#------------------------------------------------------------------------------
#$Date: 2019-06-14 10:38:24 +0300 (Fri, 14 Jun 2019) $
#$Revision: 215957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/14/1551419.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1551419
loop_
_publ_author_name
'Russell R. A. Kitson'
'Chuan-Hsin Chang'
'Rui Xiong'
'Huw E. L. Williams'
'Adrienne L. Davis'
'William Lewis'
'Donna L. Dehn'
'David Siegel'
'S. Mark Roe'
'Chrisostomos Prodromou'
'David Ross'
'Christopher J. Moody'
_publ_section_title
;
 Synthesis of 19-substituted geldanamycins with altered conformations and
 their binding to heat shock protein Hsp90
;
_journal_name_full               'Nature Chemistry'
_journal_page_first              307
_journal_page_last               314
_journal_paper_doi               10.1038/nchem.1596
_journal_volume                  5
_journal_year                    2013
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C33 H42 N2 O10, C4 H8 O'
_chemical_formula_sum            'C37 H50 N2 O11'
_chemical_formula_weight         698.79
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 93.853(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.5002(7)
_cell_length_b                   10.3073(10)
_cell_length_c                   16.5868(17)
_cell_measurement_reflns_used    5445
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      75.61
_cell_measurement_theta_min      4.22
_cell_volume                     1791.1(3)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_molecular_graphics    ' ? '
_computing_publication_material
'enCIFer(Allen et al.,2004);PLATON(Spek,2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 10.3613
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0925
_diffrn_reflns_av_sigmaI/netI    0.0999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18836
_diffrn_reflns_theta_full        67.50
_diffrn_reflns_theta_max         75.80
_diffrn_reflns_theta_min         4.22
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.787
_exptl_absorpt_correction_T_max  1.23
_exptl_absorpt_correction_T_min  0.852
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) 
(compiled Jan  5 2010,16:28:46) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_description       plate
_exptl_crystal_F_000             748
_exptl_crystal_size_max          0.3928
_exptl_crystal_size_mid          0.1871
_exptl_crystal_size_min          0.0139
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.087
_refine_ls_abs_structure_details
'Flack H D (1983), Acta Cryst. A39, 876-881, 2381 Friedel pairs'
_refine_ls_abs_structure_Flack   0.2(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     459
_refine_ls_number_reflns         6786
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.1233
_refine_ls_R_factor_gt           0.0844
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0760P)²+4.4733P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1962
_refine_ls_wR_factor_ref         0.2266
_reflns_number_gt                4603
_reflns_number_total             6786
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            nchem.1596-s2.cif
_cod_data_source_block           RKCJMA
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1551419
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
N1 N 0.5637(5) 0.3041(5) 0.6630(3) 0.0268(11) Uani 1 1 d . . .
H1 H 0.6166 0.2385 0.6590 0.032 Uiso 1 1 calc R . .
C1 C 0.5586(6) 0.3922(6) 0.5999(4) 0.0303(14) Uani 1 1 d . . .
O1 O 0.6486(4) 0.4022(4) 0.5565(3) 0.0340(10) Uani 1 1 d . . .
C2 C 0.4354(5) 0.4630(6) 0.5793(4) 0.0251(13) Uani 1 1 d . . .
C22 C 0.4466(6) 0.5981(6) 0.5498(4) 0.0347(15) Uani 1 1 d . . .
H22A H 0.4272 0.6003 0.4911 0.052 Uiso 1 1 calc R . .
H22B H 0.5337 0.6296 0.5624 0.052 Uiso 1 1 calc R . .
H22C H 0.3862 0.6537 0.5762 0.052 Uiso 1 1 calc R . .
C3 C 0.3263(6) 0.3939(7) 0.5806(4) 0.0319(14) Uani 1 1 d . . .
H3 H 0.3324 0.3075 0.6003 0.038 Uiso 1 1 calc R . .
C4 C 0.2015(5) 0.4414(6) 0.5544(4) 0.0255(12) Uani 1 1 d . . .
