#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/32/1503267.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_1503267
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_sum            'C107.5 H103.5 N10.5 O8.5'
_chemical_formula_weight         1678.51
_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_creation_method           SHELXL-97
_cell_angle_alpha                110.420(3)
_cell_angle_beta                 108.303(2)
_cell_angle_gamma                100.582(3)
_cell_formula_units_Z            1
_cell_length_a                   10.9886(4)
_cell_length_b                   14.9452(9)
_cell_length_c                   15.3795(6)
_cell_measurement_reflns_used    5148
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.47
_cell_measurement_theta_min      2.62
_cell_volume                     2121.73(19)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker 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  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0581
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            31723
_diffrn_reflns_theta_full        26.42
_diffrn_reflns_theta_max         26.42
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_correction_T_min  0.8925
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS, Sheldrick (2008)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             890
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.08
_platon_squeeze_details
;
;
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         8693
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0574
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0763P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1431
_refine_ls_wR_factor_ref         0.1577
_reflns_number_gt                5203
_reflns_number_total             8693
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol102132x_si_002.cif
_cod_data_source_block           structure5
_cod_original_cell_volume        2121.73(17)
_cod_original_formula_sum        'C107.50 H103.50 N10.50 O8.50'
_cod_database_code               1503267
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
O1 O 0.98519(13) 0.64537(10) 0.48880(10) 0.0321(3) Uani 1 1 d .
O2 O 0.55937(16) 0.73739(15) 0.38129(16) 0.0703(6) Uani 1 1 d .
O3 O 1.12734(16) 0.76501(12) 0.25101(13) 0.0529(5) Uani 1 1 d .
N1 N 0.59804(19) 0.22606(14) 0.01024(14) 0.0439(5) Uani 1 1 d .
N2 N 0.71358(18) 0.67248(13) 0.44555(14) 0.0360(4) Uani 1 1 d .
H2 H 0.792(2) 0.6670(16) 0.4591(16) 0.043 Uiso 1 1 d .
N3 N 1.11278(17) 0.69079(13) 0.35383(14) 0.0337(4) Uani 1 1 d .
H3 H 1.080(2) 0.6856(16) 0.3952(16) 0.040 Uiso 1 1 d .
C1 C 0.99317(19) 0.56522(15) 0.49456(15) 0.0282(4) Uani 1 1 d .
C2 C 0.93536(19) 0.45808(15) 0.42329(15) 0.0281(4) Uani 1 1 d .
C3 C 0.84828(19) 0.39988(14) 0.31977(15) 0.0289(5) Uani 1 1 d .
C4 C 0.7881(2) 0.44418(15) 0.25784(16) 0.0323(5) Uani 1 1 d .
H4A H 0.8056 0.5152 0.2871 0.039 Uiso 1 1 calc R
C5 C 0.7056(2) 0.38791(16) 0.15728(16) 0.0359(5) Uani 1 1 d .
H5A H 0.6660 0.4201 0.1179 0.043 Uiso 1 1 calc R
C6 C 0.6781(2) 0.28211(16) 0.11059(17) 0.0366(5) Uani 1 1 d .
C7 C 0.7367(2) 0.23733(15) 0.17328(16) 0.0348(5) Uani 1 1 d .
H7A H 0.7185 0.1663 0.1445 0.042 Uiso 1 1 calc R
C8 C 0.8183(2) 0.29418(15) 0.27362(16) 0.0319(5) Uani 1 1 d .
H8A H 0.8560 0.2620 0.3137 0.038 Uiso 1 1 calc R
C9 C 0.5349(2) 0.27198(19) -0.05344(17) 0.0472(6) Uani 1 1 d .
H9A H 0.5056 0.2248 -0.1257 0.057 Uiso 1 1 calc R
H9B H 0.6039 0.3344 -0.0387 0.057 Uiso 1 1 calc R
C10 C 0.4137(2) 0.29834(17) -0.03890(16) 0.0407(5) Uani 1 1 d .
C11 C 0.3653(2) 0.36191(18) -0.07688(18) 0.0492(6) Uani 1 1 d .
