# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1561810'
_audit_update_record             
;
2017-07-12 deposited with the CCDC.	2019-11-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H35 N3 O2'
_chemical_formula_weight         589.71

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.9812(6)
_cell_length_b                   11.0146(6)
_cell_length_c                   13.6821(8)
_cell_angle_alpha                105.918(2)
_cell_angle_beta                 94.241(2)
_cell_angle_gamma                92.164(2)
_cell_volume                     1584.17(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9888
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      28.82

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_F_000             624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_process_details   'SADABS (Bruker, 2012)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31494
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.554
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6234
_reflns_number_gt                4500
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEXII (Bruker, 2012)'
_computing_cell_refinement       'APEXII/SAINT (Bruker, 2012)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2012)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997) '
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0693P)²+0.5358P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6234
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0771
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1481
_refine_ls_wR_factor_gt          0.1204
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.33219(15) 0.03516(16) 0.60670(13) 0.0314(4) Uani 1 1 d . . . . .
C2 C 0.43768(18) -0.0193(2) 0.65217(14) 0.0437(5) Uani 1 1 d . . . . .
H2A H 0.5007 -0.0363 0.6050 0.052 Uiso 1 1 calc R U . . .
H2B H 0.4106 -0.0986 0.6638 0.052 Uiso 1 1 calc R U . . .
C3 C 0.48984(18) 0.0715(2) 0.75197(15) 0.0495(5) Uani 1 1 d . . . . .
H3A H 0.5539 0.0326 0.7833 0.059 Uiso 1 1 calc R U . . .
H3B H 0.5253 0.1474 0.7396 0.059 Uiso 1 1 calc R U . . .
C4 C 0.39008(18) 0.1055(2) 0.82222(14) 0.0418(5) Uani 1 1 d . . . . .
C5 C 0.4075(2) 0.1087(2) 0.92419(16) 0.0584(6) Uani 1 1 d . . . . .
H5 H 0.4842 0.0949 0.9514 0.070 Uiso 1 1 calc R U . . .
C6 C 0.3122(2) 0.1321(3) 0.98583(17) 0.0672(7) Uani 1 1 d . . . . .
H6 H 0.3249 0.1352 1.0545 0.081 Uiso 1 1 calc R U . . .
C7 C 0.1995(2) 0.1507(2) 0.94557(16) 0.0603(6) Uani 1 1 d . . . . .
H7 H 0.1348 0.1647 0.9867 0.072 Uiso 1 1 calc R U . . .
C8 C 0.18046(19) 0.1490(2) 0.84451(14) 0.0450(5) Uani 1 1 d . . . . .
H8 H 0.1030 0.1617 0.8181 0.054 Uiso 1 1 calc R U . . .
C9 C 0.27583(16) 0.12857(17) 0.78148(13) 0.0352(4) Uani 1 1 d . . . . .
C10 C 0.25780(15) 0.11637(16) 0.67050(12) 0.0296(4) Uani 1 1 d . . . . .
C11 C 0.16877(15) 0.17536(16) 0.62480(13) 0.0297(4) Uani 1 1 d . . . . .
C12 C 0.09975(18) 0.28328(18) 0.68371(14) 0.0408(5) Uani 1 1 d . . . . .
H12A H 0.1462 0.3252 0.7481 0.049 Uiso 1 1 calc R U . . .
H12B H 0.0218 0.2510 0.6984 0.049 Uiso 1 1 calc R U . . .
C13 C 0.07849(19) 0.37721(18) 0.62217(15) 0.0450(5) Uani 1 1 d . . . . .
H13A H 0.0329 0.4459 0.6598 0.054 Uiso 1 1 calc R U . . .
H13B H 0.1563 0.4125 0.6101 0.054 Uiso 1 1 calc R U . . .
C14 C 0.00815(16) 0.31109(17) 0.52238(15) 0.0371(4) Uani 1 1 d . . . . .
C15 C -0.08720(18) 0.36394(19) 0.48053(17) 0.0469(5) Uani 1 1 d . . . . .
H15 H -0.1083 0.4449 0.5140 0.056 Uiso 1 1 calc R U . . .
C16 C -0.15157(19) 0.2986(2) 0.38999(18) 0.0518(6) Uani 1 1 d . . . . .
H16 H -0.2141 0.3362 0.3615 0.062 Uiso 1 1 calc R U . . .
C17 C -0.12301(18) 0.1777(2) 0.34190(16) 0.0449(5) Uani 1 1 d . . . . .
H17 H -0.1676 0.1325 0.2816 0.054 Uiso 1 1 calc R U . . .
C18 C -0.02834(16) 0.12308(18) 0.38293(14) 0.0361(4) Uani 1 1 d . . . . .
H18 H -0.0108 0.0404 0.3508 0.043 Uiso 1 1 calc R U . . .
C19 C 0.04107(15) 0.19008(16) 0.47154(13) 0.0310(4) Uani 1 1 d . . . . .
C20 C 0.14604(15) 0.13805(15) 0.51817(12) 0.0278(4) Uani 1 1 d . . . . .
C21 C 0.22417(15) 0.05413(15) 0.46198(12) 0.0279(4) Uani 1 1 d . . . . .
C22 C 0.21611(15) 0.01502(16) 0.34900(12) 0.0296(4) Uani 1 1 d . . . . .
C23 C 0.20233(16) -0.10595(16) 0.28792(13) 0.0319(4) Uani 1 1 d . . . . .
