#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/35/4023560.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_4023560
loop_
_publ_author_name
'Soumyadip Ghosh'
'Anxin Wu'
'James C. Fettinger'
'Peter Y. Zavalij'
'Lyle Isaacs'
_publ_section_title
;
 Self-Sorting Molecular Clips
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5915
_journal_page_last               5925
_journal_paper_doi               10.1021/jo8009424
_journal_volume                  73
_journal_year                    2008
_chemical_absolute_configuration ad
_chemical_formula_moiety         '(C56 H58 N10 O14), (C2 H3 N)10.5'
_chemical_formula_sum            'C62 H74.5 N15.5 O14'
_chemical_formula_weight         1260.87
_chemical_name_common            CT
_chemical_name_systematic
;
CT
;
_space_group_IT_number           7
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P -2yc'
_symmetry_space_group_name_H-M   'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXL-97 & ZCIF'
_cell_angle_alpha                90.00
_cell_angle_beta                 104.6050(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   16.7331(10)
_cell_length_b                   11.8298(7)
_cell_length_c                   16.4880(10)
_cell_measurement_reflns_used    6589
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.1
_cell_volume                     3158.3(3)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'XSHEL (Bruker, 1999)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      220(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'Bruker Smart1000'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      366,366,366,726
_diffrn_measurement_device_type  'three-circle diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'cactus needle'
_diffrn_orient_matrix_type       standard
_diffrn_orient_matrix_UB_11      0.0474561
_diffrn_orient_matrix_UB_12      0.0418367
_diffrn_orient_matrix_UB_13      0.0367118
_diffrn_orient_matrix_UB_21      0.0176602
_diffrn_orient_matrix_UB_22      0.0253810
_diffrn_orient_matrix_UB_23      -0.0506675
_diffrn_orient_matrix_UB_31      -0.0353554
_diffrn_orient_matrix_UB_32      0.0689286
_diffrn_orient_matrix_UB_33      -0.0036367
_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  0.0287
_diffrn_reflns_av_sigmaI/netI    0.0314
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            32666
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.72
_diffrn_source_current           30
_diffrn_source_voltage           50
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_method    not-measured
_exptl_crystal_description       pyramid
_exptl_crystal_F_000             1334
_exptl_crystal_id                'Isaacs/Ghosh CT-CH3CN'
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.18
_platon_squeeze_details          ' ?'
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details '(Flack, 1983)'
_refine_ls_abs_structure_Flack   -0.4(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     729
_refine_ls_number_reflns         11018
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0439
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0095P)²+2.95P], P=(max(Fo²,0)+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.0993
_reflns_Friedel_coverage         0.983
_reflns_number_gt                9664
_reflns_number_total             11018
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo8009424-File006.cif
_cod_data_source_block           1413
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 c'
_cod_original_formula_sum        'C62 H74.50 N15.50 O14'
_cod_database_code               4023560
#BEGIN Tags that were not found in dictionaries:
_diffrn_detector_distance-ccd    4.939
_diffrn_measurement_frame_size-ccd 512
_diffrn_measurement_frame_time-ccd 23
_diffrn_measurement_frame_width-ccd 0.5
_diffrn_measurement_total_frames-ccd 1824
_diffrn_measurement_total_time-ccd 15.28
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, 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
C10 C 0.23706(17) 0.3468(2) 0.63434(16) 0.0308(6) Uani 1 1 d . . .
H10A H 0.1767 0.3426 0.6152 0.037 Uiso 1 1 calc R . .
H10B H 0.2505 0.4003 0.6812 0.037 Uiso 1 1 calc R . .
N11 N 0.26836(14) 0.39113(18) 0.56731(13) 0.0293(5) Uani 1 1 d . . .
C12 C 0.23669(16) 0.3641(2) 0.47894(15) 0.0277(6) Uani 1 1 d . . .
N13 N 0.26721(14) 0.25855(18) 0.45317(13) 0.0291(5) Uani 1 1 d . . .
C14 C 0.14171(18) 0.3703(2) 0.44852(17) 0.0353(6) Uani 1 1 d . . .
O15 O 0.10283(14) 0.3041(2) 0.39993(16) 0.0611(7) Uani 1 1 d . . .
O16 O 0.11234(12) 0.45705(19) 0.48091(13) 0.0471(5) Uani 1 1 d . . .
C17 C 0.0231(2) 0.4723(4) 0.4559(3) 0.0772(12) Uani 1 1 d . . .
H17A H 0.0029 0.4619 0.3952 0.093 Uiso 1 1 calc R . .
H17B H -0.0035 0.4158 0.4838 0.093 Uiso 1 1 calc R . .
C18 C 0.0028(3) 0.5834(5) 0.4785(4) 0.1107(19) Uani 1 1 d . . .
H18A H 0.0131 0.6376 0.4382 0.166 Uiso 1 1 calc R . .
H18B H 0.0366 0.6021 0.5339 0.166 Uiso 1 1 calc R . .
H18C H -0.0551 0.5860 0.4788 0.166 Uiso 1 1 calc R . .
O19 O 0.37446(12) 0.49743(16) 0.64935(11) 0.0364(5) Uani 1 1 d . . .
C20 C 0.33380(16) 0.4669(2) 0.58136(16) 0.0288(6) Uani 1 1 d . . .
C21 C 0.31474(16) 0.2742(2) 0.39733(15) 0.0283(6) Uani 1 1 d . . .
O22 O 0.34673(12) 0.20016(16) 0.36511(12) 0.0378(5) Uani 1 1 d . . .
