#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/00/4500042.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_4500042
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         'C24 H16 B O4, C8 H20 N'
_chemical_formula_sum            'C32 H36 B N O4'
_chemical_formula_weight         509.43
_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                 115.519(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   18.0047(8)
_cell_length_b                   17.8601(8)
_cell_length_c                   18.6114(9)
_cell_measurement_reflns_used    11776
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.68
_cell_measurement_theta_min      2.86
_cell_volume                     5400.9(4)
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_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      100(2)
_diffrn_detector_area_resol_mean 5.5
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker AXS Smart 2K/Platform'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.049
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            48563
_diffrn_reflns_theta_full        72.63
_diffrn_reflns_theta_max         72.63
_diffrn_reflns_theta_min         2.86
_diffrn_standards_decay_%        0.00
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    0.642
_exptl_absorpt_correction_T_max  0.9610
_exptl_absorpt_correction_T_min  0.9150
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2176
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         10524
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0421
_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)+(0.0609P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1087
_reflns_number_gt                8057
_reflns_number_total             10524
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            deposit.cif
_cod_data_source_block           jiw858
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4500042
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
B1 B 0.32915(10) 0.16531(9) 0.30090(10) 0.0205(3) Uani 1 1 d .
O1 O 0.32514(6) 0.08520(5) 0.31753(6) 0.0214(2) Uani 1 1 d .
B2 B 0.31054(10) 0.13988(9) 0.82427(10) 0.0201(3) Uani 1 1 d .
O2 O 0.24826(6) 0.20183(5) 0.27347(6) 0.0223(2) Uani 1 1 d .
O3 O 0.38040(6) 0.20821(6) 0.37210(6) 0.0219(2) Uani 1 1 d .
O4 O 0.36097(6) 0.16646(5) 0.24074(6) 0.0209(2) Uani 1 1 d .
O5 O 0.32185(6) 0.09161(5) 0.89185(6) 0.0202(2) Uani 1 1 d .
O6 O 0.22494(6) 0.14309(5) 0.76398(6) 0.0207(2) Uani 1 1 d .
O7 O 0.36703(6) 0.10751(5) 0.79448(6) 0.0202(2) Uani 1 1 d .
O8 O 0.32871(6) 0.21884(5) 0.84686(6) 0.0213(2) Uani 1 1 d .
C10 C 0.28523(9) 0.06441(8) 0.36228(9) 0.0212(3) Uani 1 1 d .
C11 C 0.19934(9) 0.07212(8) 0.33245(9) 0.0212(3) Uani 1 1 d .
C12 C 0.16097(10) 0.04683(8) 0.37929(10) 0.0260(3) Uani 1 1 d .
H12 H 0.1032 0.0528 0.3604 0.031 Uiso 1 1 calc .
C13 C 0.20553(11) 0.01332(9) 0.45254(10) 0.0302(4) Uani 1 1 d .
H13 H 0.1785 -0.0031 0.4837 0.036 Uiso 1 1 calc .
C14 C 0.29000(11) 0.00392(9) 0.48017(9) 0.0293(4) Uani 1 1 d .
H14 H 0.3207 -0.0202 0.5298 0.035 Uiso 1 1 calc .
C15 C 0.32947(9) 0.02968(8) 0.43543(9) 0.0256(3) Uani 1 1 d .
H15 H 0.3873 0.0236 0.4549 0.031 Uiso 1 1 calc .
C20 C 0.17945(8) 0.16443(8) 0.22397(9) 0.0197(3) Uani 1 1 d .
C21 C 0.15109(9) 0.10250(8) 0.25150(9) 0.0200(3) Uani 1 1 d .
C22 C 0.07648(9) 0.06977(8) 0.19971(9) 0.0236(3) Uani 1 1 d .
H22 H 0.0561 0.0280 0.2174 0.028 Uiso 1 1 calc .
C23 C 0.03165(9) 0.09697(9) 0.12308(9) 0.0253(3) Uani 1 1 d .
H23 H -0.0188 0.0739 0.0888 0.030 Uiso 1 1 calc .
C24 C 0.06092(9) 0.15780(8) 0.09693(9) 0.0236(3) Uani 1 1 d .
H24 H 0.0306 0.1765 0.0445 0.028 Uiso 1 1 calc .
C25 C 0.13437(9) 0.19137(8) 0.14719(9) 0.0221(3) Uani 1 1 d .
H25 H 0.1541 0.2332 0.1290 0.027 Uiso 1 1 calc .
C30 C 0.46374(9) 0.20038(8) 0.40227(9) 0.0210(3) Uani 1 1 d .
C31 C 0.50737(9) 0.23138(8) 0.36230(9) 0.0212(3) Uani 1 1 d .
C32 C 0.59366(9) 0.23002(9) 0.40073(9) 0.0258(3) Uani 1 1 d .
H32 H 0.6242 0.2536 0.3763 0.031 Uiso 1 1 calc .
C33 C 0.63512(9) 0.19486(9) 0.47379(10) 0.0296(4) Uani 1 1 d .
H33 H 0.6936 0.1935 0.4985 0.036 Uiso 1 1 calc .
C34 C 0.59096(10) 0.16166(9) 0.51054(9) 0.0300(4) Uani 1 1 d .
H34 H 0.6192 0.1361 0.5597 0.036 Uiso 1 1 calc .
