#------------------------------------------------------------------------------
#$Date: 2015-09-22 11:00:14 +0300 (Tue, 22 Sep 2015) $
#$Revision: 158220 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/78/7117806.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_7117806
loop_
_publ_author_name
'Holger Braunschweig'
'Ivo Krummenacher'
'Lisa Mailander'
'Florian Rauch'
_publ_section_title
;
 O,N,B-Containing eight-membered heterocycles by ring expansion of boroles
 with nitrones
;
_journal_name_full               Chem.Commun.
_journal_page_first              14513
_journal_paper_doi               10.1039/C5cc05368D
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C48 H46 B N O'
_chemical_formula_sum            'C48 H46 B N O'
_chemical_formula_weight         663.67
_chemical_name_systematic
'(4Z,6E)-2-(tert-butyl)-8-mesityl-3,4,5,6,7-pentaphenyl-3,8-dihydro-1,2,8-oxazaborocine '
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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_secondary   iterative
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2015-06-23 deposited with the CCDC.
2015-08-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.40(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.604(6)
_cell_length_b                   32.490(8)
_cell_length_c                   11.704(5)
_cell_measurement_reflns_used    9856
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.75
_cell_measurement_theta_min      2.27
_cell_volume                     3672(3)
_computing_cell_refinement       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_collection       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.34A (Bruker AXS)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2012)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CMOS area detector (Photon 100)'
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_laue_measured_fraction_full 0.992
_diffrn_reflns_laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            48278
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.272
_diffrn_source                   'microfocus sealed tube (Incoatec ImS)'
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SadAbs 2014/4 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_description       plate
_exptl_crystal_F_000             1416
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.195
_exptl_crystal_size_min          0.055
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     466
_refine_ls_number_reflns         7460
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0574
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0468P)²+4.0792P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1340
_refine_ls_wR_factor_ref         0.1394
_reflns_Friedel_coverage         0.000
_reflns_friedel_fraction_full    .
_reflns_friedel_fraction_max     .
_reflns_number_gt                6423
_reflns_number_total             7460
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5cc05368d2.cif
_cod_data_source_block           8
_cod_database_code               7117806
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.986
_shelx_estimated_absorpt_t_max   0.996
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.81506(14) 0.66194(4) 0.26909(12) 0.0174(3) Uani 1 1 d . . . . .
C1 C 0.58625(19) 0.68830(6) 0.21383(17) 0.0165(4) Uani 1 1 d . . . . .
H1 H 0.5712 0.7095 0.1475 0.020 Uiso 1 1 calc R U . . .
N1 N 0.73480(16) 0.69157(5) 0.30628(14) 0.0159(3) Uani 1 1 d . . . . .
B1 B 0.8090(2) 0.62291(7) 0.30984(19) 0.0163(4) Uani 1 1 d . . . . .
C3 C 0.52940(19) 0.61160(6) 0.20436(17) 0.0145(4) Uani 1 1 d . . . . .
C2 C 0.5455(2) 0.64633(6) 0.14707(17) 0.0161(4) Uani 1 1 d . . . . .
C4 C 0.5940(2) 0.60804(6) 0.34437(17) 0.0153(4) Uani 1 1 d . . . . .
C5 C 0.7317(2) 0.61693(6) 0.40079(17) 0.0156(4) Uani 1 1 d . . . . .
C19 C 0.8553(2) 0.53375(6) 0.41692(19) 0.0226(4) Uani 1 1 d . . . . .
H01A H 0.8612 0.5037 0.4236 0.034 Uiso 1 1 calc R U . . .
H01B H 0.7589 0.5424 0.3912 0.034 Uiso 1 1 calc R U . . .
H01C H 0.9128 0.5460 0.4985 0.034 Uiso 1 1 calc R U . . .
C11 C 0.88761(19) 0.58837(6) 0.26899(17) 0.0169(4) Uani 1 1 d . . . . .
