# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2099263'
loop_
_audit_author_name
_audit_author_address
'Hongbo Tan'
;Chongqing University of Arts and Sciences
China
;
_audit_update_record             
;
2021-07-26 deposited with the CCDC.	2021-11-26 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            'C24 H27 Br N2 O6'
_chemical_formula_weight         519.38

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'
Br Br -0.2901 2.4595 '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      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                   10.1274(13)
_cell_length_b                   10.9703(14)
_cell_length_c                   11.7010(15)
_cell_angle_alpha                105.831(2)
_cell_angle_beta                 108.602(2)
_cell_angle_gamma                98.017(2)
_cell_volume                     1148.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3666
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      27.54

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    1.834
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6423
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_av_R_equivalents  0.0124
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.986
_diffrn_reflns_theta_max         25.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4470
_reflns_number_gt                3760
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0439P)²+0.2714P] 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         4470
_refine_ls_number_parameters     302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0803
_refine_ls_wR_factor_gt          0.0766
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
Br1 Br 0.18263(3) -0.06747(2) 0.33334(2) 0.05923(10) Uani 1 1 d . . . . .
O002 O 0.24051(13) 0.27105(15) 0.11791(12) 0.0448(3) Uani 1 1 d . . . . .
O4 O 0.76183(14) 0.39839(15) 0.61640(12) 0.0448(3) Uani 1 1 d . . . . .
O1 O 1.14763(15) 0.86397(15) 0.85252(13) 0.0496(4) Uani 1 1 d . . . . .
O2 O 1.18423(16) 0.86031(15) 0.67258(14) 0.0521(4) Uani 1 1 d . . . . .
O3 O 0.32343(15) 0.29716(17) -0.02995(12) 0.0541(4) Uani 1 1 d . . . . .
N1 N 0.73979(15) 0.43608(14) 0.27438(13) 0.0280(3) Uani 1 1 d . . . . .
O5 O 0.65161(16) 0.35656(16) 0.77351(12) 0.0528(4) Uani 1 1 d . . . . .
H5 H 0.7148 0.3870 0.7520 0.079 Uiso 1 1 calc R U . . .
N2 N 0.96086(18) 0.71090(16) 0.45082(15) 0.0425(4) Uani 1 1 d . . . . .
H2 H 1.0437 0.7657 0.4845 0.051 Uiso 1 1 calc R U . . .
C17 C 0.49678(18) 0.32597(16) 0.30288(15) 0.0279(3) Uani 1 1 d . . . . .
H17 H 0.4136 0.2847 0.3087 0.034 Uiso 1 1 calc R U . . .
C21 C 0.43386(19) 0.14113(17) 0.44561(16) 0.0316(4) Uani 1 1 d . . . . .
H21 H 0.4321 0.1211 0.3625 0.038 Uiso 1 1 calc R U . . .
C11 C 0.61604(18) 0.39465(16) 0.17311(15) 0.0279(3) Uani 1 1 d . . . . .
C9 C 0.74662(17) 0.45633(16) 0.40615(15) 0.0261(3) Uani 1 1 d . . . . .
H9 H 0.8357 0.4380 0.4543 0.031 Uiso 1 1 calc R U . . .
C18 C 0.62145(17) 0.36383(16) 0.40561(15) 0.0270(3) Uani 1 1 d . . . . .
C14 C 0.34796(19) 0.30478(17) 0.08000(16) 0.0328(4) Uani 1 1 d . . . . .
C5 C 0.89570(19) 0.69200(17) 0.53054(17) 0.0321(4) Uani 1 1 d . . . . .
C13 C 0.48791(17) 0.34690(16) 0.18599(15) 0.0275(3) Uani 1 1 d . . . . .
C20 C 0.54102(18) 0.24518(17) 0.54445(16) 0.0296(4) Uani 1 1 d . . . . .
C19 C 0.64614(18) 0.33639(17) 0.52423(15) 0.0304(4) Uani 1 1 d . . . . .
C10 C 0.74940(18) 0.59967(17) 0.47274(17) 0.0315(4) Uani 1 1 d . . . . .
H10A H 0.6859 0.6296 0.4106 0.038 Uiso 1 1 calc R U . . .
H10B H 0.7117 0.6027 0.5397 0.038 Uiso 1 1 calc R U . . .
C4 C 0.9596(2) 0.74888(18) 0.65993(17) 0.0365(4) Uani 1 1 d . . . . .
H4 H 0.9070 0.7355 0.7096 0.044 Uiso 1 1 calc R U . . .
C22 C 0.3308(2) 0.06792(18) 0.47000(18) 0.0366(4) Uani 1 1 d . . . . .
C25 C 0.5475(2) 0.26469(19) 0.67070(17) 0.0361(4) Uani 1 1 d . . . . .
C8 C 0.87536(19) 0.49944(19) 0.27065(17) 0.0349(4) Uani 1 1 d . . . . .
H8A H 0.8728 0.4669 0.1839 0.042 Uiso 1 1 calc R U . . .
H8B H 0.9542 0.4757 0.3256 0.042 Uiso 1 1 calc R U . . .
C3 C 1.1034(2) 0.82819(18) 0.72318(18) 0.0385(4) Uani 1 1 d . . . . .
C7 C 0.9037(2) 0.64707(19) 0.31324(17) 0.0398(4) Uani 1 1 d . . . . .
H7A H 0.9709 0.6802 0.2790 0.048 Uiso 1 1 calc R U . . .
H7B H 0.8144 0.6703 0.2769 0.048 Uiso 1 1 calc R U . . .
C23 C 0.3333(2) 0.0919(2) 0.5929(2) 0.0447(5) Uani 1 1 d . . . . .
H23 H 0.2622 0.0430 0.6082 0.054 Uiso 1 1 calc R U . . .
C12 C 0.6238(2) 0.3968(2) 0.04807(17) 0.0431(5) Uani 1 1 d . . . . .
H12A H 0.6606 0.4852 0.0551 0.065 Uiso 1 1 calc R U . . .
