# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2068264'
loop_
_audit_author_name
_audit_author_address
'Weiwei Gao'
;LanZhou University
China
;
_audit_update_record             
;
2021-03-05 deposited with the CCDC.	2021-12-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H23 N O4'
_chemical_formula_weight         305.36

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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   9.519(3)
_cell_length_b                   8.812(3)
_cell_length_c                   9.818(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.838(3)
_cell_angle_gamma                90
_cell_volume                     788.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1767
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      25.01

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_F_000             328
_exptl_transmission_factor_min   0.5959
_exptl_transmission_factor_max   0.7455
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.091
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II area detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean 'fine-focus sealed tube'
_diffrn_reflns_number            6188
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.167
_diffrn_reflns_theta_max         27.110
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.850
_diffrn_reflns_point_group_measured_fraction_full 0.871
_reflns_number_total             2958
_reflns_number_gt                2323
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.601
_reflns_Friedel_fraction_max     0.683
_reflns_Friedel_fraction_full    0.725

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART APEX II'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0304P)²+0.0639P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 736 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(8)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         2958
_refine_ls_number_parameters     201
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.0861
_refine_ls_wR_factor_gt          0.0778
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_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 0.6744(3) 0.6558(4) 0.5328(2) 0.0422(6) Uani 1 1 d . . . . .
H1 H 0.5688 0.6767 0.5070 0.051 Uiso 1 1 calc R U . . .
C2 C 0.7573(3) 0.8058(4) 0.5616(3) 0.0496(7) Uani 1 1 d . . . . .
H2A H 0.8533 0.7966 0.5467 0.060 Uiso 1 1 calc R U . . .
H2B H 0.7029 0.8857 0.5008 0.060 Uiso 1 1 calc R U . . .
C3 C 0.7704(3) 0.8370(4) 0.7173(3) 0.0575(8) Uani 1 1 d . . . . .
H3A H 0.8604 0.8913 0.7629 0.069 Uiso 1 1 calc R U . . .
H3B H 0.6876 0.8962 0.7264 0.069 Uiso 1 1 calc R U . . .
C4 C 0.7715(3) 0.6826(4) 0.7810(3) 0.0506(8) Uani 1 1 d . . . . .
C5 C 0.6882(3) 0.4266(3) 0.6958(3) 0.0494(7) Uani 1 1 d . . . . .
H5A H 0.5973 0.3973 0.6260 0.059 Uiso 1 1 calc R U . . .
H5B H 0.6741 0.4166 0.7893 0.059 Uiso 1 1 calc R U . . .
C6 C 0.8090(3) 0.3197(4) 0.6850(3) 0.0541(8) Uani 1 1 d . . . . .
H6A H 0.7871 0.2190 0.7134 0.065 Uiso 1 1 calc R U . . .
H6B H 0.9004 0.3523 0.7521 0.065 Uiso 1 1 calc R U . . .
C7 C 0.8316(3) 0.3091(4) 0.5370(3) 0.0508(7) Uani 1 1 d . . . . .
H7A H 0.9190 0.2495 0.5439 0.061 Uiso 1 1 calc R U . . .
H7B H 0.7489 0.2553 0.4744 0.061 Uiso 1 1 calc R U . . .
C8 C 0.8469(3) 0.4604(3) 0.4707(2) 0.0417(7) Uani 1 1 d . . . . .
H8 H 0.9207 0.5213 0.5392 0.050 Uiso 1 1 calc R U . . .
C9 C 0.7052(2) 0.5512(3) 0.4199(2) 0.0370(6) Uani 1 1 d . . . . .
H9 H 0.6240 0.4786 0.3911 0.044 Uiso 1 1 calc R U . . .
C10 C 0.7177(3) 0.6305(3) 0.2850(2) 0.0413(6) Uani 1 1 d . . . . .
H10 H 0.7793 0.7207 0.3146 0.050 Uiso 1 1 calc R U . . .
C11 C 0.8051(3) 0.5163(4) 0.2256(2) 0.0435(7) Uani 1 1 d . . . . .
H11 H 0.8697 0.5727 0.1821 0.052 Uiso 1 1 calc R U . . .
C12 C 0.5742(3) 0.6818(4) 0.1821(3) 0.0595(8) Uani 1 1 d . . . . .
H12A H 0.5912 0.7150 0.0950 0.089 Uiso 1 1 calc R U . . .
H12B H 0.5345 0.7641 0.2233 0.089 Uiso 1 1 calc R U . . .
H12C H 0.5060 0.5988 0.1626 0.089 Uiso 1 1 calc R U . . .
C13 C 0.7163(3) 0.4049(4) 0.1167(2) 0.0453(7) Uani 1 1 d . . . . .
H13 H 0.6599 0.4603 0.0319 0.054 Uiso 1 1 calc R U . . .
C14 C 0.8044(3) 0.2849(4) 0.0743(3) 0.0500(8) Uani 1 1 d . . . . .
H14 H 0.8768 0.3029 0.0299 0.060 Uiso 1 1 calc R U . . .
C15 C 0.7665(3) 0.1491(4) 0.1080(3) 0.0494(7) Uani 1 1 d . . . . .
C16 C 0.8222(4) -0.0034(4) 0.0885(4) 0.0755(10) Uani 1 1 d . . . . .
H16A H 0.7469 -0.0596 0.0211 0.113 Uiso 1 1 calc R U . . .
H16B H 0.8498 -0.0560 0.1779 0.113 Uiso 1 1 calc R U . . .
H16C H 0.9063 0.0062 0.0537 0.113 Uiso 1 1 calc R U . . .
C17 C 0.6491(3) 0.1706(4) 0.1753(3) 0.0531(7) Uani 1 1 d . . . . .
N1 N 0.7191(2) 0.5838(3) 0.6729(2) 0.0437(5) Uani 1 1 d . . . . .
O1 O 0.8120(2) 0.6472(3) 0.9078(2) 0.0675(6) Uani 1 1 d . . . . .
O2 O 0.89478(18) 0.4348(3) 0.34580(16) 0.0501(5) Uani 1 1 d . . . . .
O3 O 0.61683(18) 0.3204(2) 0.17543(18) 0.0493(5) Uani 1 1 d . . . . .
O4 O 0.5848(3) 0.0784(3) 0.2253(3) 0.0798(7) 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 N1 1.462(3) . ?
C1 C2 1.523(4) . ?
C1 C9 1.533(3) . ?
C1 H1 0.9800 . ?
C2 C3 1.523(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.496(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 O1 1.232(3) . ?
C4 N1 1.352(3) . ?
C5 N1 1.447(4) . ?
C5 C6 1.515(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.532(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.509(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O2 1.445(3) . ?
C8 C9 1.523(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.532(3) . ?
C9 H9 0.9800 . ?
C10 C12 1.514(4) . ?
C10 C11 1.525(4) . ?
C10 H10 0.9800 . ?
C11 O2 1.433(3) . ?
C11 C13 1.516(4) . ?
C11 H11 0.9800 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O3 1.450(3) . ?
C13 C14 1.482(4) . ?
C13 H13 0.9800 . ?
C14 C15 1.319(4) . ?
C14 H14 0.9300 . ?
