# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H14 N4 O2'
_chemical_formula_sum            'C18 H14 N4 O2'
_chemical_formula_weight         318.33

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           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   5.6482(11)
_cell_length_b                   15.050(3)
_cell_length_c                   8.6769(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.73(3)
_cell_angle_gamma                90.00
_cell_volume                     736.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2484
_cell_measurement_theta_min      1.3530
_cell_measurement_theta_max      27.4581

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             332
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6100
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'

_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       'ω scans at fixed χ = 45°'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5270
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0366
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.71
_diffrn_reflns_theta_max         27.42
_reflns_number_total             1659
_reflns_number_gt                1556
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELX-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELX-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
;
 Mercury: visualization and analysis of crystal structures, C. F. Macrae,
 P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
 M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX-97 (Sheldrick, 2008)'

_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)+(0.0362P)²+0.3989P] 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         1659
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0614
_refine_ls_wR_factor_ref         0.1313
_refine_ls_wR_factor_gt          0.1283
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_restrained_S_all      1.191
_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
O1 O 0.0982(2) 0.05966(10) 0.84865(15) 0.0362(4) Uani 1 1 d . . .
N1 N 0.4885(3) 0.07416(11) 0.79770(17) 0.0299(4) Uani 1 1 d . . .
H1 H 0.6264 0.0933 0.8376 0.036 Uiso 1 1 calc R . .
N2 N 0.5625(3) 0.17482(11) 1.05612(19) 0.0329(4) Uani 1 1 d . . .
C1 C 0.3556(3) 0.13143(12) 1.0372(2) 0.0268(4) Uani 1 1 d . . .
C2 C 0.1875(3) 0.13024(13) 1.1461(2) 0.0314(4) Uani 1 1 d . . .
H2 H 0.0439 0.0979 1.1282 0.038 Uiso 1 1 calc R . .
C3 C 0.2336(4) 0.17733(14) 1.2821(2) 0.0342(5) Uani 1 1 d . . .
H3 H 0.1229 0.1771 1.3600 0.041 Uiso 1 1 calc R . .
C4 C 0.4419(4) 0.22448(14) 1.3025(2) 0.0354(5) Uani 1 1 d . . .
H4 H 0.4764 0.2585 1.3935 0.043 Uiso 1 1 calc R . .
C5 C 0.6004(4) 0.22111(15) 1.1870(2) 0.0380(5) Uani 1 1 d . . .
H5 H 0.7443 0.2536 1.2018 0.046 Uiso 1 1 calc R . .
C6 C 0.3014(3) 0.08407(12) 0.8860(2) 0.0267(4) Uani 1 1 d . . .
C7 C 0.4870(3) 0.03629(12) 0.6479(2) 0.0282(4) Uani 1 1 d . . .
C8 C 0.3019(3) -0.01539(13) 0.5835(2) 0.0320(4) Uani 1 1 d . . .
H8 H 0.1659 -0.0261 0.6397 0.038 Uiso 1 1 calc R . .
C9 C 0.6840(3) 0.05122(13) 0.5627(2) 0.0312(4) Uani 1 1 d . . .
H9 H 0.8110 0.0866 0.6057 0.037 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
O1 C6 1.229(2) . ?
N1 C6 1.353(2) . ?
N1 C7 1.419(2) . ?
N1 H1 0.8800 . ?
N2 C5 1.338(2) . ?
N2 C1 1.339(2) . ?
C1 C2 1.383(3) . ?
C1 C6 1.507(2) . ?
C2 C3 1.386(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.376(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C7 C8 1.391(3) . ?
C7 C9 1.393(3) . ?
C8 C9 1.386(3) 3_656 ?
C8 H8 0.9500 . ?
C9 C8 1.386(3) 3_656 ?
C9 H9 0.9500 . ?

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 C7 127.21(16) . . ?
C6 N1 H1 116.4 . . ?
C7 N1 H1 116.4 . . ?
C5 N2 C1 116.63(17) . . ?
N2 C1 C2 123.70(17) . . ?
N2 C1 C6 117.63(16) . . ?
C2 C1 C6 118.63(16) . . ?
C1 C2 C3 118.40(18) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C4 C3 C2 119.03(18) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 118.33(18) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
N2 C5 C4 123.87(19) . . ?
N2 C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
O1 C6 N1 124.64(17) . . ?
O1 C6 C1 120.30(17) . . ?
N1 C6 C1 115.03(16) . . ?
C8 C7 C9 118.84(17) . . ?
C8 C7 N1 123.52(17) . . ?
C9 C7 N1 117.64(17) . . ?
C9 C8 C7 119.94(18) 3_656 . ?
C9 C8 H8 120.0 3_656 . ?
C7 C8 H8 120.0 . . ?
C8 C9 C7 121.22(18) 3_656 . ?
C8 C9 H9 119.4 3_656 . ?
C7 C9 H9 119.4 . . ?

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 N2 C1 C2 -2.0(3) . . . . ?
C5 N2 C1 C6 175.84(17) . . . . ?
N2 C1 C2 C3 0.8(3) . . . . ?
C6 C1 C2 C3 -177.06(17) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?
C1 N2 C5 C4 1.5(3) . . . . ?
C3 C4 C5 N2 0.2(3) . . . . ?
C7 N1 C6 O1 1.2(3) . . . . ?
C7 N1 C6 C1 -176.78(16) . . . . ?
N2 C1 C6 O1 -164.45(17) . . . . ?
C2 C1 C6 O1 13.5(3) . . . . ?
N2 C1 C6 N1 13.6(2) . . . . ?
C2 C1 C6 N1 -168.41(17) . . . . ?
C6 N1 C7 C8 -15.7(3) . . . . ?
C6 N1 C7 C9 165.11(18) . . . . ?
C9 C7 C8 C9 0.2(3) . . . 3_656 ?
N1 C7 C8 C9 -178.92(18) . . . 3_656 ?
C8 C7 C9 C8 -0.2(3) . . . 3_656 ?
N1 C7 C9 C8 178.97(17) . . . 3_656 ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.42
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.043
_database_code_depnum_ccdc_archive 'CCDC 942457'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H16 N2 O2'
_chemical_formula_sum            'C20 H16 N2 O2'
_chemical_formula_weight         316.35

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   18.047(4)
_cell_length_b                   5.2394(10)
_cell_length_c                   7.8799(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.25(3)
_cell_angle_gamma                90.00
_cell_volume                     743.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1502
_cell_measurement_theta_min      4.91
_cell_measurement_theta_max      68.22

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             332
_exptl_absorpt_coefficient_mu    0.744
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7210
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR by T. Higashi, March, 2001'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku raxis Rapid IP Area Detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            1345
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0830
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         4.91
_diffrn_reflns_theta_max         68.22
_reflns_number_total             1345
_reflns_number_gt                1100
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Rapid Auto(Rigaku 2001)'
_computing_cell_refinement       'Rapid Auto(Rigaku 2001)'
_computing_data_reduction        'Rapid Auto(Rigaku 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
;
 Mercury: visualization and analysis of crystal structures, C. F. Macrae,
 P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
 M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX-97 (Sheldrick, 2008)'

_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)+(0.0245P)²+1.1067P] 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         1345
_refine_ls_number_parameters     110
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1104
_refine_ls_R_factor_gt           0.0931
_refine_ls_wR_factor_ref         0.1756
_refine_ls_wR_factor_gt          0.1685
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_restrained_S_all      1.199
_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
O1 O 0.31743(15) 0.8756(5) 0.0698(5) 0.0319(8) Uani 1 1 d . . .
N1 N 0.35055(16) 0.4554(6) 0.0727(4) 0.0195(8) Uani 1 1 d . . .
H1 H 0.3342 0.2990 0.0861 0.023 Uiso 1 1 calc R . .
C1 C 0.5305(2) 0.3121(7) -0.0985(6) 0.0199(9) Uani 1 1 d . . .
H1A H 0.5513 0.1841 -0.1658 0.024 Uiso 1 1 calc R . .
C2 C 0.4572(2) 0.2960(8) -0.0617(5) 0.0215(10) Uani 1 1 d . . .
H2 H 0.4276 0.1564 -0.1036 0.026 Uiso 1 1 calc R . .
C3 C 0.4260(2) 0.4848(7) 0.0372(6) 0.0181(9) Uani 1 1 d . . .
C4 C 0.3015(2) 0.6497(7) 0.0879(6) 0.0205(9) Uani 1 1 d . . .
C5 C 0.2245(2) 0.5699(7) 0.1225(5) 0.0191(9) Uani 1 1 d . . .
C6 C 0.2084(2) 0.3507(8) 0.2122(6) 0.0260(10) Uani 1 1 d . . .
H6 H 0.2474 0.2390 0.2518 0.031 Uiso 1 1 calc R . .
C7 C 0.1358(2) 0.2945(9) 0.2440(6) 0.0278(11) Uani 1 1 d . . .
H7 H 0.1254 0.1458 0.3070 0.033 Uiso 1 1 calc R . .
C8 C 0.0785(2) 0.4528(8) 0.1849(6) 0.0284(11) Uani 1 1 d . . .
H8 H 0.0287 0.4123 0.2056 0.034 Uiso 1 1 calc R . .
C9 C 0.0941(2) 0.6714(8) 0.0950(6) 0.0272(11) Uani 1 1 d . . .
H9 H 0.0548 0.7804 0.0532 0.033 Uiso 1 1 calc R . .
C10 C 0.1664(2) 0.7308(8) 0.0662(6) 0.0235(10) Uani 1 1 d . . .
H10 H 0.1767 0.8833 0.0072 0.028 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
O1 C4 1.229(4) . ?
N1 C4 1.360(5) . ?
N1 C3 1.419(5) . ?
N1 H1 0.8800 . ?
C1 C2 1.379(5) . ?
C1 C3 1.387(5) 3_665 ?
C1 H1A 0.9500 . ?
C2 C3 1.402(5) . ?
C2 H2 0.9500 . ?
C3 C1 1.387(5) 3_665 ?
C4 C5 1.495(5) . ?
C5 C6 1.391(6) . ?
C5 C10 1.393(5) . ?
C6 C7 1.384(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.379(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.387(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.375(5) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?