C12 C 0.9477(2) 0.59634(6) 0.18195(17) 0.0193(4) Uani 1 1 d . . . . .
C13 C 1.0219(2) 0.56580(7) 0.15270(18) 0.0225(4) Uani 1 1 d . . . . .
H13 H 1.0598 0.5719 0.0938 0.027 Uiso 1 1 calc R U . . .
C14 C 1.0427(2) 0.52696(7) 0.20600(18) 0.0235(4) Uani 1 1 d . . . . .
C15 C 0.9818(2) 0.51876(7) 0.28806(18) 0.0211(4) Uani 1 1 d . . . . .
H15 H 0.9921 0.4920 0.3237 0.025 Uiso 1 1 calc R U . . .
C16 C 0.9064(2) 0.54797(6) 0.32045(17) 0.0184(4) Uani 1 1 d . . . . .
C17 C 0.9415(2) 0.63787(7) 0.12082(19) 0.0247(5) Uani 1 1 d . . . . .
H01D H 0.9793 0.6354 0.0575 0.037 Uiso 1 1 calc R U . . .
H01E H 0.9962 0.6579 0.1848 0.037 Uiso 1 1 calc R U . . .
H01F H 0.8451 0.6471 0.0806 0.037 Uiso 1 1 calc R U . . .
C18 C 1.1307(3) 0.49499(8) 0.1806(2) 0.0342(6) Uani 1 1 d . . . . .
H01O H 1.0969 0.4907 0.0900 0.051 Uiso 1 1 calc R U . . .
H01P H 1.1254 0.4691 0.2213 0.051 Uiso 1 1 calc R U . . .
H01Q H 1.2270 0.5044 0.2142 0.051 Uiso 1 1 calc R U . . .
C20 C 0.8027(2) 0.73214(6) 0.30711(18) 0.0196(4) Uani 1 1 d . . . . .
C21 C 0.7184(2) 0.76601(6) 0.33292(19) 0.0230(4) Uani 1 1 d . . . . .
H00B H 0.7662 0.7924 0.3418 0.035 Uiso 1 1 calc R U . . .
H00C H 0.7081 0.7598 0.4105 0.035 Uiso 1 1 calc R U . . .
H00E H 0.6267 0.7676 0.2630 0.035 Uiso 1 1 calc R U . . .
C22 C 0.8153(2) 0.74165(7) 0.1834(2) 0.0254(5) Uani 1 1 d . . . . .
H01I H 0.8576 0.7688 0.1890 0.038 Uiso 1 1 calc R U . . .
H01J H 0.7231 0.7415 0.1140 0.038 Uiso 1 1 calc R U . . .
H01K H 0.8733 0.7207 0.1685 0.038 Uiso 1 1 calc R U . . .
C23 C 0.9463(2) 0.73016(7) 0.4157(2) 0.0285(5) Uani 1 1 d . . . . .
H01L H 0.9932 0.7567 0.4234 0.043 Uiso 1 1 calc R U . . .
H01M H 1.0008 0.7084 0.3993 0.043 Uiso 1 1 calc R U . . .
H01N H 0.9369 0.7241 0.4938 0.043 Uiso 1 1 calc R U . . .
C31 C 0.4902(2) 0.69918(6) 0.27760(18) 0.0174(4) Uani 1 1 d . . . . .
C32 C 0.3525(2) 0.70893(6) 0.2019(2) 0.0227(4) Uani 1 1 d . . . . .
H32 H 0.3216 0.7091 0.1133 0.027 Uiso 1 1 calc R U . . .
C33 C 0.2604(2) 0.71831(7) 0.2543(2) 0.0294(5) Uani 1 1 d . . . . .
H01G H 0.1670 0.7249 0.2014 0.035 Uiso 1 1 calc R U . . .
C34 C 0.3036(2) 0.71811(7) 0.3834(2) 0.0284(5) Uani 1 1 d . . . . .
H34 H 0.2405 0.7244 0.4195 0.034 Uiso 1 1 calc R U . . .
