#------------------------------------------------------------------------------
#$Date: 2022-09-27 00:55:13 +0300 (Tue, 27 Sep 2022) $
#$Revision: 278196 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/07/7130772.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_7130772
loop_
_publ_author_name
'Mehrotra, Sonam'
'Raje, Sakthi'
'Jain, Anant Kumar'
'Butcher, R. J.'
'Angamuthu, Raja'
_publ_section_title
;
 Triazine based eccentric Piedfort units towards a single source hydrogen
 bonded network
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC03327E
_journal_year                    2022
_chemical_formula_moiety         '8(C12 H24 N6), C H Cl3'
_chemical_formula_sum            'C97 H193 Cl3 N48'
_chemical_formula_weight         2138.33
_space_group_crystal_system      trigonal
_space_group_IT_number           167
_space_group_name_Hall           '-R 3 2"c'
_space_group_name_H-M_alt        'R -3 c :H'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-07-16 deposited with the CCDC.	2022-09-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            12
_cell_length_a                   22.1441(7)
_cell_length_b                   22.1441(7)
_cell_length_c                   96.226(5)
_cell_measurement_reflns_used    9863
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      23.072
_cell_measurement_theta_min      2.235
_cell_volume                     40864(3)
_computing_cell_refinement       'Bruker Apex 2'
_computing_data_collection       'Bruker Apex 2'
_computing_data_reduction        'Bruker Apex 2'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Apex 2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1403
_diffrn_reflns_av_unetI/netI     0.0554
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       115
_diffrn_reflns_limit_l_min       -115
_diffrn_reflns_number            161522
_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         25.263
_diffrn_reflns_theta_min         2.166
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6158
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.043
_exptl_crystal_description       'hexagonal plate'
_exptl_crystal_F_000             13944
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.422
_refine_diff_density_min         -1.678
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         8242
_refine_ls_number_restraints     32
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.1254
_refine_ls_R_factor_gt           0.0724
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0832P)²+219.2316P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1770
_refine_ls_wR_factor_ref         0.2070
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5226
_reflns_number_total             8242
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc03327e2.cif
_cod_data_source_block           shelx
_cod_database_code               7130772
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
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
N1A N 0.49024(13) 0.39145(14) 0.40252(3) 0.0213(6) Uani 1 1 d . . . . .
N2A N 0.38630(13) 0.39859(14) 0.40016(3) 0.0224(6) Uani 1 1 d . . . . .
N3A N 0.46188(13) 0.42151(14) 0.38059(3) 0.0224(6) Uani 1 1 d . . . . .
N4A N 0.56315(14) 0.41798(15) 0.38400(3) 0.0235(6) Uani 1 1 d . . . . .
H4A H 0.5877(17) 0.4118(17) 0.3900(3) 0.019(9) Uiso 1 1 d . . . . .
N5A N 0.41583(15) 0.36889(15) 0.42086(3) 0.0241(6) Uani 1 1 d . . . . .
H5A H 0.3795(19) 0.3683(18) 0.4240(3) 0.028(10) Uiso 1 1 d . . . . .
N6A N 0.36193(14) 0.42543(15) 0.37843(3) 0.0254(7) Uani 1 1 d . . . . .
H6A H 0.3756(19) 0.4380(19) 0.3699(4) 0.036(11) Uiso 1 1 d . . . . .
C1A C 0.50326(16) 0.41056(16) 0.38905(3) 0.0197(7) Uani 1 1 d . . . . .
C2A C 0.43180(16) 0.38710(16) 0.40751(3) 0.0199(7) Uani 1 1 d . . . . .
C3A C 0.40409(16) 0.41477(16) 0.38688(3) 0.0205(7) Uani 1 1 d . . . . .
C4A C 0.59208(17) 0.44717(17) 0.37031(3) 0.0237(7) Uani 1 1 d . . . . .
H4AA H 0.553540 0.426699 0.363319 0.028 Uiso 1 1 calc R U . . .
C5A C 0.62411(19) 0.52600(18) 0.37022(4) 0.0325(8) Uani 1 1 d . . . . .
H5AA H 0.588726 0.538041 0.372904 0.049 Uiso 1 1 calc R U . . .
H5AB H 0.641270 0.543890 0.360869 0.049 Uiso 1 1 calc R U . . .
H5AC H 0.662960 0.546885 0.376827 0.049 Uiso 1 1 calc R U . . .
