# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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# Audit and citation data items may have been added by the CCDC. 
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data_bwn18053
_database_code_depnum_ccdc_archive 'CCDC 1853745'
_audit_update_record             
;
2018-07-05 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_audit_creation_date             2018-04-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H20 N2'
_chemical_formula_sum            'C29 H20 N2'
_chemical_formula_weight         396.47
_chemical_absolute_configuration ?
_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'
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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   8.7745(18)
_cell_length_b                   11.508(2)
_cell_length_c                   20.298(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2049.7(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6331
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      31.4352
_cell_measurement_theta_min      2.0343
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8632
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0920
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19342
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.770
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.929
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                3221
_reflns_number_total             3574
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.107
_refine_ls_abs_structure_details 
;
 Flack x determined using 1079 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.9(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.220
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3574
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0772
_refine_ls_restrained_S_all      1.219
_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)+(0.1068P)²+1.2594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1932
_refine_ls_wR_factor_ref         0.2209
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13),
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C23(H23), C25(H25),
  C26(H26), C27(H27), C28(H28), C29(H29)
;
_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 -0.3442(9) 0.5061(7) -0.0432(4) 0.0481(19) Uani 1 1 d . . . . .
N2 N 0.2227(7) 0.7643(5) 0.4201(3) 0.0255(13) Uani 1 1 d . . . . .
C1 C -0.2684(9) 0.5282(7) 0.0016(4) 0.0339(18) Uani 1 1 d . . . . .
C2 C -0.1776(8) 0.5558(7) 0.0586(4) 0.0303(17) Uani 1 1 d . . . . .
C3 C -0.1520(9) 0.4731(7) 0.1074(4) 0.0342(18) Uani 1 1 d . . . . .
H3 H -0.1928 0.3971 0.1027 0.041 Uiso 1 1 calc R . . . .
C4 C -0.0683(9) 0.5007(6) 0.1621(4) 0.0317(17) Uani 1 1 d . . . . .
H4 H -0.0489 0.4422 0.1940 0.038 Uiso 1 1 calc R . . . .
C5 C -0.0106(8) 0.6120(6) 0.1723(4) 0.0270(16) Uani 1 1 d . . . . .
C6 C -0.0340(9) 0.6944(7) 0.1222(3) 0.0315(18) Uani 1 1 d . . . . .
H6 H 0.0076 0.7701 0.1271 0.038 Uiso 1 1 calc R . . . .
C7 C -0.1154(10) 0.6680(7) 0.0664(4) 0.0362(19) Uani 1 1 d . . . . .
H7 H -0.1297 0.7251 0.0331 0.043 Uiso 1 1 calc R . . . .
C8 C 0.0666(8) 0.6453(6) 0.2348(4) 0.0268(16) Uani 1 1 d . . . . .
C9 C 0.0380(9) 0.5839(6) 0.2924(3) 0.0265(16) Uani 1 1 d . . . . .
H9 H -0.0233 0.5159 0.2903 0.032 Uiso 1 1 calc R . . . .
C10 C 0.0955(8) 0.6184(6) 0.3524(4) 0.0277(16) Uani 1 1 d . . . . .
H10 H 0.0753 0.5742 0.3910 0.033 Uiso 1 1 calc R . . . .
C11 C 0.1846(8) 0.7201(7) 0.3560(4) 0.0283(16) Uani 1 1 d . . . . .
C12 C 0.2190(9) 0.7799(6) 0.2992(4) 0.0295(17) Uani 1 1 d . . . . .
H12 H 0.2807 0.8476 0.3014 0.035 Uiso 1 1 calc R . . . .
C13 C 0.1641(8) 0.7417(6) 0.2387(4) 0.0276(16) Uani 1 1 d . . . . .
H13 H 0.1928 0.7814 0.1996 0.033 Uiso 1 1 calc R . . . .
C14 C 0.5003(8) 0.8148(6) 0.4029(4) 0.0237(15) Uani 1 1 d . . . . .
C15 C 0.5459(8) 0.7155(6) 0.3684(4) 0.0285(16) Uani 1 1 d . . . . .
H15 H 0.4800 0.6500 0.3669 0.034 Uiso 1 1 calc R . . . .
C16 C 0.6852(8) 0.7106(6) 0.3363(4) 0.0320(18) Uani 1 1 d . . . . .
H16 H 0.7134 0.6422 0.3131 0.038 Uiso 1 1 calc R . . . .
C17 C 0.7837(8) 0.8048(6) 0.3378(4) 0.0302(17) Uani 1 1 d . . . . .
H17 H 0.8787 0.8019 0.3155 0.036 Uiso 1 1 calc R . . . .
C18 C 0.7411(8) 0.9036(6) 0.3726(4) 0.0325(18) Uani 1 1 d . . . . .
H18 H 0.8086 0.9681 0.3743 0.039 Uiso 1 1 calc R . . . .
C19 C 0.6026(8) 0.9100(7) 0.4048(4) 0.0318(17) Uani 1 1 d . . . . .
H19 H 0.5759 0.9784 0.4283 0.038 Uiso 1 1 calc R . . . .
C20 C 0.3576(8) 0.8199(5) 0.4394(3) 0.0241(15) Uani 1 1 d . . . . .
C21 C 0.3297(8) 0.8657(6) 0.5009(4) 0.0264(16) Uani 1 1 d . . . . .
H21 H 0.4011 0.9088 0.5263 0.032 Uiso 1 1 calc R . . . .
C22 C 0.1781(8) 0.8390(6) 0.5210(4) 0.0268(15) Uani 1 1 d . . . . .
C23 C 0.1158(9) 0.7755(6) 0.4701(4) 0.0259(16) Uani 1 1 d . . . . .
H23 H 0.0155 0.7443 0.4693 0.031 Uiso 1 1 calc R . . . .
C24 C 0.1055(8) 0.8689(6) 0.5838(4) 0.0265(16) Uani 1 1 d . . . . .
C25 C -0.0133(9) 0.7997(7) 0.6106(4) 0.0316(17) Uani 1 1 d . . . . .
H25 H -0.0515 0.7359 0.5859 0.038 Uiso 1 1 calc R . . . .
C26 C -0.0739(9) 0.8230(7) 0.6714(4) 0.0363(19) Uani 1 1 d . . . . .
H26 H -0.1506 0.7739 0.6891 0.044 Uiso 1 1 calc R . . . .
C27 C -0.0234(9) 0.9181(7) 0.7071(4) 0.0336(18) Uani 1 1 d . . . . .
H27 H -0.0661 0.9347 0.7491 0.040 Uiso 1 1 calc R . . . .
C28 C 0.0885(9) 0.9883(7) 0.6816(4) 0.0313(17) Uani 1 1 d . . . . .
H28 H 0.1217 1.0541 0.7060 0.038 Uiso 1 1 calc R . . . .
C29 C 0.1541(9) 0.9647(6) 0.6207(3) 0.0301(17) Uani 1 1 d . . . . .
H29 H 0.2323 1.0137 0.6041 0.036 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 C1 1.156(10) . ?
N2 C11 1.436(9) . ?
N2 C20 1.402(9) . ?
N2 C23 1.387(10) . ?
C1 C2 1.441(11) . ?
C2 C3 1.391(11) . ?
C2 C7 1.411(11) . ?
C3 H3 0.9500 . ?
C3 C4 1.369(11) . ?
C4 H4 0.9500 . ?
C4 C5 1.393(10) . ?
C5 C6 1.406(11) . ?
C5 C8 1.487(11) . ?
C6 H6 0.9500 . ?
C6 C7 1.374(11) . ?
C7 H7 0.9500 . ?
C8 C9 1.389(10) . ?
C8 C13 1.404(10) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(10) . ?
C10 H10 0.9500 . ?
C10 C11 1.410(11) . ?
C11 C12 1.376(10) . ?
C12 H12 0.9500 . ?
C12 C13 1.391(11) . ?
C13 H13 0.9500 . ?
C14 C15 1.399(10) . ?
C14 C19 1.417(11) . ?
C14 C20 1.456(10) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(10) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(10) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(11) . ?
C18 H18 0.9500 . ?
C18 C19 1.381(11) . ?
C19 H19 0.9500 . ?
C20 C21 1.378(10) . ?
C21 H21 0.9500 . ?
C21 C22 1.425(10) . ?
C22 C23 1.380(10) . ?
C22 C24 1.465(10) . ?
C23 H23 0.9500 . ?
C24 C25 1.420(11) . ?
C24 C29 1.400(10) . ?
C25 H25 0.9500 . ?
C25 C26 1.371(12) . ?
C26 H26 0.9500 . ?
C26 C27 1.385(12) . ?
C27 H27 0.9500 . ?
C27 C28 1.373(12) . ?
C28 H28 0.9500 . ?
C28 C29 1.391(11) . ?
C29 H29 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
C20 N2 C11 127.7(6) . . ?
C23 N2 C11 122.5(6) . . ?
C23 N2 C20 108.9(6) . . ?
N1 C1 C2 178.5(9) . . ?
C3 C2 C1 120.7(7) . . ?
C3 C2 C7 119.0(7) . . ?
C7 C2 C1 120.3(7) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.3(7) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.0 . . ?
C3 C4 C5 122.0(7) . . ?
C5 C4 H4 119.0 . . ?
C4 C5 C6 117.3(7) . . ?
C4 C5 C8 122.0(7) . . ?
C6 C5 C8 120.6(7) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.6(7) . . ?
C7 C6 H6 119.2 . . ?
C2 C7 H7 120.2 . . ?
C6 C7 C2 119.7(7) . . ?
C6 C7 H7 120.2 . . ?
C9 C8 C5 120.3(6) . . ?
C9 C8 C13 117.6(7) . . ?
C13 C8 C5 122.0(7) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 C8 122.2(7) . . ?
C10 C9 H9 118.9 . . ?
C9 C10 H10 120.4 . . ?
C9 C10 C11 119.2(7) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 N2 118.0(6) . . ?
C12 C11 N2 122.1(7) . . ?
C12 C11 C10 119.6(7) . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.4(7) . . ?
C13 C12 H12 119.8 . . ?
C8 C13 H13 119.6 . . ?
C12 C13 C8 120.8(7) . . ?
C12 C13 H13 119.6 . . ?
C15 C14 C19 117.6(7) . . ?
C15 C14 C20 122.2(6) . . ?
C19 C14 C20 120.0(6) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.4(7) . . ?
C16 C15 H15 119.3 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.4(7) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 118.9(7) . . ?
C18 C17 H17 120.5 . . ?
C17 C18 H18 119.3 . . ?
C19 C18 C17 121.3(7) . . ?
C19 C18 H18 119.3 . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.3(7) . . ?
C18 C19 H19 119.9 . . ?
N2 C20 C14 124.4(6) . . ?
C21 C20 N2 106.1(6) . . ?
C21 C20 C14 129.0(7) . . ?
C20 C21 H21 125.0 . . ?
C20 C21 C22 110.0(7) . . ?
C22 C21 H21 125.0 . . ?
C21 C22 C24 127.2(7) . . ?
C23 C22 C21 105.6(6) . . ?
C23 C22 C24 127.2(7) . . ?
N2 C23 H23 125.4 . . ?
C22 C23 N2 109.2(6) . . ?
C22 C23 H23 125.4 . . ?
C25 C24 C22 121.3(7) . . ?
C29 C24 C22 121.2(7) . . ?
C29 C24 C25 117.4(7) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 C24 121.3(7) . . ?
C26 C25 H25 119.3 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.1(8) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.8(7) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.5 . . ?
C27 C28 C29 121.0(7) . . ?
C29 C28 H28 119.5 . . ?
C24 C29 H29 119.9 . . ?
C28 C29 C24 120.3(7) . . ?
C28 C29 H29 119.9 . . ?

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
N2 C11 C12 C13 -172.0(7) . . . . ?
N2 C20 C21 C22 0.4(8) . . . . ?
C1 C2 C3 C4 -178.6(7) . . . . ?
C1 C2 C7 C6 177.5(7) . . . . ?
C2 C3 C4 C5 2.3(12) . . . . ?
C3 C2 C7 C6 -1.4(12) . . . . ?
C3 C4 C5 C6 -3.7(12) . . . . ?
C3 C4 C5 C8 173.6(7) . . . . ?
C4 C5 C6 C7 2.5(11) . . . . ?
C4 C5 C8 C9 -23.0(11) . . . . ?
C4 C5 C8 C13 160.1(7) . . . . ?
C5 C6 C7 C2 0.0(12) . . . . ?
C5 C8 C9 C10 -173.7(7) . . . . ?
C5 C8 C13 C12 171.6(7) . . . . ?
C6 C5 C8 C9 154.2(7) . . . . ?
C6 C5 C8 C13 -22.7(11) . . . . ?
C7 C2 C3 C4 0.3(12) . . . . ?
C8 C5 C6 C7 -174.9(7) . . . . ?
C8 C9 C10 C11 0.9(11) . . . . ?
C9 C8 C13 C12 -5.4(11) . . . . ?
C9 C10 C11 N2 170.3(6) . . . . ?
C9 C10 C11 C12 -3.3(11) . . . . ?
C10 C11 C12 C13 1.2(11) . . . . ?
C11 N2 C20 C14 -17.8(11) . . . . ?
C11 N2 C20 C21 168.7(6) . . . . ?
C11 N2 C23 C22 -169.2(6) . . . . ?
C11 C12 C13 C8 3.2(11) . . . . ?
C13 C8 C9 C10 3.4(11) . . . . ?
C14 C15 C16 C17 0.2(12) . . . . ?
C14 C20 C21 C22 -172.7(7) . . . . ?
C15 C14 C19 C18 0.9(10) . . . . ?
C15 C14 C20 N2 -34.9(10) . . . . ?
C15 C14 C20 C21 137.1(8) . . . . ?
C15 C16 C17 C18 0.7(11) . . . . ?
C16 C17 C18 C19 -0.8(11) . . . . ?
C17 C18 C19 C14 0.0(11) . . . . ?
C19 C14 C15 C16 -1.0(11) . . . . ?
C19 C14 C20 N2 149.1(7) . . . . ?
C19 C14 C20 C21 -38.9(11) . . . . ?
C20 N2 C11 C10 145.3(7) . . . . ?
C20 N2 C11 C12 -41.3(10) . . . . ?
C20 N2 C23 C22 1.0(8) . . . . ?
C20 C14 C15 C16 -177.1(7) . . . . ?
C20 C14 C19 C18 177.1(7) . . . . ?
C20 C21 C22 C23 0.2(8) . . . . ?
C20 C21 C22 C24 178.2(7) . . . . ?
C21 C22 C23 N2 -0.7(8) . . . . ?
C21 C22 C24 C25 -152.1(8) . . . . ?
C21 C22 C24 C29 25.6(11) . . . . ?
C22 C24 C25 C26 175.4(7) . . . . ?
C22 C24 C29 C28 -176.9(7) . . . . ?
C23 N2 C11 C10 -46.4(9) . . . . ?
C23 N2 C11 C12 126.9(7) . . . . ?
C23 N2 C20 C14 172.7(6) . . . . ?
C23 N2 C20 C21 -0.8(7) . . . . ?
C23 C22 C24 C25 25.4(11) . . . . ?
C23 C22 C24 C29 -156.8(7) . . . . ?
C24 C22 C23 N2 -178.7(7) . . . . ?
C24 C25 C26 C27 2.3(12) . . . . ?
C25 C24 C29 C28 0.9(10) . . . . ?
C25 C26 C27 C28 -0.6(11) . . . . ?
C26 C27 C28 C29 -0.9(11) . . . . ?
C27 C28 C29 C24 0.8(11) . . . . ?
C29 C24 C25 C26 -2.5(11) . . . . ?


_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_a
_database_code_depnum_ccdc_archive 'CCDC 1853750'
_audit_update_record             
;
2018-07-05 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_audit_creation_date             2017-09-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H23 N O'
_chemical_formula_sum            'C29 H23 N O'
_chemical_formula_weight         401.48
_chemical_absolute_configuration unk
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   45.210(9)
_cell_length_b                   6.1483(12)
_cell_length_c                   7.4490(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2070.5(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4943
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      26.3236
_cell_measurement_theta_min      1.3513
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7539
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       51
_diffrn_reflns_limit_h_min       -56
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11634
_diffrn_reflns_point_group_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.320
_diffrn_reflns_theta_min         3.275
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.771
_reflns_Friedel_fraction_full    0.916
_reflns_Friedel_fraction_max     0.897
_reflns_number_gt                3685
_reflns_number_total             3981
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 1152 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3981
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0664
_refine_ls_restrained_S_all      1.150
_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)+(0.0482P)²+1.3140P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1459
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25),
  C26(H26), C27(H27), C28(H28), C29(H29)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
O1 O 0.40140(6) -0.0850(5) 0.5223(4) 0.0329(7) Uani 1 1 d . . . . .
N1 N 0.60196(7) 0.5875(5) 0.5411(5) 0.0272(8) Uani 1 1 d . . . . .
