#------------------------------------------------------------------------------
#$Date: 2017-07-11 15:10:40 +0300 (Tue, 11 Jul 2017) $
#$Revision: 198633 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/44/4024489.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_4024489
loop_
_publ_author_name
'Jiayao Yao'
'Dazhi Yang'
'Zuo Xiao'
'Liangbing Gan'
'Zheming Wang'
_publ_section_title
;
Synthesis of Fullerene Oxides Containing Both 6,6-Closed Epoxide and
5,6-Open Ether Moieties through Thermolysis of Fullerene Peroxides
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3528
_journal_page_last               3531
_journal_paper_doi               10.1021/jo9000977
_journal_volume                  74
_journal_year                    2009
_chemical_formula_sum            'C79 H49 Cl9 D3 N O16'
_chemical_formula_weight         1593.27
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 117.0560(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.9150(2)
_cell_length_b                   25.7935(4)
_cell_length_c                   22.4441(4)
_cell_measurement_reflns_used    86487
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      25.07
_cell_measurement_theta_min      3.41
_cell_volume                     7174.0(2)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD (Nonius B. V., 1998)'
_computing_data_reduction
'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)'
_computing_molecular_graphics    'Bruker SHELXTL V5.1 (Sheldrick, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measurement_device_type  'NONIUS KappaCCD'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0958
_diffrn_reflns_av_sigmaI/netI    0.0801
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            86487
_diffrn_reflns_theta_max         25.07
_diffrn_reflns_theta_min         3.41
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.423
_exptl_absorpt_correction_T_max  0.882
_exptl_absorpt_correction_T_min  0.699
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995, 1997)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_description       block
_exptl_crystal_F_000             3256
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.56
_exptl_crystal_size_min          0.32
_refine_diff_density_max         1.167
_refine_diff_density_min         -0.876
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.062
_refine_ls_goodness_of_fit_obs   1.265
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     998
_refine_ls_number_reflns         12699
_refine_ls_number_restraints     156
_refine_ls_restrained_S_all      1.063
_refine_ls_restrained_S_obs      1.260
_refine_ls_R_factor_all          0.1854
_refine_ls_R_factor_obs          0.1066
_refine_ls_shift/esd_max         -0.003
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2392P)²+2.0006P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.3733
_refine_ls_wR_factor_obs         0.3136
_reflns_number_observed          6517
_reflns_number_total             12699
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            jo9000977_si_003.cif
_cod_data_source_block           07jun08a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.2392P)^2^+2.0006P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.2392P)^2^+2.0006P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 

The following automatic conversions were performed:

'_refine_ls_hydrogen_treatment' value 'constr.' was replaced with the
value 'constr' as specified in the replacement file
'src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_original_sg_symbol_H-M      'P 2(1)/c'
_cod_original_formula_sum        'C79 H49 D3 Cl9 N O16'
_cod_database_code               4024489
loop_
_symmetry_equiv_pos_as_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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.4807(4) 0.5818(3) 0.4152(3) 0.089(2) Uani 0.50 d P 1
N1 N 0.4807(4) 0.5818(3) 0.4152(3) 0.089(2) Uani 0.50 d P .
O2 O 0.3359(6) 0.4969(2) 0.3612(3) 0.079(2) Uani 0.50 d P 1
N2 N 0.3359(6) 0.4969(2) 0.3612(3) 0.079(2) Uani 0.50 d P .
O3 O 0.3978(7) 0.5830(4) 0.4340(4) 0.054(2) Uani 0.50 d P 3
H3 H 0.4181(45) 0.5677(52) 0.4709(37) 0.081 Uiso 0.50 calc PR 3
O4 O 0.3033(7) 0.5338(3) 0.3951(4) 0.046(2) Uani 0.50 d P 4
H4 H 0.3099(120) 0.5638(4) 0.3828(58) 0.069 Uiso 0.50 calc PR 4
O5 O 0.1257(3) 0.6538(2) 0.2443(2) 0.0525(11) Uani 1 d . .
H5 H 0.1662(11) 0.6580(28) 0.2853(7) 0.079 Uiso 1 calc R .
O6 O 0.6504(3) 0.5535(2) 0.3993(2) 0.0482(11) Uani 1 d . .
O7 O 0.7011(4) 0.5989(2) 0.4398(2) 0.0610(13) Uani 1 d . .
O8 O 0.4076(3) 0.4212(2) 0.3127(2) 0.0534(12) Uani 1 d . .
O9 O 0.3052(4) 0.3973(2) 0.3029(3) 0.0694(14) Uani 1 d . .
O10 O 0.4308(3) 0.70080(14) 0.3499(2) 0.0428(10) Uani 1 d . .
O11 O 0.4678(4) 0.75096(15) 0.3399(2) 0.0522(11) Uani 1 d . .
O12 O 0.0780(3) 0.4942(2) 0.2133(2) 0.0566(12) Uani 1 d . .
O13 O 0.0262(4) 0.5359(2) 0.2335(3) 0.076(2) Uani 1 d . .
C1 C 0.4656(5) 0.5870(2) 0.3579(3) 0.0408(14) Uani 1 d . .
C2 C 0.5557(5) 0.5698(2) 0.3407(3) 0.0400(14) Uani 1 d . .
C3 C 0.5444(4) 0.5253(2) 0.2916(3) 0.0350(13) Uani 1 d . .
