# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1866680'
_audit_update_record             
;
2018-09-10 deposited with the CCDC.
2018-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H18 O9'
_chemical_formula_weight         486.41

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'
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/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   12.2928(16)
_cell_length_b                   13.0408(15)
_cell_length_c                   27.679(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.341(4)
_cell_angle_gamma                90
_cell_volume                     4429.6(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    17958
_cell_measurement_theta_min      2.766
_cell_measurement_theta_max      25.996

_exptl_crystal_description       needle
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_F_000             2016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    0.111
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17958
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.766
_diffrn_reflns_theta_max         25.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measured_fraction_theta_full 0.953
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_Laue_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.953
_reflns_number_total             8280
_reflns_number_gt                5627
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.1876P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8280
_refine_ls_number_parameters     649
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0966
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.2459
_refine_ls_wR_factor_gt          0.1776
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_restrained_S_all      0.991
_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
O2 O 0.44275(17) 0.77257(16) 0.26897(8) 0.0379(6) Uani 1 1 d . . . . .
O5 O 0.23523(17) 0.51287(15) 0.18662(8) 0.0363(5) Uani 1 1 d . . . . .
O26 O 0.60176(17) 0.57651(17) 0.46846(7) 0.0393(6) Uani 1 1 d . . . . .
H26O H 0.6430 0.5585 0.4922 0.059 Uiso 1 1 calc R U . . .
O25 O 0.76034(18) 0.60543(19) 0.43622(8) 0.0458(6) Uani 1 1 d . . . . .
C10 C 0.5974(2) 0.6392(2) 0.38906(10) 0.0292(7) Uani 1 1 d . . . . .
C7 C 0.4894(2) 0.7191(2) 0.30772(10) 0.0293(7) Uani 1 1 d . . . . .
C22 C -0.1425(2) 0.8683(2) 0.11662(11) 0.0312(7) Uani 1 1 d . . . . .
H22 H -0.2170 0.8839 0.1206 0.037 Uiso 1 1 calc R U . . .
C20 C 0.0409(2) 0.8548(2) 0.14864(11) 0.0295(7) Uani 1 1 d . . . . .
O30 O -0.20554(18) 0.4284(2) 0.06501(8) 0.0495(7) Uani 1 1 d . . . . .
C2 C 0.3482(2) 0.7389(2) 0.24474(10) 0.0286(7) Uani 1 1 d . . . . .
C23 C -0.1100(2) 0.8355(2) 0.07249(10) 0.0297(7) Uani 1 1 d . . . . .
C4 C 0.1685(2) 0.6883(2) 0.18538(9) 0.0255(6) Uani 1 1 d . . . . .
H4 H 0.1063 0.6709 0.1650 0.031 Uiso 1 1 calc R U . . .
C1 C 0.2750(2) 0.8148(2) 0.23031(10) 0.0309(7) Uani 1 1 d . . . . .
H1 H 0.2855 0.8836 0.2409 0.037 Uiso 1 1 calc R U . . .
C24 C -0.0007(2) 0.8155(2) 0.06618(10) 0.0336(7) Uani 1 1 d . . . . .
H24 H 0.0215 0.7946 0.0354 0.040 Uiso 1 1 calc R U . . .
C3 C 0.3333(2) 0.6376(2) 0.23119(10) 0.0285(7) Uani 1 1 d . . . . .
H3 H 0.3831 0.5860 0.2423 0.034 Uiso 1 1 calc R U . . .
C5 C 0.1868(2) 0.7886(2) 0.20037(10) 0.0273(6) Uani 1 1 d . . . . .
C54 C 0.6601(3) 0.6050(2) 0.43320(11) 0.0334(7) Uani 1 1 d . . . . .
C9 C 0.4847(2) 0.6449(2) 0.38600(11) 0.0318(7) Uani 1 1 d . . . . .
H9 H 0.4447 0.6214 0.4122 0.038 Uiso 1 1 calc R U . . .
C11 C 0.6016(2) 0.7116(2) 0.30962(11) 0.0327(7) Uani 1 1 d . . . . .
H11 H 0.6412 0.7341 0.2831 0.039 Uiso 1 1 calc R U . . .
C52 C -0.1900(3) 0.8222(2) 0.03089(11) 0.0334(7) Uani 1 1 d . . . . .
C12 C 0.6551(2) 0.6714(2) 0.34998(11) 0.0327(7) Uani 1 1 d . . . . .
H12 H 0.7322 0.6654 0.3514 0.039 Uiso 1 1 calc R U . . .
C6 C 0.2433(2) 0.6141(2) 0.20088(10) 0.0283(7) Uani 1 1 d . . . . .
C19 C 0.0753(3) 0.8259(2) 0.10421(11) 0.0336(7) Uani 1 1 d . . . . .
H19 H 0.1503 0.8134 0.0999 0.040 Uiso 1 1 calc R U . . .
C21 C -0.0669(2) 0.8786(2) 0.15503(11) 0.0319(7) Uani 1 1 d . . . . .
H21 H -0.0886 0.9017 0.1856 0.038 Uiso 1 1 calc R U . . .
C18 C -0.0403(3) 0.4585(2) 0.13647(11) 0.0345(7) Uani 1 1 d . . . . .
H18 H -0.1131 0.4591 0.1462 0.041 Uiso 1 1 calc R U . . .
C15 C 0.1722(3) 0.4580(2) 0.10819(12) 0.0379(8) Uani 1 1 d . . . . .
H15 H 0.2453 0.4582 0.0987 0.046 Uiso 1 1 calc R U . . .
C17 C -0.0187(3) 0.4319(2) 0.08971(11) 0.0331(7) Uani 1 1 d . . . . .
C53 C -0.1107(3) 0.4071(2) 0.05480(11) 0.0354(7) Uani 1 1 d . . . . .
C14 C 0.0447(3) 0.4842(2) 0.16898(11) 0.0350(7) Uani 1 1 d . . . . .
H14 H 0.0307 0.5005 0.2015 0.042 Uiso 1 1 calc R U . . .
C13 C 0.1485(2) 0.4861(2) 0.15451(11) 0.0310(7) Uani 1 1 d . . . . .
C8 C 0.4302(2) 0.6845(2) 0.34513(11) 0.0334(7) Uani 1 1 d . . . . .
H8 H 0.3529 0.6878 0.3429 0.040 Uiso 1 1 calc R U . . .
C16 C 0.0882(3) 0.4298(2) 0.07606(12) 0.0409(8) Uani 1 1 d . . . . .
H16 H 0.1033 0.4088 0.0443 0.049 Uiso 1 1 calc R U . . .
O16 O 0.28558(18) 0.23888(18) 0.08150(8) 0.0410(6) Uani 1 1 d . . . . .
O6 O 0.68971(18) 0.72444(14) 0.17350(8) 0.0356(5) Uani 1 1 d . . . . .
O9 O 0.66105(17) 0.37890(15) 0.23197(7) 0.0360(5) Uani 1 1 d . . . . .
O15 O 0.42757(19) 0.22696(18) 0.03531(8) 0.0433(6) Uani 1 1 d . . . . .
O21 O 1.11315(17) 0.43209(18) 0.48426(8) 0.0429(6) Uani 1 1 d . . . . .
H21A H 1.1527 0.4183 0.5092 0.064 Uiso 1 1 calc R U . . .
C27 C 0.8671(2) 0.5731(2) 0.25345(10) 0.0268(6) Uani 1 1 d . . . . .
C36 C 1.0111(2) 0.5495(2) 0.31732(10) 0.0265(6) Uani 1 1 d . . . . .
C32 C 1.0011(2) 0.4961(2) 0.39882(11) 0.0306(7) Uani 1 1 d . . . . .
H32 H 0.9591 0.4785 0.4254 0.037 Uiso 1 1 calc R U . . .
C40 C 0.4579(2) 0.2858(2) 0.11562(10) 0.0297(7) Uani 1 1 d . . . . .
C46 C 0.4373(2) 0.6692(2) 0.07142(10) 0.0312(7) Uani 1 1 d . . . . .
C33 C 1.1136(2) 0.4919(2) 0.40419(10) 0.0294(7) Uani 1 1 d . . . . .
C29 C 0.7287(2) 0.6408(2) 0.19986(10) 0.0273(6) Uani 1 1 d . . . . .
C28 C 0.8273(2) 0.6530(2) 0.22547(10) 0.0288(7) Uani 1 1 d . . . . .
H28 H 0.8668 0.7154 0.2238 0.035 Uiso 1 1 calc R U . . .
C35 C 1.1241(2) 0.5448(2) 0.32160(10) 0.0286(6) Uani 1 1 d . . . . .
H35 H 1.1657 0.5615 0.2948 0.034 Uiso 1 1 calc R U . . .
C34 C 1.1749(2) 0.5158(2) 0.36487(10) 0.0297(7) Uani 1 1 d . . . . .
H34 H 1.2522 0.5119 0.3681 0.036 Uiso 1 1 calc R U . . .
C31 C 0.9487(2) 0.5253(2) 0.35560(10) 0.0295(7) Uani 1 1 d . . . . .
H31 H 0.8714 0.5287 0.3522 0.035 Uiso 1 1 calc R U . . .
C43 C 0.6055(2) 0.7050(2) 0.13903(10) 0.0297(7) Uani 1 1 d . . . . .
C38 C 0.4836(3) 0.3366(2) 0.19893(11) 0.0347(7) Uani 1 1 d . . . . .
H38 H 0.4551 0.3484 0.2296 0.042 Uiso 1 1 calc R U . . .
C48 C 0.5062(3) 0.7484(2) 0.14551(11) 0.0341(7) Uani 1 1 d . . . . .
H48 H 0.4957 0.7905 0.1729 0.041 Uiso 1 1 calc R U . . .
C47 C 0.4212(2) 0.7300(2) 0.11156(11) 0.0319(7) Uani 1 1 d . . . . .
H47 H 0.3516 0.7592 0.1158 0.038 Uiso 1 1 calc R U . . .
C50 C 0.3850(3) 0.2489(2) 0.07551(11) 0.0319(7) Uani 1 1 d . . . . .
C45 C 0.5398(3) 0.6273(2) 0.06553(11) 0.0372(8) Uani 1 1 d . . . . .
H45 H 0.5515 0.5861 0.0380 0.045 Uiso 1 1 calc R U . . .
C44 C 0.6237(3) 0.6450(2) 0.09914(11) 0.0361(7) Uani 1 1 d . . . . .
H44 H 0.6936 0.6164 0.0951 0.043 Uiso 1 1 calc R U . . .
C25 C 0.7155(2) 0.4715(2) 0.22932(10) 0.0300(7) Uani 1 1 d . . . . .
C30 C 0.6707(2) 0.5507(2) 0.20192(10) 0.0292(7) Uani 1 1 d . . . . .
H30 H 0.6018 0.5434 0.1849 0.035 Uiso 1 1 calc R U . . .
C26 C 0.8135(2) 0.4797(2) 0.25563(10) 0.0290(7) Uani 1 1 d . . . . .
H26 H 0.8430 0.4243 0.2744 0.035 Uiso 1 1 calc R U . . .
C37 C 0.5923(2) 0.3519(2) 0.19224(10) 0.0298(7) Uani 1 1 d . . . . .
C41 C 0.5680(3) 0.3027(2) 0.10966(12) 0.0363(7) Uani 1 1 d . . . . .
H41 H 0.5971 0.2901 0.0792 0.044 Uiso 1 1 calc R U . . .
C39 C 0.4169(2) 0.3038(2) 0.16029(11) 0.0311(7) Uani 1 1 d . . . . .
H39 H 0.3415 0.2934 0.1644 0.037 Uiso 1 1 calc R U . . .
C42 C 0.6344(3) 0.3372(2) 0.14752(12) 0.0362(7) Uani 1 1 d . . . . .
H42 H 0.7090 0.3511 0.1431 0.043 Uiso 1 1 calc R U . . .
C69 C 1.1738(2) 0.4651(2) 0.45036(10) 0.0302(7) Uani 1 1 d . . . . .
C49 C 0.3455(3) 0.6498(2) 0.03616(12) 0.0367(7) Uani 1 1 d . . . . .
O36 O -0.15082(18) 0.7888(2) -0.00855(8) 0.0488(7) Uani 1 1 d . . . . .
O29 O 0.25427(19) 0.6894(2) 0.04194(9) 0.0529(7) Uani 1 1 d . . . . .
O31 O -0.0876(2) 0.3663(2) 0.01464(9) 0.0589(8) Uani 1 1 d . . . . .
O28 O 0.36328(19) 0.58979(19) 0.00085(8) 0.0482(6) Uani 1 1 d . . . . .
O22 O 1.27237(17) 0.47500(18) 0.45550(7) 0.0401(6) Uani 1 1 d . . . . .
O35 O -0.28851(17) 0.84148(17) 0.03411(8) 0.0400(6) Uani 1 1 d . . . . .
O18 O 0.11482(16) 0.86724(15) 0.18786(7) 0.0329(5) Uani 1 1 d . . . . .
O19 O 0.97066(16) 0.58911(16) 0.27360(7) 0.0329(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C7 1.376(3) . ?
O2 C2 1.379(3) . ?
O5 C6 1.380(3) . ?
O5 C13 1.392(3) . ?
O26 C54 1.299(4) . ?
O25 C54 1.230(4) . ?
C10 C9 1.385(4) . ?
C10 C12 1.393(4) . ?
C10 C54 1.475(4) . ?
C7 C8 1.375(4) . ?
C7 C11 1.381(4) . ?
C22 C23 1.375(4) . ?
C22 C21 1.377(4) . ?
C20 C19 1.376(4) . ?
C20 C21 1.383(4) . ?
C20 O18 1.384(3) . ?
O30 C53 1.247(4) . ?
C2 C3 1.382(4) . ?
C2 C1 1.382(4) . ?
C23 C24 1.390(4) . ?
C23 C52 1.480(4) . ?
C4 C6 1.386(4) . ?
C4 C5 1.387(4) . ?
C1 C5 1.369(4) . ?
C24 C19 1.373(4) . ?
C3 C6 1.383(4) . ?
C5 O18 1.385(3) . ?
C9 C8 1.381(4) . ?
C11 C12 1.367(4) . ?
C52 O35 1.245(4) . ?
C52 O36 1.294(4) . ?
C18 C14 1.380(4) . ?
C18 C17 1.380(4) . ?
C15 C16 1.374(4) . ?
C15 C13 1.381(4) . ?
C17 C16 1.389(5) . ?
C17 C53 1.479(4) . ?
C53 O31 1.279(4) . ?
C14 C13 1.360(4) . ?
O16 C50 1.249(4) . ?
O6 C29 1.382(3) . ?
O6 C43 1.390(3) . ?
O9 C25 1.384(3) . ?
O9 C37 1.393(3) . ?
O15 C50 1.289(4) . ?
O21 C69 1.305(4) . ?
C27 C28 1.372(4) . ?
C27 O19 1.376(3) . ?
C27 C26 1.387(4) . ?
C36 C31 1.381(4) . ?
C36 O19 1.381(3) . ?
C36 C35 1.388(4) . ?
C32 C31 1.379(4) . ?
C32 C33 1.383(4) . ?
C40 C39 1.382(4) . ?
C40 C41 1.390(4) . ?
C40 C50 1.467(4) . ?
C46 C47 1.389(4) . ?
C46 C45 1.391(4) . ?
C46 C49 1.471(4) . ?
C33 C34 1.395(4) . ?
C33 C69 1.481(4) . ?
C29 C30 1.378(4) . ?
C29 C28 1.377(4) . ?
C35 C34 1.371(4) . ?
C43 C48 1.366(4) . ?
C43 C44 1.382(4) . ?
C38 C37 1.374(4) . ?
C38 C39 1.377(4) . ?
C48 C47 1.385(4) . ?
C45 C44 1.368(4) . ?
C25 C26 1.375(4) . ?
C25 C30 1.377(4) . ?
C37 C42 1.382(4) . ?
C41 C42 1.367(4) . ?
C69 O22 1.218(4) . ?
C49 O29 1.253(4) . ?
C49 O28 1.281(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 O2 C2 121.2(2) . . ?
C6 O5 C13 117.5(2) . . ?
C9 C10 C12 119.3(3) . . ?
C9 C10 C54 122.7(3) . . ?
C12 C10 C54 118.0(3) . . ?
O2 C7 C8 122.6(3) . . ?
O2 C7 C11 115.8(3) . . ?
C8 C7 C11 121.3(3) . . ?
C23 C22 C21 119.9(3) . . ?
C19 C20 C21 121.5(3) . . ?
C19 C20 O18 120.7(3) . . ?
C21 C20 O18 117.6(3) . . ?
O2 C2 C3 122.1(3) . . ?
O2 C2 C1 115.4(3) . . ?
C3 C2 C1 122.2(3) . . ?
C22 C23 C24 120.2(3) . . ?
C22 C23 C52 120.9(3) . . ?
C24 C23 C52 118.9(3) . . ?
C6 C4 C5 118.2(3) . . ?
C5 C1 C2 118.4(3) . . ?
C19 C24 C23 120.3(3) . . ?
C2 C3 C6 117.7(3) . . ?
C1 C5 O18 116.0(2) . . ?
C1 C5 C4 121.7(3) . . ?
O18 C5 C4 122.3(3) . . ?
O25 C54 O26 123.0(3) . . ?
O25 C54 C10 121.9(3) . . ?
O26 C54 C10 115.1(3) . . ?
C8 C9 C10 120.4(3) . . ?
C12 C11 C7 119.3(3) . . ?
O35 C52 O36 122.7(3) . . ?
O35 C52 C23 121.7(3) . . ?
O36 C52 C23 115.7(3) . . ?
C11 C12 C10 120.5(3) . . ?
O5 C6 C3 115.3(2) . . ?
O5 C6 C4 123.0(2) . . ?
C3 C6 C4 121.7(3) . . ?
C24 C19 C20 118.8(3) . . ?
C22 C21 C20 119.2(3) . . ?
C14 C18 C17 119.6(3) . . ?
C16 C15 C13 118.7(3) . . ?
C18 C17 C16 119.7(3) . . ?
C18 C17 C53 119.1(3) . . ?
C16 C17 C53 121.2(3) . . ?
O30 C53 O31 123.2(3) . . ?
O30 C53 C17 119.5(3) . . ?
O31 C53 C17 117.3(3) . . ?
C13 C14 C18 120.0(3) . . ?
C14 C13 C15 121.4(3) . . ?
C14 C13 O5 120.9(3) . . ?
C15 C13 O5 117.7(3) . . ?
C7 C8 C9 119.1(3) . . ?
C15 C16 C17 120.4(3) . . ?
C29 O6 C43 116.1(2) . . ?
C25 O9 C37 116.9(2) . . ?
C28 C27 O19 113.9(2) . . ?
C28 C27 C26 122.4(3) . . ?
O19 C27 C26 123.1(3) . . ?
C31 C36 O19 124.8(3) . . ?
C31 C36 C35 121.5(3) . . ?
O19 C36 C35 113.5(2) . . ?
C31 C32 C33 121.2(3) . . ?
C39 C40 C41 119.2(3) . . ?
C39 C40 C50 119.6(3) . . ?
C41 C40 C50 121.2(3) . . ?
C47 C46 C45 119.4(3) . . ?
C47 C46 C49 119.3(3) . . ?
C45 C46 C49 121.4(3) . . ?
C32 C33 C34 119.3(3) . . ?
C32 C33 C69 123.3(3) . . ?
C34 C33 C69 117.4(3) . . ?
C30 C29 C28 121.3(3) . . ?
C30 C29 O6 122.0(2) . . ?
C28 C29 O6 116.7(2) . . ?
C27 C28 C29 118.5(3) . . ?
C34 C35 C36 119.3(3) . . ?
C35 C34 C33 120.2(3) . . ?
C32 C31 C36 118.5(3) . . ?
C48 C43 C44 121.8(3) . . ?
C48 C43 O6 118.0(3) . . ?
C44 C43 O6 120.2(3) . . ?
C37 C38 C39 118.7(3) . . ?
C43 C48 C47 118.9(3) . . ?
C48 C47 C46 120.3(3) . . ?
O16 C50 O15 122.7(3) . . ?
O16 C50 C40 119.6(3) . . ?
O15 C50 C40 117.7(3) . . ?
C44 C45 C46 120.4(3) . . ?
C45 C44 C43 119.2(3) . . ?
C26 C25 C30 122.8(3) . . ?
C26 C25 O9 116.8(2) . . ?
C30 C25 O9 120.3(3) . . ?
C25 C30 C29 118.2(3) . . ?
C25 C26 C27 116.7(3) . . ?
C38 C37 C42 121.2(3) . . ?
C38 C37 O9 118.7(3) . . ?
C42 C37 O9 120.0(3) . . ?
C42 C41 C40 120.2(3) . . ?
C38 C39 C40 121.0(3) . . ?
C41 C42 C37 119.6(3) . . ?
O22 C69 O21 123.9(3) . . ?
O22 C69 C33 121.3(3) . . ?
O21 C69 C33 114.8(3) . . ?
O29 C49 O28 122.9(3) . . ?
O29 C49 C46 120.2(3) . . ?
O28 C49 C46 116.9(3) . . ?
C5 O18 C20 119.3(2) . . ?
C27 O19 C36 125.1(2) . . ?

