# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_satavisha
_database_code_depnum_ccdc_archive 'CCDC 1054296'
_audit_update_record             
;
2015-03-16 deposited with the CCDC.
2015-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H9 F6 N O4'
_chemical_formula_sum            'C12 H9 F6 N O4'
_chemical_formula_weight         345.20

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'


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                   13.0242(6)
_cell_length_b                   13.3563(6)
_cell_length_c                   8.2205(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.660(4)
_cell_angle_gamma                90.00
_cell_volume                     1405.31(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             696
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.948
_exptl_absorpt_correction_T_max  0.960
_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            5646
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_sigmaI/netI    0.0231
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         2.95
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2472
_reflns_number_gt                1634
_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)+(0.0916P)²+0.9468P] 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         2472
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0725
_refine_ls_wR_factor_ref         0.2215
_refine_ls_wR_factor_gt          0.1985
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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 0.4222(2) 0.62515(19) 0.6834(3) 0.0699(7) Uani 1 1 d . . .
O4 O 0.73333(19) 0.6400(2) 0.7900(3) 0.0794(8) Uani 1 1 d . . .
O2 O 0.2781(2) 0.6224(3) 0.4919(3) 0.0940(10) Uani 1 1 d . . .
F6 F 0.9573(2) 0.5929(3) 1.0892(4) 0.1212(11) Uani 1 1 d . . .
F4 F 0.8321(3) 0.4967(3) 1.0008(5) 0.1668(17) Uani 1 1 d . . .
O3 O 0.7726(2) 0.6310(3) 0.5357(4) 0.0974(10) Uani 1 1 d . . .
N1 N 0.6040(2) 0.6344(2) 0.5772(3) 0.0604(8) Uani 1 1 d . . .
H1 H 0.5692 0.6377 0.6564 0.072 Uiso 1 1 calc R . .
F1 F 0.0547(2) 0.6455(3) 0.6672(5) 0.1541(15) Uani 1 1 d . . .
C6 C 0.4353(3) 0.6242(2) 0.3960(4) 0.0533(8) Uani 1 1 d . . .
C1 C 0.5446(3) 0.6296(2) 0.4167(4) 0.0528(8) Uani 1 1 d . . .
F5 F 0.8032(3) 0.6270(3) 1.1211(4) 0.1487(15) Uani 1 1 d . . .
C7 C 0.3820(3) 0.6239(2) 0.5397(4) 0.0574(8) Uani 1 1 d . . .
C10 C 0.7081(3) 0.6347(3) 0.6227(4) 0.0638(9) Uani 1 1 d . . .
C2 C 0.5907(3) 0.6297(3) 0.2762(4) 0.0649(9) Uani 1 1 d . . .
H2 H 0.6629 0.6349 0.2878 0.078 Uiso 1 1 calc R . .
C12 C 0.8583(3) 0.5907(4) 1.0153(6) 0.0855(12) Uani 1 1 d . . .
F3 F 0.1160(5) 0.7434(5) 0.5098(8) 0.248(3) Uani 1 1 d . . .
C5 C 0.3767(3) 0.6169(3) 0.2365(4) 0.0660(10) Uani 1 1 d . . .
H5 H 0.3042 0.6128 0.2219 0.079 Uiso 1 1 calc R . .
C4 C 0.4240(4) 0.6157(3) 0.1002(4) 0.0758(11) Uani 1 1 d . . .
H4 H 0.3841 0.6105 -0.0057 0.091 Uiso 1 1 calc R . .
C3 C 0.5305(4) 0.6223(3) 0.1220(4) 0.0717(11) Uani 1 1 d . . .
H3 H 0.5626 0.6217 0.0298 0.086 Uiso 1 1 calc R . .
C9 C 0.1162(4) 0.6504(6) 0.5573(7) 0.1102(17) Uani 1 1 d . . .
C11 C 0.8416(3) 0.6442(4) 0.8599(5) 0.0866(13) Uani 1 1 d . . .