C35 C 0.50583(10) 0.16560(8) 0.47589(9) 0.0260(3) Uani 1 1 d .
H35 H 0.4760 0.1445 0.5024 0.031 Uiso 1 1 calc .
C40 C 0.39061(9) 0.23183(8) 0.22548(9) 0.0200(3) Uani 1 1 d .
C41 C 0.46318(9) 0.26470(8) 0.28200(9) 0.0198(3) Uani 1 1 d .
C42 C 0.49451(9) 0.32727(8) 0.25942(10) 0.0246(3) Uani 1 1 d .
H42 H 0.5442 0.3492 0.2968 0.030 Uiso 1 1 calc .
C43 C 0.45529(10) 0.35836(9) 0.18417(10) 0.0280(3) Uani 1 1 d .
H43 H 0.4781 0.4007 0.1701 0.034 Uiso 1 1 calc .
C44 C 0.38230(10) 0.32698(9) 0.12961(9) 0.0263(3) Uani 1 1 d .
H44 H 0.3539 0.3487 0.0783 0.032 Uiso 1 1 calc .
C45 C 0.35087(9) 0.26372(8) 0.15003(9) 0.0235(3) Uani 1 1 d .
H45 H 0.3015 0.2418 0.1120 0.028 Uiso 1 1 calc .
C50 C 0.26291(9) 0.08934(8) 0.91912(9) 0.0199(3) Uani 1 1 d .
C51 C 0.18558(9) 0.05749(8) 0.87325(9) 0.0204(3) Uani 1 1 d .
C52 C 0.13053(9) 0.05014(8) 0.90796(9) 0.0235(3) Uani 1 1 d .
H52 H 0.0782 0.0281 0.8778 0.028 Uiso 1 1 calc .
C53 C 0.15015(10) 0.07402(8) 0.98458(10) 0.0257(3) Uani 1 1 d .
H53 H 0.1121 0.0677 1.0070 0.031 Uiso 1 1 calc .
C54 C 0.22613(10) 0.10746(8) 1.02870(9) 0.0256(3) Uani 1 1 d .
H54 H 0.2397 0.1252 1.0810 0.031 Uiso 1 1 calc .
C55 C 0.28214(9) 0.11479(8) 0.99607(9) 0.0226(3) Uani 1 1 d .
H55 H 0.3341 0.1374 1.0265 0.027 Uiso 1 1 calc .
C60 C 0.16005(8) 0.03471(8) 0.78955(9) 0.0204(3) Uani 1 1 d .
C61 C 0.18035(8) 0.07934(8) 0.73804(9) 0.0199(3) Uani 1 1 d .
C62 C 0.14919(9) 0.06127(8) 0.65731(9) 0.0231(3) Uani 1 1 d .
H62 H 0.1625 0.0918 0.6227 0.028 Uiso 1 1 calc .
C63 C 0.09905(9) -0.00077(9) 0.62713(9) 0.0263(3) Uani 1 1 d .
H63 H 0.0775 -0.0121 0.5720 0.032 Uiso 1 1 calc .
C64 C 0.08034(9) -0.04625(8) 0.67745(10) 0.0271(3) Uani 1 1 d .
H64 H 0.0471 -0.0895 0.6572 0.033 Uiso 1 1 calc .
C65 C 0.11040(9) -0.02814(8) 0.75746(9) 0.0233(3) Uani 1 1 d .
H65 H 0.0969 -0.0593 0.7915 0.028 Uiso 1 1 calc .
C70 C 0.38351(8) 0.14865(8) 0.74131(9) 0.0199(3) Uani 1 1 d .
C71 C 0.43272(8) 0.21323(8) 0.76630(9) 0.0199(3) Uani 1 1 d .
C72 C 0.45249(9) 0.25037(8) 0.71031(9) 0.0227(3) Uani 1 1 d .
H72 H 0.4862 0.2938 0.7260 0.027 Uiso 1 1 calc .
C73 C 0.42385(9) 0.22506(9) 0.63272(9) 0.0249(3) Uani 1 1 d .
H73 H 0.4386 0.2507 0.5960 0.030 Uiso 1 1 calc .
C74 C 0.37372(9) 0.16240(9) 0.60842(9) 0.0248(3) Uani 1 1 d .
H74 H 0.3528 0.1458 0.5548 0.030 Uiso 1 1 calc .
C75 C 0.35431(9) 0.12414(8) 0.66290(9) 0.0226(3) Uani 1 1 d .
H75 H 0.3207 0.0807 0.6465 0.027 Uiso 1 1 calc .
C80 C 0.40748(9) 0.24364(8) 0.88530(9) 0.0204(3) Uani 1 1 d .
C81 C 0.46147(9) 0.24244(8) 0.84847(9) 0.0210(3) Uani 1 1 d .
C82 C 0.53915(9) 0.27450(8) 0.88903(9) 0.0239(3) Uani 1 1 d .
H82 H 0.5762 0.2740 0.8650 0.029 Uiso 1 1 calc .
C83 C 0.56390(9) 0.30708(8) 0.96357(10) 0.0274(3) Uani 1 1 d .
H83 H 0.6174 0.3280 0.9903 0.033 Uiso 1 1 calc .
C84 C 0.50951(10) 0.30879(8) 0.99866(9) 0.0274(3) Uani 1 1 d .