H11A H 0.4099 0.3906 -0.1094 0.059 Uiso 1 1 calc R
C12 C 0.2520(3) 0.3837(2) -0.0676(2) 0.0662(8) Uani 1 1 d .
H12A H 0.2175 0.4267 -0.0944 0.079 Uiso 1 1 calc R
C13 C 0.1899(3) 0.3427(2) -0.0191(3) 0.0804(10) Uani 1 1 d .
H13A H 0.1124 0.3574 -0.0112 0.096 Uiso 1 1 calc R
C14 C 0.2413(3) 0.2803(2) 0.0178(2) 0.0705(8) Uani 1 1 d .
H14A H 0.1980 0.2519 0.0511 0.085 Uiso 1 1 calc R
C15 C 0.3516(2) 0.25757(17) 0.00841(17) 0.0422(6) Uani 1 1 d .
H15A H 0.3849 0.2138 0.0346 0.051 Uiso 1 1 calc R
C16 C 0.5664(2) 0.11626(17) -0.03651(19) 0.0507(6) Uani 1 1 d .
H16A H 0.4839 0.0866 -0.1008 0.061 Uiso 1 1 calc R
H16B H 0.5452 0.0895 0.0095 0.061 Uiso 1 1 calc R
C17 C 0.6781(2) 0.08131(17) -0.05927(15) 0.0397(5) Uani 1 1 d .
C18 C 0.6822(3) -0.00838(18) -0.0609(2) 0.0585(7) Uani 1 1 d .
H18A H 0.6184 -0.0469 -0.0469 0.070 Uiso 1 1 calc R
C19 C 0.7799(4) -0.0428(2) -0.0832(3) 0.1026(13) Uani 1 1 d .
H19A H 0.7832 -0.1062 -0.0842 0.123 Uiso 1 1 calc R
C20 C 0.8735(4) 0.0094(2) -0.1042(3) 0.0804(10) Uani 1 1 d .
H20A H 0.9411 -0.0167 -0.1185 0.096 Uiso 1 1 calc R
C21 C 0.8678(3) 0.10012(18) -0.10414(19) 0.0517(6) Uani 1 1 d .
H21A H 0.9306 0.1375 -0.1198 0.062 Uiso 1 1 calc R
C22 C 0.7700(2) 0.13649(17) -0.08113(17) 0.0441(6) Uani 1 1 d .
H22A H 0.7657 0.1997 -0.0803 0.053 Uiso 1 1 calc R
C23 C 0.6287(2) 0.62673(17) 0.48593(19) 0.0405(6) Uani 1 1 d .
H23A H 0.5357 0.5891 0.4318 0.049 Uiso 1 1 calc R
H23B H 0.6228 0.6810 0.5424 0.049 Uiso 1 1 calc R
C24 C 0.6710(2) 0.72615(16) 0.39579(18) 0.0410(6) Uani 1 1 d .
C25 C 0.7659(2) 0.77328(15) 0.36011(16) 0.0318(5) Uani 1 1 d .
C26 C 0.7566(2) 0.85938(15) 0.34637(15) 0.0319(5) Uani 1 1 d .
H26A H 0.6862 0.8848 0.3557 0.038 Uiso 1 1 calc R
C27 C 0.8475(2) 0.90903(14) 0.31941(15) 0.0299(5) Uani 1 1 d .
C28 C 0.9478(2) 0.86830(15) 0.30442(16) 0.0332(5) Uani 1 1 d .
H28A H 1.0101 0.9003 0.2846 0.040 Uiso 1 1 calc R
C29 C 0.9594(2) 0.78286(15) 0.31751(16) 0.0321(5) Uani 1 1 d .
C30 C 0.86779(19) 0.73535(15) 0.34522(15) 0.0318(5) Uani 1 1 d .
H30A H 0.8746 0.6764 0.3541 0.038 Uiso 1 1 calc R
C31 C 1.0732(2) 0.74550(15) 0.30485(17) 0.0360(5) Uani 1 1 d .
C32 C 1.2288(2) 0.65649(15) 0.35059(17) 0.0337(5) Uani 1 1 d .
