#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:05:27 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180286 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/00/7150045.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_7150045
loop_
_publ_author_name
'Kawabata, Takeo'
'Majumdar, Swapan'
'Tsubaki, Kazunori'
'Monguchi, Daiki'
_publ_section_title
;
 Memory of chirality in intramolecular conjugate addition of enolates:
 a novel access to nitrogen heterocycles with contiguous quaternary and
 tertiary stereocenters.
;
_journal_issue                   9
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1609
_journal_page_last               1611
_journal_paper_doi               10.1039/b416535g
_journal_volume                  3
_journal_year                    2005
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C35 H36 N2 O4'
_chemical_formula_sum            'C35 H36 N2 O4'
_chemical_formula_weight         548.66
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 114.160(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.197(5)
_cell_length_b                   16.139(8)
_cell_length_c                   10.043(5)
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      25.5
_cell_measurement_theta_min      2.52
_cell_volume                     1508.0(13)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0755
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            10224
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.52
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9922
_exptl_absorpt_correction_T_min  0.9844
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.185
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -2.3(16)
_refine_ls_extinction_coef       0.018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         5534
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0621
_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/[σ²(Fo²)+(0.0542P)²+0.1123P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1216
_refine_ls_wR_factor_ref         0.1359
_reflns_number_gt                4210
_reflns_number_total             5534
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b416535g.txt
_cod_data_source_block           compound_1
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7150045
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.0736(3) 0.16035(16) 0.9490(3) 0.0268(7) Uani 1 1 d . . .
C1 C 0.0697(4) 0.2182(2) 1.0589(4) 0.0264(8) Uani 1 1 d . . .
C2 C 0.2002(4) 0.2748(2) 1.0825(4) 0.0283(8) Uani 1 1 d . . .
H1 H 0.280(3) 0.2409(18) 1.141(3) 0.003(7) Uiso 1 1 d . . .
C3 C 0.2021(4) 0.2771(2) 0.9298(4) 0.0283(8) Uani 1 1 d . . .
H2 H 0.123(4) 0.317(2) 0.869(4) 0.020(9) Uiso 1 1 d . . .
H3 H 0.298(4) 0.296(2) 0.936(4) 0.028(9) Uiso 1 1 d . . .
C4 C 0.1700(4) 0.1878(2) 0.8802(5) 0.0344(9) Uani 1 1 d . . .
H4 H 0.258(5) 0.156(3) 0.923(4) 0.044(12) Uiso 1 1 d . . .
H5 H 0.123(5) 0.178(3) 0.769(5) 0.057(13) Uiso 1 1 d . . .
C5 C -0.0769(4) 0.2635(2) 1.0118(4) 0.0258(8) Uani 1 1 d . . .
H6 H -0.062(3) 0.3156(19) 1.084(3) 0.012(8) Uiso 1 1 d . . .
H7 H -0.158(4) 0.224(2) 1.010(4) 0.043(11) Uiso 1 1 d . . .
C6 C -0.1426(4) 0.2970(2) 0.8576(4) 0.0265(8) Uani 1 1 d . . .
C7 C -0.1352(4) 0.3807(2) 0.8274(4) 0.0293(8) Uani 1 1 d . . .
H8 H -0.086(3) 0.418(2) 0.914(3) 0.018(8) Uiso 1 1 d . . .
C8 C -0.2010(4) 0.4103(2) 0.6843(4) 0.0342(9) Uani 1 1 d . . .
H9 H -0.189(4) 0.465(2) 0.665(4) 0.032(10) Uiso 1 1 d . . .
C9 C -0.2753(4) 0.3578(2) 0.5716(4) 0.0357(9) Uani 1 1 d . . .
H10 H -0.333(5) 0.381(3) 0.464(5) 0.054(12) Uiso 1 1 d . . .
C10 C -0.2863(4) 0.2750(2) 0.6000(4) 0.0358(9) Uani 1 1 d . . .
H11 H -0.329(4) 0.233(3) 0.522(4) 0.042(11) Uiso 1 1 d . . .
