# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_3b
_database_code_depnum_ccdc_archive 'CCDC 1577618'
_audit_update_record             
;
2017-10-01 deposited with the CCDC.
2017-10-25 downloaded from the CCDC.
;
_audit_creation_date             2014-10-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H31 N, 1(C6 H6)'
_chemical_formula_sum            'C40 H37 N'
_chemical_formula_weight         531.70
_chemical_melting_point          ?
_chemical_oxdiff_formula         C24H19N
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8521(3)
_cell_length_b                   10.1991(4)
_cell_length_c                   16.8567(6)
_cell_angle_alpha                99.880(3)
_cell_angle_beta                 95.857(3)
_cell_angle_gamma                116.117(3)
_cell_volume                     1467.81(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9158
_cell_measurement_temperature    290.81(10)
_cell_measurement_theta_max      73.6738
_cell_measurement_theta_min      2.7138
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.517
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15594
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.837
_diffrn_reflns_theta_min         2.716
_diffrn_ambient_temperature      290.81(10)
_diffrn_detector_area_resol_mean 10.6501
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -46.00   31.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063   37.0000  -60.0000 77

#__ type_ start__ end____ width___ exp.time_
  2 omega  -42.00    3.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063   37.0000  120.0000 45

#__ type_ start__ end____ width___ exp.time_
  3 omega -120.00   -3.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063  -19.0000  120.0000 117

#__ type_ start__ end____ width___ exp.time_
  4 omega   38.00   85.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       39.9063 -125.0000   30.0000 47

#__ type_ start__ end____ width___ exp.time_
  5 omega    2.00   34.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       39.9063  -99.0000   30.0000 32

#__ type_ start__ end____ width___ exp.time_
  6 omega   35.00   96.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       39.9063 -125.0000 -180.0000 61

#__ type_ start__ end____ width___ exp.time_
  7 omega   42.00   87.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -45.0000  -90.0000 45

#__ type_ start__ end____ width___ exp.time_
  8 omega   40.00  109.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -94.0000  120.0000 69

#__ type_ start__ end____ width___ exp.time_
  9 omega   66.00   91.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -30.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 10 omega   46.00   90.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -45.0000   90.0000 44

#__ type_ start__ end____ width___ exp.time_
 11 omega   47.00  177.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   15.0000 -180.0000 130

#__ type_ start__ end____ width___ exp.time_
 12 omega   36.00   62.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -45.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
 13 omega   32.00   90.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -30.0000 -150.0000 58

#__ type_ start__ end____ width___ exp.time_
 14 omega   27.00  106.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -94.0000   30.0000 79

#__ type_ start__ end____ width___ exp.time_
 15 omega   94.00  128.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -77.0000  170.0000 34

#__ type_ start__ end____ width___ exp.time_
 16 omega   33.00   86.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -45.0000    0.0000 53

#__ type_ start__ end____ width___ exp.time_
 17 omega  120.00  176.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   45.0000 -150.0000 56

#__ type_ start__ end____ width___ exp.time_
 18 omega   33.00   96.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -45.0000  150.0000 63

#__ type_ start__ end____ width___ exp.time_
 19 omega   72.00  101.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -94.0000 -180.0000 29

#__ type_ start__ end____ width___ exp.time_
 20 omega   67.00  121.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801 -125.0000    0.0000 54

#__ type_ start__ end____ width___ exp.time_
 21 omega -114.00  -10.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063  -57.0000   60.0000 104

#__ type_ start__ end____ width___ exp.time_
 22 omega -114.00  -10.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063  -57.0000  -30.0000 104

#__ type_ start__ end____ width___ exp.time_
 23 omega    1.00   82.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       39.9063  -99.0000 -180.0000 81

#__ type_ start__ end____ width___ exp.time_
 24 omega    6.00  119.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       39.9063   77.0000 -180.0000 113

#__ type_ start__ end____ width___ exp.time_
 25 omega    6.00  119.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       39.9063   77.0000  -90.0000 113

#__ type_ start__ end____ width___ exp.time_
 26 omega   80.00  178.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   45.0000  -90.0000 98

#__ type_ start__ end____ width___ exp.time_
 27 omega   46.00  178.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   15.0000   30.0000 132

