#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:17:09 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179916 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/11/7021156.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_7021156
loop_
_publ_author_name
'Melen, Rebecca L.'
'Stephan, Douglas W.'
_publ_section_title
;
 Cycloaddition reactions between dicyclohexylboron azide and alkynes.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4795
_journal_page_last               4798
_journal_paper_doi               10.1039/c3dt00068k
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C80 H132 B6 N6 O8'
_chemical_formula_weight         1370.78
_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                69.271(5)
_cell_angle_beta                 88.761(5)
_cell_angle_gamma                75.300(5)
_cell_formula_units_Z            1
_cell_length_a                   10.3184(10)
_cell_length_b                   14.6317(15)
_cell_length_c                   15.0290(16)
_cell_measurement_reflns_used    9908
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.50
_cell_measurement_theta_min      2.42
_cell_volume                     2046.8(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            26138
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.76
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.9910
_exptl_absorpt_correction_T_min  0.9781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.112
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             748
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.210
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         7186
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.210
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0704
_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)+(0.0560P)²+1.8384P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1558
_refine_ls_wR_factor_ref         0.1608
_reflns_number_gt                6302
_reflns_number_total             7186
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt00068k.txt
_cod_data_source_block           rlm58_0m
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7021156
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
C6 C 1.0507(2) 0.20962(16) 0.43487(16) 0.0127(5) Uani 1 1 d .
B1 B 1.0675(3) 0.3754(2) 0.33025(18) 0.0167(6) Uani 1 1 d .
N1 N 1.02966(18) 0.30618(14) 0.27594(13) 0.0138(4) Uani 1 1 d .
O2 O 1.06855(16) 0.29269(11) 0.43464(11) 0.0151(3) Uani 1 1 d .
C5 C 1.0249(2) 0.21485(16) 0.33785(16) 0.0138(5) Uani 1 1 d .
B2 B 0.9391(3) -0.10819(18) 0.38450(17) 0.0129(5) Uani 1 1 d .
N2 N 1.00629(19) 0.31551(14) 0.18592(13) 0.0159(4) Uani 1 1 d .
O4 O 1.05378(15) 0.13074(11) 0.50468(11) 0.0145(3) Uani 1 1 d .
C4 C 0.9967(2) 0.16273(16) 0.28413(15) 0.0133(5) Uani 1 1 d .
B3 B 0.9598(3) 0.17485(19) 0.11870(18) 0.0159(5) Uani 1 1 d .
N3 N 0.98538(18) 0.22714(14) 0.19270(13) 0.0140(4) Uani 1 1 d .
O1 O 0.95508(15) 0.07016(11) 0.20095(10) 0.0144(3) Uani 1 1 d .
C3 C 0.9764(2) 0.06683(16) 0.28537(15) 0.0125(5) Uani 1 1 d .
O3 O 0.98099(15) -0.00559(11) 0.36210(10) 0.0145(3) Uani 1 1 d .
C11 C 0.9479(2) 0.47520(17) 0.31442(17) 0.0172(5) Uani 1 1 d .
H11A H 0.9770 0.5124 0.3514 0.021 Uiso 1 1 calc R
C12 C 0.9272(3) 0.54621(19) 0.20942(19) 0.0330(7) Uani 1 1 d .
H12A H 1.0122 0.5640 0.1889 0.040 Uiso 1 1 calc R
H12B H 0.9042 0.5103 0.1697 0.040 Uiso 1 1 calc R
C13 C 0.8153(3) 0.6437(2) 0.1929(2) 0.0419(8) Uani 1 1 d .
H13A H 0.8441 0.6846 0.2251 0.050 Uiso 1 1 calc R
H13B H 0.8004 0.6841 0.1237 0.050 Uiso 1 1 calc R
C14 C 0.6857(3) 0.6218(2) 0.2302(2) 0.0426(8) Uani 1 1 d .
