##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, and has been peer         #
# reviewed under the auspices of the IUCr Commission on Journals.            #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
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##############################################################################
data_global
_audit_creation_method     'SHELXL-97 and manual editing'
_journal_date_recd_electronic     2001-04-26
_journal_date_accepted     2001-06-28
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2001
_journal_volume     57
_journal_issue      9
_journal_page_first     1123
_journal_page_last     1124
_journal_paper_category     FO
_publ_contact_author
;
Michael Gajhede
Protein Structure Group
Department of Chemistry
University of Copenhagen
Universitetsparken 5
DK-2100 Copenhagen
Denmark
;
_publ_contact_author_email     gajhede@jerne.ki.ku.dk
_publ_contact_author_fax     (+45)35320299
_publ_contact_author_phone     (+45)35320280
_publ_section_title
;
Cyclic lipoundecapeptide amphisin from Pseudomonas sp. strain DSS73
;
loop_
    _publ_author_name
    _publ_author_address
    'Sørensen, Dan'
;
Marine Chemistry Section
Department of Chemistry
University of Copenhagen
Universitetsparken 5
DK-2100 Copenhagen
Denmark
;
    'Nielsen, Tommy H.'
;
Section of Genetics and Microbiology
Department of Ecology
The Royal Veterinary and Agricultural University
Thorvaldsensvej 40
DK-1871 Copenhagen C
Denmark
;
    'Christophersen, Carsten'
;
Marine Chemistry Section
Department of Chemistry
University of Copenhagen
Universitetsparken 5
DK-2100 Copenhagen
Denmark
;
    'Sørensen, Jan'
;
Section of Genetics and Microbiology
Department of Ecology
The Royal Veterinary and Agricultural University
Thorvaldsensvej 40
DK-1871 Copenhagen C
Denmark
;
    'Gajhede, Michael'
;
Protein Structure Group
Department of Chemistry
University of Copenhagen
Universitetsparken 5
DK-2100 Copenhagen
Denmark
;
data_I
_chemical_name_systematic
;
R-β-hydroxydecanoyl-D-Leu-D-Asp-D-allo-Thr-D-Leu-D-Leu-D-Ser-L-Leu-
D-Gln-L-Leu-L-Ile-L-Asp tetrahydrate
;
_chemical_name_common     'Amphisin tetrahydrate'
_chemical_formula_moiety     'C66 H114 N12 O20, 4H2 O'
_chemical_formula_sum     'C66 H122 N12 O24'
_chemical_formula_iupac     'C66 H114 N12 O20, 4H2 O'
_chemical_formula_weight     1467.76
_symmetry_cell_setting     orthorhombic
_symmetry_space_group_name_H-M     'P 21 21 21'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    '-x, y+1/2, -z+1/2'
    'x+1/2, -y+1/2, -z'
_cell_length_a     12.329(10)
_cell_length_b     20.245(10)
_cell_length_c     31.691(10)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     7910(8)
_cell_formula_units_Z     4
_cell_measurement_temperature     293(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max      .3
_exptl_crystal_size_mid      .2
_exptl_crystal_size_min      .1
_exptl_crystal_density_diffrn     1.232
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     3176
_exptl_absorpt_coefficient_mu      .094
_exptl_absorpt_correction_type     none
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength      .71075
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Nonius KappaCCD'
_diffrn_measurement_method     ω
_diffrn_reflns_number     71388
_diffrn_reflns_av_R_equivalents      .0373
_diffrn_reflns_av_sigmaI/netI      .0245
_diffrn_reflns_theta_min     1.19
_diffrn_reflns_theta_max     27.36
_diffrn_reflns_theta_full     27.36
_diffrn_measured_fraction_theta_max      .999
_diffrn_measured_fraction_theta_full      .999
_diffrn_reflns_limit_h_min     -15
_diffrn_reflns_limit_h_max     15
