# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_y
_database_code_depnum_ccdc_archive 'CCDC 1813722'
_audit_update_record             
;
2017-12-27 deposited with the CCDC.
2018-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H18 N2'
_chemical_formula_weight         286.36

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   5.8216(2)
_cell_length_b                   19.8873(8)
_cell_length_c                   27.2396(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3153.7(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3974
_cell_measurement_theta_min      4.45
_cell_measurement_theta_max      68.18

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1216
_exptl_absorpt_coefficient_mu    0.547
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.8845
_exptl_absorpt_correction_T_max  0.8985
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11550
_diffrn_reflns_av_R_equivalents  0.1639
_diffrn_reflns_av_sigmaI/netI    0.1085
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.24
_diffrn_reflns_theta_max         62.48
_reflns_number_total             2447
_reflns_number_gt                1804
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+16.4763P] 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       0.00423(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2447
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1748
_refine_ls_R_factor_gt           0.1282
_refine_ls_wR_factor_ref         0.2439
_refine_ls_wR_factor_gt          0.2265
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.052
_refine_ls_shift/su_mean         0.003

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 0.1992(3) 0.46428(7) 0.14835(5) 0.0474(8) Uani 1 1 d G . .
C2 C 0.3889(3) 0.47298(8) 0.17870(6) 0.0401(7) Uani 1 1 d G . .
C3 C 0.4699(4) 0.41953(11) 0.20665(7) 0.0500(9) Uani 1 1 d G . .
H3 H 0.5967 0.4253 0.2270 0.060 Uiso 1 1 calc R . .
C4 C 0.3612(4) 0.35738(9) 0.20425(8) 0.0661(11) Uani 1 1 d G . .
H4 H 0.4154 0.3216 0.2230 0.079 Uiso 1 1 calc R . .
C5 C 0.1716(4) 0.34868(7) 0.17391(8) 0.0676(11) Uani 1 1 d G . .
H5 H 0.0989 0.3071 0.1723 0.081 Uiso 1 1 calc R . .
C6 C 0.0906(3) 0.40213(8) 0.14595(6) 0.0622(10) Uani 1 1 d G . .
H6 H -0.0363 0.3963 0.1256 0.075 Uiso 1 1 calc R . .
N1 N 0.1550(4) 0.52215(13) 0.12272(9) 0.0516(7) Uani 1 1 d . . .
C7 C -0.0259(6) 0.5283(2) 0.08609(12) 0.0705(11) Uani 1 1 d . . .
H7A H -0.0598 0.4848 0.0727 0.106 Uiso 1 1 calc R . .
H7B H 0.0242 0.5577 0.0603 0.106 Uiso 1 1 calc R . .
H7C H -0.1614 0.5465 0.1012 0.106 Uiso 1 1 calc R . .
C8 C 0.6623(2) 0.64631(7) 0.17954(5) 0.0513(9) Uani 1 1 d G . .
C9 C 0.6323(3) 0.57971(7) 0.19362(5) 0.0493(9) Uani 1 1 d G . .
H9 H 0.7288 0.5607 0.2170 0.059 Uiso 1 1 calc R . .
C10 C 0.4581(3) 0.54145(7) 0.17269(7) 0.0403(7) Uani 1 1 d G . .
C11 C 0.3139(3) 0.56980(9) 0.13769(7) 0.0407(7) Uani 1 1 d G . .
C12 C 0.3438(3) 0.63641(10) 0.12361(6) 0.0473(8) Uani 1 1 d G . .
N2 N 0.5180(3) 0.67467(7) 0.14454(5) 0.0545(8) Uani 1 1 d G . .
C13 C 0.8350(7) 0.69217(18) 0.20029(13) 0.0760(12) Uani 1 1 d . . .
H13A H 0.9513 0.6665 0.2169 0.114 Uiso 1 1 calc R . .
H13B H 0.7625 0.7221 0.2232 0.114 Uiso 1 1 calc R . .
H13C H 0.9041 0.7178 0.1743 0.114 Uiso 1 1 calc R . .
C14 C 0.2090(6) 0.67500(16) 0.08551(11) 0.0577(10) Uani 1 1 d . . .
H14A H 0.2252 0.7227 0.0920 0.069 Uiso 1 1 calc R . .
