#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/31/7103128.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_7103128
loop_
_publ_author_name
'Gabutti, Sandro'
'Knutzen, Marco'
'Neuburger, Markus'
'Schull, Guillaume'
'Berndt, Richard'
'Mayor, Marcel'
_publ_section_title
;
 A rigid sublimable naphthalenediimide cyclophane as model compound for
 UHV STM experiments.
;
_journal_issue                   20
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2370
_journal_page_last               2372
_journal_paper_doi               10.1039/b719796a
_journal_year                    2008
_chemical_formula_moiety
'C52 H40 N4 O8, C8 H10, 0.6(C9 H12), 0.4(C8 H10)'
_chemical_formula_sum            'C68.6 H61.2 N4 O8'
_chemical_formula_weight         1069.66
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             07-04-11
_audit_creation_method           CRYSTALS_ver_12.84
_cell_angle_alpha                90
_cell_angle_beta                 92.6081(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.7349(2)
_cell_length_b                   16.9022(2)
_cell_length_c                   19.1495(2)
_cell_measurement_reflns_used    27057
_cell_measurement_temperature    173
_cell_measurement_theta_max      28
_cell_measurement_theta_min      3
_cell_volume                     5734.29(11)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.033
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            50388
_diffrn_reflns_theta_full        27.858
_diffrn_reflns_theta_max         27.858
_diffrn_reflns_theta_min         3.062
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.97
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_description       block
_exptl_crystal_F_000             2259.200
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.32
_refine_diff_density_max         1.12
_refine_diff_density_min         -0.46
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0531
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     802
_refine_ls_number_reflns         9239
_refine_ls_number_restraints     186
_refine_ls_R_factor_all          0.1040
_refine_ls_R_factor_gt           0.0839
_refine_ls_shift/su_max          0.001133
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
1.24 -0.530 0.389 -0.723
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0867
_refine_ls_wR_factor_gt          0.0794
_refine_ls_wR_factor_ref         0.0794
_reflns_limit_h_max              23
_reflns_limit_h_min              -23
_reflns_limit_k_max              22
_reflns_limit_k_min              0
_reflns_limit_l_max              25
_reflns_limit_l_min              0
_reflns_number_gt                9239
_reflns_number_total             13631
_reflns_threshold_expression     I>3.0σ(I)
_cod_data_source_file            b719796a.txt
_cod_data_source_block           sg21_2
_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 21/c'
_cod_original_formula_sum        'C68.60 H61.20 N4 O8'
_cod_database_code               7103128
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
O1 O 0.15614(10) 0.71703(11) 0.58311(10) 0.0427 1.0000 Uani . . . . . .
O2 O -0.00918(10) 0.42724(12) 0.36121(10) 0.0448 1.0000 Uani . . . . . .
O3 O 0.21894(12) 0.37862(13) 0.27179(10) 0.0510 1.0000 Uani . . . . . .
O4 O 0.38766(10) 0.65050(13) 0.50947(10) 0.0473 1.0000 Uani . . . . . .
O5 O 0.32849(11) 0.23602(13) 0.37679(9) 0.0481 1.0000 Uani . . . . . .
O6 O 0.49750(9) 0.50348(11) 0.61783(9) 0.0392 1.0000 Uani . . . . . .
O7 O 0.34009(11) 0.41881(11) 0.78276(9) 0.0408 1.0000 Uani . . . . . .
O8 O 0.19404(10) 0.12778(11) 0.54954(10) 0.0409 1.0000 Uani . . . . . .
N1 N 0.27215(11) 0.68213(11) 0.54783(10) 0.0306 1.0000 Uani . . . . . .
N2 N 0.10578(11) 0.39816(12) 0.32079(10) 0.0333 1.0000 Uani . . . . . .
N3 N 0.26143(11) 0.18124(12) 0.46338(10) 0.0317 1.0000 Uani . . . . . .
N4 N 0.41860(10) 0.46068(12) 0.70004(9) 0.0303 1.0000 Uani . . . . . .
C1 C 0.21724(15) 0.66998(17) 0.84374(14) 0.0460 1.0000 Uani D U . . . .
C2 C 0.2587(3) 0.6710(4) 0.9156(2) 0.1021 1.0000 Uani D U . . . .
C3 C 0.1780(3) 0.7486(3) 0.8396(3) 0.0941 1.0000 Uani D U . . . .
C4 C 0.1627(3) 0.6026(3) 0.8420(3) 0.0996 1.0000 Uani D U . . . .
C5 C 0.27397(13) 0.65889(14) 0.78597(12) 0.0339 1.0000 Uani . . . . . .
C6 C 0.26708(13) 0.70199(14) 0.72373(12) 0.0342 1.0000 Uani . . . . . .
C7 C 0.31772(13) 0.69095(14) 0.67088(12) 0.0322 1.0000 Uani . . . . . .
C8 C 0.37580(13) 0.63669(14) 0.67986(12) 0.0328 1.0000 Uani . . . . . .
C9 C 0.38235(12) 0.59157(14) 0.74078(12) 0.0314 1.0000 Uani . . . . . .
C10 C 0.33148(13) 0.60336(14) 0.79286(12) 0.0331 1.0000 Uani . . . . . .
C11 C 0.30723(14) 0.73520(14) 0.60225(12) 0.0351 1.0000 Uani . . . . . .
C12 C 0.19326(13) 0.67661(13) 0.54560(11) 0.0310 1.0000 Uani . . . . . .