_diffrn_reflns_limit_k_min     -26
_diffrn_reflns_limit_k_max     26
_diffrn_reflns_limit_l_min     -41
_diffrn_reflns_limit_l_max     41
_diffrn_standards_number     0
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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     9869
_reflns_number_gt     8726
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all      .0566
_refine_ls_R_factor_gt      .0437
_refine_ls_wR_factor_ref      .1571
_refine_ls_goodness_of_fit_ref      .863
_refine_ls_restrained_S_all      .863
_refine_ls_number_reflns     9869
_refine_ls_number_parameters     941
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
     'calc w = 1/[σ²(Fo²)+(0.1550P)²+1.0565P] where P = (Fo²+2Fc²)/3'
_refine_ls_shift/su_max      .053
_refine_ls_shift/su_mean      .006
_refine_diff_density_max      .559
_refine_diff_density_min      -.520
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C'  .0033  .0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H'  .0000  .0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O'  .0106  .0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N'  .0061  .0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'XPRESS (MacScience, 1989)'
_computing_cell_refinement     'DENZO (Otwinowski & Minor, 1997)'
_computing_data_reduction     'DENZO'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'VMD (Humphrey et al., 1996)'
_computing_publication_material     'SHELXL97'
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
    O_1  -.32266(16) -1.12882(10)  -.28841(6)  .0213(4) Uani d . 1 . . O
    C_1  -.3035(2) -1.15012(12)  -.32424(8)  .0164(5) Uani d . 1 . . C
    C1_1  -.1941(2) -1.14004(14)  -.34460(9)  .0203(5) Uani d . 1 . . C
    H1A_1  -.1962 -1.1551  -.3736  .024 Uiso calc R 1 . . H
    H1B_1  -.1396 -1.1655  -.3297  .024 Uiso calc R 1 . . H
    C2_1  -.1650(2) -1.06681(14)  -.34322(8)  .0193(5) Uani d . 1 . . C
    H2_1  -.1572 -1.0541  -.3135  .023 Uiso calc R 1 . . H
    O2_1  -.25301(18) -1.02896(10)  -.36085(7)  .0277(5) Uani d . 1 . . O
    H2A_1  -.2518 -1.0472  -.3923  .050 Uiso d . 1 . . H
    C3_1  -.0583(2) -1.05179(16)  -.36540(9)  .0248(6) Uani d . 1 . . C
    H3A_1  -.0665 -1.0601  -.3954  .030 Uiso calc R 1 . . H
    H3B_1  -.0027 -1.0814  -.3548  .030 Uiso calc R 1 . . H
    C4_1  -.0212(3)  -.98050(16)  -.35900(9)  .0266(6) Uani d . 1 . . C
    H4A_1  -.0837  -.9516  -.3610  .032 Uiso calc R 1 . . H
    H4B_1  .0285  -.9687  -.3815  .032 Uiso calc R 1 . . H
    C5_1  .0348(2)  -.96882(14)  -.31649(9)  .0233(6) Uani d . 1 . . C
    H5A_1  -.0141  -.9818  -.2940  .028 Uiso calc R 1 . . H
    H5B_1  .0985  -.9968  -.3148  .028 Uiso calc R 1 . . H
    C6_1  .0690(2)  -.89727(14)  -.30956(9)  .0242(6) Uani d . 1 . . C
    H6A_1  .1184  -.8844  -.3319  .029 Uiso calc R 1 . . H
    H6B_1  .0054  -.8692  -.3115  .029 Uiso calc R 1 . . H
    C7_1  .1237(3)  -.88574(15)  -.26724(9)  .0251(6) Uani d . 1 . . C
    H7A_1  .1874  -.9137  -.2654  .030 Uiso calc R 1 . . H
    H7B_1  .0744  -.8989  -.2449  .030 Uiso calc R 1 . . H
    C8_1  .1577(3)  -.81440(16)  -.25998(11)  .0335(7) Uani d . 1 . . C
    H8A_1  .0933  -.7871  -.2581  .040 Uiso calc R 1 . . H
    H8B_1  .1995  -.7994  -.2840  .040 Uiso calc R 1 . . H
    C9_1  .2249(4)  -.8054(2)  -.22010(12)  .0459(9) Uani d . 1 . . C
    H9A_1  .2454  -.7599  -.2174  .069 Uiso calc R 1 . . H
    H9B_1  .2889  -.8323  -.2218  .069 Uiso calc R 1 . . H
    H9C_1  .1828  -.8184  -.1960  .069 Uiso calc R 1 . . H
    N_2  -.38008(19) -1.18151(11)  -.34695(7)  .0167(4) Uani d . 1 . . N
    H0_2  -.3664 -1.1935  -.3724  .020 Uiso calc R 1 . . H