C6A C 0.64528(19) 0.42560(19) 0.36659(4) 0.0333(9) Uani 1 1 d . . . . .
H6AA H 0.622499 0.374605 0.366403 0.050 Uiso 1 1 calc R U . . .
H6AB H 0.682614 0.444032 0.373542 0.050 Uiso 1 1 calc R U . . .
H6AC H 0.665056 0.444252 0.357416 0.050 Uiso 1 1 calc R U . . .
C7A C 0.45876(17) 0.35504(17) 0.43035(3) 0.0243(7) Uani 1 1 d . . . . .
H7AA H 0.478498 0.329956 0.425075 0.029 Uiso 1 1 calc R U . . .
C8A C 0.51901(18) 0.42225(19) 0.43595(4) 0.0336(9) Uani 1 1 d . . . . .
H8AA H 0.545594 0.452565 0.428189 0.050 Uiso 1 1 calc R U . . .
H8AB H 0.549506 0.411614 0.441549 0.050 Uiso 1 1 calc R U . . .
H8AC H 0.500856 0.445999 0.441749 0.050 Uiso 1 1 calc R U . . .
C9A C 0.41340(18) 0.30773(18) 0.44189(3) 0.0307(8) Uani 1 1 d . . . . .
H9AA H 0.374493 0.265518 0.437870 0.046 Uiso 1 1 calc R U . . .
H9AB H 0.395135 0.332134 0.447453 0.046 Uiso 1 1 calc R U . . .
H9AC H 0.441166 0.294892 0.447830 0.046 Uiso 1 1 calc R U . . .
C10A C 0.29779(18) 0.42347(19) 0.38272(4) 0.0325(9) Uani 1 1 d . . . . .
H10A H 0.271107 0.382138 0.388903 0.039 Uiso 1 1 calc R U . . .
C11A C 0.3128(2) 0.4889(2) 0.39075(4) 0.0515(11) Uani 1 1 d . . . . .
H11A H 0.341345 0.493764 0.398922 0.077 Uiso 1 1 calc R U . . .
H11B H 0.268795 0.485200 0.393738 0.077 Uiso 1 1 calc R U . . .
H11C H 0.338057 0.529855 0.384753 0.077 Uiso 1 1 calc R U . . .
C12A C 0.2547(2) 0.4138(2) 0.36981(4) 0.0472(11) Uani 1 1 d . . . . .
H12A H 0.244389 0.370288 0.365164 0.071 Uiso 1 1 calc R U . . .
H12B H 0.280905 0.453112 0.363472 0.071 Uiso 1 1 calc R U . . .
H12C H 0.210973 0.411794 0.372428 0.071 Uiso 1 1 calc R U . . .
N1B N 0.40750(14) 0.45124(14) 0.34827(3) 0.0242(6) Uani 1 1 d . . . . .
N2B N 0.36865(14) 0.46834(13) 0.32618(3) 0.0228(6) Uani 1 1 d . . . . .
N3B N 0.37340(15) 0.36417(14) 0.33062(3) 0.0289(7) Uani 1 1 d . . . . .
N4B N 0.41094(17) 0.35132(16) 0.35205(3) 0.0309(7) Uani 1 1 d . . . . .
H4B H 0.427(2) 0.368(2) 0.3598(4) 0.040(12) Uiso 1 1 d . . . . .
N5B N 0.40640(14) 0.55216(14) 0.34307(3) 0.0241(6) Uani 1 1 d . . . . .
H5B H 0.397(2) 0.576(2) 0.3370(4) 0.042(11) Uiso 1 1 d . . . . .
N6B N 0.33488(17) 0.38090(16) 0.30985(3) 0.0313(7) Uani 1 1 d . . . . .
H6B H 0.332(2) 0.342(2) 0.3076(4) 0.040(12) Uiso 1 1 d . . . . .
C1B C 0.39648(17) 0.38943(17) 0.34323(3) 0.0239(7) Uani 1 1 d . . . . .
C2B C 0.39447(16) 0.48882(16) 0.33917(3) 0.0215(7) Uani 1 1 d . . . . .
C3B C 0.35970(17) 0.40599(17) 0.32265(3) 0.0247(7) Uani 1 1 d . . . . .
C4B C 0.4038(2) 0.28418(19) 0.34864(4) 0.0328(9) Uani 1 1 d . . . . .
