#------------------------------------------------------------------------------
#$Date: 2017-03-04 15:32:04 +0200 (Sat, 04 Mar 2017) $
#$Revision: 193472 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/53/4125337.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_4125337
loop_
_publ_author_name
'Metrano, Anthony J.'
'Abascal, Nadia C.'
'Mercado, Brandon Q.'
'Paulson, Eric K.'
'Hurtley, Anna E.'
'Miller, Scott J.'
_publ_section_title
;
 Diversity of Secondary Structure in Catalytic Peptides with
 β-Turn-Biased Sequences.
;
_journal_issue                   1
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              492
_journal_page_last               516
_journal_paper_doi               10.1021/jacs.6b11348
_journal_volume                  139
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C25 H43 N5 O7'
_chemical_formula_sum            'C25 H43 N5 O7'
_chemical_formula_weight         525.64
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.7505(8)
_cell_length_b                   15.3610(11)
_cell_length_c                   16.1615(11)
_cell_measurement_reflns_used    639
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      68.3
_cell_measurement_theta_min      2.7
_cell_volume                     2917.1(4)
_computing_cell_refinement
'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_data_reduction
'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_molecular_graphics
; 
Dolomanov, O.V.; Bourhis, L.J.; Gildea, R.J.; Howard, J.A.K.; Puschmann, H., 
OLEX2: A complete structure solution, refinement and analysis program 
(2009). J. Appl. Cryst., 42, 339-341. 
;
_computing_publication_material  'SHELXL-2013/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 22.2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku Saturn 944+ CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_unetI/netI     0.0113
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            97254
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.984
_diffrn_reflns_theta_min         3.970
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    0.722
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private Communication'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.138
_refine_diff_density_rms         0.029
_refine_ls_abs_structure_details
; 
 Flack x determined using 2215 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         5272
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0244
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0337P)²+0.5420P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0630
_refine_ls_wR_factor_ref         0.0635
_reflns_Friedel_coverage         0.767
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                5159
_reflns_number_total             5272
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja6b11348_si_008.cif
_cod_data_source_block           007-15121
_cod_depositor_comments
'Adding full bibliography for 4125336--4125366.cif.'
_cod_database_code               4125337
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.869
_shelx_estimated_absorpt_t_max   0.972
loop_
_space_group_symop_operation_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'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O 0.29853(11) 0.33002(8) 0.43634(7) 0.0276(3) Uani 1 1 d . .
O2 O 0.31707(12) 0.25693(8) 0.55602(8) 0.0320(3) Uani 1 1 d . .
O3 O 0.15264(11) 0.45138(9) 0.59994(8) 0.0318(3) Uani 1 1 d . .
O4 O 0.35131(10) 0.60928(7) 0.74998(7) 0.0255(3) Uani 1 1 d . .
O5 O 0.52540(9) 0.39744(7) 0.74829(7) 0.0229(2) Uani 1 1 d . .
O6 O 0.33303(9) 0.29475(7) 0.85171(7) 0.0231(3) Uani 1 1 d . .
O7 O 0.34859(9) 0.16484(7) 0.78298(7) 0.0233(2) Uani 1 1 d . .
N1 N 0.33536(12) 0.42482(9) 0.63417(8) 0.0228(3) Uani 1 1 d . .
H1 H 0.387(2) 0.4174(14) 0.6728(14) 0.034(6) Uiso 1 1 d . .
N2 N 0.30043(11) 0.47636(9) 0.79657(8) 0.0191(3) Uani 1 1 d . .
H2 H 0.3180(17) 0.4294(13) 0.8241(12) 0.024(5) Uiso 1 1 d . .
N3 N 0.51246(11) 0.45732(9) 0.87527(7) 0.0189(3) Uani 1 1 d . .
N4 N 0.50450(12) 0.23316(9) 0.82437(9) 0.0235(3) Uani 1 1 d . .
H4 H 0.542(2) 0.1911(15) 0.7956(14) 0.036(6) Uiso 1 1 d . .
N5 N 0.74441(13) 0.26201(10) 0.93619(10) 0.0303(3) Uani 1 1 d . .
C1 C 0.2651(2) 0.24989(13) 0.39599(12) 0.0390(5) Uani 1 1 d . .
