#------------------------------------------------------------------------------
#$Date: 2017-11-14 11:03:04 +0200 (Tue, 14 Nov 2017) $
#$Revision: 203162 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/80/1548037.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_1548037
loop_
_publ_author_name
'Tom Guterman'
'Micha Kornreich'
'Avigail Stern'
'Lihi Adler-Abramovich'
'Danny Porath'
'Roy Beck'
'Linda J. W. Shimon'
'Ehud Gazit'
_publ_section_title
;
 Formation of bacterial pilus-like nanofibres by designed minimalistic
 self-assembling peptides
;
_journal_name_full               'Nature Communications'
_journal_page_first              13482
_journal_paper_doi               10.1038/ncomms13482
_journal_volume                  7
_journal_year                    2016
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C30 H47 N6 O8, H2 O'
_chemical_formula_sum            'C30 H50 N6 O9'
_chemical_formula_weight         638.76
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                99.369(7)
_cell_angle_beta                 93.376(7)
_cell_angle_gamma                98.820(7)
_cell_formula_units_Z            1
_cell_length_a                   4.9205(10)
_cell_length_b                   11.812(2)
_cell_length_c                   14.637(3)
_cell_measurement_reflns_used    3755
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.09
_cell_measurement_theta_min      2.03
_cell_volume                     826.4(3)
_computing_cell_refinement       EDNA
_computing_data_collection       MXCube
_computing_data_reduction        EDNA
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXT-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.898
_diffrn_measured_fraction_theta_max 0.814
_diffrn_measurement_device_type  'Pilatus 6M'
_diffrn_measurement_method       'phi scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.700
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_Laue_measured_fraction_full 0.898
_diffrn_reflns_Laue_measured_fraction_max 0.814
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13647
_diffrn_reflns_point_group_measured_fraction_full 0.449
_diffrn_reflns_point_group_measured_fraction_max 0.407
_diffrn_reflns_theta_full        24.835
_diffrn_reflns_theta_max         29.099
_diffrn_reflns_theta_min         2.035
_diffrn_source                   'ESRF ID29'
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   EDNA
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_description       needle
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.709
_refine_diff_density_min         -0.784
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details
;
No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         3773
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0470
_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)+(0.0794P)²+0.3805P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1255
_refine_ls_wR_factor_ref         0.1257
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    0.000
_reflns_Friedel_fraction_max     0.000
_reflns_number_gt                3755
_reflns_number_total             3773
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ncomms13482-s2.cif
_cod_data_source_block           tom12h
_cod_database_code               1548037
_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   0.986
_shelx_estimated_absorpt_t_max   0.995
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, 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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2561(5) 0.23393(18) -0.05702(14) 0.0159(4) Uani 1 1 d . . . . .
H1A H 0.220(9) 0.156(3) -0.092(3) 0.024 Uiso 1 1 d . U . . .
H1B H 0.124(9) 0.276(4) -0.071(3) 0.024 Uiso 1 1 d . U . . .
H1C H 0.434(9) 0.265(4) -0.071(3) 0.024 Uiso 1 1 d . U . . .
C1 C 0.2139(5) 0.2252(2) 0.04152(16) 0.0133(4) Uani 1 1 d . . . . .
H1D H 0.0118 0.2081 0.0490 0.016 Uiso 1 1 calc R U . . .
C2 C 0.3551(6) 0.1263(2) 0.06864(17) 0.0181(5) Uani 1 1 d . . . . .
H2A H 0.2894 0.0544 0.0229 0.022 Uiso 1 1 calc R U . . .
H2B H 0.5569 0.1469 0.0659 0.022 Uiso 1 1 calc R U . . .
C3 C 0.2992(6) 0.1029(2) 0.16430(17) 0.0175(5) Uani 1 1 d . . . . .
C4 C 0.4727(8) 0.1586(3) 0.2426(2) 0.0289(6) Uani 1 1 d . . . . .
H4A H 0.6310 0.2131 0.2365 0.035 Uiso 1 1 calc R U . . .
