# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

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

data_8f
_audit_block_doi                 10.5517/ccdc.csd.cc2842gz
_database_code_depnum_ccdc_archive 'CCDC 2089290'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1NJ03991A 2021
loop_
_audit_author_name
_audit_author_address
'Victor Khrustalev'
;Peoples Friendship University of Russia (RUDN University, Moscow)
Russia
;
_audit_update_record             
;
2021-06-10 deposited with the CCDC.	2022-07-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H21 N O6'
_chemical_formula_sum            'C16 H21 N O6'
_chemical_formula_weight         323.34

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                   8.1315(6)
_cell_length_b                   13.2200(10)
_cell_length_c                   14.3234(9)
_cell_angle_alpha                84.858(3)
_cell_angle_beta                 89.157(3)
_cell_angle_gamma                89.327(3)
_cell_volume                     1533.30(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2495
_cell_measurement_theta_min      2.90
_cell_measurement_theta_max      20.89

_exptl_crystal_description       fragment
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_F_000             688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.107
_shelx_estimated_absorpt_T_min   0.962
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.922
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker KAPPA APEX II area-detector diffractometer'
_diffrn_measurement_method       '/f and /w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23542
_diffrn_reflns_av_unetI/netI     0.0822
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.774
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             6992
_reflns_number_gt                3809
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0561P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6992
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1167
_refine_ls_R_factor_gt           0.0558
_refine_ls_wR_factor_ref         0.1409
_refine_ls_wR_factor_gt          0.1171
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_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
O1 O 0.1795(2) 0.62253(13) 0.54717(13) 0.0638(6) Uani 1 1 d . . . . .
O2 O -0.0669(2) 0.69172(13) 0.52003(12) 0.0535(5) Uani 1 1 d . . . . .
O3 O 0.3045(2) 0.59885(13) 0.36958(13) 0.0613(5) Uani 1 1 d . . . . .
O4 O 0.5495(2) 0.67081(12) 0.37235(12) 0.0516(5) Uani 1 1 d . . . . .
O10 O 0.31162(19) 0.92823(11) 0.46274(10) 0.0388(4) Uani 1 1 d . . . . .
O11 O 0.12929(19) 0.89724(11) 0.31967(10) 0.0416(4) Uani 1 1 d . . . . .
N2 N 0.4894(3) 0.95594(17) 0.28877(15) 0.0481(6) Uani 1 1 d . . . . .
H2 H 0.429(3) 1.001(2) 0.3041(19) 0.061(10) Uiso 1 1 d . . . . .
C1 C 0.5570(3) 0.90363(18) 0.37394(17) 0.0455(6) Uani 1 1 d . . . . .
H1A H 0.614635 0.952453 0.407769 0.055 Uiso 1 1 calc R U . . .
H1B H 0.636802 0.853285 0.356534 0.055 Uiso 1 1 calc R U . . .
C3 C 0.3924(3) 0.88733(19) 0.23758(16) 0.0467(6) Uani 1 1 d . . . . .
H3A H 0.466855 0.838561 0.212208 0.056 Uiso 1 1 calc R U . . .
H3B H 0.342134 0.926751 0.184924 0.056 Uiso 1 1 calc R U . . .
C3A C 0.2585(3) 0.82934(17) 0.29273(15) 0.0371(6) Uani 1 1 d . . . . .
C4 C 0.1562(3) 0.7566(2) 0.24051(17) 0.0514(7) Uani 1 1 d . . . . .
H4A H 0.213461 0.692486 0.235425 0.062 Uiso 1 1 calc R U . . .
H4B H 0.127663 0.786224 0.178381 0.062 Uiso 1 1 calc R U . . .
C5 C 0.0036(3) 0.7434(2) 0.30490(18) 0.0529(7) Uani 1 1 d . . . . .
H5A H -0.096858 0.757812 0.270317 0.063 Uiso 1 1 calc R U . . .
H5B H -0.001275 0.675347 0.336290 0.063 Uiso 1 1 calc R U . . .
C6 C 0.0330(3) 0.82271(17) 0.37473(16) 0.0408(6) Uani 1 1 d . . . . .
H6A H -0.068665 0.850374 0.400389 0.049 Uiso 1 1 calc R U . . .
C6A C 0.1553(3) 0.78151(16) 0.45050(15) 0.0337(5) Uani 1 1 d . . . . .
C7 C 0.2047(3) 0.86260(17) 0.51862(15) 0.0387(6) Uani 1 1 d . . . . .
H7A H 0.109797 0.898131 0.543809 0.046 Uiso 1 1 calc R U . . .
C8 C 0.3232(3) 0.8188(2) 0.59487(16) 0.0510(7) Uani 1 1 d . . . . .
H8A H 0.285072 0.754406 0.624770 0.061 Uiso 1 1 calc R U . . .
H8B H 0.339411 0.865747 0.642122 0.061 Uiso 1 1 calc R U . . .
C9 C 0.4813(3) 0.8053(2) 0.53559(16) 0.0500(7) Uani 1 1 d . . . . .
H9A H 0.572732 0.841677 0.559021 0.060 Uiso 1 1 calc R U . . .
H9B H 0.511274 0.734214 0.534589 0.060 Uiso 1 1 calc R U . . .
C9A C 0.4295(3) 0.85177(17) 0.43833(15) 0.0349(5) Uani 1 1 d . . . . .
C9B C 0.3177(3) 0.77759(16) 0.39044(14) 0.0323(5) Uani 1 1 d . . . . .
C10 C 0.0958(3) 0.68770(18) 0.50862(16) 0.0408(6) Uani 1 1 d . . . . .
C11 C -0.1396(4) 0.6095(2) 0.5802(2) 0.0712(9) Uani 1 1 d . . . . .
H11A H -0.256570 0.619602 0.583668 0.107 Uiso 1 1 calc R U . . .
H11B H -0.115836 0.546054 0.554824 0.107 Uiso 1 1 calc R U . . .
H11C H -0.094525 0.608461 0.641826 0.107 Uiso 1 1 calc R U . . .
C12 C 0.3860(3) 0.67218(18) 0.37866(16) 0.0395(6) Uani 1 1 d . . . . .
C13 C 0.6229(4) 0.5726(2) 0.3587(2) 0.0677(9) Uani 1 1 d . . . . .
H13A H 0.740354 0.578705 0.354919 0.102 Uiso 1 1 calc R U . . .
H13B H 0.593482 0.524807 0.410474 0.102 Uiso 1 1 calc R U . . .
H13C H 0.583324 0.549402 0.301579 0.102 Uiso 1 1 calc R U . . .
O21 O 0.7403(2) 0.92626(12) 0.95050(11) 0.0538(5) Uani 1 1 d . . . . .
O22 O 0.8084(2) 0.85560(12) 1.09212(11) 0.0521(5) Uani 1 1 d . . . . .
O23 O 0.6544(2) 0.78034(15) 0.73453(11) 0.0611(5) Uani 1 1 d . . . . .
O24 O 0.8750(2) 0.81343(12) 0.81450(10) 0.0439(4) Uani 1 1 d . . . . .
O30 O 0.44747(18) 0.65391(11) 0.98886(9) 0.0354(4) Uani 1 1 d . . . . .
O31 O 0.74247(18) 0.57291(10) 1.00382(10) 0.0362(4) Uani 1 1 d . . . . .
N22 N 0.5176(3) 0.51414(15) 0.85027(15) 0.0400(5) Uani 1 1 d . . . . .
H22 H 0.489(3) 0.486(2) 0.9078(19) 0.070(9) Uiso 1 1 d . . . . .
C21 C 0.4297(3) 0.60992(17) 0.83087(16) 0.0403(6) Uani 1 1 d . . . . .
H21A H 0.312723 0.598209 0.839676 0.048 Uiso 1 1 calc R U . . .
H21B H 0.448384 0.634517 0.765768 0.048 Uiso 1 1 calc R U . . .
C23 C 0.6949(3) 0.52613(17) 0.84617(16) 0.0390(6) Uani 1 1 d . . . . .
H23A H 0.727059 0.544355 0.781414 0.047 Uiso 1 1 calc R U . . .
H23B H 0.745453 0.460806 0.865084 0.047 Uiso 1 1 calc R U . . .
C23A C 0.7645(3) 0.60339(16) 0.90507(15) 0.0328(5) Uani 1 1 d . . . . .
C24 C 0.9510(3) 0.61742(18) 0.90213(17) 0.0437(6) Uani 1 1 d . . . . .
H24A H 0.985667 0.659727 0.846671 0.052 Uiso 1 1 calc R U . . .
H24B H 1.008757 0.552674 0.904061 0.052 Uiso 1 1 calc R U . . .
C25 C 0.9783(3) 0.67044(18) 0.99198(17) 0.0468(7) Uani 1 1 d . . . . .
H25A H 1.060888 0.635266 1.031247 0.056 Uiso 1 1 calc R U . . .
H25B H 1.010134 0.740666 0.977674 0.056 Uiso 1 1 calc R U . . .
C26 C 0.8065(3) 0.66249(16) 1.03833(16) 0.0377(6) Uani 1 1 d . . . . .
H26A H 0.808874 0.659299 1.106920 0.045 Uiso 1 1 calc R U . . .
C26A C 0.6919(3) 0.74703(15) 0.99404(14) 0.0317(5) Uani 1 1 d . . . . .
C27 C 0.5105(3) 0.73876(17) 1.03125(15) 0.0386(6) Uani 1 1 d . . . . .
H27A H 0.502409 0.730983 1.099845 0.046 Uiso 1 1 calc R U . . .
C28 C 0.4017(3) 0.82470(18) 0.98714(16) 0.0452(6) Uani 1 1 d . . . . .
H28A H 0.454034 0.890186 0.987749 0.054 Uiso 1 1 calc R U . . .
H28B H 0.295346 0.826691 1.018546 0.054 Uiso 1 1 calc R U . . .
C29A C 0.4810(3) 0.69095(16) 0.89252(14) 0.0325(5) Uani 1 1 d . . . . .
C29B C 0.6691(3) 0.70936(15) 0.89362(14) 0.0280(5) Uani 1 1 d . . . . .
C29 C 0.3864(3) 0.79302(18) 0.88609(16) 0.0424(6) Uani 1 1 d . . . . .
H29A H 0.272348 0.784491 0.869793 0.051 Uiso 1 1 calc R U . . .
H29B H 0.437038 0.842298 0.840593 0.051 Uiso 1 1 calc R U . . .
C30 C 0.7514(3) 0.85286(17) 1.00486(16) 0.0366(6) Uani 1 1 d . . . . .
C31 C 0.8522(4) 0.95423(19) 1.12082(19) 0.0661(9) Uani 1 1 d . . . . .
H31A H 0.891075 0.946491 1.184055 0.099 Uiso 1 1 calc R U . . .
H31B H 0.937300 0.983213 1.079972 0.099 Uiso 1 1 calc R U . . .
H31C H 0.757332 0.998213 1.117409 0.099 Uiso 1 1 calc R U . . .
C32 C 0.7287(3) 0.77234(16) 0.80677(16) 0.0357(5) Uani 1 1 d . . . . .
C33 C 0.9456(3) 0.8637(2) 0.73052(18) 0.0575(7) Uani 1 1 d . . . . .
H33A H 1.050886 0.890431 0.744205 0.086 Uiso 1 1 calc R U . . .
H33B H 0.958767 0.815999 0.684138 0.086 Uiso 1 1 calc R U . . .
H33C H 0.874156 0.918188 0.707089 0.086 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C10 1.193(3) . ?
O2 C10 1.332(3) . ?
O2 C11 1.451(3) . ?
O3 C12 1.198(3) . ?
O4 C12 1.331(3) . ?
O4 C13 1.450(3) . ?
O10 C7 1.422(3) . ?
O10 C9A 1.447(3) . ?
O11 C6 1.438(3) . ?
O11 C3A 1.444(3) . ?
N2 C1 1.459(3) . ?
N2 C3 1.462(3) . ?
N2 H2 0.81(3) . ?
C1 C9A 1.507(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 C3A 1.511(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3A C4 1.530(3) . ?
C3A C9B 1.581(3) . ?
C4 C5 1.537(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.535(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C6A 1.542(3) . ?
C6 H6A 0.9800 . ?
C6A C10 1.511(3) . ?
C6A C9B 1.568(3) . ?
C6A C7 1.572(3) . ?
C7 C8 1.537(3) . ?
C7 H7A 0.9800 . ?
C8 C9 1.547(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C9A 1.534(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9A C9B 1.555(3) . ?
C9B C12 1.517(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
O21 C30 1.192(3) . ?
O22 C30 1.343(3) . ?
O22 C31 1.452(3) . ?
O23 C32 1.201(2) . ?
O24 C32 1.324(3) . ?
O24 C33 1.436(3) . ?
O30 C27 1.426(2) . ?
O30 C29A 1.445(2) . ?
O31 C26 1.430(2) . ?
O31 C23A 1.445(2) . ?
N22 C23 1.452(3) . ?
N22 C21 1.454(3) . ?
N22 H22 0.90(3) . ?
C21 C29A 1.514(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C23 C23A 1.503(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23A C24 1.529(3) . ?
C23A C29B 1.590(3) . ?
C24 C25 1.540(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.539(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C26A 1.545(3) . ?
C26 H26A 0.9800 . ?
C26A C30 1.508(3) . ?
C26A C27 1.562(3) . ?
C26A C29B 1.578(3) . ?
C27 C28 1.529(3) . ?
C27 H27A 0.9800 . ?
C28 C29 1.550(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29A C29 1.542(3) . ?
C29A C29B 1.552(3) . ?
C29B C32 1.511(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 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
C10 O2 C11 116.1(2) . . ?
C12 O4 C13 115.1(2) . . ?
C7 O10 C9A 97.41(16) . . ?
C6 O11 C3A 97.16(16) . . ?
C1 N2 C3 111.29(19) . . ?
C1 N2 H2 107.8(19) . . ?
C3 N2 H2 108(2) . . ?
N2 C1 C9A 113.9(2) . . ?
N2 C1 H1A 108.8 . . ?
C9A C1 H1A 108.8 . . ?
N2 C1 H1B 108.8 . . ?
C9A C1 H1B 108.8 . . ?
H1A C1 H1B 107.7 . . ?
N2 C3 C3A 116.42(19) . . ?
N2 C3 H3A 108.2 . . ?
C3A C3 H3A 108.2 . . ?
N2 C3 H3B 108.2 . . ?
C3A C3 H3B 108.2 . . ?
H3A C3 H3B 107.3 . . ?
O11 C3A C3 110.86(18) . . ?
O11 C3A C4 99.43(18) . . ?
C3 C3A C4 117.20(19) . . ?
O11 C3A C9B 102.56(16) . . ?
C3 C3A C9B 113.40(19) . . ?
C4 C3A C9B 111.46(19) . . ?
C3A C4 C5 101.27(19) . . ?
C3A C4 H4A 111.5 . . ?
C5 C4 H4A 111.5 . . ?
C3A C4 H4B 111.5 . . ?
