#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:12:40 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180128 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/26/7102670.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_7102670
loop_
_publ_author_name
'Enright, Gary D'
'Udachin, Konstantin A'
'Ripmeester, John A'
_publ_section_title
;
 Electrostatic and short-range interactions compete in directing the
 structure of p-tert-butylcalix[4]arene inclusion compounds of
 fluorinated benzenes.
;
_journal_issue                   12
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1360
_journal_page_last               1361
_journal_paper_doi               10.1039/b401269k
_journal_year                    2004
_chemical_formula_sum            'C50 H58 F4 O4'
_chemical_formula_weight         798.96
_chemical_name_common
p-tert-butyl-calix(4)arene*1,3,4,5-tetrafluorobenzene
_chemical_name_systematic
;
p-tert-butyl-calix[4]arene*1,3,4,5-tetrafluorobenzene
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/n 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                 90.0500(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.6344(9)
_cell_length_b                   13.5174(9)
_cell_length_c                   12.6433(9)
_cell_measurement_temperature    173(2)
_cell_volume                     2159.3(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'CCD Bruker Smart 1000'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25832
_diffrn_reflns_theta_full        28.81
_diffrn_reflns_theta_max         28.81
_diffrn_reflns_theta_min         1.51
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.9913
_exptl_absorpt_correction_T_min  0.9784
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0033(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     438
_refine_ls_number_reflns         5589
_refine_ls_number_restraints     148
_refine_ls_restrained_S_all      1.128
_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0543
_refine_ls_shift/su_max          0.036
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0604P)²+0.8525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1310
_refine_ls_wR_factor_ref         0.1417
_reflns_number_gt                4207
_reflns_number_total             5589
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b401269k.txt
_cod_data_source_block           ku121
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'multiscan' changed to 'multi-scan'
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      P2/n
_cod_database_code               7102670
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
F1A F 0.7538(5) 1.16906(13) 0.2475(3) 0.0268(5) Uani 0.26 1 d PD A -6
