#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/34/7203447.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_7203447
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          310.5(5)
_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                105.84(1)
_cell_angle_beta                 104.51(1)
_cell_angle_gamma                112.99(1)
_cell_formula_units_Z            24
_cell_length_a                   17.412(1)
_cell_length_b                   18.845(1)
_cell_length_c                   19.252(1)
_cell_measurement_reflns_used    3211
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.85
_cell_measurement_theta_min      2.4
_cell_volume                     5119.4(10)
_computing_cell_refinement       'SAINT version 6.28A (Bruker, 2002)'
_computing_data_collection       'SMART version 5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT version 6.28A (Bruker, 2002)'
_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      120(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'ProteumM APEX CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source
'60W microfocus Bede Microsource with glass polycapillary optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_av_sigmaI/netI    0.1070
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            56475
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.79
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_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         0.253
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.912
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1285
_refine_ls_number_reflns         23457
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.912
_refine_ls_R_factor_all          0.1749
_refine_ls_R_factor_gt           0.0585
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0459P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1068
_refine_ls_wR_factor_ref         0.1481
_reflns_number_gt                9236
_reflns_number_total             23457
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b606327f.txt
_cod_data_source_block           \b-1
_cod_database_code               7203447
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 -0.08112(13) -0.09396(12) -0.40767(11) 0.0278(5) Uani 1 1 d . . .
C1A C 0.01192(16) -0.05195(14) -0.37033(13) 0.0221(6) Uani 1 1 d . . .
C2A C 0.05750(16) -0.01846(14) -0.28764(13) 0.0265(6) Uani 1 1 d . . .
H2A H 0.0229 -0.0249 -0.2564 0.032 Uiso 1 1 d R . .
C3A C 0.15147(16) 0.02353(14) -0.25118(14) 0.0262(6) Uani 1 1 d . . .
H3A H 0.1801 0.0456 -0.1953 0.031 Uiso 1 1 d R . .
C4A C 0.20530(16) 0.03432(14) -0.29442(14) 0.0237(6) Uani 1 1 d . . .
C5A C 0.16033(16) 0.00202(14) -0.37632(14) 0.0262(6) Uani 1 1 d . . .
H5A H 0.1954 0.0092 -0.4071 0.031 Uiso 1 1 d R . .
C6A C 0.06713(16) -0.03971(14) -0.41346(13) 0.0265(6) Uani 1 1 d . . .
H6A H 0.0391 -0.0609 -0.4693 0.032 Uiso 1 1 d R . .
C7A C -0.13716(16) -0.11097(16) -0.36370(14) 0.0323(6) Uani 1 1 d . . .
H71A H -0.1267 -0.1479 -0.3398 0.042(4) Uiso 1 1 d R . .
H72A H -0.2016 -0.1391 -0.3993 0.042(4) Uiso 1 1 d R . .
H73A H -0.1211 -0.0576 -0.3221 0.042(4) Uiso 1 1 d R . .
C8A C -0.12508(16) -0.13111(16) -0.49311(13) 0.0326(6) Uani 1 1 d . . .
H81A H -0.1065 -0.0865 -0.5121 0.035(4) Uiso 1 1 d R . .
H82A H -0.1914 -0.1596 -0.5099 0.035(4) Uiso 1 1 d R . .
H83A H -0.1071 -0.1724 -0.5151 0.035(4) Uiso 1 1 d R . .
C9A C 0.30277(17) 0.07493(15) -0.25848(14) 0.0277(6) Uani 1 1 d . . .
C10A C 0.3831(2) 0.10744(18) -0.23203(18) 0.0379(7) Uani 1 1 d . . .
H1A H 0.442(2) 0.1316(18) -0.2123(17) 0.071(11) Uiso 1 1 d . . .
N1B N 1.06901(13) 0.58817(12) 0.40285(11) 0.0263(5) Uani 1 1 d . . .
C1B C 0.97590(16) 0.54704(14) 0.36330(13) 0.0221(6) Uani 1 1 d . . .
C2B C 0.93414(16) 0.51603(14) 0.28073(13) 0.0257(6) Uani 1 1 d . . .
H2B H 0.9710 0.5221 0.2514 0.031 Uiso 1 1 d R . .
C3B C 0.84074(15) 0.47703(14) 0.24161(13) 0.0263(6) Uani 1 1 d . . .
H3B H 0.8144 0.4571 0.1858 0.032 Uiso 1 1 d R . .
C4B C 0.78419(16) 0.46648(14) 0.28227(14) 0.0246(6) Uani 1 1 d . . .
C5B C 0.82489(16) 0.49514(14) 0.36375(14) 0.0261(6) Uani 1 1 d . . .
H5B H 0.7875 0.4874 0.3925 0.031 Uiso 1 1 d R . .
C6B C 0.91827(16) 0.53479(14) 0.40381(13) 0.0252(6) Uani 1 1 d . . .
H6B H 0.9440 0.5539 0.4595 0.030 Uiso 1 1 d R . .
C7B C 1.12712(16) 0.60965(15) 0.36072(14) 0.0309(6) Uani 1 1 d . . .
H71B H 1.1149 0.5575 0.3198 0.046(4) Uiso 1 1 d R . .
H72B H 1.1912 0.6405 0.3978 0.046(4) Uiso 1 1 d R . .
H73B H 1.1144 0.6453 0.3361 0.046(4) Uiso 1 1 d R . .
C8B C 1.11044(16) 0.62213(15) 0.48840(13) 0.0309(6) Uani 1 1 d . . .
H81B H 1.0891 0.5759 0.5051 0.035(4) Uiso 1 1 d R . .
H82B H 1.0931 0.6637 0.5110 0.035(4) Uiso 1 1 d R . .
H83B H 1.1769 0.6496 0.5067 0.035(4) Uiso 1 1 d R . .
C9B C 0.68741(17) 0.43289(15) 0.24280(15) 0.0287(6) Uani 1 1 d . . .
C10B C 0.60852(19) 0.40782(17) 0.21240(17) 0.0378(7) Uani 1 1 d . . .
H1B H 0.5434(19) 0.3880(17) 0.1876(16) 0.065(10) Uiso 1 1 d . . .
N1C N -0.07952(13) -0.22973(12) -0.15952(11) 0.0260(5) Uani 1 1 d . . .
C1C C 0.01317(16) -0.18492(15) -0.11848(14) 0.0227(6) Uani 1 1 d . . .
C2C C 0.07288(16) -0.16937(14) -0.15693(14) 0.0262(6) Uani 1 1 d . . .
H2C H 0.0488 -0.1909 -0.2129 0.031 Uiso 1 1 d R . .
C3C C 0.16591(16) -0.12304(14) -0.11419(14) 0.0282(6) Uani 1 1 d . . .
H3C H 0.2048 -0.1137 -0.1415 0.034 Uiso 1 1 d R . .
C4C C 0.20481(16) -0.08943(14) -0.03194(14) 0.0247(6) Uani 1 1 d . . .
C5C C 0.14526(16) -0.10597(14) 0.00563(14) 0.0275(6) Uani 1 1 d . . .
H5C H 0.1697 -0.0843 0.0616 0.033 Uiso 1 1 d R . .
C6C C 0.05222(16) -0.15280(14) -0.03573(13) 0.0268(6) Uani 1 1 d . . .
H6C H 0.0138 -0.1636 -0.0081 0.032 Uiso 1 1 d R . .
C7C C -0.11983(16) -0.25584(15) -0.24419(13) 0.0322(6) Uani 1 1 d . . .
H71C H -0.0960 -0.2062 -0.2561 0.039(4) Uiso 1 1 d R . .
H72C H -0.1862 -0.2816 -0.2626 0.039(4) Uiso 1 1 d R . .
H73C H -0.1044 -0.2972 -0.2710 0.039(4) Uiso 1 1 d R . .
C8C C -0.13924(16) -0.24781(16) -0.11813(15) 0.0345(6) Uani 1 1 d . . .
