# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_ic22289
_database_code_depnum_ccdc_archive 'CCDC 2484447'
loop_
_audit_author_name
_audit_author_address
'Su-Ying Chien'
;Instrumentation Center, National Taiwan University, and Institute of Chemistry, Academia Sinica
Taiwan
;
_audit_update_record             
;
2025-09-02 deposited with the CCDC.	2025-11-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H14 N2 O2'
_chemical_formula_weight         254.28

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_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'

_cell_length_a                   8.0774(3)
_cell_length_b                   17.0357(6)
_cell_length_c                   9.2209(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1268.83(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9967
_cell_measurement_theta_min      5.19
_cell_measurement_theta_max      77.72

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.729
_shelx_estimated_absorpt_T_min   0.839
_shelx_estimated_absorpt_T_max   0.899
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.8829
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
; 
SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015). 
"Comparison of silver and molybdenum microfocus X-ray sources for 
single-crystal structure determination" 
J. Appl. Cryst. 48, 3-10. 
doi:10.1107/S1600576714022985 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I-mu-S microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker AXS D8 VENTURE, PhotonIII_C28'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13522
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         5.193
_diffrn_reflns_theta_max         78.200
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             2650
_reflns_number_gt                2618
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.840
_reflns_Friedel_fraction_max     0.948
_reflns_Friedel_fraction_full    0.984

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX4'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0523P)²+0.1772P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1185 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.14(6)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         2650
_refine_ls_number_parameters     172
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0304
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0795
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.97388(17) 0.62546(8) 0.38870(17) 0.0300(3) Uani 1 1 d . . . . .
O2 O 0.81122(17) 0.70703(7) 0.49874(15) 0.0270(3) Uani 1 1 d . . . . .
N1 N 0.85677(17) 0.64047(8) 0.46924(16) 0.0210(3) Uani 1 1 d . . . . .
N2 N 0.49323(17) 0.45614(8) 0.59928(17) 0.0209(3) Uani 1 1 d . . . . .
C1 C 0.7613(2) 0.57342(9) 0.5317(2) 0.0193(3) Uani 1 1 d . . . . .
H1 H 0.662256 0.561659 0.470359 0.023 Uiso 1 1 calc R U . . .
C2 C 0.85910(19) 0.49814(9) 0.56209(18) 0.0181(3) Uani 1 1 d . . . . .
H2 H 0.975728 0.512661 0.586672 0.022 Uiso 1 1 calc R U . . .
C3 C 0.7563(2) 0.49101(9) 0.70793(19) 0.0191(3) Uani 1 1 d . . . . .
H3 H 0.827050 0.479959 0.794581 0.023 Uiso 1 1 calc R U . . .
C4 C 0.7118(2) 0.57953(9) 0.6912(2) 0.0216(3) Uani 1 1 d . . . . .
H4A H 0.593092 0.591333 0.706670 0.026 Uiso 1 1 calc R U . . .
H4B H 0.782969 0.615139 0.748779 0.026 Uiso 1 1 calc R U . . .
C5 C 0.86213(18) 0.43129(10) 0.45550(18) 0.0191(3) Uani 1 1 d . . . . .
C6 C 0.7885(2) 0.43579(11) 0.3197(2) 0.0259(4) Uani 1 1 d . . . . .
H6 H 0.732372 0.482383 0.291680 0.031 Uiso 1 1 calc R U . . .
C7 C 0.7964(2) 0.37247(12) 0.2240(2) 0.0307(4) Uani 1 1 d . . . . .
H7 H 0.744501 0.376076 0.131791 0.037 Uiso 1 1 calc R U . . .
C8 C 0.8791(2) 0.30438(11) 0.2624(2) 0.0303(4) Uani 1 1 d . . . . .
H8 H 0.885565 0.261614 0.196552 0.036 Uiso 1 1 calc R U . . .
C9 C 0.9524(2) 0.29927(10) 0.3977(2) 0.0284(4) Uani 1 1 d . . . . .
H9 H 1.009791 0.252852 0.424741 0.034 Uiso 1 1 calc R U . . .
C10 C 0.9424(2) 0.36179(10) 0.4943(2) 0.0231(4) Uani 1 1 d . . . . .
H10 H 0.990791 0.357154 0.587809 0.028 Uiso 1 1 calc R U . . .
C11 C 0.6115(2) 0.43602(9) 0.69445(19) 0.0196(3) Uani 1 1 d . . . . .
C12 C 0.6064(2) 0.36641(9) 0.7735(2) 0.0220(3) Uani 1 1 d . . . . .
H12 H 0.692471 0.353848 0.839750 0.026 Uiso 1 1 calc R U . . .
C13 C 0.4735(2) 0.31553(10) 0.7542(2) 0.0241(4) Uani 1 1 d . . . . .
H13 H 0.466852 0.267790 0.807104 0.029 Uiso 1 1 calc R U . . .
C14 C 0.3515(2) 0.33598(10) 0.6564(2) 0.0235(4) Uani 1 1 d . . . . .
H14 H 0.259326 0.302449 0.640516 0.028 Uiso 1 1 calc R U . . .
C15 C 0.36587(19) 0.40621(10) 0.58175(19) 0.0222(3) Uani 1 1 d . . . . .
H15 H 0.281323 0.419804 0.514686 0.027 Uiso 1 1 calc R U . . .