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
C4 N1 C3 125.2(3) . . ?
C4 N1 H1 117.4 . . ?
C3 N1 H1 117.4 . . ?
C2 C1 C3 120.1(4) . 3_665 ?
C2 C1 H1A 120.0 . . ?
C3 C1 H1A 120.0 3_665 . ?
C1 C2 C3 120.3(4) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C1 C3 C2 119.6(3) 3_665 . ?
C1 C3 N1 122.7(3) 3_665 . ?
C2 C3 N1 117.6(3) . . ?
O1 C4 N1 123.5(4) . . ?
O1 C4 C5 121.3(3) . . ?
N1 C4 C5 115.2(3) . . ?
C6 C5 C10 118.7(4) . . ?
C6 C5 C4 123.8(4) . . ?
C10 C5 C4 117.5(4) . . ?
C7 C6 C5 120.3(4) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C8 C7 C6 120.5(4) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 119.6(4) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C10 C9 C8 120.1(4) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C5 120.8(4) . . ?
C9 C10 H10 119.6 . . ?
C5 C10 H10 119.6 . . ?

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 C1 C2 C3 0.2(7) 3_665 . . . ?
C1 C2 C3 C1 -0.2(7) . . . 3_665 ?
C1 C2 C3 N1 -179.1(4) . . . . ?
C4 N1 C3 C1 35.2(6) . . . 3_665 ?
C4 N1 C3 C2 -145.9(4) . . . . ?
C3 N1 C4 O1 1.0(7) . . . . ?
C3 N1 C4 C5 178.9(4) . . . . ?
O1 C4 C5 C6 -151.7(5) . . . . ?
N1 C4 C5 C6 30.4(6) . . . . ?
O1 C4 C5 C10 25.9(6) . . . . ?
N1 C4 C5 C10 -152.0(4) . . . . ?
C10 C5 C6 C7 0.2(6) . . . . ?
C4 C5 C6 C7 177.8(4) . . . . ?
C5 C6 C7 C8 1.0(7) . . . . ?
C6 C7 C8 C9 -0.9(7) . . . . ?
C7 C8 C9 C10 -0.5(7) . . . . ?
C8 C9 C10 C5 1.7(7) . . . . ?
C6 C5 C10 C9 -1.6(6) . . . . ?
C4 C5 C10 C9 -179.3(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.88 2.24 3.096(4) 163.7 1_545

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        68.22
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.091
_database_code_depnum_ccdc_archive 'CCDC 942458'
#######################################################################
#
#                 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_sa2403

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H24 N2 O2'
_chemical_formula_sum            'C34 H24 N2 O2'
_chemical_formula_weight         492.55

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           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                   48.195(10)
_cell_length_b                   13.492(3)
_cell_length_c                   19.716(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.39(3)
_cell_angle_gamma                90.00
_cell_volume                     11854(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    17673
_cell_measurement_theta_min      1.58
_cell_measurement_theta_max      31.27

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.104
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4128
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9770
_exptl_absorpt_correction_T_max  0.9952
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Saturn724+ CCD'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            39572
_diffrn_reflns_av_R_equivalents  0.0909
_diffrn_reflns_av_sigmaI/netI    0.0834
_diffrn_reflns_limit_h_min       -57
_diffrn_reflns_limit_h_max       57
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         0.91
_diffrn_reflns_theta_max         25.00
_reflns_number_total             10436
_reflns_number_gt                6912
_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, 2008)'
_computing_structure_refinement  'Olex2 ver 1.1'
_computing_molecular_graphics    'Olex2 ver 1.1'
_computing_publication_material  'SHELX97 (Sheldrick, 2008)'


