#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/63/4026388.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_4026388
loop_
_publ_author_name
'Masakatsu Matsumoto'
'Haruna Suzuki'
'Nobuko Watanabe'
'Hisako K. Ijuin'
'Jiro Tanaka'
'Chizuko Tanaka'
_publ_contact_author_email       matsumo-chem@kanagawa-u.ac.jp
_publ_contact_author_fax         81(463)589684
_publ_contact_author_name        'Professor Masakatsu Matsumoto'
_publ_contact_author_phone       81(463)594111
_publ_section_title
;
 Crucial Dependence of Chemiluminescence Efficiency on the
 Syn/AntiConformation for Intramolecular Charge-Transfer-Induced
 Decomposition of Bicyclic Dioxetanes Bearing an Oxidoaryl Group
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5006
_journal_page_last               5017
_journal_paper_doi               10.1021/jo2006945
_journal_volume                  76
_journal_year                    2011
_chemical_formula_moiety         'C25 H33 N O5 '
_chemical_formula_sum            'C25 H33 N O5'
_chemical_formula_weight         427.54
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_date             2008-10-01
_audit_creation_method           'by CrystalStructure 3.6.0'
_cell_angle_alpha                90
_cell_angle_beta                 109.190(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.39(1)
_cell_length_b                   14.866(9)
_cell_length_c                   13.148(8)
_cell_measurement_reflns_used    217
_cell_measurement_temperature    120.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     2287(3)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SHELXS97
_diffrn_ambient_temperature      120.1
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.9802
_diffrn_measured_fraction_theta_max 0.9802
_diffrn_measurement_device_type  'Rigaku Mercury'
_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       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24586
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.913
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_description       prism
_exptl_crystal_F_000             920.00
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.41
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     313
_refine_ls_number_reflns         5148
_refine_ls_R_factor_gt           0.0670
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0011Fo² + 1.0000σ(Fo²)]/(4Fo²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1940
_reflns_number_gt                2637
_reflns_number_total             5148
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            jo2006945_si_003.cif
_cod_data_source_block           '__Syn-5b'
_cod_original_cell_volume        2286.6(33)
_cod_original_formula_sum        'C25 H33 N O5 '
_cod_database_code               4026388
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-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
O(1) O 0.5735(2) 0.26180(13) 0.6795(2) 0.0238(5) Uani 1.00 1 d .
O(2) O 0.4496(2) 0.2532(1) 0.6685(2) 0.0257(6) Uani 1.00 1 d .
O(3) O 0.7352(2) 0.1329(1) 0.9765(2) 0.0278(6) Uani 1.00 1 d .
O(4) O 0.7982(2) 0.21802(13) 0.8639(2) 0.0235(5) Uani 1.00 1 d .
O(5) O 0.8323(2) 0.4900(2) 0.6367(2) 0.0340(6) Uani 1.00 1 d .
N(1) N 0.6209(2) 0.2374(2) 0.8687(2) 0.0216(6) Uani 1.00 1 d .
C(1) C 0.5958(2) 0.3042(2) 0.7849(2) 0.0208(7) Uani 1.00 1 d .
C(2) C 0.4632(2) 0.3197(2) 0.7551(2) 0.0224(7) Uani 1.00 1 d .
C(3) C 0.4234(2) 0.2719(2) 0.8420(2) 0.0251(8) Uani 1.00 1 d .
C(4) C 0.5189(2) 0.2022(2) 0.8891(3) 0.0258(8) Uani 1.00 1 d .
C(5) C 0.3101(3) 0.2190(2) 0.7935(3) 0.0343(9) Uani 1.00 1 d .
C(6) C 0.4114(3) 0.3331(2) 0.9316(3) 0.0333(9) Uani 1.00 1 d .
C(7) C 0.4093(2) 0.4113(2) 0.7042(2) 0.0248(8) Uani 1.00 1 d .
C(8) C 0.4352(3) 0.4310(2) 0.5995(3) 0.0320(9) Uani 1.00 1 d .
C(9) C 0.2785(3) 0.4054(2) 0.6701(3) 0.0362(10) Uani 1.00 1 d .
C(10) C 0.4516(3) 0.4916(2) 0.7800(3) 0.0328(9) Uani 1.00 1 d .
C(11) C 0.6856(2) 0.3772(2) 0.8026(2) 0.0208(7) Uani 1.00 1 d .
C(12) C 0.7190(2) 0.4000(2) 0.7162(2) 0.0222(7) Uani 1.00 1 d .
C(13) C 0.7999(2) 0.4689(2) 0.7232(2) 0.0242(8) Uani 1.00 1 d .
