#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/93/4109329.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_4109329
loop_
_publ_author_name
'Yoshihiro Yamauchi'
'Gen Onodera'
'Ken Sakata'
'Masahiro Yuki'
'Yoshihiro Miyake'
'Sakae Uemura'
'Yoshiaki Nishibayashi'
_publ_section_title
;
 Ruthenium-Catalyzed Reactions of 1-Cyclopropyl-2-propyn-1-ols with
 Anilines and Water via Allenylidene Intermediates: Selective Preparation
 of Tri- and Tetrasubstituted Conjugated Enynes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5175
_journal_page_last               5179
_journal_paper_doi               10.1021/ja0687926
_journal_volume                  129
_journal_year                    2007
_chemical_formula_moiety         'C19 H19 N O '
_chemical_formula_sum            'C19 H19 N O'
_chemical_formula_weight         277.37
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             2006-11-07
_audit_creation_method           'by CrystalStructure 3.7.0'
_cell_angle_alpha                90.0000
_cell_angle_beta                 108.488(2)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   11.4362(7)
_cell_length_b                   8.1087(5)
_cell_length_c                   17.7590(19)
_cell_measurement_reflns_used    6734
_cell_measurement_temperature    173.1
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.4
_cell_volume                     1561.8(2)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.078
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            12556
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_description       platelet
_exptl_crystal_F_000             592.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.36
_refine_diff_density_min         -0.33
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     266
_refine_ls_number_reflns         3545
_refine_ls_R_factor_gt           0.0574
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0004Fo² + 1.0000σ(Fo²)]/(4Fo²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1190
_reflns_number_gt                1920
_reflns_number_total             3547
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja0687926si20061208_070539.cif
_cod_data_source_block           '_YY-1-OMe_________________'
_cod_original_formula_sum        'C19 H19 N O '
_cod_database_code               4109329
