data_2008361
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  499
_journal_page_last  501
_publ_section_title
;
Complexe de cuivre(II) diamino-1,2(cyclohexane diac\'etatodiac\'etique)
trihydrate
;
loop_
_publ_author_name
  'Ben Amor, Fatma'
  'Jouini, Tahar'
_chemical_formula_moiety  'C14 H26 Cu N2 O11'
_chemical_formula_sum  'C14 H26 Cu N2 O11'
_chemical_formula_structural  'Cu[{N(CH2COO)(CH2COOH)}2C6H10].3H2O'
_chemical_formula_iupac  '[Cu (C14 H20 N2 O8)] , 3H2 O'
_chemical_formula_weight  461.91
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  'x+1/2, -y+1/2, -z'
  '-x, y+1/2, -z+1/2'
_cell_length_a  10.494(4)
_cell_length_b  13.110(4)
_cell_length_c  13.485(4)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1855.2(11)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.654
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  0.037
_refine_ls_wR_factor_obs  0.090
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
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  Cu1 0.02537(6) 0.73840(3) 0.88383(4) 0.0255(2) Uani d . 1 . Cu
  O1 -0.0215(4) 0.8455(2) 0.7918(2) 0.0369(8) Uani d . 1 . O
  O2 0.0450(4) 0.8325(2) 0.9929(2) 0.0304(8) Uani d . 1 . O
  O3 0.2024(4) 0.6827(3) 0.8024(3) 0.0376(8) Uani d . 1 . O
  O4 0.2405(4) 0.6353(4) 0.6462(3) 0.0570(12) Uani d . 1 . O
  HO4 0.309(2) 0.664(4) 0.655(2) 0.050 Uiso calc R 1 . H
  O5 -0.1754(5) 0.8798(4) 0.6839(4) 0.0693(15) Uani d . 1 . O
  O6 0.0401(5) 0.8384(3) 1.1557(3) 0.0465(10) Uani d . 1 . O
  O7 0.3373(4) 0.5428(3) 1.0034(3) 0.0420(9) Uani d D 1 . O
  O8 0.2529(4) 0.6948(3) 1.0378(3) 0.0397(9) Uani d . 1 . O
  N1 -0.0556(4) 0.6444(3) 0.7823(3) 0.0278(9) Uani d . 1 . N
  N2 0.0078(4) 0.6256(2) 0.9857(2) 0.0244(8) Uani d . 1 . N
  C1 -0.0933(5) 0.5495(3) 0.8364(4) 0.0280(10)
  Uani d . 1 . C
  C2 -0.2097(6) 0.4954(4) 0.7934(4) 0.0380(10)
  Uani d . 1 . C
  C3 -0.2444(6) 0.4014(4) 0.8527(5) 0.0450(10)
  Uani d . 1 . C
  C4 -0.2682(6) 0.4287(5) 0.9602(5) 0.0450(10)
  Uani d . 1 . C
  C5 -0.1481(6) 0.4778(4) 1.0049(4) 0.0380(10)
  Uani d . 1 . C
  C6 -0.1106(5) 0.5727(3) 0.9477(3) 0.0260(10)
  Uani d . 1 . C
  C7 -0.1627(5) 0.7095(4) 0.7491(4) 0.0340(10)
  Uani d . 1 . C
  C8 -0.1174(6) 0.8210(4) 0.7394(4) 0.0400(10)
  Uani d . 1 . C
  C9 0.0306(6) 0.6222(4) 0.6999(4) 0.0360(10)
