#------------------------------------------------------------------------------
#$Date: 2020-05-04 05:47:47 +0300 (Mon, 04 May 2020) $
#$Revision: 251485 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/82/4038280.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_4038280
loop_
_publ_author_name
'Carlson, Angela S.'
'Liu, En-Chih'
'Topczewski, Joseph J.'
_publ_section_title
;
 A Cascade Reaction of Cinnamyl Azides with Acrylates Directly Generates
 Tetrahydro-Pyrrolo-Pyrazole Heterocycles.
;
_journal_issue                   9
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              6044
_journal_page_last               6059
_journal_paper_doi               10.1021/acs.joc.0c00535
_journal_volume                  85
_journal_year                    2020
_chemical_formula_sum            'C68 H90 Cl6 N12 O8'
_chemical_formula_weight         1416.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 91.764(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.0598(19)
_cell_length_b                   15.723(2)
_cell_length_c                   32.139(4)
_cell_measurement_reflns_used    9879
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      27.60
_cell_measurement_theta_min      2.67
_cell_volume                     7101.4(16)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      125(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0715
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            163697
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.058
_exptl_absorpt_coefficient_mu    0.304
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_description       prism
_exptl_crystal_F_000             2992
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     895
_refine_ls_number_reflns         14529
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0403
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0437P)²+5.3912P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0984
_refine_ls_wR_factor_ref         0.1145
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10401
_reflns_number_total             14529
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c00535_si_004.cif
_cod_data_source_block           20019a_a
_cod_depositor_comments
'Adding full bibliography for 4038279--4038282.cif.'
_cod_original_cell_volume        7101.3(17)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4038280
_shelx_shelxl_version_number     2016/6
_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   0.888
_shelx_estimated_absorpt_t_max   0.942
loop_
_space_group_symop_operation_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_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 0.58356(5) 0.44027(4) 0.77384(2) 0.04835(17) Uani 1 1 d . . . . .
Cl2 Cl -0.09039(5) 0.30650(4) 0.72353(2) 0.04471(16) Uani 1 1 d . . . . .
Cl3 Cl 0.40747(3) 0.18905(4) 0.69627(2) 0.02636(12) Uani 1 1 d . . . . .
Cl4 Cl 0.63198(4) 0.23905(4) 0.80049(2) 0.02815(12) Uani 1 1 d . . . . .
Cl5 Cl 0.09369(3) 0.55863(4) 0.80065(2) 0.02684(12) Uani 1 1 d . . . . .
Cl6 Cl -0.12900(4) 0.50877(4) 0.69580(2) 0.02836(12) Uani 1 1 d . . . . .
O1A O 0.71489(11) 0.41404(10) 0.61521(6) 0.0440(4) Uani 1 1 d . . . . .
O1B O 0.35712(11) 0.43394(12) 0.68404(5) 0.0444(4) Uani 1 1 d . . . . .
O1C O 0.14702(12) 0.30820(13) 0.81190(6) 0.0497(5) Uani 1 1 d . . . . .
O1D O -0.21632(11) 0.33658(10) 0.88115(5) 0.0372(4) Uani 1 1 d . . . . .
O2A O 0.83373(10) 0.31995(9) 0.61692(4) 0.0285(3) Uani 1 1 d . . . . .
O2B O 0.30719(11) 0.39667(10) 0.61959(5) 0.0326(4) Uani 1 1 d . . . . .
O2C O 0.19668(11) 0.34913(10) 0.87574(5) 0.0321(4) Uani 1 1 d . . . . .
O2D O -0.33488(10) 0.43141(9) 0.87648(4) 0.0258(3) Uani 1 1 d . . . . .
N1A N 0.62146(12) 0.22255(11) 0.70420(5) 0.0227(4) Uani 1 1 d . . . . .
N1B N 0.09671(13) 0.53734(12) 0.70745(5) 0.0246(4) Uani 1 1 d . . . . .
N1C N 0.40846(13) 0.20540(12) 0.78967(5) 0.0247(4) Uani 1 1 d . . . . .
N1D N -0.12068(12) 0.52995(12) 0.79153(5) 0.0235(4) Uani 1 1 d . . . . .
N2A N 0.60008(11) 0.26429(11) 0.61464(5) 0.0225(4) Uani 1 1 d . . . . .
N2B N 0.12991(12) 0.44305(11) 0.62788(5) 0.0230(4) Uani 1 1 d . . . . .
N2C N 0.37442(11) 0.30396(11) 0.86797(5) 0.0223(4) Uani 1 1 d . . . . .
N2D N -0.09690(11) 0.48153(11) 0.87960(5) 0.0207(4) Uani 1 1 d . . . . .
N3A N 0.60025(11) 0.19347(12) 0.59803(5) 0.0248(4) Uani 1 1 d . . . . .
N3B N 0.10897(11) 0.49751(11) 0.60129(5) 0.0226(4) Uani 1 1 d . . . . .
N3C N 0.39663(11) 0.25113(11) 0.89520(5) 0.0215(4) Uani 1 1 d . . . . .
N3D N -0.09395(11) 0.55150(11) 0.89728(5) 0.0225(4) Uani 1 1 d . . . . .
C1A C 0.89479(16) 0.38105(15) 0.59717(7) 0.0343(5) Uani 1 1 d . . . . .
H1AA H 0.958802 0.357076 0.595057 0.052 Uiso 1 1 calc R U . . .
H1AB H 0.897964 0.433218 0.613840 0.052 Uiso 1 1 calc R U . . .
H1AC H 0.868934 0.394208 0.569244 0.052 Uiso 1 1 calc R U . . .
C1B C 0.39891(16) 0.35731(15) 0.61259(8) 0.0386(6) Uani 1 1 d . . . . .
H1BA H 0.397902 0.330760 0.584992 0.058 Uiso 1 1 calc R U . . .
H1BB H 0.411745 0.313900 0.633910 0.058 Uiso 1 1 calc R U . . .
H1BC H 0.448880 0.400746 0.614144 0.058 Uiso 1 1 calc R U . . .
C1C C 0.10475(16) 0.38876(15) 0.88222(8) 0.0389(6) Uani 1 1 d . . . . .
H1CA H 0.092704 0.432233 0.860847 0.058 Uiso 1 1 calc R U . . .
H1CB H 0.104979 0.415273 0.909816 0.058 Uiso 1 1 calc R U . . .
H1CC H 0.054662 0.345458 0.880350 0.058 Uiso 1 1 calc R U . . .
C1D C -0.39746(15) 0.37151(15) 0.89626(7) 0.0302(5) Uani 1 1 d . . . . .
H1DA H -0.461333 0.396090 0.897652 0.045 Uiso 1 1 calc R U . . .
H1DB H -0.372888 0.359168 0.924485 0.045 Uiso 1 1 calc R U . . .
H1DC H -0.400466 0.318764 0.880031 0.045 Uiso 1 1 calc R U . . .
C2A C 0.74622(14) 0.34557(13) 0.62373(6) 0.0219(4) Uani 1 1 d . . . . .
C2B C 0.29743(15) 0.43210(14) 0.65655(7) 0.0273(5) Uani 1 1 d . . . . .
C2C C 0.20692(15) 0.31170(14) 0.83928(7) 0.0275(5) Uani 1 1 d . . . . .
C2D C -0.24667(14) 0.40506(13) 0.87131(6) 0.0204(4) Uani 1 1 d . . . . .
C3A C 0.68667(13) 0.27666(12) 0.64346(6) 0.0188(4) Uani 1 1 d . . . . .
C3B C 0.20106(14) 0.47554(13) 0.65995(6) 0.0219(4) Uani 1 1 d . . . . .
C3C C 0.30358(14) 0.26875(13) 0.83645(6) 0.0217(4) Uani 1 1 d . . . . .
C3D C -0.18587(13) 0.47331(12) 0.85170(5) 0.0186(4) Uani 1 1 d . . . . .
C4A C 0.65024(14) 0.30478(13) 0.68567(6) 0.0224(4) Uani 1 1 d . . . . .
H4AA H 0.701030 0.332710 0.702749 0.027 Uiso 1 1 calc R U . . .
H4AB H 0.595431 0.343970 0.682330 0.027 Uiso 1 1 calc R U . . .