_refine_diff_density_max         0.442
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.104


####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1866685'
_audit_update_record             
;
2018-09-10 deposited with the CCDC.
2018-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/8
_shelx_SHELXL_version_number     2014/8
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C70 H70 N8 O16'
_chemical_formula_weight         1279.34

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                   6.874(5)
_cell_length_b                   12.860(9)
_cell_length_c                   18.821(12)
_cell_angle_alpha                103.912(18)
_cell_angle_beta                 97.77(2)
_cell_angle_gamma                100.062(19)
_cell_volume                     1562.6(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    17207
_cell_measurement_theta_min      1.134
_cell_measurement_theta_max      24.994

_exptl_crystal_description       brown
_exptl_crystal_colour            needle
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_F_000             674
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.098
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_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 APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17207
_diffrn_reflns_av_unetI/netI     0.4563
_diffrn_reflns_av_R_equivalents  0.3298
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.134
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             5366
_reflns_number_gt                1474
_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-2014/8 (Sheldrick, 2014)'
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/8 (Sheldrick 2014'
_refine_ls_extinction_coef       0.38(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5366
_refine_ls_number_parameters     426
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2964
_refine_ls_R_factor_gt           0.1175
_refine_ls_wR_factor_ref         0.2829
_refine_ls_wR_factor_gt          0.2332
_refine_ls_goodness_of_fit_ref   0.825
_refine_ls_restrained_S_all      0.825
_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
O1M O 0.2027(10) 0.8434(5) 0.6338(4) 0.068(2) Uiso 1 1 d . . . . .
H1M H 0.2985 0.8593 0.6139 0.102 Uiso 1 1 calc R U . . .
C1M C 0.1623(15) 0.9440(7) 0.6801(6) 0.077(3) Uani 1 1 d . . . . .
H1MA H 0.1249 0.9306 0.7250 0.115 Uiso 1 1 calc R U . . .
H1MB H 0.0546 0.9656 0.6531 0.115 Uiso 1 1 calc R U . . .
H1MC H 0.2810 1.0015 0.6926 0.115 Uiso 1 1 calc R U . . .
O2M O 0.7030(10) 1.0562(5) 0.7265(3) 0.0591(19) Uani 1 1 d . . . . .
H2M H 0.6580 1.0193 0.6835 0.089 Uiso 1 1 calc R U . . .
C2M C 0.7010(14) 0.9843(8) 0.7760(5) 0.065(3) Uani 1 1 d . . . . .
H2MA H 0.8274 0.9623 0.7817 0.098 Uiso 1 1 calc R U . . .
H2MB H 0.5945 0.9205 0.7550 0.098 Uiso 1 1 calc R U . . .
H2MC H 0.6799 1.0228 0.8238 0.098 Uiso 1 1 calc R U . . .
C1A C 0.9031(13) 0.6464(8) 0.0752(6) 0.051(3) Uani 1 1 d . . . . .
C2A C 0.9500(13) 0.7285(8) 0.1423(5) 0.053(3) Uani 1 1 d . . . . .
H2A H 1.0425 0.7933 0.1479 0.064 Uiso 1 1 calc R U . . .
C3A C 0.8548(14) 0.7115(8) 0.2014(5) 0.049(3) Uani 1 1 d . . . . .
C4A C 0.7216(13) 0.6131(7) 0.1926(5) 0.051(3) Uani 1 1 d . . . . .
H4A H 0.6727 0.5976 0.2334 0.062 Uiso 1 1 calc R U . . .
C5A C 0.6613(13) 0.5381(8) 0.1236(6) 0.049(3) Uani 1 1 d . . . . .
C6A C 0.7554(13) 0.5512(7) 0.0639(5) 0.049(3) Uani 1 1 d . . . . .
H6A H 0.7208 0.4983 0.0182 0.059 Uiso 1 1 calc R U . . .
O11A O 1.8786(9) 0.9485(5) 0.0666(4) 0.0592(19) Uani 1 1 d . . . . .
H11A H 1.9822 0.9821 0.0584 0.089 Uiso 1 1 calc R U . . .
O12A O 1.7770(8) 0.9413(5) -0.0528(4) 0.0527(18) Uani 1 1 d . . . . .
N11A N 0.9845(12) 0.6662(6) 0.0138(5) 0.062(2) Uani 1 1 d . . . . .
H11N H 0.9100 0.6348 -0.0293 0.075 Uiso 1 1 calc R U . . .
C11A C 1.1724(14) 0.7311(7) 0.0137(5) 0.046(2) Uani 1 1 d . . . . .
C12A C 1.3335(14) 0.7581(8) 0.0768(6) 0.060(3) Uani 1 1 d . . . . .
H12A H 1.3146 0.7364 0.1195 0.072 Uiso 1 1 calc R U . . .
C13A C 1.5189(15) 0.8178(7) 0.0720(5) 0.055(3) Uani 1 1 d . . . . .
H13A H 1.6256 0.8327 0.1116 0.066 Uiso 1 1 calc R U . . .
C14A C 1.5506(14) 0.8553(7) 0.0120(5) 0.049(3) Uani 1 1 d . . . . .
C15A C 1.3830(15) 0.8300(7) -0.0499(6) 0.054(3) Uani 1 1 d . . . . .
H15A H 1.3990 0.8547 -0.0918 0.065 Uiso 1 1 calc R U . . .
C16A C 1.2053(16) 0.7708(7) -0.0463(5) 0.053(3) Uani 1 1 d . . . . .
H16A H 1.0994 0.7560 -0.0862 0.063 Uiso 1 1 calc R U . . .
C17A C 1.7368(14) 0.9149(7) 0.0037(6) 0.044(2) Uani 1 1 d . . . . .
O21A O 0.3545(10) 0.8287(5) 0.5139(3) 0.0567(18) Uani 1 1 d . . . . .
H21A H 0.3209 0.8340 0.5546 0.085 Uiso 1 1 calc R U . . .
O22A O 0.6507(10) 0.9138(5) 0.5874(4) 0.062(2) Uani 1 1 d . . . . .
N21A N 0.9254(11) 0.7890(6) 0.2702(4) 0.048(2) Uani 1 1 d . . . . .
H21B H 1.0398 0.8326 0.2757 0.058 Uiso 1 1 calc R U . . .
C21A C 0.8261(14) 0.8025(7) 0.3321(6) 0.050(3) Uani 1 1 d . . . . .
C22A C 0.9431(15) 0.8464(7) 0.4028(6) 0.054(3) Uani 1 1 d . . . . .
H22A H 1.0826 0.8611 0.4089 0.064 Uiso 1 1 calc R U . . .
C23A C 0.8494(14) 0.8685(7) 0.4650(6) 0.047(2) Uani 1 1 d . . . . .
H23A H 0.9298 0.9008 0.5118 0.056 Uiso 1 1 calc R U . . .
C24A C 0.6451(15) 0.8447(7) 0.4598(6) 0.046(2) Uani 1 1 d . . . . .
C25A C 0.5215(14) 0.8006(7) 0.3856(5) 0.048(3) Uani 1 1 d . . . . .
H25A H 0.3822 0.7871 0.3802 0.058 Uiso 1 1 calc R U . . .
C26A C 0.6104(14) 0.7784(6) 0.3223(6) 0.050(3) Uani 1 1 d . . . . .
H26A H 0.5315 0.7488 0.2751 0.060 Uiso 1 1 calc R U . . .
C27A C 0.5529(14) 0.8650(7) 0.5236(6) 0.045(3) Uani 1 1 d . . . . .
O32A O -0.1928(9) 0.2777(6) 0.2740(4) 0.062(2) Uani 1 1 d . . . . .
O31A O -0.1690(10) 0.4583(5) 0.3056(4) 0.0572(19) Uani 1 1 d . . . . .
H31A H -0.2451 0.4426 0.3332 0.086 Uiso 1 1 calc R U . . .
N31A N 0.5271(11) 0.4348(6) 0.1156(4) 0.051(2) Uani 1 1 d . . . . .
H31B H 0.5422 0.3783 0.0833 0.062 Uiso 1 1 calc R U . . .
C31A C 0.3764(14) 0.4198(8) 0.1559(5) 0.044(2) Uani 1 1 d . . . . .
C32A C 0.3114(14) 0.3228(8) 0.1710(5) 0.050(3) Uani 1 1 d . . . . .
H32A H 0.3733 0.2649 0.1549 0.060 Uiso 1 1 calc R U . . .
C33A C 0.1572(14) 0.3078(8) 0.2092(5) 0.052(3) Uani 1 1 d . . . . .
H33A H 0.1190 0.2402 0.2188 0.062 Uiso 1 1 calc R U . . .
C34A C 0.0570(13) 0.3894(8) 0.2340(5) 0.043(2) Uani 1 1 d . . . . .
C35A C 0.1234(14) 0.4907(8) 0.2207(5) 0.061(3) Uani 1 1 d . . . . .
H35A H 0.0648 0.5491 0.2392 0.073 Uiso 1 1 calc R U . . .
C36A C 0.2772(15) 0.5054(9) 0.1799(5) 0.058(3) Uani 1 1 d . . . . .
H36A H 0.3139 0.5718 0.1686 0.070 Uiso 1 1 calc R U . . .
C37A C -0.1108(14) 0.3708(8) 0.2725(5) 0.048(3) Uani 1 1 d . . . . .
N11B N 0.5262(11) 0.4300(6) 0.3685(4) 0.047(2) Uani 1 1 d . . . . .
C11B C 0.4100(14) 0.3432(8) 0.3815(5) 0.053(3) Uani 1 1 d . . . . .
H11B H 0.4405 0.2752 0.3632 0.064 Uiso 1 1 calc R U . . .
C12B C 0.2563(13) 0.3443(7) 0.4175(5) 0.045(2) Uani 1 1 d . . . . .
H12B H 0.1880 0.2792 0.4241 0.054 Uiso 1 1 calc R U . . .
C13B C 0.1959(13) 0.4432(7) 0.4458(5) 0.043(2) Uani 1 1 d . . . . .
C14B C 0.3087(14) 0.5339(8) 0.4329(5) 0.052(3) Uani 1 1 d . . . . .
H14B H 0.2783 0.6022 0.4501 0.062 Uiso 1 1 calc R U . . .
C15B C 0.4675(13) 0.5257(8) 0.3947(5) 0.046(3) Uani 1 1 d . . . . .
H15B H 0.5376 0.5891 0.3865 0.056 Uiso 1 1 calc R U . . .
C16B C 0.0266(13) 0.4450(6) 0.4868(5) 0.047(2) Uani 1 1 d . . . . .
H16B H 0.0589 0.4178 0.5298 0.056 Uiso 1 1 calc R U . . .
H16C H -0.0916 0.3943 0.4548 0.056 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
O1M C1M 1.470(10) . ?
O2M C2M 1.461(10) . ?
C1A C2A 1.395(12) . ?
C1A C6A 1.399(11) . ?
C1A N11A 1.409(11) . ?
C2A C3A 1.405(12) . ?
C3A C4A 1.386(11) . ?
C3A N21A 1.396(10) . ?
C4A C5A 1.378(12) . ?
C5A C6A 1.400(12) . ?
C5A N31A 1.441(10) . ?
O11A C17A 1.353(10) . ?
O12A C17A 1.243(9) . ?
N11A C11A 1.410(11) . ?
C11A C16A 1.376(11) . ?
C11A C12A 1.439(12) . ?
C12A C13A 1.394(12) . ?
C13A C14A 1.359(11) . ?
C14A C17A 1.421(12) . ?
C14A C15A 1.455(12) . ?
C15A C16A 1.341(11) . ?
O21A C27A 1.335(10) . ?
O22A C27A 1.249(11) . ?
N21A C21A 1.417(11) . ?
C21A C22A 1.388(12) . ?
C21A C26A 1.438(12) . ?
C22A C23A 1.405(12) . ?
C23A C24A 1.369(12) . ?
C24A C27A 1.423(12) . ?
C24A C25A 1.457(12) . ?
C25A C26A 1.403(11) . ?
O32A C37A 1.239(10) . ?
O31A C37A 1.305(10) . ?
N31A C31A 1.378(10) . ?
C31A C32A 1.359(11) . ?
C31A C36A 1.409(12) . ?
C32A C33A 1.371(11) . ?
C33A C34A 1.378(12) . ?
C34A C35A 1.394(12) . ?
C34A C37A 1.458(12) . ?
C35A C36A 1.402(12) . ?
N11B C11B 1.347(11) . ?
N11B C15B 1.362(11) . ?
C11B C12B 1.331(11) . ?
C12B C13B 1.411(11) . ?
C13B C14B 1.376(11) . ?
C13B C16B 1.481(11) . ?
C14B C15B 1.392(11) . ?
C16B C16B 1.508(15) 2_566 ?

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
C2A C1A C6A 121.7(9) . . ?
C2A C1A N11A 119.2(9) . . ?
C6A C1A N11A 118.4(9) . . ?
C1A C2A C3A 118.7(9) . . ?
C4A C3A N21A 122.8(9) . . ?
C4A C3A C2A 119.6(9) . . ?
N21A C3A C2A 116.7(9) . . ?
C5A C4A C3A 120.4(9) . . ?
C4A C5A C6A 121.0(9) . . ?
C4A C5A N31A 119.8(9) . . ?
C6A C5A N31A 118.2(9) . . ?
C1A C6A C5A 117.7(9) . . ?
C1A N11A C11A 128.3(9) . . ?
C16A C11A N11A 120.9(9) . . ?
C16A C11A C12A 118.5(9) . . ?
N11A C11A C12A 120.6(9) . . ?
C13A C12A C11A 118.0(9) . . ?
C14A C13A C12A 122.9(9) . . ?
C13A C14A C17A 125.2(9) . . ?
C13A C14A C15A 117.9(9) . . ?
C17A C14A C15A 116.9(9) . . ?
C16A C15A C14A 119.6(9) . . ?
C15A C16A C11A 123.1(10) . . ?
O12A C17A O11A 118.9(9) . . ?
O12A C17A C14A 127.1(9) . . ?
O11A C17A C14A 113.9(8) . . ?
C3A N21A C21A 126.0(8) . . ?
C22A C21A N21A 118.0(9) . . ?
C22A C21A C26A 120.4(10) . . ?
N21A C21A C26A 121.4(9) . . ?
C21A C22A C23A 119.6(9) . . ?
C24A C23A C22A 122.9(9) . . ?
C23A C24A C27A 122.2(10) . . ?
C23A C24A C25A 117.7(9) . . ?
C27A C24A C25A 120.1(9) . . ?
C26A C25A C24A 120.7(9) . . ?
C25A C26A C21A 118.6(9) . . ?
O22A C27A O21A 119.6(9) . . ?
O22A C27A C24A 122.6(9) . . ?
O21A C27A C24A 117.8(10) . . ?
C31A N31A C5A 124.9(8) . . ?
C32A C31A N31A 122.4(9) . . ?
C32A C31A C36A 117.7(9) . . ?
N31A C31A C36A 119.9(9) . . ?
C31A C32A C33A 121.9(9) . . ?
C32A C33A C34A 122.2(9) . . ?
C33A C34A C35A 117.1(9) . . ?
C33A C34A C37A 121.4(9) . . ?
C35A C34A C37A 121.5(9) . . ?
C34A C35A C36A 120.8(10) . . ?
C35A C36A C31A 120.2(10) . . ?
O32A C37A O31A 121.9(9) . . ?
O32A C37A C34A 122.2(9) . . ?
O31A C37A C34A 115.8(9) . . ?
C11B N11B C15B 112.9(8) . . ?
C12B C11B N11B 127.0(9) . . ?
C11B C12B C13B 120.7(8) . . ?
C14B C13B C12B 114.3(9) . . ?
C14B C13B C16B 124.8(8) . . ?
C12B C13B C16B 120.9(8) . . ?
C13B C14B C15B 121.4(9) . . ?
N11B C15B C14B 123.7(9) . . ?
C13B C16B C16B 116.1(9) . 2_566 ?

_refine_diff_density_max         0.359
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.098


####################################################################### 
# 
# 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_9
_database_code_depnum_ccdc_archive 'CCDC 1866688'
_audit_update_record             
;
2018-09-10 deposited with the CCDC.
2018-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H33 N5 O7'
_chemical_formula_weight         671.69

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.179(9)
_cell_length_b                   13.799(9)
_cell_length_c                   14.211(10)
_cell_angle_alpha                109.83(3)
_cell_angle_beta                 100.42(6)
_cell_angle_gamma                97.41(5)
_cell_volume                     1630(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    20947
_cell_measurement_theta_min      1.570
_cell_measurement_theta_max      26.453

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.096
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_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 APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20947
_diffrn_reflns_av_unetI/netI     0.1529
_diffrn_reflns_av_R_equivalents  0.1391
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.570
_diffrn_reflns_theta_max         26.453
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             6478
_reflns_number_gt                2550
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0795P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0035(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6478
_refine_ls_number_parameters     457
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1630
_refine_ls_R_factor_gt           0.0666
_refine_ls_wR_factor_ref         0.1929
_refine_ls_wR_factor_gt          0.1442
_refine_ls_goodness_of_fit_ref   0.840
_refine_ls_restrained_S_all      0.840
_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
O12A O 0.0871(3) 0.1137(2) 0.1995(2) 0.0497(7) Uani 1 1 d . . . . .
H1O H 0.0134 0.0767 0.1532 0.074 Uiso 1 1 calc R U . . .
O22A O 0.4660(3) 0.4718(2) 0.09874(18) 0.0498(7) Uani 1 1 d . . . . .
O21A O 0.6698(3) 0.5781(2) 0.09647(19) 0.0503(7) Uani 1 1 d . . . . .
H21O H 0.6247 0.5585 0.0357 0.075 Uiso 1 1 calc R U . . .
O31A O 1.4348(3) 0.8202(2) 1.2688(2) 0.0568(8) Uani 1 1 d . . . . .
O11A O 0.0634(3) -0.0261(2) 0.2450(2) 0.0592(8) Uani 1 1 d . . . . .
N21A N 0.8772(3) 0.5988(2) 0.5530(2) 0.0371(7) Uani 1 1 d . . . . .
H21A H 0.9563 0.6486 0.5813 0.045 Uiso 1 1 calc R U . . .
O32A O 1.5403(3) 0.7859(2) 1.1356(2) 0.0612(8) Uani 1 1 d . . . . .
H32O H 1.6179 0.8106 1.1819 0.092 Uiso 1 1 calc R U . . .
N21B N 0.1651(3) 0.7538(3) 0.6642(2) 0.0446(8) Uani 1 1 d . . . . .
N31A N 0.8587(3) 0.5904(2) 0.8872(2) 0.0388(8) Uani 1 1 d . . . . .
H31A H 0.7801 0.5929 0.9123 0.047 Uiso 1 1 calc R U . . .
O1M O 0.8076(3) 0.8694(3) 0.2670(2) 0.0749(10) Uani 1 1 d . . . . .
H1M H 0.8780 0.9042 0.2566 0.112 Uiso 1 1 calc R U . . .
N11A N 0.6499(3) 0.2755(2) 0.5871(2) 0.0431(8) Uani 1 1 d . . . . .
H11N H 0.6834 0.2365 0.6185 0.052 Uiso 1 1 calc R U . . .
C24A C 0.6658(4) 0.5513(3) 0.2495(3) 0.0344(9) Uani 1 1 d . . . . .
C3A C 0.8688(4) 0.5938(3) 0.7185(3) 0.0343(9) Uani 1 1 d . . . . .
H3A H 0.9148 0.6648 0.7489 0.041 Uiso 1 1 calc R U . . .
N11B N 0.8493(3) 1.0100(3) 1.0493(2) 0.0472(9) Uani 1 1 d . . . . .
C25A C 0.5882(4) 0.5115(3) 0.3081(3) 0.0347(9) Uani 1 1 d . . . . .
H25A H 0.4895 0.4732 0.2792 0.042 Uiso 1 1 calc R U . . .
C2A C 0.8333(4) 0.5382(3) 0.7789(3) 0.0338(9) Uani 1 1 d . . . . .
C21A C 0.8050(4) 0.5825(3) 0.4539(3) 0.0334(9) Uani 1 1 d . . . . .
C6A C 0.7230(4) 0.3822(3) 0.6277(3) 0.0352(9) Uani 1 1 d . . . . .
C13A C 0.3406(4) 0.2194(3) 0.3562(3) 0.0373(9) Uani 1 1 d . . . . .
H13A H 0.3001 0.2528 0.3139 0.045 Uiso 1 1 calc R U . . .
C22A C 0.8821(4) 0.6251(3) 0.3958(3) 0.0360(9) Uani 1 1 d . . . . .
H22A H 0.9806 0.6640 0.4250 0.043 Uiso 1 1 calc R U . . .
C12A C 0.4669(4) 0.2727(3) 0.4350(3) 0.0364(9) Uani 1 1 d . . . . .
H12A H 0.5115 0.3407 0.4441 0.044 Uiso 1 1 calc R U . . .
C5A C 0.7665(4) 0.4363(3) 0.5682(3) 0.0351(9) Uani 1 1 d . . . . .
H5A H 0.7496 0.4011 0.4973 0.042 Uiso 1 1 calc R U . . .
C4A C 0.8351(4) 0.5426(3) 0.6122(3) 0.0329(8) Uani 1 1 d . . . . .
C27A C 0.5921(4) 0.5306(3) 0.1441(3) 0.0395(9) Uani 1 1 d . . . . .
C11A C 0.5285(4) 0.2265(3) 0.5010(3) 0.0374(9) Uani 1 1 d . . . . .
C31A C 0.9968(4) 0.6372(3) 0.9560(3) 0.0357(9) Uani 1 1 d . . . . .
C14A C 0.2725(4) 0.1177(3) 0.3385(3) 0.0390(9) Uani 1 1 d . . . . .
C32A C 1.0041(4) 0.6912(3) 1.0601(3) 0.0397(9) Uani 1 1 d . . . . .
H32A H 0.9151 0.6957 1.0823 0.048 Uiso 1 1 calc R U . . .
C34A C 1.2767(4) 0.7331(3) 1.1001(3) 0.0375(9) Uani 1 1 d . . . . .
C26A C 0.6549(4) 0.5279(3) 0.4074(3) 0.0349(9) Uani 1 1 d . . . . .
H26A H 0.5994 0.5021 0.4455 0.042 Uiso 1 1 calc R U . . .
C22B C 0.3727(4) 0.7518(3) 0.7920(3) 0.0402(9) Uani 1 1 d . . . . .
H22B H 0.4178 0.7134 0.8273 0.048 Uiso 1 1 calc R U . . .
C1A C 0.7591(4) 0.4333(3) 0.7341(3) 0.0359(9) Uani 1 1 d . . . . .
H1A H 0.7336 0.3972 0.7753 0.043 Uiso 1 1 calc R U . . .
C13B C 0.5838(4) 0.9080(3) 0.8935(3) 0.0375(9) Uani 1 1 d . . . . .
C36A C 1.1341(4) 0.6323(3) 0.9257(3) 0.0402(9) Uani 1 1 d . . . . .
H36A H 1.1332 0.5969 0.8570 0.048 Uiso 1 1 calc R U . . .
C23B C 0.4408(4) 0.8549(3) 0.8138(3) 0.0379(9) Uani 1 1 d . . . . .
C37A C 1.4208(4) 0.7831(3) 1.1764(3) 0.0444(10) Uani 1 1 d . . . . .
C33A C 1.1406(4) 0.7376(3) 1.1299(3) 0.0409(9) Uani 1 1 d . . . . .
H33A H 1.1423 0.7728 1.1988 0.049 Uiso 1 1 calc R U . . .
C21B C 0.2383(4) 0.7057(3) 0.7183(3) 0.0425(10) Uani 1 1 d . . . . .
H21B H 0.1961 0.6362 0.7058 0.051 Uiso 1 1 calc R U . . .
C17A C 0.1318(4) 0.0619(3) 0.2575(3) 0.0447(10) Uani 1 1 d . . . . .
C23A C 0.8136(4) 0.6099(3) 0.2965(3) 0.0391(9) Uani 1 1 d . . . . .
H23A H 0.8666 0.6391 0.2593 0.047 Uiso 1 1 calc R U . . .
C35A C 1.2692(4) 0.6795(3) 0.9972(3) 0.0441(10) Uani 1 1 d . . . . .
H35A H 1.3588 0.6753 0.9756 0.053 Uiso 1 1 calc R U . . .
C24B C 0.3673(4) 0.9050(3) 0.7566(3) 0.0514(11) Uani 1 1 d . . . . .
H24B H 0.4084 0.9741 0.7669 0.062 Uiso 1 1 calc R U . . .
C25B C 0.2322(4) 0.8531(3) 0.6839(3) 0.0556(12) Uani 1 1 d . . . . .
H25B H 0.1856 0.8893 0.6466 0.067 Uiso 1 1 calc R U . . .
C16A C 0.4625(4) 0.1225(3) 0.4809(3) 0.0525(11) Uani 1 1 d . . . . .
H16A H 0.5056 0.0881 0.5214 0.063 Uiso 1 1 calc R U . . .
C12B C 0.6451(4) 1.0126(3) 0.9223(3) 0.0537(11) Uani 1 1 d . . . . .
H12B H 0.5976 1.0524 0.8899 0.064 Uiso 1 1 calc R U . . .
C15A C 0.3352(5) 0.0697(3) 0.4029(3) 0.0542(11) Uani 1 1 d . . . . .
H15A H 0.2909 0.0014 0.3931 0.065 Uiso 1 1 calc R U . . .
C11B C 0.7763(5) 1.0597(3) 0.9987(3) 0.0576(12) Uani 1 1 d . . . . .
H11B H 0.8151 1.1307 1.0153 0.069 Uiso 1 1 calc R U . . .
C15B C 0.7925(5) 0.9088(4) 1.0221(3) 0.0652(13) Uani 1 1 d . . . . .
H15B H 0.8428 0.8715 1.0563 0.078 Uiso 1 1 calc R U . . .
C14B C 0.6627(5) 0.8555(4) 0.9459(3) 0.0673(14) Uani 1 1 d . . . . .
H14B H 0.6281 0.7840 0.9297 0.081 Uiso 1 1 calc R U . . .
C1M C 0.8323(6) 0.8889(4) 0.3725(4) 0.0830(16) Uani 1 1 d . . . . .
H1M1 H 0.9297 0.8760 0.3967 0.124 Uiso 1 1 calc R U . . .
H1M2 H 0.7551 0.8432 0.3839 0.124 Uiso 1 1 calc R U . . .
H1M3 H 0.8289 0.9609 0.4092 0.124 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
O12A C17A 1.310(4) . ?
O12A H1O 0.8200 . ?
O22A C27A 1.244(4) . ?
O21A C27A 1.324(4) . ?
O21A H21O 0.8200 . ?
O31A C37A 1.213(4) . ?
O11A C17A 1.231(4) . ?
N21A C21A 1.372(4) . ?
N21A C4A 1.394(4) . ?
N21A H21A 0.8600 . ?
O32A C37A 1.332(5) . ?
O32A H32O 0.8200 . ?
N21B C21B 1.326(5) . ?
N21B C25B 1.340(5) . ?
N31A C31A 1.376(4) . ?
N31A C2A 1.421(4) . ?
N31A H31A 0.8600 . ?
O1M C1M 1.400(5) . ?
O1M H1M 0.8200 . ?
N11A C11A 1.395(4) . ?
N11A C6A 1.408(4) . ?
N11A H11N 0.8600 . ?
C24A C25A 1.389(5) . ?
C24A C23A 1.401(5) . ?
C24A C27A 1.440(5) . ?
C3A C2A 1.383(5) . ?
C3A C4A 1.388(5) . ?
C3A H3A 0.9300 . ?
N11B C11B 1.310(5) . ?
N11B C15B 1.321(5) . ?
C25A C26A 1.360(4) . ?
C25A H25A 0.9300 . ?
C2A C1A 1.388(5) . ?
C21A C22A 1.400(5) . ?
C21A C26A 1.402(5) . ?
C6A C5A 1.381(4) . ?
C6A C1A 1.388(5) . ?
C13A C12A 1.375(5) . ?
C13A C14A 1.379(5) . ?
C13A H13A 0.9300 . ?
C22A C23A 1.370(4) . ?
C22A H22A 0.9300 . ?
C12A C11A 1.382(5) . ?
C12A H12A 0.9300 . ?
C5A C4A 1.391(5) . ?
C5A H5A 0.9300 . ?
C11A C16A 1.394(5) . ?
C31A C32A 1.396(5) . ?
C31A C36A 1.406(5) . ?
C14A C15A 1.388(5) . ?
C14A C17A 1.479(5) . ?
C32A C33A 1.369(5) . ?
C32A H32A 0.9300 . ?
C34A C35A 1.381(5) . ?
C34A C33A 1.393(5) . ?
C34A C37A 1.462(5) . ?
C26A H26A 0.9300 . ?
C22B C21B 1.380(5) . ?
C22B C23B 1.383(5) . ?
C22B H22B 0.9300 . ?
C1A H1A 0.9300 . ?
C13B C12B 1.369(5) . ?
C13B C14B 1.382(5) . ?
C13B C23B 1.481(5) . ?
C36A C35A 1.372(5) . ?
C36A H36A 0.9300 . ?
C23B C24B 1.376(5) . ?
C33A H33A 0.9300 . ?
C21B H21B 0.9300 . ?
C23A H23A 0.9300 . ?
C35A H35A 0.9300 . ?
C24B C25B 1.387(5) . ?
C24B H24B 0.9300 . ?
C25B H25B 0.9300 . ?
C16A C15A 1.375(5) . ?
C16A H16A 0.9300 . ?
C12B C11B 1.377(5) . ?
C12B H12B 0.9300 . ?
C15A H15A 0.9300 . ?
C11B H11B 0.9300 . ?
C15B C14B 1.379(6) . ?
C15B H15B 0.9300 . ?
C14B H14B 0.9300 . ?
C1M H1M1 0.9600 . ?
C1M H1M2 0.9600 . ?
C1M H1M3 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
C17A O12A H1O 109.5 . . ?
C27A O21A H21O 109.5 . . ?
C21A N21A C4A 126.5(3) . . ?
C21A N21A H21A 116.8 . . ?
C4A N21A H21A 116.8 . . ?
C37A O32A H32O 109.5 . . ?
C21B N21B C25B 115.4(3) . . ?
C31A N31A C2A 126.4(3) . . ?
C31A N31A H31A 116.8 . . ?
C2A N31A H31A 116.8 . . ?
C1M O1M H1M 109.5 . . ?
C11A N11A C6A 126.6(3) . . ?
C11A N11A H11N 116.7 . . ?
C6A N11A H11N 116.7 . . ?
C25A C24A C23A 117.7(3) . . ?
C25A C24A C27A 119.1(3) . . ?
C23A C24A C27A 123.2(3) . . ?
C2A C3A C4A 119.3(3) . . ?
C2A C3A H3A 120.3 . . ?
C4A C3A H3A 120.3 . . ?
C11B N11B C15B 116.4(4) . . ?
C26A C25A C24A 120.8(3) . . ?
C26A C25A H25A 119.6 . . ?
C24A C25A H25A 119.6 . . ?
C3A C2A C1A 120.7(3) . . ?
C3A C2A N31A 120.3(3) . . ?
C1A C2A N31A 118.6(3) . . ?
N21A C21A C22A 119.0(3) . . ?
N21A C21A C26A 123.7(3) . . ?
C22A C21A C26A 117.3(3) . . ?
C5A C6A C1A 119.0(3) . . ?
C5A C6A N11A 123.6(3) . . ?
C1A C6A N11A 117.3(3) . . ?
C12A C13A C14A 121.6(3) . . ?
C12A C13A H13A 119.2 . . ?
C14A C13A H13A 119.2 . . ?
C23A C22A C21A 120.5(3) . . ?
C23A C22A H22A 119.8 . . ?
C21A C22A H22A 119.8 . . ?
C13A C12A C11A 120.9(3) . . ?
C13A C12A H12A 119.6 . . ?
C11A C12A H12A 119.6 . . ?
C6A C5A C4A 121.1(3) . . ?
C6A C5A H5A 119.4 . . ?
C4A C5A H5A 119.4 . . ?
C3A C4A C5A 119.6(3) . . ?
C3A C4A N21A 118.5(3) . . ?
C5A C4A N21A 121.9(3) . . ?
O22A C27A O21A 121.1(3) . . ?
O22A C27A C24A 123.9(3) . . ?
O21A C27A C24A 115.0(3) . . ?
C12A C11A C16A 117.4(3) . . ?
C12A C11A N11A 125.6(3) . . ?
C16A C11A N11A 117.0(3) . . ?
N31A C31A C32A 120.1(3) . . ?
N31A C31A C36A 122.2(3) . . ?
C32A C31A C36A 117.7(3) . . ?
C13A C14A C15A 118.0(3) . . ?
C13A C14A C17A 122.0(3) . . ?
C15A C14A C17A 119.9(4) . . ?
C33A C32A C31A 120.9(4) . . ?
C33A C32A H32A 119.5 . . ?
C31A C32A H32A 119.5 . . ?
C35A C34A C33A 117.4(3) . . ?
C35A C34A C37A 122.2(4) . . ?
C33A C34A C37A 120.3(3) . . ?
C25A C26A C21A 122.0(3) . . ?
C25A C26A H26A 119.0 . . ?
C21A C26A H26A 119.0 . . ?
C21B C22B C23B 120.3(4) . . ?
C21B C22B H22B 119.8 . . ?
C23B C22B H22B 119.8 . . ?
C6A C1A C2A 120.1(3) . . ?
C6A C1A H1A 120.0 . . ?
C2A C1A H1A 120.0 . . ?
C12B C13B C14B 115.3(4) . . ?
C12B C13B C23B 122.6(3) . . ?
C14B C13B C23B 122.0(4) . . ?
C35A C36A C31A 120.2(3) . . ?
C35A C36A H36A 119.9 . . ?
C31A C36A H36A 119.9 . . ?
C24B C23B C22B 115.8(3) . . ?
C24B C23B C13B 122.2(3) . . ?
C22B C23B C13B 122.0(3) . . ?
O31A C37A O32A 121.2(4) . . ?
O31A C37A C34A 124.8(4) . . ?
O32A C37A C34A 113.9(4) . . ?
C32A C33A C34A 121.5(3) . . ?
C32A C33A H33A 119.2 . . ?
C34A C33A H33A 119.2 . . ?
N21B C21B C22B 124.4(4) . . ?
N21B C21B H21B 117.8 . . ?
C22B C21B H21B 117.8 . . ?
O11A C17A O12A 122.8(4) . . ?
O11A C17A C14A 123.1(4) . . ?
O12A C17A C14A 114.1(3) . . ?
C22A C23A C24A 121.6(3) . . ?
C22A C23A H23A 119.2 . . ?
C24A C23A H23A 119.2 . . ?
C36A C35A C34A 122.2(4) . . ?
C36A C35A H35A 118.9 . . ?
C34A C35A H35A 118.9 . . ?
C23B C24B C25B 120.4(4) . . ?
C23B C24B H24B 119.8 . . ?
C25B C24B H24B 119.8 . . ?
N21B C25B C24B 123.7(4) . . ?
N21B C25B H25B 118.2 . . ?
C24B C25B H25B 118.2 . . ?
C15A C16A C11A 121.7(4) . . ?
C15A C16A H16A 119.2 . . ?
C11A C16A H16A 119.2 . . ?
C13B C12B C11B 120.8(4) . . ?
C13B C12B H12B 119.6 . . ?
C11B C12B H12B 119.6 . . ?
C16A C15A C14A 120.3(4) . . ?
C16A C15A H15A 119.8 . . ?
C14A C15A H15A 119.8 . . ?
N11B C11B C12B 123.7(4) . . ?
N11B C11B H11B 118.2 . . ?
C12B C11B H11B 118.2 . . ?
N11B C15B C14B 123.7(4) . . ?
N11B C15B H15B 118.2 . . ?
C14B C15B H15B 118.2 . . ?
C15B C14B C13B 120.1(4) . . ?
C15B C14B H14B 119.9 . . ?
C13B C14B H14B 119.9 . . ?
O1M C1M H1M1 109.5 . . ?
O1M C1M H1M2 109.5 . . ?
H1M1 C1M H1M2 109.5 . . ?
O1M C1M H1M3 109.5 . . ?
H1M1 C1M H1M3 109.5 . . ?
H1M2 C1M H1M3 109.5 . . ?

