#------------------------------------------------------------------------------
#$Date: 2019-11-25 16:48:07 +0200 (Mon, 25 Nov 2019) $
#$Revision: 241366 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/10/4131058.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_4131058
loop_
_publ_author_name
'Eymann, Léonard Y M'
'Tskhovrebov, Alexander G.'
'Sienkiewicz, Andrzej'
'Bila, José L'
'Živković, Ivica'
'Rønnow, Henrik M'
'Wodrich, Matthew D.'
'Vannay, Laurent'
'Corminboeuf, Clémence'
'Pattison, Philip'
'Solari, Euro'
'Scopelliti, Rosario'
'Severin, Kay'
_publ_section_title
;
 Neutral Aminyl Radicals Derived from Azoimidazolium Dyes.
;
_journal_issue                   46
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15126
_journal_page_last               15129
_journal_paper_doi               10.1021/jacs.6b09124
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         'C62 H72 N8, 2(C24 H20 B)'
_chemical_formula_sum            'C110 H112 B2 N8'
_chemical_formula_weight         1567.69
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-05-17 # Formatted by publCIF

;
_cell_angle_alpha                90
_cell_angle_beta                 98.459(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.9350(19)
_cell_length_b                   11.6577(5)
_cell_length_c                   34.387(3)
_cell_measurement_reflns_used    2305
_cell_measurement_temperature    140.01(11)
_cell_measurement_theta_max      52.8240
_cell_measurement_theta_min      4.0010
_cell_volume                     9887.0(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      140.01(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1333
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -109.00 -18.00   1.00   12.50    --  -42.51 -37.00-180.00   91
  2  ω    -67.00  32.00   1.00   12.50    --  -42.51  37.00   0.00   99
  3  ω    -68.00  28.00   1.00   12.50    --  -42.51  57.00 120.00   96
  4  ω     41.00  92.00   1.00   12.50    --   42.51-125.00-180.00   51
  5  ω     41.00  84.00   1.00   12.50    --   42.51-125.00  30.00   43
  6  ω     60.00 132.00   1.00   50.00    --  109.26 -61.00-180.00   72
  7  ω     38.00 122.00   1.00   50.00    --  109.26 -30.00   0.00   84
  8  ω     96.00 134.00   1.00   50.00    --  109.26 -77.00 -60.00   38
  9  ω     35.00 104.00   1.00   50.00    --  109.26 -94.00-150.00   69
 10  ω     41.00 127.00   1.00   50.00    --  109.26 -30.00 -90.00   86
 11  ω     60.00 109.00   1.00   50.00    --  109.26 -94.00 -30.00   49
 12  ω     64.00 113.00   1.00   50.00    --  109.26-111.00 -30.00   49
 13  ω     55.00 116.00   1.00   50.00    --  109.26-111.00 120.00   61
 14  ω    100.00 177.00   1.00   50.00    --  109.26  61.00 -60.00   77
 15  ω     34.00 161.00   1.00   50.00    --  109.26 -15.00 120.00  127
 16  ω     33.00  89.00   1.00   50.00    --  109.26 -94.00 150.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0749
_diffrn_reflns_av_unetI/netI     0.0666
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            34700
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         75.693
_diffrn_reflns_theta_min         3.584
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.462
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.932
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear intense orange'
_exptl_crystal_density_diffrn    1.053
_exptl_crystal_description       plate
_exptl_crystal_F_000             3352
_exptl_crystal_size_max          0.242
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.046
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     570
_refine_ls_number_reflns         10100
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1783
_refine_ls_R_factor_gt           0.0905
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1573P)²+0.6049P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2568
_refine_ls_wR_factor_ref         0.3336
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4158
_reflns_number_total             10100
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja6b09124_si_004.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               4131058
_publcif_datablock.id            {03cc8b0a-f5b8-4654-a587-372b6665818a}
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.896
_shelx_estimated_absorpt_t_max   0.979
_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.41568(18) 0.4933(3) 0.32736(15) 0.0916(13) Uani 1 1 d . . . . .
N2 N 0.4808(2) 0.4509(3) 0.37389(14) 0.0908(13) Uani 1 1 d . . . . .
N3A N 0.4038(4) 0.4367(5) 0.4016(3) 0.058(3) Uani 0.463(14) 1 d D . P A 1
N4A N 0.3564(4) 0.4724(11) 0.3938(3) 0.087(4) Uani 0.463(14) 1 d D . P A 1
N3B N 0.3772(4) 0.4609(8) 0.3815(3) 0.073(3) Uani 0.537(14) 1 d D . P A 2
N4B N 0.3878(4) 0.4128(13) 0.4147(3) 0.122(5) Uani 0.537(14) 1 d D . P A 2
C1 C 0.4274(2) 0.4635(3) 0.36518(17) 0.0898(16) Uani 1 1 d D . . . .
