#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/46/7154649.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_7154649
loop_
_publ_author_name
'Chen, Guo-Qiang'
'Türkyilmaz, Fatma'
'Daniliuc, Constantin G.'
'Bannwarth, Christoph'
'Grimme, Stefan'
'Kehr, Gerald'
'Erker, Gerhard'
_publ_section_title
;
 Enamine/butadienylborane cycloaddition in the frustrated Lewis pair
 regime.
;
_journal_issue                   42
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              10477
_journal_page_last               10486
_journal_paper_doi               10.1039/c5ob01602a
_journal_volume                  13
_journal_year                    2015
_chemical_formula_sum            'C33 H27 B F10 N'
_chemical_formula_weight         638.37
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-07-07 deposited with the CCDC.
2015-08-19 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 97.5820(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.35890(10)
_cell_length_b                   20.9131(3)
_cell_length_c                   17.1468(4)
_cell_measurement_reflns_used    6953
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      4.08
_cell_volume                     2971.23(9)
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.048
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25543
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         4.08
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.9875
_exptl_absorpt_correction_T_min  0.9752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1308
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     536
_refine_ls_number_reflns         7262
_refine_ls_number_restraints     328
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0581
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0165P)²+2.0955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1067
_refine_ls_wR_factor_ref         0.1195
_reflns_number_gt                5314
_reflns_number_total             7262
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ob01602a2.cif
_cod_data_source_block           erk7638
_cod_depositor_comments
'Adding full bibliography for 7154649--7154656.cif.'
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7154649
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7848(2) 0.26666(9) 0.40339(12) 0.0355(4) Uani 1 1 d . . .
C2 C 0.7005(2) 0.29677(9) 0.46410(11) 0.0356(4) Uani 1 1 d . B .
H2A H 0.7244 0.3427 0.4655 0.043 Uiso 1 1 calc R . .
H2B H 0.7431 0.2789 0.5155 0.043 Uiso 1 1 calc R . .
C3 C 0.4634(2) 0.21150(9) 0.43810(11) 0.0319(4) Uani 1 1 d . B .
H3 H 0.4839 0.1944 0.3897 0.038 Uiso 1 1 calc R . .
C4 C 0.4103(2) 0.17021(9) 0.48764(11) 0.0350(4) Uani 1 1 d D . .
H4 H 0.3876 0.1866 0.5361 0.042 Uiso 1 1 calc R A 1
C5 C 0.3834(15) 0.1012(2) 0.4740(5) 0.033(2) Uani 0.72(5) 1 d PDU B 1
C6 C 0.363(2) 0.0634(5) 0.5346(7) 0.049(2) Uani 0.72(5) 1 d PDU B 1
H6A H 0.3651 0.0808 0.5853 0.058 Uiso 0.72(5) 1 calc PR B 1
H6B H 0.3454 0.0193 0.5266 0.058 Uiso 0.72(5) 1 calc PR B 1
C7 C 0.3963(16) 0.0732(4) 0.3946(4) 0.0395(18) Uani 0.72(5) 1 d PDU B 1
H7A H 0.3166 0.0929 0.3557 0.059 Uiso 0.72(5) 1 calc PR B 1
H7B H 0.3773 0.0275 0.3958 0.059 Uiso 0.72(5) 1 calc PR B 1
H7C H 0.5035 0.0811 0.3808 0.059 Uiso 0.72(5) 1 calc PR B 1
C5A C 0.389(4) 0.1009(7) 0.4816(15) 0.046(6) Uani 0.28(5) 1 d PDU B 2
C6A C 0.324(5) 0.0683(13) 0.5362(17) 0.048(5) Uani 0.28(5) 1 d PDU B 2
H601 H 0.2905 0.0898 0.5794 0.058 Uiso 0.28(5) 1 calc PR B 2
H602 H 0.3107 0.0238 0.5315 0.058 Uiso 0.28(5) 1 calc PR B 2
C7A C 0.376(5) 0.0747(13) 0.3994(14) 0.058(7) Uani 0.28(5) 1 d PDU B 2
H701 H 0.4831 0.0729 0.3830 0.087 Uiso 0.28(5) 1 calc PR B 2
H702 H 0.3076 0.1022 0.3640 0.087 Uiso 0.28(5) 1 calc PR B 2
H703 H 0.3307 0.0320 0.3982 0.087 Uiso 0.28(5) 1 calc PR B 2
N11 N 0.86713(19) 0.21364(8) 0.41349(10) 0.0376(4) Uani 1 1 d . . .