_refine_diff_density_max         0.330
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.071


####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1866684'
_audit_update_record             
;
2018-09-10 deposited with the CCDC.
2018-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C51 H41 N7 O6'
_chemical_formula_weight         847.91

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1920(10)
_cell_length_b                   13.0507(16)
_cell_length_c                   19.469(2)
_cell_angle_alpha                76.186(5)
_cell_angle_beta                 83.285(3)
_cell_angle_gamma                69.384(3)
_cell_volume                     2121.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    27575
_cell_measurement_theta_min      1.078
_cell_measurement_theta_max      26.459

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_F_000             888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_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 APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27575
_diffrn_reflns_av_unetI/netI     0.2465
_diffrn_reflns_av_R_equivalents  0.1628
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.078
_diffrn_reflns_theta_max         26.459
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             8479
_reflns_number_gt                2304
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.1184P)²] 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         8479
_refine_ls_number_parameters     549
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2665
_refine_ls_R_factor_gt           0.0771
_refine_ls_wR_factor_ref         0.2703
_refine_ls_wR_factor_gt          0.1877
_refine_ls_goodness_of_fit_ref   0.838
_refine_ls_restrained_S_all      0.838
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5285(6) 0.3095(4) 0.4669(3) 0.0414(14) Uani 1 1 d . . . . .
C2 C 0.6112(6) 0.2253(4) 0.4312(3) 0.0434(14) Uani 1 1 d . . . . .
H2 H 0.6220 0.2414 0.3821 0.052 Uiso 1 1 calc R U . . .
C3 C 0.6786(6) 0.1156(4) 0.4696(3) 0.0396(14) Uani 1 1 d . . . . .
C4 C 0.6632(6) 0.0923(4) 0.5427(3) 0.0431(14) Uani 1 1 d . . . . .
H4 H 0.7101 0.0199 0.5683 0.052 Uiso 1 1 calc R U . . .
C5 C 0.5790(6) 0.1759(4) 0.5775(3) 0.0421(14) Uani 1 1 d . . . . .
C6 C 0.5095(6) 0.2858(4) 0.5404(3) 0.0465(15) Uani 1 1 d . . . . .
H6 H 0.4519 0.3419 0.5643 0.056 Uiso 1 1 calc R U . . .
N11 N 0.4516(6) 0.4198(3) 0.4309(2) 0.0518(13) Uani 1 1 d . . . . .
H11 H 0.3792 0.4500 0.4568 0.053(19) Uiso 1 1 d R . . . .
O11 O 0.7397(6) 0.6451(4) 0.1487(2) 0.0814(15) Uani 1 1 d . . . . .
H11A H 0.7700 0.6849 0.1136 0.056(18) Uiso 1 1 d R . . . .
O12 O 0.4919(5) 0.7557(4) 0.1364(2) 0.0775(14) Uani 1 1 d . . . . .
C11 C 0.4909(7) 0.4768(4) 0.3657(3) 0.0453(15) Uani 1 1 d . . . . .
C12 C 0.6385(6) 0.4485(4) 0.3353(3) 0.0512(16) Uani 1 1 d . . . . .
H12 H 0.7167 0.3860 0.3578 0.061 Uiso 1 1 calc R U . . .
C13 C 0.6720(7) 0.5112(5) 0.2723(3) 0.0567(17) Uani 1 1 d . . . . .
H13 H 0.7727 0.4901 0.2528 0.068 Uiso 1 1 calc R U . . .
C14 C 0.5598(7) 0.6050(4) 0.2369(3) 0.0500(15) Uani 1 1 d . . . . .
C15 C 0.4108(7) 0.6338(4) 0.2675(3) 0.0514(16) Uani 1 1 d . . . . .
H15 H 0.3329 0.6962 0.2447 0.062 Uiso 1 1 calc R U . . .
C16 C 0.3755(6) 0.5710(4) 0.3318(3) 0.0526(16) Uani 1 1 d . . . . .
H16 H 0.2753 0.5921 0.3518 0.063 Uiso 1 1 calc R U . . .
C17 C 0.5909(9) 0.6763(5) 0.1687(3) 0.0614(18) Uani 1 1 d . . . . .
N21 N 0.7690(6) 0.0351(4) 0.4306(2) 0.0484(14) Uani 1 1 d . . . . .
H21 H 0.821(6) 0.059(4) 0.399(3) 0.050 Uiso 1 1 d . . . . .
O21 O 1.1861(5) -0.4817(3) 0.5242(2) 0.0732(13) Uani 1 1 d . . . . .
O22 O 0.9865(5) -0.4661(3) 0.6012(2) 0.0695(13) Uani 1 1 d . . . . .
H22 H 1.0347 -0.5305 0.6173 0.07(2) Uiso 1 1 d R . . . .
C21 C 0.8365(6) -0.0793(4) 0.4590(3) 0.0397(14) Uani 1 1 d . . . . .
C22 C 0.7520(6) -0.1411(4) 0.5023(3) 0.0443(14) Uani 1 1 d . . . . .
H22A H 0.6475 -0.1067 0.5133 0.053 Uiso 1 1 calc R U . . .
C23 C 0.8249(6) -0.2553(4) 0.5290(3) 0.0466(15) Uani 1 1 d . . . . .
H23 H 0.7683 -0.2962 0.5584 0.056 Uiso 1 1 calc R U . . .
C24 C 0.9796(6) -0.3088(4) 0.5126(3) 0.0427(14) Uani 1 1 d . . . . .
C25 C 1.0594(6) -0.2469(4) 0.4667(3) 0.0511(16) Uani 1 1 d . . . . .
H25 H 1.1620 -0.2824 0.4534 0.061 Uiso 1 1 calc R U . . .
C26 C 0.9914(6) -0.1349(4) 0.4404(3) 0.0449(15) Uani 1 1 d . . . . .
H26 H 1.0482 -0.0953 0.4098 0.054 Uiso 1 1 calc R U . . .
C27 C 1.0601(8) -0.4272(5) 0.5451(3) 0.0514(16) Uani 1 1 d . . . . .
N31 N 0.5708(6) 0.1533(4) 0.6522(2) 0.0612(15) Uani 1 1 d . . . . .
H31 H 0.5446 0.2119 0.6702 0.045(17) Uiso 1 1 d R . . . .
O31 O 0.4255(6) -0.2766(5) 0.8323(3) 0.122(2) Uani 1 1 d . . . . .
O32 O 0.4627(7) -0.2049(4) 0.9170(3) 0.134(2) Uani 1 1 d . . . . .
C31 C 0.5539(7) 0.0597(5) 0.6978(3) 0.0505(16) Uani 1 1 d . . . . .
C32 C 0.5729(8) 0.0463(5) 0.7698(3) 0.077(2) Uani 1 1 d . . . . .
H32A H 0.6059 0.0969 0.7847 0.093 Uiso 1 1 calc R U . . .
C33 C 0.5446(9) -0.0388(6) 0.8188(3) 0.091(3) Uani 1 1 d . . . . .
H33 H 0.5538 -0.0434 0.8665 0.109 Uiso 1 1 calc R U . . .
C34 C 0.5029(8) -0.1175(6) 0.7987(4) 0.079(2) Uani 1 1 d . . . . .
C35 C 0.4881(7) -0.1073(5) 0.7275(4) 0.0639(18) Uani 1 1 d . . . . .
H35 H 0.4600 -0.1602 0.7127 0.077 Uiso 1 1 calc R U . . .
C36 C 0.5142(7) -0.0205(5) 0.6782(3) 0.0585(17) Uani 1 1 d . . . . .
H36 H 0.5048 -0.0161 0.6304 0.070 Uiso 1 1 calc R U . . .
C37 C 0.4601(10) -0.2081(8) 0.8552(5) 0.097(3) Uiso 1 1 d . . . . .
N11A N 0.1900(7) 1.2007(4) -0.0419(3) 0.0715(16) Uani 1 1 d . . . . .
C11A C 0.2918(8) 1.0967(6) -0.0292(3) 0.083(2) Uani 1 1 d . . . . .
H11B H 0.3882 1.0835 -0.0531 0.100 Uiso 1 1 calc R U . . .
C12A C 0.2624(7) 1.0071(5) 0.0175(3) 0.071(2) Uani 1 1 d . . . . .
H12A H 0.3362 0.9356 0.0235 0.086 Uiso 1 1 calc R U . . .
C13A C 0.1200(7) 1.0260(5) 0.0553(3) 0.0574(17) Uani 1 1 d . . . . .
C14A C 0.0130(8) 1.1327(5) 0.0398(3) 0.0675(19) Uani 1 1 d . . . . .
H14A H -0.0853 1.1485 0.0619 0.081 Uiso 1 1 calc R U . . .
C15A C 0.0519(8) 1.2152(5) -0.0082(3) 0.0675(19) Uani 1 1 d . . . . .
H15A H -0.0230 1.2861 -0.0179 0.081 Uiso 1 1 calc R U . . .
C16A C 0.0913(8) 0.9324(5) 0.1082(3) 0.0631(18) Uani 1 1 d . . . . .
H16A H 0.1690 0.8627 0.1118 0.076 Uiso 1 1 calc R U . . .
N21A N -0.0840(6) 0.6659(4) 0.3131(3) 0.0655(15) Uani 1 1 d . . . . .
C21A C 0.0007(9) 0.6494(5) 0.2538(4) 0.083(2) Uani 1 1 d . . . . .
H21A H 0.0499 0.5759 0.2485 0.099 Uiso 1 1 calc R U . . .
C22A C 0.0203(8) 0.7336(5) 0.1999(3) 0.073(2) Uani 1 1 d . . . . .
H22B H 0.0830 0.7167 0.1602 0.088 Uiso 1 1 calc R U . . .
C23A C -0.0538(7) 0.8434(5) 0.2053(3) 0.0572(17) Uani 1 1 d . . . . .
C24A C -0.1446(8) 0.8609(5) 0.2647(4) 0.081(2) Uani 1 1 d . . . . .
H24A H -0.1987 0.9336 0.2705 0.098 Uiso 1 1 calc R U . . .
C25A C -0.1562(8) 0.7711(5) 0.3163(3) 0.077(2) Uani 1 1 d . . . . .
H25A H -0.2195 0.7861 0.3561 0.092 Uiso 1 1 calc R U . . .
C26A C -0.0321(8) 0.9368(5) 0.1506(3) 0.072(2) Uani 1 1 d . . . . .
H26A H -0.1128 1.0051 0.1455 0.087 Uiso 1 1 calc R U . . .
N11B N -0.0583(8) 0.1385(5) 0.3162(3) 0.0796(18) Uani 1 1 d . . . . .
C11B C -0.0861(10) 0.1675(7) 0.2491(5) 0.120(3) Uiso 1 1 d . . . . .
H11C H -0.1559 0.1426 0.2326 0.144 Uiso 1 1 calc R U . . .
C12B C -0.0123(11) 0.2370(7) 0.1992(5) 0.124(3) Uiso 1 1 d . . . . .
H12B H -0.0277 0.2529 0.1509 0.148 Uiso 1 1 calc R U . . .
C13B C 0.0813(8) 0.2787(5) 0.2259(4) 0.0692(19) Uani 1 1 d . . . . .
C14B C 0.0882(9) 0.2566(6) 0.2945(4) 0.089(2) Uani 1 1 d . . . . .
H14B H 0.1414 0.2899 0.3150 0.107 Uiso 1 1 calc R U . . .
C15B C 0.0197(9) 0.1861(6) 0.3367(4) 0.083(2) Uani 1 1 d . . . . .
H15B H 0.0320 0.1721 0.3852 0.100 Uiso 1 1 calc R U . . .
C16B C 0.1550(9) 0.3569(7) 0.1807(5) 0.101(3) Uiso 1 1 d . . . . .
H16B H 0.2049 0.3865 0.2058 0.121 Uiso 1 1 calc R U . . .
N21B N 0.3427(7) 0.6183(5) -0.0182(3) 0.0956(19) Uiso 1 1 d . . . . .
H21N H 0.3790 0.6658 -0.0465 0.115 Uiso 1 1 calc R U . . .
C21B C 0.3501(9) 0.6105(7) 0.0484(5) 0.105(3) Uiso 1 1 d . . . . .
H21B H 0.3899 0.6567 0.0643 0.127 Uiso 1 1 calc R U . . .
C22B C 0.2975(9) 0.5316(6) 0.0967(4) 0.098(3) Uani 1 1 d . . . . .
H22C H 0.3074 0.5224 0.1449 0.118 Uiso 1 1 calc R U . . .
C23B C 0.2327(8) 0.4693(6) 0.0735(4) 0.073(2) Uani 1 1 d . . . . .
C24B C 0.2252(8) 0.4813(6) 0.0006(4) 0.090(2) Uani 1 1 d . . . . .
H24B H 0.1823 0.4389 -0.0174 0.108 Uiso 1 1 calc R U . . .
C25B C 0.2867(8) 0.5623(6) -0.0460(4) 0.096(2) Uiso 1 1 d . . . . .
H25B H 0.2852 0.5729 -0.0949 0.115 Uiso 1 1 calc R U . . .
C26B C 0.1624(10) 0.3888(6) 0.1187(4) 0.117(3) Uani 1 1 d . . . . .
H26B H 0.1152 0.3575 0.0935 0.141 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
C1 C2 1.386(7) . ?
C1 C6 1.395(7) . ?
C1 N11 1.407(6) . ?
C2 C3 1.401(6) . ?
C3 C4 1.383(7) . ?
C3 N21 1.410(6) . ?
C4 C5 1.372(7) . ?
C5 C6 1.398(7) . ?
C5 N31 1.412(6) . ?
N11 C11 1.388(6) . ?
O11 C17 1.321(7) . ?
O12 C17 1.207(7) . ?
C11 C12 1.375(7) . ?
C11 C16 1.390(7) . ?
C12 C13 1.371(7) . ?
C13 C14 1.383(7) . ?
C14 C15 1.388(7) . ?
C14 C17 1.489(7) . ?
C15 C16 1.394(7) . ?
N21 C21 1.398(6) . ?
O21 C27 1.209(6) . ?
O22 C27 1.307(6) . ?
C21 C22 1.388(6) . ?
C21 C26 1.401(7) . ?
C22 C23 1.396(7) . ?
C23 C24 1.383(7) . ?
C24 C25 1.382(7) . ?
C24 C27 1.474(7) . ?
C25 C26 1.365(7) . ?
N31 C31 1.374(6) . ?
O31 C37 1.233(9) . ?
O32 C37 1.218(9) . ?
C31 C36 1.366(7) . ?
C31 C32 1.394(7) . ?
C32 C33 1.361(8) . ?
C33 C34 1.363(10) . ?
C34 C35 1.379(9) . ?
C34 C37 1.538(10) . ?
C35 C36 1.372(7) . ?
N11A C15A 1.332(7) . ?
N11A C11A 1.333(8) . ?
C11A C12A 1.387(8) . ?
C12A C13A 1.397(8) . ?
C13A C14A 1.379(8) . ?
C13A C16A 1.478(7) . ?
C14A C15A 1.369(7) . ?
C16A C26A 1.315(7) . ?
N21A C25A 1.312(7) . ?
N21A C21A 1.333(7) . ?
C21A C22A 1.373(8) . ?
C22A C23A 1.377(8) . ?
C23A C24A 1.361(7) . ?
C23A C26A 1.470(7) . ?
C24A C25A 1.376(8) . ?
N11B C15B 1.249(8) . ?
N11B C11B 1.300(9) . ?
C11B C12B 1.443(11) . ?
C12B C13B 1.370(10) . ?
C13B C14B 1.301(8) . ?
C13B C16B 1.481(9) . ?
C14B C15B 1.359(9) . ?
C16B C26B 1.182(9) . ?
N21B C25B 1.269(8) . ?
N21B C21B 1.283(8) . ?
C21B C22B 1.400(10) . ?
C22B C23B 1.340(10) . ?
C23B C24B 1.398(9) . ?
C23B C26B 1.483(10) . ?
C24B C25B 1.449(9) . ?

