# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2018

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

data_s
_database_code_depnum_ccdc_archive 'CCDC 1816870'
_audit_update_record             
;
2018-01-14 deposited with the CCDC.
2018-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H20 F4 N2'
_chemical_formula_weight         556.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   19.0256(7)
_cell_length_b                   6.8065(3)
_cell_length_c                   20.2686(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.703(2)
_cell_angle_gamma                90.00
_cell_volume                     2560.49(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    7530
_cell_measurement_theta_min      3.1654
_cell_measurement_theta_max      27.4891

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9160
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_sigmaI/netI    0.0990
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.17
_diffrn_reflns_theta_max         27.51
_reflns_number_total             5842
_reflns_number_gt                3920
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+3.7358P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5842
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0646
_refine_ls_wR_factor_ref         0.1699
_refine_ls_wR_factor_gt          0.1499
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.07973(12) -0.1453(3) 0.33804(10) 0.0487(6) Uani 1 1 d . . .
F2 F 0.18384(9) 0.0549(3) 0.30344(9) 0.0311(4) Uani 1 1 d . . .
F3 F -0.06664(9) -0.0870(3) 0.13204(10) 0.0375(5) Uani 1 1 d . . .
F4 F 0.03079(9) 0.1110(3) 0.08408(8) 0.0253(4) Uani 1 1 d . . .
N1 N 0.00584(14) -0.1131(4) 0.23549(14) 0.0286(6) Uani 1 1 d . . .
N2 N 0.37877(12) 0.6347(3) 0.36181(12) 0.0203(5) Uani 1 1 d . . .
C1 C 0.12232(15) 0.0315(4) 0.25644(14) 0.0197(6) Uani 1 1 d . . .
C2 C 0.06826(17) -0.0738(5) 0.27534(15) 0.0262(7) Uani 1 1 d . . .
C3 C -0.00369(15) -0.0468(4) 0.17367(15) 0.0231(6) Uani 1 1 d . . .
C4 C 0.04696(14) 0.0588(4) 0.14955(14) 0.0179(6) Uani 1 1 d . . .
C5 C 0.11309(14) 0.1071(4) 0.19160(14) 0.0155(5) Uani 1 1 d . . .
C6 C 0.17198(13) 0.2167(4) 0.16536(13) 0.0145(5) Uani 1 1 d . . .
C7 C 0.14040(14) 0.3657(4) 0.10959(14) 0.0165(5) Uani 1 1 d . . .
C8 C 0.09722(14) 0.5274(4) 0.11272(15) 0.0193(6) Uani 1 1 d . . .
H8A H 0.0837 0.5605 0.1527 0.023 Uiso 1 1 calc R . .
C9 C 0.07460(15) 0.6393(4) 0.05444(16) 0.0235(6) Uani 1 1 d . . .
H9A H 0.0449 0.7473 0.0554 0.028 Uiso 1 1 calc R . .
C10 C 0.09540(16) 0.5932(4) -0.00465(15) 0.0258(7) Uani 1 1 d . . .
H10A H 0.0808 0.6725 -0.0425 0.031 Uiso 1 1 calc R . .
C11 C 0.13774(15) 0.4303(4) -0.00822(15) 0.0219(6) Uani 1 1 d . . .
H11A H 0.1515 0.3989 -0.0482 0.026 Uiso 1 1 calc R . .
C12 C 0.15934(14) 0.3150(4) 0.04872(14) 0.0177(6) Uani 1 1 d . . .
C13 C 0.19856(14) 0.1284(4) 0.05818(14) 0.0182(6) Uani 1 1 d . . .
C14 C 0.22278(15) 0.0097(4) 0.01186(16) 0.0232(6) Uani 1 1 d . . .
H14A H 0.2188 0.0509 -0.0326 0.028 Uiso 1 1 calc R . .
C15 C 0.25273(15) -0.1703(4) 0.03309(16) 0.0251(7) Uani 1 1 d . . .
H15A H 0.2681 -0.2521 0.0023 0.030 Uiso 1 1 calc R . .
C16 C 0.26034(15) -0.2312(4) 0.09928(17) 0.0244(7) Uani 1 1 d . . .
H16A H 0.2813 -0.3523 0.1126 0.029 Uiso 1 1 calc R . .
C17 C 0.23694(14) -0.1133(4) 0.14619(15) 0.0200(6) Uani 1 1 d . . .
H17A H 0.2419 -0.1545 0.1907 0.024 Uiso 1 1 calc R . .
C18 C 0.20609(13) 0.0672(4) 0.12513(14) 0.0169(6) Uani 1 1 d . . .
C19 C 0.22662(14) 0.3247(4) 0.22087(14) 0.0166(5) Uani 1 1 d . . .
C20 C 0.30004(14) 0.2995(4) 0.22845(14) 0.0169(5) Uani 1 1 d . . .
H20A H 0.3176 0.2099 0.2013 0.020 Uiso 1 1 calc R . .
C21 C 0.32124(14) 0.5479(4) 0.31651(14) 0.0180(6) Uani 1 1 d . . .
C22 C 0.34785(14) 0.4084(4) 0.27681(14) 0.0183(6) Uani 1 1 d . . .
C23 C 0.42555(14) 0.4085(4) 0.30020(14) 0.0191(6) Uani 1 1 d . . .
C24 C 0.48132(15) 0.3018(4) 0.28207(15) 0.0230(6) Uani 1 1 d . . .
H24A H 0.4714 0.2080 0.2479 0.028 Uiso 1 1 calc R . .
C25 C 0.55139(16) 0.3386(5) 0.31592(16) 0.0256(7) Uani 1 1 d . . .
H25A H 0.5888 0.2671 0.3048 0.031 Uiso 1 1 calc R . .
C26 C 0.56691(15) 0.4805(5) 0.36626(15) 0.0244(6) Uani 1 1 d . . .
H26A H 0.6146 0.5032 0.3878 0.029 Uiso 1 1 calc R . .
C27 C 0.51311(15) 0.5886(4) 0.38516(15) 0.0218(6) Uani 1 1 d . . .
H27A H 0.5237 0.6840 0.4187 0.026 Uiso 1 1 calc R . .
C28 C 0.44262(15) 0.5489(4) 0.35191(14) 0.0196(6) Uani 1 1 d . . .
C29 C 0.37472(14) 0.7943(4) 0.40601(14) 0.0187(6) Uani 1 1 d . . .
C30 C 0.33679(16) 0.9612(4) 0.38070(16) 0.0258(6) Uani 1 1 d . . .
H30A H 0.3155 0.9699 0.3349 0.031 Uiso 1 1 calc R . .
C31 C 0.33041(18) 1.1156(5) 0.42366(18) 0.0318(7) Uani 1 1 d . . .
H31A H 0.3035 1.2260 0.4069 0.038 Uiso 1 1 calc R . .
C32 C 0.36396(17) 1.1053(5) 0.49120(17) 0.0306(7) Uani 1 1 d . . .
H32A H 0.3597 1.2089 0.5200 0.037 Uiso 1 1 calc R . .
C33 C 0.40413(16) 0.9401(5) 0.51635(16) 0.0291(7) Uani 1 1 d . . .
H33A H 0.4278 0.9350 0.5616 0.035 Uiso 1 1 calc R . .
C34 C 0.40882(15) 0.7833(4) 0.47400(15) 0.0232(6) Uani 1 1 d . . .
H34A H 0.4346 0.6714 0.4909 0.028 Uiso 1 1 calc R . .
C35 C 0.20146(14) 0.4603(4) 0.26305(14) 0.0191(6) Uani 1 1 d . . .
H35A H 0.1520 0.4745 0.2587 0.023 Uiso 1 1 calc R . .
C36 C 0.24750(14) 0.5728(4) 0.31056(14) 0.0194(6) Uani 1 1 d . . .
H36A H 0.2298 0.6621 0.3376 0.023 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
F1 C2 1.333(3) . ?
F2 C1 1.346(3) . ?
F3 C3 1.333(3) . ?
F4 C4 1.342(3) . ?
N1 C3 1.306(4) . ?
N1 C2 1.309(4) . ?
N2 C21 1.396(3) . ?
N2 C28 1.401(3) . ?
N2 C29 1.421(4) . ?
C1 C2 1.375(4) . ?
C1 C5 1.386(4) . ?
C3 C4 1.375(4) . ?
C4 C5 1.395(4) . ?
C5 C6 1.535(3) . ?
C6 C18 1.534(4) . ?
C6 C7 1.539(4) . ?
C6 C19 1.540(4) . ?
C7 C8 1.383(4) . ?
C7 C12 1.402(4) . ?
C8 C9 1.392(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.378(4) . ?
C9 H9A 0.9300 . ?
C10 C11 1.382(4) . ?
C10 H10A 0.9300 . ?
C11 C12 1.381(4) . ?
C11 H11A 0.9300 . ?
C12 C13 1.464(4) . ?
C13 C14 1.392(4) . ?
C13 C18 1.397(4) . ?
C14 C15 1.380(4) . ?
C14 H14A 0.9300 . ?
C15 C16 1.381(5) . ?
C15 H15A 0.9300 . ?
C16 C17 1.390(4) . ?
C16 H16A 0.9300 . ?
C17 C18 1.387(4) . ?
C17 H17A 0.9300 . ?
C19 C20 1.382(4) . ?
C19 C35 1.411(4) . ?
C20 C22 1.395(4) . ?
C20 H20A 0.9300 . ?
C21 C36 1.392(4) . ?
C21 C22 1.409(4) . ?
C22 C23 1.450(4) . ?
C23 C24 1.400(4) . ?
C23 C28 1.403(4) . ?
C24 C25 1.381(4) . ?
C24 H24A 0.9300 . ?
C25 C26 1.389(4) . ?
C25 H25A 0.9300 . ?
C26 C27 1.381(4) . ?
C26 H26A 0.9300 . ?
C27 C28 1.389(4) . ?
C27 H27A 0.9300 . ?
C29 C30 1.382(4) . ?
C29 C34 1.390(4) . ?
C30 C31 1.387(4) . ?
C30 H30A 0.9300 . ?
C31 C32 1.379(5) . ?
C31 H31A 0.9300 . ?
C32 C33 1.392(5) . ?
C32 H32A 0.9300 . ?
C33 C34 1.384(4) . ?
C33 H33A 0.9300 . ?
C34 H34A 0.9300 . ?
C35 C36 1.382(4) . ?
C35 H35A 0.9300 . ?
C36 H36A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C2 115.9(2) . . ?
C21 N2 C28 108.0(2) . . ?
C21 N2 C29 126.5(2) . . ?
C28 N2 C29 125.3(2) . . ?
F2 C1 C2 116.9(3) . . ?
F2 C1 C5 122.4(2) . . ?
C2 C1 C5 120.7(3) . . ?
N1 C2 F1 116.7(3) . . ?
N1 C2 C1 124.6(3) . . ?
F1 C2 C1 118.7(3) . . ?
N1 C3 F3 116.9(3) . . ?
N1 C3 C4 124.1(3) . . ?
F3 C3 C4 119.0(3) . . ?
F4 C4 C3 117.6(2) . . ?
F4 C4 C5 121.4(2) . . ?
C3 C4 C5 120.9(3) . . ?
C1 C5 C4 113.6(2) . . ?
C1 C5 C6 124.0(2) . . ?
C4 C5 C6 122.1(2) . . ?
C18 C6 C5 106.7(2) . . ?
C18 C6 C7 100.9(2) . . ?
C5 C6 C7 112.2(2) . . ?
C18 C6 C19 114.1(2) . . ?
C5 C6 C19 113.9(2) . . ?
C7 C6 C19 108.3(2) . . ?
C8 C7 C12 120.4(3) . . ?
C8 C7 C6 129.1(2) . . ?
C12 C7 C6 110.5(2) . . ?
C7 C8 C9 118.2(3) . . ?
C7 C8 H8A 120.9 . . ?
C9 C8 H8A 120.9 . . ?
C10 C9 C8 121.3(3) . . ?
C10 C9 H9A 119.4 . . ?
C8 C9 H9A 119.4 . . ?
C9 C10 C11 120.7(3) . . ?
C9 C10 H10A 119.7 . . ?
C11 C10 H10A 119.7 . . ?
C12 C11 C10 118.8(3) . . ?
C12 C11 H11A 120.6 . . ?
C10 C11 H11A 120.6 . . ?
C11 C12 C7 120.6(3) . . ?
C11 C12 C13 130.7(3) . . ?
C7 C12 C13 108.7(2) . . ?
C14 C13 C18 120.2(3) . . ?
C14 C13 C12 130.6(3) . . ?
C18 C13 C12 109.1(2) . . ?
C15 C14 C13 118.7(3) . . ?
C15 C14 H14A 120.6 . . ?
C13 C14 H14A 120.6 . . ?
C14 C15 C16 121.1(3) . . ?
C14 C15 H15A 119.4 . . ?
C16 C15 H15A 119.4 . . ?
C15 C16 C17 120.7(3) . . ?
C15 C16 H16A 119.7 . . ?
C17 C16 H16A 119.7 . . ?
C18 C17 C16 118.6(3) . . ?
C18 C17 H17A 120.7 . . ?
C16 C17 H17A 120.7 . . ?
C17 C18 C13 120.6(3) . . ?
C17 C18 C6 128.6(3) . . ?
C13 C18 C6 110.7(2) . . ?
C20 C19 C35 118.9(2) . . ?
C20 C19 C6 121.7(2) . . ?
C35 C19 C6 119.4(2) . . ?
C19 C20 C22 119.9(3) . . ?
C19 C20 H20A 120.0 . . ?
C22 C20 H20A 120.0 . . ?
C36 C21 N2 129.4(3) . . ?
C36 C21 C22 121.0(3) . . ?
N2 C21 C22 109.4(2) . . ?
C20 C22 C21 119.9(2) . . ?
C20 C22 C23 133.7(3) . . ?
C21 C22 C23 106.4(2) . . ?
C24 C23 C28 119.0(3) . . ?
C24 C23 C22 133.7(3) . . ?
C28 C23 C22 107.2(2) . . ?
C25 C24 C23 118.7(3) . . ?
C25 C24 H24A 120.7 . . ?
C23 C24 H24A 120.7 . . ?
C24 C25 C26 121.1(3) . . ?
C24 C25 H25A 119.4 . . ?
C26 C25 H25A 119.4 . . ?
C27 C26 C25 121.6(3) . . ?
C27 C26 H26A 119.2 . . ?
C25 C26 H26A 119.2 . . ?
C26 C27 C28 117.2(3) . . ?
C26 C27 H27A 121.4 . . ?
C28 C27 H27A 121.4 . . ?
C27 C28 C23 122.4(3) . . ?
C27 C28 N2 128.7(3) . . ?
C23 C28 N2 109.0(2) . . ?
C30 C29 C34 120.3(3) . . ?
C30 C29 N2 119.4(3) . . ?
C34 C29 N2 120.4(3) . . ?
C29 C30 C31 120.0(3) . . ?
C29 C30 H30A 120.0 . . ?
C31 C30 H30A 120.0 . . ?
C32 C31 C30 119.9(3) . . ?
C32 C31 H31A 120.0 . . ?
C30 C31 H31A 120.0 . . ?
C31 C32 C33 120.1(3) . . ?
C31 C32 H32A 119.9 . . ?
C33 C32 H32A 119.9 . . ?
C34 C33 C32 120.0(3) . . ?
C34 C33 H33A 120.0 . . ?
C32 C33 H33A 120.0 . . ?
C33 C34 C29 119.6(3) . . ?
C33 C34 H34A 120.2 . . ?
C29 C34 H34A 120.2 . . ?
C36 C35 C19 122.5(2) . . ?
C36 C35 H35A 118.8 . . ?
C19 C35 H35A 118.8 . . ?
C35 C36 C21 117.7(3) . . ?
