# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 994864'
_audit_update_record             
;
2014-04-01 deposited with the CCDC.
2015-12-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 Hg N8 O6'
_chemical_formula_weight         769.14

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'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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'
'-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                   17.2063(6)
_cell_length_b                   13.8076(3)
_cell_length_c                   13.9355(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 122.011(3)
_cell_angle_gamma                90.00
_cell_volume                     2807.35(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.820
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1504
_exptl_absorpt_coefficient_mu    5.541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4526
_exptl_absorpt_correction_T_max  0.5328
_exptl_absorpt_process_details   ?

_exptl_special_details           ?

_diffrn_ambient_temperature      153(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            16304
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.79
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2757
_reflns_number_gt                2622
_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)+(0.0198P)²+2.2975P] 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         2757
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0197
_refine_ls_R_factor_gt           0.0180
_refine_ls_wR_factor_ref         0.0418
_refine_ls_wR_factor_gt          0.0412
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
Hg1 Hg 0.0000 0.024756(9) 0.2500 0.02127(6) Uani 1 2 d S . .
O3 O 0.28818(14) 0.34564(16) 0.21224(19) 0.0421(5) Uani 1 1 d . A .
N1 N 0.04355(15) 0.17216(15) 0.39109(18) 0.0222(5) Uani 1 1 d . A .
N2 N -0.07698(16) 0.01110(16) 0.3205(2) 0.0253(5) Uani 1 1 d . . .
N3 N -0.0131(2) 0.2772(2) 0.5730(2) 0.0489(7) Uani 1 1 d . . .
N4 N -0.15386(18) 0.0417(2) 0.5020(2) 0.0414(7) Uani 1 1 d . A .
C1 C 0.14053(17) 0.27541(19) 0.3608(2) 0.0247(6) Uani 1 1 d . A .
C2 C 0.14703(18) 0.37149(19) 0.3311(2) 0.0285(6) Uani 1 1 d . . .
C3 C 0.19448(19) 0.3913(2) 0.2777(3) 0.0322(7) Uani 1 1 d . A .
C4 C 0.24140(18) 0.3170(2) 0.2620(2) 0.0311(6) Uani 1 1 d . . .
C5 C 0.23874(18) 0.2225(2) 0.2950(2) 0.0296(6) Uani 1 1 d . A .
H5A H 0.2716 0.1723 0.2850 0.036 Uiso 1 1 calc R . .
C6 C 0.18740(17) 0.20325(19) 0.3425(2) 0.0255(6) Uani 1 1 d . . .
H6A H 0.1841 0.1386 0.3633 0.031 Uiso 1 1 calc R A .
O1 O 0.09873(14) 0.43846(14) 0.35131(18) 0.0365(5) Uani 0.50 1 d P A 1
C7 C 0.1394(5) 0.5233(5) 0.4168(8) 0.0464(19) Uani 0.50 1 d P A 1
H7A H 0.0920 0.5634 0.4159 0.070 Uiso 0.50 1 calc PR A 1
H7B H 0.1691 0.5601 0.3848 0.070 Uiso 0.50 1 calc PR A 1
H7C H 0.1852 0.5051 0.4950 0.070 Uiso 0.50 1 calc PR A 1
O1' O 0.09873(14) 0.43846(14) 0.35131(18) 0.0365(5) Uani 0.50 1 d P A 2
C7' C 0.1061(4) 0.5402(4) 0.3252(6) 0.0289(13) Uani 0.50 1 d P A 2
H7'A H 0.0765 0.5821 0.3533 0.043 Uiso 0.50 1 calc PR A 2
H7'B H 0.0759 0.5481 0.2431 0.043 Uiso 0.50 1 calc PR A 2
H7'C H 0.1709 0.5579 0.3618 0.043 Uiso 0.50 1 calc PR A 2
O2 O 0.19544(17) 0.48233(14) 0.2376(2) 0.0462(6) Uani 0.50 1 d P A 1
C8 C 0.0985(5) 0.5039(6) 0.1403(7) 0.0474(18) Uani 0.50 1 d P A 1
H8A H 0.0986 0.5633 0.1018 0.071 Uiso 0.50 1 calc PR A 1
H8B H 0.0584 0.5125 0.1697 0.071 Uiso 0.50 1 calc PR A 1
