#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:12:37 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178425 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/46/4024615.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_4024615
loop_
_publ_author_name
'Carlos Saavedra'
'Rosendo Hernández'
'Alicia Boto'
'Eleuterio Álvarez'
_publ_section_title
;
Catalytic, One-Pot Synthesis of β-Amino Acids from α-Amino Acids.
Preparation of α,β-Peptide Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4655
_journal_page_last               4665
_journal_paper_doi               10.1021/jo9004487
_journal_volume                  74
_journal_year                    2009
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C26 H32 I N3 O5, C H Cl3'
_chemical_formula_sum            'C27 H33 Cl3 I N3 O5'
_chemical_formula_weight         712.81
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   34.192
_cell_length_b                   8.269
_cell_length_c                   11.228
_cell_measurement_reflns_used    7616
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.35
_cell_measurement_theta_min      2.38
_cell_volume                     3174.5
_computing_cell_refinement       'Bruker (2006). APEX 2. Version 2.1.'
_computing_data_collection       'Bruker (2006). APEX 2. Version 2.1.'
_computing_data_reduction        'Bruker (2006). APEX 2. Version 2.1.'
_computing_molecular_graphics    'XP, SHELXTL v. 6.14 (Bruker, 2003)'
_computing_publication_material  'XCIF, SHELXTL v. 6.14 (Bruker, 2003)'
_computing_structure_refinement  'XL, SHELXTL v. 6.14 (Bruker, 2003)'
_computing_structure_solution    'Bruker (2006). APEX 2. Version 2.1.'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
;
 Bruker-Nonius X8kappa APEX II CCD area detector'
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_sigmaI/netI    0.0268
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            57660
_diffrn_reflns_theta_full        30.61
_diffrn_reflns_theta_max         30.61
_diffrn_reflns_theta_min         1.91
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.300
_exptl_absorpt_correction_T_max  0.8702
_exptl_absorpt_correction_T_min  0.7455
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS, Bruker (2006). APEX 2. Version 2.1. Bruker Analytical
 X-ray Solutions, Madison, Wisconsin, USA.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.015(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         9611
_refine_ls_number_restraints     120
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0382
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0693P)²+0.5899P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1071
_refine_ls_wR_factor_ref         0.1136
_reflns_number_gt                7899
_reflns_number_total             9611
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo9004487_si_014.cif
_cod_data_source_block           105
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2
_cod_database_code               4024615
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, 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
I1 I 0.458446(7) 1.31163(3) -0.248293(19) 0.06222(9) Uani 1 1 d . . .
O1 O 0.67083(6) 1.0059(3) 0.44300(18) 0.0423(5) Uani 1 1 d . . .
O2 O 0.72895(5) 1.0945(3) 0.37901(18) 0.0440(5) Uani 1 1 d . . .
O3 O 0.59092(5) 1.0298(2) 0.18383(15) 0.0320(4) Uani 1 1 d . . .
O1" O 0.53460(5) 0.7982(2) 0.39407(16) 0.0316(3) Uani 1 1 d . . .
O1' O 0.69495(5) 0.6179(2) 0.33246(19) 0.0384(4) Uani 1 1 d . . .
N1 N 0.66093(5) 0.8177(2) 0.24401(18) 0.0260(3) Uani 1 1 d D . .
H1N H 0.6393(6) 0.875(3) 0.238(3) 0.031 Uiso 1 1 d D . .
N2 N 0.59973(5) 0.8014(3) 0.43677(16) 0.0257(4) Uani 1 1 d D . .
H2N H 0.6211(7) 0.865(3) 0.438(3) 0.031 Uiso 1 1 d D . .
N3 N 0.54527(6) 1.1207(2) 0.31162(17) 0.0261(4) Uani 1 1 d D . .
H3N H 0.5191(6) 1.140(4) 0.338(3) 0.031 Uiso 1 1 d D . .
C1 C 0.69584(7) 1.0115(3) 0.3679(2) 0.0307(5) Uani 1 1 d . . .
C2 C 0.69382(6) 0.9276(2) 0.2467(2) 0.0268(4) Uani 1 1 d . . .
H2 H 0.7184 0.8642 0.2346 0.032 Uiso 1 1 calc R . .
