Synthesis and luminescence properties of functionalized V-shaped bis-coumarin derivatives
Su, Ruige; Zhao, Yuling; Liu, Shiqiang; Li, Peiying; Ma, Jiaying; Zhang, Di; Han, Minghu; Yu, Tianzhi; New Journal of Chemistry 46 (2022) 6793–6803; doi:10.1039/D1NJ05960B

data_7061373
_publ_section_title
;
 Synthesis and luminescence properties of functionalized V-shaped
 bis-coumarin derivatives
;
_journal_issue                   14
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              6793
_journal_page_last               6803
_journal_paper_doi               10.1039/D1NJ05960B
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C32 H24 N2 O4 S'
_chemical_formula_sum            'C32 H24 N2 O4 S'
_chemical_formula_weight         532.59
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2021-01-09
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_audit_update_record
;
2021-10-06 deposited with the CCDC.	2022-03-07 downloaded from the CCDC.
;
_cell_angle_alpha                111.832(5)
_cell_angle_beta                 107.850(5)
_cell_angle_gamma                91.341(5)
_cell_formula_units_Z            2
_cell_length_a                   8.8783(4)
_cell_length_b                   11.3767(8)
_cell_length_c                   14.1297(10)
_cell_measurement_reflns_used    5566
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.8760
_cell_measurement_theta_min      3.5460
_cell_volume                     1245.71(15)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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    -44.00  24.00   1.00    2.00    --  -40.73  38.00 -30.00   68
  2  \w      6.00  50.00   1.00    2.00    --   40.73 -99.00 120.00   44
  3  \w     28.00  87.00   1.00    2.00    --   40.73-125.00  60.00   59
  4  \w     77.00 102.00   1.00    3.50    --  108.20-103.00 -60.00   25
  5  \w     79.00 136.00   1.00    3.50    --  108.20 -30.00-150.00   57
  6  \w    128.00 175.00   1.00    3.50    --  108.20  30.00-150.00   47
  7  \w    130.00 175.00   1.00    3.50    --  108.20  30.00-180.00   45
  8  \w     87.00 178.00   1.00    3.50    --  108.20  30.00 -90.00   91
  9  \w     80.00 119.00   1.00    3.50    --  108.20  30.00-150.00   39
 10  \w     84.00 113.00   1.00    3.50    --  108.20  30.00-180.00   29
 11  \w     36.00 134.00   1.00    3.50    --  108.20 -61.00-180.00   98
 12  \w     46.00  87.00   1.00    3.50    --  108.20 -77.00 -60.00   41
 13  \w     35.00 112.00   1.00    3.50    --  108.20 -45.00  30.00   77
 14  \w     68.00 104.00   1.00    3.50    --  108.20 -94.00 120.00   36
 15  \w     58.00 104.00   1.00    3.50    --  108.20 -94.00  60.00   46
 16  \w     40.00 112.00   1.00    3.50    --  108.20-125.00  60.00   72
 17  \w     27.00  52.00   1.00    3.50    --  108.20 -94.00  60.00   25
 18  \w     29.00  86.00   1.00    2.00    --   40.73-125.00-120.00   57
 19  \w     33.00 109.00   1.00    3.50    --  108.20 -94.00-180.00   76
 20  \w   -111.00  46.00   1.00    2.00    --  -40.73   0.00 -60.00  157
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0080741000
_diffrn_orient_matrix_UB_12      0.0301433000
_diffrn_orient_matrix_UB_13      0.0699530000
_diffrn_orient_matrix_UB_21      -0.0009065000
_diffrn_orient_matrix_UB_22      0.1051290000
_diffrn_orient_matrix_UB_23      -0.0113581000
_diffrn_orient_matrix_UB_31      -0.1876247000
_diffrn_orient_matrix_UB_32      -0.0417140000
_diffrn_orient_matrix_UB_33      -0.0207201000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4402
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.594
_diffrn_reflns_theta_max         66.594
_diffrn_reflns_theta_min         3.583
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.513
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_description       needle
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.650
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         4402
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.199
_refine_ls_R_factor_all          0.0838
_refine_ls_R_factor_gt           0.0778
_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^)+(0.0827P)^2^+2.8991P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2520
_refine_ls_wR_factor_ref         0.2552
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3910
_reflns_number_total             4402
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj05960b1.cif
_cod_data_source_block           exp_2693
_cod_depositor_comments
'Adding full bibliography for 7061372--7061373.cif.'
_cod_database_code               7061373
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.876
_shelx_estimated_absorpt_t_min   0.816
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.534(6)
 0.466(6)
2. 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
3. Others
 Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)=1-FVAR(1)
 Sof(C33)=Sof(H33A)=Sof(H33B)=Sof(C34)=Sof(H34A)=Sof(H34B)=Sof(H34C)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C31(H31A,H31B), C33(H33A,H33B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C18(H18), C25(H25), C27(H27), C28(H28)
4.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C32(H32A,H32B,H32C), C34(H34A,H34B,H34C)
;
_shelx_res_checksum              94362
_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 1.581
_oxdiff_exptl_absorpt_empirical_full_min 0.660