H14A H 0.6510 0.5881 0.1928 0.051 Uiso 1 1 calc R
H14B H 0.6181 0.6862 0.2223 0.051 Uiso 1 1 calc R
C15 C 0.7064(3) 0.5542(2) 0.3346(2) 0.0347(7) Uani 1 1 d .
H15A H 0.6209 0.5383 0.3567 0.042 Uiso 1 1 calc R
H15B H 0.7328 0.5906 0.3727 0.042 Uiso 1 1 calc R
C16 C 0.8146(3) 0.4560(2) 0.3507(2) 0.0293(6) Uani 1 1 d .
H16A H 0.7840 0.4168 0.3175 0.035 Uiso 1 1 calc R
H16B H 0.8280 0.4149 0.4198 0.035 Uiso 1 1 calc R
C21 C 1.2177(2) 0.38466(17) 0.31376(17) 0.0187(5) Uani 1 1 d .
H21A H 1.2162 0.4368 0.2490 0.022 Uiso 1 1 calc R
C22 C 1.3204(2) 0.28692(19) 0.31658(19) 0.0248(6) Uani 1 1 d .
H22A H 1.3191 0.2322 0.3783 0.030 Uiso 1 1 calc R
H22B H 1.2942 0.2662 0.2651 0.030 Uiso 1 1 calc R
C23 C 1.4625(3) 0.2998(2) 0.3045(2) 0.0336(7) Uani 1 1 d .
H23A H 1.5255 0.2346 0.3092 0.040 Uiso 1 1 calc R
H23B H 1.4661 0.3501 0.2405 0.040 Uiso 1 1 calc R
C24 C 1.5053(3) 0.3348(2) 0.3801(2) 0.0360(7) Uani 1 1 d .
H24A H 1.5969 0.3441 0.3699 0.043 Uiso 1 1 calc R
H24B H 1.5076 0.2824 0.4439 0.043 Uiso 1 1 calc R
C25 C 1.4086(3) 0.4338(2) 0.3759(2) 0.0342(7) Uani 1 1 d .
H25A H 1.4125 0.4876 0.3141 0.041 Uiso 1 1 calc R
H25B H 1.4359 0.4539 0.4275 0.041 Uiso 1 1 calc R
C26 C 1.2650(3) 0.42380(19) 0.38681(19) 0.0249(6) Uani 1 1 d .
H26A H 1.2039 0.4907 0.3791 0.030 Uiso 1 1 calc R
H26B H 1.2591 0.3767 0.4520 0.030 Uiso 1 1 calc R
C31 C 0.7864(2) -0.08092(17) 0.34389(17) 0.0159(5) Uani 1 1 d .
H31A H 0.7841 -0.0467 0.2731 0.019 Uiso 1 1 calc R
C32 C 0.7350(2) -0.17541(19) 0.36168(19) 0.0240(6) Uani 1 1 d .
H32A H 0.7960 -0.2214 0.3347 0.029 Uiso 1 1 calc R
H32B H 0.7365 -0.2119 0.4313 0.029 Uiso 1 1 calc R
C33 C 0.5929(3) -0.1486(2) 0.3171(2) 0.0324(7) Uani 1 1 d .
H33A H 0.5927 -0.1179 0.2468 0.039 Uiso 1 1 calc R
H33B H 0.5626 -0.2111 0.3324 0.039 Uiso 1 1 calc R
C34 C 0.4964(3) -0.0751(2) 0.3534(2) 0.0372(7) Uani 1 1 d .
H34A H 0.4884 -0.1089 0.4224 0.045 Uiso 1 1 calc R
H34B H 0.4064 -0.0556 0.3199 0.045 Uiso 1 1 calc R
C35 C 0.5437(3) 0.0195(2) 0.3376(2) 0.0336(7) Uani 1 1 d .
H35A H 0.4825 0.0631 0.3668 0.040 Uiso 1 1 calc R
H35B H 0.5398 0.0582 0.2683 0.040 Uiso 1 1 calc R
C36 C 0.6867(2) -0.00657(19) 0.38073(19) 0.0247(6) Uani 1 1 d .
