# Electronic Supplementary Material (ESI) for RSC Advances.
# 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
#  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_bs_arup1_0m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H27 N O'
_chemical_formula_weight         393.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.8634(4)
_cell_length_b                   10.7499(5)
_cell_length_c                   11.8110(6)
_cell_angle_alpha                96.088(3)
_cell_angle_beta                 98.252(3)
_cell_angle_gamma                97.358(3)
_cell_volume                     1095.62(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3651
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      23.94

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             420
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9706
_exptl_absorpt_correction_T_max  0.9845
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            13783
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         24.48
_reflns_number_total             3627
_reflns_number_gt                2536
_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, 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)+(0.1037P)²+0.0640P] 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         3627
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1713
_refine_ls_wR_factor_gt          0.1377
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          3.295
_refine_ls_shift/su_mean         0.021

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
O1 O 0.08564(14) 0.20044(12) 0.60100(11) 0.0563(4) Uani 1 1 d . . .
N1 N 0.16144(16) 0.37450(13) 0.75187(13) 0.0472(4) Uani 1 1 d . . .
C11 C 0.3446(2) 0.30831(16) 0.62714(17) 0.0484(5) Uani 1 1 d . . .
C1 C -0.0719(2) 0.22255(16) 0.75049(17) 0.0485(5) Uani 1 1 d . . .
C2 C -0.2150(2) 0.18377(17) 0.78802(18) 0.0536(5) Uani 1 1 d . . .
C9 C -0.1608(2) 0.08248(18) 0.57098(19) 0.0608(6) Uani 1 1 d . . .
H9 H -0.1418 0.0495 0.4992 0.073 Uiso 1 1 calc R . .
C10 C 0.2096(2) 0.27056(17) 0.68640(17) 0.0482(5) Uani 1 1 d . . .
H10 H 0.242(2) 0.2124(18) 0.7406(16) 0.058 Uiso 1 1 calc . . .
C17 C 0.0501(2) 0.32294(16) 0.82343(16) 0.0491(5) Uani 1 1 d . . .
H17 H -0.0025 0.3925 0.8504 0.059 Uiso 1 1 calc R . .
C7 C -0.3286(2) 0.09389(19) 0.7143(2) 0.0607(6) Uani 1 1 d . . .
C18 C 0.1361(2) 0.27967(17) 0.92942(16) 0.0497(5) Uani 1 1 d . . .
C3 C -0.2490(2) 0.2298(2) 0.8966(2) 0.0664(6) Uani 1 1 d . . .
H3 H -0.1765 0.2887 0.9461 0.080 Uiso 1 1 calc R . .
C23 C 0.1225(2) 0.15533(18) 0.95040(17) 0.0559(5) Uani 1 1 d . . .
H23 H 0.0558 0.0944 0.8987 0.067 Uiso 1 1 calc R . .
C16 C 0.4792(2) 0.37089(19) 0.69563(19) 0.0602(6) Uani 1 1 d . . .
H16 H 0.4809 0.3920 0.7743 0.072 Uiso 1 1 calc R . .
C24 C 0.1040(2) 0.46906(17) 0.68258(17) 0.0548(5) Uani 1 1 d . . .
H24A H -0.0054 0.4443 0.6554 0.066 Uiso 1 1 calc R . .
H24B H 0.1557 0.4716 0.6156 0.066 Uiso 1 1 calc R . .
C12 C 0.3449(2) 0.2783(2) 0.51148(19) 0.0629(6) Uani 1 1 d . . .
H12 H 0.2559 0.2367 0.4641 0.075 Uiso 1 1 calc R . .
C8 C -0.2972(2) 0.04603(19) 0.6060(2) 0.0648(6) Uani 1 1 d . . .
H8 H -0.3716 -0.0119 0.5572 0.078 Uiso 1 1 calc R . .
C6 C -0.4687(2) 0.0548(2) 0.7529(3) 0.0775(7) Uani 1 1 d . . .
H6 H -0.5435 -0.0035 0.7049 0.093 Uiso 1 1 calc R . .
C4 C -0.3862(3) 0.1893(3) 0.9301(2) 0.0837(8) Uani 1 1 d . . .
H4 H -0.4064 0.2215 1.0018 0.100 Uiso 1 1 calc R . .
C13 C 0.4778(3) 0.3097(2) 0.4648(2) 0.0763(7) Uani 1 1 d . . .
H13 H 0.4772 0.2891 0.3862 0.092 Uiso 1 1 calc R . .
C25 C 0.1305(3) 0.59984(19) 0.7506(2) 0.0707(6) Uani 1 1 d . . .
H25A H 0.0846 0.5954 0.8201 0.085 Uiso 1 1 calc R . .
H25B H 0.2404 0.6259 0.7738 0.085 Uiso 1 1 calc R . .
C14 C 0.6094(3) 0.3705(2) 0.5333(2) 0.0731(7) Uani 1 1 d . . .
H14 H 0.6983 0.3904 0.5018 0.088 Uiso 1 1 calc R . .
C15 C 0.6096(2) 0.4018(2) 0.6484(2) 0.0694(6) Uani 1 1 d . . .
H15 H 0.6987 0.4443 0.6950 0.083 Uiso 1 1 calc R . .
