#------------------------------------------------------------------------------
#$Date: 2022-05-05 23:28:27 +0300 (Thu, 05 May 2022) $
#$Revision: 274969 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/63/1566310.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_1566310
loop_
_publ_author_name
'Fuchs, Sonja'
'Jayaraman, Arumugam'
'Krummenacher, Ivo'
'Haley, Laura'
'Baštovanović, Marta'
'Fest, Maximilian'
'Radacki, Krzysztof'
'Helten, Holger'
'Braunschweig, Holger'
_publ_section_title
;
 Diboramacrocycles: reversible borole dimerisation-dissociation systems.
;
_journal_issue                   10
_journal_name_full               'Chemical science'
_journal_page_first              2932
_journal_page_last               2938
_journal_paper_doi               10.1039/d1sc06908j
_journal_volume                  13
_journal_year                    2022
_chemical_formula_moiety         'C44.25 H33.51 B2 N3 S2'
_chemical_formula_sum            'C44.25 H33.51 B2 N3 S2'
_chemical_formula_weight         693.04
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           'CIF-fill 1.2l (K.Radacki 2005-20)'
_audit_update_record
;
2021-12-03 deposited with the CCDC.	2022-01-17 downloaded from the CCDC.
;
_cell_angle_alpha                92.946(9)
_cell_angle_beta                 107.906(8)
_cell_angle_gamma                114.158(16)
_cell_formula_units_Z            2
_cell_length_a                   10.278(3)
_cell_length_b                   12.065(3)
_cell_length_c                   16.702(4)
_cell_measurement_reflns_used    9980
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.40
_cell_measurement_theta_min      2.22
_cell_volume                     1760.3(8)
_computing_cell_refinement       'Saint+ ver. V8.40A (Bruker AXS)'
_computing_data_collection       'BIS 6.2.14 / APEX3 ver. 2018.1 (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.40A (Bruker AXS)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CMOS area detector (Photon II)'
_diffrn_detector_area_resol_mean 7.5
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8-Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26653
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.470
_diffrn_reflns_theta_min         2.222
_diffrn_source                   'microfocus sealed tube (Incoatec ImS)'
_exptl_absorpt_coefficient_mu    0.189
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6452
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SadAbs 2016/2 (Bruker AXS)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_description       block
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.388
_exptl_crystal_size_mid          0.221
_exptl_crystal_size_min          0.107
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         7225
_refine_ls_number_restraints     90
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0392P)²+1.0808P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0890
_refine_ls_wR_factor_ref         0.0965
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5952
_reflns_number_total             7225
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc06908j2.cif
_cod_data_source_block           4a
_cod_depositor_comments
'Adding full bibliography for 1566308--1566315.cif.'
_cod_database_code               1566310
_shelx_shelxl_version_number     2018/3
_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   0.930
_shelx_estimated_absorpt_t_max   0.980
loop_
_space_group_symop_operation_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_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
B1 B 0.5975(2) 0.23461(17) 0.22568(12) 0.0176(4) Uani 1 1 d . . . . .
C2 C 0.66791(17) 0.14469(14) 0.25634(10) 0.0180(3) Uani 1 1 d . . . . .
C3 C 0.62804(18) 0.07214(15) 0.31595(11) 0.0206(3) Uani 1 1 d . . . . .
H3 H 0.568015 0.086317 0.344794 0.025 Uiso 1 1 calc R U . . .
C4 C 0.67436(19) -0.01963(15) 0.33360(11) 0.0223(4) Uani 1 1 d . . . . .
H4 H 0.648727 -0.065718 0.375529 0.027 Uiso 1 1 calc R U . . .
C5 C 0.75825(19) -0.04459(15) 0.29020(12) 0.0239(4) Uani 1 1 d . . . . .
H5 H 0.787810 -0.108923 0.301353 0.029 Uiso 1 1 calc R U . . .
C7 C 0.75695(18) 0.12106(15) 0.21473(10) 0.0183(3) Uani 1 1 d . . . . .
C6 C 0.79844(19) 0.02482(16) 0.23065(12) 0.0232(4) Uani 1 1 d . . . . .
H6 H 0.854513 0.007154 0.200350 0.028 Uiso 1 1 calc R U . . .
C8 C 0.80117(18) 0.19408(15) 0.15048(11) 0.0188(3) Uani 1 1 d . . . . .
S9 S 0.73056(5) 0.11988(4) 0.04454(3) 0.02260(10) Uani 1 1 d . . . . .
C10 C 0.8255(2) 0.25396(17) 0.01427(11) 0.0243(4) Uani 1 1 d . . . . .
H10 H 0.821565 0.259218 -0.042921 0.029 Uiso 1 1 calc R U . . .
C11 C 0.90786(18) 0.35266(16) 0.08212(11) 0.0197(3) Uani 1 1 d . . . . .
H11 H 0.967181 0.434746 0.077369 0.024 Uiso 1 1 calc R U . . .
C12 C 0.89476(18) 0.31851(15) 0.16165(10) 0.0173(3) Uani 1 1 d . . . . .