H4BA H 0.358842 0.255683 0.343568 0.039 Uiso 1 1 calc R U . . .
C5B C 0.4630(2) 0.2922(2) 0.33946(4) 0.0498(11) Uani 1 1 d . . . . .
H5BA H 0.465771 0.319281 0.331179 0.075 Uiso 1 1 calc R U . . .
H5BB H 0.454413 0.246075 0.336654 0.075 Uiso 1 1 calc R U . . .
H5BC H 0.506956 0.316575 0.344613 0.075 Uiso 1 1 calc R U . . .
C6B C 0.4012(2) 0.2475(2) 0.36214(4) 0.0457(10) Uani 1 1 d . . . . .
H6BA H 0.362268 0.242512 0.367826 0.069 Uiso 1 1 calc R U . . .
H6BB H 0.445022 0.274954 0.367224 0.069 Uiso 1 1 calc R U . . .
H6BC H 0.394649 0.201199 0.360091 0.069 Uiso 1 1 calc R U . . .
C7B C 0.44049(17) 0.58609(17) 0.35606(3) 0.0255(8) Uani 1 1 d . . . . .
H7BA H 0.418801 0.551198 0.363724 0.031 Uiso 1 1 calc R U . . .
C8B C 0.51838(18) 0.6109(2) 0.35584(4) 0.0353(9) Uani 1 1 d . . . . .
H8BA H 0.525264 0.571546 0.353631 0.053 Uiso 1 1 calc R U . . .
H8BB H 0.538593 0.629817 0.364967 0.053 Uiso 1 1 calc R U . . .
H8BC H 0.541291 0.647254 0.348762 0.053 Uiso 1 1 calc R U . . .
C9B C 0.42610(19) 0.64519(18) 0.35887(4) 0.0329(8) Uani 1 1 d . . . . .
H9BA H 0.375628 0.626700 0.359224 0.049 Uiso 1 1 calc R U . . .
H9BB H 0.446381 0.679835 0.351410 0.049 Uiso 1 1 calc R U . . .
H9BC H 0.446999 0.667186 0.367771 0.049 Uiso 1 1 calc R U . . .
C10B C 0.33062(18) 0.42086(18) 0.29831(3) 0.0259(8) Uani 1 1 d . . . . .
H10B H 0.301809 0.441931 0.301209 0.031 Uiso 1 1 calc R U . . .
C11B C 0.4016(2) 0.4785(2) 0.29384(4) 0.0506(11) Uani 1 1 d . . . . .
H11D H 0.424783 0.509731 0.301708 0.076 Uiso 1 1 calc R U . . .
H11E H 0.396276 0.504938 0.286230 0.076 Uiso 1 1 calc R U . . .
H11F H 0.429717 0.458317 0.290669 0.076 Uiso 1 1 calc R U . . .
C12B C 0.2941(2) 0.3707(2) 0.28637(4) 0.0398(10) Uani 1 1 d . . . . .
H12D H 0.247153 0.335261 0.289277 0.060 Uiso 1 1 calc R U . . .
H12E H 0.320791 0.348041 0.283745 0.060 Uiso 1 1 calc R U . . .
H12F H 0.290966 0.396491 0.278393 0.060 Uiso 1 1 calc R U . . .
N1C N 0.37292(13) 0.63441(13) 0.32244(2) 0.0189(6) Uani 1 1 d . . . . .
N2C N 0.27217(14) 0.52915(14) 0.32246(3) 0.0208(6) Uani 1 1 d . . . . .
H2C H 0.2979(17) 0.5119(17) 0.3224(3) 0.019(9) Uiso 1 1 d . . . . .
C1C C 0.30250(16) 0.59884(16) 0.32239(3) 0.0178(7) Uani 1 1 d . . . . .
C2C C 0.19731(16) 0.48157(16) 0.32248(3) 0.0215(7) Uani 1 1 d . . . . .
H2CA H 0.175316 0.501328 0.328704 0.026 Uiso 1 1 calc R U . . .
C3C C 0.18274(18) 0.41246(17) 0.32844(4) 0.0316(8) Uani 1 1 d . . . . .
H3CA H 0.202262 0.419584 0.337833 0.047 Uiso 1 1 calc R U . . .
H3CB H 0.204244 0.392375 0.322526 0.047 Uiso 1 1 calc R U . . .
H3CC H 0.132253 0.380575 0.328829 0.047 Uiso 1 1 calc R U . . .
