In vivo and in vitro studies of [M(η6-pseudoerlotinib)2]+ sandwich complexes (M = Re, 99mTc)
Battistin, Federica; Fernandes, Célia; Raposinho, Paula D.; Blacque, Olivier; Paulo, António Rocha; Alberto, Roger; Dalton Transactions  (2023) –; doi:10.1039/D3DT03011C

data_7714217
_publ_section_title
;
 In vivo and in vitro studies of [M(\h6-pseudoerlotinib)2]+ sandwich
 complexes (M = Re, 99mTc)
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT03011C
_journal_year                    2023
_chemical_formula_moiety
'4(C26 H29 N3 O4 Re), 4(F6 P), 1.531(H2 O), 0.667(C H2 Cl2)'
_chemical_formula_sum            'C104.67 H120.4 Cl1.33 F24 N12 O17.53 P4 Re4'
_chemical_formula_weight         3199.22
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-10-09
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-10-09 deposited with the CCDC.	2023-10-12 downloaded from the CCDC.
;
_cell_angle_alpha                77.5660(6)
_cell_angle_beta                 84.5485(6)
_cell_angle_gamma                83.5136(5)
_cell_formula_units_Z            1
_cell_length_a                   11.04098(7)
_cell_length_b                   14.03029(9)
_cell_length_c                   19.54390(14)
_cell_measurement_reflns_used    47406
_cell_measurement_temperature    160.0(1)
_cell_measurement_theta_max      78.8540
_cell_measurement_theta_min      3.2290
_cell_volume                     2929.77(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.0(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_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   -123.00 -62.00   0.50    0.75    --  -51.77-141.00-128.00  122
  2  \w   -126.00 -70.00   0.50    0.75    --  -51.77-129.00  44.00  112
  3  \w    -98.00 -21.00   0.50    0.75    --  -51.77 141.00 -70.00  154
  4  \w    -89.00 -14.00   0.50    0.75    --  -51.77 129.00 117.00  150
  5  \w     36.00 102.00   0.50    0.75    --   51.77-129.00  44.00  132
  6  \w     42.00 109.00   0.50    0.75    --   51.77-141.00-128.00  134
  7  \w    -90.00 -14.00   0.50    3.00    --  -86.25 129.00 117.00  152
  8  \w    -99.00 -21.00   0.50    3.00    --  -86.25 141.00 -70.00  156
  9  \w   -160.00 -70.00   0.50    3.00    --  -86.25-129.00  44.00  180
 10  \w     92.00 178.00   0.50    3.00    --  107.75 129.00 117.00  172
 11  \w     84.00 173.00   0.50    3.00    --  107.75 141.00 -70.00  178
 12  \w     42.00 125.00   0.50    3.00    --  107.75-141.00-128.00  166
 13  \w     76.00 102.00   0.50    3.00    --  107.75-129.00  44.00   52
 14  \w   -120.00 -29.00   0.50    0.75    --  -51.77 -77.00 150.00  182
 15  \w    -90.00 -40.00   0.50    0.75    --  -51.77 -57.00 -90.00  100
 16  \w   -127.00 -42.00   0.50    0.75    --  -51.77 -41.00  20.64  170
 17  \w     30.00 124.00   0.50    0.75    --   51.77  77.00  60.00  188
 18  \w    -37.00 -12.00   0.50    3.00    --  -86.25  45.00 -30.00   50
 19  \w   -134.00-109.00   0.50    3.00    --  -86.25-141.00-128.00   50
 20  \w   -159.00 -87.00   0.50    3.00    --  -86.25 -15.00  30.00  144
 21  \w     84.00 111.00   0.50    3.00    --  107.75 -61.00-180.00   54
 22  \w     39.00 108.00   0.50    3.00    --  107.75-111.00 -30.00  138
 23  \w     41.00  79.00   0.50    3.00    --  107.75 -61.00-180.00   76
 24  \w     52.00  80.00   0.50    3.00    --  107.75 -94.00 -30.00   56
 25  \w     31.00 108.00   0.50    3.00    --  107.75-111.00  90.00  154
 26  \w     94.00 178.00   0.50    3.00    --  107.75  30.00   0.00  168
 27  \w     64.00 108.00   0.50    3.00    --  107.75-111.00 -90.00   88
 28  \w     73.00 109.00   0.50    3.00    --  107.75-111.00-120.00   72
 29  \w     78.00 109.00   0.50    3.00    --  107.75-111.00 150.00   62
 30  \w     94.00 176.00   0.50    3.00    --  107.75  30.00 -60.00  164
 31  \w     94.00 177.00   0.50    3.00    --  107.75  30.00 -90.00  166
 32  \w    114.00 150.00   0.50    3.00    --  107.75 111.00  90.00   72
 33  \w     43.00  70.00   0.50    3.00    --  107.75-111.00-120.00   54
 34  \w    117.00 176.00   0.50    3.00    --  107.75 111.00 -60.00  118
 35  \w     55.00  96.00   0.50    3.00    --  107.75 -30.00   0.00   82
 36  \w     42.00  72.00   0.50    3.00    --  107.75-111.00 150.00   60
 37  \w     38.00 107.00   0.50    3.00    --  107.75-111.00  60.00  138
 38  \w     67.00  92.00   0.50    3.00    --  107.75 178.00 120.00   50
 39  \w     96.00 145.00   0.50    3.00    --  107.75 178.00 120.00   98
 40  \w     39.00  65.00   0.50    3.00    --  107.75 -94.00 150.00   52
