#------------------------------------------------------------------------------
#$Date: 2023-04-04 13:04:38 +0300 (Tue, 04 Apr 2023) $
#$Revision: 282305 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/83/1568381.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_1568381
loop_
_publ_author_name
'Das, Saikat'
'Kondoh, Azusa'
'Terada, Masahiro'
_publ_section_title
;
 Enantioselective direct Michael addition of cyanohydrin ether derivatives
 to enones catalyzed by chiral bis(guanidino)iminophosphorane
 organosuperbase.
;
_journal_issue                   12
_journal_name_full               'Chemical science'
_journal_page_first              3154
_journal_page_last               3159
_journal_paper_doi               10.1039/d2sc07065k
_journal_volume                  14
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_sum            'C34 H26 Cl N O2'
_chemical_formula_weight         516.01
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-04-08 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.638(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.2214(5)
_cell_length_b                   28.506(2)
_cell_length_c                   13.0812(9)
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    100.0(5)
_cell_measurement_theta_max      26.15
_cell_measurement_theta_min      2.65
_cell_volume                     2690.0(3)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS Inc., 2017)'
_computing_data_collection
'Bruker Instrument Service V6.2.14 (Bruker AXS Inc., 2018)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle)'
_computing_publication_material
'APEX3 software package (Bruker AXS Inc., 2018)'
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0(5)
_diffrn_detector_area_resol_mean 7.37
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Incoatec Helios multilayer confocal mirror'
_diffrn_radiation_source         'micro focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            38258
_diffrn_reflns_point_group_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.414
_diffrn_reflns_theta_min         2.114
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.521
_exptl_crystal_size_mid          0.282
_exptl_crystal_size_min          0.138
_refine_diff_density_max         0.933
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.086
_refine_ls_abs_structure_details
;
 Flack x determined using 3961 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         10240
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0681
_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)+(0.0899P)²+3.9221P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1756
_refine_ls_wR_factor_ref         0.1777
_reflns_Friedel_coverage         0.840
_reflns_Friedel_fraction_full    0.910
_reflns_Friedel_fraction_max     0.866
_reflns_number_gt                9767
_reflns_number_total             10240
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc07065k2.cif
_cod_data_source_block           p21_a
_cod_depositor_comments          'Adding full bibliography for 1568381.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1568381
_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   0.915
_shelx_estimated_absorpt_t_max   0.976
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
Cl01 Cl 0.2225(2) 0.27817(5) -0.09382(14) 0.0412(4) Uani 1 1 d . . . . .
Cl02 Cl 0.6388(3) 0.72633(5) 0.55055(12) 0.0413(4) Uani 1 1 d . . . . .
O003 O 0.2977(5) 0.51283(12) 0.0650(3) 0.0173(7) Uani 1 1 d . . . . .
O004 O 0.8140(5) 0.48225(12) 0.4365(3) 0.0191(7) Uani 1 1 d . . . . .
O005 O 0.4113(5) 0.50591(13) 0.4391(3) 0.0247(9) Uani 1 1 d . . . . .
O006 O -0.1036(5) 0.48248(13) 0.0616(3) 0.0263(9) Uani 1 1 d . . . . .
N007 N 1.0710(7) 0.47960(18) 0.6530(4) 0.0275(11) Uani 1 1 d . . . . .
C008 C 0.2983(7) 0.55209(17) -0.0019(4) 0.0161(10) Uani 1 1 d . . . . .
N009 N 0.5007(8) 0.52715(19) -0.1562(4) 0.0322(12) Uani 1 1 d . . . . .
C00A C 0.9682(7) 0.46367(18) 0.5933(4) 0.0208(11) Uani 1 1 d . . . . .
C00B C 0.3219(7) 0.60749(18) 0.1467(4) 0.0181(10) Uani 1 1 d . . . . .
H00B H 0.253998 0.585290 0.184123 0.022 Uiso 1 1 calc R U . . .
C00C C 0.9013(7) 0.39991(17) 0.4687(4) 0.0172(10) Uani 1 1 d . . . . .
C00D C 0.8538(7) 0.60113(19) 0.2268(4) 0.0217(11) Uani 1 1 d . . . . .
H00D H 0.786419 0.608777 0.164966 0.026 Uiso 1 1 calc R U . . .
C00E C 0.8260(8) 0.38478(19) 0.3741(4) 0.0222(11) Uani 1 1 d . . . . .
