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


data_global

_journal_coden_Cambridge         177

loop_
_publ_author_name
'Sutherland, Andrew'
'Ahmad, Sajjad'
'Thomas, Lynne'

_publ_contact_author_name        'Sutherland, Andrew'
_publ_contact_author_email       andrews@chem.gla.ac.uk

_publ_section_title              
;
APPEAL Stereoselective Synthesis of Polyhydroxylated Aminocyclohexanes
;

# Attachment '17-21.CIF'

#\#CIF_1.1

# CIF produced by WinGX routine CIF_UPDATE
# Created on 2009-11-01 at 16:19:55
# Using CIFtbx version 2.6.2 16 Jun 1998

# Dictionary name : cif_core.dic
# Dictionary vers : 2.4
# Request file : c:\wingx old2\files\acta.reqdat
# CIF files read : sa147 import

data_sa147
_database_code_depnum_ccdc_archive 'CCDC 809769'
#TrackingRef '17-21.CIF'

_audit_creation_date             2009-11-01T16:19:55-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

# CHEMICAL DATA

_chemical_name_systematic        
;
(1S,2S,3S)-1-(2',2',2'-trichloromethylcarbonylamino)-2-hydroxy-3-iodocyclohexane
;
_chemical_name_common            1,2-syn-2,3-anti-iodoalcohol
_chemical_formula_sum            'C8 H11 Cl3 I N O2'
_chemical_formula_weight         386.43
_chemical_absolute_configuration rmad

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

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.06780(10)
_cell_length_b                   16.6957(2)
_cell_length_c                   9.65370(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.4370(10)
_cell_angle_gamma                90
_cell_volume                     1282.73(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    61104
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.485
_cell_measurement_temperature    100(2)
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    2.001
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744
_exptl_absorpt_coefficient_mu    3.102
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Blessing, 1997)'
_exptl_absorpt_correction_T_min  0.8259
_exptl_absorpt_correction_T_max  1.0000

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

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD; rotation images'
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            11006
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0615
_diffrn_reflns_theta_min         2.14
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12

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

# STRUCTURE SOLUTION

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

# REFINEMENT DATA

_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^ > 2\s(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.
;
_reflns_number_total             5835
_reflns_number_gt                4955
_reflns_threshold_expression     >2\s(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0585
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_restrained_S_all      0.977
_refine_ls_number_reflns         5835
_refine_ls_number_parameters     273
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0179P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.559
_refine_diff_density_min         -0.654
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.042(13)
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 0 '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 0.006 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

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

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
I2 1.61111(3) -0.203392(15) 0.26528(3) 0.02640(8) Uani d . 1 . . I
I1 0.31752(4) 0.034100(18) 0.15134(4) 0.03369(9) Uani d . 1 . . I
Cl1 0.92406(14) -0.15217(8) -0.26767(11) 0.0334(3) Uani d . 1 . . Cl
Cl4 0.85082(13) -0.00373(7) 0.47346(12) 0.0278(2) Uani d . 1 . . Cl
Cl3 1.19256(12) -0.17308(7) -0.03554(11) 0.0267(3) Uani d . 1 . . Cl
Cl2 0.89840(15) -0.27525(7) -0.06514(15) 0.0376(3) Uani d . 1 . . Cl
Cl6 1.06749(15) 0.13163(7) 0.45150(13) 0.0334(3) Uani d . 1 . . Cl
Cl5 1.02931(16) 0.06939(8) 0.72451(12) 0.0382(3) Uani d . 1 . . Cl
O4 1.3361(4) 0.0192(2) 0.6035(3) 0.0338(8) Uani d . 1 . . O
O1 0.6024(4) 0.04892(19) -0.1932(3) 0.0253(7) Uani d . 1 . . O
H1 0.5334 0.039 -0.2634 0.038 Uiso calc R 1 . . H
O3 1.1056(3) -0.22098(19) 0.3582(3) 0.0257(7) Uani d . 1 . . O
H3 1.0386 -0.2129 0.2859 0.039 Uiso calc R 1 . . H
N1 0.7884(4) -0.0653(2) -0.0488(4) 0.0190(8) Uani d . 1 . . N
H1A 0.7728 -0.0617 -0.1389 0.023 Uiso calc R 1 . . H
O2 0.9216(3) -0.13347(19) 0.1384(3) 0.0240(7) Uani d . 1 . . O
N2 1.1788(4) -0.0787(2) 0.4854(4) 0.0218(8) Uani d . 1 . . N
H2 1.079 -0.092 0.4466 0.026 Uiso calc R 1 . . H
C12 1.3876(5) -0.2537(2) 0.3322(5) 0.0207(10) Uani d . 1 . . C
H12 1.3344 -0.29 0.2583 0.025 Uiso calc R 1 . . H
C1 0.5434(5) 0.0181(3) -0.0717(4) 0.0206(10) Uani d . 1 . . C
H1B 0.4685 -0.0276 -0.0977 0.025 Uiso calc R 1 . . H
C10 1.4929(6) -0.2485(3) 0.5924(5) 0.0295(11) Uani d . 1 . . C
H10A 1.5961 -0.2216 0.5801 0.035 Uiso calc R 1 . . H
H10B 1.5161 -0.2813 0.6763 0.035 Uiso calc R 1 . . H
C7 0.8907(5) -0.1208(3) 0.0116(5) 0.0190(9) Uani d . 1 . . C
C16 1.0416(6) 0.0438(3) 0.5480(4) 0.0253(10) Uani d . 1 . . C
C9 1.3567(5) -0.1853(3) 0.6100(4) 0.0280(12) Uani d . 1 . . C
H9A 1.2556 -0.2121 0.6279 0.034 Uiso calc R 1 . . H
H9B 1.3968 -0.151 0.6896 0.034 Uiso calc R 1 . . H
C6 0.6990(5) -0.0088(3) 0.0301(4) 0.0183(9) Uani d . 1 . . C
H6 0.6637 -0.0368 0.1096 0.022 Uiso calc R 1 . . H
C4 0.7126(5) 0.1237(3) 0.1548(4) 0.0194(9) Uani d . 1 . . C
H4A 0.6744 0.1001 0.2358 0.023 Uiso calc R 1 . . H
H4B 0.7848 0.1687 0.1867 0.023 Uiso calc R 1 . . H
C2 0.4495(5) 0.0846(3) -0.0096(5) 0.0214(10) Uani d . 1 . . C
H2A 0.3651 0.1064 -0.0848 0.026 Uiso calc R 1 . . H
C5 0.8115(5) 0.0613(2) 0.0846(4) 0.0195(10) Uani d . 1 . . C
H5A 0.8557 0.086 0.0073 0.023 Uiso calc R 1 . . H
H5B 0.9056 0.0421 0.152 0.023 Uiso calc R 1 . . H
C14 1.3171(5) -0.1350(3) 0.4778(4) 0.0199(9) Uani d . 1 . . C
H14 1.4176 -0.1044 0.4664 0.024 Uiso calc R 1 . . H
C3 0.5626(5) 0.1524(3) 0.0508(4) 0.0209(9) Uani d . 1 . . C
H3A 0.4982 0.1899 0.0974 0.025 Uiso calc R 1 . . H
H3B 0.6024 0.1807 -0.0252 0.025 Uiso calc R 1 . . H
C15 1.2005(5) -0.0087(3) 0.5491(4) 0.0227(10) Uani d . 1 . . C
C11 1.4326(5) -0.3016(3) 0.4651(5) 0.0248(10) Uani d . 1 . . C
H11A 1.5203 -0.3396 0.4536 0.03 Uiso calc R 1 . . H
H11B 1.335 -0.3318 0.4817 0.03 Uiso calc R 1 . . H
C13 1.2638(5) -0.1856(3) 0.3457(4) 0.0216(10) Uani d . 1 . . C
H13 1.2517 -0.1514 0.2621 0.026 Uiso calc R 1 . . H
C8 0.9722(5) -0.1771(3) -0.0873(4) 0.0216(10) Uani d . 1 . . C

