#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/38/4023899.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_4023899
loop_
_publ_author_name
'Ryukichi Takagi'
'Yuta Inoue'
'Katsuo Ohkata'
_publ_contact_author_address
;
    ENTER ADDRESS
;
_publ_contact_author_email       ' rtakagi@hiroshima-u.ac.jp '
_publ_contact_author_fax         ' +81-82-424-0747 '
_publ_contact_author_name        ' Ryukichi Takagi '
_publ_contact_author_phone       ' +81-82-424-7434 '
_publ_section_title
;
 Construction of the Adamantane Core of Plukenetione-Type
 Polycyclic Polyprenylated Acylphloroglucinols
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9320
_journal_page_last               9325
_journal_paper_doi               10.1021/jo801595y
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety         'C15 H22 O3 '
_chemical_formula_sum            'C15 H22 O3'
_chemical_formula_weight         250.34
_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             'Wed May  2 17:24:20 2007'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                111.615(3)
_cell_angle_beta                 99.645(2)
_cell_angle_gamma                102.506(2)
_cell_formula_units_Z            4
_cell_length_a                   8.3450(4)
_cell_length_b                   13.1120(5)
_cell_length_c                   14.2230(6)
_cell_measurement_temperature    571.2
_cell_volume                     1359.1(1)
_computing_cell_refinement       Scalepack
_computing_data_collection       Denzo
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_measured_fraction_theta_full 0.8524
_diffrn_measured_fraction_theta_max 0.8524
_diffrn_measurement_device_type  MacScienceDIPS2030
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5569
_diffrn_reflns_theta_full        27.99
_diffrn_reflns_theta_max         27.99
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.600
_exptl_crystal_size_min          0.050
_refine_diff_density_max         1.51
_refine_diff_density_min         -0.34
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.885
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     325
_refine_ls_number_reflns         5275
_refine_ls_R_factor_gt           0.1173
_refine_ls_shift/su_max          0.0113
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.20000(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.4156
_reflns_number_gt                4287
_reflns_number_total             5569
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            jo801595y_si_002.cif
_cod_data_source_block           adamantanol
_cod_original_sg_symbol_H-M      'P -1         '
_cod_original_formula_sum        'C15 H22 O3 '
_cod_database_code               4023899
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 -0.0019(4) 0.2380(3) -0.9819(3) 0.075(1) Uani 1.00 d . . .
O(2) O 0.2826(4) 0.0054(2) -1.0374(2) 0.0669(9) Uani 1.00 d . . .
O(3) O 0.1986(3) 0.1500(2) -0.7054(2) 0.0468(7) Uani 1.00 d . . .
O(4) O 0.2160(4) -0.0137(2) -0.6206(2) 0.0602(8) Uani 1.00 d . . .
O(5) O -0.2683(4) -0.2481(3) -0.7613(2) 0.0715(10) Uani 1.00 d . . .
O(6) O 0.0162(4) -0.2061(3) -0.4318(2) 0.0632(9) Uani 1.00 d . . .
C(1) C 0.1515(4) 0.2483(3) -0.8168(3) 0.0381(8) Uani 1.00 d . . .
C(2) C 0.1226(4) 0.2274(3) -0.9326(3) 0.0472(9) Uani 1.00 d . . .
C(3) C 0.2636(5) 0.1968(3) -0.9799(2) 0.0455(8) Uani 1.00 d . . .
C(4) C 0.2930(5) 0.0942(3) -0.9643(2) 0.0443(8) Uani 1.00 d . . .
C(5) C 0.3352(4) 0.1113(3) -0.8500(2) 0.0361(7) Uani 1.00 d . . .
C(6) C 0.4930(4) 0.2187(3) -0.7899(3) 0.0424(8) Uani 1.00 d . . .
C(7) C 0.4645(4) 0.3237(3) -0.8031(2) 0.0405(8) Uani 1.00 d . . .