C(14) C 0.8465(2) 0.5147(2) 0.8172(3) 0.0265(8) Uani 1.00 1 d .
C(15) C 0.8172(2) 0.4915(2) 0.9093(2) 0.0239(7) Uani 1.00 1 d .
C(16) C 0.8706(3) 0.5354(2) 1.0081(3) 0.0297(8) Uani 1.00 1 d .
C(17) C 0.8487(3) 0.5109(2) 1.1000(3) 0.0338(9) Uani 1.00 1 d .
C(18) C 0.7706(3) 0.4419(2) 1.0960(3) 0.0310(9) Uani 1.00 1 d .
C(19) C 0.7158(3) 0.3994(2) 1.0012(3) 0.0263(8) Uani 1.00 1 d .
C(20) C 0.7368(2) 0.4213(2) 0.9039(2) 0.0217(7) Uani 1.00 1 d .
C(21) C 0.9219(2) 0.2006(2) 0.9160(3) 0.0262(8) Uani 1.00 1 d .
C(22) C 0.9727(3) 0.2527(2) 0.8427(3) 0.0368(10) Uani 1.00 1 d .
C(23) C 0.9479(3) 0.1012(2) 0.9136(3) 0.0351(9) Uani 1.00 1 d .
C(24) C 0.9604(3) 0.2390(2) 1.0290(3) 0.0360(9) Uani 1.00 1 d .
C(25) C 0.7214(2) 0.1915(2) 0.9082(2) 0.0223(7) Uani 1.00 1 d .
H(1) H 0.4975 0.1456 0.8550 0.032 Uiso 1.00 1 c R
H(2) H 0.5336 0.1960 0.9644 0.032 Uiso 1.00 1 c R
H(3) H 0.2475 0.2573 0.7895 0.041 Uiso 1.00 1 c R
H(4) H 0.3092 0.1686 0.8376 0.042 Uiso 1.00 1 c R
H(5) H 0.3041 0.1989 0.7233 0.042 Uiso 1.00 1 c R
H(6) H 0.4822 0.3351 0.9889 0.043 Uiso 1.00 1 c R
H(7) H 0.3535 0.3108 0.9576 0.042 Uiso 1.00 1 c R
H(8) H 0.3916 0.3920 0.9034 0.042 Uiso 1.00 1 c R
H(9) H 0.5047 0.4636 0.6156 0.039 Uiso 1.00 1 c R
H(10) H 0.3746 0.4655 0.5526 0.039 Uiso 1.00 1 c R
H(11) H 0.4418 0.3759 0.5655 0.039 Uiso 1.00 1 c R
H(12) H 0.2492 0.3845 0.5979 0.045 Uiso 1.00 1 c R
H(13) H 0.2478 0.4632 0.6749 0.046 Uiso 1.00 1 c R
H(14) H 0.2575 0.3647 0.7160 0.046 Uiso 1.00 1 c R
H(15) H 0.4026 0.5003 0.8217 0.041 Uiso 1.00 1 c R
H(16) H 0.4506 0.5439 0.7382 0.041 Uiso 1.00 1 c R
H(17) H 0.5273 0.4809 0.8266 0.041 Uiso 1.00 1 c R
H(18) H 0.6872 0.3687 0.6501 0.027 Uiso 1.00 1 c R
H(19) H 0.8994 0.5619 0.8213 0.032 Uiso 1.00 1 c R
H(20) H 0.9233 0.5825 1.0107 0.036 Uiso 1.00 1 c R
H(21) H 0.8855 0.5416 1.1656 0.040 Uiso 1.00 1 c R
H(22) H 0.7568 0.4241 1.1600 0.038 Uiso 1.00 1 c R
H(23) H 0.6614 0.3539 0.9995 0.032 Uiso 1.00 1 c R
H(24) H 0.9775 0.2147 0.7863 0.047 Uiso 1.00 1 c R
H(25) H 1.0470 0.2735 0.8831 0.046 Uiso 1.00 1 c R
H(26) H 0.9250 0.3027 0.8129 0.046 Uiso 1.00 1 c R
H(27) H 0.9423 0.0738 0.9769 0.043 Uiso 1.00 1 c R
H(28) H 1.0228 0.0925 0.9104 0.043 Uiso 1.00 1 c R
H(29) H 0.8937 0.0747 0.8521 0.043 Uiso 1.00 1 c R
H(30) H 0.9841 0.2997 1.0277 0.044 Uiso 1.00 1 c R
H(31) H 1.0222 0.2046 1.0744 0.044 Uiso 1.00 1 c R
H(32) H 0.8980 0.2368 1.0558 0.044 Uiso 1.00 1 c R
