# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1816362'
_audit_update_record             
;
2018-01-11 deposited with the CCDC.
2018-09-11 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H34 Br2 O9, C O'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C38 H34 Br2 O10'
_chemical_formula_iupac          ?
_chemical_formula_weight         810.45
_chemical_compound_source        'see text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

_cell_length_a                   17.651(4)
_cell_length_b                   11.598(3)
_cell_length_c                   18.625(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.778(5)
_cell_angle_gamma                90
_cell_volume                     3768.2(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3231
_cell_measurement_theta_min      3.2
_cell_measurement_theta_max      25.4
_cell_special_details            
;
;

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless

_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             1648
_exptl_absorpt_coefficient_mu    2.206
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.748
_exptl_absorpt_correction_T_max  0.826

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      293(2)
_diffrn_source_power             0.0
_diffrn_source_voltage           50.0
_diffrn_source_current           0.6
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   MicroMax003_Mo
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_specimen_support Fiber
_diffrn_detector                 CCD
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       'profile data from ω-scans'


_diffrn_reflns_number            23722
_diffrn_reflns_av_R_equivalents  0.0752
_diffrn_reflns_av_sigmaI/netI    0.0916
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.18
_diffrn_reflns_theta_max         25.38
_reflns_number_total             6762
_reflns_number_gt                3424
_reflns_threshold_expression     >2sigma(I)

_diffrn_reflns_theta_full        25.38
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'


#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs 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)+(0.0831P)²+1.9257P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6762
_refine_ls_number_parameters     458
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1436
_refine_ls_R_factor_gt           0.0647
_refine_ls_wR_factor_ref         0.1871
_refine_ls_wR_factor_gt          0.1534
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.999
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.689
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.073

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
Br1 Br Uani 0.48343(4) 0.91723(7) 0.07600(5) 1.000 0.0799(3) . .
Br2 Br Uani 0.35902(5) 1.07066(7) -0.29851(4) 1.000 0.0767(3) . .
O1 O Uani -0.0708(3) 0.4571(4) -0.1419(3) 1.000 0.083(2) . .
O2 O Uani 0.0145(2) 0.7818(4) 0.0113(2) 1.000 0.0633(17) . .
O3 O Uani 0.2360(3) 0.6824(4) -0.0003(3) 1.000 0.0783(19) . .
O4 O Uani 0.0737(3) 1.2519(4) 0.2338(3) 1.000 0.090(3) . .
O5 O Uani 0.2381(2) 0.7411(3) 0.2400(2) 1.000 0.0537(17) . .
O6 O Uani 0.3859(3) 0.7209(4) 0.2975(3) 1.000 0.0684(17) . .
O7 O Uani 0.1489(3) 0.9337(4) -0.1196(3) 1.000 0.0690(19) . .
O8 O Uani 0.2446(3) 1.1854(4) -0.0193(3) 1.000 0.0687(17) . .
O9 O Uani 0.3786(3) 1.2926(4) -0.2181(3) 1.000 0.0707(19) . .
C1 C Uani 0.1177(4) 0.5626(5) -0.0737(4) 1.000 0.055(2) . .
C2 C Uani 0.0603(5) 0.4961(6) -0.1085(4) 1.000 0.066(3) . .
C3 C Uani -0.0157(4) 0.5278(6) -0.1050(4) 1.000 0.060(3) . .
C4 C Uani -0.0315(4) 0.6228(6) -0.0660(4) 1.000 0.059(3) . .
C5 C Uani 0.0277(4) 0.6899(5) -0.0303(3) 1.000 0.050(2) . .
C6 C Uani 0.1043(3) 0.6614(5) -0.0344(3) 1.000 0.044(2) . .
C7 C Uani 0.1734(4) 0.7285(5) -0.0036(3) 1.000 0.051(2) . .
C8 C Uani 0.1709(3) 0.8538(5) 0.0230(3) 1.000 0.043(2) . .
C9 C Uani 0.1880(3) 0.8535(5) 0.1073(3) 1.000 0.045(2) . .
C10 C Uani 0.2719(3) 0.8350(4) 0.1357(3) 1.000 0.0390(19) . .
C11 C Uani 0.2933(3) 0.7847(5) 0.2029(3) 1.000 0.047(2) . .
C12 C Uani 0.3712(4) 0.7731(5) 0.2318(4) 1.000 0.051(2) . .
C13 C Uani 0.4265(4) 0.8146(5) 0.1937(4) 1.000 0.054(3) . .
C14 C Uani 0.4034(3) 0.8655(5) 0.1272(4) 1.000 0.051(2) . .
C15 C Uani 0.3274(3) 0.8773(5) 0.0961(3) 1.000 0.0429(19) . .
C16 C Uani 0.3023(3) 0.9312(5) 0.0266(3) 1.000 0.047(2) . .
C17 C Uani 0.2301(3) 0.9239(5) -0.0082(3) 1.000 0.042(2) . .
C18 C Uani 0.2072(3) 0.9694(5) -0.0820(3) 1.000 0.044(2) . .
C19 C Uani 0.2563(3) 1.0574(5) -0.1133(3) 1.000 0.044(2) . .
C20 C Uani 0.2735(3) 1.1651(5) -0.0820(3) 1.000 0.048(2) . .
C21 C Uani 0.3136(3) 1.2459(5) -0.1159(4) 1.000 0.051(3) . .
C22 C Uani 0.3396(3) 1.2184(6) -0.1810(4) 1.000 0.053(3) . .
C23 C Uani 0.3231(3) 1.1108(5) -0.2108(3) 1.000 0.050(2) . .
C24 C Uani 0.2813(3) 1.0318(5) -0.1782(3) 1.000 0.046(2) . .
C25 C Uani 0.1578(3) 0.9630(5) 0.1386(3) 1.000 0.0442(19) . .
C26 C Uani 0.0812(3) 0.9709(6) 0.1451(4) 1.000 0.057(3) . .
C27 C Uani 0.0501(4) 1.0670(6) 0.1756(4) 1.000 0.061(3) . .
C28 C Uani 0.0983(4) 1.1551(6) 0.2015(4) 1.000 0.061(3) . .
C29 C Uani 0.1736(4) 1.1522(5) 0.1939(4) 1.000 0.063(3) . .
C30 C Uani 0.2029(4) 1.0570(5) 0.1627(4) 1.000 0.065(3) . .
C31 C Uani 0.3880(5) 1.4073(6) -0.1931(6) 1.000 0.103(4) . .
C32 C Uani 0.2724(6) 1.2788(8) 0.0245(5) 1.000 0.121(5) . .
C33 C Uani 0.4636(5) 0.6998(9) 0.3279(5) 1.000 0.112(4) . .
C34 C Uani 0.2244(4) 0.8070(6) 0.3027(4) 1.000 0.075(3) . .
C35 C Uani -0.0065(6) 1.2636(7) 0.2361(5) 1.000 0.112(4) . .
C36 C Uani -0.0628(4) 0.8143(7) 0.0136(4) 1.000 0.079(3) . .
C37 C Uani -0.1487(5) 0.4903(7) -0.1471(5) 1.000 0.091(4) . .
O10 O Uani 0.4094(7) 0.5919(12) 1.0119(12) 1.000 0.377(12) . .
C38 C Uani 0.3371(6) 0.5273(7) 0.9596(7) 1.000 0.127(5) . .
H1 H Uiso 0.16810 0.54170 -0.07610 1.000 0.0660 calc R
H2 H Uiso 0.07120 0.43090 -0.13410 1.000 0.0800 calc R
H4 H Uiso -0.08210 0.64240 -0.06340 1.000 0.0700 calc R
H8 H Uiso 0.11990 0.88630 0.00700 1.000 0.0520 calc R
H9 H Uiso 0.16000 0.78850 0.12420 1.000 0.0540 calc R
H13 H Uiso 0.47820 0.80830 0.21250 1.000 0.0650 calc R
H16 H Uiso 0.33780 0.97290 0.00510 1.000 0.0570 calc R
H21 H Uiso 0.32330 1.31860 -0.09540 1.000 0.0610 calc R
H24 H Uiso 0.26980 0.96050 -0.20000 1.000 0.0550 calc R
H26 H Uiso 0.04890 0.91010 0.12860 1.000 0.0690 calc R
H27 H Uiso -0.00200 1.07090 0.17830 1.000 0.0730 calc R
H29 H Uiso 0.20540 1.21410 0.20960 1.000 0.0760 calc R
H30 H Uiso 0.25450 1.05630 0.15770 1.000 0.0780 calc R
H31A H Uiso 0.33940 1.43740 -0.18480 1.000 0.1550 calc R
H31B H Uiso 0.40760 1.45340 -0.22890 1.000 0.1550 calc R
H31C H Uiso 0.42340 1.40900 -0.14850 1.000 0.1550 calc R
H32A H Uiso 0.32690 1.27150 0.03800 1.000 0.1810 calc R
H32B H Uiso 0.24850 1.27950 0.06750 1.000 0.1810 calc R
H32C H Uiso 0.26090 1.34930 -0.00180 1.000 0.1810 calc R
H33A H Uiso 0.48770 0.65440 0.29470 1.000 0.1680 calc R
H33B H Uiso 0.46540 0.65890 0.37290 1.000 0.1680 calc R
H33C H Uiso 0.49020 0.77190 0.33660 1.000 0.1680 calc R
H34A H Uiso 0.27140 0.81440 0.33590 1.000 0.1120 calc R
H34B H Uiso 0.18700 0.76810 0.32630 1.000 0.1120 calc R
H34C H Uiso 0.20570 0.88220 0.28750 1.000 0.1120 calc R
H35A H Uiso -0.03400 1.26500 0.18740 1.000 0.1680 calc R
H35B H Uiso -0.01570 1.33400 0.26040 1.000 0.1680 calc R
H35C H Uiso -0.02380 1.19950 0.26190 1.000 0.1680 calc R
H36A H Uiso -0.08920 0.82430 -0.03500 1.000 0.1190 calc R
H36B H Uiso -0.06370 0.88540 0.03980 1.000 0.1190 calc R
H36C H Uiso -0.08770 0.75520 0.03750 1.000 0.1190 calc R
H37A H Uiso -0.16250 0.49500 -0.09930 1.000 0.1370 calc R
H37B H Uiso -0.18040 0.43420 -0.17520 1.000 0.1370 calc R
H37C H Uiso -0.15580 0.56420 -0.17040 1.000 0.1370 calc R