C(8) C 0.3161(5) 0.3528(3) -0.7588(3) 0.0417(8) Uani 1.00 d . . .
C(9) C 0.1797(4) 0.1373(3) -0.8109(2) 0.0377(8) Uani 1.00 d . . .
C(10) C 0.4285(5) 0.3019(3) -0.9206(3) 0.0459(9) Uani 1.00 d . . .
C(11) C -0.0031(5) 0.2708(4) -0.7795(4) 0.061(1) Uani 1.00 d . . .
C(12) C 0.3669(5) 0.0048(3) -0.8409(3) 0.055(1) Uani 1.00 d . . .
C(13) C 0.3590(7) 0.3988(4) -0.6389(3) 0.074(1) Uani 1.00 d . . .
C(14) C 0.4038(6) 0.4069(4) -0.9371(3) 0.062(1) Uani 1.00 d . . .
C(15) C 0.5752(6) 0.2732(4) -0.9668(4) 0.068(1) Uani 1.00 d . . .
C(16) C 0.1769(4) -0.1413(3) -0.5351(3) 0.0411(8) Uani 1.00 d . . .
C(17) C 0.1501(4) -0.1096(3) -0.6274(2) 0.0388(8) Uani 1.00 d . . .
C(18) C 0.0335(4) -0.2057(3) -0.7291(2) 0.0414(8) Uani 1.00 d . . .
C(19) C -0.1370(4) -0.2446(3) -0.7096(3) 0.0464(9) Uani 1.00 d . . .
C(20) C -0.1265(4) -0.2824(3) -0.6201(3) 0.0450(9) Uani 1.00 d . . .
C(21) C -0.0481(5) -0.3845(3) -0.6509(3) 0.0500(10) Uani 1.00 d . . .
C(22) C 0.1270(5) -0.3431(3) -0.6701(3) 0.0445(9) Uani 1.00 d . . .
C(23) C 0.2480(5) -0.2452(3) -0.5687(3) 0.0471(9) Uani 1.00 d . . .
C(24) C -0.0025(4) -0.1800(3) -0.5196(3) 0.0421(8) Uani 1.00 d . . .
C(25) C 0.1096(5) -0.3089(3) -0.7622(3) 0.0450(9) Uani 1.00 d . . .
C(26) C 0.2961(6) -0.0395(4) -0.4357(3) 0.062(1) Uani 1.00 d . . .
C(27) C -0.3023(6) -0.3150(5) -0.6031(4) 0.073(1) Uani 1.00 d . . .
C(28) C 0.313(1) -0.2836(10) -0.4903(7) 0.142(4) Uani 1.00 d . . .
C(29) C 0.2812(7) -0.2693(5) -0.7826(4) 0.071(1) Uani 1.00 d . . .
C(30) C -0.0085(7) -0.4050(4) -0.8650(3) 0.067(1) Uani 1.00 d . . .
H(3) H 0.2339 0.1799 -1.0526 0.0542 Uiso 1.00 calc . . .
H(6A) H 0.5175 0.2349 -0.7171 0.0506 Uiso 1.00 calc . . .
H(6B) H 0.5870 0.2029 -0.8153 0.0506 Uiso 1.00 calc . . .
H(7) H 0.5652 0.3871 -0.7644 0.0480 Uiso 1.00 calc . . .
H(8) H 0.2947 0.4130 -0.7758 0.0503 Uiso 1.00 calc . . .
H(9) H 0.0809 0.0744 -0.8547 0.0448 Uiso 1.00 calc . . .
H(11A) H 0.0169 0.2843 -0.7078 0.0738 Uiso 1.00 calc . . .
H(11B) H -0.0208 0.3373 -0.7871 0.0738 Uiso 1.00 calc . . .
H(11C) H -0.1008 0.2067 -0.8204 0.0738 Uiso 1.00 calc . . .
