#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:11:36 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178772 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/26/4102658.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_4102658
loop_
_publ_author_name
'Daniel M. D'Souza'
'David A. Leigh'
'Loïc Mottier'
'Kathleen M. Mullen'
'Francesco Paolucci'
'Simon J. Teat'
'Songwei Zhang'
_publ_section_title
;
 Nitrone [2]Rotaxanes: Simultaneous Chemical Protection and
 Electrochemical Activation of a Functional Group
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9465
_journal_page_last               9470
_journal_paper_doi               10.1021/ja1034683
_journal_volume                  132
_journal_year                    2010
_chemical_compound_source        ?
_chemical_formula_analytical     'C60 H54 N8 O6'
_chemical_formula_moiety         'C30 H26 N6 O4.C30 H28 N2 O2'
_chemical_formula_structural     'C60 H54 N8 O6'
_chemical_formula_sum            'C60 H54 N8 O6'
_chemical_formula_weight         983.11
_chemical_name_common            ?
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 108.408(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.547(4)
_cell_length_b                   11.196(3)
_cell_length_c                   16.222(4)
_cell_measurement_reflns_used    92
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22
_cell_measurement_theta_min      6
_cell_volume                     2506.9(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_device       'Siemens SMART CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_radiation_monochromator  'Silicon 111'
_diffrn_radiation_source         'CCLRC Daresbury Laboratory Station 9.8'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.68840
_diffrn_reflns_av_R_equivalents  0.0792
_diffrn_reflns_av_sigmaI/netI    0.0878
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10380
_diffrn_reflns_theta_full        22.61
_diffrn_reflns_theta_max         22.61
_diffrn_reflns_theta_min         2.18
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.56
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS Siemens Madison WI USA'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_description       plate
_exptl_crystal_F_000             1036
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       0.0093(35)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.053
_refine_ls_goodness_of_fit_obs   1.180
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         3580
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.122
_refine_ls_restrained_S_obs      1.180
_refine_ls_R_factor_all          0.1499
_refine_ls_R_factor_obs          0.1012
_refine_ls_shift/esd_max         0.038
_refine_ls_shift/esd_mean        0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1151P)²+4.8178P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2693
_refine_ls_wR_factor_obs         0.2311
_reflns_number_observed          2455
_reflns_number_total             3630
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja1034683_si_002.cif
_cod_data_source_block           swrot3
_cod_depositor_comments
;
Replacing value '-' with '?' for the following tags:
'_chemical_compound_source', '_chemical_name_common', 
'_diffrn_standards_decay_%', '_diffrn_standards_interval_count', 
'_diffrn_standards_interval_time', '_diffrn_standards_number'.

Antanas Vaitkus, 2015-02-20

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1151P)^2^+4.8178P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.1151P)^2^+4.8178P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4102658
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 1.0026(5) 0.5882(5) -0.7799(4) 0.051(2) Uani 1 d .
H1A H 0.9477(5) 0.5389(5) -0.8151(4) 0.061 Uiso 1 d D
H1B H 1.0235(5) 0.6405(5) -0.8199(4) 0.061 Uiso 1 d D
N2 N 1.0828(4) 0.5102(4) -0.7333(3) 0.0365(11) Uani 1 d D
H2N H 1.0721(59) 0.4733(69) -0.6824(34) 0.099(28) Uiso 1 d D
C3 C 1.1691(5) 0.5176(5) -0.7410(4) 0.0391(14) Uani 1 d .
O3 O 1.1917(4) 0.5859(4) -0.7916(3) 0.0673(14) Uani 1 d .
C4 C 1.2458(4) 0.4378(4) -0.6809(4) 0.0358(14) Uani 1 d .
N5 N 1.2177(3) 0.3700(3) -0.6247(3) 0.0287(10) Uani 1 d .
C6 C 1.2866(4) 0.3026(5) -0.5717(4) 0.0343(13) Uani 1 d .
C7 C 1.3810(5) 0.2982(5) -0.5712(5) 0.051(2) Uani 1 d .
H7A H 1.4270(5) 0.2485(5) -0.5313(5) 0.061 Uiso 1 d D
C8 C 1.4073(5) 0.3676(6) -0.6298(5) 0.056(2) Uani 1 d .