H84 H 0.5254 0.3318 1.0491 0.033 Uiso 1 1 calc .
C85 C 0.43221(10) 0.27680(8) 0.95982(9) 0.0243(3) Uani 1 1 d .
H85 H 0.3956 0.2775 0.9843 0.029 Uiso 1 1 calc .
C90 C 0.36858(9) -0.13370(8) 0.23921(9) 0.0254(3) Uani 1 1 d .
H90A H 0.4051 -0.1604 0.2204 0.031 Uiso 1 1 calc R
H90B H 0.3461 -0.1713 0.2636 0.031 Uiso 1 1 calc R
N90 N 0.29801(7) -0.09994(7) 0.16799(7) 0.0224(3) Uani 1 1 d .
C91 C 0.41980(10) -0.07824(10) 0.30277(10) 0.0326(4) Uani 1 1 d .
H91A H 0.4473 -0.0438 0.2810 0.049 Uiso 1 1 calc R
H91B H 0.4612 -0.1052 0.3482 0.049 Uiso 1 1 calc R
H91C H 0.3840 -0.0497 0.3203 0.049 Uiso 1 1 calc R
C92 C 0.23865(9) -0.05941(8) 0.19289(10) 0.0262(3) Uani 1 1 d .
H92A H 0.2675 -0.0162 0.2267 0.031 Uiso 1 1 calc R
H92B H 0.1925 -0.0395 0.1446 0.031 Uiso 1 1 calc R
C93 C 0.20378(11) -0.10750(10) 0.23797(13) 0.0415(5) Uani 1 1 d .
H93A H 0.1754 -0.1508 0.2053 0.062 Uiso 1 1 calc R
H93B H 0.1647 -0.0780 0.2501 0.062 Uiso 1 1 calc R
H93C H 0.2486 -0.1249 0.2877 0.062 Uiso 1 1 calc R
C94 C 0.25588(10) -0.16455(9) 0.11183(10) 0.0323(4) Uani 1 1 d .
H94A H 0.2963 -0.1884 0.0960 0.039 Uiso 1 1 calc R
H94B H 0.2396 -0.2024 0.1412 0.039 Uiso 1 1 calc R
C95 C 0.18081(13) -0.14334(12) 0.03741(12) 0.0565(6) Uani 1 1 d .
H95A H 0.1382 -0.1240 0.0520 0.085 Uiso 1 1 calc R
H95B H 0.1599 -0.1876 0.0035 0.085 Uiso 1 1 calc R
H95C H 0.1956 -0.1047 0.0085 0.085 Uiso 1 1 calc R
C96 C 0.32799(10) -0.04215(8) 0.12748(9) 0.0272(3) Uani 1 1 d .
H96A H 0.3544 -0.0010 0.1656 0.033 Uiso 1 1 calc R
H96B H 0.2796 -0.0209 0.0822 0.033 Uiso 1 1 calc R
C97 C 0.38825(12) -0.06994(10) 0.09658(11) 0.0390(4) Uani 1 1 d .
H97A H 0.4387 -0.0870 0.1413 0.058 Uiso 1 1 calc R
H97B H 0.4014 -0.0292 0.0687 0.058 Uiso 1 1 calc R
H97C H 0.3636 -0.1116 0.0597 0.058 Uiso 1 1 calc R
C100 C 0.39601(9) -0.07169(8) 0.87929(9) 0.0244(3) Uani 1 1 d .
H10A H 0.4136 -0.0235 0.8653 0.029 Uiso 1 1 calc R
H10B H 0.3487 -0.0613 0.8916 0.029 Uiso 1 1 calc R
N100 N 0.36736(7) -0.12313(7) 0.80727(7) 0.0208(3) Uani 1 1 d .
C101 C 0.46611(10) -0.10233(9) 0.95346(10) 0.0301(4) Uani 1 1 d .
H10C H 0.4500 -0.1507 0.9673 0.045 Uiso 1 1 calc R
H10D H 0.4788 -0.0671 0.9976 0.045 Uiso 1 1 calc R
H10E H 0.5148 -0.1091 0.9434 0.045 Uiso 1 1 calc R
C102 C 0.43768(9) -0.14214(8) 0.78604(10) 0.0251(3) Uani 1 1 d .
H10F H 0.4817 -0.1671 0.8323 0.030 Uiso 1 1 calc R
H10G H 0.4175 -0.1784 0.7415 0.030 Uiso 1 1 calc R
C103 C 0.47450(10) -0.07566(10) 0.76251(12) 0.0361(4) Uani 1 1 d .
H10H H 0.4316 -0.0505 0.7166 0.054 Uiso 1 1 calc R
H10I H 0.5182 -0.0929 0.7485 0.054 Uiso 1 1 calc R
H10J H 0.4975 -0.0406 0.8072 0.054 Uiso 1 1 calc R
C104 C 0.29992(9) -0.08121(8) 0.73935(9) 0.0237(3) Uani 1 1 d .
H10K H 0.2525 -0.0747 0.7525 0.028 Uiso 1 1 calc R
H10L H 0.3206 -0.0307 0.7356 0.028 Uiso 1 1 calc R
C105 C 0.26977(10) -0.11876(9) 0.65861(9) 0.0282(3) Uani 1 1 d .