H14B H 0.0476 0.6637 0.0888 0.069 Uiso 1 1 calc R . .
C15 C 0.2842(3) 0.66090(8) 0.03246(5) 0.0476(8) Uani 1 1 d G . .
C16 C 0.1670(3) 0.69448(10) -0.00464(6) 0.0605(10) Uani 1 1 d G . .
H16 H 0.0436 0.7222 0.0031 0.073 Uiso 1 1 calc R . .
C17 C 0.2344(4) 0.68658(12) -0.05325(5) 0.0694(11) Uani 1 1 d G . .
H17 H 0.1560 0.7090 -0.0781 0.083 Uiso 1 1 calc R . .
C18 C 0.4189(4) 0.64511(14) -0.06477(6) 0.0677(11) Uani 1 1 d G . .
H18 H 0.4639 0.6398 -0.0973 0.081 Uiso 1 1 calc R . .
C19 C 0.5360(4) 0.61153(15) -0.02767(7) 0.0959(15) Uani 1 1 d G . .
H19 H 0.6594 0.5838 -0.0354 0.115 Uiso 1 1 calc R . .
C20 C 0.4687(3) 0.61942(11) 0.02094(7) 0.0764(12) Uani 1 1 d G . .
H20 H 0.5470 0.5970 0.0458 0.092 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 N1 1.370(3) . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C2 C3 1.3900 . ?
C2 C10 1.430(2) . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 C6 1.3900 . ?
N1 C11 1.386(3) . ?
N1 C7 1.456(4) . ?
C8 C9 1.3900 . ?
C8 N2 1.3900 . ?
C8 C13 1.471(4) . ?
C9 C10 1.3900 . ?
C10 C11 1.3900 . ?
C11 C12 1.3900 . ?
C12 N2 1.3900 . ?
C12 C14 1.511(3) . ?
C14 C15 1.536(3) . ?
C15 C16 1.3900 . ?
C15 C20 1.3900 . ?
C16 C17 1.3900 . ?
C17 C18 1.3900 . ?
C18 C19 1.3900 . ?
C19 C20 1.3900 . ?

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
N1 C1 C2 110.34(13) . . ?
N1 C1 C6 129.59(13) . . ?
C2 C1 C6 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 C10 105.94(12) . . ?
C3 C2 C10 134.06(12) . . ?
C2 C3 C4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C4 C5 C6 120.0 . . ?
C5 C6 C1 120.0 . . ?
C1 N1 C11 107.40(19) . . ?
C1 N1 C7 123.8(2) . . ?
C11 N1 C7 128.8(3) . . ?
C9 C8 N2 120.0 . . ?
C9 C8 C13 124.80(16) . . ?
N2 C8 C13 115.16(16) . . ?
C8 C9 C10 120.0 . . ?
C11 C10 C9 120.0 . . ?
C11 C10 C2 107.12(12) . . ?
C9 C10 C2 132.87(12) . . ?
N1 C11 C12 130.86(16) . . ?
N1 C11 C10 109.13(16) . . ?
C12 C11 C10 120.0 . . ?
N2 C12 C11 120.0 . . ?
N2 C12 C14 112.50(16) . . ?
C11 C12 C14 127.48(16) . . ?
C12 N2 C8 120.0 . . ?
C12 C14 C15 113.9(2) . . ?
C16 C15 C20 120.0 . . ?
C16 C15 C14 117.16(15) . . ?
C20 C15 C14 122.75(15) . . ?
C17 C16 C15 120.0 . . ?
C16 C17 C18 120.0 . . ?
C19 C18 C17 120.0 . . ?
C18 C19 C20 120.0 . . ?
C19 C20 C15 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        62.48
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.055
####################################################################### 
# 
# 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_y_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1813723'
_audit_update_record             
;
2017-12-27 deposited with the CCDC.
