#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/80/1508092.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_1508092
loop_
_publ_author_name
'Hasell, Tom'
'Wu, Xiaofeng'
'Jones, James T. A.'
'Bacsa, John'
'Steiner, Alexander'
'Mitra, Tamoghna'
'Trewin, Abbie'
'Adams, Dave J.'
'Cooper, Andrew I.'
_publ_section_title
;
 Triply interlocked covalent organic cages.
;
_journal_issue                   9
_journal_name_full               'Nature chemistry'
_journal_page_first              750
_journal_page_last               755
_journal_paper_doi               10.1038/nchem.739
_journal_volume                  2
_journal_year                    2010
_chemical_formula_moiety         '(C54 H60 N12)2, 7(C H4 O), 3(H2 O)'
_chemical_formula_sum            'C115 H154 N24 O10'
_chemical_formula_weight         2032.62
_chemical_name_common            cage3a-catenane
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           167
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3 2"c'
_symmetry_space_group_name_H-M   'R -3 c :H'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   20.043(3)
_cell_length_b                   20.043(3)
_cell_length_c                   55.912(11)
_cell_measurement_reflns_used    1724
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      13.54
_cell_measurement_theta_min      2.30
_cell_volume                     19452(6)
_computing_cell_refinement       'SAINT v6.45a (Bruker, 2005)'
_computing_data_collection       'SMART v.5.632 (Bruker, 2005)'
_computing_data_reduction        'SAINT v6.45a (Bruker, 2005)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 diffractometer with APEX detector'
_diffrn_measurement_method       'ω scans with a narrow frame width'
_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  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0153
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_number            19959
_diffrn_reflns_theta_full        20.41
_diffrn_reflns_theta_max         20.41
_diffrn_reflns_theta_min         2.76
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  0.9831
_exptl_absorpt_correction_T_min  0.9721
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008-1 (Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.041
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             6552
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.5
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.00023(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         2150
_refine_ls_number_restraints     216
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1655
_refine_ls_R_factor_gt           0.1286
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+100.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3111
_refine_ls_wR_factor_ref         0.3396
_reflns_number_gt                1263
_reflns_number_total             2150
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            nchem.739-s2.cif
_cod_data_source_block           cage3a-catenane
_cod_original_cell_volume        19452(5)
_cod_original_sg_symbol_H-M      R-3c
_cod_database_code               1508092
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'y, x, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'y+2/3, x+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'y+1/3, x+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-y, -x, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-y+2/3, -x+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
'-y+1/3, -x+2/3, z+1/6'
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
C1 C 0.7445(5) 0.3848(6) 0.05368(11) 0.132(3) Uani 1 1 d DU . .
H1 H 0.7971 0.4199 0.0537 0.158 Uiso 1 1 calc R . .
C2 C 0.7203(6) 0.3072(7) 0.05365(12) 0.131(2) Uani 1 1 d DU . .
C3 C 0.7770(5) 0.2814(6) 0.05523(13) 0.147(3) Uani 1 1 d DU . .
H3 H 0.8290 0.3183 0.0559 0.176 Uiso 1 1 calc R . .
N1 N 0.7582(4) 0.2114(5) 0.05567(11) 0.161(3) Uani 1 1 d DU B .
C4 C 0.8203(6) 0.1947(6) 0.05693(16) 0.189(4) Uani 1 1 d DU . .
H4A H 0.8689 0.2422 0.0590 0.284 Uiso 1 1 calc R A 2
H4B H 0.8228 0.1707 0.0421 0.284 Uiso 0.542(11) 1 calc PR B 2
C17 C 0.8208(15) 0.1503(14) 0.0353(3) 0.234(7) Uani 0.458(11) 1 d PDU B 1
H17D H 0.8305 0.1814 0.0213 0.351 Uiso 0.458(11) 1 calc PR B 1
H17E H 0.7717 0.1041 0.0339 0.351 Uiso 0.458(11) 1 calc PR B 1
H17F H 0.8604 0.1371 0.0370 0.351 Uiso 0.458(11) 1 calc PR B 1
C5 C 0.8074(6) 0.1407(7) 0.07786(18) 0.198(4) Uani 1 1 d DU B .