C15 C17 1.466(4) . ?
C15 C16 1.478(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 O4 1.204(4) . ?
C17 O3 1.355(4) . ?

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
N1 C1 C2 102.0(2) . . ?
N1 C1 C9 110.8(2) . . ?
C2 C1 C9 117.3(2) . . ?
N1 C1 H1 108.8 . . ?
C2 C1 H1 108.8 . . ?
C9 C1 H1 108.8 . . ?
C3 C2 C1 103.3(2) . . ?
C3 C2 H2A 111.1 . . ?
C1 C2 H2A 111.1 . . ?
C3 C2 H2B 111.1 . . ?
C1 C2 H2B 111.1 . . ?
H2A C2 H2B 109.1 . . ?
C4 C3 C2 104.1(3) . . ?
C4 C3 H3A 110.9 . . ?
C2 C3 H3A 110.9 . . ?
C4 C3 H3B 110.9 . . ?
C2 C3 H3B 110.9 . . ?
H3A C3 H3B 109.0 . . ?
O1 C4 N1 124.5(3) . . ?
O1 C4 C3 127.9(3) . . ?
N1 C4 C3 107.5(2) . . ?
N1 C5 C6 113.1(2) . . ?
N1 C5 H5A 109.0 . . ?
C6 C5 H5A 109.0 . . ?
N1 C5 H5B 109.0 . . ?
C6 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
C5 C6 C7 115.0(2) . . ?
C5 C6 H6A 108.5 . . ?
C7 C6 H6A 108.5 . . ?
C5 C6 H6B 108.5 . . ?
C7 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C8 C7 C6 114.4(2) . . ?
C8 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
O2 C8 C7 108.8(2) . . ?
O2 C8 C9 105.74(18) . . ?
C7 C8 C9 114.7(2) . . ?
O2 C8 H8 109.1 . . ?
C7 C8 H8 109.1 . . ?
C9 C8 H8 109.1 . . ?
C8 C9 C10 103.86(19) . . ?
C8 C9 C1 114.55(19) . . ?
C10 C9 C1 115.4(2) . . ?
C8 C9 H9 107.5 . . ?
C10 C9 H9 107.5 . . ?
C1 C9 H9 107.5 . . ?
C12 C10 C11 115.3(2) . . ?
C12 C10 C9 115.6(2) . . ?
C11 C10 C9 102.5(2) . . ?
C12 C10 H10 107.6 . . ?
C11 C10 H10 107.6 . . ?
C9 C10 H10 107.6 . . ?
O2 C11 C13 109.5(2) . . ?
O2 C11 C10 106.07(18) . . ?
C13 C11 C10 116.3(2) . . ?
O2 C11 H11 108.2 . . ?
C13 C11 H11 108.2 . . ?
C10 C11 H11 108.2 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O3 C13 C14 103.4(2) . . ?
O3 C13 C11 110.28(19) . . ?
C14 C13 C11 114.6(2) . . ?
O3 C13 H13 109.5 . . ?
C14 C13 H13 109.5 . . ?
C11 C13 H13 109.5 . . ?
C15 C14 C13 111.1(2) . . ?
C15 C14 H14 124.5 . . ?
C13 C14 H14 124.5 . . ?
C14 C15 C17 107.2(3) . . ?
C14 C15 C16 131.1(3) . . ?
C17 C15 C16 121.7(3) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 C17 O3 121.0(3) . . ?
O4 C17 C15 129.8(3) . . ?
O3 C17 C15 109.2(3) . . ?
C4 N1 C5 122.7(2) . . ?
C4 N1 C1 113.6(2) . . ?
C5 N1 C1 123.0(2) . . ?
C11 O2 C8 111.19(19) . . ?
C17 O3 C13 109.0(2) . . ?

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
N1 C1 C2 C3 -29.2(3) . . . . ?
C9 C1 C2 C3 -150.3(2) . . . . ?
C1 C2 C3 C4 28.8(3) . . . . ?
C2 C3 C4 O1 162.5(3) . . . . ?
C2 C3 C4 N1 -17.3(3) . . . . ?
N1 C5 C6 C7 -65.5(3) . . . . ?
C5 C6 C7 C8 50.6(3) . . . . ?
C6 C7 C8 O2 169.3(2) . . . . ?
C6 C7 C8 C9 -72.6(3) . . . . ?
O2 C8 C9 C10 -24.5(3) . . . . ?
C7 C8 C9 C10 -144.4(2) . . . . ?
O2 C8 C9 C1 -151.3(2) . . . . ?
C7 C8 C9 C1 88.8(3) . . . . ?
N1 C1 C9 C8 -37.7(3) . . . . ?
C2 C1 C9 C8 78.7(3) . . . . ?
N1 C1 C9 C10 -158.3(2) . . . . ?
C2 C1 C9 C10 -41.8(3) . . . . ?
C8 C9 C10 C12 158.5(2) . . . . ?
C1 C9 C10 C12 -75.3(3) . . . . ?
C8 C9 C10 C11 32.1(3) . . . . ?
C1 C9 C10 C11 158.3(2) . . . . ?
C12 C10 C11 O2 -155.2(2) . . . . ?
C9 C10 C11 O2 -28.6(3) . . . . ?
C12 C10 C11 C13 -33.2(3) . . . . ?
C9 C10 C11 C13 93.4(2) . . . . ?
O2 C11 C13 O3 63.2(3) . . . . ?
C10 C11 C13 O3 -57.0(3) . . . . ?
O2 C11 C13 C14 -53.0(3) . . . . ?
C10 C11 C13 C14 -173.2(2) . . . . ?
O3 C13 C14 C15 -2.1(3) . . . . ?
C11 C13 C14 C15 118.0(3) . . . . ?
C13 C14 C15 C17 0.1(3) . . . . ?
C13 C14 C15 C16 -179.6(3) . . . . ?
C14 C15 C17 O4 -178.0(3) . . . . ?
C16 C15 C17 O4 1.7(5) . . . . ?
C14 C15 C17 O3 2.1(3) . . . . ?
C16 C15 C17 O3 -178.2(3) . . . . ?
O1 C4 N1 C5 7.8(4) . . . . ?
C3 C4 N1 C5 -172.4(2) . . . . ?
O1 C4 N1 C1 178.2(2) . . . . ?
C3 C4 N1 C1 -2.0(3) . . . . ?
C6 C5 N1 C4 -99.6(3) . . . . ?
C6 C5 N1 C1 90.8(3) . . . . ?
C2 C1 N1 C4 20.2(3) . . . . ?
C9 C1 N1 C4 145.8(2) . . . . ?
C2 C1 N1 C5 -169.4(2) . . . . ?
C9 C1 N1 C5 -43.8(3) . . . . ?
C13 C11 O2 C8 -112.1(2) . . . . ?
C10 C11 O2 C8 14.1(3) . . . . ?
C7 C8 O2 C11 130.4(2) . . . . ?
C9 C8 O2 C11 6.7(3) . . . . ?
O4 C17 O3 C13 176.7(3) . . . . ?
C15 C17 O3 C13 -3.4(3) . . . . ?
C14 C13 O3 C17 3.3(2) . . . . ?
C11 C13 O3 C17 -119.6(2) . . . . ?

