#------------------------------------------------------------------------------
#$Date: 2020-10-04 05:43:12 +0300 (Sun, 04 Oct 2020) $
#$Revision: 256988 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/74/4517448.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_4517448
loop_
_publ_author_name
'Cendón, Borja'
'Font, Marc'
'Mascareñas, José L.'
'Gul\?ías, Moisés'
_publ_section_title
;
 Palladium-Catalyzed Formal (4+2) Cycloaddition between Alkyl Amides and
 Dienes Initiated by the Activation of C(sp3)--H Bonds
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              3425
_journal_page_last               3430
_journal_paper_doi               10.1021/acscatal.0c00664
_journal_year                    2020
_chemical_formula_moiety         'C21 H22 N2 O5 S'
_chemical_formula_sum            'C21 H22 N2 O5 S'
_chemical_formula_weight         414.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-11-12
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 106.258(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   22.973(2)
_cell_length_b                   6.9135(7)
_cell_length_c                   25.839(3)
_cell_measurement_reflns_used    9944
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.79
_cell_volume                     3939.7(7)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Incoatec HeliosTM multilayer optics'
_diffrn_radiation_source         'Incoatec high brillance I\muS microsource'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            31379
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.341
_diffrn_reflns_theta_min         2.794
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.201
_exptl_absorpt_correction_T_max  0.7379
_exptl_absorpt_correction_T_min  0.7140
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1142 before and 0.0545 after correction.
The Ratio of minimum to maximum transmission is 0.9676.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.213
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.056
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4903
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0398P)²+5.2383P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0883
_refine_ls_wR_factor_ref         0.0950
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3934
_reflns_number_total             4903
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs0c00664_si_002.cif
_cod_data_source_block           32041101_0m
_cod_depositor_comments
'Adding full bibliography for 4517447--4517450.cif.'
_cod_database_code               4517448
_shelx_shelxl_version_number     2017/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.989
_shelx_estimated_absorpt_t_min   0.958
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B)
2.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C18(H18), C21(H21), C6(H6), C7(H7), C20(H20), C9(H9), C13(H13),
 C12(H12), C11(H11), C10(H10)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C14(H14A,H14B,H14C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.24840(2) 0.14959(5) 0.62241(2) 0.01187(9) Uani 1 1 d . . . . .
O2 O 0.20033(5) 0.25451(16) 0.63437(4) 0.0169(2) Uani 1 1 d . . . . .
O3 O 0.23617(5) -0.03313(16) 0.59519(4) 0.0161(2) Uani 1 1 d . . . . .
O1 O 0.31285(5) 0.41814(16) 0.69992(4) 0.0178(2) Uani 1 1 d . . . . .
O5 O 0.35574(6) 0.82948(16) 0.49182(5) 0.0226(3) Uani 1 1 d . . . . .
O4 O 0.40246(6) 0.57961(18) 0.47224(5) 0.0258(3) Uani 1 1 d . . . . .
N1 N 0.30208(6) 0.09876(18) 0.68051(5) 0.0116(3) Uani 1 1 d . . . . .
N2 N 0.36745(6) 0.6559(2) 0.49398(5) 0.0170(3) Uani 1 1 d . . . . .
C16 C 0.28337(7) 0.3001(2) 0.58408(6) 0.0127(3) Uani 1 1 d . . . . .
C17 C 0.27216(7) 0.4975(2) 0.58227(6) 0.0145(3) Uani 1 1 d . . . . .
H17 H 0.246338 0.551795 0.601435 0.017 Uiso 1 1 calc R . . . .
C1 C 0.32678(7) 0.2526(2) 0.71466(6) 0.0129(3) Uani 1 1 d . . . . .
C18 C 0.29933(7) 0.6146(2) 0.55193(6) 0.0148(3) Uani 1 1 d . . . . .
H18 H 0.292133 0.750060 0.549782 0.018 Uiso 1 1 calc R . . . .
C19 C 0.33705(7) 0.5303(2) 0.52490(6) 0.0146(3) Uani 1 1 d . . . . .
C21 C 0.31906(7) 0.2156(2) 0.55474(6) 0.0156(3) Uani 1 1 d . . . . .
