#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/61/1506161.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_1506161
loop_
_publ_author_name
'Masci, Bernardo'
'Levi Mortera, Stefano'
'Persiani, Daniela'
'Thuéry, Pierre'
_publ_section_title
;
 CsF-promoted acetyl dance at the narrow rim of
 p-tert-butyl[3.1.3.1]homooxacalixarene.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              4405
_journal_page_last               4408
_journal_paper_doi               10.1021/ol061544u
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C50 H64 O8'
_chemical_formula_weight         793.01
_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                 105.419(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   26.437(3)
_cell_length_b                   9.3730(11)
_cell_length_c                   19.0763(16)
_cell_measurement_reflns_used    33323
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      3.06
_cell_volume                     4556.9(9)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1999)'
_computing_publication_material
'SHELXTL (Sheldrick, 1999); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       'one φ and five ω scans with 2° steps'
_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  0.0789
_diffrn_reflns_av_sigmaI/netI    0.0656
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            33323
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         3.06
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_meas      ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.801
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4201
_refine_ls_number_restraints     102
_refine_ls_restrained_S_all      1.122
_refine_ls_R_factor_all          0.1550
_refine_ls_R_factor_gt           0.1311
_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)+(0.0771P)²+61.4729P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3004
_refine_ls_wR_factor_ref         0.3126
_reflns_number_gt                3212
_reflns_number_total             4201
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol061544usi20060814_052311.cif
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1506161
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
O1 O 0.19746(15) 0.2689(5) 0.5449(2) 0.0424(12) Uani 1 1 d .
O2 O 0.17616(14) -0.0749(4) 0.50142(19) 0.0286(9) Uani 1 1 d .
H2 H 0.2021 -0.1479 0.5103 0.034 Uiso 1 1 d R
O3 O 0.26606(14) -0.1757(4) 0.4428(2) 0.0272(9) Uani 1 1 d .
O4 O 0.18814(19) 0.2636(6) 0.6586(3) 0.0504(13) Uani 1 1 d .
C1 C 0.1612(2) 0.5093(8) 0.5343(3) 0.0345(15) Uani 1 1 d .
C2 C 0.1549(2) 0.3635(7) 0.5205(3) 0.0309(13) Uani 1 1 d .
C3 C 0.1086(2) 0.3061(6) 0.4782(3) 0.0273(13) Uani 1 1 d .
C4 C 0.0689(2) 0.4008(6) 0.4436(3) 0.0239(12) Uani 1 1 d .
H4 H 0.0378 0.3640 0.4140 0.029 Uiso 1 1 calc R
C5 C 0.0742(2) 0.5494(6) 0.4519(3) 0.0237(12) Uani 1 1 d .
C6 C 0.1205(2) 0.5999(7) 0.4991(3) 0.0298(13) Uani 1 1 d .
H6 H 0.1244 0.6975 0.5075 0.036 Uiso 1 1 calc R
C7 C 0.0324(2) 0.6544(6) 0.4101(3) 0.0266(12) Uani 1 1 d .
C8 C 0.0264(3) 0.7796(7) 0.4591(3) 0.0368(15) Uani 1 1 d .
H8A H 0.0585 0.8331 0.4724 0.055 Uiso 1 1 calc R
H8B H 0.0186 0.7437 0.5022 0.055 Uiso 1 1 calc R
H8C H -0.0016 0.8405 0.4334 0.055 Uiso 1 1 calc R
C9 C 0.0503(2) 0.7116(7) 0.3452(3) 0.0340(14) Uani 1 1 d .
H9A H 0.0559 0.6332 0.3158 0.051 Uiso 1 1 calc R
H9B H 0.0824 0.7639 0.3626 0.051 Uiso 1 1 calc R
H9C H 0.0237 0.7734 0.3167 0.051 Uiso 1 1 calc R
C10 C -0.0212(2) 0.5820(7) 0.3814(3) 0.0330(14) Uani 1 1 d .
H10A H -0.0297 0.5301 0.4201 0.049 Uiso 1 1 calc R
H10B H -0.0199 0.5174 0.3429 0.049 Uiso 1 1 calc R
H10C H -0.0475 0.6532 0.3633 0.049 Uiso 1 1 calc R
C11 C 0.1007(2) 0.1467(6) 0.4703(3) 0.0298(13) Uani 1 1 d .
H11A H 0.0634 0.1266 0.4576 0.036 Uiso 1 1 calc R
H11B H 0.1163 0.1022 0.5170 0.036 Uiso 1 1 calc R
C12 C 0.1243(2) 0.0792(6) 0.4132(3) 0.0283(13) Uani 1 1 d U
C13 C 0.1602(2) -0.0309(6) 0.4298(3) 0.0240(12) Uani 1 1 d U
C14 C 0.17807(19) -0.0969(6) 0.3751(3) 0.0229(11) Uani 1 1 d .
C15 C 0.1605(2) -0.0464(6) 0.3041(3) 0.0274(12) Uani 1 1 d U
H15 H 0.1730 -0.0889 0.2678 0.033 Uiso 1 1 calc R
C16 C 0.1249(2) 0.0656(6) 0.2857(3) 0.0308(13) Uani 1 1 d .