H(12A) H 0.2668 -0.0597 -0.8795 0.0647 Uiso 1.00 calc . . .
H(12B) H 0.4592 -0.0110 -0.8683 0.0647 Uiso 1.00 calc . . .
H(12C) H 0.3925 0.0168 -0.7691 0.0647 Uiso 1.00 calc . . .
H(13A) H 0.3824 0.3415 -0.6180 0.0883 Uiso 1.00 calc . . .
H(13B) H 0.4559 0.4654 -0.6081 0.0883 Uiso 1.00 calc . . .
H(13C) H 0.2645 0.4185 -0.6159 0.0883 Uiso 1.00 calc . . .
H(14A) H 0.5044 0.4695 -0.9019 0.0740 Uiso 1.00 calc . . .
H(14B) H 0.3757 0.3884 -1.0104 0.0740 Uiso 1.00 calc . . .
H(14C) H 0.3118 0.4267 -0.9103 0.0740 Uiso 1.00 calc . . .
H(15A) H 0.5947 0.2082 -0.9585 0.0823 Uiso 1.00 calc . . .
H(15B) H 0.5452 0.2568 -1.0397 0.0823 Uiso 1.00 calc . . .
H(15C) H 0.6756 0.3372 -0.9316 0.0823 Uiso 1.00 calc . . .
H(18) H 0.0202 -0.1787 -0.7827 0.0497 Uiso 1.00 calc . . .
H(21A) H -0.0328 -0.4082 -0.5957 0.0600 Uiso 1.00 calc . . .
H(21B) H -0.1220 -0.4467 -0.7133 0.0600 Uiso 1.00 calc . . .
H(22) H 0.1730 -0.4059 -0.6873 0.0528 Uiso 1.00 calc . . .
H(23) H 0.3453 -0.2183 -0.5899 0.0561 Uiso 1.00 calc . . .
H(24) H -0.0476 -0.1170 -0.5046 0.0502 Uiso 1.00 calc . . .
H(26A) H 0.3085 -0.0619 -0.3793 0.0749 Uiso 1.00 calc . . .
H(26B) H 0.4029 -0.0150 -0.4470 0.0749 Uiso 1.00 calc . . .
H(26C) H 0.2465 0.0221 -0.4189 0.0749 Uiso 1.00 calc . . .
H(27A) H -0.3784 -0.3767 -0.6669 0.0874 Uiso 1.00 calc . . .
H(27B) H -0.2961 -0.3392 -0.5484 0.0874 Uiso 1.00 calc . . .
H(27C) H -0.3452 -0.2509 -0.5870 0.0874 Uiso 1.00 calc . . .
H(28A) H 0.2254 -0.3097 -0.4654 0.1820 Uiso 1.00 calc . . .
H(28B) H 0.3621 -0.3416 -0.5227 0.1820 Uiso 1.00 calc . . .
H(28C) H 0.4009 -0.2188 -0.4353 0.1820 Uiso 1.00 calc . . .
H(29A) H 0.3268 -0.3317 -0.8047 0.0838 Uiso 1.00 calc . . .
H(29B) H 0.2664 -0.2414 -0.8352 0.0838 Uiso 1.00 calc . . .
H(29C) H 0.3583 -0.2089 -0.7193 0.0838 Uiso 1.00 calc . . .
H(30A) H -0.1164 -0.4322 -0.8546 0.0795 Uiso 1.00 calc . . .
H(30B) H -0.0220 -0.3766 -0.9172 0.0795 Uiso 1.00 calc . . .
