Bis(nateglinide) hydronium chloride, and its unique self-assembly into extended polymeric arrays <i>via</i> O—H···O, N—H···Cl and O—H···Cl hydrogen bonds
Limor Tessler; Israel Goldberg; Acta Crystallographica Section C 61 (2005) o738–o740; doi:10.1107/S0108270105037558

data_2015158
_publ_section_title
;
 Bis(nateglinide) hydronium chloride, and its unique self-assembly into
 extended polymeric arrays <i>via</i> O---H&#x00B7;&#x00B7;&#x00B7;O,
 N---H&#x00B7;&#x00B7;&#x00B7;Cl and O---H&#x00B7;&#x00B7;&#x00B7;Cl
 hydrogen bonds
;
_journal_coeditor_code           GG1291
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o738
_journal_page_last               o740
_journal_paper_doi               10.1107/S0108270105037558
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'H3 O +, 2C19 H27 N O3, Cl -'
_chemical_formula_moiety         'H3 O +, 2C19 H27 N O3, Cl -'
_chemical_formula_sum            'C38 H57 Cl N2 O7'
_chemical_formula_weight         689.31
_chemical_name_systematic
;
hydronium bis[(-)-N-(trans-4-isopropylcyclohexanecarbonyl)-D-phenylalanine]
chloride
;
_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                90.00
_cell_angle_beta                 110.2998(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.0121(2)
_cell_length_b                   19.6631(3)
_cell_length_c                   15.3773(2)
_cell_measurement_reflns_used    8475
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.87
_cell_measurement_theta_min      1.55
_cell_volume                     3973.63(10)
_computing_cell_refinement       'Denzo (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius, 1999)'
_computing_data_reduction        Denzo
_computing_molecular_graphics
;
ORTEPIII (Burnett & Johnson, 1996) and
 MERCURY (Bruno <i>et al.</i>,  2002)
;
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare <i>et al.</i>,  1994)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean '56 microns'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       '1\% \f and \w scans'
_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  0.0710
_diffrn_reflns_av_sigmaI/netI    0.0893
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29123
_diffrn_reflns_theta_full        27.87
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         1.55
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.152
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.237
_refine_ls_abs_structure_details 'Flack (1983), 6258 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.01(4)
_refine_ls_extinction_coef       0.0041(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     931
_refine_ls_number_reflns         15992
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0553
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0461P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1151
_reflns_number_gt                11365
_reflns_number_total             15992
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            gg1291.cif
_cod_data_source_block           I
_cod_original_cell_volume        3973.62(10)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2015158
_cod_database_fobs_code          2015158