# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

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

data_liu
_database_code_depnum_ccdc_archive 'CCDC 951011'
_audit_update_record             
;
2013-07-18 deposited with the CCDC.
2018-01-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H35 N3'
_chemical_formula_sum            'C36 H35 N3'
_chemical_formula_weight         509.67

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)/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   11.401(5)
_cell_length_b                   12.131(6)
_cell_length_c                   20.955(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.285(5)
_cell_angle_gamma                90.00
_cell_volume                     2875(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7867
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      26.06

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9864
_exptl_absorpt_correction_T_max  0.9931
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(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  'SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19785
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_sigmaI/netI    0.0194
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5064
_reflns_number_gt                4094
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2007)'
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_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)+(0.0944P)²+1.5602P] 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         5064
_refine_ls_number_parameters     354
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0631
_refine_ls_wR_factor_ref         0.1952
_refine_ls_wR_factor_gt          0.1812
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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
N2 N 0.26877(15) 0.51116(15) 0.00736(8) 0.0445(4) Uani 1 1 d . . .
C21 C 0.26685(19) 0.53624(18) 0.14056(10) 0.0465(5) Uani 1 1 d . . .
C23 C 0.34481(18) 0.57973(17) 0.04200(10) 0.0434(5) Uani 1 1 d . . .
C24 C 0.19076(18) 0.45575(17) 0.03843(10) 0.0437(5) Uani 1 1 d . . .
C22 C 0.34555(19) 0.59462(19) 0.10781(10) 0.0483(5) Uani 1 1 d . . .
H22 H 0.3987 0.6437 0.1300 0.058 Uiso 1 1 calc R . .
C18 C 0.2688(2) 0.54538(18) 0.21123(10) 0.0485(5) Uani 1 1 d . . .
C25 C 0.18853(19) 0.46535(18) 0.10436(10) 0.0476(5) Uani 1 1 d . . .
H25 H 0.1346 0.4244 0.1243 0.057 Uiso 1 1 calc R . .
C31 C 0.10755(19) 0.38118(18) -0.00169(10) 0.0467(5) Uani 1 1 d . . .
C26 C 0.42962(18) 0.63967(18) 0.00574(10) 0.0456(5) Uani 1 1 d . . .
C10 C 0.2196(2) 0.50460(19) 0.52306(11) 0.0522(6) Uani 1 1 d . . .
C7 C 0.2349(2) 0.48029(19) 0.65944(11) 0.0509(5) Uani 1 1 d . . .
N1 N 0.2429(2) 0.46710(18) 0.72538(9) 0.0675(6) Uani 1 1 d . . .
C17 C 0.3740(2) 0.5640(2) 0.25151(11) 0.0577(6) Uani 1 1 d . . .
H17 H 0.4435 0.5741 0.2333 0.069 Uiso 1 1 calc R . .
C19 C 0.1661(2) 0.5326(2) 0.24063(11) 0.0564(6) Uani 1 1 d . . .
H19 H 0.0940 0.5217 0.2153 0.068 Uiso 1 1 calc R . .
C27 C 0.4342(2) 0.6204(2) -0.05887(12) 0.0617(7) Uani 1 1 d . . .
H27 H 0.3834 0.5693 -0.0809 0.074 Uiso 1 1 calc R . .
C8 C 0.1509(2) 0.4236(2) 0.61705(11) 0.0557(6) Uani 1 1 d . . .
H8 H 0.0987 0.3758 0.6337 0.067 Uiso 1 1 calc R . .
C16 C 0.3778(2) 0.5677(2) 0.31722(12) 0.0610(6) Uani 1 1 d . . .
H16 H 0.4497 0.5808 0.3424 0.073 Uiso 1 1 calc R . .
N3 N 0.50341(19) 0.71252(19) 0.03874(11) 0.0654(6) Uani 1 1 d . . .
C15 C 0.2771(2) 0.5525(2) 0.34697(11) 0.0559(6) Uani 1 1 d . . .
C36 C 0.0046(2) 0.34563(19) 0.02051(12) 0.0549(6) Uani 1 1 d . . .
H36 H -0.0130 0.3682 0.0606 0.066 Uiso 1 1 calc R . .
C14 C 0.2862(2) 0.5525(2) 0.41768(12) 0.0624(6) Uani 1 1 d . . .
H14 H 0.3531 0.5853 0.4398 0.075 Uiso 1 1 calc R . .
C9 C 0.1437(2) 0.4367(2) 0.55157(11) 0.0566(6) Uani 1 1 d . . .
H9 H 0.0855 0.3985 0.5254 0.068 Uiso 1 1 calc R . .
