# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_mo_120516e_0m
_database_code_depnum_ccdc_archive 'CCDC 1042907'
_audit_update_record             
;
2015-01-12 deposited with the CCDC.
2015-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H22 O4'
_chemical_formula_weight         458.49

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.992(4)
_cell_length_b                   11.214(4)
_cell_length_c                   11.305(4)
_cell_angle_alpha                102.215(5)
_cell_angle_beta                 104.067(5)
_cell_angle_gamma                108.292(5)
_cell_volume                     1219.2(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3456
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      30.32

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             480
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9838
_exptl_absorpt_correction_T_max  0.9918
_exptl_absorpt_process_details   'SADABS, Sheldrick, 2008'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9235
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0441
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4703
_reflns_number_gt                3623
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0894P)²+0.1800P] 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     SHELXL
_refine_ls_extinction_coef       0.009(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4703
_refine_ls_number_parameters     320
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1652
_refine_ls_wR_factor_gt          0.1555
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.001
_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
C1 C 0.76142(18) 0.26310(17) 0.06012(17) 0.0385(4) Uani 1 1 d . . .
C2 C 0.6884(2) 0.13383(19) 0.0522(2) 0.0530(5) Uani 1 1 d . . .
H2 H 0.6568 0.1176 0.1188 0.064 Uiso 1 1 calc R . .
C3 C 0.6623(3) 0.0297(2) -0.0528(2) 0.0648(6) Uani 1 1 d . . .
H3 H 0.6134 -0.0561 -0.0563 0.078 Uiso 1 1 calc R . .
C4 C 0.7071(3) 0.0507(2) -0.1516(2) 0.0658(6) Uani 1 1 d . . .
H4 H 0.6883 -0.0203 -0.2225 0.079 Uiso 1 1 calc R . .
C5 C 0.7797(3) 0.1767(3) -0.1460(2) 0.0724(7) Uani 1 1 d . . .
H5 H 0.8107 0.1913 -0.2133 0.087 Uiso 1 1 calc R . .
C6 C 0.8077(2) 0.2831(2) -0.0405(2) 0.0574(6) Uani 1 1 d . . .
H6 H 0.8578 0.3684 -0.0374 0.069 Uiso 1 1 calc R . .
C7 C 0.79168(17) 0.37772(16) 0.16968(17) 0.0363(4) Uani 1 1 d . . .
C8 C 0.79109(17) 0.39144(16) 0.29276(16) 0.0337(4) Uani 1 1 d . . .
C9 C 0.83486(17) 0.53014(16) 0.35776(16) 0.0344(4) Uani 1 1 d . . .
C10 C 0.86152(18) 0.60160(16) 0.25981(17) 0.0380(4) Uani 1 1 d . . .
C11 C 0.75123(18) 0.28041(16) 0.34811(16) 0.0366(4) Uani 1 1 d . . .
C12 C 0.63319(18) 0.26243(17) 0.39477(17) 0.0400(4) Uani 1 1 d . . .
C13 C 0.6150(2) 0.1847(2) 0.4747(2) 0.0543(5) Uani 1 1 d . . .
H13 H 0.6725 0.1406 0.4936 0.065 Uiso 1 1 calc R . .
C14 C 0.5115(3) 0.1729(3) 0.5260(3) 0.0728(7) Uani 1 1 d . . .
H14 H 0.5000 0.1212 0.5799 0.087 Uiso 1 1 calc R . .
C15 C 0.4262(3) 0.2362(3) 0.4984(3) 0.0768(8) Uani 1 1 d . . .
H15 H 0.3573 0.2283 0.5341 0.092 Uiso 1 1 calc R . .
C16 C 0.4417(2) 0.3120(3) 0.4179(3) 0.0709(7) Uani 1 1 d . . .
H16 H 0.3822 0.3539 0.3979 0.085 Uiso 1 1 calc R . .
C17 C 0.5458(2) 0.3258(2) 0.3665(2) 0.0527(5) Uani 1 1 d . . .
H17 H 0.5568 0.3779 0.3129 0.063 Uiso 1 1 calc R . .
