#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/70/2017031.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_2017031
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          'C16 H15 N3 O2'
_chemical_formula_moiety         'C16 H15 N3 O2'
_chemical_formula_sum            'C16 H15 N3 O2'
_chemical_formula_weight         281.31
_chemical_name_systematic
;
1,3-dimethyl-7-(4-methylphenyl)pyrido[2,3-d]pyrimidine-
2,4(1H,3H)-dione
;
_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
_cell_angle_alpha                93.466(4)
_cell_angle_beta                 92.993(6)
_cell_angle_gamma                101.152(6)
_cell_formula_units_Z            2
_cell_length_a                   6.9953(5)
_cell_length_b                   7.9221(7)
_cell_length_c                   12.5140(13)
_cell_measurement_reflns_used    2989
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.61
_cell_measurement_theta_min      2.97
_cell_volume                     677.71(11)
_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 0.969
_diffrn_measured_fraction_theta_max 0.953
_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  0.0798
_diffrn_reflns_av_sigmaI/netI    0.0846
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11686
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         27.61
_diffrn_reflns_theta_min         2.97
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.353
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2989
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.1272
_refine_ls_R_factor_gt           0.0648
_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)+(0.1083P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1614
_refine_ls_wR_factor_ref         0.1997
_reflns_number_gt                1699
_reflns_number_total             2989
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fa3182.cif
_cod_data_source_block           I
_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_database_code               2017031
_cod_database_fobs_code          2017031
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.3482(3) 0.6338(3) 0.60948(16) 0.0213(5) Uani d . 1 . .
C C2 0.3500(3) 0.5603(3) 0.7078(2) 0.0228(6) Uani d . 1 . .
N N3 0.2804(3) 0.3826(3) 0.70606(16) 0.0228(5) Uani d . 1 . .
C C4 0.2060(3) 0.2754(3) 0.6160(2) 0.0228(6) Uani d . 1 . .
C C4A 0.2009(3) 0.3606(3) 0.5157(2) 0.0207(6) Uani d . 1 . .
C C5 0.1232(3) 0.2714(3) 0.4197(2) 0.0240(6) Uani d . 1 . .
H H5 0.0704 0.1512 0.4171 0.029 Uiso calc R 1 . .
C C6 0.1235(3) 0.3597(3) 0.3271(2) 0.0240(6) Uani d . 1 . .
H H6 0.0681 0.3015 0.2608 0.029 Uiso calc R 1 . .
C C7 0.2066(3) 0.5360(3) 0.33295(19) 0.0197(5) Uani d . 1 . .
N N8 0.2799(3) 0.6237(3) 0.42589(16) 0.0215(5) Uani d . 1 . .
C C8A 0.2751(3) 0.5372(3) 0.51497(19) 0.0198(6) Uani d . 1 . .
C C11 0.4114(4) 0.8209(3) 0.6093(2) 0.0282(6) Uani d . 1 . .
H H11A 0.5150 0.8475 0.5596 0.042 Uiso calc R 1 . .
H H11B 0.4610 0.8686 0.6817 0.042 Uiso calc R 1 . .
H H11C 0.3004 0.8720 0.5864 0.042 Uiso calc R 1 . .
O O2 0.4081(3) 0.6462(2) 0.79085(15) 0.0318(5) Uani d . 1 . .
C C31 0.2855(4) 0.3030(3) 0.8091(2) 0.0286(7) Uani d . 1 . .
H H31A 0.1547 0.2828 0.8362 0.043 Uiso calc R 1 . .
H H31B 0.3767 0.3803 0.8610 0.043 Uiso calc R 1 . .
H H31C 0.3286 0.1929 0.7988 0.043 Uiso calc R 1 . .
O O4 0.1474(2) 0.1207(2) 0.62202(15) 0.0305(5) Uani d . 1 . .
C C71 0.2153(3) 0.6379(3) 0.2370(2) 0.0221(6) Uani d . 1 . .
C C72 0.2021(3) 0.5621(3) 0.1334(2) 0.0268(6) Uani d . 1 . .
H H72 0.1851 0.4403 0.1223 0.032 Uiso calc R 1 . .