C4C C 0.16599(19) 0.47275(19) 0.30805(4) 0.0355(9) Uani 1 1 d . . . . .
H4CA H 0.176940 0.518434 0.304396 0.053 Uiso 1 1 calc R U . . .
H4CB H 0.115278 0.442423 0.308577 0.053 Uiso 1 1 calc R U . . .
H4CC H 0.185561 0.451705 0.301870 0.053 Uiso 1 1 calc R U . . .
N1D N 0.62290(13) 0.26172(13) 0.40433(3) 0.0205(6) Uani 1 1 d . . . . .
N2D N 0.53015(14) 0.28133(14) 0.40444(3) 0.0229(6) Uani 1 1 d . . . . .
H2D H 0.5186(17) 0.3126(18) 0.4052(3) 0.023(9) Uiso 1 1 d . . . . .
C1D C 0.59939(16) 0.30670(16) 0.40439(3) 0.0195(7) Uani 1 1 d . . . . .
C2D C 0.47778(17) 0.20787(17) 0.40552(3) 0.0259(8) Uani 1 1 d . . . . .
H2DA H 0.490733 0.180905 0.399026 0.031 Uiso 1 1 calc R U . . .
C3D C 0.4733(2) 0.1800(2) 0.42016(4) 0.0417(10) Uani 1 1 d . . . . .
H3DA H 0.519127 0.187804 0.422979 0.063 Uiso 1 1 calc R U . . .
H3DB H 0.439381 0.129987 0.420343 0.063 Uiso 1 1 calc R U . . .
H3DC H 0.458366 0.204425 0.426580 0.063 Uiso 1 1 calc R U . . .
C4D C 0.40815(18) 0.1990(2) 0.40094(4) 0.0346(9) Uani 1 1 d . . . . .
H4DA H 0.412213 0.216527 0.391437 0.052 Uiso 1 1 calc R U . . .
H4DB H 0.394754 0.225186 0.407200 0.052 Uiso 1 1 calc R U . . .
H4DC H 0.372559 0.149438 0.401227 0.052 Uiso 1 1 calc R U . . .
C1SA C 0.666667 0.333333 0.45400(13) 0.077(4) Uani 0.592(5) 3 d DS TU P A 1
H1SA H 0.666667 0.333333 0.464393 0.092 Uiso 0.592(5) 3 calc R U P A 1
Cl1A Cl 0.58597(12) 0.27172(12) 0.45305(3) 0.0704(10) Uani 0.592(5) 1 d D U P A
1
C1SB C 0.666667 0.333333 0.44666(16) 0.103(6) Uani 0.408(5) 3 d DS TU P A 2
H1SB H 0.666667 0.333333 0.457056 0.124 Uiso 0.408(5) 3 calc R U P A 2
Cl1B Cl 0.58492(15) 0.2899(2) 0.44088(6) 0.133(2) Uani 0.408(5) 1 d D 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'
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
C2A N1A C1A 114.5(3) . . ?
C3A N2A C2A 113.8(3) . . ?
C1A N3A C3A 113.8(3) . . ?
C1A N4A C4A 124.5(3) . . ?
C1A N4A H4A 114(2) . . ?
C4A N4A H4A 121(2) . . ?
C2A N5A C7A 124.2(3) . . ?
C2A N5A H5A 116(2) . . ?
C7A N5A H5A 119(2) . . ?
C3A N6A C10A 125.1(3) . . ?
C3A N6A H6A 118(2) . . ?
C10A N6A H6A 117(2) . . ?
N3A C1A N4A 118.9(3) . . ?
N3A C1A N1A 125.7(3) . . ?
N4A C1A N1A 115.4(3) . . ?
N1A C2A N5A 117.8(3) . . ?
N1A C2A N2A 125.6(3) . . ?
N5A C2A N2A 116.6(3) . . ?
N2A C3A N6A 119.3(3) . . ?
N2A C3A N3A 126.4(3) . . ?
N6A C3A N3A 114.3(3) . . ?
N4A C4A C6A 108.1(3) . . ?
N4A C4A C5A 111.2(3) . . ?
C6A C4A C5A 111.7(3) . . ?
N4A C4A H4AA 108.6 . . ?
C6A C4A H4AA 108.6 . . ?
C5A C4A H4AA 108.6 . . ?
C4A C5A H5AA 109.5 . . ?
