#------------------------------------------------------------------------------
#$Date: 2016-03-21 18:47:52 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178824 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/78/4107854.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_4107854
loop_
_publ_author_name
'Michael A. Todd'
'Michal Sabat'
'William H. Myers'
'Timothy M. Smith'
'W. Dean Harman'
_publ_section_title
;
 Stereoselective Umpolung Tandem Addition of Heteroatoms to Phenol
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6906
_journal_page_last               6907
_journal_paper_doi               10.1021/ja801076z
_journal_volume                  130
_journal_year                    2008
_chemical_formula_sum            'C19 H29 B N7 O4 P W'
_chemical_formula_weight         645.12
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 109.223(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.2170(10)
_cell_length_b                   13.5450(10)
_cell_length_c                   15.2930(12)
_cell_measurement_reflns_used    5764
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      31.819
_cell_measurement_theta_min      2.555
_cell_volume                     2389.6(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0166
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            22417
_diffrn_reflns_theta_full        36.43
_diffrn_reflns_theta_max         36.43
_diffrn_reflns_theta_min         2.32
_exptl_absorpt_coefficient_mu    4.942
_exptl_absorpt_correction_T_max  0.812237
_exptl_absorpt_correction_T_min  0.615551
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.793
_exptl_crystal_description       needle
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         2.159
_refine_diff_density_min         -1.219
_refine_diff_density_rms         0.158
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         11640
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0459
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0565P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1287
_reflns_number_gt                9107
_reflns_number_total             11640
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja801076z-file001.cif
_cod_data_source_block           C19H29BN7O4PW
_cod_database_code               4107854
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
W W 0.420110(13) 0.185579(11) 0.187541(10) 0.03324(5) Uani 1 1 d .
P1 P 0.44133(10) 0.28726(9) 0.05629(8) 0.0418(2) Uani 1 1 d .
O1 O 0.7333(4) -0.0055(4) 0.1124(3) 0.0674(12) Uani 1 1 d .
O2 O 0.5969(4) -0.0198(3) 0.3665(3) 0.0654(11) Uani 1 1 d .
O3 O 0.8050(3) 0.1472(4) 0.2399(3) 0.0734(12) Uani 1 1 d .
O4 O 0.3733(3) -0.0043(3) 0.0803(3) 0.0544(8) Uani 1 1 d .
N1 N 0.3417(3) 0.1504(3) 0.2967(3) 0.0438(8) Uani 1 1 d .
N2 N 0.2597(4) 0.2109(4) 0.3104(3) 0.0492(9) Uani 1 1 d .
N3 N 0.2354(3) 0.2176(3) 0.1165(2) 0.0385(7) Uani 1 1 d .
N4 N 0.1723(3) 0.2783(3) 0.1517(3) 0.0433(8) Uani 1 1 d .
N5 N 0.4268(3) 0.3352(3) 0.2571(3) 0.0408(7) Uani 1 1 d .
N6 N 0.3301(4) 0.3703(3) 0.2728(3) 0.0465(8) Uani 1 1 d .
N7 N 0.3970(3) 0.0735(3) 0.1255(2) 0.0367(6) Uani 1 1 d .
C1 C 0.6529(4) 0.0396(4) 0.1488(3) 0.0475(10) Uani 1 1 d .
H20 H 0.5763 0.0391 0.1010 0.057 Uiso 1 1 calc R
C2 C 0.6467(6) -0.0194(4) 0.2310(4) 0.0582(13) Uani 1 1 d .
H2A H 0.5966 -0.0757 0.2073 0.070 Uiso 1 1 calc R
H2B H 0.7236 -0.0452 0.2630 0.070 Uiso 1 1 calc R
C3 C 0.6050(4) 0.0307(4) 0.3015(3) 0.0456(9) Uani 1 1 d .
C4 C 0.5818(4) 0.1370(4) 0.2957(3) 0.0428(9) Uani 1 1 d .
C5 C 0.6117(4) 0.1942(3) 0.2260(3) 0.0417(8) Uani 1 1 d .
C6 C 0.6861(4) 0.1456(4) 0.1766(3) 0.0486(10) Uani 1 1 d .
H6 H 0.6815 0.1841 0.1213 0.058 Uiso 1 1 calc R
C7 C 0.8819(7) 0.1973(7) 0.2052(8) 0.093(3) Uani 1 1 d .