C5 C4 H4B 111.5 . . ?
H4A C4 H4B 109.3 . . ?
C6 C5 C4 101.82(19) . . ?
C6 C5 H5A 111.4 . . ?
C4 C5 H5A 111.4 . . ?
C6 C5 H5B 111.4 . . ?
C4 C5 H5B 111.4 . . ?
H5A C5 H5B 109.3 . . ?
O11 C6 C5 102.20(19) . . ?
O11 C6 C6A 102.29(17) . . ?
C5 C6 C6A 110.63(19) . . ?
O11 C6 H6A 113.5 . . ?
C5 C6 H6A 113.5 . . ?
C6A C6 H6A 113.5 . . ?
C10 C6A C6 113.49(19) . . ?
C10 C6A C9B 120.33(18) . . ?
C6 C6A C9B 100.59(17) . . ?
C10 C6A C7 108.51(18) . . ?
C6 C6A C7 113.38(18) . . ?
C9B C6A C7 99.85(17) . . ?
O10 C7 C8 100.71(19) . . ?
O10 C7 C6A 103.45(16) . . ?
C8 C7 C6A 112.27(18) . . ?
O10 C7 H7A 113.1 . . ?
C8 C7 H7A 113.1 . . ?
C6A C7 H7A 113.1 . . ?
C7 C8 C9 100.63(18) . . ?
C7 C8 H8A 111.6 . . ?
C9 C8 H8A 111.6 . . ?
C7 C8 H8B 111.6 . . ?
C9 C8 H8B 111.6 . . ?
H8A C8 H8B 109.4 . . ?
C9A C9 C8 102.10(18) . . ?
C9A C9 H9A 111.3 . . ?
C8 C9 H9A 111.3 . . ?
C9A C9 H9B 111.3 . . ?
C8 C9 H9B 111.3 . . ?
H9A C9 H9B 109.2 . . ?
O10 C9A C1 107.69(18) . . ?
O10 C9A C9 101.31(17) . . ?
C1 C9A C9 119.0(2) . . ?
O10 C9A C9B 101.45(16) . . ?
C1 C9A C9B 114.21(18) . . ?
C9 C9A C9B 110.68(19) . . ?
C12 C9B C9A 117.32(18) . . ?
C12 C9B C6A 115.57(19) . . ?
C9A C9B C6A 101.77(16) . . ?
C12 C9B C3A 109.96(17) . . ?
C9A C9B C3A 109.72(17) . . ?
C6A C9B C3A 101.08(17) . . ?
O1 C10 O2 122.9(2) . . ?
O1 C10 C6A 126.5(2) . . ?
O2 C10 C6A 110.3(2) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 C12 O4 122.6(2) . . ?
O3 C12 C9B 125.0(2) . . ?
O4 C12 C9B 112.3(2) . . ?
O4 C13 H13A 109.5 . . ?
O4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C30 O22 C31 117.16(18) . . ?
C32 O24 C33 116.58(19) . . ?
C27 O30 C29A 97.31(16) . . ?
C26 O31 C23A 97.38(15) . . ?
C23 N22 C21 112.56(19) . . ?
C23 N22 H22 108.6(18) . . ?
C21 N22 H22 109.3(17) . . ?
N22 C21 C29A 113.34(17) . . ?
N22 C21 H21A 108.9 . . ?
C29A C21 H21A 108.9 . . ?
N22 C21 H21B 108.9 . . ?
C29A C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
N22 C23 C23A 116.42(18) . . ?
N22 C23 H23A 108.2 . . ?
C23A C23 H23A 108.2 . . ?
N22 C23 H23B 108.2 . . ?
C23A C23 H23B 108.2 . . ?
H23A C23 H23B 107.3 . . ?
O31 C23A C23 111.16(18) . . ?
O31 C23A C24 99.31(16) . . ?
C23 C23A C24 117.48(19) . . ?
O31 C23A C29B 102.28(15) . . ?
C23 C23A C29B 112.98(17) . . ?
C24 C23A C29B 111.68(18) . . ?
C23A C24 C25 101.58(18) . . ?
C23A C24 H24A 111.5 . . ?
C25 C24 H24A 111.5 . . ?
C23A C24 H24B 111.5 . . ?
C25 C24 H24B 111.5 . . ?
H24A C24 H24B 109.3 . . ?
C26 C25 C24 101.30(18) . . ?
C26 C25 H25A 111.5 . . ?
C24 C25 H25A 111.5 . . ?
C26 C25 H25B 111.5 . . ?
C24 C25 H25B 111.5 . . ?
H25A C25 H25B 109.3 . . ?
O31 C26 C25 102.67(18) . . ?
O31 C26 C26A 102.80(16) . . ?
C25 C26 C26A 110.24(18) . . ?
O31 C26 H26A 113.4 . . ?
C25 C26 H26A 113.4 . . ?
C26A C26 H26A 113.4 . . ?
C30 C26A C26 113.66(18) . . ?
C30 C26A C27 108.40(18) . . ?
C26 C26A C27 113.49(18) . . ?
C30 C26A C29B 120.66(18) . . ?
C26 C26A C29B 100.34(16) . . ?
C27 C26A C29B 99.57(16) . . ?
O30 C27 C28 101.04(17) . . ?
O30 C27 C26A 103.94(16) . . ?
C28 C27 C26A 111.95(19) . . ?
O30 C27 H27A 113.0 . . ?
C28 C27 H27A 113.0 . . ?
C26A C27 H27A 113.0 . . ?
C27 C28 C29 100.89(17) . . ?
C27 C28 H28A 111.6 . . ?
C29 C28 H28A 111.6 . . ?
C27 C28 H28B 111.6 . . ?
C29 C28 H28B 111.6 . . ?
H28A C28 H28B 109.4 . . ?
O30 C29A C21 107.92(18) . . ?
O30 C29A C29 100.92(16) . . ?
C21 C29A C29 118.88(18) . . ?
O30 C29A C29B 101.93(15) . . ?
C21 C29A C29B 114.49(18) . . ?
C29 C29A C29B 110.29(18) . . ?
C32 C29B C29A 112.23(17) . . ?
C32 C29B C26A 120.83(18) . . ?
C29A C29B C26A 101.82(16) . . ?
C32 C29B C23A 110.44(17) . . ?
C29A C29B C23A 109.69(17) . . ?
C26A C29B C23A 100.86(15) . . ?
C29A C29 C28 101.82(17) . . ?
C29A C29 H29A 111.4 . . ?
C28 C29 H29A 111.4 . . ?
C29A C29 H29B 111.4 . . ?
C28 C29 H29B 111.4 . . ?
H29A C29 H29B 109.3 . . ?
O21 C30 O22 123.2(2) . . ?
O21 C30 C26A 128.0(2) . . ?
O22 C30 C26A 108.54(18) . . ?
O22 C31 H31A 109.5 . . ?
O22 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O22 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O23 C32 O24 122.1(2) . . ?
O23 C32 C29B 123.1(2) . . ?
O24 C32 C29B 114.61(18) . . ?
O24 C33 H33A 109.5 . . ?
O24 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O24 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
C3 N2 C1 C9A -55.0(3) . . . . ?
C1 N2 C3 C3A 52.9(3) . . . . ?
C6 O11 C3A C3 -175.77(17) . . . . ?
C6 O11 C3A C4 60.23(19) . . . . ?
C6 O11 C3A C9B -54.41(18) . . . . ?
N2 C3 C3A O11 67.2(3) . . . . ?
N2 C3 C3A C4 -179.6(2) . . . . ?
N2 C3 C3A C9B -47.5(3) . . . . ?
O11 C3A C4 C5 -41.5(2) . . . . ?
C3 C3A C4 C5 -160.9(2) . . . . ?
C9B C3A C4 C5 66.1(2) . . . . ?
C3A C4 C5 C6 8.0(2) . . . . ?
C3A O11 C6 C5 -55.21(19) . . . . ?
C3A O11 C6 C6A 59.38(19) . . . . ?
C4 C5 C6 O11 28.2(2) . . . . ?
C4 C5 C6 C6A -80.1(2) . . . . ?
O11 C6 C6A C10 -169.56(18) . . . . ?
C5 C6 C6A C10 -61.3(3) . . . . ?
O11 C6 C6A C9B -39.7(2) . . . . ?
C5 C6 C6A C9B 68.6(2) . . . . ?
O11 C6 C6A C7 66.0(2) . . . . ?
C5 C6 C6A C7 174.28(19) . . . . ?
C9A O10 C7 C8 59.72(18) . . . . ?
C9A O10 C7 C6A -56.50(18) . . . . ?
C10 C6A C7 O10 159.21(18) . . . . ?
C6 C6A C7 O10 -73.7(2) . . . . ?
C9B C6A C7 O10 32.43(19) . . . . ?
C10 C6A C7 C8 51.5(3) . . . . ?
C6 C6A C7 C8 178.6(2) . . . . ?
C9B C6A C7 C8 -75.3(2) . . . . ?
O10 C7 C8 C9 -39.0(2) . . . . ?
C6A C7 C8 C9 70.4(2) . . . . ?
C7 C8 C9 C9A 4.5(2) . . . . ?
C7 O10 C9A C1 177.92(17) . . . . ?
C7 O10 C9A C9 -56.41(19) . . . . ?
C7 O10 C9A C9B 57.67(18) . . . . ?
N2 C1 C9A O10 -58.2(2) . . . . ?
N2 C1 C9A C9 -172.5(2) . . . . ?
N2 C1 C9A C9B 53.7(3) . . . . ?
C8 C9 C9A O10 30.6(2) . . . . ?
C8 C9 C9A C1 148.4(2) . . . . ?
C8 C9 C9A C9B -76.4(2) . . . . ?
O10 C9A C9B C12 -163.43(18) . . . . ?
C1 C9A C9B C12 81.0(3) . . . . ?
C9 C9A C9B C12 -56.5(3) . . . . ?
O10 C9A C9B C6A -36.27(19) . . . . ?
C1 C9A C9B C6A -151.80(18) . . . . ?
C9 C9A C9B C6A 70.6(2) . . . . ?
O10 C9A C9B C3A 70.2(2) . . . . ?
C1 C9A C9B C3A -45.4(2) . . . . ?
C9 C9A C9B C3A 177.06(19) . . . . ?
C10 C6A C9B C12 12.6(3) . . . . ?
C6 C6A C9B C12 -112.76(19) . . . . ?
C7 C6A C9B C12 130.99(18) . . . . ?
C10 C6A C9B C9A -115.6(2) . . . . ?
C6 C6A C9B C9A 118.96(17) . . . . ?
C7 C6A C9B C9A 2.71(19) . . . . ?
C10 C6A C9B C3A 131.3(2) . . . . ?
C6 C6A C9B C3A 5.88(19) . . . . ?
C7 C6A C9B C3A -110.37(17) . . . . ?
O11 C3A C9B C12 151.72(18) . . . . ?
C3 C3A C9B C12 -88.7(2) . . . . ?
C4 C3A C9B C12 46.2(3) . . . . ?
O11 C3A C9B C9A -77.8(2) . . . . ?
C3 C3A C9B C9A 41.8(2) . . . . ?
C4 C3A C9B C9A 176.64(19) . . . . ?
O11 C3A C9B C6A 29.10(19) . . . . ?
C3 C3A C9B C6A 148.70(18) . . . . ?
C4 C3A C9B C6A -76.4(2) . . . . ?
C11 O2 C10 O1 -2.1(3) . . . . ?
C11 O2 C10 C6A -175.8(2) . . . . ?
C6 C6A C10 O1 152.6(2) . . . . ?
C9B C6A C10 O1 33.5(3) . . . . ?
C7 C6A C10 O1 -80.4(3) . . . . ?
C6 C6A C10 O2 -34.0(3) . . . . ?
C9B C6A C10 O2 -153.10(18) . . . . ?
C7 C6A C10 O2 93.0(2) . . . . ?
C13 O4 C12 O3 -3.2(3) . . . . ?
C13 O4 C12 C9B -178.57(19) . . . . ?
C9A C9B C12 O3 157.1(2) . . . . ?
C6A C9B C12 O3 36.9(3) . . . . ?
C3A C9B C12 O3 -76.7(3) . . . . ?
C9A C9B C12 O4 -27.7(3) . . . . ?
C6A C9B C12 O4 -147.81(19) . . . . ?
C3A C9B C12 O4 98.6(2) . . . . ?
C23 N22 C21 C29A -53.9(3) . . . . ?
C21 N22 C23 C23A 53.0(3) . . . . ?
C26 O31 C23A C23 -175.60(18) . . . . ?
C26 O31 C23A C24 60.00(17) . . . . ?
C26 O31 C23A C29B -54.76(18) . . . . ?
N22 C23 C23A O31 66.5(2) . . . . ?
N22 C23 C23A C24 179.92(19) . . . . ?
N22 C23 C23A C29B -47.8(3) . . . . ?
O31 C23A C24 C25 -41.5(2) . . . . ?
C23 C23A C24 C25 -161.32(19) . . . . ?
C29B C23A C24 C25 65.8(2) . . . . ?
C23A C24 C25 C26 8.4(2) . . . . ?
C23A O31 C26 C25 -55.00(17) . . . . ?
C23A O31 C26 C26A 59.51(19) . . . . ?
C24 C25 C26 O31 27.8(2) . . . . ?
C24 C25 C26 C26A -81.2(2) . . . . ?
O31 C26 C26A C30 -169.33(18) . . . . ?
C25 C26 C26A C30 -60.4(2) . . . . ?
O31 C26 C26A C27 66.2(2) . . . . ?
C25 C26 C26A C27 175.06(17) . . . . ?
O31 C26 C26A C29B -39.1(2) . . . . ?
C25 C26 C26A C29B 69.8(2) . . . . ?
C29A O30 C27 C28 59.67(19) . . . . ?
C29A O30 C27 C26A -56.49(18) . . . . ?
C30 C26A C27 O30 159.93(16) . . . . ?
C26 C26A C27 O30 -72.8(2) . . . . ?
C29B C26A C27 O30 32.98(19) . . . . ?
C30 C26A C27 C28 51.7(2) . . . . ?
C26 C26A C27 C28 178.99(17) . . . . ?
C29B C26A C27 C28 -75.2(2) . . . . ?
O30 C27 C28 C29 -38.1(2) . . . . ?
C26A C27 C28 C29 72.0(2) . . . . ?
C27 O30 C29A C21 177.73(18) . . . . ?
C27 O30 C29A C29 -56.86(18) . . . . ?
C27 O30 C29A C29B 56.83(17) . . . . ?
N22 C21 C29A O30 -60.3(2) . . . . ?
N22 C21 C29A C29 -174.3(2) . . . . ?
N22 C21 C29A C29B 52.4(3) . . . . ?
O30 C29A C29B C32 -166.01(16) . . . . ?
C21 C29A C29B C32 77.8(2) . . . . ?
C29 C29A C29B C32 -59.5(2) . . . . ?
O30 C29A C29B C26A -35.38(18) . . . . ?
C21 C29A C29B C26A -151.59(18) . . . . ?
C29 C29A C29B C26A 71.16(19) . . . . ?
O30 C29A C29B C23A 70.84(18) . . . . ?
C21 C29A C29B C23A -45.4(2) . . . . ?
C29 C29A C29B C23A 177.37(16) . . . . ?
C30 C26A C29B C32 8.7(3) . . . . ?
C26 C26A C29B C32 -116.9(2) . . . . ?
C27 C26A C29B C32 126.9(2) . . . . ?
C30 C26A C29B C29A -116.4(2) . . . . ?
C26 C26A C29B C29A 118.02(18) . . . . ?
C27 C26A C29B C29A 1.81(19) . . . . ?
C30 C26A C29B C23A 130.6(2) . . . . ?
C26 C26A C29B C23A 5.0(2) . . . . ?
C27 C26A C29B C23A -111.18(17) . . . . ?
O31 C23A C29B C32 158.58(17) . . . . ?
C23 C23A C29B C32 -81.8(2) . . . . ?
C24 C23A C29B C32 53.2(2) . . . . ?
O31 C23A C29B C29A -77.21(18) . . . . ?
C23 C23A C29B C29A 42.4(2) . . . . ?
C24 C23A C29B C29A 177.44(17) . . . . ?
O31 C23A C29B C26A 29.65(19) . . . . ?
C23 C23A C29B C26A 149.23(19) . . . . ?
C24 C23A C29B C26A -75.7(2) . . . . ?
O30 C29A C29 C28 31.9(2) . . . . ?
C21 C29A C29 C28 149.5(2) . . . . ?
C29B C29A C29 C28 -75.3(2) . . . . ?
C27 C28 C29 C29A 3.3(2) . . . . ?
C31 O22 C30 O21 2.2(4) . . . . ?
C31 O22 C30 C26A -172.3(2) . . . . ?
C26 C26A C30 O21 144.0(2) . . . . ?
C27 C26A C30 O21 -88.8(3) . . . . ?
C29B C26A C30 O21 24.8(4) . . . . ?
C26 C26A C30 O22 -41.9(3) . . . . ?
C27 C26A C30 O22 85.3(2) . . . . ?
C29B C26A C30 O22 -161.04(19) . . . . ?
C33 O24 C32 O23 -3.3(3) . . . . ?
C33 O24 C32 C29B 172.74(18) . . . . ?
C29A C29B C32 O23 -21.5(3) . . . . ?
C26A C29B C32 O23 -141.6(2) . . . . ?
C23A C29B C32 O23 101.3(2) . . . . ?
C29A C29B C32 O24 162.49(18) . . . . ?
C26A C29B C32 O24 42.4(3) . . . . ?
C23A C29B C32 O24 -74.8(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
_geom_hbond_publ_flag
C1 H1B O4 0.97 2.51 3.081(3) 117 . yes
C4 H4A O3 0.97 2.32 2.922(3) 120 . yes
C8 H8A O1 0.97 2.33 2.996(3) 125 . yes
C13 H13C N22 0.96 2.55 3.511(3) 179 2_666 yes
N22 H22 O30 0.90(3) 2.32(3) 3.068(3) 140(2) 2_667 yes
N22 H22 O31 0.90(3) 2.35(3) 3.108(3) 141(2) 2_667 yes
C24 H24A O24 0.97 2.23 2.841(3) 120 . yes
C28 H28A O21 0.97 2.42 3.095(3) 126 . yes
C29 H29B O23 0.97 2.49 3.067(3) 118 . yes
C33 H33C O11 0.96 2.44 3.231(3) 140 2_676 yes

