Sustainable sorbitol-derived compounds for gelation of the full range of ethanol-water mixtures.
Dizon, Glenieliz C.; Atkinson, George; Argent, Stephen P.; Santu, Lea T.; Amabilino, David B.; Soft matter 16 (2020) 4640–4654; doi:10.1039/d0sm00343c

data_1557951
_publ_section_title
;
 Sustainable sorbitol-derived compounds for gelation of the full range of
 ethanol-water mixtures.
;
_journal_issue                   19
_journal_name_full               'Soft matter'
_journal_page_first              4640
_journal_page_last               4654
_journal_paper_doi               10.1039/d0sm00343c
_journal_volume                  16
_journal_year                    2020
_chemical_absolute_configuration syn
_chemical_formula_moiety         '0.5(C15 H20 O6), 0.5(C15 H18 O6)'
_chemical_formula_sum            'C15 H20 O6'
_chemical_formula_weight         296.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-08-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-08-06 deposited with the CCDC.	2020-04-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.31(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.7673(11)
_cell_length_b                   9.5601(19)
_cell_length_c                   31.386(6)
_cell_measurement_reflns_used    1922
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.1210
_cell_measurement_theta_min      4.8160
_cell_volume                     1429.3(5)
_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)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.2349
_diffrn_detector_type            'Agilent Diffraction Atlas S2 detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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      6.00  31.00   1.00   30.00    --  -38.50  38.00 -30.00   25
  2  \w    -49.00  32.00   1.00   30.00    --  -38.50  38.00-150.00   81
  3  \w     21.00  65.00   1.00   30.00    --   43.08  38.00 150.00   44
  4  \w      5.00  87.00   1.00   30.00    --   43.08-125.00 -60.00   82
  5  \w     13.00 117.00   1.00   30.00    --   43.08  77.00-180.00  104
  6  \w     32.00 136.00   1.00  120.00    --  104.50 -77.00-120.00  104
  7  \w     33.00 104.00   1.00  120.00    --  104.50-125.00-150.00   71
  8  \w     73.00 136.00   1.00  120.00    --  104.50  77.00 150.00   63
  9  \w     77.00 104.00   1.00  120.00    --  104.50  61.00 120.00   27
 10  \w    141.00 172.00   1.00  120.00    --  104.50  45.00-150.00   31
 11  \w     85.00 160.00   1.00  120.00    --  104.50  61.00-180.00   75
 12  \w     78.00 103.00   1.00  120.00    --  104.50  61.00  90.00   25
 13  \w     78.00 127.00   1.00  120.00    --  104.50  61.00 150.00   49
 14  \w     73.00 102.00   1.00  120.00    --  104.50  77.00  90.00   29
 15  \w     46.00  97.00   1.00  120.00    --  104.50 -45.00 -30.00   51
 16  \w     57.00  84.00   1.00  120.00    --  104.50 -30.00   0.00   27
 17  \w    129.00 177.00   1.00  120.00    --  104.50  77.00 120.00   48
 18  \w     74.00  99.00   1.00  120.00    --  104.50  77.00 120.00   25
 19  \w    115.00 176.00   1.00  120.00    --  104.50  77.00  90.00   61
 20  \w    100.00 171.00   1.00  120.00    --  104.50  45.00  60.00   71
 21  \w     81.00 106.00   1.00  120.00    --  104.50  45.00  90.00   25
 22  \w     82.00 109.00   1.00  120.00    --  104.50  45.00 150.00   27
 23  \w     60.00  89.00   1.00  120.00    --  104.50 -30.00  30.00   29
 24  \w     40.00  71.00   1.00  120.00    --  104.50 -45.00  90.00   31
;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Atlas S2'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0114626000
_diffrn_orient_matrix_UB_12      -0.0549525000
_diffrn_orient_matrix_UB_13      0.0460028000
_diffrn_orient_matrix_UB_21      0.2926554000
_diffrn_orient_matrix_UB_22      0.0624648000
_diffrn_orient_matrix_UB_23      0.0103597000
_diffrn_orient_matrix_UB_31      -0.1366117000
_diffrn_orient_matrix_UB_32      0.1383456000
_diffrn_orient_matrix_UB_33      0.0135340000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_reflns_av_R_equivalents  0.1240
_diffrn_reflns_av_unetI/netI     0.1544
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            8745
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        58.931
_diffrn_reflns_theta_max         58.931
_diffrn_reflns_theta_min         4.229
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.892
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.814
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_description       needle
_exptl_crystal_F_000             632
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Water'
_exptl_crystal_size_max          0.265
_exptl_crystal_size_mid          0.028
_exptl_crystal_size_min          0.022
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details
;
 Flack x determined using 745 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   1.0(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     449
_refine_ls_number_reflns         4045
_refine_ls_number_restraints     697
_refine_ls_restrained_S_all      0.980
_refine_ls_R_factor_all          0.1156
_refine_ls_R_factor_gt           0.0882
_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^)+(0.0863P)^2^+0.0156P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2019
_refine_ls_wR_factor_ref         0.2243
_reflns_Friedel_coverage         0.841
_reflns_Friedel_fraction_full    0.969
_reflns_Friedel_fraction_max     0.969
_reflns_number_gt                2892
_reflns_number_total             4045
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sm00343c2.cif
_cod_data_source_block           MBS-Cinn
_cod_depositor_comments
'Adding full bibliography for 1557951--1557952.cif.'