C4 C 0.4735(4) 0.4845(2) 0.2660(3) 0.0348(13) Uani 1 d . .
C5 C 0.3752(5) 0.4677(2) 0.2752(3) 0.0430(15) Uani 1 d . .
C6 C 0.3219(5) 0.5056(2) 0.3045(3) 0.0440(15) Uani 1 d . .
C7 C 0.2451(5) 0.5452(2) 0.2596(3) 0.056(2) Uani 1 d . .
H7 H 0.2034(5) 0.5502(2) 0.2856(3) 0.067 Uiso 0.50 calc PR .
C8 C 0.2755(4) 0.5975(2) 0.2602(3) 0.0355(13) Uani 1 d . .
C9 C 0.3729(5) 0.6187(2) 0.3070(3) 0.055(2) Uani 1 d . .
H9 H 0.3463(5) 0.6329(2) 0.3383(3) 0.066 Uiso 0.50 calc PR .
C10 C 0.4163(5) 0.6692(2) 0.2939(3) 0.0410(14) Uani 1 d . .
C11 C 0.5183(4) 0.6599(2) 0.2856(3) 0.0382(14) Uani 1 d . .
C12 C 0.5779(4) 0.6152(2) 0.3042(3) 0.0358(13) Uani 1 d . .
C13 C 0.6263(4) 0.5954(2) 0.2649(3) 0.0356(13) Uani 1 d . .
C14 C 0.6096(4) 0.5402(2) 0.2591(3) 0.0340(13) Uani 1 d . .
C15 C 0.6006(4) 0.5151(2) 0.2026(3) 0.0368(14) Uani 1 d . .
C16 C 0.5271(4) 0.4730(2) 0.1755(3) 0.0338(13) Uani 1 d . .
C17 C 0.4666(4) 0.4588(2) 0.2067(3) 0.0388(14) Uani 1 d . .
C18 C 0.3547(5) 0.4426(2) 0.1662(3) 0.0403(14) Uani 1 d . .
C19 C 0.2954(5) 0.4569(2) 0.2013(3) 0.0401(14) Uani 1 d . .
C20 C 0.1969(5) 0.4785(2) 0.1680(3) 0.0415(14) Uani 1 d . .
C21 C 0.1527(4) 0.5200(2) 0.1969(3) 0.0393(14) Uani 1 d . .
C22 C 0.1023(4) 0.5571(2) 0.1388(3) 0.0399(14) Uani 1 d . .
C23 C 0.1175(4) 0.6090(2) 0.1463(3) 0.0415(15) Uani 1 d . .
C24 C 0.1874(5) 0.6354(2) 0.2127(3) 0.0416(14) Uani 1 d . .
C25 C 0.2387(5) 0.6789(2) 0.1905(3) 0.0420(15) Uani 1 d . .
C26 C 0.3437(5) 0.6929(2) 0.2262(3) 0.0428(15) Uani 1 d . .
C27 C 0.4042(5) 0.7089(2) 0.1928(3) 0.0433(15) Uani 1 d . .
C28 C 0.5116(5) 0.6882(2) 0.2283(3) 0.0390(14) Uani 1 d . .
C29 C 0.5675(5) 0.6717(2) 0.1935(3) 0.0413(14) Uani 1 d . .
C30 C 0.6263(4) 0.6239(2) 0.2125(3) 0.0385(14) Uani 1 d . .
C31 C 0.6132(4) 0.5974(2) 0.1524(3) 0.0379(14) Uani 1 d . .
C32 C 0.6021(4) 0.5440(2) 0.1474(3) 0.0359(13) Uani 1 d . .
C33 C 0.5268(4) 0.5202(2) 0.0866(3) 0.0361(13) Uani 1 d . .
C34 C 0.4805(5) 0.4757(2) 0.1027(3) 0.0376(14) Uani 1 d . .
C35 C 0.3733(5) 0.4629(2) 0.0644(3) 0.0384(14) Uani 1 d . .
C36 C 0.3100(5) 0.4456(2) 0.0967(3) 0.0404(14) Uani 1 d . .
C37 C 0.2020(5) 0.4674(2) 0.0605(3) 0.0396(14) Uani 1 d . .
C38 C 0.1494(4) 0.4849(2) 0.0956(3) 0.0415(15) Uani 1 d . .
C39 C 0.0903(4) 0.5331(2) 0.0779(3) 0.0420(15) Uani 1 d . .
C40 C 0.0858(4) 0.5619(2) 0.0254(3) 0.0411(14) Uani 1 d . .
C41 C 0.0966(4) 0.6173(2) 0.0317(3) 0.0437(15) Uani 1 d . .
C42 C 0.1146(4) 0.6398(2) 0.0915(3) 0.0427(15) Uani 1 d . .
C43 C 0.1896(5) 0.6822(2) 0.1189(3) 0.0428(15) Uani 1 d . .
C44 C 0.2446(5) 0.7003(2) 0.0859(3) 0.0437(15) Uani 1 d . .
C45 C 0.3568(5) 0.7134(2) 0.1238(3) 0.0439(15) Uani 1 d . .
C46 C 0.4134(5) 0.6965(2) 0.0868(3) 0.0430(15) Uani 1 d . .
C47 C 0.5165(5) 0.6753(2) 0.1211(3) 0.0431(15) Uani 1 d . .
C48 C 0.5456(5) 0.6294(2) 0.0958(3) 0.0420(14) Uani 1 d . .
