# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# 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_d8v17641
_database_code_depnum_ccdc_archive 'CCDC 2020101'
loop_
_audit_author_name
_audit_author_address
'qinghai Deng'
;Shanghai Normal University
China
;
_audit_update_record             
;
2020-07-30 deposited with the CCDC.	2020-10-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H17 N O7'
_chemical_formula_weight         323.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   12.1197(6)
_cell_length_b                   13.2870(6)
_cell_length_c                   10.6235(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.695(2)
_cell_angle_gamma                90
_cell_volume                     1662.11(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8741
_cell_measurement_theta_min      4.622
_cell_measurement_theta_max      54.601

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.104
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6251
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_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 CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26364
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.311
_diffrn_reflns_theta_max         25.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3093
_reflns_number_gt                2495
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0671P)²+0.5303P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.032(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3093
_refine_ls_number_parameters     213
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1411
_refine_ls_wR_factor_gt          0.1278
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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
N1 N 0.07200(18) 0.68746(18) 0.8575(2) 0.0752(6) Uani 1 1 d . . . . .
O1 O 0.20934(17) 0.40613(11) 0.84143(14) 0.0763(5) Uani 1 1 d . . . . .
O2 O 0.17649(13) 0.40584(12) 0.22631(12) 0.0647(4) Uani 1 1 d . . . . .
O3 O 0.09693(12) 0.58730(10) 0.83113(13) 0.0580(4) Uani 1 1 d . . . . .
O4 O 0.02844(17) 0.69436(17) 0.9466(2) 0.1039(7) Uani 1 1 d . . . . .
O5 O 0.0940(2) 0.75114(15) 0.7883(2) 0.1010(7) Uani 1 1 d . . . . .
O6 O 0.30791(15) 0.65809(16) 0.92589(15) 0.0868(6) Uani 1 1 d . . . . .
O7 O 0.36129(12) 0.61119(13) 0.74529(14) 0.0672(4) Uani 1 1 d . . . . .
C1 C 0.19086(16) 0.45882(14) 0.74584(17) 0.0478(4) Uani 1 1 d . . . . .
C2 C 0.17639(16) 0.57555(13) 0.75127(17) 0.0461(4) Uani 1 1 d . . . . .
C3 C 0.13554(17) 0.60798(13) 0.60939(17) 0.0489(5) Uani 1 1 d . . . . .
H3A H 0.0553 0.6246 0.5890 0.059 Uiso 1 1 calc R U . . .
H3B H 0.1779 0.6659 0.5911 0.059 Uiso 1 1 calc R U . . .
C4 C 0.15757(14) 0.51735(12) 0.53361(16) 0.0416(4) Uani 1 1 d . . . . .
C5 C 0.18186(14) 0.43276(12) 0.61146(16) 0.0416(4) Uani 1 1 d . . . . .
C6 C 0.19874(16) 0.33938(13) 0.55853(18) 0.0483(5) Uani 1 1 d . . . . .
H6 H 0.2124 0.2822 0.6104 0.058 Uiso 1 1 calc R U . . .
C7 C 0.19484(16) 0.33368(14) 0.42916(18) 0.0509(5) Uani 1 1 d . . . . .
H7 H 0.2057 0.2721 0.3923 0.061 Uiso 1 1 calc R U . . .
C8 C 0.17459(16) 0.42037(14) 0.35162(17) 0.0482(5) Uani 1 1 d . . . . .
C9 C 0.15404(16) 0.51279(14) 0.40299(17) 0.0489(5) Uani 1 1 d . . . . .
H9 H 0.1384 0.5697 0.3509 0.059 Uiso 1 1 calc R U . . .
C10 C 0.1597(2) 0.4905(2) 0.1409(2) 0.0776(7) Uani 1 1 d . . . . .
H10A H 0.0865 0.5195 0.1372 0.116 Uiso 1 1 calc R U . . .
H10B H 0.1638 0.4691 0.0558 0.116 Uiso 1 1 calc R U . . .
H10C H 0.2177 0.5397 0.1723 0.116 Uiso 1 1 calc R U . . .
C11 C 0.29043(17) 0.62155(16) 0.82058(19) 0.0553(5) Uani 1 1 d . . . . .
C12 C 0.4765(2) 0.6563(2) 0.7756(3) 0.0844(8) Uani 1 1 d . . . . .
C13 C 0.5469(2) 0.6146(3) 0.9015(3) 0.1114(11) Uani 1 1 d . . . . .
H13A H 0.5162 0.6372 0.9719 0.167 Uiso 1 1 calc R U . . .
H13B H 0.6238 0.6378 0.9142 0.167 Uiso 1 1 calc R U . . .
H13C H 0.5456 0.5424 0.8983 0.167 Uiso 1 1 calc R U . . .
C14 C 0.4633(3) 0.7700(3) 0.7781(4) 0.1289(14) Uani 1 1 d . . . . .
H14A H 0.4129 0.7918 0.6989 0.193 Uiso 1 1 calc R U . . .
H14B H 0.5361 0.8012 0.7869 0.193 Uiso 1 1 calc R U . . .
H14C H 0.4324 0.7887 0.8501 0.193 Uiso 1 1 calc R U . . .
C15 C 0.5206(3) 0.6231(4) 0.6614(4) 0.1442(17) Uani 1 1 d . . . . .
H15A H 0.5258 0.5510 0.6609 0.216 Uiso 1 1 calc R U . . .
H15B H 0.5945 0.6516 0.6675 0.216 Uiso 1 1 calc R U . . .
H15C H 0.4698 0.6455 0.5828 0.216 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
N1 O4 1.192(3) . ?
N1 O5 1.191(3) . ?
N1 O3 1.407(2) . ?
O1 C1 1.210(2) . ?
O2 C8 1.351(2) . ?
O2 C10 1.429(3) . ?
O3 C2 1.435(2) . ?
O6 C11 1.192(2) . ?
O7 C11 1.312(2) . ?
O7 C12 1.483(3) . ?
C1 C5 1.448(2) . ?
C1 C2 1.563(3) . ?
C2 C3 1.533(3) . ?
C2 C11 1.531(3) . ?
C3 C4 1.507(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C9 1.380(2) . ?
C4 C5 1.385(2) . ?
C5 C6 1.397(2) . ?
C6 C7 1.366(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.404(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.390(3) . ?
C9 H9 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C12 C15 1.504(4) . ?
C12 C13 1.511(4) . ?
C12 C14 1.520(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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
O4 N1 O5 129.9(2) . . ?
O4 N1 O3 112.8(2) . . ?
O5 N1 O3 117.3(2) . . ?
C8 O2 C10 118.70(17) . . ?
N1 O3 C2 115.23(16) . . ?
C11 O7 C12 122.94(18) . . ?
O1 C1 C5 130.16(18) . . ?
O1 C1 C2 122.90(16) . . ?
C5 C1 C2 106.90(14) . . ?
O3 C2 C3 116.43(16) . . ?
O3 C2 C11 109.15(14) . . ?
C3 C2 C11 113.91(16) . . ?
O3 C2 C1 103.10(14) . . ?
C3 C2 C1 104.81(14) . . ?
C11 C2 C1 108.51(15) . . ?
C4 C3 C2 104.11(14) . . ?
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 . . ?
C9 C4 C5 121.10(16) . . ?
C9 C4 C3 127.25(16) . . ?
C5 C4 C3 111.65(15) . . ?
C4 C5 C6 120.73(16) . . ?
C4 C5 C1 110.51(15) . . ?
C6 C5 C1 128.70(16) . . ?
C7 C6 C5 118.73(16) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C6 C7 C8 120.30(16) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
O2 C8 C9 124.04(17) . . ?
O2 C8 C7 114.81(16) . . ?
C9 C8 C7 121.15(16) . . ?
C4 C9 C8 117.91(16) . . ?
C4 C9 H9 121.0 . . ?
C8 C9 H9 121.0 . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O6 C11 O7 128.21(19) . . ?
O6 C11 C2 123.63(19) . . ?
O7 C11 C2 108.16(16) . . ?
O7 C12 C15 101.7(2) . . ?
O7 C12 C13 110.5(2) . . ?
C15 C12 C13 111.9(3) . . ?
O7 C12 C14 107.9(2) . . ?
C15 C12 C14 111.4(3) . . ?
C13 C12 C14 112.9(3) . . ?
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 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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
O4 N1 O3 C2 -163.28(18) . . . . ?
O5 N1 O3 C2 18.4(3) . . . . ?
N1 O3 C2 C3 -68.7(2) . . . . ?
N1 O3 C2 C11 62.0(2) . . . . ?
N1 O3 C2 C1 177.21(15) . . . . ?
O1 C1 C2 O3 -48.7(2) . . . . ?
C5 C1 C2 O3 133.27(15) . . . . ?
O1 C1 C2 C3 -171.00(19) . . . . ?
C5 C1 C2 C3 10.98(19) . . . . ?
O1 C1 C2 C11 67.0(2) . . . . ?
C5 C1 C2 C11 -111.07(16) . . . . ?
O3 C2 C3 C4 -127.02(16) . . . . ?
C11 C2 C3 C4 104.58(17) . . . . ?
C1 C2 C3 C4 -13.87(19) . . . . ?
C2 C3 C4 C9 -168.00(18) . . . . ?
C2 C3 C4 C5 12.9(2) . . . . ?
C9 C4 C5 C6 -2.7(3) . . . . ?
