#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/91/7109118.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_7109118
loop_
_publ_author_name
'David Bardelang'
'Michel Giorgi'
'Cedric Pardanaud'
'Virginie Hornebecq'
'Egon Rizzato'
'Paul Tordo'
'Olivier Ouari'
_publ_section_title
;
 Organic multishell isostructural host-guest crystals: fullerenes C60
 inside a nitroxide open framework
;
_journal_name_full               Chem.Commun.
_journal_page_first              3519
_journal_paper_doi               10.1039/c3cc00170a
_journal_volume                  49
_journal_year                    2013
_chemical_formula_moiety         'C11.5 H20 N1 O3'
_chemical_formula_sum            'C11.5 H20 N O3'
_chemical_formula_weight         220.29
_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            36
_cell_length_a                   25.1752(7)
_cell_length_b                   25.1752(7)
_cell_length_c                   30.0006(5)
_cell_measurement_reflns_used    8536
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.24
_cell_measurement_theta_min      1.62
_cell_volume                     16466.7(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'Omega + Phi scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            8536
_diffrn_reflns_theta_full        28.24
_diffrn_reflns_theta_max         28.24
_diffrn_reflns_theta_min         1.62
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.057
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    0.800
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             4320
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.036
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.221
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.532
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         4431
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.532
_refine_ls_R_factor_all          0.2020
_refine_ls_R_factor_gt           0.1355
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3915
_refine_ls_wR_factor_ref         0.4360
_reflns_number_gt                2555
_reflns_number_total             4431
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc00170a.txt
_cod_data_source_block           shelxl
_cod_original_sg_symbol_H-M      'R -3 c'
_cod_original_formula_sum        'C11.5 H20 N1 O3'
_cod_database_code               7109118
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
O001 O 0.74998(10) 0.10416(10) 0.06460(7) 0.0599(7) Uani 1 1 d .
O002 O 0.76827(10) 0.04771(11) 0.11720(7) 0.0657(8) Uani 1 1 d .
O003 O 0.94785(14) 0.22130(13) 0.01270(10) 0.0953(11) Uani 1 1 d .
N004 N 0.90338(13) 0.17986(12) 0.03599(10) 0.0675(9) Uani 1 1 d .
C005 C 0.6667 0.00135(18) 0.0833 0.0567(11) Uani 1 2 d S
C006 C 0.71603(15) -0.00891(15) 0.10348(11) 0.0626(9) Uani 1 1 d .
H00A H 0.6994 -0.0359 0.1290 0.075 Uiso 1 1 calc R
H00B H 0.7288 -0.0288 0.0817 0.075 Uiso 1 1 calc R
C007 C 0.69646(16) 0.05064(16) 0.04770(10) 0.0612(9) Uani 1 1 d .
H00C H 0.7080 0.0344 0.0226 0.073 Uiso 1 1 calc R
H00D H 0.6671 0.0621 0.0373 0.073 Uiso 1 1 calc R
C008 C 0.82531(16) 0.07176(16) 0.04806(10) 0.0623(9) Uani 1 1 d .
H00E H 0.7938 0.0362 0.0324 0.075 Uiso 1 1 calc R
H00F H 0.8509 0.0591 0.0637 0.075 Uiso 1 1 calc R
C009 C 0.79418(16) 0.09170(15) 0.08258(10) 0.0594(9) Uani 1 1 d .
C010 C 0.88619(18) 0.20227(17) 0.07620(13) 0.0762(11) Uani 1 1 d .
C011 C 0.84281(18) 0.14951(17) 0.10563(11) 0.0746(11) Uani 1 1 d .
H01A H 0.8221 0.1641 0.1251 0.089 Uiso 1 1 calc R
H01B H 0.8671 0.1384 0.1243 0.089 Uiso 1 1 calc R
C012 C 0.86509(17) 0.12052(16) 0.01341(11) 0.0679(10) Uani 1 1 d .
C013 C 0.8573(3) 0.2403(2) 0.06050(18) 0.1035(17) Uani 1 1 d .
H01C H 0.8203 0.2144 0.0443 0.155 Uiso 1 1 calc R
H01D H 0.8856 0.2728 0.0415 0.155 Uiso 1 1 calc R
H01E H 0.8480 0.2573 0.0859 0.155 Uiso 1 1 calc R
C014 C 0.8273(2) 0.1288(2) -0.02184(13) 0.0979(15) Uani 1 1 d .
H01F H 0.8006 0.1410 -0.0081 0.147 Uiso 1 1 calc R
H01G H 0.8032 0.0908 -0.0375 0.147 Uiso 1 1 calc R
H01H H 0.8540 0.1599 -0.0425 0.147 Uiso 1 1 calc R
C015 C 0.9446(2) 0.2435(2) 0.10257(19) 0.120(2) Uani 1 1 d .
H01I H 0.9725 0.2773 0.0842 0.180 Uiso 1 1 calc R
H01J H 0.9636 0.2203 0.1115 0.180 Uiso 1 1 calc R
H01K H 0.9344 0.2589 0.1285 0.180 Uiso 1 1 calc R
C016 C 0.9078(2) 0.1013(2) -0.00736(16) 0.0979(15) Uani 1 1 d .