#__ type_ start__ end____ width___ exp.time_
 28 omega   74.00   99.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   77.0000   60.0000 25
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1636011000
_diffrn_orient_matrix_UB_12      0.1181091000
_diffrn_orient_matrix_UB_13      0.0465841000
_diffrn_orient_matrix_UB_21      -0.0105843000
_diffrn_orient_matrix_UB_22      -0.0933399000
_diffrn_orient_matrix_UB_23      0.0641024000
_diffrn_orient_matrix_UB_31      0.0687335000
_diffrn_orient_matrix_UB_32      -0.0860479000
_diffrn_orient_matrix_UB_33      -0.0518448000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5245
_reflns_number_total             5810
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     430
_refine_ls_number_reflns         5810
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²+0.4176P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1072
_refine_ls_wR_factor_ref         0.1105
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C37A-C36A \\sim C38A-C37A \\sim C38B-C37B \\sim C37B-C36B \\sim C41A-C36A
\\sim C41B-C36B \\sim C41B-
 C40B \\sim C41A-C40A \\sim C40B-C39B \\sim C40A-C39A \\sim C39B-C38B \\sim
C39A-C38A
 with sigma of 0.002
3. Others
 Sof(C36B)=Sof(H36B)=Sof(C41B)=Sof(H41B)=Sof(C37B)=Sof(H37B)=Sof(C38B)=
 Sof(H38B)=Sof(C39B)=Sof(H39B)=Sof(C40B)=Sof(H40B)=1-FVAR(1)
 Sof(C37A)=Sof(H37A)=Sof(C38A)=Sof(H38A)=Sof(C39A)=Sof(H39A)=Sof(C40A)=
 Sof(H40A)=Sof(C41A)=Sof(H41A)=Sof(C36A)=Sof(H36A)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
4.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C15(H15), C17(H17), C18(H18), C23(H23), C24(H24),
 C26(H26), C27(H27), C30(H30), C31(H31), C33(H33), C34(H34), C36B(H36B),
 C37A(H37A), C38A(H38A), C39A(H39A), C40A(H40A), C41A(H41A), C41B(H41B),
 C37B(H37B), C38B(H38B), C39B(H39B), C40B(H40B), C36A(H36A)
4.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C28(H28A,H28B,
 H28C), C35(H35A,H35B,H35C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.61864(10) 0.82782(10) 0.12738(6) 0.0248(2) Uani 1 1 d . . . . .
C2 C 0.74007(12) 0.82561(13) 0.17532(7) 0.0258(2) Uani 1 1 d . . . . .
C3 C 0.80168(12) 0.94427(12) 0.24338(7) 0.0260(2) Uani 1 1 d . . . . .
C4 C 0.71202(12) 1.02236(12) 0.23875(7) 0.0245(2) Uani 1 1 d . . . . .
C5 C 0.60076(12) 0.94919(12) 0.16594(7) 0.0237(2) Uani 1 1 d . . . . .
C6 C 0.71461(12) 1.14668(12) 0.29588(7) 0.0244(2) Uani 1 1 d . . . . .
C7 C 0.81391(13) 1.21403(13) 0.37396(7) 0.0292(2) Uani 1 1 d . . . . .
H7 H 0.8815 1.1778 0.3897 0.035 Uiso 1 1 calc R . . . .
C8 C 0.81300(14) 1.33155(13) 0.42713(7) 0.0308(3) Uani 1 1 d . . . . .
H8 H 0.8775 1.3715 0.4787 0.037 Uiso 1 1 calc R . . . .
C9 C 0.71585(14) 1.39220(13) 0.40459(7) 0.0296(2) Uani 1 1 d . . . . .
C10 C 0.61661(13) 1.32537(13) 0.32922(7) 0.0280(2) Uani 1 1 d . . . . .
H10 H 0.5518 1.3648 0.3138 0.034 Uiso 1 1 calc R . . . .
C11 C 0.60877(12) 1.19970(12) 0.27426(7) 0.0244(2) Uani 1 1 d . . . . .
C12 C 0.71868(17) 1.52521(16) 0.46148(8) 0.0415(3) Uani 1 1 d . . . . .
H12A H 0.6586 1.5617 0.4327 0.062 Uiso 1 1 calc GR . . . .
H12B H 0.8232 1.6037 0.4800 0.062 Uiso 1 1 calc GR . . . .
H12C H 0.6760 1.4949 0.5080 0.062 Uiso 1 1 calc GR . . . .
C13 C 0.49016(12) 0.99965(12) 0.14154(7) 0.0238(2) Uani 1 1 d . . . . .
C14 C 0.49524(12) 1.12497(12) 0.19666(7) 0.0241(2) Uani 1 1 d . . . . .
C15 C 0.38782(13) 1.17579(12) 0.17489(7) 0.0270(2) Uani 1 1 d . . . . .
H15 H 0.3902 1.2568 0.2113 0.032 Uiso 1 1 calc R . . . .
C16 C 0.27965(13) 1.11162(13) 0.10254(7) 0.0282(2) Uani 1 1 d . . . . .
C17 C 0.27781(13) 0.99008(13) 0.04828(7) 0.0289(2) Uani 1 1 d . . . . .
H17 H 0.2069 0.9455 -0.0013 0.035 Uiso 1 1 calc R . . . .
C18 C 0.37903(13) 0.93559(13) 0.06708(7) 0.0280(2) Uani 1 1 d . . . . .
H18 H 0.3745 0.8544 0.0299 0.034 Uiso 1 1 calc R . . . .
C19 C 0.16675(15) 1.16958(14) 0.08294(8) 0.0362(3) Uani 1 1 d . . . . .
H19A H 0.0656 1.0981 0.0871 0.054 Uiso 1 1 calc GR . . . .
H19B H 0.1650 1.1837 0.0281 0.054 Uiso 1 1 calc GR . . . .
H19C H 0.1976 1.2639 0.1211 0.054 Uiso 1 1 calc GR . . . .
C20 C 0.52025(13) 0.70745(13) 0.05442(7) 0.0267(2) Uani 1 1 d . . . . .
H20A H 0.5748 0.6530 0.0349 0.032 Uiso 1 1 calc R . . . .
H20B H 0.4994 0.7517 0.0112 0.032 Uiso 1 1 calc R . . . .
C21 C 0.36842(13) 0.59794(13) 0.07192(8) 0.0313(3) Uani 1 1 d . . . . .
H21A H 0.3064 0.5230 0.0223 0.047 Uiso 1 1 calc GR . . . .
H21B H 0.3145 0.6515 0.0918 0.047 Uiso 1 1 calc GR . . . .
H21C H 0.3883 0.5500 0.1127 0.047 Uiso 1 1 calc GR . . . .
C22 C 0.79126(12) 0.70983(13) 0.15372(7) 0.0253(2) Uani 1 1 d . . . . .
C23 C 0.93479(13) 0.74992(13) 0.13188(7) 0.0285(2) Uani 1 1 d . . . . .
H23 H 0.9942 0.8475 0.1270 0.034 Uiso 1 1 calc R . . . .
C24 C 0.98961(13) 0.64588(14) 0.11737(7) 0.0306(3) Uani 1 1 d . . . . .
H24 H 1.0855 0.6750 0.1030 0.037 Uiso 1 1 calc R . . . .
C25 C 0.90429(14) 0.49907(13) 0.12389(7) 0.0283(2) Uani 1 1 d . . . . .
C26 C 0.76101(14) 0.45906(14) 0.14518(8) 0.0319(3) Uani 1 1 d . . . . .
H26 H 0.7015 0.3612 0.1496 0.038 Uiso 1 1 calc R . . . .
C27 C 0.70531(13) 0.56240(14) 0.15994(8) 0.0311(3) Uani 1 1 d . . . . .
H27 H 0.6092 0.5329 0.1742 0.037 Uiso 1 1 calc R . . . .
C28 C 0.96628(16) 0.38760(15) 0.11055(8) 0.0374(3) Uani 1 1 d . . . . .
H28A H 0.8994 0.2978 0.1257 0.056 Uiso 1 1 calc GR . . . .
H28B H 1.0678 0.4307 0.1438 0.056 Uiso 1 1 calc GR . . . .
H28C H 0.9711 0.3632 0.0537 0.056 Uiso 1 1 calc GR . . . .
C29 C 0.93756(13) 0.97774(13) 0.30622(7) 0.0271(2) Uani 1 1 d . . . . .
C30 C 1.08180(15) 1.09249(15) 0.30831(8) 0.0387(3) Uani 1 1 d . . . . .
H30 H 1.0939 1.1510 0.2703 0.046 Uiso 1 1 calc R . . . .
C31 C 1.20917(15) 1.12246(16) 0.36595(9) 0.0415(3) Uani 1 1 d . . . . .
H31 H 1.3047 1.2011 0.3659 0.050 Uiso 1 1 calc R . . . .
C32 C 1.19804(15) 1.03928(16) 0.42295(8) 0.0394(3) Uani 1 1 d . . . . .
C33 C 1.05371(19) 0.9241(2) 0.42075(12) 0.0662(5) Uani 1 1 d . . . . .
H33 H 1.0420 0.8659 0.4589 0.079 Uiso 1 1 calc R . . . .
C34 C 0.92567(16) 0.89296(19) 0.36309(10) 0.0547(4) Uani 1 1 d . . . . .
H34 H 0.8304 0.8136 0.3628 0.066 Uiso 1 1 calc R . . . .
C35 C 1.33817(18) 1.0701(2) 0.48408(11) 0.0594(4) Uani 1 1 d . . . . .
H35A H 1.3664 0.9916 0.4692 0.089 Uiso 1 1 calc GR . . . .
H35B H 1.3148 1.0732 0.5381 0.089 Uiso 1 1 calc GR . . . .
H35C H 1.4224 1.1650 0.4838 0.089 Uiso 1 1 calc GR . . . .
C36B C 0.8356(11) 0.5020(12) 0.6773(11) 0.054(3) Uani 0.483(11) 1 d . . P A 1
H36B H 0.9164 0.5864 0.6682 0.065 Uiso 0.483(11) 1 calc R . P A 1
C37A C 0.8844(10) 0.4093(9) 0.6779(8) 0.0453(15) Uani 0.517(11) 1 d . . P A 2
H37A H 0.9855 0.4442 0.6704 0.054 Uiso 0.517(11) 1 calc R . P A 2
C38A C 0.8094(8) 0.2699(6) 0.6939(3) 0.0465(12) Uani 0.517(11) 1 d . . P A 2
H38A H 0.8595 0.2120 0.6987 0.056 Uiso 0.517(11) 1 calc R . P A 2
C39A C 0.6586(8) 0.2183(6) 0.7025(4) 0.0505(17) Uani 0.517(11) 1 d . . P A 2
H39A H 0.6054 0.1236 0.7126 0.061 Uiso 0.517(11) 1 calc R . P A 2
C40A C 0.5857(6) 0.3051(9) 0.6964(5) 0.051(2) Uani 0.517(11) 1 d . . P A 2
H40A H 0.4839 0.2694 0.7029 0.062 Uiso 0.517(11) 1 calc R . P A 2
C41A C 0.6628(8) 0.4444(9) 0.6807(5) 0.0504(18) Uani 0.517(11) 1 d . . P A 2
H41A H 0.6125 0.5021 0.6755 0.060 Uiso 0.517(11) 1 calc R . P A 2
C41B C 0.6958(9) 0.4999(7) 0.6802(6) 0.0450(14) Uani 0.483(11) 1 d . . P A 1
H41B H 0.6843 0.5844 0.6764 0.054 Uiso 0.483(11) 1 calc R . P A 1
C37B C 0.8584(10) 0.3820(11) 0.6876(10) 0.068(3) Uani 0.483(11) 1 d . . P A 1
H37B H 0.9548 0.3861 0.6885 0.081 Uiso 0.483(11) 1 calc R . P A 1
C38B C 0.7349(11) 0.2556(7) 0.6964(4) 0.062(2) Uani 0.483(11) 1 d . . P A 1
H38B H 0.7474 0.1722 0.7021 0.075 Uiso 0.483(11) 1 calc R . P A 1
C39B C 0.5931(10) 0.2501(7) 0.6970(6) 0.056(2) Uani 0.483(11) 1 d . . P A 1
H39B H 0.5107 0.1635 0.7030 0.067 Uiso 0.483(11) 1 calc R . P A 1
C40B C 0.5731(6) 0.3724(9) 0.6887(3) 0.0449(13) Uani 0.483(11) 1 d . . P A 1
H40B H 0.4773 0.3691 0.6889 0.054 Uiso 0.483(11) 1 calc R . P A 1
C36A C 0.8140(9) 0.4986(9) 0.6726(10) 0.052(3) Uani 0.517(11) 1 d . . P A 2
H36A H 0.8679 0.5941 0.6637 0.063 Uiso 0.517(11) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.3848(14) . ?
N1 C5 1.3875(14) . ?
N1 C20 1.4664(14) . ?
C2 C3 1.3725(16) . ?
C2 C22 1.4817(15) . ?
C3 C4 1.4308(15) . ?
C3 C29 1.4883(15) . ?
C4 C5 1.3985(15) . ?
C4 C6 1.4434(15) . ?
C5 C13 1.4478(14) . ?
C6 C7 1.4131(16) . ?
C6 C11 1.4139(15) . ?
C7 H7 0.9300 . ?
C7 C8 1.3720(17) . ?
C8 H8 0.9300 . ?
C8 C9 1.4038(17) . ?
C9 C10 1.3774(17) . ?
C9 C12 1.5085(17) . ?
C10 H10 0.9300 . ?
C10 C11 1.4134(16) . ?
C11 C14 1.4669(15) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.4234(15) . ?
C13 C18 1.4176(15) . ?
C14 C15 1.4115(15) . ?
C15 H15 0.9300 . ?
C15 C16 1.3778(16) . ?
C16 C17 1.4005(17) . ?
C16 C19 1.5055(15) . ?
C17 H17 0.9300 . ?
C17 C18 1.3739(16) . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.5180(16) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.3969(15) . ?
C22 C27 1.3929(16) . ?
C23 H23 0.9300 . ?
C23 C24 1.3856(16) . ?
C24 H24 0.9300 . ?
C24 C25 1.3885(17) . ?
C25 C26 1.3909(17) . ?
C25 C28 1.5059(16) . ?
C26 H26 0.9300 . ?
C26 C27 1.3860(17) . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.3791(17) . ?
C29 C34 1.3779(18) . ?
C30 H30 0.9300 . ?
C30 C31 1.3871(18) . ?
C31 H31 0.9300 . ?
C31 C32 1.369(2) . ?
C32 C33 1.381(2) . ?
C32 C35 1.5110(18) . ?
C33 H33 0.9300 . ?
C33 C34 1.3885(19) . ?
C34 H34 0.9300 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36B H36B 0.9300 . ?
C36B C41B 1.3737(18) . ?
C36B C37B 1.3735(17) . ?
C37A H37A 0.9300 . ?
C37A C38A 1.3740(18) . ?
C37A C36A 1.3738(17) . ?
C38A H38A 0.9300 . ?
C38A C39A 1.3737(18) . ?
C39A H39A 0.9300 . ?
C39A C40A 1.3739(18) . ?
C40A H40A 0.9300 . ?
C40A C41A 1.3732(18) . ?
C41A H41A 0.9300 . ?
C41A C36A 1.3736(17) . ?
C41B H41B 0.9300 . ?
C41B C40B 1.3738(18) . ?
C37B H37B 0.9300 . ?
C37B C38B 1.3737(18) . ?
C38B H38B 0.9300 . ?
C38B C39B 1.3736(18) . ?
C39B H39B 0.9300 . ?
C39B C40B 1.3734(18) . ?
C40B H40B 0.9300 . ?
C36A H36A 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 N1 C5 108.23(9) . . ?
C2 N1 C20 122.59(9) . . ?
C5 N1 C20 128.80(9) . . ?
N1 C2 C22 123.34(10) . . ?
C3 C2 N1 109.72(10) . . ?
C3 C2 C22 126.95(10) . . ?
C2 C3 C4 106.68(10) . . ?
C2 C3 C29 123.48(10) . . ?
C4 C3 C29 129.83(10) . . ?
C3 C4 C6 131.51(10) . . ?
C5 C4 C3 107.52(10) . . ?
C5 C4 C6 120.83(10) . . ?
N1 C5 C4 107.84(9) . . ?
N1 C5 C13 129.96(10) . . ?
C4 C5 C13 122.19(10) . . ?
C7 C6 C4 122.98(10) . . ?
C7 C6 C11 118.35(10) . . ?
C11 C6 C4 118.62(10) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 C6 121.60(11) . . ?
C8 C7 H7 119.2 . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.83(11) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 C12 121.09(11) . . ?
C10 C9 C8 117.89(11) . . ?
C10 C9 C12 121.02(11) . . ?
C9 C10 H10 118.5 . . ?
C9 C10 C11 123.03(11) . . ?
C11 C10 H10 118.5 . . ?
C6 C11 C14 120.10(10) . . ?
C10 C11 C6 118.07(10) . . ?
C10 C11 C14 121.83(10) . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C5 117.03(10) . . ?
C18 C13 C5 125.33(10) . . ?
C18 C13 C14 117.64(10) . . ?
C13 C14 C11 121.09(10) . . ?
C15 C14 C11 120.60(10) . . ?
C15 C14 C13 118.30(10) . . ?
C14 C15 H15 118.3 . . ?
C16 C15 C14 123.39(11) . . ?
C16 C15 H15 118.3 . . ?
C15 C16 C17 117.65(10) . . ?
C15 C16 C19 121.07(11) . . ?
C17 C16 C19 121.28(10) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.12(11) . . ?
C18 C17 H17 119.4 . . ?
C13 C18 H18 119.1 . . ?
C17 C18 C13 121.88(11) . . ?
C17 C18 H18 119.1 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 H20A 109.2 . . ?
N1 C20 H20B 109.2 . . ?
N1 C20 C21 112.20(9) . . ?
H20A C20 H20B 107.9 . . ?
C21 C20 H20A 109.2 . . ?
C21 C20 H20B 109.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C2 119.88(10) . . ?
C27 C22 C2 122.03(10) . . ?
C27 C22 C23 117.94(10) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.73(11) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.37(11) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 C26 117.84(10) . . ?
C24 C25 C28 121.21(11) . . ?
C26 C25 C28 120.92(11) . . ?
C25 C26 H26 119.4 . . ?
C27 C26 C25 121.20(11) . . ?
C27 C26 H26 119.4 . . ?
C22 C27 H27 119.5 . . ?
C26 C27 C22 120.91(11) . . ?
C26 C27 H27 119.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C3 121.19(11) . . ?
C34 C29 C3 121.56(11) . . ?
C34 C29 C30 117.22(11) . . ?
C29 C30 H30 119.3 . . ?
C29 C30 C31 121.35(12) . . ?
C31 C30 H30 119.3 . . ?
C30 C31 H31 119.1 . . ?
C32 C31 C30 121.74(12) . . ?
C32 C31 H31 119.1 . . ?
C31 C32 C33 116.94(12) . . ?
C31 C32 C35 121.38(13) . . ?
C33 C32 C35 121.67(14) . . ?
C32 C33 H33 119.1 . . ?
C32 C33 C34 121.71(14) . . ?
C34 C33 H33 119.1 . . ?
C29 C34 C33 121.03(13) . . ?
C29 C34 H34 119.5 . . ?
C33 C34 H34 119.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C41B C36B H36B 119.4 . . ?
C37B C36B H36B 119.4 . . ?
C37B C36B C41B 121.3(7) . . ?
C38A C37A H37A 119.1 . . ?
C36A C37A H37A 119.1 . . ?
C36A C37A C38A 121.8(6) . . ?
C37A C38A H38A 120.8 . . ?
C39A C38A C37A 118.3(5) . . ?
C39A C38A H38A 120.8 . . ?
C38A C39A H39A 119.7 . . ?
C38A C39A C40A 120.7(5) . . ?
C40A C39A H39A 119.7 . . ?
C39A C40A H40A 119.9 . . ?
C41A C40A C39A 120.1(6) . . ?
C41A C40A H40A 119.9 . . ?
C40A C41A H41A 120.0 . . ?
C40A C41A C36A 120.1(5) . . ?
C36A C41A H41A 120.0 . . ?
C36B C41B H41B 120.1 . . ?
C36B C41B C40B 119.8(6) . . ?
C40B C41B H41B 120.1 . . ?
C36B C37B H37B 120.9 . . ?
C36B C37B C38B 118.1(7) . . ?
C38B C37B H37B 120.9 . . ?
C37B C38B H38B 119.4 . . ?
C39B C38B C37B 121.2(6) . . ?
C39B C38B H38B 119.4 . . ?
C38B C39B H39B 120.0 . . ?
C38B C39B C40B 120.0(6) . . ?
C40B C39B H39B 120.0 . . ?
C41B C40B H40B 120.3 . . ?
C39B C40B C41B 119.5(5) . . ?
C39B C40B H40B 120.3 . . ?
C37A C36A H36A 120.5 . . ?
C41A C36A C37A 118.9(6) . . ?
C41A C36A H36A 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C4 1.42(13) . . . . ?
N1 C2 C3 C29 -177.84(10) . . . . ?
N1 C2 C22 C23 111.98(13) . . . . ?
N1 C2 C22 C27 -72.66(15) . . . . ?
N1 C5 C13 C14 176.72(10) . . . . ?
N1 C5 C13 C18 -4.07(19) . . . . ?
C2 N1 C5 C4 -0.28(12) . . . . ?
C2 N1 C5 C13 -179.38(11) . . . . ?
C2 N1 C20 C21 99.88(12) . . . . ?
C2 C3 C4 C5 -1.57(12) . . . . ?
C2 C3 C4 C6 174.02(11) . . . . ?
C2 C3 C29 C30 102.95(15) . . . . ?
C2 C3 C29 C34 -75.12(17) . . . . ?
C2 C22 C23 C24 175.21(11) . . . . ?
C2 C22 C27 C26 -175.22(11) . . . . ?
C3 C2 C22 C23 -68.11(16) . . . . ?
C3 C2 C22 C27 107.26(14) . . . . ?
C3 C4 C5 N1 1.14(12) . . . . ?
C3 C4 C5 C13 -179.67(10) . . . . ?
C3 C4 C6 C7 -1.92(19) . . . . ?
C3 C4 C6 C11 -179.26(11) . . . . ?
C3 C29 C30 C31 -178.95(12) . . . . ?
C3 C29 C34 C33 179.17(16) . . . . ?
C4 C3 C29 C30 -76.13(17) . . . . ?
C4 C3 C29 C34 105.81(16) . . . . ?
C4 C5 C13 C14 -2.27(16) . . . . ?
C4 C5 C13 C18 176.94(10) . . . . ?
C4 C6 C7 C8 -179.60(11) . . . . ?
C4 C6 C11 C10 -177.48(10) . . . . ?
C4 C6 C11 C14 2.40(15) . . . . ?
C5 N1 C2 C3 -0.73(12) . . . . ?
C5 N1 C2 C22 179.20(10) . . . . ?
C5 N1 C20 C21 -72.13(14) . . . . ?
C5 C4 C6 C7 173.18(10) . . . . ?
C5 C4 C6 C11 -4.16(16) . . . . ?
C5 C13 C14 C11 0.50(15) . . . . ?
C5 C13 C14 C15 -179.40(9) . . . . ?
C5 C13 C18 C17 -179.95(11) . . . . ?