_refine_diff_density_max         0.219
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.044


# start Validation Reply Form
_vrf_PLAT910_8f                  
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 19 Note
RESPONSE: Closed by beamstop.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_FZ1
_database_code_depnum_ccdc_archive 'CCDC 2182641'
loop_
_audit_author_name
_audit_author_address
'Pavel A. Slepukhin'
;Postovsky Institute of Organic Synthesis, Ural Branch of Russian Academy of Science
Russia
;
_audit_update_record             
;
2022-06-28 deposited with the CCDC.	2022-07-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H18 Cl N O6'
_chemical_formula_weight         355.76

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'
Cl Cl 0.1484 0.1585 '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                   7.8932(10)
_cell_length_b                   26.076(3)
_cell_length_c                   8.2119(10)
_cell_angle_alpha                90
_cell_angle_beta                 107.482(14)
_cell_angle_gamma                90
_cell_volume                     1612.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    3032
_cell_measurement_theta_min      4.148
_cell_measurement_theta_max      29.784

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.270
_shelx_estimated_absorpt_T_min   0.895
_shelx_estimated_absorpt_T_max   0.948
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.701
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14665
_diffrn_reflns_av_unetI/netI     0.0649
_diffrn_reflns_av_R_equivalents  0.0670
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.501
_diffrn_reflns_theta_max         29.984
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4364
_reflns_number_gt                2981
_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_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0960P)²+0.3564P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.025(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4364
_refine_ls_number_parameters     224
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0959
_refine_ls_R_factor_gt           0.0691
_refine_ls_wR_factor_ref         0.2043
_refine_ls_wR_factor_gt          0.1751
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_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
Cl1 Cl 1.01591(9) 0.57468(3) 0.76764(10) 0.0520(3) Uani 1 1 d . . . . .
O1 O 0.4628(3) 0.27972(7) 0.6434(3) 0.0518(6) Uani 1 1 d . . . . .
O2 O 0.2284(3) 0.31607(7) 0.6774(3) 0.0531(6) Uani 1 1 d . . . . .
O3 O 0.8788(3) 0.34804(8) 0.8108(3) 0.0541(6) Uani 1 1 d . . . . .
O4 O 0.6787(3) 0.33298(7) 0.9435(3) 0.0437(5) Uani 1 1 d . . . . .
O10 O 0.4170(2) 0.45872(6) 0.6772(2) 0.0349(4) Uani 1 1 d . . . . .
O11 O 0.5099(2) 0.42469(6) 0.4145(2) 0.0356(4) Uani 1 1 d . . . . .
N2 N 0.7470(3) 0.49318(8) 0.6693(3) 0.0363(5) Uani 1 1 d . . . . .
H2A H 0.655(4) 0.5102(11) 0.589(4) 0.044 Uiso 1 1 d . U . . .
H2B H 0.834(4) 0.5189(11) 0.703(4) 0.044 Uiso 1 1 d . U . . .
C1 C 0.7096(4) 0.47998(10) 0.8368(3) 0.0392(6) Uani 1 1 d . . . . .
H1A H 0.817088 0.467504 0.919566 0.047 Uiso 1 1 calc R U . . .
H1B H 0.670253 0.510362 0.883273 0.047 Uiso 1 1 calc R U . . .
C3 C 0.8007(3) 0.44940(9) 0.5782(4) 0.0386(6) Uani 1 1 d . . . . .
H3A H 0.817182 0.461836 0.472639 0.046 Uiso 1 1 calc R U . . .
H3B H 0.913566 0.435950 0.648381 0.046 Uiso 1 1 calc R U . . .
C3A C 0.6684(3) 0.40761(9) 0.5387(3) 0.0330(5) Uani 1 1 d . . . . .
C4 C 0.6979(4) 0.35870(9) 0.4467(4) 0.0407(6) Uani 1 1 d . . . . .
H4A H 0.806759 0.345395 0.445427 0.049 Uiso 1 1 calc R U . . .
C5 C 0.5451(4) 0.33967(10) 0.3724(4) 0.0424(6) Uani 1 1 d . . . . .
H5A H 0.518799 0.309371 0.310083 0.051 Uiso 1 1 calc R U . . .
C6 C 0.4192(4) 0.37710(9) 0.4084(3) 0.0366(5) Uani 1 1 d . . . . .
H6A H 0.299584 0.376255 0.326844 0.044 Uiso 1 1 calc R U . . .
C6A C 0.4250(3) 0.37151(9) 0.6115(3) 0.0327(5) Uani 1 1 d . . . . .
C7 C 0.3176(3) 0.41312(9) 0.6752(3) 0.0368(5) Uani 1 1 d . . . . .
H7A H 0.192576 0.415597 0.606923 0.044 Uiso 1 1 calc R U . . .
C8 C 0.3474(4) 0.40589(10) 0.8732(4) 0.0418(6) Uani 1 1 d . . . . .
H8A H 0.266157 0.392188 0.923097 0.050 Uiso 1 1 calc R U . . .
C9 C 0.5047(4) 0.42239(9) 0.9532(4) 0.0401(6) Uani 1 1 d . . . . .
H9A H 0.562789 0.423328 1.069844 0.048 Uiso 1 1 calc R U . . .
C9A C 0.5706(3) 0.44019(9) 0.8028(3) 0.0338(5) Uani 1 1 d . . . . .
C9B C 0.6095(3) 0.39123(8) 0.7029(3) 0.0314(5) Uani 1 1 d . . . . .
C12 C 0.3802(3) 0.31732(9) 0.6469(3) 0.0371(5) Uani 1 1 d . . . . .
C13 C 0.1760(5) 0.26728(12) 0.7262(6) 0.0651(10) Uani 1 1 d . . . . .
H13A H 0.062551 0.270428 0.745845 0.098 Uiso 1 1 calc R U . . .
H13B H 0.167765 0.242885 0.636618 0.098 Uiso 1 1 calc R U . . .
H13C H 0.262643 0.255816 0.828913 0.098 Uiso 1 1 calc R U . . .
C14 C 0.7383(3) 0.35504(9) 0.8231(3) 0.0362(5) Uani 1 1 d . . . . .
C15 C 0.7900(5) 0.29661(11) 1.0591(4) 0.0538(8) Uani 1 1 d . . . . .
H15A H 0.729667 0.284312 1.137008 0.081 Uiso 1 1 calc R U . . .
H15B H 0.815401 0.268312 0.995377 0.081 Uiso 1 1 calc R U . . .
H15C H 0.898995 0.312929 1.121973 0.081 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C12 1.182(3) . ?
O2 C12 1.297(3) . ?
O2 C13 1.431(4) . ?
O3 C14 1.158(3) . ?
O4 C14 1.345(3) . ?
O4 C15 1.439(3) . ?
O10 C9A 1.420(3) . ?
O10 C7 1.422(3) . ?
O11 C6 1.426(3) . ?
O11 C3A 1.427(3) . ?
N2 C3 1.494(3) . ?
N2 C1 1.530(3) . ?
N2 H2A 0.93(3) . ?
N2 H2B 0.94(3) . ?
C1 C9A 1.475(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 C3A 1.476(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3A C4 1.535(3) . ?
C3A C9B 1.611(3) . ?
C4 C5 1.277(4) . ?
C4 H4A 0.9300 . ?
C5 C6 1.485(4) . ?
C5 H5A 0.9300 . ?
C6 C6A 1.662(3) . ?
C6 H6A 0.9800 . ?
C6A C12 1.506(3) . ?
C6A C9B 1.514(3) . ?
C6A C7 1.560(3) . ?
C7 C8 1.583(4) . ?
C7 H7A 0.9800 . ?
C8 C9 1.291(4) . ?
C8 H8A 0.9300 . ?
C9 C9A 1.548(4) . ?
C9 H9A 0.9300 . ?
C9A C9B 1.597(3) . ?
C9B C14 1.515(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 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
C12 O2 C13 116.0(2) . . ?
C14 O4 C15 119.2(2) . . ?
C9A O10 C7 94.10(17) . . ?
C6 O11 C3A 94.40(17) . . ?
C3 N2 C1 116.0(2) . . ?
C3 N2 H2A 106.6(19) . . ?
C1 N2 H2A 115.2(19) . . ?
C3 N2 H2B 113.4(18) . . ?
C1 N2 H2B 102.8(19) . . ?
H2A N2 H2B 102(3) . . ?
C9A C1 N2 108.8(2) . . ?
C9A C1 H1A 109.9 . . ?
N2 C1 H1A 109.9 . . ?
C9A C1 H1B 109.9 . . ?
N2 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
C3A C3 N2 112.71(19) . . ?
C3A C3 H3A 109.1 . . ?
N2 C3 H3A 109.1 . . ?
C3A C3 H3B 109.1 . . ?
N2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
O11 C3A C3 109.69(19) . . ?
O11 C3A C4 97.9(2) . . ?
C3 C3A C4 121.3(2) . . ?
O11 C3A C9B 105.62(17) . . ?
C3 C3A C9B 112.0(2) . . ?
C4 C3A C9B 108.42(18) . . ?
C5 C4 C3A 107.3(2) . . ?
C5 C4 H4A 126.3 . . ?
C3A C4 H4A 126.3 . . ?
C4 C5 C6 104.0(2) . . ?
C4 C5 H5A 128.0 . . ?
C6 C5 H5A 128.0 . . ?
O11 C6 C5 102.7(2) . . ?
O11 C6 C6A 100.29(18) . . ?
C5 C6 C6A 108.9(2) . . ?
O11 C6 H6A 114.5 . . ?
C5 C6 H6A 114.5 . . ?
C6A C6 H6A 114.5 . . ?
C12 C6A C9B 118.0(2) . . ?
C12 C6A C7 113.93(19) . . ?
C9B C6A C7 97.83(18) . . ?
C12 C6A C6 109.78(19) . . ?
C9B C6A C6 101.53(18) . . ?
C7 C6A C6 114.93(19) . . ?
O10 C7 C6A 103.42(18) . . ?
O10 C7 C8 100.2(2) . . ?
C6A C7 C8 109.5(2) . . ?
O10 C7 H7A 114.1 . . ?
C6A C7 H7A 114.1 . . ?
C8 C7 H7A 114.1 . . ?
C9 C8 C7 107.8(2) . . ?
C9 C8 H8A 126.1 . . ?
C7 C8 H8A 126.1 . . ?
C8 C9 C9A 101.3(2) . . ?
C8 C9 H9A 129.3 . . ?
C9A C9 H9A 129.3 . . ?
O10 C9A C1 108.8(2) . . ?
O10 C9A C9 105.27(19) . . ?
C1 C9A C9 118.0(2) . . ?
O10 C9A C9B 98.81(18) . . ?
C1 C9A C9B 114.4(2) . . ?
C9 C9A C9B 109.44(19) . . ?
C6A C9B C14 117.9(2) . . ?
C6A C9B C9A 102.77(17) . . ?
C14 C9B C9A 111.0(2) . . ?
C6A C9B C3A 98.73(19) . . ?
C14 C9B C3A 113.88(18) . . ?
C9A C9B C3A 111.52(17) . . ?
O1 C12 O2 122.1(2) . . ?
O1 C12 C6A 127.7(2) . . ?
O2 C12 C6A 110.2(2) . . ?
O2 C13 H13A 109.5 . . ?
O2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O3 C14 O4 123.5(2) . . ?
O3 C14 C9B 121.0(2) . . ?
O4 C14 C9B 115.5(2) . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O4 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
C3 N2 C1 C9A -56.7(3) . . . . ?
C1 N2 C3 C3A 56.9(3) . . . . ?
C6 O11 C3A C3 179.79(19) . . . . ?
C6 O11 C3A C4 52.39(19) . . . . ?
C6 O11 C3A C9B -59.33(19) . . . . ?
N2 C3 C3A O11 67.6(3) . . . . ?
N2 C3 C3A C4 -179.4(2) . . . . ?
N2 C3 C3A C9B -49.3(3) . . . . ?
O11 C3A C4 C5 -36.5(3) . . . . ?
C3 C3A C4 C5 -155.3(3) . . . . ?
C9B C3A C4 C5 73.0(3) . . . . ?
C3A C4 C5 C6 2.8(3) . . . . ?
C3A O11 C6 C5 -53.7(2) . . . . ?
C3A O11 C6 C6A 58.55(19) . . . . ?
C4 C5 C6 O11 32.3(3) . . . . ?
C4 C5 C6 C6A -73.4(3) . . . . ?
O11 C6 C6A C12 -164.87(19) . . . . ?
C5 C6 C6A C12 -57.5(3) . . . . ?
O11 C6 C6A C9B -39.2(2) . . . . ?
C5 C6 C6A C9B 68.2(2) . . . . ?
O11 C6 C6A C7 65.1(2) . . . . ?
C5 C6 C6A C7 172.5(2) . . . . ?
C9A O10 C7 C6A -63.0(2) . . . . ?
C9A O10 C7 C8 50.04(19) . . . . ?
C12 C6A C7 O10 162.7(2) . . . . ?
C9B C6A C7 O10 37.3(2) . . . . ?
C6 C6A C7 O10 -69.4(2) . . . . ?
C12 C6A C7 C8 56.6(3) . . . . ?
C9B C6A C7 C8 -68.8(2) . . . . ?
C6 C6A C7 C8 -175.43(19) . . . . ?
O10 C7 C8 C9 -33.5(2) . . . . ?
C6A C7 C8 C9 74.8(3) . . . . ?
C7 C8 C9 C9A 0.4(2) . . . . ?
C7 O10 C9A C1 179.5(2) . . . . ?
C7 O10 C9A C9 -53.2(2) . . . . ?
C7 O10 C9A C9B 59.86(18) . . . . ?
N2 C1 C9A O10 -57.6(2) . . . . ?
N2 C1 C9A C9 -177.3(2) . . . . ?
N2 C1 C9A C9B 51.8(3) . . . . ?
C8 C9 C9A O10 33.6(2) . . . . ?
C8 C9 C9A C1 155.1(2) . . . . ?
C8 C9 C9A C9B -71.8(2) . . . . ?
C12 C6A C9B C14 0.5(3) . . . . ?
C7 C6A C9B C14 123.0(2) . . . . ?
C6 C6A C9B C14 -119.5(2) . . . . ?
C12 C6A C9B C9A -121.9(2) . . . . ?
C7 C6A C9B C9A 0.6(2) . . . . ?
C6 C6A C9B C9A 118.10(18) . . . . ?
C12 C6A C9B C3A 123.6(2) . . . . ?
C7 C6A C9B C3A -113.97(18) . . . . ?
C6 C6A C9B C3A 3.56(19) . . . . ?
O10 C9A C9B C6A -37.7(2) . . . . ?
C1 C9A C9B C6A -153.1(2) . . . . ?
C9 C9A C9B C6A 72.0(2) . . . . ?
O10 C9A C9B C14 -164.68(18) . . . . ?
C1 C9A C9B C14 80.0(3) . . . . ?
C9 C9A C9B C14 -55.0(3) . . . . ?
O10 C9A C9B C3A 67.2(2) . . . . ?
C1 C9A C9B C3A -48.2(3) . . . . ?
C9 C9A C9B C3A 176.9(2) . . . . ?
O11 C3A C9B C6A 33.3(2) . . . . ?
C3 C3A C9B C6A 152.69(19) . . . . ?
C4 C3A C9B C6A -70.8(2) . . . . ?
O11 C3A C9B C14 159.23(19) . . . . ?
C3 C3A C9B C14 -81.4(2) . . . . ?
C4 C3A C9B C14 55.1(3) . . . . ?
O11 C3A C9B C9A -74.2(2) . . . . ?
C3 C3A C9B C9A 45.2(3) . . . . ?
C4 C3A C9B C9A -178.3(2) . . . . ?
C13 O2 C12 O1 6.9(5) . . . . ?
C13 O2 C12 C6A -175.3(3) . . . . ?
C9B C6A C12 O1 -50.1(4) . . . . ?
C7 C6A C12 O1 -164.0(3) . . . . ?
C6 C6A C12 O1 65.5(4) . . . . ?
C9B C6A C12 O2 132.3(2) . . . . ?
C7 C6A C12 O2 18.5(3) . . . . ?
C6 C6A C12 O2 -112.1(2) . . . . ?
C15 O4 C14 O3 -3.3(4) . . . . ?
C15 O4 C14 C9B 177.7(2) . . . . ?
C6A C9B C14 O3 128.0(3) . . . . ?
C9A C9B C14 O3 -113.8(3) . . . . ?
C3A C9B C14 O3 13.0(4) . . . . ?
C6A C9B C14 O4 -53.0(3) . . . . ?
C9A C9B C14 O4 65.1(3) . . . . ?
C3A C9B C14 O4 -168.0(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
_geom_hbond_publ_flag
N2 H2A O10 0.93(3) 2.24(3) 3.022(3) 141(2) 3_666 yes
N2 H2A O11 0.93(3) 2.14(3) 2.887(3) 137(3) 3_666 yes
N2 H2B Cl1 0.94(3) 2.00(3) 2.940(2) 178(3) . yes
C1 H1A Cl1 0.97 2.74 3.612(3) 149.8 3_767 yes
C3 H3A Cl1 0.97 2.85 3.609(3) 136.2 3_766 yes
C6 H6A Cl1 0.98 2.70 3.533(3) 143.4 3_666 yes
C13 H13A O3 0.96 2.64 3.377(4) 134.2 1_455 yes

_refine_diff_density_max         0.611
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.076

####################################################################### 
# 
# 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_FZ1163
_database_code_depnum_ccdc_archive 'CCDC 2182746'
loop_
_audit_author_name
_audit_author_address
'Mikhail Grigoriev'
;IPCE RAS
Russia
;
_audit_update_record             
;
2022-06-28 deposited with the CCDC.	2022-07-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H21 N O6'
_chemical_formula_weight         323.34

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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   8.2376(5)
_cell_length_b                   18.9540(12)
_cell_length_c                   19.6823(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3073.1(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5433
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      26.52