C13 C 0.97414(18) 0.40942(15) 0.24752(10) 0.0174(3) Uani 1 1 d . . . . .
S14 S 1.07333(4) 0.34569(4) 0.33128(3) 0.01974(10) Uani 1 1 d . . . . .
C15 C 0.99810(18) 0.38169(15) 0.40372(11) 0.0203(3) Uani 1 1 d . . . . .
H15 H 1.028985 0.372109 0.461635 0.024 Uiso 1 1 calc R U . . .
C16 C 0.86189(17) 0.44029(14) 0.28187(10) 0.0166(3) Uani 1 1 d . . . . .
C17 C 0.89498(18) 0.42332(14) 0.37297(10) 0.0180(3) Uani 1 1 d . . . . .
H17 H 0.844661 0.441451 0.407147 0.022 Uiso 1 1 calc R U . . .
N18 N 0.69726(14) 0.36308(12) 0.22838(9) 0.0166(3) Uani 1 1 d . . . . .
N19 N 0.63776(15) 0.42191(12) 0.17362(9) 0.0177(3) Uani 1 1 d . . . . .
N20 N 0.73439(15) 0.53432(12) 0.18297(9) 0.0174(3) Uani 1 1 d . . . . .
B21 B 0.8901(2) 0.58184(16) 0.26600(12) 0.0172(4) Uani 1 1 d . . . . .
C22 C 1.04568(18) 0.62955(15) 0.24676(10) 0.0180(3) Uani 1 1 d . . . . .
C23 C 1.14544(19) 0.74802(15) 0.24192(11) 0.0213(3) Uani 1 1 d . . . . .
H23 H 1.118009 0.813989 0.244537 0.026 Uiso 1 1 calc R U . . .
C24 C 1.28319(19) 0.77039(16) 0.23340(11) 0.0234(4) Uani 1 1 d . . . . .
H24 H 1.349434 0.851365 0.230355 0.028 Uiso 1 1 calc R U . . .
C25 C 1.32534(19) 0.67481(17) 0.22927(12) 0.0252(4) Uani 1 1 d . . . . .
H25 H 1.420220 0.690592 0.223627 0.030 Uiso 1 1 calc R U . . .
C26 C 1.22817(19) 0.55639(16) 0.23342(11) 0.0233(4) Uani 1 1 d . . . . .
H26 H 1.255822 0.490622 0.230338 0.028 Uiso 1 1 calc R U . . .
C27 C 1.08958(18) 0.53483(15) 0.24216(10) 0.0189(3) Uani 1 1 d . . . . .
C1_2 C 0.67678(19) 0.60505(15) 0.12893(10) 0.0198(3) Uani 1 1 d . . . . .
C2_2 C 0.7774(2) 0.70119(16) 0.10406(12) 0.0275(4) Uani 1 1 d . . . . .
H2_2 H 0.882601 0.719954 0.122605 0.033 Uiso 1 1 calc R U . . .
C3_2 C 0.7218(2) 0.76998(17) 0.05136(12) 0.0305(4) Uani 1 1 d . . . . .
H3_2 H 0.789155 0.835164 0.032965 0.037 Uiso 1 1 calc R U . . .
C4_2 C 0.5700(2) 0.74415(17) 0.02583(12) 0.0293(4) Uani 1 1 d . . . . .
H4_2 H 0.533597 0.792904 -0.008786 0.035 Uiso 1 1 calc R U . . .
C5_2 C 0.4704(2) 0.64731(19) 0.05046(13) 0.0312(4) Uani 1 1 d . . . . .
H5_2 H 0.365371 0.628999 0.031956 0.037 Uiso 1 1 calc R U . . .
C6_2 C 0.5229(2) 0.57687(17) 0.10193(12) 0.0269(4) Uani 1 1 d . . . . .
H6_2 H 0.454295 0.510032 0.118572 0.032 Uiso 1 1 calc R U . . .
C1_3 C 0.87890(18) 0.66887(14) 0.33747(11) 0.0185(3) Uani 1 1 d . . . . .
C2_3 C 1.00911(19) 0.76879(15) 0.39599(11) 0.0212(3) Uani 1 1 d . . . . .
H2_3 H 1.105277 0.789066 0.390707 0.025 Uiso 1 1 calc R U . . .
C3_3 C 1.0025(2) 0.83954(16) 0.46173(11) 0.0252(4) Uani 1 1 d . . . . .
H3_3 H 1.093128 0.907381 0.499997 0.030 Uiso 1 1 calc R U . . .
C4_3 C 0.8643(2) 0.81147(16) 0.47155(11) 0.0253(4) Uani 1 1 d . . . . .
H4_3 H 0.859635 0.859488 0.516516 0.030 Uiso 1 1 calc R U . . .
C5_3 C 0.7325(2) 0.71225(16) 0.41495(12) 0.0241(4) Uani 1 1 d . . . . .
H5_3 H 0.637065 0.691810 0.421249 0.029 Uiso 1 1 calc R U . . .
C6_3 C 0.74048(19) 0.64298(16) 0.34913(11) 0.0219(3) Uani 1 1 d . . . . .
H6_3 H 0.649198 0.575829 0.310713 0.026 Uiso 1 1 calc R U . . .
