#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:48:21 +0200 (vie 13 de oct de 2017) $
#$Revision: 201957 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/19/2011914.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_2011914
loop_
_publ_author_name
'Rodrigues, V. H.'
'Paixão, J. A.'
'Costa, M. M. R. R.'
'Matos Beja, A.'
_publ_section_title
;
 Conformation of cationic N,N-dimethylglycine in
 dimethylglycinium trifluoroacetate
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              417
_journal_page_last               420
_journal_paper_doi               10.1107/S0108270101000087
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C4 H10 N O2 1+, C2 F3 O2 1-'
_chemical_formula_moiety         'C4 H10 N O2 1+, C2 F3 O2 1-'
_chemical_formula_sum            'C6 H10 F3 N O4'
_chemical_formula_weight         217.15
_chemical_name_common            'dimethylglycinium trifluoroacetate'
_chemical_name_systematic
;
 1-Carboxy-N,N-dimethylmethanaminium trifluoroacetate
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.4286(5)
_cell_length_b                   12.1213(12)
_cell_length_c                   14.6271(18)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15.18
_cell_measurement_theta_min      7.60
_cell_volume                     1849.0(3)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'PLATON (Spek, 1995)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .997
_diffrn_measured_fraction_theta_max .997
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4r'
_diffrn_measurement_method       'profile data from ω-2θ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .026
_diffrn_reflns_av_sigmaI/netI    .0109
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2039
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         3.36
_diffrn_standards_decay_%        6
_diffrn_standards_interval_time  180
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .164
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          .36
_exptl_crystal_size_mid          .28
_exptl_crystal_size_min          .26
_refine_diff_density_max         .318
_refine_diff_density_min         -.215
_refine_ls_extinction_coef       .0037(8)
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1631
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          .052
_refine_ls_R_factor_gt           .037
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0432P)²+1.2200P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .105
_reflns_number_gt                1313
_reflns_number_total             1631
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk1450.cif
_cod_data_source_block           I
_cod_database_code               2011914
_cod_database_fobs_code          2011914
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
loop_
_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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 .37422(18) .75622(16) .38316(13) .0371(4) Uani d . 1 . . C
O1 .47604(14) .75224(14) .33191(10) .0510(4) Uani d . 1 . . O
H1 .535(3) .709(2) .3570(16) .061 Uiso d . 1 . . H
O2 .36058(14) .70971(14) .45480(10) .0553(4) Uani d . 1 . . O
C2 .27260(19) .83002(17) .34297(13) .0398(5) Uani d . 1 . . C
H2 .307(2) .9068(19) .3403(14) .048 Uiso d . 1 . . H
H3 .249(2) .8045(17) .2844(15) .048 Uiso d . 1 . . H
N .15551(15) .83082(13) .40050(11) .0363(4) Uani d . 1 . . N
H4 .177(2) .8348(17) .4561(16) .044 Uiso d . 1 . . H
C3 .0812(2) .7265(2) .39215(16) .0493(6) Uani d . 1 . . C
H5 .008(3) .732(2) .4314(18) .074 Uiso d . 1 . . H
