Co-crystallization of organic chromophore roseolumiflavin and effect on its optical characteristics
Haj Hassani Sohi, Takin; Maass, Felix Lasse Timon; Czekelius, Constantin; Suta, Markus; Vasylyeva, Vera; CrystEngComm  (2022) –; doi:10.1039/D2CE00589A

data_7245236
_publ_section_title
;
 Co-crystallization of organic chromophore roseolumiflavin and effect on
 its optical characteristics
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00589A
_journal_year                    2022
_chemical_formula_moiety         'C14 H15 N5 O2, C4 H6 N4'
_chemical_formula_sum            'C18 H21 N9 O2'
_chemical_formula_weight         395.44
_chemical_name_common            'roseolumiflavin 2,4-diaminopyrimidine'
_chemical_name_systematic
'8-(dimethylamino)-7,10-dimethylbenzo[g]pteridine-2,4(3H,10H)-dione 2,4-diaminopyrimidine'
_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   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2021-11-30
_audit_creation_method
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_audit_update_record
;
2022-04-24 deposited with the CCDC.	2022-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                87.548(5)
_cell_angle_beta                 74.813(5)
_cell_angle_gamma                65.130(6)
_cell_formula_units_Z            2
_cell_length_a                   8.0245(5)
_cell_length_b                   8.4915(5)
_cell_length_c                   14.9566(7)
_cell_measurement_reflns_used    2623
_cell_measurement_temperature    100.01(13)
_cell_measurement_theta_max      77.1500
_cell_measurement_theta_min      3.0740
_cell_volume                     889.69(10)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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_environment      N~2~
_diffrn_ambient_temperature      100.01(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.935
_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    -98.00 -57.00   0.50   30.00    --  -51.27 141.00   8.00   82
  2  \w   -123.00 -71.00   0.50   30.00    --  -51.27-129.00 123.00  104
  3  \w    -79.00 -51.00   0.50   30.00    --  -51.27 129.00-163.00   56
  4  \w   -109.00 -64.00   0.50   30.00    --  -51.27-141.00 -49.00   90
  5  \w     62.00  98.00   0.50   30.00    --   51.27-141.00 -49.00   72
  6  \w     39.00  64.00   0.50   30.00    --   51.27-129.00 123.00   50
  7  \w   -110.00 -65.00   0.50  100.00    --  -90.00-141.00 -49.00   90
  8  \w    -69.00 -37.00   0.50  100.00    --  -90.00 129.00-163.00   64
  9  \w    -84.00 -58.00   0.50  100.00    --  -90.00 141.00   8.00   52
 10  \w     84.00 150.00   0.50  100.00    --  109.91 141.00   8.00  132
 11  \w     82.00 112.00   0.50  100.00    --  109.91-129.00 123.00   60
 12  \w     62.00  89.00   0.50  100.00    --  109.91-141.00 -49.00   54
 13  \w     97.00 148.00   0.50  100.00    --  109.91 129.00-163.00  102
 14  \w     92.00 124.00   0.50  100.00    --  109.91-141.00 -49.00   64
 15  \w    -31.00  11.00   0.50   30.00    --  -51.27  19.00 150.00   84
 16  \w    -18.00   7.00   0.50   30.00    --  -51.27  19.00 -90.00   50
 17  \w    -22.00   5.00   0.50   30.00    --  -51.27  19.00 -60.00   54
 18  \w   -104.00 -76.00   0.50   30.00    --  -51.27-125.00 -30.00   56
 19  \w    -48.00  19.00   0.50   30.00    --  -51.27  38.00-150.00  134
 20  \w    -23.00   2.00   0.50   30.00    --  -51.27  19.00-180.00   50
 21  \w    -48.00 -21.00   0.50  100.00    --  -90.00  38.00 -30.00   54
 22  \w    -48.00 -20.00   0.50  100.00    --  -90.00  38.00-180.00   56
 23  \w   -160.00-106.00   0.50  100.00    --  -90.00 -38.00 120.00  108
 24  \w    -48.00 -23.00   0.50  100.00    --  -90.00  38.00 -90.00   50
 25  \w    -69.00 -19.00   0.50  100.00    --  -90.00  57.00  60.00  100
 26  \w    -46.00 -19.00   0.50  100.00    --  -90.00  38.00  60.00   54
