Self-assembled multidye-sensitized erbium single molecules for boosting energy transfer light upconversion in solution.
Alves, Filipe; Taarit, Inès; Guénée, Laure; Piguet, Claude; Dalton transactions (Cambridge, England : 2003) 54 (2025) 9937–9948; doi:10.1039/d5dt00438a

data_7718814
_publ_section_title
;
 Self-assembled multidye-sensitized erbium single molecules for boosting
 energy transfer light upconversion in solution.
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9937
_journal_page_last               9948
_journal_paper_doi               10.1039/d5dt00438a
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety
'C87 H86 N13 S, F6 P, 0.75(C3 H5 N), 0.25(C3 H5 N), 0.25(C5 H12 O)'
_chemical_formula_sum            'C91.25 H94 F6 N14 O0.25 P S'
_chemical_formula_weight         1567.83
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-02-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-08-08 deposited with the CCDC.	2025-05-21 downloaded from the CCDC.
;
_cell_angle_alpha                65.7564(12)
_cell_angle_beta                 69.7158(11)
_cell_angle_gamma                74.9477(12)
_cell_formula_units_Z            2
_cell_length_a                   14.55269(18)
_cell_length_b                   17.0818(3)
_cell_length_c                   20.3355(2)
_cell_measurement_reflns_used    34398
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      74.5720
_cell_measurement_theta_min      2.4850
_cell_volume                     4282.56(11)
_computing_cell_refinement       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_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 2018/3 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.965
_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    -63.00 -35.00   0.50    4.00    --  -57.33 125.00  60.00   56
  2  \w    -95.00 -24.00   0.50    4.00    --  -57.33   0.00  90.00  142
  3  \w    -50.00 -24.00   0.50    4.00    --  -57.33 -15.00 120.00   52
  4  \w   -104.00 -24.00   0.50    4.00    --  -57.33 -15.00-150.00  160
  5  \w   -103.00 -77.00   0.50    4.00    --  -57.33 -15.00 120.00   52
  6  \w     29.00  68.00   0.50    4.00    --   60.44 -94.00 120.00   78
  7  \w     21.00  59.00   0.50    4.00    --   60.44 -94.00-150.00   76
  8  \w     27.00  66.00   0.50    4.00    --   60.44  15.00  90.00   78
  9  \w     71.00  99.00   0.50    4.00    --   60.44  29.00 105.00   56
 10  \w     73.00 105.00   0.50    4.00    --   60.44  15.00  90.00   64
 11  \w     21.00  47.00   0.50    4.00    --   60.44 -94.00-120.00   52
 12  \w     26.00  56.00   0.50    4.00    --   60.44 -94.00 -30.00   60
 13  \w     59.00 102.00   0.50    4.00    --   60.44  15.00-180.00   86
 14  \w     43.00 100.00   0.50    4.00    --   74.94-125.00 -60.00  114
 15  \w     77.00 104.00   0.50    4.00    --   74.94-125.00-180.00   54
 16  \w     75.00 120.00   0.50    4.00    --   74.94  29.00 105.00   90
 17  \w     35.00  63.00   0.50    4.00    --   74.94 -94.00 150.00   56
 18  \w     37.00  74.00   0.50    4.00    --   74.94 -94.00   0.00   74
 19  \w     40.00  89.00   0.50    4.00    --   74.94-125.00  90.00   98
 20  \w     40.00  73.00   0.50    4.00    --   79.80 -94.00 -30.00   66
 21  \w     63.00  89.00   0.50    4.00    --   79.80   0.00-180.00   52
 22  \w     40.00  70.00   0.50    4.00    --   79.80 -94.00 -90.00   60
 23  \w     47.00 124.00   0.50    4.00    --   79.80  15.00-180.00  154
 24  \w     40.00  66.00   0.50    4.00    --   79.80 -94.00-150.00   52
 25  \w     41.00  67.00   0.50    4.00    --   79.80 -94.00  90.00   52
 26  \w     96.00 121.00   0.50    4.00    --   79.80  15.00 -30.00   50
