Competitive supramolecular assembly tunes anthracene emission over 165 nm via controlled π-overlap
Xu, Jieqiong; Zhou, Jie; Yang, Wenyan; Deng, Shengyong; Wei, Peifa; Chemical Communications  (2026) –; doi:10.1039/D6CC01407K

data_7135715
_publ_section_title
;
 Competitive supramolecular assembly tunes anthracene emission over 165 nm
 <i>via</i> controlled &#x3c0;-overlap.
;
_journal_issue                   34
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8743
_journal_page_last               8747
_journal_paper_doi               10.1039/d6cc01407k
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety
'C64 H40 B6 N8 O18, C28 H16 N2, 4.738(C H2 Cl2)'
_chemical_formula_sum            'C96.74 H65.48 B6 Cl9.48 N10 O18'
_chemical_formula_weight         2056.87
_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     dual
_audit_creation_date             2024-11-01
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2026-01-22 deposited with the CCDC.	2026-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                105.172(3)
_cell_angle_beta                 93.698(3)
_cell_angle_gamma                106.045(3)
_cell_formula_units_Z            1
_cell_length_a                   9.7883(4)
_cell_length_b                   12.3872(5)
_cell_length_c                   21.4954(6)
_cell_measurement_reflns_used    12260
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      76.0150
_cell_measurement_theta_min      2.1760
_cell_volume                     2391.02(16)
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_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     42.00  69.00   0.50    0.05    --   49.33 -77.00  60.00   54
  2  \w    -39.00  19.00   0.50    0.05    --  -49.33  38.00  60.00  116
  3  \w    -60.00  13.00   0.50    0.05    --  -49.33  80.00 -32.00  146
  4  \w    -37.00  17.00   0.50    0.05    --  -49.33  38.00-120.00  108
  5  \w    -15.00  64.00   0.50    0.05    --   49.33 -80.00-155.00  158
  6  \w    -19.00  25.00   0.50    0.05    --   49.33 -77.00  60.00   88
  7  \w    -22.00  27.00   0.50    0.05    --   49.33 -19.00 150.00   98
  8  \w     16.00  42.00   0.50    0.05    --   49.33 -38.00  30.00   52
  9  \w    -22.00  28.00   0.50    0.05    --   49.33 -19.00 -90.00  100
 10  \w     37.00  72.00   0.50    0.20    --  106.85 -99.00-150.00   70
 11  \w     51.00 108.00   0.50    0.20    --  106.85-125.00-180.00  114
 12  \w     45.00 104.00   0.50    0.20    --  106.85-125.00 -30.00  118
 13  \w     38.00 110.00   0.50    0.20    --  106.85-125.00   0.00  144
 14  \w     44.00  70.00   0.50    0.20    --  106.85-125.00  60.00   52
 15  \w     65.00 111.00   0.50    0.20    --  106.85-125.00 150.00   92
 16  \w     81.00 106.00   0.50    0.20    --  106.85 -99.00 150.00   50
 17  \w     38.00 106.00   0.50    0.20    --  106.85 -99.00  60.00  136
 18  \w     62.00 103.00   0.50    0.20    --  106.85 -99.00  30.00   82
 19  \w     81.00 106.00   0.50    0.20    --  106.85 -99.00 -30.00   50
 20  \w     78.00 103.00   0.50    0.20    --  106.85 -99.00-150.00   50
 21  \w     63.00 111.00   0.50    0.20    --  106.85 -80.00-155.00   96
 22  \w     35.00  67.00   0.50    0.20    --  106.85 -57.00 -30.00   64
 23  \w     40.00  66.00   0.50    0.20    --  106.85 -57.00  60.00   52
 24  \w     99.00 136.00   0.50    0.20    --  106.85  38.00 -30.00   74
