#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:26:43 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179631 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/95/4509576.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4509576
loop_
_publ_author_name
'Baillargeon, Pierre'
'Dory, Yves L.'
_publ_section_title
;
 Supramolecular Walls from Cyclic Peptides: Modulating Nature and Strength
 of Weak Interactions
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3638
_journal_paper_doi               10.1021/cg900379n
_journal_volume                  9
_journal_year                    2009
_chemical_formula_sum            'C16 H22 N2 O2'
_chemical_formula_weight         274.36
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2007-09-21T13:34:45-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                99.350(5)
_cell_angle_beta                 95.583(7)
_cell_angle_gamma                105.412(5)
_cell_formula_units_Z            6
_cell_length_a                   9.825(4)
_cell_length_b                   11.792(5)
_cell_length_c                   21.229(10)
_cell_measurement_temperature    173(2)
_cell_volume                     2313.9(17)
_computing_data_reduction        SAINT
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.843
_diffrn_measurement_device_type  'Bruker AXS P4/SMART 1000'
_diffrn_measurement_method       omega/theta
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.1857
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            13489
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         28.16
_diffrn_reflns_theta_min         1.83
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.9977
_exptl_absorpt_correction_T_min  0.9545
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.872
_refine_diff_density_min         -0.854
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       0.003(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     524
_refine_ls_number_reflns         9565
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.964
_refine_ls_R_factor_all          0.2625
_refine_ls_R_factor_gt           0.1239
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2874
_refine_ls_wR_factor_ref         0.3696
_reflns_number_gt                3594
_reflns_number_total             9565
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg900379nsup1.cif
_cod_data_source_block           29
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Integration'
changed to 'integration' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2314.0(16)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4509576
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N5 N 0.9564(5) 0.1109(5) 0.5922(2) 0.0418(13) Uani 1 1 d .
H5 H 1.0472 0.1491 0.5941 0.05 Uiso 1 1 calc R
C41 C 0.9171(8) -0.0015(7) 0.6175(4) 0.062(2) Uani 1 1 d .
H41A H 0.9678 0.013 0.662 0.074 Uiso 1 1 calc R
H41B H 0.8133 -0.0248 0.6195 0.074 Uiso 1 1 calc R
C1 C 0.9501(7) 0.6802(6) 0.9644(3) 0.0515(18) Uani 1 1 d .
H1A H 0.8574 0.6776 0.9796 0.062 Uiso 1 1 calc R
H1B H 1.0223 0.6931 1.0028 0.062 Uiso 1 1 calc R
C2 C 0.9382(7) 0.5630(6) 0.9221(3) 0.0472(17) Uani 1 1 d .
C3 C 0.9302(7) 0.4735(6) 0.8872(3) 0.0483(17) Uani 1 1 d .
C4 C 0.9212(8) 0.3603(6) 0.8385(3) 0.0520(18) Uani 1 1 d .
H4A H 0.8256 0.3308 0.8119 0.062 Uiso 1 1 calc R
H4B H 0.9349 0.2968 0.8616 0.062 Uiso 1 1 calc R
C5 C 1.0360(7) 0.3876(6) 0.7949(3) 0.0490(10) Uani 1 1 d .
C6 C 1.1844(7) 0.4260(6) 0.8338(3) 0.0533(18) Uani 1 1 d .
H6A H 1.1873 0.376 0.8663 0.08 Uiso 1 1 calc R
H6B H 1.2076 0.5103 0.8553 0.08 Uiso 1 1 calc R
H6C H 1.2543 0.4165 0.8049 0.08 Uiso 1 1 calc R
C7 C 1.0181(10) 0.2692(7) 0.7477(4) 0.074(2) Uani 1 1 d .
H7A H 1.0474 0.2124 0.771 0.112 Uiso 1 1 calc R
H7B H 1.0777 0.2845 0.7138 0.112 Uiso 1 1 calc R
H7C H 0.9178 0.2352 0.728 0.112 Uiso 1 1 calc R
C8 C 1.0051(7) 0.4807(6) 0.7561(3) 0.0490(10) Uani 1 1 d .