N23 N 0.34217(14) 0.50229(19) 0.50513(13) 0.0295(5) Uani 1 1 d . . .
C24 C 0.28248(17) 0.4541(2) 0.43581(16) 0.0287(6) Uani 1 1 d . . .
N25 N 0.31796(13) 0.38717(18) 0.38165(12) 0.0278(5) Uani 1 1 d . . .
C26 C 0.22403(17) 0.5432(2) 0.38286(16) 0.0328(6) Uani 1 1 d . . .
O27 O 0.18134(14) 0.52355(18) 0.31535(13) 0.0481(6) Uani 1 1 d . . .
O28 O 0.22743(12) 0.64066(16) 0.42318(12) 0.0380(5) Uani 1 1 d . . .
C29 C 0.1761(2) 0.7328(2) 0.3794(2) 0.0441(7) Uani 1 1 d . . .
H29A H 0.1177 0.7179 0.3763 0.053 Uiso 1 1 calc R . .
H29B H 0.1827 0.7402 0.3223 0.053 Uiso 1 1 calc R . .
C30 C 0.2033(2) 0.8378(3) 0.4276(2) 0.0533(9) Uani 1 1 d . . .
H30A H 0.2620 0.8487 0.4338 0.080 Uiso 1 1 calc R . .
H30B H 0.1926 0.8316 0.4826 0.080 Uiso 1 1 calc R . .
H30C H 0.1731 0.9018 0.3981 0.080 Uiso 1 1 calc R . .
C31 C 0.40798(17) 0.5746(2) 0.49208(17) 0.0335(6) Uani 1 1 d . . .
H31A H 0.4285 0.6209 0.5423 0.040 Uiso 1 1 calc R . .
H31B H 0.3852 0.6258 0.4453 0.040 Uiso 1 1 calc R . .
C32 C 0.38109(16) 0.4354(2) 0.34292(17) 0.0327(6) Uani 1 1 d . . .
H32A H 0.3633 0.5111 0.3216 0.039 Uiso 1 1 calc R . .
H32B H 0.3844 0.3884 0.2949 0.039 Uiso 1 1 calc R . .
C33 C 0.48011(17) 0.5107(2) 0.47361(17) 0.0332(6) Uani 1 1 d . . .
C34 C 0.46621(18) 0.4439(2) 0.40190(17) 0.0339(6) Uani 1 1 d . . .
C35 C 0.5755(2) 0.5872(3) 0.60952(19) 0.0515(8) Uani 1 1 d . . .
H35A H 0.5308 0.5736 0.6359 0.077 Uiso 1 1 calc R . .
H35B H 0.5787 0.6673 0.5982 0.077 Uiso 1 1 calc R . .
H35C H 0.6272 0.5624 0.6466 0.077 Uiso 1 1 calc R . .
C36 C 0.55981(17) 0.5216(2) 0.52757(17) 0.0358(6) Uani 1 1 d . . .
C37 C 0.53236(19) 0.3875(3) 0.38200(19) 0.0429(7) Uani 1 1 d . . .
C38 C 0.5218(2) 0.3098(3) 0.3067(2) 0.0577(9) Uani 1 1 d . . .
H38A H 0.5756 0.2868 0.3007 0.087 Uiso 1 1 calc R . .
H38B H 0.4923 0.3494 0.2566 0.087 Uiso 1 1 calc R . .
H38C H 0.4906 0.2434 0.3149 0.087 Uiso 1 1 calc R . .
C39 C 0.62325(18) 0.4683(3) 0.5043(2) 0.0444(7) Uani 1 1 d . . .
C40 C 0.6111(2) 0.4022(3) 0.4342(2) 0.0483(8) Uani 1 1 d . . .
H40 H 0.6564 0.3664 0.4211 0.058 Uiso 1 1 calc R . .
N41 N 0.70680(16) 0.4798(3) 0.55524(18) 0.0551(7) Uani 1 1 d . . .
H41 H 0.7291 0.4217 0.5848 0.066 Uiso 1 1 calc R . .
C42 C 0.7514(2) 0.5722(4) 0.5598(3) 0.0715(11) Uani 1 1 d . . .
O43 O 0.7217(2) 0.6595(3) 0.5247(3) 0.1298(17) Uani 1 1 d . . .
C44 C 0.8377(2) 0.5710(4) 0.6113(3) 0.0698(11) Uani 1 1 d . . .
C45 C 0.8798(3) 0.4718(5) 0.6353(4) 0.1083(19) Uani 1 1 d . . .
H45 H 0.8550 0.4011 0.6197 0.130 Uiso 1 1 calc R . .
C46 C 0.8755(3) 0.6705(5) 0.6364(4) 0.1086(19) Uani 1 1 d . . .
H46 H 0.8473 0.7388 0.6201 0.130 Uiso 1 1 calc R . .
C47 C 0.9644(3) 0.4812(7) 0.6859(4) 0.131(3) Uani 1 1 d . . .
H47 H 0.9952 0.4148 0.7019 0.157 Uiso 1 1 calc R . .
C48 C 0.9558(3) 0.6722(7) 0.6862(4) 0.126(3) Uani 1 1 d . . .
H48 H 0.9809 0.7421 0.7040 0.152 Uiso 1 1 calc R . .
C49 C 0.9984(3) 0.5776(7) 0.7094(3) 0.111(2) Uani 1 1 d . . .
H49 H 1.0530 0.5810 0.7428 0.133 Uiso 1 1 calc R . .
C50 C 0.23874(17) 0.1460(2) 0.46863(16) 0.0295(6) Uani 1 1 d . . .
