# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_stu8205
_database_code_depnum_ccdc_archive 'CCDC 1497165'
_audit_update_record             
;
2016-08-01 deposited with the CCDC.
2016-09-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H24 N5 O'
_chemical_formula_weight         494.56

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           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.1252(3)
_cell_length_b                   10.2626(4)
_cell_length_c                   13.4382(5)
_cell_angle_alpha                97.847(1)
_cell_angle_beta                 97.577(1)
_cell_angle_gamma                113.879(2)
_cell_volume                     1237.61(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    5241
_cell_measurement_theta_min      0.41
_cell_measurement_theta_max      28.28

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             518
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9715
_exptl_absorpt_correction_T_max  0.9942
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20889
_diffrn_reflns_av_R_equivalents  0.052
_diffrn_reflns_av_sigmaI/netI    0.0402
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         26.37
_reflns_number_total             5035
_reflns_number_gt                4038
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0476P)²+0.5553P] 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         5035
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1274
_refine_ls_wR_factor_gt          0.1180
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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
O1 O 0.88927(14) 0.04580(16) 0.38740(10) 0.0511(4) Uani 1 1 d . . .
N1 N 1.06723(15) 0.02883(15) 0.30423(10) 0.0352(3) Uani 1 1 d . . .
N2 N 1.10665(16) -0.02892(16) 0.22090(11) 0.0378(3) Uani 1 1 d . . .
N3 N 0.81911(15) -0.09601(15) 0.22603(10) 0.0349(3) Uani 1 1 d . . .
N4 N 0.85093(15) -0.16009(16) 0.14166(10) 0.0358(3) Uani 1 1 d . . .
N5 N 1.16483(16) -0.38199(17) -0.18546(11) 0.0407(4) Uani 1 1 d . . .
C1 C 0.92265(18) -0.00236(19) 0.31245(13) 0.0362(4) Uani 1 1 d . . .
C2 C 0.99420(18) -0.12011(18) 0.14518(12) 0.0332(4) Uani 1 1 d . . .
C3 C 1.03457(18) -0.18513(18) 0.05537(12) 0.0338(4) Uani 1 1 d . . .
C4 C 0.94234(19) -0.32490(19) -0.00041(13) 0.0384(4) Uani 1 1 d . . .
H4 H 0.8502 -0.3764 0.0158 0.046 Uiso 1 1 calc R . .
C5 C 0.98520(19) -0.3888(2) -0.07964(13) 0.0401(4) Uani 1 1 d . . .
H5 H 0.9223 -0.4840 -0.1161 0.048 Uiso 1 1 calc R . .
C6 C 1.12012(18) -0.31416(19) -0.10601(12) 0.0349(4) Uani 1 1 d . . .
C7 C 1.2102(2) -0.1720(2) -0.05252(13) 0.0395(4) Uani 1 1 d . . .
H7 H 1.3000 -0.1185 -0.0711 0.047 Uiso 1 1 calc R . .
C8 C 1.16820(19) -0.10940(19) 0.02779(13) 0.0386(4) Uani 1 1 d . . .
H8 H 1.2310 -0.0142 0.0643 0.046 Uiso 1 1 calc R . .
C11 C 1.18828(18) 0.11334(18) 0.38975(12) 0.0344(4) Uani 1 1 d . . .
C12 C 1.1978(2) 0.2397(2) 0.44705(14) 0.0424(4) Uani 1 1 d . . .
H12 H 1.1227 0.2702 0.4331 0.051 Uiso 1 1 calc R . .
C13 C 1.3199(2) 0.3216(2) 0.52574(15) 0.0514(5) Uani 1 1 d . . .
H13 H 1.3273 0.4083 0.5651 0.062 Uiso 1 1 calc R . .
C14 C 1.4295(2) 0.2781(2) 0.54687(15) 0.0534(5) Uani 1 1 d . . .
H14 H 1.5122 0.3350 0.5999 0.064 Uiso 1 1 calc R . .
C15 C 1.4184(2) 0.1504(2) 0.49011(16) 0.0511(5) Uani 1 1 d . . .
H15 H 1.4934 0.1199 0.5049 0.061 Uiso 1 1 calc R . .
C16 C 1.2977(2) 0.0670(2) 0.41172(15) 0.0431(4) Uani 1 1 d . . .
H16 H 1.2898 -0.0206 0.3735 0.052 Uiso 1 1 calc R . .
C21 C 0.66435(18) -0.13815(19) 0.22196(12) 0.0332(4) Uani 1 1 d . . .
C22 C 0.6145(2) -0.0318(2) 0.24034(14) 0.0410(4) Uani 1 1 d . . .
H22 H 0.6814 0.0673 0.2582 0.049 Uiso 1 1 calc R . .
C23 C 0.4644(2) -0.0734(2) 0.23205(15) 0.0476(5) Uani 1 1 d . . .
H23 H 0.4290 -0.0020 0.2431 0.057 Uiso 1 1 calc R . .
C24 C 0.3666(2) -0.2191(2) 0.20771(15) 0.0466(5) Uani 1 1 d . . .
H24 H 0.2651 -0.2468 0.2035 0.056 Uiso 1 1 calc R . .
C25 C 0.4180(2) -0.3241(2) 0.18947(14) 0.0430(4) Uani 1 1 d . . .
H25 H 0.3512 -0.4233 0.1728 0.052 Uiso 1 1 calc R . .
C26 C 0.56767(18) -0.28380(19) 0.19564(13) 0.0369(4) Uani 1 1 d . . .
H26 H 0.6027 -0.3550 0.1820 0.044 Uiso 1 1 calc R . .
C31 C 1.31599(18) -0.35295(18) -0.17922(12) 0.0343(4) Uani 1 1 d . . .
C32 C 1.4065(2) -0.3350(2) -0.08636(13) 0.0427(4) Uani 1 1 d . . .
H32 H 1.3682 -0.3410 -0.0262 0.051 Uiso 1 1 calc R . .
C33 C 1.5528(2) -0.3081(2) -0.08207(15) 0.0479(5) Uani 1 1 d . . .
H33 H 1.6139 -0.2944 -0.0188 0.058 Uiso 1 1 calc R . .
C34 C 1.6097(2) -0.3013(2) -0.17014(16) 0.0480(5) Uani 1 1 d . . .
H34 H 1.7090 -0.2833 -0.1670 0.058 Uiso 1 1 calc R . .
C35 C 1.5200(2) -0.32089(19) -0.26254(15) 0.0435(4) Uani 1 1 d . . .
H35 H 1.5578 -0.3181 -0.3229 0.052 Uiso 1 1 calc R . .
C36 C 1.3745(2) -0.34471(19) -0.26713(13) 0.0378(4) Uani 1 1 d . . .
H36 H 1.3148 -0.3554 -0.3303 0.045 Uiso 1 1 calc R . .
C41 C 1.05837(18) -0.48702(19) -0.27052(12) 0.0351(4) Uani 1 1 d . . .
C42 C 0.9449(2) -0.4612(2) -0.31975(14) 0.0475(5) Uani 1 1 d . . .
H42 H 0.9355 -0.3757 -0.2953 0.057 Uiso 1 1 calc R . .
C43 C 0.8452(2) -0.5616(2) -0.40511(15) 0.0537(5) Uani 1 1 d . . .
H43 H 0.7677 -0.5443 -0.4377 0.064 Uiso 1 1 calc R . .
C44 C 0.8587(2) -0.6863(2) -0.44256(15) 0.0490(5) Uani 1 1 d . . .
H44 H 0.7920 -0.7529 -0.5012 0.059 Uiso 1 1 calc R . .
C45 C 0.9705(2) -0.7128(2) -0.39339(14) 0.0441(4) Uani 1 1 d . . .
H45 H 0.9801 -0.7980 -0.4185 0.053 Uiso 1 1 calc R . .
C46 C 1.0689(2) -0.6148(2) -0.30732(13) 0.0394(4) Uani 1 1 d . . .
H46 H 1.1436 -0.6349 -0.2734 0.047 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2092(19) . ?
N1 N2 1.3757(17) . ?
N1 C1 1.389(2) . ?
N1 C11 1.439(2) . ?
N2 C2 1.334(2) . ?
N3 N4 1.3733(17) . ?
N3 C1 1.389(2) . ?
N3 C21 1.438(2) . ?
N4 C2 1.330(2) . ?
N5 C6 1.4174(19) . ?
N5 C31 1.424(2) . ?
N5 C41 1.424(2) . ?
C2 C3 1.483(2) . ?
C3 C4 1.389(2) . ?
C3 C8 1.390(2) . ?
C4 C5 1.384(2) . ?
C4 H4 0.9400 . ?
C5 C6 1.390(2) . ?
C5 H5 0.9400 . ?
C6 C7 1.393(2) . ?
C7 C8 1.383(2) . ?
C7 H7 0.9400 . ?
C8 H8 0.9400 . ?
C11 C12 1.375(2) . ?
C11 C16 1.386(2) . ?
C12 C13 1.387(3) . ?
C12 H12 0.9400 . ?
C13 C14 1.366(3) . ?
C13 H13 0.9400 . ?
C14 C15 1.377(3) . ?
C14 H14 0.9400 . ?
C15 C16 1.379(3) . ?
C15 H15 0.9400 . ?
C16 H16 0.9400 . ?
C21 C26 1.377(2) . ?
C21 C22 1.383(2) . ?
C22 C23 1.386(3) . ?
C22 H22 0.9400 . ?
C23 C24 1.381(3) . ?
C23 H23 0.9400 . ?
C24 C25 1.381(3) . ?
C24 H24 0.9400 . ?
C25 C26 1.388(2) . ?
C25 H25 0.9400 . ?
C26 H26 0.9400 . ?
C31 C36 1.387(2) . ?
C31 C32 1.389(2) . ?
C32 C33 1.385(3) . ?
C32 H32 0.9400 . ?
C33 C34 1.381(3) . ?
C33 H33 0.9400 . ?
C34 C35 1.376(3) . ?
C34 H34 0.9400 . ?
C35 C36 1.384(2) . ?
C35 H35 0.9400 . ?
C36 H36 0.9400 . ?
C41 C42 1.386(2) . ?
C41 C46 1.388(2) . ?
C42 C43 1.388(3) . ?
C42 H42 0.9400 . ?
C43 C44 1.376(3) . ?
C43 H43 0.9400 . ?
C44 C45 1.376(3) . ?
C44 H44 0.9400 . ?
C45 C46 1.382(2) . ?
C45 H45 0.9400 . ?
C46 H46 0.9400 . ?

