Structure and physicochemical characterization of a naproxen–picolinamide cocrystal
Kerr, Hannah E.; Softley, Lorna K.; Suresh, Kuthuru; Hodgkinson, Paul; Evans, Ivana Radosavljevic; Acta Crystallographica Section C 73 (2017) 168–175; doi:10.1107/S2053229616011980

data_2020783
_publ_section_title
;
 Structure and physicochemical characterization of a
 naproxen--picolinamide cocrystal
;
_journal_coeditor_code           DF3001
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              168
_journal_page_last               175
_journal_paper_doi               10.1107/S2053229616011980
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C14 H14 O3, C6 H6 N2 O1'
_chemical_formula_moiety         'C14 H14 O3, C6 H6 N2 O1'
_chemical_formula_sum            'C20 H20 N2 O4'
_chemical_formula_weight         352.39
_chemical_name_common
;
Naproxen--picolinamide (1/1)
;
_chemical_name_systematic
;
(<i>S</i>)-2-(6-Methoxynaphthalen-2-yl)propanoic acid--\
pyridine-2-carboxamide (1/1)
;
_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   difmap
_atom_sites_solution_primary     other
_audit_creation_method           CRYSTALS_ver_14.61_build_5790
_cell_angle_alpha                90
_cell_angle_beta                 98.184(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.3048(5)
_cell_length_b                   31.891(3)
_cell_length_c                   10.5080(10)
_cell_measurement_reflns_used    860
_cell_measurement_temperature    120
_cell_measurement_theta_max      30.621
_cell_measurement_theta_min      1.958
_cell_volume                     1759.6(3)
_computing_cell_refinement
;
APEX2 (Bruker, 2012)
;
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_data_reduction
;
APEX2 (Bruker, 2012)
;
_computing_molecular_graphics
;
CRYSTALS (Betteridge <i>et al.</i>,  2003)
;
_computing_publication_material
;
CRYSTALS (Betteridge <i>et al.</i>,  2003)
;
_computing_structure_refinement
;
CRYSTALS (Betteridge <i>et al.</i>,  2003)
;
_computing_structure_solution
;
SIR92 (Altomare <i>et al.</i>,  1993)
;
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device       Serial
_diffrn_measurement_device_type  Unknown
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.045
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19879
_diffrn_reflns_theta_full        25.109
_diffrn_reflns_theta_max         30.621
_diffrn_reflns_theta_min         1.958
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.39
_refine_diff_density_min         -0.32
_refine_ls_abs_structure_details
;
Flack (1983), 3784 Friedel pairs
;
_refine_ls_abs_structure_Flack   0.0(12)
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9443
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     493
_refine_ls_number_reflns         5437
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1145
_refine_ls_R_factor_gt           0.0575
_refine_ls_shift/su_max          0.0003004
_refine_ls_shift/su_mean         0.0000278
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Method, Chebychev polynomial, (Watkin, 1994; Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
11.3 18.8 12.2 5.42 1.50
Prince, E. (1982). In Mathematical Techniques in Crystallography and
Materials Science. New York: Springer-Verlag.
Watkin, D. (1994). Acta Cryst. A50, 411--437.
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1025
_refine_ls_wR_factor_gt          0.0820
_refine_ls_wR_factor_ref         0.0820
_reflns_number_gt                5437
_reflns_number_total             8939
_reflns_threshold_expression     I>2.0\s(I)
_cod_data_source_file            df3001sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2020783
_cod_database_fobs_code          2020783