data_2008145
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  158
_journal_page_last  160
_publ_section_title
;
Aqua(5,6-dimethyl-1,10-phenanthroline-N,N')(malonato-O,O')copper(II)
Hydrate
;
loop_
_publ_author_name
  'Gasque, Laura'
  'Moreno-Esparza, Rafael'
  'Mollins, Elies'
  "Brians\'o-Penalva, Jos\'e Luis"
  "Ruiz-Ram\'irez, Lena"
  'Medina-Dickinson, Gerardo'
_chemical_formula_moiety  '(C17 H16 Cu N2 O5), (H2 O)'
_chemical_formula_sum  'C34 H36 Cu2 N4 O12'
_chemical_formula_iupac  '[Cu (C3 H2 O4) (C14 H12 N2) (H2 O)], H2 O'
_chemical_formula_weight  409.85
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z+1/2'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y, z-1/2'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z-1/2'
_cell_length_a  24.772(5)
_cell_length_b  10.165(2)
_cell_length_c  15.362(3)
_cell_angle_alpha  90.00
_cell_angle_beta  120.68(3)
_cell_angle_gamma  90.00
_cell_volume  3326.8(11)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.637
_diffrn_ambient_temperature  293(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  Cu1 0.117278(9) 0.11082(2) 0.397240(15) 0.02948(9) Uani d . 1 . . Cu
  O1W 0.17228(7) 0.12441(14) 0.56912(11) 0.0415(3) Uani d D 1 . . O
  H1W 0.1913(12) 0.1910(17) 0.592(2) 0.067(4) Uiso d D 1 . . H
  H2W 0.1956(12) 0.065(2) 0.595(2) 0.067(4) Uiso d D 1 . . H
  O1 0.18422(6) 0.16314(13) 0.37457(11) 0.0406(3) Uani d . 1 . . O
  O2 0.12627(6) -0.07371(14) 0.38287(12) 0.0406(3) Uani d . 1 . . O
  O3 0.27034(6) 0.12794(13) 0.36942(12) 0.0419(3) Uani d . 1 . . O
  O4 0.17238(8) -0.23950(14) 0.35559(15) 0.0573(4) Uani d . 1 . . O
  N1 0.08895(6) 0.29872(14) 0.38381(10) 0.0294(3) Uani d . 1 . . N
  N2 0.03156(6) 0.08021(14) 0.38044(11) 0.0291(3) Uani d . 1 . . N
  C1 0.11957(8) 0.40577(17) 0.38442(13) 0.0347(4) Uani d . 1 . . C
  H1 0.1576 0.3970 0.3866 0.035(5) Uiso calc R 1 . . H
  C2 0.09618(9) 0.53128(18) 0.38186(14) 0.0385(4) Uani d . 1 . . C
  H2 0.1188 0.6051 0.3831 0.054(8) Uiso calc R 1 . . H
  C3 0.04001(9) 0.54584(17) 0.37749(14) 0.0368(4) Uani d . 1 . . C
  H3 0.0244 0.6297 0.3757 0.034(5) Uiso calc R 1 . . H
  C4 0.00550(7) 0.43440(17) 0.37563(12) 0.0296(3) Uani d . 1 . . C
  C5 -0.05426(8) 0.43945(18) 0.37116(12) 0.0323(3) Uani d . 1 . . C
  C6 -0.08436(7) 0.32544(18) 0.36896(13) 0.0328(3) Uani d . 1 . . C
  C7 -0.05662(7) 0.19918(17) 0.37140(12) 0.0296(3) Uani d . 1 . . C
  C8 -0.08441(8) 0.07634(19) 0.36727(14) 0.0371(4) Uani d . 1 . . C
  H8 -0.1230 0.0732 0.3639 0.051(7) Uiso calc R 1 . . H
  C9 -0.05512(8) -0.03788(18) 0.36819(15) 0.0394(4) Uani d . 1 . . C
  H9 -0.0739 -0.1186 0.3643 0.048(7) Uiso calc R 1 . . H
  C10 0.00324(8) -0.03285(18) 0.37497(14) 0.0361(4) Uani d . 1 . . C
  H10 0.0229 -0.1112 0.3757 0.046(7) Uiso calc R 1 . . H
  C11 0.00202(7) 0.19338(16) 0.37761(11) 0.0268(3) Uani d . 1 . . C
  C12 0.03293(7) 0.31281(15) 0.37936(11) 0.0266(3) Uani d . 1 . . C
  C13 0.22871(8) 0.08996(16) 0.38577(13) 0.0312(3) Uani d . 1 . . C
  C14 0.23343(9) -0.04808(19) 0.42696(19) 0.0461(5) Uani d . 1 . . C
  H14A 0.2513 -0.0417 0.4996 0.104(12) Uiso calc R 1 . . H
  H14B 0.2628 -0.0975 0.4157 0.065(8) Uiso calc R 1 . . H
  C15 0.17297(8) -0.12674(17) 0.38348(15) 0.0343(3) Uani d . 1 . . C
