#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:08:27 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178422 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/43/4024307.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_4024307
loop_
_publ_author_name
'Matt Nodwell'
'Alban Pereira'
'Jenna L. Riffell'
'Carla Zimmerman'
'Brian O. Patrick'
'Michel Roberge'
'Raymond J. Andersen'
_publ_section_title
;
Synthetic Approaches to the Microtubule-Stabilizing Sponge Alkaloid
Ceratamine A and Desbromo Analogues
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              995
_journal_page_last               1006
_journal_paper_doi               10.1021/jo802322s
_journal_volume                  74
_journal_year                    2009
_chemical_formula_sum            'C24 H22 Cl N3 O3'
_chemical_formula_weight         435.90
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.678(7)
_cell_angle_beta                 103.672(8)
_cell_angle_gamma                92.025(8)
_cell_formula_units_Z            2
_cell_length_a                   8.8404(14)
_cell_length_b                   9.4642(16)
_cell_length_c                   13.031(2)
_cell_measurement_reflns_used    9887
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.03
_cell_measurement_theta_min      2.58
_cell_volume                     1054.1(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker X8 APEX II'
_diffrn_measurement_method       'area detector'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26522
_diffrn_reflns_theta_full        28.08
_diffrn_reflns_theta_max         28.08
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.213
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_correction_T_min  0.875
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.036(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   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         4994
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0347
_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)+(0.0398P)²+0.3104P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0865
_refine_ls_wR_factor_ref         0.0918
_reflns_number_gt                4184
_reflns_number_total             4994
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo802322s_si_001.cif
_cod_data_source_block           ra032
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4024307
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
C2 C 0.72087(15) 0.53113(12) 0.11678(9) 0.0296(3) Uani 1 1 d . . .
C4 C 0.66777(13) 0.31306(12) 0.14571(9) 0.0247(2) Uani 1 1 d . . .
C5 C 0.67228(13) 0.16024(12) 0.15275(9) 0.0270(2) Uani 1 1 d . . .
C6 C 0.65154(15) 0.11124(13) 0.25515(10) 0.0327(3) Uani 1 1 d . . .
C8 C 0.41191(15) 0.24723(14) 0.25198(11) 0.0358(3) Uani 1 1 d . . .
H8 H 0.3138 0.2251 0.2665 0.043 Uiso 1 1 calc R . .
C9 C 0.41531(14) 0.35340(14) 0.19149(10) 0.0337(3) Uani 1 1 d . . .
H9 H 0.3227 0.4020 0.1693 0.040 Uiso 1 1 calc R . .
C10 C 0.55133(14) 0.39864(12) 0.15778(9) 0.0278(2) Uani 1 1 d . . .
C11 C 0.70047(14) 0.06413(12) 0.07891(10) 0.0300(3) Uani 1 1 d . . .
H11 H 0.7091 -0.0309 0.0971 0.036 Uiso 1 1 calc R . .
C12 C 0.71939(14) 0.09033(12) -0.02673(10) 0.0283(2) Uani 1 1 d . . .
C13 C 0.64424(15) 0.19794(13) -0.08350(10) 0.0332(3) Uani 1 1 d . . .
H13 H 0.5734 0.2529 -0.0550 0.040 Uiso 1 1 calc R . .
C14 C 0.67125(16) 0.22514(13) -0.17948(10) 0.0363(3) Uani 1 1 d . . .
H14 H 0.6189 0.2984 -0.2168 0.044 Uiso 1 1 calc R . .
C15 C 0.77459(15) 0.14646(14) -0.22270(10) 0.0341(3) Uani 1 1 d . . .
C16 C 0.84699(15) 0.03651(14) -0.17008(11) 0.0353(3) Uani 1 1 d . . .
H16 H 0.9168 -0.0189 -0.1994 0.042 Uiso 1 1 calc R . .
C17 C 0.81611(14) 0.00841(12) -0.07395(10) 0.0317(3) Uani 1 1 d . . .
H17 H 0.8626 -0.0694 -0.0393 0.038 Uiso 1 1 calc R . .