  Uani d . 1 . C
  C10 0.1676(5) 0.6491(4) 0.7224(4) 0.0370(10)
  Uani d . 1 . C
  C11 -0.0179(6) 0.6806(4) 1.0804(4) 0.0310(10)
  Uani d . 1 . C
  C12 0.0296(5) 0.7911(3) 1.0775(3) 0.0300(10)
  Uani d . 1 . C
  C13 0.1160(5) 0.5543(4) 0.9963(4) 0.0330(10)
  Uani d . 1 . C
  C14 0.2409(5) 0.6062(4) 1.0146(3) 0.0300(10)
  Uani d . 1 . C
  OW1 -0.0291(5) 0.8181(5) 1.3425(4) 0.0700(10)
  Uani d D 1 . O
  OW2 -0.4299(11) 0.9568(7) 0.7151(7) 0.153(3) Uiso d . 1 . O
  OW3 0.1074(11) 0.6827(6) 1.4457(6) 0.153(4) Uani d . 1 . O
  HO7 0.399(7) 0.573(5) 1.014(5) 0.07(3)  Uiso d D 1 . H
  H11 -0.026(5) 0.504(3) 0.829(3) 0.025(12) Uiso d . 1 . H
  H12 -0.269(7) 0.551(5) 0.785(5) 0.053(18) Uiso d . 1 . H
  H22 -0.194(5) 0.483(4) 0.728(4) 0.024(13) Uiso d . 1 . H
  H13 -0.314(5) 0.375(4) 0.828(3) 0.019(12) Uiso d . 1 . H
  H23 -0.177(5) 0.353(4) 0.854(3) 0.023(12) Uiso d . 1 . H
  H14 -0.335(5) 0.477(3) 0.964(3) 0.013(11) Uiso d . 1 . H
  H24 -0.284(6) 0.371(5) 0.991(4) 0.043(16) Uiso d . 1 . H
  H15 -0.153(7) 0.495(5) 1.080(5) 0.058(19) Uiso d . 1 . H
  H25 -0.081(6) 0.433(4) 1.004(4) 0.036(15) Uiso d . 1 . H
  H16 -0.175(6) 0.615(4) 0.955(4) 0.035(15) Uiso d . 1 . H
  H17 -0.227(4) 0.707(3) 0.804(3) 0.011(10) Uiso d . 1 . H
  H27 -0.190(7) 0.686(5) 0.683(5) 0.056(19) Uiso d . 1 . H
  H19 0.043(6) 0.552(4) 0.682(3) 0.032(13) Uiso d . 1 . H
  H29 0.010(7) 0.651(4) 0.650(4) 0.048(18) Uiso d . 1 . H
  H111 0.028(7) 0.653(4) 1.123(4) 0.044(16) Uiso d . 1 . H
  H211 -0.114(7) 0.687(4) 1.084(4) 0.042(16) Uiso d . 1 . H
  H113 0.103(5) 0.509(4) 1.052(4) 0.027(13) Uiso d . 1 . H
  H213 0.130(7) 0.523(5) 0.941(5) 0.06(2)  Uiso d . 1 . H
  H1W1 0.016(10) 0.777(7) 1.380(7) 0.14(5)  Uiso d D 1 . H
  H2W1 -0.005(13) 0.811(9) 1.273(6) 0.15(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 0.0289(3) 0.0212(2) 0.0264(2) -0.0015(2) 0.0010(2) 0.0007(2)
  O1 0.038(2) 0.0297(15) 0.043(2) -0.004(2) 0.000(2) 0.0100(13)
  O2 0.031(2) 0.0220(14) 0.038(2) 0.000(2) -0.001(2) -0.0035(12)
  O3 0.030(2) 0.052(2) 0.031(2) 0.001(2) 0.004(2) -0.005(2)
  O4 0.034(2) 0.083(3) 0.054(3) -0.007(2) 0.014(2) -0.028(2)
  O5 0.057(3) 0.062(3) 0.088(3) -0.003(2) -0.020(3) 0.045(3)
  O6 0.058(3) 0.044(2) 0.038(2) -0.008(2) 0.000(2) -0.017(2)
  O7 0.029(2) 0.025(2) 0.072(3) 0.003(2) -0.003(2) -0.001(2)