C35 C36 H36A 121.1 . . ?
C21 C36 H36A 121.1 . . ?

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
C3 N1 C2 F1 -178.1(3) . . . . ?
C3 N1 C2 C1 0.6(5) . . . . ?
F2 C1 C2 N1 -178.6(3) . . . . ?
C5 C1 C2 N1 0.8(5) . . . . ?
F2 C1 C2 F1 0.0(4) . . . . ?
C5 C1 C2 F1 179.4(3) . . . . ?
C2 N1 C3 F3 179.3(3) . . . . ?
C2 N1 C3 C4 -0.2(5) . . . . ?
N1 C3 C4 F4 177.5(3) . . . . ?
F3 C3 C4 F4 -2.0(4) . . . . ?
N1 C3 C4 C5 -1.6(5) . . . . ?
F3 C3 C4 C5 178.9(2) . . . . ?
F2 C1 C5 C4 177.0(2) . . . . ?
C2 C1 C5 C4 -2.3(4) . . . . ?
F2 C1 C5 C6 2.7(4) . . . . ?
C2 C1 C5 C6 -176.7(3) . . . . ?
F4 C4 C5 C1 -176.3(2) . . . . ?
C3 C4 C5 C1 2.7(4) . . . . ?
F4 C4 C5 C6 -1.9(4) . . . . ?
C3 C4 C5 C6 177.2(3) . . . . ?
C1 C5 C6 C18 98.4(3) . . . . ?
C4 C5 C6 C18 -75.4(3) . . . . ?
C1 C5 C6 C7 -151.9(3) . . . . ?
C4 C5 C6 C7 34.2(3) . . . . ?
C1 C5 C6 C19 -28.4(4) . . . . ?
C4 C5 C6 C19 157.7(2) . . . . ?
C18 C6 C7 C8 173.8(3) . . . . ?
C5 C6 C7 C8 60.5(4) . . . . ?
C19 C6 C7 C8 -66.1(3) . . . . ?
C18 C6 C7 C12 -4.3(3) . . . . ?
C5 C6 C7 C12 -117.6(2) . . . . ?
C19 C6 C7 C12 115.8(2) . . . . ?
C12 C7 C8 C9 -1.2(4) . . . . ?
C6 C7 C8 C9 -179.2(3) . . . . ?
C7 C8 C9 C10 -1.1(4) . . . . ?
C8 C9 C10 C11 2.0(4) . . . . ?
C9 C10 C11 C12 -0.5(4) . . . . ?
C10 C11 C12 C7 -1.9(4) . . . . ?
C10 C11 C12 C13 174.3(3) . . . . ?
C8 C7 C12 C11 2.8(4) . . . . ?
C6 C7 C12 C11 -179.0(2) . . . . ?
C8 C7 C12 C13 -174.2(2) . . . . ?
C6 C7 C12 C13 4.1(3) . . . . ?
C11 C12 C13 C14 -3.0(5) . . . . ?
C7 C12 C13 C14 173.6(3) . . . . ?
C11 C12 C13 C18 -178.6(3) . . . . ?
C7 C12 C13 C18 -2.0(3) . . . . ?
C18 C13 C14 C15 1.4(4) . . . . ?
C12 C13 C14 C15 -173.8(3) . . . . ?
C13 C14 C15 C16 -1.5(4) . . . . ?
C14 C15 C16 C17 0.9(4) . . . . ?
C15 C16 C17 C18 -0.3(4) . . . . ?
C16 C17 C18 C13 0.2(4) . . . . ?
C16 C17 C18 C6 175.7(2) . . . . ?
C14 C13 C18 C17 -0.8(4) . . . . ?
C12 C13 C18 C17 175.4(2) . . . . ?
C14 C13 C18 C6 -177.0(2) . . . . ?
C12 C13 C18 C6 -0.8(3) . . . . ?
C5 C6 C18 C17 -55.4(3) . . . . ?
C7 C6 C18 C17 -172.8(2) . . . . ?
C19 C6 C18 C17 71.3(3) . . . . ?
C5 C6 C18 C13 120.4(2) . . . . ?
C7 C6 C18 C13 3.0(3) . . . . ?
C19 C6 C18 C13 -112.8(2) . . . . ?
C18 C6 C19 C20 5.6(4) . . . . ?
C5 C6 C19 C20 128.6(3) . . . . ?
C7 C6 C19 C20 -105.9(3) . . . . ?
C18 C6 C19 C35 -177.5(2) . . . . ?
C5 C6 C19 C35 -54.6(3) . . . . ?
C7 C6 C19 C35 71.0(3) . . . . ?
C35 C19 C20 C22 -0.5(4) . . . . ?
C6 C19 C20 C22 176.3(2) . . . . ?
C28 N2 C21 C36 174.5(3) . . . . ?
C29 N2 C21 C36 -10.8(5) . . . . ?
C28 N2 C21 C22 -0.8(3) . . . . ?
C29 N2 C21 C22 173.9(3) . . . . ?
C19 C20 C22 C21 -1.8(4) . . . . ?
C19 C20 C22 C23 175.3(3) . . . . ?
C36 C21 C22 C20 3.1(4) . . . . ?
N2 C21 C22 C20 178.8(2) . . . . ?
C36 C21 C22 C23 -174.7(3) . . . . ?
N2 C21 C22 C23 1.0(3) . . . . ?
C20 C22 C23 C24 1.4(6) . . . . ?
C21 C22 C23 C24 178.7(3) . . . . ?
C20 C22 C23 C28 -178.2(3) . . . . ?
C21 C22 C23 C28 -0.9(3) . . . . ?
C28 C23 C24 C25 0.1(4) . . . . ?
C22 C23 C24 C25 -179.5(3) . . . . ?
C23 C24 C25 C26 -1.0(5) . . . . ?
C24 C25 C26 C27 0.8(5) . . . . ?
C25 C26 C27 C28 0.3(4) . . . . ?
C26 C27 C28 C23 -1.3(4) . . . . ?
C26 C27 C28 N2 179.2(3) . . . . ?
C24 C23 C28 C27 1.1(4) . . . . ?
C22 C23 C28 C27 -179.2(3) . . . . ?
C24 C23 C28 N2 -179.3(3) . . . . ?
C22 C23 C28 N2 0.4(3) . . . . ?
C21 N2 C28 C27 179.8(3) . . . . ?
C29 N2 C28 C27 5.1(5) . . . . ?
C21 N2 C28 C23 0.2(3) . . . . ?
C29 N2 C28 C23 -174.5(2) . . . . ?
C21 N2 C29 C30 -49.2(4) . . . . ?
C28 N2 C29 C30 124.6(3) . . . . ?
C21 N2 C29 C34 131.1(3) . . . . ?
C28 N2 C29 C34 -55.1(4) . . . . ?
C34 C29 C30 C31 -2.4(4) . . . . ?
N2 C29 C30 C31 177.9(3) . . . . ?
C29 C30 C31 C32 2.2(5) . . . . ?
C30 C31 C32 C33 -0.1(5) . . . . ?
C31 C32 C33 C34 -1.8(5) . . . . ?
C32 C33 C34 C29 1.6(4) . . . . ?
C30 C29 C34 C33 0.4(4) . . . . ?
N2 C29 C34 C33 -179.8(3) . . . . ?
C20 C19 C35 C36 1.7(4) . . . . ?
C6 C19 C35 C36 -175.2(3) . . . . ?
C19 C35 C36 C21 -0.5(4) . . . . ?
N2 C21 C36 C35 -176.7(3) . . . . ?
C22 C21 C36 C35 -1.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.069
####################################################################### 
# 
# 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_s_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1816873'
_audit_update_record             
;
2018-01-14 deposited with the CCDC.
2018-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H30 N4'
_chemical_formula_weight         638.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   22.949(2)
_cell_length_b                   9.1637(9)
_cell_length_c                   31.752(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.447(3)
_cell_angle_gamma                90.00
_cell_volume                     6635.1(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9936
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      27.15

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2672
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35141
_diffrn_reflns_av_R_equivalents  0.0792
_diffrn_reflns_av_sigmaI/netI    0.0701
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         27.17
_reflns_number_total             7196
_reflns_number_gt                5070
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0270P)²+37.1406P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7196
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1392
_refine_ls_R_factor_gt           0.0955
_refine_ls_wR_factor_ref         0.1940
_refine_ls_wR_factor_gt          0.1759
_refine_ls_goodness_of_fit_ref   1.206
_refine_ls_restrained_S_all      1.206
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.25742(12) 0.9154(3) 0.03066(9) 0.0180(6) Uani 1 1 d . . .
N2 N 0.27438(12) 0.7867(3) 0.09590(9) 0.0170(6) Uani 1 1 d . . .
N3 N 0.17843(12) 0.7993(3) 0.05940(9) 0.0169(6) Uani 1 1 d . . .
N4 N -0.02437(12) 0.8444(3) 0.17335(9) 0.0167(6) Uani 1 1 d . . .
C1 C 0.09914(16) 0.9288(5) -0.00331(11) 0.0278(9) Uani 1 1 d . . .
H1B H 0.0849 0.8751 0.0182 0.033 Uiso 1 1 calc R . .
C2 C 0.06038(18) 0.9932(5) -0.03466(12) 0.0369(11) Uani 1 1 d . . .
H2B H 0.0202 0.9848 -0.0337 0.044 Uiso 1 1 calc R . .
C3 C 0.08143(19) 1.0699(5) -0.06730(13) 0.0376(11) Uani 1 1 d . . .
H3B H 0.0554 1.1119 -0.0884 0.045 Uiso 1 1 calc R . .
C4 C 0.14137(19) 1.0840(5) -0.06857(13) 0.0381(11) Uani 1 1 d . . .
H4A H 0.1555 1.1351 -0.0906 0.046 Uiso 1 1 calc R . .
C5 C 0.18002(17) 1.0222(4) -0.03713(11) 0.0266(8) Uani 1 1 d . . .
H5A H 0.2202 1.0324 -0.0380 0.032 Uiso 1 1 calc R . .
C6 C 0.15934(15) 0.9449(4) -0.00425(10) 0.0181(7) Uani 1 1 d . . .
C7 C 0.20058(15) 0.8822(4) 0.03010(10) 0.0164(7) Uani 1 1 d . . .
C8 C 0.29233(15) 0.8652(4) 0.06388(10) 0.0165(7) Uani 1 1 d . . .
C9 C 0.35576(15) 0.8967(4) 0.06536(11) 0.0208(8) Uani 1 1 d . . .
C10 C 0.37446(17) 1.0093(5) 0.04069(12) 0.0300(9) Uani 1 1 d . . .
H10A H 0.3471 1.0681 0.0249 0.036 Uiso 1 1 calc R . .
C11 C 0.43397(19) 1.0335(6) 0.03980(13) 0.0417(12) Uani 1 1 d . . .
H11A H 0.4465 1.1092 0.0235 0.050 Uiso 1 1 calc R . .
C12 C 0.47458(18) 0.9458(6) 0.06299(13) 0.0422(12) Uani 1 1 d . . .
H12A H 0.5144 0.9606 0.0616 0.051 Uiso 1 1 calc R . .
C13 C 0.45636(17) 0.8362(5) 0.08832(13) 0.0378(11) Uani 1 1 d . . .
H13A H 0.4839 0.7784 0.1043 0.045 Uiso 1 1 calc R . .
C14 C 0.39675(16) 0.8123(5) 0.08983(12) 0.0285(9) Uani 1 1 d . . .
H14A H 0.3844 0.7397 0.1073 0.034 Uiso 1 1 calc R . .
C15 C 0.21739(14) 0.7557(3) 0.09133(10) 0.0144(7) Uani 1 1 d . . .
C16 C 0.19414(14) 0.6562(4) 0.12401(10) 0.0152(7) Uani 1 1 d . . .
C17 C 0.23519(14) 0.6380(4) 0.16497(10) 0.0156(7) Uani 1 1 d . . .
C18 C 0.25443(15) 0.7412(4) 0.19533(11) 0.0190(7) Uani 1 1 d . . .
H18A H 0.2437 0.8386 0.1916 0.023 Uiso 1 1 calc R . .
C19 C 0.29000(15) 0.6969(4) 0.23133(11) 0.0228(8) Uani 1 1 d . . .
H19A H 0.3033 0.7654 0.2518 0.027 Uiso 1 1 calc R . .
C20 C 0.30587(16) 0.5521(4) 0.23720(12) 0.0259(8) Uani 1 1 d . . .
H20A H 0.3296 0.5244 0.2616 0.031 Uiso 1 1 calc R . .
C21 C 0.28681(15) 0.4479(4) 0.20726(12) 0.0236(8) Uani 1 1 d . . .
H21A H 0.2974 0.3505 0.2111 0.028 Uiso 1 1 calc R . .
C22 C 0.25151(14) 0.4929(4) 0.17125(11) 0.0184(7) Uani 1 1 d . . .
C23 C 0.22498(15) 0.4062(4) 0.13504(11) 0.0197(7) Uani 1 1 d . . .
C24 C 0.22629(18) 0.2574(4) 0.12691(13) 0.0298(9) Uani 1 1 d . . .
H24A H 0.2472 0.1942 0.1459 0.036 Uiso 1 1 calc R . .
C25 C 0.1959(2) 0.2054(4) 0.09007(14) 0.0354(10) Uani 1 1 d . . .
H25A H 0.1964 0.1058 0.0844 0.043 Uiso 1 1 calc R . .
C26 C 0.16469(19) 0.2980(4) 0.06123(13) 0.0311(9) Uani 1 1 d . . .
H26A H 0.1449 0.2603 0.0364 0.037 Uiso 1 1 calc R . .
C27 C 0.16291(16) 0.4475(4) 0.06935(11) 0.0223(8) Uani 1 1 d . . .
H27A H 0.1421 0.5106 0.0502 0.027 Uiso 1 1 calc R . .
C28 C 0.19281(14) 0.4994(4) 0.10653(11) 0.0165(7) Uani 1 1 d . . .
C29 C 0.13316(14) 0.7034(4) 0.13452(10) 0.0146(7) Uani 1 1 d . . .
C30 C 0.08968(14) 0.5989(4) 0.13837(10) 0.0159(7) Uani 1 1 d . . .
H30A H 0.0974 0.5017 0.1327 0.019 Uiso 1 1 calc R . .
C31 C 0.03532(15) 0.6362(4) 0.15049(10) 0.0181(7) Uani 1 1 d . . .
H31A H 0.0066 0.5658 0.1527 0.022 Uiso 1 1 calc R . .
C32 C 0.02530(14) 0.7803(4) 0.15915(10) 0.0157(7) Uani 1 1 d . . .
C33 C 0.12226(14) 0.8488(4) 0.14339(10) 0.0157(7) Uani 1 1 d . . .
H33A H 0.1508 0.9193 0.1407 0.019 Uiso 1 1 calc R . .
C34 C 0.06834(14) 0.8885(4) 0.15637(10) 0.0158(7) Uani 1 1 d . . .
C35 C 0.04426(15) 1.0239(4) 0.17043(10) 0.0174(7) Uani 1 1 d . . .
C36 C 0.06666(16) 1.1649(4) 0.17627(11) 0.0210(8) Uani 1 1 d . . .
H36A H 0.1043 1.1871 0.1699 0.025 Uiso 1 1 calc R . .
C37 C 0.03176(17) 1.2711(4) 0.19170(12) 0.0256(8) Uani 1 1 d . . .
H37A H 0.0465 1.3648 0.1966 0.031 Uiso 1 1 calc R . .
C38 C -0.02545(17) 1.2392(4) 0.20002(12) 0.0265(9) Uani 1 1 d . . .
H38A H -0.0485 1.3134 0.2093 0.032 Uiso 1 1 calc R . .