C4B C 0.16003(15) 0.46285(14) 0.70269(6) 0.0269(5) Uani 1 1 d . . . . .
H4BA H 0.123672 0.409026 0.703911 0.032 Uiso 1 1 calc R U . . .
H4BB H 0.210996 0.462167 0.724639 0.032 Uiso 1 1 calc R U . . .
C4C C 0.34430(15) 0.27998(14) 0.79347(6) 0.0272(5) Uani 1 1 d . . . . .
H4CA H 0.293279 0.279220 0.771543 0.033 Uiso 1 1 calc R U . . .
H4CB H 0.380136 0.333977 0.791626 0.033 Uiso 1 1 calc R U . . .
C4D C -0.15258(14) 0.44752(13) 0.80869(6) 0.0233(4) Uani 1 1 d . . . . .
H4DA H -0.099594 0.406113 0.810770 0.028 Uiso 1 1 calc R U . . .
H4DB H -0.205303 0.422871 0.791483 0.028 Uiso 1 1 calc R U . . .
C5A C 0.69355(14) 0.15689(13) 0.69183(6) 0.0212(4) Uani 1 1 d . . . . .
H5A H 0.748786 0.160537 0.712116 0.025 Uiso 1 1 calc R U . . .
C5B C 0.14628(14) 0.61171(13) 0.68787(6) 0.0241(4) Uani 1 1 d . . . . .
H5B H 0.192343 0.635830 0.709065 0.029 Uiso 1 1 calc R U . . .
C5C C 0.36041(14) 0.13167(13) 0.81050(6) 0.0235(4) Uani 1 1 d . . . . .
H5C H 0.314773 0.105542 0.789719 0.028 Uiso 1 1 calc R U . . .
C5D C -0.19068(14) 0.59633(13) 0.80547(6) 0.0221(4) Uani 1 1 d . . . . .
H5D H -0.246778 0.594807 0.785584 0.026 Uiso 1 1 calc R U . . .
C6A C 0.72817(13) 0.18738(12) 0.64884(5) 0.0181(4) Uani 1 1 d . . . . .
H6A H 0.799254 0.188935 0.648588 0.022 Uiso 1 1 calc R U . . .
C6B C 0.20437(14) 0.57236(13) 0.65234(6) 0.0198(4) Uani 1 1 d . . . . .
H6B H 0.271525 0.593355 0.653804 0.024 Uiso 1 1 calc R U . . .
C6C C 0.30144(14) 0.17262(13) 0.84537(5) 0.0198(4) Uani 1 1 d . . . . .
H6C H 0.234585 0.150858 0.844203 0.024 Uiso 1 1 calc R U . . .
C6D C -0.22414(13) 0.56358(12) 0.84812(5) 0.0179(4) Uani 1 1 d . . . . .
H6D H -0.295171 0.563926 0.849016 0.022 Uiso 1 1 calc R U . . .
C7A C 0.68680(14) 0.14108(13) 0.60972(6) 0.0212(4) Uani 1 1 d . . . . .
C7B C 0.16237(13) 0.57982(13) 0.60738(6) 0.0206(4) Uani 1 1 d . . . . .
C7C C 0.34372(13) 0.16819(12) 0.89040(6) 0.0197(4) Uani 1 1 d . . . . .
C7D C -0.17960(13) 0.60622(13) 0.88739(6) 0.0201(4) Uani 1 1 d . . . . .
C8A C 0.65351(16) 0.04987(14) 0.61728(7) 0.0302(5) Uani 1 1 d . . . . .
H8AA H 0.615587 0.030072 0.592682 0.036 Uiso 1 1 calc R U . . .
H8AB H 0.709795 0.012359 0.620557 0.036 Uiso 1 1 calc R U . . .
C8B C 0.09117(14) 0.65259(14) 0.60013(6) 0.0257(4) Uani 1 1 d . . . . .
H8BA H 0.126392 0.706792 0.597706 0.031 Uiso 1 1 calc R U . . .
H8BB H 0.055356 0.642885 0.573550 0.031 Uiso 1 1 calc R U . . .
C8C C 0.41562(14) 0.09629(13) 0.89876(6) 0.0235(4) Uani 1 1 d . . . . .
H8CA H 0.450870 0.107527 0.925333 0.028 Uiso 1 1 calc R U . . .
H8CB H 0.380963 0.041910 0.901666 0.028 Uiso 1 1 calc R U . . .
C8D C -0.14465(16) 0.69749(13) 0.88165(6) 0.0278(5) Uani 1 1 d . . . . .
H8DA H -0.200108 0.736271 0.879933 0.033 Uiso 1 1 calc R U . . .
H8DB H -0.104714 0.714195 0.906214 0.033 Uiso 1 1 calc R U . . .
C9A C 0.59363(16) 0.04249(14) 0.65584(7) 0.0310(5) Uani 1 1 d . . . . .
H9AA H 0.537506 0.080308 0.652969 0.037 Uiso 1 1 calc R U . . .
H9AB H 0.570701 -0.016685 0.658720 0.037 Uiso 1 1 calc R U . . .
C9B C 0.02132(15) 0.65996(14) 0.63522(7) 0.0289(5) Uani 1 1 d . . . . .
H9BA H -0.013318 0.605619 0.638314 0.035 Uiso 1 1 calc R U . . .
H9BB H -0.025773 0.705190 0.628652 0.035 Uiso 1 1 calc R U . . .
C9C C 0.48589(15) 0.08807(14) 0.86406(6) 0.0271(5) Uani 1 1 d . . . . .
H9CA H 0.533632 0.043765 0.871280 0.033 Uiso 1 1 calc R U . . .
H9CB H 0.519686 0.142666 0.860377 0.033 Uiso 1 1 calc R U . . .
C9D C -0.08711(15) 0.70721(14) 0.84250(6) 0.0283(5) Uani 1 1 d . . . . .
H9DA H -0.063739 0.766402 0.840385 0.034 Uiso 1 1 calc R U . . .
H9DB H -0.031276 0.668855 0.844083 0.034 Uiso 1 1 calc R U . . .
C10A C 0.65302(15) 0.06734(14) 0.69431(6) 0.0284(5) Uani 1 1 d . . . . .
H10C H 0.706137 0.026444 0.698054 0.034 Uiso 1 1 calc R U . . .
H10D H 0.613033 0.063251 0.719054 0.034 Uiso 1 1 calc R U . . .
C10B C 0.07577(16) 0.68120(14) 0.67561(7) 0.0310(5) Uani 1 1 d . . . . .
H10G H 0.110352 0.735484 0.672194 0.037 Uiso 1 1 calc R U . . .
H10H H 0.030121 0.688853 0.698153 0.037 Uiso 1 1 calc R U . . .
C10C C 0.43205(16) 0.06407(14) 0.82373(6) 0.0294(5) Uani 1 1 d . . . . .
H10A H 0.478079 0.056019 0.801363 0.035 Uiso 1 1 calc R U . . .
H10B H 0.398516 0.009450 0.827722 0.035 Uiso 1 1 calc R U . . .
C10D C -0.14885(15) 0.68555(14) 0.80414(6) 0.0286(5) Uani 1 1 d . . . . .
H10E H -0.201460 0.727262 0.801585 0.034 Uiso 1 1 calc R U . . .
H10F H -0.110063 0.690935 0.779082 0.034 Uiso 1 1 calc R U . . .
C11A C 0.75374(14) 0.14458(13) 0.57320(6) 0.0206(4) Uani 1 1 d . . . . .
C11B C 0.23924(13) 0.58480(13) 0.57459(6) 0.0204(4) Uani 1 1 d . . . . .
C11C C 0.26721(14) 0.16533(13) 0.92313(6) 0.0203(4) Uani 1 1 d . . . . .
C11D C -0.24538(14) 0.59997(13) 0.92424(6) 0.0202(4) Uani 1 1 d . . . . .
C12A C 0.72852(15) 0.18073(14) 0.53497(6) 0.0275(5) Uani 1 1 d . . . . .
H12A H 0.667507 0.205957 0.531053 0.033 Uiso 1 1 calc R U . . .
C12B C 0.30449(14) 0.65109(13) 0.57679(6) 0.0236(4) Uani 1 1 d . . . . .
H12B H 0.302640 0.690647 0.599089 0.028 Uiso 1 1 calc R U . . .
