# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1851296'
loop_
_audit_author_name
_audit_author_address
'Zhang Wei'
;NanKai univerisity
China
;
_audit_update_record             
;
2018-06-24 deposited with the CCDC.	2019-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/8
_shelx_SHELXL_version_number     2014/8
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H18 N2 O4'
_chemical_formula_weight         338.35

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                   9.3579(19)
_cell_length_b                   12.566(3)
_cell_length_c                   29.371(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.60(3)
_cell_angle_gamma                90
_cell_volume                     3430.8(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    7756
_cell_measurement_theta_min      1.3959
_cell_measurement_theta_max      27.8944

_exptl_crystal_description       bulk
_exptl_crystal_colour            White
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_F_000             1424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8762
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            33690
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.765
_diffrn_reflns_theta_max         27.877
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8170
_reflns_number_gt                5990
_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       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0670P)²] 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     'SHELXL-2014/8 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0117(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8170
_refine_ls_number_parameters     456
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1366
_refine_ls_wR_factor_gt          0.1222
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_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 0.64438(12) 0.64296(9) 0.07469(4) 0.0378(3) Uani 1 1 d . . . . .
O2 O 0.59565(11) 0.81937(9) 0.07323(4) 0.0357(3) Uani 1 1 d . . . . .
O3 O 0.81624(13) 0.92534(10) 0.02945(4) 0.0407(3) Uani 1 1 d . . . . .
O4 O 0.75902(12) 1.03469(9) 0.08568(4) 0.0356(3) Uani 1 1 d . . . . .
O5 O 0.15376(11) 0.55093(9) 0.20457(4) 0.0328(3) Uani 1 1 d . . . . .
O6 O 0.20591(11) 0.41691(9) 0.15714(4) 0.0317(3) Uani 1 1 d . . . . .
O7 O -0.04432(12) 0.39632(9) 0.08901(4) 0.0334(3) Uani 1 1 d . . . . .
O8 O 0.03595(12) 0.22817(9) 0.10231(4) 0.0343(3) Uani 1 1 d . . . . .
N1 N 0.82252(13) 0.75897(10) 0.09684(5) 0.0289(3) Uani 1 1 d . . . . .
N2 N 0.76055(16) 0.91198(12) 0.18619(5) 0.0417(4) Uani 1 1 d . . . . .
N3 N -0.00999(13) 0.42285(10) 0.18639(4) 0.0254(3) Uani 1 1 d . . . . .
N4 N 0.11315(16) 0.17820(12) 0.21366(5) 0.0418(4) Uani 1 1 d . . . . .
C1 C 1.10790(17) 0.83936(14) 0.08145(6) 0.0356(4) Uani 1 1 d . . . . .
H1 H 1.0631 0.7920 0.0589 0.043 Uiso 1 1 calc R U . . .
C2 C 1.25347(18) 0.86126(16) 0.08297(6) 0.0402(4) Uani 1 1 d . . . . .
H2 H 1.3087 0.8280 0.0618 0.048 Uiso 1 1 calc R U . . .
C3 C 1.31878(18) 0.93148(15) 0.11528(7) 0.0401(4) Uani 1 1 d . . . . .
H3 H 1.4187 0.9461 0.1164 0.048 Uiso 1 1 calc R U . . .
C4 C 1.23838(18) 0.98015(14) 0.14589(6) 0.0391(4) Uani 1 1 d . . . . .
H4 H 1.2828 1.0293 0.1677 0.047 Uiso 1 1 calc R U . . .
C5 C 1.09330(17) 0.95768(13) 0.14495(6) 0.0311(4) Uani 1 1 d . . . . .
H5 H 1.0386 0.9909 0.1663 0.037 Uiso 1 1 calc R U . . .
C6 C 1.02737(16) 0.88670(12) 0.11290(5) 0.0271(3) Uani 1 1 d . . . . .
C7 C 0.86412(16) 0.86913(12) 0.10863(5) 0.0259(3) Uani 1 1 d . . . . .
C8 C 0.80514(17) 0.89775(13) 0.15188(6) 0.0295(4) Uani 1 1 d . . . . .
C9 C 0.80548(16) 0.94512(13) 0.06877(6) 0.0292(4) Uani 1 1 d . . . . .
C10 C 0.6984(2) 1.11355(14) 0.05244(7) 0.0426(5) Uani 1 1 d . . . . .
H10A H 0.7395 1.1037 0.0231 0.051 Uiso 1 1 calc R U . . .
H10B H 0.7234 1.1860 0.0640 0.051 Uiso 1 1 calc R U . . .
