#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:13:36 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180382 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/51/7205104.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_7205104
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         'C14 H15 Br N2 O3'
_chemical_formula_sum            'C14 H15 Br N2 O3'
_chemical_formula_weight         339.18
_chemical_name_systematic        ?
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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                105.102(8)
_cell_angle_beta                 104.686(7)
_cell_angle_gamma                100.544(7)
_cell_formula_units_Z            2
_cell_length_a                   7.5081(6)
_cell_length_b                   8.6307(8)
_cell_length_c                   12.7259(11)
_cell_measurement_reflns_used    340
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      27.98
_cell_measurement_theta_min      0.97
_cell_volume                     742.26(12)
_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 -20.00 45.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -25.6053 37.0000 -120.0000 65

2 omega -83.00 -36.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -25.6053 125.0000 35.0000 47

3 omega 2.00 85.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 27.4803 -125.0000 -41.0000 83

4 omega 2.00 100.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 27.4803 37.0000 120.0000 98

5 omega 34.00 104.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 27.4803 179.0000 -90.0000 70

6 omega -40.00 53.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 27.4803 -37.0000 -60.0000 93

7 omega -96.00 4.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -25.6053 -77.0000 0.0000 100

8 omega -102.00 -34.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -25.6053 179.0000 0.0000 68

9 omega -3.00 98.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 27.4803 77.0000 -180.0000 101

10 omega -3.00 98.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 27.4803 77.0000 -90.0000 101

11 omega 2.00 85.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 27.4803 -125.0000 -41.0000 83

12 omega -102.00 -34.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -25.6053 179.0000 -60.0000 68

13 omega -102.00 -34.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -25.6053 179.0000 60.0000 68

14 omega -51.00 47.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- -25.6053 37.0000 60.0000 98

15 omega -3.00 41.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 27.4803 77.0000 -30.0000 44

16 omega 2.00 100.00 1.0000 8.0000
omega____ theta____ kappa____ phi______ frames
- 27.4803 37.0000 150.0000 98

