#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/13/7151389.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_7151389
loop_
_publ_author_name
'Yoshitake, Yasuyuki'
'Misaka, Junichi'
'Abe, Masaki'
'Yamasaki, Masatoshi'
'Eto, Masashi'
'Harano, Kazunobu'
_publ_section_title
;
 Carboxylic acid clathrate hosts of Diels--Alder adducts of phencyclone
 and 2-alkenoic acids. Role of bidentate C--H⋯O hydrogen bonds
 between the phenanthrene and carbonyl groups in host--host
 networksElectronic supplementary information (ESI) available:
 structures and packing diagrams. See
 http://www.rsc.org/suppdata/ob/b2/b212129h/
;
_journal_issue                   7
_journal_name_full               'Organic &  Biomolecular Chemistry'
_journal_page_first              1240
_journal_paper_doi               10.1039/b212129h
_journal_volume                  1
_journal_year                    2003
_chemical_formula_sum            'C43 H36 O4'
_chemical_formula_weight         616.76
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             'Fri Nov 29 20:35:09 2002'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                98.192(8)
_cell_angle_beta                 111.951(7)
_cell_angle_gamma                67.864(7)
_cell_formula_units_Z            2
_cell_length_a                   11.899(1)
_cell_length_b                   13.792(1)
_cell_length_c                   11.684(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293.2
_cell_measurement_theta_max      19.9
_cell_measurement_theta_min      19.7
_cell_volume                     1647.4(3)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SAPI91
_diffrn_measured_fraction_theta_full 1.0007
_diffrn_measured_fraction_theta_max 1.0007
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.007
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7921
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_standards_decay_%        1.92
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.16
_refine_ls_extinction_coef       0.033(5)
_refine_ls_extinction_method     'Zachariasen(1967) type 2 Gaussian isotropic'
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     569
_refine_ls_number_reflns         5530
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.0647
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00360|Fo|²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0705
_reflns_number_gt                5530
_reflns_number_total             7557
_reflns_threshold_expression     F²>3.0σ(F²)
_cod_data_source_file            b212129h.txt
_cod_data_source_block           master_file_afc7*.xtl
_cod_original_cell_volume        1647.3(3)
_cod_original_sg_symbol_H-M      'P -1         '
_cod_original_formula_sum        'C43 H36 O4 '
_cod_database_code               7151389
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O(1) O 0.1450(1) 0.75037(9) 1.05463(9) 0.0497(3) Uani 1.00 d . . .
O(2) O 0.1431(1) 0.7040(1) 0.5726(1) 0.0596(4) Uani 1.00 d . . .
O(3) O 0.3481(1) 0.6471(1) 0.6955(1) 0.0656(4) Uani 1.00 d . . .
O(4) O 0.5548(1) 0.36924(10) 0.4807(1) 0.0548(3) Uani 1.00 d . . .
C(1) C -0.0051(1) 0.77441(10) 0.8361(1) 0.0344(3) Uani 1.00 d . . .
C(2) C 0.0492(1) 0.6798(1) 0.7545(1) 0.0343(3) Uani 1.00 d . . .
C(3) C 0.1930(1) 0.6716(1) 0.7868(1) 0.0342(3) Uani 1.00 d . . .
C(4) C 0.2100(1) 0.7633(1) 0.8802(1) 0.0351(3) Uani 1.00 d . . .
C(5) C 0.1182(1) 0.86321(10) 0.8070(1) 0.0355(3) Uani 1.00 d . . .
C(6) C -0.0067(1) 0.8708(1) 0.7819(1) 0.0362(3) Uani 1.00 d . . .
C(7) C 0.1205(1) 0.76063(10) 0.9475(1) 0.0352(3) Uani 1.00 d . . .
C(8) C 0.1496(1) 0.9347(1) 0.7561(1) 0.0393(4) Uani 1.00 d . . .
C(9) C 0.2777(2) 0.9211(1) 0.7701(1) 0.0469(4) Uani 1.00 d . . .
C(10) C 0.3029(2) 0.9919(1) 0.7201(2) 0.0562(5) Uani 1.00 d . . .
C(11) C 0.2018(2) 1.0778(2) 0.6555(2) 0.0610(6) Uani 1.00 d . . .