_exptl_crystal_description       fragment
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_F_000             1376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.107
_shelx_estimated_absorpt_T_min   0.948
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.918
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker KAPPA APEX II area-detector diffractometer'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            44252
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.114
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3516
_reflns_number_gt                2432
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0421P)²+1.1263P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3516
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1095
_refine_ls_wR_factor_gt          0.0953
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_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
O1 O 0.14111(17) 0.66434(7) 0.69386(7) 0.0581(4) Uani 1 1 d . . . . .
O2 O 0.03258(17) 0.74537(7) 0.62599(7) 0.0554(4) Uani 1 1 d . . . . .
O3 O 0.3633(2) 0.79116(8) 0.65850(7) 0.0703(5) Uani 1 1 d . . . . .
O4 O 0.52716(18) 0.82374(6) 0.57506(7) 0.0569(4) Uani 1 1 d . . . . .
O10 O 0.64303(14) 0.52690(6) 0.58117(5) 0.0398(3) Uani 1 1 d . . . . .
O11 O 0.41855(14) 0.61055(5) 0.51657(5) 0.0366(3) Uani 1 1 d . . . . .
N2 N 0.30319(19) 0.46976(7) 0.56968(8) 0.0432(4) Uani 1 1 d . . . . .
H2 H 0.363(3) 0.4684(10) 0.5301(10) 0.060(6) Uiso 1 1 d . . . . .
C1 C 0.4130(2) 0.46286(9) 0.62741(9) 0.0463(4) Uani 1 1 d . . . . .
H1A H 0.476340 0.420114 0.621728 0.056 Uiso 1 1 calc R U . . .
H1B H 0.348765 0.457481 0.668387 0.056 Uiso 1 1 calc R U . . .
C3A C 0.31919(19) 0.60124(8) 0.57682(8) 0.0325(3) Uani 1 1 d . . . . .
C3 C 0.2143(2) 0.53625(8) 0.57033(9) 0.0406(4) Uani 1 1 d . . . . .
H3A H 0.138050 0.535457 0.607872 0.049 Uiso 1 1 calc R U . . .
H3B H 0.151881 0.539777 0.528677 0.049 Uiso 1 1 calc R U . . .
C4 C 0.2308(2) 0.67319(8) 0.57712(8) 0.0348(4) Uani 1 1 d . . . . .
H4A H 0.152533 0.671835 0.539661 0.042 Uiso 1 1 calc R U . . .
C5 C 0.3704(2) 0.72398(8) 0.55433(8) 0.0372(4) Uani 1 1 d . . . . .
H5A H 0.339066 0.745469 0.510983 0.045 Uiso 1 1 calc R U . . .
C6 C 0.5091(2) 0.67008(8) 0.54032(8) 0.0375(4) Uani 1 1 d . . . . .
H6A H 0.589540 0.687105 0.507509 0.045 Uiso 1 1 calc R U . . .
C6A C 0.5839(2) 0.64476(8) 0.60706(8) 0.0367(4) Uani 1 1 d . . . . .
H6AA H 0.608974 0.683703 0.638089 0.044 Uiso 1 1 calc R U . . .
C7 C 0.7233(2) 0.59090(9) 0.60185(9) 0.0429(4) Uani 1 1 d . . . . .
H7A H 0.810761 0.605524 0.571197 0.051 Uiso 1 1 calc R U . . .
C8 C 0.7816(2) 0.57169(11) 0.67324(9) 0.0525(5) Uani 1 1 d . . . . .
H8A H 0.791859 0.613216 0.701728 0.063 Uiso 1 1 calc R U . . .
H8B H 0.884753 0.547041 0.671916 0.063 Uiso 1 1 calc R U . . .
C9B C 0.44555(19) 0.59674(8) 0.63392(7) 0.0322(3) Uani 1 1 d . . . . .
H9BA H 0.403031 0.612153 0.677990 0.039 Uiso 1 1 calc R U . . .
C9A C 0.5278(2) 0.52391(8) 0.63704(8) 0.0374(4) Uani 1 1 d . . . . .
C9 C 0.6436(2) 0.52299(10) 0.69819(9) 0.0492(5) Uani 1 1 d . . . . .
H9A H 0.683007 0.475730 0.707457 0.059 Uiso 1 1 calc R U . . .
H9B H 0.591878 0.541706 0.738619 0.059 Uiso 1 1 calc R U . . .
C11 C 0.1367(2) 0.69285(9) 0.63978(9) 0.0378(4) Uani 1 1 d . . . . .
C12 C -0.0541(3) 0.77312(11) 0.68360(12) 0.0694(7) Uani 1 1 d . . . . .
H12A H -0.125191 0.810230 0.668918 0.104 Uiso 1 1 calc R U . . .
H12B H -0.116740 0.736183 0.704227 0.104 Uiso 1 1 calc R U . . .
H12C H 0.021967 0.791458 0.716075 0.104 Uiso 1 1 calc R U . . .
C13 C 0.4153(2) 0.78210(8) 0.60267(9) 0.0389(4) Uani 1 1 d . . . . .
C14 C 0.5756(3) 0.88470(10) 0.61405(12) 0.0629(6) Uani 1 1 d . . . . .
H14A H 0.656284 0.910721 0.589343 0.094 Uiso 1 1 calc R U . . .
H14B H 0.482844 0.914257 0.621948 0.094 Uiso 1 1 calc R U . . .
H14C H 0.619830 0.869675 0.656787 0.094 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C11 1.1942(19) . ?
O2 C11 1.3414(19) . ?
O2 C12 1.439(2) . ?
O3 C13 1.192(2) . ?
O4 C13 1.329(2) . ?
O4 C14 1.443(2) . ?
O10 C7 1.440(2) . ?
O10 C9A 1.4537(19) . ?
O11 C6 1.4311(18) . ?
O11 C3A 1.4517(18) . ?
N2 C3 1.457(2) . ?
N2 C1 1.458(2) . ?
N2 H2 0.92(2) . ?
C1 C9A 1.506(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3A C3 1.510(2) . ?
C3A C9B 1.534(2) . ?
C3A C4 1.546(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C11 1.504(2) . ?
C4 C5 1.565(2) . ?
C4 H4A 0.9800 . ?
C5 C13 1.502(2) . ?
C5 C6 1.557(2) . ?
C5 H5A 0.9800 . ?
C6 C6A 1.528(2) . ?
C6 H6A 0.9800 . ?
C6A C7 1.539(2) . ?
C6A C9B 1.552(2) . ?
C6A H6AA 0.9800 . ?
C7 C8 1.529(2) . ?
C7 H7A 0.9800 . ?
C8 C9 1.544(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9B C9A 1.539(2) . ?
C9B H9BA 0.9800 . ?
C9A C9 1.536(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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 O2 C12 115.39(14) . . ?
C13 O4 C14 116.71(15) . . ?
C7 O10 C9A 96.83(11) . . ?
C6 O11 C3A 97.05(11) . . ?
C3 N2 C1 112.49(13) . . ?
C3 N2 H2 107.4(12) . . ?
C1 N2 H2 109.1(13) . . ?
N2 C1 C9A 114.73(13) . . ?
N2 C1 H1A 108.6 . . ?
C9A C1 H1A 108.6 . . ?
N2 C1 H1B 108.6 . . ?
C9A C1 H1B 108.6 . . ?
H1A C1 H1B 107.6 . . ?
O11 C3A C3 110.64(12) . . ?
O11 C3A C9B 102.86(12) . . ?
C3 C3A C9B 113.88(13) . . ?
O11 C3A C4 99.29(11) . . ?
C3 C3A C4 116.78(13) . . ?
C9B C3A C4 111.45(12) . . ?
N2 C3 C3A 114.75(14) . . ?
N2 C3 H3A 108.6 . . ?
C3A C3 H3A 108.6 . . ?
N2 C3 H3B 108.6 . . ?
C3A C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
C11 C4 C3A 117.69(13) . . ?
C11 C4 C5 117.49(13) . . ?
C3A C4 C5 101.29(12) . . ?
C11 C4 H4A 106.5 . . ?
C3A C4 H4A 106.5 . . ?
C5 C4 H4A 106.5 . . ?
C13 C5 C6 114.37(14) . . ?
C13 C5 C4 116.78(14) . . ?
C6 C5 C4 100.72(12) . . ?
C13 C5 H5A 108.2 . . ?
C6 C5 H5A 108.2 . . ?
C4 C5 H5A 108.2 . . ?
O11 C6 C6A 104.08(12) . . ?
O11 C6 C5 101.12(12) . . ?
C6A C6 C5 110.47(13) . . ?
O11 C6 H6A 113.4 . . ?
C6A C6 H6A 113.4 . . ?
C5 C6 H6A 113.4 . . ?
C6 C6A C7 116.86(14) . . ?
C6 C6A C9B 100.41(12) . . ?
C7 C6A C9B 100.46(12) . . ?
C6 C6A H6AA 112.6 . . ?
C7 C6A H6AA 112.6 . . ?
C9B C6A H6AA 112.6 . . ?
O10 C7 C8 101.73(14) . . ?
O10 C7 C6A 103.61(13) . . ?
C8 C7 C6A 109.33(14) . . ?
O10 C7 H7A 113.7 . . ?
C8 C7 H7A 113.7 . . ?
C6A C7 H7A 113.7 . . ?
C7 C8 C9 101.72(14) . . ?
C7 C8 H8A 111.4 . . ?
C9 C8 H8A 111.4 . . ?
C7 C8 H8B 111.4 . . ?
C9 C8 H8B 111.4 . . ?
H8A C8 H8B 109.3 . . ?
C3A C9B C9A 112.19(12) . . ?
C3A C9B C6A 102.49(12) . . ?
C9A C9B C6A 102.49(12) . . ?
C3A C9B H9BA 112.9 . . ?
C9A C9B H9BA 112.9 . . ?
C6A C9B H9BA 112.9 . . ?
O10 C9A C1 110.17(13) . . ?
O10 C9A C9 100.80(13) . . ?
C1 C9A C9 118.66(14) . . ?
O10 C9A C9B 102.85(12) . . ?
C1 C9A C9B 114.07(14) . . ?
C9 C9A C9B 108.36(13) . . ?
C9A C9 C8 101.62(14) . . ?
C9A C9 H9A 111.4 . . ?
C8 C9 H9A 111.4 . . ?
C9A C9 H9B 111.4 . . ?
C8 C9 H9B 111.4 . . ?
H9A C9 H9B 109.3 . . ?
O1 C11 O2 122.38(16) . . ?
O1 C11 C4 127.08(15) . . ?
O2 C11 C4 110.35(14) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O3 C13 O4 122.71(16) . . ?
O3 C13 C5 126.95(16) . . ?
O4 C13 C5 110.32(14) . . ?
O4 C14 H14A 109.5 . . ?
O4 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O4 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
C3 N2 C1 C9A -52.6(2) . . . . ?
C6 O11 C3A C3 -175.43(13) . . . . ?
C6 O11 C3A C9B -53.44(13) . . . . ?
C6 O11 C3A C4 61.23(13) . . . . ?
C1 N2 C3 C3A 52.76(19) . . . . ?
O11 C3A C3 N2 66.94(17) . . . . ?
C9B C3A C3 N2 -48.34(19) . . . . ?
C4 C3A C3 N2 179.48(13) . . . . ?
O11 C3A C4 C11 -168.28(13) . . . . ?
C3 C3A C4 C11 72.86(18) . . . . ?
C9B C3A C4 C11 -60.42(18) . . . . ?
O11 C3A C4 C5 -38.77(13) . . . . ?
C3 C3A C4 C5 -157.63(13) . . . . ?
C9B C3A C4 C5 69.09(15) . . . . ?
C11 C4 C5 C13 9.1(2) . . . . ?
C3A C4 C5 C13 -120.57(14) . . . . ?
C11 C4 C5 C6 133.54(14) . . . . ?
C3A C4 C5 C6 3.90(14) . . . . ?
C3A O11 C6 C6A 55.69(14) . . . . ?
C3A O11 C6 C5 -58.95(13) . . . . ?
C13 C5 C6 O11 158.94(12) . . . . ?
C4 C5 C6 O11 32.84(14) . . . . ?
C13 C5 C6 C6A 49.18(17) . . . . ?
C4 C5 C6 C6A -76.93(15) . . . . ?
O11 C6 C6A C7 72.09(17) . . . . ?
C5 C6 C6A C7 179.91(13) . . . . ?
O11 C6 C6A C9B -35.36(14) . . . . ?
C5 C6 C6A C9B 72.46(14) . . . . ?
C9A O10 C7 C8 57.44(14) . . . . ?
C9A O10 C7 C6A -56.02(14) . . . . ?
C6 C6A C7 O10 -71.87(17) . . . . ?
C9B C6A C7 O10 35.54(15) . . . . ?
C6 C6A C7 C8 -179.73(15) . . . . ?
C9B C6A C7 C8 -72.31(16) . . . . ?
O10 C7 C8 C9 -34.22(16) . . . . ?
C6A C7 C8 C9 74.90(16) . . . . ?
O11 C3A C9B C9A -77.80(14) . . . . ?
C3 C3A C9B C9A 41.97(18) . . . . ?
C4 C3A C9B C9A 176.68(13) . . . . ?
O11 C3A C9B C6A 31.45(14) . . . . ?
C3 C3A C9B C6A 151.22(13) . . . . ?
C4 C3A C9B C6A -74.08(14) . . . . ?
C6 C6A C9B C3A 1.80(14) . . . . ?
C7 C6A C9B C3A -118.26(12) . . . . ?
C6 C6A C9B C9A 118.25(12) . . . . ?
C7 C6A C9B C9A -1.82(14) . . . . ?
C7 O10 C9A C1 175.98(13) . . . . ?
C7 O10 C9A C9 -57.84(14) . . . . ?
C7 O10 C9A C9B 54.02(14) . . . . ?
N2 C1 C9A O10 -67.09(18) . . . . ?
N2 C1 C9A C9 177.55(14) . . . . ?
N2 C1 C9A C9B 47.96(19) . . . . ?
C3A C9B C9A O10 77.39(15) . . . . ?
C6A C9B C9A O10 -31.86(14) . . . . ?
C3A C9B C9A C1 -41.90(17) . . . . ?
C6A C9B C9A C1 -151.14(13) . . . . ?
C3A C9B C9A C9 -176.46(13) . . . . ?
C6A C9B C9A C9 74.29(15) . . . . ?
O10 C9A C9 C8 35.63(15) . . . . ?
C1 C9A C9 C8 155.91(15) . . . . ?
C9B C9A C9 C8 -71.94(16) . . . . ?
C7 C8 C9 C9A -1.11(16) . . . . ?
C12 O2 C11 O1 10.1(3) . . . . ?
C12 O2 C11 C4 -174.59(16) . . . . ?
C3A C4 C11 O1 12.3(3) . . . . ?
C5 C4 C11 O1 -109.2(2) . . . . ?
C3A C4 C11 O2 -162.83(14) . . . . ?
C5 C4 C11 O2 75.70(18) . . . . ?
C14 O4 C13 O3 -4.6(3) . . . . ?
C14 O4 C13 C5 176.39(16) . . . . ?
C6 C5 C13 O3 -112.1(2) . . . . ?
C4 C5 C13 O3 5.2(3) . . . . ?
C6 C5 C13 O4 66.94(17) . . . . ?
C4 C5 C13 O4 -175.84(14) . . . . ?

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
_geom_hbond_publ_flag
N2 H2 O10 0.92(2) 2.19(2) 3.0028(19) 146.4(17) 5_666 yes
N2 H2 O11 0.92(2) 2.52(2) 3.2331(19) 135.0(15) 5_666 yes
C4 H4A O4 0.98 2.48 3.434(2) 163.1 4_466 yes
C8 H8A O1 0.97 2.59 3.356(2) 136.1 6_657 yes
C9B H9BA O1 0.98 2.39 3.0533(19) 124.1 . yes

_refine_diff_density_max         0.253
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_FM
_database_code_depnum_ccdc_archive 'CCDC 2182747'
loop_
_audit_author_name
_audit_author_address
'Mikhail Grigoriev'
;IPCE RAS
Russia
;
_audit_update_record             
;
2022-06-28 deposited with the CCDC.	2022-07-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H18 N2 O4'
_chemical_formula_weight         350.36

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

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

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

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

_cell_length_a                   9.4849(10)
_cell_length_b                   8.8446(9)
_cell_length_c                   19.102(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.807(4)
_cell_angle_gamma                90
_cell_volume                     1594.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4161
_cell_measurement_theta_min      3.15
_cell_measurement_theta_max      23.67

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.103
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.996
_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      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker KAPPA APEX II area-detector diffractometer'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            44419
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_av_R_equivalents  0.1114
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.404
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3653
_reflns_number_gt                2295
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0512P)²+0.9440P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3653
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1071
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1296
_refine_ls_wR_factor_gt          0.1082
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
O8 O 0.55355(16) 0.5321(2) 0.75872(8) 0.0280(4) Uani 1 1 d . . . . .
O10 O 0.27213(16) 0.84383(18) 0.61469(8) 0.0239(4) Uani 1 1 d . . . . .
O11 O 0.58538(15) 0.59590(17) 0.57074(8) 0.0179(3) Uani 1 1 d . . . . .
O12 O 0.79108(16) 0.59925(17) 0.48069(8) 0.0207(4) Uani 1 1 d . . . . .
N2 N 0.5060(2) 0.7148(2) 0.42354(10) 0.0233(5) Uani 1 1 d . . . . .
H2 H 0.511(3) 0.605(4) 0.4273(15) 0.047(8) Uiso 1 1 d . . . . .
N9 N 0.38675(18) 0.6798(2) 0.69507(9) 0.0179(4) Uani 1 1 d . . . . .
C1 C 0.4559(2) 0.7701(3) 0.48885(11) 0.0213(5) Uani 1 1 d . . . . .
H1A H 0.368955 0.714058 0.497433 0.026 Uiso 1 1 calc R U . . .
H1B H 0.430239 0.878173 0.482888 0.026 Uiso 1 1 calc R U . . .
C3 C 0.6425(2) 0.7782(3) 0.40868(12) 0.0231(5) Uani 1 1 d . . . . .
H3A H 0.630378 0.887475 0.398577 0.028 Uiso 1 1 calc R U . . .
H3B H 0.672324 0.729144 0.365984 0.028 Uiso 1 1 calc R U . . .
C3A C 0.7575(2) 0.7581(3) 0.46804(12) 0.0212(5) Uani 1 1 d . . . . .
C4 C 0.9043(2) 0.8246(3) 0.46627(12) 0.0257(5) Uani 1 1 d . . . . .
H4A H 0.929762 0.907993 0.438835 0.031 Uiso 1 1 calc R U . . .
C5 C 0.9897(3) 0.7436(3) 0.51049(12) 0.0257(6) Uani 1 1 d . . . . .
H5A H 1.088678 0.757457 0.521852 0.031 Uiso 1 1 calc R U . . .
C6 C 0.8960(2) 0.6230(3) 0.53956(11) 0.0218(5) Uani 1 1 d . . . . .
H6A H 0.946541 0.530107 0.558389 0.026 Uiso 1 1 calc R U . . .
C6A C 0.8099(2) 0.7086(3) 0.59253(11) 0.0192(5) Uani 1 1 d . . . . .
H6B H 0.871469 0.769723 0.627460 0.023 Uiso 1 1 calc R U . . .
C7 C 0.6988(2) 0.6158(3) 0.62660(11) 0.0178(5) Uani 1 1 d . . . . .
H7A H 0.735797 0.519227 0.648613 0.021 Uiso 1 1 calc R U . . .
C7A C 0.6263(2) 0.7207(3) 0.67707(11) 0.0183(5) Uani 1 1 d . . . . .
H7B H 0.695338 0.781155 0.708716 0.022 Uiso 1 1 calc R U . . .
C8 C 0.5245(2) 0.6312(3) 0.71644(11) 0.0198(5) Uani 1 1 d . . . . .
C10 C 0.3806(2) 0.7877(2) 0.64175(12) 0.0191(5) Uani 1 1 d . . . . .
C10A C 0.5299(2) 0.8199(3) 0.62483(11) 0.0181(5) Uani 1 1 d . . . . .
H10A H 0.554185 0.929674 0.629417 0.022 Uiso 1 1 calc R U . . .
C10B C 0.5636(2) 0.7538(2) 0.55306(11) 0.0175(5) Uani 1 1 d . . . . .
C10C C 0.7129(2) 0.8077(3) 0.54113(11) 0.0179(5) Uani 1 1 d . . . . .
H10B H 0.726753 0.918356 0.550130 0.022 Uiso 1 1 calc R U . . .
C11 C 0.2640(2) 0.6236(2) 0.72542(11) 0.0182(5) Uani 1 1 d . . . . .
C12 C 0.2497(2) 0.6554(3) 0.79600(12) 0.0219(5) Uani 1 1 d . . . . .
H12A H 0.319334 0.713132 0.823445 0.026 Uiso 1 1 calc R U . . .
C13 C 0.1329(3) 0.6013(3) 0.82484(13) 0.0285(6) Uani 1 1 d . . . . .
H13A H 0.121632 0.622455 0.872719 0.034 Uiso 1 1 calc R U . . .
C14 C 0.0298(3) 0.5155(3) 0.78479(13) 0.0300(6) Uani 1 1 d . . . . .
H14A H -0.051374 0.479872 0.805061 0.036 Uiso 1 1 calc R U . . .
C15 C 0.0479(3) 0.4832(3) 0.71507(13) 0.0296(6) Uani 1 1 d . . . . .
H15A H -0.020347 0.423312 0.687835 0.036 Uiso 1 1 calc R U . . .
C16 C 0.1643(2) 0.5374(3) 0.68507(12) 0.0223(5) Uani 1 1 d . . . . .
H16A H 0.175896 0.515959 0.637268 0.027 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
O8 C8 1.205(3) . ?
O10 C10 1.210(3) . ?
O11 C10B 1.447(3) . ?
O11 C7 1.447(2) . ?
O12 C6 1.440(3) . ?
O12 C3A 1.455(3) . ?
N2 C1 1.463(3) . ?
N2 C3 1.465(3) . ?
N2 H2 0.98(3) . ?
N9 C10 1.392(3) . ?
N9 C8 1.396(3) . ?
N9 C11 1.441(3) . ?
C1 C10B 1.522(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C3 C3A 1.502(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3A C4 1.515(3) . ?
C3A C10C 1.562(3) . ?
C4 C5 1.321(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.528(3) . ?
C5 H5A 0.9500 . ?
C6 C6A 1.559(3) . ?
C6 H6A 1.0000 . ?
C6A C7 1.532(3) . ?
C6A C10C 1.548(3) . ?
C6A H6B 1.0000 . ?
C7 C7A 1.548(3) . ?
C7 H7A 1.0000 . ?
C7A C8 1.507(3) . ?
C7A C10A 1.555(3) . ?
C7A H7B 1.0000 . ?
C10 C10A 1.511(3) . ?
C10A C10B 1.553(3) . ?
C10A H10A 1.0000 . ?
C10B C10C 1.533(3) . ?
C10C H10B 1.0000 . ?
C11 C16 1.386(3) . ?
C11 C12 1.397(3) . ?
C12 C13 1.372(3) . ?
C12 H12A 0.9500 . ?
C13 C14 1.402(4) . ?
C13 H13A 0.9500 . ?
C14 C15 1.390(4) . ?
C14 H14A 0.9500 . ?
C15 C16 1.380(3) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10B O11 C7 97.62(15) . . ?
C6 O12 C3A 96.38(16) . . ?
C1 N2 C3 114.03(18) . . ?
C1 N2 H2 106.6(17) . . ?
C3 N2 H2 111.3(16) . . ?
C10 N9 C8 113.15(18) . . ?
C10 N9 C11 123.71(18) . . ?
C8 N9 C11 123.14(18) . . ?
N2 C1 C10B 113.95(18) . . ?
N2 C1 H1A 108.8 . . ?
C10B C1 H1A 108.8 . . ?
N2 C1 H1B 108.8 . . ?
C10B C1 H1B 108.8 . . ?
H1A C1 H1B 107.7 . . ?
N2 C3 C3A 113.38(19) . . ?
N2 C3 H3A 108.9 . . ?
C3A C3 H3A 108.9 . . ?
N2 C3 H3B 108.9 . . ?
C3A C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
O12 C3A C3 111.70(19) . . ?
O12 C3A C4 101.09(18) . . ?
C3 C3A C4 122.4(2) . . ?
O12 C3A C10C 101.38(17) . . ?
C3 C3A C10C 113.58(18) . . ?
C4 C3A C10C 104.07(18) . . ?
C5 C4 C3A 106.3(2) . . ?
C5 C4 H4A 126.8 . . ?
C3A C4 H4A 126.8 . . ?
C4 C5 C6 105.6(2) . . ?
C4 C5 H5A 127.2 . . ?
C6 C5 H5A 127.2 . . ?
O12 C6 C5 101.51(18) . . ?
O12 C6 C6A 102.23(16) . . ?
C5 C6 C6A 105.02(19) . . ?
O12 C6 H6A 115.4 . . ?
C5 C6 H6A 115.4 . . ?
C6A C6 H6A 115.4 . . ?
C7 C6A C10C 100.53(17) . . ?
C7 C6A C6 116.36(19) . . ?
C10C C6A C6 100.36(17) . . ?
C7 C6A H6B 112.7 . . ?
C10C C6A H6B 112.7 . . ?
C6 C6A H6B 112.7 . . ?
O11 C7 C6A 104.11(17) . . ?
O11 C7 C7A 100.86(16) . . ?
C6A C7 C7A 108.16(18) . . ?
O11 C7 H7A 114.1 . . ?
C6A C7 H7A 114.1 . . ?
C7A C7 H7A 114.1 . . ?
C8 C7A C7 110.11(18) . . ?
C8 C7A C10A 104.55(17) . . ?
C7 C7A C10A 101.99(17) . . ?
C8 C7A H7B 113.1 . . ?
C7 C7A H7B 113.1 . . ?
C10A C7A H7B 113.1 . . ?
O8 C8 N9 124.3(2) . . ?
O8 C8 C7A 127.0(2) . . ?
N9 C8 C7A 108.71(18) . . ?
O10 C10 N9 124.4(2) . . ?
O10 C10 C10A 127.3(2) . . ?
N9 C10 C10A 108.34(18) . . ?
C10 C10A C10B 113.51(18) . . ?
C10 C10A C7A 105.05(17) . . ?
C10B C10A C7A 101.18(16) . . ?
C10 C10A H10A 112.1 . . ?
C10B C10A H10A 112.1 . . ?
C7A C10A H10A 112.1 . . ?
O11 C10B C1 110.38(17) . . ?
O11 C10B C10C 102.88(17) . . ?
C1 C10B C10C 113.93(18) . . ?
O11 C10B C10A 101.20(16) . . ?
C1 C10B C10A 119.63(18) . . ?
C10C C10B C10A 106.85(17) . . ?
C10B C10C C6A 103.18(17) . . ?
C10B C10C C3A 112.52(18) . . ?
C6A C10C C3A 102.16(17) . . ?
C10B C10C H10B 112.7 . . ?
C6A C10C H10B 112.7 . . ?
C3A C10C H10B 112.7 . . ?
C16 C11 C12 121.3(2) . . ?
C16 C11 N9 119.98(19) . . ?
C12 C11 N9 118.7(2) . . ?
C13 C12 C11 118.6(2) . . ?
C13 C12 H12A 120.7 . . ?
C11 C12 H12A 120.7 . . ?
C12 C13 C14 121.1(2) . . ?
C12 C13 H13A 119.5 . . ?
C14 C13 H13A 119.5 . . ?
C15 C14 C13 119.2(2) . . ?
C15 C14 H14A 120.4 . . ?
C13 C14 H14A 120.4 . . ?
C16 C15 C14 120.5(2) . . ?
C16 C15 H15A 119.7 . . ?
C14 C15 H15A 119.7 . . ?
C15 C16 C11 119.3(2) . . ?
C15 C16 H16A 120.3 . . ?
C11 C16 H16A 120.3 . . ?

