Chiral hemicucurbit[8]uril as an anion receptor: selectivity to size, shape and charge distribution
Kaabel, Sandra; Adamson, Jasper; Topić, Filip; Kiesilä, Anniina; Kalenius, Elina; Öeren, Mario; Reimund, Mart; Prigorchenko, Elena; Lõokene, Aivar; Reich, Hans J.; Rissanen, Kari; Aav, Riina; Chem. Sci. 8 (2017) 2184–; doi:10.1039/C6SC05058A

data_1544705
_publ_section_title
;
 Chiral hemicucurbit[8]uril as an anion receptor: selectivity to size,
 shape and charge distribution
;
_journal_issue                   3
_journal_name_full               'Chem. Sci.'
_journal_page_first              2184
_journal_paper_doi               10.1039/C6SC05058A
_journal_volume                  8
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_moiety
'C64 H96 N16 O8, C16 H36 P, 2(C1 H4 O1), 1(I O4)'
_chemical_formula_sum            'C82 H140 I N16 O14 P'
_chemical_formula_weight         1731.96
_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'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-08-19
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-11-03 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.0371(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.1263(3)
_cell_length_b                   21.3089(3)
_cell_length_c                   20.7811(2)
_cell_measurement_reflns_used    53161
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      28.9600
_cell_measurement_theta_min      3.3570
_cell_volume                     8912.4(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics
;
Mercury CSD 3.3 (Macrae, C. F., et al. (2006). J. Appl. Cryst. 39, 453-457)
POV-Ray 3.7 (Persistence of Vision Pty. Ltd. (2004)) 
;
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details
;
  1 omega  -64.00   35.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5108  -37.0000  -90.0000 99

  2 omega  -14.00   85.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5108   37.0000   90.0000 99

  3 omega  -22.00   87.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5108   77.0000 -150.0000 109

  4 omega  -49.00    6.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.4327   93.0000 -175.9189 55

  5 omega  -14.00   29.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5108   37.0000    0.0000 43

  6 omega  -20.00   51.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5108  -99.0000   90.0000 71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0134167000
_diffrn_orient_matrix_UB_12      -0.0306724000
_diffrn_orient_matrix_UB_13      0.0026063000
_diffrn_orient_matrix_UB_21      -0.0237002000
_diffrn_orient_matrix_UB_22      -0.0073151000
_diffrn_orient_matrix_UB_23      0.0241145000
_diffrn_orient_matrix_UB_31      -0.0223597000
_diffrn_orient_matrix_UB_32      -0.0106614000
_diffrn_orient_matrix_UB_33      -0.0240220000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            118166
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_theta_full        25.250
_diffrn_reflns_theta_max         29.368
_diffrn_reflns_theta_min         2.941
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.446
_exptl_absorpt_correction_T_max  0.876
_exptl_absorpt_correction_T_min  0.842
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_description       block
_exptl_crystal_F_000             3696
_exptl_crystal_size_max          0.5041
_exptl_crystal_size_mid          0.4425
_exptl_crystal_size_min          0.3579
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.880
_refine_diff_density_rms         0.101
_refine_ls_abs_structure_details
;
 Flack x determined using 17638 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.010(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2266
_refine_ls_number_reflns         42566
_refine_ls_number_restraints     4156
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0362
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0489P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0837
_refine_ls_wR_factor_ref         0.0862
_reflns_Friedel_coverage         0.882
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.884
_reflns_number_gt                41260
_reflns_number_total             42566
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6sc05058a2.cif
_cod_data_source_block           all-R_cycHC8_TBPIO4
_cod_depositor_comments
'Adding full bibliography for 1544701--1544706.cif.'
