#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/10/7151050.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_7151050
loop_
_publ_author_name
'Kranke, Birgit'
'Kunz, Horst'
_publ_section_title
;
 Stereoselective syntheses of piperidinones and their modification by
 organometallic coupling reactions.
;
_journal_issue                   2
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              349
_journal_page_last               354
_journal_paper_doi               10.1039/b615113b
_journal_volume                  5
_journal_year                    2007
_chemical_formula_sum            'C34 H55 N O8'
_chemical_formula_weight         605.79
_chemical_name_systematic
;
(2R,5R,6S)-N-(2',3',4'-Tri-O-pivaloyl-a-d-arabinopyranosyl)-5,6-diallyl-
2-isopropyl-piperidin-4-one
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_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                 112.421(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.576(2)
_cell_length_b                   20.504(5)
_cell_length_c                   10.143(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      72
_cell_measurement_theta_min      65
_cell_volume                     1841.0(8)
_computing_cell_refinement       'Enraf Nonius Software V5'
_computing_data_collection       'Enraf Nonius Software V5'
_computing_data_reduction        'Corinc (Dräger, 1971)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-92 (Altomare, 1994)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'CAD4 Enraf Nonius'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0200
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6668
_diffrn_reflns_theta_full        73.69
_diffrn_reflns_theta_max         73.69
_diffrn_reflns_theta_min         4.31
_diffrn_source                   'rotating anode'
_diffrn_standards_decay_%        3
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_T_max  0.7970
_exptl_absorpt_correction_T_min  0.6928
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   'Corinc (Dräger, 1971)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.093
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.58
_exptl_crystal_size_min          0.38
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_coef       0.0025(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         6285
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0562
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1151P)²+0.2078P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.1633
_refine_ls_wR_factor_ref         0.1696
_reflns_number_gt                5766
_reflns_number_total             6285
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b615113b.txt
_cod_data_source_block           10
_cod_original_cell_volume        1840.9(8)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7151050
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
O1 O 0.18596(19) 0.24103(8) 0.16635(18) 0.0621(4) Uani 1 1 d . . .
C2 C 0.1260(2) 0.29822(11) 0.0793(2) 0.0513(5) Uani 1 1 d . . .
H2 H 0.1779 0.3019 0.0130 0.062 Uiso 1 1 calc R . .
C3 C -0.0425(2) 0.28880(12) -0.0110(2) 0.0499(4) Uani 1 1 d . . .
H3 H -0.1016 0.2897 0.0494 0.060 Uiso 1 1 calc R . .
C4 C -0.0678(2) 0.22526(12) -0.0931(2) 0.0548(5) Uani 1 1 d . . .
H4 H -0.0238 0.2285 -0.1657 0.066 Uiso 1 1 calc R . .
C5 C 0.0027(3) 0.16833(12) 0.0043(3) 0.0618(6) Uani 1 1 d . . .
H5 H -0.0098 0.1279 -0.0505 0.074 Uiso 1 1 calc R . .
C6 C 0.1688(3) 0.18332(14) 0.0858(3) 0.0694(6) Uani 1 1 d . . .
H6A H 0.2161 0.1473 0.1490 0.083 Uiso 1 1 calc R . .
H6B H 0.2187 0.1883 0.0193 0.083 Uiso 1 1 calc R . .
N7 N 0.1601(2) 0.35580(9) 0.16465(19) 0.0537(4) Uani 1 1 d . . .
C8 C 0.0840(3) 0.36201(14) 0.2674(3) 0.0631(6) Uani 1 1 d . . .
H8 H -0.0216 0.3490 0.2173 0.076 Uiso 1 1 calc R . .
C9 C 0.0840(3) 0.43305(16) 0.3131(3) 0.0765(8) Uani 1 1 d . . .
H9 H 0.0496 0.4336 0.3925 0.092 Uiso 1 1 calc R . .
C10 C 0.2435(4) 0.45855(17) 0.3687(4) 0.0864(9) Uani 1 1 d . . .
