# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1526930'
_audit_update_record             
;
2017-01-12 deposited with the CCDC.
2018-07-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H31 N3 O4'
_chemical_formula_weight         497.58
_chemical_oxdiff_usercomment     
'Martin Johnston (exo-bulky- outer CH3 isomer (no ring)'

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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   8.6452(5)
_cell_length_b                   11.1356(5)
_cell_length_c                   15.0205(6)
_cell_angle_alpha                108.623(4)
_cell_angle_beta                 91.819(4)
_cell_angle_gamma                111.122(4)
_cell_volume                     1260.48(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    130.00(10)
_cell_measurement_reflns_used    4714
_cell_measurement_theta_min      4.5170
_cell_measurement_theta_max      76.2370

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_F_000             528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2501
_exptl_crystal_size_mid          0.1559
_exptl_crystal_size_min          0.1195
_exptl_absorpt_coefficient_mu    0.706
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.83551
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      130.00(10)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.2273
_diffrn_reflns_number            9401
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.525
_diffrn_reflns_theta_max         76.683
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5163
_reflns_number_gt                4524
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_solution    shelxt
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_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)+(0.0538P)²+0.4122P] 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         5163
_refine_ls_number_parameters     339
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1108
_refine_ls_wR_factor_gt          0.1054
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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
O3 O 0.96860(12) 0.01160(10) 0.14663(6) 0.0217(2) Uani 1 1 d . . . . .
O1 O 0.27230(12) 0.26272(10) 0.30444(7) 0.0232(2) Uani 1 1 d . . . . .
O4 O 0.78818(12) 0.02430(10) 0.43005(7) 0.0221(2) Uani 1 1 d . . . . .
O2 O 0.61256(13) 0.36743(11) 0.09146(8) 0.0278(2) Uani 1 1 d . . . . .
C26 C 0.56215(18) -0.13276(14) 0.14555(10) 0.0243(3) Uani 1 1 d . . . . .
H26A H 0.448031 -0.176352 0.112889 0.036 Uiso 1 1 calc R U . . .
H26B H 0.574125 -0.172411 0.192155 0.036 Uiso 1 1 calc R U . . .
H26C H 0.636113 -0.146323 0.100486 0.036 Uiso 1 1 calc R U . . .
C24 C 0.86637(17) -0.27857(13) 0.24860(10) 0.0229(3) Uani 1 1 d . . . . .
H24A H 0.828041 -0.378006 0.227351 0.027 Uiso 1 1 calc R U . . .
H24B H 0.777850 -0.252754 0.230159 0.027 Uiso 1 1 calc R U . . .
C20 C 1.09666(17) -0.23897(13) 0.35658(10) 0.0224(3) Uani 1 1 d . . . . .
H20 H 1.145298 -0.254373 0.405757 0.027 Uiso 1 1 calc R U . . .
N2 N 0.85521(13) 0.03249(11) 0.28485(7) 0.0166(2) Uani 1 1 d . . . . .
N1 N 0.45828(14) 0.29634(11) 0.20043(8) 0.0181(2) Uani 1 1 d . . . . .
C25 C 0.36249(17) 0.01372(15) 0.09051(10) 0.0243(3) Uani 1 1 d . . . . .
H25A H 0.261574 0.013582 0.115445 0.036 Uiso 1 1 calc R U . . .
H25B H 0.351465 -0.079434 0.058943 0.036 Uiso 1 1 calc R U . . .
H25C H 0.380662 0.060867 0.045891 0.036 Uiso 1 1 calc R U . . .
C23 C 0.87089(16) 0.00426(12) 0.36735(9) 0.0167(2) Uani 1 1 d . . . . .
C27 C 0.94720(17) 0.31925(13) 0.39504(9) 0.0209(3) Uani 1 1 d . . . . .
H27A H 0.913262 0.339195 0.456525 0.031 Uiso 1 1 calc R U . . .
H27B H 1.010849 0.403876 0.386031 0.031 Uiso 1 1 calc R U . . .
H27C H 1.015358 0.266714 0.391124 0.031 Uiso 1 1 calc R U . . .
C29 C 0.4722(2) 0.14341(18) 0.45720(12) 0.0331(3) Uani 1 1 d . . . . .
H29A H 0.389011 0.053896 0.448440 0.050 Uiso 1 1 calc R U . . .
H29B H 0.578532 0.136887 0.447473 0.050 Uiso 1 1 calc R U . . .
H29C H 0.438993 0.177953 0.412160 0.050 Uiso 1 1 calc R U . . .
C22 C 1.00617(16) -0.05234(13) 0.36525(9) 0.0173(2) Uani 1 1 d . . . . .
H22 H 1.097255 0.005367 0.419687 0.021 Uiso 1 1 calc R U . . .
C19 C 1.15216(18) -0.24074(14) 0.27493(10) 0.0228(3) Uani 1 1 d . . . . .
H19 H 1.246463 -0.257388 0.256658 0.027 Uiso 1 1 calc R U . . .
C2 C 0.50996(16) 0.08626(13) 0.17112(9) 0.0182(2) Uani 1 1 d . . . . .
C3 C 0.60647(16) 0.01956(13) 0.19449(9) 0.0179(2) Uani 1 1 d . . . . .
C16 C 0.96461(16) -0.00093(12) 0.22333(9) 0.0168(2) Uani 1 1 d . . . . .
C1 C 0.55541(16) 0.22646(13) 0.22434(9) 0.0178(2) Uani 1 1 d . . . . .
C21 C 0.93957(17) -0.20734(13) 0.35562(10) 0.0204(3) Uani 1 1 d . . . . .
