#------------------------------------------------------------------------------
#$Date: 2020-10-06 10:12:07 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257326 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/78/1557875.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_1557875
loop_
_publ_author_name
'Yan, Chenting'
'Takeshita, Masato'
'Nakatsuji, Jun-ya'
'Kurosaki, Akihiro'
'Sato, Kaoko'
'Shang, Rong'
'Nakamoto, Masaaki'
'Yamamoto, Yohsuke'
'Adachi, Yohei'
'Furukawa, Ko'
'Kishi, Ryohei'
'Nakano, Masayoshi'
_publ_section_title
;
 Synthesis and properties of hypervalent electron-rich pentacoordinate
 nitrogen compounds
;
_journal_issue                   19
_journal_name_full               'Chemical Science'
_journal_page_first              5082
_journal_page_last               5088
_journal_paper_doi               10.1039/D0SC00002G
_journal_volume                  11
_journal_year                    2020
_chemical_formula_sum            'C30 H33 Cl2 N O4'
_chemical_formula_weight         542.47
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-08-05 deposited with the CCDC.	2020-04-13 downloaded from the CCDC.
;
_cell_angle_alpha                97.047(3)
_cell_angle_beta                 105.059(3)
_cell_angle_gamma                102.364(3)
_cell_formula_units_Z            4
_cell_length_a                   11.840(2)
_cell_length_b                   14.543(3)
_cell_length_c                   18.231(3)
_cell_measurement_reflns_used    2083
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      22.02
_cell_measurement_theta_min      2.21
_cell_volume                     2907.7(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    SIR-2004
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0994
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14070
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.073
_diffrn_reflns_theta_max         25.073
_diffrn_reflns_theta_min         1.843
_exptl_absorpt_coefficient_mu    0.257
_exptl_absorpt_correction_T_max  0.9898
_exptl_absorpt_correction_T_min  0.7932
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.782
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     689
_refine_ls_number_reflns         10099
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.782
_refine_ls_R_factor_all          0.1323
_refine_ls_R_factor_gt           0.0610
_refine_ls_shift/su_max          0.055
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1575P)²+2.5272P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1674
_refine_ls_wR_factor_ref         0.2302
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5356
_reflns_number_total             10099
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc00002g2.cif
_cod_data_source_block           2iPr_a
_cod_depositor_comments
;Adding full bibliography for 1557869--1557876.cif.

 Adding full bibliography for 1557869--1557876.cif.
;
_cod_original_cell_volume        2907.6(9)
_cod_database_code               1557875
_shelx_shelxl_version_number     2014/7
_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   0.972
_shelx_estimated_absorpt_t_max   0.990
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-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_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
Cl1 Cl 0.31716(14) -0.16609(10) 0.63555(10) 0.0758(5) Uani 1 1 d . . . . .
Cl2 Cl -0.36064(14) 0.19076(14) 0.63467(12) 0.0955(6) Uani 1 1 d . . . . .
Cl3 Cl -0.56920(13) 0.75277(12) 0.95865(11) 0.0868(6) Uani 1 1 d . . . . .
Cl4 Cl 0.37162(13) 0.94707(15) 1.18758(8) 0.0917(6) Uani 1 1 d . . . . .
O1 O 0.1646(3) 0.4204(2) 0.79263(15) 0.0379(7) Uani 1 1 d . . . . .
O2 O 0.1289(3) 0.1601(2) 0.48104(16) 0.0447(8) Uani 1 1 d . . . . .
O3 O 0.3243(3) 0.1974(2) 0.48548(17) 0.0475(8) Uani 1 1 d . . . . .
O4 O -0.1518(3) 0.5620(2) 0.94711(16) 0.0482(8) Uani 1 1 d . . . . .
O5 O 0.1784(3) 0.8885(2) 0.86045(18) 0.0471(8) Uani 1 1 d . . . . .
O6 O -0.2930(3) 0.4952(2) 0.83368(15) 0.0397(7) Uani 1 1 d . . . . .
O7 O 0.2140(3) 0.2814(2) 0.80698(17) 0.0466(8) Uani 1 1 d . . . . .
O8 O 0.0074(3) 0.9273(2) 0.8632(2) 0.0693(11) Uani 1 1 d . . . . .
N2 N 0.1419(3) 0.1862(2) 0.64290(19) 0.0342(8) Uani 1 1 d . . . . .
N3 N -0.0786(3) 0.7615(2) 0.93448(18) 0.0350(8) Uani 1 1 d . . . . .
C1 C 0.3117(4) 0.4423(3) 0.6960(2) 0.0305(9) Uani 1 1 d . . . . .
H1 H 0.3225 0.4961 0.7349 0.037 Uiso 1 1 calc R U . . .