H36A H 0.6879 -0.0371 0.4511 0.030 Uiso 1 1 calc R
H36B H 0.7159 0.0564 0.3649 0.030 Uiso 1 1 calc R
C41 C 1.0536(2) -0.19208(17) 0.36262(16) 0.0148(5) Uani 1 1 d .
H41A H 1.0296 -0.2578 0.3933 0.018 Uiso 1 1 calc R
C42 C 1.0592(2) -0.17463(18) 0.25526(17) 0.0208(5) Uani 1 1 d .
H42A H 0.9698 -0.1702 0.2288 0.025 Uiso 1 1 calc R
H42B H 1.0810 -0.1094 0.2215 0.025 Uiso 1 1 calc R
C43 C 1.1636(3) -0.2594(2) 0.23748(18) 0.0267(6) Uani 1 1 d .
H43A H 1.1672 -0.2438 0.1679 0.032 Uiso 1 1 calc R
H43B H 1.1369 -0.3236 0.2656 0.032 Uiso 1 1 calc R
C44 C 1.3022(3) -0.2727(2) 0.28092(19) 0.0281(6) Uani 1 1 d .
H44A H 1.3670 -0.3303 0.2710 0.034 Uiso 1 1 calc R
H44B H 1.3328 -0.2109 0.2486 0.034 Uiso 1 1 calc R
C45 C 1.2987(2) -0.2920(2) 0.38712(19) 0.0264(6) Uani 1 1 d .
H45A H 1.3885 -0.2969 0.4132 0.032 Uiso 1 1 calc R
H45B H 1.2769 -0.3574 0.4202 0.032 Uiso 1 1 calc R
C46 C 1.1946(2) -0.20741(19) 0.40586(18) 0.0209(5) Uani 1 1 d .
H46A H 1.2219 -0.1435 0.3784 0.025 Uiso 1 1 calc R
H46B H 1.1918 -0.2238 0.4756 0.025 Uiso 1 1 calc R
C51 C 0.8142(2) 0.22544(17) 0.06263(16) 0.0175(5) Uani 1 1 d .
H51A H 0.8074 0.1876 0.0197 0.021 Uiso 1 1 calc R
C52 C 0.7956(3) 0.33675(19) -0.00228(18) 0.0265(6) Uani 1 1 d .
H52A H 0.8064 0.3763 0.0372 0.032 Uiso 1 1 calc R
H52B H 0.8665 0.3409 -0.0479 0.032 Uiso 1 1 calc R
C53 C 0.6584(3) 0.3835(2) -0.0578(2) 0.0356(7) Uani 1 1 d .
H53A H 0.6482 0.4566 -0.0935 0.043 Uiso 1 1 calc R
H53B H 0.6527 0.3510 -0.1047 0.043 Uiso 1 1 calc R
C54 C 0.5447(3) 0.3709(2) 0.0077(2) 0.0325(7) Uani 1 1 d .
H54A H 0.5425 0.4113 0.0487 0.039 Uiso 1 1 calc R
H54B H 0.4580 0.3970 -0.0313 0.039 Uiso 1 1 calc R
C55 C 0.5616(3) 0.2609(2) 0.0699(2) 0.0339(7) Uani 1 1 d .
H55A H 0.5539 0.2217 0.0293 0.041 Uiso 1 1 calc R
H55B H 0.4892 0.2557 0.1143 0.041 Uiso 1 1 calc R
C56 C 0.6975(2) 0.2163(2) 0.12675(19) 0.0266(6) Uani 1 1 d .
H56A H 0.7071 0.1439 0.1650 0.032 Uiso 1 1 calc R
H56B H 0.7015 0.2517 0.1714 0.032 Uiso 1 1 calc R
C61 C 1.0919(2) 0.15362(17) 0.06377(16) 0.0167(5) Uani 1 1 d .
H61A H 1.1002 0.2202 0.0175 0.020 Uiso 1 1 calc R
C62 C 1.2223(2) 0.1033(2) 0.12989(18) 0.0242(6) Uani 1 1 d .
