# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ic14872

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C49 H33 N3'
_chemical_formula_weight         663.78

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                   11.8108(2)
_cell_length_b                   11.8531(2)
_cell_length_c                   14.4264(2)
_cell_angle_alpha                86.6414(10)
_cell_angle_beta                 72.8960(9)
_cell_angle_gamma                66.2337(9)
_cell_volume                     1762.45(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    22321
_cell_measurement_theta_min      1.48
_cell_measurement_theta_max      27.50

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             696
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_process_details   'SORTAV (Blessing, 1995)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(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  'NONIUS KappaCCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22321
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0529
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.48
_diffrn_reflns_theta_max         27.50
_reflns_number_total             8049
_reflns_number_gt                5371
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'NONIUS COLLECT'
_computing_cell_refinement       DENZO-SMN
_computing_data_reduction        DENZO-SMN
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 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)+(0.0740P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8049
_refine_ls_number_parameters     469
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1302
_refine_ls_wR_factor_gt          0.1139
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.027
_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
N1 N 0.11880(12) 0.26291(10) 0.48938(8) 0.0320(3) Uani 1 1 d . . .
N2 N 0.38345(12) -0.02901(11) 0.90607(8) 0.0341(3) Uani 1 1 d . . .
N3 N 0.24512(14) -0.07228(12) 1.03259(9) 0.0430(3) Uani 1 1 d . . .
C1 C 0.04690(14) 0.22514(12) 0.57005(10) 0.0306(3) Uani 1 1 d . . .
C2 C -0.04276(14) 0.17542(14) 0.57555(11) 0.0368(4) Uani 1 1 d . . .
H2 H -0.0648 0.1640 0.5196 0.044 Uiso 1 1 calc R . .
C3 C -0.09898(14) 0.14306(14) 0.66551(11) 0.0398(4) Uani 1 1 d . . .
H3 H -0.1610 0.1091 0.6711 0.048 Uiso 1 1 calc R . .
C4 C -0.06707(14) 0.15893(13) 0.74858(10) 0.0373(4) Uani 1 1 d . . .
H4 H -0.1071 0.1355 0.8093 0.045 Uiso 1 1 calc R . .
C5 C 0.02223(14) 0.20843(13) 0.74258(10) 0.0328(3) Uani 1 1 d . . .
H5 H 0.0437 0.2195 0.7989 0.039 Uiso 1 1 calc R . .
C6 C 0.08084(13) 0.24218(12) 0.65277(9) 0.0295(3) Uani 1 1 d . . .
C7 C 0.17778(13) 0.29225(12) 0.62032(9) 0.0273(3) Uani 1 1 d . . .
C8 C 0.19955(13) 0.30308(12) 0.51921(9) 0.0293(3) Uani 1 1 d . . .
C9 C 0.29230(14) 0.34324(12) 0.46404(10) 0.0322(3) Uani 1 1 d . . .
H9 H 0.3074 0.3484 0.3958 0.039 Uiso 1 1 calc R . .
C10 C 0.36196(14) 0.37548(12) 0.51160(10) 0.0308(3) Uani 1 1 d . . .
H10 H 0.4270 0.4017 0.4748 0.037 Uiso 1 1 calc R . .
C11 C 0.33949(13) 0.37062(12) 0.61322(9) 0.0283(3) Uani 1 1 d . . .
C12 C 0.24783(13) 0.32798(12) 0.66665(9) 0.0290(3) Uani 1 1 d . . .
H12 H 0.2327 0.3231 0.7349 0.035 Uiso 1 1 calc R . .
C13 C 0.41100(14) 0.41465(12) 0.66161(9) 0.0281(3) Uani 1 1 d . . .
C14 C 0.34176(15) 0.50799(12) 0.73660(10) 0.0352(3) Uani 1 1 d . . .
H14 H 0.2500 0.5382 0.7590 0.042 Uiso 1 1 calc R . .
C15 C 0.40456(17) 0.55708(13) 0.77875(10) 0.0394(4) Uani 1 1 d . . .
H15 H 0.3557 0.6204 0.8297 0.047 Uiso 1 1 calc R . .
C16 C 0.53791(16) 0.51448(13) 0.74714(10) 0.0379(4) Uani 1 1 d . . .
H16 H 0.5809 0.5491 0.7754 0.045 Uiso 1 1 calc R . .
C17 C 0.60843(15) 0.42084(13) 0.67390(10) 0.0335(3) Uani 1 1 d . . .
