#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:44:46 +0100 (lun 21 de mar de 2016) $
#$Revision: 178404 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/25/4022592.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_4022592
loop_
_publ_author_name
'Benjamin T. King'
'Jiří Kroulík'
'Charles R. Robertson'
'Pawel Rempala'
'Cameron L. Hilton'
'Justin D. Korinek'
'Lisa M. Gortari'
_publ_contact_author_address
;
Department of Chemistry
University of Nevada, Reno
Reno, NV 89557
;
_publ_contact_author_email       king@chem.unr.edu
_publ_contact_author_name        'Professor Benjamin T. King'
_publ_contact_author_phone       775-784-1736
_publ_section_title
;
 Controlling the Scholl Reaction
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2279
_journal_page_last               2288
_journal_paper_doi               10.1021/jo061515x
_journal_volume                  72
_journal_year                    2007
_chemical_formula_sum            'C26 H30'
_chemical_formula_weight         342.50
_chemical_name_common            'Compound 13'
_chemical_name_systematic
; 
 4,4'-di-tert-butyl-o-terphenyl
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_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                 131.4410(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.7206(3)
_cell_length_b                   10.7971(2)
_cell_length_c                   14.0675(2)
_cell_measurement_reflns_used    5119
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.59
_cell_measurement_theta_min      2.40
_cell_volume                     2131.55(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0180
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            26656
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.38
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_T_max  0.9879
_exptl_absorpt_correction_T_min  0.9765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.067
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         3113
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0466
_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)+(0.0787P)²+0.9660P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1277
_refine_ls_wR_factor_ref         0.1334
_reflns_number_gt                2704
_reflns_number_total             3113
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo061515xsi20061205_025512.cif
_cod_data_source_block           ch216
_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               4022592
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
C1 C 0.06300(6) 0.18702(8) 0.39422(7) 0.01653(18) Uani 1 1 d .
C2 C 0.11434(6) 0.27662(9) 0.38940(8) 0.01992(19) Uani 1 1 d .
H2 H 0.1207 0.2696 0.3294 0.024 Uiso 1 1 calc R
C3 C 0.15596(6) 0.37587(9) 0.47290(8) 0.02014(19) Uani 1 1 d .
H3 H 0.1901 0.4339 0.4680 0.024 Uiso 1 1 calc R
C4 C 0.14792(6) 0.39105(8) 0.56453(8) 0.01708(18) Uani 1 1 d .
C5 C 0.09425(6) 0.30324(9) 0.56640(8) 0.01901(19) Uani 1 1 d .
H5 H 0.0861 0.3117 0.6245 0.023 Uiso 1 1 calc R
C6 C 0.05263(6) 0.20312(8) 0.48308(8) 0.01841(18) Uani 1 1 d .
H6 H 0.0173 0.1460 0.4867 0.022 Uiso 1 1 calc R
C1P C 0.02746(6) 0.07261(8) 0.31615(7) 0.01670(18) Uani 1 1 d .
C2P C 0.05373(6) -0.04123(9) 0.37935(8) 0.0212(2) Uani 1 1 d .
H2P H 0.0899 -0.0419 0.4666 0.025 Uiso 1 1 calc R
C3P C 0.02713(7) -0.15295(9) 0.31515(9) 0.0249(2) Uani 1 1 d .
H3P H 0.0455 -0.2274 0.3591 0.030 Uiso 1 1 calc R
C19 C 0.20091(6) 0.49680(8) 0.66041(8) 0.01899(19) Uani 1 1 d .
C20 C 0.18128(8) 0.50249(10) 0.75021(10) 0.0287(2) Uani 1 1 d .
H20A H 0.2169 0.5694 0.8091 0.043 Uiso 1 1 calc R
H20B H 0.2002 0.4258 0.7958 0.043 Uiso 1 1 calc R
H20C H 0.1145 0.5158 0.7019 0.043 Uiso 1 1 calc R
C21 C 0.30828(7) 0.47763(9) 0.73997(9) 0.0238(2) Uani 1 1 d .