C1 C 0.37728(9) 0.0279(8) 0.4379(7) 0.0356(10) Uani 1 1 d . . . . .
H1A H 0.3821 0.0556 0.3118 0.053 Uiso 1 1 calc GR . . . .
H1B H 0.3739 0.1664 0.4996 0.053 Uiso 1 1 calc GR . . . .
H1C H 0.3594 -0.0615 0.4449 0.053 Uiso 1 1 calc GR . . . .
C2 C 0.42819(8) 0.0208(7) 0.5249(5) 0.0268(9) Uani 1 1 d . . . . .
C3 C 0.45145(9) -0.0886(7) 0.6104(6) 0.0296(9) Uani 1 1 d . . . . .
H3 H 0.4481 -0.2256 0.6657 0.036 Uiso 1 1 calc R . . . .
C4 C 0.47947(9) 0.0044(7) 0.6138(6) 0.0291(9) Uani 1 1 d . . . . .
H4 H 0.4951 -0.0727 0.6704 0.035 Uiso 1 1 calc R . . . .
C5 C 0.48543(8) 0.2070(6) 0.5372(5) 0.0252(8) Uani 1 1 d . . . . .
C6 C 0.46173(8) 0.3144(7) 0.4566(6) 0.0310(10) Uani 1 1 d . . . . .
H6 H 0.4650 0.4529 0.4037 0.037 Uiso 1 1 calc R . . . .
C7 C 0.43326(8) 0.2246(7) 0.4512(6) 0.0309(9) Uani 1 1 d . . . . .
H7 H 0.4175 0.3030 0.3973 0.037 Uiso 1 1 calc R . . . .
C8 C 0.51578(8) 0.3046(6) 0.5391(5) 0.0247(8) Uani 1 1 d . . . . .
C9 C 0.54011(9) 0.1981(7) 0.6160(6) 0.0316(10) Uani 1 1 d . . . . .
H9 H 0.5373 0.0599 0.6703 0.038 Uiso 1 1 calc R . . . .
C10 C 0.56831(9) 0.2890(7) 0.6152(6) 0.0333(10) Uani 1 1 d . . . . .
H10 H 0.5844 0.2106 0.6659 0.040 Uiso 1 1 calc R . . . .
C11 C 0.57320(8) 0.4931(6) 0.5410(6) 0.0260(9) Uani 1 1 d . . . . .
C12 C 0.54952(9) 0.6014(7) 0.4639(6) 0.0305(9) Uani 1 1 d . . . . .
H12 H 0.5525 0.7408 0.4117 0.037 Uiso 1 1 calc R . . . .
C13 C 0.52151(9) 0.5082(7) 0.4620(6) 0.0307(9) Uani 1 1 d . . . . .
H13 H 0.5057 0.5851 0.4066 0.037 Uiso 1 1 calc R . . . .
C14 C 0.61080(8) 0.7627(7) 0.4380(6) 0.0278(9) Uani 1 1 d . . . . .
H14 H 0.5985 0.8423 0.3583 0.033 Uiso 1 1 calc R . . . .
C15 C 0.64038(9) 0.8035(7) 0.4693(6) 0.0291(9) Uani 1 1 d . . . . .
C16 C 0.65012(9) 0.6459(6) 0.5996(6) 0.0273(9) Uani 1 1 d . . . . .
C17 C 0.62599(9) 0.5190(7) 0.6406(5) 0.0291(10) Uani 1 1 d . . . . .
H17 H 0.6259 0.4025 0.7243 0.035 Uiso 1 1 calc R . . . .
C18 C 0.68031(8) 0.6159(7) 0.6762(6) 0.0284(9) Uani 1 1 d . . . . .
C19 C 0.69389(9) 0.4129(7) 0.6639(6) 0.0329(10) Uani 1 1 d . . . . .
H19 H 0.6838 0.2957 0.6080 0.039 Uiso 1 1 calc R . . . .
C20 C 0.72198(9) 0.3805(8) 0.7324(7) 0.0378(10) Uani 1 1 d . . . . .
H20 H 0.7309 0.2411 0.7232 0.045 Uiso 1 1 calc R . . . .
C21 C 0.73715(9) 0.5482(8) 0.8138(6) 0.0363(10) Uani 1 1 d . . . . .
H21 H 0.7564 0.5249 0.8605 0.044 Uiso 1 1 calc R . . . .
C22 C 0.72405(9) 0.7503(8) 0.8267(7) 0.0394(11) Uani 1 1 d . . . . .
H22 H 0.7345 0.8667 0.8819 0.047 Uiso 1 1 calc R . . . .
C23 C 0.69559(9) 0.7852(7) 0.7592(6) 0.0365(11) Uani 1 1 d . . . . .
H23 H 0.6866 0.9244 0.7699 0.044 Uiso 1 1 calc R . . . .
C24 C 0.65746(9) 0.9707(7) 0.3724(5) 0.0296(9) Uani 1 1 d . . . . .
C25 C 0.68681(9) 0.9337(8) 0.3177(7) 0.0360(10) Uani 1 1 d . . . . .
H25 H 0.6963 0.8008 0.3478 0.043 Uiso 1 1 calc R . . . .
C26 C 0.70203(10) 1.0906(9) 0.2197(7) 0.0446(12) Uani 1 1 d . . . . .
H26 H 0.7218 1.0633 0.1831 0.053 Uiso 1 1 calc R . . . .
C27 C 0.68867(11) 1.2866(8) 0.1747(7) 0.0439(12) Uani 1 1 d . . . . .
H27 H 0.6993 1.3934 0.1087 0.053 Uiso 1 1 calc R . . . .
C28 C 0.65978(10) 1.3244(8) 0.2270(6) 0.0382(11) Uani 1 1 d . . . . .
H28 H 0.6505 1.4575 0.1954 0.046 Uiso 1 1 calc R . . . .
C29 C 0.64417(9) 1.1699(7) 0.3254(6) 0.0323(10) Uani 1 1 d . . . . .
H29 H 0.6244 1.1990 0.3612 0.039 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.437(5) . ?
O1 C2 1.375(4) . ?
N1 C11 1.424(5) . ?
N1 C14 1.382(5) . ?
N1 C17 1.381(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.401(5) . ?
C2 C7 1.387(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.390(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.397(6) . ?
C5 C6 1.395(5) . ?
C5 C8 1.498(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.401(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.403(5) . ?
C8 C13 1.401(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.392(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.389(6) . ?
C11 C12 1.386(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(5) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.380(5) . ?
C15 C16 1.440(6) . ?
C15 C24 1.475(6) . ?
C16 C17 1.376(6) . ?
C16 C18 1.491(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.394(6) . ?
C18 C23 1.394(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.383(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.379(6) . ?
C21 H21 0.9500 . ?
C21 C22 1.380(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.398(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.406(5) . ?
C24 C29 1.408(6) . ?
C25 H25 0.9500 . ?
C25 C26 1.392(7) . ?
C26 H26 0.9500 . ?
C26 C27 1.388(7) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(6) . ?
C28 H28 0.9500 . ?
C28 C29 1.392(6) . ?
C29 H29 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 O1 C1 116.5(3) . . ?
C14 N1 C11 125.6(3) . . ?
C17 N1 C11 126.4(4) . . ?
C17 N1 C14 107.9(3) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 116.1(4) . . ?
O1 C2 C7 124.6(4) . . ?
C7 C2 C3 119.3(4) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.7(4) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 118.8 . . ?
C3 C4 C5 122.4(4) . . ?
C5 C4 H4 118.8 . . ?
C4 C5 C8 122.0(3) . . ?
C6 C5 C4 116.7(4) . . ?
C6 C5 C8 121.2(4) . . ?
C5 C6 H6 118.9 . . ?
C5 C6 C7 122.1(4) . . ?
C7 C6 H6 118.9 . . ?
C2 C7 C6 119.8(4) . . ?
C2 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C9 C8 C5 122.3(4) . . ?
C13 C8 C5 121.6(3) . . ?
C13 C8 C9 116.1(4) . . ?
C8 C9 H9 119.0 . . ?
C10 C9 C8 121.9(4) . . ?
C10 C9 H9 119.0 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.7(4) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 N1 120.9(4) . . ?
C12 C11 N1 120.6(4) . . ?
C12 C11 C10 118.4(4) . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.7(4) . . ?
C13 C12 H12 119.7 . . ?
C8 C13 H13 118.9 . . ?
C12 C13 C8 122.2(4) . . ?
C12 C13 H13 118.9 . . ?
N1 C14 H14 125.4 . . ?
C15 C14 N1 109.2(4) . . ?
C15 C14 H14 125.4 . . ?
C14 C15 C16 106.7(4) . . ?
C14 C15 C24 123.4(4) . . ?
C16 C15 C24 129.7(4) . . ?
C15 C16 C18 128.4(4) . . ?
C17 C16 C15 106.8(3) . . ?
C17 C16 C18 124.8(4) . . ?
N1 C17 H17 125.3 . . ?
C16 C17 N1 109.4(4) . . ?
C16 C17 H17 125.3 . . ?
C19 C18 C16 119.3(4) . . ?
C23 C18 C16 122.1(4) . . ?
C23 C18 C19 118.7(4) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(4) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.8(4) . . ?
C21 C20 H20 119.6 . . ?
C20 C21 H21 120.3 . . ?
C20 C21 C22 119.4(4) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.5(4) . . ?
C23 C22 H22 119.7 . . ?
C18 C23 C22 120.1(4) . . ?
C18 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C15 121.6(4) . . ?
C25 C24 C29 118.1(4) . . ?
C29 C24 C15 120.3(4) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.4(4) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.6 . . ?
C27 C26 C25 120.9(4) . . ?
C27 C26 H26 119.6 . . ?
C26 C27 H27 120.4 . . ?
C28 C27 C26 119.3(4) . . ?
C28 C27 H27 120.4 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.8(5) . . ?
C29 C28 H28 119.6 . . ?
C24 C29 H29 119.7 . . ?
C28 C29 C24 120.5(4) . . ?
C28 C29 H29 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C2 C3 C4 178.0(4) . . . . ?
O1 C2 C7 C6 -178.0(4) . . . . ?
N1 C11 C12 C13 179.3(4) . . . . ?
N1 C14 C15 C16 -0.4(5) . . . . ?
N1 C14 C15 C24 175.9(4) . . . . ?
C1 O1 C2 C3 178.8(4) . . . . ?
C1 O1 C2 C7 -0.6(6) . . . . ?
C2 C3 C4 C5 1.1(7) . . . . ?
C3 C2 C7 C6 2.6(6) . . . . ?
C3 C4 C5 C6 0.3(6) . . . . ?
C3 C4 C5 C8 -179.1(4) . . . . ?
C4 C5 C6 C7 -0.3(6) . . . . ?
C4 C5 C8 C9 0.7(6) . . . . ?
C4 C5 C8 C13 -179.9(4) . . . . ?
C5 C6 C7 C2 -1.2(7) . . . . ?
C5 C8 C9 C10 179.2(4) . . . . ?
C5 C8 C13 C12 179.5(4) . . . . ?
C6 C5 C8 C9 -178.7(4) . . . . ?
C6 C5 C8 C13 0.7(6) . . . . ?
C7 C2 C3 C4 -2.6(6) . . . . ?
C8 C5 C6 C7 179.1(4) . . . . ?
C8 C9 C10 C11 1.6(7) . . . . ?
C9 C8 C13 C12 -1.0(6) . . . . ?
C9 C10 C11 N1 179.5(4) . . . . ?
C9 C10 C11 C12 -1.6(6) . . . . ?
C10 C11 C12 C13 0.4(6) . . . . ?
C11 N1 C14 C15 -178.0(4) . . . . ?
C11 N1 C17 C16 177.8(4) . . . . ?
C11 C12 C13 C8 0.9(7) . . . . ?
C13 C8 C9 C10 -0.2(6) . . . . ?
C14 N1 C11 C10 164.5(4) . . . . ?
C14 N1 C11 C12 -14.3(6) . . . . ?
C14 N1 C17 C16 -1.1(5) . . . . ?
C14 C15 C16 C17 -0.2(5) . . . . ?
C14 C15 C16 C18 178.5(4) . . . . ?
C14 C15 C24 C25 -140.3(4) . . . . ?
C14 C15 C24 C29 37.0(6) . . . . ?
C15 C16 C17 N1 0.8(5) . . . . ?
C15 C16 C18 C19 -124.7(5) . . . . ?
C15 C16 C18 C23 54.9(6) . . . . ?
C15 C24 C25 C26 177.3(4) . . . . ?
C15 C24 C29 C28 -177.2(4) . . . . ?
C16 C15 C24 C25 35.1(7) . . . . ?
C16 C15 C24 C29 -147.6(4) . . . . ?
C16 C18 C19 C20 179.4(4) . . . . ?
C16 C18 C23 C22 -179.0(4) . . . . ?
C17 N1 C11 C10 -14.2(7) . . . . ?
C17 N1 C11 C12 167.0(4) . . . . ?
C17 N1 C14 C15 0.9(5) . . . . ?
C17 C16 C18 C19 53.8(6) . . . . ?
C17 C16 C18 C23 -126.6(5) . . . . ?
C18 C16 C17 N1 -178.0(4) . . . . ?
C18 C19 C20 C21 -0.1(7) . . . . ?
C19 C18 C23 C22 0.6(7) . . . . ?
C19 C20 C21 C22 0.0(7) . . . . ?
C20 C21 C22 C23 0.4(7) . . . . ?
C21 C22 C23 C18 -0.7(7) . . . . ?
C23 C18 C19 C20 -0.1(7) . . . . ?
C24 C15 C16 C17 -176.2(4) . . . . ?
C24 C15 C16 C18 2.5(7) . . . . ?
C24 C25 C26 C27 0.3(7) . . . . ?
C25 C24 C29 C28 0.3(6) . . . . ?
C25 C26 C27 C28 -0.6(7) . . . . ?
C26 C27 C28 C29 0.7(7) . . . . ?
C27 C28 C29 C24 -0.6(6) . . . . ?
C29 C24 C25 C26 -0.1(6) . . . . ?


_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_bwn17219
_database_code_depnum_ccdc_archive 'CCDC 1853748'
_audit_update_record             
;
2018-07-05 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_audit_creation_date             2017-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H27 N'
_chemical_formula_sum            'C31 H27 N'
_chemical_formula_weight         413.53
_chemical_absolute_configuration ?
_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'
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      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   42.454(9)
_cell_length_b                   11.064(2)
_cell_length_c                   9.786(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.49(3)
_cell_angle_gamma                90
_cell_volume                     4582.6(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7034
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4816
_cell_measurement_theta_min      1.9025
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_av_unetI/netI     0.0978
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -50
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            12368
_diffrn_reflns_point_group_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.925
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.912
_reflns_Friedel_fraction_full    0.908
_reflns_Friedel_fraction_max     0.908
_reflns_number_gt                6032
_reflns_number_total             7680
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details 
;
 Flack x determined using 1252 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -4.4(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     608
_refine_ls_number_reflns         7680
_refine_ls_number_restraints     890
_refine_ls_R_factor_all          0.1596
_refine_ls_R_factor_gt           0.1348
_refine_ls_restrained_S_all      1.075
_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)+(0.0601P)²+42.9496P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2727
_refine_ls_wR_factor_ref         0.2993
_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
 C65-C64 = C62-C61 = C61-C60 = C64-C63
 1.53 with sigma of 0.02
 C63-C57 = C60-C57
 1.51 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.01
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.01
4. Others
 Sof(C64)=Sof(H64A)=Sof(H64B)=Sof(C63)=Sof(H63A)=Sof(H63B)=Sof(C65)=Sof(H65A)=
 Sof(H65B)=Sof(H65C)=1-FVAR(1)
 Sof(C60)=Sof(H60A)=Sof(H60B)=Sof(C61)=Sof(H61A)=Sof(H61B)=Sof(C62)=Sof(H62A)=
 Sof(H62B)=Sof(H62C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C30(H30A,H30B), C60(H60A,H60B), C61(H61A,H61B), C64(H64A,
 H64B), C63(H63A,H63B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C15(H15), C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C24(H24),
  C25(H25), C27(H27), C28(H28), C33(H33), C34(H34), C35(H35), C36(H36),
 C37(H37), C38(H38), C41(H41), C43(H43), C44(H44), C45(H45), C46(H46), C47(H47),
  C49(H49), C50(H50), C52(H52), C53(H53), C55(H55), C56(H56), C58(H58), C59(H59)
5.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C62(H62A,H62B,H62C), C65(H65A,H65B,H65C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.3584(2) 0.3858(10) 0.1682(11) 0.034(2) Uani 1 1 d . U . . .
C1 C 0.4201(3) 0.2430(14) 0.4013(13) 0.041(3) Uani 1 1 d . U . . .
C2 C 0.4328(3) 0.2740(16) 0.5305(14) 0.047(3) Uani 1 1 d . U . . .