H1A H 0.2422 0.2623 0.3389 0.058 Uiso 1 1 calc R U
H1B H 0.2011 0.2238 0.4259 0.058 Uiso 1 1 calc R U
H1C H 0.3295 0.2093 0.3958 0.058 Uiso 1 1 calc R U
C2 C 0.32473(14) 0.32325(11) 0.51694(10) 0.0240(4) Uani 1 1 d . .
C3 C 0.37089(14) 0.40911(11) 0.54928(10) 0.0239(4) Uani 1 1 d . .
H3 H 0.3418 0.4574 0.5136 0.029 Uiso 1 1 calc R U
C4 C 0.22843(14) 0.44840(11) 0.65222(10) 0.0229(3) Uani 1 1 d . .
C5 C 0.20460(13) 0.47248(10) 0.74125(10) 0.0212(3) Uani 1 1 d . .
C6 C 0.11037(14) 0.53754(12) 0.75501(12) 0.0275(4) Uani 1 1 d . .
H6A H 0.1193 0.5797 0.8009 0.033 Uiso 1 1 calc R U
H6B H 0.0705 0.5606 0.7057 0.033 Uiso 1 1 calc R U
C7 C 0.09175(14) 0.44396(12) 0.77698(12) 0.0286(4) Uani 1 1 d . .
H7A H 0.0405 0.4094 0.7412 0.034 Uiso 1 1 calc R U
H7B H 0.0893 0.4284 0.8364 0.034 Uiso 1 1 calc R U
C8 C 0.37219(13) 0.54476(10) 0.79248(9) 0.0197(3) Uani 1 1 d . .
C9 C 0.48195(13) 0.54278(10) 0.84185(9) 0.0202(3) Uani 1 1 d . .
H9 H 0.5453 0.5634 0.8055 0.024 Uiso 1 1 calc R U
C10 C 0.47681(15) 0.60150(11) 0.91899(10) 0.0252(4) Uani 1 1 d . .
H10A H 0.5016 0.6615 0.9058 0.030 Uiso 1 1 calc R U
H10B H 0.3989 0.6034 0.9422 0.030 Uiso 1 1 calc R U
C11 C 0.55920(15) 0.55781(11) 0.97891(10) 0.0247(4) Uani 1 1 d . .
H11A H 0.6391 0.5728 0.9656 0.030 Uiso 1 1 calc R U
H11B H 0.5429 0.5749 1.0368 0.030 Uiso 1 1 calc R U
C12 C 0.53652(14) 0.46131(11) 0.96526(9) 0.0229(3) Uani 1 1 d . .
H12A H 0.6039 0.4257 0.9798 0.027 Uiso 1 1 calc R U
H12B H 0.4704 0.4413 0.9981 0.027 Uiso 1 1 calc R U
C13 C 0.53279(12) 0.39009(10) 0.82420(9) 0.0188(3) Uani 1 1 d . .
C14 C 0.56536(13) 0.30382(10) 0.86414(10) 0.0207(3) Uani 1 1 d . .
H14 H 0.5431 0.3056 0.9238 0.025 Uiso 1 1 calc R U
C15 C 0.38998(14) 0.23581(11) 0.82147(10) 0.0211(3) Uani 1 1 d . .
C16 C 0.22491(13) 0.14763(11) 0.77951(10) 0.0229(3) Uani 1 1 d . .
C17 C 0.16371(15) 0.21925(12) 0.73315(11) 0.0301(4) Uani 1 1 d . .
H17A H 0.1639 0.2725 0.7665 0.045 Uiso 1 1 calc R U
H17B H 0.0850 0.2014 0.7223 0.045 Uiso 1 1 calc R U
H17C H 0.2026 0.2302 0.6805 0.045 Uiso 1 1 calc R U
C18 C 0.17911(15) 0.13559(13) 0.86676(11) 0.0290(4) Uani 1 1 d . .
H18A H 0.2229 0.0902 0.8950 0.044 Uiso 1 1 calc R U
H18B H 0.0989 0.1184 0.8641 0.044 Uiso 1 1 calc R U
H18C H 0.1860 0.1904 0.8973 0.044 Uiso 1 1 calc R U
C19 C 0.22025(15) 0.06220(12) 0.73206(12) 0.0312(4) Uani 1 1 d . .