C35 C 0.4404(2) 0.70860(6) 0.4591(2) 0.0240(4) Uani 1 1 d . . . . .
H35 H 0.4711 0.7085 0.5477 0.029 Uiso 1 1 calc R U . . .
C36 C 0.5329(2) 0.69925(6) 0.40686(18) 0.0186(4) Uani 1 1 d . . . . .
H36 H 0.6263 0.6928 0.4600 0.022 Uiso 1 1 calc R U . . .
C41 C 0.5206(2) 0.64623(6) 0.01125(17) 0.0175(4) Uani 1 1 d . . . . .
C42 C 0.5786(2) 0.61516(6) -0.03416(18) 0.0194(4) Uani 1 1 d . . . . .
H42 H 0.6345 0.5946 0.0217 0.023 Uiso 1 1 calc R U . . .
C43 C 0.5555(2) 0.61384(6) -0.16000(18) 0.0222(4) Uani 1 1 d . . . . .
H43 H 0.5962 0.5926 -0.1891 0.027 Uiso 1 1 calc R U . . .
C44 C 0.4741(2) 0.64317(7) -0.24290(19) 0.0249(5) Uani 1 1 d . . . . .
H44 H 0.4570 0.6418 -0.3291 0.030 Uiso 1 1 calc R U . . .
C45 C 0.4174(2) 0.67466(6) -0.19930(19) 0.0237(4) Uani 1 1 d . . . . .
H45 H 0.3618 0.6951 -0.2556 0.028 Uiso 1 1 calc R U . . .
C46 C 0.4420(2) 0.67632(6) -0.07285(18) 0.0200(4) Uani 1 1 d . . . . .
H46 H 0.4045 0.6984 -0.0435 0.024 Uiso 1 1 calc R U . . .
C51 C 0.4497(2) 0.57544(6) 0.13150(17) 0.0159(4) Uani 1 1 d . . . . .
C52 C 0.4986(2) 0.53553(6) 0.16567(18) 0.0197(4) Uani 1 1 d . . . . .
H52 H 0.5824 0.5312 0.2378 0.024 Uiso 1 1 calc R U . . .
C53 C 0.4267(2) 0.50192(6) 0.0958(2) 0.0237(4) Uani 1 1 d . . . . .
H53 H 0.4619 0.4749 0.1203 0.028 Uiso 1 1 calc R U . . .
C54 C 0.3042(2) 0.50747(6) -0.00910(19) 0.0229(4) Uani 1 1 d . . . . .
H54 H 0.2563 0.4845 -0.0580 0.027 Uiso 1 1 calc R U . . .
C55 C 0.2519(2) 0.54707(7) -0.04230(19) 0.0231(4) Uani 1 1 d . . . . .
H55 H 0.1666 0.5511 -0.1131 0.028 Uiso 1 1 calc R U . . .
C56 C 0.3239(2) 0.58058(6) 0.02763(18) 0.0194(4) Uani 1 1 d . . . . .
H56 H 0.2869 0.6075 0.0045 0.023 Uiso 1 1 calc R U . . .
C61 C 0.5044(2) 0.59258(6) 0.40556(17) 0.0166(4) Uani 1 1 d . . . . .
C62 C 0.5506(2) 0.56184(6) 0.49724(18) 0.0203(4) Uani 1 1 d . . . . .
H62 H 0.6405 0.5505 0.5210 0.024 Uiso 1 1 calc R U . . .
C63 C 0.4671(2) 0.54761(6) 0.55400(19) 0.0250(5) Uani 1 1 d . . . . .
H63 H 0.5000 0.5268 0.6163 0.030 Uiso 1 1 calc R U . . .
C64 C 0.3353(2) 0.56393(7) 0.5196(2) 0.0272(5) Uani 1 1 d . . . . .
H64 H 0.2787 0.5548 0.5598 0.033 Uiso 1 1 calc R U . . .
