#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:58:14 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180282 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/68/7116892.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_7116892
loop_
_publ_author_name
'Marie Cordier'
'Aurelie Dos Santos'
'Laurent El Kaim'
'Noisette Narboni'
_publ_section_title
;
 Passerini/Tsuji-Trost strategies towards achieving lactams and
 cyclopentane derivatives
;
_journal_name_full               Chem.Commun.
_journal_page_first              6411
_journal_paper_doi               10.1039/C5cc00584A
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C28 H28 Cl N O9'
_chemical_formula_sum            'C28 H28 Cl N O9'
_chemical_formula_weight         557.96
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-01-19 deposited with the CCDC.
2015-02-19 downloaded from the CCDC.
;
_cell_angle_alpha                77.690(1)
_cell_angle_beta                 68.849(2)
_cell_angle_gamma                63.172(2)
_cell_formula_units_Z            2
_cell_length_a                   11.5552(3)
_cell_length_b                   11.6532(4)
_cell_length_c                   11.9655(4)
_cell_measurement_reflns_used    5545
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     1338.48(8)
_computing_cell_refinement       'DENZO (Otwinowski & Minor, 1997) & COLLECT'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    SHELXT(Sheldrick,2014)
_diffrn_ambient_temperature      150.0(1)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18840
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         27.552
_diffrn_reflns_theta_min         1.962
_exptl_absorpt_coefficient_mu    0.199
_exptl_absorpt_correction_T_max  1.04394
_exptl_absorpt_correction_T_min  0.973361
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   DENZO/SCALEPACK
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_description       'block '
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.280
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     436
_refine_ls_number_reflns         6114
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0453
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0355P)²+0.8684P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.1070
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5310
_reflns_number_total             6114
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5cc00584a2.cif
_cod_data_source_block           nn166bis_a
_cod_database_code               7116892
#BEGIN Tags that were not found in dictionaries:
_shelx_shelxl_version_number     2014/7
_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_min   0.939
_shelx_estimated_absorpt_t_max   0.946
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_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
Cl Cl 0.65847(7) 0.82978(8) -0.02994(5) 0.0681(2) Uani 1 1 d . . . . .
O8 O 0.12056(11) 0.08428(10) 0.53721(10) 0.0260(2) Uani 1 1 d . . . . .
O6 O 0.11686(11) 0.23110(11) 0.30059(10) 0.0278(3) Uani 1 1 d . . . . .
O5 O 0.00892(11) 0.38466(10) 0.43307(10) 0.0267(2) Uani 1 1 d . . . . .
O1 O 0.26454(11) 0.46986(11) 0.22644(10) 0.0266(2) Uani 1 1 d . . . . .
O2 O 0.29345(12) 0.63402(11) 0.52176(11) 0.0308(3) Uani 1 1 d . . . . .
O7 O 0.34817(11) -0.01387(10) 0.46033(11) 0.0291(3) Uani 1 1 d . . . . .
O9 O 0.05586(13) 0.12385(12) 1.01872(10) 0.0344(3) Uani 1 1 d . . . . .
O4 O 0.55940(12) 0.40152(12) 0.23555(13) 0.0415(3) Uani 1 1 d . . . . .
N1 N 0.27618(12) 0.55291(12) 0.37531(11) 0.0214(3) Uani 1 1 d . . . . .
O3 O 0.63809(12) 0.18963(12) 0.27372(15) 0.0472(4) Uani 1 1 d . . . . .
C23 C 0.24432(15) 0.08183(14) 0.47595(13) 0.0215(3) Uani 1 1 d . . . . .
C16 C 0.18922(15) 0.24462(14) 0.65957(13) 0.0198(3) Uani 1 1 d . . . . .
C25 C 0.10532(15) 0.28961(14) 0.39129(13) 0.0207(3) Uani 1 1 d . . . . .
C13 C 0.22896(15) 0.29275(14) 0.52970(13) 0.0188(3) Uani 1 1 d . . . . .
H13 H 0.1616(18) 0.3793(17) 0.5221(16) 0.023 Uiso 1 1 d . U . . .
