# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_xrf02122013b

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

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H23 N3 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            'C22 H23 N3 O5'
_chemical_formula_iupac          ?
_chemical_formula_weight         409.43
_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           Triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   8.573(6)
_cell_length_b                   11.482(7)
_cell_length_c                   12.279(9)
_cell_angle_alpha                98.521(11)
_cell_angle_beta                 109.560(11)
_cell_angle_gamma                92.004(7)
_cell_volume                     1121.7(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1404
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      25.4
_cell_special_details            
;
;

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless

_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.130
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             432
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.9652
_exptl_absorpt_correction_T_max  0.9888

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

# 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            8860
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_sigmaI/netI    0.0518
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.08
_diffrn_reflns_theta_max         25.36
_reflns_number_total             4014
_reflns_number_gt                2170
_reflns_threshold_expression     >2sigma(I)
_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_theta_full        25.36
_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)'
_computing_publication_material  'PLATON (Spek, 2003)'

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

# 8. REFINEMENT DATA

_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)+(0.0824P)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    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.033(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4014
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0894
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_ref         0.1648
_refine_ls_wR_factor_gt          0.1390
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.033

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

# 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 1.24354 -0.06581 0.93850 1.000 0.0891 . .
O2 O Uani 0.96444 -0.12617 0.58942 1.000 0.0658 . .
O3 O Uani 1.68472 0.44293 0.86759 1.000 0.1360 . .
O4 O Uani 1.51884 0.57039 0.89610 1.000 0.1444 . .
O5 O Uani 0.74708 0.16288 0.68684 1.000 0.0888 . .
N1 N Uani 1.01474 0.02530 0.73989 1.000 0.0499 . .
N2 N Uani 1.54552 0.47125 0.86014 1.000 0.1010 . .
N3 N Uani 0.78833 0.18937 0.51853 1.000 0.0679 . .
C1 C Uani 1.01310 -0.17654 0.77680 1.000 0.0529 . .
C2 C Uani 0.91303 -0.28271 0.73321 1.000 0.0745 . .
C3 C Uani 0.91926 -0.36805 0.79983 1.000 0.0970 . .
C4 C Uani 1.02954 -0.35134 0.91127 1.000 0.0993 . .
C5 C Uani 1.13580 -0.24975 0.95759 1.000 0.0887 . .
C6 C Uani 1.12454 -0.16133 0.88902 1.000 0.0654 . .
C7 C Uani 1.19924 0.04889 0.94360 1.000 0.0681 . .
C8 C Uani 1.03201 0.06513 0.86272 1.000 0.0606 . .
C9 C Uani 0.99741 -0.08980 0.69506 1.000 0.0505 . .
C10 C Uani 1.30853 0.13243 1.01609 1.000 0.1037 . .
C11 C Uani 1.00375 0.11215 0.66116 1.000 0.0481 . .
C12 C Uani 1.14310 0.20928 0.71453 1.000 0.0496 . .
C13 C Uani 1.30110 0.18444 0.71794 1.000 0.0635 . .
C14 C Uani 1.43370 0.26901 0.76532 1.000 0.0747 . .
C15 C Uani 1.40679 0.37920 0.80976 1.000 0.0712 . .
C16 C Uani 1.25236 0.40798 0.80790 1.000 0.0844 . .
C17 C Uani 1.12010 0.32278 0.76014 1.000 0.0727 . .
C18 C Uani 0.83154 0.15683 0.62366 1.000 0.0584 . .
C19 C Uani 0.63223 0.23714 0.45563 1.000 0.0831 . .
C20 C Uani 0.61357 0.35019 0.52689 1.000 0.1263 . .
C21 C Uani 0.64149 0.25287 0.33890 1.000 0.1446 . .
C22 C Uani 0.48452 0.14474 0.43618 1.000 0.1444 . .
H2 H Uiso 0.83974 -0.29563 0.65621 1.000 0.0893 . .
H3 H Uiso 0.84867 -0.43730 0.76946 1.000 0.1164 . .
H3A H Uiso 0.86074 0.18305 0.48473 1.000 0.0893 . .
H4 H Uiso 1.03333 -0.40956 0.95707 1.000 0.1191 . .
H5 H Uiso 1.21352 -0.24014 1.03300 1.000 0.1064 . .
H8A H Uiso 1.01276 0.14809 0.87383 1.000 0.0727 . .
H8B H Uiso 0.94851 0.02093 0.88135 1.000 0.0727 . .
H10A H Uiso 1.41191 0.11357 1.06195 1.000 0.1244 . .
H10B H Uiso 1.28274 0.21059 1.02170 1.000 0.1244 . .
H11 H Uiso 1.01838 0.07036 0.59012 1.000 0.0577 . .
H13 H Uiso 1.31648 0.10869 0.68183 1.000 0.0655 . .
H14 H Uiso 1.53945 0.25138 0.76699 1.000 0.0897 . .
H16 H Uiso 1.23707 0.48406 0.83848 1.000 0.1012 . .
H17 H Uiso 1.01467 0.34136 0.75841 1.000 0.0873 . .
H20A H Uiso 0.60721 0.33468 0.60007 1.000 0.1894 . .
H20B H Uiso 0.70771 0.40567 0.54171 1.000 0.1894 . .
H20C H Uiso 0.51386 0.38259 0.48453 1.000 0.1894 . .
H21A H Uiso 0.65289 0.17790 0.29719 1.000 0.2169 . .
H21B H Uiso 0.54179 0.28378 0.29432 1.000 0.2169 . .
H21C H Uiso 0.73573 0.30701 0.35039 1.000 0.2169 . .
H22A H Uiso 0.47719 0.13479 0.51062 1.000 0.2165 . .
H22B H Uiso 0.38305 0.17187 0.38934 1.000 0.2165 . .
H22C H Uiso 0.50207 0.07048 0.39655 1.000 0.2165 . .


