#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/32/1503269.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_1503269
loop_
_publ_author_name
'Baumes, Jeffrey M.'
'Murgu, Ivan'
'Oliver, Allen'
'Smith, Bradley D.'
_publ_section_title
;
 Using the rotaxane mechanical bond to enhance chemical reactivity.
;
_journal_issue                   21
_journal_name_full               'Organic letters'
_journal_page_first              4980
_journal_page_last               4983
_journal_paper_doi               10.1021/ol102132x
_journal_volume                  12
_journal_year                    2010
_chemical_formula_moiety         'C42 H34 N4 O2, C56 H52 N4 O4'
_chemical_formula_sum            'C98 H86 N8 O6'
_chemical_formula_weight         1471.75
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 97.456(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   20.3817(17)
_cell_length_b                   15.3963(13)
_cell_length_c                   12.2450(10)
_cell_measurement_reflns_used    1846
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      22.30
_cell_measurement_theta_min      2.78
_cell_volume                     3810.0(6)
_computing_cell_refinement       'Bruker SAINT v7.66A'
_computing_data_collection       'Bruker APEX-II v2009-9'
_computing_data_reduction        'Bruker SAINT v7.66A'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Kappa X8-APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans '
_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  0.0818
_diffrn_reflns_av_sigmaI/netI    0.0774
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            22463
_diffrn_reflns_theta_full        23.26
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_min         1.01
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9936
_exptl_absorpt_correction_T_min  0.9880
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, Sheldrick, 2008'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1556
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.080
_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     514
_refine_ls_number_reflns         5465
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.1005
_refine_ls_R_factor_gt           0.0518
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0719P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1182
_refine_ls_wR_factor_ref         0.1476
_reflns_number_gt                3471
_reflns_number_total             5465
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol102132x_si_002.cif
_cod_data_source_block           structure2
_cod_original_cell_volume        3810.0(5)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               1503269
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
O1 O 0.45033(10) 0.38847(14) 0.57755(18) 0.0285(6) Uani 1 1 d . . .
N1 N 0.78139(14) 0.43763(18) 0.8259(2) 0.0357(8) Uani 1 1 d . . .
C1 C 0.47772(16) 0.4490(2) 0.5349(3) 0.0255(8) Uani 1 1 d . . .
C2 C 0.54159(16) 0.4913(2) 0.5571(3) 0.0258(8) Uani 1 1 d . . .
C3 C 0.59920(15) 0.4795(2) 0.6315(3) 0.0241(8) Uani 1 1 d . . .
C4 C 0.65160(15) 0.5385(2) 0.6334(3) 0.0250(8) Uani 1 1 d . . .
H4A H 0.6461 0.5882 0.5871 0.030 Uiso 1 1 calc R . .
C5 C 0.71022(16) 0.5271(2) 0.6993(3) 0.0292(8) Uani 1 1 d . . .
H5A H 0.7443 0.5692 0.6988 0.035 Uiso 1 1 calc R . .
C6 C 0.72100(16) 0.4538(2) 0.7681(3) 0.0280(8) Uani 1 1 d . . .
C7 C 0.66637(16) 0.3978(2) 0.7738(3) 0.0308(9) Uani 1 1 d . . .
H7A H 0.6706 0.3509 0.8246 0.037 Uiso 1 1 calc R . .
C8 C 0.60750(16) 0.4099(2) 0.7073(3) 0.0280(8) Uani 1 1 d . . .
H8A H 0.5718 0.3710 0.7124 0.034 Uiso 1 1 calc R . .
C9 C 0.83768(17) 0.4965(2) 0.8219(3) 0.0396(10) Uani 1 1 d . A .
H9A H 0.8662 0.4945 0.8937 0.048 Uiso 1 1 calc R . .
H9B H 0.8208 0.5566 0.8111 0.048 Uiso 1 1 calc R . .
C10 C 0.87935(18) 0.4753(2) 0.7314(3) 0.0393(10) Uani 1 1 d . . .
