# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2008

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Guofu Zhong'
_publ_contact_author_email       GZHONG@GMAIL.COM

_publ_section_title              
;
A recyclable enantioselective Michael addition of
1,3-diphenyl-1,3-propanedione to nitroolefins by
9-amino-9-deoxyepiquinine
;
loop_
_publ_author_name
'Guofu Zhong.'
'Pei Juan Chua.'
'Bin Tan.'
'Xuan Zhang.'

# Attachment 'zgf21.cif'

data_zgf21
_database_code_depnum_ccdc_archive 'CCDC 658642'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_absolute_configuration ad
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H18 Cl N O4'
_chemical_formula_sum            'C23 H18 Cl N O4'
_chemical_formula_weight         407.83

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'
Cl Cl 0.1484 0.1585 '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)

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

_cell_length_a                   5.7405(4)
_cell_length_b                   16.9700(12)
_cell_length_c                   20.3563(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.730(4)
_cell_angle_gamma                90.00
_cell_volume                     1978.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5733
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      22.41

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    0.223
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9361
_exptl_absorpt_correction_T_max  0.9824
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(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            21198
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_av_sigmaI/netI    0.0786
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.00
_diffrn_reflns_theta_max         27.00
_reflns_number_total             8394
_reflns_number_gt                6696
_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 F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0747P)^2^+0.2850P] where P=(Fo^2^+2Fc^2^)/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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(6)
_refine_ls_number_reflns         8394
_refine_ls_number_parameters     523
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0493
_refine_ls_wR_factor_ref         0.1545
_refine_ls_wR_factor_gt          0.1217
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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
C1 C 0.1297(7) 0.3048(2) 0.42550(16) 0.0356(8) Uani 1 1 d . . .
C2 C 0.3211(7) 0.3444(3) 0.45381(17) 0.0394(9) Uani 1 1 d . . .
H2 H 0.4455 0.3598 0.4280 0.047 Uiso 1 1 calc R . .
C3 C 0.3283(6) 0.3611(2) 0.52056(16) 0.0339(8) Uani 1 1 d . . .
H3 H 0.4590 0.3885 0.5404 0.041 Uiso 1 1 calc R . .
C4 C 0.1477(5) 0.3387(2) 0.55923(15) 0.0239(7) Uani 1 1 d . . .
C5 C -0.0391(6) 0.2980(2) 0.52915(16) 0.0334(8) Uani 1 1 d . . .
H5 H -0.1623 0.2810 0.5547 0.040 Uiso 1 1 calc R . .
C6 C -0.0492(7) 0.2816(3) 0.46240(17) 0.0413(9) Uani 1 1 d . . .
H6 H -0.1798 0.2544 0.4423 0.050 Uiso 1 1 calc R . .
C7 C 0.1477(6) 0.3596(2) 0.63195(14) 0.0240(7) Uani 1 1 d . . .
H7 H 0.0101 0.3339 0.6507 0.029 Uiso 1 1 calc R . .
C8 C 0.3697(6) 0.3324(2) 0.67127(16) 0.0275(7) Uani 1 1 d . . .
H8A H 0.5072 0.3584 0.6538 0.033 Uiso 1 1 calc R . .
H8B H 0.3623 0.3482 0.7179 0.033 Uiso 1 1 calc R . .
C9 C 0.1325(6) 0.4495(2) 0.64321(14) 0.0227(7) Uani 1 1 d . . .
H9 H 0.2833 0.4750 0.6333 0.027 Uiso 1 1 calc R . .
C10 C -0.0678(6) 0.4833(2) 0.59731(15) 0.0252(7) Uani 1 1 d . . .
C11 C -0.0126(6) 0.5245(2) 0.53596(15) 0.0234(7) Uani 1 1 d . . .
C12 C -0.1827(6) 0.5245(2) 0.48330(16) 0.0323(8) Uani 1 1 d . . .
H12 H -0.3282 0.4990 0.4877 0.039 Uiso 1 1 calc R . .
C13 C -0.1382(7) 0.5619(3) 0.42478(17) 0.0414(9) Uani 1 1 d . . .
H13 H -0.2531 0.5615 0.3890 0.050 Uiso 1 1 calc R . .
C14 C 0.0707(7) 0.5995(2) 0.41822(17) 0.0345(8) Uani 1 1 d . . .
H14 H 0.0995 0.6255 0.3782 0.041 Uiso 1 1 calc R . .
