# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1507203'
_audit_update_record             
;
2016-09-28 deposited with the CCDC.
2016-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H10 N2 O2'
_chemical_formula_weight         238.27

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.2000(8)
_cell_length_b                   12.4012(12)
_cell_length_c                   21.182(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2154.0(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2643
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      28.4

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.101
_shelx_estimated_absorpt_T_min   0.783
_shelx_estimated_absorpt_T_max   0.784
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29872
_diffrn_reflns_av_unetI/netI     0.1020
_diffrn_reflns_av_R_equivalents  0.18
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.130
_diffrn_reflns_theta_max         28.373
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             2643
_reflns_number_gt                1470
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0409P)²+0.7350P] 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_number_reflns         2643
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1398
_refine_ls_R_factor_gt           0.0595
_refine_ls_wR_factor_ref         0.1205
_refine_ls_wR_factor_gt          0.0968
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
C1 C -0.0346(3) 0.10758(18) 0.08355(10) 0.0248(5) Uani 1 1 d . . . . .
H1 H -0.119599 0.059761 0.075664 0.030 Uiso 1 1 calc R U . . .
C2 C -0.0606(3) 0.19811(18) 0.12247(10) 0.0230(5) Uani 1 1 d . . . . .
H2 H -0.162895 0.209920 0.140162 0.028 Uiso 1 1 calc R U . . .
C3 C 0.0628(3) 0.26815(17) 0.13428(9) 0.0184(5) Uani 1 1 d . . . . .
C4 C 0.2202(3) 0.25326(17) 0.10777(9) 0.0183(5) Uani 1 1 d . . . . .
C5 C 0.2456(3) 0.16169(17) 0.06853(9) 0.0194(5) Uani 1 1 d . . . . .
C6 C 0.1148(3) 0.09009(18) 0.05747(10) 0.0244(6) Uani 1 1 d . . . . .
H6 H 0.131014 0.030008 0.031956 0.029 Uiso 1 1 calc R U . . .
C8 C 0.4848(3) 0.30703(19) 0.09677(10) 0.0254(6) Uani 1 1 d . . . . .
H8 H 0.568440 0.355081 0.106170 0.031 Uiso 1 1 calc R U . . .
C9 C 0.5215(3) 0.21943(19) 0.05713(10) 0.0259(6) Uani 1 1 d . . . . .
H9 H 0.626345 0.210526 0.041182 0.031 Uiso 1 1 calc R U . . .
C10 C 0.4025(3) 0.14829(19) 0.04250(10) 0.0244(6) Uani 1 1 d . . . . .
H10 H 0.423922 0.090928 0.015468 0.029 Uiso 1 1 calc R U . . .
C12 C -0.0571(3) 0.44930(18) 0.15210(10) 0.0200(5) Uani 1 1 d . . . . .
C13 C -0.0352(3) 0.53521(18) 0.19924(10) 0.0236(5) Uani 1 1 d . . . . .
H13 H -0.124409 0.585508 0.208265 0.028 Uiso 1 1 calc R U . . .
C14 C 0.0616(3) 0.48670(17) 0.25244(11) 0.0227(5) Uani 1 1 d . . . . .
H14 H 0.035992 0.504267 0.296442 0.027 Uiso 1 1 calc R U . . .
C15 C 0.0979(3) 0.37403(18) 0.23338(10) 0.0208(5) Uani 1 1 d . . . . .
C18 C 0.1388(3) 0.56885(19) 0.20988(10) 0.0267(6) Uani 1 1 d . . . . .
H18A H 0.220085 0.543923 0.179989 0.032 Uiso 1 1 calc R U . . .
H18B H 0.158315 0.640277 0.226949 0.032 Uiso 1 1 calc R U . . .
N7 N 0.3403(2) 0.32582(14) 0.12152(8) 0.0222(5) Uani 1 1 d . . . . .
N11 N 0.0348(2) 0.36097(14) 0.17256(8) 0.0194(4) Uani 1 1 d . . . . .
O16 O 0.16815(18) 0.30476(12) 0.26241(7) 0.0269(4) Uani 1 1 d . . . . .
O17 O -0.13578(18) 0.45084(12) 0.10391(7) 0.0266(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.362(3) . ?
C1 C2 1.409(3) . ?
C2 C3 1.357(3) . ?
C3 C4 1.419(3) . ?
C3 N11 1.427(3) . ?
C4 N7 1.365(3) . ?
C4 C5 1.423(3) . ?
C5 C10 1.409(3) . ?
C5 C6 1.412(3) . ?
C8 N7 1.317(3) . ?
C8 C9 1.406(3) . ?
C9 C10 1.352(3) . ?
C12 O17 1.208(2) . ?
C12 N11 1.398(3) . ?
C12 C13 1.471(3) . ?
C13 C18 1.504(3) . ?
C13 C14 1.504(3) . ?
C14 C15 1.485(3) . ?
C14 C18 1.500(3) . ?
C15 O16 1.203(2) . ?
C15 N11 1.398(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
C6 C1 C2 120.0(2) . . ?
C3 C2 C1 120.3(2) . . ?
C2 C3 C4 121.5(2) . . ?
C2 C3 N11 120.1(2) . . ?
C4 C3 N11 118.46(19) . . ?
N7 C4 C3 119.05(19) . . ?
N7 C4 C5 123.0(2) . . ?
C3 C4 C5 117.92(19) . . ?
C10 C5 C6 123.7(2) . . ?
C10 C5 C4 117.2(2) . . ?
C6 C5 C4 119.2(2) . . ?
C1 C6 C5 121.1(2) . . ?
N7 C8 C9 124.6(2) . . ?
C10 C9 C8 119.1(2) . . ?
C9 C10 C5 119.5(2) . . ?
O17 C12 N11 124.2(2) . . ?
O17 C12 C13 128.9(2) . . ?
N11 C12 C13 106.93(18) . . ?
C12 C13 C18 114.74(19) . . ?
C12 C13 C14 106.46(18) . . ?
C18 C13 C14 59.85(15) . . ?
C15 C14 C18 113.01(19) . . ?
C15 C14 C13 106.19(18) . . ?
C18 C14 C13 60.07(15) . . ?
O16 C15 N11 124.5(2) . . ?
O16 C15 C14 129.0(2) . . ?
N11 C15 C14 106.56(18) . . ?
C14 C18 C13 60.08(15) . . ?
C8 N7 C4 116.60(19) . . ?
C15 N11 C12 113.24(17) . . ?
C15 N11 C3 123.88(17) . . ?
C12 N11 C3 122.87(17) . . ?