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
N2 N1 C1 124.39(13) . . ?
N2 N1 C11 114.20(13) . . ?
C1 N1 C11 121.04(13) . . ?
C2 N2 N1 115.07(13) . . ?
N4 N3 C1 125.09(13) . . ?
N4 N3 C21 114.62(12) . . ?
C1 N3 C21 120.22(13) . . ?
C2 N4 N3 114.56(13) . . ?
C6 N5 C31 120.83(13) . . ?
C6 N5 C41 120.59(14) . . ?
C31 N5 C41 118.49(13) . . ?
O1 C1 N3 122.97(15) . . ?
O1 C1 N1 123.73(15) . . ?
N3 C1 N1 113.30(13) . . ?
N4 C2 N2 127.50(14) . . ?
N4 C2 C3 116.70(14) . . ?
N2 C2 C3 115.80(14) . . ?
C4 C3 C8 118.67(15) . . ?
C4 C3 C2 120.72(15) . . ?
C8 C3 C2 120.56(15) . . ?
C5 C4 C3 120.46(16) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 120.87(16) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C7 118.65(15) . . ?
C5 C6 N5 120.47(15) . . ?
C7 C6 N5 120.89(16) . . ?
C8 C7 C6 120.29(16) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C3 121.00(16) . . ?
C7 C8 H8 119.5 . . ?
C3 C8 H8 119.5 . . ?
C12 C11 C16 120.40(16) . . ?
C12 C11 N1 120.94(16) . . ?
C16 C11 N1 118.64(15) . . ?
C11 C12 C13 119.10(18) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C14 C13 C12 120.92(19) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 119.72(18) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 120.34(19) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C11 119.50(18) . . ?
C15 C16 H16 120.3 . . ?
C11 C16 H16 120.2 . . ?
C26 C21 C22 121.17(16) . . ?
C26 C21 N3 119.26(14) . . ?
C22 C21 N3 119.52(15) . . ?
C21 C22 C23 119.07(17) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 H22 120.5 . . ?
C24 C23 C22 120.31(17) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 119.98(17) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 120.26(18) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C21 C26 C25 119.18(16) . . ?
C21 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
C36 C31 C32 118.88(16) . . ?
C36 C31 N5 120.00(15) . . ?
C32 C31 N5 121.11(15) . . ?
C33 C32 C31 120.22(17) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C34 C33 C32 120.45(18) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C35 C34 C33 119.54(17) . . ?
C35 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
C34 C35 C36 120.36(17) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C35 C36 C31 120.52(17) . . ?
C35 C36 H36 119.7 . . ?
C31 C36 H36 119.7 . . ?
C42 C41 C46 118.92(16) . . ?
C42 C41 N5 120.43(15) . . ?
C46 C41 N5 120.62(15) . . ?
C41 C42 C43 119.94(18) . . ?
C41 C42 H42 120.0 . . ?
C43 C42 H42 120.0 . . ?
C44 C43 C42 120.72(19) . . ?
C44 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C43 C44 C45 119.45(17) . . ?
C43 C44 H44 120.3 . . ?
C45 C44 H44 120.3 . . ?
C44 C45 C46 120.34(17) . . ?
C44 C45 H45 119.8 . . ?
C46 C45 H45 119.8 . . ?
C45 C46 C41 120.60(17) . . ?
C45 C46 H46 119.7 . . ?
C41 C46 H46 119.7 . . ?

