#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/38/4023828.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_4023828
loop_
_publ_author_name
'Atsushi Nagai'
'Kenta Kokado'
'Yuuya Nagata'
'Manabu Arita'
'Yoshiki Chujo'
_publ_contact_author_address
;
Department of Polymer Chemistry, Graduate School of Engineering,
Kyoto University,
;
_publ_contact_author_email       ' chujo_at_chujo.synchem.kyoto-u.ac.jp '
_publ_contact_author_fax         ' +81-75-383-2607 '
_publ_contact_author_name        ' Yoshiki Chujo '
_publ_contact_author_phone       ' +81-75-383-2604 '
_publ_section_title
;
 Highly Intense Fluorescent Diarylboron Diketonate
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8605
_journal_page_last               8607
_journal_paper_doi               10.1021/jo8017582
_journal_volume                  73
_journal_year                    2008
_chemical_formula_sum            'C29 H25 B O4'
_chemical_formula_weight         448.30
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.61(15)
_cell_angle_beta                 95.4(2)
_cell_angle_gamma                94.3(2)
_cell_formula_units_Z            4
_cell_length_a                   8.36(3)
_cell_length_b                   13.64(6)
_cell_length_c                   20.85(10)
_cell_measurement_temperature    113(2)
_cell_volume                     2307(17)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'Yadokari-XG (Wakita, 2000)'
_computing_molecular_graphics    'Yadokari-XG (Wakita, 2000)'
_computing_publication_material  'Yadokari-XG (Wakita, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0937
_diffrn_reflns_av_sigmaI/netI    0.1663
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            20555
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.9916
_exptl_absorpt_correction_T_min  0.9752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.851
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     617
_refine_ls_number_reflns         10208
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.851
_refine_ls_R_factor_all          0.1670
_refine_ls_R_factor_gt           0.0593
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0509P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1150
_refine_ls_wR_factor_ref         0.1394
_reflns_number_gt                4350
_reflns_number_total             10208
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo8017582_si_001.cif
_cod_data_source_block           2a
_cod_original_sg_symbol_Hall     -p_1
_cod_database_code               4023828
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.64793(19) 0.12471(13) 0.38286(8) 0.0220(4) Uani 1 1 d . . .
O1 O 0.78521(19) -0.02886(13) 0.37160(8) 0.0232(5) Uani 1 1 d . . .
C23 C 0.5603(3) 0.2055(2) 0.48128(13) 0.0209(6) Uani 1 1 d . . .
O3 O 1.0713(2) -0.32873(14) 0.53463(9) 0.0293(5) Uani 1 1 d . . .
C1 C 0.6835(3) 0.0403(2) 0.46967(13) 0.0227(7) Uani 1 1 d . . .
H1 H 0.6588 0.0330 0.5121 0.027 Uiso 1 1 calc R . .
C16 C 0.8555(3) -0.1048(2) 0.46010(13) 0.0207(6) Uani 1 1 d . . .
O4 O 0.3265(2) 0.44267(14) 0.57371(9) 0.0318(5) Uani 1 1 d . . .
C3 C 0.6317(3) 0.1202(2) 0.44401(13) 0.0209(7) Uani 1 1 d . . .
C17 C 0.9235(3) -0.1783(2) 0.41776(13) 0.0235(7) Uani 1 1 d . . .
H12 H 0.9188 -0.1766 0.3723 0.028 Uiso 1 1 calc R . .
C2 C 0.7713(3) -0.0292(2) 0.43344(13) 0.0209(7) Uani 1 1 d . . .
C19 C 1.0039(3) -0.2565(2) 0.50710(14) 0.0237(7) Uani 1 1 d . . .
C22 C 1.1382(3) -0.4067(2) 0.49084(13) 0.0282(7) Uani 1 1 d . . .
H16 H 1.0532 -0.4428 0.4569 0.042 Uiso 1 1 calc R . .
H17 H 1.1831 -0.4537 0.5159 0.042 Uiso 1 1 calc R . .
H18 H 1.2239 -0.3766 0.4698 0.042 Uiso 1 1 calc R . .
C27 C 0.4747(3) 0.29790(19) 0.58222(13) 0.0223(6) Uani 1 1 d . . .
H21 H 0.4694 0.3068 0.6283 0.027 Uiso 1 1 calc R . .
C20 C 0.9416(3) -0.1827(2) 0.55017(13) 0.0252(7) Uani 1 1 d . . .
H14 H 0.9499 -0.1833 0.5959 0.030 Uiso 1 1 calc R . .
C10 C 0.7508(3) 0.0550(2) 0.27409(13) 0.0230(7) Uani 1 1 d . . .
C18 C 0.9982(3) -0.2540(2) 0.44064(13) 0.0246(7) Uani 1 1 d . . .
H13 H 1.0449 -0.3035 0.4112 0.030 Uiso 1 1 calc R . .
C25 C 0.4198(3) 0.3538(2) 0.48018(13) 0.0262(7) Uani 1 1 d . . .
