Turn-on fluorescent probes for nitric oxide sensing based on the ortho-hydroxyamino structure showing no interference with dehydroascorbic acid
Alicia Beltran; M. Isabel Burguete; Daniel R. Abanades; Dolores Perez-Sala; Santiago V. Luis; Francisco Galindo; Chem.Commun. 50 (2014) 3579–; doi:10.1039/C3CC49555H

data_7112123
_publ_section_title
;
 Turn-on fluorescent probes for nitric oxide sensing based on the
 ortho-hydroxyamino structure showing no interference with dehydroascorbic
 acid
;
_journal_name_full               Chem.Commun.
_journal_page_first              3579
_journal_paper_doi               10.1039/C3CC49555H
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety         'C23 H16 N O4, B F4, H2 O'
_chemical_formula_sum            'C23 H18 B F4 N O5'
_chemical_formula_weight         475.19
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2013-12-13
_audit_creation_method
;
Olex2 1.2
(compiled 2013.11.15 svn.r2834 for OlexSys, GUI svn.r4715)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.7873(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.16287(15)
_cell_length_b                   14.4364(2)
_cell_length_c                   20.3056(4)
_cell_measurement_reflns_used    7804
_cell_measurement_temperature    298
_cell_measurement_theta_max      71.9887
_cell_measurement_theta_min      3.0586
_cell_volume                     2085.01(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXD (Sheldrick, 2008)'
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean 10.4051
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0050976000
_diffrn_orient_matrix_UB_12      -0.0867870000
_diffrn_orient_matrix_UB_13      0.0439350000
_diffrn_orient_matrix_UB_21      0.1414994000
_diffrn_orient_matrix_UB_22      -0.0483501000
_diffrn_orient_matrix_UB_23      -0.0401884000
_diffrn_orient_matrix_UB_31      0.1637467000
_diffrn_orient_matrix_UB_32      0.0389618000
_diffrn_orient_matrix_UB_33      0.0479292000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            20025
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.136
_diffrn_reflns_theta_min         3.766
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.114
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92270
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.041
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4053
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0528
_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^)+(0.0712P)^2^+1.5571P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1360
_refine_ls_wR_factor_ref         0.1429
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3457
_reflns_number_total             4053
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c3cc49555h.cif
_cod_data_source_block           str1326
_cod_database_code               7112123
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C23 H16 N O2 B F4'
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H2(0.053) H6(0.028) H21(0.029) H13(0.031) H9(0.029) H10(0.034)
 H18(0.035) H3(0.029) H11(0.037) H23(0.035) H22(0.033) H14(0.038) H15(0.047)
 H12(0.036) H17(0.043) H5A(0.082) H5B(0.082) H16(0.046)
 Fixed X: H2(0.0455) H6(0.1702) H21(-0.0058) H13(0.2133) H9(0.2461)
 H10(0.3556) H18(0.0332) H3(-0.011) H11(0.3974) H23(0.1071) H22(0.1197) H14(-
 0.0531) H15(-0.1285) H12(0.3273) H17(-0.0424) H5A(0.5958) H5B(0.5287) H16(-
 0.1222)
 Fixed Y: H2(1.2025) H6(1.0662) H21(0.8644) H13(0.8192) H9(1.0941) H10(1.1156)
 H18(0.7067) H3(1.1583) H11(0.9893) H23(1.0546) H22(0.9533) H14(0.7089)
 H15(0.5529) H12(0.8415) H17(0.5508) H5A(0.4037) H5B(0.3497) H16(0.4741)
 Fixed Z: H2(0.434) H6(0.122) H21(0.2376) H13(-0.0124) H9(0.0219) H10(-0.0795)
 H18(0.2474) H3(0.1868) H11(-0.1469) H23(0.4042) H22(0.3184) H14(0.0475)
 H15(0.048) H12(-0.1132) H17(0.2464) H5A(-0.006) H5B(0.0426) H16(0.1474)
;
_shelx_res_checksum              48023
_shelx_hkl_checksum              43798