H01L H 0.9317 0.0966 0.0156 0.147 Uiso 1 1 calc R
H01M H 0.9346 0.1321 -0.0281 0.147 Uiso 1 1 calc R
H01N H 0.8840 0.0630 -0.0227 0.147 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
C009 O001 C007 113.7(2) . .
C009 O002 C006 113.9(2) . .
O003 N004 C012 115.9(3) . .
O003 N004 C010 115.6(3) . .
C012 N004 C010 126.1(3) . .
C006 C005 C006 109.1(4) . 17_654
C006 C005 C007 110.69(18) . 17_654
C006 C005 C007 107.90(17) 17_654 17_654
C006 C005 C007 107.89(17) . .
C006 C005 C007 110.69(18) 17_654 .
C007 C005 C007 110.6(4) 17_654 .
O002 C006 C005 111.5(3) . .
O002 C006 H00A 109.3 . .
C005 C006 H00A 109.3 . .
O002 C006 H00B 109.3 . .
C005 C006 H00B 109.3 . .
H00A C006 H00B 108.0 . .
O001 C007 C005 111.4(2) . .
O001 C007 H00C 109.4 . .
C005 C007 H00C 109.4 . .
O001 C007 H00D 109.3 . .
C005 C007 H00D 109.4 . .
H00C C007 H00D 108.0 . .
C009 C008 C012 115.6(3) . .
C009 C008 H00E 108.4 . .
C012 C008 H00E 108.3 . .
C009 C008 H00F 108.4 . .
C012 C008 H00F 108.4 . .
H00E C008 H00F 107.4 . .
O001 C009 O002 110.5(2) . .
O001 C009 C011 108.0(3) . .
O002 C009 C011 104.8(2) . .
O001 C009 C008 113.7(2) . .
O002 C009 C008 110.6(3) . .
C011 C009 C008 108.8(3) . .
N004 C010 C011 111.0(3) . .
N004 C010 C015 108.1(3) . .
C011 C010 C015 109.0(4) . .
N004 C010 C013 107.7(3) . .
C011 C010 C013 111.6(4) . .
C015 C010 C013 109.4(4) . .
C009 C011 C010 117.5(3) . .
C009 C011 H01A 107.9 . .
C010 C011 H01A 107.9 . .
C009 C011 H01B 107.9 . .
C010 C011 H01B 107.9 . .
H01A C011 H01B 107.2 . .
N004 C012 C014 108.8(3) . .
N004 C012 C008 109.7(3) . .
C014 C012 C008 112.4(3) . .
N004 C012 C016 107.8(3) . .
C014 C012 C016 110.1(3) . .
C008 C012 C016 108.0(3) . .
C010 C013 H01C 109.4 . .
C010 C013 H01D 109.5 . .
H01C C013 H01D 109.5 . .
C010 C013 H01E 109.5 . .
H01C C013 H01E 109.5 . .
H01D C013 H01E 109.5 . .
C012 C014 H01F 109.5 . .
C012 C014 H01G 109.4 . .
H01F C014 H01G 109.5 . .
C012 C014 H01H 109.5 . .
H01F C014 H01H 109.5 . .
H01G C014 H01H 109.5 . .
C010 C015 H01I 109.4 . .
C010 C015 H01J 109.5 . .
H01I C015 H01J 109.5 . .
C010 C015 H01K 109.5 . .
H01I C015 H01K 109.5 . .
H01J C015 H01K 109.5 . .
C012 C016 H01L 109.6 . .
C012 C016 H01M 109.4 . .
H01L C016 H01M 109.5 . .
C012 C016 H01N 109.4 . .
H01L C016 H01N 109.5 . .
H01M C016 H01N 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O001 C009 1.407(4) .
O001 C007 1.439(4) .
O002 C009 1.414(4) .
O002 C006 1.432(4) .
O003 N004 1.288(3) .
N004 C012 1.476(4) .
N004 C010 1.488(5) .
C005 C006 1.517(4) .
C005 C006 1.517(4) 17_654
C005 C007 1.522(4) 17_654
C005 C007 1.522(4) .
C006 H00A 0.9700 .
C006 H00B 0.9700 .
C007 H00C 0.9700 .
C007 H00D 0.9700 .
C008 C009 1.533(4) .
C008 C012 1.532(4) .
C008 H00E 0.9700 .
C008 H00F 0.9700 .
C009 C011 1.519(5) .
C010 C011 1.509(5) .
C010 C015 1.528(6) .
C010 C013 1.537(7) .
C011 H01A 0.9700 .
C011 H01B 0.9700 .
C012 C014 1.509(6) .
C012 C016 1.515(6) .
C013 H01C 0.9600 .
C013 H01D 0.9600 .
C013 H01E 0.9600 .
C014 H01F 0.9600 .
C014 H01G 0.9600 .
C014 H01H 0.9600 .
C015 H01I 0.9600 .
C015 H01J 0.9600 .
C015 H01K 0.9600 .
C016 H01L 0.9600 .
C016 H01M 0.9600 .
C016 H01N 0.9600 .
