An experimental and theoretical charge density study of theophylline and malonic acid cocrystallization
Hawkins, Bryson A.; Du, Jonathan J.; Lai, Felcia; Stanton, Stephen A.; Williams, Peter A.; Groundwater, Paul W.; Platts, James A.; Overgaard, Jacob; Hibbs, David E.; RSC Advances 12 (2022) 15670–15684; doi:10.1039/D1RA08389A

data_7244971
_publ_section_title
;
 An experimental and theoretical charge density study of theophylline and
 malonic acid cocrystallization
;
_journal_issue                   25
_journal_name_full               'RSC Advances'
_journal_page_first              15670
_journal_page_last               15684
_journal_paper_doi               10.1039/D1RA08389A
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'C7 H8 N4 O2, C3 H4 O4'
_chemical_formula_sum            'C10 H12 N4 O6'
_chemical_formula_weight         284.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2021-08-31
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-10-05 deposited with the CCDC.	2022-02-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.949(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.1509(5)
_cell_length_b                   8.3690(2)
_cell_length_c                   17.4870(5)
_cell_measurement_reflns_used    10197
_cell_measurement_temperature    20(0)
_cell_measurement_theta_max      18.052
_cell_measurement_theta_min      1.061
_cell_volume                     2400.99(15)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      20(0)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'BL02B1 beamline'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.30988
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            9839
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        10.715
_diffrn_reflns_theta_max         18.052
_diffrn_reflns_theta_min         1.061
_exptl_absorpt_coefficient_mu    0.037
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_description       plate
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.804
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         9839
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0330
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0533P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0872
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7942
_reflns_number_total             9839
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ra08389a2.cif
_cod_data_source_block           shelx
_cod_database_code               7244971
_shelx_shelxl_version_number     2017/1
_olex2_refinement_description
;
1. Restrained distances
 C1-H1A
 1.083 with sigma of 0.2
 N1-H1
 1.009 with sigma of 0.2
 C7-H7A
 1.059 with sigma of 0.2
 C7-H7B
 1.059 with sigma of 0.2
 C7-H7C
 1.059 with sigma of 0.2
 C6-H6A
 1.059 with sigma of 0.2
 C6-H6B
 1.059 with sigma of 0.2
 C6-H6C
 1.059 with sigma of 0.2
 C02-H02A
 1.092 with sigma of 0.2
 C02-H02B
 1.092 with sigma of 0.2
 O01-H01
 1.015 with sigma of 0.2
 O04-H04
 1.015 with sigma of 0.2
;
_shelx_res_checksum              31961
_olex2_submission_special_instructions 'No special instructions were received'