#------------------------------------------------------------------------------
#$Date: 2016-02-14 15:26:36 +0100 (dom 14 de feb de 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/58/1515897.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_1515897
loop_
_publ_author_name
'Pandurangan, Komala'
'Gallagher, Shane'
'Morgan, Grace G.'
'Müller-Bunz, Helge'
'Paradisi, Francesca'
_publ_section_title
;
 Structure and antibacterial activity of the silver(I) complex of
 2-aminophenoxazine-3-one.
;
_journal_issue                   8
_journal_name_full               'Metallomics : integrated biometal science'
_journal_page_first              530
_journal_page_last               534
_journal_paper_doi               10.1039/c003515g
_journal_volume                  2
_journal_year                    2010
_chemical_formula_moiety         'C12 H8 N3 O5 Ag'
_chemical_formula_sum            'C12 H8 Ag N3 O5'
_chemical_formula_weight         382.08
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                99.015(2)
_cell_angle_beta                 98.899(2)
_cell_angle_gamma                91.963(2)
_cell_formula_units_Z            2
_cell_length_a                   5.1653(6)
_cell_length_b                   10.3434(11)
_cell_length_c                   11.0739(12)
_cell_measurement_reflns_used    6488
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.40
_cell_measurement_theta_min      2.96
_cell_volume                     576.26(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      100(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0238
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13379
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.48
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    1.778
_exptl_absorpt_correction_T_max  0.9486
_exptl_absorpt_correction_T_min  0.8239
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS v.2.10 (Bruker,2003) was used for absorption correction.
R(int) for selected reflections was 0.052 before and 0.025 after
correction. The Ratio of minimum to maximum transmission is 0.868541.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.202
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.03
_refine_diff_density_max         2.038
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3469
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0317
_refine_ls_shift/su_max          0.068
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0440P)²+0.5833P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0794
_reflns_number_gt                3250
_reflns_number_total             3469
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c003515g.txt
_cod_data_source_block           mor319
_cod_original_formula_sum        'C12 H8 N3 O5 Ag'
_cod_database_code               1515897
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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
O1 O 0.2460(3) 0.94756(16) 0.61592(16) 0.0158(3) Uani 1 1 d
C1 C 0.3726(4) 0.8357(2) 0.6226(2) 0.0141(4) Uani 1 1 d
C2 C 0.3249(4) 0.7559(2) 0.7164(2) 0.0139(4) Uani 1 1 d
C3 C 0.4596(5) 0.6398(2) 0.7214(2) 0.0164(4) Uani 1 1 d
H3 H 0.423(7) 0.581(3) 0.779(3) 0.021(8) Uiso 1 1 d
C4 C 0.6352(4) 0.6034(2) 0.6429(2) 0.0153(4) Uani 1 1 d
N1 N 0.7713(4) 0.4959(2) 0.6453(2) 0.0197(4) Uani 1 1 d
H1N1 H 0.891(8) 0.482(4) 0.602(4) 0.033(10) Uiso 1 1 d
H2N1 H 0.762(7) 0.456(4) 0.708(3) 0.024(8) Uiso 1 1 d
C5 C 0.6867(4) 0.6860(2) 0.5486(2) 0.0151(4) Uani 1 1 d
O2 O 0.8526(4) 0.65572(18) 0.48225(17) 0.0204(3) Uani 1 1 d
N2 N 0.1616(4) 0.79147(19) 0.79521(18) 0.0145(3) Uani 1 1 d
C6 C 0.5412(4) 0.8026(2) 0.5430(2) 0.0154(4) Uani 1 1 d
H6 H 0.573(6) 0.854(3) 0.485(3) 0.015(7) Uiso 1 1 d
C7 C 0.0769(4) 0.9842(2) 0.6975(2) 0.0146(4) Uani 1 1 d
C8 C 0.0319(4) 0.9059(2) 0.7851(2) 0.0143(4) Uani 1 1 d
C9 C -0.1530(4) 0.9447(2) 0.8619(2) 0.0160(4) Uani 1 1 d
H9 H -0.186(7) 0.886(3) 0.918(3) 0.020(8) Uiso 1 1 d
C10 C -0.2846(5) 1.0576(2) 0.8512(2) 0.0177(4) Uani 1 1 d
H10 H -0.406(7) 1.079(3) 0.904(3) 0.020(8) Uiso 1 1 d
C11 C -0.2310(5) 1.1356(2) 0.7640(2) 0.0188(4) Uani 1 1 d
H11 H -0.314(6) 1.211(3) 0.752(3) 0.006(6) Uiso 1 1 d
C12 C -0.0490(5) 1.0998(2) 0.6875(2) 0.0178(4) Uani 1 1 d
H12 H -0.018(7) 1.150(4) 0.632(3) 0.023(8) Uiso 1 1 d
Ag Ag 0.13411(3) 0.680533(18) 0.954085(17) 0.02019(7) Uani 1 1 d
N3 N -0.3170(4) 0.6282(2) 1.08195(19) 0.0159(4) Uani 1 1 d
O3 O -0.1163(4) 0.5717(2) 1.1177(2) 0.0316(5) Uani 1 1 d
O4 O -0.5353(4) 0.59983(19) 1.10996(19) 0.0243(4) Uani 1 1 d
O5 O -0.3032(4) 0.7123(2) 1.0135(2) 0.0287(4) Uani 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'
Ag Ag -0.8971 1.1015 '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
C1 O1 C7 119.27(18) . .