H10M H 0.3146 -0.1206 0.6421 0.042 Uiso 1 1 calc R
H10N H 0.2236 -0.0902 0.6195 0.042 Uiso 1 1 calc R
H10O H 0.2516 -0.1698 0.6621 0.042 Uiso 1 1 calc R
C106 C 0.33596(9) -0.19728(8) 0.82331(9) 0.0247(3) Uani 1 1 d .
H10P H 0.3145 -0.2272 0.7737 0.030 Uiso 1 1 calc R
H10Q H 0.3831 -0.2250 0.8636 0.030 Uiso 1 1 calc R
C107 C 0.26946(10) -0.19199(9) 0.85206(11) 0.0338(4) Uani 1 1 d .
H10R H 0.2914 -0.1670 0.9040 0.051 Uiso 1 1 calc R
H10S H 0.2508 -0.2424 0.8571 0.051 Uiso 1 1 calc R
H10T H 0.2230 -0.1631 0.8138 0.051 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 0.0181 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
O4 B1 O3 112.60(12) y
O4 B1 O2 112.58(12) y
O3 B1 O2 103.04(11) y
O4 B1 O1 104.22(12) y
O3 B1 O1 112.80(12) y
O2 B1 O1 111.89(12) y
C10 O1 B1 118.62(11) y
O5 B2 O6 113.06(12) y
O5 B2 O8 112.84(12) y
O6 B2 O8 102.29(11) y
O5 B2 O7 103.27(11) y
O6 B2 O7 113.38(12) y
O8 B2 O7 112.38(12) y
C20 O2 B1 119.62(11) y
C30 O3 B1 118.15(11) y
C40 O4 B1 119.30(11) y
C50 O5 B2 119.73(11) y
C61 O6 B2 120.37(11) y
C70 O7 B2 117.64(11) y
C80 O8 B2 121.16(11) y
O1 C10 C15 119.21(13) y
O1 C10 C11 120.72(13) y
C15 C10 C11 119.87(14) y
C12 C11 C10 118.44(14) y
C12 C11 C21 121.43(13) y
C10 C11 C21 120.05(13) y
C13 C12 C11 121.36(15) y
C13 C12 H12 119.3 ?
C11 C12 H12 119.3 ?
C12 C13 C14 119.60(14) y
C12 C13 H13 120.2 ?
C14 C13 H13 120.2 ?
C15 C14 C13 120.02(15) y
C15 C14 H14 120 ?
C13 C14 H14 120 ?
C14 C15 C10 120.67(14) y
C14 C15 H15 119.7 ?
C10 C15 H15 119.7 ?
O2 C20 C25 118.99(13) y
O2 C20 C21 120.56(13) y
C25 C20 C21 120.31(13) y
C22 C21 C20 118.00(14) y
C22 C21 C11 121.07(13) y
C20 C21 C11 120.92(13) y
C23 C22 C21 121.45(13) y
C23 C22 H22 119.3 ?
C21 C22 H22 119.3 ?
C24 C23 C22 119.65(14) y
C24 C23 H23 120.2 ?
C22 C23 H23 120.2 ?
C23 C24 C25 119.99(14) y
C23 C24 H24 120 ?
C25 C24 H24 120 ?
C24 C25 C20 120.61(13) y
C24 C25 H25 119.7 ?
C20 C25 H25 119.7 ?
O3 C30 C35 119.08(13) y
O3 C30 C31 120.50(13) y
C35 C30 C31 120.28(14) y
C32 C31 C30 118.12(14) y
C32 C31 C41 121.11(14) y
C30 C31 C41 120.77(13) y
C33 C32 C31 121.16(15) y
C33 C32 H32 119.4 ?
C31 C32 H32 119.4 ?
C34 C33 C32 119.77(14) y
C34 C33 H33 120.1 ?
C32 C33 H33 120.1 ?
C35 C34 C33 120.24(15) y
C35 C34 H34 119.9 ?
C33 C34 H34 119.9 ?
C34 C35 C30 120.28(15) y
C34 C35 H35 119.9 ?
C30 C35 H35 119.9 ?
O4 C40 C45 118.86(13) y
O4 C40 C41 121.54(13) y
C45 C40 C41 119.45(13) y
C42 C41 C40 118.38(14) y
C42 C41 C31 120.94(13) y
C40 C41 C31 120.62(13) y
C43 C42 C41 121.98(14) y
C43 C42 H42 119 ?
C41 C42 H42 119 ?
C42 C43 C44 119.23(14) y
C42 C43 H43 120.4 ?
C44 C43 H43 120.4 ?
C43 C44 C45 119.87(15) y
C43 C44 H44 120.1 ?
C45 C44 H44 120.1 ?
C44 C45 C40 121.04(14) y
C44 C45 H45 119.5 ?
C40 C45 H45 119.5 ?
O5 C50 C55 118.97(13) y
O5 C50 C51 120.97(13) y
C55 C50 C51 119.93(13) y
C50 C51 C52 118.07(14) y
C50 C51 C60 121.97(13) y
C52 C51 C60 119.92(13) y
C53 C52 C51 121.97(14) y
C53 C52 H52 119 ?
C51 C52 H52 119 ?
C52 C53 C54 119.43(14) y
C52 C53 H53 120.3 ?
C54 C53 H53 120.3 ?