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C14 1.917(6) . . yes
Br2 C23 1.898(6) . . yes
O1 C3 1.374(9) . . yes
O1 C37 1.417(10) . . yes
O2 C5 1.359(7) . . yes
O2 C36 1.423(8) . . yes
O3 C7 1.221(9) . . yes
O4 C28 1.375(9) . . yes
O4 C35 1.429(12) . . yes
O5 C11 1.374(7) . . yes
O5 C34 1.447(8) . . yes
O6 C12 1.354(9) . . yes
O6 C33 1.423(11) . . yes
O7 C18 1.225(8) . . yes
O8 C20 1.364(8) . . yes
O8 C32 1.399(11) . . yes
O9 C22 1.355(8) . . yes
O9 C31 1.411(9) . . yes
O10 C38 1.66(2) . . yes
C1 C2 1.357(10) . . no
C1 C6 1.399(9) . . no
C2 C3 1.402(11) . . no
C3 C4 1.372(10) . . no
C4 C5 1.388(10) . . no
C5 C6 1.405(9) . . no
C6 C7 1.486(9) . . no
C7 C8 1.538(8) . . no
C8 C17 1.509(8) . . no
C8 C9 1.553(8) . . no
C9 C10 1.510(8) . . no
C9 C25 1.527(8) . . no
C10 C15 1.402(8) . . no
C10 C11 1.380(8) . . no
C11 C12 1.405(9) . . no
C12 C13 1.378(10) . . no
C13 C14 1.377(10) . . no
C14 C15 1.384(8) . . no
C15 C16 1.445(8) . . no
C16 C17 1.341(8) . . no
C17 C18 1.470(8) . . no
C18 C19 1.512(8) . . no
C19 C24 1.381(8) . . no
C19 C20 1.392(8) . . no
C20 C21 1.384(8) . . no
C21 C22 1.397(10) . . no
C22 C23 1.379(9) . . no
C23 C24 1.375(8) . . no
C25 C26 1.379(8) . . no
C25 C30 1.384(9) . . no
C26 C27 1.401(10) . . no
C27 C28 1.369(10) . . no
C28 C29 1.358(10) . . no
C29 C30 1.384(9) . . no
C1 H1 0.9300 . . no
C2 H2 0.9300 . . no
C4 H4 0.9300 . . no
C8 H8 0.9800 . . no
C9 H9 0.9800 . . no
C13 H13 0.9300 . . no
C16 H16 0.9300 . . no
C21 H21 0.9300 . . no
C24 H24 0.9300 . . no
C26 H26 0.9300 . . no
C27 H27 0.9300 . . no
C29 H29 0.9300 . . no
C30 H30 0.9300 . . no
C31 H31B 0.9600 . . no
C31 H31C 0.9600 . . no
C31 H31A 0.9600 . . no
C32 H32B 0.9600 . . no
C32 H32C 0.9600 . . no
C32 H32A 0.9600 . . no
C33 H33B 0.9600 . . no
C33 H33C 0.9600 . . no
C33 H33A 0.9600 . . no
C34 H34A 0.9600 . . no
C34 H34B 0.9600 . . no
C34 H34C 0.9600 . . no
C35 H35A 0.9600 . . no
C35 H35B 0.9600 . . no
C35 H35C 0.9600 . . no
C36 H36B 0.9600 . . no
C36 H36C 0.9600 . . no
C36 H36A 0.9600 . . no
C37 H37B 0.9600 . . no
C37 H37C 0.9600 . . no
C37 H37A 0.9600 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O1 C37 118.5(6) . . . yes
C5 O2 C36 118.3(5) . . . yes
C28 O4 C35 118.1(6) . . . yes
C11 O5 C34 115.5(4) . . . yes
C12 O6 C33 118.5(6) . . . yes
C20 O8 C32 119.3(6) . . . yes
C22 O9 C31 118.3(6) . . . yes
C2 C1 C6 122.8(7) . . . no
C1 C2 C3 118.6(7) . . . no
O1 C3 C2 115.5(6) . . . yes
O1 C3 C4 124.0(6) . . . yes
C2 C3 C4 120.6(7) . . . no
C3 C4 C5 120.3(7) . . . no
O2 C5 C4 122.1(6) . . . yes
O2 C5 C6 117.8(5) . . . yes
C4 C5 C6 120.2(6) . . . no
C1 C6 C5 117.5(5) . . . no
C1 C6 C7 115.9(5) . . . no
C5 C6 C7 126.6(5) . . . no
O3 C7 C6 118.3(5) . . . yes
O3 C7 C8 117.9(6) . . . yes
C6 C7 C8 123.8(5) . . . no
C7 C8 C9 108.2(5) . . . no
C7 C8 C17 109.2(5) . . . no
C9 C8 C17 110.6(4) . . . no
C8 C9 C10 112.6(4) . . . no
C8 C9 C25 111.0(5) . . . no
C10 C9 C25 111.4(4) . . . no
C9 C10 C11 119.7(5) . . . no
C9 C10 C15 119.5(5) . . . no
C11 C10 C15 120.6(5) . . . no
O5 C11 C10 119.6(5) . . . yes
O5 C11 C12 120.0(5) . . . yes
C10 C11 C12 120.3(5) . . . no
O6 C12 C11 115.5(6) . . . yes
O6 C12 C13 124.6(7) . . . yes
C11 C12 C13 119.9(6) . . . no
C12 C13 C14 118.5(6) . . . no
Br1 C14 C13 116.2(5) . . . yes
Br1 C14 C15 120.1(5) . . . yes
C13 C14 C15 123.6(6) . . . no
C10 C15 C14 117.1(5) . . . no
C10 C15 C16 118.7(5) . . . no
C14 C15 C16 124.2(5) . . . no
C15 C16 C17 123.0(5) . . . no
C8 C17 C16 120.7(5) . . . no
C8 C17 C18 116.5(5) . . . no
C16 C17 C18 122.3(5) . . . no
O7 C18 C17 120.0(5) . . . yes
O7 C18 C19 119.3(5) . . . yes
C17 C18 C19 120.7(5) . . . no
C18 C19 C20 123.1(5) . . . no
C18 C19 C24 118.1(5) . . . no
C20 C19 C24 118.8(5) . . . no
O8 C20 C19 115.3(5) . . . yes
O8 C20 C21 123.9(5) . . . yes
C19 C20 C21 120.7(5) . . . no
C20 C21 C22 120.0(6) . . . no
O9 C22 C21 123.9(6) . . . yes
O9 C22 C23 117.5(6) . . . yes
C21 C22 C23 118.6(6) . . . no
Br2 C23 C22 119.4(4) . . . yes
Br2 C23 C24 119.3(4) . . . yes
C22 C23 C24 121.4(5) . . . no
C19 C24 C23 120.5(5) . . . no
C9 C25 C26 119.5(5) . . . no
C9 C25 C30 124.2(5) . . . no
C26 C25 C30 116.3(6) . . . no
C25 C26 C27 122.6(6) . . . no
C26 C27 C28 118.4(6) . . . no
O4 C28 C27 122.9(6) . . . yes
O4 C28 C29 116.4(6) . . . yes
C27 C28 C29 120.7(7) . . . no
C28 C29 C30 119.9(6) . . . no
C25 C30 C29 122.1(6) . . . no
C2 C1 H1 119.00 . . . no
C6 C1 H1 119.00 . . . no
C1 C2 H2 121.00 . . . no
C3 C2 H2 121.00 . . . no
C3 C4 H4 120.00 . . . no
C5 C4 H4 120.00 . . . no
C7 C8 H8 110.00 . . . no
C9 C8 H8 110.00 . . . no
C17 C8 H8 110.00 . . . no
C8 C9 H9 107.00 . . . no
C10 C9 H9 107.00 . . . no
C25 C9 H9 107.00 . . . no
C12 C13 H13 121.00 . . . no
C14 C13 H13 121.00 . . . no
C15 C16 H16 118.00 . . . no
C17 C16 H16 119.00 . . . no
C20 C21 H21 120.00 . . . no
C22 C21 H21 120.00 . . . no
C19 C24 H24 120.00 . . . no
C23 C24 H24 120.00 . . . no
C25 C26 H26 119.00 . . . no
C27 C26 H26 119.00 . . . no
C26 C27 H27 121.00 . . . no
C28 C27 H27 121.00 . . . no
C28 C29 H29 120.00 . . . no
C30 C29 H29 120.00 . . . no
C25 C30 H30 119.00 . . . no
C29 C30 H30 119.00 . . . no
O9 C31 H31A 109.00 . . . no
O9 C31 H31B 109.00 . . . no
O9 C31 H31C 109.00 . . . no
H31A C31 H31B 110.00 . . . no
H31A C31 H31C 109.00 . . . no
H31B C31 H31C 109.00 . . . no
O8 C32 H32A 109.00 . . . no
O8 C32 H32B 109.00 . . . no
O8 C32 H32C 110.00 . . . no
H32A C32 H32B 109.00 . . . no
H32A C32 H32C 110.00 . . . no
H32B C32 H32C 109.00 . . . no
O6 C33 H33A 109.00 . . . no
O6 C33 H33B 110.00 . . . no
O6 C33 H33C 110.00 . . . no
H33A C33 H33B 109.00 . . . no
H33A C33 H33C 109.00 . . . no
H33B C33 H33C 109.00 . . . no
O5 C34 H34A 109.00 . . . no
O5 C34 H34B 109.00 . . . no
O5 C34 H34C 110.00 . . . no
H34A C34 H34B 110.00 . . . no
H34A C34 H34C 109.00 . . . no
H34B C34 H34C 109.00 . . . no
O4 C35 H35A 109.00 . . . no
O4 C35 H35B 110.00 . . . no
O4 C35 H35C 109.00 . . . no
H35A C35 H35B 109.00 . . . no
H35A C35 H35C 109.00 . . . no
H35B C35 H35C 109.00 . . . no
O2 C36 H36A 109.00 . . . no
O2 C36 H36B 109.00 . . . no
O2 C36 H36C 110.00 . . . no
H36A C36 H36B 109.00 . . . no
H36A C36 H36C 109.00 . . . no
H36B C36 H36C 109.00 . . . no
O1 C37 H37A 109.00 . . . no
O1 C37 H37B 109.00 . . . no
O1 C37 H37C 109.00 . . . no
H37A C37 H37B 110.00 . . . no
H37A C37 H37C 110.00 . . . no
H37B C37 H37C 109.00 . . . no