H7C H 0.9584 0.1954 0.2500 0.139 Uiso 1 1 calc R
H7B H 0.8575 0.2647 0.1927 0.139 Uiso 1 1 calc R
H7A H 0.8827 0.1662 0.1490 0.139 Uiso 1 1 calc R
C8 C 0.2348(6) 0.1818(5) 0.3853(4) 0.0620(15) Uani 1 1 d .
H8 H 0.1816 0.2117 0.4085 0.074 Uiso 1 1 calc R
C9 C 0.3009(6) 0.1003(5) 0.4221(4) 0.0645(16) Uani 1 1 d .
H9 H 0.3015 0.0643 0.4740 0.077 Uiso 1 1 calc R
C10 C 0.3669(5) 0.0832(4) 0.3646(3) 0.0536(12) Uani 1 1 d .
H10 H 0.4206 0.0325 0.3723 0.064 Uiso 1 1 calc R
C11 C 0.0637(4) 0.2855(4) 0.0922(4) 0.0485(10) Uani 1 1 d .
H11 H 0.0044 0.3228 0.1012 0.058 Uiso 1 1 calc R
C12 C 0.0548(4) 0.2281(4) 0.0150(3) 0.0503(10) Uani 1 1 d .
H12 H -0.0096 0.2201 -0.0379 0.060 Uiso 1 1 calc R
C13 C 0.1633(4) 0.1851(3) 0.0344(3) 0.0435(9) Uani 1 1 d .
H13 H 0.1834 0.1403 -0.0038 0.052 Uiso 1 1 calc R
C14 C 0.3536(6) 0.4566(4) 0.3186(4) 0.0646(15) Uani 1 1 d .
H14 H 0.3020 0.4940 0.3379 0.078 Uiso 1 1 calc R
C15 C 0.4659(6) 0.4798(4) 0.3315(5) 0.0691(17) Uani 1 1 d .
H15 H 0.5058 0.5359 0.3601 0.083 Uiso 1 1 calc R
C16 C 0.5085(5) 0.4023(4) 0.2934(4) 0.0515(11) Uani 1 1 d .
H16 H 0.5843 0.3978 0.2931 0.062 Uiso 1 1 calc R
C17 C 0.3249(5) 0.3755(5) 0.0109(5) 0.0711(18) Uani 1 1 d .
H17A H 0.3188 0.4163 0.0604 0.107 Uiso 1 1 calc R
H17C H 0.2533 0.3409 -0.0168 0.107 Uiso 1 1 calc R
H17B H 0.3410 0.4160 -0.0349 0.107 Uiso 1 1 calc R
C18 C 0.4416(9) 0.2173(6) -0.0438(4) 0.082(2) Uani 1 1 d .
H18B H 0.5013 0.1680 -0.0255 0.123 Uiso 1 1 calc R
H18A H 0.4560 0.2607 -0.0884 0.123 Uiso 1 1 calc R
H18C H 0.3677 0.1859 -0.0707 0.123 Uiso 1 1 calc R
C19 C 0.5645(5) 0.3716(4) 0.0768(4) 0.0607(14) Uani 1 1 d .
H9A H 0.5701 0.4128 0.1291 0.091 Uiso 1 1 calc R
H19C H 0.5534 0.4122 0.0230 0.091 Uiso 1 1 calc R
H19B H 0.6346 0.3341 0.0888 0.091 Uiso 1 1 calc R
B1 B 0.2199(5) 0.3074(4) 0.2538(4) 0.0480(11) Uani 1 1 d .
H1B H 0.150(5) 0.341(4) 0.278(4) 0.039(13) Uiso 1 1 d .
H1O H 0.716(7) -0.004(6) 0.065(6) 0.08(3) Uiso 1 1 d .
H4 H 0.601(7) 0.177(5) 0.353(6) 0.07(2) Uiso 1 1 d .
H5 H 0.636(5) 0.257(5) 0.263(4) 0.055(17) Uiso 1 1 d .
