#------------------------------------------------------------------------------
#$Date: 2019-11-24 16:39:11 +0200 (Sun, 24 Nov 2019) $
#$Revision: 238603 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/53/1555393.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_1555393
loop_
_publ_author_name
'Tepper, Ronny'
'Schulze, Benjamin'
'Görls, Helmar'
'Bellstedt, Peter'
'Jäger, Michael'
'Schubert, Ulrich S.'
_publ_section_title
;
 Preorganization in a Cleft-Type Anion Receptor Featuring
 Iodo-1,2,3-Triazoles As Halogen Bond Donors.
;
_journal_issue                   23
_journal_name_full               'Organic letters'
_journal_page_first              5740
_journal_page_last               5743
_journal_paper_doi               10.1021/acs.orglett.5b02760
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C37 H35 I2 N7'
_chemical_formula_sum            'C37 H35 I2 N7'
_chemical_formula_weight         831.52
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 111.754(1)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   50.2116(13)
_cell_length_b                   8.9517(2)
_cell_length_c                   25.5239(7)
_cell_measurement_temperature    133(2)
_cell_volume                     10655.4(5)
_computing_cell_refinement       DENZO
_computing_data_collection       COLLECT
_computing_data_reduction        DENZO
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_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  0.0326
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_max       64
_diffrn_reflns_limit_h_min       -64
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            36907
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    1.807
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             4944
_exptl_crystal_size_max          0.034
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.028
_refine_diff_density_max         2.277
_refine_diff_density_min         -2.320
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     644
_refine_ls_number_reflns         12091
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.145
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0490
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0247P)²+104.8662P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1107
_reflns_number_gt                11229
_reflns_number_total             12091
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol5b02760_si_001.cif
_cod_data_source_block           FO5544
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1555393
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.246090(8) 1.20511(5) 0.335739(18) 0.05224(11) Uani 1 1 d . . .
I2 I 0.423067(8) 0.23761(4) 0.262775(12) 0.03957(9) Uani 1 1 d . . .
N1 N 0.34162(9) 0.8983(5) 0.20889(16) 0.0386(9) Uani 1 1 d . . .
N2 N 0.26520(9) 0.7383(6) 0.35214(19) 0.0445(10) Uani 1 1 d . . .
N3 N 0.24631(9) 0.7505(6) 0.37720(19) 0.0452(10) Uani 1 1 d . . .
N4 N 0.23849(9) 0.8962(6) 0.37436(18) 0.0447(10) Uani 1 1 d . . .
N5 N 0.42275(8) 0.4736(4) 0.40745(14) 0.0281(7) Uani 1 1 d . . .
N6 N 0.43819(8) 0.3555(4) 0.43133(14) 0.0281(7) Uani 1 1 d . . .
N7 N 0.44055(8) 0.2705(4) 0.38917(14) 0.0271(7) Uani 1 1 d . . .
C1 C 0.35560(9) 0.7431(5) 0.28565(17) 0.0292(9) Uani 1 1 d . . .
C2 C 0.37311(9) 0.6357(5) 0.32197(16) 0.0274(9) Uani 1 1 d . . .
H2A H 0.3689 0.5999 0.3530 0.033 Uiso 1 1 calc R . .
C3 C 0.39684(9) 0.5819(5) 0.31226(17) 0.0280(9) Uani 1 1 d . . .
C4 C 0.40336(10) 0.6376(6) 0.26657(18) 0.0336(10) Uani 1 1 d . . .
H4A H 0.4198 0.6014 0.2607 0.040 Uiso 1 1 calc R . .
C5 C 0.38611(11) 0.7446(6) 0.22998(19) 0.0370(10) Uani 1 1 d . . .
H5A H 0.3907 0.7821 0.1995 0.044 Uiso 1 1 calc R . .
C6 C 0.36211(10) 0.7950(6) 0.23912(18) 0.0344(10) Uani 1 1 d . . .
C7 C 0.32210(11) 0.9145(6) 0.2349(2) 0.0386(11) Uani 1 1 d . . .
C8 C 0.29737(11) 1.0033(6) 0.2208(2) 0.0425(12) Uani 1 1 d . . .
H8A H 0.2921 1.0687 0.1893 0.051 Uiso 1 1 calc R . .