_refine_diff_density_max         0.118
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.034

####################################################################### 
# 
# 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_20190412_caofei_chon_0m
_database_code_depnum_ccdc_archive 'CCDC 2068156'
loop_
_audit_author_name
_audit_author_address
'Weiwei Gao'
;LanZhou University
China
;
_audit_update_record             
;
2021-03-05 deposited with the CCDC.	2021-12-14 downloaded from the CCDC.
;
_audit_creation_date             2021-03-04
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C12 H17 N O3), H2 O'
_chemical_formula_sum            'C24 H36 N2 O7'
_chemical_formula_weight         464.55
_chemical_absolute_configuration unk
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   27.7033(5)
_cell_length_b                   7.2169(15)
_cell_length_c                   22.9335(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4585.1(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9680
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      66.964
_cell_measurement_theta_min      3.728
_shelx_estimated_absorpt_T_max   0.923
_shelx_estimated_absorpt_T_min   0.909
_exptl_absorpt_coefficient_mu    0.812
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9388
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0803 before and 0.0689 after correction.
The Ratio of minimum to maximum transmission is 0.9388.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            47614
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        66.964
_diffrn_reflns_theta_max         66.964
_diffrn_reflns_theta_min         3.190
_diffrn_ambient_temperature      153.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.935
_reflns_Friedel_fraction_full    0.982
_reflns_Friedel_fraction_max     0.982
_reflns_number_gt                7909
_reflns_number_total             8071
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 3707 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     615
_refine_ls_number_reflns         8071
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0375
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0527P)²+1.6416P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0984
_refine_ls_wR_factor_ref         0.0993
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5), C8(H8), C13(H13), C15(H15), C16(H16), C17(H17), C22(H22),
 C26(H26), C27(H27), C28(H28), C31(H31), C38(H38), C39(H39), C40(H40), C46(H46)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B), C3(H3A,
 H3B), C14(H14A,H14B), C20(H20A,H20B), C21(H21A,H21B), C24(H24A,H24B), C25(H25A,
 H25B), C32(H32A,H32B), C33(H33A,H33B), C35(H35A,H35B), C36(H36A,H36B),
 C37(H37A,H37B), C41(H41A,H41B), C42(H42A,H42B), C44(H44A,H44B), C45(H45A,H45B)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C18(H18A,H18B,H18C), C29(H29A,H29B,H29C), C48(H48A,H48B,H48C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.36158(7) 0.3801(3) 0.03284(10) 0.0337(5) Uani 1 1 d . . . . .
O2 O 0.42307(7) 0.5770(3) 0.04556(9) 0.0273(4) Uani 1 1 d . . . . .
O3 O 0.63154(7) 0.4031(3) 0.18586(9) 0.0290(4) Uani 1 1 d . . . . .
N1 N 0.55558(8) 0.4476(3) 0.14835(10) 0.0235(5) Uani 1 1 d . . . . .
C1 C 0.55776(11) 0.6527(4) 0.06141(13) 0.0293(6) Uani 1 1 d . . . . .
H1A H 0.570159 0.538401 0.042797 0.035 Uiso 1 1 calc R U . . .
H1B H 0.577712 0.757395 0.047404 0.035 Uiso 1 1 calc R U . . .
C2 C 0.50550(11) 0.6834(4) 0.04154(13) 0.0283(6) Uani 1 1 d . . . . .
H2A H 0.498269 0.817702 0.042991 0.034 Uiso 1 1 calc R U . . .
H2B H 0.502360 0.642862 0.000474 0.034 Uiso 1 1 calc R U . . .
C4 C 0.47936(9) 0.3785(4) 0.09333(12) 0.0203(5) Uani 1 1 d . . . . .
H4 H 0.497867 0.319946 0.060742 0.024 Uiso 1 1 calc R U . . .
C5 C 0.42868(10) 0.2936(4) 0.09613(12) 0.0250(6) Uani 1 1 d . . . . .
H5 H 0.415895 0.316206 0.136286 0.030 Uiso 1 1 calc R U . . .
C6 C 0.42230(12) 0.0899(4) 0.08319(16) 0.0356(7) Uani 1 1 d . . . . .
H6A H 0.387805 0.060994 0.080600 0.053 Uiso 1 1 calc R U . . .
H6B H 0.436952 0.016578 0.114503 0.053 Uiso 1 1 calc R U . . .
H6C H 0.438010 0.059965 0.046083 0.053 Uiso 1 1 calc R U . . .
C7 C 0.40012(10) 0.4137(4) 0.05493(13) 0.0274(6) Uani 1 1 d . . . . .
C8 C 0.50775(10) 0.3588(4) 0.14988(12) 0.0237(6) Uani 1 1 d . . . . .
H8 H 0.488526 0.413219 0.182566 0.028 Uiso 1 1 calc R U . . .
C9 C 0.56402(10) 0.6355(4) 0.12727(13) 0.0277(6) Uani 1 1 d . . . . .
H9A H 0.597188 0.673750 0.137896 0.033 Uiso 1 1 calc R U . . .
H9B H 0.541245 0.720917 0.146868 0.033 Uiso 1 1 calc R U . . .
C10 C 0.58989(10) 0.3508(4) 0.17697(12) 0.0236(6) Uani 1 1 d . . . . .
C11 C 0.56801(11) 0.1726(4) 0.19864(13) 0.0306(7) Uani 1 1 d . . . . .
H11A H 0.562065 0.178068 0.241171 0.037 Uiso 1 1 calc R U . . .
H11B H 0.589390 0.066006 0.190131 0.037 Uiso 1 1 calc R U . . .
C12 C 0.52081(11) 0.1570(4) 0.16514(14) 0.0286(6) Uani 1 1 d . . . . .
H12A H 0.495400 0.099684 0.189538 0.034 Uiso 1 1 calc R U . . .
H12B H 0.525063 0.082025 0.129364 0.034 Uiso 1 1 calc R U . . .
C13 C 0.46860(10) 0.5810(4) 0.07807(12) 0.0242(6) Uani 1 1 d . . . . .
H13 H 0.463423 0.651397 0.115106 0.029 Uiso 1 1 calc R U . . .
O4 O 0.63682(8) 0.0602(3) 0.72265(11) 0.0412(6) Uani 1 1 d . . . . .
O5 O 0.85048(8) -0.0334(3) 0.59568(10) 0.0347(5) Uani 1 1 d . . . . .
O6 O 0.88995(9) 0.1726(4) 0.54121(11) 0.0449(6) Uani 1 1 d . . . . .
N2 N 0.70099(9) 0.0334(3) 0.65995(11) 0.0285(5) Uani 1 1 d . . . . .
C3 C 0.75809(12) -0.1797(5) 0.70905(16) 0.0397(8) Uani 1 1 d . . . . .
H3A H 0.758442 -0.304877 0.726699 0.048 Uiso 1 1 calc R U . . .
H3B H 0.756807 -0.089076 0.741423 0.048 Uiso 1 1 calc R U . . .
C14 C 0.80565(11) -0.1521(4) 0.67672(14) 0.0318(7) Uani 1 1 d . . . . .
H14A H 0.827204 -0.075582 0.701331 0.038 Uiso 1 1 calc R U . . .