H19A H 0.1411 0.0426 0.7280 0.047 Uiso 1 1 calc R U
H19B H 0.2653 0.0182 0.7612 0.047 Uiso 1 1 calc R U
H19C H 0.2513 0.0708 0.6764 0.047 Uiso 1 1 calc R U
C20 C 0.50239(16) 0.40839(13) 0.54547(11) 0.0310(4) Uani 1 1 d . .
H20 H 0.5306 0.3684 0.5897 0.037 Uiso 1 1 calc R U
C21 C 0.54702(17) 0.37509(16) 0.46256(12) 0.0408(5) Uani 1 1 d . .
H21A H 0.5235 0.3144 0.4548 0.061 Uiso 1 1 calc R U
H21B H 0.6303 0.3786 0.4619 0.061 Uiso 1 1 calc R U
H21C H 0.5160 0.4109 0.4177 0.061 Uiso 1 1 calc R U
C22 C 0.54893(19) 0.49897(16) 0.56323(14) 0.0464(5) Uani 1 1 d . .
H22A H 0.5240 0.5392 0.5198 0.070 Uiso 1 1 calc R U
H22B H 0.6323 0.4969 0.5644 0.070 Uiso 1 1 calc R U
H22C H 0.5205 0.5191 0.6169 0.070 Uiso 1 1 calc R U
C23 C 0.69553(14) 0.29242(11) 0.85856(11) 0.0245(3) Uani 1 1 d . .
H23A H 0.7135 0.2501 0.8142 0.029 Uiso 1 1 calc R U
H23B H 0.7306 0.3488 0.8435 0.029 Uiso 1 1 calc R U
C24 C 0.70903(19) 0.17311(13) 0.95555(12) 0.0396(5) Uani 1 1 d . .
H24A H 0.6258 0.1704 0.9583 0.059 Uiso 1 1 calc R U
H24B H 0.7412 0.1557 1.0090 0.059 Uiso 1 1 calc R U
H24C H 0.7363 0.1336 0.9123 0.059 Uiso 1 1 calc R U
C25 C 0.86804(17) 0.26747(16) 0.93249(14) 0.0446(5) Uani 1 1 d . .
H25A H 0.8963 0.2290 0.8887 0.067 Uiso 1 1 calc R U
H25B H 0.9003 0.2495 0.9858 0.067 Uiso 1 1 calc R U
H25C H 0.8907 0.3276 0.9205 0.067 Uiso 1 1 calc R U
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
C2 O1 C1 115.69(14)
C15 O7 C16 121.17(12)
C4 N1 C3 121.30(14)
C4 N1 H1 121.8(14)
C3 N1 H1 116.9(14)
C8 N2 C5 119.40(14)
C8 N2 H2 121.4(13)
C5 N2 H2 117.9(13)
C13 N3 C9 120.40(12)
C13 N3 C12 126.90(13)
C9 N3 C12 111.81(12)
C15 N4 C14 119.04(14)
C15 N4 H4 119.0(14)
C14 N4 H4 121.5(14)
C25 N5 C23 109.85(16)
C25 N5 C24 110.27(17)
C23 N5 C24 111.83(14)
O1 C1 H1A 109.5
O1 C1 H1B 109.5
H1A C1 H1B 109.5
O1 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
O2 C2 O1 123.94(16)
O2 C2 C3 125.58(15)
O1 C2 C3 110.39(14)
N1 C3 C2 111.48(14)
N1 C3 C20 109.00(14)
C2 C3 C20 109.69(14)
N1 C3 H3 108.9
C2 C3 H3 108.9
C20 C3 H3 108.9
O3 C4 N1 122.69(15)
O3 C4 C5 120.74(15)
N1 C4 C5 116.56(14)
N2 C5 C6 117.09(14)
N2 C5 C7 117.46(14)
C6 C5 C7 59.43(12)
N2 C5 C4 117.16(13)
C6 C5 C4 116.01(14)
C7 C5 C4 117.09(14)
C7 C6 C5 60.39(11)
C7 C6 H6A 117.7
C5 C6 H6A 117.7
C7 C6 H6B 117.7
C5 C6 H6B 117.7
H6A C6 H6B 114.9
C6 C7 C5 60.18(11)
C6 C7 H7A 117.8
C5 C7 H7A 117.8
C6 C7 H7B 117.8
C5 C7 H7B 117.8
H7A C7 H7B 114.9
O4 C8 N2 122.01(15)
O4 C8 C9 118.64(14)
N2 C8 C9 119.35(14)
N3 C9 C8 114.85(13)
N3 C9 C10 103.65(12)
C8 C9 C10 112.38(13)
N3 C9 H9 108.6
C8 C9 H9 108.6
C10 C9 H9 108.6
C11 C10 C9 103.38(13)
C11 C10 H10A 111.1
C9 C10 H10A 111.1
C11 C10 H10B 111.1
C9 C10 H10B 111.1
H10A C10 H10B 109.1
C12 C11 C10 103.03(13)
C12 C11 H11A 111.2
C10 C11 H11A 111.2
C12 C11 H11B 111.2
C10 C11 H11B 111.2
H11A C11 H11B 109.1