H8C H 0.0761 0.4498 0.0865 0.071 Uiso 0.50 1 calc PR A 1
O2' O 0.19544(17) 0.48233(14) 0.2376(2) 0.0462(6) Uani 0.50 1 d P A 2
C8' C 0.1484(6) 0.4869(4) 0.1115(6) 0.0408(16) Uani 0.50 1 d P A 2
H8'A H 0.1629 0.5485 0.0896 0.061 Uiso 0.50 1 calc PR A 2
H8'B H 0.0819 0.4820 0.0773 0.061 Uiso 0.50 1 calc PR A 2
H8'C H 0.1694 0.4331 0.0849 0.061 Uiso 0.50 1 calc PR A 2
C9 C 0.3177(2) 0.2712(3) 0.1673(3) 0.0511(9) Uani 1 1 d . . .
H9A H 0.3431 0.3007 0.1257 0.077 Uiso 1 1 calc R A .
H9B H 0.2654 0.2302 0.1159 0.077 Uiso 1 1 calc R . .
H9C H 0.3649 0.2317 0.2294 0.077 Uiso 1 1 calc R . .
C10 C 0.08321(18) 0.25451(18) 0.4055(2) 0.0250(6) Uani 1 1 d . . .
H10A H 0.0746 0.3034 0.4469 0.030 Uiso 1 1 calc R A .
C11 C -0.01110(18) 0.15407(19) 0.4356(2) 0.0240(6) Uani 1 1 d . . .
C12 C -0.06689(18) 0.0739(2) 0.3995(2) 0.0236(6) Uani 1 1 d . A .
C13 C -0.01317(19) 0.2204(2) 0.5130(2) 0.0302(6) Uani 1 1 d . A .
C14 C -0.11826(19) 0.0559(2) 0.4535(2) 0.0290(6) 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
Hg1 N2 2.034(2) . ?
Hg1 N2 2.034(2) 2 ?
Hg1 N1 2.647(2) . ?
Hg1 N1 2.647(2) 2 ?
O3 C4 1.370(3) . ?
O3 C9 1.430(4) . ?
N1 C10 1.286(3) . ?
N1 C11 1.396(3) . ?
N2 C12 1.338(4) . ?
N3 C13 1.145(4) . ?
N4 C14 1.144(4) . ?
C1 C6 1.388(4) . ?
C1 C2 1.412(4) . ?
C1 C10 1.447(4) . ?
C2 O1 1.368(3) . ?
C2 C3 1.393(4) . ?
C3 O2 1.380(3) . ?
C3 C4 1.392(4) . ?
C4 C5 1.391(4) . ?
C5 C6 1.382(4) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
O1 C7 1.421(7) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7' H7'A 0.9800 . ?
C7' H7'B 0.9800 . ?
C7' H7'C 0.9800 . ?
O2 C8 1.520(8) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8' H8'A 0.9800 . ?
C8' H8'B 0.9800 . ?
C8' H8'C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9500 . ?
C11 C12 1.374(4) . ?
C11 C13 1.430(4) . ?
C12 C14 1.454(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
N2 Hg1 N2 169.36(13) . 2 ?
N2 Hg1 N1 73.30(8) . . ?
N2 Hg1 N1 115.45(8) 2 . ?
N2 Hg1 N1 115.45(8) . 2 ?
N2 Hg1 N1 73.30(8) 2 2 ?
N1 Hg1 N1 79.50(9) . 2 ?
C4 O3 C9 117.1(2) . . ?
C10 N1 C11 121.1(2) . . ?
C10 N1 Hg1 135.51(18) . . ?
C11 N1 Hg1 101.55(15) . . ?
C12 N2 Hg1 120.24(18) . . ?
C6 C1 C2 118.4(3) . . ?
C6 C1 C10 122.1(2) . . ?
C2 C1 C10 119.4(2) . . ?
O1 C2 C3 124.7(2) . . ?
O1 C2 C1 115.1(3) . . ?
C3 C2 C1 120.1(3) . . ?
O2 C3 C4 118.4(3) . . ?
O2 C3 C2 122.1(3) . . ?
C4 C3 C2 119.5(2) . . ?
O3 C4 C5 124.6(3) . . ?
O3 C4 C3 114.3(3) . . ?
C5 C4 C3 121.0(3) . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 H5A 120.7 . . ?
C4 C5 H5A 120.7 . . ?
C5 C6 C1 122.1(3) . . ?
C5 C6 H6A 119.0 . . ?
C1 C6 H6A 119.0 . . ?
C2 O1 C7 122.9(3) . . ?
H7'A C7' H7'B 109.5 . . ?
H7'A C7' H7'C 109.5 . . ?
H7'B C7' H7'C 109.5 . . ?
C3 O2 C8 107.3(3) . . ?
H8'A C8' H8'B 109.5 . . ?
H8'A C8' H8'C 109.5 . . ?
H8'B C8' H8'C 109.5 . . ?
O3 C9 H9A 109.5 . . ?
O3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 C1 122.4(2) . . ?
N1 C10 H10A 118.8 . . ?
C1 C10 H10A 118.8 . . ?
C12 C11 N1 119.1(2) . . ?
C12 C11 C13 120.0(3) . . ?
N1 C11 C13 120.8(2) . . ?
N2 C12 C11 125.7(2) . . ?
N2 C12 C14 117.7(2) . . ?
C11 C12 C14 116.6(2) . . ?
N3 C13 C11 176.4(3) . . ?
N4 C14 C12 176.0(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.077
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 994865'
_audit_update_record             
;
2014-04-01 deposited with the CCDC.
2015-12-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H14 N4 O3'
_chemical_formula_weight         286.29