C18 C 0.86292(18) 0.60248(17) 0.48027(17) 0.0398(4) Uani 1 1 d . . .
H18 H 0.8804 0.6921 0.4958 0.048 Uiso 1 1 calc R . .
C19 C 0.86839(17) 0.55386(17) 0.58940(17) 0.0383(4) Uani 1 1 d . . .
C20 C 0.87052(19) 0.63771(19) 0.71190(17) 0.0443(4) Uani 1 1 d . . .
C21 C 0.8172(3) 0.5749(3) 0.7904(2) 0.0699(7) Uani 1 1 d . . .
H21 H 0.7858 0.4833 0.7686 0.084 Uiso 1 1 calc R . .
C22 C 0.8102(4) 0.6474(3) 0.9015(3) 0.0941(10) Uani 1 1 d . . .
H22 H 0.7735 0.6043 0.9541 0.113 Uiso 1 1 calc R . .
C23 C 0.8564(4) 0.7813(3) 0.9348(3) 0.0886(9) Uani 1 1 d . . .
H23 H 0.8505 0.8293 1.0096 0.106 Uiso 1 1 calc R . .
C24 C 0.9111(3) 0.8454(3) 0.8592(2) 0.0762(7) Uani 1 1 d . . .
H24 H 0.9436 0.9372 0.8827 0.091 Uiso 1 1 calc R . .
C25 C 0.9186(2) 0.7736(2) 0.7464(2) 0.0558(5) Uani 1 1 d . . .
H25 H 0.9559 0.8173 0.6946 0.067 Uiso 1 1 calc R . .
C26 C 0.7732(2) 0.67873(17) 0.23172(17) 0.0407(4) Uani 1 1 d . . .
C27 C 0.8263(3) 0.8145(2) 0.2741(2) 0.0589(6) Uani 1 1 d . . .
H27 H 0.9189 0.8606 0.3182 0.071 Uiso 1 1 calc R . .
C28 C 0.7418(4) 0.8836(2) 0.2511(3) 0.0775(8) Uani 1 1 d . . .
H28 H 0.7782 0.9755 0.2797 0.093 Uiso 1 1 calc R . .
C29 C 0.6053(3) 0.8161(3) 0.1866(3) 0.0785(8) Uani 1 1 d . . .
H29 H 0.5492 0.8622 0.1712 0.094 Uiso 1 1 calc R . .
C30 C 0.5522(3) 0.6824(3) 0.1455(2) 0.0727(7) Uani 1 1 d . . .
H30 H 0.4595 0.6370 0.1019 0.087 Uiso 1 1 calc R . .
C31 C 0.6349(2) 0.6129(2) 0.1677(2) 0.0562(5) Uani 1 1 d . . .
H31 H 0.5971 0.5209 0.1393 0.067 Uiso 1 1 calc R . .
O1 O 0.82666(14) 0.49389(12) 0.14338(12) 0.0442(3) Uani 1 1 d . . .
O2 O 0.81159(15) 0.20671(13) 0.35122(14) 0.0519(4) Uani 1 1 d . . .
O3 O 0.86751(14) 0.44259(12) 0.58042(12) 0.0475(4) Uani 1 1 d . . .
O4 O 0.99653(14) 0.68287(13) 0.29392(14) 0.0506(4) Uani 1 1 d . . .
H4A H 1.048(3) 0.648(3) 0.332(3) 0.076 Uiso 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
C1 C6 1.386(3) . ?
C1 C2 1.391(3) . ?
C1 C7 1.468(2) . ?
C2 C3 1.376(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.360(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.367(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.390(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O1 1.356(2) . ?
C7 C8 1.369(2) . ?
C8 C9 1.437(2) . ?
C8 C11 1.501(2) . ?
C9 C18 1.353(3) . ?
C9 C10 1.530(2) . ?
C10 O4 1.380(2) . ?
C10 O1 1.459(2) . ?
C10 C26 1.512(2) . ?
C11 O2 1.212(2) . ?
C11 C12 1.489(2) . ?
C12 C17 1.380(3) . ?
C12 C13 1.388(3) . ?
C13 C14 1.381(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.360(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.375(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.386(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.446(3) . ?
C18 H18 0.9300 . ?