H81C H -0.1253 -0.2793 -0.0886 0.040(4) Uiso 1 1 d R . .
H82C H -0.2028 -0.2819 -0.1565 0.040(4) Uiso 1 1 d R . .
H83C H -0.1299 -0.1945 -0.0815 0.040(4) Uiso 1 1 d R . .
C9C C 0.30118(18) -0.03944(16) 0.01409(15) 0.0313(6) Uani 1 1 d . . .
C10C C 0.3798(2) 0.00358(18) 0.05595(17) 0.0366(7) Uani 1 1 d . . .
H1C H 0.4409(18) 0.0358(16) 0.0891(15) 0.051(9) Uiso 1 1 d . . .
N1D N 1.08390(13) 0.73480(13) 1.15832(11) 0.0284(5) Uani 1 1 d . . .
C1D C 0.99092(17) 0.68697(15) 1.12006(14) 0.0238(6) Uani 1 1 d . . .
C2D C 0.94718(16) 0.65078(14) 1.03691(13) 0.0264(6) Uani 1 1 d . . .
H2D H 0.9829 0.6608 1.0069 0.032 Uiso 1 1 d R . .
C3D C 0.85412(16) 0.60147(14) 0.99820(14) 0.0287(6) Uani 1 1 d . . .
H3D H 0.8269 0.5778 0.9422 0.034 Uiso 1 1 d R . .
C4D C 0.79848(16) 0.58535(15) 1.03960(14) 0.0251(6) Uani 1 1 d . . .
C5D C 0.84034(16) 0.62210(14) 1.12173(14) 0.0278(6) Uani 1 1 d . . .
H5D H 0.8039 0.6132 1.1512 0.033 Uiso 1 1 d R . .
C6D C 0.93360(16) 0.67141(14) 1.16095(13) 0.0263(6) Uani 1 1 d . . .
H6D H 0.9600 0.6955 1.2170 0.032 Uiso 1 1 d R . .
C7D C 1.13979(16) 0.74330(16) 1.11328(14) 0.0344(6) Uani 1 1 d . . .
H71D H 1.1278 0.6871 1.0805 0.045(4) Uiso 1 1 d R . .
H72D H 1.2043 0.7779 1.1495 0.045(4) Uiso 1 1 d R . .
H73D H 1.1252 0.7707 1.0794 0.045(4) Uiso 1 1 d R . .
C8D C 1.12818(17) 0.76076(15) 1.24233(14) 0.0338(6) Uani 1 1 d . . .
H81D H 1.1077 0.7964 1.2706 0.058(5) Uiso 1 1 d R . .
H82D H 1.1944 0.7930 1.2595 0.058(5) Uiso 1 1 d R . .
H83D H 1.1123 0.7105 1.2537 0.058(5) Uiso 1 1 d R . .
C9D C 0.70144(18) 0.52945(16) 0.99669(15) 0.0295(6) Uani 1 1 d . . .
C10D C 0.6227(2) 0.48234(18) 0.95918(18) 0.0398(8) Uani 1 1 d . . .
H1D H 0.5630(17) 0.4446(15) 0.9270(14) 0.043(8) Uiso 1 1 d . . .
N1E N -0.08982(13) -0.23553(12) -0.66311(12) 0.0269(5) Uani 1 1 d . . .
C1E C 0.00318(16) -0.19118(15) -0.62429(14) 0.0225(5) Uani 1 1 d . . .
C2E C 0.05135(16) -0.22310(14) -0.58459(13) 0.0268(6) Uani 1 1 d . . .
H2E H 0.0189 -0.2778 -0.5861 0.032 Uiso 1 1 d R . .
C3E C 0.14422(16) -0.17695(14) -0.54356(13) 0.0278(6) Uani 1 1 d . . .
H3E H 0.1744 -0.2007 -0.5176 0.033 Uiso 1 1 d R . .
C4E C 0.19539(16) -0.09635(15) -0.53899(13) 0.0242(6) Uani 1 1 d . . .
C5E C 0.14823(16) -0.06516(15) -0.58015(13) 0.0272(6) Uani 1 1 d . . .
H5E H 0.1815 -0.0110 -0.5794 0.033 Uiso 1 1 d R . .
C6E C 0.05543(16) -0.11027(14) -0.62160(13) 0.0263(6) Uani 1 1 d . . .
H6E H 0.0258 -0.0870 -0.6489 0.032 Uiso 1 1 d R . .
C7E C -0.14199(16) -0.31785(14) -0.66366(14) 0.0307(6) Uani 1 1 d . . .
H71E H -0.1220 -0.3567 -0.6874 0.040(4) Uiso 1 1 d R . .
H72E H -0.2070 -0.3408 -0.6945 0.040(4) Uiso 1 1 d R . .
H73E H -0.1322 -0.3115 -0.6094 0.040(4) Uiso 1 1 d R . .
C8E C -0.13814(16) -0.20056(15) -0.70226(14) 0.0332(6) Uani 1 1 d . . .
H81E H -0.1167 -0.1895 -0.7427 0.060(5) Uiso 1 1 d R . .
H82E H -0.1268 -0.1475 -0.6636 0.060(5) Uiso 1 1 d R . .
H83E H -0.2037 -0.2412 -0.7272 0.060(5) Uiso 1 1 d R . .
C9E C 0.29157(17) -0.04479(15) -0.48887(15) 0.0276(6) Uani 1 1 d . . .
C10E C 0.3690(2) -0.00157(18) -0.44484(17) 0.0365(7) Uani 1 1 d . . .
H1E H 0.4268(19) 0.0342(17) -0.4094(17) 0.063(10) Uiso 1 1 d . . .
N1F N 1.07968(13) 0.72990(12) 0.65519(12) 0.0278(5) Uani 1 1 d . . .
C1F C 0.98608(16) 0.68298(15) 0.61847(14) 0.0229(6) Uani 1 1 d . . .
C2F C 0.93405(16) 0.71186(14) 0.57870(13) 0.0254(6) Uani 1 1 d . . .
H2F H 0.9639 0.7661 0.5787 0.030 Uiso 1 1 d R . .
C3F C 0.84049(16) 0.66304(15) 0.53966(13) 0.0269(6) Uani 1 1 d . . .
H3F H 0.8071 0.6845 0.5135 0.032 Uiso 1 1 d R . .
C4F C 0.79387(16) 0.58254(15) 0.53800(14) 0.0244(6) Uani 1 1 d . . .
C5F C 0.84490(16) 0.55467(14) 0.57899(13) 0.0256(6) Uani 1 1 d . . .
H5F H 0.8145 0.5010 0.5800 0.031 Uiso 1 1 d R . .
C6F C 0.93849(15) 0.60301(14) 0.61845(13) 0.0243(5) Uani 1 1 d . . .
H6F H 0.9712 0.5819 0.6458 0.029 Uiso 1 1 d R . .
C7F C 1.12773(16) 0.81216(14) 0.65437(14) 0.0316(6) Uani 1 1 d . . .
H71F H 1.1092 0.8066 0.5999 0.043(4) Uiso 1 1 d R . .
H72F H 1.1936 0.8337 0.6778 0.043(4) Uiso 1 1 d R . .
H73F H 1.1127 0.8517 0.6850 0.043(4) Uiso 1 1 d R . .
C8F C 1.13232(16) 0.69955(15) 0.69638(15) 0.0343(6) Uani 1 1 d . . .
H81F H 1.1183 0.6439 0.6603 0.058(5) Uiso 1 1 d R . .
H82F H 1.1169 0.6947 0.7411 0.058(5) Uiso 1 1 d R . .
H83F H 1.1974 0.7395 0.7157 0.058(5) Uiso 1 1 d R . .
C9F C 0.69751(18) 0.52927(16) 0.49269(15) 0.0295(6) Uani 1 1 d . . .
C10F C 0.6185(2) 0.48409(18) 0.45241(17) 0.0362(7) Uani 1 1 d . . .
