#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:50:56 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178447 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/68/4026878.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_4026878
loop_
_publ_author_name
'Feng Wu'
'Li-Hui Wu'
'Xin Xiao'
'Yun-Qian Zhang'
'Sai-Feng Xue'
'Zhu Tao'
'Anthony I. Day'
_publ_section_title
;
 Locating the Cyclopentano Cousins of the Cucurbit[n]uril Family
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              606
_journal_page_last               611
_journal_paper_doi               10.1021/jo2021778
_journal_volume                  77
_journal_year                    2012
_chemical_formula_sum            'C116 H208 N48 O61'
_chemical_formula_weight         3251.30
_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                 98.670(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            1
_cell_length_a                   12.6912(5)
_cell_length_b                   12.5739(5)
_cell_length_c                   23.0762(10)
_cell_measurement_temperature    293(2)
_cell_volume                     3640.4(3)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_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  0.0424
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            41962
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_description       block
_exptl_crystal_F_000             1704
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_refine_diff_density_max         1.729
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     538
_refine_ls_number_reflns         8079
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_gt           0.0655
_refine_ls_shift/su_max          2.299
_refine_ls_shift/su_mean         0.048
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0949P)²+3.5096P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1769
_refine_ls_wR_factor_ref         0.1948
_reflns_number_gt                5905
_reflns_number_total             8079
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo2021778_si_006.cif
_cod_data_source_block           shelxl
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4026878
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
C1 C 0.35241(19) 0.2087(2) -0.15327(10) 0.0263(5) Uani 1 1 d .
C2 C 0.48277(19) 0.3414(2) -0.12909(10) 0.0260(5) Uani 1 1 d .
C3 C 0.38192(19) 0.3686(2) -0.09991(10) 0.0258(5) Uani 1 1 d .
C4 C 0.5310(2) 0.34934(19) -0.02687(10) 0.0270(5) Uani 1 1 d .
C5 C 0.20236(19) 0.2698(2) -0.10514(10) 0.0283(5) Uani 1 1 d .
H5A H 0.1621 0.2260 -0.1352 0.034 Uiso 1 1 calc R
H5B H 0.1702 0.3400 -0.1078 0.034 Uiso 1 1 calc R
C6 C 0.3648(2) 0.4030(2) 0.00776(10) 0.0286(5) Uani 1 1 d .
H6A H 0.3144 0.4579 -0.0074 0.034 Uiso 1 1 calc R
H6B H 0.4140 0.4337 0.0396 0.034 Uiso 1 1 calc R
C7 C 0.16019(19) 0.1221(2) -0.04260(10) 0.0279(5) Uani 1 1 d .
C8 C 0.2007(2) 0.2846(2) 0.00651(10) 0.0274(5) Uani 1 1 d .
C9 C 0.1728(2) 0.1989(2) 0.05139(10) 0.0283(5) Uani 1 1 d .
C10 C 0.3422(2) 0.2710(2) 0.08394(10) 0.0288(5) Uani 1 1 d .
C11 C 0.11768(19) 0.0025(2) 0.03482(11) 0.0301(5) Uani 1 1 d .
H11A H 0.0861 -0.0375 0.0006 0.036 Uiso 1 1 calc R
H11B H 0.0620 0.0158 0.0584 0.036 Uiso 1 1 calc R
C12 C 0.2793(2) 0.1406(2) 0.15070(10) 0.0301(5) Uani 1 1 d .
H12A H 0.3340 0.1759 0.1779 0.036 Uiso 1 1 calc R
H12B H 0.2126 0.1479 0.1660 0.036 Uiso 1 1 calc R
C13 C 0.22775(19) -0.1579(2) 0.04634(10) 0.0277(5) Uani 1 1 d .
C14 C 0.22838(19) -0.0548(2) 0.13162(10) 0.0264(5) Uani 1 1 d .
C15 C 0.29298(19) -0.1598(2) 0.14734(10) 0.0263(5) Uani 1 1 d .
C16 C 0.40532(19) -0.0114(2) 0.17019(9) 0.0256(5) Uani 1 1 d .
C17 C 0.51514(19) 0.1870(2) -0.19845(10) 0.0282(5) Uani 1 1 d .
H17A H 0.5462 0.2397 -0.2216 0.034 Uiso 1 1 calc R
H17B H 0.4678 0.1429 -0.2254 0.034 Uiso 1 1 calc R
C18 C 0.6786(2) 0.3217(2) -0.08313(11) 0.0306(5) Uani 1 1 d .