C11 C 0.3305(3) 0.44535(16) 0.2753(4) 0.0770(7) Uani 1 1 d . . .
H11A H 0.4354 0.4573 0.3265 0.092 Uiso 1 1 calc R . .
H11B H 0.2906 0.4726 0.1909 0.092 Uiso 1 1 calc R . .
C12 C 0.3226(3) 0.37383(12) 0.2294(3) 0.0571(5) Uani 1 1 d . . .
H12 H 0.3687 0.3477 0.3162 0.069 Uiso 1 1 calc R . .
C13 C 0.1499(4) 0.31912(17) 0.4019(3) 0.0798(8) Uani 1 1 d . . .
H13A H 0.1698 0.2760 0.3736 0.096 Uiso 1 1 calc R . .
H13B H 0.2458 0.3375 0.4638 0.096 Uiso 1 1 calc R . .
C14 C 0.0520(5) 0.3123(2) 0.4842(5) 0.1022(11) Uani 1 1 d . . .
H14 H -0.0473 0.2998 0.4324 0.123 Uiso 1 1 calc R . .
C15 C 0.0866(8) 0.3212(4) 0.6149(6) 0.158(3) Uani 1 1 d . . .
H15A H 0.1843 0.3337 0.6723 0.190 Uiso 1 1 calc R . .
H15B H 0.0145 0.3153 0.6547 0.190 Uiso 1 1 calc R . .
C16 C -0.0228(4) 0.47531(19) 0.1960(4) 0.0904(10) Uani 1 1 d . . .
H16A H 0.0150 0.4794 0.1202 0.108 Uiso 1 1 calc R . .
H16B H -0.1208 0.4542 0.1565 0.108 Uiso 1 1 calc R . .
C17 C -0.0409(6) 0.5410(2) 0.2470(5) 0.1065(12) Uani 1 1 d . . .
H17 H 0.0460 0.5650 0.2954 0.128 Uiso 1 1 calc R . .
C18 C -0.1713(7) 0.5675(3) 0.2283(7) 0.1376(19) Uani 1 1 d . . .
H18A H -0.2603 0.5447 0.1802 0.165 Uiso 1 1 calc R . .
H18B H -0.1752 0.6091 0.2630 0.165 Uiso 1 1 calc R . .
O19 O 0.2991(4) 0.48707(19) 0.4812(4) 0.1336(13) Uani 1 1 d . . .
C20 C 0.4123(3) 0.36088(15) 0.1350(3) 0.0678(6) Uani 1 1 d . . .
H20 H 0.3977 0.3148 0.1071 0.081 Uiso 1 1 calc R . .
C21 C 0.3572(5) 0.4010(2) -0.0017(4) 0.0967(11) Uani 1 1 d . . .
H21A H 0.4163 0.3905 -0.0568 0.145 Uiso 1 1 calc R . .
H21B H 0.3676 0.4465 0.0217 0.145 Uiso 1 1 calc R . .
H21C H 0.2529 0.3911 -0.0561 0.145 Uiso 1 1 calc R . .
C22 C 0.5818(3) 0.3709(2) 0.2207(4) 0.0958(11) Uani 1 1 d . . .
H22A H 0.6133 0.3444 0.3051 0.144 Uiso 1 1 calc R . .
H22B H 0.6008 0.4159 0.2471 0.144 Uiso 1 1 calc R . .
H22C H 0.6374 0.3585 0.1634 0.144 Uiso 1 1 calc R . .
O23 O -0.08703(18) 0.34100(8) -0.11274(16) 0.0560(4) Uani 1 1 d . . .
C24 C -0.2066(3) 0.37795(14) -0.1197(3) 0.0642(6) Uani 1 1 d . . .
O25 O -0.2758(3) 0.36871(14) -0.0468(3) 0.0982(8) Uani 1 1 d . . .
C26 C -0.2415(4) 0.43059(16) -0.2350(3) 0.0797(8) Uani 1 1 d . . .