H50A H 0.1783 0.1471 0.4562 0.035 Uiso 1 1 calc R . .
H50B H 0.2541 0.0931 0.4294 0.035 Uiso 1 1 calc R . .
N51 N 0.27080(13) 0.10289(18) 0.55343(13) 0.0285(5) Uani 1 1 d . . .
C52 C 0.23973(16) 0.1293(2) 0.62409(15) 0.0273(6) Uani 1 1 d . . .
N53 N 0.26804(14) 0.23633(18) 0.66502(13) 0.0289(5) Uani 1 1 d . . .
C54 C 0.14456(18) 0.1188(2) 0.60699(18) 0.0350(6) Uani 1 1 d . . .
O55 O 0.10402(14) 0.1835(2) 0.63620(17) 0.0563(6) Uani 1 1 d . . .
O56 O 0.11652(12) 0.03064(18) 0.55998(12) 0.0431(5) Uani 1 1 d . . .
C57 C 0.0283(2) 0.0109(4) 0.5419(3) 0.0648(11) Uani 1 1 d . . .
H57A H -0.0012 0.0705 0.5050 0.078 Uiso 1 1 calc R . .
H57B H 0.0103 0.0125 0.5941 0.078 Uiso 1 1 calc R . .
C58 C 0.0087(3) -0.1008(4) 0.5008(3) 0.0794(13) Uani 1 1 d . . .
H58A H 0.0430 -0.1584 0.5345 0.119 Uiso 1 1 calc R . .
H58B H 0.0195 -0.0986 0.4457 0.119 Uiso 1 1 calc R . .
H58C H -0.0490 -0.1183 0.4952 0.119 Uiso 1 1 calc R . .
O59 O 0.37906(12) 0.00036(17) 0.52448(12) 0.0381(5) Uani 1 1 d . . .
C60 C 0.33807(17) 0.0300(2) 0.57269(16) 0.0294(6) Uani 1 1 d . . .
C61 C 0.31543(16) 0.2219(2) 0.74677(15) 0.0284(6) Uani 1 1 d . . .
O62 O 0.34477(12) 0.29691(16) 0.79444(11) 0.0370(5) Uani 1 1 d . . .
N63 N 0.34775(13) -0.00426(18) 0.65279(13) 0.0283(5) Uani 1 1 d . . .
C64 C 0.28726(16) 0.0403(2) 0.69154(16) 0.0284(6) Uani 1 1 d . . .
N65 N 0.32107(13) 0.10955(18) 0.76406(12) 0.0274(5) Uani 1 1 d . . .
O66 O 0.18795(12) -0.03280(18) 0.76126(12) 0.0420(5) Uani 1 1 d . . .
C67 C 0.23064(16) -0.0508(2) 0.71447(17) 0.0320(6) Uani 1 1 d . . .
O68 O 0.23417(12) -0.14730(16) 0.67411(12) 0.0362(4) Uani 1 1 d . . .
C69 C 0.18151(19) -0.2375(2) 0.69069(19) 0.0398(7) Uani 1 1 d . . .
H69A H 0.1232 -0.2172 0.6691 0.048 Uiso 1 1 calc R . .
H69B H 0.1922 -0.2510 0.7511 0.048 Uiso 1 1 calc R . .
C70 C 0.2012(2) -0.3400(3) 0.6477(2) 0.0542(9) Uani 1 1 d . . .
H70A H 0.2600 -0.3550 0.6658 0.081 Uiso 1 1 calc R . .
H70B H 0.1855 -0.3280 0.5876 0.081 Uiso 1 1 calc R . .
H70C H 0.1710 -0.4040 0.6616 0.081 Uiso 1 1 calc R . .
C71 C 0.41598(16) -0.0731(2) 0.69996(17) 0.0316(6) Uani 1 1 d . . .
H71A H 0.4381 -0.1175 0.6604 0.038 Uiso 1 1 calc R . .
H71B H 0.3947 -0.1263 0.7350 0.038 Uiso 1 1 calc R . .
C72 C 0.38456(16) 0.0635(2) 0.83487(16) 0.0319(6) Uani 1 1 d . . .
H72A H 0.3683 -0.0131 0.8469 0.038 Uiso 1 1 calc R . .
H72B H 0.3866 0.1100 0.8846 0.038 Uiso 1 1 calc R . .
C73 C 0.48604(17) -0.0054(2) 0.75573(17) 0.0319(6) Uani 1 1 d . . .
C74 C 0.46993(17) 0.0589(2) 0.81991(16) 0.0320(6) Uani 1 1 d . . .
C75 C 0.5828(2) -0.0705(3) 0.6678(2) 0.0510(8) Uani 1 1 d . . .
H75A H 0.5896 -0.1504 0.6809 0.076 Uiso 1 1 calc R . .
H75B H 0.6330 -0.0413 0.6563 0.076 Uiso 1 1 calc R . .
H75C H 0.5370 -0.0600 0.6189 0.076 Uiso 1 1 calc R . .
C76 C 0.56575(17) -0.0088(3) 0.74039(18) 0.0382(7) Uani 1 1 d . . .
C77 C 0.53423(19) 0.1192(3) 0.87361(19) 0.0421(7) Uani 1 1 d . . .
C78 C 0.5216(2) 0.1923(3) 0.9449(2) 0.0558(9) Uani 1 1 d . . .
H78A H 0.4899 0.2589 0.9223 0.084 Uiso 1 1 calc R . .
H78B H 0.5749 0.2153 0.9799 0.084 Uiso 1 1 calc R . .
