#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/77/4107723.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_4107723
loop_
_publ_author_name
'Akihiro Nojiri'
'Naoya Kumagai'
'Masakatsu Shibasaki'
_publ_section_title
;
 Asymmetric Catalysis via Dynamic Substrate/Ligand/Rare Earth Metal
 Conglomerate
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5630
_journal_page_last               5631
_journal_paper_doi               10.1021/ja800326d
_journal_volume                  130
_journal_year                    2008
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C18 H21 Cl N2 O3 '
_chemical_formula_sum            'C18 H21 Cl N2 O3'
_chemical_formula_weight         348.83
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      1
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_cell_angle_alpha                89.7632(11)
_cell_angle_beta                 89.9457(11)
_cell_angle_gamma                87.7746(11)
_cell_formula_units_Z            8
_cell_length_a                   13.5139(3)
_cell_length_b                   13.5518(3)
_cell_length_c                   20.3459(4)
_cell_measurement_reflns_used    27500
_cell_measurement_temperature    153.1
_cell_measurement_theta_max      68.3
_cell_measurement_theta_min      4.3
_cell_volume                     3723.26(14)
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku & RAC 2007)'
_computing_molecular_graphics    'ORTEP (Johnson, 1976)'
_computing_publication_material  'CrystalStructure (Rigaku & RAC 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            43979
_diffrn_reflns_theta_full        68.24
_diffrn_reflns_theta_max         68.24
_exptl_absorpt_coefficient_mu    1.963
_exptl_absorpt_correction_T_max  0.806
_exptl_absorpt_correction_T_min  0.703
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_description       block
_exptl_crystal_F_000             1472.00
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.36
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  9049 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.029(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     1754
_refine_ls_number_reflns         22441
_refine_ls_R_factor_gt           0.0520
_refine_ls_shift/su_max          0.0020
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0899P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1576
_reflns_number_gt                18086
_reflns_number_total             22441
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja800326d-file003.cif
_cod_data_source_block           '_AN-oCl-5'
_cod_original_formula_sum        'C18 H21 Cl N2 O3 '
_cod_database_code               4107723
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cl1 Cl 0.05495(8) 0.88005(8) 0.22670(6) 0.0500(3) Uani 1 1 d .
O1 O 0.1088(3) 0.4831(2) 0.08866(14) 0.0510(8) Uani 1 1 d .
O2 O 0.1052(2) 0.6505(2) 0.07961(13) 0.0467(7) Uani 1 1 d .
O3 O 0.2675(2) 0.8030(3) 0.31541(15) 0.0548(8) Uani 1 1 d .
N1 N 0.1324(3) 0.5784(3) 0.17770(16) 0.0411(8) Uani 1 1 d .
H1N H 0.1329 0.5255 0.2029 0.049 Uiso 1 1 calc R
N2 N 0.3173(3) 0.5401(4) 0.3125(2) 0.0650(12) Uani 1 1 d .
C1 C 0.0792(3) 0.6885(3) 0.26704(18) 0.0352(9) Uani 1 1 d .
C2 C 0.0336(3) 0.7810(3) 0.2793(2) 0.0391(10) Uani 1 1 d .
C3 C -0.0324(3) 0.7978(4) 0.3304(2) 0.0448(11) Uani 1 1 d .
H1 H -0.0634 0.8611 0.3366 0.054 Uiso 1 1 calc R
C4 C -0.0521(3) 0.7207(4) 0.3720(2) 0.0519(12) Uani 1 1 d .
H2 H -0.0961 0.7315 0.4080 0.062 Uiso 1 1 calc R
C5 C -0.0088(3) 0.6279(4) 0.3622(2) 0.0489(11) Uani 1 1 d .
H3 H -0.0241 0.5752 0.3910 0.059 Uiso 1 1 calc R
C6 C 0.0568(3) 0.6114(3) 0.31058(19) 0.0404(10) Uani 1 1 d .
H4 H 0.0868 0.5475 0.3045 0.048 Uiso 1 1 calc R
C7 C 0.1495(3) 0.6709(3) 0.20950(19) 0.0350(9) Uani 1 1 d .
H5 H 0.1344 0.7243 0.1765 0.042 Uiso 1 1 calc R
C8 C 0.1155(3) 0.5650(3) 0.11291(19) 0.0408(10) Uani 1 1 d .
C9 C 0.1082(3) 0.6521(4) 0.0061(2) 0.0452(11) Uani 1 1 d .
C10 C 0.0942(5) 0.7628(4) -0.0087(3) 0.0715(16) Uani 1 1 d .
H6 H 0.0309 0.7875 0.0097 0.086 Uiso 1 1 calc R
H7 H 0.0941 0.7733 -0.0564 0.086 Uiso 1 1 calc R
H8 H 0.1484 0.7983 0.0110 0.086 Uiso 1 1 calc R
C11 C 0.0248(4) 0.5969(5) -0.0226(2) 0.0659(15) Uani 1 1 d .
H9 H 0.0354 0.5262 -0.0137 0.079 Uiso 1 1 calc R
H10 H 0.0222 0.6082 -0.0702 0.079 Uiso 1 1 calc R
H11 H -0.0378 0.6203 -0.0026 0.079 Uiso 1 1 calc R
C12 C 0.2081(4) 0.6130(5) -0.0159(2) 0.0665(15) Uani 1 1 d .
H12 H 0.2596 0.6514 0.0045 0.080 Uiso 1 1 calc R
H13 H 0.2129 0.6186 -0.0638 0.080 Uiso 1 1 calc R
H14 H 0.2169 0.5436 -0.0029 0.080 Uiso 1 1 calc R
C13 C 0.2614(3) 0.6781(3) 0.2285(2) 0.0399(10) Uani 1 1 d .
C14 C 0.2797(3) 0.7812(3) 0.2585(2) 0.0452(11) Uani 1 1 d .
C15 C 0.3208(3) 0.8456(4) 0.2051(2) 0.0506(12) Uani 1 1 d .
H15 H 0.2791 0.9068 0.1998 0.061 Uiso 1 1 calc R
H16 H 0.3891 0.8639 0.2161 0.061 Uiso 1 1 calc R
C16 C 0.3203(3) 0.7849(4) 0.1428(2) 0.0496(12) Uani 1 1 d .
H17 H 0.3773 0.7997 0.1144 0.060 Uiso 1 1 calc R
H18 H 0.2582 0.7976 0.1178 0.060 Uiso 1 1 calc R
C17 C 0.3279(3) 0.6775(4) 0.1679(2) 0.0470(11) Uani 1 1 d .
H19 H 0.3041 0.6314 0.1343 0.056 Uiso 1 1 calc R
H20 H 0.3971 0.6581 0.1796 0.056 Uiso 1 1 calc R
C18 C 0.2912(3) 0.6009(4) 0.2761(2) 0.0468(11) Uani 1 1 d .
Cl2 Cl 0.13430(10) -0.00035(9) 0.09685(6) 0.0613(3) Uani 1 1 d .
O4 O 0.1325(2) 0.3874(2) 0.24860(13) 0.0441(7) Uani 1 1 d .
O5 O 0.1524(2) 0.2194(2) 0.24974(13) 0.0449(7) Uani 1 1 d .
O6 O 0.3235(3) 0.1110(3) 0.00393(16) 0.0577(9) Uani 1 1 d .
N3 N 0.1624(3) 0.3020(3) 0.15506(16) 0.0400(8) Uani 1 1 d .
H3N H 0.1517 0.3565 0.1320 0.048 Uiso 1 1 calc R
N4 N 0.3277(3) 0.3771(3) 0.0238(2) 0.0621(11) Uani 1 1 d .
C19 C 0.1244(3) 0.1944(3) 0.06203(19) 0.0400(10) Uani 1 1 d .
C20 C 0.0935(3) 0.1007(4) 0.0489(2) 0.0480(11) Uani 1 1 d .
C21 C 0.0312(3) 0.0798(4) -0.0035(2) 0.0500(11) Uani 1 1 d .
H21 H 0.0123 0.0142 -0.0117 0.060 Uiso 1 1 calc R
C22 C -0.0025(3) 0.1578(4) -0.0433(2) 0.0512(12) Uani 1 1 d .
