#------------------------------------------------------------------------------
#$Date: 2024-11-16 00:24:31 +0200 (Sat, 16 Nov 2024) $
#$Revision: 295947 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/59/1505914.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_1505914
loop_
_publ_author_name
'Sawada, Tsuyoshi'
'Nishiyama, Yousuke'
'Tabuchi, Wataru'
'Ishikawa, Makoto'
'Tsutsumi, Emi'
'Kuwahara, Yutaka'
'Shosenji, Hideto'
_publ_section_title
;
 Novel calixarene hemisphere synthesized via pinacol rearrangement of
 [2.1.2.1]metacyclophane.
;
_journal_issue                   10
_journal_name_full               'Organic letters'
_journal_page_first              1995
_journal_page_last               1997
_journal_paper_doi               10.1021/ol060286y
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         'C46 H52 O4, C2 H3 N '
_chemical_formula_sum            'C48 H55 N O4'
_chemical_formula_weight         709.93
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      62
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.365(5)
_cell_length_b                   21.338(6)
_cell_length_c                   16.49(2)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    298.1
_cell_measurement_theta_max      12.09
_cell_measurement_theta_min      7.20
_cell_volume                     3999(5)
_computing_cell_refinement       WinAFC
_computing_data_collection       WinAFC
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SIR92
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7448
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.90
_diffrn_standards_decay_%        -1.25
_diffrn_standards_interval_count 0
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.974
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1528.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.41
_refine_diff_density_min         -0.22
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     275
_refine_ls_number_reflns         4708
_refine_ls_R_factor_gt           0.0770
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1045P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2440
_reflns_number_gt                2934
_reflns_number_total             4708
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ol060286ysi20060202_101212.cif
_cod_data_source_block           '_calixarene5a'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_atom_site_symetry_multiplicity' tag replaced with
'_atom_site_symmetry_multiplicity'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 
;
_cod_original_formula_sum        'C48 H55 N O4 '
_cod_database_code               1505914
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2+Z
3 +X,1/2-Y,+Z
4 1/2-X,-Y,1/2+Z
5 -X,-Y,-Z
6 1/2+X,1/2-Y,1/2-Z
7 -X,1/2+Y,-Z
8 1/2+X,+Y,1/2-Z
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
O1 O 0.2321(2) 0.17594(13) 0.57540(16) 0.0591(8) Uani 1 1 d . . .
O2 O 0.3787(2) 0.17717(12) 0.67803(15) 0.0623(8) Uani 1 1 d . . .
C1 C 0.1600(4) 0.2500 0.4340(3) 0.0480(14) Uani 1 2 d S . .
H1A H 0.1163 0.2500 0.4846 0.062 Uiso 1 2 calc SR . .
H1B H 0.1037 0.2500 0.3898 0.062 Uiso 1 2 calc SR . .
C2 C 0.2344(3) 0.19181(16) 0.4294(2) 0.0430(9) Uani 1 1 d . . .
C3 C 0.2817(3) 0.16956(17) 0.3568(2) 0.0488(10) Uani 1 1 d . . .
H3 H 0.2587 0.1890 0.3089 0.063 Uiso 1 1 calc R . .
C4 C 0.3613(3) 0.12002(17) 0.3518(2) 0.0469(10) Uani 1 1 d . . .
C5 C 0.3923(3) 0.09046(17) 0.4240(2) 0.0491(10) Uani 1 1 d . . .
H5 H 0.4444 0.0568 0.4229 0.064 Uiso 1 1 calc R . .
C6 C 0.3472(3) 0.11021(16) 0.4966(2) 0.0431(9) Uani 1 1 d . . .
C7 C 0.2690(3) 0.15993(17) 0.4984(2) 0.0447(9) Uani 1 1 d . . .
C8 C 0.3775(3) 0.09035(17) 0.5821(2) 0.0472(10) Uani 1 1 d . . .
H8 H 0.3613 0.0460 0.5931 0.061 Uiso 1 1 calc R . .
C9 C 0.4995(3) 0.11037(16) 0.6060(2) 0.0411(9) Uani 1 1 d . . .
C10 C 0.6072(3) 0.08990(17) 0.5791(2) 0.0472(10) Uani 1 1 d . . .
H10 H 0.6112 0.0565 0.5430 0.061 Uiso 1 1 calc R . .
C11 C 0.7108(3) 0.11860(17) 0.6052(2) 0.0467(10) Uani 1 1 d . A .
C12 C 0.6988(3) 0.16905(17) 0.6595(2) 0.0496(10) Uani 1 1 d . . .
H12 H 0.7669 0.1883 0.6784 0.065 Uiso 1 1 calc R . .
C13 C 0.5909(3) 0.19192(17) 0.6868(2) 0.0461(10) Uani 1 1 d . . .
C14 C 0.4924(3) 0.16050(17) 0.6577(2) 0.0468(10) Uani 1 1 d . . .