C(12) C 0.0764(2) 1.0916(1) 0.6374(2) 0.0561(5) Uani 1.00 d . . .
C(13) C 0.0453(2) 1.0201(1) 0.6857(1) 0.0428(4) Uani 1.00 d . . .
C(14) C -0.1150(1) 0.9539(1) 0.7062(1) 0.0403(3) Uani 1.00 d . . .
C(15) C -0.2455(2) 0.9636(1) 0.6744(2) 0.0534(4) Uani 1.00 d . . .
C(16) C -0.3447(2) 1.0430(1) 0.5997(2) 0.0602(5) Uani 1.00 d . . .
C(17) C -0.3179(2) 1.1157(1) 0.5539(2) 0.0604(5) Uani 1.00 d . . .
C(18) C -0.1933(2) 1.1095(1) 0.5833(2) 0.0560(5) Uani 1.00 d . . .
C(19) C -0.0876(2) 1.0293(1) 0.6597(1) 0.0431(4) Uani 1.00 d . . .
C(20) C -0.1229(1) 0.7839(1) 0.8635(1) 0.0382(3) Uani 1.00 d . . .
C(21) C -0.2112(1) 0.7376(1) 0.7903(2) 0.0481(4) Uani 1.00 d . . .
C(22) C -0.3256(2) 0.7570(1) 0.8115(2) 0.0592(5) Uani 1.00 d . . .
C(23) C -0.3501(2) 0.8206(2) 0.9080(2) 0.0630(6) Uani 1.00 d . . .
C(24) C -0.2622(2) 0.8655(2) 0.9826(2) 0.0611(5) Uani 1.00 d . . .
C(25) C -0.1495(2) 0.8477(1) 0.9608(2) 0.0489(4) Uani 1.00 d . . .
C(26) C 0.3429(1) 0.7556(1) 0.9702(1) 0.0401(4) Uani 1.00 d . . .
C(27) C 0.3528(2) 0.8393(1) 1.0507(1) 0.0519(5) Uani 1.00 d . . .
C(28) C 0.4718(2) 0.8360(2) 1.1380(2) 0.0633(6) Uani 1.00 d . . .
C(29) C 0.5804(2) 0.7497(2) 1.1474(2) 0.0663(6) Uani 1.00 d . . .
C(30) C 0.5715(2) 0.6654(2) 1.0709(2) 0.0628(5) Uani 1.00 d . . .
C(31) C 0.4531(1) 0.6681(1) 0.9821(2) 0.0492(4) Uani 1.00 d . . .
C(32) C 0.2226(1) 0.6761(1) 0.6723(1) 0.0383(3) Uani 1.00 d . . .
C(33) C 0.0465(1) 0.5739(1) 0.7725(1) 0.0361(3) Uani 1.00 d . . .
C(34) C 0.0828(2) 0.5319(1) 0.8877(1) 0.0433(4) Uani 1.00 d . . .
C(35) C 0.0878(2) 0.4312(1) 0.8990(2) 0.0510(4) Uani 1.00 d . . .
C(36) C 0.0568(2) 0.3714(1) 0.7954(2) 0.0595(5) Uani 1.00 d . . .
C(37) C 0.0197(2) 0.4119(2) 0.6811(2) 0.0666(6) Uani 1.00 d . . .
C(38) C 0.0141(2) 0.5126(1) 0.6694(2) 0.0536(5) Uani 1.00 d . . .
C(39) C 0.3668(3) 0.3654(4) 0.5624(3) 0.101(1) Uani 1.00 d . . .
C(40) C 0.4908(2) 0.3749(2) 0.6497(2) 0.0720(7) Uani 1.00 d . . .
C(41) C 0.5824(2) 0.3777(1) 0.5920(1) 0.0508(4) Uani 1.00 d . . .
C(42) C 0.7102(2) 0.3858(2) 0.6742(2) 0.0686(6) Uani 1.00 d . . .
C(43) C 0.7012(3) 0.4739(2) 0.7656(3) 0.0955(9) Uani 1.00 d . . .
H(1) H 0.001(2) 0.699(1) 0.665(1) 0.039(4) Uiso 1.00 calc . . .
