Sidechain engineering of N-annulated perylene diimide molecules
Martell, Mark; Ocheje, Michael U.; Gelfand, Benjamin S.; Rondeau-Gagné, Simon; Welch, Gregory C.; New Journal of Chemistry 45 (2021) 21001–21005; doi:10.1039/D1NJ04423K

data_7061028
_publ_section_title
;
 Sidechain engineering of N-annulated perylene diimide molecules
;
_journal_issue                   45
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              21001
_journal_page_last               21005
_journal_paper_doi               10.1039/D1NJ04423K
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C51 H60 N4 O4'
_chemical_formula_sum            'C51 H60 N4 O4'
_chemical_formula_weight         793.03
_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             2020-12-11
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2021-09-09 deposited with the CCDC.	2021-10-27 downloaded from the CCDC.
;
_cell_angle_alpha                113.984(5)
_cell_angle_beta                 94.612(4)
_cell_angle_gamma                91.666(4)
_cell_formula_units_Z            4
_cell_length_a                   12.9973(10)
_cell_length_b                   19.3514(14)
_cell_length_c                   19.6063(15)
_cell_measurement_reflns_used    9941
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      70.362
_cell_measurement_theta_min      2.505
_cell_volume                     4480.6(6)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      173.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            43711
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        65.082
_diffrn_reflns_theta_max         65.082
_diffrn_reflns_theta_min         2.505
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.64
_diffrn_source_power             0.028608
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           44.7
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.583
_exptl_absorpt_correction_T_max  0.7534
_exptl_absorpt_correction_T_min  0.6471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0795 before and 0.0488 after correction.
The Ratio of minimum to maximum transmission is 0.8589.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_description       block
_exptl_crystal_F_000             1704
_exptl_crystal_size_max          0.376
_exptl_crystal_size_mid          0.285
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1576
_refine_ls_number_reflns         14701
_refine_ls_number_restraints     2986
_refine_ls_restrained_S_all      0.950
_refine_ls_R_factor_all          0.1797
_refine_ls_R_factor_gt           0.1162
_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^)+(0.0200P)^2^+8.7000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2120
_refine_ls_wR_factor_ref         0.2345
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6882
_reflns_number_total             14701
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj04423k2.cif
_cod_data_source_block           mm-3-73
_cod_depositor_comments          'Adding full bibliography for 7061028.cif.'
_cod_database_code               7061028
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.892
_shelx_estimated_absorpt_t_min   0.811
_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. Restrained distances
