#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/46/7104699.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_7104699
loop_
_publ_author_name
'Kennedy, Stuart'
'Dalgarno, Scott J'
_publ_section_title
;
 Modulation of nanotube packing through the controlled self-assembly of
 tris-p-carboxylatocalix[4]arenes.
;
_journal_issue                   35
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5275
_journal_page_last               5277
_journal_paper_doi               10.1039/b909456c
_journal_volume                  34
_journal_year                    2009
_chemical_formula_moiety         'C32 H32 O4'
_chemical_formula_sum            'C32 H32 O4'
_chemical_formula_weight         480.58
_chemical_name_common            DiOEtCal4
_chemical_name_systematic
;
?
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.3207(7)
_cell_length_b                   19.5389(9)
_cell_length_c                   17.1880(6)
_cell_measurement_temperature    100(2)
_cell_volume                     5481.1(4)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'X-Seed (Barbour 2001)'
_computing_publication_material  'local program'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker X8 APEX II diffractometer'
_diffrn_measurement_method       'φ & 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  0.0500
_diffrn_reflns_av_sigmaI/netI    0.0360
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            42418
_diffrn_reflns_theta_full        26.38
_diffrn_reflns_theta_max         26.38
_diffrn_reflns_theta_min         2.40
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.9777
_exptl_absorpt_correction_T_min  0.9149
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Bruker-SADABS
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2048
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         5598
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0492
_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)+(0.0619P)²+2.3353P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1208
_refine_ls_wR_factor_ref         0.1292
_reflns_number_gt                4282
_reflns_number_total             5598
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b909456c.txt
_cod_data_source_block           ST07
_cod_original_sg_symbol_H-M      Pbcn
_cod_database_code               7104699
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, 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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.22840(10) 0.56010(9) 0.11117(10) 0.0212(4) Uani 1 1 d . . .
O2 O 0.20684(7) 0.34877(7) 0.04424(7) 0.0278(3) Uani 1 1 d . . .
H2 H 0.1779 0.3503 0.0846 0.033 Uiso 1 1 calc R . .
C2 C 0.27868(10) 0.60167(9) 0.06490(10) 0.0215(4) Uani 1 1 d . . .
O3 O 0.12825(7) 0.39484(6) 0.16837(7) 0.0223(3) Uani 1 1 d . . .
C3 C 0.25877(11) 0.67033(9) 0.05813(11) 0.0257(4) Uani 1 1 d . . .
H3 H 0.2917 0.6990 0.0263 0.031 Uiso 1 1 calc R . .
O4 O 0.35204(7) 0.42754(6) 0.03216(7) 0.0246(3) Uani 1 1 d . . .
C4 C 0.19180(11) 0.69842(10) 0.09676(11) 0.0275(4) Uani 1 1 d . . .
H4 H 0.1801 0.7459 0.0926 0.033 Uiso 1 1 calc R . .
O5 O 0.24456(8) 0.49272(7) 0.12501(7) 0.0286(3) Uani 1 1 d . . .
H5 H 0.2877 0.4814 0.1017 0.034 Uiso 1 1 calc R . .
C5 C 0.14236(11) 0.65598(9) 0.14150(10) 0.0244(4) Uani 1 1 d . . .
H5A H 0.0964 0.6748 0.1678 0.029 Uiso 1 1 calc R . .
C6 C 0.15896(10) 0.58649(9) 0.14849(10) 0.0214(4) Uani 1 1 d . . .
C7 C 0.10423(11) 0.54023(9) 0.19688(10) 0.0233(4) Uani 1 1 d . . .
H7A H 0.0716 0.5689 0.2329 0.028 Uiso 1 1 calc R . .
H7B H 0.1392 0.5098 0.2288 0.028 Uiso 1 1 calc R . .
C8 C 0.04585(10) 0.49624(9) 0.14846(10) 0.0214(4) Uani 1 1 d . . .
C9 C -0.02411(10) 0.52500(9) 0.11436(10) 0.0226(4) Uani 1 1 d . . .
H9 H -0.0359 0.5720 0.1227 0.027 Uiso 1 1 calc R . .
C10 C -0.07618(10) 0.48639(10) 0.06884(10) 0.0236(4) Uani 1 1 d . . .
H10 H -0.1240 0.5067 0.0475 0.028 Uiso 1 1 calc R . .
C11 C -0.05911(10) 0.41804(10) 0.05408(10) 0.0232(4) Uani 1 1 d . . .
H11 H -0.0946 0.3921 0.0218 0.028 Uiso 1 1 calc R . .
C12 C 0.01023(10) 0.38731(9) 0.08662(10) 0.0223(4) Uani 1 1 d . . .