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

# 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 C6 1.3864 . . yes
O1 C7 1.3817 . . yes
O2 C9 1.2340 . . yes
O3 N2 1.2251 . . yes
O4 N2 1.2165 . . yes
O5 C18 1.2226 . . yes
N1 C8 1.4652 . . yes
N1 C9 1.3370 . . yes
N1 C11 1.4728 . . yes
N2 C15 1.4629 . . yes
N3 C18 1.3326 . . yes
N3 C19 1.4741 . . yes
N3 H3A 0.8500 . . no
C1 C2 1.3908 . . no
C1 C6 1.3702 . . no
C1 C9 1.4942 . . no
C2 C3 1.3580 . . no
C3 C4 1.3588 . . no
C4 C5 1.3770 . . no
C5 C6 1.3981 . . no
C7 C10 1.3099 . . no
C7 C8 1.4821 . . no
C11 C12 1.5055 . . no
C11 C18 1.5240 . . no
C12 C13 1.3823 . . no
C12 C17 1.3879 . . no
C13 C14 1.3734 . . no
C14 C15 1.3608 . . no
C15 C16 1.3694 . . no
C16 C17 1.3762 . . no
C19 C21 1.4985 . . no
C19 C22 1.5538 . . no
C19 C20 1.4992 . . no
C2 H2 0.9300 . . no
C3 H3 0.9300 . . no
C4 H4 0.9300 . . no
C5 H5 0.9300 . . no
C8 H8A 0.9700 . . no
C8 H8B 0.9700 . . no
C10 H10A 0.9300 . . no
C10 H10B 0.9300 . . no
C11 H11 0.9800 . . no
C13 H13 0.9500 . . no
C14 H14 0.9300 . . no
C16 H16 0.9300 . . no
C17 H17 0.9300 . . no
C20 H20A 0.9600 . . no
C20 H20B 0.9600 . . no
C20 H20C 0.9600 . . no
C21 H21A 0.9600 . . no
C21 H21B 0.9600 . . no
C21 H21C 0.9600 . . no
C22 H22A 0.9600 . . no
C22 H22B 0.9600 . . no
C22 H22C 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
C6 O1 C7 121.11 . . . yes
C8 N1 C9 121.12 . . . yes
C8 N1 C11 120.08 . . . yes
C9 N1 C11 118.65 . . . yes
O3 N2 O4 123.21 . . . yes
O3 N2 C15 117.71 . . . yes
O4 N2 C15 119.02 . . . yes
C18 N3 C19 127.49 . . . yes
C18 N3 H3A 116.00 . . . no
C19 N3 H3A 117.00 . . . no
C2 C1 C6 117.99 . . . no
C6 C1 C9 124.66 . . . no
C2 C1 C9 117.27 . . . no
C1 C2 C3 121.91 . . . no
C2 C3 C4 119.40 . . . no
C3 C4 C5 121.18 . . . no
C4 C5 C6 118.68 . . . no
O1 C6 C1 123.77 . . . yes
C1 C6 C5 120.77 . . . no
O1 C6 C5 115.14 . . . yes
C8 C7 C10 126.37 . . . no
O1 C7 C10 117.78 . . . yes
O1 C7 C8 115.83 . . . yes
N1 C8 C7 111.73 . . . yes
N1 C9 C1 117.90 . . . yes
O2 C9 N1 122.57 . . . yes
O2 C9 C1 119.49 . . . yes
C12 C11 C18 113.72 . . . no
N1 C11 C12 111.10 . . . yes
N1 C11 C18 110.83 . . . yes
C11 C12 C13 118.51 . . . no
C11 C12 C17 123.01 . . . no
C13 C12 C17 118.48 . . . no
C12 C13 C14 121.48 . . . no
C13 C14 C15 118.47 . . . no
C14 C15 C16 122.09 . . . no
N2 C15 C16 118.23 . . . yes
N2 C15 C14 119.67 . . . yes
C15 C16 C17 119.08 . . . no
C12 C17 C16 120.40 . . . no
O5 C18 C11 121.79 . . . yes
O5 C18 N3 125.39 . . . yes
N3 C18 C11 112.81 . . . yes
N3 C19 C21 106.36 . . . yes
N3 C19 C22 108.73 . . . yes
C20 C19 C22 109.83 . . . no
C21 C19 C22 109.03 . . . no
C20 C19 C21 113.14 . . . no
N3 C19 C20 109.62 . . . yes
C1 C2 H2 119.00 . . . no
C3 C2 H2 119.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C3 C4 H4 119.00 . . . no
C5 C4 H4 119.00 . . . no
C4 C5 H5 121.00 . . . no
C6 C5 H5 121.00 . . . no
N1 C8 H8A 109.00 . . . no
N1 C8 H8B 109.00 . . . no
C7 C8 H8A 109.00 . . . no
C7 C8 H8B 109.00 . . . no
H8A C8 H8B 108.00 . . . no
C7 C10 H10A 120.00 . . . no
C7 C10 H10B 120.00 . . . no
H10A C10 H10B 120.00 . . . no
N1 C11 H11 107.00 . . . no
C12 C11 H11 107.00 . . . no
C18 C11 H11 107.00 . . . no
C12 C13 H13 119.00 . . . no
C14 C13 H13 119.00 . . . no
C13 C14 H14 121.00 . . . no
C15 C14 H14 121.00 . . . no
C15 C16 H16 120.00 . . . no
C17 C16 H16 120.00 . . . no
C12 C17 H17 120.00 . . . no
C16 C17 H17 120.00 . . . no
C19 C20 H20A 109.00 . . . no
C19 C20 H20B 109.00 . . . no
C19 C20 H20C 109.00 . . . no
H20A C20 H20B 109.00 . . . no
H20A C20 H20C 109.00 . . . no
H20B C20 H20C 109.00 . . . no
C19 C21 H21A 109.00 . . . no
C19 C21 H21B 109.00 . . . no
C19 C21 H21C 109.00 . . . no
H21A C21 H21B 109.00 . . . no
H21A C21 H21C 109.00 . . . no
H21B C21 H21C 109.00 . . . no
C19 C22 H22A 109.00 . . . no
C19 C22 H22B 109.00 . . . no
C19 C22 H22C 109.00 . . . no
H22A C22 H22B 109.00 . . . no
H22A C22 H22C 109.00 . . . no
H22B C22 H22C 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
C7 O1 C6 C1 56.31 . . . . no
C7 O1 C6 C5 -130.12 . . . . no
C6 O1 C7 C8 -18.65 . . . . no
C6 O1 C7 C10 163.00 . . . . no
C11 N1 C9 C1 178.52 . . . . no
C8 N1 C11 C12 51.07 . . . . no
C9 N1 C8 C7 74.39 . . . . no
C11 N1 C8 C7 -110.16 . . . . no
C8 N1 C9 O2 171.83 . . . . no
C11 N1 C9 O2 -3.68 . . . . no
C8 N1 C9 C1 -5.97 . . . . no
C8 N1 C11 C18 -76.38 . . . . no
C9 N1 C11 C18 99.18 . . . . no
C9 N1 C11 C12 -133.37 . . . . no
O4 N2 C15 C16 -1.63 . . . . no
O3 N2 C15 C16 175.86 . . . . no
O3 N2 C15 C14 -4.88 . . . . no
O4 N2 C15 C14 177.63 . . . . no
C18 N3 C19 C21 -176.87 . . . . no