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/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                   14.0220(4)
_cell_length_b                   7.4166(2)
_cell_length_c                   13.7583(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.411(3)
_cell_angle_gamma                90.00
_cell_volume                     1430.77(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             600
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9605
_exptl_absorpt_correction_T_max  0.9875
_exptl_absorpt_process_details   ?

_exptl_special_details           ?

_diffrn_ambient_temperature      110(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            5133
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.91
_diffrn_reflns_theta_max         25.99
_reflns_number_total             2810
_reflns_number_gt                2253
_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)+(0.0452P)²+0.3568P] 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         2810
_refine_ls_number_parameters     193
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0995
_refine_ls_wR_factor_gt          0.0885
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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 0.32752(7) -0.04738(13) 0.23688(7) 0.0179(2) Uani 1 1 d . . .
O2 O 0.41805(7) 0.12362(13) 0.08709(7) 0.0167(2) Uani 1 1 d . . .
O3 O 0.39816(7) 0.48027(13) 0.06013(7) 0.0197(3) Uani 1 1 d . . .
N1 N 0.16571(8) 0.22142(16) 0.43498(8) 0.0164(3) Uani 1 1 d . . .
N2 N 0.07829(9) 0.40332(16) 0.58796(9) 0.0231(3) Uani 1 1 d . . .
H2A H 0.1039 0.4685 0.5415 0.028 Uiso 1 1 calc R . .
H2B H 0.0502 0.4566 0.6372 0.028 Uiso 1 1 calc R . .
N3 N 0.13579(9) -0.22104(18) 0.51133(9) 0.0257(3) Uani 1 1 d . . .
N4 N 0.00057(10) 0.05349(18) 0.72510(9) 0.0282(3) Uani 1 1 d . . .
C1 C 0.31390(10) 0.13550(19) 0.22346(10) 0.0148(3) Uani 1 1 d . . .
C2 C 0.35907(10) 0.22184(19) 0.14717(9) 0.0149(3) Uani 1 1 d . . .
C3 C 0.34827(10) 0.40794(19) 0.13526(10) 0.0159(3) Uani 1 1 d . . .
C4 C 0.29099(10) 0.5058(2) 0.19885(10) 0.0169(3) Uani 1 1 d . . .
H4A H 0.2835 0.6322 0.1909 0.020 Uiso 1 1 calc R . .
C5 C 0.24515(10) 0.41703(19) 0.27370(10) 0.0168(3) Uani 1 1 d . . .
H5A H 0.2056 0.4838 0.3164 0.020 Uiso 1 1 calc R . .
C6 C 0.25567(10) 0.23134(19) 0.28784(10) 0.0163(3) Uani 1 1 d . . .
C7 C 0.41583(11) -0.0845(2) 0.28570(11) 0.0251(4) Uani 1 1 d . . .
H7A H 0.4202 -0.2138 0.2997 0.038 Uiso 1 1 calc R . .
H7B H 0.4188 -0.0165 0.3467 0.038 Uiso 1 1 calc R . .
H7C H 0.4690 -0.0487 0.2441 0.038 Uiso 1 1 calc R . .
C8 C 0.37971(10) 0.1012(2) -0.00966(10) 0.0188(3) Uani 1 1 d . . .
H8A H 0.4225 0.0245 -0.0476 0.028 Uiso 1 1 calc R . .
H8B H 0.3739 0.2194 -0.0411 0.028 Uiso 1 1 calc R . .
H8C H 0.3167 0.0446 -0.0061 0.028 Uiso 1 1 calc R . .
C9 C 0.39604(11) 0.67239(19) 0.04928(11) 0.0222(3) Uani 1 1 d . . .
H9A H 0.4384 0.7080 -0.0037 0.033 Uiso 1 1 calc R . .
H9B H 0.4175 0.7293 0.1099 0.033 Uiso 1 1 calc R . .
H9C H 0.3308 0.7113 0.0343 0.033 Uiso 1 1 calc R . .
C10 C 0.20893(10) 0.1360(2) 0.36702(10) 0.0164(3) Uani 1 1 d . . .
H10A H 0.2105 0.0080 0.3684 0.020 Uiso 1 1 calc R . .
C11 C 0.12399(10) 0.12611(19) 0.51079(10) 0.0164(3) Uani 1 1 d . . .
C12 C 0.08214(10) 0.2230(2) 0.58376(10) 0.0171(3) Uani 1 1 d . . .
C13 C 0.12768(10) -0.0667(2) 0.51467(10) 0.0181(3) Uani 1 1 d . . .
C14 C 0.03739(10) 0.1273(2) 0.66279(11) 0.0200(3) 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
O1 C1 1.3819(17) . ?
O1 C7 1.4313(18) . ?
O2 C2 1.3812(15) . ?
O2 C8 1.4416(17) . ?
O3 C3 1.3623(16) . ?
O3 C9 1.4330(17) . ?
N1 C10 1.2847(17) . ?
N1 C11 1.3923(17) . ?
N2 C12 1.3397(19) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C13 1.1510(19) . ?
N4 C14 1.1436(19) . ?
C1 C2 1.3865(19) . ?
C1 C6 1.4024(19) . ?
C2 C3 1.398(2) . ?
C3 C4 1.3954(19) . ?
C4 C5 1.384(2) . ?
C4 H4A 0.9500 . ?
C5 C6 1.399(2) . ?
C5 H5A 0.9500 . ?
C6 C10 1.4581(19) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9500 . ?
C11 C12 1.3701(19) . ?
C11 C13 1.432(2) . ?
C12 C14 1.445(2) . ?