C49 C 0.4709(5) 0.6069(2) 0.0367(3) 0.0399(14) Uani 1 d . .
C50 C 0.4610(5) 0.5514(2) 0.0316(3) 0.0406(14) Uani 1 d . .
C51 C 0.3482(5) 0.5387(2) -0.0082(3) 0.0404(14) Uani 1 d . .
C52 C 0.3050(5) 0.4948(2) 0.0083(3) 0.0393(14) Uani 1 d . .
C53 C 0.1997(5) 0.4981(2) 0.0057(3) 0.0402(14) Uani 1 d . .
C54 C 0.1429(5) 0.5437(2) -0.0120(3) 0.045(2) Uani 1 d . .
C55 C 0.1869(5) 0.5892(2) -0.0287(3) 0.0422(14) Uani 1 d . .
C56 C 0.1575(5) 0.6340(2) -0.0025(3) 0.0439(15) Uani 1 d . .
C57 C 0.2321(5) 0.6756(2) 0.0244(3) 0.046(2) Uani 1 d . .
C58 C 0.3355(5) 0.6727(2) 0.0259(3) 0.0429(15) Uani 1 d . .
C59 C 0.3645(5) 0.6283(2) 0.0014(3) 0.0426(15) Uani 1 d . .
C60 C 0.2876(5) 0.5867(2) -0.0264(3) 0.0421(14) Uani 1 d . .
C61 C 0.8145(6) 0.5888(4) 0.4738(4) 0.078(2) Uani 1 d . .
C62 C 0.8373(8) 0.5418(5) 0.5157(5) 0.123(4) Uani 1 d . .
H62A H 0.8084(8) 0.5113(5) 0.4869(5) 0.184 Uiso 1 calc R .
H62B H 0.8032(8) 0.5449(5) 0.5453(5) 0.184 Uiso 1 calc R .
H62C H 0.9155(8) 0.5379(5) 0.5427(5) 0.184 Uiso 1 calc R .
C63 C 0.8581(8) 0.6362(5) 0.5167(5) 0.121(4) Uani 1 d . .
H63A H 0.8423(8) 0.6670(5) 0.4881(5) 0.182 Uiso 1 calc R .
H63B H 0.9363(8) 0.6328(5) 0.5437(5) 0.182 Uiso 1 calc R .
H63C H 0.8240(8) 0.6399(5) 0.5463(5) 0.182 Uiso 1 calc R .
C64 C 0.8591(7) 0.5817(5) 0.4229(5) 0.110(4) Uani 1 d . .
H64A H 0.8440(7) 0.6128(5) 0.3951(5) 0.164 Uiso 1 calc R .
H64B H 0.8244(7) 0.5517(5) 0.3945(5) 0.164 Uiso 1 calc R .
H64C H 0.9372(7) 0.5761(5) 0.4468(5) 0.164 Uiso 1 calc R .
C65 C 0.3270(9) 0.3523(3) 0.3445(6) 0.099(3) Uani 1 d . .
C66 C 0.3856(11) 0.3126(4) 0.3250(9) 0.166(6) Uani 1 d . .
H66A H 0.4593(11) 0.3246(4) 0.3380(9) 0.250 Uiso 1 calc R .
H66B H 0.3479(11) 0.3073(4) 0.2765(9) 0.250 Uiso 1 calc R .
H66C H 0.3880(11) 0.2798(4) 0.3478(9) 0.250 Uiso 1 calc R .
C67 C 0.2139(10) 0.3357(4) 0.3255(7) 0.126(4) Uani 1 d . .
H67A H 0.1775(10) 0.3624(4) 0.3388(7) 0.189 Uiso 1 calc R .
H67B H 0.2150(10) 0.3031(4) 0.3483(7) 0.189 Uiso 1 calc R .
H67C H 0.1750(10) 0.3305(4) 0.2770(7) 0.189 Uiso 1 calc R .
C68 C 0.3861(12) 0.3718(5) 0.4156(6) 0.151(5) Uani 1 d . .
H68A H 0.3415(12) 0.3976(5) 0.4236(6) 0.226 Uiso 1 calc R .
H68B H 0.4544(12) 0.3878(5) 0.4227(6) 0.226 Uiso 1 calc R .
H68C H 0.4008(12) 0.3428(5) 0.4467(6) 0.226 Uiso 1 calc R .
C69 C 0.5554(6) 0.7680(3) 0.4036(3) 0.058(2) Uani 1 d . .
C70 C 0.5099(8) 0.7712(4) 0.4542(4) 0.089(3) Uani 1 d . .
H70A H 0.4492(8) 0.7955(4) 0.4379(4) 0.134 Uiso 1 calc R .
H70B H 0.5664(8) 0.7832(4) 0.4974(4) 0.134 Uiso 1 calc R .
H70C H 0.4851(8) 0.7368(4) 0.4597(4) 0.134 Uiso 1 calc R .
C71 C 0.6477(7) 0.7316(4) 0.4262(5) 0.096(3) Uani 1 d . .
H71A H 0.6267(7) 0.6981(4) 0.4374(5) 0.144 Uiso 1 calc R .
H71B H 0.7089(7) 0.7457(4) 0.4657(5) 0.144 Uiso 1 calc R .
H71C H 0.6684(7) 0.7267(4) 0.3902(5) 0.144 Uiso 1 calc R .
C72 C 0.5807(8) 0.8210(3) 0.3851(5) 0.099(3) Uani 1 d . .
