#------------------------------------------------------------------------------
#$Date: 2016-11-18 12:01:33 +0200 (Fri, 18 Nov 2016) $
#$Revision: 188564 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/51/95/1519522.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_1519522
loop_
_publ_author_name
'Shi, A. J.'
'Hursthouse, Michael B.'
'Light, Mark E.'
'Carniolo, S.'
'Gale, Phil A.'
_publ_section_title
;
 Tetrabutylammonium N,N'-diphenyl-3,4-dichloropyrrolate-2,5-dicarboxamide
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              53
_journal_year                    2002
_chemical_formula_sum            'C34 H48 Cl2 N4 O2'
_chemical_formula_weight         615.66
_space_group_IT_number           7
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 99.944(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.2385(4)
_cell_length_b                   16.9228(5)
_cell_length_c                   15.0678(4)
_cell_measurement_reflns_used    12049
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     3324.96(17)
_computing_cell_refinement       'DENZO & COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method       'Φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_sigmaI/netI    0.0981
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19094
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         3.00
_exptl_absorpt_coefficient_mu    0.231
_exptl_absorpt_correction_T_max  0.9773
_exptl_absorpt_correction_T_min  0.9662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV (Blessing, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.05(4)
_refine_ls_extinction_coef       0.0034(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     766
_refine_ls_number_reflns         10094
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.0819
_refine_ls_R_factor_gt           0.0476
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0345P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0984
_reflns_number_gt                7453
_reflns_number_total             10094
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-53.cif
_cod_data_source_block           02sot007
_cod_depositor_comments
;
Citation :
Shi, A. J. and Hursthouse, Michael B. and Light, Mark E. and 
Carniolo, S. and Gale, Phil A. (2002) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/53)

More at:
http://ecrystals.chem.soton.ac.uk/53/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 
;
_cod_original_sg_symbol_H-M      Pn
_cod_database_code               1519522
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -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
C1 C 0.5584(3) 0.7204(2) 0.8172(2) 0.0283(10) Uani 1 1 d . . .
H1 H 0.5821 0.6857 0.7756 0.034 Uiso 1 1 calc R . .
C2 C 0.6223(3) 0.7400(2) 0.8973(3) 0.0343(10) Uani 1 1 d . . .
H2 H 0.6903 0.7200 0.9092 0.041 Uiso 1 1 calc R . .
C3 C 0.5885(3) 0.7880(2) 0.9597(3) 0.0324(10) Uani 1 1 d . . .
H3 H 0.6321 0.8004 1.0148 0.039 Uiso 1 1 calc R . .
C4 C 0.4909(3) 0.8178(2) 0.9411(2) 0.0304(10) Uani 1 1 d . . .
H4 H 0.4672 0.8514 0.9836 0.036 Uiso 1 1 calc R . .
C5 C 0.4266(3) 0.7998(2) 0.8615(2) 0.0256(9) Uani 1 1 d . . .
H5 H 0.3590 0.8206 0.8500 0.031 Uiso 1 1 calc R . .
C6 C 0.4604(3) 0.7513(2) 0.7979(2) 0.0241(9) Uani 1 1 d . . .
C7 C 0.4162(3) 0.7099(2) 0.6365(2) 0.0223(9) Uani 1 1 d . . .
C8 C 0.3246(3) 0.6968(2) 0.5673(2) 0.0205(9) Uani 1 1 d . . .
C9 C 0.1614(3) 0.6916(2) 0.5102(2) 0.0204(9) Uani 1 1 d . . .
C10 C 0.2146(3) 0.6759(2) 0.4400(2) 0.0222(9) Uani 1 1 d . . .
C11 C 0.3186(3) 0.6799(2) 0.4761(2) 0.0208(9) Uani 1 1 d . . .
C12 C 0.0507(3) 0.6955(2) 0.5090(2) 0.0207(9) Uani 1 1 d . . .
C13 C -0.0733(3) 0.7263(2) 0.6134(2) 0.0238(9) Uani 1 1 d . . .
C14 C -0.0773(3) 0.7635(2) 0.6952(3) 0.0306(10) Uani 1 1 d . . .
H14 H -0.0159 0.7805 0.7326 0.037 Uiso 1 1 calc R . .
C15 C -0.1714(3) 0.7755(2) 0.7216(3) 0.0359(10) Uani 1 1 d . . .
