#------------------------------------------------------------------------------
#$Date: 2020-09-29 02:33:46 +0300 (Tue, 29 Sep 2020) $
#$Revision: 256810 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/92/1559212.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_1559212
loop_
_publ_author_name
'Trybuła, Danuta'
'Marszałek-Harych, Aleksandra'
'Gazińska, Małgorzata'
'Berski, Sławomir'
'Jędrzkiewicz, Dawid'
'Ejfler, Jolanta'
_publ_section_title
;
 N-Activated 1,3-Benzoxazine Monomer as a Key Agent in Polybenzoxazine
 Synthesis
;
_journal_name_full               Macromolecules
_journal_paper_doi               10.1021/acs.macromol.0c02036
_journal_year                    2020
_chemical_formula_moiety
'8(C23 H38 N O), 8(C6 H6), C H2 Cl2, 8(Cl), 10(H2 O)'
_chemical_formula_sum            'C233 H374 Cl10 N8 O18'
_chemical_formula_weight         3929.88
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                90
_cell_angle_beta                 128.04(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   46.281(13)
_cell_length_b                   10.160(3)
_cell_length_c                   31.262(8)
_cell_measurement_reflns_used    1391
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.4927
_cell_measurement_theta_min      2.6673
_cell_volume                     11577(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.3456
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1174
_diffrn_reflns_av_unetI/netI     0.2310
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            19786
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.764
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_description       needle
_exptl_crystal_F_000             4284
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     651
_refine_ls_number_reflns         10079
_refine_ls_number_restraints     225
_refine_ls_restrained_S_all      0.991
_refine_ls_R_factor_all          0.2082
_refine_ls_R_factor_gt           0.0902
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0122P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1439
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4589
_reflns_number_total             10079
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ma0c02036_si_002.cif
_cod_data_source_block           Bx_Cy1
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1559212
_shelx_shelxl_version_number     2017/1
_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   0.900
_shelx_estimated_absorpt_t_max   0.989
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'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_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
C1A C 0.59206(13) 0.2796(4) 0.69209(17) 0.0146(11) Uani 1 1 d . U . . .
C2A C 0.61891(13) 0.3103(4) 0.68563(17) 0.0161(12) Uani 1 1 d . U . . .
C3A C 0.62517(13) 0.4439(5) 0.68534(18) 0.0185(12) Uani 1 1 d . U . . .
H3A H 0.643285 0.468568 0.681546 0.022 Uiso 1 1 calc R U . . .
C4A C 0.60688(13) 0.5445(5) 0.69020(18) 0.0179(12) Uani 1 1 d . U . . .
C5A C 0.57916(13) 0.5068(5) 0.69353(18) 0.0198(12) Uani 1 1 d . U . . .
H5A H 0.565728 0.572543 0.696191 0.024 Uiso 1 1 calc R U . . .
C6A C 0.57110(13) 0.3758(5) 0.69301(18) 0.0157(12) Uani 1 1 d . U . . .
C7A C 0.63898(14) 0.2027(5) 0.67848(19) 0.0194(12) Uani 1 1 d . U . . .
C8A C 0.61063(13) 0.1242(4) 0.62618(18) 0.0238(13) Uani 1 1 d . U . . .
H8AA H 0.596957 0.184650 0.595186 0.036 Uiso 1 1 calc R U . . .
H8AB H 0.623369 0.058854 0.620180 0.036 Uiso 1 1 calc R U . . .
H8AC H 0.593573 0.079460 0.629996 0.036 Uiso 1 1 calc R U . . .
C9A C 0.66091(13) 0.1124(4) 0.72779(18) 0.0246(13) Uani 1 1 d . U . . .
H9AA H 0.673334 0.045122 0.721970 0.037 Uiso 1 1 calc R U . . .
H9AB H 0.679200 0.164282 0.760094 0.037 Uiso 1 1 calc R U . . .
H9AC H 0.644304 0.069834 0.733041 0.037 Uiso 1 1 calc R U . . .
C10A C 0.66634(13) 0.2641(5) 0.67119(19) 0.0270(13) Uani 1 1 d . U . . .
H10A H 0.653110 0.323011 0.639671 0.040 Uiso 1 1 calc R U . . .
H10B H 0.685026 0.314195 0.703823 0.040 Uiso 1 1 calc R U . . .
H10C H 0.678173 0.193999 0.665466 0.040 Uiso 1 1 calc R U . . .
C11A C 0.61565(14) 0.6904(5) 0.6924(2) 0.0224(13) Uani 1 1 d . U . . .
C12A C 0.58108(14) 0.7641(5) 0.64545(19) 0.0335(15) Uani 1 1 d . U . . .
H12A H 0.586809 0.857594 0.646967 0.050 Uiso 1 1 calc R U . . .