C C73 0.2133(4) 0.6624(4) 0.0456(2) 0.0302(6) Uani d . 1 . .
H H73 0.2052 0.6080 -0.0247 0.036 Uiso calc R 1 . .
C C74 0.2361(3) 0.8400(3) 0.0589(2) 0.0277(6) Uani d . 1 . .
C C75 0.2518(3) 0.9174(3) 0.1621(2) 0.0275(6) Uani d . 1 . .
H H75 0.2698 1.0394 0.1725 0.033 Uiso calc R 1 . .
C C76 0.2415(3) 0.8183(3) 0.2511(2) 0.0238(6) Uani d . 1 . .
H H76 0.2522 0.8732 0.3214 0.029 Uiso calc R 1 . .
C C77 0.2436(4) 0.9479(4) -0.0370(2) 0.0353(7) Uani d . 1 . .
H H77A 0.3196 0.9021 -0.0914 0.053 Uiso calc R 1 . .
H H77B 0.3055 1.0675 -0.0145 0.053 Uiso calc R 1 . .
H H77C 0.1106 0.9441 -0.0672 0.053 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
C8A N1 C2 . . 122.0(2) ?
C8A N1 C11 . . 120.0(2) ?
C2 N1 C11 . . 117.9(2) ?
O2 C2 N1 . . 121.8(2) ?
O2 C2 N3 . . 121.6(2) ?
N1 C2 N3 . . 116.6(2) ?
C4 N3 C2 . . 125.6(2) ?
C4 N3 C31 . . 117.3(2) ?
C2 N3 C31 . . 117.1(2) ?
O4 C4 N3 . . 121.2(2) ?
O4 C4 C4A . . 123.4(2) ?
N3 C4 C4A . . 115.4(2) ?
C5 C4A C8A . . 118.0(2) ?
C5 C4A C4 . . 122.0(2) ?
C8A C4A C4 . . 120.0(2) ?
C4A C5 C6 . . 119.2(2) ?
C4A C5 H5 . . 120.4 ?
C6 C5 H5 . . 120.4 ?
C5 C6 C7 . . 119.0(2) ?
C5 C6 H6 . . 120.5 ?
C7 C6 H6 . . 120.5 ?
N8 C7 C6 . . 122.1(2) ?
N8 C7 C71 . . 115.9(2) ?
C6 C7 C71 . . 122.0(2) ?
C7 N8 C8A . . 118.1(2) ?
N8 C8A N1 . . 116.1(2) ?
N8 C8A C4A . . 123.5(2) ?
N1 C8A C4A . . 120.4(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 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
N3 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
C72 C71 C76 . . 118.4(2) ?
C72 C71 C7 . . 122.5(2) ?
C76 C71 C7 . . 119.1(2) ?
C71 C72 C73 . . 120.8(2) ?
C71 C72 H72 . . 119.6 ?
C73 C72 H72 . . 119.6 ?
C74 C73 C72 . . 121.1(2) ?
C74 C73 H73 . . 119.5 ?
C72 C73 H73 . . 119.5 ?
C73 C74 C75 . . 118.7(2) ?
C73 C74 C77 . . 120.8(2) ?
C75 C74 C77 . . 120.5(2) ?
C74 C75 C76 . . 120.8(2) ?
C74 C75 H75 . . 119.6 ?
C76 C75 H75 . . 119.6 ?
C75 C76 C71 . . 120.3(2) ?
C75 C76 H76 . . 119.9 ?
C71 C76 H76 . . 119.9 ?
C74 C77 H77A . . 109.5 ?
C74 C77 H77B . . 109.5 ?
H77A C77 H77B . . 109.5 ?
C74 C77 H77C . . 109.5 ?
H77A C77 H77C . . 109.5 ?
H77B C77 H77C . . 109.5 ?
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 C8A . 1.386(3) ?
N1 C2 . 1.393(3) ?
N1 C11 . 1.463(3) ?
C2 O2 . 1.214(3) ?
C2 N3 . 1.396(3) ?
N3 C4 . 1.383(3) ?
N3 C31 . 1.472(3) ?
C4 O4 . 1.223(3) ?
C4 C4A . 1.463(3) ?