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,-Y,-Z
4 1/2+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
O(1) O 0.41066(10) 0.04579(13) 0.88752(6) 0.0552(3) Uani 1.00 1 d
N(1) N 0.22843(12) -0.24030(18) 0.31275(8) 0.0518(4) Uani 1.00 1 d
C(1) C 0.24501(16) -0.2190(2) 0.39532(10) 0.0490(5) Uani 1.00 1 d
C(2) C 0.33871(17) -0.0866(2) 0.43485(10) 0.0523(5) Uani 1.00 1 d
C(3) C 0.35878(14) -0.0752(2) 0.52114(10) 0.0486(4) Uani 1.00 1 d
C(4) C 0.30851(13) 0.03619(19) 0.55695(9) 0.0458(4) Uani 1.00 1 d
C(5) C 0.22529(16) 0.1560(2) 0.50980(10) 0.0547(5) Uani 1.00 1 d
C(6) C 0.1577(2) 0.2526(2) 0.47083(12) 0.0753(7) Uani 1.00 1 d
C(7) C 0.33263(13) 0.04234(19) 0.64336(9) 0.0449(4) Uani 1.00 1 d
C(8) C 0.43870(14) -0.0288(2) 0.69531(10) 0.0504(5) Uani 1.00 1 d
C(9) C 0.46060(16) -0.0253(2) 0.77538(11) 0.0507(4) Uani 1.00 1 d
C(10) C 0.37849(14) 0.05037(18) 0.80683(9) 0.0452(4) Uani 1.00 1 d
C(11) C 0.27408(16) 0.1234(2) 0.75728(11) 0.0509(5) Uani 1.00 1 d
C(12) C 0.25263(14) 0.1184(2) 0.67646(11) 0.0496(5) Uani 1.00 1 d
C(13) C 0.3369(2) 0.1389(3) 0.92362(13) 0.0694(7) Uani 1.00 1 d
C(14) C 0.15795(13) -0.13925(19) 0.25409(9) 0.0436(4) Uani 1.00 1 d
C(15) C 0.07581(14) -0.0250(2) 0.26744(11) 0.0499(5) Uani 1.00 1 d
C(16) C -0.00138(17) 0.0628(2) 0.20477(12) 0.0583(5) Uani 1.00 1 d
C(17) C 0.00098(18) 0.0394(2) 0.12874(12) 0.0622(6) Uani 1.00 1 d
C(18) C 0.08395(18) -0.0702(2) 0.11584(11) 0.0587(5) Uani 1.00 1 d
C(19) C 0.16200(17) -0.1569(2) 0.17747(10) 0.0512(5) Uani 1.00 1 d
H(1) H 0.2851(16) -0.304(2) 0.2986(9) 0.063(5) Uiso 1.00 1 c
H(2) H 0.1622(15) -0.1936(19) 0.4014(8) 0.055(4) Uiso 1.00 1 c
H(3) H 0.2720(14) -0.3272(19) 0.4211(9) 0.057(4) Uiso 1.00 1 c
H(4) H 0.4198(15) -0.116(2) 0.4247(9) 0.066(5) Uiso 1.00 1 c
H(5) H 0.3060(14) 0.026(2) 0.4090(9) 0.065(5) Uiso 1.00 1 c
H(6) H 0.4086(13) -0.1584(19) 0.5539(8) 0.048(4) Uiso 1.00 1 c
H(7) H 0.1070(18) 0.328(2) 0.4380(11) 0.091(7) Uiso 1.00 1 c
H(8) H 0.5047(14) -0.084(2) 0.6748(9) 0.062(4) Uiso 1.00 1 c
H(9) H 0.5322(15) -0.0706(19) 0.8112(9) 0.059(5) Uiso 1.00 1 c
H(10) H 0.2196(15) 0.178(2) 0.7788(9) 0.068(5) Uiso 1.00 1 c
H(11) H 0.1829(15) 0.1736(19) 0.6404(9) 0.059(4) Uiso 1.00 1 c
H(12) H 0.3812(16) 0.124(2) 0.9802(11) 0.072(5) Uiso 1.00 1 c
H(13) H 0.2515(19) 0.094(2) 0.9063(11) 0.088(6) Uiso 1.00 1 c
H(14) H 0.3347(18) 0.260(2) 0.9049(11) 0.088(6) Uiso 1.00 1 c