2018-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H20 N2 O'
_chemical_formula_weight         316.39

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.5703(5)
_cell_length_b                   11.2253(8)
_cell_length_c                   11.2607(8)
_cell_angle_alpha                113.159(2)
_cell_angle_beta                 96.838(3)
_cell_angle_gamma                101.414(2)
_cell_volume                     841.58(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5468
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      27.57

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             336
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9839
_exptl_absorpt_correction_T_max  0.9862
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14685
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_sigmaI/netI    0.0404
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.81
_diffrn_reflns_theta_max         25.06
_reflns_number_total             2931
_reflns_number_gt                2095
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0902P)²+0.2042P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2931
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0819
_refine_ls_R_factor_gt           0.0550
_refine_ls_wR_factor_ref         0.1666
_refine_ls_wR_factor_gt          0.1428
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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 -0.2150(2) 0.35779(19) 0.57966(18) 0.0696(5) Uani 1 1 d . . .
N1 N 0.3321(2) 0.0885(2) -0.06179(17) 0.0497(5) Uani 1 1 d . . .
N2 N 0.1750(2) -0.08637(18) 0.18218(18) 0.0485(5) Uani 1 1 d . . .
C1 C 0.4405(3) 0.2157(2) 0.0298(2) 0.0482(6) Uani 1 1 d . . .
C2 C 0.5300(3) 0.3209(3) 0.0055(3) 0.0638(7) Uani 1 1 d . . .
H2 H 0.5237 0.3133 -0.0803 0.077 Uiso 1 1 calc R . .
C3 C 0.6290(4) 0.4380(3) 0.1139(4) 0.0725(8) Uani 1 1 d . . .
H3 H 0.6899 0.5108 0.1007 0.087 Uiso 1 1 calc R . .
C4 C 0.6395(4) 0.4493(3) 0.2414(3) 0.0692(8) Uani 1 1 d . . .
H4 H 0.7085 0.5292 0.3122 0.083 Uiso 1 1 calc R . .
C5 C 0.5497(3) 0.3447(2) 0.2655(3) 0.0569(6) Uani 1 1 d . . .
H5 H 0.5569 0.3537 0.3518 0.068 Uiso 1 1 calc R . .
C6 C 0.4473(3) 0.2245(2) 0.1583(2) 0.0434(5) Uani 1 1 d . . .
C7 C 0.3362(3) 0.0961(2) 0.1431(2) 0.0407(5) Uani 1 1 d . . .
C8 C 0.2684(3) 0.0172(2) 0.0057(2) 0.0422(5) Uani 1 1 d . . .
C9 C 0.2857(4) 0.0434(3) -0.2038(2) 0.0680(7) Uani 1 1 d . . .
H9A H 0.1733 0.0639 -0.2278 0.102 Uiso 1 1 calc R . .
H9B H 0.2694 -0.0520 -0.2470 0.102 Uiso 1 1 calc R . .
H9C H 0.3836 0.0883 -0.2307 0.102 Uiso 1 1 calc R . .
C10 C 0.1557(3) -0.1125(2) -0.0415(2) 0.0485(6) Uani 1 1 d . . .
H10 H 0.1114 -0.1657 -0.1318 0.058 Uiso 1 1 calc R . .
C11 C 0.1119(3) -0.1594(2) 0.0496(2) 0.0485(6) Uani 1 1 d . . .
C12 C -0.0096(3) -0.2988(2) 0.0072(3) 0.0692(7) Uani 1 1 d . . .
H12A H -0.0635 -0.3372 -0.0857 0.104 Uiso 1 1 calc R . .
H12B H -0.1059 -0.2945 0.0559 0.104 Uiso 1 1 calc R . .
H12C H 0.0628 -0.3537 0.0244 0.104 Uiso 1 1 calc R . .
C13 C 0.2848(3) 0.0398(2) 0.2280(2) 0.0427(5) Uani 1 1 d . . .
C14 C 0.3421(3) 0.1158(2) 0.3764(2) 0.0502(6) Uani 1 1 d . . .
H14A H 0.4579 0.1836 0.3996 0.060 Uiso 1 1 calc R . .
H14B H 0.3624 0.0542 0.4141 0.060 Uiso 1 1 calc R . .
C15 C 0.1984(3) 0.1835(2) 0.43592(19) 0.0431(5) Uani 1 1 d . . .
C16 C 0.1312(3) 0.2693(2) 0.3918(2) 0.0489(6) Uani 1 1 d . . .
H16 H 0.1801 0.2895 0.3278 0.059 Uiso 1 1 calc R . .