H23 H 0.2001 -0.1788 0.3097 0.038 Uiso 1 1 calc R U . . .
C24 C 0.21765(15) 0.09087(16) 0.28047(13) 0.0301(4) Uani 1 1 d . . . . .
C25 C 0.23698(16) 0.22859(16) 0.30216(13) 0.0325(4) Uani 1 1 d . . . . .
C26 C 0.31213(18) 0.29930(17) 0.38512(14) 0.0399(4) Uani 1 1 d . . . . .
H26 H 0.3481 0.2592 0.4306 0.048 Uiso 1 1 calc R U . . .
C27 C 0.33540(19) 0.42806(18) 0.40256(16) 0.0453(5) Uani 1 1 d . . . . .
H27 H 0.3857 0.4737 0.4595 0.054 Uiso 1 1 calc R U . . .
C28 C 0.28400(19) 0.48843(17) 0.33559(15) 0.0427(5) Uani 1 1 d . . . . .
C29 C 0.2064(2) 0.41956(19) 0.25327(16) 0.0498(5) Uani 1 1 d . . . . .
H29 H 0.1695 0.4601 0.2085 0.060 Uiso 1 1 calc R U . . .
C30 C 0.18315(19) 0.29206(18) 0.23711(14) 0.0420(5) Uani 1 1 d . . . . .
H30 H 0.1304 0.2473 0.1815 0.050 Uiso 1 1 calc R U . . .
C31 C 0.3887(3) 0.6872(2) 0.4239(2) 0.0657(7) Uani 1 1 d . . . . .
H31A H 0.3632 0.6827 0.4885 0.099 Uiso 1 1 calc R U . . .
H31B H 0.3925 0.7738 0.4220 0.099 Uiso 1 1 calc R U . . .
H31C H 0.4680 0.6542 0.4151 0.099 Uiso 1 1 calc R U . . .
C32 C 0.17579(17) -0.20253(18) 0.09933(14) 0.0390(4) Uani 1 1 d . . . . .
C33 C 0.1483(2) -0.1789(2) 0.00706(15) 0.0544(6) Uani 1 1 d . . . . .
H33 H 0.1417 -0.0962 0.0036 0.065 Uiso 1 1 calc R U . . .
C34 C 0.1304(3) -0.2785(3) -0.08066(17) 0.0695(7) Uani 1 1 d . . . . .
H34 H 0.1123 -0.2626 -0.1433 0.083 Uiso 1 1 calc R U . . .
C35 C 0.1392(3) -0.3993(3) -0.0760(2) 0.0850(9) Uani 1 1 d . . . . .
H35 H 0.1256 -0.4661 -0.1351 0.102 Uiso 1 1 calc R U . . .
C36 C 0.1679(4) -0.4223(3) 0.0153(2) 0.1039(12) Uani 1 1 d . . . . .
H36 H 0.1747 -0.5052 0.0183 0.125 Uiso 1 1 calc R U . . .
C37 C 0.1872(3) -0.3241(2) 0.10373(19) 0.0774(9) Uani 1 1 d . . . . .
H37 H 0.2077 -0.3406 0.1658 0.093 Uiso 1 1 calc R U . . .
N1 N 0.31691(13) 0.00586(13) 0.50531(10) 0.0314(3) Uani 1 1 d . . . . .
N2 N 0.19249(13) -0.10139(13) 0.19000(10) 0.0329(3) Uani 1 1 d . . . . .
N3 N 0.20279(14) 0.01971(14) 0.18430(11) 0.0349(4) Uani 1 1 d . . . . .
O1 O 0.30268(16) 0.61432(13) 0.34364(12) 0.0602(4) Uani 1 1 d . . . . .
O2 O 0.3728(3) 0.5058(3) 0.6956(3) 0.1523(13) Uani 1 1 d . . . . .
C39 C 0.4241(3) 0.5514(4) 0.7760(3) 0.0949(10) Uani 1 1 d . . . . .
C38 C 0.4494(4) 0.6884(4) 0.8095(3) 0.1352(16) Uani 1 1 d . . . . .
H38A H 0.4300 0.7232 0.7536 0.203 Uiso 1 1 calc R U . . .
H38B H 0.5344 0.7072 0.8329 0.203 Uiso 1 1 calc R U . . .
H38C H 0.4003 0.7247 0.8642 0.203 Uiso 1 1 calc R U . . .
C40 C 0.4653(6) 0.4779(6) 0.8437(5) 0.198(3) Uani 1 1 d . . . . .
H40A H 0.4579 0.3896 0.8075 0.297 Uiso 1 1 calc R U . . .
H40B H 0.4161 0.4930 0.9005 0.297 Uiso 1 1 calc R U . . .
H40C H 0.5493 0.5024 0.8681 0.297 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.331(2) . ?
C1 C10 1.401(2) . ?
C1 C2 1.496(2) . ?
C2 C3 1.512(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.501(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.385(3) . ?
C4 C9 1.396(3) . ?
C5 C6 1.380(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.363(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.378(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.391(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.485(2) . ?
C10 C11 1.396(2) . ?
C11 C20 1.403(2) . ?
C11 C12 1.507(2) . ?
C12 C13 1.517(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.499(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.380(3) . ?
C14 C19 1.399(3) . ?
C15 C16 1.377(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.374(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.380(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.388(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.485(2) . ?
C20 C21 1.396(2) . ?
C21 N1 1.340(2) . ?
C21 C22 1.481(2) . ?
