#------------------------------------------------------------------------------
#$Date: 2025-05-14 13:17:04 +0300 (Wed, 14 May 2025) $
#$Revision: 299663 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/36/1573669.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_1573669
loop_
_publ_author_name
'Crujeiras, Pablo'
'Vázquez-Carballo, Irene'
'Sousa-Pedrares, Antonio'
_publ_section_title
;
 Application of the aza-Wittig reaction for the synthesis of carboranyl
 Schiff bases, benzothiazoles and benzoselenazolines.
;
_journal_issue                   7
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2819
_journal_page_last               2832
_journal_paper_doi               10.1039/d4dt03378g
_journal_volume                  54
_journal_year                    2025
_chemical_formula_sum            'C19 H31 B10 N2 O2 S'
_chemical_formula_weight         459.61
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-10-23 deposited with the CCDC.	2025-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                90.720(4)
_cell_angle_beta                 100.394(4)
_cell_angle_gamma                105.753(4)
_cell_formula_units_Z            4
_cell_length_a                   10.2795(9)
_cell_length_b                   15.2051(13)
_cell_length_c                   17.1951(14)
_cell_measurement_reflns_used    1933
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.39
_cell_measurement_theta_min      2.61
_cell_volume                     2538.8(4)
_computing_cell_refinement       'BRUKER APEX2'
_computing_data_collection       'BRUKER APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker X8 KappaAPEXII'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_unetI/netI     0.0700
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            50828
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.384
_diffrn_reflns_theta_min         1.207
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_T_max  0.982373
_exptl_absorpt_correction_T_min  0.839169
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 Sheldrick, G.M. SADABS: Program for absorption correction
 using area detector data. University of Göttingen, Germany, 1996.
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_description       Plate
_exptl_crystal_F_000             964
_exptl_crystal_size_max          0.620
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.080
_refine_diff_density_max         1.212
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         16590
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.1007
_refine_ls_R_factor_gt           0.0716
_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)+(0.1088P)²+2.4249P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1812
_refine_ls_wR_factor_ref         0.2029
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12359
_reflns_number_total             16590
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt03378g2.cif
_cod_data_source_block           SB7
_cod_depositor_comments
;
Adding full bibliography for 1573667--1573676.cif.

2025-05-14
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C38 H62 B20 N4 O4 S2'
_cod_original_formula_weight         919.23
_cod_original_formula_units_Z            2
_cod_database_code               1573669
_shelx_shelxl_version_number     2019/3
_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   0.914
_shelx_estimated_absorpt_t_max   0.988
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
S1 S 0.76007(10) 0.42137(8) 0.77082(5) 0.0203(2) Uani 1 1 d . . . . .
O1 O 0.8679(3) 0.3861(2) 0.81228(15) 0.0282(7) Uani 1 1 d . . . . .
O2 O 0.6930(3) 0.4708(2) 0.81432(15) 0.0260(7) Uani 1 1 d . . . . .
N1 N 0.7633(3) 0.4392(2) 0.55015(17) 0.0180(7) Uani 1 1 d . . . . .
N2 N 0.8327(3) 0.4894(2) 0.70870(18) 0.0174(8) Uani 1 1 d . . . . .
B3 B 0.9622(5) 0.3364(4) 0.4763(3) 0.0237(11) Uani 1 1 d . . . . .
H3 H 1.048410 0.399221 0.498537 0.028 Uiso 1 1 calc R U . . .
B4 B 0.8653(5) 0.3222(4) 0.3778(3) 0.0272(11) Uani 1 1 d . . . . .
H4 H 0.888354 0.375955 0.334423 0.033 Uiso 1 1 calc R U . . .
B5 B 0.6940(5) 0.2574(4) 0.3802(3) 0.0249(11) Uani 1 1 d . . . . .
H5 H 0.604823 0.269350 0.337948 0.030 Uiso 1 1 calc R U . . .
B6 B 0.6804(5) 0.2302(3) 0.4787(3) 0.0218(11) Uani 1 1 d . . . . .
H6 H 0.583940 0.224249 0.502272 0.026 Uiso 1 1 calc R U . . .
B7 B 0.9640(5) 0.2263(3) 0.5084(3) 0.0257(11) Uani 1 1 d . . . . .
H7 H 1.052999 0.216509 0.552171 0.031 Uiso 1 1 calc R U . . .
B8 B 0.9763(5) 0.2525(4) 0.4089(3) 0.0283(12) Uani 1 1 d . . . . .
H8 H 1.073418 0.259454 0.385670 0.034 Uiso 1 1 calc R U . . .
B9 B 0.8094(5) 0.2026(4) 0.3491(3) 0.0303(12) Uani 1 1 d . . . . .
