# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_pd31b
_database_code_depnum_ccdc_archive 'CCDC 1938731'
loop_
_audit_author_name
_audit_author_address
'Leonardo Lo Presti'
;Universita degli Studi di Milano
Italy
;
_audit_update_record             
;
2019-07-05 deposited with the CCDC.	2019-11-11 downloaded from the CCDC.
;

_audit_creation_date             2019-06-28
_audit_creation_method           SHELXL-2014/4
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
#---------------start Validation Reply Form---------------------
_vrf_PLAT094_pd31b               
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.35 Report
RESPONSE: A certain amount of twinning, visible from some unindexed low-order 
reflections but too small to be explicitly accounted for, is present in this 
specimen. This, however, does not hamper the current structural determination.
Residual Fourier peaks are clearly spurius, as they do not bear any chemical
sense and the largest ones cannot be interpreted, for example, as the signature
of disordered solvent.
;
_vrf_PLAT230_pd31b               
;
PROBLEM: Hirshfeld Test Diff for C1  --C6  . 5.3 s.u.
PROBLEM: Hirshfeld Test Diff for C21 --C22 . 8.5 s.u.
PROBLEM: Hirshfeld Test Diff for C20 --C21 . 5.5 s.u.
RESPONSE: The atoms C1, C6, C20, C21 and C22 belong to terminal phenyl 
groups and are far from the main molecular inertial axes. Thus, the ring 
undergoes a significant low-frequency libration motion, and the 
accuracy of the corresponding structural parameters is necessarily
lower. Low-T data collections are required to improve the structural
model.
;
_vrf_PLAT241_pd31b               
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of         C2 Check 
RESPONSE: Terminal phenyl groups undergo quite a large librational motion in 
this structure. This affects the Debye-Waller parameters of the involved atoms.
Low-T data collections are required to improve the structural model.
;
_vrf_PLAT242_pd31b               
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of         C4 Check
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        C27 Check  
RESPONSE: Terminal phenyl groups undergo quite a large librational motion in 
this structure. This affects the Debye-Waller parameters of the involved atoms.
Low-T data collections are required to improve the structural model.
;
_vrf_PLAT420_pd31b               
;
PROBLEM:D-H Without Acceptor       N2       --H2N      .     Please Check 
RESPONSE: N-H hydrogen bond donors without close possible acceptors are quite
common in organic crystals, especially for molecules with a complex folding.
;
_vrf_PLAT918_pd31b               
;
PROBLEM: Reflection(s) with I(obs) much Smaller I(calc) .          1 Check 
RESPONSE: This warning is due to a single very weak high-order reflection, 
namely  the (3 26 1) one, with average |Fobs|^2^=1E^-06^ and |Fcalc|^2^=2.5. 
Considering that the refinement has been carried out on a total of 6051 
reflections (4090 intense), it has no detectable influence on the final 
least-squares model.
;

#---------------Chemical information----------------------------

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H33 N3 O3'
_chemical_formula_sum            'C30 H33 N3 O3'
_chemical_formula_weight         483.59

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.6314(2)
_cell_length_b                   24.1537(4)
_cell_length_c                   10.5798(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.6630(10)
_cell_angle_gamma                90
_cell_volume                     2639.88(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4872
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      20.09

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.325
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9607
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Sadabs (Bruker, 2008/1)'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker AXS Smart Apex II'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39704
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.686
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6051
_reflns_number_gt                4090
_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       'SAINT+ (Bruker AXS, Madison (USA) 1994-1996)'
_computing_cell_refinement       'SAINT+ (Bruker AXS, Madison (USA) 1994-1996)'
_computing_data_reduction        'SAINT+ (Bruker AXS, Madison (USA) 1994-1996)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/4 (Sheldrick, 2014)'
_computing_molecular_graphics    
'DIAMOND v3.2k (Brandenburg,Bonn,DE, 1997-2014)'
_computing_publication_material  ?