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
C1 N1 N2 C2 0.1(3) . . . . ?
C11 N1 N2 C2 173.19(15) . . . . ?
C1 N3 N4 C2 -3.3(2) . . . . ?
C21 N3 N4 C2 179.49(14) . . . . ?
N4 N3 C1 O1 -176.03(18) . . . . ?
C21 N3 C1 O1 1.1(3) . . . . ?
N4 N3 C1 N1 3.4(3) . . . . ?
C21 N3 C1 N1 -179.49(15) . . . . ?
N2 N1 C1 O1 177.74(18) . . . . ?
C11 N1 C1 O1 5.1(3) . . . . ?
N2 N1 C1 N3 -1.7(3) . . . . ?
C11 N1 C1 N3 -174.37(15) . . . . ?
N3 N4 C2 N2 1.3(3) . . . . ?
N3 N4 C2 C3 -179.41(15) . . . . ?
N1 N2 C2 N4 0.1(3) . . . . ?
N1 N2 C2 C3 -179.12(15) . . . . ?
N4 C2 C3 C4 -31.9(2) . . . . ?
N2 C2 C3 C4 147.45(17) . . . . ?
N4 C2 C3 C8 150.58(17) . . . . ?
N2 C2 C3 C8 -30.1(2) . . . . ?
C8 C3 C4 C5 2.1(3) . . . . ?
C2 C3 C4 C5 -175.50(17) . . . . ?
C3 C4 C5 C6 -0.9(3) . . . . ?
C4 C5 C6 C7 -1.4(3) . . . . ?
C4 C5 C6 N5 178.29(17) . . . . ?
C31 N5 C6 C5 -144.79(18) . . . . ?
C41 N5 C6 C5 31.6(3) . . . . ?
C31 N5 C6 C7 34.9(3) . . . . ?
C41 N5 C6 C7 -148.65(18) . . . . ?
C5 C6 C7 C8 2.6(3) . . . . ?
N5 C6 C7 C8 -177.16(17) . . . . ?
C6 C7 C8 C3 -1.4(3) . . . . ?
C4 C3 C8 C7 -0.9(3) . . . . ?
C2 C3 C8 C7 176.64(17) . . . . ?
N2 N1 C11 C12 140.73(17) . . . . ?
C1 N1 C11 C12 -45.9(2) . . . . ?
N2 N1 C11 C16 -37.5(2) . . . . ?
C1 N1 C11 C16 135.84(18) . . . . ?
C16 C11 C12 C13 1.3(3) . . . . ?
N1 C11 C12 C13 -176.94(17) . . . . ?
C11 C12 C13 C14 -0.2(3) . . . . ?
C12 C13 C14 C15 -0.7(3) . . . . ?
C13 C14 C15 C16 0.5(3) . . . . ?
C14 C15 C16 C11 0.6(3) . . . . ?
C12 C11 C16 C15 -1.5(3) . . . . ?
N1 C11 C16 C15 176.76(16) . . . . ?
N4 N3 C21 C26 48.5(2) . . . . ?
C1 N3 C21 C26 -128.88(18) . . . . ?
N4 N3 C21 C22 -128.83(17) . . . . ?
C1 N3 C21 C22 53.8(2) . . . . ?
C26 C21 C22 C23 0.1(3) . . . . ?
N3 C21 C22 C23 177.35(16) . . . . ?
C21 C22 C23 C24 1.2(3) . . . . ?
C22 C23 C24 C25 -1.3(3) . . . . ?
C23 C24 C25 C26 0.1(3) . . . . ?
C22 C21 C26 C25 -1.2(3) . . . . ?
N3 C21 C26 C25 -178.55(16) . . . . ?
C24 C25 C26 C21 1.2(3) . . . . ?
C6 N5 C31 C36 -143.27(17) . . . . ?
C41 N5 C31 C36 40.2(2) . . . . ?
C6 N5 C31 C32 37.8(3) . . . . ?
C41 N5 C31 C32 -138.64(18) . . . . ?
C36 C31 C32 C33 0.5(3) . . . . ?
N5 C31 C32 C33 179.42(17) . . . . ?
C31 C32 C33 C34 -1.1(3) . . . . ?
C32 C33 C34 C35 0.2(3) . . . . ?
C33 C34 C35 C36 1.2(3) . . . . ?
C34 C35 C36 C31 -1.7(3) . . . . ?
C32 C31 C36 C35 0.9(3) . . . . ?
N5 C31 C36 C35 -178.06(16) . . . . ?
C6 N5 C41 C42 45.4(3) . . . . ?
C31 N5 C41 C42 -138.08(19) . . . . ?
C6 N5 C41 C46 -136.45(18) . . . . ?
C31 N5 C41 C46 40.0(2) . . . . ?
C46 C41 C42 C43 -0.7(3) . . . . ?
N5 C41 C42 C43 177.42(18) . . . . ?
C41 C42 C43 C44 -0.8(3) . . . . ?
C42 C43 C44 C45 1.3(3) . . . . ?
C43 C44 C45 C46 -0.2(3) . . . . ?
C44 C45 C46 C41 -1.4(3) . . . . ?
C42 C41 C46 C45 1.8(3) . . . . ?
N5 C41 C46 C45 -176.31(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.040
####################################################################### 
# 
# 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_stu8126
_database_code_depnum_ccdc_archive 'CCDC 1497166'
_audit_update_record             
;
2016-08-01 deposited with the CCDC.
2016-09-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H23 N4 O Si'
_chemical_formula_weight         423.56

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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

