#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/70/2017032.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_2017032
loop_
_publ_author_name
'Trilleras, Jorge'
'Quiroga, Jairo'
'Cobo, Justo'
'Hursthouse, Michael B.'
'Glidewell, Christopher'
_publ_section_title
;
 Four 7-aryl-substituted
 pyrido[2,3-d]pyrimidine-2,4(1H,3H)-diones:
 similar molecular structures but different crystal structures
;
_journal_coeditor_code           FA3182
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o134
_journal_page_last               o139
_journal_paper_doi               10.1107/S0108270109005514
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C21 H17 N3 O2'
_chemical_formula_moiety         'C21 H17 N3 O2'
_chemical_formula_sum            'C21 H17 N3 O2'
_chemical_formula_weight         343.38
_chemical_name_systematic
;
7-(biphenyl-4-yl)-1,3-dimethylpyrido[2,3-d]pyrimidine-
2,4(1H,3H)-dione
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 97.782(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.2314(5)
_cell_length_b                   17.5834(18)
_cell_length_c                   12.4864(15)
_cell_measurement_reflns_used    3613
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.07
_cell_volume                     1573.1(3)
_computing_cell_refinement       'DIRAX/LSQ (Duisenberg et al.,  2000)'
_computing_data_collection       'COLLECT (Hooft, 1999)'
_computing_data_reduction        'EVALCCD (Duisenberg et al.,  2003)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and PRPKAPPA (Ferguson, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al.,  2005)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker--Nonius KappaCCD'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0922
_diffrn_reflns_av_sigmaI/netI    0.0530
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            40144
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.29
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.336
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3612
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1569
_refine_ls_R_factor_gt           0.0727
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1380P)²+0.2972P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1797
_refine_ls_wR_factor_ref         0.2436
_reflns_number_gt                1851
_reflns_number_total             3612
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fa3182.cif
_cod_data_source_block           II
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' 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:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' 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_sg_symbol_H-M      'P 21/c'
_cod_database_code               2017032
_cod_database_fobs_code          2017032
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.3564(3) 0.34566(13) 0.64534(19) 0.0311(6) Uani d . 1 . .
C C2 0.3717(4) 0.26808(16) 0.6605(2) 0.0333(7) Uani d . 1 . .
N N3 0.2991(3) 0.22236(13) 0.57325(19) 0.0327(6) Uani d . 1 . .
C C4 0.2240(4) 0.24889(16) 0.4732(2) 0.0338(7) Uani d . 1 . .
C C4A 0.2229(4) 0.33099(15) 0.4611(2) 0.0297(7) Uani d . 1 . .
C C5 0.1674(4) 0.36487(17) 0.3632(3) 0.0381(8) Uani d . 1 . .
H H5 0.1293 0.3348 0.3009 0.046 Uiso calc R 1 . .
C C6 0.1674(4) 0.44308(16) 0.3561(2) 0.0361(7) Uani d . 1 . .
H H6 0.1311 0.4674 0.2886 0.043 Uiso calc R 1 . .
C C7 0.2206(4) 0.48579(16) 0.4482(2) 0.0314(7) Uani d . 1 . .
N N8 0.2802(3) 0.45337(13) 0.54326(19) 0.0327(6) Uani d . 1 . .
C C8A 0.2842(3) 0.37789(15) 0.5478(2) 0.0290(7) Uani d . 1 . .
C C11 0.4261(4) 0.39266(17) 0.7378(2) 0.0408(8) Uani d . 1 . .
H H11A 0.3714 0.3755 0.8013 0.061 Uiso calc R 1 . .
H H11B 0.3915 0.4458 0.7222 0.061 Uiso calc R 1 . .
H H11C 0.5623 0.3883 0.7521 0.061 Uiso calc R 1 . .
O O2 0.4440(3) 0.24105(11) 0.74449(17) 0.0406(6) Uani d . 1 . .
C C31 0.3064(4) 0.14025(16) 0.5885(3) 0.0396(8) Uani d . 1 . .
