# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2002data_global

_journal_coden_Cambridge      182


loop_
_publ_author_name
'Pattenden, Gerald'
'Goldring, William P. D.'

_publ_contact_author_name     	'Prof Gerald Pattenden'  
_publ_contact_author_address 
;
School of Chemistry
University of Nottingham
University Park
Nottingham
NG7 2RD
UNITED KINGDOM
;

_publ_contact_author_email       'GP@NOTTINGHAM.AC.UK'

_publ_requested_journal       'Chemical Communications'


_publ_section_title		
;
A total synthesis of phomactin A
;

data_ANIEPO
_database_code_CSD                188697
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety         'C36 H48 O7'                   
_chemical_formula_sum            'C36 H48 O7'                   
_chemical_formula_weight          592.74 

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' 

_symmetry_cell_setting            Monoclinic 
_symmetry_space_group_name_H-M    'P 1 21/c 1' 

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

_cell_length_a                    13.2294(7) 
_cell_length_b                    16.6409(9) 
_cell_length_c                    15.1000(8) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  109.075(2) 
_cell_angle_gamma                 90.00 
_cell_volume                      3141.7(3) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     150(2) 
_cell_measurement_reflns_used     11527 
_cell_measurement_theta_min       2.45 
_cell_measurement_theta_max       27.5 

_exptl_crystal_description        tablet 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.28 
_exptl_crystal_size_mid           0.26 
_exptl_crystal_size_min           0.12 
_exptl_crystal_density_meas       0 
_exptl_crystal_density_diffrn     1.253 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1280 
_exptl_absorpt_coefficient_mu     0.085 
_exptl_absorpt_correction_type    none 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ? 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       150(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source         'normal-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector' 
_diffrn_measurement_method        omega 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number             0 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         none 
_diffrn_reflns_number             33661
_diffrn_reflns_av_R_equivalents   0.055
_diffrn_reflns_av_sigmaI/netI     0.025 
_diffrn_reflns_limit_h_min       -16 
_diffrn_reflns_limit_h_max        17 
_diffrn_reflns_limit_k_min       -21 
_diffrn_reflns_limit_k_max        21 
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max        19 
_diffrn_reflns_theta_min          1.63 
_diffrn_reflns_theta_max          27.49 
_reflns_number_total              7070 
_reflns_number_gt                 6512 
_reflns_threshold_expression      >2sigma(I) 

_computing_data_collection        'Bruker SMART version 5.625 (Bruker, 2001)' 
_computing_cell_refinement        'Bruker SAINT version 6.02a (Bruker, 2001)' 
_computing_data_reduction         'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXL-97; PLATON (Spek, 2002)' 