H(15) H 0.0684(13) -0.0061(17) 0.3197(9) 0.049(4) Uiso 1.00 1 c
H(16) H -0.0602(16) 0.144(2) 0.2156(10) 0.076(5) Uiso 1.00 1 c
H(17) H -0.0562(16) 0.110(2) 0.0833(10) 0.078(5) Uiso 1.00 1 c
H(18) H 0.0894(15) -0.085(2) 0.0634(10) 0.066(5) Uiso 1.00 1 c
H(19) H 0.2208(15) -0.2301(19) 0.1688(9) 0.056(4) Uiso 1.00 1 c
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)
;
N N 0.006 0.003
;
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(10) O(1) C(13) 117.22(13)
C(1) N(1) C(14) 124.29(15)
N(1) C(1) C(2) 113.81(16)
C(1) C(2) C(3) 112.16(16)
C(2) C(3) C(4) 125.95(15)
C(3) C(4) C(5) 119.19(15)
C(3) C(4) C(7) 123.58(13)
C(5) C(4) C(7) 117.23(15)
C(4) C(5) C(6) 179.4(2)
C(4) C(7) C(8) 120.79(15)
C(4) C(7) C(12) 121.95(13)
C(8) C(7) C(12) 117.26(15)
C(7) C(8) C(9) 120.99(17)
C(8) C(9) C(10) 120.52(14)
O(1) C(10) C(9) 114.98(13)
O(1) C(10) C(11) 125.16(16)
C(9) C(10) C(11) 119.86(16)
C(10) C(11) C(12) 119.09(18)
C(7) C(12) C(11) 122.28(14)
N(1) C(14) C(15) 122.35(16)
N(1) C(14) C(19) 119.42(15)
C(15) C(14) C(19) 118.12(14)
C(14) C(15) C(16) 119.99(18)
C(15) C(16) C(17) 121.05(18)
C(16) C(17) C(18) 118.97(16)
C(17) C(18) C(19) 120.69(19)
C(14) C(19) C(18) 121.12(18)
C(1) N(1) H(1) 118.1(9)
C(14) N(1) H(1) 115.0(10)
N(1) C(1) H(2) 108.2(8)
N(1) C(1) H(3) 106.7(9)
C(2) C(1) H(2) 110.7(8)
C(2) C(1) H(3) 109.9(8)
H(2) C(1) H(3) 107.3(13)
C(1) C(2) H(4) 107.3(9)
C(1) C(2) H(5) 108.4(8)
C(3) C(2) H(4) 110.2(8)
C(3) C(2) H(5) 108.6(9)
H(4) C(2) H(5) 110.2(14)
C(2) C(3) H(6) 117.1(9)
C(4) C(3) H(6) 116.9(9)
C(5) C(6) H(7) 176.5(15)
C(7) C(8) H(8) 121.5(8)
C(9) C(8) H(8) 117.5(7)
C(8) C(9) H(9) 122.0(11)
C(10) C(9) H(9) 117.4(11)
C(10) C(11) H(10) 119.8(9)
C(12) C(11) H(10) 121.1(9)
C(7) C(12) H(11) 116.5(11)
C(11) C(12) H(11) 121.1(11)
O(1) C(13) H(12) 102.0(11)
O(1) C(13) H(13) 109.4(12)
O(1) C(13) H(14) 108.4(13)
H(12) C(13) H(13) 114.2(16)
H(12) C(13) H(14) 113.6(14)
H(13) C(13) H(14) 108.9(15)
C(14) C(15) H(15) 122.4(8)
C(16) C(15) H(15) 117.6(8)
C(15) C(16) H(16) 118.7(9)
C(17) C(16) H(16) 120.2(9)
C(16) C(17) H(17) 119.1(11)
C(18) C(17) H(17) 121.8(12)
C(17) C(18) H(18) 120.4(9)
C(19) C(18) H(18) 118.9(9)
C(14) C(19) H(19) 118.3(9)
C(18) C(19) H(19) 120.6(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O(1) C(10) 1.3623(19)
O(1) C(13) 1.427(3)
N(1) C(1) 1.428(2)
N(1) C(14) 1.3689(19)
C(1) C(2) 1.522(2)
C(2) C(3) 1.479(2)