H21A H 0.3223 0.4789 0.6855 0.036 Uiso 1 1 calc R
H21B H 0.3269 0.3992 0.7826 0.036 Uiso 1 1 calc R
H21C H 0.3428 0.5428 0.8015 0.036 Uiso 1 1 calc R
C22 C 0.17187(8) 0.62176(9) 0.59126(10) 0.0302(2) Uani 1 1 d .
H22A H 0.1859 0.6215 0.5368 0.045 Uiso 1 1 calc R
H22B H 0.2068 0.6872 0.6524 0.045 Uiso 1 1 calc R
H22C H 0.1048 0.6346 0.5414 0.045 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0140(4) 0.0207(4) 0.0119(3) 0.0005(3) 0.0073(3) 0.0000(3)
C2 0.0222(4) 0.0248(4) 0.0163(4) -0.0021(3) 0.0142(3) -0.0035(3)
C3 0.0220(4) 0.0231(4) 0.0181(4) -0.0022(3) 0.0144(4) -0.0047(3)
C4 0.0148(4) 0.0211(4) 0.0134(3) -0.0001(3) 0.0085(3) 0.0014(3)
C5 0.0174(4) 0.0265(4) 0.0150(4) -0.0005(3) 0.0115(3) 0.0000(3)
C6 0.0162(4) 0.0241(4) 0.0149(4) 0.0004(3) 0.0103(3) -0.0021(3)
C1P 0.0145(4) 0.0203(4) 0.0149(4) 0.0002(3) 0.0095(3) -0.0004(3)
C2P 0.0196(4) 0.0245(4) 0.0173(4) 0.0027(3) 0.0113(3) 0.0006(3)
C3P 0.0271(5) 0.0203(4) 0.0266(5) 0.0037(3) 0.0174(4) 0.0017(3)
C19 0.0190(4) 0.0206(4) 0.0174(4) -0.0024(3) 0.0121(3) 0.0008(3)
C20 0.0324(5) 0.0336(5) 0.0279(5) -0.0100(4) 0.0233(4) -0.0047(4)
C21 0.0181(4) 0.0270(5) 0.0200(4) -0.0054(3) 0.0100(3) -0.0010(3)
C22 0.0344(5) 0.0217(5) 0.0303(5) 0.0017(4) 0.0196(4) 0.0050(4)
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'
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
C6 C1 C2 117.70(8) . .
C6 C1 C1P 120.36(7) . .
C2 C1 C1P 121.73(7) . .
C3 C2 C1 120.86(8) . .
C2 C3 C4 121.78(8) . .
C5 C4 C3 117.05(8) . .
C5 C4 C19 123.11(7) . .
C3 C4 C19 119.77(8) . .
C6 C5 C4 121.37(8) . .
C5 C6 C1 121.19(8) . .
C2P C1P C1P 118.72(5) . 2
C2P C1P C1 117.57(7) . .
C1P C1P C1 123.66(4) 2 .
C3P C2P C1P 121.71(8) . .
C3P C3P C2P 119.57(5) 2 .
C4 C19 C20 112.81(8) . .
C4 C19 C21 108.33(7) . .
C20 C19 C21 108.47(8) . .
C4 C19 C22 110.25(7) . .
C20 C19 C22 108.01(8) . .
C21 C19 C22 108.89(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.3970(11) .
C1 C2 1.3967(12) .
C1 C1P 1.4858(11) .
C2 C3 1.3870(12) .
C3 C4 1.4029(11) .
C4 C5 1.3942(12) .
C4 C19 1.5284(12) .
C5 C6 1.3931(12) .
C1P C2P 1.4014(12) .
C1P C1P 1.4101(16) 2
C2P C3P 1.3869(13) .
C3P C3P 1.3881(19) 2
C19 C20 1.5327(13) .
C19 C21 1.5355(13) .
C19 C22 1.5369(13) .