C19 O3 1.227(2) . ?
C19 C20 1.491(3) . ?
C20 C21 1.373(3) . ?
C20 C25 1.377(3) . ?
C21 C22 1.378(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.358(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.360(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.392(3) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.373(3) . ?
C26 C31 1.384(3) . ?
C27 C28 1.397(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.370(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.352(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.384(3) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
O4 H4A 0.87(3) . ?

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
C6 C1 C2 117.84(17) . . ?
C6 C1 C7 119.13(17) . . ?
C2 C1 C7 123.03(16) . . ?
C3 C2 C1 120.8(2) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C4 C3 C2 120.8(2) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.6(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 120.5(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 120.4(2) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
O1 C7 C8 113.36(14) . . ?
O1 C7 C1 113.41(15) . . ?
C8 C7 C1 133.23(16) . . ?
C7 C8 C9 107.61(14) . . ?
C7 C8 C11 125.58(15) . . ?
C9 C8 C11 126.82(15) . . ?
C18 C9 C8 134.20(16) . . ?
C18 C9 C10 119.07(15) . . ?
C8 C9 C10 106.56(14) . . ?
O4 C10 O1 108.58(14) . . ?
O4 C10 C26 109.71(14) . . ?
O1 C10 C26 108.48(14) . . ?
O4 C10 C9 112.30(14) . . ?
O1 C10 C9 103.35(13) . . ?
C26 C10 C9 114.06(14) . . ?
O2 C11 C12 121.78(15) . . ?
O2 C11 C8 120.64(16) . . ?
C12 C11 C8 117.56(14) . . ?
C17 C12 C13 119.16(18) . . ?
C17 C12 C11 122.13(16) . . ?
C13 C12 C11 118.62(17) . . ?
C14 C13 C12 119.9(2) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 C13 120.6(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 120.1(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C17 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C12 C17 C16 120.1(2) . . ?
C12 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C9 C18 C19 126.26(16) . . ?
C9 C18 H18 116.9 . . ?
C19 C18 H18 116.9 . . ?
O3 C19 C18 120.28(16) . . ?
O3 C19 C20 119.92(16) . . ?
C18 C19 C20 119.77(16) . . ?
C21 C20 C25 119.30(19) . . ?
C21 C20 C19 117.76(19) . . ?
C25 C20 C19 122.90(18) . . ?
C20 C21 C22 120.1(3) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C23 C22 C21 120.5(3) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 120.3(2) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C23 C24 C25 119.9(3) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C20 C25 C24 119.9(2) . . ?
C20 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C27 C26 C31 118.59(18) . . ?
C27 C26 C10 121.22(18) . . ?
C31 C26 C10 120.11(16) . . ?
C26 C27 C28 120.2(2) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C29 C28 C27 120.1(2) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C30 C29 C28 120.0(2) . . ?
C30 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
C29 C30 C31 120.4(3) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C30 C31 C26 120.7(2) . . ?
C30 C31 H31 119.7 . . ?
C26 C31 H31 119.7 . . ?
C7 O1 C10 109.02(13) . . ?
C10 O4 H4A 110.3(18) . . ?

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
C6 C1 C2 C3 -0.5(3) . . . . ?
C7 C1 C2 C3 179.8(2) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C2 C3 C4 C5 0.5(4) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C2 C1 C6 C5 0.8(3) . . . . ?
C7 C1 C6 C5 -179.5(2) . . . . ?
C4 C5 C6 C1 -0.5(4) . . . . ?
C6 C1 C7 O1 18.8(2) . . . . ?
C2 C1 C7 O1 -161.46(17) . . . . ?
C6 C1 C7 C8 -161.6(2) . . . . ?
C2 C1 C7 C8 18.1(3) . . . . ?
O1 C7 C8 C9 -2.5(2) . . . . ?
C1 C7 C8 C9 177.99(18) . . . . ?
O1 C7 C8 C11 177.40(15) . . . . ?
C1 C7 C8 C11 -2.1(3) . . . . ?
C7 C8 C9 C18 -174.42(19) . . . . ?
C11 C8 C9 C18 5.7(3) . . . . ?