H62A H 1.2388 0.1512 0.1584 0.029 Uiso 1 1 calc R
H62B H 1.2105 0.0427 0.1825 0.029 Uiso 1 1 calc R
C63 C 1.3444(3) 0.0718(2) 0.0782(2) 0.0323(7) Uani 1 1 d .
H63A H 1.3628 0.1328 0.0301 0.039 Uiso 1 1 calc R
H63B H 1.4240 0.0366 0.1245 0.039 Uiso 1 1 calc R
C64 C 1.3210(3) 0.0020(2) 0.0292(2) 0.0301(6) Uani 1 1 d .
H64A H 1.3053 -0.0602 0.0773 0.036 Uiso 1 1 calc R
H64B H 1.4015 -0.0181 -0.0036 0.036 Uiso 1 1 calc R
C65 C 1.1999(3) 0.0557(2) -0.04303(18) 0.0248(6) Uani 1 1 d .
H65A H 1.1842 0.0096 -0.0741 0.030 Uiso 1 1 calc R
H65B H 1.2175 0.1159 -0.0930 0.030 Uiso 1 1 calc R
C66 C 1.0757(2) 0.08822(18) 0.00628(17) 0.0184(5) Uani 1 1 d .
H66A H 1.0523 0.0268 0.0498 0.022 Uiso 1 1 calc R
H66B H 0.9997 0.1267 -0.0426 0.022 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'
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'
B B 0.0013 0.0007 '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
O4 C6 O2 128.4(2) . .
O4 C6 C5 120.72(19) . .
O2 C6 C5 110.88(19) . .
C21 B1 C11 119.6(2) . .
C21 B1 O2 107.66(19) . .
C11 B1 O2 110.51(19) . .
C21 B1 N1 110.94(19) . .
C11 B1 N1 111.27(19) . .
O2 B1 N1 93.74(15) . .
N2 N1 C5 111.92(18) . .
N2 N1 B1 136.47(18) . .
C5 N1 B1 111.57(18) . .
C6 O2 B1 114.39(17) . .
N1 C5 C4 106.28(19) . .
N1 C5 C6 109.23(19) . .
C4 C5 C6 144.5(2) . .
O4 B2 O3 92.12(14) 2_756 .
O4 B2 C41 109.02(18) 2_756 .
O3 B2 C41 111.92(18) . .
O4 B2 C31 110.28(18) 2_756 .
O3 B2 C31 108.34(18) . .
C41 B2 C31 121.29(19) . .
N1 N2 N3 104.32(17) . .
C6 O4 B2 131.50(17) . 2_756
N3 C4 C5 105.35(19) . .
N3 C4 C3 108.80(18) . .
C5 C4 C3 145.8(2) . .
C61 B3 C51 121.3(2) . .
C61 B3 O1 107.92(18) . .
C51 B3 O1 107.81(18) . .
C61 B3 N3 109.71(18) . .
C51 B3 N3 112.43(19) . .
O1 B3 N3 94.08(16) . .
N2 N3 C4 112.12(18) . .
N2 N3 B3 135.94(18) . .
C4 N3 B3 111.77(17) . .
C3 O1 B3 114.35(17) . .
O3 C3 O1 127.8(2) . .
O3 C3 C4 121.33(19) . .
O1 C3 C4 110.91(19) . .
C3 O3 B2 131.14(17) . .
C16 C11 C12 110.1(2) . .
C16 C11 B1 115.04(19) . .
C12 C11 B1 111.30(19) . .
C16 C11 H11A 106.6 . .
C12 C11 H11A 106.6 . .
B1 C11 H11A 106.6 . .
C13 C12 C11 112.3(2) . .
C13 C12 H12A 109.2 . .
C11 C12 H12A 109.2 . .
C13 C12 H12B 109.2 . .
C11 C12 H12B 109.2 . .
H12A C12 H12B 107.9 . .
C14 C13 C12 111.9(2) . .
C14 C13 H13A 109.2 . .
