# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_sf2
_database_code_depnum_ccdc_archive 'CCDC 1889220'
loop_
_audit_author_name
_audit_author_address
'Changsheng Yao'
;Jiangsu Normal University
China
;
_audit_update_record             
;
2019-01-07 deposited with the CCDC.	2019-05-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C96 H104 N8 O24'
_chemical_formula_weight         1753.87

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   11.164(12)
_cell_length_b                   12.003(13)
_cell_length_c                   17.508(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.033(13)
_cell_angle_gamma                90.00
_cell_volume                     2317(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3388
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      25.90

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12288
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0319
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.07
_diffrn_reflns_theta_max         26.02
_reflns_number_total             4543
_reflns_number_gt                2994
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0950P)²+0.3027P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4543
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1744
_refine_ls_wR_factor_gt          0.1519
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.49112(14) 0.56272(13) 0.17156(9) 0.0504(4) Uani 1 1 d . . .
O1 O 0.37458(14) 0.27221(13) 0.13109(9) 0.0726(5) Uani 1 1 d . . .
C42 C 0.52267(18) 0.31964(16) 0.23554(11) 0.0494(5) Uani 1 1 d . . .
N2 N 0.40844(14) 0.49046(14) 0.19131(9) 0.0514(4) Uani 1 1 d . . .
O3 O 0.84843(14) 0.47527(16) 0.56140(9) 0.0765(5) Uani 1 1 d . . .
O5 O 0.66407(15) 0.71290(15) 0.13612(11) 0.0797(5) Uani 1 1 d . . .
C50 C 0.59733(18) 0.56513(16) 0.20991(12) 0.0533(5) Uani 1 1 d . . .
H50 H 0.6195 0.5184 0.2521 0.064 Uiso 1 1 calc R . .
O2 O 0.54605(15) 0.17608(15) 0.14544(9) 0.0778(5) Uani 1 1 d . . .
C43 C 0.62941(19) 0.29674(17) 0.27802(12) 0.0540(5) Uani 1 1 d . . .
H43 H 0.6758 0.2429 0.2580 0.065 Uiso 1 1 calc R . .
C39 C 0.26563(18) 0.55026(17) 0.07456(13) 0.0576(5) Uani 1 1 d . . .
C44 C 0.68303(17) 0.34532(17) 0.35204(12) 0.0540(5) Uani 1 1 d . . .
O4 O 0.20799(14) 0.46020(16) 0.18216(10) 0.0787(5) Uani 1 1 d . . .
C45 C 0.61906(19) 0.35181(19) 0.41297(12) 0.0595(6) Uani 1 1 d . . .
H45 H 0.5392 0.3268 0.4063 0.071 Uiso 1 1 calc R . .
C40 C 0.28949(18) 0.49864(18) 0.15232(13) 0.0565(5) Uani 1 1 d . . .
O6 O 0.79187(14) 0.62775(17) 0.22768(12) 0.0931(6) Uani 1 1 d . . .
C55 C 0.48540(19) 0.24889(18) 0.16658(12) 0.0544(5) Uani 1 1 d . . .
C49 C 0.80242(19) 0.3820(2) 0.36455(13) 0.0660(6) Uani 1 1 d . . .
H49 H 0.8483 0.3764 0.3248 0.079 Uiso 1 1 calc R . .
C51 C 0.6839(2) 0.64395(19) 0.18544(13) 0.0611(5) Uani 1 1 d . . .
C46 C 0.67063(19) 0.39458(19) 0.48378(12) 0.0601(6) Uani 1 1 d . . .
H46 H 0.6258 0.3983 0.5242 0.072 Uiso 1 1 calc R . .
C41 C 0.43786(18) 0.41025(17) 0.25460(11) 0.0530(5) Uani 1 1 d . . .
H41A H 0.3635 0.3765 0.2656 0.064 Uiso 1 1 calc R . .
H41B H 0.4753 0.4493 0.3007 0.064 Uiso 1 1 calc R . .
