Modulating some photophysical properties of cocrystals
Marasinghe, Aloka A.; Averkiev, Boris B.; Aakeröy, Christer B.; CrystEngComm  (2026) –; doi:10.1039/D6CE00063K

data_7251818
_publ_section_title
;
 Modulating some photophysical properties of cocrystals
;
_journal_issue                   16
_journal_name_full               CrystEngComm
_journal_page_first              2548
_journal_page_last               2559
_journal_paper_doi               10.1039/D6CE00063K
_journal_volume                  28
_journal_year                    2026
_chemical_formula_moiety         'C9 H11 N O2, C8 H9 N3 O3'
_chemical_formula_sum            'C17 H20 N4 O5'
_chemical_formula_weight         360.37
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-10-11
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_audit_update_record
;
2025-12-21 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.240(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.7360(4)
_cell_length_b                   4.91439(11)
_cell_length_c                   21.9254(5)
_cell_measurement_reflns_used    2846
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      75.2420
_cell_measurement_theta_min      4.0570
_cell_volume                     1784.69(7)
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.934
_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    -94.00 -67.00   0.50   25.00    --  -50.59-142.00  67.00   54
  2  \w    -98.00 -49.00   0.50   25.00    --  -50.59 142.00 124.00   98
  3  \w   -106.00 -79.00   0.50   25.00    --  -50.59-128.00-121.00   54
  4  \w     49.00  84.00   0.50   25.00    --   50.59-142.00  67.00   70
  5  \w   -115.00 -73.00   0.50   25.00    --  -50.59-125.00  90.00   84
  6  \w    -93.00 -46.00   0.50   25.00    --  -50.59   0.00   0.00   94
  7  \w    -20.00  21.00   0.50   25.00    --  -50.59  19.00-120.00   82
  8  \w     42.00  67.00   0.50   25.00    --   50.59-128.00-121.00   50
  9  \w     -7.00  25.00   0.50   25.00    --   50.59 -19.00-120.00   64
 10  \w     -8.00  25.00   0.50   25.00    --   50.59 -19.00-150.00   66
 11  \w   -109.00 -84.00   0.50  130.00    --  -90.00-142.00  67.00   50
 12  \w   -149.00 -78.00   0.50  130.00    --  -90.00-128.00-121.00  142
 13  \w    -43.00 -18.00   0.50  130.00    --  -90.00  45.00-180.00   50
 14  \w    -51.00 -25.00   0.50  130.00    --  -90.00  45.00 -30.00   52
 15  \w     43.00 114.00   0.50  130.00    --  111.50-128.00-121.00  142
 16  \w     78.00 124.00   0.50  130.00    --  111.50-142.00  67.00   92
 17  \w    111.00 136.00   0.50  130.00    --  111.50 128.00 -46.00   50
 18  \w    104.00 129.00   0.50  130.00    --  111.50 142.00 124.00   50
 19  \w     46.00  72.00   0.50  130.00    --  111.50-142.00  67.00   52
 20  \w     41.00  66.00   0.50  130.00    --  111.50 -61.00   0.00   50
 21  \w     78.00 104.00   0.50  130.00    --  111.50 -94.00-150.00   52
 22  \w    144.00 171.00   0.50  130.00    --  111.50  45.00-120.00   54
 23  \w     41.00  66.00   0.50  130.00    --  111.50 -61.00-120.00   50
 24  \w    108.00 143.00   0.50  130.00    --  111.50  45.00-120.00   70
 25  \w     43.00  84.00   0.50  130.00    --  111.50 -94.00-120.00   82
 26  \w    140.00 178.00   0.50  130.00    --  111.50 125.00  60.00   76
 27  \w     42.00  70.00   0.50  130.00    --  111.50 -61.00 -60.00   56
 28  \w     98.00 134.00   0.50  130.00    --  111.50 125.00  60.00   72
 29  \w     73.00 106.00   0.50  130.00    --  111.50 -94.00  60.00   66
 30  \w     42.00  67.00   0.50  130.00    --  111.50 -61.00  60.00   50
 31  \w    125.00 163.00   0.50  130.00    --  111.50  77.00 -60.00   76
 32  \w     83.00 108.00   0.50  130.00    --  111.50-112.00 -98.25   50
 33  \w     85.00 111.00   0.50  130.00    --  111.50-125.00   0.00   52
 34  \w     45.00  71.00   0.50  130.00    --  111.50 -94.00  60.00   52
 35  \w     65.00 107.00   0.50  130.00    --  111.50   0.00 120.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0644331000
_diffrn_orient_matrix_UB_12      -0.0319369000
_diffrn_orient_matrix_UB_13      0.0430812000
_diffrn_orient_matrix_UB_21      -0.0032341000
_diffrn_orient_matrix_UB_22      0.3115092000
_diffrn_orient_matrix_UB_23      0.0072804000
_diffrn_orient_matrix_UB_31      -0.0669514000
_diffrn_orient_matrix_UB_32      0.0159335000
_diffrn_orient_matrix_UB_33      -0.0559792000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            13114
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.512
_diffrn_reflns_theta_min         3.116
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.841
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light orange'
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_description       plate
_exptl_crystal_F_000             760
_exptl_crystal_recrystallization_method 'crystallized from methanol'
_exptl_crystal_size_max          0.282
_exptl_crystal_size_mid          0.037
_exptl_crystal_size_min          0.004
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.0016(3)
_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   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3662
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0493
_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^)+(0.0860P)^2^+0.2496P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1331
_refine_ls_wR_factor_ref         0.1508
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2689
_reflns_number_total             3662
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6ce00063k2.cif
_cod_data_source_block           exp_777_auto
_cod_depositor_comments
'Adding full bibliography for 7251818--7251826.cif.'
_cod_original_cell_volume        1784.68(7)
_cod_database_code               7251818
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C17H20N4O5
_shelx_estimated_absorpt_t_max   0.997
_shelx_estimated_absorpt_t_min   0.797
_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 C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C6(H6), C15(H15), C16(H16), C18(H18)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C)
;
_shelx_res_checksum              43643
_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 1.493
_oxdiff_exptl_absorpt_empirical_full_min 0.470