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1083P)²+0.4346P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6051
_refine_ls_number_parameters     374
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0838
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.2029
_refine_ls_wR_factor_gt          0.1819
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.72105(14) 0.35910(7) 0.78622(19) 0.0842(5) Uani 1 1 d . . . . .
O2 O 0.15847(15) 0.32105(7) 0.42417(15) 0.0705(4) Uani 1 1 d . . . . .
O3 O 0.19121(12) 0.32003(6) 0.64397(13) 0.0605(4) Uani 1 1 d . . . . .
N1 N 0.62754(16) 0.44186(7) 0.81710(17) 0.0626(4) Uani 1 1 d . . . . .
N2 N 0.43950(16) 0.33638(7) 0.67701(16) 0.0538(4) Uani 1 1 d . . . . .
N3 N 0.36029(15) 0.32241(6) 0.55275(16) 0.0542(4) Uani 1 1 d . . . . .
C1 C 0.9806(3) 0.58106(13) 0.8055(4) 0.0964(9) Uani 1 1 d . . . . .
H1 H 1.038(2) 0.6079(10) 0.7797(10) 0.116 Uiso 1 1 calc R U . . .
C2 C 0.9302(3) 0.53909(17) 0.7251(3) 0.1169(13) Uani 1 1 d . . . . .
H2 H 0.9534(10) 0.5353(2) 0.638(4) 0.140 Uiso 1 1 calc R U . . .
C3 C 0.8471(3) 0.50110(15) 0.7606(3) 0.0978(10) Uani 1 1 d . . . . .
H3 H 0.8090(13) 0.4702(11) 0.699(2) 0.117 Uiso 1 1 calc R U . . .
C4 C 0.8160(2) 0.50512(9) 0.8788(2) 0.0638(5) Uani 1 1 d . . . . .
C5 C 0.8677(2) 0.54783(11) 0.9601(3) 0.0823(7) Uani 1 1 d . . . . .
H5 H 0.8464(7) 0.55188(16) 1.045(3) 0.099 Uiso 1 1 calc R U . . .
C6 C 0.9506(3) 0.58538(12) 0.9212(4) 0.0963(10) Uani 1 1 d . . . . .
H6 H 0.9836(14) 0.6122(11) 0.973(2) 0.116 Uiso 1 1 calc R U . . .
C7 C 0.7300(3) 0.46306(13) 0.9227(2) 0.0737(6) Uani 1 1 d . . . . .
C8 C 0.63339(19) 0.39253(9) 0.7574(2) 0.0618(5) Uani 1 1 d . . . . .
C9 C 0.51020(18) 0.38607(7) 0.6490(2) 0.0533(4) Uani 1 1 d . . . . .
C10 C 0.43816(18) 0.43875(8) 0.65994(18) 0.0515(4) Uani 1 1 d . . . . .
C11 C 0.51230(19) 0.47031(8) 0.76043(19) 0.0548(5) Uani 1 1 d . . . . .
C12 C 0.4710(2) 0.52097(9) 0.7948(2) 0.0681(6) Uani 1 1 d . . . . .
H12 H 0.5225(15) 0.5421(6) 0.863(2) 0.082 Uiso 1 1 calc R U . . .
C13 C 0.3522(3) 0.53994(10) 0.7259(3) 0.0740(6) Uani 1 1 d . . . . .
H13 H 0.3206(10) 0.5749(11) 0.7481(7) 0.089 Uiso 1 1 calc R U . . .
C14 C 0.2781(2) 0.50933(9) 0.6254(3) 0.0728(6) Uani 1 1 d . . . . .
H14 H 0.195(2) 0.5235(4) 0.5783(14) 0.087 Uiso 1 1 calc R U . . .
C15 C 0.3206(2) 0.45855(9) 0.5913(2) 0.0629(5) Uani 1 1 d . . . . .
H15 H 0.2680(14) 0.4371(6) 0.5195(19) 0.075 Uiso 1 1 calc R U . . .
C16 C 0.5376(2) 0.37379(10) 0.5164(2) 0.0662(6) Uani 1 1 d . . . . .
C17 C 0.4193(2) 0.33983(8) 0.4451(2) 0.0552(5) Uani 1 1 d . . . . .