_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 N1 1.2295(19) . ?
O2 N1 1.2228(19) . ?
N1 C1 1.493(2) . ?
N2 C11 1.342(2) . ?
N2 C15 1.345(2) . ?
C1 C4 1.528(3) . ?
C1 C2 1.532(2) . ?
C2 C5 1.504(2) . ?
C2 C3 1.585(2) . ?
C3 C11 1.504(2) . ?
C3 C4 1.558(2) . ?
C5 C6 1.388(2) . ?
C5 C10 1.397(2) . ?
C6 C7 1.395(3) . ?
C7 C8 1.385(3) . ?
C8 C9 1.383(3) . ?
C9 C10 1.391(3) . ?
C11 C12 1.393(2) . ?
C12 C13 1.391(2) . ?
C13 C14 1.380(3) . ?
C14 C15 1.385(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
O2 N1 O1 123.97(14) . . ?
O2 N1 C1 117.92(14) . . ?
O1 N1 C1 118.09(14) . . ?
C11 N2 C15 117.49(14) . . ?
N1 C1 C4 117.00(14) . . ?
N1 C1 C2 116.40(13) . . ?
C4 C1 C2 90.90(13) . . ?
C5 C2 C1 121.49(14) . . ?
C5 C2 C3 120.32(13) . . ?
C1 C2 C3 87.11(12) . . ?
C11 C3 C4 114.52(14) . . ?
C11 C3 C2 112.64(14) . . ?
C4 C3 C2 87.87(12) . . ?
C1 C4 C3 88.21(12) . . ?
C6 C5 C10 118.47(16) . . ?
C6 C5 C2 122.72(15) . . ?
C10 C5 C2 118.81(15) . . ?
C5 C6 C7 120.55(17) . . ?
C8 C7 C6 120.52(18) . . ?
C9 C8 C7 119.33(17) . . ?
C8 C9 C10 120.30(17) . . ?
C9 C10 C5 120.81(17) . . ?
N2 C11 C12 122.61(15) . . ?
N2 C11 C3 116.67(14) . . ?
C12 C11 C3 120.67(15) . . ?
C13 C12 C11 119.10(16) . . ?
C14 C13 C12 118.50(16) . . ?
C13 C14 C15 118.88(15) . . ?
N2 C15 C14 123.42(15) . . ?