C18 C 0.9017(2) 0.1125(3) -0.36282(15) 0.0721(6) Uani 1 1 d . . .
H18A H 1.0041 0.1211 -0.3126 0.108 Uiso 1 1 calc R . .
H18B H 0.9093 0.1539 -0.4281 0.108 Uiso 1 1 calc R . .
H18C H 0.8669 0.0120 -0.3794 0.108 Uiso 1 1 calc R . .
C19 C 0.93944(14) 0.36449(13) 0.12059(9) 0.0284(2) Uani 1 1 d . A .
H19A H 0.9372 0.2801 0.0700 0.034 Uiso 1 1 calc R . .
H19B H 0.9936 0.4444 0.0968 0.034 Uiso 1 1 calc R . .
C20 C 1.04207(17) 0.45550(14) 0.29926(11) 0.0393(3) Uani 0.54(3) 1 d P A 1
H20A H 0.9396 0.4887 0.3059 0.047 Uiso 0.54(3) 1 calc PR A 1
H20B H 1.1024 0.5349 0.2798 0.047 Uiso 0.54(3) 1 calc PR A 1
C21 C 1.1329(14) 0.4007(14) 0.4058(9) 0.0231(16) Uani 0.54(3) 1 d P A 1
C22 C 1.2361(19) 0.5029(14) 0.4633(9) 0.046(2) Uani 0.54(3) 1 d P A 1
H22 H 1.2516 0.5944 0.4411 0.055 Uiso 0.54(3) 1 calc PR A 1
C23 C 1.3235(18) 0.4540(17) 0.5667(12) 0.068(3) Uani 0.54(3) 1 d P A 1
H23 H 1.3995 0.5179 0.6131 0.081 Uiso 0.54(3) 1 calc PR A 1
C24 C 1.3006(17) 0.3320(16) 0.5949(11) 0.061(4) Uani 0.54(3) 1 d P A 1
H24 H 1.3587 0.3079 0.6616 0.074 Uiso 0.54(3) 1 calc PR A 1
C25 C 1.1899(13) 0.2295(14) 0.5291(11) 0.0379(16) Uani 0.54(3) 1 d P A 1
H25 H 1.1765 0.1365 0.5493 0.045 Uiso 0.54(3) 1 calc PR A 1
C26 C 1.0999(11) 0.2722(12) 0.4313(7) 0.0301(14) Uani 0.54(3) 1 d P A 1
H26 H 1.0196 0.2110 0.3864 0.036 Uiso 0.54(3) 1 calc PR A 1
C27 C 0.5198(2) 0.10584(19) 0.39672(12) 0.0505(4) Uani 1 1 d . . .
H27A H 0.4934 0.0035 0.3833 0.076 Uiso 1 1 calc R . .
H27B H 0.4375 0.1529 0.4230 0.076 Uiso 1 1 calc R . .
H27C H 0.6191 0.1230 0.4499 0.076 Uiso 1 1 calc R . .
N1 N 0.58461(13) 0.53633(11) 0.13694(8) 0.0322(2) Uani 1 1 d . . .
N3 N 0.78060(11) 0.40006(10) 0.11944(8) 0.0258(2) Uani 1 1 d . . .
N7 N 0.53390(13) 0.16317(12) 0.29743(9) 0.0353(2) Uani 1 1 d . . .
O1 O 0.73812(12) 0.02665(11) 0.30119(9) 0.0500(3) Uani 1 1 d . . .
O2 O 0.79392(13) 0.18496(12) -0.31746(8) 0.0475(3) Uani 1 1 d . . .
O3 O 1.02253(9) 0.33626(8) 0.22132(7) 0.02908(19) Uani 1 1 d . . .
Cl1 Cl 0.82383(5) 0.67491(3) 0.09095(3) 0.04604(12) Uani 1 1 d . . .
