# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_0404_140214_mh_arm_bt_0m
_database_code_depnum_ccdc_archive 'CCDC 1493456'
_audit_update_record             
;
2016-07-15 deposited with the CCDC.
2016-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H19 N'
_chemical_formula_sum            'C24 H19 N'
_chemical_formula_weight         321.40

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           Orthorhombic
_symmetry_space_group_name_H-M   'P2(1)2(1)2(1) '
_symmetry_space_group_name_Hall  'P 2ac 2ab '

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

_cell_length_a                   10.3425(5)
_cell_length_b                   13.0194(7)
_cell_length_c                   13.2226(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1780.46(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3719
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      27.66

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      1.198
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9829
_exptl_absorpt_correction_T_max  0.9897
_exptl_absorpt_process_details   SADABS

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7904
_diffrn_reflns_av_R_equivalents  0.0163
_diffrn_reflns_av_sigmaI/netI    0.0198
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3126
_reflns_number_gt                2743
_reflns_threshold_expression     >2σ(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 > 2σ(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)+(0.0497P)²+0.0961P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -3(4)
_refine_ls_number_reflns         3126
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0889
_refine_ls_wR_factor_gt          0.0841
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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 0.09485(16) 0.03680(11) 0.46265(10) 0.0500(4) Uani 1 1 d . . .
C2 C -0.02129(16) 0.08906(12) 0.46870(12) 0.0553(4) Uani 1 1 d . . .
H2 H -0.0926 0.0647 0.4332 0.066 Uiso 1 1 calc R . .
C3 C -0.03299(15) 0.17661(11) 0.52639(11) 0.0510(4) Uani 1 1 d . . .
H3 H -0.1116 0.2112 0.5277 0.061 Uiso 1 1 calc R . .
C4 C 0.07029(14) 0.21451(10) 0.58277(9) 0.0418(3) Uani 1 1 d . . .
C5 C 0.18424(14) 0.15829(11) 0.57939(10) 0.0474(3) Uani 1 1 d . . .
H5 H 0.2541 0.1797 0.6184 0.057 Uiso 1 1 calc R . .
C6 C 0.19728(15) 0.07167(11) 0.52007(11) 0.0507(4) Uani 1 1 d . . .
H6 H 0.2756 0.0366 0.5188 0.061 Uiso 1 1 calc R . .
C7 C 0.05931(15) 0.31257(10) 0.63977(9) 0.0441(3) Uani 1 1 d . . .
C8 C -0.05873(18) 0.35216(13) 0.66893(13) 0.0630(4) Uani 1 1 d . . .
H8 H -0.1336 0.3149 0.6561 0.076 Uiso 1 1 calc R . .
C9 C -0.0677(2) 0.44647(15) 0.71707(14) 0.0778(5) Uani 1 1 d . . .
H9 H -0.1483 0.4720 0.7356 0.093 Uiso 1 1 calc R . .
C10 C 0.0411(2) 0.50220(13) 0.73753(15) 0.0740(6) Uani 1 1 d . . .
H10 H 0.0348 0.5658 0.7692 0.089 Uiso 1 1 calc R . .
C11 C 0.1585(2) 0.46392(14) 0.71124(13) 0.0710(5) Uani 1 1 d . . .
H11 H 0.2330 0.5011 0.7256 0.085 Uiso 1 1 calc R . .
C12 C 0.16771(17) 0.37006(12) 0.66332(13) 0.0585(4) Uani 1 1 d . . .
H12 H 0.2490 0.3448 0.6464 0.070 Uiso 1 1 calc R . .
C13 C 0.16896(16) -0.13995(11) 0.43780(12) 0.0545(4) Uani 1 1 d . . .
C14 C 0.1467(2) -0.17045(14) 0.53641(13) 0.0687(5) Uani 1 1 d . . .
H14 H 0.0918 -0.1322 0.5774 0.082 Uiso 1 1 calc R . .
C15 C 0.2054(2) -0.25716(15) 0.57409(17) 0.0885(6) Uani 1 1 d . . .
H15 H 0.1901 -0.2775 0.6404 0.106 Uiso 1 1 calc R . .
C16 C 0.2865(3) -0.31359(16) 0.51399(18) 0.1006(8) Uani 1 1 d . . .
H16 H 0.3260 -0.3724 0.5393 0.121 Uiso 1 1 calc R . .
C17 C 0.3091(2) -0.28344(17) 0.41744(17) 0.0988(8) Uani 1 1 d . . .
H17 H 0.3636 -0.3223 0.3766 0.119 Uiso 1 1 calc R . .
C18 C 0.2526(2) -0.19631(14) 0.37923(13) 0.0735(5) Uani 1 1 d . . .
H18 H 0.2709 -0.1754 0.3135 0.088 Uiso 1 1 calc R . .
C19 C 0.05345(16) -0.04957(12) 0.30088(10) 0.0526(4) Uani 1 1 d . . .
C20 C -0.00400(18) -0.13655(13) 0.26061(13) 0.0612(4) Uani 1 1 d . . .
H20 H -0.0069 -0.1970 0.2980 0.073 Uiso 1 1 calc R . .
C21 C -0.0569(2) -0.13334(17) 0.16470(14) 0.0749(5) Uani 1 1 d . . .
H21 H -0.0950 -0.1920 0.1378 0.090 Uiso 1 1 calc R . .
C22 C -0.0541(2) -0.04509(18) 0.10885(13) 0.0811(6) Uani 1 1 d . . .
H22 H -0.0903 -0.0436 0.0445 0.097 Uiso 1 1 calc R . .
C23 C 0.0022(2) 0.04086(17) 0.14820(14) 0.0775(6) Uani 1 1 d . . .
H23 H 0.0037 0.1012 0.1106 0.093 Uiso 1 1 calc R . .
C24 C 0.05670(19) 0.03899(14) 0.24275(13) 0.0652(4) Uani 1 1 d . . .
H24 H 0.0962 0.0977 0.2681 0.078 Uiso 1 1 calc R . .
N1 N 0.10830(15) -0.05076(10) 0.39932(10) 0.0613(4) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.380(2) . ?
C1 C2 1.383(2) . ?
C1 N1 1.4212(18) . ?
C2 C3 1.377(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.3929(19) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(2) . ?
C4 C7 1.4869(18) . ?
C5 C6 1.3803(19) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.380(2) . ?
C7 C12 1.383(2) . ?
C8 C9 1.386(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.366(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.357(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.380(2) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C18 1.373(2) . ?
C13 C14 1.382(2) . ?
C13 N1 1.4145(19) . ?
C14 C15 1.375(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.369(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.356(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.372(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.385(2) . ?
C19 C24 1.386(2) . ?
C19 N1 1.4199(19) . ?
C20 C21 1.382(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.366(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.365(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.372(3) . ?
C23 H23 0.9300 . ?
C24 H24 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
C6 C1 C2 118.23(13) . . ?
C6 C1 N1 120.85(14) . . ?
C2 C1 N1 120.92(14) . . ?
C3 C2 C1 121.05(14) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 121.49(14) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 116.56(12) . . ?
C5 C4 C7 122.27(13) . . ?
C3 C4 C7 121.12(13) . . ?
C6 C5 C4 122.15(13) . . ?
C6 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
C1 C6 C5 120.42(14) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C8 C7 C12 116.86(13) . . ?
C8 C7 C4 121.99(13) . . ?
C12 C7 C4 121.12(14) . . ?
C7 C8 C9 121.21(17) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C10 C9 C8 120.45(19) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C11 C10 C9 119.39(16) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 120.32(18) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C7 121.75(17) . . ?
C11 C12 H12 119.1 . . ?
C7 C12 H12 119.1 . . ?
C18 C13 C14 118.90(16) . . ?
C18 C13 N1 121.00(15) . . ?
C14 C13 N1 120.08(15) . . ?
C15 C14 C13 120.26(18) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 120.1(2) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 119.78(19) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 120.8(2) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C13 120.14(19) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
C20 C19 C24 118.51(15) . . ?
C20 C19 N1 120.98(15) . . ?
C24 C19 N1 120.51(14) . . ?
C21 C20 C19 119.86(18) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C22 C21 C20 120.87(18) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C23 C22 C21 119.52(16) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C22 C23 C24 120.55(19) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C24 C19 120.68(18) . . ?
C23 C24 H24 119.7 . . ?
C19 C24 H24 119.7 . . ?
C13 N1 C19 121.05(12) . . ?
C13 N1 C1 119.33(12) . . ?
C19 N1 C1 119.49(12) . . ?

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 3.2(2) . . . . ?
N1 C1 C2 C3 -177.01(14) . . . . ?
C1 C2 C3 C4 -1.6(2) . . . . ?
C2 C3 C4 C5 -1.3(2) . . . . ?
C2 C3 C4 C7 176.17(13) . . . . ?
C3 C4 C5 C6 2.7(2) . . . . ?
C7 C4 C5 C6 -174.77(12) . . . . ?
C2 C1 C6 C5 -1.9(2) . . . . ?
N1 C1 C6 C5 178.36(13) . . . . ?
C4 C5 C6 C1 -1.1(2) . . . . ?
C5 C4 C7 C8 -160.05(14) . . . . ?
C3 C4 C7 C8 22.58(19) . . . . ?
C5 C4 C7 C12 21.96(19) . . . . ?
C3 C4 C7 C12 -155.41(14) . . . . ?
C12 C7 C8 C9 1.7(2) . . . . ?
C4 C7 C8 C9 -176.37(15) . . . . ?
C7 C8 C9 C10 -0.5(3) . . . . ?
C8 C9 C10 C11 -0.7(3) . . . . ?
C9 C10 C11 C12 0.7(3) . . . . ?
C10 C11 C12 C7 0.6(3) . . . . ?
C8 C7 C12 C11 -1.7(2) . . . . ?
C4 C7 C12 C11 176.37(14) . . . . ?
C18 C13 C14 C15 -1.4(3) . . . . ?
N1 C13 C14 C15 179.96(18) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C14 C15 C16 C17 0.3(4) . . . . ?
C15 C16 C17 C18 0.6(4) . . . . ?
C16 C17 C18 C13 -1.9(3) . . . . ?
C14 C13 C18 C17 2.3(3) . . . . ?
N1 C13 C18 C17 -179.09(18) . . . . ?
C24 C19 C20 C21 -0.3(3) . . . . ?
N1 C19 C20 C21 179.86(16) . . . . ?
C19 C20 C21 C22 -0.4(3) . . . . ?
C20 C21 C22 C23 0.3(3) . . . . ?
C21 C22 C23 C24 0.5(3) . . . . ?
C22 C23 C24 C19 -1.2(3) . . . . ?
C20 C19 C24 C23 1.1(3) . . . . ?
N1 C19 C24 C23 -179.07(17) . . . . ?
C18 C13 N1 C19 44.3(3) . . . . ?
C14 C13 N1 C19 -137.06(18) . . . . ?
C18 C13 N1 C1 -139.73(17) . . . . ?
C14 C13 N1 C1 38.9(2) . . . . ?
C20 C19 N1 C13 34.1(3) . . . . ?
C24 C19 N1 C13 -145.70(17) . . . . ?
C20 C19 N1 C1 -141.83(17) . . . . ?
C24 C19 N1 C1 38.4(2) . . . . ?
C6 C1 N1 C13 46.0(2) . . . . ?
C2 C1 N1 C13 -133.70(17) . . . . ?
C6 C1 N1 C19 -137.95(16) . . . . ?
C2 C1 N1 C19 42.3(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.078
_refine_diff_density_min         -0.139
_refine_diff_density_rms         0.027
####################################################################### 
# 
# 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_0388_040214_mh_arm_at_0m
_database_code_depnum_ccdc_archive 'CCDC 1493457'
_audit_update_record             
;
2016-07-15 deposited with the CCDC.
2016-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H23 N'
_chemical_formula_sum            'C32 H23 N'
_chemical_formula_weight         421.51

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   'C2/c  '
_symmetry_space_group_name_Hall  '-C 2yc '

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                   14.0037(3)
_cell_length_b                   18.8650(4)
_cell_length_c                   9.2913(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.5920(10)
_cell_angle_gamma                90.00
_cell_volume                     2312.46(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3945
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      28.04

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      1.210
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9862
_exptl_absorpt_correction_T_max  0.9896
_exptl_absorpt_process_details   SADABS