C(3) C(4) 1.335(2)
C(4) C(5) 1.430(2)
C(4) C(7) 1.471(2)
C(5) C(6) 1.163(2)
C(7) C(8) 1.395(2)
C(7) C(12) 1.380(2)
C(8) C(9) 1.364(2)
C(9) C(10) 1.380(2)
C(10) C(11) 1.373(2)
C(11) C(12) 1.378(2)
C(14) C(15) 1.392(2)
C(14) C(19) 1.384(2)
C(15) C(16) 1.379(2)
C(16) C(17) 1.372(3)
C(17) C(18) 1.371(3)
C(18) C(19) 1.368(2)
N(1) H(1) 0.923(19)
C(1) H(2) 1.008(18)
C(1) H(3) 0.992(15)
C(2) H(4) 1.027(19)
C(2) H(5) 1.038(16)
C(3) H(6) 0.953(14)
C(6) H(7) 0.912(18)
C(8) H(8) 1.040(18)
C(9) H(9) 0.938(14)
C(11) H(10) 0.939(19)
C(12) H(11) 0.960(14)
C(13) H(12) 0.980(18)
C(13) H(13) 0.99(2)
C(13) H(14) 1.03(2)
C(15) H(15) 0.971(17)
C(16) H(16) 1.00(2)
C(17) H(17) 1.034(17)
C(18) H(18) 0.961(19)
C(19) H(19) 0.945(17)
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
O(1) C(6) 3.192(2) 55504
N(1) C(9) 3.485(2) 44404
N(1) C(17) 3.436(2) 54502
N(1) C(18) 3.412(2) 54502
N(1) C(19) 3.588(2) 54502
C(1) C(18) 3.496(2) 54502
C(2) C(3) 3.548(2) 65603
C(3) C(2) 3.548(2) 65603
C(3) C(13) 3.569(3) 54602
C(6) O(1) 3.192(2) 45404
C(9) N(1) 3.485(2) 54504
C(13) C(3) 3.569(3) 55602
C(17) N(1) 3.436(2) 55502
C(18) N(1) 3.412(2) 55502
C(18) C(1) 3.496(2) 55502
C(19) N(1) 3.588(2) 55502
O(1) H(7) 2.371(19) 55504
O(1) H(11) 3.188(16) 54602
O(1) H(12) 3.086(16) 65703
N(1) H(8) 3.255(14) 44404
N(1) H(9) 2.710(17) 44404
C(1) H(9) 2.960(15) 44404
C(1) H(12) 3.26(2) 54602
C(1) H(18) 3.475(16) 54502
C(2) H(4) 3.490(15) 65603
C(2) H(6) 3.460(15) 65603
C(2) H(8) 3.336(18) 65603
C(2) H(17) 3.586(19) 54502
C(2) H(19) 3.378(15) 55502
C(3) H(4) 2.863(16) 65603
C(3) H(13) 3.38(2) 54602
C(3) H(14) 3.20(2) 54602
C(4) H(4) 3.088(17) 65603
C(4) H(14) 2.98(2) 54602
C(4) H(17) 3.224(19) 55504
C(5) H(17) 3.080(17) 55504
C(5) H(18) 3.511(19) 55502
C(5) H(19) 3.540(18) 55502
C(6) H(12) 3.203(18) 55602
C(6) H(12) 3.370(19) 45404
C(6) H(13) 3.476(19) 55602
C(6) H(14) 3.504(19) 45404
C(6) H(17) 3.435(16) 55504
C(6) H(18) 3.403(19) 55502
C(6) H(19) 3.207(19) 55502
C(7) H(4) 3.464(19) 65603
C(7) H(10) 3.395(17) 54602
C(7) H(14) 2.93(2) 54602
C(7) H(16) 2.938(18) 55504
C(7) H(17) 3.40(2) 55504
C(8) H(4) 3.274(19) 65603
C(8) H(10) 3.110(18) 54602
C(8) H(14) 3.514(18) 54602
C(8) H(16) 3.143(18) 55504
C(9) H(2) 3.500(14) 54504
C(9) H(7) 3.263(18) 55504
C(9) H(10) 3.115(16) 54602
C(9) H(11) 3.528(18) 54602
C(9) H(16) 3.256(18) 55504
C(10) H(7) 3.061(17) 55504
C(10) H(10) 3.407(16) 54602