C2 C 0.4632(2) 0.4976(5) 0.3116(2) 0.1041(18) Uani 1 1 d . . . . .
H2 H 0.4667 0.5145 0.2850 0.125 Uiso 1 1 calc R U . . .
C3 C 0.5035(3) 0.4737(6) 0.34044(17) 0.1048(18) Uani 1 1 d . . . . .
H3 H 0.5411 0.4726 0.3384 0.126 Uiso 1 1 calc R U . . .
C4 C 0.3614(2) 0.5071(4) 0.30492(17) 0.0868(15) Uani 1 1 d . . . . .
C5 C 0.3372(2) 0.4118(4) 0.2851(2) 0.0977(18) Uani 1 1 d . . . . .
C6 C 0.2860(2) 0.4256(4) 0.2657(2) 0.1014(18) Uani 1 1 d . . . . .
H6 H 0.2683 0.3623 0.2519 0.122 Uiso 1 1 calc R U . . .
C7 C 0.2584(2) 0.5314(4) 0.26539(18) 0.0925(15) Uani 1 1 d . . . . .
C8 C 0.2853(2) 0.6216(4) 0.28548(16) 0.0847(14) Uani 1 1 d . . . . .
H8 H 0.2670 0.6930 0.2859 0.102 Uiso 1 1 calc R U . . .
C9 C 0.3369(2) 0.6135(4) 0.30486(15) 0.0824(14) Uani 1 1 d . . . . .
C10 C 0.3664(3) 0.2976(4) 0.2864(3) 0.129(3) Uani 1 1 d . . . . .
H10A H 0.3675 0.2634 0.3125 0.193 Uiso 1 1 calc R U . . .
H10B H 0.4035 0.3095 0.2809 0.193 Uiso 1 1 calc R U . . .
H10C H 0.3471 0.2461 0.2666 0.193 Uiso 1 1 calc R U . . .
C11 C 0.2023(3) 0.5421(5) 0.2436(2) 0.117(2) Uani 1 1 d . . . . .
H11A H 0.1876 0.6177 0.2487 0.175 Uiso 1 1 calc R U . . .
H11B H 0.1793 0.4823 0.2524 0.175 Uiso 1 1 calc R U . . .
H11C H 0.2031 0.5334 0.2153 0.175 Uiso 1 1 calc R U . . .
C12 C 0.3660(3) 0.7160(4) 0.32549(19) 0.1020(17) Uani 1 1 d . . . . .
H12A H 0.3955 0.7400 0.3113 0.153 Uiso 1 1 calc R U . . .
H12B H 0.3811 0.6947 0.3525 0.153 Uiso 1 1 calc R U . . .
H12C H 0.3403 0.7793 0.3260 0.153 Uiso 1 1 calc R U . . .
C13 C 0.5107(2) 0.4104(4) 0.41083(16) 0.0902(15) Uani 1 1 d . . . . .
C14 C 0.5185(3) 0.2926(5) 0.41493(19) 0.1055(18) Uani 1 1 d . . . . .
C15 C 0.5496(3) 0.2547(5) 0.4490(2) 0.1073(18) Uani 1 1 d . . . . .
H15 H 0.5551 0.1745 0.4526 0.129 Uiso 1 1 calc R U . . .
C16 C 0.5733(3) 0.3285(5) 0.4784(2) 0.1043(18) Uani 1 1 d . . . . .
C17 C 0.5620(3) 0.4417(5) 0.47384(18) 0.112(2) Uani 1 1 d . . . . .
H17 H 0.5760 0.4928 0.4943 0.135 Uiso 1 1 calc R U . . .
C18 C 0.5304(3) 0.4869(4) 0.44002(19) 0.1049(19) Uani 1 1 d . . . . .
C19 C 0.4917(4) 0.2111(5) 0.3837(2) 0.167(4) Uani 1 1 d . . . . .
H19A H 0.4530 0.2287 0.3777 0.251 Uiso 1 1 calc R U . . .
H19B H 0.4965 0.1320 0.3932 0.251 Uiso 1 1 calc R U . . .
H19C H 0.5085 0.2197 0.3598 0.251 Uiso 1 1 calc R U . . .
C20 C 0.6079(3) 0.2843(7) 0.5146(2) 0.136(3) Uani 1 1 d . . . . .
H20A H 0.6260 0.3487 0.5294 0.203 Uiso 1 1 calc R U . . .
H20B H 0.6353 0.2317 0.5070 0.203 Uiso 1 1 calc R U . . .
H20C H 0.5852 0.2434 0.5310 0.203 Uiso 1 1 calc R U . . .
C21 C 0.5173(4) 0.6141(4) 0.4363(2) 0.159(4) Uani 1 1 d . . . . .
H21A H 0.5377 0.6488 0.4171 0.239 Uiso 1 1 calc R U . . .