H9 H 0.795975 0.176234 0.286232 0.036 Uiso 1 1 calc R U . . .
B10 B 0.6965(5) 0.1471(4) 0.4118(3) 0.0275(11) Uani 1 1 d . . . . .
H10 H 0.609246 0.084549 0.390349 0.033 Uiso 1 1 calc R U . . .
B11 B 0.7919(5) 0.1614(3) 0.5099(3) 0.0254(11) Uani 1 1 d . . . . .
H11 H 0.768418 0.109074 0.554458 0.030 Uiso 1 1 calc R U . . .
B12 B 0.8725(5) 0.1446(4) 0.4296(3) 0.0280(12) Uani 1 1 d . . . . .
H12 H 0.902011 0.080121 0.420038 0.034 Uiso 1 1 calc R U . . .
C1 C 0.7887(4) 0.3314(3) 0.4572(2) 0.0180(8) Uani 1 1 d . . . . .
C2 C 0.8450(4) 0.2760(3) 0.5303(2) 0.0184(9) Uani 1 1 d . . . . .
C3 C 0.7543(4) 0.4165(3) 0.4783(2) 0.0190(8) Uani 1 1 d . . . . .
H3A H 0.725915 0.453337 0.438040 0.023 Uiso 1 1 calc R U . . .
C4 C 0.7252(4) 0.5169(3) 0.5751(2) 0.0158(8) Uani 1 1 d . . . . .
C5 C 0.6573(4) 0.5684(3) 0.5256(2) 0.0192(9) Uani 1 1 d . . . . .
H5A H 0.638595 0.555459 0.469833 0.023 Uiso 1 1 calc R U . . .
C6 C 0.6163(4) 0.6391(3) 0.5575(2) 0.0227(9) Uani 1 1 d . . . . .
H6A H 0.568229 0.673613 0.523636 0.027 Uiso 1 1 calc R U . . .
C7 C 0.6457(4) 0.6588(3) 0.6384(2) 0.0227(9) Uani 1 1 d . . . . .
H7A H 0.617142 0.706708 0.659942 0.027 Uiso 1 1 calc R U . . .
C8 C 0.7164(4) 0.6097(3) 0.6886(2) 0.0208(9) Uani 1 1 d . . . . .
H8A H 0.737770 0.624379 0.744098 0.025 Uiso 1 1 calc R U . . .
C9 C 0.7558(4) 0.5388(3) 0.6569(2) 0.0176(9) Uani 1 1 d . . . . .
C10 C 0.6315(4) 0.3296(3) 0.7150(2) 0.0191(9) Uani 1 1 d . . . . .
C11 C 0.5113(4) 0.3475(3) 0.6744(2) 0.0189(8) Uani 1 1 d . . . . .
H11A H 0.500241 0.407522 0.676270 0.023 Uiso 1 1 calc R U . . .
C12 C 0.4095(4) 0.2761(3) 0.6318(2) 0.0226(9) Uani 1 1 d . . . . .
H12A H 0.327735 0.287536 0.604058 0.027 Uiso 1 1 calc R U . . .
C13 C 0.4229(4) 0.1888(3) 0.6284(2) 0.0279(10) Uani 1 1 d . . . . .
C14 C 0.5440(4) 0.1724(3) 0.6692(3) 0.0306(10) Uani 1 1 d . . . . .
H14 H 0.554633 0.112318 0.667253 0.037 Uiso 1 1 calc R U . . .
C15 C 0.6482(4) 0.2427(3) 0.7124(2) 0.0258(10) Uani 1 1 d . . . . .
H15 H 0.730267 0.231314 0.739914 0.031 Uiso 1 1 calc R U . . .
C16 C 0.3098(5) 0.1110(3) 0.5814(3) 0.0499(14) Uani 1 1 d . . . . .
H16A H 0.268895 0.067494 0.617795 0.075 Uiso 1 1 calc R U . . .
H16B H 0.348485 0.079759 0.545050 0.075 Uiso 1 1 calc R U . . .
H16C H 0.238713 0.135510 0.550984 0.075 Uiso 1 1 calc R U . . .
H2 H 0.854(5) 0.304(3) 0.585(3) 0.051(15) Uiso 1 1 d . . . . .
H1N H 0.875(4) 0.460(3) 0.683(2) 0.022(12) Uiso 1 1 d . . . . .
S101 S 0.17080(10) 0.42004(7) 0.72275(5) 0.0187(2) Uani 1 1 d . . . . .
O101 O 0.0351(3) 0.3938(2) 0.67420(15) 0.0259(7) Uani 1 1 d . . . . .
O102 O 0.2856(3) 0.4668(2) 0.68795(15) 0.0229(7) Uani 1 1 d . . . . .
N101 N 0.1778(3) 0.4367(2) 0.94679(17) 0.0172(7) Uani 1 1 d . . . . .