H17 H 0.7002 0.3911 0.6525 0.040 Uiso 1 1 calc R . .
C18 C 0.54691(14) 0.36946(12) 0.63111(9) 0.0284(3) Uani 1 1 d . . .
C19 C 0.62682(13) 0.26748(12) 0.55248(9) 0.0274(3) Uani 1 1 d . . .
C20 C 0.70100(14) 0.29311(13) 0.46623(10) 0.0325(3) Uani 1 1 d . . .
H20 H 0.7032 0.3725 0.4604 0.039 Uiso 1 1 calc R . .
C21 C 0.77183(14) 0.20500(13) 0.38858(10) 0.0349(3) Uani 1 1 d . . .
H21 H 0.8213 0.2242 0.3300 0.042 Uiso 1 1 calc R . .
C22 C 0.76976(14) 0.08932(13) 0.39718(10) 0.0342(3) Uani 1 1 d . . .
H22 H 0.8173 0.0288 0.3441 0.041 Uiso 1 1 calc R . .
C23 C 0.69864(14) 0.06133(13) 0.48275(10) 0.0312(3) Uani 1 1 d . . .
H23 H 0.6987 -0.0190 0.4880 0.037 Uiso 1 1 calc R . .
C24 C 0.62622(13) 0.14907(12) 0.56208(9) 0.0268(3) Uani 1 1 d . . .
C25 C 0.55572(13) 0.11042(11) 0.65321(9) 0.0271(3) Uani 1 1 d . . .
C26 C 0.56251(14) 0.13684(12) 0.74417(9) 0.0302(3) Uani 1 1 d . . .
H26 H 0.6078 0.1856 0.7491 0.036 Uiso 1 1 calc R . .
C27 C 0.50396(14) 0.09274(13) 0.82703(10) 0.0328(3) Uani 1 1 d . . .
H27 H 0.5106 0.1099 0.8883 0.039 Uiso 1 1 calc R . .
C28 C 0.43606(14) 0.02404(13) 0.82075(9) 0.0309(3) Uani 1 1 d . . .
C29 C 0.42613(15) -0.00220(13) 0.73219(10) 0.0351(3) Uani 1 1 d . . .
H29 H 0.3788 -0.0493 0.7282 0.042 Uiso 1 1 calc R . .
C30 C 0.48597(14) 0.04093(12) 0.64956(10) 0.0328(3) Uani 1 1 d . . .
H30 H 0.4794 0.0227 0.5886 0.039 Uiso 1 1 calc R . .
C31 C 0.26065(15) 0.00980(14) 0.97048(10) 0.0350(3) Uani 1 1 d U . .
C32 C 0.15419(15) 0.13241(14) 0.97191(10) 0.0381(4) Uani 1 1 d U . .
C33 C 0.02784(18) 0.14156(17) 1.01198(12) 0.0522(5) Uani 1 1 d . . .
H33 H 0.0130 0.0711 1.0368 0.063 Uiso 1 1 calc R . .
C34 C -0.07692(18) 0.25367(19) 1.01573(13) 0.0599(5) Uani 1 1 d . . .
H34 H -0.1629 0.2590 1.0417 0.072 Uiso 1 1 calc R . .
C35 C -0.05598(19) 0.35578(18) 0.98213(13) 0.0581(5) Uani 1 1 d . . .
H35 H -0.1275 0.4322 0.9848 0.070 Uiso 1 1 calc R . .
C36 C 0.06885(18) 0.34840(16) 0.94419(11) 0.0497(5) Uani 1 1 d . . .
H36 H 0.0829 0.4200 0.9216 0.060 Uiso 1 1 calc R . .
C37 C 0.17327(16) 0.23735(14) 0.93892(10) 0.0417(4) Uani 1 1 d . . .
H37 H 0.2588 0.2329 0.9125 0.050 Uiso 1 1 calc R . .
C38 C 0.45193(15) -0.14787(13) 0.92996(10) 0.0346(4) Uani 1 1 d . . .
C39 C 0.57987(16) -0.22912(14) 0.89055(11) 0.0415(4) Uani 1 1 d . . .
H39 H 0.6368 -0.2102 0.8365 0.050 Uiso 1 1 calc R . .
C40 C 0.61990(17) -0.33904(14) 0.93420(11) 0.0448(4) Uani 1 1 d . . .
H40 H 0.7074 -0.3969 0.9111 0.054 Uiso 1 1 calc R . .
C41 C 0.53334(19) -0.36683(15) 1.01237(12) 0.0487(4) Uani 1 1 d . . .