H8A H 1.4722(5) 0.3678(6) -0.6309(5) 0.068 Uiso 1 d D
C9 C 1.3377(5) 0.4369(5) -0.6870(4) 0.049(2) Uani 1 d .
H9A H 1.3531(5) 0.4833(5) -0.7299(4) 0.059 Uiso 1 d D
C10 C 1.2545(4) 0.2235(4) -0.5096(4) 0.0350(13) Uani 1 d .
O10 O 1.3161(3) 0.1701(4) -0.4513(3) 0.0606(13) Uani 1 d .
N11 N 1.1603(3) 0.2149(4) -0.5225(3) 0.0373(12) Uani 1 d D
H11N H 1.1113(31) 0.2548(48) -0.5702(26) 0.052(17) Uiso 1 d D
C12 C 1.1198(4) 0.1384(5) -0.4721(4) 0.0453(15) Uani 1 d .
H12A H 1.1684(4) 0.0773(5) -0.4431(4) 0.054 Uiso 1 d D
H12B H 1.0631(4) 0.0963(5) -0.5117(4) 0.054 Uiso 1 d D
C13 C 1.0882(4) 0.2042(4) -0.4034(4) 0.0348(13) Uani 1 d .
C14 C 0.9922(4) 0.2107(5) -0.4086(4) 0.0374(13) Uani 1 d .
H14A H 0.9453(4) 0.1697(5) -0.4541(4) 0.045 Uiso 1 d D
C15 C 0.9627(4) 0.2754(5) -0.3495(4) 0.0400(14) Uani 1 d .
H15A H 0.8960(4) 0.2788(5) -0.3543(4) 0.048 Uiso 1 d D
C16 C 1.0302(4) 0.3357(4) -0.2828(3) 0.0379(14) Uani 1 d .
C17 C 1.1256(4) 0.3269(5) -0.2764(4) 0.044(2) Uani 1 d .
H17A H 1.1728(4) 0.3665(5) -0.2303(4) 0.053 Uiso 1 d D
C18 C 1.1553(4) 0.2607(5) -0.3363(4) 0.043(2) Uani 1 d .
H18A H 1.2222(4) 0.2549(5) -0.3304(4) 0.052 Uiso 1 d D
C19 C 0.7452(4) 0.4218(5) -0.6111(4) 0.045(2) Uani 1 d .
H19A H 0.7590(4) 0.5003(5) -0.5802(4) 0.054 Uiso 1 d D
C20 C 0.8305(4) 0.3949(6) -0.6431(4) 0.047(2) Uani 1 d .
H20A H 0.8274(4) 0.3096(6) -0.6597(4) 0.056 Uiso 1 d D
H20B H 0.8230(4) 0.4425(6) -0.6962(4) 0.056 Uiso 1 d D
N21 N 0.9260(5) 0.4187(8) -0.5821(5) 0.089(2) Uani 1 d .
O21 O 0.9971(3) 0.3799(5) -0.6120(4) 0.083(2) Uani 1 d .
C22 C 0.9516(9) 0.4880(11) -0.5260(9) 0.176(9) Uani 1 d .
H22A H 0.9023(9) 0.5336(11) -0.5138(9) 0.211 Uiso 1 d D
C23 C 0.6549(4) 0.4378(5) -0.6865(4) 0.0370(14) Uani 1 d .
C24 C 0.6073(4) 0.3433(5) -0.7385(4) 0.0369(14) Uani 1 d .
H24A H 0.6319(4) 0.2646(5) -0.7248(4) 0.044 Uiso 1 d D
C25 C 0.5268(4) 0.3603(5) -0.8081(4) 0.0413(14) Uani 1 d .
H25A H 0.4960(4) 0.2934(5) -0.8417(4) 0.050 Uiso 1 d D
C26 C 0.4893(4) 0.4726(6) -0.8308(5) 0.050(2) Uani 1 d .
H26A H 0.4332(4) 0.4846(6) -0.8796(5) 0.060 Uiso 1 d D
C27 C 0.5353(5) 0.5662(5) -0.7809(5) 0.061(2) Uani 1 d .
H27A H 0.5109(5) 0.6447(5) -0.7957(5) 0.073 Uiso 1 d D
C28 C 0.6147(4) 0.5500(5) -0.7110(5) 0.056(2) Uani 1 d .