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'
W W -0.8490 6.8722 '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
N7 W N3 87.01(15)
N7 W C4 95.24(17)
N3 W C4 160.56(16)
N7 W C5 98.96(17)
N3 W C5 160.06(16)
C4 W C5 38.36(17)
N7 W N1 100.75(16)
N3 W N1 77.79(14)
C4 W N1 82.82(16)
C5 W N1 119.18(16)
N7 W N5 172.85(14)
N3 W N5 85.88(14)
C4 W N5 91.70(16)
C5 W N5 87.55(16)
N1 W N5 78.38(15)
N7 W P1 94.73(11)
N3 W P1 81.76(10)
C4 W P1 117.18(13)
C5 W P1 78.81(12)
N1 W P1 153.54(11)
N5 W P1 83.60(10)
C18 P1 C17 104.0(4)
C18 P1 C19 104.0(4)
C17 P1 C19 98.7(3)
C18 P1 W 114.8(2)
C17 P1 W 113.1(2)
C19 P1 W 119.96(19)
C1 O1 H1O 113(7)
C7 O3 C6 113.8(6)
C10 N1 N2 106.5(4)
C10 N1 W 132.8(4)
N2 N1 W 120.3(3)
C8 N2 N1 109.9(5)
C8 N2 B1 127.4(5)
N1 N2 B1 122.1(4)
C13 N3 N4 106.5(4)
C13 N3 W 130.1(3)
N4 N3 W 123.3(3)
C11 N4 N3 109.9(4)
C11 N4 B1 129.3(4)
N3 N4 B1 119.1(4)
C16 N5 N6 105.2(4)
C16 N5 W 135.3(4)
N6 N5 W 119.5(3)
C14 N6 N5 110.2(5)
C14 N6 B1 127.2(5)
N5 N6 B1 121.8(4)
O4 N7 W 176.0(3)
O1 C1 C6 111.3(5)
O1 C1 C2 109.2(4)
C6 C1 C2 110.5(4)
O1 C1 H20 108.6
C6 C1 H20 108.6
C2 C1 H20 108.6
C3 C2 C1 118.7(4)
C3 C2 H2A 107.6
C1 C2 H2A 107.6
C3 C2 H2B 107.6
C1 C2 H2B 107.6
H2A C2 H2B 107.1
O2 C3 C4 121.7(5)
O2 C3 C2 117.7(5)
C4 C3 C2 120.5(4)
C5 C4 C3 118.4(4)
C5 C4 W 70.9(2)
C3 C4 W 116.4(3)
C5 C4 H4 108(4)
C3 C4 H4 120(4)
W C4 H4 113(4)
C4 C5 C6 118.1(4)
C4 C5 W 70.7(2)
C6 C5 W 126.9(3)
C4 C5 H5 98(4)
C6 C5 H5 122(4)
W C5 H5 106(4)
O3 C6 C5 107.2(4)
O3 C6 C1 108.5(4)
C5 C6 C1 113.9(4)
O3 C6 H6 109.1
C5 C6 H6 109.1
C1 C6 H6 109.1
O3 C7 H7C 109.5
O3 C7 H7B 109.5
H7C C7 H7B 109.5
O3 C7 H7A 109.5
H7C C7 H7A 109.5
H7B C7 H7A 109.5
N2 C8 C9 108.6(6)
N2 C8 H8 125.7
C9 C8 H8 125.7
C8 C9 C10 105.0(5)
C8 C9 H9 127.5
C10 C9 H9 127.5
N1 C10 C9 110.1(5)
N1 C10 H10 125.0
C9 C10 H10 125.0
N4 C11 C12 108.7(4)
N4 C11 H11 125.7
C12 C11 H11 125.7
C13 C12 C11 104.5(4)
C13 C12 H12 127.7
C11 C12 H12 127.7
N3 C13 C12 110.4(4)
N3 C13 H13 124.8
C12 C13 H13 124.8
N6 C14 C15 108.1(5)
N6 C14 H14 126.0
C15 C14 H14 126.0
C14 C15 C16 105.4(5)
C14 C15 H15 127.3
C16 C15 H15 127.3
N5 C16 C15 111.1(5)
N5 C16 H16 124.4
C15 C16 H16 124.4
P1 C17 H17A 109.5
P1 C17 H17C 109.5
H17A C17 H17C 109.5
P1 C17 H17B 109.5
H17A C17 H17B 109.5