H2 H 0.4289 0.3521 0.5658 0.057 Uiso 1 1 calc R . . . .
C3 C 0.4517(3) 0.1914(16) 0.6116(14) 0.050(3) Uani 1 1 d . U . . .
H3 H 0.4601 0.2140 0.7009 0.060 Uiso 1 1 calc R . . . .
C4 C 0.4580(4) 0.0791(17) 0.5615(16) 0.059(4) Uani 1 1 d . U . . .
H4 H 0.4712 0.0254 0.6158 0.070 Uiso 1 1 calc R . . . .
C5 C 0.4454(4) 0.0417(17) 0.4315(15) 0.063(4) Uani 1 1 d . U . . .
H5 H 0.4489 -0.0373 0.3980 0.075 Uiso 1 1 calc R . . . .
C6 C 0.4270(4) 0.1281(14) 0.3523(15) 0.052(3) Uani 1 1 d . U . . .
H6 H 0.4191 0.1067 0.2620 0.062 Uiso 1 1 calc R . . . .
C7 C 0.4262(3) 0.5347(14) 0.3620(13) 0.041(3) Uani 1 1 d . U . . .
C8 C 0.4184(4) 0.6279(15) 0.4434(15) 0.057(4) Uani 1 1 d . U . . .
H8 H 0.3970 0.6408 0.4600 0.068 Uiso 1 1 calc R . . . .
C9 C 0.4420(4) 0.7062(16) 0.5037(15) 0.062(4) Uani 1 1 d . U . . .
H9 H 0.4366 0.7746 0.5556 0.075 Uiso 1 1 calc R . . . .
C10 C 0.4735(4) 0.6796(16) 0.4845(15) 0.060(4) Uani 1 1 d . U . . .
H10 H 0.4897 0.7260 0.5323 0.071 Uiso 1 1 calc R . . . .
C11 C 0.4816(4) 0.5923(17) 0.4022(17) 0.063(4) Uani 1 1 d . U . . .
H11 H 0.5031 0.5818 0.3840 0.075 Uiso 1 1 calc R . . . .
C12 C 0.4579(3) 0.5140(14) 0.3409(14) 0.048(3) Uani 1 1 d . U . . .
H12 H 0.4637 0.4480 0.2859 0.057 Uiso 1 1 calc R . . . .
C13 C 0.4006(3) 0.4537(14) 0.2993(13) 0.040(3) Uani 1 1 d . U . . .
C14 C 0.3988(3) 0.3242(13) 0.3139(12) 0.035(3) Uani 1 1 d . U . . .
C15 C 0.3724(3) 0.2847(13) 0.2367(13) 0.037(3) Uani 1 1 d . U . . .
H15 H 0.3649 0.2038 0.2305 0.044 Uiso 1 1 calc R . . . .
C16 C 0.3765(3) 0.4835(13) 0.2099(13) 0.040(3) Uani 1 1 d . U . . .
H16 H 0.3724 0.5636 0.1784 0.048 Uiso 1 1 calc R . . . .
C17 C 0.3309(3) 0.3848(12) 0.0750(12) 0.030(2) Uani 1 1 d . U . . .
C18 C 0.3086(3) 0.2957(12) 0.0806(12) 0.036(3) Uani 1 1 d . U . . .
H18 H 0.3109 0.2372 0.1517 0.043 Uiso 1 1 calc R . . . .
C19 C 0.2828(3) 0.2888(12) -0.0149(11) 0.034(3) Uani 1 1 d . U . . .
H19 H 0.2679 0.2253 -0.0095 0.041 Uiso 1 1 calc R . . . .
C20 C 0.2785(3) 0.3759(11) -0.1201(11) 0.027(2) Uani 1 1 d . U . . .
C21 C 0.3014(3) 0.4663(11) -0.1239(11) 0.031(2) Uani 1 1 d . U . . .
H21 H 0.2991 0.5265 -0.1932 0.037 Uiso 1 1 calc R . . . .
C22 C 0.3272(3) 0.4702(10) -0.0293(11) 0.032(2) Uani 1 1 d . U . . .
H22 H 0.3427 0.5317 -0.0355 0.038 Uiso 1 1 calc R . . . .
C23 C 0.2496(3) 0.3710(13) -0.2273(12) 0.031(2) Uani 1 1 d . U . . .
C24 C 0.2279(3) 0.2760(12) -0.2213(11) 0.033(3) Uani 1 1 d . U . . .
H24 H 0.2307 0.2152 -0.1529 0.040 Uiso 1 1 calc R . . . .
C25 C 0.2018(3) 0.2735(12) -0.3200(11) 0.034(2) Uani 1 1 d . U . . .
H25 H 0.1874 0.2079 -0.3197 0.040 Uiso 1 1 calc R . . . .
C26 C 0.1966(3) 0.3637(13) -0.4174(12) 0.035(3) Uani 1 1 d . U . . .
C27 C 0.2181(3) 0.4561(13) -0.4180(13) 0.043(3) Uani 1 1 d . U . . .
H27 H 0.2151 0.5188 -0.4842 0.052 Uiso 1 1 calc R . . . .
C28 C 0.2442(3) 0.4590(12) -0.3224(12) 0.038(3) Uani 1 1 d . U . . .
H28 H 0.2586 0.5245 -0.3239 0.046 Uiso 1 1 calc R . . . .
C29 C 0.1673(3) 0.3472(14) -0.5224(13) 0.043(3) Uani 1 1 d . U . . .
H29A H 0.1702 0.2721 -0.5750 0.051 Uiso 1 1 calc R . . . .
H29B H 0.1484 0.3361 -0.4708 0.051 Uiso 1 1 calc R . . . .
C30 C 0.1610(3) 0.4497(14) -0.6228(13) 0.047(3) Uani 1 1 d . U . . .
H30A H 0.1795 0.4610 -0.6766 0.057 Uiso 1 1 calc R . . . .
H30B H 0.1577 0.5254 -0.5718 0.057 Uiso 1 1 calc R . . . .
C31 C 0.1314(4) 0.4239(16) -0.7216(15) 0.054(4) Uani 1 1 d . U . . .
H31A H 0.1127 0.4187 -0.6690 0.082 Uiso 1 1 calc GR . . . .
H31B H 0.1342 0.3473 -0.7693 0.082 Uiso 1 1 calc GR . . . .
H31C H 0.1285 0.4895 -0.7887 0.082 Uiso 1 1 calc GR . . . .
N2 N 0.6403(2) 0.6099(9) 0.8477(10) 0.028(2) Uani 1 1 d . U . . .
C32 C 0.5757(3) 0.4540(12) 0.6511(12) 0.032(2) Uani 1 1 d . U . . .
C33 C 0.5864(3) 0.3473(13) 0.5889(12) 0.039(3) Uani 1 1 d . U . . .
H33 H 0.6085 0.3335 0.5883 0.047 Uiso 1 1 calc R . . . .
C34 C 0.5656(3) 0.2631(13) 0.5294(13) 0.044(3) Uani 1 1 d . U . . .
H34 H 0.5733 0.1906 0.4917 0.053 Uiso 1 1 calc R . . . .
C35 C 0.5326(4) 0.2866(14) 0.5254(13) 0.049(3) Uani 1 1 d . U . . .
H35 H 0.5178 0.2322 0.4811 0.058 Uiso 1 1 calc R . . . .
C36 C 0.5223(4) 0.3930(14) 0.5891(15) 0.050(3) Uani 1 1 d . U . . .
H36 H 0.5003 0.4068 0.5918 0.060 Uiso 1 1 calc R . . . .
C37 C 0.5429(3) 0.4756(13) 0.6464(13) 0.044(3) Uani 1 1 d . U . . .
H37 H 0.5352 0.5483 0.6834 0.052 Uiso 1 1 calc R . . . .
C38 C 0.6244(3) 0.5058(11) 0.8017(11) 0.026(2) Uani 1 1 d . U . . .
H38 H 0.6300 0.4251 0.8263 0.031 Uiso 1 1 calc R . . . .
C39 C 0.5987(3) 0.5410(11) 0.7133(12) 0.028(2) Uani 1 1 d . U . . .
C40 C 0.5991(3) 0.6702(12) 0.7009(11) 0.029(2) Uani 1 1 d . U . . .
C41 C 0.6242(3) 0.7078(14) 0.7893(12) 0.038(3) Uani 1 1 d . U . . .
H41 H 0.6296 0.7898 0.8074 0.045 Uiso 1 1 calc R . . . .
C42 C 0.5787(3) 0.7539(11) 0.6170(11) 0.028(2) Uani 1 1 d . U . . .
C43 C 0.5686(3) 0.7209(13) 0.4803(12) 0.034(3) Uani 1 1 d . U . . .
H43 H 0.5747 0.6448 0.4462 0.041 Uiso 1 1 calc R . . . .
C44 C 0.5501(3) 0.7974(13) 0.3957(14) 0.041(3) Uani 1 1 d . U . . .
H44 H 0.5445 0.7764 0.3028 0.049 Uiso 1 1 calc R . . . .
C45 C 0.5399(3) 0.9035(12) 0.4480(13) 0.036(3) Uani 1 1 d . U . . .
H45 H 0.5269 0.9555 0.3908 0.044 Uiso 1 1 calc R . . . .
C46 C 0.5482(3) 0.9377(13) 0.5835(13) 0.038(3) Uani 1 1 d . U . . .
H46 H 0.5404 1.0108 0.6190 0.045 Uiso 1 1 calc R . . . .
C47 C 0.5678(3) 0.8634(13) 0.6643(14) 0.041(3) Uani 1 1 d . U . . .
H47 H 0.5740 0.8878 0.7555 0.049 Uiso 1 1 calc R . . . .
C48 C 0.6668(3) 0.6113(12) 0.9487(12) 0.029(2) Uani 1 1 d . U . . .
C49 C 0.6886(3) 0.5216(11) 0.9558(11) 0.030(2) Uani 1 1 d . U . . .
H49 H 0.6863 0.4559 0.8934 0.036 Uiso 1 1 calc R . . . .
C50 C 0.7146(3) 0.5247(11) 1.0547(11) 0.034(3) Uani 1 1 d . U . . .
H50 H 0.7290 0.4589 1.0591 0.040 Uiso 1 1 calc R . . . .
C51 C 0.7201(3) 0.6218(12) 1.1479(12) 0.031(2) Uani 1 1 d . U . . .
C52 C 0.6975(3) 0.7154(13) 1.1305(12) 0.040(3) Uani 1 1 d . U . . .
H52 H 0.6998 0.7839 1.1889 0.047 Uiso 1 1 calc R . . . .
C53 C 0.6721(3) 0.7122(13) 1.0326(12) 0.039(3) Uani 1 1 d . U . . .
H53 H 0.6582 0.7794 1.0225 0.047 Uiso 1 1 calc R . . . .
C54 C 0.7470(3) 0.6248(13) 1.2477(13) 0.036(3) Uani 1 1 d . U . . .
C55 C 0.7689(3) 0.5319(15) 1.2664(14) 0.050(3) Uani 1 1 d . U . . .
H55 H 0.7666 0.4619 1.2102 0.060 Uiso 1 1 calc R . . . .
C56 C 0.7942(3) 0.5390(16) 1.3659(15) 0.056(3) Uani 1 1 d . U . . .
H56 H 0.8089 0.4743 1.3707 0.067 Uiso 1 1 calc R . . . .
C57 C 0.7996(3) 0.6345(15) 1.4601(14) 0.050(3) Uani 1 1 d D U . . .
C58 C 0.7773(3) 0.7252(15) 1.4417(13) 0.051(3) Uani 1 1 d . U . . .
H58 H 0.7801 0.7952 1.4975 0.062 Uiso 1 1 calc R . . . .
C59 C 0.7504(3) 0.7214(13) 1.3453(12) 0.042(3) Uani 1 1 d . U . . .
H59 H 0.7348 0.7828 1.3457 0.050 Uiso 1 1 calc R . . . .
C60 C 0.8267(6) 0.675(3) 1.564(3) 0.046(4) Uani 0.488(16) 1 d D U P A 1
H60A H 0.8395 0.7390 1.5237 0.055 Uiso 0.488(16) 1 calc R . P A 1
H60B H 0.8181 0.7085 1.6477 0.055 Uiso 0.488(16) 1 calc R . P A 1
C61 C 0.8468(6) 0.565(2) 1.600(3) 0.045(4) Uani 0.488(16) 1 d D U P A 1
H61A H 0.8330 0.4983 1.6255 0.054 Uiso 0.488(16) 1 calc R . P A 1
H61B H 0.8572 0.5395 1.5174 0.054 Uiso 0.488(16) 1 calc R . P A 1
C62 C 0.8717(7) 0.588(3) 1.715(3) 0.052(5) Uani 0.488(16) 1 d D U P A 1
H62A H 0.8644 0.5563 1.8011 0.078 Uiso 0.488(16) 1 calc GR . P A 1
H62B H 0.8754 0.6751 1.7247 0.078 Uiso 0.488(16) 1 calc GR . P A 1
H62C H 0.8914 0.5475 1.6959 0.078 Uiso 0.488(16) 1 calc GR . P A 1
C64 C 0.8319(6) 0.696(2) 1.663(2) 0.046(4) Uani 0.512(16) 1 d D U P A 2
H64A H 0.8128 0.6902 1.7152 0.055 Uiso 0.512(16) 1 calc R . P A 2
H64B H 0.8326 0.7783 1.6240 0.055 Uiso 0.512(16) 1 calc R . P A 2
C63 C 0.8299(6) 0.604(3) 1.549(2) 0.044(4) Uani 0.512(16) 1 d D U P A 2
H63A H 0.8287 0.5208 1.5867 0.053 Uiso 0.512(16) 1 calc R . P A 2
H63B H 0.8486 0.6094 1.4950 0.053 Uiso 0.512(16) 1 calc R . P A 2
C65 C 0.8613(6) 0.675(3) 1.760(3) 0.052(5) Uani 0.512(16) 1 d D U P A 2
H65A H 0.8621 0.7349 1.8343 0.077 Uiso 0.512(16) 1 calc GR . P A 2
H65B H 0.8802 0.6829 1.7095 0.077 Uiso 0.512(16) 1 calc GR . P A 2
H65C H 0.8606 0.5936 1.7995 0.077 Uiso 0.512(16) 1 calc GR . 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 C15 1.411(18) . ?
N1 C16 1.371(17) . ?
N1 C17 1.425(16) . ?
C1 C2 1.379(19) . ?
C1 C6 1.40(2) . ?
C1 C14 1.496(18) . ?
C2 H2 0.9500 . ?
C2 C3 1.42(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.37(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.40(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.42(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.36(2) . ?
C7 C12 1.397(18) . ?
C7 C13 1.504(19) . ?
C8 H8 0.9500 . ?
C8 C9 1.42(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.40(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.32(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.42(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.44(2) . ?
C13 C16 1.332(19) . ?
C14 C15 1.373(18) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.370(17) . ?
C17 C22 1.390(17) . ?
C18 H18 0.9500 . ?
C18 C19 1.388(16) . ?
C19 H19 0.9500 . ?
C19 C20 1.410(16) . ?
C20 C21 1.397(16) . ?
C20 C23 1.552(17) . ?
C21 H21 0.9500 . ?
C21 C22 1.380(16) . ?
C22 H22 0.9500 . ?
C23 C24 1.401(18) . ?
C23 C28 1.354(17) . ?
C24 H24 0.9500 . ?
C24 C25 1.411(16) . ?
C25 H25 0.9500 . ?
C25 C26 1.386(17) . ?
C26 C27 1.371(19) . ?
C26 C29 1.561(16) . ?
C27 H27 0.9500 . ?
C27 C28 1.395(17) . ?
C28 H28 0.9500 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.511(19) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.550(18) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
N2 C38 1.393(15) . ?
N2 C41 1.381(17) . ?
N2 C48 1.440(15) . ?
C32 C33 1.419(18) . ?
C32 C37 1.410(17) . ?
C32 C39 1.469(17) . ?
C33 H33 0.9500 . ?
C33 C34 1.380(18) . ?
C34 H34 0.9500 . ?
C34 C35 1.42(2) . ?
C35 H35 0.9500 . ?
C35 C36 1.42(2) . ?
C36 H36 0.9500 . ?
C36 C37 1.36(2) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C38 C39 1.393(16) . ?
C39 C40 1.435(18) . ?
C40 C41 1.381(17) . ?
C40 C42 1.474(17) . ?
C41 H41 0.9500 . ?
C42 C43 1.420(16) . ?
C42 C47 1.391(19) . ?
C43 H43 0.9500 . ?
C43 C44 1.386(19) . ?
C44 H44 0.9500 . ?
C44 C45 1.364(19) . ?
C45 H45 0.9500 . ?
C45 C46 1.397(19) . ?
C46 H46 0.9500 . ?
C46 C47 1.374(19) . ?
C47 H47 0.9500 . ?
C48 C49 1.353(17) . ?
