# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_songjialing_43-3b
_database_code_depnum_ccdc_archive 'CCDC 1478660'
_audit_update_record             
;
2016-05-09 deposited with the CCDC.
2016-08-30 downloaded from the CCDC.
;
_audit_creation_date             2015-07-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '4(C20 H24 O4), 3(C H4 O), H2 O'
_chemical_formula_sum            'C83 H110 O20'
_chemical_formula_weight         1427.71
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   6.27813(14)
_cell_length_b                   10.3446(2)
_cell_length_c                   27.8319(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1807.55(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9029
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      62.7840
_cell_measurement_theta_min      4.5410
_exptl_absorpt_coefficient_mu    0.753
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0177
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            14188
_diffrn_reflns_theta_full        62.70
_diffrn_reflns_theta_max         62.70
_diffrn_reflns_theta_min         4.56
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0288
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   35.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1184  178.0000  150.0000 74

#__ type_ start__ end____ width___ exp.time_
  2 omega   13.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1184   57.0000 -120.0000 89

#__ type_ start__ end____ width___ exp.time_
  3 omega   13.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1184   57.0000   90.0000 89

#__ type_ start__ end____ width___ exp.time_
  4 omega   13.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1184   57.0000 -180.0000 89

#__ type_ start__ end____ width___ exp.time_
  5 omega   19.00  129.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -93.0000  129.9904 110

#__ type_ start__ end____ width___ exp.time_
  6 omega   18.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -30.0000  150.0000 51

#__ type_ start__ end____ width___ exp.time_
  7 omega   18.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -30.0000   30.0000 51

#__ type_ start__ end____ width___ exp.time_
  8 omega   67.00  162.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   45.0000   60.0000 95

#__ type_ start__ end____ width___ exp.time_
  9 omega   18.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -30.0000   90.0000 51

#__ type_ start__ end____ width___ exp.time_
 10 omega   19.00   77.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -45.0000   30.0000 58

#__ type_ start__ end____ width___ exp.time_
 11 omega   22.00  112.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -61.0000   90.0000 90

#__ type_ start__ end____ width___ exp.time_
 12 omega   19.00   83.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -95.0000 -180.0000 64

#__ type_ start__ end____ width___ exp.time_
 13 omega   67.00  162.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000   45.0000    0.0000 95

#__ type_ start__ end____ width___ exp.time_
 14 omega   79.00  163.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  111.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
 15 omega   17.00  140.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -16.0000 -120.0000 123

#__ type_ start__ end____ width___ exp.time_
 16 omega   78.00  163.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  115.0000 -130.0000 85

#__ type_ start__ end____ width___ exp.time_
 17 omega   18.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -30.0000  -60.0000 51

#__ type_ start__ end____ width___ exp.time_
 18 omega   19.00  126.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.5000  -87.0000   62.0073 107

#__ type_ start__ end____ width___ exp.time_
 19 omega -110.00  -53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.1184  178.0000  150.0000 57

#__ type_ start__ end____ width___ exp.time_
 20 omega   35.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1184  178.0000  -90.0000 74

#__ type_ start__ end____ width___ exp.time_
 21 omega   32.00  110.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1184 -178.0000   60.0000 78