;
_diffrn_measurement_device_type  'Goniometer Xcalibur, detector: Eos (Nova)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0217354351
_diffrn_orient_matrix_UB_12      0.0189321031
_diffrn_orient_matrix_UB_13      0.0446227890
_diffrn_orient_matrix_UB_21      0.0415867610
_diffrn_orient_matrix_UB_22      0.0564623236
_diffrn_orient_matrix_UB_23      0.0023632557
_diffrn_orient_matrix_UB_31      -0.0863433129
_diffrn_orient_matrix_UB_32      0.0138444983
_diffrn_orient_matrix_UB_33      0.0031062046
_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  0.0869
_diffrn_reflns_av_sigmaI/netI    0.0827
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15967
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.31
_exptl_absorpt_coefficient_mu    2.777
_exptl_absorpt_correction_T_max  0.6348
_exptl_absorpt_correction_T_min  0.5321
_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    1.518
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.872
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2908
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.872
_refine_ls_R_factor_all          0.1296
_refine_ls_R_factor_gt           0.0615
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0919P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1467
_refine_ls_wR_factor_ref         0.1640
_reflns_number_gt                1371
_reflns_number_total             2908
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CE00045K.TXT
_cod_data_source_block           o4br
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_database_code               7205104
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-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
Br1 Br -1.30389(11) -1.07053(10) 2.69737(5) 0.1117(4) Uani 1 1 d . . .
N1 N -1.3995(5) -1.1525(4) 2.0545(3) 0.0474(9) Uani 1 1 d . B .
H1N H -1.3674 -1.0711 2.0299 0.057 Uiso 1 1 calc R . .
O1 O -1.6829(4) -1.0957(4) 2.0462(3) 0.0557(8) Uani 1 1 d . . .
N2 N -1.6131(5) -1.3021(4) 2.1157(3) 0.0472(9) Uani 1 1 d . . .
H2N H -1.7307 -1.3406 2.1092 0.057 Uiso 1 1 calc R . .
O2 O -1.0060(4) -1.4325(4) 2.1492(3) 0.0655(9) Uani 1 1 d . B .
O3 O -1.2349(5) -1.5663(4) 2.2013(3) 0.0693(10) Uani 1 1 d . B .
C3 C -1.3018(5) -1.3555(5) 2.1310(3) 0.0419(10) Uani 1 1 d . B .
C1 C -1.5729(6) -1.1798(6) 2.0720(4) 0.0437(10) Uani 1 1 d . . .
C4 C -1.4727(5) -1.3762(5) 2.1738(3) 0.0414(10) Uani 1 1 d . . .
H4 H -1.5321 -1.4957 2.1525 0.050 Uiso 1 1 calc R . .
C6 C -1.1076(9) -1.6612(8) 2.2418(6) 0.094(2) Uani 1 1 d . . .
H6A H -1.1745 -1.7787 2.2120 0.112 Uiso 1 1 calc R A 1
H6B H -0.9994 -1.6460 2.2135 0.112 Uiso 1 1 calc R A 1
C5 C -1.1621(7) -1.4505(6) 2.1594(4) 0.0502(11) Uani 1 1 d . . .
C2 C -1.2716(5) -1.2474(5) 2.0737(4) 0.0434(10) Uani 1 1 d . . .
C9 C -1.4246(6) -1.3006(6) 2.3026(4) 0.0454(11) Uani 1 1 d . . .
C8 C -1.1159(6) -1.2172(6) 2.0236(4) 0.0577(13) Uani 1 1 d . B .
H8A H -1.0864 -1.3202 1.9939 0.087 Uiso 1 1 calc R . .
H8B H -1.0045 -1.1393 2.0818 0.087 Uiso 1 1 calc R . .
H8C H -1.1560 -1.1726 1.9626 0.087 Uiso 1 1 calc R . .
C14 C -1.2922(8) -1.1551(7) 2.3636(4) 0.0715(14) Uani 1 1 d . . .
H14 H -1.2231 -1.1000 2.3267 0.086 Uiso 1 1 calc R . .
C12 C -1.3567(9) -1.1645(8) 2.5354(4) 0.0703(15) Uani 1 1 d . . .
C10 C -1.5233(8) -1.3762(7) 2.3605(5) 0.0860(18) Uani 1 1 d . . .
H10 H -1.6138 -1.4780 2.3211 0.103 Uiso 1 1 calc R . .
C11 C -1.4912(10) -1.3043(9) 2.4760(5) 0.096(2) Uani 1 1 d . . .
H11 H -1.5652 -1.3550 2.5126 0.115 Uiso 1 1 calc R . .
C13 C -1.2563(8) -1.0848(8) 2.4828(5) 0.0859(17) Uani 1 1 d . . .
H13 H -1.1642 -0.9844 2.5242 0.103 Uiso 1 1 calc R . .
C7B C -1.044(3) -1.612(3) 2.359(2) 0.119(5) Uani 0.428(12) 1 d P B 1
H7B1 H -0.9539 -1.5040 2.3876 0.179 Uiso 0.428(12) 1 calc PR B 1
H7B2 H -0.9838 -1.6904 2.3833 0.179 Uiso 0.428(12) 1 calc PR B 1
H7B3 H -1.1504 -1.6051 2.3870 0.179 Uiso 0.428(12) 1 calc PR B 1
C7A C -1.165(2) -1.728(2) 2.3251(14) 0.119(5) Uani 0.572(12) 1 d P B 2