C55 C54 C53 119.80(14) y
C55 C54 H54 120.1 ?
C53 C54 H54 120.1 ?
C54 C55 C50 120.76(14) y
C54 C55 H55 119.6 ?
C50 C55 H55 119.6 ?
C65 C60 C61 117.93(14) y
C65 C60 C51 121.47(13) y
C61 C60 C51 120.43(13) y
O6 C61 C62 118.59(13) y
O6 C61 C60 121.29(13) y
C62 C61 C60 119.94(13) y
C63 C62 C61 120.68(14) y
C63 C62 H62 119.7 ?
C61 C62 H62 119.7 ?
C62 C63 C64 120.01(14) y
C62 C63 H63 120 ?
C64 C63 H63 120 ?
C65 C64 C63 119.54(14) y
C65 C64 H64 120.2 ?
C63 C64 H64 120.2 ?
C64 C65 C60 121.87(14) y
C64 C65 H65 119.1 ?
C60 C65 H65 119.1 ?
O7 C70 C75 119.29(13) y
O7 C70 C71 120.33(13) y
C75 C70 C71 120.31(13) y
C72 C71 C70 117.84(14) y
C72 C71 C81 120.78(13) y
C70 C71 C81 121.36(13) y
C73 C72 C71 121.36(14) y
C73 C72 H72 119.3 ?
C71 C72 H72 119.3 ?
C72 C73 C74 120.14(14) y
C72 C73 H73 119.9 ?
C74 C73 H73 119.9 ?
C73 C74 C75 119.56(14) y
C73 C74 H74 120.2 ?
C75 C74 H74 120.2 ?
C74 C75 C70 120.76(14) y
C74 C75 H75 119.6 ?
C70 C75 H75 119.6 ?
O8 C80 C85 118.45(13) y
O8 C80 C81 121.39(13) y
C85 C80 C81 119.91(14) y
C82 C81 C80 118.11(14) y
C82 C81 C71 121.75(13) y
C80 C81 C71 119.96(13) y
C83 C82 C81 121.89(14) y
C83 C82 H82 119.1 ?
C81 C82 H82 119.1 ?
C82 C83 C84 119.33(14) y
C82 C83 H83 120.3 ?
C84 C83 H83 120.3 ?
C85 C84 C83 119.86(15) y
C85 C84 H84 120.1 ?
C83 C84 H84 120.1 ?
C84 C85 C80 120.88(14) y
C84 C85 H85 119.6 ?
C80 C85 H85 119.6 ?
N90 C90 C91 115.05(12) y
N90 C90 H90A 108.5 ?
C91 C90 H90A 108.5 ?
N90 C90 H90B 108.5 ?
C91 C90 H90B 108.5 ?
H90A C90 H90B 107.5 ?
C96 N90 C90 111.39(12) y
C96 N90 C92 106.06(11) y
C90 N90 C92 111.02(12) y
C96 N90 C94 110.81(12) y
C90 N90 C94 106.37(11) y
C92 N90 C94 111.27(12) y
C90 C91 H91A 109.5 ?
C90 C91 H91B 109.5 ?
H91A C91 H91B 109.5 ?
C90 C91 H91C 109.5 ?
H91A C91 H91C 109.5 ?
H91B C91 H91C 109.5 ?
C93 C92 N90 114.40(12) y
C93 C92 H92A 108.7 ?
N90 C92 H92A 108.7 ?
C93 C92 H92B 108.7 ?
N90 C92 H92B 108.7 ?
H92A C92 H92B 107.6 ?
C92 C93 H93A 109.5 ?
C92 C93 H93B 109.5 ?
H93A C93 H93B 109.5 ?
C92 C93 H93C 109.5 ?
H93A C93 H93C 109.5 ?
H93B C93 H93C 109.5 ?
C95 C94 N90 115.12(14) y
C95 C94 H94A 108.5 ?
N90 C94 H94A 108.5 ?
C95 C94 H94B 108.5 ?
N90 C94 H94B 108.5 ?
H94A C94 H94B 107.5 ?
C94 C95 H95A 109.5 ?
C94 C95 H95B 109.5 ?
H95A C95 H95B 109.5 ?
C94 C95 H95C 109.5 ?
H95A C95 H95C 109.5 ?
H95B C95 H95C 109.5 ?
N90 C96 C97 115.78(13) y
N90 C96 H96A 108.3 ?
C97 C96 H96A 108.3 ?
N90 C96 H96B 108.3 ?
C97 C96 H96B 108.3 ?
H96A C96 H96B 107.4 ?
C96 C97 H97A 109.5 ?
C96 C97 H97B 109.5 ?
H97A C97 H97B 109.5 ?
C96 C97 H97C 109.5 ?
H97A C97 H97C 109.5 ?
H97B C97 H97C 109.5 ?
C101 C100 N100 114.71(12) y
C101 C100 H10A 108.6 ?
N100 C100 H10A 108.6 ?
C101 C100 H10B 108.6 ?
N100 C100 H10B 108.6 ?
H10A C100 H10B 107.6 ?
C102 N100 C106 106.20(11) y
C102 N100 C104 110.52(11) y
C106 N100 C104 111.17(11) y
C102 N100 C100 111.12(11) y
C106 N100 C100 111.54(11) y
C104 N100 C100 106.36(11) y
C100 C101 H10C 109.5 ?