C11 C -0.2201(4) 0.2448(2) 0.7414(4) 0.0322(9) Uani 1 1 d . . .
H12 H -0.226(4) 0.184(2) 0.751(4) 0.030(10) Uiso 1 1 d . . .
C12 C 0.1062(4) 0.1722(2) 1.2028(5) 0.0369(10) Uani 1 1 d . A .
O1 O 0.1909(3) 0.11548(17) 1.2443(3) 0.0431(7) Uani 1 1 d . . .
O2 O 0.0396(3) 0.2055(2) 1.2792(3) 0.0621(10) Uani 1 1 d . . .
C13 C 0.1043(9) 0.1940(6) 1.4448(8) 0.042(2) Uani 0.553(8) 1 d P A 2
H13 H 0.0287 0.2066 1.4797 0.050 Uiso 0.553(8) 1 calc PR A 2
H14 H 0.1298 0.1348 1.4659 0.050 Uiso 0.553(8) 1 calc PR A 2
C14 C 0.2342(9) 0.2446(5) 1.5325(9) 0.053(3) Uani 0.553(8) 1 d P A 2
H15 H 0.2654 0.2317 1.6363 0.080 Uiso 0.553(8) 1 calc PR A 2
H16 H 0.2104 0.3036 1.5163 0.080 Uiso 0.553(8) 1 calc PR A 2
H17 H 0.3119 0.2316 1.5022 0.080 Uiso 0.553(8) 1 calc PR A 2
C15 C 0.0410(11) 0.1460(6) 1.3930(11) 0.035(3) Uani 0.447(8) 1 d P A 1
H18 H 0.0016 0.0916 1.3496 0.042 Uiso 0.447(8) 1 calc PR A 1
H19 H 0.1398 0.1381 1.4685 0.042 Uiso 0.447(8) 1 calc PR A 1
C16 C -0.0506(10) 0.1854(6) 1.4547(10) 0.044(3) Uani 0.447(8) 1 d P A 1
H20 H -0.0545 0.1506 1.5329 0.067 Uiso 0.447(8) 1 calc PR A 1
H21 H -0.1477 0.1923 1.3782 0.067 Uiso 0.447(8) 1 calc PR A 1
H22 H -0.0110 0.2398 1.4942 0.067 Uiso 0.447(8) 1 calc PR A 1
C17 C -0.0023(4) 0.0905(2) 0.9158(4) 0.0308(8) Uani 1 1 d . . .
O3 O -0.0876(3) 0.07212(15) 0.9717(3) 0.0339(6) Uani 1 1 d . . .
C18 C 0.0129(4) 0.0343(2) 0.8046(4) 0.0312(9) Uani 1 1 d . . .
C19 C 0.1385(4) -0.0122(2) 0.8398(5) 0.0339(9) Uani 1 1 d . . .
H23 H 0.223(5) -0.009(3) 0.945(5) 0.056(13) Uiso 1 1 d . . .
C20 C 0.1499(4) -0.0667(2) 0.7393(5) 0.0404(10) Uani 1 1 d . . .
H24 H 0.249(5) -0.102(3) 0.772(4) 0.057(12) Uiso 1 1 d . . .
C21 C 0.0399(5) -0.0730(3) 0.6010(5) 0.0450(11) Uani 1 1 d . . .
H25 H 0.039(4) -0.113(3) 0.524(4) 0.046(12) Uiso 1 1 d . . .
C22 C -0.0843(5) -0.0276(3) 0.5662(6) 0.0552(13) Uani 1 1 d . . .
H26 H -0.161(5) -0.028(3) 0.463(5) 0.049(13) Uiso 1 1 d . . .
C23 C -0.0966(5) 0.0254(3) 0.6685(5) 0.0466(12) Uani 1 1 d . . .
H27 H -0.173(5) 0.064(3) 0.652(5) 0.049(12) Uiso 1 1 d . . .
C24 C 0.2048(4) 0.3582(2) 1.1524(5) 0.0302(8) Uani 1 1 d . . .
H28 H 0.127(4) 0.390(2) 1.081(4) 0.024(9) Uiso 1 1 d . . .