H4 H 0.1963 0.5289 0.5364 0.031 Uiso 1 1 calc R . .
C5 C 0.0915(6) 0.3747(6) 0.5527(4) 0.0265(13) Uani 1 1 d . . .
H5 H 0.0163 0.4208 0.5351 0.032 Uiso 1 1 calc R . .
C6 C 0.0747(5) 0.2360(6) 0.5755(4) 0.0269(13) Uani 1 1 d . . .
H6 H 0.1551 0.2033 0.6043 0.032 Uiso 1 1 calc R . .
O2 O 0.0452(4) 0.1592(4) 0.5052(3) 0.0311(10) Uani 1 1 d . . .
C23 C 0.1579(6) 0.1293(7) 0.4641(4) 0.0323(14) Uani 1 1 d . . .
H23A H 0.2165 0.0778 0.4998 0.048 Uiso 1 1 calc R . .
H23B H 0.1999 0.2100 0.4495 0.048 Uiso 1 1 calc R . .
H23C H 0.1341 0.0796 0.4150 0.048 Uiso 1 1 calc R . .
C7 C -0.0350(5) 0.2234(6) 0.6305(4) 0.0251(13) Uani 1 1 d . . .
H7 H -0.1149 0.2579 0.6021 0.030 Uiso 1 1 calc R . .
O3 O -0.0502(4) 0.0863(4) 0.6464(3) 0.0275(10) Uani 1 1 d . . .
C24 C -0.1690(6) 0.0413(6) 0.6483(4) 0.0270(13) Uani 1 1 d . . .
O4 O -0.2648(4) 0.1068(4) 0.6327(3) 0.0328(10) Uani 1 1 d . . .
N2 N -0.1718(5) -0.0848(5) 0.6673(3) 0.0287(12) Uani 1 1 d . . .
H2A H -0.2454 -0.1252 0.6691 0.034 Uiso 1 1 calc R . .
H2B H -0.1000 -0.1274 0.6781 0.034 Uiso 1 1 calc R . .
C8 C -0.0087(6) 0.2947(6) 0.7087(4) 0.0273(13) Uani 1 1 d . . .
C25 C 0.1030(6) 0.2437(6) 0.7619(4) 0.0324(15) Uani 1 1 d . . .
H25A H 0.0955 0.1494 0.7673 0.049 Uiso 1 1 calc R . .
H25B H 0.1030 0.2840 0.8154 0.049 Uiso 1 1 calc R . .
H25C H 0.1829 0.2647 0.7374 0.049 Uiso 1 1 calc R . .
C9 C -0.0788(5) 0.3983(6) 0.7261(4) 0.0246(12) Uani 1 1 d . . .
H9 H -0.1457 0.4198 0.6869 0.029 Uiso 1 1 calc R . .
C10 C -0.0661(5) 0.4857(6) 0.7991(4) 0.0276(13) Uani 1 1 d . . .
H10 H 0.0103 0.4581 0.8342 0.033 Uiso 1 1 calc R . .
C26 C -0.1847(6) 0.4727(7) 0.8470(4) 0.0309(14) Uani 1 1 d . . .
H26A H -0.1730 0.5232 0.8970 0.046 Uiso 1 1 calc R . .
H26B H -0.1979 0.3812 0.8603 0.046 Uiso 1 1 calc R . .
H26C H -0.2594 0.5053 0.8146 0.046 Uiso 1 1 calc R . .
C11 C -0.0478(6) 0.6262(6) 0.7732(4) 0.0276(13) Uani 1 1 d . . .
H11 H -0.1244 0.6506 0.7374 0.033 Uiso 1 1 calc R . .
O5 O -0.0500(4) 0.7043(4) 0.8448(3) 0.0320(10) Uani 1 1 d . . .
H5A H -0.0479 0.7831 0.8321 0.048 Uiso 1 1 calc R . .
C12 C 0.0690(6) 0.6506(6) 0.7256(4) 0.0260(13) Uani 1 1 d . . .
H12 H 0.0536 0.6059 0.6723 0.031 Uiso 1 1 calc R . .
