From discovery to scale-up: α-lipoic acid : nicotinamide co-crystals in a continuous oscillatory baffled crystalliser
Zhao, Lihua; Raval, Vishal; Briggs, Naomi E. B.; Bhardwaj, Rajni M.; McGlone, Thomas; Oswald, Iain D. H.; Florence, Alastair J.; CrystEngComm 16 (2014) 5769–; doi:10.1039/c4ce00154k

data_7216546
_publ_section_title
;
 From discovery to scale-up: \a-lipoic acid&#x2009;:&#x2009;nicotinamide
 co-crystals in a continuous oscillatory baffled crystalliser
;
_journal_issue                   26
_journal_name_full               CrystEngComm
_journal_page_first              5769
_journal_paper_doi               10.1039/c4ce00154k
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C8 H14 O2 S2, C6 H6 N2 O'
_chemical_formula_sum            'C14 H20 N2 O3 S2'
_chemical_formula_weight         328.44
_chemical_name_common            'alpha lipoicacid nicotinamide co-crystal'
_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                 90.598(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            12
_cell_length_a                   26.292(2)
_cell_length_b                   5.2948(4)
_cell_length_c                   34.158(3)
_cell_measurement_reflns_used    7742
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      25.57
_cell_measurement_theta_min      3.10
_cell_volume                     4754.9(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\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  0.0522
_diffrn_reflns_av_sigmaI/netI    0.0509
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            33254
_diffrn_reflns_theta_full        25.76
_diffrn_reflns_theta_max         25.76
_diffrn_reflns_theta_min         1.19
_exptl_absorpt_coefficient_mu    0.347
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6049
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2088
_exptl_crystal_size_max          0.151
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.029
_refine_diff_density_max         1.411
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     752
_refine_ls_number_reflns         9068
_refine_ls_number_restraints     873
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.1089
_refine_ls_R_factor_gt           0.0733
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1251P)^2^+4.1690P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1832
_refine_ls_wR_factor_ref         0.2147
_reflns_number_gt                6027
_reflns_number_total             9068
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            c4ce00154k2.cif
_cod_data_source_block           ALA_NIC
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 7216546.cif.
;
_cod_original_cell_volume        4754.9(6)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7216546