data_global

_journal_coden_Cambridge         440
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

loop_
_publ_author_name
'R K Harris'
'Elizabeth A. Christopher'
'Paul Hodgkinson'
'Robert W. Lancaster'
'Abdullah Othman'

_publ_contact_author_name        'R K Harris'
_publ_contact_author_email       R.K.HARRIS@DURHAM.AC.UK

_publ_section_title              
;
Structural characterisation of two pharmaceutically
important steroids by soli-state NMR
;

# Attachment 'B803586E_Proper07s199.cif'

data_s199
_database_code_depnum_ccdc_archive 'CCDC 685681'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H37 Cl O7, C4 H8 O2'
_chemical_formula_sum            'C32 H45 Cl O9'
_chemical_formula_weight         609.13

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 0.0000 0.0000 '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           Trigonal
_symmetry_space_group_name_H-M   'P 31 2 1 '
_symmetry_space_group_name_Hall  'P 31 2" '
_symmetry_int_tables_number      152

_chemical_absolute_configuration ad
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'y, x, -z'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'

_cell_length_a                   13.39630(10)
_cell_length_b                   13.39630(10)
_cell_length_c                   31.0233(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     4821.57(9)
_cell_formula_units_Z            6
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    26389
_cell_measurement_theta_min      1.75
_cell_measurement_theta_max      33.13

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1956
_exptl_absorpt_coefficient_mu    0.170
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
NUMABS (Rigaku Inc., 2007)
;
_exptl_absorpt_correction_T_min  0.9607
_exptl_absorpt_correction_T_max  0.9816

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_measurement_device_type  'R-AXIS SPIDER'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 10.0000
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            89272
_diffrn_reflns_av_R_equivalents  0.0739
_diffrn_reflns_av_sigmaI/netI    0.0390
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         29.00
_reflns_number_total             8549
_reflns_number_gt                7919
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution    'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)'
_computing_structure_refinement  'SHELXTL Ver. 6.14'
_computing_molecular_graphics    'SHELXTL Ver. 6.14'
_computing_publication_material  'SHELXTL Ver. 6.14'