C27 C -0.3156(7) 0.3976(3) -0.3788(4) 0.1348(19) Uani 1 1 d . . .
H27A H -0.2475 0.3660 -0.3910 0.202 Uiso 1 1 calc R . .
H27B H -0.3396 0.4297 -0.4531 0.202 Uiso 1 1 calc R . .
H27C H -0.4065 0.3762 -0.3835 0.202 Uiso 1 1 calc R . .
C28 C -0.3452(8) 0.4806(3) -0.2118(7) 0.156(3) Uani 1 1 d . . .
H28A H -0.3675 0.5138 -0.2837 0.234 Uiso 1 1 calc R . .
H28B H -0.2969 0.4999 -0.1193 0.234 Uiso 1 1 calc R . .
H28C H -0.4373 0.4599 -0.2178 0.234 Uiso 1 1 calc R . .
C29 C -0.0961(6) 0.4621(3) -0.2321(6) 0.1269(17) Uani 1 1 d . . .
H29A H -0.0323 0.4293 -0.2473 0.190 Uiso 1 1 calc R . .
H29B H -0.0446 0.4824 -0.1411 0.190 Uiso 1 1 calc R . .
H29C H -0.1200 0.4943 -0.3060 0.190 Uiso 1 1 calc R . .
O30 O -0.22851(18) 0.21605(10) -0.16198(19) 0.0650(4) Uani 1 1 d . . .
C31 C -0.2832(3) 0.19446(17) -0.2952(3) 0.0719(7) Uani 1 1 d . . .
O32 O -0.2041(3) 0.1829(3) -0.3562(3) 0.170(2) Uani 1 1 d . . .
C33 C -0.4533(3) 0.18357(16) -0.3556(3) 0.0730(7) Uani 1 1 d . . .
C34 C -0.5139(5) 0.1997(3) -0.5127(4) 0.1273(17) Uani 1 1 d . . .
H34A H -0.4630 0.1736 -0.5592 0.191 Uiso 1 1 calc R . .
H34B H -0.4969 0.2451 -0.5250 0.191 Uiso 1 1 calc R . .
H34C H -0.6203 0.1908 -0.5538 0.191 Uiso 1 1 calc R . .
C35 C -0.5323(4) 0.2245(3) -0.2805(6) 0.1280(18) Uani 1 1 d . . .
H35A H -0.6391 0.2166 -0.3227 0.192 Uiso 1 1 calc R . .
H35B H -0.5128 0.2699 -0.2900 0.192 Uiso 1 1 calc R . .
H35C H -0.4950 0.2130 -0.1813 0.192 Uiso 1 1 calc R . .
C36 C -0.4772(6) 0.1129(3) -0.3317(8) 0.144(2) Uani 1 1 d . . .
H36A H -0.4254 0.0863 -0.3765 0.216 Uiso 1 1 calc R . .
H36B H -0.5833 0.1031 -0.3722 0.216 Uiso 1 1 calc R . .
H36C H -0.4383 0.1040 -0.2312 0.216 Uiso 1 1 calc R . .
O37 O -0.0674(2) 0.16301(9) 0.1074(2) 0.0686(5) Uani 1 1 d . . .
C38 C -0.1688(4) 0.11616(14) 0.0919(3) 0.0775(7) Uani 1 1 d . A .
O39 O -0.1964(4) 0.07495(13) 0.0017(3) 0.1116(9) Uani 1 1 d . . .
C40 C -0.2388(6) 0.1222(2) 0.2023(5) 0.1064(13) Uani 1 1 d . . .
C41 C -0.3029(9) 0.1907(3) 0.1918(8) 0.156(2) Uani 1 1 d . A .
H41A H -0.3822 0.1966 0.0998 0.234 Uiso 1 1 calc R . .
H41B H -0.2244 0.2220 0.2043 0.234 Uiso 1 1 calc R . .
H41C H -0.3427 0.1967 0.2647 0.234 Uiso 1 1 calc R . .
C42 C -0.1125(10) 0.1163(4) 0.3499(6) 0.174(3) Uani 1 1 d . A .
