Design, physico-chemical characterization and <i>in vitro</i> biological activity of organogold(III) glycoconjugates.
Pettenuzzo, Andrea; Vezzù, Keti; Di Paolo, Maria Luisa; Fotopoulou, Eirini; Marchiò, Luciano; Via, Lisa Dalla; Ronconi, Luca; Dalton transactions (Cambridge, England : 2003) 50 (2021) 8963–8979; doi:10.1039/d1dt01100f

data_7707442
_publ_section_title
;
 Design, physico-chemical characterization and <i>in vitro</i> biological
 activity of organogold(III) glycoconjugates.
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8963
_journal_page_last               8979
_journal_paper_doi               10.1039/d1dt01100f
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C21 H24 Au N2 O2 S2, F6 P'
_chemical_formula_sum            'C21 H24 Au F6 N2 O2 P S2'
_chemical_formula_weight         742.48
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-05-11
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-05-11 deposited with the CCDC.	2021-05-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.9010(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.6007(5)
_cell_length_b                   23.2714(10)
_cell_length_c                   11.2065(5)
_cell_measurement_reflns_used    9969
_cell_measurement_temperature    200
_cell_measurement_theta_max      25.264
_cell_measurement_theta_min      2.375
_cell_volume                     2486.87(19)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX3 v2017.3-0 (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      199.98
_diffrn_detector_area_resol_mean 7.4
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 venture PhotonII area detector'
_diffrn_measurement_method       'omega and theta scans'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            34982
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.714
_diffrn_reflns_theta_min         2.308
_diffrn_source                   microfocus
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    6.216
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.4662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1153 before and 0.0607 after correction.
The Ratio of minimum to maximum transmission is 0.6255.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.983
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_refine_diff_density_max         2.243
_refine_diff_density_min         -1.258
_refine_diff_density_rms         0.151
_refine_ls_extinction_coef       0.0013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         4713
_refine_ls_number_restraints     99
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0426
_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^)+(0.0510P)^2^+16.1356P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1028
_refine_ls_wR_factor_ref         0.1179
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3755
_reflns_number_total             4713
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt01100f2.cif
_cod_data_source_block           ap295ronc_0m
_cod_depositor_comments
'Adding full bibliography for 7707442--7707444.cif.'
_cod_database_code               7707442
_shelx_shelxl_version_number     2018/3
_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,H,H,H) groups
2. Restrained distances
 C91-C81 = C91-C81A
 1.5 with sigma of 0.02
 O21A-C81A = O21-C81
 1.45 with sigma of 0.02
 C71-C41 = C71A-C41
 1.45 with sigma of 0.02
 N12B-C22 = N12B-C62 = N12A-C82 = N12A-C122
 1.35 with sigma of 0.02
 O21A-C71A = O21-C71
 1.28 with sigma of 0.02
 N12A-C82 = N12A-C122 = N12B-C62 = N12B-C22
 1.35 with sigma of 0.02
 O11A-C71A = O11-C71
 1.22 with sigma of 0.02
 C82-C12B = C12B-C122 = C62-C12A = C22-C12A
 1.39 with sigma of 0.02
 P-F6A = P-F1A = P-F2A = P-F3A = P-F4A = P-F5A
 1.57 with sigma of 0.02
 P-F5 = P-F4 = P-F3 = P-F2 = P-F6 = P-F1
 1.57 with sigma of 0.02
 F4-F3
 2.25 with sigma of 0.04
 F4-F2
 2.25 with sigma of 0.04
 F4-F6
 2.25 with sigma of 0.04
 F3-F2
 2.25 with sigma of 0.04
 F2-F6
 2.25 with sigma of 0.04
 F2-F1
 2.25 with sigma of 0.04
 F1-F3
 2.25 with sigma of 0.04
 F1-F6
 2.25 with sigma of 0.04
 F4-F5
 2.25 with sigma of 0.04
 F5-F6
 2.25 with sigma of 0.04
 F5-F3
 2.25 with sigma of 0.04
3. Restrained planarity
 C12B, C82, C122, C112, C92, C102
 with sigma of 0.1
 N12A, C82, C122, C112, C92, C102
 with sigma of 0.1
 N12B, C22, C32, C42, C52, C62
 with sigma of 0.1
 C12A, C22, C32, C42, C52, C62
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
O21 \\sim C71 \\sim O11: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 1.7A
O11A \\sim C71A \\sim O21A: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 1.7A
Uanis(F5) \\sim Ueq, Uanis(F6) \\sim Ueq, Uanis(F4) \\sim Ueq: with sigma of
0.1 and sigma for terminal atoms of 0.2
Uanis(C12B) = Uanis(N12A)
Uanis(N12B) = Uanis(C12A)
Uanis(F2) = Uanis(F6) = Uanis(F5) = Uanis(F3)
Uanis(F2A) = Uanis(F6A) = Uanis(F5A) = Uanis(F3A)
Uanis(C81A) = Uanis(C81)
5. Others
 Sof(C12B)=Sof(H12A)=Sof(H22A)=Sof(N12B)=1-FVAR(1)
 Sof(C12A)=Sof(H122)=Sof(H22)=Sof(N12A)=FVAR(1)
 Fixed Sof: F3(0.4) F6(0.4) F1(0.4) F2(0.4) O21(0.7) H41(0.7) H41A(0.3)
 F5(0.4) F4(0.4) C71(0.7) C81(0.7) H81A(0.7) H81B(0.7) H91A(0.7) H91B(0.7)
 H91C(0.7) H91D(0.3) H91E(0.3) H91F(0.3) O11(0.7) O11A(0.3) C71A(0.3) O21A(0.3)
 C81A(0.3) H81C(0.3) H81D(0.3) F3A(0.6) F5A(0.6) F4A(0.6) F6A(0.6) F1A(0.6)
 F2A(0.6)
6.a Ternary CH refined with riding coordinates:
 C41(H41), C41(H41A)
6.b Secondary CH2 refined with riding coordinates:
 C72(H72A,H72B), C31(H31A,H31B), C51(H51A,H51B), C21(H21A,H21B), C61(H61A,
 H61B), C81(H81A,H81B), C81A(H81C,H81D)
6.c Aromatic/amide H refined with riding coordinates:
 C92(H92), C112(H112), C122(H12A), C122(H122), C102(H102), C22(H22), C22(H22A),
  C52(H52), C42(H42), C32(H32)
6.d Idealised Me refined as rotating group:
 C91(H91A,H91B,H91C), C91(H91D,H91E,H91F)
;
_shelx_res_checksum              30667
_shelx_hkl_checksum              16320
_olex2_submission_special_instructions 'No special instructions were received'