C9 C 0.28095(11) 0.9938(6) 0.2537(2) 0.0448(12) Uani 1 1 d . . .
H9A H 0.2644 1.0550 0.2446 0.054 Uiso 1 1 calc R . .
C10 C 0.28797(10) 0.8952(6) 0.3008(2) 0.0413(11) Uani 1 1 d . . .
C11 C 0.31275(10) 0.8081(6) 0.3153(2) 0.0361(10) Uani 1 1 d . . .
H11A H 0.3180 0.7425 0.3467 0.043 Uiso 1 1 calc R . .
C12 C 0.32972(10) 0.8190(6) 0.28281(19) 0.0340(10) Uani 1 1 d . . .
C13 C 0.34013(13) 0.9621(7) 0.1541(2) 0.0484(13) Uani 1 1 d . . .
H13A H 0.3577 0.9241 0.1490 0.058 Uiso 1 1 calc R . .
C14 C 0.31625(16) 0.9005(8) 0.1062(2) 0.0632(18) Uani 1 1 d . . .
H14A H 0.3161 0.7915 0.1096 0.095 Uiso 1 1 calc R . .
H14B H 0.3186 0.9275 0.0710 0.095 Uiso 1 1 calc R . .
H14C H 0.2981 0.9413 0.1062 0.095 Uiso 1 1 calc R . .
C15 C 0.34340(19) 1.1256(8) 0.1565(3) 0.074(2) Uani 1 1 d . . .
H15A H 0.3454 1.1612 0.1217 0.110 Uiso 1 1 calc R . .
H15B H 0.3605 1.1530 0.1890 0.110 Uiso 1 1 calc R . .
H15C H 0.3265 1.1715 0.1602 0.110 Uiso 1 1 calc R . .
C16 C 0.26902(10) 0.8774(6) 0.3326(2) 0.0388(11) Uani 1 1 d . . .
C17 C 0.25205(10) 0.9775(6) 0.3468(2) 0.0422(12) Uani 1 1 d . . .
C18 C 0.21638(11) 0.9427(7) 0.3943(2) 0.0432(12) Uani 1 1 d . . .
C19 C 0.18847(11) 0.9586(7) 0.3549(3) 0.0483(13) Uani 1 1 d . . .
C20 C 0.16717(12) 0.9979(7) 0.3756(3) 0.0568(16) Uani 1 1 d . . .
H20A H 0.1479 1.0066 0.3500 0.068 Uiso 1 1 calc R . .
C21 C 0.17348(15) 1.0245(8) 0.4326(4) 0.0639(18) Uani 1 1 d . . .
C22 C 0.20137(15) 1.0086(8) 0.4697(3) 0.0641(17) Uani 1 1 d . . .
H22A H 0.2057 1.0257 0.5088 0.077 Uiso 1 1 calc R . .
C23 C 0.22348(13) 0.9677(8) 0.4515(3) 0.0542(15) Uani 1 1 d . . .
C24 C 0.18124(12) 0.9314(7) 0.2929(2) 0.0547(15) Uani 1 1 d . . .
H24A H 0.1604 0.9262 0.2736 0.082 Uiso 1 1 calc R . .
H24B H 0.1898 0.8369 0.2878 0.082 Uiso 1 1 calc R . .
H24C H 0.1888 1.0133 0.2770 0.082 Uiso 1 1 calc R . .
C25 C 0.14993(17) 1.0733(9) 0.4532(4) 0.088(3) Uani 1 1 d . . .
H25A H 0.1575 1.0753 0.4945 0.132 Uiso 1 1 calc R . .
H25B H 0.1339 1.0026 0.4396 0.132 Uiso 1 1 calc R . .
H25C H 0.1432 1.1733 0.4386 0.132 Uiso 1 1 calc R . .
C26 C 0.25410(14) 0.9582(11) 0.4924(3) 0.074(2) Uani 1 1 d . . .
H26A H 0.2627 0.8652 0.4859 0.111 Uiso 1 1 calc R . .
H26B H 0.2546 0.9596 0.5311 0.111 Uiso 1 1 calc R . .
H26C H 0.2649 1.0436 0.4867 0.111 Uiso 1 1 calc R . .