C22 C 0.2054(3) 0.1192(2) 1.0462(2) 0.0707(6) Uani 1 1 d . . .
H22 H 0.1948 0.0346 1.0582 0.085 Uiso 1 1 calc R . .
C5 C -0.4966(3) 0.1001(3) 0.8580(3) 0.0868(8) Uani 1 1 d . . .
H5 H -0.5890 0.0720 0.8820 0.104 Uiso 1 1 calc R . .
C26 C 0.0655(3) 0.6976(2) 0.6858(2) 0.0915(8) Uani 1 1 d . . .
H26A H -0.0451 0.6731 0.6654 0.110 Uiso 1 1 calc R . .
H26B H 0.1079 0.6992 0.6146 0.110 Uiso 1 1 calc R . .
C19 C 0.2376(3) 0.3676(2) 1.0089(2) 0.0780(7) Uani 1 1 d . . .
H19 H 0.2504 0.4522 0.9970 0.094 Uiso 1 1 calc R . .
C21 C 0.3033(3) 0.2074(3) 1.1237(2) 0.0847(8) Uani 1 1 d . . .
H21 H 0.3585 0.1831 1.1888 0.102 Uiso 1 1 calc R . .
C27 C 0.0964(4) 0.8285(2) 0.7500(3) 0.1100(10) Uani 1 1 d . . .
H27A H 0.0514 0.8290 0.8192 0.165 Uiso 1 1 calc R . .
H27B H 0.0520 0.8857 0.7023 0.165 Uiso 1 1 calc R . .
H27C H 0.2056 0.8546 0.7695 0.165 Uiso 1 1 calc R . .
C20 C 0.3197(3) 0.3309(3) 1.1054(2) 0.0954(9) Uani 1 1 d . . .
H20 H 0.3865 0.3909 1.1581 0.115 Uiso 1 1 calc R . .
C28 C -0.0481(2) 0.17095(17) 0.64461(17) 0.0505(5) 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
O1 C28 1.372(2) . ?
O1 C10 1.449(2) . ?
N1 C10 1.436(2) . ?
N1 C24 1.467(2) . ?
N1 C17 1.481(2) . ?
C11 C12 1.371(3) . ?
C11 C16 1.390(3) . ?
C11 C10 1.504(3) . ?
C1 C28 1.369(3) . ?
C1 C2 1.430(3) . ?
C1 C17 1.521(3) . ?
C2 C3 1.412(3) . ?
C2 C7 1.424(3) . ?
C9 C8 1.357(3) . ?
C9 C28 1.411(3) . ?
C9 H9 0.9300 . ?
C10 H10 1.030(19) . ?
C17 C18 1.518(3) . ?
C17 H17 0.9800 . ?
C7 C8 1.407(3) . ?
C7 C6 1.413(3) . ?
C18 C23 1.378(3) . ?
C18 C19 1.391(3) . ?
C3 C4 1.366(3) . ?
C3 H3 0.9300 . ?
C23 C22 1.379(3) . ?
C23 H23 0.9300 . ?
C16 C15 1.373(3) . ?
C16 H16 0.9300 . ?
C24 C25 1.516(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C12 C13 1.389(3) . ?
C12 H12 0.9300 . ?
C8 H8 0.9300 . ?
C6 C5 1.352(4) . ?
C6 H6 0.9300 . ?
C4 C5 1.397(4) . ?
C4 H4 0.9300 . ?
C13 C14 1.365(3) . ?
C13 H13 0.9300 . ?
C25 C26 1.490(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C14 C15 1.364(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C22 C21 1.366(3) . ?
C22 H22 0.9300 . ?
C5 H5 0.9300 . ?
C26 C27 1.498(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C19 C20 1.385(3) . ?
C19 H19 0.9300 . ?
C21 C20 1.360(4) . ?
C21 H21 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C20 H20 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
C28 O1 C10 113.06(14) . . ?
C10 N1 C24 114.35(15) . . ?
C10 N1 C17 108.44(13) . . ?
C24 N1 C17 113.16(14) . . ?
C12 C11 C16 118.56(18) . . ?
C12 C11 C10 123.83(18) . . ?
C16 C11 C10 117.50(18) . . ?
C28 C1 C2 118.71(17) . . ?
C28 C1 C17 119.89(16) . . ?
C2 C1 C17 121.36(17) . . ?
C3 C2 C7 117.90(19) . . ?
C3 C2 C1 122.82(19) . . ?
C7 C2 C1 119.28(19) . . ?
C8 C9 C28 119.3(2) . . ?
C8 C9 H9 120.3 . . ?
C28 C9 H9 120.3 . . ?
N1 C10 O1 112.49(14) . . ?
N1 C10 C11 113.85(14) . . ?
O1 C10 C11 108.49(15) . . ?
N1 C10 H10 104.6(10) . . ?
O1 C10 H10 107.0(10) . . ?
C11 C10 H10 110.2(10) . . ?
N1 C17 C18 109.74(14) . . ?
N1 C17 C1 110.24(15) . . ?
C18 C17 C1 114.86(15) . . ?
N1 C17 H17 107.2 . . ?
C18 C17 H17 107.2 . . ?