C47 C 0.78833(19) 0.43152(18) 0.49421(12) 0.0589(5) Uani 1 1 d . . .
C48 C 0.8540(2) 0.4260(2) 0.43363(14) 0.0695(6) Uani 1 1 d . . .
H48 H 0.9333 0.4524 0.4400 0.083 Uiso 1 1 calc R . .
C36 C 0.2009(3) 0.6292(3) -0.07467(19) 0.1046(10) Uani 1 1 d . . .
H36 H 0.1785 0.6540 -0.1252 0.125 Uiso 1 1 calc R . .
C38 C 0.3452(2) 0.5483(2) 0.02230(14) 0.0738(7) Uani 1 1 d . . .
H38 H 0.4227 0.5196 0.0371 0.089 Uiso 1 1 calc R . .
C34 C 0.1528(2) 0.5936(3) 0.05063(19) 0.1054(11) Uani 1 1 d . . .
H34 H 0.0963 0.5960 0.0844 0.126 Uiso 1 1 calc R . .
C54 C 0.7802(3) 0.4950(3) 0.62195(15) 0.0891(8) Uani 1 1 d . . .
H54A H 0.7150 0.5454 0.6043 0.134 Uiso 1 1 calc R . .
H54B H 0.8318 0.5271 0.6654 0.134 Uiso 1 1 calc R . .
H54C H 0.7478 0.4258 0.6372 0.134 Uiso 1 1 calc R . .
C56 C 0.3279(3) 0.2065(3) 0.06318(17) 0.0932(9) Uani 1 1 d . . .
H56A H 0.3342 0.1277 0.0755 0.112 Uiso 1 1 calc R . .
H56B H 0.3746 0.2213 0.0220 0.112 Uiso 1 1 calc R . .
C57 C 0.2014(3) 0.2367(3) 0.03846(19) 0.1063(10) Uani 1 1 d . . .
H57A H 0.1559 0.2217 0.0795 0.159 Uiso 1 1 calc R . .
H57B H 0.1689 0.1938 -0.0063 0.159 Uiso 1 1 calc R . .
H57C H 0.1961 0.3146 0.0259 0.159 Uiso 1 1 calc R . .
C35 C 0.1226(3) 0.6342(4) -0.0246(3) 0.1406(16) Uani 1 1 d . . .
H35 H 0.0464 0.6654 -0.0401 0.169 Uiso 1 1 calc R . .
C37 C 0.3123(3) 0.5881(3) -0.05147(15) 0.0873(8) Uani 1 1 d . . .
H37 H 0.3680 0.5865 -0.0858 0.105 Uiso 1 1 calc R . .
C53 C 0.9940(4) 0.6722(5) 0.2580(3) 0.189(3) Uani 1 1 d . . .
H53A H 0.9814 0.6733 0.3110 0.284 Uiso 1 1 calc R . .
H53B H 1.0558 0.7251 0.2509 0.284 Uiso 1 1 calc R . .
H53C H 1.0191 0.5990 0.2451 0.284 Uiso 1 1 calc R . .
C52 C 0.8902(3) 0.6990(4) 0.2119(2) 0.1381(17) Uani 1 1 d . . .
H52A H 0.9006 0.6908 0.1582 0.166 Uiso 1 1 calc R . .
H52B H 0.8701 0.7762 0.2203 0.166 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C50 1.268(3) . ?
N1 N2 1.351(2) . ?
O1 C55 1.324(3) . ?
O1 C56 1.454(3) . ?
C42 C43 1.330(3) . ?
C42 C55 1.481(3) . ?
C42 C41 1.513(3) . ?
N2 C40 1.398(3) . ?
N2 C41 1.466(3) . ?
O3 C47 1.364(3) . ?
O3 C54 1.419(3) . ?
O5 C51 1.191(3) . ?
C50 C51 1.464(3) . ?
C50 H50 0.9300 . ?
O2 C55 1.199(3) . ?
C43 C44 1.461(3) . ?
C43 H43 0.9300 . ?
C39 C34 1.367(3) . ?