C48 C53 1.393(17) . ?
C49 H49 0.9500 . ?
C49 C50 1.411(16) . ?
C50 H50 0.9500 . ?
C50 C51 1.417(17) . ?
C51 C52 1.413(18) . ?
C51 C54 1.445(18) . ?
C52 H52 0.9500 . ?
C52 C53 1.386(16) . ?
C53 H53 0.9500 . ?
C54 C55 1.39(2) . ?
C54 C59 1.434(19) . ?
C55 H55 0.9500 . ?
C55 C56 1.393(19) . ?
C56 H56 0.9500 . ?
C56 C57 1.41(2) . ?
C57 C58 1.38(2) . ?
C57 C60 1.54(2) . ?
C57 C63 1.53(2) . ?
C58 H58 0.9500 . ?
C58 C59 1.422(17) . ?
C59 H59 0.9500 . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C60 C61 1.51(2) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C61 C62 1.51(2) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C64 C63 1.51(2) . ?
C64 C65 1.53(2) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?

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
C15 N1 C17 126.3(11) . . ?
C16 N1 C15 106.1(11) . . ?
C16 N1 C17 127.5(12) . . ?
C2 C1 C6 117.6(14) . . ?
C2 C1 C14 123.4(14) . . ?
C6 C1 C14 118.9(13) . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.1(15) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.1(14) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.4(16) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 121.6 . . ?
C4 C5 C6 116.7(17) . . ?
C6 C5 H5 121.6 . . ?
C1 C6 C5 122.9(15) . . ?
C1 C6 H6 118.5 . . ?
C5 C6 H6 118.5 . . ?
C8 C7 C12 119.4(14) . . ?
C8 C7 C13 119.3(13) . . ?
C12 C7 C13 121.2(13) . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.8(15) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 121.1 . . ?
C10 C9 C8 117.9(15) . . ?
C10 C9 H9 121.1 . . ?
C9 C10 H10 118.9 . . ?
C11 C10 C9 122.3(15) . . ?
C11 C10 H10 118.9 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.5(16) . . ?
C12 C11 H11 120.2 . . ?
C7 C12 C11 119.7(15) . . ?
C7 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C14 C13 C7 126.4(12) . . ?
C16 C13 C7 127.8(14) . . ?
C16 C13 C14 105.6(12) . . ?
C13 C14 C1 128.4(12) . . ?
C15 C14 C1 123.6(13) . . ?
C15 C14 C13 107.9(12) . . ?
N1 C15 H15 126.1 . . ?
C14 C15 N1 107.7(12) . . ?
C14 C15 H15 126.1 . . ?
N1 C16 H16 123.7 . . ?
C13 C16 N1 112.5(13) . . ?
C13 C16 H16 123.7 . . ?
C18 C17 N1 120.9(11) . . ?
C18 C17 C22 118.7(12) . . ?
C22 C17 N1 120.2(11) . . ?
C17 C18 H18 119.2 . . ?
C17 C18 C19 121.6(12) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.2(11) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 C23 121.3(10) . . ?
C21 C20 C19 117.3(11) . . ?
C21 C20 C23 121.4(11) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.5(11) . . ?
C22 C21 H21 119.3 . . ?
C17 C22 H22 119.7 . . ?
C21 C22 C17 120.5(11) . . ?
C21 C22 H22 119.7 . . ?
C24 C23 C20 119.0(11) . . ?
C28 C23 C20 121.5(12) . . ?
C28 C23 C24 119.4(12) . . ?
C23 C24 H24 121.0 . . ?
C23 C24 C25 118.0(11) . . ?
C25 C24 H24 121.0 . . ?
C24 C25 H25 118.9 . . ?
C26 C25 C24 122.1(11) . . ?
C26 C25 H25 118.9 . . ?
C25 C26 C29 116.5(12) . . ?
C27 C26 C25 118.0(12) . . ?
C27 C26 C29 125.5(12) . . ?
C26 C27 H27 119.7 . . ?
C26 C27 C28 120.5(13) . . ?
C28 C27 H27 119.7 . . ?
C23 C28 C27 121.9(13) . . ?
C23 C28 H28 119.1 . . ?
C27 C28 H28 119.1 . . ?
C26 C29 H29A 108.4 . . ?
C26 C29 H29B 108.4 . . ?
H29A C29 H29B 107.4 . . ?
C30 C29 C26 115.6(12) . . ?
C30 C29 H29A 108.4 . . ?
C30 C29 H29B 108.4 . . ?
C29 C30 H30A 109.4 . . ?
C29 C30 H30B 109.4 . . ?
C29 C30 C31 111.2(13) . . ?
H30A C30 H30B 108.0 . . ?
C31 C30 H30A 109.4 . . ?
C31 C30 H30B 109.4 . . ?
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 . . ?
C38 N2 C48 124.4(10) . . ?
C41 N2 C38 107.6(10) . . ?
C41 N2 C48 127.7(11) . . ?
C33 C32 C39 119.8(11) . . ?
C37 C32 C33 118.5(12) . . ?
C37 C32 C39 121.7(12) . . ?
C32 C33 H33 119.1 . . ?
C34 C33 C32 121.8(12) . . ?
C34 C33 H33 119.1 . . ?
C33 C34 H34 120.5 . . ?
C33 C34 C35 118.9(14) . . ?
C35 C34 H34 120.5 . . ?
C34 C35 H35 120.8 . . ?
C36 C35 C34 118.5(13) . . ?
C36 C35 H35 120.8 . . ?
C35 C36 H36 119.0 . . ?
C37 C36 C35 122.1(14) . . ?
C37 C36 H36 119.0 . . ?
C32 C37 H37 119.9 . . ?
C36 C37 C32 120.1(14) . . ?
C36 C37 H37 119.9 . . ?
N2 C38 H38 126.1 . . ?
N2 C38 C39 107.8(10) . . ?
C39 C38 H38 126.1 . . ?
C38 C39 C32 122.5(11) . . ?
C38 C39 C40 108.4(10) . . ?
C40 C39 C32 129.1(11) . . ?
C39 C40 C42 131.5(11) . . ?
C41 C40 C39 105.2(11) . . ?
C41 C40 C42 123.4(12) . . ?
N2 C41 C40 110.8(12) . . ?
N2 C41 H41 124.6 . . ?
C40 C41 H41 124.6 . . ?
C43 C42 C40 119.0(11) . . ?
C47 C42 C40 124.1(11) . . ?
C47 C42 C43 116.9(12) . . ?
C42 C43 H43 119.3 . . ?
C44 C43 C42 121.4(13) . . ?
C44 C43 H43 119.3 . . ?
C43 C44 H44 120.5 . . ?
C45 C44 C43 118.9(13) . . ?
C45 C44 H44 120.5 . . ?
C44 C45 H45 119.2 . . ?
C44 C45 C46 121.7(13) . . ?
C46 C45 H45 119.2 . . ?
C45 C46 H46 120.6 . . ?
C47 C46 C45 118.7(13) . . ?
C47 C46 H46 120.6 . . ?
C42 C47 H47 118.9 . . ?
C46 C47 C42 122.2(13) . . ?
C46 C47 H47 118.9 . . ?
C49 C48 N2 121.5(11) . . ?
C49 C48 C53 118.7(11) . . ?
C53 C48 N2 119.6(11) . . ?
C48 C49 H49 119.6 . . ?
C48 C49 C50 120.8(11) . . ?
C50 C49 H49 119.6 . . ?
C49 C50 H50 118.7 . . ?
C49 C50 C51 122.7(11) . . ?
C51 C50 H50 118.7 . . ?
C50 C51 C54 122.3(12) . . ?
C52 C51 C50 113.7(11) . . ?
C52 C51 C54 124.0(12) . . ?
C51 C52 H52 118.3 . . ?
C53 C52 C51 123.3(12) . . ?
C53 C52 H52 118.3 . . ?
C48 C53 H53 119.7 . . ?
C52 C53 C48 120.5(12) . . ?
C52 C53 H53 119.7 . . ?
C55 C54 C51 123.9(13) . . ?
C55 C54 C59 115.7(12) . . ?
C59 C54 C51 120.0(12) . . ?
C54 C55 H55 119.3 . . ?
C54 C55 C56 121.4(15) . . ?
C56 C55 H55 119.3 . . ?
C55 C56 H56 117.4 . . ?
C55 C56 C57 125.2(15) . . ?
C57 C56 H56 117.4 . . ?
C56 C57 C60 136.6(17) . . ?
C56 C57 C63 106.9(16) . . ?
C58 C57 C56 112.6(13) . . ?
C58 C57 C60 109.9(16) . . ?
C58 C57 C63 140.4(16) . . ?
C57 C58 H58 117.6 . . ?
C57 C58 C59 124.8(15) . . ?
C59 C58 H58 117.6 . . ?
C54 C59 H59 120.1 . . ?
C58 C59 C54 119.8(13) . . ?
C58 C59 H59 120.1 . . ?
C57 C60 H60A 110.3 . . ?
C57 C60 H60B 110.3 . . ?
H60A C60 H60B 108.6 . . ?
C61 C60 C57 107(2) . . ?
C61 C60 H60A 110.3 . . ?
C61 C60 H60B 110.3 . . ?
C60 C61 H61A 109.1 . . ?
C60 C61 H61B 109.1 . . ?
H61A C61 H61B 107.8 . . ?
C62 C61 C60 113(2) . . ?
C62 C61 H61A 109.1 . . ?
C62 C61 H61B 109.1 . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
H64A C64 H64B 108.1 . . ?
C63 C64 H64A 109.5 . . ?
C63 C64 H64B 109.5 . . ?
C63 C64 C65 111(2) . . ?
C65 C64 H64A 109.5 . . ?
C65 C64 H64B 109.5 . . ?
C57 C63 H63A 110.7 . . ?
C57 C63 H63B 110.7 . . ?
C64 C63 C57 105.4(18) . . ?
C64 C63 H63A 110.7 . . ?
C64 C63 H63B 110.7 . . ?
H63A C63 H63B 108.8 . . ?
C64 C65 H65A 109.5 . . ?
C64 C65 H65B 109.5 . . ?
C64 C65 H65C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 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
N1 C17 C18 C19 -175.6(11) . . . . ?
N1 C17 C22 C21 176.9(11) . . . . ?
C1 C2 C3 C4 1(2) . . . . ?
C1 C14 C15 N1 -179.9(11) . . . . ?
C2 C1 C6 C5 2(2) . . . . ?
C2 C1 C14 C13 38(2) . . . . ?
C2 C1 C14 C15 -138.8(14) . . . . ?
C2 C3 C4 C5 -2(2) . . . . ?
C3 C4 C5 C6 3(2) . . . . ?
C4 C5 C6 C1 -3(2) . . . . ?
C6 C1 C2 C3 -1(2) . . . . ?
C6 C1 C14 C13 -144.0(14) . . . . ?
C6 C1 C14 C15 39.5(19) . . . . ?
C7 C8 C9 C10 -4(2) . . . . ?
C7 C13 C14 C1 5(2) . . . . ?
C7 C13 C14 C15 -177.8(12) . . . . ?
C7 C13 C16 N1 176.8(12) . . . . ?
C8 C7 C12 C11 -1(2) . . . . ?
C8 C7 C13 C14 -123.6(16) . . . . ?
C8 C7 C13 C16 63(2) . . . . ?
C8 C9 C10 C11 7(3) . . . . ?
C9 C10 C11 C12 -6(3) . . . . ?
C10 C11 C12 C7 4(2) . . . . ?
C12 C7 C8 C9 2(2) . . . . ?
C12 C7 C13 C14 54.7(19) . . . . ?
C12 C7 C13 C16 -118.6(17) . . . . ?
C13 C7 C8 C9 -179.8(14) . . . . ?
C13 C7 C12 C11 -179.8(13) . . . . ?
C13 C14 C15 N1 3.0(14) . . . . ?
C14 C1 C2 C3 177.1(13) . . . . ?
C14 C1 C6 C5 -175.9(14) . . . . ?
C14 C13 C16 N1 2.4(15) . . . . ?
C15 N1 C16 C13 -0.6(14) . . . . ?
C15 N1 C17 C18 25.0(19) . . . . ?
C15 N1 C17 C22 -150.7(12) . . . . ?
C16 N1 C15 C14 -1.6(13) . . . . ?
C16 N1 C17 C18 -154.9(12) . . . . ?
C16 N1 C17 C22 29.4(18) . . . . ?
C16 C13 C14 C1 179.8(12) . . . . ?
C16 C13 C14 C15 -3.3(14) . . . . ?
C17 N1 C15 C14 178.5(11) . . . . ?
C17 N1 C16 C13 179.3(12) . . . . ?
C17 C18 C19 C20 -1.1(18) . . . . ?
C18 C17 C22 C21 1.1(17) . . . . ?
C18 C19 C20 C21 0.8(17) . . . . ?
C18 C19 C20 C23 -179.4(11) . . . . ?
C19 C20 C21 C22 0.4(17) . . . . ?
C19 C20 C23 C24 -1.9(17) . . . . ?
C19 C20 C23 C28 175.2(12) . . . . ?
C20 C21 C22 C17 -1.4(17) . . . . ?
C20 C23 C24 C25 -180.0(10) . . . . ?
C20 C23 C28 C27 -179.2(11) . . . . ?
C21 C20 C23 C24 177.9(11) . . . . ?
C21 C20 C23 C28 -5.0(17) . . . . ?
C22 C17 C18 C19 0.1(18) . . . . ?
C23 C20 C21 C22 -179.4(10) . . . . ?
C23 C24 C25 C26 -2.6(17) . . . . ?
C24 C23 C28 C27 -2.1(19) . . . . ?
C24 C25 C26 C27 1.5(18) . . . . ?
C24 C25 C26 C29 178.5(11) . . . . ?
C25 C26 C27 C28 -0.5(19) . . . . ?
C25 C26 C29 C30 176.8(11) . . . . ?
C26 C27 C28 C23 0.9(19) . . . . ?
C26 C29 C30 C31 -179.9(11) . . . . ?
C27 C26 C29 C30 -6.4(19) . . . . ?
C28 C23 C24 C25 2.9(17) . . . . ?
C29 C26 C27 C28 -177.2(12) . . . . ?
N2 C38 C39 C32 -176.8(11) . . . . ?
N2 C38 C39 C40 1.6(13) . . . . ?
N2 C48 C49 C50 179.6(11) . . . . ?
N2 C48 C53 C52 179.9(11) . . . . ?
C32 C33 C34 C35 2.6(19) . . . . ?
C32 C39 C40 C41 174.9(12) . . . . ?
C32 C39 C40 C42 -5(2) . . . . ?
C33 C32 C37 C36 3.0(18) . . . . ?
C33 C32 C39 C38 -47.4(17) . . . . ?
C33 C32 C39 C40 134.5(13) . . . . ?
C33 C34 C35 C36 -3.1(19) . . . . ?
C34 C35 C36 C37 4(2) . . . . ?
C35 C36 C37 C32 -4(2) . . . . ?
C37 C32 C33 C34 -2.5(18) . . . . ?
C37 C32 C39 C38 135.1(12) . . . . ?
C37 C32 C39 C40 -43.0(18) . . . . ?
C38 N2 C41 C40 -3.1(13) . . . . ?
C38 N2 C48 C49 35.6(17) . . . . ?
C38 N2 C48 C53 -150.7(12) . . . . ?
C38 C39 C40 C41 -3.4(13) . . . . ?
C38 C39 C40 C42 176.8(12) . . . . ?
C39 C32 C33 C34 179.9(12) . . . . ?
C39 C32 C37 C36 -179.5(12) . . . . ?
C39 C40 C41 N2 4.0(13) . . . . ?
C39 C40 C42 C43 -40.1(18) . . . . ?
C39 C40 C42 C47 138.2(14) . . . . ?
C40 C42 C43 C44 -178.3(11) . . . . ?
C40 C42 C47 C46 -178.6(12) . . . . ?
C41 N2 C38 C39 0.8(12) . . . . ?
C41 N2 C48 C49 -151.1(12) . . . . ?
C41 N2 C48 C53 22.7(18) . . . . ?
C41 C40 C42 C43 140.2(12) . . . . ?
C41 C40 C42 C47 -41.6(18) . . . . ?
C42 C40 C41 N2 -176.2(10) . . . . ?
C42 C43 C44 C45 -3.8(19) . . . . ?
C43 C42 C47 C46 -0.3(18) . . . . ?
C43 C44 C45 C46 1(2) . . . . ?
C44 C45 C46 C47 2(2) . . . . ?
C45 C46 C47 C42 -2(2) . . . . ?
C47 C42 C43 C44 3.3(18) . . . . ?
C48 N2 C38 C39 175.3(10) . . . . ?
C48 N2 C41 C40 -177.3(11) . . . . ?
C48 C49 C50 C51 -2.2(18) . . . . ?
C49 C48 C53 C52 -6.2(19) . . . . ?
C49 C50 C51 C52 -1.1(17) . . . . ?