_cod_database_code               1544705
_chemical_oxdiff_formula         'C82 H140 N16 O14 P1 I1'
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.6772(6) 0.3228(6)
2. 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, All O(H) groups
3. Restrained distances
 I1AP-O1AP = I1AP-O2AP = I1AP-O3AP = I1AP-O4AP
 1.76132 with sigma of 0.01
 O1AP-O2AP = O1AP-O3AP = O1AP-O4AP = O2AP-O3AP = O2AP-O4AP = O3AP-O4AP
 2.876236 with sigma of 0.02
 I1AO-O1AO = I1AO-O2AO = I1AO-O3AO = I1AO-O4AO
 1.76132 with sigma of 0.01
 O1AO-O2AO = O1AO-O3AO = O1AO-O4AO = O2AO-O3AO = O2AO-O4AO = O3AO-O4AO
 2.876236 with sigma of 0.02
 I1AK-O3AK = I1AK-O2AK = I1AK-O1AK = I1AK-O4AK
 1.76132 with sigma of 0.01
 O3AK-O2AK = O3AK-O1AK = O3AK-O4AK = O2AK-O1AK = O2AK-O4AK = O1AK-O4AK
 2.876236 with sigma of 0.02
 I1AM-O3AM = I1AM-O1AM = I1AM-O4AM = I1AM-O2AM
 1.76132 with sigma of 0.01
 O3AM-O1AM = O3AM-O4AM = O3AM-O2AM = O1AM-O4AM = O1AM-O2AM = O4AM-O2AM
 2.876236 with sigma of 0.02
 I1AL-O3AL = I1AL-O2AL = I1AL-O4AL = I1AL-O1AL
 1.76132 with sigma of 0.01
 O3AL-O2AL = O3AL-O4AL = O3AL-O1AL = O2AL-O4AL = O2AL-O1AL = O4AL-O1AL
 2.876236 with sigma of 0.02
 I1AQ-O4AQ = I1AQ-O1AQ = I1AQ-O3AQ = I1AQ-O2AQ
 1.76132 with sigma of 0.01
 O4AQ-O1AQ = O4AQ-O3AQ = O4AQ-O2AQ = O1AQ-O3AQ = O1AQ-O2AQ = O3AQ-O2AQ
 2.876236 with sigma of 0.02
 C4SB-O4SB \\sim C4S-O4S \\sim O3S-C3S \\sim C2S-O2S \\sim C1S-O1S
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
I1AK \\sim O1AK \\sim O2AK \\sim O3AK \\sim O4AK \\sim I1AL \\sim O1AL \\sim
O2AL \\sim O3AL \\sim O4AL \\sim I1AM \\sim O1AM \\sim O2AM \\sim O3AM \\sim
O4AM: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.02
I1AP \\sim O1AP \\sim O2AP \\sim O3AP \\sim O4AP \\sim I1AQ \\sim O1AQ \\sim
O2AQ \\sim O3AQ \\sim O4AQ \\sim I1AO \\sim O1AO \\sim O2AO \\sim O3AO \\sim
O4AO: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.02
O4SB \\sim C4SB \\sim O4S \\sim C4S: within 3.2A with sigma of 0.02 and sigma
for terminal atoms of 0.02
Uanis(O4SB) \\sim Ueq, Uanis(C4SB) \\sim Ueq, Uanis(C4S) \\sim Ueq, Uanis(O4S)
\\sim Ueq: with sigma of 0.04 and sigma for terminal atoms of 0.04
Uanis(I1AO) = Uanis(I1AQ)
Uanis(C4S) = Uanis(O4SB)
5. Rigid body (RIGU) restrains
 C2I, C1I, C6I, C5I, C4I, C3I, C7I, C8I, C1J, C2J, C3J, C4J, C5J, C6J, C7J,
 C8J, C1K, C2K, C3K, C4K, C5K, C6K, C7K, C8K, C1L, C2L, C3L, C4L, C5L, C6L, C7L,
  C8L, C1M, C2M, C3M, C4M, C5M, C6M, C7M, C8M, C1N, C2N, C3N, C4N, C5N, C6N,
 C7N, C8N, C1O, C2O, C3O, C4O, C5O, C6O, C7O, C8O, C1P, C2P, C3P, C4P, C5P, C6P,
