#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:13:36 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180382 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/51/7205108.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_7205108
loop_
_publ_author_name
'Nayak, Susanta K.'
'Venugopala, K. N.'
'Chopra, Deepak'
'Row, T. N. Guru'
_publ_section_title
;
 Insights into conformational and packing features in a series of aryl
 substituted
 ethyl-6-methyl-4-phenyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              591
_journal_paper_doi               10.1039/c0ce00045k
_journal_volume                  13
_journal_year                    2011
_chemical_compound_source        'see text'
_chemical_formula_moiety         'C15 H18 N2 O5'
_chemical_formula_sum            'C15 H18 N2 O5'
_chemical_formula_weight         306.31
_chemical_name_systematic        ?
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 109.584(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2806(10)
_cell_length_b                   7.4567(6)
_cell_length_c                   17.2659(14)
_cell_measurement_reflns_used    430
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      27.98
_cell_measurement_theta_min      0.97
_cell_volume                     1489.6(2)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.34d
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.34d (2009)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.34d
;
_computing_molecular_graphics
'Ortep-3 for Windows (Farrugia, 1997) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      292(2)
_diffrn_detector_area_resol_mean 16.0839
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
1 omega -17.00 12.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -17.0427 -77.0000 0.0000 29

2 omega -87.00 -58.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -17.0427 179.0000 150.0000 29

3 omega -7.00 91.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 18.9177 37.0000 150.0000 98

4 omega 3.00 91.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 18.9177 37.0000 60.0000 88

5 omega -87.00 13.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -17.0427 -77.0000 -90.0000 100

6 omega -94.00 -34.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -17.0427 179.0000 60.0000 60

7 omega -94.00 -34.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -17.0427 179.0000 -180.0000 60

8 omega -47.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -17.0427 77.0000 30.0000 100

