Supercycloalkanes: dihydropyrazine-embedded macrocycles with flexible conformations resembling cycloalkanes
Qiu, Shuhai; Zhang, Li; Qu, Da-Hui; Wang, Zhaohui; Chemical Science 16 (2025) 20464–20472; doi:10.1039/D5SC06636K

data_1575895
_publ_section_title
;
 Supercycloalkanes: dihydropyrazine-embedded macrocycles with flexible
 conformations resembling cycloalkanes
;
_journal_issue                   43
_journal_name_full               'Chemical Science'
_journal_page_first              20464
_journal_page_last               20472
_journal_paper_doi               10.1039/D5SC06636K
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C240 H224 N8'
_chemical_formula_sum            'C248 H232 Cl24 N8'
_chemical_formula_weight         4175.20
_chemical_name_systematic        DPP-Q-1
_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
_audit_creation_date             2023-03-09
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2025-01-18 deposited with the CCDC.	2025-09-26 downloaded from the CCDC.
;
_cell_angle_alpha                101.552(6)
_cell_angle_beta                 96.617(5)
_cell_angle_gamma                113.548(5)
_cell_formula_units_Z            2
_cell_length_a                   20.8178(18)
_cell_length_b                   22.433(2)
_cell_length_c                   32.586(3)
_cell_measurement_reflns_used    9475
_cell_measurement_temperature    213.00
_cell_measurement_theta_max      53.734
_cell_measurement_theta_min      2.426
_cell_volume                     13341(2)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      213.00
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.1610
_diffrn_reflns_av_unetI/netI     0.1667
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            178373
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        50.435
_diffrn_reflns_theta_max         50.435
_diffrn_reflns_theta_min         2.467
_diffrn_source_current           2.86
_diffrn_source_power             0.1995708
_diffrn_source_voltage           69.78
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.725
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.4391
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1600 before and 0.1092 after correction.
The Ratio of minimum to maximum transmission is 0.5848.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.039
_exptl_crystal_description       block
_exptl_crystal_F_000             4368
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.864
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     2534
_refine_ls_number_reflns         42119
_refine_ls_number_restraints     2605
_refine_ls_restrained_S_all      0.874
_refine_ls_R_factor_all          0.2707
_refine_ls_R_factor_gt           0.1672
_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^)+(0.0200P)^2^+50.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3591
_refine_ls_wR_factor_ref         0.4284
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12695
_reflns_number_total             42119