C4A C5A H5AB 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
C4A C5A H5AC 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
C4A C6A H6AA 109.5 . . ?
C4A C6A H6AB 109.5 . . ?
H6AA C6A H6AB 109.5 . . ?
C4A C6A H6AC 109.5 . . ?
H6AA C6A H6AC 109.5 . . ?
H6AB C6A H6AC 109.5 . . ?
N5A C7A C9A 109.2(3) . . ?
N5A C7A C8A 111.3(3) . . ?
C9A C7A C8A 111.8(3) . . ?
N5A C7A H7AA 108.1 . . ?
C9A C7A H7AA 108.1 . . ?
C8A C7A H7AA 108.1 . . ?
C7A C8A H8AA 109.5 . . ?
C7A C8A H8AB 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
C7A C8A H8AC 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C7A C9A H9AA 109.5 . . ?
C7A C9A H9AB 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
C7A C9A H9AC 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
N6A C10A C12A 107.9(3) . . ?
N6A C10A C11A 111.6(3) . . ?
C12A C10A C11A 111.9(3) . . ?
N6A C10A H10A 108.5 . . ?
C12A C10A H10A 108.5 . . ?
C11A C10A H10A 108.5 . . ?
C10A C11A H11A 109.5 . . ?
C10A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
C10A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C10A C12A H12A 109.5 . . ?
C10A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C10A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C2B N1B C1B 114.2(3) . . ?
C3B N2B C2B 113.6(3) . . ?
C1B N3B C3B 113.7(3) . . ?
C1B N4B C4B 124.2(3) . . ?
C1B N4B H4B 118(3) . . ?
C4B N4B H4B 118(3) . . ?
C2B N5B C7B 123.9(3) . . ?
C2B N5B H5B 118(2) . . ?
C7B N5B H5B 118(2) . . ?
C3B N6B C10B 125.7(3) . . ?
C3B N6B H6B 117(3) . . ?
C10B N6B H6B 115(3) . . ?
N3B C1B N4B 118.4(3) . . ?
N3B C1B N1B 126.2(3) . . ?
N4B C1B N1B 115.4(3) . . ?
N1B C2B N5B 118.4(3) . . ?
N1B C2B N2B 125.7(3) . . ?
N5B C2B N2B 115.9(3) . . ?
N2B C3B N3B 126.7(3) . . ?
N2B C3B N6B 118.4(3) . . ?
N3B C3B N6B 114.9(3) . . ?
N4B C4B C5B 111.5(3) . . ?
N4B C4B C6B 108.1(3) . . ?
C5B C4B C6B 111.2(3) . . ?
N4B C4B H4BA 108.7 . . ?
C5B C4B H4BA 108.7 . . ?
C6B C4B H4BA 108.7 . . ?
C4B C5B H5BA 109.5 . . ?
C4B C5B H5BB 109.5 . . ?
H5BA C5B H5BB 109.5 . . ?
C4B C5B H5BC 109.5 . . ?
H5BA C5B H5BC 109.5 . . ?
H5BB C5B H5BC 109.5 . . ?
C4B C6B H6BA 109.5 . . ?
C4B C6B H6BB 109.5 . . ?
H6BA C6B H6BB 109.5 . . ?
C4B C6B H6BC 109.5 . . ?
H6BA C6B H6BC 109.5 . . ?
H6BB C6B H6BC 109.5 . . ?
N5B C7B C9B 108.6(3) . . ?
N5B C7B C8B 111.9(3) . . ?
C9B C7B C8B 112.3(3) . . ?
N5B C7B H7BA 108.0 . . ?
C9B C7B H7BA 108.0 . . ?
C8B C7B H7BA 108.0 . . ?
C7B C8B H8BA 109.5 . . ?
C7B C8B H8BB 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
C7B C8B H8BC 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
C7B C9B H9BA 109.5 . . ?
C7B C9B H9BB 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
C7B C9B H9BC 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
N6B C10B C11B 112.1(3) . . ?
N6B C10B C12B 107.8(3) . . ?
C11B C10B C12B 110.5(3) . . ?
N6B C10B H10B 108.8 . . ?
C11B C10B H10B 108.8 . . ?
C12B C10B H10B 108.8 . . ?
C10B C11B H11D 109.5 . . ?
C10B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
C10B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C10B C12B H12D 109.5 . . ?
C10B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C10B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C1C N1C C1C 114.3(3) 2_665 . ?
C1C N2C C2C 124.6(3) . . ?