H41 H 0.5637 -0.4438 1.0404 0.058 Uiso 1 1 calc R . .
C42 C 0.40520(18) -0.28536(14) 1.04979(11) 0.0443(4) Uani 1 1 d . . .
H42 H 0.3470 -0.3053 1.1021 0.053 Uiso 1 1 calc R . .
C43 C 0.36553(16) -0.17354(14) 1.00769(10) 0.0382(4) Uani 1 1 d . . .
C44 C 0.10376(13) 0.27238(13) 0.39418(9) 0.0317(3) Uani 1 1 d . . .
C45 C 0.12943(15) 0.16670(14) 0.34064(11) 0.0383(4) Uani 1 1 d . . .
H45 H 0.1580 0.0882 0.3668 0.046 Uiso 1 1 calc R . .
C46 C 0.11304(16) 0.17656(15) 0.24896(11) 0.0437(4) Uani 1 1 d . . .
H46 H 0.1298 0.1047 0.2122 0.052 Uiso 1 1 calc R . .
C47 C 0.07246(15) 0.29046(16) 0.21086(10) 0.0440(4) Uani 1 1 d . . .
H47 H 0.0609 0.2969 0.1480 0.053 Uiso 1 1 calc R . .
C48 C 0.04859(16) 0.39494(15) 0.26362(11) 0.0468(4) Uani 1 1 d . . .
H48 H 0.0221 0.4730 0.2366 0.056 Uiso 1 1 calc R . .
C49 C 0.06306(15) 0.38639(14) 0.35611(10) 0.0417(4) Uani 1 1 d . . .
H49 H 0.0451 0.4586 0.3930 0.050 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.3929(18) . ?
N1 C8 1.3975(18) . ?
N1 C44 1.4282(16) . ?
N2 C31 1.3776(18) . ?
N2 C38 1.3952(18) . ?
N2 C28 1.4391(18) . ?
N3 C31 1.3145(19) . ?
N3 C43 1.402(2) . ?
C1 C2 1.387(2) . ?
C1 C6 1.4143(19) . ?
C2 C3 1.383(2) . ?
C3 C4 1.401(2) . ?
C4 C5 1.380(2) . ?
C5 C6 1.3975(19) . ?
C6 C7 1.443(2) . ?
C7 C12 1.3969(19) . ?
C7 C8 1.4121(17) . ?
C8 C9 1.387(2) . ?
C9 C10 1.382(2) . ?
C10 C11 1.4129(18) . ?
C11 C12 1.388(2) . ?
C11 C13 1.4893(19) . ?
C13 C14 1.3978(18) . ?
C13 C18 1.406(2) . ?
C14 C15 1.383(2) . ?
C15 C16 1.381(2) . ?
C16 C17 1.3845(19) . ?
C17 C18 1.3944(19) . ?
C18 C19 1.5000(18) . ?
C19 C20 1.3918(19) . ?
C19 C24 1.4050(18) . ?
C20 C21 1.3882(19) . ?
C21 C22 1.379(2) . ?
C22 C23 1.381(2) . ?
C23 C24 1.4034(18) . ?
C24 C25 1.4915(19) . ?
C25 C30 1.3919(19) . ?
C25 C26 1.3988(17) . ?
C26 C27 1.3827(19) . ?
C27 C28 1.376(2) . ?
C28 C29 1.3810(18) . ?
C29 C30 1.381(2) . ?
C31 C32 1.486(2) . ?
C32 C37 1.385(2) . ?
C32 C33 1.394(2) . ?
C33 C34 1.394(3) . ?
C34 C35 1.365(3) . ?
C35 C36 1.381(3) . ?
C36 C37 1.381(2) . ?
C38 C39 1.386(2) . ?
C38 C43 1.389(2) . ?
C39 C40 1.378(2) . ?
C40 C41 1.405(2) . ?
C41 C42 1.385(2) . ?
C42 C43 1.385(2) . ?
C44 C49 1.380(2) . ?
C44 C45 1.3882(19) . ?
C45 C46 1.384(2) . ?
C46 C47 1.379(2) . ?
C47 C48 1.377(2) . ?
C48 C49 1.3872(19) . ?

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 C8 108.48(10) . . ?
C1 N1 C44 126.32(12) . . ?
C8 N1 C44 124.88(12) . . ?
C31 N2 C38 105.73(12) . . ?
C31 N2 C28 131.44(12) . . ?
C38 N2 C28 122.23(12) . . ?
C31 N3 C43 104.70(13) . . ?