C11 C 0.94739(19) 0.4790(3) 0.7542(4) 0.0602(12) Uani 0.75 1 d P A 1
H11 H 0.9678 0.4957 0.8253 0.072 Uiso 0.75 1 calc PR A 1
N15 N 0.8508(2) 0.4544(3) 0.6243(3) 0.0548(11) Uani 0.25 1 d P A 1
N11 N 0.94739(19) 0.4790(3) 0.7542(4) 0.0602(12) Uani 0.25 1 d P A 2
C15 C 0.8508(2) 0.4544(3) 0.6243(3) 0.0548(11) Uani 0.75 1 d P A 2
H15 H 0.8040 0.4533 0.6073 0.066 Uiso 0.75 1 calc PR A 2
C12 C 0.9861(2) 0.4579(3) 0.6712(5) 0.0677(15) Uani 1 1 d . . .
H12A H 1.0330 0.4585 0.6866 0.081 Uiso 1 1 calc R A 1
C13 C 0.9564(3) 0.4364(3) 0.5678(5) 0.0684(14) Uani 1 1 d . A .
H13A H 0.9830 0.4220 0.5122 0.082 Uiso 1 1 calc R . .
C14 C 0.8896(2) 0.4354(3) 0.5435(4) 0.0592(13) Uani 1 1 d . . .
H14A H 0.8696 0.4217 0.4711 0.071 Uiso 1 1 calc R A 1
C16 C 0.80170(18) 0.3509(2) 0.8673(3) 0.0412(10) Uani 1 1 d . B .
H16A H 0.8326 0.3256 0.8199 0.049 Uiso 1 1 calc R . .
H16B H 0.7623 0.3128 0.8625 0.049 Uiso 1 1 calc R . .
C17 C 0.83485(16) 0.3525(2) 0.9850(3) 0.0308(9) Uani 1 1 d . . .
C18 C 0.81189(17) 0.4043(2) 1.0645(3) 0.0421(10) Uani 0.75 1 d P B 1
H18 H 0.7748 0.4410 1.0450 0.051 Uiso 0.75 1 calc PR B 1
N22 N 0.88788(19) 0.2984(3) 1.0156(3) 0.0570(12) Uani 0.25 1 d P B 1
N18 N 0.81189(17) 0.4043(2) 1.0645(3) 0.0421(10) Uani 0.25 1 d P B 2
C22 C 0.88788(19) 0.2984(3) 1.0156(3) 0.0570(12) Uani 0.75 1 d P B 2
H22 H 0.9047 0.2631 0.9620 0.068 Uiso 0.75 1 calc PR B 2
C19 C 0.84290(18) 0.4028(2) 1.1729(3) 0.0392(10) Uani 1 1 d . . .
H19 H 0.8278 0.4397 1.2265 0.047 Uiso 1 1 calc R B 1
C20 C 0.8945(2) 0.3486(3) 1.2016(3) 0.0574(12) Uani 1 1 d . B .
H20A H 0.9155 0.3475 1.2756 0.069 Uiso 1 1 calc R . .
C21 C 0.9168(2) 0.2955(3) 1.1248(4) 0.0689(15) Uani 1 1 d . . .
H21A H 0.9521 0.2563 1.1462 0.083 Uiso 1 1 calc R B 1
O2 O 0.21231(11) 0.45383(15) 0.67238(19) 0.0347(6) Uani 1 1 d . . .
O3 O 0.35360(10) 0.12378(15) 0.36402(19) 0.0322(6) Uani 1 1 d . . .
N2 N 0.31952(13) 0.46595(17) 0.6482(2) 0.0209(6) Uani 1 1 d . . .
H2 H 0.3534(15) 0.443(2) 0.625(3) 0.025 Uiso 1 1 d . . .
N3 N 0.41829(12) 0.23418(17) 0.4312(2) 0.0210(7) Uani 1 1 d . . .
H3 H 0.4230(15) 0.279(2) 0.467(3) 0.025 Uiso 1 1 d . . .
C23 C 0.33071(15) 0.54113(19) 0.7209(3) 0.0214(8) Uani 1 1 d . . .
H23A H 0.3448 0.5209 0.7971 0.026 Uiso 1 1 calc R . .
H23B H 0.2887 0.5734 0.7206 0.026 Uiso 1 1 calc R . .
C24 C 0.26096(16) 0.4258(2) 0.6338(3) 0.0234(8) Uani 1 1 d . . .