C27 C 0.41499(9) 0.4662(5) 0.34986(16) 0.0263(8) Uani 1 1 d . . .
C28 C 0.42635(9) 0.3363(5) 0.33826(16) 0.0283(9) Uani 1 1 d . . .
C29 C 0.45508(9) 0.1276(5) 0.40062(17) 0.0296(9) Uani 1 1 d . . .
C30 C 0.43867(10) -0.0008(5) 0.39317(17) 0.0307(9) Uani 1 1 d . . .
C31 C 0.45314(11) -0.1381(6) 0.40328(19) 0.0363(10) Uani 1 1 d . . .
H31A H 0.4424 -0.2279 0.3982 0.044 Uiso 1 1 calc R . .
C32 C 0.48283(11) -0.1459(6) 0.4206(2) 0.0407(11) Uani 1 1 d . . .
C33 C 0.49804(11) -0.0139(7) 0.4276(2) 0.0460(13) Uani 1 1 d . . .
H33A H 0.5183 -0.0186 0.4397 0.055 Uiso 1 1 calc R . .
C34 C 0.48488(10) 0.1260(6) 0.4177(2) 0.0376(11) Uani 1 1 d . . .
C35 C 0.40628(10) 0.0034(6) 0.3725(2) 0.0377(10) Uani 1 1 d . . .
H35A H 0.4001 0.0989 0.3830 0.056 Uiso 1 1 calc R . .
H35B H 0.3995 -0.0787 0.3897 0.056 Uiso 1 1 calc R . .
H35C H 0.3983 -0.0074 0.3313 0.056 Uiso 1 1 calc R . .
C36 C 0.49756(15) -0.2966(7) 0.4293(3) 0.0581(16) Uani 1 1 d . . .
H36A H 0.5147 -0.2945 0.4640 0.087 Uiso 1 1 calc R . .
H36B H 0.5031 -0.3189 0.3971 0.087 Uiso 1 1 calc R . .
H36C H 0.4844 -0.3739 0.4324 0.087 Uiso 1 1 calc R . .
C37 C 0.50186(12) 0.2683(7) 0.4231(3) 0.0503(14) Uani 1 1 d . . .
H37A H 0.4941 0.3249 0.3878 0.075 Uiso 1 1 calc R . .
H37B H 0.5220 0.2437 0.4311 0.075 Uiso 1 1 calc R . .
H37C H 0.5005 0.3287 0.4541 0.075 Uiso 1 1 calc R . .
I3 I 0.411630(6) 0.66146(3) 0.492306(10) 0.02584(7) Uani 1 1 d . . .
N8 N 0.5000 0.3099(6) 0.7500 0.0348(12) Uani 1 2 d S . .
N9 N 0.41748(10) 0.8666(5) 0.64722(15) 0.0393(10) Uani 1 1 d . . .
N10 N 0.39972(10) 0.9611(5) 0.61114(15) 0.0392(10) Uani 1 1 d . . .
N11 N 0.39478(8) 0.9067(4) 0.55834(14) 0.0303(8) Uani 1 1 d . . .
C38 C 0.43677(11) 0.4791(5) 0.63649(18) 0.0346(10) Uani 1 1 d . . .
H38A H 0.4196 0.4549 0.6057 0.041 Uiso 1 1 calc R . .
C39 C 0.45383(11) 0.3636(5) 0.66755(18) 0.0335(10) Uani 1 1 d . . .
H39A H 0.4486 0.2621 0.6587 0.040 Uiso 1 1 calc R . .
C40 C 0.47918(10) 0.4025(5) 0.71250(18) 0.0299(9) Uani 1 1 d . . .
C41 C 0.48669(10) 0.5537(5) 0.72584(16) 0.0280(9) Uani 1 1 d . . .
C42 C 0.46911(10) 0.6678(5) 0.69376(17) 0.0297(9) Uani 1 1 d . . .
H42A H 0.4743 0.7696 0.7024 0.036 Uiso 1 1 calc R . .
C43 C 0.44385(10) 0.6303(5) 0.64877(17) 0.0308(9) Uani 1 1 d . . .
C44 C 0.5000 0.1456(8) 0.7500 0.0448(17) Uani 1 2 d S . .
