# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cbas5
_database_code_depnum_ccdc_archive 'CCDC 2352325'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2023-07-18
_audit_creation_method           'by CrystalStructure 4.3'
_shelx_SHELXL_version_number     2019/3

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C27 H38 N2'
_chemical_formula_moiety         'C27 H38 N2'
_chemical_formula_weight         390.61
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   10.2164(5)
_cell_length_b                   10.7791(5)
_cell_length_c                   13.0555(5)
_cell_angle_alpha                67.311(4)
_cell_angle_beta                 70.582(4)
_cell_angle_gamma                79.542(4)
_cell_volume                     1248.66(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3978
_cell_measurement_theta_min      2.11
_cell_measurement_theta_max      26.79
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.039
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             428.00
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.942
_exptl_absorpt_correction_T_max  0.997

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            16382
_diffrn_reflns_av_unetI/netI     0.0686
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_theta_max         29.052
_diffrn_reflns_theta_min         1.766
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.813
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.813
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.813
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             5418
_reflns_number_gt                2909
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1295
_refine_ls_R_factor_gt           0.0616
_refine_ls_wR_factor_ref         0.1823
_refine_ls_wR_factor_gt          0.1568
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         5418
_refine_ls_number_parameters     276
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0835P)²+0.1476P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.33837(18) 0.33823(17) 0.35689(15) 0.0427(5) Uani 1 1 d D . . . .
H1 H 0.323(2) 0.305(2) 0.3047(17) 0.064(7) Uiso 1 1 d D . . . .
N5 N 0.23401(18) 0.33348(16) 0.20269(15) 0.0443(5) Uani 1 1 d . . . . .
C2 C 0.2714(2) 0.46099(19) 0.34679(17) 0.0390(5) Uani 1 1 d . . . . .
C3 C 0.1911(2) 0.5141(2) 0.27203(19) 0.0444(5) Uani 1 1 d . . . . .
H3 H 0.147366 0.601447 0.265310 0.053 Uiso 1 1 calc R U . . .
C4 C 0.1677(2) 0.4483(2) 0.20307(18) 0.0439(5) Uani 1 1 d . . . . .
C6 C 0.4033(2) 0.25512(19) 0.44394(17) 0.0362(5) Uani 1 1 d . . . . .
C7 C 0.5458(2) 0.2218(2) 0.41048(18) 0.0407(5) Uani 1 1 d . . . . .
C8 C 0.6066(2) 0.1362(2) 0.4950(2) 0.0451(6) Uani 1 1 d . . . . .
H8 H 0.703501 0.112852 0.472748 0.054 Uiso 1 1 calc R U . . .
C9 C 0.5319(2) 0.0834(2) 0.6101(2) 0.0472(6) Uani 1 1 d . . . . .
C10 C 0.3899(2) 0.1154(2) 0.63946(19) 0.0489(6) Uani 1 1 d . . . . .
H10 H 0.336307 0.079021 0.718182 0.059 Uiso 1 1 calc R U . . .
C11 C 0.3233(2) 0.1987(2) 0.55815(19) 0.0417(5) Uani 1 1 d . . . . .
C12 C 0.6307(2) 0.2745(3) 0.2859(2) 0.0607(7) Uani 1 1 d . . . . .
H12A H 0.586979 0.254859 0.237802 0.073 Uiso 1 1 calc R U . . .
H12B H 0.724642 0.230865 0.277428 0.073 Uiso 1 1 calc R U . . .
H12C H 0.635878 0.372059 0.260957 0.073 Uiso 1 1 calc R U . . .
C13 C 0.6022(3) -0.0060(3) 0.7001(2) 0.0692(8) Uani 1 1 d . . . . .
H13A H 0.627450 0.048691 0.734958 0.083 Uiso 1 1 calc R U . . .
H13B H 0.686244 -0.051461 0.663649 0.083 Uiso 1 1 calc R U . . .
H13C H 0.538593 -0.073404 0.760515 0.083 Uiso 1 1 calc R U . . .
C14 C 0.1666(2) 0.2217(2) 0.5928(2) 0.0609(7) Uani 1 1 d . . . . .
H14A H 0.141443 0.316449 0.584944 0.073 Uiso 1 1 calc R U . . .
H14B H 0.127552 0.164222 0.673490 0.073 Uiso 1 1 calc R U . . .
H14C H 0.129200 0.199500 0.542252 0.073 Uiso 1 1 calc R U . . .
C15 C 0.2970(2) 0.5362(2) 0.41424(19) 0.0425(5) Uani 1 1 d . . . . .
H15 H 0.302411 0.468173 0.490968 0.051 Uiso 1 1 calc R U . . .
C16 C 0.1826(3) 0.6417(2) 0.4388(2) 0.0640(7) Uani 1 1 d . . . . .
H16A H 0.093177 0.599821 0.477566 0.077 Uiso 1 1 calc R U . . .
H16B H 0.178516 0.713806 0.365676 0.077 Uiso 1 1 calc R U . . .
H16C H 0.202374 0.679356 0.489115 0.077 Uiso 1 1 calc R U . . .
C17 C 0.4373(3) 0.5984(3) 0.3534(2) 0.0632(7) Uani 1 1 d . . . . .
H17A H 0.434917 0.668578 0.278902 0.076 Uiso 1 1 calc R U . . .
H17B H 0.509909 0.528510 0.340079 0.076 Uiso 1 1 calc R U . . .
H17C H 0.457575 0.638227 0.402084 0.076 Uiso 1 1 calc R U . . .
C18 C 0.0677(2) 0.5167(2) 0.1301(2) 0.0554(7) Uani 1 1 d . . . . .
H18 H 0.043292 0.445846 0.108954 0.067 Uiso 1 1 calc R U . . .
C19 C -0.0661(3) 0.5718(4) 0.1934(3) 0.1132(13) Uani 1 1 d . . . . .
H19A H -0.130604 0.601227 0.146079 0.136 Uiso 1 1 calc R U . . .
H19B H -0.048249 0.648675 0.208315 0.136 Uiso 1 1 calc R U . . .
H19C H -0.107004 0.501665 0.267209 0.136 Uiso 1 1 calc R U . . .
C20 C 0.1387(4) 0.6225(3) 0.0176(3) 0.1078(12) Uani 1 1 d . . . . .
H20A H 0.168416 0.692364 0.034371 0.129 Uiso 1 1 calc R U . . .
H20B H 0.073746 0.663238 -0.028997 0.129 Uiso 1 1 calc R U . . .
H20C H 0.220084 0.580622 -0.025485 0.129 Uiso 1 1 calc R U . . .
C21 C 0.2175(2) 0.25578(19) 0.14210(18) 0.0391(5) Uani 1 1 d . . . . .
C22 C 0.3200(3) 0.2540(2) 0.04044(19) 0.0499(6) Uani 1 1 d . . . . .
C23 C 0.3120(3) 0.1644(2) -0.0090(2) 0.0626(7) Uani 1 1 d . . . . .
H23 H 0.380385 0.164268 -0.079230 0.075 Uiso 1 1 calc R U . . .
C24 C 0.2086(3) 0.0749(2) 0.0394(2) 0.0615(7) Uani 1 1 d . . . . .
C25 C 0.1108(3) 0.0771(2) 0.1406(2) 0.0553(6) Uani 1 1 d . . . . .
H25 H 0.038859 0.015996 0.175097 0.066 Uiso 1 1 calc R U . . .
C26 C 0.1127(2) 0.1648(2) 0.19453(19) 0.0450(5) Uani 1 1 d . . . . .
C27 C 0.4401(3) 0.3441(3) -0.0105(2) 0.0789(9) Uani 1 1 d . . . . .
H27A H 0.405967 0.438272 -0.040446 0.095 Uiso 1 1 calc R U . . .
H27B H 0.509136 0.320034 -0.073855 0.095 Uiso 1 1 calc R U . . .
H27C H 0.483034 0.332500 0.049741 0.095 Uiso 1 1 calc R U . . .
C28 C 0.2054(4) -0.0254(4) -0.0153(3) 0.1129(13) Uani 1 1 d . . . . .
H28A H 0.166549 0.019961 -0.080808 0.135 Uiso 1 1 calc R U . . .
H28B H 0.147421 -0.098957 0.042440 0.135 Uiso 1 1 calc R U . . .
H28C H 0.300108 -0.061926 -0.042874 0.135 Uiso 1 1 calc R U . . .
C29 C 0.0106(3) 0.1576(3) 0.3091(2) 0.0716(8) Uani 1 1 d . . . . .
H29A H 0.060588 0.139590 0.366222 0.086 Uiso 1 1 calc R U . . .
H29B H -0.051298 0.084979 0.334902 0.086 Uiso 1 1 calc R U . . .
H29C H -0.044509 0.243482 0.301331 0.086 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2019/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.354(2) . ?
N1 C6 1.426(2) . ?
N1 H1 0.949(16) . ?
N5 C4 1.299(2) . ?
N5 C21 1.417(2) . ?
C2 C3 1.373(3) . ?
C2 C15 1.511(3) . ?
C3 C4 1.438(3) . ?
C3 H3 0.9500 . ?
C4 C18 1.525(3) . ?
C6 C11 1.390(3) . ?
C6 C7 1.395(3) . ?
C7 C8 1.384(3) . ?
C7 C12 1.500(3) . ?
C8 C9 1.378(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.386(3) . ?
C9 C13 1.505(3) . ?
C10 C11 1.385(3) . ?
C10 H10 0.9500 . ?
C11 C14 1.513(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.520(3) . ?
C15 C17 1.522(3) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.495(4) . ?
C18 C20 1.511(4) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.395(3) . ?
C21 C26 1.398(3) . ?
C22 C23 1.380(3) . ?
C22 C27 1.510(3) . ?
C23 C24 1.378(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.373(3) . ?
C24 C28 1.518(3) . ?
C25 C26 1.386(3) . ?
C25 H25 0.9500 . ?
C26 C29 1.495(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C6 127.68(17) . . ?
C2 N1 H1 110.2(14) . . ?
C6 N1 H1 121.3(14) . . ?
C4 N5 C21 125.24(16) . . ?
N1 C2 C3 119.33(18) . . ?
N1 C2 C15 117.26(16) . . ?
C3 C2 C15 123.30(17) . . ?
C2 C3 C4 125.27(18) . . ?
C2 C3 H3 117.4 . . ?
C4 C3 H3 117.4 . . ?
N5 C4 C3 119.34(17) . . ?
N5 C4 C18 121.66(18) . . ?
C3 C4 C18 118.99(17) . . ?
C11 C6 C7 120.85(18) . . ?
C11 C6 N1 120.10(17) . . ?
C7 C6 N1 118.79(18) . . ?
C8 C7 C6 118.31(19) . . ?
C8 C7 C12 120.63(19) . . ?
C6 C7 C12 121.05(18) . . ?
C9 C8 C7 122.50(19) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C8 C9 C10 117.55(19) . . ?
C8 C9 C13 121.1(2) . . ?
C10 C9 C13 121.4(2) . . ?
C11 C10 C9 122.3(2) . . ?
C11 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C10 C11 C6 118.33(19) . . ?
C10 C11 C14 120.3(2) . . ?
C6 C11 C14 121.28(19) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C2 C15 C16 114.52(17) . . ?
C2 C15 C17 110.14(18) . . ?
C16 C15 C17 110.73(18) . . ?
C2 C15 H15 107.0 . . ?
C16 C15 H15 107.0 . . ?
C17 C15 H15 107.0 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C20 111.8(2) . . ?
C19 C18 C4 113.9(2) . . ?
C20 C18 C4 110.8(2) . . ?
C19 C18 H18 106.6 . . ?
C20 C18 H18 106.6 . . ?
C4 C18 H18 106.6 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C26 120.40(18) . . ?
C22 C21 N5 119.19(18) . . ?
C26 C21 N5 119.48(19) . . ?
C23 C22 C21 118.4(2) . . ?
C23 C22 C27 121.2(2) . . ?
C21 C22 C27 120.3(2) . . ?
C24 C23 C22 122.6(2) . . ?
C24 C23 H23 118.7 . . ?
C22 C23 H23 118.7 . . ?
C25 C24 C23 117.7(2) . . ?
C25 C24 C28 121.0(2) . . ?
C23 C24 C28 121.2(2) . . ?
C24 C25 C26 122.6(2) . . ?
C24 C25 H25 118.7 . . ?
C26 C25 H25 118.7 . . ?
C25 C26 C21 118.3(2) . . ?
C25 C26 C29 121.1(2) . . ?
C21 C26 C29 120.56(19) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 C3 -166.7(2) . . . . ?
C6 N1 C2 C15 16.9(3) . . . . ?
N1 C2 C3 C4 1.6(3) . . . . ?
C15 C2 C3 C4 177.7(2) . . . . ?
C21 N5 C4 C3 177.76(19) . . . . ?
C21 N5 C4 C18 -3.6(3) . . . . ?
C2 C3 C4 N5 -5.4(3) . . . . ?
C2 C3 C4 C18 175.9(2) . . . . ?
C2 N1 C6 C11 67.1(3) . . . . ?
C2 N1 C6 C7 -118.9(2) . . . . ?
C11 C6 C7 C8 -3.1(3) . . . . ?
N1 C6 C7 C8 -177.14(17) . . . . ?
C11 C6 C7 C12 175.47(19) . . . . ?
N1 C6 C7 C12 1.5(3) . . . . ?
C6 C7 C8 C9 -0.1(3) . . . . ?
C12 C7 C8 C9 -178.7(2) . . . . ?
C7 C8 C9 C10 2.1(3) . . . . ?
C7 C8 C9 C13 -178.1(2) . . . . ?
C8 C9 C10 C11 -0.9(3) . . . . ?
C13 C9 C10 C11 179.3(2) . . . . ?
C9 C10 C11 C6 -2.2(3) . . . . ?
C9 C10 C11 C14 175.1(2) . . . . ?
C7 C6 C11 C10 4.2(3) . . . . ?
N1 C6 C11 C10 178.18(17) . . . . ?
C7 C6 C11 C14 -173.05(19) . . . . ?
N1 C6 C11 C14 0.9(3) . . . . ?
N1 C2 C15 C16 -157.0(2) . . . . ?
C3 C2 C15 C16 26.8(3) . . . . ?
N1 C2 C15 C17 77.4(2) . . . . ?
C3 C2 C15 C17 -98.8(2) . . . . ?
N5 C4 C18 C19 135.5(3) . . . . ?
C3 C4 C18 C19 -45.8(3) . . . . ?
N5 C4 C18 C20 -97.5(3) . . . . ?
C3 C4 C18 C20 81.2(3) . . . . ?
C4 N5 C21 C22 104.5(2) . . . . ?
C4 N5 C21 C26 -86.4(3) . . . . ?
C26 C21 C22 C23 2.5(3) . . . . ?
N5 C21 C22 C23 171.45(19) . . . . ?
C26 C21 C22 C27 -174.7(2) . . . . ?
N5 C21 C22 C27 -5.8(3) . . . . ?
C21 C22 C23 C24 -1.4(4) . . . . ?
C27 C22 C23 C24 175.8(2) . . . . ?
C22 C23 C24 C25 0.2(4) . . . . ?
C22 C23 C24 C28 -178.1(3) . . . . ?
C23 C24 C25 C26 0.0(4) . . . . ?
C28 C24 C25 C26 178.3(3) . . . . ?
C24 C25 C26 C21 1.1(3) . . . . ?
C24 C25 C26 C29 -175.5(2) . . . . ?
C22 C21 C26 C25 -2.3(3) . . . . ?
N5 C21 C26 C25 -171.23(18) . . . . ?
C22 C21 C26 C29 174.2(2) . . . . ?
N5 C21 C26 C29 5.3(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 N5 0.949(16) 1.756(19) 2.592(2) 145(2) . yes

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_askm1
_database_code_depnum_ccdc_archive 'CCDC 2352326'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2023-07-18
_audit_creation_method           'by CrystalStructure 4.3'
_shelx_SHELXL_version_number     2019/3

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H27 N O'
_chemical_formula_moiety         'C18 H27 N O'
_chemical_formula_weight         273.42
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
#------------------------------------------------------------------------------
_cell_length_a                   25.661(11)
_cell_length_b                   7.581(3)
_cell_length_c                   16.993(8)
_cell_angle_alpha                90.0000
_cell_angle_beta                 101.242(8)
_cell_angle_gamma                90.0000
_cell_volume                     3242(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1606
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      25.30
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.120
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1200.00
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.621
_exptl_absorpt_correction_T_max  0.996

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            20480
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_av_R_equivalents  0.0863
_diffrn_reflns_theta_max         25.265
_diffrn_reflns_theta_min         2.444
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             2927
_reflns_number_gt                2220
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0742
_refine_ls_R_factor_gt           0.0519
_refine_ls_wR_factor_ref         0.1484
_refine_ls_wR_factor_gt          0.1298
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         2927
_refine_ls_number_parameters     191
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0753P)²+2.2244P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O5 O 0.35526(5) 0.32127(18) 0.22295(8) 0.0300(4) Uani 1 1 d . . . . .
N1 N 0.34983(6) 0.1211(2) 0.09472(9) 0.0239(4) Uani 1 1 d D . . . .
H1 H 0.3384(9) 0.218(3) 0.1214(13) 0.045(7) Uiso 1 1 d D . . . .
C2 C 0.38833(7) 0.0245(3) 0.13972(11) 0.0230(4) Uani 1 1 d . . . . .
C3 C 0.40741(7) 0.0678(3) 0.21935(11) 0.0245(4) Uani 1 1 d . . . . .
H3 H 0.433783 -0.005812 0.249931 0.029 Uiso 1 1 calc R U . . .
C4 C 0.38964(7) 0.2164(3) 0.25767(11) 0.0243(4) Uani 1 1 d . . . . .
C6 C 0.33061(7) 0.1072(2) 0.00961(10) 0.0223(4) Uani 1 1 d . . . . .
C7 C 0.36288(7) 0.1660(3) -0.04302(11) 0.0243(4) Uani 1 1 d . . . . .
C8 C 0.34276(7) 0.1583(3) -0.12525(11) 0.0252(4) Uani 1 1 d . . . . .
H8 H 0.364392 0.197045 -0.161318 0.030 Uiso 1 1 calc R U . . .
C9 C 0.29204(7) 0.0958(3) -0.15603(11) 0.0249(4) Uani 1 1 d . . . . .
C10 C 0.26072(7) 0.0416(3) -0.10212(11) 0.0245(4) Uani 1 1 d . . . . .
H10 H 0.225665 0.000873 -0.122357 0.029 Uiso 1 1 calc R U . . .
C11 C 0.27934(7) 0.0454(2) -0.01903(11) 0.0228(4) Uani 1 1 d . . . . .
C12 C 0.41783(7) 0.2375(3) -0.01197(12) 0.0298(5) Uani 1 1 d . . . . .
H12A H 0.429908 0.303289 -0.054712 0.036 Uiso 1 1 calc R U . . .
H12B H 0.442270 0.139482 0.005438 0.036 Uiso 1 1 calc R U . . .
H12C H 0.417039 0.316117 0.033549 0.036 Uiso 1 1 calc R U . . .
C13 C 0.27146(8) 0.0855(3) -0.24540(11) 0.0307(5) Uani 1 1 d . . . . .
H13A H 0.283892 -0.023987 -0.266278 0.037 Uiso 1 1 calc R U . . .
H13B H 0.284607 0.186727 -0.271643 0.037 Uiso 1 1 calc R U . . .
H13C H 0.232529 0.087010 -0.256308 0.037 Uiso 1 1 calc R U . . .
C14 C 0.24416(7) -0.0140(3) 0.03746(11) 0.0274(5) Uani 1 1 d . . . . .
H14A H 0.240755 0.081556 0.074977 0.033 Uiso 1 1 calc R U . . .
H14B H 0.259925 -0.117564 0.067514 0.033 Uiso 1 1 calc R U . . .
H14C H 0.208952 -0.044565 0.006585 0.033 Uiso 1 1 calc R U . . .
C15 C 0.40713(7) -0.1401(3) 0.10259(11) 0.0263(4) Uani 1 1 d . . . . .
H15 H 0.396497 -0.128876 0.042984 0.032 Uiso 1 1 calc R U . . .
C16 C 0.46716(8) -0.1659(3) 0.12294(13) 0.0370(5) Uani 1 1 d . . . . .
H16A H 0.478063 -0.193988 0.180081 0.044 Uiso 1 1 calc R U . . .
H16B H 0.484835 -0.057349 0.110992 0.044 Uiso 1 1 calc R U . . .
H16C H 0.477178 -0.263032 0.090834 0.044 Uiso 1 1 calc R U . . .
C17 C 0.37863(9) -0.3000(3) 0.12806(14) 0.0384(5) Uani 1 1 d . . . . .
H17A H 0.340152 -0.280664 0.114709 0.046 Uiso 1 1 calc R U . . .
H17B H 0.389651 -0.317510 0.186060 0.046 Uiso 1 1 calc R U . . .
H17C H 0.387717 -0.404866 0.099805 0.046 Uiso 1 1 calc R U . . .
C18 C 0.41487(7) 0.2509(3) 0.34556(11) 0.0265(4) Uani 1 1 d . . . . .
H18 H 0.427652 0.136160 0.371326 0.032 Uiso 1 1 calc R U . . .
C19 C 0.46272(8) 0.3728(3) 0.34847(13) 0.0359(5) Uani 1 1 d . . . . .
H19A H 0.487831 0.318525 0.319044 0.043 Uiso 1 1 calc R U . . .
H19B H 0.450722 0.486296 0.323811 0.043 Uiso 1 1 calc R U . . .
H19C H 0.480249 0.391672 0.404437 0.043 Uiso 1 1 calc R U . . .
C20 C 0.37461(8) 0.3300(3) 0.39068(11) 0.0289(5) Uani 1 1 d . . . . .
H20A H 0.345527 0.246169 0.390485 0.035 Uiso 1 1 calc R U . . .
H20B H 0.360393 0.439724 0.364398 0.035 Uiso 1 1 calc R U . . .
H20C H 0.392034 0.355111 0.446156 0.035 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2019/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O5 C4 1.247(2) . ?
N1 C2 1.343(2) . ?
N1 C6 1.438(2) . ?
N1 H1 0.939(16) . ?
C2 C3 1.386(3) . ?
C2 C15 1.519(3) . ?
C3 C4 1.420(3) . ?
C3 H3 0.9500 . ?
C4 C18 1.530(3) . ?
C6 C11 1.392(3) . ?
C6 C7 1.405(3) . ?
C7 C8 1.393(3) . ?
C7 C12 1.507(3) . ?
C8 C9 1.388(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(3) . ?
C9 C13 1.510(3) . ?
C10 C11 1.400(3) . ?
C10 H10 0.9500 . ?
C11 C14 1.509(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.521(3) . ?
C15 C16 1.524(3) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C20 1.524(3) . ?
C18 C19 1.530(3) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C6 127.07(16) . . ?
C2 N1 H1 114.5(14) . . ?
C6 N1 H1 117.7(14) . . ?
N1 C2 C3 120.49(17) . . ?
N1 C2 C15 118.01(16) . . ?
C3 C2 C15 121.34(17) . . ?
C2 C3 C4 123.50(17) . . ?
C2 C3 H3 118.3 . . ?
C4 C3 H3 118.3 . . ?
O5 C4 C3 123.34(17) . . ?
O5 C4 C18 118.56(17) . . ?
C3 C4 C18 118.09(16) . . ?
C11 C6 C7 121.23(17) . . ?
C11 C6 N1 119.45(16) . . ?
C7 C6 N1 119.21(16) . . ?
C8 C7 C6 118.44(17) . . ?
C8 C7 C12 120.31(16) . . ?
C6 C7 C12 121.25(17) . . ?
C9 C8 C7 121.93(17) . . ?
C9 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C8 C9 C10 118.14(17) . . ?
C8 C9 C13 121.00(17) . . ?
C10 C9 C13 120.86(17) . . ?
C9 C10 C11 122.01(17) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
C6 C11 C10 118.23(16) . . ?
C6 C11 C14 121.32(16) . . ?
C10 C11 C14 120.44(17) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C2 C15 C17 109.11(16) . . ?
C2 C15 C16 113.57(16) . . ?
C17 C15 C16 110.72(18) . . ?
C2 C15 H15 107.7 . . ?
C17 C15 H15 107.7 . . ?
C16 C15 H15 107.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C20 C18 C19 111.37(16) . . ?
C20 C18 C4 111.03(15) . . ?
C19 C18 C4 108.62(16) . . ?
C20 C18 H18 108.6 . . ?
C19 C18 H18 108.6 . . ?
C4 C18 H18 108.6 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 C3 171.60(17) . . . . ?
C6 N1 C2 C15 -12.9(3) . . . . ?
N1 C2 C3 C4 -2.2(3) . . . . ?
C15 C2 C3 C4 -177.52(17) . . . . ?
C2 C3 C4 O5 -0.1(3) . . . . ?
C2 C3 C4 C18 -178.82(17) . . . . ?
C2 N1 C6 C11 112.0(2) . . . . ?
C2 N1 C6 C7 -71.7(3) . . . . ?
C11 C6 C7 C8 -1.1(3) . . . . ?
N1 C6 C7 C8 -177.37(16) . . . . ?
C11 C6 C7 C12 178.31(17) . . . . ?
N1 C6 C7 C12 2.1(3) . . . . ?
C6 C7 C8 C9 0.4(3) . . . . ?
C12 C7 C8 C9 -179.02(18) . . . . ?
C7 C8 C9 C10 0.8(3) . . . . ?
C7 C8 C9 C13 -178.83(18) . . . . ?
C8 C9 C10 C11 -1.3(3) . . . . ?
C13 C9 C10 C11 178.28(18) . . . . ?
C7 C6 C11 C10 0.6(3) . . . . ?
N1 C6 C11 C10 176.84(16) . . . . ?
C7 C6 C11 C14 -178.62(18) . . . . ?
N1 C6 C11 C14 -2.4(3) . . . . ?
C9 C10 C11 C6 0.6(3) . . . . ?
C9 C10 C11 C14 179.88(18) . . . . ?
N1 C2 C15 C17 -97.0(2) . . . . ?
C3 C2 C15 C17 78.5(2) . . . . ?
N1 C2 C15 C16 138.97(18) . . . . ?
C3 C2 C15 C16 -45.6(2) . . . . ?
O5 C4 C18 C20 35.1(2) . . . . ?
C3 C4 C18 C20 -146.11(17) . . . . ?
O5 C4 C18 C19 -87.7(2) . . . . ?
C3 C4 C18 C19 91.1(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O5 0.939(16) 1.87(2) 2.637(2) 137(2) . yes

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cbas18
_database_code_depnum_ccdc_archive 'CCDC 2352327'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2023-07-18
_audit_creation_method           'by CrystalStructure 4.3'
_shelx_SHELXL_version_number     2019/3

# start Validation Reply Form
_vrf_PLAT094_cbas18              
;
PROBLEM: Ratio of Maximum / Minimum Residual Density .... 5.33 Report
RESPONSE: All crystals appeared to be polycrystalline, and while processing as
 single gave good results, there are likely some over-/underestimated
 intensities as a result, leading to spurious residual electron density. The
 best available data is presented.
;
_vrf_PLAT097_cbas18              
;
PROBLEM: Large Reported Max. (Positive) Residual Density 1.12 eA-3
RESPONSE: All crystals appeared to be polycrystalline, and while processing as
 single gave good results, there are likely some over-/underestimated
 intensities as a result, leading to spurious residual electron density. The
 best available data is presented.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C33 H49 Li N2'
_chemical_formula_moiety         'C33 H49 Li N2'
_chemical_formula_weight         480.70
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   13.069(3)
_cell_length_b                   16.031(3)
_cell_length_c                   14.893(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 105.472(5)
_cell_angle_gamma                90.0000
_cell_volume                     3007.1(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5648
_cell_measurement_theta_min      1.90
_cell_measurement_theta_max      27.30
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.062
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1056.00
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.713
_exptl_absorpt_correction_T_max  0.998