 27  \w     55.00  93.00   0.50    4.00    --   79.80-125.00 -30.00   76
 28  \w     36.00  65.00   0.50    4.00    --   79.80-125.00  30.00   58
 29  \w     58.00  87.00   0.50    4.00    --   79.80 -94.00-180.00   58
 30  \w     43.00  69.00   0.50    4.00    --   79.80 -94.00   0.00   52
 31  \w     41.00  78.00   0.50    4.00    --   79.80 -94.00  60.00   74
 32  \w     40.00  74.00   0.50    4.00    --   79.80 -94.00 120.00   68
 33  \w     52.00 109.00   0.50    4.00    --   79.80-125.00  60.00  114
 34  \w     53.00  82.00   0.50    4.00    --   79.80-125.00-180.00   58
 35  \w     75.00 130.00   0.50    4.00    --   83.50  16.00 -65.78  110
 36  \w     43.00  75.00   0.50    4.00    --   83.50-126.00 102.07   64
 37  \w     40.00 111.00   0.50    4.00    --   83.50-124.00 -94.62  142
 38  \w     42.00 111.00   0.50    4.00    --   83.50-125.00 -37.77  138
 39  \w     50.00 109.00   0.50    4.00    --   83.50  16.00  40.15  118
 40  \w     78.00 103.00   0.50    4.00    --   83.50-112.00 139.43   50
 41  \w     50.00 125.00   0.50    4.00    --   83.50  16.00  98.05  150
 42  \w     96.00 121.00   0.50    4.00    --   83.50-137.00-140.93   50
 43  \w     53.00 124.00   0.50    4.00    --   83.50  19.00-118.26  142
 44  \w     86.00 112.00   0.50    4.00    --   83.50-126.00 102.07   52
 45  \w     48.00  81.00   0.50    4.00    --   83.50-137.00-140.93   66
 46  \w     89.00 116.00   0.50    4.00    --   83.50-131.00 120.80   54
 47  \w     39.00 114.00   0.50    4.00    --   83.50-130.00  28.46  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0347343000
_diffrn_orient_matrix_UB_12      -0.0891496000
_diffrn_orient_matrix_UB_13      0.0295521000
_diffrn_orient_matrix_UB_21      -0.1084979000
_diffrn_orient_matrix_UB_22      0.0431478000
_diffrn_orient_matrix_UB_23      0.0138793000
_diffrn_orient_matrix_UB_31      0.0018749000
_diffrn_orient_matrix_UB_32      0.0127110000
_diffrn_orient_matrix_UB_33      -0.0799456000
_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  0.0195
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            70432
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.236
_diffrn_reflns_theta_min         2.477
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.055
_exptl_absorpt_correction_T_max  0.946
_exptl_absorpt_correction_T_min  0.818
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
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    1.216
_exptl_crystal_description       plate
_exptl_crystal_F_000             1653
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.317
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1178
_refine_ls_number_reflns         17309
_refine_ls_number_restraints     315
_refine_ls_restrained_S_all      1.169
_refine_ls_R_factor_all          0.1079
_refine_ls_R_factor_gt           0.0979
_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^)+(0.1763P)^2^+4.0062P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2832
_refine_ls_wR_factor_ref         0.2940
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14644
_reflns_number_total             17309
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt00438a2.cif
_cod_data_source_block           L4PF6
_cod_depositor_comments          'Adding full bibliography for 7718814.cif.'
_cod_original_cell_volume        4282.57(11)
_cod_database_code               7718814
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C91 H93 F6 N14.5 P S'
_shelx_estimated_absorpt_t_max   0.949
_shelx_estimated_absorpt_t_min   0.764
_reflns_odcompleteness_completeness 99.50
