# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

 
data_JT057_0m_a
 
_audit_creation_method            'SHELXL-2014/7'
_shelx_SHELXL_version_number      '2014/7'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C27 H16 B F5 O S Te' 
_chemical_formula_weight          621.87

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'
 'O'  'O'   0.0106   0.0060
 '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'
 'S'  'S'   0.1246   0.1234
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Te'  'Te'  -0.5308   1.6751
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
 
_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.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    7.7832(12)
_cell_length_b                    11.1020(18)
_cell_length_c                    14.344(2)
_cell_angle_alpha                 95.903(5)
_cell_angle_beta                  97.575(5)
_cell_angle_gamma                 92.147(6)
_cell_volume                      1220.5(3)
_cell_formula_units_Z             2
_cell_measurement_temperature     150(2)
_cell_measurement_reflns_used     9893
_cell_measurement_theta_min       2.46
_cell_measurement_theta_max       27.58
 
_exptl_crystal_description        'BLOCK'
_exptl_crystal_colour             'colourless'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.692          
_exptl_crystal_F_000              608
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.200
_exptl_crystal_size_mid           0.200
_exptl_crystal_size_min           0.150
_exptl_absorpt_coefficient_mu     1.362
_shelx_estimated_absorpt_T_min    0.772
_shelx_estimated_absorpt_T_max    0.822
_exptl_absorpt_correction_type    'MULTI-SCAN'
_exptl_absorpt_correction_T_min   0.6804
_exptl_absorpt_correction_T_max   0.7456
_exptl_absorpt_process_details    'sadabs'
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       150(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            'Mo K\a'
_diffrn_source                    ?
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             19754
_diffrn_reflns_av_unetI/netI      0.0275
_diffrn_reflns_av_R_equivalents   0.0326
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -18
_diffrn_reflns_limit_l_max        18
_diffrn_reflns_theta_min          2.215
_diffrn_reflns_theta_max          27.579
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.993
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.993
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.993
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              5615
_reflns_number_gt                 5253
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     ?
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0340P)²+0.9025P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          5615
_refine_ls_number_parameters      325
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0263
_refine_ls_R_factor_gt            0.0238
_refine_ls_wR_factor_ref          0.0662
_refine_ls_wR_factor_gt           0.0647
_refine_ls_goodness_of_fit_ref    1.043
_refine_ls_restrained_S_all       1.043
_refine_ls_shift/su_max           0.004
_refine_ls_shift/su_mean          0.000
 
