#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/25/4022599.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_4022599
loop_
_publ_author_name
'Benjamin T. King'
'Jiří Kroulík'
'Charles R. Robertson'
'Pawel Rempala'
'Cameron L. Hilton'
'Justin D. Korinek'
'Lisa M. Gortari'
_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            'C40 H34 O4'
_chemical_formula_weight         578.67
_chemical_name_common            'Compound 23'
_chemical_name_systematic
; 
  2,2'',4'3,2'5-tetramethoxy-1,1',2'1'',5'',1'3,3'3,1'4,2'4,1'5-sexiphenyl 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                110.8070(10)
_cell_angle_beta                 98.4240(10)
_cell_angle_gamma                95.2840(10)
_cell_formula_units_Z            2
_cell_length_a                   9.9015(2)
_cell_length_b                   11.0754(2)
_cell_length_c                   14.8755(3)
_cell_measurement_reflns_used    1718
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.5
_cell_measurement_theta_min      2.33
_cell_volume                     1490.01(5)
_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 0.915
_diffrn_measured_fraction_theta_max 0.915
_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  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0426
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15434
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         1.49
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.9948
_exptl_absorpt_correction_T_min  0.9802
_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    1.290
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rhombus
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         4932
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.0790
_refine_ls_R_factor_gt           0.0474
_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)+(0.0449P)²+1.1538P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1178
_reflns_number_gt                3507
_reflns_number_total             4932
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo061515xsi20061205_025730.cif
_cod_data_source_block           ch217
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_database_code               4022599
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.7295(3) 0.1163(2) 0.36994(17) 0.0306(6) Uani 1 1 d .
C2 C 0.7682(3) 0.1133(2) 0.46221(18) 0.0319(6) Uani 1 1 d .
C3 C 0.9072(2) 0.1385(2) 0.5063(2) 0.0370(6) Uani 1 1 d .
H3 H 0.9329 0.1387 0.5691 0.044 Uiso 1 1 calc R
C4 C 1.0058(3) 0.1630(3) 0.4570(2) 0.0453(7) Uani 1 1 d .
H4 H 1.0986 0.1803 0.4868 0.054 Uiso 1 1 calc R
C5 C 0.9701(3) 0.1626(3) 0.3640(2) 0.0466(7) Uani 1 1 d .
H5 H 1.0382 0.1786 0.3309 0.056 Uiso 1 1 calc R
C6 C 0.8311(2) 0.1380(2) 0.31959(18) 0.0283(6) Uani 1 1 d .
H6 H 0.8062 0.1362 0.2563 0.034 Uiso 1 1 calc R
C7 C 0.5798(2) 0.0959(2) 0.32288(17) 0.0261(5) Uani 1 1 d .
C8 C 0.4834(2) 0.1738(2) 0.36560(15) 0.0218(5) Uani 1 1 d .
C9 C 0.3491(2) 0.1506(2) 0.31248(16) 0.0244(5) Uani 1 1 d .
H9 H 0.2857 0.2028 0.3393 0.029 Uiso 1 1 calc R
C10 C 0.3078(2) 0.0520(2) 0.22121(16) 0.0253(5) Uani 1 1 d .
H10 H 0.2175 0.0381 0.1873 0.030 Uiso 1 1 calc R
C11 C 0.4007(2) -0.0252(2) 0.18080(17) 0.0301(6) Uani 1 1 d .
H11 H 0.3734 -0.0926 0.1197 0.036 Uiso 1 1 calc R
C12 C 0.5352(2) -0.0023(2) 0.23135(17) 0.0298(6) Uani 1 1 d .
H12 H 0.5976 -0.0546 0.2029 0.036 Uiso 1 1 calc R
C13 C 0.5140(2) 0.2770(2) 0.46621(16) 0.0219(5) Uani 1 1 d .
C14 C 0.6220(2) 0.3826(2) 0.49795(16) 0.0224(5) Uani 1 1 d .
C15 C 0.6422(2) 0.4757(2) 0.59232(16) 0.0243(5) Uani 1 1 d .
H15 H 0.7165 0.5434 0.6141 0.029 Uiso 1 1 calc R
C16 C 0.5528(2) 0.4690(2) 0.65434(16) 0.0252(5) Uani 1 1 d .
H16 H 0.5661 0.5338 0.7166 0.030 Uiso 1 1 calc R
C17 C 0.4429(2) 0.3661(2) 0.62457(16) 0.0221(5) Uani 1 1 d .
C18 C 0.4279(2) 0.2714(2) 0.53062(16) 0.0230(5) Uani 1 1 d .
H18 H 0.3566 0.2010 0.5102 0.028 Uiso 1 1 calc R
C19 C 0.3399(2) 0.3599(2) 0.68675(15) 0.0226(5) Uani 1 1 d .