C22 C23 1.361(2) . ?
C22 C24 1.417(2) . ?
C23 N2 1.351(2) . ?
C23 H23 0.9300 . ?
C24 N3 1.329(2) . ?
C24 C25 1.468(2) . ?
C25 C26 1.380(2) . ?
C25 C30 1.387(2) . ?
C26 C27 1.383(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.373(3) . ?
C27 H27 0.9300 . ?
C28 O1 1.367(2) . ?
C28 C29 1.382(3) . ?
C29 C30 1.371(3) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 O1 1.432(3) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C37 1.367(3) . ?
C32 C33 1.372(3) . ?
C32 N2 1.417(2) . ?
C33 C34 1.382(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.356(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.359(4) . ?
C35 H35 0.9300 . ?
C36 C37 1.380(3) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
N2 N3 1.358(2) . ?
O2 C39 1.167(4) . ?
C39 C40 1.448(6) . ?
C39 C38 1.461(5) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C10 123.24(15) . . ?
N1 C1 C2 116.86(15) . . ?
C10 C1 C2 119.86(15) . . ?
C1 C2 C3 110.53(17) . . ?
C1 C2 H2A 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C4 C3 C2 109.53(16) . . ?
C4 C3 H3A 109.8 . . ?
C2 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
C2 C3 H3B 109.8 . . ?
H3A C3 H3B 108.2 . . ?
C5 C4 C9 119.91(19) . . ?
C5 C4 C3 121.63(18) . . ?
C9 C4 C3 118.39(16) . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C7 C6 C5 119.6(2) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C6 C7 C8 120.6(2) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C7 C8 C9 120.8(2) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C8 C9 C4 118.36(17) . . ?
C8 C9 C10 122.68(17) . . ?
C4 C9 C10 118.61(16) . . ?
C11 C10 C1 117.74(15) . . ?
C11 C10 C9 124.84(16) . . ?
C1 C10 C9 117.36(15) . . ?
C10 C11 C20 119.09(15) . . ?
C10 C11 C12 123.31(15) . . ?
C20 C11 C12 117.50(15) . . ?
C11 C12 C13 109.98(15) . . ?
C11 C12 H12A 109.7 . . ?
C13 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
C13 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
C14 C13 C12 109.20(16) . . ?
C14 C13 H13A 109.8 . . ?
C12 C13 H13A 109.8 . . ?
C14 C13 H13B 109.8 . . ?
C12 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
C15 C14 C19 119.61(17) . . ?
C15 C14 C13 122.79(18) . . ?
C19 C14 C13 117.59(16) . . ?
C16 C15 C14 120.95(19) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C17 C16 C15 119.69(18) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 120.12(19) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C19 120.76(18) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C14 118.71(16) . . ?
C18 C19 C20 123.44(16) . . ?
C14 C19 C20 117.80(15) . . ?
C21 C20 C11 117.80(15) . . ?
C21 C20 C19 123.78(15) . . ?
C11 C20 C19 118.41(15) . . ?
N1 C21 C20 123.06(15) . . ?
N1 C21 C22 113.70(14) . . ?
C20 C21 C22 123.18(15) . . ?
C23 C22 C24 104.63(15) . . ?
C23 C22 C21 126.03(15) . . ?
C24 C22 C21 129.32(15) . . ?
N2 C23 C22 107.87(15) . . ?
N2 C23 H23 126.1 . . ?
C22 C23 H23 126.1 . . ?
N3 C24 C22 110.91(15) . . ?
N3 C24 C25 119.60(15) . . ?
C22 C24 C25 129.45(15) . . ?
C26 C25 C30 117.42(17) . . ?
C26 C25 C24 121.84(15) . . ?
C30 C25 C24 120.70(16) . . ?
C25 C26 C27 121.82(17) . . ?
C25 C26 H26 119.1 . . ?
C27 C26 H26 119.1 . . ?
C28 C27 C26 119.81(18) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
O1 C28 C27 124.99(18) . . ?
O1 C28 C29 115.89(17) . . ?
C27 C28 C29 119.12(18) . . ?
C30 C29 C28 120.57(18) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C29 C30 C25 121.21(18) . . ?
C29 C30 H30 119.4 . . ?
C25 C30 H30 119.4 . . ?
O1 C31 H31A 109.5 . . ?
O1 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O1 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C37 C32 C33 119.87(19) . . ?
C37 C32 N2 119.90(18) . . ?
C33 C32 N2 120.23(18) . . ?
C32 C33 C34 119.7(2) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
C35 C34 C33 120.5(2) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C34 C35 C36 119.7(2) . . ?
C34 C35 H35 120.1 . . ?
C36 C35 H35 120.1 . . ?
C35 C36 C37 120.8(3) . . ?
C35 C36 H36 119.6 . . ?
C37 C36 H36 119.6 . . ?
C32 C37 C36 119.5(2) . . ?
C32 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C1 N1 C21 118.48(14) . . ?
C23 N2 N3 111.29(13) . . ?
C23 N2 C32 128.89(15) . . ?
N3 N2 C32 119.82(14) . . ?
C24 N3 N2 105.27(13) . . ?
C28 O1 C31 117.59(16) . . ?
O2 C39 C40 122.9(5) . . ?
O2 C39 C38 118.8(4) . . ?
C40 C39 C38 118.3(4) . . ?
C39 C38 H38A 109.5 . . ?
C39 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C39 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 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 C1 C2 C3 146.62(17) . . . . ?