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
Te1 Te 0.83325(2) 0.92269(2) 0.59192(2) 0.02117(5) Uani 1 1 d . . . . .
S1 S 0.49668(10) 0.88367(7) 0.22995(5) 0.04031(16) Uani 1 1 d . . . . .
F1 F 0.75737(19) 0.47871(12) 0.70629(9) 0.0323(3) Uani 1 1 d . . . . .
F5 F 0.64371(18) 0.83971(11) 0.88558(9) 0.0287(3) Uani 1 1 d . . . . .
F4 F 0.6325(2) 0.71818(14) 1.03732(10) 0.0400(4) Uani 1 1 d . . . . .
O1 O 0.4416(2) 0.60039(14) 0.64577(11) 0.0260(3) Uani 1 1 d . . . . .
F3 F 0.6928(2) 0.47793(15) 1.02698(11) 0.0433(4) Uani 1 1 d . . . . .
F2 F 0.7515(2) 0.35789(13) 0.86028(11) 0.0417(4) Uani 1 1 d . . . . .
C7 C 0.6084(2) 1.00927(17) 0.28624(14) 0.0168(4) Uani 1 1 d . . . . .
H7 H 0.6354 1.0803 0.2582 0.020 Uiso 1 1 calc R U . . .
C4 C 0.8247(3) 0.81925(18) 0.70495(14) 0.0192(4) Uani 1 1 d . . . . .
C1 C 0.6248(3) 0.83205(18) 0.50082(14) 0.0201(4) Uani 1 1 d . . . . .
C22 C 0.9684(3) 0.85384(19) 0.78334(14) 0.0206(4) Uani 1 1 d . . . . .
C5 C 0.5961(3) 0.87564(19) 0.40681(14) 0.0203(4) Uani 1 1 d . . . . .
C3 C 0.7034(3) 0.72810(18) 0.70438(14) 0.0193(4) Uani 1 1 d . . . . .
C2 C 0.5299(3) 0.73978(19) 0.52760(15) 0.0221(4) Uani 1 1 d . . . . .
H2A H 0.4388 0.7030 0.4817 0.027 Uiso 1 1 calc R U . . .
C16 C 0.7054(3) 0.66351(19) 0.79110(14) 0.0201(4) Uani 1 1 d . . . . .
C27 C 0.9875(3) 0.9708(2) 0.83063(16) 0.0260(4) Uani 1 1 d . . . . .
H27A H 0.9100 1.0305 0.8115 0.031 Uiso 1 1 calc R U . . .
C10 C 0.1999(3) 0.45467(19) 0.62650(16) 0.0227(4) Uani 1 1 d . . . . .
C11 C 0.0865(3) 0.37127(19) 0.56747(16) 0.0238(4) Uani 1 1 d . . . . .
H11A H 0.0714 0.3755 0.5011 0.029 Uiso 1 1 calc R U . . .
C21 C 0.6736(3) 0.72100(19) 0.87725(15) 0.0224(4) Uani 1 1 d . . . . .
C8 C 0.5067(3) 0.8085(2) 0.32773(15) 0.0269(5) Uani 1 1 d . . . . .
H8 H 0.4564 0.7292 0.3279 0.032 Uiso 1 1 calc R U . . .
C6 C 0.6561(3) 0.9905(2) 0.38438(16) 0.0249(4) Uani 1 1 d . . . . .
H6 H 0.7213 1.0492 0.4295 0.030 Uiso 1 1 calc R U . . .
C12 C -0.0047(3) 0.2819(2) 0.60441(17) 0.0277(5) Uani 1 1 d . . . . .
H12A H -0.0830 0.2262 0.5635 0.033 Uiso 1 1 calc R U . . .
C20 C 0.6689(3) 0.6596(2) 0.95590(16) 0.0276(5) Uani 1 1 d . . . . .
C15 C 0.2220(3) 0.4469(2) 0.72351(16) 0.0286(5) Uani 1 1 d . . . . .
H15A H 0.2986 0.5035 0.7647 0.034 Uiso 1 1 calc R U . . .
C23 C 1.0862(3) 0.7685(2) 0.81223(18) 0.0296(5) Uani 1 1 d . . . . .
H23A H 1.0765 0.6887 0.7803 0.036 Uiso 1 1 calc R U . . .
C9 C 0.2928(3) 0.5517(2) 0.58280(17) 0.0317(5) Uani 1 1 d . . . . .
H9A H 0.3286 0.5167 0.5225 0.038 Uiso 1 1 calc R U . . .
H9B H 0.2134 0.6171 0.5689 0.038 Uiso 1 1 calc R U . . .
C18 C 0.7273(3) 0.4773(2) 0.86581(17) 0.0289(5) Uani 1 1 d . . . . .
C19 C 0.6970(3) 0.5381(2) 0.95060(16) 0.0301(5) Uani 1 1 d . . . . .
C17 C 0.7289(3) 0.54009(19) 0.78800(15) 0.0235(4) Uani 1 1 d . . . . .
C13 C 0.0183(3) 0.2740(2) 0.70082(19) 0.0323(5) Uani 1 1 d . . . . .
H13A H -0.0436 0.2125 0.7262 0.039 Uiso 1 1 calc R U . . .
C24 C 1.2170(3) 0.7997(3) 0.88723(19) 0.0381(6) Uani 1 1 d . . . . .
H24A H 1.2960 0.7410 0.9067 0.046 Uiso 1 1 calc R U . . .
C14 C 0.1315(3) 0.3559(2) 0.76015(18) 0.0340(5) Uani 1 1 d . . . . .
H14A H 0.1479 0.3502 0.8263 0.041 Uiso 1 1 calc R U . . .
C26 C 1.1196(3) 1.0001(3) 0.90561(18) 0.0370(6) Uani 1 1 d . . . . .
H26A H 1.1311 1.0799 0.9376 0.044 Uiso 1 1 calc R U . . .
B1 B 0.5527(3) 0.6881(2) 0.62319(17) 0.0209(4) Uani 1 1 d . . . . .
C25 C 1.2332(3) 0.9159(3) 0.93401(18) 0.0405(6) Uani 1 1 d . . . . .
H25A H 1.3228 0.9370 0.9855 0.049 Uiso 1 1 calc R U . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
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
Te1 C4 2.087(2) . ?
Te1 C1 2.098(2) . ?
S1 C7 1.687(2) . ?
S1 C8 1.699(2) . ?
F1 C17 1.343(2) . ?
F5 C21 1.343(2) . ?
F4 C20 1.346(3) . ?
O1 B1 1.369(3) . ?
O1 C9 1.424(3) . ?
F3 C19 1.344(3) . ?
F2 C18 1.342(3) . ?
C7 C6 1.446(3) . ?
C7 H7 0.9500 . ?
C4 C3 1.357(3) . ?
C4 C22 1.487(3) . ?
C1 C2 1.357(3) . ?
C1 C5 1.472(3) . ?
C22 C27 1.395(3) . ?
C22 C23 1.398(3) . ?
C5 C8 1.381(3) . ?
C5 C6 1.424(3) . ?
C3 C16 1.497(3) . ?
C3 B1 1.557(3) . ?
C2 B1 1.532(3) . ?
C2 H2A 0.9500 . ?
C16 C17 1.386(3) . ?
C16 C21 1.388(3) . ?
C27 C26 1.390(3) . ?
C27 H27A 0.9500 . ?
C10 C11 1.390(3) . ?
C10 C15 1.391(3) . ?
C10 C9 1.508(3) . ?
C11 C12 1.386(3) . ?
C11 H11A 0.9500 . ?
C21 C20 1.381(3) . ?
C8 H8 0.9500 . ?
C6 H6 0.9500 . ?
C12 C13 1.383(4) . ?
C12 H12A 0.9500 . ?
C20 C19 1.371(3) . ?
C15 C14 1.395(3) . ?
C15 H15A 0.9500 . ?
C23 C24 1.386(3) . ?
C23 H23A 0.9500 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C18 C17 1.377(3) . ?
C18 C19 1.381(3) . ?
C13 C14 1.383(4) . ?
C13 H13A 0.9500 . ?
C24 C25 1.385(4) . ?
C24 H24A 0.9500 . ?
C14 H14A 0.9500 . ?
C26 C25 1.366(4) . ?
C26 H26A 0.9500 . ?
C25 H25A 0.9500 . ?
 
