# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is (c) The Royal Society of Chemistry 2010


data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177

_publ_contact_author_name        'Miao, Zhiwei'
_publ_contact_author_email       miaozhiwei@nankai.edu.cn

_publ_section_title              
;
Highly Efficient Asymmetric Vinylogous Mannich Reaction Induced
by O-Pivaloylated D-Galactosylamine as the Chiral Auxiliary
;
_publ_author_name                'Zhiwei Miao'

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 783107'
#TrackingRef 'shelxl.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H52 Cl N O11'
_chemical_formula_weight         722.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

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

_cell_length_a                   9.772(2)
_cell_length_b                   17.250(4)
_cell_length_c                   11.937(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.60(3)
_cell_angle_gamma                90.00
_cell_volume                     1994.6(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    5456
_cell_measurement_theta_min      20.87
_cell_measurement_theta_max      27.108

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9703
_exptl_absorpt_correction_T_max  0.9820
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            13901
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_sigmaI/netI    0.0606
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         25.02
_reflns_number_total             6811
_reflns_number_gt                5517
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'crystalclear(Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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^)+(0.0819P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.048(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.09(8)
_refine_ls_number_reflns         6811
_refine_ls_number_parameters     574
_refine_ls_number_restraints     259
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0534
_refine_ls_wR_factor_ref         0.1373
_refine_ls_wR_factor_gt          0.1276
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.003
_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 1.12690(12) 0.64764(6) 1.23141(10) 0.0790(4) Uani 1 1 d . . .
O1 O 0.55396(19) 0.64675(12) 1.00989(17) 0.0323(5) Uani 1 1 d . . .
O2 O 0.5812(2) 0.57776(14) 1.23024(19) 0.0470(6) Uani 1 1 d . . .
O3 O 0.7988(3) 0.54433(19) 1.2902(2) 0.0658(8) Uani 1 1 d . . .
O4 O 0.5695(2) 0.50522(11) 0.89083(17) 0.0302(5) Uani 1 1 d . . .
O5 O 0.5057(3) 0.38050(13) 0.8909(2) 0.0496(6) Uani 1 1 d . . .
O6 O 0.33738(19) 0.53321(12) 0.73964(17) 0.0328(5) Uani 1 1 d . A .
O7 O 0.1064(4) 0.5491(5) 0.7242(5) 0.073(3) Uani 0.643(14) 1 d PU A 1
O7' O 0.1382(12) 0.4862(10) 0.7664(10) 0.085(5) Uani 0.357(14) 1 d PU A 2
O8 O 0.3297(2) 0.69746(12) 0.75106(19) 0.0321(5) Uani 1 1 d . . .
O9 O 0.4918(2) 0.73877(13) 0.64665(19) 0.0369(5) Uani 1 1 d . . .
O10 O 0.6974(2) 0.90212(12) 0.89997(19) 0.0374(5) Uani 1 1 d . . .
O11 O 0.8399(3) 0.99724(15) 0.9691(3) 0.0593(7) Uani 1 1 d . . .
N1 N 0.5388(2) 0.76678(13) 0.9137(2) 0.0326(6) Uani 1 1 d . . .
H1 H 0.5005 0.8118 0.9250 0.039 Uiso 1 1 calc R . .
C1 C 0.4833(3) 0.57818(17) 1.0375(3) 0.0320(7) Uani 1 1 d . . .
H1A H 0.3980 0.5929 1.0705 0.038 Uiso 1 1 calc R . .
C2 C 0.4443(3) 0.52828(18) 0.9339(3) 0.0294(7) Uani 1 1 d . . .
H2A H 0.3920 0.4815 0.9537 0.035 Uiso 1 1 calc R . .
C3 C 0.3571(3) 0.57589(17) 0.8447(2) 0.0290(6) Uani 1 1 d . . .
H3A H 0.2656 0.5875 0.8697 0.035 Uiso 1 1 calc R . .
C4 C 0.4300(3) 0.65119(16) 0.8215(2) 0.0286(6) Uani 1 1 d . . .
H4A H 0.5131 0.6410 0.7831 0.034 Uiso 1 1 calc R . .
C5 C 0.4687(3) 0.69594(17) 0.9320(3) 0.0302(7) Uani 1 1 d . . .
H5A H 0.3823 0.7085 0.9648 0.036 Uiso 1 1 calc R . .
C6 C 0.5823(4) 0.5362(2) 1.1264(3) 0.0396(8) Uani 1 1 d . . .
H6A H 0.5518 0.4820 1.1349 0.047 Uiso 1 1 calc R . .
H6B H 0.6765 0.5355 1.1045 0.047 Uiso 1 1 calc R . .
C7 C 0.6969(3) 0.58032(19) 1.3040(3) 0.0391(8) Uani 1 1 d . B .
C8 C 0.6770(3) 0.6289(2) 1.4058(3) 0.0466(9) Uani 1 1 d D . .
C9 C 0.8114(12) 0.6231(11) 1.4905(12) 0.067(4) Uani 0.47(2) 1 d PDU B 3
H9A H 0.8439 0.5693 1.4945 0.100 Uiso 0.47(2) 1 calc PR B 3
H9B H 0.7929 0.6398 1.5655 0.100 Uiso 0.47(2) 1 calc PR B 3
H9C H 0.8824 0.6565 1.4651 0.100 Uiso 0.47(2) 1 calc PR B 3
C10 C 0.5670(16) 0.5880(10) 1.4650(14) 0.046(3) Uani 0.47(2) 1 d PDU B 3
H10A H 0.6047 0.5394 1.4985 0.068 Uiso 0.47(2) 1 calc PR B 3
H10B H 0.4860 0.5768 1.4097 0.068 Uiso 0.47(2) 1 calc PR B 3
H10C H 0.5400 0.6216 1.5245 0.068 Uiso 0.47(2) 1 calc PR B 3
C11 C 0.642(2) 0.7118(6) 1.3790(17) 0.072(4) Uani 0.47(2) 1 d PDU B 3
H11A H 0.7274 0.7423 1.3840 0.108 Uiso 0.47(2) 1 calc PR B 3
H11B H 0.5838 0.7319 1.4330 0.108 Uiso 0.47(2) 1 calc PR B 3
H11C H 0.5926 0.7155 1.3023 0.108 Uiso 0.47(2) 1 calc PR B 3
C9' C 0.8149(12) 0.6607(12) 1.4639(13) 0.085(4) Uani 0.53(2) 1 d PDU B 4
H9'A H 0.8765 0.6175 1.4889 0.127 Uiso 0.53(2) 1 calc PR B 4
H9'B H 0.7987 0.6921 1.5293 0.127 Uiso 0.53(2) 1 calc PR B 4
H9'C H 0.8576 0.6930 1.4104 0.127 Uiso 0.53(2) 1 calc PR B 4
C10' C 0.6048(19) 0.5803(11) 1.4861(15) 0.069(5) Uani 0.53(2) 1 d PDU B 4
H10D H 0.6629 0.5357 1.5119 0.103 Uiso 0.53(2) 1 calc PR B 4
H10E H 0.5163 0.5619 1.4470 0.103 Uiso 0.53(2) 1 calc PR B 4
H10F H 0.5886 0.6118 1.5514 0.103 Uiso 0.53(2) 1 calc PR B 4
C11' C 0.5880(17) 0.7002(6) 1.3661(10) 0.058(3) Uani 0.53(2) 1 d PDU B 4
H11D H 0.5097 0.6838 1.3114 0.087 Uiso 0.53(2) 1 calc PR B 4
H11E H 0.6441 0.7376 1.3305 0.087 Uiso 0.53(2) 1 calc PR B 4
H11F H 0.5537 0.7244 1.4313 0.087 Uiso 0.53(2) 1 calc PR B 4
C12 C 0.5893(3) 0.42941(17) 0.8753(3) 0.0304(7) Uani 1 1 d . C .