C100 C101 H10D 109.5 ?
H10C C101 H10D 109.5 ?
C100 C101 H10E 109.5 ?
H10C C101 H10E 109.5 ?
H10D C101 H10E 109.5 ?
C103 C102 N100 114.72(12) y
C103 C102 H10F 108.6 ?
N100 C102 H10F 108.6 ?
C103 C102 H10G 108.6 ?
N100 C102 H10G 108.6 ?
H10F C102 H10G 107.6 ?
C102 C103 H10H 109.5 ?
C102 C103 H10I 109.5 ?
H10H C103 H10I 109.5 ?
C102 C103 H10J 109.5 ?
H10H C103 H10J 109.5 ?
H10I C103 H10J 109.5 ?
C105 C104 N100 115.02(12) y
C105 C104 H10K 108.5 ?
N100 C104 H10K 108.5 ?
C105 C104 H10L 108.5 ?
N100 C104 H10L 108.5 ?
H10K C104 H10L 107.5 ?
C104 C105 H10M 109.5 ?
C104 C105 H10N 109.5 ?
H10M C105 H10N 109.5 ?
C104 C105 H10O 109.5 ?
H10M C105 H10O 109.5 ?
H10N C105 H10O 109.5 ?
C107 C106 N100 115.73(12) y
C107 C106 H10P 108.3 ?
N100 C106 H10P 108.3 ?
C107 C106 H10Q 108.3 ?
N100 C106 H10Q 108.3 ?
H10P C106 H10Q 107.4 ?
C106 C107 H10R 109.5 ?
C106 C107 H10S 109.5 ?
H10R C107 H10S 109.5 ?
C106 C107 H10T 109.5 ?
H10R C107 H10T 109.5 ?
H10S C107 H10T 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O4 1.4612(19) y
B1 O3 1.4632(18) y
B1 O2 1.4720(18) y
B1 O1 1.4721(18) y
O1 C10 1.3650(17) y
B2 O5 1.4648(18) y
B2 O6 1.4655(19) y
B2 O8 1.4677(18) y
B2 O7 1.4703(18) y
O2 C20 1.3588(17) y
O3 C30 1.3641(17) y
O4 C40 1.3635(17) y
O5 C50 1.3601(16) y
O6 C61 1.3565(17) y
O7 C70 1.3639(16) y
O8 C80 1.3583(17) y
C10 C15 1.392(2) y
C10 C11 1.407(2) y
C11 C12 1.400(2) y
C11 C21 1.480(2) y
C12 C13 1.385(2) y
C12 H12 0.95 ?
C13 C14 1.390(2) y
C13 H13 0.95 ?
C14 C15 1.386(2) y
C14 H14 0.95 ?
C15 H15 0.95 ?
C20 C25 1.390(2) y
C20 C21 1.4044(19) y
C21 C22 1.400(2) y
C22 C23 1.389(2) y
C22 H22 0.95 ?
C23 C24 1.384(2) y
C23 H23 0.95 ?
C24 C25 1.385(2) y
C24 H24 0.95 ?
C25 H25 0.95 ?
C30 C35 1.394(2) y
C30 C31 1.407(2) y
C31 C32 1.403(2) y
C31 C41 1.482(2) y
C32 C33 1.388(2) y
C32 H32 0.95 ?
C33 C34 1.386(2) y
C33 H33 0.95 ?
C34 C35 1.385(2) y
C34 H34 0.95 ?
C35 H35 0.95 ?
C40 C45 1.394(2) y
C40 C41 1.405(2) y
C41 C42 1.396(2) y
C42 C43 1.384(2) y
C42 H42 0.95 ?
C43 C44 1.387(2) y
C43 H43 0.95 ?
C44 C45 1.388(2) y
C44 H44 0.95 ?
C45 H45 0.95 ?
C50 C55 1.396(2) y
C50 C51 1.402(2) y
C51 C52 1.4032(19) y
C51 C60 1.479(2) y
C52 C53 1.380(2) y
C52 H52 0.95 ?
C53 C54 1.391(2) y
C53 H53 0.95 ?
C54 C55 1.390(2) y
C54 H54 0.95 ?
C55 H55 0.95 ?
C60 C65 1.399(2) y
C60 C61 1.411(2) y
C61 C62 1.397(2) y
C62 C63 1.386(2) y
C62 H62 0.95 ?
C63 C64 1.386(2) y
C63 H63 0.95 ?
C64 C65 1.386(2) y
C64 H64 0.95 ?
C65 H65 0.95 ?
C70 C75 1.392(2) y
C70 C71 1.406(2) y
C71 C72 1.405(2) y
C71 C81 1.482(2) y
C72 C73 1.383(2) y
C72 H72 0.95 ?
C73 C74 1.386(2) y
C73 H73 0.95 ?
C74 C75 1.386(2) y
C74 H74 0.95 ?
C75 H75 0.95 ?
C80 C85 1.393(2) y
C80 C81 1.411(2) y
C81 C82 1.394(2) y
C82 C83 1.389(2) y
C82 H82 0.95 ?
C83 C84 1.392(2) y
C83 H83 0.95 ?
C84 C85 1.385(2) y
C84 H84 0.95 ?
C85 H85 0.95 ?
C90 N90 1.5113(18) y
C90 C91 1.514(2) y
C90 H90a 0.99 ?