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc06636k2.cif
_cod_data_source_block           mj23073_0m
_cod_depositor_comments
'Adding full bibliography for 1575895--1575899.cif.'
_cod_database_code               1575895
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.919
_shelx_estimated_absorpt_t_min   0.889
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C3-C4 = C4-C5 = C10-C11 = C11-C12
 1.4 with sigma of 0.02
 C3-C16 = C5-C6 = C9-C10 = C12-C13
 1.41 with sigma of 0.02
 C6-C17 = C6-C7 = C8-C9 = C9-C18 = C13-C14 = C13-C18 = C15-C16 = C16-C17
 1.44 with sigma of 0.02
 C7-C8 = C14-C15
 1.38 with sigma of 0.02
 C17-C18
 1.43 with sigma of 0.02
 C4-C06N = C11-C06K
 1.53 with sigma of 0.01
 C209-C06N = C132-C06N = C168-C06K = C72-C06K = C82-C06K = C06N-C05Z
 1.53 with sigma of 0.01
 C209-C132
 2.44 with sigma of 0.01
 C1A-C1B = C1B-C1C = C1H-C1I = C1I-C1J
 1.4 with sigma of 0.02
 C066-C05C = C07I-C066 = C079-C066 = C07J-C066
 1.53 with sigma of 0.01
 C1A-C1N = C1C-C1D = C1G-C1H = C1J-C1K
 1.41 with sigma of 0.02
 C1D-C1O = C1D-C1E = C1F-C1G = C1G-C1P = C1K-C1L = C1K-C1P = C1M-C1N = C1N-C1O
 1.44 with sigma of 0.02
 C1E-C1F = C1L-C1M
 1.38 with sigma of 0.02
 C144-C073 = C04R-C04N = C46-C04R = C111-C04R = C35-C04R = C144-C07O = C56-
 C144 = C88-C144 = C06U-C04H = C072-C04H = C06W-C04H = C04H-C022
 1.53 with sigma of 0.01
 C1O-C1P
 1.43 with sigma of 0.02
 C02V-C02Y = C02V-C036 = C02V-C04Q
 1.53 with sigma of 0.01
 C06M-C062 = C32-C062 = C19-C062
 1.53 with sigma of 0.01
 C07C-C062
 1.53 with sigma of 0.01
 C144-C07O = C56-C144 = C88-C144 = C144-C073
 1.53 with sigma of 0.01
 C1S-C1T = C1T-C1U
 1.54 with sigma of 0.02
 C1T-C1V = C1T-C1W
 1.55 with sigma of 0.02
 C35-C04R = C111-C04R = C46-C04R
 1.53 with sigma of 0.01
 H16B-H12
 2.1 with sigma of 0.01
 C32A-C19A
 2.44 with sigma of 0.01
 H16A-H12
 2.1 with sigma of 0.01
 H02P-H06I
 2.1 with sigma of 0.01
 C07L-C07E
 2.44 with sigma of 0.01
 H85C-H90A
 2.1 with sigma of 0.01
 C01O-C00C
 1.39 with sigma of 0.01
 H043-H1UB
 2.1 with sigma of 0.01
 H1UA-H1VC
 2.1 with sigma of 0.01
 C3-C17 = C5-C17 = C6-C8 = C7-C9 = C12-C18 = C13-C15 = C14-C16
 2.46 with sigma of 0.04
 C3-C5 = C10-C12
 2.44 with sigma of 0.04
 C6-C16 = C6-C18 = C9-C13 = C9-C17 = C13-C17 = C16-C18
 2.49 with sigma of 0.04
 C3-C15 = C5-C7 = C8-C10 = C12-C14
 2.5 with sigma of 0.04
 C4-C6 = C9-C11 = C11-C13
 2.45 with sigma of 0.04
 C8-C18 = C15-C17
 2.48 with sigma of 0.04
 C1B-C1D = C1G-C1I = C1I-C1K
 2.45 with sigma of 0.04
 C1A-C1M = C1C-C1E = C1F-C1H = C1J-C1L
 2.5 with sigma of 0.04
 C1F-C1P = C1M-C1O
 2.48 with sigma of 0.04
 C1A-C1O = C1C-C1O = C1D-C1F = C1E-C1G = C1J-C1P = C1K-C1M = C1L-C1N
 2.46 with sigma of 0.04
 C1D-C1N = C1D-C1P = C1G-C1K = C1G-C1O = C1K-C1O = C1N-C1P
 2.49 with sigma of 0.04
 C1A-C1C = C1H-C1J
 2.44 with sigma of 0.04
 C1S-C1V = C1S-C1W
 2.52 with sigma of 0.04
 C1S-C1U
 2.56 with sigma of 0.04
 C82-C168 \\sim C168-C72
 with sigma of 0.01
 C3-C4 \\sim C4-C5 \\sim C5-C6 \\sim C6-C7 \\sim C7-C8 \\sim C8-C9 \\sim C9-C10
\\sim C10-C11 \\sim C11-C12 ~
