#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:05:35 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180373 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/42/7204284.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_7204284
loop_
_publ_author_name
'Zeng, Xianshun'
'Leng, Xuebing'
'Chen, Langxing'
'Sun, Hao'
'Xu, Fengbo'
'Li, Qingshan'
'He, Xiwen'
'Zhang, Zheng-Zhi'
_publ_section_title
;
 Novel bis(phenylselenoalkoxy)calix[4]arene molecular tweezer receptors
 as sensors for ion-selective electrodes
;
_journal_issue                   4
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              796
_journal_paper_doi               10.1039/b109238c
_journal_year                    2002
_chemical_formula_sum            'C63 H78 Cl2 O4 Se2'
_chemical_formula_weight         1128.07
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.207(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.4021(18)
_cell_length_b                   12.7375(11)
_cell_length_c                   21.3752(18)
_cell_measurement_temperature    293(2)
_cell_volume                     5827.0(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0277
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            11775
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    1.406
_exptl_absorpt_correction_T_max  0.8168
_exptl_absorpt_correction_T_min  0.6778
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2360
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.805
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     330
_refine_ls_number_reflns         5140
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0784
_refine_ls_R_factor_gt           0.0543
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1002P)²+4.8651P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1597
_refine_ls_wR_factor_ref         0.1747
_reflns_number_gt                3565
_reflns_number_total             5140
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b109238c.txt
_cod_data_source_block           001018c
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7204284
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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.15653(2) 0.02317(5) 0.75218(3) 0.0775(2) Uani 0.90 1 d P . .
Se2 Se 0.1106(4) -0.0635(4) 0.7640(2) 0.100(2) Uani 0.10 1 d P . .
O1 O -0.05349(10) 0.28893(18) 0.69712(10) 0.0460(6) Uani 1 1 d . . .
H1C H -0.0174 0.2864 0.6845 0.069 Uiso 1 1 calc R . .
O2 O 0.06894(9) 0.25855(16) 0.66774(9) 0.0365(5) Uani 1 1 d . . .
C1 C -0.16533(14) 0.3486(3) 0.75189(14) 0.0390(7) Uani 1 1 d . . .
H1A H -0.2104 0.3544 0.7546 0.047 Uiso 1 1 calc R . .
H1B H -0.1545 0.2748 0.7540 0.047 Uiso 1 1 calc R . .
C2 C -0.14339(13) 0.3940(2) 0.68975(14) 0.0365(7) Uani 1 1 d . . .
C3 C -0.17860(14) 0.4680(3) 0.65828(15) 0.0421(8) Uani 1 1 d . . .
H3A H -0.2172 0.4870 0.6746 0.051 Uiso 1 1 calc R . .
C4 C -0.15868(15) 0.5153(3) 0.60319(15) 0.0435(8) Uani 1 1 d . . .
C5 C -0.10137(14) 0.4828(3) 0.57940(14) 0.0400(7) Uani 1 1 d . . .
H5A H -0.0873 0.5129 0.5424 0.048 Uiso 1 1 calc R . .
C6 C -0.06428(13) 0.4076(2) 0.60842(13) 0.0354(7) Uani 1 1 d . . .
C7 C -0.00218(13) 0.3760(3) 0.57956(14) 0.0381(7) Uani 1 1 d . . .
H7A H -0.0015 0.3992 0.5363 0.046 Uiso 1 1 calc R . .
H7B H 0.0009 0.3000 0.5796 0.046 Uiso 1 1 calc R . .
C8 C 0.05477(13) 0.4212(3) 0.61346(13) 0.0352(7) Uani 1 1 d . . .
C9 C 0.07408(15) 0.5244(3) 0.60270(15) 0.0398(7) Uani 1 1 d . . .
H9A H 0.0525 0.5644 0.5733 0.048 Uiso 1 1 calc R . .
C10 C 0.12401(15) 0.5695(3) 0.63403(15) 0.0415(7) Uani 1 1 d . . .
C11 C 0.15323(15) 0.5085(3) 0.67980(15) 0.0423(7) Uani 1 1 d . . .
H11A H 0.1863 0.5376 0.7022 0.051 Uiso 1 1 calc R . .
C12 C 0.13535(13) 0.4064(2) 0.69342(13) 0.0351(7) Uani 1 1 d . . .
C13 C -0.08560(13) 0.3633(2) 0.66442(14) 0.0357(7) Uani 1 1 d . . .
C14 C 0.08738(13) 0.3623(2) 0.65752(13) 0.0339(7) Uani 1 1 d . . .
C15 C -0.19971(17) 0.5995(3) 0.57208(17) 0.0552(10) Uani 1 1 d . . .
C16 C -0.26279(19) 0.5512(4) 0.5540(2) 0.0729(13) Uani 1 1 d . . .
H16A H -0.2562 0.4945 0.5252 0.109 Uiso 1 1 calc R . .
H16B H -0.2886 0.6037 0.5346 0.109 Uiso 1 1 calc R . .