C18 C 0.4538(2) 0.28910(8) 0.3733(2) 0.0600(5) Uani 1 1 d . . . . .
C19 C 0.5317(2) 0.30205(8) 0.2751(2) 0.0593(5) Uani 1 1 d . . . . .
C20 C 0.6692(2) 0.29229(9) 0.3117(3) 0.0698(6) Uani 1 1 d . . . . .
H20 H 0.7093(11) 0.2770(4) 0.399(2) 0.084 Uiso 1 1 calc R U . . .
C21 C 0.7451(3) 0.30384(11) 0.2270(3) 0.0798(7) Uani 1 1 d . . . . .
H21 H 0.845(3) 0.2971(2) 0.2545(9) 0.096 Uiso 1 1 calc R U . . .
C22 C 0.6897(3) 0.32426(10) 0.1063(3) 0.0773(7) Uani 1 1 d . . . . .
H22 H 0.7509(17) 0.3332(3) 0.0393(19) 0.093 Uiso 1 1 calc R U . . .
C23 C 0.5613(3) 0.33367(10) 0.0678(3) 0.0779(7) Uani 1 1 d . . . . .
H23 H 0.5264(12) 0.3476(5) -0.015(3) 0.093 Uiso 1 1 calc R U . . .
C24 C 0.4779(2) 0.32243(9) 0.1535(2) 0.0686(6) Uani 1 1 d . . . . .
C25 C 0.3388(3) 0.33097(13) 0.1084(3) 0.0946(9) Uani 1 1 d . . . . .
H25A H 0.3192(5) 0.3458(3) 0.0189(18) 0.142 Uiso 1 1 calc R U . . .
H25B H 0.2934(10) 0.2953(7) 0.1094(3) 0.142 Uiso 1 1 calc R U . . .
H25C H 0.3095(7) 0.3576(5) 0.1664(12) 0.142 Uiso 1 1 calc R U . . .
C26 C 0.22830(19) 0.32184(8) 0.5326(2) 0.0535(4) Uani 1 1 d . . . . .
C27 C 0.05271(18) 0.31841(9) 0.6439(2) 0.0594(5) Uani 1 1 d . . . . .
C28 C -0.0067(3) 0.26532(12) 0.5824(3) 0.0871(8) Uani 1 1 d . . . . .
H28A H -0.0977(17) 0.26449(12) 0.5827(3) 0.131 Uiso 1 1 calc R U . . .
H28B H 0.0027(3) 0.26325(13) 0.4937(17) 0.131 Uiso 1 1 calc R U . . .
H28C H 0.0368(8) 0.2341(6) 0.6314(9) 0.131 Uiso 1 1 calc R U . . .
C29 C 0.0573(3) 0.31912(15) 0.7877(2) 0.0934(9) Uani 1 1 d . . . . .
H29A H -0.0331(18) 0.31813(15) 0.8006(4) 0.140 Uiso 1 1 calc R U . . .
H29B H 0.1064(10) 0.2860(7) 0.8303(9) 0.140 Uiso 1 1 calc R U . . .
H29C H 0.1017(9) 0.3537(7) 0.8275(9) 0.140 Uiso 1 1 calc R U . . .
C30 C -0.0165(3) 0.36896(12) 0.5772(3) 0.0920(8) Uani 1 1 d . . . . .
H30A H -0.1107(18) 0.36701(13) 0.5782(3) 0.138 Uiso 1 1 calc R U . . .
H30B H 0.0229(8) 0.4032(7) 0.6243(9) 0.138 Uiso 1 1 calc R U . . .
H30C H -0.0078(3) 0.37026(13) 0.4847(17) 0.138 Uiso 1 1 calc R U . . .
H2N H 0.502(2) 0.3071(9) 0.697(2) 0.059(6) Uiso 1 1 d . . . . .
H7A H 0.780(3) 0.4336(13) 0.958(3) 0.100(9) Uiso 1 1 d . . . . .
H7B H 0.686(3) 0.4775(11) 0.993(3) 0.100(9) Uiso 1 1 d . . . . .
H16A H 0.549(3) 0.4077(12) 0.471(3) 0.089(8) Uiso 1 1 d . . . . .
H16B H 0.618(3) 0.3494(11) 0.530(2) 0.080(7) Uiso 1 1 d . . . . .
H17 H 0.3585(18) 0.3615(8) 0.3846(18) 0.049(5) Uiso 1 1 d . . . . .
H18A H 0.509(2) 0.2651(10) 0.439(2) 0.065(6) Uiso 1 1 d . . . . .
H18B H 0.372(2) 0.2727(10) 0.331(2) 0.073(7) Uiso 1 1 d . . . . .