H22 H -0.0444 0.1453 -0.0796 0.061 Uiso 1 1 calc R
C23 C 0.0246(3) 0.2534(4) -0.0304(2) 0.0496(11) Uani 1 1 d .
H23 H 0.0003 0.3066 -0.0573 0.059 Uiso 1 1 calc R
C24 C 0.0871(3) 0.2712(3) 0.02160(19) 0.0422(10) Uani 1 1 d .
H24 H 0.1052 0.3369 0.0301 0.051 Uiso 1 1 calc R
C25 C 0.1929(3) 0.2141(3) 0.11972(19) 0.0382(9) Uani 1 1 d .
H25 H 0.1896 0.1570 0.1508 0.046 Uiso 1 1 calc R
C26 C 0.1488(3) 0.3078(3) 0.2209(2) 0.0401(10) Uani 1 1 d .
C27 C 0.1589(3) 0.2084(4) 0.32265(19) 0.0454(11) Uani 1 1 d .
C28 C 0.1626(5) 0.0979(4) 0.3314(2) 0.0728(17) Uani 1 1 d .
H26 H 0.1029 0.0706 0.3124 0.087 Uiso 1 1 calc R
H27 H 0.1659 0.0817 0.3784 0.087 Uiso 1 1 calc R
H28 H 0.2213 0.0694 0.3092 0.087 Uiso 1 1 calc R
C29 C 0.2523(4) 0.2542(4) 0.3459(2) 0.0604(14) Uani 1 1 d .
H29 H 0.3094 0.2239 0.3228 0.072 Uiso 1 1 calc R
H30 H 0.2599 0.2433 0.3933 0.072 Uiso 1 1 calc R
H31 H 0.2484 0.3253 0.3367 0.072 Uiso 1 1 calc R
C30 C 0.0660(4) 0.2525(5) 0.3556(2) 0.0621(14) Uani 1 1 d .
H32 H 0.0633 0.3243 0.3495 0.074 Uiso 1 1 calc R
H33 H 0.0678 0.2369 0.4027 0.074 Uiso 1 1 calc R
H34 H 0.0073 0.2245 0.3359 0.074 Uiso 1 1 calc R
C31 C 0.3039(3) 0.2221(3) 0.0974(2) 0.0412(10) Uani 1 1 d .
C32 C 0.3384(3) 0.1257(3) 0.0614(2) 0.0441(10) Uani 1 1 d .
C33 C 0.3932(4) 0.0590(4) 0.1086(2) 0.0542(12) Uani 1 1 d .
H35 H 0.4631 0.0489 0.0948 0.065 Uiso 1 1 calc R
H36 H 0.3624 -0.0060 0.1109 0.065 Uiso 1 1 calc R
C34 C 0.3869(4) 0.1111(4) 0.1758(2) 0.0569(13) Uani 1 1 d .
H37 H 0.3290 0.0897 0.2013 0.068 Uiso 1 1 calc R
H38 H 0.4478 0.0977 0.2019 0.068 Uiso 1 1 calc R
C35 C 0.3754(3) 0.2204(4) 0.1571(2) 0.0485(11) Uani 1 1 d .
H39 H 0.4401 0.2470 0.1448 0.058 Uiso 1 1 calc R
H40 H 0.3469 0.2596 0.1940 0.058 Uiso 1 1 calc R
C36 C 0.3164(3) 0.3081(4) 0.0555(2) 0.0466(11) Uani 1 1 d .
Cl3 Cl 0.56114(9) 0.57380(10) 0.09151(7) 0.0622(3) Uani 1 1 d .
O7 O 0.6052(2) 0.9649(2) 0.24463(14) 0.0502(8) Uani 1 1 d .
O8 O 0.5920(2) 0.7990(2) 0.25122(13) 0.0426(7) Uani 1 1 d .
O9 O 0.7743(3) 0.6450(3) 0.01777(16) 0.0633(9) Uani 1 1 d .
N5 N 0.6260(3) 0.8708(3) 0.15429(16) 0.0419(8) Uani 1 1 d .
H5N H 0.6239 0.9243 0.1296 0.050 Uiso 1 1 calc R
N6 N 0.8199(3) 0.9024(4) 0.0247(2) 0.0684(13) Uani 1 1 d .
C37 C 0.5826(3) 0.7673(3) 0.0604(2) 0.0415(10) Uani 1 1 d .
C38 C 0.5410(3) 0.6800(4) 0.0434(2) 0.0480(11) Uani 1 1 d .
C39 C 0.4808(4) 0.6714(4) -0.0117(3) 0.0610(14) Uani 1 1 d .
H41 H 0.4546 0.6097 -0.0230 0.073 Uiso 1 1 calc R
C40 C 0.4599(4) 0.7547(5) -0.0498(3) 0.0699(16) Uani 1 1 d .
H42 H 0.4178 0.7506 -0.0870 0.084 Uiso 1 1 calc R
C41 C 0.4999(4) 0.8427(5) -0.0339(2) 0.0657(15) Uani 1 1 d .
H43 H 0.4856 0.8997 -0.0601 0.079 Uiso 1 1 calc R
C42 C 0.5611(3) 0.8491(4) 0.0203(2) 0.0500(11) Uani 1 1 d .
H44 H 0.5891 0.9105 0.0304 0.060 Uiso 1 1 calc R
C43 C 0.6470(3) 0.7777(3) 0.12140(18) 0.0372(9) Uani 1 1 d .
H45 H 0.6304 0.7237 0.1526 0.045 Uiso 1 1 calc R
C44 C 0.6092(3) 0.8834(3) 0.21956(19) 0.0372(9) Uani 1 1 d .
C45 C 0.5961(3) 0.7941(4) 0.32470(19) 0.0456(11) Uani 1 1 d .
C46 C 0.5724(5) 0.6880(4) 0.3388(2) 0.0667(16) Uani 1 1 d .
H46 H 0.5077 0.6742 0.3199 0.080 Uiso 1 1 calc R
H47 H 0.5707 0.6772 0.3864 0.080 Uiso 1 1 calc R
H48 H 0.6234 0.6440 0.3191 0.080 Uiso 1 1 calc R
C47 C 0.7001(4) 0.8178(4) 0.3462(2) 0.0591(14) Uani 1 1 d .
H49 H 0.7481 0.7726 0.3247 0.071 Uiso 1 1 calc R
H50 H 0.7057 0.8102 0.3940 0.071 Uiso 1 1 calc R
H51 H 0.7135 0.8860 0.3339 0.071 Uiso 1 1 calc R
C48 C 0.5190(4) 0.8624(4) 0.3561(2) 0.0587(14) Uani 1 1 d .
H52 H 0.5357 0.9311 0.3480 0.070 Uiso 1 1 calc R
H53 H 0.5173 0.8499 0.4036 0.070 Uiso 1 1 calc R
H54 H 0.4539 0.8504 0.3372 0.070 Uiso 1 1 calc R
C49 C 0.7606(3) 0.7658(3) 0.1054(2) 0.0409(10) Uani 1 1 d .
C50 C 0.7845(3) 0.6640(4) 0.0754(2) 0.0471(11) Uani 1 1 d .
C51 C 0.8241(4) 0.5956(4) 0.1281(2) 0.0575(13) Uani 1 1 d .
H55 H 0.8936 0.5745 0.1188 0.069 Uiso 1 1 calc R
H56 H 0.7839 0.5362 0.1313 0.069 Uiso 1 1 calc R
C52 C 0.8172(4) 0.6551(4) 0.1917(2) 0.0532(12) Uani 1 1 d .
H57 H 0.8724 0.6363 0.2218 0.064 Uiso 1 1 calc R
H58 H 0.7536 0.6451 0.2145 0.064 Uiso 1 1 calc R
C53 C 0.8243(3) 0.7626(4) 0.1682(2) 0.0460(11) Uani 1 1 d .
H59 H 0.7974 0.8094 0.2015 0.055 Uiso 1 1 calc R
H60 H 0.8937 0.7784 0.1583 0.055 Uiso 1 1 calc R
C54 C 0.7919(3) 0.8442(4) 0.0597(2) 0.0486(11) Uani 1 1 d .
Cl4 Cl 0.61361(11) 0.43875(10) 0.22525(7) 0.0703(4) Uani 1 1 d .
O10 O 0.6335(2) 0.0593(2) 0.08495(13) 0.0453(7) Uani 1 1 d .