H1F H 0.5572(18) 0.4515(16) 0.4216(15) 0.054(9) Uiso 1 1 d . . .
N1G N -0.07652(13) -0.09630(12) 0.08899(12) 0.0262(5) Uani 1 1 d . . .
C1G C 0.01614(16) -0.05210(14) 0.12981(13) 0.0220(6) Uani 1 1 d . . .
C2G C 0.06961(15) 0.02867(14) 0.13357(13) 0.0250(5) Uani 1 1 d . . .
H2G H 0.0406 0.0550 0.1105 0.030 Uiso 1 1 d R . .
C3G C 0.16337(15) 0.06993(14) 0.16994(13) 0.0253(6) Uani 1 1 d . . .
H3G H 0.1976 0.1238 0.1706 0.030 Uiso 1 1 d R . .
C4G C 0.20937(16) 0.03503(15) 0.20606(13) 0.0234(6) Uani 1 1 d . . .
C5G C 0.15657(15) -0.04288(14) 0.20598(13) 0.0259(6) Uani 1 1 d . . .
H5G H 0.1861 -0.0672 0.2318 0.031 Uiso 1 1 d R . .
C6G C 0.06287(16) -0.08565(14) 0.16946(13) 0.0253(6) Uani 1 1 d . . .
H6G H 0.0291 -0.1385 0.1709 0.030 Uiso 1 1 d R . .
C7G C -0.12312(15) -0.05975(15) 0.05090(14) 0.0298(6) Uani 1 1 d . . .
H71G H -0.0977 -0.0440 0.0139 0.033(4) Uiso 1 1 d R . .
H72G H -0.1882 -0.1013 0.0221 0.033(4) Uiso 1 1 d R . .
H73G H -0.1151 -0.0092 0.0908 0.033(4) Uiso 1 1 d R . .
C8G C -0.13080(15) -0.17832(14) 0.08837(14) 0.0303(6) Uani 1 1 d . . .
H81G H -0.1278 -0.1706 0.1416 0.054(5) Uiso 1 1 d R . .
H82G H -0.1943 -0.2034 0.0519 0.054(5) Uiso 1 1 d R . .
H83G H -0.1069 -0.2160 0.0712 0.054(5) Uiso 1 1 d R . .
C9G C 0.30713(17) 0.07528(15) 0.23826(14) 0.0282(6) Uani 1 1 d . . .
C10G C 0.3878(2) 0.10849(17) 0.26294(17) 0.0355(7) Uani 1 1 d . . .
H1G H 0.4480(19) 0.1314(17) 0.2793(17) 0.066(10) Uiso 1 1 d . . .
N1H N 1.07823(13) 0.59771(12) 0.91095(11) 0.0248(5) Uani 1 1 d . . .
C1H C 0.98588(16) 0.55595(14) 0.86879(13) 0.0209(5) Uani 1 1 d . . .
C2H C 0.94290(15) 0.59126(14) 0.82844(13) 0.0245(5) Uani 1 1 d . . .
H2H H 0.9791 0.6439 0.8278 0.029 Uiso 1 1 d R . .
C3H C 0.84944(15) 0.55094(14) 0.79001(13) 0.0252(6) Uani 1 1 d . . .
H3H H 0.8226 0.5765 0.7634 0.030 Uiso 1 1 d R . .
C4H C 0.79305(16) 0.47362(15) 0.78888(13) 0.0232(6) Uani 1 1 d . . .
C5H C 0.83559(16) 0.43657(14) 0.82615(13) 0.0263(6) Uani 1 1 d . . .
H5H H 0.7991 0.3829 0.8248 0.032 Uiso 1 1 d R . .
C6H C 0.92877(15) 0.47595(14) 0.86461(13) 0.0236(5) Uani 1 1 d . . .
H6H H 0.9553 0.4488 0.8890 0.028 Uiso 1 1 d R . .
C7H C 1.13591(15) 0.67833(13) 0.91161(14) 0.0290(6) Uani 1 1 d . . .
H71H H 1.1143 0.7181 0.9288 0.045(4) Uiso 1 1 d R . .
H72H H 1.1989 0.7012 0.9481 0.045(4) Uiso 1 1 d R . .
H73H H 1.1334 0.6700 0.8584 0.045(4) Uiso 1 1 d R . .
C8H C 1.12096(15) 0.55748(14) 0.94808(13) 0.0284(6) Uani 1 1 d . . .
H81H H 1.0971 0.5453 0.9869 0.034(4) Uiso 1 1 d R . .
H82H H 1.1076 0.5045 0.9077 0.034(4) Uiso 1 1 d R . .
H83H H 1.1871 0.5955 0.9745 0.034(4) Uiso 1 1 d R . .
C9H C 0.69590(17) 0.43568(15) 0.75244(14) 0.0277(6) Uani 1 1 d . . .
C10H C 0.6162(2) 0.40746(17) 0.72346(17) 0.0362(7) Uani 1 1 d . . .
H1H H 0.5554(17) 0.3862(15) 0.7031(15) 0.047(8) Uiso 1 1 d . . .
N1I N 0.59707(14) 0.11036(13) -0.33664(13) 0.0330(5) Uani 1 1 d . . .
C1I C 0.60686(15) 0.15088(15) -0.26064(15) 0.0263(6) Uani 1 1 d . . .
C2I C 0.61307(15) 0.23089(15) -0.23528(15) 0.0298(6) Uani 1 1 d . . .
H2I H 0.6124 0.2582 -0.2701 0.036 Uiso 1 1 d R . .
C3I C 0.62021(16) 0.27058(16) -0.16000(15) 0.0318(6) Uani 1 1 d . . .
H3I H 0.6241 0.3247 -0.1440 0.038 Uiso 1 1 d R . .
C4I C 0.62162(15) 0.23270(16) -0.10732(15) 0.0286(6) Uani 1 1 d . . .
C5I C 0.61748(15) 0.15394(16) -0.13231(15) 0.0301(6) Uani 1 1 d . . .
H5I H 0.6197 0.1275 -0.0969 0.036 Uiso 1 1 d R . .
C6I C 0.61028(15) 0.11379(16) -0.20672(15) 0.0294(6) Uani 1 1 d . . .
H6I H 0.6076 0.0602 -0.2218 0.035 Uiso 1 1 d R . .
C7I C 0.61513(18) 0.15898(16) -0.38411(15) 0.0390(7) Uani 1 1 d . . .
H71I H 0.6779 0.2062 -0.3568 0.061(5) Uiso 1 1 d R . .
H72I H 0.6068 0.1221 -0.4356 0.061(5) Uiso 1 1 d R . .
H73I H 0.5727 0.1811 -0.3917 0.061(5) Uiso 1 1 d R . .
C8I C 0.60532(17) 0.03419(16) -0.35810(16) 0.0375(7) Uani 1 1 d . . .
H81I H 0.5609 -0.0085 -0.3479 0.046(4) Uiso 1 1 d R . .
H82I H 0.5936 0.0118 -0.4142 0.046(4) Uiso 1 1 d R . .
H83I H 0.6670 0.0480 -0.3265 0.046(4) Uiso 1 1 d R . .
C9I C 0.62491(16) 0.27310(17) -0.03057(16) 0.0337(7) Uani 1 1 d . . .
C10I C 0.62699(19) 0.3073(2) 0.03158(19) 0.0419(8) Uani 1 1 d . . .
H1I H 0.6269(17) 0.3318(16) 0.0776(14) 0.042(9) Uiso 1 1 d . . .
N1J N 0.36487(14) 0.22521(13) -0.00997(13) 0.0352(6) Uani 1 1 d . . .
C1J C 0.37265(16) 0.26614(16) 0.06515(15) 0.0289(6) Uani 1 1 d . . .
C2J C 0.37485(16) 0.34503(15) 0.08828(15) 0.0320(6) Uani 1 1 d . . .
H2J H 0.3728 0.3708 0.0523 0.038 Uiso 1 1 d R . .
C3J C 0.38005(16) 0.38514(16) 0.16184(16) 0.0346(7) Uani 1 1 d . . .