H29 H 0.189(6) 0.355(3) 1.235(6) 0.083(18) Uiso 1 1 d . . .
C25 C 0.3516(4) 0.3987(2) 1.1935(4) 0.0272(8) Uani 1 1 d . . .
O4 O 0.4634(3) 0.35801(15) 1.2514(3) 0.0378(7) Uani 1 1 d . . .
N2 N 0.3491(3) 0.47882(17) 1.1620(3) 0.0273(7) Uani 1 1 d . . .
H30 H 0.262(6) 0.508(3) 1.123(6) 0.075(17) Uiso 1 1 d . . .
C26 C 0.4827(4) 0.5260(2) 1.1953(4) 0.0265(8) Uani 1 1 d . . .
H31 H 0.558(3) 0.486(2) 1.207(3) 0.017(8) Uiso 1 1 d . . .
C27 C 0.5264(5) 0.5708(3) 1.3403(4) 0.0375(10) Uani 1 1 d . . .
H32 H 0.543(4) 0.523(2) 1.427(4) 0.038(11) Uiso 1 1 d . . .
H33 H 0.449(4) 0.613(3) 1.348(4) 0.045(11) Uiso 1 1 d . . .
H34 H 0.615(5) 0.601(3) 1.364(5) 0.047(12) Uiso 1 1 d . . .
C28 C 0.4642(3) 0.5804(2) 1.0671(4) 0.0257(8) Uani 1 1 d . . .
C29 C 0.4458(4) 0.6644(2) 1.0699(4) 0.0281(8) Uani 1 1 d . . .
H35 H 0.447(3) 0.689(2) 1.164(4) 0.014(8) Uiso 1 1 d . . .
C30 C 0.4292(4) 0.7148(2) 0.9494(4) 0.0328(9) Uani 1 1 d . . .
H36 H 0.411(4) 0.775(3) 0.948(4) 0.042(11) Uiso 1 1 d . . .
C31 C 0.4338(4) 0.6806(2) 0.8269(5) 0.0343(9) Uani 1 1 d . . .
H37 H 0.412(4) 0.713(3) 0.736(5) 0.045(12) Uiso 1 1 d . . .
C32 C 0.4517(4) 0.5943(2) 0.8189(4) 0.0294(8) Uani 1 1 d . . .
C33 C 0.4552(4) 0.5582(3) 0.6909(5) 0.0389(10) Uani 1 1 d . . .
H38 H 0.448(5) 0.598(3) 0.590(6) 0.082(17) Uiso 1 1 d . . .
C34 C 0.4708(4) 0.4742(3) 0.6828(5) 0.0384(10) Uani 1 1 d . . .
H39 H 0.473(5) 0.450(3) 0.600(5) 0.063(14) Uiso 1 1 d . . .
C35 C 0.4830(4) 0.4229(3) 0.7993(4) 0.0364(9) Uani 1 1 d . . .
H40 H 0.492(4) 0.355(2) 0.795(4) 0.027(9) Uiso 1 1 d . . .
C36 C 0.4802(4) 0.4563(2) 0.9230(4) 0.0307(9) Uani 1 1 d . . .
H41 H 0.484(4) 0.422(2) 1.003(4) 0.034(10) Uiso 1 1 d . . .
C37 C 0.4653(4) 0.5430(2) 0.9381(4) 0.0273(8) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 N1 C1 122.6(3) . . ?
C17 N1 C4 124.4(3) . . ?
C1 N1 C4 113.0(3) . . ?
N1 C1 C12 109.4(3) . . ?
N1 C1 C2 101.8(3) . . ?
C12 C1 C2 106.3(3) . . ?
N1 C1 C5 113.0(3) . . ?
C12 C1 C5 110.4(3) . . ?
C2 C1 C5 115.4(3) . . ?
C24 C2 C3 115.5(3) . . ?
C24 C2 C1 117.2(3) . . ?
C3 C2 C1 102.8(3) . . ?
C24 C2 H1 111.7(17) . . ?
C3 C2 H1 105.6(16) . . ?