C5 C 0.4129(10) 0.1339(4) 0.3301(2) 0.0437(10) Uani 1 1 d . . . . .
H5A H 0.5310 0.1721 0.3834 0.052 Uiso 1 1 calc R U . . .
C6 C 0.1850(11) 0.0549(4) 0.3398(3) 0.0445(10) Uani 1 1 d . . . . .
H6A H 0.1464 0.0386 0.3996 0.053 Uiso 1 1 calc R U . . .
C7 C 0.0103(9) -0.0014(3) 0.2616(3) 0.0401(9) Uani 1 1 d . . . . .
H7A H -0.1471 -0.0564 0.2679 0.048 Uiso 1 1 calc R U . . .
C8 C 0.0684(7) 0.0235(3) 0.1748(2) 0.0274(6) Uani 1 1 d . . . . .
H8A H -0.0512 -0.0143 0.1217 0.033 Uiso 1 1 calc R U . . .
C9 C 0.3419(5) 0.3386(2) 0.10570(16) 0.0131(4) Uani 1 1 d . . . . .
O1 O 0.5904(4) 0.37353(17) 0.10713(13) 0.0184(4) Uani 1 1 d . . . . .
N2 N 0.1704(4) 0.38781(17) 0.16167(13) 0.0119(4) Uani 1 1 d . . . . .
H2C H -0.0057 0.3571 0.1560 0.014 Uiso 1 1 calc R U . . .
C10 C 0.2680(5) 0.4904(2) 0.23133(16) 0.0143(4) Uani 1 1 d . . . . .
H10A H 0.4742 0.5027 0.2400 0.017 Uiso 1 1 calc R U . . .
C11 C 0.1744(6) 0.5986(2) 0.20160(17) 0.0199(5) Uani 1 1 d . . . . .
H11A H -0.0315 0.5860 0.1908 0.024 Uiso 1 1 calc R U . . .
C12 C 0.2730(9) 0.7064(3) 0.2743(2) 0.0355(8) Uani 1 1 d . . . . .
H12A H 0.2122 0.7739 0.2534 0.053 Uiso 1 1 calc R U . . .
H12B H 0.4750 0.7194 0.2835 0.053 Uiso 1 1 calc R U . . .
H12C H 0.1956 0.6956 0.3331 0.053 Uiso 1 1 calc R U . . .
O2 O 0.2943(5) 0.61779(17) 0.11870(13) 0.0226(4) Uani 1 1 d . . . . .
H2D H 0.2179 0.5663 0.0743 0.034 Uiso 1 1 calc R U . . .
C13 C 0.1500(5) 0.4727(2) 0.32331(15) 0.0138(4) Uani 1 1 d . . . . .
O3 O -0.1015(4) 0.45734(19) 0.32905(13) 0.0205(4) Uani 1 1 d . . . . .
N3 N 0.3402(5) 0.48102(19) 0.39497(14) 0.0159(4) Uani 1 1 d . . . . .
H3A H 0.5163 0.4882 0.3852 0.019 Uiso 1 1 calc R U . . .
C14 C 0.2575(6) 0.4782(2) 0.48892(16) 0.0150(4) Uani 1 1 d . . . . .
