data_global
_journal_name_full               Org.Biomol.Chem.

#============================================================================

# 1. SUBMISSION DETAILS
_journal_coden_Cambridge         0177

_publ_contact_author_name        'D Boyd'
_publ_contact_author_address     
;
Department of Chemistry
Queens University
Belfast
BT9 5AG
UNITED KINGDOM
;

_publ_contact_author_email       DR.BOYD@QUB.AC.UK
_publ_requested_coeditor_name    ?

#============================================================================

# 2. TITLE AND AUTHOR LIST

_publ_section_title              
;
Synthesis, structure and stereochemistry of quinoline alkaloids
resulting from enzyme-catalysed oxidation pathways in Choisya ternata
;

loop_
_publ_author_name
_publ_author_address
D.R.Boyd
; School of Chemistry and Chemical Engineering
The Queen's University of Belfast
Belfast
UK
BT9 5AG
;
N.D.Sharma
; School of Chemistry and Chemical Engineering
The Queen's University of Belfast
Belfast
UK
BT9 5AG
;
P.L.Loke
; School of Chemistry and Chemical Engineering
The Queen's University of Belfast
Belfast
UK
BT9 5AG
;
J.F.Malone
; School of Chemistry and Chemical Engineering
The Queen's University of Belfast
Belfast
UK
BT9 5AG
;
W.C.McRoberts
; Department of Agriculture and Rural Development for Northern Ireland
Newforge Lane,
Belfast
UK
BT9 5PX
;
;
J.T.G.Hamilton
;
; School of Agriculture and Food Science
The Queen's University of Belfast
Newforge Lane,
Belfast
UK
BT9 5PX
;

#============================================================================

data_9
_database_code_depnum_ccdc_archive 'CCDC 644683'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H21 N O6'
_chemical_formula_sum            'C19 H21 N O6'
_chemical_formula_weight         359.37

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           orthorhombic
_symmetry_space_group_name_H-M   Pbcn

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

_cell_length_a                   14.913(3)
_cell_length_b                   15.950(3)
_cell_length_c                   14.250(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3389.5(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       rods
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1520
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9833
_exptl_absorpt_correction_T_max  0.9937
_exptl_absorpt_process_details   'Bruker SADABS'

_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  'Bruker SMART CCD diffractometer'
_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            15259
_diffrn_reflns_av_R_equivalents  0.2188
_diffrn_reflns_av_sigmaI/netI    0.1351
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         22.49
_reflns_number_total             2217
_reflns_number_gt                947
_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  'SHELXL-97 (Sheldrick, 1997)'

_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^)+(0.1010P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2217
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1800
_refine_ls_R_factor_gt           0.0701
_refine_ls_wR_factor_ref         0.2289
_refine_ls_wR_factor_gt          0.1614
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_restrained_S_all      0.961
_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 1.1795(3) 0.5098(3) 0.6515(3) 0.0420(14) Uani 1 1 d . . .
C2 C 1.1391(6) 0.5873(5) 0.6444(5) 0.046(2) Uani 1 1 d . . .
H2 H 1.1704 0.6390 0.6498 0.055 Uiso 1 1 calc R . .
C3 C 1.0512(5) 0.5817(5) 0.6293(5) 0.040(2) Uani 1 1 d . . .
H3 H 1.0107 0.6272 0.6218 0.049 Uiso 1 1 calc R . .
C3A C 1.0285(5) 0.4933(4) 0.6262(5) 0.0343(18) Uani 1 1 d . . .
C4 C 0.9561(5) 0.4416(4) 0.6135(5) 0.0353(19) Uani 1 1 d . . .
O4 O 0.8704(3) 0.4698(3) 0.5996(3) 0.0460(14) Uani 1 1 d . . .
C4' C 0.8521(5) 0.5579(4) 0.6080(6) 0.050(2) Uani 1 1 d . . .
H4'1 H 0.8790 0.5793 0.6660 0.076 Uiso 1 1 calc R . .
H4'2 H 0.7871 0.5668 0.6097 0.076 Uiso 1 1 calc R . .
H4'3 H 0.8776 0.5876 0.5540 0.076 Uiso 1 1 calc R . .
C4A C 0.9666(5) 0.3518(4) 0.6141(5) 0.0328(18) Uani 1 1 d . . .
C5 C 0.8980(5) 0.2912(4) 0.5970(5) 0.0331(18) Uani 1 1 d . . .
C51 C 0.8008(5) 0.3118(4) 0.5758(5) 0.0368(19) Uani 1 1 d . . .
H51A H 0.7733 0.2634 0.5433 0.044 Uiso 1 1 calc R . .
H51B H 0.7991 0.3601 0.5322 0.044 Uiso 1 1 calc R . .
C52 C 0.7443(5) 0.3329(4) 0.6619(5) 0.040(2) Uani 1 1 d . . .
H52 H 0.7707 0.3828 0.6942 0.048 Uiso 1 1 calc R . .
O52 O 0.7513(3) 0.2611(3) 0.7229(3) 0.0457(14) Uani 1 1 d . . .
O52' O 0.7130(3) 0.2853(3) 0.8136(3) 0.0492(15) Uani 1 1 d . . .
H52' H 0.7419 0.3261 0.8356 0.074 Uiso 1 1 calc R . .
C53 C 0.6471(5) 0.3505(4) 0.6396(5) 0.042(2) Uani 1 1 d . . .
C54 C 0.6196(6) 0.4280(5) 0.6325(6) 0.070(3) Uani 1 1 d . . .
H54A H 0.5587 0.4395 0.6178 0.084 Uiso 1 1 calc R . .
H54B H 0.6605 0.4729 0.6419 0.084 Uiso 1 1 calc R . .
C55 C 0.5867(6) 0.2777(5) 0.6257(6) 0.063(3) Uani 1 1 d . . .
H55A H 0.5261 0.2978 0.6114 0.095 Uiso 1 1 calc R . .
H55B H 0.5853 0.2438 0.6830 0.095 Uiso 1 1 calc R . .
H55C H 0.6088 0.2435 0.5734 0.095 Uiso 1 1 calc R . .
C6 C 0.9189(5) 0.2085(4) 0.6009(5) 0.037(2) Uani 1 1 d . . .
O6 O 0.8535(3) 0.1471(3) 0.5841(3) 0.0400(13) Uani 1 1 d . . .
C6' C 0.8659(6) 0.1072(5) 0.4938(5) 0.054(2) Uani 1 1 d . . .
H6'1 H 0.8609 0.1492 0.4440 0.082 Uiso 1 1 calc R . .
H6'2 H 0.8199 0.0640 0.4850 0.082 Uiso 1 1 calc R . .
H6'3 H 0.9254 0.0812 0.4914 0.082 Uiso 1 1 calc R . .
C7 C 1.0062(5) 0.1796(4) 0.6237(5) 0.0354(19) Uani 1 1 d . . .
O7 O 1.0155(3) 0.0948(3) 0.6325(3) 0.0438(14) Uani 1 1 d . . .
C7' C 1.1015(5) 0.0642(4) 0.6617(5) 0.047(2) Uani 1 1 d . . .
H7'1 H 1.1467 0.0796 0.6149 0.071 Uiso 1 1 calc R . .
H7'2 H 1.0992 0.0030 0.6677 0.071 Uiso 1 1 calc R . .
H7'3 H 1.1173 0.0890 0.7224 0.071 Uiso 1 1 calc R . .
C8 C 1.0737(5) 0.2350(4) 0.6377(5) 0.039(2) Uani 1 1 d . . .
H8 H 1.1324 0.2158 0.6521 0.046 Uiso 1 1 calc R . .
C8A C 1.0553(5) 0.3228(4) 0.6306(5) 0.0342(19) Uani 1 1 d . . .
N9 N 1.1290(4) 0.3730(4) 0.6428(4) 0.0362(16) Uani 1 1 d . . .
C9A C 1.1114(5) 0.4521(4) 0.6402(5) 0.0329(18) 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
O1 0.034(3) 0.040(3) 0.052(3) 0.000(3) 0.001(3) -0.006(3)
C2 0.054(6) 0.043(5) 0.042(5) -0.006(4) 0.004(4) -0.005(5)
C3 0.035(5) 0.047(5) 0.038(5) 0.001(4) 0.001(4) 0.005(4)
C3A 0.036(5) 0.035(4) 0.032(4) 0.003(3) 0.005(4) -0.001(4)
C4 0.023(5) 0.046(5) 0.037(5) 0.000(4) 0.002(4) 0.004(4)
O4 0.036(4) 0.044(3) 0.058(4) 0.002(3) -0.003(3) 0.003(3)
C4' 0.047(6) 0.031(4) 0.073(6) 0.000(4) 0.001(5) 0.013(4)
C4A 0.028(5) 0.028(4) 0.042(5) -0.001(3) -0.002(4) 0.003(4)
C5 0.028(5) 0.036(5) 0.034(4) 0.002(3) 0.003(4) 0.000(4)
C51 0.029(5) 0.039(4) 0.043(5) -0.002(3) -0.001(4) 0.002(4)
C52 0.036(5) 0.031(4) 0.052(5) 0.006(4) -0.010(4) 0.004(4)
O52 0.041(3) 0.048(3) 0.047(3) 0.000(3) 0.007(3) 0.005(3)
O52' 0.047(4) 0.055(3) 0.045(3) -0.006(3) 0.012(3) 0.002(3)
C53 0.034(5) 0.042(5) 0.051(5) -0.004(4) 0.003(4) 0.007(4)
C54 0.039(6) 0.055(6) 0.117(8) 0.009(6) 0.000(5) 0.008(5)
C55 0.046(6) 0.056(6) 0.087(7) 0.000(5) -0.018(5) 0.000(5)
C6 0.037(5) 0.043(5) 0.031(4) 0.000(4) 0.001(4) -0.002(4)
O6 0.037(3) 0.036(3) 0.047(3) -0.003(2) 0.000(3) -0.009(3)
C6' 0.053(6) 0.064(5) 0.046(5) -0.016(4) -0.007(4) -0.002(5)
C7 0.036(6) 0.030(4) 0.040(5) -0.003(4) 0.003(4) 0.001(4)
O7 0.038(4) 0.032(3) 0.061(4) 0.000(3) -0.005(3) -0.003(3)
C7' 0.040(6) 0.033(4) 0.068(6) -0.004(4) -0.011(4) 0.006(4)
C8 0.030(5) 0.043(5) 0.042(5) 0.000(4) -0.002(4) 0.000(4)
C8A 0.034(5) 0.036(5) 0.033(4) 0.003(4) -0.002(4) 0.000(4)
N9 0.029(4) 0.037(4) 0.043(4) 0.002(3) -0.003(3) -0.007(3)
C9A 0.030(5) 0.034(4) 0.034(5) 0.000(3) -0.008(4) -0.006(4)

