Supramolecular self-associating amphiphiles as aqueous pollutant scavengers
Ellaby, Rebecca J.; White, Lisa J.; Boles, Jessica E.; Ozturk, Sena; Hiscock, Jennifer R.; Organic & Biomolecular Chemistry  (2022) –; doi:10.1039/D2OB01365G

data_7158886
_publ_section_title
;
 Supramolecular self-associating amphiphiles as aqueous pollutant
 scavengers
;
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB01365G
_journal_year                    2022
_chemical_formula_moiety         'C7 H8 N3 O4 S, C16 H36 N, H2 O'
_chemical_formula_sum            'C23 H46 N4 O5 S'
_chemical_formula_weight         490.70
_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   mixed
_audit_creation_date             2021-09-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-09-06 deposited with the CCDC.	2022-09-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.1706(15)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   19.4107(3)
_cell_length_b                   14.5657(2)
_cell_length_c                   38.5152(6)
_cell_measurement_reflns_used    14479
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      70.9200
_cell_measurement_theta_min      3.7810
_cell_volume                     10778.9(3)
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5775
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.976
_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    -66.00  32.00   1.00    7.50    --  -41.91  38.00-180.00   98
  2  \w    -30.00  -5.00   1.00    7.50    --  -41.91 125.00  90.00   25
  3  \w    -87.00 -54.00   1.00    7.50    --  -41.91 125.00  90.00   33
  4  \w   -109.00 -16.00   1.00    7.50    --  -41.91 -57.00-120.00   93
  5  \w    -65.00  31.00   1.00    7.50    --  -41.91  57.00  30.00   96
  6  \w     82.00 115.00   1.00   20.00    --  103.41-125.00 -30.00   33
  7  \w     36.00  87.00   1.00   20.00    --  103.41 -94.00  60.00   51
  8  \w    102.00 131.00   1.00   20.00    --  103.41 -77.00 120.00   29
  9  \w     74.00 174.00   1.00   20.00    --  103.41  61.00 120.00  100
 10  \w     85.00 178.00   1.00   20.00    --  103.41  77.00-150.00   93
 11  \w     78.00 176.00   1.00   20.00    --  103.41  45.00-180.00   98
 12  \w     33.00  69.00   1.00   20.00    --  103.41 -45.00-150.00   36
 13  \w     89.00 116.00   1.00   20.00    --  103.41 -45.00-150.00   27
 14  \w     32.00 131.00   1.00   20.00    --  103.41 -61.00-120.00   99
 15  \w     31.00 116.00   1.00   20.00    --  103.41-125.00-120.00   85
 16  \w     37.00 116.00   1.00   20.00    --  103.41-125.00  60.00   79
 17  \w    113.00 178.00   1.00   20.00    --  103.41  30.00  90.00   65
 18  \w     73.00 117.00   1.00   20.00    --  103.41-125.00 120.00   44
 19  \w     28.00  88.00   1.00   20.00    --  103.41 -77.00 120.00   60
;
_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      0.0418336000
_diffrn_orient_matrix_UB_12      -0.0279150000
_diffrn_orient_matrix_UB_13      0.0354596000
_diffrn_orient_matrix_UB_21      -0.0047736000
_diffrn_orient_matrix_UB_22      0.0991350000
_diffrn_orient_matrix_UB_23      0.0133804000
_diffrn_orient_matrix_UB_31      -0.0682298000
_diffrn_orient_matrix_UB_32      -0.0239764000
_diffrn_orient_matrix_UB_33      0.0140498000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            76889
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         66.601
_diffrn_reflns_theta_min         3.808
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.377
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.540
_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    1.210
_exptl_crystal_description       block