C13 C 0.05961(10) 0.42679(9) 0.13541(9) 0.0207(4) Uani 1 1 d . . .
C14 C 0.03158(11) 0.31347(9) 0.06741(10) 0.0251(4) Uani 1 1 d . . .
H14A H -0.0197 0.2865 0.0642 0.030 Uiso 1 1 calc R . .
H14B H 0.0648 0.2943 0.1104 0.030 Uiso 1 1 calc R . .
C15 C 0.07873(11) 0.30529(9) -0.00860(10) 0.0229(4) Uani 1 1 d . . .
C16 C 0.04029(11) 0.27771(9) -0.07351(11) 0.0272(4) Uani 1 1 d . . .
H16 H -0.0152 0.2634 -0.0695 0.033 Uiso 1 1 calc R . .
C17 C 0.08063(12) 0.27041(10) -0.14398(11) 0.0305(4) Uani 1 1 d . . .
H17 H 0.0530 0.2516 -0.1877 0.037 Uiso 1 1 calc R . .
C18 C 0.16194(12) 0.29093(9) -0.14990(11) 0.0275(4) Uani 1 1 d . . .
H18 H 0.1895 0.2868 -0.1984 0.033 Uiso 1 1 calc R . .
C19 C 0.20350(11) 0.31726(9) -0.08638(11) 0.0246(4) Uani 1 1 d . . .
C20 C 0.16150(11) 0.32461(9) -0.01566(10) 0.0221(4) Uani 1 1 d . . .
C21 C 0.29310(11) 0.33824(10) -0.09133(11) 0.0268(4) Uani 1 1 d . . .
H21A H 0.3188 0.3152 -0.1364 0.032 Uiso 1 1 calc R . .
H21B H 0.3219 0.3228 -0.0438 0.032 Uiso 1 1 calc R . .
C22 C 0.30353(10) 0.41526(10) -0.09981(10) 0.0246(4) Uani 1 1 d . . .
C23 C 0.28210(11) 0.44694(10) -0.16953(11) 0.0279(4) Uani 1 1 d . . .
H23 H 0.2634 0.4197 -0.2117 0.033 Uiso 1 1 calc R . .
C24 C 0.28748(12) 0.51709(10) -0.17862(11) 0.0290(4) Uani 1 1 d . . .
H24 H 0.2743 0.5375 -0.2272 0.035 Uiso 1 1 calc R . .
C25 C 0.31214(11) 0.55764(10) -0.11655(11) 0.0274(4) Uani 1 1 d . . .
H25 H 0.3145 0.6059 -0.1226 0.033 Uiso 1 1 calc R . .
C26 C 0.33343(10) 0.52818(10) -0.04537(10) 0.0235(4) Uani 1 1 d . . .
C27 C 0.33134(10) 0.45696(9) -0.03927(10) 0.0233(4) Uani 1 1 d . . .
C28 C 0.35414(10) 0.57373(9) 0.02369(10) 0.0235(4) Uani 1 1 d . . .
H28A H 0.3872 0.5472 0.0614 0.028 Uiso 1 1 calc R . .
H28B H 0.3880 0.6126 0.0054 0.028 Uiso 1 1 calc R . .
C29 C 0.11530(11) 0.36435(10) 0.24410(11) 0.0283(4) Uani 1 1 d . . .
H29A H 0.0651 0.3359 0.2437 0.034 Uiso 1 1 calc R . .
H29B H 0.1088 0.4005 0.2840 0.034 Uiso 1 1 calc R . .
C30 C 0.18887(12) 0.32101(10) 0.26189(11) 0.0313(4) Uani 1 1 d . . .
H30A H 0.1895 0.2811 0.2273 0.047 Uiso 1 1 calc R . .
H30B H 0.1863 0.3056 0.3161 0.047 Uiso 1 1 calc R . .
H30C H 0.2388 0.3480 0.2539 0.047 Uiso 1 1 calc R . .
C31 C 0.43734(10) 0.41080(10) 0.04244(11) 0.0284(4) Uani 1 1 d . . .
H31A H 0.4719 0.4515 0.0323 0.034 Uiso 1 1 calc R . .
H31B H 0.4536 0.3741 0.0059 0.034 Uiso 1 1 calc R . .
C32 C 0.44786(13) 0.38736(12) 0.12475(12) 0.0384(5) Uani 1 1 d . . .
H32A H 0.4307 0.4239 0.1603 0.058 Uiso 1 1 calc R . .
H32B H 0.5056 0.3762 0.1341 0.058 Uiso 1 1 calc R . .
