Influence of N-protonation on electronic properties of acridine derivatives by quantum crystallography
Pawlędzio, Sylwia; Ziemniak, Marcin; Trzybiński, Damian; Arhangelskis, Mihails; Makal, Anna; Woźniak, Krzysztof; RSC Advances 14 (2024) 5340–5350; doi:10.1039/D3RA08081A

data_7248127
_publ_section_title
;
 Influence of N-protonation on electronic properties of acridine
 derivatives by quantum crystallography
;
_journal_issue                   8
_journal_name_full               'RSC Advances'
_journal_page_first              5340
_journal_page_last               5350
_journal_paper_doi               10.1039/D3RA08081A
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'Cl, H2 O, C13 H11 N2'
_chemical_formula_sum            'C13 H13 Cl N2 O'
_chemical_formula_weight         248.70
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-01-17
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-01-23 deposited with the CCDC.	2024-01-31 downloaded from the CCDC.
;
_cell_angle_alpha                111.057(2)
_cell_angle_beta                 96.558(2)
_cell_angle_gamma                104.436(2)
_cell_formula_units_Z            2
_cell_length_a                   7.7880(5)
_cell_length_b                   8.7699(5)
_cell_length_c                   9.7291(6)
_cell_measurement_reflns_used    9427
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      48.63
_cell_measurement_theta_min      2.30
_cell_volume                     585.08(6)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            11578
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         48.76
_diffrn_reflns_theta_min         2.30
_exptl_absorpt_coefficient_mu    0.310
_exptl_absorpt_correction_T_max  0.9870
_exptl_absorpt_correction_T_min  0.9546
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0454 before and 0.0398 after correction.
The Ratio of minimum to maximum transmission is 0.9672.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_description       prism
_exptl_crystal_F_000             260.394
_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.178
_refine_diff_density_max         0.3603
_refine_diff_density_min         -0.2864
_refine_diff_density_rms         0.0366
_refine_ls_d_res_high            0.4726
_refine_ls_d_res_low             8.8456
_refine_ls_goodness_of_fit_ref   1.1780
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     193
_refine_ls_number_reflns         11578
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.1780
_refine_ls_R_factor_all          0.0186
_refine_ls_R_factor_gt           0.0139
_refine_ls_shift/su_max          0.0008
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0083P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0387
_refine_ls_wR_factor_ref         0.0426
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -16
_reflns_limit_k_max              16
_reflns_limit_k_min              -18
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                9998
_reflns_number_total             11578
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3ra08081a2.cif
_cod_data_source_block           9AA
_cod_database_code               7248127
_olex2_refinement_description
;
1. Others
 Fixed U11: H16(0.041734) H14(0.028708) H13(0.031712) H12(0.024091)
 H11(0.030177) H5(0.033814) H2(0.025258) H9(0.022299) H4(0.038171) H8(0.027659)
 H10(0.032882) H3(0.024341) H15(0.045892)
 Fixed U12: H16(-0.007636) H14(0.005661) H13(0.00867) H12(0.011761)
 H11(0.007465) H5(0.004735) H2(0.006579) H9(0.011721) H4(0.005164) H8(0.006232)
 H10(0.009835) H3(0.008861) H15(-0.014892)
 Fixed U13: H16(0.003145) H14(-0.008295) H13(-0.003699) H12(-0.004746) H11(-
 0.00713) H5(-0.00735) H2(-0.00677) H9(-0.001557) H4(0.005896) H8(-0.01045)
 H10(0.00344) H3(0.004083) H15(0.001002)
 Fixed U22: H16(0.049776) H14(0.039354) H13(0.039277) H12(0.03881)
 H11(0.041415) H5(0.043915) H2(0.041345) H9(0.041277) H4(0.044175) H8(0.042375)
 H10(0.040685) H3(0.041361) H15(0.042462)
 Fixed U23: H16(-0.017851) H14(-0.002744) H13(-0.009855) H12(-0.005324) H11(-
 0.005311) H5(-0.003708) H2(-0.004159) H9(-0.004276) H4(-0.00824) H8(-0.003528)
 H10(-0.008475) H3(-0.006095) H15(-0.009608)
 Fixed U33: H16(0.03108) H14(0.01886) H13(0.01935) H12(0.0271) H11(0.01866)
 H5(0.01874) H2(0.02376) H9(0.03529) H4(0.01933) H8(0.02451) H10(0.02294)
 H3(0.0321) H15(0.03117)
;
_olex2_submission_special_instructions 'No special instructions were received'