 C12-C13 \\sim C13-C14 \\sim C14-C15 \\sim C15-C16 \\sim C16-C3 \\sim C16-C17
\\sim C17-C6 \\sim C17-C18 ~
 C18-C9 \\sim C18-C13
 with sigma of 0.02
 C3-C5 \\sim C3-C17 \\sim C6-C4 \\sim C6-C16 \\sim C5-C17 \\sim C4-C16 \\sim
C7-C9 \\sim C7-C17 \\sim C18-C8 ~
 C8-C6 \\sim C6-C18 \\sim C9-C17 \\sim C9-C11 \\sim C9-C13 \\sim C11-C13 \\sim
C10-C12 \\sim C10-C18 \\sim C12-
 C18 \\sim C14-C16 \\sim C14-C18 \\sim C16-C18 \\sim C15-C17 \\sim C13-C17
\\sim C13-C15
 with sigma of 0.04
 C209-C132 \\sim C132-C05Z
 with sigma of 0.01
 C132-C05Z \\sim C05Z-C209
 with sigma of 0.01
 C72-C82 \\sim C82-C168
 with sigma of 0.01
 C072-C06W \\sim C06W-C06U
 with sigma of 0.01
 C07I-C079 \\sim C079-C07J
 with sigma of 0.01
 C07J-C07I \\sim C07I-C079
 with sigma of 0.01
 C1A-C1B \\sim C1B-C1C \\sim C1C-C1D \\sim C1D-C1E \\sim C1E-C1F \\sim C1F-C1G
\\sim C1G-C1H \\sim C1H-C1I
 \\sim C1I-C1J \\sim C1J-C1K \\sim C1K-C1L \\sim C1L-C1M \\sim C1M-C1N \\sim
C1N-C1A \\sim C1N-C1O \\sim C1O-
 C1D \\sim C1O-C1P \\sim C1P-C1G \\sim C1P-C1K
 with sigma of 0.02
 C1A-C1C \\sim C1A-C1O \\sim C1D-C1B \\sim C1D-C1N \\sim C1C-C1O \\sim C1B-C1N
\\sim C1E-C1G \\sim C1E-C1O
 \\sim C1P-C1F \\sim C1F-C1D \\sim C1D-C1P \\sim C1G-C1O \\sim C1G-C1I \\sim
C1G-C1K \\sim C1I-C1K \\sim C1H-
 C1J \\sim C1H-C1P \\sim C1J-C1P \\sim C1L-C1N \\sim C1L-C1P \\sim C1N-C1P
\\sim C1M-C1O \\sim C1K-C1O ~
 C1K-C1M
 with sigma of 0.04
 C06U-C072 \\sim C072-C06W
 with sigma of 0.01
 C88-C07O \\sim C07O-C56
 with sigma of 0.01
 C56-C88 \\sim C88-C07O
 with sigma of 0.01
 C04Z-C109 \\sim C04{-C2
 with sigma of 0.04
 C07C-C32 \\sim C21-C32A
 with sigma of 0.04
 C06M-C07C \\sim C06M-C21
 with sigma of 0.04
 C04Z-C104 \\sim C04{-C1Q
 with sigma of 0.04
 C04Z-C1B \\sim C04{-C1B
 with sigma of 0.04
 C06C-C109 \\sim C06D-C2
 with sigma of 0.02
 C073-C144 \\sim C073-C22
 with sigma of 0.02
 C06M-C32 \\sim C06M-C32A
 with sigma of 0.04
 C144-C88 \\sim C22-C88A
 with sigma of 0.02
 C073-C07O \\sim C073-C07P
 with sigma of 0.04
 C073-C88 \\sim C073-C88A
 with sigma of 0.04
 C07O-C88 \\sim C07P-C88A
 with sigma of 0.04
 C06M-C19 \\sim C06M-C19A
 with sigma of 0.04
 C07C-C19 \\sim C21-C19A
 with sigma of 0.04
 C1T-C1U \\sim C1T-C1V \\sim C1T-C1W \\sim C1T-C1S
 with sigma of 0.02
 C19-C32 \\sim C19A-C32A
 with sigma of 0.04
 C1S-C1U \\sim C1S-C1V \\sim C1S-C1W
 with sigma of 0.04
 C06C-C104 \\sim C06D-C1Q
 with sigma of 0.02
 C04Z-C06C \\sim C04{-C06D
 with sigma of 0.02
 C104-C109 \\sim C1Q-C2
 with sigma of 0.04
 C144-C56 \\sim C22-C56A
 with sigma of 0.02
 C104-C1B \\sim C1Q-C1B
 with sigma of 0.04
 C109-C1B \\sim C2-C1B
 with sigma of 0.04
 C073-C56 \\sim C073-C56A
 with sigma of 0.04
 C07O-C56 \\sim C07P-C56A
 with sigma of 0.04
 C05D-C07E \\sim C05D-C1R
 with sigma of 0.02
 C05D-C07F \\sim C05D-C07G
 with sigma of 0.02
 C05D-C07L \\sim C05D-C20
 with sigma of 0.02
 C56-C88 \\sim C56A-C88A
 with sigma of 0.04
 C1U-C1V \\sim C1U-C1W \\sim C1V-C1W
 with sigma of 0.04
 C06C-C1B \\sim C06D-C1B
 with sigma of 0.02
 C062-C06M \\sim C0-C06M
 with sigma of 0.02