C1_4 C 0.42063(18) 0.18588(15) 0.18700(10) 0.0180(3) Uani 1 1 d . . . . .
C2_4 C 0.34561(19) 0.26019(16) 0.18902(11) 0.0211(3) Uani 1 1 d . . . . .
H2_4 H 0.404521 0.345923 0.214681 0.025 Uiso 1 1 calc R U . . .
C3_4 C 0.18759(19) 0.21115(17) 0.15439(12) 0.0250(4) Uani 1 1 d . . . . .
H3_4 H 0.139390 0.263078 0.156637 0.030 Uiso 1 1 calc R U . . .
C4_4 C 0.09988(19) 0.08611(17) 0.11645(12) 0.0255(4) Uani 1 1 d . . . . .
H4_4 H -0.008319 0.052664 0.092250 0.031 Uiso 1 1 calc R U . . .
C5_4 C 0.16998(19) 0.01009(16) 0.11383(12) 0.0243(4) Uani 1 1 d . . . . .
H5_4 H 0.110100 -0.075509 0.087951 0.029 Uiso 1 1 calc R U . . .
C6_4 C 0.32832(18) 0.05962(15) 0.14924(11) 0.0196(3) Uani 1 1 d . . . . .
H6_4 H 0.375334 0.006552 0.147850 0.024 Uiso 1 1 calc R U . . .
C1_5 C 0.6434(3) 0.7944(4) 0.60545(19) 0.0304(7) Uiso 0.748(6) 1 d D U P A 1
H1_5 H 0.737192 0.827937 0.653138 0.036 Uiso 0.748(6) 1 calc R U P A 1
C2_5 C 0.6015(4) 0.8723(3) 0.5565(2) 0.0323(7) Uiso 0.748(6) 1 d D U P A 1
H2_5 H 0.667578 0.958874 0.570763 0.039 Uiso 0.748(6) 1 calc R U P A 1
C3_5 C 0.4642(5) 0.8252(4) 0.4869(2) 0.0356(9) Uiso 0.748(6) 1 d D U P A 1
H3_5 H 0.436876 0.878937 0.453424 0.043 Uiso 0.748(6) 1 calc R U P A 1
C4_5 C 0.3682(4) 0.6998(4) 0.4671(2) 0.0334(10) Uiso 0.748(6) 1 d D U P A 1
H4_5 H 0.273232 0.667203 0.420344 0.040 Uiso 0.748(6) 1 calc R U P A 1
C5_5 C 0.4103(5) 0.6197(4) 0.5157(3) 0.0330(12) Uiso 0.748(6) 1 d D U P A 1
H5_5 H 0.344248 0.533160 0.501374 0.040 Uiso 0.748(6) 1 calc R U P A 1
C6_5 C 0.5485(4) 0.6676(4) 0.5848(2) 0.0311(8) Uiso 0.748(6) 1 d D U P A 1
H6_5 H 0.577797 0.614003 0.617596 0.037 Uiso 0.748(6) 1 calc R U P A 1
C1_6 C 0.7913(9) 0.9118(8) 0.6607(5) 0.036(2) Uiso 0.252(6) 1 d D U P A 2
H1A_6 H 0.776723 0.930082 0.714284 0.054 Uiso 0.252(6) 1 calc R U P A 2
H1B_6 H 0.841778 0.989570 0.643065 0.054 Uiso 0.252(6) 1 calc R U P A 2
H1C_6 H 0.855036 0.868071 0.669864 0.054 Uiso 0.252(6) 1 calc R U P A 2
C2_6 C 0.6412(7) 0.8330(8) 0.5928(5) 0.0170(16) Uiso 0.252(6) 1 d D U P A 2
C3_6 C 0.5682(9) 0.7074(9) 0.5914(5) 0.0202(18) Uiso 0.252(6) 1 d D U P A 2
H3_6 H 0.616902 0.674074 0.634458 0.024 Uiso 0.252(6) 1 calc R U P A 2
C4_6 C 0.4247(13) 0.6266(11) 0.5287(7) 0.027(3) Uiso 0.252(6) 1 d D U P A 2
H4_6 H 0.379029 0.540815 0.530057 0.032 Uiso 0.252(6) 1 calc R U P A 2
C5_6 C 0.3526(10) 0.6712(8) 0.4670(5) 0.016(2) Uiso 0.252(6) 1 d D U P A 2
H5_6 H 0.255329 0.618965 0.424485 0.019 Uiso 0.252(6) 1 calc R U P A 2
C6_6 C 0.4272(10) 0.7973(8) 0.4686(6) 0.022(2) Uiso 0.252(6) 1 d D U P A 2
H6_6 H 0.377441 0.829667 0.425280 0.027 Uiso 0.252(6) 1 calc R U P A 2
C7_6 C 0.5681(9) 0.8792(7) 0.5282(6) 0.0209(17) Uiso 0.252(6) 1 d D U P A 2
H7_6 H 0.613925 0.964345 0.525325 0.025 Uiso 0.252(6) 1 calc R U P A 2
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2.00 -2.00 -1.00 0.1700
0.00 -3.00 -2.00 0.1270
0.00 3.00 2.00 0.0700
1.00 3.00 -1.00 0.0970
-1.00 -3.00 1.00 0.0980
-3.00 1.00 2.00 0.1960
-2.00 0.00 3.00 0.1760
0.00 0.00 -1.00 0.0740
0.00 0.00 1.00 0.0330
-2.00 3.00 1.00 0.1460
1.00 -3.00 0.00 0.1230
-1.00 3.00 0.00 0.1090
2.00 -1.00 3.00 0.1090
3.00 0.00 1.00 0.1150
-1.00 3.00 2.00 0.0850
3.00 -1.00 -3.00 0.1520
1.00 1.00 -2.00 0.1170
1.00 2.00 -3.00 0.1040
-1.00 3.00 -2.00 0.1160
1.00 -2.00 1.00 0.1180
0.00 -2.00 3.00 0.0780
-2.00 1.00 3.00 0.1700
0.00 -1.00 2.00 0.0670
1.00 0.00 -5.00 0.0760
0.00 1.00 -4.00 0.0530
-1.00 1.00 -5.00 0.0970
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
N18 B1 C1_4 119.65(14) . . ?