H32A H 1.3126 0.7160 0.3877 0.040 Uiso 1 1 calc R
H32B H 1.2167 0.6239 0.2789 0.040 Uiso 1 1 calc R
C33 C 1.2462(2) 0.58257(15) 0.39671(16) 0.0316(5) Uani 1 1 d .
C34 C 1.1897(2) 0.47793(15) 0.33361(16) 0.0320(5) Uani 1 1 d .
C35 C 1.0970(2) 0.43766(16) 0.22937(17) 0.0372(5) Uani 1 1 d .
H35A H 1.0721 0.4827 0.2017 0.045 Uiso 1 1 calc R
C36 C 1.0436(2) 0.33620(17) 0.16894(18) 0.0434(6) Uani 1 1 d .
H36A H 0.9818 0.3112 0.1001 0.052 Uiso 1 1 calc R
C37 C 1.0798(2) 0.26808(18) 0.2082(2) 0.0469(6) Uani 1 1 d .
H37A H 1.0423 0.1974 0.1656 0.056 Uiso 1 1 calc R
C38 C 1.1675(2) 0.30259(16) 0.3060(2) 0.0425(6) Uani 1 1 d .
H38A H 1.1912 0.2553 0.3306 0.051 Uiso 1 1 calc R
C39 C 1.2258(2) 0.40808(15) 0.37388(17) 0.0343(5) Uani 1 1 d .
C40 C 1.3167(2) 0.44470(16) 0.47576(17) 0.0340(5) Uani 1 1 d .
C41 C 1.3630(2) 0.54848(16) 0.54069(17) 0.0344(5) Uani 1 1 d .
C42 C 1.4482(2) 0.58919(18) 0.64677(18) 0.0413(6) Uani 1 1 d .
H42A H 1.4731 0.5446 0.6749 0.050 Uiso 1 1 calc R
C43 C 1.4940(2) 0.68953(19) 0.70799(18) 0.0458(6) Uani 1 1 d .
H43A H 1.5508 0.7141 0.7780 0.055 Uiso 1 1 calc R
C44 C 1.4584(2) 0.75825(18) 0.66895(18) 0.0444(6) Uani 1 1 d .
H44A H 1.4915 0.8286 0.7126 0.053 Uiso 1 1 calc R
C45 C 1.3767(2) 0.72341(16) 0.56887(17) 0.0368(5) Uani 1 1 d .
H45A H 1.3524 0.7702 0.5437 0.044 Uiso 1 1 calc R
C46 C 1.3264(2) 0.61843(15) 0.50047(16) 0.0320(5) Uani 1 1 d .
C47 C 0.8451(2) 1.00775(14) 0.31029(15) 0.0319(5) Uani 1 1 d .
C48 C 0.7256(2) 1.03786(17) 0.3244(2) 0.0486(6) Uani 1 1 d .
H48A H 0.6409 0.9827 0.2750 0.073 Uiso 1 1 calc R
H48B H 0.7249 1.0988 0.3140 0.073 Uiso 1 1 calc R
H48C H 0.7339 1.0515 0.3935 0.073 Uiso 1 1 calc R
C49 C 0.8394(3) 0.99731(19) 0.20669(19) 0.0507(6) Uani 1 1 d .
H49A H 0.7555 0.9439 0.1529 0.076 Uiso 1 1 calc R
H49B H 0.9178 0.9798 0.1980 0.076 Uiso 1 1 calc R
H49C H 0.8411 1.0615 0.2026 0.076 Uiso 1 1 calc R
C50 C 0.9772(3) 1.09098(18) 0.3945(2) 0.0701(9) Uani 1 1 d .
H50A H 0.9845 1.0940 0.4607 0.105 Uiso 1 1 calc R
H50B H 0.9763 1.1563 0.3941 0.105 Uiso 1 1 calc R
H50C H 1.0550 1.0757 0.3823 0.105 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 121.36(18) . .
C6 N1 C16 120.68(19) . .
C9 N1 C16 117.89(18) . .
C24 N2 C23 120.60(17) . .
C31 N3 C32 120.54(17) . .
O1 C1 C2 133.84(19) . 2_766
O1 C1 C2 135.06(19) . .
C2 C1 C2 91.10(16) 2_766 .