C18 N3 C19 C20 60.48 . . . . no
C18 N3 C19 C22 -59.60 . . . . no
C19 N3 C18 C11 -179.60 . . . . no
C19 N3 C18 O5 -0.91 . . . . no
C9 C1 C6 C5 -177.01 . . . . no
C2 C1 C9 O2 -32.67 . . . . no
C2 C1 C9 N1 145.20 . . . . no
C9 C1 C6 O1 -3.79 . . . . no
C6 C1 C2 C3 2.42 . . . . no
C9 C1 C2 C3 179.16 . . . . no
C2 C1 C6 O1 172.69 . . . . no
C2 C1 C6 C5 -0.54 . . . . no
C6 C1 C9 O2 143.83 . . . . no
C6 C1 C9 N1 -38.31 . . . . no
C1 C2 C3 C4 -1.97 . . . . no
C2 C3 C4 C5 -0.41 . . . . no
C3 C4 C5 C6 2.21 . . . . no
C4 C5 C6 C1 -1.71 . . . . no
C4 C5 C6 O1 -175.49 . . . . no
C10 C7 C8 N1 118.57 . . . . no
O1 C7 C8 N1 -59.62 . . . . no
N1 C11 C18 N3 -151.27 . . . . no
C12 C11 C18 O5 -96.02 . . . . no
N1 C11 C18 O5 29.99 . . . . no
N1 C11 C12 C13 74.08 . . . . no
N1 C11 C12 C17 -106.15 . . . . no
C18 C11 C12 C13 -160.06 . . . . no
C18 C11 C12 C17 19.71 . . . . no
C12 C11 C18 N3 82.73 . . . . no
C11 C12 C13 C14 179.96 . . . . no
C13 C12 C17 C16 -0.24 . . . . no
C11 C12 C17 C16 179.97 . . . . no
C17 C12 C13 C14 0.16 . . . . no
C12 C13 C14 C15 0.15 . . . . no
C13 C14 C15 C16 -0.40 . . . . no
C13 C14 C15 N2 -179.63 . . . . no
C14 C15 C16 C17 0.33 . . . . no
N2 C15 C16 C17 179.57 . . . . no
C15 C16 C17 C12 0.02 . . . . 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 N1 2.9302 . . no
O2 C11 3.2052 . 2_756 no
O2 N3 2.9120 . 2_756 no
O3 C5 3.3665 . 2_857 no
O3 C3 3.2857 . 1_665 no
O3 C4 3.3245 . 2_857 no
O4 C15 3.4058 . 2_867 no
O5 N1 2.7826 . . no
O5 C20 3.1163 . . no
O5 C17 3.4029 . . no
O5 C14 3.3534 . 1_455 no
O5 C22 3.1180 . . no
O5 C8 3.0444 . . no
O2 H3A 2.0800 . 2_756 no
O2 H11 2.4300 . 2_756 no
O2 H2 2.5500 . . no
O2 H11 2.2900 . . no
O3 H4 2.7300 . 2_857 no
O3 H14 2.4300 . . no
O3 H3 2.6100 . 1_665 no
O3 H5 2.8200 . 2_857 no
O4 H16 2.4100 . . no
O4 H10B 2.8300 . 2_867 no
O5 H8A 2.6700 . . no
O5 H14 2.4800 . 1_455 no
O5 H17 2.8300 . . no
O5 H20A 2.5300 . . no
O5 H22A 2.5600 . . no
N1 O1 2.9302 . . no
N1 O5 2.7826 . . no
N3 O2 2.9120 . 2_756 no
C3 O3 3.2857 . 1_445 no
C4 O3 3.3245 . 2_857 no
C5 C8 3.5191 . 2_757 no
C5 O3 3.3665 . 2_857 no
C7 C12 3.4964 . . no
C8 C5 3.5191 . 2_757 no
C8 C17 3.5347 . . no
C8 O5 3.0444 . . no
C11 O2 3.2052 . 2_756 no
C12 C7 3.4964 . . no
C14 O5 3.3534 . 1_655 no
C15 O4 3.4058 . 2_867 no
C17 C8 3.5347 . . no
C17 O5 3.4029 . . no
C20 O5 3.1163 . . no
C22 O5 3.1180 . . no
C1 H8B 2.6100 . . no
C2 H22B 2.9300 . 2_656 no
C4 H16 2.8900 . 1_545 no
C5 H8A 2.9000 . 2_757 no
C6 H8B 2.6200 . . no
C7 H8B 3.0200 . 2_757 no
C9 H3A 2.9500 . 2_756 no
C12 H3A 3.0100 . . no
C12 H8A 2.7200 . . no
C14 H20A 3.0500 . 1_655 no
C17 H8A 2.8900 . . no
C18 H8A 2.9600 . . no
C18 H22A 2.8700 . . no
C18 H17 2.5800 . . no
C18 H20A 2.8300 . . no
H2 O2 2.5500 . . no
H2 H22B 2.3900 . 2_656 no
H3 O3 2.6100 . 1_445 no
H3A C12 3.0100 . . no
H3A H11 2.1500 . . no
H3A H21A 2.3800 . . no
H3A H21C 2.3500 . . no
H3A O2 2.0800 . 2_756 no
H3A C9 2.9500 . 2_756 no
H4 O3 2.7300 . 2_857 no
H4 H4 2.5900 . 2_747 no
H5 O3 2.8200 . 2_857 no
H8A O5 2.6700 . . no
H8A C12 2.7200 . . no
H8A C17 2.8900 . . no
H8A C18 2.9600 . . no
H8A H10B 2.4200 . . no
H8A C5 2.9000 . 2_757 no
H8B C1 2.6100 . . no
H8B C6 2.6200 . . no
H8B C7 3.0200 . 2_757 no
H10B H8A 2.4200 . . no
H10B O4 2.8300 . 2_867 no
H11 O2 2.2900 . . no
H11 H3A 2.1500 . . no
H11 H13 2.4200 . . no
H11 O2 2.4300 . 2_756 no
H11 H11 2.4600 . 2_756 no
H13 H11 2.4200 . . no
H14 O3 2.4300 . . no
H14 O5 2.4800 . 1_655 no
H16 O4 2.4100 . . no
H16 C4 2.8900 . 1_565 no
H17 O5 2.8300 . . no
H17 C18 2.5800 . . no
H20A O5 2.5300 . . no
H20A C14 3.0500 . 1_455 no
H20A C18 2.8300 . . no
H20A H22A 2.4400 . . no
H20B H21C 2.5400 . . no
H20C H21B 2.5300 . . no
H20C H22B 2.5600 . . no
H21A H3A 2.3800 . . no
H21A H22C 2.4600 . . no
H21B H20C 2.5300 . . no
H21B H22B 2.5000 . . no
H21C H3A 2.3500 . . no
H21C H20B 2.5400 . . no
H22A O5 2.5600 . . no
H22A C18 2.8700 . . no
H22A H20A 2.4400 . . no
H22B H20C 2.5600 . . no
H22B H21B 2.5000 . . no
H22B C2 2.9300 . 2_656 no
H22B H2 2.3900 . 2_656 no
H22C H21A 2.4600 . . 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)
#
N3 H3A O2 0.8500 2.0800 2.9120 166.00 2_756 yes
C11 H11 O2 0.9800 2.2900 2.7203 106.00 . yes
C11 H11 O2 0.9800 2.4300 3.2052 135.00 2_756 yes
C14 H14 O5 0.9300 2.4800 3.3534 156.00 1_655 yes
C20 H20A O5 0.9600 2.5300 3.1163 120.00 . yes
C22 H22A O5 0.9600 2.5600 3.1180 118.00 . 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
_database_code_depnum_ccdc_archive 'CCDC 984887'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_xrf010122014a