C15 C 0.2386(6) 0.5995(2) 0.46984(18) 0.0357(8) Uani 1 1 d . . .
H15 H 0.3828 0.6258 0.4653 0.043 Uiso 1 1 calc R . .
C16 C 0.1994(6) 0.5617(2) 0.52805(17) 0.0326(8) Uani 1 1 d . . .
H16 H 0.3178 0.5611 0.5629 0.039 Uiso 1 1 calc R . .
C17 C 0.0734(6) 0.4700(2) 0.71396(15) 0.0255(7) Uani 1 1 d . . .
C18 C 0.1368(6) 0.5495(2) 0.73895(14) 0.0253(7) Uani 1 1 d . . .
C19 C 0.3304(6) 0.5910(2) 0.72009(17) 0.0350(8) Uani 1 1 d . . .
H19 H 0.4283 0.5683 0.6893 0.042 Uiso 1 1 calc R . .
C20 C 0.3823(8) 0.6654(3) 0.74568(19) 0.0421(10) Uani 1 1 d . . .
H20 H 0.5169 0.6929 0.7334 0.051 Uiso 1 1 calc R . .
C21 C 0.2367(8) 0.6989(3) 0.78899(19) 0.0441(10) Uani 1 1 d . . .
H21 H 0.2674 0.7506 0.8051 0.053 Uiso 1 1 calc R . .
C22 C 0.0480(8) 0.6582(3) 0.80905(18) 0.0439(10) Uani 1 1 d . . .
H22 H -0.0494 0.6814 0.8397 0.053 Uiso 1 1 calc R . .
C23 C -0.0016(6) 0.5836(2) 0.78497(16) 0.0331(8) Uani 1 1 d . . .
H23 H -0.1310 0.5554 0.7999 0.040 Uiso 1 1 calc R . .
C24 C 0.5389(6) -0.00832(19) 0.75833(14) 0.0240(7) Uani 1 1 d . . .
C25 C 0.4703(6) 0.0245(2) 0.81544(15) 0.0254(7) Uani 1 1 d . . .
H25 H 0.3296 0.0081 0.8334 0.031 Uiso 1 1 calc R . .
C26 C 0.6097(5) 0.0825(2) 0.84702(14) 0.0227(7) Uani 1 1 d . . .
H26 H 0.5621 0.1060 0.8863 0.027 Uiso 1 1 calc R . .
C27 C 0.8150(5) 0.10582(19) 0.82167(14) 0.0211(6) Uani 1 1 d . . .
C28 C 0.8801(6) 0.0706(2) 0.76380(14) 0.0247(7) Uani 1 1 d . . .
H28 H 1.0222 0.0860 0.7460 0.030 Uiso 1 1 calc R . .
C29 C 0.7420(6) 0.0138(2) 0.73155(15) 0.0268(7) Uani 1 1 d . . .
H29 H 0.7872 -0.0094 0.6918 0.032 Uiso 1 1 calc R . .
C30 C 0.9774(6) 0.16793(19) 0.85506(14) 0.0213(6) Uani 1 1 d . . .
H30 H 1.1400 0.1485 0.8505 0.026 Uiso 1 1 calc R . .
C31 C 0.9606(6) 0.2477(2) 0.81927(15) 0.0249(7) Uani 1 1 d . . .
H31A H 1.0976 0.2804 0.8335 0.030 Uiso 1 1 calc R . .
H31B H 0.9635 0.2389 0.7712 0.030 Uiso 1 1 calc R . .
C32 C 0.9498(5) 0.17606(19) 0.92993(14) 0.0203(6) Uani 1 1 d . . .
H32 H 0.7905 0.1958 0.9385 0.024 Uiso 1 1 calc R . .
C33 C 0.9942(5) 0.09314(18) 0.96173(14) 0.0199(6) Uani 1 1 d . . .
C34 C 0.8417(5) 0.0643(2) 1.01387(14) 0.0218(6) Uani 1 1 d . . .
C35 C 0.8910(8) -0.0098(2) 1.04042(18) 0.0391(9) Uani 1 1 d . . .
H35 H 1.0234 -0.0383 1.0277 0.047 Uiso 1 1 calc R . .
C36 C 0.7477(9) -0.0420(3) 1.0852(2) 0.0517(12) Uani 1 1 d . . .
H36 H 0.7800 -0.0931 1.1027 0.062 Uiso 1 1 calc R . .