_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)+(0.1000P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10436
_refine_ls_number_parameters     731
_refine_ls_number_restraints     176
_refine_ls_R_factor_all          0.1407
_refine_ls_R_factor_gt           0.1002
_refine_ls_wR_factor_ref         0.2724
_refine_ls_wR_factor_gt          0.2549
_refine_ls_goodness_of_fit_ref   1.374
_refine_ls_restrained_S_all      1.383
_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
O1 O 0.29901(6) 0.26724(18) 0.38456(16) 0.0301(7) Uani 1 1 d . . .
O2 O 0.17231(7) 0.5071(2) 0.42954(19) 0.0457(9) Uani 1 1 d . . .
O3 O 0.19041(6) 0.8714(2) 0.54067(17) 0.0357(7) Uani 1 1 d . . .
O4 O 0.03650(8) 0.6844(3) 0.4391(2) 0.0558(10) Uani 1 1 d . . .
N1 N 0.29625(7) 0.4207(2) 0.42672(19) 0.0269(8) Uani 1 1 d . . .
H1 H 0.3043 0.4801 0.4365 0.032 Uiso 1 1 calc R . .
N2 N 0.19369(7) 0.3702(2) 0.49732(19) 0.0296(8) Uani 1 1 d . . .
H2 H 0.1922 0.3233 0.5268 0.035 Uiso 1 1 calc R . .
N3 N 0.18017(8) 0.7161(3) 0.5656(2) 0.0348(9) Uani 1 1 d . . .
H3A H 0.1871 0.6552 0.5752 0.042 Uiso 1 1 calc R . .
N4 N 0.06031(8) 0.7820(3) 0.5382(2) 0.0402(9) Uani 1 1 d . . .
H4A H 0.0582 0.8204 0.5720 0.048 Uiso 1 1 calc R . .
C1 C 0.33410(9) 0.3871(3) 0.3766(2) 0.0312(10) Uani 1 1 d . . .
C2 C 0.33994(10) 0.3329(3) 0.3232(2) 0.0353(10) Uani 1 1 d . . .
H2A H 0.3278 0.2770 0.3016 0.042 Uiso 1 1 calc R . .
C3 C 0.36284(10) 0.3588(3) 0.3010(3) 0.0405(12) Uani 1 1 d . . .
H3 H 0.3669 0.3201 0.2656 0.049 Uiso 1 1 calc R . .
C4 C 0.37999(10) 0.4431(3) 0.3315(3) 0.0419(12) Uani 1 1 d . . .
H4 H 0.3954 0.4639 0.3157 0.050 Uiso 1 1 calc R . .
C5 C 0.37434(10) 0.4945(3) 0.3838(3) 0.0397(11) Uani 1 1 d . . .
H5 H 0.3865 0.5504 0.4051 0.048 Uiso 1 1 calc R . .
C6 C 0.35193(9) 0.4698(3) 0.4075(2) 0.0337(10) Uani 1 1 d . . .
H6 H 0.3486 0.5080 0.4441 0.040 Uiso 1 1 calc R . .
C7 C 0.30873(9) 0.3539(3) 0.3964(2) 0.0282(9) Uani 1 1 d . . .
C8 C 0.27028(9) 0.4000(3) 0.4441(2) 0.0243(9) Uani 1 1 d . . .
C9 C 0.27319(9) 0.4041(3) 0.5163(2) 0.0304(10) Uani 1 1 d . . .
H9 H 0.2924 0.4150 0.5537 0.036 Uiso 1 1 calc R . .
C10 C 0.24828(9) 0.3926(3) 0.5352(2) 0.0323(10) Uani 1 1 d . . .
H10 H 0.2505 0.3955 0.5852 0.039 Uiso 1 1 calc R . .
C11 C 0.21992(9) 0.3767(3) 0.4799(2) 0.0266(9) Uani 1 1 d . . .
C12 C 0.21756(9) 0.3662(3) 0.4078(2) 0.0258(9) Uani 1 1 d . . .
C13 C 0.24273(9) 0.3799(3) 0.3891(2) 0.0287(10) Uani 1 1 d . . .
C14 C 0.18907(9) 0.3409(3) 0.3417(2) 0.0287(9) Uani 1 1 d . . .
H14 H 0.1712 0.3314 0.3550 0.034 Uiso 1 1 calc R . .
C15 C 0.18496(9) 0.4232(3) 0.2869(2) 0.0254(9) Uani 1 1 d . . .
C16 C 0.20940(9) 0.4349(3) 0.2673(2) 0.0275(9) Uani 1 1 d . . .
C17 C 0.23559(9) 0.3654(3) 0.3079(2) 0.0265(9) Uani 1 1 d . . .
H17 H 0.2533 0.3756 0.2942 0.032 Uiso 1 1 calc R . .
C18 C 0.22194(9) 0.2616(3) 0.2891(2) 0.0244(9) Uani 1 1 d . . .
C19 C 0.19665(9) 0.2494(3) 0.3072(2) 0.0253(9) Uani 1 1 d . . .
C20 C 0.18105(10) 0.1590(3) 0.2916(2) 0.0326(10) Uani 1 1 d . . .
H20 H 0.1639 0.1497 0.3037 0.039 Uiso 1 1 calc R . .
C21 C 0.19085(10) 0.0835(3) 0.2587(2) 0.0377(11) Uani 1 1 d . . .
H21 H 0.1806 0.0218 0.2486 0.045 Uiso 1 1 calc R . .
C22 C 0.21571(10) 0.0981(3) 0.2403(2) 0.0350(11) Uani 1 1 d . . .
H22 H 0.2219 0.0467 0.2164 0.042 Uiso 1 1 calc R . .
C23 C 0.23159(10) 0.1868(3) 0.2565(2) 0.0321(10) Uani 1 1 d . . .
H23 H 0.2489 0.1954 0.2451 0.039 Uiso 1 1 calc R . .
C24 C 0.15942(10) 0.4814(3) 0.2548(2) 0.0300(10) Uani 1 1 d . . .
H24 H 0.1428 0.4743 0.2691 0.036 Uiso 1 1 calc R . .
C25 C 0.15865(10) 0.5508(3) 0.2010(3) 0.0380(11) Uani 1 1 d . . .
H25 H 0.1412 0.5902 0.1780 0.046 Uiso 1 1 calc R . .
C26 C 0.18280(10) 0.5618(3) 0.1816(2) 0.0368(11) Uani 1 1 d . . .
H26 H 0.1820 0.6094 0.1454 0.044 Uiso 1 1 calc R . .
C27 C 0.20852(9) 0.5050(3) 0.2136(2) 0.0302(10) Uani 1 1 d . . .
H27 H 0.2252 0.5133 0.1996 0.036 Uiso 1 1 calc R . .
C28 C 0.17081(10) 0.4374(3) 0.4678(2) 0.0346(10) Uani 1 1 d . . .
C29 C 0.14292(9) 0.4201(3) 0.4828(2) 0.0308(10) Uani 1 1 d . . .
C30 C 0.13560(10) 0.3298(3) 0.5049(3) 0.0374(11) Uani 1 1 d . . .
H30 H 0.1490 0.2754 0.5126 0.045 Uiso 1 1 calc R . .
C31 C 0.10897(11) 0.3175(4) 0.5158(3) 0.0537(14) Uani 1 1 d . . .
H31 H 0.1040 0.2550 0.5305 0.064 Uiso 1 1 calc R . .
C32 C 0.08987(12) 0.3967(4) 0.5053(4) 0.0641(18) Uani 1 1 d . . .
H32 H 0.0719 0.3895 0.5141 0.077 Uiso 1 1 calc R . .
C33 C 0.09657(12) 0.4870(4) 0.4819(4) 0.0652(18) Uani 1 1 d . . .
H33 H 0.0829 0.5408 0.4734 0.078 Uiso 1 1 calc R . .
C34 C 0.12269(11) 0.4990(3) 0.4710(3) 0.0466(13) Uani 1 1 d . . .
H34 H 0.1272 0.5614 0.4553 0.056 Uiso 1 1 calc R . .
C35 C 0.23169(9) 0.7585(3) 0.5826(2) 0.0291(10) Uani 1 1 d . . .
C36 C 0.25186(10) 0.8351(3) 0.5911(3) 0.0429(12) Uani 1 1 d . . .
H36 H 0.2447 0.9011 0.5806 0.051 Uiso 1 1 calc R . .
C37 C 0.28290(10) 0.8164(4) 0.6150(3) 0.0448(12) Uani 1 1 d . . .
H37 H 0.2968 0.8688 0.6205 0.054 Uiso 1 1 calc R . .
C38 C 0.29251(11) 0.7196(4) 0.6303(3) 0.0470(13) Uani 1 1 d . . .
H38 H 0.3134 0.7058 0.6479 0.056 Uiso 1 1 calc R . .
C39 C 0.27258(11) 0.6422(4) 0.6206(3) 0.0495(14) Uani 1 1 d . . .
H39 H 0.2794 0.5757 0.6301 0.059 Uiso 1 1 calc R . .
C40 C 0.24202(11) 0.6648(3) 0.5963(3) 0.0447(13) Uani 1 1 d . . .
H40 H 0.2281 0.6123 0.5893 0.054 Uiso 1 1 calc R . .
C41 C 0.19941(10) 0.7873(3) 0.5612(2) 0.0308(10) Uani 1 1 d . . .
C42 C 0.14949(9) 0.7326(3) 0.5557(2) 0.0305(10) Uani 1 1 d . . .
C43 C 0.14093(10) 0.7095(3) 0.6126(3) 0.0361(11) Uani 1 1 d . . .
H43 H 0.1553 0.6838 0.6569 0.043 Uiso 1 1 calc R . .
C44 C 0.11143(11) 0.7234(3) 0.6060(3) 0.0414(12) Uani 1 1 d . . .
H44 H 0.1057 0.7071 0.6457 0.050 Uiso 1 1 calc R . .
C45 C 0.09046(10) 0.7609(3) 0.5417(3) 0.0354(11) Uani 1 1 d . . .
C46 C 0.09895(10) 0.7851(3) 0.4852(2) 0.0319(10) Uani 1 1 d . . .
C47 C 0.12867(9) 0.7693(3) 0.4914(2) 0.0277(9) Uani 1 1 d . . .
C48 C 0.13389(9) 0.7966(3) 0.4214(2) 0.0292(9) Uani 1 1 d . . .
H48 H 0.1549 0.7834 0.4254 0.035 Uiso 1 1 calc R . .
C49 C 0.07957(9) 0.8308(3) 0.4110(2) 0.0339(10) Uani 1 1 d . . .
H49 H 0.0585 0.8437 0.4065 0.041 Uiso 1 1 calc R . .
C50 C 0.09554(10) 0.9239(3) 0.4041(2) 0.0314(10) Uani 1 1 d . . .
C51 C 0.12508(10) 0.9059(3) 0.4087(2) 0.0329(10) Uani 1 1 d . . .
C52 C 0.08115(10) 0.7586(3) 0.3532(3) 0.0347(11) Uani 1 1 d . . .
C53 C 0.05704(11) 0.7130(4) 0.2983(3) 0.0465(13) Uani 1 1 d . . .
H53 H 0.0370 0.7268 0.2931 0.056 Uiso 1 1 calc R . .
C54 C 0.06294(12) 0.6457(3) 0.2505(3) 0.0485(13) Uani 1 1 d . . .
H54 H 0.0468 0.6122 0.2137 0.058 Uiso 1 1 calc R . .
C55 C 0.09193(11) 0.6287(3) 0.2573(3) 0.0443(12) Uani 1 1 d . . .
H55 H 0.0956 0.5851 0.2237 0.053 Uiso 1 1 calc R . .
C56 C 0.11625(10) 0.6740(3) 0.3124(3) 0.0366(11) Uani 1 1 d . . .
H56 H 0.1363 0.6599 0.3177 0.044 Uiso 1 1 calc R . .
C57 C 0.11041(9) 0.7398(3) 0.3591(2) 0.0275(9) Uani 1 1 d . . .
C58 C 0.08449(12) 1.0196(3) 0.3964(3) 0.0464(12) Uani 1 1 d . . .
H58 H 0.0647 1.0320 0.3939 0.056 Uiso 1 1 calc R . .
C59 C 0.10259(13) 1.0971(3) 0.3923(3) 0.0518(14) Uani 1 1 d . . .
H59 H 0.0951 1.1629 0.3864 0.062 Uiso 1 1 calc R . .
C60 C 0.13184(12) 1.0796(3) 0.3967(3) 0.0491(13) Uani 1 1 d . . .
H60 H 0.1440 1.1341 0.3950 0.059 Uiso 1 1 calc R . .
C61 C 0.14337(11) 0.9852(3) 0.4036(2) 0.0399(11) Uani 1 1 d . . .
H61 H 0.1630 0.9736 0.4049 0.048 Uiso 1 1 calc R . .
C62 C 0.03558(11) 0.7450(4) 0.4852(3) 0.0481(13) Uani 1 1 d . A .
C63 C 0.00607(12) 0.7809(5) 0.4814(3) 0.0668(17) Uani 1 1 d D . .
C64 C -0.0178(3) 0.7849(7) 0.4220(7) 0.057(3) Uani 0.551(7) 1 d PDU A 1
H64 H -0.0158 0.7696 0.3771 0.069 Uiso 0.551(7) 1 calc PR A 1
C65 C -0.0451(3) 0.8092(8) 0.4194(7) 0.077(4) Uani 0.551(7) 1 d PDU A 1
H65 H -0.0618 0.8065 0.3739 0.093 Uiso 0.551(7) 1 calc PR A 1
C66 C -0.0493(3) 0.8368(9) 0.4787(8) 0.082(4) Uani 0.551(7) 1 d PDU A 1
H66 H -0.0681 0.8620 0.4754 0.098 Uiso 0.551(7) 1 calc PR A 1
C67 C -0.0257(3) 0.8287(9) 0.5461(8) 0.097(4) Uani 0.551(7) 1 d PDU A 1
H67 H -0.0285 0.8461 0.5898 0.116 Uiso 0.551(7) 1 calc PR A 1
C68 C 0.0016(2) 0.7950(8) 0.5490(7) 0.084(4) Uani 0.551(7) 1 d PDU A 1
H68 H 0.0173 0.7812 0.5948 0.101 Uiso 0.551(7) 1 calc PR A 1
C64' C -0.0205(3) 0.7557(7) 0.4406(6) 0.044(3) Uani 0.449(7) 1 d PDU A 2
H64' H -0.0220 0.6950 0.4150 0.052 Uiso 0.449(7) 1 calc PR A 2
C65' C -0.0468(3) 0.8010(11) 0.4279(8) 0.075(4) Uani 0.449(7) 1 d PDU A 2
H65' H -0.0648 0.7727 0.3940 0.090 Uiso 0.449(7) 1 calc PR A 2
C66' C -0.0481(3) 0.8839(11) 0.4616(8) 0.073(4) Uani 0.449(7) 1 d PDU A 2
H66' H -0.0669 0.9135 0.4545 0.088 Uiso 0.449(7) 1 calc PR A 2
C67' C -0.0219(3) 0.9269(11) 0.5070(9) 0.093(4) Uani 0.449(7) 1 d PDU A 2
H67' H -0.0226 0.9859 0.5327 0.111 Uiso 0.449(7) 1 calc PR A 2
C68' C 0.0054(3) 0.8858(9) 0.5159(8) 0.081(4) Uani 0.449(7) 1 d PDU A 2
H68' H 0.0235 0.9201 0.5424 0.097 Uiso 0.449(7) 1 calc PR A 2