H00E H 0.747424 0.405045 0.334143 0.027 Uiso 1 1 calc R U . . .
C00F C 0.5139(7) 0.36619(19) 0.1284(4) 0.0189(10) Uani 1 1 d . . . . .
C00G C 0.4575(7) 0.44942(18) 0.1473(4) 0.0195(11) Uani 1 1 d . . . . .
C00H C 0.5410(7) 0.57111(19) 0.5260(4) 0.0202(11) Uani 1 1 d . . . . .
C00I C 0.3764(7) 0.59653(17) 0.0487(4) 0.0167(10) Uani 1 1 d . . . . .
C00J C 0.4996(7) 0.51976(18) 0.5135(4) 0.0184(10) Uani 1 1 d . . . . .
C00K C 0.3666(8) 0.65068(19) 0.1898(4) 0.0235(11) Uani 1 1 d . . . . .
H00K H 0.326999 0.658302 0.256026 0.028 Uiso 1 1 calc R U . . .
C00L C 0.9670(7) 0.54315(19) 0.3498(4) 0.0189(10) Uani 1 1 d . . . . .
C00M C 0.5661(7) 0.48625(18) 0.5979(4) 0.0204(11) Uani 1 1 d . . . . .
H00A H 0.462669 0.479438 0.642755 0.025 Uiso 1 1 calc R U . . .
H00C H 0.666663 0.501336 0.640165 0.025 Uiso 1 1 calc R U . . .
C00N C 0.4134(8) 0.53899(18) -0.0903(4) 0.0223(11) Uani 1 1 d . . . . .
C00O C 0.8324(7) 0.44610(17) 0.5115(4) 0.0164(10) Uani 1 1 d . . . . .
C00P C 1.0317(7) 0.62583(19) 0.3814(4) 0.0204(11) Uani 1 1 d . . . . .
C00Q C 0.6377(7) 0.44015(17) 0.5537(4) 0.0166(10) Uani 1 1 d . . . . .
H00Q H 0.551730 0.431627 0.494510 0.020 Uiso 1 1 calc R U . . .
C00R C 0.0929(7) 0.55907(17) -0.0367(4) 0.0171(10) Uani 1 1 d . . . . .
H00R H 0.022566 0.563998 0.026521 0.020 Uiso 1 1 calc R U . . .
C00S C 1.0428(7) 0.57794(19) 0.4105(4) 0.0201(11) Uani 1 1 d . . . . .
H00S H 1.104424 0.569798 0.473796 0.024 Uiso 1 1 calc R U . . .
C00T C 0.5307(7) 0.41312(19) 0.0948(4) 0.0211(11) Uani 1 1 d . . . . .
H00T H 0.594433 0.419435 0.034341 0.025 Uiso 1 1 calc R U . . .
C00U C 0.5931(8) 0.32834(19) 0.0763(4) 0.0251(12) Uani 1 1 d . . . . .
H00U H 0.658641 0.334214 0.016323 0.030 Uiso 1 1 calc R U . . .
C00V C 0.5475(7) 0.59868(18) 0.4384(4) 0.0207(11) Uani 1 1 d . . . . .
H00V H 0.527864 0.584596 0.372959 0.025 Uiso 1 1 calc R U . . .
C00W C 0.4816(8) 0.62839(18) -0.0032(4) 0.0214(11) Uani 1 1 d . . . . .
H00W H 0.523406 0.620681 -0.068878 0.026 Uiso 1 1 calc R U . . .
C00X C 0.0129(8) 0.6446(2) -0.0561(5) 0.0277(12) Uani 1 1 d . . . . .
H00X H -0.004258 0.645351 0.015497 0.033 Uiso 1 1 calc R U . . .
C00Y C 0.4738(8) 0.49922(19) 0.1109(5) 0.0249(12) Uani 1 1 d . . . . .
H00F H 0.507927 0.520110 0.169213 0.030 Uiso 1 1 calc R U . . .
H00G H 0.571070 0.501571 0.060203 0.030 Uiso 1 1 calc R U . . .
C00Z C 0.0783(8) 0.3465(2) 0.0204(5) 0.0275(13) Uani 1 1 d . . . . .
H00Z H 0.056115 0.322544 0.068813 0.033 Uiso 1 1 calc R U . . .