C1 C2 H1 102.5(17) . . ?
C4 C3 C2 102.4(3) . . ?
C4 C3 H2 113.2(19) . . ?
C2 C3 H2 106.3(19) . . ?
C4 C3 H3 112(2) . . ?
C2 C3 H3 111(2) . . ?
H2 C3 H3 111(3) . . ?
N1 C4 C3 103.1(3) . . ?
N1 C4 H4 108(2) . . ?
C3 C4 H4 109(2) . . ?
N1 C4 H5 111(2) . . ?
C3 C4 H5 116(3) . . ?
H4 C4 H5 110(3) . . ?
C6 C5 C1 116.6(3) . . ?
C6 C5 H6 107.0(16) . . ?
C1 C5 H6 108.0(16) . . ?
C6 C5 H7 100(2) . . ?
C1 C5 H7 112(2) . . ?
H6 C5 H7 112(3) . . ?
C11 C6 C7 117.8(3) . . ?
C11 C6 C5 120.2(3) . . ?
C7 C6 C5 121.9(3) . . ?
C6 C7 C8 120.6(3) . . ?
C6 C7 H8 116.2(18) . . ?
C8 C7 H8 123.1(18) . . ?
C9 C8 C7 120.6(4) . . ?
C9 C8 H9 119(2) . . ?
C7 C8 H9 120(2) . . ?
C8 C9 C10 119.5(4) . . ?
C8 C9 H10 121(2) . . ?
C10 C9 H10 119(2) . . ?
C9 C10 C11 120.3(4) . . ?
C9 C10 H11 123(2) . . ?
C11 C10 H11 116(2) . . ?
C10 C11 C6 121.1(3) . . ?
C10 C11 H12 115(2) . . ?
C6 C11 H12 124(2) . . ?
O1 C12 O2 124.6(4) . . ?
O1 C12 C1 123.9(3) . . ?
O2 C12 C1 111.4(3) . . ?
C12 O2 C15 109.7(4) . . ?
C12 O2 C13 119.0(4) . . ?
C15 O2 C13 38.9(4) . . ?
C14 C13 O2 117.2(7) . . ?
C14 C13 H13 108.0 . . ?
O2 C13 H13 108.0 . . ?
C14 C13 H14 108.0 . . ?
O2 C13 H14 108.0 . . ?
H13 C13 H14 107.2 . . ?
C13 C14 H15 109.5 . . ?
C13 C14 H16 109.5 . . ?
H15 C14 H16 109.5 . . ?
C13 C14 H17 109.5 . . ?
H15 C14 H17 109.5 . . ?
H16 C14 H17 109.5 . . ?
C16 C15 O2 103.8(6) . . ?
C16 C15 H18 111.0 . . ?
O2 C15 H18 111.0 . . ?
C16 C15 H19 111.0 . . ?
O2 C15 H19 111.0 . . ?
H18 C15 H19 109.0 . . ?
C15 C16 H20 109.5 . . ?
C15 C16 H21 109.5 . . ?
H20 C16 H21 109.5 . . ?
C15 C16 H22 109.5 . . ?
H20 C16 H22 109.5 . . ?
H21 C16 H22 109.5 . . ?
O3 C17 N1 122.0(3) . . ?
O3 C17 C18 119.7(3) . . ?
N1 C17 C18 118.3(3) . . ?
C23 C18 C19 118.8(4) . . ?
C23 C18 C17 121.1(3) . . ?
C19 C18 C17 120.0(4) . . ?
C20 C19 C18 120.0(4) . . ?
C20 C19 H23 119(2) . . ?
C18 C19 H23 121(2) . . ?
C19 C20 C21 120.3(4) . . ?
C19 C20 H24 118(2) . . ?
C21 C20 H24 122(2) . . ?
C22 C21 C20 119.8(4) . . ?
C22 C21 H25 115(2) . . ?
C20 C21 H25 125(2) . . ?
C21 C22 C23 119.6(5) . . ?
C21 C22 H26 120(2) . . ?
C23 C22 H26 120(2) . . ?
C18 C23 C22 121.4(4) . . ?