C37 C 0.5568(7) -0.0002(2) 1.10466(17) 0.0375(9) Uani 1 1 d . . .
H37 H 0.4569 -0.0229 1.1349 0.045 Uiso 1 1 calc R . .
C38 C 0.5118(6) 0.0739(2) 1.08034(16) 0.0313(8) Uani 1 1 d . . .
H38 H 0.3840 0.1032 1.0949 0.038 Uiso 1 1 calc R . .
C39 C 0.6526(6) 0.1061(2) 1.03450(16) 0.0276(7) Uani 1 1 d . . .
H39 H 0.6192 0.1572 1.0172 0.033 Uiso 1 1 calc R . .
C40 C 1.1391(5) 0.22933(19) 0.96298(15) 0.0212(6) Uani 1 1 d . . .
C41 C 1.0880(5) 0.27653(18) 1.02199(14) 0.0203(6) Uani 1 1 d . . .
C42 C 0.8712(6) 0.3118(2) 1.02876(15) 0.0241(7) Uani 1 1 d . . .
H42 H 0.7445 0.3014 0.9976 0.029 Uiso 1 1 calc R . .
C43 C 0.8417(6) 0.3628(2) 1.08196(16) 0.0288(7) Uani 1 1 d . . .
H43 H 0.6976 0.3895 1.0853 0.035 Uiso 1 1 calc R . .
C44 C 1.0207(7) 0.3741(2) 1.12920(17) 0.0329(8) Uani 1 1 d . . .
H44 H 0.9982 0.4074 1.1658 0.039 Uiso 1 1 calc R . .
C45 C 1.2332(6) 0.3373(2) 1.12378(16) 0.0315(8) Uani 1 1 d . . .
H45 H 1.3552 0.3448 1.1570 0.038 Uiso 1 1 calc R . .
C46 C 1.2697(6) 0.2897(2) 1.07028(14) 0.0253(7) Uani 1 1 d . . .
H46 H 1.4178 0.2658 1.0662 0.030 Uiso 1 1 calc R . .
Cl1 Cl 0.1155(2) 0.28480(9) 0.34122(4) 0.0612(4) Uani 1 1 d . . .
Cl2 Cl 0.36293(16) -0.08137(6) 0.71926(4) 0.0372(2) Uani 1 1 d . . .
N1 N 0.3964(5) 0.24490(18) 0.66704(13) 0.0293(6) Uani 1 1 d . . .
N2 N 0.7426(5) 0.29041(18) 0.83337(12) 0.0305(7) Uani 1 1 d . . .
O1 O 0.5776(6) 0.21960(19) 0.64600(16) 0.0601(9) Uani 1 1 d . . .
O2 O 0.2410(5) 0.20350(16) 0.68538(12) 0.0382(6) Uani 1 1 d . . .
O3 O -0.2692(4) 0.47196(16) 0.61112(11) 0.0331(6) Uani 1 1 d . . .
O4 O -0.0315(5) 0.42247(17) 0.74602(11) 0.0401(6) Uani 1 1 d . . .
O5 O 0.5616(5) 0.2712(2) 0.80278(13) 0.0493(8) Uani 1 1 d . . .
O6 O 0.7536(6) 0.34004(16) 0.87707(13) 0.0464(7) Uani 1 1 d . . .
O7 O 1.3359(4) 0.22889(14) 0.94331(10) 0.0255(5) Uani 1 1 d . . .