H21B H 0.5274 0.6513 0.4619 0.239 Uiso 1 1 calc R U . . .
H21C H 0.4784 0.6242 0.4276 0.239 Uiso 1 1 calc R U . . .
C22 C 0.3354(2) 0.4357(4) 0.43076(17) 0.0960(18) Uani 1 1 d D . . . .
C23 C 0.3464(2) 0.3496(5) 0.4589(3) 0.126(3) Uani 1 1 d . . . . .
C24 C 0.31190(19) 0.3415(4) 0.48910(16) 0.0841(13) Uani 1 1 d . . . . .
C25 C 0.26861(17) 0.4182(4) 0.48503(12) 0.0657(10) Uani 1 1 d . . . . .
C26 C 0.2590(2) 0.5022(5) 0.45501(14) 0.0872(14) Uani 1 1 d . . . . .
C27 C 0.2932(3) 0.5092(5) 0.42776(17) 0.1050(19) Uani 1 1 d . . . . .
C28 C 0.3911(4) 0.2636(6) 0.4619(4) 0.203(6) Uani 1 1 d . . . . .
H28A H 0.4043 0.2575 0.4365 0.305 Uiso 1 1 calc R U . . .
H28B H 0.3775 0.1888 0.4690 0.305 Uiso 1 1 calc R U . . .
H28C H 0.4208 0.2879 0.4820 0.305 Uiso 1 1 calc R U . . .
C29 C 0.3195(2) 0.2583(5) 0.5220(2) 0.1105(19) Uani 1 1 d . . . . .
H29A H 0.2905 0.2682 0.5382 0.166 Uiso 1 1 calc R U . . .
H29B H 0.3547 0.2715 0.5382 0.166 Uiso 1 1 calc R U . . .
H29C H 0.3182 0.1800 0.5115 0.166 Uiso 1 1 calc R U . . .
C30 C 0.2107(3) 0.5811(5) 0.45236(19) 0.1106(19) Uani 1 1 d . . . . .
H30A H 0.2229 0.6584 0.4606 0.166 Uiso 1 1 calc R U . . .
H30B H 0.1856 0.5527 0.4696 0.166 Uiso 1 1 calc R U . . .
H30C H 0.1923 0.5834 0.4252 0.166 Uiso 1 1 calc R U . . .
C31 C 0.2854(4) 0.6065(6) 0.3977(2) 0.147(3) Uani 1 1 d . . . . .
H31A H 0.2768 0.6775 0.4108 0.221 Uiso 1 1 calc R U . . .
H31B H 0.2557 0.5873 0.3769 0.221 Uiso 1 1 calc R U . . .
H31C H 0.3189 0.6172 0.3864 0.221 Uiso 1 1 calc R U . . .
B1 B 0.42681(19) 0.4151(3) 0.15896(15) 0.0630(11) Uani 1 1 d . . . . .
C32 C 0.45771(18) 0.4100(3) 0.12002(13) 0.0660(10) Uani 1 1 d . . . . .
C33 C 0.5132(2) 0.4028(4) 0.12159(16) 0.0836(13) Uani 1 1 d . . . . .
H33 H 0.5354 0.3966 0.1464 0.100 Uiso 1 1 calc R U . . .
C34 C 0.5377(3) 0.4043(6) 0.0871(2) 0.1116(19) Uani 1 1 d . . . . .
H34 H 0.5759 0.3962 0.0888 0.134 Uiso 1 1 calc R U . . .
C35 C 0.5061(3) 0.4177(5) 0.0511(2) 0.111(2) Uani 1 1 d . . . . .
H35 H 0.5229 0.4246 0.0281 0.133 Uiso 1 1 calc R U . . .
C36 C 0.4518(3) 0.4211(4) 0.04811(18) 0.1007(17) Uani 1 1 d . . . . .
H36 H 0.4300 0.4271 0.0231 0.121 Uiso 1 1 calc R U . . .
C37 C 0.4278(2) 0.4157(3) 0.08209(15) 0.0833(13) Uani 1 1 d . . . . .
H37 H 0.3893 0.4158 0.0795 0.100 Uiso 1 1 calc R U . . .
C38 C 0.3841(2) 0.3072(3) 0.15785(14) 0.0784(12) Uani 1 1 d . . . . .
C39 C 0.3934(3) 0.2037(4) 0.1417(2) 0.120(2) Uani 1 1 d . . . . .
H39 H 0.4253 0.1947 0.1299 0.144 Uiso 1 1 calc R U . . .
C40 C 0.3580(3) 0.1091(4) 0.1416(2) 0.121(2) Uani 1 1 d . . . . .
H40 H 0.3671 0.0378 0.1309 0.145 Uiso 1 1 calc R U . . .
C41 C 0.3125(3) 0.1193(6) 0.1563(2) 0.134(3) Uani 1 1 d . . . . .