_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^)+(0.0800P)^2^+1.5000P] 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    mixed
_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   -0.03(6)
_refine_ls_number_reflns         8549
_refine_ls_number_parameters     453
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1393
_refine_ls_wR_factor_gt          0.1354
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.011
_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
Cl1 Cl 0.57101(4) 0.11084(4) 0.872397(15) 0.02970(11) Uani 1 1 d . . .
O1 O 0.30138(15) -0.25310(14) 0.94907(6) 0.0410(4) Uani 1 1 d . . .
O2 O 0.49813(13) 0.32165(13) 0.93566(5) 0.0292(3) Uani 1 1 d . . .
H2O H 0.4644 0.3556 0.9260 0.035 Uiso 1 1 calc R . .
O3 O 0.80655(12) 0.44936(13) 0.81633(4) 0.0262(3) Uani 1 1 d . . .
O4 O 0.96697(13) 0.58230(14) 0.78255(5) 0.0314(3) Uani 1 1 d . . .
O5 O 0.89341(14) 0.71246(14) 0.87075(5) 0.0366(4) Uani 1 1 d . . .
O6 O 0.76082(16) 0.73302(14) 0.81187(5) 0.0370(4) Uani 1 1 d . . .
O7 O 0.63913(15) 0.65694(14) 0.86778(6) 0.0374(4) Uani 1 1 d . . .
C1 C 0.37269(19) 0.03908(19) 0.93784(7) 0.0310(4) Uani 1 1 d . . .
C2 C 0.3104(2) -0.0753(2) 0.93604(8) 0.0333(4) Uani 1 1 d . . .
C3 C 0.3589(2) -0.14755(19) 0.94909(7) 0.0334(4) Uani 1 1 d . . .
C4 C 0.48014(19) -0.08686(18) 0.96239(7) 0.0303(4) Uani 1 1 d . . .
C5 C 0.54391(18) 0.02823(18) 0.96439(7) 0.0281(4) Uani 1 1 d . . .
C6 C 0.66600(19) 0.08725(19) 0.97951(7) 0.0308(4) Uani 1 1 d . . .
C7 C 0.74766(18) 0.18397(18) 0.94884(7) 0.0292(4) Uani 1 1 d . . .
C8 C 0.70194(17) 0.26400(17) 0.93582(6) 0.0247(4) Uani 1 1 d . . .
C9 C 0.57576(17) 0.19665(17) 0.91947(6) 0.0252(4) Uani 1 1 d . . .
C10 C 0.49438(18) 0.10542(18) 0.95390(6) 0.0260(4) Uani 1 1 d . . .
C11 C 0.53092(17) 0.27474(18) 0.90054(6) 0.0258(4) Uani 1 1 d . . .
C12 C 0.61859(17) 0.37085(18) 0.87047(6) 0.0258(4) Uani 1 1 d . . .
C13 C 0.74068(17) 0.43785(17) 0.88943(6) 0.0244(4) Uani 1 1 d . . .
C14 C 0.77945(17) 0.35106(17) 0.90196(6) 0.0251(4) Uani 1 1 d . . .
C15 C 0.90751(18) 0.42828(19) 0.91205(7) 0.0281(4) Uani 1 1 d . . .
C16 C 0.95049(17) 0.51938(18) 0.87525(7) 0.0283(4) Uani 1 1 d . . .
C17 C 0.83951(17) 0.51525(18) 0.85652(6) 0.0250(4) Uani 1 1 d . . .
C18 C 0.74636(19) 0.51392(18) 0.92785(7) 0.0284(4) Uani 1 1 d . . .