O8 O 1.1564(4) 0.05499(14) 0.94416(11) 0.0265(5) Uani 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
C1 0.040(2) 0.038(2) 0.0290(16) -0.0062(16) 0.0017(14) 0.0046(17)
C2 0.037(2) 0.053(3) 0.0297(17) -0.0028(17) 0.0088(14) -0.0081(19)
C3 0.0310(19) 0.041(2) 0.0303(17) -0.0014(16) 0.0028(14) -0.0144(17)
C4 0.0204(16) 0.0250(17) 0.0264(15) 0.0005(13) 0.0030(12) 0.0011(13)
C5 0.0268(18) 0.040(2) 0.0336(17) -0.0063(16) 0.0049(14) -0.0091(16)
C6 0.0321(19) 0.053(3) 0.0385(18) -0.0163(19) 0.0004(15) -0.0114(19)
C7 0.0272(17) 0.0236(17) 0.0211(14) 0.0002(13) 0.0011(12) -0.0035(14)
C8 0.0300(18) 0.0251(18) 0.0271(16) 0.0007(14) -0.0013(13) -0.0013(15)
C9 0.0215(16) 0.0243(17) 0.0225(14) 0.0042(13) 0.0023(12) -0.0054(13)
C10 0.0217(16) 0.0253(18) 0.0286(16) -0.0028(14) 0.0022(12) -0.0046(14)
C11 0.0264(17) 0.0183(16) 0.0251(14) 0.0043(13) -0.0008(12) 0.0015(13)
C12 0.0255(17) 0.037(2) 0.0334(17) 0.0063(16) -0.0025(14) -0.0058(15)
C13 0.047(2) 0.048(2) 0.0277(17) 0.0065(17) -0.0036(15) -0.006(2)
C14 0.038(2) 0.037(2) 0.0286(17) 0.0083(16) 0.0067(14) 0.0012(17)
C15 0.0263(18) 0.038(2) 0.0425(19) 0.0169(17) 0.0014(14) -0.0040(16)
C16 0.0258(18) 0.035(2) 0.0364(18) 0.0105(16) -0.0033(14) -0.0031(15)
C17 0.0224(16) 0.0296(18) 0.0247(15) 0.0013(14) 0.0026(12) -0.0018(14)
C18 0.0277(17) 0.0255(18) 0.0221(14) 0.0014(13) -0.0019(12) 0.0038(14)
C19 0.0329(19) 0.039(2) 0.0330(18) -0.0063(16) 0.0044(14) -0.0029(17)
C20 0.048(2) 0.039(2) 0.039(2) -0.0021(18) 0.0035(17) -0.0143(19)
C21 0.055(3) 0.036(2) 0.039(2) -0.0084(18) -0.0091(19) -0.001(2)
C22 0.058(3) 0.041(2) 0.0327(19) -0.0098(18) 0.0056(18) 0.010(2)
C23 0.036(2) 0.034(2) 0.0301(17) -0.0041(15) 0.0069(14) 0.0023(16)
C24 0.0301(17) 0.0200(16) 0.0214(14) -0.0017(13) -0.0029(12) -0.0035(13)
C25 0.0227(16) 0.0261(17) 0.0278(15) 0.0012(14) 0.0040(12) -0.0024(14)
C26 0.0211(15) 0.0269(18) 0.0207(14) -0.0022(13) 0.0050(12) 0.0018(13)
C27 0.0234(16) 0.0212(16) 0.0187(14) 0.0036(12) 0.0004(11) 0.0027(13)
C28 0.0256(17) 0.0281(18) 0.0212(14) 0.0038(13) 0.0074(12) -0.0040(14)
C29 0.0305(18) 0.0300(19) 0.0202(14) -0.0047(14) 0.0047(12) -0.0006(15)
C30 0.0245(16) 0.0195(16) 0.0202(14) -0.0034(12) 0.0043(12) 0.0015(13)
C31 0.0272(17) 0.0243(17) 0.0238(14) 0.0027(13) 0.0064(12) 0.0024(14)
C32 0.0209(15) 0.0213(16) 0.0189(13) 0.0006(12) 0.0032(11) 0.0005(13)
C33 0.0224(15) 0.0156(15) 0.0212(14) -0.0025(12) -0.0018(11) -0.0010(13)
C34 0.0234(16) 0.0211(16) 0.0212(14) -0.0015(13) 0.0040(11) -0.0020(13)
C35 0.052(2) 0.0261(19) 0.041(2) 0.0064(17) 0.0154(17) 0.0126(18)
C36 0.080(3) 0.027(2) 0.053(2) 0.0205(19) 0.033(2) 0.013(2)
C37 0.049(2) 0.032(2) 0.0333(18) 0.0071(16) 0.0151(16) -0.0102(18)
