Synthesis of an optically switchable salicylaldimine substituted naphthopyran for selective and reversible Cu2+ recognition in aqueous solution
Sahoo, Priya Ranjan; Kumar, Satish; RSC Adv.  (2016) –; doi:10.1039/C5RA24857D

data_7224098
_publ_section_title
;
 Synthesis of an optically switchable salicylaldimine substituted
 naphthopyran for selective and reversible Cu2+ recognition in aqueous
 solution
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA24857D
_journal_year                    2016
_chemical_formula_moiety         'C32 H23 N O2'
_chemical_formula_sum            'C32 H23 N O2'
_chemical_formula_weight         453.51
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date
;
'Tue Feb 11 16:33:16 2014'
;
_audit_creation_method
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_audit_update_record
;
2015-09-05 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                90.0
_cell_angle_beta                 97.306(17)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   11.2751(19)
_cell_length_b                   9.9438(19)
_cell_length_c                   21.032(4)
_cell_measurement_reflns_used    1715
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      29.0436
_cell_measurement_theta_min      2.8253
_cell_volume                     2338.9(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean 15.9853
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_details
;
  1 omega  -36.00   44.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.6577   77.0000  -90.0000 80

  2 omega  -90.00  -45.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.6577  -38.0000  120.0000 45

  3 omega  -33.00    6.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.6577  -77.0000  -60.0000 39

  4 omega  -33.00    3.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.6577  -77.0000  150.0000 36

  5 omega  -95.00  -24.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.6577  167.0000   78.0000 71
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0076556000
_diffrn_orient_matrix_UB_12      -0.0036495000
_diffrn_orient_matrix_UB_13      0.0338786000
_diffrn_orient_matrix_UB_21      0.0027564000
_diffrn_orient_matrix_UB_22      0.0713307000
_diffrn_orient_matrix_UB_23      0.0018144000
_diffrn_orient_matrix_UB_31      -0.0629122000
_diffrn_orient_matrix_UB_32      0.0024633000
_diffrn_orient_matrix_UB_33      -0.0001335000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1332
_diffrn_reflns_av_unetI/netI     0.2751
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            13100
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.108
_diffrn_reflns_theta_min         2.831
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58234
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_F_000             952
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         5275
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.1522
_refine_ls_R_factor_gt           0.0889
_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^)+(0.0710P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1732
_refine_ls_wR_factor_ref         0.2178
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2772
_reflns_number_total             5275
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5ra24857d2.cif
_cod_data_source_block           ps
_cod_original_cell_volume        2338.9(5)
_cod_database_code               7224098
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     '11 FEB 2014'
_cell_oxdiff_angle_alpha         90.108(9)
_cell_oxdiff_angle_beta          97.281(9)
_cell_oxdiff_angle_gamma         90.158(10)
_cell_oxdiff_length_a            11.2722(14)
_cell_oxdiff_length_b            9.9250(12)
_cell_oxdiff_length_c            21.076(2)
_cell_oxdiff_measurement_reflns_used 1715
_cell_oxdiff_volume              2338.9(5)
_reflns_odcompleteness_completeness 98.03
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C11(H11), C12(H12), C13(H13), C14(H14), C17(H17), C19(H19),
 C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29),
  C30(H30), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35)
2.b Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_shelx_res_checksum              5439
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'