#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006960.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2006960
loop_
_publ_author_name
'Bolte, M.'
_publ_section_title
;
 3-Methoxy-2,4,6-triphenylpyridine at 173K
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              132
_journal_page_last               134
_journal_volume                  54
_journal_year                    1998
_chemical_formula_sum            'C24 H19 N O'
_chemical_formula_weight         337.40
_chemical_name_systematic
;
3-Methoxy-2,4,6-triphenylpyridine
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90
_cell_angle_beta                 112.4720(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.89820(10)
_cell_length_b                   20.4966(2)
_cell_length_c                   9.73220(10)
_cell_measurement_reflns_used    7550
_cell_measurement_temperature    173
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      1.00
_cell_volume                     1824.54(3)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics    'XP (Sheldrick, 1991)'
_computing_structure_refinement  'SHELXL96 (Sheldrick, 1996)'
_computing_structure_solution    'SHELXS96 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173
_diffrn_measurement_device       'Siemens CCD three-circle diffractometer'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  'highly oriented graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8415
_diffrn_reflns_theta_max         26.31
_diffrn_reflns_theta_min         1.99
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_meas      not_measured
_exptl_crystal_density_method    N/A
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.165
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1.0(10)
_refine_ls_extinction_coef       0.0077(10)
_refine_ls_extinction_method     SHELXL96_(Sheldrick,_1996)
_refine_ls_goodness_of_fit_all   1.048
_refine_ls_goodness_of_fit_obs   1.045
_refine_ls_hydrogen_treatment    'H atoms: see text below'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3398
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.048
_refine_ls_restrained_S_obs      1.044
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_obs          0.0321
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0475P)^2^+0.6444P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.0855
_refine_ls_wR_factor_obs         0.0841
_reflns_number_observed          3314
_reflns_number_total             3398
_reflns_observed_criterion       >2sigma(I)
_[local]_cod_data_source_file    sk1146.cif
_[local]_cod_data_source_block   schue6
_[local]_cod_cif_authors_sg_H-M  Cc
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1824.53(3)