#__ type_ start__ end____ width___ exp.time_
 22 omega    8.00  106.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1184   38.0000    0.0000 98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0412633000
_diffrn_orient_matrix_UB_12      -0.1465533000
_diffrn_orient_matrix_UB_13      -0.0030732000
_diffrn_orient_matrix_UB_21      -0.0296090000
_diffrn_orient_matrix_UB_22      -0.0114024000
_diffrn_orient_matrix_UB_23      0.0547826000
_diffrn_orient_matrix_UB_31      -0.2400883000
_diffrn_orient_matrix_UB_32      -0.0238457000
_diffrn_orient_matrix_UB_33      -0.0072839000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           n/a
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_source_voltage           n/a
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2840
_reflns_number_total             2873
_reflns_odcompleteness_completeness 96.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     63.60
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         0.494
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         2873
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0365
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0512P)²+0.7628P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0984
_refine_ls_wR_factor_ref         0.0987
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Others
 Fixed Sof: O5(0.75) H5A(0.75) C21(0.75) H21A(0.75) H21B(0.75) H21C(0.75)
 O6(0.25) H6A(0.25) H6B(0.25)
3.a Free rotating group:
 O6(H6A,H6B)
3.b Ternary CH refined with riding coordinates:
 C5(H5), C6(H6), C12(H12)
3.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C1(H1A,H1B), C11(H11A,H11B), C16(H16A,H16B),
 C15(H15A,H15B)
3.d Aromatic/amide H refined with riding coordinates:
 C14(H14), C7(H7)
3.e Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C18(H18A,H18B,H18C), C21(H21A,H21B,H21C)
3.f Idealised tetrahedral OH refined as rotating group:
 O4(H4), O5(H5A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O1 O 0.6620(2) 0.39979(13) 0.05958(5) 0.0264(3) Uani 1 d . . .
O2 O 0.5955(2) 0.46853(14) -0.01456(5) 0.0305(3) Uani 1 d . . .
C8 C 0.6483(3) 0.51208(19) 0.17903(7) 0.0235(4) Uani 1 d . . .
C9 C 0.4799(3) 0.61555(18) 0.17053(7) 0.0226(4) Uani 1 d . . .
C14 C 0.7580(3) 0.5161(2) 0.22533(7) 0.0276(5) Uani 1 d . . .
H14 H 0.8658 0.4543 0.2321 0.033 Uiso 1 calc . . R
O4 O 0.9153(3) 0.49606(18) 0.31656(6) 0.0496(5) Uani 1 d . . .
H4 H 0.9753 0.5031 0.3434 0.074 Uiso 1 calc . . GR
C2 C 0.2136(4) 0.7189(2) 0.04790(7) 0.0284(5) Uani 1 d . . .
H2A H 0.0886 0.7738 0.0406 0.034 Uiso 1 calc . . R
H2B H 0.3399 0.7591 0.0328 0.034 Uiso 1 calc . . R
O3 O 0.7852(4) 0.6893(2) 0.33599(6) 0.0621(6) Uani 1 d . . .
C3 C 0.1788(3) 0.5844(2) 0.02601(7) 0.0272(4) Uani 1 d . . .
H3A H 0.0264 0.5618 0.0298 0.033 Uiso 1 calc . . R
H3B H 0.2082 0.5900 -0.0089 0.033 Uiso 1 calc . . R
C5 C 0.3649(3) 0.48660(18) 0.10029(7) 0.0217(4) Uani 1 d . . .
H5 H 0.2404 0.4576 0.1199 0.026 Uiso 1 calc . . R
C6 C 0.5468(3) 0.39106(19) 0.10613(7) 0.0242(4) Uani 1 d . . .
H6 H 0.4854 0.3022 0.1092 0.029 Uiso 1 calc . . R
C1 C 0.2464(3) 0.7142(2) 0.10253(7) 0.0272(5) Uani 1 d . . .
H1A H 0.2766 0.8024 0.1146 0.033 Uiso 1 calc . . R
H1B H 0.1142 0.6833 0.1182 0.033 Uiso 1 calc . . R
C7 C 0.6872(3) 0.41538(19) 0.14812(7) 0.0261(4) Uani 1 d . . .
H7 H 0.8073 0.3612 0.1532 0.031 Uiso 1 calc . . R
C13 C 0.7086(4) 0.6063(2) 0.25852(7) 0.0308(5) Uani 1 d . . .
C20 C 0.6328(3) 0.67508(19) 0.09039(7) 0.0251(4) Uani 1 d . . .
H20A H 0.7571 0.6266 0.1018 0.038 Uiso 1 calc . . GR
H20B H 0.6516 0.7670 0.0977 0.038 Uiso 1 calc . . GR
H20C H 0.6181 0.6637 0.0556 0.038 Uiso 1 calc . . GR
C18 C 0.1937(4) 0.3442(2) 0.03634(8) 0.0310(5) Uani 1 d . . .
H18A H 0.1659 0.3368 0.0018 0.046 Uiso 1 calc . . GR
H18B H 0.0584 0.3429 0.0539 0.046 Uiso 1 calc . . GR
H18C H 0.2823 0.2714 0.0468 0.046 Uiso 1 calc . . GR
C10 C 0.4308(3) 0.62448(18) 0.11571(7) 0.0214(4) Uani 1 d . . .
C4 C 0.3118(3) 0.47309(18) 0.04664(7) 0.0231(4) Uani 1 d . . .
C17 C 0.8064(4) 0.6033(2) 0.30717(8) 0.0361(5) Uani 1 d . . .
C19 C 0.5335(3) 0.45134(18) 0.02609(7) 0.0236(4) Uani 1 d . . .
C12 C 0.5483(4) 0.7086(2) 0.24738(8) 0.0333(5) Uani 1 d . . .
H12 H 0.5672 0.7868 0.2681 0.040 Uiso 1 calc . . R
C11 C 0.5603(4) 0.7420(2) 0.19385(7) 0.0299(5) Uani 1 d . . .
H11A H 0.7081 0.7620 0.1839 0.036 Uiso 1 calc . . R
H11B H 0.4669 0.8160 0.1858 0.036 Uiso 1 calc . . R
C16 C 0.2831(3) 0.5831(2) 0.20301(7) 0.0299(5) Uani 1 d . . .
H16A H 0.1501 0.6148 0.1880 0.036 Uiso 1 calc . . R
H16B H 0.2711 0.4886 0.2078 0.036 Uiso 1 calc . . R
C15 C 0.3219(4) 0.6521(2) 0.25146(8) 0.0379(6) Uani 1 d . . .
H15A H 0.2159 0.7216 0.2566 0.046 Uiso 1 calc . . R
H15B H 0.3129 0.5900 0.2785 0.046 Uiso 1 calc . . R
O5 O 0.8843(3) -0.01423(18) 0.10114(6) 0.0240(4) Uani 0.75 d A 1 .
H5A H 0.9617 0.0057 0.0776 0.036 Uiso 0.75 calc A 1 GR
C21 C 0.7161(8) 0.0628(4) 0.10234(12) 0.0585(11) Uani 0.75 d A 1 .
H21A H 0.6020 0.0257 0.0827 0.088 Uiso 0.75 calc A 1 GR
H21B H 0.7550 0.1480 0.0896 0.088 Uiso 0.75 calc A 1 GR
H21C H 0.6669 0.0719 0.1356 0.088 Uiso 0.75 calc A 1 GR
O6 O 0.4374(10) 0.0445(6) 0.0854(2) 0.0325(14) Uani 0.25 d B 2 .
H6A H 0.3813 0.0785 0.1111 0.049 Uiso 0.25 d B 2 G
H6B H 0.3369 0.0144 0.0670 0.049 Uiso 0.25 d B 2 G


