Di-anionic self-associating supramolecular amphiphiles (SSAs) as antimicrobial agents against MRSA and <i>Escherichia coli</i>.
White, Lisa J.; Boles, Jessica E.; Clifford, Melanie; Patenall, Bethany L.; Hilton, Kira H. L. F.; Ng, Kendrick K. L.; Ellaby, Rebecca J.; Hind, Charlotte K.; Mulvihill, Daniel P.; Hiscock, Jennifer R.; Chemical communications (Cambridge, England)  (2021) –; doi:10.1039/d1cc05455d

data_7129147
_publ_section_title
;
 Di-anionic self-associating supramolecular amphiphiles (SSAs) as
 antimicrobial agents against MRSA and <i>Escherichia coli</i>.
;
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_paper_doi               10.1039/d1cc05455d
_journal_year                    2021
_chemical_formula_moiety         'C17 H18 N4 O8 S2, 2(C16 H36 N)'
_chemical_formula_sum            'C49 H90 N6 O8 S2'
_chemical_formula_weight         955.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-04-17
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-04-17 deposited with the CCDC.	2021-10-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.0137(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.33124(16)
_cell_length_b                   31.7362(4)
_cell_length_c                   13.62184(16)
_cell_measurement_reflns_used    15140
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      70.7280
_cell_measurement_theta_min      3.8220
_cell_volume                     5330.03(11)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (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)'
_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 0.976
_diffrn_measured_fraction_theta_max 0.999
_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    -68.00  26.00   1.00    1.17    --  -41.91  57.00   0.00   94
  2  \w    -66.00  20.00   1.00    1.17    --  -41.91  57.00 150.00   86
  3  \w   -114.00 -18.00   1.00    1.17    --  -41.91 -57.00-150.00   96
  4  \w      4.00  31.00   1.00    1.17    --   41.91 -99.00  60.00   27
  5  \w     64.00  91.00   1.00    1.17    --   41.91-125.00 150.00   27
  6  \w     32.00 130.00   1.00    4.69    --  102.14 -30.00  90.00   98
  7  \w     39.00 117.00   1.00    4.69    --  102.14-125.00  90.00   78
  8  \w     84.00 109.00   1.00    4.69    --  102.14 -94.00 -60.00   25
  9  \w    144.00 172.00   1.00    4.69    --  102.14  45.00  90.00   28
 10  \w     77.00 123.00   1.00    4.69    --  102.14  45.00  90.00   46
 11  \w     77.00 117.00   1.00    4.69    --  102.14-125.00-120.00   40
 12  \w     26.00 103.00   1.00    4.69    --  102.14 -77.00-120.00   77
 13  \w     30.00 123.00   1.00    4.69    --  102.14 -61.00 -90.00   93
 14  \w     62.00 110.00   1.00    4.69    --  102.14-125.00-180.00   48
 15  \w     78.00 174.00   1.00    4.69    --  102.14  45.00 -90.00   96
 16  \w     27.00 146.00   1.00    4.69    --  102.14 -15.00 -90.00  119
 17  \w    124.00 149.00   1.00    4.69    --  102.14 125.00 -30.00   25
 18  \w     30.00 133.00   1.00    4.69    --  102.14 -77.00  90.00  103
;
_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      -0.1101713000
_diffrn_orient_matrix_UB_12      -0.0209074000
_diffrn_orient_matrix_UB_13      0.0201518000
_diffrn_orient_matrix_UB_21      0.0447683000
_diffrn_orient_matrix_UB_22      -0.0426202000
_diffrn_orient_matrix_UB_23      -0.0354145000
_diffrn_orient_matrix_UB_31      0.0383028000
_diffrn_orient_matrix_UB_32      -0.0102772000
_diffrn_orient_matrix_UB_33      0.1054600000
_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  0.0384
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            37908
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         66.597
_diffrn_reflns_theta_min         3.846
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.341
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.739
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.191
_exptl_crystal_description       block
_exptl_crystal_F_000             2088
_exptl_crystal_size_max          0.262
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.168
_refine_diff_density_max         0.753
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     594
_refine_ls_number_reflns         9418
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.127
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0542
_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^)+(0.0298P)^2^+8.3040P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1267
_refine_ls_wR_factor_ref         0.1306
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8301
_reflns_number_total             9418
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc05455d2.cif
_cod_data_source_block           jrh20200010b_res
_cod_original_cell_volume        5330.03(12)
_cod_database_code               7129147
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         C20H20N2O2F3S
_chemical_oxdiff_usercomment     '100K lisa recollection bis compounds'
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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:
 C41(H41A,H41B), C20(H20A,H20B), C49(H49A,H49B), C17(H17A,H17B), C23(H23A,
 H23B), C25(H25A,H25B), C24(H24A,H24B), C45(H45A,H45B), C37(H37A,H37B),
 C36(H36A,H36B), C9(H9A,H9B), C19(H19A,H19B), C39(H39A,H39B), C1(H1A,H1B),
 C21(H21A,H21B), C33(H33A,H33B), C29(H29A,H29B), C32(H32A,H32B), C40(H40A,H40B),
  C35(H35A,H35B), C47(H47A,H47B), C44(H44A,H44B), C43(H43A,H43B), C48(H48A,
 H48B), C31(H31A,H31B), C28(H28A,H28B), C27(H27A,H27B)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), N1(H1), N2(H2), N4(H4), C4(H4A), C8(H8), C5(H5), C7(H7), C12(H12),
 C14(H14), C11(H11), C15(H15)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C18(H18A,H18B,H18C), C38(H38A,H38B,H38C), C34(H34A,H34B,
 H34C), C46(H46A,H46B,H46C), C42(H42A,H42B,H42C), C30(H30A,H30B,H30C), C26(H26A,
 H26B,H26C)
;
_shelx_res_checksum              29750
_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 1.303
_oxdiff_exptl_absorpt_empirical_full_min 0.797