# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_y
_database_code_depnum_ccdc_archive 'CCDC 2103937'
_audit_update_record             
;
2021-08-18 deposited with the CCDC.	2021-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H23 N3 O3'
_chemical_formula_weight         437.48

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.1705(18)
_cell_length_b                   12.8186(15)
_cell_length_c                   27.769(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.992(5)
_cell_angle_gamma                90.00
_cell_volume                     5016.6(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9041
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      26.52

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1840
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9841
_exptl_absorpt_correction_T_max  0.9863
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            64852
_diffrn_reflns_av_R_equivalents  0.0702
_diffrn_reflns_av_sigmaI/netI    0.0514
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.89
_diffrn_reflns_theta_max         26.15
_reflns_number_total             9994
_reflns_number_gt                7279
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 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 > 2sigma(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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1047P)²+15.7259P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9994
_refine_ls_number_parameters     599
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1225
_refine_ls_R_factor_gt           0.0962
_refine_ls_wR_factor_ref         0.2619
_refine_ls_wR_factor_gt          0.2474
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6218(2) 0.6370(2) 0.08474(11) 0.0385(7) Uani 1 1 d . . .
O2 O 0.7324(2) 0.5421(2) 0.05945(12) 0.0410(8) Uani 1 1 d . . .
O3 O 0.41965(18) 0.14046(19) 0.00293(10) 0.0240(6) Uani 1 1 d . . .
N1 N 0.6502(3) 0.5562(3) 0.06713(12) 0.0277(7) Uani 1 1 d . . .
N2 N 0.2966(2) 0.2366(2) 0.02519(11) 0.0202(6) Uani 1 1 d . . .
N3 N 0.1940(2) 0.1050(2) 0.09493(11) 0.0252(7) Uani 1 1 d . . .
C1 C 0.5813(3) 0.4720(3) 0.05504(13) 0.0212(8) Uani 1 1 d . . .
C2 C 0.4899(3) 0.4831(3) 0.06739(13) 0.0226(8) Uani 1 1 d . . .
H2 H 0.4718 0.5429 0.0829 0.027 Uiso 1 1 calc R . .
C3 C 0.4260(3) 0.4030(3) 0.05609(13) 0.0204(7) Uani 1 1 d . . .
H3 H 0.3642 0.4085 0.0643 0.025 Uiso 1 1 calc R . .
C4 C 0.4541(3) 0.3137(3) 0.03243(13) 0.0190(7) Uani 1 1 d . . .
C5 C 0.5472(3) 0.3051(3) 0.02029(14) 0.0247(8) Uani 1 1 d . . .
H5 H 0.5656 0.2457 0.0045 0.030 Uiso 1 1 calc R . .
C6 C 0.6120(3) 0.3845(3) 0.03169(14) 0.0254(8) Uani 1 1 d . . .
H6 H 0.6741 0.3793 0.0239 0.030 Uiso 1 1 calc R . .
C7 C 0.3842(3) 0.2306(3) 0.02041(13) 0.0201(7) Uani 1 1 d . . .
C8 C 0.3356(3) 0.0797(3) -0.01608(14) 0.0217(8) Uani 1 1 d . . .
C9 C 0.3560(3) -0.0361(3) -0.00433(14) 0.0237(8) Uani 1 1 d . . .
H9A H 0.3006 -0.0769 -0.0159 0.028 Uiso 1 1 calc R . .
H9B H 0.4082 -0.0590 -0.0217 0.028 Uiso 1 1 calc R . .
C10 C 0.3803(3) -0.0574(3) 0.04869(15) 0.0270(8) Uani 1 1 d . . .
H10A H 0.4426 -0.0293 0.0592 0.032 Uiso 1 1 calc R . .
H10B H 0.3819 -0.1321 0.0543 0.032 Uiso 1 1 calc R . .
C11 C 0.3074(3) -0.0079(3) 0.07727(13) 0.0213(8) Uani 1 1 d . . .
C12 C 0.2514(3) 0.0738(3) 0.05989(13) 0.0210(8) Uani 1 1 d . . .
C13 C 0.2560(3) 0.1304(3) 0.01247(13) 0.0213(8) Uani 1 1 d . . .
C14 C 0.1621(3) 0.1374(3) -0.01846(14) 0.0244(8) Uani 1 1 d . . .
C15 C 0.1062(3) 0.0480(3) -0.02640(16) 0.0327(9) Uani 1 1 d . . .
H15 H 0.1236 -0.0135 -0.0101 0.039 Uiso 1 1 calc R . .