C17 C -0.0061(3) 0.3248(2) 0.4409(2) 0.0505(6) Uani 1 1 d . . .
H17 H -0.0500 0.3809 0.4094 0.061 Uiso 1 1 calc R . .
C18 C -0.0788(3) 0.2971(2) 0.5372(2) 0.0493(6) Uani 1 1 d . . .
C19 C -0.0129(3) 0.2142(2) 0.5840(2) 0.0522(6) Uani 1 1 d . . .
H19 H -0.0595 0.1961 0.6497 0.063 Uiso 1 1 calc R . .
C20 C 0.1241(3) 0.1581(2) 0.5319(2) 0.0484(6) Uani 1 1 d . . .
H20 H 0.1670 0.1014 0.5631 0.058 Uiso 1 1 calc R . .
C21 C -0.2830(5) 0.3417(3) 0.6859(3) 0.0880(10) Uani 1 1 d . . .
H21A H -0.3337 0.2477 0.6615 0.132 Uiso 1 1 calc R . .
H21B H -0.3775 0.3877 0.7054 0.132 Uiso 1 1 calc R . .
H21C H -0.1839 0.3786 0.7626 0.132 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 C18 1.377(3) . ?
O1 C21 1.417(3) . ?
N1 C8 1.366(3) . ?
N1 C1 1.397(3) . ?
N1 C9 1.448(3) . ?
N2 C13 1.349(3) . ?
N2 C11 1.357(3) . ?
C1 C2 1.382(3) . ?
C1 C6 1.405(3) . ?
C2 C3 1.382(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.382(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.401(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.451(3) . ?
C7 C13 1.389(3) . ?
C7 C8 1.413(3) . ?
C8 C10 1.386(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.370(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.504(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.506(3) . ?
C14 C15 1.520(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C20 1.375(3) . ?
C15 C16 1.394(3) . ?
C16 C17 1.377(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.383(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.378(3) . ?
C19 C20 1.388(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 O1 C21 117.5(2) . . ?
C8 N1 C1 108.52(17) . . ?
C8 N1 C9 125.8(2) . . ?
C1 N1 C9 125.6(2) . . ?
C13 N2 C11 118.90(19) . . ?
C2 C1 N1 128.2(2) . . ?
C2 C1 C6 122.6(2) . . ?
N1 C1 C6 109.15(19) . . ?
C3 C2 C1 117.2(3) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C4 C3 C2 121.5(3) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C5 C4 C3 121.2(3) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 119.0(2) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C5 C6 C1 118.4(2) . . ?
C5 C6 C7 135.3(2) . . ?
C1 C6 C7 106.30(19) . . ?
C13 C7 C8 117.8(2) . . ?
C13 C7 C6 135.82(19) . . ?
C8 C7 C6 106.33(18) . . ?
N1 C8 C10 129.8(2) . . ?
N1 C8 C7 109.70(19) . . ?
C10 C8 C7 120.5(2) . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C8 117.6(2) . . ?
C11 C10 H10 121.2 . . ?
C8 C10 H10 121.2 . . ?
N2 C11 C10 123.4(2) . . ?
N2 C11 C12 115.4(2) . . ?
C10 C11 C12 121.2(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C7 121.76(19) . . ?
N2 C13 C14 115.50(19) . . ?
C7 C13 C14 122.7(2) . . ?
C13 C14 C15 112.45(16) . . ?
C13 C14 H14A 109.1 . . ?
C15 C14 H14A 109.1 . . ?
C13 C14 H14B 109.1 . . ?
C15 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C20 C15 C16 117.3(2) . . ?
C20 C15 C14 121.16(19) . . ?
C16 C15 C14 121.47(19) . . ?
C17 C16 C15 121.3(2) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C18 120.1(2) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
O1 C18 C19 124.8(2) . . ?
O1 C18 C17 115.4(2) . . ?
C19 C18 C17 119.8(2) . . ?
C18 C19 C20 119.1(2) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 H19 120.4 . . ?
C15 C20 C19 122.3(2) . . ?
C15 C20 H20 118.8 . . ?
C19 C20 H20 118.8 . . ?
O1 C21 H21A 109.5 . . ?
O1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        25.06
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.041