C13 C 0.7299(3) 0.41374(19) 0.8393(3) 0.0417(8) Uani 1 1 d D . .
C14 C 0.8423(8) 0.4254(8) 0.9394(7) 0.064(3) Uani 0.62(2) 1 d PDU C 5
H14A H 0.8858 0.4761 0.9332 0.096 Uiso 0.62(2) 1 calc PR C 5
H14B H 0.9120 0.3845 0.9393 0.096 Uiso 0.62(2) 1 calc PR C 5
H14C H 0.8013 0.4230 1.0099 0.096 Uiso 0.62(2) 1 calc PR C 5
C15 C 0.7230(17) 0.3307(5) 0.7933(11) 0.053(3) Uani 0.62(2) 1 d PDU C 5
H15A H 0.6765 0.3307 0.7154 0.080 Uiso 0.62(2) 1 calc PR C 5
H15B H 0.6714 0.2981 0.8403 0.080 Uiso 0.62(2) 1 calc PR C 5
H15C H 0.8168 0.3102 0.7948 0.080 Uiso 0.62(2) 1 calc PR C 5
C16 C 0.7549(9) 0.4720(4) 0.7463(7) 0.042(2) Uani 0.62(2) 1 d PDU C 5
H16A H 0.6743 0.4729 0.6880 0.063 Uiso 0.62(2) 1 calc PR C 5
H16B H 0.8367 0.4564 0.7125 0.063 Uiso 0.62(2) 1 calc PR C 5
H16C H 0.7696 0.5238 0.7795 0.063 Uiso 0.62(2) 1 calc PR C 5
C14' C 0.8119(17) 0.3852(12) 0.9536(9) 0.062(4) Uani 0.38(2) 1 d PDU C 6
H14D H 0.7573 0.3462 0.9877 0.093 Uiso 0.38(2) 1 calc PR C 6
H14E H 0.8300 0.4292 1.0053 0.093 Uiso 0.38(2) 1 calc PR C 6
H14F H 0.8998 0.3623 0.9393 0.093 Uiso 0.38(2) 1 calc PR C 6
C15' C 0.732(3) 0.3430(9) 0.7629(16) 0.052(5) Uani 0.38(2) 1 d PDU C 6
H15D H 0.6824 0.3550 0.6880 0.078 Uiso 0.38(2) 1 calc PR C 6
H15E H 0.6861 0.2995 0.7957 0.078 Uiso 0.38(2) 1 calc PR C 6
H15F H 0.8273 0.3290 0.7560 0.078 Uiso 0.38(2) 1 calc PR C 6
C16' C 0.799(2) 0.4819(8) 0.792(2) 0.081(5) Uani 0.38(2) 1 d PDU C 6
H16D H 0.7440 0.4985 0.7212 0.122 Uiso 0.38(2) 1 calc PR C 6
H16E H 0.8914 0.4670 0.7771 0.122 Uiso 0.38(2) 1 calc PR C 6
H16F H 0.8054 0.5246 0.8464 0.122 Uiso 0.38(2) 1 calc PR C 6
C17 C 0.2117(4) 0.5122(3) 0.6953(4) 0.0642(13) Uani 1 1 d . . .
C18 C 0.2094(4) 0.4668(2) 0.5874(3) 0.0514(10) Uani 1 1 d D A .
C19 C 0.3435(5) 0.4209(3) 0.5806(4) 0.0547(13) Uani 0.840(6) 1 d PDU A 7
H19A H 0.4119 0.4549 0.5526 0.082 Uiso 0.840(6) 1 calc PR A 7
H19B H 0.3239 0.3770 0.5289 0.082 Uiso 0.840(6) 1 calc PR A 7
H19C H 0.3800 0.4017 0.6559 0.082 Uiso 0.840(6) 1 calc PR A 7
C20 C 0.0883(6) 0.4107(4) 0.5705(6) 0.089(2) Uani 0.840(6) 1 d PDU A 7
H20A H 0.0225 0.4275 0.5060 0.133 Uiso 0.840(6) 1 calc PR A 7
H20B H 0.0425 0.4097 0.6387 0.133 Uiso 0.840(6) 1 calc PR A 7
H20C H 0.1221 0.3586 0.5560 0.133 Uiso 0.840(6) 1 calc PR A 7
C21 C 0.2009(6) 0.5275(3) 0.4918(4) 0.0663(15) Uani 0.840(6) 1 d PDU A 7
H21A H 0.2739 0.5662 0.5098 0.099 Uiso 0.840(6) 1 calc PR A 7
H21B H 0.1106 0.5530 0.4843 0.099 Uiso 0.840(6) 1 calc PR A 7
H21C H 0.2128 0.5017 0.4206 0.099 Uiso 0.840(6) 1 calc PR A 7
C19' C 0.328(2) 0.490(2) 0.525(2) 0.085(7) Uani 0.160(6) 1 d PDU A 8
H19D H 0.3258 0.5464 0.5123 0.128 Uiso 0.160(6) 1 calc PR A 8
H19E H 0.3201 0.4634 0.4519 0.128 Uiso 0.160(6) 1 calc PR A 8
H19F H 0.4159 0.4761 0.5700 0.128 Uiso 0.160(6) 1 calc PR A 8
C20' C 0.161(3) 0.3910(10) 0.643(2) 0.061(6) Uani 0.160(6) 1 d PDU A 8
H20D H 0.2389 0.3690 0.6937 0.091 Uiso 0.160(6) 1 calc PR A 8
H20E H 0.1293 0.3533 0.5841 0.091 Uiso 0.160(6) 1 calc PR A 8
H20F H 0.0858 0.4033 0.6867 0.091 Uiso 0.160(6) 1 calc PR A 8
C21' C 0.0657(19) 0.4872(19) 0.519(2) 0.077(6) Uani 0.160(6) 1 d PDU A 8
H21D H 0.0730 0.5357 0.4778 0.116 Uiso 0.160(6) 1 calc PR A 8
H21E H -0.0027 0.4934 0.5719 0.116 Uiso 0.160(6) 1 calc PR A 8
H21F H 0.0367 0.4454 0.4660 0.116 Uiso 0.160(6) 1 calc PR A 8
C22 C 0.3769(3) 0.74245(18) 0.6715(3) 0.0321(7) Uani 1 1 d . D .