C12 C 0.8963(3) 0.17793(11) 0.48867(13) 0.0463(5) Uani 1 1 d . . .
H12A H 0.8348 0.1977 0.5271 0.056 Uiso 1 1 calc R . .
H12B H 1.0111 0.1804 0.5095 0.056 Uiso 1 1 calc R . .
C13 C 0.8473(3) 0.10841(11) 0.47774(14) 0.0478(5) Uani 1 1 d . . .
H13A H 0.7297 0.1058 0.4652 0.057 Uiso 1 1 calc R . .
H13B H 0.8786 0.0853 0.5272 0.057 Uiso 1 1 calc R . .
C14 C 0.9252(3) 0.07660(11) 0.41267(14) 0.0499(6) Uani 1 1 d . . .
H14A H 1.0413 0.0717 0.4295 0.060 Uiso 1 1 calc R . .
H14B H 0.8789 0.0339 0.4024 0.060 Uiso 1 1 calc R . .
C15 C 0.8989(3) 0.11598(11) 0.33801(14) 0.0495(5) Uani 1 1 d . . .
H15A H 0.7838 0.1161 0.3174 0.059 Uiso 1 1 calc R . .
H15B H 0.9578 0.0965 0.2983 0.059 Uiso 1 1 calc R . .
C16 C 0.9562(2) 0.18435(10) 0.35306(13) 0.0429(5) Uani 1 1 d . . .
H16A H 1.0723 0.1847 0.3714 0.051 Uiso 1 1 calc R . .
H16B H 0.9371 0.2091 0.3042 0.051 Uiso 1 1 calc R . .
C21 C 0.7695(2) 0.30025(10) 0.32633(12) 0.0395(5) Uani 1 1 d . . .
C22 C 0.6863(3) 0.27332(12) 0.25860(13) 0.0506(5) Uani 1 1 d . . .
H22 H 0.6471 0.2313 0.2599 0.061 Uiso 1 1 calc R . .
C23 C 0.6609(3) 0.30793(15) 0.18949(15) 0.0647(7) Uani 1 1 d . . .
H23 H 0.6042 0.2894 0.1441 0.078 Uiso 1 1 calc R . .
C24 C 0.7180(4) 0.36897(16) 0.18705(18) 0.0729(8) Uani 1 1 d . . .
H24 H 0.6994 0.3926 0.1401 0.087 Uiso 1 1 calc R . .
C25 C 0.8028(4) 0.39596(13) 0.25329(18) 0.0701(8) Uani 1 1 d . . .
H25 H 0.8441 0.4376 0.2510 0.084 Uiso 1 1 calc R . .
C26 C 0.8277(3) 0.36199(11) 0.32338(15) 0.0544(6) Uani 1 1 d . . .
H26 H 0.8839 0.3809 0.3687 0.065 Uiso 1 1 calc R . .
B1 B 0.4973(2) 0.28683(10) 0.44985(12) 0.0311(4) Uani 1 1 d D . .