C39 C38 1.372(3) . ?
C39 C40 1.481(3) . ?
C44 C45 1.376(3) . ?
C44 C49 1.388(3) . ?
O4 C40 1.209(3) . ?
C45 C46 1.381(3) . ?
C45 H45 0.9300 . ?
O6 C51 1.326(3) . ?
O6 C52 1.452(3) . ?
C49 C48 1.362(3) . ?
C49 H49 0.9300 . ?
C46 C47 1.372(3) . ?
C46 H46 0.9300 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C47 C48 1.382(3) . ?
C48 H48 0.9300 . ?
C36 C35 1.333(5) . ?
C36 C37 1.341(4) . ?
C36 H36 0.9300 . ?
C38 C37 1.372(4) . ?
C38 H38 0.9300 . ?
C34 C35 1.395(5) . ?
C34 H34 0.9300 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C56 C57 1.456(4) . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C35 H35 0.9300 . ?
C37 H37 0.9300 . ?
C53 C52 1.344(5) . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?

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
C50 N1 N2 119.94(18) . . ?
C55 O1 C56 117.23(18) . . ?
C43 C42 C55 116.70(18) . . ?
C43 C42 C41 124.17(19) . . ?
C55 C42 C41 119.10(18) . . ?
N1 N2 C40 117.70(18) . . ?
N1 N2 C41 122.30(16) . . ?
C40 N2 C41 119.88(17) . . ?
C47 O3 C54 117.35(19) . . ?
N1 C50 C51 117.7(2) . . ?
N1 C50 H50 121.1 . . ?
C51 C50 H50 121.1 . . ?
C42 C43 C44 128.29(19) . . ?
C42 C43 H43 115.9 . . ?
C44 C43 H43 115.9 . . ?
C34 C39 C38 117.7(2) . . ?
C34 C39 C40 117.7(2) . . ?
C38 C39 C40 124.3(2) . . ?
C45 C44 C49 117.52(19) . . ?
C45 C44 C43 121.33(19) . . ?
C49 C44 C43 121.08(19) . . ?
C44 C45 C46 121.5(2) . . ?
C44 C45 H45 119.2 . . ?
C46 C45 H45 119.2 . . ?
O4 C40 N2 118.9(2) . . ?
O4 C40 C39 121.17(19) . . ?
N2 C40 C39 119.87(18) . . ?
C51 O6 C52 117.1(2) . . ?
O2 C55 O1 122.7(2) . . ?
O2 C55 C42 124.7(2) . . ?
O1 C55 C42 112.54(18) . . ?
C48 C49 C44 121.7(2) . . ?
C48 C49 H49 119.2 . . ?
C44 C49 H49 119.2 . . ?
O5 C51 O6 123.8(2) . . ?
O5 C51 C50 127.2(2) . . ?
O6 C51 C50 109.0(2) . . ?
C47 C46 C45 119.7(2) . . ?
C47 C46 H46 120.2 . . ?
C45 C46 H46 120.2 . . ?
N2 C41 C42 112.27(16) . . ?
N2 C41 H41A 109.1 . . ?
C42 C41 H41A 109.1 . . ?
N2 C41 H41B 109.1 . . ?
C42 C41 H41B 109.1 . . ?
H41A C41 H41B 107.9 . . ?
O3 C47 C46 124.8(2) . . ?
O3 C47 C48 115.6(2) . . ?
C46 C47 C48 119.7(2) . . ?
C49 C48 C47 119.9(2) . . ?
C49 C48 H48 120.1 . . ?
C47 C48 H48 120.1 . . ?
C35 C36 C37 119.4(3) . . ?
C35 C36 H36 120.3 . . ?
C37 C36 H36 120.3 . . ?
C37 C38 C39 121.1(2) . . ?
C37 C38 H38 119.4 . . ?
C39 C38 H38 119.4 . . ?
C39 C34 C35 119.8(3) . . ?
C39 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
O3 C54 H54A 109.5 . . ?
