#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:28:40 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179531 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/00/4500043.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_4500043
loop_
_publ_author_name
'Emilie Voisin'
'Thierry Maris'
'James D. Wuest'
_publ_section_title
;
 Crystal Structures of Spiroborates Derived from 2,2'-Dihydroxybiphenyl
;
_journal_name_full               'Cryst. Growth & Design'
_journal_page_first              308
_journal_page_last               318
_journal_paper_doi               10.1021/cg700803k
_journal_volume                  8
_journal_year                    2008
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety         'C20 H44 N, C24 H16 B O4 '
_chemical_formula_sum            'C44 H60 B N O4'
_chemical_formula_weight         677.74
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 94.518(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.041(4)
_cell_length_b                   17.599(5)
_cell_length_c                   19.680(6)
_cell_measurement_reflns_used    16163
_cell_measurement_temperature    280(2)
_cell_measurement_theta_max      68.14
_cell_measurement_theta_min      2.27
_cell_volume                     4157(2)
_computing_cell_refinement       'SMART (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (local program)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      280(2)
_diffrn_detector_area_resol_mean 5.5
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker Smart 6000'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'Montel 200 optics'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.038
_diffrn_reflns_av_sigmaI/netI    0.1408
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            50429
_diffrn_reflns_theta_full        68.22
_diffrn_reflns_theta_max         68.22
_diffrn_reflns_theta_min         3.37
_diffrn_standards_decay_%        1.38
_diffrn_standards_number         150
_exptl_absorpt_coefficient_mu    0.522
_exptl_absorpt_correction_T_max  0.9600
_exptl_absorpt_correction_T_min  0.8500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.083
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     479
_refine_ls_number_reflns         7528
_refine_ls_number_restraints     179
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0600
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0270P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1341
_refine_ls_wR_factor_ref         0.1354
_reflns_number_gt                4020
_reflns_number_total             7528
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            deposit.cif
_cod_data_source_block           jiw917
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4500043
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.0836(2) 0.27892(15) 0.13910(13) 0.0274(6) Uani 1 1 d . . .
O1 O 0.19647(12) 0.28017(8) 0.17267(8) 0.0301(4) Uani 1 1 d . . .
O2 O 0.07416(13) 0.23548(8) 0.07625(8) 0.0314(4) Uani 1 1 d . . .
O3 O 0.01451(13) 0.25043(9) 0.19126(8) 0.0335(4) Uani 1 1 d . . .
O4 O 0.04703(13) 0.35703(9) 0.11603(8) 0.0339(4) Uani 1 1 d . . .
C10 C 0.2839(2) 0.28541(14) 0.13210(13) 0.0343(6) Uani 1 1 d . . .
C11 C 0.3085(2) 0.22495(13) 0.09063(13) 0.0323(6) Uani 1 1 d . . .
C12 C 0.4028(2) 0.23165(14) 0.05366(13) 0.0360(6) Uani 1 1 d . . .
H12 H 0.4219 0.1916 0.0261 0.043 Uiso 1 1 calc . . .
C13 C 0.4682(2) 0.29626(14) 0.05707(14) 0.0414(7) Uani 1 1 d . . .
H13 H 0.5291 0.2998 0.0309 0.050 Uiso 1 1 calc . . .
C14 C 0.44380(19) 0.35477(13) 0.09862(12) 0.0320(6) Uani 1 1 d . . .
H14 H 0.4892 0.3976 0.1017 0.038 Uiso 1 1 calc . . .
C15 C 0.3492(2) 0.35068(14) 0.13721(13) 0.0365(6) Uani 1 1 d . . .
H15 H 0.3313 0.3907 0.1652 0.044 Uiso 1 1 calc . . .
C20 C 0.1211(2) 0.16470(14) 0.07897(13) 0.0371(6) Uani 1 1 d . . .
C21 C 0.2372(2) 0.15796(13) 0.08472(13) 0.0386(6) Uani 1 1 d . . .