H(30C) H 0.0397 -0.4665 -0.8866 0.0795 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(8) 104.2(2) . . . yes
C(2) C(1) C(9) 106.2(3) . . . yes
C(2) C(1) C(11) 110.2(3) . . . yes
C(8) C(1) C(9) 111.7(3) . . . yes
C(8) C(1) C(11) 113.3(3) . . . yes
C(9) C(1) C(11) 110.8(3) . . . yes
O(1) C(2) C(1) 122.9(3) . . . yes
O(1) C(2) C(3) 122.4(3) . . . yes
C(1) C(2) C(3) 114.7(3) . . . yes
C(2) C(3) C(4) 108.8(3) . . . yes
C(2) C(3) C(10) 107.9(3) . . . yes
C(4) C(3) C(10) 109.5(3) . . . yes
O(2) C(4) C(3) 122.3(3) . . . yes
O(2) C(4) C(5) 123.4(3) . . . yes
C(3) C(4) C(5) 114.3(2) . . . yes
C(4) C(5) C(6) 106.7(3) . . . yes
C(4) C(5) C(9) 105.5(2) . . . yes
C(4) C(5) C(12) 111.0(3) . . . yes
C(6) C(5) C(9) 109.2(2) . . . yes
C(6) C(5) C(12) 112.1(3) . . . yes
C(9) C(5) C(12) 112.0(3) . . . yes
C(5) C(6) C(7) 112.1(3) . . . yes
C(6) C(7) C(8) 109.6(2) . . . yes
C(6) C(7) C(10) 110.3(3) . . . yes
C(8) C(7) C(10) 111.0(3) . . . yes
C(1) C(8) C(7) 109.8(2) . . . yes
C(1) C(8) C(13) 113.6(3) . . . yes
C(7) C(8) C(13) 113.2(3) . . . yes
O(3) C(9) C(1) 108.4(2) . . . yes
O(3) C(9) C(5) 111.6(2) . . . yes
C(1) C(9) C(5) 111.9(2) . . . yes
C(3) C(10) C(7) 106.2(2) . . . yes
C(3) C(10) C(14) 110.7(3) . . . yes
C(3) C(10) C(15) 109.2(3) . . . yes
C(7) C(10) C(14) 112.0(3) . . . yes
C(7) C(10) C(15) 112.2(3) . . . yes
C(14) C(10) C(15) 106.6(3) . . . yes
C(17) C(16) C(23) 106.5(2) . . . yes
C(17) C(16) C(24) 106.2(3) . . . yes
C(17) C(16) C(26) 111.5(3) . . . yes
C(23) C(16) C(24) 109.4(3) . . . yes
C(23) C(16) C(26) 112.3(3) . . . yes
C(24) C(16) C(26) 110.7(3) . . . yes
O(4) C(17) C(16) 122.9(3) . . . yes
O(4) C(17) C(18) 122.2(3) . . . yes
C(16) C(17) C(18) 114.9(3) . . . yes
C(17) C(18) C(19) 107.5(2) . . . yes
C(17) C(18) C(25) 109.6(3) . . . yes
C(19) C(18) C(25) 109.3(3) . . . yes
O(5) C(19) C(18) 123.0(3) . . . yes
O(5) C(19) C(20) 123.2(3) . . . yes
C(18) C(19) C(20) 113.8(3) . . . yes
C(19) C(20) C(21) 106.4(3) . . . yes
C(19) C(20) C(24) 107.7(3) . . . yes
C(19) C(20) C(27) 110.1(3) . . . yes
C(21) C(20) C(24) 109.1(3) . . . yes
C(21) C(20) C(27) 113.3(3) . . . yes
C(24) C(20) C(27) 110.1(3) . . . yes
C(20) C(21) C(22) 108.9(3) . . . yes
C(21) C(22) C(23) 109.4(3) . . . yes
C(21) C(22) C(25) 111.9(3) . . . yes
C(23) C(22) C(25) 112.2(3) . . . yes
C(16) C(23) C(22) 110.2(3) . . . yes