C20B C 1.04207(17) 0.45550(14) 0.29926(11) 0.0393(3) Uani 0.46(3) 1 d P A 2
H20C H 1.0874 0.5379 0.2725 0.047 Uiso 0.46(3) 1 calc PR A 2
H20D H 0.9384 0.4803 0.3095 0.047 Uiso 0.46(3) 1 calc PR A 2
C24B C 1.3131(15) 0.3430(17) 0.5949(9) 0.065(5) Uani 0.46(3) 1 d P A 2
H24B H 1.3725 0.3147 0.6599 0.078 Uiso 0.46(3) 1 calc PR A 2
C23B C 1.351(2) 0.4782(17) 0.5552(14) 0.057(3) Uani 0.46(3) 1 d P A 2
H23B H 1.4322 0.5428 0.5952 0.069 Uiso 0.46(3) 1 calc PR A 2
C25B C 1.197(2) 0.266(2) 0.5382(16) 0.060(4) Uani 0.46(3) 1 d P A 2
H25B H 1.1696 0.1790 0.5631 0.072 Uiso 0.46(3) 1 calc PR A 2
C22B C 1.271(2) 0.5044(17) 0.4667(12) 0.054(3) Uani 0.46(3) 1 d P A 2
H22B H 1.3055 0.5880 0.4411 0.065 Uiso 0.46(3) 1 calc PR A 2
C26B C 1.1132(18) 0.301(2) 0.4456(12) 0.059(4) Uani 0.46(3) 1 d P A 2
H26B H 1.0300 0.2371 0.4078 0.071 Uiso 0.46(3) 1 calc PR A 2
C21B C 1.139(2) 0.4304(18) 0.3983(13) 0.031(2) Uani 0.46(3) 1 d P 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 0.0033 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'
Cl Cl 0.1484 0.1585 '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
N1 C2 N3 114.71(11) . . ?
N1 C2 Cl1 124.13(9) . . ?
N3 C2 Cl1 121.15(10) . . ?
C10 C4 N3 105.93(10) . . ?
C10 C4 C5 127.85(11) . . ?
N3 C4 C5 126.15(10) . . ?
C11 C5 C4 125.92(11) . . ?
C11 C5 C6 118.78(11) . . ?
C4 C5 C6 115.21(10) . . ?
O1 C6 N7 120.10(12) . . ?
O1 C6 C5 120.71(12) . . ?
N7 C6 C5 119.19(10) . . ?
C9 C8 N7 128.82(12) . . ?
C9 C8 H8 115.6 . . ?
N7 C8 H8 115.6 . . ?
C8 C9 C10 123.66(11) . . ?
C8 C9 H9 118.2 . . ?
C10 C9 H9 118.2 . . ?
C4 C10 N1 110.86(11) . . ?
C4 C10 C9 124.43(11) . . ?
N1 C10 C9 124.67(11) . . ?
C5 C11 C12 126.88(11) . . ?
C5 C11 H11 116.6 . . ?
C12 C11 H11 116.6 . . ?
C17 C12 C13 117.35(11) . . ?
C17 C12 C11 120.18(10) . . ?
C13 C12 C11 122.47(11) . . ?
C14 C13 C12 121.08(12) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 120.52(11) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
O2 C15 C16 125.09(12) . . ?
O2 C15 C14 115.15(11) . . ?
C16 C15 C14 119.76(12) . . ?
C15 C16 C17 119.04(12) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 H16 120.5 . . ?
C16 C17 C12 122.11(11) . . ?
C16 C17 H17 118.9 . . ?
C12 C17 H17 118.9 . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C19 N3 112.05(9) . . ?
O3 C19 H19A 109.2 . . ?
N3 C19 H19A 109.2 . . ?
O3 C19 H19B 109.2 . . ?
N3 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
O3 C20 C21 105.5(5) . . ?
O3 C20 H20A 110.6 . . ?
C21 C20 H20A 110.6 . . ?
O3 C20 H20B 110.6 . . ?
C21 C20 H20B 110.6 . . ?
H20A C20 H20B 108.8 . . ?
C26 C21 C22 128.5(12) . . ?
C26 C21 C20 121.0(9) . . ?
C22 C21 C20 110.4(10) . . ?
C21 C22 C23 111.6(11) . . ?
C21 C22 H22 124.2 . . ?