 41  \w     38.00  93.00   0.50    3.00    --  107.75 -61.00  60.00  110
 42  \w     34.00  93.00   0.50    3.00    --  107.75 -30.00 -60.00  118
 43  \w     68.00 104.00   0.50    3.00    --  107.75 -94.00  90.00   72
 44  \w     33.00 105.00   0.50    3.00    --  107.75 -94.00-120.00  144
 45  \w     32.00  79.00   0.50    3.00    --  107.75-111.00-180.00   94
 46  \w     70.00 104.00   0.50    3.00    --  107.75 -94.00 150.00   68
 47  \w     46.00  75.00   0.50    3.00    --  107.75 -94.00 -60.00   58
 48  \w     58.00 110.00   0.50    3.00    --  107.75 -45.00   0.00  104
 49  \w     57.00 109.00   0.50    3.00    --  107.75-111.00   0.00  104
 50  \w     95.00 177.00   0.50    3.00    --  107.75  30.00-120.00  164
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1314972000
_diffrn_orient_matrix_UB_12      -0.0454189000
_diffrn_orient_matrix_UB_13      0.0133446000
_diffrn_orient_matrix_UB_21      -0.0341430000
_diffrn_orient_matrix_UB_22      -0.0208386000
_diffrn_orient_matrix_UB_23      0.0797395000
_diffrn_orient_matrix_UB_31      -0.0369947000
_diffrn_orient_matrix_UB_32      -0.1012973000
_diffrn_orient_matrix_UB_33      -0.0037209000
_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  0.0237
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            61434
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.502
_diffrn_reflns_theta_min         3.575
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    9.607
_exptl_absorpt_correction_T_max  0.871
_exptl_absorpt_correction_T_min  0.394
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
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            yellow
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_description       plate
_exptl_crystal_F_000             1571
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.090
_refine_diff_density_min         -1.523
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     832
_refine_ls_number_reflns         11918
_refine_ls_number_restraints     409
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0293
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0359P)^2^+7.5608P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0755
_refine_ls_wR_factor_ref         0.0764
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11407
_reflns_number_total             11918
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt03011c2.cif
_cod_data_source_block           fb1911
_cod_original_cell_volume        2929.77(4)
_cod_original_formula_sum        'C104.67 H120.40 Cl1.33 F24 N12 O17.53 P4 Re4'
_cod_database_code               7714217
_shelx_estimated_absorpt_t_max   0.910
_shelx_estimated_absorpt_t_min   0.327
_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, All O(H,H) groups
2. Restrained distances
 N4-H4A = N1-H1
 0.82 with sigma of 0.01
 P1-F3A \\sim P1-F3B \\sim P1-F4A \\sim P1-F4B \\sim P1-F5A \\sim P1-F5B \\sim
P1-F6A \\sim P1-F6B
 with sigma of 0.005
 Cl1-C53 \\sim Cl2-C53
 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Cl1 \\sim Cl2 \\sim C53 \\sim O10: within 3A with sigma of 0.005 and sigma for
terminal atoms of 0.01 within 3A
P1 \\sim F1 \\sim F2 \\sim F3B \\sim F4B \\sim F5B \\sim F6B \\sim F3A \\sim
F4A \\sim F5A \\sim F6A: within 3A with sigma of 0.005 and sigma for terminal
atoms of 0.01 within 3A
F7 \\sim F8 \\sim F9 \\sim F10 \\sim F11 \\sim F12: within 3A with sigma of
0.005 and sigma for terminal atoms of 0.01 within 3A
4. Others
 Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=1-FVAR(1)
 Sof(F3B)=Sof(F4B)=Sof(F5B)=Sof(F6B)=FVAR(1)
 Sof(O9)=Sof(H9A)=Sof(H9B)=FVAR(2)
 Fixed Sof: Cl1(0.333333) Cl2(0.333333) C53(0.333333) H53A(0.333333)
 H53B(0.333333) O10(0.125) H10A(0.125) H10B(0.125)
 Fixed X: H10A(0.488409) H10B(0.443419)
 Fixed Y: H10A(1.05072) H10B(1.00964)
 Fixed Z: H10A(0.965981) H10B(1.032589)
5.a Free rotating group:
 O9(H9A,H9B)
5.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22A,H22B), C24(H24A,H24B), C25(H25A,H25B), C47(H47A,
 H47B), C48(H48A,H48B), C50(H50A,H50B), C51(H51A,H51B), C53(H53A,H53B)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10),
 C11(H11), C12(H12), C14(H14), C17(H17), C20(H20), C27(H27), C28(H28), C29(H29),
  C30(H30), C31(H31), C32(H32), C34(H34), C35(H35), C36(H36), C37(H37),
 C38(H38), C40(H40), C43(H43), C46(H46)
5.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C26(H26A,H26B,H26C), C49(H49A,H49B,H49C), C52(H52A,H52B,
 H52C)
;
_shelx_res_checksum              27924