C49 C50 C51 C54 -179.2(11) . . . . ?
C50 C51 C52 C53 0.6(18) . . . . ?
C50 C51 C54 C55 -3(2) . . . . ?
C50 C51 C54 C59 -176.1(12) . . . . ?
C51 C52 C53 C48 3(2) . . . . ?
C51 C54 C55 C56 -178.9(13) . . . . ?
C51 C54 C59 C58 -178.8(12) . . . . ?
C52 C51 C54 C55 178.8(13) . . . . ?
C52 C51 C54 C59 6.0(19) . . . . ?
C53 C48 C49 C50 5.8(18) . . . . ?
C54 C51 C52 C53 178.7(12) . . . . ?
C54 C55 C56 C57 3(2) . . . . ?
C55 C54 C59 C58 7.9(18) . . . . ?
C55 C56 C57 C58 -2(2) . . . . ?
C55 C56 C57 C60 -169(2) . . . . ?
C55 C56 C57 C63 180.0(17) . . . . ?
C56 C57 C58 C59 4(2) . . . . ?
C56 C57 C60 C61 -23(4) . . . . ?
C56 C57 C63 C64 -170.5(18) . . . . ?
C57 C58 C59 C54 -7(2) . . . . ?
C57 C60 C61 C62 -172(2) . . . . ?
C58 C57 C60 C61 169.5(19) . . . . ?
C58 C57 C63 C64 12(4) . . . . ?
C59 C54 C55 C56 -5.9(19) . . . . ?
C60 C57 C58 C59 175.0(17) . . . . ?
C63 C57 C58 C59 -179(2) . . . . ?
C65 C64 C63 C57 180(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_bwn18026
_database_code_depnum_ccdc_archive 'CCDC 1853746'
_audit_update_record             
;
2018-07-05 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_audit_creation_date             2018-03-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H23 N O'
_chemical_formula_sum            'C29 H23 N O'
_chemical_formula_weight         401.48
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   31.660(6)
_cell_length_b                   5.9010(12)
_cell_length_c                   22.932(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.11(3)
_cell_angle_gamma                90
_cell_volume                     4217.8(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6613
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4816
_cell_measurement_theta_min      1.3067
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7834
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            14302
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.470
_diffrn_reflns_theta_min         1.307
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4219
_reflns_number_total             4807
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.267
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4807
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0781
_refine_ls_restrained_S_all      1.267
_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)+(0.1288P)²+3.8438P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2294
_refine_ls_wR_factor_ref         0.2679
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C16(H16), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25),
  C26(H26), C27(H27), C28(H28), C29(H29)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_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
O1 O 0.20551(6) 0.5135(4) 0.28681(9) 0.0353(5) Uani 1 1 d . . . . .
N1 N 0.39471(7) 0.4932(4) 0.67976(9) 0.0270(5) Uani 1 1 d . . . . .
C1 C 0.20234(12) 0.3199(6) 0.24928(14) 0.0480(9) Uani 1 1 d . . . . .
H1A H 0.1825 0.3521 0.2124 0.072 Uiso 1 1 calc GR . . . .
H1B H 0.1917 0.1909 0.2693 0.072 Uiso 1 1 calc GR . . . .
H1C H 0.2307 0.2836 0.2403 0.072 Uiso 1 1 calc GR . . . .
C2 C 0.23426(8) 0.5026(5) 0.33941(11) 0.0266(6) Uani 1 1 d . . . . .
C3 C 0.25980(9) 0.3154(5) 0.35748(12) 0.0299(6) Uani 1 1 d . . . . .
H3 H 0.2587 0.1853 0.3329 0.036 Uiso 1 1 calc R . . . .
C4 C 0.28718(9) 0.3211(5) 0.41247(12) 0.0277(6) Uani 1 1 d . . . . .
H4 H 0.3045 0.1925 0.4249 0.033 Uiso 1 1 calc R . . . .
C5 C 0.28985(8) 0.5092(4) 0.44949(11) 0.0249(6) Uani 1 1 d . . . . .
C6 C 0.26438(8) 0.6973(5) 0.42950(12) 0.0277(6) Uani 1 1 d . . . . .
H6 H 0.2662 0.8299 0.4533 0.033 Uiso 1 1 calc R . . . .
C7 C 0.23642(9) 0.6936(5) 0.37545(12) 0.0281(6) Uani 1 1 d . . . . .
H7 H 0.2188 0.8213 0.3631 0.034 Uiso 1 1 calc R . . . .
C8 C 0.31774(8) 0.5069(4) 0.50905(11) 0.0241(5) Uani 1 1 d . . . . .
C9 C 0.31908(8) 0.3161(5) 0.54513(12) 0.0269(6) Uani 1 1 d . . . . .
H9 H 0.3021 0.1876 0.5314 0.032 Uiso 1 1 calc R . . . .
C10 C 0.34479(8) 0.3103(4) 0.60099(12) 0.0260(6) Uani 1 1 d . . . . .
H10 H 0.3452 0.1793 0.6251 0.031 Uiso 1 1 calc R . . . .
C11 C 0.36967(8) 0.4962(4) 0.62113(11) 0.0247(5) Uani 1 1 d . . . . .
C12 C 0.36906(8) 0.6879(5) 0.58589(12) 0.0275(6) Uani 1 1 d . . . . .
H12 H 0.3863 0.8153 0.5997 0.033 Uiso 1 1 calc R . . . .
C13 C 0.34314(8) 0.6926(4) 0.53030(12) 0.0258(6) Uani 1 1 d . . . . .
H13 H 0.3427 0.8243 0.5064 0.031 Uiso 1 1 calc R . . . .
C14 C 0.38388(8) 0.6153(5) 0.72618(11) 0.0282(6) Uani 1 1 d . . . . .
H14 H 0.3629 0.7320 0.7228 0.034 Uiso 1 1 calc R . . . .
C15 C 0.40843(8) 0.5407(5) 0.77832(11) 0.0264(6) Uani 1 1 d . . . . .
C16 C 0.43466(8) 0.3631(5) 0.76282(11) 0.0281(6) Uani 1 1 d . . . . .
H16 H 0.4548 0.2779 0.7897 0.034 Uiso 1 1 calc R . . . .
C17 C 0.42588(8) 0.3351(5) 0.70212(11) 0.0258(6) Uani 1 1 d . . . . .
C18 C 0.44721(8) 0.1839(5) 0.66564(11) 0.0262(6) Uani 1 1 d . . . . .
C19 C 0.45650(9) 0.2487(5) 0.61021(12) 0.0317(6) Uani 1 1 d . . . . .
H19 H 0.4472 0.3922 0.5941 0.038 Uiso 1 1 calc R . . . .
C20 C 0.47922(9) 0.1049(6) 0.57878(13) 0.0377(7) Uani 1 1 d . . . . .
H20 H 0.4851 0.1501 0.5413 0.045 Uiso 1 1 calc R . . . .
C21 C 0.49313(9) -0.1032(6) 0.60202(13) 0.0381(7) Uani 1 1 d . . . . .
H21 H 0.5087 -0.2008 0.5806 0.046 Uiso 1 1 calc R . . . .
C22 C 0.48436(9) -0.1693(5) 0.65628(14) 0.0347(7) Uani 1 1 d . . . . .
H22 H 0.4942 -0.3121 0.6723 0.042 Uiso 1 1 calc R . . . .
C23 C 0.46131(8) -0.0294(5) 0.68775(12) 0.0280(6) Uani 1 1 d . . . . .
H23 H 0.4550 -0.0787 0.7247 0.034 Uiso 1 1 calc R . . . .
C24 C 0.40648(8) 0.6256(5) 0.83855(11) 0.0291(6) Uani 1 1 d . . . . .
C25 C 0.39128(9) 0.8420(5) 0.84742(13) 0.0338(6) Uani 1 1 d . . . . .
H25 H 0.3826 0.9392 0.8145 0.041 Uiso 1 1 calc R . . . .
C26 C 0.38874(9) 0.9172(6) 0.90439(13) 0.0399(7) Uani 1 1 d . . . . .
H26 H 0.3780 1.0647 0.9098 0.048 Uiso 1 1 calc R . . . .
C27 C 0.40160(10) 0.7799(7) 0.95291(13) 0.0433(8) Uani 1 1 d . . . . .
H27 H 0.3996 0.8318 0.9915 0.052 Uiso 1 1 calc R . . . .
C28 C 0.41751(10) 0.5657(6) 0.94493(12) 0.0385(7) Uani 1 1 d . . . . .
H28 H 0.4268 0.4710 0.9782 0.046 Uiso 1 1 calc R . . . .
C29 C 0.41998(9) 0.4886(6) 0.88797(12) 0.0359(7) Uani 1 1 d . . . . .
H29 H 0.4310 0.3415 0.8828 0.043 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.423(4) . ?
O1 C2 1.379(3) . ?
N1 C11 1.436(3) . ?
N1 C14 1.378(3) . ?
N1 C17 1.389(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.389(4) . ?
C2 C7 1.392(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.400(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.391(4) . ?
C5 C6 1.401(4) . ?
C5 C8 1.491(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.391(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.394(4) . ?
C8 C13 1.395(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.392(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.381(4) . ?
C11 C12 1.389(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(4) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.379(4) . ?
C15 C16 1.420(4) . ?
C15 C24 1.481(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.381(3) . ?
C17 C18 1.466(4) . ?
C18 C19 1.407(4) . ?
C18 C23 1.401(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.393(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.379(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.378(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.392(4) . ?
C24 C29 1.397(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.395(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.379(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.384(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.398(4) . ?
C29 H29 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 O1 C1 117.2(2) . . ?
C14 N1 C11 123.1(2) . . ?
C14 N1 C17 108.8(2) . . ?
C17 N1 C11 126.4(2) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 123.9(2) . . ?
O1 C2 C7 116.0(2) . . ?
C3 C2 C7 120.1(2) . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 119.1(2) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 119.0 . . ?
C5 C4 C3 122.1(2) . . ?
C5 C4 H4 119.0 . . ?
C4 C5 C6 117.6(2) . . ?
C4 C5 C8 121.0(2) . . ?
C6 C5 C8 121.4(2) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.2(2) . . ?
C7 C6 H6 119.4 . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 119.9(2) . . ?
C6 C7 H7 120.0 . . ?
C9 C8 C5 120.2(2) . . ?
C9 C8 C13 118.1(2) . . ?
C13 C8 C5 121.7(2) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 C8 121.2(2) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.7(2) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 N1 119.5(2) . . ?
C10 C11 C12 120.2(2) . . ?
C12 C11 N1 120.2(2) . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.7(2) . . ?
C13 C12 H12 120.1 . . ?
C8 C13 H13 119.5 . . ?
C12 C13 C8 121.1(2) . . ?
C12 C13 H13 119.5 . . ?
N1 C14 H14 125.5 . . ?
N1 C14 C15 108.9(2) . . ?
C15 C14 H14 125.5 . . ?
C14 C15 C16 106.5(2) . . ?
C14 C15 C24 126.3(2) . . ?
C16 C15 C24 127.2(2) . . ?
C15 C16 H16 125.7 . . ?
C17 C16 C15 108.5(2) . . ?
C17 C16 H16 125.7 . . ?
N1 C17 C18 124.5(2) . . ?
C16 C17 N1 107.2(2) . . ?
C16 C17 C18 128.1(2) . . ?
C19 C18 C17 122.7(2) . . ?
C23 C18 C17 119.3(2) . . ?
C23 C18 C19 117.9(2) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.7(3) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.1(3) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.0(3) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.7(3) . . ?
C23 C22 H22 119.7 . . ?
C18 C23 H23 119.7 . . ?
C22 C23 C18 120.7(3) . . ?
C22 C23 H23 119.7 . . ?
C25 C24 C15 121.3(3) . . ?
C25 C24 C29 118.5(3) . . ?
C29 C24 C15 120.3(3) . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C26 120.4(3) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.6 . . ?
C27 C26 C25 120.7(3) . . ?
C27 C26 H26 119.6 . . ?
C26 C27 H27 120.2 . . ?
C26 C27 C28 119.5(3) . . ?
C28 C27 H27 120.2 . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.1(3) . . ?
C29 C28 H28 119.9 . . ?
C24 C29 C28 120.7(3) . . ?
C24 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C2 C3 C4 -178.5(2) . . . . ?
O1 C2 C7 C6 179.7(2) . . . . ?
N1 C11 C12 C13 -177.0(2) . . . . ?
N1 C14 C15 C16 -1.1(3) . . . . ?
N1 C14 C15 C24 -179.3(2) . . . . ?
N1 C17 C18 C19 34.1(4) . . . . ?
N1 C17 C18 C23 -149.7(3) . . . . ?
C1 O1 C2 C3 -0.2(4) . . . . ?
C1 O1 C2 C7 -179.5(3) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C3 C2 C7 C6 0.3(4) . . . . ?
C3 C4 C5 C6 -0.9(4) . . . . ?
C3 C4 C5 C8 177.1(2) . . . . ?
C4 C5 C6 C7 2.0(4) . . . . ?
C4 C5 C8 C9 -42.2(4) . . . . ?
C4 C5 C8 C13 137.6(3) . . . . ?
C5 C6 C7 C2 -1.8(4) . . . . ?
C5 C8 C9 C10 -179.8(2) . . . . ?
C5 C8 C13 C12 -179.9(2) . . . . ?
C6 C5 C8 C9 135.7(3) . . . . ?
C6 C5 C8 C13 -44.4(4) . . . . ?
C7 C2 C3 C4 0.7(4) . . . . ?
C8 C5 C6 C7 -176.0(2) . . . . ?
C8 C9 C10 C11 -0.3(4) . . . . ?
C9 C8 C13 C12 0.0(4) . . . . ?
C9 C10 C11 N1 177.3(2) . . . . ?
C9 C10 C11 C12 0.0(4) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
C11 N1 C14 C15 167.3(2) . . . . ?
C11 N1 C17 C16 -166.3(2) . . . . ?
C11 N1 C17 C18 18.5(4) . . . . ?
C11 C12 C13 C8 -0.3(4) . . . . ?
C13 C8 C9 C10 0.3(4) . . . . ?
C14 N1 C11 C10 -105.9(3) . . . . ?
C14 N1 C11 C12 71.4(3) . . . . ?
C14 N1 C17 C16 -0.9(3) . . . . ?
C14 N1 C17 C18 -176.1(2) . . . . ?
C14 C15 C16 C17 0.5(3) . . . . ?
C14 C15 C24 C25 -24.0(4) . . . . ?
C14 C15 C24 C29 156.0(3) . . . . ?
C15 C16 C17 N1 0.2(3) . . . . ?
C15 C16 C17 C18 175.2(3) . . . . ?
C15 C24 C25 C26 178.5(2) . . . . ?
C15 C24 C29 C28 -178.8(2) . . . . ?
C16 C15 C24 C25 158.1(3) . . . . ?
C16 C15 C24 C29 -21.9(4) . . . . ?
C16 C17 C18 C19 -140.1(3) . . . . ?
C16 C17 C18 C23 36.1(4) . . . . ?
C17 N1 C11 C10 57.6(4) . . . . ?
C17 N1 C11 C12 -125.1(3) . . . . ?
C17 N1 C14 C15 1.2(3) . . . . ?
C17 C18 C19 C20 175.9(3) . . . . ?
C17 C18 C23 C22 -175.2(2) . . . . ?
C18 C19 C20 C21 -0.4(4) . . . . ?
C19 C18 C23 C22 1.2(4) . . . . ?
C19 C20 C21 C22 0.3(5) . . . . ?
C20 C21 C22 C23 0.5(4) . . . . ?
C21 C22 C23 C18 -1.3(4) . . . . ?
C23 C18 C19 C20 -0.4(4) . . . . ?
C24 C15 C16 C17 178.7(3) . . . . ?
C24 C25 C26 C27 0.7(4) . . . . ?
C25 C24 C29 C28 1.2(4) . . . . ?
C25 C26 C27 C28 0.5(5) . . . . ?
C26 C27 C28 C29 -0.8(4) . . . . ?
C27 C28 C29 C24 -0.1(4) . . . . ?
C29 C24 C25 C26 -1.5(4) . . . . ?