C65 C 0.2869(2) 0.59349(7) 0.42659(19) 0.0246(5) Uani 1 1 d . . . . .
H65 H 0.1962 0.6043 0.4019 0.030 Uiso 1 1 calc R U . . .
C66 C 0.3703(2) 0.60749(6) 0.36898(18) 0.0195(4) Uani 1 1 d . . . . .
H66 H 0.3353 0.6274 0.3040 0.023 Uiso 1 1 calc R U . . .
C71 C 0.8195(2) 0.62243(6) 0.53714(17) 0.0175(4) Uani 1 1 d . . . . .
C72 C 0.9634(2) 0.62304(7) 0.57791(19) 0.0244(4) Uani 1 1 d . . . . .
H72 H 1.0016 0.6193 0.5181 0.029 Uiso 1 1 calc R U . . .
C73 C 1.0525(2) 0.62899(8) 0.7031(2) 0.0288(5) Uani 1 1 d . . . . .
H01H H 1.1498 0.6291 0.7279 0.035 Uiso 1 1 calc R U . . .
C74 C 0.9988(2) 0.63474(7) 0.79140(19) 0.0259(5) Uani 1 1 d . . . . .
H74 H 1.0588 0.6384 0.8774 0.031 Uiso 1 1 calc R U . . .
C75 C 0.8564(2) 0.63510(6) 0.75301(18) 0.0213(4) Uani 1 1 d . . . . .
H75 H 0.8190 0.6392 0.8133 0.026 Uiso 1 1 calc R U . . .
C76 C 0.7677(2) 0.62960(6) 0.62801(18) 0.0188(4) Uani 1 1 d . . . . .
H76 H 0.6705 0.6307 0.6035 0.023 Uiso 1 1 calc R U . . .
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'
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
B1 O1 N1 112.92(14) . .
N1 C1 C31 110.07(15) . .
N1 C1 C2 114.73(15) . .
C31 C1 C2 110.34(15) . .
N1 C1 H1 107.1 . .
C31 C1 H1 107.1 . .
C2 C1 H1 107.1 . .
O1 N1 C20 104.08(14) . .
O1 N1 C1 107.74(13) . .
C20 N1 C1 115.11(15) . .
O1 B1 C11 116.46(17) . .
O1 B1 C5 117.12(17) . .
C11 B1 C5 126.30(17) . .
C2 C3 C51 121.93(17) . .
C2 C3 C4 120.69(17) . .
C51 C3 C4 117.37(16) . .
C3 C2 C41 121.21(17) . .
C3 C2 C1 123.38(17) . .
C41 C2 C1 115.39(16) . .
C5 C4 C61 127.28(17) . .
C5 C4 C3 115.38(17) . .
C61 C4 C3 117.19(16) . .
C4 C5 C71 128.03(17) . .
C4 C5 B1 116.37(16) . .
C71 C5 B1 115.59(16) . .
C16 C19 H01A 109.5 . .
C16 C19 H01B 109.5 . .
H01A C19 H01B 109.5 . .
C16 C19 H01C 109.5 . .
H01A C19 H01C 109.5 . .
H01B C19 H01C 109.5 . .
C16 C11 C12 116.27(18) . .
C16 C11 B1 121.62(17) . .
C12 C11 B1 122.07(18) . .
C13 C12 C11 120.58(19) . .
C13 C12 C17 115.88(17) . .
C11 C12 C17 123.49(18) . .
C14 C13 C12 122.61(19) . .
C14 C13 H13 118.7 . .
C12 C13 H13 118.7 . .
C13 C14 C15 117.01(19) . .
C13 C14 C18 122.4(2) . .
C15 C14 C18 120.5(2) . .
C14 C15 C16 122.9(2) . .
C14 C15 H15 118.6 . .
C16 C15 H15 118.6 . .
C15 C16 C11 120.62(18) . .
C15 C16 C19 114.76(18) . .
C11 C16 C19 124.55(17) . .
