#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/98/2209850.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_2209850
loop_
_publ_author_name
'Whiteaker, Laura R.'
'Pal Chaudhuri, Urmila'
'Powell, Douglas R.'
'Houser, Robert P.'
_publ_section_title
;
 2,2,2-Triphenyl-N-(2-pyridylmethyl)acetamide
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3339
_journal_page_last               o3340
_journal_paper_doi               10.1107/S1600536806026109
_journal_volume                  62
_journal_year                    2006
_chemical_formula_moiety         'C26 H22 N2 O'
_chemical_formula_sum            'C26 H22 N2 O'
_chemical_formula_weight         378.46
_chemical_name_systematic
;
 2,2,2-triphenyl-N-(2-pyridylmethyl)acetamide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 106.657(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.6013(11)
_cell_length_b                   17.895(2)
_cell_length_c                   13.4072(17)
_cell_measurement_reflns_used    9735
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      2.53
_cell_volume                     1977.0(4)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2000)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       ω
_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  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0169
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20831
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.95
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.212
_refine_ls_extinction_coef       0.0262(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         3897
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0360
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0460P)²+0.7000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0906
_refine_ls_wR_factor_ref         0.0923
_reflns_number_gt                3660
_reflns_number_total             3897
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2101.cif
_cod_data_source_block           II
_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 

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 

The following automatic conversions were performed:

'_atom_sites_solution_hydrogens' value 'difmap and geom' was changed
to 'mixed'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2209850
_cod_database_fobs_code          2209850
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
C C1 0.35487(13) 0.61936(6) 0.52146(8) 0.0250(2) Uani d . 1
N N2 0.28680(11) 0.55812(5) 0.54822(7) 0.0276(2) Uani d . 1
C C3 0.14934(14) 0.56721(7) 0.57519(9) 0.0320(3) Uani d . 1
H H3 0.0995 0.5242 0.5942 0.038 Uiso calc R 1
C C4 0.07656(16) 0.63595(8) 0.57679(10) 0.0371(3) Uani d . 1
H H4 -0.0208 0.6400 0.5964 0.045 Uiso calc R 1
C C5 0.14840(17) 0.69850(8) 0.54932(11) 0.0398(3) Uani d . 1
H H5 0.1016 0.7465 0.5500 0.048 Uiso calc R 1
C C6 0.28963(15) 0.69014(7) 0.52078(9) 0.0324(3) Uani d . 1
H H6 0.3411 0.7323 0.5010 0.039 Uiso calc R 1