C4A C5 . 1.386(4) ?
C4A C8A . 1.395(3) ?
C5 C6 . 1.389(3) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.401(3) ?
C6 H6 . 0.9500 ?
C7 N8 . 1.342(3) ?
C7 C71 . 1.484(3) ?
N8 C8A . 1.342(3) ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C31 H31A . 0.9800 ?
C31 H31B . 0.9800 ?
C31 H31C . 0.9800 ?
C71 C72 . 1.386(4) ?
C71 C76 . 1.404(3) ?
C72 C73 . 1.392(3) ?
C72 H72 . 0.9500 ?
C73 C74 . 1.384(4) ?
C73 H73 . 0.9500 ?
C74 C75 . 1.385(4) ?
C74 C77 . 1.513(3) ?
C75 C76 . 1.398(3) ?
C75 H75 . 0.9500 ?
C76 H76 . 0.9500 ?
C77 H77A . 0.9800 ?
C77 H77B . 0.9800 ?
C77 H77C . 0.9800 ?
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
C5 H5 O4 2_556 0.95 2.39 3.306(3) 161 no
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 . . . . -177.5(2) ?
C11 N1 C2 O2 . . . . -2.5(3) ?
C8A N1 C2 N3 . . . . 2.1(3) ?
C11 N1 C2 N3 . . . . 177.12(19) ?
O2 C2 N3 C4 . . . . 177.9(2) ?
N1 C2 N3 C4 . . . . -1.7(3) ?
O2 C2 N3 C31 . . . . -1.7(3) ?
N1 C2 N3 C31 . . . . 178.73(18) ?
C2 N3 C4 O4 . . . . -179.8(2) ?
C31 N3 C4 O4 . . . . -0.2(3) ?
C2 N3 C4 C4A . . . . -0.5(3) ?
C31 N3 C4 C4A . . . . 179.10(18) ?
O4 C4 C4A C5 . . . . 1.9(4) ?
N3 C4 C4A C5 . . . . -177.4(2) ?
O4 C4 C4A C8A . . . . -178.4(2) ?
N3 C4 C4A C8A . . . . 2.3(3) ?
C8A C4A C5 C6 . . . . 0.5(3) ?
C4 C4A C5 C6 . . . . -179.8(2) ?
C4A C5 C6 C7 . . . . 1.5(3) ?
C5 C6 C7 N8 . . . . -2.4(3) ?
C5 C6 C7 C71 . . . . 178.9(2) ?
C6 C7 N8 C8A . . . . 1.1(3) ?
C71 C7 N8 C8A . . . . 179.90(18) ?
C7 N8 C8A N1 . . . . -178.52(18) ?
C7 N8 C8A C4A . . . . 1.1(3) ?
C2 N1 C8A N8 . . . . 179.36(19) ?
C11 N1 C8A N8 . . . . 4.4(3) ?
C2 N1 C8A C4A . . . . -0.3(3) ?
C11 N1 C8A C4A . . . . -175.2(2) ?
C5 C4A C8A N8 . . . . -1.9(3) ?
C4 C4A C8A N8 . . . . 178.4(2) ?
C5 C4A C8A N1 . . . . 177.7(2) ?
C4 C4A C8A N1 . . . . -2.0(3) ?
N8 C7 C71 C72 . . . . 160.1(2) ?
C6 C7 C71 C72 . . . . -21.1(3) ?
N8 C7 C71 C76 . . . . -18.7(3) ?
C6 C7 C71 C76 . . . . 160.1(2) ?
C76 C71 C72 C73 . . . . -0.4(3) ?
C7 C71 C72 C73 . . . . -179.2(2) ?
C71 C72 C73 C74 . . . . -0.6(4) ?
C72 C73 C74 C75 . . . . 1.3(4) ?
C72 C73 C74 C77 . . . . -178.6(2) ?
C73 C74 C75 C76 . . . . -1.1(3) ?
C77 C74 C75 C76 . . . . 178.8(2) ?
C74 C75 C76 C71 . . . . 0.1(3) ?
C72 C71 C76 C75 . . . . 0.6(3) ?
C7 C71 C76 C75 . . . . 179.5(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10193715
