# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_is_sb04
_database_code_depnum_ccdc_archive 'CCDC 2237052'
loop_
_audit_author_name
_audit_author_address
'Villinger A.'
;University of Rostock
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-03-03 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H19 N O3'
_chemical_formula_sum            'C17 H19 N O3'
_chemical_formula_weight         285.33

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

#==============================================================================

# CRYSTAL DATA

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   19.5971(13)
_cell_length_b                   7.6234(5)
_cell_length_c                   19.6148(13)
_cell_angle_alpha                90
_cell_angle_beta                 100.404(2)
_cell_angle_gamma                90
_cell_volume                     2882.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9945
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      32.54

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_F_000             1216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   0.954
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6813
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Apex Kappa-II-CCD-diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            62022
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.055
_diffrn_reflns_theta_max         28.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7657
_reflns_number_gt                6256
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

#==============================================================================

# REFINEMENT DATA 

_refine_special_details          
;
 All H atoms were positioned geometrically and refined using a riding model, 
 with C---H = 0.98 (methyl groups), 0.99Å (methylene groups), 
 1.00Å (methine groups) or 0.95 Å (aryl CH) and with Uiso(H) = 
 1.5 times Ueq(C) (methyl groups) or with Uiso(H) = 1.2 times 
 Ueq(C) (methylene  groups, aryl CH, methine groups). Torsion angles 
 of all methyl groups were allowed to refine. 

 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.