 27  \w   -136.00-106.00   0.50  100.00    --  -90.00   0.00 -30.00   60
 28  \w   -140.00-115.00   0.50  100.00    --  -90.00-129.00 123.00   50
 29  \w    -64.00 -18.00   0.50  100.00    --  -90.00  57.00   0.00   92
 30  \w   -119.00 -89.00   0.50  100.00    --  -90.00 -19.00-180.00   60
 31  \w   -162.00-135.00   0.50  100.00    --  -90.00 -19.00-180.00   54
 32  \w    -71.00 -32.00   0.50  100.00    --  -90.00  57.00 120.00   78
 33  \w    -48.00 -22.00   0.50  100.00    --  -90.00  38.00-120.00   52
 34  \w    -46.00 -19.00   0.50  100.00    --  -90.00  38.00-150.00   54
 35  \w     95.00 123.00   0.50  100.00    --  109.91 125.00 -30.00   56
 36  \w     45.00 103.00   0.50  100.00    --  109.91-125.00-150.00  116
 37  \w     57.00 111.00   0.50  100.00    --  109.91-125.00-120.00  108
 38  \w     72.00 106.00   0.50  100.00    --  109.91-125.00  30.00   68
 39  \w    117.00 174.00   0.50  100.00    --  109.91  38.00 -60.00  114
 40  \w     64.00  90.00   0.50  100.00    --  109.91 -77.00 -60.00   52
 41  \w     38.00  96.00   0.50  100.00    --  109.91 -77.00 -90.00  116
 42  \w     79.00 105.00   0.50  100.00    --  109.91 -99.00 120.00   52
 43  \w     38.00  75.00   0.50  100.00    --  109.91 -99.00 120.00   74
 44  \w    142.00 168.00   0.50  100.00    --  109.91 125.00 -30.00   52
 45  \w     78.00 104.00   0.50  100.00    --  109.91 -99.00  30.00   52
 46  \w     47.00  74.00   0.50  100.00    --  109.91 -77.00 -30.00   54
 47  \w     42.00  79.00   0.50  100.00    --  109.91 -77.00 120.00   74
 48  \w     70.00  97.00   0.50  100.00    --  109.91 -77.00-120.00   54
 49  \w     79.00 106.00   0.50  100.00    --  109.91-125.00  60.00   54
 50  \w     45.00  70.00   0.50  100.00    --  109.91 -99.00  30.00   50
 51  \w     42.00  67.00   0.50  100.00    --  109.91 -77.00-120.00   50
 52  \w     81.00  82.00   0.50  100.00    --  109.91 -99.00  90.00    2
;
_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      -0.0248521000
_diffrn_orient_matrix_UB_12      -0.0571162000
_diffrn_orient_matrix_UB_13      0.0999605000
_diffrn_orient_matrix_UB_21      0.1213569000
_diffrn_orient_matrix_UB_22      -0.1914926000
_diffrn_orient_matrix_UB_23      -0.0380638000
_diffrn_orient_matrix_UB_31      0.1814635000
_diffrn_orient_matrix_UB_32      0.0171435000
_diffrn_orient_matrix_UB_33      0.0042596000
_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  0.0586
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12348
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.995
_diffrn_reflns_theta_min         3.071
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.854
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.929
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orangish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_description       needle
_exptl_crystal_F_000             416
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: methanol'
_exptl_crystal_size_max          0.062
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         3599
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0557
_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^)+(0.0958P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1419
_refine_ls_wR_factor_ref         0.1678
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2285
_reflns_number_total             3599
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00589a2.cif
_cod_data_source_block           R_C
_cod_database_code               7245236
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C18H21N9O2
_chemical_oxdiff_usercomment     'solvent methanol'
_olex2_refinement_description
;
;
_shelx_res_checksum              75983
_shelx_hkl_checksum              85420
_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 1.845
_oxdiff_exptl_absorpt_empirical_full_min 0.617