C6 C4 C5 N1 -175.02(9) . . . . ?
C6 C4 C5 C13 4.17(16) . . . . ?
C6 C7 C8 C9 -1.91(19) . . . . ?
C6 C11 C14 C13 -0.65(16) . . . . ?
C6 C11 C14 C15 179.25(10) . . . . ?
C7 C6 C11 C10 5.05(15) . . . . ?
C7 C6 C11 C14 -175.07(10) . . . . ?
C7 C8 C9 C10 3.05(18) . . . . ?
C7 C8 C9 C12 -177.63(12) . . . . ?
C8 C9 C10 C11 -0.03(18) . . . . ?
C9 C10 C11 C6 -4.04(17) . . . . ?
C9 C10 C11 C14 176.08(11) . . . . ?
C10 C11 C14 C13 179.23(10) . . . . ?
C10 C11 C14 C15 -0.88(16) . . . . ?
C11 C6 C7 C8 -2.25(17) . . . . ?
C11 C14 C15 C16 179.21(10) . . . . ?
C12 C9 C10 C11 -179.35(11) . . . . ?
C13 C14 C15 C16 -0.89(17) . . . . ?
C14 C13 C18 C17 -0.74(17) . . . . ?
C14 C15 C16 C17 -0.20(17) . . . . ?
C14 C15 C16 C19 179.35(11) . . . . ?
C15 C16 C17 C18 0.84(17) . . . . ?
C16 C17 C18 C13 -0.37(18) . . . . ?
C18 C13 C14 C11 -178.78(10) . . . . ?
C18 C13 C14 C15 1.32(15) . . . . ?
C19 C16 C17 C18 -178.71(11) . . . . ?
C20 N1 C2 C3 -174.19(10) . . . . ?
C20 N1 C2 C22 5.74(16) . . . . ?
C20 N1 C5 C4 172.64(10) . . . . ?
C20 N1 C5 C13 -6.46(19) . . . . ?
C22 C2 C3 C4 -178.51(10) . . . . ?
C22 C2 C3 C29 2.24(18) . . . . ?
C22 C23 C24 C25 0.08(18) . . . . ?
C23 C22 C27 C26 0.24(17) . . . . ?
C23 C24 C25 C26 0.28(18) . . . . ?
C23 C24 C25 C28 -178.16(11) . . . . ?
C24 C25 C26 C27 -0.39(18) . . . . ?
C25 C26 C27 C22 0.13(19) . . . . ?
C27 C22 C23 C24 -0.34(17) . . . . ?
C28 C25 C26 C27 178.05(11) . . . . ?
C29 C3 C4 C5 177.62(11) . . . . ?
C29 C3 C4 C6 -6.8(2) . . . . ?
C29 C30 C31 C32 0.4(2) . . . . ?
C30 C29 C34 C33 1.0(3) . . . . ?
C30 C31 C32 C33 -0.2(2) . . . . ?
C30 C31 C32 C35 178.36(15) . . . . ?
C31 C32 C33 C34 0.5(3) . . . . ?
C32 C33 C34 C29 -0.9(3) . . . . ?
C34 C29 C30 C31 -0.8(2) . . . . ?
C35 C32 C33 C34 -178.13(18) . . . . ?
C36B C41B C40B C39B 2.2(16) . . . . ?
C36B C37B C38B C39B -1.6(18) . . . . ?
C37A C38A C39A C40A -0.9(12) . . . . ?
C38A C37A C36A C41A -2(2) . . . . ?
C38A C39A C40A C41A 0.7(12) . . . . ?
C39A C40A C41A C36A -1.2(14) . . . . ?
C40A C41A C36A C37A 2.1(18) . . . . ?
C41B C36B C37B C38B 4(2) . . . . ?
C37B C36B C41B C40B -4(2) . . . . ?
C37B C38B C39B C40B -0.1(15) . . . . ?
C38B C39B C40B C41B -0.2(14) . . . . ?
C36A C37A C38A C39A 1.8(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1577622'
_audit_update_record             
;
2017-10-01 deposited with the CCDC.
2017-10-25 downloaded from the CCDC.
;
_audit_creation_date             2015-05-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H17 Cl4 N'
_chemical_formula_sum            'C30 H17 Cl4 N'
_chemical_formula_weight         533.24
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9632(3)
_cell_length_b                   11.2079(3)
_cell_length_c                   11.9471(4)
_cell_angle_alpha                64.541(2)
_cell_angle_beta                 74.712(2)
_cell_angle_gamma                75.154(2)
_cell_volume                     1146.18(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6857
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      31.65
_cell_measurement_theta_min      2.71
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.774
_exptl_absorpt_coefficient_mu    0.539
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_correction_T_min  0.6580
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0546 before and 0.0462 after correction.
The Ratio of minimum to maximum transmission is 0.8812.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            29287
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_min         2.148
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4627
_reflns_number_total             6617
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.53A (Bruker, 2008)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.53A (Bruker, 2008)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         6617
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0391
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0475P)²+0.7464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.1095
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C14(H14), C16(H16), C17(H17), C19(H19), C20(H20),
 C22(H22), C26(H26), C28(H28), C29(H29)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.95219(7) 0.97058(5) 0.38313(5) 0.03182(14) Uani 1 1 d . . . . .
Cl2 Cl 0.70357(5) 0.38896(5) 0.41782(5) 0.02554(12) Uani 1 1 d . . . . .
Cl3 Cl 1.59504(5) -0.25759(5) 0.41338(5) 0.02616(12) Uani 1 1 d . . . . .
Cl4 Cl 2.09897(6) 0.17486(6) -0.05907(6) 0.03311(14) Uani 1 1 d . . . . .
N1 N 1.49992(18) 0.54358(16) 0.17138(16) 0.0202(3) Uani 1 1 d . . . . .
C2 C 1.3576(2) 0.55286(18) 0.22425(18) 0.0191(4) Uani 1 1 d . . . . .
C3 C 1.3164(2) 0.42896(18) 0.25876(18) 0.0180(4) Uani 1 1 d . . . . .
C4 C 1.4407(2) 0.33909(18) 0.23548(18) 0.0176(4) Uani 1 1 d . . . . .
C5 C 1.5496(2) 0.41472(19) 0.17411(18) 0.0193(4) Uani 1 1 d . . . . .
C6 C 1.2611(2) 0.66266(18) 0.24982(18) 0.0198(4) Uani 1 1 d . . . . .
C7 C 1.2950(2) 0.7893(2) 0.2223(2) 0.0269(5) Uani 1 1 d . . . . .
H7 H 1.3837 0.8087 0.1773 0.032 Uiso 1 1 calc R . . . .
C8 C 1.2009(2) 0.8838(2) 0.2600(2) 0.0282(5) Uani 1 1 d . . . . .
H8 H 1.2257 0.9659 0.2406 0.034 Uiso 1 1 calc R . . . .
C9 C 1.0686(2) 0.85566(19) 0.3271(2) 0.0232(4) Uani 1 1 d . . . . .
C10 C 1.0277(2) 0.73737(18) 0.35127(18) 0.0212(4) Uani 1 1 d . . . . .
H10 H 0.9375 0.7215 0.3945 0.025 Uiso 1 1 calc R . . . .
C11 C 1.1212(2) 0.64027(18) 0.31112(18) 0.0189(4) Uani 1 1 d . . . . .
C12 C 1.1686(2) 0.41819(18) 0.29473(18) 0.0176(4) Uani 1 1 d . . . . .
C13 C 1.0721(2) 0.52025(18) 0.32679(17) 0.0179(4) Uani 1 1 d . . . . .
C14 C 0.9279(2) 0.51013(18) 0.36361(18) 0.0191(4) Uani 1 1 d . . . . .
H14 H 0.8642 0.5746 0.3886 0.023 Uiso 1 1 calc R . . . .
C15 C 0.8805(2) 0.40578(18) 0.36285(18) 0.0194(4) Uani 1 1 d . . . . .
C16 C 0.9720(2) 0.31211(18) 0.31849(18) 0.0203(4) Uani 1 1 d . . . . .
H16 H 0.9376 0.2467 0.3109 0.024 Uiso 1 1 calc R . . . .
C17 C 1.1140(2) 0.31824(18) 0.28616(18) 0.0192(4) Uani 1 1 d . . . . .
H17 H 1.1756 0.2551 0.2580 0.023 Uiso 1 1 calc R . . . .
C18 C 1.4733(2) 0.19456(18) 0.27686(18) 0.0178(4) Uani 1 1 d . . . . .
C19 C 1.3809(2) 0.10854(19) 0.36912(18) 0.0197(4) Uani 1 1 d . . . . .
H19 H 1.2942 0.1460 0.4032 0.024 Uiso 1 1 calc R . . . .
C20 C 1.4150(2) -0.02892(18) 0.41028(19) 0.0194(4) Uani 1 1 d . . . . .
H20 H 1.3521 -0.0838 0.4701 0.023 Uiso 1 1 calc R . . . .
C21 C 1.5467(2) -0.08343(18) 0.35966(19) 0.0200(4) Uani 1 1 d . . . . .
C22 C 1.6426(2) -0.00458(19) 0.27431(19) 0.0209(4) Uani 1 1 d . . . . .
H22 H 1.7304 -0.0442 0.2441 0.025 Uiso 1 1 calc R . . . .
C23 C 1.6092(2) 0.13635(19) 0.23174(18) 0.0191(4) Uani 1 1 d . . . . .
C24 C 1.6860(2) 0.36183(19) 0.11959(18) 0.0198(4) Uani 1 1 d . . . . .
C25 C 1.7135(2) 0.22177(19) 0.14592(18) 0.0193(4) Uani 1 1 d . . . . .
C26 C 1.8416(2) 0.1667(2) 0.08925(19) 0.0233(4) Uani 1 1 d . . . . .
H26 H 1.8597 0.0757 0.1051 0.028 Uiso 1 1 calc R . . . .
C27 C 1.9408(2) 0.2462(2) 0.01027(19) 0.0231(4) Uani 1 1 d . . . . .
C28 C 1.9167(2) 0.3824(2) -0.01754(19) 0.0240(4) Uani 1 1 d . . . . .
H28 H 1.9845 0.4349 -0.0711 0.029 Uiso 1 1 calc R . . . .
C29 C 1.7906(2) 0.4386(2) 0.03539(19) 0.0229(4) Uani 1 1 d . . . . .
H29 H 1.7736 0.5305 0.0151 0.027 Uiso 1 1 calc R . . . .
C30 C 1.5892(2) 0.6423(2) 0.14477(19) 0.0232(4) Uani 1 1 d . . . . .
H30A H 1.6855 0.5969 0.1510 0.028 Uiso 1 1 calc R . . . .
H30B H 1.5571 0.6808 0.2080 0.028 Uiso 1 1 calc R . . . .
C31 C 1.5865(3) 0.7543(2) 0.0150(2) 0.0312(5) Uani 1 1 d . . . . .
H31A H 1.6329 0.7189 -0.0483 0.047 Uiso 1 1 calc GR . . . .
H31B H 1.6344 0.8225 0.0070 0.047 Uiso 1 1 calc GR . . . .
H31C H 1.4905 0.7921 0.0042 0.047 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C9 1.737(2) . ?
Cl2 C15 1.740(2) . ?
Cl3 C21 1.7487(19) . ?
Cl4 C27 1.745(2) . ?
N1 C2 1.389(2) . ?
N1 C5 1.390(2) . ?
N1 C30 1.472(2) . ?
C2 C3 1.406(2) . ?
C2 C6 1.447(3) . ?
C3 C4 1.430(3) . ?
C3 C12 1.443(3) . ?
C4 C5 1.397(3) . ?
C4 C18 1.449(3) . ?
C5 C24 1.440(3) . ?
C6 C7 1.422(3) . ?
C6 C11 1.423(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.372(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.385(3) . ?
C9 C10 1.376(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.406(3) . ?
C11 C13 1.468(2) . ?
C12 C13 1.413(3) . ?
C12 C17 1.415(3) . ?
C13 C14 1.406(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.373(3) . ?
C15 C16 1.395(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.376(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.413(3) . ?
C18 C23 1.419(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.378(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.396(3) . ?
C21 C22 1.370(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.412(3) . ?
C23 C25 1.467(3) . ?
C24 C25 1.428(3) . ?
C24 C29 1.415(3) . ?
C25 C26 1.403(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.377(3) . ?
C27 C28 1.384(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.376(3) . ?
C29 H29 0.9300 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.520(3) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C5 108.54(15) . . ?
C2 N1 C30 124.95(17) . . ?
C5 N1 C30 125.12(17) . . ?
N1 C2 C3 108.21(17) . . ?
N1 C2 C6 129.75(17) . . ?
C3 C2 C6 121.97(18) . . ?
C2 C3 C4 107.16(17) . . ?
C2 C3 C12 119.58(17) . . ?
C4 C3 C12 132.86(17) . . ?
C3 C4 C18 133.08(17) . . ?
C5 C4 C3 106.87(16) . . ?
C5 C4 C18 119.40(17) . . ?
N1 C5 C4 108.76(17) . . ?
N1 C5 C24 128.70(17) . . ?
C4 C5 C24 122.47(17) . . ?
C7 C6 C2 125.72(19) . . ?
C7 C6 C11 117.29(18) . . ?
C11 C6 C2 116.97(16) . . ?
C6 C7 H7 119.0 . . ?
C8 C7 C6 122.1(2) . . ?
C8 C7 H7 119.0 . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C9 119.32(18) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 Cl1 119.73(15) . . ?
C10 C9 Cl1 119.18(17) . . ?
C10 C9 C8 121.1(2) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.56(19) . . ?
C11 C10 H10 119.7 . . ?
C6 C11 C13 120.51(18) . . ?
C10 C11 C6 119.42(17) . . ?
C10 C11 C13 119.99(18) . . ?
C13 C12 C3 118.51(16) . . ?
C13 C12 C17 118.22(18) . . ?
C17 C12 C3 122.89(18) . . ?
C12 C13 C11 119.94(17) . . ?
C14 C13 C11 120.74(18) . . ?
C14 C13 C12 119.11(17) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.47(18) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 Cl2 119.90(16) . . ?
C14 C15 C16 121.14(18) . . ?
C16 C15 Cl2 118.97(15) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 C15 118.81(18) . . ?
C17 C16 H16 120.6 . . ?
C12 C17 H17 119.2 . . ?
C16 C17 C12 121.67(18) . . ?
C16 C17 H17 119.2 . . ?
C19 C18 C4 122.86(18) . . ?
C19 C18 C23 118.37(17) . . ?
C23 C18 C4 118.49(16) . . ?
C18 C19 H19 118.9 . . ?
C20 C19 C18 122.26(18) . . ?
C20 C19 H19 118.9 . . ?
C19 C20 H20 121.0 . . ?
C19 C20 C21 118.08(17) . . ?
C21 C20 H20 121.0 . . ?
C20 C21 Cl3 119.14(14) . . ?
C22 C21 Cl3 118.87(15) . . ?
C22 C21 C20 121.89(18) . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.57(18) . . ?
C23 C22 H22 119.7 . . ?
C18 C23 C25 120.13(17) . . ?
C22 C23 C18 118.66(17) . . ?
C22 C23 C25 121.17(18) . . ?
C25 C24 C5 117.03(17) . . ?
C29 C24 C5 125.35(18) . . ?
C29 C24 C25 117.46(18) . . ?
C24 C25 C23 120.35(18) . . ?
C26 C25 C23 120.39(18) . . ?
C26 C25 C24 119.26(17) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.55(19) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 Cl4 119.51(17) . . ?
C26 C27 C28 121.45(19) . . ?
C28 C27 Cl4 119.03(15) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 C27 118.84(18) . . ?
C29 C28 H28 120.6 . . ?
C24 C29 H29 118.8 . . ?
C28 C29 C24 122.41(19) . . ?
C28 C29 H29 118.8 . . ?
N1 C30 H30A 109.0 . . ?
N1 C30 H30B 109.0 . . ?
N1 C30 C31 112.75(17) . . ?
H30A C30 H30B 107.8 . . ?
C31 C30 H30A 109.0 . . ?
C31 C30 H30B 109.0 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C9 C10 C11 -177.73(15) . . . . ?
Cl2 C15 C16 C17 -173.99(15) . . . . ?
Cl3 C21 C22 C23 -177.96(16) . . . . ?
Cl4 C27 C28 C29 178.73(16) . . . . ?
N1 C2 C3 C4 4.9(2) . . . . ?
N1 C2 C3 C12 -168.72(17) . . . . ?
N1 C2 C6 C7 1.2(3) . . . . ?
N1 C2 C6 C11 -176.94(19) . . . . ?
N1 C5 C24 C25 174.74(19) . . . . ?
N1 C5 C24 C29 -9.9(3) . . . . ?
C2 N1 C5 C4 -3.4(2) . . . . ?
C2 N1 C5 C24 173.55(19) . . . . ?
C2 N1 C30 C31 -88.3(2) . . . . ?
C2 C3 C4 C5 -6.9(2) . . . . ?
C2 C3 C4 C18 163.5(2) . . . . ?
C2 C3 C12 C13 -16.7(3) . . . . ?
C2 C3 C12 C17 156.20(19) . . . . ?
C2 C6 C7 C8 -173.9(2) . . . . ?
C2 C6 C11 C10 172.75(18) . . . . ?
C2 C6 C11 C13 -10.4(3) . . . . ?
C3 C2 C6 C7 177.7(2) . . . . ?
C3 C2 C6 C11 -0.4(3) . . . . ?
C3 C4 C5 N1 6.3(2) . . . . ?
C3 C4 C5 C24 -170.82(18) . . . . ?
C3 C4 C18 C19 -8.3(3) . . . . ?
C3 C4 C18 C23 177.9(2) . . . . ?
C3 C12 C13 C11 6.0(3) . . . . ?
C3 C12 C13 C14 -179.18(17) . . . . ?
C3 C12 C17 C16 -178.53(18) . . . . ?
C4 C3 C12 C13 171.7(2) . . . . ?
C4 C3 C12 C17 -15.5(3) . . . . ?
C4 C5 C24 C25 -8.7(3) . . . . ?
C4 C5 C24 C29 166.62(19) . . . . ?
C4 C18 C19 C20 -178.06(19) . . . . ?
C4 C18 C23 C22 178.42(18) . . . . ?
C4 C18 C23 C25 0.4(3) . . . . ?
C5 N1 C2 C3 -1.0(2) . . . . ?
C5 N1 C2 C6 175.9(2) . . . . ?
C5 N1 C30 C31 106.7(2) . . . . ?
C5 C4 C18 C19 161.17(19) . . . . ?
C5 C4 C18 C23 -12.6(3) . . . . ?
C5 C24 C25 C23 -3.9(3) . . . . ?
C5 C24 C25 C26 176.37(18) . . . . ?
C5 C24 C29 C28 -177.2(2) . . . . ?
C6 C2 C3 C4 -172.28(18) . . . . ?
C6 C2 C3 C12 14.1(3) . . . . ?
C6 C7 C8 C9 0.1(3) . . . . ?
C6 C11 C13 C12 7.6(3) . . . . ?
C6 C11 C13 C14 -167.08(18) . . . . ?
C7 C6 C11 C10 -5.5(3) . . . . ?
C7 C6 C11 C13 171.37(18) . . . . ?
C7 C8 C9 Cl1 176.31(18) . . . . ?
C7 C8 C9 C10 -3.2(3) . . . . ?
C8 C9 C10 C11 1.8(3) . . . . ?
C9 C10 C11 C6 2.7(3) . . . . ?
C9 C10 C11 C13 -174.21(18) . . . . ?
C10 C11 C13 C12 -175.48(18) . . . . ?
C10 C11 C13 C14 9.8(3) . . . . ?
C11 C6 C7 C8 4.2(3) . . . . ?
C11 C13 C14 C15 171.78(18) . . . . ?
C12 C3 C4 C5 165.5(2) . . . . ?
C12 C3 C4 C18 -24.1(4) . . . . ?
C12 C13 C14 C15 -3.0(3) . . . . ?
C13 C12 C17 C16 -5.6(3) . . . . ?
C13 C14 C15 Cl2 176.05(15) . . . . ?
C13 C14 C15 C16 -4.0(3) . . . . ?
C14 C15 C16 C17 6.0(3) . . . . ?
C15 C16 C17 C12 -1.1(3) . . . . ?
C17 C12 C13 C11 -167.20(17) . . . . ?
C17 C12 C13 C14 7.6(3) . . . . ?
C18 C4 C5 N1 -165.61(17) . . . . ?
C18 C4 C5 C24 17.2(3) . . . . ?
C18 C19 C20 C21 1.1(3) . . . . ?
C18 C23 C25 C24 7.9(3) . . . . ?
C18 C23 C25 C26 -172.41(19) . . . . ?
C19 C18 C23 C22 4.3(3) . . . . ?
C19 C18 C23 C25 -173.67(18) . . . . ?
C19 C20 C21 Cl3 178.16(15) . . . . ?
C19 C20 C21 C22 2.0(3) . . . . ?
C20 C21 C22 C23 -1.8(3) . . . . ?
C21 C22 C23 C18 -1.5(3) . . . . ?
C21 C22 C23 C25 176.50(19) . . . . ?
C22 C23 C25 C24 -170.07(19) . . . . ?
C22 C23 C25 C26 9.6(3) . . . . ?
C23 C18 C19 C20 -4.2(3) . . . . ?
C23 C25 C26 C27 -178.92(19) . . . . ?
C24 C25 C26 C27 0.8(3) . . . . ?
C25 C24 C29 C28 -1.9(3) . . . . ?
C25 C26 C27 Cl4 -179.88(16) . . . . ?
C25 C26 C27 C28 -1.2(3) . . . . ?
C26 C27 C28 C29 0.0(3) . . . . ?
C27 C28 C29 C24 1.5(3) . . . . ?
C29 C24 C25 C23 -179.61(18) . . . . ?
C29 C24 C25 C26 0.7(3) . . . . ?
C30 N1 C2 C3 -168.07(18) . . . . ?
C30 N1 C2 C6 8.8(3) . . . . ?
C30 N1 C5 C4 163.64(18) . . . . ?
C30 N1 C5 C24 -19.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