H12B H 0.5294 0.3625 -0.0178 0.065 Uiso 1 1 calc R U . . .
H12C H 0.6865 0.3443 0.0268 0.065 Uiso 1 1 calc R U . . .
C24 C 0.4423(2) 0.1887(2) 0.69195(19) 0.0456(5) Uani 1 1 d . . . . .
H24 H 0.4459 0.2039 0.7752 0.055 Uiso 1 1 calc R U . . .
C2 C 1.2939(2) 0.9397(2) 0.9250(2) 0.0526(5) Uani 1 1 d . . . . .
H2A H 1.3085 1.0217 0.9089 0.063 Uiso 1 1 calc R U . . .
H2B H 1.3602 0.8918 0.9012 0.063 Uiso 1 1 calc R U . . .
C15 C 0.0965(2) 0.2268(2) 0.0203(2) 0.0515(5) Uani 1 1 d . . . . .
H15A H 0.0355 0.1688 0.0427 0.062 Uiso 1 1 calc R U . . .
H15B H 0.0996 0.1785 -0.0613 0.062 Uiso 1 1 calc R U . . .
C1 C 1.3185(3) 0.9644(2) 1.0634(2) 0.0604(6) Uani 1 1 d . . . . .
H1A H 1.3031 0.8825 1.0778 0.091 Uiso 1 1 calc R U . . .
H1B H 1.2526 1.0122 1.0857 0.091 Uiso 1 1 calc R U . . .
H1C H 1.4154 1.0144 1.1154 0.091 Uiso 1 1 calc R U . . .
C16 C 0.0357(3) 0.3405(3) 0.0087(3) 0.0725(8) Uani 1 1 d . . . . .
H16A H -0.0625 0.3098 -0.0503 0.109 Uiso 1 1 calc R U . . .
H16B H 0.0905 0.3930 -0.0221 0.109 Uiso 1 1 calc R U . . .
H16C H 0.0399 0.3921 0.0911 0.109 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
Br1 C22 1.8885(19) . ?
O002 C14 1.343(2) . ?
O002 C15 1.451(2) . ?
O4 C19 1.253(2) . ?
O1 C3 1.356(2) . ?
O1 C2 1.441(2) . ?
O2 C3 1.220(2) . ?
O3 C14 1.206(2) . ?
N1 C11 1.335(2) . ?
N1 C8 1.469(2) . ?
N1 C9 1.474(2) . ?
O5 C25 1.344(2) . ?
O5 H5 0.8200 . ?
N2 C5 1.345(2) . ?
N2 C7 1.447(2) . ?
N2 H2 0.8600 . ?
C17 C18 1.351(2) . ?
C17 C13 1.425(2) . ?
C17 H17 0.9300 . ?
C21 C22 1.377(2) . ?
C21 C20 1.397(2) . ?
C21 H21 0.9300 . ?
C11 C13 1.400(2) . ?
C11 C12 1.497(2) . ?
C9 C18 1.506(2) . ?
C9 C10 1.545(2) . ?
C9 H9 0.9800 . ?
C18 C19 1.452(2) . ?
C14 C13 1.464(2) . ?
C5 C4 1.359(3) . ?
C5 C10 1.499(2) . ?
C20 C25 1.412(2) . ?
C20 C19 1.478(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C4 C3 1.426(3) . ?
C4 H4 0.9300 . ?
C22 C23 1.381(3) . ?
C25 C24 1.388(3) . ?
C8 C7 1.514(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C23 C24 1.369(3) . ?
C23 H23 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C24 H24 0.9300 . ?
C2 C1 1.498(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C15 C16 1.484(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 O002 C15 116.33(14) . . ?
C3 O1 C2 116.44(15) . . ?
C11 N1 C8 122.57(14) . . ?
C11 N1 C9 122.81(13) . . ?
C8 N1 C9 112.57(13) . . ?
C25 O5 H5 109.5 . . ?
C5 N2 C7 125.66(16) . . ?
C5 N2 H2 117.2 . . ?
C7 N2 H2 117.2 . . ?
C18 C17 C13 122.44(15) . . ?
C18 C17 H17 118.8 . . ?
C13 C17 H17 118.8 . . ?
C22 C21 C20 120.65(16) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
N1 C11 C13 119.90(14) . . ?
N1 C11 C12 116.91(15) . . ?
C13 C11 C12 123.13(16) . . ?
N1 C9 C18 110.49(13) . . ?
N1 C9 C10 110.49(13) . . ?
C18 C9 C10 110.65(13) . . ?
N1 C9 H9 108.4 . . ?
C18 C9 H9 108.4 . . ?
C10 C9 H9 108.4 . . ?
C17 C18 C19 127.15(15) . . ?
C17 C18 C9 118.00(14) . . ?
C19 C18 C9 114.52(14) . . ?
O3 C14 O002 120.66(16) . . ?
O3 C14 C13 127.83(16) . . ?
O002 C14 C13 111.51(14) . . ?
N2 C5 C4 122.62(17) . . ?
N2 C5 C10 117.76(16) . . ?
C4 C5 C10 119.57(16) . . ?
C11 C13 C17 118.17(15) . . ?
C11 C13 C14 122.59(14) . . ?
C17 C13 C14 118.90(15) . . ?
C21 C20 C25 117.74(16) . . ?
C21 C20 C19 123.86(14) . . ?
C25 C20 C19 118.39(15) . . ?
O4 C19 C18 117.39(15) . . ?
O4 C19 C20 118.39(14) . . ?
C18 C19 C20 124.16(14) . . ?
C5 C10 C9 114.30(14) . . ?
C5 C10 H10A 108.7 . . ?
C9 C10 H10A 108.7 . . ?
C5 C10 H10B 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C5 C4 C3 123.11(17) . . ?
C5 C4 H4 118.4 . . ?
C3 C4 H4 118.4 . . ?
C21 C22 C23 121.20(17) . . ?
C21 C22 Br1 119.68(14) . . ?
C23 C22 Br1 119.12(14) . . ?
O5 C25 C24 117.49(16) . . ?
O5 C25 C20 122.62(16) . . ?
C24 C25 C20 119.88(17) . . ?
N1 C8 C7 113.02(14) . . ?
N1 C8 H8A 109.0 . . ?
C7 C8 H8A 109.0 . . ?
N1 C8 H8B 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
O2 C3 O1 120.94(18) . . ?
O2 C3 C4 126.77(18) . . ?
O1 C3 C4 112.26(16) . . ?
N2 C7 C8 114.19(15) . . ?
N2 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
N2 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C24 C23 C22 118.90(17) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C23 C24 C25 121.38(17) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
O1 C2 C1 106.69(17) . . ?
O1 C2 H2A 110.4 . . ?
C1 C2 H2A 110.4 . . ?
O1 C2 H2B 110.4 . . ?
C1 C2 H2B 110.4 . . ?
H2A C2 H2B 108.6 . . ?
O002 C15 C16 110.2(2) . . ?
O002 C15 H15A 109.6 . . ?
C16 C15 H15A 109.6 . . ?
O002 C15 H15B 109.6 . . ?
C16 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
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 . . ?