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
C1 O1 C7 111.72(11) . . ?
C2 O2 C8 113.11(10) . . ?
C3 O3 C9 117.40(11) . . ?
C10 N1 C11 119.86(12) . . ?
C12 N2 H2A 120.0 . . ?
C12 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C1 C2 119.41(12) . . ?
O1 C1 C6 119.58(12) . . ?
C2 C1 C6 121.01(13) . . ?
O2 C2 C1 119.22(12) . . ?
O2 C2 C3 121.02(12) . . ?
C1 C2 C3 119.67(12) . . ?
O3 C3 C4 124.89(13) . . ?
O3 C3 C2 114.96(12) . . ?
C4 C3 C2 120.15(12) . . ?
C5 C4 C3 119.44(13) . . ?
C5 C4 H4A 120.3 . . ?
C3 C4 H4A 120.3 . . ?
C4 C5 C6 121.51(13) . . ?
C4 C5 H5A 119.2 . . ?
C6 C5 H5A 119.2 . . ?
C5 C6 C1 118.20(12) . . ?
C5 C6 C10 122.26(12) . . ?
C1 C6 C10 119.54(13) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O3 C9 H9A 109.5 . . ?
O3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 C6 121.45(13) . . ?
N1 C10 H10A 119.3 . . ?
C6 C10 H10A 119.3 . . ?
C12 C11 N1 117.85(13) . . ?
C12 C11 C13 120.80(12) . . ?
N1 C11 C13 121.31(12) . . ?
N2 C12 C11 124.94(13) . . ?
N2 C12 C14 116.09(13) . . ?
C11 C12 C14 118.96(13) . . ?
N3 C13 C11 174.27(15) . . ?
N4 C14 C12 178.78(17) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.043
