#------------------------------------------------------------------------------
#$Date: 2021-06-05 22:20:10 +0300 (Sat, 05 Jun 2021) $
#$Revision: 266136 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/05/7060533.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_7060533
loop_
_publ_author_name
'Kortus, D.'
'Eigner, V.'
'Lhoták, P.'
_publ_section_title
;
 Regio- and stereoselectivity of spirodienone formation in
 2,14-dithiacalix[4]arene
;
_journal_issue                   19
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              8563
_journal_page_last               8571
_journal_paper_doi               10.1039/D1NJ01257F
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         '2(C42 H48 O4 S2), C H2 Cl2'
_chemical_formula_sum            'C85 H98 Cl2 O8 S4'
_chemical_formula_weight         1446.90
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2021-03-09 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.3901(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.2615(4)
_cell_length_b                   25.8210(6)
_cell_length_c                   19.9165(4)
_cell_measurement_reflns_used    208
_cell_measurement_temperature    180
_cell_measurement_theta_max      53.20
_cell_measurement_theta_min      11.70
_cell_volume                     7838.7(3)
_computing_cell_refinement       'Apex3 (Bruker AXS, 2015)'
_computing_data_collection       'Apex3 (Bruker AXS, 2015)'
_computing_data_reduction        'Apex3 (Bruker AXS, 2015)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_pressure         101
_diffrn_ambient_temperature      180
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Bruker Kappa Apex3'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_av_unetI/netI     0.044
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            80775
_diffrn_reflns_theta_full        70.262
_diffrn_reflns_theta_max         70.262
_diffrn_reflns_theta_min         3.367
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.169
_exptl_absorpt_correction_T_max  0.71
_exptl_absorpt_correction_T_min  0.47
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             3080.052
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.156
_refine_diff_density_max         0.52
_refine_diff_density_min         -0.76
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9527
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     467
_refine_ls_number_reflns         7470
_refine_ls_number_restraints     23
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.0257804
_refine_ls_shift/su_mean         0.0001326
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.07P)² +12.54P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1240
_refine_ls_wR_factor_gt          0.1191
_refine_ls_wR_factor_ref         0.1240
_reflns_limit_h_max              18
_reflns_limit_h_min              -19
_reflns_limit_k_max              31
_reflns_limit_k_min              0
_reflns_limit_l_max              24
_reflns_limit_l_min              0
_reflns_number_gt                6674
_reflns_number_total             7472
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.27
_oxford_diffrn_Wilson_scale      242.70
_oxford_refine_ls_r_factor_ref   0.0486
_oxford_refine_ls_scale          0.065942(14)
_oxford_reflns_number_all        7470
_cod_data_source_file            d1nj01257f2.cif
_cod_data_source_block           7A13alt7A12altCH2Cl2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7060531--7060535.cif.
;
_cod_original_sg_symbol_Hall     '-C 2yc '
_cod_original_sg_symbol_H-M      'C 2/c '
_cod_database_code               7060533
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_oxford_refine_ls_r_factor_all   0.0486
_oxford_refine_ls_wr_factor_all  0.1240
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
x,-y,z+1/2
-x,y,-z+1/2
x+1/2,-y+1/2,z+1/2
-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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.57117(12) 0.59918(7) 0.60311(9) 0.0273 1.0000 Uani . . . . . .
C2 C 0.50941(11) 0.55628(7) 0.61174(9) 0.0272 1.0000 Uani . . . . . .
C3 C 0.43099(12) 0.56566(7) 0.61710(10) 0.0300 1.0000 Uani . . . . . .
C4 C 0.37127(12) 0.52589(7) 0.62650(9) 0.0278 1.0000 Uani . . . . . .
C5 C 0.39110(12) 0.47628(8) 0.62305(11) 0.0324 1.0000 Uani . . . . . .
C6 C 0.47255(13) 0.45943(8) 0.61033(10) 0.0319 1.0000 Uani . . . . . .
