A3- and A2B-fluorocorroles: synthesis, X-ray characterization and antiviral activity evaluation against human cytomegalovirus infection
Kappler-Gratias, Sandrine; Bucher, Léo; Desbois, Nicolas; Rousselin, Yoann; Bystricky, Kerstin; Gros, Claude P.; Gallardo, Franck; RSC Medicinal Chemistry  (2020) –; doi:10.1039/D0MD00127A

data_7240859
_publ_section_title
;
 A3- and A2B-fluorocorroles: synthesis, X-ray characterization and
 antiviral activity evaluation against human cytomegalovirus infection
;
_journal_name_full               'RSC Medicinal Chemistry'
_journal_paper_doi               10.1039/D0MD00127A
_journal_year                    2020
_chemical_formula_moiety         'C36 H16 F9 N5, 2(C H4 O)'
_chemical_formula_sum            'C38 H24 F9 N5 O2'
_chemical_formula_weight         753.62
_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             2019-02-13
_audit_creation_method
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-04-16 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                104.448(2)
_cell_angle_beta                 91.342(2)
_cell_angle_gamma                93.085(2)
_cell_formula_units_Z            4
_cell_length_a                   7.3448(2)
_cell_length_b                   15.9784(5)
_cell_length_c                   28.5025(9)
_cell_measurement_reflns_used    5136
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      66.487
_cell_measurement_theta_min      2.907
_cell_volume                     3232.17(17)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 CMOS
_diffrn_detector_area_resol_mean '1024 x 1024'
_diffrn_detector_type            'Photon 100'
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans''
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'QUAZAR MX multilayer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.0648
_diffrn_reflns_Laue_measured_fraction_full 0.945
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            17364
_diffrn_reflns_point_group_measured_fraction_full 0.945
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        66.718
_diffrn_reflns_theta_max         66.718
_diffrn_reflns_theta_min         2.861
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Cu
_diffrn_source_type              'high brilliance microfocus sealed tube, Cu'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.162
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 43905 reflections, Rint = 0.0656
 (25067 with I > 3sig(I), Rint = 0.0505)
;
_exptl_crystal_colour            'clear dark violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_description       prism
_exptl_crystal_F_000             1536
_exptl_crystal_recrystallization_method
'The material was recrystallised from a mixture of methanol and heptane  by slow evaporation'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.078
_refine_diff_density_max         0.866
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1006
_refine_ls_number_reflns         17364
_refine_ls_number_restraints     50
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0681
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0192P)^2^+5.5679P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1248
_refine_ls_wR_factor_ref         0.1357
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13612
_reflns_number_total             17364
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0md00127a2.cif
_cod_data_source_block           Compound_21
_cod_database_code               7240859
_publcif_datablock.id            {110c0db7-5f95-49a4-8439-f3cf99969a44}
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.915
_shelx_estimated_absorpt_t_min   0.776
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.5483(8)
 0.4517(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3. Restrained planarity
 F1*, C28, C27, C26, C30, C29, N5, F1
 with sigma of 0.1
4. Rigid body (RIGU) restrains
 C26, C27, C28, N5, C29, C30, F1, F1*
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(F1*)=Sof(H29)=Sof(F1A*)=Sof(H29A)=1-FVAR(1)
 Sof(F1)=Sof(H28)=Sof(F1A)=Sof(H28A)=FVAR(1)
6.a Everything fixed:
 H3AA
6.b Fixed occupancy and ADP/Uiso:
 H2, H3, H4, H1A, H2AA
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3A), C7(H7), C8(H8), C11(H11), C12(H12), C16(H16), C17(H17),
 C23(H23), C27(H27), C28(H28), C29(H29), C30(H30), C34(H34), C2A(H2AB),
 C3A(H3AB), C7A(H7A), C8A(H8A), C11A(H11A), C12A(H12A), C16A(H16A), C17A(H17A),
 C23A(H23A), C27A(H27A), C28A(H28A), C29A(H29A), C30A(H30A), C34A(H34A)
6.d Idealised Me refined as rotating group:
 C37(H37D,H37E,H37F), C37A(H37G,H37H,H37I), C37B(H37J,H37K,H37L), C37C(H37A,
 H37B,H37C)
6.e Idealised tetrahedral OH refined as rotating group:
 O1C(H1C), O1(H1), O1A(H1AA), O1B(H1B)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_special_instructions 'No special instructions were received'
_publcif_funding_html
;
;