C12 C17 H01D 109.5 . .
C12 C17 H01E 109.5 . .
H01D C17 H01E 109.5 . .
C12 C17 H01F 109.5 . .
H01D C17 H01F 109.5 . .
H01E C17 H01F 109.5 . .
C14 C18 H01O 109.5 . .
C14 C18 H01P 109.5 . .
H01O C18 H01P 109.5 . .
C14 C18 H01Q 109.5 . .
H01O C18 H01Q 109.5 . .
H01P C18 H01Q 109.5 . .
N1 C20 C21 108.47(16) . .
N1 C20 C23 106.20(16) . .
C21 C20 C23 109.26(17) . .
N1 C20 C22 113.48(16) . .
C21 C20 C22 109.11(17) . .
C23 C20 C22 110.23(18) . .
C20 C21 H00B 109.5 . .
C20 C21 H00C 109.5 . .
H00B C21 H00C 109.5 . .
C20 C21 H00E 109.5 . .
H00B C21 H00E 109.5 . .
H00C C21 H00E 109.5 . .
C20 C22 H01I 109.5 . .
C20 C22 H01J 109.5 . .
H01I C22 H01J 109.5 . .
C20 C22 H01K 109.5 . .
H01I C22 H01K 109.5 . .
H01J C22 H01K 109.5 . .
C20 C23 H01L 109.5 . .
C20 C23 H01M 109.5 . .
H01L C23 H01M 109.5 . .
C20 C23 H01N 109.5 . .
H01L C23 H01N 109.5 . .
H01M C23 H01N 109.5 . .
C36 C31 C32 118.43(19) . .
C36 C31 C1 123.23(18) . .
C32 C31 C1 118.33(17) . .
C33 C32 C31 120.9(2) . .
C33 C32 H32 119.6 . .
C31 C32 H32 119.6 . .
C32 C33 C34 120.3(2) . .
C32 C33 H01G 119.8 . .
C34 C33 H01G 119.8 . .
C33 C34 C35 119.1(2) . .
C33 C34 H34 120.5 . .
C35 C34 H34 120.5 . .
C34 C35 C36 120.7(2) . .
C34 C35 H35 119.7 . .
C36 C35 H35 119.7 . .
C35 C36 C31 120.6(2) . .
C35 C36 H36 119.7 . .
C31 C36 H36 119.7 . .
C46 C41 C42 117.87(18) . .
C46 C41 C2 122.63(18) . .
C42 C41 C2 119.50(17) . .
C43 C42 C41 120.86(19) . .
C43 C42 H42 119.6 . .
C41 C42 H42 119.6 . .
C44 C43 C42 120.6(2) . .
C44 C43 H43 119.7 . .
C42 C43 H43 119.7 . .
C43 C44 C45 119.44(19) . .
C43 C44 H44 120.3 . .
C45 C44 H44 120.3 . .
C44 C45 C46 119.99(19) . .
C44 C45 H45 120.0 . .
C46 C45 H45 120.0 . .
C41 C46 C45 121.20(19) . .
C41 C46 H46 119.4 . .
C45 C46 H46 119.4 . .
C52 C51 C56 118.05(18) . .
C52 C51 C3 120.91(17) . .
C56 C51 C3 121.04(17) . .
C53 C52 C51 120.97(19) . .
C53 C52 H52 119.5 . .
C51 C52 H52 119.5 . .
C54 C53 C52 120.46(19) . .
C54 C53 H53 119.8 . .
C52 C53 H53 119.8 . .
C53 C54 C55 119.26(19) . .
C53 C54 H54 120.4 . .
C55 C54 H54 120.4 . .
C56 C55 C54 120.17(19) . .
C56 C55 H55 119.9 . .
C54 C55 H55 119.9 . .
C55 C56 C51 121.03(19) . .
C55 C56 H56 119.5 . .
C51 C56 H56 119.5 . .
C66 C61 C62 118.29(18) . .