C22 C 0.28348(19) 0.08322(13) 0.08530(13) 0.0320(6) Uani 1 1 d . . .
H22 H 0.3604 0.0771 0.0911 0.038 Uiso 1 1 calc . . .
C23 C 0.2182(2) 0.02182(14) 0.07770(13) 0.0402(6) Uani 1 1 d . . .
H23 H 0.2509 -0.0260 0.0777 0.048 Uiso 1 1 calc . . .
C24 C 0.1059(2) 0.02735(13) 0.07001(12) 0.0353(6) Uani 1 1 d . . .
H24 H 0.0627 -0.0163 0.0645 0.042 Uiso 1 1 calc . . .
C25 C 0.0537(2) 0.10047(13) 0.07029(13) 0.0349(6) Uani 1 1 d . . .
H25 H -0.0235 0.1050 0.0648 0.042 Uiso 1 1 calc . . .
C30 C -0.0956(2) 0.26675(13) 0.18882(12) 0.0326(6) Uani 1 1 d . . .
C31 C -0.1361(2) 0.33956(15) 0.19768(13) 0.0411(6) Uani 1 1 d . . .
C32 C -0.2509(2) 0.35016(14) 0.20384(13) 0.0363(6) Uani 1 1 d . . .
H32 H -0.2783 0.3985 0.2118 0.044 Uiso 1 1 calc . . .
C33 C -0.3211(2) 0.29041(15) 0.19826(14) 0.0422(7) Uani 1 1 d . . .
H33 H -0.3966 0.2979 0.2030 0.051 Uiso 1 1 calc . . .
C34 C -0.28495(19) 0.22233(14) 0.18632(12) 0.0321(6) Uani 1 1 d . . .
H34 H -0.3359 0.1826 0.1812 0.038 Uiso 1 1 calc . . .
C35 C -0.17043(19) 0.20680(13) 0.18084(13) 0.0325(6) Uani 1 1 d . . .
H35 H -0.1461 0.1578 0.1722 0.039 Uiso 1 1 calc . . .
C40 C 0.0308(2) 0.40989(14) 0.16446(14) 0.0394(6) Uani 1 1 d . . .
C41 C -0.0596(2) 0.40390(14) 0.20538(14) 0.0427(7) Uani 1 1 d . . .
C42 C -0.0720(2) 0.46556(13) 0.25145(12) 0.0348(6) Uani 1 1 d . . .
H42 H -0.1313 0.4643 0.2790 0.042 Uiso 1 1 calc . . .
C43 C -0.0040(2) 0.52394(13) 0.25689(13) 0.0357(6) Uani 1 1 d . . .
H43 H -0.0172 0.5623 0.2877 0.043 Uiso 1 1 calc . . .
C44 C 0.0869(2) 0.53019(14) 0.21819(13) 0.0380(6) Uani 1 1 d . . .
H44 H 0.1346 0.5717 0.2225 0.046 Uiso 1 1 calc . . .
C45 C 0.1038(2) 0.47120(14) 0.17216(13) 0.0374(6) Uani 1 1 d . . .
H45 H 0.1651 0.4731 0.1463 0.045 Uiso 1 1 calc . . .
