Supramolecular chirogenesis in zinc porphyrins by enantiopure hemicucurbit[n]urils (n = 6, 8)
Ustrnul, Lukaš; Kaabel, Sandra; Burankova, Tatsiana; Martõnova, Jevgenija; Adamson, Jasper; Konrad, Nele; Burk, Peeter; Borovkov, Victor; Aav, Riina; Chemical Communications  (2019) –; doi:10.1039/C9CC07150D

data_7124508
_publ_section_title
;
 Supramolecular chirogenesis in zinc porphyrins by enantiopure
 hemicucurbit[n]urils (n = 6, 8)
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC07150D
_journal_year                    2019
_chemical_absolute_configuration syn
_chemical_formula_moiety
'C152 H152 N24 O8 Zn2, 2(C H2 Cl2), 0.67(C H4 O)'
_chemical_formula_sum            'C154.67 H158.67 Cl4 N24 O8.67 Zn2'
_chemical_formula_weight         2764.92
_chemical_name_common
'cyclohexanohemicucurbit[8]uril complex with zinc tetraphenylporphyrin'
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-08-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-08-27 deposited with the CCDC.	2019-11-12 downloaded from the CCDC.
;
_cell_angle_alpha                86.0710(10)
_cell_angle_beta                 82.8330(10)
_cell_angle_gamma                87.1950(10)
_cell_formula_units_Z            3
_cell_length_a                   17.6254(2)
_cell_length_b                   18.1150(2)
_cell_length_c                   35.0077(4)
_cell_measurement_reflns_used    53151
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      67.3620
_cell_measurement_theta_min      2.4240
_cell_volume                     11054.8(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection
;
Rigaku CollectionStrategy through HKL-3000 program package
Minor, W., Cymborowski, M., Otwinowski, Z., Chruszcz, M. (2011) 
Acta Cryst. D62, 859-866
;
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics
;
Mercury CSD 3.10 (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)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      123.0
_diffrn_detector                 'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean 22.17
_diffrn_detector_type            Saturn944+
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_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   -179.00   0.00   1.00   20.00    --  -90.00  60.00 108.00  179
  2  \w   -110.00  69.00   1.00   10.00    --  -21.00  60.00-108.00  179
  3  \w   -179.00   0.00   1.00   20.00    --  -90.00  30.00 -36.00  179
  4  \w   -179.00   0.00   1.00   20.00    --  -90.00  60.00-180.00  179
  5  \w   -179.00   0.00   1.00   20.00    --  -90.00  60.00  36.00  179
  6  \w   -179.00   0.00   1.00   20.00    --  -90.00  60.00-108.00  179
  7  \w   -179.00   0.00   1.00   20.00    --  -90.00  30.00-180.00  179
;
_diffrn_measurement_device       AFC11
_diffrn_measurement_device_type  'Rigaku Saturn944+ (2x2 bin mode)'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0853634000