C11 C 0.3034(2) 0.5610(2) 0.56460(12) 0.0583(6) Uani 1 1 d . . .
H11 H 0.3562 0.6073 0.5473 0.070 Uiso 1 1 calc R . .
C20 C 0.1703(2) 0.5357(2) 0.30681(12) 0.0612(6) Uani 1 1 d . . .
H20 H 0.1008 0.5266 0.3252 0.073 Uiso 1 1 calc R . .
C13 C 0.2094(2) 0.5110(2) 0.45238(12) 0.0591(6) Uani 1 1 d . . .
H13 H 0.1406 0.4823 0.4299 0.071 Uiso 1 1 calc R . .
C12 C 0.3111(2) 0.5509(2) 0.63102(12) 0.0566(6) Uani 1 1 d . . .
H12 H 0.3676 0.5914 0.6571 0.068 Uiso 1 1 calc R . .
C28 C 0.5142(2) 0.6772(3) -0.09070(13) 0.0691(7) Uani 1 1 d . . .
H28 H 0.5177 0.6642 -0.1342 0.083 Uiso 1 1 calc R . .
C29 C 0.5879(2) 0.7524(2) -0.05839(14) 0.0647(7) Uani 1 1 d . . .
H29 H 0.6415 0.7923 -0.0792 0.078 Uiso 1 1 calc R . .
C30 C 0.5807(2) 0.7672(2) 0.00572(15) 0.0704(7) Uani 1 1 d . . .
H30 H 0.6317 0.8178 0.0281 0.084 Uiso 1 1 calc R . .
C35 C -0.0716(2) 0.2766(2) -0.01705(15) 0.0662(7) Uani 1 1 d . . .
H35 H -0.1406 0.2531 -0.0018 0.079 Uiso 1 1 calc R . .
C32 C 0.1312(2) 0.3466(2) -0.06141(12) 0.0675(7) Uani 1 1 d . . .
H32 H 0.1997 0.3701 -0.0771 0.081 Uiso 1 1 calc R . .
C34 C -0.0479(3) 0.2423(2) -0.07588(14) 0.0707(8) Uani 1 1 d . . .
H34 H -0.1002 0.1958 -0.1006 0.085 Uiso 1 1 calc R . .
C6 C 0.3029(3) 0.5484(2) 0.76887(13) 0.0719(8) Uani 1 1 d . . .
H6A H 0.3802 0.5624 0.7559 0.086 Uiso 1 1 calc R . .
H6B H 0.3152 0.5170 0.8118 0.086 Uiso 1 1 calc R . .
C33 C 0.0532(3) 0.2768(3) -0.09824(13) 0.0824(9) Uani 1 1 d . . .
H33 H 0.0700 0.2534 -0.1384 0.099 Uiso 1 1 calc R . .
C3 C 0.1804(3) 0.3783(2) 0.75296(13) 0.0715(8) Uani 1 1 d . . .
H3A H 0.0983 0.3800 0.7340 0.086 Uiso 1 1 calc R . .
H3B H 0.1825 0.3916 0.7987 0.086 Uiso 1 1 calc R . .
C2 C 0.2290(4) 0.2650(3) 0.74357(18) 0.0980(11) Uani 1 1 d . . .
H2A H 0.1782 0.2109 0.7604 0.118 Uiso 1 1 calc R . .
H2B H 0.2273 0.2513 0.6979 0.118 Uiso 1 1 calc R . .
C5 C 0.2412(4) 0.6550(3) 0.7721(2) 0.1056(12) Uani 1 1 d . . .
H5A H 0.2902 0.7029 0.8015 0.127 Uiso 1 1 calc R . .
H5B H 0.2341 0.6890 0.7299 0.127 Uiso 1 1 calc R . .
C1 C 0.3501(4) 0.2502(4) 0.7751(3) 0.164(3) Uani 1 1 d . . .
H1A H 0.4043 0.2843 0.7497 0.245 Uiso 1 1 calc R . .
H1B H 0.3674 0.1729 0.7795 0.245 Uiso 1 1 calc R . .
H1C H 0.3579 0.2837 0.8170 0.245 Uiso 1 1 calc R . .
C4 C 0.1235(5) 0.6499(4) 0.7928(4) 0.178(3) Uani 1 1 d . . .
H4A H 0.0681 0.6218 0.7583 0.267 Uiso 1 1 calc R . .
H4B H 0.0997 0.7225 0.8041 0.267 Uiso 1 1 calc R . .
H4C H 0.1254 0.6022 0.8294 0.267 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
N2 C23 1.346(3) . ?
N2 C24 1.347(3) . ?
C21 C22 1.391(3) . ?
C21 C25 1.393(3) . ?
C21 C18 1.482(3) . ?