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
I2 0.02328(15) 0.02982(16) 0.02876(15) -0.00069(14) 0.01212(11) 0.00119(15)
I1 0.02555(16) 0.02589(16) 0.0548(2) 0.00104(15) 0.02185(14) 0.00224(16)
Cl1 0.0361(7) 0.0418(7) 0.0224(6) 0.0088(6) 0.0056(5) -0.0054(5)
Cl4 0.0221(6) 0.0318(6) 0.0291(6) 0.0033(5) 0.0033(5) -0.0004(5)
Cl3 0.0163(5) 0.0343(6) 0.0305(6) 0.0009(5) 0.0067(4) -0.0081(5)
Cl2 0.0332(7) 0.0203(6) 0.0641(9) -0.0046(5) 0.0222(6) -0.0027(6)
Cl6 0.0355(7) 0.0266(6) 0.0385(7) 0.0019(5) 0.0076(5) 0.0038(5)
Cl5 0.0432(7) 0.0474(7) 0.0267(6) -0.0025(6) 0.0139(5) -0.0124(6)
O4 0.0245(17) 0.036(2) 0.0370(19) -0.0007(15) -0.0050(14) -0.0117(16)
O1 0.0271(17) 0.032(2) 0.0168(15) 0.0014(15) 0.0025(12) 0.0006(15)
O3 0.0142(14) 0.032(2) 0.0303(17) -0.0006(14) 0.0031(12) 0.0040(15)
N1 0.0200(19) 0.0207(19) 0.0167(19) 0.0058(16) 0.0040(15) -0.0008(15)
O2 0.0216(16) 0.0287(17) 0.0232(17) 0.0061(14) 0.0083(13) 0.0037(14)
N2 0.0163(18) 0.025(2) 0.024(2) 0.0011(16) 0.0029(15) -0.0022(17)
C12 0.019(2) 0.017(2) 0.029(2) -0.0062(18) 0.0121(19) -0.0055(19)
C1 0.018(2) 0.019(3) 0.025(2) -0.0033(18) 0.0048(18) -0.0043(18)
C10 0.027(2) 0.038(3) 0.022(2) 0.005(2) -0.001(2) 0.009(2)
C7 0.015(2) 0.023(2) 0.022(2) -0.0055(19) 0.0108(18) -0.001(2)
C16 0.034(2) 0.022(3) 0.021(2) 0.001(2) 0.0064(18) -0.003(2)
C9 0.026(2) 0.041(3) 0.018(2) 0.004(2) 0.0041(18) 0.000(2)
C6 0.017(2) 0.021(2) 0.019(2) 0.0029(19) 0.0083(17) 0.0017(19)
C4 0.021(2) 0.021(2) 0.016(2) 0.0012(19) 0.0029(18) 0.0011(18)
C2 0.018(2) 0.021(2) 0.025(2) 0.0027(19) 0.0017(19) 0.005(2)
C5 0.013(2) 0.024(2) 0.021(2) 0.0038(18) 0.0005(17) 0.0004(19)
C14 0.020(2) 0.023(2) 0.018(2) 0.0047(19) 0.0056(18) -0.0007(19)
C3 0.021(2) 0.018(2) 0.026(2) -0.0009(19) 0.0091(18) 0.0001(19)
C15 0.027(2) 0.025(2) 0.016(2) 0.001(2) 0.0039(19) 0.000(2)
C11 0.021(2) 0.023(2) 0.031(3) 0.000(2) 0.007(2) 0.008(2)
C13 0.020(2) 0.024(3) 0.022(2) -0.0022(19) 0.0057(17) 0.0016(19)
C8 0.018(2) 0.021(2) 0.026(2) -0.0012(19) 0.0048(18) -0.0018(18)

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

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
I2 C12 . 2.181(4) ?
I1 C2 . 2.191(4) ?
Cl1 C8 . 1.770(4) ?
Cl4 C16 . 1.776(5) ?
Cl3 C8 . 1.768(4) ?
Cl2 C8 . 1.769(4) ?
Cl6 C16 . 1.769(5) ?
Cl5 C16 . 1.775(4) ?
O4 C15 . 1.225(5) ?
O1 C1 . 1.432(5) ?
O1 H1 . 0.82 ?
O3 C13 . 1.430(5) ?
O3 H3 . 0.82 ?
N1 C7 . 1.312(5) ?
N1 C6 . 1.473(5) ?
N1 H1A . 0.86 ?
O2 C7 . 1.228(5) ?
N2 C15 . 1.319(6) ?
N2 C14 . 1.471(5) ?
N2 H2 . 0.86 ?
C12 C11 . 1.505(6) ?
C12 C13 . 1.533(6) ?
C12 H12 . 0.98 ?
C1 C2 . 1.521(6) ?
C1 C6 . 1.529(5) ?
C1 H1B . 0.98 ?
C10 C11 . 1.529(6) ?
C10 C9 . 1.553(6) ?
C10 H10A . 0.97 ?
C10 H10B . 0.97 ?
C7 C8 . 1.559(6) ?
C16 C15 . 1.551(6) ?
C9 C14 . 1.517(6) ?
C9 H9A . 0.97 ?
C9 H9B . 0.97 ?
C6 C5 . 1.521(6) ?
C6 H6 . 0.98 ?
C4 C3 . 1.518(6) ?
C4 C5 . 1.535(6) ?
C4 H4A . 0.97 ?
C4 H4B . 0.97 ?
C2 C3 . 1.511(6) ?
C2 H2A . 0.98 ?
C5 H5A . 0.97 ?
C5 H5B . 0.97 ?
C14 C13 . 1.531(6) ?
C14 H14 . 0.98 ?
C3 H3A . 0.97 ?
C3 H3B . 0.97 ?
C11 H11A . 0.97 ?
C11 H11B . 0.97 ?
C13 H13 . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 109.5 . . ?
C13 O3 H3 109.5 . . ?
C7 N1 C6 123.2(3) . . ?
C7 N1 H1A 118.4 . . ?
C6 N1 H1A 118.4 . . ?
C15 N2 C14 123.1(4) . . ?
C15 N2 H2 118.4 . . ?
C14 N2 H2 118.4 . . ?
C11 C12 C13 113.0(3) . . ?
C11 C12 I2 111.2(3) . . ?
C13 C12 I2 108.7(3) . . ?
C11 C12 H12 107.9 . . ?
C13 C12 H12 107.9 . . ?
I2 C12 H12 107.9 . . ?
O1 C1 C2 108.3(3) . . ?
O1 C1 C6 106.5(3) . . ?
C2 C1 C6 111.8(3) . . ?
O1 C1 H1B 110.1 . . ?
C2 C1 H1B 110.1 . . ?
C6 C1 H1B 110.1 . . ?
C11 C10 C9 110.1(4) . . ?
C11 C10 H10A 109.6 . . ?
C9 C10 H10A 109.6 . . ?
C11 C10 H10B 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
O2 C7 N1 125.1(4) . . ?
O2 C7 C8 118.0(4) . . ?
N1 C7 C8 116.8(4) . . ?
C15 C16 Cl6 107.6(3) . . ?
C15 C16 Cl5 107.8(3) . . ?
Cl6 C16 Cl5 109.6(2) . . ?
C15 C16 Cl4 114.3(3) . . ?
Cl6 C16 Cl4 109.0(2) . . ?
Cl5 C16 Cl4 108.4(2) . . ?
C14 C9 C10 109.8(3) . . ?
C14 C9 H9A 109.7 . . ?
C10 C9 H9A 109.7 . . ?
C14 C9 H9B 109.7 . . ?
C10 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
N1 C6 C5 110.9(3) . . ?
N1 C6 C1 106.0(3) . . ?
C5 C6 C1 112.1(3) . . ?
N1 C6 H6 109.3 . . ?
C5 C6 H6 109.3 . . ?
C1 C6 H6 109.3 . . ?
C3 C4 C5 109.8(3) . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
C5 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C3 C2 C1 113.0(3) . . ?
C3 C2 I1 110.3(3) . . ?
C1 C2 I1 109.3(3) . . ?
C3 C2 H2A 108 . . ?
C1 C2 H2A 108 . . ?
I1 C2 H2A 108 . . ?
C6 C5 C4 110.5(3) . . ?
C6 C5 H5A 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
N2 C14 C9 111.6(3) . . ?
N2 C14 C13 106.4(3) . . ?
C9 C14 C13 112.8(4) . . ?
N2 C14 H14 108.6 . . ?
C9 C14 H14 108.6 . . ?
C13 C14 H14 108.6 . . ?
C2 C3 C4 112.6(3) . . ?
C2 C3 H3A 109.1 . . ?
C4 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
C4 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
O4 C15 N2 125.3(4) . . ?
O4 C15 C16 117.8(4) . . ?
N2 C15 C16 116.8(4) . . ?
C12 C11 C10 112.2(4) . . ?
C12 C11 H11A 109.2 . . ?
C10 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
C10 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
O3 C13 C14 106.9(3) . . ?
O3 C13 C12 107.7(3) . . ?
C14 C13 C12 112.4(3) . . ?
O3 C13 H13 109.9 . . ?
C14 C13 H13 109.9 . . ?
C12 C13 H13 109.9 . . ?
C7 C8 Cl3 108.0(3) . . ?
C7 C8 Cl2 107.5(3) . . ?
Cl3 C8 Cl2 110.1(2) . . ?
C7 C8 Cl1 114.5(3) . . ?
Cl3 C8 Cl1 108.5(2) . . ?
Cl2 C8 Cl1 108.2(2) . . ?

