#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/96/2229618.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_2229618
loop_
_publ_author_name
'Zhou, Yong-Hong'
_publ_section_title
;
 Di-μ-glutarato-κ⁴O¹:O⁵-bis[aqua(1,10-phenanthroline-κ²N,N')copper(II)]
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m411
_journal_paper_doi               10.1107/S1600536811007938
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Cu2 (C5 H6 O4)2 (C12 H18 N2)2 (H2 O)2]'
_chemical_formula_moiety         'C34 H32 Cu2 N4 O10'
_chemical_formula_sum            'C34 H32 Cu2 N4 O10'
_chemical_formula_weight         783.72
_chemical_name_systematic
;
Di-μ-glutarato-κ⁴O¹:O⁵-bis[aqua(1,10-phenanthroline-\
κ²N,N')copper(II)]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.1140(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.2767(11)
_cell_length_b                   10.5935(14)
_cell_length_c                   15.5998(16)
_cell_measurement_reflns_used    3334
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.276
_cell_measurement_theta_min      2.357
_cell_volume                     1623.1(3)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_computing_molecular_graphics
;
ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia,
1997)
and PLATON (Spek, 2009)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7937
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    1.377
_exptl_absorpt_correction_T_max  0.7424
_exptl_absorpt_correction_T_min  0.7160
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1997)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.278
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2867
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0305
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0346P)²+1.1030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0719
_refine_ls_wR_factor_ref         0.0827
_reflns_number_gt                2275
_reflns_number_total             2867
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn2661.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2229618
_cod_database_fobs_code          2229618
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_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
Cu Cu1 0.34382(3) 0.54797(3) 0.21857(2) 0.03292(13) Uani d . 1 . .
N N1 0.2087(2) 0.4429(2) 0.12652(14) 0.0299(5) Uani d . 1 . .
N N2 0.3977(2) 0.6012(2) 0.10928(14) 0.0318(5) Uani d . 1 . .
O O1 0.5068(2) 0.61750(19) 0.30440(12) 0.0416(5) Uani d . 1 . .
O O2 0.5850(2) 0.43066(19) 0.28151(13) 0.0432(5) Uani d . 1 . .
O O3 0.2798(2) 0.4813(2) 0.31524(13) 0.0467(5) Uani d . 1 . .
O O4 0.1462(3) 0.6404(2) 0.32731(17) 0.0689(7) Uani d . 1 . .
O O5 0.2215(2) 0.74242(19) 0.19357(13) 0.0441(5) Uani d . 1 . .
H H51 0.1900 0.7287 0.2401 0.066 Uiso d R 1 . .
H H52 0.2746 0.8093 0.2014 0.066 Uiso d R 1 . .
C C1 0.5979(3) 0.5330(3) 0.32214(17) 0.0318(6) Uani d . 1 . .
C C2 0.7228(3) 0.5601(3) 0.39982(18) 0.0397(7) Uani d . 1 . .
H H2A 0.7284 0.6499 0.4125 0.048 Uiso calc R 1 . .
H H2B 0.8038 0.5354 0.3841 0.048 Uiso calc R 1 . .
C C3 0.7158(3) 0.4873(3) 0.48313(18) 0.0380(7) Uani d . 1 . .
H H3A 0.6265 0.4993 0.4910 0.046 Uiso calc R 1 . .
H H3B 0.7266 0.3980 0.4735 0.046 Uiso calc R 1 . .
C C4 0.1767(3) 0.4723(3) 0.43155(18) 0.0401(7) Uani d . 1 . .
H H4A 0.1805 0.3816 0.4242 0.048 Uiso calc R 1 . .
H H4B 0.0869 0.4938 0.4356 0.048 Uiso calc R 1 . .
C C5 0.2012(3) 0.5385(3) 0.35137(18) 0.0387(7) Uani d . 1 . .
C C6 0.1142(3) 0.3640(3) 0.13755(19) 0.0370(7) Uani d . 1 . .
