#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:16:33 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178428 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/49/4024994.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_4024994
loop_
_publ_author_name
'Jarugu Narasimha Moorthy'
'Palani Natarajan'
'Paloth Venugopalan'
_publ_contact_author_address
;Departmet of chemistry
Indian Institute of Technology - Kanpur
Kanpur - 208 016
INDIA
;
_publ_contact_author_email       moorthy@iitk.ac.in
_publ_contact_author_fax         +915122597436
_publ_contact_author_name        'Prof. J. N. Moorthy'
_publ_contact_author_phone       +915122597498
_publ_section_title
;
Abundant Lattice Inclusion Phenomenon with Sterically Hindered and
Inherently Shape-Selective Tetraarylpyrenes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8566
_journal_page_last               8577
_journal_paper_doi               10.1021/jo901465f
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C52 H50 O4, 4(C8 H16)'
_chemical_formula_sum            'C84 H114 O4'
_chemical_formula_weight         1187.75
_chemical_name_common            tetra(2,6-dimethyl-4-methoxyphenyl)pyrene
_chemical_name_systematic
;
 tetra(2,6-dimethyl-4-methoxyphenyl)pyrene
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 122.196(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   36.839(7)
_cell_length_b                   10.4561(18)
_cell_length_c                   21.481(5)
_cell_measurement_reflns_used    2816
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      22.40
_cell_measurement_theta_min      2.24
_cell_volume                     7002(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SHELXL 5.1, XP (Sheldrick, 1994)'
_computing_publication_material  SHELXS-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0607
_diffrn_reflns_av_sigmaI/netI    0.0713
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            17319
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'color less'
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles
_exptl_crystal_F_000             2600
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.718
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         6080
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1150
_refine_ls_R_factor_gt           0.0787
_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)+(0.1349P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2022
_refine_ls_wR_factor_ref         0.2265
_reflns_number_gt                3963
_reflns_number_total             6080
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo901465f_si_001_14.cif
_cod_data_source_block           H2.G11
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4024994
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+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
O1 O -0.11658(6) 0.47768(18) 0.15430(13) 0.0453(6) Uani 1 1 d . . .
O2 O 0.20677(6) -0.19135(19) 0.41201(10) 0.0395(5) Uani 1 1 d . . .
C1 C 0.06939(8) -0.1187(2) 0.08752(14) 0.0259(6) Uani 1 1 d . . .
H1 H 0.0946 -0.1530 0.1291 0.031 Uiso 1 1 calc R . .
C2 C 0.04266(8) -0.0335(2) 0.09891(13) 0.0238(6) Uani 1 1 d . . .
C3 C 0.05283(8) 0.0016(2) 0.16971(13) 0.0245(6) Uani 1 1 d . . .
C4 C 0.02555(8) 0.0827(2) 0.17672(13) 0.0260(6) Uani 1 1 d . . .
H4 H 0.0326 0.1053 0.2248 0.031 Uiso 1 1 calc R . .
C5 C -0.01177(8) 0.1329(2) 0.11656(13) 0.0239(6) Uani 1 1 d . . .
C6 C -0.02199(7) 0.1009(2) 0.04519(13) 0.0223(6) Uani 1 1 d . . .
C7 C -0.05970(8) 0.1508(2) -0.01997(13) 0.0248(6) Uani 1 1 d . . .
H7 H -0.0780 0.2078 -0.0148 0.030 Uiso 1 1 calc R . .
C8 C 0.00505(7) 0.0165(2) 0.03610(13) 0.0215(5) Uani 1 1 d . . .
C9 C 0.09343(8) -0.0445(2) 0.23589(13) 0.0257(6) Uani 1 1 d . . .
C10 C 0.09467(8) -0.1626(2) 0.26888(14) 0.0282(6) Uani 1 1 d . . .
C11 C 0.13302(9) -0.2061(3) 0.32792(14) 0.0302(6) Uani 1 1 d . . .
H11 H 0.1337 -0.2851 0.3504 0.036 Uiso 1 1 calc R . .
C12 C 0.17020(8) -0.1370(3) 0.35478(14) 0.0301(6) Uani 1 1 d . . .
C13 C 0.16947(8) -0.0198(3) 0.32341(14) 0.0307(6) Uani 1 1 d . . .
H13 H 0.1951 0.0282 0.3422 0.037 Uiso 1 1 calc R . .
C14 C 0.13092(8) 0.0269(2) 0.26423(14) 0.0276(6) Uani 1 1 d . . .
C15 C 0.13026(9) 0.1517(3) 0.22876(16) 0.0373(7) Uani 1 1 d . . .