C7 C8 C9 C10 0.59(18) . . . . ?
C11 C8 C9 C10 -179.27(16) . . . . ?
C18 C9 C10 O4 60.3(2) . . . . ?
C8 C9 C10 O4 -115.58(16) . . . . ?
C18 C9 C10 O1 177.16(15) . . . . ?
C8 C9 C10 O1 1.25(17) . . . . ?
C18 C9 C10 C26 -65.3(2) . . . . ?
C8 C9 C10 C26 118.81(16) . . . . ?
C7 C8 C11 O2 59.4(3) . . . . ?
C9 C8 C11 O2 -120.7(2) . . . . ?
C7 C8 C11 C12 -118.76(19) . . . . ?
C9 C8 C11 C12 61.1(2) . . . . ?
O2 C11 C12 C17 -165.41(19) . . . . ?
C8 C11 C12 C17 12.8(3) . . . . ?
O2 C11 C12 C13 18.0(3) . . . . ?
C8 C11 C12 C13 -163.86(17) . . . . ?
C17 C12 C13 C14 -0.8(3) . . . . ?
C11 C12 C13 C14 175.9(2) . . . . ?
C12 C13 C14 C15 0.4(4) . . . . ?
C13 C14 C15 C16 0.6(4) . . . . ?
C14 C15 C16 C17 -1.1(4) . . . . ?
C13 C12 C17 C16 0.2(3) . . . . ?
C11 C12 C17 C16 -176.4(2) . . . . ?
C15 C16 C17 C12 0.7(4) . . . . ?
C8 C9 C18 C19 6.9(3) . . . . ?
C10 C9 C18 C19 -167.63(16) . . . . ?
C9 C18 C19 O3 11.3(3) . . . . ?
C9 C18 C19 C20 -166.65(17) . . . . ?
O3 C19 C20 C21 -26.0(3) . . . . ?
C18 C19 C20 C21 152.0(2) . . . . ?
O3 C19 C20 C25 156.44(19) . . . . ?
C18 C19 C20 C25 -25.6(3) . . . . ?
C25 C20 C21 C22 1.0(4) . . . . ?
C19 C20 C21 C22 -176.6(3) . . . . ?
C20 C21 C22 C23 -0.3(5) . . . . ?
C21 C22 C23 C24 -0.5(5) . . . . ?
C22 C23 C24 C25 0.7(5) . . . . ?
C21 C20 C25 C24 -0.8(3) . . . . ?
C19 C20 C25 C24 176.7(2) . . . . ?
C23 C24 C25 C20 -0.1(4) . . . . ?
O4 C10 C26 C27 -18.2(2) . . . . ?
O1 C10 C26 C27 -136.65(18) . . . . ?
C9 C10 C26 C27 108.8(2) . . . . ?
O4 C10 C26 C31 165.05(17) . . . . ?
O1 C10 C26 C31 46.6(2) . . . . ?
C9 C10 C26 C31 -68.0(2) . . . . ?
C31 C26 C27 C28 -0.8(3) . . . . ?
C10 C26 C27 C28 -177.6(2) . . . . ?
C26 C27 C28 C29 0.3(4) . . . . ?
C27 C28 C29 C30 0.2(4) . . . . ?
C28 C29 C30 C31 -0.2(4) . . . . ?
C29 C30 C31 C26 -0.3(4) . . . . ?
C27 C26 C31 C30 0.8(3) . . . . ?
C10 C26 C31 C30 177.7(2) . . . . ?
C8 C7 O1 C10 3.4(2) . . . . ?
C1 C7 O1 C10 -177.01(14) . . . . ?
O4 C10 O1 C7 116.73(15) . . . . ?
C26 C10 O1 C7 -124.10(15) . . . . ?
C9 C10 O1 C7 -2.69(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O3 0.87(3) 1.86(3) 2.714(2) 170(3) 2_766

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.045
####################################################################### 
# 
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 1042908'
_audit_update_record             
;
2015-01-12 deposited with the CCDC.