  C7P, C8P, C2A, C1A, C6A, C5A, C4A, C3A, C7A, C8A, C1B, C2B, C3B, C4B, C5B,
 C6B, C7B, C8B, C1C, C2C, C3C, C4C, C5C, C6C, C7C, C8C, C1D, C2D, C3D, C4D, C5D,
  C6D, C7D, C8D, C1E, C2E, C3E, C4E, C5E, C6E, C7E, C8E, C1F, C2F, C3F, C4F,
 C5F, C6F, C7F, C8F, C1G, C2G, C3G, C4G, C5G, C6G, C7G, C8G, C1H, C2H, C3H, C4H,
  C5H, C6H, C7H, C8H, C1T, C2T, C3T, C4T, C5T, C6T, C7T, C8T, C9T, C10T, C11T,
 C12T, C13T, C14T, C15T, C16T, C1R, C2R, C3R, C4R, C5R, C6R, C7R, C8R, C9R,
 C10R, C11R, C12R, C13R, C14R, C15R, C16R, C4SB, C3S, C1S, C4S, C2S, O1I, O1J,
 O1K, O1L, O1M, O1N, O1O, O1P, O1A, O1B, O1C, O1D, O1E, O1F, O1G, O1H, O4SB,
 O3S, O1S, O4S, O2S, O1AP, O2AP, O3AP, O4AP, O1AQ, O2AQ, O3AQ, O4AQ, O1AK, O2AK,
  O3AK, O4AK, O1AL, O2AL, O3AL, O4AL, O1AM, O2AM, O3AM, O4AM, O1AO, O2AO, O3AO,
 O4AO, N2I, N1I, N1J, N2J, N1K, N2K, N1L, N2L, N1M, N2M, N1N, N2N, N1O, N2O,
 N1P, N2P, N2A, N1A, N1B, N2B, N1C, N2C, N1D, N2D, N1E, N2E, N1F, N2F, N1G, N2G,
  N1H, N2H, P1T, P1R, I1AP, I1AQ, I1AK, I1AL, I1AM, I1AO
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Same fragment restrains
{O1I, N2I, N1I, C2I, C1I, C6I, C5I, C4I, C3I, C7I, C8I} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1J, N1J, N2J, C1J, C2J, C3J, C4J, C5J, C6J, C7J, C8J}
{O1I, N1I, N2I, C1I, C2I, C3I, C4I, C5I, C6I, C7I, C8I} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1K, N1K, N2K, C1K, C2K, C3K, C4K, C5K, C6K, C7K, C8K}
{O1I, N2I, N1I, C2I, C1I, C6I, C5I, C4I, C3I, C7I, C8I} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1L, N1L, N2L, C1L, C2L, C3L, C4L, C5L, C6L, C7L, C8L}
{O1I, N1I, N2I, C1I, C2I, C3I, C4I, C5I, C6I, C7I, C8I} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1M, N1M, N2M, C1M, C2M, C3M, C4M, C5M, C6M, C7M, C8M}
{O1I, N2I, N1I, C2I, C1I, C6I, C5I, C4I, C3I, C7I, C8I} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1N, N1N, N2N, C1N, C2N, C3N, C4N, C5N, C6N, C7N, C8N}
{O1I, N1I, N2I, C1I, C2I, C3I, C4I, C5I, C6I, C7I, C8I} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1O, N1O, N2O, C1O, C2O, C3O, C4O, C5O, C6O, C7O, C8O}
{O1I, N2I, N1I, C2I, C1I, C6I, C5I, C4I, C3I, C7I, C8I} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1P, N1P, N2P, C1P, C2P, C3P, C4P, C5P, C6P, C7P, C8P}
{O1A, N2A, N1A, C2A, C1A, C6A, C5A, C4A, C3A, C7A, C8A} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1B, N1B, N2B, C1B, C2B, C3B, C4B, C5B, C6B, C7B, C8B}
{O1A, N1A, N2A, C1A, C2A, C3A, C4A, C5A, C6A, C7A, C8A} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1C, N1C, N2C, C1C, C2C, C3C, C4C, C5C, C6C, C7C, C8C}