H(33) H 0.8069 0.4583 0.5902 0.042 Uiso 1.00 1 c R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 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)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 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
C(1) O(1) O(2) 89.8(2)
O(1) O(2) C(2) 90.9(2)
O(1) C(1) N(1) 110.7(2)
O(1) C(1) C(2) 88.3(2)
O(1) C(1) C(11) 110.7(3)
O(2) C(2) C(1) 86.5(2)
O(2) C(2) C(3) 106.1(2)
O(2) C(2) C(7) 109.1(2)
O(3) C(25) O(4) 125.9(3)
O(3) C(25) N(1) 121.8(3)
C(25) O(4) C(21) 121.7(2)
O(4) C(21) C(23) 110.8(2)
O(4) C(21) C(24) 109.4(3)
O(4) C(21) C(22) 101.4(2)
O(4) C(25) N(1) 112.3(2)
O(5) C(13) C(12) 120.6(3)
O(5) C(13) C(14) 119.3(3)
N(1) C(1) C(2) 103.7(2)
C(4) N(1) C(1) 113.7(2)
N(1) C(1) C(11) 114.4(2)
C(25) N(1) C(1) 125.3(3)
N(1) C(4) C(3) 106.2(2)
C(25) N(1) C(4) 118.9(2)
C(1) C(2) C(3) 107.9(2)
C(1) C(2) C(7) 119.8(2)
C(11) C(1) C(2) 125.9(2)
C(1) C(11) C(12) 117.1(2)
C(1) C(11) C(20) 123.3(3)
C(2) C(3) C(4) 102.4(3)
C(7) C(2) C(3) 121.2(3)
C(2) C(3) C(5) 113.1(2)
C(2) C(3) C(6) 115.2(3)
C(2) C(7) C(8) 111.3(3)
C(2) C(7) C(9) 109.6(3)
C(2) C(7) C(10) 113.1(2)
C(5) C(3) C(4) 107.2(2)
C(6) C(3) C(4) 110.2(2)
C(6) C(3) C(5) 108.3(3)
C(9) C(7) C(8) 105.0(2)
C(10) C(7) C(8) 107.9(3)
C(10) C(7) C(9) 109.7(3)
C(20) C(11) C(12) 119.6(3)
C(11) C(12) C(13) 121.7(3)
C(11) C(20) C(19) 125.1(3)
C(11) C(20) C(15) 118.0(3)
C(12) C(13) C(14) 120.1(3)
C(13) C(14) C(15) 120.2(3)
C(14) C(15) C(20) 120.4(3)
C(14) C(15) C(16) 120.1(3)
C(20) C(15) C(16) 119.5(3)
C(15) C(16) C(17) 121.3(3)
C(15) C(20) C(19) 116.9(3)
C(16) C(17) C(18) 119.7(3)
C(17) C(18) C(19) 120.3(3)
C(18) C(19) C(20) 122.1(3)
C(23) C(21) C(22) 110.3(3)
C(24) C(21) C(22) 111.5(3)
C(24) C(21) C(23) 112.8(3)
H(33) O(5) C(13) 112.0517
N(1) C(4) H(1) 110.6160
N(1) C(4) H(2) 110.0006
C(3) C(4) H(1) 110.3991
C(3) C(4) H(2) 110.0963
C(3) C(5) H(3) 109.2817
C(3) C(5) H(4) 109.8952
C(3) C(5) H(5) 109.2312
C(3) C(6) H(6) 109.3160
C(3) C(6) H(7) 110.1131
C(3) C(6) H(8) 108.9765
H(2) C(4) H(1) 109.4593
H(4) C(5) H(3) 109.4701
H(5) C(5) H(3) 109.4753
H(5) C(5) H(4) 109.4730
H(7) C(6) H(6) 109.4763
H(8) C(6) H(6) 109.4716
H(8) C(6) H(7) 109.4716
C(7) C(8) H(9) 109.6523
C(7) C(8) H(11) 109.4443
C(7) C(8) H(10) 109.3137
C(7) C(9) H(12) 109.2761
C(7) C(9) H(14) 109.5510
C(7) C(9) H(13) 109.5822
C(7) C(10) H(17) 109.9830
C(7) C(10) H(15) 109.5065
C(7) C(10) H(16) 108.9258
H(11) C(8) H(9) 109.4716
H(10) C(8) H(9) 109.4734
H(11) C(8) H(10) 109.4719