C39 C -0.04842(16) 1.1007(4) 0.19479(11) 0.0238(8) Uani 1 1 d . . .
H39A H -0.0865 1.0802 0.2004 0.029 Uiso 1 1 calc R . .
C40 C -0.01234(15) 0.9919(4) 0.18076(11) 0.0190(7) Uani 1 1 d . . .
C41 C -0.06927(14) 0.7589(4) 0.18947(11) 0.0163(7) Uani 1 1 d . . .
C42 C -0.07858(14) 0.7707(4) 0.23178(11) 0.0187(7) Uani 1 1 d . . .
H42A H -0.0579 0.8392 0.2492 0.022 Uiso 1 1 calc R . .
C43 C -0.11878(15) 0.6797(4) 0.24791(11) 0.0211(8) Uani 1 1 d . . .
H43A H -0.1255 0.6882 0.2761 0.025 Uiso 1 1 calc R . .
C44 C -0.14907(15) 0.5760(4) 0.22223(12) 0.0230(8) Uani 1 1 d . . .
H44A H -0.1757 0.5143 0.2333 0.028 Uiso 1 1 calc R . .
C45 C -0.13957(15) 0.5645(4) 0.18007(12) 0.0237(8) Uani 1 1 d . . .
H45A H -0.1595 0.4943 0.1629 0.028 Uiso 1 1 calc R . .
C46 C -0.10024(15) 0.6576(4) 0.16341(11) 0.0212(8) Uani 1 1 d . . .
H46A H -0.0947 0.6520 0.1349 0.025 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 C8 1.333(4) . ?
N1 C7 1.338(4) . ?
N2 C15 1.330(4) . ?
N2 C8 1.347(4) . ?
N3 C15 1.336(4) . ?
N3 C7 1.344(4) . ?
N4 C40 1.395(5) . ?
N4 C32 1.401(4) . ?
N4 C41 1.434(4) . ?
C1 C2 1.390(5) . ?
C1 C6 1.393(5) . ?
C1 H1B 0.9300 . ?
C2 C3 1.383(6) . ?
C2 H2B 0.9300 . ?
C3 C4 1.387(6) . ?
C3 H3B 0.9300 . ?
C4 C5 1.380(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.389(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.478(5) . ?
C8 C9 1.480(5) . ?
C9 C14 1.386(5) . ?
C9 C10 1.392(5) . ?
C10 C11 1.387(5) . ?
C10 H10A 0.9300 . ?
C11 C12 1.379(7) . ?
C11 H11A 0.9300 . ?
C12 C13 1.381(6) . ?
C12 H12A 0.9300 . ?
C13 C14 1.392(5) . ?
C13 H13A 0.9300 . ?
C14 H14A 0.9300 . ?
C15 C16 1.522(4) . ?
C16 C17 1.527(5) . ?
C16 C28 1.539(5) . ?
C16 C29 1.537(4) . ?
C17 C18 1.386(5) . ?
C17 C22 1.390(5) . ?
C18 C19 1.389(5) . ?
C18 H18A 0.9300 . ?
C19 C20 1.383(5) . ?
C19 H19A 0.9300 . ?
C20 C21 1.383(5) . ?
C20 H20A 0.9300 . ?
C21 C22 1.387(5) . ?
C21 H21A 0.9300 . ?
C22 C23 1.472(5) . ?
C23 C24 1.389(5) . ?
C23 C28 1.394(5) . ?
C24 C25 1.377(6) . ?
C24 H24A 0.9300 . ?
C25 C26 1.388(6) . ?
C25 H25A 0.9300 . ?
C26 C27 1.396(5) . ?
C26 H26A 0.9300 . ?
C27 C28 1.382(5) . ?
C27 H27A 0.9300 . ?
C29 C33 1.390(5) . ?
C29 C30 1.398(5) . ?
C30 C31 1.389(5) . ?
C30 H30A 0.9300 . ?
C31 C32 1.373(5) . ?
C31 H31A 0.9300 . ?
C32 C34 1.409(5) . ?
C33 C34 1.396(5) . ?
C33 H33A 0.9300 . ?
C34 C35 1.449(5) . ?
C35 C36 1.395(5) . ?
C35 C40 1.406(5) . ?
C36 C37 1.384(5) . ?
C36 H36A 0.9300 . ?
C37 C38 1.399(5) . ?
C37 H37A 0.9300 . ?
C38 C39 1.378(5) . ?
C38 H38A 0.9300 . ?
C39 C40 1.400(5) . ?
C39 H39A 0.9300 . ?
C41 C46 1.385(5) . ?
C41 C42 1.388(5) . ?
C42 C43 1.383(5) . ?
C42 H42A 0.9300 . ?
C43 C44 1.387(5) . ?
C43 H43A 0.9300 . ?
C44 C45 1.384(5) . ?
C44 H44A 0.9300 . ?
C45 C46 1.389(5) . ?
C45 H45A 0.9300 . ?
C46 H46A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C7 115.5(3) . . ?
C15 N2 C8 114.3(3) . . ?
C15 N3 C7 114.9(3) . . ?
C40 N4 C32 107.9(3) . . ?
C40 N4 C41 127.3(3) . . ?
C32 N4 C41 121.9(3) . . ?
C2 C1 C6 119.7(4) . . ?
C2 C1 H1B 120.1 . . ?
C6 C1 H1B 120.1 . . ?
C3 C2 C1 120.2(4) . . ?
C3 C2 H2B 119.9 . . ?
C1 C2 H2B 119.9 . . ?
C4 C3 C2 120.0(4) . . ?
C4 C3 H3B 120.0 . . ?
C2 C3 H3B 120.0 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
C4 C5 C6 120.5(4) . . ?
C4 C5 H5A 119.8 . . ?
C6 C5 H5A 119.8 . . ?
C1 C6 C5 119.6(3) . . ?
C1 C6 C7 119.8(3) . . ?
C5 C6 C7 120.6(3) . . ?
N1 C7 N3 124.3(3) . . ?
N1 C7 C6 117.7(3) . . ?
N3 C7 C6 118.0(3) . . ?
N1 C8 N2 125.0(3) . . ?
N1 C8 C9 117.4(3) . . ?
N2 C8 C9 117.6(3) . . ?
C14 C9 C10 119.7(3) . . ?
C14 C9 C8 120.8(3) . . ?
C10 C9 C8 119.4(3) . . ?
C11 C10 C9 119.8(4) . . ?
C11 C10 H10A 120.1 . . ?
C9 C10 H10A 120.1 . . ?
C12 C11 C10 120.2(4) . . ?
C12 C11 H11A 119.9 . . ?
C10 C11 H11A 119.9 . . ?
C11 C12 C13 120.3(4) . . ?
C11 C12 H12A 119.9 . . ?
C13 C12 H12A 119.9 . . ?
C12 C13 C14 119.8(4) . . ?
C12 C13 H13A 120.1 . . ?
C14 C13 H13A 120.1 . . ?
C9 C14 C13 120.0(4) . . ?
C9 C14 H14A 120.0 . . ?
C13 C14 H14A 120.0 . . ?
N2 C15 N3 125.8(3) . . ?
N2 C15 C16 118.0(3) . . ?
N3 C15 C16 116.2(3) . . ?
C15 C16 C17 114.6(3) . . ?
C15 C16 C28 107.9(3) . . ?
C17 C16 C28 101.0(3) . . ?
C15 C16 C29 112.1(3) . . ?
C17 C16 C29 109.6(3) . . ?
C28 C16 C29 111.1(3) . . ?
C18 C17 C22 119.5(3) . . ?
C18 C17 C16 129.5(3) . . ?
C22 C17 C16 110.9(3) . . ?
C17 C18 C19 119.0(3) . . ?
C17 C18 H18A 120.5 . . ?
C19 C18 H18A 120.5 . . ?
C20 C19 C18 120.9(3) . . ?
C20 C19 H19A 119.6 . . ?
C18 C19 H19A 119.6 . . ?
C21 C20 C19 120.7(3) . . ?
C21 C20 H20A 119.6 . . ?
C19 C20 H20A 119.6 . . ?
C20 C21 C22 118.2(3) . . ?
C20 C21 H21A 120.9 . . ?
C22 C21 H21A 120.9 . . ?
C21 C22 C17 121.7(3) . . ?
C21 C22 C23 129.4(3) . . ?
C17 C22 C23 108.9(3) . . ?
C24 C23 C28 120.1(3) . . ?
C24 C23 C22 131.3(3) . . ?
C28 C23 C22 108.6(3) . . ?
C25 C24 C23 118.6(4) . . ?
C25 C24 H24A 120.7 . . ?
C23 C24 H24A 120.7 . . ?
C24 C25 C26 121.6(4) . . ?
C24 C25 H25A 119.2 . . ?
C26 C25 H25A 119.2 . . ?
C25 C26 C27 120.1(4) . . ?
C25 C26 H26A 119.9 . . ?
C27 C26 H26A 119.9 . . ?
C28 C27 C26 118.3(4) . . ?
C28 C27 H27A 120.9 . . ?
C26 C27 H27A 120.9 . . ?
C27 C28 C23 121.3(3) . . ?
C27 C28 C16 128.1(3) . . ?
C23 C28 C16 110.5(3) . . ?
C33 C29 C30 119.5(3) . . ?
C33 C29 C16 120.2(3) . . ?
C30 C29 C16 120.1(3) . . ?
C31 C30 C29 121.8(3) . . ?
C31 C30 H30A 119.1 . . ?
C29 C30 H30A 119.1 . . ?
C32 C31 C30 117.9(3) . . ?
C32 C31 H31A 121.0 . . ?
C30 C31 H31A 121.0 . . ?
C31 C32 N4 128.9(3) . . ?
C31 C32 C34 122.0(3) . . ?
N4 C32 C34 109.0(3) . . ?
C29 C33 C34 119.7(3) . . ?
C29 C33 H33A 120.2 . . ?
C34 C33 H33A 120.2 . . ?
C33 C34 C32 119.1(3) . . ?
C33 C34 C35 134.1(3) . . ?
C32 C34 C35 106.8(3) . . ?
C36 C35 C40 119.9(3) . . ?
C36 C35 C34 133.4(3) . . ?
C40 C35 C34 106.7(3) . . ?
C37 C36 C35 118.6(3) . . ?
C37 C36 H36A 120.7 . . ?
C35 C36 H36A 120.7 . . ?
C36 C37 C38 120.9(3) . . ?
C36 C37 H37A 119.6 . . ?
C38 C37 H37A 119.6 . . ?
C39 C38 C37 121.6(3) . . ?
C39 C38 H38A 119.2 . . ?
C37 C38 H38A 119.2 . . ?
C38 C39 C40 117.5(3) . . ?
C38 C39 H39A 121.2 . . ?
C40 C39 H39A 121.2 . . ?
C39 C40 N4 129.1(3) . . ?
C39 C40 C35 121.4(3) . . ?
N4 C40 C35 109.5(3) . . ?
C46 C41 C42 120.4(3) . . ?
C46 C41 N4 119.6(3) . . ?
C42 C41 N4 119.9(3) . . ?
C43 C42 C41 119.5(3) . . ?
C43 C42 H42A 120.2 . . ?
C41 C42 H42A 120.2 . . ?
C42 C43 C44 120.4(3) . . ?
C42 C43 H43A 119.8 . . ?
C44 C43 H43A 119.8 . . ?
C45 C44 C43 119.9(3) . . ?
C45 C44 H44A 120.1 . . ?
C43 C44 H44A 120.1 . . ?
C44 C45 C46 120.1(3) . . ?
C44 C45 H45A 120.0 . . ?
C46 C45 H45A 120.0 . . ?
C41 C46 C45 119.7(3) . . ?
C41 C46 H46A 120.1 . . ?
C45 C46 H46A 120.1 . . ?

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
C6 C1 C2 C3 1.7(7) . . . . ?
C1 C2 C3 C4 -0.7(7) . . . . ?
C2 C3 C4 C5 -0.3(7) . . . . ?
C3 C4 C5 C6 0.4(7) . . . . ?
C2 C1 C6 C5 -1.7(6) . . . . ?
C2 C1 C6 C7 177.2(4) . . . . ?
C4 C5 C6 C1 0.6(6) . . . . ?
C4 C5 C6 C7 -178.3(4) . . . . ?
C8 N1 C7 N3 -2.6(5) . . . . ?
C8 N1 C7 C6 175.3(3) . . . . ?
C15 N3 C7 N1 3.0(5) . . . . ?
C15 N3 C7 C6 -174.9(3) . . . . ?
C1 C6 C7 N1 -172.0(3) . . . . ?
C5 C6 C7 N1 6.8(5) . . . . ?
C1 C6 C7 N3 6.0(5) . . . . ?
C5 C6 C7 N3 -175.1(3) . . . . ?
C7 N1 C8 N2 -0.5(5) . . . . ?
C7 N1 C8 C9 178.8(3) . . . . ?
C15 N2 C8 N1 2.7(5) . . . . ?
C15 N2 C8 C9 -176.5(3) . . . . ?
N1 C8 C9 C14 -158.7(3) . . . . ?
N2 C8 C9 C14 20.6(5) . . . . ?
N1 C8 C9 C10 19.1(5) . . . . ?
N2 C8 C9 C10 -161.6(3) . . . . ?
C14 C9 C10 C11 1.9(6) . . . . ?
C8 C9 C10 C11 -175.9(4) . . . . ?
C9 C10 C11 C12 0.5(6) . . . . ?
C10 C11 C12 C13 -2.0(7) . . . . ?
C11 C12 C13 C14 1.2(7) . . . . ?
C10 C9 C14 C13 -2.8(6) . . . . ?
C8 C9 C14 C13 175.0(4) . . . . ?
C12 C13 C14 C9 1.2(6) . . . . ?
C8 N2 C15 N3 -2.3(5) . . . . ?
C8 N2 C15 C16 174.7(3) . . . . ?
C7 N3 C15 N2 -0.3(5) . . . . ?
C7 N3 C15 C16 -177.4(3) . . . . ?
N2 C15 C16 C17 16.6(4) . . . . ?
N3 C15 C16 C17 -166.1(3) . . . . ?
N2 C15 C16 C28 -95.0(3) . . . . ?
N3 C15 C16 C28 82.3(3) . . . . ?
N2 C15 C16 C29 142.3(3) . . . . ?
N3 C15 C16 C29 -40.3(4) . . . . ?
C15 C16 C17 C18 64.0(4) . . . . ?
C28 C16 C17 C18 179.7(3) . . . . ?
C29 C16 C17 C18 -63.0(4) . . . . ?
C15 C16 C17 C22 -119.1(3) . . . . ?
C28 C16 C17 C22 -3.4(3) . . . . ?
C29 C16 C17 C22 113.9(3) . . . . ?
C22 C17 C18 C19 0.4(5) . . . . ?
C16 C17 C18 C19 177.0(3) . . . . ?
C17 C18 C19 C20 -0.4(5) . . . . ?
C18 C19 C20 C21 0.2(6) . . . . ?
C19 C20 C21 C22 0.1(5) . . . . ?
C20 C21 C22 C17 -0.2(5) . . . . ?
C20 C21 C22 C23 -179.4(3) . . . . ?
C18 C17 C22 C21 -0.1(5) . . . . ?
C16 C17 C22 C21 -177.3(3) . . . . ?
C18 C17 C22 C23 179.3(3) . . . . ?
C16 C17 C22 C23 2.0(4) . . . . ?
C21 C22 C23 C24 1.7(6) . . . . ?
C17 C22 C23 C24 -177.6(4) . . . . ?
C21 C22 C23 C28 179.7(4) . . . . ?
C17 C22 C23 C28 0.5(4) . . . . ?
C28 C23 C24 C25 0.9(6) . . . . ?
C22 C23 C24 C25 178.7(4) . . . . ?
C23 C24 C25 C26 0.3(6) . . . . ?