2015-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H22 N4'
_chemical_formula_weight         450.53

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

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

_cell_length_a                   9.0418(19)
_cell_length_b                   11.277(2)
_cell_length_c                   12.649(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.94
_cell_angle_gamma                90.00
_cell_volume                     1204.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5462
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      31.12

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             472
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.9904
_exptl_absorpt_correction_T_max  0.9926
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7751
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_av_sigmaI/netI    0.0489
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3564
_reflns_number_gt                3293
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1146P)²+2.0234P] 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     SHELXL
_refine_ls_extinction_coef       0.015(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   2(3)
_refine_ls_number_reflns         3564
_refine_ls_number_parameters     320
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.1191
_refine_ls_wR_factor_gt          0.0949
_refine_ls_goodness_of_fit_ref   0.511
_refine_ls_restrained_S_all      0.511
_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
C1 C -0.0175(3) -0.0403(2) 0.3415(2) 0.0428(6) Uani 1 1 d . . .
C2 C -0.1553(3) -0.0989(3) 0.2790(3) 0.0554(7) Uani 1 1 d . . .
H2 H -0.2214 -0.0677 0.2104 0.067 Uiso 1 1 calc R . .
C3 C -0.1952(4) -0.2047(3) 0.3187(3) 0.0685(9) Uani 1 1 d . . .
H3 H -0.2861 -0.2455 0.2753 0.082 Uiso 1 1 calc R . .
C4 C -0.1011(4) -0.2492(3) 0.4217(3) 0.0721(10) Uani 1 1 d . . .
H4 H -0.1290 -0.3193 0.4484 0.087 Uiso 1 1 calc R . .
C5 C 0.0343(4) -0.1904(3) 0.4852(3) 0.0679(9) Uani 1 1 d . . .
H5 H 0.0975 -0.2200 0.5555 0.082 Uiso 1 1 calc R . .
C6 C 0.0765(3) -0.0868(3) 0.4443(2) 0.0548(7) Uani 1 1 d . . .
H6 H 0.1695 -0.0481 0.4868 0.066 Uiso 1 1 calc R . .
C7 C 0.0248(3) 0.0726(2) 0.29855(19) 0.0384(6) Uani 1 1 d . . .
C8 C 0.1795(3) 0.1001(2) 0.3085(2) 0.0409(6) Uani 1 1 d . . .
H8 H 0.2620 0.0488 0.3462 0.049 Uiso 1 1 calc R . .
C9 C 0.2093(3) 0.2033(2) 0.26226(19) 0.0351(5) Uani 1 1 d . . .
C10 C 0.0778(3) 0.2777(2) 0.2100(2) 0.0372(5) Uani 1 1 d . . .
C11 C 0.0856(3) 0.3941(2) 0.1570(2) 0.0426(6) Uani 1 1 d . . .
C12 C 0.0144(4) 0.4916(3) 0.1852(3) 0.0646(8) Uani 1 1 d . . .
H12 H -0.0363 0.4833 0.2371 0.078 Uiso 1 1 calc R . .
C13 C 0.0904(5) 0.6127(4) 0.0583(3) 0.0785(11) Uani 1 1 d . . .
H13 H 0.0921 0.6860 0.0249 0.094 Uiso 1 1 calc R . .
C14 C 0.0178(5) 0.6016(3) 0.1369(4) 0.0833(11) Uani 1 1 d . . .
H14 H -0.0284 0.6671 0.1574 0.100 Uiso 1 1 calc R . .
C15 C 0.1591(4) 0.5179(4) 0.0295(3) 0.0718(10) Uani 1 1 d . . .
H15 H 0.2072 0.5266 -0.0240 0.086 Uiso 1 1 calc R . .
C16 C 0.1592(4) 0.4071(3) 0.0787(2) 0.0550(7) Uani 1 1 d . . .
H16 H 0.2082 0.3426 0.0590 0.066 Uiso 1 1 calc R . .
C17 C 0.3719(3) 0.2326(2) 0.26767(19) 0.0364(5) Uani 1 1 d . . .
C18 C 0.4638(3) 0.1629(2) 0.22438(19) 0.0379(5) Uani 1 1 d . . .
C19 C 0.4334(3) 0.0508(3) 0.1588(2) 0.0443(6) Uani 1 1 d . . .