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
C37 O1 C3 C4 7.3(10) . . . . no
C37 O1 C3 C2 -173.5(7) . . . . no
C36 O2 C5 C4 -4.6(8) . . . . no
C36 O2 C5 C6 177.6(5) . . . . no
C35 O4 C28 C29 173.7(7) . . . . no
C35 O4 C28 C27 -4.0(10) . . . . no
C34 O5 C11 C12 75.2(7) . . . . no
C34 O5 C11 C10 -107.8(6) . . . . no
C33 O6 C12 C11 176.1(6) . . . . no
C33 O6 C12 C13 -4.4(10) . . . . no
C32 O8 C20 C19 165.8(6) . . . . no
C32 O8 C20 C21 -17.7(9) . . . . no
C31 O9 C22 C23 172.5(6) . . . . no
C31 O9 C22 C21 -5.6(10) . . . . no
C6 C1 C2 C3 0.1(11) . . . . no
C2 C1 C6 C7 -176.2(6) . . . . no
C2 C1 C6 C5 1.4(10) . . . . no
C1 C2 C3 C4 -1.3(11) . . . . no
C1 C2 C3 O1 179.5(6) . . . . no
O1 C3 C4 C5 -179.9(6) . . . . no
C2 C3 C4 C5 1.0(11) . . . . no
C3 C4 C5 C6 0.5(10) . . . . no
C3 C4 C5 O2 -177.2(6) . . . . no
C4 C5 C6 C7 175.6(6) . . . . no
C4 C5 C6 C1 -1.6(9) . . . . no
O2 C5 C6 C7 -6.5(9) . . . . no
O2 C5 C6 C1 176.2(5) . . . . no
C5 C6 C7 O3 167.0(6) . . . . no
C1 C6 C7 O3 -15.7(8) . . . . no
C1 C6 C7 C8 163.0(6) . . . . no
C5 C6 C7 C8 -14.3(9) . . . . no
O3 C7 C8 C17 46.6(7) . . . . no
C6 C7 C8 C9 107.4(6) . . . . no
C6 C7 C8 C17 -132.1(5) . . . . no
O3 C7 C8 C9 -73.9(7) . . . . no
C7 C8 C17 C16 -88.3(6) . . . . no
C7 C8 C9 C25 -158.6(5) . . . . no
C7 C8 C17 C18 83.8(6) . . . . no
C9 C8 C17 C18 -157.2(5) . . . . no
C17 C8 C9 C25 81.8(6) . . . . no
C7 C8 C9 C10 75.7(6) . . . . no
C9 C8 C17 C16 30.8(7) . . . . no
C17 C8 C9 C10 -43.9(6) . . . . no
C10 C9 C25 C26 -152.9(6) . . . . no
C8 C9 C10 C11 -152.5(5) . . . . no
C8 C9 C25 C26 80.8(7) . . . . no
C25 C9 C10 C15 -93.0(6) . . . . no
C25 C9 C10 C11 82.0(6) . . . . no
C10 C9 C25 C30 26.0(8) . . . . no
C8 C9 C25 C30 -100.3(7) . . . . no
C8 C9 C10 C15 32.5(7) . . . . no
C15 C10 C11 O5 -178.3(5) . . . . no
C9 C10 C15 C14 175.4(5) . . . . no
C11 C10 C15 C14 0.4(8) . . . . no
C9 C10 C11 C12 -176.3(5) . . . . no
C11 C10 C15 C16 -178.9(5) . . . . no
C9 C10 C15 C16 -3.9(8) . . . . no
C9 C10 C11 O5 6.7(8) . . . . no
C15 C10 C11 C12 -1.3(8) . . . . no
O5 C11 C12 O6 -2.0(8) . . . . no
C10 C11 C12 C13 1.6(9) . . . . no
O5 C11 C12 C13 178.5(5) . . . . no
C10 C11 C12 O6 -179.0(5) . . . . no
O6 C12 C13 C14 179.8(6) . . . . no
C11 C12 C13 C14 -0.8(9) . . . . no
C12 C13 C14 C15 -0.1(10) . . . . no
C12 C13 C14 Br1 -178.3(5) . . . . no
C13 C14 C15 C16 179.6(6) . . . . no
C13 C14 C15 C10 0.4(9) . . . . no
Br1 C14 C15 C10 178.4(4) . . . . no
Br1 C14 C15 C16 -2.4(8) . . . . no
C10 C15 C16 C17 -12.9(9) . . . . no
C14 C15 C16 C17 167.9(6) . . . . no
C15 C16 C17 C8 -2.3(9) . . . . no
C15 C16 C17 C18 -173.8(5) . . . . no
C16 C17 C18 O7 159.0(6) . . . . no
C16 C17 C18 C19 -18.9(8) . . . . no
C8 C17 C18 O7 -12.9(8) . . . . no
C8 C17 C18 C19 169.2(5) . . . . no
O7 C18 C19 C24 -54.2(8) . . . . no
C17 C18 C19 C24 123.8(6) . . . . no
C17 C18 C19 C20 -60.1(8) . . . . no
O7 C18 C19 C20 121.9(6) . . . . no
C24 C19 C20 C21 1.2(8) . . . . no
C18 C19 C20 C21 -174.9(5) . . . . no
C24 C19 C20 O8 177.8(5) . . . . no
C20 C19 C24 C23 0.7(8) . . . . no
C18 C19 C24 C23 177.0(5) . . . . no
C18 C19 C20 O8 1.7(8) . . . . no
C19 C20 C21 C22 -2.2(9) . . . . no
O8 C20 C21 C22 -178.5(6) . . . . no
C20 C21 C22 O9 179.4(6) . . . . no
C20 C21 C22 C23 1.2(9) . . . . no
O9 C22 C23 C24 -177.5(5) . . . . no
C21 C22 C23 Br2 -179.1(4) . . . . no
O9 C22 C23 Br2 2.6(8) . . . . no
C21 C22 C23 C24 0.7(9) . . . . no
C22 C23 C24 C19 -1.7(9) . . . . no
Br2 C23 C24 C19 178.2(4) . . . . no
C9 C25 C30 C29 -176.8(6) . . . . no
C26 C25 C30 C29 2.1(10) . . . . no
C9 C25 C26 C27 177.8(6) . . . . no
C30 C25 C26 C27 -1.3(10) . . . . no
C25 C26 C27 C28 -1.6(11) . . . . no
C26 C27 C28 C29 3.8(11) . . . . no
C26 C27 C28 O4 -178.6(7) . . . . no
O4 C28 C29 C30 179.2(6) . . . . no
C27 C28 C29 C30 -3.0(11) . . . . no
C28 C29 C30 C25 -0.1(11) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
Br1 Br1 3.5424(16) . 3_675 no
Br2 O9 2.972(5) . . no
Br1 H33B 3.0500 . 2_655 no
Br1 H16 2.7800 . . no
O2 C26 3.393(8) . . no
O2 C8 2.861(7) . . no
O2 C9 3.405(7) . . no
O3 C10 3.076(7) . . no
O3 C38 2.718(11) . 1_554 no
O3 C15 3.171(8) . . no
O3 O10 3.211(14) . 1_554 no
O3 C16 3.125(8) . . no
O5 C25 3.374(7) . . no
O5 O6 2.675(7) . . no
O6 C34 3.036(9) . . no
O6 O5 2.675(7) . . no
O7 C7 3.199(8) . . no
O8 C17 3.053(7) . . no
O8 C16 3.193(8) . . no
O8 C36 3.227(9) . 3_575 no
O9 Br2 2.972(5) . . no
O10 O3 3.211(14) . 1_556 no
O1 H35C 2.7700 . 4_564 no
O2 H26 2.6400 . . no
O2 H8 2.2300 . . no
O3 H1 2.3600 . . no
O5 H37B 2.5000 . 3_565 no
O5 H24 2.6100 . 4_565 no
O5 H9 2.4400 . . no
O6 H34A 2.4900 . . no
O7 H27 2.6600 . 3_575 no
O7 H8 2.5500 . . no
O7 H24 2.8100 . . no
O7 H34B 2.6700 . 4_564 no