C11 C 0.5396(2) 1.10175(17) 0.04476(7) 0.0484(5) Uani 1 1 d . . . . .
H11A H 0.5152 1.0280 0.0363 0.073 Uiso 1 1 calc R U . . .
H11B H 0.5006 1.1494 0.0200 0.073 Uiso 1 1 calc R U . . .
H11C H 0.4983 1.1201 0.0729 0.073 Uiso 1 1 calc R U . . .
C12 C 0.89961(18) 0.67209(14) 0.12300(7) 0.0397(4) Uani 1 1 d . . . . .
H12A H 0.8640 0.6656 0.1530 0.060 Uiso 1 1 calc R U . . .
H12B H 1.0028 0.6878 0.1273 0.060 Uiso 1 1 calc R U . . .
H12C H 0.8832 0.6051 0.1061 0.060 Uiso 1 1 calc R U . . .
C13 C 0.67927(17) 0.74669(13) 0.08112(6) 0.0293(4) Uani 1 1 d . . . . .
C14 C 0.50029(17) 0.62303(12) 0.05604(6) 0.0299(4) Uani 1 1 d . . . . .
C15 C 0.40261(19) 0.59501(13) 0.08509(6) 0.0360(4) Uani 1 1 d . . . . .
H15 H 0.4291 0.5926 0.1173 0.043 Uiso 1 1 calc R U . . .
C16 C 0.26374(19) 0.57022(15) 0.06637(7) 0.0420(5) Uani 1 1 d . . . . .
H16 H 0.1945 0.5493 0.0859 0.050 Uiso 1 1 calc R U . . .
C17 C 0.22542(19) 0.57583(14) 0.01944(7) 0.0402(4) Uani 1 1 d . . . . .
H17 H 0.1296 0.5602 0.0069 0.048 Uiso 1 1 calc R U . . .
C18 C 0.32652(19) 0.60416(14) -0.00910(6) 0.0383(4) Uani 1 1 d . . . . .
H18 H 0.3004 0.6074 -0.0413 0.046 Uiso 1 1 calc R U . . .
C19 C 0.46590(18) 0.62787(13) 0.00911(6) 0.0338(4) Uani 1 1 d . . . . .
H19 H 0.5363 0.6471 -0.0103 0.041 Uiso 1 1 calc R U . . .
C20 C -0.30703(17) 0.36862(13) 0.14508(6) 0.0309(4) Uani 1 1 d . . . . .
H20 H -0.2758 0.4354 0.1347 0.037 Uiso 1 1 calc R U . . .
C21 C -0.45223(17) 0.34612(14) 0.14265(6) 0.0357(4) Uani 1 1 d . . . . .
H21 H -0.5208 0.3977 0.1308 0.043 Uiso 1 1 calc R U . . .
C22 C -0.49811(18) 0.24858(15) 0.15743(6) 0.0367(4) Uani 1 1 d . . . . .
H22 H -0.5980 0.2337 0.1560 0.044 Uiso 1 1 calc R U . . .
C23 C -0.39894(18) 0.17327(15) 0.17412(6) 0.0369(4) Uani 1 1 d . . . . .
H23 H -0.4307 0.1059 0.1837 0.044 Uiso 1 1 calc R U . . .
C24 C -0.25292(17) 0.19516(13) 0.17708(5) 0.0310(4) Uani 1 1 d . . . . .
H24 H -0.1851 0.1430 0.1889 0.037 Uiso 1 1 calc R U . . .
C25 C -0.20577(16) 0.29276(12) 0.16295(5) 0.0253(3) Uani 1 1 d . . . . .
C26 C -0.04487(16) 0.31920(12) 0.16465(5) 0.0243(3) Uani 1 1 d . . . . .
C27 C 0.04451(16) 0.23696(13) 0.19085(5) 0.0286(4) Uani 1 1 d . . . . .
C28 C -0.01375(15) 0.32185(13) 0.11394(5) 0.0256(3) Uani 1 1 d . . . . .
C29 C 0.0631(2) 0.21607(16) 0.05420(6) 0.0426(5) Uani 1 1 d . . . . .
H29A H -0.0167 0.2489 0.0339 0.051 Uiso 1 1 calc R U . . .
H29B H 0.0665 0.1395 0.0465 0.051 Uiso 1 1 calc R U . . .
C30 C 0.2019(2) 0.26758(18) 0.04603(7) 0.0521(5) Uani 1 1 d . . . . .
H30A H 0.1956 0.3444 0.0511 0.078 Uiso 1 1 calc R U . . .
H30B H 0.2209 0.2542 0.0144 0.078 Uiso 1 1 calc R U . . .