H15A H 0.1205 0.1369 0.1771 0.056 Uiso 1 1 calc R . .
H15B H 0.1592 0.1882 0.2545 0.056 Uiso 1 1 calc R . .
H15C H 0.1107 0.2113 0.2316 0.056 Uiso 1 1 calc R . .
C16 C 0.05443(9) -0.2405(3) 0.23945(17) 0.0412(7) Uani 1 1 d . . .
H16A H 0.0617 -0.3248 0.2630 0.062 Uiso 1 1 calc R . .
H16B H 0.0406 -0.2507 0.1861 0.062 Uiso 1 1 calc R . .
H16C H 0.0348 -0.1966 0.2500 0.062 Uiso 1 1 calc R . .
C17 C 0.24664(9) -0.1323(3) 0.43281(18) 0.0496(9) Uani 1 1 d . . .
H17A H 0.2500 -0.1311 0.3906 0.074 Uiso 1 1 calc R . .
H17B H 0.2702 -0.1809 0.4731 0.074 Uiso 1 1 calc R . .
H17C H 0.2470 -0.0445 0.4491 0.074 Uiso 1 1 calc R . .
C18 C -0.03985(8) 0.2203(2) 0.12753(12) 0.0240(6) Uani 1 1 d . . .
C19 C -0.07818(8) 0.1765(2) 0.11833(13) 0.0259(6) Uani 1 1 d . . .
C20 C -0.10434(8) 0.2601(2) 0.12763(14) 0.0292(6) Uani 1 1 d . . .
H20 H -0.1302 0.2299 0.1223 0.035 Uiso 1 1 calc R . .
C21 C -0.09271(9) 0.3876(2) 0.14475(15) 0.0317(6) Uani 1 1 d . . .
C22 C -0.05434(8) 0.4305(2) 0.15500(14) 0.0299(6) Uani 1 1 d . . .
H22 H -0.0462 0.5173 0.1680 0.036 Uiso 1 1 calc R . .
C23 C -0.02772(8) 0.3494(2) 0.14661(13) 0.0257(6) Uani 1 1 d . . .
C24 C 0.01313(9) 0.3995(3) 0.15508(16) 0.0355(7) Uani 1 1 d . . .
H24A H 0.0160 0.4910 0.1668 0.053 Uiso 1 1 calc R . .
H24B H 0.0122 0.3867 0.1090 0.053 Uiso 1 1 calc R . .
H24C H 0.0377 0.3534 0.1949 0.053 Uiso 1 1 calc R . .
C25 C -0.09169(9) 0.0392(2) 0.09895(16) 0.0321(6) Uani 1 1 d . . .
H25A H -0.1158 0.0215 0.1050 0.048 Uiso 1 1 calc R . .
H25B H -0.0676 -0.0169 0.1315 0.048 Uiso 1 1 calc R . .
H25C H -0.1006 0.0235 0.0478 0.048 Uiso 1 1 calc R . .
C26 C -0.15828(11) 0.4425(3) 0.1355(2) 0.0542(9) Uani 1 1 d . . .
H26A H -0.1753 0.4176 0.0836 0.081 Uiso 1 1 calc R . .
H26B H -0.1720 0.5153 0.1437 0.081 Uiso 1 1 calc R . .
H26C H -0.1565 0.3704 0.1662 0.081 Uiso 1 1 calc R . .
C51 C 0.06231(11) 0.4730(3) 0.03844(19) 0.0484(8) Uani 1 1 d . . .
H51A H 0.0373 0.5166 0.0343 0.058 Uiso 1 1 calc R . .
H51B H 0.0704 0.5214 0.0080 0.058 Uiso 1 1 calc R . .
C52 C 0.09936(14) 0.4795(4) 0.1181(2) 0.0656(11) Uani 1 1 d . . .
H52A H 0.0941 0.5543 0.1405 0.079 Uiso 1 1 calc R . .
H52B H 0.0974 0.4026 0.1430 0.079 Uiso 1 1 calc R . .
C53 C 0.14145(18) 0.4879(8) 0.1364(3) 0.125(3) Uani 1 1 d . . .
H53A H 0.1455 0.5780 0.1273 0.150 Uiso 1 1 calc R . .
H53B H 0.1592 0.4760 0.1904 0.150 Uiso 1 1 calc R . .
C54 C 0.16050(17) 0.4174(5) 0.1092(4) 0.1058(19) Uani 1 1 d . . .
H54A H 0.1633 0.3297 0.1287 0.127 Uiso 1 1 calc R . .