_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 C7 1.248(5) . ?
O2 C28 1.225(5) . ?
O3 C41 1.226(5) . ?
O4 C62 1.236(6) . ?
N1 C7 1.344(5) . ?
N1 C8 1.445(5) . ?
N1 H1 0.8800 . ?
N2 C28 1.373(5) . ?
N2 C11 1.433(5) . ?
N2 H2 0.8800 . ?
N3 C41 1.361(5) . ?
N3 C42 1.433(5) . ?
N3 H3A 0.8800 . ?
N4 C62 1.347(6) . ?
N4 C45 1.456(5) . ?
N4 H4A 0.8800 . ?
C1 C2 1.396(6) . ?
C1 C6 1.398(6) . ?
C1 C7 1.487(6) . ?
C2 C3 1.378(6) . ?
C2 H2A 0.9500 . ?
C3 C4 1.400(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.354(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.371(6) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C8 C9 1.378(6) . ?
C8 C13 1.384(6) . ?
C9 C10 1.395(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.403(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.391(6) . ?
C12 C13 1.407(6) . ?
C12 C14 1.528(6) . ?
C13 C17 1.517(6) . ?
C14 C15 1.508(5) . ?
C14 C19 1.521(5) . ?
C14 H14 1.0000 . ?
C15 C16 1.382(6) . ?
C15 C24 1.392(6) . ?
C16 C27 1.407(6) . ?
C16 C17 1.531(5) . ?
C17 C18 1.531(5) . ?
C17 H17 1.0000 . ?
C18 C23 1.369(6) . ?
C18 C19 1.404(6) . ?
C19 C20 1.404(5) . ?
C20 C21 1.384(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.392(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.391(6) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C25 1.405(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.365(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.387(6) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.501(6) . ?
C29 C30 1.383(6) . ?
C29 C34 1.402(6) . ?
C30 C31 1.391(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.374(7) . ?
C31 H31 0.9500 . ?
C32 C33 1.383(8) . ?
C32 H32 0.9500 . ?
C33 C34 1.364(7) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 C40 1.347(6) . ?
C35 C36 1.384(6) . ?
C35 C41 1.500(6) . ?
C36 C37 1.409(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.380(7) . ?
C37 H37 0.9500 . ?
C38 C39 1.382(7) . ?
C38 H38 0.9500 . ?
C39 C40 1.398(6) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C42 C43 1.369(6) . ?
C42 C47 1.376(6) . ?
C43 C44 1.390(6) . ?
C43 H43 0.9500 . ?
C44 C45 1.381(6) . ?
C44 H44 0.9500 . ?
C45 C46 1.365(6) . ?
C46 C47 1.407(6) . ?
C46 C49 1.534(6) . ?
C47 C48 1.539(6) . ?
C48 C57 1.522(6) . ?
C48 C51 1.530(6) . ?
C48 H48 1.0000 . ?
C49 C50 1.507(6) . ?
C49 C52 1.523(6) . ?
C49 H49 1.0000 . ?
C50 C58 1.383(6) . ?
C50 C51 1.412(6) . ?
C51 C61 1.413(6) . ?
C52 C57 1.394(6) . ?
C52 C53 1.394(6) . ?
C53 C54 1.414(7) . ?
C53 H53 0.9500 . ?
C54 C55 1.371(7) . ?
C54 H54 0.9500 . ?
C55 C56 1.399(6) . ?
C55 H55 0.9500 . ?
C56 C57 1.382(6) . ?
C56 H56 0.9500 . ?
C58 C59 1.383(7) . ?
C58 H58 0.9500 . ?
C59 C60 1.399(7) . ?
C59 H59 0.9500 . ?
C60 C61 1.375(6) . ?
C60 H60 0.9500 . ?
C61 H61 0.9500 . ?
C62 C63 1.477(7) . ?
C63 C64' 1.273(14) . ?
C63 C64 1.293(13) . ?
C63 C68 1.442(13) . ?
C63 C68' 1.576(14) . ?
C64 C65 1.338(10) . ?
C64 H64 0.9500 . ?
C65 C66 1.313(12) . ?
C65 H65 0.9500 . ?
C66 C67 1.383(14) . ?
C66 H66 0.9500 . ?
C67 C68 1.374(12) . ?
C67 H67 0.9500 . ?
C68 H68 0.9500 . ?
C64' C65' 1.341(11) . ?
C64' H64' 0.9500 . ?
C65' C66' 1.315(13) . ?
C65' H65' 0.9500 . ?
C66' C67' 1.366(14) . ?
C66' H66' 0.9500 . ?
C67' C68' 1.378(13) . ?
C67' H67' 0.9500 . ?
C68' H68' 0.9500 . ?