O6 O 0.0663(4) 0.7896(4) 0.7098(3) 0.0290(10) Uani 1 1 d . . .
C27 C 0.1476(6) 0.8311(7) 0.6493(4) 0.0382(16) Uani 1 1 d . . .
H27A H 0.2364 0.8308 0.6716 0.057 Uiso 1 1 calc R . .
H27B H 0.1237 0.9190 0.6317 0.057 Uiso 1 1 calc R . .
H27C H 0.1386 0.7719 0.6030 0.057 Uiso 1 1 calc R . .
C13 C 0.2001(5) 0.6045(6) 0.7623(4) 0.0271(13) Uani 1 1 d . . .
H13A H 0.2656 0.6401 0.7281 0.033 Uiso 1 1 calc R . .
H13B H 0.2025 0.5090 0.7565 0.033 Uiso 1 1 calc R . .
C14 C 0.2435(6) 0.6361(6) 0.8508(4) 0.0289(14) Uani 1 1 d . . .
H14 H 0.1838 0.5929 0.8869 0.035 Uiso 1 1 calc R . .
C28 C 0.2463(6) 0.7822(6) 0.8696(4) 0.0322(14) Uani 1 1 d . . .
H28A H 0.3046 0.8257 0.8346 0.048 Uiso 1 1 calc R . .
H28B H 0.2758 0.7956 0.9263 0.048 Uiso 1 1 calc R . .
H28C H 0.1603 0.8183 0.8598 0.048 Uiso 1 1 calc R . .
C15 C 0.3811(6) 0.5834(6) 0.8717(4) 0.0309(14) Uani 1 1 d . . .
H15A H 0.4425 0.6444 0.8494 0.037 Uiso 1 1 calc R . .
H15B H 0.3971 0.5836 0.9312 0.037 Uiso 1 1 calc R . .
C16 C 0.4087(5) 0.4501(6) 0.8414(4) 0.0256(13) Uani 1 1 d . . .
C17 C 0.3770(6) 0.3411(6) 0.8809(4) 0.0294(13) Uani 1 1 d . . .
O7 O 0.3110(5) 0.3517(5) 0.9474(3) 0.0464(13) Uani 1 1 d . . .
C29 C 0.3221(12) 0.2704(10) 1.0140(5) 0.076(3) Uani 1 1 d . . .
H29A H 0.2675 0.3024 1.0554 0.114 Uiso 1 1 calc R . .
H29B H 0.4111 0.2689 1.0360 0.114 Uiso 1 1 calc R . .
H29C H 0.2955 0.1825 0.9979 0.114 Uiso 1 1 calc R . .
C18 C 0.4064(7) 0.2088(7) 0.8494(4) 0.0359(15) Uani 1 1 d . . .
O8 O 0.3782(7) 0.1106(5) 0.8870(4) 0.0683(19) Uani 1 1 d . . .
C19 C 0.4622(6) 0.1976(6) 0.7708(4) 0.0278(13) Uani 1 1 d . . .
C30 C 0.4775(5) 0.0682(6) 0.7372(4) 0.0259(13) Uani 1 1 d . . .
O10 O 0.4563(4) 0.0540(4) 0.6560(3) 0.0289(9) Uani 1 1 d . . .
C31 C 0.5080(6) -0.0502(6) 0.7713(4) 0.0308(14) Uani 1 1 d . . .
H31 H 0.5252 -0.0680 0.8272 0.037 Uiso 1 1 calc R . .
C32 C 0.5089(6) -0.1405(7) 0.7072(4) 0.0332(15) Uani 1 1 d . . .
H32 H 0.5282 -0.2304 0.7115 0.040 Uiso 1 1 calc R . .
C33 C 0.4770(6) -0.0745(6) 0.6386(4) 0.0319(14) Uani 1 1 d . . .
H33 H 0.4700 -0.1112 0.5860 0.038 Uiso 1 1 calc R . .
C20 C 0.4962(6) 0.3063(6) 0.7314(4) 0.0257(13) Uani 1 1 d . . .