O8 H36C 2.8200 . 3_575 no
O9 H13 2.7700 . 3_675 no
C1 C34 3.530(10) . 4_564 no
C3 C35 3.502(11) . 3_575 no
C3 C5 3.596(9) . 3_565 no
C4 C35 3.588(12) . 3_575 no
C5 C3 3.596(9) . 3_565 no
C7 C15 3.504(8) . . no
C7 O7 3.199(8) . . no
C8 O2 2.861(7) . . no
C9 O2 3.405(7) . . no
C10 O3 3.076(7) . . no
C11 C30 3.566(8) . . no
C15 C30 3.398(9) . . no
C15 O3 3.171(8) . . no
C15 C7 3.504(8) . . no
C16 C20 3.376(8) . . no
C16 C25 3.552(8) . . no
C16 O8 3.193(8) . . no
C16 O3 3.125(8) . . no
C17 O8 3.053(7) . . no
C20 C16 3.376(8) . . no
C21 C38 3.553(11) . 1_564 no
C25 C34 3.592(9) . . no
C25 O5 3.374(7) . . no
C25 C16 3.552(8) . . no
C26 O2 3.393(8) . . no
C30 C11 3.566(8) . . no
C30 C15 3.398(9) . . no
C31 C38 3.408(16) . 1_564 no
C32 C38 3.390(13) . 1_564 no
C34 C1 3.530(10) . 4_565 no
C34 C25 3.592(9) . . no
C34 O6 3.036(9) . . no
C35 C3 3.502(11) . 3_575 no
C35 C4 3.588(12) . 3_575 no
C36 O8 3.227(9) . 3_575 no
C38 O3 2.718(11) . 1_556 no
C38 C21 3.553(11) . 1_546 no
C38 C32 3.390(13) . 1_546 no
C38 C31 3.408(16) . 1_546 no
C1 H34B 3.0800 . 4_564 no
C3 H35A 3.0500 . 3_575 no
C4 H37C 2.7800 . . no
C4 H36A 2.6500 . . no
C4 H36C 2.7600 . . no
C4 H37A 2.7400 . . no
C4 H35A 2.9900 . 3_575 no
C5 H35A 2.9900 . 3_575 no
C5 H8 2.8200 . . no
C6 H35A 3.0500 . 3_575 no
C10 H30 2.6200 . . no
C12 H34A 2.8500 . . no
C13 H33C 2.7700 . . no
C13 H33A 2.7500 . . no
C13 H31B 3.0900 . 4_575 no
C15 H30 2.7800 . . no
C16 H30 3.0700 . . no
C19 H16 2.6300 . . no
C20 H16 2.8900 . . no
C21 H32A 2.8600 . . no
C21 H31A 2.6400 . . no
C21 H32C 2.7200 . . no
C21 H31C 2.8400 . . no
C22 H29 2.9800 . 4_574 no
C25 H34C 2.9300 . . no
C26 H35B 2.7500 . 2_545 no
C26 H8 2.9300 . . no
C27 H36A 3.0800 . 3_575 no
C27 H35C 2.7000 . . no
C27 H35B 3.0500 . 2_545 no
C27 H35A 2.7600 . . no
C28 H36A 3.0900 . 3_575 no
C30 H34C 3.0800 . . no
C31 H21 2.5100 . . no
C32 H21 2.5700 . . no
C33 H13 2.5400 . . no
C35 H27 2.4900 . . no
C36 H26 2.9000 . . no
C36 H4 2.4500 . . no
C37 H4 2.5200 . . no
C38 H1 2.9600 . 1_556 no
C38 H31C 3.0300 . 1_546 no
C38 H21 2.6300 . 1_546 no
C38 H31A 2.8900 . 1_546 no
C38 H34A 3.0300 . 4_565 no
C38 H32C 2.6200 . 1_546 no
H1 C38 2.9600 . 1_554 no
H1 O3 2.3600 . . no
H4 H36A 2.1800 . . no
H4 C36 2.4500 . . no
H4 C37 2.5200 . . no
H4 H37C 2.3900 . . no
H4 H36C 2.3000 . . no
H4 H37A 2.2600 . . no
H8 C5 2.8200 . . no
H8 O7 2.5500 . . no
H8 C26 2.9300 . . no
H8 O2 2.2300 . . no
H9 O5 2.4400 . . no
H9 H26 2.4300 . . no
H13 O9 2.7700 . 3_675 no
H13 C33 2.5400 . . no
H13 H33A 2.3400 . . no
H13 H33C 2.3300 . . no
H16 Br1 2.7800 . . no
H16 C19 2.6300 . . no
H16 C20 2.8900 . . no
H21 H31C 2.3900 . . no
H21 H32A 2.5400 . . no
H21 H32C 2.2300 . . no
H21 C38 2.6300 . 1_564 no
H21 C31 2.5100 . . no
H21 C32 2.5700 . . no
H21 H31A 2.2100 . . no
H24 O7 2.8100 . . no
H24 O5 2.6100 . 4_564 no
H26 C36 2.9000 . . no
H26 H9 2.4300 . . no
H26 O2 2.6400 . . no
H26 H35B 2.4000 . 2_545 no
H26 H36B 2.4000 . . no
H27 C35 2.4900 . . no
H27 O7 2.6600 . 3_575 no
H27 H35C 2.2300 . . no
H27 H35A 2.3300 . . no
H29 C22 2.9800 . 4_575 no
H30 C16 3.0700 . . no
H30 C15 2.7800 . . no
H30 C10 2.6200 . . no
H31A C38 2.8900 . 1_564 no
H31A H21 2.2100 . . no
H31A C21 2.6400 . . no
H31B C13 3.0900 . 4_574 no
H31C H21 2.3900 . . no
H31C C21 2.8400 . . no
H31C C38 3.0300 . 1_564 no
H32A C21 2.8600 . . no
H32A H21 2.5400 . . no
H32C C21 2.7200 . . no
H32C C38 2.6200 . 1_564 no
H32C H21 2.2300 . . no
H33A H13 2.3400 . . no
H33A C13 2.7500 . . no
H33B Br1 3.0500 . 2_645 no
H33C H13 2.3300 . . no
H33C C13 2.7700 . . no
H34A O6 2.4900 . . no
H34A C38 3.0300 . 4_564 no
H34A C12 2.8500 . . no
H34B C1 3.0800 . 4_565 no
H34B O7 2.6700 . 4_565 no
H34C C25 2.9300 . . no
H34C C30 3.0800 . . no
H35A C27 2.7600 . . no
H35A C6 3.0500 . 3_575 no
H35A C5 2.9900 . 3_575 no
H35A H27 2.3300 . . no
H35A C3 3.0500 . 3_575 no
H35A C4 2.9900 . 3_575 no
H35B C27 3.0500 . 2_555 no
H35B H26 2.4000 . 2_555 no
H35B C26 2.7500 . 2_555 no
H35C C27 2.7000 . . no
H35C H27 2.2300 . . no
H35C O1 2.7700 . 4_565 no
H36A H4 2.1800 . . no
H36A C4 2.6500 . . no
H36A C27 3.0800 . 3_575 no
H36A C28 3.0900 . 3_575 no
H36B H26 2.4000 . . no
H36C O8 2.8200 . 3_575 no
H36C C4 2.7600 . . no
H36C H4 2.3000 . . no
H37A H4 2.2600 . . no
H37A C4 2.7400 . . no
H37B O5 2.5000 . 3_565 no
H37C C4 2.7800 . . no
H37C H4 2.3900 . . no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C1 H1 O3 0.9300 2.3600 2.700(9) 101.00 . yes
C8 H8 O2 0.9800 2.2300 2.861(7) 121.00 . yes
C9 H9 O5 0.9800 2.4400 2.815(7) 102.00 . yes
C16 H16 Br1 0.9300 2.7800 3.193(5) 108.00 . yes
C34 H34A O6 0.9600 2.4900 3.036(9) 116.00 . yes
C37 H37B O5 0.9600 2.5000 3.443(9) 167.00 3_565 yes

