# Electronic Supplementary Material (ESI) for RSC Advances
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 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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#  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_L5

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C58 H68 N6'
_chemical_formula_sum            'C58 H68 N6'
_chemical_formula_weight         849.18

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                   8.2594(17)
_cell_length_b                   12.235(2)
_cell_length_c                   13.770(3)
_cell_angle_alpha                74.30(3)
_cell_angle_beta                 81.22(3)
_cell_angle_gamma                73.35(3)
_cell_volume                     1279.1(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.54
_cell_measurement_theta_max      27.49

_exptl_crystal_description       stick
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.076
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.102
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             458
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_correction_T_min  0.6579
_exptl_absorpt_correction_T_max  1.0000

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(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  'Saturn724+ CCD'
_diffrn_measurement_method       '\w scans at fixed \c = 45\%'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            11474
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_sigmaI/netI    0.0773
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.54
_diffrn_reflns_theta_max         27.49
_reflns_number_total             5816
_reflns_number_gt                2893
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP in Siemens SHELXTL (Sheldrick, 1994)'
_computing_publication_material  'SHELX97 (Sheldrick, 1997)'

_refine_special_details          
;
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F^2^, conventional R-factors R are based
 on F, with F set to zero for negative F^2^. The threshold expression of
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F^2^ 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/[\s^2^(Fo^2^)+(0.1785P)^2^+0.4332P] where P=(Fo^2^+2Fc^2^)/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         5816
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_ref          0.2238
_refine_ls_R_factor_gt           0.1361
_refine_ls_wR_factor_ref         0.4188
_refine_ls_wR_factor_gt          0.3522
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_restrained_S_all      1.152
_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
N2 N 0.0672(4) 0.8811(3) 0.8956(3) 0.0692(10) Uani 1 1 d . . .
N1 N -0.2045(4) 1.0571(3) 0.7061(3) 0.0660(10) Uani 1 1 d . . .
N3 N -0.4961(5) 1.2929(4) 0.5597(3) 0.0781(12) Uani 1 1 d . . .
C1 C -0.3117(5) 1.1622(4) 0.6802(3) 0.0673(12) Uani 1 1 d . . .
C20 C 0.1895(5) 0.7705(4) 0.9232(3) 0.0624(11) Uani 1 1 d . . .
C5 C -0.1324(5) 1.0267(4) 0.7934(3) 0.0642(11) Uani 1 1 d . . .
C23 C 0.4343(5) 0.5570(3) 0.9853(3) 0.0564(10) Uani 1 1 d . . .
C22 C 0.2643(5) 0.5675(4) 1.0085(3) 0.0667(12) Uani 1 1 d . . .
H8A H 0.2298 0.4995 1.0467 0.080 Uiso 1 1 calc R . .
C8 C -0.3933(6) 1.1923(4) 0.5833(4) 0.0726(13) Uani 1 1 d . . .
C21 C 0.1372(6) 0.6717(4) 0.9797(4) 0.0702(12) Uani 1 1 d . . .
C6 C -0.0093(6) 0.9090(4) 0.8159(4) 0.0761(14) Uani 1 1 d . . .
C4 C -0.1692(6) 1.1003(4) 0.8587(4) 0.0781(14) Uani 1 1 d . . .
H12A H -0.1182 1.0763 0.9210 0.094 Uiso 1 1 calc R . .
C24 C 0.4783(6) 0.6576(4) 0.9297(4) 0.0826(15) Uani 1 1 d . . .
H13A H 0.5953 0.6537 0.9122 0.099 Uiso 1 1 calc R . .
C25 C 0.3611(6) 0.7646(4) 0.8974(4) 0.0867(16) Uani 1 1 d . . .
C10 C -0.5858(6) 1.3304(5) 0.4708(4) 0.0825(15) Uani 1 1 d . . .
C2 C -0.3532(7) 1.2401(5) 0.7423(4) 0.0945(18) Uani 1 1 d . . .
H16A H -0.4311 1.3146 0.7228 0.113 Uiso 1 1 calc R . .
C3 C -0.2805(8) 1.2085(5) 0.8322(4) 0.101(2) Uani 1 1 d . . .
H17A H -0.3070 1.2609 0.8756 0.121 Uiso 1 1 calc R . .
C15 C -0.5164(6) 1.3897(4) 0.3810(4) 0.0746(13) Uani 1 1 d . . .
C14 C -0.6147(8) 1.4338(5) 0.2981(4) 0.0941(17) Uani 1 1 d . . .
H19A H -0.5709 1.4755 0.2357 0.113 Uiso 1 1 calc R . .
C16 C -0.3405(7) 1.4062(5) 0.3759(4) 0.0886(15) Uani 1 1 d . . .