C3 C2 C1 134.45(18) . 2_766
C3 C2 C1 136.65(18) . .
C1 C2 C1 88.91(16) 2_766 .
C2 C3 C8 120.90(18) . .
C2 C3 C4 121.83(18) . .
C8 C3 C4 117.26(18) . .
C5 C4 C3 121.72(19) . .
C4 C5 C6 120.91(19) . .
N1 C6 C5 121.1(2) . .
N1 C6 C7 121.51(19) . .
C5 C6 C7 117.35(19) . .
C8 C7 C6 121.20(19) . .
C7 C8 C3 121.53(19) . .
N1 C9 C10 114.39(19) . .
C15 C10 C11 120.6(2) . .
C15 C10 C9 120.1(2) . .
C11 C10 C9 119.2(2) . .
C10 C11 C12 120.0(2) . .
C13 C12 C11 119.3(2) . .
C14 C13 C12 118.9(3) . .
C15 C14 C13 122.4(3) . .
C14 C15 C10 118.8(2) . .
N1 C16 C17 114.81(19) . .
C18 C17 C22 120.7(2) . .
C18 C17 C16 116.9(2) . .
C22 C17 C16 122.3(2) . .
C17 C18 C19 118.3(2) . .
C18 C19 C20 123.1(3) . .
C19 C20 C21 118.6(3) . .
C20 C21 C22 119.2(2) . .
C21 C22 C17 120.2(2) . .
N2 C23 C40 112.64(16) . 2_766
O2 C24 N2 121.25(19) . .
O2 C24 C25 121.52(18) . .
N2 C24 C25 117.23(18) . .
C30 C25 C26 119.20(18) . .
C30 C25 C24 121.02(17) . .
C26 C25 C24 119.70(18) . .
C27 C26 C25 121.61(18) . .
C26 C27 C28 117.54(17) . .
C26 C27 C47 122.67(17) . .
C28 C27 C47 119.74(17) . .
C29 C28 C27 122.08(18) . .
C28 C29 C30 119.08(18) . .
C28 C29 C31 119.54(17) . .
C30 C29 C31 121.35(17) . .
C29 C30 C25 120.48(18) . .
O3 C31 N3 122.01(18) . .
O3 C31 C29 120.96(18) . .
N3 C31 C29 117.03(17) . .
N3 C32 C33 113.25(16) . .
C46 C33 C34 120.12(18) . .
C46 C33 C32 119.94(18) . .
C34 C33 C32 119.78(19) . .
C33 C34 C35 122.00(18) . .
C33 C34 C39 119.75(19) . .
C35 C34 C39 118.25(19) . .
C36 C35 C34 121.4(2) . .
C35 C36 C37 120.3(2) . .
C38 C37 C36 120.4(2) . .
C37 C38 C39 122.1(2) . .
C40 C39 C38 122.58(19) . .
C40 C39 C34 119.92(19) . .
C38 C39 C34 117.5(2) . .
C39 C40 C41 119.95(18) . .
C39 C40 C23 120.02(19) . 2_766
C41 C40 C23 119.9(2) . 2_766
C40 C41 C42 122.41(19) . .
C40 C41 C46 119.91(19) . .
C42 C41 C46 117.7(2) . .
C43 C42 C41 121.7(2) . .
C42 C43 C44 120.8(2) . .
C45 C44 C43 119.9(2) . .
C44 C45 C46 121.8(2) . .
C33 C46 C45 122.06(18) . .
C33 C46 C41 119.81(19) . .
C45 C46 C41 118.12(19) . .
C48 C47 C49 109.11(18) . .
C48 C47 C27 112.24(17) . .
C49 C47 C27 110.19(17) . .
C48 C47 C50 108.7(2) . .
C49 C47 C50 109.4(2) . .
C27 C47 C50 107.17(17) . .
C24 N2 H2 122.3(15) . .
C23 N2 H2 117.0(15) . .
C31 N3 H3 118.8(15) . .
C32 N3 H3 119.7(15) . .
C5 C4 H4A 119.1 . .
C3 C4 H4A 119.1 . .
C4 C5 H5A 119.5 . .