C(16) C(23) C(28) 119.2(5) . . . yes
C(22) C(23) C(28) 113.5(5) . . . yes
O(6) C(24) C(16) 108.4(3) . . . yes
O(6) C(24) C(20) 112.3(3) . . . yes
C(16) C(24) C(20) 111.6(2) . . . yes
C(18) C(25) C(22) 105.3(2) . . . yes
C(18) C(25) C(29) 109.0(3) . . . yes
C(18) C(25) C(30) 109.2(3) . . . yes
C(22) C(25) C(29) 112.3(3) . . . yes
C(22) C(25) C(30) 113.6(3) . . . yes
C(29) C(25) C(30) 107.4(3) . . . 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(2) 1.216(4) . . yes
O(2) C(4) 1.216(4) . . yes
O(3) C(9) 1.424(4) . . yes
O(4) C(17) 1.219(4) . . yes
O(5) C(19) 1.195(4) . . yes
O(6) C(24) 1.406(4) . . yes
C(1) C(2) 1.535(5) . . yes
C(1) C(8) 1.555(5) . . yes
C(1) C(9) 1.553(4) . . yes
C(1) C(11) 1.520(4) . . yes
C(2) C(3) 1.506(5) . . yes
C(3) C(4) 1.504(5) . . yes
C(3) C(10) 1.561(5) . . yes
C(4) C(5) 1.523(4) . . yes
C(5) C(6) 1.543(4) . . yes
C(5) C(9) 1.551(4) . . yes
C(5) C(12) 1.523(5) . . yes
C(6) C(7) 1.519(5) . . yes
C(7) C(8) 1.538(4) . . yes
C(7) C(10) 1.551(4) . . yes
C(8) C(13) 1.531(5) . . yes
C(10) C(14) 1.529(6) . . yes
C(10) C(15) 1.536(5) . . yes
C(16) C(17) 1.513(4) . . yes
C(16) C(23) 1.549(4) . . yes
C(16) C(24) 1.553(4) . . yes
C(16) C(26) 1.528(5) . . yes
C(17) C(18) 1.511(4) . . yes
C(18) C(19) 1.511(5) . . yes
C(18) C(25) 1.568(4) . . yes
C(19) C(20) 1.523(5) . . yes
C(20) C(21) 1.567(5) . . yes
C(20) C(24) 1.551(5) . . yes
C(20) C(27) 1.522(5) . . yes
C(21) C(22) 1.550(5) . . yes
C(22) C(23) 1.528(5) . . yes
C(22) C(25) 1.529(5) . . yes
C(23) C(28) 1.454(9) . . yes
C(25) C(29) 1.527(5) . . yes
C(25) C(30) 1.522(6) . . 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(2) C(11) 3.563(6) . 2_553 ?
O(3) O(4) 2.841(4) . . ?
O(3) O(6) 2.872(3) . 2_554 ?
O(6) C(11) 3.422(5) . 2_554 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O(1) C(2) C(1) C(8) -116.2(4) . . . . yes
O(1) C(2) C(1) C(9) 125.8(4) . . . . yes
O(1) C(2) C(1) C(11) 5.7(5) . . . . yes
O(1) C(2) C(3) C(4) -127.1(4) . . . . yes
O(1) C(2) C(3) C(10) 114.3(4) . . . . yes
O(2) C(4) C(3) C(2) 122.7(4) . . . . yes
O(2) C(4) C(3) C(10) -119.6(4) . . . . yes
O(2) C(4) C(5) C(6) 124.0(4) . . . . yes
O(2) C(4) C(5) C(9) -119.9(4) . . . . yes
O(2) C(4) C(5) C(12) 1.7(5) . . . . yes
O(3) C(9) C(1) C(2) -177.1(2) . . . . yes
O(3) C(9) C(1) C(8) 70.0(3) . . . . yes