H20A H -0.3404 1.4505 0.4264 0.106 Uiso 1 1 calc R . .
H20B H -0.2608 1.3279 0.3962 0.106 Uiso 1 1 calc R . .
C28 C -0.0500(7) 0.6755(5) 1.0115(6) 0.106(2) Uani 1 1 d . . .
H21A H -0.1158 0.7143 0.9515 0.127 Uiso 1 1 calc R . .
H21B H -0.0616 0.5939 1.0351 0.127 Uiso 1 1 calc R . .
C9 C -0.3471(8) 1.1015(5) 0.5233(5) 0.104(2) Uani 1 1 d . . .
H22A H -0.4072 1.1317 0.4615 0.156 Uiso 1 1 calc R . .
H22B H -0.3792 1.0304 0.5637 0.156 Uiso 1 1 calc R . .
H22C H -0.2246 1.0825 0.5052 0.156 Uiso 1 1 calc R . .
C17 C -0.2739(7) 1.4692(5) 0.2747(5) 0.1054(19) Uani 1 1 d . . .
H23A H -0.1603 1.4760 0.2798 0.158 Uiso 1 1 calc R . .
H23B H -0.3499 1.5478 0.2541 0.158 Uiso 1 1 calc R . .
H23C H -0.2683 1.4247 0.2242 0.158 Uiso 1 1 calc R . .
C7 C 0.0158(10) 0.8346(5) 0.7412(5) 0.138(3) Uani 1 1 d . . .
H24A H 0.0994 0.7600 0.7642 0.207 Uiso 1 1 calc R . .
H24B H 0.0565 0.8762 0.6748 0.207 Uiso 1 1 calc R . .
H24C H -0.0923 0.8193 0.7358 0.207 Uiso 1 1 calc R . .
C13 C -0.7731(9) 1.4172(8) 0.3061(5) 0.133(3) Uani 1 1 d . . .
H25A H -0.8381 1.4468 0.2489 0.160 Uiso 1 1 calc R . .
C12 C -0.8385(9) 1.3592(10) 0.3945(6) 0.176(5) Uani 1 1 d . . .
H26A H -0.9480 1.3470 0.3981 0.212 Uiso 1 1 calc R . .
C26 C 0.4193(11) 0.8685(7) 0.8244(11) 0.188(6) Uani 1 1 d . . .
H27A H 0.5284 0.8388 0.7871 0.225 Uiso 1 1 calc R . .
H27B H 0.3343 0.9111 0.7744 0.225 Uiso 1 1 calc R . .
C11 C -0.7492(9) 1.3178(9) 0.4791(5) 0.145(3) Uani 1 1 d . . .
C18 C -0.8525(15) 1.2826(10) 0.5952(9) 0.182(5) Uani 1 1 d . . .
H29A H -0.7985 1.2918 0.6509 0.218 Uiso 1 1 calc R . .
H29B H -0.9753 1.3218 0.5982 0.218 Uiso 1 1 calc R . .
C29 C -0.1248(10) 0.7387(8) 1.0933(7) 0.161(3) Uani 1 1 d . . .
H30A H -0.2435 0.7364 1.1104 0.242 Uiso 1 1 calc R . .
H30B H -0.1185 0.8206 1.0697 0.242 Uiso 1 1 calc R . .
H30C H -0.0613 0.7005 1.1533 0.242 Uiso 1 1 calc R . .
C19 C -0.8179(18) 1.1780(13) 0.5865(11) 0.221(6) Uani 1 1 d . . .
H38A H -0.8659 1.1299 0.6467 0.331 Uiso 1 1 calc R . .
H38B H -0.6945 1.1466 0.5797 0.331 Uiso 1 1 calc R . .
H38C H -0.8663 1.1765 0.5264 0.331 Uiso 1 1 calc R . .
C27 C 0.4374(16) 0.9400(13) 0.8751(13) 0.244(7) Uani 1 1 d . . .
H31A H 0.4737 1.0061 0.8280 0.366 Uiso 1 1 calc R . .
H31B H 0.5230 0.8979 0.9235 0.366 Uiso 1 1 calc R . .
H31C H 0.3290 0.9695 0.9116 0.366 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N2 0.069(2) 0.051(2) 0.079(3) -0.0108(18) -0.0109(19) -0.0021(17)
N1 0.072(2) 0.052(2) 0.068(2) -0.0135(17) -0.0127(18) -0.0030(17)
N3 0.073(2) 0.076(3) 0.075(3) -0.005(2) -0.020(2) -0.008(2)
C1 0.062(2) 0.061(3) 0.071(3) -0.014(2) -0.018(2) 0.001(2)
C20 0.068(3) 0.050(2) 0.063(3) -0.0113(19) -0.017(2) 0.000(2)
C5 0.072(3) 0.050(2) 0.064(3) -0.010(2) -0.016(2) -0.004(2)
C23 0.064(3) 0.048(2) 0.056(2) -0.0112(18) -0.0147(18) -0.0070(18)
C22 0.068(3) 0.051(2) 0.079(3) -0.002(2) -0.015(2) -0.019(2)
C8 0.073(3) 0.078(3) 0.067(3) -0.019(2) -0.015(2) -0.014(3)
C21 0.070(3) 0.055(3) 0.084(3) -0.009(2) -0.026(2) -0.010(2)
C6 0.088(3) 0.061(3) 0.064(3) -0.013(2) -0.018(2) 0.008(2)
C4 0.092(3) 0.060(3) 0.076(3) -0.017(2) -0.035(3) 0.005(2)
C24 0.052(2) 0.062(3) 0.112(4) 0.002(3) -0.002(2) -0.005(2)
C25 0.073(3) 0.053(3) 0.110(4) 0.007(3) 0.004(3) -0.010(2)
C10 0.069(3) 0.100(4) 0.067(3) 0.000(3) -0.020(2) -0.014(3)
C2 0.104(4) 0.073(3) 0.093(4) -0.026(3) -0.047(3) 0.024(3)
C3 0.122(4) 0.073(3) 0.101(4) -0.043(3) -0.053(3) 0.027(3)
C15 0.067(3) 0.079(3) 0.071(3) -0.017(3) -0.012(2) -0.007(2)
C14 0.098(4) 0.098(4) 0.073(3) -0.001(3) -0.012(3) -0.021(3)
C16 0.093(4) 0.083(4) 0.089(4) -0.023(3) -0.007(3) -0.019(3)
C28 0.070(3) 0.065(3) 0.174(7) -0.008(4) -0.031(4) -0.013(3)
C9 0.129(5) 0.097(4) 0.089(4) -0.032(3) -0.043(3) -0.008(4)
C17 0.081(4) 0.087(4) 0.129(5) -0.009(4) 0.001(3) -0.012(3)
C7 0.205(7) 0.081(4) 0.102(5) -0.046(4) -0.062(5) 0.051(4)
C13 0.107(5) 0.196(8) 0.088(5) 0.014(5) -0.035(4) -0.056(5)
C12 0.113(5) 0.297(13) 0.104(5) 0.057(7) -0.048(4) -0.107(7)
C26 0.091(5) 0.064(4) 0.360(17) 0.000(7) -0.006(7) 0.000(4)
C11 0.110(5) 0.229(9) 0.080(4) 0.044(5) -0.032(4) -0.081(6)
C18 0.194(10) 0.161(9) 0.195(11) 0.017(8) -0.092(9) -0.069(8)
C29 0.109(5) 0.153(8) 0.184(8) -0.013(7) 0.037(5) -0.027(5)
C19 0.227(13) 0.214(14) 0.235(14) -0.091(12) -0.012(10) -0.048(12)
C27 0.184(11) 0.183(13) 0.35(2) -0.024(13) 0.024(11) -0.081(10)