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C6 1.487(2) . ?
O1 C19 1.343(2) . ?
O2 C19 1.210(2) . ?
C8 C9 1.523(3) . ?
C8 C14 1.462(3) . ?
C8 C7 1.342(3) . ?
C9 C10 1.559(3) . ?
C9 C11 1.545(3) . ?
C9 C16 1.567(3) . ?
C14 H14 0.9500 . ?
C14 C13 1.349(3) . ?
O4 H4 0.8400 . ?
O4 C17 1.330(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.534(3) . ?
C2 C1 1.535(3) . ?
O3 C17 1.205(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.534(3) . ?
C5 H5 1.0000 . ?
C5 C6 1.519(3) . ?
C5 C10 1.546(3) . ?
C5 C4 1.536(3) . ?
C6 H6 1.0000 . ?
C6 C7 1.485(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C10 1.529(3) . ?
C7 H7 0.9500 . ?
C13 C17 1.487(3) . ?
C13 C12 1.493(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C20 C10 1.543(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C18 C4 1.553(3) . ?
C4 C19 1.521(3) . ?
C12 H12 1.0000 . ?
C12 C11 1.531(3) . ?
C12 C15 1.541(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C15 1.545(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
O5 H5A 0.8400 . ?
O5 C21 1.323(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
O6 H6A 0.8701 . ?
O6 H6B 0.8700 . ?

