#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:40:27 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179150 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/11/4311161.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_4311161
loop_
_publ_author_name
'La-Sheng Long'
'Yan-Rong Wu'
'Rong-Bin Huang'
'Lan-Sun Zheng'
_publ_section_title
;
 A Well-Resolved uudd Cyclic Water Tetramer in the Crystal Host of
 [Cu(adipate)(4,4-bipyridine)].(H2O)2
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3798
_journal_page_last               3800
_journal_paper_doi               10.1021/ic0494354
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C16 H20 Cu N2 O6'
_chemical_formula_weight         399.88
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                107.109(10)
_cell_angle_beta                 114.993(9)
_cell_angle_gamma                95.996(10)
_cell_formula_units_Z            2
_cell_length_a                   9.611(6)
_cell_length_b                   9.674(6)
_cell_length_c                   10.878(7)
_cell_measurement_reflns_used    3343
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.1
_cell_measurement_theta_min      4.2
_cell_volume                     845.0(9)
_computing_cell_refinement       'SHELXTL-Plus (Sheldrick, 1990)'
_computing_data_collection       'SHELXTL-Plus (Sheldrick, 1990)'
_computing_data_reduction        'SHELXTL-Plus (Sheldrick, 1990)'
_computing_molecular_graphics    'SHELXTL V.5.0 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Smart Apex 2000'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_sigmaI/netI    0.0537
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6782
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.23
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.328
_exptl_absorpt_correction_T_max  0.8156
_exptl_absorpt_correction_T_min  0.7325
_exptl_absorpt_correction_type   sadabs
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_exptl_crystal_F_000             414
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.352
_refine_diff_density_min         -1.004
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         3519
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0507
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0914P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1383
_refine_ls_wR_factor_ref         0.1490
_reflns_number_gt                2890
_reflns_number_total             3519
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0494354si20040430_104042.cif
_cod_data_source_block           p
_cod_original_cell_volume        845.1(9)
_cod_database_code               4311161
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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.94139(5) 0.61581(5) 0.61995(4) 0.01591(17) Uani 1 1 d . . .
O1 O 0.7845(3) 1.4007(3) 0.6505(3) 0.0219(6) Uani 1 1 d . . .
O2 O 0.9030(3) 1.3968(3) 0.5156(3) 0.0186(5) Uani 1 1 d . . .
C1 C 0.8235(4) 1.3299(4) 0.5617(4) 0.0166(7) Uani 1 1 d . . .
C2 C 0.7732(4) 1.1599(4) 0.4973(4) 0.0205(8) Uani 1 1 d . . .
H2A H 0.8481 1.1229 0.4635 0.025 Uiso 1 1 calc R . .
H2B H 0.6661 1.1255 0.4111 0.025 Uiso 1 1 calc R . .
C3 C 0.7696(4) 1.0927(4) 0.6065(4) 0.0244(9) Uani 1 1 d . . .
H3A H 0.7251 0.9827 0.5559 0.029 Uiso 1 1 calc R . .
H3B H 0.6985 1.1331 0.6436 0.029 Uiso 1 1 calc R . .
C4 C 0.9343(4) 1.1268(4) 0.7352(4) 0.0248(8) Uani 1 1 d . . .
H4A H 0.9744 1.2363 0.7915 0.030 Uiso 1 1 calc R . .
H4B H 1.0081 1.0953 0.6975 0.030 Uiso 1 1 calc R . .
C5 C 0.9332(5) 1.0468(4) 0.8372(4) 0.0253(8) Uani 1 1 d . . .
H5A H 1.0375 1.0861 0.9272 0.030 Uiso 1 1 calc R . .
H5B H 0.8506 1.0690 0.8657 0.030 Uiso 1 1 calc R . .
C6 C 0.9010(4) 0.8788(4) 0.7665(4) 0.0228(8) Uani 1 1 d . . .
O3 O 0.9917(3) 0.8336(3) 0.7117(3) 0.0207(6) Uani 1 1 d . . .
O4 O 0.7970(4) 0.7919(3) 0.7651(3) 0.0325(7) Uani 1 1 d . . .
N1 N 1.1203(3) 0.6234(3) 0.8079(3) 0.0169(6) Uani 1 1 d . . .
C11 C 1.0934(4) 0.6086(4) 0.9148(4) 0.0191(8) Uani 1 1 d . . .
H11A H 0.9873 0.5932 0.8998 0.023 Uiso 1 1 calc R . .
C12 C 1.2125(4) 0.6144(4) 1.0461(4) 0.0195(8) Uani 1 1 d . . .
H12A H 1.1879 0.6024 1.1188 0.023 Uiso 1 1 calc R . .
C13 C 1.3692(4) 0.6382(4) 1.0704(4) 0.0171(7) Uani 1 1 d . . .
C14 C 1.3975(4) 0.6608(4) 0.9621(4) 0.0203(8) Uani 1 1 d . . .
H14A H 1.5031 0.6825 0.9763 0.024 Uiso 1 1 calc R . .
C15 C 1.2711(4) 0.6516(4) 0.8331(4) 0.0197(8) Uani 1 1 d . . .
H15A H 1.2923 0.6659 0.7594 0.024 Uiso 1 1 calc R . .
C16 C 1.5002(4) 0.6368(4) 1.2047(4) 0.0179(7) Uani 1 1 d . . .
C17 C 1.4763(4) 0.5430(4) 1.2736(4) 0.0200(8) Uani 1 1 d . . .
H17A H 1.3729 0.4823 1.2384 0.024 Uiso 1 1 calc R . .
C18 C 1.6044(4) 0.5394(4) 1.3934(4) 0.0199(8) Uani 1 1 d . . .
H18A H 1.5868 0.4746 1.4392 0.024 Uiso 1 1 calc R . .
