#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2203177.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_2203177
loop_
_publ_author_name
'Sema \"Ozt\"urk'
'Mehmet Akkurt'
'Edmont Stoyanov'
'Orhan B\"uy\"ukg\"ung\"or'
'Dieter Heber'
_publ_section_title
;
Methyl 6-amino-5-cyano-2-methoxycarbonylmethyl-4-phenyl-4H-pyran-3-carboxylate
;
_journal_issue                 2
_journal_name_full             'Acta Crystallographica, Section E'
_journal_page_first            o283
_journal_page_last             o284
_journal_volume                60
_journal_year                  2004
_chemical_formula_iupac        'C17 H16 N2 O5'
_chemical_formula_moiety       'C17 H16 N2 O5'
_chemical_formula_structural   ?
_chemical_formula_sum          'C17 H16 N2 O5'
_chemical_formula_weight       328.32
_chemical_melting_point        ?
_chemical_name_common          ?
_chemical_name_systematic
;
Methyl 6-amino-5-cyano-2-methoxycarbonylmethyl-4-phenyl-4H-pyran-3-carboxylate
;
_symmetry_cell_setting         Triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary   direct
_atom_sites_solution_secondary difmap
_cell_angle_alpha              67.340(7)
_cell_angle_beta               87.008(8)
_cell_angle_gamma              76.740(7)
_cell_formula_units_Z          2
_cell_length_a                 8.1635(8)
_cell_length_b                 10.0366(9)
_cell_length_c                 10.6641(10)
_cell_measurement_reflns_used  8916
_cell_measurement_temperature  293
_cell_measurement_theta_max    27.04
_cell_measurement_theta_min    2.07
_cell_volume                   784.17(14)
_computing_cell_refinement     X-AREA
_computing_data_collection     'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction      'X-RED (Stoe & Cie, 2002)'
_computing_molecular_graphics  'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution  'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature    293
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device     '2-circle goniometer'
_diffrn_measurement_device_type 'Stoe IPDS-II'
_diffrn_measurement_method     '\w rotation'
_diffrn_radiation_monochromator 'plane graphite'
_diffrn_radiation_type         'Mo K\a'
_diffrn_radiation_wavelength   0.71073
_diffrn_reflns_av_R_equivalents 0.0242
_diffrn_reflns_av_sigmaI/netI  0.0226
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_k_max     12
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_l_max     13
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_number          11291
_diffrn_reflns_reduction_process ' ?'
_diffrn_reflns_theta_full      26.00
_diffrn_reflns_theta_max       26.00
_diffrn_reflns_theta_min       2.07
_diffrn_standards_decay_%      <2
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_number       0
_exptl_absorpt_coefficient_mu  0.104
_exptl_absorpt_correction_T_max 0.9811
_exptl_absorpt_correction_T_min 0.9681
_exptl_absorpt_correction_type integration
_exptl_absorpt_process_details 'STOE X-RED (Stoe & Cie, 2002)'
_exptl_crystal_colour          colorless
_exptl_crystal_density_diffrn  1.390
_exptl_crystal_density_meas    ?
_exptl_crystal_density_method  'Not Measured'
_exptl_crystal_description     prism
_exptl_crystal_F_000           344
_exptl_crystal_size_max        0.40
_exptl_crystal_size_mid        0.33
_exptl_crystal_size_min        0.27
_exptl_crystal_size_rad        ?
_refine_diff_density_max       0.208
_refine_diff_density_min       -0.167
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack ?
_refine_ls_extinction_method   none
_refine_ls_goodness_of_fit_ref 1.050
_refine_ls_hydrogen_treatment  mixed
_refine_ls_matrix_type         full
_refine_ls_number_constraints  ?
