Crystal structure and Hirshfeld surface analysis of 1-carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium chloride 2-ammonio-3-(3,4-dihydroxyphenyl)propanoate: a new polymorph of <small>L</small>-dopa HCl and isotypic with its bromide counterpart
Kathiravan, Perumal; Balakrishnan, Thangavelu; Venkatesan, Perumal; Ramamurthi, Kandasamy; Percino, María Judith; Thamotharan, Subbiah; Acta Crystallographica Section E 72 (2016) 1628–1632; doi:10.1107/S2056989016016789

data_2241898
_publ_section_title
;
 Crystal structure and Hirshfeld surface analysis of
 1-carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium chloride
 2-ammonio-3-(3,4-dihydroxyphenyl)propanoate: a new polymorph of
 <small>L</small>-dopa HCl and isotypic with its bromide counterpart
;
_journal_coeditor_code           SU5331
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1628
_journal_page_last               1632
_journal_paper_doi               10.1107/S2056989016016789
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          'C9 H12 N O4 +, Cl -, C9 H11 N O4'
_chemical_formula_moiety         'C9 H12 N O4 +, Cl -, C9 H11 N O4'
_chemical_formula_sum            'C18 H23 Cl N2 O8'
_chemical_formula_weight         430.83
_chemical_name_systematic
;
1-Carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium chloride
2-ammonio-3-(3,4-dihydroxyphenyl)propanoate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'I 2y'
_space_group_name_H-M_alt        'I 1 2 1'
_symmetry_space_group_name_Hall  'I 2y'
_symmetry_space_group_name_H-M   'I 1 2 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 98.140(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.1768(3)
_cell_length_b                   5.4349(3)
_cell_length_c                   28.7651(16)
_cell_measurement_reflns_used    7161
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.07
_cell_measurement_theta_min      3.80
_cell_volume                     955.92(9)
_computing_cell_refinement
;
APEX2/SAINT (Bruker, 2004)
;
_computing_data_collection
;
APEX2 (Bruker, 2004)
;
_computing_data_reduction
;
SAINT/XPREP (Bruker, 2004)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>,  2006)
;
_computing_publication_material
;
<i>SHELXL2014/7</i> (Sheldrick, 2015) and publCIF (Westrip,
2010)
;
_computing_structure_refinement
;
<i>SHELXL2014/7</i> (Sheldrick, 2015)
;
_computing_structure_solution
'structure solution -- isomorphous replacement'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.840
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       '\w and \f scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            14303
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.525
_diffrn_reflns_theta_min         2.861
_exptl_absorpt_coefficient_mu    0.251
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_correction_T_min  0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2004)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_description       block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.571
_refine_diff_density_min         -0.207
_refine_ls_abs_structure_Flack   0.033(17)
_refine_ls_extinction_coef
;
 Flack x determined using 1021 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2982
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0348
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0541P)^2^+0.2360P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0880
_refine_ls_wR_factor_ref         0.0936
_reflns_number_gt                2623
_reflns_number_total             2982
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            su5331sup1.cif
_cod_data_source_block           I
_cod_database_code               2241898
_shelx_estimated_absorpt_t_min   0.929
_shelx_estimated_absorpt_t_max   0.952
_shelx_hkl_checksum              98747
_shelx_res_checksum              33961
_cod_database_fobs_code 2241898