C24 C25 C26 C27 -0.7(6) . . . . ?
C25 C26 C27 C28 -0.1(6) . . . . ?
C26 C27 C28 C23 1.2(5) . . . . ?
C26 C27 C28 C16 -175.5(3) . . . . ?
C24 C23 C28 C27 -1.6(5) . . . . ?
C22 C23 C28 C27 -179.9(3) . . . . ?
C24 C23 C28 C16 175.6(3) . . . . ?
C22 C23 C28 C16 -2.7(4) . . . . ?
C15 C16 C28 C27 -58.8(4) . . . . ?
C17 C16 C28 C27 -179.3(3) . . . . ?
C29 C16 C28 C27 64.5(4) . . . . ?
C15 C16 C28 C23 124.2(3) . . . . ?
C17 C16 C28 C23 3.7(3) . . . . ?
C29 C16 C28 C23 -112.5(3) . . . . ?
C15 C16 C29 C33 -47.5(4) . . . . ?
C17 C16 C29 C33 80.9(4) . . . . ?
C28 C16 C29 C33 -168.4(3) . . . . ?
C15 C16 C29 C30 137.3(3) . . . . ?
C17 C16 C29 C30 -94.3(4) . . . . ?
C28 C16 C29 C30 16.5(4) . . . . ?
C33 C29 C30 C31 0.6(5) . . . . ?
C16 C29 C30 C31 175.8(3) . . . . ?
C29 C30 C31 C32 -0.6(5) . . . . ?
C30 C31 C32 N4 -177.4(3) . . . . ?
C30 C31 C32 C34 -0.5(5) . . . . ?
C40 N4 C32 C31 175.5(3) . . . . ?
C41 N4 C32 C31 13.2(5) . . . . ?
C40 N4 C32 C34 -1.7(4) . . . . ?
C41 N4 C32 C34 -164.0(3) . . . . ?
C30 C29 C33 C34 0.6(5) . . . . ?
C16 C29 C33 C34 -174.6(3) . . . . ?
C29 C33 C34 C32 -1.6(5) . . . . ?
C29 C33 C34 C35 175.3(3) . . . . ?
C31 C32 C34 C33 1.6(5) . . . . ?
N4 C32 C34 C33 179.1(3) . . . . ?
C31 C32 C34 C35 -176.1(3) . . . . ?
N4 C32 C34 C35 1.3(4) . . . . ?
C33 C34 C35 C36 -0.3(7) . . . . ?
C32 C34 C35 C36 176.9(4) . . . . ?
C33 C34 C35 C40 -177.7(4) . . . . ?
C32 C34 C35 C40 -0.4(4) . . . . ?
C40 C35 C36 C37 -0.9(5) . . . . ?
C34 C35 C36 C37 -178.0(4) . . . . ?
C35 C36 C37 C38 -2.0(5) . . . . ?
C36 C37 C38 C39 2.5(6) . . . . ?
C37 C38 C39 C40 0.0(6) . . . . ?
C38 C39 C40 N4 179.3(3) . . . . ?
C38 C39 C40 C35 -3.0(5) . . . . ?
C32 N4 C40 C39 179.4(3) . . . . ?
C41 N4 C40 C39 -19.6(6) . . . . ?
C32 N4 C40 C35 1.4(4) . . . . ?
C41 N4 C40 C35 162.5(3) . . . . ?
C36 C35 C40 C39 3.5(5) . . . . ?
C34 C35 C40 C39 -178.7(3) . . . . ?
C36 C35 C40 N4 -178.4(3) . . . . ?
C34 C35 C40 N4 -0.6(4) . . . . ?
C40 N4 C41 C46 139.9(3) . . . . ?
C32 N4 C41 C46 -61.4(4) . . . . ?
C40 N4 C41 C42 -44.6(5) . . . . ?
C32 N4 C41 C42 114.1(4) . . . . ?
C46 C41 C42 C43 0.5(5) . . . . ?
N4 C41 C42 C43 -175.0(3) . . . . ?
C41 C42 C43 C44 0.9(5) . . . . ?
C42 C43 C44 C45 -0.8(5) . . . . ?
C43 C44 C45 C46 -0.7(5) . . . . ?
C42 C41 C46 C45 -1.9(5) . . . . ?
N4 C41 C46 C45 173.5(3) . . . . ?
C44 C45 C46 C41 2.0(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        27.17
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.076
####################################################################### 
# 
# 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_s_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1816874'
_audit_update_record             
;
2018-01-14 deposited with the CCDC.
2018-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H30 N4'
_chemical_formula_weight         638.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic'
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0321(13)
_cell_length_b                   11.8164(17)
_cell_length_c                   15.471(2)
_cell_angle_alpha                90.653(7)
_cell_angle_beta                 93.450(7)
_cell_angle_gamma                113.629(7)
_cell_volume                     1675.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6698
_cell_measurement_theta_min      3.18
_cell_measurement_theta_max      26.37

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             668
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11156
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_sigmaI/netI    0.0637
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.18
_diffrn_reflns_theta_max         26.45
_reflns_number_total             6851
_reflns_number_gt                4866
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0340P)²+0.4776P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6851
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1127
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.63630(15) -0.00506(12) 0.07792(9) 0.0242(3) Uani 1 1 d . . .
N2 N 0.48867(14) -0.05065(12) 0.19776(9) 0.0237(3) Uani 1 1 d . . .
N3 N 0.57299(14) 0.15010(12) 0.14072(9) 0.0240(3) Uani 1 1 d . . .
N4 N 0.73757(15) 0.55492(13) 0.46097(9) 0.0265(3) Uani 1 1 d . . .
C5 C 0.64099(17) 0.11042(15) 0.08335(11) 0.0224(4) Uani 1 1 d . . .
C6 C 0.55856(17) -0.08208(15) 0.13660(10) 0.0224(4) Uani 1 1 d . . .
C7 C 0.41136(17) 0.10351(14) 0.25908(10) 0.0215(3) Uani 1 1 d . . .
C8 C 0.50280(17) 0.22723(14) 0.30791(10) 0.0213(3) Uani 1 1 d . . .
C9 C 0.49840(17) 0.06541(15) 0.19595(10) 0.0217(3) Uani 1 1 d . . .
C10 C 0.72944(17) 0.20090(15) 0.02171(11) 0.0242(4) Uani 1 1 d . . .
C11 C 0.64932(18) 0.26035(15) 0.33441(11) 0.0249(4) Uani 1 1 d . . .
H11A H 0.6955 0.2097 0.3185 0.030 Uiso 1 1 calc R . .
C12 C 0.54963(18) -0.21087(15) 0.13499(11) 0.0251(4) Uani 1 1 d . . .
C13 C 0.51344(18) 0.41121(16) 0.38435(11) 0.0282(4) Uani 1 1 d . . .
H13A H 0.4669 0.4610 0.4014 0.034 Uiso 1 1 calc R . .
C14 C 0.65898(18) 0.44323(14) 0.40972(11) 0.0238(4) Uani 1 1 d . . .
C15 C 0.40623(19) -0.04002(16) 0.38817(11) 0.0281(4) Uani 1 1 d . . .
H15A H 0.5072 -0.0061 0.3981 0.034 Uiso 1 1 calc R . .
C16 C 0.72747(18) 0.36805(15) 0.38436(11) 0.0250(4) Uani 1 1 d . . .
H16A H 0.8256 0.3897 0.4008 0.030 Uiso 1 1 calc R . .
C17 C 0.79949(19) 0.16514(17) -0.04153(11) 0.0286(4) Uani 1 1 d . . .
H17A H 0.7900 0.0837 -0.0460 0.034 Uiso 1 1 calc R . .
C18 C 0.74267(19) 0.32335(16) 0.02704(12) 0.0312(4) Uani 1 1 d . . .
H18A H 0.6952 0.3476 0.0686 0.037 Uiso 1 1 calc R . .
C19 C 0.27575(17) 0.10380(15) 0.20666(10) 0.0220(4) Uani 1 1 d . . .
C20 C 0.43685(18) 0.30441(15) 0.33329(11) 0.0263(4) Uani 1 1 d . . .
H20A H 0.3394 0.2842 0.3158 0.032 Uiso 1 1 calc R . .
C21 C 0.18841(18) -0.04984(15) 0.30720(11) 0.0241(4) Uani 1 1 d . . .
C22 C 0.26885(19) 0.17726(16) 0.13972(11) 0.0280(4) Uani 1 1 d . . .
H22A H 0.3535 0.2373 0.1205 0.034 Uiso 1 1 calc R . .
C23 C 0.33988(17) 0.00167(14) 0.32279(10) 0.0224(4) Uani 1 1 d . . .
C24 C 0.10134(19) -0.14387(15) 0.35804(12) 0.0300(4) Uani 1 1 d . . .
H24A H 0.0004 -0.1787 0.3477 0.036 Uiso 1 1 calc R . .
C25 C 0.14851(18) 0.01273(15) 0.23560(11) 0.0243(4) Uani 1 1 d . . .
C26 C 0.86326(17) 0.68772(16) 0.57465(11) 0.0269(4) Uani 1 1 d . . .
C27 C 0.01298(18) -0.00499(17) 0.19611(12) 0.0306(4) Uani 1 1 d . . .
H27A H -0.0718 -0.0658 0.2146 0.037 Uiso 1 1 calc R . .
C28 C 0.4505(2) -0.29997(16) 0.18402(12) 0.0310(4) Uani 1 1 d . . .
H28A H 0.3905 -0.2787 0.2183 0.037 Uiso 1 1 calc R . .
C29 C 0.82073(18) 0.75686(16) 0.51032(11) 0.0265(4) Uani 1 1 d . . .
C30 C 0.4412(2) -0.42071(17) 0.18181(13) 0.0362(4) Uani 1 1 d . . .
H30A H 0.3740 -0.4802 0.2140 0.043 Uiso 1 1 calc R . .
C31 C 0.80767(17) 0.56355(16) 0.54285(11) 0.0261(4) Uani 1 1 d . . .
C32 C 0.8264(2) 0.40831(17) -0.02959(12) 0.0356(4) Uani 1 1 d . . .
H32A H 0.8353 0.4897 -0.0260 0.043 Uiso 1 1 calc R . .
C33 C 0.8834(2) 0.25133(18) -0.09780(12) 0.0359(4) Uani 1 1 d . . .
H33A H 0.9306 0.2276 -0.1398 0.043 Uiso 1 1 calc R . .
C34 C 0.1682(2) -0.18422(16) 0.42408(12) 0.0336(4) Uani 1 1 d . . .
H34A H 0.1116 -0.2460 0.4592 0.040 Uiso 1 1 calc R . .
C35 C 0.93485(19) 0.71776(18) 0.65749(12) 0.0326(4) Uani 1 1 d . . .
H35A H 0.9736 0.7991 0.6791 0.039 Uiso 1 1 calc R . .
C36 C 0.68626(19) 0.70860(17) 0.36838(12) 0.0323(4) Uani 1 1 d . . .
H36A H 0.6370 0.6528 0.3227 0.039 Uiso 1 1 calc R . .
C37 C 0.74297(18) 0.67201(15) 0.44129(11) 0.0256(4) Uani 1 1 d . . .
C38 C 0.83830(19) 0.87930(16) 0.50585(12) 0.0317(4) Uani 1 1 d . . .
H38A H 0.8884 0.9358 0.5510 0.038 Uiso 1 1 calc R . .
C39 C 0.6389(2) -0.24388(17) 0.08468(13) 0.0379(5) Uani 1 1 d . . .
H39A H 0.7048 -0.1852 0.0514 0.046 Uiso 1 1 calc R . .
C40 C 0.3194(2) -0.13357(16) 0.43878(12) 0.0332(4) Uani 1 1 d . . .
H40A H 0.3626 -0.1628 0.4830 0.040 Uiso 1 1 calc R . .
C41 C 0.9472(2) 0.6255(2) 0.70660(12) 0.0387(5) Uani 1 1 d . . .
H41A H 0.9947 0.6447 0.7617 0.046 Uiso 1 1 calc R . .
C42 C 0.0062(2) 0.06896(18) 0.12913(12) 0.0354(4) Uani 1 1 d . . .
H42A H -0.0840 0.0577 0.1024 0.042 Uiso 1 1 calc R . .
C43 C 0.1322(2) 0.16004(18) 0.10107(12) 0.0340(4) Uani 1 1 d . . .
H43A H 0.1255 0.2098 0.0563 0.041 Uiso 1 1 calc R . .
C44 C 0.7808(2) 0.91636(17) 0.43387(13) 0.0366(5) Uani 1 1 d . . .
H44A H 0.7921 0.9982 0.4306 0.044 Uiso 1 1 calc R . .
C45 C 0.81853(19) 0.47016(17) 0.59240(12) 0.0325(4) Uani 1 1 d . . .
H45A H 0.7799 0.3886 0.5713 0.039 Uiso 1 1 calc R . .
C46 C 0.8971(2) 0.37249(18) -0.09168(12) 0.0377(5) Uani 1 1 d . . .
H46A H 0.9538 0.4300 -0.1294 0.045 Uiso 1 1 calc R . .
C47 C 0.8886(2) 0.50242(19) 0.67409(13) 0.0386(5) Uani 1 1 d . . .
H47A H 0.8973 0.4413 0.7084 0.046 Uiso 1 1 calc R . .
C48 C 0.7056(2) 0.83181(17) 0.36582(13) 0.0364(4) Uani 1 1 d . . .
H48A H 0.6676 0.8585 0.3178 0.044 Uiso 1 1 calc R . .
C49 C 0.5313(2) -0.45235(18) 0.13220(14) 0.0454(5) Uani 1 1 d . . .
H49A H 0.5258 -0.5328 0.1313 0.054 Uiso 1 1 calc R . .
C50 C 0.6306(3) -0.36359(19) 0.08354(16) 0.0523(6) Uani 1 1 d . . .
H50A H 0.6917 -0.3847 0.0501 0.063 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 C6 1.340(2) . ?
N1 C5 1.348(2) . ?
N2 C9 1.336(2) . ?
N2 C6 1.344(2) . ?
N3 C9 1.337(2) . ?
N3 C5 1.339(2) . ?
N4 C31 1.394(2) . ?
N4 C37 1.400(2) . ?
N4 C14 1.435(2) . ?
C5 C10 1.485(2) . ?
C6 C12 1.488(2) . ?
C7 C9 1.525(2) . ?
C7 C23 1.534(2) . ?
C7 C8 1.538(2) . ?
C7 C19 1.543(2) . ?
C8 C20 1.389(2) . ?
C8 C11 1.395(2) . ?
C10 C17 1.393(2) . ?
C10 C18 1.400(2) . ?
C11 C16 1.391(2) . ?
C11 H11A 0.9300 . ?
C12 C39 1.384(2) . ?
C12 C28 1.394(2) . ?
C13 C14 1.383(2) . ?
C13 C20 1.391(2) . ?
C13 H13A 0.9300 . ?
C14 C16 1.389(2) . ?
C15 C23 1.379(2) . ?
C15 C40 1.387(2) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C33 1.387(2) . ?
C17 H17A 0.9300 . ?
C18 C32 1.383(3) . ?
C18 H18A 0.9300 . ?
C19 C22 1.375(2) . ?
C19 C25 1.402(2) . ?
C20 H20A 0.9300 . ?
C21 C24 1.393(2) . ?
C21 C23 1.396(2) . ?
C21 C25 1.462(2) . ?
C22 C43 1.398(2) . ?
C22 H22A 0.9300 . ?
C24 C34 1.381(3) . ?
C24 H24A 0.9300 . ?
C25 C27 1.391(2) . ?
C26 C35 1.400(2) . ?
C26 C31 1.414(2) . ?
C26 C29 1.445(3) . ?
C27 C42 1.379(3) . ?