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8646
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0181
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2030
_reflns_number_gt                1635
_reflns_threshold_expression     >2σ(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 > 2σ(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)+(0.0561P)²+0.8256P] 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         2030
_refine_ls_number_parameters     152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1176
_refine_ls_wR_factor_gt          0.1044
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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 0.0000 0.27951(10) 0.2500 0.0502(5) Uani 1 2 d S . .
C2 C 0.03769(10) 0.31692(8) 0.38911(16) 0.0515(4) Uani 1 1 d . . .
C3 C 0.07092(12) 0.28258(9) 0.53438(18) 0.0646(4) Uani 1 1 d . . .
H3 H 0.0661 0.2335 0.5389 0.078 Uiso 1 1 calc R . .
C4 C 0.10933(15) 0.31983(10) 0.6656(2) 0.0777(5) Uani 1 1 d . . .
H4 H 0.1292 0.2962 0.7589 0.093 Uiso 1 1 calc R . .
C5 C 0.11957(15) 0.39411(10) 0.6623(2) 0.0804(5) Uani 1 1 d . . .
H5 H 0.1495 0.4188 0.7529 0.096 Uiso 1 1 calc R . .
C6 C 0.08630(12) 0.42939(9) 0.5290(2) 0.0685(5) Uani 1 1 d . . .
H6 H 0.0928 0.4784 0.5287 0.082 Uiso 1 1 calc R . .
C7 C 0.04120(10) 0.39288(8) 0.38779(17) 0.0540(4) Uani 1 1 d . . .
C8 C 0.0000 0.42859(11) 0.2500 0.0575(5) Uani 1 2 d S . .
H8 H 0.0000 0.4779 0.2500 0.069 Uiso 1 2 calc SR . .
C9 C 0.0000 0.20046(10) 0.2500 0.0496(5) Uani 1 2 d S . .
C10 C 0.08939(10) 0.16206(7) 0.30616(16) 0.0527(4) Uani 1 1 d . . .
H10 H 0.1505 0.1863 0.3442 0.063 Uiso 1 1 calc R . .
C11 C 0.09015(10) 0.08887(7) 0.30712(15) 0.0508(4) Uani 1 1 d . . .
H11 H 0.1514 0.0648 0.3463 0.061 Uiso 1 1 calc R . .
C12 C 0.0000 0.05049(10) 0.2500 0.0451(4) Uani 1 2 d S . .
C13 C -0.09125(10) -0.06394(7) 0.20960(16) 0.0483(3) Uani 1 1 d . . .
C14 C -0.15678(12) -0.05843(10) 0.2906(2) 0.0709(5) Uani 1 1 d . . .
H14 H -0.1436 -0.0271 0.3723 0.085 Uiso 1 1 calc R . .
C15 C -0.24334(15) -0.10057(13) 0.2482(3) 0.1012(8) Uani 1 1 d . . .
H15 H -0.2888 -0.0970 0.3014 0.121 Uiso 1 1 calc R . .
C16 C -0.26232(16) -0.14723(12) 0.1292(4) 0.1074(9) Uani 1 1 d . . .
H16 H -0.3203 -0.1752 0.1019 0.129 Uiso 1 1 calc R . .
C17 C -0.19669(16) -0.15246(11) 0.0518(3) 0.0926(7) Uani 1 1 d . . .
H17 H -0.2094 -0.1845 -0.0285 0.111 Uiso 1 1 calc R . .
C18 C -0.11149(12) -0.11116(8) 0.08992(18) 0.0643(4) Uani 1 1 d . . .
H18 H -0.0671 -0.1150 0.0349 0.077 Uiso 1 1 calc R . .
N1 N 0.0000 -0.02353(8) 0.2500 0.0536(4) Uani 1 2 d S . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.4105(17) . ?
C1 C2 1.4105(17) 2 ?
C1 C9 1.491(3) . ?
C2 C3 1.427(2) . ?
C2 C7 1.434(2) . ?
C3 C4 1.353(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.410(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.344(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.428(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.3894(18) . ?
C8 C7 1.3894(18) 2 ?
C8 H8 0.9300 . ?
C9 C10 1.3878(17) 2 ?
C9 C10 1.3878(17) . ?
C10 C11 1.3809(19) . ?
C10 H10 0.9300 . ?
C11 C12 1.3965(16) . ?
C11 H11 0.9300 . ?
C12 N1 1.396(2) . ?
C12 C11 1.3965(16) 2 ?
C13 C14 1.372(2) . ?
C13 C18 1.378(2) . ?
C13 N1 1.4259(15) . ?
C14 C15 1.392(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.368(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.347(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.368(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
N1 C13 1.4259(15) 2 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C2 119.96(18) . 2 ?
C2 C1 C9 120.02(9) . . ?
C2 C1 C9 120.02(9) 2 . ?
C1 C2 C3 122.87(14) . . ?
C1 C2 C7 119.70(13) . . ?
C3 C2 C7 117.41(13) . . ?
C4 C3 C2 121.45(16) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 120.61(17) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 120.37(16) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 121.18(16) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C8 C7 C6 122.13(15) . . ?
C8 C7 C2 119.18(14) . . ?
C6 C7 C2 118.69(14) . . ?
C7 C8 C7 121.99(19) 2 . ?
C7 C8 H8 119.0 2 . ?
C7 C8 H8 119.0 . . ?
C10 C9 C10 117.07(18) 2 . ?
C10 C9 C1 121.46(9) 2 . ?
C10 C9 C1 121.46(9) . . ?
C11 C10 C9 121.89(13) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C10 C11 C12 120.80(13) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
N1 C12 C11 121.23(9) . . ?
N1 C12 C11 121.23(9) . 2 ?
C11 C12 C11 117.54(17) . 2 ?
C14 C13 C18 119.81(14) . . ?
C14 C13 N1 121.34(13) . . ?
C18 C13 N1 118.80(12) . . ?
C13 C14 C15 118.73(19) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 H14 120.6 . . ?
C16 C15 C14 120.7(2) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C17 C16 C15 119.75(18) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 120.8(2) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C13 120.17(18) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
C12 N1 C13 122.32(7) . 2 ?
C12 N1 C13 122.32(7) . . ?
C13 N1 C13 115.36(15) 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
C2 C1 C2 C3 175.91(14) 2 . . . ?
C9 C1 C2 C3 -4.09(14) . . . . ?
C2 C1 C2 C7 -2.49(8) 2 . . . ?
C9 C1 C2 C7 177.51(8) . . . . ?
C1 C2 C3 C4 178.13(14) . . . . ?
C7 C2 C3 C4 -3.4(2) . . . . ?
C2 C3 C4 C5 -1.3(3) . . . . ?
C3 C4 C5 C6 3.5(3) . . . . ?
C4 C5 C6 C7 -0.8(3) . . . . ?
C5 C6 C7 C8 175.46(14) . . . . ?
C5 C6 C7 C2 -4.0(2) . . . . ?
C1 C2 C7 C8 5.00(16) . . . . ?
C3 C2 C7 C8 -173.49(11) . . . . ?
C1 C2 C7 C6 -175.57(11) . . . . ?
C3 C2 C7 C6 5.94(19) . . . . ?
C6 C7 C8 C7 178.10(15) . . . 2 ?
C2 C7 C8 C7 -2.49(8) . . . 2 ?
C2 C1 C9 C10 118.97(9) . . . 2 ?
C2 C1 C9 C10 -61.03(9) 2 . . 2 ?
C2 C1 C9 C10 -61.03(9) . . . . ?
C2 C1 C9 C10 118.97(9) 2 . . . ?
C10 C9 C10 C11 -0.22(9) 2 . . . ?
C1 C9 C10 C11 179.78(9) . . . . ?
C9 C10 C11 C12 0.44(19) . . . . ?
C10 C11 C12 N1 179.79(9) . . . . ?
C10 C11 C12 C11 -0.21(9) . . . 2 ?
C18 C13 C14 C15 -0.7(2) . . . . ?
N1 C13 C14 C15 -178.35(15) . . . . ?
C13 C14 C15 C16 0.8(3) . . . . ?
C14 C15 C16 C17 -0.1(4) . . . . ?
C15 C16 C17 C18 -0.5(3) . . . . ?
C16 C17 C18 C13 0.6(3) . . . . ?
C14 C13 C18 C17 0.0(2) . . . . ?
N1 C13 C18 C17 177.75(15) . . . . ?
C11 C12 N1 C13 -7.68(9) . . . 2 ?
C11 C12 N1 C13 172.32(9) 2 . . 2 ?
C11 C12 N1 C13 172.32(9) . . . . ?
C11 C12 N1 C13 -7.68(9) 2 . . . ?
C14 C13 N1 C12 -60.64(15) . . . . ?
C18 C13 N1 C12 121.68(11) . . . . ?
C14 C13 N1 C13 119.36(15) . . . 2 ?
C18 C13 N1 C13 -58.32(11) . . . 2 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.096
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.033
####################################################################### 
# 
# 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_armphet
_database_code_depnum_ccdc_archive 'CCDC 1493458'
_audit_update_record             
;
2016-07-15 deposited with the CCDC.
2016-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H23 N'
_chemical_formula_sum            'C32 H23 N'
_chemical_formula_weight         421.51
_chemical_absolute_configuration rm

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           Triclinic
_symmetry_space_group_name_H-M   'P-1   '
_symmetry_space_group_name_Hall  '-P 1 '
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.6600(5)
_cell_length_b                   14.3344(10)
_cell_length_c                   21.7380(15)
_cell_angle_alpha                87.427(3)
_cell_angle_beta                 83.718(3)
_cell_angle_gamma                75.715(3)
_cell_volume                     2298.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9903
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      26.39

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      1.217
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9861
_exptl_absorpt_correction_T_max  0.9896
_exptl_absorpt_process_details   SADABS