C23 C22 H22 124.2 . . ?
C24 C23 C22 123.2(13) . . ?
C24 C23 H23 118.4 . . ?
C22 C23 H23 118.4 . . ?
C23 C24 C25 121.8(13) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
C24 C25 C26 117.3(11) . . ?
C24 C25 H25 121.4 . . ?
C26 C25 H25 121.4 . . ?
C21 C26 C25 117.5(10) . . ?
C21 C26 H26 121.3 . . ?
C25 C26 H26 121.3 . . ?
N7 C27 H27A 109.5 . . ?
N7 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N7 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C2 N1 C10 103.82(10) . . ?
C2 N3 C4 104.64(10) . . ?
C2 N3 C19 127.85(10) . . ?
C4 N3 C19 126.00(9) . . ?
C6 N7 C8 128.97(11) . . ?
C6 N7 C27 115.28(11) . . ?
C8 N7 C27 115.06(11) . . ?
C15 O2 C18 117.56(12) . . ?
C19 O3 C20 113.65(9) . . ?
C25B C24B C23B 117.3(12) . . ?
C25B C24B H24B 121.4 . . ?
C23B C24B H24B 121.4 . . ?
C22B C23B C24B 117.2(15) . . ?
C22B C23B H23B 121.4 . . ?
C24B C23B H23B 121.4 . . ?
C24B C25B C26B 122.7(15) . . ?
C24B C25B H25B 118.7 . . ?
C26B C25B H25B 118.7 . . ?
C23B C22B C21B 130.8(18) . . ?
C23B C22B H22B 114.6 . . ?
C21B C22B H22B 114.6 . . ?
C25B C26B C21B 125.2(14) . . ?
C25B C26B H26B 117.4 . . ?
C21B C26B H26B 117.4 . . ?
C22B C21B C26B 106.6(15) . . ?
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
C2 N1 1.2940(17) . ?
C2 N3 1.3651(15) . ?
C2 Cl1 1.7104(13) . ?
C4 C10 1.3620(16) . ?
C4 N3 1.3926(15) . ?
C4 C5 1.4581(16) . ?
C5 C11 1.3423(17) . ?
C5 C6 1.4965(17) . ?
C6 O1 1.2211(15) . ?
C6 N7 1.3746(17) . ?
C8 C9 1.3305(19) . ?
C8 N7 1.4079(17) . ?
C8 H8 0.9500 . ?
C9 C10 1.4375(18) . ?
C9 H9 0.9500 . ?
C10 N1 1.3881(16) . ?
C11 C12 1.4649(18) . ?
C11 H11 0.9500 . ?
C12 C17 1.3888(17) . ?
C12 C13 1.4015(17) . ?
C13 C14 1.3699(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.3889(19) . ?
C14 H14 0.9500 . ?
C15 O2 1.3621(16) . ?
C15 C16 1.3852(18) . ?
C16 C17 1.3875(19) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 O2 1.405(2) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 O3 1.3961(14) . ?
C19 N3 1.4524(15) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 O3 1.4323(15) . ?
C20 C21 1.569(12) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C26 1.327(12) . ?
C21 C22 1.351(19) . ?
C22 C23 1.50(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.26(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.427(19) . ?
C24 H24 0.9500 . ?
C25 C26 1.431(15) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 N7 1.4731(17) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C24B C25B 1.28(2) . ?
C24B C23B 1.47(3) . ?
C24B H24B 0.9500 . ?
C23B C22B 1.25(2) . ?
C23B H23B 0.9500 . ?
C25B C26B 1.34(2) . ?
C25B H25B 0.9500 . ?
C22B C21B 1.42(2) . ?
C22B H22B 0.9500 . ?
C26B C21B 1.446(14) . ?
C26B H26B 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
C10 C4 C5 C11 126.46(14) . . . . ?
N3 C4 C5 C11 -49.93(18) . . . . ?
C10 C4 C5 C6 -57.00(16) . . . . ?
N3 C4 C5 C6 126.61(12) . . . . ?
C11 C5 C6 O1 43.45(18) . . . . ?
