#------------------------------------------------------------------------------
#$Date: 2020-02-13 02:14:15 +0200 (Thu, 13 Feb 2020) $
#$Revision: 248096 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/79/4037910.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_4037910
loop_
_publ_author_name
'Maeng, Chanyoung'
'Son, Jeong-Yu'
'Lee, Seung Cheol'
'Baek, Yonghyeon'
'Um, Kyusik'
'Han, Sang Hoon'
'Ko, Gi Hoon'
'Han, Gi Uk'
'Lee, Kyungsup'
'Lee, Kooyeon'
'Lee, Phil Ho'
_publ_section_title
;
 Expansion of Azulenes as Nonbenzenoid Aromatic Compounds for C--H
 Activation: Rhodium- and Iridium-Catalyzed Oxidative Cyclization of
 Azulene Carboxylic Acids with Alkynes for the Synthesis of
 Azulenolactones and Benzoazulenes
;
_journal_name_full               'The Journal of Organic Chemistry'
_journal_paper_doi               10.1021/acs.joc.9b03448
_journal_year                    2020
_chemical_formula_sum            'C41 H31 Cl2 N O4 S'
_chemical_formula_weight         704.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 92.99(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.916(3)
_cell_length_b                   13.548(3)
_cell_length_c                   18.394(4)
_cell_measurement_reflns_used    64419
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      33.575
_cell_measurement_theta_min      0.418
_cell_volume                     3463.2(13)
_computing_cell_refinement       HKL3000sm
_computing_data_collection       'PAL BL2D-SMDC Program'
_computing_data_reduction        HKL3000sm
_computing_structure_refinement  SHELXL
_computing_structure_solution    SHELXS
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.730
_diffrn_reflns_av_R_equivalents  0.0587
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_Laue_measured_fraction_full 0.945
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            31196
_diffrn_reflns_point_group_measured_fraction_full 0.945
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.976
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_min         1.505
_diffrn_source                   'PLSII 2D bending magnet'
_exptl_absorpt_coefficient_mu    0.310
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.899
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'HKL3000sm Scalepack'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_description       rod
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.088
_exptl_crystal_size_mid          0.041
_exptl_crystal_size_min          0.035
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.929
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       0.0064(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         8951
_refine_ls_number_restraints     119
_refine_ls_restrained_S_all      1.139
_refine_ls_R_factor_all          0.1227
_refine_ls_R_factor_gt           0.0967
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2819
_refine_ls_wR_factor_ref         0.3061
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5791
_reflns_number_total             8951
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo9b03448_si_002.cif
_cod_data_source_block           PO16061O_014
_cod_original_cell_volume        3463.2(12)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4037910
_shelx_shelxl_version_number     2018/3
_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   0.973
_shelx_estimated_absorpt_t_max   0.989
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1 C 0.76581(15) 0.40455(16) 0.49230(12) 0.0405(5) Uani 1 1 d . . . . .
C2 C 0.72657(15) 0.32268(16) 0.45467(13) 0.0416(5) Uani 1 1 d . . . . .
C3 C 0.74166(17) 0.33659(17) 0.38114(13) 0.0447(5) Uani 1 1 d . . . . .
C4 C 0.7087(2) 0.2714(2) 0.32596(14) 0.0559(6) Uani 1 1 d . . . . .
H4 H 0.677018 0.214796 0.341981 0.067 Uiso 1 1 calc R U . . .
C5 C 0.7162(2) 0.2784(2) 0.25163(15) 0.0662(8) Uani 1 1 d . . . . .
H5 H 0.690692 0.225211 0.224031 0.079 Uiso 1 1 calc R U . . .
C6 C 0.7566(3) 0.3539(2) 0.21250(16) 0.0679(8) Uani 1 1 d . . . . .
H6 H 0.753569 0.345074 0.161749 0.081 Uiso 1 1 calc R U . . .
C7 C 0.8005(2) 0.4403(2) 0.23673(15) 0.0645(8) Uani 1 1 d . . . . .
H7 H 0.822220 0.481840 0.200077 0.077 Uiso 1 1 calc R U . . .