_diffrn_orient_matrix_UB_12      -0.0168864000
_diffrn_orient_matrix_UB_13      0.0025159000
_diffrn_orient_matrix_UB_21      -0.0212696000
_diffrn_orient_matrix_UB_22      0.0834955000
_diffrn_orient_matrix_UB_23      0.0001413000
_diffrn_orient_matrix_UB_31      0.0058517000
_diffrn_orient_matrix_UB_32      0.0046902000
_diffrn_orient_matrix_UB_33      -0.0443697000
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            104000
_diffrn_reflns_point_group_measured_fraction_full 0.758
_diffrn_reflns_point_group_measured_fraction_max 0.758
_diffrn_reflns_theta_full        67.487
_diffrn_reflns_theta_max         67.487
_diffrn_reflns_theta_min         2.447
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-003'
_exptl_absorpt_coefficient_mu    1.583
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55547
_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            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_description       block
_exptl_crystal_F_000             4356
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Dichloromethane, methanol'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.510
_refine_diff_density_min         -0.813
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.040(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.827
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     5428
_refine_ls_number_reflns         60400
_refine_ls_number_restraints     5659
_refine_ls_restrained_S_all      0.795
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0625
_refine_ls_shift/su_max          0.004
_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          0.1809
_refine_ls_wR_factor_ref         0.1927
_reflns_Friedel_coverage         0.577
_reflns_Friedel_fraction_full    0.555
_reflns_Friedel_fraction_max     0.555
_reflns_number_gt                55202
_reflns_number_total             60400
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc07150d5.cif
_cod_data_source_block           R-cycHC8_2ZnTPP
_cod_database_code               7124508
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C96 H120 N20 O8 Zn'
_shelx_estimated_absorpt_t_max   0.821
_shelx_estimated_absorpt_t_min   0.742
_reflns_odcompleteness_completeness 96.12
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.37
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C3DB-C4DB \\sim C3DA-C4DA \\sim C6DB-C5DB \\sim C6DA-C5DA \\sim C6B-C5B \\sim
C3B-C4B \\sim C3A-C4A ~
 C5A-C6A \\sim C3G-C4G \\sim C6G-C5G
 with sigma of 0.02
 C4DB-C5DB \\sim C4DA-C5DA \\sim C4B-C5B \\sim C5A-C4A \\sim C4G-C5G \\sim
C4H-C5H
 with sigma of 0.02
 C6DB-C1D \\sim C1D-C6DA \\sim C3DA-C2D \\sim C2D-C3DB \\sim C6C-C1C \\sim
C2C-C3C \\sim C1H-C6H \\sim C2H-
 C3H
 with sigma of 0.02
 C4MA-C5MA \\sim C4MB-C5MB \\sim C5I-C4I \\sim C4O-C5O \\sim C4J-C5J