H11A H 0.8637 0.7133 0.8780 0.104 Uiso 1 1 calc R . .
H11B H 0.8821 0.6138 0.7851 0.104 Uiso 1 1 calc R . .
F2 F 0.0722(3) 0.6064(6) 0.4256(6) 0.237(3) Uani 1 1 d . . .
C8 C 0.2186(3) 0.6160(4) 0.6210(5) 0.0985(16) Uani 1 1 d . . .
H8A H 0.2165 0.5472 0.6583 0.118 Uiso 1 1 calc R . .
H8B H 0.2504 0.6569 0.7143 0.118 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0672(16) 0.0972(19) 0.0461(14) 0.0048(12) 0.0127(12) 0.0007(12)
O4 0.0522(14) 0.130(2) 0.0554(15) 0.0029(14) 0.0096(11) 0.0022(13)
O2 0.0618(17) 0.168(3) 0.0524(15) 0.0117(16) 0.0119(12) 0.0027(16)
F6 0.0709(16) 0.179(3) 0.102(2) 0.0056(19) -0.0139(14) -0.0041(17)
F4 0.137(3) 0.126(3) 0.205(4) 0.042(3) -0.053(3) -0.027(2)
O3 0.0695(18) 0.157(3) 0.0706(19) 0.0000(18) 0.0270(15) 0.0040(17)
N1 0.0587(17) 0.0770(19) 0.0477(15) -0.0019(13) 0.0156(13) 0.0017(13)
F1 0.0782(19) 0.262(5) 0.133(3) -0.007(3) 0.0490(19) 0.018(2)
C6 0.068(2) 0.0497(17) 0.0438(17) 0.0002(13) 0.0141(15) -0.0023(14)
C1 0.068(2) 0.0456(16) 0.0454(17) -0.0007(14) 0.0132(15) 0.0011(14)
F5 0.116(2) 0.256(4) 0.082(2) 0.006(2) 0.0398(18) 0.023(2)
C7 0.061(2) 0.0601(19) 0.052(2) 0.0025(15) 0.0112(16) 0.0011(15)
C10 0.063(2) 0.073(2) 0.057(2) 0.0038(17) 0.0157(17) 0.0058(16)
C2 0.080(2) 0.064(2) 0.056(2) -0.0003(16) 0.0254(18) -0.0016(17)
C12 0.056(2) 0.115(4) 0.082(3) 0.003(3) 0.002(2) -0.003(2)
F3 0.277(7) 0.245(6) 0.257(7) 0.104(6) 0.138(6) 0.146(5)
C5 0.075(2) 0.071(2) 0.050(2) 0.0002(16) 0.0054(17) -0.0074(17)
C4 0.102(3) 0.081(3) 0.0424(19) -0.0052(17) 0.0094(19) -0.008(2)
C3 0.101(3) 0.072(2) 0.047(2) -0.0046(17) 0.027(2) -0.003(2)
C9 0.088(4) 0.158(5) 0.087(4) 0.009(4) 0.021(3) 0.018(3)
C11 0.051(2) 0.141(4) 0.067(2) 0.008(2) 0.0074(18) -0.007(2)
F2 0.083(2) 0.498(11) 0.120(3) -0.083(4) -0.009(2) -0.029(4)
C8 0.064(2) 0.171(5) 0.064(2) 0.019(3) 0.020(2) 0.012(3)

_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 1.201(4) . ?
O4 C10 1.356(4) . ?
O4 C11 1.422(4) . ?
O2 C7 1.338(4) . ?
O2 C8 1.427(5) . ?
F6 C12 1.320(5) . ?
F4 C12 1.301(5) . ?
O3 C10 1.201(4) . ?
N1 C10 1.338(4) . ?
N1 C1 1.402(4) . ?
F1 C9 1.315(6) . ?
C6 C5 1.394(5) . ?
C6 C1 1.404(5) . ?
C6 C7 1.476(4) . ?
C1 C2 1.398(5) . ?
F5 C12 1.318(5) . ?