C1 C17 H17 107.2 . . ?
C8 C7 C6 122.2(2) . . ?
C8 C7 C2 118.99(18) . . ?
C6 C7 C2 118.8(2) . . ?
C23 C18 C19 117.27(19) . . ?
C23 C18 C17 123.25(17) . . ?
C19 C18 C17 119.45(17) . . ?
C4 C3 C2 121.2(2) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C18 C23 C22 121.6(2) . . ?
C18 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C15 C16 C11 120.7(2) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
N1 C24 C25 112.07(17) . . ?
N1 C24 H24A 109.2 . . ?
C25 C24 H24A 109.2 . . ?
N1 C24 H24B 109.2 . . ?
C25 C24 H24B 109.2 . . ?
H24A C24 H24B 107.9 . . ?
C11 C12 C13 120.2(2) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C9 C8 C7 121.5(2) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C5 C6 C7 121.6(2) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C14 C13 C12 120.5(2) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C26 C25 C24 114.0(2) . . ?
C26 C25 H25A 108.8 . . ?
C24 C25 H25A 108.8 . . ?
C26 C25 H25B 108.8 . . ?
C24 C25 H25B 108.8 . . ?
H25A C25 H25B 107.7 . . ?
C15 C14 C13 119.7(2) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 120.4(2) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C21 C22 C23 120.1(2) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C6 C5 C4 119.8(2) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C25 C26 C27 114.6(2) . . ?
C25 C26 H26A 108.6 . . ?
C27 C26 H26A 108.6 . . ?
C25 C26 H26B 108.6 . . ?
C27 C26 H26B 108.6 . . ?
H26A C26 H26B 107.6 . . ?
C20 C19 C18 120.9(2) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C20 C21 C22 119.8(2) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C21 C20 C19 120.4(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C1 C28 O1 123.39(16) . . ?
C1 C28 C9 122.15(18) . . ?
O1 C28 C9 114.45(17) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        24.48
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.063
_database_code_depnum_ccdc_archive 'CCDC 968939'
#######################################################################
#
#                 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_bs_arup2_0m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H29 N O'
_chemical_formula_weight         455.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.5795(2)
_cell_length_b                   15.1441(4)
_cell_length_c                   20.1757(5)
_cell_angle_alpha                86.416(2)
_cell_angle_beta                 85.757(2)
_cell_angle_gamma                80.379(2)
_cell_volume                     2574.10(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4978
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      19.65

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9807
_exptl_absorpt_correction_T_max  0.9896
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            44490
_diffrn_reflns_av_R_equivalents  0.0659
_diffrn_reflns_av_sigmaI/netI    0.0941
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.01
_diffrn_reflns_theta_max         28.61
_reflns_number_total             13036
_reflns_number_gt                5278
_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, 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)+(0.1704P)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         13036
_refine_ls_number_parameters     654
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1951
_refine_ls_R_factor_gt           0.0758
_refine_ls_wR_factor_ref         0.3070
_refine_ls_wR_factor_gt          0.2109
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_restrained_S_all      0.964
_refine_ls_shift/su_max          11.093
_refine_ls_shift/su_mean         0.061

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
C10 C 0.8545(3) 0.5209(2) 0.19832(14) 0.0467(7) Uani 1 1 d . . .
C4 C 1.0724(3) 0.5002(2) 0.27428(16) 0.0522(8) Uani 1 1 d . . .
C1 C 0.7643(3) 0.5742(2) 0.24442(15) 0.0500(7) Uani 1 1 d . . .
C9 C 1.0138(3) 0.4827(2) 0.21335(15) 0.0495(7) Uani 1 1 d . . .
C12 C 0.7425(3) 0.4152(2) 0.12569(16) 0.0557(8) Uani 1 1 d . . .
C28 C 0.3842(4) 0.6404(2) 0.16959(17) 0.0603(9) Uani 1 1 d . . .
C2 C 0.8222(4) 0.5910(2) 0.30462(16) 0.0573(8) Uani 1 1 d . . .
H2 H 0.7580 0.6272 0.3348 0.069 Uiso 1 1 calc R . .
C8 C 1.1174(4) 0.4284(2) 0.16876(17) 0.0623(9) Uani 1 1 d . . .
H8 H 1.0822 0.4165 0.1282 0.075 Uiso 1 1 calc R . .
C18 C 0.6864(3) 0.6575(2) 0.08424(15) 0.0515(8) Uani 1 1 d . . .
C5 C 1.2295(4) 0.4622(2) 0.28819(19) 0.0662(10) Uani 1 1 d . . .
H5 H 1.2686 0.4737 0.3280 0.079 Uiso 1 1 calc R . .
C7 C 1.2691(4) 0.3929(3) 0.1843(2) 0.0724(10) Uani 1 1 d . . .
H7 H 1.3355 0.3575 0.1544 0.087 Uiso 1 1 calc R . .
C6 C 1.3236(4) 0.4099(3) 0.2448(2) 0.0709(10) Uani 1 1 d . . .
H6 H 1.4258 0.3848 0.2554 0.085 Uiso 1 1 calc R . .
C3 C 0.9719(4) 0.5544(2) 0.31902(17) 0.0627(9) Uani 1 1 d . . .