C8 C 0.81734(19) 0.4746(2) 0.30792(14) 0.0523(6) Uani 1 1 d . . . . .
H8 H 0.849402 0.535555 0.312341 0.063 Uiso 1 1 calc R U . . .
C9 C 0.79354(16) 0.43170(17) 0.37280(12) 0.0433(5) Uani 1 1 d . . . . .
C10 C 0.80838(16) 0.47084(17) 0.44478(12) 0.0418(5) Uani 1 1 d . . . . .
C11 C 0.85010(16) 0.56157(17) 0.47288(13) 0.0431(5) Uani 1 1 d . . . . .
C12 C 0.89776(17) 0.63667(17) 0.42732(13) 0.0451(5) Uani 1 1 d . . . . .
C13 C 0.98591(18) 0.6162(2) 0.39704(15) 0.0539(6) Uani 1 1 d . . . . .
H13 H 1.014613 0.553854 0.403848 0.065 Uiso 1 1 calc R U . . .
C14 C 1.0308(2) 0.6879(2) 0.35706(16) 0.0606(7) Uani 1 1 d . . . . .
H14 H 1.089877 0.673863 0.336701 0.073 Uiso 1 1 calc R U . . .
C15 C 0.9898(2) 0.7783(2) 0.34715(17) 0.0649(7) Uani 1 1 d . . . . .
H15 H 1.020632 0.826382 0.319814 0.078 Uiso 1 1 calc R U . . .
C16 C 0.9034(2) 0.7999(2) 0.37694(18) 0.0656(8) Uani 1 1 d . . . . .
H16 H 0.875744 0.862770 0.370282 0.079 Uiso 1 1 calc R U . . .
C17 C 0.85726(19) 0.72877(19) 0.41677(15) 0.0534(6) Uani 1 1 d . . . . .
H17 H 0.798068 0.743485 0.436665 0.064 Uiso 1 1 calc R U . . .
C18 C 0.84375(16) 0.57957(17) 0.54521(13) 0.0445(5) Uani 1 1 d . . . . .
C19 C 0.87845(18) 0.66601(18) 0.58755(14) 0.0481(5) Uani 1 1 d . . . . .
C20 C 0.97231(19) 0.7000(2) 0.58598(16) 0.0573(6) Uani 1 1 d . . . . .
H20 H 1.015214 0.668791 0.555526 0.069 Uiso 1 1 calc R U . . .
C21 C 1.0039(2) 0.7791(2) 0.62856(18) 0.0664(8) Uani 1 1 d . . . . .
H21 H 1.067508 0.802009 0.626678 0.080 Uiso 1 1 calc R U . . .
C22 C 0.9409(2) 0.8238(2) 0.67373(17) 0.0647(7) Uani 1 1 d . . . . .
H22 H 0.961962 0.877109 0.703182 0.078 Uiso 1 1 calc R U . . .
C23 C 0.8480(2) 0.7913(2) 0.67604(17) 0.0649(7) Uani 1 1 d . . . . .
H23 H 0.805650 0.822534 0.706943 0.078 Uiso 1 1 calc R U . . .
C24 C 0.8161(2) 0.7134(2) 0.63354(16) 0.0583(7) Uani 1 1 d . . . . .
H24 H 0.752112 0.691852 0.635350 0.070 Uiso 1 1 calc R U . . .
O25 O 0.79857(12) 0.51507(12) 0.59082(9) 0.0474(4) Uani 1 1 d . . . . .
C26 C 0.75894(17) 0.42697(17) 0.56887(13) 0.0439(5) Uani 1 1 d . . . . .
O27 O 0.72108(15) 0.37817(14) 0.61388(9) 0.0577(5) Uani 1 1 d . . . . .
C28 C 0.67453(17) 0.23747(16) 0.48637(12) 0.0425(5) Uani 1 1 d . . . . .
C29 C 0.72584(18) 0.14286(16) 0.49769(13) 0.0456(5) Uani 1 1 d . . . . .
C30 C 0.8252(2) 0.14223(19) 0.51083(16) 0.0541(6) Uani 1 1 d . . . . .