{O1A, N2A, N1A, C2A, C1A, C6A, C5A, C4A, C3A, C7A, C8A} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1D, N1D, N2D, C1D, C2D, C3D, C4D, C5D, C6D, C7D, C8D}
{O1A, N1A, N2A, C1A, C2A, C3A, C4A, C5A, C6A, C7A, C8A} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1E, N1E, N2E, C1E, C2E, C3E, C4E, C5E, C6E, C7E, C8E}
{O1A, N2A, N1A, C2A, C1A, C6A, C5A, C4A, C3A, C7A, C8A} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1F, N1F, N2F, C1F, C2F, C3F, C4F, C5F, C6F, C7F, C8F}
{O1A, N1A, N2A, C1A, C2A, C3A, C4A, C5A, C6A, C7A, C8A} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1G, N1G, N2G, C1G, C2G, C3G, C4G, C5G, C6G, C7G, C8G}
{O1A, N2A, N1A, C2A, C1A, C6A, C5A, C4A, C3A, C7A, C8A} sigma for 1-2: 0.02,
1-3: 0.04
as
{O1H, N1H, N2H, C1H, C2H, C3H, C4H, C5H, C6H, C7H, C8H}
{C1R, C2R, C3R, C4R} sigma for 1-2: 0.02, 1-3: 0.04
as
{C1T, C2T, C3T, C4T}
{C1R, C2R, C3R, C4R} sigma for 1-2: 0.02, 1-3: 0.04
as
{C5T, C6T, C7T, C8T}
{C1R, C2R, C3R, C4R} sigma for 1-2: 0.02, 1-3: 0.04
as
{C9T, C10T, C11T, C12T}
{C1R, C2R, C3R, C4R} sigma for 1-2: 0.02, 1-3: 0.04
as
{C13T, C14T, C15T, C16T}
{C1R, C2R, C3R, C4R} sigma for 1-2: 0.02, 1-3: 0.04
as
{C5R, C6R, C7R, C8R}
{C1R, C2R, C3R, C4R} sigma for 1-2: 0.02, 1-3: 0.04
as
{C9R, C10R, C11R, C12R}
{C1R, C2R, C3R, C4R} sigma for 1-2: 0.02, 1-3: 0.04
as
{C13R, C14R, C15R, C16R}
7. Others
 1*[Sof(I1AK)+Sof(O1AK)+Sof(O2AK)+Sof(O3AK)+Sof(O4AK)]+1*[Sof(I1AM)+Sof(O1AM)+
 Sof(O2AM)+Sof(O3AM)+Sof(O4AM)]+1*[Sof(I1AL)+Sof(O1AL)+Sof(O2AL)+Sof(O3AL)+
 Sof(O4AL)]=1 with esd of 0
 1*[Sof(I1AP)+Sof(O1AP)+Sof(O2AP)+Sof(O3AP)+Sof(O4AP)]+1*[Sof(I1AO)+Sof(O1AO)+
 Sof(O2AO)+Sof(O3AO)+Sof(O4AO)]+1*[Sof(I1AQ)+Sof(O1AQ)+Sof(O2AQ)+Sof(O3AQ)+
 Sof(O4AQ)]=1 with esd of 0
 Sof(I1AK)=Sof(O1AK)=Sof(O2AK)=Sof(O3AK)=Sof(O4AK)=FVAR(1)
 Sof(I1AP)=Sof(O1AP)=Sof(O2AP)=Sof(O3AP)=Sof(O4AP)=FVAR(2)
 1(DFIX)=1(DFIX)=1(DFIX)=1(DFIX)=1(DFIX)=1(DFIX)=FVAR(3)
 1(DFIX)=1(DFIX)=1(DFIX)=1(DFIX)=1(DFIX)=1(DFIX)=1.633*FVAR(4)
 Sof(I1AM)=Sof(O1AM)=Sof(O2AM)=Sof(O3AM)=Sof(O4AM)=FVAR(4)
 Sof(I1AO)=Sof(O1AO)=Sof(O2AO)=Sof(O3AO)=Sof(O4AO)=FVAR(5)
 Sof(I1AL)=Sof(O1AL)=Sof(O2AL)=Sof(O3AL)=Sof(O4AL)=FVAR(6)
 Sof(I1AQ)=Sof(O1AQ)=Sof(O2AQ)=Sof(O3AQ)=Sof(O4AQ)=FVAR(7)
 Sof(O4SB)=Sof(H4SB)=Sof(C4SB)=Sof(H4SA)=Sof(H4SC)=Sof(H4SD)=1-FVAR(8)
 Sof(O4S)=Sof(H4S)=Sof(C4S)=Sof(H4SE)=Sof(H4SF)=Sof(H4SG)=FVAR(8)
8.a Ternary CH refined with riding coordinates:
 C2I(H2I), C1I(H1I), C1J(H1J), C2J(H2J), C1K(H1K), C2K(H2K), C1L(H1L),
 C2L(H2L), C1M(H1M), C2M(H2M), C1N(H1N), C2N(H2N), C1O(H1O), C2O(H2O), C1P(H1P),