C27 H27A 0.9300 . ?
C28 C30 1.392(3) . ?
C28 H28A 0.9300 . ?
C29 C38 1.389(2) . ?
C29 C37 1.415(2) . ?
C30 C49 1.376(3) . ?
C30 H30A 0.9300 . ?
C31 C45 1.387(3) . ?
C32 C46 1.384(3) . ?
C32 H32A 0.9300 . ?
C33 C46 1.384(3) . ?
C33 H33A 0.9300 . ?
C34 C40 1.392(3) . ?
C34 H34A 0.9300 . ?
C35 C41 1.378(3) . ?
C35 H35A 0.9300 . ?
C36 C37 1.383(3) . ?
C36 C48 1.391(3) . ?
C36 H36A 0.9300 . ?
C38 C44 1.379(3) . ?
C38 H38A 0.9300 . ?
C39 C50 1.383(3) . ?
C39 H39A 0.9300 . ?
C40 H40A 0.9300 . ?
C41 C47 1.405(3) . ?
C41 H41A 0.9300 . ?
C42 C43 1.389(3) . ?
C42 H42A 0.9300 . ?
C43 H43A 0.9300 . ?
C44 C48 1.397(3) . ?
C44 H44A 0.9300 . ?
C45 C47 1.380(3) . ?
C45 H45A 0.9300 . ?
C46 H46A 0.9300 . ?
C47 H47A 0.9300 . ?
C48 H48A 0.9300 . ?
C49 C50 1.389(3) . ?
C49 H49A 0.9300 . ?
C50 H50A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 N1 C5 115.24(14) . . ?
C9 N2 C6 115.18(14) . . ?
C9 N3 C5 114.67(14) . . ?
C31 N4 C37 108.21(14) . . ?
C31 N4 C14 126.01(14) . . ?
C37 N4 C14 125.44(14) . . ?
N3 C5 N1 124.93(15) . . ?
N3 C5 C10 117.48(15) . . ?
N1 C5 C10 117.59(14) . . ?
N1 C6 N2 124.39(15) . . ?
N1 C6 C12 118.22(15) . . ?
N2 C6 C12 117.39(15) . . ?
C9 C7 C23 111.49(13) . . ?
C9 C7 C8 112.73(13) . . ?
C23 C7 C8 110.79(13) . . ?
C9 C7 C19 106.94(13) . . ?
C23 C7 C19 100.93(13) . . ?
C8 C7 C19 113.33(13) . . ?
C20 C8 C11 118.10(15) . . ?
C20 C8 C7 120.02(14) . . ?
C11 C8 C7 121.65(15) . . ?
N2 C9 N3 125.56(15) . . ?
N2 C9 C7 117.62(14) . . ?
N3 C9 C7 116.74(14) . . ?
C17 C10 C18 119.59(16) . . ?
C17 C10 C5 120.63(15) . . ?
C18 C10 C5 119.78(15) . . ?
C16 C11 C8 120.93(16) . . ?
C16 C11 H11A 119.5 . . ?
C8 C11 H11A 119.5 . . ?
C39 C12 C28 119.19(16) . . ?
C39 C12 C6 120.60(16) . . ?
C28 C12 C6 120.22(16) . . ?
C14 C13 C20 119.85(16) . . ?
C14 C13 H13A 120.1 . . ?
C20 C13 H13A 120.1 . . ?
C13 C14 C16 119.73(15) . . ?
C13 C14 N4 119.32(15) . . ?
C16 C14 N4 120.95(15) . . ?
C23 C15 C40 118.69(16) . . ?
C23 C15 H15A 120.7 . . ?
C40 C15 H15A 120.7 . . ?
C14 C16 C11 120.00(15) . . ?
C14 C16 H16A 120.0 . . ?
C11 C16 H16A 120.0 . . ?
C33 C17 C10 119.84(17) . . ?
C33 C17 H17A 120.1 . . ?
C10 C17 H17A 120.1 . . ?
C32 C18 C10 119.96(17) . . ?
C32 C18 H18A 120.0 . . ?
C10 C18 H18A 120.0 . . ?
C22 C19 C25 120.89(15) . . ?
C22 C19 C7 128.84(15) . . ?
C25 C19 C7 110.26(14) . . ?
C8 C20 C13 121.38(15) . . ?
C8 C20 H20A 119.3 . . ?
C13 C20 H20A 119.3 . . ?
C24 C21 C23 120.45(16) . . ?
C24 C21 C25 130.50(16) . . ?
C23 C21 C25 109.03(14) . . ?
C19 C22 C43 118.75(17) . . ?
C19 C22 H22A 120.6 . . ?
C43 C22 H22A 120.6 . . ?
C15 C23 C21 120.79(15) . . ?
C15 C23 C7 128.44(15) . . ?
C21 C23 C7 110.77(14) . . ?
C34 C24 C21 118.52(17) . . ?
C34 C24 H24A 120.7 . . ?
C21 C24 H24A 120.7 . . ?
C27 C25 C19 120.06(17) . . ?
C27 C25 C21 130.96(16) . . ?
C19 C25 C21 108.98(14) . . ?
C35 C26 C31 119.09(17) . . ?
C35 C26 C29 133.76(17) . . ?
C31 C26 C29 107.01(15) . . ?
C42 C27 C25 118.97(17) . . ?
C42 C27 H27A 120.5 . . ?
C25 C27 H27A 120.5 . . ?
C12 C28 C30 120.18(18) . . ?
C12 C28 H28A 119.9 . . ?
C30 C28 H28A 119.9 . . ?
C38 C29 C37 119.45(17) . . ?
C38 C29 C26 133.91(16) . . ?
C37 C29 C26 106.62(15) . . ?
C49 C30 C28 120.20(18) . . ?
C49 C30 H30A 119.9 . . ?
C28 C30 H30A 119.9 . . ?
C45 C31 N4 129.00(16) . . ?
C45 C31 C26 121.83(16) . . ?
N4 C31 C26 109.05(15) . . ?
C18 C32 C46 120.16(18) . . ?
C18 C32 H32A 119.9 . . ?
C46 C32 H32A 119.9 . . ?
C46 C33 C17 120.27(18) . . ?
C46 C33 H33A 119.9 . . ?
C17 C33 H33A 119.9 . . ?
C24 C34 C40 120.84(16) . . ?
C24 C34 H34A 119.6 . . ?
C40 C34 H34A 119.6 . . ?
C41 C35 C26 119.25(17) . . ?
C41 C35 H35A 120.4 . . ?
C26 C35 H35A 120.4 . . ?
C37 C36 C48 117.66(17) . . ?
C37 C36 H36A 121.2 . . ?
C48 C36 H36A 121.2 . . ?
C36 C37 N4 129.39(15) . . ?
C36 C37 C29 121.54(16) . . ?
N4 C37 C29 109.07(15) . . ?
C44 C38 C29 119.42(17) . . ?
C44 C38 H38A 120.3 . . ?
C29 C38 H38A 120.3 . . ?
C12 C39 C50 120.42(19) . . ?
C12 C39 H39A 119.8 . . ?
C50 C39 H39A 119.8 . . ?
C15 C40 C34 120.70(18) . . ?
C15 C40 H40A 119.6 . . ?
C34 C40 H40A 119.6 . . ?
C35 C41 C47 120.52(18) . . ?
C35 C41 H41A 119.7 . . ?
C47 C41 H41A 119.7 . . ?
C27 C42 C43 120.96(17) . . ?
C27 C42 H42A 119.5 . . ?
C43 C42 H42A 119.5 . . ?
C42 C43 C22 120.35(18) . . ?
C42 C43 H43A 119.8 . . ?
C22 C43 H43A 119.8 . . ?
C38 C44 C48 120.48(17) . . ?
C38 C44 H44A 119.8 . . ?
C48 C44 H44A 119.8 . . ?
C47 C45 C31 117.75(17) . . ?
C47 C45 H45A 121.1 . . ?
C31 C45 H45A 121.1 . . ?
C33 C46 C32 120.17(18) . . ?
C33 C46 H46A 119.9 . . ?
C32 C46 H46A 119.9 . . ?
C45 C47 C41 121.54(19) . . ?
C45 C47 H47A 119.2 . . ?
C41 C47 H47A 119.2 . . ?
C36 C48 C44 121.43(19) . . ?
C36 C48 H48A 119.3 . . ?
C44 C48 H48A 119.3 . . ?
C30 C49 C50 119.72(18) . . ?
C30 C49 H49A 120.1 . . ?
C50 C49 H49A 120.1 . . ?
C39 C50 C49 120.3(2) . . ?
C39 C50 H50A 119.9 . . ?
C49 C50 H50A 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
C9 N3 C5 N1 1.1(2) . . . . ?
C9 N3 C5 C10 -178.26(14) . . . . ?
C6 N1 C5 N3 -1.2(2) . . . . ?
C6 N1 C5 C10 178.12(14) . . . . ?
C5 N1 C6 N2 -0.1(2) . . . . ?
C5 N1 C6 C12 -179.47(14) . . . . ?
C9 N2 C6 N1 1.4(2) . . . . ?
C9 N2 C6 C12 -179.24(14) . . . . ?
C9 C7 C8 C20 148.82(15) . . . . ?
C23 C7 C8 C20 -85.45(19) . . . . ?
C19 C7 C8 C20 27.2(2) . . . . ?
C9 C7 C8 C11 -36.8(2) . . . . ?
C23 C7 C8 C11 88.96(18) . . . . ?
C19 C7 C8 C11 -158.42(15) . . . . ?
C6 N2 C9 N3 -1.6(2) . . . . ?
C6 N2 C9 C7 175.21(13) . . . . ?
C5 N3 C9 N2 0.4(2) . . . . ?
C5 N3 C9 C7 -176.39(13) . . . . ?
C23 C7 C9 N2 6.91(19) . . . . ?
C8 C7 C9 N2 132.26(15) . . . . ?
C19 C7 C9 N2 -102.53(16) . . . . ?
C23 C7 C9 N3 -176.00(13) . . . . ?
C8 C7 C9 N3 -50.65(19) . . . . ?
C19 C7 C9 N3 74.55(17) . . . . ?
N3 C5 C10 C17 -177.98(15) . . . . ?
N1 C5 C10 C17 2.6(2) . . . . ?
N3 C5 C10 C18 2.0(2) . . . . ?
N1 C5 C10 C18 -177.39(15) . . . . ?
C20 C8 C11 C16 -0.4(2) . . . . ?
C7 C8 C11 C16 -174.94(15) . . . . ?
N1 C6 C12 C39 11.0(2) . . . . ?
N2 C6 C12 C39 -168.43(16) . . . . ?
N1 C6 C12 C28 -168.76(15) . . . . ?
N2 C6 C12 C28 11.8(2) . . . . ?
C20 C13 C14 C16 -0.3(3) . . . . ?
C20 C13 C14 N4 178.79(15) . . . . ?
C31 N4 C14 C13 121.35(19) . . . . ?
C37 N4 C14 C13 -51.1(2) . . . . ?
C31 N4 C14 C16 -59.5(2) . . . . ?
C37 N4 C14 C16 128.02(18) . . . . ?
C13 C14 C16 C11 -0.7(3) . . . . ?
N4 C14 C16 C11 -179.78(15) . . . . ?
C8 C11 C16 C14 1.1(3) . . . . ?
C18 C10 C17 C33 0.9(3) . . . . ?
C5 C10 C17 C33 -179.09(16) . . . . ?
C17 C10 C18 C32 -0.8(3) . . . . ?
C5 C10 C18 C32 179.21(16) . . . . ?
C9 C7 C19 C22 -64.1(2) . . . . ?
C23 C7 C19 C22 179.20(16) . . . . ?
C8 C7 C19 C22 60.7(2) . . . . ?
C9 C7 C19 C25 115.08(15) . . . . ?
C23 C7 C19 C25 -1.59(16) . . . . ?
C8 C7 C19 C25 -120.08(15) . . . . ?
C11 C8 C20 C13 -0.6(3) . . . . ?
C7 C8 C20 C13 174.00(15) . . . . ?
C14 C13 C20 C8 1.0(3) . . . . ?
C25 C19 C22 C43 0.3(2) . . . . ?
C7 C19 C22 C43 179.46(16) . . . . ?
C40 C15 C23 C21 -0.6(2) . . . . ?
C40 C15 C23 C7 179.63(15) . . . . ?
C24 C21 C23 C15 0.5(2) . . . . ?
C25 C21 C23 C15 179.23(15) . . . . ?
C24 C21 C23 C7 -179.65(15) . . . . ?
C25 C21 C23 C7 -0.93(18) . . . . ?
C9 C7 C23 C15 68.1(2) . . . . ?
C8 C7 C23 C15 -58.3(2) . . . . ?
C19 C7 C23 C15 -178.67(16) . . . . ?
C9 C7 C23 C21 -111.75(15) . . . . ?
C8 C7 C23 C21 121.83(14) . . . . ?
C19 C7 C23 C21 1.51(16) . . . . ?
C23 C21 C24 C34 0.3(2) . . . . ?
C25 C21 C24 C34 -178.13(16) . . . . ?
C22 C19 C25 C27 0.5(2) . . . . ?
C7 C19 C25 C27 -178.78(15) . . . . ?
C22 C19 C25 C21 -179.56(15) . . . . ?
C7 C19 C25 C21 1.15(18) . . . . ?
C24 C21 C25 C27 -1.7(3) . . . . ?
C23 C21 C25 C27 179.78(17) . . . . ?
C24 C21 C25 C19 178.40(17) . . . . ?
C23 C21 C25 C19 -0.14(18) . . . . ?
C19 C25 C27 C42 -0.7(3) . . . . ?
C21 C25 C27 C42 179.43(17) . . . . ?
C39 C12 C28 C30 -0.4(3) . . . . ?
C6 C12 C28 C30 179.36(16) . . . . ?
C35 C26 C29 C38 2.0(3) . . . . ?
C31 C26 C29 C38 177.42(18) . . . . ?
C35 C26 C29 C37 -176.41(18) . . . . ?
C31 C26 C29 C37 -0.96(18) . . . . ?
C12 C28 C30 C49 1.0(3) . . . . ?
C37 N4 C31 C45 173.82(17) . . . . ?
C14 N4 C31 C45 0.3(3) . . . . ?
C37 N4 C31 C26 -2.19(18) . . . . ?
C14 N4 C31 C26 -175.71(15) . . . . ?
C35 C26 C31 C45 1.8(2) . . . . ?
C29 C26 C31 C45 -174.41(16) . . . . ?
C35 C26 C31 N4 178.19(15) . . . . ?
C29 C26 C31 N4 1.95(18) . . . . ?
C10 C18 C32 C46 0.1(3) . . . . ?
C10 C17 C33 C46 -0.4(3) . . . . ?
C21 C24 C34 C40 -1.0(3) . . . . ?
C31 C26 C35 C41 -1.1(2) . . . . ?
C29 C26 C35 C41 173.90(18) . . . . ?
C48 C36 C37 N4 179.08(17) . . . . ?
C48 C36 C37 C29 -1.3(3) . . . . ?
C31 N4 C37 C36 -178.79(17) . . . . ?
C14 N4 C37 C36 -5.2(3) . . . . ?
C31 N4 C37 C29 1.57(18) . . . . ?
C14 N4 C37 C29 175.14(15) . . . . ?
C38 C29 C37 C36 1.3(3) . . . . ?
C26 C29 C37 C36 179.97(16) . . . . ?
C38 C29 C37 N4 -179.02(15) . . . . ?
C26 C29 C37 N4 -0.36(18) . . . . ?
C37 C29 C38 C44 -0.6(3) . . . . ?
C26 C29 C38 C44 -178.79(18) . . . . ?
C28 C12 C39 C50 -0.5(3) . . . . ?
C6 C12 C39 C50 179.81(19) . . . . ?