F3A F 0.56512(19) 1.46517(17) 0.25389(17) 0.0299(5) Uani 0.26 1 d PDU A -6
F4A F 0.7399(3) 1.56948(12) 0.2533(2) 0.0323(6) Uani 0.26 1 d PD A -6
F5A F 0.93203(17) 1.49269(6) 0.25234(14) 0.162(3) Uani 0.26 1 d PD A -6
C1A C 0.74482(17) 1.26357(6) 0.24970(14) 0.0555(13) Uani 0.26 1 d PRD A -6
C2A C 0.64964(17) 1.31511(6) 0.25150(14) 0.0300(11) Uani 0.26 1 d PRD A -6
H2A H 0.5845 1.2801 0.2527 0.036 Uiso 0.26 1 calc PR A -6
C3A C 0.64980(17) 1.41794(6) 0.25157(14) 0.076(2) Uani 0.26 1 d PRD A -6
C4A C 0.74514(17) 1.46923(6) 0.24985(14) 0.0371(9) Uani 0.26 1 d PRD A -6
C5A C 0.84032(17) 1.41770(6) 0.24805(14) 0.0226(8) Uani 0.26 1 d PRDU A -6
C6A C 0.84016(17) 1.31487(6) 0.24797(14) 0.0609(19) Uani 0.26 1 d PRD A -6
H6A H 0.9052 1.2796 0.2467 0.073 Uiso 0.26 1 calc PR A -6
F1B F 0.74822(17) 1.16893(6) 0.26200(14) 0.0658(13) Uani 0.24 1 d PRD A -7
F3B F 0.73881(17) 1.47237(6) 0.06995(14) 0.0570(11) Uani 0.24 1 d PRD A -7
F4B F 0.74034(17) 1.56915(6) 0.23331(14) 0.094(2) Uani 0.24 1 d PRD A -7
F5B F 0.74565(17) 1.46703(6) 0.43907(14) 0.0613(13) Uani 0.24 1 d PRD A -7
C1B C 0.74683(17) 1.26568(6) 0.25316(14) 0.0169(7) Uani 0.24 1 d PRDU A -7
C2B C 0.74369(17) 1.31610(6) 0.15740(14) 0.0304(13) Uani 0.24 1 d PRD A -7
H2B H 0.7432 1.2803 0.0927 0.037 Uiso 0.24 1 calc PR A -7
C3B C 0.74122(17) 1.41890(6) 0.15624(14) 0.0319(12) Uani 0.24 1 d PRD A -7
C4B C 0.74189(17) 1.47128(6) 0.25085(14) 0.0493(16) Uani 0.24 1 d PRD A -7
C5B C 0.74503(17) 1.42085(6) 0.34662(14) 0.0450(18) Uani 0.24 1 d PRD A -7
C6B C 0.74750(17) 1.31806(6) 0.34777(14) 0.0404(17) Uani 0.24 1 d PRD A -7
H6B H 0.7496 1.2836 0.4132 0.049 Uiso 0.24 1 calc PR A -7
C8 C 0.55071(19) 1.29265(18) -0.12318(19) 0.0347(6) Uani 0.50 1 d PD B -1
C9 C 0.4614(2) 1.2567(2) -0.1969(2) 0.0441(7) Uani 0.50 1 d PD B -1
H9A H 0.4336 1.3128 -0.2374 0.053 Uiso 0.50 1 calc PR B -1
H9B H 0.4044 1.2276 -0.1545 0.053 Uiso 0.50 1 calc PR B -1
H9C H 0.4893 1.2068 -0.2457 0.053 Uiso 0.50 1 calc PR B -1
C10 C 0.5030(2) 1.3744(2) -0.0523(2) 0.0481(8) Uani 0.50 1 d PD B -1
H10A H 0.4409 1.3484 -0.0152 0.058 Uiso 0.50 1 calc PR B -1
H10B H 0.4819 1.4308 -0.0963 0.058 Uiso 0.50 1 calc PR B -1
H10C H 0.5560 1.3960 -0.0006 0.058 Uiso 0.50 1 calc PR B -1
C11 C 0.6372(2) 1.3383(2) -0.1898(3) 0.0575(9) Uani 0.50 1 d PD B -1
H11A H 0.6637 1.2891 -0.2402 0.069 Uiso 0.50 1 calc PR B -1
H11B H 0.6952 1.3601 -0.1439 0.069 Uiso 0.50 1 calc PR B -1
H11C H 0.6088 1.3952 -0.2285 0.069 Uiso 0.50 1 calc PR B -1
C8K C 0.5745(2) 1.3175(2) -0.0882(2) 0.0418(7) Uani 0.50 1 d PD B -2
C9K C 0.5684(2) 1.2964(2) -0.2085(2) 0.0494(8) Uani 0.50 1 d PD B -2
H9K1 H 0.5106 1.2499 -0.2226 0.059 Uiso 0.50 1 calc PR B -2