H H31A 0.1801 0.1192 0.5734 0.059 Uiso calc R 1 . .
H H32B 0.3587 0.1286 0.6633 0.059 Uiso calc R 1 . .
H H33C 0.3853 0.1177 0.5390 0.059 Uiso calc R 1 . .
O O4 0.1638(3) 0.20493(11) 0.40182(17) 0.0417(6) Uani d . 1 . .
C C71 0.2139(3) 0.57038(16) 0.4453(2) 0.0296(7) Uani d . 1 . .
C C72 0.1204(4) 0.60843(15) 0.3571(2) 0.0346(7) Uani d . 1 . .
H H72 0.0560 0.5804 0.2985 0.041 Uiso calc R 1 . .
C C73 0.1205(4) 0.68687(16) 0.3538(2) 0.0342(7) Uani d . 1 . .
H H73 0.0569 0.7121 0.2922 0.041 Uiso calc R 1 . .
C C74 0.2115(4) 0.72988(16) 0.4384(2) 0.0316(7) Uani d . 1 . .
C C75 0.3013(4) 0.69129(16) 0.5274(2) 0.0342(7) Uani d . 1 . .
H H75 0.3628 0.7192 0.5869 0.041 Uiso calc R 1 . .
C C76 0.3025(4) 0.61227(16) 0.5308(2) 0.0326(7) Uani d . 1 . .
H H76 0.3650 0.5869 0.5925 0.039 Uiso calc R 1 . .
C C81 0.2134(4) 0.81360(16) 0.4331(2) 0.0313(7) Uani d . 1 . .
C C82 0.2154(4) 0.85040(16) 0.3347(2) 0.0349(7) Uani d . 1 . .
H H82 0.2156 0.8213 0.2707 0.042 Uiso calc R 1 . .
C C83 0.2170(4) 0.92868(17) 0.3291(3) 0.0403(8) Uani d . 1 . .
H H83 0.2168 0.9531 0.2612 0.048 Uiso calc R 1 . .
C C84 0.2188(4) 0.97151(17) 0.4210(3) 0.0428(8) Uani d . 1 . .
H H84 0.2207 1.0255 0.4169 0.051 Uiso calc R 1 . .
C C85 0.2180(4) 0.93597(17) 0.5196(3) 0.0417(8) Uani d . 1 . .
H H85 0.2189 0.9654 0.5835 0.050 Uiso calc R 1 . .
C C86 0.2159(4) 0.85778(16) 0.5248(2) 0.0352(7) Uani d . 1 . .
H H86 0.2161 0.8337 0.5929 0.042 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 N1 C8A . . 122.8(2) ?
C2 N1 C11 . . 116.1(2) ?
C8A N1 C11 . . 121.1(2) ?
O2 C2 N1 . . 121.8(3) ?
O2 C2 N3 . . 121.6(3) ?
N1 C2 N3 . . 116.5(3) ?
C4 N3 C2 . . 125.0(2) ?
C4 N3 C31 . . 117.3(2) ?
C2 N3 C31 . . 117.7(2) ?
O4 C4 N3 . . 120.6(3) ?
O4 C4 C4A . . 124.0(3) ?
N3 C4 C4A . . 115.4(3) ?
C5 C4A C8A . . 117.6(3) ?
C5 C4A C4 . . 121.5(3) ?
C8A C4A C4 . . 120.9(3) ?
C4A C5 C6 . . 119.3(3) ?
C4A C5 H5 . . 120.4 ?
C6 C5 H5 . . 120.4 ?
C5 C6 C7 . . 119.4(3) ?
C5 C6 H6 . . 120.3 ?
C7 C6 H6 . . 120.3 ?
N8 C7 C6 . . 121.8(3) ?
N8 C7 C71 . . 117.0(3) ?
C6 C7 C71 . . 121.2(3) ?
C8A N8 C7 . . 117.9(3) ?
N8 C8A N1 . . 116.9(2) ?
N8 C8A C4A . . 123.9(3) ?