C20 C 0.4141(4) -0.0567(3) 0.2039(3) 0.0597(8) Uani 1 1 d . . .
H20 H 0.4204 -0.0605 0.2788 0.072 Uiso 1 1 calc R . .
C21 C 0.3858(5) -0.1584(3) 0.1399(3) 0.0764(10) Uani 1 1 d . . .
H21 H 0.3741 -0.2304 0.1717 0.092 Uiso 1 1 calc R . .
C22 C 0.3747(5) -0.1536(4) 0.0290(3) 0.0798(11) Uani 1 1 d . . .
H22 H 0.3524 -0.2220 -0.0150 0.096 Uiso 1 1 calc R . .
C23 C 0.3963(5) -0.0496(4) -0.0161(3) 0.0889(13) Uani 1 1 d . . .
H23 H 0.3920 -0.0472 -0.0907 0.107 Uiso 1 1 calc R . .
C24 C 0.4248(4) 0.0537(4) 0.0473(3) 0.0692(9) Uani 1 1 d . . .
H24 H 0.4383 0.1250 0.0150 0.083 Uiso 1 1 calc R . .
C25 C 0.4635(3) 0.3344(2) 0.30971(18) 0.0364(5) Uani 1 1 d . . .
C26 C 0.4288(3) 0.4391(2) 0.3664(2) 0.0399(5) Uani 1 1 d . . .
C27 C 0.3388(3) 0.4306(3) 0.4350(2) 0.0510(7) Uani 1 1 d . . .
H27 H 0.3001 0.3572 0.4466 0.061 Uiso 1 1 calc R . .
C28 C 0.3065(4) 0.5306(3) 0.4861(3) 0.0645(9) Uani 1 1 d . . .
H28 H 0.2461 0.5239 0.5319 0.077 Uiso 1 1 calc R . .
C29 C 0.3623(4) 0.6389(3) 0.4701(3) 0.0673(9) Uani 1 1 d . . .
H29 H 0.3384 0.7061 0.5035 0.081 Uiso 1 1 calc R . .
C30 C 0.4543(5) 0.6479(3) 0.4040(3) 0.0685(9) Uani 1 1 d . . .
H30 H 0.4946 0.7213 0.3942 0.082 Uiso 1 1 calc R . .
C31 C 0.4871(4) 0.5490(3) 0.3524(3) 0.0556(7) Uani 1 1 d . . .
H31 H 0.5490 0.5561 0.3077 0.067 Uiso 1 1 calc R . .
N1 N -0.0937(2) 0.1459(2) 0.24765(17) 0.0414(5) Uani 1 1 d . . .
N2 N -0.0659(2) 0.2493(2) 0.20584(17) 0.0427(5) Uani 1 1 d . . .
H2A H 0.673(4) 0.196(3) 0.229(2) 0.051 Uiso 1 1 d . . .
N3 N 0.5981(2) 0.2243(2) 0.24299(18) 0.0434(5) Uani 1 1 d . . .
N4 N 0.6016(2) 0.3283(2) 0.29531(17) 0.0432(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
C1 C6 1.378(4) . ?
C1 C2 1.382(4) . ?
C1 C7 1.487(4) . ?
C2 C3 1.391(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.370(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 N1 1.324(3) . ?
C7 C8 1.394(3) . ?
C8 C9 1.371(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.412(3) . ?
C9 C17 1.484(3) . ?
C10 N2 1.321(3) . ?
C10 C11 1.487(4) . ?
C11 C16 1.384(4) . ?
C11 C12 1.384(4) . ?
C12 C14 1.388(5) . ?
C12 H12 0.9300 . ?
C13 C15 1.351(6) . ?
C13 C14 1.379(6) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.396(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C25 1.404(4) . ?
C17 C18 1.390(3) . ?
C18 N3 1.343(3) . ?
C18 C19 1.483(4) . ?
C19 C20 1.377(4) . ?
C19 C24 1.385(4) . ?
C20 C21 1.374(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.370(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.349(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.385(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 N4 1.327(3) . ?
C25 C26 1.472(4) . ?
C26 C27 1.389(4) . ?
C26 C31 1.383(4) . ?