C3 C 0.69036(7) 1.0550(3) 0.1464(2) 0.0302(5) Uani 1 1 d . . .
H3A H 0.6641 1.1053 0.1499 0.036 Uiso 1 1 calc R . .
H3B H 0.7100 1.1412 0.1599 0.036 Uiso 1 1 calc R . .
C4 C 0.69652(8) 0.9836(3) 0.0244(2) 0.0320(5) Uani 1 1 d . . .
C5 C 0.73223(9) 1.0021(4) -0.0338(3) 0.0461(7) Uani 1 1 d . . .
H5 H 0.7531 1.0569 0.0048 0.055 Uiso 1 1 calc R . .
C6 C 0.73750(12) 0.9409(5) -0.1483(3) 0.0621(10) Uani 1 1 d . . .
H6 H 0.7619 0.9542 -0.1877 0.075 Uiso 1 1 calc R . .
C7 C 0.70689(15) 0.8598(5) -0.2051(3) 0.0675(11) Uani 1 1 d . . .
H7 H 0.7101 0.8183 -0.2833 0.081 Uiso 1 1 calc R . .
C8 C 0.67228(13) 0.8411(4) -0.1462(3) 0.0592(9) Uani 1 1 d . . .
H8 H 0.6515 0.7847 -0.1840 0.071 Uiso 1 1 calc R . .
C9 C 0.66676(10) 0.9019(4) -0.0332(3) 0.0441(6) Uani 1 1 d . . .
H9 H 0.6423 0.8876 0.0055 0.053 Uiso 1 1 calc R . .
C10 C 0.73325(10) 1.1872(5) 0.4882(3) 0.0590(9) Uani 1 1 d . . .
H10A H 0.7194 1.2904 0.4803 0.088 Uiso 1 1 calc R . .
H10B H 0.7611 1.2078 0.5031 0.088 Uiso 1 1 calc R . .
H10C H 0.7222 1.1260 0.5550 0.088 Uiso 1 1 calc R . .
C11 C 0.55953(6) 1.1004(3) 0.2009(2) 0.0249(4) Uani 1 1 d . . .
C12 C 0.53633(6) 1.1638(3) 0.0979(2) 0.0261(4) Uani 1 1 d . . .
C13 C 0.54890(8) 1.1241(4) -0.0156(2) 0.0407(6) Uani 1 1 d . . .
H13 H 0.5723 1.0638 -0.0256 0.049 Uiso 1 1 calc R . .
C14 C 0.52759(9) 1.1717(4) -0.1151(2) 0.0476(7) Uani 1 1 d . . .
H14 H 0.5365 1.1453 -0.1928 0.057 Uiso 1 1 calc R . .
C15 C 0.49350(8) 1.2572(3) -0.1002(2) 0.0366(5) Uani 1 1 d . . .
C16 C 0.48102(8) 1.3033(4) 0.0120(2) 0.0386(6) Uani 1 1 d . . .
H16 H 0.4580 1.3664 0.0213 0.046 Uiso 1 1 calc R . .
C17 C 0.50249(8) 1.2564(3) 0.1106(2) 0.0352(5) Uani 1 1 d . . .
H17 H 0.4941 1.2877 0.1879 0.042 Uiso 1 1 calc R . .
C1" C 0.56533(6) 0.8724(3) 0.41294(19) 0.0243(4) Uani 1 1 d . . .
C2" C 0.56694(6) 1.0568(3) 0.4124(2) 0.0259(4) Uani 1 1 d . . .
H2" H 0.5949 1.0904 0.4041 0.031 Uiso 1 1 calc R . .
C3" C 0.55108(8) 1.1267(3) 0.5294(2) 0.0347(5) Uani 1 1 d . . .
H3"1 H 0.5559 1.2434 0.5317 0.052 Uiso 1 1 calc R . .
H3"2 H 0.5643 1.0748 0.5968 0.052 Uiso 1 1 calc R . .
H3"3 H 0.5229 1.1064 0.5345 0.052 Uiso 1 1 calc R . .
C1' C 0.66366(6) 0.6705(3) 0.2956(2) 0.0261(4) Uani 1 1 d . . .