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                   19.1687(2)
_cell_length_b                   16.5200(3)
_cell_length_c                   17.4270(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 123.0800(10)
_cell_angle_gamma                90.00
_cell_volume                     4624.05(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    4447
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1784
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9658
_exptl_absorpt_correction_T_max  0.9963
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13781
_diffrn_reflns_av_R_equivalents  0.049
_diffrn_reflns_av_sigmaI/netI    0.0480
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.28
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3940
_reflns_number_gt                2900
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0099P)²+9.7699P] 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         3940
_refine_ls_number_parameters     308
_refine_ls_number_restraints     75
_refine_ls_R_factor_all          0.0914
_refine_ls_R_factor_gt           0.0631
_refine_ls_wR_factor_ref         0.1306
_refine_ls_wR_factor_gt          0.1138
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.098
_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
O1 O 0.06785(15) 0.37052(13) 0.09338(14) 0.0616(6) Uani 1 1 d . . .
N1 N 0.08283(14) 0.26084(15) 0.18167(15) 0.0433(6) Uani 1 1 d . . .
N2 N 0.10001(15) 0.23026(15) 0.26336(15) 0.0459(6) Uani 1 1 d . . .
N4 N 0.10437(15) 0.36428(15) 0.31554(15) 0.0447(6) Uani 1 1 d . . .
N3 N 0.08551(14) 0.39193(15) 0.23227(15) 0.0437(6) Uani 1 1 d . . .
C1 C 0.07802(18) 0.34317(19) 0.16323(19) 0.0462(7) Uani 1 1 d . . .
C2 C 0.11059(17) 0.28460(18) 0.32477(18) 0.0405(7) Uani 1 1 d . . .
C3 C 0.13264(17) 0.25161(17) 0.41470(18) 0.0398(7) Uani 1 1 d . . .
C4 C 0.13828(19) 0.16914(18) 0.43037(19) 0.0480(8) Uani 1 1 d . . .
H4 H 0.1257 0.1333 0.3826 0.058 Uiso 1 1 calc R . .
C5 C 0.1620(2) 0.13868(18) 0.5149(2) 0.0509(8) Uani 1 1 d . . .
H5 H 0.1654 0.0824 0.5241 0.061 Uiso 1 1 calc R . .
C6 C 0.18111(17) 0.19047(18) 0.58665(18) 0.0426(7) Uani 1 1 d . . .
C7 C 0.17504(18) 0.27331(18) 0.57082(19) 0.0475(7) Uani 1 1 d . . .
H7 H 0.1874 0.3092 0.6185 0.057 Uiso 1 1 calc R . .
C8 C 0.15123(18) 0.30348(18) 0.48630(19) 0.0462(7) Uani 1 1 d . . .
H8 H 0.1475 0.3598 0.4769 0.055 Uiso 1 1 calc R . .
C9 C 0.20267(18) 0.15919(18) 0.67442(19) 0.0458(7) Uani 1 1 d . . .
C10 C 0.21680(19) 0.13249(19) 0.7453(2) 0.0501(8) Uani 1 1 d . A .
C11 C 0.07943(18) 0.20104(19) 0.1201(2) 0.0468(7) Uani 1 1 d . . .
C12 C 0.1221(3) 0.1304(2) 0.1563(2) 0.0748(11) Uani 1 1 d . . .
H12 H 0.1551 0.1234 0.2201 0.090 Uiso 1 1 calc R . .
C13 C 0.1170(3) 0.0691(3) 0.0993(3) 0.0906(14) Uani 1 1 d . . .
H13 H 0.1466 0.0207 0.1246 0.109 Uiso 1 1 calc R . .
C14 C 0.0687(3) 0.0788(3) 0.0058(3) 0.0770(11) Uani 1 1 d . . .
H14 H 0.0646 0.0370 -0.0330 0.092 Uiso 1 1 calc R . .
C15 C 0.0268(2) 0.1498(2) -0.0297(2) 0.0639(9) Uani 1 1 d . . .
H15 H -0.0054 0.1569 -0.0936 0.077 Uiso 1 1 calc R . .
C16 C 0.03082(19) 0.2111(2) 0.0260(2) 0.0551(8) Uani 1 1 d . . .
H16 H 0.0008 0.2593 0.0005 0.066 Uiso 1 1 calc R . .
C21 C 0.08463(19) 0.47888(18) 0.2239(2) 0.0465(7) Uani 1 1 d . . .
C22 C 0.0226(2) 0.5166(2) 0.1467(2) 0.0658(10) Uani 1 1 d . . .
H22 H -0.0201 0.4863 0.0979 0.079 Uiso 1 1 calc R . .
C23 C 0.0237(3) 0.6002(2) 0.1413(3) 0.0807(12) Uani 1 1 d . . .
H23 H -0.0187 0.6269 0.0886 0.097 Uiso 1 1 calc R . .
C24 C 0.0858(3) 0.6440(2) 0.2118(3) 0.0800(12) Uani 1 1 d . . .
H24 H 0.0859 0.7007 0.2075 0.096 Uiso 1 1 calc R . .
C25 C 0.1484(3) 0.6056(2) 0.2891(3) 0.0808(12) Uani 1 1 d . . .
H25 H 0.1914 0.6360 0.3375 0.097 Uiso 1 1 calc R . .
C26 C 0.1475(2) 0.5219(2) 0.2953(2) 0.0629(9) Uani 1 1 d . . .
H26 H 0.1897 0.4951 0.3480 0.075 Uiso 1 1 calc R . .
Si1 Si 0.22295(6) 0.09158(6) 0.84693(6) 0.0574(3) Uani 1 1 d D . .
C31 C 0.2825(16) 0.1688(13) 0.9409(15) 0.072(5) Uani 0.36(4) 1 d PDU A 1
H31A H 0.2875 0.1501 0.9965 0.108 Uiso 0.36(4) 1 calc PR A 1
H31B H 0.2529 0.2200 0.9223 0.108 Uiso 0.36(4) 1 calc PR A 1
H31C H 0.3375 0.1760 0.9521 0.108 Uiso 0.36(4) 1 calc PR A 1
C32 C 0.2757(17) -0.0074(10) 0.884(2) 0.067(6) Uani 0.36(4) 1 d PDU A 1
H32A H 0.2769 -0.0256 0.9377 0.101 Uiso 0.36(4) 1 calc PR A 1
H32B H 0.3322 -0.0022 0.8990 0.101 Uiso 0.36(4) 1 calc PR A 1
H32C H 0.2457 -0.0465 0.8351 0.101 Uiso 0.36(4) 1 calc PR A 1
C33 C 0.1148(8) 0.086(2) 0.8181(18) 0.097(7) Uani 0.36(4) 1 d PDU A 1
H33A H 0.1149 0.0642 0.8700 0.146 Uiso 0.36(4) 1 calc PR A 1
H33B H 0.0823 0.0506 0.7656 0.146 Uiso 0.36(4) 1 calc PR A 1
H33C H 0.0904 0.1395 0.8037 0.146 Uiso 0.36(4) 1 calc PR A 1
C31A C 0.2538(14) 0.1720(7) 0.9326(9) 0.086(3) Uani 0.64(4) 1 d PDU A 2
H31D H 0.2570 0.1501 0.9860 0.130 Uiso 0.64(4) 1 calc PR A 2
H31E H 0.2128 0.2152 0.9066 0.130 Uiso 0.64(4) 1 calc PR A 2
H31F H 0.3077 0.1933 0.9502 0.130 Uiso 0.64(4) 1 calc PR A 2
C32A C 0.2949(9) 0.0039(7) 0.8920(12) 0.063(3) Uani 0.64(4) 1 d PDU A 2
H32D H 0.2980 -0.0175 0.9456 0.094 Uiso 0.64(4) 1 calc PR A 2
H32E H 0.3499 0.0212 0.9086 0.094 Uiso 0.64(4) 1 calc PR A 2
H32F H 0.2746 -0.0377 0.8453 0.094 Uiso 0.64(4) 1 calc PR A 2
C33A C 0.1143(4) 0.0551(11) 0.8038(9) 0.077(3) Uani 0.64(4) 1 d PDU A 2
H33D H 0.1130 0.0322 0.8542 0.116 Uiso 0.64(4) 1 calc PR A 2
H33E H 0.0983 0.0140 0.7573 0.116 Uiso 0.64(4) 1 calc PR A 2
H33F H 0.0758 0.1002 0.7777 0.116 Uiso 0.64(4) 1 calc PR A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.210(3) . ?
N1 N2 1.371(3) . ?
N1 C1 1.389(4) . ?
N1 C11 1.434(4) . ?
N2 C2 1.325(4) . ?
N4 C2 1.323(4) . ?
N4 N3 1.368(3) . ?
N3 C1 1.389(4) . ?
N3 C21 1.443(4) . ?
C2 C3 1.486(4) . ?
C3 C4 1.382(4) . ?
C3 C8 1.390(4) . ?
C4 C5 1.377(4) . ?
C4 H4 0.9400 . ?
C5 C6 1.390(4) . ?
C5 H5 0.9400 . ?
C6 C7 1.388(4) . ?
C6 C9 1.445(4) . ?
C7 C8 1.376(4) . ?
C7 H7 0.9400 . ?
C8 H8 0.9400 . ?
C9 C10 1.195(4) . ?
C10 Si1 1.838(3) . ?
C11 C12 1.366(4) . ?
C11 C16 1.384(4) . ?
C12 C13 1.383(5) . ?
C12 H12 0.9400 . ?
C13 C14 1.375(5) . ?
C13 H13 0.9400 . ?
C14 C15 1.364(5) . ?
C14 H14 0.9400 . ?
C15 C16 1.377(4) . ?
C15 H15 0.9400 . ?
C16 H16 0.9400 . ?
C21 C26 1.367(4) . ?
C21 C22 1.367(4) . ?
C22 C23 1.384(5) . ?
C22 H22 0.9400 . ?
C23 C24 1.361(5) . ?
C23 H23 0.9400 . ?
C24 C25 1.376(5) . ?
C24 H24 0.9400 . ?
C25 C26 1.388(5) . ?
C25 H25 0.9400 . ?
C26 H26 0.9400 . ?
Si1 C31A 1.839(8) . ?
Si1 C32 1.843(12) . ?
Si1 C33 1.851(12) . ?
Si1 C32A 1.853(7) . ?
Si1 C33A 1.886(8) . ?
Si1 C31 1.890(12) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 H31C 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C31A H31D 0.9700 . ?
C31A H31E 0.9700 . ?
C31A H31F 0.9700 . ?
C32A H32D 0.9700 . ?
C32A H32E 0.9700 . ?
C32A H32F 0.9700 . ?
C33A H33D 0.9700 . ?
C33A H33E 0.9700 . ?
C33A H33F 0.9700 . ?

