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_7245258
_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, C10 H8 O2, C8 H12 N2'
_chemical_formula_sum            'C30 H28 N4 O2'
_chemical_formula_weight         476.56
_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
_audit_block_doi                 10.5517/ccdc.csd.cc2bpy33
_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
;
2022-06-28 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.8660(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.0924(2)
_cell_length_b                   12.3143(2)
_cell_length_c                   14.7809(2)
_cell_measurement_reflns_used    7999
_cell_measurement_temperature    123.00
_cell_measurement_theta_max      78.7480
_cell_measurement_theta_min      4.9320
_cell_volume                     2374.44(6)
_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 1.000
_diffrn_measured_fraction_theta_max 0.984
_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     37.00  85.00   0.50    0.71    --    0.00  82.00 150.00   96
  2  \w    -15.00  22.00   0.50    0.71    --    0.00  37.00  30.00   74
  3  \w    -23.00   3.00   0.50    0.71    --    0.00  57.00  90.00   52
  4  \w    -28.00  26.00   0.50    0.71    --    0.00  82.00 150.00  108
  5  \w     26.00  88.00   0.50    0.71    --    0.00  57.00  90.00  124
  6  \w     29.00  89.00   0.50    0.71    --    0.00  37.00  30.00  120
  7  \w     25.00  52.00   0.50    2.85    --  107.20 -61.00 120.00   54
  8  \w     18.00  92.00   0.50    2.85    --  107.20 -30.00 -60.00  148
  9  \w     19.00 140.00   0.50    2.85    --  107.20 -82.00 120.00  242
 10  \w     66.00 101.00   0.50    2.85    --  107.20 -30.00-180.00   70
 11  \w     89.00 116.00   0.50    2.85    --  107.20 -82.00 -30.00   54
 12  \w     20.00 137.00   0.50    2.85    --  107.20 -77.00 -90.00  234
 13  \w     28.00 133.00   0.50    2.85    --  107.20 -82.00  30.00  210
 14  \w     29.00 134.00   0.50    2.85    --  107.20 -15.00 120.00  210
 15  \w     86.00 121.00   0.50    2.85    --  107.20 -30.00  30.00   70
 16  \w    147.00 193.00   0.50    2.85    --  107.20  61.00  90.00   92
 17  \w     53.00  80.00   0.50    2.85    --  107.20 -30.00  30.00   54
 18  \w     73.00 135.00   0.50    2.85    --  107.20 -82.00-150.00  124
 19  \w     85.00 144.00   0.50    2.85    --  107.20  61.00  90.00  118
 20  \w     36.00  97.00   0.50    2.85    --  107.20 -61.00  30.00  122
 21  \w     60.00 131.00   0.50    2.85    --  107.20 -61.00 120.00  142
 22  \w    108.00 135.00   0.50    2.85    --  107.20 -82.00-180.00   54
 23  \w     85.00 110.00   0.50    2.85    --  107.20 -82.00 -60.00   50
 24  \w     18.00 197.00   0.50    2.85    --  107.20   0.00-180.00  358
;
_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      -0.1157608000
_diffrn_orient_matrix_UB_12      -0.0011878000
_diffrn_orient_matrix_UB_13      -0.0290020000
_diffrn_orient_matrix_UB_21      -0.0218287000
_diffrn_orient_matrix_UB_22      -0.0335469000
_diffrn_orient_matrix_UB_23      0.0968943000
_diffrn_orient_matrix_UB_31      -0.0072725000
_diffrn_orient_matrix_UB_32      0.1205631000
_diffrn_orient_matrix_UB_33      0.0267771000
_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  0.0320
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12575
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.746
_diffrn_reflns_theta_min         4.939
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.676
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69114
_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            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.00061(10)
_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   1.089
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         2557
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0386
_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^)+(0.0489P)^2^+1.6906P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1054
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2393
_reflns_number_total             2557
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00735e2.cif
_cod_data_source_block           exp_1067_amr_17-meno2
_cod_database_code               7245258
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.935
_shelx_estimated_absorpt_t_min   0.877
_olex2_refinement_description
;
;
_shelx_res_checksum              8083
_shelx_hkl_checksum              44955
_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 1.709
_oxdiff_exptl_absorpt_empirical_full_min 0.617