#------------------------------------------------------------------------------
#$Date: 2025-08-18 18:33:07 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301779 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/43/1544339.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1544339
loop_
_publ_author_name
'Hummel, Michael'
'Laus, Gerhard'
'Kahlenberg, Volker'
'Schottenberger, Herwig'
_publ_section_title
;
 [(Dimethylamino)methyl]dimethylazanium bis(trifluoromethanesulfonyl)amide
;
_journal_issue                   10
_journal_name_full               IUCrData
_journal_page_first              x161658
_journal_paper_doi               10.1107/S2414314616016588
_journal_volume                  1
_journal_year                    2016
_chemical_formula_iupac          'C5 H15 N2 +, C2 F6 N O4 S2 -'
_chemical_formula_moiety         'C5 H15 N2 +, C2 F6 N O4 S2 -'
_chemical_formula_sum            'C7 H15 F6 N3 O4 S2'
_chemical_formula_weight         383.36
_chemical_name_systematic
;
[(Dimethylamino)methyl]dimethylazanium
bis(trifluoromethanesulfonyl)amide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 90.173(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.5071(3)
_cell_length_b                   20.9755(8)
_cell_length_c                   8.9099(4)
_cell_measurement_reflns_used    6860
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.3124
_cell_measurement_theta_min      2.9942
_cell_volume                     1589.88(11)
_computing_cell_refinement
;
CrysAlis CCD (Oxford Diffraction, 2008)
;
_computing_data_collection
;
CrysAlis CCD (Oxford Diffraction, 2008)
;
_computing_data_reduction
;
CrysAlis RED (Oxford Diffraction, 2008)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
Mercury (Macrae et al.,  2008)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SIR2002 (Burla et al.,  2003)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.3822
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Oxford Diffraction Gemini-R Ultra'
_diffrn_measurement_method       'ω (1° width)'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9624
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         3
_exptl_absorpt_coefficient_mu    0.416
_exptl_absorpt_correction_T_max  0.9215
_exptl_absorpt_correction_T_min  0.9068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis RED; Oxford Diffraction, 2008)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.287
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         2874
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0373P)²+0.4067P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0681
_reflns_number_gt                2739
_reflns_number_total             2874
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            su4084sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1544339
_cod_database_fobs_code          1544339
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
S S1 0.57434(6) 0.14606(2) 0.75790(7) 0.01443(13) Uani d . 1 1
S S2 0.72783(7) 0.03241(2) 0.83172(7) 0.01478(13) Uani d . 1 1
F F4 0.95493(16) 0.11210(6) 0.77018(17) 0.0269(3) Uani d . 1 1
F F5 0.94238(18) 0.03106(7) 0.62282(16) 0.0310(4) Uani d . 1 1
F F3 0.33176(17) 0.09974(8) 0.89895(19) 0.0346(4) Uani d . 1 1
F F6 1.03258(17) 0.01977(8) 0.84722(18) 0.0357(4) Uani d . 1 1
F F1 0.29633(17) 0.11073(8) 0.66095(18) 0.0385(4) Uani d . 1 1
F F2 0.29664(19) 0.19311(8) 0.8058(2) 0.0440(5) Uani d . 1 1
O O4 0.73015(19) 0.05025(7) 0.98655(18) 0.0195(4) Uani d . 1 1
O O3 0.7037(2) -0.03286(7) 0.79420(19) 0.0248(4) Uani d . 1 1
O O1 0.5888(2) 0.18332(7) 0.62404(18) 0.0221(4) Uani d . 1 1
O O2 0.6286(2) 0.17340(7) 0.89653(19) 0.0209(4) Uani d . 1 1
N N3 0.6242(2) 0.07529(9) 0.7246(2) 0.0174(4) Uani d . 1 1
C C7 0.9264(3) 0.04976(11) 0.7639(3) 0.0202(5) Uani d . 1 1
C C6 0.3619(3) 0.13647(12) 0.7819(3) 0.0243(6) Uani d . 1 1
N N2 0.6602(2) 0.13384(9) 0.2322(2) 0.0166(4) Uani d D 1 1
H H2 0.673(3) 0.1214(12) 0.140(2) 0.02 Uiso d D 1 1
N N1 0.9399(2) 0.15256(9) 0.2565(2) 0.0219(4) Uani d . 1 1