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

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H26 N2 O3'
# 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            'C26 H26 N2 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         414.49
_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 2yn'
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   14.280(4)
_cell_length_b                   21.368(5)
_cell_length_c                   15.182(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.213(4)
_cell_angle_gamma                90
_cell_volume                     4585(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5327
_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          0.540
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.280
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             1760
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.9587
_exptl_absorpt_correction_T_max  0.9783

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

# 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 Loop
_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            35715
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         25.37
_reflns_number_total             8343
_reflns_number_gt                6556
_reflns_threshold_expression     >2sigma(I)
_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.37
_diffrn_measured_fraction_theta_full 0.991

_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)'
_computing_publication_material  'PLATON (Spek, 2003)'

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

# 8. REFINEMENT DATA
_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)+(0.0691P)²+0.9099P] 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         8343
_refine_ls_number_parameters     563
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0629
_refine_ls_wR_factor_ref         0.1587
_refine_ls_wR_factor_gt          0.1460
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.035


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

# 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 0.61191 0.03257 0.12126 1.000 0.0682 . .
O2 O Uani 0.86409 0.12914 0.18570 1.000 0.0675 . .
O3 O Uani 0.70202 0.27125 0.21749 1.000 0.0645 . .
N1 N Uani 0.71307 0.14315 0.20879 1.000 0.0434 . .
N2 N Uani 0.81299 0.27539 0.33930 1.000 0.0494 . .
C1 C Uani 0.74562 0.08961 0.07494 1.000 0.0476 . .
C2 C Uani 0.79998 0.09810 0.00665 1.000 0.0604 . .
C3 C Uani 0.77751 0.07002 -0.07494 1.000 0.0732 . .
C4 C Uani 0.69991 0.03123 -0.08940 1.000 0.0750 . .
C5 C Uani 0.64479 0.02165 -0.02378 1.000 0.0670 . .
C6 C Uani 0.66683 0.05053 0.05786 1.000 0.0523 . .
C7 C Uani 0.57466 0.07588 0.17429 1.000 0.0473 . .
C8 C Uani 0.51176 0.05612 0.22229 1.000 0.0653 . .
C9 C Uani 0.61209 0.14064 0.17325 1.000 0.0454 . .
C10 C Uani 0.77899 0.12178 0.16081 1.000 0.0470 . .
C11 C Uani 0.74443 0.17472 0.29420 1.000 0.0424 . .
C12 C Uani 0.68042 0.15772 0.36198 1.000 0.0441 . .
C13 C Uani 0.61589 0.19936 0.38604 1.000 0.0523 . .
C14 C Uani 0.55401 0.18328 0.44555 1.000 0.0637 . .
C15 C Uani 0.55643 0.12499 0.48112 1.000 0.0672 . .
C16 C Uani 0.62083 0.08005 0.45905 1.000 0.0571 . .
C17 C Uani 0.68434 0.09605 0.39903 1.000 0.0488 . .
C18 C Uani 0.74888 0.04974 0.37831 1.000 0.0628 . .
C19 C Uani 0.74878 -0.00864 0.41516 1.000 0.0849 . .
C20 C Uani 0.68690 -0.02366 0.47433 1.000 0.0949 . .
C21 C Uani 0.62458 0.01925 0.49617 1.000 0.0788 . .
C22 C Uani 0.75177 0.24558 0.27980 1.000 0.0451 . .
C23 C Uani 0.83381 0.34346 0.34215 1.000 0.0589 . .
C24 C Uani 0.74445 0.38112 0.33790 1.000 0.1221 . .
C25 C Uani 0.89605 0.35562 0.43026 1.000 0.0929 . .
C26 C Uani 0.88776 0.35945 0.26626 1.000 0.1059 . .
O4 O Uani 0.17631 0.30761 0.18818 1.000 0.0940 . .
O5 O Uani 0.42262 0.20333 0.21296 1.000 0.0749 . .
O6 O Uani 0.44446 0.30092 -0.02992 1.000 0.0602 . .
N3 N Uani 0.37312 0.28827 0.13101 1.000 0.0487 . .
N5 N Uani 0.59494 0.29255 0.04208 1.000 0.0487 . .
C27 C Uani 0.25805 0.21053 0.16750 1.000 0.0587 . .
C28 C Uani 0.24759 0.14578 0.15933 1.000 0.0757 . .
C29 C Uani 0.16179 0.11660 0.15499 1.000 0.0927 . .
C30 C Uani 0.08424 0.15173 0.15830 1.000 0.0947 . .
C31 C Uani 0.08826 0.21492 0.16648 1.000 0.0860 . .
C32 C Uani 0.17863 0.24505 0.17134 1.000 0.0703 . .
C33 C Uani 0.23532 0.35011 0.15608 1.000 0.0757 . .
C34 C Uani 0.23803 0.40891 0.18076 1.000 0.1181 . .
C35 C Uani 0.29375 0.32588 0.08779 1.000 0.0608 . .
C36 C Uani 0.35786 0.23427 0.17295 1.000 0.0519 . .
C37 C Uani 0.47039 0.31037 0.13033 1.000 0.0426 . .
C38 C Uani 0.48261 0.37844 0.15947 1.000 0.0454 . .
C39 C Uani 0.48237 0.42513 0.09826 1.000 0.0675 . .
C40 C Uani 0.49507 0.48806 0.12343 1.000 0.0813 . .
C41 C Uani 0.51138 0.50396 0.21013 1.000 0.0671 . .
C42 C Uani 0.51279 0.45801 0.27667 1.000 0.0494 . .
C43 C Uani 0.49523 0.39419 0.25186 1.000 0.0422 . .
C44 C Uani 0.49252 0.34980 0.32007 1.000 0.0466 . .
C45 C Uani 0.51073 0.36700 0.40746 1.000 0.0597 . .
C46 C Uani 0.53232 0.42918 0.43133 1.000 0.0663 . .
C47 C Uani 0.53242 0.47331 0.36783 1.000 0.0589 . .
C48 C Uani 0.50163 0.29997 0.03876 1.000 0.0443 . .
C49 C Uani 0.64947 0.29113 -0.03382 1.000 0.0555 . .
C50 C Uani 0.63020 0.35048 -0.08918 1.000 0.0786 . .
C51 C Uani 0.75321 0.28777 0.00662 1.000 0.0795 . .
C52 C Uani 0.62323 0.23350 -0.09149 1.000 0.0779 . .
H2 H Uiso 0.85321 0.12361 0.01665 1.000 0.0725 . .
H2A H Uiso 0.84701 0.25296 0.37693 1.000 0.0511 . .
H3 H Uiso 0.81424 0.07711 -0.11984 1.000 0.0878 . .
H4 H Uiso 0.68477 0.01139 -0.14410 1.000 0.0900 . .
H5 H Uiso 0.59227 -0.00446 -0.03432 1.000 0.0803 . .
H8A H Uiso 0.49362 0.01428 0.21996 1.000 0.0783 . .
H8B H Uiso 0.48507 0.08387 0.25882 1.000 0.0783 . .
H9A H Uiso 0.60276 0.15630 0.11266 1.000 0.0544 . .
H9B H Uiso 0.57719 0.16747 0.20857 1.000 0.0544 . .
H11 H Uiso 0.80801 0.15931 0.31664 1.000 0.0509 . .
H13 H Uiso 0.61322 0.23947 0.36205 1.000 0.0627 . .
H14 H Uiso 0.51097 0.21258 0.46089 1.000 0.0765 . .
H15 H Uiso 0.51483 0.11466 0.52070 1.000 0.0806 . .
H18 H Uiso 0.79160 0.05914 0.33938 1.000 0.0754 . .
H19 H Uiso 0.79090 -0.03872 0.40026 1.000 0.1018 . .
H20 H Uiso 0.68822 -0.06350 0.49917 1.000 0.1139 . .
H21 H Uiso 0.58358 0.00864 0.53619 1.000 0.0945 . .
H24A H Uiso 0.71190 0.36975 0.38667 1.000 0.1832 . .
H24B H Uiso 0.70453 0.37280 0.28274 1.000 0.1832 . .
H24C H Uiso 0.75983 0.42486 0.34159 1.000 0.1832 . .
H25A H Uiso 0.86197 0.34512 0.47835 1.000 0.1393 . .
H25B H Uiso 0.91341 0.39904 0.43418 1.000 0.1393 . .
H25C H Uiso 0.95210 0.33039 0.43395 1.000 0.1393 . .
H26B H Uiso 0.90396 0.40308 0.26889 1.000 0.1589 . .
H61A H Uiso 0.94450 0.33482 0.27114 1.000 0.1589 . .
H61C H Uiso 0.84904 0.35058 0.21063 1.000 0.1589 . .
H5A H Uiso 0.62694 0.28809 0.09416 1.000 0.0584 . .
H28 H Uiso 0.30114 0.12146 0.15673 1.000 0.0909 . .
H29 H Uiso 0.15718 0.07330 0.14985 1.000 0.1112 . .
H30 H Uiso 0.02578 0.13200 0.15485 1.000 0.1136 . .
H31 H Uiso 0.03365 0.23819 0.16888 1.000 0.1032 . .
H34A H Uiso 0.19934 0.42289 0.22104 1.000 0.1417 . .
H34B H Uiso 0.27863 0.43668 0.15799 1.000 0.1417 . .
H35A H Uiso 0.25434 0.30054 0.04424 1.000 0.0729 . .
H35B H Uiso 0.31771 0.36085 0.05690 1.000 0.0729 . .
H37 H Uiso 0.51183 0.28508 0.17347 1.000 0.0511 . .
H39 H Uiso 0.47354 0.41497 0.03808 1.000 0.0809 . .
H40 H Uiso 0.49222 0.51898 0.08002 1.000 0.0975 . .
H41 H Uiso 0.52180 0.54567 0.22613 1.000 0.0805 . .
H44 H Uiso 0.47816 0.30830 0.30541 1.000 0.0560 . .
H45 H Uiso 0.50876 0.33707 0.45163 1.000 0.0717 . .
H46 H Uiso 0.54660 0.44007 0.49104 1.000 0.0795 . .
H47 H Uiso 0.54569 0.51461 0.38446 1.000 0.0707 . .
H50A H Uiso 0.56456 0.35192 -0.11412 1.000 0.1179 . .
H50B H Uiso 0.66844 0.35045 -0.13631 1.000 0.1179 . .
H50C H Uiso 0.64548 0.38643 -0.05198 1.000 0.1179 . .
H51A H Uiso 0.76428 0.25003 0.04082 1.000 0.1192 . .
H51B H Uiso 0.76876 0.32330 0.04461 1.000 0.1192 . .
H51C H Uiso 0.79201 0.28788 -0.04006 1.000 0.1192 . .
H52A H Uiso 0.63561 0.19643 -0.05601 1.000 0.1169 . .
H52B H Uiso 0.66031 0.23268 -0.13947 1.000 0.1169 . .
H52C H Uiso 0.55727 0.23515 -0.11526 1.000 0.1169 . .