H30 H 0.859368 0.202067 0.511175 0.065 Uiso 1 1 calc R U . . .
C31 C 0.8743(2) 0.0543(2) 0.52344(18) 0.0660(8) Uani 1 1 d . . . . .
H31 H 0.941458 0.055210 0.532210 0.079 Uiso 1 1 calc R U . . .
C32 C 0.8262(3) -0.0338(2) 0.52326(17) 0.0687(8) Uani 1 1 d . . . . .
H32 H 0.860126 -0.092959 0.531936 0.082 Uiso 1 1 calc R U . . .
C33 C 0.7291(3) -0.0353(2) 0.5105(2) 0.0733(9) Uani 1 1 d . . . . .
H33 H 0.695960 -0.095767 0.510660 0.088 Uiso 1 1 calc R U . . .
C34 C 0.6782(2) 0.0526(2) 0.49711(18) 0.0621(7) Uani 1 1 d . . . . .
H34 H 0.611173 0.050568 0.487635 0.074 Uiso 1 1 calc R U . . .
C35 C 0.58382(17) 0.24953(17) 0.50462(14) 0.0473(5) Uani 1 1 d . . . . .
H35 H 0.551454 0.195436 0.523985 0.057 Uiso 1 1 calc R U . . .
N36 N 0.53433(16) 0.34001(16) 0.49611(13) 0.0519(5) Uani 1 1 d . . . . .
H36 H 0.564(3) 0.386(3) 0.494(2) 0.078 Uiso 1 1 d . U . . .
S37 S 0.42581(4) 0.35591(5) 0.52197(4) 0.0517(2) Uani 1 1 d . . . . .
O38 O 0.39686(13) 0.44930(13) 0.49212(11) 0.0577(5) Uani 1 1 d . . . . .
O39 O 0.37307(14) 0.26949(15) 0.50257(14) 0.0692(6) Uani 1 1 d . . . . .
C40 C 0.4313(2) 0.3660(3) 0.61711(19) 0.0671(8) Uani 1 1 d . . . . .
C41 C 0.4483(3) 0.4555(4) 0.6488(2) 0.0952(12) Uani 1 1 d . . . . .
H41 H 0.458505 0.511402 0.619932 0.114 Uiso 1 1 calc R U . . .
C42 C 0.4505(4) 0.4638(5) 0.7246(3) 0.1204(17) Uani 1 1 d . . . . .
H42 H 0.460741 0.526075 0.746156 0.144 Uiso 1 1 calc R U . . .
C43 C 0.4384(4) 0.3843(6) 0.7679(3) 0.1186(19) Uani 1 1 d . . . . .
C44 C 0.4185(5) 0.2924(7) 0.7339(3) 0.135(2) Uani 1 1 d . . . . .
H44 H 0.407926 0.236373 0.762553 0.162 Uiso 1 1 calc R U . . .
C45 C 0.4144(4) 0.2843(4) 0.6590(3) 0.1089(15) Uani 1 1 d . . . . .
H45 H 0.400069 0.223223 0.636659 0.131 Uiso 1 1 calc R U . . .
C46 C 0.4420(5) 0.3922(8) 0.8507(3) 0.182(4) Uani 1 1 d . . . . .
H46A H 0.403172 0.340276 0.870522 0.273 Uiso 1 1 calc R U . . .
H46B H 0.417140 0.455989 0.864695 0.273 Uiso 1 1 calc R U . . .
H46C H 0.508068 0.385513 0.869668 0.273 Uiso 1 1 calc R U . . .