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
C4 Te1 C1 97.60(8) . . ?
C7 S1 C8 94.85(11) . . ?
B1 O1 C9 122.58(17) . . ?
C6 C7 S1 108.44(14) . . ?
C6 C7 H7 125.8 . . ?
S1 C7 H7 125.8 . . ?
C3 C4 C22 124.41(19) . . ?
C3 C4 Te1 122.89(15) . . ?
C22 C4 Te1 112.67(14) . . ?
C2 C1 C5 124.29(19) . . ?
C2 C1 Te1 121.66(15) . . ?
C5 C1 Te1 114.03(14) . . ?
C27 C22 C23 118.5(2) . . ?
C27 C22 C4 121.12(19) . . ?
C23 C22 C4 120.34(19) . . ?
C8 C5 C6 110.88(19) . . ?
C8 C5 C1 123.68(19) . . ?
C6 C5 C1 125.44(19) . . ?
C4 C3 C16 118.19(18) . . ?
C4 C3 B1 125.92(19) . . ?
C16 C3 B1 115.79(17) . . ?
C1 C2 B1 127.53(19) . . ?
C1 C2 H2A 116.2 . . ?
B1 C2 H2A 116.2 . . ?
C17 C16 C21 116.09(19) . . ?
C17 C16 C3 121.30(19) . . ?
C21 C16 C3 122.50(19) . . ?
C26 C27 C22 120.2(2) . . ?
C26 C27 H27A 119.9 . . ?
C22 C27 H27A 119.9 . . ?
C11 C10 C15 119.1(2) . . ?
C11 C10 C9 118.5(2) . . ?
C15 C10 C9 122.35(19) . . ?
C12 C11 C10 120.7(2) . . ?
C12 C11 H11A 119.6 . . ?
C10 C11 H11A 119.6 . . ?
F5 C21 C20 117.96(19) . . ?
F5 C21 C16 119.95(19) . . ?
C20 C21 C16 122.1(2) . . ?
C5 C8 S1 112.33(17) . . ?
C5 C8 H8 123.8 . . ?
S1 C8 H8 123.8 . . ?
C5 C6 C7 113.50(19) . . ?
C5 C6 H6 123.3 . . ?
C7 C6 H6 123.3 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12A 120.0 . . ?
C11 C12 H12A 120.0 . . ?
F4 C20 C19 119.8(2) . . ?
F4 C20 C21 120.1(2) . . ?
C19 C20 C21 120.1(2) . . ?
C10 C15 C14 119.9(2) . . ?
C10 C15 H15A 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23A 119.8 . . ?
C22 C23 H23A 119.8 . . ?
O1 C9 C10 110.08(18) . . ?
O1 C9 H9A 109.6 . . ?
C10 C9 H9A 109.6 . . ?
O1 C9 H9B 109.6 . . ?
C10 C9 H9B 109.6 . . ?
H9A C9 H9B 108.2 . . ?
F2 C18 C17 121.2(2) . . ?
F2 C18 C19 119.5(2) . . ?
C17 C18 C19 119.3(2) . . ?
F3 C19 C20 120.3(2) . . ?
F3 C19 C18 120.1(2) . . ?
C20 C19 C18 119.6(2) . . ?
F1 C17 C18 118.1(2) . . ?
F1 C17 C16 119.05(19) . . ?
C18 C17 C16 122.8(2) . . ?
C14 C13 C12 119.7(2) . . ?
C14 C13 H13A 120.1 . . ?
C12 C13 H13A 120.1 . . ?
C25 C24 C23 120.4(2) . . ?
C25 C24 H24A 119.8 . . ?
C23 C24 H24A 119.8 . . ?
C13 C14 C15 120.5(2) . . ?
C13 C14 H14A 119.8 . . ?
C15 C14 H14A 119.8 . . ?
C25 C26 C27 121.0(2) . . ?
C25 C26 H26A 119.5 . . ?
C27 C26 H26A 119.5 . . ?
O1 B1 C2 123.00(19) . . ?
O1 B1 C3 112.85(18) . . ?
C2 B1 C3 124.16(19) . . ?
C26 C25 C24 119.6(2) . . ?
C26 C25 H25A 120.2 . . ?
C24 C25 H25A 120.2 . . ?
 
_refine_diff_density_max    0.855
_refine_diff_density_min   -0.787
_refine_diff_density_rms    0.078