C12C C 0.19881(14) 0.10153(13) 0.92118(6) 0.0229(4) Uani 1 1 d . . . . .
H12C H 0.199116 0.061368 0.899100 0.028 Uiso 1 1 calc R U . . .
C12D C -0.22028(15) 0.55905(13) 0.96137(6) 0.0246(4) Uani 1 1 d . . . . .
H12D H -0.159492 0.533033 0.964489 0.030 Uiso 1 1 calc R U . . .
C13A C 0.79130(15) 0.18051(15) 0.50234(6) 0.0290(5) Uani 1 1 d . . . . .
H13A H 0.772349 0.205690 0.476529 0.035 Uiso 1 1 calc R U . . .
C13B C 0.37259(14) 0.65999(13) 0.54654(6) 0.0245(4) Uani 1 1 d . . . . .
H13B H 0.416688 0.705683 0.548608 0.029 Uiso 1 1 calc R U . . .
C13C C 0.12995(14) 0.09583(13) 0.95118(6) 0.0246(4) Uani 1 1 d . . . . .
H13C H 0.083979 0.051606 0.949253 0.029 Uiso 1 1 calc R U . . .
C13D C -0.28284(16) 0.55572(14) 0.99393(6) 0.0279(5) Uani 1 1 d . . . . .
H13D H -0.264163 0.527359 1.018971 0.033 Uiso 1 1 calc R U . . .
C14A C 0.88079(14) 0.14437(13) 0.50673(6) 0.0233(4) Uani 1 1 d . . . . .
C14B C 0.37751(15) 0.60364(14) 0.51346(6) 0.0266(5) Uani 1 1 d . . . . .
C14C C 0.12688(15) 0.15323(14) 0.98383(6) 0.0260(5) Uani 1 1 d . . . . .
C14D C -0.37214(15) 0.59306(13) 0.99054(6) 0.0241(4) Uani 1 1 d . . . . .
C15A C 0.90598(14) 0.10876(14) 0.54506(6) 0.0253(4) Uani 1 1 d . . . . .
H15A H 0.966997 0.083476 0.548869 0.030 Uiso 1 1 calc R U . . .
C15B C 0.31191(16) 0.53801(16) 0.51145(7) 0.0351(5) Uani 1 1 d . . . . .
H15B H 0.313630 0.498666 0.489055 0.042 Uiso 1 1 calc R U . . .
C15C C 0.19563(18) 0.21602(16) 0.98583(7) 0.0375(6) Uani 1 1 d . . . . .
H15C H 0.195406 0.255871 1.008042 0.045 Uiso 1 1 calc R U . . .
C15D C -0.39715(15) 0.63384(14) 0.95343(6) 0.0263(5) Uani 1 1 d . . . . .
H15D H -0.457882 0.659996 0.950430 0.032 Uiso 1 1 calc R U . . .
C16A C 0.84438(15) 0.10919(14) 0.57783(6) 0.0253(4) Uani 1 1 d . . . . .
H16A H 0.864099 0.085089 0.603797 0.030 Uiso 1 1 calc R U . . .
C16B C 0.24359(16) 0.52833(15) 0.54143(6) 0.0322(5) Uani 1 1 d . . . . .
H16B H 0.199441 0.482689 0.539243 0.039 Uiso 1 1 calc R U . . .
C16C C 0.26499(17) 0.22232(15) 0.95618(7) 0.0342(5) Uani 1 1 d . . . . .
H16C H 0.311483 0.266051 0.958484 0.041 Uiso 1 1 calc R U . . .
C16D C -0.33533(14) 0.63716(14) 0.92070(6) 0.0253(4) Uani 1 1 d . . . . .
H16D H -0.354423 0.665060 0.895590 0.030 Uiso 1 1 calc R U . . .
C17A C 0.94918(15) 0.14349(15) 0.47138(6) 0.0287(5) Uani 1 1 d . . . . .
H17D H 0.913282 0.145535 0.444771 0.043 Uiso 1 1 calc R U . . .
H17E H 0.987303 0.091328 0.472760 0.043 Uiso 1 1 calc R U . . .
H17F H 0.991311 0.193033 0.473667 0.043 Uiso 1 1 calc R U . . .
C17B C 0.45181(16) 0.61336(16) 0.48080(7) 0.0345(5) Uani 1 1 d . . . . .
H17G H 0.420464 0.616993 0.453202 0.052 Uiso 1 1 calc R U . . .
H17H H 0.494503 0.564087 0.481794 0.052 Uiso 1 1 calc R U . . .
H17I H 0.488649 0.665314 0.486240 0.052 Uiso 1 1 calc R U . . .
C17C C 0.05126(17) 0.14705(16) 1.01604(7) 0.0350(5) Uani 1 1 d . . . . .
H17A H 0.017757 0.201529 1.017808 0.052 Uiso 1 1 calc R U . . .
H17B H 0.081094 0.133394 1.043184 0.052 Uiso 1 1 calc R U . . .
H17C H 0.005847 0.102224 1.008048 0.052 Uiso 1 1 calc R U . . .
C17D C -0.44076(16) 0.59054(16) 1.02572(6) 0.0325(5) Uani 1 1 d . . . . .
H17J H -0.495845 0.626602 1.018783 0.049 Uiso 1 1 calc R U . . .
H17K H -0.408949 0.611492 1.051276 0.049 Uiso 1 1 calc R U . . .
H17L H -0.462029 0.531907 1.029948 0.049 Uiso 1 1 calc R U . . .
H1 H 0.604(2) 0.362(2) 0.7858(9) 0.078(10) Uiso 1 1 d . . . . .
H2 H -0.105(2) 0.386(2) 0.7117(10) 0.084(10) Uiso 1 1 d . . . . .
H1A H 0.5577(18) 0.2108(16) 0.6953(7) 0.037(7) Uiso 1 1 d . . . . .
H1B H 0.0379(17) 0.5286(15) 0.6955(7) 0.032(6) Uiso 1 1 d . . . . .
H1C H 0.4677(17) 0.2162(15) 0.8024(7) 0.030(6) Uiso 1 1 d . . . . .
H1D H -0.0607(19) 0.5425(16) 0.8007(7) 0.039(7) Uiso 1 1 d . . . . .
H2A H 0.6187(17) 0.2239(16) 0.7313(8) 0.039(7) Uiso 1 1 d . . . . .
H2B H 0.0878(17) 0.5472(16) 0.7375(8) 0.043(7) Uiso 1 1 d . . . . .
H2C H 0.4154(15) 0.1926(14) 0.7614(7) 0.026(6) Uiso 1 1 d . . . . .
H2D H -0.1183(16) 0.5275(15) 0.7638(8) 0.035(7) Uiso 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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2A O2A C1A 116.02(17) . . ?
C2B O2B C1B 115.80(18) . . ?
C2C O2C C1C 116.01(18) . . ?
C2D O2D C1D 115.84(16) . . ?
C4A N1A C5A 107.25(15) . . ?
C4A N1A H1A 108.4(15) . . ?
C5A N1A H1A 115.0(15) . . ?
C4A N1A H2A 113.6(17) . . ?
C5A N1A H2A 109.3(16) . . ?
H1A N1A H2A 104(2) . . ?
C4B N1B C5B 106.43(15) . . ?
C4B N1B H1B 112.2(15) . . ?
C5B N1B H1B 111.5(15) . . ?
C4B N1B H2B 108.6(15) . . ?
C5B N1B H2B 111.1(15) . . ?
H1B N1B H2B 107(2) . . ?
C4C N1C C5C 106.76(15) . . ?
C4C N1C H1C 110.9(14) . . ?
C5C N1C H1C 110.6(14) . . ?
C4C N1C H2C 109.3(13) . . ?
C5C N1C H2C 109.0(14) . . ?
H1C N1C H2C 110.1(19) . . ?
C4D N1D C5D 106.62(15) . . ?
C4D N1D H1D 111.0(16) . . ?
C5D N1D H1D 111.1(16) . . ?
C4D N1D H2D 110.7(16) . . ?
C5D N1D H2D 111.7(15) . . ?
H1D N1D H2D 106(2) . . ?
N3A N2A C3A 111.52(16) . . ?
N3B N2B C3B 112.15(16) . . ?