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
C3 N2 C1 C10B -52.6(3) . . . . ?
C1 N2 C3 C3A 54.1(3) . . . . ?
C6 O12 C3A C3 -178.12(18) . . . . ?
C6 O12 C3A C4 50.15(18) . . . . ?
C6 O12 C3A C10C -56.83(18) . . . . ?
N2 C3 C3A O12 64.6(2) . . . . ?
N2 C3 C3A C4 -175.5(2) . . . . ?
N2 C3 C3A C10C -49.3(3) . . . . ?
O12 C3A C4 C5 -32.6(2) . . . . ?
C3 C3A C4 C5 -157.4(2) . . . . ?
C10C C3A C4 C5 72.3(2) . . . . ?
C3A C4 C5 C6 0.9(2) . . . . ?
C3A O12 C6 C5 -49.64(19) . . . . ?
C3A O12 C6 C6A 58.70(18) . . . . ?
C4 C5 C6 O12 31.5(2) . . . . ?
C4 C5 C6 C6A -74.7(2) . . . . ?
O12 C6 C6A C7 70.6(2) . . . . ?
C5 C6 C6A C7 176.22(18) . . . . ?
O12 C6 C6A C10C -36.8(2) . . . . ?
C5 C6 C6A C10C 68.9(2) . . . . ?
C10B O11 C7 C6A -54.32(18) . . . . ?
C10B O11 C7 C7A 57.73(17) . . . . ?
C10C C6A C7 O11 33.7(2) . . . . ?
C6 C6A C7 O11 -73.5(2) . . . . ?
C10C C6A C7 C7A -72.94(19) . . . . ?
C6 C6A C7 C7A 179.82(18) . . . . ?
O11 C7 C7A C8 75.8(2) . . . . ?
C6A C7 C7A C8 -175.32(17) . . . . ?
O11 C7 C7A C10A -34.81(19) . . . . ?
C6A C7 C7A C10A 74.1(2) . . . . ?
C10 N9 C8 O8 -175.3(2) . . . . ?
C11 N9 C8 O8 4.7(3) . . . . ?
C10 N9 C8 C7A 3.6(2) . . . . ?
C11 N9 C8 C7A -176.33(18) . . . . ?
C7 C7A C8 O8 65.5(3) . . . . ?
C10A C7A C8 O8 174.4(2) . . . . ?
C7 C7A C8 N9 -113.4(2) . . . . ?
C10A C7A C8 N9 -4.5(2) . . . . ?
C8 N9 C10 O10 179.0(2) . . . . ?
C11 N9 C10 O10 -1.1(3) . . . . ?
C8 N9 C10 C10A -1.0(2) . . . . ?
C11 N9 C10 C10A 178.93(19) . . . . ?
O10 C10 C10A C10B -72.3(3) . . . . ?
N9 C10 C10A C10B 107.7(2) . . . . ?
O10 C10 C10A C7A 178.1(2) . . . . ?
N9 C10 C10A C7A -1.9(2) . . . . ?
C8 C7A C10A C10 3.8(2) . . . . ?
C7 C7A C10A C10 118.53(18) . . . . ?
C8 C7A C10A C10B -114.51(18) . . . . ?
C7 C7A C10A C10B 0.2(2) . . . . ?
C7 O11 C10B C1 174.54(17) . . . . ?
C7 O11 C10B C10C 52.61(18) . . . . ?
C7 O11 C10B C10A -57.78(18) . . . . ?
N2 C1 C10B O11 -68.4(2) . . . . ?
N2 C1 C10B C10C 46.8(3) . . . . ?
N2 C1 C10B C10A 174.90(19) . . . . ?
C10 C10A C10B O11 -77.5(2) . . . . ?
C7A C10A C10B O11 34.49(19) . . . . ?
C10 C10A C10B C1 43.9(3) . . . . ?
C7A C10A C10B C1 155.90(19) . . . . ?
C10 C10A C10B C10C 175.20(18) . . . . ?
C7A C10A C10B C10C -72.8(2) . . . . ?
O11 C10B C10C C6A -31.7(2) . . . . ?
C1 C10B C10C C6A -151.22(18) . . . . ?
C10A C10B C10C C6A 74.4(2) . . . . ?
O11 C10B C10C C3A 77.6(2) . . . . ?
C1 C10B C10C C3A -41.9(3) . . . . ?
C10A C10B C10C C3A -176.26(17) . . . . ?
C7 C6A C10C C10B -1.0(2) . . . . ?
C6 C6A C10C C10B 118.49(17) . . . . ?
C7 C6A C10C C3A -117.98(18) . . . . ?
C6 C6A C10C C3A 1.6(2) . . . . ?
O12 C3A C10C C10B -76.6(2) . . . . ?
C3 C3A C10C C10B 43.4(3) . . . . ?
C4 C3A C10C C10B 178.80(19) . . . . ?
O12 C3A C10C C6A 33.4(2) . . . . ?
C3 C3A C10C C6A 153.39(19) . . . . ?
C4 C3A C10C C6A -71.2(2) . . . . ?
C10 N9 C11 C16 66.9(3) . . . . ?
C8 N9 C11 C16 -113.2(2) . . . . ?
C10 N9 C11 C12 -114.3(2) . . . . ?
C8 N9 C11 C12 65.6(3) . . . . ?
C16 C11 C12 C13 -1.0(3) . . . . ?
N9 C11 C12 C13 -179.8(2) . . . . ?
C11 C12 C13 C14 0.2(3) . . . . ?
C12 C13 C14 C15 0.9(4) . . . . ?
C13 C14 C15 C16 -1.3(4) . . . . ?
C14 C15 C16 C11 0.6(4) . . . . ?
C12 C11 C16 C15 0.6(3) . . . . ?
N9 C11 C16 C15 179.4(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
_geom_hbond_publ_flag
N2 H2 O11 0.98(3) 2.00(3) 2.887(3) 151(2) 3_666 yes
C3 H3A O10 0.99 2.57 3.479(3) 152.3 3_676 yes
C5 H5A O10 0.95 2.48 3.293(3) 144.1 1_655 yes
C12 H12A N2 0.95 2.55 3.459(3) 159.9 4_576 yes
C16 H16A O12 0.95 2.52 3.455(3) 167.7 3_666 yes

_refine_diff_density_max         0.475
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_Liza
_database_code_depnum_ccdc_archive 'CCDC 2182745'
loop_
_audit_author_name
_audit_author_address
'Mikhail Grigoriev'
;IPCE RAS
Russia
;
_audit_update_record             
;
2022-06-28 deposited with the CCDC.	2022-07-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H17 N O7'
_chemical_formula_weight         335.30

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           1
_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'

_cell_length_a                   7.7282(7)
_cell_length_b                   9.9974(10)
_cell_length_c                   19.2246(17)
_cell_angle_alpha                83.079(4)
_cell_angle_beta                 81.948(3)
_cell_angle_gamma                89.975(4)
_cell_volume                     1459.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5609
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      29.03

_exptl_crystal_description       fragment
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.121
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.879
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker KAPPA APEX II area-detector diffractometer'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24899
_diffrn_reflns_av_unetI/netI     0.0907
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         4.107
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_full        25.242
_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 0.823
_diffrn_reflns_point_group_measured_fraction_full 0.852
_reflns_number_total             14009
_reflns_number_gt                10562
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.654
_reflns_Friedel_fraction_max     0.651
_reflns_Friedel_fraction_full    0.711