C23 C15 C40 C34 -0.2(3) . . . . ?
C24 C34 C40 C15 1.0(3) . . . . ?
C26 C35 C41 C47 0.0(3) . . . . ?
C25 C27 C42 C43 0.0(3) . . . . ?
C27 C42 C43 C22 0.9(3) . . . . ?
C19 C22 C43 C42 -1.0(3) . . . . ?
C29 C38 C44 C48 -0.1(3) . . . . ?
N4 C31 C45 C47 -176.85(17) . . . . ?
C26 C31 C45 C47 -1.3(3) . . . . ?
C17 C33 C46 C32 -0.3(3) . . . . ?
C18 C32 C46 C33 0.5(3) . . . . ?
C31 C45 C47 C41 0.1(3) . . . . ?
C35 C41 C47 C45 0.6(3) . . . . ?
C37 C36 C48 C44 0.7(3) . . . . ?
C38 C44 C48 C36 0.0(3) . . . . ?
C28 C30 C49 C50 -0.7(3) . . . . ?
C12 C39 C50 C49 0.7(3) . . . . ?
C30 C49 C50 C39 -0.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        26.45
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.043
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_s_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1816871'
_audit_update_record             
;
2018-01-14 deposited with the CCDC.
2018-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H20 F4 N2'
_chemical_formula_weight         556.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic'
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   8.1153(5)
_cell_length_b                   17.5146(11)
_cell_length_c                   36.762(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5225.2(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    7979
_cell_measurement_theta_min      3.2133
_cell_measurement_theta_max      26.6668

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2288
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29721
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_av_sigmaI/netI    0.0521
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         2.98
_diffrn_reflns_theta_max         27.10
_reflns_number_total             5760
_reflns_number_gt                4428
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0263P)²+12.1039P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5760
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1134
_refine_ls_R_factor_gt           0.0842
_refine_ls_wR_factor_ref         0.1707
_refine_ls_wR_factor_gt          0.1618
_refine_ls_goodness_of_fit_ref   1.286
_refine_ls_restrained_S_all      1.286
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -0.5186(2) -0.37406(11) -0.06319(5) 0.0234(4) Uani 1 1 d . . .
F2 F -0.0593(2) -0.27109(12) -0.12625(6) 0.0323(5) Uani 1 1 d . . .
F3 F -0.2624(3) -0.16475(12) -0.15189(6) 0.0372(6) Uani 1 1 d . . .
F4 F -0.6985(2) -0.26370(12) -0.09320(6) 0.0354(5) Uani 1 1 d . . .
N1 N -0.4804(4) -0.21569(16) -0.12340(7) 0.0231(6) Uani 1 1 d . . .
N2 N 0.3471(3) -0.49848(15) -0.17650(7) 0.0157(6) Uani 1 1 d . . .
C1 C -0.3235(4) -0.21973(19) -0.13077(9) 0.0219(7) Uani 1 1 d . . .
C2 C -0.2201(4) -0.27555(19) -0.11784(8) 0.0203(7) Uani 1 1 d . . .
C3 C -0.2803(4) -0.33458(17) -0.09617(8) 0.0151(6) Uani 1 1 d . . .
C4 C -0.4468(4) -0.32684(18) -0.08719(8) 0.0166(7) Uani 1 1 d . . .
C5 C -0.5381(4) -0.2689(2) -0.10186(9) 0.0224(7) Uani 1 1 d . . .
C6 C -0.1701(4) -0.39823(18) -0.08104(8) 0.0151(6) Uani 1 1 d . . .
C7 C -0.2651(4) -0.47166(18) -0.07101(9) 0.0220(7) Uani 1 1 d . . .
C8 C -0.3419(4) -0.5230(2) -0.09368(12) 0.0301(9) Uani 1 1 d . . .
H8A H -0.3421 -0.5159 -0.1187 0.036 Uiso 1 1 calc R . .
C9 C -0.4199(5) -0.5863(2) -0.07800(15) 0.0437(11) Uani 1 1 d . . .
H9A H -0.4732 -0.6217 -0.0927 0.052 Uiso 1 1 calc R . .
C10 C -0.4178(6) -0.5966(2) -0.04032(16) 0.0540(14) Uani 1 1 d . . .
H10A H -0.4717 -0.6383 -0.0302 0.065 Uiso 1 1 calc R . .
C11 C -0.3380(6) -0.5463(2) -0.01814(13) 0.0486(13) Uani 1 1 d . . .
H11A H -0.3359 -0.5541 0.0069 0.058 Uiso 1 1 calc R . .
C12 C -0.2601(5) -0.4833(2) -0.03331(10) 0.0295(9) Uani 1 1 d . . .
C13 C -0.1653(5) -0.4223(2) -0.01651(9) 0.0284(9) Uani 1 1 d . . .
C14 C -0.1180(7) -0.4091(3) 0.01968(10) 0.0506(14) Uani 1 1 d . . .
H14A H -0.1537 -0.4415 0.0381 0.061 Uiso 1 1 calc R . .
C15 C -0.0186(7) -0.3479(3) 0.02772(11) 0.0542(15) Uani 1 1 d . . .
H15A H 0.0138 -0.3397 0.0517 0.065 Uiso 1 1 calc R . .
C16 C 0.0339(6) -0.2987(2) 0.00110(11) 0.0430(11) Uani 1 1 d . . .
H16A H 0.1012 -0.2577 0.0072 0.052 Uiso 1 1 calc R . .
C17 C -0.0124(4) -0.3095(2) -0.03506(9) 0.0264(8) Uani 1 1 d . . .
H17A H 0.0212 -0.2756 -0.0530 0.032 Uiso 1 1 calc R . .
C18 C -0.1093(4) -0.3718(2) -0.04353(8) 0.0212(8) Uani 1 1 d . . .
C19 C -0.0309(4) -0.42146(18) -0.10691(8) 0.0156(6) Uani 1 1 d . . .
C20 C 0.1259(4) -0.43534(19) -0.09396(8) 0.0179(7) Uani 1 1 d . . .
H20A H 0.1492 -0.4271 -0.0695 0.021 Uiso 1 1 calc R . .
C21 C 0.2487(4) -0.46128(19) -0.11688(8) 0.0198(7) Uani 1 1 d . . .
H21A H 0.3536 -0.4706 -0.1077 0.024 Uiso 1 1 calc R . .
C22 C 0.2163(4) -0.47337(18) -0.15315(8) 0.0163(7) Uani 1 1 d . . .
C23 C 0.0622(4) -0.4598(2) -0.16678(9) 0.0245(8) Uani 1 1 d . . .
H23A H 0.0409 -0.4676 -0.1914 0.029 Uiso 1 1 calc R . .
C24 C -0.0629(4) -0.4343(2) -0.14383(9) 0.0256(8) Uani 1 1 d . . .
H24A H -0.1680 -0.4257 -0.1531 0.031 Uiso 1 1 calc R . .
C25 C 0.3727(4) -0.57314(18) -0.18801(8) 0.0150(6) Uani 1 1 d . . .
C26 C 0.2847(4) -0.6383(2) -0.17945(9) 0.0247(8) Uani 1 1 d . . .
H26A H 0.1936 -0.6366 -0.1641 0.030 Uiso 1 1 calc R . .
C27 C 0.3379(5) -0.7059(2) -0.19461(10) 0.0322(9) Uani 1 1 d . . .
H27A H 0.2817 -0.7507 -0.1892 0.039 Uiso 1 1 calc R . .
C28 C 0.4738(5) -0.7092(2) -0.21790(11) 0.0329(9) Uani 1 1 d . . .
H28A H 0.5055 -0.7557 -0.2278 0.040 Uiso 1 1 calc R . .
C29 C 0.5615(4) -0.6440(2) -0.22633(9) 0.0231(7) Uani 1 1 d . . .
H29A H 0.6515 -0.6463 -0.2419 0.028 Uiso 1 1 calc R . .
C30 C 0.5126(4) -0.57449(18) -0.21094(8) 0.0150(6) Uani 1 1 d . . .
C31 C 0.5735(3) -0.49725(18) -0.21296(8) 0.0135(6) Uani 1 1 d . . .
C32 C 0.7024(4) -0.4628(2) -0.23171(8) 0.0237(8) Uani 1 1 d . . .
H32A H 0.7726 -0.4918 -0.2462 0.028 Uiso 1 1 calc R . .
C33 C 0.7245(5) -0.3854(2) -0.22854(9) 0.0308(9) Uani 1 1 d . . .
H33A H 0.8100 -0.3620 -0.2412 0.037 Uiso 1 1 calc R . .
C34 C 0.6208(5) -0.3410(2) -0.20667(9) 0.0292(9) Uani 1 1 d . . .
H34A H 0.6384 -0.2886 -0.2050 0.035 Uiso 1 1 calc R . .
C35 C 0.4925(4) -0.37406(19) -0.18757(8) 0.0219(7) Uani 1 1 d . . .
H35A H 0.4245 -0.3450 -0.1726 0.026 Uiso 1 1 calc R . .
C36 C 0.4688(4) -0.45203(17) -0.19145(8) 0.0138(6) Uani 1 1 d . . .


_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
F1 C4 1.343(4) . ?
F2 C2 1.343(4) . ?
F3 C1 1.333(4) . ?
F4 C5 1.343(4) . ?
N1 C1 1.303(4) . ?
N1 C5 1.310(5) . ?
N2 C25 1.390(4) . ?
N2 C36 1.392(4) . ?
N2 C22 1.434(4) . ?
C1 C2 1.373(5) . ?
C2 C3 1.393(4) . ?
C3 C4 1.398(4) . ?
C3 C6 1.534(4) . ?
C4 C5 1.367(5) . ?
C6 C19 1.531(4) . ?
C6 C18 1.536(4) . ?
C6 C7 1.544(4) . ?
C7 C8 1.375(5) . ?
C7 C12 1.401(5) . ?
C8 C9 1.401(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.397(7) . ?
C9 H9A 0.9300 . ?
C10 C11 1.364(7) . ?
C10 H10A 0.9300 . ?
C11 C12 1.389(6) . ?
C11 H11A 0.9300 . ?
C12 C13 1.453(6) . ?
C13 C14 1.404(5) . ?
C13 C18 1.406(5) . ?
C14 C15 1.373(7) . ?
C14 H14A 0.9300 . ?
C15 C16 1.372(7) . ?
C15 H15A 0.9300 . ?
C16 C17 1.394(5) . ?
C16 H16A 0.9300 . ?
C17 C18 1.380(5) . ?
C17 H17A 0.9300 . ?
C19 C20 1.380(4) . ?
C19 C24 1.400(4) . ?
C20 C21 1.382(4) . ?
C20 H20A 0.9300 . ?
C21 C22 1.375(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.368(5) . ?
C23 C24 1.394(5) . ?
C23 H23A 0.9300 . ?
C24 H24A 0.9300 . ?
C25 C26 1.383(5) . ?
C25 C30 1.415(4) . ?
C26 C27 1.378(5) . ?
C26 H26A 0.9300 . ?
C27 C28 1.397(6) . ?
C27 H27A 0.9300 . ?
C28 C29 1.380(5) . ?
C28 H28A 0.9300 . ?
C29 C30 1.400(4) . ?
C29 H29A 0.9300 . ?
C30 C31 1.442(4) . ?
C31 C32 1.391(4) . ?
C31 C36 1.405(4) . ?
C32 C33 1.373(5) . ?
C32 H32A 0.9300 . ?
C33 C34 1.400(5) . ?
C33 H33A 0.9300 . ?
C34 C35 1.383(5) . ?
C34 H34A 0.9300 . ?
C35 C36 1.387(4) . ?
C35 H35A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C5 115.9(3) . . ?
C25 N2 C36 108.9(2) . . ?
C25 N2 C22 125.5(3) . . ?
C36 N2 C22 125.6(3) . . ?
N1 C1 F3 116.5(3) . . ?
N1 C1 C2 124.3(3) . . ?
F3 C1 C2 119.2(3) . . ?
F2 C2 C1 118.2(3) . . ?
F2 C2 C3 121.0(3) . . ?
C1 C2 C3 120.8(3) . . ?
C2 C3 C4 113.7(3) . . ?
C2 C3 C6 122.9(3) . . ?
C4 C3 C6 123.3(3) . . ?
F1 C4 C5 118.7(3) . . ?
F1 C4 C3 121.0(3) . . ?
C5 C4 C3 120.2(3) . . ?
N1 C5 F4 116.2(3) . . ?
N1 C5 C4 125.0(3) . . ?
F4 C5 C4 118.8(3) . . ?
C19 C6 C3 113.4(2) . . ?
C19 C6 C18 113.6(3) . . ?
C3 C6 C18 107.1(2) . . ?
C19 C6 C7 107.2(2) . . ?
C3 C6 C7 113.6(3) . . ?
C18 C6 C7 101.4(3) . . ?
C8 C7 C12 121.2(3) . . ?
C8 C7 C6 128.8(3) . . ?
C12 C7 C6 110.0(3) . . ?
C7 C8 C9 118.2(4) . . ?
C7 C8 H8A 120.9 . . ?
C9 C8 H8A 120.9 . . ?
C10 C9 C8 120.3(4) . . ?
C10 C9 H9A 119.9 . . ?
C8 C9 H9A 119.9 . . ?
C11 C10 C9 121.0(4) . . ?
C11 C10 H10A 119.5 . . ?
C9 C10 H10A 119.5 . . ?
C10 C11 C12 119.3(4) . . ?
C10 C11 H11A 120.4 . . ?
C12 C11 H11A 120.4 . . ?
C11 C12 C7 119.9(4) . . ?
C11 C12 C13 130.8(4) . . ?
C7 C12 C13 109.2(3) . . ?
C14 C13 C18 118.5(4) . . ?
C14 C13 C12 132.0(4) . . ?
C18 C13 C12 109.4(3) . . ?
C15 C14 C13 119.6(4) . . ?
C15 C14 H14A 120.2 . . ?
C13 C14 H14A 120.2 . . ?
C16 C15 C14 121.2(4) . . ?
C16 C15 H15A 119.4 . . ?
C14 C15 H15A 119.4 . . ?
C15 C16 C17 120.7(4) . . ?
C15 C16 H16A 119.6 . . ?
C17 C16 H16A 119.6 . . ?
C18 C17 C16 118.4(4) . . ?
C18 C17 H17A 120.8 . . ?
C16 C17 H17A 120.8 . . ?
C17 C18 C13 121.5(3) . . ?
C17 C18 C6 128.6(3) . . ?
C13 C18 C6 109.9(3) . . ?
C20 C19 C24 118.5(3) . . ?
C20 C19 C6 120.8(3) . . ?
C24 C19 C6 120.5(3) . . ?
C19 C20 C21 120.8(3) . . ?
C19 C20 H20A 119.6 . . ?
C21 C20 H20A 119.6 . . ?
C22 C21 C20 120.3(3) . . ?
C22 C21 H21A 119.9 . . ?
C20 C21 H21A 119.9 . . ?
C23 C22 C21 120.2(3) . . ?
C23 C22 N2 120.7(3) . . ?
C21 C22 N2 119.1(3) . . ?
C22 C23 C24 120.0(3) . . ?
C22 C23 H23A 120.0 . . ?
C24 C23 H23A 120.0 . . ?
C23 C24 C19 120.2(3) . . ?
C23 C24 H24A 119.9 . . ?
C19 C24 H24A 119.9 . . ?
C26 C25 N2 129.1(3) . . ?
C26 C25 C30 122.4(3) . . ?
N2 C25 C30 108.5(3) . . ?
C27 C26 C25 117.1(3) . . ?
C27 C26 H26A 121.4 . . ?
C25 C26 H26A 121.4 . . ?
C26 C27 C28 122.0(3) . . ?
C26 C27 H27A 119.0 . . ?