C16 C 0.0249(4) 0.0513(4) -0.05855(18) 0.0449(12) Uani 1 1 d . . .
H16 H -0.0110 -0.0090 -0.0643 0.054 Uiso 1 1 calc R . .
C17 C -0.0039(3) 0.1421(4) -0.08222(19) 0.0464(12) Uani 1 1 d . . .
H17 H -0.0585 0.1432 -0.1039 0.056 Uiso 1 1 calc R . .
C18 C 0.0497(3) 0.2318(4) -0.07333(18) 0.0433(11) Uani 1 1 d . . .
H18 H 0.0302 0.2936 -0.0888 0.052 Uiso 1 1 calc R . .
C19 C 0.1316(3) 0.2303(3) -0.04171(15) 0.0318(9) Uani 1 1 d . . .
H19 H 0.1667 0.2911 -0.0358 0.038 Uiso 1 1 calc R . .
C20 C 0.2867(3) -0.0278(3) 0.12554(14) 0.0261(8) Uani 1 1 d . . .
C21 C 0.3227(3) -0.0955(3) 0.16236(14) 0.0305(9) Uani 1 1 d . . .
H21 H 0.3694 -0.1436 0.1568 0.037 Uiso 1 1 calc R . .
C22 C 0.2890(4) -0.0909(3) 0.20670(16) 0.0429(12) Uani 1 1 d . . .
H22 H 0.3137 -0.1357 0.2312 0.051 Uiso 1 1 calc R . .
C23 C 0.2185(4) -0.0205(4) 0.21579(16) 0.0430(11) Uani 1 1 d . . .
H23 H 0.1959 -0.0199 0.2460 0.052 Uiso 1 1 calc R . .
C24 C 0.1813(4) 0.0492(4) 0.18040(16) 0.0386(10) Uani 1 1 d . . .
H24 H 0.1351 0.0974 0.1868 0.046 Uiso 1 1 calc R . .
C25 C 0.2148(3) 0.0447(3) 0.13562(14) 0.0265(8) Uani 1 1 d . . .
C26 C 0.1326(3) 0.1968(3) 0.09371(16) 0.0296(9) Uani 1 1 d . . .
H26A H 0.0750 0.1796 0.1073 0.044 Uiso 1 1 calc R . .
H26B H 0.1179 0.2193 0.0608 0.044 Uiso 1 1 calc R . .
H26C H 0.1647 0.2519 0.1123 0.044 Uiso 1 1 calc R . .
C27 C 0.3212(3) 0.0993(3) -0.06963(14) 0.0250(8) Uani 1 1 d . . .
H27A H 0.3106 0.1723 -0.0755 0.037 Uiso 1 1 calc R . .
H27B H 0.2672 0.0604 -0.0836 0.037 Uiso 1 1 calc R . .
H27C H 0.3766 0.0775 -0.0841 0.037 Uiso 1 1 calc R . .
O4 O 0.0265(3) 0.6366(3) -0.05007(14) 0.0568(11) Uani 1 1 d . . .
O5 O 0.1054(3) 0.7816(2) -0.04240(13) 0.0476(9) Uani 1 1 d . . .
O6 O 0.3533(2) 0.6019(2) 0.16667(9) 0.0281(6) Uani 1 1 d . . .
N4 N 0.0878(3) 0.6928(3) -0.02921(14) 0.0361(9) Uani 1 1 d . . .
N5 N 0.2918(2) 0.4397(2) 0.15555(11) 0.0247(7) Uani 1 1 d . . .
N6 N 0.4588(2) 0.2876(2) 0.16582(11) 0.0260(7) Uani 1 1 d . . .
C28 C 0.1418(3) 0.6519(3) 0.01443(14) 0.0257(8) Uani 1 1 d . . .
C29 C 0.1957(3) 0.7194(3) 0.04433(15) 0.0287(9) Uani 1 1 d . . .
H29 H 0.1987 0.7898 0.0366 0.034 Uiso 1 1 calc R . .
C30 C 0.2450(3) 0.6815(3) 0.08570(15) 0.0271(8) Uani 1 1 d . . .
H30 H 0.2798 0.7268 0.1068 0.032 Uiso 1 1 calc R . .
C31 C 0.2432(3) 0.5740(3) 0.09643(13) 0.0241(8) Uani 1 1 d . . .
C32 C 0.1885(3) 0.5078(3) 0.06483(14) 0.0259(8) Uani 1 1 d . . .
H32 H 0.1863 0.4369 0.0718 0.031 Uiso 1 1 calc R . .