C(10) H(11) 3.335(16) 54602
C(10) H(16) 3.161(19) 55504
C(11) H(16) 3.41(2) 55603
C(11) H(16) 2.93(2) 55504
C(12) H(14) 3.26(2) 54602
C(12) H(16) 2.800(18) 55504
C(13) H(2) 3.388(16) 55602
C(13) H(3) 3.378(18) 55602
C(13) H(6) 3.385(16) 55602
C(13) H(7) 3.44(2) 54602
C(13) H(7) 3.03(2) 55504
C(14) H(1) 3.014(18) 55502
C(14) H(8) 2.917(15) 44404
C(14) H(9) 3.091(17) 44404
C(15) H(1) 2.881(19) 55502
C(15) H(8) 3.543(15) 44404
C(15) H(9) 3.442(16) 44404
C(15) H(10) 3.444(17) 55603
C(15) H(19) 3.277(15) 55502
C(16) H(1) 2.717(19) 55502
C(16) H(10) 3.253(18) 55603
C(16) H(13) 3.181(18) 55603
C(17) H(1) 2.694(16) 55502
C(17) H(3) 3.186(18) 55502
C(17) H(4) 3.174(18) 55502
C(17) H(6) 3.397(15) 44404
C(17) H(13) 2.96(2) 55603
C(17) H(18) 3.258(18) 55503
C(18) H(1) 2.787(16) 55502
C(18) H(3) 2.777(17) 55502
C(18) H(5) 3.584(17) 54502
C(18) H(6) 2.946(14) 44404
C(18) H(8) 3.219(16) 44404
C(18) H(17) 3.464(19) 55503
C(18) H(18) 3.414(16) 55503
C(19) H(1) 2.929(17) 55502
C(19) H(3) 3.409(16) 55502
C(19) H(5) 3.075(17) 54502
C(19) H(6) 3.380(13) 44404
C(19) H(8) 2.753(16) 44404
H(1) C(14) 3.014(18) 54502
H(1) C(15) 2.881(19) 54502
H(1) C(16) 2.717(19) 54502
H(1) C(17) 2.694(16) 54502
H(1) C(18) 2.787(16) 54502
H(1) C(19) 2.929(17) 54502
H(1) H(8) 3.39(2) 44404
H(1) H(9) 3.14(2) 44404
H(1) H(15) 3.49(2) 54502
H(1) H(16) 3.26(2) 54502
H(1) H(17) 3.22(2) 54502
H(1) H(18) 3.32(2) 54502
H(1) H(19) 3.51(2) 54502
H(2) C(9) 3.500(14) 44404
H(2) C(13) 3.388(16) 54602
H(2) H(9) 2.63(2) 44404
H(2) H(12) 2.74(2) 54602
H(2) H(14) 3.45(2) 54602
H(3) C(13) 3.378(18) 54602
H(3) C(17) 3.186(18) 54502
H(3) C(18) 2.777(17) 54502
H(3) C(19) 3.409(16) 54502
H(3) H(7) 3.44(2) 54501
H(3) H(9) 2.94(2) 44404
H(3) H(12) 2.87(2) 54602
H(3) H(13) 3.22(2) 54602
H(3) H(17) 3.32(2) 54502
H(3) H(18) 2.59(2) 54502
H(4) C(2) 3.490(15) 65603
H(4) C(3) 2.863(16) 65603
H(4) C(4) 3.088(17) 65603
H(4) C(7) 3.464(19) 65603
H(4) C(8) 3.274(19) 65603
H(4) C(17) 3.174(18) 54502
H(4) H(4) 3.31(2) 65603
H(4) H(6) 2.91(2) 65603
H(4) H(8) 2.73(2) 65603
H(4) H(17) 2.75(2) 54502
H(4) H(18) 3.56(2) 54504
H(5) C(18) 3.584(17) 55502
H(5) C(19) 3.075(17) 55502
H(5) H(6) 3.30(2) 65603
H(5) H(8) 3.03(2) 65603
H(5) H(18) 3.35(2) 55502
H(5) H(19) 2.38(2) 55502
H(6) C(2) 3.460(15) 65603
H(6) C(13) 3.385(16) 54602
H(6) C(17) 3.397(15) 54504
H(6) C(18) 2.946(14) 54504