H30C H 0.2803 0.2379 0.0673 0.078 Uiso 1 1 calc R U . . .
C31 C -0.07312(17) 0.44752(16) 0.22857(6) 0.0399(5) Uani 1 1 d . . . . .
H31A H -0.0167 0.4130 0.2546 0.060 Uiso 1 1 calc R U . . .
H31B H -0.1724 0.4214 0.2260 0.060 Uiso 1 1 calc R U . . .
H31C H -0.0725 0.5247 0.2333 0.060 Uiso 1 1 calc R U . . .
C32 C 0.12560(16) 0.45922(12) 0.18083(5) 0.0262(3) Uani 1 1 d . . . . .
C33 C 0.29431(16) 0.59283(13) 0.20716(5) 0.0296(4) Uani 1 1 d . . . . .
C34 C 0.41210(17) 0.53122(15) 0.22177(6) 0.0336(4) Uani 1 1 d . . . . .
H34 H 0.4016 0.4578 0.2283 0.040 Uiso 1 1 calc R U . . .
C35 C 0.54676(18) 0.57908(16) 0.22671(6) 0.0418(5) Uani 1 1 d . . . . .
H35 H 0.6295 0.5377 0.2366 0.050 Uiso 1 1 calc R U . . .
C36 C 0.5620(2) 0.68570(17) 0.21743(6) 0.0475(5) Uani 1 1 d . . . . .
H36 H 0.6546 0.7177 0.2210 0.057 Uiso 1 1 calc R U . . .
C37 C 0.4420(2) 0.74569(17) 0.20297(7) 0.0503(5) Uani 1 1 d . . . . .
H37 H 0.4520 0.8192 0.1965 0.060 Uiso 1 1 calc R U . . .
C38 C 0.30657(18) 0.69910(14) 0.19774(6) 0.0403(4) Uani 1 1 d . . . . .
H38 H 0.2237 0.7402 0.1878 0.048 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
O1 C13 1.3517(19) . ?
O1 C14 1.4182(19) . ?
O2 C13 1.2076(19) . ?
O3 C9 1.1969(19) . ?
O4 C9 1.324(2) . ?
O4 C10 1.4591(19) . ?
O5 C32 1.3570(18) . ?
O5 C33 1.4107(18) . ?
O6 C32 1.2048(18) . ?
O7 C28 1.2022(18) . ?
O8 C28 1.3248(19) . ?
O8 C29 1.472(2) . ?
N1 C13 1.375(2) . ?
N1 C7 1.4685(19) . ?
N1 C12 1.475(2) . ?
N2 C8 1.148(2) . ?
N3 C32 1.376(2) . ?
N3 C31 1.466(2) . ?
N3 C26 1.4706(19) . ?
N4 C27 1.144(2) . ?
C1 C2 1.385(2) . ?
C1 C6 1.391(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.385(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.380(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.534(2) . ?
C7 C8 1.486(2) . ?
C7 C9 1.561(2) . ?
C10 C11 1.485(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 C15 1.366(2) . ?
C14 C19 1.380(2) . ?
C15 C16 1.387(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.381(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.384(2) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C21 1.382(2) . ?
C20 C25 1.403(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.385(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.376(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.387(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.383(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.537(2) . ?
C26 C27 1.487(2) . ?
C26 C28 1.551(2) . ?
C29 C30 1.495(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C33 C38 1.371(2) . ?
C33 C34 1.375(2) . ?
C34 C35 1.389(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.378(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.378(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.389(2) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O1 C14 115.34(12) . . ?
C9 O4 C10 116.46(14) . . ?
C32 O5 C33 118.00(12) . . ?
C28 O8 C29 116.34(13) . . ?
C13 N1 C7 113.99(12) . . ?
C13 N1 C12 119.43(13) . . ?
C7 N1 C12 118.31(13) . . ?
C32 N3 C31 119.80(13) . . ?
C32 N3 C26 113.85(12) . . ?
C31 N3 C26 117.61(13) . . ?
C2 C1 C6 119.95(17) . . ?
C2 C1 H1 120.0 . . ?
C6 C1 H1 120.0 . . ?
C3 C2 C1 120.23(17) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 119.86(16) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.25(17) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 120.20(16) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C1 119.50(15) . . ?
C5 C6 C7 120.56(14) . . ?
C1 C6 C7 119.63(14) . . ?
N1 C7 C8 108.37(13) . . ?
N1 C7 C6 112.92(12) . . ?
C8 C7 C6 111.06(13) . . ?
N1 C7 C9 109.81(12) . . ?