H42A H -0.1544 0.1203 0.4217 0.261 Uiso 1 1 calc R . .
H42B H -0.0398 0.1503 0.3621 0.261 Uiso 1 1 calc R . .
H42C H -0.0641 0.0747 0.3584 0.261 Uiso 1 1 calc R . .
C43 C -0.317(2) 0.0601(7) 0.2035(15) 0.141(5) Uani 0.50 1 d PU A 1
H43A H -0.3629 0.0627 0.2727 0.212 Uiso 0.50 1 calc PR A 1
H43B H -0.2454 0.0250 0.2279 0.212 Uiso 0.50 1 calc PR A 1
H43C H -0.3937 0.0524 0.1108 0.212 Uiso 0.50 1 calc PR A 1
C43A C -0.4020(18) 0.0867(9) 0.140(2) 0.160(6) Uani 0.50 1 d PU A 2
H43D H -0.4487 0.0899 0.2082 0.240 Uiso 0.50 1 calc PR A 2
H43E H -0.3891 0.0416 0.1216 0.240 Uiso 0.50 1 calc PR A 2
H43F H -0.4649 0.1076 0.0527 0.240 Uiso 0.50 1 calc PR A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C6 O1 C2 113.22(18) . . ?
N7 C2 O1 110.72(17) . . ?
N7 C2 C3 114.33(17) . . ?
O1 C2 C3 110.14(18) . . ?
O23 C3 C4 107.74(17) . . ?
O23 C3 C2 106.97(17) . . ?
C4 C3 C2 110.34(17) . . ?
O30 C4 C5 110.1(2) . . ?
O30 C4 C3 107.27(18) . . ?
C5 C4 C3 111.53(19) . . ?
O37 C5 C4 108.43(19) . . ?
O37 C5 C6 107.4(2) . . ?
C4 C5 C6 108.3(2) . . ?
O1 C6 C5 110.6(2) . . ?
C2 N7 C12 115.66(17) . . ?
C2 N7 C8 115.87(19) . . ?
C12 N7 C8 112.27(17) . . ?
N7 C8 C9 110.5(2) . . ?
N7 C8 C13 115.3(2) . . ?
C9 C8 C13 108.8(2) . . ?
C10 C9 C16 112.4(3) . . ?
C10 C9 C8 109.1(2) . . ?
C16 C9 C8 112.8(2) . . ?
O19 C10 C9 122.7(3) . . ?
O19 C10 C11 122.0(3) . . ?
C9 C10 C11 115.3(2) . . ?
C10 C11 C12 112.9(3) . . ?
N7 C12 C11 107.11(19) . . ?
N7 C12 C20 114.97(19) . . ?
C11 C12 C20 112.4(2) . . ?
C14 C13 C8 114.8(3) . . ?
C15 C14 C13 128.0(5) . . ?
C17 C16 C9 112.5(3) . . ?
C18 C17 C16 124.1(5) . . ?
C21 C20 C12 113.1(3) . . ?
C21 C20 C22 111.6(3) . . ?
C12 C20 C22 110.3(2) . . ?
C24 O23 C3 117.97(18) . . ?
O25 C24 O23 122.9(2) . . ?
O25 C24 C26 125.4(2) . . ?
O23 C24 C26 111.6(2) . . ?
C28 C26 C27 111.1(4) . . ?
C28 C26 C29 111.1(5) . . ?
C27 C26 C29 107.2(4) . . ?
C28 C26 C24 109.0(3) . . ?
C27 C26 C24 107.8(3) . . ?
C29 C26 C24 110.6(3) . . ?
C31 O30 C4 118.17(18) . . ?
O32 C31 O30 121.6(3) . . ?
O32 C31 C33 124.5(3) . . ?
O30 C31 C33 113.9(2) . . ?
C36 C33 C34 111.1(4) . . ?
C36 C33 C35 108.6(4) . . ?
C34 C33 C35 110.1(4) . . ?
C36 C33 C31 106.4(3) . . ?