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            41849
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_theta_max         25.315
_diffrn_reflns_theta_min         1.845
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             5466
_reflns_number_gt                3966
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1145
_refine_ls_R_factor_gt           0.0977
_refine_ls_wR_factor_ref         0.2638
_refine_ls_wR_factor_gt          0.2449
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5466
_refine_ls_number_parameters     337
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         1.12
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Li Li -0.0003 0.0001
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.54581(14) 0.69995(11) 0.30111(12) 0.0172(4) Uani 1 1 d . . . . .
N5 N 0.45133(14) 0.69411(11) 0.45636(12) 0.0171(4) Uani 1 1 d . . . . .
C2 C 0.53557(16) 0.78136(13) 0.31040(14) 0.0149(5) Uani 1 1 d . . . . .
C3 C 0.49454(16) 0.81654(14) 0.38027(14) 0.0176(5) Uani 1 1 d . . . . .
H3 H 0.493122 0.875774 0.381483 0.021 Uiso 1 1 calc R U . . .
C4 C 0.45526(16) 0.77660(14) 0.44866(14) 0.0161(5) Uani 1 1 d . . . . .
C6 C 0.58002(17) 0.66455(12) 0.22631(14) 0.0164(5) Uani 1 1 d . . . . .
C7 C 0.50167(18) 0.63406(14) 0.14847(16) 0.0201(5) Uani 1 1 d . . . . .
C8 C 0.53374(19) 0.58588(14) 0.08317(16) 0.0236(5) Uani 1 1 d . . . . .
H8 H 0.481831 0.564299 0.030988 0.028 Uiso 1 1 calc R U . . .
C9 C 0.64014(19) 0.56882(14) 0.09295(16) 0.0238(5) Uani 1 1 d . . . . .
H9 H 0.660574 0.534034 0.049061 0.029 Uiso 1 1 calc R U . . .
C10 C 0.71631(18) 0.60255(14) 0.16667(16) 0.0211(5) Uani 1 1 d . . . . .
H10 H 0.789197 0.592337 0.171546 0.025 Uiso 1 1 calc R U . . .
C11 C 0.68864(17) 0.65130(13) 0.23420(15) 0.0169(5) Uani 1 1 d . . . . .
C12 C 0.38431(18) 0.65179(14) 0.13675(16) 0.0218(5) Uani 1 1 d . . . . .
H12 H 0.379286 0.700194 0.177709 0.026 Uiso 1 1 calc R U . . .
C13 C 0.3251(2) 0.67553(18) 0.03648(17) 0.0329(6) Uani 1 1 d . . . . .
H13A H 0.253319 0.694456 0.034697 0.040 Uiso 1 1 calc R U . . .
H13B H 0.320856 0.626813 -0.004106 0.040 Uiso 1 1 calc R U . . .
H13C H 0.363461 0.720491 0.014826 0.040 Uiso 1 1 calc R U . . .
C14 C 0.32934(19) 0.57789(16) 0.16820(19) 0.0303(6) Uani 1 1 d . . . . .
H14A H 0.335129 0.528855 0.130570 0.036 Uiso 1 1 calc R U . . .
H14B H 0.254262 0.591183 0.160303 0.036 Uiso 1 1 calc R U . . .
H14C H 0.363248 0.566069 0.233985 0.036 Uiso 1 1 calc R U . . .
C15 C 0.77543(18) 0.68875(14) 0.31356(16) 0.0199(5) Uani 1 1 d . . . . .
H15 H 0.740225 0.726127 0.350079 0.024 Uiso 1 1 calc R U . . .
C16 C 0.8521(2) 0.74220(16) 0.27635(18) 0.0285(6) Uani 1 1 d . . . . .
H16A H 0.811608 0.781901 0.230373 0.034 Uiso 1 1 calc R U . . .
H16B H 0.894296 0.706153 0.246867 0.034 Uiso 1 1 calc R U . . .
H16C H 0.899420 0.772781 0.327969 0.034 Uiso 1 1 calc R U . . .
C17 C 0.8365(2) 0.62219(16) 0.38010(17) 0.0284(6) Uani 1 1 d . . . . .
H17A H 0.867650 0.582098 0.345257 0.034 Uiso 1 1 calc R U . . .
H17B H 0.787933 0.593046 0.409436 0.034 Uiso 1 1 calc R U . . .
H17C H 0.893161 0.648734 0.428276 0.034 Uiso 1 1 calc R U . . .
C18 C 0.56692(17) 0.84229(13) 0.24289(15) 0.0177(5) Uani 1 1 d . . . . .
H18 H 0.603313 0.809200 0.203525 0.021 Uiso 1 1 calc R U . . .
C19 C 0.4691(2) 0.88304(16) 0.17725(17) 0.0276(6) Uani 1 1 d . . . . .
H19A H 0.491659 0.920805 0.134446 0.033 Uiso 1 1 calc R U . . .
H19B H 0.430225 0.914662 0.213891 0.033 Uiso 1 1 calc R U . . .
H19C H 0.422814 0.839703 0.141467 0.033 Uiso 1 1 calc R U . . .
C20 C 0.64501(19) 0.90932(15) 0.29300(16) 0.0239(5) Uani 1 1 d . . . . .
H20A H 0.706079 0.882602 0.336203 0.029 Uiso 1 1 calc R U . . .
H20B H 0.609580 0.946191 0.327793 0.029 Uiso 1 1 calc R U . . .
H20C H 0.669335 0.942040 0.247057 0.029 Uiso 1 1 calc R U . . .
C21 C 0.42058(17) 0.83374(13) 0.51735(15) 0.0183(5) Uani 1 1 d . . . . .
H21 H 0.380539 0.798825 0.552123 0.022 Uiso 1 1 calc R U . . .
C22 C 0.34676(19) 0.90448(15) 0.46990(16) 0.0239(5) Uani 1 1 d . . . . .
H22A H 0.282669 0.880744 0.427704 0.029 Uiso 1 1 calc R U . . .
H22B H 0.383467 0.939440 0.434339 0.029 Uiso 1 1 calc R U . . .
H22C H 0.326962 0.938452 0.517350 0.029 Uiso 1 1 calc R U . . .
C23 C 0.5183(2) 0.86868(16) 0.58861(17) 0.0266(6) Uani 1 1 d . . . . .
H23A H 0.558944 0.903836 0.556656 0.032 Uiso 1 1 calc R U . . .
H23B H 0.563012 0.822496 0.619808 0.032 Uiso 1 1 calc R U . . .
H23C H 0.495548 0.902067 0.634919 0.032 Uiso 1 1 calc R U . . .
C24 C 0.41555(18) 0.65426(13) 0.52810(14) 0.0174(5) Uani 1 1 d . . . . .
C25 C 0.30782(17) 0.63962(13) 0.51893(15) 0.0176(5) Uani 1 1 d . . . . .
C26 C 0.27897(18) 0.58741(14) 0.58335(16) 0.0216(5) Uani 1 1 d . . . . .
H26 H 0.205943 0.576189 0.576668 0.026 Uiso 1 1 calc R U . . .
C27 C 0.35443(18) 0.55169(14) 0.65666(16) 0.0215(5) Uani 1 1 d . . . . .
H27 H 0.333454 0.515618 0.699152 0.026 Uiso 1 1 calc R U . . .
C28 C 0.46091(19) 0.56917(14) 0.66736(16) 0.0238(5) Uani 1 1 d . . . . .
H28 H 0.512612 0.545494 0.718296 0.029 Uiso 1 1 calc R U . . .
C29 C 0.49365(18) 0.62060(15) 0.60515(16) 0.0213(5) Uani 1 1 d . . . . .
C30 C 0.22015(18) 0.67996(14) 0.44155(16) 0.0216(5) Uani 1 1 d . . . . .
H30 H 0.254927 0.720533 0.408014 0.026 Uiso 1 1 calc R U . . .
C31 C 0.1420(2) 0.72864(17) 0.48120(18) 0.0318(6) Uani 1 1 d . . . . .
H31A H 0.099770 0.689640 0.507290 0.038 Uiso 1 1 calc R U . . .
H31B H 0.094746 0.761350 0.431480 0.038 Uiso 1 1 calc R U . . .
H31C H 0.181137 0.766222 0.530322 0.038 Uiso 1 1 calc R U . . .
C32 C 0.1600(2) 0.61678(17) 0.37008(18) 0.0327(6) Uani 1 1 d . . . . .
H32A H 0.101720 0.644918 0.325064 0.039 Uiso 1 1 calc R U . . .
H32B H 0.131128 0.572775 0.401931 0.039 Uiso 1 1 calc R U . . .
H32C H 0.208486 0.592097 0.337373 0.039 Uiso 1 1 calc R U . . .
C33 C 0.61071(19) 0.63843(15) 0.61670(16) 0.0236(5) Uani 1 1 d . . . . .
H33 H 0.616089 0.687801 0.577176 0.028 Uiso 1 1 calc R U . . .
C34 C 0.6717(2) 0.65875(18) 0.71777(17) 0.0321(6) Uani 1 1 d . . . . .
H34A H 0.674437 0.609049 0.756645 0.038 Uiso 1 1 calc R U . . .
H34B H 0.635492 0.703899 0.741373 0.038 Uiso 1 1 calc R U . . .
H34C H 0.744124 0.676261 0.719676 0.038 Uiso 1 1 calc R U . . .
C35 C 0.6626(2) 0.56399(16) 0.58163(18) 0.0293(6) Uani 1 1 d . . . . .
H35A H 0.624260 0.551827 0.516915 0.035 Uiso 1 1 calc R U . . .
H35B H 0.660124 0.515128 0.620527 0.035 Uiso 1 1 calc R U . . .
H35C H 0.736724 0.577387 0.584993 0.035 Uiso 1 1 calc R U . . .
Li1 Li 0.5101(4) 0.6219(3) 0.3826(3) 0.0311(10) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2019/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.323(3) . ?
N1 C6 1.424(3) . ?
N1 Li1 1.886(4) . ?
N5 C4 1.330(3) . ?
N5 C24 1.426(3) . ?
N5 Li1 1.893(4) . ?
C2 C3 1.409(3) . ?
C2 C18 1.534(3) . ?
C3 C4 1.411(3) . ?
C3 H3 0.9500 . ?
C4 C21 1.529(3) . ?
C6 C11 1.409(3) . ?
C6 C7 1.414(3) . ?
C7 C8 1.391(3) . ?
C7 C12 1.523(3) . ?
C8 C9 1.386(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.395(3) . ?
C10 H10 0.9500 . ?
C11 C15 1.526(3) . ?
C12 C14 1.523(3) . ?
C12 C13 1.535(3) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.528(3) . ?
C15 C16 1.530(3) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C20 1.532(3) . ?
C18 C19 1.533(3) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C23 1.533(3) . ?
C21 C22 1.534(3) . ?
C21 H21 1.0000 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.398(3) . ?
C24 C29 1.423(3) . ?
C25 C26 1.399(3) . ?
C25 C30 1.534(3) . ?
C26 C27 1.385(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.386(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.390(3) . ?
C28 H28 0.9500 . ?
C29 C33 1.520(3) . ?
C30 C31 1.524(3) . ?
C30 C32 1.527(3) . ?
C30 H30 1.0000 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C35 1.532(3) . ?
C33 C34 1.539(3) . ?
C33 H33 1.0000 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C6 122.45(17) . . ?
C2 N1 Li1 122.50(19) . . ?
C6 N1 Li1 115.00(18) . . ?
C4 N5 C24 122.54(17) . . ?
C4 N5 Li1 121.79(19) . . ?
C24 N5 Li1 115.18(18) . . ?
N1 C2 C3 122.76(19) . . ?
N1 C2 C18 120.49(18) . . ?
C3 C2 C18 116.74(18) . . ?
C2 C3 C4 129.4(2) . . ?
C2 C3 H3 115.3 . . ?
C4 C3 H3 115.3 . . ?
N5 C4 C3 122.93(19) . . ?
N5 C4 C21 120.86(18) . . ?
C3 C4 C21 116.17(19) . . ?
C11 C6 C7 120.63(19) . . ?
C11 C6 N1 120.96(19) . . ?
C7 C6 N1 117.99(19) . . ?
C8 C7 C6 118.5(2) . . ?
C8 C7 C12 120.4(2) . . ?
C6 C7 C12 121.1(2) . . ?
C9 C8 C7 121.1(2) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C10 C9 C8 119.8(2) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 121.5(2) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C10 C11 C6 118.3(2) . . ?
C10 C11 C15 119.78(19) . . ?
C6 C11 C15 121.96(19) . . ?
C14 C12 C7 111.27(19) . . ?
C14 C12 C13 109.6(2) . . ?
C7 C12 C13 112.84(19) . . ?
C14 C12 H12 107.6 . . ?
C7 C12 H12 107.6 . . ?
C13 C12 H12 107.6 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 C17 112.28(19) . . ?
C11 C15 C16 111.28(18) . . ?
C17 C15 C16 110.3(2) . . ?
C11 C15 H15 107.6 . . ?
C17 C15 H15 107.6 . . ?
C16 C15 H15 107.6 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C20 C18 C19 110.22(19) . . ?
C20 C18 C2 112.77(18) . . ?
C19 C18 C2 111.47(18) . . ?
C20 C18 H18 107.4 . . ?
C19 C18 H18 107.4 . . ?
C2 C18 H18 107.4 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C4 C21 C23 109.95(18) . . ?
C4 C21 C22 113.39(17) . . ?
C23 C21 C22 110.76(19) . . ?
C4 C21 H21 107.5 . . ?
C23 C21 H21 107.5 . . ?
C22 C21 H21 107.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C29 120.15(19) . . ?
C25 C24 N5 121.66(19) . . ?
C29 C24 N5 117.77(19) . . ?
C24 C25 C26 118.8(2) . . ?
C24 C25 C30 122.24(19) . . ?
C26 C25 C30 118.9(2) . . ?
C27 C26 C25 121.5(2) . . ?
C27 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C26 C27 C28 119.3(2) . . ?
C26 C27 H27 120.4 . . ?
C28 C27 H27 120.4 . . ?
C27 C28 C29 121.4(2) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 H28 119.3 . . ?
C28 C29 C24 118.7(2) . . ?
C28 C29 C33 121.0(2) . . ?
C24 C29 C33 120.2(2) . . ?
C31 C30 C32 109.6(2) . . ?
C31 C30 C25 111.60(19) . . ?
C32 C30 C25 112.74(19) . . ?
C31 C30 H30 107.5 . . ?
C32 C30 H30 107.5 . . ?
C25 C30 H30 107.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C29 C33 C35 109.81(19) . . ?
C29 C33 C34 113.2(2) . . ?
C35 C33 C34 109.7(2) . . ?
C29 C33 H33 108.0 . . ?
C35 C33 H33 108.0 . . ?
C34 C33 H33 108.0 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N1 Li1 N5 100.2(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 C3 175.30(19) . . . . ?
Li1 N1 C2 C3 -1.8(3) . . . . ?
C6 N1 C2 C18 -3.6(3) . . . . ?
Li1 N1 C2 C18 179.3(2) . . . . ?
N1 C2 C3 C4 -2.0(3) . . . . ?
C18 C2 C3 C4 177.0(2) . . . . ?
C24 N5 C4 C3 177.36(19) . . . . ?
Li1 N5 C4 C3 5.7(3) . . . . ?
C24 N5 C4 C21 -0.2(3) . . . . ?
Li1 N5 C4 C21 -171.9(2) . . . . ?
C2 C3 C4 N5 -0.2(3) . . . . ?
C2 C3 C4 C21 177.5(2) . . . . ?
C2 N1 C6 C11 89.4(3) . . . . ?
Li1 N1 C6 C11 -93.4(3) . . . . ?
C2 N1 C6 C7 -98.0(2) . . . . ?
Li1 N1 C6 C7 79.3(3) . . . . ?
C11 C6 C7 C8 4.3(3) . . . . ?
N1 C6 C7 C8 -168.32(19) . . . . ?
C11 C6 C7 C12 -176.87(19) . . . . ?
N1 C6 C7 C12 10.5(3) . . . . ?
C6 C7 C8 C9 -0.9(3) . . . . ?
C12 C7 C8 C9 -179.7(2) . . . . ?
C7 C8 C9 C10 -2.4(4) . . . . ?
C8 C9 C10 C11 2.4(3) . . . . ?
C9 C10 C11 C6 0.9(3) . . . . ?
C9 C10 C11 C15 -178.8(2) . . . . ?
C7 C6 C11 C10 -4.3(3) . . . . ?
N1 C6 C11 C10 168.09(18) . . . . ?
C7 C6 C11 C15 175.44(19) . . . . ?
N1 C6 C11 C15 -12.1(3) . . . . ?
C8 C7 C12 C14 79.6(3) . . . . ?
C6 C7 C12 C14 -99.2(2) . . . . ?
C8 C7 C12 C13 -44.1(3) . . . . ?
C6 C7 C12 C13 137.1(2) . . . . ?
C10 C11 C15 C17 -67.8(3) . . . . ?
C6 C11 C15 C17 112.4(2) . . . . ?
C10 C11 C15 C16 56.3(3) . . . . ?
C6 C11 C15 C16 -123.4(2) . . . . ?
N1 C2 C18 C20 -126.6(2) . . . . ?
C3 C2 C18 C20 54.4(3) . . . . ?
N1 C2 C18 C19 108.8(2) . . . . ?
C3 C2 C18 C19 -70.2(2) . . . . ?
N5 C4 C21 C23 102.4(2) . . . . ?
C3 C4 C21 C23 -75.4(2) . . . . ?
N5 C4 C21 C22 -133.0(2) . . . . ?
C3 C4 C21 C22 49.2(3) . . . . ?
C4 N5 C24 C25 85.0(3) . . . . ?
Li1 N5 C24 C25 -102.9(3) . . . . ?
C4 N5 C24 C29 -102.4(2) . . . . ?
Li1 N5 C24 C29 69.8(3) . . . . ?
C29 C24 C25 C26 -3.9(3) . . . . ?
N5 C24 C25 C26 168.57(19) . . . . ?
C29 C24 C25 C30 175.14(19) . . . . ?
N5 C24 C25 C30 -12.4(3) . . . . ?
C24 C25 C26 C27 1.4(3) . . . . ?
C30 C25 C26 C27 -177.6(2) . . . . ?
C25 C26 C27 C28 1.1(3) . . . . ?
C26 C27 C28 C29 -1.1(4) . . . . ?
C27 C28 C29 C24 -1.3(3) . . . . ?
C27 C28 C29 C33 -179.1(2) . . . . ?
C25 C24 C29 C28 3.8(3) . . . . ?
N5 C24 C29 C28 -168.92(19) . . . . ?
C25 C24 C29 C33 -178.3(2) . . . . ?
N5 C24 C29 C33 9.0(3) . . . . ?
C24 C25 C30 C31 -124.2(2) . . . . ?
C26 C25 C30 C31 54.8(3) . . . . ?
C24 C25 C30 C32 111.9(2) . . . . ?
C26 C25 C30 C32 -69.1(3) . . . . ?
C28 C29 C33 C35 78.1(3) . . . . ?
C24 C29 C33 C35 -99.7(2) . . . . ?
C28 C29 C33 C34 -44.9(3) . . . . ?
C24 C29 C33 C34 137.3(2) . . . . ?
C2 N1 Li1 N5 5.4(3) . . . . ?
C6 N1 Li1 N5 -171.85(18) . . . . ?
C4 N5 Li1 N1 -7.3(3) . . . . ?
C24 N5 Li1 N1 -179.56(18) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cbas69
_database_code_depnum_ccdc_archive 'CCDC 2352329'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2023-11-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H45 Br N2 Si'
_chemical_formula_sum            'C31 H45 Br N2 Si'
_chemical_formula_weight         553.69
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.96708(12)
_cell_length_b                   22.4804(2)
_cell_length_c                   13.98249(18)
_cell_angle_alpha                90
_cell_angle_beta                 107.1595(13)
_cell_angle_gamma                90
_cell_volume                     2993.51(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    37406
_cell_measurement_temperature    173
_cell_measurement_theta_max      66.2810
_cell_measurement_theta_min      1.9680
_shelx_estimated_absorpt_T_max   0.646
_shelx_estimated_absorpt_T_min   0.327
_exptl_absorpt_coefficient_mu    2.396
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75363
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.82a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_unetI/netI     0.0087
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            52040
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        66.776
_diffrn_reflns_theta_max         66.776
_diffrn_reflns_theta_min         3.849
_diffrn_ambient_temperature      173
_diffrn_detector                 'hybrid photon counting detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Dectris PILATUS P100K'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  35.00   1.00    1.00    --    0.00  77.00 -30.00   55
  2  ω    -20.00  35.00   1.00    1.00    --    0.00  77.00  30.00   55
  3  ω    -12.00  89.00   1.00    1.00    --    0.00  57.00 120.00  101
  4  ω    -15.00  35.00   1.00    1.00    --    5.00  77.00 -90.00   50
  5  ω    -78.00   9.00   1.00    1.00    --    5.00 -37.00 -30.00   87
  6  ω   -141.00 -25.00   1.00    1.00    --  -57.40 -57.00 -60.00  116
  7  ω   -141.00 -88.00   1.00    1.00    --  -57.40 -77.00-120.00   53
  8  ω   -141.00 -88.00   1.00    1.00    --  -57.40 -77.00   0.00   53
  9  ω    -70.00  32.00   1.00    1.00    --  -57.40  57.00  60.00  102
 10  ω    -78.00  32.00   1.00    1.00    --  -57.40  77.00-150.00  110
 11  ω    -72.00   6.00   1.00    1.00    --  -83.30  19.00-150.00   78
 12  ω   -101.00   6.00   1.00    1.00    --  -83.30  77.00  90.00  107
 13  ω   -101.00   6.00   1.00    1.00    --  -83.30  77.00 -60.00  107
 14  ω   -101.00   6.00   1.00    1.00    --  -83.30  77.00 -60.00  107
 15  ω    -97.00 -20.00   1.00    1.00    -- -109.20  82.00  -7.16   77
 16  ω    -98.00 -20.00   1.00    1.00    -- -109.20  79.00-103.76   78
 17  ω   -193.00 -96.00   1.00    1.00    -- -109.20 -45.00 -65.08   97
 18  ω   -193.00 -73.00   1.00    1.00    -- -109.20 -67.00-166.00  120
 19  ω    -94.00 -20.00   1.00    1.00    -- -109.20  13.00 -61.51   74
 20  ω    -97.00 -20.00   1.00    1.00    -- -109.20   6.00 -75.08   77
 21  ω   -193.00 -77.00   1.00    1.00    -- -109.20 -57.00  20.52  116
 22  ω   -193.00-105.00   1.00    1.00    -- -109.20 -37.00 -30.00   88
 23  ω   -122.00 -20.00   1.00    1.00    -- -109.20  58.00  17.73  102
 24  ω    -97.00 -20.00   1.00    1.00    -- -109.20  82.00  63.79   77
 25  ω    -97.00 -20.00   1.00    1.00    -- -109.20  82.00 176.77   77
 26  ω   -100.00 -20.00   1.00    1.00    -- -109.20  21.00-137.67   80
 27  ω   -193.00 -94.00   1.00    1.00    -- -109.20 -46.00 -38.66   99
 28  ω   -125.00 -20.00   1.00    1.00    -- -109.20  64.00 -64.00  105
 29  ω    -98.00 -20.00   1.00    1.00    -- -109.20  81.00 -32.84   78
 30  ω    -97.00 -20.00   1.00    1.00    -- -109.20  82.00 161.46   77
 31  ω   -101.00 -20.00   1.00    1.00    -- -109.20  77.00  30.00   81
 32  ω    -97.00 -20.00   1.00    1.00    -- -109.20  82.00  44.52   77
 33  ω   -193.00-105.00   1.00    1.00    -- -109.20 -37.00 -90.00   88
 34  ω    -98.00 -20.00   1.00    1.00    -- -109.20  80.00 -59.69   78
 35  ω   -101.00 -20.00   1.00    1.00    -- -109.20  77.00-120.00   81
 36  ω   -122.00 -20.00   1.00    1.00    -- -109.20  57.00 -30.00  102
 37  ω   -101.00 -20.00   1.00    1.00    -- -109.20  77.00 120.00   81
 38  ω   -142.00 -80.00   1.00    1.00    -- -109.20 -60.00 -12.97   62
 39  ω   -192.00-161.00   1.00    1.00    -- -109.20 -19.00-120.00   31
 40  ω   -112.00 -86.00   1.00    1.00    -- -109.20  66.00  76.69   26
 41  ω   -146.00 -92.00   1.00    1.00    -- -109.20 -49.00  -7.81   54
 42  ω   -193.00-160.00   1.00    1.00    -- -109.20 -60.00 -12.97   33
 43  ω    -77.00 -52.00   1.00    1.00    -- -109.20   5.00  79.83   25
 44  ω   -193.00-132.00   1.00    1.00    -- -109.20 -63.00 107.59   61
 45  ω   -170.00-144.00   1.00    1.00    -- -109.20 -59.00   0.80   26
 46  ω   -103.00 -78.00   1.00    1.00    -- -109.20 -59.00   0.80   25
 47  ω    -91.00 -40.00   1.00    1.00    -- -109.20  82.00  86.83   51
 48  ω    -87.00 -55.00   1.00    1.00    -- -109.20  61.00-169.75   32
 49  ω    -96.00 -53.00   1.00    1.00    -- -109.20  82.00-165.65   43
;
_diffrn_measurement_device       'AFC12: Kappa 4 circle'
_diffrn_measurement_device_type  'Rigaku XtaLAB P100K'
_diffrn_measurement_method       'shutterless scans'
_diffrn_measurement_specimen_support Loop
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1093396000
_diffrn_orient_matrix_UB_12      0.0384387000
_diffrn_orient_matrix_UB_13      0.0296577000
_diffrn_orient_matrix_UB_21      -0.0760123000
_diffrn_orient_matrix_UB_22      -0.0567081000
_diffrn_orient_matrix_UB_23      0.0177569000
_diffrn_orient_matrix_UB_31      0.0918285000
_diffrn_orient_matrix_UB_32      -0.0012574000
_diffrn_orient_matrix_UB_33      0.1100467000
_diffrn_radiation_monochromator  'Rigaku Osmic Confocal Optical System'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating Anode'
_diffrn_source_type              'Rigaku MM-007HF'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5171
_reflns_number_total             5256
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.82a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.82a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.82a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         5256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0282
_refine_ls_restrained_S_all      1.090
_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/[σ²(Fo²)+(0.0349P)²+1.5820P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0756
_refine_ls_wR_factor_ref         0.0758
_refine_special_details          
;
Br atom displayed dynamic disorder and was modelled in two parts without 
restraints.
;
_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. Others
 Sof(Br1A)=1-FVAR(1)
 Sof(Br1)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15), C28(H28), C31(H31)
3.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C20(H20A,H20B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C24(H24), C25(H25), C26(H26)
3.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C16(H16A,H16B,H16C), C17(H17A,H17B,
 H17C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C29(H29A,H29B,H29C), C30(H30A,
 H30B,H30C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.1175(3) 0.25295(10) 0.5489(3) 0.0360(4) Uani 0.69(3) 1 d . . P A 1
Br1A Br 0.1093(7) 0.2537(3) 0.5359(9) 0.0463(11) Uani 0.31(3) 1 d . . P A 2
Si1 Si 0.28571(4) 0.25176(2) 0.45597(3) 0.02063(10) Uani 1 1 d . . . . .
N1 N 0.39871(12) 0.19244(5) 0.52779(8) 0.0189(2) Uani 1 1 d . . . . .
N5 N 0.39412(12) 0.31350(5) 0.52866(8) 0.0186(2) Uani 1 1 d . . . . .
C2 C 0.47308(14) 0.19768(6) 0.62523(10) 0.0208(3) Uani 1 1 d . . . . .
C3 C 0.50690(17) 0.25283(6) 0.66955(11) 0.0245(3) Uani 1 1 d . . . . .
H3 H 0.548050 0.253733 0.740082 0.029 Uiso 1 1 calc R U . . .
C4 C 0.48565(15) 0.30741(6) 0.61930(10) 0.0226(3) Uani 1 1 d . . . . .
C6 C 0.40262(15) 0.13679(6) 0.47496(10) 0.0216(3) Uani 1 1 d . . . . .
C7 C 0.30420(16) 0.09164(6) 0.47187(11) 0.0257(3) Uani 1 1 d . . . . .
C8 C 0.31289(19) 0.03959(7) 0.41922(12) 0.0347(4) Uani 1 1 d . . . . .
H8 H 0.246445 0.008722 0.415527 0.042 Uiso 1 1 calc R U . . .
C9 C 0.4155(2) 0.03212(7) 0.37271(13) 0.0372(4) Uani 1 1 d . . . . .
H9 H 0.420218 -0.003828 0.338140 0.045 Uiso 1 1 calc R U . . .
C10 C 0.51161(18) 0.07687(7) 0.37624(12) 0.0333(4) Uani 1 1 d . . . . .
H10 H 0.582201 0.071270 0.343931 0.040 Uiso 1 1 calc R U . . .
C11 C 0.50714(16) 0.13018(7) 0.42633(11) 0.0264(3) Uani 1 1 d . . . . .
C12 C 0.19052(17) 0.09675(7) 0.52337(13) 0.0309(3) Uani 1 1 d . . . . .
H12 H 0.207727 0.134072 0.564098 0.037 Uiso 1 1 calc R U . . .
C13 C 0.1943(2) 0.04426(8) 0.59464(16) 0.0473(5) Uani 1 1 d . . . . .
H13A H 0.172879 0.007295 0.555965 0.071 Uiso 1 1 calc R U . . .
H13B H 0.124462 0.050619 0.630401 0.071 Uiso 1 1 calc R U . . .
H13C H 0.287986 0.041408 0.642983 0.071 Uiso 1 1 calc R U . . .
C14 C 0.04614(19) 0.10177(9) 0.44631(16) 0.0466(5) Uani 1 1 d . . . . .
H14A H 0.043105 0.137386 0.405316 0.070 Uiso 1 1 calc R U . . .
H14B H -0.026043 0.104677 0.480862 0.070 Uiso 1 1 calc R U . . .
H14C H 0.028668 0.066464 0.403282 0.070 Uiso 1 1 calc R U . . .
C15 C 0.61368(18) 0.17871(8) 0.42859(15) 0.0396(4) Uani 1 1 d . . . . .
H15 H 0.566350 0.217707 0.430660 0.047 Uiso 1 1 calc R U . . .
C16 C 0.7374(2) 0.17451(14) 0.52302(17) 0.0728(8) Uani 1 1 d . . . . .
H16A H 0.704833 0.181485 0.581711 0.109 Uiso 1 1 calc R U . . .
H16B H 0.807659 0.204533 0.520743 0.109 Uiso 1 1 calc R U . . .
H16C H 0.779368 0.134805 0.527459 0.109 Uiso 1 1 calc R U . . .
C17 C 0.6671(2) 0.17955(10) 0.33703(16) 0.0504(5) Uani 1 1 d . . . . .
H17A H 0.725499 0.144374 0.337873 0.076 Uiso 1 1 calc R U . . .
H17B H 0.722989 0.215552 0.338241 0.076 Uiso 1 1 calc R U . . .
H17C H 0.587066 0.179256 0.276135 0.076 Uiso 1 1 calc R U . . .
C18 C 0.52639(17) 0.14353(7) 0.68934(11) 0.0294(3) Uani 1 1 d . . . . .
H18A H 0.629468 0.146537 0.718837 0.035 Uiso 1 1 calc R U . . .
H18B H 0.506094 0.107403 0.647008 0.035 Uiso 1 1 calc R U . . .
C19 C 0.4578(2) 0.13794(9) 0.77278(13) 0.0458(5) Uani 1 1 d . . . . .
H19A H 0.355500 0.137289 0.743880 0.069 Uiso 1 1 calc R U . . .
H19B H 0.484928 0.171930 0.818287 0.069 Uiso 1 1 calc R U . . .
H19C H 0.488862 0.100991 0.809918 0.069 Uiso 1 1 calc R U . . .
C20 C 0.57993(18) 0.35818(7) 0.66908(12) 0.0341(4) Uani 1 1 d . . . . .
H20A H 0.567498 0.365867 0.735670 0.041 Uiso 1 1 calc R U . . .
H20B H 0.552658 0.394626 0.628223 0.041 Uiso 1 1 calc R U . . .
C21 C 0.73332(19) 0.34417(9) 0.68124(16) 0.0494(5) Uani 1 1 d . . . . .
H21A H 0.744847 0.334310 0.615844 0.074 Uiso 1 1 calc R U . . .
H21B H 0.762850 0.310266 0.726656 0.074 Uiso 1 1 calc R U . . .
H21C H 0.791122 0.378893 0.709051 0.074 Uiso 1 1 calc R U . . .
C22 C 0.36881(15) 0.37144(6) 0.47962(10) 0.0216(3) Uani 1 1 d . . . . .
C23 C 0.28312(16) 0.41323(7) 0.50872(11) 0.0260(3) Uani 1 1 d . . . . .
C24 C 0.25460(18) 0.46666(7) 0.45517(13) 0.0345(4) Uani 1 1 d . . . . .
H24 H 0.196964 0.495555 0.473334 0.041 Uiso 1 1 calc R U . . .
C25 C 0.3080(2) 0.47845(7) 0.37677(13) 0.0387(4) Uani 1 1 d . . . . .
H25 H 0.285348 0.514677 0.340618 0.046 Uiso 1 1 calc R U . . .
C26 C 0.39410(19) 0.43762(8) 0.35098(13) 0.0363(4) Uani 1 1 d . . . . .
H26 H 0.431644 0.446357 0.297517 0.044 Uiso 1 1 calc R U . . .
C27 C 0.42747(16) 0.38365(7) 0.40172(11) 0.0271(3) Uani 1 1 d . . . . .
C28 C 0.22430(17) 0.40502(7) 0.59658(12) 0.0298(3) Uani 1 1 d . . . . .
H28 H 0.252276 0.364688 0.625864 0.036 Uiso 1 1 calc R U . . .
C29 C 0.06341(19) 0.40882(8) 0.56371(16) 0.0432(4) Uani 1 1 d . . . . .
H29A H 0.034076 0.448830 0.538153 0.065 Uiso 1 1 calc R U . . .
H29B H 0.028803 0.400554 0.621081 0.065 Uiso 1 1 calc R U . . .
H29C H 0.024612 0.379514 0.510897 0.065 Uiso 1 1 calc R U . . .
C30 C 0.2859(2) 0.45167(8) 0.67791(14) 0.0448(4) Uani 1 1 d . . . . .
H30A H 0.388652 0.449925 0.697190 0.067 Uiso 1 1 calc R U . . .
H30B H 0.253967 0.443467 0.736515 0.067 Uiso 1 1 calc R U . . .
H30C H 0.254344 0.491382 0.651949 0.067 Uiso 1 1 calc R U . . .
C31 C 0.53067(18) 0.34222(8) 0.37461(12) 0.0336(4) Uani 1 1 d . . . . .
H31 H 0.541495 0.306215 0.418236 0.040 Uiso 1 1 calc R U . . .
C32 C 0.6756(2) 0.37171(10) 0.39616(18) 0.0548(5) Uani 1 1 d . . . . .
H32A H 0.671345 0.403536 0.347461 0.082 Uiso 1 1 calc R U . . .
H32B H 0.744899 0.341939 0.390894 0.082 Uiso 1 1 calc R U . . .
H32C H 0.703010 0.388463 0.463880 0.082 Uiso 1 1 calc R U . . .
C33 C 0.4781(3) 0.32164(10) 0.26666(15) 0.0557(5) Uani 1 1 d . . . . .
H33A H 0.389671 0.299918 0.256096 0.084 Uiso 1 1 calc R U . . .
H33B H 0.548123 0.295448 0.251992 0.084 Uiso 1 1 calc R U . . .
H33C H 0.462546 0.356269 0.222149 0.084 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Si1 2.405(2) . ?
Br1A Si1 2.346(6) . ?
Si1 N1 1.8406(12) . ?
Si1 N5 1.8652(12) . ?
N1 C2 1.3505(18) . ?
N1 C6 1.4592(17) . ?
N5 C4 1.3323(18) . ?
N5 C22 1.4589(17) . ?
C2 C3 1.383(2) . ?
C2 C18 1.5123(19) . ?
C3 H3 0.9500 . ?
C3 C4 1.399(2) . ?
C4 C20 1.511(2) . ?
C6 C7 1.403(2) . ?
C6 C11 1.410(2) . ?
C7 C8 1.399(2) . ?
C7 C12 1.516(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.374(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.380(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.395(2) . ?
C11 C15 1.516(2) . ?
C12 H12 1.0000 . ?
C12 C13 1.538(2) . ?
C12 C14 1.526(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.520(3) . ?
C15 C17 1.525(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.521(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.521(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.408(2) . ?
C22 C27 1.407(2) . ?
C23 C24 1.399(2) . ?
C23 C28 1.521(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.375(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.395(2) . ?
C27 C31 1.516(2) . ?
C28 H28 1.0000 . ?
C28 C29 1.535(2) . ?
C28 C30 1.536(2) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31 1.0000 . ?
C31 C32 1.536(3) . ?
C31 C33 1.517(3) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Si1 Br1 97.20(9) . . ?
N1 Si1 Br1A 100.2(2) . . ?
N1 Si1 N5 94.53(6) . . ?
N5 Si1 Br1 94.67(8) . . ?
N5 Si1 Br1A 97.0(2) . . ?
C2 N1 Si1 123.54(10) . . ?
C2 N1 C6 119.80(11) . . ?
C6 N1 Si1 116.64(9) . . ?
C4 N5 Si1 124.46(10) . . ?
C4 N5 C22 120.91(11) . . ?
C22 N5 Si1 114.60(9) . . ?
N1 C2 C3 121.28(13) . . ?
N1 C2 C18 121.33(13) . . ?
C3 C2 C18 117.36(13) . . ?
C2 C3 H3 117.3 . . ?
C2 C3 C4 125.50(14) . . ?
C4 C3 H3 117.3 . . ?
N5 C4 C3 121.86(13) . . ?
N5 C4 C20 121.25(13) . . ?
C3 C4 C20 116.72(13) . . ?
C7 C6 N1 120.85(13) . . ?
C7 C6 C11 121.21(13) . . ?
C11 C6 N1 117.93(13) . . ?
C6 C7 C12 122.98(13) . . ?
C8 C7 C6 118.04(15) . . ?
C8 C7 C12 118.99(14) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.43(16) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 119.98(15) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.29(15) . . ?
C11 C10 H10 119.4 . . ?
C6 C11 C15 121.78(13) . . ?
C10 C11 C6 118.05(15) . . ?
C10 C11 C15 120.17(14) . . ?
C7 C12 H12 107.9 . . ?
C7 C12 C13 111.77(14) . . ?
C7 C12 C14 110.58(14) . . ?
C13 C12 H12 107.9 . . ?
C14 C12 H12 107.9 . . ?
C14 C12 C13 110.61(15) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15 107.3 . . ?
C11 C15 C16 110.91(17) . . ?
C11 C15 C17 114.03(15) . . ?
C16 C15 H15 107.3 . . ?
C16 C15 C17 109.60(15) . . ?
C17 C15 H15 107.3 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C2 C18 H18A 109.4 . . ?
C2 C18 H18B 109.4 . . ?
C2 C18 C19 111.24(14) . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 H18A 109.4 . . ?
C19 C18 H18B 109.4 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C4 C20 H20A 109.4 . . ?
C4 C20 H20B 109.4 . . ?
C4 C20 C21 111.29(14) . . ?
H20A C20 H20B 108.0 . . ?
C21 C20 H20A 109.4 . . ?
C21 C20 H20B 109.4 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 N5 119.70(13) . . ?
C27 C22 N5 118.97(13) . . ?
C27 C22 C23 121.30(13) . . ?
C22 C23 C28 124.31(13) . . ?
C24 C23 C22 117.57(14) . . ?
C24 C23 C28 118.08(14) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 C23 121.70(16) . . ?
C25 C24 H24 119.2 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.84(15) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 119.3 . . ?
C25 C26 C27 121.37(15) . . ?
C27 C26 H26 119.3 . . ?
C22 C27 C31 122.77(13) . . ?
C26 C27 C22 118.17(15) . . ?
C26 C27 C31 118.98(14) . . ?
C23 C28 H28 108.3 . . ?
C23 C28 C29 111.66(14) . . ?
C23 C28 C30 110.51(13) . . ?
C29 C28 H28 108.3 . . ?
C29 C28 C30 109.74(14) . . ?
C30 C28 H28 108.3 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C31 H31 107.7 . . ?
C27 C31 C32 110.72(15) . . ?
C27 C31 C33 112.05(15) . . ?
C32 C31 H31 107.7 . . ?
C33 C31 H31 107.7 . . ?
C33 C31 C32 110.83(16) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 Si1 N1 C2 -64.77(13) . . . . ?
Br1 Si1 N1 C6 113.52(12) . . . . ?
Br1 Si1 N5 C4 78.21(14) . . . . ?
Br1 Si1 N5 C22 -100.08(13) . . . . ?
Br1A Si1 N1 C2 -67.4(2) . . . . ?
Br1A Si1 N1 C6 110.9(2) . . . . ?
Br1A Si1 N5 C4 81.5(3) . . . . ?
Br1A Si1 N5 C22 -96.8(3) . . . . ?
Si1 N1 C2 C3 -21.46(19) . . . . ?
Si1 N1 C2 C18 160.42(11) . . . . ?
Si1 N1 C6 C7 -87.58(14) . . . . ?
Si1 N1 C6 C11 91.71(13) . . . . ?
Si1 N5 C4 C3 -1.1(2) . . . . ?
Si1 N5 C4 C20 173.89(11) . . . . ?
Si1 N5 C22 C23 100.54(13) . . . . ?
Si1 N5 C22 C27 -77.51(14) . . . . ?
N1 Si1 N5 C4 -19.41(12) . . . . ?
N1 Si1 N5 C22 162.30(9) . . . . ?
N1 C2 C3 C4 -8.3(2) . . . . ?
N1 C2 C18 C19 -115.36(16) . . . . ?
N1 C6 C7 C8 179.44(13) . . . . ?
N1 C6 C7 C12 -1.0(2) . . . . ?
N1 C6 C11 C10 179.64(13) . . . . ?
N1 C6 C11 C15 0.4(2) . . . . ?
N5 Si1 N1 C2 30.53(12) . . . . ?
N5 Si1 N1 C6 -151.19(10) . . . . ?
N5 C4 C20 C21 -113.92(17) . . . . ?
N5 C22 C23 C24 -175.98(13) . . . . ?
N5 C22 C23 C28 6.4(2) . . . . ?
N5 C22 C27 C26 175.56(13) . . . . ?
N5 C22 C27 C31 -7.7(2) . . . . ?
C2 N1 C6 C7 90.77(16) . . . . ?
C2 N1 C6 C11 -89.94(16) . . . . ?
C2 C3 C4 N5 20.3(3) . . . . ?
C2 C3 C4 C20 -154.95(15) . . . . ?
C3 C2 C18 C19 66.44(19) . . . . ?
C3 C4 C20 C21 61.3(2) . . . . ?
C4 N5 C22 C23 -77.81(17) . . . . ?
C4 N5 C22 C27 104.14(16) . . . . ?
C6 N1 C2 C3 160.31(14) . . . . ?
C6 N1 C2 C18 -17.8(2) . . . . ?
C6 C7 C8 C9 0.8(2) . . . . ?
C6 C7 C12 C13 -125.28(16) . . . . ?
C6 C7 C12 C14 111.03(17) . . . . ?
C6 C11 C15 C16 84.58(19) . . . . ?
C6 C11 C15 C17 -151.12(16) . . . . ?
C7 C6 C11 C10 -1.1(2) . . . . ?
C7 C6 C11 C15 179.68(14) . . . . ?
C7 C8 C9 C10 -0.9(3) . . . . ?
C8 C7 C12 C13 54.3(2) . . . . ?
C8 C7 C12 C14 -69.40(19) . . . . ?
C8 C9 C10 C11 -0.1(2) . . . . ?
C9 C10 C11 C6 1.0(2) . . . . ?
C9 C10 C11 C15 -179.71(16) . . . . ?
C10 C11 C15 C16 -94.65(19) . . . . ?
C10 C11 C15 C17 29.7(2) . . . . ?
C11 C6 C7 C8 0.2(2) . . . . ?
C11 C6 C7 C12 179.75(14) . . . . ?
C12 C7 C8 C9 -178.77(15) . . . . ?
C18 C2 C3 C4 169.87(15) . . . . ?
C22 N5 C4 C3 177.08(13) . . . . ?
C22 N5 C4 C20 -7.9(2) . . . . ?
C22 C23 C24 C25 -0.1(2) . . . . ?
C22 C23 C28 C29 -122.45(16) . . . . ?
C22 C23 C28 C30 115.10(17) . . . . ?
C22 C27 C31 C32 -114.19(17) . . . . ?
C22 C27 C31 C33 121.51(17) . . . . ?
C23 C22 C27 C26 -2.4(2) . . . . ?
C23 C22 C27 C31 174.27(14) . . . . ?
C23 C24 C25 C26 -1.4(3) . . . . ?
C24 C23 C28 C29 59.91(19) . . . . ?
C24 C23 C28 C30 -62.54(19) . . . . ?
C24 C25 C26 C27 1.0(3) . . . . ?
C25 C26 C27 C22 0.9(2) . . . . ?
C25 C26 C27 C31 -175.92(16) . . . . ?
C26 C27 C31 C32 62.5(2) . . . . ?
C26 C27 C31 C33 -61.8(2) . . . . ?
C27 C22 C23 C24 2.0(2) . . . . ?
C27 C22 C23 C28 -175.63(14) . . . . ?
C28 C23 C24 C25 177.74(16) . . . . ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cbas64
_database_code_depnum_ccdc_archive 'CCDC 2352328'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2023-07-18
_audit_creation_method           'by CrystalStructure 4.3'
_shelx_SHELXL_version_number     2019/3

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C37 H59 Li N2 O'
_chemical_formula_moiety         'C37 H59 Li N2 O'
_chemical_formula_weight         554.83
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   21.02927(17)
_cell_length_b                   17.76700(9)
_cell_length_c                   22.03725(17)
_cell_angle_alpha                90.0000
_cell_angle_beta                 117.6008(10)
_cell_angle_gamma                90.0000
_cell_volume                     7296.69(11)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    50007
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      75.30
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.010
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2448.00
_exptl_absorpt_coefficient_mu    0.441
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.811
_exptl_absorpt_correction_T_max  0.957