H15 H -0.1743 0.8008 0.7774 0.043 Uiso 1 1 calc R . .
C16 C -0.2609(3) 0.7513(2) 0.6676(3) 0.0362(11) Uani 1 1 d . . .
H16 H -0.3253 0.7608 0.6851 0.043 Uiso 1 1 calc R . .
C17 C -0.2555(3) 0.7130(2) 0.5879(3) 0.0330(10) Uani 1 1 d . . .
H17 H -0.3170 0.6952 0.5513 0.040 Uiso 1 1 calc R . .
C18 C -0.1617(3) 0.6996(2) 0.5595(3) 0.0261(9) Uani 1 1 d . . .
H18 H -0.1590 0.6728 0.5046 0.031 Uiso 1 1 calc R . .
C53 C 0.8669(3) 0.4658(2) 0.7210(2) 0.0235(9) Uani 1 1 d . . .
H53A H 0.8102 0.4469 0.7506 0.028 Uiso 1 1 calc R . .
H53B H 0.9292 0.4360 0.7472 0.028 Uiso 1 1 calc R . .
C54 C 0.8850(3) 0.5524(2) 0.7433(2) 0.0263(9) Uani 1 1 d . . .
H54A H 0.8297 0.5844 0.7078 0.032 Uiso 1 1 calc R . .
H54B H 0.9511 0.5691 0.7269 0.032 Uiso 1 1 calc R . .
C55 C 0.8872(3) 0.5667(2) 0.8438(2) 0.0293(10) Uani 1 1 d . . .
H55A H 0.9354 0.5288 0.8788 0.035 Uiso 1 1 calc R . .
H55B H 0.9135 0.6207 0.8593 0.035 Uiso 1 1 calc R . .
C56 C 0.7832(3) 0.5581(2) 0.8713(3) 0.0355(10) Uani 1 1 d . . .
H56A H 0.7334 0.5916 0.8329 0.053 Uiso 1 1 calc R . .
H56B H 0.7876 0.5741 0.9344 0.053 Uiso 1 1 calc R . .
H56C H 0.7611 0.5028 0.8645 0.053 Uiso 1 1 calc R . .
C57 C 0.7453(3) 0.4901(2) 0.5774(2) 0.0209(9) Uani 1 1 d . . .
H57A H 0.7266 0.4714 0.5144 0.025 Uiso 1 1 calc R . .
H57B H 0.7625 0.5469 0.5751 0.025 Uiso 1 1 calc R . .
C58 C 0.6516(3) 0.4822(2) 0.6223(2) 0.0281(10) Uani 1 1 d . . .
H58A H 0.6418 0.4262 0.6379 0.034 Uiso 1 1 calc R . .
H58B H 0.6613 0.5136 0.6786 0.034 Uiso 1 1 calc R . .
C59 C 0.5589(3) 0.5114(2) 0.5589(2) 0.0323(10) Uani 1 1 d . . .
H59A H 0.5522 0.4809 0.5022 0.039 Uiso 1 1 calc R . .
H59B H 0.5701 0.5674 0.5442 0.039 Uiso 1 1 calc R . .
C60 C 0.4597(3) 0.5052(2) 0.5950(3) 0.0310(10) Uani 1 1 d . . .
H60A H 0.4479 0.4500 0.6100 0.046 Uiso 1 1 calc R . .
H60B H 0.4030 0.5237 0.5492 0.046 Uiso 1 1 calc R . .
H60C H 0.4640 0.5378 0.6493 0.046 Uiso 1 1 calc R . .
C61 C 0.8170(3) 0.3583(2) 0.6112(2) 0.0233(9) Uani 1 1 d . . .
H61A H 0.7649 0.3455 0.6489 0.028 Uiso 1 1 calc R . .
H61B H 0.7855 0.3481 0.5478 0.028 Uiso 1 1 calc R . .
C62 C 0.9057(3) 0.3023(2) 0.6360(3) 0.0325(10) Uani 1 1 d . . .
H62A H 0.9412 0.3139 0.6980 0.039 Uiso 1 1 calc R . .
H62B H 0.9553 0.3102 0.5946 0.039 Uiso 1 1 calc R . .
C63 C 0.8695(3) 0.2174(2) 0.6306(3) 0.0319(10) Uani 1 1 d . . .