N1 C8A C4A . . 119.2(2) ?
N1 C11 H11A . . 109.5 ?
N1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
N1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
N3 C31 H31A . . 109.5 ?
N3 C31 H32B . . 109.5 ?
H31A C31 H32B . . 109.5 ?
N3 C31 H33C . . 109.5 ?
H31A C31 H33C . . 109.5 ?
H32B C31 H33C . . 109.5 ?
C76 C71 C72 . . 118.9(3) ?
C76 C71 C7 . . 120.3(3) ?
C72 C71 C7 . . 120.8(3) ?
C73 C72 C71 . . 120.3(3) ?
C73 C72 H72 . . 119.8 ?
C71 C72 H72 . . 119.8 ?
C72 C73 C74 . . 121.5(3) ?
C72 C73 H73 . . 119.2 ?
C74 C73 H73 . . 119.2 ?
C75 C74 C73 . . 117.7(3) ?
C75 C74 C81 . . 121.2(3) ?
C73 C74 C81 . . 121.0(3) ?
C74 C75 C76 . . 121.0(3) ?
C74 C75 H75 . . 119.5 ?
C76 C75 H75 . . 119.5 ?
C71 C76 C75 . . 120.6(3) ?
C71 C76 H76 . . 119.7 ?
C75 C76 H76 . . 119.7 ?
C86 C81 C82 . . 118.0(3) ?
C86 C81 C74 . . 121.6(3) ?
C82 C81 C74 . . 120.4(3) ?
C83 C82 C81 . . 120.7(3) ?
C83 C82 H82 . . 119.6 ?
C81 C82 H82 . . 119.6 ?
C84 C83 C82 . . 120.3(3) ?
C84 C83 H83 . . 119.8 ?
C82 C83 H83 . . 119.8 ?
C83 C84 C85 . . 119.8(3) ?
C83 C84 H84 . . 120.1 ?
C85 C84 H84 . . 120.1 ?
C86 C85 C84 . . 119.7(3) ?
C86 C85 H85 . . 120.2 ?
C84 C85 H85 . . 120.2 ?
C85 C86 C81 . . 121.4(3) ?
C85 C86 H86 . . 119.3 ?
C81 C86 H86 . . 119.3 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C2 . 1.380(4) ?
N1 C8A . 1.380(3) ?
N1 C11 . 1.453(4) ?
C2 O2 . 1.204(3) ?
C2 N3 . 1.398(4) ?
N3 C4 . 1.375(4) ?
N3 C31 . 1.456(4) ?
C4 O4 . 1.215(3) ?
C4 C4A . 1.451(4) ?
C4A C5 . 1.370(4) ?
C4A C8A . 1.386(4) ?
C5 C6 . 1.378(4) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.384(4) ?
C6 H6 . 0.9500 ?
C7 N8 . 1.335(3) ?
C7 C71 . 1.488(4) ?
N8 C8A . 1.328(3) ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C31 H31A . 0.9800 ?
C31 H32B . 0.9800 ?
C31 H33C . 0.9800 ?
C71 C76 . 1.381(4) ?
C71 C72 . 1.385(4) ?
C72 C73 . 1.380(4) ?
C72 H72 . 0.9500 ?
C73 C74 . 1.391(4) ?
C73 H73 . 0.9500 ?
C74 C75 . 1.386(4) ?
C74 C81 . 1.474(4) ?
C75 C76 . 1.390(4) ?
C75 H75 . 0.9500 ?
C76 H76 . 0.9500 ?
C81 C86 . 1.382(4) ?
C81 C82 . 1.390(4) ?
C82 C83 . 1.378(4) ?
C82 H82 . 0.9500 ?
C83 C84 . 1.371(4) ?
C83 H83 . 0.9500 ?
C84 C85 . 1.382(4) ?
C84 H84 . 0.9500 ?
C85 C86 . 1.377(4) ?
C85 H85 . 0.9500 ?