C28 C27 H27A 119.0 . . ?
C29 C28 C27 120.7(3) . . ?
C29 C28 H28A 119.6 . . ?
C27 C28 H28A 119.6 . . ?
C28 C29 C30 118.8(3) . . ?
C28 C29 H29A 120.6 . . ?
C30 C29 H29A 120.6 . . ?
C29 C30 C25 118.9(3) . . ?
C29 C30 C31 134.3(3) . . ?
C25 C30 C31 106.9(3) . . ?
C32 C31 C36 119.3(3) . . ?
C32 C31 C30 133.6(3) . . ?
C36 C31 C30 107.0(3) . . ?
C33 C32 C31 119.0(3) . . ?
C33 C32 H32A 120.5 . . ?
C31 C32 H32A 120.5 . . ?
C32 C33 C34 121.3(3) . . ?
C32 C33 H33A 119.4 . . ?
C34 C33 H33A 119.4 . . ?
C35 C34 C33 120.8(3) . . ?
C35 C34 H34A 119.6 . . ?
C33 C34 H34A 119.6 . . ?
C34 C35 C36 117.7(3) . . ?
C34 C35 H35A 121.1 . . ?
C36 C35 H35A 121.1 . . ?
C35 C36 N2 129.3(3) . . ?
C35 C36 C31 121.9(3) . . ?
N2 C36 C31 108.8(3) . . ?

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
C5 N1 C1 F3 -178.3(3) . . . . ?
C5 N1 C1 C2 0.7(5) . . . . ?
N1 C1 C2 F2 -177.1(3) . . . . ?
F3 C1 C2 F2 1.9(5) . . . . ?
N1 C1 C2 C3 2.0(5) . . . . ?
F3 C1 C2 C3 -179.0(3) . . . . ?
F2 C2 C3 C4 174.3(3) . . . . ?
C1 C2 C3 C4 -4.9(4) . . . . ?
F2 C2 C3 C6 -0.9(5) . . . . ?
C1 C2 C3 C6 -180.0(3) . . . . ?
C2 C3 C4 F1 -172.4(3) . . . . ?
C6 C3 C4 F1 2.7(5) . . . . ?
C2 C3 C4 C5 5.3(4) . . . . ?
C6 C3 C4 C5 -179.6(3) . . . . ?
C1 N1 C5 F4 177.9(3) . . . . ?
C1 N1 C5 C4 -0.2(5) . . . . ?
F1 C4 C5 N1 174.7(3) . . . . ?
C3 C4 C5 N1 -3.0(5) . . . . ?
F1 C4 C5 F4 -3.4(5) . . . . ?
C3 C4 C5 F4 178.9(3) . . . . ?
C2 C3 C6 C19 -34.9(4) . . . . ?
C4 C3 C6 C19 150.4(3) . . . . ?
C2 C3 C6 C18 91.2(3) . . . . ?
C4 C3 C6 C18 -83.4(4) . . . . ?
C2 C3 C6 C7 -157.7(3) . . . . ?
C4 C3 C6 C7 27.7(4) . . . . ?
C19 C6 C7 C8 -57.5(4) . . . . ?
C3 C6 C7 C8 68.6(4) . . . . ?
C18 C6 C7 C8 -176.8(3) . . . . ?
C19 C6 C7 C12 120.3(3) . . . . ?
C3 C6 C7 C12 -113.5(3) . . . . ?
C18 C6 C7 C12 1.0(3) . . . . ?
C12 C7 C8 C9 1.9(5) . . . . ?
C6 C7 C8 C9 179.5(3) . . . . ?
C7 C8 C9 C10 -0.4(5) . . . . ?
C8 C9 C10 C11 -1.2(6) . . . . ?
C9 C10 C11 C12 1.1(6) . . . . ?
C10 C11 C12 C7 0.5(6) . . . . ?
C10 C11 C12 C13 -178.9(4) . . . . ?
C8 C7 C12 C11 -2.0(5) . . . . ?
C6 C7 C12 C11 180.0(3) . . . . ?
C8 C7 C12 C13 177.4(3) . . . . ?
C6 C7 C12 C13 -0.6(4) . . . . ?
C11 C12 C13 C14 2.5(7) . . . . ?
C7 C12 C13 C14 -176.8(4) . . . . ?
C11 C12 C13 C18 179.2(4) . . . . ?
C7 C12 C13 C18 -0.2(4) . . . . ?
C18 C13 C14 C15 -0.2(6) . . . . ?
C12 C13 C14 C15 176.2(4) . . . . ?
C13 C14 C15 C16 0.8(7) . . . . ?
C14 C15 C16 C17 0.0(7) . . . . ?
C15 C16 C17 C18 -1.4(6) . . . . ?
C16 C17 C18 C13 2.0(5) . . . . ?
C16 C17 C18 C6 -177.1(3) . . . . ?
C14 C13 C18 C17 -1.2(5) . . . . ?
C12 C13 C18 C17 -178.4(3) . . . . ?
C14 C13 C18 C6 178.0(3) . . . . ?
C12 C13 C18 C6 0.9(4) . . . . ?
C19 C6 C18 C17 63.5(4) . . . . ?
C3 C6 C18 C17 -62.6(4) . . . . ?
C7 C6 C18 C17 178.1(3) . . . . ?
C19 C6 C18 C13 -115.7(3) . . . . ?
C3 C6 C18 C13 118.2(3) . . . . ?
C7 C6 C18 C13 -1.1(3) . . . . ?
C3 C6 C19 C20 138.2(3) . . . . ?
C18 C6 C19 C20 15.5(4) . . . . ?
C7 C6 C19 C20 -95.6(4) . . . . ?
C3 C6 C19 C24 -46.4(4) . . . . ?
C18 C6 C19 C24 -169.0(3) . . . . ?
C7 C6 C19 C24 79.9(4) . . . . ?
C24 C19 C20 C21 0.0(5) . . . . ?
C6 C19 C20 C21 175.6(3) . . . . ?
C19 C20 C21 C22 0.3(5) . . . . ?
C20 C21 C22 C23 0.0(5) . . . . ?
C20 C21 C22 N2 178.5(3) . . . . ?
C25 N2 C22 C23 -81.1(4) . . . . ?
C36 N2 C22 C23 98.6(4) . . . . ?
C25 N2 C22 C21 100.4(4) . . . . ?
C36 N2 C22 C21 -79.8(4) . . . . ?
C21 C22 C23 C24 -0.6(5) . . . . ?
N2 C22 C23 C24 -179.0(3) . . . . ?
C22 C23 C24 C19 0.9(6) . . . . ?
C20 C19 C24 C23 -0.6(5) . . . . ?
C6 C19 C24 C23 -176.2(3) . . . . ?
C36 N2 C25 C26 178.6(3) . . . . ?
C22 N2 C25 C26 -1.6(5) . . . . ?
C36 N2 C25 C30 -0.4(3) . . . . ?
C22 N2 C25 C30 179.4(3) . . . . ?
N2 C25 C26 C27 -179.6(3) . . . . ?
C30 C25 C26 C27 -0.7(5) . . . . ?
C25 C26 C27 C28 -0.5(5) . . . . ?
C26 C27 C28 C29 0.7(6) . . . . ?
C27 C28 C29 C30 0.4(5) . . . . ?
C28 C29 C30 C25 -1.5(5) . . . . ?
C28 C29 C30 C31 179.0(3) . . . . ?
C26 C25 C30 C29 1.7(5) . . . . ?
N2 C25 C30 C29 -179.2(3) . . . . ?
C26 C25 C30 C31 -178.7(3) . . . . ?
N2 C25 C30 C31 0.4(3) . . . . ?
C29 C30 C31 C32 1.6(6) . . . . ?
C25 C30 C31 C32 -177.9(3) . . . . ?
C29 C30 C31 C36 179.3(3) . . . . ?
C25 C30 C31 C36 -0.2(3) . . . . ?
C36 C31 C32 C33 0.4(5) . . . . ?
C30 C31 C32 C33 177.8(3) . . . . ?
C31 C32 C33 C34 0.5(5) . . . . ?
C32 C33 C34 C35 0.0(5) . . . . ?
C33 C34 C35 C36 -1.2(5) . . . . ?
C34 C35 C36 N2 -177.6(3) . . . . ?
C34 C35 C36 C31 2.1(5) . . . . ?
C25 N2 C36 C35 179.9(3) . . . . ?
C22 N2 C36 C35 0.2(5) . . . . ?
C25 N2 C36 C31 0.3(3) . . . . ?
C22 N2 C36 C31 -179.5(3) . . . . ?
C32 C31 C36 C35 -1.7(5) . . . . ?
C30 C31 C36 C35 -179.7(3) . . . . ?
C32 C31 C36 N2 178.0(3) . . . . ?
C30 C31 C36 N2 0.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.376
_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_1
_database_code_depnum_ccdc_archive 'CCDC 1830678'
_audit_update_record             
;
2018-03-20 deposited with the CCDC.
2018-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H27 N O2 S'
_chemical_formula_weight         549.66

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'
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'
S S 0.1246 0.1234 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   8.8671(3)
_cell_length_b                   34.1025(12)
_cell_length_c                   12.0757(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 128.710(2)
_cell_angle_gamma                90.00
_cell_volume                     2849.40(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9774
_cell_measurement_theta_min      2.9867
_cell_measurement_theta_max      27.1338

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1152
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4927
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  bruker-CCD
_diffrn_measurement_method       'w scans'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            33264
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0166
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.93
_diffrn_reflns_theta_max         27.14
_reflns_number_total             6259
_reflns_number_gt                5729
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0394P)²+1.7845P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6259
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.0986
_refine_ls_wR_factor_gt          0.0964
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.97359(5) 0.181048(9) 0.65060(3) 0.01355(9) Uani 1 1 d . . .
O1 O 0.77281(14) 0.18768(3) 0.53171(10) 0.0200(2) Uani 1 1 d . . .
O2 O 1.10309(15) 0.16988(3) 0.62196(11) 0.0209(2) Uani 1 1 d . . .
N1 N 0.74184(19) -0.00682(3) 0.48210(12) 0.0214(3) Uani 1 1 d . . .
C1 C 0.99144(18) 0.14270(4) 0.76788(13) 0.0131(2) Uani 1 1 d . . .
C2 C 0.87435(19) 0.15699(4) 0.81319(14) 0.0145(3) Uani 1 1 d . . .
C3 C 0.9819(2) 0.03431(4) 0.68184(15) 0.0185(3) Uani 1 1 d . . .
H3 H 1.0626 0.0126 0.7254 0.022 Uiso 1 1 calc R . .
C4 C 0.9991(2) 0.16927(4) 0.95513(14) 0.0163(3) Uani 1 1 d . . .
C5 C 0.74836(19) 0.09961(4) 0.55345(14) 0.0166(3) Uani 1 1 d . . .
H5 H 0.6691 0.1214 0.5087 0.020 Uiso 1 1 calc R . .
C6 C 0.5897(2) -0.01113(4) 0.33438(15) 0.0195(3) Uani 1 1 d . . .
C7 C 1.06278(19) 0.22413(4) 0.75523(14) 0.0145(3) Uani 1 1 d . . .
C8 C 0.8027(2) -0.04442(4) 0.67958(15) 0.0203(3) Uani 1 1 d . . .
H8 H 0.7583 -0.0235 0.7016 0.024 Uiso 1 1 calc R . .
C9 C 0.6868(2) 0.06364(4) 0.48502(14) 0.0175(3) Uani 1 1 d . . .
H9 H 0.5668 0.0617 0.3957 0.021 Uiso 1 1 calc R . .
C10 C 0.6759(2) 0.16012(4) 0.73447(15) 0.0195(3) Uani 1 1 d . . .
H10 H 0.5927 0.1513 0.6411 0.023 Uiso 1 1 calc R . .
C11 C 0.92720(19) 0.10377(4) 0.68837(14) 0.0140(3) Uani 1 1 d . . .
C12 C 0.8022(2) 0.03026(4) 0.54803(14) 0.0167(3) Uani 1 1 d . . .
C13 C 1.19764(19) 0.14451(4) 0.90681(14) 0.0152(3) Uani 1 1 d . . .
C14 C 1.2047(2) 0.29004(4) 0.92410(15) 0.0243(3) Uani 1 1 d . . .
H14 H 1.2529 0.3121 0.9821 0.029 Uiso 1 1 calc R . .
C15 C 1.3690(2) 0.13340(4) 0.93471(15) 0.0204(3) Uani 1 1 d . . .
H15 H 1.3695 0.1238 0.8629 0.024 Uiso 1 1 calc R . .
C16 C 1.1982(2) 0.16039(4) 1.01423(14) 0.0171(3) Uani 1 1 d . . .
C17 C 0.5757(2) 0.01396(5) 0.23708(16) 0.0251(3) Uani 1 1 d . . .
H17 H 0.6691 0.0331 0.2683 0.030 Uiso 1 1 calc R . .
C18 C 1.0417(2) 0.07024(4) 0.75068(14) 0.0172(3) Uani 1 1 d . . .
H18 H 1.1610 0.0721 0.8406 0.021 Uiso 1 1 calc R . .
C19 C 1.0145(2) 0.27875(4) 0.85437(16) 0.0226(3) Uani 1 1 d . . .
H19 H 0.9359 0.2933 0.8654 0.027 Uiso 1 1 calc R . .
C20 C 0.9415(2) 0.24574(4) 0.76819(15) 0.0176(3) Uani 1 1 d . . .
H20 H 0.8136 0.2382 0.7199 0.021 Uiso 1 1 calc R . .
C21 C 0.8097(2) -0.04139(4) 0.56811(14) 0.0173(3) Uani 1 1 d . . .
C22 C 1.3234(2) 0.26890(4) 0.90838(16) 0.0247(3) Uani 1 1 d . . .
H22 H 1.4499 0.2770 0.9540 0.030 Uiso 1 1 calc R . .
C23 C 0.8779(2) -0.07253(4) 0.53623(16) 0.0233(3) Uani 1 1 d . . .
H23 H 0.8850 -0.0703 0.4628 0.028 Uiso 1 1 calc R . .
C24 C 1.2526(2) 0.23538(4) 0.82383(15) 0.0201(3) Uani 1 1 d . . .
H24 H 1.3317 0.2207 0.8135 0.024 Uiso 1 1 calc R . .
C25 C 0.9267(2) 0.18710(4) 1.01678(15) 0.0204(3) Uani 1 1 d . . .
H25 H 1.0096 0.1963 1.1097 0.024 Uiso 1 1 calc R . .
C26 C 0.8624(2) -0.07891(5) 0.75804(16) 0.0259(3) Uani 1 1 d . . .
H26 H 0.8586 -0.0810 0.8330 0.031 Uiso 1 1 calc R . .
C27 C 1.5402(2) 0.13702(5) 1.07321(17) 0.0275(3) Uani 1 1 d . . .
H27 H 1.6561 0.1291 1.0945 0.033 Uiso 1 1 calc R . .
C28 C 0.7286(2) 0.19090(5) 0.93681(17) 0.0261(3) Uani 1 1 d . . .
H28 H 0.6778 0.2031 0.9760 0.031 Uiso 1 1 calc R . .
C29 C 0.9276(2) -0.11015(5) 0.72501(18) 0.0300(4) Uani 1 1 d . . .
H29 H 0.9661 -0.1333 0.7771 0.036 Uiso 1 1 calc R . .
C30 C 1.3702(2) 0.16455(5) 1.15150(15) 0.0256(3) Uani 1 1 d . . .
H30 H 1.3711 0.1754 1.2226 0.031 Uiso 1 1 calc R . .
C31 C 0.9353(2) -0.10692(5) 0.61440(18) 0.0293(3) Uani 1 1 d . . .
H31 H 0.9793 -0.1279 0.5924 0.035 Uiso 1 1 calc R . .