 C1_1-C2_1 = C2_1-C3_1 = C3_1-C4_1 = C4_1-C5_1 = C5_1-C6_1 = C6_1-C7_1 = C7_1-
 C8_1 = C8_1-C9_1 = C9_1-C10_1 = C10_1-C11_1 = C11_1-C12_1 = C12_1-C13_1 =
 C13_1-C14_1 = C14_1-C15_1 = C15_1-C16_1
 C1_3-C2_3 = C2_3-C3_3 = C3_3-C4_3 = C4_3-C5_3 = C5_3-C6_3 = C6_3-C7_3 = C7_3-
 C8_3 = C8_3-C9_3 = C9_3-C10_3 = C10_3-C11_3 = C11_3-C12_3 = C12_3-C13_3 =
 C13_3-C14_3 = C14_3-C15_3 = C15_3-C16_3
 C1_4-C2_4 = C2_4-C3_4 = C3_4-C4_4 = C4_4-C5_4 = C5_4-C6_4 = C6_4-C7_4 = C7_4-
 C8_4 = C8_4-C9_4 = C9_4-C10_4 = C10_4-C11_4 = C11_4-C12_4 = C12_4-C13_4 =
 C13_4-C14_4 = C14_4-C15_4 = C15_4-C16_4
 C1_2-C2_2 = C2_2-C3_2 = C3_2-C4_2 = C4_2-C5_2 = C5_2-C6_2 = C6_2-C7_2 = C7_2-
 C8_2 = C8_2-C9_2 = C9_2-C10_2 = C10_2-C11_2 = C11_2-C12_2 = C12_2-C13_2 =
 C13_2-C14_2 = C14_2-C15_2 = C15_2-C16_2
 1.52 with sigma of 0.015
 C1_5-C2_5 = C2_5-C3_5 = C3_5-C4_5 = C4_5-C5_5
 C1_6-C2_6 = C2_6-C3_6 = C3_6-C4_6 = C4_6-C5_6
 C1_7-C2_7 = C2_7-C3_7 = C3_7-C4_7 = C4_7-C5_7
 C1_8-C2_8 = C2_8-C3_8 = C3_8-C4_8 = C4_8-C5_8
 C1_9-C2_9 = C2_9-C3_9 = C3_9-C4_9 = C4_9-C5_9
 C1_10-C2_10 = C2_10-C3_10 = C3_10-C4_10 = C4_10-C5_10
 C1_11-C2_11 = C2_11-C3_11 = C3_11-C4_11 = C4_11-C5_11
 C1_12-C2_12 = C2_12-C3_12 = C3_12-C4_12 = C4_12-C5_12
 1.52 with sigma of 0.02
 C1_1-C3_1 = C2_1-C4_1 = C3_1-C5_1 = C4_1-C6_1 = C5_1-C7_1 = C6_1-C8_1 = C7_1-
 C9_1 = C8_1-C10_1 = C9_1-C11_1 = C10_1-C12_1 = C11_1-C13_1 = C12_1-C14_1 =
 C13_1-C15_1 = C14_1-C16_1
 C1_3-C3_3 = C2_3-C4_3 = C3_3-C5_3 = C4_3-C6_3 = C5_3-C7_3 = C6_3-C8_3 = C7_3-
 C9_3 = C8_3-C10_3 = C9_3-C11_3 = C10_3-C12_3 = C11_3-C13_3 = C12_3-C14_3 =
 C13_3-C15_3 = C14_3-C16_3
 C1_4-C3_4 = C2_4-C4_4 = C3_4-C5_4 = C4_4-C6_4 = C5_4-C7_4 = C6_4-C8_4 = C7_4-
 C9_4 = C8_4-C10_4 = C9_4-C11_4 = C10_4-C12_4 = C11_4-C13_4 = C12_4-C14_4 =
 C13_4-C15_4 = C14_4-C16_4
 C1_2-C3_2 = C2_2-C4_2 = C3_2-C5_2 = C4_2-C6_2 = C5_2-C7_2 = C6_2-C8_2 = C7_2-
 C9_2 = C8_2-C10_2 = C9_2-C11_2 = C10_2-C12_2 = C11_2-C13_2 = C12_2-C14_2 =
 C13_2-C15_2 = C14_2-C16_2
 2.54 with sigma of 0.03
 C1_5-C3_5 = C2_5-C4_5 = C3_5-C5_5
 C1_6-C3_6 = C2_6-C4_6 = C3_6-C5_6
 C1_7-C3_7 = C2_7-C4_7 = C3_7-C5_7
 C1_8-C3_8 = C2_8-C4_8 = C3_8-C5_8
 C1_9-C3_9 = C2_9-C4_9 = C3_9-C5_9
 C1_10-C3_10 = C2_10-C4_10 = C3_10-C5_10
 C1_11-C3_11 = C2_11-C4_11 = C3_11-C5_11
 C1_12-C3_12 = C2_12-C4_12 = C3_12-C5_12
 2.54 with sigma of 0.04
 H1C_6-H31_$1
 -2.2 with sigma of 0.02
 C29-C1_3 \\sim C30-C1_4 \\sim C29-C1_4 \\sim C1_3-C30 \\sim C1_1-C54 \\sim
C1_2-C50 \\sim C50-C1_1 ~
 C54-C1_2
 with sigma of 0.02
 N2-C1_1 \\sim N2-C1_2 \\sim N6-C1_3 \\sim N6-C1_4
 with sigma of 0.02
 C2_2-N2 \\sim N6-C2_4 \\sim C2_1-N2 \\sim N6-C2_3
 with sigma of 0.02
 N3-C3_7 \\sim N3-C3_8 \\sim N1-C3_6 \\sim N1-C3_5 \\sim N10-C3_10 \\sim
N10-C3_9 \\sim N5-C3_11 \\sim N5-
 C3_12
 with sigma of 0.02
 C9-C3_8 \\sim C3_7-C8 \\sim C18-C3_5 \\sim C3_6-C25 \\sim C3_8-C8 \\sim
C3_7-C9 \\sim C26-C3_11 ~
 C3_12-C43 \\sim C43-C3_11 \\sim C3_12-C26 \\sim C34-C3_10 \\sim C3_9-C33 \\sim
C34-C3_9 \\sim C33-
 C3_10 \\sim C25-C3_5 \\sim C3_6-C18
 with sigma of 0.02
 N5-C2_12 \\sim C2_9-N10 \\sim C2_5-N1 \\sim C2_10-N10 \\sim C4_11-N5 \\sim
N5-C2_11 \\sim C4_7-N3 ~
 C4_12-N5 \\sim C4_6-N1 \\sim C4_5-N1 \\sim C4_8-N3 \\sim C4_10-N10 \\sim
C2_6-N1 \\sim C4_9-N10 \\sim C2_8-
 N3 \\sim C2_7-N3
 with sigma of 0.02
 C9-C8 \\sim C18-C25 \\sim C8-C9 \\sim C26-C43 \\sim C43-C26 \\sim C34-C33