N2 N 1.1158(5) 0.5511(4) 0.7371(2) 0.0417(13) Uani 1 1 d .
H2 H 1.2009 0.5408 0.7445 0.05 Uiso 1 1 calc R
C10 C 1.0742(14) 0.7462(8) 0.7492(5) 0.114(3) Uani 1 1 d .
C11 C 1.0658(14) 0.8238(8) 0.7888(5) 0.114(3) Uani 1 1 d .
C12 C 1.0966(9) 0.9426(9) 0.8504(6) 0.110(4) Uani 1 1 d .
H12A H 1.1642 0.9377 0.8869 0.133 Uiso 1 1 calc R
H12B H 1.133 1.0196 0.8363 0.133 Uiso 1 1 calc R
C13 C 0.9501(7) 0.9266(6) 0.8672(4) 0.0531(19) Uani 1 1 d .
C14 C 0.9521(14) 1.0414(8) 0.9125(5) 0.113(4) Uani 1 1 d .
H14A H 0.9671 1.1076 0.889 0.17 Uiso 1 1 calc R
H14B H 1.0298 1.06 0.9486 0.17 Uiso 1 1 calc R
H14C H 0.8608 1.0306 0.9291 0.17 Uiso 1 1 calc R
C15 C 0.8489(12) 0.9165(9) 0.8089(4) 0.107(4) Uani 1 1 d .
H15A H 0.8482 0.8464 0.7769 0.161 Uiso 1 1 calc R
H15B H 0.8784 0.989 0.7908 0.161 Uiso 1 1 calc R
H15C H 0.7529 0.9074 0.8205 0.161 Uiso 1 1 calc R
C16 C 0.8941(6) 0.8228(5) 0.9003(3) 0.0342(14) Uani 1 1 d .
N1 N 0.9904(5) 0.7809(4) 0.9313(2) 0.0392(13) Uani 1 1 d .
H1 H 1.0817 0.8156 0.9317 0.047 Uiso 1 1 calc R
C9 C 1.0964(7) 0.6461(6) 0.7037(3) 0.0490(10) Uani 1 1 d .
H9A H 1.0129 0.6133 0.6693 0.059 Uiso 1 1 calc R
H9B H 1.1817 0.6762 0.6833 0.059 Uiso 1 1 calc R
O1 O 0.7656(4) 0.7829(4) 0.9032(2) 0.0508(12) Uani 1 1 d .
O2 O 0.8815(4) 0.4813(4) 0.7401(2) 0.0457(11) Uani 1 1 d .
C17 C 0.4128(7) 0.1874(6) 0.5429(3) 0.0487(17) Uani 1 1 d .
H17A H 0.3129 0.1419 0.5246 0.058 Uiso 1 1 calc R
H17B H 0.4743 0.1715 0.5102 0.058 Uiso 1 1 calc R
C18 C 0.4250(7) 0.3151(6) 0.5564(3) 0.0452(16) Uani 1 1 d .
C19 C 0.4333(7) 0.4203(7) 0.5710(3) 0.0472(17) Uani 1 1 d .
C20 C 0.4382(7) 0.5490(6) 0.5866(3) 0.0471(17) Uani 1 1 d .
H20A H 0.3462 0.5546 0.6001 0.056 Uiso 1 1 calc R
H20B H 0.4478 0.5825 0.5469 0.056 Uiso 1 1 calc R
C21 C 0.5583(6) 0.6260(5) 0.6392(3) 0.0398(15) Uani 1 1 d .
C22 C 0.7035(7) 0.6165(7) 0.6211(4) 0.057(2) Uani 1 1 d .