C23 C22 1.390(3) . ?
C23 C26 1.492(3) . ?
C24 C25 1.390(3) . ?
C24 C31 1.491(3) . ?
C22 H22 0.9300 . ?
C18 C17 1.395(3) . ?
C18 C19 1.399(3) . ?
C25 H25 0.9300 . ?
C31 C32 1.379(3) . ?
C31 C36 1.385(3) . ?
C26 N3 1.349(3) . ?
C26 C27 1.381(3) . ?
C10 C9 1.383(3) . ?
C10 C11 1.389(4) . ?
C10 C13 1.473(3) . ?
C7 N1 1.382(3) . ?
C7 C8 1.401(3) . ?
C7 C12 1.405(3) . ?
N1 C3 1.452(3) . ?
N1 C6 1.454(3) . ?
C17 C16 1.373(3) . ?
C17 H17 0.9300 . ?
C19 C20 1.382(3) . ?
C19 H19 0.9300 . ?
C27 C28 1.381(3) . ?
C27 H27 0.9300 . ?
C8 C9 1.373(3) . ?
C8 H8 0.9300 . ?
C16 C15 1.387(4) . ?
C16 H16 0.9300 . ?
N3 C30 1.360(3) . ?
C15 C20 1.404(4) . ?
C15 C14 1.472(3) . ?
C36 C35 1.379(4) . ?
C36 H36 0.9300 . ?
C14 C13 1.308(4) . ?
C14 H14 0.9300 . ?
C9 H9 0.9300 . ?
C11 C12 1.389(3) . ?
C11 H11 0.9300 . ?
C20 H20 0.9300 . ?
C13 H13 0.9300 . ?
C12 H12 0.9300 . ?
C28 C29 1.360(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.368(4) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C35 C34 1.360(4) . ?
C35 H35 0.9300 . ?
C32 C33 1.389(4) . ?
C32 H32 0.9300 . ?
C34 C33 1.364(4) . ?
C34 H34 0.9300 . ?
C6 C5 1.478(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C33 H33 0.9300 . ?
C3 C2 1.504(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C2 C1 1.464(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C5 C4 1.463(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?

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
C23 N2 C24 117.87(18) . . ?
C22 C21 C25 117.0(2) . . ?
C22 C21 C18 121.7(2) . . ?
C25 C21 C18 121.2(2) . . ?
N2 C23 C22 122.55(19) . . ?
N2 C23 C26 116.18(18) . . ?
C22 C23 C26 121.27(19) . . ?
N2 C24 C25 122.35(19) . . ?
N2 C24 C31 116.25(18) . . ?
C25 C24 C31 121.39(19) . . ?
C23 C22 C21 120.0(2) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C17 C18 C19 117.1(2) . . ?
C17 C18 C21 121.3(2) . . ?
C19 C18 C21 121.6(2) . . ?
C24 C25 C21 120.12(19) . . ?
C24 C25 H25 119.9 . . ?
C21 C25 H25 119.9 . . ?
C32 C31 C36 118.8(2) . . ?
C32 C31 C24 120.8(2) . . ?
C36 C31 C24 120.4(2) . . ?
N3 C26 C27 121.0(2) . . ?
N3 C26 C23 117.4(2) . . ?
C27 C26 C23 121.6(2) . . ?
C9 C10 C11 116.1(2) . . ?
C9 C10 C13 119.5(2) . . ?
C11 C10 C13 124.4(2) . . ?
N1 C7 C8 122.0(2) . . ?
N1 C7 C12 121.9(2) . . ?
C8 C7 C12 116.1(2) . . ?
C7 N1 C3 120.7(2) . . ?
C7 N1 C6 121.0(2) . . ?
C3 N1 C6 118.0(2) . . ?
C16 C17 C18 121.8(2) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C20 C19 C18 121.0(2) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C28 C27 C26 119.9(2) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C9 C8 C7 121.7(2) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C17 C16 C15 121.6(2) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C26 N3 C30 117.4(2) . . ?
C16 C15 C20 117.0(2) . . ?
C16 C15 C14 119.7(2) . . ?
C20 C15 C14 123.3(2) . . ?
C35 C36 C31 119.8(2) . . ?
C35 C36 H36 120.1 . . ?
C31 C36 H36 120.1 . . ?
C13 C14 C15 126.3(3) . . ?
C13 C14 H14 116.8 . . ?
C15 C14 H14 116.8 . . ?
C8 C9 C10 122.6(2) . . ?
C8 C9 H9 118.7 . . ?
C10 C9 H9 118.7 . . ?
C10 C11 C12 122.4(2) . . ?
C10 C11 H11 118.8 . . ?
