#------------------------------------------------------------------------------
#$Date: 2016-03-26 12:46:26 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180215 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/01/7110154.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_7110154
loop_
_publ_author_name
'Tia Jacobs'
'Vincent J. Smith'
'Lynne H. Thomas'
'Leonard J. Barbour'
_publ_section_title
;
 Carbon dioxide entrapment in an organic molecular host
;
_journal_name_full               Chem.Commun.
_journal_page_first              85
_journal_paper_doi               10.1039/c3cc46784h
_journal_volume                  50
_journal_year                    2013
_chemical_formula_moiety         'C12 H10 O2'
_chemical_formula_sum            'C12 H10 O2'
_chemical_formula_weight         186.20
_chemical_name_common            2_vac_100K
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           148
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :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            18
_cell_length_a                   29.0785(18)
_cell_length_b                   29.0785(18)
_cell_length_c                   5.8540(4)
_cell_measurement_reflns_used    6234
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.15
_cell_measurement_theta_min      2.80
_cell_volume                     4286.7(5)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'X-Seed (Barbour 2001)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker Duo CCD Area Detector'
_diffrn_measurement_method       'ω 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  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0236
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            22841
_diffrn_reflns_theta_full        32.50
_diffrn_reflns_theta_max         33.86
_diffrn_reflns_theta_min         2.43
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.9826
_exptl_absorpt_correction_T_min  0.9657
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1764
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     131
_refine_ls_number_reflns         3691
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0430
_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)+(0.0586P)²+3.0600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1092
_refine_ls_wR_factor_ref         0.1194
_reflns_number_gt                2923
_reflns_number_total             3691
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc46784h.txt
_cod_data_source_block           C:\frames
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               7110154
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'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+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, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-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+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'
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 0.07500(3) 0.22066(3) 0.49991(15) 0.01856(16) Uani 1 1 d .
C2 C 0.02631(4) 0.17445(3) 0.52510(15) 0.02006(17) Uani 1 1 d .
H2 H 0.0047 0.1700 0.6544 0.024 Uiso 1 1 calc R
C3 C 0.00921(3) 0.13465(3) 0.36037(15) 0.01988(16) Uani 1 1 d .
H3 H -0.0239 0.1028 0.3771 0.024 Uiso 1 1 calc R
O4 O 0.02742(3) 0.10351(3) 0.00523(12) 0.02113(14) Uani 1 1 d .
C4 C 0.04111(3) 0.14198(3) 0.17101(14) 0.01720(15) Uani 1 1 d .
H4 H -0.0060(6) 0.0775(6) 0.017(3) 0.042(4) Uiso 1 1 d .
C5 C 0.08962(3) 0.18871(3) 0.14432(16) 0.02025(17) Uani 1 1 d .
H5 H 0.1108 0.1936 0.0131 0.024 Uiso 1 1 calc R
C6 C 0.10683(3) 0.22811(3) 0.31059(16) 0.02117(17) Uani 1 1 d .
H6 H 0.1401 0.2598 0.2948 0.025 Uiso 1 1 calc R
O7 O 0.09285(3) 0.25741(3) 0.67773(11) 0.02255(15) Uani 1 1 d .
C8 C 0.09376(3) 0.30501(3) 0.64737(14) 0.01727(15) Uani 1 1 d .
C9 C 0.07596(3) 0.31831(4) 0.45127(15) 0.01993(16) Uani 1 1 d .
H9 H 0.0634 0.2948 0.3243 0.024 Uiso 1 1 calc R
C10 C 0.07681(4) 0.36674(4) 0.44416(17) 0.02430(19) Uani 1 1 d .
H10 H 0.0643 0.3760 0.3119 0.029 Uiso 1 1 calc R
C11 C 0.09575(4) 0.40161(4) 0.62787(18) 0.02560(19) Uani 1 1 d .