O11 O 0.6864(2) 0.2164(2) 0.08028(13) 0.0483(8) Uani 1 1 d .
O12 O 0.8166(2) 0.3249(3) 0.33286(16) 0.0597(9) Uani 1 1 d .
N7 N 0.6791(3) 0.1381(3) 0.17642(16) 0.0414(8) Uani 1 1 d .
H7N H 0.6745 0.0832 0.1993 0.050 Uiso 1 1 calc R
N8 N 0.8524(3) 0.0576(3) 0.3028(2) 0.0603(11) Uani 1 1 d .
C55 C 0.6310(3) 0.2479(3) 0.26722(19) 0.0387(9) Uani 1 1 d .
C56 C 0.5867(3) 0.3408(4) 0.2774(2) 0.0486(11) Uani 1 1 d .
C57 C 0.5187(3) 0.3592(4) 0.3278(2) 0.0523(12) Uani 1 1 d .
H61 H 0.4886 0.4232 0.3328 0.063 Uiso 1 1 calc R
C58 C 0.4955(3) 0.2849(4) 0.3698(2) 0.0517(12) Uani 1 1 d .
H62 H 0.4496 0.2975 0.4045 0.062 Uiso 1 1 calc R
C59 C 0.5385(3) 0.1912(4) 0.3623(2) 0.0472(11) Uani 1 1 d .
H63 H 0.5222 0.1396 0.3918 0.057 Uiso 1 1 calc R
C60 C 0.6053(3) 0.1730(3) 0.31173(19) 0.0402(10) Uani 1 1 d .
H64 H 0.6346 0.1085 0.3069 0.048 Uiso 1 1 calc R
C61 C 0.7029(3) 0.2273(3) 0.21237(19) 0.0387(9) Uani 1 1 d .
H65 H 0.6965 0.2840 0.1808 0.046 Uiso 1 1 calc R
C62 C 0.6639(3) 0.1332(3) 0.1113(2) 0.0400(10) Uani 1 1 d .
C63 C 0.6776(3) 0.2268(4) 0.0071(2) 0.0484(11) Uani 1 1 d .
C64 C 0.5698(4) 0.2331(5) -0.0109(2) 0.0747(18) Uani 1 1 d .
H66 H 0.5395 0.1705 -0.0002 0.090 Uiso 1 1 calc R
H67 H 0.5631 0.2463 -0.0582 0.090 Uiso 1 1 calc R
H68 H 0.5364 0.2867 0.0137 0.090 Uiso 1 1 calc R
C65 C 0.7277(5) 0.3231(5) -0.0047(3) 0.0768(17) Uani 1 1 d .
H69 H 0.6919 0.3763 0.0190 0.092 Uiso 1 1 calc R
H70 H 0.7275 0.3382 -0.0519 0.092 Uiso 1 1 calc R
H71 H 0.7962 0.3174 0.0111 0.092 Uiso 1 1 calc R
C66 C 0.7339(4) 0.1431(4) -0.0271(2) 0.0594(13) Uani 1 1 d .
H72 H 0.7989 0.1324 -0.0064 0.071 Uiso 1 1 calc R
H73 H 0.7427 0.1600 -0.0736 0.071 Uiso 1 1 calc R
H74 H 0.6966 0.0827 -0.0236 0.071 Uiso 1 1 calc R
C67 C 0.8154(3) 0.2189(3) 0.2351(2) 0.0427(10) Uani 1 1 d .
C68 C 0.8355(3) 0.3139(4) 0.2760(2) 0.0484(11) Uani 1 1 d .
C69 C 0.8853(4) 0.3863(4) 0.2308(2) 0.0533(12) Uani 1 1 d .
H75 H 0.9531 0.3985 0.2464 0.064 Uiso 1 1 calc R
H76 H 0.8469 0.4500 0.2293 0.064 Uiso 1 1 calc R
C70 C 0.8885(4) 0.3380(4) 0.1626(2) 0.0519(12) Uani 1 1 d .
H77 H 0.8302 0.3598 0.1361 0.062 Uiso 1 1 calc R
H78 H 0.9495 0.3549 0.1387 0.062 Uiso 1 1 calc R
C71 C 0.8875(3) 0.2267(4) 0.1768(2) 0.0484(11) Uani 1 1 d .
H79 H 0.9544 0.2003 0.1887 0.058 Uiso 1 1 calc R
H80 H 0.8636 0.1904 0.1382 0.058 Uiso 1 1 calc R
C72 C 0.8345(3) 0.1288(4) 0.2746(2) 0.0474(11) Uani 1 1 d .
Cl5 Cl 0.45655(8) 0.85794(10) 0.71966(6) 0.0569(3) Uani 1 1 d .
O13 O 0.0797(2) 0.8587(2) 0.58216(13) 0.0443(7) Uani 1 1 d .
O14 O 0.2375(2) 0.7957(2) 0.57705(13) 0.0471(8) Uani 1 1 d .
O15 O 0.3503(3) 0.6481(3) 0.82797(16) 0.0578(9) Uani 1 1 d .
N9 N 0.1597(3) 0.8059(3) 0.67391(15) 0.0415(8) Uani 1 1 d .
H9N H 0.1050 0.8156 0.6968 0.050 Uiso 1 1 calc R
N10 N 0.0852(3) 0.6365(3) 0.8036(2) 0.0590(11) Uani 1 1 d .
C73 C 0.2676(3) 0.8447(3) 0.76582(19) 0.0384(9) Uani 1 1 d .
C74 C 0.3600(3) 0.8867(3) 0.7733(2) 0.0429(10) Uani 1 1 d .
C75 C 0.3770(4) 0.9530(3) 0.8230(2) 0.0492(12) Uani 1 1 d .
H81 H 0.4396 0.9821 0.8267 0.059 Uiso 1 1 calc R
C76 C 0.3025(4) 0.9768(4) 0.8674(2) 0.0535(12) Uani 1 1 d .
H82 H 0.3143 1.0216 0.9020 0.064 Uiso 1 1 calc R
C77 C 0.2106(4) 0.9357(4) 0.8617(2) 0.0533(12) Uani 1 1 d .
H83 H 0.1595 0.9520 0.8923 0.064 Uiso 1 1 calc R
C78 C 0.1941(3) 0.8712(3) 0.81137(19) 0.0445(10) Uani 1 1 d .
H84 H 0.1308 0.8437 0.8074 0.053 Uiso 1 1 calc R
C79 C 0.2479(3) 0.7743(3) 0.70949(19) 0.0396(10) Uani 1 1 d .
H85 H 0.3048 0.7781 0.6782 0.048 Uiso 1 1 calc R
C80 C 0.1545(3) 0.8219(3) 0.60825(19) 0.0401(10) Uani 1 1 d .
C81 C 0.2465(3) 0.8010(4) 0.5041(2) 0.0461(11) Uani 1 1 d .
C82 C 0.2502(5) 0.9074(4) 0.4833(2) 0.0649(15) Uani 1 1 d .
H86 H 0.1859 0.9409 0.4917 0.078 Uiso 1 1 calc R
H87 H 0.2655 0.9110 0.4363 0.078 Uiso 1 1 calc R
H88 H 0.3016 0.9396 0.5084 0.078 Uiso 1 1 calc R
C83 C 0.1638(4) 0.7493(4) 0.4711(2) 0.0580(13) Uani 1 1 d .
H89 H 0.1575 0.6837 0.4907 0.070 Uiso 1 1 calc R
H90 H 0.1784 0.7424 0.4241 0.070 Uiso 1 1 calc R
H91 H 0.1017 0.7880 0.4768 0.070 Uiso 1 1 calc R
C84 C 0.3440(4) 0.7462(5) 0.4920(2) 0.0665(15) Uani 1 1 d .
H92 H 0.3967 0.7790 0.5155 0.080 Uiso 1 1 calc R
H93 H 0.3584 0.7460 0.4448 0.080 Uiso 1 1 calc R
H94 H 0.3401 0.6781 0.5078 0.080 Uiso 1 1 calc R
C85 C 0.2424(3) 0.6627(3) 0.7317(2) 0.0412(10) Uani 1 1 d .
C86 C 0.3390(3) 0.6343(3) 0.7701(2) 0.0437(10) Uani 1 1 d .