C3 C4 C5 C6 176.45(16) . . . . ?
C9 C4 C5 C1 174.71(16) . . . . ?
C3 C4 C5 C1 -6.1(2) . . . . ?
O1 C1 C5 C4 178.9(2) . . . . ?
C2 C1 C5 C4 -3.3(2) . . . . ?
O1 C1 C5 C6 -4.0(3) . . . . ?
C2 C1 C5 C6 173.86(18) . . . . ?
C4 C5 C6 C7 2.3(3) . . . . ?
C1 C5 C6 C7 -174.63(18) . . . . ?
C5 C6 C7 C8 0.2(3) . . . . ?
C10 O2 C8 C9 1.9(3) . . . . ?
C10 O2 C8 C7 -178.35(19) . . . . ?
C6 C7 C8 O2 177.87(17) . . . . ?
C6 C7 C8 C9 -2.4(3) . . . . ?
C5 C4 C9 C8 0.6(3) . . . . ?
C3 C4 C9 C8 -178.46(17) . . . . ?
O2 C8 C9 C4 -178.31(17) . . . . ?
C7 C8 C9 C4 1.9(3) . . . . ?
C12 O7 C11 O6 -7.5(4) . . . . ?
C12 O7 C11 C2 173.67(19) . . . . ?
O3 C2 C11 O6 2.0(3) . . . . ?
C3 C2 C11 O6 134.0(2) . . . . ?
C1 C2 C11 O6 -109.7(2) . . . . ?
O3 C2 C11 O7 -179.19(16) . . . . ?
C3 C2 C11 O7 -47.2(2) . . . . ?
C1 C2 C11 O7 69.15(19) . . . . ?
C11 O7 C12 C15 -179.8(3) . . . . ?
C11 O7 C12 C13 61.3(3) . . . . ?
C11 O7 C12 C14 -62.5(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C14 H14C O6 0.96 2.55 3.102(4) 116.5 .
C13 H13A O6 0.96 2.47 3.025(4) 116.6 .
C10 H10B O1 0.96 2.60 3.556(3) 170.8 1_554
C9 H9 O5 0.93 2.50 3.381(3) 159.3 4_575
C7 H7 O1 0.93 2.43 3.336(2) 164.3 4_565

_refine_diff_density_max         0.257
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.034

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_cd17385
_database_code_depnum_ccdc_archive 'CCDC 2020102'
loop_
_audit_author_name
_audit_author_address
'qinghai Deng'
;Shanghai Normal University
China
;
_audit_update_record             
;
2020-07-30 deposited with the CCDC.	2020-10-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H10 I N O4'
_chemical_formula_weight         323.08

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'
I I -0.4742 1.8119 '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                   8.0323(15)
_cell_length_b                   8.5118(16)
_cell_length_c                   9.7664(19)
_cell_angle_alpha                65.902(3)
_cell_angle_beta                 68.342(3)
_cell_angle_gamma                68.126(3)
_cell_volume                     546.78(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2897
_cell_measurement_theta_min      4.727
_cell_measurement_theta_max      56.558

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.962
_exptl_crystal_F_000             312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    2.922
_shelx_estimated_absorpt_T_min   0.593
_shelx_estimated_absorpt_T_max   0.685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3346
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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            3146
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.716
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2031
_reflns_number_gt                1948
_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 SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0332P)²+0.2461P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.065(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2031
_refine_ls_number_parameters     139
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0283
_refine_ls_wR_factor_ref         0.0722
_refine_ls_wR_factor_gt          0.0715
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_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
I1 I 0.65926(3) 0.63427(3) 0.51587(2) 0.04293(15) Uani 1 1 d . . . . .
N1 N 1.0105(4) 0.7458(5) 0.3000(4) 0.0529(8) Uani 1 1 d . . . . .
O1 O 0.4071(4) 0.5924(5) 0.6112(4) 0.0672(9) Uani 1 1 d . . . . .
O2 O 0.9147(4) 0.7385(5) 0.4412(4) 0.0718(9) Uani 1 1 d . . . . .
O3 O 0.9784(5) 0.6709(5) 0.2334(4) 0.0767(10) Uani 1 1 d . . . . .
O4 O 1.1279(5) 0.8274(6) 0.2443(5) 0.0868(12) Uani 1 1 d . . . . .
C1 C 0.5561(5) 0.7864(5) 0.6671(4) 0.0390(7) Uani 1 1 d . . . . .
C2 C 0.6419(6) 0.8991(5) 0.6708(5) 0.0480(9) Uani 1 1 d . . . . .
H2 H 0.7563 0.9131 0.6031 0.058 Uiso 1 1 calc R U . . .
C3 C 0.5504(7) 0.9896(6) 0.7789(5) 0.0558(10) Uani 1 1 d . . . . .
H3 H 0.6035 1.0664 0.7843 0.067 Uiso 1 1 calc R U . . .
C4 C 0.3812(6) 0.9664(6) 0.8786(5) 0.0538(9) Uani 1 1 d . . . . .
H4A H 0.3215 1.0274 0.9510 0.065 Uiso 1 1 calc R U . . .
C5 C 0.2993(6) 0.8540(5) 0.8723(4) 0.0485(8) Uani 1 1 d . . . . .
H5 H 0.1849 0.8401 0.9402 0.058 Uiso 1 1 calc R U . . .
C6 C 0.3865(5) 0.7611(5) 0.7651(4) 0.0392(7) Uani 1 1 d . . . . .
C7 C 0.3070(5) 0.6310(5) 0.7551(4) 0.0437(8) Uani 1 1 d . . . . .
C8 C 0.1072(6) 0.7141(7) 0.7443(7) 0.0684(13) Uani 1 1 d . . . . .
H8A H 0.0991 0.8247 0.6609 0.103 Uiso 1 1 calc R U . . .
H8B H 0.0301 0.7360 0.8401 0.103 Uiso 1 1 calc R U . . .
H8C H 0.0661 0.6343 0.7252 0.103 Uiso 1 1 calc R U . . .
C9 C 0.3301(9) 0.4602(6) 0.8882(6) 0.0798(15) Uani 1 1 d . . . . .
H9A H 0.2784 0.3794 0.8812 0.120 Uiso 1 1 calc R U . . .
H9B H 0.2670 0.4855 0.9845 0.120 Uiso 1 1 calc R U . . .
H9C H 0.4597 0.4067 0.8836 0.120 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
I1 O1 1.993(3) . ?
I1 C1 2.099(4) . ?
I1 O2 2.292(3) . ?
N1 O4 1.212(5) . ?
N1 O3 1.218(5) . ?
N1 O2 1.295(5) . ?
O1 C7 1.440(5) . ?
C1 C6 1.381(5) . ?
C1 C2 1.390(5) . ?
C2 C3 1.385(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.390(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.519(5) . ?
C7 C9 1.507(6) . ?
C7 C8 1.518(6) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 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
O1 I1 C1 81.57(13) . . ?
O1 I1 O2 164.43(13) . . ?
C1 I1 O2 83.09(12) . . ?
O4 N1 O3 124.7(4) . . ?
O4 N1 O2 116.5(4) . . ?
O3 N1 O2 118.7(3) . . ?
C7 O1 I1 116.3(2) . . ?
N1 O2 I1 113.3(2) . . ?
C6 C1 C2 123.4(4) . . ?
C6 C1 I1 110.5(2) . . ?
C2 C1 I1 126.2(3) . . ?
C3 C2 C1 117.5(4) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 120.9(4) . . ?
C5 C4 H4A 119.5 . . ?
C3 C4 H4A 119.5 . . ?
C4 C5 C6 120.4(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 117.4(3) . . ?
C1 C6 C7 119.4(3) . . ?
C5 C6 C7 123.2(3) . . ?
O1 C7 C9 109.0(4) . . ?
O1 C7 C8 104.8(4) . . ?
C9 C7 C8 112.7(4) . . ?
O1 C7 C6 108.2(3) . . ?
C9 C7 C6 110.2(4) . . ?
C8 C7 C6 111.5(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
O4 N1 O2 I1 167.8(3) . . . . ?
O3 N1 O2 I1 -12.7(5) . . . . ?
C6 C1 C2 C3 0.0(6) . . . . ?
I1 C1 C2 C3 179.5(3) . . . . ?
C1 C2 C3 C4 0.3(6) . . . . ?
C2 C3 C4 C5 -0.3(7) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
C2 C1 C6 C5 -0.2(5) . . . . ?
I1 C1 C6 C5 -179.7(3) . . . . ?
C2 C1 C6 C7 -178.2(3) . . . . ?
I1 C1 C6 C7 2.2(4) . . . . ?
C4 C5 C6 C1 0.1(5) . . . . ?
C4 C5 C6 C7 178.1(4) . . . . ?
I1 O1 C7 C9 -97.7(4) . . . . ?
I1 O1 C7 C8 141.4(3) . . . . ?
I1 O1 C7 C6 22.2(4) . . . . ?
C1 C6 C7 O1 -15.5(5) . . . . ?
C5 C6 C7 O1 166.6(4) . . . . ?
C1 C6 C7 C9 103.7(4) . . . . ?
C5 C6 C7 C9 -74.2(5) . . . . ?
C1 C6 C7 C8 -130.2(4) . . . . ?
C5 C6 C7 C8 51.8(5) . . . . ?

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
C8 H8C O3 0.96 2.60 3.500(6) 155.9 2_666
C2 H2 O2 0.93 2.31 2.889(6) 119.5 .