H14A H 0.0591 0.4867 0.4924 0.018 Uiso 1 1 calc R U . A 1
C15A C 0.314(5) 0.361(2) 0.5212(9) 0.020(3) Uani 0.457(6) 1 d D . P B 1
H15A H 0.1801 0.2952 0.4853 0.024 Uiso 0.457(6) 1 calc R U P B 1
H15B H 0.5012 0.3475 0.5051 0.024 Uiso 0.457(6) 1 calc R U P B 1
C16A C 0.296(2) 0.3579(7) 0.6227(5) 0.0391(10) Uani 0.457(6) 1 d D . P B 1
H16A H 0.0948 0.3258 0.6107 0.047 Uiso 0.457(6) 1 calc R U P B 1
C17A C 0.2628(17) 0.3996(5) 0.6941(4) 0.0293(12) Uani 0.457(6) 1 d D . P B 1
H17A H 0.3688 0.3679 0.7398 0.044 Uiso 0.457(6) 1 calc R U P B 1
H17B H 0.0661 0.3840 0.7036 0.044 Uiso 0.457(6) 1 calc R U P B 1
H17C H 0.3243 0.4838 0.7017 0.044 Uiso 0.457(6) 1 calc R U P B 1
C18A C 0.3544(16) 0.2399(5) 0.6465(4) 0.0293(12) Uani 0.457(6) 1 d D . P B 1
H18A H 0.5342 0.2257 0.6260 0.044 Uiso 0.457(6) 1 calc R U P B 1
H18B H 0.2098 0.1771 0.6146 0.044 Uiso 0.457(6) 1 calc R U P B 1
H18C H 0.3558 0.2425 0.7138 0.044 Uiso 0.457(6) 1 calc R U P B 1
C15B C 0.250(4) 0.3600(18) 0.5127(8) 0.020(3) Uani 0.543(6) 1 d D . P B 2
H15C H 0.4430 0.3462 0.5215 0.024 Uiso 0.543(6) 1 calc R U P B 2
H15D H 0.1581 0.3022 0.4589 0.024 Uiso 0.543(6) 1 calc R U P B 2
C16B C 0.1060(18) 0.3373(6) 0.5986(5) 0.0391(10) Uani 0.543(6) 1 d D . P B 2
H16B H 0.2806 0.3483 0.6400 0.047 Uiso 0.543(6) 1 calc R U P B 2
C17B C -0.0098(17) 0.3725(6) 0.6512(5) 0.0391(10) Uani 0.543(6) 1 d D . P B 2
H17D H 0.0684 0.3618 0.7118 0.059 Uiso 0.543(6) 1 calc R U P B 2
H17E H -0.2017 0.3326 0.6402 0.059 Uiso 0.543(6) 1 calc R U P B 2
H17F H -0.0037 0.4557 0.6507 0.059 Uiso 0.543(6) 1 calc R U P B 2
C18B C 0.039(2) 0.2057(6) 0.5964(5) 0.057(2) Uani 0.543(6) 1 d D U P B 2
H18D H -0.0246 0.1908 0.6562 0.085 Uiso 0.543(6) 1 calc R U P B 2
H18E H 0.2044 0.1708 0.5847 0.085 Uiso 0.543(6) 1 calc R U P B 2
H18F H -0.1071 0.1712 0.5467 0.085 Uiso 0.543(6) 1 calc R U P B 2
C19 C 0.4453(5) 0.5789(2) 0.55217(15) 0.0137(4) Uani 1 1 d . . . . .
O4 O 0.6984(4) 0.58488(17) 0.55698(13) 0.0196(4) Uani 1 1 d . . . . .
N4 N 0.3131(5) 0.65876(18) 0.59837(14) 0.0149(4) Uani 1 1 d . . . . .
H4B H 0.1318 0.6491 0.5905 0.018 Uiso 1 1 calc R U . . .
C20 C 0.4620(5) 0.7613(2) 0.66140(16) 0.0154(5) Uani 1 1 d . . . . .
H20A H 0.6651 0.7637 0.6579 0.018 Uiso 1 1 calc R U . . .
C21 C 0.3814(6) 0.8744(2) 0.63730(18) 0.0181(5) Uani 1 1 d . . . . .
H21A H 0.1849 0.8750 0.6509 0.022 Uiso 1 1 calc R U . . .
C22 C 0.5573(7) 0.9791(3) 0.7004(2) 0.0245(6) Uani 1 1 d . . . . .
H22A H 0.5072 1.0510 0.6844 0.037 Uiso 1 1 calc R U . . .
H22B H 0.7529 0.9777 0.6920 0.037 Uiso 1 1 calc R U . . .
H22C H 0.5245 0.9756 0.7654 0.037 Uiso 1 1 calc R U . . .
C23 C 0.3995(6) 0.8818(3) 0.5340(2) 0.0222(5) Uani 1 1 d . . . . .
H23A H 0.2652 0.8174 0.4968 0.027 Uiso 1 1 calc R U . . .