C8 C7 C9 111.10(13) . . ?
C6 C7 C9 103.55(12) . . ?
N2 C8 C7 174.87(17) . . ?
O3 C9 O4 127.32(16) . . ?
O3 C9 C7 122.37(15) . . ?
O4 C9 C7 109.95(14) . . ?
O4 C10 C11 109.83(15) . . ?
O4 C10 H10A 109.7 . . ?
C11 C10 H10A 109.7 . . ?
O4 C10 H10B 109.7 . . ?
C11 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 O1 124.17(14) . . ?
O2 C13 N1 124.38(15) . . ?
O1 C13 N1 111.44(13) . . ?
C15 C14 C19 122.63(16) . . ?
C15 C14 O1 118.61(15) . . ?
C19 C14 O1 118.69(16) . . ?
C14 C15 C16 118.28(16) . . ?
C14 C15 H15 120.9 . . ?
C16 C15 H15 120.9 . . ?
C17 C16 C15 120.43(17) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C18 C17 C16 119.99(17) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 120.13(17) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C14 C19 C18 118.52(17) . . ?
C14 C19 H19 120.7 . . ?
C18 C19 H19 120.7 . . ?
C21 C20 C25 119.89(15) . . ?
C21 C20 H20 120.1 . . ?
C25 C20 H20 120.1 . . ?
C20 C21 C22 120.22(16) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C23 C22 C21 119.99(16) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.35(17) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C25 C24 C23 120.21(15) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C20 119.32(14) . . ?
C24 C25 C26 121.80(14) . . ?
C20 C25 C26 118.85(14) . . ?
N3 C26 C27 107.89(12) . . ?
N3 C26 C25 111.91(12) . . ?
C27 C26 C25 110.93(13) . . ?
N3 C26 C28 109.95(12) . . ?
C27 C26 C28 110.82(12) . . ?
C25 C26 C28 105.35(12) . . ?
N4 C27 C26 175.15(18) . . ?
O7 C28 O8 126.92(15) . . ?
O7 C28 C26 122.94(14) . . ?
O8 C28 C26 109.81(13) . . ?
O8 C29 C30 110.98(15) . . ?
O8 C29 H29A 109.4 . . ?
C30 C29 H29A 109.4 . . ?
O8 C29 H29B 109.4 . . ?
C30 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C31 H31A 109.5 . . ?
N3 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
N3 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O6 C32 O5 125.05(14) . . ?
O6 C32 N3 124.54(14) . . ?
O5 C32 N3 110.38(13) . . ?
C38 C33 C34 121.92(15) . . ?
C38 C33 O5 116.85(14) . . ?
C34 C33 O5 121.05(15) . . ?
C33 C34 C35 118.30(17) . . ?
C33 C34 H34 120.8 . . ?
C35 C34 H34 120.8 . . ?
C36 C35 C34 120.91(17) . . ?
C36 C35 H35 119.5 . . ?
C34 C35 H35 119.5 . . ?
C35 C36 C37 119.57(17) . . ?
C35 C36 H36 120.2 . . ?
C37 C36 H36 120.2 . . ?
C36 C37 C38 120.30(18) . . ?
C36 C37 H37 119.9 . . ?
C38 C37 H37 119.9 . . ?
C33 C38 C37 118.99(17) . . ?
C33 C38 H38 120.5 . . ?
C37 C38 H38 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.0(3) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 C5 1.1(3) . . . . ?
C3 C4 C5 C6 -0.6(3) . . . . ?
C4 C5 C6 C1 -0.7(2) . . . . ?
C4 C5 C6 C7 -174.28(15) . . . . ?
C2 C1 C6 C5 1.5(3) . . . . ?
C2 C1 C6 C7 175.14(15) . . . . ?
C13 N1 C7 C8 72.73(17) . . . . ?
C12 N1 C7 C8 -75.57(17) . . . . ?
C13 N1 C7 C6 -163.80(14) . . . . ?
C12 N1 C7 C6 47.91(19) . . . . ?
C13 N1 C7 C9 -48.79(17) . . . . ?
C12 N1 C7 C9 162.91(14) . . . . ?
C5 C6 C7 N1 -145.32(15) . . . . ?
C1 C6 C7 N1 41.1(2) . . . . ?
C5 C6 C7 C8 -23.3(2) . . . . ?
C1 C6 C7 C8 163.10(15) . . . . ?
C5 C6 C7 C9 95.96(17) . . . . ?
C1 C6 C7 C9 -77.59(18) . . . . ?
C10 O4 C9 O3 7.8(2) . . . . ?
