# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

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

data_fcp1526-3
_database_code_depnum_ccdc_archive 'CCDC 1421838'
_audit_update_record             
;
2015-09-02 deposited with the CCDC.
2015-10-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H23 N O2'
_chemical_formula_weight         393.46

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)

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

_cell_length_a                   9.6471(10)
_cell_length_b                   10.6608(11)
_cell_length_c                   10.4107(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.640(5)
_cell_angle_gamma                90.00
_cell_volume                     1068.54(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    190(2)
_cell_measurement_reflns_used    3498
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      25.35

_exptl_crystal_description       'colorless prism'
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9796
_exptl_absorpt_correction_T_max  0.9878
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2010)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      190(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  Enraf-Nonius
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6347
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_sigmaI/netI    0.0342
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.79
_diffrn_reflns_theta_max         25.33
_reflns_number_total             3695
_reflns_number_gt                3270
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0740P)²+0.0419P] 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     SHELXL
_refine_ls_extinction_coef       0.70(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.3(13)
_refine_ls_number_reflns         3695
_refine_ls_number_parameters     272
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1134
_refine_ls_wR_factor_gt          0.1067
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.22149(15) 0.92322(16) 0.69663(15) 0.0607(4) Uani 1 1 d . . .
C19 C 0.50615(19) 0.74108(18) 0.85886(18) 0.0430(4) Uani 1 1 d . . .
H19A H 0.5402 0.6575 0.8644 0.052 Uiso 1 1 calc R . .
C21 C 0.3361(2) 0.8876(2) 0.77262(18) 0.0450(5) Uani 1 1 d . . .
C20 C 0.3872(2) 0.7662(2) 0.78076(19) 0.0454(5) Uani 1 1 d . . .
H20A H 0.3413 0.7006 0.7332 0.055 Uiso 1 1 calc R . .
O2 O 0.70775(17) 1.03734(17) 1.50446(14) 0.0647(5) Uani 1 1 d . . .
C22 C 0.4037(2) 0.9826(2) 0.8441(2) 0.0484(5) Uani 1 1 d . . .
H22A H 0.3684 1.0658 0.8397 0.058 Uiso 1 1 calc R . .
C25 C 0.70687(19) 0.81153(18) 1.01170(17) 0.0424(5) Uani 1 1 d . . .
C17 C 0.82117(19) 0.9358(2) 1.19766(19) 0.0471(5) Uani 1 1 d . . .
H17A H 0.9017 0.9452 1.1505 0.057 Uiso 1 1 calc R . .
C12 C 0.70767(19) 0.86866(19) 1.14303(17) 0.0423(4) Uani 1 1 d . . .
C14 C 0.5865(2) 0.9142(2) 1.33570(19) 0.0525(5) Uani 1 1 d . . .
H14A H 0.5059 0.9068 1.3830 0.063 Uiso 1 1 calc R . .