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
C2 C1 C6 120.7(5) . . ?
C2 C1 N11 122.0(5) . . ?
C6 C1 N11 117.2(5) . . ?
C1 C2 C3 119.6(5) . . ?
C4 C3 C2 119.9(5) . . ?
C4 C3 N21 123.1(5) . . ?
C2 C3 N21 116.8(5) . . ?
C5 C4 C3 120.1(5) . . ?
C4 C5 C6 121.2(5) . . ?
C4 C5 N31 120.0(5) . . ?
C6 C5 N31 118.7(5) . . ?
C1 C6 C5 118.6(5) . . ?
C11 N11 C1 128.6(5) . . ?
C12 C11 N11 123.6(5) . . ?
C12 C11 C16 118.9(5) . . ?
N11 C11 C16 117.4(5) . . ?
C13 C12 C11 121.0(5) . . ?
C12 C13 C14 121.6(6) . . ?
C13 C14 C15 117.5(5) . . ?
C13 C14 C17 123.6(6) . . ?
C15 C14 C17 118.9(5) . . ?
C14 C15 C16 121.4(5) . . ?
C11 C16 C15 119.6(5) . . ?
O12 C17 O11 123.8(6) . . ?
O12 C17 C14 123.7(7) . . ?
O11 C17 C14 112.5(6) . . ?
C21 N21 C3 124.9(4) . . ?
C22 C21 N21 121.9(5) . . ?
C22 C21 C26 118.7(5) . . ?
N21 C21 C26 119.3(5) . . ?
C21 C22 C23 119.5(5) . . ?
C24 C23 C22 121.4(5) . . ?
C25 C24 C23 118.0(5) . . ?
C25 C24 C27 120.5(5) . . ?
C23 C24 C27 121.5(5) . . ?
C26 C25 C24 121.7(5) . . ?
C25 C26 C21 120.4(5) . . ?
O21 C27 O22 123.0(5) . . ?
O21 C27 C24 123.2(5) . . ?
O22 C27 C24 113.7(6) . . ?
C31 N31 C5 127.8(5) . . ?
C36 C31 N31 124.7(5) . . ?
C36 C31 C32 116.8(5) . . ?
N31 C31 C32 118.4(6) . . ?
C33 C32 C31 121.7(7) . . ?
C32 C33 C34 120.9(7) . . ?
C33 C34 C35 118.0(6) . . ?
C33 C34 C37 120.0(7) . . ?
C35 C34 C37 121.8(8) . . ?
C36 C35 C34 121.1(6) . . ?
C31 C36 C35 121.3(6) . . ?
O32 C37 O31 126.9(10) . . ?
O32 C37 C34 117.6(9) . . ?
O31 C37 C34 115.6(9) . . ?
C15A N11A C11A 116.1(5) . . ?
N11A C11A C12A 123.9(6) . . ?
C11A C12A C13A 118.8(6) . . ?
C14A C13A C12A 116.9(6) . . ?
C14A C13A C16A 123.9(6) . . ?
C12A C13A C16A 119.2(6) . . ?
C15A C14A C13A 119.8(6) . . ?
N11A C15A C14A 124.3(6) . . ?
C26A C16A C13A 127.1(6) . . ?
C25A N21A C21A 115.2(5) . . ?
N21A C21A C22A 124.4(6) . . ?
C21A C22A C23A 119.3(6) . . ?
C24A C23A C22A 116.6(6) . . ?
C24A C23A C26A 121.7(6) . . ?
C22A C23A C26A 121.6(6) . . ?
C23A C24A C25A 120.0(6) . . ?
N21A C25A C24A 124.5(6) . . ?
C16A C26A C23A 125.9(6) . . ?
C15B N11B C11B 115.9(7) . . ?
N11B C11B C12B 122.3(9) . . ?
C13B C12B C11B 117.3(8) . . ?
C14B C13B C12B 116.4(7) . . ?
C14B C13B C16B 120.8(7) . . ?
C12B C13B C16B 122.3(8) . . ?
C13B C14B C15B 121.6(7) . . ?
N11B C15B C14B 125.8(7) . . ?
C26B C16B C13B 132.0(10) . . ?
C25B N21B C21B 125.9(8) . . ?
N21B C21B C22B 119.2(9) . . ?
C23B C22B C21B 120.2(8) . . ?
C22B C23B C24B 118.8(7) . . ?
C22B C23B C26B 125.8(8) . . ?
C24B C23B C26B 115.4(8) . . ?
C23B C24B C25B 117.7(7) . . ?
N21B C25B C24B 118.2(8) . . ?
C16B C26B C23B 132.0(11) . . ?

_refine_diff_density_max         0.528
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.062


####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 1866687'
_audit_update_record             
;
2018-09-10 deposited with the CCDC.
2018-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H33 N5 O7 S'
_chemical_formula_weight         703.75

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.017(8)
_cell_length_b                   11.280(11)
_cell_length_c                   16.817(15)
_cell_angle_alpha                97.49(2)
_cell_angle_beta                 91.87(3)
_cell_angle_gamma                92.38(2)
_cell_volume                     1693(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    16921
_cell_measurement_theta_min      1.222
_cell_measurement_theta_max      26.695

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    0.155
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_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 APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16921
_diffrn_reflns_av_unetI/netI     0.0883
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.222
_diffrn_reflns_theta_max         26.695
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             6569
_reflns_number_gt                3469
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6569
_refine_ls_number_parameters     464
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1221
_refine_ls_R_factor_gt           0.0615
_refine_ls_wR_factor_ref         0.2018
_refine_ls_wR_factor_gt          0.1609
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.989
_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
S1B S 0.55756(12) 0.19599(9) 0.37528(8) 0.0730(4) Uani 1 1 d . . . . .
O22A O -0.0010(3) 0.13289(19) 0.05656(15) 0.0516(7) Uani 1 1 d . . . . .
O32A O -0.0925(3) 1.3900(2) 0.40262(16) 0.0603(7) Uani 1 1 d . . . . .
H32A H -0.1290 1.4436 0.4324 0.090 Uiso 1 1 calc R U . . .
O12A O 0.6964(3) 1.5786(2) 0.26158(16) 0.0550(7) Uani 1 1 d . . . . .
O21A O 0.1268(3) 0.07992(19) -0.05413(14) 0.0504(7) Uani 1 1 d . . . . .
O31A O -0.1269(3) 1.2864(2) 0.50734(16) 0.0622(8) Uani 1 1 d . . . . .
N31A N 0.0943(3) 0.8834(2) 0.23375(17) 0.0442(7) Uani 1 1 d . . . . .
H31A H 0.0458 0.8181 0.2400 0.053 Uiso 1 1 calc R U . . .
O11A O 0.4476(3) 1.56336(19) 0.26111(18) 0.0608(8) Uani 1 1 d . . . . .
H11A H 0.4591 1.6323 0.2835 0.091 Uiso 1 1 calc R U . . .
N11A N 0.5506(3) 1.0241(2) 0.11549(17) 0.0450(7) Uani 1 1 d . . . . .
H11B H 0.6301 0.9966 0.0947 0.054 Uiso 1 1 calc R U . . .
N21 N 0.4682(3) -0.2082(2) 0.32108(17) 0.0450(7) Uani 1 1 d . . . . .
N21A N 0.3139(4) 0.6410(2) 0.01120(18) 0.0522(8) Uani 1 1 d . . . . .
H21B H 0.3637 0.6491 -0.0306 0.063 Uiso 1 1 calc R U . . .
N11 N 0.2327(4) 0.4297(3) 0.51791(19) 0.0535(8) Uani 1 1 d . . . . .
C12A C 0.6926(4) 1.2061(3) 0.1686(2) 0.0476(9) Uani 1 1 d . . . . .
H12A H 0.7796 1.1647 0.1634 0.057 Uiso 1 1 calc R U . . .
C31A C 0.0566(4) 0.9850(3) 0.2830(2) 0.0398(8) Uani 1 1 d . . . . .
C5A C 0.1951(4) 0.7687(3) 0.1199(2) 0.0406(8) Uani 1 1 d . . . . .
H5A H 0.1151 0.7138 0.1191 0.049 Uiso 1 1 calc R U . . .
C34A C -0.0333(4) 1.1867(3) 0.3853(2) 0.0421(8) Uani 1 1 d . . . . .
C32A C -0.0013(4) 0.9728(3) 0.3589(2) 0.0435(9) Uani 1 1 d . . . . .
H32B H -0.0105 0.8975 0.3755 0.052 Uiso 1 1 calc R U . . .
C1A C 0.3189(4) 0.9585(3) 0.1736(2) 0.0383(8) Uani 1 1 d . . . . .
H1A H 0.3242 1.0270 0.2111 0.046 Uiso 1 1 calc R U . . .
C3A C 0.4242(4) 0.8346(3) 0.0630(2) 0.0433(9) Uani 1 1 d . . . . .
H3A H 0.4974 0.8216 0.0256 0.052 Uiso 1 1 calc R U . . .
C14A C 0.5707(4) 1.3920(3) 0.2094(2) 0.0432(9) Uani 1 1 d . . . . .
C2A C 0.4285(4) 0.9408(3) 0.1161(2) 0.0395(8) Uani 1 1 d . . . . .
C33A C -0.0445(4) 1.0719(3) 0.4086(2) 0.0435(9) Uani 1 1 d . . . . .
H33A H -0.0817 1.0621 0.4584 0.052 Uiso 1 1 calc R U . . .
C36A C 0.0668(4) 1.1007(3) 0.2599(2) 0.0459(9) Uani 1 1 d . . . . .
H36A H 0.1036 1.1114 0.2102 0.055 Uiso 1 1 calc R U . . .
C35A C 0.0225(4) 1.1987(3) 0.3105(2) 0.0476(9) Uani 1 1 d . . . . .
H35A H 0.0302 1.2743 0.2941 0.057 Uiso 1 1 calc R U . . .
C11A C 0.5558(4) 1.1461(3) 0.1451(2) 0.0416(8) Uani 1 1 d . . . . .
C15A C 0.4354(4) 1.3324(3) 0.1830(2) 0.0447(9) Uani 1 1 d . . . . .
H15A H 0.3487 1.3743 0.1874 0.054 Uiso 1 1 calc R U . . .
C16A C 0.4268(4) 1.2128(3) 0.1505(2) 0.0452(9) Uani 1 1 d . . . . .
H16A H 0.3355 1.1764 0.1322 0.054 Uiso 1 1 calc R U . . .
C13A C 0.7001(4) 1.3268(3) 0.1997(2) 0.0485(9) Uani 1 1 d . . . . .
H13A H 0.7921 1.3651 0.2144 0.058 Uiso 1 1 calc R U . . .
C6A C 0.2021(4) 0.8734(3) 0.1746(2) 0.0368(8) Uani 1 1 d . . . . .
C26A C 0.1636(4) 0.4896(3) 0.0725(2) 0.0459(9) Uani 1 1 d . . . . .
H26A H 0.1412 0.5446 0.1161 0.055 Uiso 1 1 calc R U . . .
C24A C 0.1417(4) 0.2848(3) 0.0042(2) 0.0387(8) Uani 1 1 d . . . . .
C27A C 0.0864(4) 0.1597(3) 0.0015(2) 0.0405(8) Uani 1 1 d . . . . .
C25A C 0.1087(4) 0.3716(3) 0.0670(2) 0.0468(9) Uani 1 1 d . . . . .
H25A H 0.0478 0.3498 0.1068 0.056 Uiso 1 1 calc R U . . .
C21A C 0.2527(4) 0.5257(3) 0.0123(2) 0.0402(8) Uani 1 1 d . . . . .
C23A C 0.2307(4) 0.3215(3) -0.0560(2) 0.0528(10) Uani 1 1 d . . . . .
H23A H 0.2532 0.2665 -0.0995 0.063 Uiso 1 1 calc R U . . .
C22A C 0.2848(5) 0.4379(3) -0.0510(2) 0.0586(11) Uani 1 1 d . . . . .
H22A H 0.3451 0.4593 -0.0911 0.070 Uiso 1 1 calc R U . . .
C17A C 0.5783(4) 1.5193(3) 0.2460(2) 0.0459(9) Uani 1 1 d . . . . .
O0AA O -0.0173(3) 0.6427(3) 0.2443(2) 0.0873(10) Uani 1 1 d . . . . .
H0AA H -0.1042 0.6196 0.2469 0.131 Uiso 1 1 calc R U . . .
C1M C 0.0708(5) 0.5854(4) 0.2941(3) 0.0762(13) Uani 1 1 d . . . . .
H1MA H 0.1731 0.5976 0.2819 0.114 Uiso 1 1 calc R U . . .
H1MB H 0.0442 0.5013 0.2862 0.114 Uiso 1 1 calc R U . . .
H1MC H 0.0564 0.6172 0.3489 0.114 Uiso 1 1 calc R U . . .
C22B C 0.3891(4) -0.0208(3) 0.3883(2) 0.0485(9) Uani 1 1 d . . . . .
H22B H 0.3197 0.0200 0.4197 0.058 Uiso 1 1 calc R U . . .
C25B C 0.5880(4) -0.1482(3) 0.2965(2) 0.0460(9) Uani 1 1 d . . . . .
H25B H 0.6553 -0.1913 0.2649 0.055 Uiso 1 1 calc R U . . .
C24B C 0.6153(4) -0.0258(3) 0.3160(2) 0.0465(9) Uani 1 1 d . . . . .
H24B H 0.7001 0.0114 0.2987 0.056 Uiso 1 1 calc R U . . .
C21B C 0.3723(4) -0.1442(3) 0.3661(2) 0.0479(9) Uani 1 1 d . . . . .
H21C H 0.2898 -0.1843 0.3835 0.057 Uiso 1 1 calc R U . . .
C23B C 0.5138(4) 0.0409(3) 0.3619(2) 0.0451(9) Uani 1 1 d . . . . .
C15B C 0.2930(5) 0.4565(3) 0.4512(3) 0.0621(11) Uani 1 1 d . . . . .
H15B H 0.2721 0.5293 0.4341 0.075 Uiso 1 1 calc R U . . .
C12B C 0.3562(4) 0.2444(3) 0.5010(2) 0.0534(10) Uani 1 1 d . . . . .
H12B H 0.3757 0.1727 0.5201 0.064 Uiso 1 1 calc R U . . .
C13B C 0.4185(4) 0.2723(3) 0.4315(2) 0.0485(9) Uani 1 1 d . . . . .
C11B C 0.2649(5) 0.3239(3) 0.5413(2) 0.0592(11) Uani 1 1 d . . . . .
H11C H 0.2227 0.3034 0.5876 0.071 Uiso 1 1 calc R U . . .
C14B C 0.3853(5) 0.3818(3) 0.4058(3) 0.0641(12) Uani 1 1 d . . . . .
H14B H 0.4245 0.4039 0.3591 0.077 Uiso 1 1 calc R U . . .
C37A C -0.0882(4) 1.2914(3) 0.4388(3) 0.0507(10) Uani 1 1 d . . . . .
C4A C 0.3094(4) 0.7472(3) 0.0660(2) 0.0420(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1B C23B 1.761(4) . ?
S1B C13B 1.779(4) . ?
O22A C27A 1.293(4) . ?
O32A C37A 1.337(4) . ?
O12A C17A 1.236(4) . ?
O21A C27A 1.284(4) . ?
O31A C37A 1.223(4) . ?
N31A C31A 1.385(4) . ?
N31A C6A 1.411(4) . ?
O11A C17A 1.317(4) . ?
N11A C11A 1.399(4) . ?
N11A C2A 1.418(4) . ?
N21 C21B 1.340(4) . ?
N21 C25B 1.355(4) . ?
N21A C21A 1.394(4) . ?
N21A C4A 1.416(4) . ?
N11 C15B 1.326(5) . ?
N11 C11B 1.343(4) . ?
C12A C13A 1.391(5) . ?
C12A C11A 1.402(5) . ?
C31A C36A 1.410(5) . ?
C31A C32A 1.416(5) . ?
C5A C6A 1.398(4) . ?
C5A C4A 1.402(5) . ?
C34A C35A 1.391(5) . ?
C34A C33A 1.402(5) . ?
C34A C37A 1.500(5) . ?
C32A C33A 1.382(5) . ?
C1A C6A 1.396(4) . ?
C1A C2A 1.408(5) . ?
C3A C2A 1.395(4) . ?
C3A C4A 1.406(5) . ?
C14A C15A 1.398(5) . ?
C14A C13A 1.407(5) . ?
C14A C17A 1.485(5) . ?
C36A C35A 1.385(4) . ?
C11A C16A 1.411(5) . ?
C15A C16A 1.386(5) . ?
C26A C25A 1.391(5) . ?
C26A C21A 1.404(5) . ?
C24A C25A 1.392(5) . ?
C24A C23A 1.405(5) . ?
C24A C27A 1.471(5) . ?
C21A C22A 1.401(5) . ?
C23A C22A 1.372(5) . ?
O0AA C1M 1.375(5) . ?
C22B C21B 1.394(5) . ?
C22B C23B 1.411(5) . ?
C25B C24B 1.387(5) . ?
C24B C23B 1.397(5) . ?
C15B C14B 1.385(5) . ?
C12B C11B 1.372(5) . ?
C12B C13B 1.380(5) . ?
C13B C14B 1.401(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23B S1B C13B 109.74(18) . . ?
C31A N31A C6A 128.1(3) . . ?
C11A N11A C2A 127.2(3) . . ?
C21B N21 C25B 117.3(3) . . ?
C21A N21A C4A 132.1(3) . . ?
C15B N11 C11B 116.9(3) . . ?
C13A C12A C11A 120.9(3) . . ?
N31A C31A C36A 123.2(3) . . ?
N31A C31A C32A 119.1(3) . . ?
C36A C31A C32A 117.7(3) . . ?
C6A C5A C4A 119.5(3) . . ?
C35A C34A C33A 118.2(3) . . ?
C35A C34A C37A 121.8(3) . . ?
C33A C34A C37A 119.9(3) . . ?
C33A C32A C31A 120.6(3) . . ?
C6A C1A C2A 120.2(3) . . ?
C2A C3A C4A 120.2(3) . . ?
C15A C14A C13A 117.5(3) . . ?
C15A C14A C17A 121.5(3) . . ?
C13A C14A C17A 121.0(3) . . ?
C3A C2A C1A 119.4(3) . . ?
C3A C2A N11A 119.1(3) . . ?
C1A C2A N11A 121.2(3) . . ?
C32A C33A C34A 121.3(3) . . ?
C35A C36A C31A 120.7(3) . . ?
C36A C35A C34A 121.5(3) . . ?
C12A C11A N11A 120.0(3) . . ?
C12A C11A C16A 118.1(3) . . ?
N11A C11A C16A 122.0(3) . . ?
C16A C15A C14A 121.9(3) . . ?
C15A C16A C11A 120.4(3) . . ?
C12A C13A C14A 121.1(3) . . ?
C1A C6A C5A 120.3(3) . . ?
C1A C6A N31A 122.5(3) . . ?
C5A C6A N31A 117.0(3) . . ?
C25A C26A C21A 120.0(3) . . ?
C25A C24A C23A 117.2(3) . . ?
C25A C24A C27A 121.2(3) . . ?
C23A C24A C27A 121.6(3) . . ?
O21A C27A O22A 121.6(3) . . ?
O21A C27A C24A 119.9(3) . . ?
O22A C27A C24A 118.6(3) . . ?
C24A C25A C26A 122.4(3) . . ?
N21A C21A C22A 117.6(3) . . ?
N21A C21A C26A 125.2(3) . . ?
C22A C21A C26A 117.1(3) . . ?
C22A C23A C24A 120.6(3) . . ?
C23A C22A C21A 122.6(4) . . ?
O12A C17A O11A 122.8(3) . . ?
O12A C17A C14A 123.2(3) . . ?
O11A C17A C14A 114.0(3) . . ?
C21B C22B C23B 118.5(3) . . ?
N21 C25B C24B 123.4(3) . . ?
C25B C24B C23B 119.1(3) . . ?
N21 C21B C22B 123.7(3) . . ?
C24B C23B C22B 118.0(3) . . ?
C24B C23B S1B 113.5(3) . . ?
C22B C23B S1B 128.5(3) . . ?
N11 C15B C14B 123.5(3) . . ?
C11B C12B C13B 119.0(3) . . ?
C12B C13B C14B 117.9(3) . . ?
C12B C13B S1B 128.1(3) . . ?
C14B C13B S1B 113.5(3) . . ?
N11 C11B C12B 124.0(4) . . ?
C15B C14B C13B 118.7(4) . . ?
O31A C37A O32A 123.9(3) . . ?
O31A C37A C34A 123.7(3) . . ?
O32A C37A C34A 112.4(3) . . ?
C5A C4A C3A 120.1(3) . . ?
C5A C4A N21A 123.0(3) . . ?
C3A C4A N21A 116.9(3) . . ?

_refine_diff_density_max         0.429
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.065


####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1866681'
_audit_update_record             
;
2018-09-10 deposited with the CCDC.
2018-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H23 N3 O7'
_chemical_formula_weight         501.48

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                   26.2114(18)
_cell_length_b                   7.6705(6)
_cell_length_c                   26.7036(18)
_cell_angle_alpha                90
_cell_angle_beta                 118.679(4)
_cell_angle_gamma                90
_cell_volume                     4710.2(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    48212
_cell_measurement_theta_min      2.794
_cell_measurement_theta_max      28.369