C18 C23 H27 112(3) . . ?
C22 C23 H27 126(3) . . ?
C2 C24 C25 110.3(3) . . ?
C2 C24 H28 105(2) . . ?
C25 C24 H28 113(2) . . ?
C2 C24 H29 113(4) . . ?
C25 C24 H29 107(3) . . ?
H28 C24 H29 107(4) . . ?
O4 C25 N2 123.6(3) . . ?
O4 C25 C24 120.9(3) . . ?
N2 C25 C24 115.6(3) . . ?
C25 N2 C26 121.5(3) . . ?
C25 N2 H30 121(3) . . ?
C26 N2 H30 118(3) . . ?
N2 C26 C28 109.1(3) . . ?
N2 C26 C27 110.2(3) . . ?
C28 C26 C27 115.3(3) . . ?
N2 C26 H31 107.0(18) . . ?
C28 C26 H31 107.9(19) . . ?
C27 C26 H31 107.1(19) . . ?
C26 C27 H32 108(2) . . ?
C26 C27 H33 116(2) . . ?
H32 C27 H33 105(3) . . ?
C26 C27 H34 111(2) . . ?
H32 C27 H34 109(3) . . ?
H33 C27 H34 108(3) . . ?
C29 C28 C37 119.1(3) . . ?
C29 C28 C26 122.0(3) . . ?
C37 C28 C26 119.0(3) . . ?
C28 C29 C30 121.5(4) . . ?
C28 C29 H35 116.7(19) . . ?
C30 C29 H35 121.8(18) . . ?
C31 C30 C29 120.2(4) . . ?
C31 C30 H36 117(2) . . ?
C29 C30 H36 122(2) . . ?
C30 C31 C32 120.2(4) . . ?
C30 C31 H37 122(2) . . ?
C32 C31 H37 117(2) . . ?
C31 C32 C37 119.9(3) . . ?
C31 C32 C33 120.5(4) . . ?
C37 C32 C33 119.6(3) . . ?
C34 C33 C32 120.3(4) . . ?
C34 C33 H38 117(2) . . ?
C32 C33 H38 122(2) . . ?
C33 C34 C35 120.6(4) . . ?
C33 C34 H39 121(3) . . ?
C35 C34 H39 118(3) . . ?
C36 C35 C34 120.0(4) . . ?
C36 C35 H40 117.8(19) . . ?
C34 C35 H40 122.2(19) . . ?
C35 C36 C37 121.9(4) . . ?
C35 C36 H41 122(2) . . ?
C37 C36 H41 116(2) . . ?
C32 C37 C36 117.6(3) . . ?
C32 C37 C28 119.0(3) . . ?
C36 C37 C28 123.4(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C17 1.330(4) . ?
N1 C1 1.460(4) . ?
N1 C4 1.481(5) . ?
C1 C12 1.529(5) . ?
C1 C2 1.550(5) . ?
C1 C5 1.554(5) . ?
C2 C24 1.511(5) . ?
C2 C3 1.542(5) . ?
C2 H1 0.95(3) . ?
C3 C4 1.516(5) . ?
C3 H2 1.02(3) . ?
C3 H3 1.00(4) . ?
C4 H4 0.97(4) . ?
C4 H5 1.03(5) . ?
C5 C6 1.513(5) . ?
C5 H6 1.08(3) . ?
C5 H7 1.03(4) . ?
C6 C11 1.393(5) . ?
C6 C7 1.393(5) . ?
C7 C8 1.399(5) . ?
C7 H8 1.01(3) . ?
C8 C9 1.368(5) . ?
C8 H9 0.92(4) . ?
C9 C10 1.381(5) . ?
C9 H10 1.07(4) . ?
C10 C11 1.388(6) . ?
C10 H11 0.99(4) . ?
C11 H12 0.99(4) . ?
C12 O1 1.209(4) . ?
C12 O2 1.328(5) . ?
O2 C15 1.488(8) . ?
O2 C13 1.529(8) . ?
C13 C14 1.498(12) . ?
C13 H13 0.9900 . ?