H22A H 0.7098 0.535 0.6212 0.085 Uiso 1 1 calc R
H22B H 0.7805 0.6739 0.6526 0.085 Uiso 1 1 calc R
H22C H 0.7125 0.6346 0.578 0.085 Uiso 1 1 calc R
C23 C 0.5555(8) 0.7572(6) 0.6441(4) 0.058(2) Uani 1 1 d .
H23A H 0.6241 0.8079 0.6811 0.087 Uiso 1 1 calc R
H23B H 0.4595 0.7625 0.6497 0.087 Uiso 1 1 calc R
H23C H 0.5812 0.7845 0.6045 0.087 Uiso 1 1 calc R
C24 C 0.5285(6) 0.5930(5) 0.7037(3) 0.0372(15) Uani 1 1 d .
C25 C 0.6033(7) 0.5229(5) 0.8002(3) 0.0391(15) Uani 1 1 d .
H25A H 0.5496 0.5717 0.8238 0.047 Uiso 1 1 calc R
H25B H 0.6965 0.5367 0.8271 0.047 Uiso 1 1 calc R
C26 C 0.5238(6) 0.3962(6) 0.7899(3) 0.0384(15) Uani 1 1 d .
C27 C 0.4566(7) 0.2904(6) 0.7786(3) 0.0379(15) Uani 1 1 d .
C28 C 0.3759(6) 0.1655(5) 0.7646(3) 0.0371(14) Uani 1 1 d .
H28A H 0.273 0.159 0.7559 0.044 Uiso 1 1 calc R
H28B H 0.3913 0.1301 0.803 0.044 Uiso 1 1 calc R
C29 C 0.4181(6) 0.0933(5) 0.7060(3) 0.0381(15) Uani 1 1 d .
C30 C 0.5781(7) 0.1056(6) 0.7165(3) 0.0525(18) Uani 1 1 d .
H30A H 0.6321 0.1888 0.7172 0.079 Uiso 1 1 calc R
H30B H 0.601 0.0522 0.6813 0.079 Uiso 1 1 calc R
H30C H 0.6038 0.0837 0.7577 0.079 Uiso 1 1 calc R
C31 C 0.3293(8) -0.0397(5) 0.6980(4) 0.0549(19) Uani 1 1 d .
H31A H 0.3389 -0.0849 0.6565 0.082 Uiso 1 1 calc R
H31B H 0.2286 -0.0441 0.6994 0.082 Uiso 1 1 calc R
H31C H 0.3642 -0.0742 0.7331 0.082 Uiso 1 1 calc R
C32 C 0.3700(6) 0.1340(5) 0.6458(3) 0.0364(14) Uani 1 1 d .
N3 N 0.4538(6) 0.1463(4) 0.5999(3) 0.0429(13) Uani 1 1 d .
H3 H 0.5354 0.1288 0.6047 0.052 Uiso 1 1 calc R
N4 N 0.6266(5) 0.5607(4) 0.7396(2) 0.0336(12) Uani 1 1 d .
H4 H 0.7085 0.5626 0.7257 0.04 Uiso 1 1 calc R
O3 O 0.2501(4) 0.1532(4) 0.6381(2) 0.0474(12) Uani 1 1 d .
O4 O 0.4139(4) 0.5968(4) 0.7232(2) 0.0522(12) Uani 1 1 d .
C33 C 0.5433(7) 0.1552(6) 0.1338(3) 0.0434(16) Uani 1 1 d .
H33A H 0.4971 0.1858 0.1697 0.052 Uiso 1 1 calc R
H33B H 0.6473 0.179 0.1487 0.052 Uiso 1 1 calc R
C34 C 0.4894(7) 0.0242(7) 0.1177(3) 0.0448(16) Uani 1 1 d .
C35 C 0.4360(6) -0.0827(6) 0.1005(3) 0.0406(15) Uani 1 1 d .
C36 C 0.3733(6) -0.2121(5) 0.0810(3) 0.0389(15) Uani 1 1 d .