\\sim C34-C33 \\sim C25-C18
 with sigma of 0.02
 N5-N10 \\sim N1-N10 \\sim N5-N5 \\sim N3-N5 \\sim N1-N1 \\sim N3-N10 \\sim
N1-N10 \\sim N3-N3
 with sigma of 0.02
 C8-C18 \\sim C18-C25 \\sim C8-C9 \\sim C26-C43 \\sim C43-C26 \\sim C34-C33
\\sim C34-C33 \\sim C25-C9
 with sigma of 0.02
 N5-N10 \\sim N1-N10 \\sim N3-N3 \\sim N3-N5 \\sim N1-N1 \\sim N3-N5 \\sim
N10-N1 \\sim N10-N5
 with sigma of 0.02
 C30-C50 \\sim C50-C54 \\sim C29-C30 \\sim C29-C54
 with sigma of 0.02
 N5-N10 \\sim N3-N3 \\sim N3-N5 \\sim N1-N1 \\sim N3-N10 \\sim N1-N5 \\sim
N10-N1 \\sim N10-N5
 with sigma of 0.02
 N10-N1 \\sim N1-N3 \\sim N10-N1 \\sim N10-N3 \\sim N3-N5 \\sim N5-N3 \\sim
N5-N5 \\sim N10-N1
 with sigma of 0.02
 C29-C29 \\sim C30-C54 \\sim C50-C50 \\sim C54-C30
 with sigma of 0.02
 C50-C29 \\sim C54-C54 \\sim C29-C30 \\sim C50-C30
 with sigma of 0.02
 C54-C29 \\sim C30-C30 \\sim C54-C29 \\sim C50-C50
 with sigma of 0.02
 C54-C50 \\sim C29-C30 \\sim C54-C29 \\sim C30-C50
 with sigma of 0.02
 C29-C54 \\sim C30-C29 \\sim C30-C54 \\sim C50-C50
 with sigma of 0.02
 C29-C30 \\sim C54-C50 \\sim C50-C54 \\sim C29-C30
 with sigma of 0.02
 C29-C54 \\sim C29-C30 \\sim C30-C54 \\sim C50-C50
 with sigma of 0.02
 C29-C50 \\sim C54-C30 \\sim C54-C50 \\sim C29-C30
 with sigma of 0.02
 C29-C54 \\sim C50-C30 \\sim C29-C54 \\sim C30-C50
 with sigma of 0.02
 C50-C29 \\sim C30-C50 \\sim C54-C29 \\sim C30-C54
 with sigma of 0.02
 C29-C50 \\sim C50-C30 \\sim C54-C54 \\sim C29-C30
 with sigma of 0.02
 C30-C30 \\sim C50-C54 \\sim C29-C29 \\sim C54-C50
 with sigma of 0.02
 C30-C50 \\sim C50-C54 \\sim C29-C29 \\sim C30-C54
 with sigma of 0.02
 C15-N4A \\sim C12-N4B \\sim C40-N8B \\sim C37-N8A
 with sigma of 0.02
 C25A-C15 \\sim C25B-C12 \\sim C50B-C40 \\sim C50A-C37
 with sigma of 0.02
 C25A-C14 \\sim C13-C25B \\sim C39-C50B \\sim C38-C50A
 with sigma of 0.02
 N4A-C25A \\sim N4B-C25B \\sim N8B-C50B \\sim N8A-C50A
 with sigma of 0.02
 C33-C25 \\sim C18-C34 \\sim C33-C8 \\sim C18-C25 \\sim C8-C9 \\sim C26-C43
\\sim C43-C26 \\sim C34-C9
 with sigma of 0.02
 N5-N10 \\sim N5-N10 \\sim N1-N5 \\sim N10-N3 \\sim N3-N3 \\sim N5-N1 \\sim
N1-N3 \\sim N10-N1
 with sigma of 0.02
 N3-N5 \\sim N3-N5 \\sim N1-N1 \\sim N10-N10
 with sigma of 0.02
 N10-N5 \\sim N1-N1 \\sim N3-N10 \\sim N1-N10 \\sim N3-N3 \\sim N1-N10 \\sim
N5-N5 \\sim N3-N5
 with sigma of 0.02
 C26-C33 \\sim C34-C33 \\sim C25-C18 \\sim C34-C8 \\sim C9-C9 \\sim C26-C43
\\sim C43-C8 \\sim C18-C25
 with sigma of 0.02
 N1-N10 \\sim N10-N3 \\sim N5-N5 \\sim N1-N3
 with sigma of 0.02
 C9-C26 \\sim C34-C33 \\sim C34-C33 \\sim C25-C18 \\sim C8-C18 \\sim C25-C8
\\sim C9-C26 \\sim C43-C43
 with sigma of 0.02
 N3-N1 \\sim N10-N10 \\sim N5-N3 \\sim N5-N1
 with sigma of 0.02
 C33-C8 \\sim C18-C25 \\sim C8-C9 \\sim C26-C43 \\sim C43-C26 \\sim C34-C9
\\sim C25-C18 \\sim C34-C33
 with sigma of 0.02
 N5-N1 \\sim N10-N10 \\sim N1-N5 \\sim N3-N3
 with sigma of 0.02
 N1-N5 \\sim N10-N10 \\sim N5-N3 \\sim N3-N1
 with sigma of 0.02
 C29-C30 \\sim C29-C30 \\sim C54-C50 \\sim C50-C54
 with sigma of 0.02
 N10-N3 \\sim N10-N1 \\sim N10-N3 \\sim N3-N5 \\sim N5-N3 \\sim N5-N1 \\sim
N1-N5 \\sim N10-N1
 with sigma of 0.02
 C43-C34 \\sim C9-C43 \\sim C26-C8 \\sim C33-C34 \\sim C33-C25 \\sim C18-C18