H18A H 0.6936 0.3653 -0.1156 0.037 Uiso 1 1 calc R
H18B H 0.7186 0.3506 -0.0475 0.037 Uiso 1 1 calc R
C19 C 0.4959(2) 0.4348(2) -0.17023(11) 0.0337(6) Uani 1 1 d .
H19A H 0.5433 0.4884 -0.1506 0.040 Uiso 1 1 calc R
H19B H 0.5235 0.4108 -0.2050 0.040 Uiso 1 1 calc R
C20 C 0.3831(2) 0.4774(2) -0.18571(11) 0.0369(6) Uani 1 1 d .
H20A H 0.3409 0.4326 -0.2146 0.044 Uiso 1 1 calc R
H20B H 0.3834 0.5493 -0.2009 0.044 Uiso 1 1 calc R
C21 C 0.3398(2) 0.4750(2) -0.12715(11) 0.0332(6) Uani 1 1 d .
H21A H 0.2625 0.4767 -0.1333 0.040 Uiso 1 1 calc R
H21B H 0.3667 0.5344 -0.1025 0.040 Uiso 1 1 calc R
C22 C 0.1156(2) 0.3724(2) 0.00557(12) 0.0364(6) Uani 1 1 d .
H22A H 0.1404 0.4292 0.0327 0.044 Uiso 1 1 calc R
H22B H 0.0969 0.4019 -0.0335 0.044 Uiso 1 1 calc R
C23 C 0.0214(2) 0.3140(3) 0.02467(13) 0.0430(7) Uani 1 1 d .
H23A H -0.0170 0.2735 -0.0075 0.052 Uiso 1 1 calc R
H23B H -0.0274 0.3636 0.0389 0.052 Uiso 1 1 calc R
C24 C 0.0724(2) 0.2402(2) 0.07390(12) 0.0364(6) Uani 1 1 d .
H24A H 0.0249 0.1822 0.0799 0.044 Uiso 1 1 calc R
H24B H 0.0908 0.2789 0.1104 0.044 Uiso 1 1 calc R
C25 C 0.1346(2) -0.0597(2) 0.16655(12) 0.0390(6) Uani 1 1 d .
H25A H 0.1505 -0.0205 0.2030 0.047 Uiso 1 1 calc R
H25B H 0.0703 -0.0309 0.1439 0.047 Uiso 1 1 calc R
C26 C 0.1223(3) -0.1761(4) 0.17794(19) 0.0683(11) Uani 1 1 d .
H26A H 0.0845 -0.2115 0.1436 0.082 Uiso 1 1 calc R
H26B H 0.0837 -0.1873 0.2107 0.082 Uiso 1 1 calc R
C27 C 0.2361(2) -0.2174(2) 0.19219(12) 0.0371(6) Uani 1 1 d .
H27A H 0.2670 -0.1990 0.2320 0.045 Uiso 1 1 d R
H27B H 0.2391 -0.2939 0.1874 0.045 Uiso 1 1 d R
C28 C 0.4692(5) 0.4014(3) 0.4741(2) 0.0841(14) Uani 1 1 d .
H28A H 0.4184 0.3432 0.4708 0.101 Uiso 1 1 calc R
H28B H 0.5214 0.3866 0.4485 0.101 Uiso 1 1 calc R
C29 C 0.4802(7) 0.5894(5) 0.4679(3) 0.118(2) Uani 1 1 d .
H29A H 0.5340 0.5880 0.4422 0.142 Uiso 1 1 calc R
H29B H 0.4364 0.6519 0.4581 0.142 Uiso 1 1 calc R
N1 N 0.45245(16) 0.24166(17) -0.16009(8) 0.0268(4) Uani 1 1 d .
N2 N 0.31053(16) 0.27901(17) -0.11745(8) 0.0273(4) Uani 1 1 d .
N3 N 0.56597(16) 0.32920(17) -0.07936(8) 0.0281(5) Uani 1 1 d .
N4 N 0.42383(17) 0.37098(17) -0.03806(8) 0.0276(4) Uani 1 1 d .
N5 N 0.19245(17) 0.22489(17) -0.04831(8) 0.0281(5) Uani 1 1 d .
N6 N 0.15410(17) 0.10316(17) 0.01553(9) 0.0291(5) Uani 1 1 d .
N7 N 0.30724(17) 0.31694(17) 0.03076(8) 0.0287(5) Uani 1 1 d .
N8 N 0.26955(17) 0.19492(17) 0.09454(8) 0.0291(5) Uani 1 1 d .
