# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is (c) The Royal Society of Chemistry 2011


data_global
_journal_name_full               Org.Biomol.Chem.
_journal_coden_cambridge         0177
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
loop_
_publ_author_name
_publ_author_address
'Huang, Zhi-Shu'
;School of Pharmaceutical Sciences
Sun Yat-sen University
Guangzhou
People's Republic of China
;
_publ_contact_author_address     
;School of Pharmaceutical Sciences
Sun Yat-sen University
Guangzhou
People's Republic of China
;
_publ_contact_author_email       'ceshzs@mail.sysu.edu.cn '
_publ_contact_author_fax         8620-39943056
_publ_contact_author_phone       8620-39943056
_publ_contact_author_name        'Zhi-Shu Huang'

data_6d
_database_code_depnum_ccdc_archive 'CCDC 798356'

_audit_creation_method           SHELXL-97
_chemical_formula_moiety         'C24 H25 N5 O3, C H Cl3'
_chemical_formula_sum            'C25 H26 Cl3 N5 O3'
_chemical_formula_weight         550.86
_chemical_melting_point          ?
_chemical_name_common            ?
_chemical_name_systematic        ?
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_angle_alpha                83.548(2)
_cell_angle_beta                 72.050(2)
_cell_angle_gamma                67.759(3)
_cell_formula_units_Z            2
_cell_length_a                   9.2025(3)
_cell_length_b                   11.0726(3)
_cell_length_c                   14.1584(4)
_cell_measurement_reflns_used    12953
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      68.1263
_cell_measurement_theta_min      3.2785
_cell_volume                     1270.33(6)
_exptl_absorpt_coefficient_mu    3.584
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.49487
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_F_000             572
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_special_details           ?
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 8.2417
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
1 omega -71.00 21.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -42.7034 37.0000 60.0000 92

#__ type_ start__ end____ width___ exp.time_
2 omega -118.00 -19.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -42.7034 -37.0000 -120.0000 99

#__ type_ start__ end____ width___ exp.time_
3 omega 8.00 90.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 42.7034 -125.0000 -180.0000 82

#__ type_ start__ end____ width___ exp.time_
4 omega -109.00 -83.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -95.0000 125.0000 -90.0000 26

#__ type_ start__ end____ width___ exp.time_
5 omega -35.00 -10.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -95.0000 93.0000 159.0000 25

#__ type_ start__ end____ width___ exp.time_
6 omega -113.00 -62.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -95.0000 125.0000 30.0000 51

#__ type_ start__ end____ width___ exp.time_
7 omega -120.00 -94.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -95.0000 125.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
8 omega 15.00 112.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 -93.0000 -159.0000 97

#__ type_ start__ end____ width___ exp.time_
9 omega 27.00 77.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 -45.0000 -180.0000 50

#__ type_ start__ end____ width___ exp.time_
10 omega 50.00 142.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 -15.0000 -120.0000 92

#__ type_ start__ end____ width___ exp.time_
11 omega 26.00 51.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 -45.0000 120.0000 25

#__ type_ start__ end____ width___ exp.time_
12 omega 26.00 76.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 -45.0000 60.0000 50

#__ type_ start__ end____ width___ exp.time_
13 omega 26.00 75.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 -45.0000 0.0000 49

#__ type_ start__ end____ width___ exp.time_
14 omega 58.00 140.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 15.0000 -60.0000 82

#__ type_ start__ end____ width___ exp.time_
15 omega 36.00 70.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 -45.0000 -60.0000 34

#__ type_ start__ end____ width___ exp.time_
16 omega 87.00 139.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 -15.0000 0.0000 52

#__ type_ start__ end____ width___ exp.time_
17 omega 26.00 64.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 -15.0000 0.0000 38

#__ type_ start__ end____ width___ exp.time_
18 omega 76.00 122.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 -77.0000 60.0000 46

#__ type_ start__ end____ width___ exp.time_
19 omega 21.00 133.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 -77.0000 -60.0000 112

#__ type_ start__ end____ width___ exp.time_
20 omega 128.00 154.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 125.0000 30.0000 26