C010 C 0.5822(7) 0.64633(19) 0.4454(4) 0.0210(11) Uani 1 1 d . . . . .
H010 H 0.591797 0.665018 0.385778 0.025 Uiso 1 1 calc R U . . .
C011 C 0.6343(7) 0.39957(18) 0.6297(4) 0.0188(10) Uani 1 1 d . . . . .
C012 C 0.7089(8) 0.3664(2) 0.7962(4) 0.0279(12) Uani 1 1 d . . . . .
H012 H 0.755774 0.370270 0.864760 0.033 Uiso 1 1 calc R U . . .
C013 C 1.0189(8) 0.37060(19) 0.5249(4) 0.0215(11) Uani 1 1 d . . . . .
H013 H 1.072798 0.381116 0.588470 0.026 Uiso 1 1 calc R U . . .
C014 C 0.7014(8) 0.4046(2) 0.7306(4) 0.0244(11) Uani 1 1 d . . . . .
H014 H 0.742502 0.434456 0.754671 0.029 Uiso 1 1 calc R U . . .
C015 C 0.0641(8) 0.60261(19) -0.1025(4) 0.0226(11) Uani 1 1 d . . . . .
C016 C 0.4004(9) 0.3102(2) 0.2513(5) 0.0310(13) Uani 1 1 d . . . . .
H016 H 0.333826 0.303493 0.310575 0.037 Uiso 1 1 calc R U . . .
C017 C 0.3393(8) 0.3950(2) 0.2702(4) 0.0237(11) Uani 1 1 d . . . . .
H017 H 0.272031 0.389276 0.329645 0.028 Uiso 1 1 calc R U . . .
C018 C 0.4159(7) 0.35695(18) 0.2180(4) 0.0201(11) Uani 1 1 d . . . . .
C019 C 0.4689(8) 0.68273(19) 0.1364(5) 0.0248(12) Uani 1 1 d . . . . .
H019 H 0.499428 0.712350 0.165861 0.030 Uiso 1 1 calc R U . . .
C01A C 0.0245(8) 0.39235(19) 0.0380(5) 0.0253(12) Uani 1 1 d . . . . .
H01A H -0.036097 0.400019 0.098719 0.030 Uiso 1 1 calc R U . . .
C01B C 0.5787(9) 0.3178(2) 0.6628(5) 0.0303(13) Uani 1 1 d . . . . .
H01B H 0.535521 0.288017 0.639352 0.036 Uiso 1 1 calc R U . . .
C01C C 0.9788(7) 0.49287(18) 0.3826(4) 0.0205(11) Uani 1 1 d . . . . .
H01C H 0.986788 0.472211 0.322157 0.025 Uiso 1 1 calc R U . . .
H01D H 1.090555 0.487827 0.428006 0.025 Uiso 1 1 calc R U . . .
C01D C 0.9358(7) 0.63745(18) 0.2878(4) 0.0206(11) Uani 1 1 d . . . . .
C01E C -0.0132(7) 0.47556(19) -0.0136(4) 0.0200(11) Uani 1 1 d . . . . .
C01F C 0.9804(8) 0.31061(19) 0.3971(5) 0.0274(12) Uani 1 1 d . . . . .
H01F H 1.005068 0.279760 0.373834 0.033 Uiso 1 1 calc R U . . .
C01G C 0.5265(8) 0.67161(18) 0.0402(5) 0.0252(12) Uani 1 1 d . . . . .
H01G H 0.597074 0.693558 0.003655 0.030 Uiso 1 1 calc R U . . .
C01H C 0.6024(9) 0.66588(19) 0.5420(5) 0.0273(13) Uani 1 1 d . . . . .
C01I C 0.3601(8) 0.4404(2) 0.2366(4) 0.0229(11) Uani 1 1 d . . . . .
H01I H 0.309044 0.465700 0.273380 0.027 Uiso 1 1 calc R U . . .
C01J C 0.1642(9) 0.33643(19) -0.0683(5) 0.0294(14) Uani 1 1 d . . . . .
C01K C 0.8710(7) 0.55533(18) 0.2561(4) 0.0205(11) Uani 1 1 d . . . . .
H01K H 0.818366 0.531341 0.213564 0.025 Uiso 1 1 calc R U . . .
C01L C 0.8658(8) 0.3401(2) 0.3383(5) 0.0269(12) Uani 1 1 d . . . . .