C31 C 0.417(4) 0.3351(8) 0.3800(14) 0.035(5) Uani 0.28(2) 1 d PDU B 1
F32 F 0.525(3) 0.4247(13) 0.4528(12) 0.051(3) Uani 0.28(2) 1 d PDU B 1
C32 C 0.442(3) 0.4000(6) 0.3871(11) 0.027(3) Uani 0.28(2) 1 d PDU B 1
F33 F 0.412(3) 0.5064(7) 0.3420(11) 0.081(4) Uani 0.28(2) 1 d PDU B 1
C33 C 0.380(3) 0.4437(7) 0.3319(11) 0.046(4) Uani 0.28(2) 1 d PDU B 1
F34 F 0.226(3) 0.4645(7) 0.2091(8) 0.084(4) Uani 0.28(2) 1 d PDU B 1
C34 C 0.293(3) 0.4233(7) 0.2641(9) 0.047(4) Uani 0.28(2) 1 d PDU B 1
F35 F 0.175(3) 0.3378(9) 0.1865(10) 0.077(4) Uani 0.28(2) 1 d PDU B 1
C35 C 0.266(2) 0.3593(7) 0.2520(9) 0.040(3) Uani 0.28(2) 1 d PDU B 1
F36 F 0.284(4) 0.2551(9) 0.298(2) 0.052(4) Uani 0.28(2) 1 d PDU B 1
C36 C 0.323(5) 0.3180(9) 0.3113(14) 0.050(5) Uani 0.28(2) 1 d PDU B 1
C31A C 0.4122(18) 0.3293(3) 0.3726(6) 0.0349(17) Uani 0.72(2) 1 d PDU B 2
F32A F 0.5106(14) 0.4253(5) 0.4347(6) 0.0625(16) Uani 0.72(2) 1 d PDU B 2
C32A C 0.4184(14) 0.3955(4) 0.3731(6) 0.0484(19) Uani 0.72(2) 1 d PDU B 2
F33A F 0.3567(11) 0.4996(3) 0.3235(6) 0.0845(17) Uani 0.72(2) 1 d PDU B 2
C33A C 0.3398(13) 0.4352(3) 0.3166(6) 0.0540(17) Uani 0.72(2) 1 d PDU B 2
F34A F 0.1645(10) 0.4473(4) 0.1993(4) 0.0819(18) Uani 0.72(2) 1 d PDU B 2
C34A C 0.2444(10) 0.4090(4) 0.2546(4) 0.0524(16) Uani 0.72(2) 1 d PDU B 2
F35A F 0.1403(9) 0.3175(5) 0.1875(4) 0.0752(16) Uani 0.72(2) 1 d PDU B 2
C35A C 0.2308(10) 0.3438(4) 0.2494(4) 0.0491(15) Uani 0.72(2) 1 d PDU B 2
F36A F 0.2973(18) 0.2429(4) 0.2947(8) 0.0543(18) Uani 0.72(2) 1 d PDU B 2
C36A C 0.3167(16) 0.3066(4) 0.3072(5) 0.0369(14) Uani 0.72(2) 1 d PDU B 2
C41 C 0.4189(2) 0.31320(9) 0.52769(11) 0.0320(4) Uani 1 1 d . B .
F42 F 0.15964(13) 0.28700(6) 0.46192(7) 0.0476(3) Uani 1 1 d . B .
C42 C 0.2526(2) 0.30924(9) 0.52687(12) 0.0366(4) Uani 1 1 d . . .
F43 F 0.00993(14) 0.32014(8) 0.58291(9) 0.0645(4) Uani 1 1 d . . .
C43 C 0.1708(2) 0.32663(11) 0.58821(13) 0.0422(5) Uani 1 1 d . B .
F44 F 0.17754(16) 0.36944(7) 0.71558(8) 0.0593(4) Uani 1 1 d . B .
C44 C 0.2551(2) 0.35098(10) 0.65552(12) 0.0417(5) Uani 1 1 d . . .
F45 F 0.50332(15) 0.38113(7) 0.72584(7) 0.0542(3) Uani 1 1 d . . .
C45 C 0.4188(2) 0.35741(10) 0.66001(12) 0.0389(4) Uani 1 1 d . B .
F46 F 0.65800(13) 0.34797(7) 0.60856(7) 0.0510(3) Uani 1 1 d . B .
C46 C 0.4958(2) 0.33911(9) 0.59718(11) 0.0351(4) Uani 1 1 d . . .
C51 C 0.9846(5) 0.48133(16) 0.5748(2) 0.0886(10) Uani 1 1 d . . .
H51 H 0.9740 0.4684 0.6264 0.106 Uiso 1 1 calc R . .
C52 C 0.8499(4) 0.48826(15) 0.5207(2) 0.0820(9) Uani 1 1 d . . .
H52 H 0.7472 0.4802 0.5352 0.098 Uiso 1 1 calc R . .
C53 C 0.8644(4) 0.50684(15) 0.4459(2) 0.0852(10) Uani 1 1 d . . .
H53 H 0.7720 0.5116 0.4087 0.102 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
N11 C1 C2 124.25(19) . .
N11 C1 C21 120.10(18) . .
C2 C1 C21 115.65(17) . .
C1 C2 B1 114.15(15) . .
C1 C2 H2A 108.7 . .