H17C C17 H17B 109.5
P1 C18 H18B 109.5
P1 C18 H18A 109.5
H18B C18 H18A 109.5
P1 C18 H18C 109.5
H18B C18 H18C 109.5
H18A C18 H18C 109.5
P1 C19 H9A 109.5
P1 C19 H19C 109.5
H9A C19 H19C 109.5
P1 C19 H19B 109.5
H9A C19 H19B 109.5
H19C C19 H19B 109.5
N4 B1 N6 110.6(4)
N4 B1 N2 107.2(4)
N6 B1 N2 105.5(4)
N4 B1 H1B 111(3)
N6 B1 H1B 115(3)
N2 B1 H1B 106(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
W N7 1.763(3)
W N3 2.201(3)
W C4 2.217(4)
W C5 2.220(4)
W N1 2.233(4)
W N5 2.277(4)
W P1 2.5171(11)
P1 C18 1.801(7)
P1 C17 1.812(6)
P1 C19 1.833(5)
O1 C1 1.417(6)
O1 H1O 0.69(8)
O2 C3 1.238(6)
O3 C7 1.398(10)
O3 C6 1.457(6)
O4 N7 1.240(5)
N1 C10 1.338(6)
N1 N2 1.362(6)
N2 C8 1.338(7)
N2 B1 1.555(8)
N3 C13 1.349(5)
N3 N4 1.354(5)
N4 C11 1.342(6)
N4 B1 1.528(7)
N5 C16 1.329(6)
N5 N6 1.366(6)
N6 C14 1.345(7)
N6 B1 1.538(7)
C1 C6 1.514(8)
C1 C2 1.513(8)
C1 H20 0.9800
C2 C3 1.497(8)
C2 H2A 0.9700
C2 H2B 0.9700
C3 C4 1.465(7)
C4 C5 1.458(7)
C4 H4 0.99(8)
C5 C6 1.510(7)
C5 H5 1.01(6)
C6 H6 0.9800
C7 H7C 0.9600
C7 H7B 0.9600
C7 H7A 0.9600
C8 C9 1.375(10)
C8 H8 0.9300
C9 C10 1.393(8)
C9 H9 0.9300
C10 H10 0.9300
C11 C12 1.387(7)
C11 H11 0.9300
C12 C13 1.387(7)
C12 H12 0.9300
C13 H13 0.9300
C14 C15 1.356(9)
C14 H14 0.9300
C15 C16 1.383(8)
C15 H15 0.9300
C16 H16 0.9300
C17 H17A 0.9600
C17 H17C 0.9600
C17 H17B 0.9600
C18 H18B 0.9600
C18 H18A 0.9600
C18 H18C 0.9600
C19 H9A 0.9600
C19 H19C 0.9600
C19 H19B 0.9600
B1 H1B 1.13(5)
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
N7 W P1 C18 -5.8(4)
N3 W P1 C18 -92.1(4)
C4 W P1 C18 92.5(4)
C5 W P1 C18 92.4(4)
N1 W P1 C18 -131.7(4)
N5 W P1 C18 -178.8(4)
N7 W P1 C17 113.3(3)
N3 W P1 C17 27.1(3)
C4 W P1 C17 -148.3(3)
C5 W P1 C17 -148.4(3)
N1 W P1 C17 -12.6(4)
N5 W P1 C17 -59.7(3)
N7 W P1 C19 -130.9(3)
N3 W P1 C19 142.9(3)
C4 W P1 C19 -32.5(3)
C5 W P1 C19 -32.6(3)
N1 W P1 C19 103.2(3)
N5 W P1 C19 56.1(3)
N7 W N1 C10 61.8(5)
N3 W N1 C10 146.4(5)
C4 W N1 C10 -32.2(5)
C5 W N1 C10 -44.9(5)
N5 W N1 C10 -125.4(5)
P1 W N1 C10 -173.4(3)
N7 W N1 N2 -127.0(4)
N3 W N1 N2 -42.5(3)
C4 W N1 N2 139.0(4)
C5 W N1 N2 126.3(3)
N5 W N1 N2 45.8(3)
P1 W N1 N2 -2.3(5)
C10 N1 N2 C8 0.1(6)
W N1 N2 C8 -173.1(4)
C10 N1 N2 B1 171.4(4)
W N1 N2 B1 -1.9(6)
N7 W N3 C13 -25.7(4)
C4 W N3 C13 -122.9(5)