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
N2 N1 C1 123.3(2) . . ?
N2 N1 C11 114.2(2) . . ?
C1 N1 C11 122.1(2) . . ?
C2 N2 N1 115.7(2) . . ?
C2 N4 N3 114.5(2) . . ?
N4 N3 C1 124.6(2) . . ?
N4 N3 C21 114.9(2) . . ?
C1 N3 C21 120.0(2) . . ?
O1 C1 N3 122.6(3) . . ?
O1 C1 N1 123.5(3) . . ?
N3 C1 N1 113.9(2) . . ?
N4 C2 N2 127.7(3) . . ?
N4 C2 C3 116.6(3) . . ?
N2 C2 C3 115.7(3) . . ?
C4 C3 C8 118.4(3) . . ?
C4 C3 C2 121.1(3) . . ?
C8 C3 C2 120.4(3) . . ?
C5 C4 C3 121.1(3) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 120.6(3) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C7 C6 C5 118.4(3) . . ?
C7 C6 C9 120.5(3) . . ?
C5 C6 C9 121.0(3) . . ?
C8 C7 C6 120.8(3) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 C3 120.7(3) . . ?
C7 C8 H8 119.6 . . ?
C3 C8 H8 119.6 . . ?
C10 C9 C6 177.0(3) . . ?
C9 C10 Si1 172.1(3) . . ?
C12 C11 C16 119.7(3) . . ?
C12 C11 N1 118.2(3) . . ?
C16 C11 N1 122.0(3) . . ?
C11 C12 C13 120.3(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C12 120.2(4) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C15 C14 C13 119.1(4) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 121.3(3) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C11 119.3(3) . . ?
C15 C16 H16 120.3 . . ?
C11 C16 H16 120.3 . . ?
C26 C21 C22 121.3(3) . . ?
C26 C21 N3 118.1(3) . . ?
C22 C21 N3 120.6(3) . . ?
C21 C22 C23 119.0(4) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 H22 120.5 . . ?
C24 C23 C22 120.5(4) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 120.4(4) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C26 119.5(4) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C21 C26 C25 119.4(3) . . ?
C21 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C10 Si1 C31A 109.8(5) . . ?
C10 Si1 C32 113.5(11) . . ?
C31A Si1 C32 119.0(11) . . ?
C10 Si1 C33 106.5(8) . . ?
C31A Si1 C33 94.2(8) . . ?
C32 Si1 C33 111.6(8) . . ?
C10 Si1 C32A 109.7(6) . . ?
C31A Si1 C32A 112.7(6) . . ?
C32 Si1 C32A 11.4(10) . . ?
C33 Si1 C32A 122.7(10) . . ?
C10 Si1 C33A 104.9(4) . . ?
C31A Si1 C33A 110.5(5) . . ?
C32 Si1 C33A 97.5(9) . . ?
C33 Si1 C33A 17.3(9) . . ?
C32A Si1 C33A 108.9(5) . . ?
C10 Si1 C31 106.1(8) . . ?
C31A Si1 C31 15.0(7) . . ?
C32 Si1 C31 109.8(8) . . ?
C33 Si1 C31 109.1(8) . . ?
C32A Si1 C31 101.7(10) . . ?
C33A Si1 C31 125.1(7) . . ?
Si1 C31 H31A 109.5 . . ?
Si1 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
Si1 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
Si1 C32 H32A 109.5 . . ?
Si1 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
Si1 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
Si1 C33 H33A 109.5 . . ?
Si1 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
Si1 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
Si1 C31A H31D 109.5 . . ?
Si1 C31A H31E 109.5 . . ?
H31D C31A H31E 109.5 . . ?
Si1 C31A H31F 109.5 . . ?
H31D C31A H31F 109.5 . . ?
H31E C31A H31F 109.5 . . ?
Si1 C32A H32D 109.5 . . ?
Si1 C32A H32E 109.5 . . ?
H32D C32A H32E 109.5 . . ?
Si1 C32A H32F 109.5 . . ?
H32D C32A H32F 109.5 . . ?
H32E C32A H32F 109.5 . . ?
Si1 C33A H33D 109.5 . . ?
Si1 C33A H33E 109.5 . . ?
H33D C33A H33E 109.5 . . ?
Si1 C33A H33F 109.5 . . ?
H33D C33A H33F 109.5 . . ?
H33E C33A H33F 109.5 . . ?

