#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/34/7203446.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_7203446
loop_
_publ_author_name
'Andrei S. Batsanov'
'Jonathan C. Collings'
'Richard M. Ward'
'Andrés E. Goeta'
'Laurent Porrès'
'Andrew Beeby'
'Judith A. K. Howard'
'Jonathan W. Steed'
'Todd B. Marder'
_publ_section_title
;
 Part 2. Structures of
 4-trimethylsilylethynyl-N,N-dimethylaniline, and
 4-ethynyl-N,N-dimethylaniline with Z′                =
 12 and a single-crystal to single-crystal phase transition at 122.5 +-
 2 K
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              622
_journal_paper_doi               10.1039/b606327f
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         'C10 H11 N'
_chemical_formula_sum            'C10 H11 N'
_chemical_formula_weight         145.20
_chemical_melting_point          325(1)
_chemical_name_common            (4-ethynyl-phenyl)-dimethyl-amine
_chemical_name_systematic
;
(4-ethynyl-phenyl)-dimethyl-amine
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.18(1)
_cell_angle_beta                 113.60(1)
_cell_angle_gamma                108.25(1)
_cell_formula_units_Z            24
_cell_length_a                   18.2204(10)
_cell_length_b                   19.0609(13)
_cell_length_c                   19.2870(14)
_cell_measurement_reflns_used    7237
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      26.4
_cell_measurement_theta_min      2.2
_cell_volume                     5220.5(12)
_computing_cell_refinement       'SAINT version 6.02A (Bruker, 2001)'
_computing_data_collection       'SMART version 5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT version 6.02A (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL version 6.12 (Bruker, 2001)'
_computing_publication_material  'SHELXTL version 6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXTL version 6.12 (Bruker, 2001)'
_computing_structure_solution    'SHELXTL version 6.12 (Bruker, 2001)'
_diffrn_ambient_temperature      220(2)
_diffrn_detector_area_resol_mean 5.6
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART 6K CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_sigmaI/netI    0.0679
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            62244
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.29
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.108
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.00147(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.877
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1336
_refine_ls_number_reflns         23980
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.877
_refine_ls_R_factor_all          0.1373
_refine_ls_R_factor_gt           0.0504
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0725P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1260
_refine_ls_wR_factor_ref         0.1664
_reflns_number_gt                9664
_reflns_number_total             23980
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b606327f.txt
_cod_data_source_block           \a-1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7203446
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 1.09511(9) 0.48865(8) 0.17353(9) 0.0551(4) Uani 1 1 d . . .
C1A C 1.00257(11) 0.44272(9) 0.12503(10) 0.0445(4) Uani 1 1 d . . .
C2A C 0.94846(12) 0.42928(10) 0.16039(11) 0.0522(4) Uani 1 1 d . . .
H2A H 0.9773 0.4535 0.2207 0.064(5) Uiso 1 1 d R . .
C3A C 0.85547(12) 0.38251(10) 0.11049(11) 0.0549(4) Uani 1 1 d . . .
H3A H 0.8203 0.3743 0.1364 0.067(5) Uiso 1 1 d R . .
C4A C 0.81103(11) 0.34654(10) 0.02264(11) 0.0515(4) Uani 1 1 d . . .
C5A C 0.86369(12) 0.35999(10) -0.01267(11) 0.0536(4) Uani 1 1 d . . .
H5A H 0.8343 0.3355 -0.0731 0.062(5) Uiso 1 1 d R . .
C6A C 0.95646(12) 0.40672(9) 0.03630(10) 0.0512(4) Uani 1 1 d . . .
H6A H 0.9907 0.4157 0.0096 0.056(5) Uiso 1 1 d R . .
C7A C 1.14311(12) 0.52055(11) 0.26424(11) 0.0649(5) Uani 1 1 d . . .
H71A H 1.1228 0.5559 0.2880 0.103(4) Uiso 1 1 d R . .
H72A H 1.2075 0.5519 0.2878 0.103(4) Uiso 1 1 d R . .
H73A H 1.1326 0.4754 0.2791 0.103(4) Uiso 1 1 d R . .
C8A C 1.14837(12) 0.49991(11) 0.13493(11) 0.0661(5) Uani 1 1 d . . .
H81A H 1.1331 0.5292 0.1022 0.099(4) Uiso 1 1 d R . .
H82A H 1.1361 0.4469 0.0983 0.099(4) Uiso 1 1 d R . .
H83A H 1.2123 0.5309 0.1777 0.099(4) Uiso 1 1 d R . .
C9A C 0.71421(13) 0.29581(11) -0.03076(12) 0.0642(5) Uani 1 1 d . . .
C10A C 0.63488(17) 0.25331(15) -0.07667(16) 0.0905(8) Uani 1 1 d . . .
H1A H 0.5741(16) 0.2206(15) -0.1128(15) 0.145(11) Uiso 1 1 d . . .
N1B N -0.07630(9) 0.01946(8) -0.16532(8) 0.0522(4) Uani 1 1 d . . .
C1B C 0.01642(11) 0.06706(9) -0.11782(10) 0.0439(4) Uani 1 1 d . . .
C2B C 0.06395(11) 0.10337(9) -0.02911(10) 0.0485(4) Uani 1 1 d . . .
H2B H 0.0310 0.0936 -0.0013 0.054(5) Uiso 1 1 d R . .
C3B C 0.15632(12) 0.15254(10) 0.01831(11) 0.0523(4) Uani 1 1 d . . .
H3B H 0.1873 0.1762 0.0788 0.060(5) Uiso 1 1 d R . .
C4B C 0.20703(11) 0.16896(10) -0.01894(11) 0.0508(4) Uani 1 1 d . . .
C5B C 0.16065(12) 0.13117(10) -0.10691(11) 0.0532(4) Uani 1 1 d . . .
H5B H 0.1942 0.1405 -0.1342 0.068(5) Uiso 1 1 d R . .
C6B C 0.06784(11) 0.08171(10) -0.15522(11) 0.0504(4) Uani 1 1 d . . .
H6B H 0.0375 0.0565 -0.2157 0.062(5) Uiso 1 1 d R . .
C7B C -0.12765(11) 0.00618(11) -0.12510(11) 0.0630(5) Uani 1 1 d . . .
H71B H -0.1090 -0.0218 -0.0919 0.090(4) Uiso 1 1 d R . .
H72B H -0.1917 -0.0270 -0.1671 0.090(4) Uiso 1 1 d R . .
H73B H -0.1171 0.0584 -0.0885 0.090(4) Uiso 1 1 d R . .
C8B C -0.12598(12) -0.00883(10) -0.25566(10) 0.0625(5) Uani 1 1 d . . .
H81B H -0.1065 -0.0434 -0.2818 0.086(3) Uiso 1 1 d R . .
H82B H -0.1151 0.0380 -0.2680 0.086(3) Uiso 1 1 d R . .
H83B H -0.1903 -0.0400 -0.2790 0.086(3) Uiso 1 1 d R . .
C9B C 0.30214(13) 0.22657(11) 0.03210(12) 0.0638(5) Uani 1 1 d . . .
C10B C 0.37907(16) 0.27532(15) 0.07564(16) 0.0902(8) Uani 1 1 d . . .
H1B H 0.4378(14) 0.3172(12) 0.1085(13) 0.108(8) Uiso 1 1 d . . .
N1C N 1.06989(10) 0.34194(8) 0.40761(9) 0.0543(4) Uani 1 1 d . . .
C1C C 0.97719(11) 0.29898(9) 0.36234(10) 0.0453(4) Uani 1 1 d . . .
C2C C 0.92656(12) 0.26486(10) 0.27325(10) 0.0522(4) Uani 1 1 d . . .
H2C H 0.9581 0.2721 0.2439 0.064(5) Uiso 1 1 d R . .
C3C C 0.83325(12) 0.22239(10) 0.22822(11) 0.0555(5) Uani 1 1 d . . .
H3C H 0.8006 0.2002 0.1677 0.082(6) Uiso 1 1 d R . .
C4C C 0.78467(12) 0.21073(10) 0.26792(11) 0.0531(4) Uani 1 1 d . . .