N18 B1 C2 119.82(14) . . ?
C1_4 B1 C2 120.42(14) . . ?
C3 C2 C7 117.76(15) . . ?
C3 C2 B1 122.01(15) . . ?
C7 C2 B1 119.59(14) . . ?
C4 C3 C2 121.41(16) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 120.27(16) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.64(15) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C6 C7 C2 120.38(15) . . ?
C6 C7 C8 119.48(15) . . ?
C2 C7 C8 120.08(14) . . ?
C5 C6 C7 120.47(16) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C12 C8 C7 129.50(15) . . ?
C12 C8 S9 111.35(12) . . ?
C7 C8 S9 119.15(12) . . ?
C10 S9 C8 92.29(9) . . ?
C11 C10 S9 111.93(13) . . ?
C11 C10 H10 124.0 . . ?
S9 C10 H10 124.0 . . ?
C10 C11 C12 112.52(15) . . ?
C10 C11 H11 123.7 . . ?
C12 C11 H11 123.7 . . ?
C8 C12 C11 111.90(15) . . ?
C8 C12 C13 124.14(15) . . ?
C11 C12 C13 123.96(14) . . ?
C12 C13 C27 111.67(13) . . ?
C12 C13 C16 114.09(13) . . ?
C27 C13 C16 104.51(12) . . ?
C12 C13 S14 110.07(11) . . ?
C27 C13 S14 109.21(11) . . ?
C16 C13 S14 106.99(11) . . ?
C15 S14 C13 92.04(8) . . ?
C17 C15 S14 115.97(13) . . ?
C17 C15 H15 122.0 . . ?
S14 C15 H15 122.0 . . ?
N18 C16 C17 111.20(13) . . ?
N18 C16 C13 113.24(13) . . ?
C17 C16 C13 107.38(13) . . ?
N18 C16 B21 102.69(12) . . ?
C17 C16 B21 116.55(13) . . ?
C13 C16 B21 105.82(12) . . ?
C15 C17 C16 116.83(15) . . ?
C15 C17 H17 121.6 . . ?
C16 C17 H17 121.6 . . ?
N19 N18 B1 117.17(13) . . ?
N19 N18 C16 113.43(12) . . ?
B1 N18 C16 129.36(13) . . ?
N20 N19 N18 111.63(13) . . ?
N19 N20 C1_2 114.86(13) . . ?
N19 N20 B21 114.63(12) . . ?
C1_2 N20 B21 129.25(13) . . ?
C22 B21 C1_3 118.66(14) . . ?
C22 B21 N20 115.98(14) . . ?
C1_3 B21 N20 107.05(13) . . ?
C22 B21 C16 101.72(13) . . ?
C1_3 B21 C16 116.47(13) . . ?
N20 B21 C16 94.66(12) . . ?
C27 C22 C23 117.80(15) . . ?
C27 C22 B21 110.81(14) . . ?
C23 C22 B21 131.12(15) . . ?
C24 C23 C22 121.03(16) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 120.35(15) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C26 C25 C24 119.77(16) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C27 119.44(16) . . ?
C25 C26 H26 120.3 . . ?
C27 C26 H26 120.3 . . ?
C26 C27 C22 121.61(15) . . ?
C26 C27 C13 124.21(15) . . ?
C22 C27 C13 114.18(14) . . ?
C2_2 C1_2 C6_2 120.89(16) . . ?
C2_2 C1_2 N20 118.74(15) . . ?
C6_2 C1_2 N20 120.37(15) . . ?
C1_2 C2_2 C3_2 118.90(17) . . ?
C1_2 C2_2 H2_2 120.5 . . ?
C3_2 C2_2 H2_2 120.5 . . ?
C4_2 C3_2 C2_2 120.48(17) . . ?
C4_2 C3_2 H3_2 119.8 . . ?
C2_2 C3_2 H3_2 119.8 . . ?
C3_2 C4_2 C5_2 120.09(17) . . ?