C32 C 1.5404(2) 0.15221(5) 1.18014(17) 0.0301(4) Uani 1 1 d . . .
H32 H 1.6562 0.1541 1.2720 0.036 Uiso 1 1 calc R . .
C33 C 0.4523(2) -0.04060(5) 0.28535(16) 0.0272(3) Uani 1 1 d . . .
H33 H 0.4616 -0.0577 0.3494 0.033 Uiso 1 1 calc R . .
C34 C 0.6041(2) 0.17675(5) 0.79818(17) 0.0260(3) Uani 1 1 d . . .
H34 H 0.4712 0.1785 0.7476 0.031 Uiso 1 1 calc R . .
C35 C 0.3022(3) -0.04454(6) 0.1413(2) 0.0449(5) Uani 1 1 d . . .
H35 H 0.2121 -0.0645 0.1090 0.054 Uiso 1 1 calc R . .
C36 C 0.4222(3) 0.01015(6) 0.09375(18) 0.0412(4) Uani 1 1 d . . .
H36 H 0.4111 0.0274 0.0292 0.049 Uiso 1 1 calc R . .
C37 C 0.2854(3) -0.01893(7) 0.0456(2) 0.0552(6) Uani 1 1 d . . .
H37 H 0.1827 -0.0212 -0.0508 0.066 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
S1 O2 1.4423(10) . ?
S1 O1 1.4440(10) . ?
S1 C7 1.7694(13) . ?
S1 C1 1.8602(13) . ?
N1 C12 1.4095(17) . ?
N1 C6 1.4191(18) . ?
N1 C21 1.4314(17) . ?
C1 C13 1.5247(17) . ?
C1 C11 1.5248(18) . ?
C1 C2 1.5249(17) . ?
C2 C10 1.3852(19) . ?
C2 C4 1.4018(19) . ?
C3 C18 1.3864(19) . ?
C3 C12 1.3962(19) . ?
C3 H3 0.9300 . ?
C4 C25 1.3903(19) . ?
C4 C16 1.4636(19) . ?
C5 C9 1.3861(19) . ?
C5 C11 1.3992(18) . ?
C5 H5 0.9300 . ?
C6 C33 1.393(2) . ?
C6 C17 1.395(2) . ?
C7 C24 1.3869(19) . ?
C7 C20 1.3913(19) . ?
C8 C21 1.389(2) . ?
C8 C26 1.391(2) . ?
C8 H8 0.9300 . ?
C9 C12 1.3955(19) . ?
C9 H9 0.9300 . ?
C10 C34 1.390(2) . ?
C10 H10 0.9300 . ?
C11 C18 1.3959(18) . ?
C13 C15 1.3873(19) . ?
C13 C16 1.4028(19) . ?
C14 C22 1.384(2) . ?
C14 C19 1.387(2) . ?
C14 H14 0.9300 . ?
C15 C27 1.393(2) . ?
C15 H15 0.9300 . ?
C16 C30 1.390(2) . ?
C17 C36 1.385(2) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.388(2) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C23 1.390(2) . ?
C22 C24 1.393(2) . ?
C22 H22 0.9300 . ?
C23 C31 1.387(2) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C28 1.384(2) . ?
C25 H25 0.9300 . ?
C26 C29 1.384(2) . ?
C26 H26 0.9300 . ?
C27 C32 1.390(2) . ?
C27 H27 0.9300 . ?
C28 C34 1.394(2) . ?
C28 H28 0.9300 . ?
C29 C31 1.384(2) . ?
C29 H29 0.9300 . ?
C30 C32 1.386(2) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C35 1.385(2) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 C37 1.382(3) . ?
C35 H35 0.9300 . ?
C36 C37 1.382(3) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 118.32(6) . . ?
O2 S1 C7 108.86(6) . . ?
O1 S1 C7 107.61(6) . . ?
O2 S1 C1 107.18(6) . . ?
O1 S1 C1 109.40(6) . . ?
C7 S1 C1 104.64(6) . . ?
C12 N1 C6 121.97(11) . . ?
C12 N1 C21 119.36(11) . . ?
C6 N1 C21 117.69(11) . . ?
C13 C1 C11 116.54(11) . . ?
C13 C1 C2 102.08(10) . . ?
C11 C1 C2 115.73(11) . . ?
C13 C1 S1 106.36(8) . . ?
C11 C1 S1 108.20(8) . . ?
C2 C1 S1 107.20(8) . . ?
C10 C2 C4 120.55(12) . . ?
C10 C2 C1 129.49(12) . . ?
C4 C2 C1 109.91(11) . . ?
C18 C3 C12 120.86(12) . . ?
C18 C3 H3 119.6 . . ?
C12 C3 H3 119.6 . . ?
C25 C4 C2 120.66(13) . . ?
C25 C4 C16 130.49(13) . . ?
C2 C4 C16 108.85(12) . . ?
C9 C5 C11 121.38(12) . . ?
C9 C5 H5 119.3 . . ?
C11 C5 H5 119.3 . . ?
C33 C6 C17 119.40(14) . . ?
C33 C6 N1 120.00(13) . . ?
C17 C6 N1 120.59(13) . . ?
C24 C7 C20 121.43(12) . . ?
C24 C7 S1 119.33(10) . . ?
C20 C7 S1 119.24(10) . . ?
C21 C8 C26 119.61(14) . . ?
C21 C8 H8 120.2 . . ?
C26 C8 H8 120.2 . . ?
C5 C9 C12 121.05(12) . . ?
C5 C9 H9 119.5 . . ?
C12 C9 H9 119.5 . . ?
C2 C10 C34 118.46(13) . . ?
C2 C10 H10 120.8 . . ?
C34 C10 H10 120.8 . . ?
C18 C11 C5 117.21(12) . . ?
C18 C11 C1 120.96(12) . . ?
C5 C11 C1 121.77(11) . . ?
C9 C12 C3 117.86(12) . . ?
C9 C12 N1 122.28(12) . . ?
C3 C12 N1 119.85(12) . . ?
C15 C13 C16 120.72(13) . . ?
C15 C13 C1 129.32(12) . . ?
C16 C13 C1 109.96(11) . . ?
C22 C14 C19 120.83(13) . . ?
C22 C14 H14 119.6 . . ?
C19 C14 H14 119.6 . . ?
C13 C15 C27 118.21(14) . . ?
C13 C15 H15 120.9 . . ?
C27 C15 H15 120.9 . . ?
C30 C16 C13 120.59(13) . . ?
C30 C16 C4 130.52(13) . . ?
C13 C16 C4 108.87(12) . . ?
C36 C17 C6 119.68(15) . . ?
C36 C17 H17 120.2 . . ?
C6 C17 H17 120.2 . . ?
C3 C18 C11 121.62(12) . . ?
C3 C18 H18 119.2 . . ?
C11 C18 H18 119.2 . . ?
C14 C19 C20 120.02(13) . . ?
C14 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 C7 118.87(13) . . ?
C19 C20 H20 120.6 . . ?
C7 C20 H20 120.6 . . ?
C8 C21 C23 120.15(13) . . ?
C8 C21 N1 120.72(13) . . ?
C23 C21 N1 119.10(13) . . ?
C14 C22 C24 119.68(14) . . ?
C14 C22 H22 120.2 . . ?
C24 C22 H22 120.2 . . ?
C31 C23 C21 119.71(14) . . ?
C31 C23 H23 120.1 . . ?
C21 C23 H23 120.1 . . ?
C7 C24 C22 119.15(13) . . ?
C7 C24 H24 120.4 . . ?
C22 C24 H24 120.4 . . ?
C28 C25 C4 118.50(13) . . ?
C28 C25 H25 120.7 . . ?
C4 C25 H25 120.7 . . ?
C29 C26 C8 120.29(15) . . ?
C29 C26 H26 119.9 . . ?
C8 C26 H26 119.9 . . ?
C32 C27 C15 121.05(14) . . ?
C32 C27 H27 119.5 . . ?
C15 C27 H27 119.5 . . ?
C25 C28 C34 120.80(14) . . ?
C25 C28 H28 119.6 . . ?
C34 C28 H28 119.6 . . ?
C31 C29 C26 119.90(14) . . ?
C31 C29 H29 120.1 . . ?
C26 C29 H29 120.1 . . ?
C32 C30 C16 118.55(14) . . ?
C32 C30 H30 120.7 . . ?
C16 C30 H30 120.7 . . ?
C29 C31 C23 120.34(15) . . ?
C29 C31 H31 119.8 . . ?
C23 C31 H31 119.8 . . ?
C30 C32 C27 120.82(14) . . ?
C30 C32 H32 119.6 . . ?
C27 C32 H32 119.6 . . ?
C35 C33 C6 120.13(15) . . ?
C35 C33 H33 119.9 . . ?
C6 C33 H33 119.9 . . ?
C10 C34 C28 120.88(14) . . ?
C10 C34 H34 119.6 . . ?
C28 C34 H34 119.6 . . ?
C37 C35 C33 120.35(18) . . ?
C37 C35 H35 119.8 . . ?
C33 C35 H35 119.8 . . ?
C37 C36 C17 120.75(17) . . ?
C37 C36 H36 119.6 . . ?
C17 C36 H36 119.6 . . ?
C35 C37 C36 119.65(17) . . ?
C35 C37 H37 120.2 . . ?
C36 C37 H37 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 C1 C13 64.45(10) . . . . ?
O1 S1 C1 C13 -166.11(8) . . . . ?
C7 S1 C1 C13 -51.05(10) . . . . ?
O2 S1 C1 C11 -61.48(10) . . . . ?
O1 S1 C1 C11 67.97(10) . . . . ?
C7 S1 C1 C11 -176.98(9) . . . . ?
O2 S1 C1 C2 173.06(9) . . . . ?
O1 S1 C1 C2 -57.49(10) . . . . ?
C7 S1 C1 C2 57.56(10) . . . . ?
C13 C1 C2 C10 -176.72(13) . . . . ?
C11 C1 C2 C10 -49.11(19) . . . . ?
S1 C1 C2 C10 71.69(16) . . . . ?
C13 C1 C2 C4 5.64(13) . . . . ?
C11 C1 C2 C4 133.26(12) . . . . ?
S1 C1 C2 C4 -105.94(11) . . . . ?
C10 C2 C4 C25 -4.1(2) . . . . ?
C1 C2 C4 C25 173.73(12) . . . . ?
C10 C2 C4 C16 176.55(12) . . . . ?
C1 C2 C4 C16 -5.58(15) . . . . ?
C12 N1 C6 C33 -137.84(15) . . . . ?
C21 N1 C6 C33 30.7(2) . . . . ?
C12 N1 C6 C17 42.1(2) . . . . ?
C21 N1 C6 C17 -149.29(14) . . . . ?
O2 S1 C7 C24 -15.98(13) . . . . ?
O1 S1 C7 C24 -145.36(11) . . . . ?
C1 S1 C7 C24 98.34(12) . . . . ?
O2 S1 C7 C20 164.74(10) . . . . ?
O1 S1 C7 C20 35.37(12) . . . . ?
C1 S1 C7 C20 -80.93(11) . . . . ?
C11 C5 C9 C12 -0.5(2) . . . . ?
C4 C2 C10 C34 1.9(2) . . . . ?
C1 C2 C10 C34 -175.53(14) . . . . ?
C9 C5 C11 C18 0.5(2) . . . . ?
C9 C5 C11 C1 -176.62(12) . . . . ?
C13 C1 C11 C18 9.27(18) . . . . ?
C2 C1 C11 C18 -110.75(14) . . . . ?
S1 C1 C11 C18 128.99(11) . . . . ?
C13 C1 C11 C5 -173.73(12) . . . . ?
C2 C1 C11 C5 66.25(16) . . . . ?
S1 C1 C11 C5 -54.01(14) . . . . ?
C5 C9 C12 C3 -0.3(2) . . . . ?
C5 C9 C12 N1 178.80(13) . . . . ?
C18 C3 C12 C9 1.2(2) . . . . ?
C18 C3 C12 N1 -177.93(13) . . . . ?
C6 N1 C12 C9 18.5(2) . . . . ?
C21 N1 C12 C9 -149.94(14) . . . . ?
C6 N1 C12 C3 -162.42(13) . . . . ?
C21 N1 C12 C3 29.2(2) . . . . ?
C11 C1 C13 C15 49.77(19) . . . . ?
C2 C1 C13 C15 176.86(13) . . . . ?
S1 C1 C13 C15 -70.93(16) . . . . ?
C11 C1 C13 C16 -130.81(12) . . . . ?
C2 C1 C13 C16 -3.72(14) . . . . ?
S1 C1 C13 C16 108.49(11) . . . . ?
C16 C13 C15 C27 2.4(2) . . . . ?
C1 C13 C15 C27 -178.20(13) . . . . ?
C15 C13 C16 C30 -1.3(2) . . . . ?
C1 C13 C16 C30 179.22(12) . . . . ?
C15 C13 C16 C4 -179.88(12) . . . . ?
C1 C13 C16 C4 0.64(15) . . . . ?
C25 C4 C16 C30 5.5(3) . . . . ?
C2 C4 C16 C30 -175.29(15) . . . . ?
C25 C4 C16 C13 -176.12(14) . . . . ?
C2 C4 C16 C13 3.09(15) . . . . ?
C33 C6 C17 C36 2.3(2) . . . . ?
N1 C6 C17 C36 -177.71(16) . . . . ?
C12 C3 C18 C11 -1.3(2) . . . . ?
C5 C11 C18 C3 0.4(2) . . . . ?
C1 C11 C18 C3 177.55(12) . . . . ?
C22 C14 C19 C20 0.4(2) . . . . ?
C14 C19 C20 C7 1.0(2) . . . . ?
C24 C7 C20 C19 -1.5(2) . . . . ?
S1 C7 C20 C19 177.81(11) . . . . ?
C26 C8 C21 C23 -0.7(2) . . . . ?
C26 C8 C21 N1 177.49(13) . . . . ?
C12 N1 C21 C8 48.14(19) . . . . ?
C6 N1 C21 C8 -120.76(15) . . . . ?
C12 N1 C21 C23 -133.70(15) . . . . ?
C6 N1 C21 C23 57.41(19) . . . . ?
C19 C14 C22 C24 -1.3(2) . . . . ?
C8 C21 C23 C31 1.3(2) . . . . ?
N1 C21 C23 C31 -176.90(14) . . . . ?
C20 C7 C24 C22 0.5(2) . . . . ?
S1 C7 C24 C22 -178.74(11) . . . . ?
C14 C22 C24 C7 0.9(2) . . . . ?
C2 C4 C25 C28 2.7(2) . . . . ?
C16 C4 C25 C28 -178.12(14) . . . . ?
C21 C8 C26 C29 -0.3(2) . . . . ?
C13 C15 C27 C32 -1.5(2) . . . . ?
C4 C25 C28 C34 0.8(2) . . . . ?
C8 C26 C29 C31 0.7(2) . . . . ?
C13 C16 C30 C32 -0.8(2) . . . . ?
C4 C16 C30 C32 177.41(15) . . . . ?
C26 C29 C31 C23 -0.1(3) . . . . ?
C21 C23 C31 C29 -0.9(2) . . . . ?
C16 C30 C32 C27 1.8(2) . . . . ?
C15 C27 C32 C30 -0.6(3) . . . . ?
C17 C6 C33 C35 -0.8(2) . . . . ?
N1 C6 C33 C35 179.12(16) . . . . ?
C2 C10 C34 C28 1.7(2) . . . . ?
C25 C28 C34 C10 -3.1(2) . . . . ?
C6 C33 C35 C37 -1.1(3) . . . . ?
C6 C17 C36 C37 -1.8(3) . . . . ?
C33 C35 C37 C36 1.6(4) . . . . ?
C17 C36 C37 C35 -0.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.14
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.047