H28A H 0.6441(4) 0.6176(5) -0.6776(5) 0.068 Uiso 1 d D
C29 C 0.7283(4) 0.3304(5) -0.5463(4) 0.0381(14) Uani 1 d .
C30 C 0.7465(4) 0.2080(5) -0.5503(4) 0.0435(15) Uani 1 d .
H30A H 0.7750(4) 0.1790(5) -0.5916(4) 0.052 Uiso 1 d D
C31 C 0.7232(4) 0.1293(5) -0.4943(4) 0.047(2) Uani 1 d .
H31A H 0.7354(4) 0.0464(5) -0.4979(4) 0.056 Uiso 1 d D
C32 C 0.6826(5) 0.1691(6) -0.4335(5) 0.055(2) Uani 1 d .
H32A H 0.6680(5) 0.1145(6) -0.3946(5) 0.066 Uiso 1 d D
C33 C 0.6632(5) 0.2890(6) -0.4295(5) 0.058(2) Uani 1 d .
H33A H 0.6348(5) 0.3170(6) -0.3879(5) 0.070 Uiso 1 d D
C34 C 0.6847(4) 0.3688(6) -0.4857(4) 0.047(2) Uani 1 d .
H34A H 0.6697(4) 0.4510(6) -0.4831(4) 0.057 Uiso 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_3
N2 C1 C16 110.9(5) 3_764
C3 N2 C1 123.2(5) .
O3 C3 N2 124.6(6) .
O3 C3 C4 119.5(6) .
N2 C3 C4 115.9(5) .
N5 C4 C9 123.9(6) .
N5 C4 C3 116.6(5) .
C9 C4 C3 119.6(5) .
C6 N5 C4 115.4(5) .
N5 C6 C7 124.9(5) .
N5 C6 C10 115.7(4) .
C7 C6 C10 119.4(5) .
C8 C7 C6 118.2(6) .
C7 C8 C9 118.7(6) .
C4 C9 C8 118.8(6) .
O10 C10 N11 123.5(5) .
O10 C10 C6 119.4(5) .
N11 C10 C6 117.1(5) .
C10 N11 C12 123.0(5) .
N11 C12 C13 113.7(5) .
C18 C13 C14 118.7(6) .
C18 C13 C12 120.2(5) .
C14 C13 C12 121.1(5) .
C13 C14 C15 121.3(5) .
C14 C15 C16 120.1(5) .
C17 C16 C15 118.5(6) .
C17 C16 C1 121.2(5) 3_764
C15 C16 C1 120.2(6) 3_764
C16 C17 C18 121.1(6) .
C13 C18 C17 120.1(5) .
C23 C19 C20 110.2(5) .
C23 C19 C29 110.4(4) .
C20 C19 C29 115.2(5) .
N21 C20 C19 116.1(6) .
C22 N21 O21 113.9(10) .
C22 N21 C20 130.9(10) .
O21 N21 C20 112.0(7) .
N21 C22 C22 127.1(24) 3_764
C28 C23 C24 115.5(5) .
C28 C23 C19 121.5(5) .
C24 C23 C19 123.0(5) .
C25 C24 C23 122.0(5) .
C24 C25 C26 121.0(6) .
C27 C26 C25 117.8(6) .
C28 C27 C26 121.6(6) .
C27 C28 C23 122.1(6) .
C34 C29 C30 118.0(6) .
C34 C29 C19 118.8(5) .
C30 C29 C19 122.9(5) .
C31 C30 C29 120.2(5) .
C30 C31 C32 121.0(6) .
C33 C32 C31 119.4(6) .
C32 C33 C34 120.5(6) .
C33 C34 C29 120.9(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.462(8) .
C1 C16 1.515(8) 3_764
N2 C3 1.302(7) .
C3 O3 1.241(7) .
C3 C4 1.519(8) .
C4 N5 1.345(7) .
C4 C9 1.371(8) .
N5 C6 1.330(7) .
C6 C7 1.373(8) .
C6 C10 1.521(8) .
C7 C8 1.372(10) .
C8 C9 1.376(10) .
C10 O10 1.233(7) .
C10 N11 1.324(7) .
N11 C12 1.433(7) .
C12 C13 1.523(8) .
C13 C18 1.366(8) .
C13 C14 1.374(8) .
C14 C15 1.374(8) .
C15 C16 1.385(8) .
C16 C17 1.363(8) .
C16 C1 1.515(8) 3_764
C17 C18 1.394(9) .