H21 H 0.864113 -0.233884 0.399518 0.025 Uiso 1 1 calc R U . . .
C14 C 0.49930(16) 0.36654(13) 0.13688(9) 0.0198(3) Uani 1 1 d . . . . .
C17 C 1.06983(16) -0.05464(13) 0.26996(9) 0.0176(2) Uani 1 1 d . . . . .
H17 H 1.190039 0.002755 0.280233 0.021 Uiso 1 1 calc R U . . .
C8 C 0.25968(16) 0.39799(13) 0.20549(9) 0.0185(3) Uani 1 1 d . . . . .
H8 H 0.261933 0.479952 0.256526 0.022 Uiso 1 1 calc R U . . .
C4 C 0.74850(15) 0.09808(13) 0.26598(9) 0.0165(2) Uani 1 1 d . . . . .
C5 C 0.79345(15) 0.23750(13) 0.31874(9) 0.0167(2) Uani 1 1 d . . . . .
C18 C 1.03309(17) -0.21052(13) 0.21671(9) 0.0211(3) Uani 1 1 d . . . . .
H18 H 1.033352 -0.239282 0.147885 0.025 Uiso 1 1 calc R U . . .
C28 C 0.73025(18) 0.45077(14) 0.35835(10) 0.0248(3) Uani 1 1 d . . . . .
H28A H 0.648129 0.479235 0.336860 0.037 Uiso 1 1 calc R U . . .
H28B H 0.840057 0.507529 0.351996 0.037 Uiso 1 1 calc R U . . .
H28C H 0.727491 0.459952 0.423973 0.037 Uiso 1 1 calc R U . . .
C30 C 0.4874(2) 0.23668(18) 0.55359(14) 0.0389(4) Uani 1 1 d . . . . .
C6 C 0.69106(16) 0.30241(13) 0.29896(9) 0.0174(2) Uani 1 1 d . . . . .
C15 C 0.13231(17) 0.24153(14) 0.04690(9) 0.0220(3) Uani 1 1 d . . . . .
H15A H 0.038722 0.191653 -0.005605 0.026 Uiso 1 1 calc R U . . .
H15B H 0.184970 0.181160 0.054744 0.026 Uiso 1 1 calc R U . . .
C11 C 0.15059(18) 0.45868(14) 0.05102(10) 0.0244(3) Uani 1 1 d . . . . .
H11 H 0.155939 0.522568 0.022454 0.029 Uiso 1 1 calc R U . . .
N3 N 0.4965(2) 0.3078(2) 0.62970(16) 0.0680(6) Uani 1 1 d . . . . .
C7 C 0.32298(16) 0.31126(13) 0.24448(9) 0.0180(2) Uani 1 1 d . . . . .
C9 C 0.08372(16) 0.31661(13) 0.13953(9) 0.0203(3) Uani 1 1 d . . . . .
H9 H -0.005605 0.259074 0.164371 0.024 Uiso 1 1 calc R U . . .
C12 C 0.25847(17) 0.37486(14) 0.03851(9) 0.0221(3) Uani 1 1 d . . . . .
H12 H 0.311338 0.364190 -0.018702 0.027 Uiso 1 1 calc R U . . .
C13 C 0.37941(16) 0.43710(13) 0.13582(9) 0.0199(3) Uani 1 1 d . . . . .
H13 H 0.439088 0.537082 0.155005 0.024 Uiso 1 1 calc R U . . .
C10 C 0.04687(18) 0.42385(14) 0.11046(10) 0.0237(3) Uani 1 1 d . . . . .
H10 H -0.033836 0.458870 0.130651 0.028 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
O3 C16 1.2040(16) . ?
O1 C7 1.2085(16) . ?
O4 C23 1.2130(16) . ?
O2 C14 1.2099(17) . ?
C26 C3 1.5105(17) . ?
C24 C18 1.5394(19) . ?
C24 C21 1.5405(18) . ?
C20 C19 1.328(2) . ?
C20 C21 1.5216(18) . ?
N2 C23 1.3862(16) . ?
N2 C16 1.4058(16) . ?
N2 C4 1.4374(15) . ?
N1 C14 1.3950(17) . ?
N1 C7 1.3974(16) . ?
N1 C1 1.4387(15) . ?
C25 C2 1.5096(17) . ?
C23 C22 1.5123(17) . ?
C27 C5 1.5078(17) . ?
C29 C30 1.456(2) . ?
C22 C17 1.5456(17) . ?
C22 C21 1.5655(17) . ?
C19 C18 1.5226(18) . ?
C2 C3 1.4020(17) . ?
C2 C1 1.4042(18) . ?
C3 C4 1.4029(18) . ?
C16 C17 1.5150(17) . ?
C1 C6 1.3940(18) . ?
C14 C13 1.5120(17) . ?
C17 C18 1.5664(17) . ?
C8 C7 1.5156(17) . ?
C8 C13 1.5463(18) . ?
C8 C9 1.5666(17) . ?
C4 C5 1.3962(18) . ?
C5 C6 1.4057(17) . ?
C28 C6 1.5086(17) . ?
C30 N3 1.145(3) . ?
C15 C9 1.5358(18) . ?
C15 C12 1.5397(19) . ?
C11 C10 1.332(2) . ?
C11 C12 1.5175(18) . ?
C9 C10 1.5220(18) . ?
C12 C13 1.5633(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
C18 C24 C21 94.19(10) . . ?
C19 C20 C21 108.05(12) . . ?
C23 N2 C16 112.74(10) . . ?
