#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/55/4115523.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_4115523
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            'C39.5 H28 N6 O13'
_chemical_formula_weight         794.68
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           86
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-P 4bc'
_symmetry_space_group_name_H-M   'P 42/n :2'
_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                   13.139(6)
_cell_length_b                   13.139(6)
_cell_length_c                   23.087(13)
_cell_measurement_temperature    294(2)
_cell_volume                     3986(3)
_computing_cell_refinement       'Bruker SMART (Bruker, 1998)'
_computing_data_collection       'Bruker SMART (Bruker, 1998)'
_computing_data_reduction        'Bruker SAINT (Bruker, 1998)'
_computing_molecular_graphics    'XP in SHEXTL-NT 5.1 (Bruker, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker Smart CCD Area Detector'
_diffrn_measurement_method       'ω-φ scan'
_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  0.0826
_diffrn_reflns_av_sigmaI/netI    0.0534
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            26889
_diffrn_reflns_theta_full        27.57
_diffrn_reflns_theta_max         27.57
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.442
_exptl_absorpt_correction_type   'SADABS (Bruker, 1998)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_description       block
_exptl_crystal_F_000             1644
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.47
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.752
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       0.0027(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.335
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         4561
_refine_ls_number_restraints     294
_refine_ls_restrained_S_all      1.353
_refine_ls_R_factor_all          0.2288
_refine_ls_R_factor_gt           0.1463
_refine_ls_shift/su_max          0.157
_refine_ls_shift/su_mean         0.022
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4051
_refine_ls_wR_factor_ref         0.4464
_reflns_number_gt                1995
_reflns_number_total             4561
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0031826_02.cif
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      'P 42/n'
_cod_original_formula_sum        'C39.50 H28 N6 O13'
_cod_database_code               4115523
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y, x+1/2, z+1/2'
'y+1/2, -x, z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y, -x-1/2, -z-1/2'
'-y-1/2, x, -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
C1 C 0.2500 0.2500 0.2500 0.0471(16) Uani 1 4 d SDU
C2 C 0.1766(3) 0.3040(2) 0.20733(14) 0.0447(9) Uani 1 1 d DU
C3 C 0.0840(3) 0.2620(3) 0.19226(16) 0.0530(10) Uani 1 1 d DU
H3 H 0.0627 0.2019 0.2098 0.064 Uiso 1 1 calc R
C4 C 0.0229(3) 0.3080(3) 0.15163(16) 0.0595(11) Uani 1 1 d DU
H4 H -0.0393 0.2792 0.1418 0.071 Uiso 1 1 calc R
C5 C 0.0543(3) 0.3976(3) 0.12534(15) 0.0583(10) Uani 1 1 d DU
C6 C 0.1474(3) 0.4387(3) 0.13890(16) 0.0596(11) Uani 1 1 d DU
H6 H 0.1695 0.4978 0.1207 0.072 Uiso 1 1 calc R
C7 C 0.2064(3) 0.3923(3) 0.17889(16) 0.0534(10) Uani 1 1 d DU
H7 H 0.2694 0.4206 0.1877 0.064 Uiso 1 1 calc R
N1 N -0.0134(3) 0.4466(3) 0.08288(15) 0.0789(12) Uani 1 1 d DU
O1 O 0.0124(4) 0.5311(3) 0.06493(16) 0.1168(15) Uani 1 1 d DU
O2 O -0.0910(3) 0.4031(3) 0.06774(17) 0.1161(15) Uani 1 1 d DU
C8 C 0.7500 0.7500 0.08222(18) 0.0471(12) Uani 1 2 d SDU
C9 C 0.6803(3) 0.6928(3) 0.03970(16) 0.0547(10) Uani 1 1 d DU
C10 C 0.5893(3) 0.7342(3) 0.02157(17) 0.0651(12) Uani 1 1 d DU
H10 H 0.5685 0.7959 0.0374 0.078 Uiso 1 1 calc R
C11 C 0.5285(4) 0.6884(4) -0.01867(18) 0.0761(13) Uani 1 1 d DU