C12 C11 H11 118.8 . . ?
C19 C20 C15 121.5(2) . . ?
C19 C20 H20 119.3 . . ?
C15 C20 H20 119.3 . . ?
C14 C13 C10 127.4(3) . . ?
C14 C13 H13 116.3 . . ?
C10 C13 H13 116.3 . . ?
C11 C12 C7 121.0(2) . . ?
C11 C12 H12 119.5 . . ?
C7 C12 H12 119.5 . . ?
C29 C28 C27 119.9(3) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C28 C29 C30 117.8(2) . . ?
C28 C29 H29 121.1 . . ?
C30 C29 H29 121.1 . . ?
N3 C30 C29 124.0(2) . . ?
N3 C30 H30 118.0 . . ?
C29 C30 H30 118.0 . . ?
C34 C35 C36 121.3(2) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C31 C32 C33 120.3(2) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C35 C34 C33 119.4(2) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
N1 C6 C5 115.7(3) . . ?
N1 C6 H6A 108.3 . . ?
C5 C6 H6A 108.3 . . ?
N1 C6 H6B 108.3 . . ?
C5 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
C34 C33 C32 120.4(3) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
N1 C3 C2 114.8(3) . . ?
N1 C3 H3A 108.6 . . ?
C2 C3 H3A 108.6 . . ?
N1 C3 H3B 108.6 . . ?
C2 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
C1 C2 C3 113.2(3) . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C3 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C4 C5 C6 115.9(4) . . ?
C4 C5 H5A 108.3 . . ?
C6 C5 H5A 108.3 . . ?
C4 C5 H5B 108.3 . . ?
C6 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C5 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 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
C24 N2 C23 C22 0.2(3) . . . . ?
C24 N2 C23 C26 -179.90(18) . . . . ?
C23 N2 C24 C25 -1.5(3) . . . . ?
C23 N2 C24 C31 179.62(18) . . . . ?
N2 C23 C22 C21 1.0(3) . . . . ?
C26 C23 C22 C21 -178.9(2) . . . . ?
C25 C21 C22 C23 -0.9(3) . . . . ?
C18 C21 C22 C23 176.8(2) . . . . ?
C22 C21 C18 C17 -32.0(3) . . . . ?
C25 C21 C18 C17 145.6(2) . . . . ?
C22 C21 C18 C19 149.9(2) . . . . ?
C25 C21 C18 C19 -32.5(3) . . . . ?
N2 C24 C25 C21 1.6(3) . . . . ?
C31 C24 C25 C21 -179.6(2) . . . . ?
C22 C21 C25 C24 -0.4(3) . . . . ?
C18 C21 C25 C24 -178.1(2) . . . . ?
N2 C24 C31 C32 18.3(3) . . . . ?
C25 C24 C31 C32 -160.6(2) . . . . ?
N2 C24 C31 C36 -161.5(2) . . . . ?
C25 C24 C31 C36 19.6(3) . . . . ?
N2 C23 C26 N3 177.2(2) . . . . ?
C22 C23 C26 N3 -2.9(3) . . . . ?
N2 C23 C26 C27 -3.8(3) . . . . ?
C22 C23 C26 C27 176.1(2) . . . . ?
C8 C7 N1 C3 12.1(4) . . . . ?
C12 C7 N1 C3 -167.4(2) . . . . ?
C8 C7 N1 C6 -160.9(2) . . . . ?
C12 C7 N1 C6 19.5(4) . . . . ?
C19 C18 C17 C16 1.1(4) . . . . ?
C21 C18 C17 C16 -177.0(2) . . . . ?
C17 C18 C19 C20 -1.5(4) . . . . ?
C21 C18 C19 C20 176.7(2) . . . . ?
N3 C26 C27 C28 -0.8(4) . . . . ?
C23 C26 C27 C28 -179.8(2) . . . . ?
N1 C7 C8 C9 -179.7(2) . . . . ?
C12 C7 C8 C9 -0.2(4) . . . . ?
C18 C17 C16 C15 0.4(4) . . . . ?
C27 C26 N3 C30 1.0(4) . . . . ?
C23 C26 N3 C30 -180.0(2) . . . . ?
C17 C16 C15 C20 -1.5(4) . . . . ?
C17 C16 C15 C14 177.4(2) . . . . ?
C32 C31 C36 C35 0.2(4) . . . . ?
C24 C31 C36 C35 -180.0(2) . . . . ?
C16 C15 C14 C13 -160.3(3) . . . . ?
C20 C15 C14 C13 18.6(4) . . . . ?
C7 C8 C9 C10 1.3(4) . . . . ?
C11 C10 C9 C8 -1.0(4) . . . . ?