# Loop Mechanism for Extra Tables(s)

#loop_
#_publ_manuscript_incl_extra_item
#'_geom_extra_tableA_col_1'
#'_geom_extra_tableA_col_2'
#'_geom_extra_tableA_col_3'
#'_geom_extra_table_head_A'
#'_geom_table_footnote_A'
#'_geom_extra_tableB_col_1'
#'_geom_extra_tableB_col_2'
#'_geom_extra_tableB_col_3'
#'_geom_extra_table_head_B'
#'_geom_table_footnote_B'


#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
# ? ? ?


#
#loop_
#_geom_extra_tableB_col_1
#_geom_extra_tableB_col_2
#_geom_extra_tableB_col_3
# ? ? ?


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#===END
####################################################################### 
# 
# 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_shelxl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1816363'
_audit_update_record             
;
2018-01-11 deposited with the CCDC.
2018-09-11 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H23 N O5'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C31 H23 N O5'
_chemical_formula_iupac          ?
_chemical_formula_weight         489.50
_chemical_compound_source        'see text'

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

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

_cell_length_a                   13.541(8)
_cell_length_b                   9.928(6)
_cell_length_c                   20.222(15)
_cell_angle_alpha                90
_cell_angle_beta                 90.670(14)
_cell_angle_gamma                90
_cell_volume                     2718(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1441
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      25.4

_cell_special_details            
;
;

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless

_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'

_exptl_absorpt_correction_T_min  0.989
_exptl_absorpt_correction_T_max  0.996

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      293(2)
_diffrn_source_power             0.0
_diffrn_source_voltage           50.0
_diffrn_source_current           0.6
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   MicroMax003_Mo
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_specimen_support Fiber
_diffrn_detector                 CCD
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       'profile data from ω-scans'


_diffrn_reflns_number            13071
_diffrn_reflns_av_R_equivalents  0.1222
_diffrn_reflns_av_sigmaI/netI    0.2510
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         25.40
_reflns_number_total             4683
_reflns_number_gt                1282
_reflns_threshold_expression     >2sigma(I)

_diffrn_reflns_theta_full        25.40
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measured_fraction_theta_full 0.936
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'


#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs 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)+(0.1192P)²+0.0000P] 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         4683
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2578
_refine_ls_R_factor_gt           0.0936
_refine_ls_wR_factor_ref         0.2884
_refine_ls_wR_factor_gt          0.2429
_refine_ls_goodness_of_fit_ref   0.859
_refine_ls_restrained_S_all      0.859
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         0.479
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.070