H20 H 0.3773 0.4010 0.4570 0.031 Uiso 1 1 calc R . .
C4 C 0.4947(3) -0.0363(2) 0.31755(12) 0.0221(6) Uani 1 1 d . . .
C21 C 0.8671(3) -0.1081(2) 0.52689(13) 0.0220(7) Uani 1 1 d . . .
H15 H 0.8229 -0.0580 0.5568 0.026 Uiso 1 1 calc R . .
C24 C 0.4939(3) 0.2748(2) 0.44774(13) 0.0236(7) Uani 1 1 d . . .
H19 H 0.5004 0.2671 0.4018 0.028 Uiso 1 1 calc R . .
C26 C 0.4076(3) 0.3642(2) 0.54704(14) 0.0250(7) Uani 1 1 d . . .
C28 C 0.5492(3) 0.2189(2) 0.54885(13) 0.0226(7) Uani 1 1 d . . .
H22 H 0.5939 0.1727 0.5724 0.027 Uiso 1 1 calc R . .
C9 C 0.3477(3) 0.0059(2) 0.32632(13) 0.0271(7) Uani 1 1 d . . .
H6 H 0.3508 0.0755 0.3452 0.033 Uiso 1 1 calc R . .
C5 C 0.4830(3) -0.1380(2) 0.28940(13) 0.0277(7) Uani 1 1 d . . .
H2 H 0.5788 -0.1699 0.2823 0.033 Uiso 1 1 calc R . .
C11 C 0.8149(3) -0.0178(2) 0.23024(13) 0.0315(7) Uani 1 1 d . . .
H7 H 0.8092 -0.0845 0.2374 0.038 Uiso 1 1 calc R . .
B1 B 0.6677(3) 0.0294(2) 0.33578(15) 0.0201(7) Uani 1 1 d . . .
C15 C 0.7606(3) 0.1498(2) 0.26012(16) 0.0389(8) Uani 1 1 d . . .
H11 H 0.7181 0.2026 0.2886 0.047 Uiso 1 1 calc R . .
C7 C 0.1910(4) -0.1504(2) 0.28089(14) 0.0377(8) Uani 1 1 d . . .
H4 H 0.0895 -0.1892 0.2685 0.045 Uiso 1 1 calc R . .
C13 C 0.8941(3) 0.0974(3) 0.16440(15) 0.0390(8) Uani 1 1 d . . .
H9 H 0.9427 0.1122 0.1276 0.047 Uiso 1 1 calc R . .
C8 C 0.1986(3) -0.0496(2) 0.30869(13) 0.0355(8) Uani 1 1 d . . .
H5 H 0.1023 -0.0181 0.3158 0.043 Uiso 1 1 calc R . .
C12 C 0.8871(3) 0.0020(2) 0.17633(14) 0.0370(8) Uani 1 1 d . . .
H8 H 0.9313 -0.0501 0.1479 0.044 Uiso 1 1 calc R . .
C6 C 0.3330(3) -0.1945(2) 0.27116(14) 0.0353(8) Uani 1 1 d . . .
H3 H 0.3287 -0.2641 0.2519 0.042 Uiso 1 1 calc R . .
C29 C 0.3089(3) 0.4608(2) 0.64268(13) 0.0354(8) Uani 1 1 d . . .
H23 H 0.2526 0.4012 0.6530 0.053 Uiso 1 1 calc R . .
H24 H 0.2461 0.5185 0.6541 0.053 Uiso 1 1 calc R . .
H25 H 0.4158 0.4752 0.6681 0.053 Uiso 1 1 calc R . .
C14 C 0.8302(4) 0.1706(3) 0.20608(17) 0.0470(9) Uani 1 1 d . . .
H10 H 0.8334 0.2367 0.1979 0.056 Uiso 1 1 calc R . .
O5 O 0.4075(2) 0.34137(13) 0.11285(9) 0.0255(5) Uani 1 1 d . . .
O6 O 0.2776(2) 0.49880(13) 0.12406(8) 0.0241(5) Uani 1 1 d . . .
O8 O -0.0447(2) 0.78513(14) -0.04034(9) 0.0296(5) Uani 1 1 d . . .
C32 C 0.2812(3) 0.4942(2) 0.06105(13) 0.0229(7) Uani 1 1 d . . .
C48 C 0.6038(3) 0.0884(2) -0.05881(14) 0.0256(7) Uani 1 1 d . . .
C39 C 0.3086(3) 0.4162(2) 0.22161(13) 0.0244(7) Uani 1 1 d . . .
O7 O 0.6757(2) 0.00723(14) -0.08844(9) 0.0295(5) Uani 1 1 d . . .
C45 C 0.4734(3) 0.2525(2) 0.01197(13) 0.0216(7) Uani 1 1 d . . .
C55 C 0.0344(3) 0.7175(2) -0.01212(14) 0.0228(7) Uani 1 1 d . . .