C47 C 0.7436(12) 0.514(2) 0.7622(9) 0.160(4) Uani 0.533(7) 1 d D U P A 1
H47A H 0.740064 0.578497 0.738530 0.192 Uiso 0.533(7) 1 calc R U P A 1
H47B H 0.710849 0.467044 0.728600 0.192 Uiso 0.533(7) 1 calc R U P A 1
Cl48 Cl 0.8667(4) 0.4796(4) 0.7686(3) 0.158(2) Uani 0.533(7) 1 d D U P A 1
Cl49 Cl 0.6827(3) 0.5204(3) 0.82957(19) 0.1485(17) Uani 0.533(7) 1 d D U P A 1
C50 C 0.7582(15) 0.533(2) 0.7552(10) 0.153(4) Uani 0.467(7) 1 d D U P A 2
H50A H 0.798712 0.583596 0.734550 0.184 Uiso 0.467(7) 1 calc R U P A 2
H50B H 0.731039 0.492973 0.714598 0.184 Uiso 0.467(7) 1 calc R U P A 2
Cl51 Cl 0.8319(6) 0.4563(4) 0.8106(5) 0.189(3) Uani 0.467(7) 1 d D U P A 2
Cl52 Cl 0.6758(7) 0.5835(8) 0.7913(5) 0.247(3) Uani 0.467(7) 1 d D U 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 0.0034 0.0017 '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 0.0066 0.0035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0116 0.0065 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1303 0.1314 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1553 0.1685 '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
C2 C1 C10 111.4(2) . . ?
C2 C1 C26 127.0(2) . . ?
C10 C1 C26 121.5(2) . . ?
C3 C2 C1 107.32(19) . . ?
C3 C2 C28 125.7(2) . . ?
C1 C2 C28 127.0(2) . . ?
C2 C3 C4 123.9(2) . . ?
C2 C3 C9 108.4(2) . . ?
C4 C3 C9 127.7(2) . . ?
C5 C4 C3 129.4(3) . . ?
C5 C4 H4 115.3 . . ?
C3 C4 H4 115.3 . . ?
C4 C5 C6 128.2(3) . . ?
C4 C5 H5 115.9 . . ?
C6 C5 H5 115.9 . . ?
C7 C6 C5 129.9(3) . . ?
C7 C6 H6 115.1 . . ?
C5 C6 H6 115.1 . . ?
C6 C7 C8 129.2(3) . . ?
C6 C7 H7 115.4 . . ?
C8 C7 H7 115.4 . . ?
C9 C8 C7 129.2(3) . . ?
C9 C8 H8 115.4 . . ?
C7 C8 H8 115.4 . . ?
C8 C9 C10 127.8(2) . . ?
C8 C9 C3 126.3(2) . . ?
C10 C9 C3 105.83(19) . . ?
C1 C10 C9 107.1(2) . . ?
C1 C10 C11 119.7(2) . . ?
C9 C10 C11 133.1(2) . . ?
C18 C11 C10 117.2(2) . . ?
C18 C11 C12 118.7(2) . . ?
C10 C11 C12 124.1(2) . . ?
C17 C12 C13 118.9(2) . . ?
C17 C12 C11 120.3(2) . . ?
C13 C12 C11 120.8(2) . . ?
C14 C13 C12 120.0(3) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 C13 120.3(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.4(2) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C17 120.0(3) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C12 C17 C16 120.4(2) . . ?
C12 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C11 C18 O25 122.3(2) . . ?
C11 C18 C19 128.6(2) . . ?
O25 C18 C19 109.14(19) . . ?
C20 C19 C24 118.3(3) . . ?
C20 C19 C18 122.4(2) . . ?
C24 C19 C18 119.2(2) . . ?
C21 C20 C19 121.1(3) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C22 C21 C20 119.2(3) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C23 C22 C21 120.6(3) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 120.5(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C19 120.4(3) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?
C26 O25 C18 124.12(17) . . ?
O27 C26 O25 117.5(2) . . ?
O27 C26 C1 127.4(2) . . ?
O25 C26 C1 115.10(19) . . ?
C35 C28 C29 121.9(2) . . ?
C35 C28 C2 119.2(2) . . ?
C29 C28 C2 118.95(19) . . ?
C30 C29 C34 117.7(2) . . ?
C30 C29 C28 119.9(2) . . ?
C34 C29 C28 122.3(2) . . ?
C31 C30 C29 120.7(3) . . ?
C31 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C32 C31 C30 120.8(3) . . ?
C32 C31 H31 119.6 . . ?
C30 C31 H31 119.6 . . ?
C33 C32 C31 119.7(3) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C32 C33 C34 120.4(3) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C29 C34 C33 120.6(3) . . ?
C29 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C28 C35 N36 122.8(2) . . ?