C10 C1 C2 C3 -31.2(2) . . . . ?
C1 C2 C3 C4 55.0(2) . . . . ?
C2 C3 C4 C5 135.6(2) . . . . ?
C2 C3 C4 C9 -41.4(3) . . . . ?
C9 C4 C5 C6 1.3(4) . . . . ?
C3 C4 C5 C6 -175.8(2) . . . . ?
C4 C5 C6 C7 0.8(4) . . . . ?
C5 C6 C7 C8 -1.4(4) . . . . ?
C6 C7 C8 C9 -0.1(4) . . . . ?
C7 C8 C9 C4 2.2(3) . . . . ?
C7 C8 C9 C10 175.3(2) . . . . ?
C5 C4 C9 C8 -2.7(3) . . . . ?
C3 C4 C9 C8 174.41(19) . . . . ?
C5 C4 C9 C10 -176.13(19) . . . . ?
C3 C4 C9 C10 1.0(3) . . . . ?
N1 C1 C10 C11 -4.3(3) . . . . ?
C2 C1 C10 C11 173.31(16) . . . . ?
N1 C1 C10 C9 172.87(16) . . . . ?
C2 C1 C10 C9 -9.5(2) . . . . ?
C8 C9 C10 C11 29.9(3) . . . . ?
C4 C9 C10 C11 -156.96(17) . . . . ?
C8 C9 C10 C1 -147.07(19) . . . . ?
C4 C9 C10 C1 26.0(2) . . . . ?
C1 C10 C11 C20 8.8(2) . . . . ?
C9 C10 C11 C20 -168.16(15) . . . . ?
C1 C10 C11 C12 -167.55(16) . . . . ?
C9 C10 C11 C12 15.5(3) . . . . ?
C10 C11 C12 C13 143.05(17) . . . . ?
C20 C11 C12 C13 -33.4(2) . . . . ?
C11 C12 C13 C14 58.6(2) . . . . ?
C12 C13 C14 C15 137.46(19) . . . . ?
C12 C13 C14 C19 -41.7(2) . . . . ?
C19 C14 C15 C16 0.9(3) . . . . ?
C13 C14 C15 C16 -178.2(2) . . . . ?
C14 C15 C16 C17 1.9(3) . . . . ?
C15 C16 C17 C18 -1.5(3) . . . . ?
C16 C17 C18 C19 -1.6(3) . . . . ?
C17 C18 C19 C14 4.2(3) . . . . ?
C17 C18 C19 C20 -178.42(17) . . . . ?
C15 C14 C19 C18 -3.9(3) . . . . ?
C13 C14 C19 C18 175.28(17) . . . . ?
C15 C14 C19 C20 178.64(17) . . . . ?
C13 C14 C19 C20 -2.2(2) . . . . ?
C10 C11 C20 C21 -7.6(2) . . . . ?
C12 C11 C20 C21 168.96(16) . . . . ?
C10 C11 C20 C19 172.59(14) . . . . ?
C12 C11 C20 C19 -10.8(2) . . . . ?
C18 C19 C20 C21 33.4(2) . . . . ?
C14 C19 C20 C21 -149.24(17) . . . . ?
C18 C19 C20 C11 -146.84(17) . . . . ?
C14 C19 C20 C11 30.5(2) . . . . ?
C11 C20 C21 N1 1.7(2) . . . . ?
C19 C20 C21 N1 -178.49(15) . . . . ?
C11 C20 C21 C22 -175.19(15) . . . . ?
C19 C20 C21 C22 4.6(2) . . . . ?
N1 C21 C22 C23 58.6(2) . . . . ?
C20 C21 C22 C23 -124.16(19) . . . . ?
N1 C21 C22 C24 -123.06(19) . . . . ?
C20 C21 C22 C24 54.1(3) . . . . ?
C24 C22 C23 N2 -1.81(19) . . . . ?
C21 C22 C23 N2 176.83(15) . . . . ?
C23 C22 C24 N3 1.39(19) . . . . ?
C21 C22 C24 N3 -177.18(16) . . . . ?
C23 C22 C24 C25 -176.21(17) . . . . ?
C21 C22 C24 C25 5.2(3) . . . . ?
N3 C24 C25 C26 -145.25(18) . . . . ?
C22 C24 C25 C26 32.2(3) . . . . ?
N3 C24 C25 C30 32.4(2) . . . . ?
C22 C24 C25 C30 -150.19(19) . . . . ?
C30 C25 C26 C27 -1.2(3) . . . . ?
C24 C25 C26 C27 176.54(18) . . . . ?
C25 C26 C27 C28 -0.7(3) . . . . ?
C26 C27 C28 O1 -178.39(19) . . . . ?
C26 C27 C28 C29 2.1(3) . . . . ?
O1 C28 C29 C30 178.83(19) . . . . ?
C27 C28 C29 C30 -1.6(3) . . . . ?
C28 C29 C30 C25 -0.3(3) . . . . ?
C26 C25 C30 C29 1.7(3) . . . . ?
C24 C25 C30 C29 -176.08(18) . . . . ?
C37 C32 C33 C34 1.0(4) . . . . ?
N2 C32 C33 C34 -179.0(2) . . . . ?
C32 C33 C34 C35 0.4(4) . . . . ?
C33 C34 C35 C36 -1.2(5) . . . . ?
C34 C35 C36 C37 0.6(6) . . . . ?
C33 C32 C37 C36 -1.5(4) . . . . ?
N2 C32 C37 C36 178.5(3) . . . . ?