_refine_ls_number_parameters   225
_refine_ls_number_reflns       3065
_refine_ls_number_restraints   0
_refine_ls_restrained_S_all    1.050
_refine_ls_R_factor_all        0.0520
_refine_ls_R_factor_gt         0.0375
_refine_ls_shift/su_max        0.000
_refine_ls_shift/su_mean       0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0681P)^2^] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme    calc
_refine_ls_wR_factor_gt        0.1038
_refine_ls_wR_factor_ref       0.1084
_reflns_number_gt              2265
_reflns_number_total           3065
_reflns_threshold_expression   I>2\s(I)
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0351(5) 0.0316(5) 0.0559(6) -0.0019(4) -0.0016(4) -0.0100(4)
O2 0.0395(6) 0.0531(7) 0.0992(10) -0.0033(5) -0.0083(6) -0.0295(7)
O3 0.0497(6) 0.0382(6) 0.0831(8) -0.0118(5) -0.0031(6) -0.0173(6)
O4 0.0648(7) 0.0469(6) 0.0482(6) -0.0001(5) 0.0006(5) -0.0168(5)
O5 0.1145(12) 0.0620(9) 0.0697(9) 0.0377(8) -0.0180(8) -0.0175(7)
N1 0.0519(8) 0.0367(8) 0.1083(13) -0.0038(6) -0.0055(8) -0.0062(8)
N2 0.0384(7) 0.0380(8) 0.0746(10) -0.0071(6) 0.0042(6) -0.0148(7)
C1 0.0401(7) 0.0326(7) 0.0374(7) -0.0049(6) 0.0027(6) -0.0130(6)
C2 0.0388(7) 0.0336(7) 0.0347(7) -0.0035(6) 0.0015(5) -0.0128(6)
C3 0.0355(7) 0.0324(7) 0.0377(7) -0.0008(5) -0.0024(5) -0.0100(6)
C4 0.0387(7) 0.0324(7) 0.0374(7) -0.0021(6) 0.0028(6) -0.0092(6)
C5 0.0408(7) 0.0319(7) 0.0370(7) -0.0045(6) 0.0035(6) -0.0102(6)
C6 0.0385(7) 0.0386(9) 0.0554(9) -0.0051(6) 0.0027(6) -0.0104(7)
C7 0.0350(7) 0.0347(7) 0.0495(8) -0.0084(6) 0.0064(6) -0.0169(6)
C8 0.0595(9) 0.0513(9) 0.0495(9) -0.0011(8) 0.0090(8) -0.0179(8)
C9 0.0893(14) 0.0732(13) 0.0540(10) -0.0172(11) 0.0196(10) -0.0277(9)
C10 0.0751(12) 0.0702(13) 0.0867(14) -0.0212(10) 0.0363(11) -0.0503(11)
C11 0.0521(9) 0.0539(10) 0.0934(15) -0.0084(8) 0.0217(9) -0.0394(10)
C12 0.0391(7) 0.0414(8) 0.0681(10) -0.0038(6) 0.0055(7) -0.0231(7)
C13 0.0426(8) 0.0385(8) 0.0404(7) -0.0046(6) 0.0006(6) -0.0152(6)
C14 0.0645(11) 0.0520(11) 0.0927(14) -0.0245(9) -0.0065(10) -0.0232(10)
C15 0.0403(7) 0.0333(7) 0.0514(8) -0.0006(6) 0.0008(6) -0.0168(6)
C16 0.0473(8) 0.0329(8) 0.0557(9) -0.0005(6) -0.0008(7) -0.0143(7)
C17 0.0969(15) 0.0673(12) 0.0478(10) -0.0164(11) 0.0035(9) -0.0195(9)
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_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