 25  \w    125.00 177.00   0.50    0.20    --  106.85  80.00 -32.00  104
 26  \w     91.00 117.00   0.50    0.20    --  106.85  80.00 -32.00   52
 27  \w     94.00 156.00   0.50    0.20    --  106.85  57.00 -90.00  124
 28  \w    100.00 173.00   0.50    0.20    --  106.85  38.00-120.00  146
 29  \w    -79.00 -54.00   0.50    0.20    -- -104.50  80.00 -32.00   50
 30  \w    -57.00 -32.00   0.50    0.20    -- -104.50  57.00 120.00   50
 31  \w    -62.00 -33.00   0.50    0.20    -- -104.50  57.00 150.00   58
 32  \w    -62.00 -37.00   0.50    0.20    -- -104.50  57.00-180.00   50
 33  \w   -121.00 -90.00   0.50    0.20    -- -104.50 137.00 -57.48   62
 34  \w   -108.00 -37.00   0.50    0.20    -- -104.50 112.00-135.84  142
 35  \w   -174.00 -82.00   0.50    0.20    -- -104.50 -80.00-155.00  184
 36  \w   -159.00-127.00   0.50    0.20    -- -104.50 -19.00 -90.00   64
 37  \w   -173.00-101.00   0.50    0.20    -- -104.50 -19.00  30.00  144
 38  \w   -125.00 -99.00   0.50    0.20    -- -104.50 -38.00  60.00   52
 39  \w   -169.00-138.00   0.50    0.20    -- -104.50 -38.00  60.00   62
 40  \w   -174.00 -98.00   0.50    0.20    -- -104.50 -38.00 150.00  152
;
_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      -0.0325737000
_diffrn_orient_matrix_UB_12      -0.1311244000
_diffrn_orient_matrix_UB_13      -0.0047306000
_diffrn_orient_matrix_UB_21      -0.1022216000
_diffrn_orient_matrix_UB_22      -0.0326847000
_diffrn_orient_matrix_UB_23      -0.0641677000
_diffrn_orient_matrix_UB_31      0.1261183000
_diffrn_orient_matrix_UB_32      -0.0062780000
_diffrn_orient_matrix_UB_33      -0.0386905000
_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  0.0774
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            28082
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.032
_diffrn_reflns_theta_min         2.153
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.151
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48565
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_description       block
_exptl_crystal_F_000             1051
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.282
_refine_diff_density_min         -0.732
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.429
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     833
_refine_ls_number_reflns         9752
_refine_ls_number_restraints     611
_refine_ls_restrained_S_all      1.479
_refine_ls_R_factor_all          0.1171
_refine_ls_R_factor_gt           0.1021
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3311
_refine_ls_wR_factor_ref         0.3472
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7642
_reflns_number_total             9752
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6cc01407k2.cif
_cod_data_source_block           1031-3_auto
_cod_depositor_comments
'Adding full bibliography for 7135715--7135719.cif.'
_cod_database_code               7135715
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O N B Cl'
_shelx_estimated_absorpt_t_max   0.743
_shelx_estimated_absorpt_t_min   0.452
_reflns_odcompleteness_completeness 99.77
_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
2. Restrained distances
 Cl2-C4
 1.78 with sigma of 0.02
 Cl5-Cl6
 2.916 with sigma of 0.03
 Cl5-C1
 1.78 with sigma of 0.02
 Cl6-C1
 1.77 with sigma of 0.02
 Cl5-C1 = Cl6-C1