H16C H -0.2831 0.5251 0.5908 0.109 Uiso 1 1 calc R . .
C17 C -0.2107(2) 0.6898(3) 0.6188(2) 0.0698(11) Uani 1 1 d . . .
H17A H -0.2296 0.6625 0.6561 0.105 Uiso 1 1 calc R . .
H17B H -0.2380 0.7411 0.6002 0.105 Uiso 1 1 calc R . .
H17C H -0.1715 0.7221 0.6292 0.105 Uiso 1 1 calc R . .
C18 C -0.1693(2) 0.6444(5) 0.5130(2) 0.0966(19) Uani 1 1 d . . .
H18A H -0.1620 0.5887 0.4836 0.145 Uiso 1 1 calc R . .
H18B H -0.1302 0.6768 0.5238 0.145 Uiso 1 1 calc R . .
H18C H -0.1965 0.6957 0.4945 0.145 Uiso 1 1 calc R . .
C19 C 0.14755(18) 0.6806(3) 0.61763(18) 0.0558(9) Uani 1 1 d . . .
C20 C 0.0929(3) 0.7544(4) 0.6055(3) 0.107(2) Uani 1 1 d . . .
H20A H 0.0669 0.7261 0.5729 0.160 Uiso 1 1 calc R . .
H20B H 0.1085 0.8218 0.5929 0.160 Uiso 1 1 calc R . .
H20C H 0.0688 0.7619 0.6431 0.160 Uiso 1 1 calc R . .
C21 C 0.1874(3) 0.6730(4) 0.5593(3) 0.0975(18) Uani 1 1 d . . .
H21A H 0.2215 0.6255 0.5667 0.146 Uiso 1 1 calc R . .
H21B H 0.2035 0.7412 0.5490 0.146 Uiso 1 1 calc R . .
H21C H 0.1624 0.6475 0.5251 0.146 Uiso 1 1 calc R . .
C22 C 0.1875(3) 0.7284(4) 0.6697(3) 0.1001(18) Uani 1 1 d . . .
H22A H 0.2232 0.6844 0.6774 0.150 Uiso 1 1 calc R . .
H22B H 0.1632 0.7339 0.7072 0.150 Uiso 1 1 calc R . .
H22C H 0.2013 0.7970 0.6573 0.150 Uiso 1 1 calc R . .
C23 C 0.10451(16) 0.1824(3) 0.63316(16) 0.0471(8) Uani 1 1 d . . .
H23A H 0.1481 0.1849 0.6458 0.057 Uiso 1 1 calc R . .
H23B H 0.1019 0.1971 0.5887 0.057 Uiso 1 1 calc R . .
C24 C 0.07743(19) 0.0755(3) 0.64698(19) 0.0599(10) Uani 1 1 d . . .
H24A H 0.0357 0.0724 0.6291 0.072 Uiso 1 1 calc R . .
H24B H 0.1026 0.0233 0.6256 0.072 Uiso 1 1 calc R . .
C25 C 0.0733(2) 0.0450(3) 0.7146(2) 0.0700(11) Uani 1 1 d . . .
C26 C 0.1265(2) 0.0162(4) 0.8373(2) 0.0800(14) Uani 1 1 d . . .
C27 C 0.0954(3) -0.0723(6) 0.8571(4) 0.114(2) Uani 1 1 d . . .
C28 C 0.0726(4) -0.0783(7) 0.9174(6) 0.150(4) Uani 1 1 d . . .
H28A H 0.0514 -0.1375 0.9313 0.180 Uiso 1 1 calc R . .
C29 C 0.0829(4) 0.0109(11) 0.9580(4) 0.158(4) Uani 1 1 d . . .
H29A H 0.0697 0.0087 0.9994 0.190 Uiso 1 1 calc R . .
C30 C 0.1116(4) 0.0974(7) 0.9355(3) 0.122(2) Uani 1 1 d . . .
H30A H 0.1169 0.1561 0.9608 0.146 Uiso 1 1 calc R . .
C31 C 0.1326(3) 0.0984(5) 0.8760(3) 0.0921(15) Uani 1 1 d . . .
H31A H 0.1521 0.1587 0.8613 0.110 Uiso 1 1 calc R . .
C32 C 1.0000 0.5816(5) 0.7500 0.0728(17) Uani 1 2 d S . .
Cl1 Cl 0.95009(7) 0.65497(14) 0.70467(7) 0.1067(5) Uani 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 0.0033 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'
Se Se -0.0929 2.2259 '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
_geom_angle_publ_flag
Se2 Se1 C26 65.6(3) . . ?
Se2 Se1 C25 65.2(3) . . ?
C26 Se1 C25 95.0(2) . . ?
Se1 Se2 C26 68.3(3) . . ?
Se1 Se2 C25 69.4(2) . . ?
C26 Se2 C25 98.2(3) . . ?
Se1 Se2 C27 108.4(4) . . ?
C26 Se2 C27 41.0(3) . . ?
C25 Se2 C27 121.1(3) . . ?
C14 O2 C23 114.0(2) . . ?