C19 C 0.4883(2) 0.16047(19) 0.99757(7) 0.0309(4) Uani 1 1 d . . .
C20 C 1.05174(19) 0.6351(2) 0.88879(8) 0.0353(5) Uani 1 1 d . . .
H20A H 1.1141 0.6240 0.8997 0.053 Uiso 1 1 calc R . .
H20B H 1.0270 0.6689 0.9115 0.053 Uiso 1 1 calc R . .
H20C H 1.0794 0.6871 0.8639 0.053 Uiso 1 1 calc R . .
C21 C 0.87688(17) 0.49113(18) 0.78195(6) 0.0272(4) Uani 1 1 d . . .
C22 C 0.8250(2) 0.4142(2) 0.74400(7) 0.0365(5) Uani 1 1 d . . .
H22A H 0.7542 0.4149 0.7354 0.044 Uiso 1 1 calc R . .
H22B H 0.8023 0.3343 0.7525 0.044 Uiso 1 1 calc R . .
C23 C 0.9050(2) 0.4483(3) 0.70575(8) 0.0502(7) Uani 1 1 d . . .
H23A H 0.8660 0.3944 0.6820 0.075 Uiso 1 1 calc R . .
H23B H 0.9746 0.4461 0.7138 0.075 Uiso 1 1 calc R . .
H23C H 0.9262 0.5265 0.6966 0.075 Uiso 1 1 calc R . .
C24 C 0.84261(18) 0.62912(18) 0.84796(7) 0.0297(4) Uani 1 1 d . . .
C25 C 0.7681(2) 0.6300(2) 0.81039(7) 0.0328(4) Uani 1 1 d . . .
H25A H 0.8025 0.6261 0.7827 0.039 Uiso 1 1 calc R . .
H25B H 0.6898 0.5618 0.8124 0.039 Uiso 1 1 calc R . .
C26 C 0.6973(2) 0.7380(2) 0.84482(7) 0.0346(4) Uani 1 1 d . . .
C27 C 0.7131(3) 0.8569(2) 0.84772(10) 0.0511(7) Uani 1 1 d . . .
H27A H 0.7958 0.9122 0.8528 0.061 Uiso 1 1 calc R . .
H27B H 0.6925 0.8762 0.8195 0.061 Uiso 1 1 calc R . .
C28 C 0.6459(4) 0.8734(3) 0.88133(14) 0.0731(11) Uani 1 1 d . . .
H28A H 0.6622 0.9533 0.8807 0.110 Uiso 1 1 calc R . .
H28B H 0.6671 0.8568 0.9096 0.110 Uiso 1 1 calc R . .
H28C H 0.5636 0.8211 0.8762 0.110 Uiso 1 1 calc R . .
H1 H 0.346(3) 0.092(3) 0.9288(9) 0.038(7) Uiso 1 1 d . . .
H2 H 0.241(3) -0.110(3) 0.9298(10) 0.045(8) Uiso 1 1 d . . .
H4 H 0.515(2) -0.131(2) 0.9702(8) 0.029(6) Uiso 1 1 d . . .
H71 H 0.766(3) 0.147(3) 0.9207(10) 0.043(8) Uiso 1 1 d . . .
H61 H 0.681(3) 0.026(3) 0.9836(9) 0.039(7) Uiso 1 1 d . . .
H62 H 0.669(2) 0.119(2) 1.0074(9) 0.035(7) Uiso 1 1 d . . .
H72 H 0.820(2) 0.231(2) 0.9632(8) 0.033(7) Uiso 1 1 d . . .
H8 H 0.704(3) 0.307(3) 0.9602(10) 0.040(8) Uiso 1 1 d . . .
H11 H 0.463(2) 0.225(2) 0.8817(7) 0.021(5) Uiso 1 1 d . . .
H121 H 0.624(2) 0.339(2) 0.8437(8) 0.023(6) Uiso 1 1 d . . .
H122 H 0.588(3) 0.420(3) 0.8632(10) 0.048(8) Uiso 1 1 d . . .
H14 H 0.776(2) 0.309(2) 0.8761(7) 0.020(6) Uiso 1 1 d . . .
H151 H 0.915(2) 0.466(2) 0.9408(8) 0.025(6) Uiso 1 1 d . . .
