#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/44/1504495.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_1504495
loop_
_publ_author_name
'Emond, Susanna J.'
'Debroy, Paromita'
'Rathore, Rajendra'
_publ_section_title
;
 Duplexiphane: a polyaromatic receptor containing two adjoined
 Delta-shaped cavities for an efficient hopping of a single silver cation.
;
_journal_issue                   3
_journal_name_full               'Organic letters'
_journal_page_first              389
_journal_page_last               392
_journal_paper_doi               10.1021/ol7026762
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C67 H72 Cl2'
_chemical_formula_weight         948.15
_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                102.747(5)
_cell_angle_beta                 112.214(5)
_cell_angle_gamma                90.649(5)
_cell_formula_units_Z            1
_cell_length_a                   10.852(4)
_cell_length_b                   11.568(4)
_cell_length_c                   12.042(4)
_cell_measurement_reflns_used    3601
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      2
_cell_volume                     1357.5(8)
_computing_cell_refinement       'SAINT v7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 v1.0-27 (Bruker, 2005)'
_computing_data_reduction        'SADABS-2004/1 (Bruker, 2005)'
_computing_molecular_graphics    'XP v5.1 (Bruker, 1998)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Bruker APEX2 CCD detector'
_diffrn_measurement_method       'omega scan'
_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  0.0592
_diffrn_reflns_av_sigmaI/netI    0.0932
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            19724
_diffrn_reflns_theta_full        31.78
_diffrn_reflns_theta_max         31.78
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  0.9889
_exptl_absorpt_correction_T_min  0.9101
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.912
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         8385
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.912
_refine_ls_R_factor_all          0.1199
_refine_ls_R_factor_gt           0.0575
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0785P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1381
_refine_ls_wR_factor_ref         0.1561
_reflns_number_gt                4440
_reflns_number_total             8385
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol7026762-file003.cif
_cod_data_source_block           raje
_cod_original_cell_volume        1357.4(8)
_cod_database_code               1504495
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.05090(14) 0.28936(14) 0.12795(14) 0.0233(3) Uani 1 1 d . . .
C2 C 0.99646(14) 0.29389(14) 0.00815(14) 0.0227(3) Uani 1 1 d . . .
C11 C 1.18946(15) 0.34623(15) 0.21885(15) 0.0270(4) Uani 1 1 d . . .
H11A H 1.2452 0.3585 0.1728 0.032 Uiso 1 1 calc R . .
H11B H 1.2325 0.2920 0.2720 0.032 Uiso 1 1 calc R . .
C12 C 1.18219(15) 0.46650(15) 0.30025(15) 0.0276(4) Uani 1 1 d . . .
H12A H 1.1401 0.5204 0.2463 0.033 Uiso 1 1 calc R . .
H12B H 1.1237 0.4537 0.3437 0.033 Uiso 1 1 calc R . .
C13 C 1.31695(16) 0.52717(15) 0.39547(15) 0.0276(4) Uani 1 1 d . . .
H13A H 1.3787 0.5315 0.3532 0.033 Uiso 1 1 calc R . .
H13B H 1.3543 0.4776 0.4553 0.033 Uiso 1 1 calc R . .
C14 C 1.31181(17) 0.65211(15) 0.46609(16) 0.0322(4) Uani 1 1 d . . .
H14A H 1.2782 0.7029 0.4069 0.039 Uiso 1 1 calc R . .
H14B H 1.2477 0.6486 0.5061 0.039 Uiso 1 1 calc R . .
C15 C 1.44711(17) 0.70911(16) 0.56429(16) 0.0344(4) Uani 1 1 d . . .
H15A H 1.4376 0.7889 0.6071 0.052 Uiso 1 1 calc R . .
H15B H 1.5105 0.7153 0.5250 0.052 Uiso 1 1 calc R . .
H15C H 1.4805 0.6599 0.6240 0.052 Uiso 1 1 calc R . .
C21 C 1.06527(16) 0.35671(15) -0.05378(14) 0.0265(3) Uani 1 1 d . . .
H21A H 1.1561 0.3902 0.0072 0.032 Uiso 1 1 calc R . .
H21B H 1.0151 0.4243 -0.0776 0.032 Uiso 1 1 calc R . .
C22 C 1.07772(17) 0.27886(16) -0.16799(16) 0.0319(4) Uani 1 1 d . . .
H22A H 0.9874 0.2434 -0.2287 0.038 Uiso 1 1 calc R . .
H22B H 1.1310 0.2129 -0.1443 0.038 Uiso 1 1 calc R . .
C23 C 1.14369(17) 0.34765(16) -0.22880(16) 0.0334(4) Uani 1 1 d . . .
