A new family of urea-based low molecular-weight organogelators for environmental remediation: the influence of structure.
Peveler, William J.; Packman, Hollie; Alexander, Shirin; Chauhan, Raamanand R.; Hayes, Lilian M.; Macdonald, Thomas J.; Cockcroft, Jeremy K.; Rogers, Sarah; Aarts, Dirk G. A. L.; Carmalt, Claire J.; Parkin, Ivan P.; Bear, Joseph C.; Soft matter 14 (2018) 8821–8827; doi:10.1039/c8sm01682h

data_1550029
_publ_section_title
;
 A new family of urea-based low molecular-weight organogelators for
 environmental remediation: the influence of structure.
;
_journal_issue                   43
_journal_name_full               'Soft matter'
_journal_page_first              8821
_journal_page_last               8827
_journal_paper_doi               10.1039/c8sm01682h
_journal_volume                  14
_journal_year                    2018
_chemical_formula_moiety         'C14 H22 N2 O'
_chemical_formula_sum            'C14 H22 N2 O'
_chemical_formula_weight         234.33
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-03-05
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-05-29 deposited with the CCDC.
2018-10-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   23.0581(13)
_cell_length_b                   16.6608(12)
_cell_length_c                   15.1185(10)
_cell_measurement_reflns_used    5122
_cell_measurement_temperature    295
_cell_measurement_theta_max      73.1860
_cell_measurement_theta_min      4.3980
_cell_volume                     5808.0(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (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      air
_diffrn_ambient_temperature      295
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.970
_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      4.00  32.00   1.00   25.00    --  -42.62  38.00  90.00   28
  2  \w    -89.00 -30.00   1.00   25.00    --  -42.62 125.00-120.00   59
  3  \w   -113.00 -28.00   1.00   25.00    --  -42.62 -57.00 -60.00   85
  4  \w     79.00 178.00   1.00  100.00    --  106.36  30.00-150.00   99
  5  \w     82.00 113.00   1.00  100.00    --  106.36  77.00 -30.00   31
  6  \w     65.00 124.00   1.00  100.00    --  106.36 -45.00-150.00   59
  7  \w     29.00 109.00   1.00  100.00    --  106.36 -95.00  90.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0608795717
_diffrn_orient_matrix_UB_12      -0.0375230031
_diffrn_orient_matrix_UB_13      0.0069647926
_diffrn_orient_matrix_UB_21      0.0274354811
_diffrn_orient_matrix_UB_22      -0.0838868052
_diffrn_orient_matrix_UB_23      0.0088315145
_diffrn_orient_matrix_UB_31      0.0017770456
_diffrn_orient_matrix_UB_32      0.0099360078
_diffrn_orient_matrix_UB_33      0.1013336614
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            15196
_diffrn_reflns_point_group_measured_fraction_full 0.774
_diffrn_reflns_point_group_measured_fraction_max 0.738
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.666
_diffrn_reflns_theta_min         3.834
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.530
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61040
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.072
_exptl_crystal_description       needle
_exptl_crystal_F_000             2048
_exptl_crystal_size_max          0.347
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.069
_refine_diff_density_max         1.400
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.109
_refine_ls_abs_structure_details
;
 Flack x determined using 1216 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.631
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         8659
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.631
_refine_ls_R_factor_all          0.2145
_refine_ls_R_factor_gt           0.1680
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4150
_refine_ls_wR_factor_ref         0.4677
_reflns_Friedel_coverage         0.464
_reflns_Friedel_fraction_full    0.534
_reflns_Friedel_fraction_max     0.488
_reflns_number_gt                5030
_reflns_number_total             8659
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8sm01682h2.cif
_cod_data_source_block           exp_1087
_cod_depositor_comments
'Adding full bibliography for 1550029--1550031.cif.'
_cod_database_code               1550029
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C14 H22 N2 O'
_chemical_oxdiff_usercomment     'Molecule 4'
_reflns_odcompleteness_completeness 99.54
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9A(H9A), C12A(H12A), C9B(H9B), C12B(H12B), C9C(H9C), C12C(H12C), C9D(H9D),
 C12D(H12D)
2.b Aromatic/amide H refined with riding coordinates:
 N1A(H15A), C1A(H1A), C4A(H4A), C5A(H5A), C6A(H6A), N1B(H15B), C1B(H1B),
 C4B(H4B), C5B(H5B), C6B(H6B), N1C(H15C), C1C(H1C), C4C(H4C), C5C(H5C),
 C6C(H6C), N1D(H15D), C1D(H1D), C4D(H4D), C5D(H5D), C6D(H6D)
2.c Idealised Me refined as rotating group:
 C7A(H7AA,H7AB,H7AC), C10A(H10A,H10B,H10C), C11A(H11A,H11B,H11C), C13A(H13A,
 H13B,H13C), C14A(H14A,H14B,H14C), C7B(H7BA,H7BB,H7BC), C10B(H10D,H10E,H10F),
 C11B(H11D,H11E,H11F), C13B(H13D,H13E,H13F), C14B(H14D,H14E,H14F), C7C(H7CA,
 H7CB,H7CC), C10C(H10G,H10H,H10I), C11C(H11G,H11H,H11I), C13C(H13G,H13H,H13I),
 C14C(H14G,H14H,H14I), C7D(H7DA,H7DB,H7DC), C10D(H10J,H10K,H10L), C11D(H11J,
 H11K,H11L), C13D(H13J,H13K,H13L), C14D(H14J,H14K,H14L)
;
_olex2_date_sample_data_collection 2017-09-19
_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 1.551
_oxdiff_exptl_absorpt_empirical_full_min 0.404