_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_bwn18056_pl
_database_code_depnum_ccdc_archive 'CCDC 1853747'
_audit_update_record             
;
2018-07-05 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_audit_creation_date             2018-04-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.03 svn.r3497 for OlexSys, GUI svn.r5486)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H7 N O, C29 H20 N2'
_chemical_formula_sum            'C32 H27 N3 O'
_chemical_formula_weight         469.56
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   23.528(5)
_cell_length_b                   6.0582(12)
_cell_length_c                   17.914(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.56(3)
_cell_angle_gamma                90
_cell_volume                     2548.5(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7737
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4816
_cell_measurement_theta_min      1.7344
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.990
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7059
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1295
_diffrn_reflns_av_unetI/netI     0.0810
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23821
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         0.867
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4012
_reflns_number_total             4461
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.926
_refine_diff_density_min         -0.735
_refine_diff_density_rms         0.216
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.771
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         4461
_refine_ls_number_restraints     468
_refine_ls_R_factor_all          0.2738
_refine_ls_R_factor_gt           0.2562
_refine_ls_restrained_S_all      2.648
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.6218
_refine_ls_wR_factor_ref         0.6310
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.01 and sigma
for terminal atoms of 0.01
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.01
3. Others
 Sof(C31A)=Sof(H31D)=Sof(H31E)=Sof(H31F)=1-FVAR(1)
 Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(H31C)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C24(H24),
  C25(H25), C27(H27), C28(H28), C32(H32)
4.b Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C31A(H31D,H31E,H31F)
;
_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
O1 O 0.4365(4) 0.6489(16) 0.2261(5) 0.054(2) Uani 1 1 d . U . . .
N1 N 0.1330(3) 0.1864(13) 0.1109(4) 0.0224(17) Uani 1 1 d . U . . .
N2 N 0.5270(4) 0.2538(15) 0.4852(5) 0.034(2) Uani 1 1 d . U . . .
N3 N 0.4099(5) 0.3547(17) 0.1497(6) 0.042(2) Uani 1 1 d . U . . .
C1 C 0.1655(4) -0.1104(17) 0.0214(5) 0.024(2) Uani 1 1 d . U . . .
C2 C 0.1455(5) -0.3122(17) -0.0086(6) 0.030(2) Uani 1 1 d . U . . .
H2 H 0.1060 -0.3459 -0.0091 0.036 Uiso 1 1 calc R . . . .
C3 C 0.1837(5) -0.4667(19) -0.0382(6) 0.033(2) Uani 1 1 d . U . . .
H3 H 0.1701 -0.6031 -0.0584 0.040 Uiso 1 1 calc R . . . .
C4 C 0.2409(5) -0.415(2) -0.0371(6) 0.036(2) Uani 1 1 d . U . . .
H4 H 0.2666 -0.5178 -0.0567 0.043 Uiso 1 1 calc R . . . .
C5 C 0.2618(5) -0.2166(19) -0.0080(6) 0.033(2) Uani 1 1 d . U . . .
H5 H 0.3014 -0.1857 -0.0065 0.039 Uiso 1 1 calc R . . . .
C6 C 0.2240(5) -0.0632(18) 0.0189(6) 0.029(2) Uani 1 1 d . U . . .
H6 H 0.2379 0.0763 0.0360 0.035 Uiso 1 1 calc R . . . .
C7 C 0.1247(4) 0.0510(16) 0.0458(5) 0.0201(19) Uani 1 1 d . U . . .
C8 C 0.0699(4) 0.1047(17) 0.0157(5) 0.025(2) Uani 1 1 d . U . . .
H8 H 0.0512 0.0384 -0.0271 0.030 Uiso 1 1 calc R . . . .
C9 C 0.0469(4) 0.2754(16) 0.0600(6) 0.025(2) Uani 1 1 d . U . . .
H9 H 0.0108 0.3441 0.0510 0.030 Uiso 1 1 calc R . . . .
C10 C 0.0866(4) 0.3233(17) 0.1186(5) 0.026(2) Uani 1 1 d . U . . .
C11 C 0.0820(4) 0.4851(17) 0.1800(6) 0.027(2) Uani 1 1 d . U . . .
C12 C 0.0529(4) 0.6865(17) 0.1657(6) 0.026(2) Uani 1 1 d . U . . .
H12 H 0.0369 0.7170 0.1168 0.031 Uiso 1 1 calc R . . . .
C13 C 0.0475(4) 0.8375(18) 0.2215(6) 0.028(2) Uani 1 1 d . U . . .
H13 H 0.0278 0.9711 0.2099 0.033 Uiso 1 1 calc R . . . .
C14 C 0.0691(5) 0.8051(18) 0.2925(6) 0.032(2) Uani 1 1 d . U . . .
H14 H 0.0650 0.9148 0.3297 0.038 Uiso 1 1 calc R . . . .
C15 C 0.0991(4) 0.5964(18) 0.3110(6) 0.031(2) Uani 1 1 d . U . . .
H15 H 0.1145 0.5675 0.3603 0.037 Uiso 1 1 calc R . . . .
C16 C 0.1039(4) 0.4449(18) 0.2545(6) 0.029(2) Uani 1 1 d . U . . .
H16 H 0.1225 0.3086 0.2657 0.035 Uiso 1 1 calc R . . . .
C17 C 0.1852(4) 0.1872(16) 0.1612(5) 0.0215(19) Uani 1 1 d . U . . .
C18 C 0.1981(4) -0.0056(17) 0.2010(6) 0.025(2) Uani 1 1 d . U . . .
H18 H 0.1759 -0.1357 0.1934 0.030 Uiso 1 1 calc R . . . .
C19 C 0.2455(4) 0.0011(16) 0.2528(5) 0.023(2) Uani 1 1 d . U . . .
H19 H 0.2543 -0.1235 0.2836 0.027 Uiso 1 1 calc R . . . .
C20 C 0.2796(4) 0.1892(15) 0.2595(5) 0.0185(18) Uani 1 1 d . U . . .
C21 C 0.2650(4) 0.3753(16) 0.2172(5) 0.022(2) Uani 1 1 d . U . . .
H21 H 0.2870 0.5066 0.2229 0.027 Uiso 1 1 calc R . . . .
C22 C 0.2174(4) 0.3667(17) 0.1659(5) 0.025(2) Uani 1 1 d . U . . .
H22 H 0.2082 0.4898 0.1345 0.030 Uiso 1 1 calc R . . . .
C23 C 0.3316(4) 0.1971(16) 0.3125(5) 0.0229(19) Uani 1 1 d . U . . .
C24 C 0.3697(5) 0.0151(18) 0.3184(6) 0.029(2) Uani 1 1 d . U . . .
H24 H 0.3602 -0.1166 0.2917 0.034 Uiso 1 1 calc R . . . .
C25 C 0.4197(5) 0.0245(18) 0.3617(6) 0.028(2) Uani 1 1 d . U . . .
H25 H 0.4452 -0.0972 0.3637 0.034 Uiso 1 1 calc R . . . .
C26 C 0.4328(5) 0.2201(18) 0.4035(6) 0.031(2) Uani 1 1 d . U . . .
C27 C 0.3960(4) 0.3912(17) 0.4002(6) 0.028(2) Uani 1 1 d . U . . .
H27 H 0.4047 0.5191 0.4294 0.034 Uiso 1 1 calc R . . . .
C28 C 0.3449(4) 0.3857(18) 0.3547(6) 0.029(2) Uani 1 1 d . U . . .
H28 H 0.3198 0.5088 0.3529 0.035 Uiso 1 1 calc R . . . .
C29 C 0.4855(5) 0.2334(18) 0.4470(6) 0.031(2) Uani 1 1 d . U . . .
C30 C 0.3713(6) 0.481(2) 0.0980(7) 0.046(3) Uani 1 1 d . U . . .
H30A H 0.3859 0.4795 0.0479 0.069 Uiso 1 1 calc GR . . . .
H30B H 0.3690 0.6338 0.1156 0.069 Uiso 1 1 calc GR . . . .
H30C H 0.3333 0.4141 0.0961 0.069 Uiso 1 1 calc GR . . . .
C31 C 0.4022(19) 0.121(4) 0.1304(16) 0.042(4) Uani 0.52(5) 1 d . U P A 1
H31A H 0.3615 0.0871 0.1241 0.063 Uiso 0.52(5) 1 calc GR . P A 1
H31B H 0.4198 0.0292 0.1707 0.063 Uiso 0.52(5) 1 calc GR . P A 1
H31C H 0.4203 0.0894 0.0837 0.063 Uiso 0.52(5) 1 calc GR . P A 1
C32 C 0.4369(6) 0.450(2) 0.2072(7) 0.043(3) Uani 1 1 d . U . . .
H32 H 0.4599 0.3558 0.2389 0.051 Uiso 1 1 calc R . . . .
C31A C 0.428(2) 0.128(5) 0.1375(18) 0.043(4) Uani 0.48(5) 1 d . U P A 2
H31D H 0.4011 0.0258 0.1580 0.064 Uiso 0.48(5) 1 calc GR . P A 2
H31E H 0.4661 0.1054 0.1626 0.064 Uiso 0.48(5) 1 calc GR . P A 2
H31F H 0.4302 0.1017 0.0838 0.064 Uiso 0.48(5) 1 calc GR . 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
O1 C32 1.250(15) . ?
N1 C7 1.430(12) . ?
N1 C10 1.385(13) . ?
N1 C17 1.476(12) . ?
N2 C29 1.163(14) . ?
N3 C30 1.471(16) . ?
N3 C31 1.47(3) . ?
N3 C32 1.312(17) . ?
N3 C31A 1.46(3) . ?
C1 C2 1.405(14) . ?
C1 C6 1.407(15) . ?
C1 C7 1.457(13) . ?
C2 H2 0.9500 . ?
C2 C3 1.424(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(16) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(16) . ?
C5 H5 0.9500 . ?
C5 C6 1.394(15) . ?
C6 H6 0.9500 . ?
C7 C8 1.404(13) . ?
C8 H8 0.9500 . ?
C8 C9 1.430(15) . ?
C9 H9 0.9500 . ?
C9 C10 1.392(14) . ?
C10 C11 1.482(15) . ?
C11 C12 1.415(14) . ?
C11 C16 1.421(14) . ?
C12 H12 0.9500 . ?
C12 C13 1.367(15) . ?
C13 H13 0.9500 . ?
C13 C14 1.355(15) . ?
C14 H14 0.9500 . ?
C14 C15 1.475(15) . ?
C15 H15 0.9500 . ?
C15 C16 1.376(15) . ?
C16 H16 0.9500 . ?
C17 C18 1.392(14) . ?
C17 C22 1.325(14) . ?
C18 H18 0.9500 . ?
C18 C19 1.408(14) . ?
C19 H19 0.9500 . ?
C19 C20 1.395(13) . ?
C20 C21 1.390(13) . ?
C20 C23 1.501(13) . ?
C21 H21 0.9500 . ?
C21 C22 1.407(13) . ?
C22 H22 0.9500 . ?
C23 C24 1.420(14) . ?
C23 C28 1.394(14) . ?
C24 H24 0.9500 . ?
C24 C25 1.369(15) . ?
C25 H25 0.9500 . ?
C25 C26 1.425(15) . ?
C26 C27 1.350(15) . ?
C26 C29 1.426(15) . ?
C27 H27 0.9500 . ?
C27 C28 1.410(14) . ?
C28 H28 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32 0.9500 . ?
C31A H31D 0.9800 . ?
C31A H31E 0.9800 . ?
C31A H31F 0.9800 . ?

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
C7 N1 C17 124.5(8) . . ?
C10 N1 C7 110.8(7) . . ?
C10 N1 C17 124.6(8) . . ?
C31 N3 C30 107.0(18) . . ?
C32 N3 C30 121.0(11) . . ?
C32 N3 C31 131.1(17) . . ?
C32 N3 C31A 113.5(19) . . ?
C31A N3 C30 125.0(18) . . ?
C2 C1 C6 118.1(10) . . ?
C2 C1 C7 119.1(9) . . ?
C6 C1 C7 122.5(9) . . ?
C1 C2 H2 119.7 . . ?
C1 C2 C3 120.6(10) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 118.9(11) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 119.2 . . ?
C3 C4 C5 121.6(11) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.3(11) . . ?
C6 C5 H5 120.4 . . ?
C1 C6 H6 119.3 . . ?
C5 C6 C1 121.4(11) . . ?
C5 C6 H6 119.3 . . ?
N1 C7 C1 124.8(8) . . ?
C8 C7 N1 104.9(8) . . ?
C8 C7 C1 130.3(9) . . ?
C7 C8 H8 125.5 . . ?
C7 C8 C9 108.9(8) . . ?
C9 C8 H8 125.5 . . ?
C8 C9 H9 126.0 . . ?
C10 C9 C8 108.1(9) . . ?
C10 C9 H9 126.0 . . ?
N1 C10 C9 107.2(9) . . ?
N1 C10 C11 124.3(8) . . ?
C9 C10 C11 128.4(9) . . ?
C12 C11 C10 119.5(9) . . ?
C12 C11 C16 117.5(10) . . ?
C16 C11 C10 123.0(9) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.6(9) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 118.5 . . ?
C14 C13 C12 123.0(10) . . ?
C14 C13 H13 118.5 . . ?
C13 C14 H14 120.6 . . ?
C13 C14 C15 118.7(10) . . ?
C15 C14 H14 120.6 . . ?
C14 C15 H15 121.1 . . ?
C16 C15 C14 117.8(10) . . ?
C16 C15 H15 121.1 . . ?
C11 C16 H16 118.8 . . ?
C15 C16 C11 122.3(10) . . ?
C15 C16 H16 118.8 . . ?
C18 C17 N1 117.1(8) . . ?
C22 C17 N1 119.5(8) . . ?
C22 C17 C18 123.4(9) . . ?
C17 C18 H18 121.6 . . ?
C17 C18 C19 116.9(9) . . ?
C19 C18 H18 121.6 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(9) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C23 121.5(8) . . ?
C21 C20 C19 119.6(8) . . ?
C21 C20 C23 118.9(8) . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.1(9) . . ?
C22 C21 H21 120.4 . . ?
C17 C22 C21 120.1(9) . . ?
C17 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C24 C23 C20 120.5(9) . . ?
C28 C23 C20 121.0(9) . . ?
C28 C23 C24 118.5(9) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 C23 121.7(10) . . ?
C25 C24 H24 119.1 . . ?
C24 C25 H25 120.6 . . ?
C24 C25 C26 118.8(10) . . ?
C26 C25 H25 120.6 . . ?
C25 C26 C29 119.2(10) . . ?
C27 C26 C25 119.9(10) . . ?
C27 C26 C29 121.0(10) . . ?
C26 C27 H27 119.0 . . ?
C26 C27 C28 121.9(10) . . ?
C28 C27 H27 119.0 . . ?
C23 C28 C27 119.1(10) . . ?
C23 C28 H28 120.4 . . ?
C27 C28 H28 120.4 . . ?
N2 C29 C26 175.8(12) . . ?
N3 C30 H30A 109.5 . . ?
N3 C30 H30B 109.5 . . ?
N3 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C31 H31A 109.5 . . ?
N3 C31 H31B 109.5 . . ?
N3 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O1 C32 N3 128.8(13) . . ?
O1 C32 H32 115.6 . . ?
N3 C32 H32 115.6 . . ?
N3 C31A H31D 109.5 . . ?
N3 C31A H31E 109.5 . . ?
N3 C31A H31F 109.5 . . ?
H31D C31A H31E 109.5 . . ?
H31D C31A H31F 109.5 . . ?
H31E C31A H31F 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
N1 C7 C8 C9 2.5(11) . . . . ?
N1 C10 C11 C12 146.1(10) . . . . ?
N1 C10 C11 C16 -36.3(16) . . . . ?
N1 C17 C18 C19 -175.5(8) . . . . ?
N1 C17 C22 C21 175.7(9) . . . . ?
C1 C2 C3 C4 -0.1(16) . . . . ?
C1 C7 C8 C9 -179.9(10) . . . . ?
C2 C1 C6 C5 -4.0(15) . . . . ?
C2 C1 C7 N1 141.2(10) . . . . ?
C2 C1 C7 C8 -36.0(16) . . . . ?
C2 C3 C4 C5 -0.2(17) . . . . ?
C3 C4 C5 C6 -1.7(17) . . . . ?
C4 C5 C6 C1 3.8(16) . . . . ?
C6 C1 C2 C3 2.1(15) . . . . ?
C6 C1 C7 N1 -46.1(14) . . . . ?
C6 C1 C7 C8 136.7(11) . . . . ?
C7 N1 C10 C9 1.5(11) . . . . ?
C7 N1 C10 C11 -179.5(9) . . . . ?
C7 N1 C17 C18 -65.2(13) . . . . ?
C7 N1 C17 C22 114.1(11) . . . . ?
C7 C1 C2 C3 175.2(9) . . . . ?
C7 C1 C6 C5 -176.8(9) . . . . ?
C7 C8 C9 C10 -1.7(11) . . . . ?
C8 C9 C10 N1 0.1(11) . . . . ?
C8 C9 C10 C11 -178.9(10) . . . . ?
C9 C10 C11 C12 -35.0(16) . . . . ?
C9 C10 C11 C16 142.5(11) . . . . ?
C10 N1 C7 C1 179.7(9) . . . . ?
C10 N1 C7 C8 -2.5(11) . . . . ?
C10 N1 C17 C18 117.8(11) . . . . ?
C10 N1 C17 C22 -62.9(14) . . . . ?
C10 C11 C12 C13 179.3(10) . . . . ?
C10 C11 C16 C15 -179.7(10) . . . . ?