H3J H 0.3814 0.4381 0.1758 0.041 Uiso 1 1 d R . .
C4J C 0.38341(16) 0.34938(16) 0.21681(16) 0.0325(7) Uani 1 1 d . . .
C5J C 0.38194(16) 0.27188(16) 0.19416(16) 0.0346(7) Uani 1 1 d . . .
H5J H 0.3847 0.2467 0.2306 0.042 Uiso 1 1 d R . .
C6J C 0.37637(16) 0.23074(16) 0.12075(15) 0.0330(7) Uani 1 1 d . . .
H6J H 0.3751 0.1778 0.1072 0.040 Uiso 1 1 d R . .
C7J C 0.37941(18) 0.27105(16) -0.05941(16) 0.0422(7) Uani 1 1 d . . .
H71J H 0.4415 0.3194 -0.0334 0.056(5) Uiso 1 1 d R . .
H72J H 0.3710 0.2334 -0.1106 0.056(5) Uiso 1 1 d R . .
H73J H 0.3354 0.2914 -0.0675 0.056(5) Uiso 1 1 d R . .
C8J C 0.37861(17) 0.15211(16) -0.02773(16) 0.0400(7) Uani 1 1 d . . .
H81J H 0.3354 0.1087 -0.0173 0.050(5) Uiso 1 1 d R . .
H82J H 0.3685 0.1290 -0.0834 0.050(5) Uiso 1 1 d R . .
H83J H 0.4411 0.1692 0.0055 0.050(5) Uiso 1 1 d R . .
C9J C 0.38425(17) 0.39019(18) 0.29216(18) 0.0364(7) Uani 1 1 d . . .
C10J C 0.3827(2) 0.4237(2) 0.3527(2) 0.0467(8) Uani 1 1 d . . .
H1J H 0.3792(18) 0.4490(16) 0.3961(15) 0.045(9) Uiso 1 1 d . . .
N1K N 0.60980(15) 0.12017(14) 0.17498(14) 0.0399(6) Uani 1 1 d . . .
C1K C 0.61551(16) 0.16077(16) 0.24922(16) 0.0312(6) Uani 1 1 d . . .
C2K C 0.61824(16) 0.23964(15) 0.27203(16) 0.0324(6) Uani 1 1 d . . .
H2K H 0.6170 0.2655 0.2361 0.039 Uiso 1 1 d R . .
C3K C 0.62277(16) 0.27976(16) 0.34538(16) 0.0336(7) Uani 1 1 d . . .
H3K H 0.6245 0.3329 0.3592 0.040 Uiso 1 1 d R . .
C4K C 0.62475(16) 0.24396(16) 0.40028(16) 0.0321(7) Uani 1 1 d . . .
C5K C 0.62302(16) 0.16624(16) 0.37791(16) 0.0320(6) Uani 1 1 d . . .
H5K H 0.6252 0.1410 0.4144 0.038 Uiso 1 1 d R . .
C6K C 0.61841(16) 0.12518(16) 0.30474(15) 0.0322(6) Uani 1 1 d . . .
H6K H 0.6171 0.0722 0.2914 0.039 Uiso 1 1 d R . .
C7K C 0.62313(18) 0.16458(16) 0.12440(15) 0.0403(7) Uani 1 1 d . . .
H71K H 0.6828 0.2162 0.1518 0.058(5) Uiso 1 1 d R . .
H72K H 0.6204 0.1278 0.0756 0.058(5) Uiso 1 1 d R . .
H73K H 0.5752 0.1797 0.1116 0.058(5) Uiso 1 1 d R . .
C8K C 0.61230(17) 0.04118(15) 0.15454(16) 0.0374(7) Uani 1 1 d . . .
H81K H 0.5615 -0.0010 0.1596 0.049(5) Uiso 1 1 d R . .
H82K H 0.6069 0.0204 0.1000 0.049(5) Uiso 1 1 d R . .
H83K H 0.6701 0.0509 0.1903 0.049(5) Uiso 1 1 d R . .
C9K C 0.62785(17) 0.28589(17) 0.47623(17) 0.0357(7) Uani 1 1 d . . .
C10K C 0.6304(2) 0.3207(2) 0.5383(2) 0.0459(8) Uani 1 1 d . . .
H1K H 0.6332(19) 0.3506(17) 0.5852(16) 0.060(10) Uiso 1 1 d . . .
N1L N 0.37590(14) 0.22826(13) 0.48798(13) 0.0356(6) Uani 1 1 d . . .
C1L C 0.38154(16) 0.26647(16) 0.56268(16) 0.0305(6) Uani 1 1 d . . .
C2L C 0.38468(16) 0.34515(16) 0.58871(16) 0.0318(6) Uani 1 1 d . . .
H2L H 0.3860 0.3739 0.5551 0.038 Uiso 1 1 d R . .
C3L C 0.38617(16) 0.38180(16) 0.66127(16) 0.0338(7) Uani 1 1 d . . .
H3L H 0.3880 0.4350 0.6767 0.041 Uiso 1 1 d R . .
C4L C 0.38480(16) 0.34213(17) 0.71319(16) 0.0326(7) Uani 1 1 d . . .
C5L C 0.38229(16) 0.26423(16) 0.68836(16) 0.0339(7) Uani 1 1 d . . .
H5L H 0.3816 0.2362 0.7226 0.041 Uiso 1 1 d R . .
C6L C 0.38073(16) 0.22699(16) 0.61549(16) 0.0339(7) Uani 1 1 d . . .
H6L H 0.3790 0.1738 0.6004 0.041 Uiso 1 1 d R . .
C7L C 0.38853(19) 0.27575(16) 0.43977(16) 0.0433(8) Uani 1 1 d . . .
H71L H 0.3422 0.2934 0.4312 0.052(5) Uiso 1 1 d R . .
H73L H 0.4494 0.3260 0.4669 0.052(5) Uiso 1 1 d R . .
H72L H 0.3825 0.2400 0.3888 0.052(5) Uiso 1 1 d R . .
C8L C 0.38702(17) 0.15359(16) 0.46668(16) 0.0392(7) Uani 1 1 d . . .
H81L H 0.3426 0.1094 0.4755 0.077(6) Uiso 1 1 d R . .
H82L H 0.3770 0.1326 0.4109 0.077(6) Uiso 1 1 d R . .
H83L H 0.4489 0.1685 0.4992 0.077(6) Uiso 1 1 d R . .
C9L C 0.38558(17) 0.38097(18) 0.78907(18) 0.0368(7) Uani 1 1 d . . .
C10L C 0.38462(19) 0.4141(2) 0.8504(2) 0.0441(8) Uani 1 1 d . . .
H1L H 0.3880(18) 0.4408(16) 0.8983(15) 0.049(9) 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 C7A 120.7(2) . . ?
C1A N1A C8A 120.2(2) . . ?
C7A N1A C8A 118.67(19) . . ?
N1A C1A C2A 122.2(2) . . ?
N1A C1A C6A 121.1(2) . . ?
C2A C1A C6A 116.7(2) . . ?
C3A C2A C1A 121.2(2) . . ?
C3A C2A H2A 119.4 . . ?
C1A C2A H2A 119.4 . . ?
C2A C3A C4A 121.5(2) . . ?
C2A C3A H3A 119.2 . . ?
C4A C3A H3A 119.2 . . ?
C3A C4A C5A 117.3(2) . . ?
C3A C4A C9A 122.8(2) . . ?
C5A C4A C9A 119.9(2) . . ?
C6A C5A C4A 121.9(2) . . ?
C6A C5A H5A 119.1 . . ?
C4A C5A H5A 119.1 . . ?
C5A C6A C1A 121.2(2) . . ?
C5A C6A H6A 119.3 . . ?
C1A C6A H6A 119.4 . . ?
N1A C7A H71A 109.3 . . ?
N1A C7A H72A 109.6 . . ?
H71A C7A H72A 109.5 . . ?
