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

 
data_JT055_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
 'C29 H17 B Br F5 O Te' 
_chemical_formula_weight          694.74

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'
 'Br'  'Br'  -0.2901   2.4595
 '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                    6.606(2)
_cell_length_b                    11.962(4)
_cell_length_c                    16.824(5)
_cell_angle_alpha                 88.855(14)
_cell_angle_beta                  84.261(14)
_cell_angle_gamma                 76.347(14)
_cell_volume                      1285.5(7)
_cell_formula_units_Z             2
_cell_measurement_temperature     150(2)
_cell_measurement_reflns_used     8246
_cell_measurement_theta_min       2.43
_cell_measurement_theta_max       27.46
 
_exptl_crystal_description        'block'
_exptl_crystal_colour             'colourless'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.795          
_exptl_crystal_F_000              672
_exptl_transmission_factor_min    0.6715
_exptl_transmission_factor_max    0.7455
_exptl_crystal_size_max           0.100
_exptl_crystal_size_mid           0.080
_exptl_crystal_size_min           0.050
_exptl_absorpt_coefficient_mu     2.770
_shelx_estimated_absorpt_T_min    0.769
_shelx_estimated_absorpt_T_max    0.874
_exptl_absorpt_correction_type    'multi-scan'
_exptl_absorpt_correction_T_min   0.6715
_exptl_absorpt_correction_T_max   0.7455
_exptl_absorpt_process_details    'SADABS'
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       150(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\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             21931
_diffrn_reflns_av_unetI/netI      0.0366
_diffrn_reflns_av_R_equivalents   0.0366
_diffrn_reflns_limit_h_min        -8
_diffrn_reflns_limit_h_max        8
_diffrn_reflns_limit_k_min        -15
_diffrn_reflns_limit_k_max        15
_diffrn_reflns_limit_l_min        -21
_diffrn_reflns_limit_l_max        21
_diffrn_reflns_theta_min          1.752
_diffrn_reflns_theta_max          27.608
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.993
_diffrn_measured_fraction_theta_full  1.000
_diffrn_reflns_Laue_measured_fraction_max    0.993
_diffrn_reflns_Laue_measured_fraction_full   1.000
_diffrn_reflns_point_group_measured_fraction_max   0.993
_diffrn_reflns_point_group_measured_fraction_full  1.000
_reflns_number_total              5949
_reflns_number_gt                 5085
_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)+(0.0385P)²] 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          5949
_refine_ls_number_parameters      343
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0347
_refine_ls_R_factor_gt            0.0254
_refine_ls_wR_factor_ref          0.0754
_refine_ls_wR_factor_gt           0.0631
_refine_ls_goodness_of_fit_ref    1.125
_refine_ls_restrained_S_all       1.125
_refine_ls_shift/su_max           0.001
_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 0.39883(3) 0.45734(2) 0.88945(2) 0.02099(6) Uani 1 1 d . . . . .
Br1 Br -0.07798(5) -0.02555(3) 0.85571(2) 0.03332(9) Uani 1 1 d . . . . .
F1 F 1.0924(2) 0.49791(15) 0.70481(10) 0.0302(4) Uani 1 1 d . . . . .
F5 F 0.4723(2) 0.79089(14) 0.73105(10) 0.0287(4) Uani 1 1 d . . . . .
F2 F 1.3016(3) 0.64615(17) 0.63621(10) 0.0378(4) Uani 1 1 d . . . . .
F4 F 0.6863(3) 0.94026(15) 0.66619(12) 0.0429(5) Uani 1 1 d . . . . .
O1 O 0.7563(3) 0.45679(18) 0.62448(11) 0.0269(4) Uani 1 1 d . . . . .
F3 F 1.1025(3) 0.86991(18) 0.61796(12) 0.0492(5) Uani 1 1 d . . . . .
C18 C 0.7752(4) 0.6385(2) 0.72133(15) 0.0190(5) Uani 1 1 d . . . . .
C4 C 0.5686(4) 0.5674(2) 0.83111(15) 0.0179(5) Uani 1 1 d . . . . .