C13 C10 C9 C8 177.5(2) . . . . ?
C9 C10 C11 C12 -0.2(4) . . . . ?
C13 C10 C11 C12 -178.7(2) . . . . ?
C18 C19 C20 C15 0.3(4) . . . . ?
C16 C15 C20 C19 1.2(4) . . . . ?
C14 C15 C20 C19 -177.8(2) . . . . ?
C15 C14 C13 C10 176.3(2) . . . . ?
C9 C10 C13 C14 -165.5(3) . . . . ?
C11 C10 C13 C14 13.0(4) . . . . ?
C10 C11 C12 C7 1.3(4) . . . . ?
N1 C7 C12 C11 178.5(2) . . . . ?
C8 C7 C12 C11 -1.1(3) . . . . ?
C26 C27 C28 C29 -0.3(4) . . . . ?
C27 C28 C29 C30 1.1(4) . . . . ?
C26 N3 C30 C29 -0.2(4) . . . . ?
C28 C29 C30 N3 -0.9(4) . . . . ?
C31 C36 C35 C34 0.0(4) . . . . ?
C36 C31 C32 C33 -0.4(4) . . . . ?
C24 C31 C32 C33 179.8(3) . . . . ?
C36 C35 C34 C33 0.0(4) . . . . ?
C7 N1 C6 C5 71.1(4) . . . . ?
C3 N1 C6 C5 -102.1(3) . . . . ?
C35 C34 C33 C32 -0.2(5) . . . . ?
C31 C32 C33 C34 0.4(5) . . . . ?
C7 N1 C3 C2 70.6(4) . . . . ?
C6 N1 C3 C2 -116.2(3) . . . . ?
N1 C3 C2 C1 63.2(5) . . . . ?
N1 C6 C5 C4 59.7(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.579
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.043
####################################################################### 
# 
# 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_20120615b_0m
_database_code_depnum_ccdc_archive 'CCDC 951012'
_audit_update_record             
;
2013-07-18 deposited with the CCDC.
2018-01-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H29 N3'
_chemical_formula_sum            'C28 H29 N3'
_chemical_formula_weight         407.54

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)/n  '
_symmetry_space_group_name_Hall  '-P 2yn'

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

_cell_length_a                   9.7012(12)
_cell_length_b                   15.2517(18)
_cell_length_c                   15.9105(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.164(2)
_cell_angle_gamma                90.00
_cell_volume                     2324.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3524
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      21.91

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9797
_exptl_absorpt_correction_T_max  0.9932
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(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_reflns_number            16307
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_sigmaI/netI    0.0241
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4095
_reflns_number_gt                2643
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2007)'
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_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)+(0.1177P)²+1.3209P] 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         4095
_refine_ls_number_parameters     322
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1100
_refine_ls_R_factor_gt           0.0767
_refine_ls_wR_factor_ref         0.2559
_refine_ls_wR_factor_gt          0.2203
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.054
_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 0.6916(7) 1.0752(4) 0.8341(4) 0.1518(16) Uani 1 1 d . . .
H1A H 0.5937 1.0795 0.8125 0.228 Uiso 1 1 calc R . .
H1B H 0.7265 1.1318 0.8537 0.228 Uiso 1 1 calc R . .
H1C H 0.7060 1.0344 0.8806 0.228 Uiso 1 1 calc R . .
C2 C 0.7664(7) 1.0447(4) 0.7660(4) 0.1518(16) Uani 1 1 d D . .
H2A H 0.7697 1.0937 0.7275 0.182 Uiso 1 1 calc R . .
H2B H 0.8619 1.0330 0.7921 0.182 Uiso 1 1 calc R . .
C3 C 0.7233(7) 0.9757(4) 0.7184(3) 0.144(2) Uani 1 1 d D . .
H3A H 0.6382 0.9930 0.6816 0.173 Uiso 1 1 calc R . .
H3B H 0.6973 0.9311 0.7565 0.173 Uiso 1 1 calc R . .
C7 C 0.7943(4) 0.9438(2) 0.5780(2) 0.0749(9) Uani 1 1 d . . .
C10 C 0.7608(3) 0.9641(2) 0.39750(18) 0.0634(8) Uani 1 1 d . . .
C11 C 0.6973(5) 1.0169(3) 0.4487(2) 0.1028(14) Uani 1 1 d . B .
H11 H 0.6406 1.0620 0.4236 0.123 Uiso 1 1 calc R . .
C12 C 0.7126(5) 1.0071(3) 0.5356(2) 0.1015(14) Uani 1 1 d . B .
H12 H 0.6651 1.0452 0.5665 0.122 Uiso 1 1 calc R . .