_refine_diff_density_max         0.265
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1507204'
_audit_update_record             
;
2016-09-28 deposited with the CCDC.
2016-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        succinimide-piv
_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 0.0033 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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.730(5)
_cell_length_b                   13.396(5)
_cell_length_c                   11.372(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 101.968(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     1301.0(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3211
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      28.3

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.088
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12694
_diffrn_reflns_av_unetI/netI     0.0702
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.380
_diffrn_reflns_theta_max         28.316
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3211
_reflns_number_gt                2050
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0595P)²+0.4022P] 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_number_reflns         3211
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1086
_refine_ls_R_factor_gt           0.0570
_refine_ls_wR_factor_ref         0.1411
_refine_ls_wR_factor_gt          0.1253
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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_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
C1 C 0.5917(2) 0.27125(15) 0.41669(18) 0.0227(5) Uani 1 1 d . . . . .
H1 H 0.552621 0.276789 0.486542 0.027 Uiso 1 1 calc R U . . .
C2 C 0.7117(2) 0.20173(16) 0.41093(19) 0.0269(5) Uani 1 1 d . . . . .
H2 H 0.753411 0.162858 0.477663 0.032 Uiso 1 1 calc R U . . .
C3 C 0.7663(2) 0.19162(15) 0.30806(19) 0.0255(5) Uani 1 1 d . . . . .
H3 H 0.841885 0.143606 0.303725 0.031 Uiso 1 1 calc R U . . .
C4 C 0.7096(2) 0.25329(15) 0.20738(18) 0.0216(4) Uani 1 1 d . . . . .
C5 C 0.7655(2) 0.24850(15) 0.10003(19) 0.0256(5) Uani 1 1 d . . . . .
H5 H 0.839401 0.200773 0.090698 0.031 Uiso 1 1 calc R U . . .
C6 C 0.7104(2) 0.31434(15) 0.00986(18) 0.0263(5) Uani 1 1 d . . . . .
H6 H 0.746890 0.312452 -0.061359 0.032 Uiso 1 1 calc R U . . .
C7 C 0.5986(2) 0.38465(15) 0.02586(17) 0.0243(5) Uani 1 1 d . . . . .
H7 H 0.564326 0.429906 -0.036033 0.029 Uiso 1 1 calc R U . . .
C8 C 0.5930(2) 0.32600(14) 0.21381(17) 0.0184(4) Uani 1 1 d . . . . .
C9 C 0.5332(2) 0.32997(14) 0.32049(17) 0.0190(4) Uani 1 1 d . . . . .