\\sim C25-C8 \\sim C9-C26
 with sigma of 0.02
 N1-N1 \\sim N3-N10 \\sim N10-N3 \\sim N5-N5
 with sigma of 0.02
 C29-C30 \\sim C29-C30 \\sim C54-C50 \\sim C50-C54
 with sigma of 0.02
 N10-N3 \\sim N10-N1 \\sim N10-N3 \\sim N3-N5 \\sim N5-N3 \\sim N5-N1 \\sim
N1-N5 \\sim N10-N1
 with sigma of 0.02
 C43-C34 \\sim C9-C43 \\sim C26-C8 \\sim C33-C34 \\sim C33-C25 \\sim C18-C18
\\sim C25-C8 \\sim C9-C26
 with sigma of 0.02
 N5-N10 \\sim N1-N5 \\sim N3-N3 \\sim N1-N10
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C1_1 \\sim C2_1 \\sim C3_1 \\sim C4_1 \\sim C5_1 \\sim C6_1 \\sim C7_1 \\sim
C8_1 \\sim C9_1 \\sim C10_1 \\sim C11_1 \\sim C12_1 \\sim C13_1 \\sim C14_1
\\sim C15_1 \\sim C16_1 \\sim C1_2 \\sim C2_2 \\sim C3_2 \\sim C4_2 \\sim C5_2
\\sim C6_2 \\sim C7_2 \\sim C8_2 \\sim C9_2 \\sim C10_2 \\sim C11_2 \\sim C12_2
\\sim C13_2 \\sim C14_2 \\sim C15_2 \\sim C16_2: within 3A with sigma of 0.02
and sigma for terminal atoms of 0.04 within 3A
C1_9 \\sim C2_9 \\sim C3_9 \\sim C4_9 \\sim C5_9 \\sim C1_10 \\sim C2_10 \\sim
C3_10 \\sim C4_10 \\sim C5_10: within 3A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 3A
C1_7 \\sim C2_7 \\sim C3_7 \\sim C4_7 \\sim C5_7 \\sim C1_8 \\sim C2_8 \\sim
C3_8 \\sim C4_8 \\sim C5_8: within 3A with sigma of 0.02 and sigma for terminal
atoms of 0.04 within 3A
C1_3 \\sim C2_3 \\sim C3_3 \\sim C4_3 \\sim C5_3 \\sim C6_3 \\sim C7_3 \\sim
C8_3 \\sim C9_3 \\sim C10_3 \\sim C11_3 \\sim C12_3 \\sim C13_3 \\sim C14_3
\\sim C15_3 \\sim C16_3 \\sim C1_4 \\sim C2_4 \\sim C3_4 \\sim C4_4 \\sim C5_4
\\sim C6_4 \\sim C7_4 \\sim C8_4 \\sim C9_4 \\sim C10_4 \\sim C11_4 \\sim C12_4
\\sim C13_4 \\sim C14_4 \\sim C15_4 \\sim C16_4: within 3A with sigma of 0.02
and sigma for terminal atoms of 0.04 within 3A
C1_5 \\sim C2_5 \\sim C3_5 \\sim C4_5 \\sim C5_5 \\sim C1_6 \\sim C2_6 \\sim
C3_6 \\sim C4_6 \\sim C5_6: within 3A with sigma of 0.02 and sigma for terminal
atoms of 0.04 within 3A
C1_11 \\sim C2_11 \\sim C3_11 \\sim C4_11 \\sim C5_11 \\sim C1_12 \\sim C2_12
\\sim C3_12 \\sim C4_12 \\sim C5_12: within 3A with sigma of 0.02 and sigma for
terminal atoms of 0.04 within 3A
N8A \\sim C50A \\sim N8B \\sim C50B: within 3A with sigma of 0.02 and sigma for
terminal atoms of 0.04 within 3A
C34 \\sim C35: within 2A with sigma of 0.02 and sigma for terminal atoms of
0.04 within 2A
Uanis(N4B) \\sim Ueq, Uanis(C25B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C1_4, C2_4, C3_4, C4_4, C5_4, C6_4, C7_4, C8_4, C9_4, C10_4, C11_4, C12_4,
 C13_4, C14_4, C15_4, C16_4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3A)=Sof(H3B)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C6)=Sof(H6A)=Sof(H6B)=
 Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C9)=Sof(H9A)=Sof(H9B)=
 Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=
 Sof(H12B)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=
 Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=1-FVAR(1)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3A)=Sof(H3B)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C6)=Sof(H6A)=Sof(H6B)=
 Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C9)=Sof(H9A)=Sof(H9B)=
 Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=
 Sof(H12B)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=
 Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=FVAR(1)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3A)=Sof(H3B)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C6)=Sof(H6A)=Sof(H6B)=
 Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C9)=Sof(H9A)=Sof(H9B)=
 Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=
 Sof(H12B)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=
 Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=1-FVAR(2)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3A)=Sof(H3B)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C6)=Sof(H6A)=Sof(H6B)=
 Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C9)=Sof(H9A)=Sof(H9B)=
 Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=
 Sof(H12B)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=
 Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=FVAR(2)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=1-FVAR(3)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=FVAR(3)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=1-FVAR(4)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=FVAR(4)
 Sof(H15)=Sof(N4B)=Sof(C25B)=1-FVAR(5)
 Sof(N4A)=Sof(H12)=Sof(C25A)=FVAR(5)
 Sof(H37)=Sof(N8B)=Sof(C50B)=1-FVAR(6)
 Sof(N8A)=Sof(H40)=Sof(C50A)=FVAR(6)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=1-FVAR(7)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=FVAR(7)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=1-FVAR(8)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3)=
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=FVAR(8)
6.a Ternary CH refined with riding coordinates:
 C3(H3), C3(H3), C3(H3), C3(H3), C3(H3), C3(H3), C3(H3), C3(H3)
6.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C1(H1A,H1B),
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B),
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C1(H1A,H1B), C2(H2A,H2B),
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B),
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B),
 C14(H14A,H14B), C15(H15A,H15B), C2(H2A,H2B), C4(H4A,H4B), C2(H2A,H2B), C4(H4A,
 H4B), C2(H2A,H2B), C4(H4A,H4B), C2(H2A,H2B), C4(H4A,H4B), C2(H2A,H2B), C4(H4A,
 H4B), C2(H2A,H2B), C4(H4A,H4B), C2(H2A,H2B), C4(H4A,H4B), C2(H2A,H2B), C4(H4A,
 H4B), C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,
 H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B)
6.c Me refined with riding coordinates:
 C16(H16A,H16B,H16C), C16(H16A,H16B,H16C), C16(H16A,H16B,H16C), C1(H1A,H1B,
 H1C), C5(H5A,H5B,H5C), C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C1(H1A,H1B,H1C),
 C5(H5A,H5B,H5C), C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C1(H1A,H1B,H1C), C5(H5A,H5B,
 H5C), C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C1(H1A,H1B,H1C), C5(H5A,H5B,H5C),
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C)
6.d Aromatic/amide H refined with riding coordinates:
 C53(H53), C6(H6), C11(H11), C12(H12), C15(H15), C16(H16), C28(H28), C37(H37),
 C40(H40), C36(H36), C31(H31), C41(H41)
6.e Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
;
_smtbx_masks_void_probe_radius   1.0
_smtbx_masks_void_truncation_radius 1.0
_shelx_res_checksum              50019
_shelx_fab_checksum              85526
_olex2_submission_special_instructions 'No special instructions were received'