H01L H 0.814770 0.329845 0.273940 0.032 Uiso 1 1 calc R U . . .
C01M C 1.0594(8) 0.32615(19) 0.4901(5) 0.0265(12) Uani 1 1 d . . . . .
H01M H 1.140686 0.306301 0.529468 0.032 Uiso 1 1 calc R U . . .
C01N C 1.1139(8) 0.6620(2) 0.4415(4) 0.0267(12) Uani 1 1 d . . . . .
H01N H 1.178517 0.654349 0.504208 0.032 Uiso 1 1 calc R U . . .
C01O C 0.0129(8) 0.51481(18) -0.0895(4) 0.0233(12) Uani 1 1 d . . . . .
H01E H -0.108000 0.522464 -0.124321 0.028 Uiso 1 1 calc R U . . .
H01H H 0.097757 0.504215 -0.142176 0.028 Uiso 1 1 calc R U . . .
C01P C 0.5714(8) 0.35572(19) 0.5970(4) 0.0239(12) Uani 1 1 d . . . . .
H01P H 0.522863 0.351817 0.528800 0.029 Uiso 1 1 calc R U . . .
C01Q C 0.0595(8) 0.42741(19) -0.0337(5) 0.0223(11) Uani 1 1 d . . . . .
C01R C 0.5770(8) 0.2833(2) 0.1110(5) 0.0279(12) Uani 1 1 d . . . . .
H01R H 0.631478 0.258199 0.075165 0.034 Uiso 1 1 calc R U . . .
C01S C 0.6487(9) 0.3229(2) 0.7628(5) 0.0306(13) Uani 1 1 d . . . . .
H01S H 0.655030 0.296654 0.807731 0.037 Uiso 1 1 calc R U . . .
C01T C 0.1530(8) 0.41596(19) -0.1209(4) 0.0233(11) Uani 1 1 d . . . . .
H01T H 0.180810 0.439841 -0.168464 0.028 Uiso 1 1 calc R U . . .
C01U C 0.4801(9) 0.2740(2) 0.1995(5) 0.0322(13) Uani 1 1 d . . . . .
H01U H 0.469684 0.242740 0.223533 0.039 Uiso 1 1 calc R U . . .
C01V C 0.5933(11) 0.6400(2) 0.6292(4) 0.0388(17) Uani 1 1 d . . . . .
H01V H 0.605519 0.654723 0.694321 0.047 Uiso 1 1 calc R U . . .
C01W C 0.2061(9) 0.3700(2) -0.1393(5) 0.0301(13) Uani 1 1 d . . . . .
H01W H 0.269373 0.361971 -0.198922 0.036 Uiso 1 1 calc R U . . .
C01X C 1.1023(9) 0.7079(2) 0.4112(5) 0.0311(13) Uani 1 1 d . . . . .
H01X H 1.158660 0.731857 0.452475 0.037 Uiso 1 1 calc R U . . .
C01Y C 0.9257(8) 0.6855(2) 0.2581(5) 0.0257(12) Uani 1 1 d . . . . .
H01Y H 0.862098 0.693984 0.195659 0.031 Uiso 1 1 calc R U . . .
C01Z C 0.5659(10) 0.5919(2) 0.6215(4) 0.0325(14) Uani 1 1 d . . . . .
H01Z H 0.564146 0.573221 0.681603 0.039 Uiso 1 1 calc R U . . .
C020 C 1.0066(8) 0.7195(2) 0.3185(5) 0.0297(13) Uani 1 1 d . . . . .
H020 H 0.998179 0.751364 0.297743 0.036 Uiso 1 1 calc R U . . .
C021 C -0.0129(10) 0.6853(2) -0.1135(6) 0.0415(16) Uani 1 1 d . . . . .
H021 H -0.047390 0.713555 -0.081119 0.050 Uiso 1 1 calc R U . . .
C022 C 0.0857(13) 0.6026(3) -0.2064(5) 0.0474(19) Uani 1 1 d . . . . .
H022 H 0.119191 0.574406 -0.239765 0.057 Uiso 1 1 calc R U . . .
C023 C 0.0108(13) 0.6847(3) -0.2159(7) 0.059(2) Uani 1 1 d . . . . .
H023 H -0.005606 0.712609 -0.254924 0.071 Uiso 1 1 calc R U . . .