N3C N2C C3C 112.09(16) . . ?
N3D N2D C3D 111.17(15) . . ?
N2A N3A C7A 113.41(16) . . ?
N2B N3B C7B 113.41(16) . . ?
N2C N3C C7C 113.25(15) . . ?
N2D N3D C7D 113.30(15) . . ?
O2A C1A H1AA 109.5 . . ?
O2A C1A H1AB 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
O2A C1A H1AC 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
O2B C1B H1BA 109.5 . . ?
O2B C1B H1BB 109.5 . . ?
H1BA C1B H1BB 109.5 . . ?
O2B C1B H1BC 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?
O2C C1C H1CA 109.5 . . ?
O2C C1C H1CB 109.5 . . ?
H1CA C1C H1CB 109.5 . . ?
O2C C1C H1CC 109.5 . . ?
H1CA C1C H1CC 109.5 . . ?
H1CB C1C H1CC 109.5 . . ?
O2D C1D H1DA 109.5 . . ?
O2D C1D H1DB 109.5 . . ?
H1DA C1D H1DB 109.5 . . ?
O2D C1D H1DC 109.5 . . ?
H1DA C1D H1DC 109.5 . . ?
H1DB C1D H1DC 109.5 . . ?
O1A C2A O2A 125.28(19) . . ?
O1A C2A C3A 122.36(18) . . ?
O2A C2A C3A 112.34(17) . . ?
O1B C2B O2B 125.6(2) . . ?
O1B C2B C3B 122.7(2) . . ?
O2B C2B C3B 111.71(18) . . ?
O1C C2C O2C 125.2(2) . . ?
O1C C2C C3C 122.9(2) . . ?
O2C C2C C3C 111.83(18) . . ?
O1D C2D O2D 125.20(19) . . ?
O1D C2D C3D 122.95(18) . . ?
O2D C2D C3D 111.85(17) . . ?
N2A C3A C2A 106.17(15) . . ?
N2A C3A C6A 104.33(15) . . ?
C2A C3A C6A 119.26(16) . . ?
N2A C3A C4A 107.08(15) . . ?
C2A C3A C4A 111.57(16) . . ?
C6A C3A C4A 107.58(15) . . ?
N2B C3B C4B 108.17(16) . . ?
N2B C3B C2B 111.90(16) . . ?
C4B C3B C2B 111.65(17) . . ?
N2B C3B C6B 104.44(15) . . ?
C4B C3B C6B 106.67(16) . . ?
C2B C3B C6B 113.56(16) . . ?
N2C C3C C4C 107.99(16) . . ?
N2C C3C C2C 111.72(16) . . ?
C4C C3C C2C 111.35(17) . . ?
N2C C3C C6C 104.62(15) . . ?
C4C C3C C6C 107.05(16) . . ?
C2C C3C C6C 113.69(16) . . ?
C2D C3D C6D 119.20(16) . . ?
C2D C3D N2D 106.14(15) . . ?
C6D C3D N2D 104.35(15) . . ?
C2D C3D C4D 112.29(16) . . ?
C6D C3D C4D 107.26(15) . . ?
N2D C3D C4D 106.65(15) . . ?
N1A C4A C3A 101.95(15) . . ?
N1A C4A H4AA 111.4 . . ?
C3A C4A H4AA 111.4 . . ?
N1A C4A H4AB 111.4 . . ?
C3A C4A H4AB 111.4 . . ?
H4AA C4A H4AB 109.2 . . ?
N1B C4B C3B 103.63(16) . . ?
N1B C4B H4BA 111.0 . . ?
C3B C4B H4BA 111.0 . . ?
N1B C4B H4BB 111.0 . . ?
C3B C4B H4BB 111.0 . . ?
H4BA C4B H4BB 109.0 . . ?
N1C C4C C3C 103.25(16) . . ?
N1C C4C H4CA 111.1 . . ?
C3C C4C H4CA 111.1 . . ?
N1C C4C H4CB 111.1 . . ?
C3C C4C H4CB 111.1 . . ?
H4CA C4C H4CB 109.1 . . ?
N1D C4D C3D 102.06(16) . . ?
N1D C4D H4DA 111.4 . . ?
C3D C4D H4DA 111.4 . . ?
N1D C4D H4DB 111.4 . . ?
C3D C4D H4DB 111.4 . . ?
H4DA C4D H4DB 109.2 . . ?
N1A C5A C10A 111.32(16) . . ?
N1A C5A C6A 104.73(15) . . ?
C10A C5A C6A 117.37(16) . . ?
N1A C5A H5A 107.7 . . ?
C10A C5A H5A 107.7 . . ?
C6A C5A H5A 107.7 . . ?
N1B C5B C10B 111.07(17) . . ?
N1B C5B C6B 104.96(16) . . ?
C10B C5B C6B 116.71(16) . . ?
N1B C5B H5B 107.9 . . ?
C10B C5B H5B 107.9 . . ?
C6B C5B H5B 107.9 . . ?
N1C C5C C10C 111.12(17) . . ?
N1C C5C C6C 104.94(16) . . ?
C10C C5C C6C 116.92(16) . . ?
N1C C5C H5C 107.8 . . ?
C10C C5C H5C 107.8 . . ?
C6C C5C H5C 107.8 . . ?
N1D C5D C10D 111.86(16) . . ?
N1D C5D C6D 104.51(15) . . ?
C10D C5D C6D 117.31(16) . . ?
N1D C5D H5D 107.6 . . ?
C10D C5D H5D 107.6 . . ?
C6D C5D H5D 107.6 . . ?
C3A C6A C7A 101.95(15) . . ?
C3A C6A C5A 104.78(15) . . ?
C7A C6A C5A 117.12(16) . . ?
C3A C6A H6A 110.8 . . ?
C7A C6A H6A 110.8 . . ?
C5A C6A H6A 110.8 . . ?
C3B C6B C7B 102.12(15) . . ?
C3B C6B C5B 104.93(15) . . ?
C7B C6B C5B 117.52(16) . . ?
C3B C6B H6B 110.6 . . ?
C7B C6B H6B 110.6 . . ?
C5B C6B H6B 110.6 . . ?
C3C C6C C7C 102.07(15) . . ?
C3C C6C C5C 104.99(15) . . ?
C7C C6C C5C 117.21(16) . . ?
C3C C6C H6C 110.7 . . ?
C7C C6C H6C 110.7 . . ?
C5C C6C H6C 110.7 . . ?
C3D C6D C7D 102.10(15) . . ?
C3D C6D C5D 105.10(15) . . ?
C7D C6D C5D 116.85(16) . . ?
C3D C6D H6D 110.7 . . ?
C7D C6D H6D 110.7 . . ?
C5D C6D H6D 110.7 . . ?
N3A C7A C11A 107.48(15) . . ?
N3A C7A C8A 107.65(16) . . ?
C11A C7A C8A 110.75(16) . . ?
N3A C7A C6A 103.03(15) . . ?
C11A C7A C6A 112.42(16) . . ?
C8A C7A C6A 114.86(16) . . ?
N3B C7B C8B 107.51(16) . . ?
N3B C7B C11B 108.27(15) . . ?
C8B C7B C11B 109.14(16) . . ?
N3B C7B C6B 103.33(15) . . ?
C8B C7B C6B 115.25(16) . . ?
C11B C7B C6B 112.85(15) . . ?
N3C C7C C11C 108.10(15) . . ?
N3C C7C C8C 107.40(15) . . ?
C11C C7C C8C 109.37(15) . . ?
N3C C7C C6C 103.34(15) . . ?
C11C C7C C6C 112.74(15) . . ?
C8C C7C C6C 115.37(16) . . ?
N3D C7D C11D 107.38(15) . . ?
N3D C7D C8D 107.68(16) . . ?
C11D C7D C8D 110.98(16) . . ?
N3D C7D C6D 103.06(15) . . ?
C11D C7D C6D 111.44(15) . . ?
C8D C7D C6D 115.61(16) . . ?
C9A C8A C7A 112.32(17) . . ?
C9A C8A H8AA 109.1 . . ?
C7A C8A H8AA 109.1 . . ?
C9A C8A H8AB 109.1 . . ?
C7A C8A H8AB 109.1 . . ?
H8AA C8A H8AB 107.9 . . ?