H54B H 0.1900 0.4510 0.1319 0.127 Uiso 1 1 calc R . .
C55 C 0.14286(14) 0.4030(7) 0.0271(3) 0.138(3) Uani 1 1 d . . .
H55A H 0.1674 0.3887 0.0213 0.165 Uiso 1 1 calc R . .
H55B H 0.1296 0.4854 0.0030 0.165 Uiso 1 1 calc R . .
C56 C 0.10807(16) 0.2910(4) -0.0173(3) 0.0756(13) Uani 1 1 d . . .
H56A H 0.0886 0.3206 -0.0685 0.091 Uiso 1 1 calc R . .
H56B H 0.1237 0.2156 -0.0192 0.091 Uiso 1 1 calc R . .
C57 C 0.08123(12) 0.2479(3) 0.0111(2) 0.0544(9) Uani 1 1 d . . .
H57A H 0.1006 0.2237 0.0634 0.065 Uiso 1 1 calc R . .
H57B H 0.0659 0.1695 -0.0159 0.065 Uiso 1 1 calc R . .
C58 C 0.04869(13) 0.3402(4) 0.0065(3) 0.0832(14) Uani 1 1 d . . .
H58A H 0.0351 0.2993 0.0307 0.100 Uiso 1 1 calc R . .
H58B H 0.0261 0.3500 -0.0461 0.100 Uiso 1 1 calc R . .
C61 C 0.1937(2) 0.8865(8) 0.1750(5) 0.143(3) Uani 1 1 d . . .
H61A H 0.1951 0.8910 0.2222 0.172 Uiso 1 1 calc R . .
H61B H 0.1632 0.8705 0.1371 0.172 Uiso 1 1 calc R . .
C62 C 0.2133(2) 0.7731(6) 0.1792(4) 0.119(2) Uani 1 1 d . . .
H62A H 0.1914 0.7077 0.1690 0.142 Uiso 1 1 calc R . .
H62B H 0.2356 0.7641 0.2321 0.142 Uiso 1 1 calc R . .
C63 C 0.2329(2) 0.7279(6) 0.1433(4) 0.119(2) Uani 1 1 d . . .
H63A H 0.2217 0.6397 0.1289 0.143 Uiso 1 1 calc R . .
H63B H 0.2634 0.7181 0.1832 0.143 Uiso 1 1 calc R . .
C64 C 0.2350(2) 0.7734(5) 0.0820(3) 0.1116(19) Uani 1 1 d . . .
H64A H 0.2276 0.7002 0.0481 0.134 Uiso 1 1 calc R . .
H64B H 0.2655 0.7941 0.1014 0.134 Uiso 1 1 calc R . .
C65 C 0.20990(15) 0.8816(4) 0.0376(2) 0.0769(12) Uani 1 1 d . . .
H65A H 0.1797 0.8646 0.0219 0.092 Uiso 1 1 calc R . .
H65B H 0.2110 0.8807 -0.0074 0.092 Uiso 1 1 calc R . .
C66 C 0.21983(16) 1.0147(4) 0.0667(2) 0.0790(13) Uani 1 1 d . . .
H66A H 0.2418 1.0482 0.0577 0.095 Uiso 1 1 calc R . .
H66B H 0.1935 1.0660 0.0359 0.095 Uiso 1 1 calc R . .
C67 C 0.23490(19) 1.0430(5) 0.1439(3) 0.0964(16) Uani 1 1 d . . .
H67A H 0.2430 1.1344 0.1540 0.116 Uiso 1 1 calc R . .
H67B H 0.2608 0.9915 0.1765 0.116 Uiso 1 1 calc R . .
C68 C 0.2002(3) 1.0137(6) 0.1620(4) 0.135(3) Uani 1 1 d . . .
H68A H 0.2073 1.0641 0.2061 0.161 Uiso 1 1 calc R . .
H68B H 0.1725 1.0464 0.1208 0.161 Uiso 1 1 calc R . .
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'
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
_geom_angle_publ_flag
C21 O1 C26 117.6(2) . . ?
C12 O2 C17 117.2(2) . . ?
C7 C1 C2 121.8(2) 5 . ?
C3 C2 C8 119.5(2) . . ?
C3 C2 C1 122.1(2) . . ?
C8 C2 C1 118.3(2) . . ?
C4 C3 C2 119.2(2) . . ?
C4 C3 C9 120.8(2) . . ?
C2 C3 C9 120.0(2) . . ?
C3 C4 C5 123.0(2) . . ?
C4 C5 C6 118.6(2) . . ?
C4 C5 C18 120.6(2) . . ?