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
C8 N1 C11 C13 -173.65(16) . . . . ?
C9 N1 C11 C13 -11.1(2) . . . . ?
C8 N1 C11 C12 8.9(2) . . . . ?
C9 N1 C11 C12 171.45(16) . . . . ?
C11 N1 C9 C18 30.0(2) . . . . ?
C8 N1 C9 C18 -165.90(14) . . . . ?
C11 N1 C9 C10 -92.78(18) . . . . ?
C8 N1 C9 C10 71.32(17) . . . . ?
C13 C17 C18 C19 -173.41(16) . . . . ?
C13 C17 C18 C9 13.6(2) . . . . ?
N1 C9 C18 C17 -30.3(2) . . . . ?
C10 C9 C18 C17 92.42(18) . . . . ?
N1 C9 C18 C19 155.85(14) . . . . ?
C10 C9 C18 C19 -81.46(18) . . . . ?
C15 O002 C14 O3 -0.4(3) . . . . ?
C15 O002 C14 C13 -179.66(17) . . . . ?
C7 N2 C5 C4 175.64(18) . . . . ?
C7 N2 C5 C10 -1.7(3) . . . . ?
N1 C11 C13 C17 -9.2(2) . . . . ?
C12 C11 C13 C17 168.07(16) . . . . ?
N1 C11 C13 C14 177.56(16) . . . . ?
C12 C11 C13 C14 -5.2(3) . . . . ?
C18 C17 C13 C11 7.5(3) . . . . ?
C18 C17 C13 C14 -178.97(16) . . . . ?
O3 C14 C13 C11 4.8(3) . . . . ?
O002 C14 C13 C11 -175.97(16) . . . . ?
O3 C14 C13 C17 -168.37(19) . . . . ?
O002 C14 C13 C17 10.8(2) . . . . ?
C22 C21 C20 C25 5.6(3) . . . . ?
C22 C21 C20 C19 -173.56(17) . . . . ?
C17 C18 C19 O4 -167.98(18) . . . . ?
C9 C18 C19 O4 5.2(2) . . . . ?
C17 C18 C19 C20 9.0(3) . . . . ?
C9 C18 C19 C20 -177.76(15) . . . . ?
C21 C20 C19 O4 -158.05(17) . . . . ?
C25 C20 C19 O4 22.7(2) . . . . ?
C21 C20 C19 C18 25.0(3) . . . . ?
C25 C20 C19 C18 -154.23(17) . . . . ?
N2 C5 C10 C9 64.3(2) . . . . ?
C4 C5 C10 C9 -113.07(18) . . . . ?
N1 C9 C10 C5 -83.48(17) . . . . ?
C18 C9 C10 C5 153.83(14) . . . . ?
N2 C5 C4 C3 -3.2(3) . . . . ?
C10 C5 C4 C3 174.07(17) . . . . ?
C20 C21 C22 C23 -2.4(3) . . . . ?
C20 C21 C22 Br1 177.37(13) . . . . ?
C21 C20 C25 O5 175.74(17) . . . . ?
C19 C20 C25 O5 -5.0(3) . . . . ?
C21 C20 C25 C24 -5.4(3) . . . . ?
C19 C20 C25 C24 173.91(17) . . . . ?
C11 N1 C8 C7 92.42(19) . . . . ?
C9 N1 C8 C7 -71.71(18) . . . . ?
C2 O1 C3 O2 -0.7(3) . . . . ?
C2 O1 C3 C4 177.38(17) . . . . ?
C5 C4 C3 O2 3.6(3) . . . . ?
C5 C4 C3 O1 -174.29(17) . . . . ?
C5 N2 C7 C8 -60.1(3) . . . . ?
N1 C8 C7 N2 79.9(2) . . . . ?
C21 C22 C23 C24 -1.3(3) . . . . ?
Br1 C22 C23 C24 178.95(16) . . . . ?
C22 C23 C24 C25 1.5(3) . . . . ?
O5 C25 C24 C23 -179.2(2) . . . . ?
C20 C25 C24 C23 1.8(3) . . . . ?
C3 O1 C2 C1 -178.73(18) . . . . ?
C14 O002 C15 C16 -85.8(2) . . . . ?