    CA_2  -.4868(2) -1.19532(13)  -.32846(8)  .0165(5) Uani d . 1 . . C
    HA_2  -.4779 -1.2288  -.3064  .020 Uiso calc R 1 . . H
    C_2  -.5370(2) -1.13419(12)  -.30877(8)  .0152(5) Uani d . 1 . . C
    O_2  -.57539(16) -1.13561(9)  -.27297(6)  .0194(4) Uani d . 1 . . O
    CB_2  -.5644(2) -1.22235(13)  -.36197(8)  .0188(5) Uani d . 1 . . C
    HB1_2  -.5367 -1.2643  -.3721  .023 Uiso calc R 1 . . H
    HB2_2  -.5659 -1.1920  -.3857  .023 Uiso calc R 1 . . H
    CG_2  -.6808(3) -1.23242(14)  -.34593(10)  .0254(6) Uani d . 1 . . C
    HG_2  -.7050 -1.1907  -.3334  .030 Uiso calc R 1 . . H
    CD1_2  -.6854(3) -1.28581(17)  -.31146(13)  .0430(9) Uani d . 1 . . C
    HD1A_2  -.6371 -1.2742  -.2889  .065 Uiso calc R 1 . . H
    HD1B_2  -.6639 -1.3275  -.3232  .065 Uiso calc R 1 . . H
    HD1C_2  -.7581 -1.2891  -.3008  .065 Uiso calc R 1 . . H
    CD2_2  -.7560(3) -1.2484(2)  -.38189(13)  .0465(10) Uani d . 1 . . C
    HD2A_2  -.7515 -1.2143  -.4028  .070 Uiso calc R 1 . . H
    HD2B_2  -.8291 -1.2513  -.3716  .070 Uiso calc R 1 . . H
    HD2C_2  -.7355 -1.2899  -.3942  .070 Uiso calc R 1 . . H
    N_3  -.54510(18) -1.08018(10)  -.33354(7)  .0157(4) Uani d . 1 . . N
    H0_3  -.5123 -1.0777  -.3574  .019 Uiso calc R 1 . . H
    CA_3  -.6119(2) -1.02637(13)  -.31793(8)  .0170(5) Uani d . 1 . . C
    HA_3  -.6785 -1.0463  -.3069  .020 Uiso calc R 1 . . H
    C_3  -.5582(2)  -.98998(12)  -.28106(8)  .0161(5) Uani d . 1 . . C
    O_3  -.61337(17)  -.96166(11)  -.25439(7)  .0264(5) Uani d . 1 . . O
    CB_3  -.6453(3)  -.98066(16)  -.35300(10)  .0278(6) Uani d . 1 . . C
    HB1_3  -.5831  -.9696  -.3703  .033 Uiso calc R 1 A 1 H
    HB2_3  -.6750  -.9401  -.3414  .033 Uiso calc R 1 A 1 H
    CG_3  -.7329(3) -1.0169(2)  -.38004(12)  .0210(8) Uani d P  .797(7) B 1 C
    OD1_3  -.7664(2)  -.97852(17)  -.41095(9)  .0342(9) Uani d P  .797(7) B 1 O
    OD2_3  -.7662(3) -1.07143(15)  -.37368(11)  .0355(9) Uani d P  .797(7) B 1 O
    CGA_3  -.7134(13)  -.9805(9)  -.3879(5)  .023(3) Uiso d P  .203(7) B 2 C
    OD1A_3  -.7541(11)  -.9339(7)  -.4060(4)  .038(4) Uiso d P  .203(7) B 2 O
    OD2A_3  -.7411(11) -1.0411(7)  -.3946(5)  .030(3) Uiso d P  .203(7) B 2 O
    N_4  -.44841(17)  -.99130(10)  -.27976(6)  .0140(4) Uani d . 1 . . N
    H0_4  -.4116 -1.0061  -.3008  .017 Uiso calc R 1 . . H
    CA_4  -.3945(2)  -.96718(12)  -.24217(7)  .0132(5) Uani d . 1 . . C
    HA_4  -.4222  -.9228  -.2361  .016 Uiso calc R 1 . . H
    C_4  -.4189(2) -1.01158(13)  -.20367(8)  .0146(5) Uani d . 1 . . C
    O_4  -.44843(16)  -.98742(9)  -.16977(6)  .0191(4) Uani d . 1 . . O
    CB_4  -.2725(2)  -.96176(13)  -.25061(8)  .0146(5) Uani d . 1 . . C
    HB_4  -.2434 -1.0046  -.2594  .018 Uiso calc R 1 . . H
    OG1_4  -.22580(15)  -.94216(9)  -.21044(6)  .0170(4) Uani d . 1 . . O
    CG2_4  -.2462(2)  -.90968(14)  -.28315(9)  .0214(5) Uani d . 1 . . C
    HG2A_4  -.1692  -.9082  -.2875  .032 Uiso calc R 1 . . H
    HG2B_4  -.2710  -.8674  -.2734  .032 Uiso calc R 1 . . H
    HG2C_4  -.2816  -.9203  -.3092  .032 Uiso calc R 1 . . H
    N_5  -.40990(18) -1.07649(11)  -.20932(7)  .0150(4) Uani d . 1 . . N
    H0_5  -.3883 -1.0913  -.2333  .018 Uiso calc R 1 . . H
    CA_5  -.4359(2) -1.12336(12)  -.17554(8)  .0150(5) Uani d . 1 . . C
    HA_5  -.3826 -1.1185  -.1528  .018 Uiso calc R 1 . . H
    C_5  -.5498(2) -1.11129(12)  -.15760(8)  .0153(5) Uani d . 1 . . C
    O_5  -.56694(16) -1.11360(10)  -.11907(6)  .0200(4) Uani d . 1 . . O
    CB_5  -.4259(2) -1.19329(13)  -.19443(9)  .0196(5) Uani d . 1 . . C
    HB1_5  -.4713 -1.1955  -.2194  .023 Uiso calc R 1 . . H
    HB2_5  -.3515 -1.1997  -.2035  .023 Uiso calc R 1 . . H