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
C19 O1 C6 109.66(15) . . ?
C14 C8 C9 116.36(17) . . ?
C7 C8 C9 123.41(17) . . ?
C7 C8 C14 120.06(19) . . ?
C8 C9 C10 109.32(15) . . ?
C8 C9 C11 107.62(17) . . ?
C8 C9 C16 107.90(16) . . ?
C10 C9 C16 114.92(16) . . ?
C11 C9 C10 115.17(16) . . ?
C11 C9 C16 101.34(16) . . ?
C8 C14 H14 119.5 . . ?
C13 C14 C8 121.0(2) . . ?
C13 C14 H14 119.5 . . ?
C17 O4 H4 109.5 . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
C3 C2 C1 112.58(16) . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C2 C3 H3A 108.0 . . ?
C2 C3 H3B 108.0 . . ?
H3A C3 H3B 107.3 . . ?
C4 C3 C2 117.03(17) . . ?
C4 C3 H3A 108.0 . . ?
C4 C3 H3B 108.0 . . ?
C6 C5 H5 109.5 . . ?
C6 C5 C10 111.70(16) . . ?
C6 C5 C4 101.99(15) . . ?
C10 C5 H5 109.5 . . ?
C4 C5 H5 109.5 . . ?
C4 C5 C10 114.32(15) . . ?
O1 C6 C5 103.48(14) . . ?
O1 C6 H6 108.5 . . ?
C5 C6 H6 108.5 . . ?
C7 C6 O1 112.74(16) . . ?
C7 C6 C5 114.83(16) . . ?
C7 C6 H6 108.5 . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C10 C1 C2 111.00(16) . . ?
C10 C1 H1A 109.4 . . ?
C10 C1 H1B 109.4 . . ?
C8 C7 C6 121.52(19) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C14 C13 C17 121.0(2) . . ?
C14 C13 C12 120.18(19) . . ?
C17 C13 C12 118.80(19) . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C10 C20 H20A 109.5 . . ?
C10 C20 H20B 109.5 . . ?
C10 C20 H20C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C4 C18 H18A 109.5 . . ?
C4 C18 H18B 109.5 . . ?
C4 C18 H18C 109.5 . . ?
C5 C10 C9 105.65(14) . . ?
C1 C10 C9 114.87(16) . . ?
C1 C10 C5 106.93(16) . . ?
C1 C10 C20 107.88(15) . . ?
C20 C10 C9 107.74(15) . . ?
C20 C10 C5 113.96(16) . . ?
C3 C4 C5 114.43(16) . . ?
C3 C4 C18 108.39(16) . . ?
C5 C4 C18 111.17(16) . . ?
C19 C4 C3 117.93(17) . . ?
C19 C4 C5 100.39(16) . . ?
C19 C4 C18 103.92(16) . . ?
O4 C17 C13 114.1(2) . . ?
O3 C17 O4 122.8(2) . . ?
O3 C17 C13 123.1(2) . . ?
O1 C19 C4 110.32(16) . . ?
O2 C19 O1 120.94(19) . . ?
O2 C19 C4 128.63(19) . . ?
C13 C12 H12 111.9 . . ?
C13 C12 C11 109.19(18) . . ?
C13 C12 C15 109.69(19) . . ?
C11 C12 H12 111.9 . . ?
C11 C12 C15 101.69(18) . . ?
C15 C12 H12 111.9 . . ?
C9 C11 H11A 111.4 . . ?
C9 C11 H11B 111.4 . . ?
C12 C11 C9 101.65(16) . . ?
C12 C11 H11A 111.4 . . ?
C12 C11 H11B 111.4 . . ?
H11A C11 H11B 109.3 . . ?
C9 C16 H16A 110.5 . . ?
C9 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?
C15 C16 C9 106.29(17) . . ?
C15 C16 H16A 110.5 . . ?
C15 C16 H16B 110.5 . . ?
C12 C15 C16 104.85(18) . . ?
C12 C15 H15A 110.8 . . ?
C12 C15 H15B 110.8 . . ?
C16 C15 H15A 110.8 . . ?
C16 C15 H15B 110.8 . . ?
H15A C15 H15B 108.9 . . ?
H6A O6 H6B 109.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4 O5 0.84 1.79 2.615(2) 168.9 4_755
O5 H5A O2 0.84 1.96 2.791(2) 167.4 3