C21 C 0.4753(5) 0.4365(6) 0.7680(4) 0.0245(13) Uani 1 1 d . . .
O9 O 0.5225(4) 0.5343(4) 0.7368(3) 0.0318(10) Uani 1 1 d . . .
O11 O -0.0487(5) 0.9817(5) 0.8590(3) 0.0403(11) Uani 1 1 d . . .
C34 C 0.0202(7) 1.0284(7) 0.9305(5) 0.0432(18) Uani 1 1 d . . .
H34A H 0.1083 1.0525 0.9186 0.052 Uiso 1 1 calc R . .
H34B H 0.0246 0.9605 0.9728 0.052 Uiso 1 1 calc R . .
C35 C -0.0498(7) 1.1443(7) 0.9584(4) 0.0375(16) Uani 1 1 d . . .
H35A H -0.0222 1.2245 0.9318 0.045 Uiso 1 1 calc R . .
H35B H -0.0380 1.1549 1.0178 0.045 Uiso 1 1 calc R . .
C36 C -0.1868(7) 1.1097(7) 0.9319(4) 0.0404(17) Uani 1 1 d . . .
H36A H -0.2233 1.0480 0.9698 0.048 Uiso 1 1 calc R . .
H36B H -0.2414 1.1879 0.9267 0.048 Uiso 1 1 calc R . .
C37 C -0.1705(6) 1.0482(7) 0.8514(4) 0.0356(15) Uani 1 1 d . . .
H37A H -0.2405 0.9860 0.8377 0.043 Uiso 1 1 calc R . .
H37B H -0.1706 1.1151 0.8086 0.043 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C20 N1 C1 128.0(5) . .
C20 N1 H1 116.0 . .
C1 N1 H1 116.0 . .
O1 C1 N1 120.4(6) . .
O1 C1 C2 120.5(6) . .
N1 C1 C2 118.6(6) . .
C3 C2 C22 125.9(6) . .
C3 C2 C1 117.2(6) . .
C22 C2 C1 116.4(5) . .
C2 C22 H22A 109.5 . .
C2 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C2 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C2 C3 C4 124.9(6) . .
C2 C3 H3 117.5 . .
C4 C3 H3 117.5 . .
C5 C4 C3 126.7(6) . .
C5 C4 H4 116.7 . .
C3 C4 H4 116.7 . .
C4 C5 C6 127.0(6) . .
C4 C5 H5 116.5 . .
C6 C5 H5 116.5 . .
O2 C6 C5 110.3(5) . .
O2 C6 C7 108.1(5) . .
C5 C6 C7 109.9(5) . .
O2 C6 H6 109.5 . .
C5 C6 H6 109.5 . .
C7 C6 H6 109.5 . .
C6 O2 C23 111.5(4) . .
O2 C23 H23A 109.5 . .
O2 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
O2 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
O3 C7 C8 109.6(5) . .
O3 C7 C6 106.9(5) . .
C8 C7 C6 112.0(5) . .
O3 C7 H7 109.4 . .
C8 C7 H7 109.4 . .
C6 C7 H7 109.4 . .
C24 O3 C7 117.3(4) . .
O4 C24 O3 124.1(6) . .
O4 C24 N2 123.7(6) . .
O3 C24 N2 112.3(5) . .
C24 N2 H2A 120.0 . .
C24 N2 H2B 120.0 . .
H2A N2 H2B 120.0 . .
C9 C8 C7 120.3(5) . .
C9 C8 C25 124.5(6) . .
C7 C8 C25 115.1(5) . .
C8 C25 H25A 109.5 . .
C8 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C8 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C8 C9 C10 129.0(5) . .
C8 C9 H9 115.5 . .
C10 C9 H9 115.5 . .
C9 C10 C11 110.3(5) . .
C9 C10 C26 109.6(5) . .
C11 C10 C26 110.6(5) . .
C9 C10 H10 108.8 . .
C11 C10 H10 108.8 . .
C26 C10 H10 108.8 . .
C10 C26 H26A 109.5 . .
C10 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C10 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
O5 C11 C12 113.2(5) . .