 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0977P)²+0.1178P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7657
_refine_ls_number_parameters     382
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0594
_refine_ls_wR_factor_ref         0.1543
_refine_ls_wR_factor_gt          0.1469
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT 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
C1 C 0.11563(11) 0.2744(3) 0.61224(12) 0.0238(5) Uani 1 1 d . . . . .
C2 C 0.06696(11) 0.3505(3) 0.65588(12) 0.0270(5) Uani 1 1 d . . . . .
H2A H 0.0266 0.4019 0.6246 0.032 Uiso 1 1 calc R U . . .
H2B H 0.0911 0.4470 0.6842 0.032 Uiso 1 1 calc R U . . .
C3 C 0.04064(11) 0.2209(3) 0.70377(13) 0.0259(5) Uani 1 1 d . . . . .
H3A H 0.0105 0.1342 0.6752 0.031 Uiso 1 1 calc R U . . .
H3B H 0.0116 0.2849 0.7319 0.031 Uiso 1 1 calc R U . . .
C4 C 0.09826(11) 0.1209(3) 0.75335(12) 0.0265(5) Uani 1 1 d . . . . .
H4A H 0.0803 0.0841 0.7951 0.032 Uiso 1 1 calc R U . . .
H4B H 0.1110 0.0139 0.7299 0.032 Uiso 1 1 calc R U . . .
C5 C 0.16288(11) 0.2348(3) 0.77509(11) 0.0182(4) Uani 1 1 d . . . . .
H5 H 0.1485 0.3575 0.7836 0.022 Uiso 1 1 calc R U . . .
C6 C 0.20999(12) 0.1645(3) 0.84028(11) 0.0254(5) Uani 1 1 d . . . . .
H6A H 0.1889 0.1918 0.8812 0.030 Uiso 1 1 calc R U . . .
H6B H 0.2132 0.0354 0.8368 0.030 Uiso 1 1 calc R U . . .
C7 C 0.28224(11) 0.2417(3) 0.85075(11) 0.0203(4) Uani 1 1 d . . . . .
H7 H 0.2789 0.3724 0.8531 0.024 Uiso 1 1 calc R U . . .
C8 C 0.27629(11) 0.2102(3) 0.73122(11) 0.0180(4) Uani 1 1 d . . . . .
C9 C 0.30030(11) 0.1953(3) 0.66685(11) 0.0199(4) Uani 1 1 d . . . . .
C10 C 0.36585(12) 0.1747(3) 0.64871(12) 0.0264(5) Uani 1 1 d . . . . .
H10 H 0.4061 0.1625 0.6835 0.032 Uiso 1 1 calc R U . . .
C11 C 0.37068(14) 0.1726(3) 0.57950(14) 0.0327(5) Uani 1 1 d . . . . .
H11 H 0.4147 0.1603 0.5662 0.039 Uiso 1 1 calc R U . . .
C12 C 0.31093(14) 0.1885(3) 0.52865(13) 0.0301(5) Uani 1 1 d . . . . .
H12 H 0.3155 0.1882 0.4812 0.036 Uiso 1 1 calc R U . . .
C13 C 0.24566(13) 0.2047(3) 0.54506(12) 0.0260(5) Uani 1 1 d . . . . .
H13 H 0.2055 0.2118 0.5099 0.031 Uiso 1 1 calc R U . . .
C14 C 0.24088(11) 0.2105(3) 0.61488(11) 0.0184(4) Uani 1 1 d . . . . .
C15 C 0.20699(11) 0.2355(3) 0.71979(11) 0.0169(4) Uani 1 1 d . . . . .
C16 C 0.38160(13) 0.2794(4) 0.93770(13) 0.0328(6) Uani 1 1 d . . . . .
H16A H 0.3687 0.4025 0.9453 0.039 Uiso 1 1 calc R U . . .
H16B H 0.4130 0.2792 0.9034 0.039 Uiso 1 1 calc R U . . .
C17 C 0.41787(16) 0.2035(4) 1.00367(15) 0.0409(7) Uani 1 1 d . . . . .
H17A H 0.3868 0.2038 1.0376 0.061 Uiso 1 1 calc R U . . .
H17B H 0.4592 0.2736 1.0214 0.061 Uiso 1 1 calc R U . . .
H17C H 0.4318 0.0828 0.9958 0.061 Uiso 1 1 calc R U . . .
C18 C 0.11111(12) 0.1677(3) 0.11458(12) 0.0237(4) Uani 1 1 d . . . . .