H72A H 0.5170(8) 0.8433(3) 0.3706(5) 0.149 Uiso 1 calc R .
H72B H 0.6005(8) 0.8175(3) 0.3486(5) 0.149 Uiso 1 calc R .
H72C H 0.6409(8) 0.8365(3) 0.4241(5) 0.149 Uiso 1 calc R .
C73 C -0.0542(5) 0.5119(3) 0.2477(3) 0.052(2) Uani 1 d . .
C74 C -0.0987(7) 0.5569(4) 0.2692(4) 0.089(3) Uani 1 d . .
H74A H -0.1303(7) 0.5820(4) 0.2325(4) 0.133 Uiso 1 calc R .
H74B H -0.0406(7) 0.5736(4) 0.3082(4) 0.133 Uiso 1 calc R .
H74C H -0.1545(7) 0.5447(4) 0.2811(4) 0.133 Uiso 1 calc R .
C75 C -0.1377(6) 0.4874(4) 0.1849(5) 0.101(3) Uani 1 d . .
H75A H -0.1702(6) 0.5140(4) 0.1502(5) 0.151 Uiso 1 calc R .
H75B H -0.1938(6) 0.4715(4) 0.1938(5) 0.151 Uiso 1 calc R .
H75C H -0.1038(6) 0.4608(4) 0.1696(5) 0.151 Uiso 1 calc R .
C76 C -0.0044(10) 0.4721(5) 0.3006(5) 0.139(5) Uani 1 d . .
H76A H 0.0502(10) 0.4884(5) 0.3415(5) 0.208 Uiso 1 calc R .
H76B H 0.0298(10) 0.4454(5) 0.2855(5) 0.208 Uiso 1 calc R .
H76C H -0.0601(10) 0.4561(5) 0.3098(5) 0.208 Uiso 1 calc R .
C77 C 0.1170(6) 0.1721(3) 0.3732(4) 0.063(2) Uani 1 d DU .
Cl1 Cl 0.1916(2) 0.19162(9) 0.3321(2) 0.1161(10) Uani 1 d DU .
Cl2 Cl 0.1875(2) 0.12462(11) 0.43146(15) 0.1307(12) Uani 1 d DU .
Cl3 Cl 0.0901(2) 0.22562(10) 0.41105(14) 0.1044(9) Uani 1 d DU .
C78 C 0.0714(16) 0.2290(7) 0.6196(8) 0.256(11) Uani 1 d DU .
Cl4 Cl 0.0133(5) 0.2529(3) 0.5402(2) 0.271(4) Uani 1 d DU .
Cl5 Cl 0.1704(5) 0.2737(2) 0.6721(2) 0.224(2) Uani 1 d DU .
Cl6 Cl 0.1238(5) 0.1694(2) 0.6215(4) 0.322(5) Uani 1 d DU .
C79 C -0.2341(18) 0.3101(7) 0.2196(11) 0.132(7) Uani 0.50 d PDU 1
Cl7 Cl -0.1271(9) 0.3061(4) 0.2948(5) 0.183(4) Uani 0.50 d PDU 1
Cl8 Cl -0.2741(11) 0.3652(4) 0.1841(7) 0.180(5) Uani 0.50 d PDU 1
Cl9 Cl -0.2223(64) 0.2632(21) 0.1659(19) 1.324(102) Uani 0.50 d PDU 1
C80 C -0.1841(19) 0.2780(7) 0.1804(12) 0.132(7) Uani 0.50 d PDU 2
Cl10 Cl -0.0627(20) 0.2772(9) 0.2553(13) 0.736(41) Uani 0.50 d PDU 2
Cl11 Cl -0.2226(17) 0.3401(6) 0.1663(7) 0.327(15) Uani 0.50 d PDU 2
Cl12 Cl -0.2057(7) 0.2357(6) 0.1198(5) 0.242(7) Uani 0.50 d PDU 2
OW1 O 0.4257(6) 0.5291(3) 0.5372(3) 0.108(2) Uani 1 d U .
OW2 O 0.7886(7) 0.4321(2) 0.3700(5) 0.137(3) Uani 1 d U .
OW3 O 0.6404(6) 0.3517(3) 0.3069(6) 0.192(5) Uani 1 d U .
OW4 O 0.1431(6) 0.6160(4) 0.4234(6) 0.211(6) Uani 1 d U .
OW5 O 0.3210(10) 0.6825(4) 0.5043(8) 0.114(5) Uani 0.50 d PU .
OW6 O 0.2532(22) 0.6534(9) 0.5474(8) 0.213(11) Uani 0.50 d PU .
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'
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'
Cl Cl 0.1484 0.1585 '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
C1 N1 O3 123.4(6) . . ?
C6 N2 O4 120.1(6) . . ?
N1 O3 H3 109.5(4) . . ?
N2 O4 H4 109.5(4) . . ?
C24 O5 H5 109.5(3) . . ?
C2 O6 O7 108.6(4) . . ?
C61 O7 O6 107.0(5) . . ?
C5 O8 O9 104.0(4) . . ?
C65 O9 O8 109.7(6) . . ?
C10 O10 O11 106.8(4) . . ?
O10 O11 C69 108.3(4) . . ?
C21 O12 O13 104.8(4) . . ?
C73 O13 O12 107.1(4) . . ?
N1 C1 O1 0.0(10) . . ?