C25 C 0.25540(15) 0.3472(2) 0.5605(2) 0.0206(7) Uani 1 1 d . . .
C26 C 0.19303(15) 0.3251(2) 0.5091(2) 0.0222(8) Uani 1 1 d . . .
H26A H 0.1558 0.3573 0.5255 0.027 Uiso 1 1 calc R . .
C27 C 0.18348(15) 0.2568(2) 0.4342(2) 0.0214(8) Uani 1 1 d . . .
C28 C 0.23958(14) 0.2131(2) 0.4089(3) 0.0219(8) Uani 1 1 d . . .
H28A H 0.2345 0.1670 0.3570 0.026 Uiso 1 1 calc R . .
C29 C 0.30227(15) 0.2352(2) 0.4576(3) 0.0214(8) Uani 1 1 d . . .
C30 C 0.30975(15) 0.30072(19) 0.5369(2) 0.0205(8) Uani 1 1 d . . .
H30A H 0.3524 0.3134 0.5748 0.025 Uiso 1 1 calc R . .
C31 C 0.36014(15) 0.1924(2) 0.4158(3) 0.0222(8) Uani 1 1 d . . .
C32 C 0.47509(15) 0.2013(2) 0.3836(3) 0.0239(8) Uani 1 1 d . . .
H32A H 0.4596 0.1731 0.3123 0.029 Uiso 1 1 calc R . .
H32B H 0.4977 0.1567 0.4332 0.029 Uiso 1 1 calc R . .
C33 C 0.52390(15) 0.27234(19) 0.3654(2) 0.0197(7) Uani 1 1 d . . .
C34 C 0.50570(14) 0.3341(2) 0.2814(2) 0.0195(7) Uani 1 1 d . . .
C35 C 0.44141(15) 0.3346(2) 0.2202(3) 0.0238(8) Uani 1 1 d . . .
H35A H 0.4107 0.2905 0.2329 0.029 Uiso 1 1 calc R . .
C36 C 0.42317(16) 0.3972(2) 0.1437(2) 0.0243(8) Uani 1 1 d . . .
H36A H 0.3797 0.3969 0.1047 0.029 Uiso 1 1 calc R . .
C37 C 0.46790(16) 0.4620(2) 0.1221(3) 0.0250(8) Uani 1 1 d . . .
H37A H 0.4542 0.5057 0.0693 0.030 Uiso 1 1 calc R . .
C38 C 0.53089(15) 0.4631(2) 0.1759(2) 0.0220(8) Uani 1 1 d . . .
H38A H 0.5608 0.5069 0.1589 0.026 Uiso 1 1 calc R . .
C39 C 0.55249(15) 0.39921(19) 0.2576(2) 0.0192(7) Uani 1 1 d . . .
C40 C 0.61712(15) 0.39828(19) 0.3136(2) 0.0195(7) Uani 1 1 d . . .
C41 C 0.63387(15) 0.3397(2) 0.4009(2) 0.0205(8) Uani 1 1 d . . .
C42 C 0.69774(15) 0.3406(2) 0.4646(3) 0.0240(8) Uani 1 1 d . . .
H42A H 0.7298 0.3811 0.4465 0.029 Uiso 1 1 calc R . .
C43 C 0.71396(16) 0.2856(2) 0.5498(3) 0.0277(8) Uani 1 1 d . . .
H43A H 0.7572 0.2869 0.5897 0.033 Uiso 1 1 calc R . .
C44 C 0.66652(16) 0.2262(2) 0.5794(3) 0.0272(8) Uani 1 1 d . . .
H44A H 0.6777 0.1887 0.6406 0.033 Uiso 1 1 calc R . .
C45 C 0.60545(15) 0.2220(2) 0.5217(3) 0.0255(8) Uani 1 1 d . . .
H45A H 0.5745 0.1812 0.5430 0.031 Uiso 1 1 calc R . .
C46 C 0.58619(15) 0.2776(2) 0.4289(2) 0.0202(7) Uani 1 1 d . . .
C47 C 0.11452(15) 0.2297(2) 0.3800(3) 0.0257(8) Uani 1 1 d . . .
C48 C 0.06050(15) 0.2885(2) 0.4111(3) 0.0355(9) Uani 1 1 d . . .