H3 H 1.0088 0.5655 0.3594 0.075 Uiso 1 1 calc R . .
C17 C 0.6779(5) 0.3986(3) 0.06772(18) 0.0775(11) Uani 1 1 d . . .
H17 H 0.6635 0.4434 0.0340 0.093 Uiso 1 1 calc R . .
C23 C 0.6483(4) 0.7424(3) 0.10767(18) 0.0675(9) Uani 1 1 d . . .
H23 H 0.5995 0.7500 0.1501 0.081 Uiso 1 1 calc R . .
C29 C 0.2994(4) 0.6243(3) 0.1181(2) 0.0781(11) Uani 1 1 d . . .
H29 H 0.3428 0.5810 0.0883 0.094 Uiso 1 1 calc R . .
C19 C 0.7591(4) 0.6496(3) 0.02048(17) 0.0683(10) Uani 1 1 d . . .
H19 H 0.7837 0.5935 0.0025 0.082 Uiso 1 1 calc R . .
C13 C 0.7578(5) 0.3480(3) 0.17582(19) 0.0727(10) Uani 1 1 d . . .
H13 H 0.7989 0.3582 0.2155 0.087 Uiso 1 1 calc R . .
C20 C 0.7952(5) 0.7242(3) -0.01643(18) 0.0813(12) Uani 1 1 d . . .
H20 H 0.8473 0.7168 -0.0583 0.098 Uiso 1 1 calc R . .
C22 C 0.6813(4) 0.8163(3) 0.0691(2) 0.0799(11) Uani 1 1 d . . .
H22 H 0.6516 0.8729 0.0860 0.096 Uiso 1 1 calc R . .
C15 C 0.6534(5) 0.2501(3) 0.1090(2) 0.0862(12) Uani 1 1 d . . .
H15 H 0.6260 0.1944 0.1030 0.103 Uiso 1 1 calc R . .
C33 C 0.3176(4) 0.7056(3) 0.2129(2) 0.0922(14) Uani 1 1 d . . .
H33 H 0.3736 0.7172 0.2483 0.111 Uiso 1 1 calc R . .
C21 C 0.7568(5) 0.8093(3) 0.0065(2) 0.0777(11) Uani 1 1 d . . .
C14 C 0.7132(5) 0.2661(3) 0.1679(2) 0.0900(13) Uani 1 1 d . . .
H14 H 0.7234 0.2219 0.2021 0.108 Uiso 1 1 calc R . .
C16 C 0.6343(5) 0.3157(3) 0.0595(2) 0.0885(12) Uani 1 1 d . . .
H16 H 0.5921 0.3051 0.0201 0.106 Uiso 1 1 calc R . .
C30 C 0.1485(5) 0.6727(4) 0.1100(3) 0.1039(15) Uani 1 1 d . . .
H30 H 0.0911 0.6607 0.0752 0.125 Uiso 1 1 calc R . .
C32 C 0.1681(5) 0.7537(4) 0.2039(3) 0.1204(19) Uani 1 1 d . . .
H32 H 0.1243 0.7975 0.2332 0.144 Uiso 1 1 calc R . .
C31 C 0.0843(5) 0.7372(4) 0.1523(3) 0.1138(17) Uani 1 1 d . . .
H31 H -0.0159 0.7699 0.1463 0.137 Uiso 1 1 calc R . .
C24 C 0.7959(7) 0.8892(4) -0.0351(3) 0.1179(19) Uani 1 1 d . . .
H24 H 0.777(7) 0.933(4) 0.000(3) 0.141 Uiso 1 1 calc . . .
C11 C 0.7887(3) 0.5070(2) 0.13283(15) 0.0508(8) Uani 1 1 d . . .
H11 H 0.871(4) 0.515(2) 0.0977(15) 0.061 Uiso 1 1 calc . . .
O1 O 0.6119(2) 0.61549(15) 0.23501(10) 0.0588(6) Uani 1 1 d . . .
N1 N 0.6510(3) 0.57837(18) 0.12006(12) 0.0526(7) Uani 1 1 d . . .
C27 C 0.5435(3) 0.5845(2) 0.17873(15) 0.0524(8) Uani 1 1 d . . .
H27 H 0.525(4) 0.523(2) 0.1913(15) 0.063 Uiso 1 1 calc . . .
N2 N 0.8856(3) 0.82292(15) 0.49821(12) 0.0450(6) Uani 1 1 d . . .
O2 O 0.9588(2) 0.66397(12) 0.49058(10) 0.0493(5) Uani 1 1 d . . .
C34 C 0.8123(3) 0.65422(19) 0.52041(14) 0.0418(7) Uani 1 1 d . . .
C37 C 0.5212(3) 0.6185(2) 0.57593(14) 0.0459(7) Uani 1 1 d . . .
C42 C 0.5629(3) 0.7039(2) 0.58063(14) 0.0445(7) Uani 1 1 d . . .
C43 C 0.7128(3) 0.72224(18) 0.55188(14) 0.0426(7) Uani 1 1 d . . .
C35 C 0.7702(3) 0.5694(2) 0.51475(15) 0.0482(7) Uani 1 1 d . . .
