‘Frustrated’ hydrogen bond mediated amphiphile self-assembly – a solid state study
Blackholly, Laura R.; Shepherd, Helena J.; Hiscock, Jennifer R.; CrystEngComm 18 (2016) 7021–; doi:10.1039/C6CE01493C

data_7226469
_publ_section_title
;
 &#x2018;Frustrated&#x2019; hydrogen bond mediated amphiphile
 self-assembly -- a solid state study
;
_journal_issue                   37
_journal_name_full               CrystEngComm
_journal_page_first              7021
_journal_paper_doi               10.1039/C6CE01493C
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C8 H9 N2 O4 S, H2 O, C16 H36 N'
_chemical_formula_sum            'C24 H47 N3 O5 S'
_chemical_formula_weight         489.70
_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'
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2016-05-31
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-07-04 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.33311(13)
_cell_length_b                   18.8139(3)
_cell_length_c                   15.7107(2)
_cell_measurement_reflns_used    4380
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      72.8370
_cell_measurement_theta_min      3.6620
_cell_volume                     2758.68(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2887
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  1  \w     25.00  64.00   1.00    1.62    --   40.37 -38.00  30.00   39
  2  \w     52.00  77.00   1.00    1.62    --   40.37 -99.00   0.00   25
  3  \w     24.00 109.00   1.00    6.48    --  105.19 -94.00  60.00   85
  4  \w     58.00 176.00   1.00    6.48    --  105.19  15.00-180.00  118
  5  \w    141.00 167.00   1.00    6.48    --  105.19 111.00-120.00   26
  6  \w    132.00 159.00   1.00    6.48    --  105.19 111.00-150.00   27
  7  \w    -64.00  31.00   1.00    1.62    --  -40.37  38.00 -60.00   95
;
_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      0.0096845000
_diffrn_orient_matrix_UB_12      -0.0378978000
_diffrn_orient_matrix_UB_13      0.0867958000
_diffrn_orient_matrix_UB_21      -0.0144269000
_diffrn_orient_matrix_UB_22      0.0720237000
_diffrn_orient_matrix_UB_23      0.0457063000
_diffrn_orient_matrix_UB_31      -0.1641377000
_diffrn_orient_matrix_UB_32      -0.0087268000
_diffrn_orient_matrix_UB_33      0.0012103000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6432
_diffrn_reflns_point_group_measured_fraction_full 0.715
_diffrn_reflns_point_group_measured_fraction_max 0.690
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.024
_diffrn_reflns_theta_min         3.665
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.334
_exptl_absorpt_correction_T_max  0.899
_exptl_absorpt_correction_T_min  0.617
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (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_density_diffrn    1.179
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.372
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.047
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 947 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.033(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         3810
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0300
_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^)+(0.0438P)^2^+0.3377P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0750
_refine_ls_wR_factor_ref         0.0764
_reflns_Friedel_coverage         0.361
_reflns_Friedel_fraction_full    0.408
_reflns_Friedel_fraction_max     0.380
_reflns_number_gt                3663
_reflns_number_total             3810
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ce01493c2.cif
_cod_data_source_block           Compound_2
_cod_depositor_comments
'Adding full bibliography for 7226468--7226476.cif.'
_cod_database_code               7226469
_shelxl_version_number           2013-4
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H5A(0.055) H1(0.022) H2(0.02) H17A(0.022) H17B(0.022) H5(0.023)
 H21A(0.021) H21B(0.021) H9A(0.023) H9B(0.023) H13A(0.021) H13B(0.021)
 H23A(0.027) H23B(0.027) H2A(0.029) H18A(0.024) H18B(0.024) H3(0.025) H6(0.027)
 H11A(0.032) H11B(0.032) H22A(0.025) H22B(0.025) H19A(0.026) H19B(0.026)
 H10A(0.024) H10B(0.024) H8A(0.019) H8B(0.019) H1A(0.029) H14A(0.026)
 H14B(0.026) H20A(0.038) H20B(0.038) H20C(0.038) H12A(0.046) H12B(0.046)
 H12C(0.046) H24A(0.05) H24B(0.05) H24C(0.05) H16A(0.058) H16B(0.058)
 H16C(0.058) H15A(0.035) H15B(0.035)
 Fixed X: H5A(0.6727) H1(0.5873) H2(0.6097) H17A(0.1101) H17B(0.1913)
 H5(0.6286) H21A(0.1091) H21B(0.2653) H9A(0.4198) H9B(0.3542) H13A(0.3668)
 H13B(0.2155) H23A(0.1642) H23B(0.0134) H2A(0.1447) H18A(-0.0196) H18B(0.0481)
 H3(0.2305) H6(0.5406) H11A(0.6498) H11B(0.5873) H22A(0.2641) H22B(0.113) H19A(-
 0.0633) H19B(-0.1238) H10A(0.477) H10B(0.5512) H8A(0.4135) H8B(0.5679)
 H1A(0.2989) H14A(0.3068) H14B(0.4597) H20A(-0.3086) H20B(-0.2129) H20C(-
 0.2627) H12A(0.8285) H12B(0.736) H12C(0.801) H24A(0.0011) H24B(0.0246)
 H24C(0.1536) H16A(0.4416) H16B(0.579) H16C(0.4951) H15A(0.3015) H15B(0.4394)
 Fixed Y: H5A(0.3023) H1(0.1257) H2(0.2363) H17A(0.5226) H17B(0.5936)
 H5(0.005) H21A(0.449) H21B(0.4205) H9A(0.5486) H9B(0.4771) H13A(0.5231)
 H13B(0.5586) H23A(0.2979) H23B(0.3333) H2A(-0.0368) H18A(0.5415) H18B(0.6179)
 H3(0.0784) H6(-0.1098) H11A(0.4929) H11B(0.4167) H22A(0.3735) H22B(0.4071)
 H19A(0.6469) H19B(0.5694) H10A(0.4165) H10B(0.4887) H8A(0.3039) H8B(0.3329)
 H1A(-0.1316) H14A(0.6548) H14B(0.6198) H20A(0.6392) H20B(0.6704) H20C(0.5909)
 H12A(0.4063) H12B(0.3716) H12C(0.4477) H24A(0.2873) H24B(0.2247) H24C(0.2535)
 H16A(0.7598) H16B(0.7137) H16C(0.746) H15A(0.6714) H15B(0.625)
 Fixed Z: H5A(0.72) H1(0.5875) H2(0.5731) H17A(0.2545) H17B(0.2728) H5(0.5954)
 H21A(0.4085) H21B(0.42) H9A(0.2738) H9B(0.241) H13A(0.4616) H13B(0.4643)
 H23A(0.3863) H23B(0.3736) H2A(0.5545) H18A(0.3861) H18B(0.3886) H3(0.5496)
 H6(0.5995) H11A(0.2361) H11B(0.22) H22A(0.2829) H22B(0.2651) H19A(0.2595)
 H19B(0.2514) H10A(0.3528) H10B(0.377) H8A(0.4745) H8B(0.4928) H1A(0.5783)
 H14A(0.3823) H14B(0.3868) H20A(0.3003) H20B(0.3733) H20C(0.3769) H12A(0.2573)
 H12B(0.3295) H12C(0.3423) H24A(0.235) H24B(0.2993) H24C(0.2456) H16A(0.4617)
 H16B(0.4774) H16C(0.5548) H15A(0.5282) H15B(0.5407)
;
_shelx_res_checksum              91243
_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 1.178
_oxdiff_exptl_absorpt_empirical_full_min 0.685