 with sigma of 0.02
 C3MB-C2M \\sim C2M-C3MA \\sim C6MB-C1M \\sim C1M-C6MA
 with sigma of 0.02
 C3MA-C4MA \\sim C3MB-C4MB \\sim C5MA-C6MA \\sim C5MB-C6MB \\sim C5I-C6I \\sim
C4I-C3I \\sim C5O-C6O ~
 C4O-C3O
 with sigma of 0.02
 C3SM-O3SM \\sim C8SM-O8SM
 with sigma of 0.02
 C5WB-C6WB \\sim C5WA-C6WA
 with sigma of 0.02
 C6WB-C1W \\sim C1W-C6WA
 with sigma of 0.02
 C4WB-C5WB \\sim C4WA-C5WA
 with sigma of 0.02
 C4WB-C3W \\sim C3W-C4WA
 with sigma of 0.02
 C56T-C57T \\sim C51T-C52T \\sim C49T-C48T \\sim C54T-C53T \\sim C18T-C19T
\\sim C16T-C15T \\sim C26T-
 C27T \\sim C30T-C29T \\sim C37T-C38T \\sim C41T-C40T
 with sigma of 0.02
 C50T-C51T \\sim C50T-C49T \\sim C55T-C56T \\sim C55T-C54T
 with sigma of 0.02
 Cl3-C2SO \\sim C2SO-Cl4 \\sim Cl3A-C2SP \\sim C2SP-Cl4A
 with sigma of 0.02
 C6SO-Cl12 \\sim C6SO-Cl11 \\sim C8SO-Cl16 \\sim C8SO-Cl15 \\sim C4SO-Cl8 \\sim
C4SO-Cl7 \\sim C2SO-
 Cl4 \\sim C2SO-Cl3 \\sim C9SO-Cl18 \\sim C9SO-Cl17
 with sigma of 0.02
3. Restrained planarity
 C47T, C53T, C54T, C55T, C56T, C57T
 with sigma of 0.1
 C47T, C48T, C49T, C50T, C51T, C52T
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C3DA \\sim C4DA \\sim C5DA \\sim C6DA \\sim C3DB \\sim C4DB \\sim C5DB \\sim
C6DB: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
C3MA \\sim C4MA \\sim C5MA \\sim C6MA \\sim C3MB \\sim C4MB \\sim C5MB \\sim
C6MB: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
C4WA \\sim C5WA \\sim C6WA \\sim C4WB \\sim C5WB \\sim C6WB: within 1.7A with
sigma of 0.02 and sigma for terminal atoms of 0.04
C48T \\sim C49T \\sim C50T \\sim C51T \\sim C52T \\sim C53T \\sim C54T \\sim
C55T \\sim C56T \\sim C57T: within 1.7A with sigma of 0.02 and sigma for
terminal atoms of 0.04
Cl3 \\sim Cl4 \\sim C2SO \\sim Cl3A \\sim Cl4A \\sim C2SP: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08
5. Rigid body (RIGU) restrains
 C1I, C2I, C3I, C4I, C5I, C6I, C7I, C8I, C1J, C2J, C3J, C4J, C5J, C6J, C7J,
 C8J, C1K, C2K, C3K, C4K, C5K, C6K, C7K, C8K, C9K, C10K, C11K, C12K, C13K, C14K,
  C15K, C16K, C17K, C18K, C19K, C20K, C21K, C22K, C23K, C24K, C25K, C26K, C27K,
 C28K, C29K, C30K, C31K, C32K, C33K, C34K, C35K, C36K, C37K, C38K, C39K, C40K,
 C41K, C42K, C43K, C44K, C45K, C46K, C47K, C48K, C49K, C50K, C51K, C52K, C1L,
 C2L, C3L, C4L, C5L, C6L, C7L, C8L, C1M, C2M, C7M, C8M, C9M, C10M, C11M, C12M,
 C13M, C14M, C15M, C16M, C17M, C18M, C19M, C20M, C21M, C22M, C23M, C24M, C25M,
 C26M, C27M, C28M, C29M, C30M, C31M, C32M, C33M, C34M, C35M, C36M, C37M, C38M,
 C39M, C40M, C41M, C42M, C43M, C44M, C45M, C46M, C47M, C48M, C49M, C50M, C51M,
 C52M, C3MA, C4MA, C5MA, C6MA, C3MB, C4MB, C5MB, C6MB, C1N, C2N, C3N, C4N, C5N,
 C6N, C7N, C8N, C1O, C2O, C3O, C4O, C5O, C6O, C7O, C8O, C1P, C2P, C3P, C4P, C5P,
  C6P, C7P, C8P, C1Q, C2Q, C3Q, C4Q, C5Q, C6Q, C7Q, C8Q, C1R, C2R, C3R, C4R,