C10 O4 C9 C7 -179.01(13) . . . . ?
N1 C7 C9 O3 -45.7(2) . . . . ?
C8 C7 C9 O3 -165.54(15) . . . . ?
C6 C7 C9 O3 75.18(18) . . . . ?
N1 C7 C9 O4 140.74(13) . . . . ?
C8 C7 C9 O4 20.86(17) . . . . ?
C6 C7 C9 O4 -98.42(14) . . . . ?
C9 O4 C10 C11 94.97(18) . . . . ?
C14 O1 C13 O2 2.1(2) . . . . ?
C14 O1 C13 N1 -176.62(14) . . . . ?
C7 N1 C13 O2 6.7(2) . . . . ?
C12 N1 C13 O2 154.65(17) . . . . ?
C7 N1 C13 O1 -174.53(13) . . . . ?
C12 N1 C13 O1 -26.6(2) . . . . ?
C13 O1 C14 C15 -99.02(18) . . . . ?
C13 O1 C14 C19 83.94(19) . . . . ?
C19 C14 C15 C16 0.2(3) . . . . ?
O1 C14 C15 C16 -176.68(15) . . . . ?
C14 C15 C16 C17 -1.1(3) . . . . ?
C15 C16 C17 C18 1.3(3) . . . . ?
C16 C17 C18 C19 -0.5(3) . . . . ?
C15 C14 C19 C18 0.5(3) . . . . ?
O1 C14 C19 C18 177.43(14) . . . . ?
C17 C18 C19 C14 -0.4(3) . . . . ?
C25 C20 C21 C22 -0.6(3) . . . . ?
C20 C21 C22 C23 -0.7(3) . . . . ?
C21 C22 C23 C24 1.2(3) . . . . ?
C22 C23 C24 C25 -0.5(3) . . . . ?
C23 C24 C25 C20 -0.8(2) . . . . ?
C23 C24 C25 C26 -178.59(15) . . . . ?
C21 C20 C25 C24 1.3(2) . . . . ?
C21 C20 C25 C26 179.16(15) . . . . ?
C32 N3 C26 C27 69.60(16) . . . . ?
C31 N3 C26 C27 -78.00(16) . . . . ?
C32 N3 C26 C25 -168.09(12) . . . . ?
C31 N3 C26 C25 44.32(18) . . . . ?
C32 N3 C26 C28 -51.37(16) . . . . ?
C31 N3 C26 C28 161.04(13) . . . . ?
C24 C25 C26 N3 -131.34(15) . . . . ?
C20 C25 C26 N3 50.88(18) . . . . ?
C24 C25 C26 C27 -10.8(2) . . . . ?
C20 C25 C26 C27 171.44(14) . . . . ?
C24 C25 C26 C28 109.19(16) . . . . ?
C20 C25 C26 C28 -68.59(17) . . . . ?
C29 O8 C28 O7 3.2(2) . . . . ?
C29 O8 C28 C26 176.69(12) . . . . ?
N3 C26 C28 O7 -42.11(19) . . . . ?
C27 C26 C28 O7 -161.30(14) . . . . ?
C25 C26 C28 O7 78.65(17) . . . . ?
N3 C26 C28 O8 144.08(12) . . . . ?
C27 C26 C28 O8 24.90(17) . . . . ?
C25 C26 C28 O8 -95.16(14) . . . . ?
C28 O8 C29 C30 78.6(2) . . . . ?
C33 O5 C32 O6 -9.3(2) . . . . ?
C33 O5 C32 N3 172.66(13) . . . . ?
C31 N3 C32 O6 153.27(16) . . . . ?
C26 N3 C32 O6 6.4(2) . . . . ?
C31 N3 C32 O5 -28.7(2) . . . . ?
C26 N3 C32 O5 -175.49(12) . . . . ?
C32 O5 C33 C38 131.99(16) . . . . ?
C32 O5 C33 C34 -52.7(2) . . . . ?
C38 C33 C34 C35 -0.4(3) . . . . ?
O5 C33 C34 C35 -175.46(15) . . . . ?
C33 C34 C35 C36 0.3(3) . . . . ?
C34 C35 C36 C37 -0.1(3) . . . . ?
C35 C36 C37 C38 0.0(3) . . . . ?
C34 C33 C38 C37 0.2(3) . . . . ?
O5 C33 C38 C37 175.51(16) . . . . ?
C36 C37 C38 C33 0.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C31 H31C N4 0.98 2.53 3.401(2) 147.3 2
C30 H30B O3 0.98 2.60 3.276(2) 126.1 3_665

_refine_diff_density_max         0.230
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.050