C2 H2 O2 0.93 2.31 2.889(6) 119.5 .
C8 H8C O3 0.96 2.60 3.500(6) 155.9 2_666

_refine_diff_density_max         0.759
_refine_diff_density_min         -1.056
_refine_diff_density_rms         0.111

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_cu_d8v20406_0m
_database_code_depnum_ccdc_archive 'CCDC 2022002'
loop_
_audit_author_name
_audit_author_address
'qinghai Deng'
;Shanghai Normal University
China
;
_audit_update_record             
;
2020-08-07 deposited with the CCDC.	2020-10-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H19 N O8'
_chemical_formula_weight         353.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   15.3075(5)
_cell_length_b                   12.2353(4)
_cell_length_c                   19.3019(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.236(2)
_cell_angle_gamma                90
_cell_volume                     3614.2(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9230
_cell_measurement_theta_min      7.225
_cell_measurement_theta_max      135.578

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_F_000             1488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.898
_shelx_estimated_absorpt_T_min   0.841
_shelx_estimated_absorpt_T_max   0.916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4869
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            83425
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_av_R_equivalents  0.0627
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.289
_diffrn_reflns_theta_max         67.500
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             12861
_reflns_number_gt                9393
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.883
_reflns_Friedel_fraction_max     0.974
_reflns_Friedel_fraction_full    0.971

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.1454P)²+0.2169P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0186(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 3791 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   -0.09(6)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         12861
_refine_ls_number_parameters     922
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0871
_refine_ls_R_factor_gt           0.0680
_refine_ls_wR_factor_ref         0.2146
_refine_ls_wR_factor_gt          0.1861
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.014
_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
N1 N 1.1985(4) 0.2016(5) 0.7001(3) 0.1049(15) Uani 1 1 d . . . . .
N1A N -0.1396(4) 0.7379(5) 0.8602(3) 0.1027(15) Uani 1 1 d . . . . .
N1B N 0.7646(7) 0.7509(7) 0.7040(6) 0.159(3) Uani 1 1 d . U . . .
N1C N 0.2195(3) 0.3454(4) 0.8774(3) 0.0868(12) Uani 1 1 d . . . . .
O1 O 0.9800(3) -0.0021(3) 0.6786(3) 0.1098(13) Uani 1 1 d . . . . .
O2 O 0.7073(3) 0.1304(4) 0.8364(3) 0.1207(15) Uani 1 1 d . . . . .
O3 O 0.7420(4) 0.3324(5) 0.8510(3) 0.1252(17) Uani 1 1 d . . . . .
O4 O 1.1208(3) 0.1394(3) 0.7129(2) 0.0970(11) Uani 1 1 d . . . . .
O5 O 1.2626(4) 0.1550(6) 0.7212(3) 0.1325(17) Uani 1 1 d . . . . .
O6 O 1.1898(4) 0.2865(5) 0.6718(3) 0.1220(15) Uani 1 1 d . . . . .
O7 O 1.1163(4) 0.1266(5) 0.5744(2) 0.1194(16) Uani 1 1 d . . . . .
O8 O 0.9996(3) 0.2373(3) 0.56607(18) 0.0892(10) Uani 1 1 d . . . . .
O1A O 0.0471(3) 0.5026(3) 0.8192(2) 0.0988(12) Uani 1 1 d . . . . .
O2A O 0.3003(4) 0.6066(4) 0.6339(3) 0.1235(17) Uani 1 1 d . . . . .
O3A O 0.2782(3) 0.8102(4) 0.6230(3) 0.1076(13) Uani 1 1 d . . . . .
O4A O -0.0829(2) 0.6640(3) 0.8291(2) 0.0893(10) Uani 1 1 d . . . . .
O5A O -0.2130(4) 0.7048(6) 0.8609(4) 0.147(2) Uani 1 1 d . . . . .
O6A O -0.1110(3) 0.8226(4) 0.8820(3) 0.1145(14) Uani 1 1 d . . . . .
O7A O 0.1035(3) 0.7607(4) 0.9235(2) 0.0983(11) Uani 1 1 d . . . . .
O8A O -0.0084(3) 0.6500(3) 0.95048(18) 0.0858(9) Uani 1 1 d . . . . .
O1B O 0.8091(8) 0.5052(7) 0.5695(6) 0.211(5) Uani 1 1 d . . . . .
O2B O 0.6842(3) 0.1008(4) 0.6287(3) 0.1075(13) Uani 1 1 d . . . . .
O3B O 0.5623(3) 0.1553(4) 0.7090(2) 0.1070(13) Uani 1 1 d . . . . .
O4B O 0.7933(3) 0.6586(4) 0.6779(2) 0.1052(12) Uani 1 1 d . U . . .
O5B O 0.8227(6) 0.8112(7) 0.7162(6) 0.191(3) Uani 1 1 d . . . . .
O6B O 0.6849(7) 0.7692(8) 0.7233(6) 0.202(4) Uani 1 1 d . . . . .
O7B O 0.6926(4) 0.7632(4) 0.5747(3) 0.1308(18) Uani 1 1 d . . . . .
O8B O 0.6101(3) 0.6155(4) 0.5514(3) 0.1141(14) Uani 1 1 d . . . . .
O1C O 0.4502(5) 0.4637(5) 0.7979(5) 0.171(3) Uani 1 1 d . . . . .
O2C O 0.4478(4) 0.9055(4) 0.7486(3) 0.1159(15) Uani 1 1 d . . . . .
O3C O 0.3238(3) 0.9634(3) 0.8247(3) 0.1098(13) Uani 1 1 d . . . . .
O4C O 0.2831(3) 0.4016(3) 0.8400(2) 0.0870(9) Uani 1 1 d . . . . .
O5C O 0.1807(3) 0.2789(4) 0.8443(3) 0.1127(14) Uani 1 1 d . . . . .
O6C O 0.2101(3) 0.3706(4) 0.9372(3) 0.1018(12) Uani 1 1 d . . . . .
O7C O 0.4180(4) 0.4805(5) 0.9859(4) 0.146(2) Uani 1 1 d . . . . .
O8C O 0.3928(3) 0.3200(3) 0.9323(2) 0.0982(11) Uani 1 1 d . . . . .
C1 C 0.9254(4) 0.2571(4) 0.7423(3) 0.0804(13) Uani 1 1 d . . . . .
C2 C 0.8706(4) 0.3238(5) 0.7803(3) 0.0891(14) Uani 1 1 d . . . . .
H2 H 0.8823 0.3980 0.7852 0.107 Uiso 1 1 calc R U . . .
C3 C 0.7990(4) 0.2783(5) 0.8104(3) 0.0963(16) Uani 1 1 d . . . . .
C4 C 0.7803(4) 0.1644(6) 0.8025(3) 0.0950(15) Uani 1 1 d . . . . .
C5 C 0.8323(4) 0.0992(5) 0.7653(3) 0.0921(15) Uani 1 1 d . . . . .
H5A H 0.8200 0.0253 0.7599 0.111 Uiso 1 1 calc R U . . .
C6 C 0.9068(4) 0.1473(4) 0.7347(3) 0.0842(13) Uani 1 1 d . . . . .
C7 C 0.9743(4) 0.0945(4) 0.6953(3) 0.0868(14) Uani 1 1 d . . . . .
C8 C 1.0431(4) 0.1817(4) 0.6773(3) 0.0834(13) Uani 1 1 d . . . . .
C9 C 1.0090(4) 0.2888(4) 0.7077(3) 0.0849(14) Uani 1 1 d . . . . .
H9A H 1.0506 0.3190 0.7412 0.102 Uiso 1 1 calc R U . . .
H9B H 0.9979 0.3423 0.6715 0.102 Uiso 1 1 calc R U . . .
C10 C 0.6851(6) 0.0195(8) 0.8327(7) 0.144(3) Uani 1 1 d . . . . .
H10A H 0.6884 -0.0050 0.7856 0.216 Uiso 1 1 calc R U . . .
H10B H 0.6266 0.0096 0.8487 0.216 Uiso 1 1 calc R U . . .
H10C H 0.7249 -0.0221 0.8613 0.216 Uiso 1 1 calc R U . . .
C11 C 0.7615(8) 0.4445(7) 0.8637(7) 0.151(4) Uani 1 1 d . . . . .
H11A H 0.8196 0.4508 0.8830 0.227 Uiso 1 1 calc R U . . .
H11B H 0.7204 0.4739 0.8956 0.227 Uiso 1 1 calc R U . . .
H11C H 0.7577 0.4844 0.8209 0.227 Uiso 1 1 calc R U . . .
C12 C 1.0588(4) 0.1779(5) 0.5991(3) 0.0881(14) Uani 1 1 d . . . . .
C13 C 1.0055(4) 0.2579(5) 0.4898(3) 0.0924(16) Uani 1 1 d . . . . .
C14 C 0.9936(7) 0.1518(8) 0.4509(4) 0.132(3) Uani 1 1 d . . . . .
H14A H 1.0427 0.1050 0.4603 0.198 Uiso 1 1 calc R U . . .
H14B H 0.9894 0.1664 0.4020 0.198 Uiso 1 1 calc R U . . .
H14C H 0.9411 0.1165 0.4655 0.198 Uiso 1 1 calc R U . . .
C15 C 1.0915(7) 0.3147(11) 0.4759(5) 0.147(3) Uani 1 1 d . . . . .