 C5R, C6R, C7R, C8R, C1S, C2S, C3S, C4S, C5S, C6S, C7S, C8S, C1T, C2T, C3T, C4T,
  C5T, C6T, C7T, C8T, C9T, C10T, C11T, C12T, C13T, C14T, C15T, C16T, C17T, C18T,
  C19T, C20T, C21T, C22T, C23T, C24T, C25T, C26T, C27T, C28T, C29T, C30T, C31T,
 C32T, C33T, C34T, C35T, C36T, C37T, C38T, C39T, C40T, C41T, C42T, C43T, C44T,
 C45T, C46T, C47T, C48T, C49T, C50T, C51T, C52T, C53T, C54T, C55T, C56T, C57T,
 C1U, C2U, C3U, C4U, C5U, C6U, C7U, C8U, C1V, C2V, C3V, C4V, C5V, C6V, C7V, C8V,
  C9V, C10V, C11V, C12V, C13V, C14V, C15V, C16V, C17V, C18V, C19V, C20V, C21V,
 C22V, C23V, C24V, C25V, C26V, C27V, C28V, C29V, C30V, C31V, C32V, C33V, C34V,
 C35V, C36V, C37V, C38V, C39V, C40V, C41V, C42V, C43V, C44V, C45V, C46V, C47V,
 C48V, C49V, C50V, C51V, C52V, C1W, C2W, C3W, C7W, C8W, C4WA, C5WA, C6WA, C4WB,
 C5WB, C6WB, C1X, C2X, C3X, C4X, C5X, C6X, C7X, C8X, C1A, C2A, C3A, C4A, C5A,
 C6A, C7A, C8A, C1B, C2B, C3B, C4B, C5B, C6B, C7B, C8B, C1C, C2C, C3C, C4C, C5C,
  C6C, C7C, C8C, C1D, C2D, C7D, C8D, C3DA, C4DA, C5DA, C6DA, C3DB, C4DB, C5DB,
 C6DB, C1E, C2E, C3E, C4E, C5E, C6E, C7E, C8E, C9E, C10E, C11E, C12E, C13E,
 C14E, C15E, C16E, C17E, C18E, C19E, C20E, C21E, C22E, C23E, C24E, C25E, C26E,
 C27E, C28E, C29E, C30E, C31E, C32E, C33E, C34E, C35E, C36E, C37E, C38E, C39E,
 C40E, C41E, C42E, C43E, C44E, C45E, C46E, C47E, C48E, C49E, C50E, C51E, C52E,
 C1F, C2F, C3F, C4F, C5F, C6F, C7F, C8F, C1G, C2G, C3G, C4G, C5G, C6G, C7G, C8G,
  C9G, C10G, C11G, C12G, C13G, C14G, C15G, C16G, C17G, C18G, C19G, C20G, C21G,
 C22G, C23G, C24G, C25G, C26G, C27G, C28G, C29G, C30G, C31G, C32G, C33G, C34G,
 C35G, C36G, C37G, C38G, C39G, C40G, C41G, C42G, C43G, C44G, C45G, C46G, C47G,
 C48G, C49G, C50G, C51G, C52G, C1H, C2H, C3H, C4H, C5H, C6H, C7H, C8H, C6SO,
 C4SO, C2SO, C2SP, C5SO, C8SO, C7SO, C9SO, C8SM, C3SM, N1I, N2I, N1J, N2J, N1K,
 N2K, N3K, N4K, N5K, N6K, N1L, N2L, N1M, N2M, N3M, N4M, N5M, N6M, N1N, N2N, N1O,
  N2O, N1P, N2P, N1Q, N2Q, N1R, N2R, N1S, N2S, N1T, N2T, N3T, N4T, N5T, N6T,
 N1U, N2U, N1V, N2V, N3V, N4V, N5V, N6V, N1W, N2W, N1X, N2X, N1A, N2A, N1B, N2B,
  N1C, N2C, N1D, N2D, N1E, N2E, N3E, N4E, N5E, N6E, N1F, N2F, N1G, N2G, N3G,
 N4G, N5G, N6G, N1H, N2H, O1I, O1J, O1K, O1L, O1M, O1N, O1O, O1P, O1Q, O1R, O1S,
  O1T, O1U, O1V, O1W, O1X, O1A, O1B, O1C, O1D, O1E, O1F, O1G, O1H, O8SM, O3SM,
 Cl11, Cl12, Cl7, Cl8, Cl3, Cl4, Cl3A, Cl4A, Cl9, Cl10, Cl15, Cl16, Cl13, Cl14,
 Cl17, Cl18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C53T)=Sof(H53T)=Sof(C54T)=Sof(H54T)=Sof(C55T)=Sof(H55T)=Sof(C56T)=
 Sof(H56T)=Sof(C57T)=Sof(H57T)=1-FVAR(1)
 Sof(C48T)=Sof(H48T)=Sof(C49T)=Sof(H49T)=Sof(C50T)=Sof(H50T)=Sof(C51T)=
 Sof(H51T)=Sof(C52T)=Sof(H52T)=FVAR(1)
 Sof(H1DA)=Sof(H2DA)=Sof(C3DB)=Sof(H3DC)=Sof(H3DD)=Sof(C4DB)=Sof(H4DC)=
 Sof(H4DD)=Sof(C5DB)=Sof(H5DC)=Sof(H5DD)=Sof(C6DB)=Sof(H6DC)=Sof(H6DD)=1-FVAR(2)
