# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_ec1nin
_database_code_depnum_ccdc_archive 'CCDC 935936'
_audit_update_record             
;
2013-04-24 deposited with the CCDC.
2015-09-14 downloaded from the CCDC.
;
#TrackingRef 'ec1nin.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H21 N2 O6'
_chemical_formula_weight         517.50

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

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   25.2650(13)
_cell_length_b                   14.1121(10)
_cell_length_c                   14.5519(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.961(5)
_cell_angle_gamma                90.00
_cell_volume                     5181.4(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2152
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9619
_exptl_absorpt_correction_T_max  0.9762
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15785
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_sigmaI/netI    0.0524
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.82
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4571
_reflns_number_gt                3149
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0607P)²+42.8156P] 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         4571
_refine_ls_number_parameters     362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1408
_refine_ls_R_factor_gt           0.1076
_refine_ls_wR_factor_ref         0.2682
_refine_ls_wR_factor_gt          0.2509
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.60151(14) 0.4872(3) 0.5403(3) 0.0506(10) Uani 1 1 d . . .
H4A H 0.6032 0.4903 0.4842 0.076 Uiso 1 1 calc R . .
O5 O 0.67289(15) 0.3494(3) 0.4903(2) 0.0474(10) Uani 1 1 d . . .
H5A H 0.6678 0.3776 0.4413 0.071 Uiso 1 1 calc R . .
O6 O 0.65994(18) 0.6618(3) 0.5343(3) 0.0650(12) Uani 1 1 d . . .
N1 N 0.69702(17) 0.3596(3) 0.6459(3) 0.0402(11) Uani 1 1 d . . .
O1 O 0.59647(16) 0.8109(3) 0.6776(4) 0.0699(14) Uani 1 1 d . . .
O3 O 0.63690(19) 0.5564(4) 0.8320(3) 0.0705(14) Uani 1 1 d . . .
C13 C 0.6914(2) 0.4134(4) 0.5583(3) 0.0385(12) Uani 1 1 d . . .
C7 C 0.5505(2) 0.6325(4) 0.6696(4) 0.0439(13) Uani 1 1 d . . .
H7 H 0.5350 0.5728 0.6659 0.053 Uiso 1 1 calc R . .
C11 C 0.6541(2) 0.4924(4) 0.6871(3) 0.0410(13) Uani 1 1 d . . .
C25 C 0.7426(2) 0.4624(4) 0.5397(3) 0.0390(12) Uani 1 1 d . . .
C24 C 0.7366(2) 0.5610(4) 0.5373(4) 0.0424(13) Uani 1 1 d . . .
C17 C 0.6856(2) 0.1881(4) 0.6807(4) 0.0463(14) Uani 1 1 d . . .
C12 C 0.65250(19) 0.4966(4) 0.5822(3) 0.0379(12) Uani 1 1 d . . .
C16 C 0.7218(2) 0.2657(4) 0.6504(4) 0.0484(14) Uani 1 1 d . . .
H16A H 0.7527 0.2683 0.6928 0.058 Uiso 1 1 calc R . .
H16B H 0.7339 0.2498 0.5901 0.058 Uiso 1 1 calc R . .
C15 C 0.6910(3) 0.3766(5) 0.8125(4) 0.0589(17) Uani 1 1 d . . .
H15A H 0.6643 0.3319 0.8281 0.088 Uiso 1 1 calc R . .
H15B H 0.6905 0.4298 0.8537 0.088 Uiso 1 1 calc R . .
H15C H 0.7252 0.3468 0.8178 0.088 Uiso 1 1 calc R . .
C8 C 0.6006(2) 0.6420(4) 0.7045(4) 0.0465(14) Uani 1 1 d . . .
C14 C 0.6802(2) 0.4100(4) 0.7157(3) 0.0387(12) Uani 1 1 d . . .