  C2P(H2P), C2A(H2A), C1A(H1A), C1B(H1B), C2B(H2B), C1C(H1C), C2C(H2C),
 C1D(H1D), C2D(H2D), C1E(H1E), C2E(H2E), C1F(H1F), C2F(H2F), C1G(H1G), C2G(H2G),
  C1H(H1H), C2H(H2H)
8.b Secondary CH2 refined with riding coordinates:
 C6I(H6IA,H6IB), C5I(H5IA,H5IB), C4I(H4IA,H4IB), C3I(H3IA,H3IB), C8I(H8IA,
 H8IB), C3J(H3JA,H3JB), C4J(H4JA,H4JB), C5J(H5JA,H5JB), C6J(H6JA,H6JB),
 C8J(H8JA,H8JB), C3K(H3KA,H3KB), C4K(H4KA,H4KB), C5K(H5KA,H5KB), C6K(H6KA,H6KB),
  C8K(H8KA,H8KB), C3L(H3LA,H3LB), C4L(H4LA,H4LB), C5L(H5LA,H5LB), C6L(H6LA,
 H6LB), C8L(H8LA,H8LB), C3M(H3MA,H3MB), C4M(H4MA,H4MB), C5M(H5MA,H5MB),
 C6M(H6MA,H6MB), C8M(H8MA,H8MB), C3N(H3NA,H3NB), C4N(H4NA,H4NB), C5N(H5NA,H5NB),
  C6N(H6NA,H6NB), C8N(H8NA,H8NB), C3O(H3OA,H3OB), C4O(H4OA,H4OB), C5O(H5OA,
 H5OB), C6O(H6OA,H6OB), C8O(H8OA,H8OB), C3P(H3PA,H3PB), C4P(H4PA,H4PB),
 C5P(H5PA,H5PB), C6P(H6PA,H6PB), C8P(H8PA,H8PB), C6A(H6AA,H6AB), C5A(H5AA,H5AB),
  C4A(H4AA,H4AB), C3A(H3AA,H3AB), C8A(H8AA,H8AB), C3B(H3BA,H3BB), C4B(H4BA,
 H4BB), C5B(H5BA,H5BB), C6B(H6BA,H6BB), C8B(H8BA,H8BB), C3C(H3CA,H3CB),
 C4C(H4CA,H4CB), C5C(H5CA,H5CB), C6C(H6CA,H6CB), C8C(H8CA,H8CB), C3D(H3DA,H3DB),
  C4D(H4DA,H4DB), C5D(H5DA,H5DB), C6D(H6DA,H6DB), C8D(H8DA,H8DB), C3E(H3EA,
 H3EB), C4E(H4EA,H4EB), C5E(H5EA,H5EB), C6E(H6EA,H6EB), C8E(H8EA,H8EB),
 C3F(H3FA,H3FB), C4F(H4FA,H4FB), C5F(H5FA,H5FB), C6F(H6FA,H6FB), C8F(H8FA,H8FB),
  C3G(H3GA,H3GB), C4G(H4GA,H4GB), C5G(H5GA,H5GB), C6G(H6GA,H6GB), C8G(H8GA,
 H8GB), C3H(H3HA,H3HB), C4H(H4HA,H4HB), C5H(H5HA,H5HB), C6H(H6HA,H6HB),
 C8H(H8HA,H8HB), C1T(H1TA,H1TB), C2T(H2TA,H2TB), C3T(H3TA,H3TB), C5T(H5TA,H5TB),
  C6T(H6TA,H6TB), C7T(H7TA,H7TB), C9T(H9TA,H9TB), C10T(H10A,H10B), C11T(H11A,
 H11B), C13T(H13A,H13B), C14T(H14A,H14B), C15T(H15A,H15B), C1R(H1RA,H1RB),
 C2R(H2RA,H2RB), C3R(H3RA,H3RB), C5R(H5RA,H5RB), C6R(H6RA,H6RB), C7R(H7RA,H7RB),
  C9R(H9RA,H9RB), C10R(H10C,H10D), C11R(H11C,H11D), C13R(H13C,H13D), C14R(H14C,
 H14D), C15R(H15C,H15D)
8.c Idealised Me refined as rotating group:
 C4T(H4TA,H4TB,H4TC), C8T(H8TA,H8TB,H8TC), C12T(H12A,H12B,H12C), C16T(H16A,
 H16B,H16C), C4R(H4RA,H4RB,H4RC), C8R(H8RA,H8RB,H8RC), C12R(H12D,H12E,H12F),
 C16R(H16D,H16E,H16F), C4SB(H4SA,H4SC,H4SD), C3S(H3SA,H3SB,H3SC), C1S(H1SA,H1SB,
 H1SC), C4S(H4SE,H4SF,H4SG), C2S(H2SA,H2SB,H2SC)
8.d Idealised tetrahedral OH refined as rotating group:
 O4SB(H4SB), O3S(H3S), O1S(H1S), O4S(H4S), O2S(H2S)
;
_shelx_res_checksum              80172
_shelx_hkl_checksum              98838
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'