N102 N 0.1607(3) 0.4869(2) 0.79503(18) 0.0170(8) Uani 1 1 d . . . . .
B103 B -0.1023(5) 0.3343(4) 1.0065(3) 0.0234(11) Uani 1 1 d . . . . .
H103 H -0.130838 0.398901 0.991206 0.028 Uiso 1 1 calc R U . . .
B104 B -0.0188(5) 0.3181(3) 1.1032(3) 0.0221(10) Uani 1 1 d . . . . .
H104 H 0.007618 0.372589 1.152472 0.027 Uiso 1 1 calc R U . . .
B105 B 0.0912(5) 0.2478(3) 1.0946(3) 0.0220(10) Uani 1 1 d . . . . .
H105 H 0.189270 0.256542 1.138528 0.026 Uiso 1 1 calc R U . . .
B106 B 0.0804(5) 0.2197(3) 0.9922(3) 0.0211(10) Uani 1 1 d . . . . .
H106 H 0.170095 0.210427 0.967909 0.025 Uiso 1 1 calc R U . . .
B107 B -0.2032(5) 0.2254(4) 0.9620(3) 0.0255(11) Uani 1 1 d . . . . .
H107 H -0.299793 0.217996 0.917129 0.031 Uiso 1 1 calc R U . . .
B108 B -0.1921(5) 0.2532(4) 1.0644(3) 0.0257(12) Uani 1 1 d . . . . .
H108 H -0.281556 0.263857 1.088217 0.031 Uiso 1 1 calc R U . . .
B109 B -0.0719(5) 0.1991(4) 1.1194(3) 0.0239(11) Uani 1 1 d . . . . .
H109 H -0.082901 0.174018 1.179492 0.029 Uiso 1 1 calc R U . . .
B110 B -0.0099(5) 0.1388(3) 1.0498(3) 0.0246(11) Uani 1 1 d . . . . .
H110 H 0.019845 0.074354 1.063905 0.029 Uiso 1 1 calc R U . . .
B111 B -0.0919(5) 0.1558(3) 0.9527(3) 0.0231(10) Uani 1 1 d . . . . .
H111 H -0.115902 0.103474 0.901861 0.028 Uiso 1 1 calc R U . . .
B112 B -0.1856(5) 0.1421(4) 1.0317(3) 0.0255(11) Uani 1 1 d . . . . .
H112 H -0.271790 0.079312 1.034290 0.031 Uiso 1 1 calc R U . . .
C101 C 0.0637(4) 0.3235(3) 1.0254(2) 0.0172(8) Uani 1 1 d . . . . .
C102 C -0.0411(4) 0.2705(3) 0.9462(2) 0.0188(9) Uani 1 1 d . . . . .
C103 C 0.1757(4) 0.4061(3) 1.0146(2) 0.0199(9) Uani 1 1 d . . . . .
H10A H 0.245052 0.435314 1.058603 0.024 Uiso 1 1 calc R U . . .
C104 C 0.2860(4) 0.5119(3) 0.9325(2) 0.0175(8) Uani 1 1 d . . . . .
C105 C 0.3950(4) 0.5644(3) 0.9894(2) 0.0207(9) Uani 1 1 d . . . . .
H10B H 0.397700 0.553523 1.043864 0.025 Uiso 1 1 calc R U . . .
C106 C 0.4987(4) 0.6316(3) 0.9673(2) 0.0209(9) Uani 1 1 d . . . . .
H10C H 0.573172 0.666322 1.006358 0.025 Uiso 1 1 calc R U . . .
C107 C 0.4946(4) 0.6491(3) 0.8877(2) 0.0238(9) Uani 1 1 d . . . . .
H10D H 0.567899 0.694364 0.872617 0.029 Uiso 1 1 calc R U . . .
C108 C 0.3842(4) 0.6007(3) 0.8300(2) 0.0230(9) Uani 1 1 d . . . . .
H10E H 0.380326 0.613825 0.775923 0.028 Uiso 1 1 calc R U . . .
C109 C 0.2793(4) 0.5328(3) 0.8528(2) 0.0176(8) Uani 1 1 d . . . . .
C110 C 0.2045(4) 0.3205(3) 0.7627(2) 0.0194(9) Uani 1 1 d . . . . .
C111 C 0.1037(4) 0.2373(3) 0.7476(2) 0.0278(10) Uani 1 1 d . . . . .
H11B H 0.014212 0.234285 0.719044 0.033 Uiso 1 1 calc R U . . .
C112 C 0.1348(5) 0.1587(3) 0.7747(3) 0.0351(11) Uani 1 1 d . . . . .
H11C H 0.066408 0.101506 0.763902 0.042 Uiso 1 1 calc R U . . .