C33 C 0.1379(3) 0.5455(3) 0.02375(15) 0.0268(8) Uani 1 1 d . . .
H33 H 0.1019 0.5010 0.0027 0.032 Uiso 1 1 calc R . .
C34 C 0.2954(3) 0.5332(3) 0.14063(14) 0.0249(8) Uani 1 1 d . . .
C35 C 0.3782(3) 0.5512(3) 0.21421(14) 0.0295(9) Uani 1 1 d . . .
C36 C 0.4795(3) 0.5811(3) 0.23262(15) 0.0341(10) Uani 1 1 d . . .
H36A H 0.4827 0.6563 0.2365 0.041 Uiso 1 1 calc R . .
H36B H 0.4950 0.5503 0.2644 0.041 Uiso 1 1 calc R . .
C37 C 0.5539(3) 0.5477(3) 0.20015(15) 0.0327(10) Uani 1 1 d . . .
H37A H 0.5505 0.5925 0.1719 0.039 Uiso 1 1 calc R . .
H37B H 0.6166 0.5549 0.2175 0.039 Uiso 1 1 calc R . .
C38 C 0.5383(3) 0.4367(3) 0.18450(14) 0.0288(9) Uani 1 1 d . . .
C39 C 0.4523(3) 0.3882(3) 0.18413(13) 0.0254(8) Uani 1 1 d . . .
C40 C 0.3620(3) 0.4326(3) 0.19935(14) 0.0262(8) Uani 1 1 d . . .
C41 C 0.3255(3) 0.3680(3) 0.23971(14) 0.0295(9) Uani 1 1 d . . .
C42 C 0.3869(3) 0.3423(3) 0.28035(14) 0.0318(9) Uani 1 1 d . . .
H42 H 0.4506 0.3608 0.2816 0.038 Uiso 1 1 calc R . .
C43 C 0.3546(4) 0.2897(3) 0.31890(16) 0.0388(11) Uani 1 1 d . . .
H43 H 0.3966 0.2741 0.3460 0.047 Uiso 1 1 calc R . .
C44 C 0.2610(4) 0.2603(4) 0.31751(18) 0.0488(13) Uani 1 1 d . . .
H44 H 0.2391 0.2261 0.3437 0.059 Uiso 1 1 calc R . .
C45 C 0.2004(4) 0.2822(4) 0.2768(2) 0.0545(14) Uani 1 1 d . . .
H45 H 0.1378 0.2593 0.2748 0.065 Uiso 1 1 calc R . .
C46 C 0.2320(4) 0.3388(4) 0.23809(17) 0.0406(11) Uani 1 1 d . . .
H46 H 0.1896 0.3564 0.2115 0.049 Uiso 1 1 calc R . .
C47 C 0.6022(3) 0.3651(3) 0.16593(14) 0.0306(9) Uani 1 1 d . . .
C48 C 0.6980(3) 0.3692(4) 0.15705(16) 0.0387(10) Uani 1 1 d . . .
H48 H 0.7340 0.4289 0.1644 0.046 Uiso 1 1 calc R . .
C49 C 0.7375(4) 0.2831(5) 0.13723(17) 0.0476(13) Uani 1 1 d . . .
H49 H 0.8007 0.2855 0.1312 0.057 Uiso 1 1 calc R . .
C50 C 0.6850(4) 0.1921(4) 0.12593(16) 0.0439(12) Uani 1 1 d . . .
H50 H 0.7139 0.1354 0.1126 0.053 Uiso 1 1 calc R . .
C51 C 0.5912(3) 0.1857(4) 0.13436(15) 0.0365(10) Uani 1 1 d . . .
H51 H 0.5561 0.1255 0.1269 0.044 Uiso 1 1 calc R . .
C52 C 0.5498(3) 0.2729(3) 0.15462(14) 0.0288(9) Uani 1 1 d . . .
C53 C 0.3835(3) 0.2104(3) 0.15862(15) 0.0310(9) Uani 1 1 d . . .
H53A H 0.3945 0.1661 0.1319 0.046 Uiso 1 1 calc R . .
H53B H 0.3236 0.2450 0.1518 0.046 Uiso 1 1 calc R . .
H53C H 0.3828 0.1690 0.1874 0.046 Uiso 1 1 calc R . .
C54 C 0.3070(4) 0.5903(3) 0.24731(16) 0.0377(10) Uani 1 1 d . . .
H54A H 0.2439 0.5732 0.2336 0.057 Uiso 1 1 calc R . .
H54B H 0.3129 0.6646 0.2508 0.057 Uiso 1 1 calc R . .
