 109.5 . . ?
P2' C13' H13E 109.5 . . ?
H13D C13' H13E 109.5 . . ?
P2' C13' H13F 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?
C15' C14' C19' 116.0(3) . . ?
C15' C14' P2' 121.4(3) . . ?
C19' C14' P2' 122.6(3) . . ?
C16' C15' C14' 121.6(4) . . ?
C16' C15' H15' 119.2 . . ?
C14' C15' H15' 119.2 . . ?
C17' C16' C15' 120.0(5) . . ?
C17' C16' H16' 120.0 . . ?
C15' C16' H16' 120.0 . . ?
C16' C17' C18' 120.3(5) . . ?
C16' C17' H17' 119.8 . . ?
C18' C17' H17' 119.8 . . ?
C17' C18' C19' 120.6(5) . . ?
C17' C18' H18' 119.7 . . ?
C19' C18' H18' 119.7 . . ?
C18' C19' C14' 121.5(4) . . ?
C18' C19' H19' 119.2 . . ?
C14' C19' H19' 119.2 . . ?
P1' C6' H6D 109.5 . . ?
P1' C6' H6E 109.5 . . ?
H6D C6' H6E 109.5 . . ?
P1' C6' H6F 109.5 . . ?
H6D C6' H6F 109.5 . . ?
H6E C6' H6F 109.5 . . ?
P1' B1' H1D 109.5 . . ?
P1' B1' H1E 109.5 . . ?
H1D B1' H1E 109.5 . . ?
P1' B1' H1F 109.5 . . ?
H1D B1' H1F 109.5 . . ?
H1E B1' H1F 109.5 . . ?
C8' C7' C12' 117.9(3) . . ?
C8' C7' P1' 119.9(3) . . ?
C12' C7' P1' 122.1(3) . . ?
C9' C8' C7' 121.7(4) . . ?
C9' C8' H8' 119.1 . . ?
C7' C8' H8' 119.1 . . ?
C10' C9' C8' 119.0(4) . . ?
C10' C9' H9' 120.5 . . ?
C8' C9' H9' 120.5 . . ?
C9' C10' C11' 121.2(4) . . ?
C9' C10' H10' 119.4 . . ?
C11' C10' H10' 119.4 . . ?
C10' C11' C12' 120.3(4) . . ?
C10' C11' H11' 119.9 . . ?
C12' C11' H11' 119.9 . . ?
C11' C12' C7' 119.8(4) . . ?
C11' C12' H12' 120.1 . . ?
C7' C12' H12' 120.1 . . ?
C21' C20' C25' 118.5(3) . . ?
C21' C20' C3' 121.5(4) . . ?
C25' C20' C3' 119.8(3) . . ?
C20' C21' C22' 120.8(4) . . ?
C20' C21' H21' 119.6 . . ?
C22' C21' H21' 119.6 . . ?
C23' C22' C21' 120.0(4) . . ?
C23' C22' H22' 120.0 . . ?
C21' C22' H22' 120.0 . . ?
C22' C23' C24' 120.7(4) . . ?
C22' C23' H23' 119.6 . . ?
C24' C23' H23' 119.6 . . ?
C23' C24' C25' 119.2(4) . . ?
C23' C24' H24' 120.4 . . ?
C25' C24' H24' 120.4 . . ?
C20' C25' C24' 120.8(3) . . ?
C20' C25' H25' 119.6 . . ?
C24' C25' H25' 119.6 . . ?
C27' C26' C31' 118.8(4) . . ?
C27' C26' N1' 123.3(4) . . ?
C31' C26' N1' 117.9(4) . . ?
C26' C27' C30' 120.5(5) . . ?
C26' C27' H27' 119.7 . . ?
C30' C27' H27' 119.7 . . ?
C29' C28' C31' 120.2(6) . . ?
C29' C28' H28' 119.9 . . ?
C31' C28' H28' 119.9 . . ?
C30' C29' C28' 119.5(6) . . ?
C30' C29' H29' 120.3 . . ?
C28' C29' H29' 120.3 . . ?
C29' C30' C27' 120.4(6) . . ?
C29' C30' H30' 119.8 . . ?
C27' C30' H30' 119.8 . . ?
C26' C31' C28' 120.6(5) . . ?
C26' C31' H31' 119.7 . . ?
C28' C31' H31' 119.7 . . ?
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 1.777(4) . ?
P1 C7 1.789(4) . ?
P1 C5 1.847(3) . ?
P1 B1 1.855(5) . ?
P2 C14 1.786(4) . ?
P2 C13 1.801(4) . ?
P2 C4 1.841(3) . ?
P2 B2 1.880(4) . ?
O1 C5 1.418(4) . ?
O1 N1 1.463(3) . ?
N1 C26 1.448(4) . ?
N1 C3 1.498(3) . ?
C3 C20 1.503(4) . ?
C3 C4 1.548(4) . ?
C3 H3 0.9800 . ?