H78C H 0.4920 0.1496 0.9783 0.084 Uiso 1 1 calc R . .
C79 C 0.62743(18) 0.0503(3) 0.7957(2) 0.0475(8) Uani 1 1 d . . .
C80 C 0.61208(19) 0.1138(3) 0.8600(2) 0.0515(8) Uani 1 1 d . . .
H80 H 0.6555 0.1542 0.8954 0.062 Uiso 1 1 calc R . .
N81 N 0.71021(17) 0.0557(3) 0.7849(2) 0.0632(8) Uani 1 1 d . . .
H81 H 0.7282 0.1212 0.7733 0.076 Uiso 1 1 calc R . .
C82 C 0.7610(2) -0.0320(4) 0.7912(3) 0.0684(11) Uani 1 1 d . . .
O83 O 0.7388(2) -0.1307(4) 0.7996(3) 0.1060(12) Uani 1 1 d . . .
C84 C 0.8455(2) -0.0042(4) 0.7812(2) 0.0654(11) Uani 1 1 d . . .
C85 C 0.8626(3) 0.0925(5) 0.7444(3) 0.0915(16) Uani 1 1 d . . .
H85 H 0.8194 0.1433 0.7222 0.110 Uiso 1 1 calc R . .
C86 C 0.9094(2) -0.0795(4) 0.8112(3) 0.0807(13) Uani 1 1 d . . .
H86 H 0.8993 -0.1465 0.8376 0.097 Uiso 1 1 calc R . .
C87 C 0.9426(3) 0.1189(6) 0.7385(3) 0.1024(18) Uani 1 1 d . . .
H87 H 0.9543 0.1882 0.7161 0.123 Uiso 1 1 calc R . .
C88 C 0.9876(3) -0.0572(5) 0.8026(3) 0.0891(16) Uani 1 1 d . . .
H88 H 1.0302 -0.1100 0.8220 0.107 Uiso 1 1 calc R . .
C89 C 1.0036(3) 0.0391(6) 0.7669(3) 0.0936(17) Uani 1 1 d . . .
H89 H 1.0572 0.0527 0.7611 0.112 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'
O O 0.0106 0.0060 '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
N11 C10 N53 115.5(2) . . ?
C20 N11 C10 122.2(2) . . ?
C20 N11 C12 112.4(2) . . ?
C10 N11 C12 125.4(2) . . ?
N13 C12 N11 114.6(2) . . ?
N13 C12 C14 110.8(2) . . ?
N11 C12 C14 113.6(2) . . ?
N13 C12 C24 101.59(19) . . ?
N11 C12 C24 101.9(2) . . ?
C14 C12 C24 113.4(2) . . ?
C21 N13 C12 112.7(2) . . ?
C21 N13 C50 120.7(2) . . ?
C12 N13 C50 125.4(2) . . ?
O15 C14 O16 126.4(3) . . ?
O15 C14 C12 122.0(3) . . ?
O16 C14 C12 111.5(2) . . ?
C14 O16 C17 116.5(3) . . ?
C18 C17 O16 109.5(4) . . ?
O19 C20 N23 126.6(3) . . ?
O19 C20 N11 125.6(2) . . ?
N23 C20 N11 107.7(2) . . ?
O22 C21 N25 125.4(2) . . ?
O22 C21 N13 126.1(2) . . ?
N25 C21 N13 108.5(2) . . ?
C20 N23 C24 113.5(2) . . ?
C20 N23 C31 125.1(2) . . ?
C24 N23 C31 121.2(2) . . ?
N25 C24 N23 113.8(2) . . ?
N25 C24 C26 109.1(2) . . ?
N23 C24 C26 113.1(2) . . ?
N25 C24 C12 103.5(2) . . ?
N23 C24 C12 103.2(2) . . ?
C26 C24 C12 113.8(2) . . ?
C21 N25 C24 112.4(2) . . ?
C21 N25 C32 121.7(2) . . ?
C24 N25 C32 120.7(2) . . ?
O27 C26 O28 125.6(3) . . ?
O27 C26 C24 122.8(3) . . ?
O28 C26 C24 111.6(2) . . ?
C26 O28 C29 117.1(2) . . ?
O28 C29 C30 107.3(3) . . ?
N23 C31 C33 114.0(2) . . ?
N25 C32 C34 114.0(2) . . ?
C34 C33 C36 121.1(3) . . ?
C34 C33 C31 118.8(3) . . ?
C36 C33 C31 120.1(2) . . ?
C33 C34 C37 119.8(3) . . ?
C33 C34 C32 120.8(3) . . ?
C37 C34 C32 119.3(3) . . ?
C39 C36 C33 117.3(3) . . ?
C39 C36 C35 120.7(3) . . ?
C33 C36 C35 122.1(3) . . ?
C40 C37 C34 118.5(3) . . ?
C40 C37 C38 118.6(3) . . ?
C34 C37 C38 122.9(3) . . ?
C40 C39 C36 122.6(3) . . ?
C40 C39 N41 117.4(3) . . ?
C36 C39 N41 120.0(3) . . ?
C39 C40 C37 120.7(3) . . ?
C42 N41 C39 124.3(3) . . ?
O43 C42 N41 121.0(4) . . ?
O43 C42 C44 120.1(4) . . ?
N41 C42 C44 118.9(4) . . ?
C46 C44 C45 119.3(4) . . ?
C46 C44 C42 118.8(4) . . ?
C45 C44 C42 122.0(4) . . ?
C44 C45 C47 117.0(5) . . ?
C44 C46 C48 120.2(6) . . ?