  C51 -0.08165(10) 0.5743(2) 0.36668(16) 0.0430(4) Uani d . 1 . . C
  H51A -0.0501 0.6293 0.4185 0.067(8) Uiso calc R 1 . . H
  H51B -0.1165 0.5660 0.3772 0.108(13) Uiso calc R 1 . . H
  H51C -0.0957 0.6130 0.3016 0.063(8) Uiso calc R 1 . . H
  C61 -0.14690(9) 0.3245(2) 0.36208(18) 0.0480(5) Uani d . 1 . . C
  H61A -0.1574 0.4121 0.3717 0.121(14) Uiso calc R 1 . . H
  H61B -0.1451 0.2678 0.4135 0.055(7) Uiso calc R 1 . . H
  H61C -0.1783 0.2928 0.2966 0.081(9) Uiso calc R 1 . . H
  O2W 0.24522(9) 0.57988(18) 0.32580(12) 0.0556(4) Uani d D 1 . . O
  H3W 0.2268(12) 0.650(2) 0.340(2) 0.067(4) Uiso d D 1 . . H
  H4W 0.2387(14) 0.595(3) 0.2614(11) 0.067(4) Uiso d D 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  Cu1 0.02579(12) 0.02702(12) 0.03984(13) -0.00055(7) 0.01980(9) 0.00014(8)
  O1W 0.0401(7) 0.0355(7) 0.0418(7) -0.0034(5) 0.0159(6) 0.0009(5)
  O1 0.0389(7) 0.0331(6) 0.0633(8) 0.0021(5) 0.0357(6) 0.0072(6)
  O2 0.0345(6) 0.0308(6) 0.0655(9) -0.0039(5) 0.0320(6) -0.0057(6)
  O3 0.0395(7) 0.0412(7) 0.0592(8) -0.0078(5) 0.0355(7) -0.0051(6)
  O4 0.0622(10) 0.0310(7) 0.1030(13) -0.0083(6) 0.0597(10) -0.0158(8)
  N1 0.0246(6) 0.0297(6) 0.0341(7) -0.0022(5) 0.0152(5) 0.0012(5)
  N2 0.0265(6) 0.0268(6) 0.0353(7) -0.0014(5) 0.0168(5) -0.0004(5)
  C1 0.0298(8) 0.0336(9) 0.0404(9) -0.0067(6) 0.0177(7) 0.0005(6)
  C2 0.0384(9) 0.0303(8) 0.0439(9) -0.0083(7) 0.0191(7) 0.0006(7)
  C3 0.0407(9) 0.0274(8) 0.0393(9) -0.0011(7) 0.0181(7) 0.0007(6)
  C4 0.0295(7) 0.0281(7) 0.0277(7) 0.0009(6) 0.0121(6) 0.0011(6)
  C5 0.0298(8) 0.0343(8) 0.0305(7) 0.0058(6) 0.0137(6) 0.0004(6)
  C6 0.0265(7) 0.0386(9) 0.0335(8) 0.0032(6) 0.0155(6) 0.0002(6)
  C7 0.0242(7) 0.0343(8) 0.0311(7) -0.0016(6) 0.0145(6) -0.0006(6)
  C8 0.0289(8) 0.0412(9) 0.0430(9) -0.0061(7) 0.0196(7) 0.0006(7)
  C9 0.0358(9) 0.0322(8) 0.0502(10) -0.0094(7) 0.0220(8) 0.0003(7)
  C10 0.0364(8) 0.0271(8) 0.0454(9) -0.0030(6) 0.0212(7) -0.0009(7)
  C11 0.0247(6) 0.0272(7) 0.0287(7) -0.0012(5) 0.0137(6) 0.0000(5)
  C12 0.0243(6) 0.0274(7) 0.0279(7) -0.0006(5) 0.0133(5) 0.0008(5)
  C13 0.0290(7) 0.0318(8) 0.0375(8) -0.0051(6) 0.0202(6) -0.0041(6)
  C14 0.0321(8) 0.0335(9) 0.0760(15) 0.0020(7) 0.0300(9) 0.0062(9)
  C15 0.0356(8) 0.0282(8) 0.0480(9) -0.0018(6) 0.0279(8) 0.0002(7)
  C51 0.0415(10) 0.0374(9) 0.0472(10) 0.0110(8) 0.0204(8) 0.0024(8)
  C61 0.0342(9) 0.0509(12) 0.0663(13) 0.0025(8) 0.0309(9) -0.0033(10)
  O2W 0.0674(11) 0.0529(9) 0.0501(8) 0.0226(8) 0.0326(8) 0.0104(7)
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
  Cu1 O2 . 1.9150(10)
  y
  Cu1 O1 . 1.9350(10)
  y
  Cu1 N1 . 2.009(2) y
  Cu1 N2 . 2.0280(10)
  y
  Cu1 O1W . 2.275(2) y
  O1 C13 . 1.266(2) ?
  O2 C15 . 1.272(2) ?
  O3 C13 . 1.241(2) ?
  O4 C15 . 1.221(2) ?
  N1 C1 . 1.324(2) ?
  N1 C12 . 1.362(2) ?
  N2 C10 . 1.326(2) ?
  N2 C11 . 1.352(2) ?
  C1 C2 . 1.393(3) ?
  C2 C3 . 1.367(3) ?
  C3 C4 . 1.411(2) ?
  C4 C12 . 1.397(2) ?
  C4 C5 . 1.448(2) ?
  C5 C6 . 1.369(3) ?
  C5 C51 . 1.515(3) ?
  C6 C7 . 1.447(2) ?
  C6 C61 . 1.498(2) ?
  C7 C11 . 1.408(2) ?
  C7 C8 . 1.412(2) ?
  C8 C9 . 1.365(3) ?
  C9 C10 . 1.397(2) ?
  C11 C12 . 1.428(2) ?
  C13 C14 . 1.519(3) ?
  C14 C15 . 1.519(3) ?