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
C6 N1 C7 O2 1.5(6) . . . . ?
C6 N1 C7 C8 178.6(3) . . . . ?
C11 C10 C9 C14 -58.0(5) . . . . ?
C7 N1 C6 C5 82.5(5) . . . . ?
C7 N1 C6 C1 -155.6(4) . . . . ?
O1 C1 C6 N1 -55.0(4) . . . . ?
C2 C1 C6 N1 -173.1(3) . . . . ?
O1 C1 C6 C5 66.1(4) . . . . ?
C2 C1 C6 C5 -52.0(5) . . . . ?
O1 C1 C2 C3 -67.3(4) . . . . ?
C6 C1 C2 C3 49.7(5) . . . . ?
O1 C1 C2 I1 169.4(2) . . . . ?
C6 C1 C2 I1 -73.6(4) . . . . ?
N1 C6 C5 C4 174.7(3) . . . . ?
C1 C6 C5 C4 56.5(4) . . . . ?
C3 C4 C5 C6 -57.8(4) . . . . ?
C15 N2 C14 C9 82.9(5) . . . . ?
C15 N2 C14 C13 -153.7(4) . . . . ?
C10 C9 C14 N2 175.4(3) . . . . ?
C10 C9 C14 C13 55.6(5) . . . . ?
C1 C2 C3 C4 -52.7(5) . . . . ?
I1 C2 C3 C4 70.0(4) . . . . ?
C5 C4 C3 C2 56.1(5) . . . . ?
C14 N2 C15 O4 3.2(7) . . . . ?
C14 N2 C15 C16 -179.9(3) . . . . ?
Cl6 C16 C15 O4 61.2(4) . . . . ?
Cl5 C16 C15 O4 -57.0(5) . . . . ?
Cl4 C16 C15 O4 -177.5(3) . . . . ?
Cl6 C16 C15 N2 -115.9(4) . . . . ?
Cl5 C16 C15 N2 126.0(4) . . . . ?
Cl4 C16 C15 N2 5.4(5) . . . . ?
C13 C12 C11 C10 -52.4(5) . . . . ?
I2 C12 C11 C10 70.3(4) . . . . ?
C9 C10 C11 C12 57.0(5) . . . . ?
N2 C14 C13 O3 -55.7(4) . . . . ?
C9 C14 C13 O3 67.0(4) . . . . ?
N2 C14 C13 C12 -173.6(3) . . . . ?
C9 C14 C13 C12 -50.9(5) . . . . ?
C11 C12 C13 O3 -68.8(4) . . . . ?
I2 C12 C13 O3 167.2(3) . . . . ?
C11 C12 C13 C14 48.6(5) . . . . ?
I2 C12 C13 C14 -75.4(4) . . . . ?
O2 C7 C8 Cl3 -57.5(4) . . . . ?
N1 C7 C8 Cl3 125.2(3) . . . . ?
O2 C7 C8 Cl2 61.3(4) . . . . ?
N1 C7 C8 Cl2 -116.0(4) . . . . ?
O2 C7 C8 Cl1 -178.5(3) . . . . ?
N1 C7 C8 Cl1 4.3(5) . . . . ?

data_sa188a
_database_code_depnum_ccdc_archive 'CCDC 809770'
#TrackingRef '17-21.CIF'

_audit_creation_date             2010-08-12T11:31:53-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

_vrf_PLAT220_sa188a              
;
PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.77 Ratio
RESPONSE: This atom is part of the disordered cyclohexane ring but it was not
possible to identify and refine two different positions for it. It is thus
represented by an elongated thermal parameter in the direction of the disorder.
;

_vrf_PLAT417_sa188a              
;
PROBLEM: Short Inter D-H..H-D H15A .. H514 .. 1.54 Ang.
RESPONSE: These atoms are close due to the disordered nature of the cyclohexane
ring to which these H atoms belong.
;

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

# CHEMICAL DATA

_chemical_name_systematic        
;
(1S,2S,3S,4S)-1-(2?,2?,2?-trichloromethylcarbonylamino)-2,3,4-
trihydroxycyclohexane
?
;
_chemical_formula_sum            'C8 H12 Cl3 N O4'
_chemical_formula_weight         292.54
_chemical_absolute_configuration syn

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

# CRYSTAL DATA

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name       C2
_cell_length_a                   39.705(2)
_cell_length_b                   5.8312(3)
_cell_length_c                   20.2162(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.296(2)
_cell_angle_gamma                90
_cell_volume                     4679.4(5)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    7537
_cell_measurement_theta_min      6.05
_cell_measurement_theta_max      55.27
_cell_measurement_temperature    100(2)
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2400
_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear 1.4.0 (Rigaku, 2008)'
_exptl_absorpt_correction_T_min  0.3751
_exptl_absorpt_correction_T_max  1

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

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku R-axis/RAPID'
_diffrn_reflns_number            13482
_diffrn_reflns_av_R_equivalents  0.1025
_diffrn_reflns_av_unetI/netI     0.1599
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 0.966
_diffrn_reflns_limit_h_min       -51
_diffrn_reflns_limit_h_max       51
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       25

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

# STRUCTURE SOLUTION

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

# REFINEMENT DATA

_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^ > 2\s(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.

There are 4 independent molecules in the asymmetric unit. Attempts were made to
model the data with a smaller unit cell with only two independent molecules in
the asymmetric unit (5.8291(5) 10.0759(8) 20.0326(1) 91.417(4) 98.327(5) 90.008(2))
but all attempts to do so resulted in well-behaved heavy (Cl) atoms but poorly
characterised rings. The larger asymmetric unit model was thus adopted as the best
model for the data). Additional symmetry that relates the CCl3 groups can be
identified but this symmetry is broken by the remainder of the molecule.

There is some disorder in the configuration of one of the cyclohexane rings. Where
possible, two positions for these disordered atoms were refined isotroptically, and the
occupancy was also refined freely. All of the disordered atoms refined to
approximately 50% occupancy (C31/C31A, O15,O15A, C32/C32A, O16/O16A, C29 and
C29A. All occupancies were fixed to these values in the final refinment. The
presence of disorder results in some short distances between the disordered atoms.
Atom C30 (C30A) was also included in the disorder model as a pivot atom, but the
position and anisotropic displacement parameters were constrained to be the same for
C30 and C30A. The hydrogen atom was placed in fixed positions on both atoms to
slightly different positions reflecting the change in chair configuration.