B1 C2 H2A 108.7 . .
C1 C2 H2B 108.7 . .
B1 C2 H2B 108.7 . .
H2A C2 H2B 107.6 . .
C4 C3 B1 128.68(18) . .
C4 C3 H3 115.7 . .
B1 C3 H3 115.7 . .
C3 C4 C5A 130.3(9) . .
C3 C4 C5 126.3(4) . .
C5A C4 C5 5.1(14) . .
C3 C4 H4 116.9 . .
C5A C4 H4 112.7 . .
C5 C4 H4 116.9 . .
C6 C5 C4 119.3(7) . .
C6 C5 C7 120.5(6) . .
C4 C5 C7 119.9(5) . .
C5 C6 H6A 120.0 . .
C5 C6 H6B 120.0 . .
H6A C6 H6B 120.0 . .
C6A C5A C4 121.0(18) . .
C6A C5A C7A 119(2) . .
C4 C5A C7A 114.9(17) . .
C5A C6A H601 120.0 . .
C5A C6A H602 120.0 . .
H601 C6A H602 120.0 . .
C5A C7A H701 109.5 . .
C5A C7A H702 109.5 . .
H701 C7A H702 109.5 . .
C5A C7A H703 109.5 . .
H701 C7A H703 109.5 . .
H702 C7A H703 109.5 . .
C1 N11 C12 124.57(17) . .
C1 N11 C16 124.21(18) . .
C12 N11 C16 111.01(16) . .
N11 C12 C13 111.42(18) . .
N11 C12 H12A 109.3 . .
C13 C12 H12A 109.3 . .
N11 C12 H12B 109.3 . .
C13 C12 H12B 109.3 . .
H12A C12 H12B 108.0 . .
C12 C13 C14 112.10(18) . .
C12 C13 H13A 109.2 . .
C14 C13 H13A 109.2 . .
C12 C13 H13B 109.2 . .
C14 C13 H13B 109.2 . .
H13A C13 H13B 107.9 . .
C15 C14 C13 110.78(18) . .
C15 C14 H14A 109.5 . .
C13 C14 H14A 109.5 . .
C15 C14 H14B 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 108.1 . .
C14 C15 C16 111.15(19) . .
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 . .
N11 C16 C15 109.31(17) . .
N11 C16 H16A 109.8 . .
C15 C16 H16A 109.8 . .
N11 C16 H16B 109.8 . .
C15 C16 H16B 109.8 . .
H16A C16 H16B 108.3 . .
C26 C21 C22 119.1(2) . .
C26 C21 C1 119.0(2) . .
C22 C21 C1 121.70(19) . .
C23 C22 C21 120.5(2) . .
C23 C22 H22 119.7 . .
C21 C22 H22 119.7 . .
C24 C23 C22 120.1(3) . .
C24 C23 H23 120.0 . .
C22 C23 H23 120.0 . .
C23 C24 C25 120.1(3) . .
C23 C24 H24 119.9 . .
C25 C24 H24 119.9 . .
C24 C25 C26 120.4(3) . .
C24 C25 H25 119.8 . .
C26 C25 H25 119.8 . .
C21 C26 C25 119.8(3) . .
C21 C26 H26 120.1 . .
C25 C26 H26 120.1 . .
C3 B1 C31 117.6(6) . .
C3 B1 C41 110.18(15) . .
C31 B1 C41 102.5(14) . .
C3 B1 C31A 111.8(3) . .
C31 B1 C31A 6.0(9) . .
C41 B1 C31A 106.8(6) . .
C3 B1 C2 107.13(15) . .
C31 B1 C2 109.5(13) . .
C41 B1 C2 109.75(15) . .
C31A B1 C2 111.2(6) . .
C32 C31 C36 113.2(12) . .
C32 C31 B1 120.1(11) . .
C36 C31 B1 126.7(11) . .
F32 C32 C33 115.3(14) . .
F32 C32 C31 120.5(15) . .
C33 C32 C31 124.1(12) . .
F33 C33 C34 119.4(12) . .
F33 C33 C32 120.9(12) . .
C34 C33 C32 119.6(12) . .
F34 C34 C33 121.7(11) . .
F34 C34 C35 118.6(11) . .
C33 C34 C35 119.6(11) . .