C87 C 0.4114(4) 0.5897(4) 0.7222(2) 0.0545(12) Uani 1 1 d .
H95 H 0.4322 0.5221 0.7365 0.065 Uiso 1 1 calc R
H96 H 0.4709 0.6299 0.7196 0.065 Uiso 1 1 calc R
C88 C 0.3613(4) 0.5866(4) 0.6558(2) 0.0563(12) Uani 1 1 d .
H97 H 0.3792 0.5243 0.6325 0.068 Uiso 1 1 calc R
H98 H 0.3797 0.6431 0.6280 0.068 Uiso 1 1 calc R
C89 C 0.2492(4) 0.5928(4) 0.6728(2) 0.0506(12) Uani 1 1 d .
H99 H 0.2098 0.6196 0.6353 0.061 Uiso 1 1 calc R
H100 H 0.2251 0.5269 0.6845 0.061 Uiso 1 1 calc R
C90 C 0.1539(3) 0.6491(3) 0.7725(2) 0.0443(10) Uani 1 1 d .
Cl6 Cl 0.06671(8) 0.36038(11) 0.60715(6) 0.0639(3) Uani 1 1 d .
O16 O 0.4514(2) 0.3475(2) 0.74292(13) 0.0461(7) Uani 1 1 d .
O17 O 0.2936(2) 0.2958(3) 0.74781(13) 0.0504(8) Uani 1 1 d .
O18 O 0.1731(2) 0.1597(2) 0.50090(15) 0.0554(8) Uani 1 1 d .
N11 N 0.3703(2) 0.3043(3) 0.65116(15) 0.0394(8) Uani 1 1 d .
H11N H 0.4240 0.3123 0.6275 0.047 Uiso 1 1 calc R
N12 N 0.4412(3) 0.1415(3) 0.5126(2) 0.0625(11) Uani 1 1 d .
C91 C 0.2561(3) 0.3514(3) 0.56183(19) 0.0385(9) Uani 1 1 d .
C92 C 0.1603(3) 0.3918(3) 0.5533(2) 0.0436(10) Uani 1 1 d .
C93 C 0.1365(4) 0.4555(4) 0.5020(2) 0.0528(12) Uani 1 1 d .
H101 H 0.0702 0.4802 0.4966 0.063 Uiso 1 1 calc R
C94 C 0.2090(3) 0.4834(4) 0.4584(2) 0.0492(11) Uani 1 1 d .
H102 H 0.1927 0.5274 0.4232 0.059 Uiso 1 1 calc R
C95 C 0.3052(3) 0.4470(4) 0.4662(2) 0.0471(11) Uani 1 1 d .
H103 H 0.3555 0.4668 0.4369 0.057 Uiso 1 1 calc R
C96 C 0.3285(3) 0.3810(3) 0.51744(19) 0.0422(10) Uani 1 1 d .
H104 H 0.3947 0.3558 0.5222 0.051 Uiso 1 1 calc R
C97 C 0.2814(3) 0.2775(3) 0.6167(2) 0.0385(9) Uani 1 1 d .
H105 H 0.2257 0.2814 0.6491 0.046 Uiso 1 1 calc R
C98 C 0.3770(3) 0.3178(3) 0.7165(2) 0.0416(10) Uani 1 1 d .
C99 C 0.2853(4) 0.3006(4) 0.8217(2) 0.0509(12) Uani 1 1 d .
C100 C 0.2843(5) 0.4072(4) 0.8430(3) 0.0786(18) Uani 1 1 d .
H106 H 0.3486 0.4350 0.8331 0.094 Uiso 1 1 calc R
H107 H 0.2716 0.4111 0.8903 0.094 Uiso 1 1 calc R
H108 H 0.2321 0.4448 0.8193 0.094 Uiso 1 1 calc R
C101 C 0.3682(4) 0.2409(4) 0.8530(2) 0.0597(13) Uani 1 1 d .
H109 H 0.3770 0.1777 0.8301 0.072 Uiso 1 1 calc R
H110 H 0.3523 0.2288 0.8993 0.072 Uiso 1 1 calc R
H111 H 0.4294 0.2771 0.8501 0.072 Uiso 1 1 calc R
C102 C 0.1869(4) 0.2524(6) 0.8333(3) 0.086(2) Uani 1 1 d .
H112 H 0.1342 0.2899 0.8100 0.103 Uiso 1 1 calc R
H113 H 0.1723 0.2519 0.8805 0.103 Uiso 1 1 calc R
H114 H 0.1909 0.1845 0.8169 0.103 Uiso 1 1 calc R
C103 C 0.2907(3) 0.1678(3) 0.5920(2) 0.0405(10) Uani 1 1 d .
C104 C 0.1928(3) 0.1429(3) 0.5576(2) 0.0435(10) Uani 1 1 d .
C105 C 0.1277(4) 0.0952(4) 0.6071(2) 0.0565(13) Uani 1 1 d .
H115 H 0.1116 0.0280 0.5927 0.068 Uiso 1 1 calc R
H116 H 0.0651 0.1347 0.6126 0.068 Uiso 1 1 calc R
C106 C 0.1849(4) 0.0902(4) 0.6715(2) 0.0571(13) Uani 1 1 d .
H117 H 0.1730 0.0280 0.6953 0.068 Uiso 1 1 calc R
H118 H 0.1657 0.1467 0.7001 0.068 Uiso 1 1 calc R
C107 C 0.2941(4) 0.0948(4) 0.6501(2) 0.0491(11) Uani 1 1 d .
H119 H 0.3355 0.1191 0.6862 0.059 Uiso 1 1 calc R
H120 H 0.3206 0.0290 0.6362 0.059 Uiso 1 1 calc R
C108 C 0.3749(3) 0.1535(3) 0.5468(2) 0.0460(11) Uani 1 1 d .
Cl7 Cl 0.59358(8) 0.93652(10) 0.60181(6) 0.0592(3) Uani 1 1 d .
O19 O 0.9835(2) 0.8855(2) 0.74275(13) 0.0493(8) Uani 1 1 d .
O20 O 0.8174(2) 0.8715(3) 0.75158(13) 0.0513(8) Uani 1 1 d .
O21 O 0.6760(3) 0.7186(3) 0.51238(15) 0.0628(10) Uani 1 1 d .
N13 N 0.8921(2) 0.8521(3) 0.65418(16) 0.0429(9) Uani 1 1 d .
H13N H 0.9459 0.8513 0.6297 0.051 Uiso 1 1 calc R
N14 N 0.9394(4) 0.6547(3) 0.5312(2) 0.0639(12) Uani 1 1 d .
C109 C 0.7837(3) 0.9008(3) 0.56171(18) 0.0361(9) Uani 1 1 d .
C110 C 0.6942(3) 0.9511(3) 0.5494(2) 0.0442(10) Uani 1 1 d .
C111 C 0.6808(4) 1.0139(4) 0.4961(2) 0.0491(11) Uani 1 1 d .
H121 H 0.6184 1.0469 0.4889 0.059 Uiso 1 1 calc R
C112 C 0.7582(3) 1.0285(3) 0.4536(2) 0.0479(11) Uani 1 1 d .
H122 H 0.7498 1.0721 0.4172 0.058 Uiso 1 1 calc R
C113 C 0.8484(3) 0.9790(3) 0.4645(2) 0.0447(10) Uani 1 1 d .
H123 H 0.9021 0.9890 0.4353 0.054 Uiso 1 1 calc R
C114 C 0.8611(3) 0.9151(4) 0.5173(2) 0.0445(10) Uani 1 1 d .
H124 H 0.9230 0.8806 0.5235 0.053 Uiso 1 1 calc R
C115 C 0.7982(3) 0.8328(3) 0.6211(2) 0.0392(9) Uani 1 1 d .
H125 H 0.7435 0.8493 0.6529 0.047 Uiso 1 1 calc R
C116 C 0.9029(3) 0.8709(4) 0.7182(2) 0.0439(10) Uani 1 1 d .
C117 C 0.8143(3) 0.8745(4) 0.8251(2) 0.0464(11) Uani 1 1 d .
C118 C 0.7057(4) 0.8689(7) 0.8394(3) 0.095(2) Uani 1 1 d .