C2 C1 N1 129.31(12) . . ?
C2 C1 C6 121.78(13) . . ?
N1 C1 C6 108.90(12) . . ?
C3 C2 C1 117.55(13) . . ?
C2 C3 C4 121.82(15) . . ?
C5 C4 C3 120.32(14) . . ?
C4 C5 C6 119.33(13) . . ?
C5 C6 C1 119.20(13) . . ?
C5 C6 C7 133.93(13) . . ?
C1 C6 C7 106.86(12) . . ?
C12 C7 C8 119.01(13) . . ?
C12 C7 C6 134.06(12) . . ?
C8 C7 C6 106.93(12) . . ?
C9 C8 N1 129.29(12) . . ?
C9 C8 C7 121.84(13) . . ?
N1 C8 C7 108.82(12) . . ?
C10 C9 C8 117.78(12) . . ?
C9 C10 C11 122.08(14) . . ?
C12 C11 C10 119.07(13) . . ?
C12 C11 C13 121.10(12) . . ?
C10 C11 C13 119.81(13) . . ?
C11 C12 C7 120.15(12) . . ?
C14 C13 C18 118.42(13) . . ?
C14 C13 C11 119.52(13) . . ?
C18 C13 C11 121.99(12) . . ?
C15 C14 C13 121.14(15) . . ?
C16 C15 C14 120.32(13) . . ?
C15 C16 C17 119.44(14) . . ?
C16 C17 C18 121.06(15) . . ?
C17 C18 C13 119.59(12) . . ?
C17 C18 C19 119.44(13) . . ?
C13 C18 C19 120.97(12) . . ?
C20 C19 C24 119.34(12) . . ?
C20 C19 C18 118.31(12) . . ?
C24 C19 C18 122.32(12) . . ?
C21 C20 C19 121.33(13) . . ?
C22 C21 C20 119.46(13) . . ?
C21 C22 C23 120.11(13) . . ?
C22 C23 C24 121.35(13) . . ?
C23 C24 C19 118.38(12) . . ?
C23 C24 C25 118.15(12) . . ?
C19 C24 C25 123.44(11) . . ?
C30 C25 C26 117.77(12) . . ?
C30 C25 C24 120.54(11) . . ?
C26 C25 C24 121.61(12) . . ?
C27 C26 C25 120.73(13) . . ?
C28 C27 C26 119.97(12) . . ?
C27 C28 C29 120.67(13) . . ?
C27 C28 N2 119.58(11) . . ?
C29 C28 N2 119.57(13) . . ?
C30 C29 C28 119.10(13) . . ?
C29 C30 C25 121.75(12) . . ?
N3 C31 N2 113.58(13) . . ?
N3 C31 C32 122.04(14) . . ?
N2 C31 C32 124.38(13) . . ?
C37 C32 C33 118.75(15) . . ?
C37 C32 C31 124.11(15) . . ?
C33 C32 C31 117.10(15) . . ?
C32 C33 C34 120.28(18) . . ?
C35 C34 C33 120.00(18) . . ?
C34 C35 C36 120.19(17) . . ?
C37 C36 C35 120.24(18) . . ?
C36 C37 C32 120.51(17) . . ?
C39 C38 C43 123.42(14) . . ?
C39 C38 N2 130.54(14) . . ?
C43 C38 N2 106.02(13) . . ?
C40 C39 C38 116.19(15) . . ?
C39 C40 C41 121.05(16) . . ?
C42 C41 C40 121.96(15) . . ?
C41 C42 C43 117.12(15) . . ?
C42 C43 C38 120.23(15) . . ?
C42 C43 N3 129.78(15) . . ?
C38 C43 N3 109.97(13) . . ?
C49 C44 C45 120.33(13) . . ?
C49 C44 N1 119.94(12) . . ?
C45 C44 N1 119.74(12) . . ?
C46 C45 C44 119.52(14) . . ?
C47 C46 C45 120.18(14) . . ?
C48 C47 C46 120.20(13) . . ?
C47 C48 C49 120.13(15) . . ?