_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
N2 C6 1.267(5) . ?
N2 C20 1.432(5) . ?
N1 C1 1.327(5) . ?
N1 C5 1.336(5) . ?
N3 C8 1.268(6) . ?
N3 C10 1.427(6) . ?
C1 C2 1.387(7) . ?
C1 C8 1.496(6) . ?
C20 C21 1.392(6) . ?
C20 C25 1.394(7) . ?
C5 C4 1.383(6) . ?
C5 C6 1.489(6) . ?
C23 C22 1.368(6) . ?
C23 C24 1.376(6) . ?
C23 C23 1.500(7) 2_667 ?
C22 C21 1.404(6) . ?
C8 C9 1.491(7) . ?
C21 C28 1.533(7) . ?
C6 C7 1.505(7) . ?
C4 C3 1.368(6) . ?
C24 C25 1.393(6) . ?
C25 C26 1.539(10) . ?
C10 C15 1.385(7) . ?
C10 C11 1.386(8) . ?
C2 C3 1.370(6) . ?
C15 C14 1.398(7) . ?
C15 C16 1.512(7) . ?
C14 C13 1.364(8) . ?
C16 C17 1.506(8) . ?
C28 C29 1.494(11) . ?
C13 C12 1.352(9) . ?
C12 C11 1.374(8) . ?
C26 C27 1.309(18) . ?
C11 C18 1.700(14) . ?
C18 C19 1.263(14) . ?