C8 C 0.31124(15) 0.53950(15) 0.47884(14) 0.0230(3) Uani 1 1 d . . . . .
C15 C 0.36160(15) 0.21430(15) 0.32517(14) 0.0218(3) Uani 1 1 d . . . . .
H15A H 0.4376(19) 0.1307(18) 0.3301(16) 0.026 Uiso 1 1 d . U . . .
H15B H 0.3458(18) 0.2296(17) 0.2485(17) 0.026 Uiso 1 1 d . U . . .
C21 C 0.26970(16) 0.12645(15) 0.70390(14) 0.0250(3) Uani 1 1 d . . . . .
H21 H 0.3565(19) 0.0708(18) 0.6502(17) 0.030 Uiso 1 1 d . U . . .
C14 C 0.23387(14) 0.21818(14) 0.43099(13) 0.0195(3) Uani 1 1 d . . . . .
C19 C 0.10651(16) 0.15885(16) 0.90030(14) 0.0254(3) Uani 1 1 d . . . . .
C27 C 0.54585(15) 0.29293(15) 0.28182(14) 0.0230(3) Uani 1 1 d . . . . .
C11 C 0.39752(14) 0.31641(14) 0.34881(13) 0.0199(3) Uani 1 1 d . . . . .
C12 C 0.30592(14) 0.45144(14) 0.31135(13) 0.0205(3) Uani 1 1 d . . . . .
C17 C 0.06762(16) 0.32091(15) 0.73970(14) 0.0235(3) Uani 1 1 d . . . . .
H17 H 0.0121(19) 0.4040(19) 0.7111(16) 0.028 Uiso 1 1 d . U . . .
C4 C 0.32195(16) 0.72532(15) 0.23371(15) 0.0252(3) Uani 1 1 d . . . . .
C10 C 0.36898(15) 0.29890(14) 0.48553(13) 0.0204(3) Uani 1 1 d . . . . .
H10 H 0.4370(18) 0.2158(17) 0.5051(16) 0.024 Uiso 1 1 d . U . . .
C20 C 0.22885(17) 0.08296(16) 0.82320(14) 0.0266(3) Uani 1 1 d . . . . .
H20 H 0.2854(19) 0.0007(19) 0.8499(17) 0.032 Uiso 1 1 d . U . . .
C9 C 0.37297(17) 0.40635(16) 0.53463(15) 0.0250(3) Uani 1 1 d . . . . .
H9A H 0.3270(19) 0.4109(18) 0.6198(18) 0.030 Uiso 1 1 d . U . . .
H9B H 0.470(2) 0.3914(18) 0.5199(17) 0.030 Uiso 1 1 d . U . . .
C7 C 0.21363(16) 0.68527(15) 0.32322(16) 0.0258(3) Uani 1 1 d . . . . .
H7A H 0.1606(19) 0.7407(19) 0.3886(17) 0.031 Uiso 1 1 d . U . . .
H7B H 0.1518(19) 0.6858(18) 0.2837(17) 0.031 Uiso 1 1 d . U . . .
C18 C 0.02650(17) 0.27877(16) 0.85869(15) 0.0283(3) Uani 1 1 d . . . . .
H18 H -0.057(2) 0.3308(19) 0.9120(18) 0.034 Uiso 1 1 d . U . . .
C5 C 0.37839(19) 0.68689(17) 0.11673(15) 0.0317(4) Uani 1 1 d . . . . .
H5 H 0.347(2) 0.637(2) 0.0915(18) 0.038 Uiso 1 1 d . U . . .
C3 C 0.3712(2) 0.79727(18) 0.26761(17) 0.0362(4) Uani 1 1 d . . . . .
H3 H 0.334(2) 0.824(2) 0.349(2) 0.043 Uiso 1 1 d . U . . .
C24 C 0.1167(2) -0.03706(18) 0.59432(18) 0.0345(4) Uani 1 1 d . . . . .
H24A H 0.166(2) -0.104(2) 0.540(2) 0.052 Uiso 1 1 d . U . . .