H23B H 0.3430 0.9557 0.5229 0.027 Uiso 1 1 calc R U . . .
C24 C 0.6841(7) 0.8759(3) 0.4984(2) 0.0273(6) Uani 1 1 d . . . . .
H24A H 0.6759 0.8820 0.4323 0.041 Uiso 1 1 calc R U . . .
H24B H 0.7398 0.8017 0.5064 0.041 Uiso 1 1 calc R U . . .
H24C H 0.8190 0.9402 0.5336 0.041 Uiso 1 1 calc R U . . .
C25 C 0.3886(6) 0.7483(2) 0.75963(17) 0.0147(4) Uani 1 1 d . . . . .
O5 O 0.1529(4) 0.75566(19) 0.78231(14) 0.0224(4) Uani 1 1 d . . . . .
N5 N 0.5861(5) 0.72615(17) 0.81684(14) 0.0132(4) Uani 1 1 d . . . . .
H5B H 0.7503 0.7211 0.7973 0.016 Uiso 1 1 calc R U . . .
C26 C 0.5356(5) 0.71015(19) 0.91111(15) 0.0129(4) Uani 1 1 d . . . . .
H26A H 0.3440 0.6666 0.9097 0.015 Uiso 1 1 calc R U . . .
C27 C 0.7367(5) 0.6367(2) 0.94743(16) 0.0141(4) Uani 1 1 d . . . . .
H27A H 0.9289 0.6767 0.9476 0.017 Uiso 1 1 calc R U . . .
H27B H 0.7023 0.6280 1.0121 0.017 Uiso 1 1 calc R U . . .
C28 C 0.6997(6) 0.5170(2) 0.88637(17) 0.0170(5) Uani 1 1 d . . . . .
H28A H 0.7454 0.5270 0.8229 0.020 Uiso 1 1 calc R U . . .
H28B H 0.5029 0.4811 0.8823 0.020 Uiso 1 1 calc R U . . .
C29 C 0.8751(6) 0.4335(2) 0.92015(16) 0.0154(4) Uani 1 1 d . . . . .
O6 O 0.7848(4) 0.32542(16) 0.89583(13) 0.0202(4) Uani 1 1 d . . . . .
O7 O 1.1021(4) 0.47277(17) 0.96523(13) 0.0193(4) Uani 1 1 d . . . . .
C30 C 0.5511(6) 0.8286(2) 0.97342(17) 0.0167(5) Uani 1 1 d . . . . .
N6 N 0.4547(6) 0.8257(2) 1.05669(16) 0.0204(5) Uani 1 1 d . . . . .
H6B H 0.388(9) 0.763(4) 1.071(3) 0.019(8) Uiso 1 1 d . . . . .
H6C H 0.459(9) 0.896(4) 1.093(3) 0.024(9) Uiso 1 1 d . . . . .
O8 O 0.6429(6) 0.92003(18) 0.94893(16) 0.0320(6) Uani 1 1 d . . . . .
O9 O 1.0791(5) 1.00154(18) 0.85711(16) 0.0255(4) Uani 1 1 d . . . . .
H9A H 1.163(14) 0.946(6) 0.841(4) 0.059(16) Uiso 1 1 d . . . . .
H9B H 0.939(13) 0.969(5) 0.882(4) 0.047(14) Uiso 1 1 d . . . . .
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'
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
C1 N1 H1A 107(2) . .
C1 N1 H1B 102(3) . .
H1A N1 H1B 112(3) . .
C1 N1 H1C 118(2) . .
H1A N1 H1C 105(3) . .
H1B N1 H1C 113(4) . .
N1 C1 C9 110.58(18) . .
N1 C1 C2 109.10(19) . .
C9 C1 C2 108.5(2) . .
N1 C1 H1D 109.6 . .
C9 C1 H1D 109.6 . .
C2 C1 H1D 109.6 . .
C3 C2 C1 112.9(2) . .
C3 C2 H2A 109.0 . .
C1 C2 H2A 109.0 . .