#__ type_ start__ end____ width___ exp.time_
21 omega -121.00 -9.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -42.7034 -77.0000 0.0000 112

#__ type_ start__ end____ width___ exp.time_
22 omega -118.00 -13.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -42.7034 -37.0000 30.0000 105

#__ type_ start__ end____ width___ exp.time_
23 omega -120.00 -73.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -42.7034 -125.0000 150.0000 47

#__ type_ start__ end____ width___ exp.time_
24 omega -121.00 -9.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -42.7034 -77.0000 150.0000 112

#__ type_ start__ end____ width___ exp.time_
25 omega -174.00 -98.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -95.0000 -77.0000 -120.0000 76

#__ type_ start__ end____ width___ exp.time_
26 omega -174.00 -61.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -95.0000 -77.0000 -180.0000 113

#__ type_ start__ end____ width___ exp.time_
27 omega -174.00 -61.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -95.0000 -77.0000 120.0000 113

#__ type_ start__ end____ width___ exp.time_
28 omega 72.00 174.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 45.0000 -30.0000 102

#__ type_ start__ end____ width___ exp.time_
29 omega 52.00 178.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 100.0000 15.0000 90.0000 126
;
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0680547
_diffrn_orient_matrix_UB_12      0.1464752
_diffrn_orient_matrix_UB_13      0.0251965
_diffrn_orient_matrix_UB_21      0.1041903
_diffrn_orient_matrix_UB_22      0.0259732
_diffrn_orient_matrix_UB_23      -0.1027492
_diffrn_orient_matrix_UB_31      -0.1421335
_diffrn_orient_matrix_UB_32      0.0215862
_diffrn_orient_matrix_UB_33      -0.0434744
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'Nova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0143
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16614
_diffrn_reflns_theta_full        68.24
_diffrn_reflns_theta_max         68.24
_diffrn_reflns_theta_min         3.28
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4269
_reflns_number_total             4645
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_molecular_graphics    
;
OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_publication_material  
;
OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.040
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0308
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         4645
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.931
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_wR_factor_gt          0.0860
_refine_ls_wR_factor_ref         0.0894
_refine_ls_weighting_details     
;
calc w=1/[\s^2^(Fo^2^)+(0.0581P)^2^+0.4855P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_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.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Cl1 Cl 0.64034(6) 0.81084(4) 0.14396(3) 0.04941(13) Uani 1 1 d . . .
Cl2 Cl 0.69845(6) 0.87797(4) -0.06397(3) 0.05268(13) Uani 1 1 d . . .
Cl3 Cl 0.77285(8) 0.61026(4) -0.00451(4) 0.06758(16) Uani 1 1 d . . .