C1 C 0.5210(2) 0.7138(5) 0.6383(4) 0.0495(15) Uani 1 1 d . . .
C23 C 0.6809(2) 0.5860(4) 0.5496(4) 0.0436(13) Uani 1 1 d . . .
C29 C 0.7789(2) 0.6196(5) 0.5212(4) 0.0543(16) Uani 1 1 d . . .
H29 H 0.7747 0.6851 0.5222 0.065 Uiso 1 1 calc R . .
C10 C 0.6320(2) 0.5603(4) 0.7464(4) 0.0461(14) Uani 1 1 d . . .
C26 C 0.7919(2) 0.4234(5) 0.5237(4) 0.0527(15) Uani 1 1 d . . .
H26 H 0.7968 0.3581 0.5255 0.063 Uiso 1 1 calc R . .
C6 C 0.5452(2) 0.8014(5) 0.6433(4) 0.0528(15) Uani 1 1 d . . .
C9 C 0.6250(3) 0.7336(5) 0.7108(5) 0.0629(18) Uani 1 1 d . . .
C22 C 0.6314(3) 0.1940(5) 0.6706(5) 0.0629(17) Uani 1 1 d . . .
H22 H 0.6157 0.2478 0.6444 0.075 Uiso 1 1 calc R . .
C2 C 0.4680(2) 0.7102(5) 0.6028(4) 0.0617(18) Uani 1 1 d . . .
H2 H 0.4506 0.6523 0.5978 0.074 Uiso 1 1 calc R . .
C28 C 0.8269(3) 0.5814(5) 0.5037(5) 0.0631(18) Uani 1 1 d . . .
H28 H 0.8552 0.6205 0.4910 0.076 Uiso 1 1 calc R . .
C27 C 0.8334(2) 0.4826(5) 0.5051(4) 0.0603(17) Uani 1 1 d . . .
H27 H 0.8663 0.4567 0.4934 0.072 Uiso 1 1 calc R . .
C5 C 0.5196(3) 0.8846(6) 0.6150(6) 0.082(2) Uani 1 1 d . . .
H5 H 0.5369 0.9427 0.6189 0.098 Uiso 1 1 calc R . .
C18 C 0.7085(3) 0.1066(5) 0.7186(4) 0.0633(18) Uani 1 1 d . . .
H18 H 0.7452 0.1019 0.7259 0.076 Uiso 1 1 calc R . .
C21 C 0.5998(3) 0.1196(6) 0.6993(6) 0.081(2) Uani 1 1 d . . .
H21 H 0.5630 0.1241 0.6931 0.097 Uiso 1 1 calc R . .
C4 C 0.4681(3) 0.8779(7) 0.5811(6) 0.090(3) Uani 1 1 d . . .
H4 H 0.4503 0.9325 0.5614 0.108 Uiso 1 1 calc R . .
C19 C 0.6777(4) 0.0336(6) 0.7451(5) 0.082(2) Uani 1 1 d . . .
H19 H 0.6936 -0.0211 0.7689 0.099 Uiso 1 1 calc R . .
C20 C 0.6234(4) 0.0392(6) 0.7371(5) 0.080(2) Uani 1 1 d . . .
H20 H 0.6028 -0.0106 0.7570 0.096 Uiso 1 1 calc R . .
C3 C 0.4420(3) 0.7914(6) 0.5756(6) 0.083(2) Uani 1 1 d . . .
H3 H 0.4069 0.7886 0.5534 0.099 Uiso 1 1 calc R . .
O2 O 0.6693(2) 0.7488(4) 0.7425(5) 0.114(2) Uani 1 1 d . . .
C31A C 0.5351(3) 0.3940(7) 0.6500(7) 0.034(2) Uani 0.50 1 d P . .
C30 C 0.4730(9) 0.342(2) 0.6061(10) 0.284(17) Uani 1 1 d . . .
C31B C 0.4613(8) 0.2696(12) 0.6173(17) 0.088(7) Uani 0.50 1 d P . .
N2 N 0.4614(4) 0.4229(9) 0.6512(9) 0.170(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 C12 1.403(6) . ?
O4 H4A 0.8200 . ?
O5 C13 1.402(6) . ?
O5 H5A 0.8200 . ?
O6 C23 1.209(7) . ?
N1 C14 1.328(7) . ?
N1 C16 1.467(7) . ?
N1 C13 1.484(6) . ?
O1 C6 1.371(7) . ?
O1 C9 1.381(8) . ?
O3 C10 1.247(7) . ?
C13 C25 1.503(7) . ?
C13 C12 1.582(7) . ?
C7 C8 1.347(7) . ?
C7 C1 1.430(8) . ?
C7 H7 0.9300 . ?
C11 C14 1.390(8) . ?
C11 C10 1.423(8) . ?
C11 C12 1.526(7) . ?
C25 C26 1.394(8) . ?
C25 C24 1.399(8) . ?
C24 C29 1.382(8) . ?
C24 C23 1.471(8) . ?
C17 C22 1.372(8) . ?
C17 C18 1.388(8) . ?
C17 C16 1.508(8) . ?
C12 C23 1.538(8) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C15 C14 1.497(7) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C8 C9 1.433(9) . ?
C8 C10 1.509(8) . ?
C1 C6 1.379(9) . ?
C1 C2 1.410(8) . ?
C29 C28 1.362(9) . ?
C29 H29 0.9300 . ?
C26 C27 1.379(9) . ?
C26 H26 0.9300 . ?
C6 C5 1.392(9) . ?
C9 O2 1.207(7) . ?
C22 C21 1.397(10) . ?
C22 H22 0.9300 . ?