C1C N2C H2C 118(2) . . ?
C2C N2C H2C 118(2) . . ?
N1C C1C N2C 118.2(3) 3_565 . ?
N1C C1C N1C 125.7(3) 3_565 . ?
N2C C1C N1C 116.1(3) . . ?
N2C C2C C3C 108.9(3) . . ?
N2C C2C C4C 111.9(3) . . ?
C3C C2C C4C 111.3(3) . . ?
N2C C2C H2CA 108.2 . . ?
C3C C2C H2CA 108.2 . . ?
C4C C2C H2CA 108.2 . . ?
C2C C3C H3CA 109.5 . . ?
C2C C3C H3CB 109.5 . . ?
H3CA C3C H3CB 109.5 . . ?
C2C C3C H3CC 109.5 . . ?
H3CA C3C H3CC 109.5 . . ?
H3CB C3C H3CC 109.5 . . ?
C2C C4C H4CA 109.5 . . ?
C2C C4C H4CB 109.5 . . ?
H4CA C4C H4CB 109.5 . . ?
C2C C4C H4CC 109.5 . . ?
H4CA C4C H4CC 109.5 . . ?
H4CB C4C H4CC 109.5 . . ?
C1D N1D C1D 113.7(3) . 2_655 ?
C1D N2D C2D 125.0(3) . . ?
C1D N2D H2D 114(2) . . ?
C2D N2D H2D 120(2) . . ?
N1D C1D N2D 118.5(3) . . ?
N1D C1D N1D 126.3(3) . 3_665 ?
N2D C1D N1D 115.2(3) . 3_665 ?
N2D C2D C4D 108.3(3) . . ?
N2D C2D C3D 111.9(3) . . ?
C4D C2D C3D 111.1(3) . . ?
N2D C2D H2DA 108.5 . . ?
C4D C2D H2DA 108.5 . . ?
C3D C2D H2DA 108.5 . . ?
C2D C3D H3DA 109.5 . . ?
C2D C3D H3DB 109.5 . . ?
H3DA C3D H3DB 109.5 . . ?
C2D C3D H3DC 109.5 . . ?
H3DA C3D H3DC 109.5 . . ?
H3DB C3D H3DC 109.5 . . ?
C2D C4D H4DA 109.5 . . ?
C2D C4D H4DB 109.5 . . ?
H4DA C4D H4DB 109.5 . . ?
C2D C4D H4DC 109.5 . . ?
H4DA C4D H4DC 109.5 . . ?
H4DB C4D H4DC 109.5 . . ?
Cl1A C1SA Cl1A 119.69(10) 2_655 . ?
Cl1A C1SA Cl1A 119.69(10) 2_655 3_665 ?
Cl1A C1SA Cl1A 119.69(10) . 3_665 ?
Cl1A C1SA H1SA 93.2 2_655 . ?
Cl1A C1SA H1SA 93.2 . . ?
Cl1A C1SA H1SA 93.2 3_665 . ?
Cl1B C1SB Cl1B 109.4(5) 2_655 . ?
Cl1B C1SB Cl1B 109.4(5) 2_655 3_665 ?
Cl1B C1SB Cl1B 109.4(5) . 3_665 ?
Cl1B C1SB H1SB 109.5 2_655 . ?
Cl1B C1SB H1SB 109.5 . . ?
Cl1B C1SB H1SB 109.5 3_665 . ?
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
N1A C2A 1.338(4) . ?
N1A C1A 1.350(4) . ?
N2A C3A 1.333(4) . ?
N2A C2A 1.355(4) . ?
N3A C1A 1.335(4) . ?
N3A C3A 1.355(4) . ?
N4A C1A 1.343(4) . ?
N4A C4A 1.466(4) . ?
N4A H4A 0.85(3) . ?
N5A C2A 1.340(4) . ?
N5A C7A 1.457(4) . ?
N5A H5A 0.85(4) . ?
N6A C3A 1.345(4) . ?
N6A C10A 1.459(4) . ?
N6A H6A 0.87(4) . ?
C4A C6A 1.519(5) . ?
C4A C5A 1.521(5) . ?
C4A H4AA 1.0000 . ?
C5A H5AA 0.9800 . ?
C5A H5AB 0.9800 . ?
C5A H5AC 0.9800 . ?
C6A H6AA 0.9800 . ?
C6A H6AB 0.9800 . ?
