#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/53/1505334.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_1505334
loop_
_publ_author_name
'Shukla, Ruchi'
'Lindeman, Sergey V.'
'Rathore, Rajendra'
_publ_section_title
;
 Electron transfer prompted ejection of a tightly bound K(+) from the
 ethereal cavity of a hexaarylbenzene-based receptor.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1291
_journal_page_last               1294
_journal_paper_doi               10.1021/ol070122x
_journal_volume                  9
_journal_year                    2007
_chemical_formula_sum            'C22 H24 O4'
_chemical_formula_weight         352.41
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.0450(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.3149(5)
_cell_length_b                   18.2602(5)
_cell_length_c                   12.8582(4)
_cell_measurement_reflns_used    5479
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      60
_cell_measurement_theta_min      3
_cell_volume                     3642.21(19)
_computing_cell_refinement       'SAINT v7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 v2.0-2 (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 v.97-2 (Sheldrick, 1993-1997)'
_computing_structure_solution    'XS/SHELXTL v6.12 (Bruker, 2001)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX2 CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_av_sigmaI/netI    0.0110
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            14862
_diffrn_reflns_theta_full        66.45
_diffrn_reflns_theta_max         61.45
_diffrn_reflns_theta_min         3.74
_exptl_absorpt_coefficient_mu    0.705
_exptl_absorpt_correction_T_max  0.8719
_exptl_absorpt_correction_T_min  0.6024
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         2755
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0316
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0460P)²+2.7759P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0826
_reflns_number_gt                2654
_reflns_number_total             2755
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol070122xsi20070116_080718.cif
_cod_data_source_block           raj3i
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1505334
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
O1 O 0.36197(6) 0.06898(5) 0.18449(7) 0.0248(2) Uani 1 1 d
O2 O 0.44125(5) 0.18744(5) -0.16865(7) 0.0256(2) Uani 1 1 d
O3 O 0.10166(5) 0.07176(5) 0.17910(7) 0.0208(2) Uani 1 1 d
O4 O -0.15033(5) 0.22547(5) -0.13252(7) 0.0227(2) Uani 1 1 d
C1 C 0.22560(8) 0.14118(7) 0.01632(10) 0.0213(3) Uani 1 1 d
C2 C 0.15151(8) 0.14543(7) 0.01603(10) 0.0210(3) Uani 1 1 d
C3 C 0.30385(9) 0.00757(7) 0.17037(11) 0.0241(3) Uani 1 1 d
C4 C 0.26800(8) 0.00732(7) 0.26571(10) 0.0208(3) Uani 1 1 d