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0489P)²+0.3136P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3103 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         14009
_refine_ls_number_parameters     877
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0573
_refine_ls_wR_factor_ref         0.1242
_refine_ls_wR_factor_gt          0.1110
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
O1 O 0.6772(4) 0.7591(3) 0.10013(16) 0.0206(6) Uani 1 1 d . . . . .
O2 O 0.6225(4) 0.9397(3) 0.15862(16) 0.0190(6) Uani 1 1 d . . . . .
O3 O 0.0391(4) 0.8220(3) 0.19286(16) 0.0206(6) Uani 1 1 d . . . . .
O4 O 0.2826(4) 0.8674(3) 0.11399(15) 0.0208(7) Uani 1 1 d . . . . .
O8 O 0.4157(4) 0.7950(3) 0.51947(14) 0.0149(6) Uani 1 1 d . . . . .
O9 O 0.4093(3) 0.6208(3) 0.43517(14) 0.0118(5) Uani 1 1 d . . . . .
O10 O 0.3957(4) 0.5693(3) 0.29887(15) 0.0148(6) Uani 1 1 d . . . . .
N2 N 0.7429(5) 0.5429(3) 0.35262(18) 0.0145(7) Uani 1 1 d . . . . .
H2 H 0.664(6) 0.482(5) 0.369(2) 0.017 Uiso 1 1 d . U . . .
C1 C 0.7250(5) 0.6455(4) 0.4012(2) 0.0143(8) Uani 1 1 d . . . . .
H1A H 0.818938 0.714357 0.385607 0.017 Uiso 1 1 calc R U . . .
H1B H 0.741225 0.602865 0.448997 0.017 Uiso 1 1 calc R U . . .
C3 C 0.7132(5) 0.5953(4) 0.2807(2) 0.0153(8) Uani 1 1 d . . . . .
H3A H 0.718713 0.519871 0.251471 0.018 Uiso 1 1 calc R U . . .
H3B H 0.808036 0.660423 0.259522 0.018 Uiso 1 1 calc R U . . .
C3A C 0.5386(5) 0.6641(4) 0.2784(2) 0.0130(8) Uani 1 1 d . . . . .
C4 C 0.4885(5) 0.7375(4) 0.2100(2) 0.0139(8) Uani 1 1 d . . . . .
C5 C 0.3119(5) 0.7381(4) 0.2206(2) 0.0148(8) Uani 1 1 d . . . . .
C6 C 0.2562(5) 0.6648(4) 0.2945(2) 0.0145(8) Uani 1 1 d . . . . .
H6A H 0.135316 0.624880 0.303229 0.017 Uiso 1 1 calc R U . . .
C6A C 0.2957(5) 0.7638(4) 0.3465(2) 0.0113(7) Uani 1 1 d . . . . .
H6AA H 0.243546 0.854353 0.336163 0.014 Uiso 1 1 calc R U . . .
C7 C 0.2665(5) 0.7107(4) 0.4256(2) 0.0128(8) Uani 1 1 d . . . . .
H7A H 0.147712 0.670838 0.443752 0.015 Uiso 1 1 calc R U . . .
C7A C 0.3168(5) 0.8312(4) 0.4621(2) 0.0132(8) Uani 1 1 d . . . . .
H7AA H 0.249321 0.916559 0.459033 0.016 Uiso 1 1 calc R U . . .
C8A C 0.5079(5) 0.8337(4) 0.4491(2) 0.0131(8) Uani 1 1 d . . . . .
H8AA H 0.575339 0.920713 0.436974 0.016 Uiso 1 1 calc R U . . .
C8B C 0.5499(5) 0.7146(4) 0.4057(2) 0.0114(7) Uani 1 1 d . . . . .
C8C C 0.5000(5) 0.7681(4) 0.3323(2) 0.0105(7) Uani 1 1 d . . . . .
H8CA H 0.549565 0.859911 0.313759 0.013 Uiso 1 1 calc R U . . .
C11 C 0.6054(5) 0.8103(4) 0.1503(2) 0.0138(8) Uani 1 1 d . . . . .
C12 C 0.7086(6) 1.0242(5) 0.0977(3) 0.0268(10) Uani 1 1 d . . . . .
H12A H 0.715073 1.117024 0.108880 0.040 Uiso 1 1 calc R U . . .
H12B H 0.826984 0.991552 0.084883 0.040 Uiso 1 1 calc R U . . .
H12C H 0.642390 1.021611 0.058008 0.040 Uiso 1 1 calc R U . . .
C13 C 0.1949(5) 0.8121(4) 0.1759(2) 0.0153(8) Uani 1 1 d . . . . .
C14 C 0.1815(6) 0.9496(5) 0.0679(2) 0.0272(10) Uani 1 1 d . . . . .
H14A H 0.257450 0.984916 0.024332 0.041 Uiso 1 1 calc R U . . .
H14B H 0.087050 0.894843 0.056085 0.041 Uiso 1 1 calc R U . . .
H14C H 0.131592 1.024772 0.091868 0.041 Uiso 1 1 calc R U . . .
O21 O 0.0299(4) 0.2793(3) 0.08254(16) 0.0226(7) Uani 1 1 d . . . . .
O22 O 0.1019(4) 0.4513(3) 0.13923(16) 0.0208(7) Uani 1 1 d . . . . .
O23 O 0.6306(4) 0.3397(3) 0.17295(16) 0.0212(7) Uani 1 1 d . . . . .
O24 O 0.4760(4) 0.3531(3) 0.08158(16) 0.0218(7) Uani 1 1 d . . . . .
O28 O 0.0913(4) 0.2885(3) 0.49138(15) 0.0178(6) Uani 1 1 d . . . . .
O29 O 0.1362(3) 0.1128(3) 0.40652(15) 0.0140(6) Uani 1 1 d . . . . .
O30 O 0.2152(3) 0.0615(3) 0.26672(15) 0.0142(6) Uani 1 1 d . . . . .
N22 N -0.1615(5) 0.0463(4) 0.3289(2) 0.0171(7) Uani 1 1 d . . . . .
H22 H -0.109(6) -0.015(5) 0.347(3) 0.020 Uiso 1 1 d . U . . .
C21 C -0.1627(5) 0.1441(4) 0.3806(2) 0.0156(8) Uani 1 1 d . . . . .
H21A H -0.203442 0.097613 0.428529 0.019 Uiso 1 1 calc R U . . .
H21B H -0.247190 0.215531 0.369998 0.019 Uiso 1 1 calc R U . . .
C23 C -0.0929(5) 0.1032(4) 0.2566(2) 0.0173(8) Uani 1 1 d . . . . .
H23A H -0.172736 0.173765 0.240098 0.021 Uiso 1 1 calc R U . . .
H23B H -0.089995 0.031487 0.225203 0.021 Uiso 1 1 calc R U . . .
C23A C 0.0885(5) 0.1636(4) 0.2509(2) 0.0129(8) Uani 1 1 d . . . . .
C24 C 0.1853(5) 0.2374(4) 0.1817(2) 0.0142(8) Uani 1 1 d . . . . .
C25 C 0.3551(5) 0.2301(4) 0.1888(2) 0.0151(8) Uani 1 1 d . . . . .
C26A C 0.3046(5) 0.2512(4) 0.3145(2) 0.0128(8) Uani 1 1 d . . . . .
H26A H 0.368391 0.339783 0.302293 0.015 Uiso 1 1 calc R U . . .
C26 C 0.3636(5) 0.1505(4) 0.2609(2) 0.0151(8) Uani 1 1 d . . . . .
H26B H 0.477225 0.105472 0.266583 0.018 Uiso 1 1 calc R U . . .
C27A C 0.2239(5) 0.3222(4) 0.4308(2) 0.0146(8) Uani 1 1 d . . . . .
H27A H 0.296750 0.406404 0.425520 0.018 Uiso 1 1 calc R U . . .
C27 C 0.2889(5) 0.1993(4) 0.3939(2) 0.0143(8) Uani 1 1 d . . . . .
H27B H 0.396543 0.157046 0.409557 0.017 Uiso 1 1 calc R U . . .
C28B C 0.0143(5) 0.2089(4) 0.3805(2) 0.0126(8) Uani 1 1 d . . . . .
C28A C 0.0373(5) 0.3268(4) 0.4226(2) 0.0136(8) Uani 1 1 d . . . . .
H28B H -0.020988 0.414711 0.411854 0.016 Uiso 1 1 calc R U . . .
C28C C 0.1072(5) 0.2623(4) 0.3054(2) 0.0118(7) Uani 1 1 d . . . . .
H28A H 0.073315 0.356248 0.289171 0.014 Uiso 1 1 calc R U . . .
C31 C 0.0977(5) 0.3223(4) 0.1278(2) 0.0158(8) Uani 1 1 d . . . . .
C32 C 0.0148(7) 0.5458(4) 0.0918(3) 0.0285(11) Uani 1 1 d . . . . .
H32A H 0.025370 0.637157 0.104579 0.043 Uiso 1 1 calc R U . . .
H32B H 0.069774 0.543231 0.042870 0.043 Uiso 1 1 calc R U . . .
H32C H -0.109050 0.520371 0.096230 0.043 Uiso 1 1 calc R U . . .
C33 C 0.5025(5) 0.3122(4) 0.1484(2) 0.0170(8) Uani 1 1 d . . . . .
C34 C 0.6091(7) 0.4461(5) 0.0420(3) 0.0305(11) Uani 1 1 d . . . . .
H34A H 0.580992 0.471288 -0.005898 0.046 Uiso 1 1 calc R U . . .
H34B H 0.612974 0.527069 0.065945 0.046 Uiso 1 1 calc R U . . .
H34C H 0.723181 0.402703 0.039442 0.046 Uiso 1 1 calc R U . . .
O41 O 0.9555(4) 0.5771(3) 0.91830(16) 0.0244(7) Uani 1 1 d . . . . .
O42 O 0.9145(4) 0.7783(3) 0.85716(16) 0.0209(7) Uani 1 1 d . . . . .
O43 O 0.3658(4) 0.6829(3) 0.83194(17) 0.0219(7) Uani 1 1 d . . . . .
O44 O 0.5494(4) 0.6730(3) 0.91375(16) 0.0229(7) Uani 1 1 d . . . . .
O48 O 0.9092(4) 0.7868(3) 0.50635(15) 0.0173(6) Uani 1 1 d . . . . .
O49 O 0.8628(3) 0.5710(3) 0.59006(15) 0.0137(6) Uani 1 1 d . . . . .
O50 O 0.7822(3) 0.4533(3) 0.73010(15) 0.0148(6) Uani 1 1 d . . . . .
N42 N 1.1607(5) 0.4648(3) 0.66685(19) 0.0174(7) Uani 1 1 d . . . . .
H42 H 1.080(6) 0.403(5) 0.654(3) 0.021 Uiso 1 1 d . U . . .
C41 C 1.1618(5) 0.5872(4) 0.6165(2) 0.0158(8) Uani 1 1 d . . . . .
H41A H 1.202768 0.564449 0.568325 0.019 Uiso 1 1 calc R U . . .
H41B H 1.246574 0.652818 0.627802 0.019 Uiso 1 1 calc R U . . .
C43 C 1.0911(5) 0.4875(4) 0.7399(2) 0.0171(8) Uani 1 1 d . . . . .
H43A H 1.171121 0.549746 0.756820 0.021 Uiso 1 1 calc R U . . .
H43B H 1.087888 0.400823 0.771029 0.021 Uiso 1 1 calc R U . . .
C43A C 0.9098(5) 0.5458(4) 0.7462(2) 0.0129(7) Uani 1 1 d . . . . .
C44 C 0.8150(5) 0.5888(4) 0.8154(2) 0.0139(8) Uani 1 1 d . . . . .
C45 C 0.6450(5) 0.5869(4) 0.8089(2) 0.0146(8) Uani 1 1 d . . . . .
C46 C 0.6337(5) 0.5418(4) 0.7367(2) 0.0147(8) Uani 1 1 d . . . . .
H46B H 0.519061 0.500997 0.731076 0.018 Uiso 1 1 calc R U . . .
C46A C 0.6963(5) 0.6664(4) 0.6828(2) 0.0127(8) Uani 1 1 d . . . . .
H46A H 0.634278 0.750062 0.694971 0.015 Uiso 1 1 calc R U . . .
C47 C 0.7106(5) 0.6524(4) 0.6036(2) 0.0135(8) Uani 1 1 d . . . . .
H47B H 0.602168 0.618449 0.588060 0.016 Uiso 1 1 calc R U . . .
C47A C 0.7769(5) 0.7914(4) 0.5669(2) 0.0137(8) Uani 1 1 d . . . . .
H47A H 0.704577 0.873423 0.572415 0.016 Uiso 1 1 calc R U . . .
C48A C 0.9627(5) 0.7923(4) 0.5747(2) 0.0129(8) Uani 1 1 d . . . . .
H48B H 1.020997 0.874830 0.585892 0.016 Uiso 1 1 calc R U . . .
C48B C 0.9843(5) 0.6537(4) 0.6168(2) 0.0124(7) Uani 1 1 d . . . . .
C48C C 0.8935(5) 0.6720(4) 0.6914(2) 0.0119(7) Uani 1 1 d . . . . .
H48A H 0.928548 0.757822 0.707939 0.014 Uiso 1 1 calc R U . . .
C51 C 0.9017(5) 0.6441(4) 0.8700(2) 0.0156(8) Uani 1 1 d . . . . .
C52 C 0.9908(7) 0.8453(5) 0.9087(3) 0.0329(12) Uani 1 1 d . . . . .
H52A H 0.994180 0.942822 0.894511 0.049 Uiso 1 1 calc R U . . .
H52B H 0.919909 0.825028 0.955246 0.049 Uiso 1 1 calc R U . . .
H52C H 1.109868 0.813201 0.911232 0.049 Uiso 1 1 calc R U . . .
C53 C 0.5033(5) 0.6516(4) 0.8510(2) 0.0153(8) Uani 1 1 d . . . . .
C54 C 0.4243(7) 0.7447(5) 0.9583(3) 0.0309(11) Uani 1 1 d . . . . .
H54A H 0.469888 0.755064 1.002492 0.046 Uiso 1 1 calc R U . . .
H54B H 0.404817 0.833772 0.933603 0.046 Uiso 1 1 calc R U . . .
H54C H 0.313641 0.693612 0.969082 0.046 Uiso 1 1 calc R U . . .
O61 O 0.3098(4) 0.0705(3) 0.89558(17) 0.0247(7) Uani 1 1 d . . . . .
O62 O 0.3912(4) 0.2811(3) 0.84737(16) 0.0199(6) Uani 1 1 d . . . . .
O63 O 0.9627(4) 0.1776(3) 0.80334(17) 0.0216(6) Uani 1 1 d . . . . .
O64 O 0.7297(4) 0.1652(3) 0.88858(16) 0.0231(7) Uani 1 1 d . . . . .
O68 O 0.5821(4) 0.3030(3) 0.48018(15) 0.0167(6) Uani 1 1 d . . . . .
O69 O 0.5877(3) 0.0900(3) 0.56426(15) 0.0130(6) Uani 1 1 d . . . . .
O70 O 0.6004(3) -0.0251(3) 0.70058(15) 0.0152(6) Uani 1 1 d . . . . .
N62 N 0.2541(4) -0.0246(3) 0.64760(19) 0.0153(7) Uani 1 1 d . . . . .
H62 H 0.332(6) -0.079(5) 0.628(2) 0.018 Uiso 1 1 d . U . . .
C61 C 0.2724(5) 0.0999(4) 0.5985(2) 0.0142(8) Uani 1 1 d . . . . .
H61A H 0.178548 0.161894 0.613712 0.017 Uiso 1 1 calc R U . . .
H61B H 0.256279 0.078537 0.550831 0.017 Uiso 1 1 calc R U . . .
C63 C 0.2837(5) -0.0047(4) 0.7199(2) 0.0156(8) Uani 1 1 d . . . . .
H63A H 0.278116 -0.093229 0.749446 0.019 Uiso 1 1 calc R U . . .
H63B H 0.189266 0.051333 0.740867 0.019 Uiso 1 1 calc R U . . .
C63A C 0.4577(5) 0.0624(4) 0.7212(2) 0.0141(8) Uani 1 1 d . . . . .
C64 C 0.5128(5) 0.1030(4) 0.7898(2) 0.0151(8) Uani 1 1 d . . . . .
C65 C 0.6876(5) 0.1058(4) 0.7791(2) 0.0157(8) Uani 1 1 d . . . . .
C66 C 0.7412(5) 0.0665(4) 0.7043(2) 0.0152(8) Uani 1 1 d . . . . .
H66B H 0.861373 0.029445 0.695017 0.018 Uiso 1 1 calc R U . . .
C66A C 0.7024(5) 0.1910(4) 0.6530(2) 0.0127(8) Uani 1 1 d . . . . .
H66A H 0.755837 0.276036 0.663519 0.015 Uiso 1 1 calc R U . . .
C67 C 0.7318(5) 0.1749(4) 0.5730(2) 0.0139(8) Uani 1 1 d . . . . .
H67B H 0.850153 0.142635 0.554806 0.017 Uiso 1 1 calc R U . . .
C67A C 0.6825(5) 0.3124(4) 0.5372(2) 0.0149(8) Uani 1 1 d . . . . .
H67A H 0.750645 0.396060 0.540129 0.018 Uiso 1 1 calc R U . . .
C68A C 0.4907(5) 0.3092(4) 0.5501(2) 0.0140(8) Uani 1 1 d . . . . .
H68B H 0.423826 0.390993 0.562118 0.017 Uiso 1 1 calc R U . . .
C68B C 0.4476(5) 0.1712(4) 0.5936(2) 0.0123(8) Uani 1 1 d . . . . .
C68C C 0.4992(5) 0.1906(4) 0.6667(2) 0.0119(7) Uani 1 1 d . . . . .
H68A H 0.451216 0.274572 0.684984 0.014 Uiso 1 1 calc R U . . .
C71 C 0.3946(5) 0.1471(4) 0.8496(2) 0.0138(8) Uani 1 1 d . . . . .
C72 C 0.2924(6) 0.3334(5) 0.9075(3) 0.0278(10) Uani 1 1 d . . . . .
H72A H 0.298608 0.432079 0.900446 0.042 Uiso 1 1 calc R U . . .
H72B H 0.170183 0.303312 0.912375 0.042 Uiso 1 1 calc R U . . .
H72C H 0.341580 0.300146 0.950556 0.042 Uiso 1 1 calc R U . . .
C73 C 0.8087(5) 0.1534(4) 0.8231(2) 0.0164(8) Uani 1 1 d . . . . .
C74 C 0.8373(6) 0.2194(5) 0.9342(2) 0.0276(11) Uani 1 1 d . . . . .
H74A H 0.768533 0.224173 0.980701 0.041 Uiso 1 1 calc R U . . .
H74B H 0.937568 0.160959 0.939586 0.041 Uiso 1 1 calc R U . . .
H74C H 0.878896 0.309979 0.913407 0.041 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C11 1.212(5) . ?
O2 C11 1.331(5) . ?
O2 C12 1.439(5) . ?
O3 C13 1.209(5) . ?
O4 C13 1.341(5) . ?
O4 C14 1.446(5) . ?
O8 C7A 1.440(5) . ?
O8 C8A 1.447(5) . ?
O9 C7 1.441(4) . ?
O9 C8B 1.443(4) . ?
O10 C3A 1.436(5) . ?
O10 C6 1.445(4) . ?
N2 C1 1.462(5) . ?
N2 C3 1.468(5) . ?
N2 H2 0.86(5) . ?
C1 C8B 1.516(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C3 C3A 1.518(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3A C4 1.526(5) . ?
C3A C8C 1.554(5) . ?
C4 C5 1.352(6) . ?
C4 C11 1.473(6) . ?
C5 C13 1.472(6) . ?
C5 C6 1.522(6) . ?
C6 C6A 1.547(5) . ?
C6 H6A 1.0000 . ?
C6A C7 1.536(5) . ?
C6A C8C 1.564(5) . ?
C6A H6AA 1.0000 . ?
C7 C7A 1.540(5) . ?
C7 H7A 1.0000 . ?
C7A C8A 1.463(5) . ?
C7A H7AA 1.0000 . ?
C8A C8B 1.543(5) . ?
C8A H8AA 1.0000 . ?
C8B C8C 1.548(5) . ?
C8C H8CA 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
O21 C31 1.198(5) . ?
O22 C31 1.336(5) . ?
O22 C32 1.463(5) . ?
O23 C33 1.201(5) . ?
O24 C33 1.343(5) . ?
O24 C34 1.453(5) . ?
O28 C27A 1.446(5) . ?
O28 C28A 1.449(5) . ?
O29 C27 1.438(5) . ?
O29 C28B 1.441(4) . ?
O30 C26 1.436(5) . ?
O30 C23A 1.449(4) . ?
N22 C23 1.462(5) . ?
N22 C21 1.475(5) . ?
N22 H22 0.80(5) . ?
C21 C28B 1.513(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C23 C23A 1.512(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23A C24 1.536(6) . ?
C23A C28C 1.543(5) . ?
C24 C25 1.339(5) . ?
C24 C31 1.495(6) . ?
C25 C33 1.475(6) . ?
C25 C26 1.522(6) . ?
C26A C27 1.542(6) . ?
C26A C26 1.549(5) . ?
C26A C28C 1.562(5) . ?
C26A H26A 1.0000 . ?
C26 H26B 1.0000 . ?
C27A C28A 1.473(5) . ?
C27A C27 1.541(5) . ?
C27A H27A 1.0000 . ?
C27 H27B 1.0000 . ?
C28B C28A 1.532(5) . ?
C28B C28C 1.552(6) . ?
C28A H28B 1.0000 . ?
C28C H28A 1.0000 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
O41 C51 1.202(5) . ?
O42 C51 1.336(5) . ?
O42 C52 1.450(5) . ?
O43 C53 1.201(5) . ?
O44 C53 1.345(5) . ?
O44 C54 1.448(5) . ?
O48 C48A 1.439(5) . ?
O48 C47A 1.443(5) . ?
O49 C48B 1.438(4) . ?
O49 C47 1.442(4) . ?
O50 C43A 1.442(4) . ?
O50 C46 1.450(5) . ?
N42 C41 1.465(5) . ?
N42 C43 1.477(5) . ?
N42 H42 0.95(5) . ?
C41 C48B 1.524(5) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C43 C43A 1.512(5) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C43A C44 1.535(5) . ?
C43A C48C 1.559(5) . ?
C44 C45 1.338(6) . ?
C44 C51 1.480(6) . ?
C45 C53 1.467(6) . ?
C45 C46 1.524(6) . ?
C46 C46A 1.551(6) . ?
C46 H46B 1.0000 . ?
C46A C47 1.535(6) . ?
C46A C48C 1.558(5) . ?
C46A H46A 1.0000 . ?
C47 C47A 1.535(6) . ?
C47 H47B 1.0000 . ?
C47A C48A 1.465(5) . ?
C47A H47A 1.0000 . ?
C48A C48B 1.539(5) . ?
C48A H48B 1.0000 . ?
C48B C48C 1.539(5) . ?
C48C H48A 1.0000 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
O61 C71 1.214(5) . ?
O62 C71 1.336(5) . ?
O62 C72 1.446(5) . ?
O63 C73 1.213(5) . ?
O64 C73 1.339(5) . ?
O64 C74 1.440(5) . ?
O68 C68A 1.437(5) . ?
O68 C67A 1.441(5) . ?
O69 C67 1.441(4) . ?
O69 C68B 1.445(4) . ?
O70 C66 1.437(5) . ?
O70 C63A 1.449(5) . ?
N62 C61 1.462(5) . ?
N62 C63 1.477(5) . ?
N62 H62 0.89(5) . ?
C61 C68B 1.516(5) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C63 C63A 1.507(5) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C63A C64 1.540(6) . ?
C63A C68C 1.557(5) . ?
C64 C65 1.337(6) . ?
C64 C71 1.476(6) . ?
C65 C73 1.462(6) . ?
C65 C66 1.538(6) . ?
C66 C66A 1.549(5) . ?
C66 H66B 1.0000 . ?
C66A C67 1.549(5) . ?
C66A C68C 1.555(5) . ?
C66A H66A 1.0000 . ?
C67 C67A 1.535(5) . ?
C67 H67B 1.0000 . ?
C67A C68A 1.468(5) . ?
C67A H67A 1.0000 . ?
C68A C68B 1.536(5) . ?
C68A H68B 1.0000 . ?
C68B C68C 1.547(5) . ?
C68C H68A 1.0000 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?