_cod_database_code               2006960
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'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N1 0.0270(7) 0.0221(6) 0.0266(6) 0.0012(5) 0.0095(5) 0.0016(5)
C2 0.0254(8) 0.0221(7) 0.0261(8) 0.0008(5) 0.0109(6) 0.0009(6)
C3 0.0261(7) 0.0212(6) 0.0255(7) -0.0010(6) 0.0107(6) -0.0008(6)
O31 0.0293(5) 0.0211(5) 0.0327(6) -0.0039(4) 0.0095(4) -0.0030(4)
C31 0.0496(11) 0.0368(10) 0.0648(12) -0.0165(8) 0.0342(10) -0.0111(9)
C4 0.0294(8) 0.0217(7) 0.0254(7) 0.0030(5) 0.0133(6) 0.0013(5)
C5 0.0240(7) 0.0234(7) 0.0242(7) 0.0017(5) 0.0060(6) 0.0001(5)
C6 0.0265(7) 0.0220(7) 0.0240(7) 0.0019(5) 0.0097(6) -0.0001(5)
C21 0.0264(7) 0.0242(7) 0.0271(7) 0.0005(6) 0.0111(6) 0.0054(6)
C22 0.0319(8) 0.0316(8) 0.0297(8) 0.0022(6) 0.0089(6) -0.0008(6)
C23 0.0339(8) 0.0414(9) 0.0279(9) -0.0037(7) 0.0079(7) -0.0011(6)
C24 0.0239(7) 0.0438(9) 0.0306(8) 0.0003(7) 0.0063(6) 0.0097(7)
C25 0.0289(8) 0.0299(7) 0.0413(9) 0.0031(6) 0.0152(7) 0.0081(6)
C26 0.0283(7) 0.0225(7) 0.0325(7) -0.0011(6) 0.0109(6) 0.0031(6)
C41 0.0241(7) 0.0203(7) 0.0307(8) 0.0011(5) 0.0108(6) 0.0033(6)
C42 0.0300(8) 0.0253(7) 0.0294(8) 0.0018(6) 0.0094(6) 0.0004(6)
C43 0.0387(9) 0.0262(8) 0.0415(9) 0.0058(6) 0.0176(7) -0.0014(6)
C44 0.0490(10) 0.0270(8) 0.0466(10) 0.0139(7) 0.0220(8) 0.0125(7)
C45 0.0502(10) 0.0363(9) 0.0324(8) 0.0128(7) 0.0170(8) 0.0134(7)
C46 0.0407(9) 0.0288(8) 0.0302(8) 0.0059(6) 0.0163(7) 0.0020(6)
C61 0.0340(8) 0.0220(7) 0.0213(7) -0.0002(6) 0.0091(6) 0.0020(5)
C62 0.0378(9) 0.0250(7) 0.0329(8) 0.0023(6) 0.0098(7) -0.0014(6)
C63 0.0581(11) 0.0229(8) 0.0392(9) 0.0036(7) 0.0147(8) -0.0011(7)
C64 0.0631(12) 0.0265(8) 0.0282(8) -0.0125(8) 0.0074(8) -0.0040(6)
C65 0.0395(9) 0.0390(9) 0.0341(9) -0.0113(7) -0.0003(7) 0.0010(7)
C66 0.0338(8) 0.0267(7) 0.0322(8) -0.0003(6) 0.0054(6) 0.0022(6)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
N1 0.56594(13) 0.56727(6) 0.45165(14) 0.0255(3) Uani d . 1 N
C2 0.49161(15) 0.51216(7) 0.39311(15) 0.0242(3) Uani d . 1 C
C3 0.54917(16) 0.45020(7) 0.44733(16) 0.0240(3) Uani d . 1 C
O31 0.46806(11) 0.39456(5) 0.39061(12) 0.0284(2) Uani d . 1 O
C31 0.3894(2) 0.37358(9) 0.4797(2) 0.0467(5) Uani d . 1 C
H31A 0.3333 0.3342 0.4360 0.070 Uiso calc R 1 H
H31B 0.3225 0.4082 0.4831 0.070 Uiso calc R 1 H
H31C 0.4586 0.3640 0.5808 0.070 Uiso calc R 1 H
C4 0.68704(15) 0.44500(7) 0.56222(15) 0.0247(3) Uani d . 1 C
C5 0.76065(17) 0.50281(7) 0.62140(17) 0.0248(3) Uani d . 1 C
H5 0.8540 0.5013 0.7004 0.030 Uiso calc R 1 H
C6 0.69744(15) 0.56284(7) 0.56475(15) 0.0242(3) Uani d . 1 C
C21 0.34425(16) 0.52138(7) 0.27228(16) 0.0256(3) Uani d . 1 C