C13 C 0.15836(12) 0.61899(13) 0.49522(11) 0.0280 1.0000 Uani . . . . . .
C14 C 0.08169(13) 0.60863(14) 0.49187(12) 0.0316 1.0000 Uani . . . . . .
C15 C 0.04830(12) 0.55283(14) 0.44599(12) 0.0320 1.0000 Uani . . . . . .
C16 C 0.09199(12) 0.50730(13) 0.40385(11) 0.0291 1.0000 Uani . . . . . .
C17 C 0.05731(13) 0.44259(14) 0.36119(12) 0.0330 1.0000 Uani . . . . . .
C18 C 0.18266(14) 0.41418(15) 0.31364(12) 0.0359 1.0000 Uani . . . . . .
C19 C 0.21738(13) 0.47420(14) 0.36174(11) 0.0318 1.0000 Uani . . . . . .
C20 C 0.29456(14) 0.48406(16) 0.36556(13) 0.0384 1.0000 Uani . . . . . .
C21 C 0.32823(13) 0.53880(16) 0.41262(13) 0.0365 1.0000 Uani . . . . . .
C22 C 0.28382(12) 0.58385(13) 0.45467(11) 0.0304 1.0000 Uani . . . . . .
C23 C 0.32004(13) 0.64068(14) 0.50519(12) 0.0329 1.0000 Uani . . . . . .
C24 C 0.20467(12) 0.57466(13) 0.45167(11) 0.0272 1.0000 Uani . . . . . .
C25 C 0.17100(12) 0.51857(13) 0.40508(10) 0.0273 1.0000 Uani . . . . . .
C26 C 0.07204(14) 0.33135(15) 0.28042(12) 0.0365 1.0000 Uani . . . . . .
C27 C 0.07645(13) 0.25376(14) 0.32081(11) 0.0325 1.0000 Uani . . . . . .
C28 C 0.01197(13) 0.20705(14) 0.32612(12) 0.0337 1.0000 Uani . . . . . .
C29 C 0.01519(13) 0.13260(14) 0.35788(12) 0.0333 1.0000 Uani . . . . . .
C30 C 0.08551(13) 0.10822(14) 0.38756(12) 0.0334 1.0000 Uani . . . . . .
C31 C 0.14980(13) 0.15425(14) 0.38339(11) 0.0320 1.0000 Uani . . . . . .
C32 C 0.14503(13) 0.22706(14) 0.34940(12) 0.0323 1.0000 Uani . . . . . .
C33 C -0.05408(14) 0.07893(15) 0.36303(14) 0.0392 1.0000 Uani . . . . . .
C34 C -0.08056(19) 0.0802(2) 0.43803(18) 0.0588 1.0000 Uani . . . . . .
C35 C -0.11955(17) 0.1062(2) 0.3145(2) 0.0589 1.0000 Uani . . . . . .
C36 C -0.03437(17) -0.00625(17) 0.3437(2) 0.0558 1.0000 Uani . . . . . .
C37 C 0.22546(13) 0.12472(14) 0.41313(13) 0.0353 1.0000 Uani . . . . . .
C38 C 0.23947(12) 0.17700(14) 0.53268(11) 0.0306 1.0000 Uani . . . . . .
C39 C 0.27388(12) 0.23517(13) 0.58245(11) 0.0285 1.0000 Uani . . . . . .
C40 C 0.25273(13) 0.23651(15) 0.65071(12) 0.0337 1.0000 Uani . . . . . .
C41 C 0.28267(14) 0.29308(16) 0.69737(11) 0.0360 1.0000 Uani . . . . . .
C42 C 0.33489(12) 0.34731(14) 0.67613(11) 0.0298 1.0000 Uani . . . . . .
C43 C 0.36354(13) 0.40969(14) 0.72468(11) 0.0314 1.0000 Uani . . . . . .
C44 C 0.44811(12) 0.45797(14) 0.63414(11) 0.0297 1.0000 Uani . . . . . .
C45 C 0.41505(12) 0.39813(13) 0.58467(11) 0.0281 1.0000 Uani . . . . . .
C46 C 0.43806(13) 0.39546(14) 0.51675(12) 0.0330 1.0000 Uani . . . . . .
C47 C 0.40524(13) 0.34181(15) 0.46918(11) 0.0344 1.0000 Uani . . . . . .
C48 C 0.35064(12) 0.28921(14) 0.48985(11) 0.0301 1.0000 Uani . . . . . .
C49 C 0.31431(13) 0.23425(15) 0.43827(12) 0.0346 1.0000 Uani . . . . . .
C50 C 0.32798(11) 0.28930(13) 0.55952(11) 0.0262 1.0000 Uani . . . . . .
C51 C 0.35967(11) 0.34540(13) 0.60705(11) 0.0272 1.0000 Uani . . . . . .
C52 C 0.44129(13) 0.52731(15) 0.74703(12) 0.0342 1.0000 Uani . . . . . .
C53 C 0.15080(16) 0.42335(18) 0.62780(15) 0.0466 1.0000 Uani . . . . . .
C54 C 0.10293(19) 0.3833(2) 0.66729(17) 0.0560 1.0000 Uani . . . . . .
C55 C 0.06470(18) 0.32014(19) 0.64125(15) 0.0511 1.0000 Uani . . . . . .
C56 C 0.07104(14) 0.29276(15) 0.57530(14) 0.0406 1.0000 Uani . . . . . .