N1 C1 C9 122.3(6) . . ?
O1 C1 C9 122.3(6) . . ?
N1 C1 C2 117.9(5) . . ?
O1 C1 C2 117.9(5) . . ?
C9 C1 C2 118.7(5) . . ?
O6 C2 C1 111.7(4) . . ?
O6 C2 C12 112.8(5) . . ?
C1 C2 C12 107.4(5) . . ?
O6 C2 C3 100.8(4) . . ?
C1 C2 C3 124.2(5) . . ?
C12 C2 C3 99.5(4) . . ?
C4 C3 C14 119.0(5) . . ?
C4 C3 C2 133.2(5) . . ?
C14 C3 C2 106.1(5) . . ?
C3 C4 C17 117.9(5) . . ?
C3 C4 C5 132.2(5) . . ?
C17 C4 C5 107.7(5) . . ?
O8 C5 C4 104.9(4) . . ?
O8 C5 C19 111.3(5) . . ?
C4 C5 C19 99.0(4) . . ?
O8 C5 C6 111.6(5) . . ?
C4 C5 C6 120.6(5) . . ?
C19 C5 C6 108.8(5) . . ?
N2 C6 O2 0.0(10) . . ?
N2 C6 C7 123.8(6) . . ?
O2 C6 C7 123.8(6) . . ?
N2 C6 C5 116.7(5) . . ?
O2 C6 C5 116.7(5) . . ?
C7 C6 C5 118.8(5) . . ?
C8 C7 C6 121.9(5) . . ?
C8 C7 C21 122.0(5) . . ?
C6 C7 C21 111.7(5) . . ?
C8 C7 H7 97.0(4) . . ?
C6 C7 H7 97.0(4) . . ?
C21 C7 H7 97.0(3) . . ?
C9 C8 C7 124.4(5) . . ?
C9 C8 C24 117.7(5) . . ?
C7 C8 C24 117.1(5) . . ?
C8 C9 C1 124.1(5) . . ?
C8 C9 C10 121.7(6) . . ?
C1 C9 C10 109.3(5) . . ?
C8 C9 H9 97.4(4) . . ?
C1 C9 H9 97.4(4) . . ?
C10 C9 H9 97.4(3) . . ?
O10 C10 C26 114.4(4) . . ?
O10 C10 C9 103.1(5) . . ?
C26 C10 C9 113.4(5) . . ?
O10 C10 C11 115.2(4) . . ?
C26 C10 C11 100.0(5) . . ?
C9 C10 C11 111.2(5) . . ?
C12 C11 C28 118.7(5) . . ?
C12 C11 C10 124.2(5) . . ?
C28 C11 C10 109.9(5) . . ?
C11 C12 C13 120.3(5) . . ?
C11 C12 C2 124.2(5) . . ?
C13 C12 C2 108.8(5) . . ?
C30 C13 C12 121.1(5) . . ?
C30 C13 C14 120.6(5) . . ?
C12 C13 C14 108.0(5) . . ?
C15 C14 C13 119.5(5) . . ?
C15 C14 C3 121.5(5) . . ?
C13 C14 C3 109.2(5) . . ?
C14 C15 C16 120.0(5) . . ?
C14 C15 C32 120.8(5) . . ?
C16 C15 C32 108.2(5) . . ?
C17 C16 C15 118.3(5) . . ?
C17 C16 C34 121.5(5) . . ?
C15 C16 C34 108.0(5) . . ?
C16 C17 C4 123.3(5) . . ?
C16 C17 C18 119.2(5) . . ?
C4 C17 C18 107.9(5) . . ?
C36 C18 C19 122.0(5) . . ?
C36 C18 C17 119.1(5) . . ?
C19 C18 C17 107.7(5) . . ?
C20 C19 C18 119.9(6) . . ?
C20 C19 C5 125.0(5) . . ?
C18 C19 C5 109.0(5) . . ?
C19 C20 C38 119.8(5) . . ?
C19 C20 C21 124.2(5) . . ?
C38 C20 C21 109.3(5) . . ?
O12 C21 C22 114.5(5) . . ?
O12 C21 C20 105.6(4) . . ?
C22 C21 C20 101.3(5) . . ?
O12 C21 C7 111.4(5) . . ?
C22 C21 C7 112.6(5) . . ?
C20 C21 C7 110.6(5) . . ?
C23 C22 C39 119.1(5) . . ?
C23 C22 C21 122.4(5) . . ?
C39 C22 C21 110.8(5) . . ?
C22 C23 C42 119.7(5) . . ?
C22 C23 C24 123.9(5) . . ?
C42 C23 C24 110.3(5) . . ?
O5 C24 C23 112.2(5) . . ?
O5 C24 C25 113.4(5) . . ?
C23 C24 C25 101.1(5) . . ?
O5 C24 C8 109.6(4) . . ?
C23 C24 C8 110.2(4) . . ?
C25 C24 C8 110.2(4) . . ?
C26 C25 C43 118.8(6) . . ?
C26 C25 C24 122.7(5) . . ?
C43 C25 C24 110.7(5) . . ?
C25 C26 C27 120.2(5) . . ?
C25 C26 C10 122.1(6) . . ?
C27 C26 C10 111.1(5) . . ?
C45 C27 C26 121.3(6) . . ?
C45 C27 C28 119.9(6) . . ?
C26 C27 C28 108.3(5) . . ?
C29 C28 C27 120.3(5) . . ?