C22 0.28443(18) 0.47768(8) 0.15396(18) 0.0319(3) Uani d . 1 C
H22 0.3388 0.4404 0.1474 0.038 Uiso calc R 1 H
C23 0.14559(19) 0.48846(9) 0.04563(18) 0.0356(4) Uani d . 1 C
H23 0.1059 0.4584 -0.0340 0.043 Uiso calc R 1 H
C24 0.06482(17) 0.54272(8) 0.05308(18) 0.0340(4) Uani d . 1 C
H24 -0.0304 0.5495 -0.0203 0.041 Uiso calc R 1 H
C25 0.12393(17) 0.58697(8) 0.16821(19) 0.0329(3) Uani d . 1 C
H25 0.0696 0.6245 0.1731 0.039 Uiso calc R 1 H
C26 0.26240(16) 0.57670(7) 0.27650(17) 0.0280(3) Uani d . 1 C
H26 0.3022 0.6075 0.3545 0.034 Uiso calc R 1 H
C41 0.75441(15) 0.38030(7) 0.61970(16) 0.0249(3) Uani d . 1 C
C42 0.75962(16) 0.33139(7) 0.52183(17) 0.0288(3) Uani d . 1 C
H42 0.7159 0.3385 0.4176 0.035 Uiso calc R 1 H
C43 0.82857(18) 0.27226(8) 0.57648(19) 0.0348(4) Uani d . 1 C
H43 0.8319 0.2393 0.5093 0.042 Uiso calc R 1 H
C44 0.8925(2) 0.26130(8) 0.7286(2) 0.0398(4) Uani d . 1 C
H44 0.9399 0.2210 0.7655 0.048 Uiso calc R 1 H
C45 0.8869(2) 0.30921(8) 0.82614(19) 0.0393(4) Uani d . 1 C
H45 0.9299 0.3016 0.9303 0.047 Uiso calc R 1 H
C46 0.81851(18) 0.36877(8) 0.77251(18) 0.0324(3) Uani d . 1 C
H46 0.8156 0.4016 0.8403 0.039 Uiso calc R 1 H
C61 0.77290(16) 0.62585(7) 0.62514(15) 0.0262(3) Uani d . 1 C
C62 0.69050(18) 0.68298(7) 0.60510(18) 0.0330(4) Uani d . 1 C
H62 0.5874 0.6812 0.5538 0.040 Uiso calc R 1 H
C63 0.7575(2) 0.74228(8) 0.6592(2) 0.0412(4) Uani d . 1 C
H63 0.7000 0.7807 0.6443 0.049 Uiso calc R 1 H
C64 0.9074(2) 0.74572(8) 0.73463(18) 0.0423(4) Uani d . 1 C
H64 0.9530 0.7863 0.7722 0.051 Uiso calc R 1 H
C65 0.9905(2) 0.68956(8) 0.75496(19) 0.0418(4) Uani d . 1 C
H65 1.0935 0.6917 0.8066 0.050 Uiso calc R 1 H
C66 0.92398(18) 0.62983(7) 0.70018(19) 0.0330(3) Uani d . 1 C
H66 0.9821 0.5916 0.7141 0.040 Uiso calc R 1 H
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_publ_flag
C6 N1 C2 119.24(12) yes
N1 C2 C3 121.27(12) yes
N1 C2 C21 115.90(12) yes
C3 C2 C21 122.80(13) ?
O31 C3 C4 119.77(12) yes
O31 C3 C2 120.26(12) yes
C4 C3 C2 119.94(13) ?
C3 O31 C31 111.87(11) ?
C5 C4 C3 117.47(13) ?
C5 C4 C41 120.77(12) ?
C3 C4 C41 121.76(12) ?
C6 C5 C4 120.10(13) ?
N1 C6 C5 121.96(13) ?
N1 C6 C61 116.35(12) ?
C5 C6 C61 121.69(12) ?
C22 C21 C26 118.29(13) ?
C22 C21 C2 123.04(13) ?
C26 C21 C2 118.67(13) ?
C23 C22 C21 120.40(15) ?
C24 C23 C22 120.59(15) ?
C25 C24 C23 119.56(14) ?
C24 C25 C26 120.24(14) ?
C25 C26 C21 120.90(14) ?
C46 C41 C42 118.98(13) ?
C46 C41 C4 120.36(13) ?
C42 C41 C4 120.61(12) ?
C43 C42 C41 120.29(14) ?
C44 C43 C42 120.34(15) ?
C45 C44 C43 119.76(15) ?
C44 C45 C46 120.36(15) ?
C41 C46 C45 120.27(14) ?
C66 C61 C62 118.44(14) ?
C66 C61 C6 122.10(13) ?
C62 C61 C6 119.46(13) ?
C63 C62 C61 120.82(15) ?
C64 C63 C62 120.37(16) ?