C52 C 0.1962(3) 0.5701(2) 0.03424(13) 0.0222(7) Uani 1 1 d . . .
C31 C 0.4113(3) 0.3408(2) 0.05026(13) 0.0233(7) Uani 1 1 d . . .
C54 C 0.0813(3) 0.6374(2) -0.05631(13) 0.0254(7) Uani 1 1 d . . .
H45 H 0.0574 0.6326 -0.1023 0.031 Uiso 1 1 calc R . .
C57 C 0.1470(3) 0.6505(2) 0.07772(13) 0.0261(7) Uani 1 1 d . . .
H47 H 0.1690 0.6551 0.1238 0.031 Uiso 1 1 calc R . .
C33 C 0.5688(3) 0.5000(2) 0.17756(12) 0.0229(7) Uani 1 1 d . . .
C58 C -0.0855(3) 0.8730(2) 0.00216(14) 0.0304(7) Uani 1 1 d . . .
H48 H -0.1569 0.8536 0.0331 0.046 Uiso 1 1 calc R . .
H49 H -0.1408 0.9150 -0.0241 0.046 Uiso 1 1 calc R . .
H50 H 0.0132 0.9110 0.0267 0.046 Uiso 1 1 calc R . .
C30 C 0.3572(3) 0.4189(2) 0.02334(13) 0.0243(7) Uani 1 1 d . . .
H26 H 0.3720 0.4212 -0.0210 0.029 Uiso 1 1 calc R . .
C49 C 0.6227(3) 0.1076(2) 0.00960(13) 0.0254(7) Uani 1 1 d . . .
H39 H 0.6796 0.0645 0.0321 0.031 Uiso 1 1 calc R . .
C46 C 0.4530(3) 0.2304(2) -0.05636(13) 0.0263(7) Uani 1 1 d . . .
H37 H 0.3946 0.2728 -0.0790 0.032 Uiso 1 1 calc R . .
C53 C 0.1620(3) 0.5652(2) -0.03365(13) 0.0247(7) Uani 1 1 d . . .
H44 H 0.1952 0.5111 -0.0642 0.030 Uiso 1 1 calc R . .
C56 C 0.0663(3) 0.7239(2) 0.05486(13) 0.0267(7) Uani 1 1 d . . .
H46 H 0.0331 0.7784 0.0851 0.032 Uiso 1 1 calc R . .
C50 C 0.5588(3) 0.1890(2) 0.04479(14) 0.0246(7) Uani 1 1 d . . .
H40 H 0.5726 0.2024 0.0916 0.029 Uiso 1 1 calc R . .
C36 C 0.8843(3) 0.5978(2) 0.21232(13) 0.0340(8) Uani 1 1 d . . .
H29 H 0.9902 0.6311 0.2235 0.041 Uiso 1 1 calc R . .
C42 C 0.1622(3) 0.3820(3) 0.33303(15) 0.0386(8) Uani 1 1 d . . .
H34 H 0.1128 0.3699 0.3703 0.046 Uiso 1 1 calc R . .
C47 C 0.5156(3) 0.1483(2) -0.09252(13) 0.0239(7) Uani 1 1 d . . .
H38 H 0.4985 0.1333 -0.1393 0.029 Uiso 1 1 calc R . .
B2 B 0.3902(4) 0.4397(2) 0.15983(15) 0.0228(7) Uani 1 1 d . . .
C43 C 0.2053(3) 0.4777(2) 0.32606(15) 0.0376(8) Uani 1 1 d . . .
H35 H 0.1850 0.5334 0.3587 0.045 Uiso 1 1 calc R . .
C44 C 0.2785(3) 0.4937(2) 0.27149(14) 0.0322(7) Uani 1 1 d . . .
H36 H 0.3093 0.5608 0.2683 0.039 Uiso 1 1 calc R . .
C38 C 0.5995(3) 0.6022(2) 0.17801(13) 0.0290(7) Uani 1 1 d . . .
H31 H 0.5134 0.6394 0.1667 0.035 Uiso 1 1 calc R . .
C35 C 0.8568(3) 0.4974(2) 0.21310(13) 0.0314(7) Uani 1 1 d . . .
H28 H 0.9429 0.4608 0.2253 0.038 Uiso 1 1 calc R . .
C40 C 0.2632(4) 0.3214(2) 0.23034(16) 0.0537(10) Uani 1 1 d . . .
H32 H 0.2811 0.2651 0.1977 0.064 Uiso 1 1 calc R . .
C34 C 0.7018(3) 0.4508(2) 0.19586(13) 0.0278(7) Uani 1 1 d . . .
H27 H 0.6842 0.3813 0.1964 0.033 Uiso 1 1 calc R . .
C51 C 0.6495(4) -0.0197(2) -0.15882(14) 0.0391(8) Uani 1 1 d . . .
H41 H 0.5338 -0.0369 -0.1729 0.059 Uiso 1 1 calc R . .
H42 H 0.7083 -0.0777 -0.1745 0.059 Uiso 1 1 calc R . .