C4 C -0.0502(4) 0.6236(3) 0.7226(2) 0.0297(9) Uani 1 1 d . . . . .
C5 C 0.3659(3) 0.4554(3) 0.6374(2) 0.0294(9) Uani 1 1 d . . . . .
C6 C 0.3425(4) 0.3741(3) 0.5799(2) 0.0310(9) Uani 1 1 d . . . . .
H6 H 0.3795 0.3792 0.5397 0.037 Uiso 1 1 calc R U . . .
C7 C 0.2426(3) 0.3542(3) 0.7000(2) 0.0294(9) Uani 1 1 d . . . . .
C8 C -0.0367(4) 0.5764(3) 0.6458(2) 0.0344(10) Uani 1 1 d . . . . .
C9 C 0.2170(4) 0.2747(3) 0.6409(2) 0.0300(9) Uani 1 1 d . . . . .
C10 C 0.2673(4) 0.2869(3) 0.5799(2) 0.0304(9) Uani 1 1 d . . . . .
C11 C 0.0271(4) 0.8048(3) 0.9960(2) 0.0320(9) Uani 1 1 d . . . . .
C12 C 0.0012(4) 0.7645(3) 0.8233(2) 0.0346(10) Uani 1 1 d . . . . .
C14 C -0.1226(4) 0.5757(3) 0.7618(2) 0.0323(9) Uani 1 1 d . . . . .
H14 H -0.1685 0.5116 0.7399 0.039 Uiso 1 1 calc R U . . .
C15 C 0.4453(4) 0.5515(3) 0.6339(2) 0.0357(10) Uani 1 1 d . . . . .
C16 C 0.0621(4) 0.8692(3) 0.8511(2) 0.0384(10) Uani 1 1 d . . . . .
C17 C -0.1303(4) 0.6189(3) 0.8327(2) 0.0320(9) Uani 1 1 d . . . . .
C18 C 0.0134(4) 0.7187(3) 0.7553(2) 0.0329(9) Uani 1 1 d . . . . .
H18 H 0.0660 0.7527 0.7306 0.040 Uiso 1 1 calc R U . . .
C19 C 0.2310(4) 0.2073(3) 0.5111(2) 0.0334(10) Uani 1 1 d . . . . .
C20 C 0.2044(4) 0.3450(3) 0.7716(2) 0.0346(10) Uani 1 1 d . . . . .
C21 C 0.1836(4) 0.1026(3) 0.6388(2) 0.0333(9) Uani 1 1 d . . . . .
C22 C -0.2218(4) 0.7524(3) 1.0099(3) 0.0419(11) Uani 1 1 d . . . . .
H22 H -0.1609 0.7466 1.0535 0.050 Uiso 1 1 calc R U . . .
C23 C 0.3068(4) 0.1086(3) 0.6627(2) 0.0397(10) Uani 1 1 d . . . . .
H23 H 0.3633 0.1695 0.6814 0.048 Uiso 1 1 calc R U . . .
C24 C -0.2824(4) 0.7758(3) 0.8793(3) 0.0465(12) Uani 1 1 d . . . . .
H24 H -0.2640 0.7861 0.8328 0.056 Uiso 1 1 calc R U . . .
C25 C -0.1938(4) 0.7637(3) 0.9411(2) 0.0357(10) Uani 1 1 d . . . . .
C26 C -0.1910(4) 0.5578(3) 0.8791(2) 0.0350(10) Uani 1 1 d . . . . .
C27 C 0.1357(4) 0.4276(3) 0.8669(2) 0.0393(11) Uani 1 1 d . . . . .
H27 H 0.1915 0.4006 0.9044 0.047 Uiso 1 1 calc R U . . .
C28 C -0.0697(4) 0.7151(3) 0.8636(2) 0.0331(9) Uani 1 1 d . . . . .
C29 C 0.0203(4) 0.1836(3) 0.6402(2) 0.0372(10) Uani 1 1 d . . . . .
C30 C -0.0474(4) 0.2248(3) 0.5860(3) 0.0451(11) Uani 1 1 d . . . . .
H30 H -0.0129 0.2526 0.5497 0.054 Uiso 1 1 calc R U . . .
C31 C 0.0366(4) 0.8890(3) 1.0454(2) 0.0408(11) Uani 1 1 d . . . . .
H31 H -0.0298 0.9174 1.0383 0.049 Uiso 1 1 calc R U . . .
C32 C 0.1030(4) 0.0123(3) 0.6105(2) 0.0381(10) Uani 1 1 d . . . . .
H32 H 0.0187 0.0071 0.5916 0.046 Uiso 1 1 calc R U . . .
C33 C 0.2975(5) 0.1188(4) 0.4188(3) 0.0565(14) Uani 1 1 d . . . . .
H33 H 0.2327 0.0646 0.4229 0.068 Uiso 1 1 calc R U . . .