H23A H 1.0929 0.4164 -0.2472 0.040 Uiso 1 1 calc R . .
H23B H 1.2352 0.3799 -0.1684 0.040 Uiso 1 1 calc R . .
C24 C 1.1534(3) 0.2787(2) -0.3454(2) 0.0582(6) Uani 1 1 d . . .
H24A H 1.0623 0.2449 -0.4055 0.070 Uiso 1 1 calc R . .
H24B H 1.2064 0.2112 -0.3269 0.070 Uiso 1 1 calc R . .
C25 C 1.2162(2) 0.3497(2) -0.4053(2) 0.0541(6) Uani 1 1 d . . .
H25A H 1.2187 0.2979 -0.4805 0.081 Uiso 1 1 calc R . .
H25B H 1.3075 0.3819 -0.3476 0.081 Uiso 1 1 calc R . .
H25C H 1.1630 0.4154 -0.4266 0.081 Uiso 1 1 calc R . .
C31 C 0.85850(14) 0.23368(14) -0.07540(13) 0.0225(3) Uani 1 1 d . . .
C32 C 0.82978(15) 0.11085(14) -0.09790(14) 0.0244(3) Uani 1 1 d . . .
H32A H 0.8986 0.0650 -0.0604 0.029 Uiso 1 1 calc R . .
C33 C 0.70291(15) 0.05420(14) -0.17386(14) 0.0240(3) Uani 1 1 d . . .
H33A H 0.6867 -0.0296 -0.1874 0.029 Uiso 1 1 calc R . .
C34 C 0.59812(14) 0.11809(14) -0.23099(13) 0.0209(3) Uani 1 1 d . . .
C35 C 0.62799(16) 0.24019(14) -0.21151(15) 0.0277(4) Uani 1 1 d . . .
H35A H 0.5600 0.2858 -0.2509 0.033 Uiso 1 1 calc R . .
C36 C 0.75539(16) 0.29659(15) -0.13564(15) 0.0289(4) Uani 1 1 d . . .
H36A H 0.7726 0.3799 -0.1246 0.035 Uiso 1 1 calc R . .
C41 C 0.97285(14) 0.23335(14) 0.18575(13) 0.0218(3) Uani 1 1 d . . .
C42 C 1.01598(15) 0.13658(15) 0.23555(15) 0.0267(4) Uani 1 1 d . . .
H42A H 1.0975 0.1075 0.2355 0.032 Uiso 1 1 calc R . .
C43 C 0.94209(15) 0.08142(15) 0.28555(14) 0.0256(3) Uani 1 1 d . . .
H43A H 0.9728 0.0144 0.3176 0.031 Uiso 1 1 calc R . .
C44 C 0.82304(14) 0.12357(14) 0.28914(13) 0.0209(3) Uani 1 1 d . . .
C45 C 0.78297(15) 0.22433(14) 0.24445(14) 0.0243(3) Uani 1 1 d . . .
H45A H 0.7045 0.2567 0.2491 0.029 Uiso 1 1 calc R . .
C46 C 0.85627(15) 0.27764(14) 0.19342(14) 0.0251(3) Uani 1 1 d . . .
H46A H 0.8267 0.3458 0.1630 0.030 Uiso 1 1 calc R . .
C51 C 0.74189(14) 0.05995(13) 0.33842(13) 0.0206(3) Uani 1 1 d . . .
C52 C 0.79822(15) 0.05183(14) 0.46158(14) 0.0254(3) Uani 1 1 d . . .
H52A H 0.8861 0.0885 0.5133 0.030 Uiso 1 1 calc R . .
C53 C 0.72674(15) -0.00924(15) 0.50867(14) 0.0265(4) Uani 1 1 d . . .
H53A H 0.7651 -0.0130 0.5928 0.032 Uiso 1 1 calc R . .
C54 C 0.59976(15) -0.06467(14) 0.43349(14) 0.0240(3) Uani 1 1 d . . .
H54A H 0.5524 -0.1078 0.4662 0.029 Uiso 1 1 calc R . .
C55 C 0.53985(14) -0.05828(13) 0.31019(13) 0.0205(3) Uani 1 1 d . . .
C56 C 0.61200(14) 0.00448(13) 0.26210(13) 0.0195(3) Uani 1 1 d . . .
C61 C 0.55373(14) 0.00421(13) 0.12726(13) 0.0196(3) Uani 1 1 d . . .
C62 C 0.48205(15) 0.09478(14) 0.08312(14) 0.0229(3) Uani 1 1 d . . .
H62 H 0.4694 0.1603 0.1397 0.027 Uiso 1 1 calc R . .
C63 C 0.57120(15) -0.09078(14) 0.04241(14) 0.0231(3) Uani 1 1 d . . .