H152 H 0.945(3) 0.383(2) 0.9106(9) 0.037(7) Uiso 1 1 d . . .
H16 H 0.983(2) 0.493(2) 0.8518(8) 0.031(6) Uiso 1 1 d . . .
H181 H 0.703(2) 0.466(2) 0.9533(9) 0.034(7) Uiso 1 1 d . . .
H182 H 0.827(3) 0.564(2) 0.9360(9) 0.036(7) Uiso 1 1 d . . .
H183 H 0.714(3) 0.565(3) 0.9192(11) 0.057(9) Uiso 1 1 d . . .
H191 H 0.449(2) 0.209(2) 0.9968(8) 0.034(7) Uiso 1 1 d . . .
H192 H 0.445(3) 0.096(3) 1.0167(9) 0.038(7) Uiso 1 1 d . . .
H193 H 0.552(3) 0.214(3) 1.0107(9) 0.037(7) Uiso 1 1 d . . .
O1S O 0.9040(10) 0.9632(10) 0.7533(3) 0.144(3) Uiso 0.50 1 d P . 1
O2S O 1.0365(9) 0.9083(9) 0.7736(3) 0.133(3) Uiso 0.50 1 d P . 1
C1S C 0.8755(12) 0.8281(13) 0.7122(4) 0.123(4) Uiso 0.50 1 d PD . 1
H1SA H 0.8977 0.7732 0.7014 0.184 Uiso 0.50 1 calc PR . 1
H1SB H 0.8783 0.8780 0.6885 0.184 Uiso 0.50 1 calc PR . 1
H1SC H 0.7971 0.7860 0.7238 0.184 Uiso 0.50 1 calc PR . 1
C2S C 0.9615(11) 0.9040(10) 0.7488(4) 0.100(3) Uiso 0.50 1 d PD . 1
C3S C 1.0669(10) 0.9857(10) 0.8096(3) 0.090(3) Uiso 0.50 1 d P . 1
H3SA H 1.0055 0.9575 0.8331 0.108 Uiso 0.50 1 d P A 1
H3SB H 1.0810 1.0620 0.8035 0.108 Uiso 0.50 1 d P B 1
C4S C 1.1695(11) 1.0000 0.8333 0.167(5) Uiso 1 2 d S . 1
H4SA H 1.1940 1.0508 0.8576 0.251 Uiso 0.50 1 d P C 1
H4SB H 1.1598 0.9258 0.8428 0.251 Uiso 0.50 1 d P D 1
H4SC H 1.2360 1.0313 0.8129 0.251 Uiso 0.50 1 d P E 1
O21S O 1.0766(16) 1.0127(16) 0.7234(6) 0.230(7) Uiso 0.50 1 d P F 2
O22S O 0.9755(10) 1.0463(10) 0.6941(3) 0.147(4) Uiso 0.50 1 d P . 2
C21S C 0.9476(19) 0.8098(18) 0.7165(7) 0.178(7) Uiso 0.50 1 d PD F 2
H21A H 0.9893 0.7944 0.7390 0.267 Uiso 0.50 1 calc PR F 2
H21B H 0.9886 0.8231 0.6890 0.267 Uiso 0.50 1 calc PR F 2
H21C H 0.8696 0.7435 0.7137 0.267 Uiso 0.50 1 calc PR F 2
C22S C 0.940(6) 0.918(4) 0.7286(19) 0.41(3) Uiso 0.50 1 d PD F 2
C23S C 1.0684(18) 1.1749(16) 0.6815(6) 0.156(6) Uiso 0.50 1 d P . 2
H23D H 1.1068 1.1756 0.6558 0.187 Uiso 0.50 1 d P G 2
H23E H 1.1038 1.2173 0.7025 0.187 Uiso 0.50 1 d P H 2
C24S C 1.0000 1.201(2) 0.6667 0.306(12) Uiso 1 2 d S . 2
H24A H 1.0485 1.2891 0.6578 0.459 Uiso 0.50 1 d P I 2
H24B H 0.9538 1.1659 0.6428 0.459 Uiso 0.50 1 d P J 2
H24C H 0.9507 1.2078 0.6897 0.459 Uiso 0.50 1 d P K 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0312(2) 0.0294(2) 0.0276(2) -0.00364(18) -0.00057(18) 0.01445(19)