H21 H 0.324372 0.079295 0.555072 0.019 Uiso 1 1 calc R . . . .
C2 C 0.36985(7) 0.2106(2) 0.77068(6) 0.0138(3) Uani 1 1 d . . . . .
C6 C 0.37161(7) -0.1637(2) 0.66864(6) 0.0148(3) Uani 1 1 d . . . . .
H6 H 0.379433 -0.298068 0.666791 0.018 Uiso 1 1 calc R . . . .
C7 C 0.40648(7) -0.0433(2) 0.65040(6) 0.0154(3) Uani 1 1 d . . . . .
H7 H 0.399738 0.090865 0.654201 0.018 Uiso 1 1 calc R . . . .
C20 C 0.34684(7) 0.3327(2) 0.52497(6) 0.0161(3) Uani 1 1 d . . . . .
H20 H 0.371961 0.278463 0.505127 0.019 Uiso 1 1 calc R . . . .
C5 C 0.32097(7) -0.1071(2) 0.69190(6) 0.0130(3) Uani 1 1 d . . . . .
H5 H 0.285207 -0.190647 0.674871 0.016 Uiso 1 1 calc R . . . .
C3 C 0.38827(7) -0.0032(2) 0.78064(6) 0.0169(3) Uani 1 1 d . . . . .
H3A H 0.423811 -0.029086 0.767132 0.020 Uiso 1 1 calc R . . . .
H3B H 0.400245 -0.029159 0.819882 0.020 Uiso 1 1 calc R . . . .
C4 C 0.33712(7) -0.1375(2) 0.75291(6) 0.0169(3) Uani 1 1 d . . . . .
H4A H 0.301191 -0.111113 0.765831 0.020 Uiso 1 1 calc R . . . .
H4B H 0.349585 -0.273409 0.761694 0.020 Uiso 1 1 calc R . . . .
C8 C 0.45441(7) -0.0941(2) 0.62496(6) 0.0163(3) Uani 1 1 d . . . . .
C9 C 0.47670(8) -0.2827(3) 0.62459(7) 0.0216(4) Uani 1 1 d . . . . .
H9 H 0.461478 -0.383866 0.642008 0.026 Uiso 1 1 calc R . . . .
C13 C 0.47787(7) 0.0518(3) 0.59886(6) 0.0197(3) Uani 1 1 d . . . . .
H13 H 0.463411 0.180562 0.598909 0.024 Uiso 1 1 calc R . . . .
C15 C 0.33577(8) 0.2752(3) 0.81132(6) 0.0215(4) Uani 1 1 d . . . . .
H15A H 0.321593 0.408577 0.803428 0.032 Uiso 1 1 calc GR . . . .
H15B H 0.363117 0.268231 0.847966 0.032 Uiso 1 1 calc GR . . . .
H15C H 0.300921 0.189948 0.808420 0.032 Uiso 1 1 calc GR . . . .
C12 C 0.52187(8) 0.0113(3) 0.57293(7) 0.0257(4) Uani 1 1 d . . . . .
H12 H 0.537107 0.111389 0.555151 0.031 Uiso 1 1 calc R . . . .
C14 C 0.42643(8) 0.3366(3) 0.77699(7) 0.0241(4) Uani 1 1 d . . . . .
H14A H 0.445431 0.304389 0.748530 0.036 Uiso 1 1 calc GR . . . .
H14B H 0.455245 0.312382 0.812302 0.036 Uiso 1 1 calc GR . . . .
H14C H 0.414750 0.473321 0.774168 0.036 Uiso 1 1 calc GR . . . .
C11 C 0.54332(8) -0.1751(3) 0.57314(7) 0.0318(5) Uani 1 1 d . . . . .
H11 H 0.573567 -0.203137 0.555589 0.038 Uiso 1 1 calc R . . . .
C10 C 0.52098(9) -0.3222(3) 0.59883(7) 0.0307(4) Uani 1 1 d . . . . .
H10 H 0.536020 -0.450147 0.598804 0.037 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
S S 0.1246 0.1234 '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
O2 S1 O3 119.81(7) . . ?
O2 S1 N1 109.26(6) . . ?