_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 C2 1.379(8) . ?
O1 C9A 1.381(8) . ?
C2 C3 1.332(9) . ?
C3 C3A 1.451(9) . ?
C3A C4 1.370(9) . ?
C3A C9A 1.414(9) . ?
C4 O4 1.368(8) . ?
C4 C4A 1.441(9) . ?
O4 C4' 1.437(7) . ?
C4A C8A 1.421(9) . ?
C4A C5 1.428(9) . ?
C5 C6 1.357(9) . ?
C5 C51 1.516(9) . ?
C51 C52 1.526(9) . ?
C52 O52 1.442(7) . ?
C52 C53 1.510(10) . ?
O52 O52' 1.465(6) . ?
C53 C54 1.307(10) . ?
C53 C55 1.482(10) . ?
C6 O6 1.403(8) . ?
C6 C7 1.418(10) . ?
O6 C6' 1.447(8) . ?
C7 C8 1.354(9) . ?
C7 O7 1.366(7) . ?
O7 C7' 1.435(8) . ?
C8 C8A 1.431(9) . ?
C8A N9 1.372(8) . ?
N9 C9A 1.290(8) . ?

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
C2 O1 C9A 105.5(6) . . ?
C3 C2 O1 112.5(7) . . ?
C2 C3 C3A 107.5(7) . . ?
C4 C3A C9A 115.3(6) . . ?
C4 C3A C3 140.6(7) . . ?
C9A C3A C3 104.0(6) . . ?
O4 C4 C3A 123.8(6) . . ?
O4 C4 C4A 115.4(6) . . ?
C3A C4 C4A 120.8(7) . . ?
C4 O4 C4' 119.2(6) . . ?
C8A C4A C5 118.4(6) . . ?
C8A C4A C4 115.2(6) . . ?
C5 C4A C4 126.4(7) . . ?
C6 C5 C4A 119.1(7) . . ?
C6 C5 C51 116.1(7) . . ?
C4A C5 C51 124.9(6) . . ?
C5 C51 C52 114.6(6) . . ?
O52 C52 C53 110.1(6) . . ?
O52 C52 C51 105.6(5) . . ?
C53 C52 C51 113.7(6) . . ?
C52 O52 O52' 107.1(5) . . ?
C54 C53 C55 122.6(8) . . ?
C54 C53 C52 119.6(7) . . ?
C55 C53 C52 117.8(6) . . ?
C5 C6 O6 120.8(7) . . ?
C5 C6 C7 122.4(7) . . ?
O6 C6 C7 116.8(6) . . ?
C6 O6 C6' 111.7(5) . . ?
C8 C7 O7 123.8(7) . . ?
C8 C7 C6 120.4(6) . . ?
O7 C7 C6 115.8(6) . . ?
C7 O7 C7' 117.0(6) . . ?
C7 C8 C8A 119.0(7) . . ?
N9 C8A C4A 125.2(6) . . ?
N9 C8A C8 114.2(7) . . ?
C4A C8A C8 120.6(7) . . ?
C9A N9 C8A 113.8(6) . . ?
N9 C9A O1 119.9(7) . . ?
N9 C9A C3A 129.6(7) . . ?
O1 C9A C3A 110.5(6) . . ?

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
C9A O1 C2 C3 -0.3(8) . . . . ?
O1 C2 C3 C3A 0.4(8) . . . . ?
C2 C3 C3A C4 -179.4(9) . . . . ?
C2 C3 C3A C9A -0.4(8) . . . . ?
C9A C3A C4 O4 179.5(6) . . . . ?
C3 C3A C4 O4 -1.6(14) . . . . ?
C9A C3A C4 C4A -0.5(10) . . . . ?
C3 C3A C4 C4A 178.4(8) . . . . ?
C3A C4 O4 C4' -6.7(10) . . . . ?
C4A C4 O4 C4' 173.4(6) . . . . ?
O4 C4 C4A C8A -178.6(6) . . . . ?
C3A C4 C4A C8A 1.4(10) . . . . ?
O4 C4 C4A C5 3.4(10) . . . . ?
C3A C4 C4A C5 -176.6(7) . . . . ?
C8A C4A C5 C6 2.6(10) . . . . ?
C4 C4A C5 C6 -179.5(7) . . . . ?
C8A C4A C5 C51 -178.4(6) . . . . ?
C4 C4A C5 C51 -0.5(11) . . . . ?
C6 C5 C51 C52 98.8(8) . . . . ?
C4A C5 C51 C52 -80.2(8) . . . . ?
C5 C51 C52 O52 -57.2(8) . . . . ?
C5 C51 C52 C53 -178.1(6) . . . . ?
C53 C52 O52 O52' -67.9(6) . . . . ?
C51 C52 O52 O52' 169.0(5) . . . . ?
O52 C52 C53 C54 143.0(7) . . . . ?
C51 C52 C53 C54 -98.7(9) . . . . ?
O52 C52 C53 C55 -37.7(9) . . . . ?
C51 C52 C53 C55 80.7(8) . . . . ?
C4A C5 C6 O6 -179.7(6) . . . . ?
C51 C5 C6 O6 1.3(10) . . . . ?
C4A C5 C6 C7 1.7(11) . . . . ?
C51 C5 C6 C7 -177.4(6) . . . . ?
C5 C6 O6 C6' 106.9(7) . . . . ?
C7 C6 O6 C6' -74.4(8) . . . . ?
C5 C6 C7 C8 -3.6(11) . . . . ?
O6 C6 C7 C8 177.7(6) . . . . ?
C5 C6 C7 O7 174.8(6) . . . . ?
O6 C6 C7 O7 -3.9(9) . . . . ?
C8 C7 O7 C7' 2.4(10) . . . . ?
C6 C7 O7 C7' -176.0(6) . . . . ?
O7 C7 C8 C8A -177.3(6) . . . . ?
C6 C7 C8 C8A 1.0(11) . . . . ?
C5 C4A C8A N9 176.2(6) . . . . ?
C4 C4A C8A N9 -2.0(10) . . . . ?
C5 C4A C8A C8 -5.1(10) . . . . ?
C4 C4A C8A C8 176.7(6) . . . . ?
C7 C8 C8A N9 -177.8(6) . . . . ?
C7 C8 C8A C4A 3.3(10) . . . . ?
C4A C8A N9 C9A 1.5(10) . . . . ?
C8 C8A N9 C9A -177.3(6) . . . . ?
C8A N9 C9A O1 -180.0(5) . . . . ?
C8A N9 C9A C3A -0.5(11) . . . . ?
C2 O1 C9A N9 179.6(6) . . . . ?
C2 O1 C9A C3A 0.0(7) . . . . ?
C4 C3A C9A N9 0.0(11) . . . . ?
C3 C3A C9A N9 -179.3(7) . . . . ?
C4 C3A C9A O1 179.6(6) . . . . ?
C3 C3A C9A O1 0.3(7) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        22.49
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.078

#============================================================================

data_20
_database_code_depnum_ccdc_archive 'CCDC 644684'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H20 Cl N O5'
_chemical_formula_sum            'C18 H20 Cl N O5'
_chemical_formula_weight         365.80

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           triclinic
_symmetry_space_group_name_H-M   P1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   7.3052(9)
_cell_length_b                   13.9881(18)
_cell_length_c                   17.435(2)
_cell_angle_alpha                70.603(2)
_cell_angle_beta                 87.747(2)
_cell_angle_gamma                84.239(2)
_cell_volume                     1672.0(4)
_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       'hexagonal plates'
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9502
_exptl_absorpt_correction_T_max  0.9746
_exptl_absorpt_process_details   'Bruker SADABS'

_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  'Bruker SMART CCD diffractometer'
_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            9932
_diffrn_reflns_av_R_equivalents  0.0665
_diffrn_reflns_av_sigmaI/netI    0.0794
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.24
_diffrn_reflns_theta_max         20.00
_reflns_number_total             6037
_reflns_number_gt                4424
_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  'SHELXL-97 (Sheldrick, 1997)'