H35 H 0.8388 0.5254 0.4922 0.058 Uiso 1 1 calc R . .
C44 C 0.7590(3) 0.8147(2) 0.55156(15) 0.0469(7) Uani 1 1 d . . .
H44 H 0.666(3) 0.858(2) 0.5399(14) 0.056 Uiso 1 1 calc . . .
C38 C 0.3735(3) 0.6006(2) 0.60585(15) 0.0591(9) Uani 1 1 d . . .
H38 H 0.3464 0.5440 0.6034 0.071 Uiso 1 1 calc R . .
C36 C 0.6285(3) 0.5523(2) 0.54248(15) 0.0511(8) Uani 1 1 d . . .
H36 H 0.6017 0.4957 0.5394 0.061 Uiso 1 1 calc R . .
C39 C 0.2719(4) 0.6649(3) 0.63779(16) 0.0655(10) Uani 1 1 d . . .
H39 H 0.1761 0.6521 0.6574 0.079 Uiso 1 1 calc R . .
C41 C 0.4527(3) 0.7683(2) 0.61415(16) 0.0581(8) Uani 1 1 d . . .
H41 H 0.4776 0.8252 0.6179 0.070 Uiso 1 1 calc R . .
C40 C 0.3106(4) 0.7499(3) 0.64136(17) 0.0685(10) Uani 1 1 d . . .
H40 H 0.2394 0.7943 0.6623 0.082 Uiso 1 1 calc R . .
C45 C 0.8120(3) 0.8422(2) 0.61671(15) 0.0498(8) Uani 1 1 d . . .
C46 C 0.8170(4) 0.7869(2) 0.67384(17) 0.0662(9) Uani 1 1 d . . .
H46 H 0.7867 0.7307 0.6736 0.079 Uiso 1 1 calc R . .
C50 C 0.8608(4) 0.9237(2) 0.61867(19) 0.0685(10) Uani 1 1 d . . .
H50 H 0.8606 0.9611 0.5803 0.082 Uiso 1 1 calc R . .
C49 C 0.9102(5) 0.9511(3) 0.6763(2) 0.0838(12) Uani 1 1 d . . .
H49 H 0.9410 1.0071 0.6768 0.101 Uiso 1 1 calc R . .
C48 C 0.9139(5) 0.8963(3) 0.7330(2) 0.0865(12) Uani 1 1 d . . .
H48 H 0.9481 0.9143 0.7719 0.104 Uiso 1 1 calc R . .
C47 C 0.8672(5) 0.8153(3) 0.73146(19) 0.0830(12) Uani 1 1 d . . .
H47 H 0.8688 0.7779 0.7699 0.100 Uiso 1 1 calc R . .
C51 C 0.8345(3) 0.85344(19) 0.43360(15) 0.0447(7) Uani 1 1 d . . .
C52 C 0.8711(3) 0.8044(2) 0.37714(16) 0.0537(8) Uani 1 1 d . . .
H52 H 0.9330 0.7479 0.3800 0.064 Uiso 1 1 calc R . .
C56 C 0.7428(4) 0.9384(2) 0.42607(18) 0.0612(9) Uani 1 1 d . . .
H56 H 0.7192 0.9743 0.4624 0.073 Uiso 1 1 calc R . .
C53 C 0.8157(4) 0.8393(3) 0.31642(17) 0.0633(9) Uani 1 1 d . . .
H53 H 0.8453 0.8056 0.2792 0.076 Uiso 1 1 calc R . .
C54 C 0.7205(4) 0.9199(3) 0.30843(18) 0.0674(10) Uani 1 1 d . . .
C55 C 0.6866(4) 0.9697(2) 0.3645(2) 0.0755(11) Uani 1 1 d . . .
H55 H 0.6242 1.0260 0.3609 0.091 Uiso 1 1 calc R . .
C57 C 0.6506(6) 0.9516(4) 0.2434(2) 0.1048(16) Uani 1 1 d . . .
H57 H 0.693(6) 0.897(3) 0.220(2) 0.126 Uiso 1 1 calc . . .
C60 C 1.0094(3) 0.74688(19) 0.50478(16) 0.0448(7) Uani 1 1 d . . .
H60 H 1.035(3) 0.7413(19) 0.5516(15) 0.054 Uiso 1 1 calc . . .
C61 C 1.1612(3) 0.7557(2) 0.46443(14) 0.0456(7) Uani 1 1 d . . .
C62 C 1.2446(3) 0.6860(2) 0.42937(16) 0.0575(8) Uani 1 1 d . . .
H62 H 1.2049 0.6327 0.4279 0.069 Uiso 1 1 calc R . .
C63 C 1.3888(4) 0.6960(3) 0.39613(18) 0.0715(10) Uani 1 1 d . . .
H63 H 1.4464 0.6487 0.3730 0.086 Uiso 1 1 calc R . .
C66 C 1.2217(4) 0.8339(3) 0.46554(19) 0.0730(10) Uani 1 1 d . . .
H66 H 1.1658 0.8813 0.4891 0.088 Uiso 1 1 calc R . .
C64 C 1.4467(4) 0.7741(3) 0.3970(2) 0.0786(12) Uani 1 1 d . . .