_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^)+(0.046P)^2^+4.798P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    ? 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          7070 
_refine_ls_number_parameters      388 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0816 
_refine_ls_R_factor_gt            0.0745 
_refine_ls_wR_factor_ref          0.175 
_refine_ls_wR_factor_gt           0.167 
_refine_ls_goodness_of_fit_ref    1.197 
_refine_ls_restrained_S_all       1.197 
_refine_ls_shift/su_max           0.001 
_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_symetry_multiplicity 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_assembly 
_atom_site_disorder_group 
C1 C 0.85800(19) 0.58773(14) 0.35078(16) 0.0213(5) Uani 1 1 d . . . 
C2 C 0.81203(19) 0.50414(14) 0.31335(16) 0.0229(5) Uani 1 1 d . . . 
H2A H 0.7342 0.5026 0.3062 0.027 Uiso 1 1 calc R . . 
O2 O 0.86487(14) 0.43925(11) 0.37068(12) 0.0275(4) Uani 1 1 d . . . 
H2O H 0.8591 0.4441 0.4242 0.041 Uiso 1 1 calc R . . 
C3 C 0.8257(2) 0.49203(14) 0.21852(16) 0.0229(5) Uani 1 1 d . . . 
H3A H 0.8943 0.5143 0.2145 0.028 Uiso 1 1 calc R . . 
O4 O 0.79519(15) 0.41636(10) 0.16991(12) 0.0275(4) Uani 1 1 d . . . 
C5 C 0.7392(2) 0.48970(15) 0.12793(17) 0.0254(5) Uani 1 1 d . . . 
C6 C 0.7609(2) 0.51785(16) 0.04023(17) 0.0296(6) Uani 1 1 d . . . 
H6A H 0.7158 0.5656 0.0157 0.035 Uiso 1 1 calc R . . 
H6B H 0.7374 0.4750 -0.0076 0.035 Uiso 1 1 calc R . . 
C7 C 0.8769(2) 0.53951(16) 0.05113(17) 0.0291(5) Uani 1 1 d . . . 
H7A H 0.9238 0.4942 0.0819 0.035 Uiso 1 1 calc R . . 
H7B H 0.8834 0.5466 -0.0119 0.035 Uiso 1 1 calc R . . 
C8 C 0.9157(2) 0.61512(15) 0.10767(16) 0.0256(5) Uani 1 1 d . . . 
H8A H 0.8614 0.6515 0.1124 0.031 Uiso 1 1 calc R . . 
C9 C 1.0168(2) 0.63699(15) 0.15172(16) 0.0240(5) Uani 1 1 d . . . 
C10 C 1.0446(2) 0.71560(15) 0.20435(17) 0.0245(5) Uani 1 1 d . . . 
H10A H 0.9798 0.7498 0.1859 0.029 Uiso 1 1 calc R . . 
H10B H 1.0990 0.7432 0.1832 0.029 Uiso 1 1 calc R . . 
C11 C 1.08748(19) 0.71107(15) 0.31262(16) 0.0229(5) Uani 1 1 d . . . 
H11A H 1.1266 0.7597 0.3347 0.027 Uiso 1 1 calc R . . 
H11B H 1.1382 0.6678 0.3292 0.027 Uiso 1 1 calc R . .   
C12 C 1.00920(19) 0.69924(14) 0.36944(16) 0.0221(5) Uani 1 1 d . . . 
C13 C 0.9098(2) 0.75380(15) 0.32817(17) 0.0242(5) Uani 1 1 d . . . 