O1 0.0388(9) 0.0247(8) 0.0545(10) 0.0021(7) 0.0043(8) 0.0121(7)
O2 0.0322(7) 0.0313(7) 0.0314(7) 0.0060(6) 0.0061(6) 0.0214(6)
O3 0.0222(6) 0.0312(7) 0.0226(6) 0.0005(5) 0.0011(5) 0.0115(6)
O4 0.0268(7) 0.0335(8) 0.0304(7) 0.0029(6) 0.0033(6) 0.0124(6)
O5 0.0358(8) 0.0282(7) 0.0408(8) -0.0004(6) -0.0003(7) 0.0122(6)
O6 0.0432(9) 0.0318(8) 0.0396(8) 0.0073(6) 0.0044(7) 0.0214(7)
O7 0.0367(8) 0.0362(8) 0.0426(9) 0.0023(7) 0.0037(7) 0.0208(7)
C1 0.0276(10) 0.0300(10) 0.0350(11) 0.0034(8) 0.0031(8) 0.0141(8)
C2 0.0272(10) 0.0295(10) 0.0384(11) 0.0033(8) 0.0008(8) 0.0104(9)
C3 0.0344(11) 0.0274(10) 0.0350(10) 0.0029(8) 0.0058(8) 0.0130(9)
C4 0.0338(10) 0.0282(10) 0.0307(10) 0.0029(7) 0.0034(8) 0.0169(9)
C5 0.0309(10) 0.0282(9) 0.0259(9) 0.0010(7) 0.0011(7) 0.0152(8)
C6 0.0325(10) 0.0302(10) 0.0321(10) 0.0056(8) -0.0011(8) 0.0174(9)
C7 0.0272(9) 0.0313(10) 0.0307(10) 0.0027(8) -0.0019(8) 0.0159(8)
C8 0.0242(9) 0.0265(9) 0.0242(8) 0.0005(7) -0.0004(7) 0.0133(7)
C9 0.0268(9) 0.0250(9) 0.0235(9) 0.0000(7) 0.0007(7) 0.0128(8)
C10 0.0270(9) 0.0246(9) 0.0263(9) 0.0035(7) 0.0031(7) 0.0128(7)
C11 0.0246(9) 0.0293(9) 0.0248(9) 0.0013(7) -0.0002(7) 0.0145(8)
C12 0.0229(9) 0.0291(10) 0.0245(9) 0.0035(7) -0.0008(7) 0.0124(8)
C13 0.0232(9) 0.0255(9) 0.0232(8) -0.0001(7) 0.0001(7) 0.0112(7)
C14 0.0229(9) 0.0275(9) 0.0244(9) 0.0000(7) -0.0001(7) 0.0124(8)
C15 0.0233(9) 0.0323(10) 0.0273(9) 0.0020(8) -0.0021(7) 0.0127(8)
C16 0.0223(9) 0.0316(10) 0.0280(9) 0.0013(8) -0.0003(7) 0.0111(8)
C17 0.0238(9) 0.0282(9) 0.0224(8) 0.0009(7) 0.0007(7) 0.0125(7)
C18 0.0301(10) 0.0289(10) 0.0272(9) 0.0005(7) 0.0016(8) 0.0156(8)
C19 0.0371(12) 0.0286(10) 0.0278(10) 0.0019(8) 0.0053(8) 0.0171(9)
C20 0.0256(10) 0.0343(11) 0.0357(11) -0.0010(9) -0.0041(8) 0.0073(8)
C21 0.0250(9) 0.0333(10) 0.0249(9) 0.0038(7) 0.0011(7) 0.0159(8)
C22 0.0302(10) 0.0458(13) 0.0267(10) -0.0020(9) -0.0016(8) 0.0139(10)
C23 0.0405(13) 0.078(2) 0.0249(10) -0.0091(11) -0.0010(9) 0.0243(13)
C24 0.0273(10) 0.0278(9) 0.0319(10) 0.0060(8) 0.0053(8) 0.0122(8)
C25 0.0385(11) 0.0350(11) 0.0325(10) 0.0033(8) 0.0019(8) 0.0241(10)
C26 0.0402(12) 0.0328(10) 0.0365(11) -0.0005(9) -0.0027(9) 0.0226(10)
C27 0.073(2) 0.0385(13) 0.0557(16) -0.0013(11) -0.0037(14) 0.0378(14)
C28 0.095(3) 0.0483(17) 0.088(3) 0.0086(17) 0.028(2) 0.045(2)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C9 1.840(2) . yes