C1 C 0.4188(4) 0.3473(2) 0.79253(15) 0.0198(5) Uani 1 1 d . . . . .
C8 C 0.0730(4) 0.0908(2) 0.83503(16) 0.0226(6) Uani 1 1 d . . . . .
C19 C 0.9882(4) 0.6066(2) 0.69561(15) 0.0220(6) Uani 1 1 d . . . . .
C5 C 0.2971(4) 0.2584(2) 0.80741(15) 0.0195(5) Uani 1 1 d . . . . .
C24 C 0.5805(4) 0.6613(2) 0.88572(15) 0.0186(5) Uani 1 1 d . . . . .
C3 C 0.6613(4) 0.5510(2) 0.75522(15) 0.0184(5) Uani 1 1 d . . . . .
C29 C 0.4024(5) 0.7424(2) 0.91385(16) 0.0251(6) Uani 1 1 d . . . . .
H29A H 0.2707 0.7391 0.8972 0.030 Uiso 1 1 calc R U . . .
C7 C -0.0275(4) 0.2036(2) 0.84978(17) 0.0244(6) Uani 1 1 d . . . . .
H7A H -0.1718 0.2240 0.8687 0.029 Uiso 1 1 calc R U . . .
C23 C 0.6795(4) 0.7523(2) 0.70987(15) 0.0216(6) Uani 1 1 d . . . . .
C6 C 0.0857(4) 0.2873(2) 0.83655(16) 0.0230(6) Uani 1 1 d . . . . .
H6A H 0.0184 0.3656 0.8475 0.028 Uiso 1 1 calc R U . . .
C9 C 0.2822(4) 0.0594(2) 0.80596(17) 0.0257(6) Uani 1 1 d . . . . .
H9A H 0.3493 -0.0191 0.7958 0.031 Uiso 1 1 calc R U . . .
C20 C 1.0970(4) 0.6834(3) 0.66184(16) 0.0271(6) Uani 1 1 d . . . . .
C2 C 0.5362(4) 0.3563(2) 0.72280(16) 0.0227(6) Uani 1 1 d . . . . .
H2A H 0.5467 0.2978 0.6843 0.027 Uiso 1 1 calc R U . . .
C26 C 0.7840(5) 0.7519(3) 0.96415(17) 0.0307(7) Uani 1 1 d . . . . .
H26A H 0.9148 0.7549 0.9818 0.037 Uiso 1 1 calc R U . . .
C10 C 0.3924(4) 0.1445(2) 0.79190(16) 0.0241(6) Uani 1 1 d . . . . .
H10A H 0.5355 0.1239 0.7713 0.029 Uiso 1 1 calc R U . . .
C25 C 0.7738(5) 0.6666(3) 0.91098(16) 0.0250(6) Uani 1 1 d . . . . .
H25A H 0.8974 0.6120 0.8918 0.030 Uiso 1 1 calc R U . . .
C28 C 0.4142(5) 0.8277(3) 0.96570(17) 0.0325(7) Uani 1 1 d . . . . .
H28A H 0.2912 0.8836 0.9839 0.039 Uiso 1 1 calc R U . . .
C22 C 0.7867(5) 0.8310(3) 0.67663(17) 0.0289(7) Uani 1 1 d . . . . .
C27 C 0.6052(6) 0.8324(3) 0.99152(17) 0.0349(8) Uani 1 1 d . . . . .
H27A H 0.6129 0.8908 1.0278 0.042 Uiso 1 1 calc R U . . .
C12 C 0.9964(5) 0.2940(3) 0.55602(16) 0.0282(7) Uani 1 1 d . . . . .
C21 C 0.9974(5) 0.7953(3) 0.65218(17) 0.0300(7) Uani 1 1 d . . . . .
C11 C 0.7822(5) 0.3728(3) 0.56179(17) 0.0326(7) Uani 1 1 d . . . . .
H11A H 0.7595 0.4128 0.5102 0.039 Uiso 1 1 calc R U . . .
H11B H 0.6758 0.3269 0.5724 0.039 Uiso 1 1 calc R U . . .