H126 H 0.6700 0.9253 0.8188 0.114 Uiso 1 1 calc R
H127 H 0.6949 0.8705 0.8870 0.114 Uiso 1 1 calc R
H128 H 0.6813 0.8074 0.8216 0.114 Uiso 1 1 calc R
C119 C 0.8721(5) 0.7875(4) 0.8525(2) 0.0661(15) Uani 1 1 d .
H129 H 0.8497 0.7269 0.8321 0.079 Uiso 1 1 calc R
H130 H 0.8619 0.7840 0.9001 0.079 Uiso 1 1 calc R
H131 H 0.9427 0.7946 0.8432 0.079 Uiso 1 1 calc R
C120 C 0.8499(5) 0.9719(4) 0.8494(3) 0.0696(16) Uani 1 1 d .
H132 H 0.9197 0.9780 0.8376 0.083 Uiso 1 1 calc R
H133 H 0.8429 0.9750 0.8973 0.083 Uiso 1 1 calc R
H134 H 0.8104 1.0261 0.8292 0.083 Uiso 1 1 calc R
C121 C 0.7928(3) 0.7204(3) 0.6042(2) 0.0430(10) Uani 1 1 d .
C122 C 0.6917(4) 0.7037(3) 0.5693(2) 0.0483(11) Uani 1 1 d .
C123 C 0.6214(4) 0.6622(4) 0.6200(2) 0.0562(12) Uani 1 1 d .
H135 H 0.6055 0.5936 0.6088 0.067 Uiso 1 1 calc R
H136 H 0.5590 0.7028 0.6217 0.067 Uiso 1 1 calc R
C124 C 0.6752(3) 0.6650(4) 0.6856(2) 0.0531(12) Uani 1 1 d .
H137 H 0.6568 0.6092 0.7141 0.064 Uiso 1 1 calc R
H138 H 0.6598 0.7278 0.7088 0.064 Uiso 1 1 calc R
C125 C 0.7850(3) 0.6561(4) 0.6665(2) 0.0493(11) Uani 1 1 d .
H139 H 0.8271 0.6810 0.7021 0.059 Uiso 1 1 calc R
H140 H 0.8054 0.5866 0.6572 0.059 Uiso 1 1 calc R
C126 C 0.8748(4) 0.6856(3) 0.5621(2) 0.0480(11) Uani 1 1 d .
Cl8 Cl 0.93264(9) 0.42890(10) 0.73474(6) 0.0590(3) Uani 1 1 d .
O22 O 0.5467(2) 0.3754(3) 0.58378(14) 0.0507(8) Uani 1 1 d .
O23 O 0.7145(2) 0.3894(2) 0.58138(13) 0.0442(7) Uani 1 1 d .
O24 O 0.8655(2) 0.2240(2) 0.82015(15) 0.0531(8) Uani 1 1 d .
N15 N 0.6384(2) 0.3520(3) 0.67543(16) 0.0418(8) Uani 1 1 d .
H15N H 0.5840 0.3488 0.6989 0.050 Uiso 1 1 calc R
N16 N 0.6064(3) 0.1661(3) 0.8096(2) 0.0623(11) Uani 1 1 d .
C127 C 0.7383(3) 0.4065(3) 0.7680(2) 0.0410(10) Uani 1 1 d .
C128 C 0.8271(4) 0.4517(3) 0.7824(2) 0.0461(11) Uani 1 1 d .
C129 C 0.8352(4) 0.5152(4) 0.8340(2) 0.0574(13) Uani 1 1 d .
H141 H 0.8968 0.5436 0.8431 0.069 Uiso 1 1 calc R
C130 C 0.7540(5) 0.5379(4) 0.8728(2) 0.0628(15) Uani 1 1 d .
H142 H 0.7593 0.5819 0.9087 0.075 Uiso 1 1 calc R
C131 C 0.6634(4) 0.4954(4) 0.8588(2) 0.0572(13) Uani 1 1 d .
H143 H 0.6068 0.5118 0.8848 0.069 Uiso 1 1 calc R
C132 C 0.6564(4) 0.4302(3) 0.80758(19) 0.0454(11) Uani 1 1 d .
H144 H 0.5950 0.4008 0.7990 0.055 Uiso 1 1 calc R
C133 C 0.7314(3) 0.3359(3) 0.70929(19) 0.0405(10) Uani 1 1 d .
H145 H 0.7859 0.3508 0.6779 0.049 Uiso 1 1 calc R
C134 C 0.6280(3) 0.3718(3) 0.61002(19) 0.0416(10) Uani 1 1 d .
C135 C 0.7254(3) 0.3825(4) 0.5079(2) 0.0460(11) Uani 1 1 d .
C136 C 0.8348(4) 0.4011(5) 0.4987(2) 0.0657(16) Uani 1 1 d .
H146 H 0.8496 0.4656 0.5172 0.079 Uiso 1 1 calc R
H147 H 0.8508 0.4005 0.4517 0.079 Uiso 1 1 calc R
H148 H 0.8745 0.3493 0.5212 0.079 Uiso 1 1 calc R
C137 C 0.6616(4) 0.4609(4) 0.4738(2) 0.0591(13) Uani 1 1 d .
H149 H 0.5918 0.4505 0.4837 0.071 Uiso 1 1 calc R
H150 H 0.6722 0.4568 0.4263 0.071 Uiso 1 1 calc R
H151 H 0.6794 0.5262 0.4894 0.071 Uiso 1 1 calc R
C138 C 0.7015(4) 0.2793(4) 0.4874(2) 0.0540(12) Uani 1 1 d .
H152 H 0.7437 0.2314 0.5118 0.065 Uiso 1 1 calc R
H153 H 0.7136 0.2715 0.4402 0.065 Uiso 1 1 calc R
H154 H 0.6318 0.2678 0.4970 0.065 Uiso 1 1 calc R
C139 C 0.7447(3) 0.2242(3) 0.7305(2) 0.0396(9) Uani 1 1 d .
C140 C 0.8485(3) 0.2047(3) 0.7636(2) 0.0440(10) Uani 1 1 d .
C141 C 0.9183(3) 0.1626(4) 0.7133(2) 0.0523(12) Uani 1 1 d .
H155 H 0.9416 0.0951 0.7262 0.063 Uiso 1 1 calc R
H156 H 0.9765 0.2043 0.7088 0.063 Uiso 1 1 calc R
C142 C 0.8604(4) 0.1603(4) 0.6479(2) 0.0576(13) Uani 1 1 d .
H157 H 0.8712 0.2203 0.6213 0.069 Uiso 1 1 calc R
H158 H 0.8802 0.1013 0.6218 0.069 Uiso 1 1 calc R
C143 C 0.7526(3) 0.1565(4) 0.6700(2) 0.0480(11) Uani 1 1 d .