H48A H 0.0611 0.2881 0.4913 0.053 Uiso 1 1 calc R . .
H48B H 0.0174 0.2677 0.3759 0.053 Uiso 1 1 calc R . .
H48C H 0.0679 0.3478 0.3863 0.053 Uiso 1 1 calc R . .
C49 C 0.10110(17) 0.1375(2) 0.4186(3) 0.0433(10) Uani 1 1 d . . .
H49A H 0.1040 0.1367 0.4991 0.065 Uiso 1 1 calc R . .
H49B H 0.1340 0.0977 0.3951 0.065 Uiso 1 1 calc R . .
H49C H 0.0567 0.1193 0.3864 0.065 Uiso 1 1 calc R . .
C50 C 0.11242(17) 0.2305(3) 0.2544(3) 0.0412(10) Uani 1 1 d . . .
H50A H 0.1215 0.2894 0.2299 0.062 Uiso 1 1 calc R . .
H50B H 0.0685 0.2122 0.2201 0.062 Uiso 1 1 calc R . .
H50C H 0.1459 0.1905 0.2330 0.062 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 0.0033 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
C6 N1 C9 121.8(3) . .
C6 N1 C16 122.8(3) . .
C9 N1 C16 112.8(3) . .
O1 C1 C2 134.7(3) . .
O1 C1 C2 134.9(3) . 3_666
C2 C1 C2 90.4(3) . 3_666
C3 C2 C1 136.0(3) . .
C3 C2 C1 134.3(3) . 3_666
C1 C2 C1 89.6(3) . 3_666
C4 C3 C2 120.0(3) . .
C4 C3 C8 117.1(3) . .
C2 C3 C8 123.0(3) . .
C5 C4 C3 122.3(3) . .
C4 C5 C6 120.9(3) . .
N1 C6 C5 121.2(3) . .
N1 C6 C7 121.8(3) . .
C5 C6 C7 117.0(3) . .
C8 C7 C6 121.3(3) . .
C7 C8 C3 120.9(3) . .
N1 C9 C10 113.9(3) . .
C11 C10 N15 118.9(4) . .
C11 C10 C9 119.1(4) . .
N15 C10 C9 122.0(3) . .
C10 C11 C12 119.2(4) . .
C14 N15 C10 121.0(4) . .
C13 C12 C11 120.2(4) . .
C14 C13 C12 121.1(5) . .
C13 C14 N15 119.6(5) . .
N1 C16 C17 112.7(3) . .
N22 C17 C18 118.8(3) . .
N22 C17 C16 119.2(3) . .
C18 C17 C16 122.0(3) . .
C17 C18 C19 120.4(3) . .
C17 N22 C21 120.0(4) . .
C20 C19 C18 119.9(4) . .
C19 C20 C21 120.4(4) . .
C20 C21 N22 120.4(4) . .
C24 N2 C23 120.9(3) . .
C31 N3 C32 120.8(3) . .
N2 C23 C40 112.2(2) . 3_666
O2 C24 N2 122.5(3) . .
O2 C24 C25 120.7(3) . .
N2 C24 C25 116.7(3) . .
C30 C25 C26 119.4(3) . .
C30 C25 C24 122.9(3) . .
C26 C25 C24 117.6(3) . .
C25 C26 C27 121.8(3) . .
C26 C27 C28 117.5(3) . .
C26 C27 C47 122.2(3) . .
C28 C27 C47 120.3(3) . .
C29 C28 C27 121.6(3) . .
C28 C29 C30 119.4(3) . .
C28 C29 C31 118.0(3) . .
C30 C29 C31 122.4(3) . .
C25 C30 C29 120.2(3) . .
O3 C31 N3 121.3(3) . .
O3 C31 C29 121.1(3) . .
N3 C31 C29 117.5(3) . .
N3 C32 C33 112.3(3) . .
C46 C33 C34 119.8(3) . .
C46 C33 C32 121.7(3) . .
C34 C33 C32 118.5(3) . .
C33 C34 C35 121.5(3) . .
C33 C34 C39 119.8(3) . .
C35 C34 C39 118.7(3) . .
C36 C35 C34 121.1(3) . .