H(14) C(9) H(12) 109.4683
H(13) C(9) H(12) 109.4730
H(14) C(9) H(13) 109.4765
H(17) C(10) H(15) 109.4690
H(16) C(10) H(15) 109.4688
H(17) C(10) H(16) 109.4725
C(11) C(12) H(18) 119.2104
H(18) C(12) C(13) 119.1174
C(13) C(14) H(19) 120.0541
H(19) C(14) C(15) 119.7688
C(15) C(16) H(20) 118.8698
H(20) C(16) C(17) 119.7872
C(16) C(17) H(21) 119.8046
H(21) C(17) C(18) 120.4582
C(17) C(18) H(22) 119.5974
C(18) C(19) H(23) 119.2078
H(22) C(18) C(19) 120.0728
H(23) C(19) C(20) 118.6429
C(21) C(22) H(24) 109.6510
C(21) C(22) H(25) 109.6316
C(21) C(22) H(26) 109.1266
C(21) C(23) H(27) 108.8233
C(21) C(23) H(29) 109.0433
C(21) C(23) H(28) 110.5397
C(21) C(24) H(31) 110.0106
C(21) C(24) H(32) 108.5547
C(21) C(24) H(30) 109.8404
H(25) C(22) H(24) 109.4749
H(26) C(22) H(24) 109.4685
H(26) C(22) H(25) 109.4742
H(29) C(23) H(27) 109.4707
H(28) C(23) H(27) 109.4680
H(29) C(23) H(28) 109.4770
H(31) C(24) H(30) 109.4714
H(32) C(24) H(30) 109.4710
H(32) C(24) H(31) 109.4753
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O(1) O(2) 1.498(3)
O(1) C(1) 1.464(4)
O(2) C(2) 1.476(4)
O(3) C(25) 1.223(4)
O(4) C(21) 1.481(3)
O(4) C(25) 1.328(4)
O(5) C(13) 1.362(4)
N(1) C(1) 1.439(4)
N(1) C(4) 1.471(4)
N(1) C(25) 1.365(4)
C(1) C(2) 1.575(4)
C(1) C(11) 1.516(4)
C(2) C(3) 1.557(5)
C(2) C(7) 1.567(4)
C(3) C(4) 1.541(4)
C(3) C(5) 1.551(4)
C(3) C(6) 1.534(5)
C(7) C(8) 1.541(5)
C(7) C(9) 1.535(4)
C(7) C(10) 1.533(4)
C(11) C(12) 1.373(5)
C(11) C(20) 1.433(4)
C(12) C(13) 1.414(4)
C(13) C(14) 1.361(4)
C(14) C(15) 1.417(5)
C(15) C(16) 1.409(4)
C(15) C(20) 1.427(4)
C(16) C(17) 1.371(5)
C(17) C(18) 1.399(5)
C(18) C(19) 1.362(4)
C(19) C(20) 1.424(5)
C(21) C(22) 1.524(5)
C(21) C(23) 1.515(5)
C(21) C(24) 1.515(5)
O(5) H(33) 0.7535
C(4) H(1) 0.9500
C(4) H(2) 0.9500
C(5) H(3) 0.9500
C(5) H(4) 0.9500
C(5) H(5) 0.9500
C(6) H(6) 0.9500
C(6) H(7) 0.9500
C(6) H(8) 0.9501
C(8) H(9) 0.9500
C(8) H(10) 0.9500
C(8) H(11) 0.9500
C(9) H(12) 0.9500
C(9) H(13) 0.9500
C(9) H(14) 0.9500
C(10) H(15) 0.9500
C(10) H(16) 0.9500
C(10) H(17) 0.9499
C(12) H(18) 0.9500
C(14) H(19) 0.9500
C(16) H(20) 0.9500
C(17) H(21) 0.9500
C(18) H(22) 0.9501
C(19) H(23) 0.9500
C(22) H(24) 0.9500
C(22) H(25) 0.9500
C(22) H(26) 0.9500
C(23) H(27) 0.9499
C(23) H(28) 0.9500
C(23) H(29) 0.9500
C(24) H(30) 0.9500
C(24) H(31) 0.9499
C(24) H(32) 0.9500
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
C(1) O(1) O(2) C(2) 16.7(2)
O(2) O(1) C(1) N(1) 88.3(2)
O(2) O(1) C(1) C(2) -15.7(2)