H14B H 0.821243 -0.274512 0.671724 0.038 Uiso 1 1 calc R U . . .
C15 C 0.80143(10) -0.0615(4) 0.61770(14) 0.0283(6) Uani 1 1 d . . . . .
H15 H 0.783564 -0.145948 0.590681 0.034 Uiso 1 1 calc R U . . .
C16 C 0.77881(9) 0.1328(3) 0.61516(12) 0.0212(5) Uani 1 1 d . . . . .
H16 H 0.788721 0.202685 0.650853 0.025 Uiso 1 1 calc R U . . .
C17 C 0.80430(10) 0.2183(4) 0.56235(12) 0.0277(6) Uani 1 1 d . . . . .
H17 H 0.787180 0.173142 0.526688 0.033 Uiso 1 1 calc R U . . .
C18 C 0.80838(12) 0.4266(4) 0.55726(15) 0.0364(7) Uani 1 1 d . . . . .
H18A H 0.819861 0.477903 0.594309 0.055 Uiso 1 1 calc R U . . .
H18B H 0.776661 0.478953 0.547984 0.055 Uiso 1 1 calc R U . . .
H18C H 0.831261 0.457811 0.526193 0.055 Uiso 1 1 calc R U . . .
C19 C 0.66280(10) 0.1223(4) 0.68374(14) 0.0302(6) Uani 1 1 d . . . . .
C20 C 0.65634(11) 0.3049(5) 0.65291(15) 0.0350(7) Uani 1 1 d . . . . .
H20A H 0.652342 0.407010 0.681344 0.042 Uiso 1 1 calc R U . . .
H20B H 0.627742 0.301591 0.627043 0.042 Uiso 1 1 calc R U . . .
C21 C 0.70222(11) 0.3300(4) 0.61775(15) 0.0318(7) Uani 1 1 d . . . . .
H21A H 0.724949 0.413417 0.638277 0.038 Uiso 1 1 calc R U . . .
H21B H 0.694917 0.383160 0.578944 0.038 Uiso 1 1 calc R U . . .
C22 C 0.72398(10) 0.1330(4) 0.61163(13) 0.0265(6) Uani 1 1 d . . . . .
H22 H 0.713549 0.077443 0.573730 0.032 Uiso 1 1 calc R U . . .
C23 C 0.85305(11) 0.1240(5) 0.56395(14) 0.0327(7) Uani 1 1 d . . . . .
C24 C 0.71194(12) -0.1605(4) 0.67374(16) 0.0348(7) Uani 1 1 d . . . . .
H24A H 0.715232 -0.231438 0.637007 0.042 Uiso 1 1 calc R U . . .
H24B H 0.684752 -0.214360 0.696064 0.042 Uiso 1 1 calc R U . . .
O7 O 0.21470(8) 0.1504(3) 0.96621(11) 0.0402(5) Uani 1 1 d . . . . .
O8 O 0.47969(7) 0.0904(3) 0.80291(10) 0.0311(5) Uani 1 1 d . . . . .
O9 O 0.27545(8) -0.0474(3) 0.95353(10) 0.0341(5) Uani 1 1 d . . . . .
N3 N 0.40395(8) 0.0560(3) 0.84156(11) 0.0252(5) Uani 1 1 d . . . . .
C25 C 0.41060(11) -0.1344(4) 0.86146(14) 0.0296(6) Uani 1 1 d . . . . .
H25A H 0.442418 -0.179971 0.848022 0.036 Uiso 1 1 calc R U . . .
H25B H 0.385441 -0.213832 0.843695 0.036 Uiso 1 1 calc R U . . .
C26 C 0.35672(11) 0.1522(4) 0.84165(14) 0.0285(6) Uani 1 1 d . . . . .
H26 H 0.335919 0.099003 0.810194 0.034 Uiso 1 1 calc R U . . .
C27 C 0.33043(10) 0.1373(4) 0.89967(12) 0.0226(5) Uani 1 1 d . . . . .
H27 H 0.350899 0.196235 0.930419 0.027 Uiso 1 1 calc R U . . .
C28 C 0.28086(10) 0.2312(4) 0.90017(14) 0.0299(6) Uani 1 1 d . . . . .
H28 H 0.266064 0.210678 0.860921 0.036 Uiso 1 1 calc R U . . .
C29 C 0.27641(13) 0.4351(5) 0.91367(18) 0.0425(8) Uani 1 1 d . . . . .
H29A H 0.242250 0.467673 0.917979 0.064 Uiso 1 1 calc R U . . .
H29B H 0.290537 0.507402 0.881775 0.064 Uiso 1 1 calc R U . . .
H29C H 0.293547 0.462740 0.950030 0.064 Uiso 1 1 calc R U . . .
C30 C 0.25257(11) 0.1151(4) 0.94343(13) 0.0303(6) Uani 1 1 d . . . . .
C31 C 0.31957(11) -0.0606(4) 0.91819(14) 0.0299(6) Uani 1 1 d . . . . .
H31 H 0.312614 -0.136417 0.882665 0.036 Uiso 1 1 calc R U . . .
C32 C 0.35696(11) -0.1583(4) 0.95420(14) 0.0321(7) Uani 1 1 d . . . . .
H32A H 0.347269 -0.289443 0.958920 0.039 Uiso 1 1 calc R U . . .
H32B H 0.357800 -0.101370 0.993464 0.039 Uiso 1 1 calc R U . . .
C33 C 0.40783(11) -0.1517(4) 0.92802(14) 0.0321(7) Uani 1 1 d . . . . .
H33A H 0.425158 -0.265729 0.939751 0.039 Uiso 1 1 calc R U . . .
H33B H 0.425222 -0.045358 0.945414 0.039 Uiso 1 1 calc R U . . .
C34 C 0.43853(10) 0.1481(4) 0.81222(11) 0.0246(6) Uani 1 1 d . . . . .
C35 C 0.41767(11) 0.3283(4) 0.79089(14) 0.0308(7) Uani 1 1 d . . . . .
H35A H 0.411228 0.323315 0.748457 0.037 Uiso 1 1 calc R U . . .
H35B H 0.439874 0.432615 0.799023 0.037 Uiso 1 1 calc R U . . .
C36 C 0.37103(11) 0.3489(4) 0.82504(14) 0.0305(6) Uani 1 1 d . . . . .
H36A H 0.345725 0.407385 0.800746 0.037 Uiso 1 1 calc R U . . .
H36B H 0.376150 0.425551 0.860295 0.037 Uiso 1 1 calc R U . . .
O10 O 0.78361(9) 0.4282(4) 0.27390(13) 0.0483(6) Uani 1 1 d . . . . .
O11 O 1.04071(8) 0.3007(3) 0.44530(10) 0.0379(5) Uani 1 1 d . . . . .
O12 O 1.00076(7) 0.5096(3) 0.39281(9) 0.0301(4) Uani 1 1 d . . . . .
N4 N 0.84891(9) 0.4524(3) 0.33433(12) 0.0302(6) Uani 1 1 d . . . . .
C37 C 0.95448(11) 0.6318(4) 0.31327(13) 0.0289(6) Uani 1 1 d . . . . .