C C7 0.51343(14) 0.60878(6) 0.49570(9) 0.0265(2) Uani d . 1
H H7A 0.5652 0.6582 0.4963 0.032 Uiso calc R 1
H H7B 0.5866 0.5781 0.5510 0.032 Uiso calc R 1
N N8 0.49768(11) 0.57322(5) 0.39537(7) 0.0241(2) Uani d . 1
H H8 0.5545(16) 0.5304(8) 0.3981(10) 0.029 Uiso d . 1
C C9 0.44138(12) 0.61237(6) 0.30686(8) 0.0229(2) Uani d . 1
O O10 0.38288(10) 0.67491(4) 0.30580(6) 0.0303(2) Uani d . 1
C C11 0.46375(12) 0.57443(6) 0.20680(8) 0.0213(2) Uani d . 1
C C12 0.33984(12) 0.60789(6) 0.11012(8) 0.0224(2) Uani d . 1
C C13 0.34647(13) 0.68428(6) 0.09005(9) 0.0257(2) Uani d . 1
H H13 0.4209 0.7152 0.1387 0.031 Uiso calc R 1
C C14 0.24596(14) 0.71547(7) 0.00011(9) 0.0302(3) Uani d . 1
H H14 0.2540 0.7673 -0.0129 0.036 Uiso calc R 1
C C15 0.13360(14) 0.67192(7) -0.07124(10) 0.0326(3) Uani d . 1
H H15 0.0632 0.6937 -0.1322 0.039 Uiso calc R 1
C C16 0.12583(13) 0.59636(7) -0.05217(9) 0.0300(3) Uani d . 1
H H16 0.0499 0.5658 -0.1006 0.036 Uiso calc R 1
C C17 0.22845(13) 0.56459(6) 0.03744(9) 0.0250(2) Uani d . 1
H H17 0.2223 0.5125 0.0491 0.030 Uiso calc R 1
C C18 0.63611(12) 0.59476(6) 0.19996(8) 0.0218(2) Uani d . 1
C C19 0.66712(13) 0.59247(6) 0.10324(9) 0.0253(2) Uani d . 1
H H19 0.5831 0.5778 0.0434 0.030 Uiso calc R 1
C C20 0.81834(14) 0.61123(6) 0.09299(9) 0.0283(2) Uani d . 1
H H20 0.8364 0.6095 0.0264 0.034 Uiso calc R 1
C C21 0.94318(14) 0.63252(6) 0.17909(10) 0.0304(3) Uani d . 1
H H21 1.0465 0.6456 0.1720 0.036 Uiso calc R 1
C C22 0.91501(14) 0.63449(7) 0.27552(10) 0.0336(3) Uani d . 1
H H22 1.0000 0.6485 0.3352 0.040 Uiso calc R 1
C C23 0.76286(14) 0.61601(7) 0.28590(9) 0.0288(3) Uani d . 1
H H23 0.7454 0.6179 0.3527 0.035 Uiso calc R 1
C C24 0.44001(12) 0.48936(6) 0.21212(8) 0.0219(2) Uani d . 1
C C25 0.54593(13) 0.43726(6) 0.19034(8) 0.0254(2) Uani d . 1
H H25 0.6405 0.4540 0.1739 0.031 Uiso calc R 1
C C26 0.51531(15) 0.36089(6) 0.19232(9) 0.0306(3) Uani d . 1
H H26 0.5890 0.3262 0.1772 0.037 Uiso calc R 1
C C27 0.37820(15) 0.33512(7) 0.21623(9) 0.0311(3) Uani d . 1
H H27 0.3574 0.2830 0.2175 0.037 Uiso calc R 1
C C28 0.27173(14) 0.38663(6) 0.23833(9) 0.0286(3) Uani d . 1
H H28 0.1776 0.3696 0.2550 0.034 Uiso calc R 1
C C29 0.30187(13) 0.46260(6) 0.23625(8) 0.0254(2) Uani d . 1
H H29 0.2278 0.4971 0.2514 0.030 Uiso calc R 1
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
N2 C1 C6 122.88(10) ?
N2 C1 C7 116.81(10) ?
C6 C1 C7 120.25(10) ?
C1 N2 C3 117.37(10) ?
N2 C3 C4 123.35(12) ?
N2 C3 H3 118.3 ?
C4 C3 H3 118.3 ?
C5 C4 C3 118.58(11) ?
C5 C4 H4 120.7 ?
C3 C4 H4 120.7 ?
C4 C5 C6 118.86(12) ?
C4 C5 H5 120.6 ?
C6 C5 H5 120.6 ?
C5 C6 C1 118.95(12) ?
C5 C6 H6 120.5 ?
C1 C6 H6 120.5 ?
N8 C7 C1 114.45(9) ?
N8 C7 H7A 108.6 ?
C1 C7 H7A 108.6 ?
N8 C7 H7B 108.6 ?
C1 C7 H7B 108.6 ?
H7A C7 H7B 107.6 ?
C9 N8 C7 120.11(9) ?
C9 N8 H8 122.1(8) ?
C7 N8 H8 115.2(8) ?
O10 C9 N8 121.97(10) n
O10 C9 C11 122.52(9) n
N8 C9 C11 115.44(9) n
C24 C11 C12 110.70(8) ?
C24 C11 C18 112.05(8) ?
C12 C11 C18 107.48(8) ?