H36A H 0.2688 -0.2291 0.0692 0.047 Uiso 1 1 calc R
H36B H 0.3897 -0.2496 0.1184 0.047 Uiso 1 1 calc R
C37 C 0.4327(6) -0.2714(5) 0.0235(3) 0.0386(15) Uani 1 1 d .
C38 C 0.3575(8) -0.4056(6) 0.0082(3) 0.0508(18) Uani 1 1 d .
H38A H 0.2554 -0.419 -0.0055 0.076 Uiso 1 1 calc R
H38B H 0.3707 -0.4393 0.0469 0.076 Uiso 1 1 calc R
H38C H 0.3981 -0.4447 -0.0265 0.076 Uiso 1 1 calc R
C39 C 0.5948(7) -0.2487(6) 0.0418(3) 0.0507(18) Uani 1 1 d .
H39A H 0.6316 -0.291 0.0068 0.076 Uiso 1 1 calc R
H39B H 0.613 -0.2782 0.0815 0.076 Uiso 1 1 calc R
H39C H 0.6426 -0.1625 0.0489 0.076 Uiso 1 1 calc R
C40 C 0.3944(6) -0.2199(5) -0.0355(3) 0.0356(14) Uani 1 1 d .
N6 N 0.5161(5) 0.2087(4) 0.0795(2) 0.0372(12) Uani 1 1 d .
H6 H 0.4401 0.2345 0.0751 0.045 Uiso 1 1 calc R
O6 O 0.2797(5) -0.1963(5) -0.0445(2) 0.0579(13) Uani 1 1 d .
C42 C 0.9514(15) -0.0970(8) 0.5790(5) 0.128(4) Uani 1 1 d D
C43 C 1.0331(14) -0.1689(8) 0.5555(5) 0.128(4) Uani 1 1 d D
C44 C 1.1456(19) -0.2431(11) 0.5316(5) 0.185(9) Uani 1 1 d D
H44A H 1.2463 -0.1931 0.5415 0.222 Uiso 1 1 calc R
H44B H 1.1346 -0.3177 0.5488 0.222 Uiso 1 1 calc R
C45 C 1.0903(9) -0.2656(10) 0.4648(7) 0.119(3) Uani 1 1 d .
C46 C 1.1477(17) -0.3669(9) 0.4283(6) 0.152(6) Uani 1 1 d .
H46A H 1.2494 -0.3341 0.4261 0.228 Uiso 1 1 calc R
H46B H 1.0948 -0.3962 0.3845 0.228 Uiso 1 1 calc R
H46C H 1.1346 -0.4332 0.4517 0.228 Uiso 1 1 calc R
C47 C 0.9379(9) -0.3189(9) 0.4530(6) 0.119(3) Uani 1 1 d .
H47A H 0.8941 -0.2788 0.486 0.179 Uiso 1 1 calc R
H47B H 0.9161 -0.4044 0.4547 0.179 Uiso 1 1 calc R
H47C H 0.8998 -0.3099 0.4103 0.179 Uiso 1 1 calc R
C48 C 0.8564(7) 0.1563(5) 0.5662(3) 0.0416(15) Uani 1 1 d .
O5 O 0.7284(5) 0.1124(4) 0.5675(2) 0.0599(14) Uani 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 0 '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 0.006 '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
C48 N5 C41 121.8(6) . .
C48 N5 H5 119.1 . .
C41 N5 H5 119.1 . .
C42 C41 N5 112.4(6) . .
C42 C41 H41A 109.1 . .
N5 C41 H41A 109.1 . .
C42 C41 H41B 109.1 . .
N5 C41 H41B 109.1 . .
H41A C41 H41B 107.9 . .
N1 C1 C2 112.4(5) . .
N1 C1 H1A 109.1 . .
C2 C1 H1A 109.1 . .
N1 C1 H1B 109.1 . .
C2 C1 H1B 109.1 . .
H1A C1 H1B 107.8 . .
C3 C2 C1 177.6(7) . .
C2 C3 C4 176.8(7) . .