C3_2 C4_2 H4_2 120.0 . . ?
C5_2 C4_2 H4_2 120.0 . . ?
C4_2 C5_2 C6_2 120.39(17) . . ?
C4_2 C5_2 H5_2 119.8 . . ?
C6_2 C5_2 H5_2 119.8 . . ?
C5_2 C6_2 C1_2 119.23(17) . . ?
C5_2 C6_2 H6_2 120.4 . . ?
C1_2 C6_2 H6_2 120.4 . . ?
C2_3 C1_3 C6_3 116.19(16) . . ?
C2_3 C1_3 B21 121.50(15) . . ?
C6_3 C1_3 B21 122.11(15) . . ?
C3_3 C2_3 C1_3 122.14(16) . . ?
C3_3 C2_3 H2_3 118.9 . . ?
C1_3 C2_3 H2_3 118.9 . . ?
C4_3 C3_3 C2_3 120.24(17) . . ?
C4_3 C3_3 H3_3 119.9 . . ?
C2_3 C3_3 H3_3 119.9 . . ?
C3_3 C4_3 C5_3 119.28(17) . . ?
C3_3 C4_3 H4_3 120.4 . . ?
C5_3 C4_3 H4_3 120.4 . . ?
C6_3 C5_3 C4_3 119.92(16) . . ?
C6_3 C5_3 H5_3 120.0 . . ?
C4_3 C5_3 H5_3 120.0 . . ?
C5_3 C6_3 C1_3 122.23(16) . . ?
C5_3 C6_3 H6_3 118.9 . . ?
C1_3 C6_3 H6_3 118.9 . . ?
C6_4 C1_4 C2_4 117.00(15) . . ?
C6_4 C1_4 B1 118.85(14) . . ?
C2_4 C1_4 B1 124.14(15) . . ?
C3_4 C2_4 C1_4 121.50(16) . . ?
C3_4 C2_4 H2_4 119.3 . . ?
C1_4 C2_4 H2_4 119.3 . . ?
C2_4 C3_4 C4_4 119.96(16) . . ?
C2_4 C3_4 H3_4 120.0 . . ?
C4_4 C3_4 H3_4 120.0 . . ?
C5_4 C4_4 C3_4 120.06(16) . . ?
C5_4 C4_4 H4_4 120.0 . . ?
C3_4 C4_4 H4_4 120.0 . . ?
C4_4 C5_4 C6_4 119.69(16) . . ?
C4_4 C5_4 H5_4 120.2 . . ?
C6_4 C5_4 H5_4 120.2 . . ?
C5_4 C6_4 C1_4 121.78(15) . . ?
C5_4 C6_4 H6_4 119.1 . . ?
C1_4 C6_4 H6_4 119.1 . . ?
C6_5 C1_5 C2_5 120.2(3) . . ?
C6_5 C1_5 H1_5 119.9 . . ?
C2_5 C1_5 H1_5 119.9 . . ?
C3_5 C2_5 C1_5 120.8(3) . . ?
C3_5 C2_5 H2_5 119.6 . . ?
C1_5 C2_5 H2_5 119.6 . . ?
C4_5 C3_5 C2_5 119.4(3) . . ?
C4_5 C3_5 H3_5 120.3 . . ?
C2_5 C3_5 H3_5 120.3 . . ?
C3_5 C4_5 C5_5 120.3(3) . . ?
C3_5 C4_5 H4_5 119.8 . . ?
C5_5 C4_5 H4_5 119.8 . . ?
C6_5 C5_5 C4_5 119.9(4) . . ?
C6_5 C5_5 H5_5 120.1 . . ?
C4_5 C5_5 H5_5 120.1 . . ?
C1_5 C6_5 C5_5 119.4(3) . . ?
C1_5 C6_5 H6_5 120.3 . . ?
C5_5 C6_5 H6_5 120.3 . . ?
C2_6 C1_6 H1A_6 109.5 . . ?
C2_6 C1_6 H1B_6 109.5 . . ?
H1A_6 C1_6 H1B_6 109.5 . . ?
C2_6 C1_6 H1C_6 109.5 . . ?
H1A_6 C1_6 H1C_6 109.5 . . ?
H1B_6 C1_6 H1C_6 109.5 . . ?
C3_6 C2_6 C7_6 117.4(6) . . ?
C3_6 C2_6 C1_6 119.8(8) . . ?
C7_6 C2_6 C1_6 122.8(8) . . ?
C2_6 C3_6 C4_6 122.9(7) . . ?
C2_6 C3_6 H3_6 118.5 . . ?
C4_6 C3_6 H3_6 118.5 . . ?
C5_6 C4_6 C3_6 119.9(9) . . ?
C5_6 C4_6 H4_6 120.0 . . ?
C3_6 C4_6 H4_6 120.0 . . ?
C4_6 C5_6 C6_6 116.8(8) . . ?
C4_6 C5_6 H5_6 121.6 . . ?
C6_6 C5_6 H5_6 121.6 . . ?
C7_6 C6_6 C5_6 125.1(7) . . ?
C7_6 C6_6 H6_6 117.5 . . ?