H43 H 0.6885 0.0372 -0.1772 0.059 Uiso 1 1 calc R . .
C37 C 0.7566(3) 0.6504(2) 0.19508(14) 0.0354(8) Uani 1 1 d . . .
H30 H 0.7758 0.7198 0.1948 0.042 Uiso 1 1 calc R . .
C41 C 0.1926(5) 0.3051(3) 0.28497(17) 0.0610(11) Uani 1 1 d . . .
H33 H 0.1644 0.2380 0.2890 0.073 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'
O O 0.0106 0.0060 '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
C3 O2 B1 118.0(3) . . ?
C2 O1 B1 117.9(3) . . ?
C28 C23 C24 118.1(3) . . ?
C28 C23 C3 122.8(3) . . ?
C24 C23 C3 119.1(4) . . ?
C19 O3 C22 116.7(4) . . ?
C3 C1 C2 120.2(4) . . ?
C3 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C17 C16 C21 118.0(4) . . ?
C17 C16 C2 119.4(4) . . ?
C21 C16 C2 122.5(3) . . ?
C26 O4 C29 119.1(3) . . ?
O2 C3 C1 120.6(3) . . ?
O2 C3 C23 114.7(3) . . ?
C1 C3 C23 124.6(4) . . ?
C18 C17 C16 121.2(4) . . ?
C18 C17 H12 119.4 . . ?
C16 C17 H12 119.4 . . ?
O1 C2 C1 120.3(3) . . ?
O1 C2 C16 115.5(3) . . ?
C1 C2 C16 124.2(4) . . ?
O3 C19 C20 115.4(4) . . ?
O3 C19 C18 124.1(3) . . ?
C20 C19 C18 120.5(4) . . ?
O3 C22 H16 109.5 . . ?
O3 C22 H17 109.5 . . ?
H16 C22 H17 109.5 . . ?
O3 C22 H18 109.5 . . ?
H16 C22 H18 109.5 . . ?
H17 C22 H18 109.5 . . ?
C28 C27 C26 118.8(4) . . ?
C28 C27 H21 120.6 . . ?
C26 C27 H21 120.6 . . ?
C19 C20 C21 119.8(4) . . ?
C19 C20 H14 120.1 . . ?
C21 C20 H14 120.1 . . ?
C15 C10 C11 115.4(4) . . ?
C15 C10 B1 122.8(3) . . ?
C11 C10 B1 121.8(4) . . ?
C17 C18 C19 119.2(3) . . ?
C17 C18 H13 120.4 . . ?
C19 C18 H13 120.4 . . ?
C24 C25 C26 119.5(3) . . ?
C24 C25 H20 120.2 . . ?
C26 C25 H20 120.2 . . ?
C5 C4 C9 116.0(3) . . ?
C5 C4 B1 121.1(3) . . ?
C9 C4 B1 122.8(4) . . ?
C20 C21 C16 121.2(3) . . ?
C20 C21 H15 119.4 . . ?
C16 C21 H15 119.4 . . ?
C25 C24 C23 121.2(4) . . ?
C25 C24 H19 119.4 . . ?
C23 C24 H19 119.4 . . ?
O4 C26 C25 114.7(3) . . ?
O4 C26 C27 124.4(4) . . ?
C25 C26 C27 120.9(3) . . ?
C27 C28 C23 121.4(3) . . ?
C27 C28 H22 119.3 . . ?
C23 C28 H22 119.3 . . ?
C8 C9 C4 123.0(4) . . ?
C8 C9 H6 118.5 . . ?
C4 C9 H6 118.5 . . ?
C4 C5 C6 121.4(4) . . ?
C4 C5 H2 119.3 . . ?
C6 C5 H2 119.3 . . ?
C10 C11 C12 123.2(4) . . ?
C10 C11 H7 118.4 . . ?
C12 C11 H7 118.4 . . ?
O2 B1 O1 107.3(4) . . ?
O2 B1 C10 109.6(4) . . ?
O1 B1 C10 107.2(3) . . ?
O2 B1 C4 108.5(3) . . ?
O1 B1 C4 108.8(4) . . ?
C10 B1 C4 115.1(3) . . ?
C10 C15 C14 122.2(3) . . ?
C10 C15 H11 118.9 . . ?
C14 C15 H11 118.9 . . ?
C8 C7 C6 119.2(4) . . ?
C8 C7 H4 120.4 . . ?
C6 C7 H4 120.4 . . ?
C14 C13 C12 119.0(4) . . ?
C14 C13 H9 120.5 . . ?
C12 C13 H9 120.5 . . ?
C7 C8 C9 119.6(4) . . ?
C7 C8 H5 120.2 . . ?
C9 C8 H5 120.2 . . ?
C13 C12 C11 119.4(3) . . ?
C13 C12 H8 120.3 . . ?
C11 C12 H8 120.3 . . ?
C7 C6 C5 120.8(4) . . ?
C7 C6 H3 119.6 . . ?