O1 0.40695(11) 0.52636(10) 0.81210(10) 0.0438(3) Uani . . 1.000 O
O2 0.97587(14) 0.55060(13) 0.83954(14) 0.0647(5) Uani . . 1.000 O
O3 0.78344(14) 0.76208(12) 0.77532(13) 0.0583(4) Uani . . 1.000 O
O4 0.50094(15) 0.75340(12) 0.52865(11) 0.0559(4) Uani . . 1.000 O
O5 0.3118(2) 0.94787(16) 0.53574(14) 0.0937(6) Uani . . 1.000 O
N1 0.68042(19) 0.01653(16) 1.01444(19) 0.0731(6) Uani . . 1.000 N
N2 0.30759(17) 0.32262(17) 0.88770(15) 0.0528(5) Uani . . 1.000 N
C1 0.53023(17) 0.60543(15) 0.79822(13) 0.0375(4) Uani . . 1.000 C
C2 0.69315(16) 0.53912(14) 0.82513(13) 0.0366(4) Uani . . 1.000 C
C3 0.75493(16) 0.37375(15) 0.86413(13) 0.0373(4) Uani . . 1.000 C
C4 0.60800(17) 0.29921(15) 0.90446(13) 0.0386(4) Uani . . 1.000 C
C5 0.44668(17) 0.37541(14) 0.87126(13) 0.0382(4) Uani . . 1.000 C
C6 0.64477(18) 0.14331(17) 0.96493(16) 0.0472(5) Uani . . 1.000 C
C7 0.84903(16) 0.33496(15) 0.75112(14) 0.0396(4) Uani . . 1.000 C
C8 0.7997(2) 0.41403(19) 0.61622(16) 0.0562(5) Uani . . 1.000 C
C9 0.8832(3) 0.3707(2) 0.51613(19) 0.0720(7) Uani . . 1.000 C
C10 1.0151(3) 0.2483(2) 0.5523(2) 0.0715(8) Uani . . 1.000 C
C11 1.0642(2) 0.1694(2) 0.6855(2) 0.0644(7) Uani . . 1.000 C
C12 0.98263(18) 0.21245(17) 0.78493(18) 0.0500(5) Uani . . 1.000 C
C13 0.83082(18) 0.61600(16) 0.81460(14) 0.0413(4) Uani . . 1.000 C
C14 0.9121(2) 0.8413(2) 0.7708(2) 0.0688(7) Uani . . 1.000 C
C15 0.44315(18) 0.76588(15) 0.74352(15) 0.0428(4) Uani . . 1.000 C
C16 0.40986(19) 0.83295(16) 0.59188(16) 0.0475(5) Uani . . 1.000 C
C17 0.4819(3) 0.8124(2) 0.38221(18) 0.0719(7) Uani . . 1.000 C
H2A 0.213(2) 0.385(2) 0.8723(18) 0.058(5) Uiso . . 1.000 H
H2B 0.314(2) 0.226(2) 0.9154(19) 0.066(5) Uiso . . 1.000 H
H3 0.83270 0.33540 0.94350 0.0450 Uiso calc R 1.000 H
H8 0.71020 0.49670 0.59190 0.0670 Uiso calc R 1.000 H
H9 0.84990 0.42450 0.42510 0.0860 Uiso calc R 1.000 H
H10 1.07100 0.21930 0.48560 0.0860 Uiso calc R 1.000 H
H11 1.15300 0.08630 0.70950 0.0770 Uiso calc R 1.000 H
H12 1.01770 0.15860 0.87560 0.0600 Uiso calc R 1.000 H
H14A 0.86210 0.94550 0.74100 0.1030 Uiso calc R 1.000 H
H14B 0.99580 0.82470 0.70860 0.1030 Uiso calc R 1.000 H
H14C 0.96380 0.80660 0.85990 0.1030 Uiso calc R 1.000 H
H15A 0.51150 0.82060 0.76730 0.0510 Uiso calc R 1.000 H
H15B 0.33670 0.77740 0.78740 0.0510 Uiso calc R 1.000 H
H17A 0.55400 0.74510 0.34790 0.1080 Uiso calc R 1.000 H
H17B 0.51210 0.90670 0.34520 0.1080 Uiso calc R 1.000 H