#===END










####################################################################### 
# 
# 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_5a
_database_code_depnum_ccdc_archive 'CCDC 1577620'
_audit_update_record             
;
2017-10-01 deposited with the CCDC.
2017-10-25 downloaded from the CCDC.
;
_audit_creation_date             2014-10-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H25 N'
_chemical_formula_sum            'C35 H25 N'
_chemical_formula_weight         459.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H20N1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.1062(2)
_cell_length_b                   13.1190(3)
_cell_length_c                   18.1079(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.158(2)
_cell_angle_gamma                90
_cell_volume                     2382.11(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3441
_cell_measurement_temperature    287.84(10)
_cell_measurement_theta_max      73.8080
_cell_measurement_theta_min      3.3660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.560
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96889
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9069
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.972
_diffrn_reflns_theta_min         4.173
_diffrn_ambient_temperature      287.84(10)
_diffrn_detector_area_resol_mean 10.6501
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -9.00   32.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -39.9373   37.0000  -60.0000 41

#__ type_ start__ end____ width___ exp.time_
  2 omega  -45.00  -19.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -39.9373   37.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega  -34.00   22.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -39.9373   37.0000 -180.0000 56

#__ type_ start__ end____ width___ exp.time_
  4 omega -112.00  -11.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -39.9373  -57.0000   60.0000 101

#__ type_ start__ end____ width___ exp.time_
  5 omega  -16.00   25.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -39.9373   37.0000   30.0000 41

#__ type_ start__ end____ width___ exp.time_
  6 omega   25.00  105.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7491  -94.0000  150.0000 80

#__ type_ start__ end____ width___ exp.time_
  7 omega   50.00   79.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7491  -30.0000  150.0000 29

#__ type_ start__ end____ width___ exp.time_
  8 omega   33.00   94.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7491  -45.0000 -150.0000 61

#__ type_ start__ end____ width___ exp.time_
  9 omega   52.00   91.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7491  -30.0000  -60.0000 39

#__ type_ start__ end____ width___ exp.time_
 10 omega   46.00   85.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7491  -30.0000   60.0000 39

#__ type_ start__ end____ width___ exp.time_
 11 omega   97.00  123.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7491  125.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 12 omega  140.00  176.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7491  125.0000    0.0000 36

#__ type_ start__ end____ width___ exp.time_
 13 omega   36.00   97.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7491  -45.0000  -90.0000 61

#__ type_ start__ end____ width___ exp.time_
 14 omega   39.00   93.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7491  -45.0000  120.0000 54
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1476658000
_diffrn_orient_matrix_UB_12      -0.0286899000
_diffrn_orient_matrix_UB_13      -0.0005298000
_diffrn_orient_matrix_UB_21      -0.0086700000
_diffrn_orient_matrix_UB_22      0.0327158000
_diffrn_orient_matrix_UB_23      -0.0821317000
_diffrn_orient_matrix_UB_31      0.0413642000
_diffrn_orient_matrix_UB_32      0.1091744000
_diffrn_orient_matrix_UB_33      0.0244702000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3749
_reflns_number_total             4678
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.541
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4678
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0522P)²+0.5055P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1039
_refine_ls_wR_factor_ref         0.1131
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14), C15(H15), C16(H16),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C26(H26), C27(H27), C28(H28),
  C29(H29), C30(H30), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.33484(12) 0.47507(9) 0.11861(6) 0.0254(3) Uani 1 1 d . . . . .
C2 C 0.31491(14) 0.41340(11) 0.05606(7) 0.0256(3) Uani 1 1 d . . . . .
C3 C 0.25786(14) 0.46938(11) -0.00372(7) 0.0266(3) Uani 1 1 d . . . . .
C4 C 0.24123(13) 0.57069(11) 0.02287(7) 0.0250(3) Uani 1 1 d . . . . .
C5 C 0.28941(14) 0.57238(11) 0.09889(8) 0.0256(3) Uani 1 1 d . . . . .
C6 C 0.18994(14) 0.66237(11) -0.01446(8) 0.0268(3) Uani 1 1 d . . . . .
C7 C 0.14238(15) 0.66433(12) -0.09124(8) 0.0313(3) Uani 1 1 d . . . . .
H7 H 0.1412 0.6043 -0.1187 0.038 Uiso 1 1 calc R . . . .
C8 C 0.09783(16) 0.75326(13) -0.12618(9) 0.0356(3) Uani 1 1 d . . . . .
H8 H 0.0676 0.7530 -0.1768 0.043 Uiso 1 1 calc R . . . .
C9 C 0.09803(16) 0.84364(12) -0.08578(10) 0.0381(4) Uani 1 1 d . . . . .
H9 H 0.0680 0.9038 -0.1094 0.046 Uiso 1 1 calc R . . . .
C10 C 0.14281(16) 0.84370(12) -0.01075(9) 0.0361(3) Uani 1 1 d . . . . .
H10 H 0.1419 0.9044 0.0158 0.043 Uiso 1 1 calc R . . . .
C11 C 0.19017(14) 0.75380(11) 0.02714(8) 0.0293(3) Uani 1 1 d . . . . .
C12 C 0.24059(14) 0.75426(11) 0.10672(8) 0.0291(3) Uani 1 1 d . . . . .
C13 C 0.24067(16) 0.84433(12) 0.14915(9) 0.0353(3) Uani 1 1 d . . . . .
H13 H 0.2091 0.9042 0.1257 0.042 Uiso 1 1 calc R . . . .
C14 C 0.28573(16) 0.84701(13) 0.22399(10) 0.0382(4) Uani 1 1 d . . . . .
H14 H 0.2849 0.9078 0.2503 0.046 Uiso 1 1 calc R . . . .
C15 C 0.33264(16) 0.75783(13) 0.25997(9) 0.0354(3) Uani 1 1 d . . . . .
H15 H 0.3629 0.7590 0.3106 0.043 Uiso 1 1 calc R . . . .
C16 C 0.33424(14) 0.66793(12) 0.22071(8) 0.0304(3) Uani 1 1 d . . . . .
H16 H 0.3651 0.6089 0.2455 0.036 Uiso 1 1 calc R . . . .
C17 C 0.29004(14) 0.66341(11) 0.14354(8) 0.0270(3) Uani 1 1 d . . . . .
C18 C 0.39495(14) 0.43716(11) 0.19093(7) 0.0280(3) Uani 1 1 d . . . . .
H18A H 0.4619 0.4856 0.2117 0.034 Uiso 1 1 calc R . . . .
H18B H 0.4402 0.3735 0.1834 0.034 Uiso 1 1 calc R . . . .
C19 C 0.29855(15) 0.41939(11) 0.24711(7) 0.0280(3) Uani 1 1 d . . . . .
C20 C 0.16231(15) 0.42956(12) 0.22963(8) 0.0310(3) Uani 1 1 d . . . . .
H20 H 0.1271 0.4482 0.1816 0.037 Uiso 1 1 calc R . . . .
C21 C 0.07737(17) 0.41229(13) 0.28285(9) 0.0368(3) Uani 1 1 d . . . . .
H21 H -0.0142 0.4202 0.2705 0.044 Uiso 1 1 calc R . . . .
C22 C 0.12830(19) 0.38341(12) 0.35417(9) 0.0387(4) Uani 1 1 d . . . . .
H22 H 0.0712 0.3716 0.3898 0.046 Uiso 1 1 calc R . . . .
C23 C 0.26454(19) 0.37217(13) 0.37236(8) 0.0395(4) Uani 1 1 d . . . . .
H23 H 0.2991 0.3524 0.4202 0.047 Uiso 1 1 calc R . . . .
C24 C 0.34961(17) 0.39032(12) 0.31937(8) 0.0342(3) Uani 1 1 d . . . . .
H24 H 0.4412 0.3831 0.3320 0.041 Uiso 1 1 calc R . . . .
C25 C 0.34876(15) 0.30323(11) 0.05990(7) 0.0275(3) Uani 1 1 d . . . . .
C26 C 0.25506(19) 0.23346(13) 0.07897(10) 0.0435(4) Uani 1 1 d . . . . .
H26 H 0.1711 0.2560 0.0876 0.052 Uiso 1 1 calc R . . . .
C27 C 0.2856(2) 0.13082(14) 0.08519(11) 0.0531(5) Uani 1 1 d . . . . .
H27 H 0.2222 0.0850 0.0982 0.064 Uiso 1 1 calc R . . . .
C28 C 0.4099(2) 0.09588(13) 0.07225(9) 0.0437(4) Uani 1 1 d . . . . .
H28 H 0.4311 0.0271 0.0777 0.052 Uiso 1 1 calc R . . . .
C29 C 0.50188(18) 0.16410(14) 0.05129(11) 0.0455(4) Uani 1 1 d . . . . .
H29 H 0.5849 0.1410 0.0414 0.055 Uiso 1 1 calc R . . . .
C30 C 0.47133(16) 0.26737(13) 0.04482(10) 0.0386(4) Uani 1 1 d . . . . .
H30 H 0.5339 0.3127 0.0302 0.046 Uiso 1 1 calc R . . . .
C31 C 0.22566(14) 0.42760(11) -0.08012(7) 0.0263(3) Uani 1 1 d . . . . .
C32 C 0.32652(15) 0.41233(11) -0.12489(8) 0.0301(3) Uani 1 1 d . . . . .
H32 H 0.4144 0.4269 -0.1063 0.036 Uiso 1 1 calc R . . . .
C33 C 0.29712(16) 0.37559(12) -0.19715(8) 0.0325(3) Uani 1 1 d . . . . .
H33 H 0.3654 0.3653 -0.2263 0.039 Uiso 1 1 calc R . . . .
C34 C 0.16660(16) 0.35430(12) -0.22574(8) 0.0318(3) Uani 1 1 d . . . . .
H34 H 0.1467 0.3314 -0.2745 0.038 Uiso 1 1 calc R . . . .
C35 C 0.06552(15) 0.36743(12) -0.18113(8) 0.0324(3) Uani 1 1 d . . . . .
H35 H -0.0221 0.3519 -0.1997 0.039 Uiso 1 1 calc R . . . .
C36 C 0.09509(15) 0.40365(12) -0.10888(8) 0.0307(3) Uani 1 1 d . . . . .
H36 H 0.0269 0.4120 -0.0794 0.037 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.3862(18) . ?
N1 C5 1.3882(18) . ?
N1 C18 1.4605(17) . ?
C2 C3 1.3740(19) . ?
C2 C25 1.485(2) . ?
C3 C4 1.431(2) . ?
C3 C31 1.4859(19) . ?
C4 C5 1.4020(19) . ?
C4 C6 1.4439(19) . ?
C5 C17 1.442(2) . ?
C6 C7 1.414(2) . ?
C6 C11 1.416(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.376(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.393(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.378(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.417(2) . ?
C11 C12 1.467(2) . ?
C12 C13 1.409(2) . ?
C12 C17 1.425(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.393(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.378(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.414(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.512(2) . ?
C19 C20 1.380(2) . ?
C19 C24 1.3983(19) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.382(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.383(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.386(2) . ?
C24 H24 0.9300 . ?
C25 C26 1.391(2) . ?
C25 C30 1.384(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.383(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.384(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.377(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.391(2) . ?
C30 H30 0.9300 . ?
C31 C32 1.394(2) . ?
C31 C36 1.393(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.391(2) . ?
C33 H33 0.9300 . ?
C33 C34 1.384(2) . ?
C34 H34 0.9300 . ?
C34 C35 1.390(2) . ?
C35 H35 0.9300 . ?
C35 C36 1.389(2) . ?
C36 H36 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 N1 C5 108.47(11) . . ?
C2 N1 C18 122.40(12) . . ?
C5 N1 C18 129.13(12) . . ?
N1 C2 C25 121.38(12) . . ?
C3 C2 N1 109.62(12) . . ?
C3 C2 C25 128.96(13) . . ?
C2 C3 C4 106.67(12) . . ?
C2 C3 C31 123.92(13) . . ?
C4 C3 C31 129.40(12) . . ?
C3 C4 C6 131.82(13) . . ?
C5 C4 C3 107.71(12) . . ?
C5 C4 C6 120.46(13) . . ?
N1 C5 C4 107.54(12) . . ?
N1 C5 C17 129.73(13) . . ?
C4 C5 C17 122.71(13) . . ?
C7 C6 C4 122.26(14) . . ?
C7 C6 C11 119.05(13) . . ?
C11 C6 C4 118.68(13) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 C6 121.29(15) . . ?
C8 C7 H7 119.4 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.09(14) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.81(14) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 119.1 . . ?
C9 C10 C11 121.78(15) . . ?
C11 C10 H10 119.1 . . ?
C6 C11 C10 117.98(14) . . ?
C6 C11 C12 120.21(13) . . ?
C10 C11 C12 121.80(14) . . ?
C13 C12 C11 121.02(14) . . ?
C13 C12 C17 118.01(14) . . ?
C17 C12 C11 120.96(13) . . ?
C12 C13 H13 118.8 . . ?
C14 C13 C12 122.44(15) . . ?
C14 C13 H13 118.8 . . ?
C13 C14 H14 120.3 . . ?
C13 C14 C15 119.40(15) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.16(15) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 119.2 . . ?
C15 C16 C17 121.54(15) . . ?
C17 C16 H16 119.2 . . ?
C12 C17 C5 116.97(13) . . ?
C16 C17 C5 124.58(14) . . ?
C16 C17 C12 118.44(14) . . ?
N1 C18 H18A 108.5 . . ?
N1 C18 H18B 108.5 . . ?
N1 C18 C19 115.15(12) . . ?
H18A C18 H18B 107.5 . . ?
C19 C18 H18A 108.5 . . ?
C19 C18 H18B 108.5 . . ?
C20 C19 C18 122.61(13) . . ?
C20 C19 C24 118.83(14) . . ?
C24 C19 C18 118.56(13) . . ?
C19 C20 H20 119.6 . . ?
C19 C20 C21 120.74(14) . . ?
C21 C20 H20 119.6 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.22(16) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.70(15) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.10(14) . . ?
C24 C23 H23 119.9 . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.40(15) . . ?
C23 C24 H24 119.8 . . ?
C26 C25 C2 119.48(14) . . ?
C30 C25 C2 121.90(14) . . ?
C30 C25 C26 118.62(15) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.59(17) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.46(18) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 H28 120.4 . . ?
C29 C28 C27 119.29(16) . . ?
C29 C28 H28 120.4 . . ?
C28 C29 H29 119.8 . . ?
C28 C29 C30 120.37(17) . . ?
C30 C29 H29 119.8 . . ?
C25 C30 C29 120.61(16) . . ?
C25 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C32 C31 C3 120.23(13) . . ?
C36 C31 C3 121.25(13) . . ?
C36 C31 C32 118.52(13) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 C31 120.73(14) . . ?
C33 C32 H32 119.6 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.23(14) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 H34 120.2 . . ?
C33 C34 C35 119.52(13) . . ?
C35 C34 H34 120.2 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.16(14) . . ?
C36 C35 H35 119.9 . . ?
C31 C36 H36 119.6 . . ?
C35 C36 C31 120.80(14) . . ?
C35 C36 H36 119.6 . . ?