H13A H 0.8806 0.7414 0.2597 0.029 Uiso 1 1 calc R . . 
C14 C 0.8213(2) 0.73430(15) 0.36884(18) 0.0260(5) Uani 1 1 d . . . 
H14A H 0.8509 0.7339 0.4381 0.031 Uiso 1 1 calc R . . 
H14B H 0.7651 0.7761 0.3498 0.031 Uiso 1 1 calc R . . 
O15 O 0.71530(13) 0.65459(10) 0.23536(12) 0.0243(4) Uani 1 1 d . . . 
C15 C 0.77294(18) 0.65266(15) 0.33399(16) 0.0229(5) Uani 1 1 d . . . 
H15A H 0.7223 0.6377 0.3680 0.027 Uiso 1 1 calc R . . 
O16 O 0.92840(13) 0.59098(11) 0.44602(11) 0.0245(4) Uani 1 1 d . . . 
C17 C 0.97264(19) 0.61010(14) 0.37129(15) 0.0206(5) Uani 1 1 d . . . 
C18 C 0.6227(2) 0.48967(16) 0.12029(19) 0.0307(6) Uani 1 1 d . . . 
H18A H 0.6154 0.4706 0.1793 0.046 Uiso 1 1 calc R . . 
H18B H 0.5829 0.4540 0.0691 0.046 Uiso 1 1 calc R . . 
H18C H 0.5942 0.5444 0.1075 0.046 Uiso 1 1 calc R . . 
C19 C 1.1112(2) 0.58766(17) 0.14848(19) 0.0327(6) Uani 1 1 d . . . 
H19A H 1.0857 0.5384 0.1126 0.049 Uiso 1 1 calc R . . 
H19B H 1.1556 0.5737 0.2124 0.049 Uiso 1 1 calc R . . 
H19C H 1.1537 0.6189 0.1184 0.049 Uiso 1 1 calc R . . 
C20 C 1.0721(2) 0.72345(16) 0.47183(18) 0.0290(5) Uani 1 1 d . . . 
H20A H 1.0259 0.7174 0.5106 0.043 Uiso 1 1 calc R . . 
H20B H 1.0952 0.7795 0.4734 0.043 Uiso 1 1 calc R . . 
H20C H 1.1349 0.6887 0.4962 0.043 Uiso 1 1 calc R . . 
C21 C 0.9365(2) 0.84361(16) 0.3361(2) 0.0344(6) Uani 1 1 d . . . 
H21A H 0.8708 0.8748 0.3088 0.052 Uiso 1 1 calc R . . 
H21B H 0.9867 0.8554 0.3024 0.052 Uiso 1 1 calc R . . 
H21C H 0.9691 0.8581 0.4023 0.052 Uiso 1 1 calc R . . 
C22 C 1.04981(18) 0.54504(15) 0.36338(16) 0.0224(5) Uani 1 1 d . . . 
H22A H 1.0192 0.4914 0.3672 0.027 Uiso 1 1 calc R . . 
H22B H 1.0620 0.5493 0.3022 0.027 Uiso 1 1 calc R . . 
O22 O 1.14926(13) 0.55447(10) 0.43823(11) 0.0240(4) Uani 1 1 d . . . 
C24 C 1.2259(2) 0.49930(17) 0.42725(19) 0.0322(6) Uani 1 1 d . . . 
H24A H 1.2415 0.5116 0.3689 0.039 Uiso 1 1 calc R . . 
H24B H 1.1967 0.4441 0.4221 0.039 Uiso 1 1 calc R . . 
C23 C 0.6091(2) 0.68444(17) 0.21429(18) 0.0285(5) Uani 1 1 d . . . 
H23A H 0.6098 0.7348 0.2493 0.034 Uiso 1 1 calc R . . 
H23B H 0.5645 0.6446 0.2333 0.034 Uiso 1 1 calc R . . 
C1P C 0.5629(2) 0.70008(15) 0.11026(18) 0.0251(5) Uani 1 1 d . . . 
C2P C 0.4537(2) 0.69532(16) 0.06362(18) 0.0284(5) Uani 1 1 d . . . 
H2PA H 0.4072 0.6832 0.0983 0.034 Uiso 1 1 calc R . . 
C3P C 0.4102(2) 0.70779(16) -0.03269(19) 0.0283(5) Uani 1 1 d . . . 