H54C H 0.3193 0.5578 0.2785 0.057 Uiso 1 1 calc R . .


_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 N1 1.231(4) . ?
O2 N1 1.219(5) . ?
O3 C7 1.369(4) . ?
O3 C8 1.474(4) . ?
N1 C1 1.471(5) . ?
N2 C7 1.264(5) . ?
N2 C13 1.505(4) . ?
N3 C25 1.375(5) . ?
N3 C12 1.391(5) . ?
N3 C26 1.462(5) . ?
C1 C2 1.380(5) . ?
C1 C6 1.388(5) . ?
C2 C3 1.384(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.398(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.399(5) . ?
C4 C7 1.470(5) . ?
C5 C6 1.385(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C8 C27 1.501(5) . ?
C8 C9 1.540(5) . ?
C8 C13 1.584(5) . ?
C9 C10 1.502(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.507(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.371(5) . ?
C11 C20 1.425(5) . ?
C12 C13 1.511(5) . ?
C13 C14 1.509(5) . ?
C14 C15 1.397(5) . ?
C14 C19 1.401(6) . ?
C15 C16 1.382(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.377(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.385(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.381(6) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.396(6) . ?
C20 C25 1.429(6) . ?
C21 C22 1.368(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.388(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.391(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.378(6) . ?
C24 H24 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
O4 N4 1.227(5) . ?
O5 N4 1.229(5) . ?
O6 C34 1.360(5) . ?
O6 C35 1.481(5) . ?
N4 C28 1.461(5) . ?
N5 C34 1.271(5) . ?
N5 C40 1.492(5) . ?
N6 C52 1.372(5) . ?
N6 C39 1.392(5) . ?
N6 C53 1.454(5) . ?
C28 C29 1.374(6) . ?
C28 C33 1.391(5) . ?
C29 C30 1.370(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.411(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.397(5) . ?
C31 C34 1.462(5) . ?
C32 C33 1.371(6) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C35 C54 1.519(6) . ?
C35 C36 1.523(6) . ?
C35 C40 1.585(5) . ?
C36 C37 1.519(6) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.497(5) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.368(6) . ?
C38 C47 1.423(6) . ?
C39 C40 1.500(6) . ?
C40 C41 1.527(5) . ?
C41 C46 1.373(6) . ?
C41 C42 1.391(6) . ?
C42 C43 1.383(6) . ?
C42 H42 0.9300 . ?
C43 C44 1.376(8) . ?
C43 H43 0.9300 . ?
C44 C45 1.376(8) . ?
C44 H44 0.9300 . ?
C45 C46 1.409(7) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C47 C48 1.406(6) . ?
C47 C52 1.413(6) . ?
C48 C49 1.378(7) . ?
C48 H48 0.9300 . ?
C49 C50 1.402(8) . ?
C49 H49 0.9300 . ?
C50 C51 1.376(7) . ?
C50 H50 0.9300 . ?
C51 C52 1.406(6) . ?
C51 H51 0.9300 . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?

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
C7 O3 C8 105.1(3) . . ?
O2 N1 O1 123.5(3) . . ?
O2 N1 C1 118.4(3) . . ?
O1 N1 C1 118.1(3) . . ?
C7 N2 C13 106.0(3) . . ?
C25 N3 C12 108.8(3) . . ?
C25 N3 C26 123.2(3) . . ?
C12 N3 C26 127.3(3) . . ?
C2 C1 C6 123.2(3) . . ?
C2 C1 N1 119.0(3) . . ?
C6 C1 N1 117.8(3) . . ?
C1 C2 C3 118.5(3) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C2 C3 C4 120.1(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 C7 118.7(3) . . ?
C5 C4 C7 121.2(3) . . ?
C6 C5 C4 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 117.9(4) . . ?
C5 C6 H6 121.1 . . ?
C1 C6 H6 121.1 . . ?
N2 C7 O3 119.3(3) . . ?
N2 C7 C4 125.3(3) . . ?
O3 C7 C4 115.4(3) . . ?
O3 C8 C27 106.7(3) . . ?
O3 C8 C9 107.8(3) . . ?
C27 C8 C9 111.9(3) . . ?
O3 C8 C13 101.2(3) . . ?
C27 C8 C13 113.4(3) . . ?
C9 C8 C13 114.7(3) . . ?
C10 C9 C8 113.7(3) . . ?
C10 C9 H9A 108.8 . . ?
C8 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
C8 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C9 C10 C11 109.9(3) . . ?
C9 C10 H10A 109.7 . . ?
C11 C10 H10A 109.7 . . ?
C9 C10 H10B 109.7 . . ?