C3 C4 C5 109.9(5) . .
C3 C4 H4A 109.7 . .
C5 C4 H4A 109.7 . .
C3 C4 H4B 109.7 . .
C5 C4 H4B 109.7 . .
H4A C4 H4B 108.2 . .
C6 C5 C4 111.0(6) . .
C6 C5 C7 108.4(6) . .
C4 C5 C7 106.1(6) . .
C6 C5 C8 114.1(6) . .
C4 C5 C8 108.2(5) . .
C7 C5 C8 108.8(6) . .
C5 C6 H6A 109.5 . .
C5 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C5 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
O2 C8 N2 122.5(6) . .
O2 C8 C5 120.4(6) . .
N2 C8 C5 116.8(6) . .
C8 N2 C9 119.9(5) . .
C8 N2 H2 120 . .
C9 N2 H2 120 . .
C11 C10 C9 174.2(14) . .
C10 C11 C12 166.2(14) . .
C13 C12 C11 100.3(8) . .
C13 C12 H12A 111.7 . .
C11 C12 H12A 111.7 . .
C13 C12 H12B 111.7 . .
C11 C12 H12B 111.7 . .
H12A C12 H12B 109.5 . .
C15 C13 C12 109.9(8) . .
C15 C13 C16 109.5(6) . .
C12 C13 C16 116.0(6) . .
C15 C13 C14 106.2(8) . .
C12 C13 C14 107.0(8) . .
C16 C13 C14 107.7(6) . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C13 C15 H15A 109.5 . .
C13 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C13 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
O1 C16 N1 120.4(6) . .
O1 C16 C13 121.9(5) . .
N1 C16 C13 117.5(5) . .
C16 N1 C1 122.8(5) . .
C16 N1 H1 118.6 . .
C1 N1 H1 118.6 . .
N2 C9 C10 110.8(6) . .
N2 C9 H9A 109.5 . .
C10 C9 H9A 109.5 . .
N2 C9 H9B 109.5 . .
C10 C9 H9B 109.5 . .
H9A C9 H9B 108.1 . .
N3 C17 C18 111.9(6) . .
N3 C17 H17A 109.2 . .
C18 C17 H17A 109.2 . .
N3 C17 H17B 109.2 . .
C18 C17 H17B 109.2 . .
H17A C17 H17B 107.9 . .
C19 C18 C17 176.3(7) . .
C18 C19 C20 177.4(7) . .
C19 C20 C21 114.8(6) . .
C19 C20 H20A 108.6 . .
C21 C20 H20A 108.6 . .
C19 C20 H20B 108.6 . .
C21 C20 H20B 108.6 . .
H20A C20 H20B 107.5 . .
C24 C21 C20 109.4(5) . .
C24 C21 C22 114.3(5) . .
C20 C21 C22 110.3(6) . .
C24 C21 C23 106.5(5) . .
C20 C21 C23 107.5(5) . .
C22 C21 C23 108.6(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 . .
C21 C23 H23A 109.5 . .
C21 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C21 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
O4 C24 N4 120.5(6) . .
O4 C24 C21 120.0(5) . .
N4 C24 C21 119.5(5) . .
N4 C25 C26 111.3(5) . .
N4 C25 H25A 109.4 . .
C26 C25 H25A 109.4 . .
N4 C25 H25B 109.4 . .
C26 C25 H25B 109.4 . .
H25A C25 H25B 108 . .
C27 C26 C25 177.4(7) . .
C26 C27 C28 179.2(7) . .
C27 C28 C29 112.6(5) . .
C27 C28 H28A 109.1 . .
C29 C28 H28A 109.1 . .
C27 C28 H28B 109.1 . .
C29 C28 H28B 109.1 . .
H28A C28 H28B 107.8 . .
C32 C29 C30 113.5(5) . .
C32 C29 C28 108.4(5) . .
C30 C29 C28 110.6(5) . .
C32 C29 C31 105.7(5) . .
