Triple-Helical Aggregates of Copper(I) Cyclic Trinuclear Complexes for Circularly Polarized Luminescence
Huang, Guo-Quan; Yang, Hu; Xia, Ri-Qin; Wu, Kun; Huang, Yong-Liang; Hao, De-Bo; Li, Shun-Bo; Lu, Weigang; Zheng, Ji; Zhou, Xiao-Ping; Li, Dan; Chemical Science  (2025) –; doi:10.1039/D5SC04965B

data_1576293
_publ_section_title
;
 Triple-Helical Aggregates of Copper(I) Cyclic Trinuclear Complexes for
 Circularly Polarized Luminescence
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC04965B
_journal_year                    2025
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C12 H13 N3 O'
_chemical_formula_sum            'C12 H13 N3 O'
_chemical_formula_weight         215.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-06-29
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-08-19 deposited with the CCDC.	2025-11-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.3050(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.3663(2)
_cell_length_b                   5.08920(10)
_cell_length_c                   11.5614(2)
_cell_measurement_reflns_used    7335
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.3440
_cell_measurement_theta_min      3.8320
_cell_volume                     547.764(19)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (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      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.986
_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    -82.00 -56.00   0.50    0.50    --   -2.20 -57.00 -60.00   52
  2  \w    -13.00  18.00   0.50    0.50    --   -2.20 -19.00-180.00   62
  3  \w     40.00  80.00   0.50    0.50    --   -2.20  57.00-180.00   80
  4  \w    -34.00  -2.00   0.50    0.50    --   -2.20 -57.00 -60.00   64
  5  \w    -36.00  -1.00   0.50    0.50    --   -2.20 -82.00 -30.00   70
  6  \w    -91.00 -61.00   0.50    0.50    --   -2.20 -19.00-180.00   60
  7  \w     51.00  84.00   0.50    0.50    --   -2.20   0.00 120.00   66
  8  \w    -12.00  39.00   0.50    0.50    --   -2.20   0.00 120.00  102
  9  \w    -89.00 -30.00   0.50    0.50    --   -2.20   0.00 120.00  118
 10  \w    -91.00 -61.00   0.50    0.50    --   -2.20 -19.00 120.00   60
 11  \w    -27.00  18.00   0.50    0.50    --   -2.20  57.00-180.00   90
 12  \w     -1.00  25.00   0.50    0.50    --   -2.20 -19.00 120.00   52
 13  \w    -19.00  30.00   0.50    0.50    --    2.20  38.00  90.00   98
 14  \w    -16.00  59.00   0.50    0.50    --    2.20  38.00 -90.00  150
 15  \w     56.00  83.00   0.50    0.50    --    2.20  38.00  90.00   54
 16  \w    -73.00 -47.00   0.50    0.50    --    2.20 -19.00 -60.00   52
 17  \w    -84.00 -56.00   0.50    0.50    --    2.20 -38.00-120.00   56
 18  \w      1.00  29.00   0.50    0.50    --    2.20 -19.00 -60.00   56
 19  \w     -1.00  24.00   0.50    0.50    --    2.20 -38.00-120.00   50
 20  \w    -51.00 -26.00   0.50    0.50    --    2.20 -38.00-120.00   50
 21  \w     79.00 106.00   0.50    0.94    --  106.30  76.00 129.26   54
 22  \w     78.00 103.00   0.50    0.94    --  106.30  77.00 -45.21   50
 23  \w     81.00 132.00   0.50    0.94    --  106.30  58.00  -9.90  102
 24  \w     76.00 102.00   0.50    0.94    --  106.30  77.00 150.00   52
 25  \w     78.00 105.00   0.50    0.94    --  106.30  71.00  -3.97   54
 26  \w     78.00 105.00   0.50    0.94    --  106.30  78.00-162.29   54
 27  \w    159.00 185.00   0.50    0.94    --  106.30  77.00 150.00   52
 28  \w     83.00 108.00   0.50    0.94    --  106.30  57.00 -90.00   50
 29  \w     76.00 102.00   0.50    0.94    --  106.30  77.00 -90.00   52
 30  \w     77.00 103.00   0.50    0.94    --  106.30  77.00   0.00   52
 31  \w     82.00 108.00   0.50    0.94    --  106.30  57.00-120.00   52
 32  \w     18.00 139.00   0.50    0.94    --  106.30 -82.00  90.00  242
 33  \w    116.00 174.00   0.50    0.94    --  106.30  51.00  50.98  116
 34  \w     83.00 142.00   0.50    0.94    --  106.30  55.00  39.84  118
 35  \w     82.00 196.00   0.50    0.94    --  106.30  55.00 -43.36  228
 36  \w     87.00 114.00   0.50    0.94    --  106.30  33.00 139.44   54
 37  \w     18.00 139.00   0.50    0.94    --  106.30 -82.00 -90.00  242
 38  \w     85.00 110.00   0.50    0.94    --  106.30  51.00  50.98   50
 39  \w     58.00 135.00   0.50    0.94    --  106.30 -82.00 150.00  154