C113 C 0.2650(5) 0.1622(3) 0.8175(2) 0.0315(11) Uani 1 1 d . . . . .
C114 C 0.3621(4) 0.2458(3) 0.8336(2) 0.0265(10) Uani 1 1 d . . . . .
H114 H 0.450482 0.249085 0.863757 0.032 Uiso 1 1 calc R U . . .
C115 C 0.3338(4) 0.3254(3) 0.8067(2) 0.0218(9) Uani 1 1 d . . . . .
H115 H 0.402059 0.382601 0.818349 0.026 Uiso 1 1 calc R U . . .
C116 C 0.2975(6) 0.0747(4) 0.8440(3) 0.0559(15) Uani 1 1 d . . . . .
H11D H 0.390435 0.089418 0.876360 0.084 Uiso 1 1 calc R U . . .
H11E H 0.292573 0.035240 0.797450 0.084 Uiso 1 1 calc R U . . .
H11F H 0.230597 0.042706 0.875444 0.084 Uiso 1 1 calc R U . . .
H102 H -0.022(4) 0.298(3) 0.900(2) 0.028(11) Uiso 1 1 d . . . . .
H10N H 0.093(5) 0.462(3) 0.814(3) 0.035(14) Uiso 1 1 d . . . . .
C1S C 0.5884(7) 0.8886(4) 0.9296(3) 0.0594(16) Uani 1 1 d . . . . .
H1S1 H 0.676249 0.880076 0.921481 0.089 Uiso 1 1 calc R U . . .
H1S2 H 0.541672 0.837626 0.957920 0.089 Uiso 1 1 calc R U . . .
H1S3 H 0.605520 0.946310 0.960921 0.089 Uiso 1 1 calc R U . . .
C2S C 0.4963(5) 0.8915(3) 0.8481(3) 0.0425(12) Uani 1 1 d . . . . .
H2S1 H 0.460087 0.828838 0.822404 0.051 Uiso 1 1 calc R U . . .
H2S2 H 0.416803 0.912933 0.856521 0.051 Uiso 1 1 calc R U . . .
C3S C 0.5736(5) 0.9540(3) 0.7937(3) 0.0375(12) Uani 1 1 d . . . . .
H3S1 H 0.619425 1.014524 0.822335 0.045 Uiso 1 1 calc R U . . .
H3S2 H 0.506619 0.963015 0.747556 0.045 Uiso 1 1 calc R U . . .
C4S C 0.6818(5) 0.9180(4) 0.7639(3) 0.0438(13) Uani 1 1 d . . . . .
H4S1 H 0.637768 0.855197 0.739359 0.053 Uiso 1 1 calc R U . . .
H4S2 H 0.753632 0.914313 0.809610 0.053 Uiso 1 1 calc R U . . .
C5S C 0.7507(5) 0.9782(4) 0.7029(3) 0.0487(14) Uani 1 1 d . . . . .
H5S1 H 0.798651 1.040289 0.728023 0.058 Uiso 1 1 calc R U . . .
H5S2 H 0.678784 0.984126 0.658085 0.058 Uiso 1 1 calc R U . . .
C6S C 0.8552(6) 0.9382(4) 0.6708(4) 0.0700(19) Uani 1 1 d . . . . .
H6S1 H 0.914365 0.919618 0.715094 0.105 Uiso 1 1 calc R U . . .
H6S2 H 0.912030 0.984738 0.642760 0.105 Uiso 1 1 calc R U . . .
H6S3 H 0.805574 0.884820 0.634281 0.105 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 119.76(16) . . ?
O2 S1 N2 108.11(19) . . ?
O1 S1 N2 104.56(17) . . ?
O2 S1 C10 107.59(18) . . ?
O1 S1 C10 108.45(19) . . ?
N2 S1 C10 107.85(17) . . ?
C3 N1 C4 122.7(3) . . ?
C9 N2 S1 120.7(3) . . ?
C2 B3 C1 56.2(2) . . ?
C2 B3 B8 104.0(3) . . ?
C1 B3 B8 104.6(3) . . ?
C2 B3 B7 57.9(3) . . ?
C1 B3 B7 103.7(3) . . ?
B8 B3 B7 60.4(3) . . ?
C2 B3 B4 103.4(3) . . ?
C1 B3 B4 58.4(2) . . ?
B8 B3 B4 60.2(3) . . ?
B7 B3 B4 108.0(4) . . ?
C1 B4 B5 58.0(2) . . ?
C1 B4 B8 104.7(3) . . ?
B5 B4 B8 108.0(4) . . ?
C1 B4 B3 59.5(2) . . ?
B5 B4 B3 107.9(3) . . ?
B8 B4 B3 59.4(3) . . ?
C1 B4 B9 103.9(3) . . ?