C3 C2 H2B 109.0 . .
C1 C2 H2B 109.0 . .
H2A C2 H2B 107.8 . .
C8 C3 C4 119.1(3) . .
C8 C3 C2 119.1(2) . .
C4 C3 C2 121.8(3) . .
C3 C4 C5 119.8(3) . .
C3 C4 H4A 120.1 . .
C5 C4 H4A 120.1 . .
C6 C5 C4 120.7(4) . .
C6 C5 H5A 119.6 . .
C4 C5 H5A 119.6 . .
C5 C6 C7 119.9(3) . .
C5 C6 H6A 120.0 . .
C7 C6 H6A 120.0 . .
C8 C7 C6 119.4(4) . .
C8 C7 H7A 120.3 . .
C6 C7 H7A 120.3 . .
C7 C8 C3 121.0(3) . .
C7 C8 H8A 119.5 . .
C3 C8 H8A 119.5 . .
O1 C9 N2 125.1(2) . .
O1 C9 C1 119.2(2) . .
N2 C9 C1 115.5(2) . .
C9 N2 C10 121.6(2) . .
C9 N2 H2C 119.2 . .
C10 N2 H2C 119.2 . .
N2 C10 C13 109.22(19) . .
N2 C10 C11 110.7(2) . .
C13 C10 C11 108.8(2) . .
N2 C10 H10A 109.4 . .
C13 C10 H10A 109.4 . .
C11 C10 H10A 109.4 . .
O2 C11 C12 107.3(2) . .
O2 C11 C10 108.6(2) . .
C12 C11 C10 111.2(2) . .
O2 C11 H11A 109.9 . .
C12 C11 H11A 109.9 . .
C10 C11 H11A 109.9 . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C11 O2 H2D 109.5 . .
O3 C13 N3 124.6(2) . .
O3 C13 C10 120.5(2) . .
N3 C13 C10 114.8(2) . .
C13 N3 C14 120.7(2) . .
C13 N3 H3A 119.7 . .
C14 N3 H3A 119.7 . .
N3 C14 C15B 110.9(5) . .
N3 C14 C19 106.22(19) . .
C15B C14 C19 117.3(7) . .
N3 C14 C15A 110.0(6) . .
C19 C14 C15A 107.5(9) . .
N3 C14 H14A 111.0 . .
C19 C14 H14A 111.0 . .
C15A C14 H14A 111.0 . .
C16A C15A C14 115.2(15) . .
C16A C15A H15A 108.5 . .
C14 C15A H15A 108.5 . .
C16A C15A H15B 108.5 . .
C14 C15A H15B 108.5 . .
H15A C15A H15B 107.5 . .
C17A C16A C15A 151.3(12) . .
C17A C16A C18A 97.7(5) . .
C15A C16A C18A 111.0(11) . .
C17A C16A H16A 90.2 . .
C15A C16A H16A 90.2 . .
C18A C16A H16A 90.2 . .
C16A C17A H17A 109.5 . .
C16A C17A H17B 109.5 . .
H17A C17A H17B 109.5 . .
C16A C17A H17C 109.5 . .
H17A C17A H17C 109.5 . .
H17B C17A H17C 109.5 . .
C16A C18A H18A 109.5 . .
C16A C18A H18B 109.5 . .
H18A C18A H18B 109.5 . .
C16A C18A H18C 109.5 . .
H18A C18A H18C 109.5 . .
H18B C18A H18C 109.5 . .
C14 C15B C16B 116.2(12) . .
C14 C15B H15C 108.2 . .
C16B C15B H15C 108.2 . .
C14 C15B H15D 108.2 . .
C16B C15B H15D 108.2 . .
H15C C15B H15D 107.4 . .
C17B C16B C15B 144.6(10) . .
C17B C16B C18B 103.8(7) . .
C15B C16B C18B 109.2(10) . .
C17B C16B H16B 94.8 . .
C15B C16B H16B 94.8 . .
C18B C16B H16B 94.8 . .
C16B C17B H17D 109.5 . .
C16B C17B H17E 109.5 . .