C35 C36 C37 C32 0.7(6) . . . . ?
C10 C1 N1 C21 -1.5(3) . . . . ?
C2 C1 N1 C21 -179.24(15) . . . . ?
C20 C21 N1 C1 2.8(2) . . . . ?
C22 C21 N1 C1 -179.95(14) . . . . ?
C22 C23 N2 N3 1.69(19) . . . . ?
C22 C23 N2 C32 -179.38(17) . . . . ?
C37 C32 N2 C23 -10.5(3) . . . . ?
C33 C32 N2 C23 169.54(19) . . . . ?
C37 C32 N2 N3 168.4(2) . . . . ?
C33 C32 N2 N3 -11.6(3) . . . . ?
C22 C24 N3 N2 -0.40(18) . . . . ?
C25 C24 N3 N2 177.48(14) . . . . ?
C23 N2 N3 C24 -0.79(18) . . . . ?
C32 N2 N3 C24 -179.82(15) . . . . ?
C27 C28 O1 C31 4.5(3) . . . . ?
C29 C28 O1 C31 -176.0(2) . . . . ?

_refine_diff_density_max         0.267
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.072

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1561812'
_audit_update_record             
;
2017-07-12 deposited with the CCDC.	2019-11-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H28 N3'
_chemical_formula_weight         502.61

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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

_cell_length_a                   14.0942(10)
_cell_length_b                   11.0705(8)
_cell_length_c                   17.4490(12)
_cell_angle_alpha                90
_cell_angle_beta                 91.140(2)
_cell_angle_gamma                90
_cell_volume                     2722.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9983
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      29.2

_exptl_crystal_description       block
_exptl_crystal_colour            pale-brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_F_000             1060
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9012
_exptl_absorpt_correction_T_max  0.9702
_exptl_absorpt_process_details   'SADABS (Bruker, 2012)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46572
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.840
_diffrn_reflns_theta_max         29.932
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7115
_reflns_number_gt                4096
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEXII (Bruker, 2012)'
_computing_cell_refinement       'APEXII/SAINT (Bruker, 2012)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2012)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997) '
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0612P)²+2.3075P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7115
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1315
_refine_ls_R_factor_gt           0.0650
_refine_ls_wR_factor_ref         0.1975
_refine_ls_wR_factor_gt          0.1450
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.29544(15) 0.1367(2) -0.02006(12) 0.0383(5) Uani 1 1 d . . . . .
C2 C 0.36342(18) 0.2210(2) -0.05830(14) 0.0484(6) Uani 1 1 d . . . . .
H2A H 0.3647 0.2977 -0.0315 0.058 Uiso 1 1 calc R U . . .
H2B H 0.3422 0.2356 -0.1107 0.058 Uiso 1 1 calc R U . . .
C3 C 0.46184(18) 0.1675(2) -0.05809(15) 0.0523(6) Uani 1 1 d . . . . .
H3A H 0.5039 0.2197 -0.0864 0.063 Uiso 1 1 calc R U . . .
H3B H 0.4861 0.1617 -0.0058 0.063 Uiso 1 1 calc R U . . .
C4 C 0.45969(18) 0.0443(2) -0.09398(13) 0.0483(6) Uani 1 1 d . . . . .
C5 C 0.5332(2) 0.0022(3) -0.13865(16) 0.0634(8) Uani 1 1 d . . . . .
H5 H 0.5867 0.0500 -0.1450 0.076 Uiso 1 1 calc R U . . .
C6 C 0.5280(2) -0.1093(3) -0.17365(18) 0.0768(9) Uani 1 1 d . . . . .
H6 H 0.5791 -0.1379 -0.2013 0.092 Uiso 1 1 calc R U . . .
C7 C 0.4478(2) -0.1779(3) -0.16768(17) 0.0712(9) Uani 1 1 d . . . . .
H7 H 0.4433 -0.2515 -0.1932 0.085 Uiso 1 1 calc R U . . .
C8 C 0.3737(2) -0.1382(3) -0.12381(14) 0.0558(7) Uani 1 1 d . . . . .
H8 H 0.3189 -0.1846 -0.1211 0.067 Uiso 1 1 calc R U . . .
C9 C 0.37960(17) -0.0297(2) -0.08361(12) 0.0436(5) Uani 1 1 d . . . . .
C10 C 0.30521(15) 0.0121(2) -0.03106(12) 0.0370(5) Uani 1 1 d . . . . .
C11 C 0.24497(15) -0.0636(2) 0.01020(12) 0.0381(5) Uani 1 1 d . . . . .
C12 C 0.25874(18) -0.1993(2) 0.01530(15) 0.0491(6) Uani 1 1 d . . . . .
H12A H 0.3250 -0.2187 0.0078 0.059 Uiso 1 1 calc R U . . .
H12B H 0.2216 -0.2385 -0.0249 0.059 Uiso 1 1 calc R U . . .
C13 C 0.22838(19) -0.2460(2) 0.09286(16) 0.0562(7) Uani 1 1 d . . . . .
H13A H 0.2354 -0.3332 0.0948 0.067 Uiso 1 1 calc R U . . .
H13B H 0.2681 -0.2111 0.1331 0.067 Uiso 1 1 calc R U . . .
C14 C 0.12693(18) -0.2124(2) 0.10473(13) 0.0493(6) Uani 1 1 d . . . . .
C15 C 0.0600(2) -0.2929(3) 0.13148(15) 0.0614(7) Uani 1 1 d . . . . .