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
O5 H5 O4 0.82 1.83 2.5422(18) 145.1 .
N2 H2 O2 0.86 2.07 2.727(2) 132.6 .
C7 H7A Br1 0.97 3.03 3.8145(18) 138.9 1_665
C23 H23 O2 0.93 2.44 3.274(2) 148.8 1_445
C12 H12A O3 0.96 2.47 3.400(3) 162.1 2_665
C12 H12B O3 0.96 2.06 2.836(2) 137.2 .
C15 H15A O1 0.97 2.56 3.434(3) 149.2 2_666

_refine_diff_density_max         0.222
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.051

####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2099269'
loop_
_audit_author_name
_audit_author_address
'Hongbo Tan'
;Chongqing University of Arts and Sciences
China
;
_audit_update_record             
;
2021-07-26 deposited with the CCDC.	2021-11-26 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            'C34 H32 N2 O6'
_chemical_formula_weight         564.61

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      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                   9.5690(17)
_cell_length_b                   10.7671(18)
_cell_length_c                   14.771(3)
_cell_angle_alpha                95.207(3)
_cell_angle_beta                 105.767(3)
_cell_angle_gamma                94.810(3)
_cell_volume                     1449.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    1625
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      22.86

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_F_000             596
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7450
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.765
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5062
_reflns_number_gt                3005
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1037P)²+0.0374P] 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         5062
_refine_ls_number_parameters     381
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1061
_refine_ls_R_factor_gt           0.0555
_refine_ls_wR_factor_ref         0.1667
_refine_ls_wR_factor_gt          0.1457
_refine_ls_goodness_of_fit_ref   0.899
_refine_ls_restrained_S_all      0.899
_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
O4 O 0.49410(19) 0.21826(18) 0.27543(12) 0.0549(5) Uani 1 1 d . . . . .
O2 O -0.06608(19) 0.84394(17) 0.49665(13) 0.0514(5) Uani 1 1 d . . . . .
O1 O 0.09787(18) 0.89280(17) 0.63984(12) 0.0521(5) Uani 1 1 d . . . . .
O3 O 0.2868(2) 0.1699(2) 0.15869(14) 0.0692(6) Uani 1 1 d . . . . .
O5 O 0.3296(2) 0.45227(19) 0.62191(13) 0.0642(6) Uani 1 1 d . . . . .
N2 N 0.0905(2) 0.39451(19) 0.33496(14) 0.0402(5) Uani 1 1 d . . . . .
O6 O 0.5775(3) 0.4199(2) 0.74533(15) 0.0783(7) Uani 1 1 d . . . . .
H6 H 0.5079 0.4584 0.7236 0.117 Uiso 1 1 calc R U . . .
N1 N 0.0060(2) 0.6680(2) 0.37784(15) 0.0511(6) Uani 1 1 d . . . . .
H1 H -0.0537 0.7213 0.3843 0.061 Uiso 1 1 calc R U . . .
C26 C 0.3515(2) 0.2993(2) 0.40263(17) 0.0373(6) Uani 1 1 d . . . . .
H26 H 0.4357 0.2606 0.4241 0.045 Uiso 1 1 calc R U . . .
C27 C 0.2979(2) 0.3615(2) 0.46714(16) 0.0369(6) Uani 1 1 d . . . . .
C8 C 0.0520(3) 0.8316(2) 0.55064(18) 0.0427(6) Uani 1 1 d . . . . .
C17 C 0.2850(3) 0.2906(2) 0.30333(16) 0.0393(6) Uani 1 1 d . . . . .
C12 C 0.1782(2) 0.4424(2) 0.43284(17) 0.0379(6) Uani 1 1 d . . . . .
H12 H 0.1133 0.4374 0.4739 0.046 Uiso 1 1 calc R U . . .
C10 C 0.1300(3) 0.6729(2) 0.44945(18) 0.0403(6) Uani 1 1 d . . . . .
C6 C 0.0825(3) 1.0513(2) 0.75772(18) 0.0441(6) Uani 1 1 d . . . . .
C29 C 0.4445(3) 0.2682(3) 0.61307(17) 0.0406(6) Uani 1 1 d . . . . .
C15 C 0.1493(3) 0.3358(2) 0.27225(18) 0.0435(6) Uani 1 1 d . . . . .
C18 C 0.3494(3) 0.2226(3) 0.23738(18) 0.0479(7) Uani 1 1 d . . . . .
C28 C 0.3551(3) 0.3649(3) 0.56915(18) 0.0427(6) Uani 1 1 d . . . . .
C9 C 0.1559(3) 0.7515(2) 0.53109(18) 0.0446(7) Uani 1 1 d . . . . .
H9 H 0.2452 0.7536 0.5766 0.054 Uiso 1 1 calc R U . . .
C11 C 0.2366(3) 0.5819(2) 0.43801(19) 0.0428(6) Uani 1 1 d . . . . .
H11A H 0.3242 0.6012 0.4909 0.051 Uiso 1 1 calc R U . . .
H11B H 0.2641 0.5942 0.3806 0.051 Uiso 1 1 calc R U . . .
C7 C -0.0004(3) 0.9736(3) 0.66707(19) 0.0493(7) Uani 1 1 d . . . . .
H7A H -0.0841 0.9238 0.6758 0.059 Uiso 1 1 calc R U . . .
H7B H -0.0353 1.0272 0.6183 0.059 Uiso 1 1 calc R U . . .
C30 C 0.5536(3) 0.3027(3) 0.69930(19) 0.0520(7) Uani 1 1 d . . . . .
C13 C -0.0500(3) 0.4450(3) 0.30708(19) 0.0489(7) Uani 1 1 d . . . . .
H13A H -0.0990 0.4355 0.3560 0.059 Uiso 1 1 calc R U . . .
H13B H -0.1105 0.3963 0.2492 0.059 Uiso 1 1 calc R U . . .
C34 C 0.4212(3) 0.1432(3) 0.57440(19) 0.0507(7) Uani 1 1 d . . . . .
H34 H 0.3457 0.1177 0.5194 0.061 Uiso 1 1 calc R U . . .
C5 C 0.2113(3) 1.1256(3) 0.7637(2) 0.0524(7) Uani 1 1 d . . . . .
H5 H 0.2453 1.1267 0.7105 0.063 Uiso 1 1 calc R U . . .
C19 C 0.5668(3) 0.1473(3) 0.2163(2) 0.0575(8) Uani 1 1 d . . . . .
H19A H 0.5042 0.0706 0.1865 0.069 Uiso 1 1 calc R U . . .
H19B H 0.6564 0.1236 0.2566 0.069 Uiso 1 1 calc R U . . .
C14 C -0.0365(3) 0.5819(3) 0.29127(18) 0.0521(7) Uani 1 1 d . . . . .
H14A H 0.0353 0.5956 0.2567 0.063 Uiso 1 1 calc R U . . .
H14B H -0.1296 0.6007 0.2521 0.063 Uiso 1 1 calc R U . . .
C20 C 0.6024(3) 0.2162(3) 0.1417(2) 0.0559(8) Uani 1 1 d . . . . .
C1 C 0.0335(3) 1.0520(3) 0.8380(2) 0.0652(9) Uani 1 1 d . . . . .
H1A H -0.0524 1.0032 0.8360 0.078 Uiso 1 1 calc R U . . .
C31 C 0.6450(3) 0.2160(4) 0.7383(2) 0.0671(9) Uani 1 1 d . . . . .
H31 H 0.7220 0.2403 0.7927 0.081 Uiso 1 1 calc R U . . .
C4 C 0.2892(3) 1.1971(3) 0.8459(2) 0.0644(9) Uani 1 1 d . . . . .
H4 H 0.3755 1.2455 0.8481 0.077 Uiso 1 1 calc R U . . .
C16 C 0.0617(3) 0.3204(3) 0.16920(19) 0.0704(10) Uani 1 1 d . . . . .
H16A H -0.0198 0.2572 0.1590 0.106 Uiso 1 1 calc R U . . .
H16B H 0.1226 0.2954 0.1303 0.106 Uiso 1 1 calc R U . . .
H16C H 0.0266 0.3986 0.1528 0.106 Uiso 1 1 calc R U . . .
C33 C 0.5073(4) 0.0566(3) 0.6157(2) 0.0654(9) Uani 1 1 d . . . . .
H33 H 0.4888 -0.0271 0.5897 0.078 Uiso 1 1 calc R U . . .
C32 C 0.6211(4) 0.0942(4) 0.6959(3) 0.0737(10) Uani 1 1 d . . . . .
H32 H 0.6827 0.0363 0.7218 0.088 Uiso 1 1 calc R U . . .
C3 C 0.2405(4) 1.1977(3) 0.9256(2) 0.0774(10) Uani 1 1 d . . . . .
H3 H 0.2935 1.2464 0.9816 0.093 Uiso 1 1 calc R U . . .
C2 C 0.1131(4) 1.1259(4) 0.9216(2) 0.0807(11) Uani 1 1 d . . . . .
H2 H 0.0794 1.1265 0.9751 0.097 Uiso 1 1 calc R U . . .
C25 C 0.6485(4) 0.1503(4) 0.0719(2) 0.0761(10) Uani 1 1 d . . . . .
H25 H 0.6520 0.0643 0.0720 0.091 Uiso 1 1 calc R U . . .
C21 C 0.5980(4) 0.3438(4) 0.1394(3) 0.0771(10) Uani 1 1 d . . . . .
H21 H 0.5669 0.3900 0.1852 0.093 Uiso 1 1 calc R U . . .
C22 C 0.6400(4) 0.4059(4) 0.0684(3) 0.0868(11) Uani 1 1 d . . . . .
H22 H 0.6393 0.4922 0.0682 0.104 Uiso 1 1 calc R U . . .
C23 C 0.6802(4) 0.3376(6) 0.0023(3) 0.0995(14) Uani 1 1 d . . . . .
H23 H 0.7034 0.3772 -0.0460 0.119 Uiso 1 1 calc R U . . .
C24 C 0.6890(5) 0.2096(5) 0.0024(3) 0.0969(13) Uani 1 1 d . . . . .
H24 H 0.7215 0.1648 -0.0433 0.116 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
O4 C18 1.352(3) . ?
O4 C19 1.459(3) . ?
O2 C8 1.219(3) . ?
O1 C8 1.358(3) . ?
O1 C7 1.443(3) . ?
O3 C18 1.215(3) . ?
O5 C28 1.249(3) . ?
N2 C15 1.346(3) . ?
N2 C13 1.461(3) . ?
N2 C12 1.481(3) . ?
O6 C30 1.349(3) . ?
O6 H6 0.8200 . ?
N1 C10 1.352(3) . ?
N1 C14 1.449(3) . ?
N1 H1 0.8600 . ?
C26 C27 1.352(3) . ?
C26 C17 1.422(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.453(3) . ?
C27 C12 1.504(3) . ?
C8 C9 1.438(4) . ?
C17 C15 1.399(3) . ?
C17 C18 1.462(3) . ?
C12 C11 1.546(4) . ?
C12 H12 0.9800 . ?
C10 C9 1.360(3) . ?
C10 C11 1.503(3) . ?
C6 C1 1.388(4) . ?
C6 C5 1.389(4) . ?
C6 C7 1.493(3) . ?
C29 C34 1.389(4) . ?
C29 C30 1.406(4) . ?
C29 C28 1.486(4) . ?
C15 C16 1.512(3) . ?
C9 H9 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C30 C31 1.389(4) . ?
C13 C14 1.513(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C34 C33 1.370(4) . ?
C34 H34 0.9300 . ?
C5 C4 1.365(4) . ?
C5 H5 0.9300 . ?
C19 C20 1.480(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C20 C21 1.382(5) . ?
C20 C25 1.388(4) . ?
C1 C2 1.396(4) . ?
C1 H1A 0.9300 . ?
C31 C32 1.373(4) . ?
C31 H31 0.9300 . ?
C4 C3 1.379(5) . ?
C4 H4 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C33 C32 1.375(5) . ?
C33 H33 0.9300 . ?
C32 H32 0.9300 . ?
C3 C2 1.372(5) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C25 C24 1.380(5) . ?
C25 H25 0.9300 . ?
C21 C22 1.421(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.328(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.389(6) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?