H(2) H 0.253(2) 0.605(1) 0.830(2) 0.045(4) Uiso 1.00 calc . . .
H(3) H 0.368(3) 0.646(2) 0.627(3) 0.107(8) Uiso 1.00 calc . . .
H(4) H 0.352(2) 0.857(2) 0.815(2) 0.060(5) Uiso 1.00 calc . . .
H(5) H 0.394(2) 0.978(2) 0.736(2) 0.068(6) Uiso 1.00 calc . . .
H(6) H 0.220(2) 1.127(2) 0.621(2) 0.070(6) Uiso 1.00 calc . . .
H(7) H 0.008(2) 1.153(2) 0.592(2) 0.060(5) Uiso 1.00 calc . . .
H(8) H -0.181(2) 1.160(2) 0.547(2) 0.076(6) Uiso 1.00 calc . . .
H(9) H -0.387(2) 1.170(2) 0.498(2) 0.075(6) Uiso 1.00 calc . . .
H(10) H -0.435(2) 1.048(2) 0.579(2) 0.075(6) Uiso 1.00 calc . . .
H(11) H -0.264(2) 0.911(2) 0.706(2) 0.070(6) Uiso 1.00 calc . . .
H(12) H 0.450(2) 0.609(2) 0.925(2) 0.055(5) Uiso 1.00 calc . . .
H(13) H 0.652(2) 0.606(2) 1.078(2) 0.078(6) Uiso 1.00 calc . . .
H(14) H 0.662(3) 0.750(2) 1.205(2) 0.089(7) Uiso 1.00 calc . . .
H(15) H 0.473(2) 0.899(2) 1.191(2) 0.082(6) Uiso 1.00 calc . . .
H(16) H 0.275(2) 0.903(2) 1.045(2) 0.065(5) Uiso 1.00 calc . . .
H(17) H -0.196(2) 0.694(2) 0.722(2) 0.059(5) Uiso 1.00 calc . . .
H(18) H -0.384(2) 0.722(2) 0.757(2) 0.080(6) Uiso 1.00 calc . . .
H(19) H -0.430(2) 0.835(2) 0.927(2) 0.075(6) Uiso 1.00 calc . . .
H(20) H -0.278(2) 0.909(2) 1.054(2) 0.080(6) Uiso 1.00 calc . . .
H(21) H -0.090(2) 0.880(2) 1.013(2) 0.064(5) Uiso 1.00 calc . . .
H(22) H 0.102(2) 0.575(1) 0.957(2) 0.053(5) Uiso 1.00 calc . . .
H(23) H 0.114(2) 0.400(2) 0.982(2) 0.067(5) Uiso 1.00 calc . . .
H(24) H 0.061(2) 0.300(2) 0.802(2) 0.083(7) Uiso 1.00 calc . . .
H(25) H -0.003(2) 0.370(2) 0.606(2) 0.073(6) Uiso 1.00 calc . . .
H(26) H -0.017(2) 0.545(2) 0.586(2) 0.071(6) Uiso 1.00 calc . . .
H(27) H 0.316(4) 0.425(3) 0.511(4) 0.155(9) Uiso 1.00 calc . . .
H(28) H 0.314(4) 0.367(3) 0.604(4) 0.154(9) Uiso 1.00 calc . . .
H(29) H 0.383(4) 0.293(3) 0.524(4) 0.153(9) Uiso 1.00 calc . . .
H(30) H 0.485(3) 0.429(3) 0.708(3) 0.114(9) Uiso 1.00 calc . . .
H(31) H 0.545(3) 0.311(2) 0.708(2) 0.092(7) Uiso 1.00 calc . . .
H(32) H 0.753(3) 0.388(2) 0.622(3) 0.108(8) Uiso 1.00 calc . . .
H(33) H 0.759(3) 0.313(2) 0.726(3) 0.112(8) Uiso 1.00 calc . . .
H(34) H 0.637(4) 0.538(3) 0.716(3) 0.137(9) Uiso 1.00 calc . . .
H(35) H 0.660(4) 0.468(3) 0.826(4) 0.144(9) Uiso 1.00 calc . . .
H(36) H 0.788(3) 0.479(2) 0.809(3) 0.099(8) Uiso 1.00 calc . . .