C66 C61 C4 120.46(17) . .
C62 C61 C4 121.20(18) . .
C63 C62 C61 121.0(2) . .
C63 C62 H62 119.5 . .
C61 C62 H62 119.5 . .
C62 C63 C64 119.9(2) . .
C62 C63 H63 120.1 . .
C64 C63 H63 120.1 . .
C65 C64 C63 119.70(19) . .
C65 C64 H64 120.1 . .
C63 C64 H64 120.1 . .
C64 C65 C66 120.3(2) . .
C64 C65 H65 119.8 . .
C66 C65 H65 119.8 . .
C65 C66 C61 120.69(19) . .
C65 C66 H66 119.7 . .
C61 C66 H66 119.7 . .
C72 C71 C76 116.91(18) . .
C72 C71 C5 118.62(17) . .
C76 C71 C5 124.36(18) . .
C73 C72 C71 122.2(2) . .
C73 C72 H72 118.9 . .
C71 C72 H72 118.9 . .
C74 C73 C72 119.7(2) . .
C74 C73 H01H 120.1 . .
C72 C73 H01H 120.1 . .
C73 C74 C75 119.23(19) . .
C73 C74 H74 120.4 . .
C75 C74 H74 120.4 . .
C76 C75 C74 120.94(19) . .
C76 C75 H75 119.5 . .
C74 C75 H75 119.5 . .
C75 C76 C71 120.96(19) . .
C75 C76 H76 119.5 . .
C71 C76 H76 119.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 B1 1.366(3) .
O1 N1 1.465(2) .
C1 N1 1.502(3) .
C1 C31 1.532(3) .
C1 C2 1.542(3) .
C1 H1 1.0000 .
N1 C20 1.500(2) .
B1 C11 1.585(3) .
B1 C5 1.601(3) .
C3 C2 1.359(3) .
C3 C51 1.492(3) .
C3 C4 1.497(3) .
C2 C41 1.500(3) .
C4 C5 1.362(3) .
C4 C61 1.493(3) .
C5 C71 1.489(3) .
C19 C16 1.512(3) .
C19 H01A 0.9800 .
C19 H01B 0.9800 .
C19 H01C 0.9800 .
C11 C16 1.423(3) .
C11 C12 1.431(3) .
C12 C13 1.394(3) .
C12 C17 1.516(3) .
C13 C14 1.385(3) .
C13 H13 0.9500 .
C14 C15 1.387(3) .
C14 C18 1.505(3) .
C15 C16 1.391(3) .
C15 H15 0.9500 .
C17 H01D 0.9800 .
C17 H01E 0.9800 .
C17 H01F 0.9800 .
C18 H01O 0.9800 .
C18 H01P 0.9800 .
C18 H01Q 0.9800 .
C20 C21 1.524(3) .
C20 C23 1.530(3) .
C20 C22 1.539(3) .
C21 H00B 0.9800 .
C21 H00C 0.9800 .
C21 H00E 0.9800 .
C22 H01I 0.9800 .
C22 H01J 0.9800 .
C22 H01K 0.9800 .
C23 H01L 0.9800 .
C23 H01M 0.9800 .
C23 H01N 0.9800 .
C31 C36 1.388(3) .
C31 C32 1.396(3) .
C32 C33 1.385(3) .
C32 H32 0.9500 .
C33 C34 1.386(3) .
C33 H01G 0.9500 .
C34 C35 1.387(3) .
C34 H34 0.9500 .
C35 C36 1.387(3) .
C35 H35 0.9500 .
C36 H36 0.9500 .
C41 C46 1.393(3) .
C41 C42 1.396(3) .
C42 C43 1.390(3) .
C42 H42 0.9500 .
C43 C44 1.379(3) .
C43 H43 0.9500 .
C44 C45 1.386(3) .
C44 H44 0.9500 .
C45 C46 1.394(3) .
C45 H45 0.9500 .
C46 H46 0.9500 .