H159 H 0.7358 0.0881 0.6817 0.058 Uiso 1 1 calc R
H160 H 0.7073 0.1808 0.6347 0.058 Uiso 1 1 calc R
C144 C 0.6670(3) 0.1945(4) 0.7751(2) 0.0448(10) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Cl Cl 0.364 0.702
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.031 0.018
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.049 0.032
;
International Tables for Crystallography
(1992, 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_publ_flag
C(8) O(2) C(9) 120.7(3) yes
C(7) N(1) C(8) 126.4(3) yes
C(2) C(1) C(6) 116.8(3) yes
C(2) C(1) C(7) 122.1(3) yes
C(6) C(1) C(7) 121.1(3) yes
Cl(1) C(2) C(1) 119.9(3) yes
Cl(1) C(2) C(3) 117.2(3) yes
C(1) C(2) C(3) 122.9(4) yes
C(2) C(3) C(4) 118.6(4) yes
C(3) C(4) C(5) 120.9(4) yes
C(4) C(5) C(6) 120.3(4) yes
C(1) C(6) C(5) 120.6(4) yes
N(1) C(7) C(1) 111.4(3) yes
N(1) C(7) C(13) 110.8(3) yes
C(1) C(7) C(13) 113.4(3) yes
O(1) C(8) O(2) 124.8(3) yes
O(1) C(8) N(1) 122.6(3) yes
O(2) C(8) N(1) 112.6(3) yes
O(2) C(9) C(10) 101.8(3) yes
O(2) C(9) C(11) 111.4(3) yes
O(2) C(9) C(12) 108.7(3) yes
C(10) C(9) C(11) 110.2(4) yes
C(10) C(9) C(12) 111.3(4) yes
C(11) C(9) C(12) 113.0(4) yes
C(7) C(13) C(14) 109.9(3) yes
C(7) C(13) C(17) 111.7(3) yes
C(7) C(13) C(18) 110.9(3) yes
C(14) C(13) C(17) 102.2(3) yes
C(14) C(13) C(18) 109.3(3) yes
C(17) C(13) C(18) 112.5(3) yes
O(3) C(14) C(13) 125.2(4) yes
O(3) C(14) C(15) 126.7(4) yes
C(13) C(14) C(15) 108.0(3) yes
C(14) C(15) C(16) 106.1(4) yes
C(15) C(16) C(17) 103.7(3) yes
C(13) C(17) C(16) 104.0(3) yes
N(2) C(18) C(13) 178.0(4) yes
C(26) O(5) C(27) 121.6(3) yes
C(25) N(3) C(26) 125.3(3) yes
C(20) C(19) C(24) 117.1(3) yes
C(20) C(19) C(25) 121.3(3) yes
C(24) C(19) C(25) 121.5(3) yes
Cl(2) C(20) C(19) 120.9(3) yes
Cl(2) C(20) C(21) 116.1(3) yes
C(19) C(20) C(21) 123.0(4) yes
C(20) C(21) C(22) 118.2(4) yes
C(21) C(22) C(23) 120.4(4) yes
C(22) C(23) C(24) 119.8(4) yes
C(19) C(24) C(23) 121.5(4) yes
N(3) C(25) C(19) 112.1(3) yes
N(3) C(25) C(31) 109.3(3) yes
C(19) C(25) C(31) 112.1(3) yes
O(4) C(26) O(5) 125.9(3) yes
O(4) C(26) N(3) 121.7(3) yes
O(5) C(26) N(3) 112.4(3) yes
O(5) C(27) C(28) 102.3(3) yes
O(5) C(27) C(29) 108.7(3) yes
O(5) C(27) C(30) 110.7(3) yes
C(28) C(27) C(29) 112.2(4) yes
C(28) C(27) C(30) 109.5(4) yes
C(29) C(27) C(30) 112.9(3) yes
C(25) C(31) C(32) 109.5(3) yes
C(25) C(31) C(35) 111.7(3) yes
C(25) C(31) C(36) 111.2(3) yes
C(32) C(31) C(35) 101.1(3) yes
C(32) C(31) C(36) 110.8(3) yes
C(35) C(31) C(36) 112.1(3) yes
O(6) C(32) C(31) 123.5(3) yes
O(6) C(32) C(33) 127.3(4) yes
C(31) C(32) C(33) 109.2(3) yes
C(32) C(33) C(34) 106.0(3) yes
C(33) C(34) C(35) 103.1(3) yes
C(31) C(35) C(34) 104.2(3) yes
N(4) C(36) C(31) 178.1(4) yes
C(44) O(8) C(45) 120.5(3) yes
C(43) N(5) C(44) 126.3(3) yes
C(38) C(37) C(42) 117.1(3) yes
C(38) C(37) C(43) 122.7(3) yes
C(42) C(37) C(43) 120.1(4) yes
Cl(3) C(38) C(37) 120.7(3) yes
Cl(3) C(38) C(39) 116.9(3) yes
C(37) C(38) C(39) 122.4(4) yes
C(38) C(39) C(40) 118.7(5) yes
C(39) C(40) C(41) 120.1(4) yes
C(40) C(41) C(42) 120.2(5) yes
C(37) C(42) C(41) 121.4(4) yes
N(5) C(43) C(37) 111.5(3) yes
N(5) C(43) C(49) 110.1(3) yes
C(37) C(43) C(49) 112.4(3) yes
O(7) C(44) O(8) 124.7(3) yes
O(7) C(44) N(5) 122.0(3) yes
O(8) C(44) N(5) 113.1(3) yes
O(8) C(45) C(46) 102.6(3) yes
O(8) C(45) C(47) 108.2(3) yes
O(8) C(45) C(48) 112.0(3) yes
C(46) C(45) C(47) 112.3(4) yes
C(46) C(45) C(48) 109.7(4) yes
C(47) C(45) C(48) 111.7(3) yes
C(43) C(49) C(50) 110.3(3) yes
C(43) C(49) C(53) 112.0(3) yes
C(43) C(49) C(54) 111.2(3) yes
C(50) C(49) C(53) 102.1(3) yes
C(50) C(49) C(54) 109.7(3) yes
C(53) C(49) C(54) 111.3(3) yes
O(9) C(50) C(49) 124.0(4) yes
O(9) C(50) C(51) 126.9(4) yes
C(49) C(50) C(51) 109.1(3) yes
C(50) C(51) C(52) 105.4(3) yes
C(51) C(52) C(53) 103.6(3) yes
C(49) C(53) C(52) 103.1(3) yes
N(6) C(54) C(49) 177.1(4) yes
C(62) O(11) C(63) 121.7(3) yes
C(61) N(7) C(62) 125.2(3) yes
C(56) C(55) C(60) 116.5(3) yes
C(56) C(55) C(61) 122.3(3) yes
C(60) C(55) C(61) 121.2(3) yes
Cl(4) C(56) C(55) 120.2(3) yes
Cl(4) C(56) C(57) 117.7(3) yes
C(55) C(56) C(57) 122.1(4) yes
C(56) C(57) C(58) 119.8(4) yes
C(57) C(58) C(59) 120.4(4) yes
C(58) C(59) C(60) 119.7(4) yes
C(55) C(60) C(59) 121.5(4) yes
N(7) C(61) C(55) 111.5(3) yes
N(7) C(61) C(67) 109.1(3) yes
C(55) C(61) C(67) 114.1(3) yes
O(10) C(62) O(11) 125.3(3) yes
O(10) C(62) N(7) 122.3(4) yes
O(11) C(62) N(7) 112.4(3) yes
O(11) C(63) C(64) 108.8(3) yes
O(11) C(63) C(65) 101.5(3) yes
O(11) C(63) C(66) 110.7(3) yes
C(64) C(63) C(65) 112.3(4) yes
C(64) C(63) C(66) 112.8(4) yes
C(65) C(63) C(66) 110.2(4) yes
C(61) C(67) C(68) 107.0(3) yes
C(61) C(67) C(71) 112.1(3) yes
C(61) C(67) C(72) 110.7(3) yes
C(68) C(67) C(71) 103.0(3) yes
C(68) C(67) C(72) 111.2(3) yes
C(71) C(67) C(72) 112.5(3) yes
O(12) C(68) C(67) 125.2(4) yes
O(12) C(68) C(69) 127.1(4) yes
C(67) C(68) C(69) 107.6(3) yes
C(68) C(69) C(70) 106.1(3) yes
C(69) C(70) C(71) 104.5(3) yes
C(67) C(71) C(70) 103.9(3) yes
N(8) C(72) C(67) 176.7(4) yes
C(80) O(14) C(81) 122.2(3) yes
C(79) N(9) C(80) 125.4(3) yes
C(74) C(73) C(78) 117.3(3) yes
C(74) C(73) C(79) 121.2(3) yes
C(78) C(73) C(79) 121.5(3) yes