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            86594
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_av_R_equivalents  0.0193
_diffrn_reflns_theta_max         75.493
_diffrn_reflns_theta_min         2.402
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             14938
_reflns_number_gt                13176
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_ref         0.1257
_refine_ls_wR_factor_gt          0.1216
_refine_ls_number_restraints     6
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_reflns         14938
_refine_ls_number_parameters     791
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0646P)²+1.3264P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.24
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Li Li 0.0008 0.0003
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O36 O 0.46764(5) 0.31540(5) 0.39740(5) 0.0521(2) Uani 1 1 d D . . . .
O76 O 0.34755(5) 0.21194(5) 0.81345(5) 0.0520(2) Uani 1 1 d D . . . .
N1 N 0.63699(4) 0.24000(5) 0.49930(4) 0.03316(18) Uani 1 1 d . . . . .
N5 N 0.54498(4) 0.14481(5) 0.38392(4) 0.03095(17) Uani 1 1 d . . . . .
N41 N 0.54300(4) 0.24703(4) 0.88020(4) 0.03064(17) Uani 1 1 d . . . . .
N45 N 0.43990(4) 0.35772(5) 0.78783(4) 0.03364(18) Uani 1 1 d . . . . .
C2 C 0.68242(5) 0.18370(6) 0.51132(5) 0.0335(2) Uani 1 1 d . . . . .
C3 C 0.66554(6) 0.11923(6) 0.46972(5) 0.0363(2) Uani 1 1 d . . . . .
H3 H 0.702237 0.082171 0.484320 0.044 Uiso 1 1 calc R U . . .
C4 C 0.60263(5) 0.10123(5) 0.40982(5) 0.0314(2) Uani 1 1 d . . . . .
C6 C 0.65434(5) 0.30615(6) 0.54013(5) 0.0342(2) Uani 1 1 d . . . . .
C7 C 0.64182(6) 0.30920(7) 0.59772(6) 0.0416(2) Uani 1 1 d . . . . .
C8 C 0.64797(7) 0.37855(8) 0.62964(7) 0.0516(3) Uani 1 1 d . . . . .
H8 H 0.639417 0.381427 0.668293 0.062 Uiso 1 1 calc R U . . .
C9 C 0.66617(7) 0.44304(7) 0.60643(7) 0.0535(3) Uani 1 1 d . . . . .
H9 H 0.669148 0.489837 0.628453 0.064 Uiso 1 1 calc R U . . .
C10 C 0.68000(6) 0.43941(7) 0.55131(6) 0.0455(3) Uani 1 1 d . . . . .
H10 H 0.693097 0.483907 0.535922 0.055 Uiso 1 1 calc R U . . .
C11 C 0.67513(5) 0.37155(6) 0.51758(5) 0.0366(2) Uani 1 1 d . . . . .
C12 C 0.62163(7) 0.23881(8) 0.62406(7) 0.0523(3) Uani 1 1 d . . . . .
H12 H 0.642545 0.194618 0.611475 0.063 Uiso 1 1 calc R U . . .
C13 C 0.65175(13) 0.23885(14) 0.70149(9) 0.0987(7) Uani 1 1 d . . . . .
H13A H 0.645010 0.189037 0.716738 0.118 Uiso 1 1 calc R U . . .
H13B H 0.626594 0.276683 0.714752 0.118 Uiso 1 1 calc R U . . .
H13C H 0.703050 0.250848 0.722877 0.118 Uiso 1 1 calc R U . . .
C14 C 0.54147(10) 0.22745(12) 0.59185(11) 0.0860(6) Uani 1 1 d . . . . .
H14A H 0.521601 0.226189 0.541907 0.103 Uiso 1 1 calc R U . . .
H14B H 0.519686 0.269016 0.604926 0.103 Uiso 1 1 calc R U . . .
H14C H 0.531060 0.179776 0.607809 0.103 Uiso 1 1 calc R U . . .
C15 C 0.69094(6) 0.36972(7) 0.45695(6) 0.0433(3) Uani 1 1 d . . . . .
H15 H 0.694293 0.315759 0.445836 0.052 Uiso 1 1 calc R U . . .
C16 C 0.76250(8) 0.40744(9) 0.47343(9) 0.0654(4) Uani 1 1 d . . . . .
H16A H 0.800798 0.384428 0.514534 0.078 Uiso 1 1 calc R U . . .
H16B H 0.759582 0.461278 0.481487 0.078 Uiso 1 1 calc R U . . .
H16C H 0.772978 0.400787 0.434809 0.078 Uiso 1 1 calc R U . . .
C17 C 0.63071(9) 0.40613(9) 0.39362(7) 0.0635(4) Uani 1 1 d . . . . .
H17A H 0.625353 0.458842 0.403539 0.076 Uiso 1 1 calc R U . . .
H17B H 0.585682 0.379180 0.381188 0.076 Uiso 1 1 calc R U . . .
H17C H 0.642434 0.403727 0.355499 0.076 Uiso 1 1 calc R U . . .
C18 C 0.75835(6) 0.18665(7) 0.57161(6) 0.0432(3) Uani 1 1 d . . . . .
H18 H 0.760950 0.231926 0.599628 0.052 Uiso 1 1 calc R U . . .
C19 C 0.77551(8) 0.11784(9) 0.61827(7) 0.0637(4) Uani 1 1 d . . . . .
H19A H 0.822705 0.124320 0.658045 0.076 Uiso 1 1 calc R U . . .
H19B H 0.775907 0.072668 0.592933 0.076 Uiso 1 1 calc R U . . .
H19C H 0.738924 0.112449 0.633739 0.076 Uiso 1 1 calc R U . . .
C20 C 0.81447(7) 0.19639(10) 0.54692(8) 0.0622(4) Uani 1 1 d . . . . .
H20A H 0.803079 0.241110 0.517698 0.075 Uiso 1 1 calc R U . . .
H20B H 0.814597 0.151888 0.520711 0.075 Uiso 1 1 calc R U . . .
H20C H 0.861906 0.202466 0.586462 0.075 Uiso 1 1 calc R U . . .
C21 C 0.60256(6) 0.02593(6) 0.37598(6) 0.0387(2) Uani 1 1 d . . . . .
H21 H 0.559380 0.025100 0.329960 0.046 Uiso 1 1 calc R U . . .
C22 C 0.59539(8) -0.03911(7) 0.41761(8) 0.0533(3) Uani 1 1 d . . . . .
H22A H 0.638606 -0.041879 0.461953 0.064 Uiso 1 1 calc R U . . .
H22B H 0.589571 -0.086383 0.392664 0.064 Uiso 1 1 calc R U . . .
H22C H 0.553385 -0.030830 0.424948 0.064 Uiso 1 1 calc R U . . .
C23 C 0.66853(7) 0.01395(8) 0.36509(7) 0.0515(3) Uani 1 1 d . . . . .
H23A H 0.662321 -0.031988 0.338295 0.062 Uiso 1 1 calc R U . . .
H23B H 0.711263 0.009046 0.409593 0.062 Uiso 1 1 calc R U . . .
H23C H 0.674306 0.057115 0.340387 0.062 Uiso 1 1 calc R U . . .
C24 C 0.48293(5) 0.12831(5) 0.32124(5) 0.0316(2) Uani 1 1 d . . . . .
C25 C 0.42113(6) 0.09991(6) 0.32297(6) 0.0385(2) Uani 1 1 d . . . . .
C26 C 0.35675(6) 0.09793(7) 0.26219(7) 0.0501(3) Uani 1 1 d . . . . .
H26 H 0.314722 0.079537 0.262982 0.060 Uiso 1 1 calc R U . . .
C27 C 0.35268(7) 0.12203(8) 0.20102(7) 0.0533(3) Uani 1 1 d . . . . .
H27 H 0.308039 0.121640 0.160473 0.064 Uiso 1 1 calc R U . . .
C28 C 0.41387(7) 0.14668(7) 0.19918(6) 0.0463(3) Uani 1 1 d . . . . .
H28 H 0.411232 0.161676 0.156690 0.056 Uiso 1 1 calc R U . . .
C29 C 0.47960(6) 0.15010(6) 0.25834(5) 0.0363(2) Uani 1 1 d . . . . .
C30 C 0.42377(7) 0.07444(7) 0.38985(7) 0.0456(3) Uani 1 1 d . . . . .
H30 H 0.475393 0.070864 0.424716 0.055 Uiso 1 1 calc R U . . .
C31 C 0.39014(10) -0.00281(9) 0.38424(10) 0.0744(4) Uani 1 1 d . . . . .
H31A H 0.412741 -0.039101 0.366736 0.089 Uiso 1 1 calc R U . . .
H31B H 0.338615 -0.000111 0.352831 0.089 Uiso 1 1 calc R U . . .
H31C H 0.397410 -0.018924 0.429534 0.089 Uiso 1 1 calc R U . . .
C32 C 0.38816(10) 0.13256(10) 0.41529(9) 0.0704(4) Uani 1 1 d . . . . .
H32A H 0.337246 0.136922 0.382229 0.084 Uiso 1 1 calc R U . . .
H32B H 0.411638 0.181464 0.420251 0.084 Uiso 1 1 calc R U . . .
H32C H 0.392747 0.116624 0.459709 0.084 Uiso 1 1 calc R U . . .
C33 C 0.54565(6) 0.17699(7) 0.25374(6) 0.0416(2) Uani 1 1 d . . . . .
H33 H 0.587222 0.174395 0.300730 0.050 Uiso 1 1 calc R U . . .
C34 C 0.56215(9) 0.12526(8) 0.20731(7) 0.0582(3) Uani 1 1 d . . . . .
H34A H 0.524075 0.129935 0.160035 0.070 Uiso 1 1 calc R U . . .
H34B H 0.564759 0.073029 0.222575 0.070 Uiso 1 1 calc R U . . .
H34C H 0.608181 0.139697 0.209583 0.070 Uiso 1 1 calc R U . . .
C35 C 0.53794(8) 0.25875(8) 0.22965(8) 0.0565(3) Uani 1 1 d . . . . .
H35A H 0.530019 0.291066 0.261559 0.068 Uiso 1 1 calc R U . . .
H35B H 0.497029 0.263077 0.183838 0.068 Uiso 1 1 calc R U . . .
H35C H 0.581829 0.274514 0.228109 0.068 Uiso 1 1 calc R U . . .
C37 C 0.47515(9) 0.38440(10) 0.43405(10) 0.0590(5) Uani 0.839(3) 1 d . . P A 1
H37A H 0.458109 0.426637 0.401005 0.071 Uiso 0.839(3) 1 calc R U P A 1
H37B H 0.526608 0.392950 0.465582 0.071 Uiso 0.839(3) 1 calc R U P A 1
C38 C 0.43449(16) 0.38435(15) 0.47413(13) 0.0946(9) Uani 0.839(3) 1 d . . P A 1
H38A H 0.382910 0.383108 0.442713 0.142 Uiso 0.839(3) 1 calc R U P A 1
H38B H 0.445993 0.429972 0.502229 0.142 Uiso 0.839(3) 1 calc R U P A 1
H38C H 0.447762 0.339924 0.503846 0.142 Uiso 0.839(3) 1 calc R U P A 1
C37A C 0.4419(7) 0.3489(6) 0.4438(6) 0.083(3) Uiso 0.161(3) 1 d D . P A 2
H37C H 0.453584 0.315440 0.483460 0.100 Uiso 0.161(3) 1 calc R U P A 2
H37D H 0.389191 0.355971 0.419148 0.100 Uiso 0.161(3) 1 calc R U P A 2
C38A C 0.4787(8) 0.4234(7) 0.4675(8) 0.099(4) Uiso 0.161(3) 1 d D . P A 2
H38D H 0.480429 0.449335 0.428977 0.149 Uiso 0.161(3) 1 calc R U P A 2
H38E H 0.527698 0.415343 0.503956 0.149 Uiso 0.161(3) 1 calc R U P A 2
H38F H 0.452152 0.454281 0.484929 0.149 Uiso 0.161(3) 1 calc R U P A 2
C39 C 0.41699(10) 0.31923(11) 0.32511(9) 0.0601(5) Uani 0.839(3) 1 d . . P A 1
H39A H 0.423624 0.274362 0.302001 0.072 Uiso 0.839(3) 1 calc R U P A 1
H39B H 0.428139 0.364161 0.305202 0.072 Uiso 0.839(3) 1 calc R U P A 1
C40 C 0.34098(11) 0.32304(17) 0.31046(13) 0.0979(9) Uani 0.839(3) 1 d . . P A 1
H40A H 0.310010 0.313257 0.261702 0.147 Uiso 0.839(3) 1 calc R U P A 1
H40B H 0.330631 0.373235 0.322115 0.147 Uiso 0.839(3) 1 calc R U P A 1
H40C H 0.331904 0.285159 0.337847 0.147 Uiso 0.839(3) 1 calc R U P A 1
C39A C 0.3957(5) 0.3002(6) 0.3460(5) 0.067(3) Uiso 0.161(3) 1 d D . P A 2
H39C H 0.362903 0.299358 0.366810 0.081 Uiso 0.161(3) 1 calc R U P A 2
H39D H 0.393500 0.250490 0.324751 0.081 Uiso 0.161(3) 1 calc R U P A 2
C40A C 0.3740(9) 0.3606(8) 0.2933(7) 0.102(5) Uiso 0.161(3) 1 d D . P A 2
H40D H 0.322655 0.355847 0.261586 0.153 Uiso 0.161(3) 1 calc R U P A 2
H40E H 0.401578 0.355740 0.267862 0.153 Uiso 0.161(3) 1 calc R U P A 2
H40F H 0.383291 0.409878 0.315718 0.153 Uiso 0.161(3) 1 calc R U P A 2
C42 C 0.58879(5) 0.29960(6) 0.88313(5) 0.0345(2) Uani 1 1 d . . . . .
C43 C 0.56830(6) 0.36460(6) 0.84198(6) 0.0402(2) Uani 1 1 d . . . . .
H43 H 0.606902 0.394558 0.844583 0.048 Uiso 1 1 calc R U . . .
C44 C 0.49980(6) 0.39193(6) 0.79780(6) 0.0360(2) Uani 1 1 d . . . . .
C46 C 0.56540(5) 0.17922(5) 0.91898(5) 0.0311(2) Uani 1 1 d . . . . .
C47 C 0.58897(5) 0.11722(6) 0.89452(5) 0.0344(2) Uani 1 1 d . . . . .
C48 C 0.59669(6) 0.04749(6) 0.92614(6) 0.0430(2) Uani 1 1 d . . . . .
H48 H 0.611496 0.005372 0.909263 0.052 Uiso 1 1 calc R U . . .
C49 C 0.58331(7) 0.03812(6) 0.98145(6) 0.0459(3) Uani 1 1 d . . . . .
H49 H 0.587982 -0.010080 1.001754 0.055 Uiso 1 1 calc R U . . .
C50 C 0.56312(6) 0.09944(7) 1.00686(6) 0.0435(3) Uani 1 1 d . . . . .
H50 H 0.555107 0.093245 1.045598 0.052 Uiso 1 1 calc R U . . .
C51 C 0.55423(6) 0.17030(6) 0.97691(5) 0.0375(2) Uani 1 1 d . . . . .
C52 C 0.60495(6) 0.12417(6) 0.83404(6) 0.0393(2) Uani 1 1 d . . . . .
H52 H 0.603539 0.178748 0.822409 0.047 Uiso 1 1 calc R U . . .
C53 C 0.68010(7) 0.09411(8) 0.85253(7) 0.0541(3) Uani 1 1 d . . . . .
H53A H 0.681400 0.039641 0.860045 0.065 Uiso 1 1 calc R U . . .
H53B H 0.715463 0.118794 0.894376 0.065 Uiso 1 1 calc R U . . .
H53C H 0.691465 0.104674 0.814976 0.065 Uiso 1 1 calc R U . . .
C54 C 0.54923(8) 0.08310(9) 0.77086(7) 0.0586(3) Uani 1 1 d . . . . .
H54A H 0.501918 0.105742 0.756529 0.070 Uiso 1 1 calc R U . . .
H54B H 0.547838 0.029887 0.781884 0.070 Uiso 1 1 calc R U . . .
H54C H 0.562187 0.087326 0.733621 0.070 Uiso 1 1 calc R U . . .
C55 C 0.53345(8) 0.23634(7) 1.00767(7) 0.0531(3) Uani 1 1 d . . . . .
H55 H 0.528357 0.281585 0.978778 0.064 Uiso 1 1 calc R U . . .
C56 C 0.59319(11) 0.25252(9) 1.07990(8) 0.0688(4) Uani 1 1 d . . . . .
H56A H 0.637851 0.263590 1.077927 0.083 Uiso 1 1 calc R U . . .
H56B H 0.600207 0.208421 1.109052 0.083 Uiso 1 1 calc R U . . .
H56C H 0.579785 0.295901 1.098986 0.083 Uiso 1 1 calc R U . . .
C57 C 0.46171(10) 0.22369(11) 1.00784(9) 0.0743(5) Uani 1 1 d . . . . .
H57A H 0.465120 0.179331 1.035612 0.089 Uiso 1 1 calc R U . . .
H57B H 0.424086 0.215686 0.960810 0.089 Uiso 1 1 calc R U . . .
H57C H 0.449880 0.267950 1.027190 0.089 Uiso 1 1 calc R U . . .
C58 C 0.66846(6) 0.29492(7) 0.93473(7) 0.0489(3) Uani 1 1 d . . . . .
H58 H 0.676469 0.246014 0.959684 0.059 Uiso 1 1 calc R U . . .
C59 C 0.71791(7) 0.29659(10) 0.90126(9) 0.0683(4) Uani 1 1 d . . . . .
H59A H 0.715495 0.346300 0.881033 0.082 Uiso 1 1 calc R U . . .
H59B H 0.702606 0.258108 0.865375 0.082 Uiso 1 1 calc R U . . .
H59C H 0.767330 0.286416 0.935905 0.082 Uiso 1 1 calc R U . . .
C60 C 0.68793(9) 0.35807(10) 0.98735(8) 0.0725(5) Uani 1 1 d . . . . .
H60A H 0.655961 0.356104 1.008494 0.087 Uiso 1 1 calc R U . . .
H60B H 0.682590 0.406764 0.964606 0.087 Uiso 1 1 calc R U . . .
H60C H 0.737734 0.351859 1.022741 0.087 Uiso 1 1 calc R U . . .
C61 C 0.49704(7) 0.46531(7) 0.75993(7) 0.0515(3) Uani 1 1 d . . . . .
H61 H 0.445340 0.478420 0.731053 0.062 Uiso 1 1 calc R U . . .
C62 C 0.53014(10) 0.45471(10) 0.71214(9) 0.0774(5) Uani 1 1 d . . . . .
H62A H 0.581938 0.446694 0.739203 0.093 Uiso 1 1 calc R U . . .
H62B H 0.521439 0.499704 0.683654 0.093 Uiso 1 1 calc R U . . .
H62C H 0.508405 0.410879 0.682756 0.093 Uiso 1 1 calc R U . . .
C63 C 0.53212(11) 0.53070(8) 0.80860(11) 0.0804(5) Uani 1 1 d . . . . .
H63A H 0.583803 0.521497 0.834977 0.096 Uiso 1 1 calc R U . . .
H63B H 0.511175 0.535445 0.839946 0.096 Uiso 1 1 calc R U . . .
H63C H 0.524006 0.577312 0.782243 0.096 Uiso 1 1 calc R U . . .
C64 C 0.37172(5) 0.39166(6) 0.74824(6) 0.0351(2) Uani 1 1 d . . . . .
C65 C 0.32976(6) 0.37098(6) 0.67926(6) 0.0420(2) Uani 1 1 d . . . . .
C66 C 0.25899(7) 0.39620(8) 0.64460(7) 0.0528(3) Uani 1 1 d . . . . .
H66 H 0.230225 0.382398 0.598074 0.063 Uiso 1 1 calc R U . . .
C67 C 0.23022(7) 0.44072(8) 0.67675(8) 0.0579(3) Uani 1 1 d . . . . .
H67 H 0.181581 0.456421 0.652791 0.069 Uiso 1 1 calc R U . . .
C68 C 0.27184(7) 0.46249(7) 0.74353(8) 0.0535(3) Uani 1 1 d . . . . .
H68 H 0.251612 0.493935 0.764973 0.064 Uiso 1 1 calc R U . . .
C69 C 0.34323(6) 0.43945(6) 0.78064(6) 0.0422(2) Uani 1 1 d . . . . .
C70 C 0.36032(8) 0.32021(8) 0.64407(7) 0.0562(3) Uani 1 1 d . . . . .
H70 H 0.413814 0.323900 0.669703 0.067 Uiso 1 1 calc R U . . .
C71 C 0.33732(12) 0.34200(12) 0.57019(9) 0.0847(5) Uani 1 1 d . . . . .
H71A H 0.353191 0.393475 0.568527 0.102 Uiso 1 1 calc R U . . .
H71B H 0.284929 0.339265 0.543917 0.102 Uiso 1 1 calc R U . . .
H71C H 0.358996 0.307336 0.550441 0.102 Uiso 1 1 calc R U . . .
C72 C 0.33980(14) 0.23864(10) 0.64715(11) 0.0926(6) Uani 1 1 d . . . . .
H72A H 0.287449 0.233606 0.623094 0.111 Uiso 1 1 calc R U . . .
H72B H 0.357760 0.223519 0.695070 0.111 Uiso 1 1 calc R U . . .
H72C H 0.360998 0.206299 0.625274 0.111 Uiso 1 1 calc R U . . .
C73 C 0.38811(8) 0.46332(7) 0.85468(7) 0.0534(3) Uani 1 1 d . . . . .
H73 H 0.439659 0.457969 0.865638 0.064 Uiso 1 1 calc R U . . .
C74 C 0.37619(13) 0.54528(10) 0.86704(11) 0.0915(6) Uani 1 1 d . . . . .
H74A H 0.327256 0.551567 0.860864 0.110 Uiso 1 1 calc R U . . .
H74B H 0.383016 0.577404 0.834369 0.110 Uiso 1 1 calc R U . . .
H74C H 0.410645 0.559582 0.913824 0.110 Uiso 1 1 calc R U . . .
C75 C 0.37559(11) 0.41260(11) 0.90379(8) 0.0765(5) Uani 1 1 d . . . . .
H75A H 0.386931 0.360455 0.897938 0.092 Uiso 1 1 calc R U . . .
H75B H 0.325234 0.415984 0.894052 0.092 Uiso 1 1 calc R U . . .
H75C H 0.406538 0.428709 0.950998 0.092 Uiso 1 1 calc R U . . .
C77 C 0.33207(11) 0.13309(9) 0.80331(17) 0.0622(8) Uani 0.819(7) 1 d . . P B 1
H77A H 0.297792 0.123481 0.754717 0.075 Uiso 0.819(7) 1 calc R U P B 1
H77B H 0.309623 0.116307 0.831789 0.075 Uiso 0.819(7) 1 calc R U P B 1
C77A C 0.3574(7) 0.1361(5) 0.8465(7) 0.072(3) Uiso 0.181(7) 1 d D . P B 2
H77C H 0.383729 0.140929 0.896983 0.086 Uiso 0.181(7) 1 calc R U P B 2
H77D H 0.310271 0.112552 0.833855 0.086 Uiso 0.181(7) 1 calc R U P B 2
C78 C 0.39819(8) 0.09069(9) 0.82200(11) 0.0725(5) Uani 1 1 d D . . . .
H78A H 0.422055 0.109882 0.796069 0.109 Uiso 0.819(7) 1 calc R U P B 1
H78B H 0.386657 0.037323 0.811329 0.109 Uiso 0.819(7) 1 calc R U P B 1
H78C H 0.430167 0.096467 0.871137 0.109 Uiso 0.819(7) 1 calc R U P B 1
H78D H 0.376328 0.094164 0.771990 0.109 Uiso 0.181(7) 1 calc R U P B 2
H78E H 0.398070 0.038115 0.835394 0.109 Uiso 0.181(7) 1 calc R U P B 2
H78F H 0.447706 0.109136 0.842074 0.109 Uiso 0.181(7) 1 calc R U P B 2
C79 C 0.28093(7) 0.25321(9) 0.78964(8) 0.0615(4) Uani 1 1 d . . . . .
H79A H 0.245847 0.232869 0.744652 0.074 Uiso 1 1 calc R U . . .
H79B H 0.289630 0.306624 0.783018 0.074 Uiso 1 1 calc R U . . .
C80 C 0.24920(9) 0.24910(11) 0.83826(11) 0.0802(5) Uani 1 1 d . . . . .
H80A H 0.285969 0.262087 0.884530 0.096 Uiso 1 1 calc R U . . .
H80B H 0.231820 0.197912 0.838236 0.096 Uiso 1 1 calc R U . . .
H80C H 0.209133 0.284604 0.823691 0.096 Uiso 1 1 calc R U . . .
Li1 Li 0.54154(10) 0.23896(11) 0.42506(10) 0.0407(4) Uani 1 1 d . . . . .
Li41 Li 0.43962(10) 0.26107(10) 0.82770(10) 0.0398(4) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2019/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O36 C39A 1.434(7) . ?
O36 C37 1.4359(19) . ?
O36 C39 1.4508(19) . ?
O36 C37A 1.485(8) . ?
O36 Li1 1.937(2) . ?
O76 C77 1.4321(18) . ?
O76 C79 1.4474(16) . ?
O76 C77A 1.500(7) . ?
O76 Li41 2.011(2) . ?
N1 C2 1.3224(13) . ?
N1 C6 1.4211(13) . ?
N1 Li1 1.914(2) . ?
N5 C4 1.3243(13) . ?
N5 C24 1.4234(12) . ?
N5 Li1 1.920(2) . ?
N41 C42 1.3216(13) . ?
N41 C46 1.4250(12) . ?
N41 Li41 1.948(2) . ?
N45 C44 1.3221(13) . ?
N45 C64 1.4217(13) . ?
N45 Li41 1.930(2) . ?
C2 C3 1.4060(14) . ?
C2 C18 1.5336(14) . ?
C3 C4 1.4059(14) . ?
C3 H3 0.9500 . ?
C4 C21 1.5313(14) . ?
C6 C11 1.4105(15) . ?
C6 C7 1.4115(15) . ?
C7 C8 1.3948(17) . ?
C7 C12 1.5198(18) . ?
C8 C9 1.379(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.3754(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.3950(15) . ?
C10 H10 0.9500 . ?
C11 C15 1.5193(16) . ?
C12 C14 1.509(2) . ?
C12 C13 1.520(2) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.5274(18) . ?
C15 C16 1.5296(17) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C20 1.5212(19) . ?
C18 C19 1.5290(19) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.5256(17) . ?
C21 C23 1.5285(17) . ?
C21 H21 1.0000 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C29 1.4092(14) . ?
C24 C25 1.4111(14) . ?
C25 C26 1.3958(16) . ?
C25 C30 1.5180(16) . ?
C26 C27 1.379(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.3776(19) . ?
C27 H27 0.9500 . ?
C28 C29 1.3943(15) . ?
C28 H28 0.9500 . ?
C29 C33 1.5162(16) . ?
C30 C31 1.5224(19) . ?
C30 C32 1.5266(19) . ?
C30 H30 1.0000 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C35 1.5292(17) . ?
C33 C34 1.5299(17) . ?
C33 H33 1.0000 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C37 C38 1.487(3) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C37A C38A 1.500(9) . ?
C37A H37C 0.9900 . ?
C37A H37D 0.9900 . ?
C38A H38D 0.9800 . ?
C38A H38E 0.9800 . ?
C38A H38F 0.9800 . ?
C39 C40 1.478(3) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C39A C40A 1.489(9) . ?
C39A H39C 0.9900 . ?
C39A H39D 0.9900 . ?
C40A H40D 0.9800 . ?
C40A H40E 0.9800 . ?
C40A H40F 0.9800 . ?
C42 C43 1.4070(14) . ?
C42 C58 1.5302(15) . ?
C43 C44 1.3996(15) . ?
C43 H43 0.9500 . ?
C44 C61 1.5345(14) . ?
C46 C51 1.4101(14) . ?
C46 C47 1.4130(14) . ?
C47 C48 1.3936(15) . ?
C47 C52 1.5232(15) . ?
C48 C49 1.3821(17) . ?
C48 H48 0.9500 . ?
C49 C50 1.3789(17) . ?
C49 H49 0.9500 . ?
C50 C51 1.3933(15) . ?
C50 H50 0.9500 . ?
C51 C55 1.5170(16) . ?
C52 C54 1.5271(18) . ?
C52 C53 1.5336(16) . ?
C52 H52 1.0000 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 C57 1.527(2) . ?
C55 C56 1.530(2) . ?
C55 H55 1.0000 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 C60 1.527(2) . ?
C58 C59 1.529(2) . ?
C58 H58 1.0000 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 C62 1.519(2) . ?
C61 C63 1.520(2) . ?
C61 H61 1.0000 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 C65 1.4078(16) . ?
C64 C69 1.4091(16) . ?
C65 C66 1.3949(17) . ?
C65 C70 1.5132(18) . ?
C66 C67 1.375(2) . ?
C66 H66 0.9500 . ?
C67 C68 1.374(2) . ?
C67 H67 0.9500 . ?
C68 C69 1.3973(17) . ?
C68 H68 0.9500 . ?
C69 C73 1.5187(18) . ?
C70 C71 1.518(2) . ?
C70 C72 1.523(2) . ?
C70 H70 1.0000 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C73 C75 1.522(2) . ?
C73 C74 1.523(2) . ?
C73 H73 1.0000 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
C77 C78 1.463(2) . ?
C77 H77A 0.9900 . ?
C77 H77B 0.9900 . ?
C77A C78 1.451(7) . ?
C77A H77C 0.9900 . ?
C77A H77D 0.9900 . ?
C78 H78A 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78C 0.9800 . ?
C78 H78D 0.9800 . ?
C78 H78E 0.9800 . ?
C78 H78F 0.9800 . ?
C79 C80 1.504(2) . ?
C79 H79A 0.9900 . ?
C79 H79B 0.9900 . ?
C80 H80A 0.9800 . ?
C80 H80B 0.9800 . ?
C80 H80C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C37 O36 C39 114.27(12) . . ?
C39A O36 C37A 91.8(7) . . ?
C39A O36 Li1 121.0(4) . . ?
C37 O36 Li1 123.94(10) . . ?
C39 O36 Li1 116.88(11) . . ?
C37A O36 Li1 124.1(5) . . ?
C77 O76 C79 109.09(11) . . ?
C79 O76 C77A 121.6(4) . . ?
C77 O76 Li41 125.57(10) . . ?
C79 O76 Li41 122.47(9) . . ?
C77A O76 Li41 114.0(5) . . ?
C2 N1 C6 123.30(8) . . ?
C2 N1 Li1 122.55(9) . . ?
C6 N1 Li1 114.15(8) . . ?
C4 N5 C24 122.85(8) . . ?
C4 N5 Li1 122.22(9) . . ?
C24 N5 Li1 114.80(8) . . ?
C42 N41 C46 122.50(8) . . ?
C42 N41 Li41 121.72(8) . . ?
C46 N41 Li41 115.61(8) . . ?
C44 N45 C64 121.29(8) . . ?
C44 N45 Li41 122.47(9) . . ?
C64 N45 Li41 116.21(8) . . ?
N1 C2 C3 123.02(9) . . ?
N1 C2 C18 120.87(9) . . ?
C3 C2 C18 116.09(9) . . ?
C4 C3 C2 129.86(9) . . ?
C4 C3 H3 115.1 . . ?
C2 C3 H3 115.1 . . ?
N5 C4 C3 123.16(9) . . ?
N5 C4 C21 120.44(9) . . ?
C3 C4 C21 116.37(9) . . ?
C11 C6 C7 120.16(10) . . ?
C11 C6 N1 119.26(9) . . ?
C7 C6 N1 120.06(10) . . ?
C8 C7 C6 118.37(11) . . ?
C8 C7 C12 120.74(11) . . ?
C6 C7 C12 120.89(10) . . ?
C9 C8 C7 121.57(12) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C10 C9 C8 119.80(11) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 121.19(12) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C6 118.85(11) . . ?
C10 C11 C15 119.68(10) . . ?
C6 C11 C15 121.47(9) . . ?
C14 C12 C7 112.29(11) . . ?
C14 C12 C13 108.76(15) . . ?
C7 C12 C13 112.56(14) . . ?
C14 C12 H12 107.7 . . ?
C7 C12 H12 107.7 . . ?
C13 C12 H12 107.7 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 C17 111.58(11) . . ?
C11 C15 C16 111.96(10) . . ?
C17 C15 C16 109.85(12) . . ?
C11 C15 H15 107.8 . . ?
C17 C15 H15 107.8 . . ?
C16 C15 H15 107.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C20 C18 C19 110.55(11) . . ?
C20 C18 C2 111.28(10) . . ?
C19 C18 C2 112.45(10) . . ?
C20 C18 H18 107.4 . . ?
C19 C18 H18 107.4 . . ?
C2 C18 H18 107.4 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C23 109.80(10) . . ?
C22 C21 C4 110.30(9) . . ?
C23 C21 C4 113.70(9) . . ?
C22 C21 H21 107.6 . . ?
C23 C21 H21 107.6 . . ?
C4 C21 H21 107.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C29 C24 C25 119.87(9) . . ?
C29 C24 N5 120.23(9) . . ?
C25 C24 N5 119.28(9) . . ?
C26 C25 C24 118.63(10) . . ?
C26 C25 C30 120.47(10) . . ?
C24 C25 C30 120.87(10) . . ?
C27 C26 C25 121.58(11) . . ?
C27 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C28 C27 C26 119.47(11) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 121.40(11) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 H28 119.3 . . ?
C28 C29 C24 118.94(10) . . ?
C28 C29 C33 119.54(10) . . ?
C24 C29 C33 121.52(9) . . ?
C25 C30 C31 112.54(11) . . ?
C25 C30 C32 110.57(11) . . ?
C31 C30 C32 110.56(12) . . ?
C25 C30 H30 107.7 . . ?
C31 C30 H30 107.7 . . ?
C32 C30 H30 107.7 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C29 C33 C35 111.69(10) . . ?
C29 C33 C34 110.74(10) . . ?
C35 C33 C34 111.03(10) . . ?
C29 C33 H33 107.7 . . ?
C35 C33 H33 107.7 . . ?
C34 C33 H33 107.7 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O36 C37 C38 112.94(18) . . ?
O36 C37 H37A 109.0 . . ?
C38 C37 H37A 109.0 . . ?
O36 C37 H37B 109.0 . . ?
C38 C37 H37B 109.0 . . ?
H37A C37 H37B 107.8 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
O36 C37A C38A 107.4(10) . . ?
O36 C37A H37C 110.2 . . ?
C38A C37A H37C 110.2 . . ?
O36 C37A H37D 110.2 . . ?
C38A C37A H37D 110.2 . . ?
H37C C37A H37D 108.5 . . ?
C37A C38A H38D 109.5 . . ?
C37A C38A H38E 109.5 . . ?
H38D C38A H38E 109.5 . . ?
C37A C38A H38F 109.5 . . ?
H38D C38A H38F 109.5 . . ?
H38E C38A H38F 109.5 . . ?
O36 C39 C40 114.29(18) . . ?
O36 C39 H39A 108.7 . . ?
C40 C39 H39A 108.7 . . ?
O36 C39 H39B 108.7 . . ?
C40 C39 H39B 108.7 . . ?
H39A C39 H39B 107.6 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O36 C39A C40A 108.1(9) . . ?
O36 C39A H39C 110.1 . . ?
C40A C39A H39C 110.1 . . ?
O36 C39A H39D 110.1 . . ?
C40A C39A H39D 110.1 . . ?
H39C C39A H39D 108.4 . . ?
C39A C40A H40D 109.5 . . ?
C39A C40A H40E 109.5 . . ?
H40D C40A H40E 109.5 . . ?
C39A C40A H40F 109.5 . . ?
H40D C40A H40F 109.5 . . ?
H40E C40A H40F 109.5 . . ?
N41 C42 C43 123.36(9) . . ?
N41 C42 C58 121.34(9) . . ?
C43 C42 C58 115.25(9) . . ?
C44 C43 C42 129.96(10) . . ?
C44 C43 H43 115.0 . . ?
C42 C43 H43 115.0 . . ?
N45 C44 C43 123.40(9) . . ?
N45 C44 C61 120.47(9) . . ?
C43 C44 C61 116.14(9) . . ?
C51 C46 C47 119.52(9) . . ?
C51 C46 N41 119.37(9) . . ?
C47 C46 N41 120.48(9) . . ?
C48 C47 C46 118.85(10) . . ?
C48 C47 C52 119.19(9) . . ?
C46 C47 C52 121.95(9) . . ?
C49 C48 C47 121.59(11) . . ?
C49 C48 H48 119.2 . . ?
C47 C48 H48 119.2 . . ?
C50 C49 C48 119.33(10) . . ?
C50 C49 H49 120.3 . . ?
C48 C49 H49 120.3 . . ?
C49 C50 C51 121.37(10) . . ?
C49 C50 H50 119.3 . . ?
C51 C50 H50 119.3 . . ?
C50 C51 C46 119.23(10) . . ?
C50 C51 C55 119.37(10) . . ?
C46 C51 C55 121.40(9) . . ?
C47 C52 C54 111.84(10) . . ?
C47 C52 C53 110.94(9) . . ?
C54 C52 C53 109.68(11) . . ?
C47 C52 H52 108.1 . . ?
C54 C52 H52 108.1 . . ?
C53 C52 H52 108.1 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C52 C54 H54A 109.5 . . ?
C52 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C52 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C51 C55 C57 112.14(12) . . ?
C51 C55 C56 110.02(12) . . ?
C57 C55 C56 111.17(12) . . ?
C51 C55 H55 107.8 . . ?
C57 C55 H55 107.8 . . ?
C56 C55 H55 107.8 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C55 C57 H57A 109.5 . . ?
C55 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C55 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C60 C58 C59 110.45(12) . . ?
C60 C58 C42 109.91(11) . . ?
C59 C58 C42 113.30(11) . . ?
C60 C58 H58 107.7 . . ?
C59 C58 H58 107.7 . . ?
C42 C58 H58 107.7 . . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C58 C60 H60A 109.5 . . ?
C58 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C58 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C62 C61 C63 110.81(13) . . ?
C62 C61 C44 110.95(11) . . ?
C63 C61 C44 112.45(12) . . ?
C62 C61 H61 107.5 . . ?
C63 C61 H61 107.5 . . ?
C44 C61 H61 107.5 . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C63 H63A 109.5 . . ?
C61 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C61 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C65 C64 C69 120.23(10) . . ?
C65 C64 N45 120.08(10) . . ?
C69 C64 N45 119.30(10) . . ?
C66 C65 C64 118.91(11) . . ?
C66 C65 C70 120.64(11) . . ?
C64 C65 C70 120.43(10) . . ?
C67 C66 C65 121.00(12) . . ?
C67 C66 H66 119.5 . . ?
C65 C66 H66 119.5 . . ?
C68 C67 C66 119.99(12) . . ?
C68 C67 H67 120.0 . . ?
C66 C67 H67 120.0 . . ?
C67 C68 C69 121.51(12) . . ?
C67 C68 H68 119.2 . . ?
C69 C68 H68 119.2 . . ?
C68 C69 C64 118.28(11) . . ?
C68 C69 C73 120.75(11) . . ?
C64 C69 C73 120.94(10) . . ?
C65 C70 C71 113.42(13) . . ?
C65 C70 C72 110.38(13) . . ?
C71 C70 C72 109.54(14) . . ?
C65 C70 H70 107.8 . . ?
C71 C70 H70 107.8 . . ?
C72 C70 H70 107.8 . . ?
C70 C71 H71A 109.5 . . ?
C70 C71 H71B 109.5 . . ?
H71A C71 H71B 109.5 . . ?
C70 C71 H71C 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C70 C72 H72A 109.5 . . ?
C70 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
C70 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C69 C73 C75 111.87(12) . . ?
C69 C73 C74 112.78(13) . . ?
C75 C73 C74 109.99(14) . . ?
C69 C73 H73 107.3 . . ?
C75 C73 H73 107.3 . . ?
C74 C73 H73 107.3 . . ?
C73 C74 H74A 109.5 . . ?
C73 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
C73 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C73 C75 H75A 109.5 . . ?
C73 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C73 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
O76 C77 C78 110.00(13) . . ?
O76 C77 H77A 109.7 . . ?
C78 C77 H77A 109.7 . . ?
O76 C77 H77B 109.7 . . ?
C78 C77 H77B 109.7 . . ?
H77A C77 H77B 108.2 . . ?
C78 C77A O76 106.9(5) . . ?
C78 C77A H77C 110.3 . . ?
O76 C77A H77C 110.3 . . ?
C78 C77A H77D 110.3 . . ?
O76 C77A H77D 110.3 . . ?
H77C C77A H77D 108.6 . . ?
C77 C78 H78A 109.5 . . ?
C77 C78 H78B 109.5 . . ?
H78A C78 H78B 109.5 . . ?
C77 C78 H78C 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C77A C78 H78D 109.5 . . ?
C77A C78 H78E 109.5 . . ?
H78D C78 H78E 109.5 . . ?
C77A C78 H78F 109.5 . . ?
H78D C78 H78F 109.5 . . ?
H78E C78 H78F 109.5 . . ?
O76 C79 C80 113.06(13) . . ?
O76 C79 H79A 109.0 . . ?
C80 C79 H79A 109.0 . . ?
O76 C79 H79B 109.0 . . ?
C80 C79 H79B 109.0 . . ?
H79A C79 H79B 107.8 . . ?
C79 C80 H80A 109.5 . . ?
C79 C80 H80B 109.5 . . ?
H80A C80 H80B 109.5 . . ?
C79 C80 H80C 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
N1 Li1 N5 99.09(9) . . ?
N1 Li1 O36 129.26(11) . . ?
N5 Li1 O36 131.49(10) . . ?
N45 Li41 N41 98.42(9) . . ?
N45 Li41 O76 121.38(10) . . ?
N41 Li41 O76 139.96(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 C3 -178.36(10) . . . . ?
Li1 N1 C2 C3 1.87(16) . . . . ?
C6 N1 C2 C18 0.06(15) . . . . ?
Li1 N1 C2 C18 -179.71(11) . . . . ?
N1 C2 C3 C4 1.48(18) . . . . ?
C18 C2 C3 C4 -177.01(11) . . . . ?
C24 N5 C4 C3 176.44(9) . . . . ?
Li1 N5 C4 C3 0.94(15) . . . . ?
C24 N5 C4 C21 -5.53(14) . . . . ?
Li1 N5 C4 C21 178.97(10) . . . . ?
C2 C3 C4 N5 -3.07(18) . . . . ?
C2 C3 C4 C21 178.83(11) . . . . ?
C2 N1 C6 C11 98.86(12) . . . . ?
Li1 N1 C6 C11 -81.35(12) . . . . ?
C2 N1 C6 C7 -89.40(13) . . . . ?
Li1 N1 C6 C7 90.39(12) . . . . ?
C11 C6 C7 C8 2.31(15) . . . . ?
N1 C6 C7 C8 -169.36(10) . . . . ?
C11 C6 C7 C12 -178.10(10) . . . . ?
N1 C6 C7 C12 10.23(15) . . . . ?
C6 C7 C8 C9 -0.35(18) . . . . ?
C12 C7 C8 C9 -179.94(12) . . . . ?
C7 C8 C9 C10 -1.21(19) . . . . ?
C8 C9 C10 C11 0.79(18) . . . . ?
C9 C10 C11 C6 1.16(16) . . . . ?
C9 C10 C11 C15 -179.89(11) . . . . ?
C7 C6 C11 C10 -2.72(15) . . . . ?
N1 C6 C11 C10 169.02(9) . . . . ?
C7 C6 C11 C15 178.35(10) . . . . ?
N1 C6 C11 C15 -9.91(14) . . . . ?
C8 C7 C12 C14 88.83(16) . . . . ?
C6 C7 C12 C14 -90.75(16) . . . . ?
C8 C7 C12 C13 -34.31(19) . . . . ?
C6 C7 C12 C13 146.11(14) . . . . ?
C10 C11 C15 C17 -72.99(14) . . . . ?
C6 C11 C15 C17 105.93(13) . . . . ?
C10 C11 C15 C16 50.59(15) . . . . ?
C6 C11 C15 C16 -130.49(12) . . . . ?
N1 C2 C18 C20 -109.29(12) . . . . ?
C3 C2 C18 C20 69.24(14) . . . . ?
N1 C2 C18 C19 126.07(12) . . . . ?
C3 C2 C18 C19 -55.41(14) . . . . ?
N5 C4 C21 C22 -104.35(11) . . . . ?
C3 C4 C21 C22 73.81(12) . . . . ?
N5 C4 C21 C23 131.81(11) . . . . ?
C3 C4 C21 C23 -50.03(13) . . . . ?
C4 N5 C24 C29 -84.46(12) . . . . ?
Li1 N5 C24 C29 91.34(12) . . . . ?
C4 N5 C24 C25 104.59(11) . . . . ?
Li1 N5 C24 C25 -79.60(12) . . . . ?
C29 C24 C25 C26 -3.43(16) . . . . ?
N5 C24 C25 C26 167.55(10) . . . . ?
C29 C24 C25 C30 178.62(10) . . . . ?
N5 C24 C25 C30 -10.39(15) . . . . ?
C24 C25 C26 C27 0.85(18) . . . . ?
C30 C25 C26 C27 178.81(12) . . . . ?
C25 C26 C27 C28 1.9(2) . . . . ?
C26 C27 C28 C29 -2.1(2) . . . . ?
C27 C28 C29 C24 -0.49(18) . . . . ?
C27 C28 C29 C33 179.49(11) . . . . ?
C25 C24 C29 C28 3.26(15) . . . . ?
N5 C24 C29 C28 -167.63(10) . . . . ?
C25 C24 C29 C33 -176.72(10) . . . . ?
N5 C24 C29 C33 12.39(15) . . . . ?
C26 C25 C30 C31 50.85(16) . . . . ?
C24 C25 C30 C31 -131.24(13) . . . . ?
C26 C25 C30 C32 -73.33(15) . . . . ?
C24 C25 C30 C32 104.58(13) . . . . ?
C28 C29 C33 C35 63.14(14) . . . . ?
C24 C29 C33 C35 -116.88(12) . . . . ?
C28 C29 C33 C34 -61.16(14) . . . . ?
C24 C29 C33 C34 118.82(12) . . . . ?
C39 O36 C37 C38 101.01(19) . . . . ?
Li1 O36 C37 C38 -104.66(17) . . . . ?
C39A O36 C37A C38A -130.4(10) . . . . ?
Li1 O36 C37A C38A 99.6(10) . . . . ?
C37 O36 C39 C40 -71.8(2) . . . . ?
Li1 O36 C39 C40 131.94(18) . . . . ?
C37A O36 C39A C40A 99.7(10) . . . . ?
Li1 O36 C39A C40A -128.1(8) . . . . ?
C46 N41 C42 C43 175.69(10) . . . . ?
Li41 N41 C42 C43 -9.14(16) . . . . ?
C46 N41 C42 C58 -7.03(16) . . . . ?
Li41 N41 C42 C58 168.14(11) . . . . ?
N41 C42 C43 C44 8.0(2) . . . . ?
C58 C42 C43 C44 -169.39(12) . . . . ?
C64 N45 C44 C43 173.15(11) . . . . ?
Li41 N45 C44 C43 -5.08(17) . . . . ?
C64 N45 C44 C61 -7.22(16) . . . . ?
Li41 N45 C44 C61 174.55(11) . . . . ?
C42 C43 C44 N45 0.1(2) . . . . ?
C42 C43 C44 C61 -179.55(12) . . . . ?
C42 N41 C46 C51 105.38(12) . . . . ?
Li41 N41 C46 C51 -70.06(13) . . . . ?
C42 N41 C46 C47 -83.72(13) . . . . ?
Li41 N41 C46 C47 100.84(11) . . . . ?
C51 C46 C47 C48 3.61(15) . . . . ?
N41 C46 C47 C48 -167.27(10) . . . . ?
C51 C46 C47 C52 -177.40(10) . . . . ?
N41 C46 C47 C52 11.72(15) . . . . ?
C46 C47 C48 C49 -1.38(17) . . . . ?
C52 C47 C48 C49 179.61(11) . . . . ?
C47 C48 C49 C50 -1.22(19) . . . . ?
C48 C49 C50 C51 1.58(19) . . . . ?
C49 C50 C51 C46 0.68(18) . . . . ?
C49 C50 C51 C55 -178.75(12) . . . . ?
C47 C46 C51 C50 -3.28(16) . . . . ?
N41 C46 C51 C50 167.70(10) . . . . ?
C47 C46 C51 C55 176.14(11) . . . . ?
N41 C46 C51 C55 -12.88(16) . . . . ?
C48 C47 C52 C54 69.19(14) . . . . ?
C46 C47 C52 C54 -109.79(12) . . . . ?
C48 C47 C52 C53 -53.61(14) . . . . ?
C46 C47 C52 C53 127.40(11) . . . . ?
C50 C51 C55 C57 -60.06(16) . . . . ?
C46 C51 C55 C57 120.53(12) . . . . ?
C50 C51 C55 C56 64.21(15) . . . . ?
C46 C51 C55 C56 -115.20(12) . . . . ?
N41 C42 C58 C60 -112.88(12) . . . . ?
C43 C42 C58 C60 64.61(14) . . . . ?
N41 C42 C58 C59 123.03(12) . . . . ?
C43 C42 C58 C59 -59.48(15) . . . . ?
N45 C44 C61 C62 -116.07(13) . . . . ?
C43 C44 C61 C62 63.59(16) . . . . ?
N45 C44 C61 C63 119.20(13) . . . . ?
C43 C44 C61 C63 -61.14(16) . . . . ?
C44 N45 C64 C65 98.66(13) . . . . ?
Li41 N45 C64 C65 -83.00(13) . . . . ?
C44 N45 C64 C69 -88.51(13) . . . . ?
Li41 N45 C64 C69 89.82(12) . . . . ?
C69 C64 C65 C66 -2.43(17) . . . . ?
N45 C64 C65 C66 170.32(10) . . . . ?
C69 C64 C65 C70 179.49(11) . . . . ?
N45 C64 C65 C70 -7.75(16) . . . . ?
C64 C65 C66 C67 0.19(19) . . . . ?
C70 C65 C66 C67 178.26(13) . . . . ?
C65 C66 C67 C68 1.5(2) . . . . ?
C66 C67 C68 C69 -1.0(2) . . . . ?
C67 C68 C69 C64 -1.18(19) . . . . ?
C67 C68 C69 C73 -179.25(13) . . . . ?
C65 C64 C69 C68 2.90(16) . . . . ?
N45 C64 C69 C68 -169.91(10) . . . . ?
C65 C64 C69 C73 -179.03(11) . . . . ?
N45 C64 C69 C73 8.15(16) . . . . ?
C66 C65 C70 C71 40.47(19) . . . . ?
C64 C65 C70 C71 -141.49(14) . . . . ?
C66 C65 C70 C72 -82.89(17) . . . . ?
C64 C65 C70 C72 95.16(16) . . . . ?
C68 C69 C73 C75 83.24(16) . . . . ?
C64 C69 C73 C75 -94.77(15) . . . . ?
C68 C69 C73 C74 -41.38(19) . . . . ?
C64 C69 C73 C74 140.61(15) . . . . ?
C79 O76 C77 C78 175.55(18) . . . . ?
Li41 O76 C77 C78 14.5(3) . . . . ?
C79 O76 C77A C78 141.0(6) . . . . ?
Li41 O76 C77A C78 -54.2(10) . . . . ?
C77 O76 C79 C80 76.1(2) . . . . ?
C77A O76 C79 C80 41.4(6) . . . . ?
Li41 O76 C79 C80 -122.09(14) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aslm1
_database_code_depnum_ccdc_archive 'CCDC 2352333'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2023-07-18
_audit_creation_method           'by CrystalStructure 4.3'
_shelx_SHELXL_version_number     2019/3

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C23 H30 N2'
_chemical_formula_moiety         'C23 H30 N2'
_chemical_formula_weight         334.50
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   11.479(2)
_cell_length_b                   11.1228(16)
_cell_length_c                   16.637(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 104.589(4)
_cell_angle_gamma                90.0000
_cell_volume                     2055.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4434
_cell_measurement_theta_min      1.90
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.081
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             728.00
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.922
_exptl_absorpt_correction_T_max  0.997

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            24677
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_theta_max         25.376
_diffrn_reflns_theta_min         1.947
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3765
_reflns_number_gt                3123
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1252
_refine_ls_wR_factor_gt          0.1171
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         3765
_refine_ls_number_parameters     236
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0550P)²+0.7808P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.19
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.42117(12) 0.10727(12) 0.83672(8) 0.0402(3) Uani 1 1 d D . . . .
H1 H 0.4940(14) 0.1479(17) 0.8549(12) 0.063(6) Uiso 1 1 d D . . . .
N5 N 0.57469(11) 0.28125(11) 0.81590(8) 0.0382(3) Uani 1 1 d . . . . .
C2 C 0.35367(13) 0.14317(14) 0.76175(9) 0.0374(3) Uani 1 1 d . . . . .
C3 C 0.38920(14) 0.23639(14) 0.71938(9) 0.0409(4) Uani 1 1 d . . . . .
H3 H 0.335544 0.259217 0.668289 0.049 Uiso 1 1 calc R U . . .
C4 C 0.49905(14) 0.30239(13) 0.74471(9) 0.0384(4) Uani 1 1 d . . . . .
C6 C 0.38942(13) 0.01514(13) 0.88699(8) 0.0350(3) Uani 1 1 d . . . . .
C7 C 0.30281(14) 0.03855(14) 0.93071(9) 0.0405(4) Uani 1 1 d . . . . .
C8 C 0.27321(15) -0.05313(17) 0.97892(9) 0.0480(4) Uani 1 1 d . . . . .
H8 H 0.213087 -0.039343 1.008026 0.058 Uiso 1 1 calc R U . . .
C9 C 0.32903(16) -0.16294(16) 0.98529(10) 0.0504(4) Uani 1 1 d . . . . .
H9 H 0.307254 -0.224577 1.018262 0.060 Uiso 1 1 calc R U . . .
C10 C 0.41657(16) -0.18354(15) 0.94382(10) 0.0481(4) Uani 1 1 d . . . . .
H10 H 0.456142 -0.259230 0.949444 0.058 Uiso 1 1 calc R U . . .
C11 C 0.44844(14) -0.09549(14) 0.89365(9) 0.0405(4) Uani 1 1 d . . . . .
C12 C 0.24445(18) 0.16014(17) 0.92745(12) 0.0585(5) Uani 1 1 d . . . . .
H12A H 0.193952 0.162504 0.966953 0.070 Uiso 1 1 calc R U . . .
H12B H 0.194545 0.174936 0.871225 0.070 Uiso 1 1 calc R U . . .
H12C H 0.306822 0.222186 0.942064 0.070 Uiso 1 1 calc R U . . .
C13 C 0.54396(18) -0.11972(19) 0.84824(12) 0.0597(5) Uani 1 1 d . . . . .
H13A H 0.516103 -0.091700 0.790744 0.072 Uiso 1 1 calc R U . . .
H13B H 0.560113 -0.206257 0.848626 0.072 Uiso 1 1 calc R U . . .
H13C H 0.617899 -0.076971 0.875783 0.072 Uiso 1 1 calc R U . . .
C14 C 0.24087(14) 0.07436(15) 0.72216(9) 0.0428(4) Uani 1 1 d . . . . .
H14A H 0.206730 0.040372 0.766273 0.051 Uiso 1 1 calc R U . . .
H14B H 0.180736 0.130347 0.688737 0.051 Uiso 1 1 calc R U . . .
C15 C 0.26325(19) -0.0258(2) 0.66731(15) 0.0804(7) Uani 1 1 d . . . . .
H15A H 0.323594 -0.080965 0.699882 0.096 Uiso 1 1 calc R U . . .
H15B H 0.292696 0.007731 0.621636 0.096 Uiso 1 1 calc R U . . .
H15C H 0.188050 -0.069610 0.644642 0.096 Uiso 1 1 calc R U . . .
C16 C 0.52117(16) 0.39533(16) 0.68411(10) 0.0502(4) Uani 1 1 d . . . . .
H16A H 0.589362 0.446973 0.712570 0.060 Uiso 1 1 calc R U . . .
H16B H 0.449035 0.447101 0.666789 0.060 Uiso 1 1 calc R U . . .
C17 C 0.5490(2) 0.3413(2) 0.60733(14) 0.0837(8) Uani 1 1 d . . . . .
H17A H 0.483271 0.287768 0.579798 0.100 Uiso 1 1 calc R U . . .
H17B H 0.624229 0.295486 0.623464 0.100 Uiso 1 1 calc R U . . .
H17C H 0.557605 0.405847 0.569110 0.100 Uiso 1 1 calc R U . . .
C18 C 0.68631(13) 0.34204(13) 0.84151(9) 0.0339(3) Uani 1 1 d . . . . .
C19 C 0.69500(13) 0.44887(14) 0.88698(9) 0.0380(3) Uani 1 1 d . . . . .
C20 C 0.80692(16) 0.50218(17) 0.91632(10) 0.0509(4) Uani 1 1 d . . . . .
H20 H 0.812982 0.574877 0.947075 0.061 Uiso 1 1 calc R U . . .
C21 C 0.90841(16) 0.4525(2) 0.90199(11) 0.0602(5) Uani 1 1 d . . . . .
H21 H 0.984028 0.491315 0.921302 0.072 Uiso 1 1 calc R U . . .
C22 C 0.90024(15) 0.3459(2) 0.85938(11) 0.0585(5) Uani 1 1 d . . . . .
H22 H 0.971373 0.310602 0.850603 0.070 Uiso 1 1 calc R U . . .
C23 C 0.79029(15) 0.28815(16) 0.82866(10) 0.0460(4) Uani 1 1 d . . . . .
C24 C 0.58475(17) 0.50397(17) 0.90473(12) 0.0576(5) Uani 1 1 d . . . . .
H24A H 0.540815 0.442601 0.927526 0.069 Uiso 1 1 calc R U . . .
H24B H 0.532830 0.536022 0.853177 0.069 Uiso 1 1 calc R U . . .
H24C H 0.608602 0.569262 0.945080 0.069 Uiso 1 1 calc R U . . .
C25 C 0.7822(2) 0.17004(19) 0.78387(15) 0.0749(6) Uani 1 1 d . . . . .
H25A H 0.730241 0.178826 0.727606 0.090 Uiso 1 1 calc R U . . .
H25B H 0.748326 0.109140 0.814034 0.090 Uiso 1 1 calc R U . . .
H25C H 0.862831 0.145062 0.780734 0.090 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2019/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.3522(19) . ?
N1 C6 1.4269(18) . ?
N1 H1 0.931(15) . ?
N5 C4 1.3016(19) . ?
N5 C18 1.4162(19) . ?
C2 C3 1.372(2) . ?
C2 C14 1.506(2) . ?
C3 C4 1.428(2) . ?
C3 H3 0.9500 . ?
C4 C16 1.510(2) . ?
C6 C11 1.396(2) . ?
C6 C7 1.396(2) . ?
C7 C8 1.391(2) . ?
C7 C12 1.504(2) . ?
C8 C9 1.371(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.374(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.394(2) . ?
C10 H10 0.9500 . ?
C11 C13 1.504(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.503(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.517(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.399(2) . ?
C18 C23 1.399(2) . ?
C19 C20 1.387(2) . ?
C19 C24 1.501(2) . ?
C20 C21 1.364(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.372(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.394(3) . ?
C22 H22 0.9500 . ?
C23 C25 1.502(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C6 125.52(13) . . ?
C2 N1 H1 114.5(12) . . ?
C6 N1 H1 119.9(12) . . ?
C4 N5 C18 122.21(12) . . ?
N1 C2 C3 121.43(14) . . ?
N1 C2 C14 118.91(13) . . ?
C3 C2 C14 119.57(13) . . ?
C2 C3 C4 126.26(14) . . ?
C2 C3 H3 116.9 . . ?
C4 C3 H3 116.9 . . ?
N5 C4 C3 120.85(13) . . ?
N5 C4 C16 123.07(14) . . ?
C3 C4 C16 116.08(13) . . ?
C11 C6 C7 121.21(14) . . ?
C11 C6 N1 119.28(13) . . ?
C7 C6 N1 119.47(14) . . ?
C8 C7 C6 118.23(15) . . ?
C8 C7 C12 120.56(15) . . ?
C6 C7 C12 121.20(14) . . ?
C9 C8 C7 121.34(16) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 119.77(15) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C9 C10 C11 121.26(16) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C6 118.13(15) . . ?
C10 C11 C13 120.61(16) . . ?
C6 C11 C13 121.25(15) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C2 112.52(14) . . ?
C15 C14 H14A 109.1 . . ?
C2 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
C2 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C4 C16 C17 113.45(16) . . ?
C4 C16 H16A 108.9 . . ?
C17 C16 H16A 108.9 . . ?
C4 C16 H16B 108.9 . . ?
C17 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C23 119.95(14) . . ?
C19 C18 N5 120.28(13) . . ?
C23 C18 N5 119.44(14) . . ?
C20 C19 C18 119.15(15) . . ?
C20 C19 C24 120.55(16) . . ?
C18 C19 C24 120.30(14) . . ?
C21 C20 C19 121.44(17) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C20 C21 C22 119.35(17) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C21 C22 C23 121.70(16) . . ?
C21 C22 H22 119.1 . . ?
C23 C22 H22 119.1 . . ?
C22 C23 C18 118.36(16) . . ?
C22 C23 C25 121.49(17) . . ?
C18 C23 C25 120.14(16) . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 C3 177.10(15) . . . . ?
C6 N1 C2 C14 -6.5(2) . . . . ?
N1 C2 C3 C4 2.9(3) . . . . ?
C14 C2 C3 C4 -173.54(15) . . . . ?
C18 N5 C4 C3 177.66(14) . . . . ?
C18 N5 C4 C16 -1.8(2) . . . . ?
C2 C3 C4 N5 -3.7(3) . . . . ?
C2 C3 C4 C16 175.80(16) . . . . ?
C2 N1 C6 C11 106.64(18) . . . . ?
C2 N1 C6 C7 -75.4(2) . . . . ?
C11 C6 C7 C8 -2.4(2) . . . . ?
N1 C6 C7 C8 179.70(13) . . . . ?
C11 C6 C7 C12 176.38(15) . . . . ?
N1 C6 C7 C12 -1.5(2) . . . . ?
C6 C7 C8 C9 1.5(2) . . . . ?
C12 C7 C8 C9 -177.32(16) . . . . ?
C7 C8 C9 C10 0.4(2) . . . . ?
C8 C9 C10 C11 -1.4(2) . . . . ?
C9 C10 C11 C6 0.4(2) . . . . ?
C9 C10 C11 C13 -179.63(16) . . . . ?
C7 C6 C11 C10 1.5(2) . . . . ?
N1 C6 C11 C10 179.36(13) . . . . ?
C7 C6 C11 C13 -178.46(15) . . . . ?
N1 C6 C11 C13 -0.6(2) . . . . ?
N1 C2 C14 C15 -90.7(2) . . . . ?
C3 C2 C14 C15 85.8(2) . . . . ?
N5 C4 C16 C17 108.5(2) . . . . ?
C3 C4 C16 C17 -70.9(2) . . . . ?
C4 N5 C18 C19 90.82(18) . . . . ?
C4 N5 C18 C23 -95.88(18) . . . . ?
C23 C18 C19 C20 2.2(2) . . . . ?
N5 C18 C19 C20 175.51(13) . . . . ?
C23 C18 C19 C24 -176.90(15) . . . . ?
N5 C18 C19 C24 -3.6(2) . . . . ?
C18 C19 C20 C21 -0.2(2) . . . . ?
C24 C19 C20 C21 178.95(17) . . . . ?
C19 C20 C21 C22 -1.6(3) . . . . ?
C20 C21 C22 C23 1.4(3) . . . . ?
C21 C22 C23 C18 0.6(3) . . . . ?
C21 C22 C23 C25 -178.51(18) . . . . ?
C19 C18 C23 C22 -2.4(2) . . . . ?
N5 C18 C23 C22 -175.74(14) . . . . ?
C19 C18 C23 C25 176.69(15) . . . . ?
N5 C18 C23 C25 3.4(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 N5 0.931(15) 1.945(17) 2.6977(17) 136.5(17) . yes