O(2) O(1) C(1) C(11) -143.7(2)
O(1) O(2) C(2) C(1) -15.6(2)
O(1) O(2) C(2) C(3) -123.1(2)
O(1) O(2) C(2) C(7) 104.8(2)
C(25) O(4) C(21) C(22) -173.5(2)
C(25) O(4) C(21) C(23) 69.4(3)
C(25) O(4) C(21) C(24) -55.6(3)
C(21) O(4) C(25) O(3) -20.1(4)
C(21) O(4) C(25) N(1) 160.1(2)
C(4) N(1) C(1) O(1) -88.0(3)
C(4) N(1) C(1) C(2) 5.4(3)
C(4) N(1) C(1) C(11) 146.0(2)
C(25) N(1) C(1) O(1) 75.2(3)
C(25) N(1) C(1) C(2) 168.7(2)
C(25) N(1) C(1) C(11) -50.7(4)
C(1) N(1) C(4) C(3) -19.6(3)
C(25) N(1) C(4) C(3) 176.0(2)
C(1) N(1) C(25) O(3) -176.9(2)
C(1) N(1) C(25) O(4) 2.9(4)
C(4) N(1) C(25) O(3) -14.4(4)
C(4) N(1) C(25) O(4) 165.4(2)
O(1) C(1) C(2) O(2) 15.9(2)
O(1) C(1) C(2) C(3) 121.7(2)
O(1) C(1) C(2) C(7) -94.1(3)
N(1) C(1) C(2) O(2) -95.0(2)
N(1) C(1) C(2) C(3) 10.8(3)
N(1) C(1) C(2) C(7) 154.9(3)
C(11) C(1) C(2) O(2) 130.5(3)
C(11) C(1) C(2) C(3) -123.7(3)
C(11) C(1) C(2) C(7) 20.4(4)
O(1) C(1) C(11) C(12) 8.4(3)
O(1) C(1) C(11) C(20) -170.7(2)
N(1) C(1) C(11) C(12) 134.4(3)
N(1) C(1) C(11) C(20) -44.7(4)
C(2) C(1) C(11) C(12) -95.1(4)
C(2) C(1) C(11) C(20) 85.7(3)
O(2) C(2) C(3) C(4) 69.9(2)
O(2) C(2) C(3) C(5) -45.1(3)
O(2) C(2) C(3) C(6) -170.4(2)
C(1) C(2) C(3) C(4) -21.6(3)
C(1) C(2) C(3) C(5) -136.6(3)
C(1) C(2) C(3) C(6) 98.1(3)
C(7) C(2) C(3) C(4) -165.1(2)
C(7) C(2) C(3) C(5) 79.9(3)
C(7) C(2) C(3) C(6) -45.4(3)
O(2) C(2) C(7) C(8) -39.7(3)
O(2) C(2) C(7) C(9) 76.0(3)
O(2) C(2) C(7) C(10) -161.3(3)
C(1) C(2) C(7) C(8) 57.4(3)
C(1) C(2) C(7) C(9) 173.1(3)
C(1) C(2) C(7) C(10) -64.2(4)
C(3) C(2) C(7) C(8) -163.3(2)
C(3) C(2) C(7) C(9) -47.6(3)
C(3) C(2) C(7) C(10) 75.1(3)
C(2) C(3) C(4) N(1) 24.3(3)
C(5) C(3) C(4) N(1) 143.5(3)
C(6) C(3) C(4) N(1) -98.8(3)
C(1) C(11) C(12) C(13) 178.3(3)
C(20) C(11) C(12) C(13) -2.6(4)
C(1) C(11) C(20) C(15) -177.6(3)
C(1) C(11) C(20) C(19) 3.9(4)
C(12) C(11) C(20) C(15) 3.3(4)
C(12) C(11) C(20) C(19) -175.2(3)
C(11) C(12) C(13) O(5) 179.6(3)
C(11) C(12) C(13) C(14) -0.2(4)
O(5) C(13) C(14) C(15) -177.6(3)
C(12) C(13) C(14) C(15) 2.2(4)
C(13) C(14) C(15) C(16) 176.2(3)
C(13) C(14) C(15) C(20) -1.3(4)
C(14) C(15) C(16) C(17) -176.3(3)
C(20) C(15) C(16) C(17) 1.3(5)
C(14) C(15) C(20) C(11) -1.4(4)
C(14) C(15) C(20) C(19) 177.3(3)
C(16) C(15) C(20) C(11) -179.0(3)
C(16) C(15) C(20) C(19) -0.3(4)
C(15) C(16) C(17) C(18) -0.9(5)
C(16) C(17) C(18) C(19) -0.5(5)
C(17) C(18) C(19) C(20) 1.5(5)
C(18) C(19) C(20) C(11) 177.5(3)
C(18) C(19) C(20) C(15) -1.1(4)