H12B H 0.572925 0.727057 0.610665 0.050 Uiso 1 1 calc R U . . .
H12C H 0.561528 0.754311 0.648904 0.050 Uiso 1 1 calc R U . . .
C13A C 0.64631(14) 0.7135(5) 0.6873(2) 0.0374(16) Uani 1 1 d . U . . .
H13A H 0.650987 0.808075 0.688923 0.056 Uiso 1 1 calc R U . . .
H13B H 0.668736 0.668932 0.717253 0.056 Uiso 1 1 calc R U . . .
H13C H 0.638721 0.678048 0.652629 0.056 Uiso 1 1 calc R U . . .
C14A C 0.62778(14) 0.7478(5) 0.74644(18) 0.0318(14) Uani 1 1 d . U . . .
H14A H 0.633459 0.841509 0.748122 0.048 Uiso 1 1 calc R U . . .
H14B H 0.607974 0.737599 0.749310 0.048 Uiso 1 1 calc R U . . .
H14C H 0.649665 0.701217 0.776494 0.048 Uiso 1 1 calc R U . . .
C15A C 0.54049(13) 0.3395(4) 0.69532(19) 0.0196(12) Uani 1 1 d . U . . .
H15A H 0.518761 0.394766 0.669301 0.024 Uiso 1 1 calc R U . . .
H15B H 0.548303 0.357650 0.732201 0.024 Uiso 1 1 calc R U . . .
C16A C 0.56668(12) 0.1245(4) 0.71572(18) 0.0157(12) Uani 1 1 d . U . . .
H16A H 0.581695 0.156771 0.753628 0.019 Uiso 1 1 calc R U . . .
H16B H 0.562615 0.028885 0.715978 0.019 Uiso 1 1 calc R U . . .
C17A C 0.50879(13) 0.1536(4) 0.70141(18) 0.0193(12) Uani 1 1 d . U . . .
H17A H 0.502074 0.060507 0.692651 0.029 Uiso 1 1 calc R U . . .
H17B H 0.523965 0.165939 0.740816 0.029 Uiso 1 1 calc R U . . .
H17C H 0.486498 0.206945 0.683517 0.029 Uiso 1 1 calc R U . . .
C18A C 0.50950(13) 0.1690(4) 0.62090(18) 0.0175(12) Uani 1 1 d . U . . .
H18A H 0.523992 0.211645 0.610757 0.021 Uiso 1 1 calc R U . . .
C19A C 0.47095(13) 0.2300(5) 0.58449(18) 0.0278(14) Uani 1 1 d . U . . .
H19A H 0.454999 0.186601 0.591339 0.033 Uiso 1 1 calc R U . . .
H19B H 0.472330 0.324886 0.592721 0.033 Uiso 1 1 calc R U . . .
C20A C 0.45500(14) 0.2115(5) 0.52520(19) 0.0346(15) Uani 1 1 d . U . . .
H20A H 0.429889 0.248597 0.501557 0.042 Uiso 1 1 calc R U . . .
H20B H 0.470129 0.261055 0.518210 0.042 Uiso 1 1 calc R U . . .
C21A C 0.45354(14) 0.0674(5) 0.51045(19) 0.0281(14) Uani 1 1 d . U . . .
H21A H 0.435843 0.019654 0.512634 0.034 Uiso 1 1 calc R U . . .
H21B H 0.444982 0.061066 0.472662 0.034 Uiso 1 1 calc R U . . .
C22A C 0.49117(14) 0.0043(5) 0.54874(18) 0.0277(14) Uani 1 1 d . U . . .
H22A H 0.507905 0.043959 0.542651 0.033 Uiso 1 1 calc R U . . .
H22B H 0.489173 -0.090878 0.540582 0.033 Uiso 1 1 calc R U . . .
C23A C 0.50742(13) 0.0226(4) 0.60841(18) 0.0227(13) Uani 1 1 d . U . . .
H23A H 0.491853 -0.022946 0.615539 0.027 Uiso 1 1 calc R U . . .
H23B H 0.532274 -0.016536 0.632233 0.027 Uiso 1 1 calc R U . . .
N1A N 0.53012(10) 0.1956(4) 0.68175(15) 0.0150(10) Uani 1 1 d . U . . .
O1A O 0.58519(9) 0.1465(3) 0.69421(12) 0.0179(8) Uani 1 1 d . U . . .
Cl1A Cl 0.58247(3) 0.25262(12) 0.84105(5) 0.0227(3) Uani 1 1 d . . . . .
C1B C 0.66651(13) 0.7751(4) 0.88646(18) 0.0172(12) Uani 1 1 d . U . . .
C2B C 0.69974(13) 0.7435(5) 0.89711(17) 0.0163(12) Uani 1 1 d . U . . .