_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^)+(0.2000P)^2^+0.0000P] 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   0.00(18)
_refine_ls_number_reflns         6037
_refine_ls_number_parameters     916
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1222
_refine_ls_R_factor_gt           0.0977
_refine_ls_wR_factor_ref         0.2706
_refine_ls_wR_factor_gt          0.2467
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.004
_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
O1A O -0.0635(11) 0.5840(7) 0.5469(5) 0.034(2) Uani 1 1 d . . .
C2A C -0.0930(18) 0.4845(10) 0.5883(8) 0.032(3) Uani 1 1 d . . .
H2A H -0.1401 0.4617 0.6423 0.038 Uiso 1 1 calc R . .
C3A C -0.0477(18) 0.4228(10) 0.5442(8) 0.042(4) Uani 1 1 d . . .
H3A H -0.0571 0.3516 0.5610 0.050 Uiso 1 1 calc R . .
C3AA C 0.0208(16) 0.4884(10) 0.4630(8) 0.028(3) Uani 1 1 d . . .
C4A C 0.0904(16) 0.4820(9) 0.3895(7) 0.023(3) Uani 1 1 d . . .
O4A O 0.1103(12) 0.3989(6) 0.3688(5) 0.038(2) Uani 1 1 d . . .
C4'A C 0.083(2) 0.3017(10) 0.4293(8) 0.047(4) Uani 1 1 d . . .
H4'1 H 0.1388 0.2973 0.4806 0.071 Uiso 1 1 calc R . .
H4'2 H 0.1396 0.2468 0.4105 0.071 Uiso 1 1 calc R . .
H4'3 H -0.0496 0.2949 0.4377 0.071 Uiso 1 1 calc R . .
C4AA C 0.1335(15) 0.5713(9) 0.3299(7) 0.019(3) Uani 1 1 d . . .
C5A C 0.1996(15) 0.5734(10) 0.2552(7) 0.027(3) Uani 1 1 d . . .
H5A H 0.2155 0.5114 0.2435 0.032 Uiso 1 1 calc R . .
C6A C 0.2434(19) 0.6596(13) 0.1970(8) 0.048(4) Uani 1 1 d . . .
H6A H 0.2835 0.6573 0.1451 0.057 Uiso 1 1 calc R . .
C7A C 0.2305(19) 0.7521(11) 0.2122(8) 0.041(4) Uani 1 1 d . . .
O7A O 0.2852(15) 0.8409(8) 0.1620(6) 0.065(3) Uani 1 1 d . . .
C7'A C 0.287(2) 0.8675(14) 0.0727(8) 0.070(5) Uani 1 1 d . . .
H7'1 H 0.2484 0.9410 0.0479 0.084 Uiso 1 1 calc R . .
H7'2 H 0.1967 0.8293 0.0570 0.084 Uiso 1 1 calc R . .
C8A C 0.1644(17) 0.7538(10) 0.2860(8) 0.034(3) Uani 1 1 d . . .
O8A O 0.1550(13) 0.8417(7) 0.3081(5) 0.048(3) Uani 1 1 d . . .
C8'A C 0.049(2) 0.9287(11) 0.2602(8) 0.061(5) Uani 1 1 d . . .
H8'1 H -0.0160 0.9120 0.2187 0.091 Uiso 1 1 calc R . .
H8'2 H 0.1289 0.9825 0.2336 0.091 Uiso 1 1 calc R . .
H8'3 H -0.0414 0.9523 0.2947 0.091 Uiso 1 1 calc R . .
C8AA C 0.1170(16) 0.6642(10) 0.3463(7) 0.025(3) Uani 1 1 d . . .
N9A N 0.0470(13) 0.6745(8) 0.4191(6) 0.029(3) Uani 1 1 d . . .
C9AA C 0.0111(17) 0.5873(12) 0.4700(7) 0.031(4) Uani 1 1 d . . .
C9A C 0.472(2) 0.8446(15) 0.0394(10) 0.075(5) Uani 1 1 d . . .
H9A H 0.5216 0.7741 0.0722 0.090 Uiso 1 1 calc R . .
O9A O 0.4328(13) 0.8460(8) -0.0419(5) 0.058(3) Uani 1 1 d . . .
H9A1 H 0.5079 0.8040 -0.0544 0.088 Uiso 1 1 calc R . .
C10A C 0.619(2) 0.9162(13) 0.0326(9) 0.061(5) Uani 1 1 d . . .
Cl1A Cl 0.6566(9) 0.9214(4) 0.1315(3) 0.115(2) Uani 1 1 d . . .
C11A C 0.562(2) 1.0309(11) -0.0297(10) 0.061(4) Uani 1 1 d . . .
H11A H 0.6547 1.0760 -0.0273 0.091 Uiso 1 1 calc R . .
H11B H 0.4419 1.0564 -0.0139 0.091 Uiso 1 1 calc R . .
H11C H 0.5563 1.0290 -0.0852 0.091 Uiso 1 1 calc R . .
C12A C 0.7954(17) 0.8720(10) 0.0144(10) 0.057(5) Uani 1 1 d . . .
H12A H 0.8190 0.8027 0.0526 0.086 Uiso 1 1 calc R . .
H12B H 0.8921 0.9133 0.0194 0.086 Uiso 1 1 calc R . .
H12C H 0.7948 0.8700 -0.0413 0.086 Uiso 1 1 calc R . .
O1B O 0.5553(13) 0.5945(7) 1.0411(5) 0.051(3) Uani 1 1 d . . .
C2B C 0.526(2) 0.4934(11) 1.0813(10) 0.051(4) Uani 1 1 d . . .
H2B H 0.5074 0.4648 1.1383 0.061 Uiso 1 1 calc R . .
C3B C 0.5282(18) 0.4432(11) 1.0307(9) 0.045(4) Uani 1 1 d . . .
H3B H 0.5117 0.3729 1.0450 0.054 Uiso 1 1 calc R . .
C3AB C 0.5586(15) 0.5088(10) 0.9510(8) 0.029(3) Uani 1 1 d . . .
C4B C 0.5699(17) 0.5111(11) 0.8684(9) 0.036(4) Uani 1 1 d . . .
O4B O 0.5544(12) 0.4302(7) 0.8446(5) 0.047(3) Uani 1 1 d . . .
C4'B C 0.546(2) 0.3301(11) 0.9045(9) 0.053(4) Uani 1 1 d . . .
H4'4 H 0.6403 0.3185 0.9457 0.080 Uiso 1 1 calc R . .
H4'5 H 0.5668 0.2783 0.8778 0.080 Uiso 1 1 calc R . .
H4'6 H 0.4240 0.3256 0.9305 0.080 Uiso 1 1 calc R . .
C4AB C 0.6061(17) 0.6026(11) 0.8074(8) 0.033(3) Uani 1 1 d . . .
C5B C 0.6173(17) 0.6079(12) 0.7256(9) 0.042(4) Uani 1 1 d . . .
H5B H 0.6021 0.5492 0.7115 0.050 Uiso 1 1 calc R . .
C6B C 0.6504(19) 0.6987(12) 0.6649(9) 0.049(4) Uani 1 1 d . . .
H6B H 0.6607 0.7017 0.6097 0.058 Uiso 1 1 calc R . .
C7B C 0.6682(19) 0.7845(11) 0.6857(10) 0.046(4) Uani 1 1 d . . .
O7B O 0.6972(17) 0.8796(9) 0.6297(7) 0.081(4) Uani 1 1 d . . .
C7'B C 0.736(2) 0.8905(14) 0.5480(9) 0.065(5) Uani 1 1 d . . .
H7'3 H 0.7172 0.9637 0.5157 0.079 Uiso 1 1 calc R . .
H7'4 H 0.6446 0.8555 0.5290 0.079 Uiso 1 1 calc R . .
C8B C 0.6539(18) 0.7789(13) 0.7678(9) 0.045(4) Uani 1 1 d . . .
O8B O 0.6803(13) 0.8649(7) 0.7857(6) 0.054(3) Uani 1 1 d . . .
C8'B C 0.534(2) 0.9448(11) 0.7624(9) 0.054(4) Uani 1 1 d . . .
H8'4 H 0.4875 0.9502 0.7090 0.081 Uiso 1 1 calc R . .
H8'5 H 0.5800 1.0094 0.7595 0.081 Uiso 1 1 calc R . .
H8'6 H 0.4343 0.9296 0.8026 0.081 Uiso 1 1 calc R . .
C8AB C 0.6209(16) 0.6895(10) 0.8274(8) 0.026(3) Uani 1 1 d . . .
N9B N 0.6072(14) 0.6909(10) 0.9071(7) 0.040(3) Uani 1 1 d . . .
C9AB C 0.5747(17) 0.6031(13) 0.9590(8) 0.034(4) Uani 1 1 d . . .
C9B C 0.9306(19) 0.8490(11) 0.5294(9) 0.048(4) Uani 1 1 d . . .
H9B H 0.9554 0.7756 0.5630 0.058 Uiso 1 1 calc R . .
O9B O 0.9178(13) 0.8588(7) 0.4467(6) 0.049(3) Uani 1 1 d . . .
H9B1 H 0.9861 0.8120 0.4372 0.073 Uiso 1 1 calc R . .
C10B C 1.091(2) 0.9089(11) 0.5368(9) 0.049(4) Uani 1 1 d . . .
Cl1B Cl 1.1180(13) 0.8922(5) 0.6439(4) 0.155(3) Uani 1 1 d . . .
C11B C 1.0489(15) 1.0321(8) 0.4880(6) 0.024(3) Uiso 1 1 d . . .
H11D H 0.9971 1.0425 0.4345 0.035 Uiso 1 1 calc R . .
H11E H 1.1638 1.0647 0.4811 0.035 Uiso 1 1 calc R . .
H11F H 0.9609 1.0621 0.5194 0.035 Uiso 1 1 calc R . .
C12B C 1.269(2) 0.8602(14) 0.5077(13) 0.078(6) Uani 1 1 d . . .
H12D H 1.2633 0.7865 0.5229 0.117 Uiso 1 1 calc R . .
H12E H 1.3761 0.8737 0.5334 0.117 Uiso 1 1 calc R . .