C51 C52 1.392(3) .
C51 C56 1.395(3) .
C52 C53 1.388(3) .
C52 H52 0.9500 .
C53 C54 1.382(3) .
C53 H53 0.9500 .
C54 C55 1.391(3) .
C54 H54 0.9500 .
C55 C56 1.386(3) .
C55 H55 0.9500 .
C56 H56 0.9500 .
C61 C66 1.392(3) .
C61 C62 1.398(3) .
C62 C63 1.387(3) .
C62 H62 0.9500 .
C63 C64 1.390(3) .
C63 H63 0.9500 .
C64 C65 1.381(3) .
C64 H64 0.9500 .
C65 C66 1.392(3) .
C65 H65 0.9500 .
C66 H66 0.9500 .
C71 C72 1.398(3) .
C71 C76 1.403(3) .
C72 C73 1.390(3) .
C72 H72 0.9500 .
C73 C74 1.383(3) .
C73 H01H 0.9500 .
C74 C75 1.387(3) .
C74 H74 0.9500 .
C75 C76 1.386(3) .
C75 H75 0.9500 .
C76 H76 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
B1 O1 N1 C20 155.16(15) . . . .
B1 O1 N1 C1 -82.18(17) . . . .
C31 C1 N1 O1 150.21(14) . . . .
C2 C1 N1 O1 25.06(19) . . . .
C31 C1 N1 C20 -94.19(18) . . . .
C2 C1 N1 C20 140.66(16) . . . .
N1 O1 B1 C11 177.47(14) . . . .
N1 O1 B1 C5 -6.2(2) . . . .
C51 C3 C2 C41 -17.6(3) . . . .
C4 C3 C2 C41 161.19(17) . . . .
C51 C3 C2 C1 160.72(17) . . . .
C4 C3 C2 C1 -20.4(3) . . . .
N1 C1 C2 C3 73.3(2) . . . .
C31 C1 C2 C3 -51.8(2) . . . .
N1 C1 C2 C41 -108.29(19) . . . .
C31 C1 C2 C41 126.70(18) . . . .
C2 C3 C4 C5 -51.5(2) . . . .
C51 C3 C4 C5 127.42(18) . . . .
C2 C3 C4 C61 132.57(19) . . . .
C51 C3 C4 C61 -48.5(2) . . . .
C61 C4 C5 C71 -14.7(3) . . . .
C3 C4 C5 C71 169.80(17) . . . .
C61 C4 C5 B1 166.27(18) . . . .
C3 C4 C5 B1 -9.2(2) . . . .
O1 B1 C5 C4 91.5(2) . . . .
C11 B1 C5 C4 -92.6(2) . . . .
O1 B1 C5 C71 -87.6(2) . . . .
C11 B1 C5 C71 88.3(2) . . . .
O1 B1 C11 C16 170.50(17) . . . .
C5 B1 C11 C16 -5.4(3) . . . .
O1 B1 C11 C12 -7.3(3) . . . .
C5 B1 C11 C12 176.77(18) . . . .
C16 C11 C12 C13 -1.0(3) . . . .
B1 C11 C12 C13 176.87(17) . . . .
C16 C11 C12 C17 -178.24(18) . . . .
B1 C11 C12 C17 -0.3(3) . . . .
C11 C12 C13 C14 -0.7(3) . . . .
C17 C12 C13 C14 176.69(19) . . . .
C12 C13 C14 C15 2.2(3) . . . .
C12 C13 C14 C18 -175.9(2) . . . .
C13 C14 C15 C16 -2.0(3) . . . .
C18 C14 C15 C16 176.1(2) . . . .
C14 C15 C16 C11 0.3(3) . . . .
C14 C15 C16 C19 -176.66(19) . . . .
C12 C11 C16 C15 1.2(3) . . . .
B1 C11 C16 C15 -176.69(17) . . . .
C12 C11 C16 C19 177.88(18) . . . .
B1 C11 C16 C19 0.0(3) . . . .