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

# 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 C6 1.3800 . . yes
O1 C7 1.3820 . . yes
O2 C10 1.2301 . . yes
O3 C22 1.2282 . . yes
O4 C32 1.3623 . . yes
O4 C33 1.3747 . . yes
O5 C36 1.2251 . . yes
O6 C48 1.2293 . . yes
N1 C10 1.3493 . . yes
N1 C11 1.4735 . . yes
N1 C9 1.4666 . . yes
N2 C22 1.3268 . . yes
N2 C23 1.4840 . . yes
N2 H2A 0.8400 . . no
N3 C37 1.4685 . . yes
N3 C35 1.4659 . . yes
N3 C36 1.3505 . . yes
N5 C49 1.4803 . . yes
N5 C48 1.3357 . . yes
N5 H5A 0.8600 . . no
C1 C6 1.3953 . . no
C1 C2 1.3931 . . no
C1 C10 1.4906 . . no
C2 C3 1.3724 . . no
C3 C4 1.3760 . . no
C4 C5 1.3705 . . no
C5 C6 1.3802 . . no
C7 C8 1.3051 . . no
C7 C9 1.4843 . . no
C11 C22 1.5356 . . no
C11 C12 1.5150 . . no
C12 C13 1.3676 . . no
C12 C17 1.4308 . . no
C13 C14 1.3941 . . no
C14 C15 1.3559 . . no
C15 C16 1.4029 . . no
C16 C17 1.4161 . . no
C16 C21 1.4142 . . no
C17 C18 1.4179 . . no
C18 C19 1.3672 . . no
C19 C20 1.3848 . . no
C20 C21 1.3517 . . no
C23 C25 1.5189 . . no
C23 C26 1.5137 . . no
C23 C24 1.5021 . . no
C2 H2 0.9300 . . no
C3 H3 0.9300 . . no
C4 H4 0.9300 . . no
C5 H5 0.9300 . . no
C8 H8B 0.9300 . . no
C8 H8A 0.9300 . . no
C9 H9A 0.9700 . . no
C9 H9B 0.9700 . . no
C11 H11 0.9800 . . no
C13 H13 0.9300 . . no
C14 H14 0.9300 . . no
C15 H15 0.9300 . . no
C18 H18 0.9300 . . no
C19 H19 0.9300 . . no
C20 H20 0.9300 . . no
C21 H21 0.9300 . . no
C24 H24C 0.9600 . . no
C24 H24A 0.9600 . . no
C24 H24B 0.9600 . . no
C25 H25C 0.9600 . . no
C25 H25B 0.9600 . . no
C25 H25A 0.9600 . . no
C26 H61C 0.9600 . . no
C26 H26B 0.9600 . . no
C26 H61A 0.9600 . . no
C27 C32 1.3613 . . no
C27 C36 1.5039 . . no
C27 C28 1.3951 . . no
C28 C29 1.3680 . . no
C29 C30 1.3446 . . no
C30 C31 1.3564 . . no
C31 C32 1.4346 . . no
C33 C35 1.5120 . . no
C33 C34 1.3103 . . no
C37 C38 1.5231 . . no
C37 C48 1.5357 . . no
C38 C43 1.4286 . . no
C38 C39 1.3631 . . no
C39 C40 1.4026 . . no
C40 C41 1.3472 . . no
C41 C42 1.4068 . . no
C42 C43 1.4276 . . no
C42 C47 1.4106 . . no
C43 C44 1.4089 . . no
C44 C45 1.3654 . . no
C45 C46 1.3999 . . no
C46 C47 1.3487 . . no
C49 C51 1.5220 . . no
C49 C52 1.5262 . . no
C49 C50 1.5247 . . no
C28 H28 0.9300 . . no
C29 H29 0.9300 . . no
C30 H30 0.9300 . . no
C31 H31 0.9300 . . no
C34 H34A 0.9300 . . no
C34 H34B 0.9300 . . no
C35 H35A 0.9700 . . no
C35 H35B 0.9700 . . no
C37 H37 0.9800 . . no
C39 H39 0.9300 . . no
C40 H40 0.9300 . . no
C41 H41 0.9300 . . no
C44 H44 0.9300 . . no
C45 H45 0.9300 . . no
C46 H46 0.9300 . . no
C47 H47 0.9300 . . no
C50 H50A 0.9600 . . no
C50 H50B 0.9600 . . no
C50 H50C 0.9600 . . no
C51 H51A 0.9600 . . no
C51 H51B 0.9600 . . no
C51 H51C 0.9600 . . no
C52 H52A 0.9600 . . no
C52 H52B 0.9600 . . no
C52 H52C 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
C6 O1 C7 121.63 . . . yes
C32 O4 C33 123.30 . . . yes
C9 N1 C10 120.94 . . . yes
C10 N1 C11 118.83 . . . yes
C9 N1 C11 119.98 . . . yes
C22 N2 C23 126.88 . . . yes
C23 N2 H2A 116.00 . . . no
C22 N2 H2A 117.00 . . . no
C35 N3 C36 120.86 . . . yes
C35 N3 C37 119.48 . . . yes
C36 N3 C37 119.64 . . . yes
C48 N5 C49 127.29 . . . yes
C48 N5 H5A 116.00 . . . no
C49 N5 H5A 116.00 . . . no
C2 C1 C10 116.64 . . . no
C2 C1 C6 117.38 . . . no
C6 C1 C10 125.95 . . . no
C1 C2 C3 122.11 . . . no
C2 C3 C4 119.11 . . . no
C3 C4 C5 120.47 . . . no
C4 C5 C6 120.33 . . . no
O1 C6 C5 115.00 . . . yes
O1 C6 C1 124.08 . . . yes
C1 C6 C5 120.59 . . . no
C8 C7 C9 125.82 . . . no
O1 C7 C9 116.67 . . . yes
O1 C7 C8 117.48 . . . yes
N1 C9 C7 111.52 . . . yes
O2 C10 C1 120.40 . . . yes
O2 C10 N1 121.71 . . . yes
N1 C10 C1 117.88 . . . yes
C12 C11 C22 113.15 . . . no
N1 C11 C22 110.15 . . . yes
N1 C11 C12 110.55 . . . yes
C13 C12 C17 118.96 . . . no
C11 C12 C17 119.63 . . . no
C11 C12 C13 121.36 . . . no
C12 C13 C14 121.76 . . . no
C13 C14 C15 120.13 . . . no
C14 C15 C16 120.92 . . . no
C15 C16 C21 121.49 . . . no
C15 C16 C17 119.37 . . . no
C17 C16 C21 119.14 . . . no
C12 C17 C16 118.85 . . . no
C16 C17 C18 118.07 . . . no
C12 C17 C18 123.07 . . . no
C17 C18 C19 120.48 . . . no
C18 C19 C20 121.00 . . . no
C19 C20 C21 120.36 . . . no
C16 C21 C20 120.94 . . . no
N2 C22 C11 115.35 . . . yes
O3 C22 C11 120.42 . . . yes
O3 C22 N2 124.22 . . . yes
C24 C23 C25 109.44 . . . no
C24 C23 C26 111.59 . . . no
C25 C23 C26 109.53 . . . no
N2 C23 C24 111.00 . . . yes
N2 C23 C25 106.44 . . . yes
N2 C23 C26 108.70 . . . yes
C1 C2 H2 119.00 . . . no
C3 C2 H2 119.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C3 C4 H4 120.00 . . . no
C5 C4 H4 120.00 . . . no
C4 C5 H5 120.00 . . . no
C6 C5 H5 120.00 . . . no
C7 C8 H8A 120.00 . . . no
C7 C8 H8B 120.00 . . . no
H8A C8 H8B 120.00 . . . no
N1 C9 H9B 109.00 . . . no
H9A C9 H9B 108.00 . . . no
C7 C9 H9A 109.00 . . . no
N1 C9 H9A 109.00 . . . no
C7 C9 H9B 109.00 . . . no
C22 C11 H11 108.00 . . . no
N1 C11 H11 108.00 . . . no