C34 C 0.2301(4) 0.8077(4) 1.0662(3) 0.0489(12) Uani 1 1 d . . . . .
H34 H 0.2970 0.7799 1.0735 0.059 Uiso 1 1 calc R U . . .
C35 C -0.1650(4) 0.2261(3) 0.5840(3) 0.0532(13) Uani 1 1 d . . . . .
H35 H -0.2109 0.2546 0.5467 0.064 Uiso 1 1 calc R U . . .
C36 C 0.1251(4) 0.7647(3) 1.0078(2) 0.0402(11) Uani 1 1 d . . . . .
H36 H 0.1196 0.7068 0.9751 0.048 Uiso 1 1 calc R U . . .
C37 C 0.2663(5) -0.0614(3) 0.6343(3) 0.0472(12) Uani 1 1 d . . . . .
C38 C 0.1578(5) 0.5328(3) 0.8956(3) 0.0477(12) Uani 1 1 d . . . . .
H38A H 0.1068 0.5599 0.8571 0.072 Uiso 1 1 calc R U . . .
H38B H 0.2431 0.5646 0.9041 0.072 Uiso 1 1 calc R U . . .
H38C H 0.1378 0.5428 0.9444 0.072 Uiso 1 1 calc R U . . .
C39 C 0.1441(4) -0.0693(3) 0.6096(3) 0.0434(11) Uani 1 1 d . . . . .
H39 H 0.0884 -0.1307 0.5920 0.052 Uiso 1 1 calc R U . . .
C40 C 0.0070(4) 0.3721(4) 0.8530(3) 0.0511(12) Uani 1 1 d . . . . .
H40A H -0.0467 0.3949 0.8127 0.077 Uiso 1 1 calc R U . . .
H40B H -0.0155 0.3814 0.9010 0.077 Uiso 1 1 calc R U . . .
H40C H -0.0008 0.3038 0.8362 0.077 Uiso 1 1 calc R U . . .
C41 C -0.3362(5) 0.7495(3) 1.0157(3) 0.0489(12) Uani 1 1 d . . . . .
H41 H -0.3545 0.7414 1.0626 0.059 Uiso 1 1 calc R U . . .
C42 C -0.2141(5) 0.1857(4) 0.6364(3) 0.0596(14) Uani 1 1 d . . . . .
C43 C 0.4657(5) 0.6282(3) 0.7056(3) 0.0505(12) Uani 1 1 d . . . . .
H43A H 0.5170 0.6886 0.7013 0.076 Uiso 1 1 calc R U . . .
H43B H 0.5056 0.6069 0.7522 0.076 Uiso 1 1 calc R U . . .
H43C H 0.3876 0.6378 0.7089 0.076 Uiso 1 1 calc R U . . .
C44 C 0.1414(4) 0.9315(4) 1.1043(3) 0.0521(13) Uani 1 1 d . . . . .
H44 H 0.1472 0.9886 1.1381 0.063 Uiso 1 1 calc R U . . .
C45 C 0.3838(5) 0.5872(3) 0.5629(3) 0.0518(13) Uani 1 1 d . . . . .
H45A H 0.3657 0.5381 0.5166 0.078 Uiso 1 1 calc R U . . .
H45B H 0.4376 0.6460 0.5580 0.078 Uiso 1 1 calc R U . . .
H45C H 0.3083 0.6006 0.5683 0.078 Uiso 1 1 calc R U . . .
C46 C 0.2467(5) 0.9895(3) 0.8893(3) 0.0556(13) Uani 1 1 d . . . . .
C47 C 0.3481(4) 0.0257(3) 0.6592(3) 0.0480(12) Uani 1 1 d . . . . .
H47 H 0.4324 0.0300 0.6741 0.058 Uiso 1 1 calc R U . . .
C48 C -0.3979(4) 0.7728(4) 0.8847(3) 0.0592(15) Uani 1 1 d . . . . .
H48 H -0.4588 0.7806 0.8420 0.071 Uiso 1 1 calc R U . . .
C49 C -0.0320(4) 0.1414(3) 0.6918(3) 0.0487(12) Uani 1 1 d . . . . .
H49 H 0.0126 0.1116 0.7286 0.058 Uiso 1 1 calc R U . . .
C50 C -0.4278(5) 0.3400(4) 0.8088(3) 0.0574(13) Uani 1 1 d . . . . .
H50A H -0.4877 0.3582 0.7689 0.086 Uiso 1 1 calc R U . . .
H50B H -0.4691 0.2901 0.8313 0.086 Uiso 1 1 calc R U . . .
H50C H -0.3716 0.3156 0.7855 0.086 Uiso 1 1 calc R U . . .
C51 C 0.0974(4) 0.5869(4) 0.6542(3) 0.0528(13) Uani 1 1 d . . . . .
