#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:57:57 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178926 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/55/4115524.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_4115524
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            'C29 H19.33 N4.67 O9.33'
_chemical_formula_weight         582.49
_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            6
_cell_length_a                   13.0550(18)
_cell_length_b                   13.0550(18)
_cell_length_c                   22.754(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11
_cell_measurement_theta_min      9
_cell_volume                     3878.0(11)
_computing_cell_refinement       'CAD4 Data Collection Software'
_computing_data_collection       'CAD4 Data Collection Software'
_computing_data_reduction        'XTAL 3.5'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nonius CAD4 diffractometer'
_diffrn_measurement_method       'ω 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  0.0533
_diffrn_reflns_av_sigmaI/netI    0.0721
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3720
_diffrn_reflns_theta_full        24.98
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         1.79
_diffrn_standards_decay_%        <2%
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_description       needle
_exptl_crystal_F_000             1804
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         3404
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.1339
_refine_ls_R_factor_gt           0.0565
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0538P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1046
_refine_ls_wR_factor_ref         0.1451
_reflns_number_gt                1653
_reflns_number_total             3404
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0031826_03.cif
_cod_data_source_block           3
_cod_original_cell_volume        3878.1(11)
_cod_original_sg_symbol_H-M      'P 42/n'
_cod_database_code               4115524
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 0.7500 0.7500 0.2500 0.0362(17) Uani 1 4 d S
C2 C 0.7042(2) 0.6685(3) 0.20823(15) 0.0363(8) Uani 1 1 d .
C3 C 0.6295(3) 0.7002(3) 0.16799(16) 0.0445(9) Uani 1 1 d .
H3A H 0.6079 0.7681 0.1681 0.053 Uiso 1 1 calc R
C4 C 0.5876(3) 0.6328(3) 0.12832(16) 0.0468(10) Uani 1 1 d .
H4A H 0.5376 0.6540 0.1019 0.056 Uiso 1 1 calc R
C5 C 0.6217(3) 0.5328(3) 0.12866(16) 0.0437(9) Uani 1 1 d .
C6 C 0.6967(3) 0.5002(3) 0.16574(16) 0.0458(9) Uani 1 1 d .
H6A H 0.7201 0.4330 0.1641 0.055 Uiso 1 1 calc R
C7 C 0.7377(3) 0.5685(3) 0.20590(16) 0.0419(9) Uani 1 1 d .
H7A H 0.7885 0.5467 0.2316 0.050 Uiso 1 1 calc R
C8 C 0.2500 0.2500 0.0819(2) 0.0313(11) Uani 1 2 d S
C9 C 0.1938(2) 0.3223(2) 0.03887(14) 0.0322(8) Uani 1 1 d .
C10 C 0.2379(3) 0.4137(3) 0.02047(14) 0.0384(9) Uani 1 1 d .
H10A H 0.3007 0.4338 0.0361 0.046 Uiso 1 1 calc R
C11 C 0.1901(3) 0.4754(3) -0.02061(15) 0.0398(9) Uani 1 1 d .
H11A H 0.2200 0.5365 -0.0327 0.048 Uiso 1 1 calc R
C12 C 0.0983(3) 0.4448(3) -0.04302(15) 0.0366(8) Uani 1 1 d .
C13 C 0.0527(3) 0.3546(3) -0.02718(14) 0.0392(9) Uani 1 1 d .
H13A H -0.0095 0.3350 -0.0436 0.047 Uiso 1 1 calc R
C14 C 0.1011(2) 0.2934(3) 0.01355(14) 0.0360(8) Uani 1 1 d .
H14A H 0.0712 0.2315 0.0244 0.043 Uiso 1 1 calc R
C15 C 0.3226(2) 0.3051(2) 0.12412(15) 0.0329(8) Uani 1 1 d .
C16 C 0.4131(2) 0.2582(2) 0.14333(14) 0.0350(8) Uani 1 1 d .
H16A H 0.4332 0.1963 0.1266 0.042 Uiso 1 1 calc R
C17 C 0.4730(3) 0.3016(2) 0.18627(15) 0.0381(8) Uani 1 1 d .
H17A H 0.5331 0.2698 0.1985 0.046 Uiso 1 1 calc R
C18 C 0.4427(3) 0.3923(2) 0.21067(14) 0.0352(8) Uani 1 1 d .
C19 C 0.3532(3) 0.4409(2) 0.19411(15) 0.0370(9) Uani 1 1 d .
H19A H 0.3335 0.5022 0.2116 0.044 Uiso 1 1 calc R
C20 C 0.2944(3) 0.3967(2) 0.15123(15) 0.0371(9) Uani 1 1 d .
H20A H 0.2339 0.4287 0.1399 0.045 Uiso 1 1 calc R
O1 O 0.4932(3) 0.4850(3) 0.06370(13) 0.0810(10) Uani 1 1 d .
O2 O 0.6180(2) 0.3791(2) 0.07785(14) 0.0763(10) Uani 1 1 d .
O3 O 0.0910(2) 0.5903(2) -0.10127(13) 0.0675(9) Uani 1 1 d .
O4 O -0.0411(2) 0.4907(2) -0.10018(12) 0.0634(8) Uani 1 1 d .
O5 O 0.5751(2) 0.3882(2) 0.27825(12) 0.0668(9) Uani 1 1 d .
O6 O 0.4896(2) 0.5282(2) 0.26975(12) 0.0669(9) Uani 1 1 d .
N1 N 0.5751(3) 0.4603(3) 0.08671(15) 0.0569(9) Uani 1 1 d .