C13 C 0.7471(3) 0.9751(2) 0.30440(18) 0.0606(8) Uani 1 1 d . . .
C14 C 0.8168(3) 0.92020(19) 0.25514(18) 0.0620(8) Uani 1 1 d . . .
H14 H 0.8718 0.8748 0.2811 0.074 Uiso 1 1 calc R B .
C15 C 0.8053(3) 0.93230(19) 0.16761(18) 0.0605(8) Uani 1 1 d . . .
C16 C 0.6563(3) 1.04891(19) 0.17313(18) 0.0595(7) Uani 1 1 d . . .
C17 C 0.6649(3) 1.0404(2) 0.26052(18) 0.0618(8) Uani 1 1 d . . .
H17 H 0.6153 1.0786 0.2901 0.074 Uiso 1 1 calc R B .
C18 C 0.5645(3) 1.11616(19) 0.12475(18) 0.0607(7) Uani 1 1 d . . .
C19 C 0.5442(4) 1.1184(2) 0.0368(2) 0.0763(9) Uani 1 1 d . . .
H19 H 0.5914 1.0794 0.0065 0.092 Uiso 1 1 calc R . .
C20 C 0.4533(4) 1.1791(3) -0.0057(2) 0.0885(11) Uani 1 1 d . . .
H20 H 0.4382 1.1814 -0.0649 0.106 Uiso 1 1 calc R B .
C21 C 0.3859(4) 1.2357(2) 0.0400(2) 0.0848(10) Uani 1 1 d . . .
H21 H 0.3237 1.2770 0.0129 0.102 Uiso 1 1 calc R . .
C22 C 0.4122(4) 1.2299(2) 0.1270(3) 0.0853(10) Uani 1 1 d . . .
H22 H 0.3663 1.2690 0.1579 0.102 Uiso 1 1 calc R B .
C23 C 0.8826(3) 0.8760(2) 0.11424(18) 0.0633(8) Uani 1 1 d . . .
C24 C 0.9336(4) 0.7939(2) 0.1414(2) 0.0713(9) Uani 1 1 d . . .
H24 H 0.9184 0.7726 0.1939 0.086 Uiso 1 1 calc R . .
C25 C 1.0064(4) 0.7439(2) 0.0914(2) 0.0852(11) Uani 1 1 d . . .
H25 H 1.0391 0.6889 0.1104 0.102 Uiso 1 1 calc R B .
C26 C 1.0313(5) 0.7739(3) 0.0142(3) 0.0976(13) Uani 1 1 d . . .
H26 H 1.0812 0.7400 -0.0190 0.117 Uiso 1 1 calc R . .
C27 C 0.9814(5) 0.8553(3) -0.0135(3) 0.1015(13) Uani 1 1 d . . .
H27 H 0.9974 0.8764 -0.0659 0.122 Uiso 1 1 calc R B .
C28 C 0.9079(4) 0.9054(2) 0.0362(2) 0.0834(10) Uani 1 1 d . . .
H28 H 0.8748 0.9601 0.0168 0.100 Uiso 1 1 calc R . .
N1 N 0.8107(4) 0.9331(2) 0.66481(18) 0.0997(11) Uani 1 1 d . A .
N2 N 0.7259(3) 0.99591(16) 0.12657(15) 0.0623(7) Uani 1 1 d . . .
N3 N 0.4993(3) 1.17216(19) 0.17036(17) 0.0756(8) Uani 1 1 d . . .