_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
O1 C8 1.216(3) . ?
O2 C26 1.211(2) . ?
O3 C26 1.328(2) . ?
O3 C27 1.473(2) . ?
N1 C8 1.357(3) . ?
N1 C11 1.409(3) . ?
N1 C7 1.456(3) . ?
N2 N3 1.424(2) . ?
N2 C9 1.483(2) . ?
N2 H2N 0.96(2) . ?
N3 C26 1.369(3) . ?
N3 C17 1.485(2) . ?
C1 C6 1.340(4) . ?
C1 C2 1.350(5) . ?
C1 H1 0.97(4) . ?
C2 C3 1.386(4) . ?
C2 H2 1.01(4) . ?
C3 C4 1.371(4) . ?
C3 H3 1.01(3) . ?
C4 C5 1.371(3) . ?
C4 C7 1.511(3) . ?
C5 C6 1.393(4) . ?
C5 H5 0.98(3) . ?
C6 H6 0.87(3) . ?
C7 H7A 0.91(3) . ?
C7 H7B 1.03(3) . ?
C8 C9 1.531(3) . ?
C9 C10 1.504(3) . ?
C9 C16 1.527(3) . ?
C10 C15 1.374(3) . ?
C10 C11 1.392(3) . ?
C11 C12 1.378(3) . ?
C12 C13 1.380(4) . ?
C12 H12 0.95(3) . ?
C13 C14 1.379(4) . ?
C13 H13 0.96(3) . ?
C14 C15 1.385(3) . ?
C14 H14 0.96(3) . ?
C15 H15 0.98(2) . ?
C16 C17 1.542(3) . ?
C16 H16A 0.97(3) . ?
C16 H16B 1.02(3) . ?
C17 C18 1.531(3) . ?
C17 H17 0.95(2) . ?
C18 C19 1.506(3) . ?
C18 H18A 0.98(2) . ?
C18 H18B 0.96(2) . ?
C19 C24 1.370(3) . ?
C19 C20 1.441(3) . ?
C20 C21 1.368(3) . ?
C20 H20 0.99(3) . ?
C21 C22 1.366(4) . ?
C21 H21 1.04(3) . ?
C22 C23 1.348(4) . ?
C22 H22 1.09(3) . ?
C23 C24 1.436(4) . ?
C23 H23 0.93(3) . ?
C24 C25 1.457(4) . ?
C25 H25A 0.988(19) . ?
C25 H25B 0.988(19) . ?
C25 H25C 0.988(19) . ?
C27 C29 1.510(3) . ?
C27 C28 1.507(3) . ?
C27 C30 1.512(3) . ?
C28 H28A 0.968(18) . ?
C28 H28B 0.968(18) . ?
C28 H28C 0.968(18) . ?
C29 H29A 1.00(2) . ?
C29 H29B 1.00(2) . ?
C29 H29C 1.00(2) . ?
C30 H30A 1.005(19) . ?
C30 H30B 1.005(19) . ?
C30 H30C 1.005(18) . ?

