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_7703117
_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         'C30 H30 F Fe N3 O4'
_chemical_formula_sum            'C30 H30 F Fe N3 O4'
_chemical_formula_weight         571.42
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_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                 103.153(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   30.6129(10)
_cell_length_b                   10.5408(2)
_cell_length_c                   15.8947(5)
_cell_measurement_reflns_used    7187
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.4040
_cell_measurement_theta_min      2.8230
_cell_volume                     4994.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_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 1.000
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0133807000
_diffrn_orient_matrix_UB_12      -0.0622000000
_diffrn_orient_matrix_UB_13      0.0898989000
_diffrn_orient_matrix_UB_21      0.0499112000
_diffrn_orient_matrix_UB_22      0.0125051000
_diffrn_orient_matrix_UB_23      -0.0019183000
_diffrn_orient_matrix_UB_31      0.0015658000
_diffrn_orient_matrix_UB_32      0.1316673000
_diffrn_orient_matrix_UB_33      0.0426288000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19631
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.069
_diffrn_reflns_theta_max         67.069
_diffrn_reflns_theta_min         2.965
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.278
_exptl_absorpt_correction_T_max  0.810
_exptl_absorpt_correction_T_min  0.538
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_description       plate
_exptl_crystal_F_000             2384
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.833
_refine_diff_density_min         -1.336
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         4466
_refine_ls_number_restraints     166
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.1076
_refine_ls_R_factor_gt           0.0992
_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^)+(0.1162P)^2^+66.5044P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2509
_refine_ls_wR_factor_ref         0.2579
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3928
_reflns_number_total             4466
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt03948a2.cif
_cod_data_source_block           2018_11_14_lsz-435-1_n
_cod_depositor_comments
'Adding full bibliography for 7703117--7703118.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7703117
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, H5 of C5, H17 of C17, H30 of C30, H8 of C8, H2 of C2,
  H33 of C33, H31 of C31, H32 of C32, H36 of C36, H35 of C35, H34 of C34, H38
  of C38, H37 of C37
 At 1.5 times of:
  H21 of C32
2. Restrained distances
 O21-H21
 0.82 with sigma of 0.01
3. Rigid body (RIGU) restrains
 C31, C30, C29, C33, C32, Fe39, C37, C36, C35, C34, C38
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4.a Free rotating group:
 C36(C35,C34,C38,C37)
4.b Ternary CH refined with riding coordinates:
 C17(H17), C34(H34)
4.c Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C12(H12A,H12B), C15(H15A,H15B), C18(H18A,H18B), C16(H16A,
 H16B), C19(H19A,H19B), C25(H25A,H25B), C26(H26A,H26B)
4.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C8(H8), C30(H30), C5(H5), C33(H33), C31(H31), C32(H32), C36(H36),
 C35(H35), C38(H38), C37(H37)
;
_shelx_shelxl_version_number     2014/7
_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 1.229
_oxdiff_exptl_absorpt_empirical_full_min 0.836