H63A H 0.9302 0.1823 0.6401 0.038 Uiso 1 1 calc R . .
H63B H 0.8313 0.2073 0.5691 0.038 Uiso 1 1 calc R . .
C64 C 0.8006(4) 0.1956(2) 0.6990(3) 0.0410(11) Uani 1 1 d . . .
H64A H 0.8326 0.2138 0.7591 0.061 Uiso 1 1 calc R . .
H64B H 0.7918 0.1381 0.6998 0.061 Uiso 1 1 calc R . .
H64C H 0.7336 0.2210 0.6818 0.061 Uiso 1 1 calc R . .
C65 C 0.9280(3) 0.4701(2) 0.5751(2) 0.0240(9) Uani 1 1 d . . .
H65A H 0.9901 0.4409 0.6033 0.029 Uiso 1 1 calc R . .
H65B H 0.9417 0.5271 0.5865 0.029 Uiso 1 1 calc R . .
C66 C 0.9122(3) 0.4563(2) 0.4741(2) 0.0300(10) Uani 1 1 d . . .
H66A H 0.8920 0.4007 0.4610 0.036 Uiso 1 1 calc R . .
H66B H 0.8558 0.4905 0.4440 0.036 Uiso 1 1 calc R . .
C67 C 1.0089(3) 0.4742(2) 0.4369(2) 0.0291(10) Uani 1 1 d . . .
H67A H 1.0596 0.4315 0.4542 0.035 Uiso 1 1 calc R . .
H67B H 1.0392 0.5244 0.4628 0.035 Uiso 1 1 calc R . .
C68 C 0.9847(3) 0.4810(2) 0.3343(2) 0.0345(10) Uani 1 1 d . . .
H68A H 0.9497 0.4329 0.3090 0.052 Uiso 1 1 calc R . .
H68B H 1.0486 0.4876 0.3106 0.052 Uiso 1 1 calc R . .
H68C H 0.9402 0.5268 0.3174 0.052 Uiso 1 1 calc R . .
N1 N 0.3922(2) 0.73402(17) 0.71770(18) 0.0232(7) Uani 1 1 d . . .
H1A H 0.3265 0.7393 0.7197 0.028 Uiso 1 1 calc R . .
N2 N 0.2288(2) 0.70454(16) 0.58764(18) 0.0198(7) Uani 1 1 d . . .
N3 N 0.0264(2) 0.71747(16) 0.59057(19) 0.0212(7) Uani 1 1 d . . .
H3A H 0.0785 0.7273 0.6339 0.025 Uiso 1 1 calc R . .
N8 N 0.8407(2) 0.44614(16) 0.62115(18) 0.0210(7) Uani 1 1 d . . .
O1 O 0.5042(2) 0.69959(15) 0.62373(16) 0.0302(7) Uani 1 1 d . . .
O2 O -0.0134(2) 0.68166(14) 0.44229(16) 0.0273(6) Uani 1 1 d . . .
Cl1 Cl 0.41730(7) 0.66837(6) 0.41544(6) 0.0305(2) Uani 1 1 d . . .
Cl2 Cl 0.16460(8) 0.65831(5) 0.32786(6) 0.0297(2) Uani 1 1 d . . .
C19 C 0.1557(3) 0.4836(2) 0.8058(2) 0.0262(9) Uani 1 1 d . . .
H19 H 0.1337 0.4999 0.8597 0.031 Uiso 1 1 calc R . .
C20 C 0.1589(3) 0.4046(2) 0.7860(3) 0.0360(11) Uani 1 1 d . . .
H20 H 0.1408 0.3665 0.8269 0.043 Uiso 1 1 calc R . .
C21 C 0.1886(3) 0.3799(2) 0.7060(3) 0.0337(10) Uani 1 1 d . . .
H21 H 0.1900 0.3253 0.6917 0.040 Uiso 1 1 calc R . .
C22 C 0.2159(3) 0.4357(2) 0.6478(3) 0.0293(10) Uani 1 1 d . . .
H22 H 0.2362 0.4193 0.5932 0.035 Uiso 1 1 calc R . .
C23 C 0.2142(3) 0.5146(2) 0.6680(3) 0.0271(9) Uani 1 1 d . . .