H63 H 0.6200 -0.1534 0.0707 0.028 Uiso 1 1 calc R . .
Cl1 Cl 0.52003(17) 0.56039(14) -0.11556(15) 0.0565(4) Uani 0.50 1 d P A -1
Cl2 Cl 0.4935(2) 0.4455(2) 0.06653(18) 0.0849(7) Uani 0.50 1 d P A -1
C1S C 0.4650(5) 0.5687(4) 0.0054(5) 0.0579(12) Uiso 0.50 1 d P A -1
H1SA H 0.5116 0.6408 0.0718 0.069 Uiso 0.50 1 calc PR A -1
H1SB H 0.3679 0.5772 -0.0258 0.069 Uiso 0.50 1 calc PR A -1
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'
Cl Cl 0.1484 0.1585 '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 C41 121.61(13) . .
C2 C1 C11 124.72(13) . .
C41 C1 C11 113.53(13) . .
C1 C2 C31 120.91(13) . .
C1 C2 C21 124.53(13) . .
C31 C2 C21 114.56(13) . .
C1 C11 C12 111.19(13) . .
C13 C12 C11 114.09(13) . .
C12 C13 C14 114.10(14) . .
C15 C14 C13 113.06(14) . .
C2 C21 C22 115.10(13) . .
C21 C22 C23 112.79(14) . .
C24 C23 C22 116.05(15) . .
C23 C24 C25 114.94(17) . .
C36 C31 C32 117.17(14) . .
C36 C31 C2 122.08(14) . .
C32 C31 C2 120.74(14) . .
C33 C32 C31 121.42(14) . .
C32 C33 C34 121.36(14) . .
C35 C34 C33 117.14(14) . .
C35 C34 C55 121.14(13) . 2_655
C33 C34 C55 121.72(14) . 2_655
C36 C35 C34 121.30(15) . .
C35 C36 C31 121.55(15) . .
C42 C41 C46 117.75(13) . .
C42 C41 C1 120.74(13) . .
C46 C41 C1 121.50(14) . .
C41 C42 C43 121.24(14) . .
C42 C43 C44 120.73(15) . .
C45 C44 C43 118.03(13) . .
C45 C44 C51 122.00(13) . .
C43 C44 C51 119.96(14) . .
C46 C45 C44 120.76(14) . .
C45 C46 C41 121.39(15) . .
C52 C51 C56 119.40(13) . .
C52 C51 C44 119.27(13) . .
C56 C51 C44 121.28(13) . .
C53 C52 C51 120.49(14) . .
C54 C53 C52 120.12(14) . .
C53 C54 C55 121.11(14) . .
C54 C55 C56 118.93(13) . .
C54 C55 C34 120.12(13) . 2_655
C56 C55 C34 120.95(13) . 2_655
C51 C56 C55 119.93(13) . .
C51 C56 C61 120.23(12) . .
C55 C56 C61 119.69(12) . .
C62 C61 C63 118.40(13) . .
C62 C61 C56 122.70(13) . .
C63 C61 C56 118.90(13) . .
C63 C62 C61 120.96(14) 2_655 .
C62 C63 C61 120.64(14) 2_655 .
Cl2 C1S Cl1 112.9(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.350(2) .
C1 C41 1.501(2) .
C1 C11 1.519(2) .
C2 C31 1.506(2) .
C2 C21 1.513(2) .
C11 C12 1.537(2) .
C12 C13 1.517(2) .
C13 C14 1.520(2) .
C14 C15 1.520(2) .
C21 C22 1.522(2) .
C22 C23 1.524(2) .
C23 C24 1.496(3) .
C24 C25 1.510(3) .
C31 C36 1.395(2) .
C31 C32 1.395(2) .
C32 C33 1.387(2) .
C33 C34 1.402(2) .
C34 C35 1.393(2) .
C34 C55 1.495(2) 2_655
C35 C36 1.390(2) .
C41 C42 1.388(2) .
C41 C46 1.398(2) .
C42 C43 1.391(2) .
C43 C44 1.398(2) .
C44 C45 1.396(2) .
C44 C51 1.4974(19) .
C45 C46 1.384(2) .
C51 C52 1.400(2) .
C51 C56 1.408(2) .
C52 C53 1.385(2) .
C53 C54 1.382(2) .
C54 C55 1.397(2) .
C55 C56 1.4110(19) .
C55 C34 1.495(2) 2_655
C56 C61 1.503(2) .
C61 C62 1.392(2) .
C61 C63 1.394(2) .
C62 C63 1.389(2) 2_655
C63 C62 1.389(2) 2_655
Cl1 C1S 1.756(5) .
Cl2 C1S 1.724(5) .
