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_7245266
_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         'C16 H10, 4(C10 H8 O2), 4(C8 H12 N2), 2(H2 O)'
_chemical_formula_sum            'C88 H94 N8 O10'
_chemical_formula_weight         1423.71
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-07-08
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-07-08 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.7440(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   18.66900(10)
_cell_length_b                   8.65540(10)
_cell_length_c                   24.2320(2)
_cell_measurement_reflns_used    26416
_cell_measurement_temperature    123
_cell_measurement_theta_max      79.4380
_cell_measurement_theta_min      3.9020
_cell_volume                     3749.58(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
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_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    -30.00  21.00   0.50    0.50    --    0.00 -57.00  60.00  102
  2  \w    -80.00  19.00   0.50    0.50    --    0.00 -37.00 120.00  198
  3  \w    -32.00  30.00   0.50    0.50    --    0.00  82.00-120.00  124
  4  \w    -85.00 -16.00   0.50    0.50    --    0.00 -57.00-150.00  138
  5  \w    -16.00  23.00   0.50    0.50    --    0.00  37.00  90.00   78
  6  \w     29.00  89.00   0.50    0.50    --    0.00  37.00  90.00  120
  7  \w     18.00  86.00   0.50    1.46    --  107.20 -61.00 -60.00  136
  8  \w    108.00 197.00   0.50    1.46    --  107.20  15.00  60.00  178
  9  \w     77.00 103.00   0.50    1.46    --  107.20  77.00 -90.00   52
 10  \w     20.00 124.00   0.50    1.46    --  107.20 -61.00 150.00  208
 11  \w     18.00 110.00   0.50    1.46    --  107.20 -15.00  30.00  184
 12  \w     20.00  46.00   0.50    1.46    --  107.20 -82.00  60.00   52
 13  \w     56.00 140.00   0.50    1.46    --  107.20 -82.00  60.00  168
 14  \w     67.00 117.00   0.50    1.46    --  107.20 -82.00-120.00  100
 15  \w     50.00  79.00   0.50    1.46    --  107.20 -82.00 150.00   58
 16  \w     52.00 127.00   0.50    1.46    --  107.20 -30.00  30.00  150
 17  \w     57.00 134.00   0.50    1.46    --  107.20 -82.00   0.00  154
 18  \w     21.00  54.00   0.50    1.46    --  107.20 -82.00   0.00   66
 19  \w    107.00 132.00   0.50    1.46    --  107.20 -61.00 -60.00   50
 20  \w     97.00 123.00   0.50    1.46    --  107.20 -82.00 120.00   52
 21  \w     84.00 110.00   0.50    1.46    --  107.20 -82.00 150.00   52
 22  \w     19.00  44.00   0.50    1.46    --  107.20 -61.00 -30.00   50
 23  \w     65.00 128.00   0.50    1.46    --  107.20 -61.00 -30.00  126
 24  \w     33.00 125.00   0.50    1.46    --  107.20 -45.00 150.00  184
 25  \w     82.00 107.00   0.50    1.46    --  107.20 -82.00  30.00   50
 26  \w     96.00 121.00   0.50    1.46    --  107.20 -82.00-180.00   50
 27  \w     19.00 121.00   0.50    1.46    --  107.20 -82.00 -60.00  204
 28  \w     88.00 130.00   0.50    1.46    --  107.20  30.00  30.00   84
 29  \w    145.00 171.00   0.50    1.46    --  107.20  30.00  30.00   52
 30  \w     97.00 180.00   0.50    1.46    --  107.20  30.00   0.00  166
;
_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      -0.0182702000
_diffrn_orient_matrix_UB_12      0.1414434000
_diffrn_orient_matrix_UB_13      -0.0401893000
_diffrn_orient_matrix_UB_21      -0.0104229000
_diffrn_orient_matrix_UB_22      0.0989424000
_diffrn_orient_matrix_UB_23      0.0499679000
_diffrn_orient_matrix_UB_31      0.0835890000
_diffrn_orient_matrix_UB_32      0.0433079000
_diffrn_orient_matrix_UB_33      0.0171768000
_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  0.0358
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            45842
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.810
_diffrn_reflns_theta_min         3.899
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.661
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71911
_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    1.261
_exptl_crystal_description       block
_exptl_crystal_F_000             1516
_exptl_crystal_preparation       SDG
_exptl_crystal_recrystallization_method 'SLOW EVAPORATION'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     655
_refine_ls_number_reflns         8071
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0380
_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^)+(0.0509P)^2^+1.2002P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1025
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7520
_reflns_number_total             8071
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00735e2.cif
_cod_data_source_block           exp_970_am-r-20c
_cod_database_code               7245266
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.879
_shelx_estimated_absorpt_t_min   0.826
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C)
;
_shelx_res_checksum              97062
_shelx_hkl_checksum              54430
_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 2.038
_oxdiff_exptl_absorpt_empirical_full_min 0.569