C5 C 0.18432(8) -0.03639(7) 0.24415(11) 0.0226(3) Uani 1 1 d
C6 C 0.11021(9) -0.00434(7) 0.15342(11) 0.0235(3) Uani 1 1 d
C11 C 0.31171(8) 0.13394(7) 0.01100(10) 0.0196(3) Uani 1 1 d
C12 C 0.37596(8) 0.09583(7) 0.09058(10) 0.0208(3) Uani 1 1 d
C13 C 0.45813(8) 0.08893(7) 0.08040(11) 0.0212(3) Uani 1 1 d
C14 C 0.47921(8) 0.11905(7) -0.00697(10) 0.0213(3) Uani 1 1 d
C15 C 0.41505(8) 0.15806(7) -0.08601(10) 0.0198(3) Uani 1 1 d
C16 C 0.33295(8) 0.16510(7) -0.07774(10) 0.0206(3) Uani 1 1 d
C17 C 0.56763(9) 0.11206(8) -0.01844(12) 0.0276(3) Uani 1 1 d
C18 C 0.37966(9) 0.22784(8) -0.25164(11) 0.0248(3) Uani 1 1 d
C21 C 0.06416(8) 0.14719(7) 0.01730(10) 0.0191(3) Uani 1 1 d
C22 C 0.03995(8) 0.10900(7) 0.09763(10) 0.0185(3) Uani 1 1 d
C23 C -0.04439(8) 0.11031(7) 0.09902(10) 0.0188(3) Uani 1 1 d
C24 C -0.10815(8) 0.14929(7) 0.02170(10) 0.0191(3) Uani 1 1 d
C25 C -0.08417(8) 0.18784(6) -0.05919(10) 0.0187(3) Uani 1 1 d
C26 C 0.00019(8) 0.18719(7) -0.06124(10) 0.0199(3) Uani 1 1 d
C27 C -0.19937(8) 0.14927(8) 0.02419(11) 0.0240(3) Uani 1 1 d
C28 C -0.13103(9) 0.26312(8) -0.21982(11) 0.0269(3) Uani 1 1 d
H3A H 0.2563(9) 0.0132(8) 0.0991(13) 0.024(4) Uiso 1 1 d
H3B H 0.3387(9) -0.0373(8) 0.1696(11) 0.023(3) Uiso 1 1 d
H4A H 0.2576(9) 0.0574(8) 0.2828(11) 0.019(3) Uiso 1 1 d
H4B H 0.3133(9) -0.0101(7) 0.3324(12) 0.022(3) Uiso 1 1 d
H5A H 0.1923(9) -0.0856(8) 0.2248(11) 0.023(3) Uiso 1 1 d
H5B H 0.1684(10) -0.0368(8) 0.3134(13) 0.030(4) Uiso 1 1 d
H6A H 0.1207(9) -0.0060(8) 0.0806(13) 0.026(4) Uiso 1 1 d
H6B H 0.0550(10) -0.0307(8) 0.1485(12) 0.027(4) Uiso 1 1 d
H13 H 0.5012(10) 0.0619(8) 0.1370(13) 0.027(4) Uiso 1 1 d
H16 H 0.2891(9) 0.1922(8) -0.1329(12) 0.024(4) Uiso 1 1 d
H17A H 0.5956(11) 0.1590(10) -0.0137(13) 0.038(4) Uiso 1 1 d
H17B H 0.5628(11) 0.0923(10) -0.0920(16) 0.049(5) Uiso 1 1 d
H17C H 0.6025(12) 0.0795(10) 0.0357(16) 0.046(5) Uiso 1 1 d
H18A H 0.4084(10) 0.2421(8) -0.3043(13) 0.032(4) Uiso 1 1 d
H18B H 0.3595(9) 0.2718(9) -0.2217(12) 0.025(4) Uiso 1 1 d
H18C H 0.3294(10) 0.1979(8) -0.2893(12) 0.026(4) Uiso 1 1 d
H23 H -0.0609(9) 0.0833(8) 0.1539(12) 0.023(3) Uiso 1 1 d
H26 H 0.0145(9) 0.2143(8) -0.1172(12) 0.022(3) Uiso 1 1 d
H27A H -0.2069(12) 0.1154(11) 0.0770(16) 0.051(5) Uiso 1 1 d
H27B H -0.2177(11) 0.1972(10) 0.0412(14) 0.042(4) Uiso 1 1 d
H27C H -0.2387(11) 0.1342(9) -0.0453(14) 0.035(4) Uiso 1 1 d
H28A H -0.0858(10) 0.2981(9) -0.1937(12) 0.027(4) Uiso 1 1 d
H28B H -0.1158(9) 0.2281(9) -0.2681(12) 0.028(4) Uiso 1 1 d
H28C H -0.1851(10) 0.2878(8) -0.2616(12) 0.030(4) Uiso 1 1 d
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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
C12 O1 C3 116.38(9)
C15 O2 C18 117.79(10)
C22 O3 C6 113.46(9)
C25 O4 C28 117.40(10)
C2 C1 C11 176.79(13)
C1 C2 C21 177.49(13)
O1 C3 C4 107.71(10)
O1 C3 H3A 109.1(8)
C4 C3 H3A 110.8(8)