H44A H 0.4861 0.1456 0.7100 0.054 Uiso 0.50 1 calc PR A 1
C45 C 0.5222(4) 0.0835(11) 0.7316(7) 0.049(4) Uani 0.59(3) 1 d P B 1
H45A H 0.5214 -0.0259 0.7322 0.073 Uiso 0.59(3) 1 calc PR B 1
H45B H 0.5411 0.1174 0.7571 0.073 Uiso 0.59(3) 1 calc PR B 1
H45C H 0.5189 0.1174 0.6932 0.073 Uiso 0.59(3) 1 calc PR B 1
C45A C 0.5065(4) 0.0765(14) 0.7054(7) 0.030(4) Uani 0.41(3) 1 d P B 2
H45D H 0.5100 0.1540 0.6816 0.045 Uiso 0.41(3) 1 calc PR B 2
H45E H 0.4903 0.0143 0.6826 0.045 Uiso 0.41(3) 1 calc PR B 2
H45F H 0.5237 0.0142 0.7216 0.045 Uiso 0.41(3) 1 calc PR B 2
C46 C 0.42410(10) 0.7515(5) 0.61846(17) 0.0306(9) Uani 1 1 d . . .
C47 C 0.40958(10) 0.7784(5) 0.56125(17) 0.0281(9) Uani 1 1 d . . .
C48 C 0.37840(10) 0.9982(5) 0.51027(17) 0.0296(9) Uani 1 1 d . . .
C49 C 0.39226(10) 1.1217(5) 0.49895(17) 0.0301(9) Uani 1 1 d . . .
C50 C 0.37645(10) 1.2150(6) 0.45422(19) 0.0343(10) Uani 1 1 d . . .
H50A H 0.3853 1.3013 0.4463 0.041 Uiso 1 1 calc R . .
C51 C 0.34801(11) 1.1841(6) 0.4210(2) 0.0389(11) Uani 1 1 d . . .
C52 C 0.33523(10) 1.0589(6) 0.4342(2) 0.0396(11) Uani 1 1 d . . .
H52A H 0.3157 1.0379 0.4121 0.048 Uiso 1 1 calc R . .
C53 C 0.35015(10) 0.9626(6) 0.4790(2) 0.0355(10) Uani 1 1 d . . .
C54 C 0.42367(11) 1.1530(6) 0.5316(2) 0.0430(12) Uani 1 1 d . . .
H54A H 0.4272 1.2607 0.5317 0.065 Uiso 1 1 calc R . .
H54B H 0.4352 1.1009 0.5137 0.065 Uiso 1 1 calc R . .
H54C H 0.4289 1.1176 0.5705 0.065 Uiso 1 1 calc R . .
C55 C 0.33174(13) 1.2839(8) 0.3711(3) 0.0599(17) Uani 1 1 d . . .
H55A H 0.3186 1.2230 0.3406 0.090 Uiso 1 1 calc R . .
H55B H 0.3454 1.3343 0.3578 0.090 Uiso 1 1 calc R . .
H55C H 0.3208 1.3588 0.3828 0.090 Uiso 1 1 calc R . .
C56 C 0.33559(12) 0.8251(7) 0.4905(2) 0.0463(12) Uani 1 1 d . . .
H56A H 0.3405 0.8147 0.5312 0.069 Uiso 1 1 calc R . .
H56B H 0.3421 0.7365 0.4761 0.069 Uiso 1 1 calc R . .
H56C H 0.3148 0.8352 0.4716 0.069 Uiso 1 1 calc R . .
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'
I I -0.4742 1.8119 '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
C7 N1 C6 108.4(4) . .
C7 N1 C13 128.0(4) . .
C6 N1 C13 123.2(4) . .
N3 N2 C16 108.6(4) . .
N2 N3 N4 107.3(5) . .
N3 N4 C17 110.6(4) . .
N3 N4 C18 120.2(5) . .
C17 N4 C18 128.9(5) . .
N6 N5 C27 109.9(3) . .
N5 N6 N7 107.0(3) . .
N6 N7 C28 110.2(3) . .
N6 N7 C29 121.4(3) . .
C28 N7 C29 128.4(3) . .
C2 C1 C6 119.7(4) . .
C2 C1 C12 133.7(4) . .