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cbas2
_database_code_depnum_ccdc_archive 'CCDC 2352334'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2023-07-18
_audit_creation_method           'by CrystalStructure 4.3'
_shelx_SHELXL_version_number     2019/3

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C27 H37 N2 O2 P'
_chemical_formula_moiety         'C27 H37 N2 O2 P'
_chemical_formula_weight         452.58
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.4666(3)
_cell_length_b                   12.1844(3)
_cell_length_c                   14.2288(5)
_cell_angle_alpha                98.309(2)
_cell_angle_beta                 92.873(3)
_cell_angle_gamma                105.787(3)
_cell_volume                     1227.13(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6493
_cell_measurement_theta_min      2.84
_cell_measurement_theta_max      28.86
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             488.00
_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.8d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.885
_exptl_absorpt_correction_T_max  0.999

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            19020
_diffrn_reflns_av_unetI/netI     0.0710
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_theta_max         29.767
_diffrn_reflns_theta_min         2.090
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.836
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.836
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.836
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             5846
_reflns_number_gt                4009
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1472
_refine_ls_wR_factor_gt          0.1351
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5846
_refine_ls_number_parameters     299
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0679P)²+0.5050P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.51
_refine_diff_density_min         -0.34
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.35775(7) 0.49846(5) 0.24675(4) 0.01675(16) Uani 1 1 d . . . . .
O1 O 0.4709(2) 0.54425(13) 0.17191(11) 0.0253(4) Uani 1 1 d . . . . .
O2 O 0.4363(2) 0.45149(13) 0.32362(11) 0.0247(4) Uani 1 1 d . . . . .
N1 N 0.2563(2) 0.60390(14) 0.29850(12) 0.0136(4) Uani 1 1 d . . . . .
N5 N 0.1530(2) 0.39410(14) 0.19400(12) 0.0137(4) Uani 1 1 d . . . . .
C2 C 0.0747(3) 0.58349(18) 0.31685(15) 0.0149(4) Uani 1 1 d . . . . .
C3 C -0.0563(3) 0.47892(18) 0.28126(15) 0.0175(5) Uani 1 1 d . . . . .
H3 H -0.179364 0.467880 0.300094 0.021 Uiso 1 1 calc R U . . .
C4 C -0.0209(3) 0.38902(17) 0.22006(15) 0.0153(4) Uani 1 1 d . . . . .
C6 C 0.3914(3) 0.71616(17) 0.33553(15) 0.0144(4) Uani 1 1 d . . . . .
C7 C 0.4362(3) 0.79911(18) 0.27523(15) 0.0168(5) Uani 1 1 d . . . . .
C8 C 0.5615(3) 0.90633(18) 0.31399(16) 0.0192(5) Uani 1 1 d . . . . .
H8 H 0.593570 0.964265 0.274756 0.023 Uiso 1 1 calc R U . . .
C9 C 0.6408(3) 0.93094(18) 0.40793(16) 0.0182(5) Uani 1 1 d . . . . .
C10 C 0.5913(3) 0.84566(18) 0.46477(15) 0.0171(5) Uani 1 1 d . . . . .
H10 H 0.644568 0.861778 0.529063 0.021 Uiso 1 1 calc R U . . .
C11 C 0.4662(3) 0.73711(17) 0.43075(15) 0.0148(4) Uani 1 1 d . . . . .
C12 C 0.3555(3) 0.7749(2) 0.17260(16) 0.0226(5) Uani 1 1 d . . . . .
H12A H 0.222804 0.732226 0.168072 0.027 Uiso 1 1 calc R U . . .
H12B H 0.422468 0.728658 0.134001 0.027 Uiso 1 1 calc R U . . .
H12C H 0.368914 0.848159 0.149003 0.027 Uiso 1 1 calc R U . . .
C13 C 0.7816(3) 1.04600(19) 0.44716(18) 0.0254(5) Uani 1 1 d . . . . .
H13A H 0.901733 1.048324 0.421546 0.030 Uiso 1 1 calc R U . . .
H13B H 0.797634 1.055298 0.516913 0.030 Uiso 1 1 calc R U . . .
H13C H 0.736469 1.108795 0.428404 0.030 Uiso 1 1 calc R U . . .
C14 C 0.4093(3) 0.64932(18) 0.49605(15) 0.0187(5) Uani 1 1 d . . . . .
H14A H 0.285092 0.648281 0.515813 0.022 Uiso 1 1 calc R U . . .
H14B H 0.499931 0.669936 0.552484 0.022 Uiso 1 1 calc R U . . .
H14C H 0.405907 0.572616 0.462347 0.022 Uiso 1 1 calc R U . . .
C15 C 0.0088(3) 0.67943(17) 0.37234(15) 0.0163(5) Uani 1 1 d . . . . .
H15 H 0.121383 0.740778 0.405053 0.020 Uiso 1 1 calc R U . . .
C16 C -0.0919(3) 0.73313(19) 0.30260(17) 0.0221(5) Uani 1 1 d . . . . .
H16A H -0.203084 0.674348 0.269861 0.027 Uiso 1 1 calc R U . . .
H16B H -0.007486 0.762097 0.255513 0.027 Uiso 1 1 calc R U . . .
H16C H -0.129419 0.797208 0.337930 0.027 Uiso 1 1 calc R U . . .
C17 C -0.1181(3) 0.63584(19) 0.44868(16) 0.0203(5) Uani 1 1 d . . . . .
H17A H -0.056205 0.594918 0.488321 0.024 Uiso 1 1 calc R U . . .
H17B H -0.236562 0.583061 0.417682 0.024 Uiso 1 1 calc R U . . .
H17C H -0.142405 0.701712 0.488798 0.024 Uiso 1 1 calc R U . . .
C18 C -0.1844(3) 0.28637(17) 0.17664(15) 0.0158(4) Uani 1 1 d . . . . .
H18 H -0.133696 0.221514 0.150292 0.019 Uiso 1 1 calc R U . . .
C19 C -0.2894(3) 0.31832(19) 0.09409(16) 0.0206(5) Uani 1 1 d . . . . .
H19A H -0.203555 0.341587 0.046027 0.025 Uiso 1 1 calc R U . . .
H19B H -0.339044 0.382510 0.118332 0.025 Uiso 1 1 calc R U . . .
H19C H -0.392813 0.251272 0.065166 0.025 Uiso 1 1 calc R U . . .
C20 C -0.3182(3) 0.24447(19) 0.25135(16) 0.0193(5) Uani 1 1 d . . . . .
H20A H -0.388119 0.300608 0.268819 0.023 Uiso 1 1 calc R U . . .
H20B H -0.245839 0.236868 0.308217 0.023 Uiso 1 1 calc R U . . .
H20C H -0.405741 0.169271 0.224517 0.023 Uiso 1 1 calc R U . . .
C21 C 0.1855(3) 0.29781(17) 0.12920(15) 0.0139(4) Uani 1 1 d . . . . .
C22 C 0.2003(3) 0.30588(18) 0.03264(15) 0.0166(5) Uani 1 1 d . . . . .
C23 C 0.2238(3) 0.21032(19) -0.02810(16) 0.0187(5) Uani 1 1 d . . . . .
H23 H 0.232276 0.213765 -0.094056 0.022 Uiso 1 1 calc R U . . .
C24 C 0.2350(3) 0.11013(18) 0.00601(16) 0.0183(5) Uani 1 1 d . . . . .
C25 C 0.2227(3) 0.10656(18) 0.10270(16) 0.0171(5) Uani 1 1 d . . . . .
H25 H 0.231877 0.039147 0.126490 0.021 Uiso 1 1 calc R U . . .
C26 C 0.1974(3) 0.19867(18) 0.16605(15) 0.0156(4) Uani 1 1 d . . . . .
C27 C 0.1912(3) 0.41223(19) -0.00860(16) 0.0216(5) Uani 1 1 d . . . . .
H27A H 0.307468 0.442758 -0.037181 0.026 Uiso 1 1 calc R U . . .
H27B H 0.175022 0.471184 0.042265 0.026 Uiso 1 1 calc R U . . .
H27C H 0.085318 0.391579 -0.057594 0.026 Uiso 1 1 calc R U . . .
C28 C 0.2620(3) 0.00806(19) -0.06054(17) 0.0245(5) Uani 1 1 d . . . . .
H28A H 0.205783 -0.063470 -0.036073 0.029 Uiso 1 1 calc R U . . .
H28B H 0.395897 0.017542 -0.064363 0.029 Uiso 1 1 calc R U . . .
H28C H 0.201729 0.004153 -0.124213 0.029 Uiso 1 1 calc R U . . .
C29 C 0.1742(3) 0.18755(19) 0.26929(15) 0.0207(5) Uani 1 1 d . . . . .
H29A H 0.217636 0.122569 0.284437 0.025 Uiso 1 1 calc R U . . .
H29B H 0.042027 0.173824 0.280351 0.025 Uiso 1 1 calc R U . . .
H29C H 0.247976 0.259042 0.310137 0.025 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.8d (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.8d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.8d (Rigaku OD, 2015)'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2019/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.4712(16) . ?
P1 O2 1.4720(17) . ?
P1 N5 1.7518(17) . ?
P1 N1 1.7548(17) . ?
N1 C2 1.356(3) . ?
N1 C6 1.468(2) . ?
N5 C4 1.356(3) . ?
N5 C21 1.466(2) . ?
C2 C3 1.387(3) . ?
C2 C15 1.522(3) . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C4 C18 1.519(3) . ?
C6 C11 1.400(3) . ?
C6 C7 1.402(3) . ?
C7 C8 1.400(3) . ?
C7 C12 1.508(3) . ?
C8 C9 1.391(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.391(3) . ?
C9 C13 1.515(3) . ?
C10 C11 1.398(3) . ?
C10 H10 0.9500 . ?
C11 C14 1.506(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.535(3) . ?
C15 C16 1.536(3) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.533(3) . ?
C18 C20 1.541(3) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.399(3) . ?
C21 C26 1.407(3) . ?
C22 C23 1.403(3) . ?
C22 C27 1.514(3) . ?
C23 C24 1.398(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.390(3) . ?
C24 C28 1.516(3) . ?
C25 C26 1.396(3) . ?
C25 H25 0.9500 . ?
C26 C29 1.509(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 O2 121.67(10) . . ?
O1 P1 N5 109.55(9) . . ?
O2 P1 N5 107.62(9) . . ?
O1 P1 N1 108.54(9) . . ?
O2 P1 N1 108.50(9) . . ?
N5 P1 N1 98.47(8) . . ?
C2 N1 C6 120.43(15) . . ?
C2 N1 P1 124.88(14) . . ?
C6 N1 P1 114.03(12) . . ?
C4 N5 C21 120.36(16) . . ?
C4 N5 P1 124.68(14) . . ?
C21 N5 P1 114.13(12) . . ?
N1 C2 C3 121.51(17) . . ?
N1 C2 C15 119.77(17) . . ?
C3 C2 C15 118.60(17) . . ?
C2 C3 C4 124.86(19) . . ?
C2 C3 H3 117.6 . . ?
C4 C3 H3 117.6 . . ?
N5 C4 C3 121.73(18) . . ?
N5 C4 C18 119.55(17) . . ?
C3 C4 C18 118.59(18) . . ?
C11 C6 C7 122.68(19) . . ?
C11 C6 N1 118.43(18) . . ?
C7 C6 N1 118.86(18) . . ?
C8 C7 C6 117.17(19) . . ?
C8 C7 C12 120.8(2) . . ?
C6 C7 C12 122.05(19) . . ?
C9 C8 C7 122.3(2) . . ?
C9 C8 H8 118.9 . . ?
C7 C8 H8 118.9 . . ?
C10 C9 C8 118.23(19) . . ?
C10 C9 C13 120.4(2) . . ?
C8 C9 C13 121.3(2) . . ?
C9 C10 C11 122.4(2) . . ?
C9 C10 H10 118.8 . . ?
C11 C10 H10 118.8 . . ?
C10 C11 C6 117.24(19) . . ?
C10 C11 C14 120.66(19) . . ?
C6 C11 C14 122.05(18) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C2 C15 C17 111.98(17) . . ?
C2 C15 C16 109.40(17) . . ?
C17 C15 C16 110.82(17) . . ?
C2 C15 H15 108.2 . . ?
C17 C15 H15 108.2 . . ?
C16 C15 H15 108.2 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C4 C18 C19 109.70(17) . . ?
C4 C18 C20 111.90(17) . . ?
C19 C18 C20 110.59(17) . . ?
C4 C18 H18 108.2 . . ?
C19 C18 H18 108.2 . . ?
C20 C18 H18 108.2 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C26 121.88(18) . . ?
C22 C21 N5 119.45(18) . . ?
C26 C21 N5 118.65(18) . . ?
C21 C22 C23 118.0(2) . . ?
C21 C22 C27 122.99(19) . . ?
C23 C22 C27 119.05(19) . . ?
C24 C23 C22 121.7(2) . . ?
C24 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C25 C24 C23 118.45(19) . . ?
C25 C24 C28 120.6(2) . . ?
C23 C24 C28 120.9(2) . . ?
C24 C25 C26 122.2(2) . . ?
C24 C25 H25 118.9 . . ?
C26 C25 H25 118.9 . . ?
C25 C26 C21 117.8(2) . . ?
C25 C26 C29 119.96(19) . . ?
C21 C26 C29 122.16(18) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 P1 N1 C2 134.07(17) . . . . ?
O2 P1 N1 C2 -91.80(18) . . . . ?
N5 P1 N1 C2 20.07(19) . . . . ?
O1 P1 N1 C6 -55.23(16) . . . . ?
O2 P1 N1 C6 78.90(15) . . . . ?
N5 P1 N1 C6 -169.23(14) . . . . ?
O1 P1 N5 C4 -133.28(18) . . . . ?
O2 P1 N5 C4 92.50(18) . . . . ?
N1 P1 N5 C4 -20.08(19) . . . . ?
O1 P1 N5 C21 57.16(16) . . . . ?
O2 P1 N5 C21 -77.05(16) . . . . ?
N1 P1 N5 C21 170.37(14) . . . . ?
C6 N1 C2 C3 178.83(19) . . . . ?
P1 N1 C2 C3 -11.0(3) . . . . ?
C6 N1 C2 C15 2.8(3) . . . . ?
P1 N1 C2 C15 172.96(15) . . . . ?
N1 C2 C3 C4 -4.1(3) . . . . ?
C15 C2 C3 C4 171.9(2) . . . . ?
C21 N5 C4 C3 -179.92(19) . . . . ?
P1 N5 C4 C3 11.1(3) . . . . ?
C21 N5 C4 C18 -4.0(3) . . . . ?
P1 N5 C4 C18 -172.96(15) . . . . ?
C2 C3 C4 N5 4.1(4) . . . . ?
C2 C3 C4 C18 -171.9(2) . . . . ?
C2 N1 C6 C11 80.1(2) . . . . ?
P1 N1 C6 C11 -91.04(18) . . . . ?
C2 N1 C6 C7 -98.0(2) . . . . ?
P1 N1 C6 C7 90.83(19) . . . . ?
C11 C6 C7 C8 0.1(3) . . . . ?
N1 C6 C7 C8 178.18(17) . . . . ?
C11 C6 C7 C12 179.55(19) . . . . ?
N1 C6 C7 C12 -2.4(3) . . . . ?
C6 C7 C8 C9 0.4(3) . . . . ?
C12 C7 C8 C9 -179.00(19) . . . . ?
C7 C8 C9 C10 -0.6(3) . . . . ?
C7 C8 C9 C13 177.68(19) . . . . ?
C8 C9 C10 C11 0.1(3) . . . . ?
C13 C9 C10 C11 -178.11(19) . . . . ?
C9 C10 C11 C6 0.4(3) . . . . ?
C9 C10 C11 C14 -177.00(19) . . . . ?
C7 C6 C11 C10 -0.5(3) . . . . ?
N1 C6 C11 C10 -178.57(16) . . . . ?
C7 C6 C11 C14 176.82(18) . . . . ?
N1 C6 C11 C14 -1.2(3) . . . . ?
N1 C2 C15 C17 -135.7(2) . . . . ?
C3 C2 C15 C17 48.2(3) . . . . ?
N1 C2 C15 C16 101.0(2) . . . . ?
C3 C2 C15 C16 -75.1(2) . . . . ?
N5 C4 C18 C19 -98.2(2) . . . . ?
C3 C4 C18 C19 77.8(2) . . . . ?
N5 C4 C18 C20 138.7(2) . . . . ?
C3 C4 C18 C20 -45.3(3) . . . . ?
C4 N5 C21 C22 100.5(2) . . . . ?
P1 N5 C21 C22 -89.4(2) . . . . ?
C4 N5 C21 C26 -78.3(2) . . . . ?
P1 N5 C21 C26 91.78(19) . . . . ?
C26 C21 C22 C23 1.3(3) . . . . ?
N5 C21 C22 C23 -177.44(17) . . . . ?
C26 C21 C22 C27 -178.99(19) . . . . ?
N5 C21 C22 C27 2.3(3) . . . . ?
C21 C22 C23 C24 -0.9(3) . . . . ?
C27 C22 C23 C24 179.37(19) . . . . ?
C22 C23 C24 C25 -0.1(3) . . . . ?
C22 C23 C24 C28 -179.49(19) . . . . ?
C23 C24 C25 C26 0.8(3) . . . . ?
C28 C24 C25 C26 -179.82(19) . . . . ?
C24 C25 C26 C21 -0.4(3) . . . . ?
C24 C25 C26 C29 176.60(19) . . . . ?
C22 C21 C26 C25 -0.6(3) . . . . ?
N5 C21 C26 C25 178.09(17) . . . . ?
C22 C21 C26 C29 -177.62(19) . . . . ?
N5 C21 C26 C29 1.1(3) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cbas27
_database_code_depnum_ccdc_archive 'CCDC 2352332'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2023-07-18
_audit_creation_method           'by CrystalStructure 4.3'
_shelx_SHELXL_version_number     2019/3

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C29 H42 N2'
_chemical_formula_moiety         'C29 H42 N2'
_chemical_formula_weight         418.66
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   20.984(4)
_cell_length_b                   9.1852(17)
_cell_length_c                   28.454(6)
_cell_angle_alpha                90.0000
_cell_angle_beta                 103.542(6)
_cell_angle_gamma                90.0000
_cell_volume                     5331.8(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4435
_cell_measurement_theta_min      1.50
_cell_measurement_theta_max      26.30
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.043
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1840.00
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.677
_exptl_absorpt_correction_T_max  0.999

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            72382
_diffrn_reflns_av_unetI/netI     0.1307
_diffrn_reflns_av_R_equivalents  0.1726
_diffrn_reflns_theta_max         25.343
_diffrn_reflns_theta_min         1.472
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       33
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             9722
_reflns_number_gt                4579
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1210
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1242
_refine_ls_wR_factor_gt          0.1085
_refine_ls_number_restraints     5
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         9722
_refine_ls_number_parameters     605
_refine_ls_goodness_of_fit_ref   0.788
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0477P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.52345(9) 0.75015(17) 0.64317(6) 0.0397(4) Uani 1 1 d D . . . .
H1 H 0.4833(9) 0.798(2) 0.6453(8) 0.058(7) Uiso 1 1 d D . . . .
N5 N 0.40330(9) 0.86272(15) 0.60615(6) 0.0410(4) Uani 1 1 d . . . . .
N41 N 1.00466(9) 0.65248(17) 0.63050(6) 0.0420(4) Uani 1 1 d D . . . .
H41 H 0.9657(9) 0.607(2) 0.6374(8) 0.067(7) Uiso 1 1 d D . . . .
N45 N 0.88079(9) 0.56022(16) 0.61171(6) 0.0428(4) Uani 1 1 d . . . . .
C2 C 0.52333(11) 0.71531(18) 0.59680(7) 0.0385(5) Uani 1 1 d . . . . .
C3 C 0.47021(11) 0.74794(19) 0.55991(7) 0.0440(5) Uani 1 1 d . . . . .
H3 H 0.472789 0.718952 0.528357 0.053 Uiso 1 1 calc R U . . .
C4 C 0.41155(11) 0.82068(19) 0.56380(7) 0.0425(5) Uani 1 1 d . . . . .
C6 C 0.57902(10) 0.74542(19) 0.68327(6) 0.0363(5) Uani 1 1 d . . . . .
C7 C 0.58338(11) 0.6366(2) 0.71816(7) 0.0482(6) Uani 1 1 d D . . . .
C8 C 0.63713(13) 0.6411(2) 0.75819(8) 0.0553(6) Uani 1 1 d . . . . .
H8 H 0.640723 0.569446 0.782748 0.066 Uiso 1 1 calc R U . . .
C9 C 0.68434(12) 0.7456(2) 0.76274(8) 0.0544(6) Uani 1 1 d . . . . .
H9 H 0.720507 0.745773 0.790015 0.065 Uiso 1 1 calc R U . . .
C10 C 0.67932(12) 0.8506(2) 0.72766(8) 0.0522(6) Uani 1 1 d . . . . .
H10 H 0.712314 0.923234 0.731050 0.063 Uiso 1 1 calc R U . . .
C11 C 0.62726(11) 0.8528(2) 0.68751(7) 0.0427(5) Uani 1 1 d . . . . .
C12 C 0.5376(3) 0.5073(6) 0.71213(16) 0.0558(14) Uani 0.661(11) 1 d . . P A 1
H12A H 0.562106 0.417943 0.708063 0.067 Uiso 0.661(11) 1 calc R U P A 1
H12B H 0.502213 0.520450 0.682582 0.067 Uiso 0.661(11) 1 calc R U P A 1
C13 C 0.5074(3) 0.4893(7) 0.75564(17) 0.082(2) Uani 0.661(11) 1 d . . P A 1
H13A H 0.542154 0.470734 0.784639 0.123 Uiso 0.661(11) 1 calc R U P A 1
H13B H 0.476726 0.407222 0.750052 0.123 Uiso 0.661(11) 1 calc R U P A 1
H13C H 0.483897 0.578530 0.760165 0.123 Uiso 0.661(11) 1 calc R U P A 1
C12A C 0.5202(4) 0.5540(12) 0.7176(4) 0.056(3) Uiso 0.339(11) 1 d D . P A 2
H12C H 0.491334 0.614677 0.732611 0.067 Uiso 0.339(11) 1 calc R U P A 2
H12D H 0.496878 0.533738 0.683822 0.067 Uiso 0.339(11) 1 calc R U P A 2
C13A C 0.5350(6) 0.4123(13) 0.7451(4) 0.081(4) Uiso 0.339(11) 1 d . . P A 2
H13D H 0.570033 0.360783 0.734393 0.122 Uiso 0.339(11) 1 calc R U P A 2
H13E H 0.495517 0.351600 0.738850 0.122 Uiso 0.339(11) 1 calc R U P A 2
H13F H 0.549114 0.432557 0.779785 0.122 Uiso 0.339(11) 1 calc R U P A 2
C14 C 0.62322(13) 0.9720(2) 0.65033(8) 0.0603(7) Uani 1 1 d . . . . .
H14A H 0.667785 1.010345 0.651975 0.072 Uiso 1 1 calc R U . . .
H14B H 0.606420 0.930465 0.617672 0.072 Uiso 1 1 calc R U . . .
C15 C 0.57943(16) 1.0953(3) 0.65774(12) 0.0901(10) Uani 1 1 d . . . . .
H15A H 0.595966 1.137315 0.689953 0.108 Uiso 1 1 calc R U . . .
H15B H 0.534832 1.058716 0.654936 0.108 Uiso 1 1 calc R U . . .
H15C H 0.578968 1.170293 0.633153 0.108 Uiso 1 1 calc R U . . .
C16 C 0.58153(11) 0.63119(19) 0.58811(7) 0.0446(5) Uani 1 1 d . . . . .
H16 H 0.619569 0.650922 0.615916 0.053 Uiso 1 1 calc R U . . .
C17 C 0.56776(13) 0.4702(2) 0.58744(10) 0.0689(7) Uani 1 1 d . . . . .
H17A H 0.532464 0.446636 0.559257 0.083 Uiso 1 1 calc R U . . .
H17B H 0.554442 0.442844 0.617029 0.083 Uiso 1 1 calc R U . . .
H17C H 0.607424 0.416366 0.585593 0.083 Uiso 1 1 calc R U . . .
C18 C 0.60187(15) 0.6730(3) 0.54204(10) 0.0783(8) Uani 1 1 d . . . . .
H18A H 0.568544 0.639555 0.513951 0.094 Uiso 1 1 calc R U . . .
H18B H 0.644012 0.627380 0.541821 0.094 Uiso 1 1 calc R U . . .
H18C H 0.606155 0.779074 0.540637 0.094 Uiso 1 1 calc R U . . .
C19 C 0.35887(12) 0.8435(2) 0.51756(7) 0.0518(6) Uani 1 1 d . . . . .
H19 H 0.327357 0.917640 0.524422 0.062 Uiso 1 1 calc R U . . .
C20 C 0.32117(14) 0.7032(3) 0.50316(9) 0.0735(8) Uani 1 1 d . . . . .
H20A H 0.297384 0.677314 0.527788 0.088 Uiso 1 1 calc R U . . .
H20B H 0.351862 0.624941 0.500428 0.088 Uiso 1 1 calc R U . . .
H20C H 0.289925 0.716612 0.471968 0.088 Uiso 1 1 calc R U . . .
C21 C 0.38637(14) 0.9007(2) 0.47590(8) 0.0694(8) Uani 1 1 d . . . . .
H21A H 0.350148 0.930139 0.449115 0.083 Uiso 1 1 calc R U . . .
H21B H 0.411891 0.823859 0.464931 0.083 Uiso 1 1 calc R U . . .
H21C H 0.414695 0.984717 0.486929 0.083 Uiso 1 1 calc R U . . .
C22 C 0.34393(11) 0.9297(2) 0.61108(6) 0.0389(5) Uani 1 1 d . . . . .
C23 C 0.29641(11) 0.8438(2) 0.62499(7) 0.0459(5) Uani 1 1 d . . . . .
C24 C 0.23952(12) 0.9098(2) 0.63122(8) 0.0553(6) Uani 1 1 d . . . . .
H24 H 0.206913 0.852200 0.640498 0.066 Uiso 1 1 calc R U . . .
C25 C 0.22933(12) 1.0571(2) 0.62424(8) 0.0552(6) Uani 1 1 d . . . . .
H25 H 0.189729 1.100527 0.628015 0.066 Uiso 1 1 calc R U . . .
C26 C 0.27747(12) 1.1411(2) 0.61168(7) 0.0493(6) Uani 1 1 d . . . . .
H26 H 0.270797 1.243012 0.607504 0.059 Uiso 1 1 calc R U . . .
C27 C 0.33515(11) 1.0806(2) 0.60501(7) 0.0414(5) Uani 1 1 d . . . . .
C28 C 0.30766(13) 0.6837(2) 0.63559(8) 0.0618(7) Uani 1 1 d . . . . .
H28A H 0.331853 0.641546 0.612853 0.074 Uiso 1 1 calc R U . . .
H28B H 0.264841 0.633475 0.630479 0.074 Uiso 1 1 calc R U . . .
C29 C 0.34629(14) 0.6580(3) 0.68709(10) 0.0766(8) Uani 1 1 d . . . . .
H29A H 0.322785 0.701024 0.709671 0.092 Uiso 1 1 calc R U . . .
H29B H 0.389602 0.703303 0.691752 0.092 Uiso 1 1 calc R U . . .
H29C H 0.351409 0.553123 0.693106 0.092 Uiso 1 1 calc R U . . .
C30 C 0.38779(12) 1.1727(2) 0.59165(8) 0.0554(6) Uani 1 1 d D . . . .
H30A H 0.430843 1.134429 0.609325 0.066 Uiso 0.752(13) 1 calc R U P B 1
H30B H 0.385070 1.158909 0.556729 0.066 Uiso 0.752(13) 1 calc R U P B 1
H30C H 0.425197 1.109587 0.589402 0.066 Uiso 0.248(13) 1 calc R U P B 2
H30D H 0.370262 1.216397 0.559401 0.066 Uiso 0.248(13) 1 calc R U P B 2
C31 C 0.3868(3) 1.3324(4) 0.6011(3) 0.077(2) Uani 0.752(13) 1 d . . P B 1
H31A H 0.347195 1.375305 0.580545 0.115 Uiso 0.752(13) 1 calc R U P B 1
H31B H 0.425631 1.377874 0.593871 0.115 Uiso 0.752(13) 1 calc R U P B 1
H31C H 0.386857 1.348852 0.635162 0.115 Uiso 0.752(13) 1 calc R U P B 1
C31A C 0.4119(8) 1.2924(15) 0.6275(5) 0.069(4) Uiso 0.248(13) 1 d D . P B 2
H31D H 0.374911 1.353691 0.630669 0.103 Uiso 0.248(13) 1 calc R U P B 2
H31E H 0.444206 1.351785 0.616280 0.103 Uiso 0.248(13) 1 calc R U P B 2
H31F H 0.432365 1.249694 0.659013 0.103 Uiso 0.248(13) 1 calc R U P B 2
C42 C 0.99151(11) 0.69510(19) 0.58361(7) 0.0395(5) Uani 1 1 d . . . . .
C43 C 0.92947(11) 0.6790(2) 0.55483(8) 0.0455(5) Uani 1 1 d . . . . .
H43 H 0.922620 0.713774 0.522590 0.055 Uiso 1 1 calc R U . . .
C44 C 0.87451(11) 0.6159(2) 0.56821(7) 0.0442(5) Uani 1 1 d . . . . .
C46 C 1.06694(10) 0.6579(2) 0.66400(7) 0.0387(5) Uani 1 1 d . . . . .
C47 C 1.11390(11) 0.5520(2) 0.66182(7) 0.0407(5) Uani 1 1 d . . . . .
C48 C 1.17345(12) 0.5573(2) 0.69565(8) 0.0505(6) Uani 1 1 d . . . . .
H48 H 1.206184 0.486989 0.694300 0.061 Uiso 1 1 calc R U . . .
C49 C 1.18600(12) 0.6625(2) 0.73114(8) 0.0539(6) Uani 1 1 d . . . . .
H49 H 1.227029 0.664301 0.754011 0.065 Uiso 1 1 calc R U . . .
C50 C 1.13920(12) 0.7642(2) 0.73336(8) 0.0555(6) Uani 1 1 d . . . . .
H50 H 1.148213 0.835749 0.758144 0.067 Uiso 1 1 calc R U . . .
C51 C 1.07849(11) 0.7658(2) 0.70014(7) 0.0469(6) Uani 1 1 d . . . . .
C52 C 1.10063(12) 0.4307(2) 0.62501(8) 0.0536(6) Uani 1 1 d . . . . .
H52A H 1.142813 0.393785 0.619914 0.064 Uiso 1 1 calc R U . . .
H52B H 1.075091 0.469661 0.593818 0.064 Uiso 1 1 calc R U . . .
C53 C 1.06308(16) 0.3060(2) 0.64080(10) 0.0813(9) Uani 1 1 d . . . . .
H53A H 1.020419 0.341140 0.644480 0.098 Uiso 1 1 calc R U . . .
H53B H 1.088081 0.267399 0.671760 0.098 Uiso 1 1 calc R U . . .
H53C H 1.056469 0.228782 0.616359 0.098 Uiso 1 1 calc R U . . .
C54 C 1.02841(14) 0.8799(3) 0.70336(9) 0.0719(8) Uani 1 1 d . . . . .
H54A H 1.041606 0.972290 0.690400 0.086 Uiso 1 1 calc R U . . .
H54B H 0.985906 0.850355 0.682222 0.086 Uiso 1 1 calc R U . . .
C55 C 1.01845(16) 0.9082(3) 0.75251(11) 0.0981(10) Uani 1 1 d . . . . .
H55A H 1.060023 0.938525 0.773889 0.118 Uiso 1 1 calc R U . . .
H55B H 1.002929 0.819098 0.765185 0.118 Uiso 1 1 calc R U . . .
H55C H 0.985826 0.985468 0.750892 0.118 Uiso 1 1 calc R U . . .
C56 C 1.04577(11) 0.7663(2) 0.56480(7) 0.0444(5) Uani 1 1 d . . . . .
H56 H 1.088350 0.727018 0.584095 0.053 Uiso 1 1 calc R U . . .
C57 C 1.04263(13) 0.7339(2) 0.51178(8) 0.0599(6) Uani 1 1 d . . . . .
H57A H 1.003228 0.778658 0.491587 0.072 Uiso 1 1 calc R U . . .
H57B H 1.041069 0.628331 0.506626 0.072 Uiso 1 1 calc R U . . .
H57C H 1.081589 0.773855 0.503019 0.072 Uiso 1 1 calc R U . . .
C58 C 1.04603(13) 0.9297(2) 0.57332(9) 0.0670(7) Uani 1 1 d . . . . .
H58A H 1.052661 0.948933 0.608007 0.080 Uiso 1 1 calc R U . . .
H58B H 1.003987 0.970986 0.556073 0.080 Uiso 1 1 calc R U . . .
H58C H 1.081600 0.974422 0.561379 0.080 Uiso 1 1 calc R U . . .
C59 C 0.80909(11) 0.6182(2) 0.53130(8) 0.0562(6) Uani 1 1 d . . . . .
H59 H 0.777516 0.558574 0.544626 0.067 Uiso 1 1 calc R U . . .
C60 C 0.81313(13) 0.5514(3) 0.48319(9) 0.0711(7) Uani 1 1 d . . . . .
H60A H 0.831849 0.453353 0.488629 0.085 Uiso 1 1 calc R U . . .
H60B H 0.841065 0.612062 0.467977 0.085 Uiso 1 1 calc R U . . .
H60C H 0.769093 0.545658 0.461952 0.085 Uiso 1 1 calc R U . . .
C61 C 0.78162(14) 0.7726(3) 0.52358(10) 0.0824(8) Uani 1 1 d . . . . .
H61A H 0.811742 0.834023 0.510698 0.099 Uiso 1 1 calc R U . . .
H61B H 0.776705 0.812506 0.554486 0.099 Uiso 1 1 calc R U . . .
H61C H 0.738784 0.770482 0.500609 0.099 Uiso 1 1 calc R U . . .
C62 C 0.82777(10) 0.4934(2) 0.62676(7) 0.0418(5) Uani 1 1 d . . . . .
C63 C 0.81654(11) 0.3432(2) 0.62016(7) 0.0453(5) Uani 1 1 d . . . . .
C64 C 0.76657(12) 0.2808(2) 0.63724(8) 0.0535(6) Uani 1 1 d . . . . .
H64 H 0.758244 0.179530 0.632498 0.064 Uiso 1 1 calc R U . . .
C65 C 0.72832(11) 0.3614(3) 0.66104(8) 0.0557(6) Uani 1 1 d . . . . .
H65 H 0.693816 0.316492 0.672167 0.067 Uiso 1 1 calc R U . . .
C66 C 0.74079(11) 0.5076(3) 0.66843(8) 0.0538(6) Uani 1 1 d . . . . .
H66 H 0.715119 0.562639 0.685438 0.065 Uiso 1 1 calc R U . . .
C67 C 0.78990(11) 0.5765(2) 0.65167(7) 0.0468(5) Uani 1 1 d . . . . .
C68 C 0.85883(13) 0.2539(2) 0.59490(9) 0.0642(7) Uani 1 1 d D . . . .
H68A H 0.832437 0.226124 0.562557 0.077 Uiso 0.730(12) 1 calc R U P C 1
H68B H 0.895540 0.315321 0.590080 0.077 Uiso 0.730(12) 1 calc R U P C 1
H68C H 0.852927 0.291690 0.561577 0.077 Uiso 0.270(12) 1 calc R U P C 2
H68D H 0.905224 0.270185 0.611667 0.077 Uiso 0.270(12) 1 calc R U P C 2
C69 C 0.8867(4) 0.1178(5) 0.6215(3) 0.105(3) Uani 0.730(12) 1 d . . P C 1
H69A H 0.916367 0.144253 0.652275 0.157 Uiso 0.730(12) 1 calc R U P C 1
H69B H 0.910936 0.062809 0.601771 0.157 Uiso 0.730(12) 1 calc R U P C 1
H69C H 0.850914 0.057641 0.627580 0.157 Uiso 0.730(12) 1 calc R U P C 1
C69A C 0.8469(9) 0.0941(6) 0.5919(6) 0.084(5) Uiso 0.270(12) 1 d D . P C 2
H69D H 0.849468 0.055378 0.624400 0.126 Uiso 0.270(12) 1 calc R U P C 2
H69E H 0.880167 0.046946 0.578016 0.126 Uiso 0.270(12) 1 calc R U P C 2
H69F H 0.803293 0.074851 0.571396 0.126 Uiso 0.270(12) 1 calc R U P C 2
C70 C 0.80442(13) 0.7353(2) 0.66248(9) 0.0651(7) Uani 1 1 d . . . . .
H70A H 0.762655 0.788554 0.659592 0.078 Uiso 1 1 calc R U . . .
H70B H 0.826590 0.775947 0.638280 0.078 Uiso 1 1 calc R U . . .
C71 C 0.84738(15) 0.7588(3) 0.71259(11) 0.0921(9) Uani 1 1 d . . . . .
H71A H 0.890219 0.713359 0.714734 0.110 Uiso 1 1 calc R U . . .
H71B H 0.826551 0.714820 0.736593 0.110 Uiso 1 1 calc R U . . .
H71C H 0.853186 0.863431 0.718894 0.110 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2019/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.357(2) . ?
N1 C6 1.428(2) . ?
N1 H1 0.966(16) . ?
N5 C4 1.315(2) . ?
N5 C22 1.426(3) . ?
N41 C42 1.356(2) . ?
N41 C46 1.427(3) . ?
N41 H41 0.977(16) . ?
N45 C44 1.317(2) . ?
N45 C62 1.422(3) . ?
C2 C3 1.373(3) . ?
C2 C16 1.514(3) . ?
C3 C4 1.428(3) . ?
C3 H3 0.9500 . ?
C4 C19 1.522(3) . ?
C6 C7 1.396(3) . ?
C6 C11 1.398(3) . ?
C7 C8 1.403(3) . ?
C7 C12 1.512(4) . ?
C7 C12A 1.524(5) . ?
C8 C9 1.363(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.374(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.384(3) . ?
C10 H10 0.9500 . ?
C11 C14 1.511(3) . ?
C12 C13 1.526(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C12A C13A 1.513(17) . ?
C12A H12C 0.9900 . ?
C12A H12D 0.9900 . ?
C13A H13D 0.9800 . ?
C13A H13E 0.9800 . ?
C13A H13F 0.9800 . ?
C14 C15 1.504(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.506(3) . ?
C16 C18 1.520(3) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.518(3) . ?
C19 C21 1.528(3) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.399(3) . ?
C22 C27 1.403(3) . ?
C23 C24 1.387(3) . ?
C23 C28 1.508(3) . ?
C24 C25 1.377(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.383(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.385(3) . ?
C26 H26 0.9500 . ?
C27 C30 1.509(3) . ?
C28 C29 1.518(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.492(4) . ?
C30 C31A 1.505(5) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 H30C 0.9900 . ?
C30 H30D 0.9900 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C31A H31D 0.9800 . ?
C31A H31E 0.9800 . ?
C31A H31F 0.9800 . ?
C42 C43 1.374(3) . ?
C42 C56 1.515(3) . ?
C43 C44 1.420(3) . ?
C43 H43 0.9500 . ?
C44 C59 1.521(3) . ?
C46 C47 1.396(3) . ?
C46 C51 1.408(3) . ?
C47 C48 1.388(3) . ?
C47 C52 1.510(3) . ?
C48 C49 1.378(3) . ?
C48 H48 0.9500 . ?
C49 C50 1.368(3) . ?
C49 H49 0.9500 . ?
C50 C51 1.397(3) . ?
C50 H50 0.9500 . ?
C51 C54 1.502(3) . ?
C52 C53 1.517(3) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 C55 1.484(4) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C56 C58 1.520(3) . ?
C56 C57 1.524(3) . ?
C56 H56 1.0000 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 C60 1.521(3) . ?
C59 C61 1.528(3) . ?
C59 H59 1.0000 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 C63 1.404(3) . ?
C62 C67 1.408(3) . ?
C63 C64 1.380(3) . ?
C63 C68 1.509(3) . ?
C64 C65 1.381(3) . ?
C64 H64 0.9500 . ?
C65 C66 1.374(3) . ?
C65 H65 0.9500 . ?
C66 C67 1.386(3) . ?
C66 H66 0.9500 . ?
C67 C70 1.507(3) . ?
C68 C69A 1.487(5) . ?
C68 C69 1.506(5) . ?
C68 H68A 0.9900 . ?
C68 H68B 0.9900 . ?
C68 H68C 0.9900 . ?
C68 H68D 0.9900 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C69A H69D 0.9800 . ?
C69A H69E 0.9800 . ?
C69A H69F 0.9800 . ?
C70 C71 1.513(3) . ?
C70 H70A 0.9900 . ?
C70 H70B 0.9900 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C6 125.78(18) . . ?
C2 N1 H1 111.4(13) . . ?
C6 N1 H1 121.7(13) . . ?
C4 N5 C22 121.50(16) . . ?
C42 N41 C46 126.23(19) . . ?
C42 N41 H41 109.6(14) . . ?
C46 N41 H41 123.9(13) . . ?
C44 N45 C62 122.52(18) . . ?
N1 C2 C3 120.54(19) . . ?
N1 C2 C16 117.47(18) . . ?
C3 C2 C16 121.87(17) . . ?
C2 C3 C4 127.08(18) . . ?
C2 C3 H3 116.5 . . ?
C4 C3 H3 116.5 . . ?
N5 C4 C3 120.63(18) . . ?
N5 C4 C19 121.82(19) . . ?
C3 C4 C19 117.53(18) . . ?
C7 C6 C11 121.19(19) . . ?
C7 C6 N1 119.67(18) . . ?
C11 C6 N1 119.12(16) . . ?
C6 C7 C8 117.55(19) . . ?
C6 C7 C12 123.2(2) . . ?
C8 C7 C12 118.9(2) . . ?
C6 C7 C12A 115.9(4) . . ?
C8 C7 C12A 123.7(4) . . ?
C9 C8 C7 121.7(2) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C8 C9 C10 119.6(2) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C10 C11 121.4(2) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C10 C11 C6 118.46(18) . . ?
C10 C11 C14 119.52(19) . . ?
C6 C11 C14 122.01(19) . . ?
C7 C12 C13 111.5(5) . . ?
C7 C12 H12A 109.3 . . ?
C13 C12 H12A 109.3 . . ?
C7 C12 H12B 109.3 . . ?
C13 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C13A C12A C7 110.5(9) . . ?
C13A C12A H12C 109.5 . . ?
C7 C12A H12C 109.5 . . ?
C13A C12A H12D 109.5 . . ?
C7 C12A H12D 109.5 . . ?
H12C C12A H12D 108.1 . . ?
C12A C13A H13D 109.5 . . ?
C12A C13A H13E 109.5 . . ?
H13D C13A H13E 109.5 . . ?
C12A C13A H13F 109.5 . . ?
H13D C13A H13F 109.5 . . ?
H13E C13A H13F 109.5 . . ?
C15 C14 C11 112.5(2) . . ?
C15 C14 H14A 109.1 . . ?
C11 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
C11 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C2 110.09(19) . . ?
C17 C16 C18 109.21(18) . . ?
C2 C16 C18 114.33(17) . . ?
C17 C16 H16 107.7 . . ?
C2 C16 H16 107.7 . . ?
C18 C16 H16 107.7 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C4 110.10(17) . . ?
C20 C19 C21 110.51(18) . . ?
C4 C19 C21 112.9(2) . . ?
C20 C19 H19 107.7 . . ?
C4 C19 H19 107.7 . . ?
C21 C19 H19 107.7 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C27 120.7(2) . . ?
C23 C22 N5 118.79(17) . . ?
C27 C22 N5 120.43(19) . . ?
C24 C23 C22 118.76(19) . . ?
C24 C23 C28 120.0(2) . . ?
C22 C23 C28 121.2(2) . . ?
C25 C24 C23 121.4(2) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C26 119.1(2) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C25 C26 C27 121.8(2) . . ?
C25 C26 H26 119.1 . . ?
C27 C26 H26 119.1 . . ?
C26 C27 C22 118.2(2) . . ?
C26 C27 C30 121.60(18) . . ?
C22 C27 C30 120.2(2) . . ?
C23 C28 C29 111.58(19) . . ?
C23 C28 H28A 109.3 . . ?
C29 C28 H28A 109.3 . . ?
C23 C28 H28B 109.3 . . ?
C29 C28 H28B 109.3 . . ?
H28A C28 H28B 108.0 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C27 117.6(2) . . ?
C31A C30 C27 112.9(5) . . ?
C31 C30 H30A 107.9 . . ?
C27 C30 H30A 107.9 . . ?
C31 C30 H30B 107.9 . . ?
C27 C30 H30B 107.9 . . ?
H30A C30 H30B 107.2 . . ?
C31A C30 H30C 109.0 . . ?
C27 C30 H30C 109.0 . . ?
C31A C30 H30D 109.0 . . ?
C27 C30 H30D 109.0 . . ?
H30C C30 H30D 107.8 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C31A H31D 109.5 . . ?
C30 C31A H31E 109.5 . . ?
H31D C31A H31E 109.5 . . ?
C30 C31A H31F 109.5 . . ?
H31D C31A H31F 109.5 . . ?
H31E C31A H31F 109.5 . . ?
N41 C42 C43 120.1(2) . . ?
N41 C42 C56 118.40(19) . . ?
C43 C42 C56 121.43(18) . . ?
C42 C43 C44 126.86(19) . . ?
C42 C43 H43 116.6 . . ?
C44 C43 H43 116.6 . . ?
N45 C44 C43 120.10(19) . . ?
N45 C44 C59 122.0(2) . . ?
C43 C44 C59 117.91(18) . . ?
C47 C46 C51 121.34(19) . . ?
C47 C46 N41 119.46(17) . . ?
C51 C46 N41 119.11(18) . . ?
C48 C47 C46 118.37(18) . . ?
C48 C47 C52 119.77(19) . . ?
C46 C47 C52 121.8(2) . . ?
C49 C48 C47 121.3(2) . . ?
C49 C48 H48 119.4 . . ?
C47 C48 H48 119.4 . . ?
C50 C49 C48 119.8(2) . . ?
C50 C49 H49 120.1 . . ?
C48 C49 H49 120.1 . . ?
C49 C50 C51 121.8(2) . . ?
C49 C50 H50 119.1 . . ?
C51 C50 H50 119.1 . . ?
C50 C51 C46 117.43(19) . . ?
C50 C51 C54 120.4(2) . . ?
C46 C51 C54 122.2(2) . . ?
C47 C52 C53 112.11(19) . . ?
C47 C52 H52A 109.2 . . ?
C53 C52 H52A 109.2 . . ?
C47 C52 H52B 109.2 . . ?
C53 C52 H52B 109.2 . . ?
H52A C52 H52B 107.9 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C55 C54 C51 115.7(2) . . ?
C55 C54 H54A 108.3 . . ?
C51 C54 H54A 108.3 . . ?
C55 C54 H54B 108.3 . . ?
C51 C54 H54B 108.3 . . ?
H54A C54 H54B 107.4 . . ?
C54 C55 H55A 109.5 . . ?
C54 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C54 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C42 C56 C58 110.15(18) . . ?
C42 C56 C57 113.80(18) . . ?
C58 C56 C57 110.39(17) . . ?
C42 C56 H56 107.4 . . ?
C58 C56 H56 107.4 . . ?
C57 C56 H56 107.4 . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C56 C58 H58A 109.5 . . ?
C56 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C56 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C60 C59 C44 112.6(2) . . ?
C60 C59 C61 110.12(19) . . ?
C44 C59 C61 111.17(19) . . ?
C60 C59 H59 107.6 . . ?
C44 C59 H59 107.6 . . ?
C61 C59 H59 107.6 . . ?
C59 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C59 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C59 C61 H61A 109.5 . . ?
C59 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C59 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C63 C62 C67 120.2(2) . . ?
C63 C62 N45 120.16(19) . . ?
C67 C62 N45 119.42(18) . . ?
C64 C63 C62 118.6(2) . . ?
C64 C63 C68 121.5(2) . . ?
C62 C63 C68 119.9(2) . . ?
C63 C64 C65 121.8(2) . . ?
C63 C64 H64 119.1 . . ?
C65 C64 H64 119.1 . . ?
C66 C65 C64 119.2(2) . . ?
C66 C65 H65 120.4 . . ?
C64 C65 H65 120.4 . . ?
C65 C66 C67 121.6(2) . . ?
C65 C66 H66 119.2 . . ?
C67 C66 H66 119.2 . . ?
C66 C67 C62 118.55(19) . . ?
C66 C67 C70 120.2(2) . . ?
C62 C67 C70 121.1(2) . . ?
C69A C68 C63 117.0(6) . . ?
C69 C68 C63 114.5(3) . . ?
C69 C68 H68A 108.6 . . ?
C63 C68 H68A 108.6 . . ?
C69 C68 H68B 108.6 . . ?
C63 C68 H68B 108.6 . . ?
H68A C68 H68B 107.6 . . ?
C69A C68 H68C 108.0 . . ?
C63 C68 H68C 108.0 . . ?
C69A C68 H68D 108.0 . . ?
C63 C68 H68D 108.0 . . ?
H68C C68 H68D 107.3 . . ?
C68 C69 H69A 109.5 . . ?
C68 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
C68 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
C68 C69A H69D 109.5 . . ?
C68 C69A H69E 109.5 . . ?
H69D C69A H69E 109.5 . . ?
C68 C69A H69F 109.5 . . ?
H69D C69A H69F 109.5 . . ?
H69E C69A H69F 109.5 . . ?
C67 C70 C71 112.2(2) . . ?
C67 C70 H70A 109.2 . . ?
C71 C70 H70A 109.2 . . ?
C67 C70 H70B 109.2 . . ?
C71 C70 H70B 109.2 . . ?
H70A C70 H70B 107.9 . . ?
C70 C71 H71A 109.5 . . ?
C70 C71 H71B 109.5 . . ?
H71A C71 H71B 109.5 . . ?
C70 C71 H71C 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 C3 -168.50(18) . . . . ?
C6 N1 C2 C16 15.4(3) . . . . ?
N1 C2 C3 C4 1.2(3) . . . . ?
C16 C2 C3 C4 177.12(19) . . . . ?
C22 N5 C4 C3 -177.17(18) . . . . ?
C22 N5 C4 C19 1.2(3) . . . . ?
C2 C3 C4 N5 -1.0(3) . . . . ?
C2 C3 C4 C19 -179.44(19) . . . . ?
C2 N1 C6 C7 -108.0(2) . . . . ?
C2 N1 C6 C11 73.8(2) . . . . ?
C11 C6 C7 C8 1.4(3) . . . . ?
N1 C6 C7 C8 -176.68(18) . . . . ?
C11 C6 C7 C12 -171.7(4) . . . . ?
N1 C6 C7 C12 10.1(4) . . . . ?
C11 C6 C7 C12A 163.0(5) . . . . ?
N1 C6 C7 C12A -15.1(6) . . . . ?
C6 C7 C8 C9 -1.3(3) . . . . ?
C12 C7 C8 C9 172.2(4) . . . . ?
C12A C7 C8 C9 -161.3(6) . . . . ?
C7 C8 C9 C10 0.6(4) . . . . ?
C8 C9 C10 C11 -0.1(3) . . . . ?
C9 C10 C11 C6 0.3(3) . . . . ?
C9 C10 C11 C14 178.9(2) . . . . ?
C7 C6 C11 C10 -1.0(3) . . . . ?
N1 C6 C11 C10 177.15(18) . . . . ?
C7 C6 C11 C14 -179.6(2) . . . . ?
N1 C6 C11 C14 -1.4(3) . . . . ?
C6 C7 C12 C13 -128.4(4) . . . . ?
C8 C7 C12 C13 58.5(7) . . . . ?
C6 C7 C12A C13A 162.0(8) . . . . ?
C8 C7 C12A C13A -37.7(13) . . . . ?
C10 C11 C14 C15 -96.9(3) . . . . ?
C6 C11 C14 C15 81.7(3) . . . . ?
N1 C2 C16 C17 92.9(2) . . . . ?
C3 C2 C16 C17 -83.1(2) . . . . ?
N1 C2 C16 C18 -143.7(2) . . . . ?
C3 C2 C16 C18 40.3(3) . . . . ?
N5 C4 C19 C20 -100.4(2) . . . . ?
C3 C4 C19 C20 78.0(3) . . . . ?
N5 C4 C19 C21 135.7(2) . . . . ?
C3 C4 C19 C21 -46.0(2) . . . . ?
C4 N5 C22 C23 97.5(2) . . . . ?
C4 N5 C22 C27 -86.4(2) . . . . ?
C27 C22 C23 C24 2.0(3) . . . . ?
N5 C22 C23 C24 178.05(18) . . . . ?
C27 C22 C23 C28 -174.94(18) . . . . ?
N5 C22 C23 C28 1.1(3) . . . . ?
C22 C23 C24 C25 -0.3(3) . . . . ?
C28 C23 C24 C25 176.62(19) . . . . ?
C23 C24 C25 C26 -1.3(3) . . . . ?
C24 C25 C26 C27 1.3(3) . . . . ?
C25 C26 C27 C22 0.3(3) . . . . ?
C25 C26 C27 C30 -179.6(2) . . . . ?
C23 C22 C27 C26 -2.0(3) . . . . ?
N5 C22 C27 C26 -177.99(17) . . . . ?
C23 C22 C27 C30 177.93(19) . . . . ?
N5 C22 C27 C30 1.9(3) . . . . ?
C24 C23 C28 C29 -93.0(3) . . . . ?
C22 C23 C28 C29 83.9(3) . . . . ?
C26 C27 C30 C31 19.3(5) . . . . ?
C22 C27 C30 C31 -160.6(4) . . . . ?
C26 C27 C30 C31A 57.3(9) . . . . ?
C22 C27 C30 C31A -122.6(9) . . . . ?
C46 N41 C42 C43 177.69(18) . . . . ?
C46 N41 C42 C56 -5.0(3) . . . . ?
N41 C42 C43 C44 -2.1(3) . . . . ?
C56 C42 C43 C44 -179.32(19) . . . . ?
C62 N45 C44 C43 -178.83(18) . . . . ?
C62 N45 C44 C59 2.4(3) . . . . ?
C42 C43 C44 N45 -2.6(3) . . . . ?
C42 C43 C44 C59 176.15(19) . . . . ?
C42 N41 C46 C47 -77.7(2) . . . . ?
C42 N41 C46 C51 105.5(2) . . . . ?
C51 C46 C47 C48 -1.5(3) . . . . ?
N41 C46 C47 C48 -178.23(18) . . . . ?
C51 C46 C47 C52 176.42(19) . . . . ?
N41 C46 C47 C52 -0.3(3) . . . . ?
C46 C47 C48 C49 1.1(3) . . . . ?
C52 C47 C48 C49 -176.9(2) . . . . ?
C47 C48 C49 C50 -0.1(3) . . . . ?
C48 C49 C50 C51 -0.5(4) . . . . ?
C49 C50 C51 C46 0.1(3) . . . . ?
C49 C50 C51 C54 -179.5(2) . . . . ?
C47 C46 C51 C50 0.9(3) . . . . ?
N41 C46 C51 C50 177.68(18) . . . . ?
C47 C46 C51 C54 -179.5(2) . . . . ?
N41 C46 C51 C54 -2.8(3) . . . . ?
C48 C47 C52 C53 95.7(3) . . . . ?
C46 C47 C52 C53 -82.2(3) . . . . ?
C50 C51 C54 C55 -45.2(4) . . . . ?
C46 C51 C54 C55 135.3(3) . . . . ?
N41 C42 C56 C58 -88.0(2) . . . . ?
C43 C42 C56 C58 89.2(2) . . . . ?
N41 C42 C56 C57 147.37(18) . . . . ?
C43 C42 C56 C57 -35.4(3) . . . . ?
N45 C44 C59 C60 -127.0(2) . . . . ?
C43 C44 C59 C60 54.3(3) . . . . ?
N45 C44 C59 C61 108.9(2) . . . . ?
C43 C44 C59 C61 -69.9(3) . . . . ?
C44 N45 C62 C63 90.7(2) . . . . ?
C44 N45 C62 C67 -94.2(2) . . . . ?
C67 C62 C63 C64 2.0(3) . . . . ?
N45 C62 C63 C64 176.99(19) . . . . ?
C67 C62 C63 C68 -177.9(2) . . . . ?
N45 C62 C63 C68 -2.9(3) . . . . ?
C62 C63 C64 C65 -0.9(3) . . . . ?
C68 C63 C64 C65 179.0(2) . . . . ?
C63 C64 C65 C66 -0.8(3) . . . . ?
C64 C65 C66 C67 1.4(3) . . . . ?
C65 C66 C67 C62 -0.3(3) . . . . ?
C65 C66 C67 C70 -177.0(2) . . . . ?
C63 C62 C67 C66 -1.4(3) . . . . ?
N45 C62 C67 C66 -176.41(18) . . . . ?
C63 C62 C67 C70 175.29(19) . . . . ?
N45 C62 C67 C70 0.3(3) . . . . ?
C64 C63 C68 C69A -3.7(9) . . . . ?
C62 C63 C68 C69A 176.3(9) . . . . ?
C64 C63 C68 C69 -49.8(5) . . . . ?
C62 C63 C68 C69 130.1(4) . . . . ?
C66 C67 C70 C71 81.2(3) . . . . ?
C62 C67 C70 C71 -95.4(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 N5 0.966(16) 1.879(18) 2.700(2) 141.2(18) . yes
N41 H41 N45 0.977(16) 1.814(19) 2.666(3) 144.0(19) . yes