C44 C49 C48 119.64(14) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.050
_database_code_depnum_ccdc_archive 'CCDC 1007528'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ic15619

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C49.50 H34 Cl N3'
_chemical_formula_weight         706.25

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'
Cl Cl 0.1484 0.1585 '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                   10.7471(7)
_cell_length_b                   13.3671(9)
_cell_length_c                   13.5963(8)
_cell_angle_alpha                79.376(2)
_cell_angle_beta                 88.390(2)
_cell_angle_gamma                70.557(2)
_cell_volume                     1809.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2428
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      25.35

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      not_measured
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             738
_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9491
_exptl_absorpt_correction_T_max  0.9712
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(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 SMART APEXCCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18225
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0646
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         27.50
_reflns_number_total             8267
_reflns_number_gt                5968
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_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)+(0.0399P)²+1.1687P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8267
_refine_ls_number_parameters     487
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0684
_refine_ls_wR_factor_ref         0.1458
_refine_ls_wR_factor_gt          0.1319
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001

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 0.46213(18) 1.30029(15) 0.19420(14) 0.0236(4) Uani 1 1 d . . .
N2 N 0.45321(19) 0.74287(16) 0.22832(14) 0.0251(4) Uani 1 1 d . . .
N3 N 0.45269(19) 0.81803(16) 0.06588(14) 0.0249(4) Uani 1 1 d . . .
C1 C 0.5382(2) 1.36837(18) 0.17938(16) 0.0222(5) Uani 1 1 d . . .
C2 C 0.5059(2) 1.47321(19) 0.12571(17) 0.0247(5) Uani 1 1 d . . .
H2 H 0.4204 1.5109 0.0956 0.030 Uiso 1 1 calc R . .
C3 C 0.6030(2) 1.52052(19) 0.11784(18) 0.0272(5) Uani 1 1 d . . .
H3 H 0.5837 1.5922 0.0816 0.033 Uiso 1 1 calc R . .
C4 C 0.7292(2) 1.46529(19) 0.16199(18) 0.0278(5) Uani 1 1 d . . .
H4 H 0.7942 1.4997 0.1547 0.033 Uiso 1 1 calc R . .
C5 C 0.7605(2) 1.36128(19) 0.21599(18) 0.0270(5) Uani 1 1 d . . .
H5 H 0.8463 1.3241 0.2457 0.032 Uiso 1 1 calc R . .
C6 C 0.6640(2) 1.31186(18) 0.22606(16) 0.0217(5) Uani 1 1 d . . .
C7 C 0.6626(2) 1.20552(18) 0.27344(16) 0.0218(5) Uani 1 1 d . . .
C8 C 0.5374(2) 1.20149(18) 0.25090(16) 0.0222(5) Uani 1 1 d . . .
C9 C 0.5022(2) 1.11086(19) 0.28713(17) 0.0245(5) Uani 1 1 d . . .
H9 H 0.4177 1.1085 0.2717 0.029 Uiso 1 1 calc R . .
C10 C 0.5943(2) 1.02424(19) 0.34644(17) 0.0249(5) Uani 1 1 d . . .
H10 H 0.5720 0.9614 0.3716 0.030 Uiso 1 1 calc R . .
C11 C 0.7201(2) 1.02572(19) 0.37091(16) 0.0230(5) Uani 1 1 d . . .
C12 C 0.7539(2) 1.11711(18) 0.33409(16) 0.0226(5) Uani 1 1 d . . .
H12 H 0.8382 1.1194 0.3500 0.027 Uiso 1 1 calc R . .
C13 C 0.8137(2) 0.92948(18) 0.43631(17) 0.0247(5) Uani 1 1 d . . .
C14 C 0.7669(3) 0.8804(2) 0.52259(18) 0.0319(6) Uani 1 1 d . . .
H14 H 0.6766 0.9091 0.5379 0.038 Uiso 1 1 calc R . .
C15 C 0.8492(3) 0.7913(2) 0.58583(19) 0.0396(7) Uani 1 1 d . . .
H15 H 0.8154 0.7583 0.6433 0.047 Uiso 1 1 calc R . .
C16 C 0.9809(3) 0.7504(2) 0.5650(2) 0.0408(7) Uani 1 1 d . . .
H16 H 1.0383 0.6900 0.6090 0.049 Uiso 1 1 calc R . .
C17 C 1.0296(3) 0.7972(2) 0.48036(19) 0.0346(6) Uani 1 1 d . . .
H17 H 1.1207 0.7688 0.4672 0.042 Uiso 1 1 calc R . .
C18 C 0.9468(2) 0.88576(19) 0.41361(17) 0.0257(5) Uani 1 1 d . . .
C19 C 1.0033(2) 0.92847(18) 0.32027(18) 0.0244(5) Uani 1 1 d . . .
C20 C 1.1064(2) 0.9683(2) 0.3290(2) 0.0336(6) Uani 1 1 d . . .
