Supramolecular self-associating amphiphiles: determination of molecular self-association properties and calculation of critical micelle concentration using a high-throughput, optical density based methodology
Rutkauskaite, Andzelika; White, Lisa J.; Hilton, Kira L. F.; Picci, Giacomo; Croucher, Lorraine; Caltagirone, Claudia; Hiscock, Jennifer R.; Organic & Biomolecular Chemistry  (2022) –; doi:10.1039/D2OB00066K

data_7158521
_publ_section_title
;
 Supramolecular self-associating amphiphiles: determination of molecular
 self-association properties and calculation of critical micelle
 concentration using a high-throughput, optical density based methodology
;
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB00066K
_journal_year                    2022
_chemical_formula_moiety         '4(C12 H11 N2 O6 S), 4(C16 H36 N), 2(H2 O)'
_chemical_formula_sum            'C112 H192 N12 O26 S4'
_chemical_formula_weight         2251.00
_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     direct
_audit_creation_date             2020-04-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-04-24 deposited with the CCDC.	2022-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.4591(15)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   22.1917(4)
_cell_length_b                   11.30152(18)
_cell_length_c                   24.5454(4)
_cell_measurement_reflns_used    12452
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      72.1150
_cell_measurement_theta_min      4.2860
_cell_volume                     6116.91(18)
_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 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    'ShelXT (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 0.977
_diffrn_measured_fraction_theta_max 1.000
_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    -30.00  -4.00   1.00    7.50    --  -42.16 125.00-180.00   26
  2  \w   -115.00 -25.00   1.00    7.50    --  -42.16 -38.00  60.00   90
  3  \w    -92.00 -61.00   1.00    7.50    --  -42.16 125.00-180.00   31
  4  \w    -95.00 -10.00   1.00    7.50    --  -42.16 125.00 -60.00   85
  5  \w   -113.00 -18.00   1.00    7.50    --  -42.16 -38.00 150.00   95
  6  \w      2.00  40.00   1.00    7.50    --   42.16 -99.00 -60.00   38
  7  \w     24.00  49.00   1.00    7.50    --   42.16-125.00 -30.00   25
  8  \w     90.00 174.00   1.00   22.50    --  104.33  45.00  30.00   84
  9  \w     33.00 132.00   1.00   22.50    --  104.33 -61.00 -30.00   99
 10  \w     43.00  70.00   1.00   22.50    --  104.33 -94.00  60.00   27
 11  \w     32.00 126.00   1.00   22.50    --  104.33 -30.00-150.00   94
 12  \w     38.00 116.00   1.00   22.50    --  104.33 -61.00  90.00   78
 13  \w     84.00 120.00   1.00   22.50    --  104.33-125.00-150.00   36
 14  \w     77.00 118.00   1.00   22.50    --  104.33-125.00  30.00   41
 15  \w     34.00 132.00   1.00   22.50    --  104.33 -77.00-150.00   98
 16  \w     32.00  58.00   1.00   22.50    --  104.33-125.00-150.00   26
 17  \w    151.00 176.00   1.00   22.50    --  104.33  45.00-150.00   25
 18  \w     86.00 120.00   1.00   22.50    --  104.33  45.00-150.00   34
 19  \w     74.00 107.00   1.00   22.50    --  104.33 -94.00  60.00   33
 20  \w     31.00 144.00   1.00   22.50    --  104.33 -15.00  30.00  113
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0610990000
_diffrn_orient_matrix_UB_12      0.0502872000
_diffrn_orient_matrix_UB_13      0.0135024000
_diffrn_orient_matrix_UB_21      0.0335339000
_diffrn_orient_matrix_UB_22      0.1028976000
_diffrn_orient_matrix_UB_23      0.0314824000
_diffrn_orient_matrix_UB_31      -0.0050517000
_diffrn_orient_matrix_UB_32      0.0739860000
_diffrn_orient_matrix_UB_33      -0.0530391000
_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  0.0408
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            41676
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         66.593
_diffrn_reflns_theta_min         3.624
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.310
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.894
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
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 colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_description       plate
_exptl_crystal_F_000             2440
_exptl_crystal_size_max          0.118
_exptl_crystal_size_mid          0.094
_exptl_crystal_size_min          0.027
_refine_diff_density_max         0.938
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     729
_refine_ls_number_reflns         10816
_refine_ls_number_restraints     504
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0601
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0989P)^2^+5.9573P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1651
_refine_ls_wR_factor_ref         0.1785
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8642
_reflns_number_total             10816
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ob00066k2.cif
_cod_data_source_block           2019jrh0038_res
_cod_original_cell_volume        6116.91(17)
_cod_database_code               7158521
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C5 H11 N O6 '
_chemical_oxdiff_usercomment     '100K faith claudia'
_reflns_odcompleteness_completeness 99.97
_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 C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 C54-C53A \\sim C54-C53B \\sim C42-C41 \\sim C50-C49 \\sim C46-C45 \\sim
C26-C25 \\sim C30-C29 \\sim C38-
 C37 \\sim C34-C33
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
4. Others
 Sof(H54C)=Sof(H54D)=Sof(C53B)=Sof(H53D)=Sof(H53E)=Sof(H53F)=1-FVAR(1)
 Sof(H54A)=Sof(H54B)=Sof(C53A)=Sof(H53A)=Sof(H53B)=Sof(H53C)=FVAR(1)
 Sof(H50C)=Sof(H50D)=Sof(C49A)=Sof(H49D)=Sof(H49E)=Sof(H49F)=1-FVAR(2)
 Sof(H50A)=Sof(H50B)=Sof(C49)=Sof(H49A)=Sof(H49B)=Sof(H49C)=FVAR(2)
5.a Free rotating group:
 O13(H13C,H13D)
5.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C40(H40A,H40B), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,
 H28B), C1(H1A,H1B), C48(H48A,H48B), C39(H39A,H39B), C46(H46A,H46B), C36(H36A,
 H36B), C32(H32A,H32B), C52(H52A,H52B), C38(H38A,H38B), C47(H47A,H47B),
 C51(H51A,H51B), C35(H35A,H35B), C56(H56A,H56B), C44(H44A,H44B), C31(H31A,H31B),
  C34(H34A,H34B), C55(H55A,H55B), C43(H43A,H43B), C30(H30A,H30B), C50(H50A,
 H50B), C50(H50C,H50D), C54(H54A,H54B), C54(H54C,H54D), C42(H42A,H42B)
5.c Aromatic/amide H refined with riding coordinates:
 N3(H3), N4(H4), N2(H2), N1(H1), C24(H24), C4(H4A), C12(H12), C5(H5), C17(H17),
  C21(H21), C16(H16), C9(H9)
5.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C8(H8A,H8B,H8C), C25(H25A,H25B,H25C), C45(H45A,H45B,
 H45C), C33(H33A,H33B,H33C), C37(H37A,H37B,H37C), C29(H29A,H29B,H29C), C41(H41A,
 H41B,H41C), C49(H49A,H49B,H49C), C53A(H53A,H53B,H53C), C53B(H53D,H53E,H53F),
 C49A(H49D,H49E,H49F)
;
_shelx_res_checksum              52791
_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 1.746
_oxdiff_exptl_absorpt_empirical_full_min 0.858