S7 S 0.52478(4) 0.40528(2) 0.66991(3) 0.0385 1.0000 Uani . . . . . .
C8 C 0.52577(11) 0.36826(7) 0.59681(9) 0.0258 1.0000 Uani . . . . . .
C9 C 0.55995(11) 0.31933(7) 0.59726(9) 0.0266 1.0000 Uani . . . . . .
C10 C 0.55426(11) 0.29545(7) 0.53261(10) 0.0273 1.0000 Uani . . . . . .
C11 C 0.51224(12) 0.32215(7) 0.46911(9) 0.0281 1.0000 Uani . . . . . .
C12 C 0.47595(11) 0.37131(7) 0.46764(9) 0.0262 1.0000 Uani . . . . . .
C13 C 0.48360(11) 0.39349(7) 0.53269(9) 0.0252 1.0000 Uani . . . . . .
O14 O 0.44775(9) 0.44089(5) 0.53712(7) 0.0334 1.0000 Uani . . . . . .
C15 C 0.54005(12) 0.50273(8) 0.61528(11) 0.0335 1.0000 Uani . . . . . .
O16 O 0.61345(10) 0.49149(7) 0.61843(12) 0.0598 1.0000 Uani . . . . . .
C17 C 0.28734(13) 0.54463(8) 0.63685(11) 0.0344 1.0000 Uani . . . . . .
C18 C 0.31019(18) 0.58376(10) 0.69802(15) 0.0533 1.0000 Uani . . . . . .
C19 C 0.22880(17) 0.57018(12) 0.56721(15) 0.0619 1.0000 Uani . . . . . .
C20 C 0.23754(17) 0.50024(10) 0.65571(17) 0.0571 1.0000 Uani . . . . . .
C21 C 0.59496(14) 0.24160(7) 0.53507(11) 0.0346 1.0000 Uani . . . . . .
C22 C 0.69320(15) 0.24413(9) 0.57866(14) 0.0503 1.0000 Uani . . . . . .
C23 C 0.55000(18) 0.20385(8) 0.57049(14) 0.0489 1.0000 Uani . . . . . .
C24 C 0.58341(17) 0.22114(9) 0.46029(13) 0.0480 1.0000 Uani . . . . . .
C101 C 0.77850(11) 0.39111(7) 0.67115(9) 0.0260 1.0000 Uani . . . . . .
C102 C 0.84011(11) 0.42673(6) 0.65231(9) 0.0219 1.0000 Uani . . . . . .
C103 C 0.82242(11) 0.47705(7) 0.63668(9) 0.0234 1.0000 Uani . . . . . .
C104 C 0.88657(11) 0.51447(6) 0.62899(9) 0.0210 1.0000 Uani . . . . . .
C105 C 0.96687(11) 0.49863(6) 0.63478(9) 0.0228 1.0000 Uani . . . . . .
C106 C 0.99313(10) 0.44311(6) 0.64440(9) 0.0215 1.0000 Uani . . . . . .
S107 S 1.01883(3) 0.420208(17) 0.56549(2) 0.0252 1.0000 Uani . . . . . .
C108 C 1.10751(11) 0.38438(6) 0.62365(9) 0.0218 1.0000 Uani . . . . . .
C109 C 1.15728(11) 0.34761(7) 0.60535(9) 0.0245 1.0000 Uani . . . . . .
C110 C 1.22799(11) 0.32449(7) 0.65955(9) 0.0252 1.0000 Uani . . . . . .
C111 C 1.24407(11) 0.34000(7) 0.72939(9) 0.0251 1.0000 Uani . . . . . .
C112 C 1.19459(11) 0.37738(6) 0.74965(9) 0.0215 1.0000 Uani . . . . . .
C113 C 1.12607(10) 0.39924(6) 0.69471(9) 0.0206 1.0000 Uani . . . . . .
O114 O 1.07330(7) 0.43848(4) 0.70475(6) 0.0225 1.0000 Uani . . . . . .