H(6) C(19) 3.380(13) 54504
H(6) H(4) 2.91(2) 65603
H(6) H(5) 3.30(2) 65603
H(6) H(13) 2.95(2) 54602
H(6) H(14) 3.16(2) 54602
H(6) H(18) 2.90(2) 54504
H(7) O(1) 2.371(19) 45404
H(7) C(9) 3.263(18) 45404
H(7) C(10) 3.061(17) 45404
H(7) C(13) 3.44(2) 55602
H(7) C(13) 3.03(2) 45404
H(7) H(3) 3.44(2) 56501
H(7) H(9) 2.91(2) 45404
H(7) H(12) 2.79(2) 55602
H(7) H(12) 2.93(3) 45404
H(7) H(13) 3.48(2) 55602
H(7) H(14) 3.06(2) 45404
H(7) H(18) 3.55(2) 55502
H(7) H(19) 3.17(3) 55502
H(8) N(1) 3.255(14) 54504
H(8) C(2) 3.336(18) 65603
H(8) C(14) 2.917(15) 54504
H(8) C(15) 3.543(15) 54504
H(8) C(18) 3.219(16) 54504
H(8) C(19) 2.753(16) 54504
H(8) H(1) 3.39(2) 54504
H(8) H(4) 2.73(2) 65603
H(8) H(5) 3.03(2) 65603
H(8) H(10) 3.51(2) 54602
H(8) H(19) 2.92(2) 54504
H(9) N(1) 2.710(17) 54504
H(9) C(1) 2.960(15) 54504
H(9) C(14) 3.091(17) 54504
H(9) C(15) 3.442(16) 54504
H(9) H(1) 3.14(2) 54504
H(9) H(2) 2.63(2) 54504
H(9) H(3) 2.94(2) 54504
H(9) H(7) 2.91(2) 55504
H(9) H(10) 3.48(2) 54602
H(9) H(11) 3.53(2) 54602
H(9) H(12) 3.54(2) 65703
H(9) H(15) 3.45(2) 54504
H(10) C(7) 3.395(17) 55602
H(10) C(8) 3.110(18) 55602
H(10) C(9) 3.115(16) 55602
H(10) C(10) 3.407(16) 55602
H(10) C(15) 3.444(17) 55603
H(10) C(16) 3.253(18) 55603
H(10) H(8) 3.51(2) 55602
H(10) H(9) 3.48(2) 55602
H(10) H(15) 3.49(2) 55603
H(10) H(16) 3.20(2) 55603
H(10) H(16) 3.39(2) 55504
H(11) O(1) 3.188(16) 55602
H(11) C(9) 3.528(18) 55602
H(11) C(10) 3.335(16) 55602
H(11) H(9) 3.53(2) 55602
H(11) H(14) 3.44(2) 54602
H(11) H(15) 3.45(2) 55603
H(11) H(16) 3.18(2) 55504
H(12) O(1) 3.086(16) 65703
H(12) C(1) 3.26(2) 55602
H(12) C(6) 3.203(18) 54602
H(12) C(6) 3.370(19) 55504
H(12) H(2) 2.74(2) 55602
H(12) H(3) 2.87(2) 55602
H(12) H(7) 2.79(2) 54602
H(12) H(7) 2.93(3) 55504
H(12) H(9) 3.54(2) 65703
H(12) H(12) 3.27(2) 65703
H(13) C(3) 3.38(2) 55602
H(13) C(6) 3.476(19) 54602
H(13) C(16) 3.181(18) 55603
H(13) C(17) 2.96(2) 55603
H(13) H(3) 3.22(2) 55602
H(13) H(6) 2.95(2) 55602
H(13) H(7) 3.48(2) 54602
H(13) H(16) 3.19(2) 55603
H(13) H(17) 2.83(2) 55603
H(14) C(3) 3.20(2) 55602
H(14) C(4) 2.98(2) 55602
H(14) C(6) 3.504(19) 55504
H(14) C(7) 2.93(2) 55602
H(14) C(8) 3.514(19) 55602
H(14) C(12) 3.26(2) 55602
H(14) H(2) 3.45(2) 55602
H(14) H(6) 3.16(2) 55602
H(14) H(7) 3.06(2) 55504
H(14) H(11) 3.44(2) 55602
H(15) H(1) 3.49(2) 55502
H(15) H(9) 3.45(2) 44404
H(15) H(10) 3.49(2) 55603