;
_diffrn_measurement_device_type  'Goniometer Xcalibur, detector: Eos (Nova)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0521183343
_diffrn_orient_matrix_UB_12      -0.0174247475
_diffrn_orient_matrix_UB_13      0.0078915189
_diffrn_orient_matrix_UB_21      -0.0299360879
_diffrn_orient_matrix_UB_22      -0.0083441756
_diffrn_orient_matrix_UB_23      -0.0428346693
_diffrn_orient_matrix_UB_31      0.0124487087
_diffrn_orient_matrix_UB_32      -0.0933108870
_diffrn_orient_matrix_UB_33      0.0023387983
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_sigmaI/netI    0.0351
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15352
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.25
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.9816
_exptl_absorpt_correction_T_min  0.9596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.34d
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         2923
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0838
_refine_ls_R_factor_gt           0.0525
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0796P)²+0.1929P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1437
_refine_ls_wR_factor_ref         0.1563
_reflns_number_gt                1887
_reflns_number_total             2923
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CE00045K.TXT
_cod_data_source_block           o4o3oc
_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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7205108
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,1/2+y,1/2-z
3 -x,-y,-z
4 1/2+x,1/2-y,1/2+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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.27501(12) 0.0472(2) 0.24550(10) 0.0476(4) Uani 1 1 d . . .
O4 O 0.1964(2) 0.2316(3) 0.08762(13) 0.0813(7) Uani 1 1 d . . .
H4O H 0.1820 0.3287 0.0641 0.122 Uiso 1 1 calc R . .
N2 N -0.11452(14) 0.2065(2) 0.31420(11) 0.0387(5) Uani 1 1 d . . .
H2N H -0.1525 0.3051 0.3094 0.046 Uiso 1 1 calc R . .
O5 O 0.07201(18) 0.5098(3) 0.10856(11) 0.0746(6) Uani 1 1 d . A .
O2 O 0.21556(16) -0.0541(3) 0.51635(11) 0.0714(6) Uani 1 1 d . . .
O3 O 0.19839(15) 0.2348(2) 0.48684(12) 0.0709(6) Uani 1 1 d . . .
N1 N -0.11159(14) -0.1003(2) 0.32084(11) 0.0409(5) Uani 1 1 d . . .
H1N H -0.1393 -0.2010 0.2986 0.049 Uiso 1 1 calc R . .
C1 C -0.17235(17) 0.0537(3) 0.29040(13) 0.0365(5) Uani 1 1 d . . .
C4 C 0.01223(17) 0.2115(3) 0.34832(13) 0.0364(5) Uani 1 1 d . A .
H4 H 0.0351 0.3213 0.3810 0.044 Uiso 1 1 calc R . .
C3 C 0.05288(17) 0.0523(3) 0.40528(12) 0.0363(5) Uani 1 1 d . . .
C10 C 0.12938(19) 0.0770(3) 0.26576(14) 0.0451(6) Uani 1 1 d . A .
H10 H 0.1442 -0.0230 0.3000 0.054 Uiso 1 1 calc R . .
C14 C 0.04319(19) 0.3658(3) 0.22780(14) 0.0460(6) Uani 1 1 d . A .
H14 H -0.0003 0.4610 0.2364 0.055 Uiso 1 1 calc R . .
C9 C 0.06459(17) 0.2165(3) 0.27968(13) 0.0367(5) Uani 1 1 d . . .
C2 C -0.00691(18) -0.1011(3) 0.38630(13) 0.0366(5) Uani 1 1 d . A .
C8 C 0.0245(2) -0.2804(3) 0.42713(16) 0.0503(6) Uani 1 1 d . . .
H8A H 0.0758 -0.3416 0.4045 0.076 Uiso 1 1 calc R A .
H8B H -0.0443 -0.3504 0.4178 0.076 Uiso 1 1 calc R . .
H8C H 0.0621 -0.2638 0.4851 0.076 Uiso 1 1 calc R . .
C13 C 0.0869(2) 0.3716(3) 0.16345(14) 0.0511(6) Uani 1 1 d . . .
C11 C 0.1727(2) 0.0842(4) 0.20113(15) 0.0520(6) Uani 1 1 d . . .
H11 H 0.2163 -0.0108 0.1925 0.062 Uiso 1 1 calc R A .
C12 C 0.1520(2) 0.2282(4) 0.15068(15) 0.0528(7) Uani 1 1 d . A .
C5 C 0.1621(2) 0.0671(3) 0.47452(14) 0.0449(6) Uani 1 1 d . A .
C6A C 0.3045(4) 0.2572(6) 0.5585(5) 0.0579(16) Uani 0.762(17) 1 d P A 1
H6A1 H 0.2963 0.1970 0.6060 0.069 Uiso 0.762(17) 1 calc PR A 1
H6A2 H 0.3700 0.2058 0.5471 0.069 Uiso 0.762(17) 1 calc PR A 1
C6B C 0.3279(15) 0.308(3) 0.5193(15) 0.070(7) Uani 0.238(17) 1 d P A 2
H6B1 H 0.3817 0.2144 0.5475 0.084 Uiso 0.238(17) 1 calc PR A 2
H6B2 H 0.3507 0.3545 0.4746 0.084 Uiso 0.238(17) 1 calc PR A 2
C15 C 0.0114(3) 0.6641(4) 0.1208(2) 0.0886(11) Uani 1 1 d . . .
H15A H -0.0651 0.6303 0.1183 0.133 Uiso 1 1 calc R A .
H15B H 0.0067 0.7508 0.0787 0.133 Uiso 1 1 calc R . .
H15C H 0.0518 0.7153 0.1737 0.133 Uiso 1 1 calc R . .
C7 C 0.3219(3) 0.4458(5) 0.5742(2) 0.0998(12) Uani 1 1 d . . .
H7A H 0.3904 0.4644 0.6208 0.150 Uiso 1 1 calc R A 1