C115 C 0.92554(11) 0.40565(6) 0.65643(9) 0.0218 1.0000 Uani . . . . . .
O116 O 0.94456(9) 0.36044(5) 0.66947(7) 0.0312 1.0000 Uani . . . . . .
C117 C 0.85719(12) 0.57099(7) 0.61873(10) 0.0256 1.0000 Uani . . . . . .
C118 C 0.77848(14) 0.57588(8) 0.54849(11) 0.0373 1.0000 Uani . . . . . .
C119 C 0.83004(15) 0.58719(8) 0.68229(11) 0.0368 1.0000 Uani . . . . . .
C120 C 0.92984(14) 0.60703(7) 0.61532(13) 0.0379 1.0000 Uani . . . . . .
C121 C 1.28142(13) 0.28212(8) 0.63959(10) 0.0338 1.0000 Uani . . . . . .
C122 C 1.31261(17) 0.30135(10) 0.57994(14) 0.0512 1.0000 Uani . . . . . .
C123 C 1.36141(19) 0.26570(13) 0.70320(13) 0.0720 1.0000 Uani . . . . . .
C124 C 1.22212(18) 0.23466(9) 0.61303(14) 0.0524 1.0000 Uani . . . . . .
C201 C 1.0000 0.25676(14) 0.7500 0.0796 1.0000 Uani DS TU . . . .
Cl202 Cl 0.90423(15) 0.21864(9) 0.73240(15) 0.1148 0.6120 Uani . U . 1 1 .
Cl211 Cl 0.9060(4) 0.2397(3) 0.7608(4) 0.1147 0.1942 Uani D U . 1 2 .
Cl212 Cl 1.0603(4) 0.2016(2) 0.7512(5) 0.1134 0.1942 Uani D U . 1 2 .
H12 H 0.5788 0.6233 0.6388 0.0350 1.0000 Uiso R . . . . .
H11 H 0.6231 0.5848 0.6037 0.0346 1.0000 Uiso R . . . . .
H31 H 0.4136 0.6018 0.6162 0.0341 1.0000 Uiso R . . . . .
H51 H 0.3525 0.4501 0.6269 0.0386 1.0000 Uiso R . . . . .
H91 H 0.5842 0.3019 0.6404 0.0312 1.0000 Uiso R . . . . .
H111 H 0.5063 0.3075 0.4250 0.0352 1.0000 Uiso R . . . . .
H183 H 0.2564 0.5955 0.7020 0.0803 1.0000 Uiso R . . . . .
H182 H 0.3393 0.6149 0.6881 0.0786 1.0000 Uiso R . . . . .
H181 H 0.3468 0.5678 0.7422 0.0807 1.0000 Uiso R . . . . .
H193 H 0.1827 0.5884 0.5768 0.0933 1.0000 Uiso R . . . . .
H192 H 0.2580 0.5965 0.5490 0.0926 1.0000 Uiso R . . . . .
H191 H 0.2038 0.5457 0.5287 0.0933 1.0000 Uiso R . . . . .
H203 H 0.1930 0.5132 0.6713 0.0821 1.0000 Uiso R . . . . .
H202 H 0.2766 0.4844 0.6978 0.0827 1.0000 Uiso R . . . . .
H201 H 0.2138 0.4759 0.6165 0.0829 1.0000 Uiso R . . . . .
H223 H 0.7157 0.2109 0.5784 0.0735 1.0000 Uiso R . . . . .
H222 H 0.7055 0.2532 0.6271 0.0735 1.0000 Uiso R . . . . .
H221 H 0.7213 0.2663 0.5561 0.0750 1.0000 Uiso R . . . . .
H233 H 0.5734 0.1686 0.5691 0.0710 1.0000 Uiso R . . . . .
H232 H 0.5621 0.2126 0.6220 0.0706 1.0000 Uiso R . . . . .
H231 H 0.4859 0.2036 0.5434 0.0708 1.0000 Uiso R . . . . .
