#------------------------------------------------------------------------------
#$Date: 2022-09-17 13:56:48 +0200 (Sat 17 de Sep de 2022) $
#$Revision: 277937 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/41/7204134.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_7204134
loop_
_publ_author_name
'Komatsu, Naoki'
'Chishiro, Takefumi'
_publ_section_title
;
 Serial synthesis of oxa[3.n]cyclophanes and homooxacalix[n]arenes via
 reductive coupling of arenedialdehydes, and their X-ray structures
;
_journal_coden_ASTM              JCSPCE
_journal_issue                   13
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              1532
_journal_page_last               1537
_journal_paper_doi               10.1039/b102031p
_journal_year                    2001
_chemical_formula_moiety         'C36 H40 O6 '
_chemical_formula_sum            'C36 H40 O6'
_chemical_formula_weight         568.71
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_Hall           'C 2c -2'
_space_group_name_H-M_alt        'C m c 21'
_audit_creation_date             'Mon May 19 18:47:35 1997'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                89
_cell_angle_beta                 89
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.388(2)
_cell_length_b                   17.227(2)
_cell_length_c                   7.655(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298.2
_cell_measurement_theta_max      24.3
_cell_measurement_theta_min      20.1
_cell_volume                     3083.3(6)
_computing_cell_refinement       'Rigaku/AFC Diffractometer Control'
_computing_data_collection       'Rigaku/AFC Diffractometer Control'
_computing_data_reduction        teXsan
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_diffrn_ambient_temperature      298.2
_diffrn_measurement_device       'Rigaku AFC7S'
_diffrn_measurement_method       ω-2θ
_diffrn_orient_matrix_UB_11      -0.03541
_diffrn_orient_matrix_UB_12      -0.03254
_diffrn_orient_matrix_UB_13      0.00079
_diffrn_orient_matrix_UB_21      -0.02397
_diffrn_orient_matrix_UB_22      0.04806
_diffrn_orient_matrix_UB_23      -0.00155
_diffrn_orient_matrix_UB_31      0.00007
_diffrn_orient_matrix_UB_32      -0.00077
_diffrn_orient_matrix_UB_33      -0.13062
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku sealed tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.00
_diffrn_reflns_av_sigmaI/netI    0.100
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            1337
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         60.05
_diffrn_reflns_theta_min         3.19
_diffrn_standards_decay_%        -0.10
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.661
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1216.00
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.18
_refine_ls_extinction_coef       0.011(6)
_refine_ls_extinction_method     'Zachariasen(1967) type 2 Gaussian isotropic'
_refine_ls_goodness_of_fit_obs   1.398
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     196
_refine_ls_number_reflns         881
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0573
_refine_ls_shift/esd_max         0.0170
_refine_ls_shift/esd_mean        0.0040
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00250|Fo|²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0846
_reflns_number_observed          881
_reflns_number_total             1337
_reflns_observed_criterion       >3.0sigma(I)
_cod_data_source_file            b102031p.txt
_cod_data_source_block           calix-m-cyclophane(2:2)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[&#x00A5;s^2^(Fo) +
0.00250|Fo|^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[&#x00A5;s^2^(Fo) + 0.00250|Fo|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3084(1)
_cod_original_sg_symbol_H-M      'C m c 21   '
_cod_original_formula_sum        'C36 H40 O6 '
_cod_database_code               7204134
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z+1/2
3 -x,y,z
4 x,-y,z+1/2
5 x+1/2,y+1/2,z
6 -x+1/2,-y+1/2,z+1/2
7 -x+1/2,y+1/2,z
8 x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_occupancy
_atom_site_refinement_flags
O1 0.1317(4) 0.4077(4) 0.7351 0.173(4) Uani d . 1.00 S
O2 0.1267(2) 0.1179(3) 0.154(1) 0.081(2) Uani d . 1.00 .
O3 0.1303(2) 0.1839(3) 0.534(1) 0.077(2) Uani d . 1.00 .
C1 0.1357(4) 0.3294(5) 0.699(2) 0.097(3) Uani d . 1.00 .
C2 0.1071(4) 0.4349(7) 0.850(4) 0.194(8) Uani d . 1.00 .
C3 0.0514(3) 0.4129(4) 0.927(2) 0.087(3) Uani d . 1.00 .
C4 0.0492(6) 0.3790(6) 1.086(2) 0.135(5) Uani d . 1.00 .