There is also disorder of the OH group (O50, O50A) bonded to C16 on a secondary molecule
(ring C11 - C16). This was also allowed to freely refine to take a value of
approximately 50% occupancy. The values were fixed to 50:50 in the final refinement.

;
_reflns_number_total             9273
_reflns_number_gt                4852
_reflns_threshold_expression     >2\s(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1714
_refine_ls_R_factor_gt           0.0752
_refine_ls_wR_factor_ref         0.1434
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.058
_refine_ls_number_reflns         9273
_refine_ls_number_parameters     589
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+31.8892P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.724
_refine_diff_density_min         -0.76
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.13(10)
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 0 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

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

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cl1 0.27374(5) 0.0082(4) 0.97397(12) 0.0293(6) Uani d . 1 . . Cl
Cl2 0.28421(5) 0.4328(4) 0.90487(13) 0.0297(6) Uani d . 1 . . Cl
Cl11 0.72097(5) 0.9607(4) 0.52347(13) 0.0320(6) Uani d . 1 . . Cl
Cl9 0.21032(6) 0.6870(4) 0.85186(13) 0.0335(6) Uani d . 1 . . Cl
Cl4 0.27926(5) 0.5903(4) 0.73335(12) 0.0297(6) Uani d . 1 . . Cl
Cl10 0.69122(5) 0.9494(4) 0.65193(12) 0.0293(6) Uani d . 1 . . Cl
Cl8 0.17830(5) 1.0893(5) 0.90672(12) 0.0333(6) Uani d . 1 . . Cl
Cl5 0.28140(5) 0.1820(4) 0.65369(13) 0.0327(6) Uani d . 1 . . Cl
Cl12 0.71696(6) 1.3761(4) 0.60052(14) 0.0342(7) Uani d . 1 . . Cl
Cl3 0.30359(6) 0.0019(4) 0.84472(12) 0.0324(6) Uani d . 1 . . Cl
Cl7 0.21154(6) 1.1156(4) 0.78151(12) 0.0340(6) Uani d . 1 . . Cl
Cl6 0.31208(6) 0.6031(5) 0.60783(13) 0.0356(6) Uani d . 1 . . Cl
O1 0.34563(14) 0.0338(13) 0.9940(4) 0.048(2) Uani d . 1 . . O
O9 0.15085(15) 0.8960(12) 0.7353(3) 0.0299(17) Uani d . 1 . . O
O13 0.65615(14) 1.1377(13) 0.4885(3) 0.0315(18) Uani d . 1 . . O
O6 0.34778(15) 0.4530(12) 0.7622(3) 0.0327(17) Uani d . 1 . . O
O10 0.08133(15) 0.5922(11) 0.9143(3) 0.0308(15) Uani d . 1 . . O
H10 0.0718 0.6664 0.9428 0.046 Uiso calc R 1 . . H
O3 0.45368(15) 0.4165(12) 1.0200(3) 0.0329(17) Uani d . 1 . . O
H53 0.4736 0.4411 1.0287 0.049 Uiso calc R 1 . . H
O12 0.01942(14) 0.1680(12) 0.7940(3) 0.0369(18) Uani d . 1 . . O
H12 0.003 0.2519 0.789 0.055 Uiso calc R 1 . . H
O11 0.02890(16) 0.6667(12) 0.7642(3) 0.0383(18) Uani d . 1 . . O
H511 0.0332 0.5862 0.7322 0.057 Uiso calc R 1 . . H
N4 0.64020(18) 1.2753(14) 0.5881(4) 0.030(2) Uani d . 1 . . N
H44 0.6466 1.2987 0.6284 0.036 Uiso calc R 1 . . H
C25 0.6967(2) 1.1153(17) 0.5795(4) 0.022(2) Uani d . 1 . . C
O4 0.49246(13) 0.5952(14) 0.9156(3) 0.0365(17) Uani d . 1 . . O
H54A 0.5004 0.6168 0.879 0.055 Uiso calc R 1 . . H
O2 0.39028(18) 0.7405(12) 0.9286(4) 0.050(2) Uani d . 1 . . O
H52 0.3771 0.8185 0.9497 0.075 Uiso calc R 1 . . H
O7 0.40026(15) 0.0152(12) 0.5811(3) 0.0384(18) Uani d . 1 . . O
H7 0.3886 0.0865 0.5542 0.058 Uiso calc R 1 . . H
N1 0.35720(17) 0.3239(14) 0.9234(4) 0.029(2) Uani d . 1 . . N
H1 0.3483 0.4231 0.8967 0.035 Uiso calc R 1 . . H
C2 0.3371(2) 0.1689(17) 0.9508(5) 0.026(2) Uani d . 1 . . C
C1 0.3003(2) 0.1540(14) 0.9210(4) 0.019(2) Uani d . 1 . . C
C26 0.6615(2) 1.1781(16) 0.5469(5) 0.024(2) Uani d . 1 . . C
C6 0.45630(19) 0.5628(18) 0.9089(5) 0.029(2) Uani d . 1 . . C
H6 0.447 0.6822 0.8797 0.034 Uiso calc R 1 . . H
C18 0.1544(2) 0.8647(17) 0.7949(5) 0.024(2) Uani d . 1 . . C
C9 0.3042(2) 0.4320(17) 0.6775(5) 0.027(2) Uani d . 1 . . C
C10 0.3387(2) 0.3665(17) 0.7112(5) 0.024(2) Uani d . 1 . . C
N3 0.13206(19) 0.7567(14) 0.8333(4) 0.032(2) Uani d . 1 . . N
H43 0.1357 0.7524 0.8753 0.038 Uiso calc R 1 . . H
C17 0.1871(2) 0.9375(16) 0.8322(5) 0.026(2) Uani d . 1 . . C
C5 0.4413(2) 0.5864(17) 0.9750(4) 0.026(2) Uani d . 1 . . C
H5 0.4466 0.7388 0.9928 0.031 Uiso calc R 1 . . H
C3 0.3930(2) 0.3331(17) 0.9362(5) 0.026(2) Uani d . 1 . . C
H3A 0.3994 0.2071 0.966 0.031 Uiso calc R 1 . . H
C13 0.4276(2) -0.1789(16) 0.7354(5) 0.034(3) Uani d . 1 C . C
H13A 0.4375 -0.0875 0.7709 0.041 Uiso calc R 1 . . H
H13B 0.4276 -0.338 0.7493 0.041 Uiso calc R 1 . . H
C20 0.0722(2) 0.6818(17) 0.8501(5) 0.028(2) Uani d . 1 . . C
H20 0.0674 0.8461 0.8536 0.033 Uiso calc R 1 . . H
N2 0.35589(18) 0.2143(17) 0.6774(5) 0.048(3) Uani d . 1 . . N
H42 0.346 0.1506 0.6438 0.058 Uiso calc R 1 . . H
C11 0.3907(2) 0.1469(17) 0.6934(5) 0.030(2) Uani d . 1 . . C
H11 0.3998 0.2505 0.7275 0.036 Uiso calc R 1 . . H
C4 0.40284(19) 0.5597(16) 0.9688(5) 0.028(2) Uani d . 1 . . C
H4A 0.393 0.5691 1.0128 0.034 Uiso calc R 1 . . H
C27 0.6063(2) 1.3437(18) 0.5673(5) 0.033(3) Uani d . 1 . . C
H27 0.601 1.2383 0.5308 0.039 Uiso calc R 1 A 1 H
C24 0.1093(2) 0.3887(17) 0.7927(5) 0.034(3) Uani d . 1 . . C
H24A 0.1269 0.3738 0.7606 0.041 Uiso calc R 1 . . H
H24B 0.1167 0.3151 0.8335 0.041 Uiso calc R 1 . . H
C19 0.10158(19) 0.6458(16) 0.8054(5) 0.024(2) Uani d . 1 . . C
H19 0.0962 0.7181 0.7627 0.028 Uiso calc R 1 . . H
C15 0.4117(2) 0.1678(17) 0.6329(5) 0.030(2) Uani d . 1 . . C
H15 0.4115 0.3265 0.6169 0.036 Uiso calc R 1 . . H
C8 0.4106(2) 0.3013(17) 0.8713(5) 0.032(3) Uani d . 1 . . C
H8A 0.4019 0.4125 0.8396 0.039 Uiso calc R 1 . . H
H8B 0.4056 0.1495 0.8542 0.039 Uiso calc R 1 . . H
C22 0.0483(2) 0.3035(16) 0.8138(5) 0.029(2) Uani d . 1 . . C
H22 0.0564 0.2436 0.8566 0.035 Uiso calc R 1 . . H
C14 0.4478(2) 0.0905(18) 0.6481(5) 0.033(2) Uani d . 1 C . C
H14 0.4609 0.0984 0.6076 0.04 Uiso calc R 1 . . H
C21 0.0408(2) 0.5564(18) 0.8236(5) 0.031(3) Uani d . 1 . . C
H21 0.0232 0.5696 0.8567 0.038 Uiso calc R 1 . . H
C23 0.0764(2) 0.2746(16) 0.7661(5) 0.033(3) Uani d . 1 . . C
H23A 0.0699 0.3432 0.7239 0.04 Uiso calc R 1 . . H
H23B 0.0804 0.1125 0.7588 0.04 Uiso calc R 1 . . H
C30 0.54435(19) 1.6011(18) 0.5850(4) 0.026(2) Uani d P 0.5 B 1 C
H30A 0.5531 1.7025 0.6201 0.032 Uiso calc PR 0.5 B 1 H
O14 0.51177(13) 1.6866(12) 0.5635(3) 0.0318(17) Uani d P. 1 . . O
H514 0.4971 1.5971 0.575 0.048 Uiso calc R 1 . . H
C31 0.5667(4) 1.638(3) 0.5214(10) 0.020(4) Uiso d P 0.5 B 1 C
H31 0.566 1.7976 0.5064 0.025 Uiso calc PR 0.5 B 1 H
O15 0.5551(3) 1.483(2) 0.4696(6) 0.022(3) Uiso d P 0.5 B 1 O
H15A 0.5355 1.5123 0.4595 0.033 Uiso calc PR 0.5 B 1 H
C32 0.6027(4) 1.561(3) 0.5379(10) 0.021(4) Uiso d P 0.5 B 1 C
H32 0.6159 1.5659 0.4975 0.025 Uiso calc PR 0.5 B 1 H
O16 0.6159(3) 1.729(3) 0.5838(7) 0.032(3) Uiso d P 0.5 B 1 O
H516 0.6349 1.7663 0.573 0.048 Uiso calc PR 0.5 B 1 H
C29 0.5456(4) 1.374(3) 0.6090(9) 0.013(4) Uiso d P 0.5 B 1 C
H29A 0.5332 1.2757 0.5783 0.015 Uiso calc PR 0.5 B 1 H
H29B 0.5343 1.368 0.651 0.015 Uiso calc PR 0.5 B 1 H
C30A 0.54435(19) 1.6011(18) 0.5850(4) 0.026(2) Uani d P 0.5 B 2 C
H30B 0.5474 1.6389 0.632 0.032 Uiso calc PR 0.5 B 2 H
C31A 0.5713(5) 1.704(4) 0.5504(11) 0.034(5) Uiso d P 0.5 B 2 C
H31A 0.5705 1.87 0.5579 0.04 Uiso calc PR 0.5 B 2 H
O15A 0.5653(3) 1.662(2) 0.4798(7) 0.033(3) Uiso d P 0.5 B 2 O
H15B 0.5761 1.7543 0.4582 0.049 Uiso calc PR 0.5 B 2 H
C32A 0.6068(5) 1.620(4) 0.5681(10) 0.024(4) Uiso d P 0.5 B 2 C
H32A 0.6237 1.6824 0.5385 0.029 Uiso calc PR 0.5 B 2 H
O16A 0.6113(3) 1.705(2) 0.6358(7) 0.034(3) Uiso d P 0.5 B 2 O
H16A 0.624 1.6189 0.6565 0.051 Uiso calc PR 0.5 B 2 H
C29A 0.5449(5) 1.327(4) 0.5783(12) 0.038(6) Uiso d P 0.5 B 2 C
H29C 0.5456 1.2772 0.5326 0.045 Uiso calc PR 0.5 B 2 H
H29D 0.5261 1.2551 0.6 0.045 Uiso calc PR 0.5 B 2 H
O50 0.4774(3) -0.287(2) 0.6836(6) 0.019(3) Uiso d P 0.5 C 3 O
H50 0.4879 -0.2929 0.6491 0.029 Uiso calc PR 0.5 C 3 H
O50A 0.4870(3) -0.169(3) 0.6856(7) 0.034(4) Uiso d P 0.5 C 4 O
H50A 0.4964 -0.1627 0.6501 0.051 Uiso calc PR 0.5 C 4 H
C12 0.3913(2) -0.0990(19) 0.7206(6) 0.041(3) Uani d . 1 . . C
H12A 0.3807 -0.2015 0.6886 0.049 Uiso calc R 1 . . H
H12B 0.3785 -0.1055 0.7609 0.049 Uiso calc R 1 . . H
C7 0.4489(2) 0.3296(18) 0.8783(5) 0.034(3) Uani d . 1 . . C
H7A 0.4582 0.2092 0.9062 0.04 Uiso calc R 1 . . H
H7B 0.459 0.319 0.8352 0.04 Uiso calc R 1 . . H
O8 0.46264(16) 0.2410(12) 0.6971(3) 0.0395(19) Uani d . 1 . . O
H8 0.4728 0.1649 0.7252 0.059 Uiso calc R 1 . . H
C51 0.5810(2) 1.281(2) 0.6184(8) 0.075(5) Uani d . 1 B . C
H51A 0.5896 1.3326 0.6611 0.09 Uiso calc R 1 D 1 H
H51B 0.5795 1.115 0.6202 0.09 Uiso calc R 1 D 1 H
C16 0.4481(2) -0.153(2) 0.6736(6) 0.040(3) Uani d . 1 . . C
H16 0.4351 -0.2377 0.64 0.048 Uiso calc R 1 C 3 H