C11 C12 C13 C14 -0.2(16) . . . . ?
C12 C11 C16 C15 -2.1(15) . . . . ?
C12 C13 C14 C15 -0.9(16) . . . . ?
C13 C14 C15 C16 0.4(15) . . . . ?
C14 C15 C16 C11 1.1(16) . . . . ?
C16 C11 C12 C13 1.6(15) . . . . ?
C17 N1 C7 C1 2.4(15) . . . . ?
C17 N1 C7 C8 -179.8(8) . . . . ?
C17 N1 C10 C9 178.9(8) . . . . ?
C17 N1 C10 C11 -2.1(15) . . . . ?
C17 C18 C19 C20 -4.2(14) . . . . ?
C18 C17 C22 C21 -5.1(15) . . . . ?
C18 C19 C20 C21 3.2(14) . . . . ?
C18 C19 C20 C23 -177.8(9) . . . . ?
C19 C20 C21 C22 -2.8(14) . . . . ?
C19 C20 C23 C24 43.2(13) . . . . ?
C19 C20 C23 C28 -139.4(10) . . . . ?
C20 C21 C22 C17 3.7(15) . . . . ?
C20 C23 C24 C25 174.6(9) . . . . ?
C20 C23 C28 C27 -175.9(9) . . . . ?
C21 C20 C23 C24 -137.8(10) . . . . ?
C21 C20 C23 C28 39.6(14) . . . . ?
C22 C17 C18 C19 5.3(15) . . . . ?
C23 C20 C21 C22 178.2(8) . . . . ?
C23 C24 C25 C26 2.0(16) . . . . ?
C24 C23 C28 C27 1.5(15) . . . . ?
C24 C25 C26 C27 0.3(16) . . . . ?
C24 C25 C26 C29 -178.3(10) . . . . ?
C25 C26 C27 C28 -1.6(16) . . . . ?
C26 C27 C28 C23 0.7(16) . . . . ?
C28 C23 C24 C25 -2.8(15) . . . . ?
C29 C26 C27 C28 176.9(10) . . . . ?
C30 N3 C32 O1 -2(2) . . . . ?
C31 N3 C32 O1 -170(2) . . . . ?
C31A N3 C32 O1 170(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_bwn18168
_database_code_depnum_ccdc_archive 'CCDC 1853749'
_audit_update_record             
;
2018-07-05 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_audit_creation_date             2018-06-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H20 N2'
_chemical_formula_sum            'C29 H20 N2'
_chemical_formula_weight         396.47
_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'
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                   8.4662(17)
_cell_length_b                   15.145(3)
_cell_length_c                   17.692(4)
_cell_angle_alpha                106.62(3)
_cell_angle_beta                 95.32(3)
_cell_angle_gamma                91.57(3)
_cell_volume                     2160.8(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6448
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4314
_cell_measurement_theta_min      1.5652
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.2969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1042
_diffrn_reflns_av_unetI/netI     0.1320
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17446
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.208
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5189
_reflns_number_total             7523
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.239
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     559
_refine_ls_number_reflns         7523
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2100
_refine_ls_R_factor_gt           0.1627
_refine_ls_restrained_S_all      1.239
_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)+(0.1870P)²+3.6985P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3918
_refine_ls_wR_factor_ref         0.4353
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25),
  C26(H26), C27(H27), C28(H28), C29(H29), C32(H32), C33(H33), C35(H35),
 C36(H36), C38(H38), C39(H39), C41(H41), C42(H42), C43(H43), C46(H46), C48(H48),
  C49(H49), C50(H50), C51(H51), C52(H52), C54(H54), C55(H55), C56(H56),
 C57(H57), C58(H58)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 -1.0258(9) 1.1372(5) 0.8838(4) 0.0539(19) Uani 1 1 d . . . . .
N2 N 0.0847(7) 0.7506(4) 0.8546(3) 0.0322(14) Uani 1 1 d . . . . .
C1 C -0.9007(9) 1.1024(5) 0.8747(4) 0.0377(17) Uani 1 1 d . . . . .
C2 C -0.7540(9) 1.0567(5) 0.8670(4) 0.0371(17) Uani 1 1 d . . . . .
C3 C -0.7607(9) 0.9612(5) 0.8276(4) 0.0407(18) Uani 1 1 d . . . . .
H3 H -0.859190 0.929858 0.803147 0.049 Uiso 1 1 calc R . . . .
C4 C -0.6236(8) 0.9135(5) 0.8247(4) 0.0334(16) Uani 1 1 d . . . . .
H4 H -0.629769 0.848787 0.799724 0.040 Uiso 1 1 calc R . . . .
C5 C -0.4737(8) 0.9590(4) 0.8581(4) 0.0304(16) Uani 1 1 d . . . . .
C6 C -0.4678(8) 1.0561(5) 0.8954(4) 0.0354(17) Uani 1 1 d . . . . .
H6 H -0.369085 1.088649 0.917774 0.043 Uiso 1 1 calc R . . . .
C7 C -0.6084(9) 1.1032(5) 0.8989(4) 0.0388(18) Uani 1 1 d . . . . .
H7 H -0.604039 1.167891 0.923444 0.047 Uiso 1 1 calc R . . . .
C8 C -0.3286(8) 0.9057(5) 0.8563(4) 0.0325(16) Uani 1 1 d . . . . .
C9 C -0.3038(9) 0.8310(5) 0.7904(4) 0.0364(17) Uani 1 1 d . . . . .
H9 H -0.380562 0.815499 0.745335 0.044 Uiso 1 1 calc R . . . .
C10 C -0.1692(9) 0.7786(5) 0.7894(4) 0.0382(18) Uani 1 1 d . . . . .
H10 H -0.157091 0.727573 0.744710 0.046 Uiso 1 1 calc R . . . .
C11 C -0.0513(9) 0.8023(5) 0.8554(4) 0.0328(16) Uani 1 1 d . . . . .
C12 C -0.0737(9) 0.8767(5) 0.9217(5) 0.0403(19) Uani 1 1 d . . . . .
H12 H 0.004501 0.892930 0.966195 0.048 Uiso 1 1 calc R . . . .
C13 C -0.2100(8) 0.9270(5) 0.9227(4) 0.0343(16) Uani 1 1 d . . . . .
H13 H -0.223903 0.976350 0.968358 0.041 Uiso 1 1 calc R . . . .
C14 C 0.1865(8) 0.7446(5) 0.9214(4) 0.0356(17) Uani 1 1 d . . . . .
H14 H 0.171462 0.772930 0.975343 0.043 Uiso 1 1 calc R . . . .
C15 C 0.3081(9) 0.6923(5) 0.8956(4) 0.0370(17) Uani 1 1 d . . . . .
C16 C 0.2892(8) 0.6625(4) 0.8090(4) 0.0310(16) Uani 1 1 d . . . . .
C17 C 0.1548(9) 0.6998(5) 0.7879(4) 0.0356(17) Uani 1 1 d . . . . .
H17 H 0.113094 0.692589 0.734621 0.043 Uiso 1 1 calc R . . . .
C18 C 0.3919(8) 0.6008(5) 0.7548(4) 0.0301(15) Uani 1 1 d . . . . .
C19 C 0.4244(9) 0.6175(5) 0.6838(4) 0.0386(18) Uani 1 1 d . . . . .
H19 H 0.389395 0.671453 0.671764 0.046 Uiso 1 1 calc R . . . .
C20 C 0.5086(9) 0.5541(6) 0.6306(5) 0.051(2) Uani 1 1 d . . . . .
H20 H 0.527762 0.564922 0.581831 0.061 Uiso 1 1 calc R . . . .
C21 C 0.5655(9) 0.4748(6) 0.6478(5) 0.046(2) Uani 1 1 d . . . . .
H21 H 0.627568 0.434047 0.612705 0.055 Uiso 1 1 calc R . . . .
C22 C 0.5287(9) 0.4577(5) 0.7174(5) 0.0430(19) Uani 1 1 d . . . . .
H22 H 0.561163 0.402793 0.728571 0.052 Uiso 1 1 calc R . . . .
C23 C 0.4452(9) 0.5197(5) 0.7707(4) 0.0371(17) Uani 1 1 d . . . . .
H23 H 0.423634 0.507447 0.818578 0.045 Uiso 1 1 calc R . . . .
C24 C 0.4430(8) 0.6708(5) 0.9487(4) 0.0310(16) Uani 1 1 d . . . . .
C25 C 0.6016(8) 0.6793(5) 0.9348(4) 0.0384(18) Uani 1 1 d . . . . .
H25 H 0.625830 0.698518 0.890336 0.046 Uiso 1 1 calc R . . . .
C26 C 0.7257(9) 0.6601(5) 0.9846(5) 0.044(2) Uani 1 1 d . . . . .
H26 H 0.832806 0.665710 0.973782 0.053 Uiso 1 1 calc R . . . .
C27 C 0.6903(9) 0.6326(6) 1.0510(5) 0.049(2) Uani 1 1 d . . . . .
H27 H 0.773512 0.619601 1.085428 0.059 Uiso 1 1 calc R . . . .
C28 C 0.5338(10) 0.6245(6) 1.0658(5) 0.050(2) Uani 1 1 d . . . . .
H28 H 0.510664 0.606171 1.110876 0.059 Uiso 1 1 calc R . . . .
C29 C 0.4067(10) 0.6429(6) 1.0150(4) 0.045(2) Uani 1 1 d . . . . .
H29 H 0.299618 0.636654 1.025489 0.054 Uiso 1 1 calc R . . . .
N3 N 2.4726(8) -0.2011(5) 0.5979(4) 0.0476(17) Uani 1 1 d . . . . .
N4 N 1.4050(7) 0.2175(4) 0.6481(4) 0.0327(14) Uani 1 1 d . . . . .
C30 C 2.3597(9) -0.1600(5) 0.6053(4) 0.0376(17) Uani 1 1 d . . . . .
C31 C 2.2214(9) -0.1061(5) 0.6132(4) 0.0391(18) Uani 1 1 d . . . . .
C32 C 2.2332(9) -0.0148(4) 0.6069(5) 0.0379(18) Uani 1 1 d . . . . .
H32 H 2.330994 0.009034 0.596208 0.046 Uiso 1 1 calc R . . . .
C33 C 2.1039(8) 0.0400(5) 0.6163(5) 0.0375(18) Uani 1 1 d . . . . .
H33 H 2.113464 0.100560 0.611021 0.045 Uiso 1 1 calc R . . . .
C34 C 1.9573(8) 0.0066(5) 0.6336(4) 0.0318(16) Uani 1 1 d . . . . .
C35 C 1.9436(8) -0.0859(5) 0.6375(4) 0.0357(17) Uani 1 1 d . . . . .
H35 H 1.845009 -0.110406 0.646594 0.043 Uiso 1 1 calc R . . . .
C36 C 2.0760(9) -0.1415(5) 0.6278(4) 0.0368(17) Uani 1 1 d . . . . .
H36 H 2.066575 -0.202921 0.631192 0.044 Uiso 1 1 calc R . . . .
C37 C 1.8192(8) 0.0643(5) 0.6434(4) 0.0315(16) Uani 1 1 d . . . . .
C38 C 1.7955(9) 0.1270(5) 0.5972(4) 0.0352(17) Uani 1 1 d . . . . .
H38 H 1.871425 0.133282 0.562431 0.042 Uiso 1 1 calc R . . . .
C39 C 1.6611(8) 0.1793(5) 0.6027(4) 0.0326(16) Uani 1 1 d . . . . .
H39 H 1.648143 0.221654 0.572287 0.039 Uiso 1 1 calc R . . . .
C40 C 1.5460(7) 0.1705(5) 0.6518(4) 0.0334(17) Uani 1 1 d . . . . .
C41 C 1.5717(9) 0.1137(5) 0.7013(5) 0.0384(18) Uani 1 1 d . . . . .
H41 H 1.497601 0.110742 0.737828 0.046 Uiso 1 1 calc R . . . .
C42 C 1.7042(8) 0.0618(5) 0.6975(5) 0.0369(17) Uani 1 1 d . . . . .
H42 H 1.719365 0.023593 0.731490 0.044 Uiso 1 1 calc R . . . .
C43 C 1.3081(8) 0.2517(5) 0.7094(4) 0.0339(16) Uani 1 1 d . . . . .
H43 H 1.324906 0.243736 0.760853 0.041 Uiso 1 1 calc R . . . .
C44 C 1.1862(8) 0.2981(5) 0.6848(4) 0.0302(15) Uani 1 1 d . . . . .
C45 C 1.2085(8) 0.2940(4) 0.6027(4) 0.0283(15) Uani 1 1 d . . . . .
C46 C 1.3397(8) 0.2438(5) 0.5827(4) 0.0319(16) Uani 1 1 d . . . . .
H46 H 1.379515 0.229305 0.532338 0.038 Uiso 1 1 calc R . . . .
C47 C 1.1097(7) 0.3305(5) 0.5450(4) 0.0289(15) Uani 1 1 d . . . . .
C48 C 1.1879(8) 0.3536(5) 0.4838(4) 0.0317(16) Uani 1 1 d . . . . .
H48 H 1.298254 0.345503 0.480979 0.038 Uiso 1 1 calc R . . . .
C49 C 1.0998(8) 0.3884(5) 0.4282(4) 0.0317(16) Uani 1 1 d . . . . .
H49 H 1.151473 0.403775 0.387890 0.038 Uiso 1 1 calc R . . . .
C50 C 0.9383(9) 0.4006(5) 0.4316(4) 0.0355(17) Uani 1 1 d . . . . .
H50 H 0.880529 0.424459 0.393875 0.043 Uiso 1 1 calc R . . . .
C51 C 0.8591(8) 0.3774(5) 0.4916(4) 0.0341(17) Uani 1 1 d . . . . .
H51 H 0.748398 0.384894 0.493780 0.041 Uiso 1 1 calc R . . . .
C52 C 0.9464(7) 0.3437(4) 0.5471(4) 0.0277(15) Uani 1 1 d . . . . .
H52 H 0.893915 0.329188 0.587623 0.033 Uiso 1 1 calc R . . . .
C53 C 1.0663(8) 0.3455(5) 0.7368(4) 0.0294(15) Uani 1 1 d . . . . .
C54 C 1.0422(8) 0.4414(5) 0.7500(5) 0.0355(17) Uani 1 1 d . . . . .
H54 H 1.096990 0.475177 0.721778 0.043 Uiso 1 1 calc R . . . .
C55 C 0.9402(10) 0.4858(5) 0.8035(5) 0.0437(19) Uani 1 1 d . . . . .
H55 H 0.926249 0.549812 0.811858 0.052 Uiso 1 1 calc R . . . .
C56 C 0.8563(9) 0.4367(6) 0.8460(5) 0.048(2) Uani 1 1 d . . . . .
H56 H 0.787602 0.467765 0.883268 0.057 Uiso 1 1 calc R . . . .
C57 C 0.8756(10) 0.3423(6) 0.8326(5) 0.046(2) Uani 1 1 d . . . . .
H57 H 0.818861 0.308439 0.860037 0.055 Uiso 1 1 calc R . . . .
C58 C 0.9798(8) 0.2977(5) 0.7780(4) 0.0373(18) Uani 1 1 d . . . . .
H58 H 0.991679 0.233461 0.768849 0.045 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 C1 1.199(9) . ?
N2 C11 1.409(9) . ?
N2 C14 1.422(9) . ?
N2 C17 1.405(8) . ?
C1 C2 1.437(10) . ?
C2 C3 1.411(11) . ?
C2 C7 1.389(10) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(10) . ?
C4 H4 0.9500 . ?
C4 C5 1.420(9) . ?
C5 C6 1.426(10) . ?
C5 C8 1.486(9) . ?
C6 H6 0.9500 . ?
C6 C7 1.401(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.410(10) . ?
C8 C13 1.427(10) . ?
C9 H9 0.9500 . ?
C9 C10 1.405(10) . ?
C10 H10 0.9500 . ?
C10 C11 1.419(10) . ?
C11 C12 1.406(10) . ?
C12 H12 0.9500 . ?
C12 C13 1.400(9) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.350(9) . ?
C15 C16 1.459(10) . ?
C15 C24 1.513(10) . ?
C16 C17 1.353(10) . ?
C16 C18 1.495(9) . ?
C17 H17 0.9500 . ?
C18 C19 1.400(10) . ?
C18 C23 1.413(10) . ?
C19 H19 0.9500 . ?
C19 C20 1.400(10) . ?
C20 H20 0.9500 . ?
C20 C21 1.408(12) . ?
C21 H21 0.9500 . ?
C21 C22 1.388(11) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(10) . ?
C23 H23 0.9500 . ?
C24 C25 1.397(10) . ?
C24 C29 1.411(10) . ?
C25 H25 0.9500 . ?
C25 C26 1.399(10) . ?
C26 H26 0.9500 . ?
C26 C27 1.408(12) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(12) . ?
C28 H28 0.9500 . ?