H243 H 0.6138 0.1896 0.4615 0.0723 1.0000 Uiso R . . . . .
H242 H 0.6089 0.2465 0.4366 0.0721 1.0000 Uiso R . . . . .
H241 H 0.5223 0.2167 0.4328 0.0715 1.0000 Uiso R . . . . .
H1011 H 0.7213 0.4072 0.6565 0.0299 1.0000 Uiso R . . . . .
H1012 H 0.7713 0.3593 0.6435 0.0303 1.0000 Uiso R . . . . .
H1031 H 0.7661 0.4892 0.6291 0.0286 1.0000 Uiso R . . . . .
H1051 H 1.0106 0.5222 0.6334 0.0277 1.0000 Uiso R . . . . .
H1091 H 1.1434 0.3379 0.5564 0.0271 1.0000 Uiso R . . . . .
H1111 H 1.2877 0.3243 0.7628 0.0287 1.0000 Uiso R . . . . .
H1181 H 0.7568 0.6111 0.5443 0.0564 1.0000 Uiso R . . . . .
H1183 H 0.8013 0.5673 0.5102 0.0560 1.0000 Uiso R . . . . .
H1182 H 0.7339 0.5493 0.5478 0.0559 1.0000 Uiso R . . . . .
H1191 H 0.8085 0.6224 0.6749 0.0562 1.0000 Uiso R . . . . .
H1193 H 0.8819 0.5841 0.7278 0.0562 1.0000 Uiso R . . . . .
H1192 H 0.7835 0.5646 0.6841 0.0561 1.0000 Uiso R . . . . .
H1201 H 0.9060 0.6422 0.6112 0.0547 1.0000 Uiso R . . . . .
H1203 H 0.9807 0.6038 0.6622 0.0556 1.0000 Uiso R . . . . .
H1202 H 0.9467 0.5970 0.5746 0.0544 1.0000 Uiso R . . . . .
H1221 H 1.3492 0.2765 0.5695 0.0753 1.0000 Uiso R . . . . .
H1223 H 1.3437 0.3320 0.5931 0.0761 1.0000 Uiso R . . . . .
H1222 H 1.2610 0.3075 0.5368 0.0752 1.0000 Uiso R . . . . .
H1231 H 1.3980 0.2418 0.6893 0.1065 1.0000 Uiso R . . . . .
H1233 H 1.3953 0.2961 0.7195 0.1064 1.0000 Uiso R . . . . .
H1232 H 1.3474 0.2528 0.7428 0.1064 1.0000 Uiso R . . . . .
H1241 H 1.2549 0.2077 0.6036 0.0757 1.0000 Uiso R . . . . .
H1243 H 1.1972 0.2244 0.6470 0.0757 1.0000 Uiso R . . . . .
H1242 H 1.1770 0.2431 0.5699 0.0761 1.0000 Uiso R . . . . .
H2011 H 1.0074 0.2780 0.7905 0.0936 0.6120 Uiso R . . 1 1 .
H2012 H 1.0338 0.2790 0.7874 0.0936 0.1942 Uiso R . . 1 2 .
