#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/59/2225948.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_2225948
loop_
_publ_author_name
'Hernández Linares, María-Guadalupe'
'Guerrero Luna, Gabriel'
'Bernès, Sylvain'
_publ_section_title
;
 (R)-1-Phenylethylammonium trifluoroacetate
;
_journal_coeditor_code           PB2025
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1118
_journal_paper_doi               10.1107/S1600536810013565
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C8 H12 N +, C2 F3 O2 -'
_chemical_formula_moiety         'C8 H12 N +, C2 F3 O2 -'
_chemical_formula_sum            'C10 H12 F3 N O2'
_chemical_formula_weight         235.21
_chemical_name_systematic
;
(R)-1-Phenylethylammonium trifluoroacetate
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXTL-Plus
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.7821(5)
_cell_length_b                   6.9887(8)
_cell_length_c                   24.378(2)
_cell_measurement_pressure       101(2)
_cell_measurement_reflns_used    70
_cell_measurement_temperature    298.0(10)
_cell_measurement_theta_max      12.49
_cell_measurement_theta_min      4.49
_cell_volume                     1155.47(18)
_computing_cell_refinement       'XSCANS (Siemens, 1996)'
_computing_data_collection       'XSCANS (Siemens, 1996)'
_computing_data_reduction        'XSCANS (Siemens, 1996)'
_computing_molecular_graphics    'Mercury (Macrae et al.,  2008)'
_computing_publication_material  'SHELXTL-Plus (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL-Plus (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL-Plus (Sheldrick, 2008)'
_diffrn_ambient_temperature      298.0(10)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       '2θ/ω scans'
_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  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0261
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       1
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            3079
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         1.67
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.129
_refine_ls_extinction_coef       0.045(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXTL-Plus (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     156
_refine_ls_number_reflns         1808
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0414
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0464P)²+0.1579P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.1124
_reflns_number_gt                1288
_reflns_number_total             1808
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            pb2025.cif
_cod_data_source_block           I
_cod_original_cell_volume        1155.49(19)
_cod_database_code               2225948
_cod_database_fobs_code          2225948
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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_disorder_assembly
_atom_site_disorder_group
N N1 0.9254(3) 0.1712(3) 0.19995(7) 0.0480(4) Uani d . 1 . .
H H1C 1.002(5) 0.206(4) 0.2286(11) 0.072 Uiso d . 1 . .
H H1B 0.853(5) 0.062(5) 0.2039(11) 0.072 Uiso d . 1 . .
H H1A 0.840(5) 0.268(5) 0.1966(11) 0.072 Uiso d . 1 . .
C C1 1.0532(3) 0.1429(4) 0.15044(8) 0.0513(5) Uani d . 1 . .
H H1 1.1377 0.0316 0.1571 0.062 Uiso calc R 1 . .
C C2 1.1846(5) 0.3153(5) 0.14290(11) 0.0818(9) Uani d . 1 . .
H H2C 1.2617 0.3000 0.1102 0.123 Uiso calc R 1 . .
H H2B 1.2709 0.3273 0.1739 0.123 Uiso calc R 1 . .
H H2A 1.1049 0.4283 0.1398 0.123 Uiso calc R 1 . .
C C3 0.9260(3) 0.1001(4) 0.10055(8) 0.0502(5) Uani d . 1 . .
C C4 0.9482(5) -0.0721(4) 0.07311(11) 0.0706(7) Uani d . 1 . .
H H4 1.0390 -0.1616 0.0857 0.085 Uiso calc R 1 . .
C C5 0.8359(6) -0.1118(5) 0.02695(12) 0.0893(10) Uani d . 1 . .
H H5 0.8526 -0.2272 0.0086 0.107 Uiso calc R 1 . .
C C6 0.7020(5) 0.0165(5) 0.00854(11) 0.0819(10) Uani d . 1 . .
H H6 0.6265 -0.0114 -0.0223 0.098 Uiso calc R 1 . .
C C7 0.6776(4) 0.1863(5) 0.03497(10) 0.0743(8) Uani d . 1 . .
H H7 0.5859 0.2744 0.0221 0.089 Uiso calc R 1 . .
C C8 0.7891(4) 0.2282(4) 0.08117(9) 0.0633(7) Uani d . 1 . .
H H8 0.7710 0.3442 0.0992 0.076 Uiso calc R 1 . .
C C9 0.6937(4) 0.6770(3) 0.19540(9) 0.0482(5) Uani d . 1 . .
O O1 0.6911(4) 0.5019(3) 0.19191(10) 0.0921(7) Uani d . 1 . .
O O2 0.8190(3) 0.7849(3) 0.21505(7) 0.0620(5) Uani d . 1 . .
C C10 0.5086(4) 0.7725(4) 0.17224(11) 0.0613(6) Uani d . 1 . .
F F1 0.4723(3) 0.7214(4) 0.12145(7) 0.1175(8) Uani d . 1 . .
F F2 0.5178(3) 0.9610(2) 0.17221(11) 0.1065(8) Uani d . 1 . .