    CG_5  -.4567(3) -1.25024(14)  -.16560(9)  .0230(6) Uani d . 1 . . C
    HG_5  -.5285 -1.2411  -.1536  .028 Uiso calc R 1 . . H
    CD1_5  -.3763(3) -1.25853(17)  -.12918(11)  .0374(8) Uani d . 1 . . C
    HD1A_5  -.3992 -1.2943  -.1114  .056 Uiso calc R 1 . . H
    HD1B_5  -.3736 -1.2185  -.1130  .056 Uiso calc R 1 . . H
    HD1C_5  -.3055 -1.2679  -.1403  .056 Uiso calc R 1 . . H
    CD2_5  -.4644(3) -1.31336(15)  -.19210(11)  .0350(7) Uani d . 1 . . C
    HD2A_5  -.4850 -1.3497  -.1743  .053 Uiso calc R 1 . . H
    HD2B_5  -.3952 -1.3224  -.2047  .053 Uiso calc R 1 . . H
    HD2C_5  -.5177 -1.3075  -.2138  .053 Uiso calc R 1 . . H
    N_6  -.62942(18) -1.10036(11)  -.18579(7)  .0159(4) Uani d . 1 . . N
    H0_6  -.6136 -1.0983  -.2122  .019 Uiso calc R 1 . . H
    CA_6  -.7419(2) -1.09187(13)  -.17267(8)  .0165(5) Uani d . 1 . . C
    HA_6  -.7603 -1.1287  -.1539  .020 Uiso calc R 1 . . H
    C_6  -.7609(2) -1.02767(14)  -.14815(8)  .0182(5) Uani d . 1 . . C
    O_6  -.84672(16) -1.01923(12)  -.12897(7)  .0261(4) Uani d . 1 . . O
    CB_6  -.8194(2) -1.09442(13)  -.21043(8)  .0189(5) Uani d . 1 . . C
    HB1_6  -.8001 -1.0591  -.2297  .023 Uiso calc R 1 . . H
    HB2_6  -.8922 -1.0856  -.2004  .023 Uiso calc R 1 . . H
    CG_6  -.8208(2) -1.15991(14)  -.23525(9)  .0224(6) Uani d . 1 . . C
    HG_6  -.7511 -1.1642  -.2498  .027 Uiso calc R 1 . . H
    CD1_6  -.8355(4) -1.22050(16)  -.20723(12)  .0395(8) Uani d . 1 . . C
    HD1A_6  -.7791 -1.2216  -.1863  .059 Uiso calc R 1 . . H
    HD1B_6  -.8318 -1.2597  -.2242  .059 Uiso calc R 1 . . H
    HD1C_6  -.9048 -1.2184  -.1935  .059 Uiso calc R 1 . . H
    CD2_6  -.9098(4) -1.15624(19)  -.26867(14)  .0480(10) Uani d . 1 . . C
    HD2A_6  -.8992 -1.1176  -.2858  .072 Uiso calc R 1 . . H
    HD2B_6  -.9793 -1.1538  -.2551  .072 Uiso calc R 1 . . H
    HD2C_6  -.9069 -1.1949  -.2861  .072 Uiso calc R 1 . . H
    N_7  -.68199(18)  -.98228(12)  -.14790(7)  .0181(4) Uani d . 1 . . N
    H0_7  -.6235  -.9893  -.1620  .022 Uiso calc R 1 . . H
    CA_7  -.6935(2)  -.92116(14)  -.12413(9)  .0199(5) Uani d . 1 . . C
    HA_7  -.7601  -.8990  -.1333  .024 Uiso calc R 1 . . H
    C_7  -.6997(2)  -.93170(14)  -.07652(8)  .0194(5) Uani d . 1 . . C
    O_7  -.73193(19)  -.88621(11)  -.05389(7)  .0283(5) Uani d . 1 . . O
    CB_7  -.5975(2)  -.87501(14)  -.13239(9)  .0240(6) Uani d . 1 . . C
    HB1_7  -.5836  -.8733  -.1625  .029 Uiso calc R 1 . . H
    HB2_7  -.6163  -.8308  -.1232  .029 Uiso calc R 1 . . H
    OG_7  -.50137(17)  -.89569(11)  -.11115(7)  .0226(4) Uani d . 1 . . O
    HG_7  -.474(4)  -.921(2)  -.1255(14)  .035(11) Uiso d . 1 . . H
    N_8  -.66289(19)  -.98932(12)  -.06125(7)  .0184(4) Uani d . 1 . . N
    H0_8  -.6387 -1.0188  -.0783  .022 Uiso calc R 1 . . H
    CA_8  -.6634(2) -1.00244(15)  -.01614(8)  .0205(5) Uani d . 1 . . C
    HA_8  -.7336  -.9881  -.0049  .025 Uiso calc R 1 . . H
    C_8  -.5755(2)  -.96517(16)  .00736(9)  .0249(6) Uani d . 1 . . C
    O_8  -.5775(2)  -.96377(17)  .04630(7)  .0485(8) Uani d . 1 . . O
    CB_8  -.6523(2) -1.07687(16)  -.00779(10)  .0267(6) Uani d . 1 . . C
    HB1_8  -.5887 -1.0929  -.0226  .032 Uiso calc R 1 . . H
    HB2_8  -.6399 -1.0835  .0221  .032 Uiso calc R 1 . . H
    CG_8  -.7501(3) -1.11855(16)  -.02112(11)  .0353(7) Uani d . 1 . . C
    HG_8  -.7655 -1.1101  -.0510  .042 Uiso calc R 1 . . H
    CD1_8  -.7220(6) -1.1915(2)  -.0156(3)  .094(2) Uani d . 1 . . C
    HD1A_8  -.6587 -1.2018  -.0320  .142 Uiso calc R 1 . . H
    HD1B_8  -.7817 -1.2181  -.0250  .142 Uiso calc R 1 . . H
    HD1C_8  -.7079 -1.2004  .0136  .142 Uiso calc R 1 . . H