C2' C 0.62517(7) 0.5756(3) 0.3115(2) 0.0291(4) Uani 1 1 d . . .
C3' C 0.60713(7) 0.6270(3) 0.4335(2) 0.0320(5) Uani 1 1 d . . .
H3' H 0.5814 0.5706 0.4421 0.038 Uiso 1 1 calc R . .
C4' C 0.63200(9) 0.5833(4) 0.5410(3) 0.0503(8) Uani 1 1 d . . .
H4'1 H 0.6575 0.6369 0.5347 0.075 Uiso 1 1 calc R . .
H4'2 H 0.6358 0.4659 0.5437 0.075 Uiso 1 1 calc R . .
H4'3 H 0.6188 0.6191 0.6138 0.075 Uiso 1 1 calc R . .
C5' C 0.63440(10) 0.3945(3) 0.3134(4) 0.0497(7) Uani 1 1 d . . .
H5'1 H 0.6108 0.3340 0.3354 0.075 Uiso 1 1 calc R . .
H5'2 H 0.6551 0.3733 0.3718 0.075 Uiso 1 1 calc R . .
H5'3 H 0.6432 0.3602 0.2343 0.075 Uiso 1 1 calc R . .
C6' C 0.59611(7) 0.6083(3) 0.2107(2) 0.0342(5) Uani 1 1 d . . .
H6'1 H 0.6086 0.5852 0.1340 0.051 Uiso 1 1 calc R . .
H6'2 H 0.5880 0.7219 0.2131 0.051 Uiso 1 1 calc R . .
H6'3 H 0.5731 0.5387 0.2206 0.051 Uiso 1 1 calc R . .
C18 C 0.66545(9) 0.2844(4) 0.8267(3) 0.0520(8) Uani 1 1 d D . .
H18 H 0.6788 0.1800 0.8461 0.062 Uiso 1 1 calc R A 1
Cl1A Cl 0.6984(3) 0.4100(14) 0.7491(8) 0.033(3) Uani 0.40 1 d PDU B 1
Cl2A Cl 0.6240(3) 0.2453(15) 0.7536(10) 0.169(6) Uani 0.40 1 d PDU B 1
Cl3A Cl 0.6545(4) 0.3856(14) 0.9587(10) 0.137(5) Uani 0.40 1 d PDU B 1
Cl1B Cl 0.6993(5) 0.417(2) 0.7565(16) 0.044(5) Uani 0.30 1 d PDU B 2
Cl2B Cl 0.6282(3) 0.2089(16) 0.7289(7) 0.0557(17) Uani 0.30 1 d PDU B 2
Cl3B Cl 0.6445(3) 0.3727(10) 0.9529(6) 0.0597(15) Uani 0.30 1 d PDU B 2
Cl1C Cl 0.6967(4) 0.409(2) 0.7547(18) 0.105(4) Uani 0.30 1 d PDU B 3
Cl2C Cl 0.6367(4) 0.204(2) 0.7123(13) 0.096(5) Uani 0.30 1 d PDU B 3
Cl3C Cl 0.6365(5) 0.394(2) 0.9238(13) 0.153(6) Uani 0.30 1 d PDU B 3
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'
Cl Cl 0.1484 0.1585 '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'
I I -0.4742 1.8119 '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
_geom_angle_publ_flag
C1 O2 C10 115.9(2) . . ?
C1' N1 C2 120.20(18) . . ?
C1' N1 H1N 125.4(19) . . ?
C2 N1 H1N 108.3(19) . . ?
C1" N2 C3' 125.3(2) . . ?
C1" N2 H2N 117.3(19) . . ?
C3' N2 H2N 115.9(19) . . ?
C11 N3 C2" 119.30(17) . . ?
C11 N3 H3N 130.0(18) . . ?
C2" N3 H3N 107.6(18) . . ?
O1 C1 O2 124.0(2) . . ?
O1 C1 C2 125.1(2) . . ?
O2 C1 C2 110.9(2) . . ?
N1 C2 C1 109.83(19) . . ?
N1 C2 C3 110.67(19) . . ?
C1 C2 C3 109.98(19) . . ?
N1 C2 H2 108.8 . . ?