C23 N2 C4 124.41(10) . . ?
C16 N2 C4 122.70(10) . . ?
C14 N1 C7 113.13(11) . . ?
C14 N1 C1 123.09(10) . . ?
C7 N1 C1 123.55(10) . . ?
O4 C23 N2 123.92(12) . . ?
O4 C23 C22 127.11(11) . . ?
N2 C23 C22 108.96(10) . . ?
C23 C22 C17 105.03(10) . . ?
C23 C22 C21 114.29(10) . . ?
C17 C22 C21 102.95(10) . . ?
C20 C19 C18 107.44(12) . . ?
C3 C2 C1 118.07(11) . . ?
C3 C2 C25 122.51(12) . . ?
C1 C2 C25 119.41(12) . . ?
C2 C3 C4 118.29(11) . . ?
C2 C3 C26 122.22(11) . . ?
C4 C3 C26 119.49(11) . . ?
O3 C16 N2 123.83(12) . . ?
O3 C16 C17 127.73(11) . . ?
N2 C16 C17 108.45(10) . . ?
C6 C1 C2 123.46(12) . . ?
C6 C1 N1 117.96(11) . . ?
C2 C1 N1 118.58(11) . . ?
C20 C21 C24 99.90(10) . . ?
C20 C21 C22 104.43(10) . . ?
C24 C21 C22 100.82(10) . . ?
O2 C14 N1 123.83(12) . . ?
O2 C14 C13 127.77(12) . . ?
N1 C14 C13 108.40(11) . . ?
C16 C17 C22 104.80(10) . . ?
C16 C17 C18 113.73(10) . . ?
C22 C17 C18 103.27(10) . . ?
C7 C8 C13 104.78(10) . . ?
C7 C8 C9 114.35(10) . . ?
C13 C8 C9 102.85(10) . . ?
C5 C4 C3 123.41(11) . . ?
C5 C4 N2 118.16(11) . . ?
C3 C4 N2 118.42(11) . . ?
C4 C5 C6 118.19(11) . . ?
C4 C5 C27 122.17(11) . . ?
C6 C5 C27 119.64(11) . . ?
C19 C18 C24 100.22(10) . . ?
C19 C18 C17 104.49(10) . . ?
C24 C18 C17 100.56(10) . . ?
N3 C30 C29 178.5(2) . . ?
C1 C6 C5 118.38(11) . . ?
C1 C6 C28 122.03(11) . . ?
C5 C6 C28 119.59(11) . . ?
C9 C15 C12 94.17(10) . . ?
C10 C11 C12 107.34(12) . . ?
O1 C7 N1 123.26(12) . . ?
O1 C7 C8 128.29(12) . . ?
N1 C7 C8 108.44(11) . . ?
C10 C9 C15 99.74(10) . . ?
C10 C9 C8 104.72(11) . . ?
C15 C9 C8 100.90(10) . . ?
C11 C12 C15 100.24(11) . . ?
C11 C12 C13 104.96(11) . . ?
C15 C12 C13 100.58(10) . . ?
C14 C13 C8 105.21(10) . . ?
C14 C13 C12 112.75(11) . . ?
C8 C13 C12 103.22(10) . . ?
C11 C10 C9 107.93(12) . . ?

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
C16 N2 C23 O4 -179.57(12) . . . . ?
C4 N2 C23 O4 4.7(2) . . . . ?
C16 N2 C23 C22 1.04(14) . . . . ?
C4 N2 C23 C22 -174.64(11) . . . . ?
O4 C23 C22 C17 -179.46(12) . . . . ?
N2 C23 C22 C17 -0.10(13) . . . . ?
O4 C23 C22 C21 68.47(17) . . . . ?
N2 C23 C22 C21 -112.18(12) . . . . ?
C21 C20 C19 C18 -0.12(15) . . . . ?
C1 C2 C3 C4 -3.54(18) . . . . ?
C25 C2 C3 C4 175.38(12) . . . . ?
C1 C2 C3 C26 176.34(12) . . . . ?
C25 C2 C3 C26 -4.74(19) . . . . ?
C23 N2 C16 O3 177.84(12) . . . . ?
C4 N2 C16 O3 -6.39(19) . . . . ?
C23 N2 C16 C17 -1.56(14) . . . . ?
C4 N2 C16 C17 174.21(10) . . . . ?
C3 C2 C1 C6 -0.02(19) . . . . ?
C25 C2 C1 C6 -178.98(12) . . . . ?
C3 C2 C1 N1 179.42(11) . . . . ?
C25 C2 C1 N1 0.46(18) . . . . ?
C14 N1 C1 C6 87.31(15) . . . . ?
C7 N1 C1 C6 -86.79(15) . . . . ?
C14 N1 C1 C2 -92.16(15) . . . . ?
C7 N1 C1 C2 93.74(15) . . . . ?
C19 C20 C21 C24 33.15(14) . . . . ?
C19 C20 C21 C22 -70.84(13) . . . . ?
C18 C24 C21 C20 -49.72(11) . . . . ?
C18 C24 C21 C22 57.19(11) . . . . ?
C23 C22 C21 C20 -179.21(11) . . . . ?
C17 C22 C21 C20 67.48(12) . . . . ?
C23 C22 C21 C24 77.50(12) . . . . ?
C17 C22 C21 C24 -35.82(12) . . . . ?
C7 N1 C14 O2 179.82(13) . . . . ?
C1 N1 C14 O2 5.2(2) . . . . ?
C7 N1 C14 C13 -0.45(15) . . . . ?
C1 N1 C14 C13 -175.10(11) . . . . ?