C12 C11 H11 108.00 . . . no
C14 C13 H13 119.00 . . . no
C12 C13 H13 119.00 . . . no
C13 C14 H14 120.00 . . . no
C15 C14 H14 120.00 . . . no
C16 C15 H15 120.00 . . . no
C14 C15 H15 120.00 . . . no
C17 C18 H18 120.00 . . . no
C19 C18 H18 120.00 . . . no
C20 C19 H19 120.00 . . . no
C18 C19 H19 120.00 . . . no
C21 C20 H20 120.00 . . . no
C19 C20 H20 120.00 . . . no
C16 C21 H21 120.00 . . . no
C20 C21 H21 120.00 . . . no
C23 C24 H24C 109.00 . . . no
H24B C24 H24C 109.00 . . . no
H24A C24 H24C 109.00 . . . no
C23 C24 H24B 109.00 . . . no
H24A C24 H24B 109.00 . . . no
C23 C24 H24A 109.00 . . . no
H25A C25 H25B 109.00 . . . no
H25A C25 H25C 109.00 . . . no
C23 C25 H25C 109.00 . . . no
C23 C25 H25A 109.00 . . . no
C23 C25 H25B 109.00 . . . no
H25B C25 H25C 109.00 . . . no
C23 C26 H26B 109.00 . . . no
H61A C26 H61C 109.00 . . . no
C23 C26 H61C 109.00 . . . no
H26B C26 H61A 109.00 . . . no
C23 C26 H61A 109.00 . . . no
H26B C26 H61C 109.00 . . . no
C32 C27 C36 127.13 . . . no
C28 C27 C36 115.34 . . . no
C28 C27 C32 117.51 . . . no
C27 C28 C29 122.69 . . . no
C28 C29 C30 118.72 . . . no
C29 C30 C31 122.34 . . . no
C30 C31 C32 118.52 . . . no
C27 C32 C31 120.23 . . . no
O4 C32 C27 125.64 . . . yes
O4 C32 C31 113.84 . . . yes
O4 C33 C34 121.78 . . . yes
O4 C33 C35 116.32 . . . yes
C34 C33 C35 121.85 . . . no
N3 C35 C33 110.36 . . . yes
N3 C36 C27 118.54 . . . yes
O5 C36 C27 119.18 . . . yes
O5 C36 N3 122.25 . . . yes
N3 C37 C48 110.93 . . . yes
C38 C37 C48 111.41 . . . no
N3 C37 C38 111.98 . . . yes
C39 C38 C43 118.99 . . . no
C37 C38 C39 120.80 . . . no
C37 C38 C43 120.21 . . . no
C38 C39 C40 121.89 . . . no
C39 C40 C41 120.37 . . . no
C40 C41 C42 120.56 . . . no
C41 C42 C43 119.56 . . . no
C41 C42 C47 121.55 . . . no
C43 C42 C47 118.89 . . . no
C38 C43 C42 118.48 . . . no
C42 C43 C44 118.13 . . . no
C38 C43 C44 123.39 . . . no
C43 C44 C45 120.77 . . . no
C44 C45 C46 120.75 . . . no
C45 C46 C47 120.08 . . . no
C42 C47 C46 121.26 . . . no
O6 C48 C37 121.46 . . . yes
O6 C48 N5 124.90 . . . yes
N5 C48 C37 113.60 . . . yes
N5 C49 C51 106.07 . . . yes
N5 C49 C52 110.47 . . . yes
C50 C49 C52 110.16 . . . no
C51 C49 C52 109.78 . . . no
C50 C49 C51 110.50 . . . no
N5 C49 C50 109.79 . . . yes
C27 C28 H28 119.00 . . . no
C29 C28 H28 119.00 . . . no
C28 C29 H29 121.00 . . . no
C30 C29 H29 121.00 . . . no
C29 C30 H30 119.00 . . . no
C31 C30 H30 119.00 . . . no
C30 C31 H31 121.00 . . . no
C32 C31 H31 121.00 . . . no
C33 C34 H34A 120.00 . . . no
C33 C34 H34B 120.00 . . . no
H34A C34 H34B 120.00 . . . no
N3 C35 H35A 110.00 . . . no
N3 C35 H35B 110.00 . . . no
C33 C35 H35A 110.00 . . . no
C33 C35 H35B 110.00 . . . no
H35A C35 H35B 108.00 . . . no
N3 C37 H37 107.00 . . . no
C38 C37 H37 107.00 . . . no
C48 C37 H37 107.00 . . . no
C38 C39 H39 119.00 . . . no
C40 C39 H39 119.00 . . . no
C39 C40 H40 120.00 . . . no
C41 C40 H40 120.00 . . . no
C40 C41 H41 120.00 . . . no
C42 C41 H41 120.00 . . . no
C43 C44 H44 120.00 . . . no
C45 C44 H44 120.00 . . . no
C44 C45 H45 120.00 . . . no
C46 C45 H45 120.00 . . . no
C45 C46 H46 120.00 . . . no
C47 C46 H46 120.00 . . . no
C42 C47 H47 119.00 . . . no
C46 C47 H47 119.00 . . . no
C49 C50 H50A 109.00 . . . no
C49 C50 H50B 109.00 . . . no
C49 C50 H50C 109.00 . . . no
H50A C50 H50B 109.00 . . . no
H50A C50 H50C 109.00 . . . no
H50B C50 H50C 109.00 . . . no
C49 C51 H51A 109.00 . . . no
C49 C51 H51B 109.00 . . . no
C49 C51 H51C 109.00 . . . no
H51A C51 H51B 109.00 . . . no
H51A C51 H51C 109.00 . . . no
H51B C51 H51C 109.00 . . . no
C49 C52 H52A 109.00 . . . no
C49 C52 H52B 109.00 . . . no
C49 C52 H52C 109.00 . . . no
H52A C52 H52B 109.00 . . . no
H52A C52 H52C 109.00 . . . no
H52B C52 H52C 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
C7 O1 C6 C1 51.85 . . . . no
C7 O1 C6 C5 -134.79 . . . . no
C6 O1 C7 C8 169.39 . . . . no
C6 O1 C7 C9 -12.23 . . . . no
C32 O4 C33 C34 -172.92 . . . . no
C32 O4 C33 C35 9.64 . . . . no
C33 O4 C32 C31 -148.07 . . . . no
C33 O4 C32 C27 38.19 . . . . no
C11 N1 C9 C7 -111.76 . . . . no
C9 N1 C10 O2 172.67 . . . . no
C9 N1 C10 C1 -6.25 . . . . no
C11 N1 C10 C1 179.58 . . . . no
C11 N1 C10 O2 -1.51 . . . . no
C10 N1 C9 C7 74.13 . . . . no
C9 N1 C11 C22 -82.59 . . . . no
C10 N1 C11 C22 91.64 . . . . no
C9 N1 C11 C12 43.21 . . . . no
C10 N1 C11 C12 -142.56 . . . . no
C23 N2 C22 C11 -179.43 . . . . no
C22 N2 C23 C26 -71.14 . . . . no
C22 N2 C23 C24 51.96 . . . . no
C23 N2 C22 O3 -0.59 . . . . no
C22 N2 C23 C25 170.96 . . . . no
C35 N3 C36 C27 5.36 . . . . no
C37 N3 C36 O5 1.92 . . . . no
C36 N3 C37 C38 -129.56 . . . . no
C37 N3 C35 C33 -114.51 . . . . no
C35 N3 C36 O5 -176.70 . . . . no
C36 N3 C37 C48 105.28 . . . . no
C36 N3 C35 C33 64.11 . . . . no
C35 N3 C37 C38 49.08 . . . . no
C37 N3 C36 C27 -176.02 . . . . no
C35 N3 C37 C48 -76.08 . . . . no
C48 N5 C49 C50 55.38 . . . . no
C49 N5 C48 O6 7.37 . . . . no