C5C C 0.83432(12) 0.24359(10) 0.35557(11) 0.0560(5) Uani 1 1 d . . .
H5C H 0.8022 0.2355 0.3843 0.060(5) Uiso 1 1 d R . .
C6C C 0.92728(12) 0.28628(10) 0.40150(11) 0.0522(4) Uani 1 1 d . . .
H6C H 0.9594 0.3080 0.4619 0.076(6) Uiso 1 1 d R . .
C7C C 1.11966(12) 0.35988(11) 0.36676(11) 0.0642(5) Uani 1 1 d . . .
H71C H 1.1085 0.3095 0.3261 0.091(4) Uiso 1 1 d R . .
H72C H 1.1841 0.3916 0.4083 0.091(4) Uiso 1 1 d R . .
H73C H 1.1012 0.3915 0.3380 0.091(4) Uiso 1 1 d R . .
C8C C 1.12031(12) 0.37477(10) 0.49903(11) 0.0649(5) Uani 1 1 d . . .
H81C H 1.1060 0.3312 0.5157 0.089(4) Uiso 1 1 d R . .
H82C H 1.1054 0.4152 0.5236 0.089(4) Uiso 1 1 d R . .
H83C H 1.1847 0.4008 0.5205 0.089(4) Uiso 1 1 d R . .
C9C C 0.68760(14) 0.16743(11) 0.22258(13) 0.0663(5) Uani 1 1 d . . .
C10C C 0.60817(17) 0.13283(15) 0.18863(17) 0.0924(8) Uani 1 1 d . . .
H1C H 0.5479(16) 0.1060(14) 0.1641(15) 0.136(10) Uiso 1 1 d . . .
N1D N -0.06761(9) 0.16180(8) 0.58809(9) 0.0554(4) Uani 1 1 d . . .
C1D C 0.02584(11) 0.20240(9) 0.63799(10) 0.0450(4) Uani 1 1 d . . .
C2D C 0.07111(11) 0.23450(10) 0.72643(10) 0.0508(4) Uani 1 1 d . . .
H2D H 0.0361 0.2287 0.7527 0.066(5) Uiso 1 1 d R . .
C3D C 0.16401(11) 0.27393(10) 0.77574(11) 0.0521(4) Uani 1 1 d . . .
H3D H 0.1929 0.2943 0.8359 0.067(5) Uiso 1 1 d R . .
C4D C 0.21782(11) 0.28439(9) 0.74083(11) 0.0498(4) Uani 1 1 d . . .
C5D C 0.17338(12) 0.25403(9) 0.65324(11) 0.0534(4) Uani 1 1 d . . .
H5D H 0.2090 0.2611 0.6276 0.063(5) Uiso 1 1 d R . .
C6D C 0.08048(12) 0.21427(9) 0.60323(11) 0.0502(4) Uani 1 1 d . . .
H6D H 0.0520 0.1942 0.5431 0.061(5) Uiso 1 1 d R . .
C7D C -0.12192(12) 0.14166(11) 0.62414(11) 0.0646(5) Uani 1 1 d . . .
H71D H -0.1099 0.1911 0.6666 0.091(4) Uiso 1 1 d R . .
H72D H -0.1080 0.1066 0.6496 0.091(4) Uiso 1 1 d R . .
H73D H -0.1855 0.1131 0.5805 0.091(4) Uiso 1 1 d R . .
C8D C -0.11224(12) 0.12413(11) 0.49715(11) 0.0663(5) Uani 1 1 d . . .
H81D H -0.0968 0.1658 0.4785 0.097(4) Uiso 1 1 d R . .
H82D H -0.1772 0.0964 0.4721 0.097(4) Uiso 1 1 d R . .
H83D H -0.0934 0.0846 0.4788 0.097(4) Uiso 1 1 d R . .
C9D C 0.31494(13) 0.32247(11) 0.79195(12) 0.0595(5) Uani 1 1 d . . .
C10D C 0.39445(16) 0.35274(14) 0.83254(15) 0.0819(7) Uani 1 1 d . . .
H1D H 0.4537(14) 0.3785(13) 0.8650(14) 0.119(9) Uiso 1 1 d . . .
N1E N 1.07772(9) 0.34673(8) -0.08248(9) 0.0537(4) Uani 1 1 d . . .
C1E C 0.98498(11) 0.30207(9) -0.13133(10) 0.0440(4) Uani 1 1 d . . .
C2E C 0.93796(11) 0.22602(9) -0.13487(10) 0.0501(4) Uani 1 1 d . . .
H2E H 0.9720 0.2032 -0.1048 0.057(5) Uiso 1 1 d R . .
C3E C 0.84476(11) 0.18373(10) -0.17980(10) 0.0523(4) Uani 1 1 d . . .
H3E H 0.8144 0.1321 -0.1804 0.065(5) Uiso 1 1 d R . .
C4E C 0.79249(11) 0.21423(10) -0.22471(10) 0.0508(4) Uani 1 1 d . . .
C5E C 0.83860(12) 0.28800(10) -0.22443(10) 0.0530(4) Uani 1 1 d . . .
H5E H 0.8041 0.3093 -0.2564 0.071(5) Uiso 1 1 d R . .
C6E C 0.93194(11) 0.33100(10) -0.17963(10) 0.0503(4) Uani 1 1 d . . .
H6E H 0.9615 0.3813 -0.1815 0.059(5) Uiso 1 1 d R . .
C7E C 1.12544(11) 0.42422(10) -0.08090(11) 0.0604(5) Uani 1 1 d . . .
H71E H 1.1038 0.4620 -0.0634 0.095(4) Uiso 1 1 d R . .
H72E H 1.1901 0.4479 -0.0413 0.095(4) Uiso 1 1 d R . .
H73E H 1.1143 0.4149 -0.1369 0.095(4) Uiso 1 1 d R . .
C8E C 1.13057(11) 0.31487(10) -0.03468(10) 0.0592(5) Uani 1 1 d . . .
H81E H 1.1130 0.3054 0.0044 0.081(3) Uiso 1 1 d R . .
H82E H 1.1945 0.3536 -0.0033 0.081(3) Uiso 1 1 d R . .
H83E H 1.1202 0.2635 -0.0728 0.081(3) Uiso 1 1 d R . .
C9E C 0.69546(13) 0.17339(11) -0.26527(12) 0.0630(5) Uani 1 1 d . . .
C10E C 0.61608(17) 0.14012(14) -0.29588(16) 0.0888(8) Uani 1 1 d . . .
H1E H 0.5561(16) 0.1190(14) -0.3156(15) 0.135(10) Uiso 1 1 d . . .
N1F N -0.06658(10) 0.15777(8) 0.08497(9) 0.0569(4) Uani 1 1 d . . .
C1F C 0.02643(11) 0.20039(9) 0.13678(10) 0.0459(4) Uani 1 1 d . . .
C2F C 0.07503(12) 0.16805(10) 0.18343(10) 0.0506(4) Uani 1 1 d . . .
H2F H 0.0423 0.1167 0.1819 0.057(5) Uiso 1 1 d R . .
C3F C 0.16851(12) 0.20938(10) 0.23180(11) 0.0535(4) Uani 1 1 d . . .
H3F H 0.2001 0.1855 0.2625 0.062(5) Uiso 1 1 d R . .
C4F C 0.21878(11) 0.28435(10) 0.23726(10) 0.0507(4) Uani 1 1 d . . .
C5F C 0.17059(12) 0.31797(10) 0.19264(10) 0.0535(4) Uani 1 1 d . . .
H5F H 0.2039 0.3702 0.1959 0.068(5) Uiso 1 1 d R . .
C6F C 0.07725(12) 0.27766(10) 0.14425(10) 0.0513(4) Uani 1 1 d . . .
H6F H 0.0460 0.3028 0.1153 0.070(5) Uiso 1 1 d R . .
C7F C -0.11824(12) 0.08125(10) 0.08244(11) 0.0647(5) Uani 1 1 d . . .
H71F H -0.0981 0.0418 0.0672 0.103(4) Uiso 1 1 d R . .