C C 0.6391(2) 0.77149(15) 0.02749(11) 0.0372(3) Uani 1 1 d . . .
H H 0.5278 0.7792 0.0313 0.045 Uiso 1 1 calc R . .
O O 0.41473(11) 0.49549(9) 0.40510(7) 0.0304(2) Uani 1 1 d . . .
O0AA O 0.16521(12) 0.52263(9) 0.49892(8) 0.0345(2) Uani 1 1 d . . .
N N 0.60540(13) 0.12545(10) 0.51817(8) 0.0244(2) Uani 1 1 d . . .
N1AA N 0.34199(13) 0.15097(10) 0.63264(8) 0.0251(2) Uani 1 1 d . . .
O1AA O 0.46767(13) -0.25866(10) 0.84209(7) 0.0368(2) Uani 1 1 d . . .
C9AA C 0.37512(16) 0.32343(12) 0.51905(9) 0.0242(3) Uani 1 1 d . . .
C0BA C 0.54001(15) 0.24485(12) 0.48307(9) 0.0233(3) Uani 1 1 d . . .
C1BA C 0.64561(16) 0.29458(13) 0.40252(9) 0.0250(3) Uani 1 1 d . . .
C2BA C 0.57405(16) -0.04547(12) 0.63369(9) 0.0248(3) Uani 1 1 d . . .
C3BA C 0.50153(15) 0.08581(12) 0.59230(9) 0.0232(3) Uani 1 1 d . . .
N0AA N 0.11341(14) 0.33078(11) 0.63170(9) 0.0309(3) Uani 1 1 d . . .
H0AB H 0.0570 0.2947 0.6774 0.037 Uiso 1 1 calc R . .
H0AA H 0.0657 0.4065 0.6097 0.037 Uiso 1 1 calc R . .
C5BA C 0.73532(16) -0.12488(13) 0.58937(10) 0.0278(3) Uani 1 1 d . . .
H5B H 0.7989 -0.0960 0.5338 0.033 Uiso 1 1 calc R . .
C6BA C 0.27438(16) 0.26952(12) 0.59508(9) 0.0248(3) Uani 1 1 d . . .
C7BA C 0.57804(16) 0.41879(13) 0.36652(10) 0.0267(3) Uani 1 1 d . . .
N2AA N 0.24643(14) -0.24324(11) 1.05894(8) 0.0300(3) Uani 1 1 d . . .
N3AA N 0.12873(14) -0.20715(11) 1.27130(8) 0.0284(2) Uani 1 1 d . . .
C0CA C 0.66997(18) 0.47345(14) 0.29000(11) 0.0330(3) Uani 1 1 d . . .
H0C H 0.6225 0.5574 0.2679 0.040 Uiso 1 1 calc R . .
C1CA C 0.81156(16) 0.22311(13) 0.35884(10) 0.0288(3) Uani 1 1 d . . .
H1C H 0.8601 0.1400 0.3819 0.035 Uiso 1 1 calc R . .
C2CA C 0.83337(18) 0.40039(15) 0.24751(10) 0.0350(3) Uani 1 1 d . . .
H2C H 0.8966 0.4351 0.1958 0.042 Uiso 1 1 calc R . .
C3CA C 0.47895(17) -0.08898(13) 0.71754(9) 0.0264(3) Uani 1 1 d . . .
H3C H 0.3700 -0.0373 0.7463 0.032 Uiso 1 1 calc R . .
C4CA C 0.80141(17) -0.24777(13) 0.62825(10) 0.0312(3) Uani 1 1 d . . .
H4C H 0.9083 -0.3019 0.5975 0.037 Uiso 1 1 calc R . .
C5CA C 0.70891(18) -0.28980(13) 0.71246(10) 0.0319(3) Uani 1 1 d . . .
H5C H 0.7541 -0.3714 0.7389 0.038 Uiso 1 1 calc R . .
C6CA C 0.30778(16) 0.45059(13) 0.47700(10) 0.0270(3) Uani 1 1 d . . .
C7CA C 0.54832(17) -0.20982(13) 0.75754(10) 0.0290(3) Uani 1 1 d . . .
C8CA C 0.26805(17) -0.32211(13) 1.22405(10) 0.0308(3) Uani 1 1 d . . .
H8CB H 0.2731 -0.3961 1.2684 0.037 Uiso 1 1 calc R . .
H8CA H 0.3690 -0.3062 1.2115 0.037 Uiso 1 1 calc R . .
C9CA C 0.25236(19) -0.35332(13) 1.12756(10) 0.0326(3) Uani 1 1 d . . .
H9CB H 0.3451 -0.4302 1.0977 0.039 Uiso 1 1 calc R . .
H9CA H 0.1532 -0.3720 1.1402 0.039 Uiso 1 1 calc R . .
C0DA C 0.11821(19) -0.09662(13) 1.20349(10) 0.0339(3) Uani 1 1 d . . .
H0DA H 0.2147 -0.0744 1.1915 0.041 Uiso 1 1 calc R . .
H0DB H 0.0227 -0.0215 1.2336 0.041 Uiso 1 1 calc R . .
C1DA C 0.90403(17) 0.27523(15) 0.28149(10) 0.0328(3) Uani 1 1 d . . .
H1D H 1.0139 0.2264 0.2521 0.039 Uiso 1 1 calc R . .
C2DA C 0.29481(19) -0.19209(14) 0.87937(10) 0.0337(3) Uani 1 1 d . . .
H2DA H 0.2428 -0.1835 0.8276 0.040 Uiso 1 1 calc R . .