O3 C16 C17 C22 -177.99(12) . . . . ?
N2 C16 C17 C22 1.39(13) . . . . ?
O3 C16 C17 C18 -65.93(17) . . . . ?
N2 C16 C17 C18 113.44(11) . . . . ?
C23 C22 C17 C16 -0.77(12) . . . . ?
C21 C22 C17 C16 119.16(10) . . . . ?
C23 C22 C17 C18 -120.11(10) . . . . ?
C21 C22 C17 C18 -0.18(12) . . . . ?
C2 C3 C4 C5 3.70(19) . . . . ?
C26 C3 C4 C5 -176.18(12) . . . . ?
C2 C3 C4 N2 -175.11(11) . . . . ?
C26 C3 C4 N2 5.01(18) . . . . ?
C23 N2 C4 C5 70.18(16) . . . . ?
C16 N2 C4 C5 -105.09(14) . . . . ?
C23 N2 C4 C3 -110.95(14) . . . . ?
C16 N2 C4 C3 73.79(15) . . . . ?
C3 C4 C5 C6 -0.11(18) . . . . ?
N2 C4 C5 C6 178.70(10) . . . . ?
C3 C4 C5 C27 -179.87(12) . . . . ?
N2 C4 C5 C27 -1.05(18) . . . . ?
C20 C19 C18 C24 -33.02(14) . . . . ?
C20 C19 C18 C17 70.81(13) . . . . ?
C21 C24 C18 C19 49.85(11) . . . . ?
C21 C24 C18 C17 -57.15(11) . . . . ?
C16 C17 C18 C19 179.58(10) . . . . ?
C22 C17 C18 C19 -67.45(12) . . . . ?
C16 C17 C18 C24 -76.85(12) . . . . ?
C22 C17 C18 C24 36.12(12) . . . . ?
C2 C1 C6 C5 3.62(19) . . . . ?
N1 C1 C6 C5 -175.83(10) . . . . ?
C2 C1 C6 C28 -176.36(12) . . . . ?
N1 C1 C6 C28 4.19(18) . . . . ?
C4 C5 C6 C1 -3.46(18) . . . . ?
C27 C5 C6 C1 176.30(11) . . . . ?
C4 C5 C6 C28 176.52(12) . . . . ?
C27 C5 C6 C28 -3.72(18) . . . . ?
C14 N1 C7 O1 -177.13(12) . . . . ?
C1 N1 C7 O1 -2.5(2) . . . . ?
C14 N1 C7 C8 1.71(14) . . . . ?
C1 N1 C7 C8 176.34(11) . . . . ?
C13 C8 C7 O1 176.58(13) . . . . ?
C9 C8 C7 O1 -71.59(17) . . . . ?
C13 C8 C7 N1 -2.18(13) . . . . ?
C9 C8 C7 N1 109.65(12) . . . . ?
C12 C15 C9 C10 50.04(11) . . . . ?
C12 C15 C9 C8 -57.15(11) . . . . ?
C7 C8 C9 C10 179.50(11) . . . . ?
C13 C8 C9 C10 -67.52(12) . . . . ?
C7 C8 C9 C15 -77.28(13) . . . . ?
C13 C8 C9 C15 35.70(12) . . . . ?
C10 C11 C12 C15 32.95(14) . . . . ?
C10 C11 C12 C13 -71.02(14) . . . . ?
C9 C15 C12 C11 -50.18(11) . . . . ?
C9 C15 C12 C13 57.31(11) . . . . ?
O2 C14 C13 C8 178.76(14) . . . . ?
N1 C14 C13 C8 -0.96(13) . . . . ?
O2 C14 C13 C12 66.97(18) . . . . ?
N1 C14 C13 C12 -112.75(12) . . . . ?
C7 C8 C13 C14 1.87(13) . . . . ?
C9 C8 C13 C14 -117.97(11) . . . . ?
C7 C8 C13 C12 120.27(10) . . . . ?
C9 C8 C13 C12 0.43(12) . . . . ?
C11 C12 C13 C14 -179.56(11) . . . . ?
C15 C12 C13 C14 76.72(13) . . . . ?
C11 C12 C13 C8 67.43(12) . . . . ?
C15 C12 C13 C8 -36.29(12) . . . . ?
C12 C11 C10 C9 0.34(15) . . . . ?
C15 C9 C10 C11 -33.54(14) . . . . ?
C8 C9 C10 C11 70.55(14) . . . . ?

_refine_diff_density_max         0.304
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.050

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1526931'
_audit_update_record             
;
2017-01-12 deposited with the CCDC.
2018-07-23 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_shelx               
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.912 Note  
RESPONSE: data collection interrupted due to instrument 
problem data:parameters ratio is 19.6 
;
# end Validation Reply 


_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H28 N2 O4.06'
_chemical_formula_weight         457.55
_chemical_oxdiff_usercomment     'Martin Johnston Bulky-inner-Me (no ring)'

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   10.5365(13)
_cell_length_b                   10.7150(9)
_cell_length_c                   11.866(2)
_cell_angle_alpha                64.644(13)
_cell_angle_beta                 70.132(14)
_cell_angle_gamma                77.884(9)
_cell_volume                     1135.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    130.00(10)
_cell_measurement_reflns_used    6076
_cell_measurement_theta_min      3.5580
_cell_measurement_theta_max      32.2140

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_F_000             485
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4907
_exptl_crystal_size_mid          0.3294
_exptl_crystal_size_min          0.2139
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.80748
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      130.00(10)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8870
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_av_R_equivalents  0.0169
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.059
_diffrn_reflns_theta_max         32.017
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.794
_diffrn_measured_fraction_theta_full 0.912
_diffrn_reflns_Laue_measured_fraction_max 0.794
_diffrn_reflns_Laue_measured_fraction_full 0.912
_diffrn_reflns_point_group_measured_fraction_max 0.794
_diffrn_reflns_point_group_measured_fraction_full 0.912
_reflns_number_total             6270
_reflns_number_gt                5265
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_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)+(0.0652P)²+0.4727P] 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         6270
_refine_ls_number_parameters     320
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1401
_refine_ls_wR_factor_gt          0.1311
_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

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 0.22583(12) 0.24362(13) 0.38960(13) 0.0148(2) Uani 1 1 d . . . . .