C23 C 0.2643(3) 0.79653(19) 0.6161(3) 0.0401(8) Uani 1 1 d D . .
C24 C 0.1776(8) 0.7505(4) 0.5257(7) 0.073(2) Uani 0.722(12) 1 d PDU D 9
H24A H 0.2210 0.7513 0.4563 0.109 Uiso 0.722(12) 1 calc PR D 9
H24B H 0.0852 0.7735 0.5110 0.109 Uiso 0.722(12) 1 calc PR D 9
H24C H 0.1702 0.6969 0.5512 0.109 Uiso 0.722(12) 1 calc PR D 9
C25 C 0.3344(6) 0.8641(4) 0.5597(6) 0.0523(18) Uani 0.722(12) 1 d PDU D 9
H25A H 0.4214 0.8776 0.6061 0.078 Uiso 0.722(12) 1 calc PR D 9
H25B H 0.2731 0.9093 0.5528 0.078 Uiso 0.722(12) 1 calc PR D 9
H25C H 0.3530 0.8481 0.4844 0.078 Uiso 0.722(12) 1 calc PR D 9
C26 C 0.1838(10) 0.8318(6) 0.7044(7) 0.067(3) Uani 0.722(12) 1 d PDU D 9
H26A H 0.2398 0.8721 0.7465 0.100 Uiso 0.722(12) 1 calc PR D 9
H26B H 0.1617 0.7913 0.7567 0.100 Uiso 0.722(12) 1 calc PR D 9
H26C H 0.0981 0.8548 0.6669 0.100 Uiso 0.722(12) 1 calc PR D 9
C24' C 0.1301(13) 0.7474(9) 0.5891(18) 0.059(5) Uani 0.278(12) 1 d PDU D 10
H24D H 0.1258 0.7090 0.6490 0.089 Uiso 0.278(12) 1 calc PR D 10
H24E H 0.1308 0.7208 0.5167 0.089 Uiso 0.278(12) 1 calc PR D 10
H24F H 0.0494 0.7815 0.5848 0.089 Uiso 0.278(12) 1 calc PR D 10
C25' C 0.297(2) 0.8252(15) 0.5041(14) 0.084(6) Uani 0.278(12) 1 d PDU D 10
H25D H 0.3807 0.8568 0.5154 0.126 Uiso 0.278(12) 1 calc PR D 10
H25E H 0.2196 0.8568 0.4682 0.126 Uiso 0.278(12) 1 calc PR D 10
H25F H 0.3106 0.7809 0.4555 0.126 Uiso 0.278(12) 1 calc PR D 10
C26' C 0.234(3) 0.8487(15) 0.7141(18) 0.067(6) Uani 0.278(12) 1 d PDU D 10
H26D H 0.3132 0.8826 0.7367 0.100 Uiso 0.278(12) 1 calc PR D 10
H26E H 0.2167 0.8165 0.7783 0.100 Uiso 0.278(12) 1 calc PR D 10
H26F H 0.1521 0.8804 0.6896 0.100 Uiso 0.278(12) 1 calc PR D 10
C27 C 0.6756(3) 0.76314(17) 0.8757(3) 0.0315(7) Uani 1 1 d . . .
H27A H 0.6696 0.7227 0.8152 0.038 Uiso 1 1 calc R . .
C28 C 0.7924(3) 0.73866(17) 0.9658(3) 0.0336(7) Uani 1 1 d . . .
C29 C 0.8875(4) 0.6838(2) 0.9397(3) 0.0442(9) Uani 1 1 d . . .
H29A H 0.8810 0.6646 0.8646 0.053 Uiso 1 1 calc R . .
C30 C 0.9913(4) 0.6562(2) 1.0198(4) 0.0529(10) Uani 1 1 d . . .
H30A H 1.0545 0.6183 1.0003 0.063 Uiso 1 1 calc R . .
C31 C 1.0014(4) 0.6845(2) 1.1277(3) 0.0509(10) Uani 1 1 d . . .
C32 C 0.9108(4) 0.7410(2) 1.1563(3) 0.0513(10) Uani 1 1 d . . .
H32A H 0.9198 0.7614 1.2308 0.062 Uiso 1 1 calc R . .
C33 C 0.8077(3) 0.7671(2) 1.0752(3) 0.0432(8) Uani 1 1 d . . .
H33A H 0.7454 0.8055 1.0949 0.052 Uiso 1 1 calc R . .
C34 C 0.6994(3) 0.84042(19) 0.8185(3) 0.0360(7) Uani 1 1 d . . .
H34A H 0.6231 0.8490 0.7552 0.043 Uiso 1 1 calc R . .
C35 C 0.8338(3) 0.8508(2) 0.7752(3) 0.0390(8) Uani 1 1 d . . .
H35A H 0.8673 0.8182 0.7207 0.047 Uiso 1 1 calc R . .
C36 C 0.9006(3) 0.9114(2) 0.8229(3) 0.0388(8) Uani 1 1 d . . .
H36A H 0.9869 0.9305 0.8064 0.047 Uiso 1 1 calc R . .