H2DB H 0.2708 -0.1055 0.9026 0.040 Uiso 1 1 calc R . .
C3DA C 0.10578(18) -0.12870(14) 1.10594(11) 0.0340(3) Uani 1 1 d . . .
H3DB H 0.0055 -0.1453 1.1174 0.041 Uiso 1 1 calc R . .
H3DA H 0.1009 -0.0546 1.0618 0.041 Uiso 1 1 calc R . .
C4DA C 0.2321(2) -0.27251(16) 0.96429(10) 0.0377(3) Uani 1 1 d . . .
H4DA H 0.1179 -0.2557 0.9712 0.045 Uiso 1 1 calc R . .
H4DB H 0.2936 -0.3644 0.9488 0.045 Uiso 1 1 calc R . .
C5DA C 0.1461(2) -0.17616(16) 1.36424(11) 0.0406(4) Uani 1 1 d . . .
H5DA H 0.2443 -0.1575 1.3505 0.061 Uiso 1 1 calc R . .
H5DC H 0.1522 -0.2493 1.4083 0.061 Uiso 1 1 calc R . .
H5DB H 0.0530 -0.1014 1.3948 0.061 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
Cl1 0.0681(3) 0.0581(3) 0.0317(2) -0.00474(16) -0.00671(18) -0.0382(2)
Cl2 0.0695(3) 0.0471(2) 0.0378(2) 0.00727(16) -0.00202(18) -0.0300(2)
Cl3 0.0977(4) 0.0333(2) 0.0650(3) -0.00803(19) -0.0196(3) -0.0175(2)
C 0.0468(8) 0.0361(8) 0.0319(7) -0.0010(6) -0.0065(6) -0.0221(7)
O 0.0286(5) 0.0284(5) 0.0316(5) 0.0080(4) -0.0064(4) -0.0116(4)
O0AA 0.0279(5) 0.0279(5) 0.0408(6) 0.0063(4) -0.0062(4) -0.0074(4)
N 0.0271(5) 0.0259(5) 0.0211(5) 0.0013(4) -0.0066(4) -0.0112(4)
N1AA 0.0276(5) 0.0261(5) 0.0218(5) 0.0013(4) -0.0061(4) -0.0110(4)
O1AA 0.0430(6) 0.0348(5) 0.0303(5) 0.0124(4) -0.0103(4) -0.0153(4)
C9AA 0.0272(6) 0.0255(6) 0.0221(6) 0.0009(5) -0.0076(5) -0.0117(5)
C0BA 0.0272(6) 0.0256(6) 0.0206(6) -0.0001(5) -0.0086(5) -0.0120(5)
C1BA 0.0277(6) 0.0302(7) 0.0208(6) 0.0003(5) -0.0069(5) -0.0149(5)
C2BA 0.0309(7) 0.0256(6) 0.0218(6) 0.0005(5) -0.0109(5) -0.0120(5)
C3BA 0.0278(6) 0.0258(6) 0.0191(6) -0.0007(5) -0.0081(5) -0.0118(5)
N0AA 0.0254(6) 0.0281(6) 0.0320(6) 0.0056(5) -0.0014(5) -0.0090(5)
C5BA 0.0299(7) 0.0304(7) 0.0245(6) -0.0001(5) -0.0083(5) -0.0119(5)
C6BA 0.0281(6) 0.0254(6) 0.0221(6) -0.0004(5) -0.0068(5) -0.0111(5)
C7BA 0.0274(6) 0.0309(7) 0.0245(6) 0.0014(5) -0.0078(5) -0.0135(5)
N2AA 0.0396(6) 0.0309(6) 0.0227(5) 0.0057(4) -0.0087(5) -0.0180(5)
N3AA 0.0333(6) 0.0297(6) 0.0233(5) 0.0043(4) -0.0071(4) -0.0146(5)
C0CA 0.0371(8) 0.0364(7) 0.0301(7) 0.0088(6) -0.0108(6) -0.0199(6)
C1CA 0.0292(7) 0.0322(7) 0.0262(6) -0.0002(5) -0.0075(5) -0.0130(6)
C2CA 0.0380(8) 0.0472(8) 0.0254(7) 0.0051(6) -0.0052(6) -0.0259(7)
C3CA 0.0308(7) 0.0274(6) 0.0226(6) 0.0010(5) -0.0090(5) -0.0116(5)
C4CA 0.0324(7) 0.0299(7) 0.0299(7) -0.0021(5) -0.0120(6) -0.0068(6)
C5CA 0.0406(8) 0.0251(6) 0.0319(7) 0.0032(5) -0.0173(6) -0.0094(6)
C6CA 0.0291(7) 0.0268(6) 0.0265(6) 0.0022(5) -0.0068(5) -0.0132(5)
C7CA 0.0390(7) 0.0291(7) 0.0232(6) 0.0040(5) -0.0120(5) -0.0156(6)
C8CA 0.0324(7) 0.0310(7) 0.0282(7) 0.0080(5) -0.0100(5) -0.0119(6)
C9CA 0.0423(8) 0.0263(7) 0.0273(7) 0.0048(5) -0.0070(6) -0.0141(6)
C0DA 0.0440(8) 0.0266(7) 0.0297(7) 0.0042(5) -0.0093(6) -0.0132(6)
C1DA 0.0284(7) 0.0436(8) 0.0276(7) -0.0035(6) -0.0036(5) -0.0168(6)
C2DA 0.0435(8) 0.0381(7) 0.0246(7) 0.0064(6) -0.0116(6) -0.0206(6)
C3DA 0.0397(8) 0.0315(7) 0.0304(7) 0.0083(6) -0.0127(6) -0.0129(6)
C4DA 0.0544(9) 0.0433(8) 0.0259(7) 0.0056(6) -0.0114(6) -0.0307(7)
C5DA 0.0578(10) 0.0419(8) 0.0278(7) 0.0030(6) -0.0132(7) -0.0245(7)

