#------------------------------------------------------------------------------
#$Date: 2016-02-19 15:29:56 +0100 (vie 19 de feb de 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/34/2003478.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_2003478
loop_
_publ_author_name
'Romerosa, A.'
'Colacio, E.'
'Suárez-Varela, J.'
'Avila-Rosón, J. C.'
'Hidalgo, M. A.'
'Romero-Garzón, J.'
_publ_section_title
;Oxidation of 5,6-Diamino-1,3-dimethyluracil by Metal Ions: Structure of
 1,3,6,8-Tetramethyl-2,4,7,9(1H,3H,6H,8H)-pyrimido[4,5-g]pteridinetetrone
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1005
_journal_page_last               1007
_journal_paper_doi               10.1107/S0108270194009595
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C12 H12 N6 O4'
_chemical_formula_weight         304.3
_chemical_name_systematic
;
1,3,5,7-tetramethyl-2,4,6,8(1H,3H,5H,7H)-pyrimido[4,5-g]pteridinetetrone
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_type_scat_source           'IntTabIV, Tables 2.2B and 2.3.1'
_cell_angle_alpha                90.0
_cell_angle_beta                 105.98(3)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   15.750(3)
_cell_length_b                   6.112(2)
_cell_length_c                   13.704(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      17.5
_cell_measurement_theta_min      12.5
_cell_volume                     1268.2(6)
_computing_cell_refinement       'DIF4 Control program vers. 7 (STOE & CIE)'
_computing_data_collection       'DIF4 Control program vers. 7 (STOE & CIE)'
_computing_data_reduction        'REDU4 program (STOE & CIE)'
_computing_molecular_graphics    'SHELXTL PLUS package (Sheldrick, NICOLET)'
_computing_structure_refinement  'SHELXTL PLUS package (Sheldrick, NICOLET)'
_computing_structure_solution    'SHELXTL PLUS package (Sheldrick, NICOLET)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Stoe-Siemens AED 2 diffractometer'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_sigmaI/netI    0.1636
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -2
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            3680
_diffrn_reflns_reduction_process 'REDU4 program (STOE & CIE)'
_diffrn_reflns_theta_max         32.5
_diffrn_reflns_theta_min         1.5
_diffrn_standards_decay_%        2
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.12
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'Pale yellow'
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_description       Prism
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.37
_refine_diff_density_min         -0.36
_refine_ls_goodness_of_fit_obs   2.3091
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         794
_refine_ls_R_factor_all          0.2251
_refine_ls_R_factor_obs          0.0482
_refine_ls_shift/esd_max         0.324
_refine_ls_shift/esd_mean        0.037
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_all         0.1690
_refine_ls_wR_factor_obs         0.0526
_reflns_number_observed          794
_reflns_number_total             3468