C9B C8B C7B 112.17(17) . . ?
C9B C8B H8BA 109.2 . . ?
C7B C8B H8BA 109.2 . . ?
C9B C8B H8BB 109.2 . . ?
C7B C8B H8BB 109.2 . . ?
H8BA C8B H8BB 107.9 . . ?
C9C C8C C7C 111.97(16) . . ?
C9C C8C H8CA 109.2 . . ?
C7C C8C H8CA 109.2 . . ?
C9C C8C H8CB 109.2 . . ?
C7C C8C H8CB 109.2 . . ?
H8CA C8C H8CB 107.9 . . ?
C9D C8D C7D 111.97(17) . . ?
C9D C8D H8DA 109.2 . . ?
C7D C8D H8DA 109.2 . . ?
C9D C8D H8DB 109.2 . . ?
C7D C8D H8DB 109.2 . . ?
H8DA C8D H8DB 107.9 . . ?
C10A C9A C8A 109.77(18) . . ?
C10A C9A H9AA 109.7 . . ?
C8A C9A H9AA 109.7 . . ?
C10A C9A H9AB 109.7 . . ?
C8A C9A H9AB 109.7 . . ?
H9AA C9A H9AB 108.2 . . ?
C8B C9B C10B 109.22(17) . . ?
C8B C9B H9BA 109.8 . . ?
C10B C9B H9BA 109.8 . . ?
C8B C9B H9BB 109.8 . . ?
C10B C9B H9BB 109.8 . . ?
H9BA C9B H9BB 108.3 . . ?
C8C C9C C10C 109.12(17) . . ?
C8C C9C H9CA 109.9 . . ?
C10C C9C H9CA 109.9 . . ?
C8C C9C H9CB 109.9 . . ?
C10C C9C H9CB 109.9 . . ?
H9CA C9C H9CB 108.3 . . ?
C10D C9D C8D 109.98(17) . . ?
C10D C9D H9DA 109.7 . . ?
C8D C9D H9DA 109.7 . . ?
C10D C9D H9DB 109.7 . . ?
C8D C9D H9DB 109.7 . . ?
H9DA C9D H9DB 108.2 . . ?
C9A C10A C5A 113.08(17) . . ?
C9A C10A H10C 109.0 . . ?
C5A C10A H10C 109.0 . . ?
C9A C10A H10D 109.0 . . ?
C5A C10A H10D 109.0 . . ?
H10C C10A H10D 107.8 . . ?
C5B C10B C9B 111.73(17) . . ?
C5B C10B H10G 109.3 . . ?
C9B C10B H10G 109.3 . . ?
C5B C10B H10H 109.3 . . ?
C9B C10B H10H 109.3 . . ?
H10G C10B H10H 107.9 . . ?
C5C C10C C9C 111.86(17) . . ?
C5C C10C H10A 109.2 . . ?
C9C C10C H10A 109.2 . . ?
C5C C10C H10B 109.2 . . ?
C9C C10C H10B 109.2 . . ?
H10A C10C H10B 107.9 . . ?
C5D C10D C9D 113.21(17) . . ?
C5D C10D H10E 108.9 . . ?
C9D C10D H10E 108.9 . . ?
C5D C10D H10F 108.9 . . ?
C9D C10D H10F 108.9 . . ?
H10E C10D H10F 107.7 . . ?
C12A C11A C16A 117.71(18) . . ?
C12A C11A C7A 123.20(18) . . ?
C16A C11A C7A 119.09(17) . . ?
C12B C11B C16B 118.28(18) . . ?
C12B C11B C7B 118.79(17) . . ?
C16B C11B C7B 122.85(18) . . ?
C12C C11C C16C 117.90(18) . . ?
C12C C11C C7C 119.40(17) . . ?
C16C C11C C7C 122.65(18) . . ?
C12D C11D C16D 117.98(17) . . ?
C12D C11D C7D 123.42(18) . . ?
C16D C11D C7D 118.60(17) . . ?
C11A C12A C13A 120.99(19) . . ?
C11A C12A H12A 119.5 . . ?
C13A C12A H12A 119.5 . . ?
C11B C12B C13B 120.49(19) . . ?
C11B C12B H12B 119.8 . . ?
C13B C12B H12B 119.8 . . ?
C11C C12C C13C 120.73(18) . . ?
C11C C12C H12C 119.6 . . ?
C13C C12C H12C 119.6 . . ?
C13D C12D C11D 120.92(19) . . ?
C13D C12D H12D 119.5 . . ?
C11D C12D H12D 119.5 . . ?
C14A C13A C12A 121.34(19) . . ?
C14A C13A H13A 119.3 . . ?
C12A C13A H13A 119.3 . . ?
C14B C13B C12B 121.5(2) . . ?
C14B C13B H13B 119.2 . . ?
C12B C13B H13B 119.2 . . ?
C14C C13C C12C 121.5(2) . . ?
C14C C13C H13C 119.3 . . ?
C12C C13C H13C 119.3 . . ?
C14D C13D C12D 121.17(19) . . ?
C14D C13D H13D 119.4 . . ?
C12D C13D H13D 119.4 . . ?
C13A C14A C15A 117.53(18) . . ?
C13A C14A C17A 121.65(18) . . ?
C15A C14A C17A 120.83(18) . . ?
C15B C14B C13B 117.57(18) . . ?
C15B C14B C17B 121.1(2) . . ?
C13B C14B C17B 121.3(2) . . ?
C15C C14C C13C 117.55(18) . . ?
C15C C14C C17C 121.4(2) . . ?
C13C C14C C17C 121.1(2) . . ?
C13D C14D C15D 117.85(18) . . ?
C13D C14D C17D 121.86(19) . . ?
C15D C14D C17D 120.29(19) . . ?
C16A C15A C14A 121.63(19) . . ?
C16A C15A H15A 119.2 . . ?
C14A C15A H15A 119.2 . . ?
C14B C15B C16B 121.5(2) . . ?
C14B C15B H15B 119.2 . . ?
C16B C15B H15B 119.2 . . ?
C14C C15C C16C 121.6(2) . . ?
C14C C15C H15C 119.2 . . ?
C16C C15C H15C 119.2 . . ?
C16D C15D C14D 121.38(19) . . ?
C16D C15D H15D 119.3 . . ?
C14D C15D H15D 119.3 . . ?
C15A C16A C11A 120.79(18) . . ?
C15A C16A H16A 119.6 . . ?
C11A C16A H16A 119.6 . . ?
C15B C16B C11B 120.6(2) . . ?
C15B C16B H16B 119.7 . . ?
C11B C16B H16B 119.7 . . ?
C15C C16C C11C 120.7(2) . . ?
C15C C16C H16C 119.6 . . ?
C11C C16C H16C 119.6 . . ?
C15D C16D C11D 120.70(18) . . ?
C15D C16D H16D 119.6 . . ?
C11D C16D H16D 119.6 . . ?
C14A C17A H17D 109.5 . . ?
C14A C17A H17E 109.5 . . ?
H17D C17A H17E 109.5 . . ?
C14A C17A H17F 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?
C14B C17B H17G 109.5 . . ?
C14B C17B H17H 109.5 . . ?
H17G C17B H17H 109.5 . . ?
C14B C17B H17I 109.5 . . ?
H17G C17B H17I 109.5 . . ?
H17H C17B H17I 109.5 . . ?
C14C C17C H17A 109.5 . . ?
C14C C17C H17B 109.5 . . ?
H17A C17C H17B 109.5 . . ?
C14C C17C H17C 109.5 . . ?
H17A C17C H17C 109.5 . . ?
H17B C17C H17C 109.5 . . ?
C14D C17D H17J 109.5 . . ?
C14D C17D H17K 109.5 . . ?
H17J C17D H17K 109.5 . . ?
C14D C17D H17L 109.5 . . ?
H17J C17D H17L 109.5 . . ?
H17K C17D H17L 109.5 . . ?
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 H1 1.31(3) . ?
Cl2 H2 1.32(3) . ?
O1A C2A 1.192(2) . ?
O1B C2B 1.200(3) . ?
O1C C2C 1.200(3) . ?
O1D C2D 1.197(2) . ?
O2A C2A 1.319(2) . ?
O2A C1A 1.448(2) . ?