H37A H 0.975603 0.555820 0.287958 0.035 Uiso 1 1 calc R U . . .
H37B H 0.970075 0.754331 0.318025 0.035 Uiso 1 1 calc R U . . .
C38 C 0.95121(10) 0.5399(4) 0.37249(12) 0.0242(6) Uani 1 1 d . . . . .
H38 H 0.934101 0.624267 0.400232 0.029 Uiso 1 1 calc R U . . .
C39 C 0.92786(10) 0.3469(3) 0.37462(12) 0.0225(6) Uani 1 1 d . . . . .
H39 H 0.936378 0.278049 0.338206 0.027 Uiso 1 1 calc R U . . .
C40 C 0.87297(10) 0.3498(4) 0.38121(13) 0.0268(6) Uani 1 1 d . . . . .
H40 H 0.864252 0.405844 0.419678 0.032 Uiso 1 1 calc R U . . .
C41 C 0.85055(12) 0.1547(4) 0.37652(15) 0.0336(7) Uani 1 1 d . . . . .
H41A H 0.872253 0.069848 0.354993 0.040 Uiso 1 1 calc R U . . .
H41B H 0.844323 0.102405 0.415720 0.040 Uiso 1 1 calc R U . . .
C42 C 0.80352(11) 0.1830(4) 0.34345(16) 0.0354(7) Uani 1 1 d . . . . .
H42A H 0.798080 0.081156 0.315299 0.042 Uiso 1 1 calc R U . . .
H42B H 0.775807 0.188705 0.370652 0.042 Uiso 1 1 calc R U . . .
C43 C 0.81000(11) 0.3653(4) 0.31219(15) 0.0334(7) Uani 1 1 d . . . . .
C44 C 0.86073(11) 0.6425(4) 0.31957(17) 0.0374(8) Uani 1 1 d . . . . .
H44A H 0.865364 0.713988 0.355998 0.045 Uiso 1 1 calc R U . . .
H44B H 0.833237 0.698179 0.298259 0.045 Uiso 1 1 calc R U . . .
C45 C 0.90599(12) 0.6592(5) 0.28238(16) 0.0381(8) Uani 1 1 d . . . . .
H45A H 0.906067 0.783550 0.264167 0.046 Uiso 1 1 calc R U . . .
H45B H 0.903757 0.567118 0.250485 0.046 Uiso 1 1 calc R U . . .
C46 C 0.95445(10) 0.2582(4) 0.42631(12) 0.0258(6) Uani 1 1 d . . . . .
H46 H 0.938166 0.301055 0.462811 0.031 Uiso 1 1 calc R U . . .
C47 C 1.00333(11) 0.3496(4) 0.42388(12) 0.0270(6) Uani 1 1 d . . . . .
C48 C 0.95806(12) 0.0483(4) 0.42923(15) 0.0332(7) Uani 1 1 d . . . . .
H48A H 0.969954 0.000632 0.391880 0.050 Uiso 1 1 calc R U . . .
H48B H 0.926110 -0.004086 0.437292 0.050 Uiso 1 1 calc R U . . .
H48C H 0.980439 0.012911 0.460393 0.050 Uiso 1 1 calc R U . . .
O13 O 0.69256(9) 0.2473(3) 0.27346(11) 0.0354(5) Uani 1 1 d . . . . .
H13A H 0.6747(19) 0.270(7) 0.248(2) 0.053(13) Uiso 1 1 d . . . . .
H13B H 0.7191(19) 0.304(7) 0.268(2) 0.060(14) Uiso 1 1 d . . . . .
O14 O 0.54440(9) 0.2366(3) 0.71848(10) 0.0341(5) Uani 1 1 d . . . . .
H14C H 0.5259(15) 0.203(5) 0.7441(19) 0.034(10) Uiso 1 1 d . . . . .
H14D H 0.5697(18) 0.174(7) 0.724(2) 0.054(13) 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 C7 1.206(4) . ?
O2 C7 1.356(4) . ?
O2 C13 1.466(3) . ?
O3 C10 1.231(3) . ?
N1 C8 1.472(4) . ?
N1 C9 1.459(4) . ?
N1 C10 1.350(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.534(4) . ?
C1 C9 1.525(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C13 1.514(4) . ?
C4 H4 1.0000 . ?
C4 C5 1.533(4) . ?
C4 C8 1.523(4) . ?
C4 C13 1.532(4) . ?
C5 H5 1.0000 . ?
C5 C6 1.510(4) . ?
C5 C7 1.507(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 H8 1.0000 . ?
C8 C12 1.540(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.507(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.521(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13 1.0000 . ?
O4 C19 1.231(4) . ?
O5 C15 1.464(3) . ?
O5 C23 1.351(4) . ?
O6 C23 1.200(4) . ?
N2 C19 1.352(4) . ?
N2 C22 1.467(4) . ?
N2 C24 1.466(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C14 1.525(4) . ?
C3 C24 1.520(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.508(4) . ?
C15 H15 1.0000 . ?
C15 C16 1.537(4) . ?
C16 H16 1.0000 . ?
C16 C17 1.532(4) . ?
C16 C22 1.521(4) . ?
C17 H17 1.0000 . ?
C17 C18 1.512(4) . ?
C17 C23 1.513(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.506(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.516(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.551(4) . ?
C22 H22 1.0000 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
O7 C30 1.199(4) . ?
O8 C34 1.232(4) . ?
O9 C30 1.353(4) . ?
O9 C31 1.470(3) . ?
N3 C25 1.460(4) . ?
N3 C26 1.481(4) . ?
N3 C34 1.346(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C33 1.533(4) . ?
C26 H26 1.0000 . ?
C26 C27 1.521(4) . ?
C26 C36 1.522(4) . ?
C27 H27 1.0000 . ?
C27 C28 1.531(4) . ?
C27 C31 1.520(4) . ?
C28 H28 1.0000 . ?
C28 C29 1.509(4) . ?
C28 C30 1.517(4) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 H31 1.0000 . ?
C31 C32 1.501(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.532(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.505(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.518(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
O10 C43 1.230(4) . ?
O11 C47 1.199(4) . ?
O12 C38 1.466(3) . ?
O12 C47 1.359(4) . ?
N4 C40 1.466(4) . ?
N4 C43 1.347(4) . ?
N4 C44 1.451(4) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.514(4) . ?
C37 C45 1.532(4) . ?
C38 H38 1.0000 . ?
C38 C39 1.537(4) . ?
C39 H39 1.0000 . ?
C39 C40 1.528(4) . ?
C39 C46 1.535(4) . ?
C40 H40 1.0000 . ?
C40 C41 1.543(4) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C42 1.521(4) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 C43 1.509(4) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C44 C45 1.521(5) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46 1.0000 . ?
C46 C47 1.507(4) . ?
C46 C48 1.520(4) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
O13 H13A 0.78(6) . ?
O13 H13B 0.85(5) . ?
O14 H14C 0.82(4) . ?
O14 H14D 0.84(5) . ?

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 O2 C13 109.9(2) . . ?
C9 N1 C8 123.8(2) . . ?
C10 N1 C8 113.4(2) . . ?
C10 N1 C9 122.0(2) . . ?
H1A C1 H1B 107.6 . . ?