N50 N 0.1417(2) 0.21398(15) 0.38136(14) 0.0654(7) Uani 1 1 d . A 1
C61 C 0.1941(2) 0.18161(17) 0.31933(16) 0.0564(8) Uani 1 1 d U A 1
H61A H 0.1614 0.1323 0.3086 0.068 Uiso 1 1 calc R A 1
H61B H 0.1759 0.2147 0.2806 0.068 Uiso 1 1 calc R A 1
C62 C 0.3203(2) 0.17294(17) 0.32914(16) 0.0575(8) Uani 1 1 d U A 1
H62A H 0.3414 0.1449 0.3706 0.069 Uiso 1 1 calc R A 1
H62B H 0.3559 0.2224 0.3322 0.069 Uiso 1 1 calc R A 1
C63 C 0.3548(2) 0.12966(17) 0.26699(16) 0.0533(8) Uani 1 1 d U A 1
H63A H 0.3258 0.1561 0.2261 0.064 Uiso 1 1 calc R A 1
H63B H 0.3209 0.0796 0.2664 0.064 Uiso 1 1 calc R A 1
C64 C 0.4810(4) 0.1206(3) 0.2650(3) 0.0474(14) Uani 0.50 1 d PU A 1
H64A H 0.4970 0.0934 0.2240 0.057 Uiso 1 1 calc R A 1
H64B H 0.5156 0.1703 0.2638 0.057 Uiso 1 1 calc R A 1
C65 C 0.5295(6) 0.0771(3) 0.3276(3) 0.073(2) Uani 0.50 1 d PU A 1
H65A H 0.4904 0.0911 0.3664 0.109 Uiso 1 1 calc R A 1
H65B H 0.6070 0.0893 0.3362 0.109 Uiso 1 1 calc R A 1
H65C H 0.5214 0.0234 0.3197 0.109 Uiso 1 1 calc R A 1
C64B C 0.4172(6) 0.0756(4) 0.2807(3) 0.0573(16) Uiso 0.50 1 d PU B 2
C65B C 0.5295(5) 0.0400(3) 0.2697(3) 0.0517(15) Uiso 0.50 1 d PU B 2
C66 C 0.1645(3) 0.16031(19) 0.44321(18) 0.0693(9) Uani 1 1 d U A 1
H66A H 0.2440 0.1589 0.4557 0.083 Uiso 1 1 calc R A 1
H66B H 0.1284 0.1806 0.4816 0.083 Uiso 1 1 calc R A 1
C67 C 0.1227(3) 0.07887(17) 0.42894(18) 0.0627(9) Uani 1 1 d U A 1
H67A H 0.1498 0.0603 0.3869 0.075 Uiso 1 1 calc R A 1
H67B H 0.0419 0.0780 0.4242 0.075 Uiso 1 1 calc R A 1
C68 C 0.1664(3) 0.02823(18) 0.48920(18) 0.0690(9) Uani 1 1 d U A 1
H68A H 0.2414 0.0457 0.5024 0.083 Uiso 1 1 calc R A 1
H68B H 0.1220 0.0409 0.5267 0.083 Uiso 1 1 calc R A 1
C69 C 0.1724(4) -0.0579(3) 0.4874(3) 0.0591(17) Uani 0.50 1 d PDU A 1
H69A H 0.1252 -0.0769 0.4489 0.071 Uiso 1 1 calc R A 1
H69B H 0.1454 -0.0786 0.5288 0.071 Uiso 1 1 calc R A 1
C70 C 0.2933(4) -0.0838(3) 0.4813(3) 0.0521(15) Uani 0.50 1 d PDU A 1
H70A H 0.3382 -0.0407 0.4715 0.078 Uiso 1 1 calc R A 1
H70B H 0.2952 -0.1202 0.4452 0.078 Uiso 1 1 calc R A 1
H70C H 0.3219 -0.1065 0.5234 0.078 Uiso 1 1 calc R A 1
C69B C 0.2813(5) -0.0028(3) 0.4722(3) 0.0590(16) Uiso 0.50 1 d PDU C 2
C70B C 0.3181(5) -0.0587(4) 0.5298(3) 0.0629(18) Uiso 0.50 1 d PDU C 2
C71 C 0.0190(2) 0.22042(14) 0.35976(14) 0.0414(6) Uani 1 1 d U A 1
H71A H -0.0091 0.1705 0.3464 0.050 Uiso 1 1 calc R A 1
H71B H 0.0096 0.2531 0.3201 0.050 Uiso 1 1 calc R A 1