H64 H 1.5422 0.7806 0.3738 0.094 Uiso 1 1 calc R . .
C65 C 1.3647(4) 0.8427(3) 0.4320(2) 0.0884(13) Uani 1 1 d . . .
H65 H 1.4051 0.8958 0.4333 0.106 Uiso 1 1 calc R . .
C59 C 0.4889(7) 0.9442(7) 0.2418(3) 0.205(4) Uani 1 1 d U . .
H59A H 0.4246 1.0003 0.2526 0.307 Uiso 1 1 calc R . .
H59B H 0.4639 0.8980 0.2736 0.307 Uiso 1 1 calc R . .
H59C H 0.4683 0.9295 0.1980 0.307 Uiso 1 1 calc R . .
C26 C 0.6835(10) 0.9304(6) -0.0766(5) 0.246(5) Uani 1 1 d U . .
H26A H 0.5917 0.9575 -0.0505 0.368 Uiso 1 1 calc R . .
H26B H 0.6543 0.8869 -0.1039 0.368 Uiso 1 1 calc R . .
H26C H 0.7254 0.9758 -0.1044 0.368 Uiso 1 1 calc R . .
C58 C 0.7279(14) 1.0070(7) 0.2045(4) 0.303(8) Uani 1 1 d U . .
H58A H 0.6768 1.0209 0.1635 0.455 Uiso 1 1 calc R . .
H58B H 0.8354 0.9787 0.1952 0.455 Uiso 1 1 calc R . .
H58C H 0.7270 1.0613 0.2268 0.455 Uiso 1 1 calc R . .
C25 C 0.9610(9) 0.8897(5) -0.0483(5) 0.231(5) Uani 1 1 d U . .
H25A H 1.0071 0.8385 -0.0729 0.346 Uiso 1 1 calc R . .
H25B H 1.0107 0.8874 -0.0070 0.346 Uiso 1 1 calc R . .
H25C H 0.9767 0.9435 -0.0738 0.346 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
C10 C1 1.377(4) . ?
C10 C9 1.438(4) . ?
C10 C11 1.514(4) . ?
C4 C3 1.405(4) . ?
C4 C5 1.415(4) . ?
C4 C9 1.418(4) . ?
C1 O1 1.373(3) . ?
C1 C2 1.398(4) . ?
C9 C8 1.416(4) . ?
C12 C17 1.385(4) . ?
C12 C13 1.387(5) . ?
C12 C11 1.526(5) . ?
C28 C29 1.368(5) . ?
C28 C33 1.382(5) . ?
C28 C27 1.500(4) . ?
C2 C3 1.356(4) . ?
C2 H2 0.9300 . ?
C8 C7 1.373(4) . ?
C8 H8 0.9300 . ?
C18 C23 1.377(5) . ?
C18 C19 1.391(4) . ?
C18 N1 1.425(4) . ?
C5 C6 1.347(5) . ?
C5 H5 0.9300 . ?
C7 C6 1.392(5) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?
C3 H3 0.9300 . ?
C17 C16 1.392(6) . ?
C17 H17 0.9300 . ?
C23 C22 1.380(5) . ?
C23 H23 0.9300 . ?
C29 C30 1.393(5) . ?
C29 H29 0.9300 . ?
C19 C20 1.380(5) . ?
C19 H19 0.9300 . ?
C13 C14 1.379(5) . ?
C13 H13 0.9300 . ?
C20 C21 1.375(5) . ?
C20 H20 0.9300 . ?
C22 C21 1.377(5) . ?
C22 H22 0.9300 . ?
C15 C16 1.363(6) . ?
C15 C14 1.379(5) . ?
C15 H15 0.9300 . ?
C33 C32 1.383(5) . ?
C33 H33 0.9300 . ?
C21 C24 1.500(6) . ?
C14 H14 0.9300 . ?
C16 H16 0.9300 . ?
C30 C31 1.357(7) . ?
C30 H30 0.9300 . ?
C32 C31 1.366(7) . ?
C32 H32 0.9300 . ?
C31 H31 0.9300 . ?
C24 C26 1.368(8) . ?
C24 C25 1.423(9) . ?
C24 H24 1.36(5) . ?
C11 N1 1.488(4) . ?
C11 H11 0.90(3) . ?
O1 C27 1.453(4) . ?
N1 C27 1.443(4) . ?
C27 H27 1.02(3) . ?
N2 C51 1.430(4) . ?
N2 C60 1.437(3) . ?
N2 C44 1.486(4) . ?
O2 C34 1.379(3) . ?
O2 C60 1.447(3) . ?
C34 C43 1.379(4) . ?
C34 C35 1.404(4) . ?
C37 C42 1.408(4) . ?
C37 C36 1.412(4) . ?
C37 C38 1.423(4) . ?
C42 C41 1.408(4) . ?
C42 C43 1.434(4) . ?
C43 C44 1.518(4) . ?
C35 C36 1.358(4) . ?
C35 H35 0.9300 . ?
C44 C45 1.526(4) . ?
C44 H44 0.95(3) . ?
C38 C39 1.354(5) . ?
C38 H38 0.9300 . ?
C36 H36 0.9300 . ?
C39 C40 1.389(5) . ?
