Structures of three salts of phthalic acid; variation in crystal packing and geometry of the hydrogen phthalate ion
Langkilde, A.; Madsen, D.; Larsen, S.; Acta Crystallographica Section B 60 (2004) 502–511; doi:10.1107/S0108768104018051

data_2102637
_publ_section_title
;
 Structures of three salts of phthalic acid; variation in crystal
 packing and geometry of the hydrogen phthalate ion
;
_journal_date_accepted           2004-07-22
_journal_date_recd_electronic    2004-01-02
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              502
_journal_page_last               511
_journal_paper_category          FA
_journal_paper_doi               10.1107/S0108768104018051
_journal_volume                  60
_journal_year                    2004
_chemical_formula_moiety         'C8 H5 O4 1-, C4 H12 N 1+'
_chemical_formula_sum            'C12 H17 N O4'
_chemical_formula_weight         239.27
_chemical_name_common            'diethylammonium hydrogen phtalate'
_chemical_name_systematic
;
 Diethylammonium hydrogen phthalate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.80(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            12
_cell_length_a                   23.289(5)
_cell_length_b                   10.279(3)
_cell_length_c                   15.298(2)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    122.4(5)
_cell_measurement_theta_max      44.96
_cell_measurement_theta_min      38.52
_cell_volume                     3654.1(14)
_computing_cell_refinement       'Enraf-Nonius Express'
_computing_data_collection       'Enraf-Nonius Express'
_computing_data_reduction        'DREADD (Blessing, 1987)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      122.4(5)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf-Nonius CAD4'
_diffrn_measurement_method       \w--2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0140
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13837
_diffrn_reflns_theta_full        74.89
_diffrn_reflns_theta_max         74.89
_diffrn_reflns_theta_min         1.90
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  167
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_meas      ?
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.215
_refine_ls_extinction_coef       0.00119(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     665
_refine_ls_number_reflns         7504
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0346
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0444P)^2^+0.8572P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0940
_reflns_number_gt                5934
_reflns_number_total             7504
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ns5001.cif
_cod_data_source_block           deaHP
_cod_original_cell_volume        3654.0(15)
_cod_original_sg_symbol_H-M      'P 21 / c'
_cod_database_code               2102637
_cod_database_fobs_code          2102637