C12 C13 H13A 109.2 . .
C14 C13 H13B 109.2 . .
C12 C13 H13B 109.2 . .
H13A C13 H13B 107.9 . .
C13 C14 C15 110.9(2) . .
C13 C14 H14A 109.5 . .
C15 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
C15 C14 H14B 109.5 . .
H14A C14 H14B 108.1 . .
C14 C15 C16 111.3(2) . .
C14 C15 H15A 109.4 . .
C16 C15 H15A 109.4 . .
C14 C15 H15B 109.4 . .
C16 C15 H15B 109.4 . .
H15A C15 H15B 108.0 . .
C15 C16 C11 112.1(2) . .
C15 C16 H16A 109.2 . .
C11 C16 H16A 109.2 . .
C15 C16 H16B 109.2 . .
C11 C16 H16B 109.2 . .
H16A C16 H16B 107.9 . .
C22 C21 C26 109.7(2) . .
C22 C21 B1 114.97(19) . .
C26 C21 B1 109.98(19) . .
C22 C21 H21A 107.3 . .
C26 C21 H21A 107.3 . .
B1 C21 H21A 107.3 . .
C23 C22 C21 112.3(2) . .
C23 C22 H22A 109.2 . .
C21 C22 H22A 109.2 . .
C23 C22 H22B 109.2 . .
C21 C22 H22B 109.2 . .
H22A C22 H22B 107.9 . .
C24 C23 C22 111.0(2) . .
C24 C23 H23A 109.4 . .
C22 C23 H23A 109.4 . .
C24 C23 H23B 109.4 . .
C22 C23 H23B 109.4 . .
H23A C23 H23B 108.0 . .
C23 C24 C25 110.6(2) . .
C23 C24 H24A 109.5 . .
C25 C24 H24A 109.5 . .
C23 C24 H24B 109.5 . .
C25 C24 H24B 109.5 . .
H24A C24 H24B 108.1 . .
C24 C25 C26 111.1(2) . .
C24 C25 H25A 109.4 . .
C26 C25 H25A 109.4 . .
C24 C25 H25B 109.4 . .
C26 C25 H25B 109.4 . .
H25A C25 H25B 108.0 . .
C25 C26 C21 113.0(2) . .
C25 C26 H26A 109.0 . .
C21 C26 H26A 109.0 . .
C25 C26 H26B 109.0 . .
C21 C26 H26B 109.0 . .
H26A C26 H26B 107.8 . .
C32 C31 C36 109.07(19) . .
C32 C31 B2 112.78(19) . .
C36 C31 B2 114.27(19) . .
C32 C31 H31A 106.7 . .
C36 C31 H31A 106.7 . .
B2 C31 H31A 106.7 . .
C33 C32 C31 112.1(2) . .
C33 C32 H32A 109.2 . .
C31 C32 H32A 109.2 . .
C33 C32 H32B 109.2 . .
C31 C32 H32B 109.2 . .
H32A C32 H32B 107.9 . .
C34 C33 C32 111.2(2) . .
C34 C33 H33A 109.4 . .
C32 C33 H33A 109.4 . .
C34 C33 H33B 109.4 . .
C32 C33 H33B 109.4 . .
H33A C33 H33B 108.0 . .
C33 C34 C35 111.5(2) . .
C33 C34 H34A 109.3 . .
C35 C34 H34A 109.3 . .
C33 C34 H34B 109.3 . .
C35 C34 H34B 109.3 . .
H34A C34 H34B 108.0 . .
C34 C35 C36 111.7(2) . .
C34 C35 H35A 109.3 . .
C36 C35 H35A 109.3 . .
C34 C35 H35B 109.3 . .
C36 C35 H35B 109.3 . .
H35A C35 H35B 107.9 . .
C35 C36 C31 112.2(2) . .
C35 C36 H36A 109.2 . .
C31 C36 H36A 109.2 . .
C35 C36 H36B 109.2 . .
C31 C36 H36B 109.2 . .