H H6 0.1091 0.3496 0.1953 0.044 Uiso calc R 1 . .
C C7 0.0230(3) 0.3025(3) 0.0664(2) 0.0417(7) Uani d . 1 . .
H H7 -0.0423 0.2487 0.0768 0.050 Uiso calc R 1 . .
C C8 0.0291(3) 0.3208(3) -0.0187(2) 0.0401(7) Uani d . 1 . .
H H8 -0.0321 0.2800 -0.0667 0.048 Uiso calc R 1 . .
C C9 0.1287(3) 0.4017(3) -0.03337(18) 0.0339(6) Uani d . 1 . .
C C10 0.2164(3) 0.4611(2) 0.04186(17) 0.0292(6) Uani d . 1 . .
C C11 0.3172(3) 0.5485(2) 0.03226(17) 0.0294(6) Uani d . 1 . .
C C12 0.3286(3) 0.5760(3) -0.05311(18) 0.0368(7) Uani d . 1 . .
C C13 0.4278(3) 0.6647(3) -0.0576(2) 0.0445(8) Uani d . 1 . .
H H13 0.4398 0.6864 -0.1126 0.053 Uiso calc R 1 . .
C C14 0.5061(3) 0.7183(3) 0.0194(2) 0.0472(8) Uani d . 1 . .
H H14 0.5717 0.7776 0.0171 0.057 Uiso calc R 1 . .
C C15 0.4890(3) 0.6853(3) 0.1024(2) 0.0397(7) Uani d . 1 . .
H H15 0.5435 0.7237 0.1542 0.048 Uiso calc R 1 . .
C C16 0.1444(3) 0.4307(3) -0.11997(19) 0.0429(8) Uani d . 1 . .
H H16 0.0881 0.3915 -0.1707 0.051 Uiso calc R 1 . .
C C17 0.2384(3) 0.5131(3) -0.12896(19) 0.0453(8) Uani d . 1 . .
H H17 0.2455 0.5299 -0.1859 0.054 Uiso calc R 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 Cu1 O1 . . 91.32(9) ?
O3 Cu1 N1 . . 91.85(9) ?
O1 Cu1 N1 . . 165.65(9) ?
O3 Cu1 N2 . . 173.39(9) ?
O1 Cu1 N2 . . 94.62(9) ?
N1 Cu1 N2 . . 81.69(9) ?
O3 Cu1 O5 . . 99.10(8) ?
O1 Cu1 O5 . . 95.20(7) ?
N1 Cu1 O5 . . 98.12(8) ?
N2 Cu1 O5 . . 83.28(8) ?
C6 N1 C10 . . 117.9(2) ?
C6 N1 Cu1 . . 129.16(18) ?
C10 N1 Cu1 . . 112.87(17) ?
C15 N2 C11 . . 117.8(2) ?
C15 N2 Cu1 . . 129.3(2) ?
C11 N2 Cu1 . . 112.56(17) ?
C1 O1 Cu1 . . 108.23(17) ?
C5 O3 Cu1 . . 125.2(2) ?
Cu1 O5 H51 . . 91.5 ?
Cu1 O5 H52 . . 113.4 ?
H51 O5 H52 . . 112.2 ?
O2 C1 O1 . . 123.0(2) ?
O2 C1 C2 . . 120.8(3) ?
O1 C1 C2 . . 116.1(3) ?
C1 C2 C3 . . 110.1(2) ?
C1 C2 H2A . . 109.6 ?
C3 C2 H2A . . 109.6 ?
C1 C2 H2B . . 109.6 ?
C3 C2 H2B . . 109.6 ?
H2A C2 H2B . . 108.1 ?
C4 C3 C2 3_666 . 113.5(2) ?
C4 C3 H3A 3_666 . 108.9 ?
C2 C3 H3A . . 108.9 ?
C4 C3 H3B 3_666 . 108.9 ?
C2 C3 H3B . . 108.9 ?
H3A C3 H3B . . 107.7 ?
