#------------------------------------------------------------------------------
#$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2101519.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_2101519
loop_
_publ_author_name
'Kubicki, M.'
'Kindopp, T. W.'
'Capparelli, M. V.'
'Codding, P. W.'
_publ_section_title
;
 Hydrogen-bond patterns in 1,4-dihydro-2,3-quinoxalinediones: ligands
 for the glycine modulatory site on the NMDA receptor
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              487
_journal_page_last               499
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C8 H4 N4 O6'
_chemical_formula_weight         252.15
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           IntTabC
_cell_formula_units_Z            8
_cell_length_a                   6.9774(6)
_cell_length_b                   13.0830(10)
_cell_length_c                   20.4010(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      53.86
_cell_measurement_theta_min      20.69
_cell_volume                     1862.3(2)
_computing_cell_refinement       'SHELXL03 (Sheldrick, 1993)'
_computing_data_collection       'Enraf-Nonius CAD-4F'
_computing_data_reduction        'ENDROC (Rettig, 1978)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4F'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2053
_diffrn_reflns_theta_max         74.83
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_time  33.33
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.395
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.799
_exptl_crystal_description       prism
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.154
_refine_ls_extinction_coef       0.0030(10)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_obs   1.064
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     358
_refine_ls_number_reflns         2047
_refine_ls_R_factor_obs          0.0350
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;w = 1/[\s^2^(F^2^) + (0.0362P)^2^ + 0.3565P]
where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_obs         0.0922
_reflns_number_observed          2047
_reflns_number_total             2053
_reflns_observed_criterion       I>2\s(I)
_[local]_cod_data_source_file    cr0473.cif
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .3780(4) .5046(2) .04910(10) .0460(10)
C(2) .4886(4) .4946(2) .10230(10) .0430(10)
O(2) .6309(4) .5453(2) .11290(10) .0640(10)
C(3) .4297(4) .4142(2) .15160(10) .0430(10)
O(3) .5270(4) .3968(2) .19890(10) .0650(10)
N(4) .2572(4) .3667(2) .14030(10) .0410(10)
C(4A) .1438(4) .3824(2) .08620(10) .0360(10)
C(5) -.0338(4) .3342(2) .07460(10) .0400(10)
N(5) -.1218(4) .2675(2) .12410(10) .0500(10)
O(51) -.0418(4) .2564(2) .17650(10) .0590(10)
O(52) -.2758(4) .2282(2) .10950(10) .0810(10)
C(6) -.1343(4) .3494(2) .0171(2) .0420(10)
C(7) -.0609(4) .4139(2) -.02890(10) .0410(10)
N(7) -.1633(4) .4269(2) -.09130(10) .0510(10)
O(71) -.0977(4) .4855(2) -.13170(10) .0590(10)
O(72) -.3103(4) .3782(2) -.09880(10) .0790(10)
C(8) .1080(5) .4670(2) -.01970(10) .0420(10)
C(8A) .2083(4) .4517(2) .03810(10) .0370(10)
N(1') .0757(4) .1904(2) .39760(10) .0400(10)
C(2') .0552(4) .2742(2) .43490(10) .0400(10)
O(2') .1769(3) .3055(2) .47290(10) .0520(10)
C(3') -.1340(5) .3280(2) .42950(10) .0400(10)
O(3') -.1679(4) .4014(2) .46430(10) .0530(10)
N(4') -.2612(4) .2912(2) .38480(10) .0400(10)
C(4A') -.2248(4) .2128(2) .34210(10) .0330(10)
C(5') -.3501(4) .1809(2) .29230(10) .0360(10)
N(5') -.5401(4) .2262(2) .28410(10) .0440(10)
O(51') -.5920(3) .2924(2) .32310(10) .0630(10)
O(52') -.6407(4) .1965(2) .23900(10) .0600(10)