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
N1 C2 C3 C4 -0.11(16) . . . . ?
N1 C2 C3 C31 178.56(13) . . . . ?
N1 C2 C25 C26 86.85(18) . . . . ?
N1 C2 C25 C30 -93.33(18) . . . . ?
N1 C5 C17 C12 177.62(13) . . . . ?
N1 C5 C17 C16 -3.3(2) . . . . ?
N1 C18 C19 C20 5.4(2) . . . . ?
N1 C18 C19 C24 -175.35(13) . . . . ?
C2 N1 C5 C4 -0.25(15) . . . . ?
C2 N1 C5 C17 -178.93(14) . . . . ?
C2 N1 C18 C19 -104.54(15) . . . . ?
C2 C3 C4 C5 -0.05(16) . . . . ?
C2 C3 C4 C6 178.36(14) . . . . ?
C2 C3 C31 C32 -76.70(19) . . . . ?
C2 C3 C31 C36 103.83(17) . . . . ?
C2 C25 C26 C27 -177.97(17) . . . . ?
C2 C25 C30 C29 177.83(15) . . . . ?
C3 C2 C25 C26 -90.5(2) . . . . ?
C3 C2 C25 C30 89.3(2) . . . . ?
C3 C4 C5 N1 0.19(15) . . . . ?
C3 C4 C5 C17 178.98(12) . . . . ?
C3 C4 C6 C7 0.7(2) . . . . ?
C3 C4 C6 C11 -177.85(14) . . . . ?
C3 C31 C32 C33 -178.43(14) . . . . ?
C3 C31 C36 C35 178.11(14) . . . . ?
C4 C3 C31 C32 101.65(18) . . . . ?
C4 C3 C31 C36 -77.8(2) . . . . ?
C4 C5 C17 C12 -0.9(2) . . . . ?
C4 C5 C17 C16 178.19(13) . . . . ?
C4 C6 C7 C8 -177.93(14) . . . . ?
C4 C6 C11 C10 178.34(13) . . . . ?
C4 C6 C11 C12 -0.6(2) . . . . ?
C5 N1 C2 C3 0.22(16) . . . . ?
C5 N1 C2 C25 -177.59(13) . . . . ?
C5 N1 C18 C19 75.69(18) . . . . ?
C5 C4 C6 C7 178.99(13) . . . . ?
C5 C4 C6 C11 0.4(2) . . . . ?
C6 C4 C5 N1 -178.44(12) . . . . ?
C6 C4 C5 C17 0.3(2) . . . . ?
C6 C7 C8 C9 -0.5(2) . . . . ?
C6 C11 C12 C13 -179.52(13) . . . . ?
C6 C11 C12 C17 0.0(2) . . . . ?
C7 C6 C11 C10 -0.3(2) . . . . ?
C7 C6 C11 C12 -179.21(13) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
C8 C9 C10 C11 0.4(2) . . . . ?
C9 C10 C11 C6 -0.2(2) . . . . ?
C9 C10 C11 C12 178.65(15) . . . . ?
C10 C11 C12 C13 1.6(2) . . . . ?
C10 C11 C12 C17 -178.85(14) . . . . ?
C11 C6 C7 C8 0.7(2) . . . . ?
C11 C12 C13 C14 179.20(15) . . . . ?
C11 C12 C17 C5 0.7(2) . . . . ?
C11 C12 C17 C16 -178.44(13) . . . . ?
C12 C13 C14 C15 -0.4(2) . . . . ?
C13 C12 C17 C5 -179.77(13) . . . . ?
C13 C12 C17 C16 1.1(2) . . . . ?
C13 C14 C15 C16 0.3(2) . . . . ?
C14 C15 C16 C17 0.5(2) . . . . ?
C15 C16 C17 C5 179.71(14) . . . . ?
C15 C16 C17 C12 -1.2(2) . . . . ?
C17 C12 C13 C14 -0.3(2) . . . . ?
C18 N1 C2 C3 -179.58(12) . . . . ?
C18 N1 C2 C25 2.6(2) . . . . ?
C18 N1 C5 C4 179.54(13) . . . . ?
C18 N1 C5 C17 0.9(2) . . . . ?
C18 C19 C20 C21 179.84(14) . . . . ?
C18 C19 C24 C23 -179.29(14) . . . . ?
C19 C20 C21 C22 -0.7(2) . . . . ?
C20 C19 C24 C23 0.0(2) . . . . ?
C20 C21 C22 C23 0.3(2) . . . . ?
C21 C22 C23 C24 0.3(3) . . . . ?
C22 C23 C24 C19 -0.4(2) . . . . ?
C24 C19 C20 C21 0.6(2) . . . . ?
C25 C2 C3 C4 177.50(14) . . . . ?
C25 C2 C3 C31 -3.8(2) . . . . ?
C25 C26 C27 C28 -0.2(3) . . . . ?
C26 C25 C30 C29 -2.3(2) . . . . ?
C26 C27 C28 C29 -1.6(3) . . . . ?
C27 C28 C29 C30 1.4(3) . . . . ?
C28 C29 C30 C25 0.5(3) . . . . ?
C30 C25 C26 C27 2.2(3) . . . . ?
C31 C3 C4 C5 -178.62(14) . . . . ?
C31 C3 C4 C6 -0.2(3) . . . . ?
C31 C32 C33 C34 0.4(2) . . . . ?
C32 C31 C36 C35 -1.4(2) . . . . ?
C32 C33 C34 C35 -1.6(2) . . . . ?
C33 C34 C35 C36 1.3(2) . . . . ?
C34 C35 C36 C31 0.2(2) . . . . ?
C36 C31 C32 C33 1.1(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_4b
_database_code_depnum_ccdc_archive 'CCDC 1577619'
_audit_update_record             
;
2017-10-01 deposited with the CCDC.
2017-10-25 downloaded from the CCDC.
;
_audit_creation_date             2017-09-28
_audit_creation_method           
;
Olex2 1.2
(compiled Aug 10 2017 17:28:52 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H33 N'
_chemical_formula_sum            'C39 H33 N'
_chemical_formula_weight         515.66
_chemical_melting_point          ?
_chemical_oxdiff_formula         C39H40N1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.2655(5)
_cell_length_b                   11.6330(5)
_cell_length_c                   12.7175(6)
_cell_angle_alpha                109.469(4)
_cell_angle_beta                 101.265(4)
_cell_angle_gamma                91.218(4)
_cell_volume                     1398.13(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4917
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      73.7967
_cell_measurement_theta_min      3.7715
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.529
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90308
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10379
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.961
_diffrn_reflns_theta_min         3.775
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector_area_resol_mean 10.6501
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -48.00   35.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063   37.0000  120.0000 83

#__ type_ start__ end____ width___ exp.time_
  2 omega  -28.00   23.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063   37.0000  -90.0000 51

#__ type_ start__ end____ width___ exp.time_
  3 omega  -48.00    8.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063   37.0000   60.0000 56

#__ type_ start__ end____ width___ exp.time_
  4 omega  -91.00   -4.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063  125.0000  120.0000 87

#__ type_ start__ end____ width___ exp.time_
  5 omega  -89.00  -26.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063  -37.0000  -90.0000 63

#__ type_ start__ end____ width___ exp.time_
  6 omega   52.00   93.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       39.9063 -125.0000    0.0000 41

#__ type_ start__ end____ width___ exp.time_
  7 omega   55.00   91.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -30.0000 -120.0000 36

#__ type_ start__ end____ width___ exp.time_
  8 omega   31.00  136.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -77.0000  120.0000 105

#__ type_ start__ end____ width___ exp.time_
  9 omega   34.00  121.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801 -125.0000  -30.0000 87

#__ type_ start__ end____ width___ exp.time_
 10 omega   31.00   90.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -30.0000  -60.0000 59

#__ type_ start__ end____ width___ exp.time_
 11 omega   60.00   87.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -45.0000 -120.0000 27

#__ type_ start__ end____ width___ exp.time_
 12 omega   33.00   91.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801 -125.0000   30.0000 58

#__ type_ start__ end____ width___ exp.time_
 13 omega   93.00  119.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801 -125.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 14 omega   39.00   79.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -30.0000  120.0000 40

#__ type_ start__ end____ width___ exp.time_
 15 omega   69.00  109.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -94.0000   90.0000 40

#__ type_ start__ end____ width___ exp.time_
 16 omega   32.00   76.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -30.0000 -180.0000 44

#__ type_ start__ end____ width___ exp.time_
 17 omega   79.00  154.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   30.0000   90.0000 75

#__ type_ start__ end____ width___ exp.time_
 18 omega   56.00  133.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -61.0000  -30.0000 77

#__ type_ start__ end____ width___ exp.time_
 19 omega  114.00  142.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -15.0000   60.0000 28

#__ type_ start__ end____ width___ exp.time_
 20 omega   26.00  103.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -15.0000   60.0000 77

#__ type_ start__ end____ width___ exp.time_
 21 omega -116.00  -10.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063  -69.0000   19.0000 106