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
C1 N1 N2 C2 1.2(4) . . . . ?
C11 N1 N2 C2 174.5(2) . . . . ?
C2 N4 N3 C1 -3.9(4) . . . . ?
C2 N4 N3 C21 -175.7(2) . . . . ?
N4 N3 C1 O1 -173.9(3) . . . . ?
C21 N3 C1 O1 -2.5(4) . . . . ?
N4 N3 C1 N1 6.4(4) . . . . ?
C21 N3 C1 N1 177.8(2) . . . . ?
N2 N1 C1 O1 175.4(3) . . . . ?
C11 N1 C1 O1 2.6(5) . . . . ?
N2 N1 C1 N3 -4.9(4) . . . . ?
C11 N1 C1 N3 -177.7(2) . . . . ?
N3 N4 C2 N2 -0.7(4) . . . . ?
N3 N4 C2 C3 178.8(2) . . . . ?
N1 N2 C2 N4 1.9(4) . . . . ?
N1 N2 C2 C3 -177.6(2) . . . . ?
N4 C2 C3 C4 178.1(3) . . . . ?
N2 C2 C3 C4 -2.3(4) . . . . ?
N4 C2 C3 C8 -4.4(4) . . . . ?
N2 C2 C3 C8 175.2(3) . . . . ?
C8 C3 C4 C5 -0.2(5) . . . . ?
C2 C3 C4 C5 177.3(3) . . . . ?
C3 C4 C5 C6 -0.1(5) . . . . ?
C4 C5 C6 C7 0.5(5) . . . . ?
C4 C5 C6 C9 177.4(3) . . . . ?
C5 C6 C7 C8 -0.4(5) . . . . ?
C9 C6 C7 C8 -177.3(3) . . . . ?
C6 C7 C8 C3 0.0(5) . . . . ?
C4 C3 C8 C7 0.3(4) . . . . ?
C2 C3 C8 C7 -177.3(3) . . . . ?
C7 C6 C9 C10 103(6) . . . . ?
C5 C6 C9 C10 -74(7) . . . . ?
C6 C9 C10 Si1 -13(8) . . . . ?
N2 N1 C11 C12 -24.4(4) . . . . ?
C1 N1 C11 C12 149.0(3) . . . . ?
N2 N1 C11 C16 151.8(3) . . . . ?
C1 N1 C11 C16 -34.8(4) . . . . ?
C16 C11 C12 C13 0.1(6) . . . . ?
N1 C11 C12 C13 176.4(4) . . . . ?
C11 C12 C13 C14 -0.2(7) . . . . ?
C12 C13 C14 C15 0.7(7) . . . . ?
C13 C14 C15 C16 -1.1(6) . . . . ?
C14 C15 C16 C11 1.1(5) . . . . ?
C12 C11 C16 C15 -0.6(5) . . . . ?
N1 C11 C16 C15 -176.7(3) . . . . ?
N4 N3 C21 C26 43.5(4) . . . . ?
C1 N3 C21 C26 -128.7(3) . . . . ?
N4 N3 C21 C22 -136.6(3) . . . . ?
C1 N3 C21 C22 51.2(4) . . . . ?
C26 C21 C22 C23 -0.4(5) . . . . ?
N3 C21 C22 C23 179.8(3) . . . . ?
C21 C22 C23 C24 0.3(6) . . . . ?
C22 C23 C24 C25 0.1(6) . . . . ?
C23 C24 C25 C26 -0.5(6) . . . . ?
C22 C21 C26 C25 0.0(5) . . . . ?
N3 C21 C26 C25 179.9(3) . . . . ?
C24 C25 C26 C21 0.4(6) . . . . ?
C9 C10 Si1 C31A -102(2) . . . . ?
C9 C10 Si1 C32 122(2) . . . . ?
C9 C10 Si1 C33 -1(2) . . . . ?
C9 C10 Si1 C32A 134(2) . . . . ?
C9 C10 Si1 C33A 17(2) . . . . ?
C9 C10 Si1 C31 -117(2) . . . . ?