C11 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C12 C11 C20 107.4(3) . . ?
C12 C11 C10 122.7(3) . . ?
C20 C11 C10 129.8(3) . . ?
C11 C12 N3 109.5(3) . . ?
C11 C12 C13 126.7(3) . . ?
N3 C12 C13 123.5(3) . . ?
N2 C13 C14 111.9(3) . . ?
N2 C13 C12 106.3(3) . . ?
C14 C13 C12 114.1(3) . . ?
N2 C13 C8 102.4(3) . . ?
C14 C13 C8 111.8(3) . . ?
C12 C13 C8 109.6(3) . . ?
C15 C14 C19 118.8(4) . . ?
C15 C14 C13 119.6(3) . . ?
C19 C14 C13 121.5(3) . . ?
C16 C15 C14 119.8(4) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C17 C16 C15 121.3(4) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C18 119.1(4) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C19 C18 C17 120.7(4) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C14 120.2(4) . . ?
C18 C19 H19 119.9 . . ?
C14 C19 H19 119.9 . . ?
C21 C20 C11 134.8(4) . . ?
C21 C20 C25 118.3(4) . . ?
C11 C20 C25 106.8(3) . . ?
C22 C21 C20 119.8(4) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 121.1(4) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C22 C23 C24 121.1(4) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C25 C24 C23 118.0(4) . . ?
C25 C24 H24 121.0 . . ?
C23 C24 H24 121.0 . . ?
N3 C25 C24 130.8(4) . . ?
N3 C25 C20 107.5(3) . . ?
C24 C25 C20 121.6(4) . . ?
N3 C26 H26A 109.5 . . ?
N3 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N3 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8 C27 H27A 109.5 . . ?
C8 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C8 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C34 O6 C35 105.3(3) . . ?
O4 N4 O5 124.0(4) . . ?
O4 N4 C28 117.7(3) . . ?
O5 N4 C28 118.3(3) . . ?
C34 N5 C40 106.1(3) . . ?
C52 N6 C39 108.1(3) . . ?
C52 N6 C53 124.7(3) . . ?
C39 N6 C53 127.3(3) . . ?
C29 C28 C33 122.4(4) . . ?
C29 C28 N4 119.0(3) . . ?
C33 C28 N4 118.6(4) . . ?
C30 C29 C28 119.1(4) . . ?
C30 C29 H29 120.5 . . ?
C28 C29 H29 120.5 . . ?
C29 C30 C31 120.3(4) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C32 C31 C30 118.8(4) . . ?
C32 C31 C34 120.6(3) . . ?
C30 C31 C34 120.6(3) . . ?
C33 C32 C31 121.1(4) . . ?
C33 C32 H32 119.4 . . ?
C31 C32 H32 119.4 . . ?
C32 C33 C28 118.2(4) . . ?
C32 C33 H33 120.9 . . ?
C28 C33 H33 120.9 . . ?
N5 C34 O6 118.7(3) . . ?
N5 C34 C31 125.2(4) . . ?
O6 C34 C31 116.0(3) . . ?
O6 C35 C54 106.5(3) . . ?
O6 C35 C36 108.5(3) . . ?
C54 C35 C36 112.1(3) . . ?
O6 C35 C40 100.0(3) . . ?
C54 C35 C40 112.8(3) . . ?
C36 C35 C40 115.8(3) . . ?
C37 C36 C35 114.7(3) . . ?
C37 C36 H36A 108.6 . . ?
C35 C36 H36A 108.6 . . ?
C37 C36 H36B 108.6 . . ?
C35 C36 H36B 108.6 . . ?
H36A C36 H36B 107.6 . . ?
C38 C37 C36 110.5(3) . . ?
C38 C37 H37A 109.5 . . ?
C36 C37 H37A 109.5 . . ?
C38 C37 H37B 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 108.1 . . ?
C39 C38 C47 107.7(4) . . ?
C39 C38 C37 122.6(4) . . ?
C47 C38 C37 129.7(4) . . ?
C38 C39 N6 109.3(4) . . ?
C38 C39 C40 127.7(4) . . ?
N6 C39 C40 123.0(3) . . ?
N5 C40 C39 108.0(3) . . ?
N5 C40 C41 112.5(3) . . ?
C39 C40 C41 111.4(3) . . ?
N5 C40 C35 102.7(3) . . ?
C39 C40 C35 109.4(3) . . ?
C41 C40 C35 112.3(3) . . ?
C46 C41 C42 118.9(4) . . ?
C46 C41 C40 121.6(4) . . ?