C35 C36 C37 120.6(3) . .
C38 C37 C36 120.8(3) . .
C37 C38 C39 120.9(3) . .
C40 C39 C38 122.2(3) . .
C40 C39 C34 119.9(3) . .
C38 C39 C34 117.9(3) . .
C39 C40 C41 119.8(3) . .
C39 C40 C23 120.3(3) . 3_666
C41 C40 C23 119.8(3) . 3_666
C40 C41 C42 121.5(3) . .
C40 C41 C46 120.2(3) . .
C42 C41 C46 118.3(3) . .
C43 C42 C41 122.0(3) . .
C42 C43 C44 119.8(3) . .
C45 C44 C43 120.8(3) . .
C44 C45 C46 121.6(3) . .
C33 C46 C41 119.9(3) . .
C33 C46 C45 122.6(3) . .
C41 C46 C45 117.5(3) . .
C48 C47 C49 108.2(3) . .
C48 C47 C27 112.6(3) . .
C49 C47 C27 108.0(3) . .
C48 C47 C50 108.7(3) . .
C49 C47 C50 109.6(3) . .
C27 C47 C50 109.7(3) . .
C24 N2 H2 120(2) . .
C23 N2 H2 118(2) . .
C31 N3 H3 121(2) . .
C32 N3 H3 118(2) . .
N2 C23 H23A 109.2 . .
C40 C23 H23A 109.2 3_666 .
N2 C23 H23B 109.2 . .
C40 C23 H23B 109.2 3_666 .
H23A C23 H23B 107.9 . .
C25 C26 H26A 119.1 . .
C27 C26 H26A 119.1 . .
C29 C28 H28A 119.2 . .
C27 C28 H28A 119.2 . .
C25 C30 H30A 119.9 . .
C29 C30 H30A 119.9 . .
N3 C32 H32A 109.1 . .
C33 C32 H32A 109.1 . .
N3 C32 H32B 109.1 . .
C33 C32 H32B 109.1 . .
H32A C32 H32B 107.9 . .
C36 C35 H35A 119.5 . .
C34 C35 H35A 119.5 . .
C35 C36 H36A 119.7 . .
C37 C36 H36A 119.7 . .
C38 C37 H37A 119.6 . .
C36 C37 H37A 119.6 . .
C37 C38 H38A 119.6 . .
C39 C38 H38A 119.6 . .
C43 C42 H42A 119.0 . .
C41 C42 H42A 119.0 . .
C42 C43 H43A 120.1 . .
C44 C43 H43A 120.1 . .
C45 C44 H44A 119.6 . .
C43 C44 H44A 119.6 . .
C44 C45 H45A 119.2 . .
C46 C45 H45A 119.2 . .
C47 C48 H48A 109.5 . .
C47 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
C47 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
C47 C49 H49A 109.5 . .
C47 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C47 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
C47 C50 H50A 109.5 . .
C47 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C47 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.236(4) .
N1 C6 1.361(4) .
N1 C9 1.468(4) .
N1 C16 1.469(4) .
C1 C2 1.449(4) .
C1 C2 1.468(5) 3_666
C2 C3 1.402(4) .
C2 C1 1.468(5) 3_666
C3 C4 1.400(4) .
C3 C8 1.413(4) .
C4 C5 1.364(4) .
C5 C6 1.408(4) .
C6 C7 1.417(5) .
C7 C8 1.373(4) .
C9 C10 1.517(5) .
C10 C11 1.380(5) .
C10 N15 1.401(5) .
C11 C12 1.404(6) .
N15 C14 1.375(5) .
C12 C13 1.371(6) .
C13 C14 1.355(6) .
C16 C17 1.510(5) .
C17 N22 1.377(5) .
C17 C18 1.385(5) .
C18 C19 1.395(5) .
N22 C21 1.391(5) .
C19 C20 1.353(5) .
C20 C21 1.367(6) .
O2 C24 1.230(4) .
O3 C31 1.230(4) .
N2 C24 1.335(4) .
N2 C23 1.460(4) .
N3 C31 1.340(4) .
N3 C32 1.453(4) .
C23 C40 1.515(4) 3_666
C24 C25 1.502(4) .
C25 C30 1.381(4) .