C19 C 1.7751(4) 0.7143(4) 1.3836(4) 0.0216(8) Uani 1 1 d . . .
H19A H 1.8796 0.7748 1.4222 0.026 Uiso 1 1 calc R . .
C20 C 1.6541(4) 0.7249(4) 1.2634(4) 0.0209(8) Uani 1 1 d . . .
H20A H 1.6753 0.7916 1.2208 0.025 Uiso 1 1 calc R . .
N2 N 1.7527(3) 0.6229(3) 1.4486(3) 0.0182(6) Uani 1 1 d . . .
O1W O 0.3098(4) 0.0102(4) -0.1360(3) 0.0287(7) Uani 1 1 d . . .
H1WA H 0.370(6) -0.026(6) -0.157(6) 0.037(16) Uiso 1 1 d . . .
H1WB H 0.239(7) -0.039(6) -0.175(6) 0.044(19) Uiso 1 1 d . . .
O2W O 0.4455(4) 0.1243(5) 0.1669(4) 0.0426(9) Uani 1 1 d . . .
H2WA H 0.409(6) 0.092(6) 0.086(6) 0.031(15) Uiso 1 1 d . . .
H2WB H 0.378(7) 0.151(6) 0.195(6) 0.056(18) Uiso 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'
Cu Cu 0.3201 1.2651 '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
_geom_angle_publ_flag
O3 Cu1 O2 174.00(10) . 1_545 ?
O3 Cu1 N2 88.78(12) . 1_454 ?
O2 Cu1 N2 90.82(11) 1_545 1_454 ?
O3 Cu1 N1 86.89(11) . . ?
O2 Cu1 N1 94.08(11) 1_545 . ?
N2 Cu1 N1 172.81(12) 1_454 . ?
O3 Cu1 O2 98.35(10) . 2_776 ?
O2 Cu1 O2 75.66(10) 1_545 2_776 ?
N2 Cu1 O2 89.93(12) 1_454 2_776 ?
N1 Cu1 O2 96.37(12) . 2_776 ?
O3 Cu1 Cu1 131.25(8) . 2_766 ?
O2 Cu1 Cu1 42.76(7) 1_545 2_766 ?
N2 Cu1 Cu1 90.41(10) 1_454 2_766 ?
N1 Cu1 Cu1 96.75(10) . 2_766 ?
O2 Cu1 Cu1 32.90(6) 2_776 2_766 ?
C1 O2 Cu1 105.7(2) . 1_565 ?
O1 C1 O2 121.6(3) . . ?
O1 C1 C2 120.8(3) . . ?
O2 C1 C2 117.5(3) . . ?
C1 C2 C3 112.7(3) . . ?
C2 C3 C4 112.3(3) . . ?
C3 C4 C5 112.3(3) . . ?
C6 C5 C4 112.3(3) . . ?
O4 C6 O3 122.7(4) . . ?
O4 C6 C5 121.3(4) . . ?
O3 C6 C5 115.9(3) . . ?
C6 O3 Cu1 113.7(2) . . ?
C11 N1 C15 117.7(3) . . ?
C11 N1 Cu1 121.1(2) . . ?
C15 N1 Cu1 121.1(2) . . ?
N1 C11 C12 123.2(3) . . ?
C11 C12 C13 119.2(3) . . ?
C14 C13 C12 117.4(3) . . ?
C14 C13 C16 120.9(3) . . ?
C12 C13 C16 121.7(3) . . ?
C15 C14 C13 119.6(3) . . ?
N1 C15 C14 122.8(3) . . ?
C17 C16 C20 117.6(3) . . ?
C17 C16 C13 121.5(3) . . ?
C20 C16 C13 120.9(3) . . ?
C18 C17 C16 119.2(3) . . ?
N2 C18 C17 123.1(3) . . ?
N2 C19 C20 123.1(3) . . ?
C19 C20 C16 119.4(3) . . ?
C19 N2 C18 117.6(3) . . ?
C19 N2 Cu1 118.6(2) . 1_656 ?
C18 N2 Cu1 123.7(2) . 1_656 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.952(3) . ?
Cu1 O2 1.996(3) 1_545 ?
Cu1 N2 2.003(3) 1_454 ?
Cu1 N1 2.014(3) . ?
Cu1 O2 2.495(3) 2_776 ?
Cu1 Cu1 3.5596(17) 2_766 ?
O1 C1 1.230(5) . ?
O2 C1 1.290(4) . ?
O2 Cu1 1.996(3) 1_565 ?
C1 C2 1.516(5) . ?
C2 C3 1.523(5) . ?
C3 C4 1.524(5) . ?
C4 C5 1.530(5) . ?
C5 C6 1.512(5) . ?
C6 O4 1.230(5) . ?
C6 O3 1.293(5) . ?
N1 C11 1.336(5) . ?
N1 C15 1.337(5) . ?
C11 C12 1.382(5) . ?
C12 C13 1.395(5) . ?
C13 C14 1.386(5) . ?
C13 C16 1.477(5) . ?
C14 C15 1.384(5) . ?
C16 C17 1.392(5) . ?
C16 C20 1.393(5) . ?
C17 C18 1.377(5) . ?
C18 N2 1.340(4) . ?
C19 N2 1.336(5) . ?
C19 C20 1.375(5) . ?
N2 Cu1 2.003(3) 1_656 ?
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
O1W H1WA O2W 0.79(6) 2.12(6) 2.896(6) 167(5) 2_655
O1W H1WB O3 0.67(6) 2.17(6) 2.824(5) 170(7) 1_444
O2W H2WA O1W 0.74(5) 2.03(5) 2.775(5) 178(5) .
O2W H2WB O4 0.86(6) 1.99(6) 2.852(5) 173(5) 2_666