N1A C7A H73A 109.5 . . ?
H71A C7A H73A 109.5 . . ?
H72A C7A H73A 109.5 . . ?
N1A C8A H81A 109.6 . . ?
N1A C8A H82A 109.5 . . ?
H81A C8A H82A 109.4 . . ?
N1A C8A H83A 109.4 . . ?
H81A C8A H83A 109.5 . . ?
H82A C8A H83A 109.5 . . ?
C10A C9A C4A 177.1(3) . . ?
C9A C10A H1A 179(3) . . ?
C1B N1B C8B 120.3(2) . . ?
C1B N1B C7B 120.0(2) . . ?
C8B N1B C7B 119.01(19) . . ?
N1B C1B C6B 121.3(2) . . ?
N1B C1B C2B 121.5(2) . . ?
C6B C1B C2B 117.2(2) . . ?
C3B C2B C1B 121.2(2) . . ?
C3B C2B H2B 119.4 . . ?
C1B C2B H2B 119.4 . . ?
C2B C3B C4B 121.3(2) . . ?
C2B C3B H3B 119.4 . . ?
C4B C3B H3B 119.3 . . ?
C5B C4B C3B 117.8(2) . . ?
C5B C4B C9B 120.4(2) . . ?
C3B C4B C9B 121.6(2) . . ?
C6B C5B C4B 121.6(2) . . ?
C6B C5B H5B 119.2 . . ?
C4B C5B H5B 119.2 . . ?
C5B C6B C1B 120.9(2) . . ?
C5B C6B H6B 119.5 . . ?
C1B C6B H6B 119.5 . . ?
N1B C7B H71B 109.4 . . ?
N1B C7B H72B 109.5 . . ?
H71B C7B H72B 109.5 . . ?
N1B C7B H73B 109.6 . . ?
H71B C7B H73B 109.5 . . ?
H72B C7B H73B 109.5 . . ?
N1B C8B H81B 109.4 . . ?
N1B C8B H82B 109.4 . . ?
H81B C8B H82B 109.5 . . ?
N1B C8B H83B 109.6 . . ?
H81B C8B H83B 109.5 . . ?
H82B C8B H83B 109.5 . . ?
C10B C9B C4B 177.7(3) . . ?
C9B C10B H1B 179.1(18) . . ?
C1C N1C C7C 120.7(2) . . ?
C1C N1C C8C 120.3(2) . . ?
C7C N1C C8C 118.95(19) . . ?
N1C C1C C6C 120.8(2) . . ?
N1C C1C C2C 121.8(2) . . ?
C6C C1C C2C 117.5(2) . . ?
C3C C2C C1C 120.6(2) . . ?
C3C C2C H2C 119.7 . . ?
C1C C2C H2C 119.7 . . ?
C2C C3C C4C 122.0(2) . . ?
C2C C3C H3C 119.0 . . ?
C4C C3C H3C 119.0 . . ?
C5C C4C C3C 117.0(2) . . ?
C5C C4C C9C 119.8(2) . . ?
C3C C4C C9C 123.2(2) . . ?
C6C C5C C4C 122.1(2) . . ?
C6C C5C H5C 118.9 . . ?
C4C C5C H5C 119.0 . . ?
C5C C6C C1C 120.8(2) . . ?
C5C C6C H6C 119.7 . . ?
C1C C6C H6C 119.6 . . ?
N1C C7C H71C 109.4 . . ?
N1C C7C H72C 109.5 . . ?
H71C C7C H72C 109.5 . . ?
N1C C7C H73C 109.6 . . ?
H71C C7C H73C 109.5 . . ?
H72C C7C H73C 109.5 . . ?
N1C C8C H81C 109.5 . . ?
N1C C8C H82C 109.3 . . ?
H81C C8C H82C 109.5 . . ?
N1C C8C H83C 109.6 . . ?
H81C C8C H83C 109.5 . . ?
H82C C8C H83C 109.5 . . ?
C10C C9C C4C 176.1(3) . . ?
C9C C10C H1C 178.2(18) . . ?
C1D N1D C8D 120.4(2) . . ?
C1D N1D C7D 119.9(2) . . ?
C8D N1D C7D 118.1(2) . . ?
N1D C1D C6D 122.3(2) . . ?
N1D C1D C2D 121.3(2) . . ?
C6D C1D C2D 116.3(2) . . ?
C3D C2D C1D 121.6(2) . . ?
C3D C2D H2D 119.1 . . ?
C1D C2D H2D 119.3 . . ?
C2D C3D C4D 121.3(2) . . ?
C2D C3D H3D 119.4 . . ?
C4D C3D H3D 119.3 . . ?
C5D C4D C3D 117.9(2) . . ?
C5D C4D C9D 122.5(2) . . ?
C3D C4D C9D 119.6(2) . . ?
C6D C5D C4D 121.2(2) . . ?
C6D C5D H5D 119.4 . . ?
C4D C5D H5D 119.4 . . ?
C5D C6D C1D 121.7(2) . . ?
C5D C6D H6D 119.1 . . ?
C1D C6D H6D 119.2 . . ?
N1D C7D H71D 109.5 . . ?
N1D C7D H72D 109.4 . . ?
H71D C7D H72D 109.5 . . ?
N1D C7D H73D 109.5 . . ?
H71D C7D H73D 109.5 . . ?
H72D C7D H73D 109.5 . . ?
N1D C8D H81D 109.4 . . ?
N1D C8D H82D 109.6 . . ?
H81D C8D H82D 109.5 . . ?
N1D C8D H83D 109.5 . . ?
H81D C8D H83D 109.5 . . ?
H82D C8D H83D 109.4 . . ?
C10D C9D C4D 177.5(3) . . ?
C9D C10D H1D 175.5(17) . . ?
C1E N1E C8E 120.8(2) . . ?
C1E N1E C7E 120.3(2) . . ?
C8E N1E C7E 118.87(19) . . ?
N1E C1E C2E 121.8(2) . . ?
N1E C1E C6E 121.4(2) . . ?
C2E C1E C6E 116.7(2) . . ?
C3E C2E C1E 121.4(2) . . ?
C3E C2E H2E 119.3 . . ?
C1E C2E H2E 119.3 . . ?
C2E C3E C4E 121.9(2) . . ?
C2E C3E H3E 119.0 . . ?
C4E C3E H3E 119.1 . . ?
C3E C4E C5E 117.0(2) . . ?
C3E C4E C9E 121.3(2) . . ?
C5E C4E C9E 121.5(2) . . ?
C6E C5E C4E 122.1(2) . . ?
C6E C5E H5E 119.0 . . ?
C4E C5E H5E 119.0 . . ?
C5E C6E C1E 120.9(2) . . ?
C5E C6E H6E 119.6 . . ?
C1E C6E H6E 119.5 . . ?
N1E C7E H71E 109.5 . . ?
N1E C7E H72E 109.5 . . ?
H71E C7E H72E 109.5 . . ?
N1E C7E H73E 109.4 . . ?
H71E C7E H73E 109.5 . . ?
H72E C7E H73E 109.5 . . ?
N1E C8E H81E 109.4 . . ?
N1E C8E H82E 109.6 . . ?
H81E C8E H82E 109.5 . . ?
N1E C8E H83E 109.4 . . ?
H81E C8E H83E 109.5 . . ?
H82E C8E H83E 109.5 . . ?
C10E C9E C4E 176.7(3) . . ?
C9E C10E H1E 175.6(19) . . ?
C1F N1F C8F 121.2(2) . . ?
C1F N1F C7F 120.4(2) . . ?
C8F N1F C7F 118.5(2) . . ?
N1F C1F C2F 121.8(2) . . ?
N1F C1F C6F 121.1(2) . . ?
C2F C1F C6F 117.1(2) . . ?
C3F C2F C1F 121.4(2) . . ?
C3F C2F H2F 119.3 . . ?
C1F C2F H2F 119.3 . . ?
C2F C3F C4F 121.2(2) . . ?