C28 C35 H35 118.6 . . ?
N36 C35 H35 118.6 . . ?
C35 N36 S37 122.67(17) . . ?
C35 N36 H36 117(3) . . ?
S37 N36 H36 116(3) . . ?
O39 S37 O38 120.18(13) . . ?
O39 S37 N36 107.12(12) . . ?
O38 S37 N36 104.67(11) . . ?
O39 S37 C40 108.10(16) . . ?
O38 S37 C40 108.13(14) . . ?
N36 S37 C40 108.11(14) . . ?
C41 C40 C45 120.6(4) . . ?
C41 C40 S37 119.7(3) . . ?
C45 C40 S37 119.7(3) . . ?
C40 C41 C42 119.5(5) . . ?
C40 C41 H41 120.2 . . ?
C42 C41 H41 120.2 . . ?
C43 C42 C41 121.7(5) . . ?
C43 C42 H42 119.1 . . ?
C41 C42 H42 119.1 . . ?
C42 C43 C44 117.9(5) . . ?
C42 C43 C46 122.1(7) . . ?
C44 C43 C46 119.9(6) . . ?
C45 C44 C43 120.6(6) . . ?
C45 C44 H44 119.7 . . ?
C43 C44 H44 119.7 . . ?
C40 C45 C44 119.7(6) . . ?
C40 C45 H45 120.2 . . ?
C44 C45 H45 120.2 . . ?
C43 C46 H46A 109.5 . . ?
C43 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C43 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
Cl49 C47 Cl48 122.2(11) . . ?
Cl49 C47 H47A 106.8 . . ?
Cl48 C47 H47A 106.8 . . ?
Cl49 C47 H47B 106.8 . . ?
Cl48 C47 H47B 106.8 . . ?
H47A C47 H47B 106.6 . . ?
Cl52 C50 Cl51 116.5(11) . . ?
Cl52 C50 H50A 108.2 . . ?
Cl51 C50 H50A 108.2 . . ?
Cl52 C50 H50B 108.2 . . ?
Cl51 C50 H50B 108.2 . . ?
H50A C50 H50B 107.3 . . ?
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
C1 C2 1.403(3) . ?
C1 C10 1.406(3) . ?
C1 C26 1.449(3) . ?
C2 C3 1.392(3) . ?
C2 C28 1.497(3) . ?
C3 C4 1.404(4) . ?
C3 C9 1.489(3) . ?
C4 C5 1.380(4) . ?
C4 H4 0.9400 . ?
C5 C6 1.387(4) . ?
C5 H5 0.9400 . ?
C6 C7 1.384(4) . ?
C6 H6 0.9400 . ?
C7 C8 1.398(4) . ?
C7 H7 0.9400 . ?
C8 C9 1.383(3) . ?
C8 H8 0.9400 . ?
C9 C10 1.431(3) . ?
C10 C11 1.444(3) . ?
C11 C18 1.360(3) . ?
C11 C12 1.495(3) . ?
C12 C17 1.379(3) . ?
C12 C13 1.401(3) . ?
C13 C14 1.386(4) . ?
C13 H13 0.9400 . ?
C14 C15 1.359(5) . ?
C14 H14 0.9400 . ?
C15 C16 1.379(4) . ?
C15 H15 0.9400 . ?
C16 C17 1.388(4) . ?
C16 H16 0.9400 . ?
C17 H17 0.9400 . ?
C18 O25 1.385(3) . ?
C18 C19 1.474(3) . ?
C19 C20 1.386(4) . ?
C19 C24 1.399(3) . ?
C20 C21 1.386(4) . ?
C20 H20 0.9400 . ?
C21 C22 1.379(4) . ?
C21 H21 0.9400 . ?
C22 C23 1.369(5) . ?
C22 H22 0.9400 . ?
C23 C24 1.373(4) . ?
C23 H23 0.9400 . ?
C24 H24 0.9400 . ?
O25 C26 1.367(3) . ?
C26 O27 1.202(3) . ?
C28 C35 1.333(3) . ?
C28 C29 1.477(3) . ?
C29 C30 1.391(4) . ?