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 N2 C20 121.3(4) . . ?
C1 N1 C5 119.1(4) . . ?
C8 N3 C10 122.2(4) . . ?
N1 C1 C2 121.6(4) . . ?
N1 C1 C8 117.7(4) . . ?
C2 C1 C8 120.6(4) . . ?
C21 C20 C25 120.7(4) . . ?
C21 C20 N2 120.0(4) . . ?
C25 C20 N2 119.2(4) . . ?
N1 C5 C4 122.0(4) . . ?
N1 C5 C6 116.1(4) . . ?
C4 C5 C6 121.9(4) . . ?
C22 C23 C24 115.7(4) . . ?
C22 C23 C23 122.9(5) . 2_667 ?
C24 C23 C23 121.4(5) . 2_667 ?
C23 C22 C21 124.5(4) . . ?
N3 C8 C9 125.9(4) . . ?
N3 C8 C1 117.0(4) . . ?
C9 C8 C1 117.1(4) . . ?
C20 C21 C22 117.1(4) . . ?
C20 C21 C28 122.2(4) . . ?
C22 C21 C28 120.7(4) . . ?
N2 C6 C5 117.1(4) . . ?
N2 C6 C7 125.7(4) . . ?
C5 C6 C7 117.2(4) . . ?
C3 C4 C5 118.9(4) . . ?
C23 C24 C25 123.7(4) . . ?
C24 C25 C20 118.2(4) . . ?
C24 C25 C26 120.3(5) . . ?
C20 C25 C26 121.1(5) . . ?
C15 C10 C11 121.2(5) . . ?
C15 C10 N3 119.8(4) . . ?
C11 C10 N3 118.6(5) . . ?
C3 C2 C1 119.3(4) . . ?
C4 C3 C2 119.1(4) . . ?
C10 C15 C14 117.9(5) . . ?
C10 C15 C16 119.8(4) . . ?
C14 C15 C16 122.3(5) . . ?
C13 C14 C15 120.4(6) . . ?
C17 C16 C15 116.0(5) . . ?
C29 C28 C21 114.0(6) . . ?
C12 C13 C14 120.7(6) . . ?
C13 C12 C11 121.0(6) . . ?
C27 C26 C25 109.9(13) . . ?
C12 C11 C10 118.6(6) . . ?
C12 C11 C18 119.7(6) . . ?
C10 C11 C18 120.1(6) . . ?
C19 C18 C11 88.4(13) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.055

#==END
_database_code_depnum_ccdc_archive 'CCDC 938522'