Cl(5) C(74) C(73) 120.9(3) yes
Cl(5) C(74) C(75) 117.8(3) yes
C(73) C(74) C(75) 121.3(3) yes
C(74) C(75) C(76) 119.6(4) yes
C(75) C(76) C(77) 120.4(4) yes
C(76) C(77) C(78) 119.4(4) yes
C(73) C(78) C(77) 121.9(4) yes
N(9) C(79) C(73) 110.7(3) yes
N(9) C(79) C(85) 110.8(3) yes
C(73) C(79) C(85) 113.7(3) yes
O(13) C(80) O(14) 125.2(3) yes
O(13) C(80) N(9) 121.8(3) yes
O(14) C(80) N(9) 113.0(3) yes
O(14) C(81) C(82) 109.2(3) yes
O(14) C(81) C(83) 111.3(3) yes
O(14) C(81) C(84) 102.2(3) yes
C(82) C(81) C(83) 112.1(4) yes
C(82) C(81) C(84) 111.4(4) yes
C(83) C(81) C(84) 110.3(4) yes
C(79) C(85) C(86) 108.0(3) yes
C(79) C(85) C(89) 111.6(3) yes
C(79) C(85) C(90) 110.3(3) yes
C(86) C(85) C(89) 102.2(3) yes
C(86) C(85) C(90) 111.3(3) yes
C(89) C(85) C(90) 113.2(3) yes
O(15) C(86) C(85) 124.3(3) yes
O(15) C(86) C(87) 128.1(4) yes
C(85) C(86) C(87) 107.6(3) yes
C(86) C(87) C(88) 108.0(3) yes
C(87) C(88) C(89) 103.7(3) yes
C(85) C(89) C(88) 104.0(3) yes
N(10) C(90) C(85) 178.5(5) yes
C(98) O(17) C(99) 121.6(3) yes
C(97) N(11) C(98) 125.0(3) yes
C(92) C(91) C(96) 117.1(3) yes
C(92) C(91) C(97) 121.8(3) yes
C(96) C(91) C(97) 121.1(3) yes
Cl(6) C(92) C(91) 120.0(3) yes
Cl(6) C(92) C(93) 118.2(3) yes
C(91) C(92) C(93) 121.9(4) yes
C(92) C(93) C(94) 120.1(4) yes
C(93) C(94) C(95) 119.7(4) yes
C(94) C(95) C(96) 119.9(4) yes
C(91) C(96) C(95) 121.3(3) yes
N(11) C(97) C(91) 110.8(3) yes
N(11) C(97) C(103) 110.9(3) yes
C(91) C(97) C(103) 113.1(3) yes
O(16) C(98) O(17) 125.0(3) yes
O(16) C(98) N(11) 122.8(3) yes
O(17) C(98) N(11) 112.1(3) yes
O(17) C(99) C(100) 109.3(3) yes
O(17) C(99) C(101) 110.3(3) yes
O(17) C(99) C(102) 101.4(3) yes
C(100) C(99) C(101) 111.9(4) yes
C(100) C(99) C(102) 113.0(4) yes
C(101) C(99) C(102) 110.5(4) yes
C(97) C(103) C(104) 108.4(3) yes
C(97) C(103) C(107) 111.1(3) yes
C(97) C(103) C(108) 111.1(3) yes
C(104) C(103) C(107) 102.2(3) yes
C(104) C(103) C(108) 110.6(3) yes
C(107) C(103) C(108) 113.0(3) yes
O(18) C(104) C(103) 125.3(4) yes
O(18) C(104) C(105) 126.5(4) yes
C(103) C(104) C(105) 108.2(3) yes
C(104) C(105) C(106) 106.9(4) yes
C(105) C(106) C(107) 104.0(3) yes
C(103) C(107) C(106) 103.7(3) yes
N(12) C(108) C(103) 178.7(4) yes
C(116) O(20) C(117) 121.9(3) yes
C(115) N(13) C(116) 125.6(3) yes
C(110) C(109) C(114) 117.3(3) yes
C(110) C(109) C(115) 121.8(3) yes
C(114) C(109) C(115) 120.9(3) yes
Cl(7) C(110) C(109) 120.2(3) yes
Cl(7) C(110) C(111) 117.6(3) yes
C(109) C(110) C(111) 122.2(4) yes
C(110) C(111) C(112) 119.8(4) yes
C(111) C(112) C(113) 119.4(4) yes
C(112) C(113) C(114) 120.7(4) yes
C(109) C(114) C(113) 120.7(4) yes
N(13) C(115) C(109) 110.3(3) yes
N(13) C(115) C(121) 110.4(3) yes
C(109) C(115) C(121) 113.6(3) yes
O(19) C(116) O(20) 124.5(3) yes
O(19) C(116) N(13) 122.4(3) yes
O(20) C(116) N(13) 113.2(3) yes
O(20) C(117) C(118) 102.5(3) yes
O(20) C(117) C(119) 109.5(3) yes
O(20) C(117) C(120) 110.2(3) yes
C(118) C(117) C(119) 111.9(4) yes
C(118) C(117) C(120) 109.0(4) yes
C(119) C(117) C(120) 113.1(4) yes
C(115) C(121) C(122) 108.5(3) yes
C(115) C(121) C(125) 111.8(3) yes
C(115) C(121) C(126) 112.4(3) yes
C(122) C(121) C(125) 102.3(3) yes
C(122) C(121) C(126) 109.9(3) yes
C(125) C(121) C(126) 111.4(3) yes
O(21) C(122) C(121) 124.6(4) yes
O(21) C(122) C(123) 127.5(4) yes
C(121) C(122) C(123) 107.9(3) yes
C(122) C(123) C(124) 106.1(3) yes
C(123) C(124) C(125) 103.8(3) yes
C(121) C(125) C(124) 104.5(3) yes
N(14) C(126) C(121) 176.7(4) yes
C(134) O(23) C(135) 120.3(3) yes
C(133) N(15) C(134) 125.4(3) yes
C(128) C(127) C(132) 117.5(3) yes
C(128) C(127) C(133) 120.7(3) yes
C(132) C(127) C(133) 121.8(3) yes
Cl(8) C(128) C(127) 120.9(3) yes
Cl(8) C(128) C(129) 117.1(3) yes
C(127) C(128) C(129) 122.0(4) yes
C(128) C(129) C(130) 120.0(5) yes
C(129) C(130) C(131) 119.5(4) yes
C(130) C(131) C(132) 120.2(4) yes
C(127) C(132) C(131) 120.9(4) yes
N(15) C(133) C(127) 110.5(3) yes
N(15) C(133) C(139) 109.9(3) yes
C(127) C(133) C(139) 112.3(3) yes
O(22) C(134) O(23) 126.5(3) yes
O(22) C(134) N(15) 121.4(3) yes
O(23) C(134) N(15) 112.0(3) yes
O(23) C(135) C(136) 101.8(3) yes
O(23) C(135) C(137) 111.0(3) yes
O(23) C(135) C(138) 108.2(3) yes
C(136) C(135) C(137) 111.1(4) yes
C(136) C(135) C(138) 111.3(4) yes
C(137) C(135) C(138) 112.8(3) yes
C(133) C(139) C(140) 110.2(3) yes
C(133) C(139) C(143) 111.0(3) yes
C(133) C(139) C(144) 112.2(3) yes
C(140) C(139) C(143) 101.7(3) yes
C(140) C(139) C(144) 109.7(3) yes
C(143) C(139) C(144) 111.5(3) yes
O(24) C(140) C(139) 123.4(3) yes
O(24) C(140) C(141) 128.0(4) yes
C(139) C(140) C(141) 108.6(3) yes
C(140) C(141) C(142) 106.6(3) yes
C(141) C(142) C(143) 103.5(3) yes
C(139) C(143) C(142) 105.0(3) yes
N(16) C(144) C(139) 176.6(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cl(1) C(2) 1.746(4) yes
O(1) C(8) 1.223(5) yes
O(2) C(8) 1.343(5) yes
O(2) C(9) 1.496(4) yes
O(3) C(14) 1.206(5) yes
N(1) C(7) 1.439(5) yes
N(1) C(8) 1.352(5) yes
N(2) C(18) 1.151(6) yes
C(1) C(2) 1.399(5) yes
C(1) C(6) 1.409(5) yes
C(1) C(7) 1.521(5) yes
C(2) C(3) 1.382(5) yes
C(3) C(4) 1.376(6) yes
C(4) C(5) 1.382(7) yes
C(5) C(6) 1.387(5) yes
C(7) C(13) 1.568(5) yes
C(9) C(10) 1.534(7) yes