H15 H 0.0785 -0.3711 0.1444 0.074 Uiso 1 1 calc R U . . .
C16 C -0.0331(2) -0.2595(3) 0.13921(16) 0.0657(8) Uani 1 1 d . . . . .
H16 H -0.0768 -0.3143 0.1581 0.079 Uiso 1 1 calc R U . . .
C17 C -0.06151(19) -0.1449(3) 0.11902(14) 0.0584(7) Uani 1 1 d . . . . .
H17 H -0.1247 -0.1225 0.1238 0.070 Uiso 1 1 calc R U . . .
C18 C 0.00391(17) -0.0624(3) 0.09145(13) 0.0485(6) Uani 1 1 d . . . . .
H18 H -0.0159 0.0145 0.0769 0.058 Uiso 1 1 calc R U . . .
C19 C 0.09925(16) -0.0947(2) 0.08556(12) 0.0412(5) Uani 1 1 d . . . . .
C20 C 0.17162(15) -0.0125(2) 0.05280(12) 0.0373(5) Uani 1 1 d . . . . .
C21 C 0.16944(15) 0.1137(2) 0.06078(12) 0.0382(5) Uani 1 1 d . . . . .
C22 C 0.10150(16) 0.1775(2) 0.10977(13) 0.0420(5) Uani 1 1 d . . . . .
C23 C 0.03890(17) 0.2635(2) 0.08508(13) 0.0475(6) Uani 1 1 d . . . . .
H23 H 0.0341 0.2948 0.0357 0.057 Uiso 1 1 calc R U . . .
C24 C -0.09691(18) 0.3705(2) 0.14552(14) 0.0489(6) Uani 1 1 d . . . . .
C25 C -0.1214(2) 0.4392(2) 0.08257(17) 0.0574(7) Uani 1 1 d . . . . .
H25 H -0.0826 0.4403 0.0401 0.069 Uiso 1 1 calc R U . . .
C26 C -0.2036(2) 0.5065(3) 0.0827(2) 0.0718(9) Uani 1 1 d . . . . .
H26 H -0.2203 0.5524 0.0398 0.086 Uiso 1 1 calc R U . . .
C27 C -0.2605(2) 0.5066(3) 0.1447(2) 0.0823(10) Uani 1 1 d . . . . .
H27 H -0.3165 0.5513 0.1440 0.099 Uiso 1 1 calc R U . . .
C28 C -0.2352(3) 0.4414(4) 0.2073(2) 0.1045(14) Uani 1 1 d . . . . .
H28 H -0.2733 0.4427 0.2502 0.125 Uiso 1 1 calc R U . . .
C29 C -0.1528(2) 0.3722(4) 0.20831(19) 0.0895(12) Uani 1 1 d . . . . .
H29 H -0.1360 0.3274 0.2516 0.107 Uiso 1 1 calc R U . . .
C30 C 0.08165(16) 0.1616(2) 0.18872(13) 0.0428(5) Uani 1 1 d . . . . .
C31 C 0.12460(18) 0.0779(2) 0.24496(13) 0.0457(6) Uani 1 1 d . . . . .
C32 C 0.0720(2) 0.0341(3) 0.30483(17) 0.0703(8) Uani 1 1 d . . . . .
H32 H 0.0097 0.0597 0.3105 0.084 Uiso 1 1 calc R U . . .
C33 C 0.1114(3) -0.0477(3) 0.3565(2) 0.0871(11) Uani 1 1 d . . . . .
H33 H 0.0755 -0.0760 0.3968 0.105 Uiso 1 1 calc R U . . .
C34 C 0.2027(3) -0.0871(3) 0.34866(19) 0.0758(9) Uani 1 1 d . . . . .
H34 H 0.2285 -0.1431 0.3829 0.091 Uiso 1 1 calc R U . . .
C35 C 0.2552(2) -0.0434(3) 0.29027(17) 0.0667(8) Uani 1 1 d . . . . .
H35 H 0.3175 -0.0692 0.2850 0.080 Uiso 1 1 calc R U . . .
C36 C 0.21712(19) 0.0388(3) 0.23858(14) 0.0542(6) Uani 1 1 d . . . . .
H36 H 0.2542 0.0681 0.1992 0.065 Uiso 1 1 calc R U . . .
N1 N 0.23144(13) 0.18671(17) 0.02545(10) 0.0395(4) Uani 1 1 d . . . . .
N2 N -0.01511(15) 0.29533(19) 0.14500(11) 0.0486(5) Uani 1 1 d . . . . .
N3 N 0.01076(15) 0.23259(19) 0.20880(11) 0.0494(5) Uani 1 1 d . . . . .
H3 H -0.0139 0.2379 0.2534 0.059 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.334(3) . ?
C1 C10 1.400(3) . ?
C1 C2 1.503(3) . ?
C2 C3 1.508(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.501(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.389(4) . ?
C4 C9 1.409(3) . ?
C5 C6 1.378(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.368(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.380(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.392(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.481(3) . ?
C10 C11 1.402(3) . ?
C11 C20 1.404(3) . ?
C11 C12 1.517(3) . ?
C12 C13 1.519(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.496(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.386(4) . ?
C14 C19 1.398(3) . ?
C15 C16 1.372(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.374(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.390(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.396(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.490(3) . ?
C20 C21 1.404(3) . ?
C21 N1 1.349(3) . ?
C21 C22 1.476(3) . ?
