#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/95/2019596.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_2019596
loop_
_publ_author_name
'Benali-Cherif, Rim'
'Takouachet, Radhwane'
'Bendeif, El-Eulmi'
'Benali-Cherif, Nourredine'
_publ_section_title
;
 A comparative study of two polymorphs of <small>L</small>-aspartic acid
 hydrochloride
;
_journal_coeditor_code           SK3547
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              689
_journal_page_last               692
_journal_paper_doi               10.1107/S2053229614013163
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C4 H8 N O4 +, Cl -'
_chemical_formula_moiety         'C4 H8 N O4 +, Cl -'
_chemical_formula_sum            'C4 H8 Cl N O4'
_chemical_formula_weight         169.56
_chemical_name_common            'L-Aspartate chloride'
_chemical_name_systematic
;
L-Aspartic acid hydrochloride
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                114.570(10)
_cell_angle_beta                 97.752(9)
_cell_angle_gamma                95.720(8)
_cell_formula_units_Z            1
_cell_length_a                   5.5888(5)
_cell_length_b                   5.6045(6)
_cell_length_c                   6.1697(7)
_cell_measurement_reflns_used    4428
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.777
_cell_measurement_theta_min      3.702
_cell_volume                     171.52(4)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2012)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2012)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2012)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2006) and PLATON (Spek, 2003).
;
_computing_publication_material  'enCIFer (Allen et al., 2004)'
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2008) and WinGX (Farrugia, 2012)
;
_computing_structure_solution    'SHELXS2014 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4508
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_device_type  'Agilent SuperNova (Dual, Cu at zero, Atlas)'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            4428
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.777
_diffrn_reflns_theta_min         3.702
_exptl_absorpt_coefficient_mu    0.512
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
[CrysAlis PRO (Agilent, 2012), using a multifaceted crystal
model based on expressions derived by Clark & Reid (1995)]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.642
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             88
_exptl_crystal_size_max          0.138
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.057
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.176
_refine_ls_abs_structure_details
;
Flack x determined using 1069 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons et al., 2013)
;
_refine_ls_abs_structure_Flack   0.03(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     123
_refine_ls_number_reflns         2273
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0216
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0330P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0537
_refine_ls_wR_factor_ref         0.0543
_reflns_number_gt                2259
_reflns_number_total             2273
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk3547sup1.cif
_cod_data_source_block           I
_cod_depositor_comments
'Adding full bibliography for 2019595--2019596.cif.'
_cod_original_cell_volume        171.52(3)
_cod_database_code               2019596
_cod_database_fobs_code          2019596
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.933
_shelx_estimated_absorpt_t_max   0.971
_shelxl_version_number           2.014
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, 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_occupancy
Cl Cl1 0.33694(3) 0.19280(4) 0.00641(3) 0.01163(9) Uani d 1
O O1 1.1985(2) 0.4542(3) 0.6692(2) 0.0134(2) Uani d 1
O O2 0.8786(3) 0.5621(3) 0.8553(2) 0.0200(3) Uani d 1
O O3 0.3787(2) 0.9020(3) 0.3361(2) 0.0156(3) Uani d 1
O O4 0.7723(2) 1.0058(3) 0.3238(2) 0.0169(3) Uani d 1
N N1 0.9237(3) 0.4702(3) 0.2710(2) 0.0096(2) Uani d 1
C C1 0.9953(3) 0.5527(4) 0.7016(3) 0.0110(3) Uani d 1
C C2 0.9217(3) 0.6696(3) 0.5227(3) 0.0087(3) Uani d 1
C C3 0.6740(3) 0.7536(3) 0.5416(3) 0.0110(3) Uani d 1
C C4 0.6157(3) 0.8998(3) 0.3881(3) 0.0100(3) Uani d 1
H H1 1.228(6) 0.381(7) 0.756(6) 0.039(9) Uiso d 1
H H2 1.049(4) 0.826(5) 0.561(4) 0.008(5) Uiso d 1
H H3 1.074(5) 0.403(6) 0.259(5) 0.023(7) Uiso d 1
H H4 0.806(5) 0.331(6) 0.226(5) 0.023(6) Uiso d 1
H H5 0.894(5) 0.539(6) 0.160(5) 0.028(7) Uiso d 1
H H6 0.669(5) 0.880(5) 0.712(4) 0.013(6) Uiso d 1
H H7 0.544(5) 0.609(6) 0.497(5) 0.020(6) Uiso d 1
H H8 0.353(5) 0.978(6) 0.245(5) 0.026(7) Uiso 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'
Cl Cl 0.1484 0.1585 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 -2 0.0413
1 2 0 0.0418
0 1 2 0.0443
1 -1 -1 0.0459
1 0 1 0.0340
0 -1 2 0.0443
-1 0 -1 0.0230
0 -2 1 0.0506
-1 -1 0 0.0228
0 2 -1 0.0406
-1 1 1 0.0439
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
C1 O1 H1 111(2) ?