C24 C11 C9 109.80(8) ?
C12 C11 C9 109.08(8) ?
C18 C11 C9 107.63(8) ?
C17 C12 C13 117.92(10) ?
C17 C12 C11 122.93(10) ?
C13 C12 C11 118.99(9) ?
C14 C13 C12 120.83(10) ?
C14 C13 H13 119.6 ?
C12 C13 H13 119.6 ?
C13 C14 C15 120.78(11) ?
C13 C14 H14 119.6 ?
C15 C14 H14 119.6 ?
C16 C15 C14 118.89(11) ?
C16 C15 H15 120.6 ?
C14 C15 H15 120.6 ?
C15 C16 C17 120.48(11) ?
C15 C16 H16 119.8 ?
C17 C16 H16 119.8 ?
C12 C17 C16 121.09(10) ?
C12 C17 H17 119.5 ?
C16 C17 H17 119.5 ?
C23 C18 C19 117.60(10) ?
C23 C18 C11 123.27(9) ?
C19 C18 C11 119.13(9) ?
C20 C19 C18 121.23(10) ?
C20 C19 H19 119.4 ?
C18 C19 H19 119.4 ?
C21 C20 C19 120.57(11) ?
C21 C20 H20 119.7 ?
C19 C20 H20 119.7 ?
C22 C21 C20 118.97(10) ?
C22 C21 H21 120.5 ?
C20 C21 H21 120.5 ?
C21 C22 C23 120.54(11) ?
C21 C22 H22 119.7 ?
C23 C22 H22 119.7 ?
C18 C23 C22 121.09(11) ?
C18 C23 H23 119.5 ?
C22 C23 H23 119.5 ?
C25 C24 C29 117.94(10) ?
C25 C24 C11 123.29(9) ?
C29 C24 C11 118.72(9) ?
C24 C25 C26 120.96(11) ?
C24 C25 H25 119.5 ?
C26 C25 H25 119.5 ?
C27 C26 C25 120.56(11) ?
C27 C26 H26 119.7 ?
C25 C26 H26 119.7 ?
C26 C27 C28 118.99(11) ?
C26 C27 H27 120.5 ?
C28 C27 H27 120.5 ?
C29 C28 C27 120.53(11) ?
C29 C28 H28 119.7 ?
C27 C28 H28 119.7 ?
C28 C29 C24 121.03(10) ?
C28 C29 H29 119.5 ?
C24 C29 H29 119.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N2 1.3391(15) ?
C1 C6 1.3842(16) ?
C1 C7 1.5117(15) ?
N2 C3 1.3417(15) ?
C3 C4 1.3831(18) ?
C3 H3 0.9500 ?
C4 C5 1.379(2) ?
C4 H4 0.9500 ?
C5 C6 1.3823(18) ?
C5 H5 0.9500 ?
C6 H6 0.9500 ?
C7 N8 1.4589(14) n
C7 H7A 0.9900 ?
C7 H7B 0.9900 ?
N8 C9 1.3432(14) n
N8 H8 0.903(14) ?
C9 O10 1.2255(13) n
C9 C11 1.5639(14) n
C11 C24 1.5403(14) ?
C11 C12 1.5435(14) ?
C11 C18 1.5545(14) ?
C12 C17 1.3902(15) ?
C12 C13 1.3975(15) ?
C13 C14 1.3839(16) ?
C13 H13 0.9500 ?
C14 C15 1.3880(18) ?
C14 H14 0.9500 ?
C15 C16 1.3813(18) ?
C15 H15 0.9500 ?
C16 C17 1.3921(16) ?
C16 H16 0.9500 ?
C17 H17 0.9500 ?
C18 C23 1.3930(15) ?
C18 C19 1.3974(15) ?
C19 C20 1.3877(15) ?
C19 H19 0.9500 ?
C20 C21 1.3857(17) ?
C20 H20 0.9500 ?
C21 C22 1.3824(18) ?
C21 H21 0.9500 ?