O1 C3 1.226(3) . yes
O2 C11 1.432(2) . yes
O2 H2O 0.8400 . ?
O3 C21 1.346(2) . yes
O3 C17 1.463(2) . yes
O4 C21 1.214(3) . yes
O5 C24 1.204(3) . yes
O6 C26 1.353(3) . yes
O6 C25 1.432(3) . yes
O7 C26 1.203(3) . yes
C1 C2 1.330(3) . yes
C1 C10 1.499(3) . yes
C1 H1 0.99(3) . ?
C2 C3 1.467(3) . yes
C2 H2 0.82(3) . ?
C3 C4 1.466(3) . yes
C4 C5 1.339(3) . yes
C4 H4 0.95(3) . ?
C5 C6 1.492(3) . yes
C5 C10 1.517(3) . yes
C6 C7 1.537(3) . yes
C6 H61 0.94(3) . ?
C6 H62 0.95(3) . ?
C7 C8 1.531(3) . yes
C7 H71 1.09(3) . ?
C7 H72 0.96(3) . ?
C8 C14 1.527(3) . yes
C8 C9 1.550(3) . yes
C8 H8 0.94(3) . ?
C9 C11 1.559(3) . yes
C9 C10 1.578(3) . yes
C10 C19 1.564(3) . yes
C11 C12 1.548(3) . yes
C11 H11 1.01(2) . ?
C12 C13 1.536(3) . yes
C12 H121 0.96(3) . ?
C12 H122 0.96(3) . ?
C13 C14 1.542(3) . yes
C13 C18 1.545(3) . yes
C13 C17 1.580(3) . yes
C14 C15 1.529(3) . yes
C14 H14 0.97(2) . ?
C15 C16 1.556(3) . yes
C15 H151 1.01(3) . ?
C15 H152 0.97(3) . ?
C16 C20 1.522(3) . yes
C16 C17 1.571(3) . yes
C16 H16 1.00(3) . ?
C17 C24 1.528(3) . yes
C18 H181 1.00(3) . ?
C18 H182 0.97(3) . ?
C18 H183 1.00(4) . ?
C19 H191 1.02(3) . ?
C19 H192 0.96(3) . ?
C19 H193 0.89(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.488(3) . yes
C22 C23 1.508(3) . yes
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.538(3) . yes
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.500(3) . yes
C27 C28 1.465(5) . yes
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
O1S C2S 1.360(16) . yes
O2S C2S 1.245(14) . yes
O2S C3S 1.438(14) . yes
C1S C2S 1.574(9) . yes
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?
C3S C3S 1.51(2) 5_676 yes
C3S C4S 1.485(15) . yes
C3S H3SA 1.0200 . ?
C3S H3SB 0.9603 . ?
C4S C3S 1.485(15) 5_676 yes
C4S H4SA 0.9575 . ?
C4S H4SB 0.9805 . ?
C4S H4SC 0.9993 . ?
O21S C22S 1.63(6) . yes
O22S C23S 1.59(2) . yes
O22S C22S 1.87(5) . yes
O22S C23S 1.79(2) 6_766 yes
O22S O22S 1.79(2) 6_766 yes
C21S C22S 1.545(10) . yes
C21S H21A 0.9800 . ?
C21S H21B 0.9800 . ?
C21S H21C 0.9800 . ?
C23S C24S 1.23(2) . yes
C23S C23S 1.83(4) 6_766 yes
C23S O22S 1.79(2) 6_766 yes
C23S H23D 0.9443 . ?
C23S H23E 0.8379 . ?
C24S C23S 1.23(2) 6_766 yes
C24S H24A 1.0567 . ?
C24S H24B 0.9303 . ?
C24S H24C 1.0045 . ?