H3PA H 0.3350 0.7057 -0.0627 0.034 Uiso 1 1 calc R . . 
C4P C 0.4776(2) 0.72333(15) -0.08438(18) 0.0254(5) Uani 1 1 d . . . 
O4P O 0.44609(15) 0.73230(12) -0.17952(13) 0.0322(4) Uani 1 1 d . . . 
C1M C 0.3342(2) 0.73754(19) -0.2289(2) 0.0355(6) Uani 1 1 d . . . 
H1MA H 0.3225 0.7440 -0.2960 0.053 Uiso 1 1 calc R . . 
H1MB H 0.3043 0.7839 -0.2060 0.053 Uiso 1 1 calc R . . 
H1MC H 0.2989 0.6883 -0.2187 0.053 Uiso 1 1 calc R . . 
C5P C 0.5874(2) 0.72920(16) -0.03819(19) 0.0305(6) Uani 1 1 d . . . 
H5PA H 0.6340 0.7404 -0.0729 0.037 Uiso 1 1 calc R . . 
C6P C 0.6290(2) 0.71879(16) 0.05789(19) 0.0288(5) Uani 1 1 d . . . 
H6PA H 0.7037 0.7245 0.0886 0.035 Uiso 1 1 calc R . . 
C7P C 1.32751(19) 0.50411(16) 0.50958(17) 0.0252(5) Uani 1 1 d . . . 
C8P C 1.3962(2) 0.43836(16) 0.52975(18) 0.0282(5) Uani 1 1 d . . . 
H8PA H 1.3782 0.3918 0.4914 0.034 Uiso 1 1 calc R . . 
C9P C 1.4902(2) 0.43980(16) 0.60485(19) 0.0306(6) Uani 1 1 d . . . 
H9PA H 1.5362 0.3944 0.6179 0.037 Uiso 1 1 calc R . . 
C10P C 1.5174(2) 0.50763(17) 0.66106(18) 0.0291(5) Uani 1 1 d . . . 
O10P O 1.61158(16) 0.50240(13) 0.73446(14) 0.0390(5) Uani 1 1 d . . . 
C2M C 1.6449(3) 0.5720(2) 0.7895(2) 0.0471(8) Uani 1 1 d . . . 
H2MA H 1.7127 0.5612 0.8393 0.071 Uiso 1 1 calc R . . 
H2MB H 1.5904 0.5871 0.8175 0.071 Uiso 1 1 calc R . . 
H2MC H 1.6548 0.6160 0.7500 0.071 Uiso 1 1 calc R . . 
C11P C 1.4510(2) 0.57410(17) 0.64110(19) 0.0311(6) Uani 1 1 d . . . 
H11C H 1.4696 0.6209 0.6789 0.037 Uiso 1 1 calc R . . 
C12P C 1.3566(2) 0.57184(17) 0.56513(19) 0.0301(5) Uani 1 1 d . . . 
H12C H 1.3113 0.6177 0.5512 0.036 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 
C1 0.0220(11) 0.0258(12) 0.0167(10) 0.0013(9) 0.0071(9) -0.0011(9) 
C2 0.0226(11) 0.0237(11) 0.0220(11) 0.0026(9) 0.0068(9) -0.0018(9) 
O2 0.0329(9) 0.0271(9) 0.0219(8) 0.0058(7) 0.0083(7) 0.0001(7) 
C3 0.0260(12) 0.0204(11) 0.0211(11) 0.0008(9) 0.0059(9) -0.0005(9) 
O4 0.0325(9) 0.0210(8) 0.0257(9) -0.0020(7) 0.0051(7) -0.0011(7) 
C5 0.0293(12) 0.0206(11) 0.0229(12) -0.0019(9) 0.0041(10) -0.0024(9) 
C6 0.0392(14) 0.0270(12) 0.0177(11) -0.0022(9) 0.0028(10) -0.0023(11) 
C7 0.0400(15) 0.0277(13) 0.0205(11) -0.0028(10) 0.0113(11) -0.0015(11) 
C8 0.0358(13) 0.0243(12) 0.0187(11) 0.0029(9) 0.0116(10) 0.0008(10) 
C9 0.0315(12) 0.0269(12) 0.0170(11) 0.0012(9) 0.0126(9) 0.0014(10) 