N9 N 0.19838(16) -0.06264(17) 0.06831(8) 0.0281(5) Uani 1 1 d .
N10 N 0.30553(16) 0.02840(17) 0.14894(8) 0.0284(5) Uani 1 1 d .
N11 N 0.39985(16) -0.12058(17) 0.16871(8) 0.0274(5) Uani 1 1 d .
N12 N 0.28470(17) -0.21455(17) 0.09128(9) 0.0285(5) Uani 1 1 d .
O1 O 0.30602(14) 0.13109(15) -0.17702(8) 0.0352(4) Uani 1 1 d .
O2 O 0.13661(15) 0.05848(16) -0.08227(8) 0.0375(5) Uani 1 1 d .
O1W O 0.62604(18) 0.2465(2) 0.17046(10) 0.0561(6) Uani 1 1 d .
H1 H 0.5592 0.2546 0.1495 0.084 Uiso 1 1 d R
H2 H 0.6377 0.1781 0.1847 0.084 Uiso 1 1 d R
O3 O 0.20383(15) -0.18737(16) -0.00432(8) 0.0372(4) Uani 1 1 d .
O2W O 0.8043(2) 0.2801(2) 0.11762(10) 0.0601(7) Uani 1 1 d .
H3 H 0.7384 0.2742 0.1306 0.090 Uiso 1 1 d R
H4 H 0.7865 0.2675 0.0792 0.090 Uiso 1 1 d R
O4 O 0.58662(15) 0.35209(15) 0.02099(7) 0.0346(4) Uani 1 1 d .
O3W O 0.2846(2) 0.5596(2) 0.26059(14) 0.0758(8) Uani 1 1 d .
H5 H 0.3155 0.5041 0.2778 0.114 Uiso 1 1 d R
H6 H 0.2572 0.5204 0.2279 0.114 Uiso 1 1 d R
O5 O 0.42264(15) 0.29503(16) 0.11706(8) 0.0378(5) Uani 1 1 d .
O4W O 0.1198(2) 0.5899(2) 0.32668(11) 0.0631(7) Uani 1 1 d .
H7 H 0.1347 0.5410 0.3540 0.095 Uiso 1 1 d R
H8 H 0.1493 0.6581 0.3506 0.095 Uiso 1 1 d R
O6 O 0.48331(14) 0.04149(15) 0.18877(7) 0.0328(4) Uani 1 1 d .
O5W O 0.0494(3) 0.1066(3) 0.26863(14) 0.0773(9) Uani 1 1 d .
O7 O 0.4158(5) 0.4981(7) 0.4573(3) 0.198(3) Uani 1 1 d .
O6W O 0.1287(3) 0.3004(3) 0.23863(16) 0.0899(11) Uani 1 1 d .
O7W O 0.9652(3) 0.4219(5) 0.1668(3) 0.155(2) Uani 1 1 d .
H9 H 0.9377 0.4859 0.1859 0.233 Uiso 1 1 d R
H10 H 0.9046 0.3779 0.1516 0.233 Uiso 1 1 d R
O8W O 0.1902(5) 0.4861(4) 0.1458(2) 0.164(2) Uani 1 1 d .
H11 H 0.1580 0.4400 0.1546 0.246 Uiso 1 1 d R
H12 H 0.2287 0.5046 0.1827 0.246 Uiso 1 1 d R
O9W O -0.012(3) 0.558(2) 0.1392(18) 0.32(2) Uani 0.25 1 d PD
H6A H 0.096(2) 0.339(2) 0.2598(12) 0.011(7) Uiso 1 1 d .
H5B H 0.066(4) 0.167(4) 0.2583(19) 0.067(14) Uiso 1 1 d .
H6B H 0.188(6) 0.340(5) 0.270(3) 0.14(2) Uiso 1 1 d .
H5A H -0.004(5) 0.108(5) 0.237(3) 0.12(2) Uiso 1 1 d .
H9B H 0.043(2) 0.588(2) 0.1222(12) 0.020(7) Uiso 1 1 d .
H9A H -0.0622(17) 0.482(2) 0.1341(9) 0.000(5) Uiso 1 1 d 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
O1 C1 N1 125.6(2) . .
O1 C1 N2 125.4(2) . .
N1 C1 N2 109.0(2) . .
N3 C2 N1 113.8(2) . .
N3 C2 C19 116.0(2) . .
N1 C2 C19 113.43(19) . .
N3 C2 C3 103.16(17) . .
N1 C2 C3 102.98(19) . .
C19 C2 C3 105.6(2) . .