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cl1 0.0264(11) 0.0294(15) 0.0323(15) -0.0034(11) 0.0063(10) 0.0034(11)
Cl2 0.0224(11) 0.0277(14) 0.0388(15) 0.0052(11) -0.0011(10) 0.0049(12)
Cl11 0.0248(11) 0.0360(16) 0.0352(15) 0.0089(12) 0.0025(10) -0.0031(13)
Cl9 0.0261(12) 0.0261(14) 0.0481(17) 0.0004(12) -0.0041(11) 0.0052(13)
Cl4 0.0242(11) 0.0362(15) 0.0288(14) 0.0062(11) 0.0031(10) -0.0054(12)
Cl10 0.0267(11) 0.0320(15) 0.0292(14) 0.0037(11) 0.0025(10) 0.0086(12)
Cl8 0.0261(11) 0.0405(16) 0.0333(14) -0.0053(12) 0.0002(10) -0.0140(12)
Cl5 0.0219(11) 0.0296(15) 0.0466(17) -0.0018(11) -0.0018(11) -0.0075(13)
Cl12 0.0303(13) 0.0260(15) 0.0462(18) -0.0084(12) -0.0015(12) -0.0041(13)
Cl3 0.0356(13) 0.0334(16) 0.0286(14) -0.0075(12) 0.0076(11) -0.0102(11)
Cl7 0.0353(13) 0.0355(16) 0.0312(14) -0.0066(12) -0.0020(11) 0.0061(12)
Cl6 0.0372(13) 0.0377(16) 0.0321(14) 0.0035(13) 0.0037(11) 0.0069(13)
O1 0.024(3) 0.062(6) 0.060(5) 0.006(4) 0.002(3) 0.040(5)
O9 0.029(3) 0.040(5) 0.020(4) 0.006(3) -0.004(3) -0.009(3)
O13 0.024(3) 0.050(5) 0.020(4) 0.005(3) 0.002(3) -0.009(4)
O6 0.030(3) 0.039(4) 0.029(4) 0.002(3) -0.005(3) -0.003(4)
O10 0.034(4) 0.029(4) 0.029(4) 0.006(3) -0.003(3) -0.006(3)
O3 0.029(3) 0.038(4) 0.031(4) -0.004(3) -0.013(3) 0.007(3)
O12 0.025(3) 0.047(5) 0.038(4) -0.010(3) -0.005(3) 0.010(4)
O11 0.031(4) 0.057(5) 0.026(4) -0.004(4) -0.010(3) 0.007(4)
N4 0.019(4) 0.042(5) 0.030(5) 0.011(4) 0.003(4) -0.014(4)
C25 0.025(4) 0.030(6) 0.012(5) 0.001(4) -0.002(4) -0.002(4)
O4 0.015(3) 0.066(5) 0.028(4) -0.007(3) 0.001(3) 0.008(4)
O2 0.039(5) 0.025(4) 0.086(7) 0.004(3) -0.005(4) 0.015(4)
O7 0.031(4) 0.047(5) 0.037(4) 0.012(3) -0.007(3) -0.017(4)
N1 0.015(4) 0.031(5) 0.040(5) 0.000(4) -0.009(4) 0.016(4)
C2 0.027(5) 0.026(6) 0.023(5) 0.008(5) 0.005(4) -0.002(4)
C1 0.023(4) 0.012(5) 0.021(5) -0.010(4) 0.003(4) -0.001(4)
C26 0.027(5) 0.021(5) 0.025(6) -0.011(4) 0.003(4) 0.000(4)
C6 0.017(4) 0.040(7) 0.029(6) -0.005(5) -0.004(4) 0.013(5)
C18 0.021(5) 0.022(5) 0.029(6) 0.006(4) -0.010(4) -0.007(5)
C9 0.031(5) 0.029(6) 0.019(5) -0.001(5) -0.005(4) 0.002(5)
C10 0.017(4) 0.024(5) 0.029(6) 0.000(4) -0.005(4) -0.002(5)
N3 0.031(5) 0.034(5) 0.030(5) -0.005(4) -0.016(4) -0.005(4)
C17 0.025(5) 0.017(5) 0.037(6) -0.002(4) 0.001(4) 0.003(5)
C5 0.031(5) 0.029(6) 0.018(5) -0.001(5) 0.000(4) 0.007(4)
C3 0.017(5) 0.033(6) 0.028(6) -0.009(4) -0.013(4) 0.003(5)
C13 0.051(6) 0.021(6) 0.030(6) 0.014(5) -0.002(5) 0.000(4)
C20 0.019(4) 0.030(6) 0.034(6) 0.004(4) 0.001(4) -0.002(5)
N2 0.019(4) 0.077(7) 0.048(6) 0.018(5) -0.009(4) -0.035(6)
C11 0.016(4) 0.033(6) 0.040(6) 0.006(4) 0.000(4) -0.010(5)
C4 0.012(4) 0.032(6) 0.041(6) 0.006(4) 0.008(4) 0.011(5)
C27 0.035(6) 0.036(6) 0.026(6) 0.008(5) -0.019(5) -0.013(5)
C24 0.026(5) 0.035(7) 0.042(7) 0.001(5) 0.008(5) -0.021(5)
C19 0.014(4) 0.029(6) 0.028(5) -0.014(4) -0.005(4) -0.009(4)
C15 0.033(5) 0.031(6) 0.027(6) -0.004(5) -0.011(4) -0.002(5)
C8 0.039(6) 0.029(6) 0.028(6) -0.009(5) -0.009(5) 0.004(5)
C22 0.023(5) 0.037(6) 0.027(6) -0.016(4) -0.002(4) -0.004(5)
C14 0.024(5) 0.040(7) 0.036(6) -0.008(5) -0.004(4) -0.007(5)
C21 0.020(5) 0.045(7) 0.029(6) 0.001(5) -0.004(4) 0.013(5)
C23 0.037(6) 0.030(6) 0.031(6) -0.009(5) -0.008(5) -0.010(5)
C30 0.013(4) 0.046(7) 0.020(5) 0.013(5) 0.003(4) -0.013(5)
O14 0.013(3) 0.046(5) 0.036(4) 0.005(3) 0.002(3) -0.004(4)
C30A 0.013(4) 0.046(7) 0.020(5) 0.013(5) 0.003(4) -0.013(5)
C12 0.035(6) 0.047(8) 0.040(7) -0.004(6) 0.012(5) -0.005(6)
C7 0.016(5) 0.059(7) 0.027(6) 0.006(5) 0.005(4) -0.004(5)
O8 0.027(4) 0.059(5) 0.032(4) -0.013(3) -0.006(3) -0.006(4)
C51 0.012(5) 0.071(10) 0.141(14) -0.011(6) -0.006(7) 0.053(9)
C16 0.028(5) 0.056(8) 0.038(7) 0.020(5) 0.004(5) 0.003(6)

