Supramolecular self-associating amphiphiles (SSAs) as enhancers of antimicrobial agents towards Escherichia coli (E. coli)
Boles, Jessica E.; Ellaby, Rebecca J.; Shepherd, Helena J.; Hiscock, Jennifer R.; RSC Advances 11 (2021) 9550–9556; doi:10.1039/D1RA00998B

data_7242342
_publ_section_title
;
 Supramolecular self-associating amphiphiles (SSAs) as enhancers of
 antimicrobial agents towards Escherichia coli (E. coli)
;
_journal_issue                   16
_journal_name_full               'RSC Advances'
_journal_page_first              9550
_journal_page_last               9556
_journal_paper_doi               10.1039/D1RA00998B
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C9 H8 F3 N2 O4 S, C9 H12 N3 O'
_chemical_formula_sum            'C18 H20 F3 N5 O5 S'
_chemical_formula_weight         475.45
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2020-05-01
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-05-01 deposited with the CCDC.	2021-02-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.3209(5)
_cell_length_b                   46.084(5)
_cell_length_c                   5.1719(2)
_cell_measurement_reflns_used    951
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      65.3310
_cell_measurement_theta_min      5.3990
_cell_volume                     1983.2(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2887
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_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   -107.00 -19.00   1.00   12.50    --  -41.91 -38.00 -90.00   88
  2  \w    -98.00 -19.00   1.00   12.50    --  -41.91 -57.00 150.00   79
  3  \w    -66.00  32.00   1.00   12.50    --  -41.91  38.00  90.00   98
  4  \w    -66.00 -27.00   1.00   12.50    --  -41.91  57.00 -60.00   39
  5  \w     47.00  80.00   1.00   12.50    --   41.91 -99.00  60.00   33
  6  \w     72.00 132.00   1.00   20.00    --  105.91 -45.00  90.00   60
  7  \w     71.00 121.00   1.00   20.00    --  105.91-125.00-120.00   50
  8  \w     34.00 135.00   1.00   20.00    --  105.91 -61.00-150.00  101
  9  \w     33.00  59.00   1.00   20.00    --  105.91-125.00-120.00   26
 10  \w     85.00 121.00   1.00   20.00    --  105.91-125.00  30.00   36
 11  \w     40.00 134.00   1.00   20.00    --  105.91 -61.00 -30.00   94
 12  \w     99.00 145.00   1.00   20.00    --  105.91  30.00 120.00   46
 13  \w    153.00 178.00   1.00   20.00    --  105.91 125.00-150.00   25
 14  \w     83.00 173.00   1.00   20.00    --  105.91  61.00 -60.00   90
 15  \w     48.00 111.00   1.00   20.00    --  105.91-125.00-180.00   63
 16  \w     53.00 178.00   1.00   20.00    --  105.91  15.00  60.00  125
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0260788000
_diffrn_orient_matrix_UB_12      -0.0330751000
_diffrn_orient_matrix_UB_13      0.0084411000
_diffrn_orient_matrix_UB_21      0.1759569000
_diffrn_orient_matrix_UB_22      -0.0042692000
_diffrn_orient_matrix_UB_23      0.0845643000
_diffrn_orient_matrix_UB_31      -0.0514333000
_diffrn_orient_matrix_UB_32      0.0022410000
_diffrn_orient_matrix_UB_33      0.2854864000
_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  0.1296
_diffrn_reflns_av_unetI/netI     0.1161
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       57
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            12545
_diffrn_reflns_point_group_measured_fraction_full 0.873
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.178
_diffrn_reflns_theta_min         3.837
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.114
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53377
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_description       plank
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.011
_refine_diff_density_max         0.815
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details
;
 Flack x determined using 532 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.01(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         3395
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.1158
_refine_ls_R_factor_gt           0.0787
_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^)+(0.0275P)^2^+6.0310P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1516
_refine_ls_wR_factor_ref         0.1732
_reflns_Friedel_coverage         0.534
_reflns_Friedel_fraction_full    0.713
_reflns_Friedel_fraction_max     0.669
_reflns_number_gt                2324
_reflns_number_total             3395
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ra00998b2.cif
_cod_data_source_block           2019jrh0011-hjs2
_cod_original_cell_volume        1983.2(2)
_cod_database_code               7242342
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         C20H20N5O5F3
_chemical_oxdiff_usercomment     '100 K repete of 2019jrh0008'
_shelx_estimated_absorpt_t_max   0.977
_shelx_estimated_absorpt_t_min   0.786
_reflns_odcompleteness_completeness 99.86
_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 N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C6(H6), N1(H1), C4(H4), C3(H3), C7(H7), N4(H4A), N3(H3A), C13(H13),
 C10(H10), C14(H14), C11(H11)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C16(H16A,H16B,H16C)
;
_shelx_res_checksum              97256
_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 1.668
_oxdiff_exptl_absorpt_empirical_full_min 0.631