C2 C3 1.368(10) . ?
C2 H2 0.9300 . ?
C28 C27 1.404(10) . ?
C28 H28 0.9300 . ?
C27 H27 0.9300 . ?
C5 C4 1.370(10) . ?
C5 H5 0.9300 . ?
C18 C19 1.360(10) . ?
C18 H18 0.9300 . ?
C21 C20 1.384(11) . ?
C21 H21 0.9300 . ?
C4 C3 1.389(11) . ?
C4 H4 0.9300 . ?
C19 C20 1.371(11) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C3 H3 0.9300 . ?
C31A C30 1.81(3) . ?
C31A N2 1.906(16) . ?
C30 C31B 1.08(4) . ?
C30 N2 1.35(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O4 H4A 109.5 . . ?
C13 O5 H5A 109.5 . . ?
C14 N1 C16 127.0(4) . . ?
C14 N1 C13 111.3(4) . . ?
C16 N1 C13 121.5(4) . . ?
C6 O1 C9 121.1(5) . . ?
O5 C13 N1 106.9(4) . . ?
O5 C13 C25 115.3(4) . . ?
N1 C13 C25 110.2(4) . . ?
O5 C13 C12 116.4(4) . . ?
N1 C13 C12 102.9(4) . . ?
C25 C13 C12 104.3(4) . . ?
C8 C7 C1 120.4(6) . . ?
C8 C7 H7 119.8 . . ?
C1 C7 H7 119.8 . . ?
C14 C11 C10 125.2(5) . . ?
C14 C11 C12 108.7(5) . . ?
C10 C11 C12 126.1(5) . . ?
C26 C25 C24 119.0(5) . . ?
C26 C25 C13 129.3(5) . . ?
C24 C25 C13 111.7(5) . . ?
C29 C24 C25 121.1(5) . . ?
C29 C24 C23 129.1(6) . . ?
C25 C24 C23 109.8(5) . . ?
C22 C17 C18 119.1(6) . . ?
C22 C17 C16 122.8(5) . . ?
C18 C17 C16 118.1(6) . . ?
O4 C12 C11 114.0(4) . . ?
O4 C12 C23 112.1(4) . . ?
C11 C12 C23 110.6(4) . . ?
O4 C12 C13 113.7(4) . . ?
C11 C12 C13 101.9(4) . . ?
C23 C12 C13 103.7(4) . . ?
N1 C16 C17 113.9(5) . . ?
N1 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
N1 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C7 C8 C9 120.4(6) . . ?
C7 C8 C10 122.7(5) . . ?
C9 C8 C10 116.7(5) . . ?
N1 C14 C11 112.5(4) . . ?
N1 C14 C15 120.1(5) . . ?
C11 C14 C15 127.3(5) . . ?
C6 C1 C2 117.5(6) . . ?
C6 C1 C7 118.7(5) . . ?
C2 C1 C7 123.9(6) . . ?
O6 C23 C24 127.1(6) . . ?
O6 C23 C12 125.1(5) . . ?
C24 C23 C12 107.7(5) . . ?
C28 C29 C24 119.9(6) . . ?
C28 C29 H29 120.1 . . ?
C24 C29 H29 120.1 . . ?
O3 C10 C11 123.7(5) . . ?
O3 C10 C8 117.4(5) . . ?
C11 C10 C8 118.9(5) . . ?
C27 C26 C25 119.3(6) . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
O1 C6 C1 121.0(6) . . ?
O1 C6 C5 116.2(6) . . ?
C1 C6 C5 122.8(6) . . ?
O2 C9 O1 116.7(6) . . ?
O2 C9 C8 124.9(6) . . ?
O1 C9 C8 118.4(5) . . ?
C17 C22 C21 120.4(7) . . ?
C17 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C3 C2 C1 120.5(7) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C29 C28 C27 119.8(6) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C26 C27 C28 120.9(6) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C4 C5 C6 117.8(7) . . ?
C4 C5 H5 121.1 . . ?
C6 C5 H5 121.1 . . ?
C19 C18 C17 120.4(7) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C20 C21 C22 119.6(8) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C5 C4 C3 121.4(8) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C18 C19 C20 121.2(7) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C19 C20 C21 119.3(7) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
C2 C3 C4 120.0(6) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C30 C31A N2 42.6(6) . . ?
C31B C30 N2 131(3) . . ?
C31B C30 C31A 125(2) . . ?
N2 C30 C31A 72.3(17) . . ?
C30 N2 C31A 65.1(15) . . ?