O(3) C(9) C(1) C(11) -57.4(4) . . . . yes
O(3) C(9) C(5) C(4) 177.2(2) . . . . yes
O(3) C(9) C(5) C(6) -68.4(3) . . . . yes
O(3) C(9) C(5) C(12) 56.4(3) . . . . yes
O(4) C(17) C(16) C(23) -123.4(4) . . . . yes
O(4) C(17) C(16) C(24) 120.1(3) . . . . yes
O(4) C(17) C(16) C(26) -0.6(5) . . . . yes
O(4) C(17) C(18) C(19) -121.0(3) . . . . yes
O(4) C(17) C(18) C(25) 120.3(3) . . . . yes
O(5) C(19) C(18) C(17) 125.2(4) . . . . yes
O(5) C(19) C(18) C(25) -115.9(4) . . . . yes
O(5) C(19) C(20) C(21) 118.9(4) . . . . yes
O(5) C(19) C(20) C(24) -124.2(4) . . . . yes
O(5) C(19) C(20) C(27) -4.2(5) . . . . yes
O(6) C(24) C(16) C(17) -177.6(2) . . . . yes
O(6) C(24) C(16) C(23) 67.8(3) . . . . yes
O(6) C(24) C(16) C(26) -56.5(4) . . . . yes
O(6) C(24) C(20) C(19) 180.0(3) . . . . yes
O(6) C(24) C(20) C(21) -64.9(3) . . . . yes
O(6) C(24) C(20) C(27) 59.9(4) . . . . yes
C(1) C(2) C(3) C(4) 54.9(4) . . . . yes
C(1) C(2) C(3) C(10) -63.7(4) . . . . yes
C(1) C(8) C(7) C(6) -58.7(3) . . . . yes
C(1) C(8) C(7) C(10) 63.5(3) . . . . yes
C(1) C(9) C(5) C(4) -61.1(3) . . . . yes
C(1) C(9) C(5) C(6) 53.3(3) . . . . yes
C(1) C(9) C(5) C(12) 178.1(3) . . . . yes
C(2) C(1) C(8) C(7) -58.8(3) . . . . yes
C(2) C(1) C(8) C(13) 173.2(3) . . . . yes
C(2) C(1) C(9) C(5) 59.5(3) . . . . yes
C(2) C(3) C(4) C(5) -56.9(4) . . . . yes
C(2) C(3) C(10) C(7) 58.7(3) . . . . yes
C(2) C(3) C(10) C(14) -63.1(3) . . . . yes
C(2) C(3) C(10) C(15) 179.9(3) . . . . yes
C(3) C(2) C(1) C(8) 61.8(3) . . . . yes
C(3) C(2) C(1) C(9) -56.3(3) . . . . yes
C(3) C(2) C(1) C(11) -176.3(3) . . . . yes
C(3) C(4) C(5) C(6) -56.4(3) . . . . yes
C(3) C(4) C(5) C(9) 59.7(3) . . . . yes
C(3) C(4) C(5) C(12) -178.7(3) . . . . yes
C(3) C(10) C(7) C(6) 60.6(3) . . . . yes
C(3) C(10) C(7) C(8) -61.1(3) . . . . yes
C(4) C(3) C(10) C(7) -59.5(3) . . . . yes
C(4) C(3) C(10) C(14) 178.7(3) . . . . yes
C(4) C(3) C(10) C(15) 61.7(4) . . . . yes
C(4) C(5) C(6) C(7) 55.7(3) . . . . yes
C(5) C(4) C(3) C(10) 60.7(4) . . . . yes
C(5) C(6) C(7) C(8) 61.3(3) . . . . yes
C(5) C(6) C(7) C(10) -61.3(3) . . . . yes
C(5) C(9) C(1) C(8) -53.5(3) . . . . yes
C(5) C(9) C(1) C(11) 179.1(3) . . . . yes
C(6) C(7) C(8) C(13) 69.5(4) . . . . yes
C(6) C(7) C(10) C(14) -178.4(3) . . . . yes
C(6) C(7) C(10) C(15) -58.6(4) . . . . yes
C(7) C(6) C(5) C(9) -58.0(3) . . . . yes
