#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/95/2209573.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_2209573
loop_
_publ_author_name
'J. Suresh'
'R. V. Krishnakumar'
'S. Natarajan'
_publ_section_title
;
 <small>L</small>-Argininium trifluoroacetate
;
_journal_coeditor_code           KJ2012
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3127
_journal_page_last               o3129
_journal_paper_doi               10.1107/S1600536806024743
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C6 H15 N4 O2 +, C2 F3 O2 -'
_chemical_formula_moiety         'C6 H15 N4 O2 +, C2 F3 O2 -'
_chemical_formula_sum            'C8 H15 F3 N4 O4'
_chemical_formula_weight         288.24
_chemical_name_systematic
;
L-argininium trifluoroacetic acid
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.0
_cell_angle_beta                 106.7700(10)
_cell_angle_gamma                90.0
_cell_formula_units_Z            2
_cell_length_a                   10.5860(6)
_cell_length_b                   5.6880(4)
_cell_length_c                   10.8780(7)
_cell_measurement_reflns_used    1223
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      2
_cell_volume                     627.14(7)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1996)'
_computing_molecular_graphics
'PLATON (Spek, 2003) and MERCURY (Macrae et al.,  2006)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Nonius MACH3 four-circle'
_diffrn_measurement_method       ω
_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  0.0315
_diffrn_reflns_av_sigmaI/netI    0.0229
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1539
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.01
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.97
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.376
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1223
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0595
_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)+(0.1263P)²+0.0434P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1442
_refine_ls_wR_factor_ref         0.1505
_reflns_number_gt                1097
_reflns_number_total             1223
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            kj2012.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2209573
_cod_database_fobs_code          2209573
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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
O O1 0.5373(2) 0.2646(5) 0.4198(3) 0.0404(7) Uani d . 1
O O2 0.7427(3) 0.1263(5) 0.4699(3) 0.0409(7) Uani d . 1
N N2 1.1220(3) 0.4209(7) 0.2830(3) 0.0377(8) Uani d . 1
H H2A 1.1841 0.4932 0.3388 0.045 Uiso calc R 1
N N3 1.2801(3) 0.1560(8) 0.2699(3) 0.0438(9) Uani d . 1
H H3C 1.3029 0.0285 0.2394 0.053 Uiso calc R 1
H H3D 1.3380 0.2366 0.3257 0.053 Uiso calc R 1
C C2 0.7108(3) 0.5309(7) 0.4195(3) 0.0261(7) Uani d . 1
H H2 0.7752 0.5755 0.5006 0.031 Uiso calc R 1
C C4 0.9141(3) 0.4356(8) 0.3449(3) 0.0356(8) Uani d . 1
H H4A 0.9639 0.4726 0.4326 0.043 Uiso calc R 1
H H4B 0.9034 0.2663 0.3380 0.043 Uiso calc R 1
C C1 0.6600(3) 0.2876(6) 0.4373(3) 0.0267(7) Uani d . 1
C C3 0.7786(3) 0.5522(7) 0.3138(3) 0.0314(8) Uani d . 1
H H3A 0.7883 0.7176 0.2968 0.038 Uiso calc R 1
H H3B 0.7221 0.4824 0.2359 0.038 Uiso calc R 1
N N4 1.0687(3) 0.1024(7) 0.1454(3) 0.0429(9) Uani d . 1
H H4C 0.9869 0.1429 0.1214 0.052 Uiso calc R 1
H H4D 1.0940 -0.0212 0.1136 0.052 Uiso calc R 1
N N1 0.5998(3) 0.7046(6) 0.3937(3) 0.0318(7) Uani d . 1
H H1A 0.6301 0.8472 0.3837 0.048 Uiso calc R 1
H H1B 0.5658 0.7062 0.4596 0.048 Uiso calc R 1
H H1C 0.5376 0.6637 0.3226 0.048 Uiso calc R 1
C C5 0.9896(3) 0.5197(8) 0.2539(3) 0.0378(9) Uani d . 1
H H5A 0.9406 0.4773 0.1668 0.045 Uiso calc R 1
H H5B 0.9959 0.6898 0.2582 0.045 Uiso calc R 1
C C6 1.1545(3) 0.2290(8) 0.2305(3) 0.0325(8) Uani d . 1
F F2 0.2764(4) 0.2887(6) -0.0143(3) 0.0841(12) Uani d . 1
F F1 0.3384(4) 0.5534(7) -0.1197(3) 0.0797(10) Uani d . 1
O O3 0.3711(3) 0.7280(8) 0.1804(3) 0.0569(9) Uani d . 1
O O4 0.1828(3) 0.7411(8) 0.0229(3) 0.0599(9) Uani d . 1
F F3 0.4711(3) 0.4273(10) 0.0537(4) 0.1064(16) Uani d . 1
C C7 0.2965(3) 0.6685(8) 0.0751(3) 0.0398(9) Uani d . 1
C C8 0.3464(4) 0.4837(9) -0.0010(4) 0.0486(10) 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0000 '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
_geom_angle_publ_flag
C6 N2 C5 125.3(3) y
C6 N2 H2A 117.3 ?