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O Uani 0.0890(3) 0.0973(5) 0.8455(3) 1.000 0.069(2) . .
O2 O Uani 0.0834(4) -0.0814(5) 0.7005(3) 1.000 0.081(2) . .
O3 O Uani 0.4824(4) 0.4581(7) 0.7067(4) 1.000 0.116(3) . .
O4 O Uani 0.4477(4) 0.6669(6) 0.7135(4) 1.000 0.101(3) . .
O5 O Uani -0.3471(4) 0.1033(5) 0.6267(3) 1.000 0.078(2) . .
N1 N Uani 0.4226(5) 0.5497(8) 0.7029(4) 1.000 0.074(3) . .
C1 C Uani 0.3445(6) 0.1454(8) 0.8810(4) 1.000 0.063(3) . .
C2 C Uani 0.4110(7) 0.1442(9) 0.9340(6) 1.000 0.087(4) . .
C3 C Uani 0.3833(8) 0.0801(11) 0.9915(6) 1.000 0.097(5) . .
C4 C Uani 0.2887(9) 0.0201(10) 0.9958(5) 1.000 0.092(4) . .
C5 C Uani 0.2246(6) 0.0277(8) 0.9423(4) 1.000 0.065(3) . .
C6 C Uani 0.2538(5) 0.0884(7) 0.8851(4) 1.000 0.053(3) . .
C7 C Uani 0.1770(5) 0.0970(6) 0.8299(4) 1.000 0.052(3) . .
C8 C Uani 0.2029(5) 0.1050(7) 0.7584(4) 1.000 0.047(3) . .
C9 C Uani 0.2857(5) 0.0556(7) 0.7362(4) 1.000 0.057(3) . .
C10 C Uani 0.3045(5) 0.0494(7) 0.6649(4) 1.000 0.056(3) . .
C11 C Uani 0.3879(5) -0.0241(8) 0.6391(5) 1.000 0.069(4) . .
C12 C Uani 0.4037(7) -0.0302(9) 0.5718(5) 1.000 0.083(4) . .
C13 C Uani 0.3421(7) 0.0387(9) 0.5298(5) 1.000 0.081(4) . .
C14 C Uani 0.2630(6) 0.1143(8) 0.5557(5) 1.000 0.070(4) . .
C15 C Uani 0.2434(5) 0.1216(7) 0.6217(4) 1.000 0.051(3) . .
C16 C Uani 0.1649(5) 0.2079(6) 0.6492(4) 1.000 0.044(3) . .
C17 C Uani 0.1229(5) 0.1508(6) 0.7151(3) 1.000 0.043(3) . .
C18 C Uani 0.1982(5) 0.3549(7) 0.6582(4) 1.000 0.046(3) . .
C19 C Uani 0.2950(5) 0.3897(7) 0.6761(4) 1.000 0.052(3) . .
C20 C Uani 0.3208(5) 0.5220(7) 0.6869(4) 1.000 0.049(3) . .
C21 C Uani 0.2509(6) 0.6240(7) 0.6791(4) 1.000 0.061(3) . .
C22 C Uani 0.1561(5) 0.5901(8) 0.6619(5) 1.000 0.070(4) . .
C23 C Uani 0.1328(5) 0.4591(8) 0.6537(4) 1.000 0.060(3) . .
C24 C Uani 0.0530(5) 0.0327(8) 0.6978(3) 1.000 0.049(3) . .
C25 C Uani -0.0505(5) 0.0622(7) 0.6769(4) 1.000 0.050(3) . .
C26 C Uani -0.1111(5) -0.0470(7) 0.6569(4) 1.000 0.060(3) . .
C27 C Uani -0.2070(5) -0.0276(8) 0.6408(4) 1.000 0.062(3) . .
C28 C Uani -0.2495(5) 0.1008(8) 0.6434(4) 1.000 0.059(3) . .
C29 C Uani -0.1925(5) 0.2071(7) 0.6610(4) 1.000 0.060(3) . .
C30 C Uani -0.0945(5) 0.1886(8) 0.6772(4) 1.000 0.060(3) . .
C31 C Uani -0.3956(5) 0.2332(8) 0.6228(5) 1.000 0.088(4) . .
H2 H Uiso 0.26850 0.71370 0.68540 1.000 0.0730 calc R
H3 H Uiso 0.10840 0.65650 0.65600 1.000 0.0840 calc R
H4 H Uiso 0.06710 0.43810 0.64440 1.000 0.0710 calc R
H6 H Uiso 0.34250 0.32250 0.68070 1.000 0.0630 calc R
H7 H Uiso 0.11040 0.20830 0.61690 1.000 0.0530 calc R
H9 H Uiso 0.22230 0.16130 0.52640 1.000 0.0840 calc R
H10 H Uiso 0.35210 0.03590 0.48440 1.000 0.0980 calc R
H11 H Uiso 0.45570 -0.08070 0.55520 1.000 0.1000 calc R
H12 H Uiso 0.43120 -0.06750 0.66810 1.000 0.0830 calc R
H14 H Uiso 0.33320 0.02390 0.76590 1.000 0.0680 calc R
H16 H Uiso 0.08550 0.22160 0.73750 1.000 0.0520 calc R
H19 H Uiso 0.16150 -0.00850 0.94520 1.000 0.0780 calc R
H20 H Uiso 0.26980 -0.02390 1.03420 1.000 0.1110 calc R
H21 H Uiso 0.42680 0.07630 1.02740 1.000 0.1170 calc R
H22 H Uiso 0.47240 0.18550 0.93090 1.000 0.1050 calc R
H23 H Uiso 0.36280 0.18640 0.84160 1.000 0.0750 calc R
H26 H Uiso -0.05650 0.26320 0.68890 1.000 0.0730 calc R
H27 H Uiso -0.21970 0.29310 0.66210 1.000 0.0720 calc R
H29 H Uiso -0.24550 -0.10070 0.62770 1.000 0.0740 calc R
H30 H Uiso -0.08440 -0.13330 0.65480 1.000 0.0710 calc R
H31A H Uiso -0.39910 0.27190 0.66620 1.000 0.1310 calc R
H31B H Uiso -0.46120 0.22180 0.60510 1.000 0.1310 calc R
H31C H Uiso -0.35880 0.29180 0.59450 1.000 0.1310 calc R