C48 N5 C49 C51 174.79 . . . . no
C48 N5 C49 C52 -66.30 . . . . no
C49 N5 C48 C37 -170.14 . . . . no
C2 C1 C10 N1 145.86 . . . . no
C6 C1 C10 O2 144.93 . . . . no
C6 C1 C2 C3 0.63 . . . . no
C2 C1 C10 O2 -33.07 . . . . no
C2 C1 C6 O1 173.18 . . . . no
C10 C1 C6 O1 -4.81 . . . . no
C6 C1 C10 N1 -36.14 . . . . no
C10 C1 C6 C5 -177.82 . . . . no
C2 C1 C6 C5 0.18 . . . . no
C10 C1 C2 C3 178.82 . . . . no
C1 C2 C3 C4 -1.31 . . . . no
C2 C3 C4 C5 1.17 . . . . no
C3 C4 C5 C6 -0.38 . . . . no
C4 C5 C6 C1 -0.30 . . . . no
C4 C5 C6 O1 -173.91 . . . . no
C8 C7 C9 N1 114.33 . . . . no
O1 C7 C9 N1 -63.89 . . . . no
C22 C11 C12 C17 -164.50 . . . . no
N1 C11 C12 C13 -105.86 . . . . no
C12 C11 C22 N2 82.18 . . . . no
C12 C11 C22 O3 -96.70 . . . . no
N1 C11 C22 O3 27.61 . . . . no
C22 C11 C12 C13 18.23 . . . . no
N1 C11 C12 C17 71.42 . . . . no
N1 C11 C22 N2 -153.51 . . . . no
C11 C12 C13 C14 177.28 . . . . no
C11 C12 C17 C18 2.81 . . . . no
C17 C12 C13 C14 0.00 . . . . no
C11 C12 C17 C16 -176.99 . . . . no
C13 C12 C17 C18 -179.85 . . . . no
C13 C12 C17 C16 0.35 . . . . no
C12 C13 C14 C15 -0.22 . . . . no
C13 C14 C15 C16 0.09 . . . . no
C14 C15 C16 C21 179.52 . . . . no
C14 C15 C16 C17 0.26 . . . . no
C17 C16 C21 C20 -0.79 . . . . no
C15 C16 C21 C20 179.94 . . . . no
C21 C16 C17 C18 0.44 . . . . no
C15 C16 C17 C18 179.72 . . . . no
C21 C16 C17 C12 -179.76 . . . . no
C15 C16 C17 C12 -0.48 . . . . no
C12 C17 C18 C19 -179.39 . . . . no
C16 C17 C18 C19 0.41 . . . . no
C17 C18 C19 C20 -0.94 . . . . no
C18 C19 C20 C21 0.60 . . . . no
C19 C20 C21 C16 0.28 . . . . no
C36 C27 C32 C31 -179.04 . . . . no
C36 C27 C28 C29 178.94 . . . . no
C36 C27 C32 O4 -5.67 . . . . no
C28 C27 C36 N3 141.72 . . . . no
C32 C27 C28 C29 0.13 . . . . no
C28 C27 C36 O5 -36.28 . . . . no
C28 C27 C32 C31 -0.38 . . . . no
C32 C27 C36 N3 -39.60 . . . . no
C32 C27 C36 O5 142.40 . . . . no
C28 C27 C32 O4 172.99 . . . . no
C27 C28 C29 C30 0.33 . . . . no
C28 C29 C30 C31 -0.53 . . . . no
C29 C30 C31 C32 0.28 . . . . no
C30 C31 C32 O4 -173.92 . . . . no
C30 C31 C32 C27 0.19 . . . . no
C34 C33 C35 N3 106.41 . . . . no
O4 C33 C35 N3 -76.15 . . . . no
C48 C37 C38 C43 -154.64 . . . . no
C38 C37 C48 O6 -95.41 . . . . no
N3 C37 C48 O6 30.07 . . . . no
N3 C37 C48 N5 -152.33 . . . . no
N3 C37 C38 C39 -100.00 . . . . no
N3 C37 C38 C43 80.47 . . . . no
C48 C37 C38 C39 24.89 . . . . no
C38 C37 C48 N5 82.19 . . . . no
C39 C38 C43 C42 -3.69 . . . . no
C39 C38 C43 C44 177.19 . . . . no
C37 C38 C39 C40 -178.91 . . . . no
C43 C38 C39 C40 0.63 . . . . no
C37 C38 C43 C42 175.85 . . . . no
C37 C38 C43 C44 -3.27 . . . . no
C38 C39 C40 C41 2.37 . . . . no
C39 C40 C41 C42 -2.12 . . . . no
C40 C41 C42 C43 -1.03 . . . . no
C40 C41 C42 C47 178.14 . . . . no
C47 C42 C43 C38 -175.27 . . . . no
C47 C42 C43 C44 3.90 . . . . no
C41 C42 C43 C44 -176.91 . . . . no
C41 C42 C43 C38 3.92 . . . . no
C43 C42 C47 C46 -1.80 . . . . no
C41 C42 C47 C46 179.03 . . . . no
C38 C43 C44 C45 176.02 . . . . no
C42 C43 C44 C45 -3.10 . . . . no
C43 C44 C45 C46 0.14 . . . . no
C44 C45 C46 C47 2.09 . . . . no
C45 C46 C47 C42 -1.21 . . . . 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 N1 2.9811 . . no
O2 C22 3.3851 . . no
O2 C30 3.2654 . 1_655 no
O3 C13 3.3645 . . no
O3 C24 2.9840 . . no
O3 C26 3.2517 . . no
O3 C51 3.4024 . . no
O3 N1 2.7461 . . no
O3 N5 2.9109 . . no
O3 C9 3.1053 . . no
O4 N3 3.0855 . . no
O5 C8 3.3888 . . no
O5 C9 3.1535 . . no
O6 C39 3.2900 . . no
O6 C35 3.0345 . . no
O6 C50 3.1062 . . no
O6 C52 3.1856 . . no
O6 N3 2.7912 . . no
O6 N2 3.0100 . 4_454 no
O2 H2 2.5500 . . no
O2 H11 2.3400 . . no
O2 H41 2.6500 . 2_645 no
O2 H30 2.4200 . 1_655 no
O3 H61C 2.7100 . . no
O3 H13 2.7700 . . no
O3 H5A 2.0500 . . no
O3 H9B 2.8400 . . no
O3 H37 2.7200 . . no
O3 H24B 2.3800 . . no
O4 H52B 2.7900 . 4_455 no
O5 H28 2.5200 . . no
O5 H37 2.2900 . . no
O5 H8B 2.7600 . . no
O5 H9B 2.3500 . . no
O5 H44 2.7000 . . no
O6 H52C 2.6200 . . no
O6 H35B 2.7100 . . no
O6 H2A 2.1700 . 4_454 no
O6 H25C 2.8600 . 4_454 no
O6 H50A 2.5300 . . no
O6 H39 2.6600 . . no
N1 O3 2.7461 . . no
N1 C18 3.2394 . . no
N1 O1 2.9811 . . no
N2 C13 3.4110 . . no
N2 O6 3.0100 . 4_555 no
N3 O6 2.7912 . . no
N3 O4 3.0855 . . no
N3 C44 3.3877 . . no
N5 O3 2.9109 . . no
N5 C39 3.4249 . . no
N1 H18 2.7900 . . no
N3 H44 2.8800 . . no
C7 C12 3.4970 . . no
C7 C17 3.5712 . . no
C8 C17 3.4803 . . no
C8 O5 3.3888 . . no
C9 O5 3.1535 . . no
C9 C13 3.4588 . . no
C9 O3 3.1053 . . no
C9 C17 3.5654 . . no
C12 C35 3.5929 . 4_555 no
C12 C7 3.4970 . . no
C13 C9 3.4588 . . no
C13 N2 3.4110 . . no
C13 O3 3.3645 . . no
C15 C33 3.4534 . 4_555 no
C16 C35 3.5466 . 4_555 no
C16 C33 3.5286 . 4_555 no
C16 C34 3.5464 . 4_555 no
C17 C9 3.5654 . . no
C17 C35 3.4867 . 4_555 no
C17 C8 3.4803 . . no
C17 C7 3.5712 . . no
C18 N1 3.2394 . . no
C21 C34 3.3966 . 4_555 no
C22 O2 3.3851 . . no
C24 O3 2.9840 . . no
C26 O3 3.2517 . . no