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 O4 C19 115.7(2) . . ?
C8 O1 C7 116.42(19) . . ?
C15 N2 C13 122.9(2) . . ?
C15 N2 C12 122.00(19) . . ?
C13 N2 C12 113.22(19) . . ?
C30 O6 H6 109.5 . . ?
C10 N1 C14 126.5(2) . . ?
C10 N1 H1 116.7 . . ?
C14 N1 H1 116.7 . . ?
C27 C26 C17 122.9(2) . . ?
C27 C26 H26 118.5 . . ?
C17 C26 H26 118.5 . . ?
C26 C27 C28 124.9(2) . . ?
C26 C27 C12 118.6(2) . . ?
C28 C27 C12 116.3(2) . . ?
O2 C8 O1 121.7(2) . . ?
O2 C8 C9 126.1(2) . . ?
O1 C8 C9 112.2(2) . . ?
C15 C17 C26 118.0(2) . . ?
C15 C17 C18 121.5(2) . . ?
C26 C17 C18 120.1(2) . . ?
N2 C12 C27 110.53(19) . . ?
N2 C12 C11 110.1(2) . . ?
C27 C12 C11 112.72(19) . . ?
N2 C12 H12 107.8 . . ?
C27 C12 H12 107.8 . . ?
C11 C12 H12 107.8 . . ?
N1 C10 C9 122.3(2) . . ?
N1 C10 C11 117.2(2) . . ?
C9 C10 C11 120.4(2) . . ?
C1 C6 C5 118.1(3) . . ?
C1 C6 C7 121.3(3) . . ?
C5 C6 C7 120.6(2) . . ?
C34 C29 C30 118.1(2) . . ?
C34 C29 C28 122.7(2) . . ?
C30 C29 C28 119.1(2) . . ?
N2 C15 C17 120.2(2) . . ?
N2 C15 C16 117.1(2) . . ?
C17 C15 C16 122.7(2) . . ?
O3 C18 O4 120.8(2) . . ?
O3 C18 C17 127.4(2) . . ?
O4 C18 C17 111.8(2) . . ?
O5 C28 C27 119.2(2) . . ?
O5 C28 C29 118.7(2) . . ?
C27 C28 C29 122.1(2) . . ?
C10 C9 C8 123.3(2) . . ?
C10 C9 H9 118.3 . . ?
C8 C9 H9 118.3 . . ?
C10 C11 C12 114.5(2) . . ?
C10 C11 H11A 108.6 . . ?
C12 C11 H11A 108.6 . . ?
C10 C11 H11B 108.6 . . ?
C12 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
O1 C7 C6 107.5(2) . . ?
O1 C7 H7A 110.2 . . ?
C6 C7 H7A 110.2 . . ?
O1 C7 H7B 110.2 . . ?
C6 C7 H7B 110.2 . . ?
H7A C7 H7B 108.5 . . ?
O6 C30 C31 117.6(3) . . ?
O6 C30 C29 122.4(3) . . ?
C31 C30 C29 120.0(3) . . ?
N2 C13 C14 113.5(2) . . ?
N2 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
N2 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C33 C34 C29 121.3(3) . . ?
C33 C34 H34 119.3 . . ?
C29 C34 H34 119.3 . . ?
C4 C5 C6 121.6(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
O4 C19 C20 114.1(2) . . ?
O4 C19 H19A 108.7 . . ?
C20 C19 H19A 108.7 . . ?
O4 C19 H19B 108.7 . . ?
C20 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
N1 C14 C13 113.9(2) . . ?
N1 C14 H14A 108.8 . . ?
C13 C14 H14A 108.8 . . ?
N1 C14 H14B 108.8 . . ?
C13 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C21 C20 C25 117.7(3) . . ?
C21 C20 C19 123.7(3) . . ?
C25 C20 C19 118.5(3) . . ?
C6 C1 C2 120.1(3) . . ?
C6 C1 H1A 120.0 . . ?
C2 C1 H1A 120.0 . . ?
C32 C31 C30 119.6(3) . . ?
C32 C31 H31 120.2 . . ?
C30 C31 H31 120.2 . . ?
C5 C4 C3 120.3(3) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
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 . . ?
C34 C33 C32 119.6(3) . . ?
C34 C33 H33 120.2 . . ?
C32 C33 H33 120.2 . . ?
C31 C32 C33 121.0(3) . . ?
C31 C32 H32 119.5 . . ?
C33 C32 H32 119.5 . . ?
C2 C3 C4 119.4(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C2 C1 120.6(3) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C24 C25 C20 121.6(4) . . ?
C24 C25 H25 119.2 . . ?
C20 C25 H25 119.2 . . ?
C20 C21 C22 121.2(4) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C23 C22 C21 118.4(4) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
C22 C23 C24 122.6(4) . . ?
C22 C23 H23 118.7 . . ?
C24 C23 H23 118.7 . . ?
C25 C24 C23 118.4(4) . . ?
C25 C24 H24 120.8 . . ?
C23 C24 H24 120.8 . . ?

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
C17 C26 C27 C28 175.0(2) . . . . ?
C17 C26 C27 C12 -10.4(4) . . . . ?
C7 O1 C8 O2 -0.3(4) . . . . ?
C7 O1 C8 C9 -178.7(2) . . . . ?
C27 C26 C17 C15 -7.7(4) . . . . ?
C27 C26 C17 C18 179.6(3) . . . . ?
C15 N2 C12 C27 -31.4(3) . . . . ?
C13 N2 C12 C27 163.6(2) . . . . ?
C15 N2 C12 C11 93.8(3) . . . . ?
C13 N2 C12 C11 -71.2(3) . . . . ?
C26 C27 C12 N2 27.9(3) . . . . ?
C28 C27 C12 N2 -157.0(2) . . . . ?
C26 C27 C12 C11 -95.8(3) . . . . ?
C28 C27 C12 C11 79.3(3) . . . . ?
C14 N1 C10 C9 -175.4(3) . . . . ?
C14 N1 C10 C11 1.3(4) . . . . ?
C13 N2 C15 C17 179.3(2) . . . . ?
C12 N2 C15 C17 15.8(4) . . . . ?
C13 N2 C15 C16 -1.4(4) . . . . ?
C12 N2 C15 C16 -164.9(2) . . . . ?
C26 C17 C15 N2 5.2(4) . . . . ?
C18 C17 C15 N2 177.9(3) . . . . ?
C26 C17 C15 C16 -174.0(3) . . . . ?
C18 C17 C15 C16 -1.4(4) . . . . ?
C19 O4 C18 O3 -0.1(4) . . . . ?
C19 O4 C18 C17 177.3(2) . . . . ?
C15 C17 C18 O3 -20.1(5) . . . . ?
C26 C17 C18 O3 152.4(3) . . . . ?
C15 C17 C18 O4 162.7(2) . . . . ?
C26 C17 C18 O4 -24.8(4) . . . . ?
C26 C27 C28 O5 158.3(3) . . . . ?
C12 C27 C28 O5 -16.4(4) . . . . ?
C26 C27 C28 C29 -21.1(4) . . . . ?
C12 C27 C28 C29 164.2(2) . . . . ?
C34 C29 C28 O5 146.2(3) . . . . ?
C30 C29 C28 O5 -31.2(4) . . . . ?
C34 C29 C28 C27 -34.4(4) . . . . ?
C30 C29 C28 C27 148.2(3) . . . . ?
N1 C10 C9 C8 3.1(4) . . . . ?
C11 C10 C9 C8 -173.5(2) . . . . ?
O2 C8 C9 C10 -3.8(5) . . . . ?
O1 C8 C9 C10 174.6(2) . . . . ?
N1 C10 C11 C12 -64.2(3) . . . . ?
C9 C10 C11 C12 112.5(3) . . . . ?
N2 C12 C11 C10 83.3(3) . . . . ?
C27 C12 C11 C10 -152.8(2) . . . . ?
C8 O1 C7 C6 -168.1(2) . . . . ?
C1 C6 C7 O1 -123.8(3) . . . . ?
C5 C6 C7 O1 56.5(3) . . . . ?
C34 C29 C30 O6 -175.5(3) . . . . ?
C28 C29 C30 O6 2.0(4) . . . . ?
C34 C29 C30 C31 6.9(4) . . . . ?
C28 C29 C30 C31 -175.6(3) . . . . ?
C15 N2 C13 C14 -93.2(3) . . . . ?
C12 N2 C13 C14 71.7(3) . . . . ?
C30 C29 C34 C33 -3.7(4) . . . . ?
C28 C29 C34 C33 178.8(3) . . . . ?
C1 C6 C5 C4 0.5(4) . . . . ?
C7 C6 C5 C4 -179.8(3) . . . . ?
C18 O4 C19 C20 79.4(3) . . . . ?
C10 N1 C14 C13 59.6(4) . . . . ?
N2 C13 C14 N1 -79.0(3) . . . . ?
O4 C19 C20 C21 13.5(4) . . . . ?
O4 C19 C20 C25 -169.1(3) . . . . ?
C5 C6 C1 C2 0.0(4) . . . . ?
C7 C6 C1 C2 -179.8(3) . . . . ?
O6 C30 C31 C32 177.4(3) . . . . ?
C29 C30 C31 C32 -4.9(4) . . . . ?
C6 C5 C4 C3 -0.5(5) . . . . ?
C29 C34 C33 C32 -1.4(5) . . . . ?
C30 C31 C32 C33 -0.4(5) . . . . ?
C34 C33 C32 C31 3.6(5) . . . . ?
C5 C4 C3 C2 0.0(5) . . . . ?
C4 C3 C2 C1 0.4(6) . . . . ?
C6 C1 C2 C3 -0.4(5) . . . . ?
C21 C20 C25 C24 0.2(5) . . . . ?
C19 C20 C25 C24 -177.4(3) . . . . ?
C25 C20 C21 C22 -0.4(5) . . . . ?
C19 C20 C21 C22 177.0(3) . . . . ?
C20 C21 C22 C23 1.8(5) . . . . ?
C21 C22 C23 C24 -2.9(6) . . . . ?
C20 C25 C24 C23 -1.3(6) . . . . ?
C22 C23 C24 C25 2.7(6) . . . . ?