C27 C28 1.382(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.364(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.378(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.378(5) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
N1 N2 1.340(3) . ?
N3 N4 1.342(3) . ?
N3 H2A 0.82(3) . ?

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
C6 C1 C2 118.9(3) . . ?
C6 C1 C7 121.2(2) . . ?
C2 C1 C7 119.9(2) . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C1 C6 C5 121.0(3) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
N1 C7 C8 121.1(2) . . ?
N1 C7 C1 116.3(2) . . ?
C8 C7 C1 122.6(2) . . ?
C9 C8 C7 119.6(2) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 116.3(2) . . ?
C8 C9 C17 120.8(2) . . ?
C10 C9 C17 122.9(2) . . ?
N2 C10 C9 121.7(2) . . ?
N2 C10 C11 113.6(2) . . ?
C9 C10 C11 124.6(2) . . ?
C16 C11 C12 119.2(3) . . ?
C16 C11 C10 121.9(2) . . ?
C12 C11 C10 118.9(2) . . ?
C14 C12 C11 120.8(3) . . ?
C14 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C15 C13 C14 120.4(3) . . ?
C15 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C12 119.3(4) . . ?
C13 C14 H14 120.3 . . ?
C12 C14 H14 120.3 . . ?
C13 C15 C16 121.0(3) . . ?
C13 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C11 C16 C15 119.3(3) . . ?
C11 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C25 C17 C18 104.8(2) . . ?
C25 C17 C9 129.8(2) . . ?
C18 C17 C9 125.3(2) . . ?
N3 C18 C17 105.7(2) . . ?
N3 C18 C19 120.8(2) . . ?
C17 C18 C19 133.2(2) . . ?
C20 C19 C24 118.2(3) . . ?
C20 C19 C18 123.0(2) . . ?
C24 C19 C18 118.8(3) . . ?
C21 C20 C19 121.0(3) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C22 120.0(4) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C23 C22 C21 119.9(3) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C22 C23 C24 120.7(3) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C23 C24 C19 120.1(4) . . ?
C23 C24 H24 119.9 . . ?
C19 C24 H24 119.9 . . ?
N4 C25 C17 111.2(2) . . ?
N4 C25 C26 118.9(2) . . ?
C17 C25 C26 129.8(2) . . ?
C27 C26 C31 118.5(3) . . ?
C27 C26 C25 121.6(2) . . ?
C31 C26 C25 119.9(2) . . ?
C26 C27 C28 120.3(3) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 H27 119.8 . . ?
C29 C28 C27 120.7(3) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C28 C29 C30 119.5(3) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C31 C30 C29 120.5(3) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C30 C31 C26 120.6(3) . . ?
C30 C31 H31 119.7 . . ?
C26 C31 H31 119.7 . . ?
C7 N1 N2 120.12(19) . . ?
C10 N2 N1 121.1(2) . . ?
C18 N3 N4 113.4(2) . . ?
C18 N3 H2A 122(2) . . ?
N4 N3 H2A 125(2) . . ?
C25 N4 N3 104.8(2) . . ?

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
C6 C1 C2 C3 -1.6(4) . . . . ?
C7 C1 C2 C3 179.8(3) . . . . ?
C1 C2 C3 C4 2.2(5) . . . . ?
C2 C3 C4 C5 -1.0(6) . . . . ?
C3 C4 C5 C6 -0.8(6) . . . . ?
C2 C1 C6 C5 -0.2(4) . . . . ?
C7 C1 C6 C5 178.3(3) . . . . ?
C4 C5 C6 C1 1.4(5) . . . . ?
C6 C1 C7 N1 -139.8(3) . . . . ?
C2 C1 C7 N1 38.7(3) . . . . ?
C6 C1 C7 C8 41.5(4) . . . . ?
C2 C1 C7 C8 -140.1(3) . . . . ?
N1 C7 C8 C9 -1.7(4) . . . . ?
C1 C7 C8 C9 176.9(2) . . . . ?
C7 C8 C9 C10 2.1(3) . . . . ?
C7 C8 C9 C17 -177.6(2) . . . . ?
C8 C9 C10 N2 -0.1(3) . . . . ?