H72F H -0.1817 0.0588 0.0412 0.103(4) Uiso 1 1 d R . .
H73F H -0.1105 0.0911 0.1371 0.103(4) Uiso 1 1 d R . .
C8F C -0.11622(12) 0.19398(10) 0.04137(11) 0.0636(5) Uani 1 1 d . . .
H81F H -0.0936 0.2100 0.0076 0.101(4) Uiso 1 1 d R . .
H82F H -0.1085 0.2420 0.0820 0.101(4) Uiso 1 1 d R . .
H83F H -0.1799 0.1549 0.0053 0.101(4) Uiso 1 1 d R . .
C9F C 0.31599(13) 0.32433(11) 0.28442(12) 0.0615(5) Uani 1 1 d . . .
C10F C 0.39585(17) 0.35584(14) 0.32209(16) 0.0849(7) Uani 1 1 d . . .
H1F H 0.4574(14) 0.3816(13) 0.3510(13) 0.118(9) Uiso 1 1 d . . .
N1G N 1.08461(9) 0.48083(8) 0.66771(9) 0.0545(4) Uani 1 1 d . . .
C1G C 0.99152(10) 0.43616(9) 0.61998(9) 0.0435(4) Uani 1 1 d . . .
C2G C 0.93803(11) 0.46506(10) 0.57278(10) 0.0506(4) Uani 1 1 d . . .
H2G H 0.9672 0.5182 0.5756 0.062(5) Uiso 1 1 d R . .
C3G C 0.84495(11) 0.41835(10) 0.52236(10) 0.0520(4) Uani 1 1 d . . .
H3G H 0.8101 0.4399 0.4913 0.064(5) Uiso 1 1 d R . .
C4G C 0.79998(11) 0.34135(10) 0.51606(10) 0.0491(4) Uani 1 1 d . . .
C5G C 0.85254(11) 0.31357(10) 0.56514(11) 0.0539(4) Uani 1 1 d . . .
H5G H 0.8228 0.2608 0.5629 0.069(5) Uiso 1 1 d R . .
C6G C 0.94525(11) 0.35920(9) 0.61568(10) 0.0509(4) Uani 1 1 d . . .
H6G H 0.9792 0.3384 0.6490 0.061(5) Uiso 1 1 d R . .
C7G C 1.13101(11) 0.55876(10) 0.67011(11) 0.0615(5) Uani 1 1 d . . .
H71G H 1.1170 0.5989 0.6967 0.092(4) Uiso 1 1 d R . .
H72G H 1.1124 0.5524 0.6135 0.092(4) Uiso 1 1 d R . .
H73G H 1.1959 0.5788 0.7021 0.092(4) Uiso 1 1 d R . .
C8G C 1.13950(11) 0.44990(11) 0.71485(11) 0.0641(5) Uani 1 1 d . . .
H81G H 1.1271 0.4445 0.7580 0.105(4) Uiso 1 1 d R . .
H82G H 1.2034 0.4868 0.7413 0.105(4) Uiso 1 1 d R . .
H83G H 1.1254 0.3966 0.6768 0.105(4) Uiso 1 1 d R . .
C9G C 0.70380(13) 0.29005(11) 0.45794(12) 0.0609(5) Uani 1 1 d . . .
C10G C 0.62584(16) 0.24686(14) 0.40760(16) 0.0846(7) Uani 1 1 d . . .
H1G H 0.5673(15) 0.2162(13) 0.3680(14) 0.123(9) Uiso 1 1 d . . .
N1H N -0.09833(9) 0.01144(8) 0.32259(8) 0.0488(3) Uani 1 1 d . . .
C1H C -0.00576(10) 0.05934(9) 0.37009(9) 0.0407(4) Uani 1 1 d . . .
C2H C 0.05096(11) 0.03546(10) 0.42180(9) 0.0466(4) Uani 1 1 d . . .
H2H H 0.0244 -0.0160 0.4229 0.051(4) Uiso 1 1 d R . .
C3H C 0.14384(11) 0.08497(9) 0.47106(10) 0.0485(4) Uani 1 1 d . . .
H3H H 0.1811 0.0673 0.5059 0.049(4) Uiso 1 1 d R . .
C4H C 0.18530(11) 0.16006(9) 0.47122(10) 0.0463(4) Uani 1 1 d . . .
C5H C 0.12964(11) 0.18287(10) 0.41842(10) 0.0516(4) Uani 1 1 d . . .
H5H H 0.1569 0.2338 0.4165 0.059(5) Uiso 1 1 d R . .
C6H C 0.03677(11) 0.13419(9) 0.36921(10) 0.0502(4) Uani 1 1 d . . .
H6H H 0.0004 0.1517 0.3334 0.068(5) Uiso 1 1 d R . .
C7H C -0.14093(11) -0.06531(10) 0.32442(11) 0.0564(5) Uani 1 1 d . . .
H71H H -0.1183 -0.1019 0.3075 0.084(3) Uiso 1 1 d R . .
H72H H -0.2059 -0.0916 0.2863 0.084(3) Uiso 1 1 d R . .
H73H H -0.1279 -0.0548 0.3808 0.084(3) Uiso 1 1 d R . .
C8H C -0.15630(11) 0.03856(10) 0.27249(11) 0.0604(5) Uani 1 1 d . . .
H81H H -0.1441 0.0438 0.2293 0.095(4) Uiso 1 1 d R . .
H82H H -0.1452 0.0913 0.3087 0.095(4) Uiso 1 1 d R . .
H83H H -0.2193 -0.0007 0.2459 0.095(4) Uiso 1 1 d R . .
C9H C 0.28126(12) 0.21477(10) 0.52632(11) 0.0554(5) Uani 1 1 d . . .
C10H C 0.35898(15) 0.26197(13) 0.57253(15) 0.0765(6) Uani 1 1 d . . .
H1H H 0.4191(13) 0.3005(12) 0.6117(12) 0.103(8) Uiso 1 1 d . . .
N1I N 0.36863(12) -0.02136(11) -0.47731(13) 0.0833(5) Uani 1 1 d . . .
C1I C 0.37441(12) 0.01712(12) -0.40312(14) 0.0649(5) Uani 1 1 d . . .
C2I C 0.37282(11) 0.09281(12) -0.38071(14) 0.0684(6) Uani 1 1 d . . .
H2I H 0.3680 0.1180 -0.4183 0.081(6) Uiso 1 1 d R . .
C3I C 0.37849(12) 0.13090(12) -0.30660(14) 0.0694(6) Uani 1 1 d . . .
H3I H 0.3769 0.1824 -0.2934 0.074(6) Uiso 1 1 d R . .
C4I C 0.38612(11) 0.09680(13) -0.25012(14) 0.0676(5) Uani 1 1 d . . .
C5I C 0.38720(12) 0.02155(13) -0.27222(15) 0.0740(6) Uani 1 1 d . . .
H5I H 0.3922 -0.0037 -0.2347 0.070(6) Uiso 1 1 d R . .
C6I C 0.38163(12) -0.01728(13) -0.34615(15) 0.0736(6) Uani 1 1 d . . .
H6I H 0.3824 -0.0691 -0.3597 0.085(6) Uiso 1 1 d R . .
C7I C 0.36432(15) 0.01736(13) -0.53321(14) 0.0936(7) Uani 1 1 d . . .
H71I H 0.4207 0.0674 -0.5060 0.130(5) Uiso 1 1 d R . .
H72I H 0.3550 -0.0200 -0.5843 0.130(5) Uiso 1 1 d R . .
H73I H 0.3147 0.0305 -0.5481 0.130(5) Uiso 1 1 d R . .
C8I C 0.38215(15) -0.09340(13) -0.49473(15) 0.0986(8) Uani 1 1 d . . .
H81I H 0.3373 -0.1387 -0.4966 0.146(6) Uiso 1 1 d R . .
H82I H 0.4422 -0.0789 -0.4511 0.146(6) Uiso 1 1 d R . .
H83I H 0.3777 -0.1110 -0.5486 0.146(6) Uiso 1 1 d R . .
C9I C 0.39054(13) 0.13639(15) -0.17337(17) 0.0793(7) Uani 1 1 d . . .