C57 C 0.11882(17) 0.3327(2) 0.53095(14) 0.0521 1.0000 Uani . . . . . .
C58 C 0.16147(16) 0.40162(18) 0.55983(16) 0.0480 1.0000 Uani . . . . . .
C59 C 0.1926(2) 0.4968(2) 0.6562(2) 0.0685 1.0000 Uani . . . . . .
C60 C 0.0283(2) 0.2221(2) 0.5450(2) 0.0668 1.0000 Uani . . . . . .
C61 C 0.4634(4) 0.6987(4) 0.2652(4) 0.0856 0.6000 Uani D U . . . .
C62 C 0.4552(4) 0.7304(4) 0.3303(4) 0.0889 0.6000 Uani D U . . . .
C63 C 0.4978(4) 0.7923(4) 0.3587(4) 0.0890 0.6000 Uani D U . . . .
C64 C 0.5523(4) 0.8243(4) 0.3170(4) 0.0911 0.6000 Uani D U . . . .
C65 C 0.5641(4) 0.7952(5) 0.2497(4) 0.0972 0.6000 Uani D U . . . .
C66 C 0.5182(4) 0.7324(4) 0.2255(5) 0.0952 0.6000 Uani D U . . . .
C67 C 0.4185(5) 0.6349(5) 0.2363(6) 0.0962 0.6000 Uani D U . . . .
C68 C 0.4860(5) 0.8215(5) 0.4275(5) 0.1100 0.6000 Uani D U . . . .
C69 C 0.5326(6) 0.8762(7) 0.4668(7) 0.1339 0.6000 Uani D U . . . .
C71 C 0.4262(7) 0.6427(6) 0.2204(6) 0.1012 0.4000 Uani D U . . . .
C72 C 0.3692(6) 0.5892(6) 0.1998(6) 0.1063 0.4000 Uani D U . . . .
C73 C 0.3707(7) 0.5536(6) 0.1340(6) 0.1177 0.4000 Uani D U . . . .
C74 C 0.4291(7) 0.5710(6) 0.0904(6) 0.1224 0.4000 Uani D U . . . .
C75 C 0.4848(7) 0.6239(7) 0.1110(7) 0.1289 0.4000 Uani D U . . . .
C76 C 0.4829(6) 0.6603(6) 0.1752(6) 0.1130 0.4000 Uani D U . . . .
C77 C 0.4255(8) 0.6798(7) 0.2889(6) 0.0935 0.4000 Uani D U . . . .
C78 C 0.3104(8) 0.5000(7) 0.1131(9) 0.1362 0.4000 Uani D U . . . .
H21 H 0.2867 0.6218 0.9228 0.1232 1.0000 Uiso . . . . . .
H22 H 0.2927 0.7159 0.9172 0.1232 1.0000 Uiso . . . . . .
H23 H 0.2218 0.6771 0.9520 0.1232 1.0000 Uiso . . . . . .
H31 H 0.1489 0.7531 0.7952 0.1152 1.0000 Uiso . . . . . .
H32 H 0.2154 0.7900 0.8422 0.1152 1.0000 Uiso . . . . . .
H33 H 0.1440 0.7531 0.8773 0.1152 1.0000 Uiso . . . . . .
H41 H 0.1340 0.6077 0.7977 0.1223 1.0000 Uiso . . . . . .
H42 H 0.1285 0.6061 0.8795 0.1223 1.0000 Uiso . . . . . .
H43 H 0.1903 0.5532 0.8440 0.1223 1.0000 Uiso . . . . . .
H61 H 0.2272 0.7381 0.7171 0.0411 1.0000 Uiso . . . . . .
H81 H 0.4117 0.6305 0.6444 0.0395 1.0000 Uiso . . . . . .
H101 H 0.3373 0.5737 0.8347 0.0399 1.0000 Uiso . . . . . .
H111 H 0.2752 0.7795 0.6069 0.0422 1.0000 Uiso . . . . . .
H112 H 0.3560 0.7518 0.5867 0.0422 1.0000 Uiso . . . . . .
H141 H 0.0517 0.6389 0.5219 0.0381 1.0000 Uiso . . . . . .
H151 H -0.0042 0.5467 0.4443 0.0385 1.0000 Uiso . . . . . .
H201 H 0.3248 0.4530 0.3366 0.0465 1.0000 Uiso . . . . . .
H211 H 0.3807 0.5455 0.4154 0.0441 1.0000 Uiso . . . . . .
H261 H 0.0195 0.3427 0.2678 0.0436 1.0000 Uiso . . . . . .
H262 H 0.0999 0.3267 0.2381 0.0436 1.0000 Uiso . . . . . .
H281 H -0.0343 0.2255 0.3074 0.0406 1.0000 Uiso . . . . . .
H301 H 0.0887 0.0591 0.4117 0.0402 1.0000 Uiso . . . . . .
H321 H 0.1883 0.2573 0.3450 0.0390 1.0000 Uiso . . . . . .
H341 H -0.1222 0.0440 0.4428 0.0710 1.0000 Uiso . . . . . .
H342 H -0.0956 0.1329 0.4500 0.0710 1.0000 Uiso . . . . . .
H343 H -0.0396 0.0639 0.4702 0.0710 1.0000 Uiso . . . . . .
H351 H -0.1616 0.0700 0.3194 0.0703 1.0000 Uiso . . . . . .
H352 H -0.1338 0.1595 0.3258 0.0703 1.0000 Uiso . . . . . .