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cbas72
_database_code_depnum_ccdc_archive 'CCDC 2352331'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2023-07-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H46 N2'
_chemical_formula_sum            'C31 H46 N2'
_chemical_formula_weight         446.70
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.8308(4)
_cell_length_b                   16.5393(4)
_cell_length_c                   21.5528(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.311(2)
_cell_angle_gamma                90
_cell_volume                     5641.7(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    17928
_cell_measurement_temperature    173
_cell_measurement_theta_max      23.7860
_cell_measurement_theta_min      1.5900
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85046
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.74a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.052
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_unetI/netI     0.0594
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            121505
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.440
_diffrn_reflns_theta_min         1.552
_diffrn_ambient_temperature      173
_diffrn_detector                 'photon counting pixel array detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Dectris PILATUS P200K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -75.00  83.00   0.50   45.00    --    4.40  45.00  60.00  316
  2  ω    -58.00 -33.00   0.50   45.00    --    4.40  45.00 179.95   50
  3  ω    -56.00 -30.00   0.50   45.00    --  -10.90  45.00 170.17   52
  4  ω     22.00  78.00   0.50   45.00    --  -10.90  45.00 -15.06  112
  5  ω    -94.00 -44.00   0.50   45.00    --  -10.90  45.00  90.00  100
  6  ω     -5.00  29.00   0.50   45.00    --  -10.90  45.00  90.00   68
  7  ω    -82.00 -56.00   0.50   45.00    --  -10.90  45.00  38.09   52
  8  ω     51.00  77.00   0.50   45.00    --  -10.90  45.00  90.00   52
  9  ω    -11.00  78.00   0.50   45.00    --  -10.90  45.00  38.09  178
 10  ω   -100.00 -73.00   0.50   45.00    --  -10.90  45.00 170.17   54
 11  ω   -100.00  61.00   0.50   45.00    --  -10.90  45.00 120.00  322
 12  ω   -100.00  78.00   0.50   45.00    --  -10.90  45.00 175.68  356
;
_diffrn_measurement_device       'AFC10: Fixed χ 3 circle'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200K'
_diffrn_measurement_method       'shutterless scans'
_diffrn_measurement_specimen_support Loop
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0074710000
_diffrn_orient_matrix_UB_12      0.0418153000
_diffrn_orient_matrix_UB_13      0.0049954000
_diffrn_orient_matrix_UB_21      -0.0361048000
_diffrn_orient_matrix_UB_22      0.0020792000
_diffrn_orient_matrix_UB_23      0.0188251000
_diffrn_orient_matrix_UB_31      0.0254735000
_diffrn_orient_matrix_UB_32      -0.0093158000
_diffrn_orient_matrix_UB_33      0.0265360000
_diffrn_radiation_monochromator  'Rigaku Osmic Confocal Optical System'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_type              'Rigaku FR-X'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8174
_reflns_number_total             13897
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.74a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.74a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.74a (Rigaku OD, 2022)'
_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)'
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     655
_refine_ls_number_reflns         13897
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.1449
_refine_ls_R_factor_gt           0.0759
_refine_ls_restrained_S_all      1.012
_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/[σ²(Fo²)+(0.0870P)²+2.1682P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1686
_refine_ls_wR_factor_ref         0.1962
_refine_special_details          ?
_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
2. Restrained distances
 N1-H1 = N41-H41
 0.98 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C52) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C58) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(H58C)=Sof(H58D)=Sof(C59B)=Sof(H59D)=Sof(H59E)=Sof(H59F)=1-FVAR(1)
 Sof(H58A)=Sof(H58B)=Sof(C59A)=Sof(H59A)=Sof(H59B)=Sof(H59C)=FVAR(1)
 Sof(H52A)=Sof(C54B)=Sof(H54D)=Sof(H54E)=Sof(H54F)=Sof(C53A)=Sof(H53D)=
 Sof(H53E)=Sof(H53F)=1-FVAR(2)
 Sof(H52)=Sof(C53B)=Sof(H53A)=Sof(H53B)=Sof(H53C)=Sof(C54A)=Sof(H54A)=
 Sof(H54B)=Sof(H54C)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C31(H31), C71(H71), C28(H28), C55(H55), C12(H12), C68(H68), C52(H52),
 C52(H52A), C15(H15)
5.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C60(H60A,H60B), C58(H58A,H58B), C58(H58C,H58D), C18(H18A,H18B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C43(H43), C24(H24), C26(H26), C25(H25), C8(H8), C65(H65), C66(H66),
 C64(H64), C50(H50), C10(H10), C49(H49), C9(H9), C48(H48)
5.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C33(H33A,H33B,H33C), C21(H21A,H21B,H21C), C32(H32A,H32B,
 H32C), C17(H17A,H17B,H17C), C73(H73A,H73B,H73C), C56(H56A,H56B,H56C), C14(H14A,
 H14B,H14C), C13(H13A,H13B,H13C), C61(H61A,H61B,H61C), C57(H57A,H57B,H57C),
 C29(H29A,H29B,H29C), C72(H72A,H72B,H72C), C30(H30A,H30B,H30C), C16(H16A,H16B,
 H16C), C69(H69A,H69B,H69C), C59A(H59A,H59B,H59C), C70(H70A,H70B,H70C),
 C53B(H53A,H53B,H53C), C54A(H54A,H54B,H54C), C59B(H59D,H59E,H59F), C54B(H54D,
 H54E,H54F), C53A(H53D,H53E,H53F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.56633(9) 0.68411(9) 0.57072(7) 0.0297(3) Uani 1 1 d D . . . .
N5 N 0.63554(9) 0.69716(9) 0.45683(6) 0.0276(3) Uani 1 1 d . . . . .
N45 N 0.07512(9) 0.80513(9) 0.58373(7) 0.0298(3) Uani 1 1 d . . . . .
N41 N 0.11448(10) 0.80741(9) 0.46141(7) 0.0317(4) Uani 1 1 d D . . . .
C22 C 0.66064(11) 0.66651(10) 0.39829(8) 0.0280(4) Uani 1 1 d . . . . .
C2 C 0.57134(11) 0.76572(10) 0.57117(8) 0.0289(4) Uani 1 1 d . . . . .
C27 C 0.60165(11) 0.66477(11) 0.34863(8) 0.0304(4) Uani 1 1 d . . . . .
C4 C 0.63667(11) 0.77474(11) 0.46677(8) 0.0289(4) Uani 1 1 d . . . . .
C6 C 0.53531(12) 0.63715(11) 0.62133(8) 0.0310(4) Uani 1 1 d . . . . .
C62 C 0.05314(12) 0.84255(11) 0.64081(8) 0.0318(4) Uani 1 1 d . . . . .
C44 C 0.07608(11) 0.72682(11) 0.57875(8) 0.0294(4) Uani 1 1 d . . . . .
C23 C 0.74183(11) 0.63358(11) 0.39232(9) 0.0331(4) Uani 1 1 d . . . . .
C42 C 0.11240(12) 0.72601(11) 0.46641(8) 0.0314(4) Uani 1 1 d . . . . .
C3 C 0.60528(12) 0.80789(11) 0.52350(8) 0.0316(4) Uani 1 1 d . . . . .
H3 H 0.608537 0.864925 0.528187 0.038 Uiso 1 1 calc R U . . .
C46 C 0.14315(12) 0.84887(11) 0.40738(8) 0.0335(4) Uani 1 1 d . . . . .
C43 C 0.09385(11) 0.68846(11) 0.52098(8) 0.0324(4) Uani 1 1 d . . . . .
H43 H 0.092628 0.631039 0.520483 0.039 Uiso 1 1 calc R U . . .
C67 C -0.03172(12) 0.86342(11) 0.65000(9) 0.0348(4) Uani 1 1 d . . . . .
C63 C 0.11591(13) 0.86206(12) 0.68528(9) 0.0373(5) Uani 1 1 d . . . . .
C51 C 0.08701(13) 0.86221(11) 0.35728(9) 0.0377(5) Uani 1 1 d . . . . .
C31 C 0.51049(12) 0.69026(12) 0.35777(9) 0.0369(5) Uani 1 1 d . . . . .
H31 H 0.511153 0.735570 0.388495 0.044 Uiso 1 1 calc R U . . .
C7 C 0.58970(12) 0.61941(11) 0.67160(8) 0.0349(4) Uani 1 1 d . . . . .
C11 C 0.45121(12) 0.61086(12) 0.61921(10) 0.0396(5) Uani 1 1 d . . . . .
C24 C 0.76455(13) 0.60500(12) 0.33399(10) 0.0417(5) Uani 1 1 d . . . . .
H24 H 0.819573 0.583525 0.328682 0.050 Uiso 1 1 calc R U . . .
C20 C 0.67043(13) 0.83696(12) 0.42155(9) 0.0398(5) Uani 1 1 d . . . . .
H20A H 0.715798 0.868423 0.442730 0.048 Uiso 1 1 calc R U . . .
H20B H 0.695847 0.808201 0.386277 0.048 Uiso 1 1 calc R U . . .
C71 C -0.09792(12) 0.84830(13) 0.59924(9) 0.0408(5) Uani 1 1 d . . . . .
H71 H -0.081097 0.798318 0.576527 0.049 Uiso 1 1 calc R U . . .
C26 C 0.62788(13) 0.63548(12) 0.29173(9) 0.0388(5) Uani 1 1 d . . . . .
H26 H 0.589140 0.634868 0.257416 0.047 Uiso 1 1 calc R U . . .
C25 C 0.70876(14) 0.60738(13) 0.28411(9) 0.0428(5) Uani 1 1 d . . . . .
H25 H 0.726085 0.589631 0.244462 0.051 Uiso 1 1 calc R U . . .
C28 C 0.80278(13) 0.62943(13) 0.44758(10) 0.0425(5) Uani 1 1 d . . . . .
H28 H 0.768364 0.626177 0.485839 0.051 Uiso 1 1 calc R U . . .
C60 C 0.05916(13) 0.67014(12) 0.63253(9) 0.0401(5) Uani 1 1 d . . . . .
H60A H 0.106354 0.631076 0.636545 0.048 Uiso 1 1 calc R U . . .
H60B H 0.057869 0.702050 0.671361 0.048 Uiso 1 1 calc R U . . .
C55 C -0.00563(13) 0.84013(13) 0.36059(9) 0.0432(5) Uani 1 1 d . . . . .
H55 H -0.011667 0.800616 0.395321 0.052 Uiso 1 1 calc R U . . .
C47 C 0.22737(13) 0.87485(11) 0.40632(10) 0.0398(5) Uani 1 1 d . . . . .
C12 C 0.68260(13) 0.64164(13) 0.66992(10) 0.0443(5) Uani 1 1 d . . . . .
H12 H 0.687586 0.692600 0.645311 0.053 Uiso 1 1 calc R U . . .
C8 C 0.55643(15) 0.57786(13) 0.72149(9) 0.0461(5) Uani 1 1 d . . . . .
H8 H 0.591772 0.565445 0.756411 0.055 Uiso 1 1 calc R U . . .
C65 C 0.00824(15) 0.91839(14) 0.75000(10) 0.0496(6) Uani 1 1 d . . . . .
H65 H -0.007328 0.943247 0.787799 0.059 Uiso 1 1 calc R U . . .
C66 C -0.05257(14) 0.90044(13) 0.70539(10) 0.0440(5) Uani 1 1 d . . . . .
H66 H -0.109897 0.913651 0.712661 0.053 Uiso 1 1 calc R U . . .
C58 C 0.13352(16) 0.67719(12) 0.40940(9) 0.0474(5) Uani 1 1 d . U . . .
H58A H 0.092801 0.692217 0.375802 0.057 Uiso 0.675(5) 1 calc R U P A 1
H58B H 0.190279 0.693919 0.395938 0.057 Uiso 0.675(5) 1 calc R U P A 1
H58C H 0.097081 0.628537 0.408781 0.057 Uiso 0.325(5) 1 calc R U P A 2
H58D H 0.117542 0.709826 0.372452 0.057 Uiso 0.325(5) 1 calc R U P A 2
C64 C 0.09161(15) 0.90024(14) 0.73971(9) 0.0478(5) Uani 1 1 d . . . . .
H64 H 0.133373 0.913975 0.770264 0.057 Uiso 1 1 calc R U . . .
C68 C 0.20817(13) 0.84212(14) 0.67544(10) 0.0480(5) Uani 1 1 d . . . . .
H68 H 0.212424 0.816361 0.633651 0.058 Uiso 1 1 calc R U . . .
C18 C 0.53579(15) 0.80749(12) 0.62716(9) 0.0451(5) Uani 1 1 d . . . . .
H18A H 0.477826 0.786893 0.633127 0.054 Uiso 1 1 calc R U . . .
H18B H 0.570174 0.791293 0.664048 0.054 Uiso 1 1 calc R U . . .
C50 C 0.11832(16) 0.89876(13) 0.30423(10) 0.0500(6) Uani 1 1 d . . . . .
H50 H 0.081614 0.907819 0.269440 0.060 Uiso 1 1 calc R U . . .
C52 C 0.28611(14) 0.86513(14) 0.46251(11) 0.0500(6) Uani 1 1 d . U . . .
H52 H 0.264650 0.817062 0.485471 0.060 Uiso 0.57(2) 1 calc R U P B 1
H52A H 0.255186 0.838507 0.496916 0.060 Uiso 0.43(2) 1 calc R U P B 2
C10 C 0.42151(14) 0.56953(13) 0.67056(11) 0.0507(6) Uani 1 1 d . . . . .
H10 H 0.364510 0.551544 0.670455 0.061 Uiso 1 1 calc R U . . .
C15 C 0.39334(13) 0.62459(14) 0.56330(11) 0.0491(6) Uani 1 1 d . . . . .
H15 H 0.424570 0.658909 0.533269 0.059 Uiso 1 1 calc R U . . .
C49 C 0.20152(17) 0.92184(14) 0.30158(11) 0.0566(6) Uani 1 1 d . . . . .
H49 H 0.222139 0.945457 0.264703 0.068 Uiso 1 1 calc R U . . .
C9 C 0.47258(16) 0.55434(14) 0.72101(11) 0.0540(6) Uani 1 1 d . . . . .
H9 H 0.450449 0.527444 0.756031 0.065 Uiso 1 1 calc R U . . .
C48 C 0.25514(15) 0.91096(13) 0.35200(11) 0.0520(6) Uani 1 1 d . . . . .
H48 H 0.312176 0.928378 0.349773 0.062 Uiso 1 1 calc R U . . .
C19 C 0.53198(18) 0.89812(13) 0.62557(10) 0.0579(7) Uani 1 1 d . . . . .
H19A H 0.502877 0.917833 0.662259 0.087 Uiso 1 1 calc R U . . .
H19B H 0.501097 0.915642 0.588008 0.087 Uiso 1 1 calc R U . . .
H19C H 0.589472 0.920076 0.625415 0.087 Uiso 1 1 calc R U . . .
C33 C 0.46121(14) 0.62113(15) 0.38588(12) 0.0571(6) Uani 1 1 d . . . . .
H33A H 0.488469 0.604724 0.425173 0.086 Uiso 1 1 calc R U . . .
H33B H 0.460071 0.575223 0.357124 0.086 Uiso 1 1 calc R U . . .
H33C H 0.403280 0.638819 0.393485 0.086 Uiso 1 1 calc R U . . .
C21 C 0.60401(16) 0.89503(14) 0.39646(10) 0.0545(6) Uani 1 1 d . . . . .
H21A H 0.575585 0.921033 0.431112 0.082 Uiso 1 1 calc R U . . .
H21B H 0.562443 0.865280 0.370977 0.082 Uiso 1 1 calc R U . . .
H21C H 0.631030 0.936364 0.371074 0.082 Uiso 1 1 calc R U . . .
C32 C 0.46605(15) 0.72109(18) 0.29896(11) 0.0621(7) Uani 1 1 d . . . . .
H32A H 0.457339 0.676131 0.269899 0.093 Uiso 1 1 calc R U . . .
H32B H 0.500962 0.762623 0.279679 0.093 Uiso 1 1 calc R U . . .
H32C H 0.411276 0.744361 0.309471 0.093 Uiso 1 1 calc R U . . .
C17 C 0.37270(17) 0.54468(16) 0.53108(12) 0.0651(7) Uani 1 1 d . . . . .
H17A H 0.336616 0.554888 0.494358 0.098 Uiso 1 1 calc R U . . .
H17B H 0.343033 0.509165 0.559735 0.098 Uiso 1 1 calc R U . . .
H17C H 0.425180 0.518641 0.518434 0.098 Uiso 1 1 calc R U . . .
C73 C -0.09777(18) 0.91798(16) 0.55312(12) 0.0682(7) Uani 1 1 d . . . . .
H73A H -0.137384 0.906194 0.518693 0.102 Uiso 1 1 calc R U . . .
H73B H -0.040804 0.924805 0.537037 0.102 Uiso 1 1 calc R U . . .
H73C H -0.115027 0.967809 0.573916 0.102 Uiso 1 1 calc R U . . .
C56 C -0.04021(17) 0.80004(19) 0.30151(12) 0.0725(8) Uani 1 1 d . . . . .
H56A H -0.096652 0.778280 0.308990 0.109 Uiso 1 1 calc R U . . .
H56B H -0.002508 0.755991 0.289559 0.109 Uiso 1 1 calc R U . . .
H56C H -0.043684 0.840096 0.268044 0.109 Uiso 1 1 calc R U . . .
C14 C 0.72971(16) 0.57532(18) 0.63583(15) 0.0764(8) Uani 1 1 d . . . . .
H14A H 0.724288 0.524161 0.658336 0.115 Uiso 1 1 calc R U . . .
H14B H 0.789563 0.589837 0.633440 0.115 Uiso 1 1 calc R U . . .
H14C H 0.705559 0.569327 0.593812 0.115 Uiso 1 1 calc R U . . .
C13 C 0.72292(18) 0.65666(17) 0.73382(12) 0.0693(7) Uani 1 1 d . . . . .
H13A H 0.780527 0.677086 0.729085 0.104 Uiso 1 1 calc R U . . .
H13B H 0.724695 0.605922 0.757305 0.104 Uiso 1 1 calc R U . . .
H13C H 0.689465 0.696615 0.756144 0.104 Uiso 1 1 calc R U . . .
C61 C -0.02209(18) 0.62430(17) 0.62532(12) 0.0698(8) Uani 1 1 d . . . . .
H61A H -0.021842 0.593258 0.586592 0.105 Uiso 1 1 calc R U . . .
H61B H -0.069545 0.662363 0.624184 0.105 Uiso 1 1 calc R U . . .
H61C H -0.028043 0.587290 0.660458 0.105 Uiso 1 1 calc R U . . .
C57 C -0.05853(17) 0.91416(16) 0.37578(14) 0.0716(8) Uani 1 1 d . . . . .
H57A H -0.053019 0.954529 0.342836 0.107 Uiso 1 1 calc R U . . .
H57B H -0.038657 0.937250 0.415371 0.107 Uiso 1 1 calc R U . . .
H57C H -0.117932 0.898343 0.378923 0.107 Uiso 1 1 calc R U . . .
C29 C 0.85669(19) 0.70424(17) 0.45280(15) 0.0800(9) Uani 1 1 d . . . . .
H29A H 0.889918 0.710082 0.415251 0.120 Uiso 1 1 calc R U . . .
H29B H 0.894872 0.699602 0.489060 0.120 Uiso 1 1 calc R U . . .
H29C H 0.820367 0.751732 0.457480 0.120 Uiso 1 1 calc R U . . .
C72 C -0.18631(16) 0.8351(2) 0.62261(14) 0.0834(9) Uani 1 1 d . . . . .
H72A H -0.208060 0.885887 0.639314 0.125 Uiso 1 1 calc R U . . .
H72B H -0.184859 0.793944 0.655356 0.125 Uiso 1 1 calc R U . . .
H72C H -0.223233 0.816789 0.588289 0.125 Uiso 1 1 calc R U . . .
C30 C 0.85904(18) 0.55501(17) 0.44638(15) 0.0770(8) Uani 1 1 d . . . . .
H30A H 0.889336 0.549653 0.486328 0.115 Uiso 1 1 calc R U . . .
H30B H 0.899857 0.560545 0.413131 0.115 Uiso 1 1 calc R U . . .
H30C H 0.824220 0.506848 0.438887 0.115 Uiso 1 1 calc R U . . .
C16 C 0.31372(18) 0.6698(2) 0.58015(16) 0.0907(10) Uani 1 1 d . . . . .
H16A H 0.281629 0.637569 0.609635 0.136 Uiso 1 1 calc R U . . .
H16B H 0.279051 0.679220 0.542598 0.136 Uiso 1 1 calc R U . . .
H16C H 0.329023 0.721763 0.599124 0.136 Uiso 1 1 calc R U . . .
C69 C 0.24263(19) 0.7821(2) 0.72345(16) 0.0991(12) Uani 1 1 d . . . . .
H69A H 0.301032 0.768173 0.713773 0.149 Uiso 1 1 calc R U . . .
H69B H 0.207857 0.733107 0.722594 0.149 Uiso 1 1 calc R U . . .
H69C H 0.241143 0.806579 0.764831 0.149 Uiso 1 1 calc R U . . .
C59A C 0.1332(3) 0.58875(19) 0.41505(15) 0.0543(12) Uani 0.675(5) 1 d . . P A 1
H59A H 0.150874 0.564591 0.375906 0.081 Uiso 0.675(5) 1 calc R U P A 1
H59B H 0.076109 0.570237 0.424453 0.081 Uiso 0.675(5) 1 calc R U P A 1
H59C H 0.172449 0.572377 0.448564 0.081 Uiso 0.675(5) 1 calc R U P A 1
C70 C 0.2626(2) 0.9174(2) 0.6757(2) 0.1168(15) Uani 1 1 d . . . . .
H70A H 0.261682 0.942643 0.716801 0.175 Uiso 1 1 calc R U . . .
H70B H 0.240606 0.955526 0.644502 0.175 Uiso 1 1 calc R U . . .
H70C H 0.320797 0.902712 0.665929 0.175 Uiso 1 1 calc R U . . .
C53B C 0.3775(9) 0.8467(11) 0.4493(9) 0.092(4) Uani 0.57(2) 1 d . . P B 1
H53A H 0.403808 0.894152 0.430598 0.138 Uiso 0.57(2) 1 calc R U P B 1
H53B H 0.380299 0.800899 0.420491 0.138 Uiso 0.57(2) 1 calc R U P B 1
H53C H 0.407528 0.832936 0.488098 0.138 Uiso 0.57(2) 1 calc R U P B 1
C54A C 0.2784(8) 0.9350(7) 0.5061(5) 0.072(3) Uani 0.57(2) 1 d . . P B 1
H54A H 0.316493 0.926981 0.542028 0.108 Uiso 0.57(2) 1 calc R U P B 1
H54B H 0.220037 0.938819 0.520061 0.108 Uiso 0.57(2) 1 calc R U P B 1
H54C H 0.293550 0.985097 0.484716 0.108 Uiso 0.57(2) 1 calc R U P B 1
H1 H 0.5884(13) 0.6612(13) 0.5332(8) 0.051(6) Uiso 1 1 d D . . . .
H41 H 0.1053(14) 0.8358(13) 0.5005(8) 0.060(7) Uiso 1 1 d D . . . .
C59B C 0.2141(5) 0.6526(6) 0.4028(4) 0.074(3) Uani 0.325(5) 1 d . . P A 2
H59D H 0.250199 0.699597 0.395650 0.111 Uiso 0.325(5) 1 calc R U P A 2
H59E H 0.217098 0.615576 0.367430 0.111 Uiso 0.325(5) 1 calc R U P A 2
H59F H 0.233414 0.624618 0.440654 0.111 Uiso 0.325(5) 1 calc R U P A 2
C54B C 0.3180(15) 0.9513(6) 0.4842(9) 0.094(5) Uani 0.43(2) 1 d . . P B 2
H54D H 0.269310 0.985707 0.492891 0.140 Uiso 0.43(2) 1 calc R U P B 2
H54E H 0.351091 0.975891 0.451252 0.140 Uiso 0.43(2) 1 calc R U P B 2
H54F H 0.353422 0.945731 0.521823 0.140 Uiso 0.43(2) 1 calc R U P B 2
C53A C 0.3613(14) 0.8140(13) 0.4453(12) 0.093(5) Uani 0.43(2) 1 d . . P B 2
H53D H 0.397353 0.804898 0.482232 0.140 Uiso 0.43(2) 1 calc R U P B 2
H53E H 0.393764 0.842068 0.413668 0.140 Uiso 0.43(2) 1 calc R U P B 2
H53F H 0.341568 0.761896 0.428890 0.140 Uiso 0.43(2) 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.352(2) . ?
N1 C6 1.435(2) . ?
N1 H1 0.965(15) . ?
N5 C22 1.425(2) . ?
N5 C4 1.301(2) . ?
N45 C62 1.427(2) . ?
N45 C44 1.300(2) . ?
N41 C42 1.351(2) . ?
N41 C46 1.434(2) . ?
N41 H41 0.978(16) . ?
C22 C27 1.404(3) . ?
C22 C23 1.405(3) . ?
C2 C3 1.362(2) . ?
C2 C18 1.510(2) . ?
C27 C31 1.521(3) . ?
C27 C26 1.391(2) . ?
C4 C3 1.439(2) . ?
C4 C20 1.523(2) . ?
C6 C7 1.400(3) . ?
C6 C11 1.400(3) . ?
C62 C67 1.406(3) . ?
C62 C63 1.402(3) . ?
C44 C43 1.431(2) . ?
C44 C60 1.519(3) . ?
C23 C24 1.398(3) . ?
C23 C28 1.517(3) . ?
C42 C43 1.368(2) . ?
C42 C58 1.514(3) . ?
C3 H3 0.9500 . ?
C46 C51 1.400(3) . ?
C46 C47 1.402(3) . ?
C43 H43 0.9500 . ?
C67 C71 1.518(3) . ?
C67 C66 1.388(3) . ?
C63 C64 1.394(3) . ?
C63 C68 1.517(3) . ?
C51 C55 1.515(3) . ?
C51 C50 1.394(3) . ?
C31 H31 1.0000 . ?
C31 C33 1.518(3) . ?
C31 C32 1.523(3) . ?
C7 C12 1.517(3) . ?
C7 C8 1.390(3) . ?
C11 C10 1.392(3) . ?
C11 C15 1.514(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.376(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.515(3) . ?
C71 H71 1.0000 . ?
C71 C73 1.522(3) . ?
C71 C72 1.514(3) . ?
C26 H26 0.9500 . ?
C26 C25 1.375(3) . ?
C25 H25 0.9500 . ?
C28 H28 1.0000 . ?
C28 C29 1.506(3) . ?
C28 C30 1.520(3) . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C60 C61 1.498(3) . ?
C55 H55 1.0000 . ?
C55 C56 1.526(3) . ?
C55 C57 1.523(3) . ?
C47 C52 1.518(3) . ?
C47 C48 1.394(3) . ?
C12 H12 1.0000 . ?
C12 C14 1.525(3) . ?
C12 C13 1.525(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.383(3) . ?
C65 H65 0.9500 . ?
C65 C66 1.377(3) . ?
C65 C64 1.377(3) . ?
C66 H66 0.9500 . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
C58 H58C 0.9900 . ?
C58 H58D 0.9900 . ?
C58 C59A 1.468(4) . ?
C58 C59B 1.349(8) . ?
C64 H64 0.9500 . ?
C68 H68 1.0000 . ?
C68 C69 1.525(4) . ?
C68 C70 1.514(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.501(3) . ?
C50 H50 0.9500 . ?
C50 C49 1.374(3) . ?
C52 H52 1.0000 . ?
C52 H52A 1.0000 . ?
C52 C53B 1.512(15) . ?
C52 C54A 1.496(8) . ?
C52 C54B 1.579(11) . ?
C52 C53A 1.51(2) . ?
C10 H10 0.9500 . ?
C10 C9 1.363(3) . ?
C15 H15 1.0000 . ?
C15 C17 1.525(3) . ?
C15 C16 1.517(3) . ?
C49 H49 0.9500 . ?
C49 C48 1.375(3) . ?
C9 H9 0.9500 . ?
C48 H48 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C59A H59A 0.9800 . ?
C59A H59B 0.9800 . ?
C59A H59C 0.9800 . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
C53B H53A 0.9800 . ?
C53B H53B 0.9800 . ?
C53B H53C 0.9800 . ?
C54A H54A 0.9800 . ?
C54A H54B 0.9800 . ?
C54A H54C 0.9800 . ?
C59B H59D 0.9800 . ?
C59B H59E 0.9800 . ?
C59B H59F 0.9800 . ?
C54B H54D 0.9800 . ?
C54B H54E 0.9800 . ?
C54B H54F 0.9800 . ?
C53A H53D 0.9800 . ?
C53A H53E 0.9800 . ?
C53A H53F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C6 123.78(15) . . ?
C2 N1 H1 112.1(13) . . ?
C6 N1 H1 124.1(13) . . ?
C4 N5 C22 119.59(14) . . ?
C44 N45 C62 120.45(15) . . ?
C42 N41 C46 123.37(15) . . ?
C42 N41 H41 113.9(14) . . ?
C46 N41 H41 121.7(14) . . ?
C27 C22 N5 119.21(15) . . ?
C27 C22 C23 121.08(16) . . ?
C23 C22 N5 119.57(16) . . ?
N1 C2 C3 121.99(16) . . ?
N1 C2 C18 116.07(16) . . ?
C3 C2 C18 121.93(16) . . ?
C22 C27 C31 120.81(15) . . ?
C26 C27 C22 118.18(17) . . ?
C26 C27 C31 120.94(17) . . ?
N5 C4 C3 120.80(16) . . ?
N5 C4 C20 124.39(16) . . ?
C3 C4 C20 114.81(16) . . ?
C7 C6 N1 119.13(16) . . ?
C7 C6 C11 121.85(17) . . ?
C11 C6 N1 119.02(17) . . ?
C67 C62 N45 118.73(16) . . ?
C63 C62 N45 120.40(16) . . ?
C63 C62 C67 120.78(17) . . ?
N45 C44 C43 121.10(16) . . ?
N45 C44 C60 123.32(16) . . ?
C43 C44 C60 115.59(16) . . ?
C22 C23 C28 120.83(16) . . ?
C24 C23 C22 117.93(18) . . ?
C24 C23 C28 121.24(17) . . ?
N41 C42 C43 121.80(16) . . ?
N41 C42 C58 117.42(16) . . ?
C43 C42 C58 120.77(17) . . ?
C2 C3 C4 126.56(17) . . ?
C2 C3 H3 116.7 . . ?
C4 C3 H3 116.7 . . ?
C51 C46 N41 119.64(17) . . ?
C51 C46 C47 121.77(17) . . ?
C47 C46 N41 118.59(17) . . ?
C44 C43 H43 116.7 . . ?
C42 C43 C44 126.68(17) . . ?
C42 C43 H43 116.7 . . ?
C62 C67 C71 120.28(16) . . ?
C66 C67 C62 118.45(18) . . ?
C66 C67 C71 121.24(18) . . ?
C62 C63 C68 121.59(17) . . ?
C64 C63 C62 118.33(19) . . ?
C64 C63 C68 120.08(19) . . ?
C46 C51 C55 121.59(17) . . ?
C50 C51 C46 118.00(19) . . ?
C50 C51 C55 120.39(19) . . ?
C27 C31 H31 107.3 . . ?
C27 C31 C32 114.00(16) . . ?
C33 C31 C27 109.92(17) . . ?
C33 C31 H31 107.3 . . ?
C33 C31 C32 110.64(19) . . ?
C32 C31 H31 107.3 . . ?
C6 C7 C12 120.69(17) . . ?
C8 C7 C6 117.72(18) . . ?
C8 C7 C12 121.53(18) . . ?
C6 C11 C15 122.46(17) . . ?
C10 C11 C6 117.71(19) . . ?
C10 C11 C15 119.83(19) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 C23 121.27(18) . . ?
C25 C24 H24 119.4 . . ?
C4 C20 H20A 108.8 . . ?
C4 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
C21 C20 C4 113.96(17) . . ?
C21 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C67 C71 H71 107.6 . . ?
C67 C71 C73 109.55(18) . . ?
C73 C71 H71 107.6 . . ?
C72 C71 C67 114.33(18) . . ?
C72 C71 H71 107.6 . . ?
C72 C71 C73 110.0(2) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 C27 121.37(19) . . ?
C25 C26 H26 119.3 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 119.93(18) . . ?
C26 C25 H25 120.0 . . ?
C23 C28 H28 107.5 . . ?
C23 C28 C30 112.68(19) . . ?
C29 C28 C23 111.75(19) . . ?
C29 C28 H28 107.5 . . ?
C29 C28 C30 109.6(2) . . ?
C30 C28 H28 107.5 . . ?
C44 C60 H60A 108.9 . . ?
C44 C60 H60B 108.9 . . ?
H60A C60 H60B 107.7 . . ?
C61 C60 C44 113.52(18) . . ?
C61 C60 H60A 108.9 . . ?
C61 C60 H60B 108.9 . . ?
C51 C55 H55 107.6 . . ?
C51 C55 C56 113.25(19) . . ?
C51 C55 C57 110.73(18) . . ?
C56 C55 H55 107.6 . . ?
C57 C55 H55 107.6 . . ?
C57 C55 C56 109.9(2) . . ?
C46 C47 C52 121.34(18) . . ?
C48 C47 C46 117.6(2) . . ?
C48 C47 C52 121.1(2) . . ?
C7 C12 H12 107.8 . . ?
C7 C12 C14 108.80(18) . . ?
C7 C12 C13 113.83(19) . . ?
C14 C12 H12 107.8 . . ?
C14 C12 C13 110.7(2) . . ?
C13 C12 H12 107.8 . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 120.9(2) . . ?
C9 C8 H8 119.5 . . ?
C66 C65 H65 120.1 . . ?
C64 C65 H65 120.1 . . ?
C64 C65 C66 119.86(19) . . ?
C67 C66 H66 119.4 . . ?
C65 C66 C67 121.3(2) . . ?
C65 C66 H66 119.4 . . ?
C42 C58 H58A 107.9 . . ?
C42 C58 H58B 107.9 . . ?
C42 C58 H58C 107.8 . . ?
C42 C58 H58D 107.8 . . ?
H58A C58 H58B 107.2 . . ?
H58C C58 H58D 107.1 . . ?
C59A C58 C42 117.6(2) . . ?
C59A C58 H58A 107.9 . . ?
C59A C58 H58B 107.9 . . ?
C59B C58 C42 118.2(4) . . ?
C59B C58 H58C 107.8 . . ?
C59B C58 H58D 107.8 . . ?
C63 C64 H64 119.4 . . ?
C65 C64 C63 121.2(2) . . ?
C65 C64 H64 119.4 . . ?
C63 C68 H68 107.7 . . ?
C63 C68 C69 112.2(2) . . ?
C69 C68 H68 107.7 . . ?
C70 C68 C63 111.8(2) . . ?
C70 C68 H68 107.7 . . ?
C70 C68 C69 109.7(3) . . ?
C2 C18 H18A 108.0 . . ?
C2 C18 H18B 108.0 . . ?
H18A C18 H18B 107.3 . . ?
C19 C18 C2 117.01(17) . . ?
C19 C18 H18A 108.0 . . ?
C19 C18 H18B 108.0 . . ?
C51 C50 H50 119.5 . . ?
C49 C50 C51 120.9(2) . . ?
C49 C50 H50 119.5 . . ?
C47 C52 H52 105.7 . . ?
C47 C52 H52A 109.7 . . ?
C47 C52 C54B 109.0(5) . . ?
C53B C52 C47 116.2(8) . . ?
C53B C52 H52 105.7 . . ?
C54A C52 C47 111.2(3) . . ?
C54A C52 H52 105.7 . . ?
C54A C52 C53B 111.5(6) . . ?
C54B C52 H52A 109.7 . . ?
C53A C52 C47 109.6(9) . . ?
C53A C52 H52A 109.7 . . ?
C53A C52 C54B 109.2(7) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 C11 121.3(2) . . ?
C9 C10 H10 119.3 . . ?
C11 C15 H15 107.5 . . ?
C11 C15 C17 110.60(18) . . ?
C11 C15 C16 112.0(2) . . ?
C17 C15 H15 107.5 . . ?
C16 C15 H15 107.5 . . ?
C16 C15 C17 111.4(2) . . ?
C50 C49 H49 119.8 . . ?
C50 C49 C48 120.4(2) . . ?
C48 C49 H49 119.8 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.38(19) . . ?
C10 C9 H9 119.8 . . ?
C47 C48 H48 119.4 . . ?
C49 C48 C47 121.2(2) . . ?
C49 C48 H48 119.4 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C71 C73 H73A 109.5 . . ?
C71 C73 H73B 109.5 . . ?
C71 C73 H73C 109.5 . . ?
H73A C73 H73B 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C60 C61 H61A 109.5 . . ?
C60 C61 H61B 109.5 . . ?
C60 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C55 C57 H57A 109.5 . . ?
C55 C57 H57B 109.5 . . ?
C55 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
C71 C72 H72C 109.5 . . ?
H72A C72 H72B 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C68 C69 H69A 109.5 . . ?
C68 C69 H69B 109.5 . . ?
C68 C69 H69C 109.5 . . ?
H69A C69 H69B 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
C58 C59A H59A 109.5 . . ?
C58 C59A H59B 109.5 . . ?
C58 C59A H59C 109.5 . . ?
H59A C59A H59B 109.5 . . ?
H59A C59A H59C 109.5 . . ?
H59B C59A H59C 109.5 . . ?
C68 C70 H70A 109.5 . . ?
C68 C70 H70B 109.5 . . ?
C68 C70 H70C 109.5 . . ?
H70A C70 H70B 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
C52 C53B H53A 109.5 . . ?
C52 C53B H53B 109.5 . . ?
C52 C53B H53C 109.5 . . ?
H53A C53B H53B 109.5 . . ?
H53A C53B H53C 109.5 . . ?
H53B C53B H53C 109.5 . . ?
C52 C54A H54A 109.5 . . ?
C52 C54A H54B 109.5 . . ?
C52 C54A H54C 109.5 . . ?
H54A C54A H54B 109.5 . . ?
H54A C54A H54C 109.5 . . ?
H54B C54A H54C 109.5 . . ?
C58 C59B H59D 109.5 . . ?
C58 C59B H59E 109.5 . . ?
C58 C59B H59F 109.5 . . ?
H59D C59B H59E 109.5 . . ?
H59D C59B H59F 109.5 . . ?
H59E C59B H59F 109.5 . . ?
C52 C54B H54D 109.5 . . ?
C52 C54B H54E 109.5 . . ?
C52 C54B H54F 109.5 . . ?
H54D C54B H54E 109.5 . . ?
H54D C54B H54F 109.5 . . ?
H54E C54B H54F 109.5 . . ?
C52 C53A H53D 109.5 . . ?
C52 C53A H53E 109.5 . . ?
C52 C53A H53F 109.5 . . ?
H53D C53A H53E 109.5 . . ?
H53D C53A H53F 109.5 . . ?
H53E C53A H53F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C4 2.5(3) . . . . ?
N1 C2 C18 C19 -173.5(2) . . . . ?
N1 C6 C7 C12 -6.4(3) . . . . ?
N1 C6 C7 C8 176.34(17) . . . . ?
N1 C6 C11 C10 -176.30(17) . . . . ?
N1 C6 C11 C15 4.8(3) . . . . ?
N5 C22 C27 C31 -3.8(2) . . . . ?
N5 C22 C27 C26 179.25(16) . . . . ?
N5 C22 C23 C24 -179.24(16) . . . . ?
N5 C22 C23 C28 0.7(3) . . . . ?
N5 C4 C3 C2 -0.8(3) . . . . ?
N5 C4 C20 C21 116.0(2) . . . . ?
N45 C62 C67 C71 -1.6(3) . . . . ?
N45 C62 C67 C66 -179.45(16) . . . . ?
N45 C62 C63 C64 178.55(17) . . . . ?
N45 C62 C63 C68 -1.9(3) . . . . ?
N45 C44 C43 C42 1.0(3) . . . . ?
N45 C44 C60 C61 111.6(2) . . . . ?
N41 C42 C43 C44 -1.1(3) . . . . ?
N41 C42 C58 C59A 178.6(2) . . . . ?
N41 C42 C58 C59B 93.7(5) . . . . ?
N41 C46 C51 C55 5.2(3) . . . . ?
N41 C46 C51 C50 -176.55(17) . . . . ?
N41 C46 C47 C52 -4.3(3) . . . . ?
N41 C46 C47 C48 176.48(17) . . . . ?
C22 N5 C4 C3 174.95(16) . . . . ?
C22 N5 C4 C20 -5.4(3) . . . . ?
C22 C27 C31 C33 -81.1(2) . . . . ?
C22 C27 C31 C32 153.99(19) . . . . ?
C22 C27 C26 C25 1.2(3) . . . . ?
C22 C23 C24 C25 -1.3(3) . . . . ?
C22 C23 C28 C29 -90.2(2) . . . . ?
C22 C23 C28 C30 145.9(2) . . . . ?
C2 N1 C6 C7 -81.9(2) . . . . ?
C2 N1 C6 C11 97.6(2) . . . . ?
C27 C22 C23 C24 5.1(3) . . . . ?
C27 C22 C23 C28 -174.95(17) . . . . ?
C27 C26 C25 C24 2.5(3) . . . . ?
C4 N5 C22 C27 -83.3(2) . . . . ?
C4 N5 C22 C23 101.0(2) . . . . ?
C6 N1 C2 C3 176.51(17) . . . . ?
C6 N1 C2 C18 -4.5(3) . . . . ?
C6 C7 C12 C14 -83.8(2) . . . . ?
C6 C7 C12 C13 152.3(2) . . . . ?
C6 C7 C8 C9 0.6(3) . . . . ?
C6 C11 C10 C9 -0.6(3) . . . . ?
C6 C11 C15 C17 111.5(2) . . . . ?
C6 C11 C15 C16 -123.6(2) . . . . ?
C62 N45 C44 C43 176.84(16) . . . . ?
C62 N45 C44 C60 -3.4(3) . . . . ?
C62 C67 C71 C73 -83.6(2) . . . . ?
C62 C67 C71 C72 152.4(2) . . . . ?
C62 C67 C66 C65 1.6(3) . . . . ?
C62 C63 C64 C65 0.1(3) . . . . ?
C62 C63 C68 C69 -116.6(3) . . . . ?
C62 C63 C68 C70 119.7(3) . . . . ?
C44 N45 C62 C67 -92.0(2) . . . . ?
C44 N45 C62 C63 91.5(2) . . . . ?
C23 C22 C27 C31 171.86(16) . . . . ?
C23 C22 C27 C26 -5.1(3) . . . . ?
C23 C24 C25 C26 -2.5(3) . . . . ?
C42 N41 C46 C51 84.5(2) . . . . ?
C42 N41 C46 C47 -95.4(2) . . . . ?
C3 C2 C18 C19 5.5(3) . . . . ?
C3 C4 C20 C21 -64.3(2) . . . . ?
C46 N41 C42 C43 172.47(17) . . . . ?
C46 N41 C42 C58 -6.1(3) . . . . ?
C46 C51 C55 C56 -137.5(2) . . . . ?
C46 C51 C55 C57 98.5(2) . . . . ?
C46 C51 C50 C49 -0.8(3) . . . . ?
C46 C47 C52 C53B 144.8(8) . . . . ?
C46 C47 C52 C54A -86.2(7) . . . . ?
C46 C47 C52 C54B -119.7(11) . . . . ?
C46 C47 C52 C53A 120.8(10) . . . . ?
C46 C47 C48 C49 1.0(3) . . . . ?
C43 C44 C60 C61 -68.6(2) . . . . ?
C43 C42 C58 C59A 0.0(3) . . . . ?
C43 C42 C58 C59B -84.9(6) . . . . ?
C67 C62 C63 C64 2.1(3) . . . . ?
C67 C62 C63 C68 -178.30(18) . . . . ?
C63 C62 C67 C71 174.87(17) . . . . ?
C63 C62 C67 C66 -2.9(3) . . . . ?
C51 C46 C47 C52 175.83(18) . . . . ?
C51 C46 C47 C48 -3.4(3) . . . . ?
C51 C50 C49 C48 -1.5(3) . . . . ?
C31 C27 C26 C25 -175.73(18) . . . . ?
C7 C6 C11 C10 3.2(3) . . . . ?
C7 C6 C11 C15 -175.70(18) . . . . ?
C7 C8 C9 C10 1.9(3) . . . . ?
C11 C6 C7 C12 174.08(18) . . . . ?
C11 C6 C7 C8 -3.2(3) . . . . ?
C11 C10 C9 C8 -1.9(4) . . . . ?
C24 C23 C28 C29 89.7(3) . . . . ?
C24 C23 C28 C30 -34.2(3) . . . . ?
C20 C4 C3 C2 179.51(18) . . . . ?
C71 C67 C66 C65 -176.22(19) . . . . ?
C26 C27 C31 C33 95.8(2) . . . . ?
C26 C27 C31 C32 -29.1(3) . . . . ?
C28 C23 C24 C25 178.78(18) . . . . ?
C60 C44 C43 C42 -178.83(18) . . . . ?
C55 C51 C50 C49 177.5(2) . . . . ?
C47 C46 C51 C55 -174.99(18) . . . . ?
C47 C46 C51 C50 3.3(3) . . . . ?
C12 C7 C8 C9 -176.66(19) . . . . ?
C8 C7 C12 C14 93.3(2) . . . . ?
C8 C7 C12 C13 -30.6(3) . . . . ?
C66 C67 C71 C73 94.1(2) . . . . ?
C66 C67 C71 C72 -29.8(3) . . . . ?
C66 C65 C64 C63 -1.5(3) . . . . ?
C58 C42 C43 C44 177.40(19) . . . . ?
C64 C63 C68 C69 63.0(3) . . . . ?
C64 C63 C68 C70 -60.7(3) . . . . ?
C64 C65 C66 C67 0.6(3) . . . . ?
C68 C63 C64 C65 -179.5(2) . . . . ?
C18 C2 C3 C4 -176.48(19) . . . . ?
C50 C51 C55 C56 44.2(3) . . . . ?
C50 C51 C55 C57 -79.7(2) . . . . ?
C50 C49 C48 C47 1.4(3) . . . . ?
C52 C47 C48 C49 -178.2(2) . . . . ?
C10 C11 C15 C17 -67.5(3) . . . . ?
C10 C11 C15 C16 57.5(3) . . . . ?
C15 C11 C10 C9 178.3(2) . . . . ?
C48 C47 C52 C53B -36.1(8) . . . . ?
C48 C47 C52 C54A 93.0(7) . . . . ?
C48 C47 C52 C54B 59.5(11) . . . . ?
C48 C47 C52 C53A -60.0(10) . . . . ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aslm2
_database_code_depnum_ccdc_archive 'CCDC 2352330'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2023-07-18
_audit_creation_method           'by CrystalStructure 4.3'
_shelx_SHELXL_version_number     2019/3