C42 C41 C40 119.5(4) . . ?
C43 C42 C41 120.9(4) . . ?
C43 C42 H42 119.5 . . ?
C41 C42 H42 119.5 . . ?
C44 C43 C42 120.5(5) . . ?
C44 C43 H43 119.8 . . ?
C42 C43 H43 119.8 . . ?
C45 C44 C43 119.0(4) . . ?
C45 C44 H44 120.5 . . ?
C43 C44 H44 120.5 . . ?
C44 C45 C46 120.7(5) . . ?
C44 C45 H45 119.6 . . ?
C46 C45 H45 119.6 . . ?
C41 C46 C45 119.8(5) . . ?
C41 C46 H46 120.1 . . ?
C45 C46 H46 120.1 . . ?
C48 C47 C52 119.1(4) . . ?
C48 C47 C38 134.5(4) . . ?
C52 C47 C38 106.4(4) . . ?
C49 C48 C47 118.7(5) . . ?
C49 C48 H48 120.7 . . ?
C47 C48 H48 120.7 . . ?
C48 C49 C50 121.9(5) . . ?
C48 C49 H49 119.1 . . ?
C50 C49 H49 119.1 . . ?
C51 C50 C49 120.7(5) . . ?
C51 C50 H50 119.6 . . ?
C49 C50 H50 119.6 . . ?
C50 C51 C52 118.1(4) . . ?
C50 C51 H51 120.9 . . ?
C52 C51 H51 120.9 . . ?
N6 C52 C51 129.9(4) . . ?
N6 C52 C47 108.6(4) . . ?
C51 C52 C47 121.5(4) . . ?
N6 C53 H53A 109.5 . . ?
N6 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
N6 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C35 C54 H54A 109.5 . . ?
C35 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C35 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 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
O2 N1 C1 C2 174.4(3) . . . . ?
O1 N1 C1 C2 -5.2(5) . . . . ?
O2 N1 C1 C6 -5.4(5) . . . . ?
O1 N1 C1 C6 175.0(3) . . . . ?
C6 C1 C2 C3 0.2(6) . . . . ?
N1 C1 C2 C3 -179.6(3) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
C2 C3 C4 C7 -179.3(3) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
C7 C4 C5 C6 179.7(3) . . . . ?
C4 C5 C6 C1 -0.4(6) . . . . ?
C2 C1 C6 C5 0.2(6) . . . . ?
N1 C1 C6 C5 180.0(3) . . . . ?
C13 N2 C7 O3 4.4(4) . . . . ?
C13 N2 C7 C4 -175.3(3) . . . . ?
C8 O3 C7 N2 12.2(4) . . . . ?
C8 O3 C7 C4 -168.0(3) . . . . ?
C3 C4 C7 N2 7.7(5) . . . . ?
C5 C4 C7 N2 -171.9(4) . . . . ?
C3 C4 C7 O3 -172.0(3) . . . . ?
C5 C4 C7 O3 8.4(5) . . . . ?
C7 O3 C8 C27 97.4(3) . . . . ?
C7 O3 C8 C9 -142.2(3) . . . . ?
C7 O3 C8 C13 -21.5(3) . . . . ?
O3 C8 C9 C10 57.2(4) . . . . ?
C27 C8 C9 C10 174.3(3) . . . . ?
C13 C8 C9 C10 -54.7(4) . . . . ?
C8 C9 C10 C11 49.9(4) . . . . ?
C9 C10 C11 C12 -22.2(5) . . . . ?
C9 C10 C11 C20 162.3(4) . . . . ?
C20 C11 C12 N3 -1.4(4) . . . . ?
C10 C11 C12 N3 -177.8(3) . . . . ?
C20 C11 C12 C13 172.7(3) . . . . ?
C10 C11 C12 C13 -3.7(6) . . . . ?
C25 N3 C12 C11 1.4(4) . . . . ?
C26 N3 C12 C11 171.8(3) . . . . ?
C25 N3 C12 C13 -172.9(3) . . . . ?
C26 N3 C12 C13 -2.6(6) . . . . ?
C7 N2 C13 C14 -137.5(3) . . . . ?
C7 N2 C13 C12 97.3(3) . . . . ?
C7 N2 C13 C8 -17.7(4) . . . . ?
C11 C12 C13 N2 -108.7(4) . . . . ?
N3 C12 C13 N2 64.7(4) . . . . ?
C11 C12 C13 C14 127.5(4) . . . . ?
N3 C12 C13 C14 -59.1(4) . . . . ?
C11 C12 C13 C8 1.2(5) . . . . ?