H9K2 H 0.6355 1.2675 -0.2324 0.059 Uiso 0.50 1 calc PR B -2
H9K3 H 0.5554 1.3583 -0.2466 0.059 Uiso 0.50 1 calc PR B -2
C10K C 0.4703(3) 1.3586(3) -0.0518(3) 0.0682(11) Uani 0.50 1 d PD B -2
H101 H 0.4742 1.3738 0.0239 0.082 Uiso 0.50 1 calc PR B -2
H102 H 0.4144 1.3097 -0.0643 0.082 Uiso 0.50 1 calc PR B -2
H103 H 0.4544 1.4191 -0.0914 0.082 Uiso 0.50 1 calc PR B -2
C11K C 0.6631(2) 1.3925(2) -0.0689(3) 0.0559(9) Uani 0.50 1 d PD B -2
H11D H 0.6469 1.4541 -0.1064 0.067 Uiso 0.50 1 calc PR B -2
H11E H 0.7302 1.3656 -0.0950 0.067 Uiso 0.50 1 calc PR B -2
H11F H 0.6690 1.4058 0.0071 0.067 Uiso 0.50 1 calc PR B -2
C19 C 1.0900(2) 1.3193(2) 0.0729(2) 0.0417(7) Uani 0.50 1 d PD B -3
C20 C 1.0710(3) 1.3959(2) 0.1597(2) 0.0548(9) Uani 0.50 1 d PD B -3
H20A H 1.1109 1.4563 0.1436 0.066 Uiso 0.50 1 calc PR B -3
H20B H 1.0947 1.3692 0.2278 0.066 Uiso 0.50 1 calc PR B -3
H20C H 0.9954 1.4115 0.1634 0.066 Uiso 0.50 1 calc PR B -3
C21 C 1.2100(2) 1.2977(2) 0.0671(2) 0.0485(8) Uani 0.50 1 d PD B -3
H21A H 1.2239 1.2508 0.0096 0.058 Uiso 0.50 1 calc PR B -3
H21B H 1.2339 1.2693 0.1343 0.058 Uiso 0.50 1 calc PR B -3
H21C H 1.2484 1.3595 0.0536 0.058 Uiso 0.50 1 calc PR B -3
C22 C 1.0539(3) 1.3588(2) -0.0316(3) 0.0678(11) Uani 0.50 1 d PD B -3
H22A H 1.0894 1.4218 -0.0458 0.081 Uiso 0.50 1 calc PR B -3
H22B H 0.9771 1.3690 -0.0300 0.081 Uiso 0.50 1 calc PR B -3
H22C H 1.0716 1.3113 -0.0874 0.081 Uiso 0.50 1 calc PR B -3
C19K C 1.1216(2) 1.29141(18) 0.05172(19) 0.0337(6) Uani 0.50 1 d PD B -4
C20K C 1.1869(3) 1.3381(2) 0.1386(2) 0.0551(8) Uani 0.50 1 d PD B -4
H20D H 1.2384 1.2899 0.1652 0.066 Uiso 0.50 1 calc PR B -4
H20E H 1.1403 1.3588 0.1965 0.066 Uiso 0.50 1 calc PR B -4
H20F H 1.2244 1.3959 0.1106 0.066 Uiso 0.50 1 calc PR B -4
C21K C 1.1960(2) 1.2559(2) -0.0363(2) 0.0425(7) Uani 0.50 1 d PD B -4
H21D H 1.2372 1.3121 -0.0629 0.051 Uiso 0.50 1 calc PR B -4
H21E H 1.1543 1.2274 -0.0941 0.051 Uiso 0.50 1 calc PR B -4
H21F H 1.2442 1.2056 -0.0080 0.051 Uiso 0.50 1 calc PR B -4
C22K C 1.0504(3) 1.3735(2) 0.0028(3) 0.0484(9) Uani 0.50 1 d PD B -4
H22D H 1.0947 1.4291 -0.0201 0.058 Uiso 0.50 1 calc PR B -4
H22E H 0.9995 1.3966 0.0559 0.058 Uiso 0.50 1 calc PR B -4
H22F H 1.0121 1.3467 -0.0582 0.058 Uiso 0.50 1 calc PR B -4
O1 O 0.68297(7) 0.95639(7) 0.11703(7) 0.0400(2) Uani 1 1 d . . .
H1 H 0.6338 0.9378 0.1570 0.048 Uiso 1 1 calc R . .
O2 O 0.88310(7) 0.95651(7) 0.18318(7) 0.0382(2) Uani 1 1 d . . .
H2 H 0.8424 0.9383 0.1343 0.046 Uiso 1 1 calc R . .
C1 C 0.65325(9) 1.04192(9) 0.06566(9) 0.0306(3) Uani 1 1 d . B .
C2 C 0.55447(9) 1.08448(9) 0.08415(9) 0.0314(3) Uani 1 1 d . . .
C3 C 0.52783(10) 1.16878(10) 0.02871(10) 0.0386(3) Uani 1 1 d . B .