O3 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
O3 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
O1 C56 C57 108.3(2) . . ?
O1 C56 H56A 110.0 . . ?
C57 C56 H56A 110.0 . . ?
O1 C56 H56B 110.0 . . ?
C57 C56 H56B 110.0 . . ?
H56A C56 H56B 108.4 . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C36 C35 C34 121.2(3) . . ?
C36 C35 H35 119.4 . . ?
C34 C35 H35 119.4 . . ?
C36 C37 C38 120.8(3) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C53 C52 O6 110.6(3) . . ?
C53 C52 H52A 109.5 . . ?
O6 C52 H52A 109.5 . . ?
C53 C52 H52B 109.5 . . ?
O6 C52 H52B 109.5 . . ?
H52A C52 H52B 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C50 N1 N2 C40 173.70(18) . . . . ?
C50 N1 N2 C41 -2.3(3) . . . . ?
N2 N1 C50 C51 179.18(16) . . . . ?
C55 C42 C43 C44 -173.70(19) . . . . ?
C41 C42 C43 C44 4.8(3) . . . . ?
C42 C43 C44 C45 50.2(3) . . . . ?
C42 C43 C44 C49 -132.7(2) . . . . ?
C49 C44 C45 C46 0.9(3) . . . . ?
C43 C44 C45 C46 178.0(2) . . . . ?
N1 N2 C40 O4 -158.58(19) . . . . ?
C41 N2 C40 O4 17.5(3) . . . . ?
N1 N2 C40 C39 23.5(3) . . . . ?
C41 N2 C40 C39 -160.33(18) . . . . ?
C34 C39 C40 O4 25.7(3) . . . . ?
C38 C39 C40 O4 -148.0(2) . . . . ?
C34 C39 C40 N2 -156.5(2) . . . . ?
C38 C39 C40 N2 29.8(3) . . . . ?
C56 O1 C55 O2 -1.0(3) . . . . ?
C56 O1 C55 C42 -179.1(2) . . . . ?
C43 C42 C55 O2 -2.7(3) . . . . ?
C41 C42 C55 O2 178.8(2) . . . . ?
C43 C42 C55 O1 175.37(18) . . . . ?
C41 C42 C55 O1 -3.2(3) . . . . ?
C45 C44 C49 C48 -1.9(3) . . . . ?
C43 C44 C49 C48 -179.1(2) . . . . ?
C52 O6 C51 O5 -0.1(4) . . . . ?
C52 O6 C51 C50 -179.8(3) . . . . ?
N1 C50 C51 O5 5.7(3) . . . . ?
N1 C50 C51 O6 -174.6(2) . . . . ?
C44 C45 C46 C47 -0.1(3) . . . . ?
N1 N2 C41 C42 -69.5(2) . . . . ?
C40 N2 C41 C42 114.5(2) . . . . ?
C43 C42 C41 N2 123.3(2) . . . . ?
C55 C42 C41 N2 -58.3(2) . . . . ?
C54 O3 C47 C46 -7.2(3) . . . . ?
C54 O3 C47 C48 172.5(2) . . . . ?
C45 C46 C47 O3 180.0(2) . . . . ?
C45 C46 C47 C48 0.3(3) . . . . ?
C44 C49 C48 C47 2.2(4) . . . . ?
O3 C47 C48 C49 179.0(2) . . . . ?
C46 C47 C48 C49 -1.3(4) . . . . ?
C34 C39 C38 C37 -0.3(4) . . . . ?
C40 C39 C38 C37 173.4(2) . . . . ?
C38 C39 C34 C35 -0.3(5) . . . . ?
C40 C39 C34 C35 -174.4(3) . . . . ?
C55 O1 C56 C57 173.8(2) . . . . ?
C37 C36 C35 C34 -2.4(7) . . . . ?
C39 C34 C35 C36 1.6(7) . . . . ?
C35 C36 C37 C38 1.9(6) . . . . ?
C39 C38 C37 C36 -0.5(5) . . . . ?
C51 O6 C52 C53 -179.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.02
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.041