 C07O-C144 \\sim C07P-C22
 with sigma of 0.02
 C062-C07C \\sim C0-C21
 with sigma of 0.02
 C062-C19 \\sim C0-C19A
 with sigma of 0.02
 C062-C32 \\sim C0-C32A
 with sigma of 0.02
 C04H-C072 \\sim C04H-C24
 with sigma of 0.02
 C067-C121 \\sim C067-C23
 with sigma of 0.02
 C35-C111 \\sim C111-C46
 with sigma of 0.01
 C067-C07M \\sim C067-C07N
 with sigma of 0.02
 C067-C07D \\sim C067-C1X
 with sigma of 0.02
 C04H-C06W \\sim C04H-C06X
 with sigma of 0.02
 C111-C46 \\sim C46-C35
 with sigma of 0.01
 C04H-C06U \\sim C04H-C06V
 with sigma of 0.02
 C06H-C07H \\sim C06I-C25
 with sigma of 0.04
 C03I-C05K \\sim C03I-C05L
 with sigma of 0.02
 C075-C07H \\sim C1Y-C25
 with sigma of 0.04
 C03I-C06H \\sim C03I-C06I
 with sigma of 0.04
 C05K-C075 \\sim C05L-C1Y
 with sigma of 0.02
 C03I-C07H \\sim C03I-C25
 with sigma of 0.04
 C05K-C06H \\sim C05L-C06I
 with sigma of 0.02
 C05K-C07H \\sim C05L-C25
 with sigma of 0.02
 C03I-C075 \\sim C03I-C1Y
 with sigma of 0.04
 C06H-C075 \\sim C06I-C1Y
 with sigma of 0.04
 C19A-C32A \\sim C32A-C21
 with sigma of 0.01
3. Restrained planarity
 C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18
 with sigma of 0.1
 C1A, C1B, C1C, C1D, C1E, C1F, C1G, C1H, C1I, C1J, C1K, C1L, C1M, C1N, C1O, C1P
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C11 \\sim C06K \\sim C72 \\sim C82 \\sim C168 \\sim C12 \\sim C13 \\sim C18
\\sim C9 \\sim C10: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9 \\sim C10 \\sim C11
\\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim C18: within
2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C17 \\sim C16 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C06N \\sim C05Z \\sim
C209 \\sim C132: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
C1O \\sim C1D \\sim C1C \\sim C1B \\sim C1A \\sim C1N \\sim C06C \\sim C04Z
\\sim C109 \\sim C104: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C1A \\sim C1B \\sim C1C \\sim C1D \\sim C1E \\sim C1F \\sim C1G \\sim C1H \\sim
C1I \\sim C1J \\sim C1K \\sim C1L \\sim C1M \\sim C1N \\sim C1O \\sim C1P:
within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C1P \\sim C1G \\sim C1H \\sim C1I \\sim C1J \\sim C1K \\sim C05E \\sim C27
\\sim C85 \\sim C90: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
C039 \\sim C01V \\sim C04M \\sim C05C \\sim C056 \\sim C03S \\sim C066 \\sim
C07I \\sim C079 \\sim C07J: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C05T \\sim C06B \\sim C073 \\sim C078 \\sim C05Q \\sim C144 \\sim C56 \\sim C88
\\sim C07O \\sim C05V: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C04N \\sim C03V \\sim C04Y \\sim C04P \\sim C04D \\sim C035 \\sim C04R \\sim
C35 \\sim C111 \\sim C46: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C1B \\sim C06D \\sim C06C \\sim C04{ \\sim C04Z \\sim C109 \\sim C2 \\sim C104
\\sim C1Q: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C1S \\sim C1T \\sim C1U \\sim C1V \\sim C1W: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
C06M \\sim C32A \\sim C062 \\sim C19 \\sim C07C \\sim C21 \\sim C19A \\sim C0
