Unusual Near Infrared (NIR) Fluorescent Palladium(II) Macrocyclic Complexes Containing M-C Bond with the Bioimaging Capability
Yao, Yuhang; Hou, Chun-Liang; Yang, Zi-Shu; Ran, Guangliu; Kang, Lei; Li, Cuicui; Zhang, Wenkai; Zhang, Jing; Zhang, Jun-Long; Chemical Science  (2019) –; doi:10.1039/C9SC04044G

data_1552319
_publ_section_title
;
 Unusual Near Infrared (NIR) Fluorescent Palladium(II) Macrocyclic
 Complexes Containing M-C Bond with the Bioimaging Capability
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/C9SC04044G
_journal_year                    2019
_chemical_formula_moiety         'C32 H11 F10 N3 O2, 0.5(C6 H14)'
_chemical_formula_sum            'C35 H18 F10 N3 O2'
_chemical_formula_weight         702.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2017-05-13
_audit_creation_method
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2019-04-25 deposited with the CCDC.    2019-09-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.557(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.1406(4)
_cell_length_b                   14.7364(6)
_cell_length_c                   36.6510(19)
_cell_measurement_reflns_used    6720
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      28.4260
_cell_measurement_theta_min      3.4690
_cell_volume                     5988.8(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3914
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega  -12.00   83.00   1.0000   55.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628   57.0000   90.0000 95

  2 omega  -12.00   83.00   1.0000   55.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628   57.0000  -30.0000 95

  3 omega   -6.00   89.00   1.0000   55.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628   77.0000 -180.0000 95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0073299000
_diffrn_orient_matrix_UB_12      -0.0094681000
_diffrn_orient_matrix_UB_13      0.0186159000
_diffrn_orient_matrix_UB_21      -0.0041097000
_diffrn_orient_matrix_UB_22      -0.0470347000
_diffrn_orient_matrix_UB_23      -0.0040965000
_diffrn_orient_matrix_UB_31      0.0634155000
_diffrn_orient_matrix_UB_32      -0.0041307000
_diffrn_orient_matrix_UB_33      0.0037963000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_unetI/netI     0.0690
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            42310
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         27.449
_diffrn_reflns_theta_min         2.945
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50742
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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    1.558
_exptl_crystal_description       plate
_exptl_crystal_F_000             2840
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     903
_refine_ls_number_reflns         13697
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.1242
_refine_ls_R_factor_gt           0.0634
_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^)+(0.0548P)^2^+4.2670P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1403
_refine_ls_wR_factor_ref         0.1699
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7585
_reflns_number_total             13697
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9sc04044g2.cif
_cod_data_source_block           170513
_cod_database_code               1552319
_chemical_oxdiff_formula         'C30 F10 N3 O2 H10 Cl3'
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C136(H13A,H13B), C144(H14A,H14B), C1(H1A,H1B), C4AA(H4AA,H4AB)
2.b Aromatic/amide H refined with riding coordinates:
 N69(H69), N88(H88), C64(H64), C82(H82), C90(H90), C112(H112), C1BA(H1BA),
 C3(H3), C11(H11), C15(H15), C31(H31), C50(H50), C54(H54), C56(H56), C80(H80),
 C84(H84), C94(H94), C97(H97), C100(H100), C110(H110), C127(H127), C131(H131)
2.c Idealised Me refined as rotating group:
 C6AA(H6AA,H6AB,H6AC), C14(H14C,H14D,H14E)
;
_shelx_shelxl_version_number     2016/6
_olex2_submission_special_instructions 'No special instructions were received'