H17D C17B H17E 109.5 . .
C16B C17B H17F 109.5 . .
H17D C17B H17F 109.5 . .
H17E C17B H17F 109.5 . .
C16B C18B H18D 109.5 . .
C16B C18B H18E 109.5 . .
H18D C18B H18E 109.5 . .
C16B C18B H18F 109.5 . .
H18D C18B H18F 109.5 . .
H18E C18B H18F 109.5 . .
O4 C19 N4 124.4(2) . .
O4 C19 C14 120.9(2) . .
N4 C19 C14 114.7(2) . .
C19 N4 C20 121.8(2) . .
C19 N4 H4B 119.1 . .
C20 N4 H4B 119.1 . .
N4 C20 C25 107.1(2) . .
N4 C20 C21 111.7(2) . .
C25 C20 C21 109.9(2) . .
N4 C20 H20A 109.4 . .
C25 C20 H20A 109.4 . .
C21 C20 H20A 109.4 . .
C22 C21 C23 111.9(2) . .
C22 C21 C20 109.6(2) . .
C23 C21 C20 112.5(2) . .
C22 C21 H21A 107.5 . .
C23 C21 H21A 107.5 . .
C20 C21 H21A 107.5 . .
C21 C22 H22A 109.5 . .
C21 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C21 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C24 C23 C21 115.3(2) . .
C24 C23 H23A 108.4 . .
C21 C23 H23A 108.4 . .
C24 C23 H23B 108.4 . .
C21 C23 H23B 108.4 . .
H23A C23 H23B 107.5 . .
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 . .
O5 C25 N5 122.8(2) . .
O5 C25 C20 120.3(2) . .
N5 C25 C20 116.9(2) . .
C25 N5 C26 121.2(2) . .
C25 N5 H5B 119.4 . .
C26 N5 H5B 119.4 . .
N5 C26 C30 109.77(18) . .
N5 C26 C27 110.59(19) . .
C30 C26 C27 112.6(2) . .
N5 C26 H26A 107.9 . .
C30 C26 H26A 107.9 . .
C27 C26 H26A 107.9 . .
C28 C27 C26 110.4(2) . .
C28 C27 H27A 109.6 . .
C26 C27 H27A 109.6 . .
C28 C27 H27B 109.6 . .
C26 C27 H27B 109.6 . .
H27A C27 H27B 108.1 . .
C27 C28 C29 114.8(2) . .
C27 C28 H28A 108.6 . .
C29 C28 H28A 108.6 . .
C27 C28 H28B 108.6 . .
C29 C28 H28B 108.6 . .
H28A C28 H28B 107.5 . .
O7 C29 O6 123.3(2) . .
O7 C29 C28 119.7(2) . .
O6 C29 C28 116.9(2) . .
O8 C30 N6 122.0(2) . .
O8 C30 C26 122.6(2) . .
N6 C30 C26 115.4(2) . .
C30 N6 H6B 121(3) . .
C30 N6 H6C 116(3) . .
H6B N6 H6C 123(4) . .
H9A O9 H9B 103(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.487(3) .
N1 H1A 0.97(4) .
N1 H1B 0.91(4) .
N1 H1C 0.94(4) .
C1 C9 1.528(3) .
C1 C2 1.540(3) .
C1 H1D 1.0000 .
C2 C3 1.503(3) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C8 1.391(4) .
C3 C4 1.394(4) .
C4 C5 1.396(4) .
C4 H4A 0.9500 .
C5 C6 1.375(7) .
C5 H5A 0.9500 .
C6 C7 1.398(7) .
C6 H6A 0.9500 .
C7 C8 1.385(4) .
C7 H7A 0.9500 .
C8 H8A 0.9500 .
C9 O1 1.227(3) .
C9 N2 1.341(3) .
N2 C10 1.449(3) .
N2 H2C 0.8800 .
C10 C13 1.530(3) .
C10 C11 1.542(4) .
C10 H10A 1.0000 .
C11 O2 1.416(3) .
C11 C12 1.516(4) .
C11 H11A 1.0000 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
O2 H2D 0.8400 .