H51A H 0.1065 0.5567 0.6057 0.079 Uiso 1 1 calc R U . . .
H51B H 0.1319 0.5557 0.6962 0.079 Uiso 1 1 calc R U . . .
H51C H 0.1400 0.6551 0.6661 0.079 Uiso 1 1 calc R U . . .
C52 C -0.0899(5) 0.6275(4) 0.5818(2) 0.0499(12) Uani 1 1 d . . . . .
H52A H -0.0858 0.5961 0.5321 0.075 Uiso 1 1 calc R U . . .
H52B H -0.0436 0.6947 0.5933 0.075 Uiso 1 1 calc R U . . .
H52C H -0.1745 0.6244 0.5788 0.075 Uiso 1 1 calc R U . . .
C53 C -0.3589(4) 0.4261(3) 0.8709(3) 0.0471(12) Uani 1 1 d . . . . .
H53 H -0.2994 0.4070 0.9122 0.057 Uiso 1 1 calc R U . . .
C54 C -0.4232(4) 0.7586(3) 0.9526(3) 0.0533(13) Uani 1 1 d . . . . .
C55 C -0.1019(5) 0.4701(3) 0.6240(3) 0.0505(12) Uani 1 1 d . . . . .
H55A H -0.1884 0.4623 0.6176 0.076 Uiso 1 1 calc R U . . .
H55B H -0.0683 0.4372 0.6649 0.076 Uiso 1 1 calc R U . . .
H55C H -0.0909 0.4425 0.5753 0.076 Uiso 1 1 calc R U . . .
C56 C 0.2381(4) 0.8910(4) 1.1142(3) 0.0551(14) Uani 1 1 d . . . . .
C57 C 0.5685(4) 0.5382(4) 0.6309(3) 0.0588(14) Uani 1 1 d . . . . .
H57A H 0.5579 0.4906 0.5850 0.088 Uiso 1 1 calc R U . . .
H57B H 0.6068 0.5161 0.6774 0.088 Uiso 1 1 calc R U . . .
H57C H 0.6199 0.5995 0.6282 0.088 Uiso 1 1 calc R U . . .
C58 C -0.1500(5) 0.1431(4) 0.6893(3) 0.0592(14) Uani 1 1 d . . . . .
H58 H -0.1860 0.1144 0.7246 0.071 Uiso 1 1 calc R U . . .
C59 C -0.4378(5) 0.4738(4) 0.9066(3) 0.0626(14) Uani 1 1 d . . . . .
H59A H -0.4955 0.4932 0.8663 0.094 Uiso 1 1 calc R U . . .
H59B H -0.3872 0.5305 0.9453 0.094 Uiso 1 1 calc R U . . .
H59C H -0.4819 0.4288 0.9317 0.094 Uiso 1 1 calc R U . . .
C60 C 0.2519(9) 0.1522(5) 0.3452(4) 0.118(3) Uani 1 1 d . . . . .
H60A H 0.2273 0.0982 0.3017 0.176 Uiso 1 1 calc R U . . .
H60B H 0.3162 0.2026 0.3387 0.176 Uiso 1 1 calc R U . . .
H60C H 0.1823 0.1777 0.3470 0.176 Uiso 1 1 calc R U . . .
C61 C 0.4116(7) 0.0871(7) 0.4290(6) 0.162(5) Uani 1 1 d . . . . .
H61A H 0.4003 0.0346 0.3865 0.243 Uiso 1 1 calc R U . . .
H61B H 0.4319 0.0650 0.4783 0.243 Uiso 1 1 calc R U . . .
H61C H 0.4774 0.1410 0.4290 0.243 Uiso 1 1 calc R U . . .
C62 C 0.2329(13) 1.0410(7) 0.8262(6) 0.113(4) Uani 0.658(12) 1 d . . P A 1
H62A H 0.2531 1.0070 0.7835 0.169 Uiso 0.658(12) 1 calc R U P A 1
H62B H 0.2873 1.1056 0.8436 0.169 Uiso 0.658(12) 1 calc R U P A 1
H62C H 0.1490 1.0454 0.8084 0.169 Uiso 0.658(12) 1 calc R U P A 1
C63 C 0.3704(13) 0.9875(7) 0.9352(7) 0.113(4) Uani 0.658(12) 1 d . . P A 1
H63A H 0.4111 0.9606 0.9006 0.169 Uiso 0.658(12) 1 calc R U P A 1
H63B H 0.3638 0.9477 0.9743 0.169 Uiso 0.658(12) 1 calc R U P A 1
H63C H 0.4174 1.0529 0.9607 0.169 Uiso 0.658(12) 1 calc R U P A 1
C64 C 0.2868(18) 0.9980(13) 0.9707(11) 0.089(7) Uani 0.342(12) 1 d . . P A 2
H64A H 0.2668 0.9438 0.9936 0.106 Uiso 0.342(12) 1 calc R U P A 2
H64B H 0.3336 1.0578 1.0025 0.106 Uiso 0.342(12) 1 calc R U P A 2
C65 C 0.3580(19) 0.9940(13) 0.8588(12) 0.089(7) Uani 0.342(12) 1 d . . P A 2
H65A H 0.3782 0.9320 0.8573 0.133 Uiso 0.342(12) 1 calc R U P A 2
H65B H 0.4271 1.0442 0.8933 0.133 Uiso 0.342(12) 1 calc R U P A 2
H65C H 0.3391 1.0087 0.8066 0.133 Uiso 0.342(12) 1 calc R U P A 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'
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
C20 O1 C27 117.1(3) . . ?