C5 0.0000 0.3605(9) 1.158(3) 0.18(1) Uani d . 0.50 S
C6 0.0000 0.4301(6) 0.842(2) 0.074(3) Uani d . 0.50 S
C7 0.0000 0.1507(6) -0.009(2) 0.070(3) Uani d . 0.50 S
C8 0.0000 0.0090(6) -0.175(2) 0.083(3) Uani d . 0.50 S
C9 0.0515(4) 0.0451(4) -0.132(1) 0.078(2) Uani d . 1.00 .
C10 0.0512(3) 0.1156(4) -0.050(1) 0.070(2) Uani d . 1.00 .
C11 0.1068(4) 0.1546(5) 0.001(1) 0.085(3) Uani d . 1.00 .
C12 0.1815(3) 0.1456(5) 0.208(2) 0.088(3) Uani d . 1.00 .
C13 0.1819(3) 0.2276(4) 0.279(2) 0.068(2) Uani d . 1.00 .
C14 0.2104(3) 0.2860(4) 0.197(2) 0.071(2) Uani d . 1.00 .
C15 0.2142(2) 0.3610(5) 0.267(2) 0.071(2) Uani d . 1.00 .
C16 0.1887(3) 0.3747(4) 0.428(1) 0.065(2) Uani d . 1.00 .
C17 0.1593(2) 0.3162(4) 0.517(1) 0.065(2) Uani d . 1.00 .
C18 0.1561(2) 0.2425(4) 0.443(1) 0.062(2) Uani d . 1.00 .
C19 0.2467(3) 0.4246(5) 0.176(2) 0.102(3) Uani d . 1.00 .
C20 0.0699(3) 0.1761(5) 0.501(2) 0.090(3) Uani d . 1.00 .
H1a 0.0944 0.2988 0.7118 0.0975 Uiso calc . 1.00 .
H1b 0.1639 0.2998 0.7956 0.0975 Uiso calc . 1.00 .
H2b 0.1380 0.4394 0.9573 0.1900 Uiso calc . 1.00 .
H2b 0.1380 0.4394 0.9573 0.1900 Uiso calc . 1.00 .
H4 0.0901 0.3671 1.1580 0.1393 Uiso calc . 1.00 .
H5 0.0000 0.3289 1.2905 0.1773 Uiso calc . 0.50 .
H6 0.0000 0.4556 0.7111 0.0735 Uiso calc . 0.50 .
H7 0.0000 0.2115 0.0498 0.0697 Uiso calc . 0.50 .
H8 0.0000 -0.0445 -0.2507 0.0823 Uiso calc . 0.50 .
H9 0.0918 0.0102 -0.1568 0.0773 Uiso calc . 1.00 .
H11a 0.1377 0.1544 -0.1020 0.0861 Uiso calc . 1.00 .
H11b 0.0988 0.2182 0.0297 0.0861 Uiso calc . 1.00 .
H12a 0.2117 0.1446 0.0963 0.0887 Uiso calc . 1.00 .
H12b 0.2001 0.1068 0.3051 0.0887 Uiso calc . 1.00 .
H14 0.2313 0.2729 0.0695 0.0709 Uiso calc . 1.00 .
H16 0.1932 0.4322 0.4879 0.0646 Uiso calc . 1.00 .
H19a 0.2335 0.4319 0.0359 0.1026 Uiso calc . 1.00 .
H19b 0.2345 0.4845 0.2384 0.1026 Uiso calc . 1.00 .
H19c 0.2925 0.4205 0.1842 0.1026 Uiso calc . 1.00 .
H20a 0.0451 0.2176 0.5882 0.0899 Uiso calc . 1.00 .
H20b 0.0542 0.1167 0.5361 0.0899 Uiso calc . 1.00 .
H20c 0.0587 0.1886 0.3667 0.0899 Uiso calc . 1.00 .