H12F H 1.2803 0.8896 0.4485 0.117 Uiso 1 1 calc R . .
O1C O 0.0558(12) 0.4805(6) 0.7733(5) 0.040(2) Uani 1 1 d . . .
C2C C 0.0887(19) 0.5743(11) 0.7295(8) 0.043(4) Uani 1 1 d . . .
H2C H 0.0967 0.5973 0.6718 0.051 Uiso 1 1 calc R . .
C3C C 0.1099(19) 0.6343(11) 0.7747(10) 0.045(4) Uani 1 1 d . . .
H3C H 0.1376 0.7032 0.7562 0.054 Uiso 1 1 calc R . .
C3AC C 0.0810(17) 0.5705(11) 0.8572(9) 0.039(4) Uani 1 1 d . . .
C4C C 0.0791(17) 0.5785(12) 0.9339(9) 0.040(4) Uani 1 1 d . . .
O4C O 0.1044(12) 0.6624(8) 0.9530(6) 0.049(3) Uani 1 1 d . . .
C4'C C 0.111(2) 0.7562(11) 0.8877(10) 0.061(5) Uani 1 1 d . . .
H4'7 H 0.2153 0.7504 0.8518 0.092 Uiso 1 1 calc R . .
H4'8 H 0.1266 0.8110 0.9096 0.092 Uiso 1 1 calc R . .
H4'9 H -0.0035 0.7718 0.8568 0.092 Uiso 1 1 calc R . .
C4AC C 0.0453(17) 0.4930(11) 0.9967(9) 0.033(4) Uani 1 1 d . . .
C5C C 0.0342(18) 0.4914(12) 1.0808(9) 0.042(4) Uani 1 1 d . . .
H5C H 0.0515 0.5517 1.0923 0.050 Uiso 1 1 calc R . .
C6C C -0.0002(18) 0.4066(13) 1.1427(9) 0.042(4) Uani 1 1 d . . .
H6C H 0.0007 0.4078 1.1968 0.050 Uiso 1 1 calc R . .
C7C C -0.0365(19) 0.3185(13) 1.1299(9) 0.045(4) Uani 1 1 d . . .
O7C O -0.0909(15) 0.2354(8) 1.1892(6) 0.063(3) Uani 1 1 d . . .
C7'C C -0.167(2) 0.2536(16) 1.2628(9) 0.079(6) Uani 1 1 d . . .
H7'5 H -0.0637 0.2588 1.2961 0.094 Uiso 1 1 calc R . .
H7'6 H -0.2428 0.3197 1.2468 0.094 Uiso 1 1 calc R . .
C8C C -0.0290(17) 0.3127(10) 1.0521(8) 0.030(3) Uani 1 1 d . . .
O8C O -0.0750(13) 0.2298(7) 1.0358(6) 0.052(3) Uani 1 1 d . . .
C8'C C 0.053(2) 0.1453(11) 1.0617(9) 0.064(5) Uani 1 1 d . . .
H8'7 H 0.1694 0.1611 1.0328 0.096 Uiso 1 1 calc R . .
H8'8 H 0.0066 0.0879 1.0504 0.096 Uiso 1 1 calc R . .
H8'9 H 0.0719 0.1272 1.1203 0.096 Uiso 1 1 calc R . .
C8AC C 0.0139(16) 0.3968(11) 0.9855(9) 0.039(4) Uani 1 1 d . . .
N9C N 0.0188(15) 0.3909(8) 0.9082(7) 0.035(3) Uani 1 1 d . . .
C9AC C 0.0509(18) 0.4748(12) 0.8529(8) 0.034(3) Uani 1 1 d . . .
C9C C -0.275(3) 0.1767(14) 1.3112(10) 0.081(6) Uani 1 1 d . . .
H9C H -0.1992 0.1102 1.3218 0.097 Uiso 1 1 calc R . .
O9C O -0.3035(17) 0.1929(8) 1.3883(6) 0.074(3) Uani 1 1 d . . .
H9C1 H -0.3300 0.1386 1.4238 0.110 Uiso 1 1 calc R . .
C10C C -0.463(2) 0.1656(10) 1.2761(9) 0.050(4) Uani 1 1 d . . .
Cl1C Cl -0.6011(7) 0.2823(4) 1.2560(3) 0.0850(15) Uani 1 1 d . . .
C11C C -0.543(4) 0.0810(15) 1.3400(14) 0.167(13) Uani 1 1 d . . .
H11G H -0.6517 0.0628 1.3183 0.250 Uiso 1 1 calc R . .
H11H H -0.5799 0.1025 1.3869 0.250 Uiso 1 1 calc R . .
H11I H -0.4521 0.0218 1.3569 0.250 Uiso 1 1 calc R . .
C12C C -0.429(2) 0.1397(17) 1.1996(13) 0.100(7) Uani 1 1 d . . .
H12G H -0.3009 0.1109 1.1986 0.150 Uiso 1 1 calc R . .
H12H H -0.4503 0.2015 1.1524 0.150 Uiso 1 1 calc R . .
H12I H -0.5121 0.0899 1.1979 0.150 Uiso 1 1 calc R . .
O1D O 0.6942(12) 0.4904(7) 0.2660(5) 0.035(2) Uani 1 1 d . . .
C2D C 0.7279(18) 0.5852(12) 0.2202(8) 0.040(4) Uani 1 1 d . . .
H2D H 0.7752 0.6017 0.1663 0.048 Uiso 1 1 calc R . .
C3D C 0.6888(18) 0.6532(10) 0.2571(8) 0.032(3) Uani 1 1 d . . .
H3D H 0.7018 0.7242 0.2359 0.039 Uiso 1 1 calc R . .
C3AD C 0.6226(16) 0.5972(9) 0.3364(7) 0.024(3) Uani 1 1 d . . .
C4D C 0.5620(16) 0.6135(10) 0.4077(8) 0.030(3) Uani 1 1 d . . .
O4D O 0.5445(11) 0.7025(6) 0.4206(5) 0.030(2) Uani 1 1 d . . .
C4'D C 0.5951(18) 0.7913(10) 0.3587(7) 0.036(3) Uani 1 1 d . . .
H4'X H 0.7254 0.7817 0.3449 0.053 Uiso 1 1 calc R . .
H4'Y H 0.5746 0.8497 0.3781 0.053 Uiso 1 1 calc R . .
H4'Z H 0.5202 0.8037 0.3103 0.053 Uiso 1 1 calc R . .
C4AD C 0.5134(17) 0.5272(10) 0.4728(7) 0.026(3) Uani 1 1 d . . .
C5D C 0.4491(16) 0.5402(10) 0.5473(8) 0.030(3) Uani 1 1 d . . .
H5D H 0.4389 0.6056 0.5534 0.037 Uiso 1 1 calc R . .
C6D C 0.4029(17) 0.4583(10) 0.6089(8) 0.034(4) Uani 1 1 d . . .
H6D H 0.3610 0.4673 0.6585 0.041 Uiso 1 1 calc R . .
C7D C 0.4137(16) 0.3601(9) 0.6033(8) 0.027(3) Uani 1 1 d . . .
O7D O 0.3642(12) 0.2758(6) 0.6643(6) 0.045(3) Uani 1 1 d . . .
C7'D C 0.2660(18) 0.2911(9) 0.7325(7) 0.036(3) Uani 1 1 d . . .
H7'7 H 0.1520 0.3363 0.7135 0.043 Uiso 1 1 calc R . .
H7'8 H 0.3426 0.3248 0.7595 0.043 Uiso 1 1 calc R . .
C8D C 0.4763(17) 0.3466(10) 0.5310(9) 0.032(4) Uani 1 1 d . . .
O8D O 0.4851(12) 0.2542(7) 0.5228(5) 0.040(2) Uani 1 1 d . . .
C8'D C 0.615(2) 0.1795(10) 0.5687(8) 0.046(4) Uani 1 1 d . . .
H8'X H 0.7384 0.1960 0.5480 0.069 Uiso 1 1 calc R . .
H8'Y H 0.5921 0.1134 0.5649 0.069 Uiso 1 1 calc R . .
H8'Z H 0.6051 0.1766 0.6257 0.069 Uiso 1 1 calc R . .
C8AD C 0.5319(15) 0.4303(9) 0.4658(7) 0.024(3) Uani 1 1 d . . .
N9D N 0.5927(13) 0.4141(8) 0.3945(6) 0.031(3) Uani 1 1 d . . .
C9AD C 0.6320(16) 0.4964(10) 0.3382(8) 0.026(3) Uani 1 1 d . . .
C9D C 0.2188(19) 0.1939(11) 0.7909(9) 0.048(4) Uani 1 1 d . . .
H9D H 0.3289 0.1438 0.7954 0.057 Uiso 1 1 calc R . .
O9D O 0.1890(13) 0.2049(6) 0.8698(5) 0.042(2) Uani 1 1 d . . .
H9D1 H 0.1306 0.1572 0.8995 0.062 Uiso 1 1 calc R . .
C10D C 0.0548(19) 0.1476(10) 0.7687(9) 0.049(4) Uani 1 1 d . . .
Cl1D Cl -0.1476(5) 0.2361(3) 0.7576(2) 0.0595(12) Uani 1 1 d . . .
C11D C 0.021(2) 0.0483(11) 0.8376(9) 0.073(6) Uani 1 1 d . . .
H11J H 0.1387 0.0088 0.8561 0.110 Uiso 1 1 calc R . .
H11K H -0.0561 0.0083 0.8174 0.110 Uiso 1 1 calc R . .
H11L H -0.0422 0.0646 0.8830 0.110 Uiso 1 1 calc R . .
C12D C 0.0968(17) 0.1307(9) 0.6855(7) 0.031(3) Uani 1 1 d . . .
H12J H 0.0912 0.1967 0.6419 0.046 Uiso 1 1 calc R . .
H12K H 0.0056 0.0894 0.6755 0.046 Uiso 1 1 calc R . .
H12L H 0.2201 0.0954 0.6867 0.046 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
O1A 0.024(5) 0.053(7) 0.027(5) -0.019(5) 0.003(4) -0.003(4)
C2A 0.032(8) 0.021(9) 0.038(8) -0.004(8) -0.018(6) 0.005(6)
C3A 0.033(9) 0.026(8) 0.049(9) 0.013(8) -0.023(7) -0.004(6)
C3AA 0.007(7) 0.031(8) 0.049(10) -0.018(7) -0.010(6) 0.002(6)
C4A 0.018(8) 0.031(9) 0.026(8) -0.019(8) -0.003(6) -0.002(6)