_refine_diff_density_max         0.171
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.041

####################################################################### 
# 
# 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_ic23227
_database_code_depnum_ccdc_archive 'CCDC 2484448'
loop_
_audit_author_name
_audit_author_address
'Su-Ying Chien'
;Instrumentation Center, National Taiwan University, and Institute of Chemistry, Academia Sinica
Taiwan
;
_audit_update_record             
;
2025-09-02 deposited with the CCDC.	2025-11-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H14 N2 O2'
_chemical_formula_weight         254.28

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_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'

_cell_length_a                   8.1448(2)
_cell_length_b                   17.0816(5)
_cell_length_c                   9.2698(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1289.67(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9044
_cell_measurement_theta_min      5.43
_cell_measurement_theta_max      70.09

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.225
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.107
_exptl_absorpt_coefficient_mu    0.717
_shelx_estimated_absorpt_T_min   0.855
_shelx_estimated_absorpt_T_max   0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8588
_exptl_absorpt_correction_T_max  0.9805
_exptl_absorpt_process_details   
; 
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015). 
"Comparison of silver and molybdenum microfocus X-ray sources for 
single-crystal structure determination" 
J. Appl. Cryst. 48, 3-10. 
doi:10.1107/S1600576714022985 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker D8 VENTURE (PHOTON III C14 COMS-10cmx14cm)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11637
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         5.429
_diffrn_reflns_theta_max         69.969
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_point_group_measured_fraction_full 0.948
_reflns_number_total             2304
_reflns_number_gt                2271
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.779
_reflns_Friedel_fraction_max     0.887
_reflns_Friedel_fraction_full    0.890

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1503)'
_computing_publication_material  'Bruker APEX5 v2023.9-4'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0474P)²+0.1052P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 979 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.01(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         2304
_refine_ls_number_parameters     172
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0722
_refine_ls_wR_factor_gt          0.0718
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.81219(19) 0.70625(7) 0.50109(17) 0.0524(4) Uani 1 1 d . . . . .
O2 O 0.97234(19) 0.62546(8) 0.61019(19) 0.0569(4) Uani 1 1 d . . . . .
N1 N 0.85700(18) 0.64026(8) 0.53041(17) 0.0388(3) Uani 1 1 d . . . . .
N2 N 0.49546(18) 0.45620(8) 0.40133(18) 0.0381(3) Uani 1 1 d . . . . .
C1 C 0.7622(2) 0.57344(9) 0.4683(2) 0.0342(4) Uani 1 1 d . . . . .
H1 H 0.663857 0.561946 0.529245 0.041 Uiso 1 1 calc R U . . .
C2 C 0.7132(2) 0.57919(9) 0.3100(2) 0.0393(4) Uani 1 1 d . . . . .
H2A H 0.783988 0.614420 0.252425 0.047 Uiso 1 1 calc R U . . .
H2B H 0.595534 0.591176 0.294681 0.047 Uiso 1 1 calc R U . . .
C3 C 0.7564(2) 0.49092(9) 0.29394(19) 0.0352(4) Uani 1 1 d . . . . .
H3 H 0.826540 0.479739 0.207850 0.042 Uiso 1 1 calc R U . . .
C4 C 0.85848(19) 0.49812(9) 0.43870(18) 0.0325(4) Uani 1 1 d . . . . .
H4 H 0.974212 0.512325 0.413969 0.039 Uiso 1 1 calc R U . . .
C5 C 0.6126(2) 0.43622(9) 0.30707(19) 0.0338(3) Uani 1 1 d . . . . .
C6 C 0.6071(2) 0.36712(10) 0.2280(2) 0.0396(4) Uani 1 1 d . . . . .
H6 H 0.692380 0.354543 0.161980 0.048 Uiso 1 1 calc R U . . .
C7 C 0.4754(2) 0.31688(10) 0.2470(2) 0.0450(4) Uani 1 1 d . . . . .
H7 H 0.468549 0.269376 0.194034 0.054 Uiso 1 1 calc R U . . .
C8 C 0.3546(2) 0.33695(10) 0.3437(2) 0.0437(4) Uani 1 1 d . . . . .
H8 H 0.263069 0.303535 0.359135 0.052 Uiso 1 1 calc R U . . .
C9 C 0.3691(2) 0.40678(11) 0.4183(2) 0.0412(4) Uani 1 1 d . . . . .
H9 H 0.285202 0.420394 0.484863 0.049 Uiso 1 1 calc R U . . .
C10 C 0.86121(19) 0.43160(10) 0.54484(19) 0.0333(4) Uani 1 1 d . . . . .
C11 C 0.7871(2) 0.43570(12) 0.6789(2) 0.0462(4) Uani 1 1 d . . . . .
H11 H 0.730478 0.481973 0.706420 0.055 Uiso 1 1 calc R U . . .
C12 C 0.7946(3) 0.37277(14) 0.7739(2) 0.0566(5) Uani 1 1 d . . . . .
H12 H 0.742395 0.376258 0.865321 0.068 Uiso 1 1 calc R U . . .
C13 C 0.8777(3) 0.30511(12) 0.7363(3) 0.0550(5) Uani 1 1 d . . . . .
H13 H 0.883635 0.262338 0.801560 0.066 Uiso 1 1 calc R U . . .
C14 C 0.9512(3) 0.30062(11) 0.6035(3) 0.0520(5) Uani 1 1 d . . . . .
H14 H 1.009079 0.254520 0.576950 0.062 Uiso 1 1 calc R U . . .
C15 C 0.9420(2) 0.36271(10) 0.5075(2) 0.0416(4) Uani 1 1 d . . . . .
H15 H 0.991386 0.358175 0.415065 0.050 Uiso 1 1 calc R U . . .