C10 0.0265(12) 0.0251(12) 0.0248(12) 0.0013(9) 0.0124(10) -0.0001(10) 
C11 0.0209(11) 0.0265(12) 0.0217(11) -0.0023(9) 0.0076(9) -0.0036(9) 
C12 0.0228(11) 0.0221(11) 0.0216(11) -0.0028(9) 0.0076(9) -0.0016(9) 
C13 0.0257(12) 0.0227(11) 0.0259(12) -0.0029(9) 0.0107(10) 0.0006(9) 
C14 0.0257(12) 0.0282(12) 0.0259(12) -0.0053(10) 0.0109(10) 0.0016(10) 
O15 0.0217(8) 0.0289(9) 0.0221(8) -0.0008(7) 0.0070(7) 0.0029(7) 
C15 0.0210(11) 0.0288(12) 0.0206(11) -0.0007(9) 0.0092(9) 0.0002(9) 
O16 0.0250(8) 0.0323(9) 0.0170(8) 0.0011(7) 0.0079(7) -0.0018(7) 
C17 0.0236(11) 0.0241(11) 0.0144(10) -0.0011(8) 0.0066(8) -0.0014(9) 
C18 0.0278(13) 0.0280(13) 0.0308(13) -0.0031(10) 0.0019(10) -0.0013(10) 
C19 0.0368(14) 0.0346(14) 0.0295(13) -0.0018(11) 0.0148(11) 0.0050(12) 
C20 0.0317(13) 0.0312(13) 0.0242(12) -0.0085(10) 0.0094(10) -0.0050(11) 
C21 0.0343(14) 0.0242(13) 0.0479(17) -0.0022(12) 0.0179(13) 0.0002(11) 
C22 0.0217(11) 0.0251(12) 0.0187(11) -0.0007(9) 0.0040(9) 0.0005(9) 
O22 0.0219(8) 0.0286(9) 0.0199(8) -0.0008(7) 0.0048(7) 0.0020(7) 
C24 0.0283(13) 0.0375(15) 0.0292(13) -0.0073(11) 0.0072(11) 0.0068(11) 
C23 0.0244(12) 0.0335(13) 0.0295(13) 0.0012(10) 0.0112(10) 0.0041(10) 
C1P 0.0255(12) 0.0220(11) 0.0280(12) -0.0007(9) 0.0089(10) 0.0026(9) 
C2P 0.0243(12) 0.0355(14) 0.0276(13) -0.0018(10) 0.0114(10) -0.0007(10) 
C3P 0.0207(11) 0.0307(13) 0.0329(13) -0.0016(11) 0.0080(10) -0.0013(10) 
C4P 0.0265(12) 0.0220(11) 0.0278(12) 0.0026(9) 0.0089(10) 0.0013(9) 
O4P 0.0271(9) 0.0430(11) 0.0272(9) 0.0048(8) 0.0097(7) -0.0004(8) 
C1M 0.0294(14) 0.0458(16) 0.0301(14) 0.0087(12) 0.0080(11) -0.0009(12) 
C5P 0.0261(13) 0.0319(14) 0.0361(14) 0.0070(11) 0.0137(11) 0.0023(10) 
C6P 0.0196(11) 0.0294(13) 0.0365(14) 0.0072(11) 0.0079(10) 0.0011(10) 
C7P 0.0229(12) 0.0318(13) 0.0216(11) 0.0006(10) 0.0084(9) 0.0018(10) 
C8P 0.0288(13) 0.0272(12) 0.0292(13) -0.0019(10) 0.0104(10) -0.0013(10) 
C9P 0.0264(13) 0.0271(13) 0.0374(14) 0.0052(11) 0.0093(11) 0.0045(10) 
C10P 0.0241(12) 0.0352(14) 0.0278(13) 0.0037(10) 0.0081(10) -0.0014(10) 
O10P 0.0292(10) 0.0425(12) 0.0366(11) -0.0008(9) -0.0011(8) 0.0006(9) 
C2M 0.0345(15) 0.057(2) 0.0383(17) -0.0079(15) -0.0033(13) -0.0022(14) 
C11P 0.0258(12) 0.0341(14) 0.0325(14) -0.0071(11) 0.0082(11) -0.0010(11) 
C12P 0.0249(12) 0.0320(13) 0.0321(13) -0.0009(11) 0.0077(10) 0.0047(10) 