C49 C47 C45 122.1(6) . . ?
C49 C48 C46 121.8(6) . . ?
C47 C49 C48 119.6(5) . . ?
N51 C50 N13 115.4(2) . . ?
C60 N51 C52 113.0(2) . . ?
C60 N51 C50 121.1(2) . . ?
C52 N51 C50 125.9(2) . . ?
N51 C52 N53 115.2(2) . . ?
N51 C52 C54 113.8(2) . . ?
N53 C52 C54 110.6(2) . . ?
N51 C52 C64 101.8(2) . . ?
N53 C52 C64 101.8(2) . . ?
C54 C52 C64 112.6(2) . . ?
C61 N53 C10 121.0(2) . . ?
C61 N53 C52 112.4(2) . . ?
C10 N53 C52 125.2(2) . . ?
O55 C54 O56 126.1(3) . . ?
O55 C54 C52 122.3(3) . . ?
O56 C54 C52 111.6(2) . . ?
C54 O56 C57 116.3(3) . . ?
O56 C57 C58 109.5(3) . . ?
O59 C60 N63 126.8(3) . . ?
O59 C60 N51 125.7(2) . . ?
N63 C60 N51 107.5(2) . . ?
O62 C61 N65 126.1(2) . . ?
O62 C61 N53 125.5(2) . . ?
N65 C61 N53 108.4(2) . . ?
C60 N63 C64 113.8(2) . . ?
C60 N63 C71 125.0(2) . . ?
C64 N63 C71 121.1(2) . . ?
N63 C64 N65 114.0(2) . . ?
N63 C64 C67 113.6(2) . . ?
N65 C64 C67 109.3(2) . . ?
N63 C64 C52 102.6(2) . . ?
N65 C64 C52 103.1(2) . . ?
C67 C64 C52 113.8(2) . . ?
C61 N65 C64 113.0(2) . . ?
C61 N65 C72 121.8(2) . . ?
C64 N65 C72 120.1(2) . . ?
O66 C67 O68 125.8(3) . . ?
O66 C67 C64 122.5(3) . . ?
O68 C67 C64 111.7(2) . . ?
C67 O68 C69 115.5(2) . . ?
O68 C69 C70 107.0(2) . . ?
N63 C71 C73 114.1(2) . . ?
N65 C72 C74 114.0(2) . . ?
C74 C73 C76 121.7(3) . . ?
C74 C73 C71 118.8(2) . . ?
C76 C73 C71 119.5(2) . . ?
C73 C74 C77 119.7(3) . . ?
C73 C74 C72 121.3(2) . . ?
C77 C74 C72 119.0(2) . . ?
C79 C76 C73 116.5(3) . . ?
C79 C76 C75 121.0(3) . . ?
C73 C76 C75 122.4(3) . . ?
C80 C77 C74 118.6(3) . . ?
C80 C77 C78 118.4(3) . . ?
C74 C77 C78 123.0(3) . . ?
C80 C79 C76 122.1(3) . . ?
C80 C79 N81 116.3(3) . . ?
C76 C79 N81 121.4(3) . . ?
C79 C80 C77 121.3(3) . . ?
C82 N81 C79 124.8(4) . . ?
O83 C82 N81 122.6(4) . . ?
O83 C82 C84 122.2(4) . . ?
N81 C82 C84 115.0(4) . . ?
C85 C84 C86 118.1(4) . . ?
C85 C84 C82 122.8(4) . . ?
C86 C84 C82 119.0(4) . . ?
C84 C85 C87 122.0(5) . . ?
C88 C86 C84 120.6(5) . . ?
C89 C87 C85 117.5(5) . . ?
C89 C88 C86 120.6(5) . . ?
C88 C89 C87 121.1(5) . . ?
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
C10 N11 1.436(3) . ?
C10 N53 1.449(3) . ?
N11 C20 1.388(3) . ?
N11 C12 1.455(3) . ?
C12 N13 1.452(3) . ?
C12 C14 1.543(4) . ?
C12 C24 1.581(4) . ?
N13 C21 1.372(3) . ?
N13 C50 1.459(3) . ?
C14 O15 1.190(4) . ?
C14 O16 1.308(3) . ?
O16 C17 1.456(4) . ?
C17 C18 1.431(6) . ?
O19 C20 1.211(3) . ?
C20 N23 1.365(3) . ?
C21 O22 1.217(3) . ?
C21 N25 1.364(3) . ?
N23 C24 1.433(3) . ?
N23 C31 1.453(3) . ?
C24 N25 1.429(3) . ?
C24 C26 1.549(4) . ?
N25 C32 1.480(3) . ?
C26 O27 1.184(3) . ?
C26 O28 1.325(3) . ?
O28 C29 1.461(3) . ?
C29 C30 1.483(4) . ?
C31 C33 1.519(4) . ?
C32 C34 1.512(4) . ?
C33 C34 1.392(4) . ?
C33 C36 1.410(4) . ?
C34 C37 1.401(4) . ?
C35 C36 1.522(4) . ?
C36 C39 1.369(4) . ?
C37 C40 1.390(4) . ?
C37 C38 1.518(4) . ?
C39 C40 1.369(4) . ?
C39 N41 1.444(4) . ?
N41 C42 1.316(5) . ?
C42 O43 1.226(5) . ?
C42 C44 1.478(5) . ?
C44 C46 1.352(6) . ?
C44 C45 1.374(7) . ?
C45 C47 1.455(7) . ?
C46 C48 1.388(7) . ?
C47 C49 1.291(9) . ?