C37 C 0.8188(3) 0.94381(19) 0.9051(3) 0.0392(8) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0775(7) 0.0619(6) 0.0841(8) 0.0266(6) -0.0396(6) -0.0103(6)
O1 0.0314(11) 0.0291(11) 0.0350(11) -0.0016(10) -0.0005(9) 0.0013(9)
O2 0.0431(14) 0.0621(15) 0.0349(12) -0.0079(12) 0.0017(10) 0.0145(12)
O3 0.0474(16) 0.087(2) 0.0600(17) -0.0186(16) -0.0041(13) 0.0124(15)
O4 0.0290(11) 0.0264(11) 0.0365(11) -0.0006(9) 0.0087(9) 0.0018(8)
O5 0.0607(16) 0.0292(12) 0.0644(17) 0.0004(12) 0.0284(13) -0.0023(11)
O6 0.0291(11) 0.0325(11) 0.0358(12) -0.0063(10) 0.0007(9) -0.0020(9)
O7 0.037(3) 0.132(7) 0.052(3) -0.026(3) 0.007(2) -0.018(3)
O7' 0.069(6) 0.125(11) 0.069(7) -0.039(7) 0.041(5) -0.067(7)
O8 0.0269(11) 0.0300(11) 0.0389(12) 0.0036(10) 0.0023(9) 0.0063(9)
O9 0.0378(13) 0.0402(12) 0.0339(12) -0.0011(10) 0.0086(10) 0.0069(10)
O10 0.0380(13) 0.0295(11) 0.0468(13) -0.0068(10) 0.0139(10) -0.0058(9)
O11 0.0534(16) 0.0489(15) 0.0793(19) -0.0252(15) 0.0231(14) -0.0225(12)
N1 0.0270(13) 0.0233(13) 0.0483(16) -0.0041(12) 0.0078(11) 0.0043(10)
C1 0.0335(16) 0.0288(16) 0.0347(17) 0.0020(14) 0.0088(13) 0.0022(13)
C2 0.0239(15) 0.0289(15) 0.0375(17) -0.0011(14) 0.0120(12) -0.0019(12)
C3 0.0266(15) 0.0273(15) 0.0330(16) -0.0058(13) 0.0033(12) -0.0007(12)
C4 0.0257(15) 0.0213(14) 0.0376(16) -0.0002(13) -0.0001(12) 0.0004(12)
C5 0.0308(16) 0.0262(15) 0.0337(16) -0.0017(14) 0.0046(13) 0.0027(13)
C6 0.050(2) 0.0384(18) 0.0301(17) -0.0019(15) 0.0046(14) 0.0058(16)
C7 0.0379(19) 0.0384(18) 0.0409(19) 0.0039(15) 0.0045(15) -0.0030(15)
C8 0.051(2) 0.048(2) 0.0414(19) -0.0079(17) 0.0092(15) -0.0110(16)
C9 0.061(5) 0.074(7) 0.060(6) -0.032(6) -0.004(4) -0.002(5)
C10 0.062(6) 0.041(5) 0.036(5) -0.002(4) 0.019(5) -0.001(5)
C11 0.090(8) 0.050(6) 0.079(7) 0.007(5) 0.025(7) -0.017(5)
C9' 0.087(6) 0.090(8) 0.073(6) -0.028(6) -0.007(5) -0.026(6)
C10' 0.090(8) 0.068(6) 0.053(7) 0.010(5) 0.027(6) -0.001(6)
C11' 0.098(8) 0.024(4) 0.053(5) -0.018(3) 0.015(5) -0.003(4)
C12 0.0382(17) 0.0234(16) 0.0298(15) 0.0043(13) 0.0046(13) 0.0040(13)
C13 0.0350(18) 0.0446(19) 0.0458(19) -0.0084(17) 0.0066(15) 0.0062(15)
C14 0.036(4) 0.095(7) 0.056(4) -0.018(4) -0.010(3) 0.004(4)
C15 0.066(5) 0.045(4) 0.055(6) -0.012(4) 0.032(5) 0.012(4)
C16 0.032(4) 0.047(4) 0.052(4) -0.008(3) 0.019(3) -0.002(3)
C14' 0.046(6) 0.079(8) 0.060(6) -0.015(6) 0.006(5) 0.003(6)
C15' 0.061(7) 0.063(7) 0.037(7) -0.010(6) 0.022(6) -0.001(6)
C16' 0.069(8) 0.071(7) 0.109(9) -0.004(7) 0.033(7) -0.029(6)
C17 0.046(2) 0.095(3) 0.055(2) -0.021(2) 0.0147(19) -0.032(2)
C18 0.056(2) 0.048(2) 0.047(2) -0.0110(18) -0.0051(18) -0.0174(18)
C19 0.057(3) 0.051(3) 0.055(3) -0.017(2) 0.003(2) -0.004(2)
C20 0.079(4) 0.101(4) 0.085(4) -0.023(4) 0.006(3) -0.048(3)
C21 0.076(3) 0.068(3) 0.055(3) 0.006(3) 0.009(2) 0.015(3)
C19' 0.086(9) 0.088(9) 0.080(9) -0.011(8) 0.001(8) 0.010(8)
C20' 0.069(10) 0.054(9) 0.058(9) -0.008(8) 0.004(8) 0.010(8)
C21' 0.077(9) 0.081(9) 0.072(9) -0.013(8) 0.001(8) 0.004(8)
C22 0.0367(18) 0.0295(16) 0.0295(16) -0.0016(14) 0.0023(13) 0.0046(14)
C23 0.0381(19) 0.0400(18) 0.0424(19) 0.0090(16) 0.0062(15) 0.0112(15)
C24 0.067(4) 0.065(4) 0.075(5) 0.010(4) -0.035(4) -0.002(3)
C25 0.055(3) 0.050(3) 0.054(4) 0.024(3) 0.015(3) 0.011(3)
C26 0.064(5) 0.070(5) 0.072(4) 0.014(4) 0.028(4) 0.037(4)
C24' 0.047(7) 0.056(7) 0.065(8) 0.012(7) -0.027(6) 0.006(6)
C25' 0.092(9) 0.087(9) 0.076(9) 0.025(7) 0.023(7) 0.007(7)
C26' 0.062(10) 0.052(8) 0.086(9) -0.018(7) 0.006(7) 0.021(7)
C27 0.0279(15) 0.0263(15) 0.0408(17) -0.0043(14) 0.0063(13) 0.0007(12)
C28 0.0329(16) 0.0261(15) 0.0423(18) -0.0021(15) 0.0064(14) -0.0018(13)
C29 0.0403(19) 0.0391(19) 0.052(2) -0.0063(17) -0.0005(16) 0.0083(15)
C30 0.043(2) 0.0378(19) 0.074(3) 0.001(2) -0.0072(18) 0.0098(16)
C31 0.041(2) 0.045(2) 0.061(2) 0.017(2) -0.0143(18) -0.0097(17)
C32 0.055(2) 0.060(2) 0.038(2) -0.0011(18) 0.0012(17) -0.019(2)
C33 0.0344(18) 0.051(2) 0.044(2) -0.0052(17) 0.0024(14) -0.0026(15)
C34 0.0401(18) 0.0343(17) 0.0329(17) -0.0082(14) 0.0019(14) 0.0019(14)
C35 0.0400(19) 0.0441(19) 0.0332(17) 0.0002(16) 0.0062(14) 0.0018(15)
C36 0.0341(18) 0.0459(19) 0.0386(18) -0.0015(16) 0.0126(14) -0.0005(15)
C37 0.0334(18) 0.0370(18) 0.0479(19) -0.0011(17) 0.0080(15) -0.0091(14)

_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 C31 1.743(3) . ?