\\sim C32: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C05D \\sim C20 \\sim C07L \\sim C07G \\sim C07F \\sim C1R \\sim C07E: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
C144 \\sim C22 \\sim C07O \\sim C07P \\sim C56 \\sim C56A \\sim C88A \\sim C88:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
C02X \\sim C05A \\sim C043 \\sim C01R \\sim C029 \\sim C1W \\sim C1T \\sim C1U
\\sim C1S \\sim C1V: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
C067 \\sim C121 \\sim C23 \\sim C07M \\sim C07N \\sim C07D \\sim C1X: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
C04H \\sim C06V \\sim C06U \\sim C06X \\sim C06W \\sim C072 \\sim C24: within
2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
C05L \\sim C05K \\sim C1Y \\sim C075 \\sim C03I \\sim C07H \\sim C25 \\sim C06H
\\sim C06I: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
5. Rigid body (RIGU) restrains
 C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1A, C1B, C1C, C1D, C1E, C1F, C1G, C1H, C1I, C1J, C1K, C1L, C1M, C1N, C1O, C1P
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1S, C1T, C1U, C1V, C1W
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C06D)=Sof(C04{)=Sof(H04K)=Sof(H04N)=Sof(H04P)=Sof(C2)=Sof(H2A)=Sof(H2B)=
 Sof(H2C)=Sof(C1Q)=Sof(H1QA)=Sof(H1QB)=Sof(H1QC)=1-FVAR(1)
 Sof(C04Z)=Sof(H04H)=Sof(H04I)=Sof(H04J)=Sof(C06C)=Sof(C104)=Sof(H10A)=
 Sof(H10B)=Sof(H10C)=Sof(C109)=Sof(H10D)=Sof(H10E)=Sof(H10F)=FVAR(1)
 Sof(C07G)=Sof(H4)=Sof(HJ)=Sof(HK)=Sof(C20)=Sof(H20D)=Sof(H20E)=Sof(H20F)=
 Sof(C1R)=Sof(H1RA)=Sof(H1RB)=Sof(H1RC)=1-FVAR(2)
 Sof(C07E)=Sof(H07P)=Sof(H07Q)=Sof(H07R)=Sof(C07F)=Sof(H07S)=Sof(H07T)=
 Sof(H07U)=Sof(C07L)=Sof(H07)=Sof(HD)=Sof(HE)=FVAR(2)
 Sof(C32A)=Sof(H32D)=Sof(H32E)=Sof(H32F)=Sof(C21)=Sof(H21A)=Sof(H21B)=
 Sof(H21C)=Sof(C19A)=Sof(H19D)=Sof(H19E)=Sof(H19F)=Sof(C0)=1-FVAR(3)
 Sof(C062)=Sof(C07C)=Sof(H07J)=Sof(H07K)=Sof(H07L)=Sof(C19)=Sof(H19A)=
 Sof(H19B)=Sof(H19C)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)=FVAR(3)
 Sof(C88A)=Sof(H88D)=Sof(H88E)=Sof(H88F)=Sof(C22)=Sof(C07P)=Sof(H6)=Sof(HL)=
 Sof(HM)=Sof(C56A)=Sof(H56D)=Sof(H56E)=Sof(H56F)=1-FVAR(4)
 Sof(C07O)=Sof(H3)=Sof(HH)=Sof(HI)=Sof(C144)=Sof(C56)=Sof(H56A)=Sof(H56B)=
 Sof(H56C)=Sof(C88)=Sof(H88A)=Sof(H88B)=Sof(H88C)=FVAR(4)
 Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(H23C)=Sof(C07N)=Sof(H7)=Sof(HN)=Sof(HO)=
 Sof(C1X)=Sof(H1XA)=Sof(H1XB)=Sof(H1XC)=1-FVAR(5)
 Sof(C07D)=Sof(H07M)=Sof(H07N)=Sof(H07O)=Sof(C07M)=Sof(H2)=Sof(HF)=Sof(HG)=
 Sof(C121)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(5)
 Sof(C06V)=Sof(H06X)=Sof(H06Y)=Sof(HP)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=
 Sof(C06X)=Sof(H06Z)=Sof(HQ)=Sof(HR)=1-FVAR(6)
 Sof(C06U)=Sof(H06O)=Sof(H06P)=Sof(H06Q)=Sof(C06W)=Sof(H06R)=Sof(H06S)=
 Sof(H06T)=Sof(C072)=Sof(H07A)=Sof(H07B)=Sof(H07C)=FVAR(6)
 Sof(C05L)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(H25C)=Sof(C06I)=Sof(H06)=Sof(HS)=
 Sof(HT)=Sof(C1Y)=Sof(H1YA)=Sof(H1YB)=Sof(H1YC)=1-FVAR(7)
 Sof(C05K)=Sof(C06H)=Sof(H06E)=Sof(H06F)=Sof(H06H)=Sof(C075)=Sof(H07D)=