F35 C35 C34 120.9(11) . .
F35 C35 C36 120.7(12) . .
C34 C35 C36 118.1(12) . .
F36 C36 C35 115.8(16) . .
F36 C36 C31 119.1(16) . .
C35 C36 C31 125.1(13) . .
C36A C31A C32A 111.6(5) . .
C36A C31A B1 127.2(5) . .
C32A C31A B1 120.9(5) . .
F32A C32A C33A 115.8(7) . .
F32A C32A C31A 118.4(6) . .
C33A C32A C31A 125.8(6) . .
F33A C33A C34A 120.7(5) . .
F33A C33A C32A 120.2(6) . .
C34A C33A C32A 119.0(5) . .
F34A C34A C33A 119.8(6) . .
F34A C34A C35A 121.1(6) . .
C33A C34A C35A 119.1(5) . .
F35A C35A C34A 119.5(5) . .
F35A C35A C36A 121.6(6) . .
C34A C35A C36A 118.8(6) . .
F36A C36A C31A 120.8(6) . .
F36A C36A C35A 113.5(6) . .
C31A C36A C35A 125.6(6) . .
C46 C41 C42 112.43(17) . .
C46 C41 B1 129.34(16) . .
C42 C41 B1 118.22(16) . .
F42 C42 C43 115.47(17) . .
F42 C42 C41 119.58(17) . .
C43 C42 C41 124.95(18) . .
F43 C43 C44 119.61(19) . .
F43 C43 C42 121.03(18) . .
C44 C43 C42 119.36(18) . .
F44 C44 C45 120.60(19) . .
F44 C44 C43 120.43(19) . .
C45 C44 C43 118.96(19) . .
F45 C45 C44 119.67(18) . .
F45 C45 C46 120.62(18) . .
C44 C45 C46 119.71(18) . .
F46 C46 C45 114.23(16) . .
F46 C46 C41 121.21(17) . .
C45 C46 C41 124.56(17) . .
C52 C51 C53 120.3(3) . 3_766
C52 C51 H51 119.8 . .
C53 C51 H51 119.8 3_766 .
C53 C52 C51 120.2(3) . .
C53 C52 H52 119.9 . .
C51 C52 H52 119.9 . .
C52 C53 C51 119.5(3) . 3_766
C52 C53 H53 120.2 . .
C51 C53 H53 120.2 3_766 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N11 1.304(3) .
C1 C2 1.473(3) .
C1 C21 1.487(3) .
C2 B1 1.697(3) .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C3 C4 1.328(3) .
C3 B1 1.608(3) .
C3 H3 0.9400 .
C4 C5A 1.463(14) .
C4 C5 1.474(5) .
C4 H4 0.9400 .
C5 C6 1.335(6) .
C5 C7 1.500(6) .
C6 H6A 0.9400 .
C6 H6B 0.9400 .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C7 H7C 0.9700 .
C5A C6A 1.331(15) .
C5A C7A 1.502(15) .
C6A H601 0.9400 .
C6A H602 0.9400 .
C7A H701 0.9700 .
C7A H702 0.9700 .
C7A H703 0.9700 .
N11 C12 1.482(3) .
N11 C16 1.486(2) .
C12 C13 1.515(3) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C13 C14 1.518(3) .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C14 C15 1.514(3) .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C15 C16 1.519(3) .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C21 C26 1.383(3) .
C21 C22 1.392(3) .
C22 C23 1.381(3) .
C22 H22 0.9400 .
C23 C24 1.365(4) .
C23 H23 0.9400 .
C24 C25 1.378(4) .
C24 H24 0.9400 .
C25 C26 1.388(4) .
C25 H25 0.9400 .
C26 H26 0.9400 .
B1 C31 1.639(12) .
B1 C41 1.657(3) .
B1 C31A 1.674(5) .
C31 C32 1.375(12) .
C31 C36 1.375(13) .
F32 C32 1.346(12) .
C32 C33 1.366(11) .
F33 C33 1.343(12) .
C33 C34 1.359(11) .
F34 C34 1.342(11) .
C34 C35 1.369(11) .
F35 C35 1.347(12) .
C35 C36 1.371(12) .
F36 C36 1.366(13) .
C31A C36A 1.372(6) .
C31A C32A 1.386(7) .