C3B C 0.70652(13) 0.6100(4) 0.89722(17) 0.0152(12) Uani 1 1 d . U . . .
H3B H 0.728873 0.585250 0.904215 0.018 Uiso 1 1 calc R U . . .
C4B C 0.68235(13) 0.5103(5) 0.88762(18) 0.0174(12) Uani 1 1 d . U . . .
C5B C 0.65020(13) 0.5474(5) 0.87914(17) 0.0175(12) Uani 1 1 d . U . . .
H5B H 0.633647 0.481726 0.873792 0.021 Uiso 1 1 calc R U . . .
C6B C 0.64207(13) 0.6793(4) 0.87840(18) 0.0149(12) Uani 1 1 d . U . . .
C7B C 0.72747(13) 0.8489(5) 0.90801(19) 0.0192(12) Uani 1 1 d . U . . .
C8B C 0.73977(13) 0.9304(4) 0.95791(18) 0.0243(13) Uani 1 1 d . U . . .
H8BA H 0.750511 0.871990 0.989295 0.036 Uiso 1 1 calc R U . . .
H8BB H 0.758111 0.995108 0.965553 0.036 Uiso 1 1 calc R U . . .
H8BC H 0.718553 0.976102 0.950799 0.036 Uiso 1 1 calc R U . . .
C9B C 0.71050(13) 0.9390(4) 0.85823(18) 0.0215(13) Uani 1 1 d . U . . .
H9BA H 0.702744 0.885833 0.826612 0.032 Uiso 1 1 calc R U . . .
H9BB H 0.689191 0.984765 0.850814 0.032 Uiso 1 1 calc R U . . .
H9BC H 0.728749 1.003772 0.865567 0.032 Uiso 1 1 calc R U . . .
C10B C 0.76254(13) 0.7874(5) 0.9205(2) 0.0318(14) Uani 1 1 d . U . . .
H10D H 0.755918 0.734127 0.889466 0.048 Uiso 1 1 calc R U . . .
H10E H 0.779378 0.857581 0.927072 0.048 Uiso 1 1 calc R U . . .
H10F H 0.774536 0.731472 0.952803 0.048 Uiso 1 1 calc R U . . .
C11B C 0.69008(13) 0.3628(5) 0.88653(19) 0.0182(12) Uani 1 1 d . U . . .
C12B C 0.68833(13) 0.2852(4) 0.92688(18) 0.0255(13) Uani 1 1 d . U . . .
H12D H 0.664294 0.298307 0.918341 0.038 Uiso 1 1 calc R U . . .
H12E H 0.691970 0.191417 0.924287 0.038 Uiso 1 1 calc R U . . .
H12F H 0.707607 0.316367 0.963832 0.038 Uiso 1 1 calc R U . . .
C13B C 0.72796(13) 0.3407(5) 0.9008(2) 0.0329(15) Uani 1 1 d . U . . .
H13D H 0.729526 0.389759 0.875251 0.049 Uiso 1 1 calc R U . . .
H13E H 0.747083 0.371599 0.937815 0.049 Uiso 1 1 calc R U . . .
H13F H 0.731445 0.246649 0.898270 0.049 Uiso 1 1 calc R U . . .
C14B C 0.66016(14) 0.3107(5) 0.82901(18) 0.0292(14) Uani 1 1 d . U . . .
H14D H 0.660994 0.359620 0.802766 0.044 Uiso 1 1 calc R U . . .
H14E H 0.664368 0.217033 0.827236 0.044 Uiso 1 1 calc R U . . .
H14F H 0.636049 0.322328 0.820354 0.044 Uiso 1 1 calc R U . . .
C15B C 0.60629(13) 0.7147(4) 0.86742(19) 0.0199(12) Uani 1 1 d . U . . .
H15C H 0.602506 0.656551 0.888992 0.024 Uiso 1 1 calc R U . . .
H15D H 0.585741 0.700219 0.828505 0.024 Uiso 1 1 calc R U . . .
C16B C 0.62085(14) 0.9338(5) 0.85684(19) 0.0212(13) Uani 1 1 d . U . . .
H16C H 0.607205 0.907744 0.818351 0.025 Uiso 1 1 calc R U . . .
H16D H 0.617066 1.029205 0.858010 0.025 Uiso 1 1 calc R U . . .
C17B C 0.56753(13) 0.9021(5) 0.85393(19) 0.0252(13) Uani 1 1 d . U . . .
H17D H 0.567585 0.994076 0.863373 0.038 Uiso 1 1 calc R U . . .
H17E H 0.553590 0.894240 0.814529 0.038 Uiso 1 1 calc R U . . .
H17F H 0.556129 0.847109 0.865602 0.038 Uiso 1 1 calc R U . . .
C18B C 0.63094(14) 0.8755(5) 0.94401(19) 0.0200(12) Uani 1 1 d . U . . .