C30 C29 C31 110.8(5) . .
C28 C29 C31 107.5(5) . .
C29 C30 H30A 109.5 . .
C29 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C29 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C29 C31 H31A 109.5 . .
C29 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C29 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
O3 C32 N3 120.0(6) . .
O3 C32 C29 120.3(5) . .
N3 C32 C29 119.7(5) . .
C32 N3 C17 121.1(5) . .
C32 N3 H3 119.5 . .
C17 N3 H3 119.5 . .
C24 N4 C25 122.7(5) . .
C24 N4 H4 118.6 . .
C25 N4 H4 118.6 . .
N6 C33 C34 111.9(6) . .
N6 C33 H33A 109.2 . .
C34 C33 H33A 109.2 . .
N6 C33 H33B 109.2 . .
C34 C33 H33B 109.2 . .
H33A C33 H33B 107.9 . .
C35 C34 C33 174.2(7) . .
C34 C35 C36 178.7(7) . .
C35 C36 C37 114.5(5) . .
C35 C36 H36A 108.6 . .
C37 C36 H36A 108.6 . .
C35 C36 H36B 108.6 . .
C37 C36 H36B 108.6 . .
H36A C36 H36B 107.6 . .
C38 C37 C40 107.7(5) . .
C38 C37 C39 110.2(5) . .
C40 C37 C39 113.2(5) . .
C38 C37 C36 108.8(5) . .
C40 C37 C36 107.7(5) . .
C39 C37 C36 109.2(5) . .
C37 C38 H38A 109.5 . .
C37 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
C37 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
C37 C39 H39A 109.5 . .
C37 C39 H39B 109.5 . .
H39A C39 H39B 109.5 . .
C37 C39 H39C 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
O6 C40 N6 120.5(5) . 2_655
O6 C40 C37 120.9(5) . .
N6 C40 C37 118.4(5) 2_655 .
C40 N6 C33 120.6(5) 2_655 .
C40 N6 H6 119.7 2_655 .
C33 N6 H6 119.7 . .
C43 C42 C41 158.6(14) . .
C42 C43 C44 173.9(13) . .
C45 C44 C43 95.0(10) . .
C45 C44 H44A 112.7 . .
C43 C44 H44A 112.7 . .
C45 C44 H44B 112.7 . .
C43 C44 H44B 112.7 . .
H44A C44 H44B 110.2 . .
C44 C45 C47 111.9(11) . .
C44 C45 C48 112.5(11) . 2_756
C47 C45 C48 114.8(7) . 2_756
C44 C45 C46 108.3(9) . .
C47 C45 C46 102.9(11) . .
C48 C45 C46 105.6(9) 2_756 .
C45 C46 H46A 109.5 . .
C45 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C45 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C45 C47 H47A 109.5 . .
C45 C47 H47B 109.5 . .
H47A C47 H47B 109.5 . .
C45 C47 H47C 109.5 . .
H47A C47 H47C 109.5 . .
H47B C47 H47C 109.5 . .
O5 C48 N5 121.7(6) . .
O5 C48 C45 121.4(6) . 2_756
N5 C48 C45 117.0(6) . 2_756
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N5 C48 1.351(8) .
N5 C41 1.482(9) .
N5 H5 0.88 .
C41 C42 1.417(11) .
C41 H41A 0.99 .
C41 H41B 0.99 .
C1 N1 1.462(8) .
C1 C2 1.491(9) .
C1 H1A 0.99 .
C1 H1B 0.99 .
C2 C3 1.165(9) .
C3 C4 1.527(9) .
C4 C5 1.529(9) .
C4 H4A 0.99 .
C4 H4B 0.99 .
C5 C6 1.519(9) .
C5 C7 1.539(10) .
C5 C8 1.548(9) .
C6 H6A 0.98 .
C6 H6B 0.98 .
C6 H6C 0.98 .
C7 H7A 0.98 .
C7 H7B 0.98 .