_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
Cl1 C 1.7566(15) . ?
Cl2 C 1.7531(15) . ?
Cl3 C 1.7554(16) . ?
C H 0.9800 . ?
O C7BA 1.3821(16) . ?
O C6CA 1.3752(16) . ?
O0AA C6CA 1.2109(17) . ?
N C0BA 1.3384(17) . ?
N C3BA 1.3430(17) . ?
N1AA C3BA 1.3327(17) . ?
N1AA C6BA 1.3497(17) . ?
O1AA C7CA 1.3736(17) . ?
O1AA C2DA 1.4264(18) . ?
C9AA C0BA 1.3938(18) . ?
C9AA C6BA 1.4261(18) . ?
C9AA C6CA 1.4489(18) . ?
C0BA C1BA 1.4592(17) . ?
C1BA C7BA 1.3887(19) . ?
C1BA C1CA 1.3978(19) . ?
C2BA C3BA 1.4890(17) . ?
C2BA C5BA 1.3899(19) . ?
C2BA C3CA 1.3991(18) . ?
N0AA H0AB 0.8600 . ?
N0AA H0AA 0.8600 . ?
N0AA C6BA 1.3298(17) . ?
C5BA H5B 0.9300 . ?
C5BA C4CA 1.3914(19) . ?
C7BA C0CA 1.3896(19) . ?
N2AA C9CA 1.4659(17) . ?
N2AA C3DA 1.4639(19) . ?
N2AA C4DA 1.4688(18) . ?
N3AA C8CA 1.4625(18) . ?
N3AA C0DA 1.4603(17) . ?
N3AA C5DA 1.4653(18) . ?
C0CA H0C 0.9300 . ?
C0CA C2CA 1.381(2) . ?
C1CA H1C 0.9300 . ?
C1CA C1DA 1.3827(19) . ?
C2CA H2C 0.9300 . ?
C2CA C1DA 1.391(2) . ?
C3CA H3C 0.9300 . ?
C3CA C7CA 1.3873(18) . ?
C4CA H4C 0.9300 . ?
C4CA C5CA 1.383(2) . ?
C5CA H5C 0.9300 . ?
C5CA C7CA 1.389(2) . ?
C8CA H8CB 0.9700 . ?
C8CA H8CA 0.9700 . ?
C8CA C9CA 1.507(2) . ?
C9CA H9CB 0.9700 . ?
C9CA H9CA 0.9700 . ?
C0DA H0DA 0.9700 . ?
C0DA H0DB 0.9700 . ?
C0DA C3DA 1.512(2) . ?
C1DA H1D 0.9300 . ?
C2DA H2DA 0.9700 . ?
C2DA H2DB 0.9700 . ?
C2DA C4DA 1.5141(19) . ?
C3DA H3DB 0.9700 . ?
C3DA H3DA 0.9700 . ?
C4DA H4DA 0.9700 . ?
C4DA H4DB 0.9700 . ?
C5DA H5DA 0.9600 . ?
C5DA H5DC 0.9600 . ?
C5DA H5DB 0.9600 . ?