#__ type_ start__ end____ width___ exp.time_
 22 omega -114.00  -85.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9063  -57.0000  120.0000 29
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1415708000
_diffrn_orient_matrix_UB_12      -0.0385122000
_diffrn_orient_matrix_UB_13      0.0072389000
_diffrn_orient_matrix_UB_21      0.0048512000
_diffrn_orient_matrix_UB_22      0.1179888000
_diffrn_orient_matrix_UB_23      0.1029038000
_diffrn_orient_matrix_UB_31      -0.0596282000
_diffrn_orient_matrix_UB_32      0.0670709000
_diffrn_orient_matrix_UB_33      -0.0816377000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4674
_reflns_number_total             5488
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         5488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0590P)²+0.4486P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1146
_refine_ls_wR_factor_ref         0.1214
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C34(H34A,H34B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C15(H15), C17(H17), C18(H18), C21(H21), C22(H22),
 C24(H24), C25(H25), C28(H28), C29(H29), C31(H31), C32(H32), C36(H36), C37(H37),
  C38(H38), C39(H39), C40(H40)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C19(H19A,H19B,H19C), C26(H26A,H26B,H26C), C33(H33A,H33B,
 H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.31985(11) 0.20662(10) 0.23844(10) 0.0214(2) Uani 1 1 d . . . . .
C2 C 0.24549(13) 0.28288(12) 0.29311(11) 0.0205(3) Uani 1 1 d . . . . .
C3 C 0.20179(13) 0.24782(12) 0.38840(11) 0.0207(3) Uani 1 1 d . . . . .
C4 C 0.27178(12) 0.13142(12) 0.37523(11) 0.0206(3) Uani 1 1 d . . . . .
C5 C 0.33554(12) 0.11367(12) 0.28752(11) 0.0200(3) Uani 1 1 d . . . . .
C6 C 0.27627(13) 0.04653(12) 0.43516(11) 0.0209(3) Uani 1 1 d . . . . .
C7 C 0.21450(14) 0.06180(13) 0.52830(12) 0.0247(3) Uani 1 1 d . . . . .
H7 H 0.167139 0.131582 0.553566 0.030 Uiso 1 1 calc R . . . .
C8 C 0.22167(14) -0.02245(13) 0.58304(12) 0.0256(3) Uani 1 1 d . . . . .
H8 H 0.179164 -0.009985 0.645438 0.031 Uiso 1 1 calc R . . . .
C9 C 0.29089(13) -0.12673(13) 0.54817(12) 0.0241(3) Uani 1 1 d . . . . .
C10 C 0.35205(13) -0.14266(13) 0.45720(12) 0.0224(3) Uani 1 1 d . . . . .
H10 H 0.398928 -0.213056 0.433298 0.027 Uiso 1 1 calc R . . . .
C11 C 0.34770(12) -0.05878(12) 0.39849(11) 0.0206(3) Uani 1 1 d . . . . .
C12 C 0.29883(15) -0.21916(14) 0.60835(13) 0.0287(3) Uani 1 1 d . . . . .
H12A H 0.237557 -0.291795 0.561433 0.043 Uiso 1 1 calc GR . . . .
H12B H 0.273932 -0.183030 0.682253 0.043 Uiso 1 1 calc GR . . . .
H12C H 0.390175 -0.242681 0.620464 0.043 Uiso 1 1 calc GR . . . .
C13 C 0.40965(13) 0.01068(12) 0.24813(11) 0.0204(3) Uani 1 1 d . . . . .
C14 C 0.41500(13) -0.07679(12) 0.30372(11) 0.0209(3) Uani 1 1 d . . . . .
C15 C 0.48851(14) -0.17826(13) 0.26515(12) 0.0244(3) Uani 1 1 d . . . . .
H15 H 0.492900 -0.238413 0.300827 0.029 Uiso 1 1 calc R . . . .
C16 C 0.55418(14) -0.19257(13) 0.17708(12) 0.0269(3) Uani 1 1 d . . . . .
C17 C 0.54704(14) -0.10436(14) 0.12342(12) 0.0260(3) Uani 1 1 d . . . . .
H17 H 0.591554 -0.113732 0.062627 0.031 Uiso 1 1 calc R . . . .
C18 C 0.47616(13) -0.00459(13) 0.15814(12) 0.0234(3) Uani 1 1 d . . . . .
H18 H 0.472051 0.054414 0.121172 0.028 Uiso 1 1 calc R . . . .
C19 C 0.63735(19) -0.29850(16) 0.14149(15) 0.0387(4) Uani 1 1 d . . . . .
H19A H 0.731220 -0.271808 0.178761 0.058 Uiso 1 1 calc GR . . . .
H19B H 0.627923 -0.327109 0.058423 0.058 Uiso 1 1 calc GR . . . .
H19C H 0.606921 -0.365377 0.164159 0.058 Uiso 1 1 calc GR . . . .
C20 C 0.25355(13) 0.34667(12) 0.50583(11) 0.0215(3) Uani 1 1 d . . . . .
C21 C 0.38810(13) 0.39107(13) 0.53891(12) 0.0240(3) Uani 1 1 d . . . . .
H21 H 0.446245 0.357989 0.488975 0.029 Uiso 1 1 calc R . . . .
C22 C 0.43865(14) 0.48229(13) 0.64295(12) 0.0268(3) Uani 1 1 d . . . . .
H22 H 0.530553 0.510938 0.662635 0.032 Uiso 1 1 calc R . . . .
C23 C 0.35715(15) 0.53306(13) 0.71958(12) 0.0261(3) Uani 1 1 d . . . . .
C24 C 0.22319(15) 0.48764(13) 0.68710(12) 0.0267(3) Uani 1 1 d . . . . .
H24 H 0.165368 0.519735 0.737582 0.032 Uiso 1 1 calc R . . . .
C25 C 0.17229(14) 0.39645(13) 0.58251(12) 0.0253(3) Uani 1 1 d . . . . .
H25 H 0.080484 0.367512 0.562924 0.030 Uiso 1 1 calc R . . . .
C26 C 0.41214(17) 0.63214(15) 0.83271(13) 0.0349(4) Uani 1 1 d . . . . .
H26A H 0.443867 0.594829 0.890536 0.052 Uiso 1 1 calc GR . . . .
H26B H 0.341898 0.684697 0.855560 0.052 Uiso 1 1 calc GR . . . .
H26C H 0.486460 0.681388 0.825684 0.052 Uiso 1 1 calc GR . . . .
C27 C 0.20588(13) 0.38832(12) 0.25866(12) 0.0221(3) Uani 1 1 d . . . . .
C28 C 0.16286(14) 0.49287(13) 0.33051(13) 0.0262(3) Uani 1 1 d . . . . .
H28 H 0.154369 0.496779 0.404654 0.031 Uiso 1 1 calc R . . . .
C29 C 0.13231(15) 0.59149(13) 0.29418(14) 0.0291(3) Uani 1 1 d . . . . .
H29 H 0.104292 0.662344 0.344548 0.035 Uiso 1 1 calc R . . . .
C30 C 0.14193(15) 0.58841(14) 0.18598(14) 0.0308(3) Uani 1 1 d . . . . .
C31 C 0.18329(16) 0.48281(14) 0.11364(13) 0.0320(3) Uani 1 1 d . . . . .
H31 H 0.189891 0.478452 0.038953 0.038 Uiso 1 1 calc R . . . .
C32 C 0.21470(15) 0.38478(13) 0.14901(12) 0.0269(3) Uani 1 1 d . . . . .
H32 H 0.242623 0.314054 0.098397 0.032 Uiso 1 1 calc R . . . .
C33 C 0.1102(2) 0.69606(15) 0.14822(16) 0.0435(4) Uani 1 1 d . . . . .
H33A H 0.049002 0.744095 0.191997 0.065 Uiso 1 1 calc GR . . . .
H33B H 0.068098 0.666696 0.066711 0.065 Uiso 1 1 calc GR . . . .
H33C H 0.192665 0.747536 0.161342 0.065 Uiso 1 1 calc GR . . . .
C34 C 0.04661(13) 0.22341(12) 0.36002(11) 0.0221(3) Uani 1 1 d . . . . .
H34A H 0.021087 0.187831 0.414618 0.027 Uiso 1 1 calc R . . . .
H34B H 0.008381 0.303148 0.373245 0.027 Uiso 1 1 calc R . . . .
C35 C -0.01693(13) 0.14000(12) 0.24073(12) 0.0219(3) Uani 1 1 d . . . . .
C36 C -0.01508(13) 0.01321(13) 0.20812(12) 0.0242(3) Uani 1 1 d . . . . .
H36 H 0.033951 -0.021628 0.259566 0.029 Uiso 1 1 calc R . . . .
C37 C -0.08412(14) -0.06252(13) 0.10132(13) 0.0277(3) Uani 1 1 d . . . . .
H37 H -0.081406 -0.148713 0.079976 0.033 Uiso 1 1 calc R . . . .
C38 C -0.15721(14) -0.01326(14) 0.02531(13) 0.0286(3) Uani 1 1 d . . . . .
H38 H -0.205657 -0.065448 -0.047297 0.034 Uiso 1 1 calc R . . . .
C39 C -0.15884(14) 0.11236(14) 0.05625(13) 0.0288(3) Uani 1 1 d . . . . .
H39 H -0.208208 0.146784 0.004607 0.035 Uiso 1 1 calc R . . . .
C40 C -0.08849(14) 0.18828(13) 0.16260(13) 0.0262(3) Uani 1 1 d . . . . .
H40 H -0.089075 0.274538 0.182534 0.031 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.2955(17) . ?
N1 C5 1.4152(16) . ?
C2 C3 1.5395(18) . ?
C2 C27 1.4737(18) . ?
C3 C4 1.5215(18) . ?
C3 C20 1.5343(19) . ?
C3 C34 1.5608(17) . ?
C4 C5 1.3611(19) . ?
C4 C6 1.4312(18) . ?
C5 C13 1.4327(18) . ?
C6 C7 1.4123(19) . ?
C6 C11 1.4307(18) . ?
C7 H7 0.9500 . ?
C7 C8 1.374(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.405(2) . ?
C9 C10 1.3831(19) . ?
C9 C12 1.5087(18) . ?
C10 H10 0.9500 . ?
C10 C11 1.4093(18) . ?
C11 C14 1.4619(18) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.4159(18) . ?
C13 C18 1.4080(19) . ?
C14 C15 1.4142(19) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(2) . ?
C16 C17 1.405(2) . ?
C16 C19 1.5087(19) . ?
C17 H17 0.9500 . ?
C17 C18 1.3753(19) . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.3962(19) . ?
C20 C25 1.3943(19) . ?
C21 H21 0.9500 . ?
C21 C22 1.385(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.398(2) . ?
C23 C24 1.394(2) . ?
C23 C26 1.506(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.390(2) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.396(2) . ?
C27 C32 1.402(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.393(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.387(2) . ?
C30 C31 1.399(2) . ?
C30 C33 1.504(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.381(2) . ?
C32 H32 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.5079(18) . ?
C35 C36 1.3944(19) . ?
C35 C40 1.3953(19) . ?
C36 H36 0.9500 . ?
C36 C37 1.387(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.389(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.382(2) . ?
C39 H39 0.9500 . ?
C39 C40 1.388(2) . ?
C40 H40 0.9500 . ?

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 N1 C5 106.85(11) . . ?
N1 C2 C3 113.74(11) . . ?
N1 C2 C27 120.07(12) . . ?
C27 C2 C3 126.13(12) . . ?
C2 C3 C34 109.13(10) . . ?
C4 C3 C2 98.83(10) . . ?
C4 C3 C20 112.19(10) . . ?
C4 C3 C34 112.82(11) . . ?
C20 C3 C2 111.39(11) . . ?
C20 C3 C34 111.77(11) . . ?
C5 C4 C3 107.48(11) . . ?
C5 C4 C6 121.03(12) . . ?
C6 C4 C3 131.49(12) . . ?
N1 C5 C13 123.48(12) . . ?
C4 C5 N1 113.09(11) . . ?
C4 C5 C13 123.42(12) . . ?
C7 C6 C4 123.41(12) . . ?
C7 C6 C11 118.70(12) . . ?
C11 C6 C4 117.88(12) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 C6 121.19(13) . . ?
C8 C7 H7 119.4 . . ?
C7 C8 H8 119.5 . . ?
C7 C8 C9 121.04(13) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 C12 121.02(12) . . ?
C10 C9 C8 118.35(13) . . ?
C10 C9 C12 120.63(13) . . ?
C9 C10 H10 118.6 . . ?
C9 C10 C11 122.71(13) . . ?
C11 C10 H10 118.6 . . ?
C6 C11 C14 120.37(12) . . ?
C10 C11 C6 118.01(12) . . ?
C10 C11 C14 121.62(12) . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C5 117.52(12) . . ?
C18 C13 C5 122.24(12) . . ?
C18 C13 C14 120.24(12) . . ?
C13 C14 C11 119.77(12) . . ?
C15 C14 C11 122.67(12) . . ?
C15 C14 C13 117.56(12) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 C14 121.99(13) . . ?
C16 C15 H15 119.0 . . ?
C15 C16 C17 119.21(13) . . ?
C15 C16 C19 120.84(13) . . ?
C17 C16 C19 119.90(13) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.58(13) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 H18 119.8 . . ?
C17 C18 C13 120.42(13) . . ?
C17 C18 H18 119.8 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C3 119.40(12) . . ?
C25 C20 C3 123.25(12) . . ?
C25 C20 C21 117.35(13) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.43(13) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 H22 119.3 . . ?
C21 C22 C23 121.33(13) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 C26 121.32(13) . . ?
C24 C23 C22 117.21(13) . . ?
C24 C23 C26 121.47(14) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.49(13) . . ?
C25 C24 H24 119.3 . . ?
C20 C25 H25 119.4 . . ?
C24 C25 C20 121.19(13) . . ?
C24 C25 H25 119.4 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C2 123.38(13) . . ?
C28 C27 C32 118.23(13) . . ?
C32 C27 C2 118.38(12) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 C27 120.42(14) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 119.3 . . ?
C30 C29 C28 121.38(14) . . ?
C30 C29 H29 119.3 . . ?
C29 C30 C31 118.03(13) . . ?
C29 C30 C33 120.88(15) . . ?
C31 C30 C33 121.08(15) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 C30 121.09(14) . . ?
C32 C31 H31 119.5 . . ?
C27 C32 H32 119.6 . . ?
C31 C32 C27 120.84(14) . . ?
C31 C32 H32 119.6 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C3 C34 H34A 108.2 . . ?
C3 C34 H34B 108.2 . . ?
H34A C34 H34B 107.3 . . ?
C35 C34 C3 116.41(11) . . ?
C35 C34 H34A 108.2 . . ?
C35 C34 H34B 108.2 . . ?
C36 C35 C34 121.57(12) . . ?
C36 C35 C40 118.22(13) . . ?
C40 C35 C34 120.02(12) . . ?
C35 C36 H36 119.7 . . ?
C37 C36 C35 120.65(13) . . ?
C37 C36 H36 119.7 . . ?
C36 C37 H37 119.8 . . ?
C36 C37 C38 120.48(14) . . ?
C38 C37 H37 119.8 . . ?
C37 C38 H38 120.3 . . ?
C39 C38 C37 119.42(14) . . ?
C39 C38 H38 120.3 . . ?
C38 C39 H39 119.9 . . ?
C38 C39 C40 120.13(13) . . ?
C40 C39 H39 119.9 . . ?
C35 C40 H40 119.5 . . ?
C39 C40 C35 121.08(13) . . ?
C39 C40 H40 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C4 0.52(14) . . . . ?
N1 C2 C3 C20 118.65(12) . . . . ?
N1 C2 C3 C34 -117.48(12) . . . . ?
N1 C2 C27 C28 -159.63(13) . . . . ?
N1 C2 C27 C32 18.87(19) . . . . ?
N1 C5 C13 C14 -178.77(11) . . . . ?
N1 C5 C13 C18 1.6(2) . . . . ?
C2 N1 C5 C4 -0.68(15) . . . . ?
C2 N1 C5 C13 178.65(12) . . . . ?
C2 C3 C4 C5 -0.87(13) . . . . ?
C2 C3 C4 C6 -179.56(13) . . . . ?
C2 C3 C20 C21 -49.61(16) . . . . ?
C2 C3 C20 C25 129.82(13) . . . . ?
C2 C3 C34 C35 48.70(15) . . . . ?
C2 C27 C28 C29 177.25(13) . . . . ?
C2 C27 C32 C31 -177.75(13) . . . . ?
C3 C2 C27 C28 23.2(2) . . . . ?
C3 C2 C27 C32 -158.28(13) . . . . ?
C3 C4 C5 N1 1.01(15) . . . . ?
C3 C4 C5 C13 -178.31(12) . . . . ?
C3 C4 C6 C7 -2.9(2) . . . . ?
C3 C4 C6 C11 177.34(12) . . . . ?
C3 C20 C21 C22 178.47(12) . . . . ?
C3 C20 C25 C24 -178.71(12) . . . . ?
C3 C34 C35 C36 77.38(16) . . . . ?
C3 C34 C35 C40 -107.64(14) . . . . ?
C4 C3 C20 C21 60.14(16) . . . . ?
C4 C3 C20 C25 -120.43(14) . . . . ?
C4 C3 C34 C35 -60.10(15) . . . . ?
C4 C5 C13 C14 0.5(2) . . . . ?
C4 C5 C13 C18 -179.14(13) . . . . ?
C4 C6 C7 C8 179.98(13) . . . . ?
C4 C6 C11 C10 -179.87(11) . . . . ?
C4 C6 C11 C14 0.85(19) . . . . ?
C5 N1 C2 C3 0.03(15) . . . . ?
C5 N1 C2 C27 -177.46(11) . . . . ?
C5 C4 C6 C7 178.55(13) . . . . ?
C5 C4 C6 C11 -1.20(19) . . . . ?
C5 C13 C14 C11 -0.81(18) . . . . ?
C5 C13 C14 C15 -179.79(12) . . . . ?
C5 C13 C18 C17 179.54(13) . . . . ?
C6 C4 C5 N1 179.87(11) . . . . ?
C6 C4 C5 C13 0.5(2) . . . . ?
C6 C7 C8 C9 0.0(2) . . . . ?
C6 C11 C14 C13 0.14(19) . . . . ?
C6 C11 C14 C15 179.07(12) . . . . ?
C7 C6 C11 C10 0.36(19) . . . . ?
C7 C6 C11 C14 -178.91(12) . . . . ?
C7 C8 C9 C10 0.1(2) . . . . ?
C7 C8 C9 C12 179.95(13) . . . . ?
C8 C9 C10 C11 0.0(2) . . . . ?
C9 C10 C11 C6 -0.2(2) . . . . ?
C9 C10 C11 C14 179.02(13) . . . . ?
C10 C11 C14 C13 -179.11(12) . . . . ?
C10 C11 C14 C15 -0.2(2) . . . . ?
C11 C6 C7 C8 -0.3(2) . . . . ?
C11 C14 C15 C16 -178.49(13) . . . . ?
C12 C9 C10 C11 -179.84(12) . . . . ?
C13 C14 C15 C16 0.5(2) . . . . ?
C14 C13 C18 C17 -0.1(2) . . . . ?
C14 C15 C16 C17 -0.5(2) . . . . ?
C14 C15 C16 C19 177.01(14) . . . . ?
C15 C16 C17 C18 0.3(2) . . . . ?
C16 C17 C18 C13 0.0(2) . . . . ?
C18 C13 C14 C11 178.83(12) . . . . ?
C18 C13 C14 C15 -0.15(19) . . . . ?
C19 C16 C17 C18 -177.29(14) . . . . ?
C20 C3 C4 C5 -118.39(12) . . . . ?
C20 C3 C4 C6 62.92(18) . . . . ?
C20 C3 C34 C35 172.36(11) . . . . ?
C20 C21 C22 C23 0.5(2) . . . . ?
C21 C20 C25 C24 0.7(2) . . . . ?
C21 C22 C23 C24 0.3(2) . . . . ?
C21 C22 C23 C26 179.94(13) . . . . ?
C22 C23 C24 C25 -0.6(2) . . . . ?
C23 C24 C25 C20 0.0(2) . . . . ?
C25 C20 C21 C22 -1.0(2) . . . . ?
C26 C23 C24 C25 179.79(14) . . . . ?
C27 C2 C3 C4 177.83(12) . . . . ?
C27 C2 C3 C20 -64.05(16) . . . . ?
C27 C2 C3 C34 59.83(16) . . . . ?
C27 C28 C29 C30 0.8(2) . . . . ?
C28 C27 C32 C31 0.8(2) . . . . ?
C28 C29 C30 C31 0.1(2) . . . . ?
C28 C29 C30 C33 -179.30(14) . . . . ?
C29 C30 C31 C32 -0.5(2) . . . . ?
C30 C31 C32 C27 0.0(2) . . . . ?
C32 C27 C28 C29 -1.3(2) . . . . ?
C33 C30 C31 C32 178.87(15) . . . . ?
C34 C3 C4 C5 114.29(12) . . . . ?
C34 C3 C4 C6 -64.40(18) . . . . ?
C34 C3 C20 C21 -171.98(12) . . . . ?
C34 C3 C20 C25 7.45(18) . . . . ?
C34 C35 C36 C37 174.25(12) . . . . ?
C34 C35 C40 C39 -173.56(13) . . . . ?
C35 C36 C37 C38 -0.5(2) . . . . ?
C36 C35 C40 C39 1.6(2) . . . . ?
C36 C37 C38 C39 1.1(2) . . . . ?
C37 C38 C39 C40 -0.3(2) . . . . ?
C38 C39 C40 C35 -1.0(2) . . . . ?
C40 C35 C36 C37 -0.8(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_5b
_database_code_depnum_ccdc_archive 'CCDC 1577621'
_audit_update_record             
;
2017-10-01 deposited with the CCDC.
2017-10-25 downloaded from the CCDC.
;
_audit_creation_date             2014-10-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H33 N, C6 H6'
_chemical_formula_sum            'C45 H39 N'
_chemical_formula_weight         593.77
_chemical_melting_point          ?
_chemical_oxdiff_formula         C39H33N1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   5.95712(11)
_cell_length_b                   24.7533(5)
_cell_length_c                   22.2920(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.0305(17)
_cell_angle_gamma                90
_cell_volume                     3279.02(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8708
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      73.6576
_cell_measurement_theta_min      2.6689
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.518
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0193
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            18660
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.820
_diffrn_reflns_theta_min         2.671
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector_area_resol_mean 10.6501
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -48.00   24.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9012   37.0000 -180.0000 72