H24B H 0.022(2) -0.024(2) 0.627(2) 0.052 Uiso 1 1 d . U . . .
H24C H 0.159(2) -0.065(2) 0.659(2) 0.052 Uiso 1 1 d . U . . .
C6 C 0.4823(2) 0.7181(2) 0.03523(16) 0.0370(4) Uani 1 1 d . . . . .
H6 H 0.525(2) 0.686(2) -0.046(2) 0.044 Uiso 1 1 d . U . . .
C1 C 0.5283(2) 0.7900(2) 0.07198(16) 0.0389(4) Uani 1 1 d . . . . .
C26 C 0.00497(19) 0.2933(2) 0.25051(18) 0.0350(4) Uani 1 1 d . . . . .
H26A H -0.083(2) 0.297(2) 0.314(2) 0.053 Uiso 1 1 d . U . . .
H26B H 0.028(2) 0.243(2) 0.187(2) 0.053 Uiso 1 1 d . U . . .
H26C H 0.000(2) 0.379(2) 0.218(2) 0.053 Uiso 1 1 d . U . . .
C22 C 0.1295(2) -0.0050(2) 1.06009(18) 0.0394(4) Uani 1 1 d . . . . .
H22A H 0.140(2) -0.071(2) 1.009(2) 0.059 Uiso 1 1 d . U . . .
H22B H 0.075(3) -0.017(2) 1.141(2) 0.059 Uiso 1 1 d . U . . .
H22C H 0.220(3) -0.015(2) 1.057(2) 0.059 Uiso 1 1 d . U . . .
C2 C 0.4740(2) 0.8303(2) 0.18678(17) 0.0445(5) Uani 1 1 d . . . . .
H2 H 0.506(2) 0.879(2) 0.211(2) 0.053 Uiso 1 1 d . U . . .
C28 C 0.6964(2) 0.3914(2) 0.1725(2) 0.0475(5) Uani 1 1 d . . . . .
H28A H 0.750(3) 0.362(3) 0.227(2) 0.071 Uiso 1 1 d . U . . .
H28B H 0.688(3) 0.471(3) 0.132(2) 0.071 Uiso 1 1 d . U . . .
H28C H 0.740(3) 0.323(3) 0.120(3) 0.071 Uiso 1 1 d . U . . .
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'
Cl Cl 0.1484 0.1585 '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
C23 O8 C24 116.16(13) . .
C25 O6 C26 115.19(13) . .
C19 O9 C22 116.85(14) . .
C27 O4 C28 116.82(15) . .
C12 N1 C8 124.92(13) . .
C12 N1 C7 117.21(13) . .
C8 N1 C7 117.62(13) . .
O7 C23 O8 124.51(14) . .
O7 C23 C14 125.14(14) . .
O8 C23 C14 110.34(12) . .
C21 C16 C17 117.79(14) . .
C21 C16 C13 122.64(13) . .
C17 C16 C13 119.56(13) . .
O5 C25 O6 124.36(14) . .
O5 C25 C14 125.90(14) . .
O6 C25 C14 109.73(12) . .
C16 C13 C10 114.00(12) . .
C16 C13 C14 118.15(12) . .
C10 C13 C14 104.24(11) . .
C16 C13 H13 107.4(10) . .
C10 C13 H13 107.5(10) . .
C14 C13 H13 104.8(10) . .
O2 C8 N1 120.20(14) . .
O2 C8 C9 121.07(14) . .
N1 C8 C9 118.72(13) . .
C11 C15 C14 105.21(12) . .
C11 C15 H15A 106.8(11) . .
C14 C15 H15A 108.8(11) . .
C11 C15 H15B 112.6(11) . .
C14 C15 H15B 112.1(11) . .
H15A C15 H15B 111.0(15) . .
C16 C21 C20 121.43(15) . .
C16 C21 H21 119.9(11) . .
C20 C21 H21 118.6(11) . .
C23 C14 C25 107.37(12) . .
C23 C14 C15 110.69(12) . .
C25 C14 C15 110.68(12) . .