H41 H 0.2885 0.0559 0.1561 0.161 Uiso 1 1 calc R U . . .
C42 C 0.3001(5) 0.2214(8) 0.1716(4) 0.256(8) Uani 1 1 d . . . . .
H42 H 0.2672 0.2301 0.1821 0.307 Uiso 1 1 calc R U . . .
C43 C 0.3357(4) 0.3135(7) 0.1721(3) 0.182(5) Uani 1 1 d . . . . .
H43 H 0.3260 0.3844 0.1827 0.219 Uiso 1 1 calc R U . . .
C44 C 0.39257(17) 0.5377(3) 0.16037(13) 0.0688(10) Uani 1 1 d . . . . .
C45 C 0.37446(19) 0.5743(3) 0.19402(14) 0.0753(11) Uani 1 1 d . . . . .
H45 H 0.3825 0.5283 0.2169 0.090 Uiso 1 1 calc R U . . .
C46 C 0.34503(19) 0.6747(4) 0.19664(16) 0.0823(13) Uani 1 1 d . . . . .
H46 H 0.3317 0.6929 0.2204 0.099 Uiso 1 1 calc R U . . .
C47 C 0.3354(3) 0.7459(5) 0.16590(17) 0.111(2) Uani 1 1 d . . . . .
H47 H 0.3141 0.8129 0.1671 0.133 Uiso 1 1 calc R U . . .
C48 C 0.3570(4) 0.7201(6) 0.1328(2) 0.153(4) Uani 1 1 d . . . . .
H48 H 0.3543 0.7736 0.1118 0.184 Uiso 1 1 calc R U . . .
C49 C 0.3832(3) 0.6155(5) 0.12976(18) 0.119(2) Uani 1 1 d . . . . .
H49 H 0.3951 0.5968 0.1055 0.143 Uiso 1 1 calc R U . . .
C50 C 0.47277(16) 0.4086(3) 0.19813(12) 0.0613(9) Uani 1 1 d . . . . .
C51 C 0.50568(16) 0.5046(3) 0.20942(13) 0.0642(10) Uani 1 1 d . . . . .
H51 H 0.4979 0.5747 0.1956 0.077 Uiso 1 1 calc R U . . .
C52 C 0.54888(17) 0.5015(3) 0.23977(14) 0.0707(11) Uani 1 1 d . . . . .
H52 H 0.5699 0.5685 0.2463 0.085 Uiso 1 1 calc R U . . .
C53 C 0.56149(18) 0.4011(4) 0.26061(14) 0.0741(11) Uani 1 1 d . . . . .
H53 H 0.5915 0.3978 0.2811 0.089 Uiso 1 1 calc R U . . .
C54 C 0.52943(18) 0.3060(3) 0.25101(14) 0.0731(11) Uani 1 1 d . . . . .
H54 H 0.5369 0.2370 0.2655 0.088 Uiso 1 1 calc R U . . .
C55 C 0.48640(17) 0.3095(3) 0.22052(13) 0.0674(11) Uani 1 1 d . . . . .
H55 H 0.4653 0.2422 0.2146 0.081 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 8 2 0.1226
-15 0 -5 0.0248
7 1 -21 0.0295
-1 -8 -1 0.1099
-7 0 21 0.0164
16 1 -7 0.0264
-4 -1 22 0.0115
2 0 -22 0.0299
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_3
C1 N1 C2 108.4(5) .
C1 N1 C4 126.5(4) .
C2 N1 C4 124.9(5) .
C1 N2 C3 108.2(5) .
C1 N2 C13 127.0(4) .
C3 N2 C13 124.7(5) .
N4A N3A C1 103.3(9) .
N3A N4A C22 99.3(8) .
N4B N3B C1 106.3(9) .
N3B N4B C22 100.0(9) .
N2 C1 N1 108.5(4) .
N2 C1 N3B 143.7(7) .
N1 C1 N3B 107.7(6) .
N2 C1 N3A 107.1(6) .
N1 C1 N3A 144.4(6) .
C3 C2 N1 107.3(5) .
C3 C2 H2 126.3 .
N1 C2 H2 126.3 .
C2 C3 N2 107.6(5) .
C2 C3 H3 126.2 .
N2 C3 H3 126.2 .
C9 C4 C5 123.8(5) .
C9 C4 N1 118.2(5) .
C5 C4 N1 118.1(4) .
C6 C5 C4 117.0(5) .
C6 C5 C10 122.1(5) .
C4 C5 C10 121.0(6) .
C5 C6 C7 121.8(5) .
C5 C6 H6 119.1 .
C7 C6 H6 119.1 .
C8 C7 C6 117.6(6) .
C8 C7 C11 122.7(5) .
C6 C7 C11 119.7(5) .
C9 C8 C7 123.2(5) .
C9 C8 H8 118.4 .