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
C7 N1 C8 123.4(3) . . ?
C7 N1 H1 118.3 . . ?
C8 N1 H1 118.3 . . ?
C28 N2 C11 119.8(3) . . ?
C28 N2 H2 120.1 . . ?
C11 N2 H2 120.1 . . ?
C41 N3 C42 125.1(3) . . ?
C41 N3 H3A 117.5 . . ?
C42 N3 H3A 117.5 . . ?
C62 N4 C45 122.4(4) . . ?
C62 N4 H4A 118.8 . . ?
C45 N4 H4A 118.8 . . ?
C2 C1 C6 118.6(4) . . ?
C2 C1 C7 117.5(4) . . ?
C6 C1 C7 123.8(4) . . ?
C3 C2 C1 121.6(4) . . ?
C3 C2 H2A 119.2 . . ?
C1 C2 H2A 119.2 . . ?
C2 C3 C4 118.8(4) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 119.1(4) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 123.2(4) . . ?
C4 C5 H5 118.4 . . ?
C6 C5 H5 118.4 . . ?
C5 C6 C1 118.6(4) . . ?
C5 C6 H6 120.7 . . ?
C1 C6 H6 120.7 . . ?
O1 C7 N1 120.8(4) . . ?
O1 C7 C1 121.4(4) . . ?
N1 C7 C1 117.8(3) . . ?
C9 C8 C13 120.5(4) . . ?
C9 C8 N1 118.7(4) . . ?
C13 C8 N1 120.8(4) . . ?
C8 C9 C10 120.9(4) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C11 119.5(4) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C12 C11 C10 119.1(4) . . ?
C12 C11 N2 120.2(4) . . ?
C10 C11 N2 120.7(4) . . ?
C11 C12 C13 120.8(4) . . ?
C11 C12 C14 126.2(4) . . ?
C13 C12 C14 113.0(4) . . ?
C8 C13 C12 119.1(4) . . ?
C8 C13 C17 128.0(4) . . ?
C12 C13 C17 112.8(4) . . ?
C15 C14 C19 105.4(3) . . ?
C15 C14 C12 106.0(3) . . ?
C19 C14 C12 105.8(3) . . ?
C15 C14 H14 113.0 . . ?
C19 C14 H14 113.0 . . ?
C12 C14 H14 113.0 . . ?
C16 C15 C24 120.6(4) . . ?
C16 C15 C14 113.0(3) . . ?
C24 C15 C14 126.3(4) . . ?
C15 C16 C27 120.1(4) . . ?
C15 C16 C17 113.9(3) . . ?
C27 C16 C17 126.0(4) . . ?
C13 C17 C16 106.5(3) . . ?
C13 C17 C18 106.1(3) . . ?
C16 C17 C18 103.9(3) . . ?
C13 C17 H17 113.2 . . ?
C16 C17 H17 113.2 . . ?
C18 C17 H17 113.2 . . ?
C23 C18 C19 121.1(4) . . ?
C23 C18 C17 126.5(4) . . ?
C19 C18 C17 112.4(3) . . ?
C18 C19 C20 119.4(4) . . ?
C18 C19 C14 113.5(3) . . ?
C20 C19 C14 127.1(4) . . ?
C21 C20 C19 119.4(4) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C20 C21 C22 120.0(4) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C23 C22 C21 121.0(4) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C18 C23 C22 119.1(4) . . ?
C18 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C15 C24 C25 118.9(4) . . ?
C15 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
C26 C25 C24 120.3(4) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 121.5(4) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.2 . . ?
C26 C27 C16 118.6(4) . . ?
C26 C27 H27 120.7 . . ?
C16 C27 H27 120.7 . . ?
O2 C28 N2 122.8(4) . . ?
O2 C28 C29 120.5(4) . . ?
N2 C28 C29 116.7(4) . . ?
C30 C29 C34 118.4(4) . . ?
C30 C29 C28 123.6(4) . . ?
C34 C29 C28 117.9(4) . . ?
C29 C30 C31 121.0(4) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 H30 119.5 . . ?
C32 C31 C30 119.2(5) . . ?
C32 C31 H31 120.4 . . ?
C30 C31 H31 120.4 . . ?
C31 C32 C33 120.5(5) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C34 C33 C32 120.2(5) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C33 C34 C29 120.6(5) . . ?
C33 C34 H34 119.7 . . ?
C29 C34 H34 119.7 . . ?
C40 C35 C36 119.1(4) . . ?
C40 C35 C41 124.4(4) . . ?
C36 C35 C41 116.5(4) . . ?
C35 C36 C37 120.9(4) . . ?
C35 C36 H36 119.5 . . ?
C37 C36 H36 119.5 . . ?
C38 C37 C36 117.9(4) . . ?
C38 C37 H37 121.1 . . ?
C36 C37 H37 121.1 . . ?
C37 C38 C39 121.8(5) . . ?
C37 C38 H38 119.1 . . ?
C39 C38 H38 119.1 . . ?
C38 C39 C40 117.9(4) . . ?
C38 C39 H39 121.0 . . ?
C40 C39 H39 121.0 . . ?
C35 C40 C39 122.3(4) . . ?
C35 C40 H40 118.9 . . ?
C39 C40 H40 118.9 . . ?
O3 C41 N3 120.7(4) . . ?
O3 C41 C35 122.1(4) . . ?
N3 C41 C35 117.2(4) . . ?
C43 C42 C47 119.7(4) . . ?
C43 C42 N3 118.1(4) . . ?
C47 C42 N3 122.2(4) . . ?
C42 C43 C44 120.6(4) . . ?
C42 C43 H43 119.7 . . ?
C44 C43 H43 119.7 . . ?
C45 C44 C43 120.0(4) . . ?
C45 C44 H44 120.0 . . ?
C43 C44 H44 120.0 . . ?
C46 C45 C44 119.6(4) . . ?
C46 C45 N4 121.2(4) . . ?
C44 C45 N4 118.9(4) . . ?
C45 C46 C47 120.4(4) . . ?
C45 C46 C49 127.7(4) . . ?
C47 C46 C49 111.9(4) . . ?
C42 C47 C46 119.6(4) . . ?
C42 C47 C48 127.0(4) . . ?
C46 C47 C48 113.3(4) . . ?
C57 C48 C51 106.2(3) . . ?
C57 C48 C47 106.1(3) . . ?
C51 C48 C47 104.3(3) . . ?
C57 C48 H48 113.2 . . ?
C51 C48 H48 113.2 . . ?
C47 C48 H48 113.2 . . ?
C50 C49 C52 106.9(4) . . ?
C50 C49 C46 106.0(3) . . ?
C52 C49 C46 105.7(3) . . ?
C50 C49 H49 112.5 . . ?
C52 C49 H49 112.5 . . ?
C46 C49 H49 112.5 . . ?
C58 C50 C51 120.3(4) . . ?
C58 C50 C49 126.9(4) . . ?
C51 C50 C49 112.9(3) . . ?
C50 C51 C61 120.4(4) . . ?
C50 C51 C48 112.7(4) . . ?
C61 C51 C48 126.8(4) . . ?
C57 C52 C53 120.1(4) . . ?
C57 C52 C49 113.1(4) . . ?
C53 C52 C49 126.8(4) . . ?
C52 C53 C54 118.8(5) . . ?
C52 C53 H53 120.6 . . ?
C54 C53 H53 120.6 . . ?
C55 C54 C53 119.9(5) . . ?
C55 C54 H54 120.0 . . ?
C53 C54 H54 120.0 . . ?
C54 C55 C56 121.6(5) . . ?
C54 C55 H55 119.2 . . ?
C56 C55 H55 119.2 . . ?
C57 C56 C55 118.4(4) . . ?
C57 C56 H56 120.8 . . ?
C55 C56 H56 120.8 . . ?
C56 C57 C52 121.2(4) . . ?
C56 C57 C48 125.7(4) . . ?
C52 C57 C48 113.1(4) . . ?
C59 C58 C50 119.1(5) . . ?
C59 C58 H58 120.4 . . ?
C50 C58 H58 120.4 . . ?
C58 C59 C60 120.8(4) . . ?
C58 C59 H59 119.6 . . ?
C60 C59 H59 119.6 . . ?
C61 C60 C59 121.5(5) . . ?
C61 C60 H60 119.3 . . ?
C59 C60 H60 119.3 . . ?
C60 C61 C51 117.9(5) . . ?
C60 C61 H61 121.0 . . ?
C51 C61 H61 121.0 . . ?
O4 C62 N4 123.2(5) . . ?
O4 C62 C63 118.9(5) . . ?
N4 C62 C63 117.9(5) . . ?
C64' C63 C64 26.4(6) . . ?
C64' C63 C68 98.6(7) . . ?
C64 C63 C68 115.9(8) . . ?
C64' C63 C62 131.5(8) . . ?
C64 C63 C62 124.6(7) . . ?
C68 C63 C62 118.5(7) . . ?
C64' C63 C68' 109.3(8) . . ?
C64 C63 C68' 101.3(7) . . ?
C68 C63 C68' 56.5(6) . . ?
C62 C63 C68' 116.8(7) . . ?
C63 C64 C65 124.6(10) . . ?
C63 C64 H64 117.7 . . ?
C65 C64 H64 117.7 . . ?
C66 C65 C64 121.1(11) . . ?
C66 C65 H65 119.5 . . ?
C64 C65 H65 119.5 . . ?
C65 C66 C67 119.0(10) . . ?
C65 C66 H66 120.5 . . ?
C67 C66 H66 120.5 . . ?
C68 C67 C66 119.2(12) . . ?
C68 C67 H67 120.4 . . ?
C66 C67 H67 120.4 . . ?
C67 C68 C63 118.9(10) . . ?
C67 C68 H68 120.5 . . ?
C63 C68 H68 120.5 . . ?
C63 C64' C65' 130.4(11) . . ?
C63 C64' H64' 114.8 . . ?
C65' C64' H64' 114.8 . . ?
C66' C65' C64' 121.1(12) . . ?
C66' C65' H65' 119.5 . . ?
C64' C65' H65' 119.5 . . ?
C65' C66' C67' 118.9(11) . . ?
C65' C66' H66' 120.5 . . ?
C67' C66' H66' 120.5 . . ?
C66' C67' C68' 120.7(13) . . ?
C66' C67' H67' 119.6 . . ?
C68' C67' H67' 119.6 . . ?
C67' C68' C63 118.9(11) . . ?
C67' C68' H68' 120.6 . . ?
C63 C68' H68' 120.6 . . ?