H20 H 1.1392 0.9664 0.3937 0.040 Uiso 1 1 calc R . .
C21 C 1.1619(3) 1.0105(2) 0.2453(2) 0.0400(7) Uani 1 1 d . . .
H21 H 1.2315 1.0378 0.2530 0.048 Uiso 1 1 calc R . .
C22 C 1.1166(3) 1.0130(2) 0.1510(2) 0.0394(7) Uani 1 1 d . . .
H22 H 1.1544 1.0417 0.0933 0.047 Uiso 1 1 calc R . .
C23 C 1.0150(2) 0.9730(2) 0.14114(19) 0.0316(6) Uani 1 1 d . . .
H23 H 0.9839 0.9746 0.0759 0.038 Uiso 1 1 calc R . .
C24 C 0.9570(2) 0.93032(18) 0.22402(18) 0.0241(5) Uani 1 1 d . . .
C25 C 0.8462(2) 0.89140(18) 0.20591(17) 0.0230(5) Uani 1 1 d . . .
C26 C 0.8377(2) 0.79365(18) 0.25778(17) 0.0238(5) Uani 1 1 d . . .
H26 H 0.9058 0.7488 0.3052 0.029 Uiso 1 1 calc R . .
C27 C 0.7319(2) 0.76081(18) 0.24149(17) 0.0240(5) Uani 1 1 d . . .
H27 H 0.7289 0.6936 0.2774 0.029 Uiso 1 1 calc R . .
C28 C 0.6296(2) 0.82520(19) 0.17299(16) 0.0236(5) Uani 1 1 d . . .
C29 C 0.6402(2) 0.92081(19) 0.11815(17) 0.0273(5) Uani 1 1 d . . .
H29 H 0.5735 0.9646 0.0692 0.033 Uiso 1 1 calc R . .
C30 C 0.7467(2) 0.95258(19) 0.13427(17) 0.0258(5) Uani 1 1 d . . .
H30 H 0.7523 1.0177 0.0956 0.031 Uiso 1 1 calc R . .
C31 C 0.5127(2) 0.79590(18) 0.15447(17) 0.0234(5) Uani 1 1 d . . .
C32 C 0.3468(2) 0.73137(18) 0.18242(17) 0.0250(5) Uani 1 1 d . . .
C33 C 0.3495(2) 0.77704(18) 0.08156(17) 0.0238(5) Uani 1 1 d . . .
C34 C 0.2567(2) 0.77389(19) 0.01279(19) 0.0296(5) Uani 1 1 d . . .
H34 H 0.2592 0.8010 -0.0567 0.036 Uiso 1 1 calc R . .
C35 C 0.1618(3) 0.7299(2) 0.0498(2) 0.0357(6) Uani 1 1 d . . .
H35 H 0.0972 0.7276 0.0048 0.043 Uiso 1 1 calc R . .
C36 C 0.1577(2) 0.6888(2) 0.1513(2) 0.0355(6) Uani 1 1 d . . .
H36 H 0.0893 0.6608 0.1738 0.043 Uiso 1 1 calc R . .
C37 C 0.2508(2) 0.6876(2) 0.2201(2) 0.0302(6) Uani 1 1 d . . .
H37 H 0.2492 0.6586 0.2892 0.036 Uiso 1 1 calc R . .
C38 C 0.3311(2) 1.32474(18) 0.15529(16) 0.0224(5) Uani 1 1 d . . .
C39 C 0.3070(2) 1.2648(2) 0.08965(18) 0.0276(5) Uani 1 1 d . . .
H39 H 0.3773 1.2076 0.0704 0.033 Uiso 1 1 calc R . .
C40 C 0.1797(2) 1.2886(2) 0.0523(2) 0.0339(6) Uani 1 1 d . . .
H40 H 0.1625 1.2477 0.0074 0.041 Uiso 1 1 calc R . .
C41 C 0.0777(2) 1.3721(2) 0.0806(2) 0.0364(6) Uani 1 1 d . . .
H41 H -0.0096 1.3883 0.0553 0.044 Uiso 1 1 calc R . .
C42 C 0.1024(3) 1.4320(2) 0.1454(2) 0.0388(7) Uani 1 1 d . . .
H42 H 0.0321 1.4895 0.1642 0.047 Uiso 1 1 calc R . .
C43 C 0.2295(2) 1.4082(2) 0.18323(19) 0.0311(6) Uani 1 1 d . . .
H43 H 0.2465 1.4492 0.2281 0.037 Uiso 1 1 calc R . .