C23 C14 C13 112.48(12) . .
C25 C14 C13 110.77(11) . .
C15 C14 C13 104.90(11) . .
O9 C19 C20 124.30(15) . .
O9 C19 C18 115.99(14) . .
C20 C19 C18 119.70(15) . .
O3 C27 O4 124.12(15) . .
O3 C27 C11 123.97(14) . .
O4 C27 C11 111.90(13) . .
C27 C11 C12 108.77(12) . .
C27 C11 C15 111.67(12) . .
C12 C11 C15 111.02(12) . .
C27 C11 C10 112.34(12) . .
C12 C11 C10 111.12(12) . .
C15 C11 C10 101.83(12) . .
O1 C12 N1 121.27(14) . .
O1 C12 C11 121.22(13) . .
N1 C12 C11 117.46(13) . .
C18 C17 C16 121.16(15) . .
C18 C17 H17 120.0(11) . .
C16 C17 H17 118.9(11) . .
C5 C4 C3 118.49(16) . .
C5 C4 C7 120.67(15) . .
C3 C4 C7 120.80(15) . .
C9 C10 C11 111.90(12) . .
C9 C10 C13 114.57(12) . .
C11 C10 C13 102.37(11) . .
C9 C10 H10 109.7(10) . .
C11 C10 H10 108.7(10) . .
C13 C10 H10 109.2(10) . .
C19 C20 C21 119.76(15) . .
C19 C20 H20 121.1(12) . .
C21 C20 H20 119.2(12) . .
C8 C9 C10 116.00(13) . .
C8 C9 H9A 106.5(11) . .
C10 C9 H9A 111.0(11) . .
C8 C9 H9B 104.1(11) . .
C10 C9 H9B 110.2(11) . .
H9A C9 H9B 108.5(15) . .
N1 C7 C4 110.54(12) . .
N1 C7 H7A 107.2(11) . .
C4 C7 H7A 112.2(12) . .
N1 C7 H7B 107.9(11) . .
C4 C7 H7B 110.4(11) . .
H7A C7 H7B 108.5(16) . .
C17 C18 C19 120.11(15) . .
C17 C18 H18 120.4(12) . .
C19 C18 H18 119.5(12) . .
C6 C5 C4 121.21(16) . .
C6 C5 H5 118.8(12) . .
C4 C5 H5 120.0(12) . .
C2 C3 C4 120.94(17) . .
C2 C3 H3 119.9(13) . .
C4 C3 H3 119.2(13) . .
O8 C24 H24A 112.0(14) . .
O8 C24 H24B 107.4(14) . .
H24A C24 H24B 111(2) . .
O8 C24 H24C 110.0(14) . .
H24A C24 H24C 106.4(19) . .
H24B C24 H24C 109.9(19) . .
C1 C6 C5 118.68(17) . .
C1 C6 H6 121.1(13) . .
C5 C6 H6 120.1(13) . .
C2 C1 C6 121.56(17) . .
C2 C1 Cl 119.52(15) . .
C6 C1 Cl 118.92(14) . .
O6 C26 H26A 110.6(13) . .
O6 C26 H26B 105.7(14) . .
H26A C26 H26B 111.0(19) . .
O6 C26 H26C 108.4(14) . .
H26A C26 H26C 112.0(19) . .
H26B C26 H26C 109(2) . .
O9 C22 H22A 111.0(14) . .
O9 C22 H22B 106.0(15) . .
H22A C22 H22B 108(2) . .
O9 C22 H22C 109.7(14) . .
H22A C22 H22C 110(2) . .
H22B C22 H22C 112(2) . .
C1 C2 C3 119.12(18) . .
C1 C2 H2 120.9(15) . .
C3 C2 H2 120.0(15) . .
O4 C28 H28A 110.6(16) . .
O4 C28 H28B 106.5(17) . .
H28A C28 H28B 116(2) . .
O4 C28 H28C 108.0(17) . .
H28A C28 H28C 103(2) . .
H28B C28 H28C 113(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl C1 1.7404(18) .