C10 C 0.2504(2) 0.37151(15) 0.27922(16) 0.0187(4) Uani 1 1 d . . . . .
C11 C 0.1489(2) 0.46339(14) 0.28188(17) 0.0207(4) Uani 1 1 d . . . . .
C12 C 0.2663(2) 0.54232(14) 0.34350(19) 0.0243(5) Uani 1 1 d . . . . .
H12A H 0.256233 0.603074 0.296104 0.029 Uiso 1 1 calc R U . . .
H12B H 0.247705 0.558098 0.422623 0.029 Uiso 1 1 calc R U . . .
C13 C 0.4261(2) 0.49800(15) 0.35333(17) 0.0217(4) Uani 1 1 d . . . . .
C15 C 0.0793(3) 0.49065(17) 0.15100(19) 0.0335(5) Uani 1 1 d . . . . .
H15A H 0.014088 0.548601 0.148671 0.050 Uiso 1 1 calc R U . . .
H15B H 0.162426 0.504579 0.109798 0.050 Uiso 1 1 calc R U . . .
H15C H 0.017836 0.435853 0.112445 0.050 Uiso 1 1 calc R U . . .
C16 C 0.0205(3) 0.44059(18) 0.3502(2) 0.0356(6) Uani 1 1 d . . . . .
H16A H -0.042993 0.498913 0.351499 0.053 Uiso 1 1 calc R U . . .
H16B H -0.043429 0.386987 0.311181 0.053 Uiso 1 1 calc R U . . .
H16C H 0.067001 0.421467 0.431115 0.053 Uiso 1 1 calc R U . . .
N1 N 0.53775(18) 0.39144(12) 0.12300(14) 0.0211(4) Uani 1 1 d . . . . .
N2 N 0.40665(18) 0.39717(11) 0.32366(14) 0.0190(4) Uani 1 1 d . . . . .
O1 O 0.20775(16) 0.28974(10) 0.24170(12) 0.0263(4) Uani 1 1 d . . . . .
2 O 0.55231(16) 0.53743(10) 0.38300(13) 0.0293(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C9 1.358(3) . ?
C1 C2 1.414(3) . ?
C2 C3 1.358(3) . ?
C3 C4 1.415(3) . ?
C4 C5 1.407(3) . ?
C4 C8 1.421(3) . ?
C5 C6 1.362(3) . ?
C6 C7 1.396(3) . ?
C7 N1 1.324(3) . ?
C8 N1 1.364(2) . ?
C8 C9 1.418(3) . ?
C9 N2 1.431(2) . ?
C10 O1 1.206(2) . ?
C10 N2 1.396(2) . ?
C10 C11 1.521(3) . ?
C11 C16 1.521(3) . ?
C11 C15 1.531(3) . ?
C11 C12 1.537(3) . ?
C12 C13 1.499(3) . ?
C13 2 1.205(2) . ?
C13 N2 1.394(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
C9 C1 C2 120.18(19) . . ?
C3 C2 C1 120.09(19) . . ?
C2 C3 C4 120.80(19) . . ?
C5 C4 C3 123.30(18) . . ?
C5 C4 C8 117.17(18) . . ?
C3 C4 C8 119.50(18) . . ?
C6 C5 C4 119.46(19) . . ?
C5 C6 C7 119.08(19) . . ?
N1 C7 C6 124.57(18) . . ?
N1 C8 C9 119.23(17) . . ?
N1 C8 C4 123.09(18) . . ?
C9 C8 C4 117.68(17) . . ?
C1 C9 C8 121.58(18) . . ?
C1 C9 N2 120.48(17) . . ?
C8 C9 N2 117.93(17) . . ?
O1 C10 N2 123.98(18) . . ?
O1 C10 C11 127.12(17) . . ?
N2 C10 C11 108.86(16) . . ?
C10 C11 C16 109.99(17) . . ?
C10 C11 C15 106.81(16) . . ?
C16 C11 C15 111.03(18) . . ?
C10 C11 C12 103.29(15) . . ?
C16 C11 C12 113.41(17) . . ?
C15 C11 C12 111.83(17) . . ?
C13 C12 C11 106.48(16) . . ?
2 C13 N2 123.41(19) . . ?
2 C13 C12 129.06(19) . . ?
N2 C13 C12 107.52(16) . . ?
C7 N1 C8 116.58(17) . . ?
C13 N2 C10 112.77(16) . . ?
C13 N2 C9 124.04(16) . . ?
C10 N2 C9 122.50(16) . . ?

_refine_diff_density_max         0.299
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.055