C38 0.0260(17) 0.036(2) 0.0324(17) 0.0029(16) 0.0084(13) 0.0005(15)
C39 0.0264(17) 0.0256(18) 0.0316(17) 0.0042(14) 0.0062(13) 0.0038(14)
C40 0.0188(15) 0.0189(16) 0.0262(15) 0.0028(13) 0.0028(12) 0.0026(13)
C41 0.0196(14) 0.0160(15) 0.0254(14) 0.0015(12) 0.0028(11) -0.0035(12)
C42 0.0223(16) 0.0228(17) 0.0275(15) 0.0007(13) 0.0045(12) 0.0013(13)
C43 0.0266(18) 0.0265(18) 0.0343(17) -0.0056(15) 0.0093(13) -0.0009(14)
C44 0.038(2) 0.0293(19) 0.0316(17) -0.0100(15) 0.0074(14) -0.0059(16)
C45 0.0280(18) 0.034(2) 0.0328(17) -0.0104(15) 0.0012(13) -0.0020(15)
C46 0.0231(16) 0.0261(17) 0.0267(14) -0.0034(14) 0.0016(12) -0.0011(14)
Cl1 0.0615(7) 0.0909(10) 0.0310(5) -0.0193(6) 0.0024(4) -0.0005(7)
Cl2 0.0379(5) 0.0370(5) 0.0363(4) -0.0109(4) 0.0003(3) -0.0121(4)
N1 0.0338(17) 0.0283(16) 0.0263(13) 0.0038(12) 0.0052(11) 0.0074(13)
N2 0.0407(17) 0.0271(16) 0.0240(13) 0.0067(13) 0.0042(12) 0.0074(14)
O1 0.061(2) 0.049(2) 0.075(2) 0.0045(16) 0.0399(17) 0.0219(16)
O2 0.0436(16) 0.0315(15) 0.0400(14) 0.0004(12) 0.0053(12) -0.0057(12)
O3 0.0218(12) 0.0461(16) 0.0318(12) 0.0074(11) 0.0050(9) -0.0020(11)
O4 0.0555(17) 0.0360(15) 0.0307(12) 0.0009(12) 0.0163(11) -0.0109(14)
O5 0.0354(15) 0.067(2) 0.0441(14) 0.0096(15) -0.0087(12) 0.0092(15)
O6 0.069(2) 0.0286(14) 0.0428(15) -0.0025(12) 0.0127(13) 0.0151(14)
O7 0.0188(11) 0.0309(13) 0.0272(11) -0.0056(10) 0.0044(8) -0.0012(10)
O8 0.0257(12) 0.0228(12) 0.0316(11) 0.0013(10) 0.0060(9) 0.0077(10)

_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 1.369(5) . ?
C1 C2 1.382(5) . ?
C1 Cl1 1.746(3) . ?
C2 C3 1.386(5) . ?
C3 C4 1.395(5) . ?
C4 C5 1.384(5) . ?
C4 C7 1.522(4) . ?
C5 C6 1.384(5) . ?
C7 C8 1.531(4) . ?
C7 C9 1.546(5) . ?
C8 N1 1.497(4) . ?
C9 C17 1.540(4) . ?
C9 C10 1.544(4) . ?
C10 O3 1.222(4) . ?
C10 C11 1.483(5) . ?
C11 C16 1.390(5) . ?
C11 C12 1.403(5) . ?
C12 C13 1.388(5) . ?
C13 C14 1.372(5) . ?
C14 C15 1.379(5) . ?
C15 C16 1.379(5) . ?
C17 O4 1.221(4) . ?
C17 C18 1.479(5) . ?
C18 C19 1.391(5) . ?
C18 C23 1.393(5) . ?
C19 C20 1.390(6) . ?
C20 C21 1.376(6) . ?
C21 C22 1.369(6) . ?
C22 C23 1.380(6) . ?
C24 C25 1.370(4) . ?
C24 C29 1.371(5) . ?
C24 Cl2 1.757(3) . ?
C25 C26 1.398(5) . ?
C26 C27 1.375(4) . ?
C27 C28 1.393(4) . ?
C27 C30 1.536(4) . ?
C28 C29 1.387(5) . ?
C30 C31 1.537(5) . ?
C30 C32 1.549(4) . ?
C31 N2 1.491(4) . ?
C32 C40 1.535(4) . ?
C32 C33 1.563(4) . ?
C33 O8 1.207(4) . ?
C33 C34 1.501(4) . ?
C34 C39 1.385(5) . ?
C34 C35 1.391(5) . ?
C35 C36 1.380(6) . ?
C36 C37 1.385(6) . ?
C37 C38 1.370(6) . ?
C38 C39 1.386(5) . ?
C40 O7 1.223(4) . ?
C40 C41 1.489(4) . ?
C41 C42 1.396(4) . ?
C41 C46 1.404(4) . ?
C42 C43 1.405(5) . ?
C43 C44 1.374(5) . ?
C44 C45 1.381(5) . ?
C45 C46 1.383(5) . ?