H15A H 1.0982 0.3762 0.5064 0.220 Uiso 1 1 calc R U . . .
H15B H 1.0917 0.3394 0.4287 0.220 Uiso 1 1 calc R U . . .
H15C H 1.1388 0.2645 0.4838 0.220 Uiso 1 1 calc R U . . .
C16 C 0.9291(6) 0.3350(7) 0.4765(4) 0.125(3) Uani 1 1 d . . . . .
H16A H 0.8753 0.2956 0.4806 0.188 Uiso 1 1 calc R U . . .
H16B H 0.9327 0.3650 0.4307 0.188 Uiso 1 1 calc R U . . .
H16C H 0.9312 0.3932 0.5099 0.188 Uiso 1 1 calc R U . . .
C1A C 0.1063(4) 0.7547(4) 0.7461(2) 0.0751(11) Uani 1 1 d . . . . .
C2A C 0.1600(4) 0.8155(4) 0.7038(3) 0.0806(13) Uani 1 1 d . . . . .
H2A H 0.1539 0.8909 0.7003 0.097 Uiso 1 1 calc R U . . .
C3A C 0.2222(4) 0.7612(5) 0.6674(3) 0.0871(14) Uani 1 1 d . . . . .
C4A C 0.2352(4) 0.6472(5) 0.6732(3) 0.0927(15) Uani 1 1 d . . . . .
C5A C 0.1824(4) 0.5878(5) 0.7156(3) 0.0890(14) Uani 1 1 d . . . . .
H5A1 H 0.1890 0.5125 0.7196 0.107 Uiso 1 1 calc R U . . .
C6A C 0.1187(4) 0.6426(4) 0.7525(2) 0.0764(12) Uani 1 1 d . . . . .
C7A C 0.0586(4) 0.5973(4) 0.8016(3) 0.0787(12) Uani 1 1 d . . . . .
C8A C 0.0079(3) 0.6966(4) 0.8332(3) 0.0768(12) Uani 1 1 d . . . . .
C9A C 0.0323(4) 0.7949(4) 0.7887(3) 0.0839(13) Uani 1 1 d . . . . .
H9A1 H -0.0167 0.8174 0.7593 0.101 Uiso 1 1 calc R U . . .
H9A2 H 0.0505 0.8561 0.8175 0.101 Uiso 1 1 calc R U . . .
C10A C 0.3141(9) 0.4923(7) 0.6358(7) 0.176(5) Uani 1 1 d . . . . .
H10D H 0.3150 0.4677 0.6830 0.263 Uiso 1 1 calc R U . . .
H10E H 0.3689 0.4755 0.6150 0.263 Uiso 1 1 calc R U . . .
H10F H 0.2677 0.4562 0.6105 0.263 Uiso 1 1 calc R U . . .
C11A C 0.2746(6) 0.9261(6) 0.6167(5) 0.119(2) Uani 1 1 d . . . . .
H11D H 0.2151 0.9487 0.6094 0.178 Uiso 1 1 calc R U . . .
H11E H 0.3088 0.9488 0.5781 0.178 Uiso 1 1 calc R U . . .
H11F H 0.2976 0.9590 0.6584 0.178 Uiso 1 1 calc R U . . .
C12A C 0.0397(4) 0.7077(4) 0.9086(3) 0.0767(12) Uani 1 1 d . . . . .
C13A C 0.0114(5) 0.6439(6) 1.0261(3) 0.0970(16) Uani 1 1 d . . . . .
C14A C 0.0987(7) 0.5884(9) 1.0376(4) 0.136(3) Uani 1 1 d . . . . .
H14D H 0.0996 0.5210 1.0122 0.204 Uiso 1 1 calc R U . . .
H14E H 0.1074 0.5735 1.0861 0.204 Uiso 1 1 calc R U . . .
H14F H 0.1444 0.6354 1.0219 0.204 Uiso 1 1 calc R U . . .
C15A C -0.0655(7) 0.5774(9) 1.0511(5) 0.144(3) Uani 1 1 d . . . . .
H15D H -0.1191 0.6116 1.0361 0.216 Uiso 1 1 calc R U . . .
H15E H -0.0634 0.5737 1.1008 0.216 Uiso 1 1 calc R U . . .
H15F H -0.0627 0.5049 1.0323 0.216 Uiso 1 1 calc R U . . .
C16A C 0.0103(6) 0.7572(7) 1.0566(4) 0.114(2) Uani 1 1 d . . . . .
H16D H 0.0604 0.7971 1.0414 0.171 Uiso 1 1 calc R U . . .
H16E H 0.0118 0.7524 1.1062 0.171 Uiso 1 1 calc R U . . .
H16F H -0.0420 0.7943 1.0415 0.171 Uiso 1 1 calc R U . . .
C1B C 0.6491(4) 0.4266(5) 0.6759(3) 0.0928(15) Uani 1 1 d . . . . .
C2B C 0.5969(4) 0.3464(5) 0.7041(3) 0.0938(15) Uani 1 1 d . . . . .
H2B H 0.5535 0.3657 0.7348 0.113 Uiso 1 1 calc R U . . .
C3B C 0.6087(4) 0.2383(5) 0.6871(3) 0.0898(15) Uani 1 1 d . . . . .
C4B C 0.6768(4) 0.2090(5) 0.6398(3) 0.0898(14) Uani 1 1 d . . . . .
C5B C 0.7271(4) 0.2884(5) 0.6115(3) 0.0936(15) Uani 1 1 d . . . . .
H5B H 0.7708 0.2698 0.5809 0.112 Uiso 1 1 calc R U . . .
C6B C 0.7128(4) 0.3988(5) 0.6286(3) 0.0931(15) Uani 1 1 d . . . . .
C7B C 0.7549(5) 0.4947(7) 0.6053(5) 0.116(2) Uani 1 1 d . . . . .
C8B C 0.7139(5) 0.5952(6) 0.6386(4) 0.1086(19) Uani 1 1 d . . . . .
C9B C 0.6433(5) 0.5494(6) 0.6903(5) 0.118(2) Uani 1 1 d . . . . .
H9B1 H 0.6587 0.5663 0.7381 0.142 Uiso 1 1 calc R U . . .
H9B2 H 0.5855 0.5778 0.6794 0.142 Uiso 1 1 calc R U . . .
C10B C 0.7467(6) 0.0666(7) 0.5791(5) 0.127(3) Uani 1 1 d . . . . .
H10G H 0.7309 0.0959 0.5344 0.191 Uiso 1 1 calc R U . . .
H10H H 0.7475 -0.0117 0.5767 0.191 Uiso 1 1 calc R U . . .
H10I H 0.8036 0.0928 0.5929 0.191 Uiso 1 1 calc R U . . .
C11B C 0.4948(6) 0.1799(8) 0.7574(5) 0.135(3) Uani 1 1 d . . . . .
H11G H 0.5205 0.2120 0.7984 0.203 Uiso 1 1 calc R U . . .
H11H H 0.4649 0.1138 0.7695 0.203 Uiso 1 1 calc R U . . .
H11I H 0.4539 0.2303 0.7367 0.203 Uiso 1 1 calc R U . . .
C12B C 0.6726(5) 0.6708(5) 0.5839(4) 0.1031(17) Uani 1 1 d . . . . .
C13B C 0.5573(5) 0.6621(6) 0.4935(3) 0.1040(18) Uani 1 1 d . . . . .
C14B C 0.6175(9) 0.6996(10) 0.4366(5) 0.154(4) Uani 1 1 d . . . . .
H14G H 0.6497 0.7627 0.4521 0.230 Uiso 1 1 calc R U . . .
H14H H 0.5834 0.7179 0.3960 0.230 Uiso 1 1 calc R U . . .
H14I H 0.6575 0.6419 0.4259 0.230 Uiso 1 1 calc R U . . .
C15B C 0.5001(8) 0.7477(10) 0.5218(6) 0.167(5) Uani 1 1 d . . . . .
H15G H 0.4690 0.7188 0.5604 0.250 Uiso 1 1 calc R U . . .
H15H H 0.4590 0.7710 0.4865 0.250 Uiso 1 1 calc R U . . .
H15I H 0.5349 0.8088 0.5368 0.250 Uiso 1 1 calc R U . . .
C16B C 0.5048(6) 0.5647(9) 0.4692(5) 0.140(3) Uani 1 1 d . . . . .
H16G H 0.5415 0.5011 0.4689 0.210 Uiso 1 1 calc R U . . .
H16H H 0.4822 0.5780 0.4232 0.210 Uiso 1 1 calc R U . . .
H16I H 0.4572 0.5528 0.4999 0.210 Uiso 1 1 calc R U . . .
C1C C 0.3216(3) 0.6727(4) 0.8643(3) 0.0782(12) Uani 1 1 d . . . . .
C2C C 0.2983(4) 0.7812(4) 0.8673(3) 0.0804(12) Uani 1 1 d . . . . .
H2C H 0.2535 0.8038 0.8957 0.097 Uiso 1 1 calc R U . . .
C3C C 0.3421(4) 0.8551(4) 0.8279(3) 0.0850(13) Uani 1 1 d . . . . .
C4C C 0.4103(4) 0.8215(5) 0.7847(3) 0.0902(15) Uani 1 1 d . . . . .
C5C C 0.4344(4) 0.7133(5) 0.7824(3) 0.0949(16) Uani 1 1 d . . . . .