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            33879
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0260
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         0.94
_diffrn_reflns_theta_max         24.71
_reflns_number_total             7796
_reflns_number_gt                5551
_reflns_threshold_expression     >2σ(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 > 2σ(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)+(0.0915P)²+0.2188P] 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         7796
_refine_ls_number_parameters     595
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1592
_refine_ls_wR_factor_gt          0.1256
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_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
C1A C 1.2022(2) -0.22069(13) 0.26632(8) 0.0393(4) Uani 1 1 d . . .
C1B C 0.1404(2) 0.21885(16) 0.03815(9) 0.0534(5) Uani 1 1 d . . .
C2A C 1.2887(2) -0.31325(14) 0.25397(9) 0.0471(5) Uani 1 1 d . . .
H2A H 1.2363 -0.3618 0.2711 0.056 Uiso 1 1 calc R . .
C2B C 0.2218(2) 0.12684(16) 0.02296(9) 0.0533(5) Uani 1 1 d . . .
H2B H 0.3161 0.0935 0.0450 0.064 Uiso 1 1 calc R . .
C3A C 1.4571(2) -0.34000(14) 0.21582(9) 0.0457(5) Uani 1 1 d . . .
C3B C 0.1696(2) 0.07816(16) -0.02554(9) 0.0530(5) Uani 1 1 d . . .
C4A C 1.5358(2) -0.26745(14) 0.18811(9) 0.0457(5) Uani 1 1 d . . .
C4B C 0.0276(2) 0.12831(17) -0.05959(9) 0.0543(5) Uani 1 1 d . . .
C5A C 1.4446(2) -0.16732(13) 0.19960(8) 0.0409(4) Uani 1 1 d . . .
C5B C -0.0617(3) 0.22686(18) -0.04422(9) 0.0609(6) Uani 1 1 d . . .
C6A C 1.2828(2) -0.14455(13) 0.24058(8) 0.0383(4) Uani 1 1 d . . .
C6B C -0.0046(3) 0.27260(17) 0.00415(9) 0.0580(5) Uani 1 1 d . . .
C7A C 1.2065(2) -0.04759(13) 0.25531(9) 0.0465(5) Uani 1 1 d . . .
H7A H 1.1050 -0.0322 0.2841 0.056 Uiso 1 1 calc R . .
C7B C -0.0908(3) 0.36882(19) 0.01785(11) 0.0771(7) Uani 1 1 d . . .
H7B H -0.0523 0.3989 0.0491 0.092 Uiso 1 1 calc R . .
C8A C 1.2776(3) 0.02462(15) 0.22838(10) 0.0551(5) Uani 1 1 d . . .
H8A H 1.2250 0.0883 0.2390 0.066 Uiso 1 1 calc R . .
C8B C -0.2309(4) 0.4195(2) -0.01403(14) 0.1002(10) Uani 1 1 d . . .
H8B H -0.2874 0.4831 -0.0044 0.120 Uiso 1 1 calc R . .
C9A C 1.4287(3) 0.00295(16) 0.18517(10) 0.0576(5) Uani 1 1 d . . .
H9A H 1.4736 0.0523 0.1653 0.069 Uiso 1 1 calc R . .
C9B C -0.2873(4) 0.3741(3) -0.06106(14) 0.1086(11) Uani 1 1 d . . .
H9B H -0.3822 0.4079 -0.0827 0.130 Uiso 1 1 calc R . .
C10A C 1.5112(2) -0.09051(15) 0.17186(9) 0.0519(5) Uani 1 1 d . . .
H10A H 1.6143 -0.1040 0.1437 0.062 Uiso 1 1 calc R . .
C10B C -0.2058(3) 0.2816(2) -0.07566(12) 0.0869(8) Uani 1 1 d . . .
H10B H -0.2459 0.2534 -0.1073 0.104 Uiso 1 1 calc R . .
C11A C 1.7012(3) -0.29641(17) 0.15058(11) 0.0680(6) Uani 1 1 d . . .
H11A H 1.7560 -0.2499 0.1317 0.082 Uiso 1 1 calc R . .
C11B C -0.0197(3) 0.0769(2) -0.10683(10) 0.0699(7) Uani 1 1 d . . .
H11B H -0.1126 0.1078 -0.1302 0.084 Uiso 1 1 calc R . .
C12A C 1.7827(3) -0.3916(2) 0.14134(13) 0.0823(8) Uani 1 1 d . . .
H12A H 1.8923 -0.4089 0.1167 0.099 Uiso 1 1 calc R . .
C12B C 0.0666(3) -0.0158(2) -0.11880(11) 0.0763(7) Uani 1 1 d . . .
H12B H 0.0334 -0.0469 -0.1506 0.092 Uiso 1 1 calc R . .
C13A C 1.7034(3) -0.46246(18) 0.16841(12) 0.0755(7) Uani 1 1 d . . .
H13A H 1.7592 -0.5271 0.1618 0.091 Uiso 1 1 calc R . .
C13B C 0.2033(3) -0.06494(19) -0.08453(11) 0.0707(6) Uani 1 1 d . . .
H13B H 0.2604 -0.1290 -0.0925 0.085 Uiso 1 1 calc R . .
C14A C 1.5430(3) -0.43701(15) 0.20487(10) 0.0617(6) Uani 1 1 d . . .
H14A H 1.4898 -0.4848 0.2227 0.074 Uiso 1 1 calc R . .
C14B C 0.2533(3) -0.01785(17) -0.03869(10) 0.0618(6) Uani 1 1 d . . .
H14B H 0.3456 -0.0507 -0.0156 0.074 Uiso 1 1 calc R . .
C15A C 1.0238(2) -0.19927(12) 0.30512(8) 0.0393(4) Uani 1 1 d . . .
C15B C 0.1936(2) 0.26098(15) 0.09285(9) 0.0515(5) Uani 1 1 d . . .
C16A C 0.8680(2) -0.14187(14) 0.28239(9) 0.0481(5) Uani 1 1 d . . .
H16A H 0.8764 -0.1137 0.2431 0.058 Uiso 1 1 calc R . .
C16B C 0.0803(3) 0.27199(16) 0.14735(10) 0.0576(5) Uani 1 1 d . . .
H16B H -0.0329 0.2588 0.1482 0.069 Uiso 1 1 calc R . .
C17A C 0.7018(2) -0.12621(14) 0.31718(9) 0.0482(5) Uani 1 1 d . . .
H17A H 0.5997 -0.0881 0.3011 0.058 Uiso 1 1 calc R . .
C17B C 0.1310(3) 0.30197(15) 0.20039(10) 0.0558(5) Uani 1 1 d . . .
H17B H 0.0528 0.3077 0.2366 0.067 Uiso 1 1 calc R . .
C18A C 0.6862(2) -0.16677(13) 0.37567(9) 0.0422(4) Uani 1 1 d . . .
C18B C 0.2973(2) 0.32376(14) 0.20042(9) 0.0490(5) Uani 1 1 d . . .
C19A C 0.8401(2) -0.22326(13) 0.39899(9) 0.0454(4) Uani 1 1 d . . .
H19A H 0.8316 -0.2504 0.4385 0.054 Uiso 1 1 calc R . .
C19B C 0.4099(3) 0.31570(18) 0.14593(10) 0.0669(6) Uani 1 1 d . . .
H19B H 0.5209 0.3316 0.1447 0.080 Uiso 1 1 calc R . .
C20A C 1.0060(2) -0.23937(13) 0.36386(8) 0.0436(4) Uani 1 1 d . . .
H20A H 1.1076 -0.2779 0.3800 0.052 Uiso 1 1 calc R . .
C20B C 0.3586(3) 0.28400(18) 0.09277(10) 0.0675(6) Uani 1 1 d . . .
H20B H 0.4366 0.2782 0.0565 0.081 Uiso 1 1 calc R . .
C21A C 0.3991(2) -0.06113(13) 0.41892(8) 0.0439(4) Uani 1 1 d . . .
C21B C 0.2217(2) 0.40282(14) 0.30112(10) 0.0506(5) Uani 1 1 d . . .
C22A C 0.4717(3) 0.01795(15) 0.42135(11) 0.0600(6) Uani 1 1 d . . .
H22A H 0.5967 0.0094 0.4181 0.072 Uiso 1 1 calc R . .
C22B C 0.0849(3) 0.47871(15) 0.28231(12) 0.0615(6) Uani 1 1 d . . .
H22B H 0.0823 0.4958 0.2406 0.074 Uiso 1 1 calc R . .
C23A C 0.3607(4) 0.10886(16) 0.42860(13) 0.0768(7) Uani 1 1 d . . .
H23A H 0.4115 0.1613 0.4295 0.092 Uiso 1 1 calc R . .
C23B C -0.0474(3) 0.52880(17) 0.32558(15) 0.0745(7) Uani 1 1 d . . .
H23B H -0.1385 0.5792 0.3125 0.089 Uiso 1 1 calc R . .
C24A C 0.1754(4) 0.12325(18) 0.43453(12) 0.0769(7) Uani 1 1 d . . .
H24A H 0.1009 0.1848 0.4399 0.092 Uiso 1 1 calc R . .
C24B C -0.0459(3) 0.50523(18) 0.38704(14) 0.0773(7) Uani 1 1 d . . .
H24B H -0.1356 0.5390 0.4158 0.093 Uiso 1 1 calc R . .
C25A C 0.1027(3) 0.04574(18) 0.43242(11) 0.0676(6) Uani 1 1 d . . .
H25A H -0.0225 0.0547 0.4368 0.081 Uiso 1 1 calc R . .
C25B C 0.0885(3) 0.43157(18) 0.40587(12) 0.0705(6) Uani 1 1 d . . .
H25B H 0.0909 0.4158 0.4478 0.085 Uiso 1 1 calc R . .
C26A C 0.2122(2) -0.04577(15) 0.42388(9) 0.0542(5) Uani 1 1 d . . .
H26A H 0.1602 -0.0975 0.4214 0.065 Uiso 1 1 calc R . .
C26B C 0.2222(3) 0.37961(16) 0.36325(10) 0.0599(6) Uani 1 1 d . . .
H26B H 0.3121 0.3291 0.3768 0.072 Uiso 1 1 calc R . .
C27A C 0.4553(2) -0.23801(13) 0.43058(9) 0.0415(4) Uani 1 1 d . . .
C27B C 0.5223(2) 0.29533(13) 0.27516(9) 0.0464(5) Uani 1 1 d . . .
C28A C 0.3591(3) -0.24391(16) 0.48824(10) 0.0572(5) Uani 1 1 d . . .
H28A H 0.3317 -0.1921 0.5148 0.069 Uiso 1 1 calc R . .
C28B C 0.6325(3) 0.33903(15) 0.30392(9) 0.0533(5) Uani 1 1 d . . .
H28B H 0.5988 0.4052 0.3099 0.064 Uiso 1 1 calc R . .
C29A C 0.3046(3) -0.32682(19) 0.50581(11) 0.0689(6) Uani 1 1 d . . .
H29A H 0.2389 -0.3298 0.5441 0.083 Uiso 1 1 calc R . .
C29B C 0.7918(3) 0.28527(18) 0.32375(10) 0.0626(6) Uani 1 1 d . . .
H29B H 0.8642 0.3152 0.3436 0.075 Uiso 1 1 calc R . .
C30A C 0.3449(3) -0.40491(17) 0.46814(13) 0.0705(7) Uani 1 1 d . . .
H30A H 0.3082 -0.4606 0.4807 0.085 Uiso 1 1 calc R . .
C30B C 0.8450(3) 0.18791(19) 0.31460(11) 0.0697(6) Uani 1 1 d . . .
H30B H 0.9529 0.1517 0.3280 0.084 Uiso 1 1 calc R . .
C31A C 0.4402(3) -0.39924(15) 0.41164(12) 0.0640(6) Uani 1 1 d . . .
H31A H 0.4687 -0.4517 0.3856 0.077 Uiso 1 1 calc R . .
C31B C 0.7373(3) 0.14503(17) 0.28550(13) 0.0777(7) Uani 1 1 d . . .
H31B H 0.7730 0.0792 0.2786 0.093 Uiso 1 1 calc R . .