H2013 H 0.9874 0.2739 0.7052 0.0936 0.1942 Uiso R . . 1 2 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C12 2_666 C1 . C2 . 108.61(14) yes
C12 2_666 C1 . H12 . 105.1 no
C2 . C1 . H12 . 108.6 no
C12 2_666 C1 . H11 . 111.7 no
C2 . C1 . H11 . 109.9 no
H12 . C1 . H11 . 112.8 no
C1 . C2 . C3 . 123.61(17) yes
C1 . C2 . C15 . 117.35(16) yes
C3 . C2 . C15 . 119.03(17) yes
C2 . C3 . C4 . 125.02(17) yes
C2 . C3 . H31 . 116.8 no
C4 . C3 . H31 . 118.1 no
C3 . C4 . C5 . 118.96(16) yes
C3 . C4 . C17 . 117.17(16) yes
C5 . C4 . C17 . 123.83(17) yes
C4 . C5 . C6 . 122.27(17) yes
C4 . C5 . H51 . 120.4 no
C6 . C5 . H51 . 117.3 no
C5 . C6 . S7 . 110.40(14) yes
C5 . C6 . O14 . 108.25(15) yes
S7 . C6 . O14 . 107.56(12) yes
C5 . C6 . C15 . 115.43(16) yes
S7 . C6 . C15 . 110.54(13) yes
O14 . C6 . C15 . 104.18(15) yes
C6 . S7 . C8 . 90.83(9) yes
S7 . C8 . C9 . 128.09(14) yes
S7 . C8 . C13 . 111.47(13) yes
C9 . C8 . C13 . 120.41(16) yes
C8 . C9 . C10 . 119.99(16) yes
C8 . C9 . H91 . 119.4 no
C10 . C9 . H91 . 120.6 no
C9 . C10 . C11 . 118.10(17) yes
C9 . C10 . C21 . 118.69(16) yes
C11 . C10 . C21 . 123.21(17) yes
C10 . C11 . C12 . 122.64(16) yes
C10 . C11 . H111 . 120.9 no
C12 . C11 . H111 . 116.5 no
C1 2_666 C12 . C11 . 122.53(16) yes
C1 2_666 C12 . C13 . 120.21(16) yes
C11 . C12 . C13 . 117.26(16) yes
C8 . C13 . C12 . 121.58(17) yes
C8 . C13 . O14 . 116.47(16) yes
C12 . C13 . O14 . 121.92(16) yes
C6 . O14 . C13 . 112.53(13) yes
C6 . C15 . C2 . 117.27(15) yes
C6 . C15 . O16 . 119.74(19) yes
C2 . C15 . O16 . 122.90(19) yes
C4 . C17 . C18 . 109.69(17) yes
C4 . C17 . C19 . 108.46(17) yes
C18 . C17 . C19 . 109.9(2) yes
C4 . C17 . C20 . 111.79(17) yes
C18 . C17 . C20 . 107.69(19) yes
C19 . C17 . C20 . 109.3(2) yes
C17 . C18 . H183 . 107.5 no
C17 . C18 . H182 . 112.4 no
H183 . C18 . H182 . 105.9 no
C17 . C18 . H181 . 110.3 no
H183 . C18 . H181 . 110.6 no
H182 . C18 . H181 . 110.0 no
C17 . C19 . H193 . 108.3 no
C17 . C19 . H192 . 114.2 no
H193 . C19 . H192 . 104.3 no
C17 . C19 . H191 . 113.2 no
H193 . C19 . H191 . 109.7 no
H192 . C19 . H191 . 106.7 no
C17 . C20 . H203 . 110.4 no
C17 . C20 . H202 . 107.0 no
H203 . C20 . H202 . 102.6 no
C17 . C20 . H201 . 112.7 no
H203 . C20 . H201 . 111.0 no
H202 . C20 . H201 . 112.7 no
C10 . C21 . C22 . 109.44(16) yes
C10 . C21 . C23 . 108.79(17) yes
C22 . C21 . C23 . 109.7(2) yes
C10 . C21 . C24 . 112.15(17) yes
C22 . C21 . C24 . 108.48(19) yes
C23 . C21 . C24 . 108.23(17) yes
C21 . C22 . H223 . 106.9 no
C21 . C22 . H222 . 113.4 no
H223 . C22 . H222 . 106.8 no