H5A H 0.7552 0.0975 0.0773 0.297 Uiso 1 1 calc R C 1
H5B H 0.8425 0.1207 0.0765 0.297 Uiso 0.458(11) 1 calc PR B 1
C17' C 0.8679(11) 0.1183(12) 0.0744(3) 0.234(7) Uani 0.542(11) 1 d PDU B 2
H17A H 0.8628 0.0824 0.0866 0.351 Uiso 0.542(11) 1 calc PR B 2
H17B H 0.9180 0.1633 0.0754 0.351 Uiso 0.542(11) 1 calc PR B 2
H17C H 0.8614 0.0947 0.0590 0.351 Uiso 0.542(11) 1 calc PR B 2
N2 N 0.8200(5) 0.1807(5) 0.10026(17) 0.185(3) Uani 1 1 d DU . .
C6 C 0.7688(7) 0.1474(6) 0.1158(2) 0.182(4) Uani 1 1 d DU B .
H6 H 0.7263 0.1002 0.1117 0.219 Uiso 1 1 calc R . .
C7 C 0.7705(8) 0.1772(8) 0.1399(2) 0.174(4) Uani 1 1 d DU . .
C8 C 0.7100(6) 0.1401(6) 0.1556(2) 0.171(4) Uani 1 1 d DU . .
H8 H 0.6670 0.0950 0.1504 0.205 Uiso 1 1 calc R . .
C9 C 0.8349(7) 0.2434(7) 0.1473(2) 0.165(3) Uani 1 1 d DU B .
H9 H 0.8772 0.2680 0.1372 0.198 Uiso 1 1 calc R . .
C10 C 0.8372(8) 0.2736(7) 0.1696(2) 0.175(4) Uani 1 1 d DU . .
C11 C 0.9076(7) 0.3451(8) 0.1766(2) 0.189(4) Uani 1 1 d DU B .
H11 H 0.9486 0.3685 0.1660 0.227 Uiso 1 1 calc R . .
N3 N 0.9126(6) 0.3751(6) 0.19713(18) 0.208(4) Uani 1 1 d DU . .
C12 C 0.9867(8) 0.4436(8) 0.2010(2) 0.232(5) Uani 1 1 d DU B .
H12A H 1.0148 0.4601 0.1860 0.348 Uiso 1 1 calc R D 2
H12B H 1.0168 0.4327 0.2122 0.348 Uiso 0.392(12) 1 calc PR E 2
C18 C 1.0264(12) 0.4223(13) 0.2203(4) 0.315(11) Uani 0.608(12) 1 d PDU B 1
H18A H 1.0353 0.3824 0.2145 0.472 Uiso 0.608(12) 1 calc PR E 1
H18B H 0.9942 0.4043 0.2342 0.472 Uiso 0.608(12) 1 calc PR E 1
H18C H 1.0747 0.4668 0.2244 0.472 Uiso 0.608(12) 1 calc PR E 1
C13 C 0.9737(7) 0.5067(8) 0.2108(2) 0.249(6) Uani 1 1 d DU . .
H13A H 0.9383 0.4874 0.2242 0.374 Uiso 1 1 calc R B 1
H13B H 1.0221 0.5497 0.2163 0.374 Uiso 0.608(12) 1 calc PR E 1
C18' C 1.0533(14) 0.5780(15) 0.2147(6) 0.315(11) Uani 0.392(12) 1 d PDU B 2
H18D H 1.0472 0.6196 0.2207 0.472 Uiso 0.392(12) 1 calc PR E 2
H18E H 1.0809 0.5929 0.1999 0.472 Uiso 0.392(12) 1 calc PR E 2
H18F H 1.0816 0.5661 0.2262 0.472 Uiso 0.392(12) 1 calc PR E 2
N4 N 0.9415(7) 0.5319(6) 0.1915(2) 0.220(5) Uani 1 1 d DU B .
C14 C 0.8774(8) 0.5232(7) 0.1955(2) 0.190(5) Uani 1 1 d DU . .
H14 H 0.8545 0.5024 0.2102 0.228 Uiso 1 1 calc R B .
C15 C 0.8351(8) 0.5437(6) 0.1784(2) 0.183(4) Uani 1 1 d DU B .
C16 C 0.7681(8) 0.5416(5) 0.18495(19) 0.176(4) Uani 1 1 d DU . .
