Ternary and quaternary cocrystals of 2,7-dihydroxynaphthalene: systematic design with a large synthon module
Ahsan, Mollah Rohan; Mukherjee, Arijit; CrystEngComm  (2022) –; doi:10.1039/D2CE00735E

data_7245262
_publ_section_title
;
 Ternary and quaternary cocrystals of 2,7-dihydroxynaphthalene: systematic
 design with a large synthon module
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00735E
_journal_year                    2022
_chemical_formula_moiety         'C12 H8 N2, 2(C10 H8 O2), 2(C8 H12 N2)'
_chemical_formula_sum            'C48 H48 N6 O4'
_chemical_formula_weight         772.92
_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
_audit_block_doi                 10.5517/ccdc.csd.cc2bq0nr
_audit_creation_date             2022-06-28
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-07-05 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_cell_angle_alpha                92.098(2)
_cell_angle_beta                 98.572(2)
_cell_angle_gamma                96.260(2)
_cell_formula_units_Z            2
_cell_length_a                   9.1302(2)
_cell_length_b                   13.9867(3)
_cell_length_c                   16.3192(4)
_cell_measurement_reflns_used    15858
_cell_measurement_temperature    123
_cell_measurement_theta_max      79.4730
_cell_measurement_theta_min      4.9500
_cell_volume                     2045.45(8)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123.00
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.962
_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    -36.00  22.00   0.50    2.00    --    0.00 -57.00  90.00  116
  2  \w    -32.00  65.00   0.50    2.00    --    0.00  82.00 120.00  194
  3  \w    -18.00  87.00   0.50    2.00    --    0.00  37.00 -30.00  210
  4  \w    -88.00 -54.00   0.50    2.00    --    0.00 -57.00  90.00   68
  5  \w    -26.00   5.00   0.50    2.00    --    0.00 -37.00   0.00   62
  6  \w    -23.00  19.00   0.50    2.00    --    0.00  57.00 -90.00   84
  7  \w     83.00 109.00   0.50    3.00    --  107.20  15.00   0.00   52
  8  \w     18.00 124.00   0.50    3.00    --  107.20 -61.00   0.00  212
  9  \w     83.00 109.00   0.50    3.00    --  107.20 -82.00-180.00   52
 10  \w     19.00 139.00   0.50    3.00    --  107.20 -82.00 120.00  240
 11  \w     86.00 112.00   0.50    3.00    --  107.20 -82.00 -90.00   52
 12  \w     29.00 133.00   0.50    3.00    --  107.20 -15.00  90.00  208
 13  \w     80.00 197.00   0.50    3.00    --  107.20  15.00 120.00  234
 14  \w     62.00 132.00   0.50    3.00    --  107.20 -61.00-150.00  140
 15  \w     46.00 131.00   0.50    3.00    --  107.20 -61.00 120.00  170
 16  \w    130.00 184.00   0.50    3.00    --  107.20  15.00   0.00  108
 17  \w     34.00  60.00   0.50    3.00    --  107.20 -61.00-150.00   52
 18  \w     87.00 130.00   0.50    3.00    --  107.20  77.00  30.00   86
 19  \w    145.00 197.00   0.50    3.00    --  107.20  77.00  30.00  104
 20  \w     77.00 135.00   0.50    3.00    --  107.20 -82.00-150.00  116
 21  \w     94.00 119.00   0.50    3.00    --  107.20 -82.00  60.00   50
 22  \w     38.00  64.00   0.50    3.00    --  107.20 -37.00 107.00   52
 23  \w     19.00 140.00   0.50    3.00    --  107.20 -82.00   0.00  242
 24  \w     78.00 103.00   0.50    3.00    --  107.20 -82.00  90.00   50
 25  \w    102.00 197.00   0.50    3.00    --  107.20  30.00  60.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1005147000
_diffrn_orient_matrix_UB_12      0.0696770000
_diffrn_orient_matrix_UB_13      -0.0447837000
_diffrn_orient_matrix_UB_21      0.1382313000
_diffrn_orient_matrix_UB_22      0.0725456000
_diffrn_orient_matrix_UB_23      -0.0036315000
_diffrn_orient_matrix_UB_31      0.0174053000
_diffrn_orient_matrix_UB_32      -0.0468582000
_diffrn_orient_matrix_UB_33      -0.0843911000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23582
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.467
_diffrn_reflns_theta_min         4.090
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
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    1.255
_exptl_crystal_description       block
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0016(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     711
_refine_ls_number_reflns         8622
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0489
_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^)+(0.0769P)^2^+0.5648P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1398
_refine_ls_wR_factor_ref         0.1422
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7872
_reflns_number_total             8622
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00735e2.cif
_cod_data_source_block           exp_976_dhn-5-25c
_cod_database_code               7245262
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.938
_shelx_estimated_absorpt_t_min   0.882
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Uiso: H23(0.04606)
3.a Aromatic/amide H refined with riding coordinates:
 C29(H29)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              64145
_shelx_hkl_checksum              84358
_shelx_fab_checksum              58938
_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 1.699
_oxdiff_exptl_absorpt_empirical_full_min 0.645