H353 H -0.1028 0.1043 0.2675 0.0703 1.0000 Uiso . . . . . .
H361 H -0.0783 -0.0374 0.3478 0.0670 1.0000 Uiso . . . . . .
H362 H 0.0044 -0.0260 0.3763 0.0670 1.0000 Uiso . . . . . .
H363 H -0.0180 -0.0077 0.2968 0.0670 1.0000 Uiso . . . . . .
H371 H 0.2186 0.0745 0.4370 0.0423 1.0000 Uiso . . . . . .
H372 H 0.2596 0.1175 0.3760 0.0423 1.0000 Uiso . . . . . .
H401 H 0.2185 0.1990 0.6657 0.0406 1.0000 Uiso . . . . . .
H411 H 0.2679 0.2931 0.7439 0.0434 1.0000 Uiso . . . . . .
H461 H 0.4758 0.4291 0.5025 0.0400 1.0000 Uiso . . . . . .
H471 H 0.4194 0.3435 0.4230 0.0418 1.0000 Uiso . . . . . .
H521 H 0.4459 0.5083 0.7942 0.0410 1.0000 Uiso . . . . . .
H522 H 0.4897 0.5469 0.7331 0.0410 1.0000 Uiso . . . . . .
H541 H 0.0957 0.3999 0.7154 0.0673 1.0000 Uiso . . . . . .
H551 H 0.0312 0.2927 0.6705 0.0614 1.0000 Uiso . . . . . .
H571 H 0.1231 0.3150 0.4852 0.0631 1.0000 Uiso . . . . . .
H581 H 0.1942 0.4295 0.5328 0.0579 1.0000 Uiso . . . . . .
H591 H 0.2326 0.5123 0.6262 0.0819 1.0000 Uiso . . . . . .
H592 H 0.2136 0.4833 0.7021 0.0819 1.0000 Uiso . . . . . .
H593 H 0.1590 0.5403 0.6602 0.0819 1.0000 Uiso . . . . . .
H601 H 0.0407 0.2139 0.4962 0.0805 1.0000 Uiso . . . . . .
H602 H 0.0413 0.1742 0.5708 0.0805 1.0000 Uiso . . . . . .
H603 H -0.0260 0.2301 0.5467 0.0805 1.0000 Uiso . . . . . .
H621 H 0.4180 0.7082 0.3581 0.1062 0.6000 Uiso . . . . . .
H641 H 0.5816 0.8665 0.3356 0.1094 0.6000 Uiso . . . . . .
H651 H 0.6015 0.8171 0.2221 0.1170 0.6000 Uiso . . . . . .
H661 H 0.5234 0.7119 0.1806 0.1138 0.6000 Uiso . . . . . .
H671 H 0.4332 0.6285 0.1882 0.1141 0.6000 Uiso . . . . . .
H672 H 0.3664 0.6488 0.2381 0.1141 0.6000 Uiso . . . . . .
H673 H 0.4301 0.5880 0.2627 0.1141 0.6000 Uiso . . . . . .
H681 H 0.4366 0.8458 0.4253 0.1323 0.6000 Uiso . . . . . .
H682 H 0.4854 0.7747 0.4568 0.1323 0.6000 Uiso . . . . . .
H691 H 0.5132 0.8827 0.5139 0.1611 0.6000 Uiso . . . . . .
H692 H 0.5331 0.9268 0.4433 0.1611 0.6000 Uiso . . . . . .
H693 H 0.5836 0.8544 0.4717 0.1611 0.6000 Uiso . . . . . .
H721 H 0.3308 0.5772 0.2287 0.1267 0.4000 Uiso . . . . . .
H741 H 0.4313 0.5469 0.0467 0.1467 0.4000 Uiso . . . . . .
H751 H 0.5241 0.6352 0.0808 0.1539 0.4000 Uiso . . . . . .
H761 H 0.5189 0.6970 0.1884 0.1346 0.4000 Uiso . . . . . .
H771 H 0.4734 0.7054 0.2984 0.1111 0.4000 Uiso . . . . . .
H772 H 0.3859 0.7178 0.2894 0.1111 0.4000 Uiso . . . . . .
H773 H 0.4181 0.6409 0.3238 0.1111 0.4000 Uiso . . . . . .
H781 H 0.3297 0.4673 0.0752 0.1616 0.4000 Uiso . . . . . .
H782 H 0.2677 0.5293 0.0958 0.1616 0.4000 Uiso . . . . . .