C6 C1 C12 106.6(4) . .
C3 C2 C1 119.4(4) . .
C3 C2 H2A 120.3 . .
C1 C2 H2A 120.3 . .
C2 C3 C4 120.0(4) . .
C2 C3 C27 119.4(4) . .
C4 C3 C27 120.6(4) . .
C5 C4 C3 121.3(4) . .
C5 C4 H4A 119.3 . .
C3 C4 H4A 119.3 . .
C6 C5 C4 118.3(4) . .
C6 C5 H5A 120.8 . .
C4 C5 H5A 120.8 . .
C5 C6 N1 129.5(4) . .
C5 C6 C1 121.2(4) . .
N1 C6 C1 109.3(4) . .
N1 C7 C8 130.9(5) . .
N1 C7 C12 109.7(4) . .
C8 C7 C12 119.4(5) . .
C9 C8 C7 118.7(5) . .
C9 C8 H8A 120.6 . .
C7 C8 H8A 120.6 . .
C8 C9 C10 122.3(5) . .
C8 C9 H9A 118.9 . .
C10 C9 H9A 118.9 . .
C11 C10 C9 119.1(5) . .
C11 C10 C16 119.2(5) . .
C9 C10 C16 121.6(5) . .
C12 C11 C10 118.9(5) . .
C12 C11 H11A 120.5 . .
C10 C11 H11A 120.5 . .
C11 C12 C7 121.5(4) . .
C11 C12 C1 132.4(4) . .
C7 C12 C1 106.1(4) . .
C14 C13 C15 116.9(6) . .
C14 C13 N1 112.3(5) . .
C15 C13 N1 112.2(5) . .
C14 C13 H13A 104.7 . .
C15 C13 H13A 104.7 . .
N1 C13 H13A 104.7 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C13 C15 H15A 109.5 . .
C13 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C13 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C17 C16 N2 108.0(5) . .
C17 C16 C10 131.8(5) . .
N2 C16 C10 120.2(5) . .
N4 C17 C16 105.5(5) . .
N4 C17 I1 121.7(4) . .
C16 C17 I1 132.8(4) . .
C23 C18 C19 122.7(5) . .
C23 C18 N4 119.1(5) . .
C19 C18 N4 118.2(5) . .
C18 C19 C20 117.1(6) . .
C18 C19 C24 121.8(5) . .
C20 C19 C24 121.1(5) . .
C21 C20 C19 121.9(6) . .
C21 C20 H20A 119.1 . .
C19 C20 H20A 119.1 . .
C22 C21 C20 118.9(6) . .
C22 C21 C25 120.8(7) . .
C20 C21 C25 120.3(7) . .
C21 C22 C23 121.8(6) . .
C21 C22 H22A 119.1 . .
C23 C22 H22A 119.1 . .
C18 C23 C22 117.7(6) . .
C18 C23 C26 121.2(5) . .
C22 C23 C26 121.1(6) . .
C19 C24 H24A 109.5 . .
C19 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C19 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C21 C25 H25A 109.5 . .
C21 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C21 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C23 C26 H26A 109.5 . .
C23 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C23 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
N5 C27 C28 107.2(4) . .
N5 C27 C3 121.6(4) . .
C28 C27 C3 131.2(4) . .
N7 C28 C27 105.8(3) . .
N7 C28 I2 122.4(3) . .
C27 C28 I2 131.7(3) . .
C30 C29 C34 123.3(4) . .
C30 C29 N7 118.4(4) . .
C34 C29 N7 118.3(4) . .
C29 C30 C31 117.4(4) . .
C29 C30 C35 122.4(4) . .
C31 C30 C35 120.1(4) . .
C32 C31 C30 121.6(5) . .
C32 C31 H31A 119.2 . .
C30 C31 H31A 119.2 . .
C33 C32 C31 118.3(5) . .
C33 C32 C36 121.8(5) . .
C31 C32 C36 119.9(5) . .
C32 C33 C34 122.9(5) . .
C32 C33 H33A 118.6 . .
C34 C33 H33A 118.6 . .
C33 C34 C29 116.6(5) . .
C33 C34 C37 121.8(5) . .
C29 C34 C37 121.6(5) . .
C30 C35 H35A 109.5 . .