H18B H 0.653965 0.824565 0.959745 0.024 Uiso 1 1 calc R U . . .
C19B C 0.61321(14) 0.8184(5) 0.96770(19) 0.0251(13) Uani 1 1 d . U . . .
H19C H 0.606109 0.725889 0.955792 0.030 Uiso 1 1 calc R U . . .
H19D H 0.590698 0.868684 0.954022 0.030 Uiso 1 1 calc R U . . .
C20B C 0.63959(14) 0.8241(5) 1.02974(19) 0.0300(14) Uani 1 1 d . U . . .
H20C H 0.627012 0.791022 1.044178 0.036 Uiso 1 1 calc R U . . .
H20D H 0.660898 0.766306 1.043480 0.036 Uiso 1 1 calc R U . . .
C21B C 0.65301(15) 0.9639(5) 1.0500(2) 0.0325(14) Uani 1 1 d . U . . .
H21C H 0.672072 0.962773 1.089927 0.039 Uiso 1 1 calc R U . . .
H21D H 0.632328 1.018527 1.041417 0.039 Uiso 1 1 calc R U . . .
C22B C 0.66881(14) 1.0245(5) 1.02384(19) 0.0275(14) Uani 1 1 d . U . . .
H22C H 0.691617 0.977306 1.036858 0.033 Uiso 1 1 calc R U . . .
H22D H 0.675279 1.117483 1.035422 0.033 Uiso 1 1 calc R U . . .
C23B C 0.64211(13) 1.0187(5) 0.96187(18) 0.0230(13) Uani 1 1 d . U . . .
H23C H 0.653949 1.054722 0.946681 0.028 Uiso 1 1 calc R U . . .
H23D H 0.620117 1.072353 0.948163 0.028 Uiso 1 1 calc R U . . .
N1B N 0.60628(11) 0.8572(4) 0.88196(16) 0.0203(10) Uani 1 1 d . U . . .
O1B O 0.65819(9) 0.9082(3) 0.88527(12) 0.0181(8) Uani 1 1 d . U . . .
Cl1B Cl 0.53841(4) 0.80177(12) 0.72212(5) 0.0272(4) Uani 1 1 d . . . . .
O1W O 0.500000 0.6124(5) 0.750000 0.0300(14) Uani 1 2 d GS T P . .
H1WA H 0.516255 0.669334 0.756183 0.045 Uiso 0.5 1 d G U P . .
H1WB H 0.489948 0.648995 0.763105 0.045 Uiso 0.5 1 d G U P . .
O2W O 0.54265(12) 0.4856(4) 0.85079(15) 0.0388(11) Uani 1 1 d G . . . .
H2WA H 0.552598 0.416503 0.848189 0.058 Uiso 1 1 d G U . . .
H2WB H 0.532454 0.527192 0.820268 0.058 Uiso 1 1 d G U . . .
O3W O 0.52698(12) 0.6897(4) 0.89527(14) 0.0481(12) Uani 1 1 d G . . . .
H3WA H 0.535547 0.625378 0.887482 0.072 Uiso 1 1 d G U . . .
H3WB H 0.506597 0.712220 0.864111 0.072 Uiso 1 1 d G U . . .
C1 C 0.62498(16) 0.5269(5) 0.5521(2) 0.0383(16) Uani 1 1 d . U . . .
H1 H 0.610766 0.500511 0.563148 0.046 Uiso 1 1 calc R U . . .
C2 C 0.66188(16) 0.5552(5) 0.5907(2) 0.0351(15) Uani 1 1 d . U . . .
H2 H 0.672995 0.549557 0.628303 0.042 Uiso 1 1 calc R U . . .
C3 C 0.68255(17) 0.5918(5) 0.5742(2) 0.0390(16) Uani 1 1 d . U . . .
H3 H 0.707956 0.610416 0.600546 0.047 Uiso 1 1 calc R U . . .
C4 C 0.6663(2) 0.6013(6) 0.5199(3) 0.057(2) Uani 1 1 d . U . . .
H4 H 0.680560 0.625958 0.508776 0.069 Uiso 1 1 calc R U . . .
C5 C 0.6290(2) 0.5748(6) 0.4809(3) 0.055(2) Uani 1 1 d . U . . .
H5 H 0.617668 0.582923 0.443309 0.066 Uiso 1 1 calc R U . . .
C6 C 0.60885(17) 0.5369(5) 0.4976(2) 0.0444(17) Uani 1 1 d . U . . .
H6 H 0.583508 0.517412 0.471254 0.053 Uiso 1 1 calc R U . . .
C7 C 0.47627(15) 0.5806(5) 0.5006(2) 0.0314(15) Uani 1 1 d . U . . .
