Anti-Inflammatory Drugs. III. Salts of Diclofenac with <i>N</i>-(2-Hydroxyethyl)piperidine, <i>N</i>-(2-Hydroxyethyl)morpholine and <i>N</i>-(2-Hydroxyethyl)piperazine
Castellari, C.; Sabatino, P.; Acta Crystallographica Section C 52 (1996) 1708–1712; doi:10.1107/S0108270196000571

data_2005093
_publ_section_title
;
 Anti-Inflammatory Drugs. III. Salts of Diclofenac with
 <i>N</i>-(2-Hydroxyethyl)piperidine,
 <i>N</i>-(2-Hydroxyethyl)morpholine and
 <i>N</i>-(2-Hydroxyethyl)piperazine
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1708
_journal_page_last               1712
_journal_paper_doi               10.1107/S0108270196000571
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C6 H15 N2 O 1+, C14 H10 Cl2 N O2 1-'
_chemical_formula_moiety         'C6 H15 N2 O 1+, C14 H10 Cl2 N O2 1-'
_chemical_formula_sum            'C20 H25 Cl2 N3 O3'
_chemical_formula_weight         426.33
_chemical_name_systematic
;
N-(2-hydroxyethyl)piperazinium[2-[(2,6-dichlorophenyl)amino]phenyl]acetate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 91.66(4)
_cell_angle_gamma                90.00(3)
_cell_formula_units_Z            4
_cell_length_a                   9.681(5)
_cell_length_b                   13.083(4)
_cell_length_c                   16.582(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11.63
_cell_measurement_theta_min      8
_cell_volume                     2099.3(14)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_molecular_graphics    'SCHAKAL92 (Keller, 1992)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf Nonius CAD-4'
_diffrn_measurement_method       'profile data from \w'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_sigmaI/netI    0.0995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5206
_diffrn_reflns_theta_max         27.97
_diffrn_reflns_theta_min         2.62
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_time  160
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.335
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      1.35(2)
_exptl_crystal_density_method
'flotation in a 1-bromo-2-chloroethane/p-xylene mixture'
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.43
_refine_diff_density_min         -0.31
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.011
_refine_ls_goodness_of_fit_obs   1.185
_refine_ls_hydrogen_treatment
'H atoms riding except for H1, H11 and H25 for which all parameters refined'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     288
_refine_ls_number_reflns         5037
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.018
_refine_ls_restrained_S_obs      1.187
_refine_ls_R_factor_all          0.1858
_refine_ls_R_factor_obs          0.0422
_refine_ls_shift/esd_max         -0.090
_refine_ls_shift/esd_mean        0.011
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
calc w = 1/[\s^2^(F~o~^2^) + (0.066P)^2^ + 0.62P]
where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_all         0.1590
_refine_ls_wR_factor_obs         0.1102
_reflns_number_observed          1942
_reflns_number_total             5042
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            bm1046.cif
_cod_data_source_block           3
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               2005093