O4A 0.047(6) 0.033(6) 0.039(5) -0.022(5) 0.001(4) -0.001(4)
C4'A 0.050(10) 0.041(10) 0.044(9) -0.005(8) -0.001(7) -0.001(7)
C4AA 0.006(7) 0.033(9) 0.014(7) -0.005(7) 0.003(5) 0.002(5)
C5A 0.010(8) 0.040(9) 0.022(8) 0.001(7) 0.001(6) -0.008(6)
C6A 0.030(9) 0.093(14) 0.033(9) -0.042(10) -0.011(7) 0.015(8)
C7A 0.035(9) 0.052(11) 0.030(9) -0.008(9) -0.009(7) 0.003(7)
O7A 0.076(8) 0.070(8) 0.041(6) -0.003(6) 0.013(6) -0.025(6)
C7'A 0.064(13) 0.096(13) 0.039(10) -0.005(9) 0.025(9) -0.028(10)
C8A 0.025(8) 0.047(10) 0.031(9) -0.014(8) -0.008(7) -0.001(7)
O8A 0.053(7) 0.037(6) 0.059(6) -0.020(5) -0.014(5) -0.009(5)
C8'A 0.078(13) 0.035(9) 0.044(9) 0.016(8) -0.011(9) 0.018(8)
C8AA 0.017(7) 0.049(10) 0.010(7) -0.011(7) -0.011(6) 0.002(6)
N9A 0.028(7) 0.029(7) 0.019(6) 0.006(6) -0.010(5) -0.003(5)
C9AA 0.016(8) 0.069(13) 0.015(8) -0.022(9) -0.009(6) 0.006(7)
C9A 0.048(12) 0.108(15) 0.065(12) -0.027(10) 0.003(9) 0.006(10)
O9A 0.047(7) 0.093(9) 0.049(6) -0.046(6) -0.014(5) 0.010(5)
C10A 0.054(12) 0.075(12) 0.055(10) -0.011(9) -0.011(8) -0.041(10)
Cl1A 0.165(6) 0.114(5) 0.085(4) -0.043(3) -0.018(4) -0.059(4)
C11A 0.057(11) 0.046(10) 0.088(12) -0.032(9) 0.019(9) -0.017(8)
C12A 0.006(9) 0.034(8) 0.120(14) -0.014(9) -0.008(8) 0.012(6)
O1B 0.057(7) 0.070(8) 0.037(6) -0.035(6) -0.017(5) 0.013(6)
C2B 0.062(11) 0.021(9) 0.068(11) -0.011(9) -0.013(8) -0.003(7)
C3B 0.028(9) 0.039(9) 0.054(10) 0.004(9) -0.008(7) 0.000(7)
C3AB 0.004(7) 0.047(9) 0.052(11) -0.039(9) -0.010(6) 0.002(6)
C4B 0.015(8) 0.040(10) 0.066(11) -0.039(10) -0.016(7) 0.018(6)
O4B 0.041(7) 0.057(7) 0.054(6) -0.030(6) 0.007(5) -0.011(5)
C4'B 0.052(11) 0.049(11) 0.061(10) -0.019(9) -0.012(8) -0.014(8)
C4AB 0.018(8) 0.042(10) 0.038(9) -0.012(8) -0.005(6) -0.003(6)
C5B 0.025(9) 0.061(11) 0.054(10) -0.041(9) 0.000(7) 0.002(7)
C6B 0.035(10) 0.072(12) 0.038(9) -0.017(10) 0.009(7) -0.009(8)
C7B 0.036(9) 0.038(10) 0.068(12) -0.027(10) 0.018(8) -0.007(7)
O7B 0.086(9) 0.073(9) 0.078(9) -0.022(7) 0.022(7) -0.003(7)
C7'B 0.041(11) 0.105(14) 0.043(10) -0.019(9) 0.008(8) 0.002(9)
C8B 0.021(9) 0.083(14) 0.058(11) -0.061(11) -0.005(7) 0.001(8)
O8B 0.044(7) 0.056(7) 0.076(7) -0.044(6) -0.004(5) 0.003(5)
C8'B 0.061(11) 0.043(9) 0.056(9) -0.019(8) 0.001(8) 0.014(8)
C8AB 0.020(8) 0.018(8) 0.037(9) -0.005(7) -0.007(6) 0.000(6)
N9B 0.033(7) 0.061(9) 0.032(7) -0.030(7) -0.019(5) 0.020(6)
C9AB 0.020(9) 0.061(12) 0.026(9) -0.024(9) -0.012(6) 0.008(7)
C9B 0.046(10) 0.049(9) 0.058(11) -0.030(8) 0.015(7) -0.006(7)
O9B 0.044(7) 0.052(7) 0.056(7) -0.025(5) 0.003(5) 0.001(5)
C10B 0.041(10) 0.043(9) 0.062(10) -0.016(8) -0.014(8) -0.002(7)
Cl1B 0.259(10) 0.103(5) 0.109(4) -0.027(4) -0.082(5) -0.043(5)
C12B 0.030(10) 0.082(13) 0.140(17) -0.059(12) -0.009(10) -0.010(9)
O1C 0.053(6) 0.035(6) 0.028(6) -0.009(5) -0.009(4) 0.012(5)
C2C 0.040(10) 0.055(11) 0.023(7) -0.001(9) -0.009(6) 0.006(7)
C3C 0.038(10) 0.039(9) 0.067(12) -0.027(10) -0.004(8) -0.006(7)
C3AC 0.019(9) 0.050(10) 0.054(12) -0.026(9) -0.003(7) 0.001(7)
C4C 0.013(8) 0.062(12) 0.050(11) -0.026(11) -0.008(7) -0.003(7)
O4C 0.042(7) 0.062(7) 0.067(7) -0.051(6) -0.003(5) -0.012(5)
C4'C 0.071(12) 0.043(10) 0.080(12) -0.030(10) 0.001(9) -0.018(8)
C4AC 0.017(8) 0.054(10) 0.048(10) -0.044(9) -0.017(7) 0.008(7)
C5C 0.021(9) 0.065(11) 0.062(11) -0.052(10) -0.024(7) 0.011(7)
C6C 0.025(9) 0.070(12) 0.046(10) -0.043(10) 0.006(7) -0.001(8)
C7C 0.031(9) 0.067(12) 0.038(10) -0.025(9) -0.007(7) 0.011(8)
O7C 0.067(8) 0.077(8) 0.049(7) -0.024(7) 0.006(6) -0.017(6)
C7'C 0.041(11) 0.17(2) 0.037(10) -0.044(11) 0.003(8) -0.038(12)
C8C 0.025(8) 0.028(8) 0.038(9) -0.015(8) -0.009(6) 0.005(6)
O8C 0.057(7) 0.044(7) 0.058(6) -0.024(5) -0.021(5) 0.010(5)
C8'C 0.090(14) 0.035(9) 0.048(10) 0.009(7) 0.009(9) -0.005(9)
C8AC 0.007(8) 0.057(11) 0.057(11) -0.027(10) -0.017(7) 0.010(7)
N9C 0.043(8) 0.037(8) 0.035(8) -0.026(7) -0.020(6) 0.008(6)
C9AC 0.029(9) 0.053(11) 0.030(10) -0.027(9) -0.022(6) 0.009(7)
C9C 0.096(16) 0.081(13) 0.056(11) -0.014(10) 0.030(11) -0.007(11)
O9C 0.085(9) 0.082(9) 0.052(7) -0.029(6) -0.001(6) 0.018(7)
C10C 0.060(12) 0.030(9) 0.073(11) -0.033(8) 0.010(9) -0.009(7)
Cl1C 0.057(3) 0.093(4) 0.098(4) -0.025(3) -0.002(2) 0.008(2)
C11C 0.29(4) 0.071(15) 0.14(2) -0.001(14) 0.05(2) -0.13(2)
C12C 0.057(12) 0.153(19) 0.148(18) -0.117(17) -0.006(12) -0.042(12)
O1D 0.038(6) 0.056(7) 0.017(5) -0.019(5) -0.006(4) 0.000(5)
C2D 0.034(9) 0.069(12) 0.016(7) -0.011(9) 0.009(6) -0.011(8)
C3D 0.035(9) 0.031(8) 0.032(9) -0.008(8) 0.009(7) -0.018(6)
C3AD 0.024(8) 0.022(8) 0.032(9) -0.016(7) -0.005(6) -0.002(6)
C4D 0.016(8) 0.044(10) 0.045(9) -0.036(9) -0.005(6) -0.003(6)
O4D 0.041(6) 0.021(5) 0.026(5) -0.005(5) -0.001(4) -0.007(4)
C4'D 0.038(9) 0.039(9) 0.036(8) -0.018(7) -0.007(7) -0.011(7)
C4AD 0.029(9) 0.027(9) 0.028(8) -0.016(7) -0.015(6) 0.001(6)
C5D 0.018(8) 0.040(9) 0.042(9) -0.024(8) -0.003(6) -0.003(6)
C6D 0.023(9) 0.046(10) 0.037(9) -0.019(8) 0.015(7) -0.005(7)
C7D 0.018(8) 0.021(9) 0.046(9) -0.017(8) -0.008(6) -0.001(6)
O7D 0.050(7) 0.029(6) 0.049(6) -0.004(5) -0.007(5) -0.002(5)
C7'D 0.035(9) 0.033(9) 0.034(8) -0.006(7) 0.012(7) 0.001(6)
C8D 0.024(8) 0.030(10) 0.054(10) -0.028(9) -0.018(7) -0.001(6)
O8D 0.051(7) 0.029(6) 0.043(5) -0.016(5) -0.016(5) 0.007(5)
C8'D 0.054(10) 0.032(8) 0.047(9) -0.007(7) -0.002(8) 0.000(8)
C8AD 0.015(8) 0.021(8) 0.034(8) -0.006(7) -0.012(6) -0.001(6)
N9D 0.024(7) 0.053(9) 0.030(7) -0.035(7) -0.005(5) 0.007(5)
C9AD 0.018(8) 0.029(9) 0.023(8) 0.001(8) -0.011(6) 0.006(6)
C9D 0.031(9) 0.064(11) 0.052(10) -0.028(9) -0.008(7) 0.010(8)
O9D 0.045(6) 0.044(6) 0.033(5) -0.009(5) 0.008(4) -0.009(5)
C10D 0.038(10) 0.048(9) 0.064(10) -0.027(8) -0.015(7) 0.014(7)
Cl1D 0.036(2) 0.073(3) 0.070(3) -0.028(2) -0.0005(19) 0.0063(19)
C11D 0.062(11) 0.059(11) 0.058(10) 0.029(9) 0.032(9) 0.001(8)
C12D 0.032(8) 0.036(8) 0.039(7) -0.030(6) -0.008(6) -0.009(6)