C1 C2 H2 108.8 . . ?
C3 C2 H2 108.8 . . ?
C4 C3 C2 112.6(2) . . ?
C4 C3 H3A 109.1 . . ?
C2 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
C9 C4 C5 118.6(3) . . ?
C9 C4 C3 120.9(2) . . ?
C5 C4 C3 120.4(3) . . ?
C6 C5 C4 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 119.9(3) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C8 C7 C6 118.9(3) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C7 C8 C9 121.6(4) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C8 C9 C4 120.6(3) . . ?
C8 C9 H9 119.7 . . ?
C4 C9 H9 119.7 . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O3 C11 N3 121.1(2) . . ?
O3 C11 C12 120.3(2) . . ?
N3 C11 C12 118.52(18) . . ?
C13 C12 C17 118.8(2) . . ?
C13 C12 C11 117.6(2) . . ?
C17 C12 C11 123.6(2) . . ?
C12 C13 C14 120.7(2) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 119.5(2) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C14 C15 C16 121.0(2) . . ?
C14 C15 I1 119.9(2) . . ?
C16 C15 I1 119.08(19) . . ?
C17 C16 C15 119.2(2) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C12 120.9(2) . . ?
C16 C17 H17 119.6 . . ?
C12 C17 H17 119.6 . . ?
O1" C1" N2 124.2(2) . . ?
O1" C1" C2" 121.8(2) . . ?
N2 C1" C2" 114.01(19) . . ?
N3 C2" C1" 110.40(19) . . ?
N3 C2" C3" 110.47(19) . . ?
C1" C2" C3" 111.1(2) . . ?
N3 C2" H2" 108.2 . . ?
C1" C2" H2" 108.2 . . ?
C3" C2" H2" 108.2 . . ?
C2" C3" H3"1 109.5 . . ?
C2" C3" H3"2 109.5 . . ?
H3"1 C3" H3"2 109.5 . . ?
C2" C3" H3"3 109.5 . . ?
H3"1 C3" H3"3 109.5 . . ?
H3"2 C3" H3"3 109.5 . . ?
O1' C1' N1 121.6(2) . . ?
O1' C1' C2' 121.6(2) . . ?
N1 C1' C2' 116.69(18) . . ?
C6' C2' C5' 108.5(2) . . ?
C6' C2' C1' 112.22(19) . . ?
C5' C2' C1' 108.9(2) . . ?
C6' C2' C3' 110.14(19) . . ?
C5' C2' C3' 109.6(2) . . ?
C1' C2' C3' 107.49(19) . . ?
N2 C3' C4' 108.1(2) . . ?
N2 C3' C2' 111.00(18) . . ?
C4' C3' C2' 114.3(2) . . ?
N2 C3' H3' 107.8 . . ?
C4' C3' H3' 107.8 . . ?
C2' C3' H3' 107.8 . . ?
C3' C4' H4'1 109.5 . . ?
C3' C4' H4'2 109.5 . . ?
H4'1 C4' H4'2 109.5 . . ?
C3' C4' H4'3 109.5 . . ?
H4'1 C4' H4'3 109.5 . . ?
H4'2 C4' H4'3 109.5 . . ?
C2' C5' H5'1 109.5 . . ?
C2' C5' H5'2 109.5 . . ?
H5'1 C5' H5'2 109.5 . . ?
C2' C5' H5'3 109.5 . . ?
H5'1 C5' H5'3 109.5 . . ?
H5'2 C5' H5'3 109.5 . . ?
C2' C6' H6'1 109.5 . . ?
C2' C6' H6'2 109.5 . . ?
H6'1 C6' H6'2 109.5 . . ?
C2' C6' H6'3 109.5 . . ?
H6'1 C6' H6'3 109.5 . . ?
H6'2 C6' H6'3 109.5 . . ?
Cl2A C18 Cl1C 114.8(8) . . ?
Cl2A C18 Cl3C 85.7(9) . . ?
Cl1C C18 Cl3C 110.0(10) . . ?
Cl2A C18 Cl3A 109.2(7) . . ?
Cl1C C18 Cl3A 104.4(9) . . ?
Cl2A C18 Cl3B 97.5(6) . . ?