 1.771 with sigma of 0.01
 Cl1-C4
 1.77 with sigma of 0.02
 Cl2-C4 = Cl1-C4
 1.771 with sigma of 0.01
 Cl2-Cl1
 2.916 with sigma of 0.03
 Cl5-Cl6
 2.92 with sigma of 0.04
 Cl2-Cl1
 2.92 with sigma of 0.04
 C00G-B01C \\sim C00H-B01C
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl3 \\sim Cl4 \\sim C6 \\sim C6A \\sim Cl3A \\sim Cl4A: within 2A with sigma of
0.001 and sigma for terminal atoms of 0.002 within 2A
C6 \\sim Cl3 \\sim Cl4 \\sim C6A \\sim Cl3A \\sim Cl4A \\sim C6B \\sim Cl4B
\\sim Cl3B: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002
within 2A
Cl5 \\sim Cl6 \\sim C1: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
Cl5 \\sim Cl6 \\sim C1 \\sim C1A \\sim Cl5A \\sim Cl6A: within 2A with sigma of
0.001 and sigma for terminal atoms of 0.002 within 2A
Cl5 \\sim Cl6 \\sim C1 \\sim C1A \\sim Cl5A \\sim Cl6A \\sim C1B \\sim Cl6B
\\sim Cl5B: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002
within 2A
Cl2 \\sim Cl1 \\sim C4: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
O8 \\sim C00G \\sim C00I \\sim C00O \\sim C015 \\sim C01D \\sim N10 \\sim O9
\\sim C01U \\sim C00H \\sim C2 \\sim C3 \\sim C5 \\sim C7 \\sim C0 \\sim N10A
\\sim O8A \\sim O9A: within 2A with sigma of 0.001 and sigma for terminal atoms
of 0.002 within 2A
4. Rigid body (RIGU) restrains
 Cl2, Cl1, C4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl5, Cl6, C1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{C00H, C2, C3, C5, C7, C0, N10A, O8A, O9A} sigma for 1-2: 0.02, 1-3: 0.02
as in
{C00G, C00I, C00O, C01D, C01U, C015, N10, O9, O8}
{C6A, Cl3A, Cl4A} sigma for 1-2: 0.02, 1-3: 0.02
{C6B, Cl3B, Cl4B} sigma for 1-2: 0.02, 1-3: 0.02
{C6A, Cl3A, Cl4A} sigma for 1-2: 0.02, 1-3: 0.02
as in
{C6, Cl3, Cl4}
{C1A, Cl5A, Cl6A} sigma for 1-2: 0.02, 1-3: 0.02
{C1B, Cl5B, Cl6B} sigma for 1-2: 0.02, 1-3: 0.02
as in
{C1, Cl5, Cl6}
6. Others
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(Cl5)=Sof(Cl6)=FVAR(1)
 Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(Cl3)=Sof(Cl4)=FVAR(2)
 Sof(C00H)=Sof(C2)=Sof(H2)=Sof(C3)=Sof(H3)=Sof(C5)=Sof(C7)=Sof(H7)=Sof(C0)=
 Sof(H0)=Sof(N10A)=Sof(O8A)=Sof(O9A)=1-FVAR(3)
 Sof(C00G)=Sof(C00I)=Sof(H00I)=Sof(C00O)=Sof(H00O)=Sof(C01D)=Sof(C01U)=
 Sof(H01U)=Sof(C015)=Sof(H015)=Sof(N10)=Sof(O9)=Sof(O8)=FVAR(3)
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(Cl5A)=Sof(Cl6A)=FVAR(4)
 Sof(C1B)=Sof(H1BA)=Sof(H1BB)=Sof(Cl5B)=Sof(Cl6B)=FVAR(5)
 Sof(C6A)=Sof(H6AA)=Sof(H6AB)=Sof(Cl3A)=Sof(Cl4A)=FVAR(6)
 Sof(C6B)=Sof(H6BA)=Sof(H6BB)=Sof(Cl3B)=Sof(Cl4B)=FVAR(7)
 Fixed Sof: Cl2(0.5) Cl1(0.5) C4(0.5) H4A(0.5) H4B(0.5)
7.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C4(H4A,H4B), C1(H1A,H1B), C1A(H1AA,H1AB), C6A(H6AA,H6AB),
 C1B(H1BA,H1BB), C6B(H6BA,H6BB)
7.b Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00O(H00O), C01U(H01U), C015(H015), C00L(H00L), C00P(H00P),
 C00R(H00R), C00S(H00S), C00U(H00U), C00X(H00X), C00Z(H00Z), C010(H010),
 C011(H011), C013(H013), C014(H014), C017(H017), C01A(H01A), C01H(H01H),
 C01N(H01N), C01O(H01O), C01P(H01P), C01Q(H01Q), C01R(H01R), C01S(H01S),
 C01T(H01T), C01V(H01V), C01W(H01W), C01X(H01X), C2(H2), C3(H3), C7(H7), C0(H0)
7.c Fitted hexagon refined as free rotating group:
 C00H(C2,C3,C5,C7,C0)
;
_shelx_res_checksum              16178
_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 4.136
_oxdiff_exptl_absorpt_empirical_full_min 0.183