C(9) C(11) 1.497(7) yes
C(9) C(12) 1.499(6) yes
C(13) C(14) 1.556(6) yes
C(13) C(17) 1.525(5) yes
C(13) C(18) 1.467(6) yes
C(14) C(15) 1.510(6) yes
C(15) C(16) 1.515(6) yes
C(16) C(17) 1.539(6) yes
Cl(2) C(20) 1.749(4) yes
O(4) C(26) 1.231(5) yes
O(5) C(26) 1.330(5) yes
O(5) C(27) 1.493(4) yes
O(6) C(32) 1.205(5) yes
N(3) C(25) 1.440(5) yes
N(3) C(26) 1.355(5) yes
N(4) C(36) 1.149(6) yes
C(19) C(20) 1.380(6) yes
C(19) C(24) 1.402(5) yes
C(19) C(25) 1.526(5) yes
C(20) C(21) 1.396(6) yes
C(21) C(22) 1.393(6) yes
C(22) C(23) 1.387(7) yes
C(23) C(24) 1.383(5) yes
C(25) C(31) 1.574(5) yes
C(27) C(28) 1.507(7) yes
C(27) C(29) 1.506(6) yes
C(27) C(30) 1.525(6) yes
C(31) C(32) 1.557(6) yes
C(31) C(35) 1.553(6) yes
C(31) C(36) 1.456(6) yes
C(32) C(33) 1.493(6) yes
C(33) C(34) 1.542(6) yes
C(34) C(35) 1.530(7) yes
Cl(3) C(38) 1.749(4) yes
O(7) C(44) 1.217(5) yes
O(8) C(44) 1.339(5) yes
O(8) C(45) 1.497(4) yes
O(9) C(50) 1.210(5) yes
N(5) C(43) 1.448(5) yes
N(5) C(44) 1.358(5) yes
N(6) C(54) 1.136(6) yes
C(37) C(38) 1.376(6) yes
C(37) C(42) 1.395(6) yes
C(37) C(43) 1.526(5) yes
C(38) C(39) 1.395(6) yes
C(39) C(40) 1.386(8) yes
C(40) C(41) 1.369(9) yes
C(41) C(42) 1.384(6) yes
C(43) C(49) 1.571(5) yes
C(45) C(46) 1.511(7) yes
C(45) C(47) 1.519(6) yes
C(45) C(48) 1.510(6) yes
C(49) C(50) 1.534(6) yes
C(49) C(53) 1.541(5) yes
C(49) C(54) 1.482(6) yes
C(50) C(51) 1.501(6) yes
C(51) C(52) 1.528(6) yes
C(52) C(53) 1.538(6) yes
Cl(4) C(56) 1.745(5) yes
O(10) C(62) 1.222(5) yes
O(11) C(62) 1.336(5) yes
O(11) C(63) 1.499(4) yes
O(12) C(68) 1.192(5) yes
N(7) C(61) 1.463(5) yes
N(7) C(62) 1.342(5) yes
N(8) C(72) 1.139(6) yes
C(55) C(56) 1.389(6) yes
C(55) C(60) 1.410(6) yes
C(55) C(61) 1.499(5) yes
C(56) C(57) 1.394(6) yes
C(57) C(58) 1.364(7) yes
C(58) C(59) 1.385(7) yes
C(59) C(60) 1.386(5) yes
C(61) C(67) 1.589(5) yes
C(63) C(64) 1.502(6) yes
C(63) C(65) 1.512(8) yes
C(63) C(66) 1.514(7) yes
C(67) C(68) 1.569(6) yes
C(67) C(71) 1.540(6) yes
C(67) C(72) 1.473(6) yes
C(68) C(69) 1.517(6) yes
C(69) C(70) 1.536(6) yes
C(70) C(71) 1.535(6) yes
Cl(5) C(74) 1.734(4) yes
O(13) C(80) 1.230(4) yes
O(14) C(80) 1.326(4) yes
O(14) C(81) 1.490(4) yes
O(15) C(86) 1.204(5) yes
N(9) C(79) 1.445(5) yes
N(9) C(80) 1.354(4) yes
N(10) C(90) 1.141(6) yes
C(73) C(74) 1.400(5) yes
C(73) C(78) 1.396(5) yes
C(73) C(79) 1.525(5) yes
C(74) C(75) 1.383(6) yes
C(75) C(76) 1.381(6) yes
C(76) C(77) 1.385(7) yes
C(77) C(78) 1.373(6) yes
C(79) C(85) 1.580(6) yes
C(81) C(82) 1.503(7) yes
C(81) C(83) 1.503(7) yes
C(81) C(84) 1.508(7) yes
C(85) C(86) 1.556(6) yes
C(85) C(89) 1.532(6) yes
C(85) C(90) 1.472(6) yes
C(86) C(87) 1.493(6) yes
C(87) C(88) 1.514(7) yes
C(88) C(89) 1.553(7) yes
Cl(6) C(92) 1.737(4) yes
O(16) C(98) 1.223(5) yes
O(17) C(98) 1.338(5) yes
O(17) C(99) 1.508(4) yes
O(18) C(104) 1.204(5) yes
N(11) C(97) 1.451(5) yes
N(11) C(98) 1.346(5) yes
N(12) C(108) 1.140(6) yes
C(91) C(92) 1.396(5) yes
C(91) C(96) 1.399(5) yes
C(91) C(97) 1.527(5) yes
C(92) C(93) 1.383(6) yes
C(93) C(94) 1.384(6) yes
C(94) C(95) 1.383(6) yes
C(95) C(96) 1.398(6) yes
C(97) C(103) 1.572(6) yes
C(99) C(100) 1.509(7) yes
C(99) C(101) 1.497(7) yes
C(99) C(102) 1.522(8) yes
C(103) C(104) 1.547(6) yes
C(103) C(107) 1.538(6) yes
C(103) C(108) 1.471(6) yes
C(104) C(105) 1.497(6) yes
C(105) C(106) 1.521(6) yes
C(106) C(107) 1.541(6) yes
Cl(7) C(110) 1.744(4) yes
O(19) C(116) 1.221(5) yes
O(20) C(116) 1.340(5) yes
O(20) C(117) 1.498(4) yes
O(21) C(122) 1.192(5) yes
N(13) C(115) 1.470(5) yes
N(13) C(116) 1.338(5) yes
N(14) C(126) 1.142(6) yes
C(109) C(110) 1.388(5) yes
C(109) C(114) 1.400(5) yes
C(109) C(115) 1.525(5) yes
C(110) C(111) 1.382(6) yes
C(111) C(112) 1.376(6) yes
C(112) C(113) 1.386(6) yes
C(113) C(114) 1.384(6) yes
C(115) C(121) 1.568(6) yes
C(117) C(118) 1.500(7) yes
C(117) C(119) 1.495(7) yes
C(117) C(120) 1.509(7) yes
C(121) C(122) 1.565(6) yes
C(121) C(125) 1.541(6) yes
C(121) C(126) 1.465(6) yes
C(122) C(123) 1.523(6) yes
C(123) C(124) 1.521(6) yes
C(124) C(125) 1.534(6) yes
Cl(8) C(128) 1.743(4) yes
O(22) C(134) 1.222(5) yes
O(23) C(134) 1.335(5) yes
O(23) C(135) 1.505(4) yes
O(24) C(140) 1.206(5) yes
N(15) C(133) 1.443(5) yes
N(15) C(134) 1.363(5) yes
N(16) C(144) 1.154(6) yes
C(127) C(128) 1.401(6) yes
C(127) C(132) 1.396(6) yes
C(127) C(133) 1.537(5) yes
C(128) C(129) 1.367(6) yes
C(129) C(130) 1.377(7) yes
C(130) C(131) 1.402(8) yes
C(131) C(132) 1.376(6) yes
C(133) C(139) 1.576(6) yes
C(135) C(136) 1.521(6) yes
C(135) C(137) 1.508(6) yes
C(135) C(138) 1.508(7) yes
C(139) C(140) 1.568(6) yes
C(139) C(143) 1.541(6) yes
C(139) C(144) 1.454(6) yes
C(140) C(141) 1.491(6) yes
C(141) C(142) 1.546(6) yes
C(142) C(143) 1.526(6) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N(1) H(1N) O(4) . 2.959(4) 0.880 2.087 170.8 no
N(3) H(3N) O(1) . 2.865(4) 0.880 1.993 170.9 no
N(5) H(5N) O(10) 1_565 2.919(4) 0.880 2.048 169.9 no
N(7) H(7N) O(7) 1_545 2.930(4) 0.880 2.098 157.5 no
N(9) H(9N) O(19) 1_455 2.934(4) 0.880 2.086 161.5 no
N(11) H(11N) O(22) . 2.941(4) 0.880 2.091 162.1 no
N(13) H(13N) O(13) 1_655 2.931(4) 0.880 2.056 172.7 no
N(15) H(15N) O(16) . 2.879(4) 0.880 2.003 173.2 no
