Highly tunable bimane-based fluorescent probes: design, synthesis, and application as a selective amyloid binding dye.
Venkatesh, Yarra; Marotta, Nicholas P.; Lee, Virginia M.-Y.; Petersson, E. James; Chemical science 15 (2024) 6053–6063; doi:10.1039/d4sc00024b

data_1571297
_publ_section_title
;
 Highly tunable bimane-based fluorescent probes: design, synthesis, and
 application as a selective amyloid binding dye.
;
_journal_issue                   16
_journal_name_full               'Chemical science'
_journal_page_first              6053
_journal_page_last               6063
_journal_paper_doi               10.1039/d4sc00024b
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C19 H21 N3 O2, C H4 O'
_chemical_formula_sum            'C20 H25 N3 O3'
_chemical_formula_weight         355.43
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-03-28
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_audit_update_record
;
2023-02-06 deposited with the CCDC.	2024-03-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.352(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.0514(6)
_cell_length_b                   17.1123(10)
_cell_length_c                   30.720(2)
_cell_measurement_reflns_used    15223
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.0610
_cell_measurement_theta_min      2.6310
_cell_volume                     3705.8(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 2012)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100
_diffrn_detector                 'HPC area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'Dectris Pilatus3 R 200K'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.985
_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    -47.00  85.00   0.50   60.00    --   17.64  19.00  60.00  264
  2  \w     27.00  59.00   0.50   60.00    --   17.64  57.00  60.00   64
  3  \w    -22.00   3.00   0.50   60.00    --   17.64  77.00 150.00   50
  4  \w    -19.00  45.00   0.50   60.00    --   17.64  57.00  30.00  128
  5  \w    -19.00   7.00   0.50   60.00    --   17.64 -77.00-150.00   52
  6  \w    -25.00  36.00   0.50   60.00    --   17.64 -77.00-120.00  122
  7  \w     -1.00  54.00   0.50   60.00    --   17.64  57.00-150.00  110
  8  \w    -18.00  16.00   0.50   60.00    --   17.64  57.00  90.00   68
  9  \w    -72.00 -46.00   0.50   60.00    --   17.64 -19.00  60.00   52
 10  \w    -44.00   3.00   0.50   60.00    --   17.64 -19.00  60.00   94
 11  \w     -1.00  25.00   0.50   60.00    --   17.64  77.00 -60.00   52
 12  \w    -21.00  21.00   0.50   60.00    --  -17.95 -77.00  90.00   84
 13  \w    -42.00  24.00   0.50   60.00    --  -17.95  77.00  90.00  132
;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-S'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0004409000
_diffrn_orient_matrix_UB_12      0.0031152000
_diffrn_orient_matrix_UB_13      -0.0230201000
_diffrn_orient_matrix_UB_21      0.0963347000
_diffrn_orient_matrix_UB_22      -0.0119162000
_diffrn_orient_matrix_UB_23      -0.0000139000
_diffrn_orient_matrix_UB_31      -0.0289598000
_diffrn_orient_matrix_UB_32      -0.0395975000
_diffrn_orient_matrix_UB_33      -0.0017878000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.081
_diffrn_reflns_av_unetI/netI     0.0555
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            49137
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.475
_diffrn_reflns_theta_min         2.318
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALE3 ABSPACK'
_exptl_crystal_colour            'red orange'
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_description       plate
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.396
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     484
_refine_ls_number_reflns         13556
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0719
_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^)+(0.1260P)^2^+0.9687P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1949
_refine_ls_wR_factor_ref         0.2144
_reflns_number_gt                9577
_reflns_number_total             13556
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.9063\% 
around [-0.01 -0.00 1.00] (reciprocal) or [0.00 -0.01 1.00] (direct)
;
_cod_data_source_file            d4sc00024b2.cif
_cod_data_source_block           99590
_cod_depositor_comments
'Adding full bibliography for 1571295--1571297.cif.'
_cod_database_code               1571297
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              77247
_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 1.551
_oxdiff_exptl_absorpt_empirical_full_min 0.717
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2