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

loop_ 
_geom_bond_atom_site_label_1 
_geom_bond_atom_site_label_2 
_geom_bond_distance 
_geom_bond_site_symmetry_2 
_geom_bond_publ_flag 
C1 C15 1.520(3) . ? 
C1 O16 1.436(3) . ? 
C1 C17 1.493(3) . ? 
C1 C2 1.549(3) . ? 
C2 O2 1.417(3) . ? 
C2 C3 1.514(3) . ? 
C3 O4 1.447(3) . ? 
C3 C5 1.469(3) . ? 
O4 C5 1.461(3) . ? 
C5 C18 1.507(4) . ? 
C5 C6 1.518(4) . ? 
C6 C7 1.533(4) . ? 
C7 C8 1.513(3) . ? 
C8 C9 1.335(4) . ? 
C9 C19 1.509(4) . ? 
C9 C10 1.512(3) . ? 
C10 C11 1.547(3) . ? 
C11 C12 1.558(3) . ? 
C12 C20 1.551(3) . ? 
C12 C13 1.551(3) . ? 
C12 C17 1.563(3) . ? 
C13 C14 1.524(3) . ? 
C13 C21 1.531(3) . ? 
C14 C15 1.521(3) . ? 
O15 C23 1.425(3) . ? 
O15 C15 1.435(3) . ? 
O16 C17 1.466(3) . ? 
C17 C22 1.519(3) . ? 
C22 O22 1.436(3) . ? 
O22 C24 1.417(3) . ? 
C24 C7P 1.506(3) . ? 
C23 C1P 1.510(3) . ? 
C1P C2P 1.387(3) . ? 
C1P C6P 1.393(4) . ? 
C2P C3P 1.394(4) . ? 
C3P C4P 1.388(4) . ? 
C4P O4P 1.367(3) . ? 
C4P C5P 1.394(4) . ? 
O4P C1M 1.426(3) . ? 
C5P C6P 1.384(4) . ? 
C7P C12P 1.382(4) . ? 
C7P C8P 1.391(4) . ? 
C8P C9P 1.383(4) . ? 
C9P C10P 1.387(4) . ? 
C10P O10P 1.373(3) . ? 
C10P C11P 1.383(4) . ? 
O10P C2M 1.410(4) . ? 
C11P C12P 1.393(4) . ? 