C15 C 0.5801(5) 0.2500 0.7389(3) 0.0477(14) Uani 1 2 d S . .
H15A H 0.6414 0.2500 0.7798 0.062 Uiso 1 2 calc SR . .
H15B H 0.5045 0.2500 0.7662 0.062 Uiso 1 2 calc SR . .
C16 C 0.2982(4) 0.1361(2) 0.6313(3) 0.0652(12) Uani 1 1 d . . .
H16 H 0.2452 0.1130 0.6675 0.085 Uiso 1 1 calc R . .
C17 C 0.4143(4) 0.09816(19) 0.2712(2) 0.0585(11) Uani 1 1 d . . .
C18 C 0.5446(4) 0.0834(3) 0.2812(3) 0.1085(19) Uani 1 1 d . . .
H18A H 0.5762 0.0695 0.2303 0.141 Uiso 1 1 calc R . .
H18B H 0.5542 0.0511 0.3210 0.141 Uiso 1 1 calc R . .
H18C H 0.5855 0.1205 0.2984 0.141 Uiso 1 1 calc R . .
C19 C 0.4049(5) 0.1473(3) 0.2066(3) 0.131(2) Uani 1 1 d . . .
H19A H 0.4386 0.1318 0.1572 0.170 Uiso 1 1 calc R . .
H19B H 0.4463 0.1843 0.2235 0.170 Uiso 1 1 calc R . .
H19C H 0.3235 0.1574 0.1978 0.170 Uiso 1 1 calc R . .
C20 C 0.3564(4) 0.0383(2) 0.2422(3) 0.1089(19) Uani 1 1 d . . .
H20A H 0.3913 0.0255 0.1918 0.142 Uiso 1 1 calc R . .
H20B H 0.2738 0.0454 0.2344 0.142 Uiso 1 1 calc R . .
H20C H 0.3675 0.0060 0.2820 0.142 Uiso 1 1 calc R . .
C21 C 0.8329(3) 0.09895(19) 0.5752(3) 0.0555(11) Uani 1 1 d . . .
C22A C 0.8919(8) 0.1545(4) 0.5328(5) 0.089(3) Uani 0.809(17) 1 d P A 1
H22A H 0.9015 0.1882 0.5707 0.116 Uiso 0.809(17) 1 calc PR A 1
H22B H 0.8436 0.1681 0.4884 0.116 Uiso 0.809(17) 1 calc PR A 1
H22C H 0.9675 0.1419 0.5127 0.116 Uiso 0.809(17) 1 calc PR A 1
C23A C 0.9087(7) 0.0786(5) 0.6459(4) 0.097(4) Uani 0.809(17) 1 d P A 1
H23A H 0.9108 0.1113 0.6858 0.126 Uiso 0.809(17) 1 calc PR A 1
H23B H 0.9871 0.0702 0.6272 0.126 Uiso 0.809(17) 1 calc PR A 1
H23C H 0.8763 0.0413 0.6696 0.126 Uiso 0.809(17) 1 calc PR A 1
C24A C 0.8240(7) 0.0477(4) 0.5111(6) 0.091(3) Uani 0.809(17) 1 d P A 1
H24A H 0.9015 0.0360 0.4936 0.118 Uiso 0.809(17) 1 calc PR A 1
H24B H 0.7798 0.0630 0.4656 0.118 Uiso 0.809(17) 1 calc PR A 1
H24C H 0.7850 0.0118 0.5338 0.118 Uiso 0.809(17) 1 calc PR A 1
C22B C 0.850(4) 0.028(3) 0.609(5) 0.24(5) Uani 0.191(17) 1 d P A 2
H22D H 0.9248 0.0124 0.5919 0.314 Uiso 0.191(17) 1 calc PR A 2
H22E H 0.7884 0.0020 0.5872 0.314 Uiso 0.191(17) 1 calc PR A 2
H22F H 0.8454 0.0283 0.6668 0.314 Uiso 0.191(17) 1 calc PR A 2
C23B C 0.849(4) 0.081(5) 0.491(3) 0.35(6) Uani 0.191(17) 1 d P A 2
H23D H 0.9292 0.0693 0.4818 0.451 Uiso 0.191(17) 1 calc PR A 2
H23E H 0.8297 0.1163 0.4565 0.451 Uiso 0.191(17) 1 calc PR A 2
H23F H 0.7980 0.0467 0.4780 0.451 Uiso 0.191(17) 1 calc PR A 2
C24B C 0.933(3) 0.138(3) 0.605(5) 0.20(5) Uani 0.191(17) 1 d P A 2
H24D H 1.0053 0.1222 0.5826 0.266 Uiso 0.191(17) 1 calc PR A 2
H24E H 0.9362 0.1361 0.6628 0.266 Uiso 0.191(17) 1 calc PR A 2
H24F H 0.9218 0.1806 0.5878 0.266 Uiso 0.191(17) 1 calc PR A 2
C25 C 0.5555(6) 0.2500 0.4680(4) 0.0763(19) Uani 1 2 d S . .