C17 C 1.1604(5) 0.3220(3) 0.50742(17) 0.0336(7) Uani 1 1 d . . . . .
H17A H 1.1359 0.3917 0.4780 0.040 Uiso 1 1 calc R U . . .
C16 C 1.3574(5) 0.2502(3) 0.50138(19) 0.0411(9) Uani 1 1 d . . . . .
H16A H 1.4671 0.2702 0.4674 0.049 Uiso 1 1 calc R U . . .
C13 C 1.0376(6) 0.1926(3) 0.5990(2) 0.0421(8) Uani 1 1 d . . . . .
H13A H 0.9281 0.1719 0.6326 0.051 Uiso 1 1 calc R U . . .
B1 B 0.6543(5) 0.4503(3) 0.69883(17) 0.0202(6) Uani 1 1 d . . . . .
C14 C 1.2360(6) 0.1213(3) 0.5936(2) 0.0505(9) Uani 1 1 d . . . . .
H14A H 1.2623 0.0524 0.6239 0.061 Uiso 1 1 calc R U . . .
C15 C 1.3963(6) 0.1495(3) 0.5443(2) 0.0464(9) Uani 1 1 d . . . . .
H15A H 1.5324 0.0999 0.5401 0.056 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 C1 2.090(3) . ?
Te1 C4 2.092(3) . ?
Br1 C8 1.902(3) . ?
F1 C19 1.334(3) . ?
F5 C23 1.351(3) . ?
F2 C20 1.348(3) . ?
F4 C22 1.335(3) . ?
O1 B1 1.370(3) . ?
O1 C11 1.441(3) . ?
F3 C21 1.343(3) . ?
C18 C23 1.377(4) . ?
C18 C19 1.394(4) . ?
C18 C3 1.499(4) . ?
C4 C3 1.357(4) . ?
C4 C24 1.487(3) . ?
C1 C2 1.357(4) . ?
C1 C5 1.480(4) . ?
C8 C7 1.372(4) . ?
C8 C9 1.385(4) . ?
C19 C20 1.376(4) . ?
C5 C10 1.378(4) . ?
C5 C6 1.397(4) . ?
C24 C29 1.384(4) . ?
C24 C25 1.401(4) . ?
C3 B1 1.561(4) . ?
C29 C28 1.377(4) . ?
C29 H29A 0.9500 . ?
C7 C6 1.386(4) . ?
C7 H7A 0.9500 . ?
C23 C22 1.384(4) . ?
C6 H6A 0.9500 . ?
C9 C10 1.388(4) . ?
C9 H9A 0.9500 . ?
C20 C21 1.359(4) . ?
C2 B1 1.539(4) . ?
C2 H2A 0.9500 . ?
C26 C27 1.381(5) . ?
C26 C25 1.388(4) . ?
C26 H26A 0.9500 . ?
C10 H10A 0.9500 . ?
C25 H25A 0.9500 . ?
C28 C27 1.389(5) . ?
C28 H28A 0.9500 . ?
C22 C21 1.378(4) . ?
C27 H27A 0.9500 . ?
C12 C13 1.384(5) . ?
C12 C17 1.392(4) . ?
C12 C11 1.499(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C17 C16 1.375(5) . ?
C17 H17A 0.9500 . ?
C16 C15 1.377(5) . ?
C16 H16A 0.9500 . ?
C13 C14 1.380(5) . ?
C13 H13A 0.9500 . ?
C14 C15 1.380(5) . ?
C14 H14A 0.9500 . ?
C15 H15A 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
C1 Te1 C4 96.62(10) . . ?
B1 O1 C11 125.0(2) . . ?
C23 C18 C19 115.5(2) . . ?
C23 C18 C3 123.7(2) . . ?
C19 C18 C3 120.7(2) . . ?
C3 C4 C24 125.5(2) . . ?
C3 C4 Te1 124.03(19) . . ?
C24 C4 Te1 110.41(17) . . ?
C2 C1 C5 123.5(2) . . ?
C2 C1 Te1 122.42(19) . . ?
C5 C1 Te1 114.11(18) . . ?
C7 C8 C9 121.6(3) . . ?