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
C31 H31C O1 0.97 2.47 3.30(3) 143.8 7_556

_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.040
####################################################################### 
# 
# 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_stu7051
_database_code_depnum_ccdc_archive 'CCDC 1497167'
_audit_update_record             
;
2016-08-01 deposited with the CCDC.
2016-09-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H15 N4 O'
_chemical_formula_weight         351.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   10.5130(10)
_cell_length_b                   18.2406(6)
_cell_length_c                   10.6648(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 119.261(4)
_cell_angle_gamma                90.00
_cell_volume                     1784.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    2977
_cell_measurement_theta_min      0.88
_cell_measurement_theta_max      68.25

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             732
_exptl_absorpt_coefficient_mu    0.669
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9240
_exptl_absorpt_correction_T_max  0.9867
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14936
_diffrn_reflns_av_R_equivalents  0.064
_diffrn_reflns_av_sigmaI/netI    0.0339
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         5.34
_diffrn_reflns_theta_max         66.75
_reflns_number_total             3096
_reflns_number_gt                2280
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0616P)²+0.4189P] 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         3096
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1274
_refine_ls_wR_factor_gt          0.1115
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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
O1 O 0.22654(15) 0.75382(7) 0.27533(16) 0.0515(4) Uani 1 1 d . . .
N1 N 0.35094(16) 0.69213(8) 0.18179(17) 0.0392(4) Uani 1 1 d . . .
N2 N 0.44484(16) 0.69133(8) 0.12775(17) 0.0410(4) Uani 1 1 d . . .
N3 N 0.35095(16) 0.81919(7) 0.18624(16) 0.0380(4) Uani 1 1 d . . .
N4 N 0.44966(16) 0.82164(8) 0.13780(16) 0.0387(4) Uani 1 1 d . . .
C1 C 0.30301(19) 0.75498(9) 0.2194(2) 0.0403(4) Uani 1 1 d . . .
C2 C 0.49086(18) 0.75704(9) 0.11234(19) 0.0361(4) Uani 1 1 d . . .
C11 C 0.29389(19) 0.62114(9) 0.1880(2) 0.0391(4) Uani 1 1 d . . .
C12 C 0.2417(2) 0.57692(10) 0.0678(2) 0.0458(5) Uani 1 1 d . . .
H12 H 0.2422 0.5934 -0.0155 0.055 Uiso 1 1 calc R . .
C13 C 0.1887(2) 0.50823(11) 0.0717(2) 0.0517(5) Uani 1 1 d . . .
H13 H 0.1515 0.4780 -0.0100 0.062 Uiso 1 1 calc R . .
C14 C 0.1898(2) 0.48345(10) 0.1950(2) 0.0511(5) Uani 1 1 d . . .
H14 H 0.1538 0.4366 0.1970 0.061 Uiso 1 1 calc R . .
C15 C 0.2440(2) 0.52774(11) 0.3143(2) 0.0520(5) Uani 1 1 d . . .
H15 H 0.2455 0.5108 0.3982 0.062 Uiso 1 1 calc R . .
C16 C 0.2964(2) 0.59700(10) 0.3120(2) 0.0475(5) Uani 1 1 d . . .
H16 H 0.3332 0.6272 0.3937 0.057 Uiso 1 1 calc R . .
C21 C 0.3035(2) 0.89011(9) 0.20672(19) 0.0388(4) Uani 1 1 d . . .
C22 C 0.4031(2) 0.94712(10) 0.2555(2) 0.0492(5) Uani 1 1 d . . .
H22 H 0.5004 0.9389 0.2788 0.059 Uiso 1 1 calc R . .
C23 C 0.3580(3) 1.01635(11) 0.2697(3) 0.0582(6) Uani 1 1 d . . .
H23 H 0.4253 1.0552 0.3036 0.070 Uiso 1 1 calc R . .
C24 C 0.2150(2) 1.02873(11) 0.2345(2) 0.0553(5) Uani 1 1 d . . .
H24 H 0.1846 1.0759 0.2437 0.066 Uiso 1 1 calc R . .
C25 C 0.1171(2) 0.97170(11) 0.1858(2) 0.0528(5) Uani 1 1 d . . .
H25 H 0.0197 0.9801 0.1622 0.063 Uiso 1 1 calc R . .
C26 C 0.1602(2) 0.90208(11) 0.1712(2) 0.0478(5) Uani 1 1 d . . .
H26 H 0.0926 0.8633 0.1375 0.057 Uiso 1 1 calc R . .
C3 C 0.59730(19) 0.75867(9) 0.05970(19) 0.0367(4) Uani 1 1 d . . .
C8 C 0.6579(2) 0.82445(10) 0.0486(2) 0.0422(4) Uani 1 1 d . . .
H8 H 0.6298 0.8686 0.0736 0.051 Uiso 1 1 calc R . .
C7 C 0.7586(2) 0.82572(10) 0.0015(2) 0.0450(5) Uani 1 1 d . . .
H7 H 0.7984 0.8708 -0.0052 0.054 Uiso 1 1 calc R . .
C6 C 0.8026(2) 0.76144(10) -0.0363(2) 0.0421(4) Uani 1 1 d . . .
C5 C 0.7407(2) 0.69597(11) -0.0264(2) 0.0492(5) Uani 1 1 d . . .
H5 H 0.7682 0.6519 -0.0522 0.059 Uiso 1 1 calc R . .
C4 C 0.6396(2) 0.69443(10) 0.0206(2) 0.0456(5) Uani 1 1 d . . .
H4 H 0.5990 0.6495 0.0263 0.055 Uiso 1 1 calc R . .
C9 C 0.9069(2) 0.76212(11) -0.0862(2) 0.0494(5) Uani 1 1 d . . .
C10 C 0.9920(2) 0.76195(13) -0.1282(3) 0.0641(6) Uani 1 1 d . . .
H10 H 1.0597 0.7618 -0.1617 0.077 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.213(2) . ?
N1 N2 1.3649(19) . ?
N1 C1 1.388(2) . ?
N1 C11 1.442(2) . ?
N2 C2 1.333(2) . ?
N3 N4 1.3675(19) . ?
N3 C1 1.387(2) . ?
N3 C21 1.441(2) . ?
N4 C2 1.328(2) . ?
C2 C3 1.477(2) . ?
C11 C12 1.382(3) . ?
C11 C16 1.382(3) . ?
C12 C13 1.380(3) . ?
C12 H12 0.9400 . ?
C13 C14 1.384(3) . ?
C13 H13 0.9400 . ?
C14 C15 1.374(3) . ?
C14 H14 0.9400 . ?
C15 C16 1.383(3) . ?
C15 H15 0.9400 . ?
C16 H16 0.9400 . ?
C21 C26 1.380(3) . ?
C21 C22 1.384(3) . ?
C22 C23 1.383(3) . ?
C22 H22 0.9400 . ?
C23 C24 1.379(3) . ?
C23 H23 0.9400 . ?
C24 C25 1.374(3) . ?
C24 H24 0.9400 . ?
C25 C26 1.382(3) . ?
C25 H25 0.9400 . ?
C26 H26 0.9400 . ?
C3 C4 1.387(2) . ?
C3 C8 1.390(2) . ?
C8 C7 1.376(3) . ?
C8 H8 0.9400 . ?
C7 C6 1.391(3) . ?
C7 H7 0.9400 . ?
C6 C5 1.388(3) . ?
C6 C9 1.434(3) . ?
C5 C4 1.380(3) . ?
C5 H5 0.9400 . ?
C4 H4 0.9400 . ?
C9 C10 1.180(3) . ?
C10 H10 0.9400 . ?