O5 C11 C10 106.9(5) . .
C12 C11 C10 115.0(5) . .
O5 C11 H11 107.1 . .
C12 C11 H11 107.1 . .
C10 C11 H11 107.1 . .
C11 O5 H5A 109.5 . .
O6 C12 C11 104.4(5) . .
O6 C12 C13 112.4(5) . .
C11 C12 C13 118.2(5) . .
O6 C12 H12 107.1 . .
C11 C12 H12 107.1 . .
C13 C12 H12 107.1 . .
C27 O6 C12 114.6(5) . .
O6 C27 H27A 109.5 . .
O6 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
O6 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C12 C13 C14 120.6(5) . .
C12 C13 H13A 107.2 . .
C14 C13 H13A 107.2 . .
C12 C13 H13B 107.2 . .
C14 C13 H13B 107.2 . .
H13A C13 H13B 106.8 . .
C28 C14 C13 113.6(5) . .
C28 C14 C15 106.9(5) . .
C13 C14 C15 110.3(5) . .
C28 C14 H14 108.6 . .
C13 C14 H14 108.6 . .
C15 C14 H14 108.6 . .
C14 C28 H28A 109.5 . .
C14 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C14 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C16 C15 C14 116.3(5) . .
C16 C15 H15A 108.2 . .
C14 C15 H15A 108.2 . .
C16 C15 H15B 108.2 . .
C14 C15 H15B 108.2 . .
H15A C15 H15B 107.4 . .
C17 C16 C21 118.3(6) . .
C17 C16 C15 122.7(6) . .
C21 C16 C15 119.0(6) . .
O7 C17 C16 119.1(6) . .
O7 C17 C18 119.2(6) . .
C16 C17 C18 121.5(6) . .
C17 O7 C29 125.8(6) . .
O7 C29 H29A 109.5 . .
O7 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
O7 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
O8 C18 C19 120.5(6) . .
O8 C18 C17 120.5(6) . .
C19 C18 C17 118.9(6) . .
C20 C19 C30 122.1(6) . .
C20 C19 C18 119.8(6) . .
C30 C19 C18 118.1(6) . .
O10 C30 C31 109.4(5) . .
O10 C30 C19 117.5(5) . .
C31 C30 C19 133.1(6) . .
C30 O10 C33 107.1(5) . .
C30 C31 C32 106.7(6) . .
C30 C31 H31 126.6 . .
C32 C31 H31 126.6 . .
C33 C32 C31 106.8(6) . .
C33 C32 H32 126.6 . .
C31 C32 H32 126.6 . .
C32 C33 O10 110.1(6) . .
C32 C33 H33 125.0 . .
O10 C33 H33 125.0 . .
C19 C20 N1 123.3(6) . .
C19 C20 C21 119.7(6) . .
N1 C20 C21 116.5(5) . .
O9 C21 C16 119.7(6) . .
O9 C21 C20 118.9(6) . .
C16 C21 C20 121.3(5) . .
C34 O11 C37 107.9(5) . .
O11 C34 C35 107.1(5) . .
O11 C34 H34A 110.3 . .
C35 C34 H34A 110.3 . .
O11 C34 H34B 110.3 . .
C35 C34 H34B 110.3 . .
H34A C34 H34B 108.5 . .
C34 C35 C36 101.5(6) . .
C34 C35 H35A 111.5 . .
C36 C35 H35A 111.5 . .
C34 C35 H35B 111.5 . .
C36 C35 H35B 111.5 . .
H35A C35 H35B 109.3 . .
C37 C36 C35 101.2(6) . .
C37 C36 H36A 111.5 . .
C35 C36 H36A 111.5 . .
C37 C36 H36B 111.5 . .
C35 C36 H36B 111.5 . .
H36A C36 H36B 109.3 . .
O11 C37 C36 106.0(5) . .
O11 C37 H37A 110.5 . .
C36 C37 H37A 110.5 . .
O11 C37 H37B 110.5 . .
C36 C37 H37B 110.5 . .