C30 O2 3.2654 . 1_455 no
C33 C16 3.5286 . 4_454 no
C33 C15 3.4534 . 4_454 no
C33 C38 3.5759 . . no
C34 C16 3.5464 . 4_454 no
C34 C21 3.3966 . 4_454 no
C35 C17 3.4867 . 4_454 no
C35 O6 3.0345 . . no
C35 C16 3.5466 . 4_454 no
C35 C12 3.5929 . 4_454 no
C35 C39 3.4140 . . no
C38 C33 3.5759 . . no
C39 C35 3.4140 . . no
C39 N5 3.4249 . . no
C39 O6 3.2900 . . no
C44 N3 3.3877 . . no
C50 O6 3.1062 . . no
C51 O3 3.4024 . . no
C52 O6 3.1856 . . no
C1 H9A 2.6200 . . no
C4 H34A 3.0400 . 4_554 no
C6 H9A 2.6200 . . no
C10 H18 3.0100 . . no
C11 H18 2.6300 . . no
C12 H35A 2.9500 . 4_555 no
C12 H9B 2.5800 . . no
C13 H9B 2.7600 . . no
C13 H35A 2.8800 . 4_555 no
C14 H35A 3.0500 . 4_555 no
C17 H35B 2.9900 . 4_555 no
C18 H11 2.7000 . . no
C21 H21 3.0000 . 3_656 no
C22 H13 2.4900 . . no
C22 H61C 2.9100 . . no
C22 H24B 2.8000 . . no
C22 H9B 3.0700 . . no
C27 H35A 2.6800 . . no
C29 H46 3.0300 . 4_454 no
C32 H35A 2.6300 . . no
C32 H52B 2.9600 . 4_455 no
C34 H3 3.0800 . 4_455 no
C36 H44 2.9200 . . no
C37 H44 2.6400 . . no
C38 H5A 3.0900 . . no
C38 H35B 2.6600 . . no
C39 H40 3.0300 . 3_665 no
C39 H35B 2.7200 . . no
C43 H24B 2.9900 . . no
C44 H13 2.9400 . . no
C44 H37 2.6700 . . no
C45 H24A 2.9400 . . no
C45 H2 2.9900 . 4_455 no
C45 H3 3.0200 . 4_455 no
C46 H24A 3.0200 . . no
C48 H39 2.4900 . . no
C48 H35B 2.9800 . . no
C48 H52C 2.9200 . . no
C48 H50A 2.8300 . . no
C52 H25C 2.8700 . 4_454 no
H2 O2 2.5500 . . no
H2 C45 2.9900 . 4_554 no
H2A O6 2.1700 . 4_555 no
H2A H11 2.2400 . . no
H2A H25C 2.3200 . . no
H2A H25A 2.4900 . . no
H3 C45 3.0200 . 4_554 no
H3 C34 3.0800 . 4_554 no
H4 H34A 2.5200 . 4_554 no
H5 H25B 2.5700 . 2_645 no
H5A O3 2.0500 . . no
H5A H51B 2.3800 . . no
H5A H51A 2.3700 . . no
H5A C38 3.0900 . . no
H5A H37 2.1700 . . no
H8B H9B 2.4100 . . no
H8B O5 2.7600 . . no
H9A C6 2.6200 . . no
H9A C1 2.6200 . . no
H9B O3 2.8400 . . no
H9B C22 3.0700 . . no
H9B H8B 2.4100 . . no
H9B C12 2.5800 . . no
H9B C13 2.7600 . . no
H9B O5 2.3500 . . no
H11 O2 2.3400 . . no
H11 C18 2.7000 . . no
H11 H2A 2.2400 . . no
H11 H18 2.1900 . . no
H13 C44 2.9400 . . no
H13 O3 2.7700 . . no
H13 H44 2.4800 . . no
H13 C22 2.4900 . . no
H15 H21 2.4700 . . no
H18 N1 2.7900 . . no
H18 H11 2.1900 . . no
H18 C10 3.0100 . . no
H18 C11 2.6300 . . no
H21 H15 2.4700 . . no
H21 C21 3.0000 . 3_656 no
H21 H21 2.5100 . 3_656 no
H24A C45 2.9400 . . no
H24A H25A 2.4400 . . no
H24A C46 3.0200 . . no
H24B H61C 2.5200 . . no
H24B C43 2.9900 . . no
H24B O3 2.3800 . . no
H24B C22 2.8000 . . no
H24C H26B 2.5100 . . no
H24C H25B 2.4900 . . no
H25A H2A 2.4900 . . no
H25A H24A 2.4400 . . no
H25B H5 2.5700 . 2_655 no
H25B H24C 2.4900 . . no
H25B H26B 2.5000 . . no
H25C H2A 2.3200 . . no
H25C H61A 2.4600 . . no
H25C O6 2.8600 . 4_555 no
H25C C52 2.8700 . 4_555 no
H25C H52C 2.2600 . 4_555 no
H26B H25B 2.5000 . . no
H26B H24C 2.5100 . . no
H28 O5 2.5200 . . no
H30 O2 2.4200 . 1_455 no
H34A C4 3.0400 . 4_455 no
H34A H4 2.5200 . 4_455 no
H34B H35B 2.3500 . . no
H35A C12 2.9500 . 4_454 no
H35A C14 3.0500 . 4_454 no
H35A C32 2.6300 . . no
H35A C13 2.8800 . 4_454 no
H35A C27 2.6800 . . no
H35B O6 2.7100 . . no
H35B C17 2.9900 . 4_454 no
H35B H39 2.5600 . . no
H35B C39 2.7200 . . no
H35B C48 2.9800 . . no
H35B C38 2.6600 . . no
H35B H34B 2.3500 . . no
H37 O5 2.2900 . . no
H37 C44 2.6700 . . no
H37 O3 2.7200 . . no
H37 H5A 2.1700 . . no
H37 H44 2.1800 . . no
H39 C48 2.4900 . . no
H39 O6 2.6600 . . no
H39 H35B 2.5600 . . no
H39 H40 2.3900 . 3_665 no
H40 C39 3.0300 . 3_665 no
H40 H39 2.3900 . 3_665 no
H41 O2 2.6500 . 2_655 no
H41 H47 2.4700 . . no
H44 N3 2.8800 . . no
H44 C36 2.9200 . . no
H44 C37 2.6400 . . no
H44 H13 2.4800 . . no
H44 O5 2.7000 . . no
H44 H37 2.1800 . . no
H46 C29 3.0300 . 4_555 no
H47 H41 2.4700 . . no
H50A O6 2.5300 . . no
H50A C48 2.8300 . . no
H50A H52C 2.5000 . . no
H50B H51C 2.5100 . . no
H50B H52B 2.5200 . . no
H50C H51B 2.5200 . . no
H51A H52A 2.4700 . . no
H51A H5A 2.3700 . . no
H51B H5A 2.3800 . . no
H51B H50C 2.5200 . . no
H51C H52B 2.5300 . . no
H51C H50B 2.5100 . . no
H52A H51A 2.4700 . . no
H52B H51C 2.5300 . . no
H52B H50B 2.5200 . . no
H52B O4 2.7900 . 4_554 no
H52B C32 2.9600 . 4_554 no
H52C C48 2.9200 . . no
H52C O6 2.6200 . . no
H52C H50A 2.5000 . . no
H52C H25C 2.2600 . 4_454 no
H61A H25C 2.4600 . . no
H61C H24B 2.5200 . . no
H61C O3 2.7100 . . no
H61C C22 2.9100 . . 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)
#
N2 H2A O6 0.8400 2.1700 3.0100 175.00 4_555 yes
N5 H5A O3 0.8600 2.0500 2.9109 176.00 . yes
C9 H9B O5 0.9700 2.3500 3.1535 140.00 . yes
C11 H11 O2 0.9800 2.3400 2.7177 102.00 . yes
C24 H24B O3 0.9600 2.3800 2.9840 120.00 . yes
C30 H30 O2 0.9300 2.4200 3.2654 151.00 1_455 yes
C37 H37 O5 0.9800 2.2900 2.7413 107.00 . yes
C50 H50A O6 0.9600 2.5300 3.1062 119.00 . 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
_database_code_depnum_ccdc_archive 'CCDC 984705'