_exptl_crystal_F_000             4288
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.125
_refine_diff_density_max         0.972
_refine_diff_density_min         -0.779
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1237
_refine_ls_number_reflns         19035
_refine_ls_number_restraints     136
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1384
_refine_ls_R_factor_gt           0.1000
_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^)+(0.0900P)^2^+39.2289P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2395
_refine_ls_wR_factor_ref         0.2723
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12879
_reflns_number_total             19035
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ob01365g2.cif
_cod_data_source_block           2021jrh0012b_res
_cod_database_code               7158886
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         C20H20N2O2S2
_chemical_oxdiff_usercomment     '100 K becca pyridine SSA'
_shelx_estimated_absorpt_t_max   0.847
_shelx_estimated_absorpt_t_min   0.760
_reflns_odcompleteness_completeness 99.92
_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, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 C73-C74 \\sim C62-C61 \\sim C70-C69 \\sim C66-C65 \\sim C29-C30 \\sim C34-C33
\\sim C42-C41 \\sim C38-C37
 \\sim C78-C77 \\sim C90-C89 \\sim C86-C85 \\sim C82-C81 \\sim C46A-C45A \\sim
C46-C45 \\sim C58-C57 \\sim C54-
 C53 \\sim C50-C49
 with sigma of 0.002
3. Others
 Sof(C46A)=Sof(H46C)=Sof(H46D)=Sof(C45A)=Sof(H45D)=Sof(H45E)=Sof(H45F)=
 Sof(H47C)=Sof(H47D)=1-FVAR(1)
 Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(H45C)=Sof(C46)=Sof(H46A)=Sof(H46B)=Sof(H47A)=
 Sof(H47B)=FVAR(1)
4.a Free rotating group:
 O19(H19A,H19B), O17(H17A,H17B), O20(H20A,H20B), O18(H18A,H18B)
4.b Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C80(H80A,H80B), C79(H79A,H79B), C44(H44A,H44B), C1(H1A,H1B),
 C92(H92A,H92B), C84(H84A,H84B), C91(H91A,H91B), C88(H88A,H88B), C78(H78A,H78B),
  C60(H60A,H60B), C40(H40A,H40B), C76(H76A,H76B), C43(H43A,H43B), C39(H39A,
 H39B), C52(H52A,H52B), C59(H59A,H59B), C90(H90A,H90B), C64(H64A,H64B),
 C72(H72A,H72B), C51(H51A,H51B), C38(H38A,H38B), C36(H36A,H36B), C15(H15A,H15B),
  C58(H58A,H58B), C87(H87A,H87B), C42(H42A,H42B), C71(H71A,H71B), C86(H86A,
 H86B), C32(H32A,H32B), C75(H75A,H75B), C83(H83A,H83B), C34(H34A,H34B),
 C63(H63A,H63B), C70(H70A,H70B), C56(H56A,H56B), C68(H68A,H68B), C67(H67A,H67B),
  C35(H35A,H35B), C8(H8A,H8B), C74(H74A,H74B), C50(H50A,H50B), C82(H82A,H82B),
 C66(H66A,H66B), C31(H31A,H31B), C54(H54A,H54B), C55(H55A,H55B), C62(H62A,H62B),
  C46(H46A,H46B), C30(H30A,H30B), C46A(H46C,H46D), C48(H48A,H48B), C47(H47A,
 H47B), C47(H47C,H47D)
4.c Aromatic/amide H refined with riding coordinates:
 N10(H10), N1(H1), N11(H11), N2(H2), N7(H7A), N8(H8), N5(H5A), N4(H4A),
 C18(H18), C6(H6), C13(H13), C19(H19), C20(H20), C7(H7), C14(H14), C25(H25),
 C21(H21), C27(H27), C4(H4), C11(H11A), C12(H12), C26(H26), C5(H5), C28(H28)
4.d Idealised Me refined as rotating group:
 C77(H77A,H77B,H77C), C37(H37A,H37B,H37C), C89(H89A,H89B,H89C), C33(H33A,H33B,
 H33C), C53(H53A,H53B,H53C), C65(H65A,H65B,H65C), C41(H41A,H41B,H41C), C85(H85A,
 H85B,H85C), C69(H69A,H69B,H69C), C57(H57A,H57B,H57C), C49(H49A,H49B,H49C),
 C81(H81A,H81B,H81C), C45(H45A,H45B,H45C), C61(H61A,H61B,H61C), C45A(H45D,H45E,
 H45F), C73(H73A,H73B,H73C), C29(H29A,H29B,H29C)
;
_shelx_res_checksum              95588
_shelx_hkl_checksum              93180
_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 1.369
_oxdiff_exptl_absorpt_empirical_full_min 0.779