C20 C 0.2887(2) 0.4718(2) 0.73801(15) 0.0238(5) Uani 1 1 d .
H20 H 0.3265 0.5514 0.7373 0.029 Uiso 1 1 calc R
C21 C 0.1836(2) 0.4701(2) 0.79015(16) 0.0252(5) Uani 1 1 d .
C22 C 0.1302(2) 0.3492(2) 0.79287(17) 0.0284(6) Uani 1 1 d .
C23 C 0.1803(2) 0.2369(2) 0.74296(17) 0.0293(6) Uani 1 1 d .
H23 H 0.1443 0.1573 0.7446 0.035 Uiso 1 1 calc R
C24 C 0.2838(2) 0.2424(2) 0.69056(16) 0.0269(5) Uani 1 1 d .
H24 H 0.3164 0.1660 0.6573 0.032 Uiso 1 1 calc R
C25 C 0.1237(2) 0.5916(2) 0.83361(16) 0.0265(5) Uani 1 1 d .
C26 C 0.2072(2) 0.7088(2) 0.89863(16) 0.0286(6) Uani 1 1 d .
C27 C 0.1482(3) 0.8230(3) 0.92825(17) 0.0380(6) Uani 1 1 d .
H27 H 0.2033 0.9014 0.9696 0.046 Uiso 1 1 calc R
C28 C 0.0091(3) 0.8212(3) 0.89697(19) 0.0459(7) Uani 1 1 d .
H28 H -0.0289 0.8978 0.9179 0.055 Uiso 1 1 calc R
C29 C -0.0736(3) 0.7050(3) 0.83433(18) 0.0403(7) Uani 1 1 d .
H29 H -0.1673 0.7032 0.8137 0.048 Uiso 1 1 calc R
C30 C -0.0158(3) 0.5928(3) 0.80309(18) 0.0340(6) Uani 1 1 d .
H30 H -0.0714 0.5155 0.7604 0.041 Uiso 1 1 calc R
C31 C 0.3570(2) 0.7152(2) 0.93647(16) 0.0264(5) Uani 1 1 d .
C32 C 0.3978(2) 0.6635(2) 1.00791(16) 0.0262(5) Uani 1 1 d .
C33 C 0.5361(2) 0.6739(2) 1.04651(17) 0.0304(6) Uani 1 1 d .
H33 H 0.5621 0.6393 1.0938 0.036 Uiso 1 1 calc R
C34 C 0.6353(3) 0.7359(2) 1.01466(18) 0.0375(6) Uani 1 1 d .
H34 H 0.7284 0.7410 1.0395 0.045 Uiso 1 1 calc R
C35 C 0.5977(3) 0.7902(3) 0.94649(18) 0.0382(6) Uani 1 1 d .
H35 H 0.6648 0.8340 0.9266 0.046 Uiso 1 1 calc R
C36 C 0.4591(3) 0.7789(2) 0.90778(17) 0.0339(6) Uani 1 1 d .
H36 H 0.4340 0.8151 0.8613 0.041 Uiso 1 1 calc R
C37 C 0.6892(3) 0.1134(3) 0.60628(18) 0.0454(7) Uani 1 1 d .
H37A H 0.7578 0.0659 0.6242 0.068 Uiso 1 1 calc R
H37B H 0.6053 0.0925 0.6265 0.068 Uiso 1 1 calc R
H37C H 0.7220 0.2055 0.6379 0.068 Uiso 1 1 calc R
C38 C 0.8281(2) 0.4716(3) 0.46551(19) 0.0371(6) Uani 1 1 d .
H38A H 0.8131 0.5610 0.4882 0.056 Uiso 1 1 calc R
H38B H 0.8798 0.4559 0.4138 0.056 Uiso 1 1 calc R
H38C H 0.8788 0.4544 0.5187 0.056 Uiso 1 1 calc R
C39 C -0.0309(3) 0.2346(3) 0.8511(2) 0.0444(7) Uani 1 1 d .
H39A H -0.0761 0.1758 0.7865 0.067 Uiso 1 1 calc R
H39B H -0.0972 0.2517 0.8934 0.067 Uiso 1 1 calc R
H39C H 0.0406 0.1957 0.8763 0.067 Uiso 1 1 calc R
C40 C 0.3254(3) 0.5850(3) 1.12659(18) 0.0389(6) Uani 1 1 d .
H40A H 0.3885 0.5229 1.1190 0.058 Uiso 1 1 calc R
H40B H 0.2424 0.5514 1.1418 0.058 Uiso 1 1 calc R
H40C H 0.3674 0.6659 1.1788 0.058 Uiso 1 1 calc R
O1 O 0.66342(16) 0.07836(15) 0.50311(11) 0.0292(4) Uani 1 1 d .