C2F C3F H3F 119.4 . . ?
C4F C3F H3F 119.4 . . ?
C5F C4F C3F 117.6(2) . . ?
C5F C4F C9F 121.2(2) . . ?
C3F C4F C9F 121.2(2) . . ?
C6F C5F C4F 121.8(2) . . ?
C6F C5F H5F 119.2 . . ?
C4F C5F H5F 119.1 . . ?
C5F C6F C1F 121.0(2) . . ?
C5F C6F H6F 119.5 . . ?
C1F C6F H6F 119.5 . . ?
N1F C7F H71F 109.5 . . ?
N1F C7F H72F 109.5 . . ?
H71F C7F H72F 109.5 . . ?
N1F C7F H73F 109.4 . . ?
H71F C7F H73F 109.5 . . ?
H72F C7F H73F 109.5 . . ?
N1F C8F H81F 109.5 . . ?
N1F C8F H82F 109.4 . . ?
H81F C8F H82F 109.5 . . ?
N1F C8F H83F 109.5 . . ?
H81F C8F H83F 109.5 . . ?
H82F C8F H83F 109.5 . . ?
C10F C9F C4F 177.2(3) . . ?
C9F C10F H1F 177.2(17) . . ?
C1G N1G C7G 120.6(2) . . ?
C1G N1G C8G 120.6(2) . . ?
C7G N1G C8G 118.60(19) . . ?
N1G C1G C2G 121.5(2) . . ?
N1G C1G C6G 121.6(2) . . ?
C2G C1G C6G 116.9(2) . . ?
C3G C2G C1G 121.0(2) . . ?
C3G C2G H2G 119.5 . . ?
C1G C2G H2G 119.5 . . ?
C2G C3G C4G 121.8(2) . . ?
C2G C3G H3G 119.1 . . ?
C4G C3G H3G 119.1 . . ?
C3G C4G C5G 117.3(2) . . ?
C3G C4G C9G 121.4(2) . . ?
C5G C4G C9G 121.2(2) . . ?
C6G C5G C4G 121.9(2) . . ?
C6G C5G H5G 119.0 . . ?
C4G C5G H5G 119.1 . . ?
C5G C6G C1G 120.9(2) . . ?
C5G C6G H6G 119.5 . . ?
C1G C6G H6G 119.6 . . ?
N1G C7G H71G 109.4 . . ?
N1G C7G H72G 109.5 . . ?
H71G C7G H72G 109.5 . . ?
N1G C7G H73G 109.5 . . ?
H71G C7G H73G 109.5 . . ?
H72G C7G H73G 109.5 . . ?
N1G C8G H81G 109.4 . . ?
N1G C8G H82G 109.4 . . ?
H81G C8G H82G 109.5 . . ?
N1G C8G H83G 109.6 . . ?
H81G C8G H83G 109.5 . . ?
H82G C8G H83G 109.5 . . ?
C10G C9G C4G 178.2(3) . . ?
C9G C10G H1G 177(2) . . ?
C1H N1H C7H 120.5(2) . . ?
C1H N1H C8H 120.3(2) . . ?
C7H N1H C8H 118.79(19) . . ?
N1H C1H C2H 121.7(2) . . ?
N1H C1H C6H 121.6(2) . . ?
C2H C1H C6H 116.7(2) . . ?
C3H C2H C1H 121.2(2) . . ?
C3H C2H H2H 119.4 . . ?
C1H C2H H2H 119.4 . . ?
C2H C3H C4H 121.9(2) . . ?
C2H C3H H3H 119.1 . . ?
C4H C3H H3H 119.0 . . ?
C3H C4H C5H 117.1(2) . . ?
C3H C4H C9H 120.6(2) . . ?
C5H C4H C9H 122.3(2) . . ?
C6H C5H C4H 121.6(2) . . ?
C6H C5H H5H 119.2 . . ?
C4H C5H H5H 119.2 . . ?
C5H C6H C1H 121.4(2) . . ?
C5H C6H H6H 119.3 . . ?
C1H C6H H6H 119.3 . . ?
N1H C7H H71H 109.4 . . ?
N1H C7H H72H 109.4 . . ?
H71H C7H H72H 109.5 . . ?
N1H C7H H73H 109.6 . . ?
H71H C7H H73H 109.5 . . ?
H72H C7H H73H 109.4 . . ?
N1H C8H H81H 109.6 . . ?
N1H C8H H82H 109.4 . . ?
H81H C8H H82H 109.5 . . ?
N1H C8H H83H 109.5 . . ?
H81H C8H H83H 109.5 . . ?
H82H C8H H83H 109.5 . . ?
C10H C9H C4H 177.4(3) . . ?
C9H C10H H1H 177.9(18) . . ?
C1I N1I C8I 119.7(2) . . ?
C1I N1I C7I 119.2(2) . . ?
C8I N1I C7I 116.6(2) . . ?
N1I C1I C6I 121.7(2) . . ?
N1I C1I C2I 120.6(2) . . ?
C6I C1I C2I 117.7(2) . . ?
C3I C2I C1I 120.7(3) . . ?
C3I C2I H2I 119.7 . . ?
C1I C2I H2I 119.6 . . ?
C2I C3I C4I 121.3(3) . . ?
C2I C3I H3I 119.4 . . ?
C4I C3I H3I 119.3 . . ?
C3I C4I C5I 117.7(2) . . ?
C3I C4I C9I 120.5(3) . . ?
C5I C4I C9I 121.7(3) . . ?
C6I C5I C4I 121.7(3) . . ?
C6I C5I H5I 119.2 . . ?
C4I C5I H5I 119.1 . . ?
C5I C6I C1I 120.8(2) . . ?
C5I C6I H6I 119.5 . . ?
C1I C6I H6I 119.6 . . ?
N1I C7I H71I 109.4 . . ?
N1I C7I H72I 109.5 . . ?
H71I C7I H72I 109.5 . . ?
N1I C7I H73I 109.5 . . ?
H71I C7I H73I 109.5 . . ?
H72I C7I H73I 109.5 . . ?
N1I C8I H81I 109.4 . . ?
N1I C8I H82I 109.6 . . ?
H81I C8I H82I 109.5 . . ?
N1I C8I H83I 109.4 . . ?
H81I C8I H83I 109.4 . . ?
H82I C8I H83I 109.5 . . ?
C10I C9I C4I 178.4(3) . . ?
C9I C10I H1I 178.4(19) . . ?
C1J N1J C8J 119.2(2) . . ?
C1J N1J C7J 119.7(2) . . ?
C8J N1J C7J 116.6(2) . . ?
N1J C1J C6J 122.1(2) . . ?
N1J C1J C2J 120.6(3) . . ?
C6J C1J C2J 117.3(3) . . ?
C3J C2J C1J 121.2(3) . . ?
C3J C2J H2J 119.5 . . ?
C1J C2J H2J 119.4 . . ?
C2J C3J C4J 121.3(3) . . ?
C2J C3J H3J 119.3 . . ?
C4J C3J H3J 119.4 . . ?
C5J C4J C3J 117.5(3) . . ?
C5J C4J C9J 121.9(3) . . ?
C3J C4J C9J 120.5(3) . . ?
C6J C5J C4J 122.0(3) . . ?
C6J C5J H5J 119.0 . . ?
C4J C5J H5J 119.0 . . ?
C5J C6J C1J 120.8(3) . . ?
C5J C6J H6J 119.7 . . ?
C1J C6J H6J 119.5 . . ?
N1J C7J H71J 109.4 . . ?
N1J C7J H72J 109.8 . . ?
H71J C7J H72J 109.5 . . ?
N1J C7J H73J 109.2 . . ?
H71J C7J H73J 109.5 . . ?
H72J C7J H73J 109.5 . . ?
N1J C8J H81J 109.4 . . ?
N1J C8J H82J 109.5 . . ?
H81J C8J H82J 109.5 . . ?
N1J C8J H83J 109.6 . . ?
H81J C8J H83J 109.5 . . ?