C6 C5 H5A 119.5 . .
C8 C7 H7A 119.4 . .
C6 C7 H7A 119.4 . .
C7 C8 H8A 119.2 . .
C3 C8 H8A 119.2 . .
N1 C9 H9A 108.7 . .
C10 C9 H9A 108.7 . .
N1 C9 H9B 108.7 . .
C10 C9 H9B 108.7 . .
H9A C9 H9B 107.6 . .
C10 C11 H11A 120.0 . .
C12 C11 H11A 120.0 . .
C13 C12 H12A 120.4 . .
C11 C12 H12A 120.4 . .
C14 C13 H13A 120.5 . .
C12 C13 H13A 120.5 . .
C15 C14 H14A 118.8 . .
C13 C14 H14A 118.8 . .
C14 C15 H15A 120.6 . .
C10 C15 H15A 120.6 . .
N1 C16 H16A 108.6 . .
C17 C16 H16A 108.6 . .
N1 C16 H16B 108.6 . .
C17 C16 H16B 108.6 . .
H16A C16 H16B 107.5 . .
C17 C18 H18A 120.9 . .
C19 C18 H18A 120.9 . .
C18 C19 H19A 118.4 . .
C20 C19 H19A 118.4 . .
C19 C20 H20A 120.7 . .
C21 C20 H20A 120.7 . .
C20 C21 H21A 120.4 . .
C22 C21 H21A 120.4 . .
C21 C22 H22A 119.9 . .
C17 C22 H22A 119.9 . .
N2 C23 H23A 109.1 . .
C40 C23 H23A 109.1 2_766 .
N2 C23 H23B 109.1 . .
C40 C23 H23B 109.1 2_766 .
H23A C23 H23B 107.8 . .
C27 C26 H26A 119.2 . .
C25 C26 H26A 119.2 . .
C29 C28 H28A 119.0 . .
C27 C28 H28A 119.0 . .
C29 C30 H30A 119.8 . .
C25 C30 H30A 119.8 . .
N3 C32 H32A 108.9 . .
C33 C32 H32A 108.9 . .
N3 C32 H32B 108.9 . .
C33 C32 H32B 108.9 . .
H32A C32 H32B 107.7 . .
C36 C35 H35A 119.3 . .
C34 C35 H35A 119.3 . .
C35 C36 H36A 119.9 . .
C37 C36 H36A 119.9 . .
C38 C37 H37A 119.8 . .
C36 C37 H37A 119.8 . .
C37 C38 H38A 118.9 . .
C39 C38 H38A 118.9 . .
C43 C42 H42A 119.1 . .
C41 C42 H42A 119.1 . .
C42 C43 H43A 119.6 . .
C44 C43 H43A 119.6 . .
C45 C44 H44A 120.1 . .
C43 C44 H44A 120.1 . .
C44 C45 H45A 119.1 . .
C46 C45 H45A 119.1 . .
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 1.248(2) .
O2 C24 1.230(2) .
O3 C31 1.241(2) .
N1 C6 1.354(3) .
N1 C9 1.459(3) .
N1 C16 1.463(3) .
N2 C24 1.337(3) .
N2 C23 1.466(3) .
N3 C31 1.334(2) .
N3 C32 1.467(2) .
C1 C2 1.456(3) 2_766
C1 C2 1.461(3) .
C2 C3 1.406(3) .
C2 C1 1.456(3) 2_766
C3 C8 1.410(3) .
C3 C4 1.410(3) .
C4 C5 1.361(3) .
C5 C6 1.415(3) .
C6 C7 1.418(3) .
C7 C8 1.358(3) .
C9 C10 1.516(3) .
C10 C15 1.354(3) .
C10 C11 1.380(3) .
C11 C12 1.380(3) .
C12 C13 1.372(4) .
C13 C14 1.368(4) .
C14 C15 1.354(3) .
C16 C17 1.510(3) .
C17 C18 1.341(3) .
C17 C22 1.384(3) .
C18 C19 1.359(4) .
C19 C20 1.363(4) .
C20 C21 1.369(3) .
C21 C22 1.376(3) .
C23 C40 1.516(3) 2_766
C24 C25 1.497(3) .
