A colorimetric and fluorometric dual-modal sensor for methanol based on a functionalized pentacenequinone derivative.
Zhao, Mengting; Yue, Yuxin; Liu, Chang; Hui, Peiyi; He, Song; Zhao, Liancheng; Zeng, Xianshun; Chemical communications (Cambridge, England) 54 (2018) 8339–8342; doi:10.1039/c8cc04515a

data_7121919
_publ_section_title
;
 A colorimetric and fluorometric dual-modal sensor for methanol based on a
 functionalized pentacenequinone derivative.
;
_journal_issue                   60
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8339
_journal_page_last               8342
_journal_paper_doi               10.1039/c8cc04515a
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C36 H33 N O6, C3 H7 N O'
_chemical_formula_sum            'C39 H40 N2 O7'
_chemical_formula_weight         648.74
_chemical_melting_point          503.15
_chemical_properties_physical    Light-sensitive
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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     direct
_audit_creation_date             2018-01-11
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-03-30 deposited with the CCDC.
2018-07-04 downloaded from the CCDC.
;
_cell_angle_alpha                98.594(19)
_cell_angle_beta                 99.03(2)
_cell_angle_gamma                105.311(20)
_cell_formula_units_Z            1
_cell_length_a                   7.0350(17)
_cell_length_b                   8.4308(18)
_cell_length_c                   15.210(4)
_cell_measurement_reflns_used    863
_cell_measurement_temperature    293
_cell_measurement_theta_max      31.8030
_cell_measurement_theta_min      2.6420
_cell_volume                     841.9(4)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.983
_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    -75.00 120.00   1.00   12.00    --   30.00  54.00 240.00  195
  2  \w    -75.00  30.00   1.00   12.00    --   30.00  54.00   0.00  105
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0696268000
_diffrn_orient_matrix_UB_12      -0.0288309000
_diffrn_orient_matrix_UB_13      0.0275161000
_diffrn_orient_matrix_UB_21      -0.0251571000
_diffrn_orient_matrix_UB_22      0.0384033000
_diffrn_orient_matrix_UB_23      0.0395272000
_diffrn_orient_matrix_UB_31      -0.0770124000
_diffrn_orient_matrix_UB_32      -0.0749735000
_diffrn_orient_matrix_UB_33      -0.0018029000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.1089
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4951
_diffrn_reflns_point_group_measured_fraction_full 0.590
_diffrn_reflns_point_group_measured_fraction_max 0.575
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         2.557
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       block
_exptl_crystal_F_000             342
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: N,N-Dimethylformamide'
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details
;
 Flack x determined using 241 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   4.9(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     441
_refine_ls_number_reflns         4429
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      0.967
_refine_ls_R_factor_all          0.1785
_refine_ls_R_factor_gt           0.0852
_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^)+(0.1830P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2309
_refine_ls_wR_factor_ref         0.3390
_reflns_Friedel_coverage         0.169
_reflns_Friedel_fraction_full    0.185
_reflns_Friedel_fraction_max     0.166
_reflns_number_gt                1912
_reflns_number_total             4429
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc04515a3.cif
_cod_data_source_block           3
_cod_depositor_comments          'Adding full bibliography for 7121919.cif.'
_cod_database_code               7121919
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 82.12
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     32.82
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid bond restraints
 C31, C32
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C35, C36
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C36, C35
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C33(H33A,H33B), C34(H34A,
 H34B), C35(H35A,H35B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7BA(H7BA), C12(H12), C13(H13), C14(H14),
 C15(H15), C25(H25), C27(H27), C28(H28)
3.c Idealised Me refined as rotating group:
 C0AA(H0AA,H0AB,H0AC), C9BA(H9BA,H9BB,H9BC), C32(H32A,H32B,H32C), C36(H36A,
 H36B,H36C)
3.d Idealised tetrahedral OH refined as rotating group:
 O2(H2A), O4(H4A), O5(H5), O7(H7)
;
_shelx_res_checksum              27114
_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 2.285
_oxdiff_exptl_absorpt_empirical_full_min 0.578