N4 C3 N2 114.12(19) . .
N4 C3 C21 116.0(2) . .
N2 C3 C21 113.2(2) . .
N4 C3 C2 103.01(18) . .
N2 C3 C2 102.94(18) . .
C21 C3 C2 105.6(2) . .
O4 C4 N4 126.0(2) . .
O4 C4 N3 125.7(2) . .
N4 C4 N3 108.25(19) . .
N2 C5 N5 114.98(19) . .
N2 C5 H5A 108.5 . .
N5 C5 H5A 108.5 . .
N2 C5 H5B 108.5 . .
N5 C5 H5B 108.5 . .
H5A C5 H5B 107.5 . .
N4 C6 N7 114.0(2) . .
N4 C6 H6A 108.8 . .
N7 C6 H6A 108.8 . .
N4 C6 H6B 108.8 . .
N7 C6 H6B 108.8 . .
H6A C6 H6B 107.7 . .
O2 C7 N5 126.2(2) . .
O2 C7 N6 125.1(2) . .
N5 C7 N6 108.6(2) . .
N7 C8 N5 114.9(2) . .
N7 C8 C22 114.6(2) . .
N5 C8 C22 113.4(2) . .
N7 C8 C9 103.24(18) . .
N5 C8 C9 103.0(2) . .
C22 C8 C9 105.8(2) . .
N6 C9 N8 113.9(2) . .
N6 C9 C24 113.4(2) . .
N8 C9 C24 115.8(2) . .
N6 C9 C8 103.02(18) . .
N8 C9 C8 102.91(19) . .
C24 C9 C8 105.8(2) . .
O5 C10 N7 125.9(2) . .
O5 C10 N8 125.6(2) . .
N7 C10 N8 108.5(2) . .
N6 C11 N9 115.4(2) . .
N6 C11 H11A 108.4 . .
N9 C11 H11A 108.4 . .
N6 C11 H11B 108.4 . .
N9 C11 H11B 108.4 . .
H11A C11 H11B 107.5 . .
N10 C12 N8 114.9(2) . .
N10 C12 H12A 108.5 . .
N8 C12 H12A 108.5 . .
N10 C12 H12B 108.6 . .
N8 C12 H12B 108.6 . .
H12A C12 H12B 107.5 . .
O3 C13 N12 126.4(2) . .
O3 C13 N9 125.2(2) . .
N12 C13 N9 108.4(2) . .
N10 C14 N9 112.95(19) . .
N10 C14 C25 115.5(2) . .
N9 C14 C25 114.7(2) . .
N10 C14 C15 103.66(18) . .
N9 C14 C15 102.91(18) . .
C25 C14 C15 105.3(2) . .
N12 C15 N11 113.55(19) . .
N12 C15 C27 113.5(2) . .
N11 C15 C27 116.2(2) . .
N12 C15 C14 103.16(18) . .
N11 C15 C14 102.77(19) . .
C27 C15 C14 105.8(2) . .
O6 C16 N11 126.2(2) . .
O6 C16 N10 125.5(2) . .
N11 C16 N10 108.2(2) . .
N1 C17 N11 114.90(19) . 3_655
N1 C17 H17A 108.5 . .
N11 C17 H17A 108.5 3_655 .
N1 C17 H17B 108.5 . .
N11 C17 H17B 108.5 3_655 .
H17A C17 H17B 107.5 . .
N12 C18 N3 114.2(2) 3_655 .
N12 C18 H18A 108.7 3_655 .
N3 C18 H18A 108.7 . .
N12 C18 H18B 108.7 3_655 .
N3 C18 H18B 108.7 . .
H18A C18 H18B 107.6 . .
C20 C19 C2 103.3(2) . .
C20 C19 H19A 111.1 . .
C2 C19 H19A 111.1 . .
C20 C19 H19B 111.1 . .
C2 C19 H19B 111.1 . .
H19A C19 H19B 109.1 . .
C19 C20 C21 103.6(2) . .
C19 C20 H20A 111.0 . .
C21 C20 H20A 111.0 . .
C19 C20 H20B 111.0 . .
C21 C20 H20B 111.0 . .
H20A C20 H20B 109.0 . .
C20 C21 C3 103.2(2) . .
C20 C21 H21A 111.1 . .
C3 C21 H21A 111.1 . .
C20 C21 H21B 111.1 . .
C3 C21 H21B 111.1 . .
H21A C21 H21B 109.1 . .
C23 C22 C8 103.3(2) . .
C23 C22 H22A 111.1 . .