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_F_000             2096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.21
_exptl_absorpt_coefficient_mu    0.104
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48212
_diffrn_reflns_av_unetI/netI     0.1402
_diffrn_reflns_av_R_equivalents  0.1228
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.794
_diffrn_reflns_theta_max         28.369
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11744
_reflns_number_gt                4615
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0869P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         11744
_refine_ls_number_parameters     665
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2140
_refine_ls_R_factor_gt           0.0716
_refine_ls_wR_factor_ref         0.2036
_refine_ls_wR_factor_gt          0.1538
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.993
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O21 O -0.08174(9) 0.5084(3) 0.52990(8) 0.0521(7) Uani 1 1 d . . . . .
O22A O 0.96554(9) 0.7124(3) 0.95871(9) 0.0553(7) Uani 1 1 d . . . . .
O21A O 0.88332(9) 0.8639(3) 0.92661(9) 0.0551(7) Uani 1 1 d . . . . .
O2W O 0.29046(9) 0.9879(4) 0.32631(11) 0.0592(7) Uani 1 1 d G . . . .
H2WA H 0.2965 1.0829 0.3138 0.089 Uiso 1 1 d G U . . .
H2WB H 0.3212 0.9263 0.3404 0.089 Uiso 1 1 d G U . . .
N21 N 0.05559(10) 0.2942(4) 0.79376(10) 0.0418(7) Uani 1 1 d . . . . .
H21A H 0.0254 0.2703 0.7971 0.050 Uiso 1 1 d R U . . .
O12 O 0.29599(10) 0.6415(4) 1.24440(9) 0.0628(8) Uani 1 1 d . . . . .
O22 O -0.00023(9) 0.6610(3) 0.55929(9) 0.0557(7) Uani 1 1 d . . . . .
O32A O 0.59960(10) 0.5380(4) 0.23422(10) 0.0811(6) Uani 1 1 d . . . . .
O11 O 0.22640(10) 0.8343(4) 1.22873(10) 0.0703(8) Uani 1 1 d . . . . .
H11 H 0.2516 0.8782 1.2583 0.106 Uiso 1 1 calc R U . . .
N31 N 0.25261(10) 0.4961(4) 0.91807(10) 0.0461(8) Uani 1 1 d . . . . .
H31 H 0.2574 0.5186 0.8890 0.055 Uiso 1 1 calc R U . . .
O32 O 0.46176(11) 0.3754(4) 1.17013(11) 0.0868(10) Uani 1 1 d . . . . .
N11 N 0.10773(10) 0.5233(4) 0.98072(10) 0.0466(8) Uani 1 1 d . . . . .
H11A H 0.0832 0.4465 0.9792 0.056 Uiso 1 1 d R U . . .
O31 O 0.50130(10) 0.5641(4) 1.13527(10) 0.0764(9) Uani 1 1 d . . . . .
H31A H 0.5295 0.5518 1.1670 0.115 Uiso 1 1 calc R U . . .
O11A O 0.41237(10) 0.6287(4) 0.33317(11) 0.0789(9) Uani 1 1 d . . . . .
H11B H 0.3797 0.6565 0.3083 0.118 Uiso 1 1 calc R U . . .
N11A N 0.64263(11) 0.5859(4) 0.57486(11) 0.0549(8) Uani 1 1 d . . . . .
H11C H 0.6406 0.5991 0.6059 0.066 Uiso 1 1 calc R U . . .
N31A N 0.77743(11) 0.4724(4) 0.50191(10) 0.0494(8) Uani 1 1 d . . . . .
H31B H 0.8134 0.4783 0.5102 0.059 Uiso 1 1 calc R U . . .
O12A O 0.39419(10) 0.8305(4) 0.38138(11) 0.0794(9) Uani 1 1 d . . . . .
C21 C 0.03645(12) 0.3608(4) 0.73951(12) 0.0344(8) Uani 1 1 d . . . . .
C1 C 0.12520(12) 0.4761(4) 0.94007(12) 0.0357(8) Uani 1 1 d . . . . .
C5 C 0.09907(12) 0.3698(4) 0.84612(11) 0.0342(8) Uani 1 1 d . . . . .
N21A N 0.84401(11) 0.4464(4) 0.70289(10) 0.0548(9) Uani 1 1 d . . . . .
H21C H 0.8752 0.4437 0.7000 0.066 Uiso 1 1 d R U . . .
C2 C 0.17985(12) 0.5135(4) 0.94843(12) 0.0362(8) Uani 1 1 d . . . . .
H2 H 0.2064 0.5697 0.9817 0.043 Uiso 1 1 calc R U . . .
C31 C 0.30256(13) 0.4906(4) 0.97144(12) 0.0384(8) Uani 1 1 d . . . . .
O31A O 0.55549(10) 0.3522(4) 0.26448(10) 0.0811(6) Uani 1 1 d . . . . .
C22 C -0.01560(12) 0.2956(4) 0.69507(12) 0.0382(8) Uani 1 1 d . . . . .
H22 H -0.0356 0.2092 0.7029 0.046 Uiso 1 1 calc R U . . .
C24A C 0.89523(12) 0.6805(4) 0.86135(12) 0.0358(8) Uani 1 1 d . . . . .
C23 C -0.03753(12) 0.3561(4) 0.64047(13) 0.0392(8) Uani 1 1 d . . . . .
H23 H -0.0724 0.3116 0.6120 0.047 Uiso 1 1 calc R U . . .
C27A C 0.91586(13) 0.7556(5) 0.91849(13) 0.0416(8) Uani 1 1 d . . . . .
C4 C 0.15515(12) 0.3960(4) 0.85595(12) 0.0376(8) Uani 1 1 d . . . . .
H4 H 0.1656 0.3658 0.8284 0.045 Uiso 1 1 calc R U . . .
C25 C 0.04434(12) 0.5447(4) 0.67141(12) 0.0394(8) Uani 1 1 d . . . . .
H25 H 0.0652 0.6276 0.6633 0.047 Uiso 1 1 calc R U . . .
C36 C 0.35240(13) 0.5769(5) 0.97925(13) 0.0449(9) Uani 1 1 d . . . . .
H36 H 0.3517 0.6401 0.9492 0.054 Uiso 1 1 calc R U . . .
C24 C -0.00825(12) 0.4835(4) 0.62704(12) 0.0349(8) Uani 1 1 d . . . . .
C3 C 0.19593(12) 0.4682(4) 0.90767(12) 0.0368(8) Uani 1 1 d . . . . .
C26 C 0.06606(12) 0.4868(4) 0.72629(12) 0.0387(8) Uani 1 1 d . . . . .
H26 H 0.1008 0.5321 0.7549 0.046 Uiso 1 1 calc R U . . .
C14 C 0.21237(13) 0.6583(4) 1.15222(12) 0.0370(8) Uani 1 1 d . . . . .
C6 C 0.08395(12) 0.4048(4) 0.88818(12) 0.0359(8) Uani 1 1 d . . . . .
H6 H 0.0466 0.3808 0.8819 0.043 Uiso 1 1 calc R U . . .
C34 C 0.40439(13) 0.4774(5) 1.07585(13) 0.0437(9) Uani 1 1 d . . . . .
C12 C 0.19900(13) 0.4901(5) 1.07110(12) 0.0443(9) Uani 1 1 d . . . . .
H12 H 0.2130 0.4080 1.0551 0.053 Uiso 1 1 calc R U . . .
C22A C 0.91199(13) 0.4881(5) 0.80004(13) 0.0470(9) Uani 1 1 d . . . . .
H22A H 0.9361 0.4093 0.7950 0.056 Uiso 1 1 calc R U . . .
C31A C 0.73632(13) 0.4552(5) 0.44482(12) 0.0410(8) Uani 1 1 d . . . . .
C1A C 0.69700(13) 0.5365(4) 0.58215(13) 0.0416(8) Uani 1 1 d . . . . .
C11A C 0.59089(13) 0.6171(5) 0.52445(13) 0.0437(9) Uani 1 1 d . . . . .
C11 C 0.14446(13) 0.5656(4) 1.03811(12) 0.0392(8) Uani 1 1 d . . . . .
C6A C 0.70920(13) 0.5247(5) 0.53720(13) 0.0440(9) Uani 1 1 d . . . . .
H6A H 0.6801 0.5463 0.5001 0.053 Uiso 1 1 calc R U . . .
O1W O 0.33020(15) 0.2781(5) 0.29197(16) 0.0976(10) Uani 1 1 d G . . . .
H1WA H 0.3533 0.2218 0.2841 0.146 Uiso 1 1 d G U . . .
H1WB H 0.3234 0.3720 0.2730 0.146 Uiso 1 1 d G U . . .
C16 C 0.12420(13) 0.6849(5) 1.06351(13) 0.0451(9) Uani 1 1 d . . . . .
H16 H 0.0876 0.7346 1.0424 0.054 Uiso 1 1 calc R U . . .
C4A C 0.80869(13) 0.4579(4) 0.60247(13) 0.0451(9) Uani 1 1 d . . . . .
H4A H 0.8462 0.4325 0.6094 0.054 Uiso 1 1 calc R U . . .
C3A C 0.79654(13) 0.4729(5) 0.64788(13) 0.0438(9) Uani 1 1 d . . . . .
C32 C 0.30480(13) 0.3967(4) 1.01707(13) 0.0427(9) Uani 1 1 d . . . . .
H32 H 0.2720 0.3377 1.0128 0.051 Uiso 1 1 calc R U . . .
C26A C 0.82369(13) 0.6519(5) 0.76213(13) 0.0431(9) Uani 1 1 d . . . . .
H26A H 0.7879 0.6835 0.7318 0.052 Uiso 1 1 calc R U . . .
C33 C 0.35528(13) 0.3907(4) 1.06835(13) 0.0456(9) Uani 1 1 d . . . . .
H33 H 0.3562 0.3271 1.0984 0.055 Uiso 1 1 calc R U . . .
C34A C 0.64876(13) 0.4425(5) 0.33090(13) 0.0486(9) Uani 1 1 d . . . . .
C25A C 0.84233(12) 0.7254(4) 0.81518(12) 0.0418(8) Uani 1 1 d . . . . .
H25A H 0.8189 0.8070 0.8201 0.050 Uiso 1 1 calc R U . . .
C12A C 0.55274(13) 0.7405(5) 0.52564(14) 0.0524(10) Uani 1 1 d . . . . .
H12A H 0.5627 0.8028 0.5589 0.063 Uiso 1 1 calc R U . . .
C36A C 0.74314(13) 0.5391(5) 0.40262(13) 0.0457(9) Uani 1 1 d . . . . .
H36A H 0.7773 0.5999 0.4122 0.055 Uiso 1 1 calc R U . . .
C15 C 0.15830(12) 0.7295(4) 1.11978(12) 0.0423(9) Uani 1 1 d . . . . .
H15 H 0.1444 0.8101 1.1363 0.051 Uiso 1 1 calc R U . . .
C14A C 0.48410(13) 0.6818(5) 0.42800(14) 0.0449(9) Uani 1 1 d . . . . .
C21A C 0.85826(13) 0.5311(5) 0.75385(12) 0.0403(8) Uani 1 1 d . . . . .
C35A C 0.69969(14) 0.5341(5) 0.34606(14) 0.0503(9) Uani 1 1 d . . . . .
H35A H 0.7048 0.5924 0.3183 0.060 Uiso 1 1 calc R U . . .
C32A C 0.68670(13) 0.3531(5) 0.42859(13) 0.0485(9) Uani 1 1 d . . . . .
H32A H 0.6827 0.2871 0.4558 0.058 Uiso 1 1 calc R U . . .
C5A C 0.76448(13) 0.4810(4) 0.54723(13) 0.0412(8) Uani 1 1 d . . . . .
C35 C 0.40222(13) 0.5705(5) 1.03016(14) 0.0480(9) Uani 1 1 d . . . . .
H35 H 0.4352 0.6290 1.0345 0.058 Uiso 1 1 calc R U . . .
C16A C 0.57417(13) 0.5255(5) 0.47406(14) 0.0532(10) Uani 1 1 d . . . . .
H16A H 0.5988 0.4411 0.4724 0.064 Uiso 1 1 calc R U . . .
C17 C 0.24933(15) 0.7084(5) 1.21266(14) 0.0482(9) Uani 1 1 d . . . . .
C17A C 0.42656(15) 0.7221(5) 0.37942(15) 0.0521(10) Uani 1 1 d . . . . .
C27 C -0.03145(13) 0.5535(5) 0.56879(13) 0.0408(8) Uani 1 1 d . . . . .
C23A C 0.92969(13) 0.5600(5) 0.85257(13) 0.0429(9) Uani 1 1 d . . . . .
H23A H 0.9654 0.5279 0.8829 0.052 Uiso 1 1 calc R U . . .
C2A C 0.74113(13) 0.5038(4) 0.63788(13) 0.0453(9) Uani 1 1 d . . . . .
H2A H 0.7327 0.5031 0.6680 0.054 Uiso 1 1 calc R U . . .
C13 C 0.23201(13) 0.5372(5) 1.12722(13) 0.0460(9) Uani 1 1 d . . . . .
H13 H 0.2684 0.4865 1.1489 0.055 Uiso 1 1 calc R U . . .
C15A C 0.52172(13) 0.5579(5) 0.42664(14) 0.0520(10) Uani 1 1 d . . . . .
H15A H 0.5114 0.4959 0.3932 0.062 Uiso 1 1 calc R U . . .
C13A C 0.50083(14) 0.7706(5) 0.47839(14) 0.0530(10) Uani 1 1 d . . . . .
H13A H 0.4759 0.8536 0.4801 0.064 Uiso 1 1 calc R U . . .
C33A C 0.64380(14) 0.3498(5) 0.37268(14) 0.0531(10) Uani 1 1 d . . . . .
H33A H 0.6106 0.2835 0.3627 0.064 Uiso 1 1 calc R U . . .
C37 C 0.45859(15) 0.4683(6) 1.13130(16) 0.0550(10) Uani 1 1 d . . . . .
C37A C 0.59947(16) 0.4451(7) 0.27228(16) 0.0811(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O21 C27 1.273(3) . ?
O22A C27A 1.271(3) . ?
O21A C27A 1.281(4) . ?
O2W H2WA 0.8480 . ?
O2W H2WB 0.8509 . ?
N21 C21 1.383(4) . ?
N21 C5 1.436(3) . ?
N21 H21A 0.8584 . ?
O12 C17 1.218(4) . ?
O22 C27 1.270(4) . ?
O32A C37A 1.242(4) . ?
O11 C17 1.313(4) . ?
O11 H11 0.8200 . ?
N31 C3 1.391(4) . ?
N31 C31 1.398(4) . ?
N31 H31 0.8600 . ?
O32 C37 1.228(4) . ?
N11 C11 1.401(4) . ?
N11 C1 1.413(4) . ?
N11 H11A 0.8590 . ?
O31 C37 1.300(4) . ?
O31 H31A 0.8200 . ?
O11A C17A 1.317(4) . ?
O11A H11B 0.8200 . ?
N11A C1A 1.395(4) . ?
N11A C11A 1.399(4) . ?
N11A H11C 0.8600 . ?
N31A C31A 1.388(4) . ?
N31A C5A 1.407(4) . ?
N31A H31B 0.8600 . ?
O12A C17A 1.207(4) . ?
C21 C26 1.387(4) . ?
C21 C22 1.402(4) . ?
C1 C2 1.370(4) . ?
C1 C6 1.397(4) . ?
C5 C4 1.378(4) . ?
C5 C6 1.385(4) . ?
N21A C21A 1.388(4) . ?
N21A C3A 1.412(4) . ?
N21A H21C 0.8580 . ?
C2 C3 1.387(4) . ?
C2 H2 0.9300 . ?
C31 C36 1.388(4) . ?
C31 C32 1.392(4) . ?
O31A C37A 1.285(4) . ?
C22 C23 1.366(4) . ?
C22 H22 0.9300 . ?
C24A C25A 1.386(4) . ?
C24A C23A 1.389(4) . ?
C24A C27A 1.470(4) . ?
C23 C24 1.392(4) . ?
C23 H23 0.9300 . ?
C4 C3 1.393(4) . ?
C4 H4 0.9300 . ?
C25 C26 1.367(4) . ?
C25 C24 1.399(4) . ?
C25 H25 0.9300 . ?
C36 C35 1.361(4) . ?
C36 H36 0.9300 . ?
C24 C27 1.473(4) . ?
C26 H26 0.9300 . ?
C14 C15 1.371(4) . ?
C14 C13 1.379(4) . ?
C14 C17 1.480(4) . ?
C6 H6 0.9300 . ?
C34 C33 1.375(4) . ?
C34 C35 1.391(5) . ?
C34 C37 1.482(4) . ?
C12 C13 1.371(4) . ?
C12 C11 1.395(4) . ?
C12 H12 0.9300 . ?
C22A C23A 1.365(4) . ?
C22A C21A 1.395(4) . ?
C22A H22A 0.9300 . ?
C31A C36A 1.382(4) . ?
C31A C32A 1.397(4) . ?
C1A C6A 1.385(4) . ?
C1A C2A 1.401(4) . ?
C11A C12A 1.388(5) . ?
C11A C16A 1.389(4) . ?
C11 C16 1.388(4) . ?
C6A C5A 1.382(4) . ?
C6A H6A 0.9300 . ?
O1W H1WA 0.8483 . ?
O1W H1WB 0.8486 . ?
C16 C15 1.373(4) . ?
C16 H16 0.9300 . ?
C4A C5A 1.382(4) . ?
C4A C3A 1.398(4) . ?
C4A H4A 0.9300 . ?
C3A C2A 1.365(4) . ?
C32 C33 1.374(4) . ?
C32 H32 0.9300 . ?
C26A C25A 1.378(4) . ?
C26A C21A 1.386(4) . ?
C26A H26A 0.9300 . ?
C33 H33 0.9300 . ?
C34A C33A 1.381(5) . ?
C34A C35A 1.386(4) . ?
C34A C37A 1.476(4) . ?
C25A H25A 0.9300 . ?
C12A C13A 1.360(4) . ?
C12A H12A 0.9300 . ?
C36A C35A 1.389(4) . ?
C36A H36A 0.9300 . ?
C15 H15 0.9300 . ?
C14A C13A 1.379(5) . ?
C14A C15A 1.382(5) . ?
C14A C17A 1.475(4) . ?
C35A H35A 0.9300 . ?
C32A C33A 1.372(4) . ?
C32A H32A 0.9300 . ?
C35 H35 0.9300 . ?
C16A C15A 1.373(4) . ?
C16A H16A 0.9300 . ?
C23A H23A 0.9300 . ?
C2A H2A 0.9300 . ?
C13 H13 0.9300 . ?
C15A H15A 0.9300 . ?
C13A H13A 0.9300 . ?
C33A H33A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H2WA O2W H2WB 109.5 . . ?
C21 N21 C5 126.2(3) . . ?
C21 N21 H21A 107.4 . . ?
C5 N21 H21A 109.0 . . ?
C17 O11 H11 109.5 . . ?
C3 N31 C31 125.9(3) . . ?
C3 N31 H31 117.0 . . ?
C31 N31 H31 117.0 . . ?
C11 N11 C1 126.4(2) . . ?
C11 N11 H11A 108.4 . . ?
C1 N11 H11A 107.4 . . ?
C37 O31 H31A 109.5 . . ?
C17A O11A H11B 109.5 . . ?
C1A N11A C11A 129.4(3) . . ?
C1A N11A H11C 115.3 . . ?
C11A N11A H11C 115.3 . . ?
C31A N31A C5A 124.7(3) . . ?
C31A N31A H31B 117.7 . . ?
C5A N31A H31B 117.7 . . ?
N21 C21 C26 123.9(3) . . ?
N21 C21 C22 118.1(3) . . ?
C26 C21 C22 118.0(3) . . ?
C2 C1 C6 119.7(3) . . ?
C2 C1 N11 121.3(3) . . ?
C6 C1 N11 118.7(3) . . ?
C4 C5 C6 120.8(3) . . ?
C4 C5 N21 121.3(3) . . ?
C6 C5 N21 117.8(3) . . ?
C21A N21A C3A 129.9(3) . . ?
C21A N21A H21C 106.3 . . ?
C3A N21A H21C 108.2 . . ?
C1 C2 C3 120.5(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C36 C31 C32 118.3(3) . . ?
C36 C31 N31 119.5(3) . . ?
C32 C31 N31 122.2(3) . . ?
C23 C22 C21 121.5(3) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C25A C24A C23A 118.0(3) . . ?
C25A C24A C27A 122.6(3) . . ?
C23A C24A C27A 119.4(3) . . ?
C22 C23 C24 120.8(3) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
O22A C27A O21A 121.4(3) . . ?
O22A C27A C24A 119.5(3) . . ?
O21A C27A C24A 119.1(3) . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C26 C25 C24 122.2(3) . . ?
C26 C25 H25 118.9 . . ?
C24 C25 H25 118.9 . . ?
C35 C36 C31 121.0(3) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
C23 C24 C25 117.3(3) . . ?
C23 C24 C27 121.9(3) . . ?
C25 C24 C27 120.8(3) . . ?
C2 C3 N31 120.2(3) . . ?
C2 C3 C4 120.0(3) . . ?
N31 C3 C4 119.8(3) . . ?
C25 C26 C21 120.2(3) . . ?
C25 C26 H26 119.9 . . ?
C21 C26 H26 119.9 . . ?
C15 C14 C13 118.4(3) . . ?
C15 C14 C17 121.5(3) . . ?
C13 C14 C17 120.1(3) . . ?
C5 C6 C1 119.6(3) . . ?
C5 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
C33 C34 C35 118.6(3) . . ?
C33 C34 C37 120.3(3) . . ?
C35 C34 C37 121.1(3) . . ?
C13 C12 C11 119.9(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C23A C22A C21A 120.9(3) . . ?
C23A C22A H22A 119.5 . . ?
C21A C22A H22A 119.5 . . ?
C36A C31A N31A 121.0(3) . . ?
C36A C31A C32A 118.3(3) . . ?
N31A C31A C32A 120.7(3) . . ?
C6A C1A N11A 122.8(3) . . ?
C6A C1A C2A 119.5(3) . . ?
N11A C1A C2A 117.7(3) . . ?
C12A C11A C16A 118.1(3) . . ?
C12A C11A N11A 118.1(3) . . ?
C16A C11A N11A 123.7(3) . . ?
C16 C11 C12 118.8(3) . . ?
C16 C11 N11 117.6(3) . . ?
C12 C11 N11 123.6(3) . . ?
C5A C6A C1A 120.3(3) . . ?
C5A C6A H6A 119.9 . . ?
C1A C6A H6A 119.9 . . ?
H1WA O1W H1WB 104.7 . . ?
C15 C16 C11 119.9(3) . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
C5A C4A C3A 119.4(3) . . ?
C5A C4A H4A 120.3 . . ?
C3A C4A H4A 120.3 . . ?
C2A C3A C4A 120.6(3) . . ?
C2A C3A N21A 123.5(3) . . ?
C4A C3A N21A 115.9(3) . . ?
C33 C32 C31 120.4(3) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C25A C26A C21A 120.1(3) . . ?
C25A C26A H26A 120.0 . . ?
C21A C26A H26A 120.0 . . ?
C32 C33 C34 121.0(3) . . ?
C32 C33 H33 119.5 . . ?
C34 C33 H33 119.5 . . ?
C33A C34A C35A 118.4(3) . . ?
C33A C34A C37A 119.3(3) . . ?
C35A C34A C37A 122.2(3) . . ?
C26A C25A C24A 121.5(3) . . ?
C26A C25A H25A 119.2 . . ?
C24A C25A H25A 119.2 . . ?
C13A C12A C11A 120.4(3) . . ?
C13A C12A H12A 119.8 . . ?
C11A C12A H12A 119.8 . . ?
C31A C36A C35A 121.0(3) . . ?
C31A C36A H36A 119.5 . . ?
C35A C36A H36A 119.5 . . ?
C14 C15 C16 121.6(3) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C13A C14A C15A 117.9(3) . . ?
C13A C14A C17A 117.8(3) . . ?
C15A C14A C17A 124.2(3) . . ?
C26A C21A N21A 125.5(3) . . ?
C26A C21A C22A 118.5(3) . . ?
N21A C21A C22A 116.0(3) . . ?
C34A C35A C36A 120.3(3) . . ?
C34A C35A H35A 119.9 . . ?
C36A C35A H35A 119.9 . . ?
C33A C32A C31A 120.2(3) . . ?
C33A C32A H32A 119.9 . . ?
C31A C32A H32A 119.9 . . ?
C4A C5A C6A 120.1(3) . . ?
C4A C5A N31A 119.2(3) . . ?
C6A C5A N31A 120.5(3) . . ?
C36 C35 C34 120.7(3) . . ?
C36 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C15A C16A C11A 120.8(3) . . ?
C15A C16A H16A 119.6 . . ?
C11A C16A H16A 119.6 . . ?
O12 C17 O11 123.1(3) . . ?
O12 C17 C14 124.2(3) . . ?
O11 C17 C14 112.6(3) . . ?
O12A C17A O11A 121.8(3) . . ?
O12A C17A C14A 123.4(4) . . ?
O11A C17A C14A 114.8(3) . . ?
O22 C27 O21 121.8(3) . . ?
O22 C27 C24 117.9(3) . . ?
O21 C27 C24 120.2(3) . . ?
C22A C23A C24A 121.0(3) . . ?
C22A C23A H23A 119.5 . . ?
C24A C23A H23A 119.5 . . ?
C3A C2A C1A 119.8(3) . . ?
C3A C2A H2A 120.1 . . ?
C1A C2A H2A 120.1 . . ?
C12 C13 C14 121.3(3) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C16A C15A C14A 120.8(3) . . ?
C16A C15A H15A 119.6 . . ?
C14A C15A H15A 119.6 . . ?
C12A C13A C14A 122.0(3) . . ?
C12A C13A H13A 119.0 . . ?
C14A C13A H13A 119.0 . . ?
C32A C33A C34A 121.6(3) . . ?
C32A C33A H33A 119.2 . . ?
C34A C33A H33A 119.2 . . ?
O32 C37 O31 123.5(3) . . ?
O32 C37 C34 121.0(3) . . ?
O31 C37 C34 115.5(4) . . ?
O32A C37A O31A 122.7(3) . . ?
O32A C37A C34A 122.1(4) . . ?
O31A C37A C34A 115.1(3) . . ?