C19 O3 C33 116.0(4) . . ?
C16 O5 C46 116.6(4) . . ?
C26 O6 C53 117.1(3) . . ?
C21 N2 C9 120.2(3) . . ?
C21 N2 C29 122.0(3) . . ?
C9 N2 C29 117.3(3) . . ?
C11 N3 C25 121.4(3) . . ?
C11 N3 C28 119.8(3) . . ?
C25 N3 C28 118.8(3) . . ?
C5 C1 C7 122.8(3) . . ?
C14 C4 C18 117.6(4) . . ?
C14 C4 C8 123.0(4) . . ?
C18 C4 C8 119.5(4) . . ?
C1 C5 C6 115.9(4) . . ?
C1 C5 C15 123.1(3) . . ?
C6 C5 C15 121.0(3) . . ?
C10 C6 C5 122.3(4) . . ?
C9 C7 C1 120.4(3) . . ?
C9 C7 C20 121.3(4) . . ?
C1 C7 C20 118.2(3) . . ?
C55 C8 C51 108.6(4) . . ?
C55 C8 C52 109.2(4) . . ?
C51 C8 C52 109.6(4) . . ?
C55 C8 C4 111.7(3) . . ?
C51 C8 C4 109.2(3) . . ?
C52 C8 C4 108.6(3) . . ?
C7 C9 C10 117.8(4) . . ?
C7 C9 N2 120.5(3) . . ?
C10 C9 N2 121.7(3) . . ?
C6 C10 C9 120.6(3) . . ?
C6 C10 C19 119.7(3) . . ?
C9 C10 C19 119.5(4) . . ?
C31 C11 C36 118.6(4) . . ?
C31 C11 N3 121.2(4) . . ?
C36 C11 N3 120.3(4) . . ?
C18 C12 C28 120.9(4) . . ?
C18 C12 C16 118.6(4) . . ?
C28 C12 C16 120.5(4) . . ?
C4 C14 C17 122.0(4) . . ?
C5 C15 C57 108.8(3) . . ?
C5 C15 C45 109.3(3) . . ?
C57 C15 C45 111.0(4) . . ?
C5 C15 C43 111.8(3) . . ?
C57 C15 C43 108.0(4) . . ?
C45 C15 C43 107.9(4) . . ?
O8 C16 O5 125.1(4) . . ?
O8 C16 C12 122.3(4) . . ?
O5 C16 C12 112.6(4) . . ?
C28 C17 C14 120.0(4) . . ?
C28 C17 C26 120.6(3) . . ?
C14 C17 C26 119.0(4) . . ?
C12 C18 C4 121.2(4) . . ?
O2 C19 O3 123.9(4) . . ?
O2 C19 C10 123.8(4) . . ?
O3 C19 C10 112.3(4) . . ?
O7 C20 O1 124.9(4) . . ?
O7 C20 C7 124.7(4) . . ?
O1 C20 C7 110.3(3) . . ?
C32 C21 N2 121.1(4) . . ?
C32 C21 C23 118.5(4) . . ?
N2 C21 C23 120.4(4) . . ?
C41 C22 C25 121.1(5) . . ?
C47 C23 C21 120.4(4) . . ?
C48 C24 C25 120.5(5) . . ?
C24 C25 C22 118.6(4) . . ?
C24 C25 N3 120.7(4) . . ?
C22 C25 N3 120.7(4) . . ?
O4 C26 O6 124.4(4) . . ?
O4 C26 C17 124.6(4) . . ?
O6 C26 C17 111.0(3) . . ?
O1 C27 C38 105.2(3) . . ?
O1 C27 C40 108.9(3) . . ?
C38 C27 C40 113.5(4) . . ?
C17 C28 C12 118.2(4) . . ?
C17 C28 N3 121.2(4) . . ?
C12 C28 N3 120.6(4) . . ?
C49 C29 C30 119.1(4) . . ?
C49 C29 N2 121.1(4) . . ?