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 0.5(6) . . . . ?
C7 C1 C2 C3 179.5(4) . . . . ?
C1 C2 C3 C4 -1.8(7) . . . . ?
C2 C3 C4 C5 2.4(7) . . . . ?
C3 C4 C5 C6 -1.8(7) . . . . ?
C4 C5 C6 C1 0.4(7) . . . . ?
C2 C1 C6 C5 0.3(6) . . . . ?
C7 C1 C6 C5 -178.7(4) . . . . ?
C8 N1 C7 O1 -3.3(6) . . . . ?
C8 N1 C7 C1 175.8(4) . . . . ?
C2 C1 C7 O1 21.7(6) . . . . ?
C6 C1 C7 O1 -159.3(4) . . . . ?
C2 C1 C7 N1 -157.4(4) . . . . ?
C6 C1 C7 N1 21.6(6) . . . . ?
C7 N1 C8 C9 117.3(4) . . . . ?
C7 N1 C8 C13 -65.0(5) . . . . ?
C13 C8 C9 C10 -2.8(6) . . . . ?
N1 C8 C9 C10 174.8(3) . . . . ?
C8 C9 C10 C11 -0.1(6) . . . . ?
C9 C10 C11 C12 4.2(6) . . . . ?
C9 C10 C11 N2 -176.4(3) . . . . ?
C28 N2 C11 C12 -61.6(5) . . . . ?
C28 N2 C11 C10 119.0(4) . . . . ?
C10 C11 C12 C13 -5.5(6) . . . . ?
N2 C11 C12 C13 175.1(3) . . . . ?
C10 C11 C12 C14 175.1(4) . . . . ?
N2 C11 C12 C14 -4.3(6) . . . . ?
C9 C8 C13 C12 1.5(6) . . . . ?
N1 C8 C13 C12 -176.0(3) . . . . ?
C9 C8 C13 C17 -175.4(4) . . . . ?
N1 C8 C13 C17 7.0(6) . . . . ?
C11 C12 C13 C8 2.6(5) . . . . ?
C14 C12 C13 C8 -177.9(3) . . . . ?
C11 C12 C13 C17 -179.9(3) . . . . ?
C14 C12 C13 C17 -0.5(4) . . . . ?
C11 C12 C14 C15 123.9(4) . . . . ?
C13 C12 C14 C15 -55.6(4) . . . . ?
C11 C12 C14 C19 -124.5(4) . . . . ?
C13 C12 C14 C19 56.1(4) . . . . ?
C19 C14 C15 C16 -54.7(4) . . . . ?
C12 C14 C15 C16 57.2(4) . . . . ?
C19 C14 C15 C24 122.6(4) . . . . ?
C12 C14 C15 C24 -125.5(4) . . . . ?
C24 C15 C16 C27 -0.9(6) . . . . ?
C14 C15 C16 C27 176.6(4) . . . . ?
C24 C15 C16 C17 179.8(3) . . . . ?
C14 C15 C16 C17 -2.7(5) . . . . ?
C8 C13 C17 C16 -128.4(4) . . . . ?
C12 C13 C17 C16 54.5(4) . . . . ?
C8 C13 C17 C18 121.3(4) . . . . ?
C12 C13 C17 C18 -55.8(4) . . . . ?
C15 C16 C17 C13 -53.5(4) . . . . ?
C27 C16 C17 C13 127.2(4) . . . . ?
C15 C16 C17 C18 58.2(4) . . . . ?
C27 C16 C17 C18 -121.0(4) . . . . ?
C13 C17 C18 C23 -125.2(4) . . . . ?
C16 C17 C18 C23 122.8(4) . . . . ?
C13 C17 C18 C19 56.6(4) . . . . ?
C16 C17 C18 C19 -55.4(4) . . . . ?
C23 C18 C19 C20 0.1(6) . . . . ?
C17 C18 C19 C20 178.4(3) . . . . ?
C23 C18 C19 C14 -179.0(4) . . . . ?
C17 C18 C19 C14 -0.7(5) . . . . ?
C15 C14 C19 C18 56.8(4) . . . . ?
C12 C14 C19 C18 -55.2(4) . . . . ?
C15 C14 C19 C20 -122.2(4) . . . . ?
C12 C14 C19 C20 125.7(4) . . . . ?
C18 C19 C20 C21 -0.1(6) . . . . ?
C14 C19 C20 C21 178.9(4) . . . . ?
C19 C20 C21 C22 -0.9(6) . . . . ?
C20 C21 C22 C23 1.9(7) . . . . ?
C19 C18 C23 C22 0.9(6) . . . . ?
C17 C18 C23 C22 -177.2(4) . . . . ?
C21 C22 C23 C18 -1.9(6) . . . . ?
C16 C15 C24 C25 1.3(6) . . . . ?
C14 C15 C24 C25 -175.9(4) . . . . ?
C15 C24 C25 C26 -1.1(6) . . . . ?
C24 C25 C26 C27 0.5(7) . . . . ?
C25 C26 C27 C16 -0.1(6) . . . . ?
C15 C16 C27 C26 0.3(6) . . . . ?
C17 C16 C27 C26 179.5(4) . . . . ?
C11 N2 C28 O2 -3.8(6) . . . . ?
C11 N2 C28 C29 174.4(3) . . . . ?
O2 C28 C29 C30 159.1(4) . . . . ?
N2 C28 C29 C30 -19.2(6) . . . . ?
O2 C28 C29 C34 -18.4(6) . . . . ?
N2 C28 C29 C34 163.3(4) . . . . ?
C34 C29 C30 C31 -0.6(7) . . . . ?
C28 C29 C30 C31 -178.1(5) . . . . ?
C29 C30 C31 C32 -0.7(8) . . . . ?
C30 C31 C32 C33 1.9(9) . . . . ?
C31 C32 C33 C34 -1.8(10) . . . . ?
C32 C33 C34 C29 0.5(9) . . . . ?
C30 C29 C34 C33 0.7(7) . . . . ?
C28 C29 C34 C33 178.3(5) . . . . ?
C40 C35 C36 C37 -1.2(7) . . . . ?
C41 C35 C36 C37 176.5(4) . . . . ?
C35 C36 C37 C38 -0.5(8) . . . . ?
C36 C37 C38 C39 1.9(8) . . . . ?
C37 C38 C39 C40 -1.6(8) . . . . ?
C36 C35 C40 C39 1.6(8) . . . . ?
C41 C35 C40 C39 -176.0(5) . . . . ?
C38 C39 C40 C35 -0.2(8) . . . . ?
C42 N3 C41 O3 -7.4(7) . . . . ?
C42 N3 C41 C35 172.3(4) . . . . ?
C40 C35 C41 O3 -171.0(5) . . . . ?
C36 C35 C41 O3 11.4(6) . . . . ?
C40 C35 C41 N3 9.3(7) . . . . ?
C36 C35 C41 N3 -168.3(4) . . . . ?
C41 N3 C42 C43 -120.6(5) . . . . ?
C41 N3 C42 C47 60.2(6) . . . . ?
C47 C42 C43 C44 -0.3(7) . . . . ?
N3 C42 C43 C44 -179.6(4) . . . . ?
C42 C43 C44 C45 -0.1(7) . . . . ?
C43 C44 C45 C46 -0.7(7) . . . . ?
C43 C44 C45 N4 -175.2(4) . . . . ?
C62 N4 C45 C46 59.1(6) . . . . ?
C62 N4 C45 C44 -126.5(5) . . . . ?
C44 C45 C46 C47 1.9(6) . . . . ?
N4 C45 C46 C47 176.3(4) . . . . ?
C44 C45 C46 C49 -177.6(4) . . . . ?
N4 C45 C46 C49 -3.2(7) . . . . ?
C43 C42 C47 C46 1.5(6) . . . . ?
N3 C42 C47 C46 -179.2(4) . . . . ?
C43 C42 C47 C48 -178.2(4) . . . . ?
N3 C42 C47 C48 1.0(6) . . . . ?
C45 C46 C47 C42 -2.3(6) . . . . ?
C49 C46 C47 C42 177.3(4) . . . . ?
C45 C46 C47 C48 177.5(4) . . . . ?
C49 C46 C47 C48 -2.9(5) . . . . ?
C42 C47 C48 C57 126.1(4) . . . . ?
C46 C47 C48 C57 -53.6(4) . . . . ?
C42 C47 C48 C51 -121.9(4) . . . . ?
C46 C47 C48 C51 58.3(4) . . . . ?
C45 C46 C49 C50 124.3(5) . . . . ?
C47 C46 C49 C50 -55.3(4) . . . . ?
C45 C46 C49 C52 -122.4(5) . . . . ?
C47 C46 C49 C52 58.0(4) . . . . ?
C52 C49 C50 C58 127.6(5) . . . . ?
C46 C49 C50 C58 -119.9(5) . . . . ?
C52 C49 C50 C51 -54.6(5) . . . . ?
C46 C49 C50 C51 57.9(5) . . . . ?
C58 C50 C51 C61 -1.7(7) . . . . ?
C49 C50 C51 C61 -179.7(4) . . . . ?
C58 C50 C51 C48 176.7(4) . . . . ?
C49 C50 C51 C48 -1.3(5) . . . . ?
C57 C48 C51 C50 56.0(5) . . . . ?
C47 C48 C51 C50 -55.9(4) . . . . ?
C57 C48 C51 C61 -125.7(5) . . . . ?
C47 C48 C51 C61 122.4(5) . . . . ?
C50 C49 C52 C57 56.1(5) . . . . ?
C46 C49 C52 C57 -56.5(5) . . . . ?
C50 C49 C52 C53 -123.9(5) . . . . ?
C46 C49 C52 C53 123.5(5) . . . . ?
C57 C52 C53 C54 1.7(7) . . . . ?
C49 C52 C53 C54 -178.3(4) . . . . ?
C52 C53 C54 C55 -1.9(7) . . . . ?
C53 C54 C55 C56 2.2(7) . . . . ?
C54 C55 C56 C57 -2.2(7) . . . . ?
C55 C56 C57 C52 1.9(6) . . . . ?
C55 C56 C57 C48 -179.3(4) . . . . ?
C53 C52 C57 C56 -1.7(6) . . . . ?
C49 C52 C57 C56 178.2(4) . . . . ?
C53 C52 C57 C48 179.4(4) . . . . ?
C49 C52 C57 C48 -0.7(5) . . . . ?
C51 C48 C57 C56 126.3(4) . . . . ?
C47 C48 C57 C56 -123.1(4) . . . . ?
C51 C48 C57 C52 -54.8(4) . . . . ?
C47 C48 C57 C52 55.8(4) . . . . ?
C51 C50 C58 C59 0.9(7) . . . . ?
C49 C50 C58 C59 178.6(5) . . . . ?
C50 C58 C59 C60 -0.8(8) . . . . ?
C58 C59 C60 C61 1.5(8) . . . . ?
C59 C60 C61 C51 -2.2(7) . . . . ?
C50 C51 C61 C60 2.3(7) . . . . ?
C48 C51 C61 C60 -175.9(4) . . . . ?
C45 N4 C62 O4 5.9(8) . . . . ?
C45 N4 C62 C63 -172.6(4) . . . . ?
O4 C62 C63 C64' 5.7(10) . . . . ?
N4 C62 C63 C64' -175.7(7) . . . . ?
O4 C62 C63 C64 -26.8(8) . . . . ?
N4 C62 C63 C64 151.8(6) . . . . ?
O4 C62 C63 C68 140.9(7) . . . . ?
N4 C62 C63 C68 -40.6(8) . . . . ?
O4 C62 C63 C68' -154.6(7) . . . . ?
N4 C62 C63 C68' 24.0(8) . . . . ?
C64' C63 C64 C65 59.0(18) . . . . ?
C68 C63 C64 C65 6.0(5) . . . . ?
C62 C63 C64 C65 173.9(7) . . . . ?
C68' C63 C64 C65 -52.0(6) . . . . ?
C63 C64 C65 C66 3.9(7) . . . . ?
C64 C65 C66 C67 -8.1(13) . . . . ?
C65 C66 C67 C68 2.1(15) . . . . ?
C66 C67 C68 C63 7.6(14) . . . . ?
C64' C63 C68 C67 -32.5(11) . . . . ?
C64 C63 C68 C67 -11.5(11) . . . . ?
C62 C63 C68 C67 179.8(8) . . . . ?
C68' C63 C68 C67 75.0(10) . . . . ?
C64 C63 C64' C65' -79.9(18) . . . . ?
C68 C63 C64' C65' 53.5(6) . . . . ?
C62 C63 C64' C65' -165.4(7) . . . . ?
C68' C63 C64' C65' -3.9(5) . . . . ?
C63 C64' C65' C66' -2.2(7) . . . . ?
C64' C65' C66' C67' 3.8(14) . . . . ?
C65' C66' C67' C68' 1.8(18) . . . . ?
C66' C67' C68' C63 -8.1(17) . . . . ?
C64' C63 C68' C67' 8.8(11) . . . . ?
C64 C63 C68' C67' 34.8(12) . . . . ?
C68 C63 C68' C67' -78.9(11) . . . . ?
C62 C63 C68' C67' 173.3(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.008
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.097

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 7 4 ' '
2 0.000 0.500 0.234 1172 513 ' '
3 0.000 0.000 0.500 7 4 ' '
4 0.500 0.000 0.474 1172 513 ' '
5 0.500 0.500 0.000 7 4 ' '
6 0.500 0.500 0.500 7 4 ' '
_database_code_depnum_ccdc_archive 'CCDC 942459'
#######################################################################
#
#                 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_sa2322