C6 C1 O1 118.3(2) . .
C6 C1 C2 122.3(2) . .
O1 C1 C2 119.3(2) . .
N2 C2 C3 120.5(2) . .
N2 C2 C1 121.3(2) . .
C3 C2 C1 118.2(2) . .
C4 C3 C2 121.3(2) . .
C4 C3 H3 118(2) . .
C2 C3 H3 120(2) . .
N1 C4 C3 123.7(2) . .
N1 C4 C5 115.9(2) . .
C3 C4 C5 120.4(2) . .
C4 N1 H1N1 121(3) . .
C4 N1 H2N1 116(2) . .
H1N1 N1 H2N1 121(4) . .
O2 C5 C6 122.7(2) . .
O2 C5 C4 120.0(2) . .
C6 C5 C4 117.3(2) . .
C2 N2 C8 118.0(2) . .
C2 N2 Ag 120.10(15) . .
C8 N2 Ag 121.53(15) . .
C1 C6 C5 120.5(2) . .
C1 C6 H6 122(2) . .
C5 C6 H6 117(2) . .
O1 C7 C12 117.4(2) . .
O1 C7 C8 120.5(2) . .
C12 C7 C8 122.1(2) . .
N2 C8 C7 121.6(2) . .
N2 C8 C9 120.4(2) . .
C7 C8 C9 118.0(2) . .
C10 C9 C8 120.6(2) . .
C10 C9 H9 124(2) . .
C8 C9 H9 116(2) . .
C9 C10 C11 120.0(2) . .
C9 C10 H10 117(2) . .
C11 C10 H10 123(2) . .
C12 C11 C10 120.5(2) . .
C12 C11 H11 115.6(18) . .
C10 C11 H11 123.9(18) . .
C11 C12 C7 118.7(2) . .
C11 C12 H12 119(2) . .
C7 C12 H12 122(2) . .
N2 Ag O5 107.40(7) . .
N2 Ag O4 134.03(7) . 1_655
O5 Ag O4 115.52(6) . 1_655
N2 Ag O3 111.68(8) . 2_567
O5 Ag O3 102.00(7) . 2_567
O4 Ag O3 75.41(6) 1_655 2_567
N2 Ag O3 155.38(6) . .
O5 Ag O3 48.66(6) . .
O4 Ag O3 70.35(6) 1_655 .
O3 Ag O3 73.98(8) 2_567 .
N2 Ag O5 87.67(6) . 1_655
O5 Ag O5 150.36(9) . 1_655
O4 Ag O5 46.53(6) 1_655 1_655
O3 Ag O5 95.46(6) 2_567 1_655
O3 Ag O5 116.17(6) . 1_655
O5 N3 O3 119.6(2) . .
O5 N3 O4 118.6(2) . .
O3 N3 O4 121.7(2) . .
N3 O3 Ag 116.07(15) . 2_567
N3 O3 Ag 88.77(16) . .
Ag O3 Ag 106.02(8) 2_567 .
N3 O4 Ag 105.25(15) . 1_455
N3 O5 Ag 101.80(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.355(3) .
O1 C7 1.371(3) .
C1 C6 1.347(3) .
C1 C2 1.468(3) .
C2 N2 1.325(3) .
C2 C3 1.413(3) .
C3 C4 1.373(3) .
C3 H3 0.98(3) .
C4 N1 1.337(3) .
C4 C5 1.497(3) .
N1 H1N1 0.84(4) .
N1 H2N1 0.87(4) .
C5 O2 1.230(3) .
C5 C6 1.447(3) .
N2 C8 1.391(3) .
N2 Ag 2.265(2) .
C6 H6 0.92(3) .
C7 C12 1.392(3) .
C7 C8 1.398(3) .
C8 C9 1.402(3) .
C9 C10 1.383(3) .
C9 H9 0.97(4) .
C10 C11 1.405(4) .
C10 H10 0.94(4) .
C11 C12 1.382(3) .