C32A C 0.4947(2) -0.31660(14) 0.39280(10) 0.0500(5) Uani 1 1 d . . .
H32A H 0.5587 -0.3140 0.3541 0.060 Uiso 1 1 calc R . .
C32B C 0.5759(3) 0.19810(15) 0.26616(12) 0.0666(6) Uani 1 1 d . . .
H32B H 0.5031 0.1676 0.2469 0.080 Uiso 1 1 calc R . .
N1A N 0.51447(19) -0.15436(11) 0.41148(8) 0.0492(4) Uani 1 1 d . . .
N1B N 0.3545(2) 0.35172(12) 0.25578(8) 0.0534(4) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C1A C2A 1.353(2) . ?
C1A C6A 1.445(2) . ?
C1A C15A 1.495(2) . ?
C1B C2B 1.351(3) . ?
C1B C6B 1.443(3) . ?
C1B C15B 1.495(3) . ?
C2A C3A 1.431(3) . ?
C2A H2A 0.9300 . ?
C2B C3B 1.433(3) . ?
C2B H2B 0.9300 . ?
C3A C14A 1.403(3) . ?
C3A C4A 1.408(3) . ?
C3B C14B 1.395(3) . ?
C3B C4B 1.411(3) . ?
C4A C11A 1.410(3) . ?
C4A C5A 1.452(3) . ?
C4B C11B 1.417(3) . ?
C4B C5B 1.446(3) . ?
C5A C10A 1.409(3) . ?
C5A C6A 1.422(2) . ?
C5B C10B 1.411(3) . ?
C5B C6B 1.425(3) . ?
C6A C7A 1.405(2) . ?
C6B C7B 1.404(3) . ?
C7A C8A 1.366(3) . ?
C7A H7A 0.9300 . ?
C7B C8B 1.376(3) . ?
C7B H7B 0.9300 . ?
C8A C9A 1.389(3) . ?
C8A H8A 0.9300 . ?
C8B C9B 1.396(4) . ?
C8B H8B 0.9300 . ?
C9A C10A 1.362(3) . ?
C9A H9A 0.9300 . ?
C9B C10B 1.355(4) . ?
C9B H9B 0.9300 . ?
C10A H10A 0.9300 . ?
C10B H10B 0.9300 . ?
C11A C12A 1.367(3) . ?
C11A H11A 0.9300 . ?
C11B C12B 1.353(3) . ?
C11B H11B 0.9300 . ?
C12A C13A 1.385(4) . ?
C12A H12A 0.9300 . ?
C12B C13B 1.381(3) . ?
C12B H12B 0.9300 . ?
C13A C14A 1.365(3) . ?
C13A H13A 0.9300 . ?
C13B C14B 1.366(3) . ?
C13B H13B 0.9300 . ?
C14A H14A 0.9300 . ?
C14B H14B 0.9300 . ?
C15A C20A 1.384(3) . ?
C15A C16A 1.398(2) . ?
C15B C16B 1.380(3) . ?
C15B C20B 1.383(3) . ?
C16A C17A 1.381(2) . ?
C16A H16A 0.9300 . ?
C16B C17B 1.375(3) . ?
C16B H16B 0.9300 . ?
C17A C18A 1.380(3) . ?
C17A H17A 0.9300 . ?
C17B C18B 1.384(3) . ?
C17B H17B 0.9300 . ?
C18A C19A 1.388(2) . ?
C18A N1A 1.429(2) . ?
C18B C19B 1.379(3) . ?
C18B N1B 1.430(2) . ?
C19A C20A 1.382(2) . ?
C19A H19A 0.9300 . ?
C19B C20B 1.390(3) . ?
C19B H19B 0.9300 . ?
C20A H20A 0.9300 . ?
C20B H20B 0.9300 . ?
C21A C22A 1.385(3) . ?
C21A C26A 1.387(2) . ?
C21A N1A 1.414(2) . ?
C21B C26B 1.377(3) . ?
C21B C22B 1.393(3) . ?
C21B N1B 1.422(2) . ?
C22A C23A 1.374(3) . ?
C22A H22A 0.9300 . ?
C22B C23B 1.386(3) . ?
C22B H22B 0.9300 . ?
C23A C24A 1.375(3) . ?
C23A H23A 0.9300 . ?
C23B C24B 1.364(4) . ?
C23B H23B 0.9300 . ?
C24A C25A 1.365(4) . ?
C24A H24A 0.9300 . ?
C24B C25B 1.364(4) . ?
C24B H24B 0.9300 . ?
C25A C26A 1.379(3) . ?
C25A H25A 0.9300 . ?
C25B C26B 1.393(3) . ?
C25B H25B 0.9300 . ?
C26A H26A 0.9300 . ?
C26B H26B 0.9300 . ?
C27A C32A 1.377(3) . ?
C27A C28A 1.393(3) . ?
C27A N1A 1.414(2) . ?
C27B C32B 1.369(3) . ?
C27B C28B 1.381(3) . ?
C27B N1B 1.434(2) . ?
C28A C29A 1.379(3) . ?
C28A H28A 0.9300 . ?
C28B C29B 1.374(3) . ?
C28B H28B 0.9300 . ?
C29A C30A 1.369(3) . ?
C29A H29A 0.9300 . ?
C29B C30B 1.371(3) . ?
C29B H29B 0.9300 . ?
C30A C31A 1.368(3) . ?
C30A H30A 0.9300 . ?
C30B C31B 1.363(3) . ?
C30B H30B 0.9300 . ?
C31A C32A 1.381(3) . ?
C31A H31A 0.9300 . ?
C31B C32B 1.380(3) . ?
C31B H31B 0.9300 . ?
C32A H32A 0.9300 . ?
C32B H32B 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
C2A C1A C6A 119.09(15) . . ?
C2A C1A C15A 119.44(16) . . ?
C6A C1A C15A 121.46(15) . . ?
C2B C1B C6B 119.59(18) . . ?
C2B C1B C15B 119.28(17) . . ?
C6B C1B C15B 120.98(19) . . ?
C1A C2A C3A 123.10(17) . . ?
C1A C2A H2A 118.5 . . ?
C3A C2A H2A 118.5 . . ?
C1B C2B C3B 123.10(18) . . ?
C1B C2B H2B 118.4 . . ?
C3B C2B H2B 118.4 . . ?
C14A C3A C4A 119.63(17) . . ?
C14A C3A C2A 121.12(18) . . ?
C4A C3A C2A 119.24(17) . . ?
C14B C3B C4B 119.63(19) . . ?
C14B C3B C2B 121.46(19) . . ?
C4B C3B C2B 118.9(2) . . ?
C3A C4A C11A 117.71(18) . . ?
C3A C4A C5A 118.99(15) . . ?
C11A C4A C5A 123.30(18) . . ?
C3B C4B C11B 116.8(2) . . ?
C3B C4B C5B 119.07(18) . . ?
C11B C4B C5B 124.13(19) . . ?
C10A C5A C6A 117.95(17) . . ?
C10A C5A C4A 122.44(16) . . ?
C6A C5A C4A 119.61(16) . . ?
C10B C5B C6B 117.3(2) . . ?
C10B C5B C4B 122.6(2) . . ?
C6B C5B C4B 120.11(18) . . ?
C7A C6A C5A 118.44(16) . . ?
C7A C6A C1A 121.77(15) . . ?
C5A C6A C1A 119.79(16) . . ?
C7B C6B C5B 119.44(19) . . ?
C7B C6B C1B 121.3(2) . . ?
C5B C6B C1B 119.2(2) . . ?
C8A C7A C6A 121.57(17) . . ?
C8A C7A H7A 119.2 . . ?
C6A C7A H7A 119.2 . . ?
C8B C7B C6B 121.3(3) . . ?
C8B C7B H7B 119.4 . . ?
C6B C7B H7B 119.4 . . ?
C7A C8A C9A 119.96(18) . . ?
C7A C8A H8A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C7B C8B C9B 119.1(3) . . ?
C7B C8B H8B 120.5 . . ?
C9B C8B H8B 120.5 . . ?
C10A C9A C8A 120.05(19) . . ?
C10A C9A H9A 120.0 . . ?
C8A C9A H9A 120.0 . . ?
C10B C9B C8B 121.0(2) . . ?
C10B C9B H9B 119.5 . . ?
C8B C9B H9B 119.5 . . ?
C9A C10A C5A 121.78(17) . . ?
C9A C10A H10A 119.1 . . ?
C5A C10A H10A 119.1 . . ?
C9B C10B C5B 121.9(3) . . ?
C9B C10B H10B 119.0 . . ?
C5B C10B H10B 119.0 . . ?
C12A C11A C4A 121.3(2) . . ?
C12A C11A H11A 119.4 . . ?
C4A C11A H11A 119.4 . . ?
C12B C11B C4B 121.8(2) . . ?
C12B C11B H11B 119.1 . . ?
C4B C11B H11B 119.1 . . ?
C11A C12A C13A 120.6(2) . . ?
C11A C12A H12A 119.7 . . ?
C13A C12A H12A 119.7 . . ?
C11B C12B C13B 121.1(2) . . ?
C11B C12B H12B 119.5 . . ?
C13B C12B H12B 119.5 . . ?
C14A C13A C12A 119.7(2) . . ?
C14A C13A H13A 120.2 . . ?
C12A C13A H13A 120.2 . . ?
C14B C13B C12B 118.9(2) . . ?
C14B C13B H13B 120.5 . . ?
C12B C13B H13B 120.5 . . ?
C13A C14A C3A 121.1(2) . . ?
C13A C14A H14A 119.5 . . ?
C3A C14A H14A 119.5 . . ?
C13B C14B C3B 121.8(2) . . ?
C13B C14B H14B 119.1 . . ?
C3B C14B H14B 119.1 . . ?
C20A C15A C16A 117.67(15) . . ?
C20A C15A C1A 120.93(15) . . ?
C16A C15A C1A 121.33(16) . . ?
C16B C15B C20B 117.67(19) . . ?
C16B C15B C1B 119.55(17) . . ?
C20B C15B C1B 122.64(18) . . ?
C17A C16A C15A 121.18(17) . . ?
C17A C16A H16A 119.4 . . ?
C15A C16A H16A 119.4 . . ?
C17B C16B C15B 121.51(18) . . ?
C17B C16B H16B 119.2 . . ?
C15B C16B H16B 119.2 . . ?
C18A C17A C16A 120.45(16) . . ?
C18A C17A H17A 119.8 . . ?
C16A C17A H17A 119.8 . . ?
C16B C17B C18B 120.70(19) . . ?
C16B C17B H17B 119.6 . . ?
C18B C17B H17B 119.6 . . ?
C17A C18A C19A 118.97(15) . . ?
C17A C18A N1A 121.29(15) . . ?
C19A C18A N1A 119.71(16) . . ?
C19B C18B C17B 118.50(18) . . ?
C19B C18B N1B 120.19(17) . . ?
C17B C18B N1B 121.30(18) . . ?
C20A C19A C18A 120.42(17) . . ?
C20A C19A H19A 119.8 . . ?
C18A C19A H19A 119.8 . . ?
C18B C19B C20B 120.37(19) . . ?
C18B C19B H19B 119.8 . . ?
C20B C19B H19B 119.8 . . ?
C19A C20A C15A 121.31(16) . . ?
C19A C20A H20A 119.3 . . ?
C15A C20A H20A 119.3 . . ?
C15B C20B C19B 121.2(2) . . ?
C15B C20B H20B 119.4 . . ?
C19B C20B H20B 119.4 . . ?
C22A C21A C26A 118.17(18) . . ?
C22A C21A N1A 120.17(16) . . ?
C26A C21A N1A 121.67(17) . . ?
C26B C21B C22B 118.47(19) . . ?
C26B C21B N1B 122.37(18) . . ?
C22B C21B N1B 119.16(19) . . ?
C23A C22A C21A 120.6(2) . . ?
C23A C22A H22A 119.7 . . ?
C21A C22A H22A 119.7 . . ?
C23B C22B C21B 120.2(2) . . ?
C23B C22B H22B 119.9 . . ?
C21B C22B H22B 119.9 . . ?
C22A C23A C24A 120.8(2) . . ?
C22A C23A H23A 119.6 . . ?
C24A C23A H23A 119.6 . . ?
C24B C23B C22B 120.9(2) . . ?
C24B C23B H23B 119.5 . . ?
C22B C23B H23B 119.5 . . ?
C25A C24A C23A 119.0(2) . . ?
C25A C24A H24A 120.5 . . ?
C23A C24A H24A 120.5 . . ?
C25B C24B C23B 119.2(2) . . ?
C25B C24B H24B 120.4 . . ?
C23B C24B H24B 120.4 . . ?
C24A C25A C26A 120.9(2) . . ?
C24A C25A H25A 119.5 . . ?
C26A C25A H25A 119.5 . . ?
C24B C25B C26B 121.0(2) . . ?
C24B C25B H25B 119.5 . . ?
C26B C25B H25B 119.5 . . ?
C25A C26A C21A 120.4(2) . . ?
C25A C26A H26A 119.8 . . ?
C21A C26A H26A 119.8 . . ?