 Sof(H1D)=Sof(H2D)=Sof(C3DA)=Sof(H3DA)=Sof(H3DB)=Sof(C4DA)=Sof(H4DA)=Sof(H4DB)=
 Sof(C5DA)=Sof(H5DA)=Sof(H5DB)=Sof(C6DA)=Sof(H6DA)=Sof(H6DB)=FVAR(2)
 Sof(H1MA)=Sof(H2MA)=Sof(C3MB)=Sof(H3MC)=Sof(H3MD)=Sof(C4MB)=Sof(H4MC)=
 Sof(H4MD)=Sof(C5MB)=Sof(H5MC)=Sof(H5MD)=Sof(C6MB)=Sof(H6MC)=Sof(H6MD)=1-FVAR(3)
 Sof(H1M)=Sof(H2M)=Sof(C3MA)=Sof(H3MA)=Sof(H3MB)=Sof(C4MA)=Sof(H4MA)=Sof(H4MB)=
 Sof(C5MA)=Sof(H5MA)=Sof(H5MB)=Sof(C6MA)=Sof(H6MA)=Sof(H6MB)=FVAR(3)
 Sof(H1WA)=Sof(H3WC)=Sof(H3WD)=Sof(C4WB)=Sof(H4WC)=Sof(H4WD)=Sof(C5WB)=
 Sof(H5WC)=Sof(H5WD)=Sof(C6WB)=Sof(H6WC)=Sof(H6WD)=1-FVAR(4)
 Sof(H1W)=Sof(H3WA)=Sof(H3WB)=Sof(C4WA)=Sof(H4WA)=Sof(H4WB)=Sof(C5WA)=
 Sof(H5WA)=Sof(H5WB)=Sof(C6WA)=Sof(H6WA)=Sof(H6WB)=FVAR(4)
 Sof(Cl3A)=Sof(Cl4A)=Sof(C2SP)=Sof(H2SC)=Sof(H2SD)=1-FVAR(5)
 Sof(Cl3)=Sof(Cl4)=Sof(C2SO)=Sof(H2SA)=Sof(H2SB)=FVAR(5)
 Fixed Sof: Cl9(0.5) Cl10(0.5) C5SO(0.5) H5SC(0.5) H5SD(0.5) Cl15(0.5)
 Cl16(0.5) C8SO(0.5) H8SF(0.5) H8SG(0.5)
7.a Ternary CH refined with riding coordinates:
 C1I(H1I), C2I(H2I), C1J(H1J), C2J(H2J), C1K(H1K), C2K(H2K), C1L(H1L),
 C2L(H2L), C1M(H1M), C1M(H1MA), C2M(H2M), C2M(H2MA), C1N(H1N), C2N(H2N),
 C1O(H1O), C2O(H2O), C1P(H1P), C2P(H2P), C1Q(H1Q), C2Q(H2Q), C1R(H1R), C2R(H2R),
  C1S(H1S), C2S(H2S), C1T(H1T), C2T(H2T), C1U(H1U), C2U(H2U), C1V(H1V),
 C2V(H2V), C1W(H1W), C1W(H1WA), C2W(H2W), C1X(H1X), C2X(H2X), C1A(H1A),
 C2A(H2A), C1B(H1B), C2B(H2B), C1C(H1C), C2C(H2C), C1D(H1D), C1D(H1DA),
 C2D(H2D), C2D(H2DA), C1E(H1E), C2E(H2E), C1F(H1F), C2F(H2F), C1G(H1G),
 C2G(H2G), C1H(H1H), C2H(H2H)
7.b Secondary CH2 refined with riding coordinates:
 C3I(H3IA,H3IB), C4I(H4IA,H4IB), C5I(H5IA,H5IB), C6I(H6IA,H6IB), 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), C8M(H8MA,H8MB), C3MA(H3MA,H3MB), C4MA(H4MA,H4MB),
 C5MA(H5MA,H5MB), C6MA(H6MA,H6MB), C3MB(H3MC,H3MD), C4MB(H4MC,H4MD), C5MB(H5MC,
 H5MD), C6MB(H6MC,H6MD), 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), C3Q(H3QA,H3QB), C4Q(H4QA,H4QB),
 C5Q(H5QA,H5QB), C6Q(H6QA,H6QB), C8Q(H8QA,H8QB), C3R(H3RA,H3RB), C4R(H4RA,H4RB),
  C5R(H5RA,H5RB), C6R(H6RA,H6RB), C8R(H8RA,H8RB), C3S(H3SA,H3SB), C4S(H4SA,
 H4SB), C5S(H5SA,H5SB), C6S(H6SA,H6SB), C8S(H8SA,H8SB), C3T(H3TA,H3TB),
 C4T(H4TA,H4TB), C5T(H5TA,H5TB), C6T(H6TA,H6TB), C8T(H8TA,H8TB), C3U(H3UA,H3UB),
  C4U(H4UA,H4UB), C5U(H5UA,H5UB), C6U(H6UA,H6UB), C8U(H8UA,H8UB), C3V(H3VA,
 H3VB), C4V(H4VA,H4VB), C5V(H5VA,H5VB), C6V(H6VA,H6VB), C8V(H8VA,H8VB),
 C3W(H3WA,H3WB), C3W(H3WC,H3WD), C8W(H8WA,H8WB), C4WA(H4WA,H4WB), C5WA(H5WA,
 H5WB), C6WA(H6WA,H6WB), C4WB(H4WC,H4WD), C5WB(H5WC,H5WD), C6WB(H6WC,H6WD),
 C3X(H3XA,H3XB), C4X(H4XA,H4XB), C5X(H5XA,H5XB), C6X(H6XA,H6XB), C8X(H8XA,H8XB),
  C3A(H3AA,H3AB), C4A(H4AA,H4AB), C5A(H5AA,H5AB), C6A(H6AA,H6AB), 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), C8D(H8DA,H8DB), C3DA(H3DA,H3DB), C4DA(H4DA,H4DB), C5DA(H5DA,