O2 S1 C16 108.76(7) . . ?
O3 S1 N1 104.25(6) . . ?
O3 S1 C16 107.42(7) . . ?
N1 S1 C16 106.58(7) . . ?
C1 N1 S1 117.95(10) . . ?
C1 N1 C5 123.86(12) . . ?
C5 N1 S1 118.19(10) . . ?
O5 N2 C19 117.85(13) . . ?
O4 N2 O5 124.39(14) . . ?
O4 N2 C19 117.76(13) . . ?
C17 C16 S1 119.10(12) . . ?
C17 C16 C21 121.79(14) . . ?
C21 C16 S1 119.05(12) . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 118.90(14) . . ?
C18 C17 H17 120.5 . . ?
O1 C1 N1 119.50(14) . . ?
O1 C1 C2 121.00(13) . . ?
N1 C1 C2 119.49(13) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 C17 118.84(14) . . ?
C19 C18 H18 120.6 . . ?
C18 C19 N2 118.80(14) . . ?
C20 C19 N2 118.58(14) . . ?
C20 C19 C18 122.62(14) . . ?
C16 C21 H21 120.4 . . ?
C20 C21 C16 119.29(14) . . ?
C20 C21 H21 120.4 . . ?
C1 C2 C3 114.44(12) . . ?
C1 C2 C15 105.75(12) . . ?
C3 C2 C15 109.43(13) . . ?
C14 C2 C1 107.22(13) . . ?
C14 C2 C3 110.00(13) . . ?
C14 C2 C15 109.87(13) . . ?
C7 C6 H6 116.9 . . ?
C7 C6 C5 126.11(14) . . ?
C5 C6 H6 116.9 . . ?
C6 C7 H7 116.3 . . ?
C6 C7 C8 127.46(15) . . ?
C8 C7 H7 116.3 . . ?
C19 C20 C21 118.44(14) . . ?
C19 C20 H20 120.8 . . ?
C21 C20 H20 120.8 . . ?
N1 C5 C6 112.59(12) . . ?
N1 C5 H5 107.8 . . ?
N1 C5 C4 107.90(12) . . ?
C6 C5 H5 107.8 . . ?
C6 C5 C4 112.64(13) . . ?
C4 C5 H5 107.8 . . ?
C2 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 C2 111.71(13) . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
C5 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
C3 C4 C5 109.63(13) . . ?
C3 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C9 C8 C7 123.00(15) . . ?
C9 C8 C13 118.39(15) . . ?
C13 C8 C7 118.59(15) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.25(17) . . ?
C10 C9 H9 119.9 . . ?
C8 C13 H13 119.5 . . ?
C12 C13 C8 121.09(17) . . ?
C12 C13 H13 119.5 . . ?
C2 C15 H15A 109.5 . . ?
C2 C15 H15B 109.5 . . ?
C2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C12 H12 120.2 . . ?
C11 C12 C13 119.62(17) . . ?
C11 C12 H12 120.2 . . ?
C2 C14 H14A 109.5 . . ?
C2 C14 H14B 109.5 . . ?
C2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C11 H11 119.8 . . ?
C12 C11 C10 120.43(16) . . ?
C10 C11 H11 119.8 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.21(18) . . ?
C11 C10 H10 119.9 . . ?
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
S1 O2 1.4256(11) . ?
S1 O3 1.4348(11) . ?
S1 N1 1.6917(13) . ?
S1 C16 1.7762(15) . ?
O1 C1 1.2203(19) . ?
O5 N2 1.2279(18) . ?
O4 N2 1.2221(17) . ?
N1 C1 1.3968(19) . ?
N1 C5 1.4929(19) . ?
N2 C19 1.4808(19) . ?
C16 C17 1.387(2) . ?
C16 C21 1.391(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(2) . ?
C1 C2 1.535(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.385(2) . ?
C19 C20 1.384(2) . ?
C21 H21 0.9500 . ?
C21 C20 1.389(2) . ?
C2 C3 1.539(2) . ?
C2 C15 1.542(2) . ?
C2 C14 1.535(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.330(2) . ?
C6 C5 1.503(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.474(2) . ?
C20 H20 0.9500 . ?