H3 H 0.4605 1.1980 0.0409 0.046 Uiso 1 1 calc R . .
C4 C 0.59551(11) 1.21310(11) -0.04459(12) 0.0483(4) Uani 1 1 d D . .
C5 C 0.69373(10) 1.16821(11) -0.05984(11) 0.0405(3) Uani 1 1 d . B .
H5 H 0.7413 1.1965 -0.1095 0.049 Uiso 1 1 calc R . .
C6 C 0.72469(9) 1.08406(10) -0.00561(9) 0.0319(3) Uani 1 1 d . . .
C7 C 0.83499(9) 1.04136(10) -0.02221(9) 0.0322(3) Uani 1 1 d . B .
H7A H 0.8322 0.9687 -0.0131 0.039 Uiso 1 1 calc R . .
H7B H 0.8580 1.0551 -0.0956 0.039 Uiso 1 1 calc R . .
C12 C 0.93442(9) 1.04191(9) 0.15351(9) 0.0312(3) Uani 1 1 d . B .
C13 C 0.91573(9) 1.08428(10) 0.05447(9) 0.0322(3) Uani 1 1 d . . .
C14 C 0.97138(10) 1.16854(10) 0.02767(10) 0.0400(3) Uani 1 1 d . B .
H14 H 0.9594 1.1973 -0.0398 0.048 Uiso 1 1 calc R . .
C15 C 1.04441(12) 1.21333(12) 0.09536(10) 0.0492(4) Uani 1 1 d D . .
C16 C 1.05948(11) 1.16870(11) 0.19377(10) 0.0425(3) Uani 1 1 d . B .
H16 H 1.1088 1.1974 0.2415 0.051 Uiso 1 1 calc R . .
C17 C 1.00557(9) 1.08429(10) 0.22471(9) 0.0330(3) Uani 1 1 d . . .
C18 C 0.47753(9) 1.04189(10) 0.16494(9) 0.0330(3) Uani 1 1 d . . .
H18A H 0.4862 0.9691 0.1676 0.040 Uiso 1 1 calc R . .
H18B H 0.4042 1.0561 0.1419 0.040 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'
F F 0.0171 0.0103 '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_3
F1A C1A C2A 125.2(3) .
F1A C1A C6A 114.8(3) .
C2A C1A C6A 120.0 .
C1A C2A C3A 120.0 .
F3A C3A C2A 120.73(12) .
F3A C3A C4A 119.26(13) .
C2A C3A C4A 120.0 .
F4A C4A C5A 122.89(19) .
F4A C4A C3A 117.08(19) .
C5A C4A C3A 120.0 .
C4A C5A C6A 120.0 .
C4A C5A F5A 108.7 .
C6A C5A F5A 131.2 .
C5A C6A C1A 120.0 .
F1B C1B C2B 124.3 .
F1B C1B C6B 115.7 .
C2B C1B C6B 120.0 .
C1B C2B C3B 120.0 .
F3B C3B C2B 124.1 .
F3B C3B C4B 115.9 .
C2B C3B C4B 120.0 .
F4B C4B C5B 128.9 .
F4B C4B C3B 111.1 .
C5B C4B C3B 120.0 .
F5B C5B C6B 117.5 .
F5B C5B C4B 122.5 .
C6B C5B C4B 120.0 .
C5B C6B C1B 120.0 .
C11 C8 C9 108.7(2) .
C11 C8 C10 108.3(2) .
C9 C8 C10 106.9(2) .
C11 C8 C4 111.8(2) .
C9 C8 C4 115.47(19) .
C10 C8 C4 105.28(19) .
C10K C8K C11K 110.3(2) .
C10K C8K C4 112.4(2) .
C11K C8K C4 115.1(2) .
C10K C8K C9K 109.0(3) .
C11K C8K C9K 108.3(2) .
C4 C8K C9K 101.0(2) .
C22 C19 C20 110.2(2) .
C22 C19 C21 108.8(3) .
C20 C19 C21 108.5(2) .