_refine_diff_density_max         0.453
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.054


####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1866683'
_audit_update_record             
;
2018-09-10 deposited with the CCDC.
2018-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H40 N2 O12'
_chemical_formula_weight         752.75

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                   7.014(3)
_cell_length_b                   15.896(6)
_cell_length_c                   17.428(7)
_cell_angle_alpha                82.570(19)
_cell_angle_beta                 87.049(12)
_cell_angle_gamma                79.316(13)
_cell_volume                     1892.5(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13718
_cell_measurement_theta_min      1.869
_cell_measurement_theta_max      25.500

_exptl_crystal_description       White
_exptl_crystal_colour            block
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.098
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_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 APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13718
_diffrn_reflns_av_unetI/netI     0.1787
_diffrn_reflns_av_R_equivalents  0.1116
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.869
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measured_fraction_theta_full 0.904
_diffrn_reflns_Laue_measured_fraction_max 0.896
_diffrn_reflns_Laue_measured_fraction_full 0.904
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_point_group_measured_fraction_full 0.904
_reflns_number_total             6330
_reflns_number_gt                2171
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.1473P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.012(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6330
_refine_ls_number_parameters     500
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2728
_refine_ls_R_factor_gt           0.1080
_refine_ls_wR_factor_ref         0.3124
_refine_ls_wR_factor_gt          0.2353
_refine_ls_goodness_of_fit_ref   0.901
_refine_ls_restrained_S_all      0.901
_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
N11B N -0.5354(8) 0.3143(4) 0.3056(4) 0.0685(19) Uani 1 1 d . . . . .
H11N H -0.6509 0.3417 0.2957 0.082 Uiso 1 1 calc R U . . .
C11B C -0.4560(10) 0.3194(5) 0.3722(5) 0.080(3) Uani 1 1 d . . . . .
H11B H -0.5273 0.3528 0.4075 0.096 Uiso 1 1 calc R U . . .
C12B C -0.2744(10) 0.2773(5) 0.3901(5) 0.082(3) Uani 1 1 d . . . . .
H12B H -0.2211 0.2825 0.4367 0.098 Uiso 1 1 calc R U . . .
C13B C -0.1695(9) 0.2265(5) 0.3383(5) 0.065(2) Uani 1 1 d . . . . .
C14B C -0.2538(9) 0.2237(5) 0.2694(4) 0.063(2) Uani 1 1 d . . . . .
H14B H -0.1855 0.1916 0.2325 0.076 Uiso 1 1 calc R U . . .
C15B C -0.4373(9) 0.2677(4) 0.2549(5) 0.061(2) Uani 1 1 d . . . . .
H15B H -0.4936 0.2646 0.2085 0.073 Uiso 1 1 calc R U . . .
C16B C 0.0358(10) 0.1785(6) 0.3605(5) 0.080(3) Uani 1 1 d . . . . .
H16A H 0.1106 0.2202 0.3731 0.097 Uiso 1 1 calc R U . . .
H16B H 0.0250 0.1385 0.4068 0.097 Uiso 1 1 calc R U . . .
N21B N 0.7269(8) -0.0015(4) 0.3502(4) 0.0607(17) Uani 1 1 d . . . . .
C21B C 0.6202(10) 0.0374(5) 0.4046(5) 0.074(2) Uani 1 1 d . . . . .
H21B H 0.6758 0.0371 0.4520 0.089 Uiso 1 1 calc R U . . .
C22B C 0.4284(10) 0.0790(5) 0.3945(5) 0.075(2) Uani 1 1 d . . . . .
H22B H 0.3558 0.1027 0.4351 0.090 Uiso 1 1 calc R U . . .
C23B C 0.3488(10) 0.0844(5) 0.3234(5) 0.065(2) Uani 1 1 d . . . . .
C24B C 0.4613(11) 0.0451(5) 0.2672(5) 0.074(2) Uani 1 1 d . . . . .
H24B H 0.4125 0.0467 0.2183 0.089 Uiso 1 1 calc R U . . .
C25B C 0.6455(10) 0.0036(5) 0.2833(5) 0.072(2) Uani 1 1 d . . . . .
H25B H 0.7185 -0.0230 0.2441 0.087 Uiso 1 1 calc R U . . .
C26B C 0.1422(11) 0.1310(6) 0.3009(5) 0.088(3) Uani 1 1 d . . . . .
H26A H 0.1517 0.1708 0.2544 0.106 Uiso 1 1 calc R U . . .
H26B H 0.0687 0.0886 0.2889 0.106 Uiso 1 1 calc R U . . .
O11A O 0.3148(6) 0.5543(3) 0.1162(3) 0.0727(16) Uani 1 1 d . . . . .
O21A O -0.0893(7) 0.6764(3) 0.3162(3) 0.0840(18) Uani 1 1 d . . . . .
O31A O 0.1675(6) 0.8582(3) 0.1087(3) 0.0707(15) Uani 1 1 d . . . . .
C1A C 0.2196(10) 0.6277(5) 0.1513(5) 0.065(2) Uani 1 1 d . . . . .
C2A C 0.1117(10) 0.6159(5) 0.2173(5) 0.070(2) Uani 1 1 d . . . . .
H2A H 0.1063 0.5610 0.2423 0.084 Uiso 1 1 calc R U . . .
C3A C 0.0088(9) 0.6898(5) 0.2465(5) 0.061(2) Uani 1 1 d . . . . .
C4A C 0.0252(9) 0.7706(5) 0.2100(4) 0.057(2) Uani 1 1 d . . . . .
H4A H -0.0394 0.8198 0.2303 0.069 Uiso 1 1 calc R U . . .
C5A C 0.1371(9) 0.7775(5) 0.1441(5) 0.062(2) Uani 1 1 d . . . . .
C6A C 0.2362(9) 0.7069(5) 0.1124(4) 0.061(2) Uani 1 1 d . . . . .
H6A H 0.3108 0.7124 0.0670 0.074 Uiso 1 1 calc R U . . .
O12A O 1.1158(6) 0.3992(3) 0.2779(3) 0.0717(16) Uani 1 1 d . . . . .
O13A O 1.1432(7) 0.3247(3) 0.1773(3) 0.0848(18) Uani 1 1 d . . . . .
C11A C 0.4912(8) 0.5136(4) 0.1458(4) 0.056(2) Uani 1 1 d . . . . .
C12A C 0.5914(10) 0.4483(4) 0.1055(4) 0.063(2) Uani 1 1 d . . . . .
H12A H 0.5366 0.4342 0.0625 0.075 Uiso 1 1 calc R U . . .
C13A C 0.7672(9) 0.4054(4) 0.1282(5) 0.068(2) Uani 1 1 d . . . . .
H13A H 0.8314 0.3614 0.1009 0.082 Uiso 1 1 calc R U . . .
C14A C 0.8544(8) 0.4254(4) 0.1912(4) 0.0521(19) Uani 1 1 d . . . . .
C15A C 0.7518(9) 0.4896(4) 0.2320(4) 0.058(2) Uani 1 1 d . . . . .
H15A H 0.8057 0.5019 0.2760 0.069 Uiso 1 1 calc R U . . .
C16A C 0.5718(9) 0.5360(4) 0.2094(4) 0.060(2) Uani 1 1 d . . . . .
H16C H 0.5076 0.5806 0.2360 0.072 Uiso 1 1 calc R U . . .
C17A C 1.0520(10) 0.3802(5) 0.2174(5) 0.065(2) Uani 1 1 d . . . . .
O23A O -0.8531(8) 0.8900(5) 0.4574(4) 0.115(2) Uani 1 1 d . . . . .
O22A O -0.9173(6) 0.9099(3) 0.3336(3) 0.0791(17) Uani 1 1 d . . . . .
H22A H -1.0198 0.9369 0.3493 0.119 Uiso 1 1 calc R U . . .
C21A C -0.2627(9) 0.7320(5) 0.3297(5) 0.065(2) Uani 1 1 d . . . . .
C22A C -0.3031(10) 0.7469(5) 0.4040(5) 0.082(3) Uani 1 1 d . . . . .
H22C H -0.2133 0.7242 0.4421 0.099 Uiso 1 1 calc R U . . .
C23A C -0.4794(11) 0.7962(5) 0.4227(5) 0.078(2) Uani 1 1 d . . . . .
H23A H -0.5064 0.8068 0.4738 0.094 Uiso 1 1 calc R U . . .
C24A C -0.6143(9) 0.8295(5) 0.3681(4) 0.056(2) Uani 1 1 d . . . . .
C25A C -0.5709(9) 0.8140(5) 0.2942(4) 0.063(2) Uani 1 1 d . . . . .
H25A H -0.6609 0.8373 0.2563 0.076 Uiso 1 1 calc R U . . .
C26A C -0.3946(9) 0.7638(5) 0.2728(4) 0.066(2) Uani 1 1 d . . . . .
H26C H -0.3680 0.7525 0.2219 0.079 Uiso 1 1 calc R U . . .
C27A C -0.8047(10) 0.8791(5) 0.3920(5) 0.062(2) Uani 1 1 d . . . . .
O32A O -0.5879(8) 1.1382(3) 0.0535(4) 0.0862(18) Uani 1 1 d . . . . .
H32O H -0.6600 1.1843 0.0409 0.129 Uiso 1 1 calc R U . . .
O33A O -0.3806(8) 1.2228(4) 0.0736(3) 0.0824(18) Uani 1 1 d . . . . .
C31A C 0.0157(10) 0.9272(5) 0.1023(4) 0.054(2) Uani 1 1 d . . . . .
C32A C -0.1684(9) 0.9185(4) 0.0891(4) 0.056(2) Uani 1 1 d . . . . .
H32A H -0.1993 0.8643 0.0875 0.067 Uiso 1 1 calc R U . . .
C33A C -0.3115(10) 0.9934(5) 0.0780(4) 0.059(2) Uani 1 1 d . . . . .
H33A H -0.4378 0.9888 0.0679 0.070 Uiso 1 1 calc R U . . .
C34A C -0.2672(10) 1.0732(5) 0.0818(4) 0.0536(19) Uani 1 1 d . . . . .
C35A C -0.0822(11) 1.0780(5) 0.0946(4) 0.061(2) Uani 1 1 d . . . . .
H35A H -0.0508 1.1321 0.0962 0.073 Uiso 1 1 calc R U . . .
C36A C 0.0640(10) 1.0059(5) 0.1055(4) 0.059(2) Uani 1 1 d . . . . .
H36A H 0.1905 1.0111 0.1147 0.071 Uiso 1 1 calc R U . . .
C37A C -0.4192(12) 1.1525(6) 0.0685(4) 0.062(2) Uani 1 1 d . . . . .
O1M O 0.8419(7) 0.7196(4) 0.9654(4) 0.101(2) Uani 1 1 d . . . . .
H1M H 0.8445 0.7041 0.9222 0.151 Uiso 1 1 d R U . . .
C1M C 0.8022(15) 0.6530(6) 1.0215(6) 0.116(4) Uani 1 1 d . . . . .
H1M1 H 0.9099 0.6057 1.0236 0.174 Uiso 1 1 calc R U . . .
H1M2 H 0.6876 0.6338 1.0082 0.174 Uiso 1 1 calc R U . . .
H1M3 H 0.7819 0.6738 1.0711 0.174 Uiso 1 1 calc R U . . .
O2M O 0.371(4) 0.5719(13) 0.4234(13) 0.45(2) Uani 1 1 d . . . . .
H2M H 0.3299 0.5515 0.3881 0.669 Uiso 1 1 d R U . . .
O3M O 0.9569(18) 0.5879(10) 0.5589(8) 0.284(7) Uani 1 1 d . . . . .
C2M C 0.306(2) 0.5321(11) 0.4879(12) 0.196(7) Uani 1 1 d . . . . .
H2M1 H 0.2889 0.5698 0.5275 0.294 Uiso 1 1 calc R U . . .
H2M2 H 0.3974 0.4809 0.5043 0.294 Uiso 1 1 calc R U . . .
H2M3 H 0.1835 0.5168 0.4788 0.294 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
N11B C15B 1.311(8) . ?
N11B C11B 1.332(9) . ?
C11B C12B 1.357(9) . ?
C12B C13B 1.381(10) . ?
C13B C14B 1.374(9) . ?
C13B C16B 1.542(9) . ?
C14B C15B 1.365(8) . ?
C16B C26B 1.456(10) . ?
N21B C25B 1.311(9) . ?
N21B C21B 1.323(8) . ?
C21B C22B 1.393(9) . ?
C22B C23B 1.370(10) . ?
C23B C24B 1.367(10) . ?
C23B C26B 1.545(9) . ?
C24B C25B 1.363(9) . ?
O11A C11A 1.378(7) . ?
O11A C1A 1.426(8) . ?
O21A C3A 1.377(8) . ?
O21A C21A 1.394(7) . ?
O31A C31A 1.377(7) . ?
O31A C5A 1.398(8) . ?
C1A C6A 1.373(10) . ?
C1A C2A 1.357(10) . ?
C2A C3A 1.400(9) . ?
C3A C4A 1.379(9) . ?
C4A C5A 1.362(9) . ?
C5A C6A 1.371(9) . ?
O12A C17A 1.259(9) . ?
O13A C17A 1.257(8) . ?
C11A C12A 1.390(8) . ?
C11A C16A 1.384(9) . ?
C12A C13A 1.345(9) . ?
C13A C14A 1.383(9) . ?
C14A C15A 1.388(8) . ?
C14A C17A 1.501(9) . ?
C15A C16A 1.387(8) . ?
O23A C27A 1.197(8) . ?
O22A C27A 1.308(8) . ?
C21A C22A 1.352(10) . ?
C21A C26A 1.373(9) . ?
C22A C23A 1.384(9) . ?
C23A C24A 1.364(9) . ?
C24A C25A 1.352(9) . ?
C24A C27A 1.488(9) . ?
C25A C26A 1.403(8) . ?
O32A C37A 1.291(9) . ?
O33A C37A 1.212(8) . ?
C31A C32A 1.358(9) . ?
C31A C36A 1.364(9) . ?
C32A C33A 1.408(9) . ?
C33A C34A 1.371(9) . ?
C34A C35A 1.345(9) . ?
C34A C37A 1.493(10) . ?
C35A C36A 1.390(9) . ?
O1M C1M 1.403(9) . ?
O2M C2M 1.32(2) . ?

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
C15B N11B C11B 120.0(6) . . ?
N11B C11B C12B 121.9(7) . . ?
C11B C12B C13B 119.1(8) . . ?
C12B C13B C14B 117.6(6) . . ?
C12B C13B C16B 118.0(7) . . ?
C14B C13B C16B 124.3(7) . . ?
C15B C14B C13B 120.3(7) . . ?
N11B C15B C14B 121.0(7) . . ?
C26B C16B C13B 114.9(7) . . ?
C25B N21B C21B 116.4(6) . . ?
N21B C21B C22B 123.2(7) . . ?
C23B C22B C21B 118.8(7) . . ?
C24B C23B C22B 117.5(6) . . ?
C24B C23B C26B 116.7(7) . . ?
C22B C23B C26B 125.8(7) . . ?
C23B C24B C25B 119.5(7) . . ?
N21B C25B C24B 124.5(7) . . ?
C16B C26B C23B 114.4(7) . . ?
C11A O11A C1A 116.3(5) . . ?
C3A O21A C21A 118.5(5) . . ?
C31A O31A C5A 120.1(5) . . ?
C6A C1A C2A 124.2(7) . . ?
C6A C1A O11A 116.5(7) . . ?
C2A C1A O11A 119.2(8) . . ?
C1A C2A C3A 117.3(8) . . ?
O21A C3A C4A 123.4(6) . . ?
O21A C3A C2A 116.1(7) . . ?
C4A C3A C2A 120.2(7) . . ?
C5A C4A C3A 119.3(7) . . ?
C4A C5A C6A 122.5(8) . . ?
C4A C5A O31A 120.7(6) . . ?
C6A C5A O31A 116.7(7) . . ?
C1A C6A C5A 116.5(7) . . ?
O11A C11A C12A 115.3(7) . . ?
O11A C11A C16A 124.2(6) . . ?
C12A C11A C16A 120.4(6) . . ?
C13A C12A C11A 120.5(7) . . ?
C14A C13A C12A 121.4(6) . . ?
C13A C14A C15A 117.7(5) . . ?
C13A C14A C17A 123.0(6) . . ?
C15A C14A C17A 119.3(7) . . ?
C16A C15A C14A 122.3(7) . . ?
C15A C16A C11A 117.5(6) . . ?
O13A C17A O12A 123.9(7) . . ?
O13A C17A C14A 117.4(8) . . ?
O12A C17A C14A 118.7(6) . . ?
C22A C21A C26A 121.2(6) . . ?
C22A C21A O21A 116.1(7) . . ?
C26A C21A O21A 122.4(7) . . ?
C21A C22A C23A 119.4(7) . . ?
C24A C23A C22A 121.4(7) . . ?
C23A C24A C25A 118.2(6) . . ?
C23A C24A C27A 119.2(7) . . ?
C25A C24A C27A 122.5(6) . . ?
C24A C25A C26A 122.1(6) . . ?
C21A C26A C25A 117.6(7) . . ?
O23A C27A O22A 122.6(7) . . ?
O23A C27A C24A 124.6(7) . . ?
O22A C27A C24A 112.8(7) . . ?
C32A C31A C36A 121.9(7) . . ?
C32A C31A O31A 122.4(7) . . ?
C36A C31A O31A 115.6(6) . . ?
C31A C32A C33A 118.4(7) . . ?
C34A C33A C32A 120.9(7) . . ?
C35A C34A C33A 118.1(7) . . ?
C35A C34A C37A 121.3(8) . . ?
C33A C34A C37A 120.5(7) . . ?
C34A C35A C36A 123.0(7) . . ?
C31A C36A C35A 117.7(7) . . ?
O33A C37A O32A 125.3(7) . . ?
O33A C37A C34A 120.3(8) . . ?
O32A C37A C34A 114.4(8) . . ?

_refine_diff_density_max         0.351
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.063


####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1866682'
_audit_update_record             
;
2018-09-10 deposited with the CCDC.
2018-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H28 N2 O9'
_chemical_formula_weight         668.63

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                   7.433(3)
_cell_length_b                   9.101(4)
_cell_length_c                   22.827(9)
_cell_angle_alpha                88.73(2)
_cell_angle_beta                 87.969(16)
_cell_angle_gamma                84.49(2)
_cell_volume                     1535.9(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    19969
_cell_measurement_theta_min      0.893
_cell_measurement_theta_max      26.380