H6 .139(3) .665(2) .4037(18) .074 Uiso d . 1 . . H
H7 .056(3) .720(2) .3287(19) .074 Uiso d . 1 . . H
C4 .0727(3) .9279(2) .3801(2) .0608(7) Uani d . 1 . . C
H8 .120(3) .996(3) .388(2) .091 Uiso d . 1 . . H
H9 .000(3) .926(3) .421(2) .091 Uiso d . 1 . . H
H10 .047(3) .926(3) .316(2) .091 Uiso d . 1 . . H
C5 .22586(19) .91437(16) .64755(13) .0408(5) Uani d . 1 . . C
O3 .2249(2) .91227(19) .73024(11) .0897(7) Uani d . 1 . . O
O4 .15583(14) .86397(13) .59241(9) .0490(4) Uani d . 1 . . O
C6 .3225(2) .99420(16) .60486(13) .0435(5) Uani d . 1 . . C
F1 .28285(16) 1.09729(11) .61338(11) .0744(5) Uani d . 1 . . F
F2 .34261(17) .97713(15) .51651(9) .0856(6) Uani d . 1 . . F
F3 .43645(12) .99013(13) .64460(11) .0755(5) Uani d . 1 . . F
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 .0375(10) .0395(10) .0344(10) -.0002(8) -.0015(8) -.0020(8)
O1 .0397(8) .0646(10) .0487(8) .0127(7) .0076(7) .0124(7)
O2 .0486(9) .0751(11) .0422(8) .0115(8) .0013(7) .0188(8)
C2 .0396(11) .0435(11) .0363(10) .0041(9) .0041(8) .0049(8)
N .0389(9) .0404(9) .0297(8) .0053(7) -.0006(7) -.0017(7)
C3 .0447(12) .0551(14) .0480(12) -.0073(10) .0037(10) -.0074(11)
C4 .0564(15) .0597(15) .0664(16) .0235(13) .0065(13) .0085(13)
C5 .0429(11) .0414(10) .0380(10) -.0036(9) -.0006(9) .0013(8)
O3 .1116(17) .1152(16) .0422(10) -.0578(14) -.0038(10) .0100(9)
O4 .0461(8) .0570(9) .0437(8) -.0154(7) .0035(6) -.0059(7)
C6 .0465(11) .0407(11) .0433(11) -.0056(9) -.0006(9) -.0032(9)
F1 .0865(11) .0398(7) .0970(11) .0004(7) -.0003(9) .0074(7)
F2 .1044(13) .0999(12) .0526(8) -.0531(10) .0272(8) -.0138(8)
F3 .0431(8) .0829(11) .1004(11) -.0104(7) -.0082(8) .0027(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 '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
O2 C1 O1 125.69(19)
O2 C1 C2 122.49(18)
O1 C1 C2 111.81(16)
C1 O1 H1 110.4(16)
N C2 C1 111.21(15)
N C2 H2 108.3(12)
C1 C2 H2 108.4(13)
N C2 H3 107.8(14)
C1 C2 H3 109.9(13)
H2 C2 H3 111.3(18)
C2 N C3 112.13(16)
C2 N C4 111.63(17)
C3 N C4 110.66(19)
C2 N H4 109.3(15)
C3 N H4 105.4(15)
C4 N H4 107.5(15)
N C3 H5 108.0(17)
N C3 H6 108.7(16)
H5 C3 H6 116(2)
N C3 H7 106.8(16)
H5 C3 H7 111(2)
H6 C3 H7 106(2)
N C4 H8 110.4(19)
N C4 H9 108.1(19)
H8 C4 H9 110(3)
N C4 H10 109.1(18)
H8 C4 H10 107(3)
H9 C4 H10 113(3)
O3 C5 O4 129.1(2)
O3 C5 C6 115.25(19)
O4 C5 C6 115.54(17)
F1 C6 F3 105.93(17)
F1 C6 F2 106.80(18)
F3 C6 F2 106.26(18)
F1 C6 C5 110.69(18)
F3 C6 C5 112.85(17)
F2 C6 C5 113.79(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O2 . 1.198(2) yes
C1 O1 . 1.301(2) yes
C1 C2 . 1.506(3) ?
O1 H1 . .89(3) ?
C2 N . 1.483(2) ?
C2 H2 . 1.00(2) ?
C2 H3 . .94(2) ?
N C3 . 1.488(3) ?
N C4 . 1.490(3) ?
N H4 . .84(2) ?
C3 H5 . .96(3) ?
C3 H6 . .97(3) ?
C3 H7 . .97(3) ?
C4 H8 . .97(3) ?
C4 H9 . .97(3) ?
C4 H10 . .97(3) ?
C5 O3 . 1.210(2) ?
C5 O4 . 1.248(2) ?
C5 C6 . 1.530(3) yes
C6 F1 . 1.322(2) ?
C6 F3 . 1.324(2) ?
C6 F2 . 1.325(2) ?
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
O1 H1 O4 3_566 .89(3) 1.71(3) 2.593(2) 175(3)
N H4 O4 . .84(2) 2.04(2) 2.836(2) 158(2)
C3 H5 O2 3_466 .96(3) 2.37(3) 3.302(3) 163(2)
C3 H7 O1 6_556 .97(3) 2.52(3) 3.470(3) 166(2)
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
_geom_torsion_publ_flag
O2 C1 C2 N -3.2(3) yes
O1 C1 C2 N 178.09(16) yes
C1 C2 N C3 -73.7(2) yes
C1 C2 N C4 161.49(19) yes
O3 C5 C6 F1 -74.4(3) ?
O4 C5 C6 F1 102.9(2) ?
O3 C5 C6 F3 44.1(3) ?
O4 C5 C6 F3 -138.58(19) ?
O3 C5 C6 F2 165.3(2) ?
O4 C5 C6 F2 -17.4(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21135296