C2 C 0.16387(11) 0.27149(13) 0.50153(13) 0.0147(2) Uani 1 1 d . . . . .
C3 C 0.24613(12) 0.27976(12) 0.56932(12) 0.0146(2) Uani 1 1 d . . . . .
C4 C 0.38585(12) 0.24691(12) 0.52760(12) 0.0141(2) Uani 1 1 d . . . . .
C5 C 0.44759(12) 0.21720(13) 0.41597(13) 0.0158(2) Uani 1 1 d . . . . .
C6 C 0.36592(12) 0.22454(13) 0.34087(13) 0.0159(2) Uani 1 1 d . . . . .
C7 C 0.07320(13) 0.33620(14) 0.24273(14) 0.0181(2) Uani 1 1 d . . . . .
C8 C -0.01699(13) 0.27552(13) 0.20597(14) 0.0183(2) Uani 1 1 d . . . . .
H8 H -0.111801 0.309903 0.231350 0.022 Uiso 1 1 calc R U . . .
C9 C 0.02987(15) 0.29326(15) 0.06024(15) 0.0232(3) Uani 1 1 d . . . . .
H9 H 0.053061 0.386106 -0.004650 0.028 Uiso 1 1 calc R U . A 1
C10 C -0.07997(15) 0.23088(16) 0.04844(16) 0.0265(3) Uani 0.9353 1 d . . P B 1
H10 H -0.144576 0.279447 0.004604 0.032 Uiso 0.9353 1 calc R U P B 1
C11 C -0.06666(15) 0.09355(16) 0.11256(15) 0.0251(3) Uani 0.9353 1 d . . P B 1
H11 H -0.120489 0.029302 0.121753 0.030 Uiso 0.9353 1 calc R U P B 1
C10' C -0.07997(15) 0.23088(16) 0.04844(16) 0.0265(3) Uani 0.0647 1 d . . P B 2
H10' H -0.171362 0.277212 0.059883 0.032 Uiso 0.0647 1 calc R U P B 2
C11' C -0.06666(15) 0.09355(16) 0.11256(15) 0.0251(3) Uani 0.0647 1 d . . P B 2
H11' H -0.148605 0.044725 0.167912 0.030 Uiso 0.0647 1 calc R U P B 2
O22 O -0.0436(16) 0.1487(16) -0.0234(15) 0.021(3) Uani 0.0647 1 d . . P B 2
C12 C 0.05270(14) 0.06188(14) 0.16761(14) 0.0205(3) Uani 1 1 d . . . . .
H12 H 0.094611 -0.033072 0.189770 0.025 Uiso 1 1 calc R U . B 1
C13 C 0.00213(12) 0.11683(13) 0.27911(13) 0.0168(2) Uani 1 1 d . . . . .
H13 H -0.082686 0.078310 0.341491 0.020 Uiso 1 1 calc R U . . .
C14 C 0.10828(12) 0.09712(13) 0.34626(13) 0.0159(2) Uani 1 1 d . . . . .
C15 C 0.14352(14) 0.17668(16) 0.06162(14) 0.0244(3) Uani 1 1 d . . . . .
H15A H 0.178757 0.165270 -0.020567 0.029 Uiso 1 1 calc R U . . .
H15B H 0.216732 0.187149 0.088314 0.029 Uiso 1 1 calc R U . . .
C16 C 0.57904(12) 0.32546(13) 0.55512(13) 0.0152(2) Uani 1 1 d . . . . .
C17 C 0.64717(12) 0.28279(13) 0.66072(12) 0.0156(2) Uani 1 1 d . . . . .
H17 H 0.743304 0.255069 0.630620 0.019 Uiso 1 1 calc R U . . .
C18 C 0.62767(14) 0.39049(14) 0.72325(14) 0.0203(3) Uani 1 1 d . . . . .
H18 H 0.642699 0.486703 0.662805 0.024 Uiso 1 1 calc R U . . .
C19 C 0.71234(14) 0.32549(15) 0.81843(14) 0.0222(3) Uani 1 1 d . . . . .
H19 H 0.792907 0.355983 0.809598 0.027 Uiso 1 1 calc R U . . .
C20 C 0.65024(13) 0.21626(15) 0.91753(14) 0.0194(3) Uani 1 1 d . . . . .
H20 H 0.680169 0.156683 0.989318 0.023 Uiso 1 1 calc R U . . .
C21 C 0.52147(13) 0.20815(14) 0.89040(13) 0.0186(3) Uani 1 1 d . . . . .
H21 H 0.450434 0.156544 0.965708 0.022 Uiso 1 1 calc R U . . .
C22 C 0.57109(12) 0.15971(13) 0.77482(13) 0.0152(2) Uani 1 1 d . . . . .
H22 H 0.630864 0.074458 0.793716 0.018 Uiso 1 1 calc R U . . .