C25 C26 1.386(4) .
C26 C27 1.392(4) .
C27 C28 1.396(4) .
C27 C47 1.532(4) .
C28 C29 1.380(4) .
C29 C30 1.394(4) .
C29 C31 1.499(4) .
C32 C33 1.514(4) .
C33 C46 1.403(4) .
C33 C34 1.415(4) .
C34 C35 1.422(4) .
C34 C39 1.439(4) .
C35 C36 1.362(4) .
C36 C37 1.399(4) .
C37 C38 1.365(4) .
C38 C39 1.432(4) .
C39 C40 1.404(4) .
C40 C41 1.406(4) .
C40 C23 1.516(4) 3_666
C41 C42 1.428(4) .
C41 C46 1.436(4) .
C42 C43 1.351(4) .
C43 C44 1.412(4) .
C44 C45 1.351(4) .
C45 C46 1.436(4) .
C47 C48 1.512(4) .
C47 C49 1.531(5) .
C47 C50 1.533(5) .
N2 H2 0.86(3) .
N3 H3 0.82(3) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C26 H26A 0.9500 .
C28 H28A 0.9500 .
C30 H30A 0.9500 .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C35 H35A 0.9500 .
C36 H36A 0.9500 .
C37 H37A 0.9500 .
C38 H38A 0.9500 .
C42 H42A 0.9500 .
C43 H43A 0.9500 .
C44 H44A 0.9500 .
C45 H45A 0.9500 .
C48 H48A 0.9800 .
C48 H48B 0.9800 .
C48 H48C 0.9800 .
C49 H49A 0.9800 .
C49 H49B 0.9800 .
C49 H49C 0.9800 .
C50 H50A 0.9800 .
C50 H50B 0.9800 .
C50 H50C 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
N2 H2 O1 0.86(3) 2.29(3) 3.143(3) 174(3)
N3 H3 O1 0.82(3) 2.18(3) 2.996(3) 170(3)
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_4
O1 C1 C2 C3 3.3(7) . .
C2 C1 C2 C3 -177.9(5) 3_666 .
O1 C1 C2 C1 -178.8(5) . 3_666
C2 C1 C2 C1 0.0 3_666 3_666
C1 C2 C3 C4 -175.9(3) . .
C1 C2 C3 C4 7.1(5) 3_666 .
C1 C2 C3 C8 3.7(6) . .
C1 C2 C3 C8 -173.3(3) 3_666 .
C2 C3 C4 C5 -175.8(3) . .
C8 C3 C4 C5 4.6(5) . .
C3 C4 C5 C6 0.9(5) . .
C9 N1 C6 C5 1.6(5) . .
C16 N1 C6 C5 -158.6(3) . .
C9 N1 C6 C7 -178.7(3) . .
C16 N1 C6 C7 21.0(5) . .
C4 C5 C6 N1 173.5(3) . .
C4 C5 C6 C7 -6.2(5) . .
N1 C6 C7 C8 -173.7(3) . .
C5 C6 C7 C8 6.0(5) . .
C6 C7 C8 C3 -0.7(5) . .
C4 C3 C8 C7 -4.7(5) . .
C2 C3 C8 C7 175.8(3) . .
C6 N1 C9 C10 -90.0(4) . .
C16 N1 C9 C10 72.1(4) . .
N1 C9 C10 C11 -137.7(3) . .
N1 C9 C10 N15 44.2(5) . .
N15 C10 C11 C12 -2.9(6) . .
C9 C10 C11 C12 178.9(4) . .
C11 C10 N15 C14 1.8(6) . .
C9 C10 N15 C14 179.9(4) . .
C10 C11 C12 C13 2.0(6) . .
C11 C12 C13 C14 0.2(7) . .
C12 C13 C14 N15 -1.4(7) . .
C10 N15 C14 C13 0.4(6) . .
C6 N1 C16 C17 -134.8(3) . .
C9 N1 C16 C17 63.3(4) . .
N1 C16 C17 N22 -141.6(4) . .
N1 C16 C17 C18 41.0(5) . .
N22 C17 C18 C19 1.3(5) . .
C16 C17 C18 C19 178.6(3) . .
C18 C17 N22 C21 1.0(6) . .