C13 H14 0.9900 . ?
C14 H15 0.9800 . ?
C14 H16 0.9800 . ?
C14 H17 0.9800 . ?
C15 C16 1.461(13) . ?
C15 H18 0.9900 . ?
C15 H19 0.9900 . ?
C16 H20 0.9800 . ?
C16 H21 0.9800 . ?
C16 H22 0.9800 . ?
C17 O3 1.249(4) . ?
C17 C18 1.495(5) . ?
C18 C23 1.373(6) . ?
C18 C19 1.400(5) . ?
C19 C20 1.378(6) . ?
C19 H23 1.06(5) . ?
C20 C21 1.386(6) . ?
C20 H24 1.09(4) . ?
C21 C22 1.379(6) . ?
C21 H25 0.99(4) . ?
C22 C23 1.381(6) . ?
C22 H26 1.01(4) . ?
C23 H27 0.96(5) . ?
C24 C25 1.527(5) . ?
C24 H28 0.97(4) . ?
C24 H29 0.91(5) . ?
C25 O4 1.236(4) . ?
C25 N2 1.329(4) . ?
N2 C26 1.474(4) . ?
N2 H30 0.94(5) . ?
C26 C28 1.505(5) . ?
C26 C27 1.520(5) . ?
C26 H31 0.98(3) . ?
C27 H32 1.12(4) . ?
C27 H33 1.07(4) . ?
C27 H34 0.97(4) . ?
C28 C29 1.372(5) . ?
C28 C37 1.433(5) . ?
C29 C30 1.409(5) . ?
C29 H35 1.02(3) . ?
C30 C31 1.367(6) . ?
C30 H36 0.99(4) . ?
C31 C32 1.411(5) . ?
C31 H37 0.99(4) . ?
C32 C37 1.415(5) . ?
C32 C33 1.425(6) . ?
C33 C34 1.371(6) . ?
C33 H38 1.18(5) . ?
C34 C35 1.397(6) . ?
C34 H39 0.93(5) . ?
C35 C36 1.365(5) . ?
C35 H40 1.10(4) . ?
C36 C37 1.423(5) . ?
C36 H41 0.96(4) . ?
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
C17 N1 C1 C12 54.4(4) . . . . ?
C4 N1 C1 C12 -125.5(3) . . . . ?
C17 N1 C1 C2 166.6(3) . . . . ?
C4 N1 C1 C2 -13.4(4) . . . . ?
C17 N1 C1 C5 -69.0(4) . . . . ?
C4 N1 C1 C5 111.0(3) . . . . ?
N1 C1 C2 C24 161.1(3) . . . . ?
C12 C1 C2 C24 -84.4(4) . . . . ?
C5 C1 C2 C24 38.3(5) . . . . ?
N1 C1 C2 C3 33.3(3) . . . . ?
C12 C1 C2 C3 147.8(3) . . . . ?
C5 C1 C2 C3 -89.5(3) . . . . ?
C24 C2 C3 C4 -170.3(3) . . . . ?
C1 C2 C3 C4 -41.4(3) . . . . ?
C17 N1 C4 C3 167.8(3) . . . . ?
C1 N1 C4 C3 -12.3(4) . . . . ?
C2 C3 C4 N1 32.8(4) . . . . ?
N1 C1 C5 C6 -44.9(4) . . . . ?
C12 C1 C5 C6 -167.8(3) . . . . ?
C2 C1 C5 C6 71.7(4) . . . . ?
C1 C5 C6 C11 81.9(4) . . . . ?
C1 C5 C6 C7 -101.8(4) . . . . ?
C11 C6 C7 C8 -1.4(5) . . . . ?
C5 C6 C7 C8 -177.9(3) . . . . ?
C6 C7 C8 C9 0.8(6) . . . . ?
C7 C8 C9 C10 0.5(6) . . . . ?
C8 C9 C10 C11 -1.2(6) . . . . ?
C9 C10 C11 C6 0.6(6) . . . . ?
C7 C6 C11 C10 0.8(5) . . . . ?
C5 C6 C11 C10 177.3(3) . . . . ?