O1 C3 H3B 106.5(8)
C4 C3 H3B 111.7(8)
H3A C3 H3B 110.8(11)
C3 C4 C5 113.69(11)
C3 C4 H4A 108.7(8)
C5 C4 H4A 108.9(8)
C3 C4 H4B 109.2(8)
C5 C4 H4B 111.8(8)
H4A C4 H4B 104.0(11)
C6 C5 C4 113.12(11)
C6 C5 H5A 107.7(8)
C4 C5 H5A 110.7(8)
C6 C5 H5B 108.8(9)
C4 C5 H5B 107.8(9)
H5A C5 H5B 108.6(12)
O3 C6 C5 107.83(10)
O3 C6 H6A 107.4(8)
C5 C6 H6A 112.4(8)
O3 C6 H6B 109.0(8)
C5 C6 H6B 110.5(8)
H6A C6 H6B 109.6(12)
C12 C11 C16 118.36(11)
C12 C11 C1 122.21(11)
C16 C11 C1 119.42(11)
O1 C12 C13 118.23(11)
O1 C12 C11 121.59(11)
C13 C12 C11 120.01(11)
C14 C13 C12 121.87(12)
C14 C13 H13 120.3(9)
C12 C13 H13 117.9(9)
C13 C14 C15 118.08(11)
C13 C14 C17 122.22(12)
C15 C14 C17 119.69(12)
O2 C15 C16 124.42(11)
O2 C15 C14 114.66(11)
C16 C15 C14 120.92(11)
C15 C16 C11 120.75(12)
C15 C16 H16 120.2(8)
C11 C16 H16 119.0(8)
C14 C17 H17A 111.6(10)
C14 C17 H17B 109.2(10)
H17A C17 H17B 106.3(14)
C14 C17 H17C 110.8(11)
H17A C17 H17C 110.0(14)
H17B C17 H17C 108.7(15)
O2 C18 H18A 106.3(9)
O2 C18 H18B 111.8(8)
H18A C18 H18B 110.1(12)
O2 C18 H18C 111.7(8)
H18A C18 H18C 108.4(12)
H18B C18 H18C 108.5(12)
C22 C21 C26 118.08(11)
C22 C21 C2 120.44(11)
C26 C21 C2 121.49(11)
C23 C22 O3 119.47(11)
C23 C22 C21 120.68(11)
O3 C22 C21 119.81(11)
C22 C23 C24 121.78(11)
C22 C23 H23 120.3(8)
C24 C23 H23 117.9(8)
C23 C24 C25 117.79(11)
C23 C24 C27 120.81(11)
C25 C24 C27 121.40(11)
O4 C25 C26 124.35(11)
O4 C25 C24 114.65(10)
C26 C25 C24 121.00(11)
C25 C26 C21 120.68(11)
C25 C26 H26 118.9(8)
C21 C26 H26 120.4(8)
C24 C27 H27A 111.3(11)
C24 C27 H27B 112.4(10)
H27A C27 H27B 107.9(14)
C24 C27 H27C 111.1(9)
H27A C27 H27C 106.2(14)
H27B C27 H27C 107.6(14)
O4 C28 H28A 112.3(9)
O4 C28 H28B 110.3(9)
H28A C28 H28B 109.9(12)
O4 C28 H28C 105.6(9)
H28A C28 H28C 110.4(13)
H28B C28 H28C 108.2(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C12 1.3860(15)
O1 C3 1.4433(15)
O2 C15 1.3715(15)
O2 C18 1.4243(16)
O3 C22 1.3856(15)
O3 C6 1.4449(15)
O4 C25 1.3769(15)
O4 C28 1.4320(16)
C1 C2 1.2101(18)
C1 C11 1.4336(17)
C2 C21 1.4306(18)
C3 C4 1.5129(18)
C3 H3A 1.006(15)
C3 H3B 0.998(15)
C4 C5 1.5308(18)
C4 H4A 0.968(15)
C4 H4B 0.995(15)
C5 C6 1.5138(18)
C5 H5A 0.952(15)
C5 H5B 1.002(16)
C6 H6A 1.003(15)
C6 H6B 1.006(15)
C11 C12 1.4020(18)
C11 C16 1.4109(18)
C12 C13 1.3925(18)
C13 C14 1.3865(19)
C13 H13 0.975(16)
C14 C15 1.4060(18)
C14 C17 1.5003(18)
C15 C16 1.3822(18)
C16 H16 0.971(15)
C17 H17A 0.964(18)
C17 H17B 0.99(2)
C17 H17C 0.96(2)
C18 H18A 0.971(16)
C18 H18B 0.989(16)
C18 H18C 0.980(16)
C21 C22 1.4008(18)
C21 C26 1.4104(18)
C22 C23 1.3819(18)
C23 C24 1.3916(18)
C23 H23 0.965(15)
C24 C25 1.4080(18)
C24 C27 1.4985(17)
C25 C26 1.3847(18)
C26 H26 0.961(15)
C27 H27A 0.95(2)
C27 H27B 0.971(19)
C27 H27C 0.964(17)
C28 H28A 0.955(16)
C28 H28B 0.976(16)
C28 H28C 0.988(16)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21151769