C5_6 C6_6 H6_6 117.5 . . ?
C6_6 C7_6 C2_6 117.9(6) . . ?
C6_6 C7_6 H7_6 121.0 . . ?
C2_6 C7_6 H7_6 121.0 . . ?
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
B1 N18 1.456(2) . ?
B1 C1_4 1.559(2) . ?
B1 C2 1.561(2) . ?
C2 C3 1.404(2) . ?
C2 C7 1.409(2) . ?
C3 C4 1.385(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.384(2) . ?
C5 H5 0.9500 . ?
C7 C6 1.403(2) . ?
C7 C8 1.484(2) . ?
C6 H6 0.9500 . ?
C8 C12 1.376(2) . ?
C8 S9 1.7247(17) . ?
S9 C10 1.7089(19) . ?
C10 C11 1.366(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.440(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.520(2) . ?
C13 C27 1.521(2) . ?
C13 C16 1.592(2) . ?
C13 S14 1.8609(16) . ?
S14 C15 1.7455(18) . ?
C15 C17 1.329(2) . ?
C15 H15 0.9500 . ?
C16 N18 1.491(2) . ?
C16 C17 1.498(2) . ?
C16 B21 1.661(2) . ?
C17 H17 0.9500 . ?
N18 N19 1.3388(18) . ?
N19 N20 1.2769(19) . ?
N20 C1_2 1.434(2) . ?
N20 B21 1.617(2) . ?
B21 C22 1.604(2) . ?
B21 C1_3 1.611(2) . ?
C22 C27 1.396(2) . ?
C22 C23 1.401(2) . ?
C23 C24 1.383(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.393(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.389(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.395(2) . ?
C26 H26 0.9500 . ?
C1_2 C2_2 1.385(2) . ?
C1_2 C6_2 1.388(2) . ?
C2_2 C3_2 1.395(2) . ?
C2_2 H2_2 0.9500 . ?
C3_2 C4_2 1.375(3) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.383(3) . ?
C4_2 H4_2 0.9500 . ?
C5_2 C6_2 1.384(2) . ?
C5_2 H5_2 0.9500 . ?
C6_2 H6_2 0.9500 . ?
C1_3 C2_3 1.398(2) . ?
C1_3 C6_3 1.404(2) . ?
C2_3 C3_3 1.392(2) . ?
C2_3 H2_3 0.9500 . ?
C3_3 C4_3 1.383(3) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.390(3) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.389(2) . ?
C5_3 H5_3 0.9500 . ?
C6_3 H6_3 0.9500 . ?
C1_4 C6_4 1.403(2) . ?
C1_4 C2_4 1.406(2) . ?
C2_4 C3_4 1.387(2) . ?
C2_4 H2_4 0.9500 . ?
C3_4 C4_4 1.388(3) . ?
C3_4 H3_4 0.9500 . ?
C4_4 C5_4 1.385(2) . ?
C4_4 H4_4 0.9500 . ?
C5_4 C6_4 1.390(2) . ?
C5_4 H5_4 0.9500 . ?
C6_4 H6_4 0.9500 . ?
C1_5 C6_5 1.388(4) . ?
C1_5 C2_5 1.390(4) . ?
C1_5 H1_5 0.9500 . ?
C2_5 C3_5 1.390(5) . ?
C2_5 H2_5 0.9500 . ?
C3_5 C4_5 1.377(5) . ?
C3_5 H3_5 0.9500 . ?
C4_5 C5_5 1.410(5) . ?
C4_5 H4_5 0.9500 . ?
C5_5 C6_5 1.392(5) . ?
C5_5 H5_5 0.9500 . ?
C6_5 H6_5 0.9500 . ?
C1_6 C2_6 1.478(10) . ?
C1_6 H1A_6 0.9800 . ?
C1_6 H1B_6 0.9800 . ?
C1_6 H1C_6 0.9800 . ?
C2_6 C3_6 1.384(9) . ?
C2_6 C7_6 1.395(9) . ?
C3_6 C4_6 1.410(11) . ?
C3_6 H3_6 0.9500 . ?
C4_6 C5_6 1.348(11) . ?
C4_6 H4_6 0.9500 . ?
C5_6 C6_6 1.390(9) . ?
C5_6 H5_6 0.9500 . ?
C6_6 C7_6 1.381(9) . ?
C6_6 H6_6 0.9500 . ?
C7_6 H7_6 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
N18 B1 C2 C3 129.23(17) . . . . ?
C1_4 B1 C2 C3 -54.5(2) . . . . ?
N18 B1 C2 C7 -60.1(2) . . . . ?
C1_4 B1 C2 C7 116.16(17) . . . . ?
C7 C2 C3 C4 0.0(2) . . . . ?
B1 C2 C3 C4 170.84(15) . . . . ?
C2 C3 C4 C5 -2.0(3) . . . . ?
C3 C4 C5 C6 1.5(3) . . . . ?
C3 C2 C7 C6 2.4(2) . . . . ?
B1 C2 C7 C6 -168.66(15) . . . . ?
C3 C2 C7 C8 179.40(15) . . . . ?