loop_ 
_geom_angle_atom_site_label_1 
_geom_angle_atom_site_label_2 
_geom_angle_atom_site_label_3 
_geom_angle 
_geom_angle_site_symmetry_1 
_geom_angle_site_symmetry_3 
_geom_angle_publ_flag 
O16 C1 C17 60.03(14) . . ? 
O16 C1 C15 110.04(19) . . ? 
C17 C1 C15 120.3(2) . . ? 
O16 C1 C2 116.61(19) . . ? 
C17 C1 C2 123.4(2) . . ? 
C15 C1 C2 113.35(19) . . ? 
O2 C2 C3 106.78(19) . . ? 
O2 C2 C1 113.88(19) . . ? 
C3 C2 C1 108.10(19) . . ? 
O4 C3 C5 60.11(15) . . ? 
O4 C3 C2 119.7(2) . . ? 
C5 C3 C2 125.9(2) . . ? 
C3 O4 C5 60.70(15) . . ? 
O4 C5 C3 59.19(15) . . ? 
O4 C5 C18 113.2(2) . . ? 
C3 C5 C18 122.5(2) . . ? 
O4 C5 C6 115.0(2) . . ? 
C3 C5 C6 119.5(2) . . ? 
C18 C5 C6 114.4(2) . . ? 
C5 C6 C7 116.6(2) . . ? 
C8 C7 C6 113.5(2) . . ? 
C9 C8 C7 127.4(2) . . ? 
C8 C9 C19 122.7(2) . . ? 
C8 C9 C10 122.0(2) . . ? 
C19 C9 C10 115.2(2) . . ? 
C9 C10 C11 117.1(2) . . ? 
C10 C11 C12 120.5(2) . . ? 
C20 C12 C13 110.9(2) . . ? 
C20 C12 C11 106.25(19) . . ? 
C13 C12 C11 109.47(19) . . ? 
C20 C12 C17 107.27(19) . . ? 
C13 C12 C17 109.64(19) . . ? 
C11 C12 C17 113.26(19) . . ? 
C14 C13 C21 111.3(2) . . ? 
C14 C13 C12 112.0(2) . . ? 
C21 C13 C12 113.4(2) . . ? 
C15 C14 C13 110.03(19) . . ? 
C23 O15 C15 112.98(18) . . ? 
O15 C15 C1 107.60(18) . . ? 
O15 C15 C14 111.1(2) . . ? 
C1 C15 C14 111.86(19) . . ? 
C1 O16 C17 61.89(14) . . ? 
O16 C17 C1 58.08(14) . . ? 
O16 C17 C22 110.70(19) . . ? 
C1 C17 C22 118.0(2) . . ? 
O16 C17 C12 115.06(18) . . ? 
C1 C17 C12 122.2(2) . . ? 
C22 C17 C12 117.06(19) . . ? 
O22 C22 C17 109.07(18) . . ? 
C24 O22 C22 110.10(18) . . ? 
O22 C24 C7P 110.4(2) . . ? 
O15 C23 C1P 109.1(2) . . ? 
C2P C1P C6P 117.9(2) . . ? 
C2P C1P C23 121.3(2) . . ? 
C6P C1P C23 120.9(2) . . ? 
C1P C2P C3P 121.8(2) . . ? 
C4P C3P C2P 119.5(2) . . ? 
O4P C4P C3P 125.5(2) . . ? 
O4P C4P C5P 115.4(2) . . ? 
C3P C4P C5P 119.2(2) . . ? 
C4P O4P C1M 117.7(2) . . ? 
C6P C5P C4P 120.5(2) . . ? 
C5P C6P C1P 121.0(2) . . ? 
C12P C7P C8P 118.4(2) . . ? 
C12P C7P C24 122.7(2) . . ? 
C8P C7P C24 118.8(2) . . ? 
C9P C8P C7P 120.9(2) . . ? 
C8P C9P C10P 120.0(2) . . ? 
O10P C10P C11P 124.8(3) . . ? 
O10P C10P C9P 115.3(2) . . ? 
C11P C10P C9P 119.9(2) . . ? 
C10P O10P C2M 116.8(2) . . ? 
C10P C11P C12P 119.5(3) . . ? 
C7P C12P C11P 121.2(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 
O16 C1 C2 O2 -14.0(3) . . . . ? 
C17 C1 C2 O2 56.2(3) . . . . ? 
C15 C1 C2 O2 -143.3(2) . . . . ? 
O16 C1 C2 C3 -132.5(2) . . . . ? 
C17 C1 C2 C3 -62.3(3) . . . . ? 
C15 C1 C2 C3 98.2(2) . . . . ? 
O2 C2 C3 O4 53.3(3) . . . . ? 
C1 C2 C3 O4 176.26(19) . . . . ? 
O2 C2 C3 C5 126.2(2) . . . . ? 
C1 C2 C3 C5 -110.9(3) . . . . ? 
C2 C3 O4 C5 116.8(3) . . . . ? 
C3 O4 C5 C18 -115.1(2) . . . . ? 
C3 O4 C5 C6 110.8(2) . . . . ? 
C2 C3 C5 O4 -106.9(3) . . . . ? 
O4 C3 C5 C18 99.4(3) . . . . ? 
C2 C3 C5 C18 -7.4(4) . . . . ? 
O4 C3 C5 C6 -103.2(2) . . . . ? 
C2 C3 C5 C6 149.9(2) . . . . ? 
O4 C5 C6 C7 -61.4(3) . . . . ? 
C3 C5 C6 C7 5.9(3) . . . . ? 
C18 C5 C6 C7 165.0(2) . . . . ? 
C5 C6 C7 C8 -69.4(3) . . . . ? 
C6 C7 C8 C9 159.1(2) . . . . ? 
C7 C8 C9 C19 2.0(4) . . . . ? 
C7 C8 C9 C10 178.6(2) . . . . ? 
C8 C9 C10 C11 108.0(3) . . . . ? 