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
C14 N1 C13 O5 -138.9(4) . . . . ?
C16 N1 C13 O5 45.1(6) . . . . ?
C14 N1 C13 C25 95.1(5) . . . . ?
C16 N1 C13 C25 -81.0(6) . . . . ?
C14 N1 C13 C12 -15.7(5) . . . . ?
C16 N1 C13 C12 168.2(4) . . . . ?
O5 C13 C25 C26 -57.7(7) . . . . ?
N1 C13 C25 C26 63.5(7) . . . . ?
C12 C13 C25 C26 173.4(5) . . . . ?
O5 C13 C25 C24 121.0(5) . . . . ?
N1 C13 C25 C24 -117.8(5) . . . . ?
C12 C13 C25 C24 -7.9(5) . . . . ?
C26 C25 C24 C29 -1.2(8) . . . . ?
C13 C25 C24 C29 180.0(5) . . . . ?
C26 C25 C24 C23 176.2(5) . . . . ?
C13 C25 C24 C23 -2.7(6) . . . . ?
C14 C11 C12 O4 112.6(5) . . . . ?
C10 C11 C12 O4 -66.6(7) . . . . ?
C14 C11 C12 C23 -120.0(5) . . . . ?
C10 C11 C12 C23 60.8(7) . . . . ?
C14 C11 C12 C13 -10.3(5) . . . . ?
C10 C11 C12 C13 170.5(5) . . . . ?
O5 C13 C12 O4 8.3(6) . . . . ?
N1 C13 C12 O4 -108.3(5) . . . . ?
C25 C13 C12 O4 136.6(4) . . . . ?
O5 C13 C12 C11 131.4(4) . . . . ?
N1 C13 C12 C11 14.8(5) . . . . ?
C25 C13 C12 C11 -100.3(4) . . . . ?
O5 C13 C12 C23 -113.7(5) . . . . ?
N1 C13 C12 C23 129.8(4) . . . . ?
C25 C13 C12 C23 14.6(5) . . . . ?
C14 N1 C16 C17 65.5(7) . . . . ?
C13 N1 C16 C17 -119.1(5) . . . . ?
C22 C17 C16 N1 24.2(8) . . . . ?
C18 C17 C16 N1 -157.3(5) . . . . ?
C1 C7 C8 C9 0.1(9) . . . . ?
C1 C7 C8 C10 174.4(5) . . . . ?
C16 N1 C14 C11 -174.3(5) . . . . ?
C13 N1 C14 C11 9.9(6) . . . . ?
C16 N1 C14 C15 6.6(8) . . . . ?
C13 N1 C14 C15 -169.2(5) . . . . ?
C10 C11 C14 N1 -179.8(5) . . . . ?
C12 C11 C14 N1 1.0(6) . . . . ?
C10 C11 C14 C15 -0.8(9) . . . . ?
C12 C11 C14 C15 180.0(5) . . . . ?
C8 C7 C1 C6 0.9(8) . . . . ?
C8 C7 C1 C2 -178.6(6) . . . . ?
C29 C24 C23 O6 12.0(10) . . . . ?
C25 C24 C23 O6 -165.1(6) . . . . ?
C29 C24 C23 C12 -170.3(6) . . . . ?
C25 C24 C23 C12 12.6(6) . . . . ?
O4 C12 C23 O6 38.1(7) . . . . ?
C11 C12 C23 O6 -90.4(6) . . . . ?
C13 C12 C23 O6 161.1(5) . . . . ?
O4 C12 C23 C24 -139.6(4) . . . . ?
C11 C12 C23 C24 91.9(5) . . . . ?
C13 C12 C23 C24 -16.7(5) . . . . ?
C25 C24 C29 C28 2.5(9) . . . . ?
C23 C24 C29 C28 -174.3(6) . . . . ?
C14 C11 C10 O3 5.1(9) . . . . ?
C12 C11 C10 O3 -175.8(5) . . . . ?
C14 C11 C10 C8 -174.8(5) . . . . ?
C12 C11 C10 C8 4.3(8) . . . . ?
C7 C8 C10 O3 -102.9(7) . . . . ?
C9 C8 C10 O3 71.6(8) . . . . ?
C7 C8 C10 C11 77.0(7) . . . . ?
C9 C8 C10 C11 -108.5(7) . . . . ?
C24 C25 C26 C27 -0.6(8) . . . . ?
C13 C25 C26 C27 178.0(5) . . . . ?
C9 O1 C6 C1 -2.0(9) . . . . ?
C9 O1 C6 C5 177.7(7) . . . . ?
C2 C1 C6 O1 179.6(6) . . . . ?
C7 C1 C6 O1 0.0(9) . . . . ?
C2 C1 C6 C5 -0.1(10) . . . . ?
C7 C1 C6 C5 -179.7(7) . . . . ?
C6 O1 C9 O2 -177.6(7) . . . . ?
C6 O1 C9 C8 3.0(10) . . . . ?
C7 C8 C9 O2 178.6(7) . . . . ?
C10 C8 C9 O2 4.0(11) . . . . ?
C7 C8 C9 O1 -2.0(9) . . . . ?
C10 C8 C9 O1 -176.6(6) . . . . ?
C18 C17 C22 C21 1.0(10) . . . . ?
C16 C17 C22 C21 179.5(6) . . . . ?
C6 C1 C2 C3 -0.7(10) . . . . ?
C7 C1 C2 C3 178.9(7) . . . . ?
C24 C29 C28 C27 -2.0(10) . . . . ?
C25 C26 C27 C28 1.1(9) . . . . ?
C29 C28 C27 C26 0.2(10) . . . . ?
O1 C6 C5 C4 -179.4(7) . . . . ?
C1 C6 C5 C4 0.3(12) . . . . ?
C22 C17 C18 C19 0.1(10) . . . . ?
C16 C17 C18 C19 -178.4(6) . . . . ?
C17 C22 C21 C20 -0.8(11) . . . . ?
C6 C5 C4 C3 0.4(14) . . . . ?
C17 C18 C19 C20 -1.5(11) . . . . ?
C18 C19 C20 C21 1.7(12) . . . . ?
C22 C21 C20 C19 -0.5(12) . . . . ?
C1 C2 C3 C4 1.3(12) . . . . ?
C5 C4 C3 C2 -1.1(14) . . . . ?
N2 C31A C30 C31B -128(3) . . . . ?
C31B C30 N2 C31A 121(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.674
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.067
####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1033422'
_audit_update_record             
;
2014-11-10 deposited with the CCDC.
2015-09-14 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C29 H19 N1 O6'
_chemical_formula_weight         477.5
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