C72 C -0.0513(2) 0.25201(16) 0.41511(15) 0.0500(7) Uani 1 1 d U A 1
H72A H -0.0434 0.2197 0.4551 0.060 Uiso 1 1 calc R A 1
H72B H -0.0258 0.3026 0.4282 0.060 Uiso 1 1 calc R A 1
C73 C -0.1738(2) 0.25490(18) 0.38726(16) 0.0582(8) Uani 1 1 d U A 1
H73A H -0.1803 0.2845 0.3456 0.070 Uiso 1 1 calc R A 1
H73B H -0.1997 0.2038 0.3764 0.070 Uiso 1 1 calc R A 1
C74 C -0.2473(3) 0.29031(19) 0.43900(19) 0.0726(10) Uani 1 1 d U A 1
H74A H -0.2456 0.2585 0.4793 0.087 Uiso 1 1 calc R A 1
H74B H -0.2180 0.3398 0.4526 0.087 Uiso 1 1 calc R A 1
C75 C -0.3679(3) 0.29883(17) 0.40880(18) 0.0644(9) Uani 1 1 d U A 1
H75A H -0.3691 0.3026 0.3601 0.097 Uiso 1 1 calc R A 1
H75B H -0.3998 0.3439 0.4266 0.097 Uiso 1 1 calc R A 1
H75C H -0.4103 0.2553 0.4208 0.097 Uiso 1 1 calc R A 1
C76 C 0.1909(2) 0.29043(15) 0.40292(15) 0.0507(7) Uani 1 1 d U A 1
H76A H 0.2703 0.2844 0.4142 0.061 Uiso 1 1 calc R A 1
H76B H 0.1579 0.3071 0.4437 0.061 Uiso 1 1 calc R A 1
C77 C 0.1725(3) 0.35212(16) 0.34799(15) 0.0552(8) Uani 1 1 d U A 1
H77A H 0.0935 0.3583 0.3355 0.066 Uiso 1 1 calc R A 1
H77B H 0.2087 0.3377 0.3076 0.066 Uiso 1 1 calc R A 1
C78 C 0.2222(3) 0.42709(18) 0.37697(17) 0.0634(9) Uani 1 1 d U A 1
H78A H 0.1877 0.4708 0.3538 0.076 Uiso 1 1 calc R A 1
H78B H 0.2144 0.4313 0.4255 0.076 Uiso 1 1 calc R A 1
C79 C 0.3445(6) 0.4190(4) 0.3620(4) 0.077(2) Uani 0.50 1 d PDU A 1
H79A H 0.3517 0.4164 0.3133 0.093 Uiso 1 1 calc R A 1
H79B H 0.3772 0.3737 0.3834 0.093 Uiso 1 1 calc R A 1
C80 C 0.4020(5) 0.4924(3) 0.3932(3) 0.0634(19) Uani 0.50 1 d PDU A 1
H80A H 0.3526 0.5349 0.3858 0.095 Uiso 1 1 calc R A 1
H80B H 0.4695 0.5018 0.3717 0.095 Uiso 1 1 calc R A 1
H80C H 0.4190 0.4853 0.4413 0.095 Uiso 1 1 calc R A 1
C79B C 0.3467(6) 0.4385(4) 0.3968(4) 0.059(2) Uiso 0.50 1 d PDU D 2
C80B C 0.3616(7) 0.5249(4) 0.4140(4) 0.071(2) Uiso 0.50 1 d PDU D 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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_publ_flag
O2 B1 O3 114.1(2) y
O2 B1 O1 113.6(2) y
O3 B1 O1 104.36(18) y
O2 B1 O4 102.89(18) y
O3 B1 O4 110.93(19) y
O1 B1 O4 111.22(19) y
C10 O1 B1 117.75(18) y
C20 O2 B1 116.25(19) y
C30 O3 B1 120.85(18) y
C40 O4 B1 118.02(19) y
O1 C10 C11 120.0(2) y
O1 C10 C15 117.9(2) y
C11 C10 C15 122.0(2) y
C10 C11 C12 117.4(2) y
C10 C11 C21 121.0(2) y
C12 C11 C21 121.5(2) y
C13 C12 C11 121.7(2) y
C13 C12 H12 119.1 ?
C11 C12 H12 119.1 ?