C29 C34 1.391(4) . ?
C30 C31 1.387(4) . ?
C30 H30 0.9400 . ?
C31 C32 1.368(5) . ?
C31 H31 0.9400 . ?
C32 C33 1.359(5) . ?
C32 H32 0.9400 . ?
C33 C34 1.402(4) . ?
C33 H33 0.9400 . ?
C34 H34 0.9400 . ?
C35 N36 1.411(3) . ?
C35 H35 0.9400 . ?
N36 S37 1.621(2) . ?
N36 H36 0.75(4) . ?
S37 O39 1.417(2) . ?
S37 O38 1.4289(19) . ?
S37 C40 1.753(4) . ?
C40 C41 1.361(5) . ?
C40 C45 1.376(6) . ?
C41 C42 1.398(6) . ?
C41 H41 0.9400 . ?
C42 C43 1.355(8) . ?
C42 H42 0.9400 . ?
C43 C44 1.414(9) . ?
C43 C46 1.526(7) . ?
C44 C45 1.381(8) . ?
C44 H44 0.9400 . ?
C45 H45 0.9400 . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C46 H46C 0.9700 . ?
C47 Cl49 1.539(14) . ?
C47 Cl48 1.772(13) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C50 Cl52 1.520(14) . ?
C50 Cl51 1.746(15) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N36 H36 O38 0.75(4) 2.31(4) 3.015(3) 157(4) 3_666 yes
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 C1 C2 C3 -1.4(3) . . . . ?
C26 C1 C2 C3 173.6(2) . . . . ?
C10 C1 C2 C28 -179.2(2) . . . . ?
C26 C1 C2 C28 -4.2(4) . . . . ?
C1 C2 C3 C4 -177.4(2) . . . . ?
C28 C2 C3 C4 0.5(4) . . . . ?
C1 C2 C3 C9 0.4(2) . . . . ?
C28 C2 C3 C9 178.3(2) . . . . ?
C2 C3 C4 C5 177.7(3) . . . . ?
C9 C3 C4 C5 0.3(5) . . . . ?
C3 C4 C5 C6 -1.8(6) . . . . ?
C4 C5 C6 C7 1.0(6) . . . . ?
C5 C6 C7 C8 0.8(6) . . . . ?
C6 C7 C8 C9 -0.7(6) . . . . ?
C7 C8 C9 C10 -177.2(3) . . . . ?
C7 C8 C9 C3 -0.9(5) . . . . ?
C2 C3 C9 C8 -176.3(2) . . . . ?
C4 C3 C9 C8 1.4(4) . . . . ?
C2 C3 C9 C10 0.7(2) . . . . ?
C4 C3 C9 C10 178.4(2) . . . . ?
C2 C1 C10 C9 1.8(2) . . . . ?
C26 C1 C10 C9 -173.5(2) . . . . ?
C2 C1 C10 C11 177.99(19) . . . . ?
C26 C1 C10 C11 2.7(3) . . . . ?
C8 C9 C10 C1 175.4(2) . . . . ?
C3 C9 C10 C1 -1.5(2) . . . . ?
C8 C9 C10 C11 0.0(4) . . . . ?
C3 C9 C10 C11 -176.9(2) . . . . ?
C1 C10 C11 C18 -1.6(3) . . . . ?
C9 C10 C11 C18 173.4(2) . . . . ?
C1 C10 C11 C12 179.5(2) . . . . ?
C9 C10 C11 C12 -5.5(4) . . . . ?
C18 C11 C12 C17 -65.5(3) . . . . ?
C10 C11 C12 C17 113.4(3) . . . . ?
C18 C11 C12 C13 112.0(3) . . . . ?
C10 C11 C12 C13 -69.1(3) . . . . ?
C17 C12 C13 C14 -0.2(4) . . . . ?
C11 C12 C13 C14 -177.7(2) . . . . ?
C12 C13 C14 C15 0.2(5) . . . . ?
C13 C14 C15 C16 0.2(5) . . . . ?
C14 C15 C16 C17 -0.6(5) . . . . ?
C13 C12 C17 C16 -0.2(4) . . . . ?