B5 B4 B9 59.7(3) . . ?
B8 B4 B9 60.4(3) . . ?
B3 B4 B9 107.7(4) . . ?
C1 B5 B6 59.7(2) . . ?
C1 B5 B9 105.5(3) . . ?
B6 B5 B9 108.3(4) . . ?
C1 B5 B10 105.2(3) . . ?
B6 B5 B10 59.5(3) . . ?
B9 B5 B10 60.2(3) . . ?
C1 B5 B4 59.2(3) . . ?
B6 B5 B4 109.5(3) . . ?
B9 B5 B4 60.4(3) . . ?
B10 B5 B4 108.8(3) . . ?
C2 B6 C1 56.6(2) . . ?
C2 B6 B10 103.9(3) . . ?
C1 B6 B10 104.6(3) . . ?
C2 B6 B5 103.2(3) . . ?
C1 B6 B5 58.0(2) . . ?
B10 B6 B5 60.4(3) . . ?
C2 B6 B11 58.0(3) . . ?
C1 B6 B11 104.1(3) . . ?
B10 B6 B11 60.2(3) . . ?
B5 B6 B11 107.9(3) . . ?
C2 B7 B12 104.2(3) . . ?
C2 B7 B3 59.7(3) . . ?
B12 B7 B3 108.1(4) . . ?
C2 B7 B8 104.7(3) . . ?
B12 B7 B8 60.1(3) . . ?
B3 B7 B8 59.6(3) . . ?
C2 B7 B11 58.1(3) . . ?
B12 B7 B11 60.3(3) . . ?
B3 B7 B11 108.8(3) . . ?
B8 B7 B11 108.5(3) . . ?
B3 B8 B12 108.0(3) . . ?
B3 B8 B4 60.3(3) . . ?
B12 B8 B4 107.6(3) . . ?
B3 B8 B7 60.0(3) . . ?
B12 B8 B7 59.6(3) . . ?
B4 B8 B7 107.7(3) . . ?
B3 B8 B9 108.1(3) . . ?
B12 B8 B9 59.4(3) . . ?
B4 B8 B9 60.0(3) . . ?
B7 B8 B9 107.0(3) . . ?
B12 B9 B5 108.0(4) . . ?
B12 B9 B10 60.6(3) . . ?
B5 B9 B10 60.0(3) . . ?
B12 B9 B4 107.7(4) . . ?
B5 B9 B4 59.9(3) . . ?
B10 B9 B4 108.2(3) . . ?
B12 B9 B8 59.8(3) . . ?
B5 B9 B8 107.6(3) . . ?
B10 B9 B8 108.5(3) . . ?
B4 B9 B8 59.6(3) . . ?
B6 B10 B11 60.3(3) . . ?
B6 B10 B5 60.1(3) . . ?
B11 B10 B5 107.7(3) . . ?
B6 B10 B9 108.6(4) . . ?
B11 B10 B9 107.9(3) . . ?
B5 B10 B9 59.9(3) . . ?
B6 B10 B12 108.3(3) . . ?
B11 B10 B12 60.0(3) . . ?
B5 B10 B12 107.0(3) . . ?
B9 B10 B12 59.5(3) . . ?
C2 B11 B10 104.3(3) . . ?
C2 B11 B6 59.3(3) . . ?
B10 B11 B6 59.5(3) . . ?
C2 B11 B7 58.4(3) . . ?
B10 B11 B7 108.1(3) . . ?
B6 B11 B7 108.5(3) . . ?
C2 B11 B12 103.8(3) . . ?
B10 B11 B12 60.5(3) . . ?
B6 B11 B12 108.0(3) . . ?
B7 B11 B12 59.5(3) . . ?
B7 B12 B9 108.5(4) . . ?
B7 B12 B8 60.2(3) . . ?
B9 B12 B8 60.7(3) . . ?
B7 B12 B11 60.2(3) . . ?
B9 B12 B11 107.7(3) . . ?
B8 B12 B11 108.6(4) . . ?
B7 B12 B10 107.8(3) . . ?
B9 B12 B10 59.9(3) . . ?
B8 B12 B10 108.6(4) . . ?
B11 B12 B10 59.4(3) . . ?
C3 C1 C2 116.9(3) . . ?
C3 C1 B5 122.5(3) . . ?
C2 C1 B5 110.4(3) . . ?
C3 C1 B4 122.2(3) . . ?
C2 C1 B4 110.7(3) . . ?
B5 C1 B4 62.8(3) . . ?
C3 C1 B6 116.0(3) . . ?
C2 C1 B6 61.4(2) . . ?
B5 C1 B6 62.3(3) . . ?
B4 C1 B6 114.5(3) . . ?
C3 C1 B3 116.1(3) . . ?