O1 N1 C20 C21 174.75(14) . . . .
C1 N1 C20 C21 57.1(2) . . . .
O1 N1 C20 C23 -67.92(18) . . . .
C1 N1 C20 C23 174.40(16) . . . .
O1 N1 C20 C22 53.3(2) . . . .
C1 N1 C20 C22 -64.4(2) . . . .
N1 C1 C31 C36 -18.3(2) . . . .
C2 C1 C31 C36 109.4(2) . . . .
N1 C1 C31 C32 162.69(17) . . . .
C2 C1 C31 C32 -69.7(2) . . . .
C36 C31 C32 C33 -0.2(3) . . . .
C1 C31 C32 C33 178.87(19) . . . .
C31 C32 C33 C34 -0.1(3) . . . .
C32 C33 C34 C35 0.3(3) . . . .
C33 C34 C35 C36 -0.2(3) . . . .
C34 C35 C36 C31 -0.1(3) . . . .
C32 C31 C36 C35 0.3(3) . . . .
C1 C31 C36 C35 -178.74(18) . . . .
C3 C2 C41 C46 133.0(2) . . . .
C1 C2 C41 C46 -45.5(3) . . . .
C3 C2 C41 C42 -47.5(3) . . . .
C1 C2 C41 C42 134.00(18) . . . .
C46 C41 C42 C43 -1.5(3) . . . .
C2 C41 C42 C43 178.95(18) . . . .
C41 C42 C43 C44 -0.4(3) . . . .
C42 C43 C44 C45 1.4(3) . . . .
C43 C44 C45 C46 -0.5(3) . . . .
C42 C41 C46 C45 2.4(3) . . . .
C2 C41 C46 C45 -178.07(19) . . . .
C44 C45 C46 C41 -1.4(3) . . . .
C2 C3 C51 C52 137.3(2) . . . .
C4 C3 C51 C52 -41.5(2) . . . .
C2 C3 C51 C56 -43.0(3) . . . .
C4 C3 C51 C56 138.12(19) . . . .
C56 C51 C52 C53 2.3(3) . . . .
C3 C51 C52 C53 -178.08(18) . . . .
C51 C52 C53 C54 -0.4(3) . . . .
C52 C53 C54 C55 -1.6(3) . . . .
C53 C54 C55 C56 1.5(3) . . . .
C54 C55 C56 C51 0.4(3) . . . .
C52 C51 C56 C55 -2.3(3) . . . .
C3 C51 C56 C55 178.06(18) . . . .
C5 C4 C61 C66 139.7(2) . . . .
C3 C4 C61 C66 -44.9(2) . . . .
C5 C4 C61 C62 -42.7(3) . . . .
C3 C4 C61 C62 132.67(19) . . . .
C66 C61 C62 C63 -2.5(3) . . . .
C4 C61 C62 C63 179.89(18) . . . .
C61 C62 C63 C64 0.2(3) . . . .
C62 C63 C64 C65 1.7(3) . . . .
C63 C64 C65 C66 -1.1(3) . . . .
C64 C65 C66 C61 -1.2(3) . . . .
C62 C61 C66 C65 3.0(3) . . . .
C4 C61 C66 C65 -179.34(18) . . . .
C4 C5 C71 C72 167.0(2) . . . .
B1 C5 C71 C72 -14.0(3) . . . .
C4 C5 C71 C76 -17.1(3) . . . .
B1 C5 C71 C76 161.96(18) . . . .
C76 C71 C72 C73 2.2(3) . . . .
C5 C71 C72 C73 178.5(2) . . . .
C71 C72 C73 C74 -0.3(4) . . . .
C72 C73 C74 C75 -1.0(3) . . . .
C73 C74 C75 C76 0.3(3) . . . .
C74 C75 C76 C71 1.7(3) . . . .
C72 C71 C76 C75 -2.9(3) . . . .
C5 C71 C76 C75 -178.89(18) . . . .