    CD2_8  -.8490(3) -1.1027(2)  .00424(17)  .0532(11) Uani d . 1 . . C
    HD2A_8  -.8659 -1.0567  .0013  .080 Uiso calc R 1 . . H
    HD2B_8  -.8357 -1.1127  .0334  .080 Uiso calc R 1 . . H
    HD2C_8  -.9089 -1.1287  -.0058  .080 Uiso calc R 1 . . H
    N_9  -.49611(18)  -.93509(12)  -.01434(7)  .0181(4) Uani d . 1 . . N
    H0_9  -.4934  -.9388  -.0414  .022 Uiso calc R 1 . . H
    CA_9  -.4141(2)  -.89590(13)  .00784(8)  .0177(5) Uani d . 1 . . C
    HA_9  -.4500  -.8745  .0318  .021 Uiso calc R 1 . . H
    C_9  -.3206(2)  -.93661(14)  .02532(8)  .0193(5) Uani d . 1 . . C
    O_9  -.25839(18)  -.91046(11)  .05144(6)  .0260(4) Uani d . 1 . . O
    CB_9  -.3690(2)  -.84127(14)  -.02058(8)  .0213(5) Uani d . 1 . . C
    HB1_9  -.3047  -.8226  -.0075  .026 Uiso calc R 1 . . H
    HB2_9  -.3475  -.8603  -.0474  .026 Uiso calc R 1 . . H
    CG_9  -.4505(3)  -.78645(15)  -.02850(9)  .0264(6) Uani d . 1 . . C
    HG1_9  -.4210  -.7566  -.0495  .032 Uiso calc R 1 . . H
    HG2_9  -.5161  -.8057  -.0401  .032 Uiso calc R 1 . . H
    CD_9  -.4797(3)  -.74710(16)  .01054(9)  .0286(6) Uani d . 1 . . C
    OE1_9  -.4185(2)  -.74662(12)  .04215(7)  .0357(6) Uani d . 1 . . O
    NE2_9  -.5712(3)  -.71398(16)  .00902(10)  .0434(8) Uani d . 1 . . N
    HE2A_9  -.5914  -.6907  .0303  .052 Uiso calc R 1 . . H
    HE2B_9  -.6109  -.7156  -.0133  .052 Uiso calc R 1 . . H
    N_10  -.3094(2)  -.99837(13)  .01194(7)  .0226(5) Uani d . 1 . . N
    H0_10  -.3553 -1.0140  -.0059  .027 Uiso calc R 1 . . H
    CA_10  -.2207(3) -1.04061(15)  .02689(9)  .0247(6) Uani d . 1 . . C
    HA_10  -.1828 -1.0157  .0489  .030 Uiso calc R 1 . . H
    C_10  -.1405(2) -1.04858(14)  -.00967(10)  .0246(6) Uani d . 1 . . C
    O_10  -.0684(2) -1.00835(14)  -.01532(11)  .0483(7) Uani d . 1 . . O
    CB_10  -.2665(3) -1.10209(16)  .04798(10)  .0292(6) Uani d . 1 . . C
    HB1_10  -.3059 -1.1276  .0270  .035 Uiso calc R 1 . . H
    HB2_10  -.3180 -1.0886  .0694  .035 Uiso calc R 1 . . H
    CG_10  -.1809(3) -1.14672(19)  .06846(12)  .0406(8) Uani d . 1 . . C
    HG_10  -.1463 -1.1733  .0464  .049 Uiso calc R 1 . . H
    CD1_10  -.2369(5) -1.1928(3)  .09945(17)  .0647(14) Uani d . 1 . . C
    HD1A_10  -.2926 -1.2171  .0851  .097 Uiso calc R 1 . . H
    HD1B_10  -.2687 -1.1673  .1218  .097 Uiso calc R 1 . . H
    HD1C_10  -.1847 -1.2230  .1110  .097 Uiso calc R 1 . . H
    CD2_10  -.0941(4) -1.1082(2)  .09162(13)  .0505(10) Uani d . 1 . . C
    HD2A_10  -.0428 -1.1384  .1038  .076 Uiso calc R 1 . . H
    HD2B_10  -.1269 -1.0823  .1135  .076 Uiso calc R 1 . . H
    HD2C_10  -.0574 -1.0795  .0722  .076 Uiso calc R 1 . . H
    N_11  -.1564(2) -1.09914(13)  -.03639(8)  .0255(5) Uani d . 1 . . N
    H0_11  -.2002 -1.1304  -.0296  .031 Uiso calc R 1 . . H
    CA_11  -.0999(2) -1.10160(16)  -.07685(9)  .0264(6) Uani d . 1 . . C
    HA_11  -.0228 -1.0926  -.0721  .032 Uiso calc R 1 . . H
    C_11  -.1465(2) -1.04759(16)  -.10520(9)  .0261(6) Uani d . 1 . . C
    O_11  -.24527(19) -1.04154(15)  -.11018(9)  .0434(7) Uani d . 1 . . O
    CB_11  -.1116(3) -1.17072(17)  -.09670(10)  .0317(7) Uani d . 1 . . C
    HB_11  -.1877 -1.1842  -.0943  .038 Uiso calc R 1 . . H
    CG1_11  -.0427(4) -1.21991(19)  -.07181(15)  .0484(10) Uani d . 1 . . C
    HG1A_11  -.0620 -1.2166  -.0422  .058 Uiso calc R 1 . . H
    HG1B_11  .0329 -1.2073  -.0745  .058 Uiso calc R 1 . . H
    CG2_11  -.0817(4) -1.1690(2)  -.14340(13)  .0543(12) Uani d . 1 . . C
    HG2A_11  -.0900 -1.2124  -.1552  .081 Uiso calc R 1 . . H
    HG2B_11  -.0078 -1.1549  -.1464  .081 Uiso calc R 1 . . H
    HG2C_11  -.1286 -1.1388  -.1579  .081 Uiso calc R 1 . . H