C21B C26B C25B 120.2(2) . . ?
C21B C26B H26B 119.9 . . ?
C25B C26B H26B 119.9 . . ?
C32A C27A C28A 118.35(18) . . ?
C32A C27A N1A 120.48(16) . . ?
C28A C27A N1A 121.15(17) . . ?
C32B C27B C28B 118.78(18) . . ?
C32B C27B N1B 121.30(17) . . ?
C28B C27B N1B 119.92(17) . . ?
C29A C28A C27A 119.8(2) . . ?
C29A C28A H28A 120.1 . . ?
C27A C28A H28A 120.1 . . ?
C29B C28B C27B 120.3(2) . . ?
C29B C28B H28B 119.8 . . ?
C27B C28B H28B 119.8 . . ?
C30A C29A C28A 121.6(2) . . ?
C30A C29A H29A 119.2 . . ?
C28A C29A H29A 119.2 . . ?
C30B C29B C28B 120.7(2) . . ?
C30B C29B H29B 119.7 . . ?
C28B C29B H29B 119.7 . . ?
C31A C30A C29A 118.6(2) . . ?
C31A C30A H30A 120.7 . . ?
C29A C30A H30A 120.7 . . ?
C31B C30B C29B 118.9(2) . . ?
C31B C30B H30B 120.5 . . ?
C29B C30B H30B 120.5 . . ?
C30A C31A C32A 120.9(2) . . ?
C30A C31A H31A 119.6 . . ?
C32A C31A H31A 119.6 . . ?
C30B C31B C32B 120.9(2) . . ?
C30B C31B H31B 119.6 . . ?
C32B C31B H31B 119.6 . . ?
C27A C32A C31A 120.8(2) . . ?
C27A C32A H32A 119.6 . . ?
C31A C32A H32A 119.6 . . ?
C27B C32B C31B 120.4(2) . . ?
C27B C32B H32B 119.8 . . ?
C31B C32B H32B 119.8 . . ?
C27A N1A C21A 121.86(14) . . ?
C27A N1A C18A 117.69(14) . . ?
C21A N1A C18A 119.78(15) . . ?
C21B N1B C18B 118.90(15) . . ?
C21B N1B C27B 118.71(16) . . ?
C18B N1B C27B 117.24(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A C1A C2A C3A -0.6(3) . . . . ?
C15A C1A C2A C3A 178.16(16) . . . . ?
C6B C1B C2B C3B -0.8(3) . . . . ?
C15B C1B C2B C3B 174.90(18) . . . . ?
C1A C2A C3A C14A 179.24(19) . . . . ?
C1A C2A C3A C4A -1.8(3) . . . . ?
C1B C2B C3B C14B -178.07(19) . . . . ?
C1B C2B C3B C4B 0.5(3) . . . . ?
C14A C3A C4A C11A -0.7(3) . . . . ?
C2A C3A C4A C11A -179.68(18) . . . . ?
C14A C3A C4A C5A 179.64(17) . . . . ?
C2A C3A C4A C5A 0.7(3) . . . . ?
C14B C3B C4B C11B -1.1(3) . . . . ?
C2B C3B C4B C11B -179.65(18) . . . . ?
C14B C3B C4B C5B 178.09(18) . . . . ?
C2B C3B C4B C5B -0.5(3) . . . . ?
C3A C4A C5A C10A -177.69(17) . . . . ?
C11A C4A C5A C10A 2.7(3) . . . . ?
C3A C4A C5A C6A 2.8(3) . . . . ?
C11A C4A C5A C6A -176.83(18) . . . . ?
C3B C4B C5B C10B -179.4(2) . . . . ?
C11B C4B C5B C10B -0.3(3) . . . . ?
C3B C4B C5B C6B 0.9(3) . . . . ?
C11B C4B C5B C6B 179.96(19) . . . . ?
C10A C5A C6A C7A -5.3(2) . . . . ?
C4A C5A C6A C7A 174.25(16) . . . . ?
C10A C5A C6A C1A 175.25(16) . . . . ?
C4A C5A C6A C1A -5.2(2) . . . . ?
C2A C1A C6A C7A -175.30(17) . . . . ?
C15A C1A C6A C7A 6.0(2) . . . . ?
C2A C1A C6A C5A 4.1(2) . . . . ?
C15A C1A C6A C5A -174.60(15) . . . . ?
C10B C5B C6B C7B -0.8(3) . . . . ?
C4B C5B C6B C7B 179.0(2) . . . . ?
C10B C5B C6B C1B 179.1(2) . . . . ?
C4B C5B C6B C1B -1.2(3) . . . . ?
C2B C1B C6B C7B -179.0(2) . . . . ?
C15B C1B C6B C7B 5.4(3) . . . . ?
C2B C1B C6B C5B 1.2(3) . . . . ?
C15B C1B C6B C5B -174.49(19) . . . . ?
C5A C6A C7A C8A 4.1(3) . . . . ?
C1A C6A C7A C8A -176.48(17) . . . . ?
C5B C6B C7B C8B 0.8(4) . . . . ?
C1B C6B C7B C8B -179.0(2) . . . . ?
C6A C7A C8A C9A 0.2(3) . . . . ?
C6B C7B C8B C9B -0.3(5) . . . . ?
C7A C8A C9A C10A -3.2(3) . . . . ?
C7B C8B C9B C10B -0.2(5) . . . . ?
C8A C9A C10A C5A 1.8(3) . . . . ?
C6A C5A C10A C9A 2.5(3) . . . . ?
C4A C5A C10A C9A -177.04(18) . . . . ?
C8B C9B C10B C5B 0.3(5) . . . . ?
C6B C5B C10B C9B 0.2(4) . . . . ?
C4B C5B C10B C9B -179.5(3) . . . . ?
C3A C4A C11A C12A 0.0(3) . . . . ?
C5A C4A C11A C12A 179.6(2) . . . . ?
C3B C4B C11B C12B 0.1(3) . . . . ?
C5B C4B C11B C12B -179.0(2) . . . . ?
C4A C11A C12A C13A 0.5(4) . . . . ?
C4B C11B C12B C13B 1.1(4) . . . . ?
C11A C12A C13A C14A -0.3(4) . . . . ?
C11B C12B C13B C14B -1.3(3) . . . . ?
C12A C13A C14A C3A -0.4(4) . . . . ?
C4A C3A C14A C13A 0.9(3) . . . . ?
C2A C3A C14A C13A 179.9(2) . . . . ?
C12B C13B C14B C3B 0.2(3) . . . . ?
C4B C3B C14B C13B 0.9(3) . . . . ?
C2B C3B C14B C13B 179.48(19) . . . . ?
C2A C1A C15A C20A 56.1(2) . . . . ?
C6A C1A C15A C20A -125.18(18) . . . . ?
C2A C1A C15A C16A -120.9(2) . . . . ?
C6A C1A C15A C16A 57.8(2) . . . . ?
C2B C1B C15B C16B -104.1(2) . . . . ?
C6B C1B C15B C16B 71.6(3) . . . . ?
C2B C1B C15B C20B 71.5(3) . . . . ?
C6B C1B C15B C20B -112.8(2) . . . . ?
C20A C15A C16A C17A -0.4(3) . . . . ?
C1A C15A C16A C17A 176.69(17) . . . . ?
C20B C15B C16B C17B -1.9(3) . . . . ?
C1B C15B C16B C17B 173.9(2) . . . . ?
C15A C16A C17A C18A 0.4(3) . . . . ?
C15B C16B C17B C18B 1.1(3) . . . . ?
C16A C17A C18A C19A 0.2(3) . . . . ?
C16A C17A C18A N1A -177.66(17) . . . . ?
C16B C17B C18B C19B 0.7(3) . . . . ?
C16B C17B C18B N1B -177.74(19) . . . . ?
C17A C18A C19A C20A -0.7(3) . . . . ?
N1A C18A C19A C20A 177.20(16) . . . . ?
C17B C18B C19B C20B -1.6(3) . . . . ?
N1B C18B C19B C20B 176.8(2) . . . . ?
C18A C19A C20A C15A 0.7(3) . . . . ?
C16A C15A C20A C19A -0.1(3) . . . . ?
C1A C15A C20A C19A -177.21(17) . . . . ?
C16B C15B C20B C19B 1.0(3) . . . . ?
C1B C15B C20B C19B -174.7(2) . . . . ?
C18B C19B C20B C15B 0.8(4) . . . . ?
C26A C21A C22A C23A 0.1(3) . . . . ?
N1A C21A C22A C23A -180.0(2) . . . . ?
C26B C21B C22B C23B -0.3(3) . . . . ?
N1B C21B C22B C23B 179.19(19) . . . . ?
C21A C22A C23A C24A 1.0(4) . . . . ?
C21B C22B C23B C24B 0.3(3) . . . . ?
C22A C23A C24A C25A -0.7(4) . . . . ?
C22B C23B C24B C25B 0.3(4) . . . . ?
C23A C24A C25A C26A -0.6(4) . . . . ?
C23B C24B C25B C26B -0.8(4) . . . . ?
C24A C25A C26A C21A 1.8(3) . . . . ?
C22A C21A C26A C25A -1.5(3) . . . . ?
N1A C21A C26A C25A 178.63(18) . . . . ?
C22B C21B C26B C25B -0.2(3) . . . . ?
N1B C21B C26B C25B -179.68(19) . . . . ?
C24B C25B C26B C21B 0.8(3) . . . . ?
C32A C27A C28A C29A -0.6(3) . . . . ?
N1A C27A C28A C29A -179.42(18) . . . . ?
C32B C27B C28B C29B -0.8(3) . . . . ?
N1B C27B C28B C29B 178.71(18) . . . . ?
C27A C28A C29A C30A 0.9(3) . . . . ?
C27B C28B C29B C30B 0.9(3) . . . . ?
C28A C29A C30A C31A -0.6(3) . . . . ?
C28B C29B C30B C31B -0.1(3) . . . . ?
C29A C30A C31A C32A -0.1(3) . . . . ?
C29B C30B C31B C32B -0.8(4) . . . . ?
C28A C27A C32A C31A 0.0(3) . . . . ?
N1A C27A C32A C31A 178.78(17) . . . . ?
C30A C31A C32A C27A 0.4(3) . . . . ?
C28B C27B C32B C31B 0.0(3) . . . . ?
N1B C27B C32B C31B -179.6(2) . . . . ?
C30B C31B C32B C27B 0.9(4) . . . . ?
C32A C27A N1A C21A 135.23(18) . . . . ?
C28A C27A N1A C21A -46.0(3) . . . . ?
C32A C27A N1A C18A -35.4(2) . . . . ?
C28A C27A N1A C18A 143.39(18) . . . . ?
C22A C21A N1A C27A 156.63(19) . . . . ?
C26A C21A N1A C27A -23.5(3) . . . . ?
C22A C21A N1A C18A -32.9(3) . . . . ?
C26A C21A N1A C18A 146.96(18) . . . . ?
C17A C18A N1A C27A 121.1(2) . . . . ?
C19A C18A N1A C27A -56.8(2) . . . . ?
C17A C18A N1A C21A -49.8(2) . . . . ?
C19A C18A N1A C21A 132.41(19) . . . . ?
C26B C21B N1B C18B 134.5(2) . . . . ?
C22B C21B N1B C18B -45.0(3) . . . . ?
C26B C21B N1B C27B -19.5(3) . . . . ?
C22B C21B N1B C27B 161.03(18) . . . . ?
C19B C18B N1B C21B 150.3(2) . . . . ?
C17B C18B N1B C21B -31.3(3) . . . . ?
C19B C18B N1B C27B -55.4(3) . . . . ?
C17B C18B N1B C27B 123.0(2) . . . . ?
C32B C27B N1B C21B 119.7(2) . . . . ?
C28B C27B N1B C21B -59.8(3) . . . . ?
C32B C27B N1B C18B -34.6(3) . . . . ?
C28B C27B N1B C18B 145.84(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.71
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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_mono_new
_database_code_depnum_ccdc_archive 'CCDC 1493459'
_audit_update_record             
;
2016-07-15 deposited with the CCDC.
2016-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H23 N'
_chemical_formula_sum            'C34 H23 N'
_chemical_formula_weight         445.53