C21 . C22 . H221 . 109.9 no
H223 . C22 . H221 . 107.5 no
H222 . C22 . H221 . 111.9 no
C21 . C23 . H233 . 108.8 no
C21 . C23 . H232 . 111.9 no
H233 . C23 . H232 . 107.3 no
C21 . C23 . H231 . 109.5 no
H233 . C23 . H231 . 108.7 no
H232 . C23 . H231 . 110.7 no
C21 . C24 . H243 . 112.7 no
C21 . C24 . H242 . 108.0 no
H243 . C24 . H242 . 106.4 no
C21 . C24 . H241 . 110.4 no
H243 . C24 . H241 . 109.8 no
H242 . C24 . H241 . 109.3 no
C112 6_756 C101 . C102 . 115.16(14) yes
C112 6_756 C101 . H1011 . 108.1 no
C102 . C101 . H1011 . 108.5 no
C112 6_756 C101 . H1012 . 109.0 no
C102 . C101 . H1012 . 109.6 no
H1011 . C101 . H1012 . 106.1 no
C101 . C102 . C103 . 122.89(16) yes
C101 . C102 . C115 . 117.39(14) yes
C103 . C102 . C115 . 119.59(15) yes
C102 . C103 . C104 . 123.91(15) yes
C102 . C103 . H1031 . 118.9 no
C104 . C103 . H1031 . 117.2 no
C103 . C104 . C105 . 119.91(15) yes
C103 . C104 . C117 . 116.25(14) yes
C105 . C104 . C117 . 123.74(15) yes
C104 . C105 . C106 . 122.30(15) yes
C104 . C105 . H1051 . 121.7 no
C106 . C105 . H1051 . 116.0 no
C105 . C106 . S107 . 109.67(11) yes
C105 . C106 . O114 . 108.88(13) yes
S107 . C106 . O114 . 105.97(10) yes
C105 . C106 . C115 . 115.80(13) yes
S107 . C106 . C115 . 108.30(11) yes
O114 . C106 . C115 . 107.77(13) yes
C106 . S107 . C108 . 89.12(7) yes
S107 . C108 . C109 . 127.53(13) yes
S107 . C108 . C113 . 111.14(12) yes
C109 . C108 . C113 . 121.28(15) yes
C108 . C109 . C110 . 119.22(15) yes
C108 . C109 . H1091 . 120.0 no
C110 . C109 . H1091 . 120.8 no
C109 . C110 . C111 . 117.83(15) yes
C109 . C110 . C121 . 119.30(15) yes
C111 . C110 . C121 . 122.82(15) yes
C110 . C111 . C112 . 124.22(16) yes
C110 . C111 . H1111 . 116.5 no
C112 . C111 . H1111 . 119.2 no
C101 6_756 C112 . C111 . 118.10(14) yes
C101 6_756 C112 . C113 . 125.88(15) yes
C111 . C112 . C113 . 116.01(15) yes
C108 . C113 . C112 . 121.42(15) yes
C108 . C113 . O114 . 114.93(14) yes
C112 . C113 . O114 . 123.60(14) yes
C106 . O114 . C113 . 111.52(12) yes
C106 . C115 . C102 . 118.03(14) yes
C106 . C115 . O116 . 119.62(15) yes
C102 . C115 . O116 . 122.35(15) yes
C104 . C117 . C118 . 108.82(15) yes
C104 . C117 . C119 . 108.44(14) yes
C118 . C117 . C119 . 109.88(16) yes
C104 . C117 . C120 . 112.23(14) yes
C118 . C117 . C120 . 108.78(16) yes
C119 . C117 . C120 . 108.67(16) yes
C117 . C118 . H1181 . 108.5 no
C117 . C118 . H1183 . 105.6 no
H1181 . C118 . H1183 . 111.7 no
C117 . C118 . H1182 . 109.1 no
H1181 . C118 . H1182 . 113.9 no
H1183 . C118 . H1182 . 107.6 no
C117 . C119 . H1191 . 108.9 no
C117 . C119 . H1193 . 109.2 no