C86 H86 . 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
_geom_hbond_publ_flag
C75 H75 O2 2_656 0.95 2.39 3.294(3) 158 n
C76 H76 N8 . 0.95 2.48 2.805(4) 100 n
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C8A N1 C2 O2 . . . . 176.0(2) ?
C11 N1 C2 O2 . . . . -2.3(4) ?
C8A N1 C2 N3 . . . . -3.8(4) ?
C11 N1 C2 N3 . . . . 177.9(2) ?
O2 C2 N3 C4 . . . . -176.2(3) ?
N1 C2 N3 C4 . . . . 3.6(4) ?
O2 C2 N3 C31 . . . . 2.6(4) ?
N1 C2 N3 C31 . . . . -177.5(2) ?
C2 N3 C4 O4 . . . . -179.9(2) ?
C31 N3 C4 O4 . . . . 1.2(4) ?
C2 N3 C4 C4A . . . . 0.0(4) ?
C31 N3 C4 C4A . . . . -178.9(2) ?
O4 C4 C4A C5 . . . . -5.9(4) ?
N3 C4 C4A C5 . . . . 174.2(2) ?
O4 C4 C4A C8A . . . . 176.3(3) ?
N3 C4 C4A C8A . . . . -3.6(4) ?
C8A C4A C5 C6 . . . . -2.6(4) ?
C4 C4A C5 C6 . . . . 179.5(2) ?
C4A C5 C6 C7 . . . . -1.0(4) ?
C5 C6 C7 N8 . . . . 3.0(4) ?
C5 C6 C7 C71 . . . . -177.0(2) ?
C6 C7 N8 C8A . . . . -1.1(4) ?
C71 C7 N8 C8A . . . . 178.9(2) ?
C7 N8 C8A N1 . . . . 176.3(2) ?
C7 N8 C8A C4A . . . . -2.8(4) ?
C2 N1 C8A N8 . . . . -178.8(2) ?
C11 N1 C8A N8 . . . . -0.6(4) ?
C2 N1 C8A C4A . . . . 0.4(4) ?
C11 N1 C8A C4A . . . . 178.6(3) ?
C5 C4A C8A N8 . . . . 4.8(4) ?
C4 C4A C8A N8 . . . . -177.3(2) ?
C5 C4A C8A N1 . . . . -174.4(2) ?
C4 C4A C8A N1 . . . . 3.5(4) ?
N8 C7 C71 C76 . . . . 13.5(4) ?
C6 C7 C71 C76 . . . . -166.5(3) ?
N8 C7 C71 C72 . . . . -167.1(2) ?
C6 C7 C71 C72 . . . . 12.9(4) ?
C76 C71 C72 C73 . . . . 1.7(4) ?
C7 C71 C72 C73 . . . . -177.8(2) ?
C71 C72 C73 C74 . . . . -0.7(4) ?
C72 C73 C74 C75 . . . . -0.7(4) ?
C72 C73 C74 C81 . . . . 178.9(2) ?
C73 C74 C75 C76 . . . . 1.1(4) ?
C81 C74 C75 C76 . . . . -178.5(2) ?
C72 C71 C76 C75 . . . . -1.3(4) ?
C7 C71 C76 C75 . . . . 178.2(2) ?
C74 C75 C76 C71 . . . . -0.1(4) ?
C75 C74 C81 C86 . . . . -32.7(4) ?
C73 C74 C81 C86 . . . . 147.7(3) ?
C75 C74 C81 C82 . . . . 146.4(3) ?
C73 C74 C81 C82 . . . . -33.2(4) ?
C86 C81 C82 C83 . . . . -0.9(4) ?
C74 C81 C82 C83 . . . . 179.9(2) ?
C81 C82 C83 C84 . . . . 0.8(4) ?
C82 C83 C84 C85 . . . . -0.4(4) ?
C83 C84 C85 C86 . . . . 0.2(4) ?
C84 C85 C86 C81 . . . . -0.4(4) ?
C82 C81 C86 C85 . . . . 0.7(4) ?
C74 C81 C86 C85 . . . . 179.9(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654150