C2 C1 B3 61.7(2) . . ?
B5 C1 B3 114.1(3) . . ?
B4 C1 B3 62.1(3) . . ?
B6 C1 B3 114.8(3) . . ?
C1 C2 B11 112.3(3) . . ?
C1 C2 B7 112.1(3) . . ?
B11 C2 B7 63.5(3) . . ?
C1 C2 B6 62.1(2) . . ?
B11 C2 B6 62.7(3) . . ?
B7 C2 B6 115.6(3) . . ?
C1 C2 B3 62.2(2) . . ?
B11 C2 B3 115.5(3) . . ?
B7 C2 B3 62.4(3) . . ?
B6 C2 B3 115.8(3) . . ?
N1 C3 C1 119.2(3) . . ?
C5 C4 C9 119.1(3) . . ?
C5 C4 N1 125.2(3) . . ?
C9 C4 N1 115.6(3) . . ?
C4 C5 C6 120.1(3) . . ?
C7 C6 C5 119.8(4) . . ?
C6 C7 C8 120.8(4) . . ?
C7 C8 C9 119.3(4) . . ?
C8 C9 C4 120.7(3) . . ?
C8 C9 N2 119.4(3) . . ?
C4 C9 N2 119.9(3) . . ?
C15 C10 C11 121.0(4) . . ?
C15 C10 S1 120.9(3) . . ?
C11 C10 S1 118.0(3) . . ?
C12 C11 C10 118.4(4) . . ?
C13 C12 C11 121.9(4) . . ?
C12 C13 C14 118.8(4) . . ?
C12 C13 C16 121.2(4) . . ?
C14 C13 C16 120.1(4) . . ?
C15 C14 C13 120.7(4) . . ?
C10 C15 C14 119.1(4) . . ?
O102 S101 O101 118.95(16) . . ?
O102 S101 N102 108.08(19) . . ?
O101 S101 N102 105.04(17) . . ?
O102 S101 C110 108.09(17) . . ?
O101 S101 C110 107.83(19) . . ?
N102 S101 C110 108.46(17) . . ?
C103 N101 C104 121.9(3) . . ?
C109 N102 S101 121.6(3) . . ?
C102 B103 C101 56.2(2) . . ?
C102 B103 B108 104.1(4) . . ?
C101 B103 B108 104.5(3) . . ?
C102 B103 B107 57.9(3) . . ?
C101 B103 B107 103.6(3) . . ?
B108 B103 B107 60.5(3) . . ?
C102 B103 B104 103.0(3) . . ?
C101 B103 B104 57.9(2) . . ?
B108 B103 B104 60.5(3) . . ?
B107 B103 B104 108.0(4) . . ?
C101 B104 B105 58.7(2) . . ?
C101 B104 B103 59.6(2) . . ?
B105 B104 B103 108.8(3) . . ?
C101 B104 B109 104.5(3) . . ?
B105 B104 B109 59.6(3) . . ?
B103 B104 B109 108.1(3) . . ?
C101 B104 B108 104.8(3) . . ?
B105 B104 B108 108.3(4) . . ?
B103 B104 B108 59.2(3) . . ?
B109 B104 B108 60.6(3) . . ?
C101 B105 B109 104.9(3) . . ?
C101 B105 B104 58.4(2) . . ?
B109 B105 B104 60.4(3) . . ?
C101 B105 B110 104.8(3) . . ?
B109 B105 B110 61.0(3) . . ?
B104 B105 B110 109.1(3) . . ?
C101 B105 B106 59.5(2) . . ?
B109 B105 B106 108.5(3) . . ?
B104 B105 B106 108.8(3) . . ?
B110 B105 B106 59.2(3) . . ?
C102 B106 C101 56.1(2) . . ?
C102 B106 B110 103.9(3) . . ?
C101 B106 B110 104.5(3) . . ?
C102 B106 B111 57.8(3) . . ?
C101 B106 B111 103.6(3) . . ?
B110 B106 B111 60.6(3) . . ?
C102 B106 B105 102.9(3) . . ?
C101 B106 B105 58.0(2) . . ?
B110 B106 B105 60.3(3) . . ?
B111 B106 B105 107.9(3) . . ?
C102 B107 B103 59.4(3) . . ?
C102 B107 B112 103.9(3) . . ?
B103 B107 B112 108.1(3) . . ?
C102 B107 B111 58.2(3) . . ?
B103 B107 B111 108.8(3) . . ?
B112 B107 B111 60.3(3) . . ?
C102 B107 B108 104.4(3) . . ?
B103 B107 B108 59.4(3) . . ?
B112 B107 B108 60.6(3) . . ?
B111 B107 B108 109.0(3) . . ?
B103 B108 B107 60.1(3) . . ?
