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#$Date: 2022-10-03 17:40:12 +0300 (Mon, 03 Oct 2022) $
#$Revision: 278324 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/15/2101520.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_2101520
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_paper_doi               10.1107/S0108768195011773
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C8 H7 N3 O5'
_chemical_formula_weight         225.17
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabC
_cell_angle_alpha                90
_cell_angle_beta                 97.513(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.4744(9)
_cell_length_b                   11.9265(9)
_cell_length_c                   10.4910(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      50.81
_cell_measurement_theta_min      27.28
_cell_volume                     927.18(14)
_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       ω-2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1852
_diffrn_reflns_theta_max         74.74
_diffrn_standards_decay_%        <5
_diffrn_standards_interval_time  33.33
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.195
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_description       prism
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.242
_refine_ls_extinction_coef       0.0030(10)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_obs   1.073
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     174
_refine_ls_number_reflns         1845
_refine_ls_R_factor_obs          0.0506
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;w = 1/[\s^2^(F^2^) + (0.0667P)^2^ + 0.4087P]
where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_obs         0.1431
_reflns_number_observed          1843
_reflns_number_total             1852
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            cr0473.cif
_cod_data_source_block           cr0473c
_cod_original_cell_volume        927.20(10)
_cod_database_code               2101520
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .2601(2) .08990(10) .56280(10) .0360(10)
C(2) .2198(2) .19840(10) .57780(10) .0360(10)
O(2) .2672(2) .25220(10) .67580(10) .0500(10)
C(3) .1054(2) .25600(10) .4665(2) .0380(10)
O(3) .0693(2) .35520(10) .47450(10) .0580(10)
N(4) .0467(2) .19150(10) .36470(10) .0370(10)
C(4A) .0934(2) .07940(10) .35170(10) .0330(10)
C(5) .0283(3) .0188(2) .2424(2) .0390(10)
C(6) .0763(3) -.0925(2) .2381(2) .0440(10)
N(6) .0004(3) -.1581(2) .1264(2) .0560(10)
O(61) -.1043(3) -.1131(2) .0432(2) .0870(10)
O(62) .0460(2) -.25680(10) .1220(2) .0760(10)
C(7) .1867(3) -.1458(2) .3364(2) .0470(10)
C(8) .2508(3) -.0845(2) .4441(2) .0430(10)
C(8A) .2029(2) .02800(10) .4529(2) .0340(10)
O(1W) .0609(3) .4850(2) .7224(2) .0620(10)
H(1) .325(3) .058(2) .629(2) .053(6)
H(4) -.031(4) .219(2) .305(3) .064(7)
H(5) -.047(3) .0535(19) .175(2) .048(5)
H(7) .218(2) -.227(2) .328(2) .053(6)
H(8) .320(3) -.1185(19) .517(2) .049(6)
H(1W1) .024(4) .533(3) .664(3) .085(9)
H(1W2) .085(5) .433(4) .691(4) .109(13)
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) 124.04(13)
C(2) N(1) H(1) 116(2)
C(8A) N(1) H(1) 120(2)
O(2) C(2) N(1) 123.97(14)
O(2) C(2) C(3) 118.7(2)
N(1) C(2) C(3) 117.29(13)
O(3) C(3) N(4) 123.9(2)
O(3) C(3) C(2) 119.57(14)
N(4) C(3) C(2) 116.46(14)
C(3) N(4) C(4A) 124.58(13)
C(3) N(4) H(4) 119(2)
C(4A) N(4) H(4) 116(2)
C(5) C(4A) N(4) 121.03(14)
C(5) C(4A) C(8A) 120.5(2)
N(4) C(4A) C(8A) 118.48(14)
C(6) C(5) C(4A) 117.7(2)
C(6) C(5) H(5) 122.1(14)
C(4A) C(5) H(5) 120.2(14)
C(5) C(6) C(7) 123.3(2)
C(5) C(6) N(6) 117.8(2)
C(7) C(6) N(6) 118.8(2)
O(61) N(6) O(62) 123.4(2)
O(61) N(6) C(6) 119.0(2)
O(62) N(6) C(6) 117.6(2)
C(8) C(7) C(6) 118.4(2)
C(8) C(7) H(7) 121.5(13)
C(6) C(7) H(7) 120.1(13)
C(7) C(8) C(8A) 120.0(2)
C(7) C(8) H(8) 121.6(14)
C(8A) C(8) H(8) 118.2(14)
N(1) C(8A) C(8) 120.8(2)
N(1) C(8A) C(4A) 119.0(2)
C(8) C(8A) C(4A) 120.2(2)
H(1W1) O(1W) H(1W2) 109(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N(1) C(2) 1.343(2)
N(1) C(8A) 1.389(2)
N(1) H(1) .88(3)
C(2) O(2) 1.224(2)
C(2) C(3) 1.518(2)
C(3) O(3) 1.218(2)
C(3) N(4) 1.342(2)
N(4) C(4A) 1.393(2)
N(4) H(4) .86(3)
C(4A) C(5) 1.389(2)
C(4A) C(8A) 1.395(2)
C(5) C(6) 1.378(3)
C(5) H(5) .94(2)
C(6) C(7) 1.387(3)
C(6) N(6) 1.460(2)
N(6) O(61) 1.218(3)
N(6) O(62) 1.229(2)
C(7) C(8) 1.379(3)
C(7) H(7) 1.00(2)
C(8) C(8A) 1.395(2)
C(8) H(8) .96(2)
O(1W) H(1W1) .86(4)
O(1W) H(1W2) .74(4)