C2 C1 H1A 108.7 . . ?
C2 C1 H1B 108.7 . . ?
C9 C1 H1A 108.7 . . ?
C9 C1 H1B 108.7 . . ?
C9 C1 C2 114.4(3) . . ?
C1 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C13 C2 C1 113.7(2) . . ?
C13 C2 H2A 108.8 . . ?
C13 C2 H2B 108.8 . . ?
C5 C4 H4 109.4 . . ?
C8 C4 H4 109.4 . . ?
C8 C4 C5 113.6(2) . . ?
C8 C4 C13 112.6(2) . . ?
C13 C4 H4 109.4 . . ?
C13 C4 C5 102.3(2) . . ?
C4 C5 H5 107.3 . . ?
C6 C5 C4 119.2(2) . . ?
C6 C5 H5 107.3 . . ?
C7 C5 C4 103.0(2) . . ?
C7 C5 H5 107.3 . . ?
C7 C5 C6 112.0(2) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O1 C7 O2 121.5(3) . . ?
O1 C7 C5 127.8(3) . . ?
O2 C7 C5 110.7(2) . . ?
N1 C8 C4 113.8(2) . . ?
N1 C8 H8 109.0 . . ?
N1 C8 C12 101.9(2) . . ?
C4 C8 H8 109.0 . . ?
C4 C8 C12 113.8(2) . . ?
C12 C8 H8 109.0 . . ?
N1 C9 C1 112.7(2) . . ?
N1 C9 H9A 109.1 . . ?
N1 C9 H9B 109.1 . . ?
C1 C9 H9A 109.1 . . ?
C1 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
O3 C10 N1 125.6(3) . . ?
O3 C10 C11 125.8(3) . . ?
N1 C10 C11 108.6(2) . . ?
C10 C11 H11A 111.0 . . ?
C10 C11 H11B 111.0 . . ?
C10 C11 C12 104.0(2) . . ?
H11A C11 H11B 109.0 . . ?
C12 C11 H11A 111.0 . . ?
C12 C11 H11B 111.0 . . ?
C8 C12 H12A 110.9 . . ?
C8 C12 H12B 110.9 . . ?
C11 C12 C8 104.3(2) . . ?
C11 C12 H12A 110.9 . . ?
C11 C12 H12B 110.9 . . ?
H12A C12 H12B 108.9 . . ?
O2 C13 C2 108.0(2) . . ?
O2 C13 C4 105.4(2) . . ?
O2 C13 H13 108.6 . . ?
C2 C13 C4 117.4(2) . . ?
C2 C13 H13 108.6 . . ?
C4 C13 H13 108.6 . . ?
C23 O5 C15 110.6(2) . . ?
C19 N2 C22 114.3(2) . . ?
C19 N2 C24 121.9(3) . . ?
C24 N2 C22 122.8(2) . . ?
H3A C3 H3B 107.3 . . ?
C14 C3 H3A 108.0 . . ?
C14 C3 H3B 108.0 . . ?
C24 C3 H3A 108.0 . . ?
C24 C3 H3B 108.0 . . ?
C24 C3 C14 117.1(3) . . ?
C3 C14 H14A 108.5 . . ?
C3 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C15 C14 C3 115.2(3) . . ?
C15 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
O5 C15 C14 107.3(2) . . ?
O5 C15 H15 109.3 . . ?
O5 C15 C16 103.8(2) . . ?
C14 C15 H15 109.3 . . ?
C14 C15 C16 117.5(2) . . ?
C16 C15 H15 109.3 . . ?
C15 C16 H16 108.5 . . ?
C17 C16 C15 102.1(2) . . ?
C17 C16 H16 108.5 . . ?
C22 C16 C15 114.2(2) . . ?
C22 C16 H16 108.5 . . ?
C22 C16 C17 114.7(2) . . ?
C16 C17 H17 107.2 . . ?
C18 C17 C16 119.7(3) . . ?
C18 C17 H17 107.3 . . ?
C18 C17 C23 112.5(3) . . ?
C23 C17 C16 102.2(2) . . ?
C23 C17 H17 107.3 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O4 C19 N2 125.2(3) . . ?
O4 C19 C20 126.1(3) . . ?
N2 C19 C20 108.6(3) . . ?
C19 C20 H20A 110.8 . . ?
C19 C20 H20B 110.8 . . ?
C19 C20 C21 104.7(2) . . ?
H20A C20 H20B 108.9 . . ?
C21 C20 H20A 110.8 . . ?
C21 C20 H20B 110.8 . . ?
C20 C21 H21A 110.7 . . ?
C20 C21 H21B 110.7 . . ?
C20 C21 C22 105.3(2) . . ?
H21A C21 H21B 108.8 . . ?
C22 C21 H21A 110.7 . . ?
C22 C21 H21B 110.7 . . ?
N2 C22 C16 113.1(2) . . ?
N2 C22 C21 102.3(2) . . ?
N2 C22 H22 109.5 . . ?
C16 C22 C21 112.6(2) . . ?
C16 C22 H22 109.5 . . ?
C21 C22 H22 109.5 . . ?
O5 C23 C17 110.1(2) . . ?
O6 C23 O5 121.7(3) . . ?
O6 C23 C17 128.2(3) . . ?
N2 C24 C3 112.1(3) . . ?
N2 C24 H24A 109.2 . . ?
N2 C24 H24B 109.2 . . ?
C3 C24 H24A 109.2 . . ?
C3 C24 H24B 109.2 . . ?
H24A C24 H24B 107.9 . . ?
C30 O9 C31 110.6(2) . . ?
C25 N3 C26 123.5(2) . . ?
C34 N3 C25 122.1(2) . . ?
C34 N3 C26 113.5(2) . . ?
N3 C25 H25A 109.1 . . ?
N3 C25 H25B 109.1 . . ?
N3 C25 C33 112.4(3) . . ?
H25A C25 H25B 107.9 . . ?
C33 C25 H25A 109.1 . . ?
C33 C25 H25B 109.1 . . ?
N3 C26 H26 109.1 . . ?
N3 C26 C27 113.0(2) . . ?
N3 C26 C36 101.9(2) . . ?
C27 C26 H26 109.1 . . ?
C27 C26 C36 114.2(3) . . ?
C36 C26 H26 109.1 . . ?
C26 C27 H27 108.4 . . ?
C26 C27 C28 113.9(2) . . ?
C28 C27 H27 108.4 . . ?
C31 C27 C26 114.0(2) . . ?
C31 C27 H27 108.4 . . ?
C31 C27 C28 103.7(2) . . ?
C27 C28 H28 107.2 . . ?
C29 C28 C27 120.4(3) . . ?
C29 C28 H28 107.2 . . ?
C29 C28 C30 111.2(3) . . ?
C30 C28 C27 102.9(2) . . ?
C30 C28 H28 107.2 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O7 C30 O9 121.3(3) . . ?
O7 C30 C28 128.3(3) . . ?
O9 C30 C28 110.4(2) . . ?
O9 C31 C27 104.9(2) . . ?
O9 C31 H31 108.9 . . ?
O9 C31 C32 107.5(2) . . ?
C27 C31 H31 108.9 . . ?
C32 C31 C27 117.3(3) . . ?