C8 C22 H22A 111.1 . .
C23 C22 H22B 111.1 . .
C8 C22 H22B 111.1 . .
H22A C22 H22B 109.1 . .
C22 C23 C24 104.1(2) . .
C22 C23 H23A 110.9 . .
C24 C23 H23A 110.9 . .
C22 C23 H23B 110.9 . .
C24 C23 H23B 110.9 . .
H23A C23 H23B 109.0 . .
C23 C24 C9 103.5(2) . .
C23 C24 H24A 111.1 . .
C9 C24 H24A 111.1 . .
C23 C24 H24B 111.1 . .
C9 C24 H24B 111.1 . .
H24A C24 H24B 109.0 . .
C26 C25 C14 103.9(2) . .
C26 C25 H25A 111.0 . .
C14 C25 H25A 111.0 . .
C26 C25 H25B 111.0 . .
C14 C25 H25B 111.0 . .
H25A C25 H25B 109.0 . .
C25 C26 C27 104.5(3) . .
C25 C26 H26A 110.9 . .
C27 C26 H26A 110.9 . .
C25 C26 H26B 110.9 . .
C27 C26 H26B 110.8 . .
H26A C26 H26B 108.9 . .
C26 C27 C15 102.8(2) . .
C26 C27 H27A 111.0 . .
C15 C27 H27A 111.2 . .
C26 C27 H27B 111.5 . .
C15 C27 H27B 111.2 . .
H27A C27 H27B 109.1 . .
C29 C28 O7 108.8(5) 3_666 .
C29 C28 H28A 109.9 3_666 .
O7 C28 H28A 109.9 . .
C29 C28 H28B 109.9 3_666 .
O7 C28 H28B 109.9 . .
H28A C28 H28B 108.3 . .
C28 C29 O7 113.8(6) 3_666 .
C28 C29 H29A 108.8 3_666 .
O7 C29 H29A 108.8 . .
C28 C29 H29B 108.8 3_666 .
O7 C29 H29B 108.8 . .
H29A C29 H29B 107.7 . .
C1 N1 C17 122.1(2) . .
C1 N1 C2 112.52(19) . .
C17 N1 C2 125.1(2) . .
C1 N2 C5 122.2(2) . .
C1 N2 C3 112.5(2) . .
C5 N2 C3 124.9(2) . .
C4 N3 C2 112.7(2) . .
C4 N3 C18 121.2(2) . .
C2 N3 C18 124.7(2) . .
C4 N4 C6 121.77(19) . .
C4 N4 C3 112.84(19) . .
C6 N4 C3 125.1(2) . .
C7 N5 C5 121.5(2) . .
C7 N5 C8 112.67(19) . .
C5 N5 C8 125.3(2) . .
C7 N6 C11 121.4(2) . .
C7 N6 C9 112.4(2) . .
C11 N6 C9 125.6(2) . .
C10 N7 C8 112.8(2) . .
C10 N7 C6 122.0(2) . .
C8 N7 C6 124.3(2) . .
C10 N8 C12 121.0(2) . .
C10 N8 C9 111.8(2) . .
C12 N8 C9 125.1(2) . .
C13 N9 C11 120.5(2) . .
C13 N9 C14 112.65(19) . .
C11 N9 C14 123.8(2) . .
C16 N10 C14 112.5(2) . .
C16 N10 C12 123.0(2) . .
C14 N10 C12 124.2(2) . .
C16 N11 C17 122.1(2) . 3_655
C16 N11 C15 112.8(2) . .
C17 N11 C15 123.5(2) 3_655 .
C13 N12 C18 121.9(2) . 3_655
C13 N12 C15 112.7(2) . .
C18 N12 C15 125.1(2) 3_655 .
H1 O1W H2 112.1 . .
H3 O2W H4 101.6 . .
H5 O3W H6 91.9 . .
H7 O4W H8 99.8 . .
H5B O5W H5A 86(4) . .
C29 O7 C28 114.3(6) . .
H6A O6W H6B 73(4) . .
H9 O7W H10 107.9 . .
H11 O8W H12 100.1 . .
H9B O9W H9A 138(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.226(3) .
C1 N1 1.367(3) .
C1 N2 1.371(3) .
C2 N3 1.446(3) .
C2 N1 1.466(3) .
C2 C19 1.535(3) .
C2 C3 1.571(3) .
C3 N4 1.446(3) .
C3 N2 1.464(3) .
C3 C21 1.538(3) .
C4 O4 1.219(3) .
C4 N4 1.372(3) .
C4 N3 1.375(3) .