H23 H 0.2336 0.5522 0.6274 0.033 Uiso 1 1 calc R . .
C24 C 0.1844(3) 0.5402(2) 0.7477(2) 0.0234(9) Uani 1 1 d . . .
C25 C 0.1663(3) 0.6607(2) 0.8390(2) 0.0248(9) Uani 1 1 d . . .
C26 C 0.1636(3) 0.7470(2) 0.8308(2) 0.0233(9) Uani 1 1 d . . .
C27 C 0.1679(3) 0.8631(2) 0.7675(2) 0.0227(9) Uani 1 1 d . . .
C28 C 0.1421(3) 0.8755(2) 0.8521(2) 0.0268(9) Uani 1 1 d . . .
C29 C 0.1401(3) 0.8029(2) 0.8923(2) 0.0253(9) Uani 1 1 d . . .
C30 C 0.1835(3) 0.9215(2) 0.6991(2) 0.0253(9) Uani 1 1 d . . .
C31 C 0.2467(3) 0.9330(2) 0.5531(2) 0.0228(9) Uani 1 1 d . . .
C32 C 0.2867(3) 0.8891(2) 0.4897(2) 0.0331(11) Uani 1 1 d . . .
H32 H 0.2872 0.8331 0.4938 0.040 Uiso 1 1 calc R . .
C33 C 0.3259(4) 0.9251(2) 0.4207(3) 0.0430(12) Uani 1 1 d . . .
H33 H 0.3534 0.8940 0.3782 0.052 Uiso 1 1 calc R . .
C34 C 0.3249(4) 1.0057(2) 0.4139(3) 0.0406(12) Uani 1 1 d . . .
H34 H 0.3521 1.0308 0.3667 0.049 Uiso 1 1 calc R . .
C35 C 0.2845(3) 1.0501(2) 0.4753(3) 0.0373(11) Uani 1 1 d . . .
H35 H 0.2830 1.1060 0.4699 0.045 Uiso 1 1 calc R . .
C36 C 0.2459(3) 1.0146(2) 0.5452(3) 0.0322(10) Uani 1 1 d . . .
H36 H 0.2188 1.0461 0.5877 0.039 Uiso 1 1 calc R . .
N4 N 0.1826(2) 0.62218(17) 0.76231(19) 0.0247(8) Uani 1 1 d . . .
H4A H 0.1932 0.6523 0.7172 0.030 Uiso 1 1 calc R . .
N5 N 0.1801(2) 0.78412(16) 0.75426(18) 0.0217(7) Uani 1 1 d . . .
N6 N 0.2125(2) 0.89134(17) 0.62256(19) 0.0274(8) Uani 1 1 d . . .
H6 H 0.2092 0.8396 0.6165 0.033 Uiso 1 1 calc R . .
O3 O 0.1548(2) 0.62647(15) 0.90791(16) 0.0335(7) Uani 1 1 d . . .
O4 O 0.1712(2) 0.99286(16) 0.71015(17) 0.0380(7) Uani 1 1 d . . .
Cl3 Cl 0.10948(9) 0.78736(6) 0.99745(6) 0.0417(3) Uani 1 1 d . . .
Cl4 Cl 0.11754(9) 0.96402(6) 0.90210(7) 0.0434(3) Uani 1 1 d . . .
C37 C 0.9860(4) 0.8963(2) 0.4256(3) 0.0416(12) Uani 1 1 d . . .
H37A H 0.9764 0.8447 0.4539 0.050 Uiso 1 1 calc R . .
H37B H 1.0598 0.9014 0.4227 0.050 Uiso 1 1 calc R . .
C38 C 0.9584(4) 0.9606(3) 0.4868(3) 0.0577(15) Uani 1 1 d . . .
H38A H 1.0203 0.9929 0.5072 0.069 Uiso 1 1 calc R . .
H38B H 0.9067 0.9954 0.4509 0.069 Uiso 1 1 calc R . .
C39 C 0.9196(5) 0.9354(3) 0.5634(3) 0.081(2) Uani 1 1 d . . .
H39A H 0.9704 0.8990 0.5977 0.097 Uiso 1 1 calc R . .
H39B H 0.8566 0.9044 0.5424 0.097 Uiso 1 1 calc R . .
C40 C 0.8942(5) 0.9973(3) 0.6275(3) 0.0624(15) Uani 1 1 d . . .
