New Schiff base salts as sources of blue and green light in the solid state: the role of the anion and protonation
Sobczak, Paulina; Sierański, Tomasz; Świątkowski, Marcin; Trzęsowska-Kruszyńska, Agata; CrystEngComm 25 (2023) 6185–6193; doi:10.1039/D3CE00758H

data_7247582
_publ_section_title
;
 New Schiff base salts as sources of blue and green light in the solid
 state: the role of the anion and protonation
;
_journal_issue                   44
_journal_name_full               CrystEngComm
_journal_page_first              6185
_journal_page_last               6193
_journal_paper_doi               10.1039/D3CE00758H
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C15 H14 N O3, Cl, H2 O'
_chemical_formula_sum            'C15 H16 Cl N O4'
_chemical_formula_weight         309.74
_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             2022-12-08
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_audit_update_record
;
2023-07-28 deposited with the CCDC.	2023-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.1960(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.70370(10)
_cell_length_b                   20.9656(3)
_cell_length_c                   14.8427(2)
_cell_measurement_reflns_used    7863
_cell_measurement_temperature    100.00(13)
_cell_measurement_theta_max      78.5710
_cell_measurement_theta_min      3.6380
_cell_volume                     1462.65(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_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      100.00(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.936
_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    -25.00  43.00   0.50    1.50    --   49.96 -38.00 150.00  136
  2  \w     36.00 117.00   0.50    4.00    --  107.75-125.00  30.00  162
  3  \w     43.00 105.00   0.50    4.00    --  107.75 -77.00 -60.00  124
  4  \w     43.00 105.00   0.50    4.00    --  107.75 -77.00-150.00  124
  5  \w     97.00 178.00   0.50    4.00    --  107.75  19.00  30.00  162
  6  \w     93.00 178.00   0.50    4.00    --  107.75  57.00 -30.00  170
  7  \w     39.00 110.00   0.50    4.00    --  107.75 -99.00  60.00  142
  8  \w     35.00 121.00   0.50    1.50    --   49.96  57.00  90.00  172
  9  \w     28.00 114.00   0.50    1.50    --   49.96  77.00   0.00  172
 10  \w    -25.00  26.00   0.50    1.50    --   49.96 -19.00 -90.00  102
 11  \w    -26.00  25.00   0.50    1.50    --  -50.71  19.00-180.00  102
 12  \w    -43.00 -11.00   0.50    4.00    --  -86.25  38.00 -30.00   64
 13  \w    -66.00 -15.00   0.50    4.00    --  -86.25  57.00  90.00  102
 14  \w    -92.00 -15.00   0.50    4.00    --  -86.25 125.00  30.00  154
 15  \w    -92.00 -15.00   0.50    4.00    --  -86.25 125.00  90.00  154
 16  \w   -126.00 -40.00   0.50    1.50    --  -50.71 -19.00-120.00  172
 17  \w   -122.00 -36.00   0.50    1.50    --  -50.71 -57.00-180.00  172
 18  \w   -161.00-120.00   0.50    4.00    --  -86.25 -19.00-150.00   82
 19  \w   -157.00 -71.00   0.50    4.00    --  -86.25 -57.00 120.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0105595000
_diffrn_orient_matrix_UB_12      -0.0612057000
_diffrn_orient_matrix_UB_13      -0.0572196000
_diffrn_orient_matrix_UB_21      -0.0437591000
_diffrn_orient_matrix_UB_22      -0.0405274000
_diffrn_orient_matrix_UB_23      0.0849466000
_diffrn_orient_matrix_UB_31      -0.3246003000
_diffrn_orient_matrix_UB_32      0.0034836000
_diffrn_orient_matrix_UB_33      -0.0172954000
_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  0.0296
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14629
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.411
_diffrn_reflns_theta_min         3.650
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.458
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_correction_T_min  0.781
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.794
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2923
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0392
_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^)+(0.0459P)^2^+1.4067P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0992
_refine_ls_wR_factor_ref         0.1029
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2579
_reflns_number_total             2923
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ce00758h2.cif
_cod_data_source_block           ps10_1
_cod_depositor_comments
'Adding full bibliography for 7247579--7247585.cif.'
_cod_database_code               7247582
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C15 H16 Cl1 N1 O4'
_shelx_estimated_absorpt_t_max   0.952
_shelx_estimated_absorpt_t_min   0.602
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2.a Riding coordinates:
 O4(H4A,H4B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1A), C6(H6), C7(H7), C13(H13), C14(H14), C8(H8), C11(H11), C10(H10),
 C4(H4), C3(H3)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_shelx_res_checksum              88071
_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 1.280
_oxdiff_exptl_absorpt_empirical_full_min 0.556