N3 C12 C11 102.46(13)
N3 C12 H12A 111.3
C11 C12 H12A 111.3
N3 C12 H12B 111.3
C11 C12 H12B 111.3
H12A C12 H12B 109.2
O5 C13 N3 121.84(15)
O5 C13 C14 121.21(14)
N3 C13 C14 116.95(13)
N4 C14 C13 109.85(13)
N4 C14 C23 112.23(13)
C13 C14 C23 108.86(13)
N4 C14 H14 108.6
C13 C14 H14 108.6
C23 C14 H14 108.6
O6 C15 O7 125.76(15)
O6 C15 N4 123.59(16)
O7 C15 N4 110.63(14)
O7 C16 C17 110.86(13)
O7 C16 C18 109.55(13)
C17 C16 C18 112.30(15)
O7 C16 C19 102.06(13)
C17 C16 C19 111.13(14)
C18 C16 C19 110.48(14)
C16 C17 H17A 109.5
C16 C17 H17B 109.5
H17A C17 H17B 109.5
C16 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C16 C18 H18A 109.5
C16 C18 H18B 109.5
H18A C18 H18B 109.5
C16 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C16 C19 H19A 109.5
C16 C19 H19B 109.5
H19A C19 H19B 109.5
C16 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C22 C20 C21 110.38(17)
C22 C20 C3 110.18(16)
C21 C20 C3 112.36(15)
C22 C20 H20 107.9
C21 C20 H20 107.9
C3 C20 H20 107.9
C20 C21 H21A 109.5
C20 C21 H21B 109.5
H21A C21 H21B 109.5
C20 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
C20 C22 H22A 109.5
C20 C22 H22B 109.5
H22A C22 H22B 109.5
C20 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
N5 C23 C14 112.16(14)
N5 C23 H23A 109.2
C14 C23 H23A 109.2
N5 C23 H23B 109.2
C14 C23 H23B 109.2
H23A C23 H23B 107.9
N5 C24 H24A 109.5
N5 C24 H24B 109.5
H24A C24 H24B 109.5
N5 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
N5 C25 H25A 109.5
N5 C25 H25B 109.5
H25A C25 H25B 109.5
N5 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.343(2)
O1 C1 1.447(2)
O2 C2 1.202(2)
O3 C4 1.228(2)
O4 C8 1.2306(19)
O5 C13 1.2351(19)
O6 C15 1.227(2)
O7 C15 1.346(2)
O7 C16 1.4782(19)
N1 C4 1.340(2)
N1 C3 1.454(2)
N1 H1 0.88(2)
N2 C8 1.349(2)
N2 C5 1.439(2)
N2 H2 0.87(2)
N3 C13 1.343(2)
N3 C9 1.464(2)
N3 C12 1.4828(19)
N4 C15 1.347(2)
N4 C14 1.450(2)
N4 H4 0.91(2)
N5 C25 1.456(3)
N5 C23 1.457(2)
N5 C24 1.461(3)
C1 H1A 0.9800
C1 H1B 0.9800
C1 H1C 0.9800
C2 C3 1.519(2)
C3 C20 1.546(2)
C3 H3 1.0000
C4 C5 1.512(2)
C5 C6 1.508(2)
C5 C7 1.511(2)
C6 C7 1.497(3)
C6 H6A 0.9900
C6 H6B 0.9900
C7 H7A 0.9900
C7 H7B 0.9900
C8 C9 1.517(2)
C9 C10 1.540(2)
C9 H9 1.0000
C10 C11 1.525(2)
C10 H10A 0.9900
C10 H10B 0.9900
C11 C12 1.522(2)
C11 H11A 0.9900
C11 H11B 0.9900
C12 H12A 0.9900
C12 H12B 0.9900
C13 C14 1.523(2)
C14 C23 1.542(2)
C14 H14 1.0000
C16 C17 1.513(2)
C16 C18 1.521(2)
C16 C19 1.521(2)
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 C22 1.522(3)
C20 C21 1.527(3)
C20 H20 1.0000
C21 H21A 0.9800
C21 H21B 0.9800
C21 H21C 0.9800
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
C23 H23A 0.9900
C23 H23B 0.9900
C24 H24A 0.9800
C24 H24B 0.9800
C24 H24C 0.9800
C25 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
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 O5 0.88(2) 2.06(2) 2.9266(18) 171(2) .