Cl1C C18 Cl3B 113.0(8) . . ?
Cl1C C18 Cl2C 103.7(9) . . ?
Cl3C C18 Cl2C 109.9(10) . . ?
Cl3A C18 Cl2C 133.3(8) . . ?
Cl3B C18 Cl2C 121.6(6) . . ?
Cl2A C18 Cl1A 114.4(6) . . ?
Cl3C C18 Cl1A 111.6(8) . . ?
Cl3A C18 Cl1A 106.0(6) . . ?
Cl3B C18 Cl1A 114.6(5) . . ?
Cl2C C18 Cl1A 102.8(6) . . ?
Cl2A C18 Cl1B 117.0(7) . . ?
Cl3C C18 Cl1B 109.2(9) . . ?
Cl3A C18 Cl1B 102.8(8) . . ?
Cl3B C18 Cl1B 111.7(7) . . ?
Cl2C C18 Cl1B 106.0(8) . . ?
Cl1C C18 Cl2B 111.6(8) . . ?
Cl3C C18 Cl2B 99.3(8) . . ?
Cl3A C18 Cl2B 122.4(6) . . ?
Cl3B C18 Cl2B 110.5(5) . . ?
Cl1A C18 Cl2B 110.8(5) . . ?
Cl1B C18 Cl2B 113.9(7) . . ?
Cl2A C18 H18 109.0 . . ?
Cl1C C18 H18 110.2 . . ?
Cl3C C18 H18 125.1 . . ?
Cl3A C18 H18 109.0 . . ?
Cl3B C18 H18 111.7 . . ?
Cl2C C18 H18 95.0 . . ?
Cl1A C18 H18 109.0 . . ?
Cl1B C18 H18 109.4 . . ?
Cl2B C18 H18 99.0 . . ?
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
I1 C15 2.099(2) . ?
O1 C1 1.202(3) . ?
O2 C1 1.330(3) . ?
O2 C10 1.454(4) . ?
O3 C11 1.237(3) . ?
O1" C1" 1.235(3) . ?
O1' C1' 1.227(3) . ?
N1 C1' 1.351(3) . ?
N1 C2 1.446(3) . ?
N1 H1N 0.881(17) . ?
N2 C1" 1.341(3) . ?
N2 C3' 1.465(3) . ?
N2 H2N 0.901(17) . ?
N3 C11 1.346(3) . ?
N3 C2" 1.453(3) . ?
N3 H3N 0.956(17) . ?
C1 C2 1.529(4) . ?
C2 C3 1.547(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.506(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C9 1.382(4) . ?
C4 C5 1.393(4) . ?
C5 C6 1.393(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.397(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.364(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.378(4) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.497(3) . ?
C12 C13 1.384(3) . ?
C12 C17 1.395(3) . ?
C13 C14 1.391(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.373(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(4) . ?
C16 C17 1.383(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C1" C2" 1.525(3) . ?
C2" C3" 1.534(3) . ?
C2" H2" 1.0000 . ?
C3" H3"1 0.9800 . ?
C3" H3"2 0.9800 . ?
C3" H3"3 0.9800 . ?
C1' C2' 1.543(3) . ?
C2' C6' 1.530(3) . ?
C2' C5' 1.531(3) . ?
C2' C3' 1.561(4) . ?
C3' C4' 1.520(4) . ?
C3' H3' 1.0000 . ?
C4' H4'1 0.9800 . ?
C4' H4'2 0.9800 . ?
C4' H4'3 0.9800 . ?
C5' H5'1 0.9800 . ?
C5' H5'2 0.9800 . ?
C5' H5'3 0.9800 . ?
C6' H6'1 0.9800 . ?
C6' H6'2 0.9800 . ?
C6' H6'3 0.9800 . ?
C18 Cl2A 1.669(10) . ?
C18 Cl1C 1.693(12) . ?
C18 Cl3C 1.730(13) . ?
C18 Cl3A 1.743(11) . ?
C18 Cl3B 1.749(6) . ?
C18 Cl2C 1.749(13) . ?
C18 Cl1A 1.762(8) . ?
C18 Cl1B 1.778(12) . ?
C18 Cl2B 1.792(9) . ?
C18 H18 1.0000 . ?