#__ type_ start__ end____ width___ exp.time_
  2 omega  -49.00   21.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9012   37.0000  -60.0000 70

#__ type_ start__ end____ width___ exp.time_
  3 omega -117.00  -67.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9012 -155.0000  -63.0000 50

#__ type_ start__ end____ width___ exp.time_
  4 omega   59.00   97.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       39.9012 -125.0000 -150.0000 38

#__ type_ start__ end____ width___ exp.time_
  5 omega   40.00   71.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853  -94.0000   90.0000 31

#__ type_ start__ end____ width___ exp.time_
  6 omega   82.00  108.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853  -94.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega   48.00   90.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853  -30.0000 -120.0000 42

#__ type_ start__ end____ width___ exp.time_
  8 omega   78.00  103.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853  -94.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
  9 omega   88.00  169.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853   61.0000    0.0000 81

#__ type_ start__ end____ width___ exp.time_
 10 omega   39.00   66.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853  -94.0000  150.0000 27

#__ type_ start__ end____ width___ exp.time_
 11 omega   41.00   83.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853  -30.0000 -150.0000 42

#__ type_ start__ end____ width___ exp.time_
 12 omega   24.00   59.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853  -94.0000    0.0000 35

#__ type_ start__ end____ width___ exp.time_
 13 omega   73.00  109.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853  -94.0000    0.0000 36

#__ type_ start__ end____ width___ exp.time_
 14 omega  137.00  165.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853  119.0000   -2.0000 28

#__ type_ start__ end____ width___ exp.time_
 15 omega   24.00   88.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853  -94.0000  -90.0000 64

#__ type_ start__ end____ width___ exp.time_
 16 omega   46.00   78.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7853  -30.0000  -30.0000 32

#__ type_ start__ end____ width___ exp.time_
 17 omega -114.00  -10.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9012  -57.0000  -90.0000 104

#__ type_ start__ end____ width___ exp.time_
 18 omega -114.00  -10.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9012  -57.0000   30.0000 104

#__ type_ start__ end____ width___ exp.time_
 19 omega  -96.00   -2.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9012  125.0000  -60.0000 94

#__ type_ start__ end____ width___ exp.time_
 20 omega -114.00  -10.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.9012  -57.0000  150.0000 104
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1249013000
_diffrn_orient_matrix_UB_12      0.0441318000
_diffrn_orient_matrix_UB_13      0.0379408000
_diffrn_orient_matrix_UB_21      0.1562794000
_diffrn_orient_matrix_UB_22      -0.0432683000
_diffrn_orient_matrix_UB_23      0.0299716000
_diffrn_orient_matrix_UB_31      0.1646734000
_diffrn_orient_matrix_UB_32      0.0075961000
_diffrn_orient_matrix_UB_33      -0.0496131000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5731
_reflns_number_total             6468
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.653
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         6468
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0599
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0634P)²+3.0337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1480
_refine_ls_wR_factor_ref         0.1537
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C15(H15), C17(H17), C18(H18), C22(H22), C23(H23),
 C24(H24), C25(H25), C26(H26), C28(H28), C29(H29), C31(H31), C32(H32), C35(H35),
  C36(H36), C38(H38), C39(H39), C41(H41), C42(H42), C43(H43), C44(H44),
 C45(H45), C46(H46)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C19(H19A,H19B,H19C), C33(H33A,H33B,H33C), C40(H40A,H40B,
 H40C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.0470(3) 0.50203(6) 0.29073(7) 0.0244(3) Uani 1 1 d . . . . .
C2 C -0.1655(3) 0.45957(7) 0.26284(8) 0.0218(4) Uani 1 1 d . . . . .
C3 C -0.0831(3) 0.41147(7) 0.28627(8) 0.0228(4) Uani 1 1 d . . . . .
C4 C 0.0943(3) 0.42463(7) 0.33025(8) 0.0212(3) Uani 1 1 d . . . . .
C5 C 0.1159(3) 0.48047(7) 0.33171(8) 0.0221(4) Uani 1 1 d . . . . .
C6 C 0.2431(3) 0.39054(7) 0.36743(8) 0.0229(4) Uani 1 1 d . . . . .
C7 C 0.2107(3) 0.33443(8) 0.37272(8) 0.0265(4) Uani 1 1 d . . . . .
H7 H 0.0870 0.3183 0.3521 0.032 Uiso 1 1 calc R . . . .
C8 C 0.3584(3) 0.30293(8) 0.40777(9) 0.0300(4) Uani 1 1 d . . . . .
H8 H 0.3320 0.2660 0.4110 0.036 Uiso 1 1 calc R . . . .
C9 C 0.5489(3) 0.32598(8) 0.43874(9) 0.0301(4) Uani 1 1 d . . . . .
C10 C 0.5794(3) 0.38097(8) 0.43453(8) 0.0285(4) Uani 1 1 d . . . . .
H10 H 0.7046 0.3964 0.4551 0.034 Uiso 1 1 calc R . . . .
C11 C 0.4285(3) 0.41487(7) 0.40036(8) 0.0239(4) Uani 1 1 d . . . . .
C12 C 0.7130(4) 0.29097(9) 0.47591(11) 0.0415(5) Uani 1 1 d . . . . .
H12A H 0.8231 0.2767 0.4507 0.062 Uiso 1 1 calc GR . . . .
H12B H 0.6334 0.2617 0.4932 0.062 Uiso 1 1 calc GR . . . .
H12C H 0.7869 0.3122 0.5075 0.062 Uiso 1 1 calc GR . . . .
C13 C 0.2943(3) 0.50728(7) 0.36755(7) 0.0221(4) Uani 1 1 d . . . . .
C14 C 0.4548(3) 0.47374(7) 0.40014(8) 0.0235(4) Uani 1 1 d . . . . .
C15 C 0.6348(3) 0.49903(8) 0.43357(8) 0.0273(4) Uani 1 1 d . . . . .
H15 H 0.7413 0.4773 0.4544 0.033 Uiso 1 1 calc R . . . .
C16 C 0.6611(3) 0.55431(8) 0.43702(8) 0.0272(4) Uani 1 1 d . . . . .
C17 C 0.5004(3) 0.58637(8) 0.40540(8) 0.0272(4) Uani 1 1 d . . . . .
H17 H 0.5132 0.6238 0.4075 0.033 Uiso 1 1 calc R . . . .
C18 C 0.3234(3) 0.56376(8) 0.37115(8) 0.0263(4) Uani 1 1 d . . . . .
H18 H 0.2209 0.5862 0.3499 0.032 Uiso 1 1 calc R . . . .
C19 C 0.8583(3) 0.57921(9) 0.47319(10) 0.0345(5) Uani 1 1 d . . . . .
H19A H 0.9896 0.5773 0.4507 0.052 Uiso 1 1 calc GR . . . .
H19B H 0.8852 0.5598 0.5103 0.052 Uiso 1 1 calc GR . . . .
H19C H 0.8254 0.6163 0.4816 0.052 Uiso 1 1 calc GR . . . .
C20 C -0.1347(3) 0.55760(8) 0.28824(9) 0.0287(4) Uani 1 1 d . . . . .
H20A H -0.1193 0.5727 0.3285 0.034 Uiso 1 1 calc R . . . .
H20B H -0.2941 0.5562 0.2760 0.034 Uiso 1 1 calc R . . . .
C21 C -0.0220(3) 0.59537(8) 0.24633(8) 0.0290(4) Uani 1 1 d . . . . .
C22 C 0.1791(3) 0.58194(8) 0.22102(9) 0.0297(4) Uani 1 1 d . . . . .
H22 H 0.2490 0.5490 0.2295 0.036 Uiso 1 1 calc R . . . .
C23 C 0.2723(4) 0.61882(9) 0.18293(9) 0.0380(5) Uani 1 1 d . . . . .
H23 H 0.4059 0.6100 0.1661 0.046 Uiso 1 1 calc R . . . .
C24 C 0.1732(4) 0.66814(10) 0.16926(10) 0.0438(5) Uani 1 1 d . . . . .
H24 H 0.2391 0.6922 0.1437 0.053 Uiso 1 1 calc R . . . .
C25 C -0.0252(4) 0.68093(9) 0.19416(10) 0.0430(5) Uani 1 1 d . . . . .
H25 H -0.0935 0.7141 0.1855 0.052 Uiso 1 1 calc R . . . .
C26 C -0.1241(4) 0.64497(8) 0.23197(9) 0.0332(4) Uani 1 1 d . . . . .
H26 H -0.2594 0.6539 0.2479 0.040 Uiso 1 1 calc R . . . .
C27 C -0.3347(3) 0.46799(7) 0.21212(8) 0.0229(4) Uani 1 1 d . . . . .
C28 C -0.2815(3) 0.49764(8) 0.16165(8) 0.0277(4) Uani 1 1 d . . . . .
H28 H -0.1414 0.5142 0.1612 0.033 Uiso 1 1 calc R . . . .
C29 C -0.4350(3) 0.50276(8) 0.11222(8) 0.0294(4) Uani 1 1 d . . . . .
H29 H -0.3963 0.5228 0.0792 0.035 Uiso 1 1 calc R . . . .
C30 C -0.6457(3) 0.47839(8) 0.11117(8) 0.0280(4) Uani 1 1 d . . . . .
C31 C -0.7002(3) 0.44995(8) 0.16180(9) 0.0280(4) Uani 1 1 d . . . . .
H31 H -0.8414 0.4340 0.1623 0.034 Uiso 1 1 calc R . . . .
C32 C -0.5487(3) 0.44486(8) 0.21169(8) 0.0253(4) Uani 1 1 d . . . . .
H32 H -0.5901 0.4259 0.2452 0.030 Uiso 1 1 calc R . . . .
C33 C -0.8091(4) 0.48233(10) 0.05676(9) 0.0392(5) Uani 1 1 d . . . . .
H33A H -0.8090 0.4490 0.0347 0.059 Uiso 1 1 calc GR . . . .
H33B H -0.7652 0.5113 0.0315 0.059 Uiso 1 1 calc GR . . . .
H33C H -0.9574 0.4891 0.0693 0.059 Uiso 1 1 calc GR . . . .
C34 C -0.1439(3) 0.35745(8) 0.25952(8) 0.0274(4) Uani 1 1 d . . . . .
C35 C -0.0064(3) 0.33160(8) 0.22008(9) 0.0319(4) Uani 1 1 d . . . . .
H35 H 0.1311 0.3471 0.2127 0.038 Uiso 1 1 calc R . . . .
C36 C -0.0683(4) 0.28395(9) 0.19188(10) 0.0385(5) Uani 1 1 d . . . . .
H36 H 0.0263 0.2683 0.1653 0.046 Uiso 1 1 calc R . . . .
C37 C -0.2730(4) 0.25855(8) 0.20270(9) 0.0356(5) Uani 1 1 d . . . . .
C38 C -0.4018(3) 0.28308(8) 0.24361(10) 0.0345(5) Uani 1 1 d . . . . .
H38 H -0.5357 0.2666 0.2526 0.041 Uiso 1 1 calc R . . . .
C39 C -0.3413(3) 0.33133(8) 0.27222(10) 0.0333(4) Uani 1 1 d . . . . .
H39 H -0.4332 0.3462 0.3000 0.040 Uiso 1 1 calc R . . . .
C40 C -0.3435(5) 0.20751(10) 0.17152(11) 0.0482(6) Uani 1 1 d . . . . .
H40A H -0.3436 0.1786 0.2003 0.072 Uiso 1 1 calc GR . . . .
H40B H -0.2402 0.1991 0.1417 0.072 Uiso 1 1 calc GR . . . .
H40C H -0.4920 0.2118 0.1525 0.072 Uiso 1 1 calc GR . . . .
C41 C -0.3650(5) 0.64466(10) 0.04519(12) 0.0491(6) Uani 1 1 d . . . . .
H41 H -0.3411 0.6375 0.0861 0.059 Uiso 1 1 calc R . . . .
C42 C -0.1995(5) 0.66917(11) 0.01609(13) 0.0554(7) Uani 1 1 d . . . . .
H42 H -0.0651 0.6785 0.0373 0.067 Uiso 1 1 calc R . . . .
C43 C -0.2286(7) 0.68013(14) -0.04333(15) 0.0740(10) Uani 1 1 d . . . . .
H43 H -0.1148 0.6971 -0.0627 0.089 Uiso 1 1 calc R . . . .
C44 C -0.4261(9) 0.66615(15) -0.07517(14) 0.0878(14) Uani 1 1 d . . . . .
H44 H -0.4460 0.6734 -0.1161 0.105 Uiso 1 1 calc R . . . .
C45 C -0.6001(7) 0.64047(14) -0.04502(18) 0.0792(11) Uani 1 1 d . . . . .
H45 H -0.7349 0.6307 -0.0658 0.095 Uiso 1 1 calc R . . . .
C46 C -0.5636(5) 0.63039(11) 0.01621(14) 0.0577(7) Uani 1 1 d . . . . .
H46 H -0.6747 0.6140 0.0372 0.069 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.388(2) . ?
N1 C5 1.392(2) . ?
N1 C20 1.471(2) . ?
C2 C3 1.377(3) . ?
C2 C27 1.475(2) . ?
C3 C4 1.428(2) . ?
C3 C34 1.498(3) . ?
C4 C5 1.388(3) . ?
C4 C6 1.443(2) . ?
C5 C13 1.445(2) . ?
C6 C7 1.408(3) . ?
C6 C11 1.417(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.377(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.407(3) . ?
C9 C10 1.377(3) . ?
C9 C12 1.510(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.413(3) . ?
C11 C14 1.466(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.426(2) . ?
C13 C18 1.410(3) . ?
C14 C15 1.409(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(3) . ?
C16 C17 1.396(3) . ?
C16 C19 1.509(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.377(3) . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.512(3) . ?
C21 C22 1.399(3) . ?
C21 C26 1.397(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.389(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.381(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.377(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.386(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.398(3) . ?
C27 C32 1.397(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.387(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.391(3) . ?
C30 C31 1.388(3) . ?
C30 C33 1.504(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.388(3) . ?
C32 H32 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C35 1.398(3) . ?
C34 C39 1.388(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.375(3) . ?
C36 H36 0.9300 . ?
C36 C37 1.408(3) . ?
C37 C38 1.374(3) . ?
C37 C40 1.488(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.389(3) . ?
C39 H39 0.9300 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 H41 0.9300 . ?
C41 C42 1.360(4) . ?
C41 C46 1.354(4) . ?
C42 H42 0.9300 . ?
C42 C43 1.351(4) . ?
C43 H43 0.9300 . ?
C43 C44 1.375(6) . ?
C44 H44 0.9300 . ?
C44 C45 1.424(6) . ?
C45 H45 0.9300 . ?
C45 C46 1.390(5) . ?
C46 H46 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 N1 C5 108.23(14) . . ?
C2 N1 C20 121.55(15) . . ?
C5 N1 C20 127.78(15) . . ?
N1 C2 C27 122.31(16) . . ?
C3 C2 N1 109.17(15) . . ?
C3 C2 C27 128.24(16) . . ?
C2 C3 C4 106.88(15) . . ?
C2 C3 C34 123.45(16) . . ?
C4 C3 C34 128.55(16) . . ?
C3 C4 C6 131.03(16) . . ?
C5 C4 C3 107.81(15) . . ?
C5 C4 C6 121.11(16) . . ?
N1 C5 C13 129.68(16) . . ?
C4 C5 N1 107.90(15) . . ?
C4 C5 C13 122.23(16) . . ?
C7 C6 C4 122.86(17) . . ?
C7 C6 C11 118.83(16) . . ?
C11 C6 C4 118.31(16) . . ?
C6 C7 H7 119.3 . . ?
C8 C7 C6 121.34(18) . . ?
C8 C7 H7 119.3 . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.66(18) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 C12 120.35(18) . . ?
C10 C9 C8 118.23(18) . . ?
C10 C9 C12 121.42(18) . . ?
C9 C10 H10 118.6 . . ?
C9 C10 C11 122.81(18) . . ?
C11 C10 H10 118.6 . . ?
C6 C11 C14 120.02(16) . . ?
C10 C11 C6 118.04(17) . . ?
C10 C11 C14 121.89(17) . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C5 117.06(16) . . ?
C18 C13 C5 124.72(16) . . ?
C18 C13 C14 118.21(16) . . ?
C13 C14 C11 120.84(16) . . ?
C15 C14 C11 121.16(17) . . ?
C15 C14 C13 117.97(17) . . ?
C14 C15 H15 118.3 . . ?
C16 C15 C14 123.35(18) . . ?
C16 C15 H15 118.3 . . ?
C15 C16 C17 117.70(17) . . ?
C15 C16 C19 121.09(18) . . ?
C17 C16 C19 121.20(18) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.35(18) . . ?
C18 C17 H17 119.3 . . ?
C13 C18 H18 119.3 . . ?
C17 C18 C13 121.40(18) . . ?
C17 C18 H18 119.3 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 H20A 108.4 . . ?
N1 C20 H20B 108.4 . . ?
N1 C20 C21 115.45(16) . . ?
H20A C20 H20B 107.5 . . ?
C21 C20 H20A 108.4 . . ?
C21 C20 H20B 108.4 . . ?
C22 C21 C20 122.14(18) . . ?
C26 C21 C20 118.67(18) . . ?
C26 C21 C22 119.18(19) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 C21 118.72(19) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 118.9 . . ?
C24 C23 C22 122.2(2) . . ?
C24 C23 H23 118.9 . . ?
C23 C24 H24 120.7 . . ?
C25 C24 C23 118.7(2) . . ?
C25 C24 H24 120.7 . . ?
C24 C25 H25 119.6 . . ?
C24 C25 C26 120.7(2) . . ?
C26 C25 H25 119.6 . . ?
C21 C26 H26 119.8 . . ?
C25 C26 C21 120.5(2) . . ?
C25 C26 H26 119.8 . . ?
C28 C27 C2 120.62(16) . . ?
C32 C27 C2 121.41(16) . . ?
C32 C27 C28 117.91(17) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.86(17) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 119.4 . . ?
C28 C29 C30 121.14(18) . . ?
C30 C29 H29 119.4 . . ?
C29 C30 C33 121.16(18) . . ?
C31 C30 C29 117.95(17) . . ?
C31 C30 C33 120.89(18) . . ?
C30 C31 H31 119.3 . . ?
C32 C31 C30 121.43(17) . . ?
C32 C31 H31 119.3 . . ?
C27 C32 H32 119.7 . . ?
C31 C32 C27 120.66(17) . . ?
C31 C32 H32 119.7 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 C3 121.54(17) . . ?
C39 C34 C3 121.26(17) . . ?
C39 C34 C35 117.20(18) . . ?
C34 C35 H35 119.0 . . ?
C36 C35 C34 122.0(2) . . ?
C36 C35 H35 119.0 . . ?
C35 C36 H36 119.6 . . ?
C35 C36 C37 120.8(2) . . ?
C37 C36 H36 119.6 . . ?
C36 C37 C40 121.2(2) . . ?
C38 C37 C36 116.56(19) . . ?
C38 C37 C40 122.2(2) . . ?
C37 C38 H38 118.5 . . ?
C37 C38 C39 123.1(2) . . ?
C39 C38 H38 118.5 . . ?
C34 C39 C38 120.17(19) . . ?
C34 C39 H39 119.9 . . ?
C38 C39 H39 119.9 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 H41 119.1 . . ?
C46 C41 H41 119.1 . . ?
C46 C41 C42 121.8(3) . . ?
C41 C42 H42 119.7 . . ?
C43 C42 C41 120.7(3) . . ?
C43 C42 H42 119.7 . . ?
C42 C43 H43 119.9 . . ?
C42 C43 C44 120.1(3) . . ?
C44 C43 H43 119.9 . . ?
C43 C44 H44 120.2 . . ?
C43 C44 C45 119.6(3) . . ?
C45 C44 H44 120.2 . . ?
C44 C45 H45 120.8 . . ?
C46 C45 C44 118.3(3) . . ?
C46 C45 H45 120.8 . . ?
C41 C46 C45 119.5(3) . . ?
C41 C46 H46 120.2 . . ?
C45 C46 H46 120.2 . . ?