C5 C6 H3 119.6 . . ?
O4 C29 H23 109.5 . . ?
O4 C29 H24 109.5 . . ?
H23 C29 H24 109.5 . . ?
O4 C29 H25 109.5 . . ?
H23 C29 H25 109.5 . . ?
H24 C29 H25 109.5 . . ?
C13 C14 C15 120.9(4) . . ?
C13 C14 H10 119.6 . . ?
C15 C14 H10 119.6 . . ?
C31 O5 B2 119.0(3) . . ?
C32 O6 B2 119.7(3) . . ?
C55 O8 C58 117.7(4) . . ?
O6 C32 C30 120.4(3) . . ?
O6 C32 C52 115.4(3) . . ?
C30 C32 C52 124.2(4) . . ?
O7 C48 C49 114.8(3) . . ?
O7 C48 C47 124.4(4) . . ?
C49 C48 C47 120.9(4) . . ?
C40 C39 C44 115.1(4) . . ?
C40 C39 B2 124.6(3) . . ?
C44 C39 B2 120.4(4) . . ?
C48 O7 C51 116.7(3) . . ?
C46 C45 C50 118.7(3) . . ?
C46 C45 C31 121.8(3) . . ?
C50 C45 C31 119.5(4) . . ?
O8 C55 C56 124.9(3) . . ?
O8 C55 C54 114.9(4) . . ?
C56 C55 C54 120.2(4) . . ?
C57 C52 C53 118.2(4) . . ?
C57 C52 C32 118.8(4) . . ?
C53 C52 C32 122.9(3) . . ?
O5 C31 C30 121.0(3) . . ?
O5 C31 C45 115.3(3) . . ?
C30 C31 C45 123.7(4) . . ?
C53 C54 C55 120.1(4) . . ?
C53 C54 H45 120.0 . . ?
C55 C54 H45 120.0 . . ?
C56 C57 C52 121.0(4) . . ?
C56 C57 H47 119.5 . . ?
C52 C57 H47 119.5 . . ?
C38 C33 C34 116.3(3) . . ?
C38 C33 B2 123.4(3) . . ?
C34 C33 B2 120.3(4) . . ?
O8 C58 H48 109.5 . . ?
O8 C58 H49 109.5 . . ?
H48 C58 H49 109.5 . . ?
O8 C58 H50 109.5 . . ?
H48 C58 H50 109.5 . . ?
H49 C58 H50 109.5 . . ?
C31 C30 C32 120.2(4) . . ?
C31 C30 H26 119.9 . . ?
C32 C30 H26 119.9 . . ?
C50 C49 C48 119.9(3) . . ?
C50 C49 H39 120.1 . . ?
C48 C49 H39 120.1 . . ?
C47 C46 C45 121.7(3) . . ?
C47 C46 H37 119.2 . . ?
C45 C46 H37 119.2 . . ?
C54 C53 C52 120.8(3) . . ?
C54 C53 H44 119.6 . . ?
C52 C53 H44 119.6 . . ?
C55 C56 C57 119.7(3) . . ?
C55 C56 H46 120.2 . . ?
C57 C56 H46 120.2 . . ?
C49 C50 C45 120.4(4) . . ?
C49 C50 H40 119.8 . . ?
C45 C50 H40 119.8 . . ?
C35 C36 C37 119.8(4) . . ?
C35 C36 H29 120.1 . . ?
C37 C36 H29 120.1 . . ?
C41 C42 C43 117.6(4) . . ?
C41 C42 H34 121.2 . . ?
C43 C42 H34 121.2 . . ?
C46 C47 C48 118.5(4) . . ?
C46 C47 H38 120.8 . . ?
C48 C47 H38 120.8 . . ?
O5 B2 O6 107.9(4) . . ?
O5 B2 C39 109.1(4) . . ?
O6 B2 C39 108.1(3) . . ?
O5 B2 C33 106.9(3) . . ?
O6 B2 C33 110.1(4) . . ?
C39 B2 C33 114.6(3) . . ?
C42 C43 C44 120.2(3) . . ?
C42 C43 H35 119.9 . . ?
C44 C43 H35 119.9 . . ?
C39 C44 C43 122.9(4) . . ?
C39 C44 H36 118.6 . . ?
C43 C44 H36 118.6 . . ?
C33 C38 C37 120.5(3) . . ?
C33 C38 H31 119.7 . . ?
C37 C38 H31 119.7 . . ?
C36 C35 C34 118.8(4) . . ?
C36 C35 H28 120.6 . . ?
C34 C35 H28 120.6 . . ?
C39 C40 C41 122.2(3) . . ?
C39 C40 H32 118.9 . . ?
C41 C40 H32 118.9 . . ?
C35 C34 C33 123.8(4) . . ?
C35 C34 H27 118.1 . . ?
C33 C34 H27 118.1 . . ?
O7 C51 H41 109.5 . . ?
O7 C51 H42 109.5 . . ?