H40A H 0.9569 1.0254 0.6540 0.094 Uiso 1 1 calc R . .
H40B H 0.8643 0.9719 0.6755 0.094 Uiso 1 1 calc R . .
H40C H 0.8449 1.0348 0.5950 0.094 Uiso 1 1 calc R . .
C41 C 0.8133(4) 0.8898(2) 0.3292(3) 0.0381(11) Uani 1 1 d . . .
H41A H 0.7773 0.8972 0.2665 0.046 Uiso 1 1 calc R . .
H41B H 0.7932 0.9339 0.3656 0.046 Uiso 1 1 calc R . .
C42 C 0.7770(4) 0.8133(2) 0.3648(3) 0.0382(11) Uani 1 1 d . . .
H42A H 0.8226 0.7992 0.4218 0.046 Uiso 1 1 calc R . .
H42B H 0.7812 0.7705 0.3208 0.046 Uiso 1 1 calc R . .
C43 C 0.6666(4) 0.8199(3) 0.3816(3) 0.0449(12) Uani 1 1 d . . .
H43A H 0.6481 0.7705 0.4103 0.054 Uiso 1 1 calc R . .
H43B H 0.6623 0.8638 0.4242 0.054 Uiso 1 1 calc R . .
C44 C 0.5903(4) 0.8341(3) 0.2967(3) 0.0472(12) Uani 1 1 d . . .
H44A H 0.6042 0.8853 0.2709 0.071 Uiso 1 1 calc R . .
H44B H 0.5207 0.8342 0.3107 0.071 Uiso 1 1 calc R . .
H44C H 0.5963 0.7921 0.2531 0.071 Uiso 1 1 calc R . .
C45 C 0.9639(3) 0.8230(2) 0.2840(2) 0.0310(10) Uani 1 1 d . . .
H45A H 1.0388 0.8281 0.2858 0.037 Uiso 1 1 calc R . .
H45B H 0.9525 0.7753 0.3190 0.037 Uiso 1 1 calc R . .
C46 C 0.9129(4) 0.8106(2) 0.1872(3) 0.0363(11) Uani 1 1 d . . .
H46A H 0.9318 0.8545 0.1498 0.044 Uiso 1 1 calc R . .
H46B H 0.8375 0.8115 0.1835 0.044 Uiso 1 1 calc R . .
C47 C 0.9439(3) 0.7328(2) 0.1497(2) 0.0312(10) Uani 1 1 d . . .
H47A H 1.0183 0.7338 0.1478 0.037 Uiso 1 1 calc R . .
H47B H 0.9309 0.6892 0.1901 0.037 Uiso 1 1 calc R . .
C48 C 0.8851(4) 0.7177(2) 0.0562(3) 0.0418(12) Uani 1 1 d . . .
H48A H 0.8116 0.7149 0.0583 0.063 Uiso 1 1 calc R . .
H48B H 0.9076 0.6675 0.0336 0.063 Uiso 1 1 calc R . .
H48C H 0.8978 0.7607 0.0161 0.063 Uiso 1 1 calc R . .
C49 C 0.9480(4) 0.9706(2) 0.2807(3) 0.0405(12) Uani 1 1 d . . .
H49A H 0.9092 0.9679 0.2184 0.049 Uiso 1 1 calc R . .
H49B H 0.9207 1.0158 0.3109 0.049 Uiso 1 1 calc R . .
C50 C 1.0596(5) 0.9868(3) 0.2762(4) 0.0721(17) Uani 1 1 d . . .
H50A H 1.0984 0.9919 0.3383 0.087 Uiso 1 1 calc R . .
H50B H 1.0880 0.9410 0.2478 0.087 Uiso 1 1 calc R . .
C51 C 1.0756(5) 1.0608(3) 0.2237(4) 0.0805(19) Uani 1 1 d . . .
H51A H 1.0360 1.1046 0.2446 0.097 Uiso 1 1 calc R . .
H51B H 1.1491 1.0755 0.2371 0.097 Uiso 1 1 calc R . .
C52 C 1.0471(8) 1.0531(5) 0.1330(5) 0.158(4) Uani 1 1 d . . .
H52A H 1.0546 0.9978 0.1159 0.236 Uiso 1 1 calc R . .
H52B H 1.0907 1.0866 0.1024 0.236 Uiso 1 1 calc R . .
H52C H 0.9754 1.0693 0.1154 0.236 Uiso 1 1 calc R . .
N7 N 0.9272(3) 0.89456(17) 0.3302(2) 0.0322(9) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C6 C1 C2 120.0(4) . .
C3 C2 C1 121.0(4) . .
C4 C3 C2 119.0(4) . .
C3 C4 C5 121.0(4) . .
C4 C5 C6 120.3(4) . .
C1 C6 C5 118.7(3) . .
C1 C6 N1 122.8(3) . .
C5 C6 N1 118.5(3) . .
O1 C7 N1 123.6(3) . .
O1 C7 C8 123.8(3) . .
N1 C7 C8 112.6(3) . .
N2 C8 C11 110.2(3) . .
N2 C8 C7 120.8(3) . .
C11 C8 C7 128.9(4) . .
N2 C9 C10 109.9(3) . .
N2 C9 C12 120.7(3) . .
C10 C9 C12 129.5(3) . .
C11 C10 C9 106.9(3) . .
C11 C10 Cl2 125.1(3) . .
C9 C10 Cl2 128.0(3) . .
C10 C11 C8 106.2(3) . .
C10 C11 Cl1 125.1(3) . .
C8 C11 Cl1 128.7(3) . .
O2 C12 N3 123.5(3) . .
O2 C12 C9 123.6(3) . .
N3 C12 C9 112.9(3) . .
C18 C13 C14 120.7(4) . .
C18 C13 N3 123.3(3) . .
C14 C13 N3 116.0(3) . .
C15 C14 C13 119.6(4) . .
C16 C15 C14 120.6(4) . .
C17 C16 C15 119.1(4) . .
C16 C17 C18 121.7(4) . .
C13 C18 C17 118.3(4) . .
C54 C53 N8 115.6(3) . .
C53 C54 C55 110.4(3) . .
C56 C55 C54 113.2(3) . .
N8 C57 C58 116.5(3) . .
C59 C58 C57 109.1(3) . .
C58 C59 C60 114.4(3) . .
C62 C61 N8 116.9(3) . .
C61 C62 C63 111.0(3) . .
C62 C63 C64 114.3(3) . .
N8 C65 C66 115.9(3) . .
C67 C66 C65 111.2(3) . .
C66 C67 C68 110.3(3) . .
C7 N1 C6 127.7(3) . .
C9 N2 C8 106.8(3) . .
C12 N3 C13 127.7(3) . .
C65 N8 C57 108.4(3) . .
C65 N8 C61 112.4(3) . .
C57 N8 C61 107.1(3) . .
C65 N8 C53 109.6(3) . .
C57 N8 C53 110.7(3) . .
C61 N8 C53 108.6(3) . .
C20 C19 C24 120.7(4) . .
C19 C20 C21 120.3(4) . .
C22 C21 C20 119.2(4) . .
C23 C22 C21 120.7(4) . .
C22 C23 C24 120.8(4) . .
C19 C24 C23 118.3(3) . .
C19 C24 N4 124.5(3) . .
C23 C24 N4 117.2(3) . .
O3 C25 N4 123.3(3) . .
O3 C25 C26 122.6(3) . .
N4 C25 C26 114.0(3) . .
N5 C26 C29 109.7(3) . .
N5 C26 C25 121.7(3) . .
C29 C26 C25 128.6(3) . .
N5 C27 C28 109.6(3) . .
N5 C27 C30 121.5(3) . .
C28 C27 C30 129.0(3) . .
C29 C28 C27 107.2(3) . .
C29 C28 Cl4 124.3(3) . .
C27 C28 Cl4 128.5(3) . .
C28 C29 C26 106.9(3) . .
C28 C29 Cl3 124.7(3) . .
C26 C29 Cl3 128.4(3) . .
O4 C30 N6 122.6(3) . .
O4 C30 C27 121.7(3) . .
N6 C30 C27 115.7(3) . .
C32 C31 C36 118.3(3) . .
C32 C31 N6 117.1(3) . .
C36 C31 N6 124.5(3) . .
C33 C32 C31 121.3(4) . .
C34 C33 C32 119.8(4) . .
C33 C34 C35 119.7(4) . .
C34 C35 C36 120.9(4) . .
C35 C36 C31 119.9(4) . .
C25 N4 C24 127.5(3) . .
C26 N5 C27 106.7(3) . .
C30 N6 C31 127.8(3) . .
C38 C37 N7 117.1(4) . .
C39 C38 C37 116.3(4) . .
C38 C39 C40 118.1(4) . .
N7 C41 C42 114.9(3) . .
C41 C42 C43 111.6(3) . .
C44 C43 C42 113.0(4) . .
C46 C45 N7 115.4(3) . .
C45 C46 C47 112.0(3) . .
C48 C47 C46 111.5(3) . .
C50 C49 N7 115.5(4) . .
C51 C50 C49 113.5(5) . .
C52 C51 C50 113.9(5) . .
C41 N7 C37 111.1(3) . .
C41 N7 C45 110.6(3) . .
C37 N7 C45 107.4(3) . .
C41 N7 C49 107.6(3) . .
C37 N7 C49 109.8(3) . .
C45 N7 C49 110.3(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.383(5) .
C1 C2 1.390(5) .
C2 C3 1.374(5) .
C3 C4 1.370(5) .
C4 C5 1.379(5) .
C5 C6 1.394(5) .
C6 N1 1.409(4) .
C7 O1 1.226(4) .
C7 N1 1.378(4) .
C7 C8 1.473(5) .
C8 N2 1.361(4) .
C8 C11 1.393(5) .
C9 N2 1.358(4) .
C9 C10 1.393(5) .
C9 C12 1.465(5) .
C10 C11 1.392(5) .
C10 Cl2 1.731(4) .
C11 Cl1 1.729(4) .
C12 O2 1.221(4) .
C12 N3 1.374(4) .
C13 C18 1.381(5) .
C13 C14 1.394(5) .
C13 N3 1.428(4) .
C14 C15 1.387(5) .
C15 C16 1.379(6) .
C16 C17 1.376(5) .
C17 C18 1.400(5) .
C53 C54 1.513(5) .
C53 N8 1.521(4) .
C54 C55 1.529(5) .
C55 C56 1.512(5) .
C57 N8 1.516(4) .
C57 C58 1.519(5) .
C58 C59 1.502(5) .
C59 C60 1.509(5) .
C61 C62 1.505(5) .
C61 N8 1.521(4) .
C62 C63 1.513(5) .
C63 C64 1.534(5) .
C65 N8 1.504(4) .
C65 C66 1.518(5) .
C66 C67 1.515(5) .
C67 C68 1.528(5) .
C19 C20 1.373(5) .
C19 C24 1.395(5) .
C20 C21 1.395(5) .
C21 C22 1.378(5) .
C22 C23 1.370(5) .
C23 C24 1.396(5) .
C24 N4 1.405(4) .
C25 O3 1.222(4) .
C25 N4 1.376(4) .
C25 C26 1.466(5) .
C26 N5 1.363(4) .
C26 C29 1.396(5) .
C27 N5 1.366(4) .
C27 C28 1.392(5) .
C27 C30 1.467(5) .
C28 C29 1.371(5) .
C28 Cl4 1.733(4) .
C29 Cl3 1.723(3) .
C30 O4 1.234(4) .
C30 N6 1.375(4) .
C31 C32 1.385(5) .
C31 C36 1.385(5) .
C31 N6 1.401(4) .
C32 C33 1.381(5) .
C33 C34 1.367(6) .
C34 C35 1.371(6) .
C35 C36 1.385(5) .
C37 C38 1.511(5) .
C37 N7 1.512(5) .
C38 C39 1.407(6) .
C39 C40 1.502(6) .
C41 N7 1.508(5) .
C41 C42 1.511(5) .
C42 C43 1.530(6) .
C43 C44 1.507(6) .
C45 C46 1.513(5) .
C45 N7 1.518(4) .
C46 C47 1.516(5) .
C47 C48 1.509(5) .
C49 C50 1.517(7) .
C49 N7 1.535(5) .
C50 C51 1.516(7) .
C51 C52 1.360(8) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A N5 0.88 2.22 3.072(4) 161.5 .
N3 H3A N5 0.88 2.28 3.124(4) 161.9 .
N4 H4A N2 0.88 2.27 3.130(4) 167.4 .
N6 H6 N2 0.88 2.35 3.218(4) 168.9 .