_refine_diff_density_max         0.497
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.041

####################################################################### 
# 
# 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_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2099272'
loop_
_audit_author_name
_audit_author_address
'Hongbo Tan'
;Chongqing University of Arts and Sciences
China
;
_audit_update_record             
;
2021-07-26 deposited with the CCDC.	2021-11-26 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            'C28 H33 N2 O6'
_chemical_formula_weight         493.56

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      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                   8.1765(12)
_cell_length_b                   11.7233(18)
_cell_length_c                   14.474(2)
_cell_angle_alpha                103.629(2)
_cell_angle_beta                 93.336(2)
_cell_angle_gamma                100.024(2)
_cell_volume                     1320.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    2971
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      27.66

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_F_000             526
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6688
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_av_R_equivalents  0.0138
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.024
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             4598
_reflns_number_gt                3410
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0839P)²+0.3953P] 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         4598
_refine_ls_number_parameters     329
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0495
_refine_ls_wR_factor_ref         0.1429
_refine_ls_wR_factor_gt          0.1320
_refine_ls_goodness_of_fit_ref   0.926
_refine_ls_restrained_S_all      0.926
_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
O4 O 0.15153(19) 0.33959(11) 0.58573(10) 0.0512(4) Uani 1 1 d . . . . .
O3 O 0.1954(2) 0.36660(12) 0.44105(10) 0.0574(4) Uani 1 1 d . . . . .
N1 N 0.20745(18) 0.71763(12) 0.68378(10) 0.0348(4) Uani 1 1 d . . . . .
O2 O 0.3237(2) 0.91901(13) 0.50760(11) 0.0666(5) Uani 1 1 d . . . . .
N2 N 0.4328(2) 0.81182(15) 0.85021(11) 0.0503(4) Uani 1 1 d . . . . .
H2 H 0.4512 0.8075 0.9083 0.060 Uiso 1 1 calc R U . . .
O5 O 0.5789(3) 0.70737(19) 0.97004(12) 0.0869(6) Uani 1 1 d . . . . .
C14 C 0.1632(2) 0.59743(14) 0.65532(12) 0.0342(4) Uani 1 1 d . . . . .
O1 O 0.3077(3) 0.96017(17) 0.34372(15) 0.0887(6) Uani 1 1 d . . . . .
H1 H 0.3065 0.9748 0.4019 0.133 Uiso 1 1 calc R U . . .
C10 C 0.2086(2) 0.53886(15) 0.56685(12) 0.0363(4) Uani 1 1 d . . . . .
C9 C 0.2632(2) 0.61035(16) 0.50256(13) 0.0386(4) Uani 1 1 d . . . . .
H9 H 0.2601 0.5735 0.4380 0.046 Uiso 1 1 calc R U . . .
C16 C 0.3409(2) 0.78050(15) 0.63991(12) 0.0383(4) Uani 1 1 d . . . . .
H16 H 0.3315 0.8649 0.6528 0.046 Uiso 1 1 calc R U . . .
C8 C 0.3188(2) 0.72953(16) 0.53307(13) 0.0388(4) Uani 1 1 d . . . . .
C23 C 0.1536(2) 0.79491(15) 0.76800(12) 0.0372(4) Uani 1 1 d . . . . .
H23 H 0.0987 0.7434 0.8060 0.045 Uiso 1 1 calc R U . . .
C18 C 0.5238(2) 0.75604(16) 0.78514(13) 0.0414(4) Uani 1 1 d . . . . .
C11 C 0.1827(2) 0.40926(16) 0.52478(13) 0.0392(4) Uani 1 1 d . . . . .
C28 C 0.3068(2) 0.87836(16) 0.83006(13) 0.0422(5) Uani 1 1 d . . . . .
H28 H 0.3554 0.9351 0.7944 0.051 Uiso 1 1 calc R U . . .
C7 C 0.3422(3) 0.81455(17) 0.47301(14) 0.0456(5) Uani 1 1 d . . . . .
C24 C 0.0290(3) 0.86751(18) 0.74041(14) 0.0484(5) Uani 1 1 d . . . . .
H24A H -0.0690 0.8138 0.7034 0.058 Uiso 1 1 calc R U . . .
H24B H 0.0794 0.9178 0.7012 0.058 Uiso 1 1 calc R U . . .
C15 C 0.0559(3) 0.53559(16) 0.71646(15) 0.0478(5) Uani 1 1 d . . . . .
H15A H 0.1175 0.5452 0.7772 0.072 Uiso 1 1 calc R U . . .
H15B H 0.0234 0.4520 0.6853 0.072 Uiso 1 1 calc R U . . .
H15C H -0.0420 0.5700 0.7260 0.072 Uiso 1 1 calc R U . . .
C6 C 0.3848(3) 0.78111(19) 0.37381(14) 0.0503(5) Uani 1 1 d . . . . .
C17 C 0.5139(2) 0.77360(18) 0.68498(14) 0.0475(5) Uani 1 1 d . . . . .
H17A H 0.5534 0.7083 0.6436 0.057 Uiso 1 1 calc R U . . .
H17B H 0.5907 0.8468 0.6854 0.057 Uiso 1 1 calc R U . . .
C19 C 0.6301(3) 0.68718(19) 0.80879(15) 0.0526(5) Uani 1 1 d . . . . .
H19 H 0.6887 0.6493 0.7614 0.063 Uiso 1 1 calc R U . . .
O6 O 0.7771(3) 0.6081(2) 0.91149(15) 0.1144(9) Uani 1 1 d . . . . .
