CHCl3-Dependent Emission Color and Jumping Behavior of Cyclic Chalcone Single Crystals: The Halogen Bond Network Effect
Tan, Zeqing; Zhao, Jian; Sun, Jingzhi; Zhao, Jiaxin; He, Xinrui; Liu, Zhe; Zhu, Lin; Cheng, Xiao; Zhou, Chuanjian; Crystals 11 (2021) 530–; doi:10.3390/cryst11050530

data_1566043
_publ_section_title
;
 CHCl3-Dependent Emission Color and Jumping Behavior of Cyclic Chalcone
 Single Crystals: The Halogen Bond Network Effect
;
_journal_issue                   5
_journal_name_full               Crystals
_journal_page_first              530
_journal_paper_doi               10.3390/cryst11050530
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C28 H20 Cl N O'
_chemical_formula_sum            'C28 H20 Cl N O'
_chemical_formula_weight         421.90
_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
_cell_angle_alpha                83.020(12)
_cell_angle_beta                 80.403(12)
_cell_angle_gamma                83.126(12)
_cell_formula_units_Z            2
_cell_length_a                   6.9675(10)
_cell_length_b                   7.6046(12)
_cell_length_c                   20.706(3)
_cell_measurement_reflns_used    1031
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.1520
_cell_measurement_theta_min      5.0370
_cell_volume                     1068.2(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.41b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.41b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.41b (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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3592
_diffrn_detector_type            Atlas
_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    -31.00  56.00   1.00   50.00    --  -11.47  38.00 150.00   87
  2  \w    -86.00  21.00   1.00   50.00    --  -11.47 -77.00   0.00  107
  3  \w    -18.00  88.00   1.00   50.00    --   11.78  77.00-120.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0020977000
_diffrn_orient_matrix_UB_12      0.0467581000
_diffrn_orient_matrix_UB_13      -0.0317148000
_diffrn_orient_matrix_UB_21      0.0409109000
_diffrn_orient_matrix_UB_22      -0.0784161000
_diffrn_orient_matrix_UB_23      -0.0146349000
_diffrn_orient_matrix_UB_31      -0.0953566000
_diffrn_orient_matrix_UB_32      -0.0242264000
_diffrn_orient_matrix_UB_33      0.0002891000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0829
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            7343
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.981
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.199
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74325
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.41b (Rigaku Oxford Diffraction, 2018)
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    1.312
_exptl_crystal_description       plate
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         7343
_refine_ls_number_restraints     384
_refine_ls_restrained_S_all      0.938
_refine_ls_R_factor_all          0.1391
_refine_ls_R_factor_gt           0.0704
_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^)+(0.1141P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1837
_refine_ls_wR_factor_ref         0.2068
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3485
_reflns_number_total             7343
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by -179.7938\% 
 around [-0.63 0.77 -0.07] (reciprocal) or [-0.71 0.71 0.00] (direct)
;
_cod_data_source_file            Crystals-2021-11-5-530.cif
_cod_data_source_block           1
_cod_database_code               1566043
_chemical_oxdiff_formula         'c h n o cl'
_shelx_estimated_absorpt_t_max   0.965
_shelx_estimated_absorpt_t_min   0.909
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.5413(18)
 0.4587(18)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Restrained distances
 N1-C17 \\sim N1-C17A
 with sigma of 0.02
 C17-C22 \\sim C17A-C22A
 with sigma of 0.02
 C17-C18 \\sim C17A-C18A
 with sigma of 0.02
 C22-C21 \\sim C22A-C21A
 with sigma of 0.02
 C18-C19 \\sim C18A-C19A
 with sigma of 0.02
 C21-C20 \\sim C21A-C20A
 with sigma of 0.02
 C19-C20 \\sim C19A-C20A
 with sigma of 0.02
 N1-C22 \\sim N1-C22A
 with sigma of 0.04
 N1-C18 \\sim N1-C18A
 with sigma of 0.04
 C17-C21 \\sim C17A-C21A
 with sigma of 0.04
 C17-C19 \\sim C17A-C19A
 with sigma of 0.04
 C22-C18 \\sim C22A-C18A
 with sigma of 0.04
 C22-C20 \\sim C22A-C20A
 with sigma of 0.04
 C18-C20 \\sim C18A-C20A
 with sigma of 0.04
 C21-C19 \\sim C21A-C19A
 with sigma of 0.04
 N1-C23 \\sim N1-C23A
 with sigma of 0.02
 C23-C24 \\sim C23A-C24A
 with sigma of 0.02
 C23-C28 \\sim C23A-C28A
 with sigma of 0.02
 C24-C25 \\sim C24A-C25A
 with sigma of 0.02
 C26-C25 \\sim C26A-C25A
 with sigma of 0.02
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C28-C27 \\sim C28A-C27A
 with sigma of 0.02
 N1-C24 \\sim N1-C24A
 with sigma of 0.04
 N1-C28 \\sim N1-C28A
 with sigma of 0.04
 C23-C25 \\sim C23A-C25A
 with sigma of 0.04
 C23-C27 \\sim C23A-C27A
 with sigma of 0.04
 C24-C26 \\sim C24A-C26A
 with sigma of 0.04
 C24-C28 \\sim C24A-C28A
 with sigma of 0.04
 C26-C28 \\sim C26A-C28A
 with sigma of 0.04
 C25-C27 \\sim C25A-C27A
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
N1 \\sim C17 \\sim C22 \\sim C18 \\sim C21 \\sim C19 \\sim C20 \\sim C17A \\sim
C18A \\sim C19A \\sim C20A \\sim C22A \\sim C21A \\sim C23 \\sim C24 \\sim C26
\\sim C28 \\sim C25 \\sim C27 \\sim C23A \\sim C24A \\sim C26A \\sim C28A \\sim
C25A \\sim C27A: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02
5. Others
 Sof(C17A)=Sof(C18A)=Sof(H18A)=Sof(C19A)=Sof(H19A)=Sof(C20A)=Sof(H20A)=
 Sof(C22A)=Sof(H22A)=Sof(C21A)=Sof(H21A)=1-FVAR(1)
 Sof(C17)=Sof(C22)=Sof(H22)=Sof(C18)=Sof(H18)=Sof(C21)=Sof(H21)=Sof(C19)=
 Sof(H19)=Sof(C20)=Sof(H20)=FVAR(1)
 Sof(C23A)=Sof(C24A)=Sof(H24A)=Sof(C26A)=Sof(H26A)=Sof(C28A)=Sof(H28A)=
 Sof(C25A)=Sof(H25A)=Sof(C27A)=Sof(H27A)=1-FVAR(2)
 Sof(C23)=Sof(C24)=Sof(H24)=Sof(C26)=Sof(H26)=Sof(C28)=Sof(H28)=Sof(C25)=
 Sof(H25)=Sof(C27)=Sof(H27)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
6.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C1(H1), C13(H13), C4(H4), C2(H2), C12(H12), C16(H16), C15(H15),
 C22(H22), C18(H18), C24(H24), C26(H26), C28(H28), C21(H21), C19(H19), C25(H25),
  C20(H20), C27(H27), C18A(H18A), C19A(H19A), C20A(H20A), C22A(H22A),
 C21A(H21A), C24A(H24A), C26A(H26A), C28A(H28A), C25A(H25A), C27A(H27A)
;
_shelx_res_checksum              1068
_shelx_hkl_checksum              19285
_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 1.173
_oxdiff_exptl_absorpt_empirical_full_min 0.822
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2