H41 C51 H42 109.5 . . ?
O7 C51 H43 109.5 . . ?
H41 C51 H43 109.5 . . ?
H42 C51 H43 109.5 . . ?
C36 C37 C38 120.8(4) . . ?
C36 C37 H30 119.6 . . ?
C38 C37 H30 119.6 . . ?
C42 C41 C40 121.9(4) . . ?
C42 C41 H33 119.0 . . ?
C40 C41 H33 119.0 . . ?
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
O2 C3 1.308(7) . ?
O2 B1 1.493(6) . ?
O1 C2 1.306(7) . ?
O1 B1 1.540(6) . ?
C23 C28 1.396(8) . ?
C23 C24 1.402(6) . ?
C23 C3 1.463(6) . ?
O3 C19 1.367(5) . ?
O3 C22 1.439(6) . ?
C1 C3 1.387(6) . ?
C1 C2 1.388(6) . ?
C1 H1 0.9500 . ?
C16 C17 1.390(6) . ?
C16 C21 1.397(8) . ?
C16 C2 1.460(6) . ?
O4 C26 1.361(5) . ?
O4 C29 1.433(8) . ?
C17 C18 1.387(6) . ?
C17 H12 0.9500 . ?
C19 C20 1.375(6) . ?
C19 C18 1.390(8) . ?
C22 H16 0.9800 . ?
C22 H17 0.9800 . ?
C22 H18 0.9800 . ?
C27 C28 1.384(6) . ?
C27 C26 1.391(6) . ?
C27 H21 0.9500 . ?
C20 C21 1.377(6) . ?
C20 H14 0.9500 . ?
C10 C15 1.380(7) . ?
C10 C11 1.384(6) . ?
C10 B1 1.603(7) . ?
C18 H13 0.9500 . ?
C25 C24 1.374(6) . ?
C25 C26 1.387(8) . ?
C25 H20 0.9500 . ?
C4 C5 1.385(7) . ?
C4 C9 1.406(6) . ?
C4 B1 1.613(7) . ?
C21 H15 0.9500 . ?
C24 H19 0.9500 . ?
C28 H22 0.9500 . ?
C9 C8 1.386(6) . ?
C9 H6 0.9500 . ?
C5 C6 1.399(6) . ?
C5 H2 0.9500 . ?
C11 C12 1.387(7) . ?
C11 H7 0.9500 . ?
C15 C14 1.384(7) . ?
C15 H11 0.9500 . ?
C7 C8 1.374(7) . ?
C7 C6 1.385(6) . ?
C7 H4 0.9500 . ?
C13 C14 1.362(6) . ?
C13 C12 1.371(7) . ?
C13 H9 0.9500 . ?
C8 H5 0.9500 . ?
C12 H8 0.9500 . ?
C6 H3 0.9500 . ?
C29 H23 0.9800 . ?
C29 H24 0.9800 . ?
C29 H25 0.9800 . ?
C14 H10 0.9500 . ?
O5 C31 1.307(7) . ?
O5 B2 1.519(6) . ?
O6 C32 1.306(7) . ?
O6 B2 1.522(6) . ?
O8 C55 1.368(5) . ?
O8 C58 1.424(6) . ?
C32 C30 1.393(6) . ?
C32 C52 1.469(6) . ?
C48 O7 1.365(6) . ?
C48 C49 1.389(8) . ?
C48 C47 1.389(6) . ?
C39 C40 1.372(7) . ?
C39 C44 1.381(6) . ?
C39 B2 1.589(7) . ?
O7 C51 1.431(8) . ?
C45 C46 1.387(8) . ?
C45 C50 1.402(6) . ?
C45 C31 1.464(6) . ?
C55 C56 1.381(8) . ?
C55 C54 1.387(6) . ?
C52 C57 1.389(6) . ?
C52 C53 1.404(8) . ?
C31 C30 1.386(6) . ?
C54 C53 1.370(6) . ?
C54 H45 0.9500 . ?
C57 C56 1.385(6) . ?
C57 H47 0.9500 . ?
C33 C38 1.395(7) . ?
C33 C34 1.403(6) . ?
C33 B2 1.622(7) . ?
C58 H48 0.9800 . ?
C58 H49 0.9800 . ?
C58 H50 0.9800 . ?
C30 H26 0.9500 . ?
C49 C50 1.376(6) . ?
C49 H39 0.9500 . ?
C46 C47 1.385(6) . ?
C46 H37 0.9500 . ?
C53 H44 0.9500 . ?
C56 H46 0.9500 . ?
C50 H40 0.9500 . ?
C36 C35 1.375(7) . ?
C36 C37 1.389(6) . ?
C36 H29 0.9500 . ?
C42 C41 1.353(6) . ?
C42 C43 1.368(7) . ?
C42 H34 0.9500 . ?
C47 H38 0.9500 . ?
C43 C44 1.388(7) . ?
C43 H35 0.9500 . ?
C44 H36 0.9500 . ?
C38 C37 1.404(6) . ?