B1 C2 C7 C8 8.4(2) . . . . ?
C4 C5 C6 C7 0.9(3) . . . . ?
C2 C7 C6 C5 -2.9(3) . . . . ?
C8 C7 C6 C5 -179.91(15) . . . . ?
C6 C7 C8 C12 -117.40(19) . . . . ?
C2 C7 C8 C12 65.5(2) . . . . ?
C6 C7 C8 S9 62.52(19) . . . . ?
C2 C7 C8 S9 -114.54(15) . . . . ?
C12 C8 S9 C10 0.14(13) . . . . ?
C7 C8 S9 C10 -179.79(13) . . . . ?
C8 S9 C10 C11 -0.38(13) . . . . ?
S9 C10 C11 C12 0.51(18) . . . . ?
C7 C8 C12 C11 -179.96(15) . . . . ?
S9 C8 C12 C11 0.12(17) . . . . ?
C7 C8 C12 C13 -0.3(3) . . . . ?
S9 C8 C12 C13 179.75(12) . . . . ?
C10 C11 C12 C8 -0.4(2) . . . . ?
C10 C11 C12 C13 179.96(14) . . . . ?
C8 C12 C13 C27 170.61(14) . . . . ?
C11 C12 C13 C27 -9.8(2) . . . . ?
C8 C12 C13 C16 -71.16(19) . . . . ?
C11 C12 C13 C16 108.43(17) . . . . ?
C8 C12 C13 S14 49.13(18) . . . . ?
C11 C12 C13 S14 -131.28(14) . . . . ?
C12 C13 S14 C15 -132.64(12) . . . . ?
C27 C13 S14 C15 104.42(12) . . . . ?
C16 C13 S14 C15 -8.16(11) . . . . ?
C13 S14 C15 C17 6.86(14) . . . . ?
C12 C13 C16 N18 6.68(18) . . . . ?
C27 C13 C16 N18 128.93(13) . . . . ?
S14 C13 C16 N18 -115.32(12) . . . . ?
C12 C13 C16 C17 129.83(14) . . . . ?
C27 C13 C16 C17 -107.92(14) . . . . ?
S14 C13 C16 C17 7.83(14) . . . . ?
C12 C13 C16 B21 -105.04(14) . . . . ?
C27 C13 C16 B21 17.21(16) . . . . ?
S14 C13 C16 B21 132.96(11) . . . . ?
S14 C15 C17 C16 -3.0(2) . . . . ?
N18 C16 C17 C15 120.81(15) . . . . ?
C13 C16 C17 C15 -3.58(19) . . . . ?
B21 C16 C17 C15 -121.98(16) . . . . ?
C1_4 B1 N18 N19 -21.6(2) . . . . ?
C2 B1 N18 N19 154.74(14) . . . . ?
C1_4 B1 N18 C16 161.03(15) . . . . ?
C2 B1 N18 C16 -22.6(2) . . . . ?
C17 C16 N18 N19 138.76(14) . . . . ?
C13 C16 N18 N19 -100.23(15) . . . . ?
B21 C16 N18 N19 13.40(16) . . . . ?
C17 C16 N18 B1 -43.8(2) . . . . ?
C13 C16 N18 B1 77.2(2) . . . . ?
B21 C16 N18 B1 -169.14(15) . . . . ?
B1 N18 N19 N20 178.66(13) . . . . ?
C16 N18 N19 N20 -3.55(18) . . . . ?
N18 N19 N20 C1_2 -177.44(13) . . . . ?
N18 N19 N20 B21 -9.02(18) . . . . ?
N19 N20 B21 C22 121.01(15) . . . . ?
C1_2 N20 B21 C22 -72.6(2) . . . . ?
N19 N20 B21 C1_3 -103.96(15) . . . . ?
C1_2 N20 B21 C1_3 62.4(2) . . . . ?
N19 N20 B21 C16 15.56(16) . . . . ?
C1_2 N20 B21 C16 -178.04(15) . . . . ?
N18 C16 B21 C22 -132.95(13) . . . . ?
C17 C16 B21 C22 105.25(15) . . . . ?
C13 C16 B21 C22 -13.99(15) . . . . ?
N18 C16 B21 C1_3 96.47(15) . . . . ?
C17 C16 B21 C1_3 -25.3(2) . . . . ?
C13 C16 B21 C1_3 -144.57(14) . . . . ?
N18 C16 B21 N20 -15.19(14) . . . . ?
C17 C16 B21 N20 -136.99(13) . . . . ?
C13 C16 B21 N20 103.76(13) . . . . ?
C1_3 B21 C22 C27 134.89(15) . . . . ?
N20 B21 C22 C27 -95.47(16) . . . . ?
C16 B21 C22 C27 5.68(17) . . . . ?
C1_3 B21 C22 C23 -38.8(2) . . . . ?
N20 B21 C22 C23 90.8(2) . . . . ?
C16 B21 C22 C23 -168.04(16) . . . . ?
C27 C22 C23 C24 -0.4(2) . . . . ?
B21 C22 C23 C24 172.97(17) . . . . ?
C22 C23 C24 C25 0.1(3) . . . . ?