C7 C8 Br1 119.3(2) . . ?
C9 C8 Br1 119.2(2) . . ?
F1 C19 C20 118.2(2) . . ?
F1 C19 C18 119.2(2) . . ?
C20 C19 C18 122.6(3) . . ?
C10 C5 C6 118.7(2) . . ?
C10 C5 C1 119.8(2) . . ?
C6 C5 C1 121.5(2) . . ?
C29 C24 C25 119.2(2) . . ?
C29 C24 C4 121.1(2) . . ?
C25 C24 C4 119.8(2) . . ?
C4 C3 C18 117.7(2) . . ?
C4 C3 B1 125.5(2) . . ?
C18 C3 B1 116.8(2) . . ?
C28 C29 C24 120.7(3) . . ?
C28 C29 H29A 119.6 . . ?
C24 C29 H29A 119.6 . . ?
C8 C7 C6 118.7(3) . . ?
C8 C7 H7A 120.7 . . ?
C6 C7 H7A 120.7 . . ?
F5 C23 C18 119.9(2) . . ?
F5 C23 C22 117.3(3) . . ?
C18 C23 C22 122.8(3) . . ?
C7 C6 C5 121.1(3) . . ?
C7 C6 H6A 119.4 . . ?
C5 C6 H6A 119.4 . . ?
C8 C9 C10 118.9(3) . . ?
C8 C9 H9A 120.5 . . ?
C10 C9 H9A 120.5 . . ?
F2 C20 C21 120.3(3) . . ?
F2 C20 C19 119.5(3) . . ?
C21 C20 C19 120.2(3) . . ?
C1 C2 B1 127.6(2) . . ?
C1 C2 H2A 116.2 . . ?
B1 C2 H2A 116.2 . . ?
C27 C26 C25 120.4(3) . . ?
C27 C26 H26A 119.8 . . ?
C25 C26 H26A 119.8 . . ?
C5 C10 C9 120.9(3) . . ?
C5 C10 H10A 119.5 . . ?
C9 C10 H10A 119.5 . . ?
C26 C25 C24 119.8(3) . . ?
C26 C25 H25A 120.1 . . ?
C24 C25 H25A 120.1 . . ?
C29 C28 C27 120.2(3) . . ?
C29 C28 H28A 119.9 . . ?
C27 C28 H28A 119.9 . . ?
F4 C22 C21 120.0(3) . . ?
F4 C22 C23 120.4(3) . . ?
C21 C22 C23 119.6(3) . . ?
C26 C27 C28 119.7(3) . . ?
C26 C27 H27A 120.2 . . ?
C28 C27 H27A 120.2 . . ?
C13 C12 C17 118.2(3) . . ?
C13 C12 C11 121.4(3) . . ?
C17 C12 C11 120.4(3) . . ?
F3 C21 C20 120.3(3) . . ?
F3 C21 C22 120.3(3) . . ?
C20 C21 C22 119.4(3) . . ?
O1 C11 C12 111.4(2) . . ?
O1 C11 H11A 109.3 . . ?
C12 C11 H11A 109.3 . . ?
O1 C11 H11B 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
C16 C17 C12 121.0(3) . . ?
C16 C17 H17A 119.5 . . ?
C12 C17 H17A 119.5 . . ?
C17 C16 C15 120.3(3) . . ?
C17 C16 H16A 119.8 . . ?
C15 C16 H16A 119.8 . . ?
C14 C13 C12 120.8(3) . . ?
C14 C13 H13A 119.6 . . ?
C12 C13 H13A 119.6 . . ?
O1 B1 C2 123.3(2) . . ?
O1 B1 C3 113.1(2) . . ?
C2 B1 C3 123.5(2) . . ?
C15 C14 C13 120.3(4) . . ?
C15 C14 H14A 119.8 . . ?
C13 C14 H14A 119.8 . . ?
C16 C15 C14 119.4(4) . . ?
C16 C15 H15A 120.3 . . ?
C14 C15 H15A 120.3 . . ?
 
_refine_diff_density_max    0.630
_refine_diff_density_min   -0.610
_refine_diff_density_rms    0.109