C19 C 0.15436(11) 0.0936(3) 0.06518(11) 0.0254(5) Uani 1 1 d . . . . .
H19A H 0.1228 0.0453 0.0244 0.030 Uiso 1 1 calc R U . . .
H19B H 0.1822 -0.0051 0.0883 0.030 Uiso 1 1 calc R U . . .
C20 C 0.20387(12) 0.2248(3) 0.03950(12) 0.0244(5) Uani 1 1 d . . . . .
H20A H 0.2322 0.1613 0.0105 0.029 Uiso 1 1 calc R U . . .
H20B H 0.1759 0.3134 0.0098 0.029 Uiso 1 1 calc R U . . .
C21 C 0.25232(12) 0.3191(3) 0.09748(11) 0.0241(5) Uani 1 1 d . . . . .
H21A H 0.2944 0.3564 0.0800 0.029 Uiso 1 1 calc R U . . .
H21B H 0.2289 0.4262 0.1102 0.029 Uiso 1 1 calc R U . . .
C22 C 0.27424(11) 0.2080(3) 0.16226(11) 0.0191(4) Uani 1 1 d . . . . .
H22 H 0.2822 0.0851 0.1477 0.023 Uiso 1 1 calc R U . . .
C23 C 0.34036(11) 0.2738(3) 0.20882(12) 0.0212(4) Uani 1 1 d . . . . .
H23A H 0.3808 0.2410 0.1878 0.025 Uiso 1 1 calc R U . . .
H23B H 0.3388 0.4034 0.2111 0.025 Uiso 1 1 calc R U . . .
C24 C 0.35024(11) 0.2009(3) 0.28136(12) 0.0198(4) Uani 1 1 d . . . . .
H24 H 0.3521 0.0700 0.2792 0.024 Uiso 1 1 calc R U . . .
C25 C 0.23083(11) 0.2350(3) 0.27487(11) 0.0144(4) Uani 1 1 d . . . . .
C26 C 0.16575(11) 0.2484(3) 0.29854(11) 0.0167(4) Uani 1 1 d . . . . .
C27 C 0.14751(12) 0.2731(3) 0.36282(12) 0.0221(5) Uani 1 1 d . . . . .
H27 H 0.1823 0.2888 0.4029 0.027 Uiso 1 1 calc R U . . .
C28 C 0.07743(13) 0.2747(3) 0.36806(13) 0.0276(5) Uani 1 1 d . . . . .
H28 H 0.0644 0.2931 0.4118 0.033 Uiso 1 1 calc R U . . .
C29 C 0.02661(13) 0.2495(3) 0.30942(14) 0.0274(5) Uani 1 1 d . . . . .
H29 H -0.0208 0.2488 0.3141 0.033 Uiso 1 1 calc R U . . .
C30 C 0.04350(11) 0.2253(3) 0.24381(12) 0.0228(5) Uani 1 1 d . . . . .
H30 H 0.0086 0.2080 0.2040 0.027 Uiso 1 1 calc R U . . .
C31 C 0.11341(11) 0.2275(3) 0.23932(11) 0.0174(4) Uani 1 1 d . . . . .
C32 C 0.21910(11) 0.2058(3) 0.20596(11) 0.0176(4) Uani 1 1 d . . . . .
C33 C 0.43528(13) 0.1717(4) 0.38305(13) 0.0330(6) Uani 1 1 d . . . . .
H33A H 0.4368 0.0439 0.3745 0.040 Uiso 1 1 calc R U . . .
H33B H 0.4031 0.1931 0.4157 0.040 Uiso 1 1 calc R U . . .
C34 C 0.50662(14) 0.2374(4) 0.41374(15) 0.0360(6) Uani 1 1 d . . . . .
H34A H 0.5403 0.1909 0.3871 0.054 Uiso 1 1 calc R U . . .
H34B H 0.5189 0.1982 0.4620 0.054 Uiso 1 1 calc R U . . .
H34C H 0.5071 0.3659 0.4122 0.054 Uiso 1 1 calc R U . . .
N1 N 0.18336(9) 0.2358(3) 0.64716(9) 0.0185(4) Uani 1 1 d . . . . .
N2 N 0.14603(10) 0.2012(2) 0.18207(10) 0.0191(4) Uani 1 1 d . . . . .
O1 O 0.09985(9) 0.2459(3) 0.55060(9) 0.0320(4) Uani 1 1 d . . . . .
O2 O 0.31830(8) 0.1947(2) 0.79494(8) 0.0230(3) Uani 1 1 d . . . . .
O3 O 0.32103(9) 0.1812(2) 0.91157(8) 0.0266(4) Uani 1 1 d . . . . .
O4 O 0.04936(9) 0.1988(2) 0.09881(9) 0.0315(4) Uani 1 1 d . . . . .
O5 O 0.29442(7) 0.2522(2) 0.31648(8) 0.0176(3) Uani 1 1 d . . . . .
O6 O 0.41157(8) 0.2624(2) 0.31919(9) 0.0233(3) Uani 1 1 d . . . . .