C23 C 0.45757(12) 0.14655(12) 0.73048(13) 0.0151(2) Uani 1 1 d . . . . .
C24 C 0.48477(14) 0.36312(15) 0.81917(14) 0.0222(3) Uani 1 1 d . . . . .
H24A H 0.459175 0.414438 0.874932 0.027 Uiso 1 1 calc R U . . .
H24B H 0.415739 0.379207 0.776334 0.027 Uiso 1 1 calc R U . . .
C25 C 0.01158(12) 0.29291(15) 0.54740(14) 0.0201(3) Uani 1 1 d . . . . .
H25A H -0.017166 0.385810 0.497822 0.030 Uiso 1 1 calc R U . . .
H25B H -0.016049 0.278015 0.637798 0.030 Uiso 1 1 calc R U . . .
H25C H -0.028816 0.228532 0.535709 0.030 Uiso 1 1 calc R U . . .
C26 C 0.18385(12) 0.32291(14) 0.68333(13) 0.0184(2) Uani 1 1 d . . . . .
H26A H 0.116677 0.398397 0.663129 0.028 Uiso 1 1 calc R U . . .
H26B H 0.252977 0.351678 0.700905 0.028 Uiso 1 1 calc R U . . .
H26C H 0.142290 0.246077 0.758459 0.028 Uiso 1 1 calc R U . . .
C27 C 0.59744(13) 0.17469(16) 0.37667(15) 0.0232(3) Uani 1 1 d . . . . .
H27A H 0.645001 0.253957 0.311785 0.035 Uiso 1 1 calc R U . . .
H27B H 0.611236 0.105216 0.341951 0.035 Uiso 1 1 calc R U . . .
H27C H 0.630991 0.137986 0.451377 0.035 Uiso 1 1 calc R U . . .
C28 C 0.42642(14) 0.21644(16) 0.20940(15) 0.0238(3) Uani 1 1 d . . . . .
H28A H 0.428888 0.122690 0.218226 0.036 Uiso 1 1 calc R U . . .
H28B H 0.516730 0.245891 0.173217 0.036 Uiso 1 1 calc R U . . .
H28C H 0.372249 0.275590 0.152876 0.036 Uiso 1 1 calc R U . . .
O1 O 0.08725(12) 0.45727(11) 0.20904(13) 0.0293(3) Uani 1 1 d . . . . .
O2 O 0.16039(10) -0.01163(10) 0.40845(10) 0.0221(2) Uani 1 1 d . . . . .
O3 O 0.61117(10) 0.41278(10) 0.44623(10) 0.0209(2) Uani 1 1 d . . . . .
O4 O 0.36886(9) 0.06637(10) 0.79289(10) 0.0213(2) Uani 1 1 d . . . . .
N1 N 0.13969(10) 0.22721(11) 0.32547(11) 0.0154(2) Uani 1 1 d . . . . .
N2 N 0.47018(10) 0.24194(11) 0.60288(11) 0.0142(2) Uani 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
C1 C2 1.3957(18) . ?
C1 C6 1.3962(16) . ?
C1 N1 1.4439(15) . ?
C2 C3 1.4048(17) . ?
C2 C25 1.5108(16) . ?
C3 C4 1.4045(16) . ?
C3 C26 1.5098(18) . ?
C4 C5 1.4028(18) . ?
C4 N2 1.4385(16) . ?
C5 C6 1.4049(18) . ?
C5 C27 1.5157(17) . ?
C6 C28 1.5048(19) . ?
C7 O1 1.2087(16) . ?
C7 N1 1.4002(18) . ?
C7 C8 1.5166(17) . ?
C8 C13 1.5480(18) . ?
C8 C9 1.565(2) . ?
C9 C10' 1.5234(19) . ?
C9 C10 1.5234(19) . ?
C9 C15 1.537(2) . ?
C10 C11 1.338(2) . ?
C11 C12 1.521(2) . ?
C10' C11' 1.338(2) . ?
C10' O22 1.389(14) . ?
C11' O22 1.410(15) . ?
C11' C12 1.521(2) . ?
C12 C15 1.537(2) . ?
C12 C13 1.5612(19) . ?
C13 C14 1.5142(18) . ?
C14 O2 1.2142(17) . ?
C14 N1 1.3989(15) . ?
C16 O3 1.2082(16) . ?
C16 N2 1.4115(15) . ?
C16 C17 1.5091(19) . ?
C17 C22 1.5466(17) . ?
C17 C18 1.5668(18) . ?
C18 C19 1.519(2) . ?
C18 C24 1.544(2) . ?
C19 C20 1.3418(19) . ?
C20 C21 1.5239(18) . ?
C21 C24 1.540(2) . ?
C21 C22 1.5596(19) . ?
C22 C23 1.5132(17) . ?
C23 O4 1.2173(14) . ?
C23 N2 1.3963(17) . ?

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 C1 C6 123.23(11) . . ?
C2 C1 N1 117.86(10) . . ?
C6 C1 N1 118.84(11) . . ?
C1 C2 C3 118.56(11) . . ?
C1 C2 C25 120.24(11) . . ?
C3 C2 C25 121.20(11) . . ?
C4 C3 C2 118.00(11) . . ?
C4 C3 C26 121.94(11) . . ?
C2 C3 C26 120.05(11) . . ?
C5 C4 C3 123.04(11) . . ?
C5 C4 N2 118.06(10) . . ?
C3 C4 N2 118.90(11) . . ?
C4 C5 C6 118.20(11) . . ?
C4 C5 C27 122.11(12) . . ?
C6 C5 C27 119.68(11) . . ?