H37A C37 H37B 108.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C20 1.377(8) .
N1 C1 1.384(8) .
N1 H1 0.8800 .
C1 O1 1.230(8) .
C1 C2 1.505(8) .
C2 C3 1.351(9) .
C2 C22 1.483(9) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C3 C4 1.439(9) .
C3 H3 0.9500 .
C4 C5 1.342(8) .
C4 H4 0.9500 .
C5 C6 1.493(9) .
C5 H5 0.9500 .
C6 O2 1.427(7) .
C6 C7 1.521(8) .
C6 H6 1.0000 .
O2 C23 1.438(7) .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C7 O3 1.448(7) .
C7 C8 1.501(9) .
C7 H7 1.0000 .
O3 C24 1.333(7) .
C24 O4 1.225(7) .
C24 N2 1.338(8) .
N2 H2A 0.8800 .
N2 H2B 0.8800 .
C8 C9 1.339(8) .
C8 C25 1.514(9) .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C9 C10 1.508(9) .
C9 H9 0.9500 .
C10 C11 1.526(9) .
C10 C26 1.528(8) .
C10 H10 1.0000 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C11 O5 1.435(8) .
C11 C12 1.524(8) .
C11 H11 1.0000 .
O5 H5A 0.8400 .
C12 O6 1.456(7) .
C12 C13 1.542(8) .
C12 H12 1.0000 .
O6 C27 1.427(8) .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C13 C14 1.542(9) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C28 1.537(9) .
C14 C15 1.561(8) .
C14 H14 1.0000 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C15 C16 1.498(9) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 C17 1.353(9) .
C16 C21 1.451(9) .
C17 O7 1.346(8) .
C17 C18 1.500(10) .
O7 C29 1.386(10) .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C18 O8 1.236(9) .
C18 C19 1.469(9) .
C19 C20 1.357(9) .
C19 C30 1.459(9) .
C30 O10 1.358(8) .
C30 C31 1.374(9) .
O10 C33 1.376(8) .
C31 C32 1.415(9) .
C31 H31 0.9500 .
C32 C33 1.348(10) .
C32 H32 0.9500 .
C33 H33 0.9500 .
C20 C21 1.495(9) .
C21 O9 1.250(7) .
O11 C34 1.430(8) .
O11 C37 1.449(8) .
C34 C35 1.492(10) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 C36 1.518(10) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C36 C37 1.498(10) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
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
N1 H1 O4 0.88 1.91 2.784(7) 170.6 1_655
N2 H2B O6 0.88 1.98 2.861(6) 174.6 1_545
O5 H5A O11 0.84 2.10 2.869(6) 153.1 .
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
C20 N1 C1 O1 157.3(6) . . . .
C20 N1 C1 C2 -30.1(9) . . . .
O1 C1 C2 C3 131.5(7) . . . .
N1 C1 C2 C3 -41.1(8) . . . .
O1 C1 C2 C22 -41.3(9) . . . .
N1 C1 C2 C22 146.1(6) . . . .
C22 C2 C3 C4 -1.0(11) . . . .
C1 C2 C3 C4 -173.0(6) . . . .
C2 C3 C4 C5 178.1(7) . . . .
C3 C4 C5 C6 -1.7(11) . . . .
C4 C5 C6 O2 -108.0(7) . . . .
C4 C5 C6 C7 132.9(7) . . . .
C5 C6 O2 C23 79.6(6) . . . .
C7 C6 O2 C23 -160.1(5) . . . .
O2 C6 C7 O3 56.4(6) . . . .
C5 C6 C7 O3 176.9(5) . . . .
O2 C6 C7 C8 176.5(5) . . . .
C5 C6 C7 C8 -63.0(6) . . . .
C8 C7 O3 C24 97.7(6) . . . .
C6 C7 O3 C24 -140.7(5) . . . .
C7 O3 C24 O4 4.7(9) . . . .
C7 O3 C24 N2 -177.0(5) . . . .
O3 C7 C8 C9 -128.0(6) . . . .
C6 C7 C8 C9 113.6(6) . . . .