C90 H90b 0.99 ?
N90 C96 1.5085(18) y
N90 C92 1.5190(18) y
N90 C94 1.5218(18) y
C91 H91a 0.98 ?
C91 H91b 0.98 ?
C91 H91c 0.98 ?
C92 C93 1.513(2) y
C92 H92a 0.99 ?
C92 H92b 0.99 ?
C93 H93a 0.98 ?
C93 H93b 0.98 ?
C93 H93c 0.98 ?
C94 C95 1.509(2) y
C94 H94a 0.99 ?
C94 H94b 0.99 ?
C95 H95a 0.98 ?
C95 H95b 0.98 ?
C95 H95c 0.98 ?
C96 C97 1.514(2) y
C96 H96a 0.99 ?
C96 H96b 0.99 ?
C97 H97a 0.98 ?
C97 H97b 0.98 ?
C97 H97c 0.98 ?
C100 C101 1.515(2) y
C100 N100 1.5202(18) y
C100 H10a 0.99 ?
C100 H10b 0.99 ?
N100 C102 1.5183(17) y
N100 C106 1.5191(18) y
N100 C104 1.5201(18) y
C101 H10c 0.98 ?
C101 H10d 0.98 ?
C101 H10e 0.98 ?
C102 C103 1.514(2) y
C102 H10f 0.99 ?
C102 H10g 0.99 ?
C103 H10h 0.98 ?
C103 H10i 0.98 ?
C103 H10j 0.98 ?
C104 C105 1.516(2) y
C104 H10k 0.99 ?
C104 H10l 0.99 ?
C105 H10m 0.98 ?
C105 H10n 0.98 ?
C105 H10o 0.98 ?
C106 C107 1.510(2) y
C106 H10p 0.99 ?
C106 H10q 0.99 ?
C107 H10r 0.98 ?
C107 H10s 0.98 ?
C107 H10t 0.98 ?
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
O4 B1 O1 C10 -169.57(11) y
O3 B1 O1 C10 67.98(16) y
O2 B1 O1 C10 -47.66(17) y
O4 B1 O2 C20 78.62(16) y
O3 B1 O2 C20 -159.82(11) y
O1 B1 O2 C20 -38.37(18) y
O4 B1 O3 C30 -43.62(17) y
O2 B1 O3 C30 -165.17(11) y
O1 B1 O3 C30 74.00(16) y
O3 B1 O4 C40 -41.97(17) y
O2 B1 O4 C40 73.99(16) y
O1 B1 O4 C40 -164.55(11) y
O6 B2 O5 C50 -36.82(18) y
O8 B2 O5 C50 78.67(16) y
O7 B2 O5 C50 -159.74(11) y
O5 B2 O6 C61 -46.69(17) y
O8 B2 O6 C61 -168.32(11) y
O7 B2 O6 C61 70.43(16) y
O5 B2 O7 C70 -167.04(11) y
O6 B2 O7 C70 70.25(16) y
O8 B2 O7 C70 -45.15(17) y
O5 B2 O8 C80 76.16(16) y
O6 B2 O8 C80 -162.05(12) y
O7 B2 O8 C80 -40.12(18) y
B1 O1 C10 C15 -116.81(15) y
B1 O1 C10 C11 68.42(17) y
O1 C10 C11 C12 177.15(12) y
C15 C10 C11 C12 2.4(2) y
O1 C10 C11 C21 0.5(2) y
C15 C10 C11 C21 -174.26(13) y
C10 C11 C12 C13 -1.5(2) y
C21 C11 C12 C13 175.13(14) y
C11 C12 C13 C14 -0.5(2) y
C12 C13 C14 C15 1.6(2) y
C13 C14 C15 C10 -0.7(2) y
O1 C10 C15 C14 -176.19(13) y
C11 C10 C15 C14 -1.4(2) y
B1 O2 C20 C25 -115.10(15) y
B1 O2 C20 C21 69.19(17) y
O2 C20 C21 C22 175.15(12) y
C25 C20 C21 C22 -0.5(2) y
O2 C20 C21 C11 -5.7(2) y
C25 C20 C21 C11 178.60(13) y
C12 C11 C21 C22 -40.0(2) y
C10 C11 C21 C22 136.53(15) y
C12 C11 C21 C20 140.88(14) y
C10 C11 C21 C20 -42.6(2) y
C20 C21 C22 C23 0.4(2) y
C11 C21 C22 C23 -178.66(14) y
C21 C22 C23 C24 -0.1(2) y
C22 C23 C24 C25 -0.2(2) y
C23 C24 C25 C20 0.2(2) y
O2 C20 C25 C24 -175.52(12) y
C21 C20 C25 C24 0.2(2) y
B1 O3 C30 C35 -112.20(15) y
B1 O3 C30 C31 72.02(17) y
O3 C30 C31 C32 172.05(12) y
C35 C30 C31 C32 -3.7(2) y
O3 C30 C31 C41 -7.7(2) y
C35 C30 C31 C41 176.53(13) y
C30 C31 C32 C33 4.1(2) y
C41 C31 C32 C33 -176.07(13) y
C31 C32 C33 C34 -1.3(2) y
C32 C33 C34 C35 -2.1(2) y
C33 C34 C35 C30 2.5(2) y
O3 C30 C35 C34 -175.39(13) y
C31 C30 C35 C34 0.4(2) y
B1 O4 C40 C45 -116.53(15) y
B1 O4 C40 C41 67.97(18) y