O1 C1 1.430(4) . ?
O1 C5 1.440(3) . ?
O2 C7 1.338(4) . ?
O2 C6 1.433(4) . ?
O3 C7 1.203(4) . ?
O4 C12 1.338(4) . ?
O4 C2 1.444(3) . ?
O5 C12 1.206(4) . ?
O6 C17 1.322(4) . ?
O6 C3 1.445(3) . ?
O7 C17 1.295(7) . ?
O7' C17 1.264(10) . ?
O8 C22 1.354(4) . ?
O8 C4 1.445(3) . ?
O9 C22 1.200(4) . ?
O10 C37 1.382(4) . ?
O10 C34 1.444(4) . ?
O11 C37 1.197(4) . ?
N1 C5 1.432(4) . ?
N1 C27 1.469(4) . ?
N1 H1 0.8800 . ?
C1 C2 1.514(4) . ?
C1 C6 1.522(4) . ?
C1 H1A 1.0000 . ?
C2 C3 1.515(4) . ?
C2 H2A 1.0000 . ?
C3 C4 1.524(4) . ?
C3 H3A 1.0000 . ?
C4 C5 1.531(4) . ?
C4 H4A 1.0000 . ?
C5 H5A 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.510(5) . ?
C8 C11 1.495(9) . ?
C8 C10' 1.516(9) . ?
C8 C9' 1.533(8) . ?
C8 C10 1.534(8) . ?
C8 C11' 1.544(8) . ?
C8 C9 1.551(8) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C9' H9'A 0.9800 . ?
C9' H9'B 0.9800 . ?
C9' H9'C 0.9800 . ?
C10' H10D 0.9800 . ?
C10' H10E 0.9800 . ?
C10' H10F 0.9800 . ?
C11' H11D 0.9800 . ?
C11' H11E 0.9800 . ?
C11' H11F 0.9800 . ?
C12 C13 1.517(4) . ?
C13 C16' 1.501(9) . ?
C13 C15' 1.525(9) . ?
C13 C14 1.526(6) . ?
C13 C15 1.532(7) . ?
C13 C16 1.540(6) . ?
C13 C14' 1.569(9) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C14' H14D 0.9800 . ?
C14' H14E 0.9800 . ?
C14' H14F 0.9800 . ?
C15' H15D 0.9800 . ?
C15' H15E 0.9800 . ?
C15' H15F 0.9800 . ?
C16' H16D 0.9800 . ?
C16' H16E 0.9800 . ?
C16' H16F 0.9800 . ?
C17 C18 1.505(5) . ?
C18 C19' 1.517(10) . ?
C18 C20 1.522(5) . ?
C18 C21 1.542(6) . ?
C18 C19 1.543(5) . ?
C18 C21' 1.567(10) . ?
C18 C20' 1.569(10) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C19' H19D 0.9800 . ?
C19' H19E 0.9800 . ?
C19' H19F 0.9800 . ?
C20' H20D 0.9800 . ?
C20' H20E 0.9800 . ?
C20' H20F 0.9800 . ?
C21' H21D 0.9800 . ?
C21' H21E 0.9800 . ?
C21' H21F 0.9800 . ?
C22 C23 1.525(4) . ?
C23 C25' 1.498(9) . ?
C23 C24 1.506(6) . ?
C23 C26 1.523(6) . ?
C23 C26' 1.536(10) . ?
C23 C25 1.550(6) . ?
C23 C24' 1.559(9) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C24' H24D 0.9800 . ?
C24' H24E 0.9800 . ?
C24' H24F 0.9800 . ?
C25' H25D 0.9800 . ?
C25' H25E 0.9800 . ?
C25' H25F 0.9800 . ?
C26' H26D 0.9800 . ?
C26' H26E 0.9800 . ?
C26' H26F 0.9800 . ?
C27 C28 1.521(4) . ?
C27 C34 1.529(5) . ?
C27 H27A 1.0000 . ?
C28 C33 1.384(5) . ?
C28 C29 1.391(5) . ?
C29 C30 1.383(5) . ?
C29 H29A 0.9500 . ?
C30 C31 1.368(6) . ?
C30 H30A 0.9500 . ?
C31 C32 1.390(6) . ?
C32 C33 1.377(5) . ?
C32 H32A 0.9500 . ?
C33 H33A 0.9500 . ?
C34 C35 1.485(5) . ?
C34 H34A 1.0000 . ?
C35 C36 1.321(5) . ?
C35 H35A 0.9500 . ?
C36 C37 1.456(5) . ?
C36 H36A 0.9500 . ?

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 C5 112.4(2) . . ?
C7 O2 C6 118.9(3) . . ?
C12 O4 C2 117.6(2) . . ?
C17 O6 C3 119.8(3) . . ?
C22 O8 C4 117.2(2) . . ?
C37 O10 C34 109.0(2) . . ?
C5 N1 C27 119.0(2) . . ?
C5 N1 H1 120.5 . . ?
C27 N1 H1 120.5 . . ?
O1 C1 C2 111.0(2) . . ?
O1 C1 C6 105.8(2) . . ?
C2 C1 C6 111.6(3) . . ?
O1 C1 H1A 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C6 C1 H1A 109.5 . . ?
O4 C2 C1 108.3(2) . . ?
