Binaphthanol-based organic fluorophores with color tunability and their optical properties
Chen, Shaojin; Zhang, Wenxuan; Liu, Wei; Ge, Zhaohai; Wang, Kun-Peng; Gan, Li-Hua; Hu, Zhi-Qiang; CrystEngComm 21 (2019) 2809–; doi:10.1039/C9CE00170K

data_7232543
_publ_section_title
;
 Binaphthanol-based organic fluorophores with color tunability and their
 optical properties
;
_journal_issue                   17
_journal_name_full               CrystEngComm
_journal_page_first              2809
_journal_paper_doi               10.1039/C9CE00170K
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C36 H32 N6 O4'
_chemical_formula_sum            'C36 H32 N6 O4'
_chemical_formula_weight         612.67
_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
_audit_creation_date             2018-11-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-12-20 deposited with the CCDC.    2019-03-25 downloaded from the CCDC.
;
_cell_angle_alpha                70.316(2)
_cell_angle_beta                 88.607(2)
_cell_angle_gamma                80.167(2)
_cell_formula_units_Z            2
_cell_length_a                   9.3936(3)
_cell_length_b                   13.3227(4)
_cell_length_c                   14.5610(4)
_cell_measurement_reflns_used    16354
_cell_measurement_temperature    169.98(10)
_cell_measurement_theta_max      75.2940
_cell_measurement_theta_min      3.2650
_cell_volume                     1689.51(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.952
_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    -83.00  -8.00   0.50    0.50    --  -47.32 112.00 -56.00  150
  2  \w     39.00  70.00   0.50    0.50    --   47.32-112.00-149.00   62
  3  \w   -124.00 -92.00   0.50    0.80    --  -99.00-112.00-149.00   64
  4  \w   -112.00 -86.00   0.50    0.80    --  -99.00 112.00 -56.00   52
  5  \w    103.00 128.00   0.50    0.80    --  103.25 112.00 -56.00   50
  6  \w     32.00 108.00   0.50    0.80    --  103.25-112.00-149.00  152
  7  \w   -115.00 -32.00   0.50    0.50    --  -47.32 -57.00-180.00  166
  8  \w   -113.00 -85.00   0.50    0.50    --  -47.32-125.00   0.00   56
  9  \w    -62.00  25.00   0.50    0.50    --  -47.32  57.00 -30.00  174
 10  \w   -117.00 -44.00   0.50    0.50    --  -47.32 -57.00  30.00  146
 11  \w     31.00  77.00   0.50    0.50    --   47.32-125.00-180.00   92
 12  \w   -155.00 -87.00   0.50    0.80    --  -99.00 -15.00 -30.00  136
 13  \w   -112.00 -85.00   0.50    0.80    --  -99.00  45.00 150.00   54
 14  \w   -102.00 -62.00   0.50    0.80    --  -99.00  61.00-180.00   80
 15  \w   -117.00 -26.00   0.50    0.80    --  -99.00 125.00 -60.00  182
 16  \w   -101.00 -26.00   0.50    0.80    --  -99.00  61.00 -60.00  150
 17  \w   -165.00 -87.00   0.50    0.80    --  -99.00 -30.00 -90.00  156
 18  \w     75.00 113.00   0.50    0.80    --  103.25 -30.00 -60.00   76
 19  \w     28.00  54.00   0.50    0.80    --  103.25 -30.00 -60.00   52
 20  \w     37.00 106.00   0.50    0.80    --  103.25 -77.00  60.00  138
 21  \w     91.00 169.00   0.50    0.80    --  103.25  30.00 120.00  156
 22  \w     78.00 166.00   0.50    0.80    --  103.25 125.00   0.00  176
 23  \w     38.00  63.00   0.50    0.80    --  103.25 -94.00 -60.00   50
 24  \w     91.00 168.00   0.50    0.80    --  103.25  45.00-150.00  154
 25  \w     31.00 114.00   0.50    0.80    --  103.25-125.00  60.00  166
 26  \w     74.00 116.00   0.50    0.80    --  103.25 -30.00 150.00   84
 27  \w     31.00 117.00   0.50    0.80    --  103.25-125.00-150.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1081437000
_diffrn_orient_matrix_UB_12      -0.0869356000
_diffrn_orient_matrix_UB_13      -0.0251496000
_diffrn_orient_matrix_UB_21      -0.0546155000
_diffrn_orient_matrix_UB_22      0.0494019000
_diffrn_orient_matrix_UB_23      -0.1074256000
_diffrn_orient_matrix_UB_31      0.1142881000
_diffrn_orient_matrix_UB_32      0.0744849000
_diffrn_orient_matrix_UB_33      -0.0216737000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0155
_diffrn_reflns_av_unetI/netI     0.0134
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18961
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         75.473
_diffrn_reflns_theta_min         3.225
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.652
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.14e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_description       block
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.305
_exptl_crystal_size_min          0.213
_refine_diff_density_max         0.679
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.048
_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     421
_refine_ls_number_reflns         6677
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0455
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0680P)^2^+0.7341P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1253
_refine_ls_wR_factor_ref         0.1311
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6224
_reflns_number_total             6677
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ce00170k2.cif
_cod_data_source_block           tx126_sq
_cod_depositor_comments          'Adding full bibliography for 7232543.cif.'
_cod_database_code               7232543
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         CHNO
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C29(H29A,H29B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C9(H9), C13(H13), C22(H22), C24(H24), C25(H25),
 C27(H27), C31(H31)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C30(H30A,H30B,
 H30C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C)
;
_shelx_res_checksum              86746
_shelx_fab_checksum              54283
_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 2.962
_oxdiff_exptl_absorpt_empirical_full_min 0.557