#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:57:57 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178926 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/55/4115534.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_4115534
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            'C33 H27 N5 O8'
_chemical_formula_weight         621.60
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           114
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P -4 2n'
_symmetry_space_group_name_H-M   'P -4 21 c'
_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            2
_cell_length_a                   10.9385(6)
_cell_length_b                   10.9385(6)
_cell_length_c                   15.9633(12)
_cell_measurement_temperature    294(2)
_cell_volume                     1910.0(2)
_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 SHELXTL 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 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'ω and 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  0.0462
_diffrn_reflns_av_sigmaI/netI    0.0327
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11719
_diffrn_reflns_theta_full        26.41
_diffrn_reflns_theta_max         26.41
_diffrn_reflns_theta_min         2.63
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9767
_exptl_absorpt_correction_T_min  0.9691
_exptl_absorpt_correction_type   'SADABS (Bruker, 1998)'
_exptl_crystal_density_diffrn    1.081
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.685
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.105
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1(6)
_refine_ls_extinction_coef       0.024(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.946
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1967
_refine_ls_number_restraints     88
_refine_ls_restrained_S_all      2.046
_refine_ls_R_factor_all          0.1272
_refine_ls_R_factor_gt           0.1071
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2829
_refine_ls_wR_factor_ref         0.2888
_reflns_number_gt                1396
_reflns_number_total             1967
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0031826_13.cif
_cod_data_source_block           13
_cod_database_code               4115534
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+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_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 0.0000 0.0000 0.0000 0.0465(18) Uani 1 4 d SD . .
C2 C 0.0484(4) 0.0975(4) 0.0617(2) 0.0455(10) Uani 1 1 d D . .
C3 C -0.0201(4) 0.1992(4) 0.0827(3) 0.0558(12) Uani 1 1 d D . .
H3 H -0.0945 0.2128 0.0560 0.067 Uiso 1 1 calc R . .
C4 C 0.0207(4) 0.2825(4) 0.1435(3) 0.0620(13) Uani 1 1 d D . .
H4 H -0.0250 0.3513 0.1572 0.074 Uiso 1 1 calc R . .
C5 C 0.1297(5) 0.2590(5) 0.1819(3) 0.0643(14) Uani 1 1 d D . .
C6 C 0.1992(5) 0.1581(5) 0.1637(3) 0.0632(13) Uani 1 1 d D . .
H6 H 0.2725 0.1439 0.1915 0.076 Uiso 1 1 calc R . .
C7 C 0.1578(4) 0.0774(4) 0.1028(3) 0.0565(12) Uani 1 1 d D . .
H7 H 0.2043 0.0089 0.0895 0.068 Uiso 1 1 calc R . .
N1 N 0.1732(5) 0.3433(5) 0.2468(4) 0.0929(17) Uani 1 1 d D . .
O1 O 0.2591(5) 0.3140(5) 0.2909(3) 0.124(2) Uani 1 1 d D . .
O2 O 0.1234(6) 0.4420(5) 0.2535(4) 0.154(3) Uani 1 1 d D . .
N2 N -0.1689(12) -0.1569(13) 0.4957(8) 0.061(3) Uani 0.25 1 d PDU A -1
C8 C -0.2145(12) -0.0506(15) 0.4770(10) 0.089(5) Uani 0.25 1 d PDU A -1
C9 C -0.1492(13) 0.0084(15) 0.4121(9) 0.060(3) Uani 0.25 1 d PDU A -1
H9 H -0.1793 0.0812 0.3902 0.072 Uiso 0.25 1 calc PR A -1
C10 C -0.0497(19) -0.036(2) 0.3829(11) 0.107(6) Uani 0.25 1 d PDU A -1
C11 C -0.0073(17) -0.1482(15) 0.4053(12) 0.084(5) Uani 0.25 1 d PDU A -1
H11 H 0.0592 -0.1834 0.3783 0.100 Uiso 0.25 1 calc PR A -1
C12 C -0.0657(15) -0.2067(15) 0.4686(17) 0.109(7) Uani 0.25 1 d PDU A -1
C13 C -0.3281(10) 0.0079(16) 0.5152(10) 0.061(4) Uani 0.25 1 d PDU . .
C14 C 0.0000 0.0000 0.3008(7) 0.181(6) Uani 1 2 d SDU . .
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 113.97(15) . 3
C2 C1 C2 100.8(3) . 2
C2 C1 C2 113.97(15) 3 2
C2 C1 C2 113.97(15) . 4
C2 C1 C2 100.8(3) 3 4
C2 C1 C2 113.97(15) 2 4
C7 C2 C3 118.8(4) . .
C7 C2 C1 119.3(3) . .
C3 C2 C1 121.6(3) . .
C2 C3 C4 121.1(4) . .
C5 C4 C3 117.8(4) . .
C4 C5 C6 122.7(4) . .
C4 C5 N1 118.9(5) . .
C6 C5 N1 118.4(4) . .
C5 C6 C7 118.6(4) . .
C2 C7 C6 120.9(4) . .
O2 N1 O1 122.0(6) . .
O2 N1 C5 118.4(5) . .
O1 N1 C5 119.6(5) . .
C8 N2 C12 128.3(14) . .
N2 C8 C9 112.5(13) . .
N2 C8 C13 126.6(15) . .
C9 C8 C13 120.9(14) . .
C10 C9 C8 121.7(15) . .
C9 C10 C11 122.3(17) . .
C9 C10 C14 122.7(14) . .
C11 C10 C14 110.4(13) . .
C12 C11 C10 117.5(16) . .
N2 C12 C11 116.7(15) . .
N2 C12 C13 132.0(16) . 4_556
C11 C12 C13 110.4(14) . 4_556
C12 C13 C8 61.5(12) 3_556 .
C10 C14 C10 54(2) 2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.545(4) .
C1 C2 1.545(4) 3
C1 C2 1.545(4) 2
C1 C2 1.545(4) 4
C2 C7 1.382(6) .
C2 C3 1.383(6) .
C3 C4 1.404(7) .
C4 C5 1.365(7) .
C5 C6 1.372(7) .
C5 N1 1.466(7) .
C6 C7 1.389(7) .
N1 O2 1.215(7) .
N1 O1 1.217(6) .
N2 C8 1.300(16) .
N2 C12 1.325(16) .
C8 C9 1.414(17) .
C8 C13 1.525(10) .
C9 C10 1.278(17) .
C10 C11 1.362(19) .
C10 C14 1.472(10) .
C11 C12 1.356(18) .
C12 C13 1.493(10) 4_556
C13 C12 1.493(10) 3_556
C14 C10 1.472(10) 2