C29 C28 C11 121.2(5) . . ?
C27 C28 C11 108.2(5) . . ?
C28 C29 C30 118.9(5) . . ?
C28 C29 C47 119.6(5) . . ?
C30 C29 C47 108.1(5) . . ?
C13 C30 C29 119.2(5) . . ?
C13 C30 C31 119.5(5) . . ?
C29 C30 C31 108.4(5) . . ?
C32 C31 C30 120.5(5) . . ?
C32 C31 C48 119.4(5) . . ?
C30 C31 C48 107.9(5) . . ?
C31 C32 C33 120.8(5) . . ?
C31 C32 C15 119.0(5) . . ?
C33 C32 C15 107.7(5) . . ?
C50 C33 C32 119.6(5) . . ?
C50 C33 C34 119.3(5) . . ?
C32 C33 C34 108.7(5) . . ?
C35 C34 C33 120.9(5) . . ?
C35 C34 C16 119.4(5) . . ?
C33 C34 C16 107.3(5) . . ?
C34 C35 C52 120.3(5) . . ?
C34 C35 C36 119.6(5) . . ?
C52 C35 C36 107.8(5) . . ?
C18 C36 C35 121.1(5) . . ?
C18 C36 C37 117.7(5) . . ?
C35 C36 C37 108.1(5) . . ?
C38 C37 C53 119.8(5) . . ?
C38 C37 C36 119.4(5) . . ?
C53 C37 C36 107.6(5) . . ?
C37 C38 C39 120.8(6) . . ?
C37 C38 C20 120.8(5) . . ?
C39 C38 C20 108.5(5) . . ?
C40 C39 C22 121.6(6) . . ?
C40 C39 C38 120.1(5) . . ?
C22 C39 C38 107.6(5) . . ?
C39 C40 C41 119.5(5) . . ?
C39 C40 C54 119.5(5) . . ?
C41 C40 C54 108.4(5) . . ?
C42 C41 C40 118.7(6) . . ?
C42 C41 C56 120.2(6) . . ?
C40 C41 C56 107.8(5) . . ?
C41 C42 C43 120.7(6) . . ?
C41 C42 C23 121.3(6) . . ?
C43 C42 C23 108.5(5) . . ?
C44 C43 C25 121.9(6) . . ?
C44 C43 C42 120.2(5) . . ?
C25 C43 C42 108.5(5) . . ?
C43 C44 C45 118.9(5) . . ?
C43 C44 C57 120.7(6) . . ?
C45 C44 C57 107.1(5) . . ?
C27 C45 C44 118.7(6) . . ?
C27 C45 C46 120.6(6) . . ?
C44 C45 C46 108.4(5) . . ?
C47 C46 C58 119.8(5) . . ?
C47 C46 C45 119.6(5) . . ?
C58 C46 C45 107.6(5) . . ?
C46 C47 C48 120.4(5) . . ?
C46 C47 C29 119.9(5) . . ?
C48 C47 C29 107.8(5) . . ?
C49 C48 C31 120.5(5) . . ?
C49 C48 C47 119.7(5) . . ?
C31 C48 C47 107.9(5) . . ?
C48 C49 C59 120.3(5) . . ?
C48 C49 C50 119.7(5) . . ?
C59 C49 C50 107.5(5) . . ?
C33 C50 C49 119.9(5) . . ?
C33 C50 C51 120.2(5) . . ?
C49 C50 C51 108.1(5) . . ?
C52 C51 C60 120.0(5) . . ?
C52 C51 C50 119.4(5) . . ?
C60 C51 C50 108.1(5) . . ?
C51 C52 C35 119.9(5) . . ?
C51 C52 C53 119.2(5) . . ?
C35 C52 C53 108.8(5) . . ?
C54 C53 C52 120.2(5) . . ?
C54 C53 C37 120.0(5) . . ?
C52 C53 C37 107.7(5) . . ?
C53 C54 C55 121.0(5) . . ?
C53 C54 C40 119.9(6) . . ?
C55 C54 C40 106.8(5) . . ?
C60 C55 C56 119.7(5) . . ?
C60 C55 C54 119.5(5) . . ?
C56 C55 C54 108.3(5) . . ?
C57 C56 C55 119.4(5) . . ?
C57 C56 C41 119.4(5) . . ?
C55 C56 C41 108.8(5) . . ?
C56 C57 C58 120.4(5) . . ?
C56 C57 C44 118.8(6) . . ?
C58 C57 C44 108.4(5) . . ?
C59 C58 C57 119.9(5) . . ?
C59 C58 C46 119.5(6) . . ?
C57 C58 C46 108.5(5) . . ?
C58 C59 C49 120.3(5) . . ?
C58 C59 C60 119.1(5) . . ?
C49 C59 C60 109.2(5) . . ?
C55 C60 C59 121.5(5) . . ?
C55 C60 C51 120.1(5) . . ?
C59 C60 C51 106.9(5) . . ?
O7 C61 C62 110.7(8) . . ?
O7 C61 C63 102.7(7) . . ?
C62 C61 C63 110.7(8) . . ?
O7 C61 C64 110.1(6) . . ?
C62 C61 C64 109.4(9) . . ?
C63 C61 C64 113.0(8) . . ?
C61 C62 H62A 109.5(5) . . ?
C61 C62 H62B 109.5(6) . . ?
H62A C62 H62B 109.5 . . ?