F32A C32A 1.371(7) .
C32A C33A 1.375(7) .
F33A C33A 1.358(6) .
C33A C34A 1.359(7) .
F34A C34A 1.347(5) .
C34A C35A 1.371(7) .
F35A C35A 1.337(6) .
C35A C36A 1.383(6) .
F36A C36A 1.356(7) .
C41 C46 1.387(3) .
C41 C42 1.390(3) .
F42 C42 1.354(2) .
C42 C43 1.377(3) .
F43 C43 1.343(2) .
C43 C44 1.368(3) .
F44 C44 1.344(2) .
C44 C45 1.367(3) .
F45 C45 1.345(2) .
C45 C46 1.380(3) .
F46 C46 1.356(2) .
C51 C52 1.369(5) .
C51 C53 1.379(5) 3_766
C51 H51 0.9400 .
C52 C53 1.360(5) .
C52 H52 0.9400 .
C53 C51 1.379(5) 3_766
C53 H53 0.9400 .
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_4
N11 C1 C2 B1 -104.2(2) . .
C21 C1 C2 B1 74.9(2) . .
B1 C3 C4 C5A -175(2) . .
B1 C3 C4 C5 -179.1(6) . .
C3 C4 C5 C6 166.0(10) . .
C5A C4 C5 C6 23(19) . .
C3 C4 C5 C7 -7.8(14) . .
C5A C4 C5 C7 -151(21) . .
C3 C4 C5A C6A -176(3) . .
C5 C4 C5A C6A -136(23) . .
C3 C4 C5A C7A -21(4) . .
C5 C4 C5A C7A 19(18) . .
C2 C1 N11 C12 -3.9(3) . .
C21 C1 N11 C12 177.06(18) . .
C2 C1 N11 C16 -178.07(17) . .
C21 C1 N11 C16 2.8(3) . .
C1 N11 C12 C13 127.1(2) . .
C16 N11 C12 C13 -58.0(2) . .
N11 C12 C13 C14 53.0(2) . .
C12 C13 C14 C15 -51.1(3) . .
C13 C14 C15 C16 54.3(2) . .
C1 N11 C16 C15 -124.5(2) . .
C12 N11 C16 C15 60.6(2) . .
C14 C15 C16 N11 -58.9(2) . .
N11 C1 C21 C26 -119.6(2) . .
C2 C1 C21 C26 61.2(2) . .
N11 C1 C21 C22 66.0(3) . .
C2 C1 C21 C22 -113.2(2) . .
C26 C21 C22 C23 -0.6(3) . .
C1 C21 C22 C23 173.9(2) . .
C21 C22 C23 C24 0.3(4) . .
C22 C23 C24 C25 0.8(4) . .
C23 C24 C25 C26 -1.5(4) . .
C22 C21 C26 C25 -0.2(3) . .
C1 C21 C26 C25 -174.8(2) . .
C24 C25 C26 C21 1.2(4) . .
C4 C3 B1 C31 -129.5(18) . .
C4 C3 B1 C41 -12.5(3) . .
C4 C3 B1 C31A -131.1(7) . .
C4 C3 B1 C2 106.8(2) . .
C1 C2 B1 C3 52.2(2) . .
C1 C2 B1 C31 -76.4(11) . .
C1 C2 B1 C41 171.80(16) . .
C1 C2 B1 C31A -70.2(5) . .
C3 B1 C31 C32 180(3) . .
C41 B1 C31 C32 59(3) . .
C31A B1 C31 C32 -166(23) . .
C2 B1 C31 C32 -58(4) . .
C3 B1 C31 C36 0(5) . .
C41 B1 C31 C36 -121(4) . .
C31A B1 C31 C36 14(17) . .
C2 B1 C31 C36 122(4) . .
C36 C31 C32 F32 177(3) . .
B1 C31 C32 F32 -3(5) . .
C36 C31 C32 C33 0(5) . .
B1 C31 C32 C33 180(2) . .
F32 C32 C33 F33 4(4) . .
C31 C32 C33 F33 -179(3) . .
F32 C32 C33 C34 -179(2) . .
C31 C32 C33 C34 -2(4) . .
F33 C33 C34 F34 -5(3) . .
C32 C33 C34 F34 178(2) . .
F33 C33 C34 C35 177.2(19) . .