C10I C 0.39326(17) 0.17012(18) -0.1116(2) 0.0968(9) Uani 1 1 d . . .
H1I H 0.3955(15) 0.1985(14) -0.0665(13) 0.103(9) Uiso 1 1 d . . .
N1J N 0.61583(12) 0.36939(11) 0.14031(12) 0.0837(5) Uani 1 1 d . . .
C1J C 0.61816(12) 0.40789(12) 0.21262(13) 0.0639(5) Uani 1 1 d . . .
C2J C 0.61707(12) 0.48390(12) 0.23315(14) 0.0699(6) Uani 1 1 d . . .
H2J H 0.6153 0.5095 0.1962 0.080(6) Uiso 1 1 d R . .
C3J C 0.61987(12) 0.52221(13) 0.30543(14) 0.0715(6) Uani 1 1 d . . .
H3J H 0.6191 0.5740 0.3180 0.087(7) Uiso 1 1 d R . .
C4J C 0.62353(12) 0.48863(12) 0.36170(14) 0.0686(6) Uani 1 1 d . . .
C5J C 0.62477(11) 0.41326(12) 0.34171(14) 0.0703(6) Uani 1 1 d . . .
H5J H 0.6275 0.3887 0.3797 0.075(6) Uiso 1 1 d R . .
C6J C 0.62208(12) 0.37410(12) 0.27004(14) 0.0693(6) Uani 1 1 d . . .
H6J H 0.6240 0.3227 0.2586 0.081(6) Uiso 1 1 d R . .
C7J C 0.60665(15) 0.40341(14) 0.08014(14) 0.0971(7) Uani 1 1 d . . .
H71J H 0.6579 0.4573 0.1063 0.148(6) Uiso 1 1 d R . .
H72J H 0.5516 0.4083 0.0607 0.148(6) Uiso 1 1 d R . .
H73J H 0.6041 0.3678 0.0323 0.148(6) Uiso 1 1 d R . .
C8J C 0.61154(14) 0.28901(13) 0.11688(14) 0.0913(7) Uani 1 1 d . . .
H81J H 0.6646 0.2911 0.1596 0.137(5) Uiso 1 1 d R . .
H82J H 0.6087 0.2703 0.0638 0.137(5) Uiso 1 1 d R . .
H83J H 0.5578 0.2499 0.1109 0.137(5) Uiso 1 1 d R . .
C9J C 0.62542(14) 0.52827(15) 0.43683(16) 0.0801(7) Uani 1 1 d . . .
C10J C 0.62701(18) 0.56159(19) 0.4982(2) 0.1014(9) Uani 1 1 d . . .
H1J H 0.6292(16) 0.5862(14) 0.5438(14) 0.114(10) Uiso 1 1 d . . .
N1K N 0.36783(12) -0.01603(11) 0.03287(12) 0.0805(5) Uani 1 1 d . . .
C1K C 0.37068(11) 0.02290(12) 0.10563(13) 0.0628(5) Uani 1 1 d . . .
C2K C 0.36769(11) 0.09796(12) 0.12569(13) 0.0676(5) Uani 1 1 d . . .
H2K H 0.3630 0.1223 0.0873 0.072(6) Uiso 1 1 d R . .
C3K C 0.37096(11) 0.13689(12) 0.19843(13) 0.0677(5) Uani 1 1 d . . .
H3K H 0.3689 0.1882 0.2103 0.090(7) Uiso 1 1 d R . .
C4K C 0.37714(11) 0.10381(12) 0.25556(13) 0.0641(5) Uani 1 1 d . . .
C5K C 0.37981(11) 0.02893(12) 0.23553(13) 0.0688(6) Uani 1 1 d . . .
H5K H 0.3832 0.0044 0.2736 0.069(6) Uiso 1 1 d R . .
C6K C 0.37667(12) -0.01060(12) 0.16320(14) 0.0693(6) Uani 1 1 d . . .
H6K H 0.3794 -0.0616 0.1519 0.090(7) Uiso 1 1 d R . .
C7K C 0.36668(14) 0.02233(13) -0.02328(13) 0.0873(7) Uani 1 1 d . . .
H71K H 0.3173 0.0358 -0.0389 0.126(5) Uiso 1 1 d R . .
H72K H 0.4231 0.0723 0.0042 0.126(5) Uiso 1 1 d R . .
H73K H 0.3582 -0.0154 -0.0737 0.126(5) Uiso 1 1 d R . .
C8K C 0.38478(14) -0.08615(13) 0.01934(14) 0.0905(7) Uani 1 1 d . . .
H81K H 0.3392 -0.1313 0.0170 0.127(5) Uiso 1 1 d R . .
H82K H 0.3833 -0.1044 -0.0331 0.127(5) Uiso 1 1 d R . .
H83K H 0.4439 -0.0710 0.0652 0.127(5) Uiso 1 1 d R . .
C9K C 0.37798(13) 0.14316(14) 0.33009(15) 0.0737(6) Uani 1 1 d . . .
C10K C 0.37660(17) 0.17642(17) 0.38974(19) 0.0920(8) Uani 1 1 d . . .
H1K H 0.3744(16) 0.2029(14) 0.4317(14) 0.109(10) Uiso 1 1 d . . .
N1L N 0.59175(12) 0.35212(10) 0.61846(12) 0.0777(5) Uani 1 1 d . . .
C1L C 0.60123(11) 0.39188(11) 0.69441(13) 0.0591(5) Uani 1 1 d . . .
C2L C 0.60365(11) 0.46929(11) 0.71875(13) 0.0648(5) Uani 1 1 d . . .
H2L H 0.6006 0.4951 0.6819 0.078(6) Uiso 1 1 d R . .
C3L C 0.61099(11) 0.50828(12) 0.79339(13) 0.0659(5) Uani 1 1 d . . .
H3L H 0.6126 0.5610 0.8080 0.078(6) Uiso 1 1 d R . .
C4L C 0.61597(11) 0.47325(12) 0.84882(13) 0.0626(5) Uani 1 1 d . . .
C5L C 0.61429(12) 0.39660(12) 0.82550(13) 0.0680(5) Uani 1 1 d . . .
H5L H 0.6194 0.3716 0.8632 0.070(6) Uiso 1 1 d R . .
C6L C 0.60698(12) 0.35686(12) 0.75067(13) 0.0673(5) Uani 1 1 d . . .
H6L H 0.6057 0.3042 0.7360 0.081(6) Uiso 1 1 d R . .
C7L C 0.58893(19) 0.39086(16) 0.56252(16) 0.0930(7) Uani 1 1 d . . .
H71L H 0.5412 0.4063 0.5496 0.142(11) Uiso 1 1 d R . .
H72L H 0.5776 0.3531 0.5105 0.144(11) Uiso 1 1 d R . .
H73L H 0.6463 0.4396 0.5892 0.145(11) Uiso 1 1 d R . .
C8L C 0.59396(14) 0.27503(12) 0.59620(13) 0.0865(7) Uani 1 1 d . . .
H81L H 0.5460 0.2338 0.5953 0.134(5) Uiso 1 1 d R . .
H82L H 0.6517 0.2821 0.6363 0.134(5) Uiso 1 1 d R . .
H83L H 0.5854 0.2563 0.5406 0.134(5) Uiso 1 1 d R . .
C9L C 0.62076(13) 0.51288(13) 0.92562(15) 0.0713(6) Uani 1 1 d . . .
C10L C 0.62317(16) 0.54631(16) 0.98748(18) 0.0884(8) Uani 1 1 d . . .
H1L H 0.6219(14) 0.5696(13) 1.0319(12) 0.093(8) 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'
N N 0.0061 0.0033 '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
C1A N1A C8A 120.73(14) . . ?
C1A N1A C7A 121.30(15) . . ?
C8A N1A C7A 117.71(14) . . ?
N1A C1A C2A 122.36(15) . . ?
N1A C1A C6A 121.17(15) . . ?
C2A C1A C6A 116.46(16) . . ?
C3A C2A C1A 121.47(16) . . ?
C3A C2A H2A 119.6 . . ?