C30 C29 N2 119.8(4) . . ?
C29 C30 C35 120.8(5) . . ?
C44 C31 C11 120.4(4) . . ?
C21 C32 C39 120.7(4) . . ?
O3 C33 C61 105.0(4) . . ?
O3 C33 C60 109.9(4) . . ?
C61 C33 C60 116.3(6) . . ?
C36 C34 C56 119.7(4) . . ?
C42 C35 C30 119.2(5) . . ?
C34 C36 C11 120.9(4) . . ?
C39 C37 C47 121.4(4) . . ?
C39 C37 Cl1 119.0(4) . . ?
C47 C37 Cl1 119.6(4) . . ?
C37 C39 C32 119.6(4) . . ?
C54 C41 C22 119.0(5) . . ?
C58 C42 C35 121.0(5) . . ?
C58 C42 Cl2 120.4(4) . . ?
C35 C42 Cl2 118.6(5) . . ?
C56 C44 C31 119.8(4) . . ?
C64 C46 O5 104.5(8) . . ?
O5 C46 C62 109.5(5) . . ?
O5 C46 C63 105.8(5) . . ?
C62 C46 C63 119.7(8) . . ?
C64 C46 C65 107.9(13) . . ?
O5 C46 C65 102.1(7) . . ?
C37 C47 C23 119.4(4) . . ?
C24 C48 C54 119.2(5) . . ?
C58 C49 C29 119.6(5) . . ?
O6 C53 C59 108.6(4) . . ?
O6 C53 C50 106.3(4) . . ?
C59 C53 C50 113.9(4) . . ?
C41 C54 C48 121.5(4) . . ?
C41 C54 Cl3 119.4(4) . . ?
C48 C54 Cl3 119.1(4) . . ?
C44 C56 C34 120.5(5) . . ?
C44 C56 Cl4 119.4(4) . . ?
C34 C56 Cl4 120.1(4) . . ?
C42 C58 C49 120.2(5) . . ?
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
Cl1 C37 1.753(5) . ?
Cl2 C42 1.744(5) . ?
Cl3 C54 1.745(5) . ?
Cl4 C56 1.742(5) . ?
O1 C20 1.336(5) . ?
O1 C27 1.478(5) . ?
O2 C19 1.201(5) . ?
O3 C19 1.333(5) . ?
O3 C33 1.479(5) . ?
O4 C26 1.194(5) . ?
O5 C16 1.305(5) . ?
O5 C46 1.474(6) . ?
O6 C26 1.341(5) . ?
O6 C53 1.478(5) . ?
O7 C20 1.199(5) . ?
O8 C16 1.203(5) . ?
N2 C21 1.408(5) . ?
N2 C9 1.409(5) . ?
N2 C29 1.420(5) . ?
N3 C11 1.407(5) . ?
N3 C25 1.408(5) . ?
N3 C28 1.422(5) . ?
C1 C5 1.395(5) . ?
C1 C7 1.386(6) . ?
C4 C14 1.384(6) . ?
C4 C18 1.397(6) . ?
C4 C8 1.545(5) . ?
C5 C6 1.407(5) . ?
C5 C15 1.526(6) . ?
C6 C10 1.385(6) . ?
C7 C9 1.402(5) . ?
C7 C20 1.500(6) . ?
C8 C55 1.524(6) . ?
C8 C51 1.527(6) . ?
C8 C52 1.531(6) . ?
C9 C10 1.403(5) . ?
C10 C19 1.499(5) . ?
C11 C31 1.394(6) . ?
C11 C36 1.386(5) . ?
C12 C18 1.390(5) . ?
C12 C28 1.398(6) . ?
C12 C16 1.498(6) . ?
C14 C17 1.400(5) . ?
C15 C57 1.526(6) . ?
C15 C45 1.521(6) . ?
C15 C43 1.540(6) . ?
C17 C28 1.398(6) . ?
C17 C26 1.500(6) . ?
C21 C32 1.393(6) . ?
C21 C23 1.391(6) . ?
C22 C41 1.378(6) . ?
C22 C25 1.398(6) . ?
C23 C47 1.394(6) . ?
C24 C48 1.389(7) . ?
C24 C25 1.384(6) . ?
C27 C38 1.498(6) . ?
C27 C40 1.503(6) . ?
C29 C49 1.387(6) . ?
C29 C30 1.385(6) . ?
C30 C35 1.387(6) . ?
C31 C44 1.376(6) . ?
C32 C39 1.376(6) . ?
C33 C61 1.493(8) . ?
C33 C60 1.491(8) . ?
C34 C36 1.373(6) . ?
C34 C56 1.375(7) . ?
C35 C42 1.369(7) . ?
C37 C39 1.374(6) . ?
C37 C47 1.362(7) . ?
C41 C54 1.371(7) . ?