H783 H 0.2987 0.4672 0.1515 0.1616 0.4000 Uiso . . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C11 . N1 . C12 . 116.49(18) yes
C11 . N1 . C23 . 117.80(18) yes
C12 . N1 . C23 . 125.67(19) yes
C17 . N2 . C18 . 125.03(19) yes
C17 . N2 . C26 . 117.00(19) yes
C18 . N2 . C26 . 117.92(19) yes
C37 . N3 . C38 . 116.91(19) yes
C37 . N3 . C49 . 117.78(19) yes
C38 . N3 . C49 . 125.31(19) yes
C43 . N4 . C44 . 125.68(19) yes
C43 . N4 . C52 . 115.87(18) yes
C44 . N4 . C52 . 118.19(18) yes
C2 . C1 . C3 . 103.9(4) yes
C2 . C1 . C4 . 108.2(4) yes
C3 . C1 . C4 . 112.1(4) yes
C2 . C1 . C5 . 110.2(3) yes
C3 . C1 . C5 . 112.7(3) yes
C4 . C1 . C5 . 109.6(2) yes
C1 . C2 . H21 . 109.9 no
C1 . C2 . H22 . 108.1 no
H21 . C2 . H22 . 110.4 no
C1 . C2 . H23 . 109.4 no
H21 . C2 . H23 . 109.9 no
H22 . C2 . H23 . 109.2 no
C1 . C3 . H31 . 109.9 no
C1 . C3 . H32 . 109.0 no
H31 . C3 . H32 . 108.9 no
C1 . C3 . H33 . 109.5 no
H31 . C3 . H33 . 108.7 no
H32 . C3 . H33 . 110.8 no
C1 . C4 . H41 . 105.4 no
C1 . C4 . H42 . 111.5 no
H41 . C4 . H42 . 108.8 no
C1 . C4 . H43 . 109.3 no
H41 . C4 . H43 . 110.6 no
H42 . C4 . H43 . 111.1 no
C1 . C5 . C6 . 121.0(2) yes
C1 . C5 . C10 . 121.0(2) yes
C6 . C5 . C10 . 118.0(2) yes
C5 . C6 . C7 . 121.0(2) yes
C5 . C6 . H61 . 119.4 no
C7 . C6 . H61 . 119.6 no
C6 . C7 . C8 . 119.9(2) yes
C6 . C7 . C11 . 120.3(2) yes
C8 . C7 . C11 . 119.7(2) yes
C7 . C8 . C9 . 120.0(2) yes
C7 . C8 . H81 . 120.0 no
C9 . C8 . H81 . 120.1 no
C8 . C9 . C10 . 119.3(2) yes
C8 . C9 . C52 . 119.4(2) yes
C10 . C9 . C52 . 121.1(2) yes
C9 . C10 . C5 . 121.8(2) yes
C9 . C10 . H101 . 118.8 no
C5 . C10 . H101 . 119.3 no
C7 . C11 . N1 . 109.89(19) yes
C7 . C11 . H111 . 111.0 no
N1 . C11 . H111 . 108.0 no
C7 . C11 . H112 . 109.5 no
N1 . C11 . H112 . 108.0 no
H111 . C11 . H112 . 110.3 no
N1 . C12 . O1 . 121.0(2) yes
N1 . C12 . C13 . 116.69(18) yes
O1 . C12 . C13 . 122.3(2) yes
C12 . C13 . C14 . 119.83(19) yes
C12 . C13 . C24 . 119.67(19) yes
C14 . C13 . C24 . 120.5(2) yes
C13 . C14 . C15 . 120.37(19) yes
C13 . C14 . H141 . 119.0 no
C15 . C14 . H141 . 120.6 no
C14 . C15 . C16 . 120.7(2) yes
C14 . C15 . H151 . 119.2 no
C16 . C15 . H151 . 120.1 no
C15 . C16 . C17 . 120.3(2) yes
C15 . C16 . C25 . 119.9(2) yes
C17 . C16 . C25 . 119.66(19) yes
C16 . C17 . N2 . 116.78(19) yes
C16 . C17 . O2 . 122.6(2) yes
N2 . C17 . O2 . 120.6(2) yes
N2 . C18 . O3 . 121.1(2) yes
N2 . C18 . C19 . 116.66(19) yes
O3 . C18 . C19 . 122.2(2) yes
C18 . C19 . C20 . 119.9(2) yes
C18 . C19 . C25 . 119.5(2) yes
C20 . C19 . C25 . 120.6(2) yes
C19 . C20 . C21 . 120.4(2) yes
C19 . C20 . H201 . 119.3 no
C21 . C20 . H201 . 120.3 no
C20 . C21 . C22 . 120.0(2) yes
C20 . C21 . H211 . 120.5 no
C22 . C21 . H211 . 119.5 no
C21 . C22 . C23 . 119.6(2) yes
C21 . C22 . C24 . 120.6(2) yes
C23 . C22 . C24 . 119.79(19) yes
C22 . C23 . N1 . 116.67(19) yes
C22 . C23 . O4 . 122.0(2) yes
N1 . C23 . O4 . 121.3(2) yes
C13 . C24 . C22 . 121.5(2) yes
C13 . C24 . C25 . 119.19(19) yes
C22 . C24 . C25 . 119.34(19) yes
C24 . C25 . C16 . 119.37(19) yes
C24 . C25 . C19 . 119.10(19) yes
C16 . C25 . C19 . 121.5(2) yes
N2 . C26 . C27 . 112.45(18) yes
N2 . C26 . H261 . 109.8 no
C27 . C26 . H261 . 108.9 no
N2 . C26 . H262 . 106.8 no
C27 . C26 . H262 . 109.7 no
H261 . C26 . H262 . 109.1 no