C48 C49 1.330(9) . ?
C50 N51 1.457(3) . ?
N51 C60 1.389(3) . ?
N51 C52 1.425(3) . ?
C52 N53 1.457(3) . ?
C52 C54 1.551(4) . ?
C52 C64 1.591(4) . ?
N53 C61 1.391(3) . ?
C54 O55 1.201(3) . ?
C54 O56 1.314(3) . ?
O56 C57 1.450(4) . ?
C57 C58 1.483(5) . ?
O59 C60 1.225(3) . ?
C60 N63 1.352(3) . ?
C61 O62 1.205(3) . ?
C61 N65 1.358(3) . ?
N63 C64 1.427(3) . ?
N63 C71 1.457(3) . ?
C64 N65 1.442(3) . ?
C64 C67 1.543(4) . ?
N65 C72 1.471(3) . ?
O66 C67 1.195(3) . ?
C67 O68 1.330(3) . ?
O68 C69 1.453(3) . ?
C69 C70 1.482(4) . ?
C71 C73 1.523(4) . ?
C72 C74 1.511(4) . ?
C73 C74 1.384(4) . ?
C73 C76 1.419(4) . ?
C74 C77 1.404(4) . ?
C75 C76 1.490(4) . ?
C76 C79 1.382(4) . ?
C77 C80 1.378(4) . ?
C77 C78 1.517(4) . ?
C79 C80 1.376(5) . ?
C79 N81 1.442(4) . ?
N81 C82 1.328(5) . ?
C82 O83 1.244(5) . ?
C82 C84 1.501(5) . ?
C84 C85 1.359(6) . ?
C84 C86 1.383(5) . ?
C85 C87 1.402(6) . ?
C86 C88 1.377(6) . ?
C87 C89 1.383(7) . ?
C88 C89 1.340(7) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N53 C10 N11 C20 -97.3(3) . . . . ?
N53 C10 N11 C12 83.0(3) . . . . ?
C20 N11 C12 N13 98.5(3) . . . . ?
C10 N11 C12 N13 -81.8(3) . . . . ?
C20 N11 C12 C14 -132.8(2) . . . . ?
C10 N11 C12 C14 47.0(3) . . . . ?
C20 N11 C12 C24 -10.3(3) . . . . ?
C10 N11 C12 C24 169.4(2) . . . . ?
N11 C12 N13 C21 -115.0(2) . . . . ?
C14 C12 N13 C21 114.8(2) . . . . ?
C24 C12 N13 C21 -6.0(3) . . . . ?
N11 C12 N13 C50 77.3(3) . . . . ?
C14 C12 N13 C50 -52.8(3) . . . . ?
C24 C12 N13 C50 -173.6(2) . . . . ?
N13 C12 C14 O15 -10.6(4) . . . . ?
N11 C12 C14 O15 -141.3(3) . . . . ?
C24 C12 C14 O15 102.9(3) . . . . ?
N13 C12 C14 O16 171.1(2) . . . . ?
N11 C12 C14 O16 40.5(3) . . . . ?
C24 C12 C14 O16 -75.4(3) . . . . ?
O15 C14 O16 C17 1.2(5) . . . . ?
C12 C14 O16 C17 179.4(3) . . . . ?
C14 O16 C17 C18 -165.4(4) . . . . ?
C10 N11 C20 O19 5.2(4) . . . . ?
C12 N11 C20 O19 -175.0(3) . . . . ?
C10 N11 C20 N23 -173.1(2) . . . . ?
C12 N11 C20 N23 6.6(3) . . . . ?
C12 N13 C21 O22 -178.9(3) . . . . ?
C50 N13 C21 O22 -10.6(4) . . . . ?
C12 N13 C21 N25 -0.9(3) . . . . ?
C50 N13 C21 N25 167.4(2) . . . . ?
O19 C20 N23 C24 -177.5(3) . . . . ?
N11 C20 N23 C24 0.8(3) . . . . ?
O19 C20 N23 C31 7.2(4) . . . . ?
N11 C20 N23 C31 -174.5(2) . . . . ?
C20 N23 C24 N25 -118.4(2) . . . . ?
C31 N23 C24 N25 57.1(3) . . . . ?
C20 N23 C24 C26 116.4(2) . . . . ?
C31 N23 C24 C26 -68.1(3) . . . . ?
C20 N23 C24 C12 -7.0(3) . . . . ?
C31 N23 C24 C12 168.5(2) . . . . ?
N13 C12 C24 N25 10.2(2) . . . . ?
N11 C12 C24 N25 128.7(2) . . . . ?
C14 C12 C24 N25 -108.7(2) . . . . ?
N13 C12 C24 N23 -108.6(2) . . . . ?
N11 C12 C24 N23 9.9(2) . . . . ?
C14 C12 C24 N23 132.4(2) . . . . ?
N13 C12 C24 C26 128.5(2) . . . . ?
N11 C12 C24 C26 -113.0(2) . . . . ?
C14 C12 C24 C26 9.5(3) . . . . ?
O22 C21 N25 C24 -173.4(3) . . . . ?
N13 C21 N25 C24 8.6(3) . . . . ?
O22 C21 N25 C32 -18.7(4) . . . . ?
N13 C21 N25 C32 163.3(2) . . . . ?
N23 C24 N25 C21 99.4(3) . . . . ?
C26 C24 N25 C21 -133.3(2) . . . . ?
C12 C24 N25 C21 -11.9(3) . . . . ?
N23 C24 N25 C32 -55.6(3) . . . . ?
C26 C24 N25 C32 71.7(3) . . . . ?