N1 N 1.2006(2) 0.6755(2) 1.1873(2) 0.0709(6) Uani 1 1 d . . .
C23 C 0.52149(19) 0.95599(19) 0.92093(19) 0.0453(5) Uani 1 1 d . . .
H23A H 0.5665 1.0213 0.9696 0.054 Uiso 1 1 calc R . .
C18 C 0.57615(18) 0.83396(18) 0.92852(18) 0.0397(4) Uani 1 1 d . . .
C4 C 0.81105(19) 0.69667(19) 0.83404(18) 0.0438(5) Uani 1 1 d . . .
C16 C 0.8189(2) 0.9883(2) 1.3174(2) 0.0519(5) Uani 1 1 d . . .
H16A H 0.8980 1.0316 1.3536 0.062 Uiso 1 1 calc R . .
C15 C 0.7006(2) 0.9780(2) 1.38603(19) 0.0494(5) Uani 1 1 d . . .
C9 C 0.9458(2) 0.72016(19) 1.04777(18) 0.0453(5) Uani 1 1 d . . .
C10 C 0.9510(2) 0.6628(2) 1.1679(2) 0.0571(6) Uani 1 1 d . . .
H10A H 0.8679 0.6375 1.2048 0.068 Uiso 1 1 calc R . .
C8 C 1.0724(2) 0.7509(2) 0.9994(2) 0.0548(5) Uani 1 1 d . . .
H8A H 1.0750 0.7875 0.9164 0.066 Uiso 1 1 calc R . .
C13 C 0.5904(2) 0.8598(2) 1.2135(2) 0.0493(5) Uani 1 1 d . . .
H13A H 0.5113 0.8160 1.1779 0.059 Uiso 1 1 calc R . .
C5 C 0.8170(2) 0.5676(2) 0.8147(2) 0.0538(5) Uani 1 1 d . . .
H5A H 0.8263 0.5127 0.8866 0.065 Uiso 1 1 calc R . .
C6 C 0.8095(2) 0.5190(2) 0.6916(2) 0.0638(6) Uani 1 1 d . . .
H6A H 0.8121 0.4308 0.6795 0.077 Uiso 1 1 calc R . .
C3 C 0.8013(2) 0.7746(2) 0.7274(2) 0.0528(5) Uani 1 1 d . . .
H3A H 0.7983 0.8630 0.7385 0.063 Uiso 1 1 calc R . .
C2 C 0.7960(2) 0.7245(3) 0.6053(2) 0.0629(6) Uani 1 1 d . . .
H2A H 0.7905 0.7789 0.5329 0.076 Uiso 1 1 calc R . .
C24 C 0.81492(19) 0.74677(18) 0.96892(18) 0.0434(5) Uani 1 1 d . . .
C27 C 0.1534(3) 0.8290(3) 0.6189(2) 0.0687(7) Uani 1 1 d . . .
H27A H 0.0739 0.8660 0.5693 0.103 Uiso 1 1 calc R . .
H27B H 0.1210 0.7621 0.6742 0.103 Uiso 1 1 calc R . .
H27C H 0.2186 0.7941 0.5599 0.103 Uiso 1 1 calc R . .
C11 C 1.0791(3) 0.6431(3) 1.2333(2) 0.0669(7) Uani 1 1 d . . .
H11A H 1.0807 0.6044 1.3156 0.080 Uiso 1 1 calc R . .
C7 C 1.1937(2) 0.7283(3) 1.0716(2) 0.0647(7) Uani 1 1 d . . .
H7A H 1.2783 0.7519 1.0364 0.078 Uiso 1 1 calc R . .
C26 C 0.5855(3) 1.0384(3) 1.5732(2) 0.0787(8) Uani 1 1 d . . .
H26A H 0.6035 1.0836 1.6546 0.118 Uiso 1 1 calc R . .
H26B H 0.5579 0.9520 1.5911 0.118 Uiso 1 1 calc R . .
H26C H 0.5108 1.0804 1.5216 0.118 Uiso 1 1 calc R . .
C1 C 0.7985(2) 0.5965(3) 0.5868(2) 0.0645(7) Uani 1 1 d . . .
H1B H 0.7926 0.5626 0.5022 0.077 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 C21 1.371(2) . ?
O1 C27 1.423(3) . ?
C19 C18 1.378(3) . ?
C19 C20 1.389(3) . ?
C21 C20 1.386(3) . ?
C21 C22 1.394(3) . ?
O2 C15 1.383(3) . ?
O2 C26 1.418(3) . ?
C22 C23 1.377(3) . ?
C25 C24 1.349(3) . ?
C25 C12 1.496(3) . ?
C25 C18 1.503(3) . ?
C17 C16 1.368(3) . ?
C17 C12 1.398(3) . ?
C12 C13 1.390(3) . ?
C14 C15 1.369(3) . ?
C14 C13 1.401(3) . ?
N1 C7 1.327(3) . ?
N1 C11 1.340(3) . ?
C23 C18 1.404(3) . ?
C4 C5 1.392(3) . ?
C4 C3 1.385(3) . ?
C4 C24 1.501(3) . ?
C16 C15 1.388(3) . ?
C9 C10 1.390(3) . ?
C9 C8 1.390(3) . ?
C9 C24 1.489(3) . ?
C10 C11 1.389(3) . ?
C8 C7 1.371(3) . ?
C5 C6 1.380(3) . ?
C6 C1 1.367(4) . ?
C3 C2 1.376(3) . ?
C2 C1 1.378(4) . ?