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H14 N4 O2'
_chemical_formula_sum            'C18 H14 N4 O2'
_chemical_formula_weight         318.33

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           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   4.813(3)
_cell_length_b                   9.377(5)
_cell_length_c                   15.910(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.696(9)
_cell_angle_gamma                90.00
_cell_volume                     718.1(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2012
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      27.46

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             332
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9639
_exptl_absorpt_correction_T_max  0.9930
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Saturn724+ CCD'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4911
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_sigmaI/netI    0.0497
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.36
_diffrn_reflns_theta_max         27.47
_reflns_number_total             1631
_reflns_number_gt                1433
_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, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 ver 1.1'
_computing_publication_material  'SHELX97 (Sheldrick, 2008)'


_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)+(0.0215P)²+0.4235P] 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         1631
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0623
_refine_ls_wR_factor_ref         0.1163
_refine_ls_wR_factor_gt          0.1107
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_restrained_S_all      1.170
_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
O1 O -0.0233(3) 0.79375(15) 1.02754(8) 0.0330(4) Uani 1 1 d . . .
N1 N 0.0292(3) 0.70236(17) 0.89445(10) 0.0263(4) Uani 1 1 d . . .
H1 H -0.0356 0.6341 0.8617 0.032 Uiso 1 1 calc R . .
N2 N -0.3562(3) 0.50326(17) 0.92423(10) 0.0271(4) Uani 1 1 d . . .
C1 C 0.2384(4) 0.7886(2) 0.85899(11) 0.0241(4) Uani 1 1 d . . .
C2 C 0.3311(4) 0.7499(2) 0.77941(12) 0.0278(4) Uani 1 1 d . . .
H2 H 0.2529 0.6692 0.7518 0.033 Uiso 1 1 calc R . .
C3 C 0.5372(4) 0.8288(2) 0.74036(12) 0.0301(5) Uani 1 1 d . . .
H3 H 0.5967 0.8033 0.6857 0.036 Uiso 1 1 calc R . .
C4 C 0.6555(4) 0.9444(2) 0.78115(12) 0.0303(5) Uani 1 1 d . . .
H4 H 0.7993 0.9972 0.7551 0.036 Uiso 1 1 calc R . .
C5 C 0.5631(4) 0.9829(2) 0.86026(12) 0.0299(5) Uani 1 1 d . . .
H5 H 0.6447 1.0625 0.8881 0.036 Uiso 1 1 calc R . .
C6 C 0.3528(4) 0.9068(2) 0.89942(12) 0.0276(4) Uani 1 1 d . . .
H6 H 0.2882 0.9352 0.9531 0.033 Uiso 1 1 calc R . .
C7 C -0.0858(4) 0.7097(2) 0.97159(11) 0.0238(4) Uani 1 1 d . . .
C8 C -0.3065(4) 0.5982(2) 0.98535(11) 0.0231(4) Uani 1 1 d . . .
C9 C -0.5501(4) 0.4052(2) 0.93918(12) 0.0271(4) Uani 1 1 d . . .
H9 H -0.5914 0.3359 0.8973 0.032 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
O1 C7 1.224(2) . ?
N1 C7 1.354(2) . ?
N1 C1 1.414(2) . ?
N1 H1 0.8800 . ?
N2 C9 1.334(2) . ?
N2 C8 1.338(2) . ?
C1 C6 1.392(3) . ?
C1 C2 1.396(3) . ?
C2 C3 1.390(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.383(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.509(3) . ?
C8 C9 1.393(3) 3_467 ?
C9 C8 1.393(3) 3_467 ?
C9 H9 0.9500 . ?

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
C7 N1 C1 129.29(17) . . ?
C7 N1 H1 115.4 . . ?
C1 N1 H1 115.4 . . ?
C9 N2 C8 116.65(16) . . ?
C6 C1 C2 119.82(17) . . ?
C6 C1 N1 123.42(17) . . ?
C2 C1 N1 116.76(17) . . ?
C3 C2 C1 120.32(19) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C4 C3 C2 119.97(18) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 119.69(19) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 120.99(19) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 119.18(18) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
O1 C7 N1 126.34(18) . . ?
O1 C7 C8 120.54(17) . . ?
N1 C7 C8 113.11(16) . . ?
N2 C8 C9 121.70(17) . 3_467 ?
N2 C8 C7 118.41(16) . . ?
C9 C8 C7 119.88(17) 3_467 . ?
N2 C9 C8 121.65(18) . 3_467 ?
N2 C9 H9 119.2 . . ?
C8 C9 H9 119.2 3_467 . ?

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
C7 N1 C1 C6 -4.1(3) . . . . ?
C7 N1 C1 C2 175.64(18) . . . . ?
C6 C1 C2 C3 0.0(3) . . . . ?
N1 C1 C2 C3 -179.71(17) . . . . ?
C1 C2 C3 C4 1.4(3) . . . . ?
C2 C3 C4 C5 -1.4(3) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C2 C1 C6 C5 -1.4(3) . . . . ?
N1 C1 C6 C5 178.35(17) . . . . ?
C4 C5 C6 C1 1.3(3) . . . . ?
C1 N1 C7 O1 -1.7(3) . . . . ?
C1 N1 C7 C8 179.54(16) . . . . ?
C9 N2 C8 C9 0.0(3) . . . 3_467 ?
C9 N2 C8 C7 179.13(16) . . . . ?
O1 C7 C8 N2 -176.06(17) . . . . ?
N1 C7 C8 N2 2.8(2) . . . . ?
O1 C7 C8 C9 3.1(3) . . . 3_467 ?
N1 C7 C8 C9 -178.09(17) . . . 3_467 ?
C8 N2 C9 C8 0.0(3) . . . 3_467 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 N2 0.88 2.22 2.678(2) 112.3 .

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.049
_database_code_depnum_ccdc_archive 'CCDC 942460'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H15 N3 O2'
_chemical_formula_sum            'C19 H15 N3 O2'
_chemical_formula_weight         317.34

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           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   5.4114(11)
_cell_length_b                   20.902(4)
_cell_length_c                   6.7857(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.29(3)
_cell_angle_gamma                90.00
_cell_volume                     732.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2383
_cell_measurement_theta_min      1.9487
_cell_measurement_theta_max      27.4810

_exptl_crystal_description       rod
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             332
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7939
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'MM007HF + CCD (Saturn724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5333
_diffrn_reflns_av_R_equivalents  0.0530
_diffrn_reflns_av_sigmaI/netI    0.0522
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         27.50
_reflns_number_total             1660
_reflns_number_gt                1479
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELX-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELX-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
;
 Mercury: visualization and analysis of crystal structures, C. F. Macrae,
 P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
 M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX-97 (Sheldrick, 2008)'

_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)+(0.0221P)²+0.5675P] 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         1660
_refine_ls_number_parameters     118
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0686
_refine_ls_wR_factor_ref         0.1244
_refine_ls_wR_factor_gt          0.1190
_refine_ls_goodness_of_fit_ref   1.208
_refine_ls_restrained_S_all      1.204
_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
O1 O 0.3488(3) 0.08411(8) 0.4164(2) 0.0330(4) Uani 1 1 d . . .
N1 N 0.7840(3) 0.09347(9) 0.4702(3) 0.0243(4) Uani 1 1 d . . .
H1 H 0.9110 0.0815 0.4221 0.029 Uiso 1 1 calc R . .
N2 N 0.729(3) 0.0048(8) 0.150(3) 0.0249(19) Uani 0.50 1 d PDU . 1
C10 C 0.741(3) -0.0020(10) 0.163(4) 0.0213(18) Uani 0.50 1 d PDU . 2
H10 H 0.8968 -0.0048 0.2741 0.026 Uiso 0.50 1 calc PR . 2
C1 C 0.7174(4) 0.13115(10) 0.7953(3) 0.0225(5) Uani 1 1 d . . .
H1A H 0.5709 0.1041 0.7758 0.027 Uiso 1 1 calc R . .
C2 C 0.7998(4) 0.16959(10) 0.9696(3) 0.0256(5) Uani 1 1 d . . .
H2 H 0.7089 0.1685 1.0696 0.031 Uiso 1 1 calc R . .
C3 C 1.0118(4) 0.20945(11) 1.0001(3) 0.0278(5) Uani 1 1 d . . .
H3 H 1.0664 0.2355 1.1200 0.033 Uiso 1 1 calc R . .
C4 C 1.1436(4) 0.21095(11) 0.8536(4) 0.0299(5) Uani 1 1 d . . .
H4 H 1.2886 0.2385 0.8729 0.036 Uiso 1 1 calc R . .
C5 C 1.0659(4) 0.17267(10) 0.6793(3) 0.0248(5) Uani 1 1 d . . .
H5 H 1.1582 0.1737 0.5802 0.030 Uiso 1 1 calc R . .
C6 C 0.8521(4) 0.13269(10) 0.6497(3) 0.0202(4) Uani 1 1 d . . .
C7 C 0.5439(4) 0.07263(10) 0.3661(3) 0.0220(5) Uani 1 1 d . . .
C8 C 0.5275(4) 0.03441(10) 0.1749(3) 0.0221(5) Uani 1 1 d D . .
C9 C 0.2921(4) 0.03306(11) 0.0199(3) 0.0264(5) Uani 1 1 d . . .
H9 H 0.1493 0.0576 0.0312 0.032 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
O1 C7 1.226(2) . ?
N1 C7 1.353(3) . ?
N1 C6 1.422(3) . ?
N1 H1 0.8800 . ?
N2 C8 1.305(12) . ?
N2 C9 1.378(18) 3_655 ?
C10 C9 1.36(2) 3_655 ?
C10 C8 1.407(13) . ?
C10 H10 0.9500 . ?
C1 C2 1.389(3) . ?
C1 C6 1.392(3) . ?
C1 H1A 0.9500 . ?
C2 C3 1.383(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.385(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9500 . ?
C7 C8 1.503(3) . ?
C8 C9 1.390(3) . ?
C9 C10 1.36(2) 3_655 ?
C9 N2 1.378(18) 3_655 ?
C9 H9 0.9500 . ?