    CD_11  -.0548(5) -1.2925(2)  -.08573(19)  .0667(14) Uani d . 1 . . C
    HD1_11  -.0088 -1.3199  -.0687  .100 Uiso calc R 1 . . H
    HD2_11  -.0343 -1.2966  -.1148  .100 Uiso calc R 1 . . H
    HD3_11  -.1289 -1.3061  -.0823  .100 Uiso calc R 1 . . H
    N_12  -.07620(18) -1.00752(12)  -.12438(7)  .0194(5) Uani d . 1 . . N
    H0_12  -.0076 -1.0133  -.1212  .023 Uiso calc R 1 . . H
    CA_12  -.1166(2)  -.95404(14)  -.15068(8)  .0189(5) Uani d . 1 . . C
    HA_12  -.1822  -.9361  -.1375  .023 Uiso calc R 1 . . H
    C_12  -.1470(2)  -.98029(15)  -.19427(8)  .0196(5) Uani d . 1 . . C
    O_12  -.1069(2) -1.02690(14)  -.21150(7)  .0422(7) Uani d . 1 . . O
    CB_12  -.0326(2)  -.89870(14)  -.15373(8)  .0204(5) Uani d . 1 . . C
    HB1_12  .0370  -.9173  -.1616  .024 Uiso calc R 1 . . H
    HB2_12  -.0542  -.8678  -.1755  .024 Uiso calc R 1 . . H
    CG_12  -.0216(2)  -.86246(13)  -.11213(8)  .0197(5) Uani d . 1 . . C
    OD1_12  .05989(19)  -.82073(12)  -.11218(7)  .0302(5) Uani d . 1 . . O
    OD2_12  -.0841(2)  -.87078(11)  -.08297(6)  .0282(5) Uani d . 1 . . O
    HD2_12  -.0659  -.8474  -.0630  .042 Uiso calc R 1 . . H
    O_13  -.40021(18) -1.08405(14)  -.05718(7)  .0364(6) Uani d . 1 . . O
    H1_13  -.4576 -1.0982  -.0767  .050 Uiso d . 1 . . H
    H2_13  -.3478 -1.0772  -.0757  .050 Uiso d . 1 . . H
    O_14  -.2008(2)  -.76344(19)  .06873(7)  .0506(8) Uani d . 1 . . O
    O_15  -.4851(3) -1.07868(17)  -.42234(8)  .0582(9) Uani d . 1 . . O
    H1_15  -.5292 -1.0811  -.4498  .020 Uiso d . 1 . . H
    O_16  -.9094(3)  -.9157(2)  .00362(11)  .0464(11) Uani d P  .760(7) . . O
    OA_16  -.7999(9)  -.8672(5)  .0373(3)  .036(3) Uiso d P  .240(7) C 1 O
_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_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O_1 C_1 . 1.237(3) ?
    C_1 N_2 . 1.346(4) ?
    C_1 C1_1 . 1.509(4) ?
    C1_1 C2_1 . 1.526(4) ?
    C2_1 O2_1 . 1.441(4) ?
    C2_1 C3_1 . 1.522(4) ?
    C3_1 C4_1 . 1.527(4) ?
    C4_1 C5_1 . 1.532(4) ?
    C5_1 C6_1 . 1.524(4) ?
    C6_1 C7_1 . 1.519(4) ?
    C7_1 C8_1 . 1.521(4) ?
    C8_1 C9_1 . 1.522(5) ?
    N_2 CA_2 . 1.467(3) ?
    CA_2 C_2 . 1.518(4) ?
    CA_2 CB_2 . 1.531(4) ?
    C_2 O_2 . 1.230(3) ?
    C_2 N_3 . 1.350(3) ?
    CB_2 CG_2 . 1.536(4) ?
    CG_2 CD2_2 . 1.505(5) ?
    CG_2 CD1_2 . 1.538(5) ?
    N_3 CA_3 . 1.452(3) ?
    CA_3 CB_3 . 1.504(4) ?
    CA_3 C_3 . 1.532(3) ?
    C_3 O_3 . 1.227(3) ?
    C_3 N_4 . 1.354(3) ?
    CB_3 CGA_3 . 1.387(15) ?
    CB_3 CG_3 . 1.561(5) ?
    CG_3 OD2_3 . 1.195(5) ?
    CG_3 OD1_3 . 1.317(5) ?
    CGA_3 OD1A_3 . 1.21(2) ?
    CGA_3 OD2A_3 . 1.29(2) ?
    N_4 CA_4 . 1.449(3) ?
    CA_4 CB_4 . 1.532(4) ?
    CA_4 C_4 . 1.545(3) ?
    C_4 O_4 . 1.235(3) ?
    C_4 N_5 . 1.331(3) ?
    CB_4 OG1_4 . 1.452(3) ?
    CB_4 CG2_4 . 1.510(4) ?
    OG1_4 C_12 . 1.343(3) ?
    N_5 CA_5 . 1.466(3) ?
    CA_5 C_5 . 1.535(4) ?
    CA_5 CB_5 . 1.542(4) ?
    C_5 O_5 . 1.240(3) ?
    C_5 N_6 . 1.346(3) ?
    CB_5 CG_5 . 1.519(4) ?
    CG_5 CD1_5 . 1.531(4) ?
    CG_5 CD2_5 . 1.532(4) ?
    N_6 CA_6 . 1.458(3) ?
    CA_6 CB_6 . 1.532(4) ?
    CA_6 C_6 . 1.532(4) ?
    C_6 O_6 . 1.233(3) ?
    C_6 N_7 . 1.338(4) ?
    CB_6 CG_6 . 1.542(4) ?
    CG_6 CD1_6 . 1.525(4) ?
    CG_6 CD2_6 . 1.527(4) ?
    N_7 CA_7 . 1.455(4) ?
    CA_7 C_7 . 1.526(4) ?
    CA_7 CB_7 . 1.530(4) ?
    C_7 O_7 . 1.233(3) ?
    C_7 N_8 . 1.342(4) ?
    CB_7 OG_7 . 1.426(4) ?
    N_8 CA_8 . 1.454(3) ?
    CA_8 C_8 . 1.516(4) ?
    CA_8 CB_8 . 1.536(4) ?
    C_8 O_8 . 1.235(4) ?
    C_8 N_9 . 1.343(4) ?
    CB_8 CG_8 . 1.531(5) ?
    CG_8 CD2_8 . 1.495(6) ?
    CG_8 CD1_8 . 1.526(6) ?
    N_9 CA_9 . 1.465(3) ?