C61 C62 H62C 109.5(5) . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C63 H63A 109.5(6) . . ?
C61 C63 H63B 109.5(5) . . ?
H63A C63 H63B 109.5 . . ?
C61 C63 H63C 109.5(6) . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C61 C64 H64A 109.5(6) . . ?
C61 C64 H64B 109.5(5) . . ?
H64A C64 H64B 109.5 . . ?
C61 C64 H64C 109.5(4) . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
O9 C65 C66 110.3(8) . . ?
O9 C65 C67 99.4(8) . . ?
C66 C65 C67 111.4(10) . . ?
O9 C65 C68 105.7(8) . . ?
C66 C65 C68 115.5(12) . . ?
C67 C65 C68 113.2(10) . . ?
C65 C66 H66A 109.5(6) . . ?
C65 C66 H66B 109.5(8) . . ?
H66A C66 H66B 109.5 . . ?
C65 C66 H66C 109.5(6) . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
C65 C67 H67A 109.5(6) . . ?
C65 C67 H67B 109.5(5) . . ?
H67A C67 H67B 109.5 . . ?
C65 C67 H67C 109.5(7) . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C65 C68 H68A 109.5(7) . . ?
C65 C68 H68B 109.5(6) . . ?
H68A C68 H68B 109.5 . . ?
C65 C68 H68C 109.5(6) . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
O11 C69 C71 110.5(5) . . ?
O11 C69 C72 101.4(6) . . ?
C71 C69 C72 113.1(7) . . ?
O11 C69 C70 107.4(6) . . ?
C71 C69 C70 111.5(7) . . ?
C72 C69 C70 112.4(7) . . ?
C69 C70 H70A 109.5(5) . . ?
C69 C70 H70B 109.5(4) . . ?
H70A C70 H70B 109.5 . . ?
C69 C70 H70C 109.5(4) . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
C69 C71 H71A 109.5(5) . . ?
C69 C71 H71B 109.5(4) . . ?
H71A C71 H71B 109.5 . . ?
C69 C71 H71C 109.5(5) . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C69 C72 H72A 109.5(5) . . ?
C69 C72 H72B 109.5(5) . . ?
H72A C72 H72B 109.5 . . ?
C69 C72 H72C 109.5(4) . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
O13 C73 C76 110.4(7) . . ?
O13 C73 C75 108.7(6) . . ?
C76 C73 C75 110.0(9) . . ?
O13 C73 C74 102.5(6) . . ?
C76 C73 C74 113.1(7) . . ?
C75 C73 C74 111.9(6) . . ?
C73 C74 H74A 109.5(4) . . ?
C73 C74 H74B 109.5(4) . . ?
H74A C74 H74B 109.5 . . ?
C73 C74 H74C 109.5(4) . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C73 C75 H75A 109.5(5) . . ?
C73 C75 H75B 109.5(4) . . ?
H75A C75 H75B 109.5 . . ?
C73 C75 H75C 109.5(4) . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
C73 C76 H76A 109.5(6) . . ?
C73 C76 H76B 109.5(5) . . ?
H76A C76 H76B 109.5 . . ?
C73 C76 H76C 109.5(5) . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 109.5 . . ?
Cl2 C77 Cl3 111.4(4) . . ?
Cl2 C77 Cl1 109.5(4) . . ?
Cl3 C77 Cl1 109.9(4) . . ?
Cl6 C78 Cl4 110.5(13) . . ?
Cl6 C78 Cl5 112.2(11) . . ?
Cl4 C78 Cl5 108.5(10) . . ?
Cl8 C79 Cl7 120.4(13) . . ?
Cl8 C79 Cl9 112.7(21) . . ?
Cl7 C79 Cl9 109.3(18) . . ?
Cl12 C80 Cl11 123.5(15) . . ?
Cl12 C80 Cl10 120.7(18) . . ?
Cl11 C80 Cl10 106.2(13) . . ?
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
O1 C1 1.214(7) . ?
N1 C1 1.214(7) . ?
N1 O3 1.397(9) . ?
O2 C6 1.218(7) . ?
N2 C6 1.218(7) . ?
N2 O4 1.416(9) . ?
O3 H3 0.84 . ?
O4 H4 0.840(2) . ?
O5 C24 1.421(6) . ?
O5 H5 0.84 . ?
O6 C2 1.437(7) . ?
O6 O7 1.452(6) . ?
O7 C61 1.430(8) . ?
O8 C5 1.416(7) . ?
O8 O9 1.474(6) . ?
O9 C65 1.434(9) . ?
O10 C10 1.435(6) . ?
O10 O11 1.447(5) . ?
O11 C69 1.463(8) . ?
O12 C21 1.416(6) . ?
O12 O13 1.476(6) . ?
O13 C73 1.435(7) . ?
C1 C9 1.516(8) . ?
C1 C2 1.534(8) . ?
C2 C12 1.539(8) . ?
C2 C3 1.551(8) . ?
C3 C4 1.377(8) . ?
C3 C14 1.451(7) . ?
C4 C17 1.450(8) . ?
C4 C5 1.535(8) . ?
C5 C19 1.544(9) . ?
C5 C6 1.543(8) . ?
C6 C7 1.490(9) . ?
C7 C8 1.414(8) . ?
C7 C21 1.552(8) . ?
C7 H7 1.00 . ?
C8 C9 1.393(8) . ?
C8 C24 1.552(8) . ?