#==============================================================================

# 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
C1 O1 1.212(3) . ?
C1 N1 1.410(3) . ?
C1 C2 1.508(3) . ?
C2 C3 1.517(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.551(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.531(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C15 1.504(3) . ?
C5 C6 1.532(3) . ?
C5 H5 1.0000 . ?
C6 C7 1.513(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 O3 1.374(3) . ?
C7 O2 1.451(3) . ?
C7 H7 1.0000 . ?
C8 C15 1.350(3) . ?
C8 O2 1.372(2) . ?
C8 C9 1.429(3) . ?
C9 C10 1.402(3) . ?
C9 C14 1.407(3) . ?
C10 C11 1.378(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.400(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.380(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(3) . ?
C13 H13 0.9500 . ?
C14 N1 1.402(3) . ?
C15 N1 1.416(3) . ?
C16 O3 1.419(3) . ?
C16 C17 1.477(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 O4 1.217(3) . ?
C18 N2 1.400(3) . ?
C18 C19 1.508(3) . ?
C19 C20 1.540(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.523(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.523(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C32 1.496(3) . ?
C22 C23 1.529(3) . ?
C22 H22 1.0000 . ?
C23 C24 1.507(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 O6 1.376(3) . ?
C24 O5 1.448(3) . ?
C24 H24 1.0000 . ?
C25 C32 1.348(3) . ?
C25 O5 1.367(2) . ?
C25 C26 1.438(3) . ?
C26 C27 1.384(3) . ?
C26 C31 1.413(3) . ?
C27 C28 1.396(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.392(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.398(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.389(3) . ?
C30 H30 0.9500 . ?
C31 N2 1.403(3) . ?
C32 N2 1.425(3) . ?
C33 O6 1.433(3) . ?
C33 C34 1.505(3) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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 C1 N1 119.7(2) . . ?
O1 C1 C2 124.2(2) . . ?
N1 C1 C2 116.2(2) . . ?
C1 C2 C3 114.9(2) . . ?
C1 C2 H2A 108.5 . . ?
C3 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
C3 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
C2 C3 C4 114.71(18) . . ?
C2 C3 H3A 108.6 . . ?
C4 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
C4 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
C5 C4 C3 111.58(19) . . ?
C5 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
C15 C5 C4 110.82(18) . . ?
C15 C5 C6 105.37(17) . . ?
C4 C5 C6 112.20(18) . . ?
C15 C5 H5 109.5 . . ?
C4 C5 H5 109.5 . . ?
C6 C5 H5 109.5 . . ?
C7 C6 C5 112.68(18) . . ?
C7 C6 H6A 109.1 . . ?
C5 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
C5 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
O3 C7 O2 107.68(18) . . ?
O3 C7 C6 110.17(19) . . ?
O2 C7 C6 111.90(18) . . ?
O3 C7 H7 109.0 . . ?
O2 C7 H7 109.0 . . ?
C6 C7 H7 109.0 . . ?
C15 C8 O2 125.7(2) . . ?
C15 C8 C9 110.28(19) . . ?