N1 C1 C12 O1 34.5(5) . . . . ?
C2 C1 C12 O1 -74.7(5) . . . . ?
C5 C1 C12 O1 159.5(4) . . . . ?
N1 C1 C12 O2 -149.0(3) . . . . ?
C2 C1 C12 O2 101.8(4) . . . . ?
C5 C1 C12 O2 -24.1(4) . . . . ?
O1 C12 O2 C15 -20.5(7) . . . . ?
C1 C12 O2 C15 163.0(6) . . . . ?
O1 C12 O2 C13 21.1(7) . . . . ?
C1 C12 O2 C13 -155.3(5) . . . . ?
C12 O2 C13 C14 75.1(8) . . . . ?
C15 O2 C13 C14 160.9(12) . . . . ?
C12 O2 C15 C16 -172.8(7) . . . . ?
C13 O2 C15 C16 75.1(9) . . . . ?
C1 N1 C17 O3 3.7(5) . . . . ?
C4 N1 C17 O3 -176.4(4) . . . . ?
C1 N1 C17 C18 -178.2(3) . . . . ?
C4 N1 C17 C18 1.7(5) . . . . ?
O3 C17 C18 C23 69.1(5) . . . . ?
N1 C17 C18 C23 -109.1(4) . . . . ?
O3 C17 C18 C19 -109.0(4) . . . . ?
N1 C17 C18 C19 72.9(5) . . . . ?
C23 C18 C19 C20 -0.9(6) . . . . ?
C17 C18 C19 C20 177.2(3) . . . . ?
C18 C19 C20 C21 2.8(6) . . . . ?
C19 C20 C21 C22 -3.2(6) . . . . ?
C20 C21 C22 C23 1.6(7) . . . . ?
C19 C18 C23 C22 -0.7(6) . . . . ?
C17 C18 C23 C22 -178.8(4) . . . . ?
C21 C22 C23 C18 0.4(7) . . . . ?
C3 C2 C24 C25 -69.2(4) . . . . ?
C1 C2 C24 C25 169.4(3) . . . . ?
C2 C24 C25 O4 -43.2(5) . . . . ?
C2 C24 C25 N2 136.4(3) . . . . ?
O4 C25 N2 C26 -0.3(5) . . . . ?
C24 C25 N2 C26 -180.0(3) . . . . ?
C25 N2 C26 C28 136.4(3) . . . . ?
C25 N2 C26 C27 -96.1(4) . . . . ?
N2 C26 C28 C29 106.0(4) . . . . ?
C27 C26 C28 C29 -18.5(5) . . . . ?
N2 C26 C28 C37 -73.7(4) . . . . ?
C27 C26 C28 C37 161.8(3) . . . . ?
C37 C28 C29 C30 -0.6(5) . . . . ?
C26 C28 C29 C30 179.7(3) . . . . ?
C28 C29 C30 C31 -1.2(5) . . . . ?
C29 C30 C31 C32 1.5(5) . . . . ?
C30 C31 C32 C37 -0.1(5) . . . . ?
C30 C31 C32 C33 179.4(4) . . . . ?
C31 C32 C33 C34 -179.1(4) . . . . ?
C37 C32 C33 C34 0.4(5) . . . . ?
C32 C33 C34 C35 0.2(6) . . . . ?
C33 C34 C35 C36 -0.3(6) . . . . ?
C34 C35 C36 C37 -0.1(6) . . . . ?
C31 C32 C37 C36 178.8(3) . . . . ?
C33 C32 C37 C36 -0.8(5) . . . . ?
C31 C32 C37 C28 -1.6(5) . . . . ?
C33 C32 C37 C28 178.9(3) . . . . ?
C35 C36 C37 C32 0.7(5) . . . . ?
C35 C36 C37 C28 -179.0(3) . . . . ?
C29 C28 C37 C32 1.9(5) . . . . ?
C26 C28 C37 C32 -178.4(3) . . . . ?
C29 C28 C37 C36 -178.4(3) . . . . ?
C26 C28 C37 C36 1.3(5) . . . . ?