C14 C13 C12 120.2(2) y
C14 C13 H13 119.9 ?
C12 C13 H13 119.9 ?
C13 C14 C15 120.2(2) y
C13 C14 H14 119.9 ?
C15 C14 H14 119.9 ?
C10 C15 C14 118.4(2) y
C10 C15 H15 120.8 ?
C14 C15 H15 120.8 ?
O2 C20 C25 120.0(2) y
O2 C20 C21 119.2(2) y
C25 C20 C21 120.6(2) y
C20 C21 C22 117.8(2) y
C20 C21 C11 121.1(2) y
C22 C21 C11 121.1(2) y
C23 C22 C21 121.1(2) y
C23 C22 H22 119.4 ?
C21 C22 H22 119.4 ?
C22 C23 C24 121.9(2) y
C22 C23 H23 119.1 ?
C24 C23 H23 119.1 ?
C23 C24 C25 120.0(2) y
C23 C24 H24 120 ?
C25 C24 H24 120 ?
C20 C25 C24 118.5(2) y
C20 C25 H25 120.8 ?
C24 C25 H25 120.8 ?
O3 C30 C31 123.0(2) y
O3 C30 C35 117.9(2) y
C31 C30 C35 119.1(2) y
C30 C31 C32 119.3(2) y
C30 C31 C41 120.4(2) y
C32 C31 C41 120.2(2) y
C33 C32 C31 120.2(2) y
C33 C32 H32 119.9 ?
C31 C32 H32 119.9 ?
C34 C33 C32 121.0(3) y
C34 C33 H33 119.5 ?
C32 C33 H33 119.5 ?
C33 C34 C35 122.1(2) y
C33 C34 H34 118.9 ?
C35 C34 H34 118.9 ?
C30 C35 C34 118.1(2) y
C30 C35 H35 121 ?
C34 C35 H35 121 ?
O4 C40 C45 118.9(2) y
O4 C40 C41 120.7(2) y
C45 C40 C41 120.4(2) y
C40 C41 C42 115.5(2) y
C40 C41 C31 120.5(2) y
C42 C41 C31 124.0(2) y
C43 C42 C41 123.4(2) y
C43 C42 H42 118.3 ?
C41 C42 H42 118.3 ?
C42 C43 C44 122.1(2) y
C42 C43 H43 118.9 ?
C44 C43 H43 118.9 ?
C43 C44 C45 117.2(2) y
C43 C44 H44 121.4 ?
C45 C44 H44 121.4 ?
C40 C45 C44 121.4(2) y
C40 C45 H45 119.3 ?
C44 C45 H45 119.3 ?
C71 N50 C76 111.4(2) y
C71 N50 C61 105.1(2) y
C76 N50 C61 112.2(2) y
C71 N50 C66 112.1(2) y
C76 N50 C66 106.3(2) y
C61 N50 C66 110.0(2) y
C62 C61 N50 114.0(2) y
C62 C61 H61A 108.8 ?
N50 C61 H61A 108.8 ?
C62 C61 H61B 108.8 ?
N50 C61 H61B 108.8 ?
H61A C61 H61B 107.7 ?
C61 C62 C63 106.3(2) y
C61 C62 H62A 110.5 ?
C63 C62 H62A 110.5 ?
C61 C62 H62B 110.5 ?
C63 C62 H62B 110.5 ?
H62A C62 H62B 108.7 ?
C62 C63 C64 113.9(3) y
C62 C63 H63A 108.8 ?
C64 C63 H63A 108.8 ?
C62 C63 H63B 108.8 ?
C64 C63 H63B 108.8 ?
H63A C63 H63B 107.7 ?
C65 C64 C63 110.4(5) y
C65 C64 H64A 109.6 ?
C63 C64 H64A 109.6 ?
C65 C64 H64B 109.6 ?
C63 C64 H64B 109.6 ?
H64A C64 H64B 108.1 ?
C67 C66 N50 112.9(3) y
C67 C66 H66A 109 ?
N50 C66 H66A 109 ?