H25A H 0.5068 0.2867 0.4708 0.099 Uiso 0.50 1 calc PR . .
H25B H 0.6099 0.2500 0.5125 0.099 Uiso 1 2 calc SR . .
H25C H 0.5069 0.2132 0.4708 0.099 Uiso 0.50 1 calc PR . .
C26 C 0.6172(7) 0.2500 0.3956(5) 0.086(2) Uani 1 2 d S . .
N1 N 0.6612(8) 0.2500 0.3339(5) 0.152(3) Uani 1 2 d S . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, 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
C7 O1 C16 106.3(3) .
C14 O2 C16 107.4(3) .
C2 C1 C2 111.3(4) 3
C7 C2 C3 115.4(3) .
C7 C2 C1 121.6(4) .
C3 C2 C1 122.8(4) .
C4 C3 C2 124.0(3) .
C5 C4 C3 117.2(4) .
C5 C4 C17 120.3(4) .
C3 C4 C17 122.5(3) .
C6 C5 C4 120.9(4) .
C5 C6 C7 119.7(4) .
C5 C6 C8 130.1(3) .
C7 C6 C8 109.9(4) .
O1 C7 C2 123.3(4) .
O1 C7 C6 113.9(4) .
C2 C7 C6 122.8(4) .
C9 C8 C6 112.0(3) .
C9 C8 C16 102.7(3) .
C6 C8 C16 100.3(3) .
C14 C9 C10 120.1(4) .
C14 C9 C8 109.3(3) .
C10 C9 C8 130.3(3) .
C9 C10 C11 120.8(3) .
C10 C11 C12 116.8(3) .
C10 C11 C21 123.0(3) .
C12 C11 C21 120.2(3) .
C13 C12 C11 123.9(4) .
C14 C13 C12 115.4(3) .
C14 C13 C15 121.7(4) .
C12 C13 C15 122.8(4) .
C9 C14 O2 114.0(4) .
C9 C14 C13 122.9(4) .
O2 C14 C13 123.1(3) .
C13 C15 C13 109.9(4) 3
O1 C16 O2 107.5(3) .
O1 C16 C8 109.5(3) .
O2 C16 C8 106.5(3) .
C19 C17 C20 109.6(4) .
C19 C17 C18 106.9(4) .
C20 C17 C18 106.4(4) .
C19 C17 C4 112.1(3) .
C20 C17 C4 111.1(3) .
C18 C17 C4 110.5(3) .
C23B C21 C24B 111(3) .
C23B C21 C23A 126(4) .
C24B C21 C23A 58(3) .
C23B C21 C24A 33(4) .
C24B C21 C24A 132.7(16) .
C23A C21 C24A 111.5(6) .
C23B C21 C22A 73(4) .
C24B C21 C22A 52(4) .
C23A C21 C22A 109.0(5) .
C24A C21 C22A 105.5(5) .
C23B C21 C11 120(2) .
C24B C21 C11 115.6(14) .
C23A C21 C11 110.2(4) .
C24A C21 C11 111.1(4) .
C22A C21 C11 109.4(4) .
C23B C21 C22B 94(4) .
C24B C21 C22B 109(3) .
C23A C21 C22B 53(3) .
C24A C21 C22B 65(3) .
C22A C21 C22B 145.8(13) .
C11 C21 C22B 104.5(12) .
N1 C26 C25 175.7(10) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C7 1.381(4) .
O1 C16 1.463(5) .
O2 C14 1.382(4) .
O2 C16 1.483(4) .
C1 C2 1.504(4) .
C1 C2 1.504(4) 3
C2 C7 1.383(5) .
C2 C3 1.395(5) .
C3 C4 1.394(5) .
C4 C5 1.393(5) .
C4 C17 1.533(5) .
C5 C6 1.368(5) .
C6 C7 1.384(5) .
C6 C8 1.513(5) .
C8 C9 1.503(5) .
C8 C16 1.557(5) .
C9 C14 1.371(5) .
C9 C10 1.373(4) .
C10 C11 1.395(5) .
C11 C12 1.407(5) .
C11 C21 1.532(5) .
C12 C13 1.394(5) .
C13 C14 1.390(5) .
C13 C15 1.513(4) .
C15 C13 1.513(4) 3
C17 C19 1.499(6) .
C17 C20 1.515(5) .
C17 C18 1.522(6) .
C21 C23B 1.45(4) .
C21 C24B 1.49(3) .
C21 C23A 1.514(7) .
C21 C24A 1.524(8) .
C21 C22A 1.530(8) .
C21 C22B 1.62(4) .
C25 C26 1.385(9) .
C26 N1 1.134(8) .
loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text
1 'Vaitkus, Antanas' 2024-11-16T00:18:53+02:00
;
 Replaced the '\/Y' character sequence with the backslash character ('\')
 in multiple data values.
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