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
C21 O1 C27 117.27(19) . . ?
C18 C19 C20 121.88(18) . . ?
O1 C21 C20 124.39(19) . . ?
O1 C21 C22 116.05(18) . . ?
C20 C21 C22 119.56(17) . . ?
C21 C20 C19 119.56(18) . . ?
C15 O2 C26 117.23(17) . . ?
C23 C22 C21 120.08(19) . . ?
C24 C25 C12 123.41(17) . . ?
C24 C25 C18 121.92(17) . . ?
C12 C25 C18 114.66(15) . . ?
C16 C17 C12 121.48(18) . . ?
C17 C12 C13 117.55(17) . . ?
C17 C12 C25 122.58(17) . . ?
C13 C12 C25 119.83(18) . . ?
C15 C14 C13 119.05(19) . . ?
C7 N1 C11 116.02(19) . . ?
C22 C23 C18 121.11(19) . . ?
C19 C18 C23 117.79(17) . . ?
C19 C18 C25 123.64(17) . . ?
C23 C18 C25 118.57(17) . . ?
C5 C4 C3 118.6(2) . . ?
C5 C4 C24 119.24(19) . . ?
C3 C4 C24 122.20(19) . . ?
C17 C16 C15 119.88(19) . . ?
C14 C15 C16 120.60(19) . . ?
C14 C15 O2 124.17(18) . . ?
C16 C15 O2 115.23(17) . . ?
C10 C9 C8 116.54(18) . . ?
C10 C9 C24 124.14(17) . . ?
C8 C9 C24 119.31(17) . . ?
C11 C10 C9 119.2(2) . . ?
C7 C8 C9 119.9(2) . . ?
C12 C13 C14 121.41(19) . . ?
C6 C5 C4 120.3(2) . . ?
C1 C6 C5 120.7(2) . . ?
C2 C3 C4 120.2(2) . . ?
C3 C2 C1 120.9(2) . . ?
C25 C24 C9 124.15(17) . . ?
C25 C24 C4 121.14(16) . . ?
C9 C24 C4 114.71(15) . . ?
N1 C11 C10 123.9(2) . . ?
N1 C7 C8 124.4(2) . . ?
C6 C1 C2 119.2(2) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.33
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.052
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_fcp1516-3
_database_code_depnum_ccdc_archive 'CCDC 1421839'
_audit_update_record             
;
2015-09-02 deposited with the CCDC.
2015-10-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H18 N2'
_chemical_formula_weight         334.40

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.0727(9)
_cell_length_b                   9.4508(9)
_cell_length_c                   11.5627(12)
_cell_angle_alpha                68.944(5)
_cell_angle_beta                 80.486(5)
_cell_angle_gamma                86.159(5)
_cell_volume                     912.48(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    190(2)
_cell_measurement_reflns_used    3799
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      27.88