C22 C19 C15 111.9(2) .
C20 C19 C15 115.5(2) .
C21 C19 C15 101.3(2) .
C20K C19K C21K 108.8(2) .
C20K C19K C15 111.8(2) .
C21K C19K C15 115.75(19) .
C20K C19K C22K 107.8(2) .
C21K C19K C22K 106.8(2) .
C15 C19K C22K 105.4(2) .
O1 C1 C2 120.72(10) .
O1 C1 C6 118.04(10) .
C2 C1 C6 121.25(11) .
C3 C2 C1 118.28(11) .
C3 C2 C18 119.82(11) .
C1 C2 C18 121.88(11) .
C2 C3 C4 122.84(12) .
C3 C4 C5 116.77(13) .
C3 C4 C8K 121.75(15) .
C5 C4 C8K 120.17(15) .
C3 C4 C8 119.56(14) .
C5 C4 C8 122.07(14) .
C8K C4 C8 23.41(13) .
C6 C5 C4 122.69(12) .
C5 C6 C1 118.16(11) .
C5 C6 C7 120.08(11) .
C1 C6 C7 121.74(11) .
C13 C7 C6 112.38(10) .
O2 C12 C17 118.18(10) .
O2 C12 C13 120.59(10) .
C17 C12 C13 121.23(11) .
C14 C13 C12 118.19(11) .
C14 C13 C7 119.96(11) .
C12 C13 C7 121.84(11) .
C13 C14 C15 122.94(12) .
C16 C15 C14 116.65(13) .
C16 C15 C19K 122.00(14) .
C14 C15 C19K 119.74(14) .
C16 C15 C19 120.38(15) .
C14 C15 C19 121.83(15) .
C19K C15 C19 22.64(13) .
C17 C16 C15 122.75(12) .
C16 C17 C12 118.22(11) .
C16 C17 C18 120.00(11) 2_655
C12 C17 C18 121.76(11) 2_655
C2 C18 C17 112.51(10) 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1A C1A 1.283(2) .
F3A C3A 1.246(3) .
F4A C4A 1.3574(19) .
F5A C5A 1.5405 .
C1A C2A 1.3900 .
C1A C6A 1.3900 .
C2A C3A 1.3900 .
C3A C4A 1.3900 .
C4A C5A 1.3900 .
C5A C6A 1.3900 .
F1B C1B 1.3127 .
F3B C3B 1.3090 .
F4B C4B 1.3416 .
F5B C5B 1.3252 .
C1B C2B 1.3900 .
C1B C6B 1.3900 .
C2B C3B 1.3900 .
C3B C4B 1.3900 .
C4B C5B 1.3900 .
C5B C6B 1.3900 .
C8 C11 1.512(4) .
C8 C9 1.542(4) .
C8 C10 1.545(4) .
C8 C4 1.569(3) .
C8K C10K 1.501(4) .
C8K C11K 1.530(4) .
C8K C4 1.538(3) .
C8K C9K 1.549(4) .
C19 C22 1.496(4) .
C19 C20 1.528(4) .
C19 C21 1.546(4) .
C19 C15 1.570(3) .
C19K C20K 1.512(4) .
C19K C21K 1.534(4) .
C19K C15 1.539(3) .
C19K C22K 1.557(4) .
O1 C1 1.3781(15) .
O2 C12 1.3763(15) .
C1 C2 1.3942(16) .
C1 C6 1.3973(16) .
C2 C3 1.3794(18) .
C2 C18 1.5237(16) .
C3 C4 1.3965(19) .
C4 C5 1.3949(19) .
C5 C6 1.3843(19) .
C6 C7 1.5231(16) .
C7 C13 1.5216(16) .
C12 C17 1.3947(16) .
C12 C13 1.3970(16) .
C13 C14 1.3809(18) .
C14 C15 1.3960(19) .
C15 C16 1.3957(19) .
C16 C17 1.3854(19) .
C17 C18 1.5231(16) 2_655
C18 C17 1.5231(16) 2_655