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 O2 C12 115.4(3) . . ?
C13 O4 C14 116.0(3) . . ?
C7A O8 C8A 60.9(2) . . ?
C7 O9 C8B 97.6(3) . . ?
C3A O10 C6 97.2(3) . . ?
C1 N2 C3 113.0(3) . . ?
C1 N2 H2 106(3) . . ?
C3 N2 H2 108(3) . . ?
N2 C1 C8B 113.5(3) . . ?
N2 C1 H1A 108.9 . . ?
C8B C1 H1A 108.9 . . ?
N2 C1 H1B 108.9 . . ?
C8B C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
N2 C3 C3A 113.1(3) . . ?
N2 C3 H3A 109.0 . . ?
C3A C3 H3A 109.0 . . ?
N2 C3 H3B 109.0 . . ?
C3A C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
O10 C3A C3 111.3(3) . . ?
O10 C3A C4 101.0(3) . . ?
C3 C3A C4 121.8(3) . . ?
O10 C3A C8C 102.8(3) . . ?
C3 C3A C8C 114.0(3) . . ?
C4 C3A C8C 103.6(3) . . ?
C5 C4 C11 127.1(4) . . ?
C5 C4 C3A 104.6(3) . . ?
C11 C4 C3A 127.6(3) . . ?
C4 C5 C13 127.7(4) . . ?
C4 C5 C6 106.2(3) . . ?
C13 C5 C6 125.4(4) . . ?
O10 C6 C5 100.3(3) . . ?
O10 C6 C6A 102.5(3) . . ?
C5 C6 C6A 105.9(3) . . ?
O10 C6 H6A 115.4 . . ?
C5 C6 H6A 115.4 . . ?
C6A C6 H6A 115.4 . . ?
C7 C6A C6 117.0(3) . . ?
C7 C6A C8C 100.2(3) . . ?
C6 C6A C8C 100.3(3) . . ?
C7 C6A H6AA 112.6 . . ?
C6 C6A H6AA 112.6 . . ?
C8C C6A H6AA 112.6 . . ?
O9 C7 C6A 104.6(3) . . ?
O9 C7 C7A 101.8(3) . . ?
C6A C7 C7A 104.1(3) . . ?
O9 C7 H7A 114.9 . . ?
C6A C7 H7A 114.9 . . ?
C7A C7 H7A 114.9 . . ?
O8 C7A C8A 59.8(2) . . ?
O8 C7A C7 113.9(3) . . ?
C8A C7A C7 103.6(3) . . ?
O8 C7A H7AA 121.0 . . ?
C8A C7A H7AA 121.0 . . ?
C7 C7A H7AA 121.0 . . ?
O8 C8A C7A 59.3(2) . . ?
O8 C8A C8B 114.1(3) . . ?
C7A C8A C8B 103.0(3) . . ?
O8 C8A H8AA 121.1 . . ?
C7A C8A H8AA 121.1 . . ?
C8B C8A H8AA 121.1 . . ?
O9 C8B C1 111.1(3) . . ?
O9 C8B C8A 101.8(3) . . ?
C1 C8B C8A 122.4(3) . . ?
O9 C8B C8C 103.0(3) . . ?
C1 C8B C8C 113.1(3) . . ?
C8A C8B C8C 103.2(3) . . ?
C8B C8C C3A 111.9(3) . . ?
C8B C8C C6A 102.5(3) . . ?
C3A C8C C6A 101.8(3) . . ?
C8B C8C H8CA 113.2 . . ?
C3A C8C H8CA 113.2 . . ?
C6A C8C H8CA 113.2 . . ?
O1 C11 O2 124.2(4) . . ?
O1 C11 C4 124.5(4) . . ?
O2 C11 C4 111.3(3) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O3 C13 O4 124.1(4) . . ?
O3 C13 C5 124.3(4) . . ?
O4 C13 C5 111.6(4) . . ?
O4 C14 H14A 109.5 . . ?
O4 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O4 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C31 O22 C32 116.0(3) . . ?
C33 O24 C34 114.2(3) . . ?
C27A O28 C28A 61.2(2) . . ?
C27 O29 C28B 98.1(3) . . ?
C26 O30 C23A 97.2(3) . . ?
C23 N22 C21 113.2(3) . . ?
C23 N22 H22 117(4) . . ?
C21 N22 H22 101(4) . . ?
N22 C21 C28B 113.5(3) . . ?
N22 C21 H21A 108.9 . . ?
C28B C21 H21A 108.9 . . ?
N22 C21 H21B 108.9 . . ?
C28B C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
N22 C23 C23A 112.6(3) . . ?
N22 C23 H23A 109.1 . . ?
C23A C23 H23A 109.1 . . ?
N22 C23 H23B 109.1 . . ?
C23A C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
O30 C23A C23 111.5(3) . . ?
O30 C23A C24 99.9(3) . . ?
C23 C23A C24 122.9(3) . . ?
O30 C23A C28C 102.7(3) . . ?
C23 C23A C28C 114.0(3) . . ?
C24 C23A C28C 103.2(3) . . ?
C25 C24 C31 129.4(4) . . ?
C25 C24 C23A 105.2(3) . . ?
C31 C24 C23A 124.1(3) . . ?
C24 C25 C33 128.4(4) . . ?
C24 C25 C26 106.1(3) . . ?
C33 C25 C26 123.3(4) . . ?
C27 C26A C26 117.7(3) . . ?
C27 C26A C28C 100.3(3) . . ?
C26 C26A C28C 99.8(3) . . ?
C27 C26A H26A 112.5 . . ?
C26 C26A H26A 112.5 . . ?
C28C C26A H26A 112.5 . . ?
O30 C26 C25 100.7(3) . . ?
O30 C26 C26A 103.7(3) . . ?
C25 C26 C26A 104.4(3) . . ?
O30 C26 H26B 115.4 . . ?
C25 C26 H26B 115.4 . . ?
C26A C26 H26B 115.4 . . ?
O28 C27A C28A 59.5(2) . . ?
O28 C27A C27 113.4(3) . . ?
C28A C27A C27 103.2(3) . . ?
O28 C27A H27A 121.3 . . ?
C28A C27A H27A 121.3 . . ?
C27 C27A H27A 121.3 . . ?
O29 C27 C27A 102.3(3) . . ?
O29 C27 C26A 103.9(3) . . ?
C27A C27 C26A 103.9(3) . . ?
O29 C27 H27B 115.1 . . ?
C27A C27 H27B 115.1 . . ?
C26A C27 H27B 115.1 . . ?
O29 C28B C21 111.5(3) . . ?
O29 C28B C28A 102.1(3) . . ?
C21 C28B C28A 121.9(3) . . ?
O29 C28B C28C 102.9(3) . . ?
C21 C28B C28C 113.6(3) . . ?
C28A C28B C28C 102.6(3) . . ?
O28 C28A C27A 59.3(2) . . ?
O28 C28A C28B 114.6(3) . . ?
C27A C28A C28B 103.2(3) . . ?
O28 C28A H28B 120.9 . . ?
C27A C28A H28B 120.9 . . ?
C28B C28A H28B 120.9 . . ?
C23A C28C C28B 112.3(3) . . ?
C23A C28C C26A 102.6(3) . . ?
C28B C28C C26A 102.5(3) . . ?
C23A C28C H28A 112.8 . . ?
C28B C28C H28A 112.8 . . ?
C26A C28C H28A 112.8 . . ?
O21 C31 O22 125.5(4) . . ?
O21 C31 C24 124.5(4) . . ?
O22 C31 C24 110.0(3) . . ?
O22 C32 H32A 109.5 . . ?
O22 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
O22 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O23 C33 O24 124.2(4) . . ?
O23 C33 C25 123.4(4) . . ?
O24 C33 C25 112.4(4) . . ?
O24 C34 H34A 109.5 . . ?
O24 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O24 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C51 O42 C52 115.9(3) . . ?
C53 O44 C54 115.8(3) . . ?
C48A O48 C47A 61.1(2) . . ?
C48B O49 C47 97.6(3) . . ?
C43A O50 C46 97.1(3) . . ?
C41 N42 C43 112.6(3) . . ?
C41 N42 H42 107(3) . . ?
C43 N42 H42 105(3) . . ?
N42 C41 C48B 114.0(3) . . ?
N42 C41 H41A 108.8 . . ?
C48B C41 H41A 108.8 . . ?
N42 C41 H41B 108.8 . . ?
C48B C41 H41B 108.8 . . ?
H41A C41 H41B 107.7 . . ?
N42 C43 C43A 113.0(3) . . ?
N42 C43 H43A 109.0 . . ?
C43A C43 H43A 109.0 . . ?
N42 C43 H43B 109.0 . . ?
C43A C43 H43B 109.0 . . ?
H43A C43 H43B 107.8 . . ?
O50 C43A C43 111.9(3) . . ?
O50 C43A C44 100.5(3) . . ?
C43 C43A C44 123.0(3) . . ?
O50 C43A C48C 102.7(3) . . ?
C43 C43A C48C 113.3(3) . . ?
C44 C43A C48C 102.9(3) . . ?
C45 C44 C51 128.7(4) . . ?
C45 C44 C43A 105.4(3) . . ?
C51 C44 C43A 125.0(3) . . ?
C44 C45 C53 127.1(4) . . ?
C44 C45 C46 106.1(3) . . ?
C53 C45 C46 124.6(4) . . ?
O50 C46 C45 100.6(3) . . ?
O50 C46 C46A 102.8(3) . . ?
C45 C46 C46A 104.7(3) . . ?
O50 C46 H46B 115.6 . . ?
C45 C46 H46B 115.6 . . ?
C46A C46 H46B 115.6 . . ?
C47 C46A C46 118.2(3) . . ?
C47 C46A C48C 100.3(3) . . ?
C46 C46A C48C 100.6(3) . . ?
C47 C46A H46A 112.1 . . ?
C46 C46A H46A 112.1 . . ?
C48C C46A H46A 112.1 . . ?
O49 C47 C47A 101.8(3) . . ?
O49 C47 C46A 104.1(3) . . ?
C47A C47 C46A 104.1(3) . . ?
O49 C47 H47B 115.1 . . ?
C47A C47 H47B 115.1 . . ?
C46A C47 H47B 115.1 . . ?
O48 C47A C48A 59.3(2) . . ?
O48 C47A C47 114.1(3) . . ?
C48A C47A C47 103.8(3) . . ?
O48 C47A H47A 121.0 . . ?
C48A C47A H47A 121.0 . . ?
C47 C47A H47A 121.0 . . ?
O48 C48A C47A 59.6(2) . . ?
O48 C48A C48B 114.5(3) . . ?
C47A C48A C48B 102.6(3) . . ?
O48 C48A H48B 121.0 . . ?
C47A C48A H48B 121.0 . . ?
C48B C48A H48B 121.0 . . ?
O49 C48B C41 111.2(3) . . ?
O49 C48B C48C 103.6(3) . . ?
C41 C48B C48C 113.3(3) . . ?
O49 C48B C48A 102.0(3) . . ?
C41 C48B C48A 121.8(3) . . ?
C48C C48B C48A 102.8(3) . . ?
C48B C48C C46A 102.5(3) . . ?
C48B C48C C43A 112.5(3) . . ?
C46A C48C C43A 102.0(3) . . ?
C48B C48C H48A 113.0 . . ?
C46A C48C H48A 113.0 . . ?
C43A C48C H48A 113.0 . . ?
O41 C51 O42 124.9(4) . . ?
O41 C51 C44 124.6(4) . . ?
O42 C51 C44 110.6(3) . . ?
O42 C52 H52A 109.5 . . ?
O42 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
O42 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
O43 C53 O44 124.6(4) . . ?
O43 C53 C45 124.8(4) . . ?
O44 C53 C45 110.6(3) . . ?
O44 C54 H54A 109.5 . . ?
O44 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
O44 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C71 O62 C72 116.3(3) . . ?
C73 O64 C74 115.4(4) . . ?
C68A O68 C67A 61.3(2) . . ?
C67 O69 C68B 97.9(3) . . ?
C66 O70 C63A 97.5(3) . . ?
C61 N62 C63 113.2(3) . . ?
C61 N62 H62 105(3) . . ?
C63 N62 H62 111(3) . . ?
N62 C61 C68B 113.7(3) . . ?
N62 C61 H61A 108.8 . . ?
C68B C61 H61A 108.8 . . ?
N62 C61 H61B 108.8 . . ?
C68B C61 H61B 108.8 . . ?
H61A C61 H61B 107.7 . . ?
N62 C63 C63A 112.5(3) . . ?
N62 C63 H63A 109.1 . . ?
C63A C63 H63A 109.1 . . ?
N62 C63 H63B 109.1 . . ?
C63A C63 H63B 109.1 . . ?
H63A C63 H63B 107.8 . . ?
O70 C63A C63 111.0(3) . . ?
O70 C63A C64 100.0(3) . . ?
C63 C63A C64 122.1(3) . . ?
O70 C63A C68C 102.3(3) . . ?
C63 C63A C68C 114.9(3) . . ?
C64 C63A C68C 103.8(3) . . ?
C65 C64 C71 128.2(4) . . ?
C65 C64 C63A 105.4(3) . . ?
C71 C64 C63A 125.9(3) . . ?
C64 C65 C73 129.0(4) . . ?
C64 C65 C66 105.9(3) . . ?
C73 C65 C66 124.6(4) . . ?
O70 C66 C65 100.1(3) . . ?
O70 C66 C66A 102.8(3) . . ?
C65 C66 C66A 105.6(3) . . ?
O70 C66 H66B 115.5 . . ?
C65 C66 H66B 115.5 . . ?
C66A C66 H66B 115.5 . . ?
C66 C66A C67 116.5(3) . . ?
C66 C66A C68C 100.8(3) . . ?
C67 C66A C68C 100.1(3) . . ?
C66 C66A H66A 112.7 . . ?
C67 C66A H66A 112.7 . . ?
C68C C66A H66A 112.7 . . ?
O69 C67 C67A 102.2(3) . . ?
O69 C67 C66A 103.9(3) . . ?
C67A C67 C66A 103.9(3) . . ?
O69 C67 H67B 115.1 . . ?
C67A C67 H67B 115.1 . . ?
C66A C67 H67B 115.1 . . ?
O68 C67A C68A 59.2(2) . . ?
O68 C67A C67 113.5(3) . . ?
C68A C67A C67 103.4(3) . . ?
O68 C67A H67A 121.3 . . ?
C68A C67A H67A 121.3 . . ?
C67 C67A H67A 121.3 . . ?
O68 C68A C67A 59.4(2) . . ?
O68 C68A C68B 114.4(3) . . ?
C67A C68A C68B 103.3(3) . . ?
O68 C68A H68B 121.0 . . ?
C67A C68A H68B 121.0 . . ?
C68B C68A H68B 121.0 . . ?
O69 C68B C61 110.8(3) . . ?
O69 C68B C68A 101.8(3) . . ?
C61 C68B C68A 122.9(3) . . ?
O69 C68B C68C 102.6(3) . . ?
C61 C68B C68C 113.3(3) . . ?
C68A C68B C68C 103.2(3) . . ?
C68B C68C C66A 103.1(3) . . ?
C68B C68C C63A 111.9(3) . . ?
C66A C68C C63A 102.0(3) . . ?
C68B C68C H68A 113.0 . . ?
C66A C68C H68A 113.0 . . ?
C63A C68C H68A 113.0 . . ?
O61 C71 O62 123.7(4) . . ?
O61 C71 C64 123.9(4) . . ?
O62 C71 C64 112.4(3) . . ?
O62 C72 H72A 109.5 . . ?
O62 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
O62 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
O63 C73 O64 123.8(4) . . ?
O63 C73 C65 124.5(4) . . ?
O64 C73 C65 111.8(4) . . ?
O64 C74 H74A 109.5 . . ?
O64 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
O64 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 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
C3 N2 C1 C8B 56.0(4) . . . . ?
C1 N2 C3 C3A -54.6(4) . . . . ?
C6 O10 C3A C3 177.4(3) . . . . ?
C6 O10 C3A C4 -51.9(3) . . . . ?
C6 O10 C3A C8C 55.0(3) . . . . ?
N2 C3 C3A O10 -67.1(4) . . . . ?
N2 C3 C3A C4 174.0(3) . . . . ?
N2 C3 C3A C8C 48.6(5) . . . . ?
O10 C3A C4 C5 33.0(4) . . . . ?
C3 C3A C4 C5 156.8(4) . . . . ?
C8C C3A C4 C5 -73.3(4) . . . . ?
O10 C3A C4 C11 -155.8(4) . . . . ?
C3 C3A C4 C11 -32.0(6) . . . . ?
C8C C3A C4 C11 98.0(4) . . . . ?
C11 C4 C5 C13 -0.7(7) . . . . ?
C3A C4 C5 C13 170.6(4) . . . . ?
C11 C4 C5 C6 -171.7(4) . . . . ?
C3A C4 C5 C6 -0.4(4) . . . . ?
C3A O10 C6 C5 51.2(3) . . . . ?
C3A O10 C6 C6A -57.8(3) . . . . ?
C4 C5 C6 O10 -32.0(4) . . . . ?
C13 C5 C6 O10 156.7(4) . . . . ?
C4 C5 C6 C6A 74.3(4) . . . . ?
C13 C5 C6 C6A -97.0(4) . . . . ?
O10 C6 C6A C7 -70.2(4) . . . . ?
C5 C6 C6A C7 -174.8(3) . . . . ?
O10 C6 C6A C8C 36.9(3) . . . . ?
C5 C6 C6A C8C -67.7(3) . . . . ?
C8B O9 C7 C6A 54.9(3) . . . . ?
C8B O9 C7 C7A -53.3(3) . . . . ?
C6 C6A C7 O9 73.4(4) . . . . ?
C8C C6A C7 O9 -33.8(3) . . . . ?
C6 C6A C7 C7A 179.9(3) . . . . ?
C8C C6A C7 C7A 72.7(3) . . . . ?
C8A O8 C7A C7 92.2(3) . . . . ?
O9 C7 C7A O8 -30.1(4) . . . . ?
C6A C7 C7A O8 -138.7(3) . . . . ?
O9 C7 C7A C8A 32.6(4) . . . . ?
C6A C7 C7A C8A -76.0(3) . . . . ?
C7A O8 C8A C8B -91.2(3) . . . . ?
C7 C7A C8A O8 -110.0(3) . . . . ?
O8 C7A C8A C8B 110.5(3) . . . . ?
C7 C7A C8A C8B 0.5(4) . . . . ?
C7 O9 C8B C1 -174.5(3) . . . . ?
C7 O9 C8B C8A 53.7(3) . . . . ?
C7 O9 C8B C8C -53.1(3) . . . . ?
N2 C1 C8B O9 64.5(4) . . . . ?
N2 C1 C8B C8A -175.1(3) . . . . ?
N2 C1 C8B C8C -50.7(4) . . . . ?
O8 C8A C8B O9 28.6(4) . . . . ?
C7A C8A C8B O9 -33.3(3) . . . . ?
O8 C8A C8B C1 -96.1(4) . . . . ?
C7A C8A C8B C1 -158.0(3) . . . . ?
O8 C8A C8B C8C 135.2(3) . . . . ?
C7A C8A C8B C8C 73.3(3) . . . . ?
O9 C8B C8C C3A -76.3(4) . . . . ?
C1 C8B C8C C3A 43.7(4) . . . . ?