C34 C33 C31 108.3(3) . . ?
C35 C33 C31 112.3(3) . . ?
C38 O37 C5 119.2(2) . . ?
O39 C38 O37 122.5(3) . . ?
O39 C38 C40 126.2(3) . . ?
O37 C38 C40 111.2(3) . . ?
C43 C40 C38 107.7(6) . . ?
C43 C40 C41 127.1(8) . . ?
C38 C40 C41 107.8(3) . . ?
C43 C40 C42 97.9(8) . . ?
C38 C40 C42 108.0(4) . . ?
C41 C40 C42 106.8(5) . . ?
C43 C40 C43A 36.8(8) . . ?
C38 C40 C43A 107.9(7) . . ?
C41 C40 C43A 94.8(8) . . ?
C42 C40 C43A 129.3(9) . . ?
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
O1 C6 1.411(3) . ?
O1 C2 1.448(3) . ?
C2 N7 1.427(3) . ?
C2 C3 1.533(3) . ?
C3 O23 1.434(3) . ?
C3 C4 1.515(3) . ?
C4 O30 1.440(3) . ?
C4 C5 1.512(4) . ?
C5 O37 1.446(3) . ?
C5 C6 1.518(4) . ?
N7 C12 1.486(3) . ?
N7 C8 1.488(3) . ?
C8 C9 1.528(4) . ?
C8 C13 1.541(4) . ?
C9 C10 1.505(5) . ?
C9 C16 1.510(5) . ?
C10 O19 1.210(4) . ?
C10 C11 1.506(5) . ?
C11 C12 1.532(4) . ?
C12 C20 1.533(3) . ?
C13 C14 1.481(5) . ?
C14 C15 1.252(7) . ?
C16 C17 1.476(5) . ?
C17 C18 1.308(6) . ?
C20 C21 1.523(4) . ?
C20 C22 1.535(4) . ?
O23 C24 1.352(3) . ?
C24 O25 1.181(3) . ?
C24 C26 1.531(4) . ?
C26 C28 1.506(6) . ?
C26 C27 1.517(5) . ?
C26 C29 1.525(6) . ?
O30 C31 1.325(3) . ?
C31 O32 1.171(4) . ?
C31 C33 1.522(4) . ?
C33 C36 1.502(6) . ?
C33 C34 1.510(5) . ?
C33 C35 1.515(5) . ?
O37 C38 1.332(3) . ?
C38 O39 1.198(4) . ?
C38 C40 1.514(5) . ?
C40 C43 1.480(13) . ?
C40 C41 1.519(8) . ?
C40 C42 1.529(9) . ?
C40 C43A 1.618(14) . ?
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
C6 O1 C2 N7 -174.0(2) . . . . ?
C6 O1 C2 C3 58.5(2) . . . . ?
N7 C2 C3 O23 65.3(2) . . . . ?
O1 C2 C3 O23 -169.31(16) . . . . ?
N7 C2 C3 C4 -177.80(18) . . . . ?
O1 C2 C3 C4 -52.4(2) . . . . ?
O23 C3 C4 O30 -70.0(2) . . . . ?
C2 C3 C4 O30 173.55(17) . . . . ?
O23 C3 C4 C5 169.36(18) . . . . ?
C2 C3 C4 C5 52.9(2) . . . . ?
O30 C4 C5 O37 -58.0(2) . . . . ?
C3 C4 C5 O37 61.0(2) . . . . ?
O30 C4 C5 C6 -174.23(19) . . . . ?
C3 C4 C5 C6 -55.3(3) . . . . ?
C2 O1 C6 C5 -62.6(3) . . . . ?
O37 C5 C6 O1 -57.7(3) . . . . ?
C4 C5 C6 O1 59.2(3) . . . . ?
O1 C2 N7 C12 67.2(2) . . . . ?
C3 C2 N7 C12 -167.66(17) . . . . ?
O1 C2 N7 C8 -67.2(2) . . . . ?
C3 C2 N7 C8 57.9(2) . . . . ?