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
Cl1 C H 108.9 . . ?
Cl2 C Cl1 110.78(8) . . ?
Cl2 C Cl3 109.63(8) . . ?
Cl2 C H 108.9 . . ?
Cl3 C Cl1 109.81(9) . . ?
Cl3 C H 108.9 . . ?
O C7BA C1BA 121.72(11) . . ?
O C7BA C0CA 116.06(12) . . ?
O C6CA C9AA 117.61(11) . . ?
O0AA C6CA O 115.95(11) . . ?
O0AA C6CA C9AA 126.44(12) . . ?
N C0BA C9AA 123.07(11) . . ?
N C0BA C1BA 118.54(11) . . ?
N C3BA C2BA 115.89(11) . . ?
N1AA C3BA N 127.23(12) . . ?
N1AA C3BA C2BA 116.88(11) . . ?
N1AA C6BA C9AA 119.89(12) . . ?
O1AA C7CA C3CA 123.96(13) . . ?
O1AA C7CA C5CA 115.61(12) . . ?
O1AA C2DA H2DA 110.3 . . ?
O1AA C2DA H2DB 110.3 . . ?
O1AA C2DA C4DA 107.11(12) . . ?
C9AA C0BA C1BA 118.38(11) . . ?
C0BA N C3BA 115.46(11) . . ?
C0BA C9AA C6BA 116.77(11) . . ?
C0BA C9AA C6CA 121.42(11) . . ?
C1BA C7BA C0CA 122.22(13) . . ?
C1BA C1CA H1C 119.8 . . ?
C2BA C5BA H5B 120.1 . . ?
C2BA C3CA H3C 120.2 . . ?
C3BA N1AA C6BA 117.46(11) . . ?
N0AA C6BA N1AA 117.18(11) . . ?
N0AA C6BA C9AA 122.93(12) . . ?
H0AB N0AA H0AA 120.0 . . ?
C5BA C2BA C3BA 120.35(11) . . ?
C5BA C2BA C3CA 119.94(12) . . ?
C5BA C4CA H4C 119.8 . . ?
C6BA C9AA C6CA 121.71(12) . . ?
C6BA N0AA H0AB 120.0 . . ?
C6BA N0AA H0AA 120.0 . . ?
C7BA C1BA C0BA 118.56(12) . . ?
C7BA C1BA C1CA 118.06(12) . . ?
C7BA C0CA H0C 120.7 . . ?
N2AA C9CA C8CA 110.43(11) . . ?
N2AA C9CA H9CB 109.6 . . ?
N2AA C9CA H9CA 109.6 . . ?
N2AA C3DA C0DA 111.15(11) . . ?
N2AA C3DA H3DB 109.4 . . ?
N2AA C3DA H3DA 109.4 . . ?
N2AA C4DA C2DA 112.51(12) . . ?
N2AA C4DA H4DA 109.1 . . ?
N2AA C4DA H4DB 109.1 . . ?
N3AA C8CA H8CB 109.5 . . ?
N3AA C8CA H8CA 109.5 . . ?
N3AA C8CA C9CA 110.78(11) . . ?
N3AA C0DA H0DA 109.5 . . ?
N3AA C0DA H0DB 109.5 . . ?
N3AA C0DA C3DA 110.85(11) . . ?
N3AA C5DA H5DA 109.5 . . ?
N3AA C5DA H5DC 109.5 . . ?
N3AA C5DA H5DB 109.5 . . ?
C0CA C2CA H2C 119.8 . . ?
C0CA C2CA C1DA 120.44(13) . . ?
C1CA C1BA C0BA 123.38(12) . . ?
C1CA C1DA C2CA 120.25(13) . . ?
C1CA C1DA H1D 119.9 . . ?
C2CA C0CA C7BA 118.59(13) . . ?
C2CA C0CA H0C 120.7 . . ?