N3 C12 C13 C8 174.6(3) . . . . ?
O3 C8 C13 N2 23.6(3) . . . . ?
C27 C8 C13 N2 -90.4(3) . . . . ?
C9 C8 C13 N2 139.3(3) . . . . ?
O3 C8 C13 C14 143.5(3) . . . . ?
C27 C8 C13 C14 29.5(4) . . . . ?
C9 C8 C13 C14 -100.8(4) . . . . ?
O3 C8 C13 C12 -88.9(3) . . . . ?
C27 C8 C13 C12 157.1(3) . . . . ?
C9 C8 C13 C12 26.8(4) . . . . ?
N2 C13 C14 C15 -168.5(3) . . . . ?
C12 C13 C14 C15 -47.8(5) . . . . ?
C8 C13 C14 C15 77.4(4) . . . . ?
N2 C13 C14 C19 15.0(5) . . . . ?
C12 C13 C14 C19 135.8(4) . . . . ?
C8 C13 C14 C19 -99.1(4) . . . . ?
C19 C14 C15 C16 3.1(7) . . . . ?
C13 C14 C15 C16 -173.5(4) . . . . ?
C14 C15 C16 C17 -1.7(8) . . . . ?
C15 C16 C17 C18 -0.3(8) . . . . ?
C16 C17 C18 C19 0.9(8) . . . . ?
C17 C18 C19 C14 0.5(7) . . . . ?
C15 C14 C19 C18 -2.5(6) . . . . ?
C13 C14 C19 C18 174.0(4) . . . . ?
C12 C11 C20 C21 -176.1(4) . . . . ?
C10 C11 C20 C21 0.0(7) . . . . ?
C12 C11 C20 C25 0.9(4) . . . . ?
C10 C11 C20 C25 176.9(4) . . . . ?
C11 C20 C21 C22 176.5(4) . . . . ?
C25 C20 C21 C22 -0.1(6) . . . . ?
C20 C21 C22 C23 0.7(7) . . . . ?
C21 C22 C23 C24 -1.4(7) . . . . ?
C22 C23 C24 C25 1.5(7) . . . . ?
C12 N3 C25 C24 176.0(4) . . . . ?
C26 N3 C25 C24 5.2(7) . . . . ?
C12 N3 C25 C20 -0.9(4) . . . . ?
C26 N3 C25 C20 -171.7(3) . . . . ?
C23 C24 C25 N3 -177.4(4) . . . . ?
C23 C24 C25 C20 -1.0(6) . . . . ?
C21 C20 C25 N3 177.5(3) . . . . ?
C11 C20 C25 N3 0.0(4) . . . . ?
C21 C20 C25 C24 0.3(6) . . . . ?
C11 C20 C25 C24 -177.2(4) . . . . ?
O4 N4 C28 C29 -166.0(4) . . . . ?
O5 N4 C28 C29 13.0(6) . . . . ?
O4 N4 C28 C33 15.1(6) . . . . ?
O5 N4 C28 C33 -166.0(4) . . . . ?
C33 C28 C29 C30 -2.2(6) . . . . ?
N4 C28 C29 C30 178.8(4) . . . . ?
C28 C29 C30 C31 2.4(6) . . . . ?
C29 C30 C31 C32 -1.7(6) . . . . ?
C29 C30 C31 C34 -179.7(4) . . . . ?
C30 C31 C32 C33 0.7(6) . . . . ?
C34 C31 C32 C33 178.8(4) . . . . ?
C31 C32 C33 C28 -0.5(6) . . . . ?
C29 C28 C33 C32 1.3(6) . . . . ?
N4 C28 C33 C32 -179.8(4) . . . . ?
C40 N5 C34 O6 -3.1(5) . . . . ?
C40 N5 C34 C31 175.5(4) . . . . ?
C35 O6 C34 N5 -15.0(5) . . . . ?
C35 O6 C34 C31 166.4(3) . . . . ?
C32 C31 C34 N5 -4.4(6) . . . . ?
C30 C31 C34 N5 173.7(4) . . . . ?
C32 C31 C34 O6 174.2(3) . . . . ?
C30 C31 C34 O6 -7.8(5) . . . . ?
C34 O6 C35 C54 -93.6(4) . . . . ?
C34 O6 C35 C36 145.6(3) . . . . ?
C34 O6 C35 C40 23.9(4) . . . . ?
O6 C35 C36 C37 -60.6(4) . . . . ?
C54 C35 C36 C37 -177.9(3) . . . . ?
C40 C35 C36 C37 50.8(5) . . . . ?
