#------------------------------------------------------------------------------
#$Date: 2018-09-08 21:34:38 +0300 (Sat, 08 Sep 2018) $
#$Revision: 210577 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/36/7113660.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_7113660
loop_
_publ_author_name
'Brough, P.'
'Chiarelli, R.'
'Pécaut, J.'
'Rassat, A.'
'Rey, P.'
_publ_section_title
;
 A versatile synthesis of new pyrimidinyl nitronyl nitroxides
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   21
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              2722
_journal_page_last               2723
_journal_paper_doi               10.1039/b309786b
_journal_year                    2003
_chemical_formula_sum            'C14 H19 N2 O2'
_chemical_formula_weight         247.31
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.862(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.2438(5)
_cell_length_b                   21.3603(17)
_cell_length_c                   9.9984(8)
_cell_measurement_temperature    298(2)
_cell_volume                     1323.93(18)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.883
_diffrn_measured_fraction_theta_max 0.883
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0312
_diffrn_reflns_av_sigmaI/netI    0.0611
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            6664
_diffrn_reflns_theta_full        28.92
_diffrn_reflns_theta_max         28.92
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.5
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.889
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         3093
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.889
_refine_ls_R_factor_all          0.0838
_refine_ls_R_factor_gt           0.0405
_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)+(0.0516P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0879
_refine_ls_wR_factor_ref         0.0971
_reflns_number_gt                1835
_reflns_number_total             3093
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7104883
_cod_data_source_file            b309786b.txt
_cod_data_source_block           struc
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7113660
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_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
O1 O 0.23852(17) 0.04139(5) 0.64731(9) 0.0482(3) Uani 1 1 d
O2 O 0.66330(19) 0.21502(5) 0.70269(10) 0.0606(4) Uani 1 1 d
N1 N 0.30840(18) 0.09232(5) 0.59655(11) 0.0321(3) Uani 1 1 d
N2 N 0.51941(18) 0.18343(5) 0.62812(10) 0.0349(3) Uani 1 1 d
C1 C 0.4588(2) 0.12687(6) 0.67100(13) 0.0289(3) Uani 1 1 d
C2 C 0.2156(2) 0.10734(6) 0.45511(12) 0.0300(3) Uani 1 1 d
C3 C 0.3388(2) 0.16285(7) 0.40521(14) 0.0317(3) Uani 1 1 d
H3A H 0.252(2) 0.1811(6) 0.3311(14) 0.038(4) Uiso 1 1 d
H3B H 0.472(2) 0.1471(6) 0.3707(12) 0.034(4) Uiso 1 1 d
C4 C 0.4055(2) 0.21494(6) 0.50568(13) 0.0321(3) Uani 1 1 d
C5 C -0.0263(3) 0.11836(9) 0.45437(19) 0.0442(4) Uani 1 1 d
H5A H -0.096(3) 0.0809(9) 0.4754(17) 0.068(6) Uiso 1 1 d
H5B H -0.090(3) 0.1304(8) 0.3634(17) 0.060(5) Uiso 1 1 d
H5C H -0.053(3) 0.1514(8) 0.5230(17) 0.064(5) Uiso 1 1 d
C6 C 0.2495(3) 0.04965(8) 0.37026(17) 0.0449(4) Uani 1 1 d
H6A H 0.178(3) 0.0125(8) 0.4007(15) 0.061(5) Uiso 1 1 d
H6B H 0.408(3) 0.0414(7) 0.3740(14) 0.053(5) Uiso 1 1 d
H6C H 0.193(2) 0.0589(7) 0.2743(17) 0.051(4) Uiso 1 1 d
C7 C 0.2208(3) 0.25241(8) 0.55281(19) 0.0461(4) Uani 1 1 d
H7A H 0.134(3) 0.2711(8) 0.4781(16) 0.066(5) Uiso 1 1 d
H7B H 0.280(2) 0.2869(8) 0.6123(15) 0.058(5) Uiso 1 1 d
H7C H 0.128(3) 0.2263(8) 0.6053(15) 0.051(5) Uiso 1 1 d
C8 C 0.5630(3) 0.25855(8) 0.44746(18) 0.0424(4) Uani 1 1 d
H8A H 0.688(3) 0.2339(8) 0.4190(16) 0.065(5) Uiso 1 1 d
H8B H 0.614(3) 0.2895(8) 0.5099(15) 0.061(5) Uiso 1 1 d
H8C H 0.484(2) 0.2781(7) 0.3687(15) 0.045(4) Uiso 1 1 d
C9 C 0.5477(2) 0.10469(6) 0.80713(13) 0.0276(3) Uani 1 1 d
C10 C 0.7613(2) 0.08727(6) 0.83548(16) 0.0356(4) Uani 1 1 d
H10 H 0.855(2) 0.0882(6) 0.7651(15) 0.041(4) Uiso 1 1 d
C11 C 0.8400(3) 0.06796(7) 0.96421(17) 0.0453(4) Uani 1 1 d
H11 H 0.988(3) 0.0559(7) 0.9792(16) 0.054(5) Uiso 1 1 d
C12 C 0.7060(3) 0.06610(7) 1.06394(17) 0.0511(5) Uani 1 1 d
H12 H 0.762(2) 0.0522(8) 1.1497(16) 0.056(5) Uiso 1 1 d
C13 C 0.4960(3) 0.08417(8) 1.03607(16) 0.0509(5) Uani 1 1 d
H13 H 0.400(3) 0.0839(8) 1.1046(19) 0.067(6) Uiso 1 1 d
C14 C 0.4155(3) 0.10357(7) 0.90849(15) 0.0399(4) Uani 1 1 d
H14 H 0.275(3) 0.1158(7) 0.8916(15) 0.051(5) Uiso 1 1 d
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
O1 N1 C1 119.21(10)
O1 N1 C2 116.02(10)
C1 N1 C2 124.75(11)
O2 N2 C1 119.17(10)
O2 N2 C4 117.87(10)
C1 N2 C4 122.47(10)
N1 C1 N2 121.20(11)
N1 C1 C9 119.44(11)
N2 C1 C9 119.20(11)
N1 C2 C6 106.77(12)
N1 C2 C5 107.95(12)
C6 C2 C5 108.93(13)
N1 C2 C3 108.75(10)
C6 C2 C3 109.67(12)
C5 C2 C3 114.49(12)
C4 C3 C2 117.37(12)
N2 C4 C8 108.80(11)
N2 C4 C3 106.02(11)
C8 C4 C3 109.48(13)
N2 C4 C7 106.60(12)
C8 C4 C7 110.17(13)
C3 C4 C7 115.47(12)
C10 C9 C14 119.46(13)
C10 C9 C1 121.35(13)
C14 C9 C1 119.15(13)
C9 C10 C11 119.86(16)
C12 C11 C10 120.18(16)
C13 C12 C11 119.79(15)
C12 C13 C14 120.68(18)
C13 C14 C9 120.01(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 N1 1.2979(14)
O2 N2 1.2877(13)
N1 C1 1.3465(16)
N1 C2 1.4975(16)
N2 C1 1.3511(17)
N2 C4 1.4997(16)
C1 C9 1.4849(17)
C2 C6 1.525(2)
C2 C5 1.528(2)
C2 C3 1.5291(19)
C3 C4 1.5234(19)
C4 C8 1.520(2)
C4 C7 1.524(2)
C9 C10 1.3812(19)
C9 C14 1.382(2)
C10 C11 1.385(2)
C11 C12 1.377(3)
C12 C13 1.363(3)
C13 C14 1.378(2)