_exptl_crystal_description       'colorless irregular prism'
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             352
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9837
_exptl_absorpt_correction_T_max  0.9929
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2010)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      190(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  Enraf-Nonius
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7909
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_sigmaI/netI    0.0901
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.74
_diffrn_reflns_theta_max         27.84
_reflns_number_total             4294
_reflns_number_gt                2351
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0956P)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     SHELXL
_refine_ls_extinction_coef       0.240(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4294
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1284
_refine_ls_R_factor_gt           0.0577
_refine_ls_wR_factor_ref         0.1653
_refine_ls_wR_factor_gt          0.1292
_refine_ls_goodness_of_fit_ref   0.925
_refine_ls_restrained_S_all      0.925
_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
C1 C 0.4665(2) 0.40185(19) 0.77798(17) 0.0306(4) Uani 1 1 d . . .
C19 C 0.3121(2) 0.35399(18) 0.84411(18) 0.0308(5) Uani 1 1 d . . .
C8 C 0.5689(2) 0.27444(19) 0.76869(18) 0.0303(4) Uani 1 1 d . . .
C14 C 0.4162(2) 0.67927(19) 0.73508(18) 0.0325(5) Uani 1 1 d . . .
C2 C 0.5148(2) 0.54671(19) 0.73321(17) 0.0316(5) Uani 1 1 d . . .
C3 C 0.6741(2) 0.58685(19) 0.67879(18) 0.0332(5) Uani 1 1 d . . .
C13 C 0.5991(2) 0.15973(19) 0.87758(19) 0.0349(5) Uani 1 1 d . . .
H13A H 0.5508 0.1613 0.9566 0.042 Uiso 1 1 calc R . .
C24 C 0.2327(2) 0.26023(19) 0.80717(19) 0.0345(5) Uani 1 1 d . . .
H24A H 0.2755 0.2326 0.7375 0.041 Uiso 1 1 calc R . .
C17 C 0.2003(2) 0.8358(2) 0.68846(19) 0.0400(5) Uani 1 1 d . . .
H17A H 0.1087 0.8526 0.6557 0.048 Uiso 1 1 calc R . .
C20 C 0.2479(2) 0.3903(2) 0.94798(19) 0.0383(5) Uani 1 1 d . . .
H20A H 0.3002 0.4531 0.9755 0.046 Uiso 1 1 calc R . .
C4 C 0.7913(2) 0.5145(2) 0.7416(2) 0.0395(5) Uani 1 1 d . . .
H4A H 0.7720 0.4357 0.8210 0.047 Uiso 1 1 calc R . .
N2 N 0.2420(2) 0.93846(18) 0.73223(17) 0.0440(5) Uani 1 1 d . . .
C18 C 0.2820(2) 0.7076(2) 0.68806(18) 0.0340(5) Uani 1 1 d . . .
H18A H 0.2465 0.6391 0.6558 0.041 Uiso 1 1 calc R . .
C9 C 0.6376(2) 0.2675(2) 0.65444(19) 0.0394(5) Uani 1 1 d . . .
H9A H 0.6174 0.3438 0.5787 0.047 Uiso 1 1 calc R . .
C12 C 0.6980(2) 0.0434(2) 0.8732(2) 0.0400(5) Uani 1 1 d . . .
H12A H 0.7185 -0.0333 0.9486 0.048 Uiso 1 1 calc R . .
N1 N 0.9731(2) 0.6671(2) 0.57594(18) 0.0517(5) Uani 1 1 d . . .
C15 C 0.4604(2) 0.7853(2) 0.7797(2) 0.0432(5) Uani 1 1 d . . .
H15A H 0.5522 0.7721 0.8120 0.052 Uiso 1 1 calc R . .
C23 C 0.0924(2) 0.2065(2) 0.8703(2) 0.0417(5) Uani 1 1 d . . .
H23A H 0.0390 0.1443 0.8429 0.050 Uiso 1 1 calc R . .
C11 C 0.7666(2) 0.0389(2) 0.7592(2) 0.0450(6) Uani 1 1 d . . .
H11A H 0.8351 -0.0405 0.7558 0.054 Uiso 1 1 calc R . .
C22 C 0.0305(2) 0.2441(2) 0.9732(2) 0.0456(6) Uani 1 1 d . . .
H22A H -0.0652 0.2070 1.0173 0.055 Uiso 1 1 calc R . .
C7 C 0.7113(2) 0.7020(2) 0.5637(2) 0.0435(5) Uani 1 1 d . . .
H7A H 0.6352 0.7566 0.5177 0.052 Uiso 1 1 calc R . .
C21 C 0.1082(2) 0.3355(2) 1.0117(2) 0.0445(5) Uani 1 1 d . . .
H21A H 0.0656 0.3612 1.0824 0.053 Uiso 1 1 calc R . .
C5 C 0.9358(2) 0.5581(2) 0.6874(2) 0.0466(6) Uani 1 1 d . . .
H5A H 1.0142 0.5074 0.7323 0.056 Uiso 1 1 calc R . .
C16 C 0.3711(2) 0.9096(2) 0.7773(2) 0.0464(6) Uani 1 1 d . . .
H16A H 0.4036 0.9793 0.8098 0.056 Uiso 1 1 calc R . .
C10 C 0.7358(2) 0.1496(2) 0.6502(2) 0.0482(6) Uani 1 1 d . . .
H10A H 0.7820 0.1454 0.5715 0.058 Uiso 1 1 calc R . .
C6 C 0.8596(2) 0.7365(2) 0.5165(2) 0.0504(6) Uani 1 1 d . . .
H6A H 0.8824 0.8144 0.4369 0.061 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
C1 C2 1.353(2) . ?
C1 C8 1.495(2) . ?
C1 C19 1.495(3) . ?
C19 C20 1.392(3) . ?
C19 C24 1.395(3) . ?
C8 C9 1.386(3) . ?
C8 C13 1.389(3) . ?
C14 C18 1.386(3) . ?
C14 C15 1.388(3) . ?
C14 C2 1.494(2) . ?
C2 C3 1.493(3) . ?
C3 C4 1.387(3) . ?
C3 C7 1.389(3) . ?
C13 C12 1.382(3) . ?
C24 C23 1.387(3) . ?
C17 N2 1.344(2) . ?
C17 C18 1.378(2) . ?
C20 C21 1.386(3) . ?
C4 C5 1.377(3) . ?
N2 C16 1.332(3) . ?
C9 C10 1.390(3) . ?
C12 C11 1.375(3) . ?
N1 C5 1.336(3) . ?
N1 C6 1.335(3) . ?
C15 C16 1.376(3) . ?
C23 C22 1.383(3) . ?
C11 C10 1.375(3) . ?
C22 C21 1.379(3) . ?
C7 C6 1.379(3) . ?

