Multicomponent Adducts of Pyridoxine: An Evaluation of the Formation of Eutectics and Molecular Salts
Ganduri, Ramesh; Cherukuvada, Suryanarayan; Guru Row, Tayur N.; Crystal Growth & Design 15 (2015) 3474–; doi:10.1021/acs.cgd.5b00546

data_4513563
_publ_section_title
;
 Multicomponent Adducts of Pyridoxine: An Evaluation of the Formation of
 Eutectics and Molecular Salts
;
_journal_issue                   7
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              3474
_journal_paper_doi               10.1021/acs.cgd.5b00546
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C8 H12 N O3, C7 H6 N O2'
_chemical_formula_sum            'C15 H18 N2 O5'
_chemical_formula_weight         306.31
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2015-06-02
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                89.049(6)
_cell_angle_beta                 89.901(8)
_cell_angle_gamma                81.410(7)
_cell_formula_units_Z            4
_cell_length_a                   6.9930(7)
_cell_length_b                   12.7693(8)
_cell_length_c                   15.8817(15)
_cell_measurement_reflns_used    2472
_cell_measurement_temperature    99.99(11)
_cell_measurement_theta_max      25.0020
_cell_measurement_theta_min      2.9920
_cell_volume                     1402.1(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0419
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -88.00   12.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.3240  -77.0000   90.0000 100

  2 omega  -48.00   52.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.3240   77.0000 -150.0000 100

  3 omega  -94.00  -34.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.3240 -179.0000 -180.0000 60

  4 omega  -20.00   65.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6208  -99.0000    0.0000 85

  5 omega  -20.00   65.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6208  -99.0000   30.0000 85

  6 omega  -50.00   67.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6208  -19.0000  -90.0000 117

  7 omega  -95.00  -34.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.3240  179.0000   30.0000 61

  8 omega  -87.00    3.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.3240  -57.0000 -180.0000 90

  9 omega  -87.00    3.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.3240  -57.0000  -30.0000 90

 10 omega  -94.00  -69.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.3240 -179.0000  -60.0000 25

 11 omega  -91.00    7.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.3240  -37.0000 -120.0000 98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Nova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0880390000
_diffrn_orient_matrix_UB_12      -0.0111611000
_diffrn_orient_matrix_UB_13      -0.0226195000
_diffrn_orient_matrix_UB_21      -0.0046141000
_diffrn_orient_matrix_UB_22      0.0546023000
_diffrn_orient_matrix_UB_23      -0.0102300000
_diffrn_orient_matrix_UB_31      0.0524463000
_diffrn_orient_matrix_UB_32      0.0071263000
_diffrn_orient_matrix_UB_33      0.0371348000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1122
_diffrn_reflns_av_unetI/netI     0.1174
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23471
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.565
_diffrn_source                   'Mova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     447
_refine_ls_number_reflns         5524
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.1383
_refine_ls_R_factor_gt           0.0826
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0476P)^2^+0.3104P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1799
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3476
_reflns_number_total             5524
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            PN-PABA.cif
_cod_data_source_block           PN-PABA
_cod_database_code               4513563
_chemical_oxdiff_formula         'C15 H18 O5 N2'
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.973
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O2-H2
 0.98 with sigma of 0.001
 N1-H1A = N3-H3A
 1.036 with sigma of 0.001
 N2-H2A = N2-H2B = N4-H4B = N4-H4A
 1.01 with sigma of 0.001
 O3-H3 = O8-H8
 0.992 with sigma of 0.001
 O7-H7 = O6-H6 = O2-H2 = O1-H1
 0.97 with sigma of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C21(H21A,H21B), C22(H22A,H22B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C20(H20), C11(H11), C12(H12), C14(H14), C15(H15), C26(H26), C27(H27),
 C29(H29), C30(H30)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C23(H23A,H23B,H23C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'