N2 N 0.0459(3) 0.5136(3) -0.08488(14) 0.0476(8) Uani 1 1 d .
N3 N 0.5073(3) 0.4397(3) 0.25637(13) 0.0460(8) Uani 1 1 d .
C21 C 0.2500 0.7500 0.0323(3) 0.0595(16) Uani 1 2 d S
H21A H 0.2500 0.7500 -0.0086 0.071 Uiso 1 2 calc SR
C22 C 0.3172(3) 0.6884(3) 0.0621(2) 0.0612(12) Uani 1 1 d .
H22A H 0.3625 0.6466 0.0416 0.073 Uiso 1 1 calc R
C23 C 0.3173(3) 0.6886(3) 0.1227(2) 0.0536(11) Uani 1 1 d .
H23A H 0.3629 0.6473 0.1434 0.064 Uiso 1 1 calc R
C24 C 0.2500 0.7500 0.1521(2) 0.0415(13) Uani 1 2 d S
O7 O 0.3141(2) 0.6972(2) 0.24170(14) 0.0707(9) Uani 1 1 d .
N4 N 0.2500 0.7500 0.2165(2) 0.0521(12) Uani 1 2 d S
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 112.19(13) . 8_756
C2 C1 C2 104.2(3) . 2_665
C2 C1 C2 112.19(13) 8_756 2_665
C2 C1 C2 112.19(13) . 7_576
C2 C1 C2 104.2(3) 8_756 7_576
C2 C1 C2 112.19(13) 2_665 7_576
C7 C2 C3 118.4(3) . .
C7 C2 C1 123.6(3) . .
C3 C2 C1 117.9(3) . .
C4 C3 C2 121.2(3) . .
C3 C4 C5 118.3(3) . .
C6 C5 C4 122.1(3) . .
C6 C5 N1 119.8(4) . .
C4 C5 N1 118.1(4) . .
C5 C6 C7 119.1(3) . .
C2 C7 C6 120.9(3) . .
C15 C8 C15 102.2(4) 2 .
C15 C8 C9 113.02(18) 2 .
C15 C8 C9 113.89(18) . .
C15 C8 C9 113.89(18) 2 2
C15 C8 C9 113.03(18) . 2
C9 C8 C9 101.4(4) . 2
C10 C9 C14 118.0(3) . .
C10 C9 C8 121.2(3) . .
C14 C9 C8 120.6(3) . .
C11 C10 C9 121.1(3) . .
C12 C11 C10 118.6(3) . .
C11 C12 C13 122.5(3) . .
C11 C12 N2 118.0(3) . .
C13 C12 N2 119.5(3) . .
C12 C13 C14 118.5(3) . .
C13 C14 C9 121.3(3) . .
C20 C15 C16 117.3(3) . .
C20 C15 C8 121.2(3) . .
C16 C15 C8 120.9(3) . .
C17 C16 C15 121.4(3) . .
C18 C17 C16 118.8(3) . .
C17 C18 C19 122.1(3) . .
C17 C18 N3 119.0(3) . .
C19 C18 N3 118.9(3) . .
C20 C19 C18 118.4(3) . .
C19 C20 C15 121.9(3) . .
O2 N1 O1 123.8(4) . .
O2 N1 C5 118.5(4) . .
O1 N1 C5 117.7(4) . .
O3 N2 O4 124.1(3) . .
O3 N2 C12 118.3(3) . .
O4 N2 C12 117.6(3) . .
O6 N3 O5 124.0(3) . .
O6 N3 C18 117.8(3) . .
O5 N3 C18 118.2(3) . .
C22 C21 C22 120.7(6) 2_565 .
C21 C22 C23 119.6(4) . .
C24 C23 C22 119.3(4) . .
C23 C24 C23 121.4(6) . 2_565
C23 C24 N4 119.3(3) . .
C23 C24 N4 119.3(3) 2_565 .
O7 N4 O7 124.2(5) 2_565 .
O7 N4 C24 117.9(3) 2_565 .
O7 N4 C24 117.9(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.547(3) .
C1 C2 1.547(3) 8_756
C1 C2 1.547(3) 2_665
C1 C2 1.547(3) 7_576
C2 C7 1.377(4) .
C2 C3 1.400(5) .
C3 C4 1.374(5) .
C4 C5 1.379(5) .
C5 C6 1.361(5) .
C5 N1 1.475(5) .
C6 C7 1.385(5) .
C8 C15 1.529(4) 2
C8 C15 1.529(4) .
C8 C9 1.546(4) .
C8 C9 1.546(4) 2
C9 C10 1.390(4) .
C9 C14 1.393(4) .
C10 C11 1.382(4) .
C11 C12 1.362(5) .
C12 C13 1.368(5) .
C12 N2 1.477(4) .
C13 C14 1.377(4) .
C15 C20 1.396(4) .
C15 C16 1.401(4) .
C16 C17 1.374(4) .
C17 C18 1.366(4) .
C18 C19 1.382(4) .
C18 N3 1.475(4) .
C19 C20 1.370(4) .
O1 N1 1.233(4) .
O2 N1 1.216(4) .
O3 N2 1.220(4) .
O4 N2 1.225(4) .
O5 N3 1.219(4) .
O6 N3 1.216(4) .
C21 C22 1.370(5) 2_565
C21 C22 1.370(5) .
C22 C23 1.379(6) .
C23 C24 1.364(5) .
C24 C23 1.364(5) 2_565
C24 N4 1.467(7) .
O7 N4 1.226(3) .
N4 O7 1.226(3) 2_565