C2 N7 C8 C9 -160.3(2) . . . . ?
C12 N7 C8 C9 63.8(3) . . . . ?
C2 N7 C8 C13 75.8(3) . . . . ?
C12 N7 C8 C13 -60.1(3) . . . . ?
N7 C8 C9 C10 -54.0(3) . . . . ?
C13 C8 C9 C10 73.5(3) . . . . ?
N7 C8 C9 C16 71.7(3) . . . . ?
C13 C8 C9 C16 -160.8(3) . . . . ?
C16 C9 C10 O19 103.4(4) . . . . ?
C8 C9 C10 O19 -130.7(4) . . . . ?
C16 C9 C10 C11 -77.3(3) . . . . ?
C8 C9 C10 C11 48.5(4) . . . . ?
O19 C10 C11 C12 129.4(4) . . . . ?
C9 C10 C11 C12 -49.8(4) . . . . ?
C2 N7 C12 C11 162.8(2) . . . . ?
C8 N7 C12 C11 -61.2(3) . . . . ?
C2 N7 C12 C20 37.1(3) . . . . ?
C8 N7 C12 C20 173.1(2) . . . . ?
C10 C11 C12 N7 53.1(3) . . . . ?
C10 C11 C12 C20 -179.7(2) . . . . ?
N7 C8 C13 C14 -164.9(3) . . . . ?
C9 C8 C13 C14 70.3(4) . . . . ?
C8 C13 C14 C15 -128.9(6) . . . . ?
C10 C9 C16 C17 -65.3(4) . . . . ?
C8 C9 C16 C17 170.8(3) . . . . ?
C9 C16 C17 C18 -127.0(5) . . . . ?
N7 C12 C20 C21 63.3(3) . . . . ?
C11 C12 C20 C21 -59.6(3) . . . . ?
N7 C12 C20 C22 -171.0(3) . . . . ?
C11 C12 C20 C22 66.1(3) . . . . ?
C4 C3 O23 C24 115.0(2) . . . . ?
C2 C3 O23 C24 -126.4(2) . . . . ?
C3 O23 C24 O25 -0.6(4) . . . . ?
C3 O23 C24 C26 -179.0(2) . . . . ?
O25 C24 C26 C28 16.8(6) . . . . ?
O23 C24 C26 C28 -164.9(4) . . . . ?
O25 C24 C26 C27 -103.8(4) . . . . ?
O23 C24 C26 C27 74.5(4) . . . . ?
O25 C24 C26 C29 139.3(4) . . . . ?
O23 C24 C26 C29 -42.4(4) . . . . ?
C5 C4 O30 C31 -100.4(3) . . . . ?
C3 C4 O30 C31 138.0(2) . . . . ?
C4 O30 C31 O32 0.1(5) . . . . ?
C4 O30 C31 C33 177.4(2) . . . . ?
O32 C31 C33 C36 82.7(6) . . . . ?
O30 C31 C33 C36 -94.5(4) . . . . ?
O32 C31 C33 C34 -36.9(6) . . . . ?
O30 C31 C33 C34 145.9(4) . . . . ?
O32 C31 C33 C35 -158.7(5) . . . . ?
O30 C31 C33 C35 24.1(5) . . . . ?
C4 C5 O37 C38 104.1(3) . . . . ?
C6 C5 O37 C38 -139.1(3) . . . . ?
C5 O37 C38 O39 5.7(5) . . . . ?
C5 O37 C38 C40 -175.1(3) . . . . ?
O39 C38 C40 C43 14.1(10) . . . . ?
O37 C38 C40 C43 -165.1(8) . . . . ?
O39 C38 C40 C41 -126.0(5) . . . . ?
O37 C38 C40 C41 54.8(5) . . . . ?
O39 C38 C40 C42 118.9(5) . . . . ?
O37 C38 C40 C42 -60.3(5) . . . . ?
O39 C38 C40 C43A -24.7(9) . . . . ?
O37 C38 C40 C43A 156.1(8) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 16100957