O2B C2B 1.323(3) . ?
O2B C1B 1.454(3) . ?
O2C C2C 1.323(3) . ?
O2C C1C 1.456(3) . ?
O2D C2D 1.323(2) . ?
O2D C1D 1.449(2) . ?
N1A C4A 1.485(3) . ?
N1A C5A 1.509(3) . ?
N1A H1A 0.95(3) . ?
N1A H2A 0.87(3) . ?
N1B C4B 1.482(3) . ?
N1B C5B 1.509(3) . ?
N1B H1B 0.91(2) . ?
N1B H2B 0.99(3) . ?
N1C C4C 1.487(3) . ?
N1C C5C 1.509(3) . ?
N1C H1C 0.93(2) . ?
N1C H2C 0.94(2) . ?
N1D C4D 1.483(3) . ?
N1D C5D 1.512(3) . ?
N1D H1D 0.91(3) . ?
N1D H2D 0.89(2) . ?
N2A N3A 1.235(2) . ?
N2A C3A 1.519(2) . ?
N2B N3B 1.239(2) . ?
N2B C3B 1.503(2) . ?
N2C N3C 1.240(2) . ?
N2C C3C 1.504(2) . ?
N2D N3D 1.238(2) . ?
N2D C3D 1.522(2) . ?
N3A C7A 1.507(3) . ?
N3B C7B 1.506(3) . ?
N3C C7C 1.507(2) . ?
N3D C7D 1.506(2) . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
C1B H1BA 0.9800 . ?
C1B H1BB 0.9800 . ?
C1B H1BC 0.9800 . ?
C1C H1CA 0.9800 . ?
C1C H1CB 0.9800 . ?
C1C H1CC 0.9800 . ?
C1D H1DA 0.9800 . ?
C1D H1DB 0.9800 . ?
C1D H1DC 0.9800 . ?
C2A C3A 1.520(3) . ?
C2B C3B 1.524(3) . ?
C2C C3C 1.523(3) . ?
C2D C3D 1.521(3) . ?
C3A C6A 1.528(3) . ?
C3A C4A 1.530(2) . ?
C3B C4B 1.520(3) . ?
C3B C6B 1.543(3) . ?
C3C C4C 1.522(3) . ?
C3C C6C 1.539(3) . ?
C3D C6D 1.521(3) . ?
C3D C4D 1.528(2) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C4B H4BA 0.9900 . ?
C4B H4BB 0.9900 . ?
C4C H4CA 0.9900 . ?
C4C H4CB 0.9900 . ?
C4D H4DA 0.9900 . ?
C4D H4DB 0.9900 . ?
C5A C10A 1.522(3) . ?
C5A C6A 1.555(2) . ?
C5A H5A 1.0000 . ?
C5B C10B 1.519(3) . ?
C5B C6B 1.553(3) . ?
C5B H5B 1.0000 . ?
C5C C10C 1.516(3) . ?
C5C C6C 1.554(2) . ?
C5C H5C 1.0000 . ?
C5D C10D 1.522(3) . ?
C5D C6D 1.551(2) . ?
C5D H5D 1.0000 . ?
C6A C7A 1.550(3) . ?
C6A H6A 1.0000 . ?
C6B C7B 1.549(3) . ?
C6B H6B 1.0000 . ?
C6C C7C 1.549(3) . ?
C6C H6C 1.0000 . ?
C6D C7D 1.545(3) . ?
C6D H6D 1.0000 . ?
C7A C11A 1.528(3) . ?
C7A C8A 1.530(3) . ?
C7B C8B 1.533(3) . ?
C7B C11B 1.534(3) . ?
C7C C11C 1.528(2) . ?
C7C C8C 1.535(3) . ?
C7D C11D 1.528(2) . ?
C7D C8D 1.530(3) . ?
C8A C9A 1.524(3) . ?
C8A H8AA 0.9900 . ?
C8A H8AB 0.9900 . ?
C8B C9B 1.522(3) . ?
C8B H8BA 0.9900 . ?
C8B H8BB 0.9900 . ?
C8C C9C 1.518(3) . ?
C8C H8CA 0.9900 . ?
C8C H8CB 0.9900 . ?
C8D C9D 1.525(3) . ?
C8D H8DA 0.9900 . ?
C8D H8DB 0.9900 . ?
C9A C10A 1.522(3) . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?
C9B C10B 1.524(3) . ?
C9B H9BA 0.9900 . ?
C9B H9BB 0.9900 . ?
C9C C10C 1.528(3) . ?
C9C H9CA 0.9900 . ?
C9C H9CB 0.9900 . ?
C9D C10D 1.524(3) . ?
C9D H9DA 0.9900 . ?
C9D H9DB 0.9900 . ?
C10A H10C 0.9900 . ?
C10A H10D 0.9900 . ?
C10B H10G 0.9900 . ?
C10B H10H 0.9900 . ?
C10C H10A 0.9900 . ?
C10C H10B 0.9900 . ?
C10D H10E 0.9900 . ?
C10D H10F 0.9900 . ?
C11A C12A 1.390(3) . ?
C11A C16A 1.394(3) . ?
C11B C12B 1.389(3) . ?
C11B C16B 1.390(3) . ?
C11C C12C 1.390(3) . ?
C11C C16C 1.391(3) . ?
C11D C12D 1.392(3) . ?
C11D C16D 1.395(3) . ?
C12A C13A 1.391(3) . ?
C12A H12A 0.9500 . ?
C12B C13B 1.392(3) . ?
C12B H12B 0.9500 . ?
C12C C13C 1.390(3) . ?
C12C H12C 0.9500 . ?
C12D C13D 1.389(3) . ?
C12D H12D 0.9500 . ?
C13A C14A 1.384(3) . ?
C13A H13A 0.9500 . ?
C13B C14B 1.387(3) . ?
C13B H13B 0.9500 . ?
C13C C14C 1.386(3) . ?
C13C H13C 0.9500 . ?
C13D C14D 1.387(3) . ?
C13D H13D 0.9500 . ?
C14A C15A 1.389(3) . ?
C14A C17A 1.511(3) . ?
C14B C15B 1.384(3) . ?
C14B C17B 1.511(3) . ?
C14C C15C 1.382(3) . ?
C14C C17C 1.510(3) . ?
C14D C15D 1.390(3) . ?
C14D C17D 1.509(3) . ?
C15A C16A 1.384(3) . ?
C15A H15A 0.9500 . ?
C15B C16B 1.390(3) . ?
C15B H15B 0.9500 . ?
C15C C16C 1.388(3) . ?
C15C H15C 0.9500 . ?
C15D C16D 1.386(3) . ?
C15D H15D 0.9500 . ?
C16A H16A 0.9500 . ?
C16B H16B 0.9500 . ?
C16C H16C 0.9500 . ?
C16D H16D 0.9500 . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 0.9800 . ?
C17B H17G 0.9800 . ?
C17B H17H 0.9800 . ?
C17B H17I 0.9800 . ?
C17C H17A 0.9800 . ?
C17C H17B 0.9800 . ?
C17C H17C 0.9800 . ?
C17D H17J 0.9800 . ?
C17D H17K 0.9800 . ?
C17D H17L 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1A H1A Cl3 0.95(3) 2.14(3) 3.0574(19) 161(2) .
N1A H2A Cl4 0.87(3) 2.24(3) 3.1044(18) 171(2) .
N1B H1B Cl6 0.91(2) 2.37(2) 3.2155(19) 154.8(19) .
N1B H2B Cl5 0.99(3) 2.04(3) 3.0155(18) 170(2) .
N1C H1C Cl4 0.93(2) 2.34(2) 3.1953(19) 152.5(19) .
N1C H2C Cl3 0.94(2) 2.09(2) 3.0125(18) 165.8(19) .
N1D H1D Cl5 0.91(3) 2.19(3) 3.0527(19) 160(2) .
N1D H2D Cl6 0.89(2) 2.21(3) 3.0933(18) 172(2) .
C1A H1AB Cl6 0.98 2.92 3.776(2) 145.8 1_655
C1B H1BB Cl3 0.98 2.81 3.772(3) 168.1 .
C1C H1CA Cl5 0.98 2.77 3.742(3) 169.7 .