N1 O2 1.213(4) . ?
N1 O1 1.228(4) . ?
N2 O5 1.220(4) . ?
N2 O6 1.224(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
C6 C1 C2 121.0(3) . . ?
C6 C1 Cl1 119.7(3) . . ?
C2 C1 Cl1 119.3(3) . . ?
C1 C2 C3 118.7(3) . . ?
C2 C3 C4 121.4(3) . . ?
C5 C4 C3 118.0(3) . . ?
C5 C4 C7 119.9(3) . . ?
C3 C4 C7 122.1(3) . . ?
C4 C5 C6 121.1(3) . . ?
C1 C6 C5 119.7(3) . . ?
C4 C7 C8 112.7(3) . . ?
C4 C7 C9 112.2(3) . . ?
C8 C7 C9 105.8(3) . . ?
N1 C8 C7 110.7(3) . . ?
C17 C9 C10 106.4(3) . . ?
C17 C9 C7 112.3(3) . . ?
C10 C9 C7 108.9(3) . . ?
O3 C10 C11 121.7(3) . . ?
O3 C10 C9 118.7(3) . . ?
C11 C10 C9 119.5(3) . . ?
C16 C11 C12 118.9(3) . . ?
C16 C11 C10 123.3(3) . . ?
C12 C11 C10 117.9(3) . . ?
C13 C12 C11 119.9(3) . . ?
C14 C13 C12 120.5(3) . . ?
C13 C14 C15 119.8(3) . . ?
C16 C15 C14 120.6(4) . . ?
C15 C16 C11 120.3(3) . . ?
O4 C17 C18 122.5(3) . . ?
O4 C17 C9 119.8(3) . . ?
C18 C17 C9 117.6(3) . . ?
C19 C18 C23 118.4(3) . . ?
C19 C18 C17 123.4(3) . . ?
C23 C18 C17 118.2(3) . . ?
C20 C19 C18 120.8(3) . . ?
C21 C20 C19 119.4(4) . . ?
C22 C21 C20 120.6(4) . . ?
C21 C22 C23 120.4(4) . . ?
C22 C23 C18 120.5(4) . . ?
C25 C24 C29 121.7(3) . . ?
C25 C24 Cl2 118.9(3) . . ?
C29 C24 Cl2 119.5(2) . . ?
C24 C25 C26 119.3(3) . . ?
C27 C26 C25 120.6(3) . . ?
C26 C27 C28 118.5(3) . . ?
C26 C27 C30 122.8(3) . . ?
C28 C27 C30 118.7(3) . . ?
C29 C28 C27 121.5(3) . . ?
C24 C29 C28 118.5(3) . . ?
C27 C30 C31 112.1(2) . . ?
C27 C30 C32 113.5(3) . . ?
C31 C30 C32 112.4(2) . . ?
N2 C31 C30 111.4(3) . . ?
C40 C32 C30 111.7(3) . . ?
C40 C32 C33 104.9(2) . . ?
C30 C32 C33 107.6(2) . . ?
O8 C33 C34 122.1(3) . . ?
O8 C33 C32 117.9(3) . . ?
C34 C33 C32 120.0(3) . . ?
C39 C34 C35 119.3(3) . . ?
C39 C34 C33 123.5(3) . . ?
C35 C34 C33 117.1(3) . . ?
C36 C35 C34 120.0(4) . . ?
C35 C36 C37 120.2(4) . . ?
C38 C37 C36 120.1(3) . . ?
C37 C38 C39 120.1(3) . . ?
C34 C39 C38 120.3(3) . . ?
O7 C40 C41 120.1(3) . . ?
O7 C40 C32 119.7(3) . . ?
C41 C40 C32 120.0(3) . . ?
C42 C41 C46 119.3(3) . . ?
C42 C41 C40 122.3(3) . . ?
C46 C41 C40 118.3(3) . . ?
C41 C42 C43 119.6(3) . . ?
C44 C43 C42 120.2(3) . . ?
C43 C44 C45 120.3(3) . . ?
C44 C45 C46 120.5(3) . . ?
C45 C46 C41 120.0(3) . . ?
O2 N1 O1 124.1(3) . . ?
O2 N1 C8 118.5(3) . . ?
O1 N1 C8 117.4(3) . . ?
O5 N2 O6 123.8(3) . . ?
O5 N2 C31 118.0(3) . . ?
O6 N2 C31 118.1(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.074