C1 C6 C5 118.27(11) . . ?
C1 C6 C28 120.20(12) . . ?
C5 C6 C28 121.51(11) . . ?
O1 C7 N1 124.13(12) . . ?
O1 C7 C8 127.37(12) . . ?
N1 C7 C8 108.49(11) . . ?
C7 C8 C13 105.13(11) . . ?
C7 C8 C9 114.60(11) . . ?
C13 C8 C9 102.78(11) . . ?
C10' C9 C15 100.11(12) . . ?
C10 C9 C15 100.11(12) . . ?
C10' C9 C8 103.80(12) . . ?
C10 C9 C8 103.80(12) . . ?
C15 C9 C8 101.25(11) . . ?
C11 C10 C9 107.62(13) . . ?
C10 C11 C12 107.39(12) . . ?
C11' C10' O22 62.2(7) . . ?
C11' C10' C9 107.62(13) . . ?
O22 C10' C9 119.4(7) . . ?
C10' C11' O22 60.6(6) . . ?
C10' C11' C12 107.39(12) . . ?
O22 C11' C12 119.2(7) . . ?
C10' O22 C11' 57.1(6) . . ?
C11' C12 C15 100.42(11) . . ?
C11 C12 C15 100.42(11) . . ?
C11' C12 C13 104.82(11) . . ?
C11 C12 C13 104.82(11) . . ?
C15 C12 C13 100.35(10) . . ?
C14 C13 C8 104.67(10) . . ?
C14 C13 C12 113.31(11) . . ?
C8 C13 C12 103.31(11) . . ?
O2 C14 N1 123.77(12) . . ?
O2 C14 C13 127.34(11) . . ?
N1 C14 C13 108.88(11) . . ?
C12 C15 C9 94.33(11) . . ?
O3 C16 N2 124.08(12) . . ?
O3 C16 C17 127.56(11) . . ?
N2 C16 C17 108.34(10) . . ?
C16 C17 C22 105.37(9) . . ?
C16 C17 C18 115.44(11) . . ?
C22 C17 C18 102.79(10) . . ?
C19 C18 C24 99.88(11) . . ?
C19 C18 C17 104.11(11) . . ?
C24 C18 C17 101.30(10) . . ?
C20 C19 C18 107.85(11) . . ?
C19 C20 C21 107.15(12) . . ?
C20 C21 C24 100.33(11) . . ?
C20 C21 C22 104.96(10) . . ?
C24 C21 C22 100.50(11) . . ?
C23 C22 C17 104.74(10) . . ?
C23 C22 C21 113.69(10) . . ?
C17 C22 C21 103.45(10) . . ?
O4 C23 N2 124.09(12) . . ?
O4 C23 C22 126.97(12) . . ?
N2 C23 C22 108.94(10) . . ?
C21 C24 C18 94.08(10) . . ?
C14 N1 C7 112.62(11) . . ?
C14 N1 C1 122.35(11) . . ?
C7 N1 C1 124.96(10) . . ?
C23 N2 C16 112.43(10) . . ?
C23 N2 C4 122.90(10) . . ?
C16 N2 C4 124.56(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 C1 C2 C3 -0.51(19) . . . . ?
N1 C1 C2 C3 176.35(10) . . . . ?
C6 C1 C2 C25 179.14(12) . . . . ?
N1 C1 C2 C25 -3.99(18) . . . . ?
C1 C2 C3 C4 -5.76(18) . . . . ?
C25 C2 C3 C4 174.58(11) . . . . ?
C1 C2 C3 C26 174.25(11) . . . . ?
C25 C2 C3 C26 -5.40(18) . . . . ?
C2 C3 C4 C5 5.20(18) . . . . ?
C26 C3 C4 C5 -174.81(12) . . . . ?
C2 C3 C4 N2 -174.18(10) . . . . ?
C26 C3 C4 N2 5.80(18) . . . . ?
C3 C4 C5 C6 1.80(19) . . . . ?
N2 C4 C5 C6 -178.81(10) . . . . ?
C3 C4 C5 C27 -176.74(12) . . . . ?
N2 C4 C5 C27 2.65(18) . . . . ?
C2 C1 C6 C5 7.57(19) . . . . ?
N1 C1 C6 C5 -169.27(11) . . . . ?
C2 C1 C6 C28 -170.68(12) . . . . ?
N1 C1 C6 C28 12.48(18) . . . . ?
C4 C5 C6 C1 -7.98(18) . . . . ?
C27 C5 C6 C1 170.60(12) . . . . ?
C4 C5 C6 C28 170.24(12) . . . . ?
C27 C5 C6 C28 -11.18(19) . . . . ?
O1 C7 C8 C13 -178.56(14) . . . . ?
N1 C7 C8 C13 0.98(14) . . . . ?
O1 C7 C8 C9 69.36(19) . . . . ?
N1 C7 C8 C9 -111.10(13) . . . . ?
C7 C8 C9 C10' -177.35(11) . . . . ?
C13 C8 C9 C10' 69.19(13) . . . . ?
C7 C8 C9 C10 -177.35(11) . . . . ?
C13 C8 C9 C10 69.19(13) . . . . ?
C7 C8 C9 C15 79.17(13) . . . . ?
C13 C8 C9 C15 -34.30(12) . . . . ?
C15 C9 C10 C11 33.24(16) . . . . ?
C8 C9 C10 C11 -71.11(15) . . . . ?
C9 C10 C11 C12 -0.29(17) . . . . ?
C15 C9 C10' C11' 33.24(16) . . . . ?
C8 C9 C10' C11' -71.11(15) . . . . ?