C1A C2A H2A 118.9 . . ?
C2A C3A C4A 121.27(17) . . ?
C2A C3A H3A 119.6 . . ?
C4A C3A H3A 119.1 . . ?
C5A C4A C3A 117.64(16) . . ?
C5A C4A C9A 120.10(17) . . ?
C3A C4A C9A 122.26(17) . . ?
C6A C5A C4A 121.74(17) . . ?
C6A C5A H5A 119.4 . . ?
C4A C5A H5A 118.9 . . ?
C5A C6A C1A 121.42(16) . . ?
C5A C6A H6A 119.4 . . ?
C1A C6A H6A 119.1 . . ?
N1A C7A H71A 110.6 . . ?
N1A C7A H72A 109.8 . . ?
H71A C7A H72A 108.8 . . ?
N1A C7A H73A 109.5 . . ?
H71A C7A H73A 109.3 . . ?
H72A C7A H73A 108.8 . . ?
N1A C8A H81A 110.1 . . ?
N1A C8A H82A 109.6 . . ?
H81A C8A H82A 109.1 . . ?
N1A C8A H83A 110.3 . . ?
H81A C8A H83A 109.1 . . ?
H82A C8A H83A 108.8 . . ?
C10A C9A C4A 178.0(2) . . ?
C9A C10A H1A 178.8(17) . . ?
C1B N1B C7B 120.55(14) . . ?
C1B N1B C8B 120.94(14) . . ?
C7B N1B C8B 117.95(14) . . ?
N1B C1B C6B 121.74(15) . . ?
N1B C1B C2B 121.22(15) . . ?
C6B C1B C2B 117.04(16) . . ?
C3B C2B C1B 121.17(16) . . ?
C3B C2B H2B 119.5 . . ?
C1B C2B H2B 119.3 . . ?
C2B C3B C4B 121.71(16) . . ?
C2B C3B H3B 119.6 . . ?
C4B C3B H3B 118.7 . . ?
C3B C4B C5B 117.39(16) . . ?
C3B C4B C9B 120.43(16) . . ?
C5B C4B C9B 122.07(17) . . ?
C6B C5B C4B 121.39(17) . . ?
C6B C5B H5B 119.5 . . ?
C4B C5B H5B 119.1 . . ?
C5B C6B C1B 121.25(16) . . ?
C5B C6B H6B 119.8 . . ?
C1B C6B H6B 119.0 . . ?
N1B C7B H71B 109.7 . . ?
N1B C7B H72B 110.2 . . ?
H71B C7B H72B 109.1 . . ?
N1B C7B H73B 109.9 . . ?
H71B C7B H73B 108.9 . . ?
H72B C7B H73B 109.0 . . ?
N1B C8B H81B 110.1 . . ?
N1B C8B H82B 109.6 . . ?
H81B C8B H82B 109.1 . . ?
N1B C8B H83B 110.4 . . ?
H81B C8B H83B 108.9 . . ?
H82B C8B H83B 108.7 . . ?
C10B C9B C4B 177.5(2) . . ?
C9B C10B H1B 174.4(14) . . ?
C1C N1C C7C 121.10(14) . . ?
C1C N1C C8C 120.36(15) . . ?
C7C N1C C8C 118.44(15) . . ?
N1C C1C C6C 121.97(15) . . ?
N1C C1C C2C 121.53(16) . . ?
C6C C1C C2C 116.49(16) . . ?
C3C C2C C1C 121.16(17) . . ?
C3C C2C H2C 119.6 . . ?
C1C C2C H2C 119.2 . . ?
C2C C3C C4C 121.70(17) . . ?
C2C C3C H3C 119.3 . . ?
C4C C3C H3C 119.0 . . ?
C3C C4C C5C 117.30(17) . . ?
C3C C4C C9C 122.77(17) . . ?
C5C C4C C9C 119.93(17) . . ?
C6C C5C C4C 121.82(17) . . ?
C6C C5C H5C 119.4 . . ?
C4C C5C H5C 118.8 . . ?
C5C C6C C1C 121.52(17) . . ?
C5C C6C H6C 119.7 . . ?
C1C C6C H6C 118.8 . . ?
N1C C7C H71C 110.7 . . ?
N1C C7C H72C 109.9 . . ?
H71C C7C H72C 108.5 . . ?
N1C C7C H73C 109.8 . . ?
H71C C7C H73C 109.0 . . ?
H72C C7C H73C 108.9 . . ?
N1C C8C H81C 110.7 . . ?
N1C C8C H82C 110.2 . . ?
H81C C8C H82C 108.8 . . ?
N1C C8C H83C 109.6 . . ?
H81C C8C H83C 108.6 . . ?
H82C C8C H83C 109.0 . . ?
C10C C9C C4C 177.1(2) . . ?
C9C C10C H1C 178.2(17) . . ?
C1D N1D C7D 120.55(15) . . ?
C1D N1D C8D 120.28(15) . . ?
C7D N1D C8D 117.99(15) . . ?
N1D C1D C6D 121.74(15) . . ?
N1D C1D C2D 121.55(15) . . ?
C6D C1D C2D 116.71(15) . . ?
C3D C2D C1D 121.38(16) . . ?
C3D C2D H2D 119.4 . . ?
C1D C2D H2D 119.2 . . ?
C2D C3D C4D 121.66(16) . . ?
C2D C3D H3D 119.4 . . ?
C4D C3D H3D 118.9 . . ?
C3D C4D C5D 117.26(16) . . ?
C3D C4D C9D 121.79(16) . . ?
C5D C4D C9D 120.92(16) . . ?
C6D C5D C4D 121.61(16) . . ?
C6D C5D H5D 119.5 . . ?
C4D C5D H5D 118.9 . . ?
C5D C6D C1D 121.37(16) . . ?
C5D C6D H6D 119.5 . . ?
C1D C6D H6D 119.2 . . ?
N1D C7D H71D 110.4 . . ?
N1D C7D H72D 109.6 . . ?
H71D C7D H72D 109.2 . . ?
N1D C7D H73D 109.7 . . ?
H71D C7D H73D 108.8 . . ?
H72D C7D H73D 109.2 . . ?
N1D C8D H81D 109.9 . . ?
N1D C8D H82D 109.6 . . ?
H81D C8D H82D 108.9 . . ?
N1D C8D H83D 110.2 . . ?
H81D C8D H83D 108.9 . . ?
H82D C8D H83D 109.2 . . ?
C10D C9D C4D 178.7(2) . . ?
C9D C10D H1D 175.7(16) . . ?
C1E N1E C7E 121.12(14) . . ?
C1E N1E C8E 120.37(14) . . ?
C7E N1E C8E 118.43(14) . . ?
N1E C1E C2E 121.73(15) . . ?
N1E C1E C6E 121.55(15) . . ?
C2E C1E C6E 116.72(15) . . ?
C3E C2E C1E 121.62(16) . . ?
C3E C2E H2E 119.4 . . ?
C1E C2E H2E 119.0 . . ?
C2E C3E C4E 121.42(16) . . ?
C2E C3E H3E 119.7 . . ?
C4E C3E H3E 118.9 . . ?
C5E C4E C3E 117.32(16) . . ?
C5E C4E C9E 121.59(16) . . ?
C3E C4E C9E 121.00(16) . . ?
C6E C5E C4E 121.80(16) . . ?
C6E C5E H5E 119.3 . . ?
C4E C5E H5E 118.9 . . ?
C5E C6E C1E 121.00(16) . . ?
C5E C6E H6E 119.6 . . ?
C1E C6E H6E 119.4 . . ?
N1E C7E H71E 109.5 . . ?
N1E C7E H72E 109.4 . . ?
H71E C7E H72E 109.5 . . ?
N1E C7E H73E 109.5 . . ?
H71E C7E H73E 109.4 . . ?
H72E C7E H73E 109.5 . . ?
N1E C8E H81E 110.1 . . ?
N1E C8E H82E 110.3 . . ?
H81E C8E H82E 108.9 . . ?
N1E C8E H83E 109.6 . . ?
H81E C8E H83E 109.0 . . ?