H36A C36 H36B 107.9 . .
C46 C41 C42 109.56(19) . .
C46 C41 B2 114.35(18) . .
C42 C41 B2 113.28(18) . .
C46 C41 H41A 106.3 . .
C42 C41 H41A 106.3 . .
B2 C41 H41A 106.3 . .
C43 C42 C41 111.85(19) . .
C43 C42 H42A 109.2 . .
C41 C42 H42A 109.2 . .
C43 C42 H42B 109.2 . .
C41 C42 H42B 109.2 . .
H42A C42 H42B 107.9 . .
C42 C43 C44 111.3(2) . .
C42 C43 H43A 109.4 . .
C44 C43 H43A 109.4 . .
C42 C43 H43B 109.4 . .
C44 C43 H43B 109.4 . .
H43A C43 H43B 108.0 . .
C45 C44 C43 110.7(2) . .
C45 C44 H44A 109.5 . .
C43 C44 H44A 109.5 . .
C45 C44 H44B 109.5 . .
C43 C44 H44B 109.5 . .
H44A C44 H44B 108.1 . .
C44 C45 C46 111.2(2) . .
C44 C45 H45A 109.4 . .
C46 C45 H45A 109.4 . .
C44 C45 H45B 109.4 . .
C46 C45 H45B 109.4 . .
H45A C45 H45B 108.0 . .
C45 C46 C41 112.2(2) . .
C45 C46 H46A 109.2 . .
C41 C46 H46A 109.2 . .
C45 C46 H46B 109.2 . .
C41 C46 H46B 109.2 . .
H46A C46 H46B 107.9 . .
C56 C51 C52 109.8(2) . .
C56 C51 B3 114.3(2) . .
C52 C51 B3 112.76(19) . .
C56 C51 H51A 106.5 . .
C52 C51 H51A 106.5 . .
B3 C51 H51A 106.5 . .
C53 C52 C51 112.5(2) . .
C53 C52 H52A 109.1 . .
C51 C52 H52A 109.1 . .
C53 C52 H52B 109.1 . .
C51 C52 H52B 109.1 . .
H52A C52 H52B 107.8 . .
C54 C53 C52 111.8(2) . .
C54 C53 H53A 109.3 . .
C52 C53 H53A 109.3 . .
C54 C53 H53B 109.3 . .
C52 C53 H53B 109.3 . .
H53A C53 H53B 107.9 . .
C55 C54 C53 111.4(2) . .
C55 C54 H54A 109.3 . .
C53 C54 H54A 109.3 . .
C55 C54 H54B 109.3 . .
C53 C54 H54B 109.3 . .
H54A C54 H54B 108.0 . .
C54 C55 C56 110.9(2) . .
C54 C55 H55A 109.5 . .
C56 C55 H55A 109.5 . .
C54 C55 H55B 109.5 . .
C56 C55 H55B 109.5 . .
H55A C55 H55B 108.0 . .
C55 C56 C51 112.3(2) . .
C55 C56 H56A 109.1 . .
C51 C56 H56A 109.1 . .
C55 C56 H56B 109.1 . .
C51 C56 H56B 109.1 . .
H56A C56 H56B 107.9 . .
C66 C61 C62 110.09(19) . .
C66 C61 B3 109.43(18) . .
C62 C61 B3 113.76(19) . .
C66 C61 H61A 107.8 . .
C62 C61 H61A 107.8 . .
B3 C61 H61A 107.8 . .
C63 C62 C61 112.9(2) . .
C63 C62 H62A 109.0 . .
C61 C62 H62A 109.0 . .
C63 C62 H62B 109.0 . .
C61 C62 H62B 109.0 . .
H62A C62 H62B 107.8 . .
C64 C63 C62 110.9(2) . .
C64 C63 H63A 109.5 . .
C62 C63 H63A 109.5 . .
C64 C63 H63B 109.5 . .
C62 C63 H63B 109.5 . .
H63A C63 H63B 108.0 . .
C63 C64 C65 109.9(2) . .