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.236(8) . . yes
O2 C24 1.206(9) . . yes
O3 N1 1.220(10) . . yes
O4 N1 1.230(10) . . yes
O5 C28 1.361(9) . . yes
O5 C31 1.449(9) . . yes
N1 C20 1.439(10) . . yes
C1 C2 1.392(14) . . no
C1 C6 1.356(11) . . no
C2 C3 1.381(16) . . no
C3 C4 1.416(16) . . no
C4 C5 1.381(14) . . no
C5 C6 1.367(11) . . no
C6 C7 1.519(11) . . no
C7 C8 1.494(11) . . no
C8 C9 1.308(10) . . no
C8 C17 1.458(10) . . no
C9 C10 1.468(11) . . no
C10 C11 1.447(10) . . no
C10 C15 1.395(10) . . no
C11 C12 1.382(14) . . no
C12 C13 1.367(14) . . no
C13 C14 1.414(13) . . no
C14 C15 1.366(13) . . no
C15 C16 1.479(10) . . no
C16 C17 1.562(10) . . no
C16 C18 1.538(9) . . no
C17 C24 1.544(10) . . no
C18 C19 1.399(10) . . no
C18 C23 1.364(10) . . no
C19 C20 1.376(10) . . no
C20 C21 1.394(10) . . no
C21 C22 1.368(11) . . no
C22 C23 1.348(11) . . no
C24 C25 1.488(10) . . no
C25 C26 1.416(10) . . no
C25 C30 1.389(10) . . no
C26 C27 1.349(10) . . no
C27 C28 1.400(11) . . no
C28 C29 1.353(10) . . no
C29 C30 1.376(10) . . no
C1 H23 0.9300 . . no
C2 H22 0.9300 . . no
C3 H21 0.9300 . . no
C4 H20 0.9300 . . no
C5 H19 0.9300 . . no
C9 H14 0.9300 . . no
C11 H12 0.9300 . . no
C12 H11 0.9300 . . no
C13 H10 0.9300 . . no
C14 H9 0.9300 . . no
C16 H7 0.9800 . . no
C17 H16 0.9800 . . no
C19 H6 0.9300 . . no
C21 H2 0.9300 . . no
C22 H3 0.9300 . . no
C23 H4 0.9300 . . no
C26 H30 0.9300 . . no
C27 H29 0.9300 . . no
C29 H27 0.9300 . . no
C30 H26 0.9300 . . no
C31 H31A 0.9600 . . no
C31 H31B 0.9600 . . no
C31 H31C 0.9600 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C28 O5 C31 117.9(6) . . . yes
O3 N1 O4 120.8(7) . . . yes
O3 N1 C20 120.4(7) . . . yes
O4 N1 C20 118.8(7) . . . yes
C2 C1 C6 121.9(8) . . . no
C1 C2 C3 118.2(9) . . . no
C2 C3 C4 120.0(10) . . . no
C3 C4 C5 119.3(9) . . . no
C4 C5 C6 120.1(8) . . . no
C1 C6 C5 120.5(7) . . . no
C1 C6 C7 123.0(7) . . . no
C5 C6 C7 116.4(6) . . . no
O1 C7 C6 117.8(7) . . . yes
O1 C7 C8 119.0(7) . . . yes
C6 C7 C8 123.2(6) . . . no
C7 C8 C9 121.6(7) . . . no
C7 C8 C17 114.6(6) . . . no
C9 C8 C17 123.0(7) . . . no
C8 C9 C10 120.8(7) . . . no
C9 C10 C11 121.3(7) . . . no
C9 C10 C15 119.0(6) . . . no
C11 C10 C15 119.6(7) . . . no
C10 C11 C12 120.5(8) . . . no
C11 C12 C13 119.3(8) . . . no
C12 C13 C14 119.7(9) . . . no
C13 C14 C15 123.2(8) . . . no
C10 C15 C14 117.7(7) . . . no
C10 C15 C16 119.1(7) . . . no
C14 C15 C16 123.2(7) . . . no
C15 C16 C17 112.4(6) . . . no
C15 C16 C18 112.5(6) . . . no
C17 C16 C18 110.7(6) . . . no
C8 C17 C16 110.5(6) . . . no
C8 C17 C24 110.4(5) . . . no
C16 C17 C24 108.1(5) . . . no
C16 C18 C19 122.5(6) . . . no
C16 C18 C23 121.5(6) . . . no
C19 C18 C23 115.8(6) . . . no
C18 C19 C20 120.8(6) . . . no
N1 C20 C19 117.3(6) . . . yes
N1 C20 C21 122.3(7) . . . yes
C19 C20 C21 120.3(7) . . . no
C20 C21 C22 118.9(7) . . . no
C21 C22 C23 119.1(7) . . . no
C18 C23 C22 124.9(7) . . . no
O2 C24 C17 119.7(6) . . . yes
O2 C24 C25 121.2(7) . . . yes
C17 C24 C25 119.2(6) . . . no
C24 C25 C26 118.1(6) . . . no
C24 C25 C30 125.4(7) . . . no
C26 C25 C30 116.5(6) . . . no
C25 C26 C27 120.9(7) . . . no
C26 C27 C28 121.1(7) . . . no
O5 C28 C27 114.0(6) . . . yes
O5 C28 C29 126.9(7) . . . yes
C27 C28 C29 119.1(6) . . . no
C28 C29 C30 120.3(7) . . . no
C25 C30 C29 122.2(7) . . . no
C2 C1 H23 119.00 . . . no
C6 C1 H23 119.00 . . . no
C1 C2 H22 121.00 . . . no
C3 C2 H22 121.00 . . . no
C2 C3 H21 120.00 . . . no
C4 C3 H21 120.00 . . . no
C3 C4 H20 120.00 . . . no
C5 C4 H20 120.00 . . . no
C4 C5 H19 120.00 . . . no
C6 C5 H19 120.00 . . . no
C8 C9 H14 120.00 . . . no
C10 C9 H14 120.00 . . . no
C10 C11 H12 120.00 . . . no
C12 C11 H12 120.00 . . . no
C11 C12 H11 120.00 . . . no
C13 C12 H11 120.00 . . . no
C12 C13 H10 120.00 . . . no
C14 C13 H10 120.00 . . . no
C13 C14 H9 118.00 . . . no
C15 C14 H9 118.00 . . . no
C15 C16 H7 107.00 . . . no
C17 C16 H7 107.00 . . . no
C18 C16 H7 107.00 . . . no
C8 C17 H16 109.00 . . . no
C16 C17 H16 109.00 . . . no
C24 C17 H16 109.00 . . . no
C18 C19 H6 120.00 . . . no
C20 C19 H6 120.00 . . . no
C20 C21 H2 120.00 . . . no
C22 C21 H2 121.00 . . . no
C21 C22 H3 120.00 . . . no
C23 C22 H3 120.00 . . . no
C18 C23 H4 118.00 . . . no
C22 C23 H4 118.00 . . . no
C25 C26 H30 120.00 . . . no
C27 C26 H30 120.00 . . . no
C26 C27 H29 119.00 . . . no
C28 C27 H29 119.00 . . . no
C28 C29 H27 120.00 . . . no
C30 C29 H27 120.00 . . . no
C25 C30 H26 119.00 . . . no
C29 C30 H26 119.00 . . . no
O5 C31 H31A 109.00 . . . no
O5 C31 H31B 109.00 . . . no
O5 C31 H31C 110.00 . . . no
H31A C31 H31B 109.00 . . . no
H31A C31 H31C 110.00 . . . no
H31B C31 H31C 109.00 . . . no