C4 C5 1.557(4) . ?
C4 H4 0.9800 . ?
C5 H5 0.9800 . ?
B1 H1A 0.9600 . ?
B1 H1B 0.9600 . ?
B1 H1C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.365(5) . ?
C7 C12 1.388(5) . ?
C8 C9 1.384(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.333(10) . ?
C9 H9 0.9300 . ?
C10 C11 1.338(10) . ?
C10 H10 0.9300 . ?
C11 C12 1.381(6) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
B2 H2A 0.9600 . ?
B2 H2B 0.9600 . ?
B2 H2C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C19 1.381(4) . ?
C14 C15 1.386(5) . ?
C15 C16 1.366(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.360(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.375(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.379(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.363(4) . ?
C20 C25 1.367(4) . ?
C21 C22 1.370(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.353(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.334(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.376(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.365(4) . ?
C26 C31 1.367(5) . ?
C27 C28 1.398(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.341(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.368(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.380(6) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
P2' C13' 1.776(3) . ?
P2' C14' 1.784(4) . ?
P2' C4' 1.825(3) . ?
P2' B2' 1.915(5) . ?
P1' C6' 1.769(3) . ?
P1' C7' 1.786(3) . ?
P1' C5' 1.848(3) . ?
P1' B1' 1.888(4) . ?
O1' C5' 1.420(3) . ?
O1' N1' 1.459(3) . ?
N1' C26' 1.446(4) . ?
N1' C3' 1.490(3) . ?
C3' C20' 1.506(4) . ?
C3' C4' 1.539(3) . ?
C3' H3' 0.9800 . ?
C4' C5' 1.557(4) . ?
C4' H4' 0.9800 . ?
C5' H5' 0.9800 . ?
B2' H2D 0.9600 . ?
B2' H2E 0.9600 . ?
B2' H2F 0.9600 . ?
C13' H13D 0.9600 . ?
C13' H13E 0.9600 . ?
C13' H13F 0.9600 . ?
C14' C15' 1.399(4) . ?
C14' C19' 1.400(5) . ?
C15' C16' 1.389(5) . ?
C15' H15' 0.9300 . ?
C16' C17' 1.352(6) . ?
C16' H16' 0.9300 . ?
C17' C18' 1.358(6) . ?
C17' H17' 0.9300 . ?
C18' C19' 1.375(5) . ?
C18' H18' 0.9300 . ?
C19' H19' 0.9300 . ?
C6' H6D 0.9600 . ?
C6' H6E 0.9600 . ?
C6' H6F 0.9600 . ?
B1' H1D 0.9600 . ?
B1' H1E 0.9600 . ?
B1' H1F 0.9600 . ?
C7' C8' 1.366(4) . ?
C7' C12' 1.395(4) . ?
C8' C9' 1.363(5) . ?
C8' H8' 0.9300 . ?
C9' C10' 1.347(5) . ?
C9' H9' 0.9300 . ?
C10' C11' 1.354(5) . ?
C10' H10' 0.9300 . ?
C11' C12' 1.361(5) . ?
C11' H11' 0.9300 . ?
C12' H12' 0.9300 . ?
C20' C21' 1.361(4) . ?
C20' C25' 1.380(5) . ?
C21' C22' 1.387(5) . ?
C21' H21' 0.9300 . ?
C22' C23' 1.344(6) . ?
C22' H22' 0.9300 . ?
C23' C24' 1.368(5) . ?
C23' H23' 0.9300 . ?
C24' C25' 1.383(5) . ?
C24' H24' 0.9300 . ?
C25' H25' 0.9300 . ?
C26' C27' 1.348(5) . ?
C26' C31' 1.351(5) . ?
C27' C30' 1.389(6) . ?
C27' H27' 0.9300 . ?
C28' C29' 1.363(9) . ?
C28' C31' 1.371(6) . ?
C28' H28' 0.9300 . ?
C29' C30' 1.323(8) . ?
C29' H29' 0.9300 . ?
C30' H30' 0.9300 . ?
C31' H31' 0.9300 . ?
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
B1 P1 C7 C8 -29.1(4) . . . . ?
B1' P1' C7' C8' -12.2(3) . . . . ?
B2 P2 C14 C15 4.6(4) . . . . ?
B2' P2' C14' C15' 7.3(3) . . . . ?
O1 N1 C26 C27 25.3(4) . . . . ?
O1' N1' C26' C27' 27.5(4) . . . . ?
N1 C3 C20 C25 -60.5(4) . . . . ?
N1' C3' C20' C25' -60.3(3) . . . . ?
O1 C5 P1 C7 81.5(3) . . . . ?
O1' C5' P1' C7' 63.6(2) . . . . ?
O1 C5 P1 C6 -32.8(3) . . . . ?
O1' C5' P1' C6' -49.1(3) . . . . ?
O1 C5 P1 B1 -153.3(3) . . . . ?
O1' C5' P1' B1' -169.8(2) . . . . ?