O3 C7 C8 C25 54.4(7) . . . .
C6 C7 C8 C25 -64.0(7) . . . .
C7 C8 C9 C10 -177.9(6) . . . .
C25 C8 C9 C10 -0.5(10) . . . .
C8 C9 C10 C11 123.0(7) . . . .
C8 C9 C10 C26 -115.0(7) . . . .
C9 C10 C11 O5 174.1(4) . . . .
C26 C10 C11 O5 52.7(6) . . . .
C9 C10 C11 C12 -59.3(6) . . . .
C26 C10 C11 C12 179.3(5) . . . .
O5 C11 C12 O6 -55.7(6) . . . .
C10 C11 C12 O6 -179.0(5) . . . .
O5 C11 C12 C13 70.0(7) . . . .
C10 C11 C12 C13 -53.3(7) . . . .
C11 C12 O6 C27 -165.2(5) . . . .
C13 C12 O6 C27 65.5(7) . . . .
O6 C12 C13 C14 73.3(7) . . . .
C11 C12 C13 C14 -48.4(8) . . . .
C12 C13 C14 C28 -57.8(8) . . . .
C12 C13 C14 C15 -177.8(5) . . . .
C28 C14 C15 C16 -167.0(6) . . . .
C13 C14 C15 C16 -43.0(8) . . . .
C14 C15 C16 C17 -82.6(8) . . . .
C14 C15 C16 C21 99.1(7) . . . .
C21 C16 C17 O7 -177.5(5) . . . .
C15 C16 C17 O7 4.2(9) . . . .
C21 C16 C17 C18 -1.4(9) . . . .
C15 C16 C17 C18 -179.7(6) . . . .
C16 C17 O7 C29 -146.8(9) . . . .
C18 C17 O7 C29 37.0(11) . . . .
O7 C17 C18 O8 -4.9(10) . . . .
C16 C17 C18 O8 178.9(7) . . . .
O7 C17 C18 C19 171.5(6) . . . .
C16 C17 C18 C19 -4.6(9) . . . .
O8 C18 C19 C20 -178.0(7) . . . .
C17 C18 C19 C20 5.5(9) . . . .
O8 C18 C19 C30 2.8(10) . . . .
C17 C18 C19 C30 -173.6(6) . . . .
C20 C19 C30 O10 -36.5(8) . . . .
C18 C19 C30 O10 142.6(5) . . . .
C20 C19 C30 C31 145.1(7) . . . .
C18 C19 C30 C31 -35.8(10) . . . .
C31 C30 O10 C33 -1.6(6) . . . .
C19 C30 O10 C33 179.6(5) . . . .
O10 C30 C31 C32 1.7(7) . . . .
C19 C30 C31 C32 -179.8(6) . . . .
C30 C31 C32 C33 -1.2(7) . . . .
C31 C32 C33 O10 0.2(7) . . . .
C30 O10 C33 C32 0.9(7) . . . .
C30 C19 C20 N1 -9.5(9) . . . .
C18 C19 C20 N1 171.4(6) . . . .
C30 C19 C20 C21 178.5(5) . . . .
C18 C19 C20 C21 -0.5(8) . . . .
C1 N1 C20 C19 150.0(6) . . . .
C1 N1 C20 C21 -37.9(8) . . . .
C17 C16 C21 O9 -169.4(6) . . . .
C15 C16 C21 O9 8.9(8) . . . .
C17 C16 C21 C20 6.6(8) . . . .
C15 C16 C21 C20 -175.0(5) . . . .
C19 C20 C21 O9 170.4(6) . . . .
N1 C20 C21 O9 -2.1(8) . . . .
C19 C20 C21 C16 -5.7(8) . . . .
N1 C20 C21 C16 -178.2(5) . . . .
C37 O11 C34 C35 -11.2(8) . . . .
O11 C34 C35 C36 32.0(8) . . . .
C34 C35 C36 C37 -39.5(7) . . . .
C34 O11 C37 C36 -14.9(7) . . . .
C35 C36 C37 O11 34.0(7) . . . .