C024 C 0.0588(17) 0.6436(4) -0.2630(6) 0.074(3) Uani 1 1 d . . . . .
H024 H 0.073629 0.643160 -0.334738 0.089 Uiso 1 1 calc R 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
_geom_angle_publ_flag
C008 O003 C00Y 116.3(4) . . ?
C00O O004 C01C 115.8(4) . . ?
O003 C008 C00N 107.2(4) . . ?
O003 C008 C00I 113.5(4) . . ?
C00N C008 C00I 109.5(4) . . ?
O003 C008 C00R 104.6(4) . . ?
C00N C008 C00R 111.3(4) . . ?
C00I C008 C00R 110.6(4) . . ?
N007 C00A C00O 176.0(6) . . ?
C00K C00B C00I 120.2(5) . . ?
C00K C00B H00B 119.9 . . ?
C00I C00B H00B 119.9 . . ?
C013 C00C C00E 119.4(5) . . ?
C013 C00C C00O 122.0(5) . . ?
C00E C00C C00O 118.2(4) . . ?
C01K C00D C01D 120.6(5) . . ?
C01K C00D H00D 119.7 . . ?
C01D C00D H00D 119.7 . . ?
C01L C00E C00C 120.2(5) . . ?
C01L C00E H00E 119.9 . . ?
C00C C00E H00E 119.9 . . ?
C00U C00F C00T 122.0(5) . . ?
C00U C00F C018 119.0(5) . . ?
C00T C00F C018 119.0(5) . . ?
C00T C00G C01I 119.9(5) . . ?
C00T C00G C00Y 121.3(5) . . ?
C01I C00G C00Y 118.8(5) . . ?
C01Z C00H C00V 119.5(5) . . ?
C01Z C00H C00J 122.1(5) . . ?
C00V C00H C00J 118.3(5) . . ?
C00W C00I C00B 119.3(5) . . ?
C00W C00I C008 122.3(5) . . ?
C00B C00I C008 118.1(4) . . ?
O005 C00J C00H 120.2(5) . . ?
O005 C00J C00M 121.2(5) . . ?
C00H C00J C00M 118.6(4) . . ?
C019 C00K C00B 120.0(5) . . ?
C019 C00K H00K 120.0 . . ?
C00B C00K H00K 120.0 . . ?
C00S C00L C01K 119.3(5) . . ?
C00S C00L C01C 120.7(5) . . ?
C01K C00L C01C 120.0(5) . . ?
C00J C00M C00Q 111.4(4) . . ?
C00J C00M H00A 109.4 . . ?
C00Q C00M H00A 109.4 . . ?
C00J C00M H00C 109.4 . . ?
C00Q C00M H00C 109.4 . . ?
H00A C00M H00C 108.0 . . ?
N009 C00N C008 177.1(6) . . ?
O004 C00O C00A 106.6(4) . . ?
O004 C00O C00C 113.2(4) . . ?
C00A C00O C00C 109.7(4) . . ?
O004 C00O C00Q 105.6(4) . . ?
C00A C00O C00Q 110.9(4) . . ?
C00C C00O C00Q 110.8(4) . . ?
C01N C00P C01D 119.1(5) . . ?
C01N C00P C00S 122.4(5) . . ?
C01D C00P C00S 118.4(5) . . ?
C011 C00Q C00M 112.8(4) . . ?
C011 C00Q C00O 111.0(4) . . ?
C00M C00Q C00O 111.6(4) . . ?
C011 C00Q H00Q 107.0 . . ?
C00M C00Q H00Q 107.0 . . ?
C00O C00Q H00Q 107.0 . . ?
C015 C00R C01O 112.1(4) . . ?
C015 C00R C008 112.1(4) . . ?
C01O C00R C008 111.3(4) . . ?
C015 C00R H00R 107.0 . . ?
C01O C00R H00R 107.0 . . ?
C008 C00R H00R 107.0 . . ?
C00L C00S C00P 121.7(5) . . ?
C00L C00S H00S 119.2 . . ?
C00P C00S H00S 119.2 . . ?
C00G C00T C00F 121.4(5) . . ?
C00G C00T H00T 119.3 . . ?
C00F C00T H00T 119.3 . . ?
C01R C00U C00F 121.0(6) . . ?
C01R C00U H00U 119.5 . . ?
C00F C00U H00U 119.5 . . ?