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
C11 O2 H2O 109.5 . . ?
C21 O3 C17 119.17(16) . . yes
C26 O6 C25 114.80(17) . . yes
C2 C1 C10 124.5(2) . . yes
C2 C1 H1 125.2(18) . . ?
C10 C1 H1 110.3(18) . . ?
C1 C2 C3 121.2(2) . . yes
C1 C2 H2 122(2) . . ?
C3 C2 H2 116(2) . . ?
O1 C3 C4 121.5(2) . . yes
O1 C3 C2 122.0(2) . . yes
C4 C3 C2 116.45(19) . . yes
C5 C4 C3 122.9(2) . . yes
C5 C4 H4 118.6(17) . . ?
C3 C4 H4 118.5(17) . . ?
C4 C5 C6 121.6(2) . . yes
C4 C5 C10 122.02(19) . . yes
C6 C5 C10 116.31(18) . . yes
C5 C6 C7 112.44(17) . . yes
C5 C6 H61 103.6(19) . . ?
C7 C6 H61 116.2(18) . . ?
C5 C6 H62 108.2(17) . . ?
C7 C6 H62 109.5(17) . . ?
H61 C6 H62 106(2) . . ?
C8 C7 C6 112.85(18) . . yes
C8 C7 H71 111.5(16) . . ?
C6 C7 H71 110.0(17) . . ?
C8 C7 H72 106.8(17) . . ?
C6 C7 H72 109.1(16) . . ?
H71 C7 H72 106(2) . . ?
C14 C8 C7 111.05(16) . . yes
C14 C8 C9 110.29(15) . . yes
C7 C8 C9 112.35(17) . . yes
C14 C8 H8 106.6(19) . . ?
C7 C8 H8 108.4(19) . . ?
C9 C8 H8 107.9(18) . . ?
C8 C9 C11 114.00(16) . . yes
C8 C9 C10 111.06(16) . . yes
C11 C9 C10 115.22(16) . . yes
C8 C9 Cl1 108.07(13) . . yes
C11 C9 Cl1 102.45(13) . . yes
C10 C9 Cl1 104.99(13) . . yes
C1 C10 C5 112.57(17) . . yes
C1 C10 C19 105.64(17) . . yes
C5 C10 C19 106.23(17) . . yes
C1 C10 C9 111.07(17) . . yes
C5 C10 C9 107.75(16) . . yes
C19 C10 C9 113.57(17) . . yes
O2 C11 C12 111.42(17) . . yes
O2 C11 C9 108.27(15) . . yes
C12 C11 C9 113.50(16) . . yes
O2 C11 H11 111.1(14) . . ?
C12 C11 H11 105.2(13) . . ?
C9 C11 H11 107.3(14) . . ?
C13 C12 C11 113.50(15) . . yes
C13 C12 H121 107.1(15) . . ?
C11 C12 H121 110.3(16) . . ?
C13 C12 H122 112(2) . . ?
C11 C12 H122 108(2) . . ?
H121 C12 H122 105(2) . . ?
C12 C13 C14 108.52(16) . . yes
C12 C13 C18 111.58(17) . . yes
C14 C13 C18 112.26(16) . . yes
C12 C13 C17 115.73(15) . . yes
C14 C13 C17 99.79(15) . . yes
C18 C13 C17 108.47(16) . . yes
C15 C14 C8 118.72(16) . . yes
C15 C14 C13 103.21(16) . . yes
C8 C14 C13 113.13(16) . . yes
C15 C14 H14 106.2(15) . . ?
C8 C14 H14 108.0(15) . . ?
C13 C14 H14 106.8(14) . . ?
C14 C15 C16 103.32(16) . . yes
C14 C15 H151 108.6(14) . . ?
C16 C15 H151 110.7(15) . . ?
C14 C15 H152 109.0(18) . . ?
C16 C15 H152 110.9(17) . . ?
H151 C15 H152 114(2) . . ?
C20 C16 C15 112.85(17) . . yes
C20 C16 C17 118.90(19) . . yes
C15 C16 C17 105.74(16) . . yes
C20 C16 H16 103.5(16) . . ?
C15 C16 H16 108.3(16) . . ?
C17 C16 H16 107.0(15) . . ?
O3 C17 C24 107.67(16) . . yes
O3 C17 C16 109.35(15) . . yes
C24 C17 C16 118.43(18) . . yes
O3 C17 C13 104.69(15) . . yes
C24 C17 C13 111.28(16) . . yes
C16 C17 C13 104.58(15) . . yes
C13 C18 H181 111.2(16) . . ?
C13 C18 H182 109.3(16) . . ?
H181 C18 H182 109(2) . . ?
C13 C18 H183 110(2) . . ?
H181 C18 H183 110(3) . . ?
H182 C18 H183 107(3) . . ?
C10 C19 H191 116.5(15) . . ?
C10 C19 H192 105.1(18) . . ?
H191 C19 H192 109(2) . . ?
C10 C19 H193 121.0(19) . . ?
H191 C19 H193 95(2) . . ?
H192 C19 H193 110(2) . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O4 C21 O3 122.89(19) . . yes
O4 C21 C22 126.44(19) . . yes
O3 C21 C22 110.58(18) . . yes