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

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 C1 . 1.742(9) ?
Cl2 C1 . 1.774(9) ?
Cl11 C25 . 1.753(9) ?
Cl9 C17 . 1.768(9) ?
Cl4 C9 . 1.777(10) ?
Cl10 C25 . 1.772(9) ?
Cl8 C17 . 1.788(10) ?
Cl5 C9 . 1.776(10) ?
Cl12 C25 . 1.767(10) ?
Cl3 C1 . 1.786(9) ?
Cl7 C17 . 1.765(9) ?
Cl6 C9 . 1.760(10) ?
O1 C2 . 1.217(11) ?
O9 C18 . 1.224(11) ?
O13 C26 . 1.219(10) ?
O6 C10 . 1.194(10) ?
O10 C20 . 1.438(10) ?
O3 C5 . 1.425(10) ?
O12 C22 . 1.443(10) ?
O11 C21 . 1.432(10) ?
N4 C26 . 1.328(12) ?
N4 C27 . 1.457(11) ?
C25 C26 . 1.575(11) ?
O4 C6 . 1.451(9) ?
O2 C4 . 1.416(10) ?
O7 C15 . 1.439(10) ?
N1 C2 . 1.335(12) ?
N1 C3 . 1.439(10) ?
C2 C1 . 1.571(11) ?
C6 C5 . 1.482(12) ?
C6 C7 . 1.520(13) ?
C18 N3 . 1.347(12) ?
C18 C17 . 1.546(11) ?
C9 C10 . 1.566(12) ?
C10 N2 . 1.319(12) ?
N3 C19 . 1.473(10) ?
C5 C4 . 1.536(11) ?
C3 C8 . 1.512(13) ?
C3 C4 . 1.524(13) ?
C13 C16 . 1.512(14) ?
C13 C12 . 1.540(12) ?
C20 C19 . 1.506(12) ?
C20 C21 . 1.531(12) ?
N2 C11 . 1.465(10) ?
C11 C15 . 1.502(13) ?
C11 C12 . 1.536(14) ?
C27 C32 . 1.41(2) ?
C27 C51 . 1.503(15) ?
C27 C32A . 1.61(2) ?
C24 C23 . 1.550(12) ?
C24 C19 . 1.552(12) ?
C15 C14 . 1.528(12) ?
C8 C7 . 1.532(11) ?
C22 C23 . 1.501(13) ?
C22 C21 . 1.518(13) ?
C14 O8 . 1.439(10) ?
C14 C16 . 1.509(14) ?
C30 C29 . 1.410(19) ?
C30 O14 . 1.444(9) ?
C30 C31 . 1.59(2) ?
C31 O15 . 1.45(2) ?
C31 C32 . 1.53(2) ?
C32 O16 . 1.44(2) ?
C29 C51 . 1.514(18) ?
C31A O15A . 1.46(2) ?
C31A C32A . 1.53(3) ?
C32A O16A . 1.46(2) ?
C29A C51 . 1.65(2) ?
O50 C16 . 1.413(13) ?
O50A C16 . 1.560(16) ?