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
C26 O3 C27 120.44(15) . . ?
C8 N1 C11 111.15(17) . . ?
C8 N1 C7 123.9(2) . . ?
C11 N1 C7 124.9(2) . . ?
N3 N2 C9 102.96(14) . . ?
N3 N2 H2N 104.7(12) . . ?
C9 N2 H2N 106.5(13) . . ?
C26 N3 N2 120.44(15) . . ?
C26 N3 C17 119.13(17) . . ?
N2 N3 C17 112.11(14) . . ?
C6 C1 C2 119.3(3) . . ?
C6 C1 H1 120.4 . . ?
C2 C1 H1 120.4 . . ?
C1 C2 C3 120.7(3) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 118.6(2) . . ?
C3 C4 C7 121.7(2) . . ?
C5 C4 C7 119.7(2) . . ?
C4 C5 C6 119.5(3) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C1 C6 C5 121.5(3) . . ?
C1 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
N1 C7 C4 113.46(19) . . ?
N1 C7 H7A 107.2(19) . . ?
C4 C7 H7A 109(2) . . ?
N1 C7 H7B 106.6(16) . . ?
C4 C7 H7B 114.0(16) . . ?
H7A C7 H7B 107(2) . . ?
O1 C8 N1 125.6(2) . . ?
O1 C8 C9 126.1(2) . . ?
N1 C8 C9 108.24(17) . . ?
N2 C9 C10 112.22(14) . . ?
N2 C9 C16 104.01(15) . . ?
C10 C9 C16 116.49(18) . . ?
N2 C9 C8 108.48(16) . . ?
C10 C9 C8 102.54(16) . . ?
C16 C9 C8 113.11(16) . . ?
C15 C10 C11 119.57(18) . . ?
C15 C10 C9 132.04(18) . . ?
C11 C10 C9 108.39(17) . . ?
C12 C11 C10 122.0(2) . . ?
C12 C11 N1 128.3(2) . . ?
C10 C11 N1 109.67(17) . . ?
C11 C12 C13 117.7(2) . . ?
C11 C12 H12 121.2 . . ?
C13 C12 H12 121.2 . . ?
C14 C13 C12 121.0(2) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 120.9(2) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C10 C15 C14 118.9(2) . . ?
C10 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
C9 C16 C17 104.02(15) . . ?
C9 C16 H16A 111.3(16) . . ?
C17 C16 H16A 113.0(16) . . ?
C9 C16 H16B 108.5(14) . . ?
C17 C16 H16B 108.8(14) . . ?
H16A C16 H16B 111(2) . . ?
N3 C17 C18 110.37(15) . . ?
N3 C17 C16 102.63(16) . . ?
C18 C17 C16 113.89(18) . . ?
N3 C17 H17 109.2(11) . . ?
C18 C17 H17 108.2(12) . . ?
C16 C17 H17 112.5(12) . . ?
C19 C18 C17 114.29(16) . . ?
C19 C18 H18A 106.0(13) . . ?
C17 C18 H18A 107.1(13) . . ?
C19 C18 H18B 110.3(14) . . ?
C17 C18 H18B 105.3(14) . . ?
H18A C18 H18B 114(2) . . ?
C24 C19 C20 118.9(2) . . ?
C24 C19 C18 123.2(2) . . ?
C20 C19 C18 118.0(2) . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C22 C21 C20 119.7(3) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C23 C22 C21 121.7(3) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C22 C23 C24 120.6(3) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C19 C24 C23 118.6(2) . . ?
C19 C24 C25 121.6(2) . . ?
C23 C24 C25 119.8(2) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O2 C26 O3 126.58(18) . . ?
O2 C26 N3 121.60(18) . . ?
O3 C26 N3 111.77(17) . . ?
O3 C27 C29 101.82(16) . . ?
O3 C27 C28 109.86(18) . . ?
C29 C27 C28 110.8(2) . . ?
O3 C27 C30 110.81(18) . . ?
C29 C27 C30 110.9(2) . . ?
C28 C27 C30 112.2(2) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
C9 N2 N3 C26 -119.44(17) . . . . ?
C9 N2 N3 C17 28.58(19) . . . . ?