    CA_9 C_9 . 1.522(4) ?
    CA_9 CB_9 . 1.531(4) ?
    C_9 O_9 . 1.246(3) ?
    C_9 N_10 . 1.327(4) ?
    CB_9 CG_9 . 1.518(4) ?
    CG_9 CD_9 . 1.515(4) ?
    CD_9 OE1_9 . 1.254(4) ?
    CD_9 NE2_9 . 1.314(5) ?
    N_10 CA_10 . 1.467(4) ?
    CA_10 CB_10 . 1.522(4) ?
    CA_10 C_10 . 1.532(4) ?
    C_10 O_10 . 1.219(4) ?
    C_10 N_11 . 1.343(4) ?
    CB_10 CG_10 . 1.534(5) ?
    CG_10 CD2_10 . 1.514(6) ?
    CG_10 CD1_10 . 1.520(6) ?
    N_11 CA_11 . 1.460(4) ?
    CA_11 C_11 . 1.527(4) ?
    CA_11 CB_11 . 1.541(5) ?
    C_11 O_11 . 1.234(4) ?
    C_11 N_12 . 1.334(4) ?
    CB_11 CG2_11 . 1.525(5) ?
    CB_11 CG1_11 . 1.529(6) ?
    CG1_11 CD_11 . 1.541(6) ?
    N_12 CA_12 . 1.455(4) ?
    CA_12 C_12 . 1.526(3) ?
    CA_12 CB_12 . 1.529(4) ?
    C_12 O_12 . 1.197(4) ?
    CB_12 CG_12 . 1.515(4) ?
    CG_12 OD2_12 . 1.214(4) ?
    CG_12 OD1_12 . 1.313(4) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O_1 C_1 N_2 . . 121.4(2) ?
    O_1 C_1 C1_1 . . 121.0(2) ?
    N_2 C_1 C1_1 . . 117.5(2) ?
    C_1 C1_1 C2_1 . . 109.2(2) ?
    O2_1 C2_1 C3_1 . . 111.4(2) ?
    O2_1 C2_1 C1_1 . . 109.2(2) ?
    C3_1 C2_1 C1_1 . . 112.6(2) ?
    C2_1 C3_1 C4_1 . . 112.7(2) ?
    C3_1 C4_1 C5_1 . . 113.4(3) ?
    C6_1 C5_1 C4_1 . . 113.5(2) ?
    C7_1 C6_1 C5_1 . . 113.3(2) ?
    C6_1 C7_1 C8_1 . . 113.7(3) ?
    C7_1 C8_1 C9_1 . . 112.9(3) ?
    C_1 N_2 CA_2 . . 120.3(2) ?
    N_2 CA_2 C_2 . . 112.0(2) ?
    N_2 CA_2 CB_2 . . 110.6(2) ?
    C_2 CA_2 CB_2 . . 108.8(2) ?
    O_2 C_2 N_3 . . 121.8(2) ?
    O_2 C_2 CA_2 . . 121.1(2) ?
    N_3 C_2 CA_2 . . 116.9(2) ?
    CA_2 CB_2 CG_2 . . 113.7(2) ?
    CD2_2 CG_2 CB_2 . . 110.7(3) ?
    CD2_2 CG_2 CD1_2 . . 111.3(3) ?
    CB_2 CG_2 CD1_2 . . 111.3(3) ?
    C_2 N_3 CA_3 . . 116.8(2) ?
    N_3 CA_3 CB_3 . . 111.4(2) ?
    N_3 CA_3 C_3 . . 112.1(2) ?
    CB_3 CA_3 C_3 . . 112.7(2) ?
    O_3 C_3 N_4 . . 122.9(2) ?
    O_3 C_3 CA_3 . . 120.7(2) ?
    N_4 C_3 CA_3 . . 116.5(2) ?
    CGA_3 CB_3 CA_3 . . 139.1(8) ?
    CGA_3 CB_3 CG_3 . . 31.4(7) ?
    CA_3 CB_3 CG_3 . . 107.8(3) ?
    OD2_3 CG_3 OD1_3 . . 124.2(4) ?
    OD2_3 CG_3 CB_3 . . 125.4(3) ?
    OD1_3 CG_3 CB_3 . . 110.4(3) ?
    OD1A_3 CGA_3 OD2A_3 . . 123.4(15) ?
    OD1A_3 CGA_3 CB_3 . . 129.1(15) ?
    OD2A_3 CGA_3 CB_3 . . 106.8(13) ?
    C_3 N_4 CA_4 . . 118.5(2) ?
    N_4 CA_4 CB_4 . . 109.3(2) ?
    N_4 CA_4 C_4 . . 111.3(2) ?
    CB_4 CA_4 C_4 . . 111.8(2) ?
    O_4 C_4 N_5 . . 122.2(2) ?
    O_4 C_4 CA_4 . . 120.9(2) ?
    N_5 C_4 CA_4 . . 116.9(2) ?
    OG1_4 CB_4 CG2_4 . . 108.8(2) ?
    OG1_4 CB_4 CA_4 . . 104.83(19) ?
    CG2_4 CB_4 CA_4 . . 112.4(2) ?
    C_12 OG1_4 CB_4 . . 117.7(2) ?
    C_4 N_5 CA_5 . . 121.5(2) ?
    N_5 CA_5 C_5 . . 111.6(2) ?
    N_5 CA_5 CB_5 . . 107.1(2) ?
    C_5 CA_5 CB_5 . . 111.3(2) ?
    O_5 C_5 N_6 . . 122.4(2) ?