H1191 . C119 . H1193 . 111.0 no
C117 . C119 . H1192 . 108.7 no
H1191 . C119 . H1192 . 109.1 no
H1193 . C119 . H1192 . 109.9 no
C117 . C120 . H1201 . 106.2 no
C117 . C120 . H1203 . 107.8 no
H1201 . C120 . H1203 . 109.1 no
C117 . C120 . H1202 . 108.7 no
H1201 . C120 . H1202 . 113.2 no
H1203 . C120 . H1202 . 111.6 no
C110 . C121 . C122 . 109.96(17) yes
C110 . C121 . C123 . 112.29(15) yes
C122 . C121 . C123 . 108.5(2) yes
C110 . C121 . C124 . 108.33(17) yes
C122 . C121 . C124 . 109.28(18) yes
C123 . C121 . C124 . 108.4(2) yes
C121 . C122 . H1221 . 110.8 no
C121 . C122 . H1223 . 110.7 no
H1221 . C122 . H1223 . 108.6 no
C121 . C122 . H1222 . 108.6 no
H1221 . C122 . H1222 . 109.2 no
H1223 . C122 . H1222 . 108.9 no
C121 . C123 . H1231 . 111.9 no
C121 . C123 . H1233 . 106.3 no
H1231 . C123 . H1233 . 106.6 no
C121 . C123 . H1232 . 113.8 no
H1231 . C123 . H1232 . 111.3 no
H1233 . C123 . H1232 . 106.4 no
C121 . C124 . H1241 . 109.2 no
C121 . C124 . H1243 . 110.7 no
H1241 . C124 . H1243 . 110.8 no
C121 . C124 . H1242 . 109.1 no
H1241 . C124 . H1242 . 107.9 no
H1243 . C124 . H1242 . 109.1 no
Cl202 6_756 C201 . H2011 6_756 109.4 no
Cl202 6_756 C201 . Cl202 . 112.5(2) yes
H2011 6_756 C201 . H2011 . 109.3 no
Cl202 . C201 . H2011 . 109.4 no
Cl212 6_756 C201 . H2013 6_756 109.4 no
Cl212 6_756 C201 . H2012 6_756 108.5 no
H2013 6_756 C201 . H2012 6_756 109.3 no
Cl212 6_756 C201 . Cl211 6_756 108.7(4) yes
H2013 6_756 C201 . Cl211 6_756 109.6 no
H2012 6_756 C201 . Cl211 6_756 111.3 no
H2013 6_756 C201 . Cl212 . 115.8 no
Cl211 . C201 . Cl212 . 108.7(4) yes
H2012 6_756 C201 . H2012 . 105.6 no
Cl211 . C201 . H2012 . 111.3 no
Cl212 6_756 C201 . H2013 . 115.8 no
H2013 6_756 C201 . H2013 . 124.6 no
Cl211 . C201 . H2013 . 109.6 no
Cl212 . C201 . H2012 . 108.5 no
Cl212 . C201 . H2013 . 109.4 no
H2012 . C201 . H2013 . 109.3 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C12 2_666 1.550(2) yes
C1 . C2 . 1.545(2) yes
C1 . H12 . 0.920 no
C1 . H11 . 0.919 no
C2 . C3 . 1.338(3) yes
C2 . C15 . 1.463(3) yes
C3 . C4 . 1.470(3) yes
C3 . H31 . 0.973 no
C4 . C5 . 1.329(3) yes
C4 . C17 . 1.528(2) yes
C5 . C6 . 1.497(3) yes
C5 . H51 . 0.943 no
C6 . S7 . 1.839(2) yes
C6 . O14 . 1.452(2) yes
C6 . C15 . 1.546(3) yes
S7 . C8 . 1.7465(18) yes
C8 . C9 . 1.379(3) yes
C8 . C13 . 1.384(2) yes
C9 . C10 . 1.401(3) yes
C9 . H91 . 0.929 no
C10 . C11 . 1.393(3) yes
C10 . C21 . 1.533(3) yes
C11 . C12 . 1.396(3) yes
C11 . H111 . 0.930 no
C12 . C13 . 1.382(3) yes
C13 . O14 . 1.372(2) yes
C15 . O16 . 1.208(2) yes