C30 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C30 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C32 C36 H36A 109.5 . .
C32 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C32 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C34 C37 H37A 109.5 . .
C34 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C34 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
C40 N8 C40 107.3(5) 2_656 .
C40 N8 C44 126.4(3) 2_656 .
C40 N8 C44 126.3(3) . .
N10 N9 C46 110.0(4) . .
N9 N10 N11 106.7(4) . .
C47 N11 N10 110.7(3) . .
C47 N11 C48 130.7(3) . .
N10 N11 C48 118.1(4) . .
C39 C38 C43 122.6(4) . .
C39 C38 H38A 118.7 . .
C43 C38 H38A 118.7 . .
C38 C39 C40 117.5(4) . .
C38 C39 H39A 121.2 . .
C40 C39 H39A 121.2 . .
N8 C40 C39 129.3(4) . .
N8 C40 C41 109.7(4) . .
C39 C40 C41 121.0(4) . .
C42 C41 C40 120.3(4) . .
C42 C41 C41 133.1(3) . 2_656
C40 C41 C41 106.6(3) . 2_656
C41 C42 C43 119.2(4) . .
C41 C42 H42A 120.4 . .
C43 C42 H42A 120.4 . .
C42 C43 C38 119.4(4) . .
C42 C43 C46 118.7(4) . .
C38 C43 C46 121.6(4) . .
C45A C44 C45A 129.0(11) 2_656 .
C45A C44 C45 33.0(5) 2_656 2_656
C45A C44 C45 120.8(7) . 2_656
C45A C44 C45 120.8(7) 2_656 .
C45A C44 C45 33.0(5) . .
C45 C44 C45 135.5(10) 2_656 .
C45A C44 N8 115.5(5) 2_656 .
C45A C44 N8 115.5(5) . .
C45 C44 N8 112.2(5) 2_656 .
C45 C44 N8 112.2(5) . .
C45A C44 H44A 122.1 2_656 .
C45A C44 H44A 57.9 . .
C45 C44 H44A 90.0 2_656 .
C45 C44 H44A 90.0 . .
N8 C44 H44A 90.0 . .
C44 C45 H45A 109.5 . .
C44 C45 H45B 109.5 . .
H45A C45 H45B 109.5 . .
C44 C45 H45C 109.5 . .
H45A C45 H45C 109.5 . .
H45B C45 H45C 109.5 . .
C44 C45A H45D 109.5 . .
C44 C45A H45E 109.5 . .
H45D C45A H45E 109.5 . .
C44 C45A H45F 109.5 . .
H45D C45A H45F 109.5 . .
H45E C45A H45F 109.5 . .
N9 C46 C47 107.1(4) . .
N9 C46 C43 121.2(4) . .
C47 C46 C43 131.7(4) . .
N11 C47 C46 105.5(4) . .
N11 C47 I3 125.3(3) . .
C46 C47 I3 129.0(3) . .
C53 C48 C49 123.2(4) . .
C53 C48 N11 119.8(4) . .
C49 C48 N11 117.0(4) . .
C48 C49 C50 117.9(4) . .
C48 C49 C54 122.1(4) . .
C50 C49 C54 119.9(4) . .
C51 C50 C49 121.4(5) . .
C51 C50 H50A 119.3 . .
C49 C50 H50A 119.3 . .
C50 C51 C52 118.3(4) . .
C50 C51 C55 120.2(5) . .
C52 C51 C55 121.5(5) . .
C51 C52 C53 122.4(5) . .
C51 C52 H52A 118.8 . .
C53 C52 H52A 118.8 . .
C48 C53 C52 116.9(4) . .
C48 C53 C56 122.7(4) . .
C52 C53 C56 120.4(5) . .
C49 C54 H54A 109.5 . .
C49 C54 H54B 109.5 . .
H54A C54 H54B 109.5 . .
C49 C54 H54C 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
C51 C55 H55A 109.5 . .
C51 C55 H55B 109.5 . .
H55A C55 H55B 109.5 . .
C51 C55 H55C 109.5 . .
H55A C55 H55C 109.5 . .
H55B C55 H55C 109.5 . .
C53 C56 H56A 109.5 . .
C53 C56 H56B 109.5 . .