C22 C23 1.362(3) . ?
C22 C30 1.422(3) . ?
C23 N2 1.352(3) . ?
C23 H23 0.9300 . ?
C24 C29 1.362(4) . ?
C24 C25 1.375(4) . ?
C24 N2 1.422(3) . ?
C25 C26 1.376(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.361(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.352(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.391(4) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 N3 1.324(3) . ?
C30 C31 1.471(3) . ?
C31 C36 1.380(3) . ?
C31 C32 1.381(4) . ?
C32 C33 1.386(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.368(5) . ?
C33 H33 0.9300 . ?
C34 C35 1.360(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.382(4) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
N2 N3 1.356(3) . ?
N3 H3 0.8600 . ?

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
N1 C1 C10 124.1(2) . . ?
N1 C1 C2 116.9(2) . . ?
C10 C1 C2 119.0(2) . . ?
C1 C2 C3 110.5(2) . . ?
C1 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
C4 C3 C2 110.2(2) . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C5 C4 C9 119.0(2) . . ?
C5 C4 C3 122.0(2) . . ?
C9 C4 C3 119.0(2) . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C7 C6 C5 120.0(3) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C8 120.1(3) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C7 C8 C9 121.1(3) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C8 C9 C4 118.5(2) . . ?
C8 C9 C10 123.1(2) . . ?
C4 C9 C10 118.4(2) . . ?
C1 C10 C11 117.1(2) . . ?
C1 C10 C9 117.8(2) . . ?
C11 C10 C9 125.1(2) . . ?
C10 C11 C20 119.4(2) . . ?
C10 C11 C12 122.9(2) . . ?
C20 C11 C12 117.6(2) . . ?
C11 C12 C13 110.6(2) . . ?
C11 C12 H12A 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
C14 C13 C12 109.0(2) . . ?
C14 C13 H13A 109.9 . . ?
C12 C13 H13A 109.9 . . ?
C14 C13 H13B 109.9 . . ?
C12 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
C15 C14 C19 119.4(3) . . ?
C15 C14 C13 123.0(2) . . ?
C19 C14 C13 117.5(2) . . ?
C16 C15 C14 121.2(3) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C16 C17 119.9(3) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C19 120.2(3) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C14 119.0(2) . . ?
C18 C19 C20 122.6(2) . . ?
C14 C19 C20 118.1(2) . . ?
C21 C20 C11 118.1(2) . . ?
C21 C20 C19 123.6(2) . . ?
C11 C20 C19 118.3(2) . . ?
N1 C21 C20 122.4(2) . . ?
N1 C21 C22 114.3(2) . . ?
C20 C21 C22 123.3(2) . . ?
C23 C22 C30 104.7(2) . . ?
C23 C22 C21 125.1(2) . . ?
C30 C22 C21 130.1(2) . . ?
N2 C23 C22 108.0(2) . . ?
N2 C23 H23 126.0 . . ?
C22 C23 H23 126.0 . . ?
C29 C24 C25 119.7(2) . . ?
C29 C24 N2 119.7(2) . . ?
C25 C24 N2 120.6(2) . . ?
C24 C25 C26 119.8(3) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C27 C26 C25 120.7(3) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C28 C27 C26 119.4(3) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 120.8(3) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C24 C29 C28 119.6(3) . . ?
C24 C29 H29 120.2 . . ?
C28 C29 H29 120.2 . . ?
N3 C30 C22 110.3(2) . . ?
N3 C30 C31 120.0(2) . . ?
C22 C30 C31 129.6(2) . . ?
C36 C31 C32 118.3(2) . . ?
C36 C31 C30 121.4(2) . . ?
C32 C31 C30 120.4(2) . . ?
C31 C32 C33 120.4(3) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C34 C33 C32 120.6(3) . . ?
C34 C33 H33 119.7 . . ?
C32 C33 H33 119.7 . . ?
C35 C34 C33 119.2(3) . . ?
C35 C34 H34 120.4 . . ?
C33 C34 H34 120.4 . . ?
C34 C35 C36 120.9(3) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 H35 119.6 . . ?
C31 C36 C35 120.6(3) . . ?
C31 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C1 N1 C21 118.39(19) . . ?
C23 N2 N3 110.78(19) . . ?
C23 N2 C24 128.8(2) . . ?
N3 N2 C24 119.9(2) . . ?
C30 N3 N2 106.19(19) . . ?
C30 N3 H3 126.9 . . ?
N2 N3 H3 126.9 . . ?

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
N1 C1 C2 C3 139.6(2) . . . . ?
C10 C1 C2 C3 -37.6(3) . . . . ?
C1 C2 C3 C4 54.8(3) . . . . ?
C2 C3 C4 C5 144.0(2) . . . . ?
C2 C3 C4 C9 -34.4(3) . . . . ?
C9 C4 C5 C6 1.1(4) . . . . ?
C3 C4 C5 C6 -177.3(3) . . . . ?
C4 C5 C6 C7 3.1(5) . . . . ?
C5 C6 C7 C8 -2.9(5) . . . . ?
C6 C7 C8 C9 -1.5(5) . . . . ?
C7 C8 C9 C4 5.6(4) . . . . ?
C7 C8 C9 C10 -175.1(3) . . . . ?
C5 C4 C9 C8 -5.3(4) . . . . ?
C3 C4 C9 C8 173.1(2) . . . . ?
C5 C4 C9 C10 175.3(2) . . . . ?
C3 C4 C9 C10 -6.2(3) . . . . ?