C67 C66 H66B 109 ?
N50 C66 H66B 109 ?
H66A C66 H66B 107.8 ?
C66 C67 C68 108.1(3) y
C66 C67 H67A 110.1 ?
C68 C67 H67A 110.1 ?
C66 C67 H67B 110.1 ?
C68 C67 H67B 110.1 ?
H67A C67 H67B 108.4 ?
C69 C68 C67 125.0(4) y
C69 C68 H68A 106.1 ?
C67 C68 H68A 106.1 ?
C69 C68 H68B 106.1 ?
C67 C68 H68B 106.1 ?
H68A C68 H68B 106.3 ?
C68 C69 C70 110.1(4) y
C68 C69 H69A 109.6 ?
C70 C69 H69A 109.6 ?
C68 C69 H69B 109.6 ?
C70 C69 H69B 109.6 ?
H69A C69 H69B 108.1 ?
N50 C71 C72 114.2(2) y
N50 C71 H71A 108.7 ?
C72 C71 H71A 108.7 ?
N50 C71 H71B 108.7 ?
C72 C71 H71B 108.7 ?
H71A C71 H71B 107.6 ?
C73 C72 C71 109.1(2) y
C73 C72 H72A 109.9 ?
C71 C72 H72A 109.9 ?
C73 C72 H72B 109.9 ?
C71 C72 H72B 109.9 ?
H72A C72 H72B 108.3 ?
C74 C73 C72 111.4(3) y
C74 C73 H73A 109.3 ?
C72 C73 H73A 109.3 ?
C74 C73 H73B 109.3 ?
C72 C73 H73B 109.3 ?
H73A C73 H73B 108 ?
C75 C74 C73 111.2(3) y
C75 C74 H74A 109.4 ?
C73 C74 H74A 109.4 ?
C75 C74 H74B 109.4 ?
C73 C74 H74B 109.4 ?
H74A C74 H74B 108 ?
N50 C76 C77 113.5(2) y
N50 C76 H76A 108.9 ?
C77 C76 H76A 108.9 ?
N50 C76 H76B 108.9 ?
C77 C76 H76B 108.9 ?
H76A C76 H76B 107.7 ?
C76 C77 C78 108.3(3) y
C76 C77 H77A 110 ?
C78 C77 H77A 110 ?
C76 C77 H77B 110 ?
C78 C77 H77B 110 ?
H77A C77 H77B 108.4 ?
C79 C78 C77 101.6(3) y
C79 C78 H78A 111.5 ?
C77 C78 H78A 111.5 ?
C79 C78 H78B 111.5 ?
C77 C78 H78B 111.5 ?
H78A C78 H78B 109.3 ?
C78 C79 C80 104.4(5) y
C78 C79 H79A 110.9 ?
C80 C79 H79A 110.9 ?
C78 C79 H79B 110.9 ?
C80 C79 H79B 110.9 ?
H79A C79 H79B 108.9 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O2 1.451(3) y
B1 O3 1.460(3) y
B1 O1 1.464(3) y
B1 O4 1.503(3) y
O1 C10 1.374(3) y
O2 C20 1.367(3) y
O3 C30 1.354(3) y
O4 C40 1.357(3) y
C10 C11 1.387(3) y
C10 C15 1.391(3) y
C11 C12 1.401(3) y
C11 C21 1.458(3) y
C12 C13 1.382(3) y
C12 H12 0.93 ?
C13 C14 1.361(3) y
C13 H13 0.93 ?
C14 C15 1.420(3) y
C14 H14 0.93 ?
C15 H15 0.93 ?
C20 C25 1.394(3) y
C20 C21 1.399(3) y
C21 C22 1.428(3) y
C22 C23 1.338(3) y
C22 H22 0.93 ?
C23 C24 1.351(3) y
C23 H23 0.93 ?
C24 C25 1.433(3) y
C24 H24 0.93 ?
C25 H25 0.93 ?