H7 H 0.459772 0.635914 0.500700 0.038 Uiso 1 1 calc R U . . .
C8 C 0.50769(15) 0.5339(5) 0.5493(2) 0.0325(15) Uani 1 1 d . U . . .
H8 H 0.512937 0.557461 0.582861 0.039 Uiso 1 1 calc R U . . .
C9 C 0.53111(15) 0.4530(5) 0.5482(2) 0.0315(15) Uani 1 1 d . U . . .
H9 H 0.552550 0.419846 0.581265 0.038 Uiso 1 1 calc R U . . .
C10 C 0.7638(3) 0.3695(10) 0.8179(3) 0.047(3) Uani 0.5 1 d G U P A 1
H10 H 0.769003 0.332465 0.849850 0.056 Uiso 0.5 1 calc R U P A 1
C11 C 0.7694(3) 0.2957(7) 0.7861(4) 0.072(4) Uani 0.5 1 d G U P A 1
H11 H 0.778384 0.208135 0.796356 0.086 Uiso 0.5 1 calc R U P A 1
C12 C 0.7618(3) 0.3499(10) 0.7393(4) 0.063(5) Uani 0.5 1 d G U P A 1
H12 H 0.765587 0.299384 0.717595 0.076 Uiso 0.5 1 calc R U P A 1
C13 C 0.7486(3) 0.4779(11) 0.7243(3) 0.059(5) Uani 0.5 1 d G U P A 1
H13 H 0.743409 0.514962 0.692328 0.071 Uiso 0.5 1 calc R U P A 1
C14 C 0.7430(3) 0.5518(8) 0.7561(5) 0.089(5) Uani 0.5 1 d G U P A 1
H14 H 0.734029 0.639294 0.745822 0.107 Uiso 0.5 1 calc R U P A 1
C15 C 0.7506(3) 0.4976(10) 0.8029(5) 0.073(6) Uani 0.5 1 d G U P A 1
H15 H 0.746826 0.548047 0.824583 0.088 Uiso 0.5 1 calc R U P A 1
C16 C 0.7700(10) 0.402(3) 0.7921(9) 0.096(9) Uani 0.25 1 d D U P B 2
H16E H 0.770527 0.309416 0.802860 0.115 Uiso 0.25 1 calc R U P B 2
H16F H 0.795205 0.437115 0.816922 0.115 Uiso 0.25 1 calc R U P B 2
Cl1 Cl 0.7549(3) 0.4044(10) 0.7229(4) 0.070(3) Uani 0.25 1 d D U P B 2
Cl2 Cl 0.7432(4) 0.4877(12) 0.7987(5) 0.113(5) Uani 0.25 1 d . U P B 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'
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
C6A C1A O1A 119.8(4) . . ?
C6A C1A C2A 122.3(4) . . ?
O1A C1A C2A 117.8(4) . . ?
C3A C2A C1A 115.0(4) . . ?
C3A C2A C7A 123.2(4) . . ?
C1A C2A C7A 121.8(4) . . ?
C2A C3A C4A 124.9(5) . . ?
C2A C3A H3A 117.5 . . ?
C4A C3A H3A 117.5 . . ?
C3A C4A C5A 116.9(4) . . ?
C3A C4A C11A 123.6(5) . . ?
C5A C4A C11A 119.5(4) . . ?
C6A C5A C4A 121.0(5) . . ?
C6A C5A H5A 119.5 . . ?
C4A C5A H5A 119.5 . . ?
C5A C6A C1A 119.5(5) . . ?
C5A C6A C15A 119.4(4) . . ?
C1A C6A C15A 121.1(4) . . ?
C9A C7A C2A 111.5(4) . . ?
C9A C7A C8A 111.3(4) . . ?
C2A C7A C8A 109.0(4) . . ?
C9A C7A C10A 107.2(4) . . ?
C2A C7A C10A 110.9(4) . . ?
C8A C7A C10A 106.9(4) . . ?
C7A C8A H8AA 109.5 . . ?
C7A C8A H8AB 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
C7A C8A H8AC 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C7A C9A H9AA 109.5 . . ?
C7A C9A H9AB 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
C7A C9A H9AC 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C7A C10A H10A 109.5 . . ?
C7A C10A H10B 109.5 . . ?
H10A C10A H10B 109.5 . . ?
C7A C10A H10C 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C4A C11A C14A 109.0(4) . . ?
C4A C11A C13A 112.3(4) . . ?
C14A C11A C13A 108.7(4) . . ?
C4A C11A C12A 109.7(4) . . ?
C14A C11A C12A 108.9(4) . . ?
C13A C11A C12A 108.1(4) . . ?
C11A C12A H12A 109.5 . . ?
C11A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C11A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C11A C13A H13A 109.5 . . ?