C28 C29 1.423(11) . ?
C29 H29 0.9500 . ?
N3 C30 1.151(9) . ?
N4 C40 1.412(8) . ?
N4 C43 1.410(9) . ?
N4 C46 1.400(9) . ?
C30 C31 1.441(10) . ?
C31 C32 1.421(10) . ?
C31 C36 1.404(10) . ?
C32 H32 0.9500 . ?
C32 C33 1.385(9) . ?
C33 H33 0.9500 . ?
C33 C34 1.420(10) . ?
C34 C35 1.425(10) . ?
C34 C37 1.472(9) . ?
C35 H35 0.9500 . ?
C35 C36 1.414(9) . ?
C36 H36 0.9500 . ?
C37 C38 1.427(10) . ?
C37 C42 1.434(10) . ?
C38 H38 0.9500 . ?
C38 C39 1.399(9) . ?
C39 H39 0.9500 . ?
C39 C40 1.393(10) . ?
C40 C41 1.400(10) . ?
C41 H41 0.9500 . ?
C41 C42 1.382(9) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C43 C44 1.371(9) . ?
C44 C45 1.466(9) . ?
C44 C53 1.493(9) . ?
C45 C46 1.380(9) . ?
C45 C47 1.496(9) . ?
C46 H46 0.9500 . ?
C47 C48 1.438(10) . ?
C47 C52 1.404(9) . ?
C48 H48 0.9500 . ?
C48 C49 1.409(10) . ?
C49 H49 0.9500 . ?
C49 C50 1.389(10) . ?
C50 H50 0.9500 . ?
C50 C51 1.425(10) . ?
C51 H51 0.9500 . ?
C51 C52 1.395(9) . ?
C52 H52 0.9500 . ?
C53 C54 1.427(9) . ?
C53 C58 1.400(10) . ?
C54 H54 0.9500 . ?
C54 C55 1.383(10) . ?
C55 H55 0.9500 . ?
C55 C56 1.419(11) . ?
C56 H56 0.9500 . ?
C56 C57 1.398(11) . ?
C57 H57 0.9500 . ?
C57 C58 1.408(10) . ?
C58 H58 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
C11 N2 C14 127.0(5) . . ?
C17 N2 C11 127.3(6) . . ?
C17 N2 C14 105.5(5) . . ?
N1 C1 C2 175.9(8) . . ?
C3 C2 C1 118.3(7) . . ?
C7 C2 C1 121.9(7) . . ?
C7 C2 C3 119.8(7) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.9(7) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.4(6) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C6 118.2(6) . . ?
C4 C5 C8 120.4(6) . . ?
C6 C5 C8 121.4(6) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 C5 119.6(7) . . ?
C7 C6 H6 120.2 . . ?
C2 C7 C6 121.0(7) . . ?
C2 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C9 C8 C5 121.9(6) . . ?
C9 C8 C13 117.2(6) . . ?
C13 C8 C5 120.9(6) . . ?
C8 C9 H9 119.0 . . ?
C10 C9 C8 122.1(7) . . ?
C10 C9 H9 119.0 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.7(6) . . ?
C11 C10 H10 120.2 . . ?
N2 C11 C10 120.0(6) . . ?
C12 C11 N2 120.8(6) . . ?
C12 C11 C10 119.1(7) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.6(7) . . ?
C13 C12 H12 119.7 . . ?
C8 C13 H13 119.4 . . ?
C12 C13 C8 121.3(7) . . ?
C12 C13 H13 119.4 . . ?
N2 C14 H14 125.6 . . ?
C15 C14 N2 108.9(6) . . ?
C15 C14 H14 125.6 . . ?
C14 C15 C16 108.8(6) . . ?
C14 C15 C24 124.9(7) . . ?
C16 C15 C24 126.3(6) . . ?
C15 C16 C18 127.7(6) . . ?
C17 C16 C15 105.3(6) . . ?
C17 C16 C18 127.0(7) . . ?
N2 C17 H17 124.2 . . ?
C16 C17 N2 111.5(6) . . ?
C16 C17 H17 124.2 . . ?
C19 C18 C16 120.7(6) . . ?
C19 C18 C23 118.6(6) . . ?
C23 C18 C16 120.4(6) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.6(7) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.4(8) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 120.8 . . ?
C22 C21 C20 118.4(7) . . ?
C22 C21 H21 120.8 . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.8(7) . . ?
C23 C22 H22 119.6 . . ?
C18 C23 H23 119.5 . . ?
C22 C23 C18 121.0(7) . . ?
C22 C23 H23 119.5 . . ?
C25 C24 C15 122.0(7) . . ?
C25 C24 C29 119.3(7) . . ?
C29 C24 C15 118.7(6) . . ?
C24 C25 H25 119.2 . . ?
C24 C25 C26 121.7(8) . . ?
C26 C25 H25 119.2 . . ?
C25 C26 H26 120.4 . . ?
C25 C26 C27 119.3(7) . . ?
C27 C26 H26 120.4 . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.7(7) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.3 . . ?
C27 C28 C29 121.4(8) . . ?
C29 C28 H28 119.3 . . ?
C24 C29 C28 118.7(8) . . ?
C24 C29 H29 120.7 . . ?
C28 C29 H29 120.7 . . ?
C43 N4 C40 127.6(6) . . ?
C46 N4 C40 125.8(6) . . ?
C46 N4 C43 106.6(5) . . ?
N3 C30 C31 177.7(8) . . ?
C32 C31 C30 119.1(7) . . ?
C36 C31 C30 121.4(7) . . ?
C36 C31 C32 119.5(6) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 C31 120.7(7) . . ?
C33 C32 H32 119.6 . . ?
C32 C33 H33 119.6 . . ?
C32 C33 C34 120.7(7) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 C35 118.6(6) . . ?
C33 C34 C37 121.0(6) . . ?
C35 C34 C37 120.3(6) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 C34 120.4(6) . . ?
C36 C35 H35 119.8 . . ?
C31 C36 C35 120.0(6) . . ?
C31 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C38 C37 C34 119.4(6) . . ?
C38 C37 C42 116.8(6) . . ?
C42 C37 C34 123.8(6) . . ?
C37 C38 H38 119.8 . . ?
C39 C38 C37 120.4(6) . . ?
C39 C38 H38 119.8 . . ?
C38 C39 H39 119.4 . . ?
C40 C39 C38 121.3(6) . . ?
C40 C39 H39 119.4 . . ?
C39 C40 N4 118.4(6) . . ?
C39 C40 C41 119.2(6) . . ?
C41 C40 N4 122.4(6) . . ?
C40 C41 H41 119.8 . . ?
C42 C41 C40 120.5(7) . . ?
C42 C41 H41 119.8 . . ?
C37 C42 H42 119.2 . . ?
C41 C42 C37 121.6(7) . . ?
C41 C42 H42 119.2 . . ?
N4 C43 H43 124.6 . . ?
C44 C43 N4 110.8(6) . . ?
C44 C43 H43 124.6 . . ?
C43 C44 C45 105.6(6) . . ?
C43 C44 C53 124.0(7) . . ?
C45 C44 C53 130.3(6) . . ?
C44 C45 C47 129.8(6) . . ?
C46 C45 C44 107.6(6) . . ?
C46 C45 C47 122.5(6) . . ?
N4 C46 H46 125.3 . . ?
C45 C46 N4 109.4(6) . . ?
C45 C46 H46 125.3 . . ?
C48 C47 C45 117.5(6) . . ?
C52 C47 C45 124.1(6) . . ?
C52 C47 C48 118.4(6) . . ?
C47 C48 H48 120.2 . . ?
C49 C48 C47 119.6(6) . . ?
C49 C48 H48 120.2 . . ?
C48 C49 H49 119.6 . . ?
C50 C49 C48 120.9(7) . . ?
C50 C49 H49 119.6 . . ?
C49 C50 H50 119.9 . . ?
C49 C50 C51 120.1(7) . . ?
C51 C50 H50 119.9 . . ?
C50 C51 H51 120.5 . . ?
C52 C51 C50 119.1(6) . . ?
C52 C51 H51 120.5 . . ?
C47 C52 H52 119.0 . . ?
C51 C52 C47 122.0(6) . . ?
C51 C52 H52 119.0 . . ?
C54 C53 C44 121.6(6) . . ?
C58 C53 C44 120.5(6) . . ?
C58 C53 C54 117.8(6) . . ?
C53 C54 H54 119.6 . . ?
C55 C54 C53 120.8(7) . . ?
C55 C54 H54 119.6 . . ?
C54 C55 H55 119.7 . . ?
C54 C55 C56 120.6(7) . . ?
C56 C55 H55 119.7 . . ?
C55 C56 H56 120.3 . . ?
C57 C56 C55 119.4(7) . . ?
C57 C56 H56 120.3 . . ?
C56 C57 H57 120.2 . . ?
C56 C57 C58 119.5(7) . . ?
C58 C57 H57 120.2 . . ?
C53 C58 C57 121.9(7) . . ?
C53 C58 H58 119.1 . . ?
C57 C58 H58 119.1 . . ?

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
N2 C11 C12 C13 -179.1(7) . . . . ?
N2 C14 C15 C16 0.5(8) . . . . ?
N2 C14 C15 C24 179.1(7) . . . . ?
C1 C2 C3 C4 -174.8(7) . . . . ?
C1 C2 C7 C6 175.7(7) . . . . ?
C2 C3 C4 C5 -2.3(11) . . . . ?
C3 C2 C7 C6 -2.6(11) . . . . ?
C3 C4 C5 C6 0.2(10) . . . . ?
C3 C4 C5 C8 178.2(7) . . . . ?
C4 C5 C6 C7 0.8(10) . . . . ?
C4 C5 C8 C9 38.0(10) . . . . ?
C4 C5 C8 C13 -140.4(7) . . . . ?
C5 C6 C7 C2 0.4(11) . . . . ?
C5 C8 C9 C10 -178.0(6) . . . . ?
C5 C8 C13 C12 179.5(6) . . . . ?
C6 C5 C8 C9 -144.1(7) . . . . ?
C6 C5 C8 C13 37.5(10) . . . . ?
C7 C2 C3 C4 3.6(11) . . . . ?
C8 C5 C6 C7 -177.2(7) . . . . ?
C8 C9 C10 C11 -1.7(11) . . . . ?
C9 C8 C13 C12 1.0(11) . . . . ?
C9 C10 C11 N2 -179.5(6) . . . . ?
C9 C10 C11 C12 1.5(11) . . . . ?
C10 C11 C12 C13 -0.2(11) . . . . ?
C11 N2 C14 C15 -176.6(7) . . . . ?
C11 N2 C17 C16 176.7(7) . . . . ?
C11 C12 C13 C8 -1.1(11) . . . . ?
C13 C8 C9 C10 0.4(10) . . . . ?
C14 N2 C11 C10 -158.7(7) . . . . ?
C14 N2 C11 C12 20.2(11) . . . . ?
C14 N2 C17 C16 1.0(8) . . . . ?
C14 C15 C16 C17 0.1(8) . . . . ?
C14 C15 C16 C18 -177.6(7) . . . . ?
C14 C15 C24 C25 -132.6(8) . . . . ?
C14 C15 C24 C29 46.2(11) . . . . ?
C15 C16 C17 N2 -0.7(8) . . . . ?
C15 C16 C18 C19 -142.5(8) . . . . ?
C15 C16 C18 C23 43.7(10) . . . . ?
C15 C24 C25 C26 179.3(7) . . . . ?
C15 C24 C29 C28 -178.8(7) . . . . ?
C16 C15 C24 C25 45.8(11) . . . . ?
C16 C15 C24 C29 -135.4(8) . . . . ?
C16 C18 C19 C20 -174.2(6) . . . . ?
C16 C18 C23 C22 174.3(7) . . . . ?
C17 N2 C11 C10 26.5(11) . . . . ?
C17 N2 C11 C12 -154.6(7) . . . . ?
C17 N2 C14 C15 -0.9(8) . . . . ?
C17 C16 C18 C19 40.3(10) . . . . ?
C17 C16 C18 C23 -133.6(8) . . . . ?
C18 C16 C17 N2 177.0(6) . . . . ?
C18 C19 C20 C21 -1.7(12) . . . . ?
C19 C18 C23 C22 0.3(11) . . . . ?
C19 C20 C21 C22 3.5(12) . . . . ?
C20 C21 C22 C23 -3.4(12) . . . . ?
C21 C22 C23 C18 1.6(12) . . . . ?
C23 C18 C19 C20 -0.2(11) . . . . ?
C24 C15 C16 C17 -178.5(7) . . . . ?
C24 C15 C16 C18 3.8(12) . . . . ?
C24 C25 C26 C27 -0.7(11) . . . . ?
C25 C24 C29 C28 0.1(11) . . . . ?
C25 C26 C27 C28 0.2(12) . . . . ?
C26 C27 C28 C29 0.4(13) . . . . ?
C27 C28 C29 C24 -0.5(13) . . . . ?
C29 C24 C25 C26 0.5(11) . . . . ?
N4 C40 C41 C42 173.6(7) . . . . ?
N4 C43 C44 C45 -0.7(7) . . . . ?
N4 C43 C44 C53 -177.7(6) . . . . ?
C30 C31 C32 C33 -178.3(7) . . . . ?
C30 C31 C36 C35 178.3(7) . . . . ?
C31 C32 C33 C34 1.0(11) . . . . ?
C32 C31 C36 C35 -1.1(11) . . . . ?
C32 C33 C34 C35 -2.9(11) . . . . ?
C32 C33 C34 C37 -179.8(7) . . . . ?
C33 C34 C35 C36 2.9(11) . . . . ?
C33 C34 C37 C38 34.0(10) . . . . ?
C33 C34 C37 C42 -146.0(8) . . . . ?
C34 C35 C36 C31 -0.9(11) . . . . ?
C34 C37 C38 C39 176.9(6) . . . . ?
C34 C37 C42 C41 -176.3(7) . . . . ?
C35 C34 C37 C38 -142.9(7) . . . . ?
C35 C34 C37 C42 37.1(10) . . . . ?
C36 C31 C32 C33 1.0(11) . . . . ?
C37 C34 C35 C36 179.8(6) . . . . ?
C37 C38 C39 C40 -1.3(11) . . . . ?
C38 C37 C42 C41 3.7(11) . . . . ?
C38 C39 C40 N4 -173.1(7) . . . . ?
C38 C39 C40 C41 5.2(11) . . . . ?
C39 C40 C41 C42 -4.6(12) . . . . ?
C40 N4 C43 C44 176.5(6) . . . . ?
C40 N4 C46 C45 -175.6(6) . . . . ?
C40 C41 C42 C37 0.2(12) . . . . ?
C42 C37 C38 C39 -3.1(10) . . . . ?
C43 N4 C40 C39 -150.6(7) . . . . ?
C43 N4 C40 C41 31.2(11) . . . . ?
C43 N4 C46 C45 1.0(8) . . . . ?
C43 C44 C45 C46 1.4(7) . . . . ?
C43 C44 C45 C47 178.1(6) . . . . ?
C43 C44 C53 C54 122.8(8) . . . . ?
C43 C44 C53 C58 -53.5(10) . . . . ?
C44 C45 C46 N4 -1.5(8) . . . . ?
C44 C45 C47 C48 153.4(7) . . . . ?
C44 C45 C47 C52 -26.3(11) . . . . ?
C44 C53 C54 C55 -174.5(7) . . . . ?
C44 C53 C58 C57 174.6(7) . . . . ?
C45 C44 C53 C54 -53.4(10) . . . . ?
C45 C44 C53 C58 130.4(8) . . . . ?
C45 C47 C48 C49 -179.8(6) . . . . ?
C45 C47 C52 C51 -179.7(6) . . . . ?
C46 N4 C40 C39 25.4(10) . . . . ?
C46 N4 C40 C41 -152.8(7) . . . . ?
C46 N4 C43 C44 -0.1(8) . . . . ?
C46 C45 C47 C48 -30.2(9) . . . . ?
C46 C45 C47 C52 150.1(7) . . . . ?
C47 C45 C46 N4 -178.6(6) . . . . ?
C47 C48 C49 C50 0.0(10) . . . . ?
C48 C47 C52 C51 0.7(10) . . . . ?
C48 C49 C50 C51 -0.3(10) . . . . ?
C49 C50 C51 C52 0.8(10) . . . . ?
C50 C51 C52 C47 -1.0(10) . . . . ?
C52 C47 C48 C49 -0.1(10) . . . . ?
C53 C44 C45 C46 178.1(6) . . . . ?
C53 C44 C45 C47 -5.2(12) . . . . ?
C53 C54 C55 C56 -0.5(12) . . . . ?
C54 C53 C58 C57 -1.8(11) . . . . ?
C54 C55 C56 C57 -1.0(13) . . . . ?
C55 C56 C57 C58 1.0(13) . . . . ?
C56 C57 C58 C53 0.5(12) . . . . ?
C58 C53 C54 C55 1.8(11) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