C25 C30 1.390(3) .
C25 C26 1.391(3) .
C26 C27 1.387(3) .
C27 C28 1.395(3) .
C27 C47 1.534(3) .
C28 C29 1.382(3) .
C29 C30 1.385(3) .
C29 C31 1.498(3) .
C32 C33 1.516(3) .
C33 C46 1.399(3) .
C33 C34 1.407(3) .
C34 C35 1.431(3) .
C34 C39 1.442(3) .
C35 C36 1.362(3) .
C36 C37 1.409(3) .
C37 C38 1.350(3) .
C38 C39 1.430(3) .
C39 C40 1.404(3) .
C40 C41 1.404(3) .
C40 C23 1.516(3) 2_766
C41 C42 1.431(3) .
C41 C46 1.445(3) .
C42 C43 1.352(3) .
C43 C44 1.414(3) .
C44 C45 1.359(3) .
C45 C46 1.428(3) .
C47 C48 1.517(3) .
C47 C49 1.525(3) .
C47 C50 1.538(3) .
N2 H2 0.85(2) .
N3 H3 0.84(2) .
C4 H4A 0.9500 .
C5 H5A 0.9500 .
C7 H7A 0.9500 .
C8 H8A 0.9500 .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C11 H11A 0.9500 .
C12 H12A 0.9500 .
C13 H13A 0.9500 .
C14 H14A 0.9500 .
C15 H15A 0.9500 .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C18 H18A 0.9500 .
C19 H19A 0.9500 .
C20 H20A 0.9500 .
C21 H21A 0.9500 .
C22 H22A 0.9500 .
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 0.85(2) 2.14(2) 2.983(2) 177(2)
N3 H3 O1 0.84(2) 2.20(2) 3.033(2) 171(2)
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 0.3(4) . .
C2 C1 C2 C3 -179.9(3) 2_766 .
O1 C1 C2 C1 -179.7(3) . 2_766
C2 C1 C2 C1 0.0 2_766 2_766
C1 C2 C3 C8 -3.0(3) 2_766 .
C1 C2 C3 C8 176.91(19) . .
C1 C2 C3 C4 177.32(19) 2_766 .
C1 C2 C3 C4 -2.8(3) . .
C2 C3 C4 C5 178.92(18) . .
C8 C3 C4 C5 -0.8(3) . .
C3 C4 C5 C6 -0.7(3) . .
C9 N1 C6 C5 -1.1(3) . .
C16 N1 C6 C5 -177.86(19) . .
C9 N1 C6 C7 178.29(19) . .
C16 N1 C6 C7 1.5(3) . .
C4 C5 C6 N1 -178.85(19) . .
C4 C5 C6 C7 1.7(3) . .
N1 C6 C7 C8 179.19(19) . .
C5 C6 C7 C8 -1.4(3) . .
C6 C7 C8 C3 0.0(3) . .
C2 C3 C8 C7 -178.58(18) . .
C4 C3 C8 C7 1.1(3) . .
C6 N1 C9 C10 -75.8(3) . .
C16 N1 C9 C10 101.0(2) . .
N1 C9 C10 C15 -16.4(3) . .
N1 C9 C10 C11 165.4(2) . .
C15 C10 C11 C12 -0.5(4) . .
C9 C10 C11 C12 177.7(2) . .
C10 C11 C12 C13 0.9(4) . .
C11 C12 C13 C14 -0.7(5) . .
C12 C13 C14 C15 0.1(5) . .
C13 C14 C15 C10 0.2(4) . .
C11 C10 C15 C14 0.0(4) . .
C9 C10 C15 C14 -178.2(2) . .
C6 N1 C16 C17 -78.4(3) . .
C9 N1 C16 C17 104.7(2) . .
N1 C16 C17 C18 152.9(2) . .
N1 C16 C17 C22 -29.3(3) . .
C22 C17 C18 C19 0.9(4) . .
C16 C17 C18 C19 178.7(3) . .
C17 C18 C19 C20 -0.2(6) . .
C18 C19 C20 C21 -0.9(6) . .
C19 C20 C21 C22 1.2(5) . .