H32C H 0.4142 0.3466 0.1337 0.058 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 C1 C6 115.59(15) . . ?
O5 C1 C2 123.03(15) . . ?
C6 C1 C2 121.34(16) . . ?
C3 C2 C1 118.13(16) . . ?
C3 C2 C28 119.87(16) . . ?
C1 C2 C28 121.99(16) . . ?
C13 O3 C29 115.47(12) . . ?
C2 C3 C4 121.74(17) . . ?
C27 O4 C31 115.76(13) . . ?
C5 C4 C3 119.00(17) . . ?
C4 C5 C6 121.19(16) . . ?
C5 C6 C1 118.54(16) . . ?
C5 C6 C7 120.94(15) . . ?
C1 C6 C7 120.51(16) . . ?
C6 C7 C8 113.75(14) . . ?
C13 C8 C9 117.04(17) . . ?
C13 C8 C7 122.30(15) . . ?
C9 C8 C7 120.66(16) . . ?
C10 C9 C8 121.32(17) . . ?
C9 C10 C11 120.42(16) . . ?
C10 C11 C12 120.18(17) . . ?
C13 C12 C11 118.07(16) . . ?
C13 C12 C14 121.51(15) . . ?
C11 C12 C14 120.41(17) . . ?
C8 C13 C12 122.81(15) . . ?
C8 C13 O3 119.83(16) . . ?
C12 C13 O3 117.26(15) . . ?
C12 C14 C15 113.65(14) . . ?
C16 C15 C20 117.93(16) . . ?
C16 C15 C14 120.06(16) . . ?
C20 C15 C14 122.01(16) . . ?
C17 C16 C15 121.83(17) . . ?
C16 C17 C18 119.20(18) . . ?
C19 C18 C17 121.14(17) . . ?
C18 C19 C20 118.81(17) . . ?
C18 C19 C21 121.80(17) . . ?
C20 C19 C21 119.38(17) . . ?
O2 C20 C19 115.33(16) . . ?
O2 C20 C15 123.56(16) . . ?
C19 C20 C15 121.06(16) . . ?
C19 C21 C22 112.30(14) . . ?
C23 C22 C27 117.58(17) . . ?
C23 C22 C21 119.59(17) . . ?
C27 C22 C21 122.79(17) . . ?
C24 C23 C22 121.45(18) . . ?
C23 C24 C25 119.82(18) . . ?
C24 C25 C26 120.68(18) . . ?
C27 C26 C25 118.09(17) . . ?
C27 C26 C28 122.00(16) . . ?
C25 C26 C28 119.85(17) . . ?
C26 C27 O4 118.06(16) . . ?
C26 C27 C22 122.22(17) . . ?
O4 C27 C22 119.54(16) . . ?
C2 C28 C26 113.15(14) . . ?
O3 C29 C30 107.38(14) . . ?
O4 C31 C32 107.22(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O5 1.364(2) . ?
C1 C6 1.401(2) . ?
C1 C2 1.402(2) . ?
O2 C20 1.353(2) . ?
C2 C3 1.385(3) . ?
C2 C28 1.522(2) . ?
O3 C13 1.402(2) . ?
O3 C29 1.447(2) . ?
C3 C4 1.392(3) . ?
O4 C27 1.397(2) . ?
O4 C31 1.441(2) . ?
C4 C5 1.389(3) . ?
C5 C6 1.390(2) . ?
C6 C7 1.519(2) . ?
C7 C8 1.530(3) . ?
C8 C13 1.393(2) . ?
C8 C9 1.401(2) . ?
C9 C10 1.380(3) . ?
C10 C11 1.388(3) . ?
C11 C12 1.398(2) . ?
C12 C13 1.396(3) . ?
C12 C14 1.521(2) . ?
C14 C15 1.525(2) . ?
C15 C16 1.389(3) . ?
C15 C20 1.408(2) . ?
C16 C17 1.386(3) . ?
C17 C18 1.390(3) . ?
C18 C19 1.384(3) . ?
C19 C20 1.403(2) . ?
C19 C21 1.521(3) . ?
C21 C22 1.522(3) . ?
C22 C23 1.393(3) . ?
C22 C27 1.397(3) . ?
C23 C24 1.382(3) . ?
C24 C25 1.388(3) . ?
C25 C26 1.396(3) . ?
C26 C27 1.396(3) . ?
C26 C28 1.522(3) . ?
C29 C30 1.501(3) . ?
C31 C32 1.497(3) . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.121 0.250 145 64 ' '
2 0.000 0.879 0.750 145 64 ' '
3 0.500 0.621 0.250 145 64 ' '
4 0.500 0.379 0.750 145 64 ' '
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653142