H16 H 0.7491 0.5247 0.2003 0.211 Uiso 1 1 calc R B .
O1 O 0.6667 0.3333 -0.0365(2) 0.241(6) Uani 1 3 d SDU . .
H1A H 0.6817 0.3045 -0.0414 0.362 Uiso 0.33 1 calc PR . .
C19 C 0.6667 0.3333 -0.0114(2) 0.181(6) Uani 1 3 d SDU . .
H19A H 0.6950 0.3096 -0.0057 0.272 Uiso 0.33 1 calc PR . .
H19B H 0.6146 0.3050 -0.0057 0.272 Uiso 0.33 1 calc PR . .
H19C H 0.6904 0.3854 -0.0057 0.272 Uiso 0.33 1 calc PR . .
O2 O 0.7664(11) 0.3027(11) -0.0638(4) 0.189(7) Uiso 0.33 1 d PDU . .
C20 C 0.729(2) 0.275(2) -0.0859(6) 0.268(17) Uiso 0.33 1 d PDU . .
O3 O 0.7708(13) 0.0463(12) 0.0061(4) 0.307(9) Uiso 0.50 1 d PDU . .
C21 C 0.8060(17) 0.0176(17) -0.0093(5) 0.277(12) Uiso 0.50 1 d PDU . .
O4 O 0.9754(13) 0.6540(12) 0.2393(4) 0.322(10) Uiso 0.50 1 d P . .
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
C2 C1 C2 122.8(10) . 2_655
C1 C2 C1 117.2(10) . 3_665
C1 C2 C3 120.1(11) . .
C1 C2 C3 122.6(11) 3_665 .
N1 C3 C2 122.8(9) . .
C3 N1 C4 116.6(9) . .
N1 C4 C17 111.0(11) . .
N1 C4 C5 110.0(8) . .
C17 C4 C5 104.3(11) . .
N2 C5 C17' 109.6(10) . .
N2 C5 C4 110.6(8) . .
C17' C5 C4 103.8(10) . .
C6 N2 C5 115.9(10) . .
N2 C6 C7 125.0(12) . .
C9 C7 C8 118.6(11) . .
C9 C7 C6 119.3(12) . .
C8 C7 C6 122.1(13) . .
C7 C8 C15 124.6(12) . 3_665
C7 C9 C10 120.5(12) . .
C9 C10 C16 117.9(12) . 3_665
C9 C10 C11 118.4(13) . .
C16 C10 C11 123.7(13) 3_665 .
N3 C11 C10 120.6(12) . .
C11 N3 C12 112.5(12) . .
N3 C12 C13 108.9(11) . .
N3 C12 C18 105.7(12) . .
C13 C12 C18 108.0(12) . .
N4 C13 C12 107.9(10) . .
N4 C13 C18' 102.5(14) . .
C12 C13 C18' 107.3(16) . .
C14 N4 C13 115.1(13) . .
N4 C14 C15 123.5(14) . .
C16 C15 C8 114.9(12) . 2_655
C16 C15 C14 120.8(13) . .
C8 C15 C14 124.3(13) 2_655 .
C15 C16 C10 123.4(12) . 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.379(8) .
C1 C2 1.408(9) 2_655
C2 C1 1.408(9) 3_665
C2 C3 1.467(10) .
C3 N1 1.257(8) .
N1 C4 1.444(9) .
C4 C17 1.502(15) .
C4 C5 1.525(11) .
C5 N2 1.440(10) .
C5 C17' 1.500(14) .
N2 C6 1.252(10) .
C6 C7 1.470(11) .
C7 C9 1.374(13) .
C7 C8 1.374(10) .
C8 C15 1.374(13) 3_665
C9 C10 1.375(10) .
C10 C16 1.414(13) 3_665
C10 C11 1.475(12) .
C11 N3 1.274(10) .
N3 C12 1.449(11) .
C12 C13 1.515(13) .
C12 C18 1.525(15) .
C13 N4 1.469(11) .
C13 C18' 1.535(17) .
N4 C14 1.228(11) .
C14 C15 1.467(12) .
C15 C16 1.373(10) .
C15 C8 1.374(13) 2_655
C16 C10 1.414(13) 2_655
O1 C19 1.401(14) .
O2 C20 1.40(2) .
O3 C21 1.403(19) .
