Organometallic ciprofloxacin conjugates with dual action: synthesis, characterization, and antimicrobial and cytotoxicity studies.
Szczupak, Łukasz; Kowalczyk, Aleksandra; Trzybiński, Damian; Woźniak, Krzysztof; Mendoza, Gracia; Arruebo, Manuel; Steverding, Dietmar; Stączek, Paweł; Kowalski, Konrad; Dalton transactions (Cambridge, England : 2003) 49 (2020) 1403–1415; doi:10.1039/c9dt03948a

data_7703118
_publ_section_title
;
 Organometallic ciprofloxacin conjugates with dual action: synthesis,
 characterization, and antimicrobial and cytotoxicity studies.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1403
_journal_page_last               1415
_journal_paper_doi               10.1039/c9dt03948a
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C28 H25 F Mn N3 O7'
_chemical_formula_sum            'C28 H25 F Mn N3 O7'
_chemical_formula_weight         589.45
_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   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2018-12-17
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2019-09-11 deposited with the CCDC.	2019-12-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.113(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.2786(5)
_cell_length_b                   7.2123(3)
_cell_length_c                   34.7213(9)
_cell_measurement_reflns_used    11508
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.6650
_cell_measurement_theta_min      3.8780
_cell_volume                     2820.22(19)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2195
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0242996000
_diffrn_orient_matrix_UB_12      0.1123866000
_diffrn_orient_matrix_UB_13      0.0373311000
_diffrn_orient_matrix_UB_21      0.0933399000
_diffrn_orient_matrix_UB_22      -0.1442009000
_diffrn_orient_matrix_UB_23      0.0141008000
_diffrn_orient_matrix_UB_31      0.0969618000
_diffrn_orient_matrix_UB_32      0.1105333000
_diffrn_orient_matrix_UB_33      -0.0195464000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0590
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            44790
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.002
_diffrn_reflns_theta_min         2.549
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.294
_exptl_absorpt_correction_T_max  0.730
_exptl_absorpt_correction_T_min  0.410
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
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_colour_primary    yellow
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_description       prism
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.841
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         5669
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0880
_refine_ls_R_factor_gt           0.0755
_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^)+(0.0956P)^2^+4.1895P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2055
_refine_ls_wR_factor_ref         0.2139
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4445
_reflns_number_total             5669
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt03948a2.cif
_cod_data_source_block           2018_11_26_dt_lzs-447_n
_cod_depositor_comments
'Adding full bibliography for 7703117--7703118.cif.'
_cod_original_cell_volume        2820.24(18)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7703118
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2. Restrained distances
 O21-H21
 0.82 with sigma of 0.01
 N1-C17B \\sim N1-C17A
 with sigma of 0.02
 C19A-C17A \\sim C19B-C17B
 with sigma of 0.02
 C18-C17A \\sim C18-C17B
 with sigma of 0.02
 C19A-C18 \\sim C19B-C18
 with sigma of 0.02
3. Others
 Sof(C17B)=Sof(H17B)=Sof(H18C)=Sof(H18D)=Sof(C19B)=Sof(H19C)=Sof(H19D)=1-FVAR(1)
 Sof(C17A)=Sof(H17A)=Sof(H18A)=Sof(H18B)=Sof(C19A)=Sof(H19A)=Sof(H19B)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C17A(H17A), C17B(H17B)
4.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C15(H15A,H15B), C16(H16A,H16B), C18(H18A,
 H18B), C18(H18C,H18D), C19A(H19A,H19B), C19B(H19C,H19D), C25(H25A,H25B),
 C26(H26A,H26B)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C8(H8), C30(H30), C31(H31), C32(H32), C33(H33)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2018-11-27
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.616
_oxdiff_exptl_absorpt_empirical_full_min 0.468