O4 C2 C3 108.9(2) . . ?
C1 C2 C3 108.9(2) . . ?
O4 C2 H2A 110.2 . . ?
C1 C2 H2A 110.2 . . ?
C3 C2 H2A 110.2 . . ?
O6 C3 C2 109.4(2) . . ?
O6 C3 C4 106.8(2) . . ?
C2 C3 C4 110.9(2) . . ?
O6 C3 H3A 109.9 . . ?
C2 C3 H3A 109.9 . . ?
C4 C3 H3A 109.9 . . ?
O8 C4 C3 106.2(2) . . ?
O8 C4 C5 107.1(2) . . ?
C3 C4 C5 110.0(2) . . ?
O8 C4 H4A 111.1 . . ?
C3 C4 H4A 111.1 . . ?
C5 C4 H4A 111.1 . . ?
N1 C5 O1 110.7(2) . . ?
N1 C5 C4 111.6(3) . . ?
O1 C5 C4 108.4(2) . . ?
N1 C5 H5A 108.7 . . ?
O1 C5 H5A 108.7 . . ?
C4 C5 H5A 108.7 . . ?
O2 C6 C1 106.7(3) . . ?
O2 C6 H6A 110.4 . . ?
C1 C6 H6A 110.4 . . ?
O2 C6 H6B 110.4 . . ?
C1 C6 H6B 110.4 . . ?
H6A C6 H6B 108.6 . . ?
O3 C7 O2 122.4(3) . . ?
O3 C7 C8 126.4(3) . . ?
O2 C7 C8 111.1(3) . . ?
C11 C8 C7 114.1(8) . . ?
C11 C8 C10' 123.6(11) . . ?
C7 C8 C10' 108.8(9) . . ?
C11 C8 C9' 85.2(8) . . ?
C7 C8 C9' 111.3(6) . . ?
C10' C8 C9' 111.5(9) . . ?
C11 C8 C10 112.7(9) . . ?
C7 C8 C10 106.7(7) . . ?
C10' C8 C10 16.6(11) . . ?
C9' C8 C10 125.8(9) . . ?
C11 C8 C11' 21.5(7) . . ?
C7 C8 C11' 108.8(5) . . ?
C10' C8 C11' 110.1(9) . . ?
C9' C8 C11' 106.2(8) . . ?
C10 C8 C11' 96.2(8) . . ?
C11 C8 C9 110.5(8) . . ?
C7 C8 C9 107.5(6) . . ?
C10' C8 C9 88.7(9) . . ?
C9' C8 C9 27.2(6) . . ?
C10 C8 C9 104.8(9) . . ?
C11' C8 C9 130.2(7) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C9' H9'A 109.5 . . ?
C8 C9' H9'B 109.5 . . ?
H9'A C9' H9'B 109.5 . . ?
C8 C9' H9'C 109.5 . . ?
H9'A C9' H9'C 109.5 . . ?
H9'B C9' H9'C 109.5 . . ?
C8 C10' H10D 109.5 . . ?
C8 C10' H10E 109.5 . . ?
H10D C10' H10E 109.5 . . ?
C8 C10' H10F 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?
C8 C11' H11D 109.5 . . ?
C8 C11' H11E 109.5 . . ?
H11D C11' H11E 109.5 . . ?
C8 C11' H11F 109.5 . . ?
H11D C11' H11F 109.5 . . ?
H11E C11' H11F 109.5 . . ?
O5 C12 O4 123.3(3) . . ?
O5 C12 C13 125.2(3) . . ?
O4 C12 C13 111.5(3) . . ?
C16' C13 C12 115.7(8) . . ?
C16' C13 C15' 111.2(11) . . ?
C12 C13 C15' 113.2(11) . . ?
C16' C13 C14 83.1(9) . . ?
C12 C13 C14 109.8(4) . . ?
C15' C13 C14 120.7(11) . . ?
C16' C13 C15 126.7(9) . . ?
C12 C13 C15 105.6(6) . . ?
C15' C13 C15 16.5(10) . . ?
C14 C13 C15 113.4(7) . . ?
C16' C13 C16 25.3(9) . . ?
C12 C13 C16 108.9(4) . . ?
C15' C13 C16 94.4(8) . . ?
C14 C13 C16 108.2(5) . . ?
C15 C13 C16 110.9(6) . . ?
C16' C13 C14' 111.8(9) . . ?
C12 C13 C14' 100.8(6) . . ?
C15' C13 C14' 103.0(10) . . ?
C14 C13 C14' 29.2(5) . . ?
C15 C13 C14' 90.6(8) . . ?
C16 C13 C14' 136.1(7) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C14' H14D 109.5 . . ?
C13 C14' H14E 109.5 . . ?
H14D C14' H14E 109.5 . . ?
C13 C14' H14F 109.5 . . ?
H14D C14' H14F 109.5 . . ?
H14E C14' H14F 109.5 . . ?
C13 C15' H15D 109.5 . . ?
C13 C15' H15E 109.5 . . ?
H15D C15' H15E 109.5 . . ?
C13 C15' H15F 109.5 . . ?
H15D C15' H15F 109.5 . . ?
H15E C15' H15F 109.5 . . ?
C13 C16' H16D 109.5 . . ?
C13 C16' H16E 109.5 . . ?
H16D C16' H16E 109.5 . . ?
C13 C16' H16F 109.5 . . ?
H16D C16' H16F 109.5 . . ?
H16E C16' H16F 109.5 . . ?
O7' C17 O7 56.8(7) . . ?
O7' C17 O6 114.1(6) . . ?
O7 C17 O6 119.1(4) . . ?
O7' C17 C18 116.5(5) . . ?
O7 C17 C18 124.2(4) . . ?
O6 C17 C18 113.1(3) . . ?
C17 C18 C19' 110.9(13) . . ?
C17 C18 C20 111.6(4) . . ?
C19' C18 C20 137.5(13) . . ?
C17 C18 C21 105.9(3) . . ?
C19' C18 C21 54.9(13) . . ?
C20 C18 C21 111.6(4) . . ?
C17 C18 C19 113.3(3) . . ?
C19' C18 C19 53.1(13) . . ?
C20 C18 C19 108.5(4) . . ?
C21 C18 C19 105.8(4) . . ?
C17 C18 C21' 103.7(12) . . ?
C19' C18 C21' 112.2(18) . . ?
C20 C18 C21' 56.4(13) . . ?
C21 C18 C21' 60.5(13) . . ?