C42 C58 1.364(8) . ?
C44 C56 1.377(6) . ?
C46 C64 1.42(2) . ?
C46 C62 1.441(11) . ?
C46 C63 1.494(14) . ?
C46 C65 1.549(19) . ?
C48 C54 1.378(7) . ?
C49 C58 1.392(7) . ?
C50 C53 1.499(7) . ?
C53 C59 1.504(7) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 C1 C5 C6 2.5(6) . . . . ?
C7 C1 C5 C15 -178.1(4) . . . . ?
C1 C5 C6 C10 1.9(6) . . . . ?
C15 C5 C6 C10 -177.6(4) . . . . ?
C5 C1 C7 C9 -4.7(6) . . . . ?
C5 C1 C7 C20 170.9(4) . . . . ?
C14 C4 C8 C55 -5.6(5) . . . . ?
C18 C4 C8 C55 173.9(4) . . . . ?
C14 C4 C8 C51 -125.7(4) . . . . ?
C18 C4 C8 C51 53.8(5) . . . . ?
C14 C4 C8 C52 114.9(4) . . . . ?
C18 C4 C8 C52 -65.6(5) . . . . ?
C1 C7 C9 C10 2.4(6) . . . . ?
C20 C7 C9 C10 -173.0(3) . . . . ?
C1 C7 C9 N2 -176.9(3) . . . . ?
C20 C7 C9 N2 7.7(6) . . . . ?
C21 N2 C9 C7 -124.7(4) . . . . ?
C29 N2 C9 C7 62.3(5) . . . . ?
C21 N2 C9 C10 56.0(5) . . . . ?
C29 N2 C9 C10 -116.9(4) . . . . ?
C5 C6 C10 C9 -4.0(6) . . . . ?
C5 C6 C10 C19 170.8(4) . . . . ?
C7 C9 C10 C6 1.8(6) . . . . ?
N2 C9 C10 C6 -178.9(3) . . . . ?
C7 C9 C10 C19 -173.0(3) . . . . ?
N2 C9 C10 C19 6.3(6) . . . . ?
C25 N3 C11 C31 -34.9(6) . . . . ?
C28 N3 C11 C31 144.5(4) . . . . ?
C25 N3 C11 C36 146.1(4) . . . . ?
C28 N3 C11 C36 -34.6(6) . . . . ?
C18 C4 C14 C17 -1.8(6) . . . . ?
C8 C4 C14 C17 177.7(3) . . . . ?
C1 C5 C15 C57 123.9(4) . . . . ?
C6 C5 C15 C57 -56.7(5) . . . . ?
C1 C5 C15 C45 -114.8(4) . . . . ?
C6 C5 C15 C45 64.6(5) . . . . ?
C1 C5 C15 C43 4.6(5) . . . . ?
C6 C5 C15 C43 -175.9(4) . . . . ?
C46 O5 C16 O8 1.1(6) . . . . ?
C46 O5 C16 C12 -178.8(3) . . . . ?
C18 C12 C16 O8 123.8(5) . . . . ?
C28 C12 C16 O8 -54.0(6) . . . . ?
C18 C12 C16 O5 -56.3(5) . . . . ?
C28 C12 C16 O5 125.9(4) . . . . ?
C4 C14 C17 C28 4.1(6) . . . . ?
C4 C14 C17 C26 -168.4(4) . . . . ?
C28 C12 C18 C4 3.8(6) . . . . ?
C16 C12 C18 C4 -174.0(4) . . . . ?
C14 C4 C18 C12 -2.2(6) . . . . ?
C8 C4 C18 C12 178.3(3) . . . . ?
C33 O3 C19 O2 -3.8(6) . . . . ?
C33 O3 C19 C10 178.5(4) . . . . ?
C6 C10 C19 O2 -133.0(4) . . . . ?
C9 C10 C19 O2 41.9(6) . . . . ?
C6 C10 C19 O3 44.8(5) . . . . ?
C9 C10 C19 O3 -140.4(4) . . . . ?
C27 O1 C20 O7 3.0(6) . . . . ?
C27 O1 C20 C7 -173.6(3) . . . . ?
C9 C7 C20 O7 43.5(6) . . . . ?
C1 C7 C20 O7 -132.1(5) . . . . ?
C9 C7 C20 O1 -139.9(4) . . . . ?
C1 C7 C20 O1 44.5(5) . . . . ?
C9 N2 C21 C32 -154.3(4) . . . . ?
C29 N2 C21 C32 18.3(6) . . . . ?
C9 N2 C21 C23 25.3(5) . . . . ?
C29 N2 C21 C23 -162.1(4) . . . . ?
C32 C21 C23 C47 -1.0(6) . . . . ?
N2 C21 C23 C47 179.4(4) . . . . ?