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 144 0.018 0.009
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H 0 160 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O 0 24 0.049 0.032
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 -2 2
-3 -1 1
-2 -4 1
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(1) O(1) C(2) 125.9(10) 1_555 1_555 1_555 yes
C(11) O(2) C(12) 112.7(6) 1_555 1_555 1_555 yes
C(18) O(3) C(20) 114.3(5) 1_555 1_555 1_555 yes
O(1) C(1) C(17) 111.0(7) 1_555 1_555 1_555 yes
O(1) C(1) H(1a) 112.9(8) 1_555 1_555 1_555 no
O(1) C(1) H(1b) 110.5(10) 1_555 1_555 1_555 no
C(17) C(1) H(1a) 109.4(9) 1_555 1_555 1_555 no
C(17) C(1) H(1b) 109.1(8) 1_555 1_555 1_555 no
H(1a) C(1) H(1b) 103.8(8) 1_555 1_555 1_555 no
O(1) C(2) C(3) 129(1) 1_555 1_555 1_555 yes
O(1) C(2) H(2b) 104(2) 1_555 1_555 1_555 no
O(1) C(2) H(2b) 105.6(9) 1_555 1_555 1_555 no
C(3) C(2) H(2b) 103.6(8) 1_555 1_555 1_555 no
C(3) C(2) H(2b) 107(1) 1_555 1_555 1_555 no
H(2b) C(2) H(2b) 102(1) 1_555 1_555 1_555 no
C(2) C(3) C(4) 120(1) 1_555 1_555 1_555 yes
C(2) C(3) C(6) 121(1) 1_555 1_555 1_555 yes
C(4) C(3) C(6) 118.5(10) 1_555 1_555 1_555 yes
C(3) C(4) C(5) 121(1) 1_555 1_555 1_555 yes
C(3) C(4) H(4) 119(1) 1_555 1_555 1_555 no
C(5) C(4) H(4) 119(1) 1_555 1_555 1_555 no
C(4) C(5) C(4) 121(1) 1_555 1_555 2_555 yes
C(4) C(5) H(5) 119.0(9) 1_555 1_555 1_555 no
C(4) C(5) H(5) 119.0(9) 2_555 1_555 1_555 no
C(3) C(6) C(3) 118(1) 1_555 1_555 2_555 yes
C(3) C(6) H(6) 120.7(6) 1_555 1_555 1_555 no
C(3) C(6) H(6) 120.7(6) 2_555 1_555 1_555 no
C(10) C(7) C(10) 120.8(9) 1_555 1_555 2_555 yes
C(10) C(7) H(7) 119.5(4) 1_555 1_555 1_555 no
C(10) C(7) H(7) 119.5(4) 2_555 1_555 1_555 no
C(9) C(8) C(9) 119.1(10) 1_555 1_555 2_555 yes
C(9) C(8) H(8) 120.4(5) 1_555 1_555 1_555 no
C(9) C(8) H(8) 120.4(5) 2_555 1_555 1_555 no
C(8) C(9) C(10) 120.1(8) 1_555 1_555 1_555 yes
C(8) C(9) H(9) 116.0(7) 1_555 1_555 1_555 no
C(10) C(9) H(9) 123.6(8) 1_555 1_555 1_555 no
C(7) C(10) C(9) 119.9(7) 1_555 1_555 1_555 yes
C(7) C(10) C(11) 119.6(7) 1_555 1_555 1_555 yes
C(9) C(10) C(11) 120.5(7) 1_555 1_555 1_555 yes
O(2) C(11) C(10) 107.5(6) 1_555 1_555 1_555 yes
O(2) C(11) H(11a) 112.8(8) 1_555 1_555 1_555 no
O(2) C(11) H(11b) 109.3(8) 1_555 1_555 1_555 no
C(10) C(11) H(11a) 112.8(8) 1_555 1_555 1_555 no
C(10) C(11) H(11b) 109.6(7) 1_555 1_555 1_555 no
H(11a) C(11) H(11b) 104.8(7) 1_555 1_555 1_555 no
O(2) C(12) C(13) 115.0(6) 1_555 1_555 1_555 yes
O(2) C(12) H(12a) 110.1(8) 1_555 1_555 1_555 no
O(2) C(12) H(12b) 110.5(7) 1_555 1_555 1_555 no
C(13) C(12) H(12a) 106.8(7) 1_555 1_555 1_555 no
C(13) C(12) H(12b) 108.8(8) 1_555 1_555 1_555 no
H(12a) C(12) H(12b) 105.2(6) 1_555 1_555 1_555 no
C(12) C(13) C(14) 121.7(7) 1_555 1_555 1_555 yes
C(12) C(13) C(18) 119.1(7) 1_555 1_555 1_555 yes
C(14) C(13) C(18) 119.0(7) 1_555 1_555 1_555 yes