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 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
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(2) C(1) C(6) 104.4(1) . . 0_555 yes
C(2) C(1) C(7) 98.8(1) . . 0_555 yes
C(2) C(1) C(20) 118.9(1) . . 0_555 yes
C(6) C(1) C(7) 96.3(1) . . 0_555 yes
C(6) C(1) C(20) 117.8(1) . . 0_555 yes
C(7) C(1) C(20) 116.8(1) . . 0_555 yes
C(1) C(2) C(3) 103.7(1) . . 0_555 yes
C(1) C(2) C(33) 118.0(1) . . 0_555 yes
C(3) C(2) C(33) 109.7(1) . . 0_555 yes
C(2) C(3) C(4) 105.2(1) . . 0_555 yes
C(2) C(3) C(32) 112.1(1) . . 0_555 yes
C(4) C(3) C(32) 113.5(1) . . 0_555 yes
C(3) C(4) C(5) 105.0(1) . . 0_555 yes
C(3) C(4) C(7) 97.7(1) . . 0_555 yes
C(3) C(4) C(26) 119.9(1) . . 0_555 yes
C(5) C(4) C(7) 96.6(1) . . 0_555 yes
C(5) C(4) C(26) 121.0(1) . . 0_555 yes
C(7) C(4) C(26) 111.9(1) . . 0_555 yes
C(4) C(5) C(6) 108.8(1) . . 0_555 yes
C(4) C(5) C(8) 128.4(1) . . 0_555 yes
C(6) C(5) C(8) 122.3(1) . . 0_555 yes
C(1) C(6) C(5) 108.8(1) . . 0_555 yes
C(1) C(6) C(14) 129.7(1) . . 0_555 yes
C(5) C(6) C(14) 121.2(1) . . 0_555 yes
O(1) C(7) C(1) 131.4(1) . . 0_555 yes
O(1) C(7) C(4) 128.8(1) . . 0_555 yes
C(1) C(7) C(4) 99.8(1) . . 0_555 yes
C(5) C(8) C(9) 122.8(2) . . 0_555 yes
C(5) C(8) C(13) 117.6(2) . . 0_555 yes
C(9) C(8) C(13) 119.6(2) . . 0_555 yes
C(8) C(9) C(10) 120.9(2) . . 0_555 yes
C(9) C(10) C(11) 119.7(2) . . 0_555 yes
C(10) C(11) C(12) 120.5(2) . . 0_555 yes
C(11) C(12) C(13) 121.8(2) . . 0_555 yes
C(8) C(13) C(12) 117.4(2) . . 0_555 yes
C(8) C(13) C(19) 120.1(2) . . 0_555 yes
C(12) C(13) C(19) 122.4(2) . . 0_555 yes
C(6) C(14) C(15) 123.6(2) . . 0_555 yes
C(6) C(14) C(19) 117.7(2) . . 0_555 yes
C(15) C(14) C(19) 118.7(2) . . 0_555 yes
C(14) C(15) C(16) 121.6(2) . . 0_555 yes
C(15) C(16) C(17) 119.8(2) . . 0_555 yes
C(16) C(17) C(18) 120.4(2) . . 0_555 yes
C(17) C(18) C(19) 121.7(2) . . 0_555 yes
C(13) C(19) C(14) 120.9(2) . . 0_555 yes
C(13) C(19) C(18) 121.3(2) . . 0_555 yes
C(14) C(19) C(18) 117.8(2) . . 0_555 yes
C(1) C(20) C(21) 122.8(2) . . 0_555 yes
C(1) C(20) C(25) 119.0(2) . . 0_555 yes
C(21) C(20) C(25) 118.0(2) . . 0_555 yes
C(20) C(21) C(22) 121.1(2) . . 0_555 yes
C(21) C(22) C(23) 119.7(2) . . 0_555 yes
C(22) C(23) C(24) 120.0(2) . . 0_555 yes
C(23) C(24) C(25) 120.3(2) . . 0_555 yes
C(20) C(25) C(24) 120.8(2) . . 0_555 yes
C(4) C(26) C(27) 117.8(2) . . 0_555 yes
C(4) C(26) C(31) 123.7(2) . . 0_555 yes