C44 C 0.4880(2) 0.7107(2) 0.33362(17) 0.0255(5) Uani 1 1 d . . .
C45 C 0.4555(2) 0.7877(2) 0.39370(19) 0.0330(6) Uani 1 1 d . . .
H45 H 0.4074 0.8609 0.3663 0.040 Uiso 1 1 calc R . .
C46 C 0.4934(3) 0.7575(3) 0.4944(2) 0.0412(7) Uani 1 1 d . . .
H46 H 0.4720 0.8102 0.5361 0.049 Uiso 1 1 calc R . .
C47 C 0.5621(3) 0.6511(3) 0.5339(2) 0.0470(8) Uani 1 1 d . . .
H47 H 0.5889 0.6306 0.6027 0.056 Uiso 1 1 calc R . .
C48 C 0.5921(3) 0.5744(3) 0.4737(2) 0.0465(8) Uani 1 1 d . . .
H48 H 0.6390 0.5012 0.5016 0.056 Uiso 1 1 calc R . .
C49 C 0.5544(3) 0.6031(2) 0.37280(19) 0.0358(6) Uani 1 1 d . . .
H49 H 0.5737 0.5500 0.3315 0.043 Uiso 1 1 calc R . .
C50 C 0.9210(6) 0.5425(5) 0.4685(5) 0.0503(15) Uani 0.50 1 d P . -1
H50A H 0.8596 0.5176 0.4346 0.060 Uiso 0.50 1 calc PR . -1
H50B H 0.8789 0.6211 0.4655 0.060 Uiso 0.50 1 calc PR . -1
Cl1 Cl 1.05948(11) 0.52215(7) 0.40424(7) 0.0753(3) 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
N1 C8 1.393(3) . ?
N1 C1 1.398(3) . ?
N1 C38 1.429(3) . ?
N2 C32 1.383(3) . ?
N2 C31 1.387(3) . ?
N2 C44 1.439(3) . ?
N3 C31 1.319(3) . ?
N3 C33 1.387(3) . ?
C1 C2 1.389(3) . ?
C1 C6 1.412(3) . ?
C2 C3 1.382(3) . ?
C3 C4 1.400(3) . ?
C4 C5 1.382(3) . ?
C5 C6 1.395(3) . ?
C6 C7 1.453(3) . ?
C7 C12 1.397(3) . ?
C7 C8 1.409(3) . ?
C8 C9 1.389(3) . ?
C9 C10 1.381(3) . ?
C10 C11 1.408(3) . ?
C11 C12 1.391(3) . ?
C11 C13 1.492(3) . ?
C13 C14 1.401(3) . ?
C13 C18 1.403(3) . ?
C14 C15 1.380(4) . ?
C15 C16 1.378(4) . ?
C16 C17 1.381(4) . ?
C17 C18 1.402(3) . ?
C18 C19 1.492(3) . ?
C19 C20 1.396(3) . ?
C19 C24 1.406(3) . ?
C20 C21 1.385(4) . ?
C21 C22 1.375(4) . ?
C22 C23 1.385(3) . ?
C23 C24 1.394(3) . ?
C24 C25 1.492(3) . ?
C25 C30 1.394(3) . ?
C25 C26 1.396(3) . ?
C26 C27 1.384(3) . ?
C27 C28 1.396(3) . ?
C28 C29 1.394(3) . ?
C28 C31 1.475(3) . ?
C29 C30 1.382(3) . ?
C32 C37 1.390(3) . ?
C32 C33 1.398(3) . ?
C33 C34 1.402(3) . ?
C34 C35 1.379(3) . ?
C35 C36 1.393(4) . ?
C36 C37 1.384(4) . ?
C38 C43 1.380(3) . ?
C38 C39 1.386(3) . ?
C39 C40 1.385(3) . ?
C40 C41 1.384(4) . ?
C41 C42 1.378(4) . ?
C42 C43 1.386(3) . ?
C44 C45 1.380(3) . ?
C44 C49 1.385(3) . ?
C45 C46 1.386(4) . ?
C46 C47 1.378(4) . ?
C47 C48 1.378(4) . ?
C48 C49 1.388(4) . ?
C50 Cl1 1.673(6) . ?
C50 Cl1 1.770(6) 2_766 ?
Cl1 C50 1.770(6) 2_766 ?

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 C1 108.52(18) . . ?
C8 N1 C38 124.90(19) . . ?
C1 N1 C38 126.54(19) . . ?
C32 N2 C31 106.61(18) . . ?