C38 H31 0.9500 . ?
C35 C34 1.382(6) . ?
C35 H28 0.9500 . ?
C40 C41 1.380(7) . ?
C40 H32 0.9500 . ?
C34 H27 0.9500 . ?
C51 H41 0.9800 . ?
C51 H42 0.9800 . ?
C51 H43 0.9800 . ?
C37 H30 0.9500 . ?
C41 H33 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
B1 O2 C3 C1 20.9(3) . . . . ?
B1 O2 C3 C23 -160.4(2) . . . . ?
C2 C1 C3 O2 8.1(3) . . . . ?
C2 C1 C3 C23 -170.4(2) . . . . ?
C28 C23 C3 O2 -173.1(2) . . . . ?
C24 C23 C3 O2 9.5(3) . . . . ?
C28 C23 C3 C1 5.5(4) . . . . ?
C24 C23 C3 C1 -171.9(2) . . . . ?
C21 C16 C17 C18 1.2(4) . . . . ?
C2 C16 C17 C18 -177.1(2) . . . . ?
B1 O1 C2 C1 -16.0(3) . . . . ?
B1 O1 C2 C16 165.1(2) . . . . ?
C3 C1 C2 O1 -10.3(3) . . . . ?
C3 C1 C2 C16 168.5(2) . . . . ?
C17 C16 C2 O1 -8.8(3) . . . . ?
C21 C16 C2 O1 173.0(2) . . . . ?
C17 C16 C2 C1 172.3(2) . . . . ?
C21 C16 C2 C1 -5.9(4) . . . . ?
C22 O3 C19 C20 -179.7(2) . . . . ?
C22 O3 C19 C18 -0.6(3) . . . . ?
O3 C19 C20 C21 -178.2(2) . . . . ?
C18 C19 C20 C21 2.7(4) . . . . ?
C16 C17 C18 C19 0.4(4) . . . . ?
O3 C19 C18 C17 178.5(2) . . . . ?
C20 C19 C18 C17 -2.4(4) . . . . ?
C19 C20 C21 C16 -1.0(4) . . . . ?
C17 C16 C21 C20 -1.0(4) . . . . ?
C2 C16 C21 C20 177.3(2) . . . . ?
C26 C25 C24 C23 -1.2(4) . . . . ?
C28 C23 C24 C25 -0.1(4) . . . . ?
C3 C23 C24 C25 177.4(2) . . . . ?
C29 O4 C26 C25 -179.2(2) . . . . ?
C29 O4 C26 C27 0.8(4) . . . . ?
C24 C25 C26 O4 -177.6(2) . . . . ?
C24 C25 C26 C27 2.5(4) . . . . ?
C28 C27 C26 O4 177.7(2) . . . . ?
C28 C27 C26 C25 -2.3(4) . . . . ?
C26 C27 C28 C23 1.0(4) . . . . ?
C24 C23 C28 C27 0.2(4) . . . . ?
C3 C23 C28 C27 -177.2(2) . . . . ?
C5 C4 C9 C8 0.4(4) . . . . ?
B1 C4 C9 C8 177.8(3) . . . . ?
C9 C4 C5 C6 -0.2(4) . . . . ?
B1 C4 C5 C6 -177.5(3) . . . . ?
C15 C10 C11 C12 1.1(4) . . . . ?
B1 C10 C11 C12 179.8(2) . . . . ?
C3 O2 B1 O1 -42.5(3) . . . . ?
C3 O2 B1 C10 -158.6(2) . . . . ?
C3 O2 B1 C4 75.0(3) . . . . ?
C2 O1 B1 O2 40.2(3) . . . . ?
C2 O1 B1 C10 157.9(2) . . . . ?
C2 O1 B1 C4 -77.0(3) . . . . ?
C15 C10 B1 O2 -15.5(4) . . . . ?
C11 C10 B1 O2 165.9(2) . . . . ?
C15 C10 B1 O1 -131.7(3) . . . . ?
C11 C10 B1 O1 49.7(4) . . . . ?
C15 C10 B1 C4 107.1(4) . . . . ?
C11 C10 B1 C4 -71.5(4) . . . . ?
C5 C4 B1 O2 -162.7(2) . . . . ?
C9 C4 B1 O2 20.1(4) . . . . ?
C5 C4 B1 O1 -46.2(4) . . . . ?
C9 C4 B1 O1 136.6(3) . . . . ?
C5 C4 B1 C10 74.0(4) . . . . ?
C9 C4 B1 C10 -103.1(4) . . . . ?
C11 C10 C15 C14 -0.2(4) . . . . ?
B1 C10 C15 C14 -178.9(3) . . . . ?
C6 C7 C8 C9 0.1(5) . . . . ?
C4 C9 C8 C7 -0.4(4) . . . . ?
C14 C13 C12 C11 0.2(4) . . . . ?
C10 C11 C12 C13 -1.1(4) . . . . ?
C8 C7 C6 C5 0.2(5) . . . . ?