C010 C00V C00H 120.8(5) . . ?
C010 C00V H00V 119.6 . . ?
C00H C00V H00V 119.6 . . ?
C00I C00W C01G 120.4(5) . . ?
C00I C00W H00W 119.8 . . ?
C01G C00W H00W 119.8 . . ?
C021 C00X C015 120.7(6) . . ?
C021 C00X H00X 119.7 . . ?
C015 C00X H00X 119.7 . . ?
O003 C00Y C00G 107.9(4) . . ?
O003 C00Y H00F 110.1 . . ?
C00G C00Y H00F 110.1 . . ?
O003 C00Y H00G 110.1 . . ?
C00G C00Y H00G 110.1 . . ?
H00F C00Y H00G 108.4 . . ?
C01J C00Z C01A 118.6(6) . . ?
C01J C00Z H00Z 120.7 . . ?
C01A C00Z H00Z 120.7 . . ?
C01H C010 C00V 117.9(5) . . ?
C01H C010 H010 121.0 . . ?
C00V C010 H010 121.0 . . ?
C01P C011 C014 118.6(5) . . ?
C01P C011 C00Q 119.8(5) . . ?
C014 C011 C00Q 121.6(5) . . ?
C01S C012 C014 120.5(5) . . ?
C01S C012 H012 119.7 . . ?
C014 C012 H012 119.7 . . ?
C00C C013 C01M 120.9(5) . . ?
C00C C013 H013 119.6 . . ?
C01M C013 H013 119.6 . . ?
C012 C014 C011 120.5(5) . . ?
C012 C014 H014 119.7 . . ?
C011 C014 H014 119.7 . . ?
C022 C015 C00X 118.3(6) . . ?
C022 C015 C00R 122.7(5) . . ?
C00X C015 C00R 119.0(5) . . ?
C01U C016 C018 121.1(6) . . ?
C01U C016 H016 119.5 . . ?
C018 C016 H016 119.5 . . ?
C01I C017 C018 121.2(5) . . ?
C01I C017 H017 119.4 . . ?
C018 C017 H017 119.4 . . ?
C017 C018 C016 122.8(5) . . ?
C017 C018 C00F 118.6(5) . . ?
C016 C018 C00F 118.7(5) . . ?
C01G C019 C00K 119.9(5) . . ?
C01G C019 H019 120.0 . . ?
C00K C019 H019 120.0 . . ?
C00Z C01A C01Q 120.1(6) . . ?
C00Z C01A H01A 120.0 . . ?
C01Q C01A H01A 120.0 . . ?
C01P C01B C01S 120.5(5) . . ?
C01P C01B H01B 119.8 . . ?
C01S C01B H01B 119.8 . . ?
O004 C01C C00L 107.7(4) . . ?
O004 C01C H01C 110.2 . . ?
C00L C01C H01C 110.2 . . ?
O004 C01C H01D 110.2 . . ?
C00L C01C H01D 110.2 . . ?
H01C C01C H01D 108.5 . . ?
C00P C01D C00D 119.3(5) . . ?
C00P C01D C01Y 118.5(5) . . ?
C00D C01D C01Y 122.2(5) . . ?
O006 C01E C01Q 119.6(5) . . ?
O006 C01E C01O 119.8(5) . . ?
C01Q C01E C01O 120.5(5) . . ?
C01L C01F C01M 120.1(5) . . ?
C01L C01F H01F 120.0 . . ?
C01M C01F H01F 120.0 . . ?
C019 C01G C00W 120.1(5) . . ?
C019 C01G H01G 119.9 . . ?
C00W C01G H01G 119.9 . . ?
C01V C01H C010 122.7(5) . . ?
C01V C01H Cl02 119.5(5) . . ?
C010 C01H Cl02 117.8(4) . . ?
C017 C01I C00G 120.0(5) . . ?
C017 C01I H01I 120.0 . . ?
C00G C01I H01I 120.0 . . ?
C00Z C01J C01W 123.2(5) . . ?
C00Z C01J Cl01 118.9(5) . . ?
C01W C01J Cl01 117.9(5) . . ?
C00D C01K C00L 120.7(5) . . ?
C00D C01K H01K 119.7 . . ?
C00L C01K H01K 119.7 . . ?
C01F C01L C00E 119.7(5) . . ?
C01F C01L H01L 120.2 . . ?