H56A C56 H56B 109.5 . .
C53 C56 H56C 109.5 . .
H56A C56 H56C 109.5 . .
H56B C56 H56C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C17 2.064(6) .
I2 C28 2.070(4) .
N1 C7 1.381(7) .
N1 C6 1.386(6) .
N1 C13 1.487(6) .
N2 N3 1.330(6) .
N2 C16 1.380(7) .
N3 N4 1.356(7) .
N4 C17 1.357(7) .
N4 C18 1.443(7) .
N5 N6 1.320(5) .
N5 C27 1.376(5) .
N6 N7 1.358(5) .
N7 C28 1.363(5) .
N7 C29 1.448(6) .
C1 C2 1.397(6) .
C1 C6 1.422(6) .
C1 C12 1.444(6) .
C2 C3 1.390(6) .
C2 H2A 0.9500 .
C3 C4 1.414(6) .
C3 C27 1.475(6) .
C4 C5 1.393(7) .
C4 H4A 0.9500 .
C5 C6 1.385(7) .
C5 H5A 0.9500 .
C7 C8 1.404(7) .
C7 C12 1.423(6) .
C8 C9 1.379(8) .
C8 H8A 0.9500 .
C9 C10 1.426(7) .
C9 H9A 0.9500 .
C10 C11 1.397(7) .
C10 C16 1.471(7) .
C11 C12 1.395(7) .
C11 H11A 0.9500 .
C13 C14 1.466(8) .
C13 C15 1.471(9) .
C13 H13A 1.0000 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 C17 1.375(7) .
C18 C23 1.387(8) .
C18 C19 1.397(7) .
C19 C20 1.403(8) .
C19 C24 1.506(8) .
C20 C21 1.389(10) .
C20 H20A 0.9500 .
C21 C22 1.377(10) .
C21 C25 1.525(8) .
C22 C23 1.402(9) .
C22 H22A 0.9500 .
C23 C26 1.507(8) .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 C28 1.376(6) .
C29 C30 1.385(7) .
C29 C34 1.395(6) .
C30 C31 1.402(7) .
C30 C35 1.513(6) .
C31 C32 1.391(7) .
C31 H31A 0.9500 .
C32 C33 1.383(8) .
C32 C36 1.515(7) .
C33 C34 1.394(8) .
C33 H33A 0.9500 .
C34 C37 1.510(8) .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
I3 C47 2.083(4) .
N8 C40 1.398(5) 2_656
N8 C40 1.398(5) .
N8 C44 1.471(9) .
N9 N10 1.323(6) .
N9 C46 1.375(6) .
N10 N11 1.367(5) .
N11 C47 1.355(6) .
N11 C48 1.451(5) .
C38 C39 1.388(7) .
C38 C43 1.406(7) .
C38 H38A 0.9500 .
C39 C40 1.405(6) .
C39 H39A 0.9500 .
C40 C41 1.413(6) .
C41 C42 1.399(6) .
C41 C41 1.444(8) 2_656
C42 C43 1.400(6) .
C42 H42A 0.9500 .
C43 C46 1.480(6) .
C44 C45A 1.435(13) 2_656
C44 C45A 1.435(13) .
C44 C45 1.470(12) 2_656
C44 C45 1.470(12) .
C44 H44A 1.0000 .
C45 H45A 0.9800 .
C45 H45B 0.9800 .
C45 H45C 0.9800 .
C45A H45D 0.9800 .
C45A H45E 0.9800 .
C45A H45F 0.9800 .
C46 C47 1.390(6) .
C48 C53 1.383(7) .
C48 C49 1.393(7) .
C49 C50 1.400(6) .
C49 C54 1.512(6) .
C50 C51 1.392(7) .
C50 H50A 0.9500 .
C51 C52 1.392(7) .
C51 C55 1.522(7) .
C52 C53 1.406(7) .
C52 H52A 0.9500 .
C53 C56 1.515(7) .
C54 H54A 0.9800 .
C54 H54B 0.9800 .
C54 H54C 0.9800 .
C55 H55A 0.9800 .
C55 H55B 0.9800 .
C55 H55C 0.9800 .
C56 H56A 0.9800 .
C56 H56B 0.9800 .
C56 H56C 0.9800 .