H17C 0.36690 0.82450 0.35620 0.1080 Uiso calc R 1.000 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 C5 . . . 120.16(11) yes
C13 O3 C14 . . . 117.52(13) yes
C16 O4 C17 . . . 117.07(14) yes
C5 N2 H2A . . . 117.5(13) no
C5 N2 H2B . . . 120.9(11) no
H2A N2 H2B . . . 121.6(17) no
C2 C1 C15 . . . 131.00(14) no
O1 C1 C15 . . . 106.70(12) yes
O1 C1 C2 . . . 122.21(14) yes
C3 C2 C13 . . . 113.22(12) no
C1 C2 C13 . . . 125.12(14) no
C1 C2 C3 . . . 121.60(13) no
C2 C3 C4 . . . 109.81(12) no
C2 C3 C7 . . . 112.66(11) no
C4 C3 C7 . . . 110.22(12) no
C5 C4 C6 . . . 119.70(14) no
C3 C4 C5 . . . 122.29(13) no
C3 C4 C6 . . . 117.62(13) no
O1 C5 N2 . . . 110.40(13) yes
O1 C5 C4 . . . 121.13(13) yes
N2 C5 C4 . . . 128.47(15) yes
N1 C6 C4 . . . 177.64(17) yes
C8 C7 C12 . . . 118.84(15) no
C3 C7 C8 . . . 121.82(14) no
C3 C7 C12 . . . 119.25(13) no
C7 C8 C9 . . . 120.26(17) no
C8 C9 C10 . . . 119.81(17) no
C9 C10 C11 . . . 120.23(19) no
C10 C11 C12 . . . 120.18(19) no
C7 C12 C11 . . . 120.68(16) no
O3 C13 C2 . . . 115.45(13) yes
O2 C13 O3 . . . 122.24(15) yes
O2 C13 C2 . . . 122.32(15) yes
C1 C15 C16 . . . 114.26(13) no
O4 C16 O5 . . . 124.03(15) yes
O4 C16 C15 . . . 113.32(14) yes
O5 C16 C15 . . . 122.65(15) yes
C2 C3 H3 . . . 107.99 no
C4 C3 H3 . . . 108.02 no
C7 C3 H3 . . . 107.99 no
C7 C8 H8 . . . 119.84 no
C9 C8 H8 . . . 119.90 no
C8 C9 H9 . . . 120.08 no
C10 C9 H9 . . . 120.11 no
C9 C10 H10 . . . 119.90 no
C11 C10 H10 . . . 119.87 no
C10 C11 H11 . . . 119.91 no
C12 C11 H11 . . . 119.92 no
C7 C12 H12 . . . 119.66 no
C11 C12 H12 . . . 119.66 no
O3 C14 H14A . . . 109.47 no
O3 C14 H14B . . . 109.54 no
O3 C14 H14C . . . 109.47 no
H14A C14 H14B . . . 109.45 no
H14A C14 H14C . . . 109.40 no
H14B C14 H14C . . . 109.49 no
C1 C15 H15A . . . 108.67 no
C1 C15 H15B . . . 108.70 no
C16 C15 H15A . . . 108.67 no
C16 C15 H15B . . . 108.70 no
H15A C15 H15B . . . 107.64 no
O4 C17 H17A . . . 109.46 no
O4 C17 H17B . . . 109.47 no
O4 C17 H17C . . . 109.45 no
H17A C17 H17B . . . 109.50 no
H17A C17 H17C . . . 109.43 no
H17B C17 H17C . . . 109.51 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . . 1.3874(18) yes
O1 C5 . . 1.3631(18) yes
O2 C13 . . 1.202(2) yes
O3 C13 . . 1.326(2) yes
O3 C14 . . 1.444(2) yes
O4 C16 . . 1.317(2) yes
O4 C17 . . 1.444(2) yes
O5 C16 . . 1.193(2) yes
N1 C6 . . 1.145(2) yes
N2 C5 . . 1.336(2) yes
N2 H2A . . 0.853(19) no