C6A H6AC 0.9800 . ?
C7A C9A 1.513(4) . ?
C7A C8A 1.517(5) . ?
C7A H7AA 1.0000 . ?
C8A H8AA 0.9800 . ?
C8A H8AB 0.9800 . ?
C8A H8AC 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C10A C12A 1.515(5) . ?
C10A C11A 1.525(5) . ?
C10A H10A 1.0000 . ?
C11A H11A 0.9800 . ?
C11A H11B 0.9800 . ?
C11A H11C 0.9800 . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
N1B C2B 1.335(4) . ?
N1B C1B 1.354(4) . ?
N2B C3B 1.337(4) . ?
N2B C2B 1.355(4) . ?
N3B C1B 1.327(4) . ?
N3B C3B 1.348(4) . ?
N4B C1B 1.344(4) . ?
N4B C4B 1.452(4) . ?
N4B H4B 0.83(4) . ?
N5B C2B 1.344(4) . ?
N5B C7B 1.459(4) . ?
N5B H5B 0.89(4) . ?
N6B C3B 1.350(4) . ?
N6B C10B 1.452(4) . ?
N6B H6B 0.85(4) . ?
C4B C5B 1.514(5) . ?
C4B C6B 1.519(5) . ?
C4B H4BA 1.0000 . ?
C5B H5BA 0.9800 . ?
C5B H5BB 0.9800 . ?
C5B H5BC 0.9800 . ?
C6B H6BA 0.9800 . ?
C6B H6BB 0.9800 . ?
C6B H6BC 0.9800 . ?
C7B C9B 1.518(5) . ?
C7B C8B 1.526(5) . ?
C7B H7BA 1.0000 . ?
C8B H8BA 0.9800 . ?
C8B H8BB 0.9800 . ?
C8B H8BC 0.9800 . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?
C10B C11B 1.509(5) . ?
C10B C12B 1.519(5) . ?
C10B H10B 1.0000 . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
N1C C1C 1.336(4) 2_665 ?
N1C C1C 1.350(4) . ?
N2C C1C 1.340(4) . ?
N2C C2C 1.453(4) . ?
N2C H2C 0.83(3) . ?
C2C C3C 1.510(4) . ?
C2C C4C 1.521(4) . ?
C2C H2CA 1.0000 . ?
C3C H3CA 0.9800 . ?
C3C H3CB 0.9800 . ?
C3C H3CC 0.9800 . ?
C4C H4CA 0.9800 . ?
C4C H4CB 0.9800 . ?
C4C H4CC 0.9800 . ?
N1D C1D 1.335(4) . ?
N1D C1D 1.353(4) 2_655 ?
N2D C1D 1.343(4) . ?
N2D C2D 1.454(4) . ?
N2D H2D 0.85(4) . ?
C2D C4D 1.519(5) . ?
C2D C3D 1.521(5) . ?
C2D H2DA 1.0000 . ?
C3D H3DA 0.9800 . ?
C3D H3DB 0.9800 . ?
C3D H3DC 0.9800 . ?
C4D H4DA 0.9800 . ?
C4D H4DB 0.9800 . ?
C4D H4DC 0.9800 . ?
C1SA Cl1A 1.620(2) 2_655 ?
C1SA Cl1A 1.620(2) . ?
C1SA Cl1A 1.620(2) 3_665 ?
C1SA H1SA 1.0000 . ?
C1SB Cl1B 1.664(5) 2_655 ?
C1SB Cl1B 1.664(5) . ?
C1SB Cl1B 1.664(5) 3_665 ?
C1SB H1SB 1.0000 . ?
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
_geom_hbond_publ_flag
N4A H4A N1D 0.85(3) 2.15(3) 2.995(4) 170(3) 3_665 yes
N5A H5A N2A 0.85(4) 2.18(4) 3.020(4) 169(3) 12 yes
N6A H6A N1B 0.87(4) 2.17(4) 3.031(4) 170(3) . yes
N4B H4B N3A 0.83(4) 2.25(4) 3.079(4) 172(4) . yes
N5B H5B N1C 0.89(4) 2.14(4) 3.026(4) 179(4) . yes
C5B H5BA N3B 0.98 2.68 3.218(5) 114.5 . yes
C8B H8BA N1B 0.98 2.69 3.221(5) 114.7 . yes
C11B H11D N2B 0.98 2.61 3.179(5) 117.4 . yes
C11B H11E Cl1A^a 0.98 2.83 3.550(5) 130.8 29 yes
N2C H2C N2B 0.83(3) 2.24(3) 3.063(4) 170(3) . yes
N2D H2D N1A 0.85(4) 2.15(4) 2.986(4) 168(3) . yes
C3D H3DA Cl1B^b 0.98 2.63 3.162(6) 114.4 . yes
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 N3A C1A N4A -178.0(3) . . . . ?