C6 C5 C18 120.8(2) . . ?
C5 C6 C8 119.8(2) . . ?
C5 C6 C7 121.9(2) . . ?
C8 C6 C7 118.3(2) . . ?
C1 C7 C6 121.5(2) 5 . ?
C6 C8 C2 119.9(2) . . ?
C6 C8 C8 120.2(3) . 5 ?
C2 C8 C8 119.9(3) . 5 ?
C14 C9 C10 119.3(2) . . ?
C14 C9 C3 120.0(2) . . ?
C10 C9 C3 120.6(2) . . ?
C11 C10 C9 119.6(2) . . ?
C11 C10 C16 120.3(2) . . ?
C9 C10 C16 120.1(2) . . ?
C12 C11 C10 121.1(2) . . ?
O2 C12 C11 116.2(2) . . ?
O2 C12 C13 123.7(2) . . ?
C11 C12 C13 120.1(2) . . ?
C12 C13 C14 119.8(2) . . ?
C9 C14 C13 120.1(2) . . ?
C9 C14 C15 119.9(2) . . ?
C13 C14 C15 119.9(2) . . ?
C19 C18 C23 119.7(2) . . ?
C19 C18 C5 120.7(2) . . ?
C23 C18 C5 119.5(2) . . ?
C20 C19 C18 119.9(2) . . ?
C20 C19 C25 119.1(2) . . ?
C18 C19 C25 120.9(2) . . ?
C21 C20 C19 120.1(3) . . ?
O1 C21 C22 115.7(2) . . ?
O1 C21 C20 124.4(3) . . ?
C22 C21 C20 119.8(2) . . ?
C23 C22 C21 121.1(2) . . ?
C22 C23 C18 119.3(2) . . ?
C22 C23 C24 120.2(2) . . ?
C18 C23 C24 120.5(2) . . ?
C58 C51 C52 115.7(3) . . ?
C53 C52 C51 121.4(4) . . ?
C54 C53 C52 127.2(6) . . ?
C53 C54 C55 123.7(5) . . ?
C54 C55 C56 117.8(4) . . ?
C57 C56 C55 118.0(3) . . ?
C56 C57 C58 117.5(3) . . ?
C57 C58 C51 120.0(3) . . ?
C62 C61 C68 134.0(6) . . ?
C61 C62 C63 132.1(5) . . ?
C62 C63 C64 133.8(5) . . ?
C63 C64 C65 122.1(5) . . ?
C64 C65 C66 121.7(4) . . ?
C67 C66 C65 121.4(4) . . ?
C66 C67 C68 112.1(5) . . ?
C61 C68 C67 119.2(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C21 1.376(3) . ?
O1 C26 1.413(4) . ?
O2 C12 1.372(3) . ?
O2 C17 1.428(4) . ?
C1 C7 1.339(4) 5 ?
C1 C2 1.442(4) . ?
C2 C3 1.408(3) . ?
C2 C8 1.422(3) . ?
C3 C4 1.383(4) . ?
C3 C9 1.492(3) . ?
C4 C5 1.393(3) . ?
C5 C6 1.410(3) . ?
C5 C18 1.491(3) . ?
C6 C8 1.420(3) . ?
C6 C7 1.446(3) . ?
C7 C1 1.339(4) 5 ?
C8 C8 1.431(5) 5 ?
C9 C14 1.393(4) . ?
C9 C10 1.412(4) . ?
C10 C11 1.379(4) . ?
C10 C16 1.504(4) . ?
C11 C12 1.374(4) . ?
C12 C13 1.392(4) . ?
C13 C14 1.396(4) . ?
C14 C15 1.505(4) . ?
C18 C19 1.395(3) . ?
C18 C23 1.412(4) . ?
C19 C20 1.393(4) . ?
C19 C25 1.503(4) . ?
C20 C21 1.389(4) . ?
C21 C22 1.384(4) . ?
C22 C23 1.379(4) . ?
C23 C24 1.510(4) . ?
C51 C58 1.511(5) . ?
C51 C52 1.519(5) . ?
C52 C53 1.384(7) . ?
C53 C54 1.348(8) . ?
C54 C55 1.528(9) . ?
C55 C56 1.619(8) . ?
C56 C57 1.481(5) . ?
C57 C58 1.501(5) . ?
C61 C62 1.366(9) . ?
C61 C68 1.405(9) . ?
C62 C63 1.390(8) . ?
C63 C64 1.440(7) . ?
C64 C65 1.451(7) . ?
C65 C66 1.489(6) . ?
C66 C67 1.472(6) . ?
C67 C68 1.551(8) . ?