C26 C 0.1281(3) 1.02303(18) 0.89624(16) 0.0581(6) Uani 1 1 d . . . . .
H26A H 0.1838 1.0816 0.8652 0.070 Uiso 1 1 calc R U . . .
H26B H 0.0906 1.0659 0.9545 0.070 Uiso 1 1 calc R U . . .
C27 C 0.2513(3) 0.94942(19) 0.92146(14) 0.0546(6) Uani 1 1 d . . . . .
H27A H 0.1993 0.8950 0.9572 0.066 Uiso 1 1 calc R U . . .
H27B H 0.3476 1.0018 0.9612 0.066 Uiso 1 1 calc R U . . .
C25 C -0.0226(3) 0.9456(2) 0.83035(16) 0.0588(6) Uani 1 1 d . . . . .
H25A H -0.0932 0.9966 0.8118 0.071 Uiso 1 1 calc R U . . .
H25B H -0.0871 0.8946 0.8646 0.071 Uiso 1 1 calc R U . . .
C1 C 0.3622(3) 0.8569(2) 0.31278(17) 0.0666(7) Uani 1 1 d . . . . .
C12 C 0.1312(3) 0.21152(17) 0.54534(18) 0.0604(6) Uani 1 1 d . . . . .
H12A H 0.2288 0.1934 0.5143 0.072 Uiso 1 1 calc R U . . .
H12B H 0.0343 0.1836 0.4982 0.072 Uiso 1 1 calc R U . . .
C5 C 0.4518(3) 0.6795(2) 0.33694(16) 0.0621(6) Uani 1 1 d . . . . .
H5 H 0.4725 0.6303 0.3764 0.075 Uiso 1 1 calc R U . . .
C20 C 0.6554(3) 0.6708(2) 0.90217(18) 0.0687(7) Uani 1 1 d . . . . .
C13 C 0.1090(4) 0.1519(2) 0.6250(2) 0.0825(8) Uani 1 1 d . . . . .
H13A H 0.0942 0.0668 0.6002 0.124 Uiso 1 1 calc R U . . .
H13B H 0.0125 0.1708 0.6554 0.124 Uiso 1 1 calc R U . . .
H13C H 0.2061 0.1794 0.6708 0.124 Uiso 1 1 calc R U . . .
C2 C 0.3968(4) 0.8256(4) 0.2188(2) 0.0925(10) Uani 1 1 d . . . . .
H2A H 0.3787 0.8743 0.1784 0.111 Uiso 1 1 calc R U . . .
C4 C 0.4874(4) 0.6513(3) 0.2434(2) 0.0889(9) Uani 1 1 d . . . . .
H4 H 0.5315 0.5834 0.2199 0.107 Uiso 1 1 calc R U . . .
C3 C 0.4573(5) 0.7242(4) 0.1845(2) 0.1036(12) Uani 1 1 d . . . . .
H3 H 0.4785 0.7039 0.1209 0.124 Uiso 1 1 calc R U . . .
C21 C 0.7931(7) 0.5665(6) 1.0022(3) 0.1479(19) Uani 1 1 d . . . . .
H21 H 0.7347 0.4972 1.0147 0.178 Uiso 1 1 calc R U . . .
C22 C 0.9120(11) 0.6528(5) 1.0618(4) 0.199(3) Uani 1 1 d . . . . .
H22A H 1.0062 0.6717 1.0277 0.298 Uiso 1 1 calc R U . . .
H22B H 0.9471 0.6241 1.1151 0.298 Uiso 1 1 calc R U . . .
H22C H 0.8665 0.7232 1.0844 0.298 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
O4 C11 1.343(2) . ?
O4 C12 1.453(2) . ?
O3 C11 1.215(2) . ?
N1 C14 1.348(2) . ?
N1 C16 1.469(2) . ?
N1 C23 1.477(2) . ?
O2 C7 1.248(2) . ?
N2 C18 1.352(2) . ?
N2 C28 1.452(2) . ?
N2 H2 0.8600 . ?
O5 C20 1.227(3) . ?
C14 C10 1.407(2) . ?
C14 C15 1.500(2) . ?
O1 C1 1.349(3) . ?
O1 H1 0.8200 . ?
C10 C9 1.433(2) . ?
C10 C11 1.470(2) . ?
C9 C8 1.348(2) . ?
C9 H9 0.9300 . ?
C16 C8 1.509(2) . ?
C16 C17 1.546(3) . ?
C16 H16 0.9800 . ?
C8 C7 1.465(3) . ?
C23 C24 1.529(3) . ?
C23 C28 1.537(3) . ?
C23 H23 0.9800 . ?
C18 C19 1.365(3) . ?
C18 C17 1.511(3) . ?
C28 C27 1.527(3) . ?
C28 H28 0.9800 . ?
C7 C6 1.475(3) . ?
C24 C25 1.532(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C6 C5 1.402(3) . ?
C6 C1 1.419(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C19 C20 1.418(3) . ?
C19 H19 0.9300 . ?
O6 C20 1.354(3) . ?
O6 C21 1.511(5) . ?
C26 C27 1.517(3) . ?
C26 C25 1.522(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C1 C2 1.383(4) . ?
C12 C13 1.487(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C5 C4 1.377(3) . ?
C5 H5 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C2 C3 1.364(5) . ?
C2 H2A 0.9300 . ?
C4 C3 1.382(5) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C21 C22 1.364(7) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O4 C12 116.22(15) . . ?
C14 N1 C16 119.80(14) . . ?
C14 N1 C23 125.71(14) . . ?
C16 N1 C23 113.70(13) . . ?
C18 N2 C28 125.36(16) . . ?
C18 N2 H2 117.3 . . ?
C28 N2 H2 117.3 . . ?
N1 C14 C10 118.28(15) . . ?
N1 C14 C15 117.53(15) . . ?
C10 C14 C15 123.98(15) . . ?
C1 O1 H1 109.5 . . ?
C14 C10 C9 117.68(15) . . ?
C14 C10 C11 127.45(16) . . ?
C9 C10 C11 114.14(15) . . ?
C8 C9 C10 121.88(16) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
N1 C16 C8 109.82(14) . . ?
N1 C16 C17 110.33(15) . . ?
C8 C16 C17 112.04(15) . . ?
N1 C16 H16 108.2 . . ?
C8 C16 H16 108.2 . . ?
C17 C16 H16 108.2 . . ?
C9 C8 C7 126.34(17) . . ?
C9 C8 C16 116.01(16) . . ?
C7 C8 C16 117.31(15) . . ?
N1 C23 C24 112.43(15) . . ?
N1 C23 C28 109.79(14) . . ?
C24 C23 C28 110.43(15) . . ?
N1 C23 H23 108.0 . . ?
C24 C23 H23 108.0 . . ?
C28 C23 H23 108.0 . . ?
N2 C18 C19 121.40(18) . . ?
N2 C18 C17 119.81(18) . . ?
C19 C18 C17 118.74(17) . . ?
O3 C11 O4 121.27(16) . . ?
O3 C11 C10 122.80(17) . . ?
O4 C11 C10 115.85(15) . . ?
N2 C28 C27 111.94(16) . . ?
N2 C28 C23 111.21(15) . . ?
C27 C28 C23 109.33(16) . . ?
N2 C28 H28 108.1 . . ?
C27 C28 H28 108.1 . . ?
C23 C28 H28 108.1 . . ?
