Tramadol hydrochloride–benzoic acid (1/1)
Siddaraju, B. P.; Jasinski, Jerry P.; Golen, James A.; Yathirajan, H. S.; Raju, C. R.; Acta Crystallographica Section E 67 (2011) o2351–; doi:10.1107/S1600536811032181

data_2231443
_publ_section_title
;
 Tramadol hydrochloride--benzoic acid (1/1)
;
_journal_coeditor_code           BV2189
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2351
_journal_paper_doi               10.1107/S1600536811032181
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C16 H26 N O2 +, Cl -, C7 H6 O2'
_chemical_formula_moiety         'C16 H26 N O2 +, Cl -, C7 H6 O2'
_chemical_formula_sum            'C23 H32 Cl N O4'
_chemical_formula_weight         421.95
_chemical_name_common
;
Tramadol hydrochloride-Benzoic acid (1/1)
;
_chemical_name_systematic
;
[2-hydroxy-2-(3-methoxyphenyl)cyclohexylmethyl]dimethylazanium
chloride; benzoic acid
;
_space_group_IT_number           7
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P -2yc'
_symmetry_space_group_name_H-M   'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 101.646(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.9721(2)
_cell_length_b                   10.4086(2)
_cell_length_c                   12.5189(3)
_cell_measurement_reflns_used    8856
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      32.33
_cell_measurement_theta_min      3.22
_cell_volume                     1145.03(4)
_computing_cell_refinement
'<i>CrysAlis PRO</i> (Oxford Diffraction, 2010)'
_computing_data_collection
'<i>CrysAlis PRO</i> (Oxford Diffraction, 2010)'
_computing_data_reduction
'<i>CrysAlis RED</i> (Oxford Diffraction, 2010)'
_computing_molecular_graphics    '<i>SHELXTL</i> (Sheldrick, 2008)'
_computing_publication_material  '<i>SHELXTL</i> (Sheldrick, 2008)'
_computing_structure_refinement  '<i>SHELXL97</i> (Sheldrick, 2008)'
_computing_structure_solution    '<i>SHELXS97</i> (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 16.1500
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur Eos Gemini'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0136
_diffrn_reflns_av_sigmaI/netI    0.0167
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11101
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         28.69
_diffrn_reflns_theta_min         3.23
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  0.9530
_exptl_absorpt_correction_T_min  0.9229
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis RED; Oxford Diffraction, 2010)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.143
_refine_ls_abs_structure_details 'Flack (1983), <b>2397 Friedel pairs</b>'
_refine_ls_abs_structure_Flack   -0.02(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         5354
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0285
_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^)+(0.0432P)^2^+0.0915P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0751
_refine_ls_wR_factor_ref         0.0771
_reflns_number_gt                5067
_reflns_number_total             5354
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            bv2189.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     'P -2yc '
_cod_original_sg_symbol_H-M      'P c'
_cod_database_code               2231443
_cod_database_fobs_code          2231443