    O_5 C_5 CA_5 . . 121.0(2) ?
    N_6 C_5 CA_5 . . 116.6(2) ?
    CG_5 CB_5 CA_5 . . 116.3(2) ?
    CB_5 CG_5 CD1_5 . . 112.0(2) ?
    CB_5 CG_5 CD2_5 . . 108.6(2) ?
    CD1_5 CG_5 CD2_5 . . 111.2(3) ?
    C_5 N_6 CA_6 . . 121.6(2) ?
    N_6 CA_6 CB_6 . . 111.5(2) ?
    N_6 CA_6 C_6 . . 113.0(2) ?
    CB_6 CA_6 C_6 . . 109.2(2) ?
    O_6 C_6 N_7 . . 121.7(3) ?
    O_6 C_6 CA_6 . . 119.9(2) ?
    N_7 C_6 CA_6 . . 118.3(2) ?
    CA_6 CB_6 CG_6 . . 115.8(2) ?
    CD1_6 CG_6 CD2_6 . . 111.0(3) ?
    CD1_6 CG_6 CB_6 . . 113.3(2) ?
    CD2_6 CG_6 CB_6 . . 108.7(3) ?
    C_6 N_7 CA_7 . . 121.1(2) ?
    N_7 CA_7 C_7 . . 113.4(2) ?
    N_7 CA_7 CB_7 . . 110.8(2) ?
    C_7 CA_7 CB_7 . . 107.0(2) ?
    O_7 C_7 N_8 . . 123.3(3) ?
    O_7 C_7 CA_7 . . 119.1(3) ?
    N_8 C_7 CA_7 . . 117.5(2) ?
    OG_7 CB_7 CA_7 . . 112.5(2) ?
    C_7 N_8 CA_8 . . 120.8(2) ?
    N_8 CA_8 C_8 . . 112.9(2) ?
    N_8 CA_8 CB_8 . . 110.4(2) ?
    C_8 CA_8 CB_8 . . 109.9(2) ?
    O_8 C_8 N_9 . . 121.1(3) ?
    O_8 C_8 CA_8 . . 119.2(3) ?
    N_9 C_8 CA_8 . . 119.7(2) ?
    CG_8 CB_8 CA_8 . . 115.0(3) ?
    CD2_8 CG_8 CD1_8 . . 109.3(4) ?
    CD2_8 CG_8 CB_8 . . 112.1(3) ?
    CD1_8 CG_8 CB_8 . . 108.8(4) ?
    C_8 N_9 CA_9 . . 120.2(2) ?
    N_9 CA_9 C_9 . . 113.9(2) ?
    N_9 CA_9 CB_9 . . 111.1(2) ?
    C_9 CA_9 CB_9 . . 109.3(2) ?
    O_9 C_9 N_10 . . 123.3(3) ?
    O_9 C_9 CA_9 . . 118.5(3) ?
    N_10 C_9 CA_9 . . 118.2(2) ?
    CG_9 CB_9 CA_9 . . 112.6(2) ?
    CD_9 CG_9 CB_9 . . 114.0(2) ?
    OE1_9 CD_9 NE2_9 . . 122.8(3) ?
    OE1_9 CD_9 CG_9 . . 120.9(3) ?
    NE2_9 CD_9 CG_9 . . 116.3(3) ?
    C_9 N_10 CA_10 . . 121.5(2) ?
    N_10 CA_10 CB_10 . . 110.0(3) ?
    N_10 CA_10 C_10 . . 107.4(2) ?
    CB_10 CA_10 C_10 . . 119.1(3) ?
    O_10 C_10 N_11 . . 121.5(3) ?
    O_10 C_10 CA_10 . . 120.8(3) ?
    N_11 C_10 CA_10 . . 117.6(3) ?
    CA_10 CB_10 CG_10 . . 114.3(3) ?
    CD2_10 CG_10 CD1_10 . . 108.9(4) ?
    CD2_10 CG_10 CB_10 . . 112.9(3) ?
    CD1_10 CG_10 CB_10 . . 108.8(3) ?
    C_10 N_11 CA_11 . . 120.7(3) ?
    N_11 CA_11 C_11 . . 108.2(3) ?
    N_11 CA_11 CB_11 . . 110.2(2) ?
    C_11 CA_11 CB_11 . . 112.0(3) ?
    O_11 C_11 N_12 . . 121.5(3) ?
    O_11 C_11 CA_11 . . 121.1(3) ?
    N_12 C_11 CA_11 . . 117.3(3) ?
    CG2_11 CB_11 CG1_11 . . 112.4(4) ?
    CG2_11 CB_11 CA_11 . . 110.7(3) ?
    CG1_11 CB_11 CA_11 . . 109.2(3) ?
    CB_11 CG1_11 CD_11 . . 114.8(4) ?
    C_11 N_12 CA_12 . . 119.4(2) ?
    N_12 CA_12 C_12 . . 110.1(2) ?
    N_12 CA_12 CB_12 . . 110.5(2) ?
    C_12 CA_12 CB_12 . . 111.3(2) ?
    O_12 C_12 OG1_4 . . 125.3(3) ?
    O_12 C_12 CA_12 . . 125.9(3) ?
    OG1_4 C_12 CA_12 . . 108.8(2) ?
    CG_12 CB_12 CA_12 . . 111.1(2) ?
    OD2_12 CG_12 OD1_12 . . 125.1(3) ?
    OD2_12 CG_12 CB_12 . . 122.6(3) ?
    OD1_12 CG_12 CB_12 . . 112.3(2) ?