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

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yabc'
_symmetry_Int_Tables_number      14

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2

_cell_length_a                   11.2256(2)
_cell_length_b                   12.7218(3)
_cell_length_c                   16.4454(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.055(2)
_cell_angle_gamma                90
_cell_volume                     2287.86(8)

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
? ? ? ? ? ? ? ? ? ? ?

_cell_formula_units_Z            4

_cell_measurement_reflns_used    19600
_cell_measurement_theta_min      4.33
_cell_measurement_theta_max      67.08
_cell_measurement_temperature    120.00(10)
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.3862
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             992

_exptl_absorpt_coefficient_mu    0.807
_exptl_crystal_size_max          0.536
_exptl_crystal_size_mid          0.429
_exptl_crystal_size_min          0.174
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.998
_exptl_absorpt_correction_T_max  0.999
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

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

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      120
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3745
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            37832
_diffrn_reflns_theta_min         4.35
_diffrn_reflns_theta_max         67.13
_diffrn_reflns_theta_full        67.13
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measured_fraction_theta_full 0.99
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.011
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

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

# 8. REFINEMENT DATA

_refine_special_details          
;
The refinement was carried out against all reflections.  The conventional
R-factor is always based on F. The goodness of fit as well as the weighted
R-factor are based on F and F² for refinement carried out on F and F²,
respectively. The threshold expression is used only for calculating
R-factors etc. and it is not relevant to the choice of reflections for
refinement.

The program used for refinement, Jana2006, uses the weighting scheme
based on the experimental expectations, see _refine_ls_weighting_details,
that does not force S to be one. Therefore the values of S are usually larger
than the ones from the SHELX program.

;

_reflns_number_total             4060
_reflns_number_gt                3643
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_gt          0.1070
_refine_ls_R_factor_all          0.0384
_refine_ls_wR_factor_ref         0.1104
_refine_ls_goodness_of_fit_ref   1.74
_refine_ls_goodness_of_fit_gt    1.79
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         4060
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_number_constraints    171
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(I)+0.0025000002I²)
_refine_ls_hydrogen_treatment    constr
_refine_ls_shift/su_max          0.0306
_refine_ls_shift/su_mean         0.0054
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0311 0.0180 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    
;
Superflip, version February 2014
;
_computing_structure_refinement  Jana2006
_computing_molecular_graphics    Diamond
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
? ? ? ? ? ?

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
? ? ? ? ? ?