  O8 0.034(2) 0.029(2) 0.056(2) 0.004(2) -0.006(2) -0.011(2)
  N1 0.025(2) 0.031(2) 0.028(2) -0.002(2) -0.001(2) 0.0008(15)
  N2 0.026(2) 0.0210(15) 0.026(2) -0.003(2) 0.002(2) 0.0000(12)
  C1 0.026(3) 0.022(2) 0.036(2) 0.000(2) 0.001(2) -0.001(2)
  C2 0.035(3) 0.035(3) 0.043(3) -0.005(3) -0.005(3) -0.009(2)
  C3 0.034(3) 0.030(3) 0.070(4) -0.010(3) -0.004(3) -0.010(3)
  C4 0.038(3) 0.034(3) 0.064(4) -0.013(3) 0.010(3) 0.005(3)
  C5 0.034(3) 0.031(3) 0.049(3) -0.007(2) 0.006(3) 0.006(2)
  C6 0.024(2) 0.023(2) 0.033(2) -0.002(2) 0.000(2) -0.001(2)
  C7 0.029(3) 0.043(3) 0.028(2) 0.001(2) -0.003(2) 0.001(2)
  C8 0.034(3) 0.046(3) 0.038(3) 0.001(3) 0.008(3) 0.013(2)
  C9 0.037(3) 0.044(3) 0.026(2) -0.007(3) 0.009(3) -0.007(2)
  C10 0.033(3) 0.038(3) 0.041(3) 0.004(2) 0.006(2) -0.002(2)
  C11 0.035(3) 0.031(2) 0.027(2) -0.007(2) -0.003(3) 0.000(2)
  C12 0.022(2) 0.036(2) 0.032(2) 0.006(2) -0.001(2) -0.009(2)
  C13 0.036(3) 0.030(2) 0.034(3) 0.001(2) -0.001(2) 0.003(2)
  C14 0.029(3) 0.029(2) 0.034(2) 0.004(2) -0.002(2) 0.003(2)
  OW1 0.041(2) 0.115(4) 0.054(3) 0.006(3) -0.005(3) -0.005(3)
  OW3 0.235(12) 0.106(5) 0.117(5) 0.033(7) -0.023(7) 0.037(5)
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 . 1.930(3) y
  Cu1 O1 . 1.937(3) y
  Cu1 N2 . 2.027(3) y
  Cu1 N1 . 2.028(4) y
  Cu1 O3 . 2.279(4) y
  O1 C8 . 1.271(7) y
  O2 C12 . 1.275(5) y
  O3 C10 . 1.220(6) y
  O4 C10 . 1.294(7) y
  O4 HO4 . 0.82 y
  O5 C8 . 1.235(7) y
  O6 C12 . 1.229(5) y
  O7 C14 . 1.318(7) y
  O7 HO7 . 0.77(6) y
  O8 C14 . 1.209(6) y
  N1 C9 . 1.462(7) y
  N1 C7 . 1.481(7) y
  N1 C1 . 1.496(6) y
  N2 C13 . 1.479(6) y
  N2 C11 . 1.491(6) y
  N2 C6 . 1.513(6) y
  C1 C2 . 1.527(7) y
  C1 C6 . 1.542(7) y
  C1 H11 . 0.93(5) n
  C2 C3 . 1.514(8) y
  C2 H12 . 0.97(7) n
  C2 H22 . 0.91(5) n
  C3 C4 . 1.513(9) y
  C3 H13 . 0.87(5) n
  C3 H23 . 0.95(5) n
  C4 C5 . 1.539(9) y
  C4 H14 . 0.94(5) n
  C4 H24 . 0.88(6) n
  C5 C6 . 1.516(7) y
  C5 H15 . 1.03(6) n
  C5 H25 . 0.92(6) n
  C6 H16 . 0.88(6) n
  C7 C8 . 1.543(7) y
  C7 H17 . 1.00(5) n
  C7 H27 . 0.98(6) n
  C9 C10 . 1.511(9) y
  C9 H19 . 0.96(5) n
  C9 H29 . 0.80(6) n
  C11 C12 . 1.531(6) y
  C11 H111 . 0.83(6) n
  C11 H211 . 1.02(7) n
  C13 C14 . 1.498(7) y
  C13 H113 . 0.97(5) n
  C13 H213 . 0.87(7) n
  OW1 H1W1 . 0.88(8) n
  OW1 H2W1 . 0.97(7) n