C17 C 0.1078(2) 0.1271(6) 0.3412(3) 0.0313(13) Uani 1 1 d U
H17 H 0.0845 0.2031 0.3303 0.038 Uiso 1 1 calc R
C18 C 0.1060(2) 0.1217(6) 0.2065(3) 0.0436(16) Uani 1 1 d DU
C19A C 0.1235(7) 0.047(2) 0.1480(11) 0.0371(17) Uani 0.50 1 d PDU
C19B C 0.1592(3) 0.1371(12) 0.1803(6) 0.0369(17) Uani 0.50 1 d PDU
C20A C 0.1142(5) 0.2835(9) 0.2064(7) 0.039(2) Uani 0.50 1 d PDU
C20B C 0.0816(4) 0.2654(9) 0.1990(7) 0.039(2) Uani 0.50 1 d PDU
C21A C 0.0429(3) 0.1060(13) 0.1866(6) 0.0383(17) Uani 0.50 1 d PDU
C21B C 0.0754(4) 0.0064(10) 0.1589(6) 0.0378(17) Uani 0.50 1 d PDU
C22 C 0.2170(2) -0.2185(6) 0.3924(3) 0.0270(12) Uani 1 1 d .
H22A H 0.2019 -0.2967 0.4133 0.032 Uiso 1 1 calc R
H22B H 0.2239 -0.2522 0.3477 0.032 Uiso 1 1 calc R
C23 C 0.2906(3) -0.0647(9) 0.4121(4) 0.051(2) Uani 1 1 d .
H23A H 0.2659 0.0129 0.3965 0.061 Uiso 1 1 calc R
H23B H 0.3000 -0.1011 0.3697 0.061 Uiso 1 1 calc R
C24 C 0.2117(2) 0.2289(8) 0.6155(3) 0.0409(16) Uani 1 1 d .
C25 C 0.2602(3) 0.1395(8) 0.6295(4) 0.0525(19) Uani 1 1 d .
H25A H 0.2676 0.0997 0.6775 0.079 Uiso 1 1 calc R
H25B H 0.2892 0.1977 0.6255 0.079 Uiso 1 1 calc R
H25C H 0.2550 0.0639 0.5943 0.079 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_3
C24 O1 C2 119.3(5) .
C23 O3 C22 110.6(4) .
C2 C1 C6 117.8(5) .
C2 C1 C23 120.5(6) 7_556
C6 C1 C23 121.7(6) 7_556
C3 C2 C1 122.3(5) .
C3 C2 O1 116.9(6) .
C1 C2 O1 120.5(5) .
C2 C3 C4 117.7(5) .
C2 C3 C11 121.3(5) .
C4 C3 C11 121.0(5) .
C3 C4 C5 122.4(5) .
C6 C5 C4 116.9(5) .
C6 C5 C7 120.4(5) .
C4 C5 C7 122.7(5) .
C1 C6 C5 122.5(6) .
C10 C7 C9 108.7(5) .
C10 C7 C8 108.7(5) .
C9 C7 C8 109.1(5) .
C10 C7 C5 111.8(5) .
C9 C7 C5 108.0(4) .
C8 C7 C5 110.5(5) .
C3 C11 C12 114.1(5) .
C13 C12 C17 118.7(5) .
C13 C12 C11 122.1(5) .
C17 C12 C11 119.2(5) .
O2 C13 C12 117.5(5) .
O2 C13 C14 122.0(5) .
C12 C13 C14 120.5(5) .
C15 C14 C13 118.9(5) .
C15 C14 C22 120.0(5) .
C13 C14 C22 121.1(5) .
C16 C15 C14 122.0(5) .
C17 C16 C15 117.3(5) .
C17 C16 C18 121.2(5) .
C15 C16 C18 121.5(5) .
C16 C17 C12 122.5(5) .
C20B C18 C21B 116.4(6) .
C19A C18 C20A 113.0(8) .
C20B C18 C16 114.9(6) .
C19A C18 C16 119.1(11) .
C21B C18 C16 109.1(6) .
C20A C18 C16 109.1(6) .
C19A C18 C21A 106.7(7) .
C20A C18 C21A 103.1(6) .
C16 C18 C21A 104.1(6) .
C20B C18 C19B 106.2(6) .
C21B C18 C19B 104.5(6) .
C16 C18 C19B 104.4(6) .
O3 C22 C14 112.0(4) .
O3 C23 C1 111.6(5) 7_556
O4 C24 O1 123.4(6) .
O4 C24 C25 127.4(6) .
O1 C24 C25 109.3(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C24 1.351(7) .
O1 C2 1.411(7) .
O2 C13 1.382(6) .
O3 C23 1.430(7) .
O3 C22 1.450(6) .
O4 C24 1.199(8) .
C1 C2 1.394(9) .
C1 C6 1.394(9) .
C1 C23 1.499(8) 7_556
C2 C3 1.384(8) .
C3 C4 1.398(8) .
C3 C11 1.510(8) .
C4 C5 1.405(8) .
C5 C6 1.396(8) .
C5 C7 1.535(8) .
C7 C10 1.534(8) .
C7 C9 1.534(8) .
C7 C8 1.535(8) .
C11 C12 1.530(7) .
C12 C13 1.380(8) .
C12 C17 1.399(8) .
C13 C14 1.400(7) .
C14 C15 1.392(8) .
C14 C22 1.512(8) .
C15 C16 1.391(8) .
C16 C17 1.382(8) .
C16 C18 1.552(8) .
C18 C20B 1.484(8) .
C18 C19A 1.490(9) .
C18 C21B 1.502(8) .
C18 C20A 1.532(8) .
C18 C21A 1.618(8) .
C18 C19B 1.619(8) .
C23 C1 1.498(8) 7_556
C24 C25 1.497(10) .