C00E C01L H01L 120.2 . . ?
C013 C01M C01F 119.7(5) . . ?
C013 C01M H01M 120.1 . . ?
C01F C01M H01M 120.1 . . ?
C01X C01N C00P 121.2(5) . . ?
C01X C01N H01N 119.4 . . ?
C00P C01N H01N 119.4 . . ?
C01E C01O C00R 111.5(4) . . ?
C01E C01O H01E 109.3 . . ?
C00R C01O H01E 109.3 . . ?
C01E C01O H01H 109.3 . . ?
C00R C01O H01H 109.3 . . ?
H01E C01O H01H 108.0 . . ?
C01B C01P C011 120.7(5) . . ?
C01B C01P H01P 119.7 . . ?
C011 C01P H01P 119.7 . . ?
C01T C01Q C01A 119.4(5) . . ?
C01T C01Q C01E 123.1(5) . . ?
C01A C01Q C01E 117.4(5) . . ?
C00U C01R C01U 120.1(6) . . ?
C00U C01R H01R 119.9 . . ?
C01U C01R H01R 119.9 . . ?
C012 C01S C01B 119.2(5) . . ?
C012 C01S H01S 120.4 . . ?
C01B C01S H01S 120.4 . . ?
C01W C01T C01Q 120.8(6) . . ?
C01W C01T H01T 119.6 . . ?
C01Q C01T H01T 119.6 . . ?
C016 C01U C01R 120.1(6) . . ?
C016 C01U H01U 119.9 . . ?
C01R C01U H01U 119.9 . . ?
C01H C01V C01Z 119.1(5) . . ?
C01H C01V H01V 120.5 . . ?
C01Z C01V H01V 120.5 . . ?
C01J C01W C01T 117.9(6) . . ?
C01J C01W H01W 121.1 . . ?
C01T C01W H01W 121.1 . . ?
C01N C01X C020 119.6(5) . . ?
C01N C01X H01X 120.2 . . ?
C020 C01X H01X 120.2 . . ?
C020 C01Y C01D 120.6(5) . . ?
C020 C01Y H01Y 119.7 . . ?
C01D C01Y H01Y 119.7 . . ?
C00H C01Z C01V 119.9(5) . . ?
C00H C01Z H01Z 120.0 . . ?
C01V C01Z H01Z 120.0 . . ?
C01Y C020 C01X 120.9(5) . . ?
C01Y C020 H020 119.5 . . ?
C01X C020 H020 119.5 . . ?
C023 C021 C00X 120.3(7) . . ?
C023 C021 H021 119.9 . . ?
C00X C021 H021 119.9 . . ?
C015 C022 C024 120.3(7) . . ?
C015 C022 H022 119.8 . . ?
C024 C022 H022 119.8 . . ?
C021 C023 C024 119.8(7) . . ?
C021 C023 H023 120.1 . . ?
C024 C023 H023 120.1 . . ?
C023 C024 C022 120.6(7) . . ?
C023 C024 H024 119.7 . . ?
C022 C024 H024 119.7 . . ?
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
Cl01 C01J 1.749(6) . ?
Cl02 C01H 1.746(6) . ?
O003 C008 1.421(6) . ?
O003 C00Y 1.435(6) . ?
O004 C00O 1.425(6) . ?
O004 C01C 1.443(6) . ?
O005 C00J 1.205(6) . ?
O006 C01E 1.221(7) . ?
N007 C00A 1.146(7) . ?
C008 C00N 1.502(8) . ?
C008 C00I 1.525(6) . ?
C008 C00R 1.544(7) . ?
N009 C00N 1.141(8) . ?
C00A C00O 1.504(7) . ?
C00B C00K 1.386(7) . ?
C00B C00I 1.394(7) . ?
C00B H00B 0.9500 . ?
C00C C013 1.380(7) . ?
C00C C00E 1.396(7) . ?
C00C C00O 1.523(7) . ?
C00D C01K 1.365(8) . ?
C00D C01D 1.420(8) . ?
C00D H00D 0.9500 . ?
C00E C01L 1.392(8) . ?
C00E H00E 0.9500 . ?
C00F C00U 1.411(8) . ?
C00F C00T 1.415(8) . ?
C00F C018 1.421(8) . ?
C00G C00T 1.362(8) . ?
C00G C01I 1.415(8) . ?