C39 H39 0.9300 . ?
C41 C40 1.365(4) . ?
C41 H41 0.9300 . ?
C40 H40 0.9300 . ?
C45 C50 1.371(4) . ?
C45 C46 1.381(4) . ?
C46 C47 1.386(5) . ?
C46 H46 0.9300 . ?
C50 C49 1.378(5) . ?
C50 H50 0.9300 . ?
C49 C48 1.369(6) . ?
C49 H49 0.9300 . ?
C48 C47 1.356(5) . ?
C48 H48 0.9300 . ?
C47 H47 0.9300 . ?
C51 C52 1.386(4) . ?
C51 C56 1.398(4) . ?
C52 C53 1.388(4) . ?
C52 H52 0.9300 . ?
C56 C55 1.393(5) . ?
C56 H56 0.9300 . ?
C53 C54 1.359(5) . ?
C53 H53 0.9300 . ?
C54 C55 1.385(5) . ?
C54 C57 1.500(5) . ?
C55 H55 0.9300 . ?
C57 C58 1.338(8) . ?
C57 C59 1.413(7) . ?
C57 H57 0.94(5) . ?
C60 C61 1.504(4) . ?
C60 H60 0.97(3) . ?
C61 C66 1.372(4) . ?
C61 C62 1.376(4) . ?
C62 C63 1.389(4) . ?
C62 H62 0.9300 . ?
C63 C64 1.360(5) . ?
C63 H63 0.9300 . ?
C66 C65 1.380(5) . ?
C66 H66 0.9300 . ?
C64 C65 1.358(5) . ?
C64 H64 0.9300 . ?
C65 H65 0.9300 . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C10 C9 117.9(3) . . ?
C1 C10 C11 120.3(3) . . ?
C9 C10 C11 121.8(3) . . ?
C3 C4 C5 122.2(3) . . ?
C3 C4 C9 118.7(3) . . ?
C5 C4 C9 119.1(3) . . ?
O1 C1 C10 123.0(3) . . ?
O1 C1 C2 114.8(3) . . ?
C10 C1 C2 122.2(3) . . ?
C8 C9 C4 117.8(3) . . ?
C8 C9 C10 122.3(3) . . ?
C4 C9 C10 119.8(3) . . ?
C17 C12 C13 118.1(3) . . ?
C17 C12 C11 119.1(3) . . ?
C13 C12 C11 122.8(3) . . ?
C29 C28 C33 118.8(3) . . ?
C29 C28 C27 119.0(3) . . ?
C33 C28 C27 122.1(3) . . ?
C3 C2 C1 120.0(3) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C7 C8 C9 121.1(3) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C23 C18 C19 117.3(3) . . ?
C23 C18 N1 124.3(3) . . ?
C19 C18 N1 118.4(3) . . ?
C6 C5 C4 121.2(3) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C8 C7 C6 120.2(3) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C5 C6 C7 120.5(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C2 C3 C4 121.4(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C12 C17 C16 120.7(4) . . ?
C12 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C18 C23 C22 121.0(3) . . ?
C18 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C28 C29 C30 120.3(4) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C20 C19 C18 120.7(4) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C14 C13 C12 121.1(4) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C21 C20 C19 122.3(4) . . ?
C21 C20 H20 118.9 . . ?
C19 C20 H20 118.9 . . ?
C21 C22 C23 122.3(4) . . ?
C21 C22 H22 118.9 . . ?
C23 C22 H22 118.9 . . ?
C16 C15 C14 120.2(4) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C28 C33 C32 120.3(4) . . ?
C28 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C20 C21 C22 116.4(4) . . ?
C20 C21 C24 121.0(4) . . ?
C22 C21 C24 122.6(4) . . ?
C13 C14 C15 119.8(4) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C15 C16 C17 120.1(4) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C31 C30 C29 120.7(4) . . ?
C31 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C31 C32 C33 120.5(5) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C30 C31 C32 119.4(4) . . ?
C30 C31 H31 120.3 . . ?
C32 C31 H31 120.3 . . ?
C26 C24 C25 123.5(6) . . ?
C26 C24 C21 116.5(5) . . ?
C25 C24 C21 114.3(5) . . ?
C26 C24 H24 73(2) . . ?
C25 C24 H24 98(2) . . ?
C21 C24 H24 123(2) . . ?
N1 C11 C10 109.8(2) . . ?
N1 C11 C12 109.6(2) . . ?
C10 C11 C12 116.0(3) . . ?
N1 C11 H11 99.5(19) . . ?
C10 C11 H11 114.8(19) . . ?
C12 C11 H11 105.9(19) . . ?
C1 O1 C27 114.0(2) . . ?
C18 N1 C27 120.5(3) . . ?
C18 N1 C11 116.0(2) . . ?
C27 N1 C11 108.8(2) . . ?
N1 C27 O1 112.4(2) . . ?
N1 C27 C28 115.2(3) . . ?
O1 C27 C28 108.9(3) . . ?
N1 C27 H27 104.6(18) . . ?
O1 C27 H27 108.5(17) . . ?
C28 C27 H27 106.8(18) . . ?
C51 N2 C60 119.5(2) . . ?
C51 N2 C44 116.5(2) . . ?
