From Fluorine Chemistry to Noncovalent Interactions: Celebrating Prof. Giuseppe Resnati
MacDougall, Phillip; Zeng, Mich Wenshi; Wang, Jin; Ho, Peter Cheng-Wei; Vargas-Baca, Ignacio; New Journal of Chemistry  (2026) –; doi:10.1039/D5NJ03688G

data_7064217
_publ_section_title
;
 From Fluorine Chemistry to Noncovalent Interactions: Celebrating Prof.
 Giuseppe Resnati
;
_journal_name_full               'New Journal of Chemistry'
_journal_paper_doi               10.1039/D5NJ03688G
_journal_year                    2026
_chemical_formula_moiety         'C10 H10 Br3 N O Te, 0.5(Br), 0.5(C4 H12 N)'
_chemical_formula_sum            'C12 H16 Br3.5 N1.5 O Te'
_chemical_formula_weight         604.55
_chemical_name_systematic
'1,1,1 tri-bromo-3-methyl-5-phenyl-1,2-tellurazole-2-anol'
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-09-15
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-09-16 deposited with the CCDC.	2025-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.57(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.062(3)
_cell_length_b                   12.768(7)
_cell_length_c                   15.657(10)
_cell_measurement_reflns_used    1250
_cell_measurement_temperature    119.00
_cell_measurement_theta_max      25.51
_cell_measurement_theta_min      3.59
_cell_volume                     1791.3(16)
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      119.00
_diffrn_measured_fraction_theta_full 0.949
_diffrn_measured_fraction_theta_max 0.785
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0937
_diffrn_reflns_av_unetI/netI     0.1688
_diffrn_reflns_Laue_measured_fraction_full 0.949
_diffrn_reflns_Laue_measured_fraction_max 0.785
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12915
_diffrn_reflns_point_group_measured_fraction_full 0.918
_diffrn_reflns_point_group_measured_fraction_max 0.733
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.709
_diffrn_reflns_theta_min         2.067
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.461
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5507
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.242
_exptl_crystal_description       plate
_exptl_crystal_F_000             1124
_exptl_crystal_preparation
'52.5 mg of 3-phenyl-5-methyl isotellurazole-2-oxide was suspended in 2 mL anhydrous MeOH under an inert atmosphere. 115 mg TMATB was dissolved in 2 mL of anhydrous MeOH and added dropwise with stirring. The solution was allowed to stir for 20 minutes at RT, and the sample was brought to dryness under reduced pressure. The product was extracted with DCM and precipitated from hexanes yielding a light-yellow powder. The light-yellow powder was redissolved in MeCN and passed through a 2cm plug of 10 wt% CaO: Activated silica removing excess TMAB. The solution volume was reduced under vacuum and redissolved in 2mL DCM followed by precipitation in hexanes.'
_exptl_crystal_recrystallization_method
'The light yellow powder was redissolved in DCM and allowed to slowly evaporae yielding small yellow plate-like crystals.'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.156
_refine_diff_density_min         -1.496
_refine_diff_density_rms         0.212
_refine_ls_abs_structure_details
;
 Flack x determined using 1319 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.855
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         7463
_refine_ls_number_restraints     431
_refine_ls_restrained_S_all      0.833
_refine_ls_R_factor_all          0.0938
_refine_ls_R_factor_gt           0.0569
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0199P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1056
_refine_ls_wR_factor_ref         0.1230
_reflns_Friedel_coverage         0.794
_reflns_Friedel_fraction_full    0.885
_reflns_Friedel_fraction_max     0.677
_reflns_number_gt                4715
_reflns_number_total             7463
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03688g2.cif
_cod_data_source_block           mo_pm_569_01
_cod_original_cell_volume        1791.3(17)
_cod_original_formula_sum        'C12 H16 Br3.50 N1.50 O Te'
_cod_database_code               7064217
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.703
_shelx_estimated_absorpt_t_min   0.451
_diffrn_oxdiff_ac3_digest_hkl    01cba8afa763b4ca0a4ec2fac5f7556e7ac46b
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C18-C17 = C15-C20 = C20-C19
 1.37 with sigma of 0.02
 C18-C19
 1.38 with sigma of 0.02
 C17-C16 = C16-C15
 1.36 with sigma of 0.02
 C7-C6 = C10-C9 = C9-C8
 1.37 with sigma of 0.02
 C7-C8
 1.38 with sigma of 0.02
 C6-C5 = C5-C10
 1.36 with sigma of 0.02
 C18-C16 = C16-C20 = C15-C19
 2.37 with sigma of 0.04
 C18-C20
 2.38 with sigma of 0.04
 C17-C15
 2.36 with sigma of 0.04
 C7-C5 = C5-C9 = C10-C8
 2.37 with sigma of 0.04
 C7-C9
 2.38 with sigma of 0.04
 C6-C10
 2.36 with sigma of 0.04
 C18-C17 \\sim C17-C16 \\sim C16-C15 \\sim C15-C20 \\sim C20-C19 \\sim C19-C18
 with sigma of 0.02
 C18-C20 \\sim C18-C16 \\sim C20-C16 \\sim C15-C17 \\sim C15-C19 \\sim C19-C17
 with sigma of 0.04
 C7-C6 \\sim C6-C5 \\sim C5-C10 \\sim C10-C9 \\sim C9-C8 \\sim C8-C7
 with sigma of 0.02
 C7-C9 \\sim C7-C5 \\sim C9-C5 \\sim C10-C6 \\sim C10-C8 \\sim C8-C6
 with sigma of 0.04
3. Restrained planarity
 C15, C16, C17, C18, C19, C20
 with sigma of 0.1
 C5, C6, C7, C8, C9, C10
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C15 \\sim C16 \\sim C17 \\sim C18 \\sim C19 \\sim C20: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9 \\sim C10: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
C17 \\sim C16 \\sim C18 \\sim C19 \\sim C20 \\sim C15: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C16(H16),
 C17(H17), C18(H18), C19(H19), C20(H20)
6.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C14(H14A,H14B,H14C), C21(H21A,H21B,H21C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
6.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2A)
;
_shelx_res_checksum              11632
_olex2_exptl_crystal_mounting_method
'Suitable crystals of 1,1,1 tri-bromo-3-methyl-5-phenyl-1,2-tellurazole-2-anol were selected and mounted on nylon loops (Hampton, California) or MiTeGen micromounts (Ithaca, New York) with Paratone-N oil on a Bruker APEX-II CCD diffractometer. '
_olex2_submission_original_sample_id PM-5-69-1
_olex2_submission_special_instructions 'No special instructions were received'