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C27 H38 N2'
_chemical_formula_moiety         'C27 H38 N2'
_chemical_formula_weight         390.61
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      trigonal
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'
_space_group_IT_number           147
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -Y,+X-Y,+Z
3 -X+Y,-X,+Z
4 -X,-Y,-Z
5 +Y,-X+Y,-Z
6 +X-Y,+X,-Z
#------------------------------------------------------------------------------
_cell_length_a                   32.532(4)
_cell_length_b                   32.532(4)
_cell_length_c                   12.1693(17)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                120.0000
_cell_volume                     11154(2)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    8714
_cell_measurement_theta_min      2.10
_cell_measurement_theta_max      22.20
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.047
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3852.00
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_T_max  0.998

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            137427
_diffrn_reflns_av_unetI/netI     0.0510
_diffrn_reflns_av_R_equivalents  0.0979
_diffrn_reflns_theta_max         25.334
_diffrn_reflns_theta_min         1.673
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             13590
_reflns_number_gt                7293
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1362
_refine_ls_R_factor_gt           0.0598
_refine_ls_wR_factor_ref         0.1653
_refine_ls_wR_factor_gt          0.1302
_refine_ls_number_restraints     209
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         13590
_refine_ls_number_parameters     973
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0712P)²+1.9333P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.17
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.36565(10) 0.47623(10) 0.8420(2) 0.0646(8) Uani 1 1 d . . . . .
H1 H 0.373978 0.493796 0.772468 0.097 Uiso 1 1 calc R U . . .
N5 N 0.43039(9) 0.54945(10) 0.7278(2) 0.0592(7) Uani 1 1 d . . . . .
N31 N 0.18753(10) 0.22246(10) 0.2021(2) 0.0645(8) Uani 1 1 d . . . . .
H31 H 0.167529 0.209713 0.267546 0.097 Uiso 1 1 calc R U . . .
N35 N 0.11587(10) 0.21372(10) 0.3216(3) 0.0648(8) Uani 1 1 d . . . . .
N61 N 0.22003(10) 0.45545(10) 0.3574(2) 0.0612(8) Uani 1 1 d . . . . .
H61 H 0.200591 0.469449 0.336372 0.092 Uiso 1 1 calc R U . . .
N65 N 0.14938(9) 0.44936(10) 0.2383(2) 0.0601(7) Uani 1 1 d D . . . .
C2 C 0.40048(14) 0.48197(13) 0.9048(3) 0.0605(9) Uani 1 1 d . . . . .
C3 C 0.44720(13) 0.51685(13) 0.8826(3) 0.0649(10) Uani 1 1 d . . . . .
H3 H 0.471214 0.517896 0.928885 0.078 Uiso 1 1 calc R U . . .
C4 C 0.46182(12) 0.55044(12) 0.7980(3) 0.0629(9) Uani 1 1 d . . . . .
C6 C 0.31695(13) 0.44695(12) 0.8652(3) 0.0611(9) Uani 1 1 d . . . . .
C7 C 0.29080(13) 0.40345(13) 0.8124(3) 0.0621(9) Uani 1 1 d . . . . .
C8 C 0.24221(14) 0.37662(13) 0.8320(4) 0.0731(11) Uani 1 1 d . . . . .
H8 H 0.223973 0.347112 0.795424 0.088 Uiso 1 1 calc R U . . .
C9 C 0.22031(16) 0.39216(14) 0.9034(4) 0.0865(13) Uani 1 1 d . . . . .
H9 H 0.187308 0.373067 0.917782 0.104 Uiso 1 1 calc R U . . .
C10 C 0.24614(17) 0.43521(16) 0.9537(4) 0.0889(14) Uani 1 1 d . . . . .
H10 H 0.230609 0.445838 1.002524 0.107 Uiso 1 1 calc R U . . .
C11 C 0.29438(15) 0.46376(14) 0.9353(3) 0.0739(11) Uani 1 1 d . . . . .
C12 C 0.31329(15) 0.38522(15) 0.7317(3) 0.0805(12) Uani 1 1 d . . . . .
H12A H 0.348101 0.403062 0.742624 0.097 Uiso 1 1 calc R U . . .
H12B H 0.302075 0.351467 0.748493 0.097 Uiso 1 1 calc R U . . .
C13 C 0.3033(2) 0.3890(2) 0.6166(4) 0.1235(18) Uani 1 1 d . . . . .
H13A H 0.316018 0.422458 0.597504 0.148 Uiso 1 1 calc R U . . .
H13B H 0.268900 0.371552 0.604555 0.148 Uiso 1 1 calc R U . . .
H13C H 0.318234 0.375476 0.570295 0.148 Uiso 1 1 calc R U . . .
C14 C 0.32267(18) 0.51221(16) 0.9895(5) 0.0998(15) Uani 1 1 d D . . . .
H14A H 0.334196 0.507996 1.061613 0.120 Uiso 0.71(3) 1 calc R U P A 1
H14B H 0.350870 0.532126 0.943576 0.120 Uiso 0.71(3) 1 calc R U P A 1
H14C H 0.317724 0.508733 1.070043 0.120 Uiso 0.29(3) 1 calc R U P A 2
H14D H 0.356898 0.525106 0.975056 0.120 Uiso 0.29(3) 1 calc R U P A 2
C15 C 0.2964(5) 0.5384(4) 1.0073(17) 0.101(4) Uani 0.71(3) 1 d . . P A 1
H15A H 0.319032 0.571661 1.024814 0.151 Uiso 0.71(3) 1 calc R U P A 1
H15B H 0.274054 0.523918 1.068321 0.151 Uiso 0.71(3) 1 calc R U P A 1
H15C H 0.278950 0.536891 0.940361 0.151 Uiso 0.71(3) 1 calc R U P A 1
C15A C 0.3083(10) 0.5456(7) 0.948(3) 0.088(7) Uani 0.29(3) 1 d D . P A 2
H15D H 0.273921 0.528789 0.936014 0.132 Uiso 0.29(3) 1 calc R U P A 2
H15E H 0.324641 0.559354 0.878464 0.132 Uiso 0.29(3) 1 calc R U P A 2
H15F H 0.316824 0.571040 1.001867 0.132 Uiso 0.29(3) 1 calc R U P A 2
C16 C 0.39077(17) 0.45076(14) 1.0063(4) 0.0829(13) Uani 1 1 d . . . . .
H16A H 0.416084 0.468679 1.060946 0.099 Uiso 1 1 calc R U . . .
H16B H 0.360353 0.444523 1.039251 0.099 Uiso 1 1 calc R U . . .
C17 C 0.3883(2) 0.40592(18) 0.9865(5) 0.1105(17) Uani 1 1 d . . . . .
H17A H 0.360604 0.385930 0.940689 0.166 Uiso 1 1 calc R U . . .
H17B H 0.385549 0.389975 1.056667 0.166 Uiso 1 1 calc R U . . .
H17C H 0.417210 0.411371 0.948502 0.166 Uiso 1 1 calc R U . . .
C18 C 0.5117(5) 0.5930(6) 0.7979(12) 0.064(4) Uani 0.522(16) 1 d . . P B 1
H18A H 0.510975 0.620658 0.766160 0.077 Uiso 0.522(16) 1 calc R U P B 1
H18B H 0.523181 0.600960 0.874536 0.077 Uiso 0.522(16) 1 calc R U P B 1
C19 C 0.5452(4) 0.5841(3) 0.7340(8) 0.087(4) Uani 0.522(16) 1 d . . P B 1
H19A H 0.576369 0.612983 0.732158 0.104 Uiso 0.522(16) 1 calc R U P B 1
H19B H 0.533283 0.574867 0.658804 0.104 Uiso 0.522(16) 1 calc R U P B 1
H19C H 0.548045 0.558427 0.768669 0.104 Uiso 0.522(16) 1 calc R U P B 1
C18A C 0.5159(8) 0.5787(7) 0.772(2) 0.105(7) Uani 0.478(16) 1 d . . P B 2
H18C H 0.531283 0.560892 0.798991 0.125 Uiso 0.478(16) 1 calc R U P B 2
H18D H 0.521025 0.583271 0.692106 0.125 Uiso 0.478(16) 1 calc R U P B 2
C19A C 0.5368(6) 0.6248(6) 0.8272(12) 0.112(5) Uani 0.478(16) 1 d . . P B 2
H19D H 0.567935 0.646227 0.795061 0.134 Uiso 0.478(16) 1 calc R U P B 2
H19E H 0.540418 0.620720 0.905736 0.134 Uiso 0.478(16) 1 calc R U P B 2
H19F H 0.515957 0.638206 0.817553 0.134 Uiso 0.478(16) 1 calc R U P B 2
C20 C 0.44124(10) 0.58173(12) 0.6379(3) 0.0512(9) Uani 1 1 d . . . . .
C21 C 0.44732(13) 0.56809(13) 0.5342(3) 0.0576(10) Uani 1 1 d . . . . .
C22 C 0.45509(13) 0.59775(14) 0.4462(3) 0.0640(10) Uani 1 1 d . . . . .
H22 H 0.459983 0.588983 0.375057 0.077 Uiso 1 1 calc R U . . .
C23 C 0.45580(13) 0.64011(14) 0.4611(4) 0.0651(11) Uani 1 1 d . . . . .
H23 H 0.461176 0.660397 0.400052 0.078 Uiso 1 1 calc R U . . .
C24 C 0.44890(13) 0.65289(13) 0.5619(4) 0.0631(11) Uani 1 1 d . . . . .
H24 H 0.449111 0.682017 0.570491 0.076 Uiso 1 1 calc R U . . .
C25 C 0.44150(12) 0.62439(12) 0.6534(3) 0.0573(9) Uani 1 1 d . . . . .
C26 C 0.44579(19) 0.52122(16) 0.5141(4) 0.0874(14) Uani 1 1 d . . . . .
H26A H 0.476151 0.527655 0.480491 0.105 Uiso 1 1 calc R U . . .
H26B H 0.442650 0.505342 0.585568 0.105 Uiso 1 1 calc R U . . .
C27 C 0.4056(2) 0.48830(18) 0.4406(5) 0.1219(19) Uani 1 1 d . . . . .
H27A H 0.407365 0.504453 0.371261 0.146 Uiso 1 1 calc R U . . .
H27B H 0.375290 0.479066 0.476877 0.146 Uiso 1 1 calc R U . . .
H27C H 0.407854 0.459901 0.425591 0.146 Uiso 1 1 calc R U . . .
C28 C 0.43243(16) 0.63894(17) 0.7647(3) 0.0852(12) Uani 1 1 d . . . . .
H28A H 0.426152 0.613465 0.817995 0.102 Uiso 1 1 calc R U . . .
H28B H 0.461692 0.667841 0.788654 0.102 Uiso 1 1 calc R U . . .
C29 C 0.39286(19) 0.6485(2) 0.7695(4) 0.1157(17) Uani 1 1 d . . . . .
H29A H 0.362853 0.618864 0.758184 0.139 Uiso 1 1 calc R U . . .
H29B H 0.396830 0.671265 0.711882 0.139 Uiso 1 1 calc R U . . .
H29C H 0.392499 0.661769 0.841532 0.139 Uiso 1 1 calc R U . . .
C32 C 0.18351(12) 0.25409(12) 0.1442(3) 0.0570(9) Uani 1 1 d D . . . .
C33 C 0.14943(14) 0.26659(13) 0.1736(3) 0.0676(10) Uani 1 1 d . . . . .
H33 H 0.148472 0.290525 0.130778 0.081 Uiso 1 1 calc R U . . .
C34 C 0.11698(13) 0.24731(13) 0.2591(3) 0.0658(10) Uani 1 1 d D . . . .
C36 C 0.21882(12) 0.20525(12) 0.1768(3) 0.0570(9) Uani 1 1 d . . . . .
C37 C 0.20218(14) 0.16549(15) 0.1084(4) 0.0715(11) Uani 1 1 d . . . . .
C38 C 0.23139(18) 0.14703(18) 0.0885(4) 0.0934(14) Uani 1 1 d . . . . .
H38 H 0.220452 0.120059 0.042121 0.112 Uiso 1 1 calc R U . . .
C39 C 0.27429(18) 0.16581(19) 0.1321(5) 0.0963(14) Uani 1 1 d . . . . .
H39 H 0.293678 0.152508 0.114794 0.116 Uiso 1 1 calc R U . . .
C40 C 0.29146(15) 0.20402(18) 0.2017(5) 0.0938(15) Uani 1 1 d . . . . .
H40 H 0.322157 0.216543 0.233131 0.113 Uiso 1 1 calc R U . . .
C41 C 0.26314(14) 0.22485(14) 0.2268(3) 0.0737(11) Uani 1 1 d D . . . .
C42 C 0.15281(17) 0.14288(17) 0.0579(4) 0.0945(15) Uani 1 1 d D . . . .
H42A H 0.134253 0.154473 0.098627 0.113 Uiso 0.910(12) 1 calc R U P C 1
H42B H 0.156032 0.154365 -0.018700 0.113 Uiso 0.910(12) 1 calc R U P C 1
H42C H 0.147993 0.167215 0.020700 0.113 Uiso 0.090(12) 1 calc R U P C 2
H42D H 0.148577 0.118509 0.003273 0.113 Uiso 0.090(12) 1 calc R U P C 2
C43 C 0.1261(2) 0.0923(2) 0.0562(7) 0.141(4) Uani 0.910(12) 1 d . . P C 1
H43A H 0.143749 0.080053 0.015757 0.211 Uiso 0.910(12) 1 calc R U P C 1
H43B H 0.095520 0.081877 0.020088 0.211 Uiso 0.910(12) 1 calc R U P C 1
H43C H 0.120645 0.080221 0.131737 0.211 Uiso 0.910(12) 1 calc R U P C 1
C43A C 0.118(2) 0.121(3) 0.151(4) 0.14(3) Uiso 0.090(12) 1 d D . P C 2
H43D H 0.085575 0.105458 0.122274 0.204 Uiso 0.090(12) 1 calc R U P C 2
H43E H 0.123244 0.096588 0.187106 0.204 Uiso 0.090(12) 1 calc R U P C 2
H43F H 0.122663 0.145058 0.204449 0.204 Uiso 0.090(12) 1 calc R U P C 2
C44 C 0.28076(19) 0.26540(18) 0.3058(5) 0.1055(15) Uani 1 1 d D . . . .
H44C H 0.315776 0.280475 0.307478 0.127 Uiso 0.30(4) 1 calc R U P D 2
H44D H 0.273462 0.288893 0.273156 0.127 Uiso 0.30(4) 1 calc R U P D 2
H44A H 0.260989 0.280567 0.299652 0.127 Uiso 0.70(4) 1 calc R U P D 1
H44B H 0.313830 0.289409 0.286967 0.127 Uiso 0.70(4) 1 calc R U P D 1
C45 C 0.2789(5) 0.2483(4) 0.4255(7) 0.111(5) Uani 0.70(4) 1 d . U P D 1
H45A H 0.289643 0.275240 0.475874 0.166 Uiso 0.70(4) 1 calc R U P D 1
H45B H 0.299706 0.234649 0.432558 0.166 Uiso 0.70(4) 1 calc R U P D 1
H45C H 0.246288 0.224124 0.443847 0.166 Uiso 0.70(4) 1 calc R U P D 1
C46 C 0.2128(4) 0.2744(4) 0.0425(8) 0.065(3) Uani 0.661(10) 1 d . . P E 1
H46A H 0.217394 0.249605 0.006806 0.077 Uiso 0.661(10) 1 calc R U P E 1
H46B H 0.195335 0.283463 -0.009507 0.077 Uiso 0.661(10) 1 calc R U P E 1
C47 C 0.2599(3) 0.3164(3) 0.0646(6) 0.097(3) Uani 0.661(10) 1 d . . P E 1
H47A H 0.275827 0.330267 -0.005171 0.145 Uiso 0.661(10) 1 calc R U P E 1
H47B H 0.279132 0.306718 0.107507 0.145 Uiso 0.661(10) 1 calc R U P E 1
H47C H 0.255787 0.339889 0.106113 0.145 Uiso 0.661(10) 1 calc R U P E 1
C48 C 0.0854(4) 0.2682(4) 0.2865(9) 0.089(3) Uani 0.708(12) 1 d . . P F 1
H48A H 0.074454 0.260661 0.363611 0.107 Uiso 0.708(12) 1 calc R U P F 1
H48B H 0.103876 0.303192 0.278907 0.107 Uiso 0.708(12) 1 calc R U P F 1
C49 C 0.0428(3) 0.2483(3) 0.2105(9) 0.124(4) Uani 0.708(12) 1 d . . P F 1
H49A H 0.053638 0.253100 0.134023 0.187 Uiso 0.708(12) 1 calc R U P F 1
H49B H 0.024913 0.264731 0.223703 0.187 Uiso 0.708(12) 1 calc R U P F 1
H49C H 0.022406 0.214334 0.224775 0.187 Uiso 0.708(12) 1 calc R U P F 1
C45A C 0.2650(19) 0.2590(15) 0.419(2) 0.22(2) Uani 0.30(4) 1 d D U P D 2
H45D H 0.280634 0.289755 0.457022 0.334 Uiso 0.30(4) 1 calc R U P D 2
H45E H 0.230515 0.245738 0.421492 0.334 Uiso 0.30(4) 1 calc R U P D 2
H45F H 0.273161 0.237255 0.456084 0.334 Uiso 0.30(4) 1 calc R U P D 2
C46A C 0.2216(9) 0.2861(7) 0.0639(16) 0.119(14) Uiso 0.339(10) 1 d D . P E 2
H46C H 0.252957 0.296254 0.097259 0.143 Uiso 0.339(10) 1 calc R U P E 2
H46D H 0.219104 0.314984 0.052659 0.143 Uiso 0.339(10) 1 calc R U P E 2
C47A C 0.2195(5) 0.2643(5) -0.0472(13) 0.089(5) Uiso 0.339(10) 1 d D . P E 2
H47D H 0.240879 0.289070 -0.098388 0.133 Uiso 0.339(10) 1 calc R U P E 2
H47E H 0.187014 0.249057 -0.075593 0.133 Uiso 0.339(10) 1 calc R U P E 2
H47F H 0.229451 0.240465 -0.039676 0.133 Uiso 0.339(10) 1 calc R U P E 2
C48A C 0.0739(6) 0.2538(9) 0.260(2) 0.077(9) Uiso 0.292(12) 1 d D . P F 2
H48C H 0.069182 0.264242 0.186785 0.092 Uiso 0.292(12) 1 calc R U P F 2
H48D H 0.044924 0.223875 0.280006 0.092 Uiso 0.292(12) 1 calc R U P F 2
C49A C 0.0858(8) 0.2918(7) 0.3457(19) 0.132(9) Uiso 0.292(12) 1 d D . P F 2
H49D H 0.115508 0.320444 0.325713 0.198 Uiso 0.292(12) 1 calc R U P F 2
H49E H 0.089536 0.280283 0.417370 0.198 Uiso 0.292(12) 1 calc R U P F 2
H49F H 0.060145 0.299193 0.349595 0.198 Uiso 0.292(12) 1 calc R U P F 2
C50 C 0.08479(13) 0.19238(13) 0.4133(3) 0.0576(10) Uani 1 1 d . . . . .
C51 C 0.04176(13) 0.15033(13) 0.3990(3) 0.0598(10) Uani 1 1 d . . . . .
C52 C 0.01309(14) 0.12988(15) 0.4907(4) 0.0719(12) Uani 1 1 d . . . . .
H52 H -0.016762 0.101749 0.482206 0.086 Uiso 1 1 calc R U . . .
C53 C 0.02711(15) 0.14958(15) 0.5933(4) 0.0706(11) Uani 1 1 d . . . . .
H53 H 0.006982 0.135128 0.654785 0.085 Uiso 1 1 calc R U . . .
C54 C 0.07000(15) 0.18996(14) 0.6069(4) 0.0714(11) Uani 1 1 d . . . . .
H54 H 0.079625 0.202979 0.678468 0.086 Uiso 1 1 calc R U . . .
C55 C 0.09978(14) 0.21231(13) 0.5183(3) 0.0652(10) Uani 1 1 d . . . . .
C56 C 0.02510(16) 0.12761(16) 0.2876(4) 0.0872(13) Uani 1 1 d . . . . .
H56A H -0.005031 0.126681 0.269640 0.105 Uiso 1 1 calc R U . . .
H56B H 0.048869 0.147724 0.231879 0.105 Uiso 1 1 calc R U . . .
C57 C 0.01746(19) 0.07846(17) 0.2798(5) 0.1083(16) Uani 1 1 d . . . . .
H57A H 0.012982 0.068479 0.202692 0.130 Uiso 1 1 calc R U . . .
H57B H -0.010806 0.056719 0.322110 0.130 Uiso 1 1 calc R U . . .
H57C H 0.045193 0.077940 0.309545 0.130 Uiso 1 1 calc R U . . .
C58 C 0.14768(17) 0.25662(16) 0.5373(4) 0.0944(14) Uani 1 1 d . . . . .
H58A H 0.163484 0.268695 0.465471 0.113 Uiso 1 1 calc R U . . .
H58B H 0.142549 0.281437 0.570709 0.113 Uiso 1 1 calc R U . . .
C59 C 0.1793(2) 0.2482(2) 0.6091(7) 0.164(3) Uani 1 1 d . . . . .
H59A H 0.185666 0.224700 0.574934 0.196 Uiso 1 1 calc R U . . .
H59B H 0.163896 0.236322 0.680450 0.196 Uiso 1 1 calc R U . . .
H59C H 0.209187 0.278010 0.619558 0.196 Uiso 1 1 calc R U . . .
C62 C 0.21610(13) 0.42016(13) 0.2962(4) 0.0695(10) Uani 1 1 d D . . . .
C63 C 0.18295(14) 0.40111(13) 0.2125(3) 0.0747(11) Uani 1 1 d . . . . .
H63 H 0.182710 0.376397 0.170440 0.090 Uiso 1 1 calc R U . . .
C64 C 0.14985(12) 0.41461(13) 0.1839(3) 0.0641(9) Uani 1 1 d D . . . .
C66 C 0.24984(12) 0.47512(12) 0.4510(3) 0.0530(9) Uani 1 1 d . . . . .
C67 C 0.23279(13) 0.45488(13) 0.5545(3) 0.0586(10) Uani 1 1 d D . . . .
C68 C 0.26145(14) 0.47604(13) 0.6450(3) 0.0646(9) Uani 1 1 d . . . . .
H68 H 0.250484 0.462409 0.715513 0.077 Uiso 1 1 calc R U . . .
C69 C 0.30485(14) 0.51579(14) 0.6360(3) 0.0656(10) Uani 1 1 d . . . . .
H69 H 0.323827 0.529486 0.699583 0.079 Uiso 1 1 calc R U . . .
C70 C 0.32115(13) 0.53606(14) 0.5342(4) 0.0616(10) Uani 1 1 d . . . . .
H70 H 0.351400 0.563908 0.528495 0.074 Uiso 1 1 calc R U . . .
C71 C 0.29443(13) 0.51678(13) 0.4402(3) 0.0559(10) Uani 1 1 d . . . . .
C72 C 0.18421(16) 0.41154(15) 0.5689(4) 0.0881(14) Uani 1 1 d D . . . .
H72C H 0.179370 0.388144 0.511085 0.106 Uiso 0.19(3) 1 calc R U P G 2
H72D H 0.183009 0.396813 0.640943 0.106 Uiso 0.19(3) 1 calc R U P G 2
H72A H 0.169442 0.400220 0.495880 0.106 Uiso 0.81(3) 1 calc R U P G 1
H72B H 0.187681 0.385902 0.603557 0.106 Uiso 0.81(3) 1 calc R U P G 1
C73 C 0.1522(2) 0.4218(2) 0.6389(13) 0.128(5) Uani 0.81(3) 1 d . U P G 1
H73A H 0.165754 0.431208 0.712638 0.193 Uiso 0.81(3) 1 calc R U P G 1
H73B H 0.120793 0.393184 0.643846 0.193 Uiso 0.81(3) 1 calc R U P G 1
H73C H 0.149077 0.447512 0.605569 0.193 Uiso 0.81(3) 1 calc R U P G 1
C73A C 0.1444(8) 0.4225(12) 0.563(7) 0.20(2) Uiso 0.19(3) 1 d D U P G 2
H73D H 0.114006 0.393149 0.573189 0.296 Uiso 0.19(3) 1 calc R U P G 2
H73E H 0.148523 0.445048 0.621487 0.296 Uiso 0.19(3) 1 calc R U P G 2
H73F H 0.144882 0.436372 0.491538 0.296 Uiso 0.19(3) 1 calc R U P G 2
C74 C 0.31223(15) 0.54095(14) 0.3309(3) 0.0780(11) Uani 1 1 d . . . . .
H74A H 0.343957 0.544814 0.317036 0.094 Uiso 1 1 calc R U . . .
H74B H 0.290636 0.520219 0.272525 0.094 Uiso 1 1 calc R U . . .
C75 C 0.31579(17) 0.58853(16) 0.3233(4) 0.1007(15) Uani 1 1 d . . . . .
H75A H 0.329116 0.602823 0.251760 0.121 Uiso 1 1 calc R U . . .
H75B H 0.336459 0.609113 0.381975 0.121 Uiso 1 1 calc R U . . .
H75C H 0.284119 0.584803 0.331122 0.121 Uiso 1 1 calc R U . . .
C76 C 0.2453(3) 0.3964(3) 0.3278(7) 0.091(2) Uani 0.799(11) 1 d . . P H 1
H76A H 0.252611 0.400765 0.407355 0.109 Uiso 0.799(11) 1 calc R U P H 1
H76B H 0.226410 0.361857 0.313039 0.109 Uiso 0.799(11) 1 calc R U P H 1
C77 C 0.2905(2) 0.4171(3) 0.2641(7) 0.126(3) Uani 0.799(11) 1 d . . P H 1
H77A H 0.283368 0.409932 0.185882 0.188 Uiso 0.799(11) 1 calc R U P H 1
H77B H 0.309670 0.403454 0.289960 0.188 Uiso 0.799(11) 1 calc R U P H 1
H77C H 0.308279 0.451599 0.274592 0.188 Uiso 0.799(11) 1 calc R U P H 1
C78 C 0.1094(3) 0.3803(3) 0.1076(9) 0.076(3) Uani 0.594(15) 1 d D . P I 1
H78A H 0.111180 0.351099 0.096004 0.091 Uiso 0.594(15) 1 calc R U P I 1
H78B H 0.078277 0.371225 0.141263 0.091 Uiso 0.594(15) 1 calc R U P I 1
C79 C 0.1144(3) 0.4047(3) 0.0005(10) 0.087(3) Uani 0.594(15) 1 d . . P I 1
H79A H 0.090319 0.382615 -0.051033 0.131 Uiso 0.594(15) 1 calc R U P I 1
H79B H 0.146084 0.415451 -0.029796 0.131 Uiso 0.594(15) 1 calc R U P I 1
H79C H 0.110078 0.432146 0.011935 0.131 Uiso 0.594(15) 1 calc R U P I 1
C80 C 0.1145(4) 0.4626(5) 0.2268(13) 0.060(4) Uani 0.56(2) 1 d G . P J 1
C81 C 0.0706(4) 0.4449(5) 0.2779(12) 0.073(4) Uani 0.56(2) 1 d DG . P J 1
C82 C 0.0425(4) 0.4650(6) 0.2562(12) 0.079(3) Uani 0.56(2) 1 d G . P J 1
H82 H 0.012534 0.452908 0.291046 0.095 Uiso 0.56(2) 1 calc R U P J 1
C83 C 0.0583(5) 0.5029(5) 0.1834(14) 0.099(4) Uani 0.56(2) 1 d G . P J 1
H83 H 0.039081 0.516621 0.168510 0.119 Uiso 0.56(2) 1 calc R U P J 1
C84 C 0.1021(5) 0.5206(4) 0.1323(12) 0.084(4) Uani 0.56(2) 1 d G . P J 1
H84 H 0.112926 0.546463 0.082558 0.101 Uiso 0.56(2) 1 calc R U P J 1
C85 C 0.1302(3) 0.5005(5) 0.1540(12) 0.063(3) Uani 0.56(2) 1 d DG . P J 1
C86 C 0.0549(8) 0.4025(5) 0.3513(13) 0.084(4) Uani 0.56(2) 1 d D . P J 1
H86A H 0.028153 0.374847 0.314910 0.100 Uiso 0.56(2) 1 calc R U P J 1
H86B H 0.081368 0.395792 0.356822 0.100 Uiso 0.56(2) 1 calc R U P J 1
C87 C 0.0397(8) 0.4060(9) 0.4655(14) 0.133(7) Uani 0.56(2) 1 d D . P J 1
H87A H 0.007022 0.399918 0.463945 0.200 Uiso 0.56(2) 1 calc R U P J 1
H87B H 0.060751 0.437899 0.494570 0.200 Uiso 0.56(2) 1 calc R U P J 1
H87C H 0.041435 0.382473 0.512575 0.200 Uiso 0.56(2) 1 calc R U P J 1
C88 C 0.1750(5) 0.5276(6) 0.0852(17) 0.102(6) Uani 0.56(2) 1 d D . P J 1
H88A H 0.189203 0.507300 0.072085 0.122 Uiso 0.56(2) 1 calc R U P J 1
H88B H 0.166664 0.535463 0.012990 0.122 Uiso 0.56(2) 1 calc R U P J 1
C89 C 0.2106(5) 0.5724(6) 0.1414(17) 0.117(5) Uani 0.56(2) 1 d D . P J 1
H89A H 0.235947 0.592234 0.089690 0.175 Uiso 0.56(2) 1 calc R U P J 1
H89B H 0.224126 0.564596 0.204455 0.175 Uiso 0.56(2) 1 calc R U P J 1
H89C H 0.194922 0.589766 0.166798 0.175 Uiso 0.56(2) 1 calc R U P J 1
C76A C 0.2577(9) 0.4122(11) 0.288(3) 0.089(14) Uiso 0.201(11) 1 d D . P H 2
H76C H 0.286776 0.440376 0.315959 0.107 Uiso 0.201(11) 1 calc R U P H 2
H76D H 0.263055 0.406811 0.210826 0.107 Uiso 0.201(11) 1 calc R U P H 2
C77A C 0.2463(8) 0.3687(8) 0.358(2) 0.093(9) Uiso 0.201(11) 1 d D . P H 2
H77D H 0.224582 0.339856 0.317309 0.140 Uiso 0.201(11) 1 calc R U P H 2
H77E H 0.231261 0.369866 0.426722 0.140 Uiso 0.201(11) 1 calc R U P H 2
H77F H 0.275660 0.368482 0.374248 0.140 Uiso 0.201(11) 1 calc R U P H 2
C78A C 0.1228(4) 0.4007(5) 0.0752(8) 0.050(4) Uani 0.406(15) 1 d D . P I 2
H78C H 0.114604 0.425209 0.054597 0.060 Uiso 0.406(15) 1 calc R U P I 2
H78D H 0.143504 0.399706 0.016957 0.060 Uiso 0.406(15) 1 calc R U P I 2
C79A C 0.0787(6) 0.3540(5) 0.0815(14) 0.127(6) Uani 0.406(15) 1 d D . P I 2
H79D H 0.054813 0.353697 0.032121 0.190 Uiso 0.406(15) 1 calc R U P I 2
H79E H 0.066686 0.348259 0.157075 0.190 Uiso 0.406(15) 1 calc R U P I 2
H79F H 0.085551 0.328996 0.059599 0.190 Uiso 0.406(15) 1 calc R U P I 2
C80A C 0.1182(5) 0.4672(6) 0.2156(17) 0.057(5) Uani 0.44(2) 1 d DG . P J 2
C81A C 0.0760(6) 0.4407(6) 0.2730(15) 0.063(4) Uani 0.44(2) 1 d DG . P J 2
C82A C 0.0420(5) 0.4546(7) 0.2736(17) 0.104(7) Uani 0.44(2) 1 d G . P J 2
H82A H 0.013118 0.436460 0.312799 0.124 Uiso 0.44(2) 1 calc R U P J 2
C83A C 0.0501(6) 0.4950(7) 0.2167(18) 0.093(5) Uani 0.44(2) 1 d G . P J 2
H83A H 0.026851 0.504563 0.217065 0.112 Uiso 0.44(2) 1 calc R U P J 2
C84A C 0.0923(6) 0.5216(5) 0.1593(16) 0.089(5) Uani 0.44(2) 1 d G . P J 2
H84A H 0.097870 0.549230 0.120416 0.107 Uiso 0.44(2) 1 calc R U P J 2
C85A C 0.1263(5) 0.5077(6) 0.1587(16) 0.076(5) Uani 0.44(2) 1 d DG . P J 2
C86A C 0.0657(11) 0.4013(8) 0.3538(19) 0.091(7) Uani 0.44(2) 1 d D . P J 2
H86C H 0.036153 0.372229 0.331855 0.109 Uiso 0.44(2) 1 calc R U P J 2
H86D H 0.091911 0.394078 0.351511 0.109 Uiso 0.44(2) 1 calc R U P J 2
C87A C 0.0604(12) 0.4145(11) 0.4697(17) 0.128(10) Uani 0.44(2) 1 d D . P J 2
H87D H 0.036779 0.424825 0.470843 0.193 Uiso 0.44(2) 1 calc R U P J 2
H87E H 0.090978 0.440442 0.495478 0.193 Uiso 0.44(2) 1 calc R U P J 2
H87F H 0.049990 0.386935 0.517849 0.193 Uiso 0.44(2) 1 calc R U P J 2
C88A C 0.1764(6) 0.5277(6) 0.116(2) 0.098(6) Uani 0.44(2) 1 d D . P J 2
H88C H 0.195328 0.523430 0.173405 0.117 Uiso 0.44(2) 1 calc R U P J 2
H88D H 0.175091 0.508047 0.052053 0.117 Uiso 0.44(2) 1 calc R U P J 2
C89A C 0.2032(8) 0.5787(6) 0.080(3) 0.123(8) Uani 0.44(2) 1 d D . P J 2
H89D H 0.186999 0.583253 0.017125 0.185 Uiso 0.44(2) 1 calc R U P J 2
H89E H 0.235494 0.587132 0.058646 0.185 Uiso 0.44(2) 1 calc R U P J 2
H89F H 0.204457 0.599041 0.140835 0.185 Uiso 0.44(2) 1 calc R U P J 2