C26 . C27 . C28 . 120.0(2) yes
C26 . C27 . C32 . 120.3(2) yes
C28 . C27 . C32 . 119.6(2) yes
C27 . C28 . C29 . 121.5(2) yes
C27 . C28 . H281 . 119.4 no
C29 . C28 . H281 . 119.1 no
C28 . C29 . C30 . 117.2(2) yes
C28 . C29 . C33 . 122.9(2) yes
C30 . C29 . C33 . 119.9(2) yes
C29 . C30 . C31 . 121.9(2) yes
C29 . C30 . H301 . 118.9 no
C31 . C30 . H301 . 119.2 no
C30 . C31 . C32 . 119.4(2) yes
C30 . C31 . C37 . 120.6(2) yes
C32 . C31 . C37 . 120.0(2) yes
C31 . C32 . C27 . 120.4(2) yes
C31 . C32 . H321 . 119.7 no
C27 . C32 . H321 . 119.9 no
C29 . C33 . C34 . 109.4(2) yes
C29 . C33 . C35 . 111.8(2) yes
C34 . C33 . C35 . 108.0(3) yes
C29 . C33 . C36 . 110.4(2) yes
C34 . C33 . C36 . 108.8(3) yes
C35 . C33 . C36 . 108.3(2) yes
C33 . C34 . H341 . 110.4 no
C33 . C34 . H342 . 109.7 no
H341 . C34 . H342 . 110.1 no
C33 . C34 . H343 . 109.7 no
H341 . C34 . H343 . 108.2 no
H342 . C34 . H343 . 108.6 no
C33 . C35 . H351 . 108.5 no
C33 . C35 . H352 . 110.3 no
H351 . C35 . H352 . 110.8 no
C33 . C35 . H353 . 107.5 no
H351 . C35 . H353 . 109.9 no
H352 . C35 . H353 . 109.7 no
C33 . C36 . H361 . 107.8 no
C33 . C36 . H362 . 109.5 no
H361 . C36 . H362 . 108.6 no
C33 . C36 . H363 . 109.5 no
H361 . C36 . H363 . 110.4 no
H362 . C36 . H363 . 111.1 no
C31 . C37 . N3 . 112.28(19) yes
C31 . C37 . H371 . 109.6 no
N3 . C37 . H371 . 108.5 no
C31 . C37 . H372 . 109.9 no
N3 . C37 . H372 . 107.2 no
H371 . C37 . H372 . 109.3 no
N3 . C38 . O8 . 120.3(2) yes
N3 . C38 . C39 . 116.81(19) yes
O8 . C38 . C39 . 122.9(2) yes
C38 . C39 . C40 . 120.0(2) yes
C38 . C39 . C50 . 119.76(19) yes
C40 . C39 . C50 . 120.2(2) yes
C39 . C40 . C41 . 120.4(2) yes
C39 . C40 . H401 . 119.4 no
C41 . C40 . H401 . 120.2 no
C40 . C41 . C42 . 120.5(2) yes
C40 . C41 . H411 . 119.5 no
C42 . C41 . H411 . 120.0 no
C41 . C42 . C43 . 120.30(19) yes
C41 . C42 . C51 . 120.2(2) yes
C43 . C42 . C51 . 119.46(19) yes
C42 . C43 . N4 . 116.83(18) yes
C42 . C43 . O7 . 122.9(2) yes
N4 . C43 . O7 . 120.2(2) yes
N4 . C44 . O6 . 121.2(2) yes
N4 . C44 . C45 . 116.56(18) yes
O6 . C44 . C45 . 122.24(19) yes
C44 . C45 . C46 . 119.80(19) yes
C44 . C45 . C51 . 119.79(19) yes
C46 . C45 . C51 . 120.4(2) yes
C45 . C46 . C47 . 120.3(2) yes
C45 . C46 . H461 . 120.3 no
C47 . C46 . H461 . 119.5 no
C46 . C47 . C48 . 120.5(2) yes
C46 . C47 . H471 . 118.6 no
C48 . C47 . H471 . 120.9 no
C47 . C48 . C49 . 120.0(2) yes
C47 . C48 . C50 . 120.2(2) yes
C49 . C48 . C50 . 119.8(2) yes
C48 . C49 . N3 . 116.78(19) yes
C48 . C49 . O5 . 121.8(2) yes
N3 . C49 . O5 . 121.4(2) yes
C48 . C50 . C39 . 121.4(2) yes
C48 . C50 . C51 . 119.19(19) yes
C39 . C50 . C51 . 119.41(19) yes
C50 . C51 . C42 . 119.12(19) yes
C50 . C51 . C45 . 119.44(19) yes
C42 . C51 . C45 . 121.4(2) yes
C9 . C52 . N4 . 109.28(17) yes
C9 . C52 . H521 . 110.2 no
N4 . C52 . H521 . 109.0 no
C9 . C52 . H522 . 110.6 no
N4 . C52 . H522 . 108.1 no
H521 . C52 . H522 . 109.6 no
C54 . C53 . C58 . 121.1(3) yes
C54 . C53 . C59 . 121.0(3) yes
C58 . C53 . C59 . 117.9(3) yes
C53 . C54 . C55 . 120.7(3) yes
C53 . C54 . H541 . 119.9 no
C55 . C54 . H541 . 119.4 no
C54 . C55 . C56 . 123.6(3) yes
C54 . C55 . H551 . 119.0 no
C56 . C55 . H551 . 117.4 no
C55 . C56 . C57 . 118.6(3) yes
C55 . C56 . C60 . 124.4(3) yes
C57 . C56 . C60 . 117.0(3) yes