H5C H 0.4796 0.6900 0.7546 0.114 Uiso 1 1 calc R U . . .
C6C C 0.3884(4) 0.6397(4) 0.8233(3) 0.0890(14) Uani 1 1 d . . . . .
C7C C 0.4004(4) 0.5223(5) 0.8283(4) 0.108(2) Uani 1 1 d . . . . .
C8C C 0.3333(4) 0.4783(4) 0.8806(3) 0.0875(14) Uani 1 1 d . . . . .
C9C C 0.2815(4) 0.5800(4) 0.9029(4) 0.0889(14) Uani 1 1 d . . . . .
H9C1 H 0.2201 0.5725 0.8905 0.107 Uiso 1 1 calc R U . . .
H9C2 H 0.2872 0.5913 0.9525 0.107 Uiso 1 1 calc R U . . .
C10C C 0.5140(9) 0.8777(9) 0.7021(6) 0.171(5) Uani 1 1 d . . . . .
H10J H 0.5608 0.8415 0.7268 0.257 Uiso 1 1 calc R U . . .
H10K H 0.5358 0.9429 0.6808 0.257 Uiso 1 1 calc R U . . .
H10L H 0.4906 0.8298 0.6670 0.257 Uiso 1 1 calc R U . . .
C11C C 0.2490(6) 0.9996(5) 0.8606(5) 0.119(2) Uani 1 1 d . . . . .
H11J H 0.1989 0.9579 0.8456 0.178 Uiso 1 1 calc R U . . .
H11K H 0.2390 1.0756 0.8509 0.178 Uiso 1 1 calc R U . . .
H11L H 0.2585 0.9897 0.9095 0.178 Uiso 1 1 calc R U . . .
C12C C 0.3852(4) 0.4253(5) 0.9406(4) 0.0997(17) Uani 1 1 d . . . . .
C13C C 0.4459(5) 0.2524(6) 0.9815(4) 0.113(2) Uani 1 1 d . . . . .
C14C C 0.5401(6) 0.2793(10) 0.9732(6) 0.151(4) Uani 1 1 d . . . . .
H14J H 0.5526 0.3484 0.9947 0.227 Uiso 1 1 calc R U . . .
H14K H 0.5528 0.2834 0.9248 0.227 Uiso 1 1 calc R U . . .
H14L H 0.5754 0.2235 0.9947 0.227 Uiso 1 1 calc R U . . .
C15C C 0.4253(8) 0.1416(7) 0.9573(7) 0.166(4) Uani 1 1 d . . . . .
H15J H 0.4468 0.0894 0.9907 0.249 Uiso 1 1 calc R U . . .
H15K H 0.4525 0.1290 0.9137 0.249 Uiso 1 1 calc R U . . .
H15L H 0.3631 0.1338 0.9518 0.249 Uiso 1 1 calc R U . . .
C16C C 0.4175(10) 0.2649(15) 1.0516(6) 0.193(6) Uani 1 1 d . . . . .
H16J H 0.4452 0.3279 1.0720 0.290 Uiso 1 1 calc R U . . .
H16K H 0.4331 0.2010 1.0779 0.290 Uiso 1 1 calc R U . . .
H16L H 0.3552 0.2744 1.0516 0.290 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
N1 O6 1.180(8) . ?
N1 O5 1.198(8) . ?
N1 O4 1.438(8) . ?
N1A O5A 1.195(8) . ?
N1A O6A 1.197(8) . ?
N1A O4A 1.398(7) . ?
N1B O5B 1.175(11) . ?
N1B O6B 1.303(13) . ?
N1B O4B 1.316(10) . ?
N1C O5C 1.186(6) . ?
N1C O6C 1.206(6) . ?
N1C O4C 1.404(6) . ?
O1 C7 1.229(7) . ?
O2 C4 1.372(8) . ?
O2 C10 1.401(10) . ?
O3 C3 1.358(8) . ?
O3 C11 1.423(11) . ?
O4 C8 1.456(7) . ?
O7 C12 1.190(7) . ?
O8 C12 1.316(7) . ?
O8 C13 1.499(7) . ?
O1A C7A 1.221(6) . ?
O2A C4A 1.358(7) . ?
O2A C10A 1.414(10) . ?
O3A C3A 1.364(7) . ?
O3A C11A 1.425(8) . ?
O4A C8A 1.447(7) . ?
O7A C12A 1.202(7) . ?
O8A C12A 1.311(6) . ?
O8A C13A 1.486(7) . ?
O1B C7B 1.099(10) . ?
O2B C4B 1.347(7) . ?
O2B C10B 1.430(9) . ?
O3B C3B 1.314(8) . ?
O3B C11B 1.440(8) . ?
O4B C8B 1.618(9) . ?
O7B C12B 1.186(8) . ?
O8B C12B 1.319(8) . ?
O8B C13B 1.479(8) . ?
O1C C7C 1.208(8) . ?
O2C C4C 1.374(7) . ?
O2C C10C 1.410(10) . ?
O3C C3C 1.355(7) . ?
O3C C11C 1.423(9) . ?
O4C C8C 1.434(7) . ?
O7C C12C 1.205(8) . ?
O8C C12C 1.304(7) . ?
O8C C13C 1.488(8) . ?
C1 C6 1.381(8) . ?
C1 C2 1.391(8) . ?
C1 C9 1.505(8) . ?
C2 C3 1.369(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.431(10) . ?
C4 C5 1.344(9) . ?
C5 C6 1.423(9) . ?
C5 H5A 0.9300 . ?
C6 C7 1.447(9) . ?
C7 C8 1.545(8) . ?
C8 C12 1.533(7) . ?
C8 C9 1.533(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C13 C14 1.509(11) . ?
C13 C15 1.517(13) . ?
C13 C16 1.520(9) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C1A C2A 1.387(7) . ?
C1A C6A 1.391(7) . ?
C1A C9A 1.497(8) . ?
C2A C3A 1.367(8) . ?
C2A H2A 0.9300 . ?
C3A C4A 1.413(8) . ?
C4A C5A 1.371(8) . ?
C5A C6A 1.391(8) . ?
C5A H5A1 0.9300 . ?
C6A C7A 1.446(7) . ?
C7A C8A 1.572(7) . ?
C8A C9A 1.529(7) . ?
C8A C12A 1.532(8) . ?
C9A H9A1 0.9700 . ?
C9A H9A2 0.9700 . ?
C10A H10D 0.9600 . ?
C10A H10E 0.9600 . ?
C10A H10F 0.9600 . ?
C11A H11D 0.9600 . ?
C11A H11E 0.9600 . ?
C11A H11F 0.9600 . ?
C13A C16A 1.507(10) . ?
C13A C14A 1.511(11) . ?
C13A C15A 1.518(11) . ?
C14A H14D 0.9600 . ?
C14A H14E 0.9600 . ?
C14A H14F 0.9600 . ?
C15A H15D 0.9600 . ?
C15A H15E 0.9600 . ?
C15A H15F 0.9600 . ?
C16A H16D 0.9600 . ?
C16A H16E 0.9600 . ?
C16A H16F 0.9600 . ?
C1B C2B 1.385(9) . ?
C1B C6B 1.393(9) . ?
C1B C9B 1.531(10) . ?
C2B C3B 1.376(9) . ?
C2B H2B 0.9300 . ?
C3B C4B 1.445(8) . ?
C4B C5B 1.362(9) . ?
C5B C6B 1.408(9) . ?
C5B H5B 0.9300 . ?
C6B C7B 1.417(10) . ?
C7B C8B 1.527(12) . ?
C8B C12B 1.530(10) . ?
C8B C9B 1.589(11) . ?
C9B H9B1 0.9700 . ?
C9B H9B2 0.9700 . ?
C10B H10G 0.9600 . ?
C10B H10H 0.9600 . ?
C10B H10I 0.9600 . ?
C11B H11G 0.9600 . ?
C11B H11H 0.9600 . ?
C11B H11I 0.9600 . ?
C13B C15B 1.477(11) . ?
C13B C16B 1.507(12) . ?
C13B C14B 1.520(12) . ?
C14B H14G 0.9600 . ?
C14B H14H 0.9600 . ?
C14B H14I 0.9600 . ?
C15B H15G 0.9600 . ?
C15B H15H 0.9600 . ?
C15B H15I 0.9600 . ?
C16B H16G 0.9600 . ?
C16B H16H 0.9600 . ?
C16B H16I 0.9600 . ?
C1C C6C 1.368(7) . ?
C1C C2C 1.375(8) . ?
C1C C9C 1.496(8) . ?
C2C C3C 1.367(8) . ?
C2C H2C 0.9300 . ?
C3C C4C 1.411(8) . ?
C4C C5C 1.375(9) . ?
C5C C6C 1.397(8) . ?
C5C H5C 0.9300 . ?
C6C C7C 1.451(8) . ?
C7C C8C 1.551(9) . ?
C8C C12C 1.535(9) . ?
C8C C9C 1.542(7) . ?
C9C H9C1 0.9700 . ?
C9C H9C2 0.9700 . ?
C10C H10J 0.9600 . ?
C10C H10K 0.9600 . ?
C10C H10L 0.9600 . ?
C11C H11J 0.9600 . ?
C11C H11K 0.9600 . ?
C11C H11L 0.9600 . ?
C13C C16C 1.437(15) . ?
C13C C15C 1.466(13) . ?
C13C C14C 1.491(14) . ?
C14C H14J 0.9600 . ?
C14C H14K 0.9600 . ?