C4 O3 H8 110(2) ?
C2 N1 H3 112.2(16) ?
C2 N1 H4 109.9(19) ?
H3 N1 H4 106(3) ?
C2 N1 H5 112(2) ?
H3 N1 H5 109(2) ?
H4 N1 H5 107(2) ?
O2 C1 O1 126.37(16) yes
O2 C1 C2 121.88(16) yes
O1 C1 C2 111.72(14) yes
N1 C2 C3 111.06(12) yes
N1 C2 C1 109.32(13) yes
C3 C2 C1 111.37(13) ?
N1 C2 H2 107.2(13) ?
C3 C2 H2 110.1(14) ?
C1 C2 H2 107.7(13) ?
C2 C3 C4 111.26(13) ?
C2 C3 H6 111.3(15) ?
C4 C3 H6 106.2(15) ?
C2 C3 H7 113.3(17) ?
C4 C3 H7 108.9(16) ?
H6 C3 H7 105(2) ?
O4 C4 O3 124.22(14) yes
O4 C4 C3 122.70(14) yes
O3 C4 C3 113.07(14) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.315(2) yes
O1 H1 0.81(3) ?
O2 C1 1.208(2) yes
O3 C4 1.323(2) yes
O3 H8 0.84(3) ?
O4 C4 1.209(2) yes
N1 C2 1.492(2) yes
N1 H3 0.95(3) ?
N1 H4 0.89(3) ?
N1 H5 0.92(3) ?
C1 C2 1.533(2) yes
C2 C3 1.510(3) yes
C2 H2 0.99(2) ?
C3 C4 1.513(2) yes
C3 H6 1.00(3) ?
C3 H7 0.95(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
N1 H5 O2 1_554 0.92(3) 1.93(3) 2.8030(19) 158(3)
N1 H4 O4 1_545 0.89(3) 2.14(3) 2.817(2) 132(2)
O1 H1 Cl1 1_656 0.81(3) 2.26(3) 3.0657(13) 176(3)
O3 H8 Cl1 1_565 0.84(3) 2.26(3) 3.0909(14) 173(3)
N1 H5 O4 . 0.92(3) 2.58(3) 3.099(2) 116(2)
N1 H3 Cl1 1_655 0.95(3) 2.33(3) 3.1682(15) 147(2)
N1 H4 Cl1 . 0.89(3) 2.66(3) 3.3562(15) 136(2)
C2 H2 O3 1_655 0.99(2) 2.56(2) 3.305(2) 132.1(18)
C3 H7 O1 1_455 0.95(3) 2.57(3) 3.357(2) 141(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 N1 -131.63(18) ?
O1 C1 C2 N1 50.39(19) ?
O2 C1 C2 C3 -8.5(2) ?
O1 C1 C2 C3 173.49(14) ?
N1 C2 C3 C4 -64.97(17) ?
C1 C2 C3 C4 172.92(13) yes
C2 C3 C4 O4 -21.3(2) ?
C2 C3 C4 O3 159.64(14) ?