B103 B108 B104 60.3(3) . . ?
B107 B108 B104 107.5(3) . . ?
B103 B108 B112 107.8(3) . . ?
B107 B108 B112 59.5(3) . . ?
B104 B108 B112 106.9(3) . . ?
B103 B108 B109 108.1(3) . . ?
B107 B108 B109 107.1(3) . . ?
B104 B108 B109 59.6(3) . . ?
B112 B108 B109 59.3(3) . . ?
B105 B109 B112 107.6(3) . . ?
B105 B109 B104 60.0(3) . . ?
B112 B109 B104 107.6(3) . . ?
B105 B109 B110 59.8(3) . . ?
B112 B109 B110 60.0(3) . . ?
B104 B109 B110 107.8(3) . . ?
B105 B109 B108 107.9(3) . . ?
B112 B109 B108 60.2(3) . . ?
B104 B109 B108 59.8(3) . . ?
B110 B109 B108 108.3(3) . . ?
B106 B110 B105 60.5(3) . . ?
B106 B110 B111 60.2(3) . . ?
B105 B110 B111 107.7(3) . . ?
B106 B110 B112 108.1(3) . . ?
B105 B110 B112 106.7(3) . . ?
B111 B110 B112 59.9(3) . . ?
B106 B110 B109 108.1(3) . . ?
B105 B110 B109 59.3(3) . . ?
B111 B110 B109 107.5(3) . . ?
B112 B110 B109 59.4(3) . . ?
C102 B111 B106 59.5(3) . . ?
C102 B111 B107 58.3(3) . . ?
B106 B111 B107 108.7(3) . . ?
C102 B111 B110 104.1(3) . . ?
B106 B111 B110 59.2(3) . . ?
B107 B111 B110 108.2(3) . . ?
C102 B111 B112 103.6(3) . . ?
B106 B111 B112 107.6(3) . . ?
B107 B111 B112 59.7(3) . . ?
B110 B111 B112 60.2(3) . . ?
B107 B112 B109 108.3(4) . . ?
B107 B112 B111 60.0(3) . . ?
B109 B112 B111 108.3(3) . . ?
B107 B112 B110 108.1(3) . . ?
B109 B112 B110 60.6(3) . . ?
B111 B112 B110 59.8(3) . . ?
B107 B112 B108 59.9(3) . . ?
B109 B112 B108 60.5(3) . . ?
B111 B112 B108 108.2(3) . . ?
B110 B112 B108 109.0(3) . . ?
C103 C101 C102 117.4(3) . . ?
C103 C101 B104 121.9(3) . . ?
C102 C101 B104 111.0(3) . . ?
C103 C101 B105 121.5(3) . . ?
C102 C101 B105 110.7(3) . . ?
B104 C101 B105 62.8(3) . . ?
C103 C101 B103 116.5(3) . . ?
C102 C101 B103 61.6(2) . . ?
B104 C101 B103 62.5(2) . . ?
B105 C101 B103 114.5(3) . . ?
C103 C101 B106 115.4(3) . . ?
C102 C101 B106 61.6(2) . . ?
B104 C101 B106 114.9(3) . . ?
B105 C101 B106 62.4(3) . . ?
B103 C101 B106 115.2(3) . . ?
C101 C102 B111 112.6(3) . . ?
C101 C102 B107 112.4(3) . . ?
B111 C102 B107 63.5(3) . . ?
C101 C102 B103 62.3(2) . . ?
B111 C102 B103 116.1(3) . . ?
B107 C102 B103 62.7(3) . . ?
C101 C102 B106 62.3(2) . . ?
B111 C102 B106 62.7(3) . . ?
B107 C102 B106 115.7(3) . . ?
B103 C102 B106 116.4(3) . . ?
N101 C103 C101 119.7(3) . . ?
C105 C104 C109 118.8(4) . . ?
C105 C104 N101 126.2(3) . . ?
C109 C104 N101 114.9(3) . . ?
C106 C105 C104 120.6(4) . . ?
C105 C106 C107 120.1(4) . . ?
C108 C107 C106 120.6(4) . . ?
C107 C108 C109 119.0(4) . . ?
C108 C109 C104 120.6(4) . . ?
C108 C109 N102 119.6(3) . . ?
C104 C109 N102 119.7(3) . . ?
C111 C110 C115 120.4(4) . . ?
C111 C110 S101 120.0(3) . . ?
C115 C110 S101 119.6(3) . . ?
C112 C111 C110 119.2(4) . . ?
C111 C112 C113 121.0(4) . . ?
C114 C113 C112 118.6(4) . . ?
C114 C113 C116 121.6(4) . . ?
C112 C113 C116 119.8(5) . . ?
C113 C114 C115 121.5(4) . . ?
C114 C115 C110 119.2(4) . . ?