C4 C 1.078(3) 0.7678(13) 0.7604(13) 0.086(4) Uani 0.50 1 d P A 1
H4A H 1.0176 0.7410 0.7953 0.129 Uiso 0.50 1 calc PR A 1
H4B H 1.1649 0.7832 0.7951 0.129 Uiso 0.50 1 calc PR A 1
H4C H 1.0953 0.7273 0.7171 0.129 Uiso 0.50 1 calc PR A 1
C6 C 0.8567(8) 0.8444(6) 0.7017(4) 0.0708(17) Uani 0.50 1 d P A 1
H6A H 0.8178 0.8338 0.7533 0.085 Uiso 0.50 1 calc PR A 1
H6B H 0.8254 0.7983 0.6611 0.085 Uiso 0.50 1 calc PR A 1
C5 C 1.0123(11) 0.8459(9) 0.7209(6) 0.092(2) Uani 0.50 1 d P A 1
H5A H 1.0479 0.8560 0.6681 0.110 Uiso 0.50 1 calc PR A 1
H5B H 1.0404 0.8954 0.7580 0.110 Uiso 0.50 1 calc PR A 1
C4' C 1.063(3) 0.754(2) 0.7710(18) 0.145(10) Uani 0.50 1 d P A 2
H4'1 H 1.1395 0.7658 0.7412 0.218 Uiso 0.50 1 calc PR A 2
H4'2 H 1.0466 0.6922 0.7722 0.218 Uiso 0.50 1 calc PR A 2
H4'3 H 1.0848 0.7760 0.8282 0.218 Uiso 0.50 1 calc PR A 2
C6' C 0.9509(11) 0.8966(6) 0.7130(5) 0.082(2) Uani 0.50 1 d P A 2
H6'1 H 1.0254 0.9066 0.6801 0.098 Uiso 0.50 1 calc PR A 2
H6'2 H 0.9750 0.9255 0.7676 0.098 Uiso 0.50 1 calc PR A 2
C5' C 0.9315(15) 0.8001(7) 0.7254(6) 0.100(3) Uani 0.50 1 d P A 2
H5'1 H 0.9037 0.7729 0.6702 0.121 Uiso 0.50 1 calc PR A 2
H5'2 H 0.8564 0.7916 0.7581 0.121 Uiso 0.50 1 calc PR A 2
C8 C 0.8939(11) 0.9114(8) 0.5323(6) 0.100(3) Uani 0.50 1 d P B 1
H8 H 0.9723 0.8827 0.5605 0.120 Uiso 0.50 1 calc PR B 1
C9 C 0.8768(11) 0.9217(8) 0.4459(6) 0.096(3) Uani 0.50 1 d P B 1
H9 H 0.9455 0.8995 0.4172 0.116 Uiso 0.50 1 calc PR B 1
C8' C 0.8218(10) 0.8742(5) 0.5213(5) 0.071(2) Uani 0.50 1 d P B 2
H8' H 0.8495 0.8198 0.5443 0.085 Uiso 0.50 1 calc PR B 2
C9' C 0.8086(9) 0.8854(5) 0.4355(5) 0.066(2) Uani 0.50 1 d P B 2
H9' H 0.8318 0.8396 0.4017 0.079 Uiso 0.50 1 calc PR B 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
C1 C2 1.473(7) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.325(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 N1 1.448(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C7 C12 1.358(5) . ?
C7 N1 1.375(4) . ?
C7 C8 1.389(10) . ?
C7 C8' 1.445(9) . ?
C10 C11 1.360(5) . ?
C10 C9' 1.391(9) . ?
C10 C9 1.415(10) . ?
C10 C13 1.476(4) . ?
C11 C12 1.375(5) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C17 1.392(4) . ?
C13 C14 1.393(4) . ?
C14 C15 1.391(4) . ?
C14 H14 0.9300 . ?
C15 N2 1.342(4) . ?
C15 C23 1.491(4) . ?
C16 N2 1.348(4) . ?
C16 C17 1.386(4) . ?
C16 C18 1.490(4) . ?
C17 H17 0.9300 . ?
C18 N3 1.343(4) . ?
C18 C19 1.383(4) . ?
C19 C20 1.380(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.360(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.369(5) . ?
C21 H21 0.9300 . ?
C22 N3 1.335(4) . ?
C22 H22 0.9300 . ?
C23 C28 1.378(4) . ?
C23 C24 1.390(4) . ?
C24 C25 1.375(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.368(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.378(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.378(5) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
N1 C6 1.513(9) . ?
N1 C6' 1.554(11) . ?
C4 C5 1.45(3) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C6 C5 1.491(13) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C4' C5' 1.53(3) . ?
C4' H4'1 0.9600 . ?
C4' H4'2 0.9600 . ?
C4' H4'3 0.9600 . ?
C6' C5' 1.500(13) . ?
C6' H6'1 0.9700 . ?
C6' H6'2 0.9700 . ?
C5' H5'1 0.9700 . ?
C5' H5'2 0.9700 . ?
C8 C9 1.367(13) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C8' C9' 1.362(11) . ?
C8' H8' 0.9300 . ?
C9' H9' 0.9300 . ?

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
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 121.7(6) . . ?
C3 C2 H2A 106.9 . . ?
C1 C2 H2A 106.9 . . ?
C3 C2 H2B 106.9 . . ?
C1 C2 H2B 106.9 . . ?
H2A C2 H2B 106.7 . . ?
C2 C3 N1 122.2(6) . . ?
C2 C3 H3A 106.8 . . ?
N1 C3 H3A 106.8 . . ?
C2 C3 H3B 106.8 . . ?
N1 C3 H3B 106.8 . . ?
H3A C3 H3B 106.6 . . ?
C12 C7 N1 123.3(3) . . ?
C12 C7 C8 113.1(5) . . ?
N1 C7 C8 120.3(5) . . ?
C12 C7 C8' 111.3(4) . . ?