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


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

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.45078(8) 0.78231(7) 0.24197(5) Uani 0.0227(3) 4 1 d . . .
O2 O 0.60501(8) 0.75210(7) 0.12270(5) Uani 0.0283(3) 4 1 d . . .
O3 O 0.31897(8) 0.76480(7) -0.10219(5) Uani 0.0294(3) 4 1 d . . .
O4 O 0.74085(8) 0.72018(7) -0.04846(6) Uani 0.0282(3) 4 1 d . . .
O5 O 0.52777(8) 0.74828(7) 0.37764(5) Uani 0.0281(3) 4 1 d . . .
O6 O 0.64151(9) 0.86803(8) -0.03899(6) Uani 0.0338(3) 4 1 d . . .
N1 N 0.34907(9) 0.90269(8) 0.13952(6) Uani 0.0209(3) 4 1 d . . .
C1 C 0.50928(11) 0.80121(9) 0.10949(7) Uani 0.0217(4) 4 1 d . . .
C2 C 0.40925(11) 0.76700(9) -0.04450(7) Uani 0.0221(4) 4 1 d . . .
C3 C 0.41378(11) 0.81609(10) 0.03603(7) Uani 0.0222(4) 4 1 d . . .
C4 C 0.46694(10) 0.85934(10) 0.18090(7) Uani 0.0206(4) 4 1 d . . .
C5 C 0.59358(10) 0.90134(10) 0.31030(7) Uani 0.0216(4) 4 1 d . . .
C6 C 0.74045(12) 0.61456(10) -0.06693(7) Uani 0.0249(4) 4 1 d . . .
C7 C 0.15837(11) 0.92627(10) 0.19203(7) Uani 0.0247(4) 4 1 d . . .
C8 C 0.32254(10) 0.87731(9) 0.05798(7) Uani 0.0212(4) 4 1 d . . .
C9 C 0.55744(10) 0.93623(10) 0.22885(7) Uani 0.0210(4) 4 1 d . . .
C10 C 0.85184(12) 0.56895(11) -0.06875(8) Uani 0.0286(4) 4 1 d . . .
C11 C 0.63537(12) 0.77359(10) -0.04552(7) Uani 0.0255(4) 4 1 d . . .
C12 C 0.15041(12) 0.82415(11) 0.22063(8) Uani 0.0281(4) 4 1 d . . .
C13 C 0.52699(10) 0.80396(10) 0.31889(7) Uani 0.0222(4) 4 1 d . . .
C14 C 0.52343(11) 0.71175(10) -0.05443(7) Uani 0.0232(4) 4 1 d . . .
C15 C 0.52149(11) 0.61015(10) -0.07683(7) Uani 0.0242(4) 4 1 d . . .
C16 C 0.74697(13) 0.40462(11) -0.10829(8) Uani 0.0314(4) 4 1 d . . .
C17 C 0.85416(13) 0.46364(12) -0.08999(8) Uani 0.0311(4) 4 1 d . . .
C18 C 0.68978(11) 1.08270(11) 0.26113(8) Uani 0.0263(4) 4 1 d . . .
C19 C 0.67777(11) 0.95721(10) 0.36981(8) Uani 0.0253(4) 4 1 d . . .
C20 C 0.60502(11) 1.02661(10) 0.20211(8) Uani 0.0240(4) 4 1 d . . .
C21 C 0.27872(11) 0.97246(10) 0.18227(7) Uani 0.0239(4) 4 1 d . . .
C22 C 0.20729(11) 0.91454(10) 0.00245(7) Uani 0.0260(4) 4 1 d . . .
C23 C 0.63161(11) 0.55706(10) -0.08380(7) Uani 0.0245(4) 4 1 d . . .
C24 C 0.72455(11) 1.04864(10) 0.34407(8) Uani 0.0271(4) 4 1 d . . .
C25 C 0.03931(13) 0.78365(13) 0.22940(9) Uani 0.0366(5) 4 1 d . . .
C26 C 0.05405(13) 0.98867(13) 0.17490(8) Uani 0.0355(5) 4 1 d . . .
C27 C 0.63689(12) 0.45074(11) -0.10507(8) Uani 0.0292(4) 4 1 d . . .
C28 C -0.06505(13) 0.84648(15) 0.21196(10) Uani 0.0444(6) 4 1 d . . .
C29 C -0.05652(13) 0.94858(15) 0.18568(9) Uani 0.0452(6) 4 1 d . . .
H1c10 H 0.925889 0.60941 -0.055574 Uani 0.0343 4 1 d . . .
H1c12 H 0.222557 0.781301 0.234425 Uani 0.0338 4 1 d . . .
H1c15 H 0.445414 0.57249 -0.088335 Uani 0.029 4 1 d . . .
H1c16 H 0.749654 0.331829 -0.123157 Uani 0.0377 4 1 d . . .
H1c17 H 0.930528 0.431037 -0.092098 Uani 0.0373 4 1 d . . .
H1c18 H 0.72495 1.145783 0.244663 Uani 0.0316 4 1 d . . .
H1c19 H 0.702341 0.933152 0.426456 Uani 0.0304 4 1 d . . .
H1c20 H 0.580699 1.049791 0.145211 Uani 0.0288 4 1 d . . .
H1c24 H 0.781912 1.089548 0.383764 Uani 0.0326 4 1 d . . .
H1c25 H 0.034298 0.712364 0.247475 Uani 0.0439 4 1 d . . .
H1c26 H 0.058366 1.059492 0.155608 Uani 0.0426 4 1 d . . .
H1c27 H 0.563272 0.409659 -0.117514 Uani 0.0351 4 1 d . . .
H1c28 H -0.142125 0.81895 0.218172 Uani 0.0532 4 1 d . . .
H1c29 H -0.127885 0.992532 0.1747 Uani 0.0543 4 1 d . . .
H1c21 H 0.263886 1.037975 0.152757 Uani 0.0286 4 1 d . . .
H2c21 H 0.327512 0.990874 0.236187 Uani 0.0286 4 1 d . . .
H1c22 H 0.201474 0.887729 -0.052873 Uani 0.0312 4 1 d . . .
H2c22 H 0.138931 0.89003 0.023241 Uani 0.0312 4 1 d . . .
H3c22 H 0.206855 0.989985 0.001031 Uani 0.0312 4 1 d . . .