N2 H2 O6 0.87(2) 2.12(2) 2.9535(18) 158.9(17) .
N4 H4 O4 0.91(2) 1.92(2) 2.8170(18) 167(2) 3_646
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
C1 O1 C2 O2 -3.3(2)
C1 O1 C2 C3 173.61(15)
C4 N1 C3 C2 -74.28(19)
C4 N1 C3 C20 164.49(15)
O2 C2 C3 N1 -38.8(2)
O1 C2 C3 N1 144.38(14)
O2 C2 C3 C20 82.0(2)
O1 C2 C3 C20 -94.79(16)
C3 N1 C4 O3 5.9(3)
C3 N1 C4 C5 -173.51(14)
C8 N2 C5 C6 -69.34(19)
C8 N2 C5 C7 -137.14(15)
C8 N2 C5 C4 75.35(19)
O3 C4 C5 N2 -173.45(15)
N1 C4 C5 N2 6.0(2)
O3 C4 C5 C6 -28.4(2)
N1 C4 C5 C6 151.10(15)
O3 C4 C5 C7 38.9(2)
N1 C4 C5 C7 -141.60(16)
N2 C5 C6 C7 -107.42(16)
C4 C5 C6 C7 107.48(16)
N2 C5 C7 C6 106.81(16)
C4 C5 C7 C6 -105.66(16)
C5 N2 C8 O4 8.9(2)
C5 N2 C8 C9 -171.30(13)
C13 N3 C9 C8 61.85(18)
C12 N3 C9 C8 -128.20(14)
C13 N3 C9 C10 -175.17(13)
C12 N3 C9 C10 -5.22(16)
O4 C8 C9 N3 -166.84(13)
N2 C8 C9 N3 13.4(2)
O4 C8 C9 C10 74.99(18)
N2 C8 C9 C10 -104.77(17)
N3 C9 C10 C11 27.44(16)
C8 C9 C10 C11 152.03(13)
C9 C10 C11 C12 -39.34(16)
C13 N3 C12 C11 150.11(15)
C9 N3 C12 C11 -19.05(16)
C10 C11 C12 N3 35.52(16)
C9 N3 C13 O5 -0.8(2)
C12 N3 C13 O5 -169.12(14)
C9 N3 C13 C14 179.30(13)
C12 N3 C13 C14 11.0(2)
C15 N4 C14 C13 -56.24(19)
C15 N4 C14 C23 -177.50(15)
O5 C13 C14 N4 -43.60(19)
N3 C13 C14 N4 136.30(14)
O5 C13 C14 C23 79.65(18)
N3 C13 C14 C23 -100.45(16)
C16 O7 C15 O6 -5.1(2)
C16 O7 C15 N4 173.50(13)
C14 N4 C15 O6 -0.9(2)
C14 N4 C15 O7 -179.55(13)
C15 O7 C16 C17 62.23(19)
C15 O7 C16 C18 -62.26(19)
C15 O7 C16 C19 -179.35(14)
N1 C3 C20 C22 -67.56(19)
C2 C3 C20 C22 170.12(15)
N1 C3 C20 C21 168.91(16)
C2 C3 C20 C21 46.6(2)
C25 N5 C23 C14 -169.72(16)
C24 N5 C23 C14 67.52(19)
N4 C14 C23 N5 -103.05(16)
C13 C14 C23 N5 135.13(14)