N1 C1 C10 C11 -1.6(3) . . . . ?
C2 C1 C10 C11 175.31(19) . . . . ?
N1 C1 C10 C9 179.88(19) . . . . ?
C2 C1 C10 C9 -3.2(3) . . . . ?
C8 C9 C10 C1 -152.8(2) . . . . ?
C4 C9 C10 C1 26.5(3) . . . . ?
C8 C9 C10 C11 28.8(3) . . . . ?
C4 C9 C10 C11 -151.8(2) . . . . ?
C1 C10 C11 C20 7.3(3) . . . . ?
C9 C10 C11 C20 -174.3(2) . . . . ?
C1 C10 C11 C12 -168.7(2) . . . . ?
C9 C10 C11 C12 9.6(3) . . . . ?
C10 C11 C12 C13 146.4(2) . . . . ?
C20 C11 C12 C13 -29.7(3) . . . . ?
C11 C12 C13 C14 57.6(3) . . . . ?
C12 C13 C14 C15 133.7(3) . . . . ?
C12 C13 C14 C19 -44.4(3) . . . . ?
C19 C14 C15 C16 0.3(4) . . . . ?
C13 C14 C15 C16 -177.9(3) . . . . ?
C14 C15 C16 C17 1.1(4) . . . . ?
C15 C16 C17 C18 -0.6(4) . . . . ?
C16 C17 C18 C19 -1.3(4) . . . . ?
C17 C18 C19 C14 2.6(3) . . . . ?
C17 C18 C19 C20 176.8(2) . . . . ?
C15 C14 C19 C18 -2.1(3) . . . . ?
C13 C14 C19 C18 176.1(2) . . . . ?
C15 C14 C19 C20 -176.6(2) . . . . ?
C13 C14 C19 C20 1.6(3) . . . . ?
C10 C11 C20 C21 -8.5(3) . . . . ?
C12 C11 C20 C21 167.8(2) . . . . ?
C10 C11 C20 C19 170.17(19) . . . . ?
C12 C11 C20 C19 -13.5(3) . . . . ?
C18 C19 C20 C21 33.7(3) . . . . ?
C14 C19 C20 C21 -152.0(2) . . . . ?
C18 C19 C20 C11 -144.8(2) . . . . ?
C14 C19 C20 C11 29.4(3) . . . . ?
C11 C20 C21 N1 4.0(3) . . . . ?
C19 C20 C21 N1 -174.58(19) . . . . ?
C11 C20 C21 C22 -174.24(19) . . . . ?
C19 C20 C21 C22 7.2(3) . . . . ?
N1 C21 C22 C23 59.5(3) . . . . ?
C20 C21 C22 C23 -122.1(3) . . . . ?
N1 C21 C22 C30 -124.4(3) . . . . ?
C20 C21 C22 C30 54.0(4) . . . . ?
C30 C22 C23 N2 -0.7(3) . . . . ?
C21 C22 C23 N2 176.2(2) . . . . ?
C29 C24 C25 C26 -1.9(5) . . . . ?
N2 C24 C25 C26 176.6(3) . . . . ?
C24 C25 C26 C27 0.6(5) . . . . ?
C25 C26 C27 C28 1.0(6) . . . . ?
C26 C27 C28 C29 -1.4(7) . . . . ?
C25 C24 C29 C28 1.5(6) . . . . ?
N2 C24 C29 C28 -177.0(3) . . . . ?
C27 C28 C29 C24 0.2(7) . . . . ?
C23 C22 C30 N3 0.9(3) . . . . ?
C21 C22 C30 N3 -175.8(2) . . . . ?
C23 C22 C30 C31 177.9(2) . . . . ?
C21 C22 C30 C31 1.3(4) . . . . ?
N3 C30 C31 C36 -154.3(2) . . . . ?
C22 C30 C31 C36 28.9(4) . . . . ?
N3 C30 C31 C32 27.3(4) . . . . ?
C22 C30 C31 C32 -149.6(3) . . . . ?
C36 C31 C32 C33 -0.6(5) . . . . ?
C30 C31 C32 C33 178.0(3) . . . . ?
C31 C32 C33 C34 -0.5(6) . . . . ?
C32 C33 C34 C35 1.2(6) . . . . ?
C33 C34 C35 C36 -0.7(5) . . . . ?
C32 C31 C36 C35 1.0(4) . . . . ?
C30 C31 C36 C35 -177.5(2) . . . . ?
C34 C35 C36 C31 -0.4(4) . . . . ?
C10 C1 N1 C21 -2.9(3) . . . . ?
C2 C1 N1 C21 -179.89(19) . . . . ?
C20 C21 N1 C1 1.6(3) . . . . ?
C22 C21 N1 C1 -179.95(18) . . . . ?
C22 C23 N2 N3 0.3(3) . . . . ?
C22 C23 N2 C24 -171.8(2) . . . . ?
C29 C24 N2 C23 166.6(3) . . . . ?
C25 C24 N2 C23 -11.9(4) . . . . ?
C29 C24 N2 N3 -4.8(4) . . . . ?
C25 C24 N2 N3 176.8(2) . . . . ?
C22 C30 N3 N2 -0.7(3) . . . . ?
C31 C30 N3 N2 -178.1(2) . . . . ?
C23 N2 N3 C30 0.3(3) . . . . ?
C24 N2 N3 C30 173.1(2) . . . . ?

_refine_diff_density_max         0.232
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.054