C7 C8 H8 118.4 .
C8 C9 C4 116.6(5) .
C8 C9 C12 121.7(5) .
C4 C9 C12 121.7(5) .
C5 C10 H10A 109.5 .
C5 C10 H10B 109.5 .
H10A C10 H10B 109.5 .
C5 C10 H10C 109.5 .
H10A C10 H10C 109.5 .
H10B C10 H10C 109.5 .
C7 C11 H11A 109.5 .
C7 C11 H11B 109.5 .
H11A C11 H11B 109.5 .
C7 C11 H11C 109.5 .
H11A C11 H11C 109.5 .
H11B C11 H11C 109.5 .
C9 C12 H12A 109.5 .
C9 C12 H12B 109.5 .
H12A C12 H12B 109.5 .
C9 C12 H12C 109.5 .
H12A C12 H12C 109.5 .
H12B C12 H12C 109.5 .
C18 C13 C14 122.4(6) .
C18 C13 N2 120.6(5) .
C14 C13 N2 117.0(5) .
C15 C14 C13 117.0(6) .
C15 C14 C19 122.4(6) .
C13 C14 C19 120.5(6) .
C14 C15 C16 123.0(6) .
C14 C15 H15 118.5 .
C16 C15 H15 118.5 .
C17 C16 C15 117.4(7) .
C17 C16 C20 121.0(6) .
C15 C16 C20 121.5(6) .
C16 C17 C18 122.8(6) .
C16 C17 H17 118.6 .
C18 C17 H17 118.6 .
C13 C18 C17 117.1(5) .
C13 C18 C21 121.4(7) .
C17 C18 C21 121.4(6) .
C14 C19 H19A 109.5 .
C14 C19 H19B 109.5 .
H19A C19 H19B 109.5 .
C14 C19 H19C 109.5 .
H19A C19 H19C 109.5 .
H19B C19 H19C 109.5 .
C16 C20 H20A 109.5 .
C16 C20 H20B 109.5 .
H20A C20 H20B 109.5 .
C16 C20 H20C 109.5 .
H20A C20 H20C 109.5 .
H20B C20 H20C 109.5 .
C18 C21 H21A 109.5 .
C18 C21 H21B 109.5 .
H21A C21 H21B 109.5 .
C18 C21 H21C 109.5 .
H21A C21 H21C 109.5 .
H21B C21 H21C 109.5 .
C27 C22 C23 125.7(5) .
C27 C22 N4A 96.8(7) .
C23 C22 N4A 137.1(7) .
C27 C22 N4B 142.0(7) .
C23 C22 N4B 92.0(6) .
C22 C23 C24 117.9(5) .
C22 C23 C28 126.9(7) .
C24 C23 C28 115.2(7) .
C25 C24 C23 114.9(5) .
C25 C24 C29 120.4(4) .
C23 C24 C29 124.7(5) .
C24 C25 C26 124.2(4) .
C24 C25 C25 119.0(4) 2_556
C26 C25 C25 116.7(4) 2_556
C27 C26 C25 119.1(6) .
C27 C26 C30 119.9(5) .
C25 C26 C30 120.9(4) .
C22 C27 C26 118.1(6) .
C22 C27 C31 123.0(5) .
C26 C27 C31 118.7(6) .
C23 C28 H28A 109.5 .
C23 C28 H28B 109.5 .
H28A C28 H28B 109.5 .
C23 C28 H28C 109.5 .
H28A C28 H28C 109.5 .
H28B C28 H28C 109.5 .
C24 C29 H29A 109.5 .
C24 C29 H29B 109.5 .
H29A C29 H29B 109.5 .
C24 C29 H29C 109.5 .
H29A C29 H29C 109.5 .
H29B C29 H29C 109.5 .
C26 C30 H30A 109.5 .
C26 C30 H30B 109.5 .
H30A C30 H30B 109.5 .
C26 C30 H30C 109.5 .
H30A C30 H30C 109.5 .
H30B C30 H30C 109.5 .
C27 C31 H31A 109.5 .
C27 C31 H31B 109.5 .
H31A C31 H31B 109.5 .
C27 C31 H31C 109.5 .
H31A C31 H31C 109.5 .
H31B C31 H31C 109.5 .
C50 B1 C32 108.3(3) .
C50 B1 C38 110.8(3) .
C32 B1 C38 109.5(3) .
C50 B1 C44 108.4(3) .
C32 B1 C44 111.0(3) .
C38 B1 C44 108.9(3) .
C33 C32 C37 115.6(4) .
C33 C32 B1 124.0(4) .
C37 C32 B1 120.4(4) .
C32 C33 C34 121.5(6) .
C32 C33 H33 119.2 .
C34 C33 H33 119.2 .
C35 C34 C33 119.7(6) .
C35 C34 H34 120.1 .
C33 C34 H34 120.1 .