C4 C5 C6 C7 -0.1(4) . . . . ?
C12 C13 C14 C15 0.7(5) . . . . ?
C10 C15 C14 C13 -0.7(5) . . . . ?
B2 O6 C32 C30 15.2(3) . . . . ?
B2 O6 C32 C52 -166.8(2) . . . . ?
C49 C48 O7 C51 175.6(2) . . . . ?
C47 C48 O7 C51 -3.5(4) . . . . ?
C58 O8 C55 C56 5.6(4) . . . . ?
C58 O8 C55 C54 -175.4(2) . . . . ?
O6 C32 C52 C57 12.1(3) . . . . ?
C30 C32 C52 C57 -170.1(2) . . . . ?
O6 C32 C52 C53 -167.8(2) . . . . ?
C30 C32 C52 C53 10.0(4) . . . . ?
B2 O5 C31 C30 -17.7(3) . . . . ?
B2 O5 C31 C45 163.2(2) . . . . ?
C46 C45 C31 O5 165.9(2) . . . . ?
C50 C45 C31 O5 -15.4(3) . . . . ?
C46 C45 C31 C30 -13.2(4) . . . . ?
C50 C45 C31 C30 165.5(2) . . . . ?
O8 C55 C54 C53 179.8(2) . . . . ?
C56 C55 C54 C53 -1.2(4) . . . . ?
C53 C52 C57 C56 0.0(4) . . . . ?
C32 C52 C57 C56 -179.9(2) . . . . ?
O5 C31 C30 C32 -7.1(4) . . . . ?
C45 C31 C30 C32 171.9(2) . . . . ?
O6 C32 C30 C31 8.4(4) . . . . ?
C52 C32 C30 C31 -169.4(2) . . . . ?
O7 C48 C49 C50 178.4(2) . . . . ?
C47 C48 C49 C50 -2.5(4) . . . . ?
C50 C45 C46 C47 -0.5(4) . . . . ?
C31 C45 C46 C47 178.2(2) . . . . ?
C55 C54 C53 C52 1.0(4) . . . . ?
C57 C52 C53 C54 -0.4(4) . . . . ?
C32 C52 C53 C54 179.5(2) . . . . ?
O8 C55 C56 C57 179.7(2) . . . . ?
C54 C55 C56 C57 0.7(4) . . . . ?
C52 C57 C56 C55 -0.1(4) . . . . ?
C48 C49 C50 C45 0.6(4) . . . . ?
C46 C45 C50 C49 0.9(4) . . . . ?
C31 C45 C50 C49 -177.8(2) . . . . ?
C45 C46 C47 C48 -1.4(4) . . . . ?
O7 C48 C47 C46 -178.1(2) . . . . ?
C49 C48 C47 C46 2.9(4) . . . . ?
C31 O5 B2 O6 36.6(3) . . . . ?
C31 O5 B2 C39 153.8(2) . . . . ?
C31 O5 B2 C33 -81.7(3) . . . . ?
C32 O6 B2 O5 -35.5(3) . . . . ?
C32 O6 B2 C39 -153.4(2) . . . . ?
C32 O6 B2 C33 80.7(4) . . . . ?
C40 C39 B2 O5 0.5(4) . . . . ?
C44 C39 B2 O5 -179.5(2) . . . . ?
C40 C39 B2 O6 117.6(4) . . . . ?
C44 C39 B2 O6 -62.5(4) . . . . ?
C40 C39 B2 C33 -119.3(4) . . . . ?
C44 C39 B2 C33 60.7(4) . . . . ?
C38 C33 B2 O5 134.7(4) . . . . ?
C34 C33 B2 O5 -47.6(4) . . . . ?
C38 C33 B2 O6 17.8(4) . . . . ?
C34 C33 B2 O6 -164.5(2) . . . . ?
C38 C33 B2 C39 -104.3(4) . . . . ?
C34 C33 B2 C39 73.4(4) . . . . ?
C41 C42 C43 C44 -0.5(5) . . . . ?
C40 C39 C44 C43 -1.1(4) . . . . ?
B2 C39 C44 C43 179.0(2) . . . . ?
C42 C43 C44 C39 1.3(4) . . . . ?
C34 C33 C38 C37 0.9(4) . . . . ?
B2 C33 C38 C37 178.7(3) . . . . ?
C37 C36 C35 C34 0.7(4) . . . . ?
C44 C39 C40 C41 0.1(5) . . . . ?
B2 C39 C40 C41 -179.9(3) . . . . ?
C36 C35 C34 C33 -0.2(4) . . . . ?
C38 C33 C34 C35 -0.6(4) . . . . ?
B2 C33 C34 C35 -178.5(3) . . . . ?
C35 C36 C37 C38 -0.4(4) . . . . ?
C33 C38 C37 C36 -0.5(4) . . . . ?
C43 C42 C41 C40 -0.5(5) . . . . ?
C39 C40 C41 C42 0.7(6) . . . . ?