C(7) C(6) C(5) C(12) 177.3(3) . . . . yes
C(7) C(8) C(1) C(9) 55.4(3) . . . . yes
C(7) C(8) C(1) C(11) -178.6(3) . . . . yes
C(8) C(7) C(10) C(14) 59.8(4) . . . . yes
C(8) C(7) C(10) C(15) 179.7(3) . . . . yes
C(9) C(1) C(8) C(13) -72.6(4) . . . . yes
C(10) C(7) C(8) C(13) -168.3(3) . . . . yes
C(11) C(1) C(8) C(13) 53.4(4) . . . . yes
C(16) C(17) C(18) C(19) 58.4(3) . . . . yes
C(16) C(17) C(18) C(25) -60.3(3) . . . . yes
C(16) C(23) C(22) C(21) -62.0(4) . . . . yes
C(16) C(23) C(22) C(25) 62.8(4) . . . . yes
C(16) C(24) C(20) C(19) -58.0(3) . . . . yes
C(16) C(24) C(20) C(21) 57.1(3) . . . . yes
C(16) C(24) C(20) C(27) -178.0(3) . . . . yes
C(17) C(16) C(23) C(22) -55.9(3) . . . . yes
C(17) C(16) C(23) C(28) 170.1(6) . . . . yes
C(17) C(16) C(24) C(20) 58.1(3) . . . . yes
C(17) C(18) C(19) C(20) -56.6(3) . . . . yes
C(17) C(18) C(25) C(22) 58.0(3) . . . . yes
C(17) C(18) C(25) C(29) -62.8(4) . . . . yes
C(17) C(18) C(25) C(30) -179.8(3) . . . . yes
C(18) C(17) C(16) C(23) 57.2(3) . . . . yes
C(18) C(17) C(16) C(24) -59.3(3) . . . . yes
C(18) C(17) C(16) C(26) -180.0(3) . . . . yes
C(18) C(19) C(20) C(21) -59.4(4) . . . . yes
C(18) C(19) C(20) C(24) 57.5(3) . . . . yes
C(18) C(19) C(20) C(27) 177.6(3) . . . . yes
C(18) C(25) C(22) C(21) 62.1(3) . . . . yes
C(18) C(25) C(22) C(23) -61.3(3) . . . . yes
C(19) C(18) C(25) C(22) -59.6(3) . . . . yes
C(19) C(18) C(25) C(29) 179.6(3) . . . . yes
C(19) C(18) C(25) C(30) 62.6(4) . . . . yes
C(19) C(20) C(21) C(22) 56.9(4) . . . . yes
C(20) C(19) C(18) C(25) 62.3(3) . . . . yes
C(20) C(21) C(22) C(23) 62.0(4) . . . . yes
C(20) C(21) C(22) C(25) -62.9(3) . . . . yes
C(20) C(24) C(16) C(23) -56.4(4) . . . . yes
C(20) C(24) C(16) C(26) 179.3(3) . . . . yes
C(21) C(22) C(23) C(28) 74.7(6) . . . . yes
C(21) C(22) C(25) C(29) -179.4(3) . . . . yes
C(21) C(22) C(25) C(30) -57.3(4) . . . . yes
C(22) C(21) C(20) C(24) -59.0(3) . . . . yes
C(22) C(21) C(20) C(27) 178.0(3) . . . . yes
C(22) C(23) C(16) C(24) 58.4(4) . . . . yes
C(22) C(23) C(16) C(26) -178.3(3) . . . . yes
C(23) C(22) C(25) C(29) 57.2(4) . . . . yes
C(23) C(22) C(25) C(30) 179.3(3) . . . . yes
C(24) C(16) C(23) C(28) -75.5(6) . . . . yes
C(25) C(22) C(23) C(28) -160.5(5) . . . . yes
C(26) C(16) C(23) C(28) 47.8(7) . . . . yes
C(26) C(16) C(23) C(28) 47.8(7) . . . . yes