H7A1 H -1.0731 -1.7823 2.3557 0.179 Uiso 0.572(12) 1 calc PR B 2
H7A2 H -1.2880 -1.8074 2.2886 0.179 Uiso 0.572(12) 1 calc PR B 2
H7A3 H -1.1720 -1.6393 2.3863 0.179 Uiso 0.572(12) 1 calc PR B 2
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'
Br Br -0.2901 2.4595 '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
C1 N1 C2 124.3(3) . . ?
C1 N1 H1N 117.9 . . ?
C2 N1 H1N 117.9 . . ?
C1 N2 C4 125.4(3) . . ?
C1 N2 H2N 117.3 . . ?
C4 N2 H2N 117.3 . . ?
C5 O3 C6 116.0(4) . . ?
C2 C3 C5 120.4(4) . . ?
C2 C3 C4 121.4(3) . . ?
C5 C3 C4 118.1(4) . . ?
O1 C1 N2 124.0(4) . . ?
O1 C1 N1 120.1(4) . . ?
N2 C1 N1 115.9(4) . . ?
N2 C4 C3 109.1(3) . . ?
N2 C4 C9 109.2(3) . . ?
C3 C4 C9 114.3(3) . . ?
N2 C4 H4 108.0 . . ?
C3 C4 H4 108.0 . . ?
C9 C4 H4 108.0 . . ?
C7B C6 C7A 47.0(9) . . ?
C7B C6 O3 110.8(9) . . ?
C7A C6 O3 110.8(6) . . ?
C7B C6 H6A 109.5 . . ?
C7A C6 H6A 65.5 . . ?
O3 C6 H6A 109.5 . . ?
C7B C6 H6B 109.5 . . ?
C7A C6 H6B 138.9 . . ?
O3 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
O2 C5 O3 122.5(4) . . ?
O2 C5 C3 127.9(4) . . ?
O3 C5 C3 109.6(4) . . ?
C3 C2 N1 119.0(3) . . ?
C3 C2 C8 127.7(3) . . ?
N1 C2 C8 113.3(3) . . ?
C14 C9 C10 117.3(5) . . ?
C14 C9 C4 122.5(4) . . ?
C10 C9 C4 120.1(5) . . ?
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 . . ?
C9 C14 C13 121.1(5) . . ?
C9 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C11 C12 C13 120.4(5) . . ?
C11 C12 Br1 120.7(5) . . ?
C13 C12 Br1 118.9(5) . . ?
C9 C10 C11 121.2(6) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C12 C11 C10 120.7(5) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C12 C13 C14 119.2(6) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C6 C7B H7B1 109.5 . . ?
C6 C7B H7B2 109.5 . . ?
C6 C7B H7B3 109.5 . . ?
C6 C7A H7A1 109.5 . . ?
C6 C7A H7A2 109.5 . . ?
H7A1 C7A H7A2 109.5 . . ?
C6 C7A H7A3 109.5 . . ?
H7A1 C7A H7A3 109.5 . . ?
H7A2 C7A H7A3 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
Br1 C12 1.914(5) . ?
N1 C1 1.364(5) . ?
N1 C2 1.388(5) . ?
N1 H1N 0.8600 . ?
O1 C1 1.234(5) . ?
N2 C1 1.337(5) . ?
N2 C4 1.471(5) . ?
N2 H2N 0.8600 . ?
O2 C5 1.199(5) . ?
O3 C5 1.345(5) . ?
O3 C6 1.451(6) . ?
C3 C2 1.347(5) . ?
C3 C5 1.477(6) . ?
C3 C4 1.515(5) . ?
C4 C9 1.516(6) . ?
C4 H4 0.9800 . ?
C6 C7B 1.36(2) . ?
C6 C7A 1.451(14) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C2 C8 1.481(5) . ?
C9 C14 1.346(7) . ?
C9 C10 1.366(6) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C14 C13 1.412(7) . ?
C14 H14 0.9300 . ?
C12 C11 1.319(8) . ?
C12 C13 1.340(7) . ?
C10 C11 1.377(8) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C13 H13 0.9300 . ?
C7B H7B1 0.9600 . ?
C7B H7B2 0.9600 . ?
C7B H7B3 0.9600 . ?
C7A H7A1 0.9600 . ?
C7A H7A2 0.9600 . ?
C7A H7A3 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 -163.8(4) . . . . ?
C4 N2 C1 N1 17.4(6) . . . . ?
C2 N1 C1 O1 -175.6(4) . . . . ?
C2 N1 C1 N2 3.3(6) . . . . ?
C1 N2 C4 C3 -25.9(6) . . . . ?
C1 N2 C4 C9 99.7(5) . . . . ?
C2 C3 C4 N2 15.8(6) . . . . ?
C5 C3 C4 N2 -167.6(4) . . . . ?
C2 C3 C4 C9 -106.8(5) . . . . ?
C5 C3 C4 C9 69.9(5) . . . . ?
C5 O3 C6 C7B 105.8(12) . . . . ?
C5 O3 C6 C7A 156.3(10) . . . . ?
C6 O3 C5 O2 4.4(7) . . . . ?
C6 O3 C5 C3 -175.3(4) . . . . ?
C2 C3 C5 O2 9.1(7) . . . . ?
C4 C3 C5 O2 -167.5(4) . . . . ?
C2 C3 C5 O3 -171.2(4) . . . . ?
C4 C3 C5 O3 12.1(6) . . . . ?
C5 C3 C2 N1 -176.0(4) . . . . ?
C4 C3 C2 N1 0.5(6) . . . . ?
C5 C3 C2 C8 5.6(7) . . . . ?
C4 C3 C2 C8 -177.9(4) . . . . ?
C1 N1 C2 C3 -11.8(7) . . . . ?
C1 N1 C2 C8 166.8(4) . . . . ?
N2 C4 C9 C14 -84.0(5) . . . . ?
C3 C4 C9 C14 38.5(6) . . . . ?
N2 C4 C9 C10 92.8(5) . . . . ?
C3 C4 C9 C10 -144.7(4) . . . . ?
C10 C9 C14 C13 0.5(7) . . . . ?
C4 C9 C14 C13 177.4(4) . . . . ?
C14 C9 C10 C11 1.4(8) . . . . ?
C4 C9 C10 C11 -175.6(5) . . . . ?
C13 C12 C11 C10 3.9(10) . . . . ?
Br1 C12 C11 C10 -176.9(5) . . . . ?
C9 C10 C11 C12 -3.6(10) . . . . ?
C11 C12 C13 C14 -2.0(9) . . . . ?
Br1 C12 C13 C14 178.8(4) . . . . ?
C9 C14 C13 C12 -0.2(8) . . . . ?