C14C H14L 0.9600 . ?
C15C H15J 0.9600 . ?
C15C H15K 0.9600 . ?
C15C H15L 0.9600 . ?
C16C H16J 0.9600 . ?
C16C H16K 0.9600 . ?
C16C H16L 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
O6 N1 O5 131.3(7) . . ?
O6 N1 O4 117.4(6) . . ?
O5 N1 O4 111.3(6) . . ?
O5A N1A O6A 128.8(6) . . ?
O5A N1A O4A 112.2(6) . . ?
O6A N1A O4A 119.0(5) . . ?
O5B N1B O6B 122.9(10) . . ?
O5B N1B O4B 111.0(10) . . ?
O6B N1B O4B 125.4(9) . . ?
O5C N1C O6C 128.5(5) . . ?
O5C N1C O4C 113.8(5) . . ?
O6C N1C O4C 117.7(4) . . ?
C4 O2 C10 117.9(7) . . ?
C3 O3 C11 115.7(6) . . ?
N1 O4 C8 113.6(4) . . ?
C12 O8 C13 120.9(4) . . ?
C4A O2A C10A 117.3(5) . . ?
C3A O3A C11A 117.9(6) . . ?
N1A O4A C8A 113.7(4) . . ?
C12A O8A C13A 121.8(5) . . ?
C4B O2B C10B 117.0(6) . . ?
C3B O3B C11B 116.6(6) . . ?
N1B O4B C8B 109.7(6) . . ?
C12B O8B C13B 122.8(5) . . ?
C4C O2C C10C 117.2(6) . . ?
C3C O3C C11C 116.7(5) . . ?
N1C O4C C8C 114.2(4) . . ?
C12C O8C C13C 121.3(5) . . ?
C6 C1 C2 120.0(5) . . ?
C6 C1 C9 112.3(5) . . ?
C2 C1 C9 127.6(5) . . ?
C3 C2 C1 118.9(5) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
O3 C3 C2 125.2(6) . . ?
O3 C3 C4 114.0(6) . . ?
C2 C3 C4 120.7(6) . . ?
C5 C4 O2 125.0(6) . . ?
C5 C4 C3 121.0(6) . . ?
O2 C4 C3 114.0(6) . . ?
C4 C5 C6 117.8(6) . . ?
C4 C5 H5A 121.1 . . ?
C6 C5 H5A 121.1 . . ?
C1 C6 C5 121.6(6) . . ?
C1 C6 C7 110.0(5) . . ?
C5 C6 C7 128.4(5) . . ?
O1 C7 C6 128.5(6) . . ?
O1 C7 C8 123.5(6) . . ?
C6 C7 C8 108.0(4) . . ?
O4 C8 C12 108.1(4) . . ?
O4 C8 C9 113.8(4) . . ?
C12 C8 C9 117.8(4) . . ?
O4 C8 C7 101.6(4) . . ?
C12 C8 C7 108.8(5) . . ?
C9 C8 C7 105.3(5) . . ?
C1 C9 C8 104.5(4) . . ?
C1 C9 H9A 110.9 . . ?
C8 C9 H9A 110.9 . . ?
C1 C9 H9B 110.9 . . ?
C8 C9 H9B 110.9 . . ?
H9A C9 H9B 108.9 . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O3 C11 H11A 109.5 . . ?
O3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O7 C12 O8 127.2(5) . . ?
O7 C12 C8 122.9(5) . . ?
O8 C12 C8 109.9(4) . . ?
O8 C13 C14 109.6(6) . . ?
O8 C13 C15 108.8(6) . . ?
C14 C13 C15 113.7(7) . . ?
O8 C13 C16 102.0(5) . . ?
C14 C13 C16 111.5(7) . . ?
C15 C13 C16 110.7(7) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2A C1A C6A 120.0(5) . . ?
C2A C1A C9A 127.8(5) . . ?
C6A C1A C9A 112.2(4) . . ?
C3A C2A C1A 118.1(5) . . ?
C3A C2A H2A 121.0 . . ?
C1A C2A H2A 121.0 . . ?
O3A C3A C2A 124.3(5) . . ?
O3A C3A C4A 113.2(5) . . ?
C2A C3A C4A 122.5(5) . . ?
O2A C4A C5A 126.0(5) . . ?
O2A C4A C3A 114.9(5) . . ?
C5A C4A C3A 119.1(5) . . ?
C4A C5A C6A 118.7(5) . . ?
C4A C5A H5A1 120.7 . . ?
C6A C5A H5A1 120.7 . . ?
C1A C6A C5A 121.7(5) . . ?
C1A C6A C7A 110.4(5) . . ?
C5A C6A C7A 127.9(5) . . ?
O1A C7A C6A 130.0(5) . . ?
O1A C7A C8A 123.4(5) . . ?
C6A C7A C8A 106.5(4) . . ?
O4A C8A C9A 115.6(5) . . ?
O4A C8A C12A 111.2(4) . . ?
C9A C8A C12A 112.9(4) . . ?
O4A C8A C7A 104.3(4) . . ?
C9A C8A C7A 105.2(4) . . ?
C12A C8A C7A 106.7(4) . . ?
C1A C9A C8A 104.3(4) . . ?
C1A C9A H9A1 110.9 . . ?
C8A C9A H9A1 110.9 . . ?
C1A C9A H9A2 110.9 . . ?
C8A C9A H9A2 110.9 . . ?
H9A1 C9A H9A2 108.9 . . ?
O2A C10A H10D 109.5 . . ?
O2A C10A H10E 109.5 . . ?
H10D C10A H10E 109.5 . . ?
O2A C10A H10F 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?
O3A C11A H11D 109.5 . . ?
O3A C11A H11E 109.5 . . ?
H11D C11A H11E 109.5 . . ?
O3A C11A H11F 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 109.5 . . ?
O7A C12A O8A 127.5(5) . . ?
O7A C12A C8A 120.9(5) . . ?
O8A C12A C8A 111.5(4) . . ?
O8A C13A C16A 109.5(5) . . ?
O8A C13A C14A 109.2(5) . . ?
C16A C13A C14A 111.9(7) . . ?
O8A C13A C15A 101.3(6) . . ?
C16A C13A C15A 110.7(6) . . ?
C14A C13A C15A 113.7(8) . . ?
C13A C14A H14D 109.5 . . ?
C13A C14A H14E 109.5 . . ?
H14D C14A H14E 109.5 . . ?
C13A C14A H14F 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14E C14A H14F 109.5 . . ?
C13A C15A H15D 109.5 . . ?
C13A C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
C13A C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C13A C16A H16D 109.5 . . ?
C13A C16A H16E 109.5 . . ?
H16D C16A H16E 109.5 . . ?
C13A C16A H16F 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C2B C1B C6B 120.2(6) . . ?
C2B C1B C9B 126.0(6) . . ?
C6B C1B C9B 113.8(6) . . ?
C3B C2B C1B 120.5(6) . . ?
C3B C2B H2B 119.8 . . ?
C1B C2B H2B 119.8 . . ?
O3B C3B C2B 126.2(5) . . ?
O3B C3B C4B 114.5(5) . . ?
C2B C3B C4B 119.3(6) . . ?
O2B C4B C5B 126.0(5) . . ?
O2B C4B C3B 114.1(6) . . ?
C5B C4B C3B 119.9(5) . . ?
C4B C5B C6B 119.9(6) . . ?
C4B C5B H5B 120.1 . . ?
C6B C5B H5B 120.1 . . ?
C1B C6B C5B 120.2(6) . . ?
C1B C6B C7B 109.6(6) . . ?
C5B C6B C7B 130.2(7) . . ?
O1B C7B C6B 130.6(9) . . ?
O1B C7B C8B 119.5(8) . . ?
C6B C7B C8B 109.9(7) . . ?
C7B C8B C12B 111.4(7) . . ?
C7B C8B C9B 105.8(6) . . ?
C12B C8B C9B 111.7(6) . . ?
C7B C8B O4B 105.8(6) . . ?
C12B C8B O4B 109.2(5) . . ?
C9B C8B O4B 112.8(6) . . ?
C1B C9B C8B 100.9(7) . . ?
C1B C9B H9B1 111.6 . . ?
C8B C9B H9B1 111.6 . . ?
C1B C9B H9B2 111.6 . . ?
C8B C9B H9B2 111.6 . . ?
H9B1 C9B H9B2 109.4 . . ?
O2B C10B H10G 109.5 . . ?
O2B C10B H10H 109.5 . . ?
H10G C10B H10H 109.5 . . ?
O2B C10B H10I 109.5 . . ?
H10G C10B H10I 109.5 . . ?
H10H C10B H10I 109.5 . . ?
O3B C11B H11G 109.5 . . ?
O3B C11B H11H 109.5 . . ?
H11G C11B H11H 109.5 . . ?
O3B C11B H11I 109.5 . . ?
H11G C11B H11I 109.5 . . ?
H11H C11B H11I 109.5 . . ?
O7B C12B O8B 127.2(7) . . ?
O7B C12B C8B 125.1(6) . . ?
O8B C12B C8B 107.6(5) . . ?
C15B C13B O8B 108.2(6) . . ?
C15B C13B C16B 111.1(8) . . ?
O8B C13B C16B 102.2(6) . . ?
C15B C13B C14B 115.2(9) . . ?
O8B C13B C14B 109.4(7) . . ?
C16B C13B C14B 109.9(8) . . ?