C36 C35 C34 120.7(6) .
C36 C35 H35 119.7 .
C34 C35 H35 119.7 .
C35 C36 C37 119.2(6) .
C35 C36 H36 120.4 .
C37 C36 H36 120.4 .
C36 C37 C32 123.1(5) .
C36 C37 H37 118.4 .
C32 C37 H37 118.4 .
C39 C38 C43 114.0(5) .
C39 C38 B1 122.6(5) .
C43 C38 B1 123.5(4) .
C38 C39 C40 123.2(6) .
C38 C39 H39 118.4 .
C40 C39 H39 118.4 .
C41 C40 C39 120.2(6) .
C41 C40 H40 119.9 .
C39 C40 H40 119.9 .
C40 C41 C42 119.2(6) .
C40 C41 H41 120.4 .
C42 C41 H41 120.4 .
C41 C42 C43 120.0(8) .
C41 C42 H42 120.0 .
C43 C42 H42 120.0 .
C38 C43 C42 123.3(7) .
C38 C43 H43 118.4 .
C42 C43 H43 118.4 .
C45 C44 C49 113.5(4) .
C45 C44 B1 121.6(4) .
C49 C44 B1 124.7(4) .
C44 C45 C46 124.0(4) .
C44 C45 H45 118.0 .
C46 C45 H45 118.0 .
C47 C46 C45 120.3(5) .
C47 C46 H46 119.8 .
C45 C46 H46 119.8 .
C46 C47 C48 118.5(5) .
C46 C47 H47 120.7 .
C48 C47 H47 120.7 .
C47 C48 C49 120.2(6) .
C47 C48 H48 119.9 .
C49 C48 H48 119.9 .
C44 C49 C48 123.0(5) .
C44 C49 H49 118.5 .
C48 C49 H49 118.5 .
C55 C50 C51 114.8(4) .
C55 C50 B1 125.0(3) .
C51 C50 B1 119.9(3) .
C52 C51 C50 122.9(4) .
C52 C51 H51 118.5 .
C50 C51 H51 118.5 .
C53 C52 C51 120.3(4) .
C53 C52 H52 119.9 .
C51 C52 H52 119.9 .
C54 C53 C52 118.5(4) .
C54 C53 H53 120.8 .
C52 C53 H53 120.8 .
C53 C54 C55 121.0(4) .
C53 C54 H54 119.5 .
C55 C54 H54 119.5 .
C54 C55 C50 122.5(4) .
C54 C55 H55 118.7 .
C50 C55 H55 118.7 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.336(7) .
N1 C2 1.375(6) .
N1 C4 1.465(7) .
N2 C1 1.328(7) .
N2 C3 1.381(6) .
N2 C13 1.454(8) .
N3A N4A 1.244(12) .
N3A C1 1.494(10) .
N4A C22 1.506(11) .
N3B N4B 1.263(12) .
N3B C1 1.447(9) .
N4B C22 1.517(10) .
C2 C3 1.335(8) .
C2 H2 0.9500 .
C3 H3 0.9500 .
C4 C9 1.382(6) .
C4 C5 1.393(7) .
C5 C6 1.361(9) .
C5 C10 1.516(7) .
C6 C7 1.411(7) .
C6 H6 0.9500 .
C7 C8 1.377(7) .
C7 C11 1.493(8) .
C8 C9 1.363(7) .
C8 H8 0.9500 .
C9 C12 1.518(7) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 C18 1.377(8) .
C13 C14 1.391(7) .
C14 C15 1.380(9) .
C14 C19 1.514(9) .
C15 C16 1.390(8) .
C15 H15 0.9500 .
C16 C17 1.354(9) .
C16 C20 1.499(9) .
C17 C18 1.408(9) .
C17 H17 0.9500 .
C18 C21 1.520(8) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C22 C27 1.348(9) .
C22 C23 1.394(10) .
C23 C24 1.445(8) .
C23 C28 1.491(9) .
C24 C25 1.393(7) .
C24 C29 1.482(8) .
C25 C26 1.418(7) .
C25 C25 1.484(7) 2_556
C26 C27 1.360(7) .
C26 C30 1.506(8) .
C27 C31 1.527(9) .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
B1 C50 1.637(7) .
B1 C32 1.641(6) .
B1 C38 1.646(6) .
B1 C44 1.669(6) .
C32 C33 1.379(7) .
C32 C37 1.406(7) .
C33 C34 1.411(7) .
C33 H33 0.9500 .
C34 C35 1.376(9) .
C34 H34 0.9500 .
C35 C36 1.345(9) .
C35 H35 0.9500 .
C36 C37 1.390(7) .
C36 H36 0.9500 .
C37 H37 0.9500 .
C38 C39 1.363(7) .
C38 C43 1.368(8) .
C39 C40 1.412(7) .
C39 H39 0.9500 .