C4 C5 C6 O1 -133.35(13) . . . . ?
C11 C5 C6 N7 -136.87(12) . . . . ?
C4 C5 C6 N7 46.32(15) . . . . ?
N7 C8 C9 C10 2.4(2) . . . . ?
N3 C4 C10 N1 1.75(13) . . . . ?
C5 C4 C10 N1 -175.21(11) . . . . ?
N3 C4 C10 C9 -176.04(11) . . . . ?
C5 C4 C10 C9 6.99(19) . . . . ?
C8 C9 C10 C4 26.9(2) . . . . ?
C8 C9 C10 N1 -150.56(13) . . . . ?
C4 C5 C11 C12 -5.5(2) . . . . ?
C6 C5 C11 C12 178.06(11) . . . . ?
C5 C11 C12 C17 149.13(13) . . . . ?
C5 C11 C12 C13 -30.05(19) . . . . ?
C17 C12 C13 C14 -3.00(18) . . . . ?
C11 C12 C13 C14 176.21(12) . . . . ?
C12 C13 C14 C15 -0.2(2) . . . . ?
C13 C14 C15 O2 -178.86(12) . . . . ?
C13 C14 C15 C16 2.2(2) . . . . ?
O2 C15 C16 C17 -179.74(12) . . . . ?
C14 C15 C16 C17 -0.87(19) . . . . ?
C15 C16 C17 C12 -2.5(2) . . . . ?
C13 C12 C17 C16 4.34(18) . . . . ?
C11 C12 C17 C16 -174.88(11) . . . . ?
O3 C20 C21 C26 -40.1(12) . . . . ?
O3 C20 C21 C22 142.6(10) . . . . ?
C26 C21 C22 C23 2(2) . . . . ?
C20 C21 C22 C23 179.2(10) . . . . ?
C21 C22 C23 C24 0(2) . . . . ?
C22 C23 C24 C25 1(2) . . . . ?
C23 C24 C25 C26 -2.8(19) . . . . ?
C22 C21 C26 C25 -4(2) . . . . ?
C20 C21 C26 C25 179.0(8) . . . . ?
C24 C25 C26 C21 4.3(15) . . . . ?
N3 C2 N1 C10 1.72(13) . . . . ?
Cl1 C2 N1 C10 -177.07(9) . . . . ?
C4 C10 N1 C2 -2.13(13) . . . . ?
C9 C10 N1 C2 175.67(11) . . . . ?
N1 C2 N3 C4 -0.70(14) . . . . ?
Cl1 C2 N3 C4 178.13(8) . . . . ?
N1 C2 N3 C19 -167.21(11) . . . . ?
Cl1 C2 N3 C19 11.62(17) . . . . ?
C10 C4 N3 C2 -0.68(12) . . . . ?
C5 C4 N3 C2 176.36(11) . . . . ?
C10 C4 N3 C19 166.16(10) . . . . ?
C5 C4 N3 C19 -16.80(18) . . . . ?
O3 C19 N3 C2 103.55(13) . . . . ?
O3 C19 N3 C4 -60.26(15) . . . . ?
O1 C6 N7 C8 -171.88(13) . . . . ?
C5 C6 N7 C8 8.4(2) . . . . ?
O1 C6 N7 C27 -1.97(19) . . . . ?
C5 C6 N7 C27 178.35(12) . . . . ?
C9 C8 N7 C6 -38.5(2) . . . . ?
C9 C8 N7 C27 151.59(15) . . . . ?
C16 C15 O2 C18 -3.5(2) . . . . ?
C14 C15 O2 C18 177.61(15) . . . . ?
N3 C19 O3 C20 -63.05(13) . . . . ?
C21 C20 O3 C19 178.5(5) . . . . ?
C25B C24B C23B C22B -3(2) . . . . ?
C23B C24B C25B C26B 1(2) . . . . ?
C24B C23B C22B C21B 6(3) . . . . ?
C24B C25B C26B C21B -1(3) . . . . ?
C23B C22B C21B C26B -5(3) . . . . ?
C25B C26B C21B C22B 2(2) . . . . ?