C11A C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
C11A C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C11A C14A H14A 109.5 . . ?
C11A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C11A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C6A C15A N1A 111.5(4) . . ?
C6A C15A H15A 109.3 . . ?
N1A C15A H15A 109.3 . . ?
C6A C15A H15B 109.3 . . ?
N1A C15A H15B 109.3 . . ?
H15A C15A H15B 108.0 . . ?
O1A C16A N1A 109.7(3) . . ?
O1A C16A H16A 109.7 . . ?
N1A C16A H16A 109.7 . . ?
O1A C16A H16B 109.7 . . ?
N1A C16A H16B 109.7 . . ?
H16A C16A H16B 108.2 . . ?
N1A C17A H17A 109.5 . . ?
N1A C17A H17B 109.5 . . ?
H17A C17A H17B 109.5 . . ?
N1A C17A H17C 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
C23A C18A C19A 110.0(4) . . ?
C23A C18A N1A 112.4(4) . . ?
C19A C18A N1A 113.5(4) . . ?
C23A C18A H18A 106.9 . . ?
C19A C18A H18A 106.9 . . ?
N1A C18A H18A 106.9 . . ?
C20A C19A C18A 108.8(4) . . ?
C20A C19A H19A 109.9 . . ?
C18A C19A H19A 109.9 . . ?
C20A C19A H19B 109.9 . . ?
C18A C19A H19B 109.9 . . ?
H19A C19A H19B 108.3 . . ?
C21A C20A C19A 112.6(4) . . ?
C21A C20A H20A 109.1 . . ?
C19A C20A H20A 109.1 . . ?
C21A C20A H20B 109.1 . . ?
C19A C20A H20B 109.1 . . ?
H20A C20A H20B 107.8 . . ?
C22A C21A C20A 110.6(4) . . ?
C22A C21A H21A 109.5 . . ?
C20A C21A H21A 109.5 . . ?
C22A C21A H21B 109.5 . . ?
C20A C21A H21B 109.5 . . ?
H21A C21A H21B 108.1 . . ?
C21A C22A C23A 111.9(4) . . ?
C21A C22A H22A 109.2 . . ?
C23A C22A H22A 109.2 . . ?
C21A C22A H22B 109.2 . . ?
C23A C22A H22B 109.2 . . ?
H22A C22A H22B 107.9 . . ?
C18A C23A C22A 109.6(4) . . ?
C18A C23A H23A 109.8 . . ?
C22A C23A H23A 109.8 . . ?
C18A C23A H23B 109.8 . . ?
C22A C23A H23B 109.8 . . ?
H23A C23A H23B 108.2 . . ?
C17A N1A C15A 109.4(4) . . ?
C17A N1A C16A 107.9(3) . . ?
C15A N1A C16A 103.9(4) . . ?
C17A N1A C18A 113.0(3) . . ?
C15A N1A C18A 111.3(3) . . ?
C16A N1A C18A 110.9(3) . . ?
C16A O1A C1A 113.7(4) . . ?
C6B C1B C2B 122.4(4) . . ?
C6B C1B O1B 119.4(4) . . ?
C2B C1B O1B 118.2(4) . . ?
C3B C2B C1B 116.0(5) . . ?
C3B C2B C7B 121.4(5) . . ?
C1B C2B C7B 122.6(4) . . ?
C2B C3B C4B 123.8(5) . . ?
C2B C3B H3B 118.1 . . ?
C4B C3B H3B 118.1 . . ?
C5B C4B C3B 117.6(4) . . ?
C5B C4B C11B 119.5(4) . . ?
C3B C4B C11B 122.8(5) . . ?
C6B C5B C4B 120.8(5) . . ?
C6B C5B H5B 119.6 . . ?
C4B C5B H5B 119.6 . . ?
C5B C6B C1B 119.3(5) . . ?
C5B C6B C15B 118.7(4) . . ?
C1B C6B C15B 121.9(4) . . ?
C8B C7B C9B 110.2(4) . . ?
C8B C7B C2B 109.7(4) . . ?
C9B C7B C2B 110.7(4) . . ?
C8B C7B C10B 106.7(4) . . ?
C9B C7B C10B 107.3(4) . . ?
C2B C7B C10B 112.1(4) . . ?
C7B C8B H8BA 109.5 . . ?
C7B C8B H8BB 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
C7B C8B H8BC 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
C7B C9B H9BA 109.5 . . ?
C7B C9B H9BB 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
C7B C9B H9BC 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
C7B C10B H10D 109.5 . . ?
C7B C10B H10E 109.5 . . ?
H10D C10B H10E 109.5 . . ?
C7B C10B H10F 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
C12B C11B C13B 108.5(4) . . ?
C12B C11B C14B 108.7(4) . . ?
C13B C11B C14B 109.5(4) . . ?