C48 C24 C25 C22 -2.5(7) . . . . ?
C48 C24 C25 N3 176.5(4) . . . . ?
C41 C22 C25 C24 2.4(6) . . . . ?
C41 C22 C25 N3 -176.6(4) . . . . ?
C11 N3 C25 C24 141.5(4) . . . . ?
C28 N3 C25 C24 -37.8(6) . . . . ?
C11 N3 C25 C22 -39.4(6) . . . . ?
C28 N3 C25 C22 141.2(4) . . . . ?
C53 O6 C26 O4 -1.3(6) . . . . ?
C53 O6 C26 C17 176.4(3) . . . . ?
C28 C17 C26 O4 -37.9(6) . . . . ?
C14 C17 C26 O4 134.6(4) . . . . ?
C28 C17 C26 O6 144.4(4) . . . . ?
C14 C17 C26 O6 -43.1(5) . . . . ?
C20 O1 C27 C38 151.1(4) . . . . ?
C20 O1 C27 C40 -86.9(4) . . . . ?
C14 C17 C28 C12 -2.4(6) . . . . ?
C26 C17 C28 C12 170.0(4) . . . . ?
C14 C17 C28 N3 178.3(3) . . . . ?
C26 C17 C28 N3 -9.3(6) . . . . ?
C18 C12 C28 C17 -1.4(6) . . . . ?
C16 C12 C28 C17 176.3(4) . . . . ?
C18 C12 C28 N3 177.9(4) . . . . ?
C16 C12 C28 N3 -4.4(6) . . . . ?
C11 N3 C28 C17 123.4(4) . . . . ?
C25 N3 C28 C17 -57.2(5) . . . . ?
C11 N3 C28 C12 -55.9(5) . . . . ?
C25 N3 C28 C12 123.5(4) . . . . ?
C21 N2 C29 C49 55.1(5) . . . . ?
C9 N2 C29 C49 -132.1(4) . . . . ?
C21 N2 C29 C30 -125.8(4) . . . . ?
C9 N2 C29 C30 47.0(5) . . . . ?
C49 C29 C30 C35 1.4(7) . . . . ?
N2 C29 C30 C35 -177.7(4) . . . . ?
C36 C11 C31 C44 0.3(7) . . . . ?
N3 C11 C31 C44 -178.7(4) . . . . ?
N2 C21 C32 C39 -177.3(4) . . . . ?
C23 C21 C32 C39 3.1(6) . . . . ?
C19 O3 C33 C61 -149.2(6) . . . . ?
C19 O3 C33 C60 85.1(6) . . . . ?
C29 C30 C35 C42 -0.1(7) . . . . ?
C56 C34 C36 C11 0.7(7) . . . . ?
C31 C11 C36 C34 -0.9(6) . . . . ?
N3 C11 C36 C34 178.1(4) . . . . ?
C47 C37 C39 C32 -0.6(7) . . . . ?
Cl1 C37 C39 C32 178.1(3) . . . . ?
C21 C32 C39 C37 -2.3(7) . . . . ?
C25 C22 C41 C54 -0.4(7) . . . . ?
C30 C35 C42 C58 -1.2(8) . . . . ?
C30 C35 C42 Cl2 178.3(4) . . . . ?
C11 C31 C44 C56 0.6(8) . . . . ?
C16 O5 C46 C64 92.2(10) . . . . ?
C16 O5 C46 C62 -80.6(8) . . . . ?
C16 O5 C46 C63 149.1(7) . . . . ?
C16 O5 C46 C65 -155.4(10) . . . . ?
C39 C37 C47 C23 2.6(7) . . . . ?
Cl1 C37 C47 C23 -176.1(4) . . . . ?
C21 C23 C47 C37 -1.8(7) . . . . ?
C25 C24 C48 C54 0.5(7) . . . . ?
C30 C29 C49 C58 -1.3(7) . . . . ?
N2 C29 C49 C58 177.7(4) . . . . ?
C26 O6 C53 C59 83.6(5) . . . . ?
C26 O6 C53 C50 -153.5(4) . . . . ?
C22 C41 C54 C48 -1.7(7) . . . . ?
C22 C41 C54 Cl3 178.8(3) . . . . ?
C24 C48 C54 C41 1.6(8) . . . . ?
C24 C48 C54 Cl3 -178.9(4) . . . . ?
C31 C44 C56 C34 -0.9(8) . . . . ?
C31 C44 C56 Cl4 178.4(4) . . . . ?
C36 C34 C56 C44 0.3(8) . . . . ?
C36 C34 C56 Cl4 -179.0(4) . . . . ?
C35 C42 C58 C49 1.2(8) . . . . ?
Cl2 C42 C58 C49 -178.3(4) . . . . ?
C29 C49 C58 C42 0.1(8) . . . . ?