C60 N2 C44 108.8(2) . . ?
C34 O2 C60 113.5(2) . . ?
C43 C34 O2 123.3(2) . . ?
C43 C34 C35 122.3(2) . . ?
O2 C34 C35 114.4(2) . . ?
C42 C37 C36 119.0(2) . . ?
C42 C37 C38 119.4(3) . . ?
C36 C37 C38 121.6(3) . . ?
C41 C42 C37 117.4(3) . . ?
C41 C42 C43 122.7(3) . . ?
C37 C42 C43 119.9(3) . . ?
C34 C43 C42 118.0(3) . . ?
C34 C43 C44 119.9(2) . . ?
C42 C43 C44 122.0(2) . . ?
C36 C35 C34 119.5(3) . . ?
C36 C35 H35 120.3 . . ?
C34 C35 H35 120.3 . . ?
N2 C44 C43 109.3(2) . . ?
N2 C44 C45 108.8(2) . . ?
C43 C44 C45 116.7(2) . . ?
N2 C44 H44 106.8(17) . . ?
C43 C44 H44 108.0(17) . . ?
C45 C44 H44 106.7(17) . . ?
C39 C38 C37 120.9(3) . . ?
C39 C38 H38 119.5 . . ?
C37 C38 H38 119.5 . . ?
C35 C36 C37 121.3(3) . . ?
C35 C36 H36 119.3 . . ?
C37 C36 H36 119.3 . . ?
C38 C39 C40 120.1(3) . . ?
C38 C39 H39 120.0 . . ?
C40 C39 H39 120.0 . . ?
C40 C41 C42 122.0(3) . . ?
C40 C41 H41 119.0 . . ?
C42 C41 H41 119.0 . . ?
C41 C40 C39 120.2(3) . . ?
C41 C40 H40 119.9 . . ?
C39 C40 H40 119.9 . . ?
C50 C45 C46 118.3(3) . . ?
C50 C45 C44 119.3(3) . . ?
C46 C45 C44 122.4(3) . . ?
C45 C46 C47 119.8(3) . . ?
C45 C46 H46 120.1 . . ?
C47 C46 H46 120.1 . . ?
C45 C50 C49 121.3(4) . . ?
C45 C50 H50 119.4 . . ?
C49 C50 H50 119.4 . . ?
C48 C49 C50 120.2(4) . . ?
C48 C49 H49 119.9 . . ?
C50 C49 H49 119.9 . . ?
C47 C48 C49 119.0(4) . . ?
C47 C48 H48 120.5 . . ?
C49 C48 H48 120.5 . . ?
C48 C47 C46 121.4(4) . . ?
C48 C47 H47 119.3 . . ?
C46 C47 H47 119.3 . . ?
C52 C51 C56 117.2(3) . . ?
C52 C51 N2 124.3(3) . . ?
C56 C51 N2 118.5(3) . . ?
C51 C52 C53 120.3(3) . . ?
C51 C52 H52 119.8 . . ?
C53 C52 H52 119.8 . . ?
C55 C56 C51 120.4(3) . . ?
C55 C56 H56 119.8 . . ?
C51 C56 H56 119.8 . . ?
C54 C53 C52 123.5(3) . . ?
C54 C53 H53 118.2 . . ?
C52 C53 H53 118.2 . . ?
C53 C54 C55 116.1(3) . . ?
C53 C54 C57 122.0(4) . . ?
C55 C54 C57 121.8(4) . . ?
C54 C55 C56 122.3(3) . . ?
C54 C55 H55 118.9 . . ?
C56 C55 H55 118.9 . . ?
C58 C57 C59 126.0(6) . . ?
C58 C57 C54 116.1(5) . . ?
C59 C57 C54 114.1(5) . . ?
C58 C57 H57 94(3) . . ?
C59 C57 H57 94(3) . . ?
C54 C57 H57 102(3) . . ?
N2 C60 O2 112.3(2) . . ?
N2 C60 C61 114.7(2) . . ?
O2 C60 C61 109.4(2) . . ?
N2 C60 H60 103.8(17) . . ?
O2 C60 H60 103.4(17) . . ?
C61 C60 H60 112.6(17) . . ?
C66 C61 C62 119.3(3) . . ?
C66 C61 C60 118.8(3) . . ?
C62 C61 C60 121.8(3) . . ?
C61 C62 C63 119.4(3) . . ?
C61 C62 H62 120.3 . . ?
C63 C62 H62 120.3 . . ?
C64 C63 C62 120.8(3) . . ?
C64 C63 H63 119.6 . . ?
C62 C63 H63 119.6 . . ?
C61 C66 C65 120.5(4) . . ?
C61 C66 H66 119.8 . . ?
C65 C66 H66 119.8 . . ?
C65 C64 C63 119.8(3) . . ?
C65 C64 H64 120.1 . . ?
C63 C64 H64 120.1 . . ?
C64 C65 C66 120.3(4) . . ?
C64 C65 H65 119.9 . . ?
C66 C65 H65 119.9 . . ?
C57 C59 H59A 109.5 . . ?
C57 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C57 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        28.61
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.126
_database_code_depnum_ccdc_archive 'CCDC 968940'