C3S C2S C1S 112.4(4) . . ?
C2S C3S C4S 113.9(4) . . ?
C3S C4S C5S 113.2(4) . . ?
C4S C5S C6S 112.2(5) . . ?
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
S1 O2 1.433(3) . ?
S1 O1 1.439(3) . ?
S1 N2 1.633(3) . ?
S1 C10 1.767(4) . ?
N1 C3 1.259(5) . ?
N1 C4 1.426(5) . ?
N2 C9 1.437(5) . ?
B3 C2 1.727(6) . ?
B3 C1 1.735(6) . ?
B3 B8 1.765(7) . ?
B3 B7 1.773(7) . ?
B3 B4 1.781(7) . ?
B4 C1 1.716(6) . ?
B4 B5 1.777(7) . ?
B4 B8 1.779(7) . ?
B4 B9 1.786(8) . ?
B5 C1 1.694(6) . ?
B5 B6 1.769(6) . ?
B5 B9 1.773(7) . ?
B5 B10 1.774(7) . ?
B6 C2 1.714(6) . ?
B6 C1 1.725(6) . ?
B6 B10 1.758(7) . ?
B6 B11 1.772(7) . ?
B7 C2 1.694(6) . ?
B7 B12 1.768(7) . ?
B7 B8 1.779(7) . ?
B7 B11 1.782(7) . ?
B8 B12 1.777(7) . ?
B8 B9 1.793(7) . ?
B9 B12 1.770(7) . ?
B9 B10 1.778(7) . ?
B10 B11 1.771(7) . ?
B10 B12 1.791(7) . ?
B11 C2 1.690(7) . ?
B11 B12 1.782(7) . ?
C1 C3 1.488(5) . ?
C1 C2 1.630(5) . ?
C4 C5 1.388(5) . ?
C4 C9 1.400(5) . ?
C5 C6 1.397(5) . ?
C6 C7 1.380(5) . ?
C7 C8 1.384(5) . ?
C8 C9 1.387(5) . ?
C10 C15 1.379(6) . ?
C10 C11 1.402(5) . ?
C11 C12 1.378(5) . ?
C12 C13 1.372(6) . ?
C13 C14 1.401(6) . ?
C13 C16 1.515(6) . ?
C14 C15 1.384(6) . ?
S101 O102 1.438(3) . ?
S101 O101 1.439(3) . ?
S101 N102 1.632(3) . ?
S101 C110 1.763(4) . ?
N101 C103 1.263(5) . ?
N101 C104 1.420(5) . ?
N102 C109 1.429(5) . ?
B103 C102 1.719(6) . ?
B103 C101 1.731(6) . ?
B103 B108 1.763(7) . ?
B103 B107 1.776(7) . ?
B103 B104 1.782(6) . ?
B104 C101 1.701(5) . ?
B104 B105 1.776(7) . ?
B104 B109 1.784(7) . ?
B104 B108 1.786(7) . ?
B105 C101 1.707(6) . ?
B105 B109 1.770(7) . ?
B105 B110 1.780(7) . ?
B105 B106 1.783(6) . ?
B106 C102 1.722(6) . ?
B106 C101 1.733(6) . ?
B106 B110 1.760(7) . ?
B106 B111 1.777(7) . ?
B107 C102 1.693(6) . ?
B107 B112 1.777(7) . ?
B107 B111 1.782(7) . ?
B107 B108 1.783(7) . ?
B108 B112 1.796(7) . ?
B108 B109 1.802(7) . ?
B109 B112 1.780(7) . ?
B109 B110 1.801(7) . ?
B110 B111 1.785(6) . ?
B110 B112 1.791(7) . ?
B111 C102 1.691(6) . ?
B111 B112 1.786(7) . ?
C101 C103 1.494(5) . ?
C101 C102 1.624(5) . ?
C104 C105 1.396(5) . ?
C104 C109 1.406(5) . ?
C105 C106 1.374(5) . ?
C106 C107 1.393(5) . ?
C107 C108 1.391(6) . ?
C108 C109 1.393(5) . ?
C110 C111 1.388(6) . ?
C110 C115 1.389(5) . ?
C111 C112 1.384(6) . ?
C112 C113 1.394(6) . ?
C113 C114 1.375(6) . ?
C113 C116 1.514(6) . ?
C114 C115 1.384(6) . ?
C1S C2S 1.552(7) . ?
C2S C3S 1.513(6) . ?
C3S C4S 1.526(6) . ?
C4S C5S 1.544(7) . ?
C5S C6S 1.546(7) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H1N O101 0.86(4) 2.18(4) 2.976(4) 153(4) 1_655 yes
N102 H10N O1 0.82(5) 2.28(5) 3.053(4) 157(4) 1_455 yes