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


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

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C4 . . 1.4437(15) ?
O1 C13 . . 1.3853(13) ?
O2 C1 . . 1.2193(15) ?
O3 C2 . . 1.2221(13) ?
O4 C6 . . 1.3774(16) ?
O4 C11 . . 1.3755(16) ?
O5 C13 . . 1.1964(15) ?
O6 C11 . . 1.2068(16) ?
N1 C4 . . 1.4529(14) ?
N1 C8 . . 1.3456(15) ?
N1 C21 . . 1.4685(17) ?
C1 C3 . . 1.4352(15) ?
C1 C4 . . 1.5505(18) ?
C2 C3 . . 1.4546(17) ?
C2 C14 . . 1.5027(18) ?
C3 C8 . . 1.3975(18) ?
C4 C9 . . 1.4997(16) ?
C5 C9 . . 1.3821(16) ?
C5 C13 . . 1.4700(17) ?
C5 C19 . . 1.3922(16) ?
C6 C10 . . 1.3849(19) ?
C6 C23 . . 1.3971(18) ?
C7 C12 . . 1.3914(19) ?
C7 C21 . . 1.5146(18) ?
C7 C26 . . 1.3900(19) ?
C8 C22 . . 1.4827(15) ?
C9 C20 . . 1.3809(18) ?
C10 C17 . . 1.386(2) ?
C10 H1c10 . . 0.96 ?
C11 C14 . . 1.4616(18) ?
C12 C25 . . 1.387(2) ?
C12 H1c12 . . 0.96 ?
C14 C15 . . 1.3429(18) ?
C15 C23 . . 1.4358(18) ?
C15 H1c15 . . 0.96 ?
C16 C17 . . 1.392(2) ?
C16 C27 . . 1.380(2) ?
C16 H1c16 . . 0.96 ?
C17 H1c17 . . 0.96 ?
C18 C20 . . 1.3926(16) ?
C18 C24 . . 1.4001(18) ?
C18 H1c18 . . 0.96 ?
C19 C24 . . 1.3814(19) ?
C19 H1c19 . . 0.96 ?
C20 H1c20 . . 0.96 ?
C21 H1c21 . . 0.96 ?
C21 H2c21 . . 0.96 ?
C22 H1c22 . . 0.96 ?
C22 H2c22 . . 0.96 ?
C22 H3c22 . . 0.96 ?
C23 C27 . . 1.4016(19) ?
C24 H1c24 . . 0.96 ?
C25 C28 . . 1.393(2) ?
C25 H1c25 . . 0.96 ?
C26 C29 . . 1.390(2) ?
C26 H1c26 . . 0.96 ?
C27 H1c27 . . 0.96 ?
C28 C29 . . 1.379(3) ?
C28 H1c28 . . 0.96 ?
C29 H1c29 . . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 O1 C13 . . . 110.59(9) ?
C6 O4 C11 . . . 121.98(10) ?
C4 N1 C8 . . . 110.41(10) ?
C4 N1 C21 . . . 122.45(9) ?
C8 N1 C21 . . . 126.88(9) ?
O2 C1 C3 . . . 132.71(12) ?
O2 C1 C4 . . . 121.20(10) ?
C3 C1 C4 . . . 106.03(10) ?
O3 C2 C3 . . . 124.67(12) ?
O3 C2 C14 . . . 118.88(11) ?
C3 C2 C14 . . . 116.39(9) ?
C1 C3 C2 . . . 125.14(11) ?
C1 C3 C8 . . . 107.92(10) ?
C2 C3 C8 . . . 126.69(10) ?
O1 C4 N1 . . . 109.83(9) ?
O1 C4 C1 . . . 108.14(9) ?
O1 C4 C9 . . . 104.68(8) ?
N1 C4 C1 . . . 103.24(8) ?
N1 C4 C9 . . . 115.83(10) ?
C1 C4 C9 . . . 114.98(10) ?
C9 C5 C13 . . . 108.63(9) ?
C9 C5 C19 . . . 121.42(11) ?
C13 C5 C19 . . . 129.93(11) ?
O4 C6 C10 . . . 117.10(11) ?
O4 C6 C23 . . . 120.91(11) ?
C10 C6 C23 . . . 121.98(12) ?
C12 C7 C21 . . . 121.66(11) ?
C12 C7 C26 . . . 119.09(12) ?
C21 C7 C26 . . . 119.20(12) ?