 H5DB), C6DA(H6DA,H6DB), C3DB(H3DC,H3DD), C4DB(H4DC,H4DD), C5DB(H5DC,H5DD),
 C6DB(H6DC,H6DD), 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), C6SO(H6SC,H6SD), C4SO(H4SC,H4SD),
 C2SO(H2SA,H2SB), C2SP(H2SC,H2SD), C5SO(H5SC,H5SD), C8SO(H8SF,H8SG), C7SO(H7SA,
 H7SB), C9SO(H9SA,H9SB)
7.c Aromatic/amide H refined with riding coordinates:
 C10K(H10K), C11K(H11K), C15K(H15K), C16K(H16K), C17K(H17K), C18K(H18K),
 C19K(H19K), C21K(H21K), C22K(H22K), C26K(H26K), C27K(H27K), C28K(H28K),
 C29K(H29K), C30K(H30K), C32K(H32K), C33K(H33K), C37K(H37K), C38K(H38K),
 C39K(H39K), C40K(H40K), C41K(H41K), C43K(H43K), C44K(H44K), C48K(H48K),
 C49K(H49K), C50K(H50K), C51K(H51K), C52K(H52K), C10M(H10M), C11M(H11M),
 C15M(H15M), C16M(H16M), C17M(H17M), C18M(H18M), C19M(H19M), C21M(H21M),
 C22M(H22M), C26M(H26M), C27M(H27M), C28M(H28M), C29M(H29M), C30M(H30M),
 C32M(H32M), C33M(H33M), C37M(H37M), C38M(H38M), C39M(H39M), C40M(H40M),
 C41M(H41M), C43M(H43M), C44M(H44M), C48M(H48M), C49M(H49M), C50M(H50M),
 C51M(H51M), C52M(H52M), C10T(H10T), C11T(H11T), C15T(H15T), C16T(H16T),
 C17T(H17T), C18T(H18T), C19T(H19T), C21T(H21T), C22T(H22T), C26T(H26T),
 C27T(H27T), C28T(H28T), C29T(H29T), C30T(H30T), C32T(H32T), C33T(H33T),
 C37T(H37T), C38T(H38T), C39T(H39T), C40T(H40T), C41T(H41T), C43T(H43T),
 C44T(H44T), C48T(H48T), C49T(H49T), C50T(H50T), C51T(H51T), C52T(H52T),
 C53T(H53T), C54T(H54T), C55T(H55T), C56T(H56T), C57T(H57T), C10V(H10V),
 C11V(H11V), C15V(H15V), C16V(H16V), C17V(H17V), C18V(H18V), C19V(H19V),
 C21V(H21V), C22V(H22V), C26V(H26V), C27V(H27V), C28V(H28V), C29V(H29V),
 C30V(H30V), C32V(H32V), C33V(H33V), C37V(H37V), C38V(H38V), C39V(H39V),
 C40V(H40V), C41V(H41V), C43V(H43V), C44V(H44V), C48V(H48V), C49V(H49V),
 C50V(H50V), C51V(H51V), C52V(H52V), C10E(H10E), C11E(H11E), C15E(H15E),
 C16E(H16E), C17E(H17E), C18E(H18E), C19E(H19E), C21E(H21E), C22E(H22E),
 C26E(H26E), C27E(H27E), C28E(H28E), C29E(H29E), C30E(H30E), C32E(H32E),
 C33E(H33E), C37E(H37E), C38E(H38E), C39E(H39E), C40E(H40E), C41E(H41E),
 C43E(H43E), C44E(H44E), C48E(H48E), C49E(H49E), C50E(H50E), C51E(H51E),
 C52E(H52E), C10G(H10G), C11G(H11G), C15G(H15G), C16G(H16G), C17G(H17G),
 C18G(H18G), C19G(H19G), C21G(H21G), C22G(H22G), C26G(H26G), C27G(H27G),
 C28G(H28G), C29G(H29G), C30G(H30G), C32G(H32G), C33G(H33G), C37G(H37G),
 C38G(H38G), C39G(H39G), C40G(H40G), C41G(H41G), C43G(H43G), C44G(H44G),
 C48G(H48G), C49G(H49G), C50G(H50G), C51G(H51G), C52G(H52G)
7.d Idealised Me refined as rotating group:
 C8SM(H8SC,H8SD,H8SE), C3SM(H3SC,H3SD,H3SE)
7.e Idealised tetrahedral OH refined as rotating group:
 O8SM(H8SM), O3SM(H3SM)
;
_shelx_res_checksum              52497
_shelx_fab_checksum              16905
_platon_squeeze_void_probe_radius 1.20
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.697
_oxdiff_exptl_absorpt_empirical_full_min 0.516