_reflns_observed_criterion       refl_observed_if_F_>_6.0_sigma(F)
_cod_data_source_file            mu1130.cif
_cod_data_source_block           ugr_pira
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               2003478
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
1/2+x,1/2+y,z
1/2-x,1/2-y,-z
-x,+y,-1/2-z
x,-y,1/2+z
1/2-x,1/2+y,1/2-z
1/2+x,1/2-y,1/2+z
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_22
_atom_site_aniso_U_23
_atom_site_aniso_U_33
N(3) 0.031(3) 0.003(3) 0.006(3) 0.022(3) 0.003(3) 0.038(3)
N(2) 0.032(3) 0.010(3) 0.005(3) 0.034(4) 0.004(3) 0.032(3)
C(5) 0.032(4) -0.001(4) 0.016(3) 0.037(4) -0.005(3) 0.027(3)
N(1) 0.033(3) -0.005(3) 0.010(3) 0.043(4) 0.004(3) 0.035(3)
C(4) 0.026(3) 0.001(3) 0.007(3) 0.027(5) -0.005(3) 0.032(3)
O(1) 0.055(3) 0.002(3) 0.012(2) 0.044(3) 0.017(2) 0.049(3)
O(2) 0.037(3) 0.010(3) 0.025(2) 0.056(4) 0.012(3) 0.064(3)
C(3) 0.039(4) -0.009(4) 0.006(3) 0.036(5) -0.003(3) 0.026(3)
C(6) 0.036(4) 0.002(4) 0.005(3) 0.045(5) 0.002(3) 0.026(3)
C(2) 0.037(4) 0.019(4) 0.006(4) 0.047(6) 0.008(4) 0.057(5)
C(1) 0.036(5) -0.006(4) 0.018(4) 0.074(8) 0.026(5) 0.074(6)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
N(3) 0.3338(3) 0.1541(8) 0.5171(3) 0.031(2) Uani
N(2) 0.2922(3) -0.1200(9) 0.6121(3) 0.033(2) Uani
C(5) 0.3107(4) 0.3342(11) 0.4607(4) 0.030(2) Uani
N(1) 0.1455(3) -0.1373(10) 0.6247(4) 0.037(2) Uani
C(4) 0.2723(4) 0.0680(11) 0.5553(4) 0.028(2) Uani
O(1) 0.2481(3) -0.3981(7) 0.6969(3) 0.050(2) Uani
O(2) 0.4457(3) 0.3441(8) 0.4155(3) 0.050(2) Uani
C(3) 0.2300(5) -0.2290(11) 0.6485(4) 0.034(3) Uani
C(6) 0.3767(4) 0.4326(13) 0.4155(4) 0.037(3) Uani
C(2) 0.3828(4) -0.2098(13) 0.6389(6) 0.048(3) Uani
C(1) 0.0802(5) -0.2598(17) 0.6627(7) 0.061(4) Uani
H(2A) 0.4128(4) -0.1224(13) 0.6006(6) 0.158(44) Uiso
H(2B) 0.3824(4) -0.3599(13) 0.6183(5) 0.114(35) Uiso
H(2C) 0.4127(4) -0.1977(13) 0.7099(5) 0.092(27) Uiso
H(1B) 0.0222(5) -0.2040(17) 0.6306(7) 0.069(23) Uiso
H(1C) 0.0921(5) -0.2462(17) 0.7350(7) 0.126(36) Uiso
H(1D) 0.0832(5) -0.4110(17) 0.6450(7) 0.155(52) Uiso
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(5) N(3) C(4) . 116.2(5) yes
C(4) N(2) C(3) . 122.1(5) yes
C(4) N(2) C(2) . 120.4(6) yes
C(3) N(2) C(2) . 117.5(5) yes
N(3) C(5) C(6) . 117.9(6) yes
N(3) C(5) C(4) 4_556 122.4(6) yes
C(6) C(5) C(4) 4_556 119.7(6) yes
C(3) N(1) C(1) . 115.1(6) yes
C(3) N(1) C(6) 4_556 125.4(6) yes
C(1) N(1) C(6) 4_556 118.6(6) yes
N(3) C(4) N(2) . 118.4(5) yes
N(3) C(4) C(5) 4_556 121.3(6) yes
N(2) C(4) C(5) 4_556 120.3(6) yes
N(2) C(3) N(1) . 116.4(6) yes
N(2) C(3) O(1) . 121.4(6) yes
N(1) C(3) O(1) . 122.1(7) yes
C(5) C(6) O(2) . 123.5(7) yes
C(5) C(6) N(1) 4_556 114.2(6) yes
O(2) C(6) N(1) 4_556 122.3(7) yes
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
N(3) C(5) . 1.337(8) yes
N(3) C(4) . 1.330(9) yes
N(2) C(4) . 1.375(8) yes
N(2) C(3) . 1.387(9) yes
N(2) C(2) . 1.476(8) yes
C(5) C(6) . 1.476(10) yes
C(5) C(4) 4_556 1.398(9) yes
N(1) C(3) . 1.398(9) yes
N(1) C(1) . 1.477(11) yes
N(1) C(6) 4_556 1.372(9) yes
C(4) C(5) 4_556 1.398(9) no
O(1) C(3) . 1.219(8) yes
O(2) C(6) . 1.215(8) yes
C(6) N(1) 4_556 1.372(9) no