H7B H 0.2565 0.4953 0.5854 0.150 Uiso 1 1 calc R A 1
H7C H 0.3303 0.5039 0.5269 0.150 Uiso 1 1 calc R A 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O4 H4O 109.5 . . ?
C1 N2 C4 121.95(17) . . ?
C1 N2 H2N 119.0 . . ?
C4 N2 H2N 119.0 . . ?
C13 O5 C15 117.4(2) . . ?
C5 O3 C6A 113.5(3) . . ?
C5 O3 C6B 128.5(7) . . ?
C1 N1 C2 123.15(18) . . ?
C1 N1 H1N 118.4 . . ?
C2 N1 H1N 118.4 . . ?
O1 C1 N2 123.45(19) . . ?
O1 C1 N1 120.97(19) . . ?
N2 C1 N1 115.56(18) . . ?
N2 C4 C3 108.34(17) . . ?
N2 C4 C9 110.79(16) . . ?
C3 C4 C9 112.97(17) . . ?
N2 C4 H4 108.2 . . ?
C3 C4 H4 108.2 . . ?
C9 C4 H4 108.2 . . ?
C2 C3 C5 122.6(2) . . ?
C2 C3 C4 118.42(18) . . ?
C5 C3 C4 118.75(19) . . ?
C9 C10 C11 120.6(2) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C13 C14 C9 119.9(2) . . ?
C13 C14 H14 120.1 . . ?
C9 C14 H14 120.1 . . ?
C10 C9 C14 119.0(2) . . ?
C10 C9 C4 122.32(19) . . ?
C14 C9 C4 118.7(2) . . ?
C3 C2 N1 118.31(19) . . ?
C3 C2 C8 127.8(2) . . ?
N1 C2 C8 113.91(19) . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O5 C13 C14 125.4(2) . . ?
O5 C13 C12 114.7(2) . . ?
C14 C13 C12 119.9(2) . . ?
C12 C11 C10 120.6(2) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 O4 119.2(3) . . ?
C11 C12 C13 120.0(2) . . ?
O4 C12 C13 120.8(2) . . ?
O2 C5 O3 121.8(2) . . ?
O2 C5 C3 126.6(2) . . ?
O3 C5 C3 111.59(19) . . ?
C7 C6A O3 107.7(3) . . ?
C7 C6A H6A1 110.2 . . ?
O3 C6A H6A1 110.2 . . ?
C7 C6A H6A2 110.2 . . ?
O3 C6A H6A2 110.2 . . ?
H6A1 C6A H6A2 108.5 . . ?
C7 C6B O3 102.3(14) . . ?
C7 C6B H6B1 111.3 . . ?
O3 C6B H6B1 111.3 . . ?
C7 C6B H6B2 111.3 . . ?
O3 C6B H6B2 111.3 . . ?
H6B1 C6B H6B2 109.2 . . ?
O5 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C6B C7 H7A 115.9 . . ?
C6A C7 H7A 109.5 . . ?
C6B C7 H7B 130.4 . . ?
C6A C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6A C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.240(2) . ?
O4 C12 1.371(3) . ?
O4 H4O 0.8200 . ?
N2 C1 1.333(3) . ?
N2 C4 1.469(2) . ?
N2 H2N 0.8600 . ?
O5 C13 1.370(3) . ?
O5 C15 1.425(4) . ?
O2 C5 1.205(3) . ?
O3 C5 1.321(3) . ?
O3 C6A 1.475(4) . ?
O3 C6B 1.59(2) . ?
N1 C1 1.374(3) . ?
N1 C2 1.399(3) . ?
N1 H1N 0.8600 . ?
C4 C3 1.515(3) . ?
C4 C9 1.527(3) . ?
C4 H4 0.9800 . ?
C3 C2 1.339(3) . ?
C3 C5 1.472(3) . ?
C10 C9 1.379(3) . ?
C10 C11 1.389(3) . ?
C10 H10 0.9300 . ?
C14 C13 1.387(3) . ?
C14 C9 1.397(3) . ?
C14 H14 0.9300 . ?
C2 C8 1.500(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C13 C12 1.396(4) . ?
C11 C12 1.352(3) . ?
C11 H11 0.9300 . ?
C6A C7 1.435(5) . ?
C6A H6A1 0.9700 . ?
C6A H6A2 0.9700 . ?
C6B C7 1.420(16) . ?
C6B H6B1 0.9700 . ?
C6B H6B2 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N2 C1 O1 -163.5(2) . . . . ?
C4 N2 C1 N1 18.2(3) . . . . ?
C2 N1 C1 O1 -164.04(19) . . . . ?
C2 N1 C1 N2 14.2(3) . . . . ?
C1 N2 C4 C3 -40.7(3) . . . . ?
C1 N2 C4 C9 83.7(2) . . . . ?
N2 C4 C3 C2 34.3(3) . . . . ?
C9 C4 C3 C2 -88.9(2) . . . . ?
N2 C4 C3 C5 -151.52(18) . . . . ?
C9 C4 C3 C5 85.3(2) . . . . ?
C11 C10 C9 C14 -0.1(3) . . . . ?
C11 C10 C9 C4 178.1(2) . . . . ?
C13 C14 C9 C10 0.1(3) . . . . ?
C13 C14 C9 C4 -178.16(18) . . . . ?
N2 C4 C9 C10 -113.7(2) . . . . ?
C3 C4 C9 C10 8.1(3) . . . . ?
N2 C4 C9 C14 64.5(2) . . . . ?
C3 C4 C9 C14 -173.74(18) . . . . ?
C5 C3 C2 N1 178.13(18) . . . . ?
C4 C3 C2 N1 -7.9(3) . . . . ?
C5 C3 C2 C8 -2.0(4) . . . . ?
C4 C3 C2 C8 172.0(2) . . . . ?
C1 N1 C2 C3 -19.1(3) . . . . ?
C1 N1 C2 C8 161.0(2) . . . . ?
C15 O5 C13 C14 3.2(4) . . . . ?
C15 O5 C13 C12 -176.9(2) . . . . ?
C9 C14 C13 O5 180.0(2) . . . . ?
C9 C14 C13 C12 0.1(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C10 C11 C12 O4 179.7(2) . . . . ?
C10 C11 C12 C13 0.2(4) . . . . ?
O5 C13 C12 C11 179.9(2) . . . . ?
C14 C13 C12 C11 -0.2(3) . . . . ?
O5 C13 C12 O4 0.3(3) . . . . ?
C14 C13 C12 O4 -179.8(2) . . . . ?
C6A O3 C5 O2 -3.4(5) . . . . ?
C6B O3 C5 O2 32.4(15) . . . . ?
C6A O3 C5 C3 176.9(4) . . . . ?
C6B O3 C5 C3 -147.3(14) . . . . ?
C2 C3 C5 O2 7.4(4) . . . . ?
C4 C3 C5 O2 -166.6(2) . . . . ?
C2 C3 C5 O3 -173.0(2) . . . . ?
C4 C3 C5 O3 13.0(3) . . . . ?
C5 O3 C6A C7 -169.2(4) . . . . ?
C6B O3 C6A C7 66.0(10) . . . . ?
C5 O3 C6B C7 -138.5(8) . . . . ?
C6A O3 C6B C7 -64.2(14) . . . . ?
O3 C6B C7 C6A 59.4(16) . . . . ?
O3 C6A C7 C6B -72.6(11) . . . . ?