_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 N1 1.2156(19) . ?
O2 N1 1.222(2) . ?
N1 C1 1.493(2) . ?
N2 C9 1.340(2) . ?
N2 C5 1.338(2) . ?
C1 C2 1.524(3) . ?
C1 C4 1.531(2) . ?
C2 C3 1.555(2) . ?
C3 C5 1.503(2) . ?
C3 C4 1.583(2) . ?
C4 C10 1.503(2) . ?
C5 C6 1.390(2) . ?
C6 C7 1.385(3) . ?
C7 C8 1.374(3) . ?
C8 C9 1.383(3) . ?
C10 C11 1.384(3) . ?
C10 C15 1.392(2) . ?
C11 C12 1.391(3) . ?
C12 C13 1.384(4) . ?
C13 C14 1.371(4) . ?
C14 C15 1.386(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
O1 N1 O2 123.92(15) . . ?
O1 N1 C1 117.86(14) . . ?
O2 N1 C1 118.20(14) . . ?
C9 N2 C5 117.61(15) . . ?
N1 C1 C2 117.23(14) . . ?
N1 C1 C4 116.54(13) . . ?
C2 C1 C4 90.92(13) . . ?
C1 C2 C3 88.31(13) . . ?
C5 C3 C2 114.75(14) . . ?
C5 C3 C4 112.88(14) . . ?
C2 C3 C4 87.84(12) . . ?
C10 C4 C1 121.70(14) . . ?
C10 C4 C3 120.25(13) . . ?
C1 C4 C3 87.03(12) . . ?
N2 C5 C6 122.54(16) . . ?
N2 C5 C3 116.74(14) . . ?
C6 C5 C3 120.69(16) . . ?
C7 C6 C5 118.93(17) . . ?
C8 C7 C6 118.86(16) . . ?
C7 C8 C9 118.69(17) . . ?
N2 C9 C8 123.37(17) . . ?
C11 C10 C15 118.17(17) . . ?
C11 C10 C4 122.92(16) . . ?
C15 C10 C4 118.91(16) . . ?
C10 C11 C12 120.69(19) . . ?
C13 C12 C11 120.5(2) . . ?
C14 C13 C12 119.12(19) . . ?
C13 C14 C15 120.63(19) . . ?
C14 C15 C10 120.88(19) . . ?

_refine_diff_density_max         0.166
_refine_diff_density_min         -0.083
_refine_diff_density_rms         0.026