C19 C18 C21' 142.9(12) . . ?
C17 C18 C20' 92.4(10) . . ?
C19' C18 C20' 136.3(17) . . ?
C20 C18 C20' 41.7(10) . . ?
C21 C18 C20' 152.9(11) . . ?
C19 C18 C20' 84.1(11) . . ?
C21' C18 C20' 96.3(17) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C19' H19D 109.5 . . ?
C18 C19' H19E 109.5 . . ?
H19D C19' H19E 109.5 . . ?
C18 C19' H19F 109.5 . . ?
H19D C19' H19F 109.5 . . ?
H19E C19' H19F 109.5 . . ?
C18 C20' H20D 109.5 . . ?
C18 C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
C18 C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?
C18 C21' H21D 109.5 . . ?
C18 C21' H21E 109.5 . . ?
H21D C21' H21E 109.5 . . ?
C18 C21' H21F 109.5 . . ?
H21D C21' H21F 109.5 . . ?
H21E C21' H21F 109.5 . . ?
O9 C22 O8 124.0(3) . . ?
O9 C22 C23 124.8(3) . . ?
O8 C22 C23 111.1(3) . . ?
C25' C23 C24 72.5(11) . . ?
C25' C23 C26 132.4(10) . . ?
C24 C23 C26 114.4(6) . . ?
C25' C23 C22 111.3(8) . . ?
C24 C23 C22 107.1(3) . . ?
C26 C23 C22 110.7(4) . . ?
C25' C23 C26' 124.8(15) . . ?
C24 C23 C26' 135.0(10) . . ?
C26 C23 C26' 21.4(10) . . ?
C22 C23 C26' 103.3(11) . . ?
C25' C23 C25 37.5(10) . . ?
C24 C23 C25 108.9(5) . . ?
C26 C23 C25 107.4(5) . . ?
C22 C23 C25 108.2(3) . . ?
C26' C23 C25 91.8(11) . . ?
C25' C23 C24' 105.4(12) . . ?
C24 C23 C24' 35.7(7) . . ?
C26 C23 C24' 82.1(9) . . ?
C22 C23 C24' 107.2(6) . . ?
C26' C23 C24' 103.5(12) . . ?
C25 C23 C24' 136.6(7) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C23 C24' H24D 109.5 . . ?
C23 C24' H24E 109.5 . . ?
H24D C24' H24E 109.5 . . ?
C23 C24' H24F 109.5 . . ?
H24D C24' H24F 109.5 . . ?
H24E C24' H24F 109.5 . . ?
C23 C25' H25D 109.5 . . ?
C23 C25' H25E 109.5 . . ?
H25D C25' H25E 109.5 . . ?
C23 C25' H25F 109.5 . . ?
H25D C25' H25F 109.5 . . ?
H25E C25' H25F 109.5 . . ?
C23 C26' H26D 109.5 . . ?
C23 C26' H26E 109.5 . . ?
H26D C26' H26E 109.5 . . ?
C23 C26' H26F 109.5 . . ?
H26D C26' H26F 109.5 . . ?
H26E C26' H26F 109.5 . . ?
N1 C27 C28 114.9(3) . . ?
N1 C27 C34 107.4(2) . . ?
C28 C27 C34 114.4(2) . . ?
N1 C27 H27A 106.5 . . ?
C28 C27 H27A 106.5 . . ?
C34 C27 H27A 106.5 . . ?
C33 C28 C29 117.4(3) . . ?
C33 C28 C27 123.1(3) . . ?
C29 C28 C27 119.4(3) . . ?
C30 C29 C28 122.0(4) . . ?
C30 C29 H29A 119.0 . . ?
C28 C29 H29A 119.0 . . ?
C31 C30 C29 118.9(4) . . ?
C31 C30 H30A 120.5 . . ?
C29 C30 H30A 120.5 . . ?
C30 C31 C32 120.8(3) . . ?
C30 C31 Cl1 119.7(3) . . ?
C32 C31 Cl1 119.5(3) . . ?
C33 C32 C31 119.2(4) . . ?
C33 C32 H32A 120.4 . . ?
C31 C32 H32A 120.4 . . ?
C32 C33 C28 121.7(3) . . ?
C32 C33 H33A 119.1 . . ?
C28 C33 H33A 119.1 . . ?
O10 C34 C35 103.7(3) . . ?
O10 C34 C27 109.0(3) . . ?
C35 C34 C27 117.0(3) . . ?
O10 C34 H34A 108.9 . . ?
C35 C34 H34A 108.9 . . ?
C27 C34 H34A 108.9 . . ?
C36 C35 C34 110.8(3) . . ?
C36 C35 H35A 124.6 . . ?
C34 C35 H35A 124.6 . . ?
C35 C36 C37 108.1(3) . . ?
C35 C36 H36A 126.0 . . ?
C37 C36 H36A 126.0 . . ?
O11 C37 O10 120.2(3) . . ?
O11 C37 C36 131.5(3) . . ?
O10 C37 C36 108.3(3) . . ?

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
C5 O1 C1 C2 63.1(3) . . . . ?
C5 O1 C1 C6 -175.7(2) . . . . ?
C12 O4 C2 C1 126.3(3) . . . . ?
C12 O4 C2 C3 -115.5(3) . . . . ?
O1 C1 C2 O4 61.4(3) . . . . ?
C6 C1 C2 O4 -56.4(3) . . . . ?
O1 C1 C2 C3 -56.9(3) . . . . ?
C6 C1 C2 C3 -174.7(3) . . . . ?
C17 O6 C3 C2 117.2(3) . . . . ?
C17 O6 C3 C4 -122.8(3) . . . . ?
O4 C2 C3 O6 53.2(3) . . . . ?
C1 C2 C3 O6 171.1(2) . . . . ?
O4 C2 C3 C4 -64.3(3) . . . . ?
C1 C2 C3 C4 53.6(3) . . . . ?
C22 O8 C4 C3 -144.9(2) . . . . ?
C22 O8 C4 C5 97.6(3) . . . . ?
O6 C3 C4 O8 70.5(3) . . . . ?
C2 C3 C4 O8 -170.4(2) . . . . ?
O6 C3 C4 C5 -173.9(2) . . . . ?
C2 C3 C4 C5 -54.8(3) . . . . ?
C27 N1 C5 O1 55.0(3) . . . . ?
C27 N1 C5 C4 -65.8(3) . . . . ?