N2 H2B . . 0.89(2) no
C1 C15 . . 1.494(2) no
C1 C2 . . 1.335(2) no
C2 C13 . . 1.480(2) no
C2 C3 . . 1.513(2) no
C3 C4 . . 1.514(2) no
C3 C7 . . 1.524(2) no
C4 C6 . . 1.408(2) no
C4 C5 . . 1.350(2) no
C7 C12 . . 1.384(2) no
C7 C8 . . 1.377(2) no
C8 C9 . . 1.392(3) no
C9 C10 . . 1.374(3) no
C10 C11 . . 1.361(3) no
C11 C12 . . 1.379(3) no
C15 C16 . . 1.505(2) no
C3 H3 . . 0.9801 no
C8 H8 . . 0.9303 no
C9 H9 . . 0.9296 no
C10 H10 . . 0.9293 no
C11 H11 . . 0.9296 no
C12 H12 . . 0.9296 no
C14 H14A . . 0.9607 no
C14 H14B . . 0.9593 no
C14 H14C . . 0.9601 no
C15 H15A . . 0.9695 no
C15 H15B . . 0.9699 no
C17 H17A . . 0.9603 no
C17 H17B . . 0.9599 no
C17 H17C . . 0.9602 no
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
O1 O4 3.1892(15) . . no
O2 N2 3.038(2) . 1_655 no
O2 C7 3.057(2) . . no
O2 O2 3.190(2) . 2_767 no
O3 C15 2.8059(19) . . no
O4 O1 3.1892(15) . . no
O4 C2 3.2885(17) . . no
O5 C16 3.394(2) . 2_676 no
O2 H14C 2.6401 . . no
O2 H14B 2.6012 . . no
O2 H3 2.5373 . . no
O2 H2A 2.186(19) . 1_655 no
O3 H15A 2.1595 . . no
O4 H8 2.6026 . . no
O5 H10 2.8465 . 1_465 no
O5 H17B 2.6388 . . no
O5 H17C 2.6235 . . no
O5 H11 2.8198 . 1_465 no
O5 H17B 2.8966 . 2_676 no
N1 N1 3.083(2) . 2_657 no
N1 N2 3.132(2) . 2_657 no
N1 C6 3.360(2) . 2_657 no
N1 C12 3.369(2) . 2_757 no
N2 N1 3.132(2) . 2_657 no
N2 O2 3.038(2) . 1_455 no
N1 H12 2.6952 . 2_757 no
N1 H2B 2.24(2) . 2_657 no
C1 C8 3.576(2) . . no
C2 O4 3.2885(17) . . no
C4 C15 3.573(2) . 2_667 no
C6 C12 3.328(2) . . no
C6 N1 3.360(2) . 2_657 no
C6 C15 3.559(2) . 2_667 no
C7 O2 3.057(2) . . no
C8 C17 3.580(3) . 2_666 no
C8 C1 3.576(2) . . no
C8 C13 3.499(2) . . no
C9 C9 3.465(3) . 2_766 no
C11 C14 3.559(3) . 1_545 no
C12 C6 3.328(2) . . no
C12 N1 3.369(2) . 2_757 no
C13 C8 3.499(2) . . no
C14 C11 3.559(3) . 1_565 no
C15 O3 2.8059(19) . . no
C15 C4 3.573(2) . 2_667 no
C15 C6 3.559(2) . 2_667 no
C16 O5 3.394(2) . 2_676 no
C17 C8 3.580(3) . 2_666 no
C1 H8 2.9946 . . no
C2 H8 2.6720 . . no
C5 H17A 3.0179 . 2_666 no
C6 H15B 3.0575 . 2_667 no
C6 H2B 2.654(17) . . no
C8 H17C 2.9286 . 2_666 no
C9 H17C 3.0578 . 2_666 no
C11 H14A 2.9489 . 1_545 no
C13 H15A 2.8548 . . no
C14 H10 3.0114 . 2_766 no
H2A O2 2.186(19) . 1_455 no
H2B C6 2.654(17) . . no
H2B N1 2.24(2) . 2_657 no
H3 O2 2.5373 . . no
H3 H12 2.3665 . . no
H3 H14C 2.4823 . 2_767 no
H8 O4 2.6026 . . no
H8 C1 2.9946 . . no
H8 C2 2.6720 . . no