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)/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                   18.1949(8)
_cell_length_b                   10.7188(3)
_cell_length_c                   12.2321(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.895(2)
_cell_angle_gamma                90.00
_cell_volume                     2372.98(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6582
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      27.58

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             936
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9858
_exptl_absorpt_correction_T_max  0.9893
_exptl_absorpt_process_details   SADABS

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17261
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0187
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.13
_diffrn_reflns_theta_max         24.71
_reflns_number_total             4044
_reflns_number_gt                3081
_reflns_threshold_expression     >2σ(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 > 2σ(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)+(0.0710P)²+0.5075P] 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         4044
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.1410
_refine_ls_wR_factor_gt          0.1055
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_restrained_S_all      1.121
_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 0.50708(9) 0.53019(14) 0.21573(13) 0.0393(4) Uani 1 1 d . . .
C2 C 0.45934(10) 0.47167(16) 0.13467(14) 0.0456(4) Uani 1 1 d . . .
H2 H 0.4786 0.4388 0.0733 0.055 Uiso 1 1 calc R . .
C3 C 0.38492(10) 0.46123(16) 0.14289(14) 0.0471(4) Uani 1 1 d . . .
H3 H 0.3551 0.4220 0.0869 0.057 Uiso 1 1 calc R . .
C4 C 0.35333(9) 0.50790(15) 0.23274(14) 0.0418(4) Uani 1 1 d . . .
C5 C 0.27579(10) 0.50345(17) 0.24203(16) 0.0513(5) Uani 1 1 d . . .
H5 H 0.2447 0.4678 0.1855 0.062 Uiso 1 1 calc R . .
C6 C 0.24660(10) 0.54913(18) 0.32995(17) 0.0551(5) Uani 1 1 d . . .
H6 H 0.1958 0.5454 0.3327 0.066 Uiso 1 1 calc R . .
C7 C 0.29212(10) 0.60341(16) 0.41937(15) 0.0486(4) Uani 1 1 d . . .
C8 C 0.26330(12) 0.65231(18) 0.51196(18) 0.0603(5) Uani 1 1 d . . .
H8 H 0.2125 0.6505 0.5160 0.072 Uiso 1 1 calc R . .
C9 C 0.30880(13) 0.70307(18) 0.59729(18) 0.0652(6) Uani 1 1 d . . .
H9 H 0.2886 0.7346 0.6584 0.078 Uiso 1 1 calc R . .
C10 C 0.38396(12) 0.70755(17) 0.59283(16) 0.0578(5) Uani 1 1 d . . .
H10 H 0.4140 0.7414 0.6515 0.069 Uiso 1 1 calc R . .
C11 C 0.41578(10) 0.66223(15) 0.50208(14) 0.0447(4) Uani 1 1 d . . .
C12 C 0.49338(11) 0.66717(15) 0.49320(14) 0.0468(4) Uani 1 1 d . . .
H12 H 0.5245 0.6999 0.5513 0.056 Uiso 1 1 calc R . .
C13 C 0.52291(10) 0.62602(15) 0.40345(14) 0.0438(4) Uani 1 1 d . . .
H13 H 0.5737 0.6315 0.4010 0.053 Uiso 1 1 calc R . .
C14 C 0.47782(9) 0.57374(14) 0.31105(13) 0.0374(4) Uani 1 1 d . . .
C15 C 0.40061(9) 0.56323(14) 0.31966(13) 0.0383(4) Uani 1 1 d . . .
C16 C 0.36943(9) 0.60931(14) 0.41365(14) 0.0414(4) Uani 1 1 d . . .
C17 C 0.58558(9) 0.54480(15) 0.19574(13) 0.0406(4) Uani 1 1 d . . .
C18 C 0.62337(10) 0.44525(16) 0.15462(14) 0.0457(4) Uani 1 1 d . . .
H18 H 0.5993 0.3690 0.1434 0.055 Uiso 1 1 calc R . .
C19 C 0.69519(10) 0.45607(16) 0.13001(15) 0.0479(4) Uani 1 1 d . . .
H19 H 0.7187 0.3877 0.1023 0.057 Uiso 1 1 calc R . .
C20 C 0.73281(9) 0.56817(16) 0.14619(14) 0.0459(4) Uani 1 1 d . . .
C21 C 0.69570(10) 0.66957(16) 0.18522(15) 0.0478(4) Uani 1 1 d . . .
H21 H 0.7197 0.7459 0.1955 0.057 Uiso 1 1 calc R . .
C22 C 0.62341(9) 0.65786(15) 0.20891(14) 0.0447(4) Uani 1 1 d . . .
H22 H 0.5994 0.7270 0.2343 0.054 Uiso 1 1 calc R . .
C23 C 0.83409(10) 0.69349(17) 0.08320(17) 0.0531(5) Uani 1 1 d . . .
C24 C 0.89753(11) 0.7461(2) 0.1344(2) 0.0698(6) Uani 1 1 d . . .
H24 H 0.9214 0.7090 0.1970 0.084 Uiso 1 1 calc R . .
C25 C 0.92582(13) 0.8539(2) 0.0932(3) 0.0823(8) Uani 1 1 d . . .
H25 H 0.9688 0.8889 0.1280 0.099 Uiso 1 1 calc R . .
C26 C 0.89106(14) 0.9092(2) 0.0018(2) 0.0777(7) Uani 1 1 d . . .
H26 H 0.9108 0.9809 -0.0266 0.093 Uiso 1 1 calc R . .
C27 C 0.82725(15) 0.8594(2) -0.0482(2) 0.0759(6) Uani 1 1 d . . .
H27 H 0.8032 0.8977 -0.1100 0.091 Uiso 1 1 calc R . .
C28 C 0.79853(13) 0.7526(2) -0.00718(18) 0.0649(6) Uani 1 1 d . . .
H28 H 0.7546 0.7198 -0.0409 0.078 Uiso 1 1 calc R . .
C29 C 0.85428(10) 0.47412(18) 0.12924(18) 0.0568(5) Uani 1 1 d . . .
C30 C 0.85498(12) 0.3904(2) 0.2157(2) 0.0677(6) Uani 1 1 d . . .
H30 H 0.8252 0.4044 0.2718 0.081 Uiso 1 1 calc R . .
C31 C 0.90012(14) 0.2858(2) 0.2185(3) 0.0857(8) Uani 1 1 d . . .
H31 H 0.8998 0.2292 0.2761 0.103 Uiso 1 1 calc R . .
C32 C 0.94510(14) 0.2652(3) 0.1372(3) 0.0974(10) Uani 1 1 d . . .
H32 H 0.9752 0.1950 0.1394 0.117 Uiso 1 1 calc R . .
C33 C 0.94539(14) 0.3485(3) 0.0529(3) 0.0961(9) Uani 1 1 d . . .
H33 H 0.9764 0.3353 -0.0018 0.115 Uiso 1 1 calc R . .
C34 C 0.90027(13) 0.4520(2) 0.0479(2) 0.0786(7) Uani 1 1 d . . .
H34 H 0.9007 0.5074 -0.0106 0.094 Uiso 1 1 calc R . .
N1 N 0.80723(9) 0.57959(15) 0.12366(15) 0.0599(5) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.398(2) . ?
C1 C14 1.410(2) . ?
C1 C17 1.482(2) . ?
C2 C3 1.372(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(2) . ?
C3 H3 0.9300 . ?
C4 C15 1.426(2) . ?
C4 C5 1.428(2) . ?
C5 C6 1.340(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.426(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.398(3) . ?
C7 C16 1.417(2) . ?
C8 C9 1.376(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.375(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.391(3) . ?
C10 H10 0.9300 . ?
C11 C16 1.420(2) . ?
C11 C12 1.428(3) . ?
C12 C13 1.345(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.440(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.424(2) . ?
C15 C16 1.422(2) . ?
C17 C18 1.391(2) . ?
C17 C22 1.395(2) . ?
C18 C19 1.376(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.387(2) . ?
C19 H19 0.9300 . ?
C20 C21 1.390(2) . ?
C20 N1 1.415(2) . ?
C21 C22 1.381(2) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C28 1.376(3) . ?
C23 C24 1.377(3) . ?
C23 N1 1.423(2) . ?
C24 C25 1.381(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.363(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.364(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.374(3) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C34 1.385(3) . ?
C29 C30 1.386(3) . ?
C29 N1 1.416(2) . ?
C30 C31 1.388(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.370(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.364(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.378(3) . ?
C33 H33 0.9300 . ?
C34 H34 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 C14 118.38(15) . . ?
C2 C1 C17 118.00(14) . . ?
C14 C1 C17 123.61(14) . . ?
C3 C2 C1 122.03(16) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C4 121.44(16) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C15 118.30(15) . . ?
C3 C4 C5 123.03(16) . . ?
C15 C4 C5 118.67(16) . . ?
C6 C5 C4 121.86(18) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C7 121.18(17) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C8 C7 C16 118.69(18) . . ?
C8 C7 C6 122.51(18) . . ?
C16 C7 C6 118.79(16) . . ?
C9 C8 C7 121.08(19) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C10 C9 C8 120.47(19) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 121.10(19) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C16 118.95(18) . . ?
C10 C11 C12 122.92(17) . . ?
C16 C11 C12 118.13(15) . . ?
C13 C12 C11 122.05(16) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C12 C13 C14 121.67(16) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C1 C14 C15 119.60(14) . . ?
C1 C14 C13 123.01(15) . . ?
C15 C14 C13 117.36(14) . . ?
C16 C15 C14 120.72(15) . . ?
C16 C15 C4 119.15(15) . . ?
C14 C15 C4 120.12(15) . . ?
C7 C16 C11 119.69(16) . . ?
C7 C16 C15 120.33(16) . . ?
C11 C16 C15 119.98(16) . . ?
C18 C17 C22 116.86(15) . . ?
C18 C17 C1 119.94(14) . . ?
C22 C17 C1 123.05(14) . . ?
C19 C18 C17 122.02(16) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C18 C19 C20 120.52(16) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C21 118.46(16) . . ?
C19 C20 N1 121.02(15) . . ?
C21 C20 N1 120.52(15) . . ?
C22 C21 C20 120.51(16) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C17 121.60(15) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
C28 C23 C24 118.69(19) . . ?
C28 C23 N1 121.62(18) . . ?
C24 C23 N1 119.7(2) . . ?
C23 C24 C25 120.2(2) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C26 C25 C24 120.3(2) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C27 119.9(2) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 C28 120.1(2) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C23 120.8(2) . . ?
C27 C28 H28 119.6 . . ?
C23 C28 H28 119.6 . . ?
C34 C29 C30 118.6(2) . . ?
C34 C29 N1 120.6(2) . . ?
C30 C29 N1 120.79(18) . . ?
C29 C30 C31 120.1(2) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C32 C31 C30 120.5(3) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C33 C32 C31 119.5(2) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C32 C33 C34 120.8(3) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C33 C34 C29 120.4(3) . . ?
C33 C34 H34 119.8 . . ?
C29 C34 H34 119.8 . . ?
C20 N1 C29 120.52(15) . . ?
C20 N1 C23 120.79(15) . . ?
C29 N1 C23 118.32(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 C1 C2 C3 3.3(2) . . . . ?
C17 C1 C2 C3 -175.73(15) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 C15 -2.5(2) . . . . ?
C2 C3 C4 C5 177.30(16) . . . . ?
C3 C4 C5 C6 179.91(18) . . . . ?
C15 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C7 -0.7(3) . . . . ?
C5 C6 C7 C8 179.72(18) . . . . ?
C5 C6 C7 C16 0.5(3) . . . . ?
C16 C7 C8 C9 -1.3(3) . . . . ?
C6 C7 C8 C9 179.42(18) . . . . ?
C7 C8 C9 C10 0.5(3) . . . . ?
C8 C9 C10 C11 0.6(3) . . . . ?
C9 C10 C11 C16 -0.8(3) . . . . ?
C9 C10 C11 C12 178.81(17) . . . . ?
C10 C11 C12 C13 -178.11(17) . . . . ?
C16 C11 C12 C13 1.5(2) . . . . ?
C11 C12 C13 C14 -0.4(3) . . . . ?
C2 C1 C14 C15 -3.3(2) . . . . ?
C17 C1 C14 C15 175.63(14) . . . . ?
C2 C1 C14 C13 174.75(15) . . . . ?
C17 C1 C14 C13 -6.3(2) . . . . ?
C12 C13 C14 C1 179.79(16) . . . . ?
C12 C13 C14 C15 -2.1(2) . . . . ?
C1 C14 C15 C16 -178.37(14) . . . . ?
C13 C14 C15 C16 3.4(2) . . . . ?
C1 C14 C15 C4 0.6(2) . . . . ?
C13 C14 C15 C4 -177.61(14) . . . . ?
C3 C4 C15 C16 -178.69(14) . . . . ?
C5 C4 C15 C16 1.5(2) . . . . ?
C3 C4 C15 C14 2.3(2) . . . . ?
C5 C4 C15 C14 -177.46(14) . . . . ?
C8 C7 C16 C11 1.1(2) . . . . ?
C6 C7 C16 C11 -179.59(16) . . . . ?
C8 C7 C16 C15 -178.52(16) . . . . ?
C6 C7 C16 C15 0.8(2) . . . . ?
C10 C11 C16 C7 -0.1(2) . . . . ?
C12 C11 C16 C7 -179.69(14) . . . . ?
C10 C11 C16 C15 179.53(15) . . . . ?
C12 C11 C16 C15 -0.1(2) . . . . ?
C14 C15 C16 C7 177.22(14) . . . . ?
C4 C15 C16 C7 -1.7(2) . . . . ?
C14 C15 C16 C11 -2.4(2) . . . . ?
C4 C15 C16 C11 178.62(14) . . . . ?
C2 C1 C17 C18 -45.0(2) . . . . ?
C14 C1 C17 C18 136.00(17) . . . . ?
C2 C1 C17 C22 130.34(18) . . . . ?
C14 C1 C17 C22 -48.6(2) . . . . ?
C22 C17 C18 C19 1.3(3) . . . . ?
C1 C17 C18 C19 176.96(16) . . . . ?
C17 C18 C19 C20 0.3(3) . . . . ?
C18 C19 C20 C21 -1.5(3) . . . . ?
C18 C19 C20 N1 178.48(17) . . . . ?
C19 C20 C21 C22 1.0(3) . . . . ?
N1 C20 C21 C22 -178.94(17) . . . . ?
C20 C21 C22 C17 0.6(3) . . . . ?
C18 C17 C22 C21 -1.8(3) . . . . ?
C1 C17 C22 C21 -177.28(16) . . . . ?
C28 C23 C24 C25 -2.1(3) . . . . ?
N1 C23 C24 C25 177.3(2) . . . . ?
C23 C24 C25 C26 0.2(4) . . . . ?
C24 C25 C26 C27 1.2(4) . . . . ?
C25 C26 C27 C28 -0.8(4) . . . . ?
C26 C27 C28 C23 -1.1(4) . . . . ?
C24 C23 C28 C27 2.5(3) . . . . ?
N1 C23 C28 C27 -176.9(2) . . . . ?
C34 C29 C30 C31 -1.2(3) . . . . ?
N1 C29 C30 C31 178.41(19) . . . . ?
C29 C30 C31 C32 1.0(4) . . . . ?
C30 C31 C32 C33 0.0(4) . . . . ?
C31 C32 C33 C34 -0.9(4) . . . . ?
C32 C33 C34 C29 0.7(4) . . . . ?
C30 C29 C34 C33 0.3(4) . . . . ?
N1 C29 C34 C33 -179.3(2) . . . . ?
C19 C20 N1 C29 -26.7(3) . . . . ?
C21 C20 N1 C29 153.29(19) . . . . ?
C19 C20 N1 C23 146.26(19) . . . . ?
C21 C20 N1 C23 -33.8(3) . . . . ?
C34 C29 N1 C20 135.4(2) . . . . ?
C30 C29 N1 C20 -44.2(3) . . . . ?
C34 C29 N1 C23 -37.7(3) . . . . ?
C30 C29 N1 C23 142.7(2) . . . . ?
C28 C23 N1 C20 -51.8(3) . . . . ?
C24 C23 N1 C20 128.8(2) . . . . ?
C28 C23 N1 C29 121.3(2) . . . . ?
C24 C23 N1 C29 -58.1(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        24.71
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.068
####################################################################### 
# 
# 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_arm_pe_t
_database_code_depnum_ccdc_archive 'CCDC 1493460'
_audit_update_record             
;
2016-07-15 deposited with the CCDC.
2016-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H25 N'
_chemical_formula_sum            'C38 H25 N'
_chemical_formula_weight         495.59
_chemical_absolute_configuration rm