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL Version 2019/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.301(4) . ?
N1 C6 1.410(4) . ?
N1 H1 0.9800 . ?
N5 C4 1.321(4) . ?
N5 C20 1.432(4) . ?
N31 C32 1.306(4) . ?
N31 C36 1.420(4) . ?
N31 H31 0.9800 . ?
N35 C34 1.316(4) . ?
N35 C50 1.431(4) . ?
N61 C62 1.320(4) . ?
N61 C66 1.424(4) . ?
N61 H61 0.9800 . ?
N65 C64 1.317(4) . ?
N65 C80 1.409(9) . ?
N65 C80A 1.426(10) . ?
C2 C3 1.395(5) . ?
C2 C16 1.528(5) . ?
C3 C4 1.400(5) . ?
C3 H3 0.9500 . ?
C4 C18 1.518(17) . ?
C4 C18A 1.56(2) . ?
C6 C7 1.391(5) . ?
C6 C11 1.403(5) . ?
C7 C8 1.392(5) . ?
C7 C12 1.512(5) . ?
C8 C9 1.370(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.366(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(6) . ?
C10 H10 0.9500 . ?
C11 C14 1.522(6) . ?
C12 C13 1.456(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15A 1.471(16) . ?
C14 C15 1.494(11) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 H14C 0.9900 . ?
C14 H14D 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C15A H15D 0.9800 . ?
C15A H15E 0.9800 . ?
C15A H15F 0.9800 . ?
C16 C17 1.441(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.480(17) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C18A C19A 1.46(2) . ?
C18A H18C 0.9900 . ?
C18A H18D 0.9900 . ?
C19A H19D 0.9800 . ?
C19A H19E 0.9800 . ?
C19A H19F 0.9800 . ?
C20 C21 1.384(5) . ?
C20 C25 1.397(5) . ?
C21 C22 1.377(5) . ?
C21 C26 1.520(6) . ?
C22 C23 1.378(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.349(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.391(5) . ?
C24 H24 0.9500 . ?
C25 C28 1.512(5) . ?
C26 C27 1.503(7) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.469(6) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C32 C33 1.405(5) . ?
C32 C46 1.500(7) . ?
C32 C46A 1.512(10) . ?
C33 C34 1.389(5) . ?
C33 H33 0.9500 . ?
C34 C48A 1.516(10) . ?
C34 C48 1.526(7) . ?
C36 C41 1.392(5) . ?
C36 C37 1.399(5) . ?
C37 C38 1.376(5) . ?
C37 C42 1.522(6) . ?
C38 C39 1.323(6) . ?
C38 H38 0.9500 . ?
C39 C40 1.371(7) . ?
C39 H39 0.9500 . ?
C40 C41 1.423(6) . ?
C40 H40 0.9500 . ?
C41 C44 1.496(6) . ?
C42 C43 1.426(7) . ?
C42 C43A 1.51(2) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 H42C 0.9900 . ?
C42 H42D 0.9900 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C43A H43D 0.9800 . ?
C43A H43E 0.9800 . ?
C43A H43F 0.9800 . ?
C44 C45A 1.452(17) . ?
C44 C45 1.550(11) . ?
C44 H44C 0.9900 . ?
C44 H44D 0.9900 . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 C47 1.479(14) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 C49 1.515(13) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C45A H45D 0.9800 . ?
C45A H45E 0.9800 . ?
C45A H45F 0.9800 . ?
C46A C47A 1.515(10) . ?
C46A H46C 0.9900 . ?
C46A H46D 0.9900 . ?
C47A H47D 0.9800 . ?
C47A H47E 0.9800 . ?
C47A H47F 0.9800 . ?
C48A C49A 1.515(18) . ?
C48A H48C 0.9900 . ?
C48A H48D 0.9900 . ?
C49A H49D 0.9800 . ?
C49A H49E 0.9800 . ?
C49A H49F 0.9800 . ?
C50 C51 1.395(5) . ?
C50 C55 1.405(5) . ?
C51 C52 1.393(6) . ?
C51 C56 1.509(6) . ?
C52 C53 1.372(6) . ?
C52 H52 0.9500 . ?
C53 C54 1.367(5) . ?
C53 H53 0.9500 . ?
C54 C55 1.388(5) . ?
C54 H54 0.9500 . ?
C55 C58 1.521(6) . ?
C56 C57 1.493(6) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 C59 1.475(8) . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C62 C63 1.384(5) . ?
C62 C76A 1.502(19) . ?
C62 C76 1.546(7) . ?
C63 C64 1.395(5) . ?
C63 H63 0.9500 . ?
C64 C78A 1.527(8) . ?
C64 C78 1.540(8) . ?
C66 C67 1.401(5) . ?
C66 C71 1.411(5) . ?
C67 C68 1.384(5) . ?
C67 C72 1.513(5) . ?
C68 C69 1.361(5) . ?
C68 H68 0.9500 . ?
C69 C70 1.379(5) . ?
C69 H69 0.9500 . ?
C70 C71 1.383(5) . ?
C70 H70 0.9500 . ?
C71 C74 1.505(5) . ?
C72 C73A 1.505(10) . ?
C72 C73 1.506(9) . ?
C72 H72C 0.9900 . ?
C72 H72D 0.9900 . ?
C72 H72A 0.9900 . ?
C72 H72B 0.9900 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C73A H73D 0.9800 . ?
C73A H73E 0.9800 . ?
C73A H73F 0.9800 . ?
C74 C75 1.496(5) . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
C76 C77 1.492(11) . ?
C76 H76A 0.9900 . ?
C76 H76B 0.9900 . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
C78 C79 1.493(13) . ?
C78 H78A 0.9900 . ?
C78 H78B 0.9900 . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
C80 C81 1.3900 . ?
C80 C85 1.3900 . ?
C81 C82 1.3900 . ?
C81 C86 1.502(8) . ?
C82 C83 1.3900 . ?
C82 H82 0.9500 . ?
C83 C84 1.3900 . ?
C83 H83 0.9500 . ?
C84 C85 1.3900 . ?
C84 H84 0.9500 . ?
C85 C88 1.522(8) . ?
C86 C87 1.499(14) . ?
C86 H86A 0.9900 . ?
C86 H86B 0.9900 . ?
C87 H87A 0.9800 . ?
C87 H87B 0.9800 . ?
C87 H87C 0.9800 . ?
C88 C89 1.499(16) . ?
C88 H88A 0.9900 . ?
C88 H88B 0.9900 . ?
C89 H89A 0.9800 . ?
C89 H89B 0.9800 . ?
C89 H89C 0.9800 . ?
C76A C77A 1.528(18) . ?
C76A H76C 0.9900 . ?
C76A H76D 0.9900 . ?
C77A H77D 0.9800 . ?
C77A H77E 0.9800 . ?
C77A H77F 0.9800 . ?
C78A C79A 1.481(15) . ?
C78A H78C 0.9900 . ?
C78A H78D 0.9900 . ?
C79A H79D 0.9800 . ?
C79A H79E 0.9800 . ?
C79A H79F 0.9800 . ?
C80A C81A 1.3900 . ?
C80A C85A 1.3900 . ?
C81A C82A 1.3900 . ?
C81A C86A 1.515(9) . ?
C82A C83A 1.3900 . ?
C82A H82A 0.9500 . ?
C83A C84A 1.3900 . ?
C83A H83A 0.9500 . ?
C84A C85A 1.3900 . ?
C84A H84A 0.9500 . ?
C85A C88A 1.515(9) . ?
C86A C87A 1.509(17) . ?
C86A H86C 0.9900 . ?
C86A H86D 0.9900 . ?
C87A H87D 0.9800 . ?
C87A H87E 0.9800 . ?
C87A H87F 0.9800 . ?
C88A C89A 1.501(10) . ?
C88A H88C 0.9900 . ?
C88A H88D 0.9900 . ?
C89A H89D 0.9800 . ?
C89A H89E 0.9800 . ?
C89A H89F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C6 125.7(3) . . ?
C2 N1 H1 117.2 . . ?
C6 N1 H1 117.2 . . ?
C4 N5 C20 124.9(3) . . ?
C32 N31 C36 124.6(3) . . ?
C32 N31 H31 117.7 . . ?
C36 N31 H31 117.7 . . ?
C34 N35 C50 124.9(3) . . ?
C62 N61 C66 126.2(3) . . ?
C62 N61 H61 116.9 . . ?
C66 N61 H61 116.9 . . ?
C64 N65 C80 124.8(8) . . ?
C64 N65 C80A 124.6(10) . . ?
N1 C2 C3 121.3(3) . . ?
N1 C2 C16 120.3(4) . . ?
C3 C2 C16 118.5(4) . . ?
C2 C3 C4 125.8(3) . . ?
C2 C3 H3 117.1 . . ?
C4 C3 H3 117.1 . . ?
N5 C4 C3 120.0(3) . . ?
N5 C4 C18 118.9(6) . . ?
C3 C4 C18 120.3(6) . . ?
N5 C4 C18A 121.2(9) . . ?
C3 C4 C18A 116.8(9) . . ?
C7 C6 C11 120.3(3) . . ?
C7 C6 N1 120.3(3) . . ?
C11 C6 N1 119.2(3) . . ?
C6 C7 C8 118.9(3) . . ?
C6 C7 C12 122.0(3) . . ?
C8 C7 C12 119.1(4) . . ?
C9 C8 C7 121.0(4) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C10 C9 C8 119.7(4) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 121.7(4) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C10 C11 C6 118.4(4) . . ?
C10 C11 C14 121.3(4) . . ?
C6 C11 C14 120.3(4) . . ?
C13 C12 C7 114.8(4) . . ?
C13 C12 H12A 108.6 . . ?
C7 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
C7 C12 H12B 108.6 . . ?
H12A C12 H12B 107.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15A C14 C11 111.5(10) . . ?
C15 C14 C11 115.6(5) . . ?
C15 C14 H14A 108.4 . . ?
C11 C14 H14A 108.4 . . ?
C15 C14 H14B 108.4 . . ?
C11 C14 H14B 108.4 . . ?
H14A C14 H14B 107.4 . . ?
C15A C14 H14C 109.3 . . ?
C11 C14 H14C 109.3 . . ?
C15A C14 H14D 109.3 . . ?
C11 C14 H14D 109.3 . . ?
H14C C14 H14D 108.0 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C15A H15D 109.5 . . ?
C14 C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
C14 C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C17 C16 C2 115.2(4) . . ?
C17 C16 H16A 108.5 . . ?
C2 C16 H16A 108.5 . . ?
C17 C16 H16B 108.5 . . ?
C2 C16 H16B 108.5 . . ?
H16A C16 H16B 107.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C4 112.2(12) . . ?
C19 C18 H18A 109.2 . . ?
C4 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
C4 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C19A C18A C4 108.9(16) . . ?
C19A C18A H18C 109.9 . . ?
C4 C18A H18C 109.9 . . ?
C19A C18A H18D 109.9 . . ?
C4 C18A H18D 109.9 . . ?
H18C C18A H18D 108.3 . . ?
C18A C19A H19D 109.5 . . ?
C18A C19A H19E 109.5 . . ?
H19D C19A H19E 109.5 . . ?
C18A C19A H19F 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C21 C20 C25 120.7(3) . . ?
C21 C20 N5 118.9(3) . . ?
C25 C20 N5 120.2(3) . . ?
C22 C21 C20 119.3(3) . . ?
C22 C21 C26 118.7(4) . . ?
C20 C21 C26 122.0(3) . . ?
C21 C22 C23 120.3(4) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 120.3(4) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 121.5(4) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
C24 C25 C20 117.9(3) . . ?
C24 C25 C28 120.3(3) . . ?
C20 C25 C28 121.8(3) . . ?
C27 C26 C21 113.0(4) . . ?
C27 C26 H26A 109.0 . . ?
C21 C26 H26A 109.0 . . ?
C27 C26 H26B 109.0 . . ?
C21 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C25 115.5(4) . . ?
C29 C28 H28A 108.4 . . ?
C25 C28 H28A 108.4 . . ?
C29 C28 H28B 108.4 . . ?
C25 C28 H28B 108.4 . . ?
H28A C28 H28B 107.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N31 C32 C33 119.7(3) . . ?
N31 C32 C46 120.0(5) . . ?
C33 C32 C46 120.2(5) . . ?
N31 C32 C46A 121.5(15) . . ?
C33 C32 C46A 117.2(14) . . ?
C34 C33 C32 126.2(3) . . ?
C34 C33 H33 116.9 . . ?
C32 C33 H33 116.9 . . ?
N35 C34 C33 120.4(3) . . ?
N35 C34 C48A 117.9(13) . . ?
C33 C34 C48A 119.1(13) . . ?
N35 C34 C48 119.9(5) . . ?
C33 C34 C48 119.4(5) . . ?
C41 C36 C37 121.1(3) . . ?
C41 C36 N31 120.5(3) . . ?
C37 C36 N31 118.1(3) . . ?
C38 C37 C36 118.4(4) . . ?
C38 C37 C42 120.7(4) . . ?
C36 C37 C42 120.9(3) . . ?
C39 C38 C37 121.8(5) . . ?
C39 C38 H38 119.1 . . ?
C37 C38 H38 119.1 . . ?
C38 C39 C40 121.6(4) . . ?
C38 C39 H39 119.2 . . ?
C40 C39 H39 119.2 . . ?
C39 C40 C41 119.8(4) . . ?
C39 C40 H40 120.1 . . ?
C41 C40 H40 120.1 . . ?
C36 C41 C40 117.2(4) . . ?
C36 C41 C44 122.5(4) . . ?
C40 C41 C44 120.3(4) . . ?
C43 C42 C37 116.8(4) . . ?
C43A C42 C37 107(3) . . ?
C43 C42 H42A 108.1 . . ?
C37 C42 H42A 108.1 . . ?
C43 C42 H42B 108.1 . . ?
C37 C42 H42B 108.1 . . ?
H42A C42 H42B 107.3 . . ?
C43A C42 H42C 110.4 . . ?
C37 C42 H42C 110.4 . . ?
C43A C42 H42D 110.4 . . ?
C37 C42 H42D 110.4 . . ?
H42C C42 H42D 108.6 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C42 C43A H43D 109.5 . . ?
C42 C43A H43E 109.5 . . ?
H43D C43A H43E 109.5 . . ?
C42 C43A H43F 109.5 . . ?
H43D C43A H43F 109.5 . . ?
H43E C43A H43F 109.5 . . ?
C45A C44 C41 122.2(16) . . ?
C41 C44 C45 111.0(6) . . ?
C45A C44 H44C 106.8 . . ?
C41 C44 H44C 106.8 . . ?
C45A C44 H44D 106.8 . . ?
C41 C44 H44D 106.8 . . ?
H44C C44 H44D 106.6 . . ?
C41 C44 H44A 109.4 . . ?
C45 C44 H44A 109.4 . . ?
C41 C44 H44B 109.4 . . ?
C45 C44 H44B 109.4 . . ?
H44A C44 H44B 108.0 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C47 C46 C32 113.1(8) . . ?
C47 C46 H46A 109.0 . . ?
C32 C46 H46A 109.0 . . ?
C47 C46 H46B 109.0 . . ?
C32 C46 H46B 109.0 . . ?
H46A C46 H46B 107.8 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C49 C48 C34 110.6(8) . . ?
C49 C48 H48A 109.5 . . ?
C34 C48 H48A 109.5 . . ?
C49 C48 H48B 109.5 . . ?
C34 C48 H48B 109.5 . . ?
H48A C48 H48B 108.1 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C48 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C44 C45A H45D 109.5 . . ?
C44 C45A H45E 109.5 . . ?
H45D C45A H45E 109.5 . . ?
C44 C45A H45F 109.5 . . ?
H45D C45A H45F 109.5 . . ?
H45E C45A H45F 109.5 . . ?
C32 C46A C47A 115.2(14) . . ?
C32 C46A H46C 108.5 . . ?
C47A C46A H46C 108.5 . . ?
C32 C46A H46D 108.5 . . ?
C47A C46A H46D 108.5 . . ?
H46C C46A H46D 107.5 . . ?
C46A C47A H47D 109.5 . . ?
C46A C47A H47E 109.5 . . ?
H47D C47A H47E 109.5 . . ?
C46A C47A H47F 109.5 . . ?
H47D C47A H47F 109.5 . . ?
H47E C47A H47F 109.5 . . ?
C49A C48A C34 103.9(15) . . ?
C49A C48A H48C 111.0 . . ?
C34 C48A H48C 111.0 . . ?
C49A C48A H48D 111.0 . . ?
C34 C48A H48D 111.0 . . ?
H48C C48A H48D 109.0 . . ?
C48A C49A H49D 109.5 . . ?
C48A C49A H49E 109.5 . . ?
H49D C49A H49E 109.5 . . ?
C48A C49A H49F 109.5 . . ?
H49D C49A H49F 109.5 . . ?
H49E C49A H49F 109.5 . . ?
C51 C50 C55 120.8(3) . . ?
C51 C50 N35 119.8(4) . . ?
C55 C50 N35 119.2(4) . . ?
C52 C51 C50 118.2(4) . . ?
C52 C51 C56 119.7(4) . . ?
C50 C51 C56 122.1(4) . . ?
C53 C52 C51 121.3(4) . . ?
C53 C52 H52 119.4 . . ?
C51 C52 H52 119.4 . . ?
C54 C53 C52 120.1(4) . . ?
C54 C53 H53 120.0 . . ?
C52 C53 H53 120.0 . . ?
C53 C54 C55 121.2(4) . . ?
C53 C54 H54 119.4 . . ?
C55 C54 H54 119.4 . . ?
C54 C55 C50 118.4(4) . . ?
C54 C55 C58 119.6(4) . . ?
C50 C55 C58 122.0(4) . . ?
C57 C56 C51 114.1(4) . . ?
C57 C56 H56A 108.7 . . ?
C51 C56 H56A 108.7 . . ?
C57 C56 H56B 108.7 . . ?
C51 C56 H56B 108.7 . . ?
H56A C56 H56B 107.6 . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C59 C58 C55 113.1(4) . . ?
C59 C58 H58A 109.0 . . ?
C55 C58 H58A 109.0 . . ?
C59 C58 H58B 109.0 . . ?
C55 C58 H58B 109.0 . . ?
H58A C58 H58B 107.8 . . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
N61 C62 C63 121.3(3) . . ?
N61 C62 C76A 118.8(16) . . ?
C63 C62 C76A 116.3(16) . . ?
N61 C62 C76 118.6(4) . . ?
C63 C62 C76 119.7(4) . . ?
C62 C63 C64 126.4(3) . . ?
C62 C63 H63 116.8 . . ?
C64 C63 H63 116.8 . . ?
N65 C64 C63 119.1(3) . . ?
N65 C64 C78A 115.9(6) . . ?
C63 C64 C78A 123.0(6) . . ?
N65 C64 C78 123.6(5) . . ?
C63 C64 C78 115.9(5) . . ?
C67 C66 C71 120.7(3) . . ?
C67 C66 N61 119.2(3) . . ?
C71 C66 N61 119.9(3) . . ?
C68 C67 C66 118.2(3) . . ?
C68 C67 C72 120.1(4) . . ?
C66 C67 C72 121.8(4) . . ?
C69 C68 C67 122.0(4) . . ?
C69 C68 H68 119.0 . . ?
C67 C68 H68 119.0 . . ?
C68 C69 C70 119.6(3) . . ?
C68 C69 H69 120.2 . . ?
C70 C69 H69 120.2 . . ?
C69 C70 C71 121.5(4) . . ?
C69 C70 H70 119.3 . . ?
C71 C70 H70 119.3 . . ?
C70 C71 C66 118.0(3) . . ?
C70 C71 C74 120.2(4) . . ?
C66 C71 C74 121.8(3) . . ?
C73A C72 C67 113.3(13) . . ?
C73 C72 C67 112.1(4) . . ?
C73A C72 H72C 108.9 . . ?
C67 C72 H72C 108.9 . . ?
C73A C72 H72D 108.9 . . ?
C67 C72 H72D 108.9 . . ?
H72C C72 H72D 107.7 . . ?
C73 C72 H72A 109.2 . . ?
C67 C72 H72A 109.2 . . ?
C73 C72 H72B 109.2 . . ?
C67 C72 H72B 109.2 . . ?
H72A C72 H72B 107.9 . . ?
C72 C73 H73A 109.5 . . ?
C72 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
C72 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C72 C73A H73D 109.5 . . ?
C72 C73A H73E 109.5 . . ?
H73D C73A H73E 109.5 . . ?
C72 C73A H73F 109.5 . . ?
H73D C73A H73F 109.5 . . ?
H73E C73A H73F 109.5 . . ?
C75 C74 C71 114.0(4) . . ?
C75 C74 H74A 108.8 . . ?
C71 C74 H74A 108.8 . . ?
C75 C74 H74B 108.8 . . ?
C71 C74 H74B 108.8 . . ?
H74A C74 H74B 107.7 . . ?
C74 C75 H75A 109.5 . . ?
C74 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C74 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
C77 C76 C62 111.0(8) . . ?
C77 C76 H76A 109.4 . . ?
C62 C76 H76A 109.4 . . ?
C77 C76 H76B 109.4 . . ?
C62 C76 H76B 109.4 . . ?
H76A C76 H76B 108.0 . . ?
C76 C77 H77A 109.5 . . ?
C76 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C76 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C79 C78 C64 108.3(8) . . ?
C79 C78 H78A 110.0 . . ?
C64 C78 H78A 110.0 . . ?
C79 C78 H78B 110.0 . . ?
C64 C78 H78B 110.0 . . ?
H78A C78 H78B 108.4 . . ?
C78 C79 H79A 109.5 . . ?
C78 C79 H79B 109.5 . . ?
H79A C79 H79B 109.5 . . ?
C78 C79 H79C 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
C81 C80 C85 120.0 . . ?
C81 C80 N65 130.2(8) . . ?
C85 C80 N65 109.7(8) . . ?
C82 C81 C80 120.0 . . ?
C82 C81 C86 123.0(10) . . ?
C80 C81 C86 117.0(10) . . ?
C83 C82 C81 120.0 . . ?
C83 C82 H82 120.0 . . ?
C81 C82 H82 120.0 . . ?
C82 C83 C84 120.0 . . ?
C82 C83 H83 120.0 . . ?
C84 C83 H83 120.0 . . ?
C85 C84 C83 120.0 . . ?
C85 C84 H84 120.0 . . ?
C83 C84 H84 120.0 . . ?
C84 C85 C80 120.0 . . ?
C84 C85 C88 106.6(14) . . ?
C80 C85 C88 133.4(14) . . ?
C87 C86 C81 117.1(11) . . ?
C87 C86 H86A 108.0 . . ?
C81 C86 H86A 108.0 . . ?
C87 C86 H86B 108.0 . . ?
C81 C86 H86B 108.0 . . ?
H86A C86 H86B 107.3 . . ?
C86 C87 H87A 109.5 . . ?
C86 C87 H87B 109.5 . . ?
H87A C87 H87B 109.5 . . ?
C86 C87 H87C 109.5 . . ?
H87A C87 H87C 109.5 . . ?
H87B C87 H87C 109.5 . . ?
C89 C88 C85 111.2(13) . . ?
C89 C88 H88A 109.4 . . ?
C85 C88 H88A 109.4 . . ?
C89 C88 H88B 109.4 . . ?
C85 C88 H88B 109.4 . . ?
H88A C88 H88B 108.0 . . ?
C88 C89 H89A 109.5 . . ?
C88 C89 H89B 109.5 . . ?
H89A C89 H89B 109.5 . . ?
C88 C89 H89C 109.5 . . ?
H89A C89 H89C 109.5 . . ?
H89B C89 H89C 109.5 . . ?
C62 C76A C77A 107.5(16) . . ?
C62 C76A H76C 110.2 . . ?
C77A C76A H76C 110.2 . . ?
C62 C76A H76D 110.2 . . ?
C77A C76A H76D 110.2 . . ?
H76C C76A H76D 108.5 . . ?
C76A C77A H77D 109.5 . . ?
C76A C77A H77E 109.5 . . ?
H77D C77A H77E 109.5 . . ?
C76A C77A H77F 109.5 . . ?
H77D C77A H77F 109.5 . . ?
H77E C77A H77F 109.5 . . ?
C79A C78A C64 112.2(12) . . ?
C79A C78A H78C 109.2 . . ?
C64 C78A H78C 109.2 . . ?
C79A C78A H78D 109.2 . . ?
C64 C78A H78D 109.2 . . ?
H78C C78A H78D 107.9 . . ?
C78A C79A H79D 109.5 . . ?
C78A C79A H79E 109.5 . . ?
H79D C79A H79E 109.5 . . ?
C78A C79A H79F 109.5 . . ?
H79D C79A H79F 109.5 . . ?
H79E C79A H79F 109.5 . . ?
C81A C80A C85A 120.0 . . ?
C81A C80A N65 109.4(11) . . ?
C85A C80A N65 130.1(11) . . ?
C82A C81A C80A 120.0 . . ?
C82A C81A C86A 113.5(13) . . ?
C80A C81A C86A 125.7(13) . . ?
C81A C82A C83A 120.0 . . ?
C81A C82A H82A 120.0 . . ?
C83A C82A H82A 120.0 . . ?
C82A C83A C84A 120.0 . . ?
C82A C83A H83A 120.0 . . ?
C84A C83A H83A 120.0 . . ?
C85A C84A C83A 120.0 . . ?
C85A C84A H84A 120.0 . . ?
C83A C84A H84A 120.0 . . ?
C84A C85A C80A 120.0 . . ?
C84A C85A C88A 136.2(12) . . ?
C80A C85A C88A 103.6(13) . . ?
C87A C86A C81A 111.9(14) . . ?
C87A C86A H86C 109.2 . . ?
C81A C86A H86C 109.2 . . ?
C87A C86A H86D 109.2 . . ?
C81A C86A H86D 109.2 . . ?
H86C C86A H86D 107.9 . . ?
C86A C87A H87D 109.5 . . ?
C86A C87A H87E 109.5 . . ?
H87D C87A H87E 109.5 . . ?
C86A C87A H87F 109.5 . . ?
H87D C87A H87F 109.5 . . ?
H87E C87A H87F 109.5 . . ?
C89A C88A C85A 118.7(14) . . ?
C89A C88A H88C 107.6 . . ?
C85A C88A H88C 107.6 . . ?
C89A C88A H88D 107.6 . . ?
C85A C88A H88D 107.6 . . ?
H88C C88A H88D 107.1 . . ?
C88A C89A H89D 109.5 . . ?
C88A C89A H89E 109.5 . . ?
H89D C89A H89E 109.5 . . ?
C88A C89A H89F 109.5 . . ?
H89D C89A H89F 109.5 . . ?
H89E C89A H89F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 C3 -170.5(3) . . . . ?
C6 N1 C2 C16 8.6(5) . . . . ?
N1 C2 C3 C4 3.9(6) . . . . ?
C16 C2 C3 C4 -175.3(4) . . . . ?
C20 N5 C4 C3 -179.6(3) . . . . ?
C20 N5 C4 C18 10.9(8) . . . . ?
C20 N5 C4 C18A -16.2(10) . . . . ?
C2 C3 C4 N5 -3.1(6) . . . . ?
C2 C3 C4 C18 166.2(7) . . . . ?
C2 C3 C4 C18A -167.2(9) . . . . ?
C2 N1 C6 C7 -104.0(4) . . . . ?
C2 N1 C6 C11 81.0(5) . . . . ?
C11 C6 C7 C8 -1.2(5) . . . . ?
N1 C6 C7 C8 -176.2(3) . . . . ?
C11 C6 C7 C12 176.8(3) . . . . ?
N1 C6 C7 C12 1.8(5) . . . . ?
C6 C7 C8 C9 -1.0(6) . . . . ?
C12 C7 C8 C9 -179.1(4) . . . . ?
C7 C8 C9 C10 1.9(7) . . . . ?
C8 C9 C10 C11 -0.6(7) . . . . ?
C9 C10 C11 C6 -1.6(7) . . . . ?
C9 C10 C11 C14 178.5(5) . . . . ?
C7 C6 C11 C10 2.5(6) . . . . ?
N1 C6 C11 C10 177.5(4) . . . . ?
C7 C6 C11 C14 -177.6(4) . . . . ?
N1 C6 C11 C14 -2.6(5) . . . . ?
C6 C7 C12 C13 -103.9(5) . . . . ?
C8 C7 C12 C13 74.1(5) . . . . ?
C10 C11 C14 C15A -67.0(16) . . . . ?
C6 C11 C14 C15A 113.1(16) . . . . ?
C10 C11 C14 C15 -33.2(12) . . . . ?
C6 C11 C14 C15 146.9(10) . . . . ?
N1 C2 C16 C17 85.5(5) . . . . ?
C3 C2 C16 C17 -95.3(5) . . . . ?
N5 C4 C18 C19 -97.8(9) . . . . ?
C3 C4 C18 C19 92.8(10) . . . . ?
N5 C4 C18A C19A 97.8(15) . . . . ?
C3 C4 C18A C19A -98.3(13) . . . . ?
C4 N5 C20 C21 97.1(4) . . . . ?
C4 N5 C20 C25 -88.5(4) . . . . ?
C25 C20 C21 C22 1.9(5) . . . . ?
N5 C20 C21 C22 176.3(3) . . . . ?
C25 C20 C21 C26 -178.2(4) . . . . ?
N5 C20 C21 C26 -3.8(5) . . . . ?
C20 C21 C22 C23 -1.4(5) . . . . ?
C26 C21 C22 C23 178.8(4) . . . . ?
C21 C22 C23 C24 0.0(6) . . . . ?
C22 C23 C24 C25 0.8(6) . . . . ?
C23 C24 C25 C20 -0.2(5) . . . . ?
C23 C24 C25 C28 -178.2(4) . . . . ?
C21 C20 C25 C24 -1.2(5) . . . . ?
N5 C20 C25 C24 -175.5(3) . . . . ?
C21 C20 C25 C28 176.8(3) . . . . ?
N5 C20 C25 C28 2.5(5) . . . . ?
C22 C21 C26 C27 -63.4(5) . . . . ?
C20 C21 C26 C27 116.8(5) . . . . ?
C24 C25 C28 C29 54.8(6) . . . . ?
C20 C25 C28 C29 -123.1(4) . . . . ?
C36 N31 C32 C33 176.5(3) . . . . ?
C36 N31 C32 C46 0.7(8) . . . . ?
C36 N31 C32 C46A -18.4(10) . . . . ?
N31 C32 C33 C34 -2.1(6) . . . . ?
C46 C32 C33 C34 173.6(7) . . . . ?
C46A C32 C33 C34 -167.9(11) . . . . ?
C50 N35 C34 C33 178.3(4) . . . . ?
C50 N35 C34 C48A -19.8(10) . . . . ?
C50 N35 C34 C48 3.5(8) . . . . ?
C32 C33 C34 N35 -0.5(6) . . . . ?
C32 C33 C34 C48A -162.2(9) . . . . ?
C32 C33 C34 C48 174.3(7) . . . . ?
C32 N31 C36 C41 96.1(4) . . . . ?
C32 N31 C36 C37 -89.6(4) . . . . ?
C41 C36 C37 C38 -2.2(6) . . . . ?
N31 C36 C37 C38 -176.4(4) . . . . ?
C41 C36 C37 C42 177.3(4) . . . . ?
N31 C36 C37 C42 3.1(5) . . . . ?
C36 C37 C38 C39 0.1(7) . . . . ?
C42 C37 C38 C39 -179.5(5) . . . . ?
C37 C38 C39 C40 1.6(8) . . . . ?
C38 C39 C40 C41 -1.1(8) . . . . ?
C37 C36 C41 C40 2.6(5) . . . . ?
N31 C36 C41 C40 176.7(3) . . . . ?
C37 C36 C41 C44 -176.1(4) . . . . ?
N31 C36 C41 C44 -2.0(6) . . . . ?
C39 C40 C41 C36 -1.0(6) . . . . ?
C39 C40 C41 C44 177.7(4) . . . . ?
C38 C37 C42 C43 40.9(7) . . . . ?
C36 C37 C42 C43 -138.6(6) . . . . ?
C38 C37 C42 C43A 111(3) . . . . ?
C36 C37 C42 C43A -69(3) . . . . ?
C36 C41 C44 C45A 78(3) . . . . ?
C40 C41 C44 C45A -101(3) . . . . ?
C36 C41 C44 C45 105.4(8) . . . . ?
C40 C41 C44 C45 -73.2(9) . . . . ?
N31 C32 C46 C47 -87.7(8) . . . . ?
C33 C32 C46 C47 96.6(7) . . . . ?
N35 C34 C48 C49 -103.0(7) . . . . ?
C33 C34 C48 C49 82.1(9) . . . . ?
N31 C32 C46A C47A 82(3) . . . . ?
C33 C32 C46A C47A -113(2) . . . . ?
N35 C34 C48A C49A 93.8(19) . . . . ?
C33 C34 C48A C49A -104.1(19) . . . . ?
C34 N35 C50 C51 94.4(5) . . . . ?
C34 N35 C50 C55 -90.3(5) . . . . ?
C55 C50 C51 C52 2.9(5) . . . . ?
N35 C50 C51 C52 178.2(3) . . . . ?
C55 C50 C51 C56 -178.9(3) . . . . ?
N35 C50 C51 C56 -3.7(5) . . . . ?
C50 C51 C52 C53 -1.8(6) . . . . ?
C56 C51 C52 C53 180.0(4) . . . . ?
C51 C52 C53 C54 -0.2(6) . . . . ?
C52 C53 C54 C55 1.1(6) . . . . ?
C53 C54 C55 C50 0.0(6) . . . . ?
C53 C54 C55 C58 -178.7(4) . . . . ?
C51 C50 C55 C54 -2.0(5) . . . . ?
N35 C50 C55 C54 -177.3(3) . . . . ?
C51 C50 C55 C58 176.6(4) . . . . ?
N35 C50 C55 C58 1.3(5) . . . . ?
C52 C51 C56 C57 -61.7(5) . . . . ?
C50 C51 C56 C57 120.2(4) . . . . ?
C54 C55 C58 C59 61.3(6) . . . . ?
C50 C55 C58 C59 -117.3(6) . . . . ?
C66 N61 C62 C63 174.4(4) . . . . ?
C66 N61 C62 C76A -27.8(12) . . . . ?
C66 N61 C62 C76 1.2(7) . . . . ?
N61 C62 C63 C64 -1.8(7) . . . . ?
C76A C62 C63 C64 -160.1(10) . . . . ?
C76 C62 C63 C64 171.3(6) . . . . ?
C80 N65 C64 C63 -172.0(6) . . . . ?
C80A N65 C64 C63 178.5(8) . . . . ?
C80A N65 C64 C78A 13.9(10) . . . . ?
C80 N65 C64 C78 -6.1(9) . . . . ?
C62 C63 C64 N65 1.4(6) . . . . ?
C62 C63 C64 C78A 164.9(7) . . . . ?
C62 C63 C64 C78 -165.6(6) . . . . ?
C62 N61 C66 C67 -87.3(5) . . . . ?
C62 N61 C66 C71 97.7(4) . . . . ?
C71 C66 C67 C68 -1.9(5) . . . . ?
N61 C66 C67 C68 -176.8(3) . . . . ?
C71 C66 C67 C72 177.2(4) . . . . ?
N61 C66 C67 C72 2.3(5) . . . . ?
C66 C67 C68 C69 0.9(6) . . . . ?
C72 C67 C68 C69 -178.2(4) . . . . ?
C67 C68 C69 C70 0.2(6) . . . . ?
C68 C69 C70 C71 -0.3(6) . . . . ?
C69 C70 C71 C66 -0.7(5) . . . . ?
C69 C70 C71 C74 177.3(3) . . . . ?
C67 C66 C71 C70 1.8(5) . . . . ?
N61 C66 C71 C70 176.6(3) . . . . ?
C67 C66 C71 C74 -176.1(3) . . . . ?
N61 C66 C71 C74 -1.3(5) . . . . ?
C68 C67 C72 C73A 102(4) . . . . ?
C66 C67 C72 C73A -77(4) . . . . ?
C68 C67 C72 C73 61.8(8) . . . . ?
C66 C67 C72 C73 -117.3(8) . . . . ?
C70 C71 C74 C75 -65.4(5) . . . . ?
C66 C71 C74 C75 112.4(4) . . . . ?
N61 C62 C76 C77 -95.8(6) . . . . ?
C63 C62 C76 C77 91.0(6) . . . . ?
N65 C64 C78 C79 79.3(9) . . . . ?
C63 C64 C78 C79 -114.4(7) . . . . ?
C64 N65 C80 C81 85.5(13) . . . . ?
C64 N65 C80 C85 -96.7(8) . . . . ?
C85 C80 C81 C82 0.0 . . . . ?
N65 C80 C81 C82 177.7(17) . . . . ?
C85 C80 C81 C86 177.1(15) . . . . ?
N65 C80 C81 C86 -5.2(16) . . . . ?
C80 C81 C82 C83 0.0 . . . . ?
C86 C81 C82 C83 -177.0(16) . . . . ?
C81 C82 C83 C84 0.0 . . . . ?
C82 C83 C84 C85 0.0 . . . . ?
C83 C84 C85 C80 0.0 . . . . ?
C83 C84 C85 C88 179.6(13) . . . . ?
C81 C80 C85 C84 0.0 . . . . ?
N65 C80 C85 C84 -178.1(14) . . . . ?
C81 C80 C85 C88 -179.5(17) . . . . ?
N65 C80 C85 C88 2.4(16) . . . . ?
C82 C81 C86 C87 -55(2) . . . . ?
C80 C81 C86 C87 127.8(16) . . . . ?
C84 C85 C88 C89 83(2) . . . . ?
C80 C85 C88 C89 -97(2) . . . . ?
N61 C62 C76A C77A 105(2) . . . . ?
C63 C62 C76A C77A -96(2) . . . . ?
N65 C64 C78A C79A -108.9(11) . . . . ?
C63 C64 C78A C79A 87.1(12) . . . . ?
C64 N65 C80A C81A 87.2(11) . . . . ?
C64 N65 C80A C85A -100.8(14) . . . . ?
C85A C80A C81A C82A 0.0 . . . . ?
N65 C80A C81A C82A 173.0(17) . . . . ?
C85A C80A C81A C86A -169(2) . . . . ?
N65 C80A C81A C86A 4(2) . . . . ?
C80A C81A C82A C83A 0.0 . . . . ?
C86A C81A C82A C83A 170.1(18) . . . . ?
C81A C82A C83A C84A 0.0 . . . . ?
C82A C83A C84A C85A 0.0 . . . . ?
C83A C84A C85A C80A 0.0 . . . . ?
C83A C84A C85A C88A -175(3) . . . . ?
C81A C80A C85A C84A 0.0 . . . . ?
N65 C80A C85A C84A -171(2) . . . . ?
C81A C80A C85A C88A 176(2) . . . . ?
N65 C80A C85A C88A 4.8(18) . . . . ?
C82A C81A C86A C87A -56(3) . . . . ?
C80A C81A C86A C87A 113(2) . . . . ?
C84A C85A C88A C89A 14(5) . . . . ?
C80A C85A C88A C89A -161(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 N5 0.98 1.90 2.651(4) 131.0 . yes
N31 H31 N35 0.98 1.87 2.640(4) 133.3 . yes
N61 H61 N65 0.98 1.88 2.639(4) 132.0 . yes