C19 C23 1.497(8) .
C19 C20 1.518(8) .
C19 C29 1.542(9) .
C20 N21 1.453(9) .
N21 C22 1.16(2) .
N21 O21 1.345(9) .
C22 C22 1.42(2) 3_764
C23 C28 1.390(8) .
C23 C24 1.393(8) .
C24 C25 1.360(8) .
C25 C26 1.374(8) .
C26 C27 1.363(9) .
C27 C28 1.351(10) .
C29 C34 1.395(8) .
C29 C30 1.402(8) .
C30 C31 1.383(9) .
C31 C32 1.375(9) .
C32 C33 1.377(9) .
C33 C34 1.381(9) .
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
C16 C1 N2 C3 -116.6(6) 3_764 .
C1 N2 C3 O3 -4.3(8) . .
C1 N2 C3 C4 174.1(5) . .
O3 C3 C4 N5 177.0(5) . .
N2 C3 C4 N5 -1.5(6) . .
O3 C3 C4 C9 -3.9(7) . .
N2 C3 C4 C9 177.6(5) . .
C9 C4 N5 C6 2.2(7) . .
C3 C4 N5 C6 -178.8(4) . .
C4 N5 C6 C7 -0.2(7) . .
C4 N5 C6 C10 -178.6(4) . .
N5 C6 C7 C8 -0.4(9) . .
C10 C6 C7 C8 177.9(5) . .
C6 C7 C8 C9 -0.8(9) . .
N5 C4 C9 C8 -3.5(8) . .
C3 C4 C9 C8 177.5(5) . .
C7 C8 C9 C4 2.7(9) . .
N5 C6 C10 O10 -170.9(5) . .
C7 C6 C10 O10 10.7(8) . .
N5 C6 C10 N11 10.0(7) . .
C7 C6 C10 N11 -168.4(5) . .
O10 C10 N11 C12 -2.7(9) . .
C6 C10 N11 C12 176.4(5) . .
C10 N11 C12 C13 102.5(6) . .
N11 C12 C13 C18 -64.3(7) . .
N11 C12 C13 C14 113.9(6) . .
C18 C13 C14 C15 1.9(8) . .
C12 C13 C14 C15 -176.4(5) . .
C13 C14 C15 C16 -0.1(8) . .
C14 C15 C16 C17 -1.5(8) . .
C14 C15 C16 C1 177.1(5) . 3_764
C15 C16 C17 C18 1.2(8) . .
C1 C16 C17 C18 -177.3(5) 3_764 .
C14 C13 C18 C17 -2.2(8) . .
C12 C13 C18 C17 176.1(5) . .
C16 C17 C18 C13 0.6(8) . .
C23 C19 C20 N21 159.0(6) . .
C29 C19 C20 N21 -75.4(7) . .
C19 C20 N21 C22 -29.0(14) . .
C19 C20 N21 O21 173.0(6) . .
O21 N21 C22 C22 -16.6(18) . 3_764
C20 N21 C22 C22 -174.2(10) . 3_764
C20 C19 C23 C28 -105.6(7) . .
C29 C19 C23 C28 126.0(6) . .
C20 C19 C23 C24 72.1(7) . .
C29 C19 C23 C24 -56.3(7) . .
C28 C23 C24 C25 -0.3(8) . .
C19 C23 C24 C25 -178.1(5) . .
C23 C24 C25 C26 0.6(9) . .
C24 C25 C26 C27 -0.2(9) . .
C25 C26 C27 C28 -0.5(11) . .
C26 C27 C28 C23 0.8(12) . .
C24 C23 C28 C27 -0.4(10) . .
C19 C23 C28 C27 177.5(6) . .
C23 C19 C29 C34 -82.6(6) . .
C20 C19 C29 C34 151.8(5) . .
C23 C19 C29 C30 91.4(6) . .
C20 C19 C29 C30 -34.2(7) . .
C34 C29 C30 C31 -1.2(8) . .
C19 C29 C30 C31 -175.2(5) . .
C29 C30 C31 C32 -0.5(9) . .
C30 C31 C32 C33 1.2(10) . .
C31 C32 C33 C34 -0.3(10) . .
C32 C33 C34 C29 -1.4(10) . .
C30 C29 C34 C33 2.1(9) . .
C19 C29 C34 C33 176.4(6) . .