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C6 C7 C8 120.6(2) . . . . ?
C8 C9 C10 C5 55.94(19) . . . . ?
C8 C9 C10 C1 173.53(16) . . . . ?
C8 C9 C10 C20 -66.23(19) . . . . ?
C8 C9 C11 C12 -68.9(2) . . . . ?
C8 C9 C16 C15 89.6(2) . . . . ?
C8 C14 C13 C17 174.54(19) . . . . ?
C8 C14 C13 C12 -3.4(3) . . . . ?
C9 C8 C14 C13 0.9(3) . . . . ?
C9 C8 C7 C6 -8.9(3) . . . . ?
C9 C16 C15 C12 -6.0(2) . . . . ?
C14 C8 C9 C10 162.65(16) . . . . ?
C14 C8 C9 C11 36.9(2) . . . . ?
C14 C8 C9 C16 -71.7(2) . . . . ?
C14 C8 C7 C6 166.14(18) . . . . ?
C14 C13 C17 O4 -9.9(3) . . . . ?
C14 C13 C17 O3 171.6(2) . . . . ?
C14 C13 C12 C11 -32.6(3) . . . . ?
C14 C13 C12 C15 78.0(3) . . . . ?
C2 C3 C4 C5 32.1(3) . . . . ?
C2 C3 C4 C18 156.76(18) . . . . ?
C2 C3 C4 C19 -85.6(2) . . . . ?
C2 C1 C10 C9 178.77(16) . . . . ?
C2 C1 C10 C5 -64.4(2) . . . . ?
C2 C1 C10 C20 58.6(2) . . . . ?
C3 C2 C1 C10 55.7(2) . . . . ?
C3 C4 C19 O1 150.65(16) . . . . ?
C3 C4 C19 O2 -33.2(3) . . . . ?
C5 C6 C7 C8 2.4(3) . . . . ?
C5 C4 C19 O1 25.7(2) . . . . ?
C5 C4 C19 O2 -158.16(19) . . . . ?
C6 O1 C19 O2 179.33(17) . . . . ?
C6 O1 C19 C4 -4.2(2) . . . . ?
C6 C5 C10 C9 -64.05(19) . . . . ?
C6 C5 C10 C1 173.15(15) . . . . ?
C6 C5 C10 C20 54.0(2) . . . . ?
C6 C5 C4 C3 -163.05(17) . . . . ?
C6 C5 C4 C18 73.7(2) . . . . ?
C6 C5 C4 C19 -35.72(18) . . . . ?
C1 C2 C3 C4 -38.7(3) . . . . ?
C7 C8 C9 C10 -22.2(3) . . . . ?
C7 C8 C9 C11 -147.94(19) . . . . ?
C7 C8 C9 C16 103.4(2) . . . . ?
C7 C8 C14 C13 -174.5(2) . . . . ?
C13 C12 C11 C9 67.2(2) . . . . ?
C13 C12 C15 C16 -82.0(2) . . . . ?
C18 C4 C19 O1 -89.40(18) . . . . ?
C18 C4 C19 O2 86.8(2) . . . . ?
C10 C9 C11 C12 168.92(17) . . . . ?
C10 C9 C16 C15 -148.19(17) . . . . ?
C10 C5 C6 O1 -88.07(17) . . . . ?
C10 C5 C6 C7 35.2(2) . . . . ?
C10 C5 C4 C3 -42.3(2) . . . . ?
C10 C5 C4 C18 -165.53(17) . . . . ?
C10 C5 C4 C19 85.00(19) . . . . ?
C4 C5 C6 O1 34.46(17) . . . . ?
C4 C5 C6 C7 157.76(17) . . . . ?
C4 C5 C10 C9 -179.21(16) . . . . ?
C4 C5 C10 C1 58.0(2) . . . . ?
C4 C5 C10 C20 -61.1(2) . . . . ?
C17 C13 C12 C11 149.3(2) . . . . ?
C17 C13 C12 C15 -100.0(2) . . . . ?
C19 O1 C6 C5 -19.62(19) . . . . ?
C19 O1 C6 C7 -144.29(16) . . . . ?
C12 C13 C17 O4 168.1(2) . . . . ?
C12 C13 C17 O3 -10.4(4) . . . . ?
C11 C9 C10 C5 177.22(17) . . . . ?
C11 C9 C10 C1 -65.2(2) . . . . ?
C11 C9 C10 C20 55.1(2) . . . . ?
C11 C9 C16 C15 -23.3(2) . . . . ?
C11 C12 C15 C16 33.5(2) . . . . ?
C16 C9 C10 C5 -65.5(2) . . . . ?
C16 C9 C10 C1 52.1(2) . . . . ?
C16 C9 C10 C20 172.30(16) . . . . ?
C16 C9 C11 C12 44.2(2) . . . . ?
C15 C12 C11 C9 -48.7(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