H82J C8J H83J 109.5 . . ?
C10J C9J C4J 178.0(3) . . ?
C9J C10J H1J 176.8(19) . . ?
C1K N1K C7K 120.3(2) . . ?
C1K N1K C8K 119.7(2) . . ?
C7K N1K C8K 118.4(2) . . ?
N1K C1K C2K 120.9(3) . . ?
N1K C1K C6K 121.7(2) . . ?
C2K C1K C6K 117.4(3) . . ?
C3K C2K C1K 121.1(3) . . ?
C3K C2K H2K 119.5 . . ?
C1K C2K H2K 119.4 . . ?
C2K C3K C4K 121.5(3) . . ?
C2K C3K H3K 119.3 . . ?
C4K C3K H3K 119.2 . . ?
C5K C4K C3K 117.4(3) . . ?
C5K C4K C9K 121.8(3) . . ?
C3K C4K C9K 120.9(3) . . ?
C6K C5K C4K 121.9(3) . . ?
C6K C5K H5K 119.1 . . ?
C4K C5K H5K 119.0 . . ?
C5K C6K C1K 120.7(3) . . ?
C5K C6K H6K 119.7 . . ?
C1K C6K H6K 119.6 . . ?
N1K C7K H71K 109.5 . . ?
N1K C7K H72K 109.5 . . ?
H71K C7K H72K 109.5 . . ?
N1K C7K H73K 109.5 . . ?
H71K C7K H73K 109.5 . . ?
H72K C7K H73K 109.5 . . ?
N1K C8K H81K 109.4 . . ?
N1K C8K H82K 109.6 . . ?
H81K C8K H82K 109.5 . . ?
N1K C8K H83K 109.4 . . ?
H81K C8K H83K 109.5 . . ?
H82K C8K H83K 109.5 . . ?
C10K C9K C4K 179.5(4) . . ?
C9K C10K H1K 176(2) . . ?
C1L N1L C7L 119.6(2) . . ?
C1L N1L C8L 120.2(2) . . ?
C7L N1L C8L 117.3(2) . . ?
N1L C1L C2L 121.4(3) . . ?
N1L C1L C6L 121.8(2) . . ?
C2L C1L C6L 116.7(3) . . ?
C3L C2L C1L 121.9(3) . . ?
C3L C2L H2L 119.0 . . ?
C1L C2L H2L 119.1 . . ?
C2L C3L C4L 121.2(3) . . ?
C2L C3L H3L 119.4 . . ?
C4L C3L H3L 119.4 . . ?
C5L C4L C3L 117.6(3) . . ?
C5L C4L C9L 121.8(3) . . ?
C3L C4L C9L 120.6(3) . . ?
C6L C5L C4L 121.5(3) . . ?
C6L C5L H5L 119.2 . . ?
C4L C5L H5L 119.2 . . ?
C5L C6L C1L 121.1(3) . . ?
C5L C6L H6L 119.4 . . ?
C1L C6L H6L 119.5 . . ?
N1L C7L H71L 109.4 . . ?
N1L C7L H73L 109.4 . . ?
H71L C7L H73L 109.5 . . ?
N1L C7L H72L 109.6 . . ?
H71L C7L H72L 109.5 . . ?
H73L C7L H72L 109.5 . . ?
N1L C8L H81L 109.5 . . ?
N1L C8L H82L 109.4 . . ?
H81L C8L H82L 109.5 . . ?
N1L C8L H83L 109.6 . . ?
H81L C8L H83L 109.5 . . ?
H82L C8L H83L 109.5 . . ?
C10L C9L C4L 177.8(3) . . ?
C9L C10L H1L 176.1(18) . . ?
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 1.368(3) . ?
N1A C7A 1.445(3) . ?
N1A C8A 1.450(3) . ?
C1A C2A 1.411(3) . ?
C1A C6A 1.414(3) . ?
C2A C3A 1.381(3) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.396(3) . ?
C3A H3A 0.9499 . ?
C4A C5A 1.398(3) . ?
C4A C9A 1.433(3) . ?
C5A C6A 1.370(3) . ?
C5A H5A 0.9499 . ?
C6A H6A 0.9499 . ?
C7A H71A 0.9803 . ?
C7A H72A 0.9799 . ?
C7A H73A 0.9796 . ?
C8A H81A 0.9803 . ?
C8A H82A 0.9800 . ?
C8A H83A 0.9796 . ?
C9A C10A 1.181(4) . ?
C10A H1A 0.86(3) . ?
N1B C1B 1.374(3) . ?
N1B C8B 1.453(3) . ?
N1B C7B 1.455(3) . ?
C1B C6B 1.406(3) . ?
C1B C2B 1.407(3) . ?
C2B C3B 1.379(3) . ?
C2B H2B 0.9499 . ?
C3B C4B 1.393(3) . ?
C3B H3B 0.9501 . ?
C4B C5B 1.392(3) . ?
C4B C9B 1.442(3) . ?
C5B C6B 1.380(3) . ?
C5B H5B 0.9499 . ?
C6B H6B 0.9500 . ?
C7B H71B 0.9800 . ?
C7B H72B 0.9798 . ?
C7B H73B 0.9800 . ?
C8B H81B 0.9799 . ?
C8B H82B 0.9800 . ?
C8B H83B 0.9800 . ?
C9B C10B 1.180(4) . ?
C10B H1B 0.98(3) . ?
N1C C1C 1.369(3) . ?
N1C C7C 1.453(3) . ?
N1C C8C 1.456(3) . ?
C1C C6C 1.406(3) . ?
C1C C2C 1.407(3) . ?
C2C C3C 1.378(3) . ?
C2C H2C 0.9500 . ?
C3C C4C 1.395(3) . ?
C3C H3C 0.9501 . ?
C4C C5C 1.394(3) . ?
C4C C9C 1.433(3) . ?
C5C C6C 1.375(3) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9499 . ?
C7C H71C 0.9800 . ?
C7C H72C 0.9800 . ?
C7C H73C 0.9802 . ?
C8C H81C 0.9800 . ?
C8C H82C 0.9800 . ?
C8C H83C 0.9801 . ?
C9C C10C 1.185(3) . ?
C10C H1C 0.92(2) . ?
N1D C1D 1.370(3) . ?
N1D C8D 1.449(3) . ?
N1D C7D 1.450(3) . ?
C1D C6D 1.412(3) . ?
C1D C2D 1.413(3) . ?
C2D C3D 1.373(3) . ?
C2D H2D 0.9496 . ?
C3D C4D 1.398(3) . ?
C3D H3D 0.9500 . ?
C4D C5D 1.393(3) . ?
C4D C9D 1.443(3) . ?
C5D C6D 1.376(3) . ?
C5D H5D 0.9499 . ?
C6D H6D 0.9500 . ?
C7D H71D 0.9798 . ?
C7D H72D 0.9800 . ?
C7D H73D 0.9800 . ?
C8D H81D 0.9797 . ?
C8D H82D 0.9800 . ?
C8D H83D 0.9801 . ?
C9D C10D 1.180(4) . ?
C10D H1D 0.91(2) . ?
N1E C1E 1.369(3) . ?
N1E C8E 1.448(3) . ?
N1E C7E 1.455(3) . ?
C1E C2E 1.405(3) . ?
C1E C6E 1.416(3) . ?
C2E C3E 1.372(3) . ?
C2E H2E 0.9498 . ?
C3E C4E 1.393(3) . ?
C3E H3E 0.9499 . ?
C4E C5E 1.397(3) . ?
C4E C9E 1.445(3) . ?
C5E C6E 1.372(3) . ?
C5E H5E 0.9500 . ?
C6E H6E 0.9500 . ?
C7E H71E 0.9803 . ?
C7E H72E 0.9800 . ?
C7E H73E 0.9799 . ?
C8E H81E 0.9800 . ?
C8E H82E 0.9796 . ?
C8E H83E 0.9801 . ?
C9E C10E 1.180(3) . ?