C12 C24 N25 C32 -166.8(2) . . . . ?
N25 C24 C26 O27 38.0(4) . . . . ?
N23 C24 C26 O27 165.7(3) . . . . ?
C12 C24 C26 O27 -77.0(3) . . . . ?
N25 C24 C26 O28 -143.1(2) . . . . ?
N23 C24 C26 O28 -15.4(3) . . . . ?
C12 C24 C26 O28 101.9(3) . . . . ?
O27 C26 O28 C29 -2.1(4) . . . . ?
C24 C26 O28 C29 179.0(2) . . . . ?
C26 O28 C29 C30 -167.8(3) . . . . ?
C20 N23 C31 C33 95.3(3) . . . . ?
C24 N23 C31 C33 -79.7(3) . . . . ?
C21 N25 C32 C34 -75.4(3) . . . . ?
C24 N25 C32 C34 77.2(3) . . . . ?
N23 C31 C33 C34 62.1(3) . . . . ?
N23 C31 C33 C36 -119.4(3) . . . . ?
C36 C33 C34 C37 -0.8(4) . . . . ?
C31 C33 C34 C37 177.7(3) . . . . ?
C36 C33 C34 C32 -178.1(3) . . . . ?
C31 C33 C34 C32 0.4(4) . . . . ?
N25 C32 C34 C33 -61.7(3) . . . . ?
N25 C32 C34 C37 121.0(3) . . . . ?
C34 C33 C36 C39 3.1(4) . . . . ?
C31 C33 C36 C39 -175.4(3) . . . . ?
C34 C33 C36 C35 -175.5(3) . . . . ?
C31 C33 C36 C35 6.0(4) . . . . ?
C33 C34 C37 C40 -1.5(4) . . . . ?
C32 C34 C37 C40 175.9(3) . . . . ?
C33 C34 C37 C38 177.7(3) . . . . ?
C32 C34 C37 C38 -5.0(4) . . . . ?
C33 C36 C39 C40 -3.1(5) . . . . ?
C35 C36 C39 C40 175.5(3) . . . . ?
C33 C36 C39 N41 177.6(3) . . . . ?
C35 C36 C39 N41 -3.8(5) . . . . ?
C36 C39 C40 C37 0.9(5) . . . . ?
N41 C39 C40 C37 -179.8(3) . . . . ?
C34 C37 C40 C39 1.4(5) . . . . ?
C38 C37 C40 C39 -177.7(3) . . . . ?
C40 C39 N41 C42 107.9(4) . . . . ?
C36 C39 N41 C42 -72.8(5) . . . . ?
C39 N41 C42 O43 5.5(7) . . . . ?
C39 N41 C42 C44 -177.1(4) . . . . ?
O43 C42 C44 C46 16.7(8) . . . . ?
N41 C42 C44 C46 -160.7(5) . . . . ?
O43 C42 C44 C45 -164.4(5) . . . . ?
N41 C42 C44 C45 18.2(7) . . . . ?
C46 C44 C45 C47 -1.1(8) . . . . ?
C42 C44 C45 C47 -180.0(5) . . . . ?
C45 C44 C46 C48 -0.3(8) . . . . ?
C42 C44 C46 C48 178.7(5) . . . . ?
C44 C45 C47 C49 1.8(10) . . . . ?
C44 C46 C48 C49 1.2(10) . . . . ?
C45 C47 C49 C48 -0.9(11) . . . . ?
C46 C48 C49 C47 -0.6(10) . . . . ?
C21 N13 C50 N51 115.6(3) . . . . ?
C12 N13 C50 N51 -77.6(3) . . . . ?
N13 C50 N51 C60 -97.7(3) . . . . ?
N13 C50 N51 C52 81.7(3) . . . . ?
C60 N51 C52 N53 98.1(3) . . . . ?
C50 N51 C52 N53 -81.3(3) . . . . ?
C60 N51 C52 C54 -132.6(2) . . . . ?
C50 N51 C52 C54 48.0(3) . . . . ?
C60 N51 C52 C64 -11.2(3) . . . . ?
C50 N51 C52 C64 169.4(2) . . . . ?
N11 C10 N53 C61 116.0(3) . . . . ?
N11 C10 N53 C52 -78.4(3) . . . . ?
N51 C52 N53 C61 -116.0(2) . . . . ?
C54 C52 N53 C61 113.2(2) . . . . ?
C64 C52 N53 C61 -6.7(3) . . . . ?
N51 C52 N53 C10 77.4(3) . . . . ?
C54 C52 N53 C10 -53.5(3) . . . . ?
C64 C52 N53 C10 -173.3(2) . . . . ?
N51 C52 C54 O55 -142.2(3) . . . . ?
N53 C52 C54 O55 -10.6(4) . . . . ?
C64 C52 C54 O55 102.5(3) . . . . ?
N51 C52 C54 O56 39.6(3) . . . . ?
N53 C52 C54 O56 171.2(2) . . . . ?
C64 C52 C54 O56 -75.6(3) . . . . ?
O55 C54 O56 C57 0.3(4) . . . . ?
C52 C54 O56 C57 178.3(3) . . . . ?
C54 O56 C57 C58 -170.7(3) . . . . ?
C52 N51 C60 O59 -175.0(3) . . . . ?
C50 N51 C60 O59 4.3(4) . . . . ?
C52 N51 C60 N63 6.9(3) . . . . ?
C50 N51 C60 N63 -173.7(2) . . . . ?
C10 N53 C61 O62 -11.2(4) . . . . ?
C52 N53 C61 O62 -178.5(2) . . . . ?