C6 C1 C2 C3 0.7(5) . . . . ?
C1 C2 C3 C4 -0.9(6) . . . . ?
C2 C3 C4 C5 0.8(5) . . . . ?
C2 C3 C4 C7 -177.5(3) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C7 C4 C5 C6 177.7(2) . . . . ?
C2 C1 C6 C5 -0.5(5) . . . . ?
C4 C5 C6 C1 0.5(4) . . . . ?
C8 N1 C7 C4 99.7(3) . . . . ?
C11 N1 C7 C4 -77.9(3) . . . . ?
C3 C4 C7 N1 -35.3(4) . . . . ?
C5 C4 C7 N1 146.4(2) . . . . ?
C11 N1 C8 O1 -179.5(2) . . . . ?
C7 N1 C8 O1 2.7(3) . . . . ?
C11 N1 C8 C9 -0.1(2) . . . . ?
C7 N1 C8 C9 -177.97(18) . . . . ?
N3 N2 C9 C10 89.11(18) . . . . ?
N3 N2 C9 C16 -37.66(19) . . . . ?
N3 N2 C9 C8 -158.32(15) . . . . ?
O1 C8 C9 N2 60.3(3) . . . . ?
N1 C8 C9 N2 -119.04(17) . . . . ?
O1 C8 C9 C10 179.1(2) . . . . ?
N1 C8 C9 C10 -0.18(19) . . . . ?
O1 C8 C9 C16 -54.6(3) . . . . ?
N1 C8 C9 C16 126.10(18) . . . . ?
N2 C9 C10 C15 -63.5(3) . . . . ?
C16 C9 C10 C15 56.2(3) . . . . ?
C8 C9 C10 C15 -179.8(2) . . . . ?
N2 C9 C10 C11 116.63(17) . . . . ?
C16 C9 C10 C11 -123.65(18) . . . . ?
C8 C9 C10 C11 0.41(19) . . . . ?
C15 C10 C11 C12 0.7(3) . . . . ?
C9 C10 C11 C12 -179.42(18) . . . . ?
C15 C10 C11 N1 179.64(17) . . . . ?
C9 C10 C11 N1 -0.5(2) . . . . ?
C8 N1 C11 C12 179.2(2) . . . . ?
C7 N1 C11 C12 -3.0(3) . . . . ?
C8 N1 C11 C10 0.4(2) . . . . ?
C7 N1 C11 C10 178.23(18) . . . . ?
C10 C11 C12 C13 0.0(3) . . . . ?
N1 C11 C12 C13 -178.7(2) . . . . ?
C11 C12 C13 C14 -0.5(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C11 C10 C15 C14 -1.0(3) . . . . ?
C9 C10 C15 C14 179.2(2) . . . . ?
C13 C14 C15 C10 0.5(3) . . . . ?
N2 C9 C16 C17 33.5(2) . . . . ?
C10 C9 C16 C17 -90.6(2) . . . . ?
C8 C9 C16 C17 150.99(18) . . . . ?
C26 N3 C17 C18 -97.2(2) . . . . ?
N2 N3 C17 C18 114.30(19) . . . . ?
C26 N3 C17 C16 141.05(18) . . . . ?
N2 N3 C17 C16 -7.4(2) . . . . ?
C9 C16 C17 N3 -16.2(2) . . . . ?
C9 C16 C17 C18 -135.50(19) . . . . ?
N3 C17 C18 C19 -171.55(19) . . . . ?
C16 C17 C18 C19 -56.7(3) . . . . ?
C17 C18 C19 C24 -79.2(3) . . . . ?
C17 C18 C19 C20 100.9(2) . . . . ?
C24 C19 C20 C21 0.8(3) . . . . ?
C18 C19 C20 C21 -179.3(2) . . . . ?
C19 C20 C21 C22 -0.7(3) . . . . ?
C20 C21 C22 C23 0.3(4) . . . . ?
C21 C22 C23 C24 0.1(4) . . . . ?
C20 C19 C24 C23 -0.5(3) . . . . ?
C18 C19 C24 C23 179.61(18) . . . . ?
C20 C19 C24 C25 177.3(2) . . . . ?
C18 C19 C24 C25 -2.6(3) . . . . ?
C22 C23 C24 C19 0.1(3) . . . . ?
C22 C23 C24 C25 -177.8(2) . . . . ?
C27 O3 C26 O2 -1.9(3) . . . . ?
C27 O3 C26 N3 -179.21(16) . . . . ?
N2 N3 C26 O2 165.11(18) . . . . ?
C17 N3 C26 O2 19.3(3) . . . . ?
N2 N3 C26 O3 -17.4(2) . . . . ?
C17 N3 C26 O3 -163.22(15) . . . . ?
C26 O3 C27 C29 -177.7(2) . . . . ?
C26 O3 C27 C28 64.8(2) . . . . ?
C26 O3 C27 C30 -59.7(3) . . . . ?

_refine_diff_density_max         0.569
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.039

_shelxl_version_number           2014/4


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