C10E H1E 0.90(3) . ?
N1F C1F 1.376(3) . ?
N1F C8F 1.445(3) . ?
N1F C7F 1.452(3) . ?
C1F C2F 1.403(3) . ?
C1F C6F 1.408(3) . ?
C2F C3F 1.380(3) . ?
C2F H2F 0.9498 . ?
C3F C4F 1.400(3) . ?
C3F H3F 0.9499 . ?
C4F C5F 1.388(3) . ?
C4F C9F 1.434(3) . ?
C5F C6F 1.380(3) . ?
C5F H5F 0.9501 . ?
C6F H6F 0.9497 . ?
C7F H71F 0.9799 . ?
C7F H72F 0.9799 . ?
C7F H73F 0.9801 . ?
C8F H81F 0.9798 . ?
C8F H82F 0.9802 . ?
C8F H83F 0.9799 . ?
C9F C10F 1.187(4) . ?
C10F H1F 0.92(3) . ?
N1G C1G 1.368(3) . ?
N1G C7G 1.444(3) . ?
N1G C8G 1.458(3) . ?
C1G C2G 1.410(3) . ?
C1G C6G 1.414(3) . ?
C2G C3G 1.378(3) . ?
C2G H2G 0.9500 . ?
C3G C4G 1.393(3) . ?
C3G H3G 0.9498 . ?
C4G C5G 1.394(3) . ?
C4G C9G 1.436(3) . ?
C5G C6G 1.376(3) . ?
C5G H5G 0.9497 . ?
C6G H6G 0.9499 . ?
C7G H71G 0.9801 . ?
C7G H72G 0.9798 . ?
C7G H73G 0.9799 . ?
C8G H81G 0.9800 . ?
C8G H82G 0.9798 . ?
C8G H83G 0.9797 . ?
C9G C10G 1.186(3) . ?
C10G H1G 0.89(3) . ?
N1H C1H 1.369(3) . ?
N1H C7H 1.452(3) . ?
N1H C8H 1.452(3) . ?
C1H C2H 1.409(3) . ?
C1H C6H 1.411(3) . ?
C2H C3H 1.377(3) . ?
C2H H2H 0.9499 . ?
C3H C4H 1.394(3) . ?
C3H H3H 0.9500 . ?
C4H C5H 1.401(3) . ?
C4H C9H 1.432(3) . ?
C5H C6H 1.374(3) . ?
C5H H5H 0.9500 . ?
C6H H6H 0.9501 . ?
C7H H71H 0.9800 . ?
C7H H72H 0.9797 . ?
C7H H73H 0.9801 . ?
C8H H81H 0.9799 . ?
C8H H82H 0.9798 . ?
C8H H83H 0.9798 . ?
C9H C10H 1.180(3) . ?
C10H H1H 0.90(2) . ?
N1I C1I 1.384(3) . ?
N1I C8I 1.456(3) . ?
N1I C7I 1.466(3) . ?
C1I C6I 1.403(3) . ?
C1I C2I 1.403(3) . ?
C2I C3I 1.386(4) . ?
C2I H2I 0.9499 . ?
C3I C4I 1.391(3) . ?
C3I H3I 0.9499 . ?
C4I C5I 1.396(3) . ?
C4I C9I 1.441(4) . ?
C5I C6I 1.373(3) . ?
C5I H5I 0.9499 . ?
C6I H6I 0.9500 . ?
C7I H71I 0.9798 . ?
C7I H72I 0.9800 . ?
C7I H73I 0.9800 . ?
C8I H81I 0.9802 . ?
C8I H82I 0.9800 . ?
C8I H83I 0.9800 . ?
C9I C10I 1.178(4) . ?
C10I H1I 0.88(2) . ?
N1J C1J 1.384(3) . ?
N1J C8J 1.454(3) . ?
N1J C7J 1.454(3) . ?
C1J C6J 1.408(3) . ?
C1J C2J 1.413(3) . ?
C2J C3J 1.372(4) . ?
C2J H2J 0.9494 . ?
C3J C4J 1.402(4) . ?
C3J H3J 0.9499 . ?
C4J C5J 1.393(4) . ?
C4J C9J 1.438(4) . ?
C5J C6J 1.372(4) . ?
C5J H5J 0.9500 . ?
C6J H6J 0.9501 . ?
C7J H71J 0.9799 . ?
C7J H72J 0.9799 . ?
C7J H73J 0.9800 . ?
C8J H81J 0.9800 . ?
C8J H82J 0.9799 . ?
C8J H83J 0.9800 . ?
C9J C10J 1.177(4) . ?
C10J H1J 0.87(2) . ?
N1K C1K 1.382(3) . ?
N1K C7K 1.452(3) . ?
N1K C8K 1.453(3) . ?
C1K C2K 1.408(3) . ?
C1K C6K 1.409(4) . ?
C2K C3K 1.374(4) . ?
C2K H2K 0.9498 . ?
C3K C4K 1.401(4) . ?
C3K H3K 0.9499 . ?
C4K C5K 1.395(3) . ?
C4K C9K 1.436(4) . ?
C5K C6K 1.375(4) . ?
C5K H5K 0.9500 . ?
C6K H6K 0.9498 . ?
C7K H71K 0.9799 . ?
C7K H72K 0.9802 . ?
C7K H73K 0.9799 . ?
C8K H81K 0.9801 . ?
C8K H82K 0.9801 . ?
C8K H83K 0.9798 . ?
C9K C10K 1.176(4) . ?
C10K H1K 0.90(3) . ?
N1L C1L 1.380(3) . ?
N1L C7L 1.454(3) . ?
N1L C8L 1.457(3) . ?
C1L C2L 1.403(3) . ?
C1L C6L 1.414(4) . ?
C2L C3L 1.368(4) . ?
C2L H2L 0.9500 . ?
C3L C4L 1.402(4) . ?
C3L H3L 0.9501 . ?
C4L C5L 1.394(4) . ?
C4L C9L 1.438(4) . ?
C5L C6L 1.375(4) . ?
C5L H5L 0.9500 . ?
C6L H6L 0.9499 . ?
C7L H71L 0.9801 . ?
C7L H73L 0.9800 . ?
C7L H72L 0.9800 . ?
C8L H81L 0.9800 . ?
C8L H82L 0.9801 . ?
C8L H83L 0.9799 . ?
C9L C10L 1.182(4) . ?
C10L H1L 0.90(2) . ?
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 C4I 0.86(3) 2.76(3) 3.583(4) 162(3) .
C10B H1B C2J 0.98(3) 2.72(3) 3.673(4) 164(2) .
C10B H1B C3J 0.98(3) 2.74(3) 3.669(4) 159(2) .
C10C H1C N1K 0.92(2) 2.53(3) 3.449(4) 177(2) .
C10D H1D C10L 0.91(2) 2.83(3) 3.638(4) 149(2) .
C10E H1E N1I 0.90(3) 2.51(3) 3.387(4) 165(3) .
C10F H1F C10J 0.92(3) 2.76(3) 3.612(4) 155(2) .
C10G H1G C3K 0.89(3) 2.86(3) 3.648(4) 149(2) .
C10G H1G C4K 0.89(3) 2.83(3) 3.627(4) 150(2) .
C10G H1G C5K 0.89(3) 2.86(3) 3.677(4) 153(2) .
C10H H1H C3L 0.90(2) 2.81(3) 3.671(4) 160(2) .
C10H H1H C3L 0.90(2) 2.81(3) 3.671(4) 160(2) .
C10I H1I C10B 0.88(2) 2.76(3) 3.640(4) 173(2) .
C10J H1J C9F 0.87(2) 2.81(3) 3.634(4) 157(2) 2_666
C10J H1J C10F 0.87(2) 2.83(3) 3.688(5) 170(2) 2_666
C10K H1K C10H 0.90(3) 2.72(3) 3.607(5) 168(2) .
C10L H1L C10D 0.90(2) 2.82(3) 3.714(5) 174(2) 2_667
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195133