C5 H5 1.0000 . ?
C5 C4 1.530(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.512(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C8 C9 1.402(2) . ?
C8 C13 1.402(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.390(2) . ?
C13 H13 0.9500 . ?
C13 C12 1.389(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C12 H12 0.9500 . ?
C12 C11 1.379(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C11 H11 0.9500 . ?
C11 C10 1.388(3) . ?
C10 H10 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 O1 -5.85(19) . . . . ?
S1 N1 C1 C2 172.70(10) . . . . ?
S1 N1 C5 C6 87.98(14) . . . . ?
S1 N1 C5 C4 -147.09(10) . . . . ?
S1 C16 C17 C18 -179.59(11) . . . . ?
S1 C16 C21 C20 -179.59(12) . . . . ?
O2 S1 N1 C1 -55.14(12) . . . . ?
O2 S1 N1 C5 125.79(11) . . . . ?
O2 S1 C16 C17 15.42(15) . . . . ?
O2 S1 C16 C21 -161.70(12) . . . . ?
O3 S1 N1 C1 175.66(11) . . . . ?
O3 S1 N1 C5 -3.41(12) . . . . ?
O3 S1 C16 C17 146.48(12) . . . . ?
O3 S1 C16 C21 -30.64(14) . . . . ?
O1 C1 C2 C3 -173.66(14) . . . . ?
O1 C1 C2 C15 65.82(18) . . . . ?
O1 C1 C2 C14 -51.38(19) . . . . ?
O5 N2 C19 C18 -3.0(2) . . . . ?
O5 N2 C19 C20 176.05(14) . . . . ?
O4 N2 C19 C18 177.09(14) . . . . ?
O4 N2 C19 C20 -3.8(2) . . . . ?
N1 S1 C16 C17 -102.27(13) . . . . ?
N1 S1 C16 C21 80.61(13) . . . . ?
N1 C1 C2 C3 7.81(19) . . . . ?
N1 C1 C2 C15 -112.71(15) . . . . ?
N1 C1 C2 C14 130.10(14) . . . . ?
N1 C5 C4 C3 -59.79(16) . . . . ?
N2 C19 C20 C21 178.94(13) . . . . ?
C16 S1 N1 C1 62.22(12) . . . . ?
C16 S1 N1 C5 -116.85(11) . . . . ?
C16 C17 C18 C19 -0.5(2) . . . . ?
C16 C21 C20 C19 -1.1(2) . . . . ?
C17 C16 C21 C20 3.4(2) . . . . ?
C17 C18 C19 N2 -178.14(13) . . . . ?
C17 C18 C19 C20 2.8(2) . . . . ?
C1 N1 C5 C6 -91.03(16) . . . . ?
C1 N1 C5 C4 33.90(18) . . . . ?
C1 C2 C3 C4 -34.86(18) . . . . ?
C18 C19 C20 C21 -2.0(2) . . . . ?
C21 C16 C17 C18 -2.6(2) . . . . ?
C2 C3 C4 C5 62.46(16) . . . . ?
C6 C7 C8 C9 -11.0(3) . . . . ?
C6 C7 C8 C13 167.50(16) . . . . ?
C6 C5 C4 C3 65.11(16) . . . . ?
C7 C6 C5 N1 14.5(2) . . . . ?
C7 C6 C5 C4 -107.82(17) . . . . ?
C7 C8 C9 C10 178.51(16) . . . . ?
C7 C8 C13 C12 -178.21(15) . . . . ?
C5 N1 C1 O1 173.16(13) . . . . ?
C5 N1 C1 C2 -8.3(2) . . . . ?
C5 C6 C7 C8 -176.74(14) . . . . ?
C8 C9 C10 C11 -0.2(3) . . . . ?
C8 C13 C12 C11 -0.5(3) . . . . ?
C9 C8 C13 C12 0.4(2) . . . . ?
C13 C8 C9 C10 0.0(2) . . . . ?
C13 C12 C11 C10 0.3(3) . . . . ?
C15 C2 C3 C4 83.59(15) . . . . ?
C12 C11 C10 C9 0.0(3) . . . . ?
C14 C2 C3 C4 -155.62(13) . . . . ?