_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
O1A C2A 1.373(15) . ?
O1A C9AA 1.415(13) . ?
C2A C3A 1.345(18) . ?
C3A C3AA 1.507(19) . ?
C3AA C4A 1.386(17) . ?
C3AA C9AA 1.424(18) . ?
C4A O4A 1.320(14) . ?
C4A C4AA 1.388(16) . ?
O4A C4'A 1.446(15) . ?
C4AA C5A 1.364(16) . ?
C4AA C8AA 1.414(16) . ?
C5A C6A 1.351(18) . ?
C6A C7A 1.40(2) . ?
C7A O7A 1.348(16) . ?
C7A C8A 1.364(18) . ?
O7A C7'A 1.475(18) . ?
C7'A C9A 1.50(2) . ?
C8A O8A 1.400(16) . ?
C8A C8AA 1.407(18) . ?
O8A C8'A 1.403(15) . ?
C8AA N9A 1.395(15) . ?
N9A C9AA 1.293(16) . ?
C9A O9A 1.450(18) . ?
C9A C10A 1.52(2) . ?
C10A C12A 1.44(2) . ?
C10A C11A 1.63(2) . ?
C10A Cl1A 1.783(16) . ?
O1B C2B 1.388(16) . ?
O1B C9AB 1.398(15) . ?
C2B C3B 1.298(19) . ?
C3B C3AB 1.410(18) . ?
C3AB C9AB 1.389(19) . ?
C3AB C4B 1.429(18) . ?
C4B O4B 1.345(15) . ?
C4B C4AB 1.407(19) . ?
O4B C4'B 1.448(16) . ?
C4AB C8AB 1.386(17) . ?
C4AB C5B 1.403(18) . ?
C5B C6B 1.393(19) . ?
C6B C7B 1.384(19) . ?
C7B O7B 1.395(18) . ?
C7B C8B 1.407(19) . ?
O7B C7'B 1.402(17) . ?
C7'B C9B 1.548(19) . ?
C8B C8AB 1.371(19) . ?
C8B O8B 1.372(17) . ?
O8B C8'B 1.432(16) . ?
C8AB N9B 1.397(16) . ?
N9B C9AB 1.299(17) . ?
C9B O9B 1.408(16) . ?
C9B C10B 1.54(2) . ?
C10B C12B 1.56(2) . ?
C10B C11B 1.652(17) . ?
C10B Cl1B 1.819(15) . ?
O1C C2C 1.321(16) . ?
O1C C9AC 1.364(14) . ?
C2C C3C 1.351(18) . ?
C3C C3AC 1.44(2) . ?
C3AC C4C 1.378(19) . ?
C3AC C9AC 1.404(19) . ?
C4C O4C 1.353(16) . ?
C4C C4AC 1.363(19) . ?
O4C C4'C 1.427(17) . ?
C4AC C5C 1.458(18) . ?
C4AC C8AC 1.464(19) . ?
C5C C6C 1.35(2) . ?
C6C C7C 1.38(2) . ?
C7C O7C 1.358(18) . ?
C7C C8C 1.384(18) . ?
O7C C7'C 1.466(17) . ?
C7'C C9C 1.42(2) . ?
C8C O8C 1.359(15) . ?
C8C C8AC 1.403(19) . ?
O8C C8'C 1.388(17) . ?
C8AC N9C 1.376(17) . ?
N9C C9AC 1.284(16) . ?
C9C O9C 1.439(19) . ?
C9C C10C 1.56(2) . ?
C10C C11C 1.48(2) . ?
C10C C12C 1.50(2) . ?
C10C Cl1C 1.770(14) . ?
O1D C2D 1.343(16) . ?
O1D C9AD 1.347(14) . ?
C2D C3D 1.319(18) . ?
C3D C3AD 1.435(17) . ?
C3AD C4D 1.386(17) . ?
C3AD C9AD 1.395(17) . ?
C4D O4D 1.329(14) . ?
C4D C4AD 1.419(17) . ?
O4D C4'D 1.419(14) . ?
C4AD C8AD 1.393(16) . ?
C4AD C5D 1.426(17) . ?
C5D C6D 1.346(17) . ?
C6D C7D 1.402(16) . ?
C7D O7D 1.369(15) . ?
C7D C8D 1.389(17) . ?
O7D C7'D 1.430(14) . ?
C7'D C9D 1.466(18) . ?
C8D O8D 1.342(15) . ?
C8D C8AD 1.415(17) . ?
O8D C8'D 1.391(15) . ?
C8AD N9D 1.386(15) . ?
N9D C9AD 1.290(15) . ?
C9D O9D 1.440(15) . ?
C9D C10D 1.54(2) . ?
C10D C11D 1.540(19) . ?
C10D C12D 1.561(18) . ?
C10D Cl1D 1.803(14) . ?