C30 C31 1.386(3) y
C30 C35 1.388(3) y
C31 C32 1.410(3) y
C31 C41 1.459(4) y
C32 C33 1.348(3) y
C32 H32 0.93 ?
C33 C34 1.302(3) y
C33 H33 0.93 ?
C34 C35 1.418(3) y
C34 H34 0.93 ?
C35 H35 0.93 ?
C40 C45 1.393(3) y
C40 C41 1.409(4) y
C41 C42 1.429(3) y
C42 C43 1.313(3) y
C42 H42 0.93 ?
C43 C44 1.385(3) y
C43 H43 0.93 ?
C44 C45 1.403(3) y
C44 H44 0.93 ?
C45 H45 0.93 ?
N50 C71 1.510(3) y
N50 C76 1.517(4) y
N50 C61 1.528(4) y
N50 C66 1.548(4) y
C61 C62 1.523(4) y
C61 H61a 0.97 ?
C61 H61b 0.97 ?
C62 C63 1.526(4) y
C62 H62a 0.97 ?
C62 H62b 0.97 ?
C63 C64 1.532(6) y
C63 H63a 0.97 ?
C63 H63b 0.97 ?
C64 C65 1.528(7) y
C64 H64a 0.97 ?
C64 H64b 0.97 ?
C65 H65a 0.96 ?
C65 H65b 0.96 ?
C65 H65c 0.96 ?
C64b C65b 1.521(9) y
C66 C67 1.538(4) y
C66 H66a 0.97 ?
C66 H66b 0.97 ?
C67 C68 1.542(4) y
C67 H67a 0.97 ?
C67 H67b 0.97 ?
C68 C69 1.518(6) y
C68 H68a 0.97 ?
C68 H68b 0.97 ?
C69 C70 1.540(5) y
C69 H69a 0.97 ?
C69 H69b 0.97 ?
C70 H70a 0.96 ?
C70 H70b 0.96 ?
C70 H70c 0.96 ?
C69b C70b 1.539(6) y
C71 C72 1.535(4) y
C71 H71a 0.97 ?
C71 H71b 0.97 ?
C72 C73 1.534(4) y
C72 H72a 0.97 ?
C72 H72b 0.97 ?
C73 C74 1.533(4) y
C73 H73a 0.97 ?
C73 H73b 0.97 ?
C74 C75 1.533(4) y
C74 H74a 0.97 ?
C74 H74b 0.97 ?
C75 H75a 0.96 ?
C75 H75b 0.96 ?
C75 H75c 0.96 ?
C76 C77 1.536(4) y
C76 H76a 0.97 ?
C76 H76b 0.97 ?
C77 C78 1.539(4) y
C77 H77a 0.97 ?
C77 H77b 0.97 ?
C78 C79 1.532(7) y
C78 H78a 0.97 ?
C78 H78b 0.97 ?
C79 C80 1.567(6) y
C79 H79a 0.97 ?
C79 H79b 0.97 ?
C80 H80a 0.96 ?
C80 H80b 0.96 ?
C80 H80c 0.96 ?