C13B C14B H14G 109.5 . . ?
C13B C14B H14H 109.5 . . ?
H14G C14B H14H 109.5 . . ?
C13B C14B H14I 109.5 . . ?
H14G C14B H14I 109.5 . . ?
H14H C14B H14I 109.5 . . ?
C13B C15B H15G 109.5 . . ?
C13B C15B H15H 109.5 . . ?
H15G C15B H15H 109.5 . . ?
C13B C15B H15I 109.5 . . ?
H15G C15B H15I 109.5 . . ?
H15H C15B H15I 109.5 . . ?
C13B C16B H16G 109.5 . . ?
C13B C16B H16H 109.5 . . ?
H16G C16B H16H 109.5 . . ?
C13B C16B H16I 109.5 . . ?
H16G C16B H16I 109.5 . . ?
H16H C16B H16I 109.5 . . ?
C6C C1C C2C 120.4(5) . . ?
C6C C1C C9C 112.6(5) . . ?
C2C C1C C9C 126.9(5) . . ?
C3C C2C C1C 119.0(5) . . ?
C3C C2C H2C 120.5 . . ?
C1C C2C H2C 120.5 . . ?
O3C C3C C2C 124.7(5) . . ?
O3C C3C C4C 114.3(5) . . ?
C2C C3C C4C 120.9(5) . . ?
O2C C4C C5C 126.0(6) . . ?
O2C C4C C3C 113.9(5) . . ?
C5C C4C C3C 120.1(5) . . ?
C4C C5C C6C 117.6(5) . . ?
C4C C5C H5C 121.2 . . ?
C6C C5C H5C 121.2 . . ?
C1C C6C C5C 121.9(5) . . ?
C1C C6C C7C 110.3(5) . . ?
C5C C6C C7C 127.8(5) . . ?
O1C C7C C6C 129.4(6) . . ?
O1C C7C C8C 122.9(6) . . ?
C6C C7C C8C 107.7(5) . . ?
O4C C8C C12C 113.5(4) . . ?
O4C C8C C9C 114.1(5) . . ?
C12C C8C C9C 113.0(5) . . ?
O4C C8C C7C 103.1(5) . . ?
C12C C8C C7C 107.3(5) . . ?
C9C C8C C7C 104.7(4) . . ?
C1C C9C C8C 104.7(4) . . ?
C1C C9C H9C1 110.8 . . ?
C8C C9C H9C1 110.8 . . ?
C1C C9C H9C2 110.8 . . ?
C8C C9C H9C2 110.8 . . ?
H9C1 C9C H9C2 108.9 . . ?
O2C C10C H10J 109.5 . . ?
O2C C10C H10K 109.5 . . ?
H10J C10C H10K 109.5 . . ?
O2C C10C H10L 109.5 . . ?
H10J C10C H10L 109.5 . . ?
H10K C10C H10L 109.5 . . ?
O3C C11C H11J 109.5 . . ?
O3C C11C H11K 109.5 . . ?
H11J C11C H11K 109.5 . . ?
O3C C11C H11L 109.5 . . ?
H11J C11C H11L 109.5 . . ?
H11K C11C H11L 109.5 . . ?
O7C C12C O8C 127.3(6) . . ?
O7C C12C C8C 120.8(6) . . ?
O8C C12C C8C 111.7(5) . . ?
C16C C13C C15C 109.3(11) . . ?
C16C C13C O8C 111.6(7) . . ?
C15C C13C O8C 101.5(6) . . ?
C16C C13C C14C 113.0(10) . . ?
C15C C13C C14C 111.8(9) . . ?
O8C C13C C14C 108.9(7) . . ?
C13C C14C H14J 109.5 . . ?
C13C C14C H14K 109.5 . . ?
H14J C14C H14K 109.5 . . ?
C13C C14C H14L 109.5 . . ?
H14J C14C H14L 109.5 . . ?
H14K C14C H14L 109.5 . . ?
C13C C15C H15J 109.5 . . ?
C13C C15C H15K 109.5 . . ?
H15J C15C H15K 109.5 . . ?
C13C C15C H15L 109.5 . . ?
H15J C15C H15L 109.5 . . ?
H15K C15C H15L 109.5 . . ?
C13C C16C H16J 109.5 . . ?
C13C C16C H16K 109.5 . . ?
H16J C16C H16K 109.5 . . ?
C13C C16C H16L 109.5 . . ?
H16J C16C H16L 109.5 . . ?
H16K C16C H16L 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
O6 N1 O4 C8 11.0(7) . . . . ?
O5 N1 O4 C8 -169.2(5) . . . . ?
O5A N1A O4A C8A -174.4(6) . . . . ?
O6A N1A O4A C8A 5.6(8) . . . . ?
O5B N1B O4B C8B -161.2(9) . . . . ?
O6B N1B O4B C8B 28.1(14) . . . . ?
O5C N1C O4C C8C -177.0(5) . . . . ?
O6C N1C O4C C8C 4.0(6) . . . . ?
C6 C1 C2 C3 0.7(8) . . . . ?
C9 C1 C2 C3 -177.2(6) . . . . ?
C11 O3 C3 C2 -1.7(11) . . . . ?
C11 O3 C3 C4 176.2(8) . . . . ?
C1 C2 C3 O3 177.3(6) . . . . ?
C1 C2 C3 C4 -0.5(9) . . . . ?
C10 O2 C4 C5 0.3(11) . . . . ?
C10 O2 C4 C3 -178.7(8) . . . . ?
O3 C3 C4 C5 -178.1(6) . . . . ?
C2 C3 C4 C5 -0.1(10) . . . . ?
O3 C3 C4 O2 0.9(9) . . . . ?
C2 C3 C4 O2 179.0(6) . . . . ?
O2 C4 C5 C6 -178.5(6) . . . . ?
C3 C4 C5 C6 0.5(9) . . . . ?
C2 C1 C6 C5 -0.3(8) . . . . ?
C9 C1 C6 C5 177.9(5) . . . . ?
C2 C1 C6 C7 -178.1(5) . . . . ?
C9 C1 C6 C7 0.1(6) . . . . ?
C4 C5 C6 C1 -0.3(8) . . . . ?
C4 C5 C6 C7 177.0(6) . . . . ?
C1 C6 C7 O1 179.8(6) . . . . ?
C5 C6 C7 O1 2.2(10) . . . . ?
C1 C6 C7 C8 0.8(6) . . . . ?
C5 C6 C7 C8 -176.8(5) . . . . ?
N1 O4 C8 C12 60.7(6) . . . . ?
N1 O4 C8 C9 -72.1(6) . . . . ?
N1 O4 C8 C7 175.2(4) . . . . ?
O1 C7 C8 O4 -61.4(7) . . . . ?
C6 C7 C8 O4 117.7(5) . . . . ?
O1 C7 C8 C12 52.6(7) . . . . ?
C6 C7 C8 C12 -128.4(5) . . . . ?
O1 C7 C8 C9 179.7(6) . . . . ?
C6 C7 C8 C9 -1.3(6) . . . . ?
C6 C1 C9 C8 -0.9(6) . . . . ?
C2 C1 C9 C8 177.1(5) . . . . ?
O4 C8 C9 C1 -109.2(5) . . . . ?
C12 C8 C9 C1 122.7(5) . . . . ?
C7 C8 C9 C1 1.3(6) . . . . ?
C13 O8 C12 O7 -7.7(10) . . . . ?
C13 O8 C12 C8 173.1(5) . . . . ?
O4 C8 C12 O7 14.9(8) . . . . ?
C9 C8 C12 O7 145.7(7) . . . . ?
C7 C8 C12 O7 -94.7(7) . . . . ?
O4 C8 C12 O8 -165.8(5) . . . . ?
C9 C8 C12 O8 -35.1(7) . . . . ?
C7 C8 C12 O8 84.5(6) . . . . ?
C12 O8 C13 C14 65.8(8) . . . . ?
C12 O8 C13 C15 -59.0(8) . . . . ?
C12 O8 C13 C16 -176.0(6) . . . . ?
C6A C1A C2A C3A 2.4(8) . . . . ?
C9A C1A C2A C3A -177.8(6) . . . . ?
C11A O3A C3A C2A 3.4(10) . . . . ?
C11A O3A C3A C4A -176.0(7) . . . . ?
C1A C2A C3A O3A 178.6(5) . . . . ?
C1A C2A C3A C4A -2.1(9) . . . . ?
C10A O2A C4A C5A 1.3(13) . . . . ?
C10A O2A C4A C3A -177.8(9) . . . . ?
O3A C3A C4A O2A 0.0(9) . . . . ?
C2A C3A C4A O2A -179.4(6) . . . . ?
O3A C3A C4A C5A -179.2(6) . . . . ?
C2A C3A C4A C5A 1.5(10) . . . . ?
O2A C4A C5A C6A 179.8(6) . . . . ?
C3A C4A C5A C6A -1.1(9) . . . . ?
C2A C1A C6A C5A -2.2(8) . . . . ?
C9A C1A C6A C5A 178.0(5) . . . . ?
C2A C1A C6A C7A 177.1(5) . . . . ?
C9A C1A C6A C7A -2.7(6) . . . . ?
C4A C5A C6A C1A 1.6(9) . . . . ?
C4A C5A C6A C7A -177.7(6) . . . . ?
C1A C6A C7A O1A 177.0(6) . . . . ?
C5A C6A C7A O1A -3.7(10) . . . . ?