C1 O1 C5 N1 175.2(2) . . . . ?
C1 O1 C5 C4 -62.1(3) . . . . ?
O8 C4 C5 N1 -65.6(3) . . . . ?
C3 C4 C5 N1 179.4(2) . . . . ?
O8 C4 C5 O1 172.3(2) . . . . ?
C3 C4 C5 O1 57.3(3) . . . . ?
C7 O2 C6 C1 -147.6(3) . . . . ?
O1 C1 C6 O2 75.3(3) . . . . ?
C2 C1 C6 O2 -163.9(2) . . . . ?
C6 O2 C7 O3 -5.6(5) . . . . ?
C6 O2 C7 C8 178.0(3) . . . . ?
O3 C7 C8 C11 122.2(9) . . . . ?
O2 C7 C8 C11 -61.6(9) . . . . ?
O3 C7 C8 C10' -95.5(9) . . . . ?
O2 C7 C8 C10' 80.8(9) . . . . ?
O3 C7 C8 C9' 27.9(10) . . . . ?
O2 C7 C8 C9' -155.9(10) . . . . ?
O3 C7 C8 C10 -112.7(8) . . . . ?
O2 C7 C8 C10 63.5(8) . . . . ?
O3 C7 C8 C11' 144.5(8) . . . . ?
O2 C7 C8 C11' -39.2(8) . . . . ?
O3 C7 C8 C9 -0.8(10) . . . . ?
O2 C7 C8 C9 175.5(9) . . . . ?
C2 O4 C12 O5 3.2(4) . . . . ?
C2 O4 C12 C13 -175.3(2) . . . . ?
O5 C12 C13 C16' 162.4(12) . . . . ?
O4 C12 C13 C16' -19.1(12) . . . . ?
O5 C12 C13 C15' 32.4(10) . . . . ?
O4 C12 C13 C15' -149.1(10) . . . . ?
O5 C12 C13 C14 -105.7(7) . . . . ?
O4 C12 C13 C14 72.8(7) . . . . ?
O5 C12 C13 C15 16.9(7) . . . . ?
O4 C12 C13 C15 -164.6(6) . . . . ?
O5 C12 C13 C16 136.0(5) . . . . ?
O4 C12 C13 C16 -45.5(5) . . . . ?
O5 C12 C13 C14' -76.8(9) . . . . ?
O4 C12 C13 C14' 101.7(9) . . . . ?
C3 O6 C17 O7' -42.6(10) . . . . ?
C3 O6 C17 O7 21.6(7) . . . . ?
C3 O6 C17 C18 -178.8(3) . . . . ?
O7' C17 C18 C19' -164.6(18) . . . . ?
O7 C17 C18 C19' 129.0(15) . . . . ?
O6 C17 C18 C19' -29.4(15) . . . . ?
O7' C17 C18 C20 15.8(11) . . . . ?
O7 C17 C18 C20 -50.6(8) . . . . ?
O6 C17 C18 C20 151.0(4) . . . . ?
O7' C17 C18 C21 137.5(10) . . . . ?
O7 C17 C18 C21 71.1(7) . . . . ?
O6 C17 C18 C21 -87.3(5) . . . . ?
O7' C17 C18 C19 -106.9(11) . . . . ?
O7 C17 C18 C19 -173.3(6) . . . . ?
O6 C17 C18 C19 28.2(5) . . . . ?
O7' C17 C18 C21' 74.7(17) . . . . ?
O7 C17 C18 C21' 8.4(15) . . . . ?
O6 C17 C18 C21' -150.1(14) . . . . ?
O7' C17 C18 C20' -22.3(15) . . . . ?
O7 C17 C18 C20' -88.7(12) . . . . ?
O6 C17 C18 C20' 112.9(11) . . . . ?
C4 O8 C22 O9 9.9(4) . . . . ?
C4 O8 C22 C23 -171.5(2) . . . . ?
O9 C22 C23 C25' 18.7(13) . . . . ?
O8 C22 C23 C25' -159.9(12) . . . . ?
O9 C22 C23 C24 96.1(6) . . . . ?
O8 C22 C23 C24 -82.5(5) . . . . ?
O9 C22 C23 C26 -138.5(6) . . . . ?
O8 C22 C23 C26 42.9(6) . . . . ?
O9 C22 C23 C26' -117.5(11) . . . . ?
O8 C22 C23 C26' 63.9(11) . . . . ?
O9 C22 C23 C25 -21.1(5) . . . . ?
O8 C22 C23 C25 160.3(4) . . . . ?
O9 C22 C23 C24' 133.5(10) . . . . ?
O8 C22 C23 C24' -45.1(10) . . . . ?
C5 N1 C27 C28 -73.9(3) . . . . ?
C5 N1 C27 C34 157.5(2) . . . . ?
N1 C27 C28 C33 -43.8(4) . . . . ?
C34 C27 C28 C33 81.1(4) . . . . ?
N1 C27 C28 C29 134.5(3) . . . . ?
C34 C27 C28 C29 -100.5(4) . . . . ?
C33 C28 C29 C30 2.0(5) . . . . ?
C27 C28 C29 C30 -176.4(3) . . . . ?
C28 C29 C30 C31 -0.7(6) . . . . ?
C29 C30 C31 C32 -1.2(6) . . . . ?
C29 C30 C31 Cl1 177.3(3) . . . . ?
C30 C31 C32 C33 1.7(6) . . . . ?
Cl1 C31 C32 C33 -176.8(3) . . . . ?
C31 C32 C33 C28 -0.3(5) . . . . ?
C29 C28 C33 C32 -1.5(5) . . . . ?
C27 C28 C33 C32 176.9(3) . . . . ?
C37 O10 C34 C35 -0.7(3) . . . . ?
C37 O10 C34 C27 124.6(3) . . . . ?
N1 C27 C34 O10 61.5(3) . . . . ?
C28 C27 C34 O10 -67.4(3) . . . . ?
N1 C27 C34 C35 178.7(3) . . . . ?
C28 C27 C34 C35 49.8(4) . . . . ?
O10 C34 C35 C36 -1.2(4) . . . . ?
C27 C34 C35 C36 -121.3(3) . . . . ?
C34 C35 C36 C37 2.6(4) . . . . ?
C34 O10 C37 O11 -178.8(3) . . . . ?
C34 O10 C37 C36 2.2(3) . . . . ?
C35 C36 C37 O11 178.2(4) . . . . ?
C35 C36 C37 O10 -3.0(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.052