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.104
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_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 APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19969
_diffrn_reflns_av_unetI/netI     0.1434
_diffrn_reflns_av_R_equivalents  0.1206
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         0.893
_diffrn_reflns_theta_max         26.380
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6141
_reflns_number_gt                3150
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.1000P)²+0.4515P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6141
_refine_ls_number_parameters     453
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1087
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1583
_refine_ls_wR_factor_gt          0.1232
_refine_ls_goodness_of_fit_ref   0.693
_refine_ls_restrained_S_all      0.693
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O11A O 0.4505(3) 0.2583(2) 0.78645(8) 0.0276(5) Uani 1 1 d . . . . .
O12A O -0.1897(3) 0.2599(2) 0.61026(8) 0.0255(5) Uani 1 1 d . . . . .
O31A O 0.7055(3) 0.7143(2) 0.73046(8) 0.0246(5) Uani 1 1 d . . . . .
O21A O 0.9436(3) 0.4021(2) 0.88450(9) 0.0276(5) Uani 1 1 d . . . . .
O22A O 1.4853(3) 0.7725(2) 1.00959(9) 0.0300(5) Uani 1 1 d . . . . .
H22A H 1.5282 0.8245 1.0334 0.045 Uiso 1 1 calc R U . . .
O13A O 0.0335(3) 0.3219(2) 0.54880(8) 0.0292(5) Uani 1 1 d . . . . .
O32A O 0.4038(3) 0.7081(2) 0.47500(9) 0.0302(5) Uani 1 1 d . . . . .
H32A H 0.3316 0.7252 0.4488 0.045 Uiso 1 1 calc R U . . .
O23A O 1.2254(3) 0.9006(2) 1.03829(9) 0.0303(5) Uani 1 1 d . . . . .
O33A O 0.3042(3) 0.9372(2) 0.50143(9) 0.0342(6) Uani 1 1 d . . . . .
N11B N 0.9713(3) 0.2709(2) 0.43924(10) 0.0230(6) Uani 1 1 d . . . . .
H11N H 0.9790 0.2969 0.4750 0.028 Uiso 1 1 calc R U . . .
N21B N 0.6310(3) -0.0573(2) 0.08498(10) 0.0245(6) Uani 1 1 d . . . . .
C14A C 0.0984(4) 0.2785(3) 0.64833(12) 0.0188(6) Uani 1 1 d . . . . .
C31A C 0.6283(4) 0.7304(3) 0.67553(12) 0.0209(7) Uani 1 1 d . . . . .
C5A C 0.5727(4) 0.3625(3) 0.79065(12) 0.0203(6) Uani 1 1 d . . . . .
C17A C -0.0297(4) 0.2866(3) 0.59824(13) 0.0214(7) Uani 1 1 d . . . . .
C1A C 0.7002(4) 0.5841(3) 0.76310(12) 0.0215(7) Uani 1 1 d . . . . .
C11A C 0.3365(4) 0.2685(3) 0.73855(12) 0.0205(7) Uani 1 1 d . . . . .
C32A C 0.6506(4) 0.6221(3) 0.63397(12) 0.0218(7) Uani 1 1 d . . . . .
H32B H 0.7133 0.5311 0.6425 0.026 Uiso 1 1 calc R U . . .
C35A C 0.4708(4) 0.8951(3) 0.60924(13) 0.0231(7) Uani 1 1 d . . . . .
H35A H 0.4119 0.9876 0.6007 0.028 Uiso 1 1 calc R U . . .
C15A C 0.0352(4) 0.2823(3) 0.70635(12) 0.0218(7) Uani 1 1 d . . . . .
H15A H -0.0887 0.2870 0.7146 0.026 Uiso 1 1 calc R U . . .
C2A C 0.8231(4) 0.5627(3) 0.80660(12) 0.0216(7) Uani 1 1 d . . . . .
H2A H 0.9074 0.6300 0.8119 0.026 Uiso 1 1 calc R U . . .
C13A C 0.2839(4) 0.2680(3) 0.63642(12) 0.0213(7) Uani 1 1 d . . . . .
H13A H 0.3275 0.2660 0.5977 0.026 Uiso 1 1 calc R U . . .
C16A C 0.1525(4) 0.2792(3) 0.75181(12) 0.0218(7) Uani 1 1 d . . . . .
H16A H 0.1092 0.2841 0.7905 0.026 Uiso 1 1 calc R U . . .
C4A C 0.6949(4) 0.3367(3) 0.83489(12) 0.0224(7) Uani 1 1 d . . . . .
H4A H 0.6940 0.2530 0.8590 0.027 Uiso 1 1 calc R U . . .
C34A C 0.4855(4) 0.7883(3) 0.56672(12) 0.0209(7) Uani 1 1 d . . . . .
C6A C 0.5715(4) 0.4874(3) 0.75504(12) 0.0207(6) Uani 1 1 d . . . . .
H6A H 0.4860 0.5059 0.7263 0.025 Uiso 1 1 calc R U . . .
C3A C 0.8187(4) 0.4388(3) 0.84237(12) 0.0221(7) Uani 1 1 d . . . . .
C11B C 1.0441(4) 0.1376(3) 0.42301(13) 0.0251(7) Uani 1 1 d . . . . .
H11B H 1.1039 0.0746 0.4501 0.030 Uiso 1 1 calc R U . . .
C37A C 0.3916(4) 0.8195(3) 0.51065(12) 0.0224(7) Uani 1 1 d . . . . .
C26A C 0.9373(4) 0.6344(3) 0.93450(12) 0.0257(7) Uani 1 1 d . . . . .
H26A H 0.8132 0.6522 0.9301 0.031 Uiso 1 1 calc R U . . .
C12A C 0.4046(4) 0.2604(3) 0.68151(13) 0.0226(7) Uani 1 1 d . . . . .
H12A H 0.5287 0.2501 0.6735 0.027 Uiso 1 1 calc R U . . .
C24A C 1.2152(4) 0.7033(3) 0.97198(12) 0.0235(7) Uani 1 1 d . . . . .
C36A C 0.5413(4) 0.8680(3) 0.66384(12) 0.0230(7) Uani 1 1 d . . . . .
H36A H 0.5305 0.9406 0.6921 0.028 Uiso 1 1 calc R U . . .
C21A C 1.0316(4) 0.5118(3) 0.91050(12) 0.0246(7) Uani 1 1 d . . . . .
C27A C 1.3074(4) 0.8031(3) 1.00972(13) 0.0255(7) Uani 1 1 d . . . . .
C13B C 0.9401(4) 0.1853(3) 0.32582(12) 0.0224(7) Uani 1 1 d . . . . .
C15B C 0.8868(4) 0.3648(3) 0.40106(13) 0.0240(7) Uani 1 1 d . . . . .
H15B H 0.8382 0.4574 0.4134 0.029 Uiso 1 1 calc R U . . .
C22A C 1.2158(4) 0.4837(3) 0.91509(12) 0.0253(7) Uani 1 1 d . . . . .
H22B H 1.2777 0.4014 0.8976 0.030 Uiso 1 1 calc R U . . .
C33A C 0.5776(4) 0.6510(3) 0.57900(12) 0.0236(7) Uani 1 1 d . . . . .
H33A H 0.5904 0.5787 0.5506 0.028 Uiso 1 1 calc R U . . .
C23B C 0.7434(4) 0.1040(3) 0.17783(12) 0.0251(7) Uani 1 1 d . . . . .
C23A C 1.3075(4) 0.5805(3) 0.94625(12) 0.0253(7) Uani 1 1 d . . . . .
H23A H 1.4320 0.5628 0.9499 0.030 Uiso 1 1 calc R U . . .
C14B C 0.8712(4) 0.3257(3) 0.34393(12) 0.0226(7) Uani 1 1 d . . . . .
H14B H 0.8149 0.3925 0.3174 0.027 Uiso 1 1 calc R U . . .
C16B C 0.9149(4) 0.1273(3) 0.26746(13) 0.0262(7) Uani 1 1 d . . . . .
H16B H 0.9945 0.0480 0.2551 0.031 Uiso 1 1 calc R U . . .
C25A C 1.0297(4) 0.7314(3) 0.96532(12) 0.0270(7) Uani 1 1 d . . . . .
H25A H 0.9676 0.8152 0.9815 0.032 Uiso 1 1 calc R U . . .
C25B C 0.5165(4) 0.0403(3) 0.11343(13) 0.0281(7) Uani 1 1 d . . . . .
H25B H 0.3970 0.0531 0.1021 0.034 Uiso 1 1 calc R U . . .
C12B C 1.0310(4) 0.0935(3) 0.36678(13) 0.0243(7) Uani 1 1 d . . . . .
H12B H 1.0834 0.0010 0.3557 0.029 Uiso 1 1 calc R U . . .
C21B C 0.8052(4) -0.0706(3) 0.10090(13) 0.0279(7) Uani 1 1 d . . . . .
H21B H 0.8881 -0.1344 0.0801 0.033 Uiso 1 1 calc R U . . .
C26B C 0.7878(4) 0.1788(3) 0.23082(13) 0.0273(7) Uani 1 1 d . . . . .
H26B H 0.7225 0.2685 0.2394 0.033 Uiso 1 1 calc R U . . .
C22B C 0.8659(4) 0.0064(3) 0.14670(13) 0.0271(7) Uani 1 1 d . . . . .
H22C H 0.9867 -0.0066 0.1566 0.033 Uiso 1 1 calc R U . . .
C24B C 0.5671(4) 0.1229(3) 0.15874(13) 0.0303(7) Uani 1 1 d . . . . .
H24B H 0.4831 0.1915 0.1766 0.036 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
O11A C5A 1.382(3) . ?
O11A C11A 1.403(3) . ?
O12A C17A 1.257(3) . ?
O31A C1A 1.389(3) . ?
O31A C31A 1.396(3) . ?
O21A C3A 1.374(3) . ?
O21A C21A 1.399(3) . ?
O22A C27A 1.325(3) . ?
O22A H22A 0.8200 . ?
O13A C17A 1.254(3) . ?
O32A C37A 1.309(3) . ?
O32A H32A 0.8200 . ?
O23A C27A 1.216(3) . ?
O33A C37A 1.216(3) . ?
N11B C11B 1.335(4) . ?
N11B C15B 1.337(3) . ?
N11B H11N 0.8600 . ?
N21B C25B 1.333(4) . ?
N21B C21B 1.350(4) . ?
C14A C15A 1.390(4) . ?
C14A C13A 1.391(4) . ?
C14A C17A 1.510(4) . ?
C31A C36A 1.378(4) . ?
C31A C32A 1.378(4) . ?
C5A C6A 1.382(4) . ?
C5A C4A 1.383(4) . ?
C1A C2A 1.371(4) . ?
C1A C6A 1.380(4) . ?
C11A C12A 1.381(4) . ?
C11A C16A 1.385(4) . ?
C32A C33A 1.394(4) . ?
C32A H32B 0.9300 . ?
C35A C36A 1.377(4) . ?
C35A C34A 1.383(4) . ?
C35A H35A 0.9300 . ?
C15A C16A 1.377(4) . ?
C15A H15A 0.9300 . ?
C2A C3A 1.380(4) . ?
C2A H2A 0.9300 . ?
C13A C12A 1.386(4) . ?
C13A H13A 0.9300 . ?
C16A H16A 0.9300 . ?
C4A C3A 1.387(4) . ?
C4A H4A 0.9300 . ?
C34A C33A 1.394(4) . ?
C34A C37A 1.489(4) . ?
C6A H6A 0.9300 . ?
C11B C12B 1.363(4) . ?
C11B H11B 0.9300 . ?
C26A C21A 1.373(4) . ?
C26A C25A 1.387(4) . ?
C26A H26A 0.9300 . ?
C12A H12A 0.9300 . ?
C24A C23A 1.385(4) . ?
C24A C25A 1.391(4) . ?
C24A C27A 1.494(4) . ?
C36A H36A 0.9300 . ?
C21A C22A 1.376(4) . ?
C13B C12B 1.389(4) . ?
C13B C14B 1.396(4) . ?
C13B C16B 1.468(4) . ?
C15B C14B 1.371(4) . ?
C15B H15B 0.9300 . ?
C22A C23A 1.387(4) . ?
C22A H22B 0.9300 . ?
C33A H33A 0.9300 . ?
C23B C24B 1.389(4) . ?
C23B C22B 1.396(4) . ?
C23B C26B 1.464(4) . ?
C23A H23A 0.9300 . ?
C14B H14B 0.9300 . ?
C16B C26B 1.329(4) . ?
C16B H16B 0.9300 . ?
C25A H25A 0.9300 . ?
C25B C24B 1.376(4) . ?
C25B H25B 0.9300 . ?
C12B H12B 0.9300 . ?
C21B C22B 1.384(4) . ?
C21B H21B 0.9300 . ?
C26B H26B 0.9300 . ?
C22B H22C 0.9300 . ?
C24B H24B 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5A O11A C11A 118.2(2) . . ?
C1A O31A C31A 121.0(2) . . ?
C3A O21A C21A 120.4(2) . . ?
C27A O22A H22A 109.5 . . ?
C37A O32A H32A 109.5 . . ?
C11B N11B C15B 121.3(3) . . ?
C11B N11B H11N 119.3 . . ?
C15B N11B H11N 119.3 . . ?
C25B N21B C21B 117.4(3) . . ?
C15A C14A C13A 119.0(3) . . ?
C15A C14A C17A 121.5(3) . . ?
C13A C14A C17A 119.5(2) . . ?
C36A C31A C32A 122.1(3) . . ?
C36A C31A O31A 114.9(2) . . ?
C32A C31A O31A 122.8(2) . . ?
O11A C5A C6A 123.3(2) . . ?
O11A C5A C4A 115.3(2) . . ?
C6A C5A C4A 121.3(3) . . ?
O13A C17A O12A 126.3(3) . . ?
O13A C17A C14A 116.7(3) . . ?
O12A C17A C14A 117.0(3) . . ?
C2A C1A C6A 122.0(3) . . ?
C2A C1A O31A 115.7(2) . . ?
C6A C1A O31A 122.2(2) . . ?
C12A C11A C16A 122.0(3) . . ?
C12A C11A O11A 121.7(3) . . ?
C16A C11A O11A 116.3(2) . . ?
C31A C32A C33A 118.9(3) . . ?
C31A C32A H32B 120.5 . . ?
C33A C32A H32B 120.5 . . ?
C36A C35A C34A 121.6(3) . . ?
C36A C35A H35A 119.2 . . ?
C34A C35A H35A 119.2 . . ?
C16A C15A C14A 121.2(3) . . ?
C16A C15A H15A 119.4 . . ?
C14A C15A H15A 119.4 . . ?
C1A C2A C3A 118.4(3) . . ?
C1A C2A H2A 120.8 . . ?
C3A C2A H2A 120.8 . . ?
C12A C13A C14A 120.8(3) . . ?
C12A C13A H13A 119.6 . . ?
C14A C13A H13A 119.6 . . ?
C15A C16A C11A 118.5(3) . . ?
C15A C16A H16A 120.8 . . ?
C11A C16A H16A 120.8 . . ?
C5A C4A C3A 118.2(3) . . ?
C5A C4A H4A 120.9 . . ?
C3A C4A H4A 120.9 . . ?
C35A C34A C33A 119.2(3) . . ?
C35A C34A C37A 119.0(3) . . ?
C33A C34A C37A 121.7(3) . . ?
C1A C6A C5A 118.4(3) . . ?
C1A C6A H6A 120.8 . . ?
C5A C6A H6A 120.8 . . ?
O21A C3A C2A 122.8(3) . . ?
O21A C3A C4A 115.4(2) . . ?
C2A C3A C4A 121.6(3) . . ?
N11B C11B C12B 120.2(3) . . ?
N11B C11B H11B 119.9 . . ?
C12B C11B H11B 119.9 . . ?
O33A C37A O32A 124.3(3) . . ?
O33A C37A C34A 121.3(3) . . ?
O32A C37A C34A 114.2(2) . . ?
C21A C26A C25A 119.1(3) . . ?
C21A C26A H26A 120.4 . . ?
C25A C26A H26A 120.4 . . ?
C11A C12A C13A 118.5(3) . . ?
C11A C12A H12A 120.7 . . ?
C13A C12A H12A 120.7 . . ?
C23A C24A C25A 119.6(3) . . ?
C23A C24A C27A 121.8(3) . . ?
C25A C24A C27A 118.5(3) . . ?
C35A C36A C31A 118.3(3) . . ?
C35A C36A H36A 120.8 . . ?
C31A C36A H36A 120.8 . . ?
C26A C21A C22A 122.0(3) . . ?
C26A C21A O21A 121.7(3) . . ?
C22A C21A O21A 116.1(3) . . ?
O23A C27A O22A 123.9(3) . . ?
O23A C27A C24A 122.8(3) . . ?
O22A C27A C24A 113.3(3) . . ?
C12B C13B C14B 117.4(3) . . ?
C12B C13B C16B 118.5(3) . . ?
C14B C13B C16B 124.1(3) . . ?
N11B C15B C14B 120.6(3) . . ?
N11B C15B H15B 119.7 . . ?
C14B C15B H15B 119.7 . . ?
C21A C22A C23A 118.7(3) . . ?
C21A C22A H22B 120.7 . . ?
C23A C22A H22B 120.7 . . ?
C34A C33A C32A 119.9(3) . . ?
C34A C33A H33A 120.1 . . ?
C32A C33A H33A 120.1 . . ?
C24B C23B C22B 117.1(3) . . ?
C24B C23B C26B 119.0(3) . . ?
C22B C23B C26B 123.7(3) . . ?
C24A C23A C22A 120.5(3) . . ?
C24A C23A H23A 119.7 . . ?
C22A C23A H23A 119.7 . . ?
C15B C14B C13B 119.7(3) . . ?
C15B C14B H14B 120.1 . . ?
C13B C14B H14B 120.1 . . ?
C26B C16B C13B 125.4(3) . . ?
C26B C16B H16B 117.3 . . ?
C13B C16B H16B 117.3 . . ?
C26A C25A C24A 120.0(3) . . ?
C26A C25A H25A 120.0 . . ?
C24A C25A H25A 120.0 . . ?
N21B C25B C24B 123.0(3) . . ?
N21B C25B H25B 118.5 . . ?
C24B C25B H25B 118.5 . . ?
C11B C12B C13B 120.7(3) . . ?
C11B C12B H12B 119.6 . . ?
C13B C12B H12B 119.6 . . ?
N21B C21B C22B 123.0(3) . . ?
N21B C21B H21B 118.5 . . ?
C22B C21B H21B 118.5 . . ?
C16B C26B C23B 124.5(3) . . ?
C16B C26B H26B 117.7 . . ?
C23B C26B H26B 117.7 . . ?
C21B C22B C23B 119.1(3) . . ?
C21B C22B H22C 120.4 . . ?
C23B C22B H22C 120.4 . . ?
C25B C24B C23B 120.1(3) . . ?
C25B C24B H24B 119.9 . . ?
C23B C24B H24B 119.9 . . ?

_refine_diff_density_max         0.293
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.071


####################################################################### 
# 
# 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_10
_database_code_depnum_ccdc_archive 'CCDC 1866689'
_audit_update_record             
;
2018-09-10 deposited with the CCDC.
2018-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H35 N5 O6'
_chemical_formula_weight         681.73

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                   8.40(5)
_cell_length_b                   13.02(6)
_cell_length_c                   15.42(7)
_cell_angle_alpha                92.7(2)
_cell_angle_beta                 98.8(2)
_cell_angle_gamma                96.2(3)
_cell_volume                     1653(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    21262
_cell_measurement_theta_min      1.339
_cell_measurement_theta_max      26.603

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_F_000             716
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_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 APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21262
_diffrn_reflns_av_unetI/netI     0.2986
_diffrn_reflns_av_R_equivalents  0.2352
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.339
_diffrn_reflns_theta_max         26.603
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             6562
_reflns_number_gt                2129
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0431P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.040(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6562
_refine_ls_number_parameters     463
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1968
_refine_ls_R_factor_gt           0.0757
_refine_ls_wR_factor_ref         0.1837
_refine_ls_wR_factor_gt          0.1413
_refine_ls_goodness_of_fit_ref   0.766
_refine_ls_restrained_S_all      0.766
_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
O12A O 1.3802(3) 0.0932(2) 1.0122(2) 0.0318(8) Uani 1 1 d . . . . .
O22A O -0.4809(4) 0.4006(2) 0.5559(2) 0.0345(8) Uani 1 1 d . . . . .
O11A O 1.3367(3) -0.0543(2) 0.9237(2) 0.0348(8) Uani 1 1 d . . . . .
O21A O -0.2800(3) 0.4993(2) 0.5092(2) 0.0350(8) Uani 1 1 d . . . . .
H21A H -0.3556 0.5293 0.4868 0.053 Uiso 1 1 calc R U . . .
O31A O 0.4942(4) 0.9078(2) 0.7200(2) 0.0400(9) Uani 1 1 d . . . . .
O32A O 0.3527(4) 0.7979(2) 0.6107(2) 0.0446(9) Uani 1 1 d . . . . .
H32A H 0.3441 0.8518 0.5858 0.067 Uiso 1 1 calc R U . . .
N31A N 0.5819(4) 0.4561(2) 0.8686(2) 0.0337(10) Uani 1 1 d . . . . .
H31A H 0.6492 0.4655 0.9170 0.040 Uiso 1 1 calc R U . . .
N11A N 0.6363(4) 0.0852(2) 0.8386(2) 0.0322(10) Uani 1 1 d . . . . .
H11A H 0.5806 0.0266 0.8213 0.039 Uiso 1 1 calc R U . . .
N21A N 0.1229(4) 0.1976(3) 0.7457(2) 0.0348(10) Uani 1 1 d . . . . .
H21N H 0.0826 0.1369 0.7567 0.042 Uiso 1 1 calc R U . . .
N21B N -0.2040(4) 0.4359(3) 0.0453(3) 0.0369(11) Uani 1 1 d . . . . .
N11B N 0.2777(5) -0.0350(3) 0.5291(3) 0.0391(11) Uani 1 1 d . . . . .
C5A C 0.3496(5) 0.3295(3) 0.8055(3) 0.0313(12) Uani 1 1 d . . . . .
H5A H 0.2820 0.3817 0.7993 0.038 Uiso 1 1 calc R U . . .
C12A C 0.8633(5) -0.0049(3) 0.8337(3) 0.0311(12) Uani 1 1 d . . . . .
H12A H 0.7984 -0.0508 0.7914 0.037 Uiso 1 1 calc R U . . .
C23A C 0.0672(5) 0.3334(3) 0.6437(3) 0.0290(11) Uani 1 1 d . . . . .
H23A H 0.1769 0.3488 0.6408 0.035 Uiso 1 1 calc R U . . .
C14A C 1.1223(5) 0.0487(3) 0.9235(3) 0.0281(11) Uani 1 1 d . . . . .
C4A C 0.5101(5) 0.3523(3) 0.8408(3) 0.0331(12) Uani 1 1 d . . . . .
C11A C 0.7979(5) 0.0787(3) 0.8688(3) 0.0288(12) Uani 1 1 d . . . . .
C16A C 0.8988(5) 0.1485(3) 0.9330(3) 0.0313(12) Uani 1 1 d . . . . .
H16A H 0.8576 0.2045 0.9577 0.038 Uiso 1 1 calc R U . . .
C3A C 0.6119(5) 0.2740(3) 0.8558(3) 0.0293(12) Uani 1 1 d . . . . .
H3A H 0.7200 0.2900 0.8815 0.035 Uiso 1 1 calc R U . . .
C15A C 1.0586(5) 0.1324(3) 0.9585(3) 0.0323(12) Uani 1 1 d . . . . .
H15A H 1.1248 0.1786 1.0001 0.039 Uiso 1 1 calc R U . . .
C27A C -0.3365(6) 0.4216(3) 0.5532(3) 0.0289(11) Uani 1 1 d . . . . .
C23B C -0.0299(5) 0.3847(3) 0.2064(3) 0.0299(12) Uani 1 1 d . . . . .
C13A C 1.0212(5) -0.0205(3) 0.8606(3) 0.0321(12) Uani 1 1 d . . . . .
H13A H 1.0619 -0.0774 0.8371 0.039 Uiso 1 1 calc R U . . .
C25A C -0.2106(5) 0.3663(3) 0.6003(3) 0.0272(11) Uani 1 1 d . . . . .
C33A C 0.5747(5) 0.7311(3) 0.8178(3) 0.0333(12) Uani 1 1 d . . . . .
H33A H 0.6131 0.7962 0.8450 0.040 Uiso 1 1 calc R U . . .
C32A C 0.6072(5) 0.6436(3) 0.8631(3) 0.0310(12) Uani 1 1 d . . . . .
H32B H 0.6660 0.6504 0.9198 0.037 Uiso 1 1 calc R U . . .
C6A C 0.2879(5) 0.2260(3) 0.7787(3) 0.0315(12) Uani 1 1 d . . . . .
C36A C 0.4665(5) 0.5364(3) 0.7365(3) 0.0348(12) Uani 1 1 d . . . . .
H36A H 0.4319 0.4716 0.7078 0.042 Uiso 1 1 calc R U . . .
C22A C -0.1479(5) 0.2340(3) 0.7009(3) 0.0336(12) Uani 1 1 d . . . . .
H22A H -0.1826 0.1823 0.7357 0.040 Uiso 1 1 calc R U . . .
C31A C 0.5488(5) 0.5433(3) 0.8213(3) 0.0301(12) Uani 1 1 d . . . . .
C26A C -0.2598(5) 0.2886(3) 0.6529(3) 0.0326(12) Uani 1 1 d . . . . .
H26A H -0.3695 0.2731 0.6558 0.039 Uiso 1 1 calc R U . . .
C24A C -0.0460(5) 0.3870(3) 0.5950(3) 0.0313(12) Uani 1 1 d . . . . .
H24A H -0.0119 0.4369 0.5585 0.038 Uiso 1 1 calc R U . . .
C37A C 0.4447(5) 0.8184(3) 0.6888(3) 0.0327(12) Uani 1 1 d . . . . .
C2A C 0.5458(5) 0.1701(3) 0.8310(3) 0.0283(11) Uani 1 1 d . . . . .
C13B C 0.2104(6) 0.1479(3) 0.4464(3) 0.0346(12) Uani 1 1 d . . . . .
C24B C 0.0042(6) 0.4798(3) 0.1722(3) 0.0374(13) Uani 1 1 d . . . . .
H24B H 0.0865 0.5282 0.2018 0.045 Uiso 1 1 calc R U . . .
C1A C 0.3862(5) 0.1474(3) 0.7916(3) 0.0313(12) Uani 1 1 d . . . . .
H1A H 0.3445 0.0794 0.7738 0.038 Uiso 1 1 calc R U . . .
C17A C 1.2900(5) 0.0300(3) 0.9567(3) 0.0324(12) Uani 1 1 d . . . . .
C21A C 0.0173(5) 0.2566(3) 0.6971(3) 0.0312(12) Uani 1 1 d . . . . .
C21B C -0.2381(6) 0.3450(4) 0.0809(3) 0.0380(13) Uani 1 1 d . . . . .
H21B H -0.3242 0.2991 0.0517 0.046 Uiso 1 1 calc R U . . .
C35A C 0.4342(5) 0.6250(3) 0.6931(3) 0.0357(12) Uani 1 1 d . . . . .
H35A H 0.3765 0.6186 0.6363 0.043 Uiso 1 1 calc R U . . .
C17B C 0.0727(6) 0.2500(3) 0.3181(3) 0.0405(13) Uani 1 1 d . . . . .
H17A H -0.0355 0.2165 0.3201 0.049 Uiso 1 1 calc R U . . .
H17B H 0.1187 0.2122 0.2742 0.049 Uiso 1 1 calc R U . . .
C34A C 0.4876(5) 0.7241(3) 0.7340(3) 0.0310(12) Uani 1 1 d . . . . .
C22B C -0.1525(5) 0.3157(3) 0.1586(3) 0.0345(12) Uani 1 1 d . . . . .
H22B H -0.1775 0.2504 0.1782 0.041 Uiso 1 1 calc R U . . .
C25B C -0.0857(6) 0.5024(3) 0.0930(3) 0.0381(13) Uani 1 1 d . . . . .
H25B H -0.0624 0.5673 0.0720 0.046 Uiso 1 1 calc R U . . .
C26B C 0.0646(6) 0.3636(3) 0.2940(3) 0.0451(14) Uani 1 1 d . . . . .
H26B H 0.0191 0.3989 0.3396 0.054 Uiso 1 1 calc R U . . .
H26C H 0.1750 0.3957 0.2966 0.054 Uiso 1 1 calc R U . . .
C12B C 0.1283(6) 0.0516(3) 0.4150(3) 0.0400(13) Uani 1 1 d . . . . .
H12B H 0.0489 0.0457 0.3653 0.048 Uiso 1 1 calc R U . . .
C16B C 0.1785(6) 0.2504(3) 0.4079(3) 0.0422(14) Uani 1 1 d . . . . .
H16B H 0.2828 0.2886 0.4044 0.051 Uiso 1 1 calc R U . . .
H16C H 0.1292 0.2895 0.4497 0.051 Uiso 1 1 calc R U . . .
C11B C 0.1660(6) -0.0358(3) 0.4588(3) 0.0448(14) Uani 1 1 d . . . . .
H11B H 0.1085 -0.0992 0.4371 0.054 Uiso 1 1 calc R U . . .
C14B C 0.3293(6) 0.1492(4) 0.5184(3) 0.0480(15) Uani 1 1 d . . . . .
H14B H 0.3893 0.2115 0.5409 0.058 Uiso 1 1 calc R U . . .
C15B C 0.3611(6) 0.0573(4) 0.5585(3) 0.0473(15) Uani 1 1 d . . . . .
H15B H 0.4427 0.0603 0.6070 0.057 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
O12A C17A 1.259(7) . ?
O22A C27A 1.222(8) . ?
O11A C17A 1.311(7) . ?
O21A C27A 1.330(7) . ?
O21A H21A 0.8200 . ?
O31A C37A 1.241(7) . ?
O32A C37A 1.327(8) . ?
O32A H32A 0.8200 . ?
N31A C31A 1.409(7) . ?
N31A C4A 1.436(8) . ?
N31A H31A 0.8600 . ?
N11A C11A 1.379(9) . ?
N11A C2A 1.406(7) . ?
N11A H11A 0.8600 . ?
N21A C21A 1.391(7) . ?
N21A C6A 1.404(9) . ?
N21A H21N 0.8600 . ?
N21B C25B 1.345(8) . ?
N21B C21B 1.349(8) . ?
N11B C11B 1.318(8) . ?
N11B C15B 1.345(8) . ?
C5A C4A 1.370(9) . ?
C5A C6A 1.409(9) . ?
C5A H5A 0.9300 . ?
C12A C13A 1.367(9) . ?
C12A C11A 1.395(7) . ?
C12A H12A 0.9300 . ?
C23A C24A 1.389(7) . ?
C23A C21A 1.395(8) . ?
C23A H23A 0.9300 . ?
C14A C15A 1.387(7) . ?
C14A C13A 1.405(8) . ?
C14A C17A 1.473(9) . ?
C4A C3A 1.405(8) . ?
C11A C16A 1.420(8) . ?
C16A C15A 1.381(9) . ?
C16A H16A 0.9300 . ?
C3A C2A 1.418(8) . ?
C3A H3A 0.9300 . ?
C15A H15A 0.9300 . ?
C27A C25A 1.464(8) . ?
C23B C22B 1.384(8) . ?
C23B C24B 1.388(8) . ?
C23B C26B 1.511(8) . ?
C13A H13A 0.9300 . ?
C25A C26A 1.394(8) . ?
C25A C24A 1.396(9) . ?
C33A C34A 1.378(8) . ?
C33A C32A 1.393(8) . ?
C33A H33A 0.9300 . ?
C32A C31A 1.431(8) . ?
C32A H32B 0.9300 . ?
C6A C1A 1.385(8) . ?
C36A C31A 1.376(8) . ?
C36A C35A 1.392(8) . ?
C36A H36A 0.9300 . ?
C22A C26A 1.385(8) . ?
C22A C21A 1.398(9) . ?
C22A H22A 0.9300 . ?
C26A H26A 0.9300 . ?
C24A H24A 0.9300 . ?
C37A C34A 1.490(8) . ?
C2A C1A 1.378(9) . ?
C13B C14B 1.373(8) . ?
C13B C12B 1.391(9) . ?
C13B C16B 1.519(8) . ?
C24B C25B 1.395(8) . ?
C24B H24B 0.9300 . ?
C1A H1A 0.9300 . ?
C21B C22B 1.392(8) . ?
C21B H21B 0.9300 . ?
C35A C34A 1.405(8) . ?
C35A H35A 0.9300 . ?
C17B C16B 1.526(9) . ?
C17B C26B 1.546(9) . ?
C17B H17A 0.9700 . ?
C17B H17B 0.9700 . ?
C22B H22B 0.9300 . ?
C25B H25B 0.9300 . ?
C26B H26B 0.9700 . ?
C26B H26C 0.9700 . ?
C12B C11B 1.391(8) . ?
C12B H12B 0.9300 . ?
C16B H16B 0.9700 . ?
C16B H16C 0.9700 . ?
C11B H11B 0.9300 . ?
C14B C15B 1.405(8) . ?
C14B H14B 0.9300 . ?
C15B H15B 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C27A O21A H21A 109.5 . . ?
C37A O32A H32A 109.5 . . ?
C31A N31A C4A 123.9(5) . . ?
C31A N31A H31A 118.0 . . ?
C4A N31A H31A 118.0 . . ?
C11A N11A C2A 131.9(4) . . ?
C11A N11A H11A 114.1 . . ?
C2A N11A H11A 114.1 . . ?
C21A N21A C6A 127.2(5) . . ?
C21A N21A H21N 116.4 . . ?
C6A N21A H21N 116.4 . . ?
C25B N21B C21B 115.6(5) . . ?
C11B N11B C15B 116.7(5) . . ?
C4A C5A C6A 119.2(4) . . ?
C4A C5A H5A 120.4 . . ?
C6A C5A H5A 120.4 . . ?
C13A C12A C11A 121.1(5) . . ?
C13A C12A H12A 119.5 . . ?
C11A C12A H12A 119.5 . . ?
C24A C23A C21A 120.4(5) . . ?
C24A C23A H23A 119.8 . . ?
C21A C23A H23A 119.8 . . ?
C15A C14A C13A 118.8(5) . . ?
C15A C14A C17A 119.8(5) . . ?
C13A C14A C17A 121.2(5) . . ?
C5A C4A C3A 121.3(5) . . ?
C5A C4A N31A 122.4(4) . . ?
C3A C4A N31A 116.2(5) . . ?
N11A C11A C12A 116.1(5) . . ?
N11A C11A C16A 125.1(5) . . ?
C12A C11A C16A 118.8(5) . . ?
C15A C16A C11A 119.4(5) . . ?
C15A C16A H16A 120.3 . . ?
C11A C16A H16A 120.3 . . ?
C4A C3A C2A 118.3(5) . . ?
C4A C3A H3A 120.8 . . ?
C2A C3A H3A 120.8 . . ?
C16A C15A C14A 121.4(5) . . ?
C16A C15A H15A 119.3 . . ?
C14A C15A H15A 119.3 . . ?
O22A C27A O21A 122.6(5) . . ?
O22A C27A C25A 123.2(5) . . ?
O21A C27A C25A 114.2(5) . . ?
C22B C23B C24B 117.4(5) . . ?
C22B C23B C26B 124.0(5) . . ?
C24B C23B C26B 118.6(5) . . ?
C12A C13A C14A 120.5(5) . . ?
C12A C13A H13A 119.8 . . ?
C14A C13A H13A 119.8 . . ?
C26A C25A C24A 118.9(4) . . ?
C26A C25A C27A 117.5(5) . . ?
C24A C25A C27A 123.6(5) . . ?
C34A C33A C32A 122.1(5) . . ?
C34A C33A H33A 118.9 . . ?
C32A C33A H33A 118.9 . . ?
C33A C32A C31A 119.0(5) . . ?
C33A C32A H32B 120.5 . . ?
C31A C32A H32B 120.5 . . ?
C1A C6A N21A 117.6(5) . . ?
C1A C6A C5A 120.5(5) . . ?
N21A C6A C5A 121.6(4) . . ?
C31A C36A C35A 120.9(5) . . ?
C31A C36A H36A 119.5 . . ?
C35A C36A H36A 119.5 . . ?
C26A C22A C21A 120.0(5) . . ?
C26A C22A H22A 120.0 . . ?
C21A C22A H22A 120.0 . . ?
C36A C31A N31A 123.1(5) . . ?
C36A C31A C32A 118.8(5) . . ?
N31A C31A C32A 118.0(5) . . ?
C22A C26A C25A 121.0(5) . . ?
C22A C26A H26A 119.5 . . ?
C25A C26A H26A 119.5 . . ?
C23A C24A C25A 120.4(5) . . ?
C23A C24A H24A 119.8 . . ?
C25A C24A H24A 119.8 . . ?
O31A C37A O32A 123.0(5) . . ?
O31A C37A C34A 123.3(5) . . ?
O32A C37A C34A 113.7(5) . . ?
C1A C2A N11A 115.5(5) . . ?
C1A C2A C3A 120.4(4) . . ?
N11A C2A C3A 124.0(5) . . ?
C14B C13B C12B 116.6(5) . . ?
C14B C13B C16B 118.0(5) . . ?
C12B C13B C16B 125.4(5) . . ?
C23B C24B C25B 119.6(5) . . ?
C23B C24B H24B 120.2 . . ?
C25B C24B H24B 120.2 . . ?
C2A C1A C6A 120.1(5) . . ?
C2A C1A H1A 120.0 . . ?
C6A C1A H1A 120.0 . . ?
O12A C17A O11A 123.7(5) . . ?
O12A C17A C14A 120.7(5) . . ?
O11A C17A C14A 115.6(5) . . ?
N21A C21A C23A 123.7(5) . . ?
N21A C21A C22A 117.0(5) . . ?
C23A C21A C22A 119.3(5) . . ?
N21B C21B C22B 124.1(5) . . ?
N21B C21B H21B 118.0 . . ?
C22B C21B H21B 118.0 . . ?
C36A C35A C34A 120.9(5) . . ?
C36A C35A H35A 119.5 . . ?
C34A C35A H35A 119.5 . . ?
C16B C17B C26B 108.3(4) . . ?
C16B C17B H17A 110.0 . . ?
C26B C17B H17A 110.0 . . ?
C16B C17B H17B 110.0 . . ?
C26B C17B H17B 110.0 . . ?
H17A C17B H17B 108.4 . . ?
C33A C34A C35A 118.1(5) . . ?
C33A C34A C37A 121.4(5) . . ?
C35A C34A C37A 120.5(5) . . ?
C23B C22B C21B 119.4(5) . . ?
C23B C22B H22B 120.3 . . ?
C21B C22B H22B 120.3 . . ?
N21B C25B C24B 123.8(5) . . ?
N21B C25B H25B 118.1 . . ?
C24B C25B H25B 118.1 . . ?
C23B C26B C17B 118.9(4) . . ?
C23B C26B H26B 107.6 . . ?
C17B C26B H26B 107.6 . . ?
C23B C26B H26C 107.6 . . ?
C17B C26B H26C 107.6 . . ?
H26B C26B H26C 107.0 . . ?
C11B C12B C13B 119.3(6) . . ?
C11B C12B H12B 120.4 . . ?
C13B C12B H12B 120.4 . . ?
C13B C16B C17B 119.2(5) . . ?
C13B C16B H16B 107.5 . . ?
C17B C16B H16B 107.5 . . ?
C13B C16B H16C 107.5 . . ?
C17B C16B H16C 107.5 . . ?
H16B C16B H16C 107.0 . . ?
N11B C11B C12B 124.5(5) . . ?
N11B C11B H11B 117.7 . . ?
C12B C11B H11B 117.7 . . ?
C13B C14B C15B 120.6(5) . . ?
C13B C14B H14B 119.7 . . ?
C15B C14B H14B 119.7 . . ?
N11B C15B C14B 122.2(6) . . ?
N11B C15B H15B 118.9 . . ?
C14B C15B H15B 118.9 . . ?

