Highly NIR-emitting ytterbium complexes containing 2-(tosylaminobenzylidene)-N-benzoylhydrazone anions: structure in solution and use for bioimaging.
Kovalenko, Anton D.; Pavlov, Alexander A.; Ustinovich, Ilya D.; Kalyakina, Alena S.; Goloveshkin, Alexander S.; Marciniak, Łukasz; Lepnev, Leonid S.; Burlov, Anatolii S.; Schepers, Ute; Bräse, Stefan; Utochnikova, Valentina V.; Dalton transactions (Cambridge, England : 2003) 50 (2021) 3786–3791; doi:10.1039/d0dt03913f

data_7706838
_publ_section_title
;
 Highly NIR-emitting ytterbium complexes containing
 2-(tosylaminobenzylidene)-N-benzoylhydrazone anions: structure in
 solution and use for bioimaging.
;
_journal_issue                   11
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3786
_journal_page_last               3791
_journal_paper_doi               10.1039/d0dt03913f
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C48 H52 K N6 O9 S2 Yb'
_chemical_formula_sum            'C48 H52 K N6 O9 S2 Yb'
_chemical_formula_weight         1133.22
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-04-08
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2020-07-17 deposited with the CCDC.	2021-03-11 downloaded from the CCDC.
;
_cell_angle_alpha                86.803(2)
_cell_angle_beta                 88.788(2)
_cell_angle_gamma                74.750(2)
_cell_formula_units_Z            2
_cell_length_a                   9.2427(13)
_cell_length_b                   11.0807(15)
_cell_length_c                   24.563(3)
_cell_measurement_reflns_used    6281
_cell_measurement_temperature    120
_cell_measurement_theta_max      29.65
_cell_measurement_theta_min      2.28
_cell_volume                     2423.2(6)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.0961
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            25777
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         0.83
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.163
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5794
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0886 before and 0.0509 after correction.
The Ratio of minimum to maximum transmission is 0.7766.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1150
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.995
_refine_diff_density_min         -1.805
_refine_diff_density_rms         0.143
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     618
_refine_ls_number_reflns         11989
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0429
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0223P)^2^+1.4751P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0832
_reflns_number_gt                9318
_reflns_number_total             11989
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0dt03913f2.cif
_cod_data_source_block           a
_cod_depositor_comments          'Adding full bibliography for 7706838.cif.'
_cod_database_code               7706838
_olex2_refinement_description
;
1. 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, All O(H) groups
2. Restrained distances
 O3S-H3S
 0.85 with sigma of 0.01
 O1S-H1S
 0.85 with sigma of 0.01
 O2S-H2S
 0.85 with sigma of 0.01
 C5S-H3S
 1.873851 with sigma of 0.02
 K5-H3S
 3.175585 with sigma of 0.02
 C1S-H1S
 1.88629 with sigma of 0.02
 K5-H1S
 3.286641 with sigma of 0.02
 C3S-H2S
 1.895492 with sigma of 0.02
 K5-H2S
 3.125781 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C1S(H1SA,H1SB), C5S(H5SA,H5SB), C3S(H3SA,H3SB)
3.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C40(H40), C20(H20), C32(H32), C38(H38), C11(H11), C18(H18),
 C39(H39), C42(H42), C41(H41), C2(H2), C35(H35), C12(H12), C14(H14), C24(H24),
 C21(H21), C30(H30), C31(H31), C7(H7), C23(H23), C28(H28), C33(H33), C27(H27),
 C17(H17), C9(H9), C10(H10), C6(H6), C3(H3)
3.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C5(H5A,H5B,H5C), C2S(H2SA,H2SB,H2SC), C6S(H6SA,H6SB,
 H6SC), C4S(H4SA,H4SB,H4SC)
;
_olex2_submission_special_instructions 'No special instructions were received'