C19 C9 C10 C11 -75.1(3) . . . . ? 
C9 C10 C11 C12 -79.3(3) . . . . ? 
C10 C11 C12 C20 -163.0(2) . . . . ? 
C10 C11 C12 C13 -43.2(3) . . . . ? 
C10 C11 C12 C17 79.5(3) . . . . ? 
C20 C12 C13 C14 -73.4(3) . . . . ? 
C11 C12 C13 C14 169.73(19) . . . . ? 
C17 C12 C13 C14 44.9(3) . . . . ? 
C20 C12 C13 C21 53.7(3) . . . . ? 
C11 C12 C13 C21 -63.2(3) . . . . ? 
C17 C12 C13 C21 171.9(2) . . . . ? 
C21 C13 C14 C15 162.5(2) . . . . ? 
C12 C13 C14 C15 -69.4(3) . . . . ? 
C23 O15 C15 C1 154.1(2) . . . . ? 
C23 O15 C15 C14 -83.2(2) . . . . ? 
O16 C1 C15 O15 171.50(17) . . . . ? 
C17 C1 C15 O15 105.3(2) . . . . ? 
C2 C1 C15 O15 -55.9(2) . . . . ? 
O16 C1 C15 C14 49.2(3) . . . . ? 
C17 C1 C15 C14 -17.0(3) . . . . ? 
C2 C1 C15 C14 -178.19(19) . . . . ? 
C13 C14 C15 O15 -68.0(2) . . . . ? 
C13 C14 C15 C1 52.3(3) . . . . ? 
C15 C1 O16 C17 -114.1(2) . . . . ? 
C2 C1 O16 C17 115.0(2) . . . . ? 
C1 O16 C17 C22 -110.8(2) . . . . ? 
C1 O16 C17 C12 113.6(2) . . . . ? 
C15 C1 C17 O16 97.0(2) . . . . ? 
C2 C1 C17 O16 -103.8(2) . . . . ? 
O16 C1 C17 C22 98.1(2) . . . . ? 
C15 C1 C17 C22 -164.9(2) . . . . ? 
C2 C1 C17 C22 -5.7(3) . . . . ? 
O16 C1 C17 C12 -101.4(2) . . . . ? 
C15 C1 C17 C12 -4.4(3) . . . . ? 
C2 C1 C17 C12 154.8(2) . . . . ? 
C20 C12 C17 O16 44.4(3) . . . . ? 
C13 C12 C17 O16 -76.1(2) . . . . ? 
C11 C12 C17 O16 161.32(19) . . . . ? 
C20 C12 C17 C1 111.1(2) . . . . ? 
C13 C12 C17 C1 -9.4(3) . . . . ? 
C11 C12 C17 C1 -132.0(2) . . . . ? 
C20 C12 C17 C22 -88.2(2) . . . . ? 
C13 C12 C17 C22 151.3(2) . . . . ? 
C11 C12 C17 C22 28.7(3) . . . . ? 
O16 C17 C22 O22 -76.7(2) . . . . ? 
C1 C17 C22 O22 -140.6(2) . . . . ? 
C12 C17 C22 O22 57.9(3) . . . . ? 
C17 C22 O22 C24 -174.5(2) . . . . ? 
C22 O22 C24 C7P -175.4(2) . . . . ? 
C15 O15 C23 C1P 168.7(2) . . . . ? 
O15 C23 C1P C2P 151.7(2) . . . . ? 
O15 C23 C1P C6P -27.5(3) . . . . ? 
C6P C1P C2P C3P 0.7(4) . . . . ? 
C23 C1P C2P C3P -178.5(2) . . . . ? 
C1P C2P C3P C4P 1.8(4) . . . . ? 
C2P C3P C4P O4P 176.2(2) . . . . ? 
C2P C3P C4P C5P -2.4(4) . . . . ? 
C3P C4P O4P C1M 9.4(4) . . . . ? 
C5P C4P O4P C1M -171.9(2) . . . . ? 
O4P C4P C5P C6P -178.1(2) . . . . ? 
C3P C4P C5P C6P 0.7(4) . . . . ? 
C4P C5P C6P C1P 1.8(4) . . . . ? 
C2P C1P C6P C5P -2.5(4) . . . . ? 
C23 C1P C6P C5P 176.7(2) . . . . ? 
O22 C24 C7P C12P -24.0(4) . . . . ? 
O22 C24 C7P C8P 157.2(2) . . . . ? 
C12P C7P C8P C9P 1.4(4) . . . . ? 
C24 C7P C8P C9P -179.7(2) . . . . ? 
C7P C8P C9P C10P -0.3(4) . . . . ? 
C8P C9P C10P O10P 179.1(2) . . . . ? 
C8P C9P C10P C11P -0.8(4) . . . . ? 
C11P C10P O10P C2M -3.9(4) . . . . ? 
C9P C10P O10P C2M 176.2(3) . . . . ? 
O10P C10P C11P C12P -179.2(3) . . . . ? 
C9P C10P C11P C12P 0.7(4) . . . . ? 
C8P C7P C12P C11P -1.6(4) . . . . ? 
C24 C7P C12P C11P 179.7(3) . . . . ? 
C10P C11P C12P C7P 0.5(4) . . . . ? 

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 O22  0.84 2.12 2.954(2) 175  3_766 

_diffrn_measured_fraction_theta_max    0.980 
_diffrn_reflns_theta_full              27.49 
_diffrn_measured_fraction_theta_full   0.980 
_refine_diff_density_max    0.78 
_refine_diff_density_min   -0.74 
_refine_diff_density_rms    0.06