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
C26 N4 C27 122.3(8) . . ?
C26 C25 Cl11 110.1(6) . . ?
C26 C25 Cl12 107.1(7) . . ?
Cl11 C25 Cl12 110.2(5) . . ?
C26 C25 Cl10 110.3(6) . . ?
Cl11 C25 Cl10 109.5(5) . . ?
Cl12 C25 Cl10 109.6(5) . . ?
C2 N1 C3 123.1(8) . . ?
O1 C2 N1 125.3(8) . . ?
O1 C2 C1 118.7(8) . . ?
N1 C2 C1 115.9(8) . . ?
C2 C1 Cl1 111.2(6) . . ?
C2 C1 Cl2 110.3(6) . . ?
Cl1 C1 Cl2 109.9(5) . . ?
C2 C1 Cl3 105.9(6) . . ?
Cl1 C1 Cl3 110.2(4) . . ?
Cl2 C1 Cl3 109.3(5) . . ?
O13 C26 N4 126.1(9) . . ?
O13 C26 C25 119.7(8) . . ?
N4 C26 C25 114.2(8) . . ?
O4 C6 C5 108.8(7) . . ?
O4 C6 C7 109.7(8) . . ?
C5 C6 C7 111.8(8) . . ?
O9 C18 N3 125.0(8) . . ?
O9 C18 C17 121.1(9) . . ?
N3 C18 C17 113.9(8) . . ?
C10 C9 Cl6 108.5(6) . . ?
C10 C9 Cl5 110.7(7) . . ?
Cl6 C9 Cl5 110.3(5) . . ?
C10 C9 Cl4 110.2(6) . . ?
Cl6 C9 Cl4 109.0(5) . . ?
Cl5 C9 Cl4 108.1(5) . . ?
O6 C10 N2 125.7(8) . . ?
O6 C10 C9 121.0(9) . . ?
N2 C10 C9 113.3(8) . . ?
C18 N3 C19 122.1(8) . . ?
C18 C17 Cl7 110.2(7) . . ?
C18 C17 Cl9 108.1(6) . . ?
Cl7 C17 Cl9 109.0(5) . . ?
C18 C17 Cl8 111.6(6) . . ?
Cl7 C17 Cl8 108.6(5) . . ?
Cl9 C17 Cl8 109.3(5) . . ?
O3 C5 C6 111.7(8) . . ?
O3 C5 C4 108.1(7) . . ?
C6 C5 C4 109.7(7) . . ?
N1 C3 C8 108.3(8) . . ?
N1 C3 C4 110.7(8) . . ?
C8 C3 C4 111.2(8) . . ?
C16 C13 C12 109.2(8) . . ?
O10 C20 C19 107.9(7) . . ?
O10 C20 C21 109.2(7) . . ?
C19 C20 C21 111.0(7) . . ?
C10 N2 C11 124.1(8) . . ?
N2 C11 C15 109.7(8) . . ?
N2 C11 C12 109.7(8) . . ?
C15 C11 C12 111.3(8) . . ?
O2 C4 C3 108.2(7) . . ?
O2 C4 C5 107.9(7) . . ?
C3 C4 C5 111.6(8) . . ?
C32 C27 N4 116.9(11) . . ?
C32 C27 C51 116.6(11) . . ?
N4 C27 C51 111.3(9) . . ?
C32 C27 C32A 26.4(9) . . ?
N4 C27 C32A 105.0(10) . . ?
C51 C27 C32A 104.2(11) . . ?
C23 C24 C19 107.8(7) . . ?
N3 C19 C20 110.5(7) . . ?
N3 C19 C24 108.9(7) . . ?
C20 C19 C24 113.0(8) . . ?
O7 C15 C11 111.7(8) . . ?
O7 C15 C14 104.1(8) . . ?
C11 C15 C14 110.4(8) . . ?
C3 C8 C7 112.6(8) . . ?
O12 C22 C23 111.0(7) . . ?
O12 C22 C21 114.2(8) . . ?
C23 C22 C21 110.1(8) . . ?
O8 C14 C16 109.8(8) . . ?
O8 C14 C15 109.0(8) . . ?
C16 C14 C15 110.2(8) . . ?
O11 C21 C22 112.9(9) . . ?
O11 C21 C20 109.2(8) . . ?
C22 C21 C20 110.4(7) . . ?
C22 C23 C24 111.1(8) . . ?
C29 C30 O14 116.8(9) . . ?
C29 C30 C31 112.8(11) . . ?
O14 C30 C31 102.8(9) . . ?
O15 C31 C32 104.8(15) . . ?
O15 C31 C30 109.1(13) . . ?
C32 C31 C30 108.6(15) . . ?
C27 C32 O16 107.9(14) . . ?
C27 C32 C31 116.1(15) . . ?
O16 C32 C31 105.6(15) . . ?
C30 C29 C51 113.9(12) . . ?
O15A C31A C32A 107.7(17) . . ?
O16A C32A C31A 101.6(16) . . ?
O16A C32A C27 110.5(14) . . ?
C31A C32A C27 107.9(16) . . ?
C11 C12 C13 111.0(8) . . ?
C6 C7 C8 108.4(8) . . ?
C27 C51 C29 117.4(11) . . ?
C27 C51 C29A 102.1(12) . . ?
C29 C51 C29A 24.3(10) . . ?
O50 C16 C14 124.7(10) . . ?
O50 C16 C13 106.4(9) . . ?
C14 C16 C13 112.1(9) . . ?
O50 C16 O50A 30.3(7) . . ?
C14 C16 O50A 96.2(10) . . ?
C13 C16 O50A 114.4(10) . . ?