C2 C3 1.365(5) . ?
C12 C11 1.445(6) . ?
F3 C9 1.302(8) . ?
C5 C4 1.375(5) . ?
C4 C3 1.368(6) . ?
C9 F2 1.271(7) . ?
C9 C8 1.416(7) . ?

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
C10 O4 C11 116.6(3) . . ?
C7 O2 C8 116.2(3) . . ?
C10 N1 C1 128.1(3) . . ?
C5 C6 C1 119.0(3) . . ?
C5 C6 C7 119.7(3) . . ?
C1 C6 C7 121.3(3) . . ?
C2 C1 N1 122.1(3) . . ?
C2 C1 C6 118.8(3) . . ?
N1 C1 C6 119.2(3) . . ?
O1 C7 O2 121.5(3) . . ?
O1 C7 C6 127.1(3) . . ?
O2 C7 C6 111.4(3) . . ?
O3 C10 N1 128.2(4) . . ?
O3 C10 O4 122.8(3) . . ?
N1 C10 O4 109.0(3) . . ?
C3 C2 C1 120.4(4) . . ?
F4 C12 F5 104.5(4) . . ?
F4 C12 F6 106.3(4) . . ?
F5 C12 F6 107.1(4) . . ?
F4 C12 C11 113.7(4) . . ?
F5 C12 C11 113.0(4) . . ?
F6 C12 C11 111.7(4) . . ?
C4 C5 C6 121.2(4) . . ?
C3 C4 C5 119.3(4) . . ?
C2 C3 C4 121.4(3) . . ?
F2 C9 F3 102.1(6) . . ?
F2 C9 F1 109.1(5) . . ?
F3 C9 F1 106.6(5) . . ?
F2 C9 C8 114.2(6) . . ?
F3 C9 C8 111.7(6) . . ?
F1 C9 C8 112.4(5) . . ?
O4 C11 C12 108.3(3) . . ?
C9 C8 O2 108.0(4) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.057
####################################################################### 
# 
# 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_ssa-2-no2-cy
_database_code_depnum_ccdc_archive 'CCDC 1060211'
_audit_update_record             
;
2015-04-17 deposited with the CCDC.
2015-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H20 N2 O3'
_chemical_formula_weight         276.33

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   'P 21/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                   4.8164(4)
_cell_length_b                   12.3382(7)
_cell_length_c                   24.0676(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.390(7)
_cell_angle_gamma                90.00
_cell_volume                     1426.02(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1066
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      25.55

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             592
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.40509
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   multi-scan

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  ?
_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            5129
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_sigmaI/netI    0.1024
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         25.55
_reflns_number_total             2652
_reflns_number_gt                1434
_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)+(0.0305P)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       0.0052(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2652
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1241
_refine_ls_R_factor_gt           0.0669
_refine_ls_wR_factor_ref         0.1366
_refine_ls_wR_factor_gt          0.1125
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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 0.1763(4) 1.00566(16) 0.36644(8) 0.0441(6) Uani 1 1 d . . .
O3 O 0.8718(5) 0.73862(17) 0.36643(9) 0.0524(7) Uani 1 1 d . . .
N1 N 0.5492(5) 0.9113(2) 0.33729(10) 0.0382(7) Uani 1 1 d . . .
O2 O 0.7083(5) 0.57656(17) 0.33890(9) 0.0606(7) Uani 1 1 d . . .
N2 N 0.6163(6) 1.0473(2) 0.40147(11) 0.0412(7) Uani 1 1 d . . .
C9 C 0.4295(6) 0.9909(2) 0.36835(11) 0.0340(7) Uani 1 1 d . . .
C5 C 0.4014(6) 0.8384(2) 0.30157(11) 0.0373(8) Uani 1 1 d . . .
C10 C 0.5273(6) 1.1356(2) 0.43661(11) 0.0353(7) Uani 1 1 d . . .
H10 H 0.3348 1.1212 0.4450 0.042 Uiso 1 1 calc R . .