C3A N3A C1A N1A 2.8(4) . . . . ?
C4A N4A C1A N3A 9.3(5) . . . . ?
C4A N4A C1A N1A -171.5(3) . . . . ?
C2A N1A C1A N3A -3.4(5) . . . . ?
C2A N1A C1A N4A 177.4(3) . . . . ?
C1A N1A C2A N5A -179.5(3) . . . . ?
C1A N1A C2A N2A 1.5(5) . . . . ?
C7A N5A C2A N1A 1.4(5) . . . . ?
C7A N5A C2A N2A -179.5(3) . . . . ?
C3A N2A C2A N1A 0.6(5) . . . . ?
C3A N2A C2A N5A -178.4(3) . . . . ?
C2A N2A C3A N6A 178.2(3) . . . . ?
C2A N2A C3A N3A -1.3(5) . . . . ?
C10A N6A C3A N2A 2.6(5) . . . . ?
C10A N6A C3A N3A -177.9(3) . . . . ?
C1A N3A C3A N2A -0.3(5) . . . . ?
C1A N3A C3A N6A -179.7(3) . . . . ?
C1A N4A C4A C6A -161.9(3) . . . . ?
C1A N4A C4A C5A 75.1(4) . . . . ?
C2A N5A C7A C9A -155.7(3) . . . . ?
C2A N5A C7A C8A 80.4(4) . . . . ?
C3A N6A C10A C12A -161.3(3) . . . . ?
C3A N6A C10A C11A 75.4(4) . . . . ?
C3B N3B C1B N4B 179.3(3) . . . . ?
C3B N3B C1B N1B -1.0(5) . . . . ?
C4B N4B C1B N3B 0.8(5) . . . . ?
C4B N4B C1B N1B -179.0(3) . . . . ?
C2B N1B C1B N3B -1.4(5) . . . . ?
C2B N1B C1B N4B 178.3(3) . . . . ?
C1B N1B C2B N5B -177.6(3) . . . . ?
C1B N1B C2B N2B 3.7(5) . . . . ?
C7B N5B C2B N1B 7.5(5) . . . . ?
C7B N5B C2B N2B -173.6(3) . . . . ?
C3B N2B C2B N1B -3.2(5) . . . . ?
C3B N2B C2B N5B 178.1(3) . . . . ?
C2B N2B C3B N3B 0.3(5) . . . . ?
C2B N2B C3B N6B -179.3(3) . . . . ?
C1B N3B C3B N2B 1.6(5) . . . . ?
C1B N3B C3B N6B -178.8(3) . . . . ?
C10B N6B C3B N2B 14.1(5) . . . . ?
C10B N6B C3B N3B -165.5(3) . . . . ?
C1B N4B C4B C5B 76.1(4) . . . . ?
C1B N4B C4B C6B -161.4(3) . . . . ?
C2B N5B C7B C9B -163.6(3) . . . . ?
C2B N5B C7B C8B 71.9(4) . . . . ?
C3B N6B C10B C11B 62.7(5) . . . . ?
C3B N6B C10B C12B -175.4(3) . . . . ?
C2C N2C C1C N1C 0.5(4) . . . 3_565 ?
C2C N2C C1C N1C 179.7(3) . . . . ?
C1C N1C C1C N1C -0.7(5) 2_665 . . 3_565 ?
C1C N1C C1C N2C -179.5(3) 2_665 . . . ?
C1C N2C C2C C3C -156.7(3) . . . . ?
C1C N2C C2C C4C 79.8(4) . . . . ?
C1D N1D C1D N2D -179.5(3) 2_655 . . . ?
C1D N1D C1D N1D 1.0(6) 2_655 . . 3_665 ?
C2D N2D C1D N1D 5.0(5) . . . . ?
C2D N2D C1D N1D -175.4(3) . . . 3_665 ?
C1D N2D C2D C4D -163.4(3) . . . . ?
C1D N2D C2D C3D 73.9(4) . . . . ?