C5 N2 1.448(3) .
C5 N5 1.451(3) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 N4 1.442(3) .
C6 N7 1.450(3) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 O2 1.219(3) .
C7 N5 1.368(3) .
C7 N6 1.376(3) .
C8 N7 1.442(3) .
C8 N5 1.461(3) .
C8 C22 1.542(3) .
C8 C9 1.571(3) .
C9 N6 1.460(3) .
C9 N8 1.460(3) .
C9 C24 1.537(4) .
C10 O5 1.217(3) .
C10 N7 1.368(3) .
C10 N8 1.376(3) .
C11 N6 1.441(3) .
C11 N9 1.442(3) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 N10 1.452(3) .
C12 N8 1.453(3) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 O3 1.220(3) .
C13 N12 1.371(3) .
C13 N9 1.374(3) .
C14 N10 1.447(3) .
C14 N9 1.456(3) .
C14 C25 1.537(3) .
C14 C15 1.568(3) .
C15 N12 1.455(3) .
C15 N11 1.457(3) .
C15 C27 1.530(3) .
C16 O6 1.216(3) .
C16 N11 1.375(3) .
C16 N10 1.381(3) .
C17 N1 1.450(3) .
C17 N11 1.452(3) 3_655
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 N12 1.447(3) 3_655
C18 N3 1.448(3) .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C19 C20 1.520(4) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 C21 1.534(4) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C22 C23 1.524(4) .
C22 H22A 0.9700 .
C22 H22B 0.9700 .
C23 C24 1.532(4) .
C23 H23A 0.9700 .
C23 H23B 0.9700 .
C24 H24A 0.9700 .
C24 H24B 0.9700 .
C25 C26 1.499(5) .
C25 H25A 0.9700 .
C25 H25B 0.9700 .
C26 C27 1.524(5) .
C26 H26A 0.9700 .
C26 H26B 0.9700 .
C27 H27A 0.9699 .
C27 H27B 0.9700 .
C28 C29 1.398(7) 3_666
C28 O7 1.417(8) .
C28 H28A 0.9700 .
C28 H28B 0.9700 .
C29 C28 1.398(7) 3_666
C29 O7 1.410(8) .
C29 H29A 0.9700 .
C29 H29B 0.9700 .
N11 C17 1.452(3) 3_655
N12 C18 1.447(3) 3_655
O1W H1 0.9168 .
O1W H2 0.9247 .
O2W H3 0.9330 .
O2W H4 0.8943 .
O3W H5 0.8664 .
O3W H6 0.9246 .
O4W H7 0.8808 .
O4W H8 1.0577 .
O5W H5B 0.83(5) .
O5W H5A 0.92(6) .
O6W H6A 0.84(3) .
O6W H6B 1.08(7) .
O7W H9 1.0041 .
O7W H10 0.9698 .
O8W H11 0.7546 .
O8W H12 0.9440 .
O9W H9B 0.93(4) .
O9W H9A 1.138(14) .
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
N3 C2 C3 N4 1.7(2) . .
N1 C2 C3 N4 120.28(19) . .
C19 C2 C3 N4 -120.5(2) . .
N3 C2 C3 N2 -117.23(19) . .
N1 C2 C3 N2 1.4(2) . .
C19 C2 C3 N2 120.6(2) . .
N3 C2 C3 C21 123.8(2) . .
N1 C2 C3 C21 -117.5(2) . .
C19 C2 C3 C21 1.7(2) . .
N7 C8 C9 N6 -119.3(2) . .
N5 C8 C9 N6 0.6(2) . .
C22 C8 C9 N6 119.9(2) . .
N7 C8 C9 N8 -0.6(2) . .
N5 C8 C9 N8 119.4(2) . .
C22 C8 C9 N8 -121.4(2) . .
N7 C8 C9 C24 121.4(2) . .
N5 C8 C9 C24 -118.7(2) . .
C22 C8 C9 C24 0.6(3) . .
N10 C14 C15 N12 -121.11(19) . .
N9 C14 C15 N12 -3.3(2) . .
C25 C14 C15 N12 117.2(2) . .
N10 C14 C15 N11 -2.8(2) . .
N9 C14 C15 N11 115.03(19) . .
C25 C14 C15 N11 -124.5(2) . .
N10 C14 C15 C27 119.4(2) . .
N9 C14 C15 C27 -122.7(2) . .
C25 C14 C15 C27 -2.3(3) . .
N3 C2 C19 C20 -140.2(2) . .
N1 C2 C19 C20 85.3(2) . .