C32 C33 C34 C35 0(3) . .
F34 C34 C35 F35 0(3) . .
C33 C34 C35 F35 178(2) . .
F34 C34 C35 C36 -175(3) . .
C33 C34 C35 C36 3(4) . .
F35 C35 C36 F36 1(5) . .
C34 C35 C36 F36 176(3) . .
F35 C35 C36 C31 180(4) . .
C34 C35 C36 C31 -6(6) . .
C32 C31 C36 F36 -177(4) . .
B1 C31 C36 F36 2(7) . .
C32 C31 C36 C35 4(6) . .
B1 C31 C36 C35 -176(3) . .
C3 B1 C31A C36A 3.3(19) . .
C31 B1 C31A C36A -163(21) . .
C41 B1 C31A C36A -117.3(16) . .
C2 B1 C31A C36A 123.0(15) . .
C3 B1 C31A C32A 175.9(12) . .
C31 B1 C31A C32A 10(19) . .
C41 B1 C31A C32A 55.3(15) . .
C2 B1 C31A C32A -64.4(15) . .
C36A C31A C32A F32A -179.5(13) . .
B1 C31A C32A F32A 7(2) . .
C36A C31A C32A C33A 0(2) . .
B1 C31A C32A C33A -173.2(11) . .
F32A C32A C33A F33A 0.4(16) . .
C31A C32A C33A F33A -179.5(13) . .
F32A C32A C33A C34A -179.0(10) . .
C31A C32A C33A C34A 1.1(19) . .
F33A C33A C34A F34A -0.4(13) . .
C32A C33A C34A F34A 179.0(9) . .
F33A C33A C34A C35A 179.7(8) . .
C32A C33A C34A C35A -0.8(13) . .
F34A C34A C35A F35A 1.8(11) . .
C33A C34A C35A F35A -178.4(8) . .
F34A C34A C35A C36A 179.3(9) . .
C33A C34A C35A C36A -0.9(13) . .
C32A C31A C36A F36A 178.7(15) . .
B1 C31A C36A F36A -8(3) . .
C32A C31A C36A C35A -2(2) . .
B1 C31A C36A C35A 170.8(12) . .
F35A C35A C36A F36A -0.9(17) . .
C34A C35A C36A F36A -178.3(11) . .
F35A C35A C36A C31A -179.9(14) . .
C34A C35A C36A C31A 3(2) . .
C3 B1 C41 C46 116.6(2) . .
C31 B1 C41 C46 -117.4(10) . .
C31A B1 C41 C46 -121.8(5) . .
C2 B1 C41 C46 -1.1(3) . .
C3 B1 C41 C42 -62.5(2) . .
C31 B1 C41 C42 63.5(10) . .
C31A B1 C41 C42 59.1(5) . .
C2 B1 C41 C42 179.78(17) . .
C46 C41 C42 F42 177.73(17) . .
B1 C41 C42 F42 -3.0(3) . .
C46 C41 C42 C43 -2.1(3) . .
B1 C41 C42 C43 177.14(19) . .
F42 C42 C43 F43 1.4(3) . .
C41 C42 C43 F43 -178.80(19) . .
F42 C42 C43 C44 -178.55(19) . .
C41 C42 C43 C44 1.3(3) . .
F43 C43 C44 F44 -1.2(3) . .
C42 C43 C44 F44 178.71(19) . .
F43 C43 C44 C45 -179.9(2) . .
C42 C43 C44 C45 0.0(3) . .
F44 C44 C45 F45 1.5(3) . .
C43 C44 C45 F45 -179.8(2) . .
F44 C44 C45 C46 -178.97(19) . .
C43 C44 C45 C46 -0.3(3) . .
F45 C45 C46 F46 -0.6(3) . .
C44 C45 C46 F46 179.81(19) . .
F45 C45 C46 C41 178.83(19) . .
C44 C45 C46 C41 -0.7(3) . .
C42 C41 C46 F46 -178.76(17) . .
B1 C41 C46 F46 2.1(3) . .
C42 C41 C46 C45 1.8(3) . .
B1 C41 C46 C45 -177.33(19) . .
C53 C51 C52 C53 0.1(6) 3_766 .
C51 C52 C53 C51 -0.1(5) . 3_766