C63 C64 C65 119.45(15) ?
C64 C65 C66 120.50(16) ?
C61 C66 C65 120.42(15) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C6 1.3486(18) yes
N1 C2 1.3497(18) yes
C2 C3 1.4093(19) ?
C2 C21 1.495(2) ?
C3 O31 1.3823(17) yes
C3 C4 1.3991(19) ?
O31 C31 1.435(2) yes
C4 C5 1.3950(19) ?
C4 C41 1.4936(18) ?
C5 C6 1.3947(19) ?
C6 C61 1.4952(19) ?
C21 C22 1.399(2) ?
C21 C26 1.403(2) ?
C22 C23 1.393(2) ?
C23 C24 1.388(3) ?
C24 C25 1.385(2) ?
C25 C26 1.389(2) ?
C41 C46 1.396(2) ?
C41 C42 1.397(2) ?
C42 C43 1.393(2) ?
C43 C44 1.388(3) ?
C44 C45 1.382(3) ?
C45 C46 1.397(2) ?
C61 C66 1.393(2) ?
C61 C62 1.398(2) ?
C62 C63 1.388(2) ?
C63 C64 1.384(3) ?
C64 C65 1.384(3) ?
C65 C66 1.396(2) ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C6 N1 C2 C3 -0.37(19)
C6 N1 C2 C21 177.66(13)
N1 C2 C3 O31 176.83(12)
C21 C2 C3 O31 -1.1(2)
N1 C2 C3 C4 -1.2(2)
C21 C2 C3 C4 -179.05(13)
C4 C3 O31 C31 82.74(17)
C2 C3 O31 C31 -95.26(16)
O31 C3 C4 C5 -176.30(12)
C2 C3 C4 C5 1.70(19)
O31 C3 C4 C41 4.04(19)
C2 C3 C4 C41 -177.95(13)
C3 C4 C5 C6 -0.8(2)
C41 C4 C5 C6 178.85(13)
C2 N1 C6 C5 1.3(2)
C2 N1 C6 C61 -179.40(12)
C4 C5 C6 N1 -0.7(2)
C4 C5 C6 C61 -179.97(13)
N1 C2 C21 C22 147.50(14)
C3 C2 C21 C22 -34.5(2)
N1 C2 C21 C26 -31.83(19)
C3 C2 C21 C26 146.17(14)
C26 C21 C22 C23 -1.5(2)
C2 C21 C22 C23 179.15(15)
C21 C22 C23 C24 0.2(3)
C22 C23 C24 C25 0.9(3)
C23 C24 C25 C26 -0.8(2)
C24 C25 C26 C21 -0.5(2)
C22 C21 C26 C25 1.7(2)
C2 C21 C26 C25 -178.96(13)
C5 C4 C41 C46 46.8(2)
C3 C4 C41 C46 -133.56(15)
C5 C4 C41 C42 -130.56(15)
C3 C4 C41 C42 49.08(19)
C46 C41 C42 C43 -0.4(2)
C4 C41 C42 C43 177.04(14)
C41 C42 C43 C44 0.1(2)
C42 C43 C44 C45 0.3(3)
C43 C44 C45 C46 -0.6(3)
C42 C41 C46 C45 0.1(2)
C4 C41 C46 C45 -177.27(15)
C44 C45 C46 C41 0.3(3)
N1 C6 C61 C66 -156.41(14)
C5 C6 C61 C66 22.9(2)
N1 C6 C61 C62 22.97(19)
C5 C6 C61 C62 -157.74(15)
C66 C61 C62 C63 -0.2(2)
C6 C61 C62 C63 -179.65(15)
C61 C62 C63 C64 -0.3(3)
C62 C63 C64 C65 0.4(3)
C63 C64 C65 C66 -0.1(3)
C62 C61 C66 C65 0.6(2)
C6 C61 C66 C65 180.00(15)
C64 C65 C66 C61 -0.5(3)