C16 C17 N22 C21 -176.5(4) . .
C17 C18 C19 C20 -1.9(6) . .
C18 C19 C20 C21 0.2(7) . .
C19 C20 C21 N22 2.0(8) . .
C17 N22 C21 C20 -2.6(8) . .
C24 N2 C23 C40 -152.0(3) . 3_666
C23 N2 C24 O2 6.5(5) . .
C23 N2 C24 C25 -177.9(3) . .
O2 C24 C25 C30 -163.8(3) . .
N2 C24 C25 C30 20.5(4) . .
O2 C24 C25 C26 20.8(4) . .
N2 C24 C25 C26 -155.0(3) . .
C30 C25 C26 C27 0.1(5) . .
C24 C25 C26 C27 175.7(3) . .
C25 C26 C27 C28 -2.4(5) . .
C25 C26 C27 C47 177.8(3) . .
C26 C27 C28 C29 1.2(5) . .
C47 C27 C28 C29 -179.0(3) . .
C27 C28 C29 C30 2.3(5) . .
C27 C28 C29 C31 -172.7(3) . .
C26 C25 C30 C29 3.5(5) . .
C24 C25 C30 C29 -171.9(3) . .
C28 C29 C30 C25 -4.7(5) . .
C31 C29 C30 C25 170.1(3) . .
C32 N3 C31 O3 2.3(5) . .
C32 N3 C31 C29 -173.9(3) . .
C28 C29 C31 O3 -20.4(5) . .
C30 C29 C31 O3 164.8(3) . .
C28 C29 C31 N3 155.8(3) . .
C30 C29 C31 N3 -19.0(4) . .
C31 N3 C32 C33 154.5(3) . .
N3 C32 C33 C46 110.0(3) . .
N3 C32 C33 C34 -70.5(4) . .
C46 C33 C34 C35 -175.7(3) . .
C32 C33 C34 C35 4.7(4) . .
C46 C33 C34 C39 3.3(4) . .
C32 C33 C34 C39 -176.2(3) . .
C33 C34 C35 C36 176.3(3) . .
C39 C34 C35 C36 -2.7(4) . .
C34 C35 C36 C37 1.2(5) . .
C35 C36 C37 C38 0.9(5) . .
C36 C37 C38 C39 -1.4(5) . .
C37 C38 C39 C40 179.4(3) . .
C37 C38 C39 C34 -0.2(4) . .
C33 C34 C39 C40 3.5(4) . .
C35 C34 C39 C40 -177.5(3) . .
C33 C34 C39 C38 -176.9(3) . .
C35 C34 C39 C38 2.2(4) . .
C38 C39 C40 C41 173.5(3) . .
C34 C39 C40 C41 -6.9(4) . .
C38 C39 C40 C23 -7.7(4) . 3_666
C34 C39 C40 C23 172.0(3) . 3_666
C39 C40 C41 C42 -175.8(3) . .
C23 C40 C41 C42 5.4(4) 3_666 .
C39 C40 C41 C46 3.5(4) . .
C23 C40 C41 C46 -175.3(3) 3_666 .
C40 C41 C42 C43 178.9(3) . .
C46 C41 C42 C43 -0.5(5) . .
C41 C42 C43 C44 -1.3(5) . .
C42 C43 C44 C45 1.7(5) . .
C43 C44 C45 C46 -0.3(5) . .
C34 C33 C46 C41 -6.7(4) . .
C32 C33 C46 C41 172.9(3) . .
C34 C33 C46 C45 174.2(3) . .
C32 C33 C46 C45 -6.2(4) . .
C40 C41 C46 C33 3.3(4) . .
C42 C41 C46 C33 -177.3(3) . .
C40 C41 C46 C45 -177.6(3) . .
C42 C41 C46 C45 1.8(4) . .
C44 C45 C46 C33 177.7(3) . .
C44 C45 C46 C41 -1.4(4) . .
C26 C27 C47 C48 3.9(4) . .
C28 C27 C47 C48 -175.9(3) . .
C26 C27 C47 C49 -115.5(3) . .
C28 C27 C47 C49 64.7(4) . .
C26 C27 C47 C50 125.2(3) . .
C28 C27 C47 C50 -54.6(4) . .