C(13) C(14) C(15) 122.1(6) 1_555 1_555 1_555 yes
C(13) C(14) H(14) 118.1(7) 1_555 1_555 1_555 no
C(15) C(14) H(14) 119.8(6) 1_555 1_555 1_555 no
C(14) C(15) C(16) 118.3(7) 1_555 1_555 1_555 yes
C(14) C(15) C(19) 121.3(7) 1_555 1_555 1_555 yes
C(16) C(15) C(19) 120.4(8) 1_555 1_555 1_555 yes
C(15) C(16) C(17) 121.3(7) 1_555 1_555 1_555 yes
C(15) C(16) H(16) 118.9(7) 1_555 1_555 1_555 no
C(17) C(16) H(16) 119.8(8) 1_555 1_555 1_555 no
C(1) C(17) C(16) 121.2(7) 1_555 1_555 1_555 yes
C(1) C(17) C(18) 119.2(7) 1_555 1_555 1_555 yes
C(16) C(17) C(18) 119.4(6) 1_555 1_555 1_555 yes
O(3) C(18) C(13) 120.2(6) 1_555 1_555 1_555 yes
O(3) C(18) C(17) 119.7(6) 1_555 1_555 1_555 yes
C(13) C(18) C(17) 120.1(6) 1_555 1_555 1_555 yes
C(15) C(19) H(19a) 112.7(7) 1_555 1_555 1_555 no
C(15) C(19) H(19b) 109.0(8) 1_555 1_555 1_555 no
C(15) C(19) H(19c) 115.3(8) 1_555 1_555 1_555 no
H(19a) C(19) H(19b) 103.0(8) 1_555 1_555 1_555 no
H(19a) C(19) H(19c) 109.9(10) 1_555 1_555 1_555 no
H(19b) C(19) H(19c) 106.0(8) 1_555 1_555 1_555 no
O(3) C(20) H(20a) 109.8(7) 1_555 1_555 1_555 no
O(3) C(20) H(20b) 111.4(8) 1_555 1_555 1_555 no
O(3) C(20) H(20c) 112.7(7) 1_555 1_555 1_555 no
H(20a) C(20) H(20b) 105.3(8) 1_555 1_555 1_555 no
H(20a) C(20) H(20c) 108.0(8) 1_555 1_555 1_555 no
H(20b) C(20) H(20c) 109.3(8) 1_555 1_555 1_555 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O(1) C(1) 1.38(1) 1_555 1_555 yes
O(1) C(2) 1.15(2) 1_555 1_555 yes
O(2) C(11) 1.406(10) 1_555 1_555 yes
O(2) C(12) 1.429(10) 1_555 1_555 yes
O(3) C(18) 1.365(8) 1_555 1_555 yes
O(3) C(20) 1.442(9) 1_555 1_555 yes
C(1) C(17) 1.51(1) 1_555 1_555 yes
C(2) C(3) 1.48(1) 1_555 1_555 yes
C(3) C(4) 1.36(2) 1_555 1_555 yes
C(3) C(6) 1.40(1) 1_555 1_555 yes
C(4) C(5) 1.31(2) 1_555 1_555 yes
C(7) C(10) 1.376(9) 1_555 1_555 yes
C(7) C(10*) 1.376(9) 1_555 2_555 yes
C(8) C(9) 1.396(10) 1_555 1_555 yes
C(8) C(9*) 1.396(10) 1_555 2_555 yes
C(9) C(10) 1.37(1) 1_555 1_555 yes
C(10) C(11) 1.52(1) 1_555 1_555 yes
C(12) C(13) 1.51(1) 1_555 1_555 yes
C(13) C(14) 1.362(10) 1_555 1_555 yes
C(13) C(18) 1.420(10) 1_555 1_555 yes
C(14) C(15) 1.40(1) 1_555 1_555 yes
C(15) C(16) 1.39(1) 1_555 1_555 yes
C(15) C(19) 1.51(1) 1_555 1_555 yes
C(16) C(17) 1.395(10) 1_555 1_555 yes
C(17) C(18) 1.389(10) 1_555 1_555 yes
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O(3) C(19) 3.597(10) 1_555 7_555 ?
loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text
1 'Vaitkus, Antanas' 2022-05-07T04:00:00+03:00
'Updated bibliographic information.'
2 'Vaitkus, Antanas' 2022-05-07T04:05:00+03:00
;
 Replaced the '&#x00A5;' sequences with backslash symbols ('\')
 in multiple data values.
;
3 'Vaitkus, Antanas' 2022-09-17T14:50:00+03:00
;
 Updated the space group symmetry operation list and the space group
 information after consulting the original publication.
;