H11 H 0.4674 0.7187 -0.0295 0.091 Uiso 1 1 calc R
C12 C 0.5565(4) 0.5999(4) -0.04263(18) 0.0732(13) Uani 1 1 d DU
C13 C 0.6474(4) 0.5552(4) -0.02775(19) 0.0797(14) Uani 1 1 d DU
H13 H 0.6676 0.4946 -0.0451 0.096 Uiso 1 1 calc R
C14 C 0.7089(4) 0.6018(3) 0.01363(19) 0.0693(12) Uani 1 1 d DU
H14 H 0.7703 0.5715 0.0240 0.083 Uiso 1 1 calc R
N2 N 0.4895(4) 0.5473(4) -0.08455(18) 0.1002(15) Uani 1 1 d DU
O3 O 0.5171(5) 0.4623(4) -0.10094(17) 0.1382(18) Uani 1 1 d DU
O4 O 0.4103(4) 0.5918(4) -0.0993(2) 0.1394(17) Uani 1 1 d DU
C15 C 0.8076(3) 0.6808(3) 0.12541(16) 0.0556(10) Uani 1 1 d DU
C16 C 0.8967(3) 0.7164(4) 0.15152(19) 0.0742(13) Uani 1 1 d DU
H16 H 0.9238 0.7793 0.1415 0.089 Uiso 1 1 calc R
C17 C 0.9439(4) 0.6555(5) 0.19292(19) 0.0998(16) Uani 1 1 d DU
H17 H 1.0035 0.6775 0.2107 0.120 Uiso 1 1 calc R
C18 C 0.9028(5) 0.5634(5) 0.2074(2) 0.1100(19) Uani 1 1 d DU
C19 C 0.8152(5) 0.5297(4) 0.1838(2) 0.1035(17) Uani 1 1 d DU
H19 H 0.7873 0.4682 0.1958 0.124 Uiso 1 1 calc R
C20 C 0.7674(4) 0.5861(3) 0.14203(19) 0.0728(13) Uani 1 1 d DU
H20 H 0.7083 0.5618 0.1247 0.087 Uiso 1 1 calc R
N3 N 0.9551(5) 0.4964(5) 0.2507(2) 0.166(2) Uani 1 1 d DU
O5 O 1.0343(4) 0.5215(6) 0.26684(19) 0.214(3) Uani 1 1 d DU
O6 O 0.9123(6) 0.4177(5) 0.2665(2) 0.219(3) Uani 1 1 d DU
O7 O 0.7572(13) 0.3495(6) -0.0877(4) 0.219(6) Uani 0.50 1 d PDU
C21 C 0.7805(9) 0.2991(6) -0.0358(5) 0.226(8) Uani 0.50 1 d PDU
H21A H 0.7620 0.3409 -0.0028 0.271 Uiso 0.50 1 calc PR
H21B H 0.8528 0.2845 -0.0338 0.271 Uiso 0.50 1 calc PR
C22 C 0.7906(7) 0.2913(7) -0.1366(5) 0.238(9) Uani 0.50 1 d PDU
H22A H 0.8582 0.2634 -0.1307 0.285 Uiso 0.50 1 calc PR
H22B H 0.7895 0.3310 -0.1720 0.285 Uiso 0.50 1 calc PR
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
C2 C1 C2 113.80(13) 2 7_566
C2 C1 C2 101.1(2) 2 .
C2 C1 C2 113.80(13) 7_566 .
C2 C1 C2 113.80(13) 2 8_656
C2 C1 C2 101.1(2) 7_566 8_656
C2 C1 C2 113.80(13) . 8_656
C3 C2 C7 117.6(3) . .
C3 C2 C1 121.7(3) . .
C7 C2 C1 120.4(3) . .
C4 C3 C2 120.6(4) . .
C3 C4 C5 120.0(4) . .
C6 C5 C4 119.9(3) . .
C6 C5 N1 121.2(4) . .
C4 C5 N1 118.9(4) . .
C7 C6 C5 119.4(4) . .
C6 C7 C2 122.5(4) . .
O2 N1 O1 123.7(4) . .
O2 N1 C5 119.5(4) . .
O1 N1 C5 116.8(4) . .
C9 C8 C9 100.7(3) . 2_665
C9 C8 C15 114.5(2) . .
C9 C8 C15 114.01(19) 2_665 .
C9 C8 C15 114.01(19) . 2_665
C9 C8 C15 114.5(2) 2_665 2_665
C15 C8 C15 99.7(3) . 2_665
C10 C9 C14 116.3(4) . .
C10 C9 C8 121.1(3) . .
C14 C9 C8 122.4(3) . .
C11 C10 C9 122.7(4) . .
C12 C11 C10 120.2(5) . .
C11 C12 C13 120.4(4) . .
C11 C12 N2 120.8(5) . .
C13 C12 N2 118.7(5) . .
C12 C13 C14 119.2(4) . .
C9 C14 C13 121.2(4) . .
O3 N2 O4 126.1(5) . .
O3 N2 C12 116.7(5) . .
O4 N2 C12 117.2(5) . .
C16 C15 C20 119.6(4) . .
C16 C15 C8 119.5(3) . .
C20 C15 C8 120.8(3) . .
C15 C16 C17 118.6(5) . .
C18 C17 C16 120.0(5) . .
C19 C18 C17 121.9(5) . .
C19 C18 N3 118.0(6) . .
C17 C18 N3 120.1(6) . .
C18 C19 C20 120.0(5) . .
C19 C20 C15 119.9(5) . .
O5 N3 O6 123.8(6) . .
O5 N3 C18 117.4(7) . .
O6 N3 C18 118.7(6) . .
C21 O7 C22 110.7(10) . .
O7 C21 C21 106.6(8) . 2_655
O7 C22 C22 99.5(8) . 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.551(3) 2
C1 C2 1.551(3) 7_566
C1 C2 1.551(3) .
C1 C2 1.551(3) 8_656
C2 C3 1.381(5) .
C2 C7 1.390(5) .
C3 C4 1.375(5) .
C4 C5 1.386(5) .
C5 C6 1.373(6) .
C5 N1 1.472(5) .
C6 C7 1.351(5) .
N1 O2 1.219(6) .
N1 O1 1.233(5) .
C8 C9 1.539(5) .
C8 C9 1.539(5) 2_665
C8 C15 1.547(4) .
C8 C15 1.547(4) 2_665
C9 C10 1.379(5) .
C9 C14 1.391(5) .
C10 C11 1.365(5) .
C11 C12 1.338(6) .
C12 C13 1.375(6) .
C12 N2 1.480(6) .
C13 C14 1.393(6) .
N2 O3 1.233(6) .
N2 O4 1.241(6) .
C15 C16 1.396(6) .
C15 C20 1.406(6) .
C16 C17 1.392(6) .
C17 C18 1.368(7) .
C18 C19 1.348(7) .
C18 N3 1.499(7) .
C19 C20 1.368(6) .
N3 O5 1.153(8) .
N3 O6 1.231(9) .
O7 C21 1.404(8) .
O7 C22 1.432(9) .
C21 C21 1.518(10) 2_655
C22 C22 1.522(10) 2_655