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 H1N O3 0.881(17) 2.177(18) 3.043(2) 167(3) .
N2 H2N O1 0.901(17) 2.061(18) 2.962(3) 178(3) .
N3 H3N O1" 0.956(17) 2.007(18) 2.961(2) 175(3) 2_675
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
C10 O2 C1 O1 -2.4(4) . . . . ?
C10 O2 C1 C2 176.7(3) . . . . ?
C1' N1 C2 C1 -79.7(2) . . . . ?
C1' N1 C2 C3 158.71(19) . . . . ?
O1 C1 C2 N1 -10.2(3) . . . . ?
O2 C1 C2 N1 170.7(2) . . . . ?
O1 C1 C2 C3 111.9(3) . . . . ?
O2 C1 C2 C3 -67.2(3) . . . . ?
N1 C2 C3 C4 -70.2(3) . . . . ?
C1 C2 C3 C4 168.2(2) . . . . ?
C2 C3 C4 C9 80.3(3) . . . . ?
C2 C3 C4 C5 -101.2(3) . . . . ?
C9 C4 C5 C6 0.7(4) . . . . ?
C3 C4 C5 C6 -177.8(3) . . . . ?
C4 C5 C6 C7 -0.3(5) . . . . ?
C5 C6 C7 C8 -0.5(6) . . . . ?
C6 C7 C8 C9 0.8(6) . . . . ?
C7 C8 C9 C4 -0.4(5) . . . . ?
C5 C4 C9 C8 -0.4(4) . . . . ?
C3 C4 C9 C8 178.1(3) . . . . ?
C2" N3 C11 O3 -0.8(3) . . . . ?
C2" N3 C11 C12 178.60(19) . . . . ?
O3 C11 C12 C13 7.4(3) . . . . ?
N3 C11 C12 C13 -172.1(2) . . . . ?
O3 C11 C12 C17 -174.3(2) . . . . ?
N3 C11 C12 C17 6.3(3) . . . . ?
C17 C12 C13 C14 -1.8(4) . . . . ?
C11 C12 C13 C14 176.6(3) . . . . ?
C12 C13 C14 C15 -0.8(5) . . . . ?
C13 C14 C15 C16 3.1(5) . . . . ?
C13 C14 C15 I1 -174.5(3) . . . . ?
C14 C15 C16 C17 -2.7(5) . . . . ?
I1 C15 C16 C17 174.9(2) . . . . ?
C15 C16 C17 C12 0.0(5) . . . . ?
C13 C12 C17 C16 2.2(4) . . . . ?
C11 C12 C17 C16 -176.1(2) . . . . ?
C3' N2 C1" O1" 5.9(4) . . . . ?
C3' N2 C1" C2" -174.9(2) . . . . ?
C11 N3 C2" C1" -70.0(3) . . . . ?
C11 N3 C2" C3" 166.7(2) . . . . ?
O1" C1" C2" N3 -44.3(3) . . . . ?
N2 C1" C2" N3 136.41(19) . . . . ?
O1" C1" C2" C3" 78.6(3) . . . . ?
N2 C1" C2" C3" -100.7(2) . . . . ?
C2 N1 C1' O1' -9.2(3) . . . . ?
C2 N1 C1' C2' 167.8(2) . . . . ?
O1' C1' C2' C6' -149.6(2) . . . . ?
N1 C1' C2' C6' 33.4(3) . . . . ?
O1' C1' C2' C5' -29.5(3) . . . . ?
N1 C1' C2' C5' 153.5(2) . . . . ?
O1' C1' C2' C3' 89.1(3) . . . . ?
N1 C1' C2' C3' -87.9(2) . . . . ?
C1" N2 C3' C4' -137.7(2) . . . . ?
C1" N2 C3' C2' 96.3(2) . . . . ?
C6' C2' C3' N2 -63.5(2) . . . . ?
C5' C2' C3' N2 177.2(2) . . . . ?
C1' C2' C3' N2 59.0(2) . . . . ?
C6' C2' C3' C4' 174.0(2) . . . . ?
C5' C2' C3' C4' 54.7(3) . . . . ?
C1' C2' C3' C4' -63.5(3) . . . . ?