N1 C7 C8' 122.5(4) . . ?
C8 C7 C8' 36.8(5) . . ?
C11 C10 C9' 113.7(4) . . ?
C11 C10 C9 110.0(5) . . ?
C9' C10 C9 35.6(4) . . ?
C11 C10 C13 123.9(3) . . ?
C9' C10 C13 120.3(4) . . ?
C9 C10 C13 122.3(4) . . ?
C10 C11 C12 123.4(3) . . ?
C10 C11 H11 118.3 . . ?
C12 C11 H11 118.3 . . ?
C7 C12 C11 122.5(3) . . ?
C7 C12 H12 118.7 . . ?
C11 C12 H12 118.7 . . ?
C17 C13 C14 116.0(3) . . ?
C17 C13 C10 122.5(3) . . ?
C14 C13 C10 121.5(3) . . ?
C15 C14 C13 121.0(3) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
N2 C15 C14 122.1(3) . . ?
N2 C15 C23 116.1(3) . . ?
C14 C15 C23 121.7(3) . . ?
N2 C16 C17 122.7(3) . . ?
N2 C16 C18 116.1(2) . . ?
C17 C16 C18 121.2(3) . . ?
C16 C17 C13 120.6(3) . . ?
C16 C17 H17 119.7 . . ?
C13 C17 H17 119.7 . . ?
N3 C18 C19 121.9(3) . . ?
N3 C18 C16 116.9(3) . . ?
C19 C18 C16 121.2(3) . . ?
C20 C19 C18 119.3(3) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C21 C20 C19 119.2(3) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C20 C21 C22 118.2(3) . . ?
C20 C21 H21 120.9 . . ?
C22 C21 H21 120.9 . . ?
N3 C22 C21 124.4(4) . . ?
N3 C22 H22 117.8 . . ?
C21 C22 H22 117.8 . . ?
C28 C23 C24 117.8(3) . . ?
C28 C23 C15 120.3(3) . . ?
C24 C23 C15 121.9(3) . . ?
C25 C24 C23 120.7(3) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C26 C25 C24 120.9(3) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C25 C26 C27 119.0(3) . . ?
C25 C26 H26 120.5 . . ?
C27 C26 H26 120.5 . . ?
C28 C27 C26 120.2(4) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C27 C28 C23 121.3(3) . . ?
C27 C28 H28 119.3 . . ?
C23 C28 H28 119.3 . . ?
C7 N1 C3 123.6(3) . . ?
C7 N1 C6 118.4(4) . . ?
C3 N1 C6 109.7(4) . . ?
C7 N1 C6' 119.3(4) . . ?
C3 N1 C6' 114.8(4) . . ?
C6 N1 C6' 46.1(4) . . ?
C15 N2 C16 117.7(2) . . ?
C22 N3 C18 117.0(3) . . ?
C5 C6 N1 107.0(9) . . ?
C5 C6 H6A 110.3 . . ?
N1 C6 H6A 110.3 . . ?
C5 C6 H6B 110.3 . . ?
N1 C6 H6B 110.3 . . ?
H6A C6 H6B 108.6 . . ?
C4 C5 C6 116.0(14) . . ?
C4 C5 H5A 108.3 . . ?
C6 C5 H5A 108.3 . . ?
C4 C5 H5B 108.3 . . ?
C6 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C5' C4' H4'1 109.5 . . ?
C5' C4' H4'2 109.5 . . ?
H4'1 C4' H4'2 109.5 . . ?
C5' C4' H4'3 109.5 . . ?
H4'1 C4' H4'3 109.5 . . ?
H4'2 C4' H4'3 109.5 . . ?
C5' C6' N1 107.3(9) . . ?
C5' C6' H6'1 110.2 . . ?
N1 C6' H6'1 110.2 . . ?
C5' C6' H6'2 110.2 . . ?
N1 C6' H6'2 110.2 . . ?
H6'1 C6' H6'2 108.5 . . ?
C6' C5' C4' 113.5(16) . . ?
C6' C5' H5'1 108.9 . . ?
C4' C5' H5'1 108.9 . . ?
C6' C5' H5'2 108.9 . . ?
C4' C5' H5'2 108.9 . . ?
H5'1 C5' H5'2 107.7 . . ?
C9 C8 C7 120.2(8) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 123.9(8) . . ?
C8 C9 H9 118.0 . . ?
C10 C9 H9 118.0 . . ?
C9' C8' C7 122.5(7) . . ?
C9' C8' H8' 118.8 . . ?
C7 C8' H8' 118.8 . . ?
C8' C9' C10 121.0(7) . . ?
C8' C9' H9' 119.5 . . ?
C10 C9' H9' 119.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.639
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.041