C2CA C1DA H1D 119.9 . . ?
C3CA C2BA C3BA 119.71(12) . . ?
C3CA C7CA C5CA 120.43(12) . . ?
C4CA C5BA C2BA 119.85(12) . . ?
C4CA C5BA H5B 120.1 . . ?
C4CA C5CA H5C 120.1 . . ?
C4CA C5CA C7CA 119.86(12) . . ?
C5CA C4CA C5BA 120.31(13) . . ?
C5CA C4CA H4C 119.8 . . ?
C6CA O C7BA 122.06(10) . . ?
C7CA O1AA C2DA 117.08(10) . . ?
C7CA C3CA C2BA 119.53(12) . . ?
C7CA C3CA H3C 120.2 . . ?
C7CA C5CA H5C 120.1 . . ?
C8CA N3AA C5DA 110.48(11) . . ?
C8CA C9CA H9CB 109.6 . . ?
C8CA C9CA H9CA 109.6 . . ?
H8CB C8CA H8CA 108.1 . . ?
C9CA N2AA C4DA 111.07(11) . . ?
C9CA C8CA H8CB 109.5 . . ?
C9CA C8CA H8CA 109.5 . . ?
H9CB C9CA H9CA 108.1 . . ?
C0DA N3AA C8CA 109.51(10) . . ?
C0DA N3AA C5DA 110.24(11) . . ?
C0DA C3DA H3DB 109.4 . . ?
C0DA C3DA H3DA 109.4 . . ?
H0DA C0DA H0DB 108.1 . . ?
C1DA C1CA C1BA 120.42(13) . . ?
C1DA C1CA H1C 119.8 . . ?
C1DA C2CA H2C 119.8 . . ?
C2DA C4DA H4DA 109.1 . . ?
C2DA C4DA H4DB 109.1 . . ?
H2DA C2DA H2DB 108.5 . . ?
C3DA N2AA C9CA 108.35(11) . . ?
C3DA N2AA C4DA 110.25(11) . . ?
C3DA C0DA H0DA 109.5 . . ?
C3DA C0DA H0DB 109.5 . . ?
H3DB C3DA H3DA 108.0 . . ?
C4DA C2DA H2DA 110.3 . . ?
C4DA C2DA H2DB 110.3 . . ?
H4DA C4DA H4DB 107.8 . . ?
H5DA C5DA H5DC 109.5 . . ?
H5DA C5DA H5DB 109.5 . . ?
H5DC C5DA H5DB 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O C7BA C0CA C2CA -178.98(12) . . . . ?
N C0BA C1BA C7BA -179.59(11) . . . . ?
N C0BA C1BA C1CA 1.01(19) . . . . ?
O1AA C2DA C4DA N2AA 84.93(15) . . . . ?
C9AA C0BA C1BA C7BA 1.18(18) . . . . ?
C9AA C0BA C1BA C1CA -178.21(12) . . . . ?
C0BA N C3BA N1AA 1.35(18) . . . . ?
C0BA N C3BA C2BA -178.43(10) . . . . ?
C0BA C9AA C6BA N1AA 3.84(18) . . . . ?
C0BA C9AA C6BA N0AA -175.87(12) . . . . ?
C0BA C9AA C6CA O -4.71(18) . . . . ?
C0BA C9AA C6CA O0AA 175.42(13) . . . . ?
C0BA C1BA C7BA O 0.10(18) . . . . ?
C0BA C1BA C7BA C0CA -179.99(12) . . . . ?
C0BA C1BA C1CA C1DA 178.84(12) . . . . ?
C1BA C7BA C0CA C2CA 1.1(2) . . . . ?
C1BA C1CA C1DA C2CA 1.1(2) . . . . ?
C2BA C5BA C4CA C5CA -1.8(2) . . . . ?