O2 C7 C8 118.12(18) . . ?
O2 C7 C6 119.20(18) . . ?
C8 C7 C6 122.68(18) . . ?
C23 C24 C25 110.12(16) . . ?
C23 C24 H24A 109.6 . . ?
C25 C24 H24A 109.6 . . ?
C23 C24 H24B 109.6 . . ?
C25 C24 H24B 109.6 . . ?
H24A C24 H24B 108.2 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C5 C6 C1 117.7(2) . . ?
C5 C6 C7 123.37(19) . . ?
C1 C6 C7 118.9(2) . . ?
C18 C17 C16 117.11(16) . . ?
C18 C17 H17A 108.0 . . ?
C16 C17 H17A 108.0 . . ?
C18 C17 H17B 108.0 . . ?
C16 C17 H17B 108.0 . . ?
H17A C17 H17B 107.3 . . ?
C18 C19 C20 123.05(19) . . ?
C18 C19 H19 118.5 . . ?
C20 C19 H19 118.5 . . ?
C20 O6 C21 117.1(2) . . ?
C27 C26 C25 112.00(17) . . ?
C27 C26 H26A 109.2 . . ?
C25 C26 H26A 109.2 . . ?
C27 C26 H26B 109.2 . . ?
C25 C26 H26B 109.2 . . ?
H26A C26 H26B 107.9 . . ?
C26 C27 C28 109.62(17) . . ?
C26 C27 H27A 109.7 . . ?
C28 C27 H27A 109.7 . . ?
C26 C27 H27B 109.7 . . ?
C28 C27 H27B 109.7 . . ?
H27A C27 H27B 108.2 . . ?
C26 C25 C24 111.89(18) . . ?
C26 C25 H25A 109.2 . . ?
C24 C25 H25A 109.2 . . ?
C26 C25 H25B 109.2 . . ?
C24 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
O1 C1 C2 118.3(3) . . ?
O1 C1 C6 121.9(2) . . ?
C2 C1 C6 119.8(3) . . ?
O4 C12 C13 107.65(19) . . ?
O4 C12 H12A 110.2 . . ?
C13 C12 H12A 110.2 . . ?
O4 C12 H12B 110.2 . . ?
C13 C12 H12B 110.2 . . ?
H12A C12 H12B 108.5 . . ?
C4 C5 C6 121.2(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
O5 C20 O6 120.9(2) . . ?
O5 C20 C19 126.1(2) . . ?
O6 C20 C19 113.0(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 H2A 119.6 . . ?
C1 C2 H2A 119.6 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C2 C3 C4 120.7(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C22 C21 O6 104.9(5) . . ?
C22 C21 H21 127.6 . . ?
O6 C21 H21 127.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N1 C14 C10 -18.7(2) . . . . ?
C23 N1 C14 C10 172.14(16) . . . . ?
C16 N1 C14 C15 166.38(17) . . . . ?
C23 N1 C14 C15 -2.8(3) . . . . ?
N1 C14 C10 C9 -14.5(2) . . . . ?
C15 C14 C10 C9 160.13(18) . . . . ?
N1 C14 C10 C11 175.98(17) . . . . ?
C15 C14 C10 C11 -9.4(3) . . . . ?
C14 C10 C9 C8 20.0(3) . . . . ?
C11 C10 C9 C8 -169.02(17) . . . . ?
C14 N1 C16 C8 43.9(2) . . . . ?
C23 N1 C16 C8 -145.69(15) . . . . ?
C14 N1 C16 C17 -80.10(19) . . . . ?
C23 N1 C16 C17 90.33(18) . . . . ?
C10 C9 C8 C7 -165.52(18) . . . . ?
C10 C9 C8 C16 7.5(3) . . . . ?
N1 C16 C8 C9 -37.0(2) . . . . ?
C17 C16 C8 C9 86.0(2) . . . . ?
N1 C16 C8 C7 136.68(17) . . . . ?
C17 C16 C8 C7 -100.3(2) . . . . ?
C14 N1 C23 C24 -108.3(2) . . . . ?
C16 N1 C23 C24 81.92(19) . . . . ?
C14 N1 C23 C28 128.31(18) . . . . ?
C16 N1 C23 C28 -41.4(2) . . . . ?
C28 N2 C18 C19 -174.54(19) . . . . ?
C28 N2 C18 C17 8.0(3) . . . . ?
C12 O4 C11 O3 -1.1(3) . . . . ?
C12 O4 C11 C10 -178.05(17) . . . . ?
C14 C10 C11 O3 165.10(19) . . . . ?
C9 C10 C11 O3 -4.8(3) . . . . ?
C14 C10 C11 O4 -18.0(3) . . . . ?
C9 C10 C11 O4 172.13(16) . . . . ?
C18 N2 C28 C27 -169.23(18) . . . . ?
C18 N2 C28 C23 68.1(2) . . . . ?
N1 C23 C28 N2 -50.6(2) . . . . ?
C24 C23 C28 N2 -175.13(16) . . . . ?
N1 C23 C28 C27 -174.72(15) . . . . ?
C24 C23 C28 C27 60.8(2) . . . . ?
C9 C8 C7 O2 149.6(2) . . . . ?
C16 C8 C7 O2 -23.3(3) . . . . ?
C9 C8 C7 C6 -29.8(3) . . . . ?
C16 C8 C7 C6 157.29(18) . . . . ?
N1 C23 C24 C25 179.90(16) . . . . ?
C28 C23 C24 C25 -57.1(2) . . . . ?
O2 C7 C6 C5 162.1(2) . . . . ?
C8 C7 C6 C5 -18.6(3) . . . . ?
O2 C7 C6 C1 -15.9(3) . . . . ?
C8 C7 C6 C1 163.48(19) . . . . ?
N2 C18 C17 C16 -38.3(2) . . . . ?
C19 C18 C17 C16 144.19(19) . . . . ?
N1 C16 C17 C18 -25.0(2) . . . . ?
C8 C16 C17 C18 -147.72(16) . . . . ?
N2 C18 C19 C20 -1.2(3) . . . . ?
C17 C18 C19 C20 176.3(2) . . . . ?
C25 C26 C27 C28 57.0(2) . . . . ?
N2 C28 C27 C26 176.45(17) . . . . ?
C23 C28 C27 C26 -59.9(2) . . . . ?
C27 C26 C25 C24 -54.2(3) . . . . ?
C23 C24 C25 C26 53.6(2) . . . . ?
C5 C6 C1 O1 -176.1(2) . . . . ?
C7 C6 C1 O1 2.0(3) . . . . ?
C5 C6 C1 C2 3.7(3) . . . . ?
C7 C6 C1 C2 -178.2(2) . . . . ?
C11 O4 C12 C13 176.4(2) . . . . ?
C1 C6 C5 C4 -2.9(3) . . . . ?
C7 C6 C5 C4 179.1(2) . . . . ?
C21 O6 C20 O5 10.7(5) . . . . ?
C21 O6 C20 C19 -169.3(4) . . . . ?
C18 C19 C20 O5 5.6(4) . . . . ?
C18 C19 C20 O6 -174.3(2) . . . . ?
O1 C1 C2 C3 177.9(3) . . . . ?
C6 C1 C2 C3 -1.9(4) . . . . ?
C6 C5 C4 C3 0.2(4) . . . . ?
C1 C2 C3 C4 -0.9(5) . . . . ?
C5 C4 C3 C2 1.7(5) . . . . ?
C20 O6 C21 C22 -94.8(5) . . . . ?

_refine_diff_density_max         0.233
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.038