C20 C21 C22 C17 -0.6(4) . .
C18 C17 C22 C21 -0.5(4) . .
C16 C17 C22 C21 -178.2(2) . .
C24 N2 C23 C40 170.6(2) . 2_766
C23 N2 C24 O2 -1.0(4) . .
C23 N2 C24 C25 177.96(19) . .
O2 C24 C25 C30 -158.3(2) . .
N2 C24 C25 C30 22.7(3) . .
O2 C24 C25 C26 24.9(3) . .
N2 C24 C25 C26 -154.1(2) . .
C30 C25 C26 C27 -0.8(3) . .
C24 C25 C26 C27 176.03(19) . .
C25 C26 C27 C28 1.3(3) . .
C25 C26 C27 C47 -176.08(19) . .
C26 C27 C28 C29 -1.2(3) . .
C47 C27 C28 C29 176.17(19) . .
C27 C28 C29 C30 0.8(3) . .
C27 C28 C29 C31 -177.25(19) . .
C28 C29 C30 C25 -0.3(3) . .
C31 C29 C30 C25 177.70(19) . .
C26 C25 C30 C29 0.3(3) . .
C24 C25 C30 C29 -176.5(2) . .
C32 N3 C31 O3 3.7(3) . .
C32 N3 C31 C29 -176.26(18) . .
C28 C29 C31 O3 -25.1(3) . .
C30 C29 C31 O3 157.0(2) . .
C28 C29 C31 N3 154.9(2) . .
C30 C29 C31 N3 -23.0(3) . .
C31 N3 C32 C33 -171.32(19) . .
N3 C32 C33 C46 -89.7(2) . .
N3 C32 C33 C34 94.9(2) . .
C46 C33 C34 C35 174.02(18) . .
C32 C33 C34 C35 -10.6(3) . .
C46 C33 C34 C39 -6.3(3) . .
C32 C33 C34 C39 169.12(17) . .
C33 C34 C35 C36 179.62(18) . .
C39 C34 C35 C36 -0.1(3) . .
C34 C35 C36 C37 -0.4(3) . .
C35 C36 C37 C38 0.1(3) . .
C36 C37 C38 C39 0.8(3) . .
C37 C38 C39 C40 179.8(2) . .
C37 C38 C39 C34 -1.2(3) . .
C33 C34 C39 C40 0.2(3) . .
C35 C34 C39 C40 179.88(17) . .
C33 C34 C39 C38 -178.86(17) . .
C35 C34 C39 C38 0.8(3) . .
C38 C39 C40 C41 -175.40(17) . .
C34 C39 C40 C41 5.6(3) . .
C38 C39 C40 C23 8.2(3) . 2_766
C34 C39 C40 C23 -170.78(16) . 2_766
C39 C40 C41 C42 175.58(18) . .
C23 C40 C41 C42 -8.0(3) 2_766 .
C39 C40 C41 C46 -5.3(3) . .
C23 C40 C41 C46 171.05(17) 2_766 .
C40 C41 C42 C43 178.76(19) . .
C46 C41 C42 C43 -0.3(3) . .
C41 C42 C43 C44 0.4(3) . .
C42 C43 C44 C45 0.2(3) . .
C43 C44 C45 C46 -0.9(3) . .
C34 C33 C46 C45 -174.85(17) . .
C32 C33 C46 C45 9.8(3) . .
C34 C33 C46 C41 6.6(3) . .
C32 C33 C46 C41 -168.83(16) . .
C44 C45 C46 C33 -177.72(19) . .
C44 C45 C46 C41 0.9(3) . .
C40 C41 C46 C33 -0.7(3) . .
C42 C41 C46 C33 178.38(17) . .
C40 C41 C46 C45 -179.40(17) . .
C42 C41 C46 C45 -0.3(3) . .
C26 C27 C47 C48 -5.2(3) . .
C28 C27 C47 C48 177.49(19) . .
C26 C27 C47 C49 -127.0(2) . .
C28 C27 C47 C49 55.7(3) . .
C26 C27 C47 C50 114.0(2) . .
C28 C27 C47 C50 -63.3(3) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.077 0.423 0.923 339 102 ' '