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
C7 N1 C6 126.62(18) . . ?
C7 N1 H1 116.7 . . ?
C6 N1 H1 116.7 . . ?
C8 N2 C9 121.0(13) . 3_655 ?
C9 C10 C8 114.9(15) 3_655 . ?
C9 C10 H10 122.6 3_655 . ?
C8 C10 H10 122.6 . . ?
C2 C1 C6 119.2(2) . . ?
C2 C1 H1A 120.4 . . ?
C6 C1 H1A 120.4 . . ?
C3 C2 C1 121.2(2) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 119.2(2) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 120.6(2) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 119.9(2) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 119.95(19) . . ?
C1 C6 N1 122.51(18) . . ?
C5 C6 N1 117.53(18) . . ?
O1 C7 N1 124.3(2) . . ?
O1 C7 C8 120.64(19) . . ?
N1 C7 C8 115.01(18) . . ?
N2 C8 C9 120.4(9) . . ?
N2 C8 C10 5.8(19) . . ?
C9 C8 C10 122.0(10) . . ?
N2 C8 C7 121.6(9) . . ?
C9 C8 C7 117.99(19) . . ?
C10 C8 C7 119.9(10) . . ?
C10 C9 N2 7.1(16) 3_655 3_655 ?
C10 C9 C8 122.8(7) 3_655 . ?
N2 C9 C8 118.3(6) 3_655 . ?
C10 C9 H9 116.1 3_655 . ?
N2 C9 H9 120.8 3_655 . ?
C8 C9 H9 120.8 . . ?

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 0.3(3) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C3 C4 C5 C6 0.6(3) . . . . ?
C2 C1 C6 C5 -0.3(3) . . . . ?
C2 C1 C6 N1 178.21(19) . . . . ?
C4 C5 C6 C1 -0.1(3) . . . . ?
C4 C5 C6 N1 -178.72(19) . . . . ?
C7 N1 C6 C1 30.8(3) . . . . ?
C7 N1 C6 C5 -150.6(2) . . . . ?
C6 N1 C7 O1 -1.5(4) . . . . ?
C6 N1 C7 C8 177.05(19) . . . . ?
C9 N2 C8 C9 -6(2) 3_655 . . . ?
C9 N2 C8 C10 102(18) 3_655 . . . ?
C9 N2 C8 C7 176.2(10) 3_655 . . . ?
C9 C10 C8 N2 -69(17) 3_655 . . . ?
C9 C10 C8 C9 7(2) 3_655 . . . ?
C9 C10 C8 C7 -177.9(10) 3_655 . . . ?
O1 C7 C8 N2 -158.4(11) . . . . ?
N1 C7 C8 N2 23.0(11) . . . . ?
O1 C7 C8 C9 23.7(3) . . . . ?
N1 C7 C8 C9 -154.9(2) . . . . ?
O1 C7 C8 C10 -152.0(11) . . . . ?
N1 C7 C8 C10 29.4(12) . . . . ?
N2 C8 C9 C10 -0.6(4) . . . 3_655 ?
C10 C8 C9 C10 -7(2) . . . 3_655 ?
C7 C8 C9 C10 177.3(12) . . . 3_655 ?
N2 C8 C9 N2 6(2) . . . 3_655 ?
C10 C8 C9 N2 -0.7(4) . . . 3_655 ?
C7 C8 C9 N2 -176.3(10) . . . 3_655 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.88 2.38 3.190(2) 152.8 1_655

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.050
_database_code_depnum_ccdc_archive 'CCDC 942461'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H16 N2 O2'
_chemical_formula_sum            'C20 H16 N2 O2'
_chemical_formula_weight         316.35

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           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   5.3070(11)
_cell_length_b                   21.226(4)
_cell_length_c                   6.8830(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.01(3)
_cell_angle_gamma                90.00
_cell_volume                     741.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2327
_cell_measurement_theta_min      1.9188
_cell_measurement_theta_max      27.4499

_exptl_crystal_description       rod
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             332
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7297
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'MM007HF + CCD (Saturn724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5228
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_sigmaI/netI    0.0487
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.24
_diffrn_reflns_theta_max         27.45
_reflns_number_total             1683
_reflns_number_gt                1492
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELX-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELX-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
;
 Mercury: visualization and analysis of crystal structures, C. F. Macrae,
 P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
 M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX-97 (Sheldrick, 2008)'

_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)+(0.0432P)²+0.4793P] 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         1683
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0640
_refine_ls_wR_factor_ref         0.1369
_refine_ls_wR_factor_gt          0.1308
_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
O1 O 0.6613(3) 0.08365(7) 0.5871(2) 0.0301(4) Uani 1 1 d . . .
N1 N 0.2185(3) 0.09574(8) 0.5353(2) 0.0216(4) Uani 1 1 d . . .
H1 H 0.0872 0.0851 0.5824 0.026 Uiso 1 1 calc R . .
C1 C 0.1555(4) 0.13450(9) 0.3587(3) 0.0193(4) Uani 1 1 d . . .
C2 C 0.2904(4) 0.13113(9) 0.2139(3) 0.0215(4) Uani 1 1 d . . .
H2 H 0.4346 0.1030 0.2317 0.026 Uiso 1 1 calc R . .
C3 C 0.2122(4) 0.16943(10) 0.0421(3) 0.0248(5) Uani 1 1 d . . .
H3 H 0.3038 0.1671 -0.0574 0.030 Uiso 1 1 calc R . .
C4 C 0.0024(4) 0.21080(9) 0.0144(3) 0.0251(5) Uani 1 1 d . . .
H4 H -0.0494 0.2368 -0.1030 0.030 Uiso 1 1 calc R . .
C5 C -0.1309(4) 0.21385(10) 0.1602(3) 0.0270(5) Uani 1 1 d . . .
H5 H -0.2742 0.2422 0.1424 0.032 Uiso 1 1 calc R . .
C6 C -0.0567(4) 0.17581(9) 0.3317(3) 0.0232(4) Uani 1 1 d . . .
H6 H -0.1500 0.1779 0.4302 0.028 Uiso 1 1 calc R . .
C7 C 0.4614(4) 0.07356(9) 0.6384(3) 0.0211(4) Uani 1 1 d . . .
C8 C 0.4740(4) 0.03542(9) 0.8248(3) 0.0199(4) Uani 1 1 d . . .
C9 C 0.7078(4) 0.03694(9) 0.9824(3) 0.0211(4) Uani 1 1 d . . .
H9 H 0.8501 0.0622 0.9702 0.025 Uiso 1 1 calc R . .
C10 C 0.7351(4) 0.00189(9) 1.1574(3) 0.0205(4) Uani 1 1 d . . .
H10 H 0.8953 0.0032 1.2647 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
O1 C7 1.231(2) . ?
N1 C7 1.361(3) . ?
N1 C1 1.424(2) . ?
N1 H1 0.8800 . ?
C1 C2 1.389(3) . ?
C1 C6 1.396(3) . ?
C2 C3 1.395(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.502(3) . ?
C8 C9 1.389(3) . ?
C8 C10 1.397(3) 3_657 ?
C9 C10 1.387(3) . ?
C9 H9 0.9500 . ?
C10 C8 1.397(3) 3_657 ?
C10 H10 0.9500 . ?

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
C7 N1 C1 126.54(16) . . ?
C7 N1 H1 116.7 . . ?
C1 N1 H1 116.7 . . ?
C2 C1 C6 120.12(18) . . ?
C2 C1 N1 122.75(17) . . ?
C6 C1 N1 117.09(17) . . ?
C1 C2 C3 119.39(18) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C4 C3 C2 120.89(19) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.27(19) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C6 120.6(2) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C1 119.68(19) . . ?
C5 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
O1 C7 N1 123.68(18) . . ?
O1 C7 C8 120.80(18) . . ?
N1 C7 C8 115.52(17) . . ?
C9 C8 C10 119.69(17) . 3_657 ?
C9 C8 C7 117.44(17) . . ?
C10 C8 C7 122.85(18) 3_657 . ?
C10 C9 C8 120.55(18) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C8 119.76(18) . 3_657 ?
C9 C10 H10 120.1 . . ?
C8 C10 H10 120.1 3_657 . ?

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
C7 N1 C1 C2 31.9(3) . . . . ?
C7 N1 C1 C6 -150.03(19) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
N1 C1 C2 C3 178.20(17) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C1 0.6(3) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
N1 C1 C6 C5 -178.67(18) . . . . ?
C1 N1 C7 O1 -1.6(3) . . . . ?
C1 N1 C7 C8 177.87(17) . . . . ?
O1 C7 C8 C9 29.4(3) . . . . ?
N1 C7 C8 C9 -150.09(18) . . . . ?
O1 C7 C8 C10 -149.1(2) . . . 3_657 ?
N1 C7 C8 C10 31.4(3) . . . 3_657 ?
C10 C8 C9 C10 -0.2(3) 3_657 . . . ?
C7 C8 C9 C10 -178.73(17) . . . . ?
C8 C9 C10 C8 0.2(3) . . . 3_657 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.88 2.27 3.091(2) 155.2 1_455

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.45
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.051
_database_code_depnum_ccdc_archive 'CCDC 942462'