C40 C41 1.314(10) .
C40 H40 0.9500 .
C41 C42 1.356(11) .
C41 H41 0.9500 .
C42 C43 1.392(8) .
C42 H42 0.9500 .
C43 H43 0.9500 .
C44 C45 1.371(6) .
C44 C49 1.383(7) .
C45 C46 1.392(6) .
C45 H45 0.9500 .
C46 C47 1.337(7) .
C46 H46 0.9500 .
C47 C48 1.362(9) .
C47 H47 0.9500 .
C48 C49 1.394(7) .
C48 H48 0.9500 .
C49 H49 0.9500 .
C50 C55 1.402(5) .
C50 C51 1.408(5) .
C51 C52 1.386(6) .
C51 H51 0.9500 .
C52 C53 1.384(6) .
C52 H52 0.9500 .
C53 C54 1.378(6) .
C53 H53 0.9500 .
C54 C55 1.386(6) .
C54 H54 0.9500 .
C55 H55 0.9500 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C1 N3A N4A C22 176.9(6) . .
C1 N3B N4B C22 170.3(7) . .
C3 N2 C1 N1 0.1(6) . .
C13 N2 C1 N1 -174.9(4) . .
C3 N2 C1 N3B -176.9(8) . .
C13 N2 C1 N3B 8.1(11) . .
C3 N2 C1 N3A 179.2(5) . .
C13 N2 C1 N3A 4.2(6) . .
C2 N1 C1 N2 1.1(6) . .
C4 N1 C1 N2 174.9(4) . .
C2 N1 C1 N3B 179.2(5) . .
C4 N1 C1 N3B -6.9(7) . .
C2 N1 C1 N3A -177.4(7) . .
C4 N1 C1 N3A -3.6(10) . .
N4B N3B C1 N2 -14.6(14) . .
N4B N3B C1 N1 168.3(8) . .
N4A N3A C1 N2 166.9(7) . .
N4A N3A C1 N1 -14.6(11) . .
C1 N1 C2 C3 -1.9(7) . .
C4 N1 C2 C3 -175.8(5) . .
N1 C2 C3 N2 1.9(7) . .
C1 N2 C3 C2 -1.3(7) . .
C13 N2 C3 C2 173.9(5) . .
C1 N1 C4 C9 89.0(6) . .
C2 N1 C4 C9 -98.1(6) . .
C1 N1 C4 C5 -90.6(6) . .
C2 N1 C4 C5 82.3(6) . .
C9 C4 C5 C6 -1.9(8) . .
N1 C4 C5 C6 177.7(5) . .
C9 C4 C5 C10 179.9(5) . .
N1 C4 C5 C10 -0.5(8) . .
C4 C5 C6 C7 0.2(9) . .
C10 C5 C6 C7 178.3(6) . .
C5 C6 C7 C8 0.3(8) . .
C5 C6 C7 C11 179.9(6) . .
C6 C7 C8 C9 0.9(8) . .
C11 C7 C8 C9 -178.7(5) . .
C7 C8 C9 C4 -2.5(7) . .
C7 C8 C9 C12 177.8(5) . .
C5 C4 C9 C8 3.0(7) . .
N1 C4 C9 C8 -176.5(4) . .
C5 C4 C9 C12 -177.3(5) . .
N1 C4 C9 C12 3.2(7) . .
C1 N2 C13 C18 -92.0(6) . .
C3 N2 C13 C18 93.8(6) . .
C1 N2 C13 C14 88.3(6) . .
C3 N2 C13 C14 -86.0(7) . .
C18 C13 C14 C15 -3.5(9) . .
N2 C13 C14 C15 176.2(5) . .
C18 C13 C14 C19 174.3(7) . .
N2 C13 C14 C19 -5.9(9) . .
C13 C14 C15 C16 -0.7(9) . .
C19 C14 C15 C16 -178.4(7) . .
C14 C15 C16 C17 4.2(9) . .
C14 C15 C16 C20 -178.6(6) . .
C15 C16 C17 C18 -3.8(9) . .
C20 C16 C17 C18 179.0(6) . .
C14 C13 C18 C17 3.9(8) . .
N2 C13 C18 C17 -175.9(5) . .
C14 C13 C18 C21 -174.6(6) . .
N2 C13 C18 C21 5.6(8) . .
C16 C17 C18 C13 -0.1(9) . .
C16 C17 C18 C21 178.5(6) . .
N3A N4A C22 C27 159.0(8) . .
N3A N4A C22 C23 -27.9(13) . .
N3B N4B C22 C27 -25.9(16) . .
N3B N4B C22 C23 161.8(9) . .
C27 C22 C23 C24 -3.7(10) . .
N4A C22 C23 C24 -175.2(8) . .
N4B C22 C23 C24 170.6(7) . .
C27 C22 C23 C28 176.9(8) . .