C21 C22 C23 113.4(2) . . yes
C21 C22 H22A 108.9 . . ?
C23 C22 H22A 108.9 . . ?
C21 C22 H22B 108.9 . . ?
C23 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O5 C24 C17 123.0(2) . . yes
O5 C24 C25 120.4(2) . . yes
C17 C24 C25 116.47(18) . . yes
O6 C25 C24 109.91(19) . . yes
O6 C25 H25A 109.7 . . ?
C24 C25 H25A 109.7 . . ?
O6 C25 H25B 109.7 . . ?
C24 C25 H25B 109.7 . . ?
H25A C25 H25B 108.2 . . ?
O7 C26 O6 122.8(2) . . yes
O7 C26 C27 127.3(2) . . yes
O6 C26 C27 109.8(2) . . yes
C28 C27 C26 115.6(3) . . yes
C28 C27 H27A 108.4 . . ?
C26 C27 H27A 108.4 . . ?
C28 C27 H27B 108.4 . . ?
C26 C27 H27B 108.4 . . ?
H27A C27 H27B 107.4 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C2S O2S C3S 116.3(10) . . yes
C2S C1S H1SA 109.5 . . ?
C2S C1S H1SB 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
C2S C1S H1SC 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
O2S C2S O1S 126.1(11) . . yes
O2S C2S C1S 142.0(13) . . yes
O1S C2S C1S 90.4(10) . . yes
C3S C3S C4S 59.4(5) 5_676 . yes
C3S C3S O2S 153.6(13) 5_676 . yes
C4S C3S O2S 112.9(8) . . yes
C3S C3S H3SA 51.1 5_676 . ?
C4S C3S H3SA 102.4 . . ?
O2S C3S H3SA 113.8 . . ?
C3S C3S H3SB 89.4 5_676 . ?
C4S C3S H3SB 106.4 . . ?
O2S C3S H3SB 116.7 . . ?
H3SA C3S H3SB 103.2 . . ?
C3S C4S C3S 61.2(10) . 5_676 yes
C3S C4S H4SA 116.7 . . ?
C3S C4S H4SA 62.0 5_676 . ?
C3S C4S H4SB 111.9 . . ?
C3S C4S H4SB 105.7 5_676 . ?
H4SA C4S H4SB 108.0 . . ?
C3S C4S H4SC 108.2 . . ?
C3S C4S H4SC 149.5 5_676 . ?
H4SA C4S H4SC 106.5 . . ?
H4SB C4S H4SC 104.7 . . ?
C23S O22S C22S 147(2) . . yes
C23S O22S C23S 65.5(14) . 6_766 yes
C22S O22S C23S 148(2) . 6_766 yes
C23S O22S O22S 63.3(8) . 6_766 yes
C22S O22S O22S 127.6(13) . 6_766 yes
C23S O22S O22S 52.7(7) 6_766 6_766 yes
C22S C21S H21A 109.5 . . ?
C22S C21S H21B 109.5 . . ?
H21A C21S H21B 109.5 . . ?
C22S C21S H21C 109.5 . . ?
H21A C21S H21C 109.5 . . ?
H21B C21S H21C 109.5 . . ?
O21S C22S C21S 98(3) . . yes
O21S C22S O22S 64(2) . . yes
C21S C22S O22S 128(4) . . yes
C24S C23S O22S 96.4(18) . . yes
C24S C23S C23S 41.5(16) . 6_766 yes
O22S C23S C23S 62.4(10) . 6_766 yes
C24S C23S O22S 87.1(17) . 6_766 yes
O22S C23S O22S 63.9(10) . 6_766 yes
C23S C23S O22S 52.1(8) 6_766 6_766 yes
C24S C23S H23D 99.4 . . ?
O22S C23S H23D 110.2 . . ?
C23S C23S H23D 89.2 6_766 . ?
O22S C23S H23D 49.8 6_766 . ?
C24S C23S H23E 110.3 . . ?
O22S C23S H23E 114.4 . . ?
C23S C23S H23E 144.4 6_766 . ?
O22S C23S H23E 162.5 6_766 . ?
H23D C23S H23E 121.9 . . ?
C23S C24S C23S 97(3) . 6_766 yes
C23S C24S H24A 106.7 . . ?
C23S C24S H24A 141.3 6_766 . ?
C23S C24S H24B 123.6 . . ?
C23S C24S H24B 37.8 6_766 . ?
H24A C24S H24B 104.0 . . ?
C23S C24S H24C 112.2 . . ?
C23S C24S H24C 99.9 6_766 . ?
H24A C24S H24C 99.0 . . ?
H24B C24S H24C 108.2 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2O O4 0.84 2.10 2.912(2) 162.2 5_566

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        29.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.666
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.051

# File processed with modiCIFer Dec. 16,2005. I.A.Guzei, UW-Madison.