‘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_7226476
_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         'C9 H8 F3 N2 O4 S, C5 H6 N'
_chemical_formula_sum            'C14 H14 F3 N3 O4 S'
_chemical_formula_weight         377.34
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_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                93.444(4)
_cell_angle_beta                 97.949(3)
_cell_angle_gamma                92.527(3)
_cell_formula_units_Z            4
_cell_length_a                   9.1526(3)
_cell_length_b                   12.9487(5)
_cell_length_c                   13.3592(6)
_cell_measurement_reflns_used    7877
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      72.8510
_cell_measurement_theta_min      3.4090
_cell_volume                     1563.01(11)
_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 0.996
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  1  \w     19.00  94.00   1.00    1.00    --   40.62  38.00  60.00   75
  2  \w     31.00 133.00   1.00    1.00    --  105.19 -30.00 120.00  102
  3  \w     94.00 178.00   1.00    1.00    --  105.19  30.00 150.00   84
  4  \w    107.00 138.00   1.00    1.00    --  105.19 -77.00  30.00   31
  5  \w     89.00 132.00   1.00    1.00    --  105.19 -77.00  90.00   43
  6  \w     82.00 115.00   1.00    1.00    --  105.19-111.00  90.00   33
  7  \w     74.00 100.00   1.00    1.00    --  105.19 -94.00 -30.00   26
  8  \w     49.00 133.00   1.00    1.00    --  105.19 -61.00-120.00   84
  9  \w     62.00  88.00   1.00    1.00    --   40.62-141.00 -54.00   26
 10  \w     48.00  92.00   1.00    1.00    --   40.62-125.00  90.00   44
 11  \w     31.00  82.00   1.00    1.00    --  105.19 -77.00  90.00   51
 12  \w     30.00  85.00   1.00    1.00    --  105.19 -77.00  30.00   55
 13  \w     24.00 143.00   1.00    1.00    --  105.19 -15.00 -30.00  119
 14  \w     45.00 112.00   1.00    1.00    --  105.19 -30.00-150.00   67
 15  \w     48.00 104.00   1.00    1.00    --  105.19 -94.00-120.00   56
 16  \w      5.00  43.00   1.00    1.00    --   40.62 -99.00 -30.00   38
 17  \w   -114.00 -12.00   1.00    1.00    --  -40.62 -57.00-150.00  102
 18  \w   -115.00 -16.00   1.00    1.00    --  -40.62 -38.00  90.00   99
;
_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      -0.0488045000
_diffrn_orient_matrix_UB_12      0.0401399000
_diffrn_orient_matrix_UB_13      -0.1050346000
_diffrn_orient_matrix_UB_21      -0.0282354000
_diffrn_orient_matrix_UB_22      0.1059536000
_diffrn_orient_matrix_UB_23      0.0505519000
_diffrn_orient_matrix_UB_31      0.1605797000
_diffrn_orient_matrix_UB_32      0.0375346000
_diffrn_orient_matrix_UB_33      -0.0055535000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10664
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.983
_diffrn_reflns_theta_min         3.348
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.423
_exptl_absorpt_correction_T_max  0.815
_exptl_absorpt_correction_T_min  0.655
_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    1.604
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.132
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.550
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     455
_refine_ls_number_reflns         6036
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.128
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0424
_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^)+(0.0329P)^2^+2.7186P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1103
_refine_ls_wR_factor_ref         0.1113
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5708
_reflns_number_total             6036
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ce01493c2.cif
_cod_data_source_block           Compound_10
_cod_depositor_comments
'Adding full bibliography for 7226468--7226476.cif.'
_cod_database_code               7226476
_shelxl_version_number           2013-4
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H5(0.018) H4A(0.019) H2(0.018) H1(0.019) H6A(0.022) H9A(0.017)
 H9B(0.017) H23A(0.017) H23B(0.017) H28(0.02) H24(0.024) H6(0.023) H27(0.023)
 H10(0.028) H20(0.023) H4(0.024) H26(0.025) H7(0.026) H13(0.026) H17(0.026)
 H25(0.026) H18(0.023) H11(0.028) H14(0.025) H21(0.025) H12(0.026) H3(0.026)
 Fixed X: H5(0.8544) H4A(0.8304) H2(0.3494) H1(0.347) H6A(0.7575) H9A(0.2608)
 H9B(0.1052) H23A(0.6215) H23B(0.7846) H28(0.5415) H24(0.9498) H6(0.0166)
 H27(0.5105) H10(-0.0276) H20(0.8273) H4(0.3747) H26(0.7065) H7(-0.0471)
 H13(0.4486) H17(0.3913) H25(0.9262) H18(0.4857) H11(0.1378) H14(0.2783)
 H21(0.7351) H12(0.3791) H3(0.3099)
 Fixed Y: H5(0.5796) H4A(0.4701) H2(0.6235) H1(0.7417) H6A(0.7504) H9A(0.4693)
 H9B(0.493) H23A(0.6119) H23B(0.6521) H28(0.6662) H24(0.7541) H6(0.703)
 H27(0.5737) H10(0.9146) H20(0.4023) H4(0.8964) H26(0.5686) H7(0.8001)
 H13(0.9215) H17(0.2183) H25(0.662) H18(0.3421) H11(1.0494) H14(0.7876)
 H21(0.2756) H12(1.0511) H3(0.9918)
 Fixed Z: H5(0.6352) H4A(0.7453) H2(0.6183) H1(0.5124) H6A(0.7923) H9A(0.6602)
 H9B(0.6039) H23A(0.4946) H23B(0.4904) H28(0.7948) H24(0.9156) H6(0.3474)
 H27(0.9337) H10(0.5944) H20(0.904) H4(0.4344) H26(1.0637) H7(0.2103)
 H13(0.7615) H17(0.7752) H25(1.0556) H18(0.6811) H11(0.5726) H14(0.7774)
 H21(0.9959) H12(0.6548) H3(0.2965)
;
_shelx_res_checksum              38885
_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 1.192
_oxdiff_exptl_absorpt_empirical_full_min 0.754