N1 C8 C3 . . . 112.40(9) ?
N1 C8 C22 . . . 120.20(11) ?
C3 C8 C22 . . . 127.40(10) ?
C4 C9 C5 . . . 108.42(10) ?
C4 C9 C20 . . . 129.82(10) ?
C5 C9 C20 . . . 121.74(10) ?
C6 C10 C17 . . . 118.61(12) ?
C6 C10 H1c10 . . . 120.69 ?
C17 C10 H1c10 . . . 120.69 ?
O4 C11 O6 . . . 117.55(12) ?
O4 C11 C14 . . . 117.27(11) ?
O6 C11 C14 . . . 125.12(12) ?
C7 C12 C25 . . . 120.67(12) ?
C7 C12 H1c12 . . . 119.67 ?
C25 C12 H1c12 . . . 119.67 ?
O1 C13 O5 . . . 120.67(11) ?
O1 C13 C5 . . . 107.60(10) ?
O5 C13 C5 . . . 131.71(10) ?
C2 C14 C11 . . . 118.20(11) ?
C2 C14 C15 . . . 121.24(11) ?
C11 C14 C15 . . . 120.39(12) ?
C14 C15 C23 . . . 120.92(12) ?
C14 C15 H1c15 . . . 119.54 ?
C23 C15 H1c15 . . . 119.54 ?
C17 C16 C27 . . . 120.01(13) ?
C17 C16 H1c16 . . . 120 ?
C27 C16 H1c16 . . . 119.99 ?
C10 C17 C16 . . . 120.74(13) ?
C10 C17 H1c17 . . . 119.63 ?
C16 C17 H1c17 . . . 119.63 ?
C20 C18 C24 . . . 121.11(12) ?
C20 C18 H1c18 . . . 119.44 ?
C24 C18 H1c18 . . . 119.44 ?
C5 C19 C24 . . . 117.34(11) ?
C5 C19 H1c19 . . . 121.33 ?
C24 C19 H1c19 . . . 121.33 ?
C9 C20 C18 . . . 117.20(11) ?
C9 C20 H1c20 . . . 121.4 ?
C18 C20 H1c20 . . . 121.4 ?
N1 C21 C7 . . . 113.91(10) ?
N1 C21 H1c21 . . . 109.47 ?
N1 C21 H2c21 . . . 109.47 ?
C7 C21 H1c21 . . . 109.47 ?
C7 C21 H2c21 . . . 109.47 ?
H1c21 C21 H2c21 . . . 104.64 ?
C8 C22 H1c22 . . . 109.47 ?
C8 C22 H2c22 . . . 109.47 ?
C8 C22 H3c22 . . . 109.47 ?
H1c22 C22 H2c22 . . . 109.47 ?
H1c22 C22 H3c22 . . . 109.47 ?
H2c22 C22 H3c22 . . . 109.47 ?
C6 C23 C15 . . . 117.90(11) ?
C6 C23 C27 . . . 118.06(12) ?
C15 C23 C27 . . . 124.03(12) ?
C18 C24 C19 . . . 121.16(11) ?
C18 C24 H1c24 . . . 119.42 ?
C19 C24 H1c24 . . . 119.42 ?
C12 C25 C28 . . . 119.97(15) ?
C12 C25 H1c25 . . . 120.02 ?
C28 C25 H1c25 . . . 120.01 ?
C7 C26 C29 . . . 120.03(15) ?
C7 C26 H1c26 . . . 119.99 ?
C29 C26 H1c26 . . . 119.99 ?
C16 C27 C23 . . . 120.58(12) ?
C16 C27 H1c27 . . . 119.71 ?
C23 C27 H1c27 . . . 119.71 ?
C25 C28 C29 . . . 119.35(15) ?
C25 C28 H1c28 . . . 120.33 ?
C29 C28 H1c28 . . . 120.33 ?
C26 C29 C28 . . . 120.85(15) ?
C26 C29 H1c29 . . . 119.57 ?
C28 C29 H1c29 . . . 119.57 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C12 H1c12 O1 . . . 0.96 2.54 3.3528(16) 142.89 ?
C26 H1c26 O5 . . 2_555 0.96 2.60 3.4842(18) 153.13 ?
C27 H1c27 O2 . . 3_665 0.96 2.78 3.7096(16) 162.80 ?


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

# 11. STRUCTURE-FACTOR LIST