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
C2 C1 C8 121.36(16) . . ?
C2 C1 C19 124.15(16) . . ?
C8 C1 C19 114.45(14) . . ?
C20 C19 C24 118.13(17) . . ?
C20 C19 C1 122.33(16) . . ?
C24 C19 C1 119.37(16) . . ?
C9 C8 C13 118.31(16) . . ?
C9 C8 C1 122.24(17) . . ?
C13 C8 C1 119.44(17) . . ?
C18 C14 C15 116.60(16) . . ?
C18 C14 C2 123.00(15) . . ?
C15 C14 C2 120.33(17) . . ?
C1 C2 C14 123.73(17) . . ?
C1 C2 C3 122.07(15) . . ?
C14 C2 C3 114.20(14) . . ?
C4 C3 C7 116.89(18) . . ?
C4 C3 C2 121.98(17) . . ?
C7 C3 C2 121.11(17) . . ?
C12 C13 C8 121.23(18) . . ?
C23 C24 C19 121.26(18) . . ?
N2 C17 C18 124.16(19) . . ?
C21 C20 C19 120.58(19) . . ?
C5 C4 C3 119.31(19) . . ?
C16 N2 C17 115.61(16) . . ?
C17 C18 C14 119.54(17) . . ?
C8 C9 C10 120.36(19) . . ?
C11 C12 C13 119.79(19) . . ?
C5 N1 C6 115.90(19) . . ?
C16 C15 C14 119.90(19) . . ?
C24 C23 C22 119.67(19) . . ?
C10 C11 C12 119.93(18) . . ?
C21 C22 C23 119.78(19) . . ?
C6 C7 C3 119.54(19) . . ?
C22 C21 C20 120.56(19) . . ?
N1 C5 C4 124.4(2) . . ?
N2 C16 C15 124.18(18) . . ?
C11 C10 C9 120.3(2) . . ?
N1 C6 C7 124.0(2) . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        27.84
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.063