C1A C6A C7A C8A -4.8(6) . . . . ?
C5A C6A C7A C8A 174.5(5) . . . . ?
N1A O4A C8A C9A -70.2(6) . . . . ?
N1A O4A C8A C12A 60.2(6) . . . . ?
N1A O4A C8A C7A 174.9(4) . . . . ?
O1A C7A C8A O4A -49.5(7) . . . . ?
C6A C7A C8A O4A 132.3(4) . . . . ?
O1A C7A C8A C9A -171.6(6) . . . . ?
C6A C7A C8A C9A 10.2(6) . . . . ?
O1A C7A C8A C12A 68.3(7) . . . . ?
C6A C7A C8A C12A -110.0(5) . . . . ?
C2A C1A C9A C8A -170.7(5) . . . . ?
C6A C1A C9A C8A 9.1(6) . . . . ?
O4A C8A C9A C1A -125.7(5) . . . . ?
C12A C8A C9A C1A 104.7(5) . . . . ?
C7A C8A C9A C1A -11.3(6) . . . . ?
C13A O8A C12A O7A 0.6(9) . . . . ?
C13A O8A C12A C8A 177.6(5) . . . . ?
O4A C8A C12A O7A -159.9(5) . . . . ?
C9A C8A C12A O7A -28.1(7) . . . . ?
C7A C8A C12A O7A 87.0(6) . . . . ?
O4A C8A C12A O8A 22.8(6) . . . . ?
C9A C8A C12A O8A 154.6(4) . . . . ?
C7A C8A C12A O8A -90.3(5) . . . . ?
C12A O8A C13A C16A 58.4(8) . . . . ?
C12A O8A C13A C14A -64.4(8) . . . . ?
C12A O8A C13A C15A 175.4(6) . . . . ?
C6B C1B C2B C3B 1.5(10) . . . . ?
C9B C1B C2B C3B -179.9(7) . . . . ?
C11B O3B C3B C2B -2.5(10) . . . . ?
C11B O3B C3B C4B 178.7(7) . . . . ?
C1B C2B C3B O3B -178.2(6) . . . . ?
C1B C2B C3B C4B 0.5(10) . . . . ?
C10B O2B C4B C5B -4.5(10) . . . . ?
C10B O2B C4B C3B 176.3(6) . . . . ?
O3B C3B C4B O2B -3.2(8) . . . . ?
C2B C3B C4B O2B 177.9(6) . . . . ?
O3B C3B C4B C5B 177.5(6) . . . . ?
C2B C3B C4B C5B -1.4(9) . . . . ?
O2B C4B C5B C6B -179.0(6) . . . . ?
C3B C4B C5B C6B 0.2(9) . . . . ?
C2B C1B C6B C5B -2.7(10) . . . . ?
C9B C1B C6B C5B 178.5(6) . . . . ?
C2B C1B C6B C7B 177.7(6) . . . . ?
C9B C1B C6B C7B -1.0(8) . . . . ?
C4B C5B C6B C1B 1.8(9) . . . . ?
C4B C5B C6B C7B -178.7(8) . . . . ?
C1B C6B C7B O1B 178.0(13) . . . . ?
C5B C6B C7B O1B -1.6(18) . . . . ?
C1B C6B C7B C8B -1.6(9) . . . . ?
C5B C6B C7B C8B 178.9(7) . . . . ?
O1B C7B C8B C12B 62.3(13) . . . . ?
C6B C7B C8B C12B -118.1(7) . . . . ?
O1B C7B C8B C9B -176.2(11) . . . . ?
C6B C7B C8B C9B 3.4(8) . . . . ?
O1B C7B C8B O4B -56.3(13) . . . . ?
C6B C7B C8B O4B 123.3(7) . . . . ?
N1B O4B C8B C7B 175.5(8) . . . . ?
N1B O4B C8B C12B 55.5(9) . . . . ?
N1B O4B C8B C9B -69.4(8) . . . . ?
C2B C1B C9B C8B -175.6(6) . . . . ?
C6B C1B C9B C8B 3.0(8) . . . . ?
C7B C8B C9B C1B -3.7(7) . . . . ?
C12B C8B C9B C1B 117.7(6) . . . . ?
O4B C8B C9B C1B -118.8(6) . . . . ?
C13B O8B C12B O7B 3.6(13) . . . . ?
C13B O8B C12B C8B -178.2(6) . . . . ?
C7B C8B C12B O7B -120.3(9) . . . . ?
C9B C8B C12B O7B 121.7(9) . . . . ?
O4B C8B C12B O7B -3.8(11) . . . . ?
C7B C8B C12B O8B 61.5(8) . . . . ?
C9B C8B C12B O8B -56.5(8) . . . . ?
O4B C8B C12B O8B 178.0(6) . . . . ?
C12B O8B C13B C15B -69.5(10) . . . . ?
C12B O8B C13B C16B 173.2(7) . . . . ?
C12B O8B C13B C14B 56.7(9) . . . . ?
C6C C1C C2C C3C 1.0(9) . . . . ?
C9C C1C C2C C3C -179.6(6) . . . . ?
C11C O3C C3C C2C -5.5(10) . . . . ?
C11C O3C C3C C4C 172.6(6) . . . . ?
C1C C2C C3C O3C 178.0(6) . . . . ?
C1C C2C C3C C4C -0.1(9) . . . . ?
C10C O2C C4C C5C 3.6(12) . . . . ?
C10C O2C C4C C3C -177.4(8) . . . . ?
O3C C3C C4C O2C 1.9(8) . . . . ?
C2C C3C C4C O2C -179.9(6) . . . . ?
O3C C3C C4C C5C -179.0(6) . . . . ?
C2C C3C C4C C5C -0.8(9) . . . . ?
O2C C4C C5C C6C 179.7(6) . . . . ?
C3C C4C C5C C6C 0.8(10) . . . . ?
C2C C1C C6C C5C -1.0(9) . . . . ?
C9C C1C C6C C5C 179.5(6) . . . . ?
C2C C1C C6C C7C -179.6(6) . . . . ?
C9C C1C C6C C7C 0.8(8) . . . . ?
C4C C5C C6C C1C 0.1(10) . . . . ?
C4C C5C C6C C7C 178.5(7) . . . . ?
C1C C6C C7C O1C 176.8(10) . . . . ?
C5C C6C C7C O1C -1.8(15) . . . . ?
C1C C6C C7C C8C -1.3(8) . . . . ?
C5C C6C C7C C8C -179.9(7) . . . . ?
N1C O4C C8C C12C 61.0(6) . . . . ?
N1C O4C C8C C9C -70.3(6) . . . . ?
N1C O4C C8C C7C 176.8(4) . . . . ?
O1C C7C C8C O4C -57.4(10) . . . . ?
C6C C7C C8C O4C 120.9(6) . . . . ?
O1C C7C C8C C12C 62.7(11) . . . . ?
C6C C7C C8C C12C -119.0(6) . . . . ?
O1C C7C C8C C9C -177.0(9) . . . . ?
C6C C7C C8C C9C 1.3(8) . . . . ?
C6C C1C C9C C8C 0.0(7) . . . . ?
C2C C1C C9C C8C -179.4(6) . . . . ?
O4C C8C C9C C1C -112.8(5) . . . . ?
C12C C8C C9C C1C 115.7(6) . . . . ?
C7C C8C C9C C1C -0.8(7) . . . . ?
C13C O8C C12C O7C 0.3(12) . . . . ?
C13C O8C C12C C8C 175.6(6) . . . . ?
O4C C8C C12C O7C -167.0(7) . . . . ?
C9C C8C C12C O7C -35.1(9) . . . . ?
C7C C8C C12C O7C 79.7(9) . . . . ?
O4C C8C C12C O8C 17.4(8) . . . . ?
C9C C8C C12C O8C 149.2(6) . . . . ?
C7C C8C C12C O8C -95.9(6) . . . . ?
C12C O8C C13C C16C 56.2(12) . . . . ?
C12C O8C C13C C15C 172.6(8) . . . . ?
C12C O8C C13C C14C -69.3(9) . . . . ?

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
C15C H15J O7C 0.96 2.50 3.275(10) 138.4 2_647
C14C H14J O7C 0.96 2.62 3.103(12) 111.4 .
C11C H11K O5C 0.96 2.64 3.585(8) 166.5 1_565
C10C H10J O6B 0.96 2.10 2.954(17) 147.7 .
C2C H2C O7A 0.93 2.43 3.206(7) 141.2 .
C15B H15I O7B 0.96 2.57 3.105(13) 115.5 .
C14B H14G O7B 0.96 2.44 2.983(13) 115.4 .
C11B H11H O2C 0.96 2.59 3.437(10) 146.9 1_545
C2B H2B O1C 0.93 2.35 3.249(8) 163.6 .
C16A H16D O7A 0.96 2.43 2.966(8) 115.3 .
C14A H14F O7A 0.96 2.51 3.052(10) 115.6 .
C9A H9A1 O5B 0.97 2.58 3.478(11) 154.1 1_455
C16 H16C O1B 0.96 2.60 3.328(11) 132.3 .
C15 H15C O7 0.96 2.46 3.005(11) 115.8 .
C14 H14A O1B 0.96 2.65 3.542(14) 154.8 2_746
C14 H14A O7 0.96 2.47 3.020(10) 116.5 .

_refine_diff_density_max         0.519
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.066

_shelxl_version_number           2013-4

