Towards quantifying the role of hydrogen bonding within amphiphile self-association and resultant aggregate formation
White, L. J.; Wells, N. J.; Blackholly, L. R.; Shepherd, H. J.; Wilson, B.; Bustone, G. P.; Runacres, T. J.; Hiscock, J. R.; Chem. Sci.  (2017) –; doi:10.1039/C7SC03888G

data_1547366
_publ_section_title
;
 Towards quantifying the role of hydrogen bonding within amphiphile
 self-association and resultant aggregate formation
;
_journal_name_full               'Chem. Sci.'
_journal_paper_doi               10.1039/C7SC03888G
_journal_year                    2017
_chemical_formula_moiety         'C15 H12 N3 O4 S2, C16 H36 N'
_chemical_formula_sum            'C31 H48 N4 O4 S2'
_chemical_formula_weight         604.85
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-07-19
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2017-07-20 deposited with the CCDC.
2017-09-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.927(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.8269(16)
_cell_length_b                   14.5451(15)
_cell_length_c                   16.5512(16)
_cell_measurement_reflns_used    5919
_cell_measurement_temperature    100.00(13)
_cell_measurement_theta_max      72.5510
_cell_measurement_theta_min      4.3820
_cell_volume                     3230.8(6)
_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 (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      100.00(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2774
_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     25.00  80.00   1.00    5.54    --   41.22-125.00-120.00   55
  2  \w     31.00 108.00   1.00   22.16    --  104.59-111.00  30.00   77
  3  \w     33.00 107.00   1.00   22.16    --  104.59 -94.00  60.00   74
  4  \w     32.00 102.00   1.00   22.16    --  104.59 -61.00 150.00   70
  5  \w     80.00 170.00   1.00   22.16    --  104.59  45.00 -30.00   90
  6  \w    140.00 177.00   1.00   22.16    --  104.59  45.00 -60.00   37
  7  \w    116.00 178.00   1.00   22.16    --  104.59 111.00  30.00   62
  8  \w    105.00 146.00   1.00   22.16    --  104.59 111.00 150.00   41
  9  \w     86.00 112.00   1.00   22.16    --  104.59  45.00 -60.00   26
 10  \w   -117.00  -9.00   1.00    5.54    --  -41.22 -77.00-120.00  108
 11  \w   -115.00 -38.00   1.00    5.54    --  -41.22 -38.00 -30.00   77
;
_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      0.0821373000
_diffrn_orient_matrix_UB_12      0.0652237000
_diffrn_orient_matrix_UB_13      -0.0143024000
_diffrn_orient_matrix_UB_21      -0.0801212000
_diffrn_orient_matrix_UB_22      0.0681237000
_diffrn_orient_matrix_UB_23      -0.0452732000
_diffrn_orient_matrix_UB_31      0.0023316000
_diffrn_orient_matrix_UB_32      0.0480540000
_diffrn_orient_matrix_UB_33      0.0834040000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12954
_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         66.601
_diffrn_reflns_theta_min         4.100
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.816
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65717
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
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    1.244
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.179
_exptl_crystal_size_mid          0.146
_exptl_crystal_size_min          0.036
_refine_diff_density_max         0.571
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5716
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0463
_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^)+(0.0670P)^2^+0.6730P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1209
_refine_ls_wR_factor_ref         0.1308
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4604
_reflns_number_total             5716
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7sc03888g2.cif
_cod_data_source_block           2017jrh0007_res
_cod_database_code               1547366
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         C20H20N2
_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
2. Uiso/Uaniso restraints and constraints
Uanis(C24) = Uanis(C24A)
3. Others
 Sof(H25A)=Sof(H25B)=Sof(C24A)=Sof(H24D)=Sof(H24E)=Sof(H24F)=1-FVAR(1)
 Sof(H25C)=Sof(H25D)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C27(H27A,H27B), C31(H31A,H31B), C23(H23A,H23B), C15(H15A,
 H15B), C25(H25C,H25D), C25(H25A,H25B), C17(H17A,H17B), C30(H30A,H30B),
 C18(H18A,H18B), C22(H22A,H22B), C21(H21A,H21B), C26(H26A,H26B), C29(H29A,H29B)
4.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), C12(H12), C9(H9), C11(H11), C2(H2A), C5(H5), C10(H10),
 C3(H3A), C4(H4)
4.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C20(H20A,H20B,H20C), C28(H28A,H28B,H28C), C24(H24A,H24B,
 H24C), C24A(H24D,H24E,H24F)
;
_shelx_res_checksum              34879
_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 1.549
_oxdiff_exptl_absorpt_empirical_full_min 0.771