C17 . C18 . 1.525(3) yes
C17 . C19 . 1.531(3) yes
C17 . C20 . 1.524(3) yes
C18 . H183 . 0.954 no
C18 . H182 . 0.987 no
C18 . H181 . 0.966 no
C19 . H193 . 0.959 no
C19 . H192 . 0.970 no
C19 . H191 . 0.967 no
C20 . H203 . 0.944 no
C20 . H202 . 0.950 no
C20 . H201 . 0.973 no
C21 . C22 . 1.531(3) yes
C21 . C23 . 1.530(3) yes
C21 . C24 . 1.529(3) yes
C22 . H223 . 0.934 no
C22 . H222 . 0.943 no
C22 . H221 . 0.939 no
C23 . H233 . 0.991 no
C23 . H232 . 1.001 no
C23 . H231 . 0.993 no
C24 . H243 . 0.948 no
C24 . H242 . 0.980 no
C24 . H241 . 0.960 no
C101 . C112 6_756 1.525(2) yes
C101 . C102 . 1.501(2) yes
C101 . H1011 . 0.966 no
C101 . H1012 . 0.973 no
C102 . C103 . 1.344(2) yes
C102 . C115 . 1.468(2) yes
C103 . C104 . 1.469(2) yes
C103 . H1031 . 0.929 no
C104 . C105 . 1.334(2) yes
C104 . C117 . 1.527(2) yes
C105 . C106 . 1.489(2) yes
C105 . H1051 . 0.944 no
C106 . S107 . 1.8579(17) yes
C106 . O114 . 1.438(2) yes
C106 . C115 . 1.544(2) yes
S107 . C108 . 1.7644(16) yes
C108 . C109 . 1.377(2) yes
C108 . C113 . 1.394(2) yes
C109 . C110 . 1.407(2) yes
C109 . H1091 . 0.955 no
C110 . C111 . 1.382(2) yes
C110 . C121 . 1.533(2) yes
C111 . C112 . 1.403(2) yes
C111 . H1111 . 0.884 no
C112 . C113 . 1.381(2) yes
C113 . O114 . 1.3865(19) yes
C115 . O116 . 1.212(2) yes
C117 . C118 . 1.537(3) yes
C117 . C119 . 1.537(3) yes
C117 . C120 . 1.524(3) yes
C118 . H1181 . 0.970 no
C118 . H1183 . 0.983 no
C118 . H1182 . 0.996 no
C119 . H1191 . 0.968 no
C119 . H1193 . 1.003 no
C119 . H1192 . 0.966 no
C120 . H1201 . 0.980 no
C120 . H1203 . 1.012 no
C120 . H1202 . 0.977 no
C121 . C122 . 1.528(3) yes
C121 . C123 . 1.526(3) yes
C121 . C124 . 1.535(3) yes
C122 . H1221 . 0.945 no
C122 . H1223 . 0.927 no
C122 . H1222 . 0.982 no
C123 . H1231 . 0.963 no
C123 . H1233 . 0.948 no
C123 . H1232 . 0.955 no
C124 . H1241 . 0.935 no
C124 . H1243 . 0.940 no
C124 . H1242 . 0.940 no
C201 . Cl202 6_756 1.771(3) yes
C201 . H2011 6_756 0.948 no
C201 . Cl202 . 1.771(3) yes
C201 . H2011 . 0.948 no
C201 . Cl212 6_756 1.725(4) yes
C201 . H2013 6_756 0.952 no
C201 . H2012 6_756 0.950 no
C201 . Cl211 6_756 1.676(4) yes
C201 . Cl211 . 1.676(4) yes
C201 . Cl212 . 1.725(4) yes
C201 . H2012 . 0.950 no
C201 . H2013 . 0.952 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C103 . H1031 . O16 . 161 0.93 2.42 3.310(3) yes
C201 . H2011 . O116 6_756 139 0.95 2.31 3.089(3) yes
C201 . H2012 . O116 6_756 147 0.95 2.25 3.089(3) yes
C201 . H2013 . O116 . 132 0.95 2.38 3.089(3) yes
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
0 2 1 x .
0 2 0 x .