O8 C23 1.3413(18) .
O8 C24 1.446(2) .
O6 C25 1.3377(18) .
O6 C26 1.444(2) .
O5 C25 1.1992(18) .
O1 C12 1.2132(18) .
O2 C8 1.2165(18) .
O7 C23 1.1990(18) .
O9 C19 1.3737(19) .
O9 C22 1.434(2) .
O4 C27 1.323(2) .
O4 C28 1.448(2) .
N1 C12 1.3898(19) .
N1 C8 1.395(2) .
N1 C7 1.4829(19) .
O3 C27 1.1881(19) .
C23 C14 1.529(2) .
C16 C21 1.390(2) .
C16 C17 1.396(2) .
C16 C13 1.512(2) .
C25 C14 1.533(2) .
C13 C10 1.541(2) .
C13 C14 1.581(2) .
C13 H13 0.967(18) .
C8 C9 1.505(2) .
C15 C11 1.530(2) .
C15 C14 1.549(2) .
C15 H15A 0.982(18) .
C15 H15B 0.964(19) .
C21 C20 1.392(2) .
C21 H21 0.982(19) .
C19 C20 1.382(2) .
C19 C18 1.387(2) .
C27 C11 1.528(2) .
C11 C12 1.528(2) .
C11 C10 1.535(2) .
C17 C18 1.385(2) .
C17 H17 0.961(19) .
C4 C5 1.389(2) .
C4 C3 1.390(2) .
C4 C7 1.509(2) .
C10 C9 1.517(2) .
C10 H10 0.980(18) .
C20 H20 0.951(19) .
C9 H9A 0.96(2) .
C9 H9B 1.007(19) .
C7 H7A 0.96(2) .
C7 H7B 0.99(2) .
C18 H18 0.95(2) .
C5 C6 1.387(3) .
C5 H5 0.96(2) .
C3 C2 1.386(3) .
C3 H3 0.96(2) .
C24 H24A 0.95(2) .
C24 H24B 0.97(2) .
C24 H24C 0.98(2) .
C6 C1 1.380(3) .
C6 H6 0.99(2) .
C1 C2 1.374(3) .
C26 H26A 1.02(2) .
C26 H26B 0.95(2) .
C26 H26C 0.97(2) .
C22 H22A 1.03(3) .
C22 H22B 0.96(3) .
C22 H22C 0.98(3) .
C2 H2 0.93(2) .
C28 H28A 0.97(3) .
C28 H28B 0.93(3) .
C28 H28C 0.95(3) .
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
C24 O8 C23 O7 4.6(2) . . . .
C24 O8 C23 C14 -174.56(14) . . . .
C26 O6 C25 O5 2.2(2) . . . .
C26 O6 C25 C14 -176.82(14) . . . .
C21 C16 C13 C10 -56.23(19) . . . .
C17 C16 C13 C10 123.35(15) . . . .
C21 C16 C13 C14 66.70(19) . . . .
C17 C16 C13 C14 -113.71(15) . . . .
C12 N1 C8 O2 172.39(14) . . . .
C7 N1 C8 O2 -1.8(2) . . . .
C12 N1 C8 C9 -6.7(2) . . . .
C7 N1 C8 C9 179.10(13) . . . .
C17 C16 C21 C20 2.2(2) . . . .
C13 C16 C21 C20 -178.23(14) . . . .
O7 C23 C14 C25 142.20(15) . . . .
O8 C23 C14 C25 -38.68(16) . . . .
O7 C23 C14 C15 21.3(2) . . . .
O8 C23 C14 C15 -159.59(12) . . . .
O7 C23 C14 C13 -95.69(17) . . . .
O8 C23 C14 C13 83.43(15) . . . .
O5 C25 C14 C23 118.76(16) . . . .
O6 C25 C14 C23 -62.20(15) . . . .
O5 C25 C14 C15 -120.33(16) . . . .
O6 C25 C14 C15 58.72(15) . . . .
O5 C25 C14 C13 -4.4(2) . . . .
O6 C25 C14 C13 174.64(12) . . . .