C00G C00Y 1.504(7) . ?
C00H C01Z 1.387(8) . ?
C00H C00V 1.392(8) . ?
C00H C00J 1.501(7) . ?
C00I C00W 1.381(8) . ?
C00J C00M 1.522(7) . ?
C00K C019 1.384(8) . ?
C00K H00K 0.9500 . ?
C00L C00S 1.369(8) . ?
C00L C01K 1.423(7) . ?
C00L C01C 1.498(7) . ?
C00M C00Q 1.535(7) . ?
C00M H00A 0.9900 . ?
C00M H00C 0.9900 . ?
C00O C00Q 1.544(7) . ?
C00P C01N 1.411(8) . ?
C00P C01D 1.418(7) . ?
C00P C00S 1.419(7) . ?
C00Q C011 1.526(7) . ?
C00Q H00Q 1.0000 . ?
C00R C015 1.520(7) . ?
C00R C01O 1.539(7) . ?
C00R H00R 1.0000 . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?
C00U C01R 1.369(8) . ?
C00U H00U 0.9500 . ?
C00V C010 1.384(8) . ?
C00V H00V 0.9500 . ?
C00W C01G 1.389(8) . ?
C00W H00W 0.9500 . ?
C00X C021 1.389(8) . ?
C00X C015 1.400(8) . ?
C00X H00X 0.9500 . ?
C00Y H00F 0.9900 . ?
C00Y H00G 0.9900 . ?
C00Z C01J 1.371(9) . ?
C00Z C01A 1.386(8) . ?
C00Z H00Z 0.9500 . ?
C010 C01H 1.382(8) . ?
C010 H010 0.9500 . ?
C011 C01P 1.390(7) . ?
C011 C014 1.393(8) . ?
C012 C01S 1.380(9) . ?
C012 C014 1.385(8) . ?
C012 H012 0.9500 . ?
C013 C01M 1.382(8) . ?
C013 H013 0.9500 . ?
C014 H014 0.9500 . ?
C015 C022 1.375(9) . ?
C016 C01U 1.374(9) . ?
C016 C018 1.409(8) . ?
C016 H016 0.9500 . ?
C017 C01I 1.377(8) . ?
C017 C018 1.409(8) . ?
C017 H017 0.9500 . ?
C019 C01G 1.379(9) . ?
C019 H019 0.9500 . ?
C01A C01Q 1.402(8) . ?
C01A H01A 0.9500 . ?
C01B C01P 1.381(8) . ?
C01B C01S 1.389(9) . ?
C01B H01B 0.9500 . ?
C01C H01C 0.9900 . ?
C01C H01D 0.9900 . ?
C01D C01Y 1.425(7) . ?
C01E C01Q 1.497(7) . ?
C01E C01O 1.514(8) . ?
C01F C01L 1.387(8) . ?
C01F C01M 1.392(8) . ?
C01F H01F 0.9500 . ?
C01G H01G 0.9500 . ?
C01H C01V 1.362(8) . ?
C01I H01I 0.9500 . ?
C01J C01W 1.377(9) . ?
C01K H01K 0.9500 . ?
C01L H01L 0.9500 . ?
C01M H01M 0.9500 . ?
C01N C01X 1.370(9) . ?
C01N H01N 0.9500 . ?
C01O H01E 0.9900 . ?
C01O H01H 0.9900 . ?
C01P H01P 0.9500 . ?
C01Q C01T 1.391(9) . ?
C01R C01U 1.405(9) . ?
C01R H01R 0.9500 . ?
C01S H01S 0.9500 . ?
C01T C01W 1.390(8) . ?
C01T H01T 0.9500 . ?
C01U H01U 0.9500 . ?
C01V C01Z 1.390(8) . ?
C01V H01V 0.9500 . ?
C01W H01W 0.9500 . ?
C01X C020 1.406(9) . ?
C01X H01X 0.9500 . ?
C01Y C020 1.364(9) . ?
C01Y H01Y 0.9500 . ?
C01Z H01Z 0.9500 . ?
C020 H020 0.9500 . ?
C021 C023 1.358(12) . ?
C021 H021 0.9500 . ?
C022 C024 1.392(10) . ?
C022 H022 0.9500 . ?
C023 C024 1.375(13) . ?
C023 H023 0.9500 . ?
C024 H024 0.9500 . ?