C56 . C57 . C58 . 117.7(3) yes
C56 . C57 . H571 . 119.5 no
C58 . C57 . H571 . 122.8 no
C57 . C58 . C53 . 118.3(3) yes
C57 . C58 . H581 . 121.0 no
C53 . C58 . H581 . 120.8 no
C53 . C59 . H591 . 111.2 no
C53 . C59 . H592 . 107.0 no
H591 . C59 . H592 . 109.9 no
C53 . C59 . H593 . 111.1 no
H591 . C59 . H593 . 108.5 no
H592 . C59 . H593 . 109.1 no
C56 . C60 . H601 . 110.2 no
C56 . C60 . H602 . 111.2 no
H601 . C60 . H602 . 108.0 no
C56 . C60 . H603 . 110.8 no
H601 . C60 . H603 . 108.5 no
H602 . C60 . H603 . 108.1 no
C62 . C61 . C66 . 116.5(8) yes
C62 . C61 . C67 . 124.4(9) yes
C66 . C61 . C67 . 119.1(9) yes
C61 . C62 . C63 . 124.9(8) yes
C61 . C62 . H621 . 117.6 no
C63 . C62 . H621 . 117.5 no
C62 . C63 . C64 . 116.6(8) yes
C62 . C63 . C68 . 121.4(8) yes
C64 . C63 . C68 . 121.9(8) yes
C63 . C64 . C65 . 121.8(8) yes
C63 . C64 . H641 . 117.6 no
C65 . C64 . H641 . 120.6 no
C64 . C65 . C66 . 117.3(8) yes
C64 . C65 . H651 . 121.0 no
C66 . C65 . H651 . 121.7 no
C65 . C66 . C61 . 122.8(8) yes
C65 . C66 . H661 . 120.1 no
C61 . C66 . H661 . 117.1 no
C61 . C67 . H671 . 106.3 no
C61 . C67 . H672 . 108.8 no
H671 . C67 . H672 . 111.3 no
C61 . C67 . H673 . 108.4 no
H671 . C67 . H673 . 110.2 no
H672 . C67 . H673 . 111.6 no
C63 . C68 . C69 . 127.0(10) yes
C63 . C68 . H681 . 105.9 no
C69 . C68 . H681 . 104.5 no
C63 . C68 . H682 . 105.0 no
C69 . C68 . H682 . 104.1 no
H681 . C68 . H682 . 109.6 no
C68 . C69 . H691 . 109.6 no
C68 . C69 . H692 . 110.2 no
H691 . C69 . H692 . 109.8 no
C68 . C69 . H693 . 108.4 no
H691 . C69 . H693 . 108.3 no
H692 . C69 . H693 . 110.6 no
C72 . C71 . C76 . 119.8(10) yes
C72 . C71 . C77 . 119.8(10) yes
C76 . C71 . C77 . 120.4(10) yes
C71 . C72 . C73 . 119.3(9) yes
C71 . C72 . H721 . 121.2 no
C73 . C72 . H721 . 119.5 no
C72 . C73 . C74 . 119.6(9) yes
C72 . C73 . C78 . 118.4(11) yes
C74 . C73 . C78 . 122.0(11) yes
C73 . C74 . C75 . 120.7(10) yes
C73 . C74 . H741 . 120.6 no
C75 . C74 . H741 . 118.7 no
C74 . C75 . C76 . 119.9(11) yes
C74 . C75 . H751 . 119.7 no
C76 . C75 . H751 . 120.4 no
C71 . C76 . C75 . 120.7(10) yes
C71 . C76 . H761 . 119.2 no
C75 . C76 . H761 . 120.1 no
C71 . C77 . H771 . 108.8 no
C71 . C77 . H772 . 109.7 no
H771 . C77 . H772 . 109.9 no
C71 . C77 . H773 . 110.0 no
H771 . C77 . H773 . 109.1 no
H772 . C77 . H773 . 109.4 no
C73 . C78 . H781 . 106.1 no
C73 . C78 . H782 . 109.7 no
H781 . C78 . H782 . 109.5 no
C73 . C78 . H783 . 109.7 no
H781 . C78 . H783 . 109.7 no
H782 . C78 . H783 . 112.0 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 . C12 . 1.208(3) yes
O2 . C17 . 1.207(3) yes
O3 . C18 . 1.210(3) yes
O4 . C23 . 1.210(3) yes
O5 . C49 . 1.215(3) yes
O6 . C44 . 1.217(3) yes
O7 . C43 . 1.215(3) yes
O8 . C38 . 1.212(3) yes
N1 . C11 . 1.490(3) yes
N1 . C12 . 1.401(3) yes
N1 . C23 . 1.394(3) yes
N2 . C17 . 1.401(3) yes
N2 . C18 . 1.403(3) yes
N2 . C26 . 1.479(3) yes
N3 . C37 . 1.480(3) yes
N3 . C38 . 1.402(3) yes
N3 . C49 . 1.398(3) yes
N4 . C43 . 1.400(3) yes
N4 . C44 . 1.389(3) yes
N4 . C52 . 1.486(3) yes
C1 . C2 . 1.529(5) yes
C1 . C3 . 1.500(5) yes
C1 . C4 . 1.493(5) yes
C1 . C5 . 1.540(3) yes
C2 . H21 . 0.975 no
C2 . H22 . 0.970 no
C2 . H23 . 0.984 no
C3 . H31 . 0.978 no
C3 . H32 . 0.963 no
C3 . H33 . 0.965 no
C4 . H41 . 0.974 no
C4 . H42 . 0.962 no
C4 . H43 . 0.968 no