C15 C9 C10' O22 -34.3(8) . . . . ?
C8 C9 C10' O22 -138.6(8) . . . . ?
C9 C10' C11' O22 -114.5(7) . . . . ?
O22 C10' C11' C12 114.2(7) . . . . ?
C9 C10' C11' C12 -0.29(17) . . . . ?
C9 C10' O22 C11' 95.5(5) . . . . ?
C12 C11' O22 C10' -94.5(5) . . . . ?
C10' C11' C12 C15 -32.80(16) . . . . ?
O22 C11' C12 C15 32.8(7) . . . . ?
C10' C11' C12 C13 70.95(15) . . . . ?
O22 C11' C12 C13 136.5(7) . . . . ?
C10 C11 C12 C15 -32.80(16) . . . . ?
C10 C11 C12 C13 70.95(15) . . . . ?
C7 C8 C13 C14 -3.29(13) . . . . ?
C9 C8 C13 C14 116.94(11) . . . . ?
C7 C8 C13 C12 -122.12(11) . . . . ?
C9 C8 C13 C12 -1.89(12) . . . . ?
C11' C12 C13 C14 -179.07(10) . . . . ?
C11 C12 C13 C14 -179.07(10) . . . . ?
C15 C12 C13 C14 -75.27(13) . . . . ?
C11' C12 C13 C8 -66.40(12) . . . . ?
C11 C12 C13 C8 -66.40(12) . . . . ?
C15 C12 C13 C8 37.40(12) . . . . ?
C8 C13 C14 O2 -175.22(13) . . . . ?
C12 C13 C14 O2 -63.39(17) . . . . ?
C8 C13 C14 N1 4.58(13) . . . . ?
C12 C13 C14 N1 116.41(12) . . . . ?
C11' C12 C15 C9 49.84(13) . . . . ?
C11 C12 C15 C9 49.84(13) . . . . ?
C13 C12 C15 C9 -57.49(12) . . . . ?
C10' C9 C15 C12 -49.84(13) . . . . ?
C10 C9 C15 C12 -49.84(13) . . . . ?
C8 C9 C15 C12 56.57(11) . . . . ?
O3 C16 C17 C22 -175.55(13) . . . . ?
N2 C16 C17 C22 2.59(13) . . . . ?
O3 C16 C17 C18 71.81(17) . . . . ?
N2 C16 C17 C18 -110.05(11) . . . . ?
C16 C17 C18 C19 -176.71(10) . . . . ?
C22 C17 C18 C19 69.15(12) . . . . ?
C16 C17 C18 C24 79.95(13) . . . . ?
C22 C17 C18 C24 -34.18(12) . . . . ?
C24 C18 C19 C20 33.87(15) . . . . ?
C17 C18 C19 C20 -70.54(14) . . . . ?
C18 C19 C20 C21 -0.76(16) . . . . ?
C19 C20 C21 C24 -32.76(14) . . . . ?
C19 C20 C21 C22 71.15(14) . . . . ?
C16 C17 C22 C23 -3.93(13) . . . . ?
C18 C17 C22 C23 117.35(11) . . . . ?
C16 C17 C22 C21 -123.28(10) . . . . ?
C18 C17 C22 C21 -2.00(12) . . . . ?
C20 C21 C22 C23 -179.22(10) . . . . ?
C24 C21 C22 C23 -75.43(12) . . . . ?
C20 C21 C22 C17 -66.22(12) . . . . ?
C24 C21 C22 C17 37.57(11) . . . . ?
C17 C22 C23 O4 -176.51(13) . . . . ?
C21 C22 C23 O4 -64.29(17) . . . . ?
C17 C22 C23 N2 4.04(13) . . . . ?
C21 C22 C23 N2 116.26(12) . . . . ?
C20 C21 C24 C18 50.10(12) . . . . ?
C22 C21 C24 C18 -57.40(11) . . . . ?
C19 C18 C24 C21 -50.35(12) . . . . ?
C17 C18 C24 C21 56.33(12) . . . . ?
O2 C14 N1 C7 175.54(12) . . . . ?
C13 C14 N1 C7 -4.27(15) . . . . ?
O2 C14 N1 C1 -7.6(2) . . . . ?
C13 C14 N1 C1 172.56(10) . . . . ?
O1 C7 N1 C14 -178.42(14) . . . . ?
C8 C7 N1 C14 2.02(15) . . . . ?
O1 C7 N1 C1 4.9(2) . . . . ?
C8 C7 N1 C1 -174.70(11) . . . . ?
C2 C1 N1 C14 -97.07(15) . . . . ?
C6 C1 N1 C14 79.94(15) . . . . ?
C2 C1 N1 C7 79.35(16) . . . . ?
C6 C1 N1 C7 -103.64(15) . . . . ?
O4 C23 N2 C16 177.94(12) . . . . ?
C22 C23 N2 C16 -2.59(14) . . . . ?
O4 C23 N2 C4 -5.67(19) . . . . ?
C22 C23 N2 C4 173.80(10) . . . . ?
O3 C16 N2 C23 178.15(12) . . . . ?
C17 C16 N2 C23 -0.07(14) . . . . ?
O3 C16 N2 C4 1.83(19) . . . . ?
C17 C16 N2 C4 -176.39(11) . . . . ?
C5 C4 N2 C23 -115.69(13) . . . . ?
C3 C4 N2 C23 63.73(16) . . . . ?
C5 C4 N2 C16 60.26(16) . . . . ?
C3 C4 N2 C16 -120.32(13) . . . . ?

_refine_diff_density_max         0.422
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.053