C12B C11B C4B 110.5(4) . . ?
C13B C11B C4B 111.9(4) . . ?
C14B C11B C4B 107.8(4) . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C11B C13B H13D 109.5 . . ?
C11B C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
C11B C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C11B C14B H14D 109.5 . . ?
C11B C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
C11B C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
C6B C15B N1B 111.2(4) . . ?
C6B C15B H15C 109.4 . . ?
N1B C15B H15C 109.4 . . ?
C6B C15B H15D 109.4 . . ?
N1B C15B H15D 109.4 . . ?
H15C C15B H15D 108.0 . . ?
O1B C16B N1B 110.1(4) . . ?
O1B C16B H16C 109.6 . . ?
N1B C16B H16C 109.6 . . ?
O1B C16B H16D 109.6 . . ?
N1B C16B H16D 109.6 . . ?
H16C C16B H16D 108.2 . . ?
N1B C17B H17D 109.5 . . ?
N1B C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
N1B C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C19B C18B C23B 110.4(4) . . ?
C19B C18B N1B 111.4(4) . . ?
C23B C18B N1B 113.3(4) . . ?
C19B C18B H18B 107.1 . . ?
C23B C18B H18B 107.1 . . ?
N1B C18B H18B 107.1 . . ?
C18B C19B C20B 110.8(4) . . ?
C18B C19B H19C 109.5 . . ?
C20B C19B H19C 109.5 . . ?
C18B C19B H19D 109.5 . . ?
C20B C19B H19D 109.5 . . ?
H19C C19B H19D 108.1 . . ?
C21B C20B C19B 111.4(4) . . ?
C21B C20B H20C 109.3 . . ?
C19B C20B H20C 109.3 . . ?
C21B C20B H20D 109.3 . . ?
C19B C20B H20D 109.3 . . ?
H20C C20B H20D 108.0 . . ?
C20B C21B C22B 111.2(4) . . ?
C20B C21B H21C 109.4 . . ?
C22B C21B H21C 109.4 . . ?
C20B C21B H21D 109.4 . . ?
C22B C21B H21D 109.4 . . ?
H21C C21B H21D 108.0 . . ?
C21B C22B C23B 112.6(4) . . ?
C21B C22B H22C 109.1 . . ?
C23B C22B H22C 109.1 . . ?
C21B C22B H22D 109.1 . . ?
C23B C22B H22D 109.1 . . ?
H22C C22B H22D 107.8 . . ?
C22B C23B C18B 109.1(4) . . ?
C22B C23B H23C 109.9 . . ?
C18B C23B H23C 109.9 . . ?
C22B C23B H23D 109.9 . . ?
C18B C23B H23D 109.9 . . ?
H23C C23B H23D 108.3 . . ?
C17B N1B C15B 109.6(4) . . ?
C17B N1B C16B 107.0(4) . . ?
C15B N1B C16B 104.5(4) . . ?
C17B N1B C18B 112.9(4) . . ?
C15B N1B C18B 110.8(3) . . ?
C16B N1B C18B 111.5(4) . . ?
C16B O1B C1B 114.1(4) . . ?
H1WA O1W H1WB 104.5 . . ?
H1WA O1W H1WA 96.8 . 2_656 ?
H1WB O1W H1WA 35.1 . 2_656 ?
H1WA O1W H1WB 35.1 . 2_656 ?
H1WB O1W H1WB 129.4 . 2_656 ?
H1WA O1W H1WB 104.5 2_656 2_656 ?
H2WA O2W H2WB 104.5 . . ?
H3WA O3W H3WB 104.5 . . ?
C6 C1 C2 120.0(6) . . ?
C6 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 C3 119.6(5) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 120.0(6) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.5(7) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 119.1(6) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C1 120.8(6) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C9 C7 C8 120.3(6) 5_666 . ?
C9 C7 H7 119.8 5_666 . ?
C8 C7 H7 119.8 . . ?
C9 C8 C7 118.9(5) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C7 120.7(5) . 5_666 ?
C8 C9 H9 119.6 . . ?
C7 C9 H9 119.6 5_666 . ?
C11 C10 C15 120.0 . . ?
C11 C10 H10 120.0 . . ?
C15 C10 H10 120.0 . . ?
C10 C11 C12 120.0 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C10 120.0 . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
Cl2 C16 Cl1 112.2(18) . . ?
Cl2 C16 H16E 109.2 . . ?
Cl1 C16 H16E 109.2 . . ?
Cl2 C16 H16F 109.2 . . ?
Cl1 C16 H16F 109.2 . . ?
H16E C16 H16F 107.9 . . ?
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
C1A C6A 1.390(6) . ?
C1A O1A 1.400(5) . ?
C1A C2A 1.411(6) . ?
C2A C3A 1.389(6) . ?