C63 C64 H64A 109.7 . .
C65 C64 H64A 109.7 . .
C63 C64 H64B 109.7 . .
C65 C64 H64B 109.7 . .
H64A C64 H64B 108.2 . .
C64 C65 C66 110.2(2) . .
C64 C65 H65A 109.6 . .
C66 C65 H65A 109.6 . .
C64 C65 H65B 109.6 . .
C66 C65 H65B 109.6 . .
H65A C65 H65B 108.1 . .
C65 C66 C61 114.39(19) . .
C65 C66 H66A 108.7 . .
C61 C66 H66A 108.7 . .
C65 C66 H66B 108.7 . .
C61 C66 H66B 108.7 . .
H66A C66 H66B 107.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C6 O4 1.249(3) .
C6 O2 1.274(3) .
C6 C5 1.459(3) .
B1 C21 1.597(4) .
B1 C11 1.601(4) .
B1 O2 1.605(3) .
B1 N1 1.625(3) .
N1 N2 1.332(3) .
N1 C5 1.343(3) .
C5 C4 1.370(3) .
B2 O4 1.579(3) 2_756
B2 O3 1.587(3) .
B2 C41 1.595(3) .
B2 C31 1.601(3) .
N2 N3 1.333(3) .
O4 B2 1.579(3) 2_756
C4 N3 1.351(3) .
C4 C3 1.464(3) .
B3 C61 1.598(3) .
B3 C51 1.602(3) .
B3 O1 1.604(3) .
B3 N3 1.615(3) .
O1 C3 1.274(3) .
C3 O3 1.252(3) .
C11 C16 1.525(3) .
C11 C12 1.535(3) .
C11 H11A 1.0000 .
C12 C13 1.535(4) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.505(5) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C15 1.515(4) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.523(4) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C21 C22 1.536(3) .
C21 C26 1.543(3) .
C21 H21A 1.0000 .
C22 C23 1.524(4) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 C24 1.514(4) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 C25 1.518(4) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 C26 1.525(4) .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C31 C32 1.539(3) .
C31 C36 1.543(3) .
C31 H31A 1.0000 .
C32 C33 1.522(3) .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C33 C34 1.514(4) .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C34 C35 1.523(4) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 C36 1.524(4) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C41 C46 1.536(3) .
C41 C42 1.544(3) .
C41 H41A 1.0000 .
C42 C43 1.522(3) .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C43 C44 1.523(4) .
C43 H43A 0.9900 .
C43 H43B 0.9900 .
C44 C45 1.520(4) .
C44 H44A 0.9900 .
C44 H44B 0.9900 .
C45 C46 1.525(3) .
C45 H45A 0.9900 .
C45 H45B 0.9900 .
C46 H46A 0.9900 .
C46 H46B 0.9900 .
C51 C56 1.529(3) .
C51 C52 1.538(3) .
C51 H51A 1.0000 .
C52 C53 1.525(4) .
C52 H52A 0.9900 .
C52 H52B 0.9900 .
C53 C54 1.520(4) .
C53 H53A 0.9900 .
C53 H53B 0.9900 .
C54 C55 1.515(4) .
C54 H54A 0.9900 .
C54 H54B 0.9900 .
C55 C56 1.522(4) .
C55 H55A 0.9900 .
C55 H55B 0.9900 .
C56 H56A 0.9900 .
C56 H56B 0.9900 .
C61 C66 1.537(3) .
C61 C62 1.542(3) .
C61 H61A 1.0000 .
C62 C63 1.523(4) .
C62 H62A 0.9900 .
C62 H62B 0.9900 .
C63 C64 1.520(4) .
C63 H63A 0.9900 .
C63 H63B 0.9900 .
C64 C65 1.521(4) .
C64 H64A 0.9900 .
C64 H64B 0.9900 .
C65 C66 1.522(3) .
C65 H65A 0.9900 .
C65 H65B 0.9900 .
C66 H66A 0.9900 .
C66 H66B 0.9900 .