O2 C8 C9 123.96(19) . . ?
C10 C9 C14 120.1(2) . . ?
C10 C9 C8 134.1(2) . . ?
C14 C9 C8 105.78(19) . . ?
C11 C10 C9 118.7(2) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 120.2(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C13 C12 C11 122.2(2) . . ?
C13 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
C12 C13 C14 117.6(2) . . ?
C12 C13 H13 121.2 . . ?
C14 C13 H13 121.2 . . ?
C13 C14 N1 130.7(2) . . ?
C13 C14 C9 121.1(2) . . ?
N1 C14 C9 108.16(19) . . ?
C8 C15 N1 107.68(18) . . ?
C8 C15 C5 124.9(2) . . ?
N1 C15 C5 126.82(19) . . ?
O3 C16 C17 110.4(2) . . ?
O3 C16 H16A 109.6 . . ?
C17 C16 H16A 109.6 . . ?
O3 C16 H16B 109.6 . . ?
C17 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
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 . . ?
O4 C18 N2 119.9(2) . . ?
O4 C18 C19 123.9(2) . . ?
N2 C18 C19 116.15(19) . . ?
C18 C19 C20 115.29(18) . . ?
C18 C19 H19A 108.5 . . ?
C20 C19 H19A 108.5 . . ?
C18 C19 H19B 108.5 . . ?
C20 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C21 C20 C19 114.00(18) . . ?
C21 C20 H20A 108.8 . . ?
C19 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.6 . . ?
C22 C21 C20 113.85(19) . . ?
C22 C21 H21A 108.8 . . ?
C20 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C20 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
C32 C22 C21 111.12(18) . . ?
C32 C22 C23 106.46(18) . . ?
C21 C22 C23 113.40(18) . . ?
C32 C22 H22 108.6 . . ?
C21 C22 H22 108.6 . . ?
C23 C22 H22 108.6 . . ?
C24 C23 C22 113.19(18) . . ?
C24 C23 H23A 108.9 . . ?
C22 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
C22 C23 H23B 108.9 . . ?
H23A C23 H23B 107.8 . . ?
O6 C24 O5 108.24(18) . . ?
O6 C24 C23 109.55(19) . . ?
O5 C24 C23 111.74(18) . . ?
O6 C24 H24 109.1 . . ?
O5 C24 H24 109.1 . . ?
C23 C24 H24 109.1 . . ?
C32 C25 O5 125.9(2) . . ?
C32 C25 C26 109.58(19) . . ?
O5 C25 C26 124.51(19) . . ?
C27 C26 C31 119.7(2) . . ?
C27 C26 C25 133.95(19) . . ?
C31 C26 C25 106.32(19) . . ?
C26 C27 C28 119.2(2) . . ?
C26 C27 H27 120.4 . . ?
C28 C27 H27 120.4 . . ?
C29 C28 C27 120.3(2) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C28 C29 C30 121.7(2) . . ?
C28 C29 H29 119.1 . . ?
C30 C29 H29 119.1 . . ?
C31 C30 C29 117.2(2) . . ?
C31 C30 H30 121.4 . . ?
C29 C30 H30 121.4 . . ?
C30 C31 N2 130.3(2) . . ?
C30 C31 C26 121.8(2) . . ?
N2 C31 C26 107.83(19) . . ?
C25 C32 N2 108.25(18) . . ?
C25 C32 C22 124.3(2) . . ?
N2 C32 C22 126.80(19) . . ?
O6 C33 C34 108.7(2) . . ?
O6 C33 H33A 110.0 . . ?
C34 C33 H33A 110.0 . . ?
O6 C33 H33B 110.0 . . ?
C34 C33 H33B 110.0 . . ?
H33A C33 H33B 108.3 . . ?
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 . . ?
C14 N1 C1 124.91(18) . . ?
C14 N1 C15 108.10(17) . . ?
C1 N1 C15 126.64(19) . . ?
C18 N2 C31 124.57(18) . . ?
C18 N2 C32 127.34(18) . . ?
C31 N2 C32 108.02(17) . . ?
C8 O2 C7 111.84(17) . . ?
C7 O3 C16 115.60(19) . . ?
C25 O5 C24 112.06(17) . . ?
C24 O6 C33 114.90(18) . . ?