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
C2A O1A C9AA 107.0(10) . . ?
C3A C2A O1A 112.6(12) . . ?
C2A C3A C3AA 106.9(11) . . ?
C4A C3AA C9AA 114.9(11) . . ?
C4A C3AA C3A 141.2(13) . . ?
C9AA C3AA C3A 103.9(11) . . ?
O4A C4A C3AA 125.7(11) . . ?
O4A C4A C4AA 116.2(10) . . ?
C3AA C4A C4AA 118.0(11) . . ?
C4A O4A C4'A 119.5(10) . . ?
C5A C4AA C4A 122.5(11) . . ?
C5A C4AA C8AA 117.1(11) . . ?
C4A C4AA C8AA 120.4(10) . . ?
C6A C5A C4AA 123.0(12) . . ?
C5A C6A C7A 120.8(12) . . ?
O7A C7A C8A 115.4(13) . . ?
O7A C7A C6A 126.4(13) . . ?
C8A C7A C6A 118.2(13) . . ?
C7A O7A C7'A 122.6(12) . . ?
O7A C7'A C9A 113.1(14) . . ?
C7A C8A O8A 122.2(12) . . ?
C7A C8A C8AA 120.9(13) . . ?
O8A C8A C8AA 116.7(11) . . ?
C8A O8A C8'A 118.2(11) . . ?
N9A C8AA C8A 116.4(11) . . ?
N9A C8AA C4AA 123.6(11) . . ?
C8A C8AA C4AA 119.9(11) . . ?
C9AA N9A C8AA 110.8(10) . . ?
N9A C9AA O1A 118.3(12) . . ?
N9A C9AA C3AA 132.1(11) . . ?
O1A C9AA C3AA 109.5(12) . . ?
O9A C9A C7'A 103.9(13) . . ?
O9A C9A C10A 108.0(13) . . ?
C7'A C9A C10A 118.7(16) . . ?
C12A C10A C9A 110.4(14) . . ?
C12A C10A C11A 113.6(13) . . ?
C9A C10A C11A 112.5(13) . . ?
C12A C10A Cl1A 101.9(12) . . ?
C9A C10A Cl1A 108.1(10) . . ?
C11A C10A Cl1A 109.6(11) . . ?
C2B O1B C9AB 105.3(11) . . ?
C3B C2B O1B 110.9(14) . . ?
C2B C3B C3AB 109.7(13) . . ?
C9AB C3AB C3B 105.2(12) . . ?
C9AB C3AB C4B 112.9(13) . . ?
C3B C3AB C4B 141.9(13) . . ?
O4B C4B C4AB 116.9(12) . . ?
O4B C4B C3AB 124.4(13) . . ?
C4AB C4B C3AB 118.7(12) . . ?
C4B O4B C4'B 120.1(11) . . ?
C8AB C4AB C5B 119.5(13) . . ?
C8AB C4AB C4B 120.0(12) . . ?
C5B C4AB C4B 120.3(13) . . ?
C6B C5B C4AB 120.5(13) . . ?
C7B C6B C5B 119.5(13) . . ?
C6B C7B O7B 124.1(14) . . ?
C6B C7B C8B 119.6(14) . . ?
O7B C7B C8B 116.3(13) . . ?
C7B O7B C7'B 120.5(13) . . ?
O7B C7'B C9B 116.0(13) . . ?
C8AB C8B O8B 121.7(12) . . ?
C8AB C8B C7B 120.8(13) . . ?
O8B C8B C7B 117.5(15) . . ?
C8B O8B C8'B 115.4(11) . . ?
C8B C8AB C4AB 120.0(12) . . ?
C8B C8AB N9B 116.9(12) . . ?
C4AB C8AB N9B 123.0(12) . . ?
C9AB N9B C8AB 112.3(11) . . ?
N9B C9AB C3AB 132.9(12) . . ?
N9B C9AB O1B 118.1(12) . . ?
C3AB C9AB O1B 109.0(13) . . ?
O9B C9B C10B 107.0(11) . . ?
O9B C9B C7'B 102.2(12) . . ?
C10B C9B C7'B 116.6(12) . . ?
C9B C10B C12B 107.8(11) . . ?
C9B C10B C11B 112.0(11) . . ?
C12B C10B C11B 113.6(12) . . ?
C9B C10B Cl1B 108.0(10) . . ?
C12B C10B Cl1B 107.8(11) . . ?
C11B C10B Cl1B 107.5(9) . . ?
C2C O1C C9AC 107.5(10) . . ?
O1C C2C C3C 113.5(12) . . ?
C2C C3C C3AC 104.6(12) . . ?
C4C C3AC C9AC 116.2(14) . . ?
C4C C3AC C3C 137.9(14) . . ?
C9AC C3AC C3C 105.9(12) . . ?
O4C C4C C4AC 117.0(12) . . ?
O4C C4C C3AC 126.8(15) . . ?
C4AC C4C C3AC 116.2(13) . . ?
C4C O4C C4'C 117.6(11) . . ?
C4C C4AC C5C 122.0(12) . . ?
C4C C4AC C8AC 123.2(12) . . ?
C5C C4AC C8AC 114.7(14) . . ?
C6C C5C C4AC 121.8(13) . . ?
C5C C6C C7C 122.1(13) . . ?
O7C C7C C6C 124.0(13) . . ?
O7C C7C C8C 115.7(14) . . ?
C6C C7C C8C 120.2(15) . . ?
C7C O7C C7'C 115.4(12) . . ?
C9C C7'C O7C 113.8(15) . . ?
O8C C8C C7C 122.3(13) . . ?
O8C C8C C8AC 117.0(11) . . ?
C7C C8C C8AC 120.4(13) . . ?
C8C O8C C8'C 114.5(11) . . ?
N9C C8AC C8C 120.1(13) . . ?
N9C C8AC C4AC 119.2(13) . . ?
C8C C8AC C4AC 120.6(13) . . ?
C9AC N9C C8AC 113.3(11) . . ?
N9C C9AC O1C 119.6(12) . . ?
N9C C9AC C3AC 131.9(12) . . ?
O1C C9AC C3AC 108.5(13) . . ?
C7'C C9C O9C 106.8(15) . . ?
C7'C C9C C10C 118.1(15) . . ?
O9C C9C C10C 110.5(14) . . ?
C11C C10C C12C 110.5(15) . . ?
C11C C10C C9C 105.5(17) . . ?
C12C C10C C9C 109.6(13) . . ?
C11C C10C Cl1C 112.3(15) . . ?
C12C C10C Cl1C 110.5(13) . . ?
C9C C10C Cl1C 108.2(10) . . ?
C2D O1D C9AD 106.3(10) . . ?
C3D C2D O1D 113.5(11) . . ?
C2D C3D C3AD 105.3(11) . . ?
C4D C3AD C9AD 115.3(12) . . ?
C4D C3AD C3D 139.4(12) . . ?
C9AD C3AD C3D 105.3(11) . . ?
O4D C4D C3AD 126.0(12) . . ?
O4D C4D C4AD 117.2(10) . . ?
C3AD C4D C4AD 116.8(11) . . ?
C4D O4D C4'D 119.9(9) . . ?
C8AD C4AD C4D 121.4(11) . . ?
C8AD C4AD C5D 119.7(12) . . ?
C4D C4AD C5D 118.9(11) . . ?
C6D C5D C4AD 118.8(12) . . ?
C5D C6D C7D 123.1(11) . . ?
O7D C7D C8D 117.1(10) . . ?
O7D C7D C6D 124.4(11) . . ?
C8D C7D C6D 118.5(12) . . ?
C7D O7D C7'D 117.8(9) . . ?
O7D C7'D C9D 111.0(10) . . ?
O8D C8D C7D 120.2(12) . . ?
O8D C8D C8AD 119.8(12) . . ?
C7D C8D C8AD 120.0(11) . . ?
C8D O8D C8'D 117.8(10) . . ?
N9D C8AD C4AD 121.7(11) . . ?
N9D C8AD C8D 118.4(11) . . ?
C4AD C8AD C8D 119.7(11) . . ?
C9AD N9D C8AD 113.0(10) . . ?
N9D C9AD O1D 118.7(11) . . ?
N9D C9AD C3AD 131.8(12) . . ?
O1D C9AD C3AD 109.6(11) . . ?
O9D C9D C7'D 109.3(11) . . ?
O9D C9D C10D 109.9(11) . . ?
C7'D C9D C10D 116.3(12) . . ?
C9D C10D C11D 109.4(12) . . ?
C9D C10D C12D 108.5(11) . . ?
C11D C10D C12D 112.6(12) . . ?
C9D C10D Cl1D 109.1(9) . . ?
C11D C10D Cl1D 108.8(10) . . ?
C12D C10D Cl1D 108.5(9) . . ?