 Sof(H07E)=Sof(H07F)=Sof(C07H)=Sof(H07V)=Sof(H07W)=Sof(H07X)=FVAR(7)
7.a Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00O(H00O), C010(H010), C013(H013), C014(H014), C017(H017),
 C018(H018), C01A(H01A), C01E(H01E), C01K(H01K), C01L(H01L), C01N(H01N),
 C01O(H01O), C01P(H01P), C01W(H01W), C020(H020), C024(H024), C025(H025),
 C026(H026), C02B(H02B), C02D(H02D), C02H(H02H), C02I(H02I), C02K(H02K),
 C02M(H02M), C02N(H02N), C02O(H02O), C02P(H02P), C02Q(H02Q), C02R(H02R),
 C02T(H02T), C02U(H02U), C02Y(H02Y), C1(H1), C033(H033), C034(H034), C036(H036),
  C037(H037), C038(H038), C03E(H03E), C03N(H03N), C03P(H03P), C03T(H03T),
 C03U(H03U), C03V(H03V), C03Z(H03Z), C041(H041), C043(H043), C044(H044),
 C045(H045), C049(H049), C04A(H04A), C04B(H04B), C04E(H04E), C04F(H04F),
 C04L(H04L), C04M(H04M), C04O(H04O), C04X(H04X), C04Y(H04Y), C054(H054),
 C056(H056), C05A(H05A), C05I(H05I), C069(H069), C06B(H06D), C06G(H06G),
 C078(H078), C3(H3A), C5(H5), C10(H10), C12(H12), C14(H14), C15(H15), C1A(H1A),
 C1C(H1C), C1H(H1H), C1J(H1J), C1L(H1L), C1M(H1M)
7.b Idealised Me refined as rotating group:
 C04V(H04C,H04D,H04G), C04Z(H04H,H04I,H04J), C05F(H05B,H05C,H05D), C05G(H05E,
 H05F,H05G), C05U(H05H,H05J,H05K), C05X(H05L,H05M,H05N), C05Z(H05O,H05P,H05Q),
 C061(H06A,H06B,H06C), C06H(H06E,H06F,H06H), C06R(H06I,H06J,H06K), C06S(H06L,
 H06M,H06N), C06U(H06O,H06P,H06Q), C06W(H06R,H06S,H06T), C06Y(H06U,H06V,H06W),
 C072(H07A,H07B,H07C), C075(H07D,H07E,H07F), C079(H07G,H07H,H07I), C07C(H07J,
 H07K,H07L), C07D(H07M,H07N,H07O), C07E(H07P,H07Q,H07R), C07F(H07S,H07T,H07U),
 C07H(H07V,H07W,H07X), C07I(H07Y,H,HA), C07J(H07Z,HB,HC), C07L(H07,HD,HE),
 C07M(H2,HF,HG), C07O(H3,HH,HI), C35(H35A,H35B,H35C), C46(H46A,H46B,H46C),
 C72(H72A,H72B,H72C), C82(H82A,H82B,H82C), C104(H10A,H10B,H10C), C109(H10D,H10E,
 H10F), C111(H11A,H11B,H11C), C121(H12A,H12B,H12C), C168(H16A,H16B,H16C),
 C19(H19A,H19B,H19C), C27(H27A,H27B,H27C), C32(H32A,H32B,H32C), C85(H85A,H85B,
 H85C), C90(H90A,H90B,H90C), C56(H56A,H56B,H56C), C88(H88A,H88B,H88C),
 C132(H13A,H13B,H13C), C209(H20A,H20B,H20C), C04{(H04K,H04N,H04P), C2(H2A,H2B,
 H2C), C1Q(H1QA,H1QB,H1QC), C07G(H4,HJ,HK), C20(H20D,H20E,H20F), C1R(H1RA,H1RB,
 H1RC), C32A(H32D,H32E,H32F), C21(H21A,H21B,H21C), C19A(H19D,H19E,H19F),
 C88A(H88D,H88E,H88F), C07P(H6,HL,HM), C56A(H56D,H56E,H56F), C1S(H1SA,H1SB,
 H1SC), C1U(H1UA,H1UB,H1UC), C1V(H1VA,H1VB,H1VC), C23(H23A,H23B,H23C), C07N(H7,
 HN,HO), C1X(H1XA,H1XB,H1XC), C06V(H06X,H06Y,HP), C24(H24A,H24B,H24C),
 C06X(H06Z,HQ,HR), C25(H25A,H25B,H25C), C06I(H06,HS,HT), C1Y(H1YA,H1YB,H1YC)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 1610 electrons were 
found in a volume of 7402\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
8[CHCl3] per Formula Unit 
which account for 928 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.0
_smtbx_masks_void_truncation_radius 2.4
_shelx_res_checksum              55996
_shelx_fab_checksum              66935
_olex2_submission_special_instructions 'No special instructions were received'