N4A C22 C23 C28 5.3(14) . .
N4B C22 C23 C28 -8.9(10) . .
C22 C23 C24 C25 3.6(8) . .
C28 C23 C24 C25 -176.8(7) . .
C22 C23 C24 C29 -177.4(6) . .
C28 C23 C24 C29 2.1(10) . .
C23 C24 C25 C26 -2.4(7) . .
C29 C24 C25 C26 178.5(5) . .
C23 C24 C25 C25 -178.8(5) . 2_556
C29 C24 C25 C25 2.2(7) . 2_556
C24 C25 C26 C27 0.8(7) . .
C25 C25 C26 C27 177.2(5) 2_556 .
C24 C25 C26 C30 179.2(5) . .
C25 C25 C26 C30 -4.4(7) 2_556 .
C23 C22 C27 C26 1.9(9) . .
N4A C22 C27 C26 176.2(6) . .
N4B C22 C27 C26 -168.7(10) . .
C23 C22 C27 C31 176.0(6) . .
N4A C22 C27 C31 -9.8(8) . .
N4B C22 C27 C31 5.4(14) . .
C25 C26 C27 C22 -0.4(8) . .
C30 C26 C27 C22 -178.8(5) . .
C25 C26 C27 C31 -174.7(5) . .
C30 C26 C27 C31 6.9(8) . .
C50 B1 C32 C33 -0.7(5) . .
C38 B1 C32 C33 -121.6(4) . .
C44 B1 C32 C33 118.2(4) . .
C50 B1 C32 C37 -179.2(3) . .
C38 B1 C32 C37 59.9(5) . .
C44 B1 C32 C37 -60.3(5) . .
C37 C32 C33 C34 1.7(6) . .
B1 C32 C33 C34 -176.8(4) . .
C32 C33 C34 C35 2.5(9) . .
C33 C34 C35 C36 -4.8(10) . .
C34 C35 C36 C37 2.6(9) . .
C35 C36 C37 C32 1.9(7) . .
C33 C32 C37 C36 -4.0(6) . .
B1 C32 C37 C36 174.6(4) . .
C50 B1 C38 C39 -87.3(6) . .
C32 B1 C38 C39 32.1(7) . .
C44 B1 C38 C39 153.6(5) . .
C50 B1 C38 C43 94.4(7) . .
C32 B1 C38 C43 -146.2(7) . .
C44 B1 C38 C43 -24.7(8) . .
C43 C38 C39 C40 -3.6(11) . .
B1 C38 C39 C40 177.9(6) . .
C38 C39 C40 C41 2.6(13) . .
C39 C40 C41 C42 -0.3(15) . .
C40 C41 C42 C43 -1(2) . .
C39 C38 C43 C42 2.6(15) . .
B1 C38 C43 C42 -178.9(10) . .
C41 C42 C43 C38 -1(2) . .
C50 B1 C44 C45 -45.4(5) . .
C32 B1 C44 C45 -164.2(4) . .
C38 B1 C44 C45 75.3(5) . .
C50 B1 C44 C49 129.6(6) . .
C32 B1 C44 C49 10.8(7) . .
C38 B1 C44 C49 -109.8(6) . .
C49 C44 C45 C46 5.6(8) . .
B1 C44 C45 C46 -178.9(4) . .
C44 C45 C46 C47 -4.0(8) . .
C45 C46 C47 C48 -2.8(11) . .
C46 C47 C48 C49 7.2(13) . .
C45 C44 C49 C48 -0.9(11) . .
B1 C44 C49 C48 -176.2(7) . .
C47 C48 C49 C44 -5.4(14) . .
C32 B1 C50 C55 -99.9(4) . .
C38 B1 C50 C55 20.2(5) . .
C44 B1 C50 C55 139.7(4) . .
C32 B1 C50 C51 74.0(4) . .
C38 B1 C50 C51 -165.9(4) . .
C44 B1 C50 C51 -46.5(5) . .
C55 C50 C51 C52 1.2(6) . .
B1 C50 C51 C52 -173.3(4) . .
C50 C51 C52 C53 0.0(6) . .
C51 C52 C53 C54 -1.4(6) . .
C52 C53 C54 C55 1.7(6) . .
C53 C54 C55 C50 -0.5(6) . .
C51 C50 C55 C54 -0.9(6) . .
B1 C50 C55 C54 173.2(4) . .
loop_
_publcif_info_datablock.id
_publcif_info_datablock.publ_exptl
_publcif_info_datablock.publ_geom
_publcif_info_datablock.structure
{03cc8b0a-f5b8-4654-a587-372b6665818a} y y y
loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max
loop_
_publcif_info_tables.block_id
_publcif_info_tables.reference_item
{03cc8b0a-f5b8-4654-a587-372b6665818a} '_publcif_info_datablock.publ_exptl'