H10 O5 2.8465 . 1_645 no
H10 C14 3.0114 . 2_766 no
H10 H14B 2.3905 . 2_766 no
H11 O5 2.8198 . 1_645 no
H12 H3 2.3665 . . no
H12 N1 2.6952 . 2_757 no
H14A C11 2.9489 . 1_565 no
H14A H17C 2.5054 . 2_676 no
H14B O2 2.6012 . . no
H14B H10 2.3905 . 2_766 no
H14C O2 2.6401 . . no
H14C H3 2.4823 . 2_767 no
H15A O3 2.1595 . . no
H15A C13 2.8548 . . no
H15A H17B 2.4939 . 2_676 no
H15B C6 3.0575 . 2_667 no
H17A C5 3.0179 . 2_666 no
H17B O5 2.6388 . . no
H17B O5 2.8966 . 2_676 no
H17B H15A 2.4939 . 2_676 no
H17C O5 2.6235 . . no
H17C C8 2.9286 . 2_666 no
H17C C9 3.0578 . 2_666 no
H17C H14A 2.5054 . 2_676 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2A O2 1_455 0.853(19) 2.186(19) 3.038(2) 176.8(15) yes
N2 H2B N1 2_657 0.89(2) 2.24(2) 3.132(2) 177.8(16) yes
C15 H15A O3 . 0.97 2.16 2.8059(19) 123 no
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 O1 C1 C2 . . . . 8.69(19) no
C5 O1 C1 C15 . . . . -174.35(11) no
C1 O1 C5 N2 . . . . 173.34(12) yes
C1 O1 C5 C4 . . . . -6.97(19) no
C14 O3 C13 C2 . . . . 176.63(13) yes
C14 O3 C13 O2 . . . . -3.6(2) yes
C17 O4 C16 O5 . . . . 1.4(3) yes
C17 O4 C16 C15 . . . . -177.66(15) yes
C2 C1 C15 C16 . . . . 94.67(19) yes
O1 C1 C2 C3 . . . . 3.9(2) no
O1 C1 C15 C16 . . . . -81.92(15) yes
O1 C1 C2 C13 . . . . -179.03(12) no
C15 C1 C2 C3 . . . . -172.22(13) no
C15 C1 C2 C13 . . . . 4.8(2) no
C3 C2 C13 O3 . . . . 177.41(12) no
C13 C2 C3 C4 . . . . 166.92(11) no
C1 C2 C13 O3 . . . . 0.1(2) yes
C1 C2 C3 C7 . . . . 107.56(15) no
C13 C2 C3 C7 . . . . -69.82(15) no
C3 C2 C13 O2 . . . . -2.4(2) yes
C1 C2 C13 O2 . . . . -179.64(15) yes
C1 C2 C3 C4 . . . . -15.70(17) no
C2 C3 C7 C12 . . . . 145.84(14) no
C4 C3 C7 C12 . . . . -91.13(16) no
C2 C3 C4 C5 . . . . 17.44(18) no
C7 C3 C4 C5 . . . . -107.25(15) no
C4 C3 C7 C8 . . . . 85.57(18) no
C7 C3 C4 C6 . . . . 65.47(16) no
C2 C3 C4 C6 . . . . -169.85(12) no
C2 C3 C7 C8 . . . . -37.47(19) no
C6 C4 C5 N2 . . . . -0.1(2) yes
C3 C4 C5 N2 . . . . 172.46(14) yes
C3 C4 C5 O1 . . . . -7.2(2) no
C6 C4 C5 O1 . . . . -179.74(13) no
C3 C7 C12 C11 . . . . 176.26(15) no
C12 C7 C8 C9 . . . . 0.1(3) no
C3 C7 C8 C9 . . . . -176.61(17) no
C8 C7 C12 C11 . . . . -0.5(2) no
C7 C8 C9 C10 . . . . 0.2(3) no
C8 C9 C10 C11 . . . . 0.0(3) no
C9 C10 C11 C12 . . . . -0.5(3) no
C10 C11 C12 C7 . . . . 0.7(3) no
C1 C15 C16 O5 . . . . 163.51(16) yes
C1 C15 C16 O4 . . . . -17.38(19) yes