C7 H7C 0.98 .
C8 O2 1.231(8) .
C8 N2 1.323(8) .
N2 C9 1.462(8) .
N2 H2 0.88 .
C10 C11 1.164(11) .
C10 C9 1.476(11) .
C11 C12 1.693(15) .
C12 C13 1.487(10) .
C12 H12A 0.99 .
C12 H12B 0.99 .
C13 C15 1.478(11) .
C13 C16 1.514(9) .
C13 C14 1.522(11) .
C14 H14A 0.98 .
C14 H14B 0.98 .
C14 H14C 0.98 .
C15 H15A 0.98 .
C15 H15B 0.98 .
C15 H15C 0.98 .
C16 O1 1.235(7) .
C16 N1 1.344(7) .
N1 H1 0.88 .
C9 H9A 0.99 .
C9 H9B 0.99 .
C17 N3 1.436(8) .
C17 C18 1.456(10) .
C17 H17A 0.99 .
C17 H17B 0.99 .
C18 C19 1.208(9) .
C19 C20 1.487(10) .
C20 C21 1.519(9) .
C20 H20A 0.99 .
C20 H20B 0.99 .
C21 C24 1.518(9) .
C21 C22 1.540(8) .
C21 C23 1.541(9) .
C22 H22A 0.98 .
C22 H22B 0.98 .
C22 H22C 0.98 .
C23 H23A 0.98 .
C23 H23B 0.98 .
C23 H23C 0.98 .
C24 O4 1.246(7) .
C24 N4 1.342(7) .
C25 N4 1.449(7) .
C25 C26 1.459(9) .
C25 H25A 0.99 .
C25 H25B 0.99 .
C26 C27 1.218(8) .
C27 C28 1.441(9) .
C28 C29 1.546(8) .
C28 H28A 0.99 .
C28 H28B 0.99 .
C29 C32 1.514(9) .
C29 C30 1.530(8) .
C29 C31 1.552(9) .
C30 H30A 0.98 .
C30 H30B 0.98 .
C30 H30C 0.98 .
C31 H31A 0.98 .
C31 H31B 0.98 .
C31 H31C 0.98 .
C32 O3 1.257(7) .
C32 N3 1.338(7) .
N3 H3 0.88 .
N4 H4 0.88 .
C33 N6 1.436(7) .
C33 C34 1.464(10) .
C33 H33A 0.99 .
C33 H33B 0.99 .
C34 C35 1.207(9) .
C35 C36 1.458(9) .
C36 C37 1.548(8) .
C36 H36A 0.99 .
C36 H36B 0.99 .
C37 C38 1.523(9) .
C37 C40 1.534(8) .
C37 C39 1.542(8) .
C38 H38A 0.98 .
C38 H38B 0.98 .
C38 H38C 0.98 .
C39 H39A 0.98 .
C39 H39B 0.98 .
C39 H39C 0.98 .
C40 O6 1.234(7) .
C40 N6 1.343(7) 2_655
N6 C40 1.343(7) 2_655
N6 H6 0.88 .
C42 C43 1.383(12) .
C43 C44 1.652(14) .
C44 C45 1.423(16) .
C44 H44A 0.99 .
C44 H44B 0.99 .
C45 C47 1.441(12) .
C45 C48 1.534(11) 2_756
C45 C46 1.576(15) .
C46 H46A 0.98 .
C46 H46B 0.98 .
C46 H46C 0.98 .
C47 H47A 0.98 .
C47 H47B 0.98 .
C47 H47C 0.98 .
C48 O5 1.231(7) .
C48 C45 1.534(11) 2_756
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_4
C48 N5 C41 C42 110.6(9) .
N1 C1 C2 C3 0(17) .
C1 C2 C3 C4 -1E1(3) .
C2 C3 C4 C5 41(13) .
C3 C4 C5 C6 62.7(7) .
C3 C4 C5 C7 -179.8(6) .