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 C1 C2 C3 106.3(3) . . . . ?
N1 C1 C2 C3 -73.8(3) . . . . ?
C1 C2 C3 C4 54.9(3) . . . . ?
C2 C3 C4 C5 33.1(3) . . . . ?
C3 C4 C5 C15 -81.0(2) . . . . ?
C3 C4 C5 C6 161.57(18) . . . . ?
C15 C5 C6 C7 42.9(2) . . . . ?
C4 C5 C6 C7 163.60(19) . . . . ?
C5 C6 C7 O3 176.96(18) . . . . ?
C5 C6 C7 O2 -63.3(2) . . . . ?
C15 C8 C9 C10 177.4(2) . . . . ?
O2 C8 C9 C10 -4.6(4) . . . . ?
C15 C8 C9 C14 -0.9(2) . . . . ?
O2 C8 C9 C14 177.1(2) . . . . ?
C14 C9 C10 C11 1.0(3) . . . . ?
C8 C9 C10 C11 -177.1(2) . . . . ?
C9 C10 C11 C12 -0.8(4) . . . . ?
C10 C11 C12 C13 -0.7(4) . . . . ?
C11 C12 C13 C14 2.0(4) . . . . ?
C12 C13 C14 N1 176.0(2) . . . . ?
C12 C13 C14 C9 -1.7(3) . . . . ?
C10 C9 C14 C13 0.3(3) . . . . ?
C8 C9 C14 C13 178.9(2) . . . . ?
C10 C9 C14 N1 -177.9(2) . . . . ?
C8 C9 C14 N1 0.7(2) . . . . ?
O2 C8 C15 N1 -177.27(19) . . . . ?
C9 C8 C15 N1 0.7(2) . . . . ?
O2 C8 C15 C5 -5.9(4) . . . . ?
C9 C8 C15 C5 172.1(2) . . . . ?
C4 C5 C15 C8 -132.6(2) . . . . ?
C6 C5 C15 C8 -11.0(3) . . . . ?
C4 C5 C15 N1 37.2(3) . . . . ?
C6 C5 C15 N1 158.8(2) . . . . ?
O4 C18 C19 C20 106.1(3) . . . . ?
N2 C18 C19 C20 -73.8(2) . . . . ?
C18 C19 C20 C21 54.2(3) . . . . ?
C19 C20 C21 C22 33.2(3) . . . . ?
C20 C21 C22 C32 -80.5(2) . . . . ?
C20 C21 C22 C23 159.60(19) . . . . ?
C32 C22 C23 C24 40.1(2) . . . . ?
C21 C22 C23 C24 162.63(19) . . . . ?
C22 C23 C24 O6 178.36(17) . . . . ?
C22 C23 C24 O5 -61.7(2) . . . . ?
C32 C25 C26 C27 178.3(2) . . . . ?
O5 C25 C26 C27 -2.6(4) . . . . ?
C32 C25 C26 C31 -0.7(2) . . . . ?
O5 C25 C26 C31 178.41(18) . . . . ?
C31 C26 C27 C28 0.8(3) . . . . ?
C25 C26 C27 C28 -178.1(2) . . . . ?
C26 C27 C28 C29 0.8(4) . . . . ?
C27 C28 C29 C30 -1.2(4) . . . . ?
C28 C29 C30 C31 -0.1(3) . . . . ?
C29 C30 C31 N2 177.5(2) . . . . ?
C29 C30 C31 C26 1.7(3) . . . . ?
C27 C26 C31 C30 -2.1(3) . . . . ?
C25 C26 C31 C30 177.03(19) . . . . ?
C27 C26 C31 N2 -178.76(19) . . . . ?
C25 C26 C31 N2 0.4(2) . . . . ?
O5 C25 C32 N2 -178.40(18) . . . . ?
C26 C25 C32 N2 0.7(2) . . . . ?
O5 C25 C32 C22 -7.4(3) . . . . ?
C26 C25 C32 C22 171.69(19) . . . . ?
C21 C22 C32 C25 -131.8(2) . . . . ?
C23 C22 C32 C25 -7.8(3) . . . . ?
C21 C22 C32 N2 37.6(3) . . . . ?
C23 C22 C32 N2 161.51(19) . . . . ?
C13 C14 N1 C1 -4.7(4) . . . . ?
C9 C14 N1 C1 173.2(2) . . . . ?
C13 C14 N1 C15 -178.2(2) . . . . ?
C9 C14 N1 C15 -0.3(2) . . . . ?
O1 C1 N1 C14 18.1(4) . . . . ?
C2 C1 N1 C14 -161.8(2) . . . . ?
O1 C1 N1 C15 -169.6(2) . . . . ?
C2 C1 N1 C15 10.5(3) . . . . ?
C8 C15 N1 C14 -0.3(2) . . . . ?
C5 C15 N1 C14 -171.4(2) . . . . ?
C8 C15 N1 C1 -173.6(2) . . . . ?
C5 C15 N1 C1 15.2(3) . . . . ?
O4 C18 N2 C31 16.8(3) . . . . ?
C19 C18 N2 C31 -163.32(19) . . . . ?
O4 C18 N2 C32 -166.7(2) . . . . ?
C19 C18 N2 C32 13.2(3) . . . . ?
C30 C31 N2 C18 0.8(4) . . . . ?
C26 C31 N2 C18 177.06(19) . . . . ?
C30 C31 N2 C32 -176.3(2) . . . . ?
C26 C31 N2 C32 0.0(2) . . . . ?
C25 C32 N2 C18 -177.37(19) . . . . ?
C22 C32 N2 C18 11.9(3) . . . . ?
C25 C32 N2 C31 -0.4(2) . . . . ?
C22 C32 N2 C31 -171.1(2) . . . . ?
C15 C8 O2 C7 -11.0(3) . . . . ?
C9 C8 O2 C7 171.3(2) . . . . ?
O3 C7 O2 C8 164.97(17) . . . . ?
C6 C7 O2 C8 43.8(2) . . . . ?
O2 C7 O3 C16 75.3(2) . . . . ?
C6 C7 O3 C16 -162.4(2) . . . . ?
C17 C16 O3 C7 178.9(2) . . . . ?
C32 C25 O5 C24 -11.7(3) . . . . ?
C26 C25 O5 C24 169.41(18) . . . . ?
O6 C24 O5 C25 165.10(16) . . . . ?
C23 C24 O5 C25 44.4(2) . . . . ?
O5 C24 O6 C33 72.2(2) . . . . ?
C23 C24 O6 C33 -165.76(19) . . . . ?
C34 C33 O6 C24 172.8(2) . . . . ?

_refine_diff_density_max         0.623
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.083