C11 H11 0.92(3) .
C12 H12 0.90(4) .
Ag O5 2.467(2) .
Ag O4 2.496(2) 1_655
Ag O3 2.600(2) 2_567
Ag O3 2.737(3) .
Ag O5 2.875(2) 1_655
N3 O5 1.248(3) .
N3 O3 1.249(3) .
N3 O4 1.252(3) .
O3 Ag 2.600(2) 2_567
O4 Ag 2.496(2) 1_455
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N1 O2 0.84(4) 2.18(4) 2.931(3) 149(4) 2_766
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_4
C7 O1 C1 C6 -178.9(2) . .
C7 O1 C1 C2 0.3(3) . .
C6 C1 C2 N2 178.8(2) . .
O1 C1 C2 N2 -0.4(3) . .
C6 C1 C2 C3 -0.8(3) . .
O1 C1 C2 C3 -180.0(2) . .
N2 C2 C3 C4 -178.1(2) . .
C1 C2 C3 C4 1.5(3) . .
C2 C3 C4 N1 178.7(2) . .
C2 C3 C4 C5 -0.5(3) . .
N1 C4 C5 O2 -2.4(3) . .
C3 C4 C5 O2 176.9(2) . .
N1 C4 C5 C6 179.6(2) . .
C3 C4 C5 C6 -1.1(3) . .
C3 C2 N2 C8 -179.2(2) . .
C1 C2 N2 C8 1.2(3) . .
C3 C2 N2 Ag 7.6(3) . .
C1 C2 N2 Ag -171.94(15) . .
O1 C1 C6 C5 178.3(2) . .
C2 C1 C6 C5 -0.9(3) . .
O2 C5 C6 C1 -176.1(2) . .
C4 C5 C6 C1 1.9(3) . .
C1 O1 C7 C12 180.0(2) . .
C1 O1 C7 C8 -1.1(3) . .
C2 N2 C8 C7 -2.0(3) . .
Ag N2 C8 C7 171.04(16) . .
C2 N2 C8 C9 176.7(2) . .
Ag N2 C8 C9 -10.2(3) . .
O1 C7 C8 N2 2.0(3) . .
C12 C7 C8 N2 -179.1(2) . .
O1 C7 C8 C9 -176.8(2) . .
C12 C7 C8 C9 2.1(3) . .
N2 C8 C9 C10 -179.2(2) . .
C7 C8 C9 C10 -0.5(3) . .
C8 C9 C10 C11 -0.9(3) . .
C9 C10 C11 C12 0.7(4) . .
C10 C11 C12 C7 0.9(4) . .
O1 C7 C12 C11 176.6(2) . .
C8 C7 C12 C11 -2.3(3) . .
C2 N2 Ag O5 -155.48(16) . .
C8 N2 Ag O5 31.63(18) . .
C2 N2 Ag O4 46.0(2) . 1_655
C8 N2 Ag O4 -126.92(16) . 1_655
C2 N2 Ag O3 -44.44(18) . 2_567
C8 N2 Ag O3 142.67(16) . 2_567
C2 N2 Ag O3 -143.34(17) . .
C8 N2 Ag O3 43.8(3) . .
C2 N2 Ag O5 50.51(17) . 1_655
C8 N2 Ag O5 -122.38(17) . 1_655
O5 N3 O3 Ag -117.4(2) . 2_567
O4 N3 O3 Ag 60.5(3) . 2_567
O5 N3 O3 Ag -10.1(2) . .
O4 N3 O3 Ag 167.7(2) . .
N2 Ag O3 N3 -9.6(2) . .
O5 Ag O3 N3 5.91(13) . .
O4 Ag O3 N3 163.31(15) 1_655 .
O3 Ag O3 N3 -116.81(16) 2_567 .
O5 Ag O3 N3 154.95(13) 1_655 .
N2 Ag O3 Ag 107.22(15) . 2_567
O5 Ag O3 Ag 122.72(11) . 2_567
O4 Ag O3 Ag -79.88(7) 1_655 2_567
O3 Ag O3 Ag 0.0 2_567 2_567
O5 Ag O3 Ag -88.24(8) 1_655 2_567
O5 N3 O4 Ag 18.0(2) . 1_455
O3 N3 O4 Ag -159.89(19) . 1_455
O3 N3 O5 Ag 11.5(2) . .
O4 N3 O5 Ag -166.42(17) . .
N2 Ag O5 N3 167.26(15) . .
O4 Ag O5 N3 -29.69(17) 1_655 .
O3 Ag O5 N3 49.72(16) 2_567 .
O3 Ag O5 N3 -6.04(13) . .
O5 Ag O5 N3 -75.1(2) 1_655 .