 40  \w     20.00  50.00   0.50    0.94    --  106.30 -82.00 150.00   60
 41  \w    140.00 166.00   0.50    0.94    --  106.30  44.00 115.20   52
 42  \w    161.00 192.00   0.50    0.94    --  106.30  61.00-165.78   62
 43  \w     87.00 140.00   0.50    0.94    --  106.30  38.00-180.00  106
 44  \w     85.00 114.00   0.50    0.94    --  106.30  38.00 -90.00   58
 45  \w     77.00 102.00   0.50    0.94    --  106.30  77.00  30.00   50
 46  \w     83.00 108.00   0.50    0.94    --  106.30  57.00-180.00   50
 47  \w     83.00 152.00   0.50    0.94    --  106.30  57.00-150.00  138
 48  \w     82.00 109.00   0.50    0.94    --  106.30  57.00  30.00   54
 49  \w     83.00 108.00   0.50    0.94    --  106.30  57.00  90.00   50
 50  \w     82.00 107.00   0.50    0.94    --  106.30  60.00 137.79   50
 51  \w     76.00 102.00   0.50    0.94    --  106.30  77.00-120.00   52
 52  \w     84.00 112.00   0.50    0.94    --  106.30  44.00 115.20   56
 53  \w     71.00 125.00   0.50    0.94    --  106.30 -82.00   0.00  108
 54  \w     85.00 123.00   0.50    0.94    --  106.30  38.00  30.00   76
 55  \w     83.00 109.00   0.50    0.94    --  106.30  57.00 150.00   52
 56  \w     78.00 104.00   0.50    0.94    --  106.30  68.00-155.82   52
 57  \w     76.00 102.00   0.50    0.94    --  106.30  77.00  90.00   52
 58  \w     77.00 102.00   0.50    0.94    --  106.30  77.00  60.00   50
 59  \w    115.00 194.00   0.50    0.94    --  106.30  77.00  60.00  158
 60  \w     95.00 157.00   0.50    0.94    --  106.30  38.00 -60.00  124
 61  \w     85.00 195.00   0.50    0.94    --  106.30  38.00 150.00  220
 62  \w     84.00 154.00   0.50    0.94    --  106.30  48.00-115.73  140
 63  \w     23.00  60.00   0.50    0.94    --  106.30 -82.00   0.00   74
 64  \w     76.00 102.00   0.50    0.94    --  106.30  77.00 -60.00   52
 65  \w     82.00 110.00   0.50    0.94    --  106.30  57.00  60.00   56
 66  \w    131.00 167.00   0.50    0.94    --  106.30  77.00   0.00   72
 67  \w     82.00 108.00   0.50    0.94    --  106.30  56.00  78.14   52
 68  \w    150.00 175.00   0.50    0.94    --  106.30  58.00  -9.90   50
 69  \w     80.00 106.00   0.50    0.94    --  106.30  61.00-165.78   52
 70  \w    133.00 158.00   0.50    0.94    --  106.30  38.00 -78.13   50
 71  \w     87.00 114.00   0.50    0.94    --  106.30  38.00 -78.13   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0571199000
_diffrn_orient_matrix_UB_12      -0.2438216000
_diffrn_orient_matrix_UB_13      -0.0591556000
_diffrn_orient_matrix_UB_21      0.0455082000
_diffrn_orient_matrix_UB_22      -0.1223602000
_diffrn_orient_matrix_UB_23      0.1202802000
_diffrn_orient_matrix_UB_31      -0.1484809000
_diffrn_orient_matrix_UB_32      -0.1312451000
_diffrn_orient_matrix_UB_33      -0.0022924000
_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  0.0323
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10392
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.204
_diffrn_reflns_theta_min         3.847
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.697
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_description       block
_exptl_crystal_F_000             228
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Flack x determined using 914 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2278
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0427
_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^)+(0.0311P)^2^+0.2985P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.0943
_reflns_Friedel_coverage         0.762
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.946
_reflns_number_gt                2184
_reflns_number_total             2278
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc04965b2.cif
_cod_data_source_block           S_HL1
_cod_database_code               1576293
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C  H N O'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C009(H009)
2.b Aromatic/amide H refined with riding coordinates:
 N002(H002), N003(H003), C007(H007), C00A(H00A), C00B(H00B), C00D(H00F),
 C00E(H00G), C00F(H00H), C00G(H00I)
2.c Idealised Me refined as rotating group:
 C00C(H00C,H00D,H00E)
;
_shelx_res_checksum              1462
_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 1.985
_oxdiff_exptl_absorpt_empirical_full_min 0.442