C6 C 0.4776(6) 0.7293(2) 0.29972(12) 0.0391(8) Uani 1 1 d . . .
C7 C 0.7047(6) 0.6858(3) 0.33796(13) 0.0416(8) Uani 1 1 d . . .
C4 C 0.1804(6) 0.8758(2) 0.26592(12) 0.0426(8) Uani 1 1 d . . .
H4 H 0.1282 0.9483 0.2668 0.051 Uiso 1 1 calc R . .
C1 C 0.3345(7) 0.6603(3) 0.26131(13) 0.0468(9) Uani 1 1 d . . .
H1 H 0.3886 0.5882 0.2592 0.056 Uiso 1 1 calc R . .
C3 C 0.0388(7) 0.8052(3) 0.22938(12) 0.0503(9) Uani 1 1 d . . .
H3 H -0.1106 0.8306 0.2062 0.060 Uiso 1 1 calc R . .
C2 C 0.1149(7) 0.6976(3) 0.22661(13) 0.0555(10) Uani 1 1 d . . .
H2 H 0.0189 0.6510 0.2016 0.067 Uiso 1 1 calc R . .
C11 C 0.7050(7) 1.1391(2) 0.49101(12) 0.0466(9) Uani 1 1 d . . .
H11A H 0.8973 1.1524 0.4837 0.056 Uiso 1 1 calc R . .
H11B H 0.6961 1.0696 0.5096 0.056 Uiso 1 1 calc R . .
C13 C 0.6029(8) 1.3377(3) 0.49998(15) 0.0676(11) Uani 1 1 d . . .
H13A H 0.5250 1.3914 0.5238 0.081 Uiso 1 1 calc R . .
H13B H 0.7925 1.3590 0.4943 0.081 Uiso 1 1 calc R . .
C15 C 0.5334(7) 1.2445(2) 0.40745(13) 0.0536(10) Uani 1 1 d . . .
H15A H 0.4145 1.2418 0.3731 0.064 Uiso 1 1 calc R . .
H15B H 0.7217 1.2599 0.3981 0.064 Uiso 1 1 calc R . .
C12 C 0.6054(8) 1.2280(3) 0.52870(13) 0.0623(11) Uani 1 1 d . . .
H12A H 0.4192 1.2109 0.5388 0.075 Uiso 1 1 calc R . .
H12B H 0.7273 1.2310 0.5627 0.075 Uiso 1 1 calc R . .
C14 C 0.4344(8) 1.3350(3) 0.44453(15) 0.0642(11) Uani 1 1 d . . .
H14A H 0.4510 1.4042 0.4259 0.077 Uiso 1 1 calc R . .
H14B H 0.2396 1.3238 0.4505 0.077 Uiso 1 1 calc R . .
C8 C 0.9306(8) 0.5286(3) 0.37428(14) 0.0718(12) Uani 1 1 d . . .
H8A H 1.1065 0.5544 0.3634 0.108 Uiso 1 1 calc R . .
H8B H 0.9230 0.4512 0.3707 0.108 Uiso 1 1 calc R . .
H8C H 0.9103 0.5485 0.4123 0.108 Uiso 1 1 calc R . .
H1N H 0.722(6) 0.895(2) 0.3495(11) 0.048(10) Uiso 1 1 d . . .
H2N H 0.799(8) 1.033(3) 0.3982(16) 0.108(16) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0304(13) 0.0485(14) 0.0534(14) -0.0104(11) 0.0028(10) 0.0038(11)
O3 0.0509(15) 0.0451(14) 0.0595(15) -0.0065(11) -0.0067(12) 0.0015(12)
N1 0.0287(16) 0.0370(16) 0.0481(16) -0.0143(12) -0.0019(12) 0.0048(13)
O2 0.0691(18) 0.0368(14) 0.0746(17) -0.0010(12) -0.0023(14) 0.0033(13)
N2 0.0309(17) 0.0391(17) 0.0530(17) -0.0173(13) 0.0002(13) -0.0002(13)
C9 0.0369(19) 0.0262(17) 0.0389(17) -0.0013(14) 0.0035(14) 0.0015(15)
C5 0.0393(19) 0.0372(18) 0.0359(17) -0.0040(14) 0.0063(14) -0.0061(16)
C10 0.0325(17) 0.0311(17) 0.0423(18) -0.0075(14) 0.0027(14) 0.0012(14)
C6 0.0356(19) 0.041(2) 0.0417(18) -0.0054(14) 0.0075(15) -0.0058(15)
C7 0.041(2) 0.038(2) 0.0469(19) -0.0073(16) 0.0135(15) 0.0007(17)
C4 0.041(2) 0.046(2) 0.0399(17) -0.0007(15) -0.0012(15) -0.0029(16)
C1 0.053(2) 0.039(2) 0.0491(19) -0.0099(16) 0.0079(17) -0.0066(17)
C3 0.048(2) 0.063(2) 0.0384(18) -0.0005(17) -0.0024(16) -0.010(2)
C2 0.060(3) 0.062(2) 0.044(2) -0.0131(18) 0.0034(18) -0.017(2)
C11 0.049(2) 0.046(2) 0.0438(18) -0.0008(15) -0.0026(16) -0.0009(17)
C13 0.064(3) 0.056(3) 0.084(3) -0.035(2) 0.013(2) -0.008(2)
C15 0.057(2) 0.049(2) 0.053(2) -0.0006(17) -0.0061(18) 0.0055(19)
C12 0.067(3) 0.074(3) 0.046(2) -0.0213(19) 0.0043(18) -0.010(2)
C14 0.064(3) 0.037(2) 0.091(3) -0.010(2) 0.007(2) 0.0071(19)
C8 0.080(3) 0.050(2) 0.084(3) 0.012(2) -0.004(2) 0.021(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 C9 1.231(3) . ?
O3 C7 1.207(3) . ?
N1 C9 1.386(3) . ?
N1 C5 1.400(3) . ?
O2 C7 1.348(3) . ?
O2 C8 1.443(3) . ?
N2 C9 1.349(3) . ?
N2 C10 1.463(3) . ?
C5 C4 1.394(4) . ?
C5 C6 1.398(4) . ?
C10 C11 1.509(3) . ?
C10 C15 1.518(4) . ?
C6 C1 1.398(4) . ?
C6 C7 1.476(4) . ?
C4 C3 1.380(4) . ?
C1 C2 1.376(4) . ?
C3 C2 1.380(4) . ?
C11 C12 1.524(4) . ?
C13 C14 1.508(4) . ?
C13 C12 1.519(4) . ?
C15 C14 1.528(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
C9 N1 C5 125.0(3) . . ?
C7 O2 C8 115.3(3) . . ?
C9 N2 C10 120.9(3) . . ?
O1 C9 N2 124.1(3) . . ?
O1 C9 N1 122.5(3) . . ?
N2 C9 N1 113.5(3) . . ?
C4 C5 C6 119.3(3) . . ?
C4 C5 N1 119.6(3) . . ?
C6 C5 N1 121.1(3) . . ?
N2 C10 C11 110.5(2) . . ?
N2 C10 C15 112.0(3) . . ?
C11 C10 C15 110.2(2) . . ?
C5 C6 C1 119.4(3) . . ?
C5 C6 C7 121.0(3) . . ?
C1 C6 C7 119.7(3) . . ?
O3 C7 O2 121.6(3) . . ?
O3 C7 C6 126.0(3) . . ?
O2 C7 C6 112.5(3) . . ?
C3 C4 C5 120.1(3) . . ?
C2 C1 C6 121.0(3) . . ?
C2 C3 C4 121.1(3) . . ?
C1 C2 C3 119.2(3) . . ?
C10 C11 C12 110.7(2) . . ?
C14 C13 C12 111.6(3) . . ?
C10 C15 C14 111.0(3) . . ?
C13 C12 C11 111.2(3) . . ?
C13 C14 C15 111.2(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.55
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.042