_refine_diff_density_max         0.453
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.097






####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1866686'
_audit_update_record             
;
2018-09-10 deposited with the CCDC.
2018-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/8
_shelx_SHELXL_version_number     2014/8
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H28 N2 O10 S2'
_chemical_formula_weight         724.73

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'
S S 0.1246 0.1234 '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                   7.8654(8)
_cell_length_b                   9.5964(9)
_cell_length_c                   22.652(2)
_cell_angle_alpha                92.607(3)
_cell_angle_beta                 97.703(3)
_cell_angle_gamma                95.618(3)
_cell_volume                     1683.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    23225
_cell_measurement_theta_min      0.909
_cell_measurement_theta_max      28.723

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.23
_exptl_absorpt_coefficient_mu    0.222
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_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 APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23225
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         0.909
_diffrn_reflns_theta_max         28.723
_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             8077
_reflns_number_gt                4196
_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-2014/8 (Sheldrick, 2014)'
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8077
_refine_ls_number_parameters     463
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1337
_refine_ls_R_factor_gt           0.0592
_refine_ls_wR_factor_ref         0.2148
_refine_ls_wR_factor_gt          0.1737
_refine_ls_goodness_of_fit_ref   1.182
_refine_ls_restrained_S_all      1.182
_refine_ls_shift/su_max          0.011
_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
S1B S 0.43295(12) 0.05791(10) 0.29601(4) 0.0650(3) Uani 1 1 d . . . . .
S2B S 0.51106(12) 0.23389(9) 0.25668(4) 0.0585(3) Uani 1 1 d . . . . .
O11A O 0.6274(3) 0.4167(2) 0.61558(10) 0.0661(7) Uani 1 1 d . . . . .
O21A O 1.1422(3) 0.2934(2) 0.71727(11) 0.0725(7) Uani 1 1 d . . . . .
O31A O 0.9894(3) 0.7648(2) 0.74579(9) 0.0522(5) Uani 1 1 d . . . . .
C1A C 0.7752(4) 0.4618(3) 0.65457(12) 0.0463(7) Uani 1 1 d . . . . .
C6A C 0.8075(4) 0.5956(3) 0.68160(12) 0.0476(7) Uani 1 1 d . . . . .
H6A H 0.7317 0.6627 0.6727 0.057 Uiso 1 1 calc R U . . .
C5A C 0.9536(4) 0.6269(3) 0.72171(12) 0.0427(7) Uani 1 1 d . . . . .
C4A C 1.0683(4) 0.5310(3) 0.73560(13) 0.0509(8) Uani 1 1 d . . . . .
H4A H 1.1675 0.5549 0.7628 0.061 Uiso 1 1 calc R U . . .
C3A C 1.0330(4) 0.3977(3) 0.70811(13) 0.0486(7) Uani 1 1 d . . . . .
C2A C 0.8868(4) 0.3611(3) 0.66720(13) 0.0507(8) Uani 1 1 d . . . . .
H2A H 0.8642 0.2714 0.6487 0.061 Uiso 1 1 calc R U . . .
N11B N 0.9050(6) -0.0632(4) 0.41361(16) 0.0928(12) Uani 1 1 d . . . . .
C11B C 0.7474(9) -0.1081(5) 0.42186(19) 0.0941(16) Uani 1 1 d . . . . .
H11B H 0.7340 -0.1688 0.4521 0.113 Uiso 1 1 calc R U . . .
C12B C 0.5984(6) -0.0705(4) 0.38810(16) 0.0785(12) Uani 1 1 d . . . . .
H12C H 0.4891 -0.1027 0.3963 0.094 Uiso 1 1 calc R U . . .
C13B C 0.6200(5) 0.0164(3) 0.34212(14) 0.0575(9) Uani 1 1 d . . . . .
C14B C 0.7845(5) 0.0610(4) 0.33375(17) 0.0721(11) Uani 1 1 d . . . . .
H14B H 0.8045 0.1198 0.3033 0.086 Uiso 1 1 calc R U . . .
C15B C 0.9204(6) 0.0185(5) 0.37064(19) 0.0867(13) Uani 1 1 d . . . . .
H15B H 1.0313 0.0509 0.3642 0.104 Uiso 1 1 calc R U . . .
N21B N 0.6597(4) 0.1266(3) 0.07456(11) 0.0536(7) Uani 1 1 d . . . . .
C21B C 0.6379(5) 0.0266(3) 0.11187(15) 0.0598(9) Uani 1 1 d . . . . .
H21B H 0.6550 -0.0640 0.0994 0.072 Uiso 1 1 calc R U . . .
C22B C 0.5912(5) 0.0471(3) 0.16819(15) 0.0559(8) Uani 1 1 d . . . . .
H22C H 0.5786 -0.0270 0.1928 0.067 Uiso 1 1 calc R U . . .
C23B C 0.5643(4) 0.1804(3) 0.18647(13) 0.0447(7) Uani 1 1 d . . . . .
C24B C 0.5826(4) 0.2861(3) 0.14747(13) 0.0517(8) Uani 1 1 d . . . . .
H24B H 0.5628 0.3772 0.1583 0.062 Uiso 1 1 calc R U . . .
C25B C 0.6301(5) 0.2552(3) 0.09281(14) 0.0569(9) Uani 1 1 d . . . . .
H25B H 0.6424 0.3273 0.0671 0.068 Uiso 1 1 calc R U . . .
O12A O 0.2010(6) 0.8455(4) 0.47279(16) 0.1224(15) Uani 1 1 d . . . . .
H12A H 0.1222 0.8874 0.4573 0.184 Uiso 1 1 calc R U . . .
O13A O -0.0106(6) 0.7306(4) 0.5138(2) 0.1384(17) Uani 1 1 d . . . . .
C11A C 0.5191(5) 0.5138(4) 0.59178(14) 0.0599(9) Uani 1 1 d . . . . .
C16A C 0.3472(5) 0.4865(4) 0.59792(17) 0.0736(11) Uani 1 1 d . . . . .
H16A H 0.3112 0.4131 0.6203 0.088 Uiso 1 1 calc R U . . .
C15A C 0.2300(6) 0.5679(5) 0.57095(19) 0.0853(13) Uani 1 1 d . . . . .
H15A H 0.1141 0.5486 0.5751 0.102 Uiso 1 1 calc R U . . .
C14A C 0.2779(6) 0.6746(5) 0.53877(18) 0.0780(13) Uani 1 1 d . . . . .
C13A C 0.4511(7) 0.7034(4) 0.53312(16) 0.0835(13) Uani 1 1 d . . . . .
H13A H 0.4855 0.7784 0.5113 0.100 Uiso 1 1 calc R U . . .
C12A C 0.5757(6) 0.6213(4) 0.55980(16) 0.0739(11) Uani 1 1 d . . . . .
H12B H 0.6917 0.6397 0.5557 0.089 Uiso 1 1 calc R U . . .
C17A C 0.1405(10) 0.7537(6) 0.5078(3) 0.112(2) Uani 1 1 d . . . . .
O33A O 0.7689(3) 0.8501(3) 1.00485(10) 0.0668(7) Uani 1 1 d . . . . .
O32A O 0.7716(4) 1.0649(2) 0.97203(10) 0.0684(7) Uani 1 1 d . . . . .
H32A H 0.7213 1.0789 1.0009 0.103 Uiso 1 1 calc R U . . .
C31A C 0.9426(4) 0.7999(3) 0.80049(12) 0.0429(7) Uani 1 1 d . . . . .
C32A C 0.9008(4) 0.7017(3) 0.84012(13) 0.0524(8) Uani 1 1 d . . . . .
H32B H 0.9032 0.6066 0.8308 0.063 Uiso 1 1 calc R U . . .
C33A C 0.8549(5) 0.7473(3) 0.89430(13) 0.0553(8) Uani 1 1 d . . . . .
H33A H 0.8269 0.6816 0.9213 0.066 Uiso 1 1 calc R U . . .
C34A C 0.8498(4) 0.8884(3) 0.90904(13) 0.0478(7) Uani 1 1 d . . . . .
C35A C 0.8934(4) 0.9851(3) 0.86824(14) 0.0532(8) Uani 1 1 d . . . . .
H35A H 0.8907 1.0803 0.8773 0.064 Uiso 1 1 calc R U . . .
C36A C 0.9407(4) 0.9415(3) 0.81443(14) 0.0508(8) Uani 1 1 d . . . . .
H36A H 0.9711 1.0070 0.7877 0.061 Uiso 1 1 calc R U . . .
C37A C 0.7946(4) 0.9316(3) 0.96662(14) 0.0518(8) Uani 1 1 d . . . . .
O23A O 1.6858(3) 0.4021(3) 0.95326(10) 0.0651(6) Uani 1 1 d . . . . .
O22A O 1.8563(3) 0.3631(2) 0.88449(9) 0.0577(6) Uani 1 1 d . . . . .
H22A H 1.9325 0.3825 0.9129 0.087 Uiso 1 1 calc R U . . .
C21A C 1.2796(4) 0.3134(3) 0.76355(14) 0.0536(8) Uani 1 1 d . . . . .
C22A C 1.4430(4) 0.3185(3) 0.74851(14) 0.0565(8) Uani 1 1 d . . . . .
H22B H 1.4600 0.3116 0.7087 0.068 Uiso 1 1 calc R U . . .
C23A C 1.5823(4) 0.3341(3) 0.79334(13) 0.0514(8) Uani 1 1 d . . . . .
H23A H 1.6936 0.3370 0.7835 0.062 Uiso 1 1 calc R U . . .
C24A C 1.5579(4) 0.3455(3) 0.85286(12) 0.0425(7) Uani 1 1 d . . . . .
C25A C 1.3919(4) 0.3386(3) 0.86680(14) 0.0500(8) Uani 1 1 d . . . . .
H25A H 1.3737 0.3455 0.9065 0.060 Uiso 1 1 calc R U . . .
C26A C 1.2521(4) 0.3213(3) 0.82175(15) 0.0564(8) Uani 1 1 d . . . . .
H26A H 1.1402 0.3151 0.8312 0.068 Uiso 1 1 calc R U . . .
C27A C 1.7056(4) 0.3718(3) 0.90202(13) 0.0467(7) Uani 1 1 d . . . . .
O1W O 0.1224(3) 0.4000(3) 0.96438(10) 0.0675(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1B C13B 1.776(4) . ?
S1B S2B 2.0257(13) . ?
S2B C23B 1.765(3) . ?
O11A C1A 1.382(3) . ?
O11A C11A 1.401(4) . ?
O21A C3A 1.386(3) . ?
O21A C21A 1.394(4) . ?
O31A C31A 1.376(3) . ?
O31A C5A 1.396(3) . ?
C1A C2A 1.382(4) . ?
C1A C6A 1.382(4) . ?
C6A C5A 1.365(4) . ?
C5A C4A 1.368(4) . ?
C4A C3A 1.383(4) . ?
C3A C2A 1.382(4) . ?
N11B C15B 1.288(5) . ?
N11B C11B 1.312(6) . ?
C11B C12B 1.399(7) . ?
C12B C13B 1.381(5) . ?
C13B C14B 1.363(5) . ?
C14B C15B 1.373(5) . ?
N21B C21B 1.321(4) . ?
N21B C25B 1.335(4) . ?
C21B C22B 1.385(5) . ?
C22B C23B 1.371(4) . ?
C23B C24B 1.385(4) . ?
C24B C25B 1.369(4) . ?
O12A C17A 1.310(7) . ?
O13A C17A 1.214(8) . ?
C11A C16A 1.378(5) . ?
C11A C12A 1.361(5) . ?
C16A C15A 1.366(5) . ?
C15A C14A 1.337(6) . ?
C14A C13A 1.387(6) . ?
C14A C17A 1.497(6) . ?
C13A C12A 1.409(6) . ?
O33A C37A 1.216(4) . ?
O32A C37A 1.312(4) . ?
C31A C32A 1.377(4) . ?
C31A C36A 1.383(4) . ?
C32A C33A 1.389(4) . ?
C33A C34A 1.386(4) . ?
C34A C35A 1.390(4) . ?
C34A C37A 1.483(4) . ?
C35A C36A 1.380(4) . ?
O23A C27A 1.217(4) . ?
O22A C27A 1.309(4) . ?
C21A C22A 1.370(5) . ?
C21A C26A 1.364(5) . ?
C22A C23A 1.382(4) . ?
C23A C24A 1.388(4) . ?
C24A C25A 1.380(4) . ?
C24A C27A 1.491(4) . ?
C25A C26A 1.388(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13B S1B S2B 104.91(13) . . ?
C23B S2B S1B 107.10(11) . . ?
C1A O11A C11A 120.2(3) . . ?
C3A O21A C21A 119.1(2) . . ?
C31A O31A C5A 119.8(2) . . ?
O11A C1A C2A 115.2(3) . . ?
O11A C1A C6A 123.2(3) . . ?
C2A C1A C6A 121.5(3) . . ?
C5A C6A C1A 118.3(3) . . ?
C6A C5A C4A 122.3(3) . . ?
C6A C5A O31A 117.4(3) . . ?
C4A C5A O31A 120.1(3) . . ?
C5A C4A C3A 118.3(3) . . ?
C2A C3A O21A 115.1(3) . . ?
C2A C3A C4A 121.4(3) . . ?
O21A C3A C4A 123.4(3) . . ?
C1A C2A C3A 118.0(3) . . ?
C15B N11B C11B 116.7(4) . . ?
N11B C11B C12B 124.3(4) . . ?
C13B C12B C11B 117.4(4) . . ?
C14B C13B C12B 117.7(4) . . ?
C14B C13B S1B 124.1(3) . . ?
C12B C13B S1B 118.3(3) . . ?
C13B C14B C15B 119.4(4) . . ?
N11B C15B C14B 124.6(5) . . ?
C21B N21B C25B 116.6(3) . . ?
N21B C21B C22B 124.6(3) . . ?
C23B C22B C21B 117.8(3) . . ?
C22B C23B C24B 118.4(3) . . ?
C22B C23B S2B 126.3(2) . . ?
C24B C23B S2B 115.3(2) . . ?
C23B C24B C25B 119.3(3) . . ?
N21B C25B C24B 123.2(3) . . ?
C16A C11A C12A 121.5(3) . . ?
C16A C11A O11A 115.8(3) . . ?
C12A C11A O11A 122.5(3) . . ?
C11A C16A C15A 119.6(4) . . ?
C14A C15A C16A 121.6(4) . . ?
C15A C14A C13A 119.0(4) . . ?
C15A C14A C17A 118.3(5) . . ?
C13A C14A C17A 122.7(5) . . ?
C14A C13A C12A 121.2(4) . . ?
C11A C12A C13A 117.1(4) . . ?
O13A C17A O12A 124.6(5) . . ?
O13A C17A C14A 122.7(7) . . ?
O12A C17A C14A 112.6(6) . . ?
C32A C31A C36A 120.8(3) . . ?
C32A C31A O31A 123.0(3) . . ?
C36A C31A O31A 116.2(3) . . ?
C31A C32A C33A 118.8(3) . . ?
C34A C33A C32A 121.5(3) . . ?
C33A C34A C35A 118.4(3) . . ?
C33A C34A C37A 119.5(3) . . ?
C35A C34A C37A 122.1(3) . . ?
C34A C35A C36A 120.8(3) . . ?
C31A C36A C35A 119.7(3) . . ?
O33A C37A O32A 123.0(3) . . ?
O33A C37A C34A 123.0(3) . . ?
O32A C37A C34A 114.0(3) . . ?
C22A C21A C26A 121.3(3) . . ?
C22A C21A O21A 117.5(3) . . ?
C26A C21A O21A 121.1(3) . . ?
C21A C22A C23A 119.1(3) . . ?
C22A C23A C24A 120.8(3) . . ?
C25A C24A C23A 119.0(3) . . ?
C25A C24A C27A 119.0(3) . . ?
C23A C24A C27A 122.0(3) . . ?
C24A C25A C26A 120.2(3) . . ?
C21A C26A C25A 119.6(3) . . ?
O23A C27A O22A 123.9(3) . . ?
O23A C27A C24A 122.3(3) . . ?
O22A C27A C24A 113.8(3) . . ?

_refine_diff_density_max         0.507
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.054


