Multicomponent supramolecular assembly of p-hydroxybenzoic acid and malonic acid: a deep insight into the formation of selective cocrystal
Yang, Jinyue; Wang, Na; Tian, Beiqian; Ji, Xiongtao; Hou, Baohong; Wang, Ting; Huang, Xin; Su, Junquan; Yang, Zhanao; Hao, Hongxun; CrystEngComm  (2020) –; doi:10.1039/D0CE00833H

data_7240930
_publ_section_title
;
 Multicomponent supramolecular assembly of p-hydroxybenzoic acid and
 malonic acid: a deep insight into the formation of selective cocrystal
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00833H
_journal_year                    2020
_chemical_formula_moiety         'C3 H4 O4, C7 H6 O3'
_chemical_formula_sum            'C10 H10 O7'
_chemical_formula_weight         242.18
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-11-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-06-09 deposited with the CCDC.	2020-07-22 downloaded from the CCDC.
;
_cell_angle_alpha                102.176(2)
_cell_angle_beta                 92.789(2)
_cell_angle_gamma                108.166(3)
_cell_formula_units_Z            2
_cell_length_a                   5.7358(2)
_cell_length_b                   7.1947(2)
_cell_length_c                   13.6224(4)
_cell_measurement_reflns_used    3491
_cell_measurement_temperature    299.57(10)
_cell_measurement_theta_max      27.2760
_cell_measurement_theta_min      3.7320
_cell_volume                     518.15(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.43d (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43d (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43d (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      299.57(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.862
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     39.00  97.00   0.50    0.18    --   12.17 178.00-180.00  116
  2  \w     39.00  97.00   0.50    0.18    --   12.17 178.00-150.00  116
  3  \w    -69.00  44.00   0.50    0.18    --   12.17 -37.00  30.00  226
  4  \w    -64.00  38.00   0.50    0.18    --   12.17 -55.00-125.00  204
  5  \w    -26.00  31.00   0.50    0.18    --  -13.81 -99.00-150.00  114
  6  \w    -99.00 -38.00   0.50    0.18    --  -13.81-178.00  90.00  122
  7  \w    -99.00 -38.00   0.50    0.18    --  -13.81-178.00   0.00  122
  8  \w    -99.00 -38.00   0.50    0.18    --  -13.81-178.00-120.00  122
  9  \w    -26.00  31.00   0.50    0.18    --  -13.81 -99.00 -30.00  114
 10  \w    -89.00  13.00   0.50    0.18    --  -13.81 -57.00 120.00  204
 11  \w    -89.00 -28.00   0.50    0.18    --  -13.81 -77.00 120.00  122
 12  \w    -14.00  88.00   0.50    0.18    --   12.17  55.00  17.00  204
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0738224000
_diffrn_orient_matrix_UB_12      0.0483106000
_diffrn_orient_matrix_UB_13      -0.0209170000
_diffrn_orient_matrix_UB_21      -0.0952356000
_diffrn_orient_matrix_UB_22      -0.0386227000
_diffrn_orient_matrix_UB_23      0.0289064000
_diffrn_orient_matrix_UB_31      0.0517688000
_diffrn_orient_matrix_UB_32      0.0871082000
_diffrn_orient_matrix_UB_33      0.0400995000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.862
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11783
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.862
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.114
_diffrn_reflns_theta_min         3.068
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68103
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.43d (Rigaku Oxford Diffraction, 2018)
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    1.552
_exptl_crystal_description       plate
_exptl_crystal_F_000             252
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2630
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0476
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0583P)^2^+0.0637P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1338
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1702
_reflns_number_total             2630
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce00833h2.cif
_cod_data_source_block           phba_malonic
_cod_database_code               7240930
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.948
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3a,H3b)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C9(H9), C13(H13), C12(H12)
2.c Idealised tetrahedral OH refined as rotating group:
 O17(H17), O15(H15)
;
_shelx_res_checksum              49139
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.560
_oxdiff_exptl_absorpt_empirical_full_min 0.723