A ratiometric lysosomal pH probe based on the imidazo[1,5-α]pyridine–rhodamine FRET and ICT system
Song, Guang-Jie; Bai, Su-Yun; Dai, Xi; Cao, Xiao-Qun; Zhao, Bao-Xiang; RSC Adv.  (2016) –; doi:10.1039/C5RA25947A

data_7224978
_publ_section_title
;
 A ratiometric lysosomal pH probe based on the
 imidazo[1,5-\a]pyridine--rhodamine FRET and ICT system
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA25947A
_journal_year                    2016
_chemical_formula_moiety         'C42 H47 Cl N6 O3'
_chemical_formula_sum            'C42 H47 Cl N6 O3'
_chemical_formula_weight         719.30
_chemical_name_systematic
'7-((2-(3',6'-bis(diethylamino)-3-oxospiro[isoindoline-1,9'-xanthen]-2-yl)ethyl)carbamoyl)-3-butyl-1-chloro-2-methylimidazo[1,5-\a]pyridin-2-ium iodide '
_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_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2015-10-09
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-11-09 deposited with the CCDC.
2016-04-18 downloaded from the CCDC.
;
_cell_angle_alpha                100.436(10)
_cell_angle_beta                 112.654(9)
_cell_angle_gamma                104.495(10)
_cell_formula_units_Z            2
_cell_length_a                   12.217(13)
_cell_length_b                   12.431(13)
_cell_length_c                   14.535(16)
_cell_measurement_reflns_used    1576
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      20.791
_cell_measurement_theta_min      2.837
_cell_volume                     1875(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Smart APEXII'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.710
_diffrn_reflns_av_R_equivalents  0.1027
_diffrn_reflns_av_unetI/netI     0.1225
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20462
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.702
_exptl_absorpt_coefficient_mu    0.150
_exptl_crystal_colour            'faint yellow'
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_description       rod
_exptl_crystal_F_000             764
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         6594
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.1447
_refine_ls_R_factor_gt           0.0670
_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^)+(0.0807P)^2^]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1451
_refine_ls_wR_factor_ref         0.1835
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3543
_reflns_number_total             6594
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5ra25947a2.cif
_cod_data_source_block           p
_cod_database_code               7224978
_shelxl_version_number           2013-2
_shelx_estimated_absorpt_t_max   0.993
_shelx_estimated_absorpt_t_min   0.991
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C19(H19A,H19B), C21(H21A,H21B), C29(H29A,H29B),
 C30(H30A,H30B), C39(H39A,H39B), C40(H40A,H40B), C41(H41A,H41B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C10(H10), C14(H14), C15(H15), C17(H17), C23(H23), C24(H24),
 C25(H25), C26(H26), C33(H33), C34(H34), C35(H35), N3(H3)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C4(H4A,H4B,H4C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C),
 C42(H42A,H42B,H42C)
;
_shelx_res_checksum              30556
_olex2_submission_special_instructions 'No special instructions were received'