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
C9AA O1A C2A C3A -1.4(13) . . . . ?
O1A C2A C3A C3AA 0.0(14) . . . . ?
C2A C3A C3AA C4A 179.1(15) . . . . ?
C2A C3A C3AA C9AA 1.4(13) . . . . ?
C9AA C3AA C4A O4A -179.2(11) . . . . ?
C3A C3AA C4A O4A 3(2) . . . . ?
C9AA C3AA C4A C4AA -3.2(16) . . . . ?
C3A C3AA C4A C4AA 179.2(14) . . . . ?
C3AA C4A O4A C4'A -8.9(17) . . . . ?
C4AA C4A O4A C4'A 175.0(10) . . . . ?
O4A C4A C4AA C5A -2.4(16) . . . . ?
C3AA C4A C4AA C5A -178.8(11) . . . . ?
O4A C4A C4AA C8AA -179.8(10) . . . . ?
C3AA C4A C4AA C8AA 3.8(16) . . . . ?
C4A C4AA C5A C6A -179.5(12) . . . . ?
C8AA C4AA C5A C6A -2.0(17) . . . . ?
C4AA C5A C6A C7A 3(2) . . . . ?
C5A C6A C7A O7A 173.8(12) . . . . ?
C5A C6A C7A C8A -3(2) . . . . ?
C8A C7A O7A C7'A -154.2(13) . . . . ?
C6A C7A O7A C7'A 29(2) . . . . ?
C7A O7A C7'A C9A -96.5(17) . . . . ?
O7A C7A C8A O8A -0.3(18) . . . . ?
C6A C7A C8A O8A 176.8(11) . . . . ?
O7A C7A C8A C8AA -174.8(11) . . . . ?
C6A C7A C8A C8AA 2.4(19) . . . . ?
C7A C8A O8A C8'A 59.5(17) . . . . ?
C8AA C8A O8A C8'A -125.8(13) . . . . ?
C7A C8A C8AA N9A -178.7(11) . . . . ?
O8A C8A C8AA N9A 6.6(15) . . . . ?
C7A C8A C8AA C4AA -1.6(18) . . . . ?
O8A C8A C8AA C4AA -176.3(10) . . . . ?
C5A C4AA C8AA N9A 178.2(10) . . . . ?
C4A C4AA C8AA N9A -4.3(17) . . . . ?
C5A C4AA C8AA C8A 1.3(16) . . . . ?
C4A C4AA C8AA C8A 178.8(10) . . . . ?
C8A C8AA N9A C9AA -179.1(11) . . . . ?
C4AA C8AA N9A C9AA 4.0(15) . . . . ?
C8AA N9A C9AA O1A -179.2(10) . . . . ?
C8AA N9A C9AA C3AA -4.0(18) . . . . ?
C2A O1A C9AA N9A 178.6(10) . . . . ?
C2A O1A C9AA C3AA 2.3(12) . . . . ?
C4A C3AA C9AA N9A 4(2) . . . . ?
C3A C3AA C9AA N9A -177.8(12) . . . . ?
C4A C3AA C9AA O1A 179.4(9) . . . . ?
C3A C3AA C9AA O1A -2.3(12) . . . . ?
O7A C7'A C9A O9A 163.2(13) . . . . ?
O7A C7'A C9A C10A -77.0(19) . . . . ?
O9A C9A C10A C12A -73.3(16) . . . . ?
C7'A C9A C10A C12A 169.0(15) . . . . ?
O9A C9A C10A C11A 54.9(17) . . . . ?
C7'A C9A C10A C11A -62.8(18) . . . . ?
O9A C9A C10A Cl1A 176.1(11) . . . . ?
C7'A C9A C10A Cl1A 58.4(18) . . . . ?
C9AB O1B C2B C3B 0.4(15) . . . . ?
O1B C2B C3B C3AB -0.3(17) . . . . ?
C2B C3B C3AB C9AB 0.0(15) . . . . ?
C2B C3B C3AB C4B -176.4(15) . . . . ?
C9AB C3AB C4B O4B -178.6(11) . . . . ?
C3B C3AB C4B O4B -2(2) . . . . ?
C9AB C3AB C4B C4AB 3.8(16) . . . . ?
C3B C3AB C4B C4AB -179.9(15) . . . . ?
C4AB C4B O4B C4'B 170.5(11) . . . . ?
C3AB C4B O4B C4'B -7.1(17) . . . . ?
O4B C4B C4AB C8AB 179.0(10) . . . . ?
C3AB C4B C4AB C8AB -3.2(17) . . . . ?
O4B C4B C4AB C5B 2.5(17) . . . . ?
C3AB C4B C4AB C5B -179.7(11) . . . . ?
C8AB C4AB C5B C6B 2.6(18) . . . . ?
C4B C4AB C5B C6B 179.1(12) . . . . ?
C4AB C5B C6B C7B -1(2) . . . . ?
C5B C6B C7B O7B -178.4(13) . . . . ?
C5B C6B C7B C8B 0(2) . . . . ?
C6B C7B O7B C7'B -9(2) . . . . ?
C8B C7B O7B C7'B 172.2(13) . . . . ?
C7B O7B C7'B C9B -73.7(19) . . . . ?
C6B C7B C8B C8AB -1(2) . . . . ?
O7B C7B C8B C8AB 178.4(12) . . . . ?
C6B C7B C8B O8B 177.3(12) . . . . ?
O7B C7B C8B O8B -3.7(19) . . . . ?
C8AB C8B O8B C8'B -109.3(15) . . . . ?
C7B C8B O8B C8'B 72.8(16) . . . . ?
O8B C8B C8AB C4AB -176.1(11) . . . . ?
C7B C8B C8AB C4AB 1.7(19) . . . . ?
O8B C8B C8AB N9B 2.7(18) . . . . ?
C7B C8B C8AB N9B -179.5(11) . . . . ?
C5B C4AB C8AB C8B -2.7(18) . . . . ?
C4B C4AB C8AB C8B -179.2(12) . . . . ?
C5B C4AB C8AB N9B 178.6(11) . . . . ?
C4B C4AB C8AB N9B 2.1(18) . . . . ?
C8B C8AB N9B C9AB 179.6(12) . . . . ?
C4AB C8AB N9B C9AB -1.7(16) . . . . ?
C8AB N9B C9AB C3AB 3.0(19) . . . . ?
C8AB N9B C9AB O1B -179.1(10) . . . . ?
C3B C3AB C9AB N9B 178.2(13) . . . . ?
C4B C3AB C9AB N9B -4(2) . . . . ?
C3B C3AB C9AB O1B 0.2(13) . . . . ?
C4B C3AB C9AB O1B 177.8(9) . . . . ?
C2B O1B C9AB N9B -178.7(11) . . . . ?
C2B O1B C9AB C3AB -0.4(13) . . . . ?
O7B C7'B C9B O9B 172.7(13) . . . . ?
O7B C7'B C9B C10B -70.9(18) . . . . ?
O9B C9B C10B C12B -61.0(15) . . . . ?
C7'B C9B C10B C12B -174.7(14) . . . . ?
O9B C9B C10B C11B 64.6(13) . . . . ?
C7'B C9B C10B C11B -49.1(16) . . . . ?
O9B C9B C10B Cl1B -177.2(9) . . . . ?
C7'B C9B C10B Cl1B 69.1(14) . . . . ?
C9AC O1C C2C C3C 0.9(15) . . . . ?
O1C C2C C3C C3AC -1.9(16) . . . . ?
C2C C3C C3AC C4C -179.4(15) . . . . ?
C2C C3C C3AC C9AC 2.1(14) . . . . ?
C9AC C3AC C4C O4C -179.9(12) . . . . ?
C3C C3AC C4C O4C 2(3) . . . . ?
C9AC C3AC C4C C4AC -1.0(17) . . . . ?
C3C C3AC C4C C4AC -179.4(15) . . . . ?
C4AC C4C O4C C4'C -170.5(12) . . . . ?
C3AC C4C O4C C4'C 8.4(19) . . . . ?
O4C C4C C4AC C5C 0.8(18) . . . . ?
C3AC C4C C4AC C5C -178.2(11) . . . . ?
O4C C4C C4AC C8AC 179.5(11) . . . . ?
C3AC C4C C4AC C8AC 0.5(18) . . . . ?
C4C C4AC C5C C6C 179.7(12) . . . . ?
C8AC C4AC C5C C6C 0.9(18) . . . . ?
C4AC C5C C6C C7C -4(2) . . . . ?
C5C C6C C7C O7C -172.6(13) . . . . ?
C5C C6C C7C C8C 3(2) . . . . ?
C6C C7C O7C C7'C 18.9(19) . . . . ?
C8C C7C O7C C7'C -157.4(12) . . . . ?
C7C O7C C7'C C9C 160.4(15) . . . . ?
O7C C7C C8C O8C 0.7(19) . . . . ?
C6C C7C C8C O8C -175.7(12) . . . . ?
O7C C7C C8C C8AC 175.8(12) . . . . ?
C6C C7C C8C C8AC -1(2) . . . . ?
C7C C8C O8C C8'C -72.8(16) . . . . ?
C8AC C8C O8C C8'C 111.9(13) . . . . ?
O8C C8C C8AC N9C -3.8(17) . . . . ?
C7C C8C C8AC N9C -179.2(11) . . . . ?
O8C C8C C8AC C4AC 173.3(10) . . . . ?
C7C C8C C8AC C4AC -2.1(18) . . . . ?
C4C C4AC C8AC N9C 0.2(18) . . . . ?
C5C C4AC C8AC N9C 179.1(11) . . . . ?
C4C C4AC C8AC C8C -176.9(12) . . . . ?
C5C C4AC C8AC C8C 1.9(16) . . . . ?
C8C C8AC N9C C9AC 176.8(11) . . . . ?
C4AC C8AC N9C C9AC -0.4(16) . . . . ?
C8AC N9C C9AC O1C -178.6(10) . . . . ?
C8AC N9C C9AC C3AC 0(2) . . . . ?
C2C O1C C9AC N9C 179.2(11) . . . . ?
C2C O1C C9AC C3AC 0.5(14) . . . . ?
C4C C3AC C9AC N9C 1(2) . . . . ?
C3C C3AC C9AC N9C 179.9(13) . . . . ?
C4C C3AC C9AC O1C 179.5(10) . . . . ?
C3C C3AC C9AC O1C -1.6(14) . . . . ?
O7C C7'C C9C O9C 167.2(13) . . . . ?
O7C C7'C C9C C10C -68(2) . . . . ?
C7'C C9C C10C C11C -179.5(18) . . . . ?
O9C C9C C10C C11C -56.0(18) . . . . ?
C7'C C9C C10C C12C 61(2) . . . . ?
O9C C9C C10C C12C -175.1(14) . . . . ?
C7'C C9C C10C Cl1C -59.2(17) . . . . ?
O9C C9C C10C Cl1C 64.3(14) . . . . ?
C9AD O1D C2D C3D -1.1(15) . . . . ?
O1D C2D C3D C3AD 0.2(15) . . . . ?
C2D C3D C3AD C4D 177.9(15) . . . . ?
C2D C3D C3AD C9AD 0.7(14) . . . . ?
C9AD C3AD C4D O4D 179.0(11) . . . . ?
C3D C3AD C4D O4D 2(2) . . . . ?
C9AD C3AD C4D C4AD -1.4(16) . . . . ?
C3D C3AD C4D C4AD -178.4(14) . . . . ?
C3AD C4D O4D C4'D -1.8(17) . . . . ?
C4AD C4D O4D C4'D 178.5(10) . . . . ?
O4D C4D C4AD C8AD -178.2(10) . . . . ?
C3AD C4D C4AD C8AD 2.1(17) . . . . ?
O4D C4D C4AD C5D 0.1(17) . . . . ?
C3AD C4D C4AD C5D -179.6(10) . . . . ?
C8AD C4AD C5D C6D -1.7(17) . . . . ?
C4D C4AD C5D C6D 179.9(11) . . . . ?
C4AD C5D C6D C7D -0.5(18) . . . . ?
C5D C6D C7D O7D -178.6(11) . . . . ?
C5D C6D C7D C8D 0.5(18) . . . . ?
C8D C7D O7D C7'D -167.8(11) . . . . ?
C6D C7D O7D C7'D 11.3(17) . . . . ?
C7D O7D C7'D C9D 178.3(11) . . . . ?
O7D C7D C8D O8D 0.5(16) . . . . ?
C6D C7D C8D O8D -178.7(11) . . . . ?
O7D C7D C8D C8AD -179.2(11) . . . . ?
C6D C7D C8D C8AD 1.6(17) . . . . ?
C7D C8D O8D C8'D -68.4(15) . . . . ?
C8AD C8D O8D C8'D 111.2(13) . . . . ?
C4D C4AD C8AD N9D -2.1(18) . . . . ?
C5D C4AD C8AD N9D 179.6(10) . . . . ?
C4D C4AD C8AD C8D -177.9(11) . . . . ?
C5D C4AD C8AD C8D 3.8(17) . . . . ?
O8D C8D C8AD N9D 0.7(16) . . . . ?
C7D C8D C8AD N9D -179.7(10) . . . . ?
O8D C8D C8AD C4AD 176.6(11) . . . . ?
C7D C8D C8AD C4AD -3.8(17) . . . . ?
C4AD C8AD N9D C9AD 1.3(15) . . . . ?
C8D C8AD N9D C9AD 177.1(10) . . . . ?
C8AD N9D C9AD O1D 179.5(9) . . . . ?
C8AD N9D C9AD C3AD -0.7(18) . . . . ?
C2D O1D C9AD N9D -178.6(11) . . . . ?
C2D O1D C9AD C3AD 1.5(13) . . . . ?
C4D C3AD C9AD N9D 0.8(19) . . . . ?
C3D C3AD C9AD N9D 178.8(12) . . . . ?
C4D C3AD C9AD O1D -179.4(10) . . . . ?
C3D C3AD C9AD O1D -1.4(13) . . . . ?
O7D C7'D C9D O9D 157.4(10) . . . . ?
O7D C7'D C9D C10D -77.6(14) . . . . ?
O9D C9D C10D C11D -53.5(14) . . . . ?
C7'D C9D C10D C11D -178.2(12) . . . . ?
O9D C9D C10D C12D -176.6(10) . . . . ?
C7'D C9D C10D C12D 58.6(14) . . . . ?
O9D C9D C10D Cl1D 65.4(13) . . . . ?
C7'D C9D C10D Cl1D -59.3(14) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        20.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.092