C11 C15 C14 C23 -138.04(12) . . . .
C11 C15 C14 C25 103.04(13) . . . .
C11 C15 C14 C13 -16.47(15) . . . .
C16 C13 C14 C23 -19.51(17) . . . .
C10 C13 C14 C23 108.21(13) . . . .
C16 C13 C14 C25 100.65(14) . . . .
C10 C13 C14 C25 -131.63(12) . . . .
C16 C13 C14 C15 -139.89(13) . . . .
C10 C13 C14 C15 -12.18(14) . . . .
C22 O9 C19 C20 -6.4(2) . . . .
C22 O9 C19 C18 173.46(16) . . . .
C28 O4 C27 O3 -0.6(3) . . . .
C28 O4 C27 C11 178.45(17) . . . .
O3 C27 C11 C12 -164.42(16) . . . .
O4 C27 C11 C12 16.53(18) . . . .
O3 C27 C11 C15 -41.6(2) . . . .
O4 C27 C11 C15 139.40(14) . . . .
O3 C27 C11 C10 72.1(2) . . . .
O4 C27 C11 C10 -106.91(15) . . . .
C14 C15 C11 C27 159.08(12) . . . .
C14 C15 C11 C12 -79.34(15) . . . .
C14 C15 C11 C10 39.01(14) . . . .
C8 N1 C12 O1 175.15(14) . . . .
C7 N1 C12 O1 -10.6(2) . . . .
C8 N1 C12 C11 -7.3(2) . . . .
C7 N1 C12 C11 166.93(12) . . . .
C27 C11 C12 O1 89.90(16) . . . .
C15 C11 C12 O1 -33.36(19) . . . .
C10 C11 C12 O1 -145.93(14) . . . .
C27 C11 C12 N1 -87.68(15) . . . .
C15 C11 C12 N1 149.06(13) . . . .
C10 C11 C12 N1 36.49(17) . . . .
C21 C16 C17 C18 -1.8(2) . . . .
C13 C16 C17 C18 178.59(14) . . . .
C27 C11 C10 C9 70.65(16) . . . .
C12 C11 C10 C9 -51.46(16) . . . .
C15 C11 C10 C9 -169.74(12) . . . .
C27 C11 C10 C13 -166.19(12) . . . .
C12 C11 C10 C13 71.69(14) . . . .
C15 C11 C10 C13 -46.58(13) . . . .
C16 C13 C10 C9 -72.31(16) . . . .
C14 C13 C10 C9 157.47(12) . . . .
C16 C13 C10 C11 166.35(12) . . . .
C14 C13 C10 C11 36.12(13) . . . .
O9 C19 C20 C21 178.71(15) . . . .
C18 C19 C20 C21 -1.1(2) . . . .
C16 C21 C20 C19 -0.7(3) . . . .
O2 C8 C9 C10 170.45(14) . . . .
N1 C8 C9 C10 -10.5(2) . . . .
C11 C10 C9 C8 39.44(18) . . . .
C13 C10 C9 C8 -76.52(17) . . . .
C12 N1 C7 C4 -84.93(16) . . . .
C8 N1 C7 C4 89.72(16) . . . .
C5 C4 C7 N1 81.65(19) . . . .
C3 C4 C7 N1 -95.86(19) . . . .
C16 C17 C18 C19 0.0(2) . . . .
O9 C19 C18 C17 -178.35(15) . . . .
C20 C19 C18 C17 1.5(2) . . . .
C3 C4 C5 C6 0.6(3) . . . .
C7 C4 C5 C6 -177.02(16) . . . .
C5 C4 C3 C2 0.1(3) . . . .
C7 C4 C3 C2 177.71(18) . . . .
C4 C5 C6 C1 -0.8(3) . . . .
C5 C6 C1 C2 0.3(3) . . . .
C5 C6 C1 Cl -179.88(16) . . . .
C6 C1 C2 C3 0.4(4) . . . .
Cl C1 C2 C3 -179.44(17) . . . .
C4 C3 C2 C1 -0.6(3) . . . .