H82E C8E H83E 108.8 . . ?
C10E C9E C4E 177.6(2) . . ?
C9E C10E H1E 174.5(16) . . ?
C1F N1F C7F 120.76(14) . . ?
C1F N1F C8F 120.85(14) . . ?
C7F N1F C8F 117.76(14) . . ?
N1F C1F C2F 121.47(15) . . ?
N1F C1F C6F 121.48(15) . . ?
C2F C1F C6F 117.04(16) . . ?
C3F C2F C1F 120.94(16) . . ?
C3F C2F H2F 119.8 . . ?
C1F C2F H2F 119.2 . . ?
C2F C3F C4F 122.06(16) . . ?
C2F C3F H3F 119.3 . . ?
C4F C3F H3F 118.7 . . ?
C3F C4F C5F 117.25(16) . . ?
C3F C4F C9F 121.21(16) . . ?
C5F C4F C9F 121.51(16) . . ?
C6F C5F C4F 121.45(16) . . ?
C6F C5F H5F 119.7 . . ?
C4F C5F H5F 118.9 . . ?
C5F C6F C1F 121.20(16) . . ?
C5F C6F H6F 119.5 . . ?
C1F C6F H6F 119.3 . . ?
N1F C7F H71F 110.4 . . ?
N1F C7F H72F 109.5 . . ?
H71F C7F H72F 108.8 . . ?
N1F C7F H73F 109.7 . . ?
H71F C7F H73F 109.1 . . ?
H72F C7F H73F 109.2 . . ?
N1F C8F H81F 109.7 . . ?
N1F C8F H82F 109.6 . . ?
H81F C8F H82F 109.1 . . ?
N1F C8F H83F 110.1 . . ?
H81F C8F H83F 109.2 . . ?
H82F C8F H83F 109.0 . . ?
C10F C9F C4F 178.6(2) . . ?
C9F C10F H1F 178.3(15) . . ?
C1G N1G C7G 120.94(14) . . ?
C1G N1G C8G 121.26(14) . . ?
C7G N1G C8G 117.76(14) . . ?
N1G C1G C2G 121.53(14) . . ?
N1G C1G C6G 121.64(15) . . ?
C2G C1G C6G 116.83(15) . . ?
C3G C2G C1G 121.13(15) . . ?
C3G C2G H2G 119.7 . . ?
C1G C2G H2G 119.2 . . ?
C2G C3G C4G 121.79(16) . . ?
C2G C3G H3G 119.3 . . ?
C4G C3G H3G 118.9 . . ?
C3G C4G C5G 117.31(15) . . ?
C3G C4G C9G 121.42(16) . . ?
C5G C4G C9G 121.18(15) . . ?
C6G C5G C4G 121.70(16) . . ?
C6G C5G H5G 119.4 . . ?
C4G C5G H5G 118.9 . . ?
C5G C6G C1G 121.17(16) . . ?
C5G C6G H6G 119.5 . . ?
C1G C6G H6G 119.4 . . ?
N1G C7G H71G 110.3 . . ?
N1G C7G H72G 110.0 . . ?
H71G C7G H72G 108.9 . . ?
N1G C7G H73G 109.7 . . ?
H71G C7G H73G 108.8 . . ?
H72G C7G H73G 109.1 . . ?
N1G C8G H81G 110.3 . . ?
N1G C8G H82G 110.6 . . ?
H81G C8G H82G 109.0 . . ?
N1G C8G H83G 109.2 . . ?
H81G C8G H83G 109.3 . . ?
H82G C8G H83G 108.5 . . ?
C10G C9G C4G 177.0(2) . . ?
C9G C10G H1G 176.5(16) . . ?
C1H N1H C7H 120.87(13) . . ?
C1H N1H C8H 120.84(13) . . ?
C7H N1H C8H 118.21(13) . . ?
N1H C1H C6H 121.63(14) . . ?
N1H C1H C2H 121.42(14) . . ?
C6H C1H C2H 116.95(15) . . ?
C3H C2H C1H 121.09(15) . . ?
C3H C2H H2H 119.6 . . ?
C1H C2H H2H 119.3 . . ?
C2H C3H C4H 121.55(15) . . ?
C2H C3H H3H 119.5 . . ?
C4H C3H H3H 118.9 . . ?
C5H C4H C3H 117.53(15) . . ?
C5H C4H C9H 120.28(15) . . ?
C3H C4H C9H 122.12(15) . . ?
C6H C5H C4H 121.49(16) . . ?
C6H C5H H5H 119.5 . . ?
C4H C5H H5H 119.0 . . ?
C5H C6H C1H 121.35(15) . . ?
C5H C6H H6H 119.3 . . ?
C1H C6H H6H 119.3 . . ?
N1H C7H H71H 110.3 . . ?
N1H C7H H72H 109.8 . . ?
H71H C7H H72H 109.0 . . ?
N1H C7H H73H 109.6 . . ?
H71H C7H H73H 109.1 . . ?
H72H C7H H73H 109.0 . . ?
N1H C8H H81H 110.4 . . ?
N1H C8H H82H 109.4 . . ?
H81H C8H H82H 109.3 . . ?
N1H C8H H83H 110.0 . . ?
H81H C8H H83H 108.9 . . ?
H82H C8H H83H 108.7 . . ?
C10H C9H C4H 177.3(2) . . ?
C9H C10H H1H 175.9(14) . . ?
C1I N1I C8I 120.98(19) . . ?
C1I N1I C7I 120.07(18) . . ?
C8I N1I C7I 118.1(2) . . ?
N1I C1I C6I 121.7(2) . . ?
N1I C1I C2I 121.5(2) . . ?
C6I C1I C2I 116.8(2) . . ?
C3I C2I C1I 121.3(2) . . ?
C3I C2I H2I 119.9 . . ?
C1I C2I H2I 118.9 . . ?
C2I C3I C4I 121.7(2) . . ?
C2I C3I H3I 119.1 . . ?
C4I C3I H3I 119.2 . . ?
C3I C4I C5I 117.3(2) . . ?
C3I C4I C9I 121.4(2) . . ?
C5I C4I C9I 121.3(2) . . ?
C6I C5I C4I 121.7(2) . . ?
C6I C5I H5I 119.1 . . ?
C4I C5I H5I 119.3 . . ?
C5I C6I C1I 121.2(2) . . ?
C5I C6I H6I 119.7 . . ?
C1I C6I H6I 119.0 . . ?
N1I C7I H71I 109.7 . . ?
N1I C7I H72I 109.2 . . ?
H71I C7I H72I 109.1 . . ?
N1I C7I H73I 111.3 . . ?
H71I C7I H73I 109.2 . . ?
H72I C7I H73I 108.4 . . ?
N1I C8I H81I 111.7 . . ?
N1I C8I H82I 108.6 . . ?
H81I C8I H82I 109.6 . . ?
N1I C8I H83I 109.6 . . ?
H81I C8I H83I 108.3 . . ?
H82I C8I H83I 109.0 . . ?
C10I C9I C4I 178.1(3) . . ?
C9I C10I H1I 175.5(17) . . ?
C1J N1J C8J 120.99(18) . . ?
C1J N1J C7J 120.87(18) . . ?
C8J N1J C7J 117.7(2) . . ?
N1J C1J C2J 121.2(2) . . ?
N1J C1J C6J 122.22(19) . . ?
C2J C1J C6J 116.6(2) . . ?
C3J C2J C1J 121.0(2) . . ?
C3J C2J H2J 119.6 . . ?
C1J C2J H2J 119.4 . . ?
C2J C3J C4J 122.2(2) . . ?
C2J C3J H3J 119.3 . . ?
C4J C3J H3J 118.4 . . ?
C3J C4J C5J 117.1(2) . . ?
C3J C4J C9J 122.2(2) . . ?
C5J C4J C9J 120.7(2) . . ?
C6J C5J C4J 121.6(2) . . ?
C6J C5J H5J 119.6 . . ?
C4J C5J H5J 118.8 . . ?
C5J C6J C1J 121.5(2) . . ?
C5J C6J H6J 119.5 . . ?
C1J C6J H6J 119.0 . . ?