C C2 1.0467(3) 0.15839(14) 0.3829(3) 0.0329(7) Uani d . 1 1
H H2A 1.0838 0.2025 0.3903 0.049 Uiso calc R 1 1
H H2B 1.1366 0.1299 0.3683 0.049 Uiso calc R 1 1
H H2C 0.9918 0.1467 0.4754 0.049 Uiso calc R 1 1
C C4 0.6675(3) 0.07490(11) 0.3251(3) 0.0206(5) Uani d . 1 1
H H4A 0.6492 0.0858 0.4306 0.031 Uiso calc R 1 1
H H4B 0.7715 0.0553 0.3149 0.031 Uiso calc R 1 1
H H4C 0.5867 0.0449 0.2911 0.031 Uiso calc R 1 1
C C3 1.0159(3) 0.16873(17) 0.1164(3) 0.0367(7) Uani d . 1 1
H H3A 0.9404 0.1645 0.0337 0.055 Uiso calc R 1 1
H H3B 1.1047 0.1399 0.0996 0.055 Uiso calc R 1 1
H H3C 1.054 0.2128 0.121 0.055 Uiso calc R 1 1
C C5 0.5036(3) 0.16500(11) 0.2400(3) 0.0208(5) Uani d . 1 1
H H5A 0.4219 0.1341 0.2128 0.031 Uiso calc R 1 1
H H5B 0.5003 0.2011 0.1701 0.031 Uiso calc R 1 1
H H5C 0.4854 0.1804 0.3424 0.031 Uiso calc R 1 1
C C1 0.7886(3) 0.18053(11) 0.2756(3) 0.0218(5) Uani d . 1 1
H H1A 0.7802 0.2192 0.2124 0.026 Uiso calc R 1 1
H H1B 0.7751 0.1934 0.3816 0.026 Uiso calc R 1 1
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'
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 0.006 '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'
H H 0 0 '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
O1 S1 O2 118.04(10)
O1 S1 N3 109.54(10)
O2 S1 N3 116.91(10)
O1 S1 C6 104.14(11)
O2 S1 C6 104.96(11)
N3 S1 C6 100.69(11)
O3 S2 O4 118.68(10)
O3 S2 N3 109.04(10)
O4 S2 N3 116.12(10)
O3 S2 C7 104.23(11)
O4 S2 C7 104.85(11)
N3 S2 C7 101.60(11)
S1 N3 S2 125.08(13)
F5 C7 F6 108.61(19)
F5 C7 F4 108.18(19)
F6 C7 F4 108.59(19)
F5 C7 S2 110.58(16)
F6 C7 S2 110.36(16)
F4 C7 S2 110.45(15)
F3 C6 F1 108.8(2)
F3 C6 F2 108.2(2)
F1 C6 F2 108.6(2)
F3 C6 S1 110.45(17)
F1 C6 S1 111.24(17)
F2 C6 S1 109.46(18)
C5 N2 C4 112.00(19)
C5 N2 C1 110.43(18)
C4 N2 C1 111.44(19)
C5 N2 H2 107.0(17)
C4 N2 H2 105.7(17)
C1 N2 H2 110.0(17)
C1 N1 C3 114.3(2)
C1 N1 C2 115.9(2)
C3 N1 C2 111.67(19)
N1 C2 H2A 109.5
N1 C2 H2B 109.5
H2A C2 H2B 109.5
N1 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
N2 C4 H4A 109.5
N2 C4 H4B 109.5
H4A C4 H4B 109.5
N2 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
N1 C3 H3A 109.5
N1 C3 H3B 109.5
H3A C3 H3B 109.5
N1 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
N2 C5 H5A 109.5
N2 C5 H5B 109.5
H5A C5 H5B 109.5
N2 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
N1 C1 N2 110.71(18)
N1 C1 H1A 109.5
N2 C1 H1A 109.5
N1 C1 H1B 109.5
N2 C1 H1B 109.5
H1A C1 H1B 108.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O1 1.4315(17)
S1 O2 1.4368(18)
S1 N3 1.5722(19)
S1 C6 1.832(3)
S2 O3 1.4240(16)
S2 O4 1.4294(17)
S2 N3 1.578(2)
S2 C7 1.832(2)
F4 C7 1.331(3)
F5 C7 1.324(3)
F3 C6 1.322(3)
F6 C7 1.326(3)
F1 C6 1.327(3)
F2 C6 1.329(3)
N2 C5 1.486(3)
N2 C4 1.489(3)
N2 C1 1.516(3)
N2 H2 0.869(17)
N1 C1 1.425(3)
N1 C3 1.448(3)
N1 C2 1.450(3)
C2 H2A 0.98
C2 H2B 0.98
C2 H2C 0.98
C4 H4A 0.98
C4 H4B 0.98
C4 H4C 0.98
C3 H3A 0.98
C3 H3B 0.98
C3 H3C 0.98
C5 H5A 0.98
C5 H5B 0.98
C5 H5C 0.98
C1 H1A 0.99
C1 H1B 0.99
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2 O4 1_554 0.87(2) 2.08(2) 2.868(3) 150(2) y
N2 H2 O2 1_554 0.87(2) 2.46(2) 3.115(2) 133(2) y
C5 H5A O3 3_656 0.98 2.38 3.299(3) 156 y
C4 H4C O3 3_656 0.98 2.59 3.444(3) 145 y
C5 H5B O1 4_565 0.98 2.57 3.423(3) 145 y
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O1 S1 N3 S2 138.03(15)
O2 S1 N3 S2 0.3(2)
C6 S1 N3 S2 -112.65(16)
O3 S2 N3 S1 159.72(14)
O4 S2 N3 S1 22.45(19)
C7 S2 N3 S1 -90.63(16)
O3 S2 C7 F5 50.34(18)
O4 S2 C7 F5 175.75(15)
N3 S2 C7 F5 -62.96(18)
O3 S2 C7 F6 -69.86(18)
O4 S2 C7 F6 55.55(19)
N3 S2 C7 F6 176.83(17)
O3 S2 C7 F4 170.06(16)
O4 S2 C7 F4 -64.54(18)
N3 S2 C7 F4 56.75(17)
O1 S1 C6 F3 176.83(16)
O2 S1 C6 F3 -58.5(2)
N3 S1 C6 F3 63.3(2)
O1 S1 C6 F1 55.95(19)
O2 S1 C6 F1 -179.36(16)
N3 S1 C6 F1 -57.55(19)
O1 S1 C6 F2 -64.1(2)
O2 S1 C6 F2 60.59(19)
N3 S1 C6 F2 -177.60(18)
C3 N1 C1 N2 97.3(2)
C2 N1 C1 N2 -130.6(2)
C5 N2 C1 N1 -175.3(2)
C4 N2 C1 N1 59.6(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139049227