C32 C31 H31 108.9 . . ?
C31 C32 H32A 108.8 . . ?
C31 C32 H32B 108.8 . . ?
C31 C32 C33 113.9(2) . . ?
H32A C32 H32B 107.7 . . ?
C33 C32 H32A 108.8 . . ?
C33 C32 H32B 108.8 . . ?
C25 C33 H33A 108.3 . . ?
C25 C33 H33B 108.3 . . ?
C32 C33 C25 116.0(3) . . ?
C32 C33 H33A 108.3 . . ?
C32 C33 H33B 108.3 . . ?
H33A C33 H33B 107.4 . . ?
O8 C34 N3 125.3(3) . . ?
O8 C34 C35 126.2(3) . . ?
N3 C34 C35 108.4(2) . . ?
C34 C35 H35A 110.9 . . ?
C34 C35 H35B 110.9 . . ?
C34 C35 C36 104.1(2) . . ?
H35A C35 H35B 109.0 . . ?
C36 C35 H35A 110.9 . . ?
C36 C35 H35B 110.9 . . ?
C26 C36 H36A 110.7 . . ?
C26 C36 H36B 110.7 . . ?
C35 C36 C26 105.0(2) . . ?
C35 C36 H36A 110.7 . . ?
C35 C36 H36B 110.7 . . ?
H36A C36 H36B 108.8 . . ?
C47 O12 C38 110.0(2) . . ?
C43 N4 C40 113.9(2) . . ?
C43 N4 C44 122.3(3) . . ?
C44 N4 C40 123.1(3) . . ?
H37A C37 H37B 107.6 . . ?
C38 C37 H37A 108.6 . . ?
C38 C37 H37B 108.6 . . ?
C38 C37 C45 114.8(2) . . ?
C45 C37 H37A 108.6 . . ?
C45 C37 H37B 108.6 . . ?
O12 C38 C37 107.1(2) . . ?
O12 C38 H38 109.4 . . ?
O12 C38 C39 104.4(2) . . ?
C37 C38 H38 109.4 . . ?
C37 C38 C39 116.8(2) . . ?
C39 C38 H38 109.4 . . ?
C38 C39 H39 108.9 . . ?
C40 C39 C38 114.2(2) . . ?
C40 C39 H39 108.9 . . ?
C40 C39 C46 114.0(2) . . ?
C46 C39 C38 101.6(2) . . ?
C46 C39 H39 108.9 . . ?
N4 C40 C39 112.8(2) . . ?
N4 C40 H40 109.5 . . ?
N4 C40 C41 103.1(2) . . ?
C39 C40 H40 109.5 . . ?
C39 C40 C41 112.4(2) . . ?
C41 C40 H40 109.5 . . ?
C40 C41 H41A 110.8 . . ?
C40 C41 H41B 110.8 . . ?
H41A C41 H41B 108.8 . . ?
C42 C41 C40 104.9(2) . . ?
C42 C41 H41A 110.8 . . ?
C42 C41 H41B 110.8 . . ?
C41 C42 H42A 110.8 . . ?
C41 C42 H42B 110.8 . . ?
H42A C42 H42B 108.9 . . ?
C43 C42 C41 104.6(2) . . ?
C43 C42 H42A 110.8 . . ?
C43 C42 H42B 110.8 . . ?
O10 C43 N4 124.9(3) . . ?
O10 C43 C42 126.2(3) . . ?
N4 C43 C42 108.8(3) . . ?
N4 C44 H44A 109.0 . . ?
N4 C44 H44B 109.0 . . ?
N4 C44 C45 113.0(3) . . ?
H44A C44 H44B 107.8 . . ?
C45 C44 H44A 109.0 . . ?
C45 C44 H44B 109.0 . . ?
C37 C45 H45A 108.1 . . ?
C37 C45 H45B 108.1 . . ?
C44 C45 C37 117.0(3) . . ?
C44 C45 H45A 108.1 . . ?
C44 C45 H45B 108.1 . . ?
H45A C45 H45B 107.3 . . ?
C39 C46 H46 107.5 . . ?
C47 C46 C39 102.7(2) . . ?
C47 C46 H46 107.5 . . ?
C47 C46 C48 112.3(2) . . ?
C48 C46 C39 118.8(2) . . ?
C48 C46 H46 107.5 . . ?
O11 C47 O12 120.7(3) . . ?
O11 C47 C46 129.2(3) . . ?
O12 C47 C46 110.1(2) . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
H13A O13 H13B 109(5) . . ?
H14C O14 H14D 105(4) . . ?

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
O3 C10 C11 C12 -168.2(3) . . . . ?
N1 C8 C12 C11 27.1(3) . . . . ?
N1 C10 C11 C12 14.5(3) . . . . ?
C1 C2 C13 O2 -163.8(2) . . . . ?
C1 C2 C13 C4 -45.0(3) . . . . ?
C2 C1 C9 N1 84.7(3) . . . . ?
C4 C5 C7 O1 162.7(3) . . . . ?
C4 C5 C7 O2 -18.9(3) . . . . ?
C4 C8 C12 C11 149.9(2) . . . . ?
C5 C4 C8 N1 -177.3(2) . . . . ?
C5 C4 C8 C12 66.6(3) . . . . ?
C5 C4 C13 O2 -28.1(3) . . . . ?
C5 C4 C13 C2 -148.4(2) . . . . ?
C6 C5 C7 O1 33.4(4) . . . . ?
C6 C5 C7 O2 -148.2(2) . . . . ?
C7 O2 C13 C2 144.0(2) . . . . ?
C7 O2 C13 C4 17.7(3) . . . . ?
C8 N1 C9 C1 -70.3(4) . . . . ?
C8 N1 C10 O3 -173.8(3) . . . . ?
C8 N1 C10 C11 3.5(3) . . . . ?
C8 C4 C5 C6 -85.8(3) . . . . ?
C8 C4 C5 C7 149.4(2) . . . . ?
C8 C4 C13 O2 -150.4(2) . . . . ?
C8 C4 C13 C2 89.4(3) . . . . ?
C9 N1 C8 C4 47.7(4) . . . . ?
C9 N1 C8 C12 170.6(3) . . . . ?
C9 N1 C10 O3 -3.8(5) . . . . ?
C9 N1 C10 C11 173.5(3) . . . . ?
C9 C1 C2 C13 -35.7(3) . . . . ?
C10 N1 C8 C4 -142.4(2) . . . . ?
C10 N1 C8 C12 -19.6(3) . . . . ?
C10 N1 C9 C1 120.7(3) . . . . ?
C10 C11 C12 C8 -25.7(3) . . . . ?
C13 O2 C7 O1 179.4(3) . . . . ?
C13 O2 C7 C5 0.9(3) . . . . ?
C13 C4 C5 C6 152.6(3) . . . . ?
C13 C4 C5 C7 27.9(3) . . . . ?
C13 C4 C8 N1 -61.7(3) . . . . ?
C13 C4 C8 C12 -177.8(2) . . . . ?
O4 C19 C20 C21 170.0(3) . . . . ?
O5 C15 C16 C17 31.8(3) . . . . ?
O5 C15 C16 C22 156.2(2) . . . . ?
N2 C19 C20 C21 -12.5(4) . . . . ?