C13 O3 1.232(3) .
C13 N3 1.345(3) .
N3 C14 1.461(3) .
N3 H3A 0.8800 .
C14 C15B 1.489(19) .
C14 C19 1.526(3) .
C14 C15A 1.60(2) .
C14 H14A 1.0000 .
C15A C16A 1.500(12) .
C15A H15A 0.9900 .
C15A H15B 0.9900 .
C16A C17A 1.113(9) .
C16A C18A 1.553(8) .
C16A H16A 1.0000 .
C17A H17A 0.9800 .
C17A H17B 0.9800 .
C17A H17C 0.9800 .
C18A H18A 0.9800 .
C18A H18B 0.9800 .
C18A H18C 0.9800 .
C15B C16B 1.522(11) .
C15B H15C 0.9900 .
C15B H15D 0.9900 .
C16B C17B 1.054(10) .
C16B C18B 1.534(9) .
C16B H16B 1.0000 .
C17B H17D 0.9800 .
C17B H17E 0.9800 .
C17B H17F 0.9800 .
C18B H18D 0.9800 .
C18B H18E 0.9800 .
C18B H18F 0.9800 .
C19 O4 1.234(4) .
C19 N4 1.342(3) .
N4 C20 1.463(3) .
N4 H4B 0.8800 .
C20 C25 1.529(3) .
C20 C21 1.538(3) .
C20 H20A 1.0000 .
C21 C22 1.529(4) .
C21 C23 1.536(4) .
C21 H21A 1.0000 .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 C24 1.530(4) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 O5 1.237(4) .
C25 N5 1.329(3) .
N5 C26 1.453(3) .
N5 H5B 0.8800 .
C26 C30 1.529(3) .
C26 C27 1.538(3) .
C26 H26A 1.0000 .
C27 C28 1.524(3) .
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C28 C29 1.527(3) .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C29 O7 1.246(3) .
C29 O6 1.270(3) .
C30 O8 1.223(3) .
C30 N6 1.337(3) .
N6 H6B 0.82(4) .
N6 H6C 0.91(4) .
O9 H9A 0.83(7) .
O9 H9B 0.87(6) .
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 H1A O9 0.97(4) 1.86(4) 2.809(3) 167(4) 1_444
N1 H1B O6 0.91(4) 1.91(5) 2.801(3) 165(4) 1_454
N1 H1B O7 0.91(4) 2.32(4) 3.004(3) 132(3) 1_454
N1 H1C O6 0.94(4) 1.88(4) 2.829(3) 178(4) 1_554
C2 H2A O9 0.99 2.52 3.318(3) 137.3 1_444
N2 H2C O1 0.88 2.12 2.890(3) 145.7 1_455
C10 H10A O3 1.00 2.57 3.443(3) 146.0 1_655
O2 H2D O7 0.84 1.79 2.622(3) 168.0 1_454
N3 H3A O3 0.88 2.15 3.003(3) 161.8 1_655
C14 H14A O4 1.00 2.42 3.336(3) 151.8 1_455
N4 H4B O4 0.88 2.15 3.013(3) 166.6 1_455
N5 H5B O5 0.88 1.99 2.843(3) 161.9 1_655
C28 H28B O7 0.99 2.37 3.222(4) 143.2 1_455
N6 H6B O2 0.82(4) 1.96(4) 2.774(3) 170(4) 1_556
O9 H9A O5 0.83(7) 2.27(7) 3.017(3) 149(6) 1_655
O9 H9B O8 0.87(6) 1.87(6) 2.733(3) 171(5) .
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
N1 C1 C2 C3 -174.2(2) . . . .
C9 C1 C2 C3 65.3(3) . . . .
C1 C2 C3 C8 89.0(3) . . . .
C1 C2 C3 C4 -91.1(3) . . . .
C8 C3 C4 C5 0.0(5) . . . .
C2 C3 C4 C5 -179.8(3) . . . .
C3 C4 C5 C6 0.2(5) . . . .
C4 C5 C6 C7 -0.1(6) . . . .