C11 C12 C17 C16 177.4(3) . . . . ?
C15 C16 C17 C12 0.6(5) . . . . ?
C10 C11 C18 O25 -0.7(3) . . . . ?
C12 C11 C18 O25 178.3(2) . . . . ?
C10 C11 C18 C19 -179.0(2) . . . . ?
C12 C11 C18 C19 -0.1(4) . . . . ?
C11 C18 C19 C20 -52.3(4) . . . . ?
O25 C18 C19 C20 129.2(3) . . . . ?
C11 C18 C19 C24 130.5(3) . . . . ?
O25 C18 C19 C24 -48.0(3) . . . . ?
C24 C19 C20 C21 -0.2(4) . . . . ?
C18 C19 C20 C21 -177.5(3) . . . . ?
C19 C20 C21 C22 0.7(5) . . . . ?
C20 C21 C22 C23 -0.7(5) . . . . ?
C21 C22 C23 C24 0.2(5) . . . . ?
C22 C23 C24 C19 0.3(5) . . . . ?
C20 C19 C24 C23 -0.3(4) . . . . ?
C18 C19 C24 C23 177.1(3) . . . . ?
C11 C18 O25 C26 2.0(3) . . . . ?
C19 C18 O25 C26 -179.4(2) . . . . ?
C18 O25 C26 O27 -179.4(2) . . . . ?
C18 O25 C26 C1 -0.9(3) . . . . ?
C2 C1 C26 O27 2.4(4) . . . . ?
C10 C1 C26 O27 176.9(2) . . . . ?
C2 C1 C26 O25 -176.0(2) . . . . ?
C10 C1 C26 O25 -1.5(3) . . . . ?
C3 C2 C28 C35 -101.1(3) . . . . ?
C1 C2 C28 C35 76.3(3) . . . . ?
C3 C2 C28 C29 79.9(3) . . . . ?
C1 C2 C28 C29 -102.6(3) . . . . ?
C35 C28 C29 C30 -150.3(3) . . . . ?
C2 C28 C29 C30 28.6(3) . . . . ?
C35 C28 C29 C34 28.5(4) . . . . ?
C2 C28 C29 C34 -152.6(3) . . . . ?
C34 C29 C30 C31 -0.5(4) . . . . ?
C28 C29 C30 C31 178.3(2) . . . . ?
C29 C30 C31 C32 0.0(5) . . . . ?
C30 C31 C32 C33 0.1(5) . . . . ?
C31 C32 C33 C34 0.4(5) . . . . ?
C30 C29 C34 C33 1.0(4) . . . . ?
C28 C29 C34 C33 -177.8(3) . . . . ?
C32 C33 C34 C29 -0.9(5) . . . . ?
C29 C28 C35 N36 178.2(2) . . . . ?
C2 C28 C35 N36 -0.7(4) . . . . ?
C28 C35 N36 S37 -176.9(2) . . . . ?
C35 N36 S37 O39 -41.2(3) . . . . ?
C35 N36 S37 O38 -169.8(2) . . . . ?
C35 N36 S37 C40 75.1(3) . . . . ?
O39 S37 C40 C41 -158.1(3) . . . . ?
O38 S37 C40 C41 -26.5(3) . . . . ?
N36 S37 C40 C41 86.3(3) . . . . ?
O39 S37 C40 C45 19.2(4) . . . . ?
O38 S37 C40 C45 150.8(3) . . . . ?
N36 S37 C40 C45 -96.4(3) . . . . ?
C45 C40 C41 C42 1.3(7) . . . . ?
S37 C40 C41 C42 178.6(4) . . . . ?
C40 C41 C42 C43 1.6(8) . . . . ?
C41 C42 C43 C44 -3.0(9) . . . . ?
C41 C42 C43 C46 179.2(5) . . . . ?
C42 C43 C44 C45 1.8(9) . . . . ?
C46 C43 C44 C45 179.6(5) . . . . ?
C41 C40 C45 C44 -2.6(7) . . . . ?
S37 C40 C45 C44 -179.9(4) . . . . ?
C43 C44 C45 C40 1.0(9) . . . . ?