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                   20.863(3)
_cell_length_b                   10.6106(16)
_cell_length_c                   11.6041(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.835(5)
_cell_angle_gamma                90.00
_cell_volume                     2563.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1304
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      22.08

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      1.283
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9890
_exptl_absorpt_correction_T_max  0.9927
_exptl_absorpt_process_details   SADABS

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18842
_diffrn_reflns_av_R_equivalents  0.1007
_diffrn_reflns_av_sigmaI/netI    0.1078
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         0.98
_diffrn_reflns_theta_max         24.71
_reflns_number_total             4367
_reflns_number_gt                1792
_reflns_threshold_expression     >2σ(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 > 2σ(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)+(0.0784P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4367
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1754
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.1877
_refine_ls_wR_factor_gt          0.1198
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.993
_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 1.2575(2) 0.8602(4) 0.0182(4) 0.0647(13) Uani 1 1 d . . .
H1 H 1.3016 0.8593 0.0106 0.078 Uiso 1 1 calc R . .
C2 C 1.2163(3) 0.8160(4) -0.0688(4) 0.0656(14) Uani 1 1 d . . .
H2 H 1.2327 0.7859 -0.1360 0.079 Uiso 1 1 calc R . .
C3 C 1.1499(2) 0.8151(4) -0.0591(3) 0.0579(13) Uani 1 1 d . . .
H3 H 1.1233 0.7843 -0.1202 0.069 Uiso 1 1 calc R . .
C4 C 1.0119(2) 0.8042(4) -0.0341(3) 0.0510(11) Uani 1 1 d . . .
H4 H 1.0284 0.7689 -0.0993 0.061 Uiso 1 1 calc R . .
C5 C 0.9465(2) 0.8066(4) -0.0247(3) 0.0546(12) Uani 1 1 d . . .
H5 H 0.9195 0.7757 -0.0852 0.066 Uiso 1 1 calc R . .
C6 C 0.92038(19) 0.8528(4) 0.0708(3) 0.0461(11) Uani 1 1 d . . .
H6 H 0.8760 0.8531 0.0750 0.055 Uiso 1 1 calc R . .
C7 C 0.9765(2) 1.0126(4) 0.3441(3) 0.0499(11) Uani 1 1 d . . .
H7 H 0.9600 1.0519 0.4074 0.060 Uiso 1 1 calc R . .
C8 C 1.0417(2) 1.0157(4) 0.3326(3) 0.0471(11) Uani 1 1 d . . .
H8 H 1.0680 1.0577 0.3880 0.057 Uiso 1 1 calc R . .
C9 C 1.1822(2) 0.9958(4) 0.3219(3) 0.0540(12) Uani 1 1 d . . .
H9 H 1.1665 1.0247 0.3903 0.065 Uiso 1 1 calc R . .
C10 C 1.2484(2) 0.9936(4) 0.3113(4) 0.0610(13) Uani 1 1 d . . .
H10 H 1.2758 1.0202 0.3731 0.073 Uiso 1 1 calc R . .
C11 C 1.2739(2) 0.9536(4) 0.2129(4) 0.0639(13) Uani 1 1 d . . .
H11 H 1.3181 0.9565 0.2063 0.077 Uiso 1 1 calc R . .
C12 C 1.2324(2) 0.9075(4) 0.1201(4) 0.0532(11) Uani 1 1 d . . .
C13 C 1.1645(2) 0.9076(3) 0.1301(3) 0.0440(10) Uani 1 1 d . . .
C14 C 1.1225(2) 0.8586(3) 0.0387(3) 0.0441(11) Uani 1 1 d . . .
C15 C 1.0531(2) 0.8532(4) 0.0513(3) 0.0429(10) Uani 1 1 d . . .
C16 C 1.02797(19) 0.9027(3) 0.1529(3) 0.0375(10) Uani 1 1 d . . .
C17 C 1.06926(19) 0.9587(4) 0.2415(3) 0.0422(10) Uani 1 1 d . . .
C18 C 1.13917(19) 0.9560(3) 0.2331(3) 0.0428(10) Uani 1 1 d . . .
C19 C 0.9607(2) 0.9009(3) 0.1644(3) 0.0408(10) Uani 1 1 d . . .
C20 C 0.93496(19) 0.9532(4) 0.2648(3) 0.0422(10) Uani 1 1 d . . .
C21 C 0.8666(2) 0.9447(4) 0.2884(3) 0.0425(10) Uani 1 1 d . . .
C22 C 0.8300(2) 0.8344(4) 0.2722(3) 0.0465(11) Uani 1 1 d . . .
H22 H 0.8492 0.7637 0.2419 0.056 Uiso 1 1 calc R . .
C23 C 0.7668(2) 0.8263(4) 0.2994(3) 0.0481(11) Uani 1 1 d . . .
H23 H 0.7444 0.7513 0.2867 0.058 Uiso 1 1 calc R . .
C24 C 0.7363(2) 0.9294(4) 0.3458(3) 0.0469(11) Uani 1 1 d . . .
C25 C 0.7717(2) 1.0381(4) 0.3651(3) 0.0531(12) Uani 1 1 d . . .
H25 H 0.7528 1.1075 0.3982 0.064 Uiso 1 1 calc R . .
C26 C 0.8350(2) 1.0456(4) 0.3358(3) 0.0494(11) Uani 1 1 d . . .
H26 H 0.8571 1.1210 0.3484 0.059 Uiso 1 1 calc R . .
C27 C 0.6452(2) 0.8044(4) 0.4090(4) 0.0538(12) Uani 1 1 d . . .
C28 C 0.6749(2) 0.7389(5) 0.5010(4) 0.0700(14) Uani 1 1 d . . .
H28 H 0.7127 0.7692 0.5378 0.084 Uiso 1 1 calc R . .
C29 C 0.6480(3) 0.6285(5) 0.5375(4) 0.0801(16) Uani 1 1 d . . .
H29 H 0.6675 0.5854 0.6002 0.096 Uiso 1 1 calc R . .
C30 C 0.5927(3) 0.5813(5) 0.4823(5) 0.0849(17) Uani 1 1 d . . .
H30 H 0.5744 0.5073 0.5079 0.102 Uiso 1 1 calc R . .
C31 C 0.5654(3) 0.6439(6) 0.3904(6) 0.0874(17) Uani 1 1 d . . .
H31 H 0.5286 0.6114 0.3515 0.105 Uiso 1 1 calc R . .
C32 C 0.5912(2) 0.7553(5) 0.3532(4) 0.0699(14) Uani 1 1 d . . .
H32 H 0.5717 0.7971 0.2897 0.084 Uiso 1 1 calc R . .
C33 C 0.6302(2) 1.0291(4) 0.3694(4) 0.0574(12) Uani 1 1 d . . .
C34 C 0.5880(2) 1.0471(5) 0.4544(4) 0.0785(15) Uani 1 1 d . . .
H34 H 0.5860 0.9886 0.5138 0.094 Uiso 1 1 calc R . .
C35 C 0.5489(3) 1.1514(6) 0.4515(6) 0.099(2) Uani 1 1 d . . .
H35 H 0.5208 1.1634 0.5095 0.118 Uiso 1 1 calc R . .
C36 C 0.5508(3) 1.2372(6) 0.3649(7) 0.103(2) Uani 1 1 d . . .
H36 H 0.5236 1.3067 0.3632 0.123 Uiso 1 1 calc R . .
C37 C 0.5927(3) 1.2215(5) 0.2799(5) 0.0882(17) Uani 1 1 d . . .
H37 H 0.5946 1.2812 0.2215 0.106 Uiso 1 1 calc R . .
C38 C 0.6322(2) 1.1168(5) 0.2812(4) 0.0684(14) Uani 1 1 d . . .
H38 H 0.6602 1.1052 0.2229 0.082 Uiso 1 1 calc R . .
N1 N 0.67100(17) 0.9208(4) 0.3732(3) 0.0598(10) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.364(6) . ?
C1 C12 1.416(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.397(5) . ?
C2 H2 0.9300 . ?
C3 C14 1.383(5) . ?
C3 H3 0.9300 . ?
C4 C15 1.370(5) . ?
C4 C5 1.378(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.358(5) . ?
C5 H5 0.9300 . ?
C6 C19 1.423(5) . ?
C6 H6 0.9300 . ?
C7 C20 1.374(5) . ?
C7 C8 1.377(5) . ?
C7 H7 0.9300 . ?
C8 C17 1.376(5) . ?
C8 H8 0.9300 . ?
C9 C18 1.387(5) . ?
C9 C10 1.394(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.360(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.422(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.430(5) . ?
C13 C14 1.428(5) . ?
C13 C18 1.434(5) . ?
C14 C15 1.467(5) . ?
C15 C16 1.422(5) . ?
C16 C19 1.418(5) . ?
C16 C17 1.426(5) . ?
C17 C18 1.469(5) . ?
C19 C20 1.428(5) . ?
C20 C21 1.472(5) . ?
C21 C26 1.390(5) . ?
C21 C22 1.404(5) . ?
C22 C23 1.378(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.392(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.379(5) . ?
C24 N1 1.423(5) . ?
C25 C26 1.388(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C32 1.365(6) . ?
C27 C28 1.385(6) . ?
C27 N1 1.421(5) . ?
C28 C29 1.377(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.376(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.350(7) . ?
C30 H30 0.9300 . ?
C31 C32 1.380(7) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C34 1.379(6) . ?
C33 C38 1.386(6) . ?
C33 N1 1.429(5) . ?
C34 C35 1.374(7) . ?
C34 H34 0.9300 . ?
C35 C36 1.359(8) . ?
C35 H35 0.9300 . ?
C36 C37 1.371(8) . ?
C36 H36 0.9300 . ?
C37 C38 1.383(6) . ?
C37 H37 0.9300 . ?
C38 H38 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 C12 119.4(5) . . ?
C2 C1 H1 120.3 . . ?
C12 C1 H1 120.3 . . ?
C1 C2 C3 121.4(4) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C14 C3 C2 122.0(4) . . ?
C14 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C15 C4 C5 120.8(4) . . ?
C15 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 121.7(4) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C19 120.2(4) . . ?
C5 C6 H6 119.9 . . ?
C19 C6 H6 119.9 . . ?
C20 C7 C8 121.9(4) . . ?
C20 C7 H7 119.0 . . ?
C8 C7 H7 119.0 . . ?
C17 C8 C7 122.0(4) . . ?
C17 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C18 C9 C10 121.7(4) . . ?
C18 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C11 C10 C9 121.7(4) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C10 C11 C12 119.3(4) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C1 C12 C11 120.9(5) . . ?
C1 C12 C13 119.4(4) . . ?
C11 C12 C13 119.7(4) . . ?
C14 C13 C12 120.1(4) . . ?
C14 C13 C18 120.5(4) . . ?
C12 C13 C18 119.3(4) . . ?
C3 C14 C13 117.7(4) . . ?
C3 C14 C15 122.3(4) . . ?
C13 C14 C15 120.0(4) . . ?
C4 C15 C16 119.5(4) . . ?
C4 C15 C14 121.1(4) . . ?
C16 C15 C14 119.3(3) . . ?
C19 C16 C15 119.6(3) . . ?
C19 C16 C17 119.4(3) . . ?
C15 C16 C17 120.9(4) . . ?
C8 C17 C16 118.2(4) . . ?
C8 C17 C18 121.8(4) . . ?
C16 C17 C18 119.9(3) . . ?
C9 C18 C13 118.2(4) . . ?
C9 C18 C17 122.8(4) . . ?
C13 C18 C17 119.0(4) . . ?
C16 C19 C6 118.1(4) . . ?
C16 C19 C20 120.0(3) . . ?
C6 C19 C20 121.8(4) . . ?
C7 C20 C19 118.0(4) . . ?
C7 C20 C21 118.6(4) . . ?
C19 C20 C21 123.4(3) . . ?
C26 C21 C22 115.3(4) . . ?
C26 C21 C20 121.2(4) . . ?
C22 C21 C20 123.4(4) . . ?
C23 C22 C21 122.8(4) . . ?
C23 C22 H22 118.6 . . ?
C21 C22 H22 118.6 . . ?
C22 C23 C24 120.6(4) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C25 C24 C23 117.8(4) . . ?
C25 C24 N1 121.9(4) . . ?
C23 C24 N1 120.4(4) . . ?
C24 C25 C26 121.1(4) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 H25 119.5 . . ?
C21 C26 C25 122.5(4) . . ?
C21 C26 H26 118.8 . . ?
C25 C26 H26 118.8 . . ?
C32 C27 C28 119.2(5) . . ?
C32 C27 N1 120.6(4) . . ?
C28 C27 N1 120.2(4) . . ?
C29 C28 C27 119.6(5) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C30 C29 C28 120.8(5) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C31 C30 C29 119.0(5) . . ?
C31 C30 H30 120.5 . . ?
C29 C30 H30 120.5 . . ?
C30 C31 C32 121.1(5) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 H31 119.5 . . ?
C27 C32 C31 120.3(5) . . ?
C27 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C34 C33 C38 119.2(5) . . ?
C34 C33 N1 119.9(4) . . ?
C38 C33 N1 121.0(4) . . ?
C35 C34 C33 120.1(5) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C36 C35 C34 120.7(6) . . ?
C36 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C35 C36 C37 120.2(6) . . ?
C35 C36 H36 119.9 . . ?
C37 C36 H36 119.9 . . ?
C36 C37 C38 119.8(6) . . ?
C36 C37 H37 120.1 . . ?
C38 C37 H37 120.1 . . ?
C37 C38 C33 120.0(5) . . ?
C37 C38 H38 120.0 . . ?
C33 C38 H38 120.0 . . ?
C27 N1 C24 120.6(4) . . ?
C27 N1 C33 118.1(4) . . ?
C24 N1 C33 121.3(4) . . ?

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
C12 C1 C2 C3 -0.7(7) . . . . ?
C1 C2 C3 C14 0.0(7) . . . . ?
C15 C4 C5 C6 -2.5(6) . . . . ?
C4 C5 C6 C19 0.2(6) . . . . ?
C20 C7 C8 C17 -0.5(6) . . . . ?
C18 C9 C10 C11 0.7(7) . . . . ?
C9 C10 C11 C12 -2.9(7) . . . . ?
C2 C1 C12 C11 179.7(4) . . . . ?
C2 C1 C12 C13 0.2(6) . . . . ?
C10 C11 C12 C1 -177.4(4) . . . . ?
C10 C11 C12 C13 2.1(6) . . . . ?
C1 C12 C13 C14 1.0(6) . . . . ?
C11 C12 C13 C14 -178.5(4) . . . . ?
C1 C12 C13 C18 -179.7(3) . . . . ?
C11 C12 C13 C18 0.8(6) . . . . ?
C2 C3 C14 C13 1.2(6) . . . . ?
C2 C3 C14 C15 -177.5(4) . . . . ?
C12 C13 C14 C3 -1.7(5) . . . . ?
C18 C13 C14 C3 179.0(3) . . . . ?
C12 C13 C14 C15 177.1(4) . . . . ?
C18 C13 C14 C15 -2.2(5) . . . . ?
C5 C4 C15 C16 2.5(6) . . . . ?
C5 C4 C15 C14 -176.0(4) . . . . ?
C3 C14 C15 C4 0.1(6) . . . . ?
C13 C14 C15 C4 -178.6(4) . . . . ?
C3 C14 C15 C16 -178.4(3) . . . . ?
C13 C14 C15 C16 3.0(5) . . . . ?
C4 C15 C16 C19 -0.2(5) . . . . ?
C14 C15 C16 C19 178.3(3) . . . . ?
C4 C15 C16 C17 -177.6(4) . . . . ?
C14 C15 C16 C17 0.9(5) . . . . ?
C7 C8 C17 C16 4.4(6) . . . . ?
C7 C8 C17 C18 -176.4(4) . . . . ?
C19 C16 C17 C8 -3.6(5) . . . . ?
C15 C16 C17 C8 173.8(3) . . . . ?
C19 C16 C17 C18 177.3(3) . . . . ?
C15 C16 C17 C18 -5.3(5) . . . . ?
C10 C9 C18 C13 2.2(6) . . . . ?
C10 C9 C18 C17 -179.3(4) . . . . ?
C14 C13 C18 C9 176.4(4) . . . . ?
C12 C13 C18 C9 -2.9(5) . . . . ?
C14 C13 C18 C17 -2.2(5) . . . . ?
C12 C13 C18 C17 178.5(3) . . . . ?
C8 C17 C18 C9 8.3(6) . . . . ?
C16 C17 C18 C9 -172.5(3) . . . . ?
C8 C17 C18 C13 -173.2(3) . . . . ?
C16 C17 C18 C13 6.0(5) . . . . ?
C15 C16 C19 C6 -2.0(5) . . . . ?
C17 C16 C19 C6 175.4(3) . . . . ?
C15 C16 C19 C20 -178.5(3) . . . . ?
C17 C16 C19 C20 -1.0(5) . . . . ?
C5 C6 C19 C16 2.0(6) . . . . ?
C5 C6 C19 C20 178.4(4) . . . . ?
C8 C7 C20 C19 -4.1(6) . . . . ?
C8 C7 C20 C21 174.9(4) . . . . ?
C16 C19 C20 C7 4.8(5) . . . . ?
C6 C19 C20 C7 -171.5(4) . . . . ?
C16 C19 C20 C21 -174.1(4) . . . . ?
C6 C19 C20 C21 9.6(6) . . . . ?
C7 C20 C21 C26 40.5(5) . . . . ?
C19 C20 C21 C26 -140.6(4) . . . . ?
C7 C20 C21 C22 -135.4(4) . . . . ?
C19 C20 C21 C22 43.6(5) . . . . ?
C26 C21 C22 C23 1.0(5) . . . . ?
C20 C21 C22 C23 177.1(3) . . . . ?
C21 C22 C23 C24 -0.4(6) . . . . ?
C22 C23 C24 C25 -1.0(6) . . . . ?
C22 C23 C24 N1 179.7(3) . . . . ?
C23 C24 C25 C26 1.9(6) . . . . ?
N1 C24 C25 C26 -178.8(3) . . . . ?
C22 C21 C26 C25 -0.1(5) . . . . ?
C20 C21 C26 C25 -176.3(3) . . . . ?
C24 C25 C26 C21 -1.4(6) . . . . ?
C32 C27 C28 C29 -2.8(7) . . . . ?
N1 C27 C28 C29 177.6(4) . . . . ?
C27 C28 C29 C30 1.3(7) . . . . ?
C28 C29 C30 C31 0.9(8) . . . . ?
C29 C30 C31 C32 -1.5(8) . . . . ?
C28 C27 C32 C31 2.1(7) . . . . ?
N1 C27 C32 C31 -178.3(4) . . . . ?
C30 C31 C32 C27 0.0(8) . . . . ?
C38 C33 C34 C35 -0.4(7) . . . . ?
N1 C33 C34 C35 179.7(4) . . . . ?
C33 C34 C35 C36 0.6(9) . . . . ?
C34 C35 C36 C37 -1.0(9) . . . . ?
C35 C36 C37 C38 1.3(9) . . . . ?
C36 C37 C38 C33 -1.1(7) . . . . ?
C34 C33 C38 C37 0.7(7) . . . . ?
N1 C33 C38 C37 -179.4(4) . . . . ?
C32 C27 N1 C24 -125.7(4) . . . . ?
C28 C27 N1 C24 53.9(5) . . . . ?
C32 C27 N1 C33 56.5(5) . . . . ?
C28 C27 N1 C33 -123.9(4) . . . . ?
C25 C24 N1 C27 -148.0(4) . . . . ?
C23 C24 N1 C27 31.3(5) . . . . ?
C25 C24 N1 C33 29.8(6) . . . . ?
C23 C24 N1 C33 -151.0(4) . . . . ?
C34 C33 N1 C27 38.8(6) . . . . ?
C38 C33 N1 C27 -141.1(4) . . . . ?
C34 C33 N1 C24 -139.0(4) . . . . ?
C38 C33 N1 C24 41.1(6) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        24.71
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.068
####################################################################### 
# 
# 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_new1
_database_code_depnum_ccdc_archive 'CCDC 1493461'
_audit_update_record             
;
2016-07-15 deposited with the CCDC.
2016-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H21 N'
_chemical_formula_sum            'C28 H21 N'
_chemical_formula_weight         371.46