N1J C7J H71J 110.2 . . ?
N1J C7J H72J 109.7 . . ?
H71J C7J H72J 109.0 . . ?
N1J C7J H73J 110.0 . . ?
H71J C7J H73J 108.8 . . ?
H72J C7J H73J 109.1 . . ?
N1J C8J H81J 110.6 . . ?
N1J C8J H82J 110.3 . . ?
H81J C8J H82J 108.6 . . ?
N1J C8J H83J 109.6 . . ?
H81J C8J H83J 108.9 . . ?
H82J C8J H83J 108.8 . . ?
C10J C9J C4J 179.2(3) . . ?
C9J C10J H1J 178.9(18) . . ?
C1K N1K C8K 120.76(18) . . ?
C1K N1K C7K 120.29(18) . . ?
C8K N1K C7K 117.72(19) . . ?
N1K C1K C6K 121.51(19) . . ?
N1K C1K C2K 121.56(19) . . ?
C6K C1K C2K 116.9(2) . . ?
C3K C2K C1K 121.5(2) . . ?
C3K C2K H2K 119.5 . . ?
C1K C2K H2K 119.0 . . ?
C2K C3K C4K 121.5(2) . . ?
C2K C3K H3K 119.5 . . ?
C4K C3K H3K 119.0 . . ?
C3K C4K C5K 117.0(2) . . ?
C3K C4K C9K 121.5(2) . . ?
C5K C4K C9K 121.4(2) . . ?
C6K C5K C4K 122.1(2) . . ?
C6K C5K H5K 119.4 . . ?
C4K C5K H5K 118.5 . . ?
C5K C6K C1K 120.9(2) . . ?
C5K C6K H6K 119.8 . . ?
C1K C6K H6K 119.3 . . ?
N1K C7K H71K 109.9 . . ?
N1K C7K H72K 110.5 . . ?
H71K C7K H72K 108.8 . . ?
N1K C7K H73K 109.6 . . ?
H71K C7K H73K 108.9 . . ?
H72K C7K H73K 109.1 . . ?
N1K C8K H81K 110.3 . . ?
N1K C8K H82K 110.4 . . ?
H81K C8K H82K 108.7 . . ?
N1K C8K H83K 109.7 . . ?
H81K C8K H83K 108.9 . . ?
H82K C8K H83K 108.8 . . ?
C10K C9K C4K 177.6(3) . . ?
C9K C10K H1K 175.9(17) . . ?
C1L N1L C8L 120.83(17) . . ?
C1L N1L C7L 120.84(18) . . ?
C8L N1L C7L 118.01(19) . . ?
N1L C1L C6L 121.90(18) . . ?
N1L C1L C2L 121.39(18) . . ?
C6L C1L C2L 116.7(2) . . ?
C3L C2L C1L 121.6(2) . . ?
C3L C2L H2L 119.7 . . ?
C1L C2L H2L 118.6 . . ?
C2L C3L C4L 121.6(2) . . ?
C2L C3L H3L 119.3 . . ?
C4L C3L H3L 119.0 . . ?
C3L C4L C5L 117.2(2) . . ?
C3L C4L C9L 121.6(2) . . ?
C5L C4L C9L 121.2(2) . . ?
C6L C5L C4L 121.7(2) . . ?
C6L C5L H5L 119.2 . . ?
C4L C5L H5L 119.1 . . ?
C5L C6L C1L 121.2(2) . . ?
C5L C6L H6L 120.1 . . ?
C1L C6L H6L 118.8 . . ?
N1L C7L H71L 110.3 . . ?
N1L C7L H72L 109.9 . . ?
H71L C7L H72L 108.8 . . ?
N1L C7L H73L 109.8 . . ?
H71L C7L H73L 109.1 . . ?
H72L C7L H73L 108.9 . . ?
N1L C8L H81L 110.7 . . ?
N1L C8L H82L 110.1 . . ?
H81L C8L H82L 109.0 . . ?
N1L C8L H83L 108.9 . . ?
H81L C8L H83L 108.7 . . ?
H82L C8L H83L 109.3 . . ?
C10L C9L C4L 178.1(3) . . ?
C9L C10L H1L 177.0(15) . . ?
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 C1A 1.3669(19) . ?
N1A C8A 1.440(2) . ?
N1A C7A 1.442(2) . ?
C1A C2A 1.405(2) . ?
C1A C6A 1.406(2) . ?
C2A C3A 1.375(2) . ?
C2A H2A 0.9598 . ?
C3A C4A 1.393(2) . ?
C3A H3A 0.9588 . ?
C4A C5A 1.382(2) . ?
C4A C9A 1.436(2) . ?
C5A C6A 1.371(2) . ?
C5A H5A 0.9603 . ?
C6A H6A 0.9592 . ?
C7A H71A 0.9645 . ?
C7A H72A 0.9649 . ?
C7A H73A 0.9647 . ?
C8A H81A 0.9644 . ?
C8A H82A 0.9641 . ?
C8A H83A 0.9654 . ?
C9A C10A 1.181(3) . ?
C10A H1A 0.91(2) . ?
N1B C1B 1.3718(19) . ?
N1B C7B 1.441(2) . ?
N1B C8B 1.444(2) . ?
C1B C6B 1.400(2) . ?
C1B C2B 1.405(2) . ?
C2B C3B 1.370(2) . ?
C2B H2B 0.9602 . ?
C3B C4B 1.392(2) . ?
C3B H3B 0.9597 . ?
C4B C5B 1.394(2) . ?
C4B C9B 1.433(2) . ?
C5B C6B 1.377(2) . ?
C5B H5B 0.9597 . ?
C6B H6B 0.9598 . ?
C7B H71B 0.9635 . ?
C7B H72B 0.9645 . ?
C7B H73B 0.9645 . ?
C8B H81B 0.9643 . ?
C8B H82B 0.9657 . ?
C8B H83B 0.9641 . ?
C9B C10B 1.169(3) . ?
C10B H1B 0.917(19) . ?
N1C C1C 1.365(2) . ?
N1C C7C 1.442(2) . ?
N1C C8C 1.452(2) . ?
C1C C6C 1.401(2) . ?
C1C C2C 1.413(2) . ?
C2C C3C 1.374(2) . ?
C2C H2C 0.9593 . ?
C3C C4C 1.388(2) . ?
C3C H3C 0.9601 . ?
C4C C5C 1.391(2) . ?
C4C C9C 1.430(2) . ?
C5C C6C 1.369(2) . ?
C5C H5C 0.9604 . ?
C6C H6C 0.9597 . ?
C7C H71C 0.9673 . ?
C7C H72C 0.9666 . ?
C7C H73C 0.9675 . ?
C8C H81C 0.9656 . ?
C8C H82C 0.9668 . ?
C8C H83C 0.9652 . ?
C9C C10C 1.173(3) . ?
C10C H1C 0.89(2) . ?
N1D C1D 1.377(2) . ?
N1D C7D 1.436(2) . ?
N1D C8D 1.444(2) . ?
C1D C6D 1.402(2) . ?
C1D C2D 1.405(2) . ?
C2D C3D 1.369(2) . ?
C2D H2D 0.9595 . ?
C3D C4D 1.390(2) . ?
C3D H3D 0.9605 . ?
C4D C5D 1.394(2) . ?
C4D C9D 1.433(2) . ?
C5D C6D 1.370(2) . ?
C5D H5D 0.9600 . ?
C6D H6D 0.9601 . ?
C7D H71D 0.9637 . ?
C7D H72D 0.9632 . ?
C7D H73D 0.9645 . ?
C8D H81D 0.9653 . ?
C8D H82D 0.9652 . ?
C8D H83D 0.9651 . ?
C9D C10D 1.173(3) . ?
C10D H1D 0.87(2) . ?
N1E C1E 1.3681(19) . ?
N1E C7E 1.4456(19) . ?
N1E C8E 1.4472(19) . ?
C1E C2E 1.401(2) . ?
C1E C6E 1.410(2) . ?
C2E C3E 1.372(2) . ?
C2E H2E 0.9607 . ?
C3E C4E 1.395(2) . ?