C9 C10 1.522(9) . ?
C9 H9 1.00 . ?
C10 C26 1.518(8) . ?
C10 C11 1.531(8) . ?
C11 C12 1.370(8) . ?
C11 C28 1.443(8) . ?
C12 C13 1.426(7) . ?
C13 C30 1.387(8) . ?
C13 C14 1.440(8) . ?
C14 C15 1.377(7) . ?
C15 C16 1.424(8) . ?
C15 C32 1.455(8) . ?
C16 C17 1.368(7) . ?
C16 C34 1.458(8) . ?
C17 C18 1.462(8) . ?
C18 C36 1.395(8) . ?
C18 C19 1.423(8) . ?
C19 C20 1.348(8) . ?
C20 C38 1.458(8) . ?
C20 C21 1.519(8) . ?
C21 C22 1.508(8) . ?
C22 C23 1.356(8) . ?
C22 C39 1.440(8) . ?
C23 C42 1.447(8) . ?
C23 C24 1.521(8) . ?
C24 C25 1.530(8) . ?
C25 C26 1.357(8) . ?
C25 C43 1.433(8) . ?
C26 C27 1.421(8) . ?
C27 C45 1.384(8) . ?
C27 C28 1.439(8) . ?
C28 C29 1.397(8) . ?
C29 C30 1.433(8) . ?
C29 C47 1.450(8) . ?
C30 C31 1.446(8) . ?
C31 C32 1.385(8) . ?
C31 C48 1.446(8) . ?
C32 C33 1.428(8) . ?
C33 C50 1.407(8) . ?
C33 C34 1.441(8) . ?
C34 C35 1.381(8) . ?
C35 C52 1.441(8) . ?
C35 C36 1.443(8) . ?
C36 C37 1.459(8) . ?
C37 C38 1.372(8) . ?
C37 C53 1.450(8) . ?
C38 C39 1.442(8) . ?
C39 C40 1.372(8) . ?
C40 C41 1.435(8) . ?
C40 C54 1.471(8) . ?
C41 C42 1.377(8) . ?
C41 C56 1.444(8) . ?
C42 C43 1.443(9) . ?
C43 C44 1.368(8) . ?
C44 C45 1.438(9) . ?
C44 C57 1.457(8) . ?
C45 C46 1.448(8) . ?
C46 C47 1.395(9) . ?
C46 C58 1.439(8) . ?
C47 C48 1.448(8) . ?
C48 C49 1.385(8) . ?
C49 C59 1.435(8) . ?
C49 C50 1.439(8) . ?
C50 C51 1.447(8) . ?
C51 C52 1.409(8) . ?
C51 C60 1.448(8) . ?
C52 C53 1.443(8) . ?
C53 C54 1.372(8) . ?
C54 C55 1.451(9) . ?
C55 C60 1.380(8) . ?
C55 C56 1.437(8) . ?
C56 C57 1.422(9) . ?
C57 C58 1.425(8) . ?
C58 C59 1.406(8) . ?
C59 C60 1.442(8) . ?
C61 C62 1.479(13) . ?
C61 C63 1.503(12) . ?
C61 C64 1.539(11) . ?
C62 H62A 0.98 . ?
C62 H62B 0.98 . ?
C62 H62C 0.98 . ?
C63 H63A 0.98 . ?
C63 H63B 0.98 . ?
C63 H63C 0.98 . ?
C64 H64A 0.98 . ?
C64 H64B 0.98 . ?
C64 H64C 0.98 . ?
C65 C66 1.492(14) . ?
C65 C67 1.495(15) . ?
C65 C68 1.51(2) . ?
C66 H66A 0.98 . ?
C66 H66B 0.98 . ?
C66 H66C 0.98 . ?
C67 H67A 0.98 . ?
C67 H67B 0.98 . ?
C67 H67C 0.98 . ?
C68 H68A 0.98 . ?
C68 H68B 0.98 . ?
C68 H68C 0.98 . ?
C69 C71 1.483(11) . ?
C69 C72 1.515(10) . ?
C69 C70 1.533(10) . ?
C70 H70A 0.98 . ?
C70 H70B 0.98 . ?
C70 H70C 0.98 . ?
C71 H71A 0.98 . ?
C71 H71B 0.98 . ?
C71 H71C 0.98 . ?
C72 H72A 0.98 . ?
C72 H72B 0.98 . ?
C72 H72C 0.98 . ?
C73 C76 1.481(11) . ?
C73 C75 1.499(10) . ?
C73 C74 1.496(10) . ?
C74 H74A 0.98 . ?
C74 H74B 0.98 . ?
C74 H74C 0.98 . ?
C75 H75A 0.98 . ?
C75 H75B 0.98 . ?
C75 H75C 0.98 . ?
C76 H76A 0.98 . ?
C76 H76B 0.98 . ?
C76 H76C 0.98 . ?
C77 Cl2 1.734(7) . ?
C77 Cl3 1.747(8) . ?
C77 Cl1 1.747(7) . ?
C78 Cl6 1.69(2) . ?
C78 Cl4 1.70(2) . ?
C78 Cl5 1.77(2) . ?
C79 Cl8 1.60(2) . ?
C79 Cl7 1.67(2) . ?
C79 Cl9 1.77(3) . ?
C80 Cl12 1.66(2) . ?
C80 Cl11 1.67(2) . ?
C80 Cl10 1.76(2) . ?