C3 C2 C19 C20 -26.7(2) . .
C2 C19 C20 C21 42.2(3) . .
C19 C20 C21 C3 -41.0(3) . .
N4 C3 C21 C20 137.1(2) . .
N2 C3 C21 C20 -88.1(3) . .
C2 C3 C21 C20 23.8(3) . .
N7 C8 C22 C23 -138.2(2) . .
N5 C8 C22 C23 87.1(3) . .
C9 C8 C22 C23 -25.1(3) . .
C8 C22 C23 C24 40.6(3) . .
C22 C23 C24 C9 -40.4(3) . .
N6 C9 C24 C23 -88.2(3) . .
N8 C9 C24 C23 137.2(2) . .
C8 C9 C24 C23 24.0(3) . .
N10 C14 C25 C26 -136.7(3) . .
N9 C14 C25 C26 89.4(3) . .
C15 C14 C25 C26 -23.0(3) . .
C14 C25 C26 C27 40.2(3) . .
C25 C26 C27 C15 -41.4(3) . .
N12 C15 C27 C26 -86.3(3) . .
N11 C15 C27 C26 139.3(3) . .
C14 C15 C27 C26 26.1(3) . .
O1 C1 N1 C17 1.2(4) . .
N2 C1 N1 C17 -176.3(2) . .
O1 C1 N1 C2 176.0(2) . .
N2 C1 N1 C2 -1.5(3) . .
N11 C17 N1 C1 -103.9(3) 3_655 .
N11 C17 N1 C2 82.0(3) 3_655 .
N3 C2 N1 C1 110.9(2) . .
C19 C2 N1 C1 -113.6(2) . .
C3 C2 N1 C1 0.0(2) . .
N3 C2 N1 C17 -74.5(3) . .
C19 C2 N1 C17 60.9(3) . .
C3 C2 N1 C17 174.6(2) . .
O1 C1 N2 C5 -1.9(4) . .
N1 C1 N2 C5 175.6(2) . .
O1 C1 N2 C3 -175.0(2) . .
N1 C1 N2 C3 2.6(3) . .
N5 C5 N2 C1 102.3(3) . .
N5 C5 N2 C3 -85.6(3) . .
N4 C3 N2 C1 -113.3(2) . .
C21 C3 N2 C1 111.1(2) . .
C2 C3 N2 C1 -2.4(2) . .
N4 C3 N2 C5 73.9(3) . .
C21 C3 N2 C5 -61.7(3) . .
C2 C3 N2 C5 -175.2(2) . .
O4 C4 N3 C2 -174.4(2) . .
N4 C4 N3 C2 2.6(3) . .
O4 C4 N3 C18 -7.7(4) . .
N4 C4 N3 C18 169.3(2) . .
N1 C2 N3 C4 -113.4(2) . .
C19 C2 N3 C4 112.3(2) . .
C3 C2 N3 C4 -2.6(3) . .
N1 C2 N3 C18 80.4(3) . .
C19 C2 N3 C18 -53.9(3) . .
C3 C2 N3 C18 -168.8(2) . .
N12 C18 N3 C4 106.9(3) 3_655 .
N12 C18 N3 C2 -88.0(3) 3_655 .
O4 C4 N4 C6 1.6(4) . .
N3 C4 N4 C6 -175.4(2) . .
O4 C4 N4 C3 175.7(2) . .
N3 C4 N4 C3 -1.3(3) . .
N7 C6 N4 C4 -98.1(3) . .
N7 C6 N4 C3 88.6(3) . .
N2 C3 N4 C4 110.5(2) . .
C21 C3 N4 C4 -115.2(2) . .
C2 C3 N4 C4 -0.3(3) . .
N2 C3 N4 C6 -75.6(3) . .
C21 C3 N4 C6 58.7(3) . .
C2 C3 N4 C6 173.6(2) . .
O2 C7 N5 C5 -0.2(4) . .
N6 C7 N5 C5 -177.6(2) . .
O2 C7 N5 C8 172.1(2) . .
N6 C7 N5 C8 -5.3(3) . .
N2 C5 N5 C7 -103.4(3) . .
N2 C5 N5 C8 85.2(3) . .
N7 C8 N5 C7 114.2(2) . .
C22 C8 N5 C7 -111.2(2) . .
C9 C8 N5 C7 2.7(3) . .
N7 C8 N5 C5 -73.8(3) . .
C22 C8 N5 C5 60.8(3) . .
C9 C8 N5 C5 174.7(2) . .
