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#$Date: 2025-08-21 13:21:36 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301847 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/11/7011109.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_7011109
loop_
_publ_author_name
'Oleg Stenzel'
'Helgard G. Raubenheimer'
'Catharine Esterhuysen'
_publ_section_title
;
 Biphasic hydroformylation in new molten salts---analogies and
 differences to organic solvents
;
_journal_issue                   6
_journal_name_full               'J. Chem. Soc., Dalton Trans.'
_journal_page_first              1132
_journal_page_last               1138
_journal_paper_doi               10.1039/b107720a
_journal_year                    2002
_chemical_formula_moiety         'C6 H11 N2, C F3 O3 S'
_chemical_formula_sum            'C7 H11 F3 N2 O3 S'
_chemical_formula_weight         260.23
_chemical_name_systematic
; 
1,2,3-trimethylimidazolium triflate 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.503(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.8313(2)
_cell_length_b                   14.4530(5)
_cell_length_c                   11.3689(4)
_cell_measurement_reflns_used    1972
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.02
_cell_volume                     1115.26(6)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-III for Windows (Farrugia,1997)'
_computing_publication_material  'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'φ and ω scans to fill Ewald sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0349
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5124
_diffrn_reflns_theta_full        27.39
_diffrn_reflns_theta_max         27.39
_diffrn_reflns_theta_min         2.29
_exptl_absorpt_coefficient_mu    0.327
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         2524
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0425
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0495P)²+0.7809P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1064
_refine_ls_wR_factor_ref         0.1149
_reflns_number_gt                1977
_reflns_number_total             2524
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b107720a.txt
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C7 H11 F3 N2 O3 S1'
_cod_database_code               7011109
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.13829(7) 0.38063(3) 0.22434(4) 0.02547(16) Uani 1 1 d . . .
F1 F -0.1404(2) 0.30263(10) 0.08098(13) 0.0520(4) Uani 1 1 d . . .
F2 F -0.1422(2) 0.45069(10) 0.07470(12) 0.0490(4) Uani 1 1 d . . .
F3 F -0.2447(2) 0.38078(11) 0.22208(16) 0.0597(5) Uani 1 1 d . . .
O1 O 0.2615(2) 0.37683(11) 0.13016(15) 0.0401(4) Uani 1 1 d . . .
O2 O 0.1443(2) 0.46734(11) 0.28732(13) 0.0392(4) Uani 1 1 d . . .
O3 O 0.1426(3) 0.30022(11) 0.29829(15) 0.0480(5) Uani 1 1 d . . .
N1 N 0.1275(3) 0.37063(12) 0.62806(16) 0.0320(4) Uani 1 1 d . . .
N2 N 0.3661(3) 0.40154(12) 0.76219(15) 0.0305(4) Uani 1 1 d . . .
C1 C 0.0790(4) 0.32073(17) 0.8320(2) 0.0438(6) Uani 1 1 d . . .
H1A H -0.0473 0.2974 0.7939 0.066 Uiso 1 1 calc R . .
H1B H 0.0551 0.3671 0.8915 0.066 Uiso 1 1 calc R . .
H1C H 0.1553 0.2694 0.8702 0.066 Uiso 1 1 calc R . .
C2 C 0.1896(3) 0.36301(14) 0.74242(19) 0.0298(5) Uani 1 1 d . . .
C3 C 0.4937(3) 0.40603(15) 0.87465(19) 0.0329(5) Uani 1 1 d . . .
H31 H 0.4125 0.4087 0.9403 0.057(8) Uiso 1 1 calc R . .
H32 H 0.5765 0.4615 0.8758 0.062(8) Uiso 1 1 calc R . .
H33 H 0.5777 0.3509 0.8831 0.039(6) Uiso 1 1 calc R . .
C4 C 0.4184(4) 0.43510(16) 0.6554(2) 0.0394(5) Uani 1 1 d . . .
H4 H 0.5377 0.4659 0.6439 0.051(7) Uiso 1 1 calc R . .
C5 C 0.2717(4) 0.41627(16) 0.5729(2) 0.0392(5) Uani 1 1 d . . .
H5 H 0.2657 0.4311 0.4912 0.056(8) Uiso 1 1 calc R . .
C6 C -0.0602(3) 0.33843(17) 0.5670(2) 0.0393(5) Uani 1 1 d . . .
H61 H -0.0514 0.3359 0.4816 0.088(11) Uiso 1 1 calc R . .
H62 H -0.1654 0.3812 0.5828 0.086(12) Uiso 1 1 calc R . .
H63 H -0.0895 0.2766 0.5956 0.110(14) Uiso 1 1 calc R . .
C7 C -0.1100(3) 0.37855(14) 0.1468(2) 0.0319(5) Uani 1 1 d . . .
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'
F F 0.0171 0.0103 '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
O3 S1 O1 115.59(10) . . ?
O3 S1 O2 114.59(10) . . ?
O1 S1 O2 114.67(10) . . ?
O3 S1 C7 103.11(10) . . ?
O1 S1 C7 103.33(10) . . ?
O2 S1 C7 103.15(10) . . ?
C2 N1 C5 108.47(18) . . ?
C2 N1 C6 127.2(2) . . ?
C5 N1 C6 124.30(19) . . ?
C2 N2 C4 108.53(18) . . ?
C2 N2 C3 127.40(19) . . ?
C4 N2 C3 124.02(18) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C2 N1 108.40(19) . . ?
N2 C2 C1 126.0(2) . . ?
N1 C2 C1 125.6(2) . . ?
N2 C3 H31 109.5 . . ?
N2 C3 H32 109.5 . . ?
H31 C3 H32 109.5 . . ?
N2 C3 H33 109.5 . . ?
H31 C3 H33 109.5 . . ?
H32 C3 H33 109.5 . . ?
C5 C4 N2 107.3(2) . . ?
C5 C4 H4 126.3 . . ?
N2 C4 H4 126.3 . . ?
C4 C5 N1 107.25(19) . . ?
C4 C5 H5 126.4 . . ?
N1 C5 H5 126.4 . . ?
N1 C6 H61 109.5 . . ?
N1 C6 H62 109.5 . . ?
H61 C6 H62 109.5 . . ?
N1 C6 H63 109.5 . . ?
H61 C6 H63 109.5 . . ?
H62 C6 H63 109.5 . . ?
F3 C7 F2 107.47(18) . . ?
F3 C7 F1 107.90(17) . . ?
F2 C7 F1 107.21(18) . . ?
F3 C7 S1 111.30(16) . . ?
F2 C7 S1 111.46(14) . . ?
F1 C7 S1 111.29(15) . . ?
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 O3 1.4327(16) . ?
S1 O1 1.4358(16) . ?
S1 O2 1.4417(15) . ?
S1 C7 1.821(2) . ?
F1 C7 1.331(2) . ?
F2 C7 1.329(2) . ?
F3 C7 1.326(3) . ?
N1 C2 1.326(3) . ?
N1 C5 1.392(3) . ?
N1 C6 1.463(3) . ?
N2 C2 1.324(3) . ?
N2 C4 1.391(3) . ?
N2 C3 1.465(3) . ?
C1 C2 1.468(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C3 H31 0.9800 . ?
C3 H32 0.9800 . ?
C3 H33 0.9800 . ?
C4 C5 1.321(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H61 0.9800 . ?
C6 H62 0.9800 . ?
C6 H63 0.9800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 16061334
2 PubChem 16211096