_cod_database_code               1557951
_nottingham_internal_coll_name   OGPALA
_nottingham_internal_coll_number 17024
_nottingham_internal_coll_client GPA/DBA
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_frame_time '30.00, 120.00'
_nottingham_internal_coll_frame_width 1.00
_nottingham_internal_coll_user   pcxga2
_nottingham_internal_coll_date   12/05/2017
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVB, PL13110001'
_nottingham_internal_process_date 25/05/2017
_nottingham_internal_process_user pcxga2
_nottingham_internal_solution_date 14/06/2019
_nottingham_internal_solution_user pczspa
_nottingham_internal_refinement_date 20/06/2019
_nottingham_internal_refinement_user pczspa
_nottingham_internal_validation_date 20/06/2019
_nottingham_internal_validation_user pczspa
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C15 H19 O6'
_chemical_oxdiff_usercomment
'OGPALA #17024 GVB-1351 IN FOMBLIM ON A MICROMOUNT FOR GPA/DBA'
_shelx_estimated_absorpt_t_max   0.981
_shelx_estimated_absorpt_t_min   0.798
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H1AA(0.041) H1AB(0.041) H2A(0.06) H3A(0.029) H4A(0.047)
 H5A(0.028) H7A(0.029) H8A(0.05) H9A(0.029) H11C(0.034) H11D(0.034) H12A(0.051)
 H13A(0.028) H14C(0.03) H15A(0.034) H17A(0.04) H18A(0.042) H19A(0.048)
 H20A(0.048) H21A(0.045) H1BA(0.046) H1BB(0.046) H2B(0.059) H3B(0.035)
 H5B(0.033) H7B(0.032) H8B(0.047) H9B(0.035) H11A(0.037) H11B(0.037)
 H13B(0.034) H14B(0.035) H14A(0.035) H15B(0.045) H21B(0.056) H20B(0.068)
 H19B(0.056) H18B(0.056) H17B(0.047) H15C(0.043) H21C(0.056) H20C(0.061)
 H19C(0.062) H18C(0.051) H17C(0.048)
 Fixed X: H1AA(0.451788) H1AB(0.69351) H2A(0.363267) H3A(0.331452)
 H4A(0.817149) H5A(0.873004) H7A(0.921497) H8A(0.590975) H9A(1.105617)
 H11C(0.868886) H11D(1.101998) H12A(1.400355) H13A(0.84619) H14C(0.333068)
 H15A(0.646186) H17A(0.124405) H18A(-0.142387) H19A(-0.124605) H20A(0.17681)
 H21A(0.447688) H1BA(1.031028) H1BB(1.340626) H2B(1.15156) H3B(0.916424)
 H5B(1.18289) H7B(1.088104) H8B(0.586787) H9B(0.986319) H11A(0.623695)
 H11B(0.517669) H13B(0.906164) H14B(0.397394) H14A(0.379636) H15B(0.639015)
 H21B(0.449929) H20B(0.172317) H19B(-0.122867) H18B(-0.147642) H17B(0.134464)
 H15C(0.663741) H21C(0.473021) H20C(0.144993) H19C(-0.204772) H18C(-0.237506)
 H17C(0.076371)
 Fixed Y: H1AA(1.333983) H1AB(1.397535) H2A(1.458037) H3A(1.173855)
 H4A(1.203282) H5A(1.15924) H7A(1.002541) H8A(0.881764) H9A(0.934367)
 H11C(0.680616) H11D(0.760417) H12A(0.684592) H13A(1.028268) H14C(0.876979)
 H15A(1.059747) H17A(0.793284) H18A(0.750783) H19A(0.905448) H20A(1.097315)
 H21A(1.137206) H1BA(0.354192) H1BB(0.418902) H2B(0.212566) H3B(0.477804)
 H5B(0.655907) H7B(0.801909) H8B(0.68802) H9B(0.898056) H11A(1.064093)
 H11B(0.974851) H13B(0.721499) H14B(0.565156) H14A(0.577556) H15B(0.773367)
 H21B(0.84311) H20B(0.801084) H19B(0.608843) H18B(0.455832) H17B(0.494941)
 H15C(0.733411) H21C(0.759654) H20C(0.70718) H19C(0.542832) H18C(0.436034)
 H17C(0.494706)
 Fixed Z: H1AA(0.856598) H1AB(0.828186) H2A(0.781488) H3A(0.79774)
 H4A(0.764955) H5A(0.841047) H7A(0.783826) H8A(0.763102) H9A(0.851666)
 H11C(0.818642) H11D(0.792407) H12A(0.835651) H13A(0.906544) H14C(0.922227)
 H15A(0.972093) H17A(0.979865) H18A(1.038895) H19A(1.096634) H20A(1.096095)
 H21A(1.037595) H1BA(0.652506) H1BB(0.654549) H2B(0.699852) H3B(0.714292)
 H5B(0.654099) H7B(0.708139) H8B(0.712661) H9B(0.642795) H11A(0.653745)
 H11B(0.69333) H13B(0.594887) H14B(0.582648) H14A(0.585469) H15B(0.535759)
 H21B(0.468025) H20B(0.406732) H19B(0.402201) H18B(0.459911) H17B(0.521037)
 H15C(0.527222) H21C(0.457264) H20C(0.402541) H19C(0.413054) H18C(0.479299)
 H17C(0.535071)
;
_shelx_res_checksum              51074
_shelx_hkl_checksum              53738
_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 1.803
_oxdiff_exptl_absorpt_empirical_full_min 0.428