O2 O 0.69903(15) 0.38800(15) 0.42995(11) 0.0272(4) Uani 1 1 d .
O3 O 0.02791(17) 0.35375(16) 0.84663(13) 0.0381(4) Uani 1 1 d .
O4 O 0.29195(16) 0.60721(16) 1.03687(12) 0.0333(4) Uani 1 1 d .
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
C2 C1 C6 119.3(2)
C2 C1 C7 121.3(2)
C6 C1 C7 119.4(2)
O1 C2 C1 116.0(2)
O1 C2 C3 123.6(2)
C1 C2 C3 120.3(2)
C4 C3 C2 119.7(3)
C3 C4 C5 121.0(3)
C4 C5 C6 119.5(2)
C1 C6 C5 120.0(2)
C12 C7 C8 118.3(2)
C12 C7 C1 118.0(2)
C8 C7 C1 123.7(2)
C9 C8 C7 118.5(2)
C9 C8 C13 117.17(19)
C7 C8 C13 124.24(19)
C10 C9 C8 121.8(2)
C11 C10 C9 119.6(2)
C10 C11 C12 119.6(2)
C11 C12 C7 122.1(2)
C18 C13 C14 118.0(2)
C18 C13 C8 118.42(19)
C14 C13 C8 123.5(2)
O2 C14 C15 124.2(2)
O2 C14 C13 115.88(19)
C15 C14 C13 119.9(2)
C16 C15 C14 120.7(2)
C15 C16 C17 120.8(2)
C18 C17 C16 117.3(2)
C18 C17 C19 120.31(19)
C16 C17 C19 122.3(2)
C13 C18 C17 123.2(2)
C20 C19 C24 117.5(2)
C20 C19 C17 120.3(2)
C24 C19 C17 122.0(2)
C21 C20 C19 123.0(2)
C20 C21 C22 117.8(2)
C20 C21 C25 119.5(2)
C22 C21 C25 122.5(2)
O3 C22 C23 124.6(2)
O3 C22 C21 115.2(2)
C23 C22 C21 120.1(2)
C22 C23 C24 120.3(2)
C23 C24 C19 121.3(2)
C30 C25 C26 118.8(2)
C30 C25 C21 119.4(2)
C26 C25 C21 121.5(2)
C27 C26 C25 118.9(2)
C27 C26 C31 118.9(2)
C25 C26 C31 122.2(2)
C28 C27 C26 121.0(2)
C27 C28 C29 120.0(2)
C30 C29 C28 119.4(2)
C29 C30 C25 121.8(2)
C36 C31 C32 117.9(2)
C36 C31 C26 121.7(2)
C32 C31 C26 120.2(2)
O4 C32 C33 124.0(2)
O4 C32 C31 115.3(2)
C33 C32 C31 120.7(2)
C34 C33 C32 119.8(2)
C35 C34 C33 120.6(2)
C34 C35 C36 119.4(2)
C31 C36 C35 121.6(2)
C2 O1 C37 117.67(19)
C14 O2 C38 116.86(18)
C22 O3 C39 117.7(2)
C32 O4 C40 116.99(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.383(3)
C1 C6 1.391(3)
C1 C7 1.503(3)
C2 O1 1.369(3)
C2 C3 1.392(3)
C3 C4 1.366(4)
C4 C5 1.376(4)
C5 C6 1.393(3)
C7 C12 1.384(3)
C7 C8 1.414(3)
C8 C9 1.394(3)
C8 C13 1.492(3)
C9 C10 1.380(3)
C10 C11 1.372(3)
C11 C12 1.382(3)
C13 C18 1.386(3)
C13 C14 1.401(3)
C14 O2 1.367(3)
C14 C15 1.388(3)
C15 C16 1.384(3)
C16 C17 1.396(3)
C17 C18 1.395(3)
C17 C19 1.486(3)
C19 C20 1.390(3)
C19 C24 1.391(3)
C20 C21 1.389(3)
C21 C22 1.410(3)
C21 C25 1.491(3)
C22 O3 1.374(3)
C22 C23 1.382(3)
C23 C24 1.385(3)
C25 C30 1.392(3)
C25 C26 1.407(3)
C26 C27 1.396(3)
C26 C31 1.493(3)
C27 C28 1.384(4)
C28 C29 1.387(4)
C29 C30 1.373(4)
C31 C36 1.382(3)
C31 C32 1.404(3)
C32 O4 1.369(3)
C32 C33 1.382(3)
C33 C34 1.380(3)
C34 C35 1.375(3)
C35 C36 1.385(4)
C37 O1 1.419(3)
C38 O2 1.416(3)
C39 O3 1.420(3)
C40 O4 1.439(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 17279246