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
N1 C2 C3 C4 -0.3(2) . . . . ?
N1 C2 C3 C34 -169.11(16) . . . . ?
N1 C2 C27 C28 52.1(3) . . . . ?
N1 C2 C27 C32 -130.63(19) . . . . ?
N1 C5 C13 C14 -172.14(17) . . . . ?
N1 C5 C13 C18 6.1(3) . . . . ?
N1 C20 C21 C22 -12.3(3) . . . . ?
N1 C20 C21 C26 166.94(17) . . . . ?
C2 N1 C5 C4 -1.5(2) . . . . ?
C2 N1 C5 C13 173.56(17) . . . . ?
C2 N1 C20 C21 -105.1(2) . . . . ?
C2 C3 C4 C5 -0.6(2) . . . . ?
C2 C3 C4 C6 -178.06(17) . . . . ?
C2 C3 C34 C35 96.3(2) . . . . ?
C2 C3 C34 C39 -82.7(2) . . . . ?
C2 C27 C28 C29 175.81(18) . . . . ?
C2 C27 C32 C31 -175.35(17) . . . . ?
C3 C2 C27 C28 -121.1(2) . . . . ?
C3 C2 C27 C32 56.1(3) . . . . ?
C3 C4 C5 N1 1.3(2) . . . . ?
C3 C4 C5 C13 -174.19(16) . . . . ?
C3 C4 C6 C7 -10.7(3) . . . . ?
C3 C4 C6 C11 169.91(18) . . . . ?
C3 C34 C35 C36 -175.18(19) . . . . ?
C3 C34 C39 C38 175.45(18) . . . . ?
C4 C3 C34 C35 -70.0(3) . . . . ?
C4 C3 C34 C39 111.0(2) . . . . ?
C4 C5 C13 C14 2.3(3) . . . . ?
C4 C5 C13 C18 -179.47(17) . . . . ?
C4 C6 C7 C8 178.79(17) . . . . ?
C4 C6 C11 C10 -177.17(16) . . . . ?
C4 C6 C11 C14 5.1(2) . . . . ?
C5 N1 C2 C3 1.1(2) . . . . ?
C5 N1 C2 C27 -173.28(16) . . . . ?
C5 N1 C20 C21 94.8(2) . . . . ?
C5 C4 C6 C7 172.19(17) . . . . ?
C5 C4 C6 C11 -7.2(2) . . . . ?
C5 C13 C14 C11 -4.3(2) . . . . ?
C5 C13 C14 C15 177.68(16) . . . . ?
C5 C13 C18 C17 -178.69(17) . . . . ?
C6 C4 C5 N1 179.03(15) . . . . ?
C6 C4 C5 C13 3.5(3) . . . . ?
C6 C7 C8 C9 -1.0(3) . . . . ?
C6 C11 C14 C13 0.6(3) . . . . ?
C6 C11 C14 C15 178.58(17) . . . . ?
C7 C6 C11 C10 3.4(3) . . . . ?
C7 C6 C11 C14 -174.35(16) . . . . ?
C7 C8 C9 C10 2.0(3) . . . . ?
C7 C8 C9 C12 -178.55(19) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C9 C10 C11 C6 -2.4(3) . . . . ?
C9 C10 C11 C14 175.29(18) . . . . ?
C10 C11 C14 C13 -177.00(17) . . . . ?
C10 C11 C14 C15 0.9(3) . . . . ?
C11 C6 C7 C8 -1.8(3) . . . . ?
C11 C14 C15 C16 -176.95(17) . . . . ?
C12 C9 C10 C11 -179.72(19) . . . . ?
C13 C14 C15 C16 1.0(3) . . . . ?
C14 C13 C18 C17 -0.5(3) . . . . ?
C14 C15 C16 C17 -0.2(3) . . . . ?
C14 C15 C16 C19 -179.57(18) . . . . ?
C15 C16 C17 C18 -1.0(3) . . . . ?
C16 C17 C18 C13 1.3(3) . . . . ?
C18 C13 C14 C11 177.31(16) . . . . ?
C18 C13 C14 C15 -0.7(2) . . . . ?
C19 C16 C17 C18 178.37(18) . . . . ?
C20 N1 C2 C3 -162.42(16) . . . . ?
C20 N1 C2 C27 23.2(3) . . . . ?
C20 N1 C5 C4 160.71(17) . . . . ?
C20 N1 C5 C13 -24.2(3) . . . . ?
C20 C21 C22 C23 -179.97(18) . . . . ?
C20 C21 C26 C25 179.39(19) . . . . ?
C21 C22 C23 C24 0.0(3) . . . . ?
C22 C21 C26 C25 -1.4(3) . . . . ?
C22 C23 C24 C25 -0.3(3) . . . . ?
C23 C24 C25 C26 -0.3(3) . . . . ?
C24 C25 C26 C21 1.1(3) . . . . ?
C26 C21 C22 C23 0.8(3) . . . . ?
C27 C2 C3 C4 173.66(17) . . . . ?
C27 C2 C3 C34 4.8(3) . . . . ?
C27 C28 C29 C30 -0.3(3) . . . . ?
C28 C27 C32 C31 2.0(3) . . . . ?
C28 C29 C30 C31 1.7(3) . . . . ?
C28 C29 C30 C33 -177.88(19) . . . . ?
C29 C30 C31 C32 -1.3(3) . . . . ?
C30 C31 C32 C27 -0.6(3) . . . . ?
C32 C27 C28 C29 -1.5(3) . . . . ?
C33 C30 C31 C32 178.33(19) . . . . ?
C34 C3 C4 C5 167.44(18) . . . . ?
C34 C3 C4 C6 -10.0(3) . . . . ?
C34 C35 C36 C37 -1.2(3) . . . . ?
C35 C34 C39 C38 -3.6(3) . . . . ?
C35 C36 C37 C38 -1.7(3) . . . . ?
C35 C36 C37 C40 178.8(2) . . . . ?
C36 C37 C38 C39 1.9(3) . . . . ?
C37 C38 C39 C34 0.8(3) . . . . ?
C39 C34 C35 C36 3.9(3) . . . . ?
C40 C37 C38 C39 -178.6(2) . . . . ?
C41 C42 C43 C44 -0.5(5) . . . . ?
C42 C41 C46 C45 0.6(4) . . . . ?
C42 C43 C44 C45 0.5(5) . . . . ?
C43 C44 C45 C46 0.1(4) . . . . ?
C44 C45 C46 C41 -0.6(4) . . . . ?
C46 C41 C42 C43 0.0(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