F F3 0.3482(2) 0.7254(3) 0.20053(8) 0.0914(6) Uani d . 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'
H H 0.0000 0.0000 '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'
F F 0.0171 0.0103 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 H1C . . 109.1(18) ?
C1 N1 H1B . . 106.6(18) ?
H1C N1 H1B . . 117(2) ?
C1 N1 H1A . . 113.5(18) ?
H1C N1 H1A . . 104(2) ?
H1B N1 H1A . . 107(2) ?
N1 C1 C2 . . 109.5(2) ?
N1 C1 C3 . . 109.99(17) ?
C2 C1 C3 . . 113.23(19) ?
N1 C1 H1 . . 108.0 ?
C2 C1 H1 . . 108.0 ?
C3 C1 H1 . . 108.0 ?
C1 C2 H2C . . 109.5 ?
C1 C2 H2B . . 109.5 ?
H2C C2 H2B . . 109.5 ?
C1 C2 H2A . . 109.5 ?
H2C C2 H2A . . 109.5 ?
H2B C2 H2A . . 109.5 ?
C8 C3 C4 . . 118.3(2) ?
C8 C3 C1 . . 122.0(2) ?
C4 C3 C1 . . 119.7(2) ?
C3 C4 C5 . . 120.4(3) ?
C3 C4 H4 . . 119.8 ?
C5 C4 H4 . . 119.8 ?
C6 C5 C4 . . 120.4(3) ?
C6 C5 H5 . . 119.8 ?
C4 C5 H5 . . 119.8 ?
C5 C6 C7 . . 120.2(3) ?
C5 C6 H6 . . 119.9 ?
C7 C6 H6 . . 119.9 ?
C6 C7 C8 . . 120.1(3) ?
C6 C7 H7 . . 119.9 ?
C8 C7 H7 . . 119.9 ?
C3 C8 C7 . . 120.7(3) ?
C3 C8 H8 . . 119.7 ?
C7 C8 H8 . . 119.7 ?
O1 C9 O2 . . 130.3(3) ?
O1 C9 C10 . . 113.4(2) ?
O2 C9 C10 . . 116.2(2) ?
F1 C10 F2 . . 106.3(2) ?
F1 C10 F3 . . 105.6(2) ?
F2 C10 F3 . . 106.6(3) ?
F1 C10 C9 . . 112.6(2) ?
F2 C10 C9 . . 113.4(2) ?
F3 C10 C9 . . 111.85(19) ?
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
N1 C1 . 1.499(3) ?
N1 H1C . 0.90(3) ?
N1 H1B . 0.92(3) ?
N1 H1A . 0.90(3) ?
C1 C2 . 1.510(4) ?
C1 C3 . 1.521(3) ?
C1 H1 . 0.9800 ?
C2 H2C . 0.9600 ?
C2 H2B . 0.9600 ?
C2 H2A . 0.9600 ?
C3 C8 . 1.374(3) ?
C3 C4 . 1.385(3) ?
C4 C5 . 1.387(4) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.352(5) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.361(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.388(3) ?
C7 H7 . 0.9300 ?
C8 H8 . 0.9300 ?
C9 O1 . 1.227(3) ?
C9 O2 . 1.233(3) ?
C9 C10 . 1.530(3) ?
C10 F1 . 1.312(3) ?
C10 F2 . 1.319(3) ?
C10 F3 . 1.329(3) ?
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
N1 H1A O1 . 0.90(3) 1.92(3) 2.812(3) 171(3) yes
N1 H1B O2 1_545 0.92(3) 1.97(3) 2.818(3) 154(3) yes
N1 H1C O2 3_745 0.90(3) 1.92(3) 2.816(2) 175(3) yes
N1 H1B F2 1_545 0.92(3) 2.50(3) 3.202(3) 134(2) no
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C3 C8 . . . . 61.4(3) ?
C2 C1 C3 C8 . . . . -61.5(3) ?
N1 C1 C3 C4 . . . . -119.1(2) ?
C2 C1 C3 C4 . . . . 118.0(3) ?
C8 C3 C4 C5 . . . . 0.7(4) ?
C1 C3 C4 C5 . . . . -178.8(3) ?
C3 C4 C5 C6 . . . . -0.7(5) ?
C4 C5 C6 C7 . . . . 0.5(5) ?
C5 C6 C7 C8 . . . . -0.4(5) ?
C4 C3 C8 C7 . . . . -0.6(4) ?
C1 C3 C8 C7 . . . . 178.9(2) ?
C6 C7 C8 C3 . . . . 0.4(4) ?
O1 C9 C10 F1 . . . . -54.5(3) ?
O2 C9 C10 F1 . . . . 126.5(2) ?
O1 C9 C10 F2 . . . . -175.2(3) ?
O2 C9 C10 F2 . . . . 5.8(3) ?
O1 C9 C10 F3 . . . . 64.2(3) ?
O2 C9 C10 F3 . . . . -114.8(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30656077