C8A C8B C8C C3A 178.0(3) . . . . ?
O9 C8B C8C C6A 32.0(3) . . . . ?
C1 C8B C8C C6A 152.1(3) . . . . ?
C8A C8B C8C C6A -73.7(3) . . . . ?
O10 C3A C8C C8B 77.4(3) . . . . ?
C3 C3A C8C C8B -43.1(4) . . . . ?
C4 C3A C8C C8B -177.7(3) . . . . ?
O10 C3A C8C C6A -31.3(3) . . . . ?
C3 C3A C8C C6A -151.9(3) . . . . ?
C4 C3A C8C C6A 73.6(3) . . . . ?
C7 C6A C8C C8B 0.8(3) . . . . ?
C6 C6A C8C C8B -119.2(3) . . . . ?
C7 C6A C8C C3A 116.7(3) . . . . ?
C6 C6A C8C C3A -3.3(3) . . . . ?
C12 O2 C11 O1 10.7(6) . . . . ?
C12 O2 C11 C4 -169.5(3) . . . . ?
C5 C4 C11 O1 -101.3(5) . . . . ?
C3A C4 C11 O1 89.3(5) . . . . ?
C5 C4 C11 O2 78.9(5) . . . . ?
C3A C4 C11 O2 -90.5(5) . . . . ?
C14 O4 C13 O3 3.7(6) . . . . ?
C14 O4 C13 C5 -176.2(3) . . . . ?
C4 C5 C13 O3 -170.2(4) . . . . ?
C6 C5 C13 O3 -0.7(6) . . . . ?
C4 C5 C13 O4 9.8(6) . . . . ?
C6 C5 C13 O4 179.2(3) . . . . ?
C23 N22 C21 C28B -55.1(5) . . . . ?
C21 N22 C23 C23A 55.8(4) . . . . ?
C26 O30 C23A C23 -176.8(3) . . . . ?
C26 O30 C23A C24 51.8(3) . . . . ?
C26 O30 C23A C28C -54.3(3) . . . . ?
N22 C23 C23A O30 65.4(4) . . . . ?
N22 C23 C23A C24 -176.2(3) . . . . ?
N22 C23 C23A C28C -50.4(4) . . . . ?
O30 C23A C24 C25 -33.3(4) . . . . ?
C23 C23A C24 C25 -157.1(3) . . . . ?
C28C C23A C24 C25 72.4(4) . . . . ?
O30 C23A C24 C31 158.6(3) . . . . ?
C23 C23A C24 C31 34.8(6) . . . . ?
C28C C23A C24 C31 -95.8(4) . . . . ?
C31 C24 C25 C33 5.2(7) . . . . ?
C23A C24 C25 C33 -162.1(4) . . . . ?
C31 C24 C25 C26 168.4(4) . . . . ?
C23A C24 C25 C26 1.0(4) . . . . ?
C23A O30 C26 C25 -51.4(3) . . . . ?
C23A O30 C26 C26A 56.4(3) . . . . ?
C24 C25 C26 O30 31.9(4) . . . . ?
C33 C25 C26 O30 -163.9(3) . . . . ?
C24 C25 C26 C26A -75.4(4) . . . . ?
C33 C25 C26 C26A 88.8(4) . . . . ?
C27 C26A C26 O30 71.7(4) . . . . ?
C28C C26A C26 O30 -35.5(3) . . . . ?
C27 C26A C26 C25 176.8(3) . . . . ?
C28C C26A C26 C25 69.6(3) . . . . ?
C28A O28 C27A C27 -91.9(4) . . . . ?
C28B O29 C27 C27A 52.3(3) . . . . ?
C28B O29 C27 C26A -55.5(3) . . . . ?
O28 C27A C27 O29 30.9(4) . . . . ?
C28A C27A C27 O29 -31.3(4) . . . . ?
O28 C27A C27 C26A 138.7(3) . . . . ?
C28A C27A C27 C26A 76.5(4) . . . . ?
C26 C26A C27 O29 -71.9(4) . . . . ?
C28C C26A C27 O29 35.0(3) . . . . ?
C26 C26A C27 C27A -178.5(3) . . . . ?
C28C C26A C27 C27A -71.6(3) . . . . ?
C27 O29 C28B C21 175.0(3) . . . . ?
C27 O29 C28B C28A -53.2(3) . . . . ?
C27 O29 C28B C28C 52.9(3) . . . . ?
N22 C21 C28B O29 -67.8(4) . . . . ?
N22 C21 C28B C28A 171.5(3) . . . . ?
N22 C21 C28B C28C 48.0(4) . . . . ?
C27A O28 C28A C28B 91.2(4) . . . . ?
C27 C27A C28A O28 109.6(3) . . . . ?
O28 C27A C28A C28B -110.9(3) . . . . ?
C27 C27A C28A C28B -1.3(4) . . . . ?
O29 C28B C28A O28 -28.5(4) . . . . ?
C21 C28B C28A O28 96.6(4) . . . . ?
C28C C28B C28A O28 -134.9(3) . . . . ?
O29 C28B C28A C27A 33.5(4) . . . . ?
C21 C28B C28A C27A 158.6(3) . . . . ?
C28C C28B C28A C27A -72.9(3) . . . . ?
O30 C23A C28C C28B -77.5(4) . . . . ?
C23 C23A C28C C28B 43.2(4) . . . . ?
C24 C23A C28C C28B 178.9(3) . . . . ?
O30 C23A C28C C26A 31.8(4) . . . . ?
C23 C23A C28C C26A 152.6(3) . . . . ?
C24 C23A C28C C26A -71.7(3) . . . . ?
O29 C28B C28C C23A 78.8(3) . . . . ?
C21 C28B C28C C23A -41.9(4) . . . . ?
C28A C28B C28C C23A -175.5(3) . . . . ?
O29 C28B C28C C26A -30.7(3) . . . . ?
C21 C28B C28C C26A -151.4(3) . . . . ?
C28A C28B C28C C26A 75.1(3) . . . . ?
C27 C26A C28C C23A -119.0(3) . . . . ?
C26 C26A C28C C23A 1.8(4) . . . . ?
C27 C26A C28C C28B -2.3(3) . . . . ?
C26 C26A C28C C28B 118.4(3) . . . . ?
C32 O22 C31 O21 0.3(6) . . . . ?
C32 O22 C31 C24 -177.9(4) . . . . ?
C25 C24 C31 O21 111.1(5) . . . . ?
C23A C24 C31 O21 -83.8(5) . . . . ?
C25 C24 C31 O22 -70.8(5) . . . . ?
C23A C24 C31 O22 94.4(4) . . . . ?
C34 O24 C33 O23 -5.7(6) . . . . ?
C34 O24 C33 C25 173.8(3) . . . . ?
C24 C25 C33 O23 148.8(4) . . . . ?
C26 C25 C33 O23 -11.7(6) . . . . ?
C24 C25 C33 O24 -30.6(6) . . . . ?
C26 C25 C33 O24 168.8(3) . . . . ?
C43 N42 C41 C48B -55.0(4) . . . . ?
C41 N42 C43 C43A 55.9(4) . . . . ?
C46 O50 C43A C43 -176.7(3) . . . . ?
C46 O50 C43A C44 51.2(3) . . . . ?
C46 O50 C43A C48C -54.8(3) . . . . ?
N42 C43 C43A O50 65.3(4) . . . . ?
N42 C43 C43A C44 -175.1(3) . . . . ?
N42 C43 C43A C48C -50.4(4) . . . . ?
O50 C43A C44 C45 -32.9(4) . . . . ?
C43 C43A C44 C45 -157.8(4) . . . . ?
C48C C43A C44 C45 72.9(4) . . . . ?
O50 C43A C44 C51 157.2(3) . . . . ?
C43 C43A C44 C51 32.2(6) . . . . ?
C48C C43A C44 C51 -97.0(4) . . . . ?
C51 C44 C45 C53 6.5(7) . . . . ?
C43A C44 C45 C53 -162.9(4) . . . . ?
C51 C44 C45 C46 169.9(4) . . . . ?
C43A C44 C45 C46 0.5(4) . . . . ?
C43A O50 C46 C45 -50.9(3) . . . . ?
C43A O50 C46 C46A 57.0(3) . . . . ?
C44 C45 C46 O50 31.8(4) . . . . ?
C53 C45 C46 O50 -164.2(3) . . . . ?
C44 C45 C46 C46A -74.6(4) . . . . ?
C53 C45 C46 C46A 89.4(4) . . . . ?
O50 C46 C46A C47 71.9(4) . . . . ?
C45 C46 C46A C47 176.7(3) . . . . ?
O50 C46 C46A C48C -36.0(4) . . . . ?
C45 C46 C46A C48C 68.8(3) . . . . ?
C48B O49 C47 C47A 53.0(3) . . . . ?
C48B O49 C47 C46A -55.0(3) . . . . ?
C46 C46A C47 O49 -73.0(4) . . . . ?
C48C C46A C47 O49 35.0(3) . . . . ?
C46 C46A C47 C47A -179.3(3) . . . . ?
C48C C46A C47 C47A -71.3(3) . . . . ?
C48A O48 C47A C47 -92.2(3) . . . . ?
O49 C47 C47A O48 30.3(4) . . . . ?
C46A C47 C47A O48 138.3(3) . . . . ?
O49 C47 C47A C48A -31.9(4) . . . . ?
C46A C47 C47A C48A 76.0(3) . . . . ?
C47A O48 C48A C48B 90.5(4) . . . . ?
C47 C47A C48A O48 110.1(3) . . . . ?
O48 C47A C48A C48B -111.2(3) . . . . ?
C47 C47A C48A C48B -1.1(4) . . . . ?
C47 O49 C48B C41 174.6(3) . . . . ?
C47 O49 C48B C48C 52.5(3) . . . . ?
C47 O49 C48B C48A -54.0(3) . . . . ?
N42 C41 C48B O49 -67.5(4) . . . . ?
N42 C41 C48B C48C 48.8(4) . . . . ?
N42 C41 C48B C48A 172.2(3) . . . . ?
O48 C48A C48B O49 -28.1(4) . . . . ?
C47A C48A C48B O49 34.0(4) . . . . ?
O48 C48A C48B C41 96.5(4) . . . . ?
C47A C48A C48B C41 158.5(3) . . . . ?
O48 C48A C48B C48C -135.3(3) . . . . ?
C47A C48A C48B C48C -73.2(3) . . . . ?
O49 C48B C48C C46A -30.6(3) . . . . ?
C41 C48B C48C C46A -151.3(3) . . . . ?
C48A C48B C48C C46A 75.3(3) . . . . ?
O49 C48B C48C C43A 78.1(4) . . . . ?
C41 C48B C48C C43A -42.5(4) . . . . ?
C48A C48B C48C C43A -175.9(3) . . . . ?
C47 C46A C48C C48B -2.5(3) . . . . ?
C46 C46A C48C C48B 119.1(3) . . . . ?
C47 C46A C48C C43A -119.1(3) . . . . ?
C46 C46A C48C C43A 2.4(4) . . . . ?
O50 C43A C48C C48B -77.2(4) . . . . ?
C43 C43A C48C C48B 43.8(4) . . . . ?
C44 C43A C48C C48B 178.7(3) . . . . ?
O50 C43A C48C C46A 31.9(3) . . . . ?
C43 C43A C48C C46A 152.9(3) . . . . ?
C44 C43A C48C C46A -72.2(3) . . . . ?
C52 O42 C51 O41 -3.7(6) . . . . ?
C52 O42 C51 C44 177.5(4) . . . . ?
C45 C44 C51 O41 104.0(5) . . . . ?
C43A C44 C51 O41 -88.5(5) . . . . ?
C45 C44 C51 O42 -77.2(5) . . . . ?
C43A C44 C51 O42 90.4(4) . . . . ?
C54 O44 C53 O43 -3.0(6) . . . . ?
C54 O44 C53 C45 176.1(4) . . . . ?
C44 C45 C53 O43 156.5(4) . . . . ?
C46 C45 C53 O43 -4.1(6) . . . . ?
C44 C45 C53 O44 -22.6(6) . . . . ?
C46 C45 C53 O44 176.8(3) . . . . ?
C63 N62 C61 C68B 56.0(4) . . . . ?
C61 N62 C63 C63A -54.6(4) . . . . ?
C66 O70 C63A C63 177.9(3) . . . . ?
C66 O70 C63A C64 -51.9(3) . . . . ?
C66 O70 C63A C68C 54.8(3) . . . . ?
N62 C63 C63A O70 -67.1(4) . . . . ?
N62 C63 C63A C64 175.6(3) . . . . ?
N62 C63 C63A C68C 48.4(4) . . . . ?
O70 C63A C64 C65 32.6(4) . . . . ?
C63 C63A C64 C65 155.3(4) . . . . ?
C68C C63A C64 C65 -72.8(4) . . . . ?
O70 C63A C64 C71 -154.9(4) . . . . ?
C63 C63A C64 C71 -32.3(6) . . . . ?
C68C C63A C64 C71 99.6(4) . . . . ?
C71 C64 C65 C73 -0.3(7) . . . . ?
C63A C64 C65 C73 171.9(4) . . . . ?
C71 C64 C65 C66 -172.5(4) . . . . ?
C63A C64 C65 C66 -0.3(4) . . . . ?
C63A O70 C66 C65 51.7(3) . . . . ?
C63A O70 C66 C66A -56.9(3) . . . . ?
C64 C65 C66 O70 -32.5(4) . . . . ?
C73 C65 C66 O70 154.9(4) . . . . ?
C64 C65 C66 C66A 73.9(4) . . . . ?
C73 C65 C66 C66A -98.7(4) . . . . ?
O70 C66 C66A C67 -71.1(4) . . . . ?
C65 C66 C66A C67 -175.5(3) . . . . ?
O70 C66 C66A C68C 36.0(3) . . . . ?
C65 C66 C66A C68C -68.5(3) . . . . ?
C68B O69 C67 C67A -52.6(3) . . . . ?
C68B O69 C67 C66A 55.2(3) . . . . ?
C66 C66A C67 O69 73.3(4) . . . . ?
C68C C66A C67 O69 -34.2(3) . . . . ?
C66 C66A C67 C67A 179.8(3) . . . . ?
C68C C66A C67 C67A 72.4(3) . . . . ?
C68A O68 C67A C67 92.0(4) . . . . ?
O69 C67 C67A O68 -30.3(4) . . . . ?
C66A C67 C67A O68 -138.1(3) . . . . ?
O69 C67 C67A C68A 31.7(4) . . . . ?
C66A C67 C67A C68A -76.2(3) . . . . ?
C67A O68 C68A C68B -91.4(3) . . . . ?
C67 C67A C68A O68 -109.6(3) . . . . ?
O68 C67A C68A C68B 110.7(3) . . . . ?
C67 C67A C68A C68B 1.2(4) . . . . ?
C67 O69 C68B C61 -174.5(3) . . . . ?
C67 O69 C68B C68A 53.3(3) . . . . ?
C67 O69 C68B C68C -53.3(3) . . . . ?
N62 C61 C68B O69 64.7(4) . . . . ?
N62 C61 C68B C68A -174.9(3) . . . . ?
N62 C61 C68B C68C -49.9(4) . . . . ?
O68 C68A C68B O69 28.7(4) . . . . ?
C67A C68A C68B O69 -33.5(4) . . . . ?
O68 C68A C68B C61 -95.8(4) . . . . ?
C67A C68A C68B C61 -158.0(3) . . . . ?
O68 C68A C68B C68C 134.8(3) . . . . ?
C67A C68A C68B C68C 72.6(3) . . . . ?
O69 C68B C68C C66A 31.7(3) . . . . ?
C61 C68B C68C C66A 151.2(3) . . . . ?
C68A C68B C68C C66A -73.8(3) . . . . ?
O69 C68B C68C C63A -77.2(4) . . . . ?
C61 C68B C68C C63A 42.3(4) . . . . ?
C68A C68B C68C C63A 177.4(3) . . . . ?
C66 C66A C68C C68B -118.4(3) . . . . ?
C67 C66A C68C C68B 1.3(3) . . . . ?
C66 C66A C68C C63A -2.3(3) . . . . ?
C67 C66A C68C C63A 117.4(3) . . . . ?
O70 C63A C68C C68B 77.9(4) . . . . ?
C63 C63A C68C C68B -42.5(4) . . . . ?
C64 C63A C68C C68B -178.4(3) . . . . ?
O70 C63A C68C C66A -31.6(3) . . . . ?
C63 C63A C68C C66A -152.0(3) . . . . ?
C64 C63A C68C C66A 72.0(3) . . . . ?
C72 O62 C71 O61 6.0(6) . . . . ?
C72 O62 C71 C64 -174.1(3) . . . . ?
C65 C64 C71 O61 -107.6(5) . . . . ?
C63A C64 C71 O61 81.6(5) . . . . ?
C65 C64 C71 O62 72.5(5) . . . . ?
C63A C64 C71 O62 -98.2(4) . . . . ?
C74 O64 C73 O63 4.6(6) . . . . ?
C74 O64 C73 C65 -176.4(3) . . . . ?
C64 C65 C73 O63 -164.6(4) . . . . ?
C66 C65 C73 O63 6.3(6) . . . . ?
C64 C65 C73 O64 16.5(6) . . . . ?
C66 C65 C73 O64 -172.7(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
_geom_hbond_publ_flag
N2 H2 O68 0.86(5) 2.62(5) 3.322(5) 140(4) . yes
C3 H3B O3 0.99 2.51 3.496(5) 173.7 1_655 yes
C6A H6AA O30 1.00 2.35 3.280(5) 153.9 1_565 yes
C7 H7A O48 1.00 2.43 3.113(5) 125.0 1_455 yes
C7A H7AA O29 1.00 2.32 3.271(5) 157.8 1_565 yes
C14 H14A O61 0.98 2.50 3.395(6) 152.4 1_564 yes
C21 H21B O68 0.99 2.58 3.123(5) 114.5 1_455 yes
C23 H23A O23 0.99 2.60 3.576(5) 168.7 1_455 yes
C23 H23B O3 0.99 2.43 3.306(5) 147.0 1_545 yes
C26A H26A O10 1.00 2.30 3.226(5) 154.3 . yes
C27A H27A O9 1.00 2.35 3.327(5) 165.0 . yes
C28A H28B N2 1.00 2.55 3.436(5) 147.8 1_455 yes
C34 H34A O44 0.98 2.42 3.227(6) 139.0 1_554 yes
C34 H34B O1 0.98 2.55 3.511(6) 165.4 . yes
C41 H41B O8 0.99 2.57 3.113(5) 114.6 1_655 yes
C43 H43B O63 0.99 2.41 3.290(5) 148.0 . yes
C46A H46A O70 1.00 2.28 3.219(5) 156.6 1_565 yes
C47A H47A O69 1.00 2.34 3.321(5) 166.2 1_565 yes
C48A H48B N62 1.00 2.56 3.448(5) 148.0 1_665 yes
C54 H54B O61 0.98 2.53 3.493(6) 167.0 1_565 yes
N62 H62 O8 0.89(5) 2.57(5) 3.330(5) 143(4) 1_545 yes
C63 H63B O63 0.99 2.42 3.410(5) 174.4 1_455 yes
C66A H66A O50 1.00 2.33 3.263(5) 154.5 . yes
C67 H67B O28 1.00 2.45 3.134(5) 124.8 1_655 yes
C67A H67A O49 1.00 2.32 3.270(5) 158.8 . yes

_refine_diff_density_max         0.356
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.071


# start Validation Reply Form
_vrf_PLAT035_Liza                
;
PROBLEM: _chemical_absolute_configuration Info Not Given Please Do !
RESPONSE: ...
;
_vrf_PLAT910_Liza                
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 25 Note
RESPONSE: Closed by beamstop.
;
# end Validation Reply Form