C22 C23 1.3950(16) ?
C22 H22 0.9500 ?
C23 H23 0.9500 ?
C24 C25 1.3918(15) ?
C24 C29 1.4022(15) ?
C25 C26 1.3934(16) ?
C25 H25 0.9500 ?
C26 C27 1.3868(17) ?
C26 H26 0.9500 ?
C27 C28 1.3899(17) ?
C27 H27 0.9500 ?
C28 C29 1.3857(16) ?
C28 H28 0.9500 ?
C29 H29 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N8 H8 N2 3_666 0.903(14) 2.081(14) 2.9544(14) 162.4(12)
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
_geom_torsion_publ_flag
C6 C1 N2 C3 0.04(16) ?
C7 C1 N2 C3 177.46(10) ?
C1 N2 C3 C4 -0.20(18) ?
N2 C3 C4 C5 0.0(2) ?
C3 C4 C5 C6 0.3(2) ?
C4 C5 C6 C1 -0.47(19) ?
N2 C1 C6 C5 0.29(18) ?
C7 C1 C6 C5 -177.04(11) ?
N2 C1 C7 N8 73.64(13) n
C6 C1 C7 N8 -108.86(12) ?
C1 C7 N8 C9 75.92(13) n
C7 N8 C9 O10 -9.37(16) ?
C7 N8 C9 C11 167.65(9) ?
O10 C9 C11 C24 -146.50(10) n
N8 C9 C11 C24 36.50(12) ?
O10 C9 C11 C12 -25.03(13) n
N8 C9 C11 C12 157.97(9) ?
O10 C9 C11 C18 91.29(12) n
N8 C9 C11 C18 -85.71(11) ?
C24 C11 C12 C17 -2.42(13) ?
C18 C11 C12 C17 120.24(10) ?
C9 C11 C12 C17 -123.34(10) ?
C24 C11 C12 C13 -177.70(9) ?
C18 C11 C12 C13 -55.04(12) ?
C9 C11 C12 C13 61.38(12) ?
C17 C12 C13 C14 -0.51(15) ?
C11 C12 C13 C14 175.00(9) ?
C12 C13 C14 C15 1.43(17) ?
C13 C14 C15 C16 -1.33(17) ?
C14 C15 C16 C17 0.35(17) ?
C13 C12 C17 C16 -0.47(15) ?
C11 C12 C17 C16 -175.80(10) ?
C15 C16 C17 C12 0.55(17) ?
C24 C11 C18 C23 -98.03(12) ?
C12 C11 C18 C23 140.15(10) ?
C9 C11 C18 C23 22.78(14) ?
C24 C11 C18 C19 82.50(12) ?
C12 C11 C18 C19 -39.32(12) ?
C9 C11 C18 C19 -156.69(9) ?
C23 C18 C19 C20 -0.49(16) ?
C11 C18 C19 C20 179.01(10) ?
C18 C19 C20 C21 0.28(17) ?
C19 C20 C21 C22 0.27(18) ?
C20 C21 C22 C23 -0.59(18) ?
C19 C18 C23 C22 0.16(17) ?
C11 C18 C23 C22 -179.32(10) ?
C21 C22 C23 C18 0.38(19) ?
C12 C11 C24 C25 106.77(11) ?
C18 C11 C24 C25 -13.19(14) ?
C9 C11 C24 C25 -132.74(10) ?
C12 C11 C24 C29 -70.75(12) ?
C18 C11 C24 C29 169.29(9) ?
C9 C11 C24 C29 49.74(12) ?
C29 C24 C25 C26 0.11(16) ?
C11 C24 C25 C26 -177.43(10) ?
C24 C25 C26 C27 -0.07(17) ?
C25 C26 C27 C28 -0.07(17) ?
C26 C27 C28 C29 0.16(16) ?
C27 C28 C29 C24 -0.12(16) ?
C25 C24 C29 C28 -0.01(15) ?
C11 C24 C29 C28 177.64(10) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21127745