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
C31 O5 C28 C29 4.3(12) . . . . no
C31 O5 C28 C27 -175.2(7) . . . . no
O4 N1 C20 C21 3.9(13) . . . . no
O4 N1 C20 C19 -179.3(8) . . . . no
O3 N1 C20 C19 -0.2(12) . . . . no
O3 N1 C20 C21 -177.0(8) . . . . no
C2 C1 C6 C7 175.4(7) . . . . no
C2 C1 C6 C5 0.2(12) . . . . no
C6 C1 C2 C3 1.4(13) . . . . no
C1 C2 C3 C4 -1.2(15) . . . . no
C2 C3 C4 C5 -0.6(15) . . . . no
C3 C4 C5 C6 2.3(14) . . . . no
C4 C5 C6 C1 -2.1(12) . . . . no
C4 C5 C6 C7 -177.6(7) . . . . no
C5 C6 C7 O1 26.2(9) . . . . no
C1 C6 C7 C8 30.8(10) . . . . no
C5 C6 C7 C8 -153.8(7) . . . . no
C1 C6 C7 O1 -149.2(7) . . . . no
O1 C7 C8 C9 -153.6(7) . . . . no
C6 C7 C8 C9 26.4(10) . . . . no
O1 C7 C8 C17 16.8(9) . . . . no
C6 C7 C8 C17 -163.2(6) . . . . no
C7 C8 C17 C16 158.3(5) . . . . no
C17 C8 C9 C10 2.9(11) . . . . no
C7 C8 C9 C10 172.4(6) . . . . no
C9 C8 C17 C24 88.1(8) . . . . no
C7 C8 C17 C24 -82.1(7) . . . . no
C9 C8 C17 C16 -31.5(9) . . . . no
C8 C9 C10 C11 -169.9(7) . . . . no
C8 C9 C10 C15 13.4(10) . . . . no
C15 C10 C11 C12 -4.1(11) . . . . no
C9 C10 C11 C12 179.2(7) . . . . no
C9 C10 C15 C14 179.7(7) . . . . no
C9 C10 C15 C16 3.2(10) . . . . no
C11 C10 C15 C14 2.9(10) . . . . no
C11 C10 C15 C16 -173.6(6) . . . . no
C10 C11 C12 C13 2.8(13) . . . . no
C11 C12 C13 C14 -0.4(13) . . . . no
C12 C13 C14 C15 -0.7(13) . . . . no
C13 C14 C15 C10 -0.6(12) . . . . no
C13 C14 C15 C16 175.7(7) . . . . no
C14 C15 C16 C17 152.0(7) . . . . no
C10 C15 C16 C17 -31.7(9) . . . . no
C10 C15 C16 C18 94.0(8) . . . . no
C14 C15 C16 C18 -82.3(9) . . . . no
C18 C16 C17 C8 -82.6(7) . . . . no
C15 C16 C17 C24 -76.7(7) . . . . no
C17 C16 C18 C23 -83.2(9) . . . . no
C15 C16 C18 C19 -34.6(11) . . . . no
C15 C16 C18 C23 150.1(8) . . . . no
C18 C16 C17 C24 156.5(6) . . . . no
C17 C16 C18 C19 92.1(8) . . . . no
C15 C16 C17 C8 44.2(7) . . . . no
C16 C17 C24 O2 96.8(7) . . . . no
C8 C17 C24 C25 156.9(6) . . . . no
C8 C17 C24 O2 -24.1(9) . . . . no
C16 C17 C24 C25 -82.1(7) . . . . no
C23 C18 C19 C20 -1.2(12) . . . . no
C16 C18 C19 C20 -176.7(7) . . . . no
C16 C18 C23 C22 179.0(8) . . . . no
C19 C18 C23 C22 3.5(13) . . . . no
C18 C19 C20 C21 -1.0(12) . . . . no
C18 C19 C20 N1 -177.9(7) . . . . no
C19 C20 C21 C22 1.3(12) . . . . no
N1 C20 C21 C22 178.0(8) . . . . no
C20 C21 C22 C23 0.7(13) . . . . no
C21 C22 C23 C18 -3.3(14) . . . . no
O2 C24 C25 C26 -3.2(11) . . . . no
C17 C24 C25 C30 -6.4(11) . . . . no
O2 C24 C25 C30 174.7(8) . . . . no
C17 C24 C25 C26 175.7(6) . . . . no
C24 C25 C30 C29 -175.9(7) . . . . no
C26 C25 C30 C29 2.0(12) . . . . no
C24 C25 C26 C27 176.4(7) . . . . no
C30 C25 C26 C27 -1.6(12) . . . . no
C25 C26 C27 C28 0.0(12) . . . . no
C26 C27 C28 C29 1.5(12) . . . . no
C26 C27 C28 O5 -179.0(7) . . . . no
O5 C28 C29 C30 179.4(8) . . . . no
C27 C28 C29 C30 -1.1(12) . . . . no
C28 C29 C30 C25 -0.6(13) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 C24 3.088(9) . . no
O1 C23 3.302(9) . 2_546 no
O1 C22 3.321(8) . 2_546 no
O2 C9 3.135(9) . . no
O2 C7 3.393(10) . . no
O2 C15 3.373(9) . . no
O2 C30 3.368(10) . 2_546 no
O2 C10 3.349(9) . . no
O3 C31 3.265(11) . 1_655 no
O1 H4 2.6500 . 2_546 no
O1 H19 2.4700 . . no
O1 H3 2.7400 . 2_546 no
O1 H16 2.5100 . . no
O1 H30 2.6800 . 2_556 no
O2 H3 2.7800 . 1_545 no
O2 H26 2.7400 . 2_546 no
O2 H30 2.5000 . . no
O3 H6 2.3800 . . no
O3 H31A 2.5900 . 1_655 no
O3 H12 2.7900 . 2_656 no
O3 H14 2.6300 . 2_656 no
O4 H2 2.5300 . . no
O4 H12 2.8000 . 1_565 no
O4 H23 2.8200 . 2_656 no
O4 H31A 2.7300 . 2_556 no
O5 H10 2.6400 . 3_556 no
C1 C9 3.154(12) . . no
C3 C3 3.551(16) . 3_657 no
C7 O2 3.393(10) . . no
C8 C19 3.516(11) . . no
C9 C18 3.561(10) . . no
C9 O2 3.135(9) . . no
C9 C19 3.535(10) . . no
C9 C1 3.154(12) . . no
C10 C19 3.389(10) . . no
C10 C24 3.482(10) . . no
C10 O2 3.349(9) . . no
C15 O2 3.373(9) . . no
C16 C30 3.570(10) . . no
C18 C9 3.561(10) . . no
C19 C9 3.535(10) . . no
C19 C8 3.516(11) . . no
C19 C10 3.389(10) . . no
C21 C29 3.438(12) . 2_556 no
C21 C28 3.597(12) . 2_556 no
C22 O1 3.321(8) . 2_556 no
C22 C25 3.586(13) . 2_556 no
C22 C30 3.508(13) . 2_556 no
C23 O1 3.302(9) . 2_556 no
C24 O1 3.088(9) . . no
C24 C10 3.482(10) . . no
C25 C22 3.586(13) . 2_546 no
C28 C21 3.597(12) . 2_546 no
C29 C21 3.438(12) . 2_546 no
C30 C22 3.508(13) . 2_546 no
C30 C16 3.570(10) . . no
C30 O2 3.368(10) . 2_556 no
C31 O3 3.265(11) . 1_455 no
C1 H29 2.8600 . 2_556 no
C1 H14 2.6200 . . no
C3 H21 3.0300 . 3_657 no
C4 H31C 3.0700 . 2_546 no
C5 H31C 3.0600 . 2_546 no
C6 H29 3.1000 . 2_556 no
C6 H14 2.7300 . . no
C7 H27 3.0800 . 2_546 no
C7 H30 2.9700 . 2_556 no
C8 H23 2.8400 . . no
C9 H6 2.9800 . . no
C9 H23 2.7000 . . no
C10 H6 2.7800 . . no
C15 H6 2.6800 . . no
C17 H26 2.7200 . . no
C22 H20 3.0900 . 4_554 no
C23 H16 2.9800 . . no
C25 H7 2.9000 . . no
C29 H31A 2.8700 . . no
C29 H31C 2.7400 . . no
C30 H7 3.0500 . . no
C30 H16 2.7300 . . no
C31 H27 2.5700 . . no
H2 O4 2.5300 . . no
H3 O2 2.7800 . 1_565 no
H3 O1 2.7400 . 2_556 no
H4 H7 2.4200 . . no
H4 H26 2.5800 . . no
H4 O1 2.6500 . 2_556 no
H6 O3 2.3800 . . no
H6 C9 2.9800 . . no
H6 C10 2.7800 . . no
H6 C15 2.6800 . . no
H7 C25 2.9000 . . no
H7 C30 3.0500 . . no
H7 H4 2.4200 . . no
H7 H9 2.4300 . . no
H9 H7 2.4300 . . no
H10 O5 2.6400 . 3_556 no
H11 H22 2.5300 . 2_646 no
H12 O4 2.8000 . 1_545 no
H12 H14 2.5600 . . no
H12 O3 2.7900 . 2_646 no
H14 C1 2.6200 . . no
H14 C6 2.7300 . . no
H14 H12 2.5600 . . no
H14 H23 2.2600 . . no
H14 O3 2.6300 . 2_646 no
H16 O1 2.5100 . . no
H16 C23 2.9800 . . no
H16 C30 2.7300 . . no
H16 H26 2.1900 . . no
H19 O1 2.4700 . . no
H20 C22 3.0900 . 4_555 no
H21 C3 3.0300 . 3_657 no
H22 H11 2.5300 . 2_656 no
H23 C8 2.8400 . . no
H23 C9 2.7000 . . no
H23 H14 2.2600 . . no
H23 O4 2.8200 . 2_646 no
H26 C17 2.7200 . . no
H26 H4 2.5800 . . no
H26 H16 2.1900 . . no
H26 O2 2.7400 . 2_556 no
H27 C31 2.5700 . . no
H27 H31A 2.4400 . . no
H27 H31C 2.3100 . . no
H27 C7 3.0800 . 2_556 no
H29 C1 2.8600 . 2_546 no
H29 C6 3.1000 . 2_546 no
H30 O2 2.5000 . . no
H30 O1 2.6800 . 2_546 no
H30 C7 2.9700 . 2_546 no
H31A O3 2.5900 . 1_455 no
H31A C29 2.8700 . . no
H31A H27 2.4400 . . no
H31A O4 2.7300 . 2_546 no
H31C C29 2.7400 . . no
H31C H27 2.3100 . . no
H31C C4 3.0700 . 2_556 no
H31C C5 3.0600 . 2_556 no


loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C31 H31A O3 0.9600 2.5900 3.265(11) 128.00 1_455 yes


_platon_squeeze_detais           
;
 SQUEEZE RESULTS 
loop_
  _platon_squeeze_void_nr
  _platon_squeeze_void_average_x
  _platon_squeeze_void_average_y
  _platon_squeeze_void_average_z
  _platon_squeeze_void_volume
  _platon_squeeze_void_count_electrons
         1     0.000    -0.016     0.000     186.8      10.2
         2     0.000    -0.009     0.500     186.8      10.2

;



#===END