C5 W N3 C13 82.6(6)
N1 W N3 C13 -127.3(4)
N5 W N3 C13 153.7(4)
P1 W N3 C13 69.6(4)
N7 W N3 N4 154.6(4)
C4 W N3 N4 57.4(7)
C5 W N3 N4 -97.1(6)
N1 W N3 N4 52.9(4)
N5 W N3 N4 -26.0(4)
P1 W N3 N4 -110.2(4)
C13 N3 N4 C11 -1.3(5)
W N3 N4 C11 178.4(3)
C13 N3 N4 B1 165.3(4)
W N3 N4 B1 -15.0(6)
N7 W N5 C16 -148.2(11)
N3 W N5 C16 -153.6(5)
C4 W N5 C16 45.7(5)
C5 W N5 C16 7.6(5)
N1 W N5 C16 128.0(5)
P1 W N5 C16 -71.4(5)
N7 W N5 N6 35.4(14)
N3 W N5 N6 30.0(3)
C4 W N5 N6 -130.7(3)
C5 W N5 N6 -168.8(3)
N1 W N5 N6 -48.3(3)
P1 W N5 N6 112.2(3)
C16 N5 N6 C14 -0.6(6)
W N5 N6 C14 176.8(4)
C16 N5 N6 B1 -171.2(4)
W N5 N6 B1 6.2(6)
N3 W N7 O4 -12(5)
C4 W N7 O4 148(5)
C5 W N7 O4 -173(5)
N1 W N7 O4 65(5)
N5 W N7 O4 -18(5)
P1 W N7 O4 -94(5)
O1 C1 C2 C3 157.3(5)
C6 C1 C2 C3 34.5(7)
C1 C2 C3 O2 177.6(5)
C1 C2 C3 C4 -6.0(7)
O2 C3 C4 C5 169.9(4)
C2 C3 C4 C5 -6.4(6)
O2 C3 C4 W -108.5(5)
C2 C3 C4 W 75.2(5)
N7 W C4 C5 97.8(3)
N3 W C4 C5 -166.3(4)
N1 W C4 C5 -162.0(3)
N5 W C4 C5 -83.9(3)
P1 W C4 C5 -0.2(3)
N7 W C4 C3 -15.2(4)
N3 W C4 C3 80.7(6)
C5 W C4 C3 -113.0(5)
N1 W C4 C3 85.0(4)
N5 W C4 C3 163.1(4)
P1 W C4 C3 -113.2(4)
C3 C4 C5 C6 -12.0(6)
W C4 C5 C6 -122.3(4)
C3 C4 C5 W 110.3(4)
N7 W C5 C4 -87.1(3)
N3 W C5 C4 166.6(4)
N1 W C5 C4 20.6(3)
N5 W C5 C4 95.8(3)
P1 W C5 C4 179.8(3)
N7 W C5 C6 24.0(4)
N3 W C5 C6 -82.2(6)
C4 W C5 C6 111.1(5)
N1 W C5 C6 131.7(4)
N5 W C5 C6 -153.0(4)
P1 W C5 C6 -69.1(4)
C7 O3 C6 C5 -120.9(6)
C7 O3 C6 C1 115.8(6)
C4 C5 C6 O3 -77.6(5)
W C5 C6 O3 -163.7(4)
C4 C5 C6 C1 42.3(6)
W C5 C6 C1 -43.8(6)
O1 C1 C6 O3 -54.2(5)
C2 C1 C6 O3 67.3(5)
O1 C1 C6 C5 -173.4(4)
C2 C1 C6 C5 -51.9(5)
N1 N2 C8 C9 -0.2(7)
B1 N2 C8 C9 -170.9(5)
N2 C8 C9 C10 0.3(7)
N2 N1 C10 C9 0.1(6)
W N1 C10 C9 172.1(4)
C8 C9 C10 N1 -0.2(7)
N3 N4 C11 C12 -0.2(6)
B1 N4 C11 C12 -165.0(5)
N4 C11 C12 C13 1.6(6)
N4 N3 C13 C12 2.4(5)
W N3 C13 C12 -177.4(3)
C11 C12 C13 N3 -2.5(6)
N5 N6 C14 C15 1.2(7)
B1 N6 C14 C15 171.2(5)
N6 C14 C15 C16 -1.3(8)
N6 N5 C16 C15 -0.3(6)
W N5 C16 C15 -177.0(4)
C14 C15 C16 N5 1.0(8)
C11 N4 B1 N6 -130.8(5)
N3 N4 B1 N6 65.6(6)
C11 N4 B1 N2 114.7(6)
N3 N4 B1 N2 -48.9(6)
C14 N6 B1 N4 130.9(6)
N5 N6 B1 N4 -60.2(6)
C14 N6 B1 N2 -113.5(6)
N5 N6 B1 N2 55.4(6)
C8 N2 B1 N4 -131.4(5)
N1 N2 B1 N4 59.0(6)
C8 N2 B1 N6 110.7(6)
N1 N2 B1 N6 -58.9(6)