C3 C14 C15 O5 175.5(3) . . . . ?
C3 C14 C15 C16 59.2(4) . . . . ?
C14 C3 C24 N2 -74.4(4) . . . . ?
C14 C15 C16 C17 150.1(3) . . . . ?
C14 C15 C16 C22 -85.5(3) . . . . ?
C15 O5 C23 O6 -179.1(3) . . . . ?
C15 O5 C23 C17 0.4(3) . . . . ?
C15 C16 C17 C18 -156.0(3) . . . . ?
C15 C16 C17 C23 -31.0(3) . . . . ?
C15 C16 C22 N2 56.7(3) . . . . ?
C15 C16 C22 C21 172.1(3) . . . . ?
C16 C17 C23 O5 20.1(3) . . . . ?
C16 C17 C23 O6 -160.4(3) . . . . ?
C17 C16 C22 N2 174.1(2) . . . . ?
C17 C16 C22 C21 -70.5(3) . . . . ?
C18 C17 C23 O5 149.8(3) . . . . ?
C18 C17 C23 O6 -30.7(5) . . . . ?
C19 N2 C22 C16 135.6(3) . . . . ?
C19 N2 C22 C21 14.2(3) . . . . ?
C19 N2 C24 C3 -111.4(3) . . . . ?
C19 C20 C21 C22 20.6(3) . . . . ?
C20 C21 C22 N2 -20.8(3) . . . . ?
C20 C21 C22 C16 -142.6(3) . . . . ?
C22 N2 C19 O4 176.2(3) . . . . ?
C22 N2 C19 C20 -1.4(4) . . . . ?
C22 N2 C24 C3 81.0(4) . . . . ?
C22 C16 C17 C18 79.9(3) . . . . ?
C22 C16 C17 C23 -155.0(2) . . . . ?
C23 O5 C15 C14 -145.8(3) . . . . ?
C23 O5 C15 C16 -20.8(3) . . . . ?
C24 N2 C19 O4 7.7(5) . . . . ?
C24 N2 C19 C20 -169.9(3) . . . . ?
C24 N2 C22 C16 -56.0(4) . . . . ?
C24 N2 C22 C21 -177.4(3) . . . . ?
C24 C3 C14 C15 15.1(4) . . . . ?
O8 C34 C35 C36 -168.1(3) . . . . ?
O9 C31 C32 C33 -169.3(3) . . . . ?
N3 C25 C33 C32 80.9(3) . . . . ?
N3 C26 C27 C28 -178.4(2) . . . . ?
N3 C26 C27 C31 -59.7(3) . . . . ?
N3 C26 C36 C35 25.6(3) . . . . ?
N3 C34 C35 C36 14.2(3) . . . . ?
C25 N3 C26 C27 49.7(4) . . . . ?
C25 N3 C26 C36 172.8(3) . . . . ?
C25 N3 C34 O8 -5.8(4) . . . . ?
C25 N3 C34 C35 171.9(3) . . . . ?
C26 N3 C25 C33 -73.6(4) . . . . ?
C26 N3 C34 O8 -175.0(3) . . . . ?
C26 N3 C34 C35 2.7(3) . . . . ?
C26 C27 C28 C29 -86.0(4) . . . . ?
C26 C27 C28 C30 149.6(3) . . . . ?
C26 C27 C31 O9 -150.9(2) . . . . ?
C26 C27 C31 C32 89.9(3) . . . . ?
C27 C26 C36 C35 147.8(3) . . . . ?
C27 C28 C30 O7 166.2(3) . . . . ?
C27 C28 C30 O9 -15.5(3) . . . . ?
C27 C31 C32 C33 -51.5(4) . . . . ?
C28 C27 C31 O9 -26.6(3) . . . . ?
C28 C27 C31 C32 -145.8(3) . . . . ?
C29 C28 C30 O7 35.9(5) . . . . ?
C29 C28 C30 O9 -145.8(3) . . . . ?
C30 O9 C31 C27 18.1(3) . . . . ?
C30 O9 C31 C32 143.6(3) . . . . ?
C31 O9 C30 O7 177.0(3) . . . . ?
C31 O9 C30 C28 -1.5(3) . . . . ?
C31 C27 C28 C29 149.7(3) . . . . ?
C31 C27 C28 C30 25.2(3) . . . . ?
C31 C32 C33 C25 -27.5(4) . . . . ?
C34 N3 C25 C33 118.2(3) . . . . ?
C34 N3 C26 C27 -141.2(3) . . . . ?
C34 N3 C26 C36 -18.1(3) . . . . ?
C34 C35 C36 C26 -24.8(3) . . . . ?
C36 C26 C27 C28 65.7(3) . . . . ?
C36 C26 C27 C31 -175.7(3) . . . . ?
O12 C38 C39 C40 154.9(2) . . . . ?
O12 C38 C39 C46 31.8(3) . . . . ?
N4 C40 C41 C42 -20.6(3) . . . . ?
N4 C44 C45 C37 -75.2(4) . . . . ?
C37 C38 C39 C40 -87.0(3) . . . . ?
C37 C38 C39 C46 149.8(2) . . . . ?
C38 O12 C47 O11 -178.8(3) . . . . ?
C38 O12 C47 C46 0.4(3) . . . . ?
C38 C37 C45 C44 16.3(4) . . . . ?
C38 C39 C40 N4 57.8(3) . . . . ?
C38 C39 C40 C41 173.8(2) . . . . ?
C38 C39 C46 C47 -30.9(3) . . . . ?
C38 C39 C46 C48 -155.4(3) . . . . ?
C39 C40 C41 C42 -142.3(3) . . . . ?
C39 C46 C47 O11 -160.8(3) . . . . ?
C39 C46 C47 O12 20.1(3) . . . . ?
C40 N4 C43 O10 177.7(3) . . . . ?
C40 N4 C43 C42 -0.4(4) . . . . ?
C40 N4 C44 C45 79.7(4) . . . . ?
C40 C39 C46 C47 -154.1(2) . . . . ?
C40 C39 C46 C48 81.3(3) . . . . ?
C40 C41 C42 C43 20.6(4) . . . . ?
C41 C42 C43 O10 168.8(4) . . . . ?
C41 C42 C43 N4 -13.2(4) . . . . ?
C43 N4 C40 C39 135.0(3) . . . . ?
C43 N4 C40 C41 13.5(3) . . . . ?
C43 N4 C44 C45 -110.8(3) . . . . ?
C44 N4 C40 C39 -54.8(4) . . . . ?
C44 N4 C40 C41 -176.2(3) . . . . ?
C44 N4 C43 O10 7.3(5) . . . . ?
C44 N4 C43 C42 -170.8(3) . . . . ?
C45 C37 C38 O12 174.8(2) . . . . ?
C45 C37 C38 C39 58.2(4) . . . . ?
C46 C39 C40 N4 173.9(2) . . . . ?
C46 C39 C40 C41 -70.0(3) . . . . ?
C47 O12 C38 C37 -145.4(2) . . . . ?
C47 O12 C38 C39 -20.9(3) . . . . ?
C48 C46 C47 O11 -32.1(4) . . . . ?
C48 C46 C47 O12 148.8(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