H(15) H(11) 3.45(2) 55603
H(15) H(19) 3.25(2) 55502
H(16) C(7) 2.938(18) 45404
H(16) C(8) 3.143(18) 45404
H(16) C(9) 3.256(18) 45404
H(16) C(10) 3.161(19) 45404
H(16) C(11) 3.41(2) 55603
H(16) C(11) 2.93(2) 45404
H(16) C(12) 2.800(18) 45404
H(16) H(1) 3.26(2) 55502
H(16) H(10) 3.20(2) 55603
H(16) H(10) 3.39(2) 45404
H(16) H(11) 3.18(2) 45404
H(16) H(13) 3.19(2) 55603
H(17) C(2) 3.586(19) 55502
H(17) C(4) 3.224(19) 45404
H(17) C(5) 3.080(17) 45404
H(17) C(6) 3.435(16) 45404
H(17) C(7) 3.40(2) 45404
H(17) C(18) 3.464(19) 55503
H(17) H(1) 3.22(2) 55502
H(17) H(3) 3.32(2) 55502
H(17) H(4) 2.75(2) 55502
H(17) H(13) 2.83(2) 55603
H(17) H(18) 2.52(2) 55503
H(18) C(1) 3.475(16) 55502
H(18) C(5) 3.511(19) 54502
H(18) C(6) 3.403(19) 54502
H(18) C(17) 3.258(18) 55503
H(18) C(18) 3.414(16) 55503
H(18) H(1) 3.32(2) 55502
H(18) H(3) 2.59(2) 55502
H(18) H(4) 3.56(2) 44404
H(18) H(5) 3.35(2) 54502
H(18) H(6) 2.90(2) 44404
H(18) H(7) 3.55(2) 54502
H(18) H(17) 2.52(2) 55503
H(18) H(18) 2.87(2) 55503
H(19) C(2) 3.378(15) 54502
H(19) C(5) 3.540(18) 54502
H(19) C(6) 3.207(19) 54502
H(19) C(15) 3.277(15) 54502
H(19) H(1) 3.51(2) 55502
H(19) H(5) 2.38(2) 54502
H(19) H(7) 3.17(3) 54502
H(19) H(8) 2.92(2) 44404
H(19) H(15) 3.25(2) 54502
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(13) O(1) C(10) C(9) 172.72(16)
C(13) O(1) C(10) C(11) -6.9(2)
C(1) N(1) C(14) C(15) -13.1(2)
C(1) N(1) C(14) C(19) 170.93(16)
C(14) N(1) C(1) C(2) -79.3(2)
N(1) C(1) C(2) C(3) -176.56(14)
C(1) C(2) C(3) C(4) -99.9(2)
C(2) C(3) C(4) C(5) 1.3(2)
C(2) C(3) C(4) C(7) -179.52(16)
C(3) C(4) C(5) C(6) 7(18)
C(3) C(4) C(7) C(8) 22.1(2)
C(3) C(4) C(7) C(12) -158.20(17)
C(5) C(4) C(7) C(8) -158.70(15)
C(5) C(4) C(7) C(12) 21.0(2)
C(7) C(4) C(5) C(6) -172(19)
C(4) C(7) C(8) C(9) -179.10(15)
C(4) C(7) C(12) C(11) 179.45(15)
C(8) C(7) C(12) C(11) -0.8(2)
C(12) C(7) C(8) C(9) 1.1(2)
C(7) C(8) C(9) C(10) -0.6(2)
C(8) C(9) C(10) O(1) -179.93(14)
C(8) C(9) C(10) C(11) -0.2(2)
O(1) C(10) C(11) C(12) -179.76(15)
C(9) C(10) C(11) C(12) 0.6(2)
C(10) C(11) C(12) C(7) -0.1(2)
N(1) C(14) C(15) C(16) -173.86(16)
N(1) C(14) C(19) C(18) 173.29(16)
C(15) C(14) C(19) C(18) -2.8(2)
C(19) C(14) C(15) C(16) 2.1(2)
C(14) C(15) C(16) C(17) 0.1(2)
C(15) C(16) C(17) C(18) -1.7(2)
C(16) C(17) C(18) C(19) 1.0(2)
C(17) C(18) C(19) C(14) 1.3(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660360