C2A C7A 1.538(6) . ?
C3A C4A 1.394(6) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.403(6) . ?
C4A C11A 1.527(6) . ?
C5A C6A 1.380(6) . ?
C5A H5A 0.9500 . ?
C6A C15A 1.508(6) . ?
C7A C9A 1.523(6) . ?
C7A C8A 1.544(6) . ?
C7A C10A 1.549(6) . ?
C8A H8AA 0.9800 . ?
C8A H8AB 0.9800 . ?
C8A H8AC 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
C11A C14A 1.531(6) . ?
C11A C13A 1.539(6) . ?
C11A C12A 1.543(6) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C13A H13C 0.9800 . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
C15A N1A 1.516(5) . ?
C15A H15A 0.9900 . ?
C15A H15B 0.9900 . ?
C16A O1A 1.395(5) . ?
C16A N1A 1.516(5) . ?
C16A H16A 0.9900 . ?
C16A H16B 0.9900 . ?
C17A N1A 1.511(5) . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A H17C 0.9800 . ?
C18A C23A 1.526(6) . ?
C18A C19A 1.536(6) . ?
C18A N1A 1.538(5) . ?
C18A H18A 1.0000 . ?
C19A C20A 1.526(6) . ?
C19A H19A 0.9900 . ?
C19A H19B 0.9900 . ?
C20A C21A 1.524(6) . ?
C20A H20A 0.9900 . ?
C20A H20B 0.9900 . ?
C21A C22A 1.519(6) . ?
C21A H21A 0.9900 . ?
C21A H21B 0.9900 . ?
C22A C23A 1.533(6) . ?
C22A H22A 0.9900 . ?
C22A H22B 0.9900 . ?
C23A H23A 0.9900 . ?
C23A H23B 0.9900 . ?
C1B C6B 1.392(6) . ?
C1B C2B 1.395(6) . ?
C1B O1B 1.401(5) . ?
C2B C3B 1.391(6) . ?
C2B C7B 1.540(6) . ?
C3B C4B 1.398(6) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.393(6) . ?
C4B C11B 1.546(6) . ?
C5B C6B 1.388(6) . ?
C5B H5B 0.9500 . ?
C6B C15B 1.513(6) . ?
C7B C8B 1.532(6) . ?
C7B C9B 1.540(6) . ?
C7B C10B 1.549(6) . ?
C8B H8BA 0.9800 . ?
C8B H8BB 0.9800 . ?
C8B H8BC 0.9800 . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?
C11B C12B 1.531(6) . ?
C11B C13B 1.537(6) . ?
C11B C14B 1.537(6) . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13B H13D 0.9800 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
C15B N1B 1.518(5) . ?
C15B H15C 0.9900 . ?
C15B H15D 0.9900 . ?
C16B O1B 1.397(5) . ?
C16B N1B 1.526(6) . ?
C16B H16C 0.9900 . ?
C16B H16D 0.9900 . ?
C17B N1B 1.502(5) . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?
C18B C19B 1.519(6) . ?
C18B C23B 1.529(6) . ?
C18B N1B 1.540(5) . ?
C18B H18B 1.0000 . ?
C19B C20B 1.529(6) . ?
C19B H19C 0.9900 . ?
C19B H19D 0.9900 . ?
C20B C21B 1.522(6) . ?
C20B H20C 0.9900 . ?
C20B H20D 0.9900 . ?
C21B C22B 1.523(6) . ?
C21B H21C 0.9900 . ?
C21B H21D 0.9900 . ?
C22B C23B 1.528(6) . ?
C22B H22C 0.9900 . ?
C22B H22D 0.9900 . ?
C23B H23C 0.9900 . ?
C23B H23D 0.9900 . ?
O1W H1WA 0.8711 . ?
O1W H1WB 0.8703 . ?
O1W H1WA 0.87(13) 2_656 ?
O1W H1WB 0.87(8) 2_656 ?
O2W H2WA 0.8703 . ?
O2W H2WB 0.8701 . ?
O3W H3WA 0.8731 . ?
O3W H3WB 0.8711 . ?
C1 C6 1.381(7) . ?
C1 C2 1.384(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.389(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.373(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.375(8) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C9 1.384(6) 5_666 ?
C7 C8 1.390(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.378(7) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.3900 . ?
C10 C15 1.3900 . ?
C10 H10 0.9500 . ?
C11 C12 1.3900 . ?
C11 H11 0.9500 . ?
C12 C13 1.3900 . ?
C12 H12 0.9500 . ?
C13 C14 1.3900 . ?
C13 H13 0.9500 . ?
C14 C15 1.3900 . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 Cl2 1.63(3) . ?
C16 Cl1 1.819(17) . ?
C16 H16E 0.9900 . ?
C16 H16F 0.9900 . ?