C5 C4 C3 . 3_666 109.7(2) ?
C5 C4 H4A . . 109.7 ?
C3 C4 H4A 3_666 . 109.7 ?
C5 C4 H4B . . 109.7 ?
C3 C4 H4B 3_666 . 109.7 ?
H4A C4 H4B . . 108.2 ?
O4 C5 O3 . . 125.6(3) ?
O4 C5 C4 . . 119.0(3) ?
O3 C5 C4 . . 115.3(3) ?
N1 C6 C7 . . 122.6(3) ?
N1 C6 H6 . . 118.7 ?
C7 C6 H6 . . 118.7 ?
C8 C7 C6 . . 120.0(3) ?
C8 C7 H7 . . 120.0 ?
C6 C7 H7 . . 120.0 ?
C7 C8 C9 . . 119.4(3) ?
C7 C8 H8 . . 120.3 ?
C9 C8 H8 . . 120.3 ?
C10 C9 C8 . . 117.3(3) ?
C10 C9 C16 . . 117.9(3) ?
C8 C9 C16 . . 124.8(3) ?
N1 C10 C9 . . 122.8(2) ?
N1 C10 C11 . . 116.4(2) ?
C9 C10 C11 . . 120.7(2) ?
N2 C11 C12 . . 123.6(3) ?
N2 C11 C10 . . 116.3(2) ?
C12 C11 C10 . . 120.0(2) ?
C11 C12 C13 . . 116.9(3) ?
C11 C12 C17 . . 118.2(3) ?
C13 C12 C17 . . 124.9(3) ?
C14 C13 C12 . . 119.0(3) ?
C14 C13 H13 . . 120.5 ?
C12 C13 H13 . . 120.5 ?
C13 C14 C15 . . 120.7(3) ?
C13 C14 H14 . . 119.6 ?
C15 C14 H14 . . 119.6 ?
N2 C15 C14 . . 121.9(3) ?
N2 C15 H15 . . 119.1 ?
C14 C15 H15 . . 119.1 ?
C17 C16 C9 . . 121.4(3) ?
C17 C16 H16 . . 119.3 ?
C9 C16 H16 . . 119.3 ?
C16 C17 C12 . . 121.8(3) ?
C16 C17 H17 . . 119.1 ?
C12 C17 H17 . . 119.1 ?
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 O3 . 1.947(2) ?
Cu1 O1 . 1.9545(19) ?
Cu1 N1 . 2.014(2) ?
Cu1 N2 . 2.022(2) ?
Cu1 O5 . 2.385(2) ?
N1 C6 . 1.329(3) ?
N1 C10 . 1.360(3) ?
N2 C15 . 1.320(4) ?
N2 C11 . 1.362(3) ?
O1 C1 . 1.266(3) ?
O2 C1 . 1.243(3) ?
O3 C5 . 1.267(3) ?
O4 C5 . 1.225(4) ?
O5 H51 . 0.8897 ?
O5 H52 . 0.8804 ?
C1 C2 . 1.511(4) ?
C2 C3 . 1.531(4) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 3_666 1.520(4) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C5 . 1.518(4) ?
C4 C3 3_666 1.520(4) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C6 C7 . 1.387(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.362(4) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.404(4) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.401(4) ?
C9 C16 . 1.440(4) ?
C10 C11 . 1.429(4) ?
C11 C12 . 1.402(4) ?
C12 C13 . 1.403(4) ?
C12 C17 . 1.435(4) ?
C13 C14 . 1.359(4) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.401(4) ?
C14 H14 . 0.9300 ?
C15 H15 . 0.9300 ?
C16 C17 . 1.340(5) ?
C16 H16 . 0.9300 ?
C17 H17 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O5 H51 O4 . 0.89 1.81 2.659(3) 157.9
O5 H52 O2 2_655 0.88 1.89 2.762(3) 169.1
C2 H2A Cg1 2_655 0.97 2.88 3.754(3) 151