H11 H 0.0963 0.4345 0.6212 0.031 Uiso 1 1 calc R
C12 C 0.11399(4) 0.38796(4) 0.82198(17) 0.02392(18) Uani 1 1 d .
H12 H 0.1273 0.4118 0.9475 0.029 Uiso 1 1 calc R
C13 C 0.11283(3) 0.33961(4) 0.83326(15) 0.02001(16) Uani 1 1 d .
H13 H 0.1249 0.3302 0.9665 0.024 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'
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
C2 C1 C6 120.85(8)
C2 C1 O7 118.13(8)
C6 C1 O7 120.84(8)
C1 C2 C3 119.86(8)
C1 C2 H2 120.1
C3 C2 H2 120.1
C4 C3 C2 119.37(8)
C4 C3 H3 120.3
C2 C3 H3 120.3
C4 O4 H4 112.7(10)
O4 C4 C3 122.39(8)
O4 C4 C5 116.90(7)
C3 C4 C5 120.69(8)
C6 C5 C4 119.75(8)
C6 C5 H5 120.1
C4 C5 H5 120.1
C1 C6 C5 119.47(8)
C1 C6 H6 120.3
C5 C6 H6 120.3
C8 O7 C1 119.03(7)
O7 C8 C9 124.11(8)
O7 C8 C13 115.06(7)
C9 C8 C13 120.81(8)
C8 C9 C10 118.90(8)
C8 C9 H9 120.5
C10 C9 H9 120.5
C11 C10 C9 120.90(9)
C11 C10 H10 119.5
C9 C10 H10 119.5
C10 C11 C12 119.47(9)
C10 C11 H11 120.3
C12 C11 H11 120.3
C13 C12 C11 120.44(9)
C13 C12 H12 119.8
C11 C12 H12 119.8
C12 C13 C8 119.47(8)
C12 C13 H13 120.3
C8 C13 H13 120.3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.3890(12)
C1 C6 1.3898(12)
C1 O7 1.3930(10)
C2 C3 1.3932(12)
C2 H2 0.9500
C3 C4 1.3917(12)
C3 H3 0.9500
O4 C4 1.3806(10)
O4 H4 0.886(16)
C4 C5 1.3942(12)
C5 C6 1.3917(13)
C5 H5 0.9500
C6 H6 0.9500
O7 C8 1.3826(10)
C8 C9 1.3912(12)
C8 C13 1.3950(12)
C9 C10 1.3969(13)
C9 H9 0.9500
C10 C11 1.3891(15)
C10 H10 0.9500
C11 C12 1.3932(14)
C11 H11 0.9500
C12 C13 1.3908(13)
C12 H12 0.9500
C13 H13 0.9500
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
_geom_hbond_site_symmetry_A
O4 H4 O4 0.886(16) 1.824(16) 2.7018(7) 170.5(15) 12
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
C6 C1 C2 C3 0.73(13)
O7 C1 C2 C3 -174.36(8)
C1 C2 C3 C4 -0.52(13)
C2 C3 C4 O4 177.85(8)
C2 C3 C4 C5 -0.42(13)
O4 C4 C5 C6 -177.20(8)
C3 C4 C5 C6 1.16(13)
C2 C1 C6 C5 0.01(13)
O7 C1 C6 C5 174.97(8)
C4 C5 C6 C1 -0.95(13)
C2 C1 O7 C8 -109.20(9)
C6 C1 O7 C8 75.71(11)
C1 O7 C8 C9 2.53(12)
C1 O7 C8 C13 -179.24(8)
O7 C8 C9 C10 177.32(8)
C13 C8 C9 C10 -0.82(13)
C8 C9 C10 C11 0.90(14)
C9 C10 C11 C12 -0.18(14)
C10 C11 C12 C13 -0.62(14)
C11 C12 C13 C8 0.70(13)
O7 C8 C13 C12 -178.27(8)
C9 C8 C13 C12 0.03(13)