C(27) C(26) C(31) 118.3(2) . . 0_555 yes
C(26) C(27) C(28) 121.0(2) . . 0_555 yes
C(27) C(28) C(29) 120.1(2) . . 0_555 yes
C(28) C(29) C(30) 119.7(2) . . 0_555 yes
C(29) C(30) C(31) 120.4(2) . . 0_555 yes
C(26) C(31) C(30) 120.4(2) . . 0_555 yes
O(2) C(32) O(3) 122.9(2) . . 0_555 yes
O(2) C(32) C(3) 125.1(2) . . 0_555 yes
O(3) C(32) C(3) 112.0(1) . . 0_555 yes
C(2) C(33) C(34) 123.6(1) . . 0_555 yes
C(2) C(33) C(38) 118.5(2) . . 0_555 yes
C(34) C(33) C(38) 117.7(2) . . 0_555 yes
C(33) C(34) C(35) 121.1(2) . . 0_555 yes
C(34) C(35) C(36) 120.3(2) . . 0_555 yes
C(35) C(36) C(37) 119.4(2) . . 0_555 yes
C(36) C(37) C(38) 120.5(2) . . 0_555 yes
C(33) C(38) C(37) 121.0(2) . . 0_555 yes
C(39) C(40) C(41) 115.0(2) . . 0_555 yes
O(4) C(41) C(40) 120.3(2) . . 0_555 yes
O(4) C(41) C(42) 121.0(2) . . 0_555 yes
C(40) C(41) C(42) 118.7(2) . . 0_555 yes
C(41) C(42) C(43) 116.3(2) . . 0_555 yes
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(7) 1.191(2) . . yes
O(2) C(32) 1.195(2) . . yes
O(3) C(32) 1.319(2) . . yes
O(4) C(41) 1.215(2) . . yes
C(1) C(2) 1.580(2) . . yes
C(1) C(6) 1.542(2) . . yes
C(1) C(7) 1.538(2) . . yes
C(1) C(20) 1.507(2) . . yes
C(2) C(3) 1.571(2) . . yes
C(2) C(33) 1.519(2) . . yes
C(3) C(4) 1.570(2) . . yes
C(3) C(32) 1.520(2) . . yes
C(4) C(5) 1.525(2) . . yes
C(4) C(7) 1.555(2) . . yes
C(4) C(26) 1.510(2) . . yes
C(5) C(6) 1.368(2) . . yes
C(5) C(8) 1.441(2) . . yes
C(6) C(14) 1.443(2) . . yes
C(8) C(9) 1.412(2) . . yes
C(8) C(13) 1.420(2) . . yes
C(9) C(10) 1.378(2) . . yes
C(10) C(11) 1.387(3) . . yes
C(11) C(12) 1.368(3) . . yes
C(12) C(13) 1.421(2) . . yes
C(13) C(19) 1.452(2) . . yes
C(14) C(15) 1.411(2) . . yes
C(14) C(19) 1.426(2) . . yes
C(15) C(16) 1.373(2) . . yes
C(16) C(17) 1.383(3) . . yes
C(17) C(18) 1.362(3) . . yes
C(18) C(19) 1.413(2) . . yes
C(20) C(21) 1.386(2) . . yes
C(20) C(25) 1.394(2) . . yes
C(21) C(22) 1.395(2) . . yes
C(22) C(23) 1.377(3) . . yes
C(23) C(24) 1.375(3) . . yes
C(24) C(25) 1.382(2) . . yes
C(26) C(27) 1.393(2) . . yes
C(26) C(31) 1.384(2) . . yes
C(27) C(28) 1.390(3) . . yes
C(28) C(29) 1.368(3) . . yes
C(29) C(30) 1.374(3) . . yes
C(30) C(31) 1.393(2) . . yes
C(33) C(34) 1.390(2) . . yes
C(33) C(38) 1.386(2) . . yes
C(34) C(35) 1.391(2) . . yes
C(35) C(36) 1.376(3) . . yes
C(36) C(37) 1.370(3) . . yes
C(37) C(38) 1.389(3) . . yes
C(39) C(40) 1.489(4) . . yes
C(40) C(41) 1.494(3) . . yes
C(41) C(42) 1.501(3) . . yes
C(42) C(43) 1.499(3) . . yes