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
N2 N1 C1 124.78(14) . . ?
N2 N1 C11 114.38(13) . . ?
C1 N1 C11 120.69(14) . . ?
C2 N2 N1 115.07(14) . . ?
N4 N3 C1 124.13(14) . . ?
N4 N3 C21 114.25(13) . . ?
C1 N3 C21 121.57(14) . . ?
C2 N4 N3 115.58(14) . . ?
O1 C1 N3 123.42(16) . . ?
O1 C1 N1 123.30(16) . . ?
N3 C1 N1 113.28(15) . . ?
N4 C2 N2 126.74(16) . . ?
N4 C2 C3 116.30(15) . . ?
N2 C2 C3 116.95(14) . . ?
C12 C11 C16 121.02(17) . . ?
C12 C11 N1 117.84(16) . . ?
C16 C11 N1 121.10(16) . . ?
C13 C12 C11 118.99(18) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C12 C13 C14 120.62(19) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 119.65(18) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 120.6(2) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C11 C16 C15 119.09(18) . . ?
C11 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C26 C21 C22 120.53(17) . . ?
C26 C21 N3 120.86(16) . . ?
C22 C21 N3 118.52(16) . . ?
C23 C22 C21 119.41(18) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
C24 C23 C22 120.4(2) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C25 C24 C23 119.64(19) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 120.81(19) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C21 C26 C25 119.23(18) . . ?
C21 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
C4 C3 C8 118.41(17) . . ?
C4 C3 C2 120.69(15) . . ?
C8 C3 C2 120.90(15) . . ?
C7 C8 C3 120.80(17) . . ?
C7 C8 H8 119.6 . . ?
C3 C8 H8 119.6 . . ?
C8 C7 C6 121.07(17) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C5 C6 C7 117.94(17) . . ?
C5 C6 C9 120.49(17) . . ?
C7 C6 C9 121.56(17) . . ?
C4 C5 C6 121.19(17) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C4 C3 120.59(17) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C10 C9 C6 179.2(2) . . ?
C9 C10 H10 180.0 . . ?

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
C1 N1 N2 C2 0.1(3) . . . . ?
C11 N1 N2 C2 175.71(15) . . . . ?
C1 N3 N4 C2 5.2(3) . . . . ?
C21 N3 N4 C2 -177.37(15) . . . . ?
N4 N3 C1 O1 172.58(17) . . . . ?
C21 N3 C1 O1 -4.7(3) . . . . ?
N4 N3 C1 N1 -7.6(3) . . . . ?
C21 N3 C1 N1 175.11(15) . . . . ?
N2 N1 C1 O1 -175.35(17) . . . . ?
C11 N1 C1 O1 9.3(3) . . . . ?
N2 N1 C1 N3 4.8(3) . . . . ?
C11 N1 C1 N3 -170.47(15) . . . . ?
N3 N4 C2 N2 0.8(3) . . . . ?
N3 N4 C2 C3 179.90(14) . . . . ?
N1 N2 C2 N4 -3.3(3) . . . . ?
N1 N2 C2 C3 177.60(14) . . . . ?
N2 N1 C11 C12 -47.0(2) . . . . ?
C1 N1 C11 C12 128.80(19) . . . . ?
N2 N1 C11 C16 130.66(19) . . . . ?
C1 N1 C11 C16 -53.6(2) . . . . ?
C16 C11 C12 C13 1.3(3) . . . . ?
N1 C11 C12 C13 178.94(17) . . . . ?
C11 C12 C13 C14 -1.0(3) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
C13 C14 C15 C16 0.5(3) . . . . ?
C12 C11 C16 C15 -0.7(3) . . . . ?
N1 C11 C16 C15 -178.30(17) . . . . ?
C14 C15 C16 C11 -0.2(3) . . . . ?
N4 N3 C21 C26 141.11(18) . . . . ?
C1 N3 C21 C26 -41.3(3) . . . . ?
N4 N3 C21 C22 -35.4(2) . . . . ?
C1 N3 C21 C22 142.10(19) . . . . ?
C26 C21 C22 C23 0.6(3) . . . . ?
N3 C21 C22 C23 177.13(19) . . . . ?
C21 C22 C23 C24 -0.6(3) . . . . ?
C22 C23 C24 C25 0.4(3) . . . . ?
C23 C24 C25 C26 -0.2(3) . . . . ?
C22 C21 C26 C25 -0.4(3) . . . . ?
N3 C21 C26 C25 -176.89(18) . . . . ?
C24 C25 C26 C21 0.2(3) . . . . ?
N4 C2 C3 C4 -175.57(17) . . . . ?
N2 C2 C3 C4 3.7(3) . . . . ?
N4 C2 C3 C8 4.7(3) . . . . ?
N2 C2 C3 C8 -176.09(17) . . . . ?
C4 C3 C8 C7 -0.7(3) . . . . ?
C2 C3 C8 C7 179.05(18) . . . . ?
C3 C8 C7 C6 0.0(3) . . . . ?
C8 C7 C6 C5 0.6(3) . . . . ?
C8 C7 C6 C9 179.67(19) . . . . ?
C7 C6 C5 C4 -0.5(3) . . . . ?
C9 C6 C5 C4 -179.6(2) . . . . ?
C6 C5 C4 C3 -0.1(3) . . . . ?
C8 C3 C4 C5 0.8(3) . . . . ?
C2 C3 C4 C5 -179.00(18) . . . . ?
C5 C6 C9 C10 28(21) . . . . ?
C7 C6 C9 C10 -151(21) . . . . ?

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
C10 H10 O1 0.94 2.18 3.115(3) 171.8 4_675
C16 H16 N4 0.94 2.46 3.376(3) 166.3 4_576

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        66.75
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.143
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.039

#=============================================================================
#  end of cif data for "stu7051" (compound 5) 
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================

