Bridging the crystal and solution structure of a series of lipid-inspired ionic liquids.
Bellia, Sophia A.; Metzler, Matthew; Huynh, Marissa; Zeller, Matthias; Mirjafari, Arsalan; Cohn, Pamela; Hillesheim, Patrick C.; Soft matter 19 (2023) 749–765; doi:10.1039/d2sm01478e

data_1568260
_publ_section_title
;
 Bridging the crystal and solution structure of a series of lipid-inspired
 ionic liquids.
;
_journal_issue                   4
_journal_name_full               'Soft matter'
_journal_page_first              749
_journal_page_last               765
_journal_paper_doi               10.1039/d2sm01478e
_journal_volume                  19
_journal_year                    2023
_chemical_formula_moiety         'Br, C21 H41 N2'
_chemical_formula_sum            'C21 H41 Br N2'
_chemical_formula_weight         401.47
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-11-07
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-11-09 deposited with the CCDC.	2022-12-28 downloaded from the CCDC.
;
_cell_angle_alpha                86.48(2)
_cell_angle_beta                 82.188(17)
_cell_angle_gamma                68.301(12)
_cell_formula_units_Z            2
_cell_length_a                   6.715(3)
_cell_length_b                   7.437(2)
_cell_length_c                   24.396(9)
_cell_measurement_reflns_used    7931
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      79.264
_cell_measurement_theta_min      3.651
_cell_volume                     1121.4(7)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics
;
SHELXLE Rev1183 (H\"ubschle et al., 2011)
Olex2 1.5 (Dolomanov et al., 2009)
;
_computing_publication_material
;
SHELXLE Rev1183 (H\"ubschle et al., 2011)
Olex2 1.5 (Dolomanov et al., 2009)
;
_computing_structure_refinement
;  
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
SHELXLE Rev1183 (H\"ubschle et al., 2011)
Olex2 1.5 (Dolomanov et al., 2009)
;
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device_type
;
Bruker AXS D8 Quest diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            9127
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         79.782
_diffrn_reflns_theta_min         1.828
_exptl_absorpt_coefficient_mu    2.508
_exptl_absorpt_correction_T_max  0.3295
_exptl_absorpt_correction_T_min  0.1785
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0981 before and 0.0621 after correction.
The Ratio of minimum to maximum transmission is 0.5417.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_description       plate
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.14
_refine_diff_density_max         2.085
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.196
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         4516
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.196
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0628
_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^)+(0.0391P)^2^+2.9345P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1676
_refine_ls_wR_factor_ref         0.1693
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4170
_reflns_number_total             4516
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sm01478e2.cif
_cod_data_source_block           hillesheim_2_isopropanolether_0m
_cod_depositor_comments
'Adding full bibliography for 1568260--1568262.cif.'
_cod_original_cell_volume        1121.5(7)
_cod_database_code               1568260
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.720
_shelx_estimated_absorpt_t_min   0.483
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B),
  C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C23(H23A,H23B,H23C)
;
_shelx_res_checksum              62231
_shelx_hkl_checksum              76808
_olex2_submission_special_instructions 'No special instructions were received'