C5 C6 C7 C8 -0.3(6) . . . .
C6 C7 C8 C3 0.6(5) . . . .
C4 C3 C8 C7 -0.4(4) . . . .
C2 C3 C8 C7 179.4(3) . . . .
N1 C1 C9 O1 -59.9(3) . . . .
C2 C1 C9 O1 59.7(3) . . . .
N1 C1 C9 N2 124.7(2) . . . .
C2 C1 C9 N2 -115.7(2) . . . .
O1 C9 N2 C10 -0.1(4) . . . .
C1 C9 N2 C10 175.0(2) . . . .
C9 N2 C10 C13 -133.6(2) . . . .
C9 N2 C10 C11 106.6(2) . . . .
N2 C10 C11 O2 -62.6(3) . . . .
C13 C10 C11 O2 177.4(2) . . . .
N2 C10 C11 C12 179.5(2) . . . .
C13 C10 C11 C12 59.5(3) . . . .
N2 C10 C13 O3 -61.3(3) . . . .
C11 C10 C13 O3 59.6(3) . . . .
N2 C10 C13 N3 121.8(2) . . . .
C11 C10 C13 N3 -117.3(2) . . . .
O3 C13 N3 C14 -3.3(4) . . . .
C10 C13 N3 C14 173.5(2) . . . .
C13 N3 C14 C15B 98.8(8) . . . .
C13 N3 C14 C19 -132.7(2) . . . .
C13 N3 C14 C15A 111.2(10) . . . .
N3 C14 C15A C16A 167.4(12) . . . .
C15B C14 C15A C16A -96(5) . . . .
C19 C14 C15A C16A 52.2(17) . . . .
C14 C15A C16A C17A -1(4) . . . .
C14 C15A C16A C18A 179.9(12) . . . .
N3 C14 C15B C16B -166.5(9) . . . .
C19 C14 C15B C16B 71.3(14) . . . .
C15A C14 C15B C16B 106(5) . . . .
C14 C15B C16B C17B 5(3) . . . .
C14 C15B C16B C18B 162.7(10) . . . .
N3 C14 C19 O4 -58.6(3) . . . .
C15B C14 C19 O4 66.0(7) . . . .
C15A C14 C19 O4 59.2(7) . . . .
N3 C14 C19 N4 119.9(2) . . . .
C15B C14 C19 N4 -115.5(7) . . . .
C15A C14 C19 N4 -122.4(7) . . . .
O4 C19 N4 C20 -1.2(4) . . . .
C14 C19 N4 C20 -179.6(2) . . . .
C19 N4 C20 C25 -112.8(2) . . . .
C19 N4 C20 C21 126.8(2) . . . .
N4 C20 C21 C22 -175.9(2) . . . .
C25 C20 C21 C22 65.4(3) . . . .
N4 C20 C21 C23 -50.7(3) . . . .
C25 C20 C21 C23 -169.4(2) . . . .
C22 C21 C23 C24 65.0(3) . . . .
C20 C21 C23 C24 -59.0(3) . . . .
N4 C20 C25 O5 -69.2(3) . . . .
C21 C20 C25 O5 52.3(3) . . . .
N4 C20 C25 N5 109.2(2) . . . .
C21 C20 C25 N5 -129.3(2) . . . .
O5 C25 N5 C26 -0.5(4) . . . .
C20 C25 N5 C26 -178.9(2) . . . .
C25 N5 C26 C30 -79.6(3) . . . .
C25 N5 C26 C27 155.6(2) . . . .
N5 C26 C27 C28 -60.4(2) . . . .
C30 C26 C27 C28 176.4(2) . . . .
C26 C27 C28 C29 -175.8(2) . . . .
C27 C28 C29 O7 -29.5(3) . . . .
C27 C28 C29 O6 154.2(2) . . . .
N5 C26 C30 O8 -12.3(4) . . . .
C27 C26 C30 O8 111.4(3) . . . .
N5 C26 C30 N6 167.1(2) . . . .
C27 C26 C30 N6 -69.2(3) . . . .