C10 N53 C61 N65 167.3(2) . . . . ?
C52 N53 C61 N65 0.0(3) . . . . ?
O59 C60 N63 C64 -176.5(3) . . . . ?
N51 C60 N63 C64 1.5(3) . . . . ?
O59 C60 N63 C71 8.0(4) . . . . ?
N51 C60 N63 C71 -174.0(2) . . . . ?
C60 N63 C64 N65 -118.7(2) . . . . ?
C71 N63 C64 N65 57.1(3) . . . . ?
C60 N63 C64 C67 115.3(2) . . . . ?
C71 N63 C64 C67 -69.0(3) . . . . ?
C60 N63 C64 C52 -8.0(3) . . . . ?
C71 N63 C64 C52 167.7(2) . . . . ?
N51 C52 C64 N63 11.0(2) . . . . ?
N53 C52 C64 N63 -108.3(2) . . . . ?
C54 C52 C64 N63 133.3(2) . . . . ?
N51 C52 C64 N65 129.6(2) . . . . ?
N53 C52 C64 N65 10.4(2) . . . . ?
C54 C52 C64 N65 -108.1(2) . . . . ?
N51 C52 C64 C67 -112.1(2) . . . . ?
N53 C52 C64 C67 128.6(2) . . . . ?
C54 C52 C64 C67 10.1(3) . . . . ?
O62 C61 N65 C64 -173.7(3) . . . . ?
N53 C61 N65 C64 7.9(3) . . . . ?
O62 C61 N65 C72 -19.0(4) . . . . ?
N53 C61 N65 C72 162.6(2) . . . . ?
N63 C64 N65 C61 98.8(3) . . . . ?
C67 C64 N65 C61 -132.9(2) . . . . ?
C52 C64 N65 C61 -11.6(3) . . . . ?
N63 C64 N65 C72 -56.4(3) . . . . ?
C67 C64 N65 C72 71.9(3) . . . . ?
C52 C64 N65 C72 -166.7(2) . . . . ?
N63 C64 C67 O66 165.0(3) . . . . ?
N65 C64 C67 O66 36.4(3) . . . . ?
C52 C64 C67 O66 -78.2(3) . . . . ?
N63 C64 C67 O68 -16.9(3) . . . . ?
N65 C64 C67 O68 -145.5(2) . . . . ?
C52 C64 C67 O68 99.9(3) . . . . ?
O66 C67 O68 C69 -0.9(4) . . . . ?
C64 C67 O68 C69 -178.9(2) . . . . ?
C67 O68 C69 C70 -173.9(2) . . . . ?
C60 N63 C71 C73 96.3(3) . . . . ?
C64 N63 C71 C73 -78.9(3) . . . . ?
C61 N65 C72 C74 -75.4(3) . . . . ?
C64 N65 C72 C74 77.5(3) . . . . ?
N63 C71 C73 C74 62.2(3) . . . . ?
N63 C71 C73 C76 -117.3(3) . . . . ?
C76 C73 C74 C77 -2.4(4) . . . . ?
C71 C73 C74 C77 178.1(2) . . . . ?
C76 C73 C74 C72 179.0(2) . . . . ?
C71 C73 C74 C72 -0.5(4) . . . . ?
N65 C72 C74 C73 -61.4(3) . . . . ?
N65 C72 C74 C77 120.1(3) . . . . ?
C74 C73 C76 C79 3.5(4) . . . . ?
C71 C73 C76 C79 -177.1(3) . . . . ?
C74 C73 C76 C75 -175.3(3) . . . . ?
C71 C73 C76 C75 4.2(4) . . . . ?
C73 C74 C77 C80 0.8(4) . . . . ?
C72 C74 C77 C80 179.4(3) . . . . ?
C73 C74 C77 C78 179.5(3) . . . . ?
C72 C74 C77 C78 -1.9(4) . . . . ?
C73 C76 C79 C80 -3.0(5) . . . . ?
C75 C76 C79 C80 175.8(3) . . . . ?
C73 C76 C79 N81 -178.1(3) . . . . ?
C75 C76 C79 N81 0.7(5) . . . . ?
C76 C79 C80 C77 1.5(5) . . . . ?
N81 C79 C80 C77 176.9(3) . . . . ?
C74 C77 C80 C79 -0.4(5) . . . . ?
C78 C77 C80 C79 -179.1(3) . . . . ?
C80 C79 N81 C82 118.6(4) . . . . ?
C76 C79 N81 C82 -66.0(5) . . . . ?
C79 N81 C82 O83 6.9(7) . . . . ?
C79 N81 C82 C84 -177.3(3) . . . . ?
O83 C82 C84 C85 156.9(5) . . . . ?
N81 C82 C84 C85 -18.9(6) . . . . ?
O83 C82 C84 C86 -23.7(6) . . . . ?
N81 C82 C84 C86 160.5(4) . . . . ?
C86 C84 C85 C87 -2.0(7) . . . . ?
C82 C84 C85 C87 177.5(5) . . . . ?
C85 C84 C86 C88 -0.9(7) . . . . ?
C82 C84 C86 C88 179.6(4) . . . . ?
C84 C85 C87 C89 4.1(8) . . . . ?
C84 C86 C88 C89 1.6(7) . . . . ?
C86 C88 C89 C87 0.6(8) . . . . ?
C85 C87 C89 C88 -3.4(8) . . . . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.708 -0.121 0.015 737.2 243.1
2 0.333 0.233 0.071 7.0 0.4
3 0.333 0.767 0.571 7.0 0.4