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 P3-F13 = P3-F14 = P3-F15 = P3-F16 = P3-F17 = P3-F18
 1.65 with sigma of 0.02
 P2-F7 = P2-F8 = P2-F9 = P2-F10 = P2-F11 = P2-F12
 1.65 with sigma of 0.02
 F14-F17
 2.2 with sigma of 0.04
 F13-F15 \\sim F14-F16 \\sim F18-F17
 with sigma of 0.05
 P3-F13 \\sim P3-F14 \\sim P3-F15 \\sim P3-F16 \\sim P3-F17 \\sim P3-F18
 with sigma of 0.02
 F13-F14 \\sim F13-F16 \\sim F13-F17 \\sim F13-F18 \\sim F15-F14 \\sim F15-F16
\\sim F15-F17 \\sim F15-F18
 with sigma of 0.04
 F7-F8 \\sim F9-F10 \\sim F11-F12
 with sigma of 0.05
 P2-F7 \\sim P2-F8 \\sim P2-F9 \\sim P2-F10 \\sim P2-F11 \\sim P2-F12
 with sigma of 0.02
 F7-F8 \\sim F7-F9 \\sim F7-F10 \\sim F7-F11 \\sim F9-F8 \\sim F9-F10 \\sim
F9-F11 \\sim F9-F12
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
P3 \\sim F13 \\sim F14 \\sim F15 \\sim F16 \\sim F17 \\sim F18: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
P2 \\sim F7 \\sim F8 \\sim F9 \\sim F10 \\sim F11 \\sim F12: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(P2) = Uanis(P3)
Uanis(F7) = Uanis(F14)
Uanis(F18) = Uanis(F9)
Uanis(F12) = Uanis(F13)
Uanis(F10) = Uanis(F15)
Uanis(F8) = Uanis(F16)
Uanis(F11) = Uanis(F17)
4. Rigid body (RIGU) restrains
 P3, F13, F14, F15, F16, F17, F18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 P2, F7, F8, F9, F10, F11, F12
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H68C)=Sof(H68D)=Sof(C69B)=Sof(H69C)=Sof(H69D)=Sof(H70C)=Sof(H70D)=1-FVAR(1)
 Sof(H68A)=Sof(H68B)=Sof(C69)=Sof(H69A)=Sof(H69B)=Sof(H70A)=Sof(H70B)=FVAR(1)
 Sof(H85C)=Sof(H85D)=Sof(C86B)=Sof(H86D)=Sof(H86E)=Sof(H86F)=1-FVAR(2)
 Sof(H85A)=Sof(H85B)=Sof(C86)=Sof(H86A)=Sof(H86B)=Sof(H86C)=FVAR(2)
 Fixed Sof: P1(0.5) F1(0.5) F2(0.5) F3(0.5) F4(0.5) F5(0.5) F6(0.5) N1S(0.75)
 C2S(0.75) C3S(0.75) H3SC(0.25) H3SD(0.25) H3SA(0.5) H3SB(0.5) C4S(0.25)
 H4SA(0.25) H4SB(0.25) H4SC(0.25) C5S(0.5) H5SA(0.5) H5SB(0.5) H5SC(0.5)
 C90(0.5) H90C(0.25) H90D(0.25) H90E(0.25) H90A(0.25) H90B(0.25) O88(0.25)
 C89(0.25) N14(0.25) P2(0.25) F7(0.25) F8(0.25) F9(0.25) F10(0.25) F11(0.25)
 F12(0.25) P3(0.25) F13(0.25) F14(0.25) F15(0.25) F16(0.25) F17(0.25) F18(0.25)
 C91(0.25) H91A(0.25) H91B(0.25) H91C(0.25) C92(0.25) C93(0.25) H93A(0.25)
 H93B(0.25) H93C(0.25) C88(0.25) H88A(0.25) H88B(0.25) H88C(0.25) C94(0.25)
 H94A(0.25) H94B(0.25) H94C(0.25)
6.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C37(H37A,H37B), C65(H65A,H65B), C66(H66A,H66B), C68(H68A,
 H68B), C68(H68C,H68D), C69(H69A,H69B), C69B(H69C,H69D), C70(H70A,H70B),
 C70(H70C,H70D), C84(H84A,H84B), C85(H85A,H85B), C85(H85C,H85D), C3S(H3SC,H3SD),
  C3S(H3SA,H3SB), C90(H90A,H90B)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C9(H9), C11(H11), C12(H12), C17(H17), C22(H22),
 C23(H23), C25(H25), C27(H27), C31(H31), C33(H33), C34(H34), C39(H39), C43(H43),
  C44(H44), C46(H46), C47(H47), C50(H50), C53(H53), C54(H54), C60(H60),
 C61(H61), C62(H62), C63(H63), C72(H72), C73(H73), C79(H79), C80(H80), C81(H81),
  C82(H82)
6.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C87(H87A,H87B,H87C), C14(H14A,H14B,H14C), C20(H20A,H20B,
 H20C), C36(H36A,H36B,H36C), C49(H49A,H49B,H49C), C57(H57A,H57B,H57C), C58(H58A,
 H58B,H58C), C67(H67A,H67B,H67C), C76(H76A,H76B,H76C), C77(H77A,H77B,H77C),
 C86(H86A,H86B,H86C), C86B(H86D,H86E,H86F), C4S(H4SA,H4SB,H4SC), C5S(H5SA,H5SB,
 H5SC), C90(H90C,H90D,H90E), C91(H91A,H91B,H91C), C93(H93A,H93B,H93C), C88(H88A,
 H88B,H88C), C94(H94A,H94B,H94C)
;
_shelx_res_checksum              52571
_shelx_hkl_checksum              28079
_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 1.412
_oxdiff_exptl_absorpt_empirical_full_min 0.721