O2 C7 N6 C11 -0.1(4) . .
N5 C7 N6 C11 177.3(2) . .
O2 C7 N6 C9 -171.7(2) . .
N5 C7 N6 C9 5.7(3) . .
N9 C11 N6 C7 109.5(3) . .
N9 C11 N6 C9 -80.0(3) . .
N8 C9 N6 C7 -114.5(2) . .
C24 C9 N6 C7 110.0(2) . .
C8 C9 N6 C7 -3.8(3) . .
N8 C9 N6 C11 74.3(3) . .
C24 C9 N6 C11 -61.2(3) . .
C8 C9 N6 C11 -175.0(2) . .
O5 C10 N7 C8 -169.8(2) . .
N8 C10 N7 C8 8.6(3) . .
O5 C10 N7 C6 -0.4(4) . .
N8 C10 N7 C6 178.0(2) . .
N5 C8 N7 C10 -116.1(2) . .
C22 C8 N7 C10 109.9(2) . .
C9 C8 N7 C10 -4.7(3) . .
N5 C8 N7 C6 74.8(3) . .
C22 C8 N7 C6 -59.3(3) . .
C9 C8 N7 C6 -173.9(2) . .
N4 C6 N7 C10 104.3(3) . .
N4 C6 N7 C8 -87.6(3) . .
O5 C10 N8 C12 5.2(4) . .
N7 C10 N8 C12 -173.2(2) . .
O5 C10 N8 C9 169.5(2) . .
N7 C10 N8 C9 -8.9(3) . .
N10 C12 N8 C10 -112.0(3) . .
N10 C12 N8 C9 85.8(3) . .
N6 C9 N8 C10 116.5(2) . .
C24 C9 N8 C10 -109.2(3) . .
C8 C9 N8 C10 5.7(3) . .
N6 C9 N8 C12 -80.0(3) . .
C24 C9 N8 C12 54.4(3) . .
C8 C9 N8 C12 169.3(2) . .
O3 C13 N9 C11 12.4(4) . .
N12 C13 N9 C11 -165.5(2) . .
O3 C13 N9 C14 173.4(2) . .
N12 C13 N9 C14 -4.5(3) . .
N6 C11 N9 C13 -114.0(3) . .
N6 C11 N9 C14 87.2(3) . .
N10 C14 N9 C13 115.9(2) . .
C25 C14 N9 C13 -108.9(2) . .
C15 C14 N9 C13 4.8(3) . .
N10 C14 N9 C11 -83.8(3) . .
C25 C14 N9 C11 51.3(3) . .
C15 C14 N9 C11 165.1(2) . .
O6 C16 N10 C14 -178.3(2) . .
N11 C16 N10 C14 -0.6(3) . .
O6 C16 N10 C12 -5.2(4) . .
N11 C16 N10 C12 172.5(2) . .
N9 C14 N10 C16 -108.5(2) . .
C25 C14 N10 C16 116.8(2) . .
C15 C14 N10 C16 2.2(2) . .
N9 C14 N10 C12 78.5(3) . .
C25 C14 N10 C12 -56.2(3) . .
C15 C14 N10 C12 -170.8(2) . .
N8 C12 N10 C16 105.9(3) . .
N8 C12 N10 C14 -81.8(3) . .
O6 C16 N11 C17 10.1(4) . 3_655
N10 C16 N11 C17 -167.65(19) . 3_655
O6 C16 N11 C15 176.2(2) . .
N10 C16 N11 C15 -1.5(3) . .
N12 C15 N11 C16 113.5(2) . .
C27 C15 N11 C16 -112.2(2) . .
C14 C15 N11 C16 2.8(2) . .
N12 C15 N11 C17 -80.7(3) . 3_655
C27 C15 N11 C17 53.7(3) . 3_655
C14 C15 N11 C17 168.64(19) . 3_655
O3 C13 N12 C18 -1.9(4) . 3_655
N9 C13 N12 C18 176.0(2) . 3_655
O3 C13 N12 C15 -175.8(2) . .
N9 C13 N12 C15 2.1(3) . .
N11 C15 N12 C13 -109.6(2) . .
C27 C15 N12 C13 114.8(2) . .
C14 C15 N12 C13 0.9(3) . .
N11 C15 N12 C18 76.7(3) . 3_655
C27 C15 N12 C18 -58.9(3) . 3_655
C14 C15 N12 C18 -172.8(2) . 3_655
C28 C29 O7 C28 -54.2(9) 3_666 .
C29 C28 O7 C29 51.6(9) 3_666 .