C(6') -.3036(4) .1039(2) .24860(10) .0390(10)
C(7') -.1279(4) .0568(2) .25610(10) .0400(10)
N(7') -.0722(4) -.0228(2) .20940(10) .0490(10)
O(71') -.1513(4) -.0245(2) .15610(10) .0680(10)
O(72') .0497(5) -.0836(2) .22580(10) .0790(10)
C(8') -.0023(4) .0812(2) .30560(10) .0380(10)
C(8A') -.0494(4) .1604(2) .34820(10) .0350(10)
H(1) .411(6) .550(3) .0218(17) .065(11)
H(4) .224(5) .324(3) .1694(17) .054(10)
H(6) -.258(6) .312(3) .0136(17) .063(11)
H(8) .146(5) .515(2) -.0540(15) .047(9)
H(1') .168(6) .154(3) .4016(16) .051(10)
H(4') -.353(7) .323(3) .379(2) .077(14)
H(6') -.391(6) .085(3) .2131(17) .066(11)
H(8') .115(5) .048(2) .3097(15) .044(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N(1) C(2) 1.339(4)
N(1) C(8A) 1.390(4)
N(1) H(1) .84(4)
C(2) O(2) 1.214(4)
C(2) C(3) 1.513(4)
C(3) O(3) 1.202(4)
C(3) N(4) 1.374(4)
N(4) C(4A) 1.374(3)
N(4) H(4) .84(3)
C(4A) C(8A) 1.409(4)
C(4A) C(5) 1.410(4)
C(5) C(6) 1.380(4)
C(5) N(5) 1.470(4)
N(5) O(51) 1.215(4)
N(5) O(52) 1.228(4)
C(6) C(7) 1.362(4)
C(6) H(6) .99(4)
C(7) C(8) 1.381(4)
C(7) N(7) 1.470(4)
N(7) O(72) 1.216(4)
N(7) O(71) 1.217(4)
C(8) C(8A) 1.387(4)
C(8) H(8) .98(3)
N(1') C(2') 1.343(4)
N(1') C(8A') 1.389(3)
N(1') H(1') .80(4)
C(2') O(2') 1.220(3)
C(2') C(3') 1.501(4)
C(3') O(3') 1.216(3)
C(3') N(4') 1.362(4)
N(4') C(4A') 1.369(3)
N(4') H(4') .77(5)
C(4A') C(5') 1.405(4)
C(4A') C(8A') 1.408(3)
C(5') C(6') 1.382(4)
C(5') N(5') 1.462(4)
N(5') O(52') 1.221(3)
N(5') O(51') 1.231(3)
C(6') C(7') 1.380(4)
C(6') H(6') .98(4)
C(7') C(8') 1.374(4)
C(7') N(7') 1.465(3)
N(7') O(72') 1.213(4)
N(7') O(71') 1.220(3)
C(8') C(8A') 1.392(4)
C(8') H(8') .93(4)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(2) N(1) C(8A) 124.9(3)
C(2) N(1) H(1) 116(3)
C(8A) N(1) H(1) 118(3)
O(2) C(2) N(1) 124.2(3)
O(2) C(2) C(3) 118.9(3)
N(1) C(2) C(3) 116.8(3)
O(3) C(3) N(4) 123.0(3)
O(3) C(3) C(2) 120.8(3)
N(4) C(3) C(2) 116.2(2)
C(4A) N(4) C(3) 124.8(2)
C(4A) N(4) H(4) 120(3)
C(3) N(4) H(4) 115(3)
N(4) C(4A) C(8A) 118.2(2)
N(4) C(4A) C(5) 125.0(3)
C(8A) C(4A) C(5) 116.8(3)
C(6) C(5) C(4A) 121.7(3)
C(6) C(5) N(5) 117.2(3)
C(4A) C(5) N(5) 121.1(3)
O(51) N(5) O(52) 124.5(3)
O(51) N(5) C(5) 118.9(3)
O(52) N(5) C(5) 116.6(3)
C(7) C(6) C(5) 118.9(3)
C(7) C(6) H(6) 125(2)
C(5) C(6) H(6) 116(2)
C(6) C(7) C(8) 122.7(3)
C(6) C(7) N(7) 119.0(3)
C(8) C(7) N(7) 118.3(3)
O(72) N(7) O(71) 124.2(3)
O(72) N(7) C(7) 117.3(3)
O(71) N(7) C(7) 118.5(3)
C(7) C(8) C(8A) 118.2(3)
C(7) C(8) H(8) 117(2)
C(8A) C(8) H(8) 124(2)
C(8) C(8A) N(1) 119.6(3)
C(8) C(8A) C(4A) 121.6(3)
N(1) C(8A) C(4A) 118.7(2)
C(2') N(1') C(8A') 125.1(3)
C(2') N(1') H(1') 120(3)
C(8A') N(1') H(1') 114(3)
O(2') C(2') N(1') 124.1(3)
O(2') C(2') C(3') 120.1(3)
N(1') C(2') C(3') 115.8(2)
O(3') C(3') N(4') 122.9(3)
O(3') C(3') C(2') 119.9(3)
N(4') C(3') C(2') 117.2(2)
C(3') N(4') C(4A') 124.8(2)
C(3') N(4') H(4') 117(3)
C(4A') N(4') H(4') 117(3)
N(4') C(4A') C(5') 124.6(2)
N(4') C(4A') C(8A') 118.0(2)
C(5') C(4A') C(8A') 117.4(2)
C(6') C(5') C(4A') 122.5(3)
C(6') C(5') N(5') 115.8(2)
C(4A') C(5') N(5') 121.8(2)
O(52') N(5') O(51') 122.8(3)
O(52') N(5') C(5') 118.6(3)
O(51') N(5') C(5') 118.6(2)
C(7') C(6') C(5') 117.5(3)
C(7') C(6') H(6') 121(2)
C(5') C(6') H(6') 121(2)
C(8') C(7') C(6') 123.0(3)
C(8') C(7') N(7') 118.3(3)
C(6') C(7') N(7') 118.7(3)
O(72') N(7') O(71') 123.5(3)
O(72') N(7') C(7') 118.2(3)
O(71') N(7') C(7') 118.3(3)
C(7') C(8') C(8A') 118.8(3)
C(7') C(8') H(8') 121(2)
C(8A') C(8') H(8') 120(2)
N(1') C(8A') C(8') 121.0(2)
N(1') C(8A') C(4A') 118.2(2)
C(8') C(8A') C(4A') 120.8(2)
_cod_database_code 2101519