C5 N2 H2A 117.3 ?
C6 N3 H3C 120.0 ?
C6 N3 H3D 120.0 ?
H3C N3 H3D 120.0 ?
N1 C2 C1 109.7(2) y
N1 C2 C3 108.7(3) y
C1 C2 C3 115.5(3) y
N1 C2 H2 107.5 ?
C1 C2 H2 107.5 ?
C3 C2 H2 107.5 ?
C5 C4 C3 110.9(3) y
C5 C4 H4A 109.5 ?
C3 C4 H4A 109.5 ?
C5 C4 H4B 109.5 ?
C3 C4 H4B 109.5 ?
H4A C4 H4B 108.1 ?
O2 C1 O1 125.0(3) y
O2 C1 C2 117.5(3) y
O1 C1 C2 117.5(3) y
C2 C3 C4 114.5(3) y
C2 C3 H3A 108.6 ?
C4 C3 H3A 108.6 ?
C2 C3 H3B 108.6 ?
C4 C3 H3B 108.6 ?
H3A C3 H3B 107.6 ?
C6 N4 H4C 120.0 ?
C6 N4 H4D 120.0 ?
H4C N4 H4D 120.0 ?
C2 N1 H1A 109.5 ?
C2 N1 H1B 109.5 ?
H1A N1 H1B 109.5 ?
C2 N1 H1C 109.5 ?
H1A N1 H1C 109.5 ?
H1B N1 H1C 109.5 ?
N2 C5 C4 113.0(3) y
N2 C5 H5A 109.0 ?
C4 C5 H5A 109.0 ?
N2 C5 H5B 109.0 ?
C4 C5 H5B 109.0 ?
H5A C5 H5B 107.8 ?
N4 C6 N2 123.0(3) ?
N4 C6 N3 118.6(4) ?
N2 C6 N3 118.4(3) ?
O3 C7 O4 127.4(4) ?
O3 C7 C8 117.6(4) ?
O4 C7 C8 115.0(3) ?
F2 C8 F3 107.6(5) ?
F2 C8 F1 105.5(4) ?
F3 C8 F1 106.6(4) ?
F2 C8 C7 111.6(4) ?
F3 C8 C7 112.4(4) ?
F1 C8 C7 112.8(4) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.264(4) y
O2 C1 1.247(4) y
N2 C6 1.322(6) y
N2 C5 1.458(4) y
N2 H2A 0.8600 ?
N3 C6 1.340(5) y
N3 H3C 0.8600 ?
N3 H3D 0.8600 ?
C2 N1 1.498(4) y
C2 C1 1.517(5) y
C2 C3 1.525(4) y
C2 H2 0.9800 ?
C4 C5 1.518(5) y
C4 C3 1.526(5) y
C4 H4A 0.9700 ?
C4 H4B 0.9700 ?
C3 H3A 0.9700 ?
C3 H3B 0.9700 ?
N4 C6 1.310(5) y
N4 H4C 0.8600 ?
N4 H4D 0.8600 ?
N1 H1A 0.8900 ?
N1 H1B 0.8900 ?
N1 H1C 0.8900 ?
C5 H5A 0.9700 ?
C5 H5B 0.9700 ?
F2 C8 1.319(6) y
F1 C8 1.330(6) y
O3 C7 1.236(5) y
O4 C7 1.244(5) y
F3 C8 1.321(5) y
C7 C8 1.524(6) y
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
N1 H1A O2 1_565 0.89 2.04 2.829(4) 147
N1 H1B O1 2_656 0.89 1.96 2.835(4) 167
N1 H1C O3 . 0.89 2.01 2.832(4) 152
N2 H2A O2 2_756 0.86 2.14 2.902(4) 148
N3 H3C O3 1_645 0.86 2.03 2.888(6) 175
N3 H3D O1 1_655 0.86 2.07 2.808(4) 144
N4 H4C O4 2_645 0.86 2.09 2.872(4) 151
N4 H4D O4 1_645 0.86 2.05 2.896(5) 166
C5 H5A O4 2_645 0.97 2.49 3.426(5) 161
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
N1 C2 C1 O2 -174.3(3) y
C3 C2 C1 O2 62.5(4) y
N1 C2 C1 O1 4.7(4) y
C3 C2 C1 O1 -118.6(3) y
N1 C2 C3 C4 164.5(3) y
C1 C2 C3 C4 -71.7(4) y
C5 C4 C3 C2 -164.5(3) y
C6 N2 C5 C4 93.6(4) y
C3 C4 C5 N2 177.6(3) y
C5 N2 C6 N4 -0.8(6) y
C5 N2 C6 N3 -178.1(3) y
O3 C7 C8 F2 115.2(5) ?
O4 C7 C8 F2 -64.3(6) ?
O3 C7 C8 F3 -5.7(7) ?
O4 C7 C8 F3 174.7(5) ?
O3 C7 C8 F1 -126.3(5) ?
O4 C7 C8 F1 54.2(6) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654994