C23 C24 C25 C26 0.2(3) . . . . ?
C24 C25 C26 C27 -0.3(3) . . . . ?
C25 C26 C27 C22 0.1(3) . . . . ?
C25 C26 C27 C13 -179.91(16) . . . . ?
C23 C22 C27 C26 0.3(2) . . . . ?
B21 C22 C27 C26 -174.37(15) . . . . ?
C23 C22 C27 C13 -179.73(14) . . . . ?
B21 C22 C27 C13 5.61(19) . . . . ?
C12 C13 C27 C26 -71.0(2) . . . . ?
C16 C13 C27 C26 165.18(16) . . . . ?
S14 C13 C27 C26 51.0(2) . . . . ?
C12 C13 C27 C22 109.02(16) . . . . ?
C16 C13 C27 C22 -14.81(18) . . . . ?
S14 C13 C27 C22 -129.01(13) . . . . ?
N19 N20 C1_2 C2_2 -150.85(16) . . . . ?
B21 N20 C1_2 C2_2 42.8(2) . . . . ?
N19 N20 C1_2 C6_2 28.8(2) . . . . ?
B21 N20 C1_2 C6_2 -137.52(17) . . . . ?
C6_2 C1_2 C2_2 C3_2 0.2(3) . . . . ?
N20 C1_2 C2_2 C3_2 179.86(16) . . . . ?
C1_2 C2_2 C3_2 C4_2 1.2(3) . . . . ?
C2_2 C3_2 C4_2 C5_2 -1.7(3) . . . . ?
C3_2 C4_2 C5_2 C6_2 0.9(3) . . . . ?
C4_2 C5_2 C6_2 C1_2 0.4(3) . . . . ?
C2_2 C1_2 C6_2 C5_2 -0.9(3) . . . . ?
N20 C1_2 C6_2 C5_2 179.39(17) . . . . ?
C22 B21 C1_3 C2_3 -14.9(2) . . . . ?
N20 B21 C1_3 C2_3 -148.56(14) . . . . ?
C16 B21 C1_3 C2_3 107.11(17) . . . . ?
C22 B21 C1_3 C6_3 170.33(14) . . . . ?
N20 B21 C1_3 C6_3 36.72(19) . . . . ?
C16 B21 C1_3 C6_3 -67.6(2) . . . . ?
C6_3 C1_3 C2_3 C3_3 -0.5(2) . . . . ?
B21 C1_3 C2_3 C3_3 -175.53(15) . . . . ?
C1_3 C2_3 C3_3 C4_3 0.7(3) . . . . ?
C2_3 C3_3 C4_3 C5_3 -0.2(3) . . . . ?
C3_3 C4_3 C5_3 C6_3 -0.3(3) . . . . ?
C4_3 C5_3 C6_3 C1_3 0.5(3) . . . . ?
C2_3 C1_3 C6_3 C5_3 0.0(2) . . . . ?
B21 C1_3 C6_3 C5_3 174.94(15) . . . . ?
N18 B1 C1_4 C6_4 151.62(15) . . . . ?
C2 B1 C1_4 C6_4 -24.7(2) . . . . ?
N18 B1 C1_4 C2_4 -29.9(2) . . . . ?
C2 B1 C1_4 C2_4 153.80(16) . . . . ?
C6_4 C1_4 C2_4 C3_4 -0.7(2) . . . . ?
B1 C1_4 C2_4 C3_4 -179.21(16) . . . . ?
C1_4 C2_4 C3_4 C4_4 -0.2(3) . . . . ?
C2_4 C3_4 C4_4 C5_4 0.6(3) . . . . ?
C3_4 C4_4 C5_4 C6_4 -0.1(3) . . . . ?
C4_4 C5_4 C6_4 C1_4 -0.8(3) . . . . ?
C2_4 C1_4 C6_4 C5_4 1.2(2) . . . . ?
B1 C1_4 C6_4 C5_4 179.81(15) . . . . ?
C6_5 C1_5 C2_5 C3_5 0.6(4) . . . . ?
C1_5 C2_5 C3_5 C4_5 0.6(5) . . . . ?
C2_5 C3_5 C4_5 C5_5 -1.3(6) . . . . ?
C3_5 C4_5 C5_5 C6_5 0.8(6) . . . . ?
C2_5 C1_5 C6_5 C5_5 -1.1(5) . . . . ?
C4_5 C5_5 C6_5 C1_5 0.4(6) . . . . ?
C7_6 C2_6 C3_6 C4_6 -0.8(12) . . . . ?
C1_6 C2_6 C3_6 C4_6 179.8(9) . . . . ?
C2_6 C3_6 C4_6 C5_6 -0.3(17) . . . . ?
C3_6 C4_6 C5_6 C6_6 0.7(16) . . . . ?
C4_6 C5_6 C6_6 C7_6 -0.1(14) . . . . ?
C5_6 C6_6 C7_6 C2_6 -0.9(12) . . . . ?
C3_6 C2_6 C7_6 C6_6 1.4(10) . . . . ?
C1_6 C2_6 C7_6 C6_6 -179.3(6) . . . . ?