C35 C36 C37 C38 -46.2(5) . . . . ?
C36 C37 C38 C39 22.5(5) . . . . ?
C36 C37 C38 C47 -160.8(4) . . . . ?
C47 C38 C39 N6 -0.1(4) . . . . ?
C37 C38 C39 N6 177.3(3) . . . . ?
C47 C38 C39 C40 -178.7(4) . . . . ?
C37 C38 C39 C40 -1.3(6) . . . . ?
C52 N6 C39 C38 0.0(4) . . . . ?
C53 N6 C39 C38 -179.1(4) . . . . ?
C52 N6 C39 C40 178.7(3) . . . . ?
C53 N6 C39 C40 -0.4(6) . . . . ?
C34 N5 C40 C39 -97.3(4) . . . . ?
C34 N5 C40 C41 139.3(3) . . . . ?
C34 N5 C40 C35 18.3(4) . . . . ?
C38 C39 C40 N5 114.2(4) . . . . ?
N6 C39 C40 N5 -64.3(4) . . . . ?
C38 C39 C40 C41 -121.8(4) . . . . ?
N6 C39 C40 C41 59.8(5) . . . . ?
C38 C39 C40 C35 3.0(5) . . . . ?
N6 C39 C40 C35 -175.4(3) . . . . ?
O6 C35 C40 N5 -25.3(4) . . . . ?
C54 C35 C40 N5 87.4(4) . . . . ?
C36 C35 C40 N5 -141.6(3) . . . . ?
O6 C35 C40 C39 89.2(4) . . . . ?
C54 C35 C40 C39 -158.0(3) . . . . ?
C36 C35 C40 C39 -27.0(4) . . . . ?
O6 C35 C40 C41 -146.4(3) . . . . ?
C54 C35 C40 C41 -33.7(5) . . . . ?
C36 C35 C40 C41 97.3(4) . . . . ?
N5 C40 C41 C46 -11.9(5) . . . . ?
C39 C40 C41 C46 -133.4(4) . . . . ?
C35 C40 C41 C46 103.4(5) . . . . ?
N5 C40 C41 C42 171.5(3) . . . . ?
C39 C40 C41 C42 50.0(5) . . . . ?
C35 C40 C41 C42 -73.2(5) . . . . ?
C46 C41 C42 C43 -0.9(6) . . . . ?
C40 C41 C42 C43 175.8(4) . . . . ?
C41 C42 C43 C44 0.9(6) . . . . ?
C42 C43 C44 C45 1.2(7) . . . . ?
C43 C44 C45 C46 -3.4(8) . . . . ?
C42 C41 C46 C45 -1.2(7) . . . . ?
C40 C41 C46 C45 -177.9(4) . . . . ?
C44 C45 C46 C41 3.4(8) . . . . ?
C39 C38 C47 C48 179.2(4) . . . . ?
C37 C38 C47 C48 2.1(8) . . . . ?
C39 C38 C47 C52 0.1(4) . . . . ?
C37 C38 C47 C52 -177.0(4) . . . . ?
C52 C47 C48 C49 0.5(6) . . . . ?
C38 C47 C48 C49 -178.5(4) . . . . ?
C47 C48 C49 C50 -0.2(7) . . . . ?
C48 C49 C50 C51 0.0(7) . . . . ?
C49 C50 C51 C52 -0.1(6) . . . . ?
C39 N6 C52 C51 -178.6(4) . . . . ?
C53 N6 C52 C51 0.5(6) . . . . ?
C39 N6 C52 C47 0.0(4) . . . . ?
C53 N6 C52 C47 179.2(3) . . . . ?
C50 C51 C52 N6 178.9(4) . . . . ?
C50 C51 C52 C47 0.3(6) . . . . ?
C48 C47 C52 N6 -179.3(3) . . . . ?
C38 C47 C52 N6 -0.1(4) . . . . ?
C48 C47 C52 C51 -0.5(6) . . . . ?
C38 C47 C52 C51 178.7(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.15
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.088

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 1.000 -0.005 0.250 501 62 ' '
2 1.000 0.014 0.750 501 62 ' '
3 0.477 0.033 0.864 8 1 ' '
4 0.545 0.249 0.395 14 1 ' '
5 0.545 0.251 0.895 14 1 ' '
6 0.477 0.467 0.364 8 1 ' '
7 0.523 0.533 0.636 8 1 ' '
8 0.455 0.749 0.105 14 1 ' '
9 0.455 0.751 0.605 14 1 ' '
10 0.523 0.967 0.136 8 1 ' '
_platon_squeeze_details          
;
;