C1D H1DC Cl4 0.98 2.90 3.750(2) 146.2 1_455
C5A H5A Cl5 1.00 2.77 3.369(2) 118.5 2_646
C5B H5B Cl4 1.00 2.98 3.714(2) 131.1 2_656
C5D H5D Cl3 1.00 2.78 3.378(2) 118.9 2_556
C6C H6C Cl6 1.00 2.95 3.751(2) 137.2 2_546
C6D H6D Cl3 1.00 2.89 3.5134(19) 121.3 2_556
C8B H8BA O1D 0.99 2.48 3.430(3) 159.6 2_556
C8C H8CB O1A 0.99 2.47 3.425(3) 161.6 2_646
C10A H10C Cl5 0.99 2.86 3.562(2) 128.7 2_646
C10D H10E Cl3 0.99 2.96 3.636(2) 126.3 2_556
Cl1 H1 Cl4 1.31(3) 2.03(3) 3.3423(10) 176(2) .
Cl2 H2 Cl6 1.32(3) 2.02(3) 3.3426(10) 178(2) .
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
C3A N2A N3A C7A -1.9(2) . . . . ?
C3B N2B N3B C7B 1.9(2) . . . . ?
C3C N2C N3C C7C -2.6(2) . . . . ?
C3D N2D N3D C7D 2.0(2) . . . . ?
C1A O2A C2A O1A -0.5(3) . . . . ?
C1A O2A C2A C3A 178.48(17) . . . . ?
C1B O2B C2B O1B -0.1(3) . . . . ?
C1B O2B C2B C3B 176.96(17) . . . . ?
C1C O2C C2C O1C -0.1(3) . . . . ?
C1C O2C C2C C3C -177.29(17) . . . . ?
C1D O2D C2D O1D 0.9(3) . . . . ?
C1D O2D C2D C3D -178.06(16) . . . . ?
N3A N2A C3A C2A 113.20(18) . . . . ?
N3A N2A C3A C6A -13.6(2) . . . . ?
N3A N2A C3A C4A -127.49(17) . . . . ?
O1A C2A C3A N2A 55.7(2) . . . . ?
O2A C2A C3A N2A -123.30(17) . . . . ?
O1A C2A C3A C6A 172.95(19) . . . . ?
O2A C2A C3A C6A -6.1(2) . . . . ?
O1A C2A C3A C4A -60.6(3) . . . . ?
O2A C2A C3A C4A 120.38(18) . . . . ?
N3B N2B C3B C4B 125.27(18) . . . . ?
N3B N2B C3B C2B -111.33(18) . . . . ?
N3B N2B C3B C6B 11.9(2) . . . . ?
O1B C2B C3B N2B -163.0(2) . . . . ?
O2B C2B C3B N2B 19.8(2) . . . . ?
O1B C2B C3B C4B -41.6(3) . . . . ?
O2B C2B C3B C4B 141.19(18) . . . . ?
O1B C2B C3B C6B 79.0(3) . . . . ?
O2B C2B C3B C6B -98.2(2) . . . . ?
N3C N2C C3C C4C -125.27(18) . . . . ?
N3C N2C C3C C2C 111.94(18) . . . . ?
N3C N2C C3C C6C -11.5(2) . . . . ?
O1C C2C C3C N2C 162.7(2) . . . . ?
O2C C2C C3C N2C -20.1(2) . . . . ?
O1C C2C C3C C4C 41.8(3) . . . . ?
O2C C2C C3C C4C -140.92(18) . . . . ?
O1C C2C C3C C6C -79.2(3) . . . . ?
O2C C2C C3C C6C 98.1(2) . . . . ?
O1D C2D C3D C6D -167.93(18) . . . . ?
O2D C2D C3D C6D 11.1(2) . . . . ?
O1D C2D C3D N2D -50.7(2) . . . . ?
O2D C2D C3D N2D 128.29(16) . . . . ?
O1D C2D C3D C4D 65.4(2) . . . . ?
O2D C2D C3D C4D -115.54(18) . . . . ?
N3D N2D C3D C2D -112.85(17) . . . . ?
N3D N2D C3D C6D 13.90(19) . . . . ?
N3D N2D C3D C4D 127.24(17) . . . . ?
C5A N1A C4A C3A 37.76(19) . . . . ?
N2A C3A C4A N1A 80.72(18) . . . . ?
C2A C3A C4A N1A -163.52(16) . . . . ?
C6A C3A C4A N1A -30.93(19) . . . . ?
C5B N1B C4B C3B -37.6(2) . . . . ?
N2B C3B C4B N1B -82.32(19) . . . . ?
C2B C3B C4B N1B 154.13(17) . . . . ?
C6B C3B C4B N1B 29.5(2) . . . . ?
C5C N1C C4C C3C 37.0(2) . . . . ?
N2C C3C C4C N1C 82.80(19) . . . . ?
C2C C3C C4C N1C -154.19(17) . . . . ?
C6C C3C C4C N1C -29.4(2) . . . . ?
C5D N1D C4D C3D -38.69(19) . . . . ?
C2D C3D C4D N1D 164.43(16) . . . . ?
C6D C3D C4D N1D 31.63(19) . . . . ?
N2D C3D C4D N1D -79.71(18) . . . . ?
C4A N1A C5A C10A -158.15(16) . . . . ?
C4A N1A C5A C6A -30.3(2) . . . . ?
C4B N1B C5B C10B 157.89(16) . . . . ?
C4B N1B C5B C6B 30.9(2) . . . . ?
C4C N1C C5C C10C -157.55(16) . . . . ?
C4C N1C C5C C6C -30.3(2) . . . . ?
C4D N1D C5D C10D 159.07(16) . . . . ?
C4D N1D C5D C6D 31.2(2) . . . . ?
N2A C3A C6A C7A 21.94(17) . . . . ?
C2A C3A C6A C7A -96.26(18) . . . . ?
C4A C3A C6A C7A 135.45(16) . . . . ?
N2A C3A C6A C5A -100.59(16) . . . . ?
C2A C3A C6A C5A 141.20(17) . . . . ?
C4A C3A C6A C5A 12.9(2) . . . . ?
N1A C5A C6A C3A 9.96(19) . . . . ?
C10A C5A C6A C3A 133.98(17) . . . . ?
N1A C5A C6A C7A -102.12(19) . . . . ?
C10A C5A C6A C7A 21.9(2) . . . . ?
N2B C3B C6B C7B -19.44(18) . . . . ?
C4B C3B C6B C7B -133.86(16) . . . . ?
C2B C3B C6B C7B 102.73(18) . . . . ?
N2B C3B C6B C5B 103.68(16) . . . . ?
C4B C3B C6B C5B -10.7(2) . . . . ?
C2B C3B C6B C5B -134.15(17) . . . . ?
N1B C5B C6B C3B -11.8(2) . . . . ?
C10B C5B C6B C3B -135.20(18) . . . . ?
N1B C5B C6B C7B 100.82(19) . . . . ?
C10B C5B C6B C7B -22.6(3) . . . . ?
N2C C3C C6C C7C 19.41(18) . . . . ?
C4C C3C C6C C7C 133.86(16) . . . . ?
C2C C3C C6C C7C -102.75(18) . . . . ?
N2C C3C C6C C5C -103.37(16) . . . . ?
C4C C3C C6C C5C 11.1(2) . . . . ?
C2C C3C C6C C5C 134.48(17) . . . . ?
N1C C5C C6C C3C 11.2(2) . . . . ?
C10C C5C C6C C3C 134.82(18) . . . . ?
N1C C5C C6C C7C -101.20(19) . . . . ?
C10C C5C C6C C7C 22.4(3) . . . . ?
C2D C3D C6D C7D 95.67(18) . . . . ?
N2D C3D C6D C7D -22.47(17) . . . . ?
C4D C3D C6D C7D -135.37(15) . . . . ?
C2D C3D C6D C5D -141.89(16) . . . . ?
N2D C3D C6D C5D 99.97(16) . . . . ?
C4D C3D C6D C5D -12.9(2) . . . . ?
N1D C5D C6D C3D -10.48(19) . . . . ?
C10D C5D C6D C3D -134.99(18) . . . . ?
N1D C5D C6D C7D 101.85(19) . . . . ?
C10D C5D C6D C7D -22.7(2) . . . . ?