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
C3 N1 C2 O1 7.4(16) . . . . ?
C3 N1 C2 C1 -168.6(8) . . . . ?
O1 C2 C1 Cl1 20.1(11) . . . . ?
N1 C2 C1 Cl1 -163.6(7) . . . . ?
O1 C2 C1 Cl2 142.3(8) . . . . ?
N1 C2 C1 Cl2 -41.4(10) . . . . ?
O1 C2 C1 Cl3 -99.5(9) . . . . ?
N1 C2 C1 Cl3 76.7(9) . . . . ?
C27 N4 C26 O13 0.9(16) . . . . ?
C27 N4 C26 C25 -179.6(9) . . . . ?
Cl11 C25 C26 O13 -7.0(11) . . . . ?
Cl12 C25 C26 O13 112.8(9) . . . . ?
Cl10 C25 C26 O13 -128.0(8) . . . . ?
Cl11 C25 C26 N4 173.5(7) . . . . ?
Cl12 C25 C26 N4 -66.8(9) . . . . ?
Cl10 C25 C26 N4 52.5(10) . . . . ?
Cl6 C9 C10 O6 106.6(10) . . . . ?
Cl5 C9 C10 O6 -132.2(9) . . . . ?
Cl4 C9 C10 O6 -12.7(12) . . . . ?
Cl6 C9 C10 N2 -72.5(10) . . . . ?
Cl5 C9 C10 N2 48.6(11) . . . . ?
Cl4 C9 C10 N2 168.2(8) . . . . ?
O9 C18 N3 C19 5.4(15) . . . . ?
C17 C18 N3 C19 -171.3(8) . . . . ?
O9 C18 C17 Cl7 12.4(12) . . . . ?
N3 C18 C17 Cl7 -170.7(7) . . . . ?
O9 C18 C17 Cl9 -106.7(9) . . . . ?
N3 C18 C17 Cl9 70.2(9) . . . . ?
O9 C18 C17 Cl8 133.1(8) . . . . ?
N3 C18 C17 Cl8 -50.0(10) . . . . ?
O4 C6 C5 O3 -61.8(11) . . . . ?
C7 C6 C5 O3 59.6(9) . . . . ?
O4 C6 C5 C4 178.2(8) . . . . ?
C7 C6 C5 C4 -60.4(10) . . . . ?
C2 N1 C3 C8 120.2(10) . . . . ?
C2 N1 C3 C4 -117.8(10) . . . . ?
O6 C10 N2 C11 -7.6(18) . . . . ?
C9 C10 N2 C11 171.5(9) . . . . ?
C10 N2 C11 C15 -128.0(11) . . . . ?
C10 N2 C11 C12 109.3(12) . . . . ?
N1 C3 C4 O2 -54.1(10) . . . . ?
C8 C3 C4 O2 66.2(9) . . . . ?
N1 C3 C4 C5 -172.8(8) . . . . ?
C8 C3 C4 C5 -52.5(10) . . . . ?
O3 C5 C4 O2 175.1(8) . . . . ?
C6 C5 C4 O2 -62.8(11) . . . . ?
O3 C5 C4 C3 -66.0(10) . . . . ?
C6 C5 C4 C3 56.2(11) . . . . ?
C26 N4 C27 C32 -84.8(14) . . . . ?
C26 N4 C27 C51 137.3(11) . . . . ?
C26 N4 C27 C32A -110.2(12) . . . . ?
C18 N3 C19 C20 -141.7(9) . . . . ?
C18 N3 C19 C24 93.7(11) . . . . ?
O10 C20 C19 N3 -57.2(10) . . . . ?
C21 C20 C19 N3 -176.9(8) . . . . ?
O10 C20 C19 C24 65.1(10) . . . . ?
C21 C20 C19 C24 -54.6(10) . . . . ?
C23 C24 C19 N3 177.7(8) . . . . ?
C23 C24 C19 C20 54.6(11) . . . . ?
N2 C11 C15 O7 -62.8(10) . . . . ?
C12 C11 C15 O7 58.7(10) . . . . ?
N2 C11 C15 C14 -177.9(8) . . . . ?
C12 C11 C15 C14 -56.3(10) . . . . ?
N1 C3 C8 C7 174.9(8) . . . . ?
C4 C3 C8 C7 53.2(11) . . . . ?
O7 C15 C14 O8 176.6(7) . . . . ?
C11 C15 C14 O8 -63.6(11) . . . . ?
O7 C15 C14 C16 -62.5(10) . . . . ?
C11 C15 C14 C16 57.3(11) . . . . ?
O12 C22 C21 O11 -61.9(10) . . . . ?
C23 C22 C21 O11 63.5(10) . . . . ?
O12 C22 C21 C20 175.5(7) . . . . ?
C23 C22 C21 C20 -59.1(10) . . . . ?
O10 C20 C21 O11 171.7(7) . . . . ?
C19 C20 C21 O11 -69.3(10) . . . . ?
O10 C20 C21 C22 -63.5(10) . . . . ?
C19 C20 C21 C22 55.6(11) . . . . ?
O12 C22 C23 C24 -171.1(8) . . . . ?
C21 C22 C23 C24 61.5(11) . . . . ?
C19 C24 C23 C22 -57.7(11) . . . . ?
C31A C30 C31 O15 178(3) . . . . ?
C29 C30 C31 O15 57.0(15) . . . . ?
O14 C30 C31 O15 -67.3(14) . . . . ?
C29A C30 C31 O15 41.4(15) . . . . ?
C31A C30 C31 C32 64(3) . . . . ?
C29 C30 C31 C32 -56.7(17) . . . . ?
O14 C30 C31 C32 179.0(13) . . . . ?
C29A C30 C31 C32 -72.3(16) . . . . ?
N4 C27 C32 O16 -57.2(17) . . . . ?
C51 C27 C32 O16 78.5(15) . . . . ?
C32A C27 C32 O16 11.0(19) . . . . ?
N4 C27 C32 C31 -175.2(14) . . . . ?
C51 C27 C32 C31 -40(2) . . . . ?
C32A C27 C32 C31 -107(3) . . . . ?
O15 C31 C32 C27 -67(2) . . . . ?
C30 C31 C32 C27 50(2) . . . . ?
O15 C31 C32 O16 173.9(14) . . . . ?
C30 C31 C32 O16 -69.3(17) . . . . ?
C29 C30 C31A O15A 88.4(17) . . . . ?
O14 C30 C31A O15A -56.8(18) . . . . ?
C31 C30 C31A O15A 16.2(19) . . . . ?
C29A C30 C31A O15A 63.7(18) . . . . ?
C29 C30 C31A C32A -31(3) . . . . ?
O14 C30 C31A C32A -176.7(15) . . . . ?
C31 C30 C31A C32A -104(3) . . . . ?
C29A C30 C31A C32A -56(2) . . . . ?
C30 C31A C32A O16A -68(2) . . . . ?
O15A C31A C32A O16A 171.1(15) . . . . ?
C30 C31A C32A C27 48(2) . . . . ?
O15A C31A C32A C27 -73.0(18) . . . . ?
C32 C27 C32A O16A 172(3) . . . . ?
N4 C27 C32A O16A -66.7(15) . . . . ?
C51 C27 C32A O16A 50.6(16) . . . . ?
C32 C27 C32A C31A 63(2) . . . . ?
N4 C27 C32A C31A -176.2(13) . . . . ?
C51 C27 C32A C31A -58.9(17) . . . . ?
C31A C30 C29 C51 25(2) . . . . ?
O14 C30 C29 C51 169.2(11) . . . . ?
C31 C30 C29 C51 52.9(17) . . . . ?
C29A C30 C29 C51 92(3) . . . . ?
C31A C30 C29A C51 67.5(16) . . . . ?
C29 C30 C29A C51 -57(2) . . . . ?
O14 C30 C29A C51 -169.5(10) . . . . ?
C31 C30 C29A C51 87.2(13) . . . . ?
N2 C11 C12 C13 177.6(8) . . . . ?
C15 C11 C12 C13 56.0(11) . . . . ?
C16 C13 C12 C11 -55.0(12) . . . . ?
O4 C6 C7 C8 -179.4(8) . . . . ?
C5 C6 C7 C8 59.7(10) . . . . ?
C3 C8 C7 C6 -55.5(11) . . . . ?
C32 C27 C51 C29 33.2(18) . . . . ?
N4 C27 C51 C29 171.4(11) . . . . ?
C32A C27 C51 C29 58.4(16) . . . . ?
C32 C27 C51 C29A 54.0(16) . . . . ?
N4 C27 C51 C29A -167.8(11) . . . . ?
C32A C27 C51 C29A 79.2(14) . . . . ?
C30 C29 C51 C27 -41.3(19) . . . . ?
C30 C29 C51 C29A -96(3) . . . . ?
C30 C29A C51 C27 -80.0(14) . . . . ?
C30 C29A C51 C29 52(2) . . . . ?
O8 C14 C16 O50 -68.8(14) . . . . ?
C15 C14 C16 O50 171.0(11) . . . . ?
O8 C14 C16 C13 61.4(11) . . . . ?
C15 C14 C16 C13 -58.8(11) . . . . ?
O8 C14 C16 O50A -57.8(10) . . . . ?
C15 C14 C16 O50A -178.0(9) . . . . ?
C12 C13 C16 O50 -163.3(9) . . . . ?
C12 C13 C16 C14 57.4(12) . . . . ?
C12 C13 C16 O50A 165.5(10) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF