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#$Date: 2016-03-22 11:57:57 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178926 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/55/4115525.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_4115525
loop_
_publ_author_name
'Ram Thaimattam'
'Feng Xue'
'Jagarlapudi A. R. P. Sarma'
'Thomas C. W. Mak'
'Gautam R. Desiraju'
_publ_section_title
;
 Inclusion Compounds of Tetrakis(4-nitrophenyl)methane: C-H...O Networks,
 Pseudopolymorphism, and Structural Transformations
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4432
_journal_page_last               4445
_journal_paper_doi               10.1021/ja0031826
_journal_volume                  123
_journal_year                    2001
_chemical_formula_sum            'C57 H39 Br N8 O17'
_chemical_formula_weight         1187.87
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.340(2)
_cell_length_b                   15.680(2)
_cell_length_c                   18.216(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      5
_cell_volume                     5238.4(11)
_computing_cell_refinement       'MSC/AFC Diffractometer Control (MSC, 1994)'
_computing_data_collection       'MSC/AFC Diffractometer Control (MSC, 1994)'
_computing_data_reduction        'MSC/AFC Diffractometer Control (MSC, 1994)'
_computing_molecular_graphics    'SHELXTL-PC (Siemens, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source
;
Rigaku RU-200 rotating-anode generator powered at 50kV and 90mA
;
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1923
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5134
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.04
_diffrn_standards_decay_%        1.14
_diffrn_standards_interval_count 197
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.870
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.934
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            'Pale yellow'
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_description       prism
_exptl_crystal_F_000             2432
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.601
_refine_diff_density_min         -0.650
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.0011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.904
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         5134
_refine_ls_number_restraints     335
_refine_ls_restrained_S_all      0.904
_refine_ls_R_factor_all          0.2805
_refine_ls_R_factor_gt           0.0651
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1106P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1732
_refine_ls_wR_factor_ref         0.2389
_reflns_number_gt                1581
_reflns_number_total             5134
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0031826_04.cif
_cod_data_source_block           4
_cod_original_cell_volume        5238.4(5)
_cod_database_code               4115525
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
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 0.2434(2) 0.1292(3) -0.0302(2) 0.0401(12) Uani 1 1 d . . .
C2 C 0.2503(2) 0.0648(3) 0.0340(2) 0.0403(11) Uani 1 1 d D . .
C3 C 0.1886(3) 0.0276(3) 0.0646(2) 0.0490(13) Uani 1 1 d D . .
H3 H 0.1427 0.0451 0.0492 0.059 Uiso 1 1 calc R . .
C4 C 0.1947(3) -0.0348(3) 0.1172(3) 0.0578(15) Uani 1 1 d D . .
H4 H 0.1531 -0.0588 0.1380 0.069 Uiso 1 1 calc R . .
C5 C 0.2626(3) -0.0612(3) 0.1387(2) 0.0506(14) Uani 1 1 d D . .
C6 C 0.3246(3) -0.0270(3) 0.1085(2) 0.0465(13) Uani 1 1 d D . .
H6 H 0.3703 -0.0461 0.1232 0.056 Uiso 1 1 calc R . .
C7 C 0.3182(3) 0.0361(3) 0.0561(2) 0.0496(13) Uani 1 1 d D . .
H7 H 0.3600 0.0596 0.0353 0.060 Uiso 1 1 calc R . .
N1 N 0.2705(2) -0.1266(2) 0.1971(2) 0.0582(12) Uani 1 1 d D . .
O1 O 0.3319(2) -0.1478(2) 0.21559(18) 0.0778(12) Uani 1 1 d D . .
O2 O 0.2152(2) -0.1550(3) 0.2246(2) 0.0872(13) Uani 1 1 d D . .
C8 C 0.3095(2) 0.1910(3) -0.0359(2) 0.0459(13) Uani 1 1 d D . .
C9 C 0.3374(2) 0.2175(3) -0.1027(2) 0.0521(14) Uani 1 1 d D . .
H9 H 0.3187 0.1945 -0.1458 0.063 Uiso 1 1 calc R . .
C10 C 0.3923(2) 0.2775(3) -0.1067(3) 0.0554(14) Uani 1 1 d D . .
H10 H 0.4106 0.2949 -0.1520 0.067 Uiso 1 1 calc R . .
C11 C 0.4194(2) 0.3109(3) -0.0429(3) 0.0520(13) Uani 1 1 d D . .
C12 C 0.3937(3) 0.2869(3) 0.0243(3) 0.0579(15) Uani 1 1 d D . .
H12 H 0.4134 0.3102 0.0669 0.069 Uiso 1 1 calc R . .
C13 C 0.3377(2) 0.2270(3) 0.0283(2) 0.0510(14) Uani 1 1 d D . .
H13 H 0.3190 0.2109 0.0737 0.061 Uiso 1 1 calc R . .
N2 N 0.4784(2) 0.3744(3) -0.0449(3) 0.0683(14) Uani 1 1 d D . .
O3 O 0.4999(2) 0.3987(3) -0.1057(2) 0.0924(14) Uani 1 1 d D . .
O4 O 0.5045(2) 0.3998(3) 0.0120(3) 0.0911(14) Uani 1 1 d D . .
C14 C 0.1794(2) 0.1925(3) -0.0216(2) 0.0409(12) Uani 1 1 d D . .
C15 C 0.1539(2) 0.2172(3) 0.0470(2) 0.0469(13) Uani 1 1 d D . .
H15 H 0.1731 0.1921 0.0891 0.056 Uiso 1 1 calc R . .
C16 C 0.1000(2) 0.2788(3) 0.0533(3) 0.0511(14) Uani 1 1 d D . .
H16 H 0.0826 0.2946 0.0992 0.061 Uiso 1 1 calc R . .
C17 C 0.0728(2) 0.3164(3) -0.0089(2) 0.0478(13) Uani 1 1 d D . .
C18 C 0.0979(2) 0.2955(3) -0.0777(3) 0.0535(14) Uani 1 1 d D . .
H18 H 0.0792 0.3222 -0.1192 0.064 Uiso 1 1 calc R . .
C19 C 0.1519(2) 0.2335(3) -0.0840(2) 0.0499(13) Uani 1 1 d D . .
H19 H 0.1699 0.2193 -0.1301 0.060 Uiso 1 1 calc R . .
N3 N 0.0145(2) 0.3805(3) -0.0024(3) 0.0585(12) Uani 1 1 d D . .
O5 O -0.0114(2) 0.3933(2) 0.0582(2) 0.0825(13) Uani 1 1 d D . .
O6 O -0.0058(2) 0.4174(2) -0.0575(2) 0.0857(13) Uani 1 1 d D . .
C20 C 0.2335(2) 0.0681(3) -0.0965(2) 0.0440(13) Uani 1 1 d D . .
C21 C 0.2946(3) 0.0276(3) -0.1259(2) 0.0512(14) Uani 1 1 d D . .
H21 H 0.3411 0.0426 -0.1100 0.061 Uiso 1 1 calc R . .
C22 C 0.2859(3) -0.0351(3) -0.1791(2) 0.0542(14) Uani 1 1 d D . .
H22 H 0.3263 -0.0627 -0.1988 0.065 Uiso 1 1 calc R . .
C23 C 0.2169(3) -0.0558(3) -0.2021(2) 0.0493(13) Uani 1 1 d D . .
C24 C 0.1558(3) -0.0187(3) -0.1718(2) 0.0544(14) Uani 1 1 d D . .
H24 H 0.1094 -0.0354 -0.1867 0.065 Uiso 1 1 calc R . .
C25 C 0.1647(2) 0.0438(3) -0.1192(2) 0.0524(14) Uani 1 1 d D . .
H25 H 0.1238 0.0698 -0.0988 0.063 Uiso 1 1 calc R . .
N4 N 0.2069(3) -0.1214(3) -0.2596(2) 0.0618(13) Uani 1 1 d D . .
O7 O 0.2621(2) -0.1497(2) -0.2892(2) 0.0858(13) Uani 1 1 d D . .
O8 O 0.1451(3) -0.1431(3) -0.27595(18) 0.0899(14) Uani 1 1 d D . .
C26 C 0.5000 0.2744(4) 0.2500 0.094(2) Uani 1 2 d SDU . .
C27 C 0.4428(3) 0.2294(4) 0.2206(3) 0.0975(18) Uani 1 1 d DU A .
H27 H 0.4038 0.2584 0.1997 0.117 Uiso 1 1 calc R . .
C28 C 0.4428(3) 0.1450(4) 0.2219(3) 0.125(2) Uani 1 1 d DU . .
H28 H 0.4028 0.1157 0.2031 0.150 Uiso 1 1 calc R A .
C29 C 0.5000 0.0998(5) 0.2500 0.132(3) Uani 1 2 d SDU . .
Br1 Br 0.5000 0.3944(4) 0.2500 0.143(3) Uani 0.30 2 d SPDU A 1
Br1' Br 0.4788(2) 0.3898(2) 0.2239(3) 0.0868(12) Uani 0.25 1 d PDU . 2
O9 O 0.5000 0.0126(4) 0.2500 0.279(6) Uani 1 2 d SDU B 1
Br1" Br 0.5000 -0.0394(5) 0.2500 0.163(3) Uani 0.20 2 d SP C 2
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'
Br Br -0.2901 2.4595 '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
C14 C1 C2 113.9(3) . .
C14 C1 C20 112.8(3) . .
C2 C1 C20 101.3(3) . .
C14 C1 C8 101.4(3) . .
C2 C1 C8 113.1(3) . .
C20 C1 C8 115.0(3) . .
C7 C2 C3 118.7(4) . .
C7 C2 C1 120.3(4) . .
C3 C2 C1 120.6(4) . .
C4 C3 C2 120.9(4) . .
C5 C4 C3 119.2(5) . .
C4 C5 C6 121.3(4) . .
C4 C5 N1 120.2(4) . .
C6 C5 N1 118.5(4) . .
C5 C6 C7 119.2(4) . .
C6 C7 C2 120.6(4) . .
O2 N1 O1 123.9(4) . .
O2 N1 C5 117.8(4) . .
O1 N1 C5 118.4(4) . .
C9 C8 C13 118.5(4) . .
C9 C8 C1 122.3(4) . .
C13 C8 C1 118.9(4) . .
C8 C9 C10 121.4(4) . .
C11 C10 C9 118.7(4) . .
C12 C11 C10 122.1(4) . .
C12 C11 N2 117.6(4) . .
C10 C11 N2 120.3(4) . .
C11 C12 C13 119.2(4) . .
C12 C13 C8 120.1(4) . .
O4 N2 O3 122.8(5) . .
O4 N2 C11 119.4(5) . .
O3 N2 C11 117.8(5) . .
C15 C14 C19 118.8(4) . .
C15 C14 C1 121.7(4) . .
C19 C14 C1 119.1(4) . .
C16 C15 C14 120.5(4) . .
C17 C16 C15 119.5(4) . .
C16 C17 C18 121.9(4) . .
C16 C17 N3 119.4(4) . .
C18 C17 N3 118.7(4) . .
C17 C18 C19 118.7(4) . .
C18 C19 C14 120.7(4) . .
O6 N3 O5 123.3(4) . .
O6 N3 C17 118.7(4) . .
O5 N3 C17 118.0(4) . .
C25 C20 C21 119.6(4) . .
C25 C20 C1 120.6(4) . .
C21 C20 C1 119.1(4) . .
C22 C21 C20 119.8(5) . .
C23 C22 C21 119.1(5) . .
C22 C23 C24 121.9(4) . .
C22 C23 N4 119.7(4) . .
C24 C23 N4 118.4(4) . .
C23 C24 C25 118.8(4) . .
C20 C25 C24 120.7(4) . .
O8 N4 O7 123.8(4) . .
O8 N4 C23 118.8(4) . .
O7 N4 C23 117.3(4) . .
C27 C26 C27 118.1(6) . 3_655
C27 C26 Br1 120.9(3) . .
C27 C26 Br1 120.9(3) 3_655 .
C27 C26 Br1' 137.7(4) . 3_655
C27 C26 Br1' 103.6(3) 3_655 3_655
C27 C26 Br1' 103.6(3) . .
C27 C26 Br1' 137.7(4) 3_655 .
C28 C27 C26 120.5(4) . .
C27 C28 C29 121.7(5) . .
C28 C29 C28 117.5(7) . 3_655
C28 C29 O9 121.3(3) . .
C28 C29 O9 121.3(3) 3_655 .
C28 C29 Br1" 121.3(3) . .
C28 C29 Br1" 121.3(3) 3_655 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C14 1.544(6) .
C1 C2 1.550(6) .
C1 C20 1.553(6) .
C1 C8 1.556(6) .
C2 C7 1.385(5) .
C2 C3 1.389(5) .
C3 C4 1.374(6) .
C4 C5 1.370(6) .
C5 C6 1.373(6) .
C5 N1 1.485(5) .
C6 C7 1.380(5) .
N1 O2 1.215(5) .
N1 O1 1.221(5) .
C8 C9 1.384(6) .
C8 C13 1.397(5) .
C9 C10 1.380(6) .
C10 C11 1.369(6) .
C11 C12 1.363(6) .
C11 N2 1.472(6) .
C12 C13 1.395(6) .
N2 O4 1.209(5) .
N2 O3 1.236(5) .
C14 C15 1.389(5) .
C14 C19 1.401(5) .
C15 C16 1.387(6) .
C16 C17 1.371(6) .
C17 C18 1.375(6) .
C17 N3 1.471(5) .
C18 C19 1.392(6) .
N3 O6 1.217(5) .
N3 O5 1.219(5) .
C20 C25 1.383(5) .
C20 C21 1.395(5) .
C21 C22 1.389(6) .
C22 C23 1.372(6) .
C23 C24 1.377(6) .
C23 N4 1.479(6) .
C24 C25 1.380(6) .
N4 O8 1.219(5) .
N4 O7 1.230(5) .
C26 C27 1.373(6) .
C26 C27 1.373(6) 3_655
C26 Br1 1.882(7) .
C26 Br1' 1.911(6) 3_655
C26 Br1' 1.911(6) .
C27 C28 1.323(9) .
C28 C29 1.366(6) .
C29 C28 1.366(6) 3_655
C29 O9 1.368(7) .
C29 Br1" 2.183(10) .