N2A N3A C7A C11A -102.52(18) . . . . ?
N2A N3A C7A C8A 138.14(17) . . . . ?
N2A N3A C7A C6A 16.4(2) . . . . ?
C3A C6A C7A N3A -22.68(18) . . . . ?
C5A C6A C7A N3A 90.99(19) . . . . ?
C3A C6A C7A C11A 92.73(18) . . . . ?
C5A C6A C7A C11A -153.61(16) . . . . ?
C3A C6A C7A C8A -139.43(17) . . . . ?
C5A C6A C7A C8A -25.8(2) . . . . ?
N2B N3B C7B C8B -137.10(16) . . . . ?
N2B N3B C7B C11B 105.11(18) . . . . ?
N2B N3B C7B C6B -14.8(2) . . . . ?
C3B C6B C7B N3B 20.15(18) . . . . ?
C5B C6B C7B N3B -93.99(19) . . . . ?
C3B C6B C7B C8B 137.13(17) . . . . ?
C5B C6B C7B C8B 23.0(2) . . . . ?
C3B C6B C7B C11B -96.56(18) . . . . ?
C5B C6B C7B C11B 149.30(17) . . . . ?
N2C N3C C7C C11C -104.30(18) . . . . ?
N2C N3C C7C C8C 137.79(16) . . . . ?
N2C N3C C7C C6C 15.4(2) . . . . ?
C3C C6C C7C N3C -20.44(18) . . . . ?
C5C C6C C7C N3C 93.59(19) . . . . ?
C3C C6C C7C C11C 96.02(18) . . . . ?
C5C C6C C7C C11C -149.95(17) . . . . ?
C3C C6C C7C C8C -137.35(16) . . . . ?
C5C C6C C7C C8C -23.3(2) . . . . ?
N2D N3D C7D C11D 101.04(18) . . . . ?
N2D N3D C7D C8D -139.39(16) . . . . ?
N2D N3D C7D C6D -16.7(2) . . . . ?
C3D C6D C7D N3D 23.24(17) . . . . ?
C5D C6D C7D N3D -90.78(18) . . . . ?
C3D C6D C7D C11D -91.63(18) . . . . ?
C5D C6D C7D C11D 154.35(16) . . . . ?
C3D C6D C7D C8D 140.43(17) . . . . ?
C5D C6D C7D C8D 26.4(2) . . . . ?
N3A C7A C8A C9A -67.8(2) . . . . ?
C11A C7A C8A C9A 174.94(17) . . . . ?
C6A C7A C8A C9A 46.3(2) . . . . ?
N3B C7B C8B C9B 71.4(2) . . . . ?
C11B C7B C8B C9B -171.41(17) . . . . ?
C6B C7B C8B C9B -43.2(2) . . . . ?
N3C C7C C8C C9C -70.64(19) . . . . ?
C11C C7C C8C C9C 172.28(16) . . . . ?
C6C C7C C8C C9C 44.0(2) . . . . ?
N3D C7D C8D C9D 68.5(2) . . . . ?
C11D C7D C8D C9D -174.20(17) . . . . ?
C6D C7D C8D C9D -46.0(2) . . . . ?
C7A C8A C9A C10A -62.4(2) . . . . ?
C7B C8B C9B C10B 62.9(2) . . . . ?
C7C C8C C9C C10C -63.2(2) . . . . ?
C7D C8D C9D C10D 61.4(2) . . . . ?
C8A C9A C10A C5A 57.7(2) . . . . ?
N1A C5A C10A C9A 82.7(2) . . . . ?
C6A C5A C10A C9A -37.9(2) . . . . ?
N1B C5B C10B C9B -78.4(2) . . . . ?
C6B C5B C10B C9B 41.8(2) . . . . ?
C8B C9B C10B C5B -61.8(2) . . . . ?
N1C C5C C10C C9C 79.1(2) . . . . ?
C6C C5C C10C C9C -41.3(2) . . . . ?
C8C C9C C10C C5C 61.6(2) . . . . ?
N1D C5D C10D C9D -82.4(2) . . . . ?
C6D C5D C10D C9D 38.3(2) . . . . ?
C8D C9D C10D C5D -57.4(2) . . . . ?
N3A C7A C11A C12A -8.0(3) . . . . ?
C8A C7A C11A C12A 109.3(2) . . . . ?
C6A C7A C11A C12A -120.7(2) . . . . ?
N3A C7A C11A C16A 172.71(18) . . . . ?
C8A C7A C11A C16A -70.0(2) . . . . ?
C6A C7A C11A C16A 60.0(2) . . . . ?
N3B C7B C11B C12B -173.24(17) . . . . ?
C8B C7B C11B C12B 70.0(2) . . . . ?
C6B C7B C11B C12B -59.5(2) . . . . ?
N3B C7B C11B C16B 10.2(3) . . . . ?
C8B C7B C11B C16B -106.6(2) . . . . ?
C6B C7B C11B C16B 123.9(2) . . . . ?
N3C C7C C11C C12C 170.00(17) . . . . ?
C8C C7C C11C C12C -73.4(2) . . . . ?
C6C C7C C11C C12C 56.4(2) . . . . ?
N3C C7C C11C C16C -12.6(3) . . . . ?
C8C C7C C11C C16C 104.0(2) . . . . ?
C6C C7C C11C C16C -126.2(2) . . . . ?
N3D C7D C11D C12D 7.5(3) . . . . ?
C8D C7D C11D C12D -110.0(2) . . . . ?
C6D C7D C11D C12D 119.7(2) . . . . ?
N3D C7D C11D C16D -172.58(17) . . . . ?
C8D C7D C11D C16D 70.0(2) . . . . ?
C6D C7D C11D C16D -60.4(2) . . . . ?
C16A C11A C12A C13A 0.8(3) . . . . ?
C7A C11A C12A C13A -178.45(19) . . . . ?
C16B C11B C12B C13B -0.3(3) . . . . ?
C7B C11B C12B C13B -177.08(18) . . . . ?
C16C C11C C12C C13C 0.7(3) . . . . ?
C7C C11C C12C C13C 178.16(18) . . . . ?
C16D C11D C12D C13D -0.3(3) . . . . ?
C7D C11D C12D C13D 179.67(19) . . . . ?
C11A C12A C13A C14A 0.1(3) . . . . ?
C11B C12B C13B C14B 0.1(3) . . . . ?
C11C C12C C13C C14C 0.1(3) . . . . ?
C11D C12D C13D C14D -0.1(3) . . . . ?
C12A C13A C14A C15A -0.4(3) . . . . ?
C12A C13A C14A C17A 179.7(2) . . . . ?
C12B C13B C14B C15B 0.2(3) . . . . ?
C12B C13B C14B C17B -179.75(19) . . . . ?
C12C C13C C14C C15C -0.7(3) . . . . ?
C12C C13C C14C C17C 179.41(19) . . . . ?
C12D C13D C14D C15D 0.1(3) . . . . ?
C12D C13D C14D C17D -179.6(2) . . . . ?
C13A C14A C15A C16A -0.1(3) . . . . ?
C17A C14A C15A C16A 179.8(2) . . . . ?
C13B C14B C15B C16B -0.2(3) . . . . ?
C17B C14B C15B C16B 179.7(2) . . . . ?
C13C C14C C15C C16C 0.5(4) . . . . ?
C17C C14C C15C C16C -179.6(2) . . . . ?
C13D C14D C15D C16D 0.2(3) . . . . ?
C17D C14D C15D C16D 179.9(2) . . . . ?
C14A C15A C16A C11A 1.0(3) . . . . ?
C12A C11A C16A C15A -1.3(3) . . . . ?
C7A C11A C16A C15A 177.98(19) . . . . ?
C14B C15B C16B C11B 0.0(4) . . . . ?
C12B C11B C16B C15B 0.3(3) . . . . ?
C7B C11B C16B C15B 176.9(2) . . . . ?
C14C C15C C16C C11C 0.3(4) . . . . ?
C12C C11C C16C C15C -0.9(3) . . . . ?
C7C C11C C16C C15C -178.3(2) . . . . ?
C14D C15D C16D C11D -0.5(3) . . . . ?
C12D C11D C16D C15D 0.5(3) . . . . ?
C7D C11D C16D C15D -179.39(19) . . . . ?