C79b C80b 1.565(7) y
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_publ_flag
O2 B1 O1 C10 38.5(3) y
O3 B1 O1 C10 163.37(18) y
O4 B1 O1 C10 -77.0(2) y
O3 B1 O2 C20 -71.2(2) y
O1 B1 O2 C20 48.3(3) y
O4 B1 O2 C20 168.61(18) y
O2 B1 O3 C30 -79.8(3) y
O1 B1 O3 C30 155.64(18) y
O4 B1 O3 C30 35.8(3) y
O2 B1 O4 C40 170.76(18) y
O3 B1 O4 C40 48.4(3) y
O1 B1 O4 C40 -67.3(3) y
B1 O1 C10 C11 -68.9(3) y
B1 O1 C10 C15 114.7(2) y
O1 C10 C11 C12 -176.1(2) y
C15 C10 C11 C12 0.2(4) y
O1 C10 C11 C21 5.4(4) y
C15 C10 C11 C21 -178.4(2) y
C10 C11 C12 C13 -1.1(4) y
C21 C11 C12 C13 177.4(2) y
C11 C12 C13 C14 1.9(4) y
C12 C13 C14 C15 -1.8(4) y
O1 C10 C15 C14 176.2(2) y
C11 C10 C15 C14 -0.1(4) y
C13 C14 C15 C10 0.9(4) y
B1 O2 C20 C25 114.0(3) y
B1 O2 C20 C21 -71.4(3) y
O2 C20 C21 C22 -178.1(2) y
C25 C20 C21 C22 -3.5(4) y
O2 C20 C21 C11 2.5(4) y
C25 C20 C21 C11 177.1(3) y
C10 C11 C21 C20 42.3(4) y
C12 C11 C21 C20 -136.2(3) y
C10 C11 C21 C22 -137.0(3) y
C12 C11 C21 C22 44.5(4) y
C20 C21 C22 C23 2.8(4) y
C11 C21 C22 C23 -177.9(2) y
C21 C22 C23 C24 -0.8(4) y
C22 C23 C24 C25 -0.4(4) y
O2 C20 C25 C24 176.9(2) y
C21 C20 C25 C24 2.3(4) y
C23 C24 C25 C20 -0.3(4) y
B1 O3 C30 C31 -66.9(3) y
B1 O3 C30 C35 116.8(3) y
O3 C30 C31 C32 -171.2(2) y
C35 C30 C31 C32 5.0(4) y
O3 C30 C31 C41 4.5(4) y
C35 C30 C31 C41 -179.3(2) y
C30 C31 C32 C33 -2.8(4) y
C41 C31 C32 C33 -178.5(3) y
C31 C32 C33 C34 -0.8(4) y
C32 C33 C34 C35 2.2(4) y
O3 C30 C35 C34 172.7(2) y
C31 C30 C35 C34 -3.8(4) y
C33 C34 C35 C30 0.2(4) y
B1 O4 C40 C45 111.4(3) y
B1 O4 C40 C41 -70.0(3) y
O4 C40 C41 C42 -176.1(2) y
C45 C40 C41 C42 2.5(4) y
O4 C40 C41 C31 1.7(4) y
C45 C40 C41 C31 -179.7(2) y
C30 C31 C41 C40 41.7(4) y
C32 C31 C41 C40 -142.6(3) y
C30 C31 C41 C42 -140.7(3) y
C32 C31 C41 C42 34.9(4) y
C40 C41 C42 C43 -0.9(4) y
C31 C41 C42 C43 -178.5(3) y
C41 C42 C43 C44 -0.5(4) y
C42 C43 C44 C45 0.1(4) y
O4 C40 C45 C44 175.7(2) y
C41 C40 C45 C44 -3.0(4) y
C43 C44 C45 C40 1.6(4) y
C71 N50 C61 C62 177.9(2) y
C76 N50 C61 C62 56.8(3) y
C66 N50 C61 C62 -61.3(3) y
N50 C61 C62 C63 171.9(2) y
C61 C62 C63 C64 175.6(3) y
C62 C63 C64 C65 60.1(5) y
C71 N50 C66 C67 59.9(3) y
C76 N50 C66 C67 -178.2(3) y
C61 N50 C66 C67 -56.6(3) y
N50 C66 C67 C68 171.0(3) y
C66 C67 C68 C69 -162.1(4) y
C67 C68 C69 C70 103.6(5) y
C76 N50 C71 C72 -58.5(3) y
C61 N50 C71 C72 179.8(2) y
C66 N50 C71 C72 60.4(3) y
N50 C71 C72 C73 -179.4(2) y
C71 C72 C73 C74 -176.8(2) y
C72 C73 C74 C75 175.5(3) y
C71 N50 C76 C77 -55.8(3) y
C61 N50 C76 C77 61.6(3) y
C66 N50 C76 C77 -178.1(2) y
N50 C76 C77 C78 177.9(2) y
C76 C77 C78 C79 85.0(4) y
C77 C78 C79 C80 -177.6(5) y