C2BA C3CA C7CA O1AA 176.97(12) . . . . ?
C2BA C3CA C7CA C5CA -2.73(19) . . . . ?
C3BA N C0BA C9AA -0.90(17) . . . . ?
C3BA N C0BA C1BA 179.92(11) . . . . ?
C3BA N1AA C6BA C9AA -3.52(17) . . . . ?
C3BA N1AA C6BA N0AA 176.20(11) . . . . ?
C3BA C2BA C5BA C4CA -179.52(11) . . . . ?
C3BA C2BA C3CA C7CA -178.21(11) . . . . ?
C5BA C2BA C3BA N -6.61(17) . . . . ?
C5BA C2BA C3BA N1AA 173.59(11) . . . . ?
C5BA C2BA C3CA C7CA 1.93(19) . . . . ?
C5BA C4CA C5CA C7CA 1.1(2) . . . . ?
C6BA N1AA C3BA N 0.91(19) . . . . ?
C6BA N1AA C3BA C2BA -179.32(10) . . . . ?
C6BA C9AA C0BA N -1.57(18) . . . . ?
C6BA C9AA C0BA C1BA 177.61(11) . . . . ?
C6BA C9AA C6CA O 178.99(11) . . . . ?
C6BA C9AA C6CA O0AA -0.9(2) . . . . ?
C7BA O C6CA O0AA -174.02(12) . . . . ?
C7BA O C6CA C9AA 6.09(18) . . . . ?
C7BA C1BA C1CA C1DA -0.56(19) . . . . ?
C7BA C0CA C2CA C1DA -0.5(2) . . . . ?
N3AA C8CA C9CA N2AA 59.81(15) . . . . ?
N3AA C0DA C3DA N2AA -58.09(16) . . . . ?
C0CA C2CA C1DA C1CA -0.6(2) . . . . ?
C1CA C1BA C7BA O 179.53(11) . . . . ?
C1CA C1BA C7BA C0CA -0.6(2) . . . . ?
C3CA C2BA C3BA N 173.53(11) . . . . ?
C3CA C2BA C3BA N1AA -6.27(17) . . . . ?
C3CA C2BA C5BA C4CA 0.34(19) . . . . ?
C4CA C5CA C7CA O1AA -178.48(12) . . . . ?
C4CA C5CA C7CA C3CA 1.2(2) . . . . ?
C6CA O C7BA C1BA -3.94(19) . . . . ?
C6CA O C7BA C0CA 176.15(12) . . . . ?
C6CA C9AA C0BA N -178.05(11) . . . . ?
C6CA C9AA C0BA C1BA 1.14(18) . . . . ?
C6CA C9AA C6BA N1AA -179.69(11) . . . . ?
C6CA C9AA C6BA N0AA 0.6(2) . . . . ?
C7CA O1AA C2DA C4DA 173.41(11) . . . . ?
C8CA N3AA C0DA C3DA 56.42(15) . . . . ?
C9CA N2AA C3DA C0DA 58.37(15) . . . . ?
C9CA N2AA C4DA C2DA -156.15(13) . . . . ?
C0DA N3AA C8CA C9CA -57.51(14) . . . . ?
C2DA O1AA C7CA C3CA 12.19(19) . . . . ?
C2DA O1AA C7CA C5CA -168.10(12) . . . . ?
C3DA N2AA C9CA C8CA -59.08(15) . . . . ?
C3DA N2AA C4DA C2DA 83.73(15) . . . . ?
C4DA N2AA C9CA C8CA 179.68(12) . . . . ?
C4DA N2AA C3DA C0DA -179.89(11) . . . . ?
C5DA N3AA C8CA C9CA -179.12(11) . . . . ?
C5DA N3AA C0DA C3DA 178.17(12) . . . . ?