C5 . C6 . 1.397(3) yes
C5 . C10 . 1.388(3) yes
C6 . C7 . 1.396(3) yes
C6 . H61 . 0.938 no
C7 . C8 . 1.384(3) yes
C7 . C11 . 1.516(3) yes
C8 . C9 . 1.394(3) yes
C8 . H81 . 0.957 no
C9 . C10 . 1.389(3) yes
C9 . C52 . 1.508(3) yes
C10 . H101 . 0.947 no
C11 . H111 . 0.946 no
C11 . H112 . 0.969 no
C12 . C13 . 1.486(3) yes
C13 . C14 . 1.370(3) yes
C13 . C24 . 1.412(3) yes
C14 . C15 . 1.402(3) yes
C14 . H141 . 0.949 no
C15 . C16 . 1.379(3) yes
C15 . H151 . 0.936 no
C16 . C17 . 1.482(3) yes
C16 . C25 . 1.413(3) yes
C18 . C19 . 1.485(3) yes
C19 . C20 . 1.377(3) yes
C19 . C25 . 1.411(3) yes
C20 . C21 . 1.406(4) yes
C20 . H201 . 0.947 no
C21 . C22 . 1.381(3) yes
C21 . H211 . 0.937 no
C22 . C23 . 1.488(3) yes
C22 . C24 . 1.411(3) yes
C24 . C25 . 1.415(3) yes
C26 . C27 . 1.523(3) yes
C26 . H261 . 0.971 no
C26 . H262 . 0.972 no
C27 . C28 . 1.397(3) yes
C27 . C32 . 1.386(3) yes
C28 . C29 . 1.398(3) yes
C28 . H281 . 0.934 no
C29 . C30 . 1.408(3) yes
C29 . C33 . 1.534(3) yes
C30 . C31 . 1.386(3) yes
C30 . H301 . 0.951 no
C31 . C32 . 1.393(3) yes
C31 . C37 . 1.518(3) yes
C32 . H321 . 0.930 no
C33 . C34 . 1.531(4) yes
C33 . C35 . 1.525(4) yes
C33 . C36 . 1.531(4) yes
C34 . H341 . 0.967 no
C34 . H342 . 0.961 no
C34 . H343 . 0.971 no
C35 . H351 . 0.973 no
C35 . H352 . 0.962 no
C35 . H353 . 0.962 no
C36 . H361 . 0.946 no
C36 . H362 . 0.967 no
C36 . H363 . 0.957 no
C37 . H371 . 0.975 no
C37 . H372 . 0.962 no
C38 . C39 . 1.481(3) yes
C39 . C40 . 1.376(3) yes
C39 . C50 . 1.410(3) yes
C40 . C41 . 1.397(3) yes
C40 . H401 . 0.932 no
C41 . C42 . 1.377(3) yes
C41 . H411 . 0.939 no
C42 . C43 . 1.480(3) yes
C42 . C51 . 1.413(3) yes
C44 . C45 . 1.488(3) yes
C45 . C46 . 1.382(3) yes
C45 . C51 . 1.407(3) yes
C46 . C47 . 1.394(3) yes
C46 . H461 . 0.929 no
C47 . C48 . 1.385(3) yes
C47 . H471 . 0.930 no
C48 . C49 . 1.482(3) yes
C48 . C50 . 1.411(3) yes
C50 . C51 . 1.413(3) yes
C52 . H521 . 0.959 no
C52 . H522 . 0.970 no
C53 . C54 . 1.345(5) yes
C53 . C58 . 1.374(4) yes
C53 . C59 . 1.533(5) yes
C54 . C55 . 1.348(5) yes
C54 . H541 . 0.977 no
C55 . C56 . 1.355(4) yes
C55 . H551 . 0.955 no
C56 . C57 . 1.400(4) yes
C56 . C60 . 1.516(4) yes
C57 . C58 . 1.483(5) yes
C57 . H571 . 0.932 no
C58 . H581 . 0.924 no
C59 . H591 . 0.971 no
C59 . H592 . 0.966 no
C59 . H593 . 0.951 no
C60 . H601 . 0.980 no
C60 . H602 . 0.970 no
C60 . H603 . 0.974 no
C61 . C62 . 1.370(8) yes
C61 . C66 . 1.383(8) yes
C61 . C67 . 1.436(8) yes
C62 . C63 . 1.388(8) yes
C62 . H621 . 0.943 no
C63 . C64 . 1.392(8) yes
C63 . C68 . 1.430(8) yes
C64 . C65 . 1.404(8) yes
C64 . H641 . 0.942 no
C65 . C66 . 1.404(8) yes
C65 . H651 . 0.942 no
C66 . H661 . 0.936 no
C67 . H671 . 0.974 no
C67 . H672 . 0.956 no
C67 . H673 . 0.959 no
C68 . C69 . 1.431(9) yes
C68 . H681 . 0.967 no
C68 . H682 . 0.970 no
C69 . H691 . 0.987 no
C69 . H692 . 0.966 no
C69 . H693 . 0.977 no
C71 . C72 . 1.399(9) yes
C71 . C76 . 1.389(9) yes
C71 . C77 . 1.454(9) yes
C72 . C73 . 1.399(9) yes
C72 . H721 . 0.920 no
C73 . C74 . 1.391(9) yes
C73 . C78 . 1.444(9) yes
C74 . C75 . 1.377(9) yes
C74 . H741 . 0.933 no
C75 . C76 . 1.377(9) yes
C75 . H751 . 0.944 no
C76 . H761 . 0.918 no
C77 . H771 . 0.962 no
C77 . H772 . 0.952 no
C77 . H773 . 0.952 no
C78 . H781 . 0.987 no
C78 . H782 . 0.951 no
C78 . H783 . 0.951 no