C3 C4 C5 C8 -63.2(7) .
C6 C5 C8 O2 -156.5(6) .
C4 C5 C8 O2 -32.4(9) .
C7 C5 C8 O2 82.4(8) .
C6 C5 C8 N2 28.9(9) .
C4 C5 C8 N2 153.0(6) .
C7 C5 C8 N2 -92.2(7) .
O2 C8 N2 C9 9.3(10) .
C5 C8 N2 C9 -176.2(6) .
C9 C10 C11 C12 35(13) .
C10 C11 C12 C13 -161(4) .
C11 C12 C13 C15 -53.2(9) .
C11 C12 C13 C16 71.8(9) .
C11 C12 C13 C14 -168.0(7) .
C15 C13 C16 O1 -37.7(9) .
C12 C13 C16 O1 -162.8(8) .
C14 C13 C16 O1 77.3(9) .
C15 C13 C16 N1 147.4(7) .
C12 C13 C16 N1 22.4(10) .
C14 C13 C16 N1 -97.5(8) .
O1 C16 N1 C1 5.9(9) .
C13 C16 N1 C1 -179.2(5) .
C2 C1 N1 C16 92.4(7) .
C8 N2 C9 C10 73.5(9) .
C11 C10 C9 N2 42(11) .
N3 C17 C18 C19 -31(11) .
C17 C18 C19 C20 -119(17) .
C18 C19 C20 C21 -18E1(10) .
C19 C20 C21 C24 -70.2(7) .
C19 C20 C21 C22 56.4(7) .
C19 C20 C21 C23 174.6(6) .
C20 C21 C24 O4 -55.5(7) .
C22 C21 C24 O4 -179.6(6) .
C23 C21 C24 O4 60.5(7) .
C20 C21 C24 N4 125.0(6) .
C22 C21 C24 N4 0.9(8) .
C23 C21 C24 N4 -119.1(6) .
N4 C25 C26 C27 -7(14) .
C25 C26 C27 C28 -4E1(7) .
C26 C27 C28 C29 8E1(6) .
C27 C28 C29 C32 -68.6(6) .
C27 C28 C29 C30 56.4(7) .
C27 C28 C29 C31 177.5(5) .
C30 C29 C32 O3 -164.9(6) .
C28 C29 C32 O3 -41.6(7) .
C31 C29 C32 O3 73.5(7) .
C30 C29 C32 N3 17.0(8) .
C28 C29 C32 N3 140.4(5) .
C31 C29 C32 N3 -104.6(6) .
O3 C32 N3 C17 3.4(9) .
C29 C32 N3 C17 -178.5(5) .
C18 C17 N3 C32 73.0(7) .
O4 C24 N4 C25 3.3(9) .
C21 C24 N4 C25 -177.2(5) .
C26 C25 N4 C24 83.1(7) .
N6 C33 C34 C35 -29(7) .
C33 C34 C35 C36 -17E1(3) .
C34 C35 C36 C37 -11E1(3) .
C35 C36 C37 C38 -179.7(5) .
C35 C36 C37 C40 -63.3(7) .
C35 C36 C37 C39 60.0(7) .
C38 C37 C40 O6 80.8(7) .
C39 C37 C40 O6 -157.1(6) .
C36 C37 C40 O6 -36.3(8) .
C38 C37 C40 N6 -94.5(6) 2_655
C39 C37 C40 N6 27.5(8) 2_655
C36 C37 C40 N6 148.3(5) 2_655
C34 C33 N6 C40 -84.2(7) 2_655
N5 C41 C42 C43 83(3) .
C41 C42 C43 C44 -14(11) .
C42 C43 C44 C45 -128(9) .
C43 C44 C45 C47 -52.0(11) .
C43 C44 C45 C48 78.9(10) 2_756
C43 C44 C45 C46 -164.7(9) .
C41 N5 C48 O5 6.5(9) .
C41 N5 C48 C45 -173.8(8) 2_756