C12 C1 C2 110.8(2) 2_556 . ?
C3 C2 C13 118.7(3) . . ?
C3 C2 C1 121.0(3) . . ?
C13 C2 C1 120.3(3) . . ?
C2 C3 C4 122.7(3) . . ?
C3 C4 C5 117.0(3) . . ?
C3 C4 C15 119.5(3) . . ?
C5 C4 C15 123.5(3) . . ?
C6 C5 C4 123.0(3) . . ?
C5 C6 C13 118.1(3) . . ?
C5 C6 C7 120.0(3) . . ?
C13 C6 C7 121.9(3) . . ?
C6 C7 C8 113.9(2) . . ?
C14 C8 C9 118.1(3) . . ?
C14 C8 C7 121.0(3) . . ?
C9 C8 C7 120.8(3) . . ?
C10 C9 C8 122.6(3) . . ?
C9 C10 C11 116.8(3) . . ?
C9 C10 C19 121.5(3) . . ?
C11 C10 C19 121.6(3) . . ?
C12 C11 C10 123.1(3) . . ?
C11 C12 C14 117.7(3) . . ?
C11 C12 C1 119.9(3) . 2_556 ?
C14 C12 C1 122.3(3) . 2_556 ?
O1 C13 C6 123.6(3) . . ?
O1 C13 C2 116.0(3) . . ?
C6 C13 C2 120.4(3) . . ?
C8 C14 O2 118.4(3) . . ?
C8 C14 C12 121.4(3) . . ?
O2 C14 C12 120.2(3) . . ?
C16 C15 C18 108.6(4) . . ?
C16 C15 C4 109.3(3) . . ?
C18 C15 C4 111.9(3) . . ?
C16 C15 C17 109.0(3) . . ?
C18 C15 C17 108.8(4) . . ?
C4 C15 C17 109.2(3) . . ?
C21 C19 C20 109.4(4) . . ?
C21 C19 C22 108.0(4) . . ?
C20 C19 C22 107.8(4) . . ?
C21 C19 C10 108.3(3) . . ?
C20 C19 C10 110.7(3) . . ?
C22 C19 C10 112.5(3) . . ?
O2 C23 C24 107.7(3) . . ?
C25 C24 C23 116.5(3) . . ?
C24 C25 Se2 133.9(4) . . ?
C24 C25 Se1 111.9(3) . . ?
Se2 C25 Se1 45.4(3) . . ?
C31 C26 C27 119.7(6) . . ?
C31 C26 Se2 160.9(5) . . ?
C27 C26 Se2 74.3(5) . . ?
C31 C26 Se1 120.9(5) . . ?
C27 C26 Se1 119.3(5) . . ?
Se2 C26 Se1 46.1(2) . . ?
C26 C27 C28 120.3(7) . . ?
C26 C27 Se2 64.7(4) . . ?
C28 C27 Se2 168.6(7) . . ?
C27 C28 C29 117.7(8) . . ?
C30 C29 C28 119.6(8) . . ?
C31 C30 C29 119.8(8) . . ?
C26 C31 C30 122.9(7) . . ?
Cl1 C32 Cl1 114.0(4) 2_756 . ?
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
Se1 Se2 1.501(7) . ?
Se1 C26 1.933(5) . ?
Se1 C25 1.972(5) . ?
Se2 C26 1.895(8) . ?
Se2 C25 1.913(7) . ?
Se2 C27 2.019(9) . ?
O1 C13 1.362(4) . ?
O2 C14 1.396(4) . ?
O2 C23 1.439(4) . ?
C1 C12 1.521(4) 2_556 ?
C1 C2 1.524(4) . ?
C2 C3 1.380(4) . ?
C2 C13 1.407(4) . ?
C3 C4 1.391(5) . ?
C4 C5 1.392(5) . ?
C4 C15 1.536(5) . ?
C5 C6 1.389(4) . ?
C6 C13 1.401(4) . ?
C6 C7 1.521(4) . ?
C7 C8 1.528(4) . ?
C8 C14 1.391(4) . ?
C8 C9 1.397(5) . ?
C9 C10 1.384(5) . ?
C10 C11 1.396(5) . ?
C10 C19 1.542(5) . ?
C11 C12 1.386(5) . ?
C12 C14 1.398(4) . ?
C12 C1 1.521(4) 2_556 ?
C15 C16 1.532(6) . ?
C15 C18 1.534(5) . ?
C15 C17 1.542(6) . ?
C19 C21 1.517(6) . ?
C19 C20 1.523(6) . ?
C19 C22 1.529(6) . ?
C23 C24 1.510(5) . ?
C24 C25 1.499(6) . ?
C26 C31 1.341(7) . ?
C26 C27 1.376(8) . ?
C27 C28 1.382(12) . ?
C28 C29 1.446(13) . ?
C29 C30 1.352(12) . ?
C30 C31 1.349(9) . ?
C32 Cl1 1.717(4) 2_756 ?
C32 Cl1 1.717(4) . ?