C17 C9 C10 N2 179.7(2) . . . . ?
C8 C9 C10 C11 178.8(2) . . . . ?
C17 C9 C10 C11 -1.4(3) . . . . ?
N2 C10 C11 C16 -130.3(3) . . . . ?
C9 C10 C11 C16 50.7(4) . . . . ?
N2 C10 C11 C12 48.4(3) . . . . ?
C9 C10 C11 C12 -130.6(3) . . . . ?
C16 C11 C12 C14 -0.7(5) . . . . ?
C10 C11 C12 C14 -179.5(3) . . . . ?
C15 C13 C14 C12 -0.8(6) . . . . ?
C11 C12 C14 C13 1.3(6) . . . . ?
C14 C13 C15 C16 -0.4(6) . . . . ?
C12 C11 C16 C15 -0.4(4) . . . . ?
C10 C11 C16 C15 178.3(3) . . . . ?
C13 C15 C16 C11 0.9(5) . . . . ?
C8 C9 C17 C25 -125.6(3) . . . . ?
C10 C9 C17 C25 54.7(3) . . . . ?
C8 C9 C17 C18 58.1(3) . . . . ?
C10 C9 C17 C18 -121.7(3) . . . . ?
C25 C17 C18 N3 0.3(3) . . . . ?
C9 C17 C18 N3 177.4(2) . . . . ?
C25 C17 C18 C19 -173.2(3) . . . . ?
C9 C17 C18 C19 3.9(4) . . . . ?
N3 C18 C19 C20 118.3(3) . . . . ?
C17 C18 C19 C20 -68.9(4) . . . . ?
N3 C18 C19 C24 -61.2(3) . . . . ?
C17 C18 C19 C24 111.6(3) . . . . ?
C24 C19 C20 C21 -0.6(5) . . . . ?
C18 C19 C20 C21 179.9(3) . . . . ?
C19 C20 C21 C22 -0.7(6) . . . . ?
C20 C21 C22 C23 2.0(6) . . . . ?
C21 C22 C23 C24 -2.0(7) . . . . ?
C22 C23 C24 C19 0.8(6) . . . . ?
C20 C19 C24 C23 0.5(5) . . . . ?
C18 C19 C24 C23 -179.9(3) . . . . ?
C18 C17 C25 N4 -0.8(3) . . . . ?
C9 C17 C25 N4 -177.7(2) . . . . ?
C18 C17 C25 C26 -179.3(2) . . . . ?
C9 C17 C25 C26 3.8(4) . . . . ?
N4 C25 C26 C27 -146.2(2) . . . . ?
C17 C25 C26 C27 32.3(4) . . . . ?
N4 C25 C26 C31 33.4(3) . . . . ?
C17 C25 C26 C31 -148.1(3) . . . . ?
C31 C26 C27 C28 1.1(4) . . . . ?
C25 C26 C27 C28 -179.2(3) . . . . ?
C26 C27 C28 C29 0.0(5) . . . . ?
C27 C28 C29 C30 -1.3(5) . . . . ?
C28 C29 C30 C31 1.4(5) . . . . ?
C29 C30 C31 C26 -0.3(5) . . . . ?
C27 C26 C31 C30 -1.0(4) . . . . ?
C25 C26 C31 C30 179.4(3) . . . . ?
C8 C7 N1 N2 -0.8(3) . . . . ?
C1 C7 N1 N2 -179.6(2) . . . . ?
C9 C10 N2 N1 -2.5(3) . . . . ?
C11 C10 N2 N1 178.5(2) . . . . ?
C7 N1 N2 C10 3.0(3) . . . . ?
C17 C18 N3 N4 0.2(3) . . . . ?
C19 C18 N3 N4 174.7(2) . . . . ?
C17 C25 N4 N3 0.9(3) . . . . ?
C26 C25 N4 N3 179.6(2) . . . . ?
C18 N3 N4 C25 -0.7(3) . . . . ?

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
N3 H2A N2 0.82(3) 2.55(3) 3.248(3) 143(3) 1_655
N3 H2A N1 0.82(3) 2.11(3) 2.904(3) 161(3) 1_655

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.043