C32 N2 C44 125.42(19) . . ?
C31 N2 C44 127.88(19) . . ?
C31 N3 C33 104.96(19) . . ?
C2 C1 N1 129.1(2) . . ?
C2 C1 C6 122.0(2) . . ?
N1 C1 C6 108.79(19) . . ?
C3 C2 C1 117.4(2) . . ?
C2 C3 C4 121.5(2) . . ?
C5 C4 C3 120.9(2) . . ?
C4 C5 C6 118.9(2) . . ?
C5 C6 C1 119.3(2) . . ?
C5 C6 C7 133.8(2) . . ?
C1 C6 C7 106.82(19) . . ?
C12 C7 C8 119.8(2) . . ?
C12 C7 C6 133.6(2) . . ?
C8 C7 C6 106.64(19) . . ?
C9 C8 N1 129.3(2) . . ?
C9 C8 C7 121.5(2) . . ?
N1 C8 C7 109.21(19) . . ?
C10 C9 C8 117.7(2) . . ?
C9 C10 C11 122.3(2) . . ?
C12 C11 C10 119.3(2) . . ?
C12 C11 C13 121.5(2) . . ?
C10 C11 C13 119.2(2) . . ?
C11 C12 C7 119.4(2) . . ?
C14 C13 C18 118.9(2) . . ?
C14 C13 C11 118.9(2) . . ?
C18 C13 C11 122.1(2) . . ?
C15 C14 C13 121.4(3) . . ?
C16 C15 C14 119.6(2) . . ?
C15 C16 C17 120.2(2) . . ?
C16 C17 C18 121.1(3) . . ?
C17 C18 C13 118.8(2) . . ?
C17 C18 C19 118.6(2) . . ?
C13 C18 C19 122.6(2) . . ?
C20 C19 C24 118.7(2) . . ?
C20 C19 C18 118.5(2) . . ?
C24 C19 C18 122.8(2) . . ?
C21 C20 C19 121.4(2) . . ?
C22 C21 C20 120.1(2) . . ?
C21 C22 C23 119.1(2) . . ?
C22 C23 C24 122.0(2) . . ?
C23 C24 C19 118.6(2) . . ?
C23 C24 C25 118.1(2) . . ?
C19 C24 C25 123.2(2) . . ?
C30 C25 C26 117.4(2) . . ?
C30 C25 C24 120.2(2) . . ?
C26 C25 C24 122.5(2) . . ?
C27 C26 C25 121.3(2) . . ?
C26 C27 C28 120.8(2) . . ?
C29 C28 C27 118.1(2) . . ?
C29 C28 C31 118.6(2) . . ?
C27 C28 C31 123.3(2) . . ?
C30 C29 C28 120.7(2) . . ?
C29 C30 C25 121.6(2) . . ?
N3 C31 N2 112.5(2) . . ?
N3 C31 C28 123.7(2) . . ?
N2 C31 C28 123.8(2) . . ?
N2 C32 C37 131.7(2) . . ?
N2 C32 C33 105.2(2) . . ?
C37 C32 C33 123.0(2) . . ?
N3 C33 C32 110.6(2) . . ?
N3 C33 C34 129.7(2) . . ?
C32 C33 C34 119.6(2) . . ?
C35 C34 C33 117.5(2) . . ?
C34 C35 C36 122.0(2) . . ?
C37 C36 C35 121.6(2) . . ?
C36 C37 C32 116.2(2) . . ?
C43 C38 C39 120.5(2) . . ?
C43 C38 N1 119.6(2) . . ?
C39 C38 N1 119.9(2) . . ?
C40 C39 C38 119.7(2) . . ?
C41 C40 C39 119.8(2) . . ?
C42 C41 C40 120.3(2) . . ?
C41 C42 C43 120.1(2) . . ?
C38 C43 C42 119.6(2) . . ?
C45 C44 C49 121.1(2) . . ?
C45 C44 N2 119.4(2) . . ?
C49 C44 N2 119.4(2) . . ?
C44 C45 C46 119.5(3) . . ?
C47 C46 C45 120.0(3) . . ?
C46 C47 C48 120.1(3) . . ?
C47 C48 C49 120.7(3) . . ?
C44 C49 C48 118.5(3) . . ?
Cl1 C50 Cl1 115.9(4) . 2_766 ?
C50 Cl1 C50 64.1(4) . 2_766 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.932
_refine_diff_density_min         -0.686
_refine_diff_density_rms         0.051
_database_code_depnum_ccdc_archive 'CCDC 1007529'