C3E H3E 0.9603 . ?
C4E C5E 1.391(2) . ?
C4E C9E 1.434(2) . ?
C5E C6E 1.375(2) . ?
C5E H5E 0.9607 . ?
C6E H6E 0.9595 . ?
C7E H71E 0.9709 . ?
C7E H72E 0.9706 . ?
C7E H73E 0.9704 . ?
C8E H81E 0.9647 . ?
C8E H82E 0.9655 . ?
C8E H83E 0.9647 . ?
C9E C10E 1.178(3) . ?
C10E H1E 0.90(2) . ?
N1F C1F 1.374(2) . ?
N1F C7F 1.443(2) . ?
N1F C8F 1.4448(19) . ?
C1F C2F 1.403(2) . ?
C1F C6F 1.405(2) . ?
C2F C3F 1.376(2) . ?
C2F H2F 0.9602 . ?
C3F C4F 1.384(2) . ?
C3F H3F 0.9597 . ?
C4F C5F 1.399(2) . ?
C4F C9F 1.431(2) . ?
C5F C6F 1.374(2) . ?
C5F H5F 0.9598 . ?
C6F H6F 0.9602 . ?
C7F H71F 0.9644 . ?
C7F H72F 0.9635 . ?
C7F H73F 0.9633 . ?
C8F H81F 0.9638 . ?
C8F H82F 0.9637 . ?
C8F H83F 0.9627 . ?
C9F C10F 1.176(3) . ?
C10F H1F 0.91(2) . ?
N1G C1G 1.3726(19) . ?
N1G C7G 1.4386(19) . ?
N1G C8G 1.4478(19) . ?
C1G C2G 1.404(2) . ?
C1G C6G 1.406(2) . ?
C2G C3G 1.377(2) . ?
C2G H2G 0.9602 . ?
C3G C4G 1.383(2) . ?
C3G H3G 0.9594 . ?
C4G C5G 1.396(2) . ?
C4G C9G 1.437(2) . ?
C5G C6G 1.370(2) . ?
C5G H5G 0.9605 . ?
C6G H6G 0.9603 . ?
C7G H71G 0.9662 . ?
C7G H72G 0.9652 . ?
C7G H73G 0.9666 . ?
C8G H81G 0.9660 . ?
C8G H82G 0.9657 . ?
C8G H83G 0.9657 . ?
C9G C10G 1.176(3) . ?
C10G H1G 0.89(2) . ?
N1H C1H 1.3704(18) . ?
N1H C7H 1.4428(18) . ?
N1H C8H 1.4502(19) . ?
C1H C6H 1.403(2) . ?
C1H C2H 1.4060(19) . ?
C2H C3H 1.378(2) . ?
C2H H2H 0.9593 . ?
C3H C4H 1.392(2) . ?
C3H H3H 0.9592 . ?
C4H C5H 1.391(2) . ?
C4H C9H 1.437(2) . ?
C5H C6H 1.376(2) . ?
C5H H5H 0.9601 . ?
C6H H6H 0.9595 . ?
C7H H71H 0.9654 . ?
C7H H72H 0.9649 . ?
C7H H73H 0.9636 . ?
C8H H81H 0.9647 . ?
C8H H82H 0.9652 . ?
C8H H83H 0.9650 . ?
C9H C10H 1.175(2) . ?
C10H H1H 0.924(19) . ?
N1I C1I 1.370(3) . ?
N1I C8I 1.448(2) . ?
N1I C7I 1.449(2) . ?
C1I C6I 1.404(3) . ?
C1I C2I 1.407(2) . ?
C2I C3I 1.368(3) . ?
C2I H2I 0.9603 . ?
C3I C4I 1.391(3) . ?
C3I H3I 0.9600 . ?
C4I C5I 1.394(3) . ?
C4I C9I 1.431(3) . ?
C5I C6I 1.370(3) . ?
C5I H5I 0.9601 . ?
C6I H6I 0.9597 . ?
C7I H71I 0.9658 . ?
C7I H72I 0.9643 . ?
C7I H73I 0.9663 . ?
C8I H81I 0.9650 . ?
C8I H82I 0.9652 . ?
C8I H83I 0.9650 . ?
C9I C10I 1.170(3) . ?
C10I H1I 0.873(19) . ?
N1J C1J 1.372(2) . ?
N1J C8J 1.446(2) . ?
N1J C7J 1.450(2) . ?
C1J C2J 1.407(2) . ?
C1J C6J 1.409(3) . ?
C2J C3J 1.366(3) . ?
C2J H2J 0.9595 . ?
C3J C4J 1.387(3) . ?
C3J H3J 0.9592 . ?
C4J C5J 1.397(3) . ?
C4J C9J 1.429(3) . ?
C5J C6J 1.361(3) . ?
C5J H5J 0.9602 . ?
C6J H6J 0.9609 . ?
C7J H71J 0.9654 . ?
C7J H72J 0.9655 . ?
C7J H73J 0.9655 . ?
C8J H81J 0.9680 . ?
C8J H82J 0.9659 . ?
C8J H83J 0.9667 . ?
C9J C10J 1.171(3) . ?
C10J H1J 0.86(2) . ?
N1K C1K 1.376(2) . ?
N1K C8K 1.446(2) . ?
N1K C7K 1.454(2) . ?
C1K C6K 1.404(3) . ?
C1K C2K 1.405(2) . ?
C2K C3K 1.372(3) . ?
C2K H2K 0.9611 . ?
C3K C4K 1.391(2) . ?
C3K H3K 0.9603 . ?
C4K C5K 1.400(3) . ?
C4K C9K 1.428(3) . ?
C5K C6K 1.369(3) . ?
C5K H5K 0.9609 . ?
C6K H6K 0.9599 . ?
C7K H71K 0.9656 . ?
C7K H72K 0.9653 . ?
C7K H73K 0.9649 . ?
C8K H81K 0.9665 . ?
C8K H82K 0.9664 . ?
C8K H83K 0.9667 . ?
C9K C10K 1.174(3) . ?
C10K H1K 0.86(2) . ?
N1L C1L 1.373(2) . ?
N1L C8L 1.437(2) . ?
N1L C7L 1.452(2) . ?
C1L C6L 1.402(2) . ?
C1L C2L 1.407(2) . ?
C2L C3L 1.366(2) . ?
C2L H2L 0.9596 . ?
C3L C4L 1.390(2) . ?
C3L H3L 0.9585 . ?
C4L C5L 1.398(2) . ?
C4L C9L 1.429(3) . ?
C5L C6L 1.373(3) . ?
C5L H5L 0.9598 . ?
C6L H6L 0.9592 . ?
C7L H71L 0.9644 . ?
C7L H72L 0.9649 . ?
C7L H73L 0.9648 . ?
C8L H81L 0.9660 . ?
C8L H82L 0.9648 . ?
C8L H83L 0.9646 . ?
C9L C10L 1.172(3) . ?
C10L H1L 0.870(18) . ?
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
C10A H1A C9I 0.91(2) 2.77(2) 3.637(3) 161(2) .
C10B H1B C1J 0.917(19) 2.68(2) 3.569(3) 164.7(18) .
C10C H1C C1K 0.89(2) 2.67(2) 3.563(3) 174(2) .
C10D H1D C9L 0.87(2) 2.81(2) 3.586(3) 148.9(19) .
C10E H1E C1I 0.90(2) 2.71(2) 3.587(3) 164(2) .
C10F H1F C9J 0.91(2) 2.84(2) 3.656(3) 149.8(18) .
C10G H1G C4K 0.89(2) 2.86(2) 3.742(3) 171(2) .
C10H H1H C1L 0.924(19) 2.70(2) 3.597(3) 164.8(17) .
C10I H1I C10B 0.873(19) 2.93(2) 3.795(4) 172(2) .
C10J H1J C10F 0.86(2) 2.81(2) 3.658(4) 170(2) 2_666
C10K H1K C10H 0.86(2) 2.82(2) 3.663(4) 169(2) .
C10L H1L C10D 0.870(18) 2.826(19) 3.693(4) 175.1(19) 2_667
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195133