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_hdas65
_database_code_depnum_ccdc_archive 'CCDC 2352335'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2024-04-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H44 N2 Si'
_chemical_formula_sum            'C31 H44 N2 Si'
_chemical_formula_weight         472.77
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   42.4215(8)
_cell_length_b                   15.2419(4)
_cell_length_c                   8.7768(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5674.9(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9300
_cell_measurement_temperature    173
_cell_measurement_theta_max      29.4180
_cell_measurement_theta_min      2.7090
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97040
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.107
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2064
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_unetI/netI     0.0141
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.847
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_h_min       -58
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            15725
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.847
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.625
_diffrn_reflns_theta_min         1.920
_diffrn_ambient_temperature      173
_diffrn_detector                 'photon counting pixel array detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Dectris PILATUS P200K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.847
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -85.00  91.70   0.38   12.00    --    4.40  45.00   0.00  465
  2  ω   -100.00  76.32   0.38   12.00    --  -11.10  45.00 150.00  464
  3  ω     52.00  77.08   0.38   12.00    --  -11.10  45.00  30.00   66
  4  ω    -15.00  48.08   0.38   12.00    --  -11.10  45.00  30.00  166
;
_diffrn_measurement_device       'AFC10: Fixed χ 3 circle'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200K'
_diffrn_measurement_method       'shutterless scans'
_diffrn_measurement_specimen_support Loop
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0005008500
_diffrn_orient_matrix_UB_12      -0.0222152500
_diffrn_orient_matrix_UB_13      -0.0709609000
_diffrn_orient_matrix_UB_21      -0.0166061000
_diffrn_orient_matrix_UB_22      0.0039220000
_diffrn_orient_matrix_UB_23      -0.0064338000
_diffrn_orient_matrix_UB_31      0.0018776500
_diffrn_orient_matrix_UB_32      0.0407098500
_diffrn_orient_matrix_UB_33      -0.0381191000
_diffrn_radiation_monochromator  'Rigaku Osmic Confocal Optical System'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_type              'Rigaku FR-X'
_reflns_Friedel_coverage         0.641
_reflns_Friedel_fraction_full    0.834
_reflns_Friedel_fraction_max     0.614
_reflns_number_gt                2857
_reflns_number_total             2949
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.028
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.46(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2949
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0268
_refine_ls_restrained_S_all      1.046
_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/[σ²(Fo²)+(0.0421P)²+2.6487P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0698
_refine_ls_wR_factor_ref         0.0702
_refine_special_details          
;
Refined as a 2-component inversion twin.
C2-C16 was found to be disordered mixture of single and double bond due
to symmetry with H16A>C all appearing as Q-peaks during refinement.
C16 was split with occupancies fixed to 0.5 and Uij constrained with EADP.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.54(12)
 0.46(12)
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 C(H,H,H,H,H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(C16B) = Uanis(C16A)
4. Others
 Sof(H17D)=Sof(H17E)=Sof(H17F)=1-FVAR(1)
 Sof(H17A)=Sof(H17B)=Sof(H17C)=FVAR(1)
 Fixed Sof: C16A(0.5) H16A(0.5) H16B(0.5) C16B(0.5) H16C(0.5)
5.a Ternary CH refined with riding coordinates:
 C13(H13), C10(H10)
5.b Secondary CH2 refined with riding coordinates:
 C16A(H16A,H16B)
5.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C3(H3), C8(H8), C7(H7), C16B(H16C)
5.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C17(H17D,H17E,H17F), C11(H11A,H11B,H11C), C12(H12A,H12B,
 H12C), C15(H15A,H15B,H15C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.500000 0.500000 0.70628(7) 0.02549(15) Uani 1 2 d S T P . .
N1 N 0.47157(3) 0.53554(8) 0.57814(14) 0.0217(3) Uani 1 1 d . . . . .
C4 C 0.44267(3) 0.56501(10) 0.65182(18) 0.0224(3) Uani 1 1 d . . . . .
C5 C 0.44085(3) 0.65000(10) 0.71155(17) 0.0252(3) Uani 1 1 d . . . . .
C2 C 0.47330(3) 0.53654(10) 0.41706(17) 0.0213(3) Uani 1 1 d . . . . .
C13 C 0.41864(4) 0.41424(11) 0.5966(2) 0.0310(4) Uani 1 1 d . . . . .
H13 H 0.435787 0.414047 0.518422 0.037 Uiso 1 1 calc R U . . .
C9 C 0.41767(3) 0.50527(10) 0.66790(17) 0.0253(3) Uani 1 1 d . . . . .
C6 C 0.41397(4) 0.67239(12) 0.7946(2) 0.0325(4) Uani 1 1 d . . . . .
H6 H 0.412350 0.729499 0.837205 0.039 Uiso 1 1 calc R U . . .
C10 C 0.46668(4) 0.71806(11) 0.6894(2) 0.0302(3) Uani 1 1 d . . . . .
H10 H 0.482052 0.694428 0.613332 0.036 Uiso 1 1 calc R U . . .
C3 C 0.500000 0.500000 0.3476(2) 0.0226(4) Uani 1 2 d S T P B .
H3 H 0.499999 0.499996 0.239322 0.027 Uiso 1 2 calc R U P . .
C17 C 0.44854(4) 0.57588(14) 0.1609(2) 0.0410(4) Uani 1 1 d . . . . .
H17A H 0.470531 0.584045 0.129707 0.061 Uiso 0.47(5) 1 calc R U P A 1
H17B H 0.435646 0.623565 0.119336 0.061 Uiso 0.47(5) 1 calc R U P A 1
H17C H 0.440800 0.519566 0.122072 0.061 Uiso 0.47(5) 1 calc R U P A 1
H17D H 0.426868 0.586586 0.126987 0.061 Uiso 0.53(5) 1 calc R U P A 2
H17E H 0.456006 0.520068 0.118753 0.061 Uiso 0.53(5) 1 calc R U P A 2
H17F H 0.462171 0.623584 0.125307 0.061 Uiso 0.53(5) 1 calc R U P A 2
C8 C 0.39141(3) 0.53087(12) 0.7530(2) 0.0321(4) Uani 1 1 d . . . . .
H8 H 0.374513 0.490822 0.767479 0.039 Uiso 1 1 calc R U . . .
C11 C 0.48442(5) 0.73511(13) 0.8378(2) 0.0443(5) Uani 1 1 d . . . . .
H11A H 0.469926 0.759911 0.913276 0.066 Uiso 1 1 calc R U . . .
H11B H 0.501648 0.776558 0.818927 0.066 Uiso 1 1 calc R U . . .
H11C H 0.493084 0.679800 0.876360 0.066 Uiso 1 1 calc R U . . .
C7 C 0.38970(4) 0.61341(13) 0.8161(2) 0.0355(4) Uani 1 1 d . . . . .
H7 H 0.371799 0.629786 0.874563 0.043 Uiso 1 1 calc R U . . .
C12 C 0.45346(5) 0.80436(13) 0.6269(3) 0.0454(5) Uani 1 1 d . . . . .
H12A H 0.441449 0.792693 0.533728 0.068 Uiso 1 1 calc R U . . .
H12B H 0.470884 0.844460 0.603904 0.068 Uiso 1 1 calc R U . . .
H12C H 0.439601 0.831152 0.703158 0.068 Uiso 1 1 calc R U . . .
C15 C 0.38767(4) 0.39321(15) 0.5153(3) 0.0594(7) Uani 1 1 d . . . . .
H15A H 0.370637 0.389024 0.590429 0.089 Uiso 1 1 calc R U . . .
H15B H 0.389683 0.337234 0.461267 0.089 Uiso 1 1 calc R U . . .
H15C H 0.382828 0.439896 0.442205 0.089 Uiso 1 1 calc R U . . .
C14 C 0.42658(6) 0.34471(14) 0.7145(3) 0.0574(6) Uani 1 1 d . . . . .
H14A H 0.447246 0.357423 0.759274 0.086 Uiso 1 1 calc R U . . .
H14B H 0.427089 0.286928 0.665634 0.086 Uiso 1 1 calc R U . . .
H14C H 0.410518 0.344929 0.794808 0.086 Uiso 1 1 calc R U . . .
C16A C 0.4464(6) 0.5766(12) 0.335(3) 0.0283(14) Uani 0.5 1 d . . P B 1
H16A H 0.444313 0.638217 0.368989 0.034 Uiso 0.5 1 calc R U P B 1
H16B H 0.426948 0.545374 0.365207 0.034 Uiso 0.5 1 calc R U P B 1
C16B C 0.4494(6) 0.5719(12) 0.330(3) 0.0283(14) Uani 0.5 1 d . . P B 2
H16C H 0.431904 0.596009 0.382516 0.034 Uiso 0.5 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 N1 1.7357(12) 2_665 ?
Si1 N1 1.7358(12) . ?
N1 C4 1.4568(17) . ?
N1 C2 1.4157(19) . ?
C4 C5 1.400(2) . ?
C4 C9 1.405(2) . ?
C5 C6 1.395(2) . ?
C5 C10 1.522(2) . ?
C2 C3 1.4018(17) . ?
C2 C16A 1.48(2) . ?
C2 C16B 1.38(3) . ?
C13 H13 1.0000 . ?
C13 C9 1.523(2) . ?
C13 C15 1.529(2) . ?
C13 C14 1.519(3) . ?
C9 C8 1.397(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.380(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.527(3) . ?
C10 C12 1.531(3) . ?
C3 H3 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 H17D 0.9800 . ?
C17 H17E 0.9800 . ?
C17 H17F 0.9800 . ?
C17 C16A 1.53(3) . ?
C17 C16B 1.48(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.377(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C7 H7 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C16A H16A 0.9900 . ?
C16A H16B 0.9900 . ?
C16B H16C 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Si1 N1 99.23(8) 2_665 . ?
C4 N1 Si1 113.15(10) . . ?
C2 N1 Si1 127.90(9) . . ?
C2 N1 C4 118.92(12) . . ?
C5 C4 N1 119.88(13) . . ?
C5 C4 C9 121.35(13) . . ?
C9 C4 N1 118.68(13) . . ?
C4 C5 C10 122.90(13) . . ?
C6 C5 C4 117.85(14) . . ?
C6 C5 C10 119.25(14) . . ?
N1 C2 C16A 116.8(11) . . ?
C3 C2 N1 118.17(13) . . ?
C3 C2 C16A 125.0(11) . . ?
C16B C2 N1 121.4(11) . . ?
C16B C2 C3 120.4(11) . . ?
C9 C13 H13 107.7 . . ?
C9 C13 C15 111.06(14) . . ?
C15 C13 H13 107.7 . . ?
C14 C13 H13 107.7 . . ?
C14 C13 C9 111.20(16) . . ?
C14 C13 C15 111.23(18) . . ?
C4 C9 C13 121.92(13) . . ?
C8 C9 C4 118.35(15) . . ?
C8 C9 C13 119.73(14) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 C5 121.45(16) . . ?
C7 C6 H6 119.3 . . ?
C5 C10 H10 108.0 . . ?
C5 C10 C11 111.22(14) . . ?
C5 C10 C12 111.57(13) . . ?
C11 C10 H10 108.0 . . ?
C11 C10 C12 109.86(16) . . ?
C12 C10 H10 108.0 . . ?
C2 C3 C2 128.4(2) . 2_665 ?
C2 C3 H3 115.8 2_665 . ?
C2 C3 H3 115.8 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
H17D C17 H17E 109.5 . . ?
H17D C17 H17F 109.5 . . ?
H17E C17 H17F 109.5 . . ?
C16A C17 H17A 109.5 . . ?
C16A C17 H17B 109.5 . . ?
C16A C17 H17C 109.5 . . ?
C16B C17 H17D 109.5 . . ?
C16B C17 H17E 109.5 . . ?
C16B C17 H17F 109.5 . . ?
C9 C8 H8 119.6 . . ?
C7 C8 C9 120.82(15) . . ?
C7 C8 H8 119.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 120.08(14) . . ?
C8 C7 H7 120.0 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C2 C16A C17 116.0(17) . . ?
C2 C16A H16A 108.3 . . ?
C2 C16A H16B 108.3 . . ?
C17 C16A H16A 108.3 . . ?
C17 C16A H16B 108.3 . . ?
H16A C16A H16B 107.4 . . ?
C2 C16B C17 126.1(19) . . ?
C2 C16B H16C 116.9 . . ?
C17 C16B H16C 116.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Si1 N1 C4 C5 81.97(15) . . . . ?
Si1 N1 C4 C9 -94.88(14) . . . . ?
Si1 N1 C2 C3 4.39(19) . . . . ?
Si1 N1 C2 C16A -175.6(8) . . . . ?
Si1 N1 C2 C16B -176.0(8) . . . . ?
N1 Si1 N1 C4 176.05(12) 2_665 . . . ?
N1 Si1 N1 C2 -2.26(10) 2_665 . . . ?
N1 C4 C5 C6 -173.61(14) . . . . ?
N1 C4 C5 C10 6.5(2) . . . . ?
N1 C4 C9 C13 -6.4(2) . . . . ?
N1 C4 C9 C8 173.17(14) . . . . ?
N1 C2 C3 C2 -2.13(9) . . . 2_665 ?
N1 C2 C16A C17 -179.2(7) . . . . ?
N1 C2 C16B C17 -179.4(9) . . . . ?
C4 N1 C2 C3 -173.83(11) . . . . ?
C4 N1 C2 C16A 6.2(8) . . . . ?
C4 N1 C2 C16B 5.8(8) . . . . ?
C4 C5 C6 C7 -0.8(2) . . . . ?
C4 C5 C10 C11 -108.88(18) . . . . ?
C4 C5 C10 C12 128.07(17) . . . . ?
C4 C9 C8 C7 1.7(2) . . . . ?
C5 C4 C9 C13 176.82(15) . . . . ?
C5 C4 C9 C8 -3.6(2) . . . . ?
C5 C6 C7 C8 -1.1(3) . . . . ?
C2 N1 C4 C5 -99.55(17) . . . . ?
C2 N1 C4 C9 83.60(18) . . . . ?
C13 C9 C8 C7 -178.74(16) . . . . ?
C9 C4 C5 C6 3.2(2) . . . . ?
C9 C4 C5 C10 -176.71(14) . . . . ?
C9 C8 C7 C6 0.6(3) . . . . ?
C6 C5 C10 C11 71.26(19) . . . . ?
C6 C5 C10 C12 -51.8(2) . . . . ?
C10 C5 C6 C7 179.11(16) . . . . ?
C3 C2 C16A C17 0.8(15) . . . . ?
C3 C2 C16B C17 0.2(17) . . . . ?
C15 C13 C9 C4 -133.74(18) . . . . ?
C15 C13 C9 C8 46.7(2) . . . . ?
C14 C13 C9 C4 101.81(18) . . . . ?
C14 C13 C9 C8 -77.7(2) . . . . ?
C16A C2 C3 C2 177.9(8) . . . 2_665 ?
C16B C2 C3 C2 178.2(8) . . . 2_665 ?

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.54(12)
2 0.46(12)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cbas70
_database_code_depnum_ccdc_archive 'CCDC 2352336'
loop_
_audit_author_name
_audit_author_address
'David B. Cordes'
;The University of St Andrews
United Kingdom
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_audit_creation_date             2023-06-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H45 K N2, C6 H6'
_chemical_formula_sum            'C37 H51 K N2'
_chemical_formula_weight         562.89
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.3868 1.0657 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.5987(4)
_cell_length_b                   15.6955(5)
_cell_length_c                   18.1851(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.499(3)
_cell_angle_gamma                90
_cell_volume                     3304.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10931
_cell_measurement_temperature    173
_cell_measurement_theta_max      66.2760
_cell_measurement_theta_min      3.6610
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.884
_exptl_absorpt_coefficient_mu    1.586
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72199
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.82a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            27280
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        66.968
_diffrn_reflns_theta_max         66.968
_diffrn_reflns_theta_min         3.723
_diffrn_ambient_temperature      173
_diffrn_detector                 'hybrid photon counting detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Dectris PILATUS P100K'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00  47.00   1.00    5.00    --    0.00 -82.00  90.00   70
  2  ω    -23.00  47.00   1.00    5.00    --    0.00 -82.00 -90.00   70
  3  ω    -15.00  35.00   1.00    5.00    --    5.00  77.00 150.00   50
  4  ω    -15.00  35.00   1.00    5.00    --    5.00  77.00  30.00   50
  5  ω    -15.00  35.00   1.00    5.00    --    5.00  77.00 -60.00   50
  6  ω   -141.00 -69.00   1.00   10.00    --  -57.40 -19.00-150.00   72
  7  ω    -60.00  32.00   1.00   10.00    --  -57.40  37.00  60.00   92
  8  ω   -141.00 -88.00   1.00   10.00    --  -57.40 -77.00  30.00   53
  9  ω   -141.00 -88.00   1.00   10.00    --  -57.40 -77.00 -60.00   53
 10  ω    -46.00  32.00   1.00   10.00    --  -57.40  19.00 150.00   78
 11  ω   -141.00 -69.00   1.00   10.00    --  -57.40 -19.00  30.00   72
 12  ω   -141.00 -88.00   1.00   10.00    --  -57.40 -77.00  90.00   53
 13  ω   -167.00 -45.00   1.00   25.00    --  -83.30 -70.00-163.19  122
 14  ω   -193.00 -77.00   1.00   40.00    -- -109.20 -57.00-106.04  116
 15  ω   -193.00 -71.00   1.00   40.00    -- -109.20 -70.00 -99.93  122
 16  ω    -97.00 -20.00   1.00   40.00    -- -109.20  82.00 -21.38   77
 17  ω   -193.00 -98.00   1.00   40.00    -- -109.20 -43.00 -41.32   95
 18  ω    -97.00 -20.00   1.00   40.00    -- -109.20  82.00  89.58   77
 19  ω   -193.00 -89.00   1.00   40.00    -- -109.20 -50.00 -90.66  104
 20  ω   -193.00-124.00   1.00   40.00    -- -109.20 -21.00 109.35   69
 21  ω    -93.00 -31.00   1.00   40.00    -- -109.20  82.00 -70.95   62
 22  ω   -193.00-158.00   1.00   40.00    -- -109.20 -60.00 -57.73   35
 23  ω   -131.00 -76.00   1.00   40.00    -- -109.20 -60.00 -57.73   55
 24  ω   -192.00-145.00   1.00   40.00    -- -109.20 -61.00  54.09   47
 25  ω   -120.00 -94.00   1.00   40.00    -- -109.20  67.00  92.22   26
 26  ω    -90.00 -61.00   1.00   40.00    -- -109.20  67.00  92.22   29
 27  ω   -166.00-140.00   1.00   40.00    -- -109.20 -19.00  90.00   26
 28  ω    -93.00 -55.00   1.00   40.00    -- -109.20  82.00 134.61   38
 29  ω   -130.00 -98.00   1.00   40.00    -- -109.20 -43.00 -16.86   32
 30  ω   -185.00-133.00   1.00   40.00    -- -109.20 -43.00 -16.86   52
 31  ω   -135.00 -98.00   1.00   40.00    -- -109.20 -44.00  41.39   37
 32  ω   -193.00-154.00   1.00   40.00    -- -109.20 -44.00  41.39   39
 33  ω   -111.00 -85.00   1.00   40.00    -- -109.20 -53.00  27.46   26
 34  ω    -73.00 -47.00   1.00   40.00    -- -109.20  19.00 150.00   26
;
_diffrn_measurement_device       'AFC12: Kappa 4 circle'
_diffrn_measurement_device_type  'Rigaku XtaLAB P100K'
_diffrn_measurement_method       'shutterless scans'
_diffrn_measurement_specimen_support Loop
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0398309000
_diffrn_orient_matrix_UB_12      0.0391230000
_diffrn_orient_matrix_UB_13      0.0718806000
_diffrn_orient_matrix_UB_21      -0.0725269000
_diffrn_orient_matrix_UB_22      0.0661406000
_diffrn_orient_matrix_UB_23      -0.0450012000
_diffrn_orient_matrix_UB_31      -0.1043004000
_diffrn_orient_matrix_UB_32      -0.0610227000
_diffrn_orient_matrix_UB_33      -0.0027555000
_diffrn_radiation_monochromator  'Rigaku Osmic Confocal Optical System'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating Anode'
_diffrn_source_type              'Rigaku MM-007HF'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5003
_reflns_number_total             5831
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.82a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.82a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.82a (Rigaku OD, 2023)'
_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)'
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         5831
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0356
_refine_ls_restrained_S_all      1.051
_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/[σ²(Fo²)+(0.0487P)²+0.7529P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0955
_refine_ls_wR_factor_ref         0.1004
_refine_special_details          ?
_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 Ternary CH refined with riding coordinates:
 C31(H31), C12(H12), C28(H28), C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C26(H26), C24(H24), C9(H9), C25(H25), C10(H10), C41(H41),
 C42(H42), C45(H45), C43(H43), C46(H46), C44(H44)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C30(H30A,H30B,H30C), C33(H33A,H33B,H33C), C16(H16A,H16B,
 H16C), C19(H19A,H19B,H19C), C29(H29A,H29B,H29C), C32(H32A,H32B,H32C), C17(H17A,
 H17B,H17C), C14(H14A,H14B,H14C), C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.61753(3) 0.40097(2) 0.75080(2) 0.04687(11) Uani 1 1 d . . . . .
N1 N 0.41300(10) 0.41891(7) 0.67345(7) 0.0340(3) Uani 1 1 d . . . . .
N5 N 0.56768(10) 0.25774(7) 0.67725(7) 0.0342(3) Uani 1 1 d . . . . .
C4 C 0.47609(12) 0.23144(8) 0.63684(7) 0.0327(3) Uani 1 1 d . . . . .
C2 C 0.34431(11) 0.36367(8) 0.63879(7) 0.0330(3) Uani 1 1 d . . . . .
C6 C 0.37230(11) 0.50006(8) 0.69537(8) 0.0338(3) Uani 1 1 d . . . . .
C22 C 0.65127(11) 0.19968(8) 0.70665(8) 0.0340(3) Uani 1 1 d . . . . .
C3 C 0.37682(12) 0.28021(8) 0.61850(8) 0.0349(3) Uani 1 1 d . . . . .
H3 H 0.321191 0.252037 0.586610 0.042 Uiso 1 1 calc R U . . .
C7 C 0.37519(12) 0.57123(9) 0.64773(8) 0.0377(3) Uani 1 1 d . . . . .
C27 C 0.62590(12) 0.14653(9) 0.76678(8) 0.0365(3) Uani 1 1 d . . . . .
C11 C 0.33953(12) 0.51169(9) 0.76807(8) 0.0399(3) Uani 1 1 d . . . . .
C23 C 0.76578(12) 0.20180(9) 0.68306(9) 0.0406(3) Uani 1 1 d . . . . .
C20 C 0.47281(12) 0.14176(8) 0.60378(8) 0.0379(3) Uani 1 1 d . . . . .
H20A H 0.509572 0.101407 0.639892 0.045 Uiso 1 1 calc R U . . .
H20B H 0.391376 0.124095 0.594030 0.045 Uiso 1 1 calc R U . . .
C31 C 0.50481(12) 0.14458(9) 0.79513(8) 0.0387(3) Uani 1 1 d . . . . .
H31 H 0.448867 0.156115 0.752253 0.046 Uiso 1 1 calc R U . . .
C18 C 0.21721(13) 0.38574(10) 0.62061(9) 0.0428(3) Uani 1 1 d . . . . .
H18A H 0.171171 0.359991 0.658956 0.051 Uiso 1 1 calc R U . . .
H18B H 0.208636 0.448321 0.624294 0.051 Uiso 1 1 calc R U . . .
C8 C 0.34528(13) 0.65106(9) 0.67425(9) 0.0437(4) Uani 1 1 d . . . . .
H8 H 0.347269 0.699005 0.642461 0.052 Uiso 1 1 calc R U . . .
C26 C 0.71403(14) 0.09864(9) 0.80190(9) 0.0447(4) Uani 1 1 d . . . . .
H26 H 0.697014 0.062990 0.842042 0.054 Uiso 1 1 calc R U . . .
C24 C 0.85053(13) 0.15234(10) 0.72062(10) 0.0495(4) Uani 1 1 d . . . . .
H24 H 0.927224 0.153555 0.705061 0.059 Uiso 1 1 calc R U . . .
C9 C 0.31290(13) 0.66244(10) 0.74527(10) 0.0476(4) Uani 1 1 d . . . . .
H9 H 0.292476 0.717403 0.762072 0.057 Uiso 1 1 calc R U . . .
C12 C 0.40736(16) 0.56279(10) 0.56843(9) 0.0500(4) Uani 1 1 d . . . . .
H12 H 0.438707 0.504150 0.561624 0.060 Uiso 1 1 calc R U . . .
C25 C 0.82580(14) 0.10186(10) 0.77960(10) 0.0496(4) Uani 1 1 d . . . . .
H25 H 0.885116 0.069491 0.804773 0.059 Uiso 1 1 calc R U . . .
C28 C 0.79665(14) 0.25729(10) 0.61888(9) 0.0479(4) Uani 1 1 d . . . . .
H28 H 0.723121 0.279020 0.594086 0.057 Uiso 1 1 calc R U . . .
C10 C 0.31053(14) 0.59311(10) 0.79155(9) 0.0465(4) Uani 1 1 d . . . . .
H10 H 0.288641 0.600895 0.840599 0.056 Uiso 1 1 calc R U . . .
C15 C 0.33397(16) 0.43713(11) 0.82105(10) 0.0523(4) Uani 1 1 d . . . . .
H15 H 0.367219 0.386338 0.796774 0.063 Uiso 1 1 calc R U . . .
C41 C 0.87104(15) 0.41723(12) 0.83941(10) 0.0535(4) Uani 1 1 d . . . . .
H41 H 0.925244 0.436139 0.805860 0.064 Uiso 1 1 calc R U . . .
C42 C 0.80532(15) 0.47568(10) 0.87463(10) 0.0519(4) Uani 1 1 d . . . . .
H42 H 0.813008 0.534770 0.864725 0.062 Uiso 1 1 calc R U . . .
C21 C 0.53468(16) 0.13714(10) 0.53247(9) 0.0489(4) Uani 1 1 d . . . . .
H21A H 0.497413 0.175996 0.496138 0.073 Uiso 1 1 calc R U . . .
H21B H 0.530770 0.078775 0.513325 0.073 Uiso 1 1 calc R U . . .
H21C H 0.615688 0.153662 0.542013 0.073 Uiso 1 1 calc R U . . .
C45 C 0.78018(16) 0.30402(11) 0.90171(11) 0.0571(4) Uani 1 1 d . . . . .
H45 H 0.770632 0.244880 0.910656 0.069 Uiso 1 1 calc R U . . .
C43 C 0.72853(16) 0.44831(11) 0.92418(10) 0.0548(4) Uani 1 1 d . . . . .
H43 H 0.683991 0.488575 0.949232 0.066 Uiso 1 1 calc R U . . .
C46 C 0.85849(16) 0.33089(11) 0.85267(10) 0.0545(4) Uani 1 1 d . . . . .
H46 H 0.903573 0.290533 0.828113 0.065 Uiso 1 1 calc R U . . .
C30 C 0.86957(17) 0.33440(12) 0.64464(11) 0.0601(5) Uani 1 1 d . . . . .
H30A H 0.941164 0.314679 0.670607 0.090 Uiso 1 1 calc R U . . .
H30B H 0.825899 0.369269 0.677944 0.090 Uiso 1 1 calc R U . . .
H30C H 0.888261 0.368523 0.601836 0.090 Uiso 1 1 calc R U . . .
C44 C 0.71607(17) 0.36226(12) 0.93758(11) 0.0595(5) Uani 1 1 d . . . . .
H44 H 0.662834 0.343453 0.971803 0.071 Uiso 1 1 calc R U . . .
C33 C 0.48910(16) 0.21416(12) 0.85183(12) 0.0597(5) Uani 1 1 d . . . . .
H33A H 0.409424 0.213243 0.866910 0.090 Uiso 1 1 calc R U . . .
H33B H 0.505378 0.269740 0.830209 0.090 Uiso 1 1 calc R U . . .
H33C H 0.542377 0.204331 0.894915 0.090 Uiso 1 1 calc R U . . .
C16 C 0.20872(19) 0.41543(13) 0.83711(13) 0.0706(6) Uani 1 1 d . . . . .
H16A H 0.208096 0.365860 0.869850 0.106 Uiso 1 1 calc R U . . .
H16B H 0.164565 0.402396 0.790812 0.106 Uiso 1 1 calc R U . . .
H16C H 0.173645 0.464211 0.860911 0.106 Uiso 1 1 calc R U . . .
C19 C 0.16521(17) 0.35814(15) 0.54646(13) 0.0747(6) Uani 1 1 d . . . . .
H19A H 0.215969 0.375546 0.508008 0.112 Uiso 1 1 calc R U . . .
H19B H 0.089326 0.384894 0.537417 0.112 Uiso 1 1 calc R U . . .
H19C H 0.156520 0.296034 0.545725 0.112 Uiso 1 1 calc R U . . .
C29 C 0.86171(19) 0.20708(14) 0.56143(12) 0.0694(6) Uani 1 1 d . . . . .
H29A H 0.873326 0.243622 0.518810 0.104 Uiso 1 1 calc R U . . .
H29B H 0.816288 0.157006 0.545523 0.104 Uiso 1 1 calc R U . . .
H29C H 0.936854 0.188720 0.583439 0.104 Uiso 1 1 calc R U . . .
C32 C 0.47173(18) 0.05985(12) 0.82820(14) 0.0717(6) Uani 1 1 d . . . . .
H32A H 0.520112 0.049367 0.873361 0.108 Uiso 1 1 calc R U . . .
H32B H 0.483358 0.014078 0.792752 0.108 Uiso 1 1 calc R U . . .
H32C H 0.390352 0.061424 0.839814 0.108 Uiso 1 1 calc R U . . .
C17 C 0.4056(2) 0.45283(17) 0.89255(11) 0.0781(6) Uani 1 1 d . . . . .
H17A H 0.370798 0.499040 0.919878 0.117 Uiso 1 1 calc R U . . .
H17B H 0.484367 0.468751 0.881479 0.117 Uiso 1 1 calc R U . . .
H17C H 0.407781 0.400804 0.922408 0.117 Uiso 1 1 calc R U . . .
C14 C 0.4977(2) 0.62604(16) 0.54736(12) 0.0765(6) Uani 1 1 d . . . . .
H14A H 0.506756 0.622760 0.494203 0.115 Uiso 1 1 calc R U . . .
H14B H 0.571552 0.612704 0.573974 0.115 Uiso 1 1 calc R U . . .
H14C H 0.473564 0.683696 0.560230 0.115 Uiso 1 1 calc R U . . .
C13 C 0.3009(3) 0.5738(2) 0.51515(13) 0.1003(9) Uani 1 1 d . . . . .
H13A H 0.272507 0.632435 0.517935 0.150 Uiso 1 1 calc R U . . .
H13B H 0.240261 0.534259 0.528637 0.150 Uiso 1 1 calc R U . . .
H13C H 0.321774 0.561682 0.464793 0.150 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 N1 2.6979(12) . ?
K1 N5 2.6613(12) . ?
K1 C41 3.2755(18) . ?
K1 C42 3.2544(17) . ?
K1 C45 3.5739(19) . ?
K1 C43 3.4139(19) . ?
K1 C46 3.4380(18) . ?
K1 C44 3.569(2) . ?
N1 C2 1.3124(18) . ?
N1 C6 1.4237(17) . ?
N5 C4 1.3205(18) . ?
N5 C22 1.4117(17) . ?
C4 C3 1.4057(19) . ?
C4 C20 1.5302(18) . ?
C2 C3 1.4182(18) . ?
C2 C18 1.5307(19) . ?
C6 C7 1.415(2) . ?
C6 C11 1.410(2) . ?
C22 C27 1.420(2) . ?
C22 C23 1.4208(19) . ?
C3 H3 0.9500 . ?
C7 C8 1.394(2) . ?
C7 C12 1.517(2) . ?
C27 C31 1.5257(19) . ?
C27 C26 1.392(2) . ?
C11 C10 1.395(2) . ?
C11 C15 1.520(2) . ?
C23 C24 1.398(2) . ?
C23 C28 1.517(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.522(2) . ?
C31 H31 1.0000 . ?
C31 C33 1.521(2) . ?
C31 C32 1.518(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.507(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.379(2) . ?
C26 H26 0.9500 . ?
C26 C25 1.383(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.377(2) . ?
C12 H12 1.0000 . ?
C12 C14 1.510(3) . ?
C12 C13 1.532(3) . ?
C25 H25 0.9500 . ?
C28 H28 1.0000 . ?
C28 C30 1.533(2) . ?
C28 C29 1.542(2) . ?
C10 H10 0.9500 . ?
C15 H15 1.0000 . ?
C15 C16 1.537(3) . ?
C15 C17 1.520(3) . ?
C41 H41 0.9500 . ?
C41 C42 1.376(3) . ?
C41 C46 1.386(2) . ?
C42 H42 0.9500 . ?
C42 C43 1.374(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C45 H45 0.9500 . ?
C45 C46 1.377(3) . ?
C45 C44 1.369(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.382(3) . ?
C46 H46 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C44 H44 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 K1 C41 169.34(4) . . ?
N1 K1 C42 148.57(4) . . ?
N1 K1 C45 148.31(4) . . ?
N1 K1 C43 136.79(4) . . ?
N1 K1 C46 166.99(4) . . ?
N1 K1 C44 137.25(4) . . ?
N5 K1 N1 70.67(3) . . ?
N5 K1 C41 118.30(4) . . ?
N5 K1 C42 140.16(4) . . ?
N5 K1 C45 96.58(4) . . ?
N5 K1 C43 134.92(4) . . ?
N5 K1 C46 98.34(4) . . ?
N5 K1 C44 112.44(4) . . ?
C41 K1 C45 40.49(4) . . ?
C41 K1 C43 41.59(5) . . ?
C41 K1 C46 23.66(4) . . ?
C41 K1 C44 47.11(4) . . ?
C42 K1 C41 24.32(5) . . ?
C42 K1 C45 47.35(4) . . ?
C42 K1 C43 23.62(4) . . ?
C42 K1 C46 41.82(4) . . ?
C42 K1 C44 40.62(4) . . ?
C43 K1 C45 39.82(4) . . ?
C43 K1 C46 47.45(4) . . ?
C43 K1 C44 22.68(4) . . ?
C46 K1 C45 22.55(4) . . ?
C46 K1 C44 39.67(4) . . ?
C44 K1 C45 22.09(4) . . ?
C2 N1 K1 132.08(9) . . ?
C2 N1 C6 121.57(11) . . ?
C6 N1 K1 104.09(8) . . ?
C4 N5 K1 133.35(9) . . ?
C4 N5 C22 121.31(11) . . ?
C22 N5 K1 103.40(8) . . ?
N5 C4 C3 125.55(12) . . ?
N5 C4 C20 120.40(12) . . ?
C3 C4 C20 114.04(12) . . ?
N1 C2 C3 124.88(13) . . ?
N1 C2 C18 120.18(12) . . ?
C3 C2 C18 114.88(12) . . ?
C7 C6 N1 120.93(12) . . ?
C11 C6 N1 119.44(12) . . ?
C11 C6 C7 119.32(12) . . ?
N5 C22 C27 120.06(12) . . ?
N5 C22 C23 120.23(13) . . ?
C27 C22 C23 119.19(13) . . ?
C4 C3 C2 131.93(13) . . ?
C4 C3 H3 114.0 . . ?
C2 C3 H3 114.0 . . ?
C6 C7 C12 121.95(13) . . ?
C8 C7 C6 118.82(14) . . ?
C8 C7 C12 119.22(13) . . ?
C22 C27 C31 120.68(12) . . ?
C26 C27 C22 119.30(13) . . ?
C26 C27 C31 119.96(14) . . ?
C6 C11 C15 121.28(13) . . ?
C10 C11 C6 119.32(14) . . ?
C10 C11 C15 119.40(14) . . ?
C22 C23 C28 120.98(14) . . ?
C24 C23 C22 118.81(14) . . ?
C24 C23 C28 120.21(14) . . ?
C4 C20 H20A 109.2 . . ?
C4 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C21 C20 C4 112.15(12) . . ?
C21 C20 H20A 109.2 . . ?
C21 C20 H20B 109.2 . . ?
C27 C31 H31 107.4 . . ?
C33 C31 C27 111.45(12) . . ?
C33 C31 H31 107.4 . . ?
C32 C31 C27 114.30(13) . . ?
C32 C31 H31 107.4 . . ?
C32 C31 C33 108.47(14) . . ?
C2 C18 H18A 108.0 . . ?
C2 C18 H18B 108.0 . . ?
H18A C18 H18B 107.3 . . ?
C19 C18 C2 117.12(13) . . ?
C19 C18 H18A 108.0 . . ?
C19 C18 H18B 108.0 . . ?
C7 C8 H8 119.1 . . ?
C9 C8 C7 121.89(14) . . ?
C9 C8 H8 119.1 . . ?
C27 C26 H26 119.3 . . ?
C25 C26 C27 121.40(15) . . ?
C25 C26 H26 119.3 . . ?
C23 C24 H24 119.1 . . ?
C25 C24 C23 121.76(14) . . ?
C25 C24 H24 119.1 . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.15(14) . . ?
C10 C9 H9 120.4 . . ?
C7 C12 H12 108.1 . . ?
C7 C12 C13 110.83(16) . . ?
C14 C12 C7 113.49(15) . . ?
C14 C12 H12 108.1 . . ?
C14 C12 C13 108.10(17) . . ?
C13 C12 H12 108.1 . . ?
K1 C25 H25 54.5 2_646 . ?
C26 C25 K1 102.46(10) . 2_646 ?
C26 C25 H25 120.2 . . ?
C24 C25 K1 111.64(11) . 2_646 ?
C24 C25 C26 119.53(15) . . ?
C24 C25 H25 120.2 . . ?
C23 C28 H28 107.9 . . ?
C23 C28 C30 111.71(14) . . ?
C23 C28 C29 112.10(14) . . ?
C30 C28 H28 107.9 . . ?
C30 C28 C29 109.07(14) . . ?
C29 C28 H28 107.9 . . ?
C11 C10 H10 119.2 . . ?
C9 C10 C11 121.51(15) . . ?
C9 C10 H10 119.2 . . ?
C11 C15 H15 107.6 . . ?
C11 C15 C16 111.60(15) . . ?
C16 C15 H15 107.6 . . ?
C17 C15 C11 112.06(16) . . ?
C17 C15 H15 107.6 . . ?
C17 C15 C16 110.30(16) . . ?
K1 C41 H41 108.5 . . ?
C42 C41 K1 76.98(10) . . ?
C42 C41 H41 119.9 . . ?
C42 C41 C46 120.28(16) . . ?
C46 C41 K1 84.76(11) . . ?
C46 C41 H41 119.9 . . ?
K1 C42 H42 106.7 . . ?
C41 C42 K1 78.70(10) . . ?
C41 C42 H42 120.1 . . ?
C43 C42 K1 84.71(10) . . ?
C43 C42 C41 119.78(16) . . ?
C43 C42 H42 120.1 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
K1 C45 H45 119.1 . . ?
C46 C45 K1 73.17(10) . . ?
C46 C45 H45 119.9 . . ?
C44 C45 K1 78.75(11) . . ?
C44 C45 H45 119.9 . . ?
C44 C45 C46 120.20(16) . . ?
K1 C43 H43 113.7 . . ?
C42 C43 K1 71.66(10) . . ?
C42 C43 H43 120.0 . . ?
C42 C43 C44 120.02(17) . . ?
C44 C43 K1 84.98(11) . . ?
C44 C43 H43 120.0 . . ?
K1 C46 H46 114.4 . . ?
C41 C46 K1 71.57(10) . . ?
C41 C46 H46 120.2 . . ?
C45 C46 K1 84.28(11) . . ?
C45 C46 C41 119.51(17) . . ?
C45 C46 H46 120.2 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
K1 C44 H44 119.5 . . ?
C45 C44 K1 79.15(12) . . ?
C45 C44 C43 120.20(17) . . ?
C45 C44 H44 119.9 . . ?
C43 C44 K1 72.34(11) . . ?
C43 C44 H44 119.9 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
K1 N1 C2 C3 -16.7(2) . . . . ?
K1 N1 C2 C18 160.27(10) . . . . ?
K1 N1 C6 C7 105.59(12) . . . . ?
K1 N1 C6 C11 -68.02(13) . . . . ?
K1 N5 C4 C3 4.2(2) . . . . ?
K1 N5 C4 C20 -177.43(9) . . . . ?
K1 N5 C22 C27 92.86(12) . . . . ?
K1 N5 C22 C23 -78.80(13) . . . . ?
K1 C41 C42 C43 77.14(16) . . . . ?
K1 C41 C46 C45 -71.98(16) . . . . ?
K1 C42 C43 C44 72.66(17) . . . . ?
K1 C45 C46 C41 65.06(15) . . . . ?
K1 C45 C44 C43 -62.03(18) . . . . ?
K1 C43 C44 C45 65.55(18) . . . . ?
N1 C2 C3 C4 10.1(2) . . . . ?
N1 C2 C18 C19 139.91(17) . . . . ?
N1 C6 C7 C8 -173.67(13) . . . . ?
N1 C6 C7 C12 7.6(2) . . . . ?
N1 C6 C11 C10 173.75(14) . . . . ?
N1 C6 C11 C15 -6.9(2) . . . . ?
N5 C4 C3 C2 -3.4(2) . . . . ?
N5 C4 C20 C21 -82.32(16) . . . . ?
N5 C22 C27 C31 6.4(2) . . . . ?
N5 C22 C27 C26 -170.86(13) . . . . ?
N5 C22 C23 C24 170.76(13) . . . . ?
N5 C22 C23 C28 -8.6(2) . . . . ?
C4 N5 C22 C27 -73.27(17) . . . . ?
C4 N5 C22 C23 115.07(15) . . . . ?
C2 N1 C6 C7 -89.58(16) . . . . ?
C2 N1 C6 C11 96.82(16) . . . . ?
C6 N1 C2 C3 -176.66(13) . . . . ?
C6 N1 C2 C18 0.3(2) . . . . ?
C6 C7 C8 C9 -0.1(2) . . . . ?
C6 C7 C12 C14 -130.56(18) . . . . ?
C6 C7 C12 C13 107.58(19) . . . . ?
C6 C11 C10 C9 0.2(2) . . . . ?
C6 C11 C15 C16 -109.90(17) . . . . ?
C6 C11 C15 C17 125.84(17) . . . . ?
C22 N5 C4 C3 165.46(13) . . . . ?
C22 N5 C4 C20 -16.14(19) . . . . ?
C22 C27 C31 C33 -86.61(18) . . . . ?
C22 C27 C31 C32 149.96(16) . . . . ?
C22 C27 C26 C25 0.1(2) . . . . ?
C22 C23 C24 C25 0.0(2) . . . . ?
C22 C23 C28 C30 107.85(17) . . . . ?
C22 C23 C28 C29 -129.38(16) . . . . ?
C3 C4 C20 C21 96.26(15) . . . . ?
C3 C2 C18 C19 -42.9(2) . . . . ?
C7 C6 C11 C10 0.0(2) . . . . ?
C7 C6 C11 C15 179.39(14) . . . . ?
C7 C8 C9 C10 0.3(2) . . . . ?
C27 C22 C23 C24 -1.0(2) . . . . ?
C27 C22 C23 C28 179.71(13) . . . . ?
C27 C26 C25 K1 -125.10(13) . . . 2_646 ?
C27 C26 C25 C24 -1.1(2) . . . . ?
C11 C6 C7 C8 -0.1(2) . . . . ?
C11 C6 C7 C12 -178.75(14) . . . . ?
C23 C22 C27 C31 178.17(13) . . . . ?
C23 C22 C27 C26 0.9(2) . . . . ?
C23 C24 C25 K1 120.46(14) . . . 2_646 ?
C23 C24 C25 C26 1.0(2) . . . . ?
C20 C4 C3 C2 178.10(14) . . . . ?
C31 C27 C26 C25 -177.15(14) . . . . ?
C18 C2 C3 C4 -166.94(14) . . . . ?
C8 C7 C12 C14 50.8(2) . . . . ?
C8 C7 C12 C13 -71.1(2) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C26 C27 C31 C33 90.65(17) . . . . ?
C26 C27 C31 C32 -32.8(2) . . . . ?
C24 C23 C28 C30 -71.46(19) . . . . ?
C24 C23 C28 C29 51.3(2) . . . . ?
C12 C7 C8 C9 178.60(15) . . . . ?
C28 C23 C24 C25 179.35(15) . . . . ?
C10 C11 C15 C16 69.5(2) . . . . ?
C10 C11 C15 C17 -54.8(2) . . . . ?
C15 C11 C10 C9 -179.20(15) . . . . ?
C41 C42 C43 K1 -73.76(15) . . . . ?
C41 C42 C43 C44 -1.1(3) . . . . ?
C42 C41 C46 K1 71.61(16) . . . . ?
C42 C41 C46 C45 -0.4(3) . . . . ?
C42 C43 C44 K1 -65.45(16) . . . . ?
C42 C43 C44 C45 0.1(3) . . . . ?
C46 C41 C42 K1 -75.91(16) . . . . ?
C46 C41 C42 C43 1.2(3) . . . . ?
C46 C45 C44 K1 62.79(17) . . . . ?
C46 C45 C44 C43 0.8(3) . . . . ?
C44 C45 C46 K1 -65.68(18) . . . . ?
C44 C45 C46 C41 -0.6(3) . . . . ?