O4 C40 C41 C42 173.44(13) y
C45 C40 C41 C42 -2.0(2) y
O4 C40 C41 C31 -3.7(2) y
C45 C40 C41 C31 -179.12(13) y
C32 C31 C41 C42 -35.1(2) y
C30 C31 C41 C42 144.65(14) y
C32 C31 C41 C40 141.88(14) y
C30 C31 C41 C40 -38.33(19) y
C40 C41 C42 C43 1.5(2) y
C31 C41 C42 C43 178.53(14) y
C41 C42 C43 C44 0.6(2) y
C42 C43 C44 C45 -2.0(2) y
C43 C44 C45 C40 1.4(2) y
O4 C40 C45 C44 -174.96(13) y
C41 C40 C45 C44 0.6(2) y
B2 O5 C50 C55 -115.75(15) y
B2 O5 C50 C51 68.45(17) y
O5 C50 C51 C52 173.74(12) y
C55 C50 C51 C52 -2.0(2) y
O5 C50 C51 C60 -8.7(2) y
C55 C50 C51 C60 175.52(13) y
C50 C51 C52 C53 0.8(2) y
C60 C51 C52 C53 -176.79(13) y
C51 C52 C53 C54 1.0(2) y
C52 C53 C54 C55 -1.6(2) y
C53 C54 C55 C50 0.4(2) y
O5 C50 C55 C54 -174.38(13) y
C51 C50 C55 C54 1.5(2) y
C50 C51 C60 C65 145.10(14) y
C52 C51 C60 C65 -37.4(2) y
C50 C51 C60 C61 -39.6(2) y
C52 C51 C60 C61 137.88(14) y
B2 O6 C61 C62 -119.69(14) y
B2 O6 C61 C60 65.12(17) y
C65 C60 C61 O6 176.82(12) y
C51 C60 C61 O6 1.4(2) y
C65 C60 C61 C62 1.7(2) y
C51 C60 C61 C62 -173.75(13) y
O6 C61 C62 C63 -175.98(13) y
C60 C61 C62 C63 -0.7(2) y
C61 C62 C63 C64 -1.0(2) y
C62 C63 C64 C65 1.6(2) y
C63 C64 C65 C60 -0.6(2) y
C61 C60 C65 C64 -1.1(2) y
C51 C60 C65 C64 174.34(13) y
B2 O7 C70 C75 -111.41(15) y
B2 O7 C70 C71 71.56(17) y
O7 C70 C71 C72 175.56(12) y
C75 C70 C71 C72 -1.4(2) y
O7 C70 C71 C81 -5.8(2) y
C75 C70 C71 C81 177.21(13) y
C70 C71 C72 C73 0.8(2) y
C81 C71 C72 C73 -177.90(13) y
C71 C72 C73 C74 0.8(2) y
C72 C73 C74 C75 -1.7(2) y
C73 C74 C75 C70 1.1(2) y
O7 C70 C75 C74 -176.47(13) y
C71 C70 C75 C74 0.6(2) y
B2 O8 C80 C85 -120.65(15) y
B2 O8 C80 C81 65.06(18) y
O8 C80 C81 C82 174.76(12) y
C85 C80 C81 C82 0.5(2) y
O8 C80 C81 C71 -0.4(2) y
C85 C80 C81 C71 -174.62(13) y
C72 C71 C81 C82 -37.8(2) y
C70 C71 C81 C82 143.58(14) y
C72 C71 C81 C80 137.18(14) y
C70 C71 C81 C80 -41.4(2) y
C80 C81 C82 C83 -0.1(2) y
C71 C81 C82 C83 174.97(13) y
C81 C82 C83 C84 -0.8(2) y
C82 C83 C84 C85 1.3(2) y
C83 C84 C85 C80 -0.9(2) y
O8 C80 C85 C84 -174.45(13) y
C81 C80 C85 C84 -0.1(2) y
C91 C90 N90 C96 58.53(17) y
C91 C90 N90 C92 -59.42(16) y
C91 C90 N90 C94 179.38(13) y
C96 N90 C92 C93 -177.73(14) y
C90 N90 C92 C93 -56.59(17) y
C94 N90 C92 C93 61.69(18) y
C96 N90 C94 C95 -61.06(19) y
C90 N90 C94 C95 177.72(15) y
C92 N90 C94 C95 56.69(19) y
C90 N90 C96 C97 59.50(18) y
C92 N90 C96 C97 -179.60(14) y
C94 N90 C96 C97 -58.71(18) y
C101 C100 N100 C102 -57.54(16) y
C101 C100 N100 C106 60.76(16) y
C101 C100 N100 C104 -177.87(12) y
C106 N100 C102 C103 176.25(14) y
C104 N100 C102 C103 55.57(17) y
C100 N100 C102 C103 -62.27(17) y
C102 N100 C104 C105 52.01(16) y
C106 N100 C104 C105 -65.66(15) y
C100 N100 C104 C105 172.73(12) y
C102 N100 C106 C107 175.42(13) y
C104 N100 C106 C107 -64.31(17) y
C100 N100 C106 C107 54.22(17) y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139144288