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                   15.4053(3)
_cell_length_b                   7.6463(2)
_cell_length_c                   17.3621(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.3010(10)
_cell_angle_gamma                90.00
_cell_volume                     2012.18(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4833
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      28.15

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      1.225
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9860
_exptl_absorpt_correction_T_max  0.9930
_exptl_absorpt_process_details   sadabs

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13400
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.63
_diffrn_reflns_theta_max         24.71
_reflns_number_total             3336
_reflns_number_gt                2527
_reflns_threshold_expression     >2σ(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 > 2σ(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)+(0.0666P)²+0.2442P] 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         3336
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1266
_refine_ls_wR_factor_gt          0.1014
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_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 0.34078(10) 0.4206(2) 0.59229(10) 0.0450(4) Uani 1 1 d . . .
C2 C 0.27844(10) 0.3178(2) 0.62464(9) 0.0399(4) Uani 1 1 d . . .
C3 C 0.18625(10) 0.3430(2) 0.60513(9) 0.0440(4) Uani 1 1 d . . .
H3 H 0.1640 0.4283 0.5687 0.053 Uiso 1 1 calc R . .
C4 C 0.12932(11) 0.2447(3) 0.63859(10) 0.0535(5) Uani 1 1 d . . .
H4 H 0.0689 0.2643 0.6252 0.064 Uiso 1 1 calc R . .
C5 C 0.16096(12) 0.1142(3) 0.69302(11) 0.0582(5) Uani 1 1 d . . .
H5 H 0.1218 0.0499 0.7168 0.070 Uiso 1 1 calc R . .
C6 C 0.24843(13) 0.0817(3) 0.71096(10) 0.0550(5) Uani 1 1 d . . .
H6 H 0.2686 -0.0074 0.7461 0.066 Uiso 1 1 calc R . .
C7 C 0.31000(11) 0.1802(2) 0.67758(9) 0.0460(4) Uani 1 1 d . . .
C8 C 0.40072(12) 0.1436(3) 0.69485(12) 0.0632(5) Uani 1 1 d . . .
H8 H 0.4213 0.0547 0.7299 0.076 Uiso 1 1 calc R . .
C9 C 0.45843(13) 0.2368(3) 0.66090(15) 0.0741(6) Uani 1 1 d . . .
H9 H 0.5182 0.2090 0.6713 0.089 Uiso 1 1 calc R . .
C10 C 0.42839(11) 0.3752(3) 0.61006(12) 0.0620(5) Uani 1 1 d . . .
H10 H 0.4691 0.4383 0.5876 0.074 Uiso 1 1 calc R . .
C11 C 0.31383(10) 0.5771(2) 0.54345(10) 0.0440(4) Uani 1 1 d . . .
C12 C 0.33820(10) 0.5988(2) 0.47050(10) 0.0471(4) Uani 1 1 d . . .
H12 H 0.3708 0.5117 0.4514 0.056 Uiso 1 1 calc R . .
C13 C 0.31510(10) 0.7463(2) 0.42614(10) 0.0476(4) Uani 1 1 d . . .
H13 H 0.3314 0.7562 0.3773 0.057 Uiso 1 1 calc R . .
C14 C 0.26792(10) 0.8806(2) 0.45320(9) 0.0431(4) Uani 1 1 d . . .
C15 C 0.24473(10) 0.8625(2) 0.52665(9) 0.0459(4) Uani 1 1 d . . .
H15 H 0.2143 0.9519 0.5465 0.055 Uiso 1 1 calc R . .
C16 C 0.26653(10) 0.7131(2) 0.57010(9) 0.0465(4) Uani 1 1 d . . .
H16 H 0.2493 0.7026 0.6185 0.056 Uiso 1 1 calc R . .
C17 C 0.16785(10) 1.1273(2) 0.40649(9) 0.0431(4) Uani 1 1 d . . .
C18 C 0.16457(12) 1.3067(3) 0.39560(11) 0.0560(5) Uani 1 1 d . . .
H18 H 0.2149 1.3664 0.3879 0.067 Uiso 1 1 calc R . .
C19 C 0.08739(14) 1.3976(3) 0.39608(13) 0.0719(6) Uani 1 1 d . . .
H19 H 0.0861 1.5180 0.3884 0.086 Uiso 1 1 calc R . .
C20 C 0.01259(13) 1.3127(3) 0.40769(13) 0.0737(6) Uani 1 1 d . . .
H20 H -0.0391 1.3748 0.4088 0.088 Uiso 1 1 calc R . .
C21 C 0.01482(11) 1.1356(3) 0.41767(11) 0.0641(6) Uani 1 1 d . . .
H21 H -0.0359 1.0773 0.4255 0.077 Uiso 1 1 calc R . .
C22 C 0.09103(11) 1.0418(3) 0.41639(10) 0.0529(5) Uani 1 1 d . . .
H22 H 0.0910 0.9209 0.4222 0.064 Uiso 1 1 calc R . .
C23 C 0.31488(10) 1.1065(2) 0.37062(9) 0.0459(4) Uani 1 1 d . . .
C24 C 0.39933(11) 1.1245(2) 0.41244(11) 0.0541(5) Uani 1 1 d . . .
H24 H 0.4124 1.0894 0.4645 0.065 Uiso 1 1 calc R . .
C25 C 0.46460(12) 1.1954(3) 0.37627(15) 0.0724(6) Uani 1 1 d . . .
H25 H 0.5219 1.2059 0.4039 0.087 Uiso 1 1 calc R . .
C26 C 0.44468(17) 1.2502(3) 0.29968(16) 0.0842(8) Uani 1 1 d . . .
H26 H 0.4883 1.2994 0.2758 0.101 Uiso 1 1 calc R . .
C27 C 0.36131(16) 1.2326(3) 0.25893(13) 0.0825(7) Uani 1 1 d . . .
H27 H 0.3479 1.2711 0.2074 0.099 Uiso 1 1 calc R . .
C28 C 0.29655(13) 1.1580(3) 0.29358(11) 0.0669(6) Uani 1 1 d . . .
H28 H 0.2401 1.1424 0.2647 0.080 Uiso 1 1 calc R . .
N1 N 0.24694(8) 1.0328(2) 0.40702(8) 0.0485(4) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 C10 1.374(2) . ?
C1 C2 1.431(2) . ?
C1 C11 1.483(2) . ?
C2 C3 1.413(2) . ?
C2 C7 1.424(2) . ?
C3 C4 1.362(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.401(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.351(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.414(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.404(2) . ?
C8 C9 1.354(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.402(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.394(2) . ?
C11 C16 1.395(2) . ?
C12 C13 1.376(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.388(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.391(2) . ?
C14 N1 1.418(2) . ?
C15 C16 1.377(2) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.384(3) . ?
C17 C22 1.389(2) . ?
C17 N1 1.415(2) . ?
C18 C19 1.379(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.369(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.364(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.379(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C28 1.374(2) . ?
C23 C24 1.379(2) . ?
C23 N1 1.4312(19) . ?
C24 C25 1.387(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.376(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.358(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.378(3) . ?
C27 H27 0.9300 . ?
C28 H28 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
C10 C1 C2 118.32(16) . . ?
C10 C1 C11 119.70(15) . . ?
C2 C1 C11 121.93(13) . . ?
C3 C2 C7 117.91(15) . . ?
C3 C2 C1 123.18(15) . . ?
C7 C2 C1 118.90(14) . . ?
C4 C3 C2 121.26(16) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 120.54(16) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 119.93(16) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 121.50(17) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 121.43(17) . . ?
C8 C7 C2 119.80(16) . . ?
C6 C7 C2 118.76(15) . . ?
C9 C8 C7 120.55(18) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 120.17(17) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C1 C10 C9 122.15(17) . . ?
C1 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C12 C11 C16 117.01(16) . . ?
C12 C11 C1 121.49(15) . . ?
C16 C11 C1 121.43(14) . . ?
C13 C12 C11 121.42(15) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 121.04(15) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C13 C14 C15 118.19(16) . . ?
C13 C14 N1 119.76(14) . . ?
C15 C14 N1 122.02(15) . . ?
C16 C15 C14 120.48(15) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C11 121.82(14) . . ?
C15 C16 H16 119.1 . . ?
C11 C16 H16 119.1 . . ?
C18 C17 C22 118.15(16) . . ?
C18 C17 N1 121.12(15) . . ?
C22 C17 N1 120.73(17) . . ?
C19 C18 C17 120.62(18) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 120.8(2) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C21 C20 C19 119.12(19) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C20 C21 C22 121.07(19) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C21 C22 C17 120.3(2) . . ?
C21 C22 H22 119.9 . . ?
C17 C22 H22 119.9 . . ?
C28 C23 C24 119.61(16) . . ?
C28 C23 N1 120.21(15) . . ?
C24 C23 N1 120.17(15) . . ?
C23 C24 C25 119.52(19) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C26 C25 C24 120.1(2) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C27 C26 C25 120.02(18) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C28 120.3(2) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 H27 119.8 . . ?
C23 C28 C27 120.3(2) . . ?
C23 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C17 N1 C14 122.11(12) . . ?
C17 N1 C23 119.56(14) . . ?
C14 N1 C23 117.51(13) . . ?

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
C10 C1 C2 C3 -174.44(16) . . . . ?
C11 C1 C2 C3 8.1(2) . . . . ?
C10 C1 C2 C7 3.9(2) . . . . ?
C11 C1 C2 C7 -173.52(15) . . . . ?
C7 C2 C3 C4 3.1(2) . . . . ?
C1 C2 C3 C4 -178.56(16) . . . . ?
C2 C3 C4 C5 -0.6(3) . . . . ?
C3 C4 C5 C6 -1.9(3) . . . . ?
C4 C5 C6 C7 1.8(3) . . . . ?
C5 C6 C7 C8 -178.47(18) . . . . ?
C5 C6 C7 C2 0.8(3) . . . . ?
C3 C2 C7 C8 176.10(16) . . . . ?
C1 C2 C7 C8 -2.3(2) . . . . ?
C3 C2 C7 C6 -3.1(2) . . . . ?
C1 C2 C7 C6 178.44(14) . . . . ?
C6 C7 C8 C9 178.46(19) . . . . ?
C2 C7 C8 C9 -0.7(3) . . . . ?
C7 C8 C9 C10 2.2(3) . . . . ?
C2 C1 C10 C9 -2.6(3) . . . . ?
C11 C1 C10 C9 174.92(19) . . . . ?
C8 C9 C10 C1 -0.5(3) . . . . ?
C10 C1 C11 C12 53.7(2) . . . . ?
C2 C1 C11 C12 -128.88(17) . . . . ?
C10 C1 C11 C16 -123.18(19) . . . . ?
C2 C1 C11 C16 54.2(2) . . . . ?
C16 C11 C12 C13 -1.2(2) . . . . ?
C1 C11 C12 C13 -178.27(15) . . . . ?
C11 C12 C13 C14 1.2(3) . . . . ?
C12 C13 C14 C15 0.2(2) . . . . ?
C12 C13 C14 N1 178.46(14) . . . . ?
C13 C14 C15 C16 -1.5(2) . . . . ?
N1 C14 C15 C16 -179.69(15) . . . . ?
C14 C15 C16 C11 1.4(3) . . . . ?
C12 C11 C16 C15 -0.1(2) . . . . ?
C1 C11 C16 C15 176.98(15) . . . . ?
C22 C17 C18 C19 1.2(3) . . . . ?
N1 C17 C18 C19 -179.26(16) . . . . ?
C17 C18 C19 C20 0.3(3) . . . . ?
C18 C19 C20 C21 -1.0(3) . . . . ?
C19 C20 C21 C22 0.1(3) . . . . ?
C20 C21 C22 C17 1.4(3) . . . . ?
C18 C17 C22 C21 -2.0(3) . . . . ?
N1 C17 C22 C21 178.43(15) . . . . ?
C28 C23 C24 C25 0.3(3) . . . . ?
N1 C23 C24 C25 179.72(17) . . . . ?
C23 C24 C25 C26 1.2(3) . . . . ?
C24 C25 C26 C27 -1.0(4) . . . . ?
C25 C26 C27 C28 -0.8(4) . . . . ?
C24 C23 C28 C27 -2.1(3) . . . . ?
N1 C23 C28 C27 178.5(2) . . . . ?
C26 C27 C28 C23 2.4(4) . . . . ?
C18 C17 N1 C14 148.03(17) . . . . ?
C22 C17 N1 C14 -32.4(2) . . . . ?
C18 C17 N1 C23 -21.4(2) . . . . ?
C22 C17 N1 C23 158.16(15) . . . . ?
C13 C14 N1 C17 146.64(16) . . . . ?
C15 C14 N1 C17 -35.2(2) . . . . ?
C13 C14 N1 C23 -43.7(2) . . . . ?
C15 C14 N1 C23 134.47(16) . . . . ?
C28 C23 N1 C17 -55.3(2) . . . . ?
C24 C23 N1 C17 125.32(18) . . . . ?
C28 C23 N1 C14 134.77(19) . . . . ?
C24 C23 N1 C14 -44.6(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        24.71
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         0.131
_refine_diff_density_min         -0.138
_refine_diff_density_rms         0.035
