#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/75/2017553.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_2017553
loop_
_publ_author_name
'Rivers, Joseph H.'
'Carroll, Kyler J.'
'Jones, Richard A.'
'Carpenter, Everett E.'
_publ_section_title
;
 A copper--polyol complex:
 [Na₂(C₂H₆O₂)₆][Cu(C₂H₄O₂)₂]
;
_journal_coeditor_code           FG3156
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m83
_journal_page_last               m85
_journal_paper_doi               10.1107/S0108270110006311
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Na2 (C2 H6 O2)6] [Cu (C2 H4 O2)2]'
_chemical_formula_moiety         '[C12 H36 Na2 O12]2+, [C4 H8 Cu O4]2-'
_chemical_formula_sum            'C16 H44 Cu Na2 O16'
_chemical_formula_weight         602.03
_chemical_melting_point          386
_chemical_name_common
;
hexakis(ethylene glycol)disodium bis(ethyleneglycolato)-copper(II)
;
_chemical_name_systematic
;
bis(μ-ethylene
glycol)-κ³O,O':O';κ³O:O,O'-
bis[(ethylene
glycol-κ²O,O')(ethylene glycol-κO)sodium]
bis(ethylene glycolato-κO,O')copper(II)
;
_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           SHELXL97
_cell_angle_alpha                99.152(4)
_cell_angle_beta                 101.983(4)
_cell_angle_gamma                113.910(4)
_cell_formula_units_Z            1
_cell_length_a                   8.7666(12)
_cell_length_b                   9.5089(13)
_cell_length_c                   9.7804(13)
_cell_measurement_reflns_used    5829
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      54.84
_cell_measurement_theta_min      6.76
_cell_volume                     701.61(17)
_computing_cell_refinement       'CrystalClear (Rigaku, 2008)'
_computing_data_collection       'CrystalClear (Rigaku, 2008)'
_computing_data_reduction        'CrystalClear (Rigaku, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'CIFTAB (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al.,  1999)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku AFC-12 with Saturn 724+CCD'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_sigmaI/netI    0.0399
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7103
_diffrn_reflns_theta_full        27.42
_diffrn_reflns_theta_max         27.42
_diffrn_reflns_theta_min         3.38
_exptl_absorpt_coefficient_mu    0.876
_exptl_absorpt_correction_T_max  0.9
_exptl_absorpt_correction_T_min  0.57312
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(ABSCOR; Higashi, 1995)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             319
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.395
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3177
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0342
_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)+(0.0230P)²+0.6667P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0773
_refine_ls_wR_factor_ref         0.0797
_reflns_number_gt                2863
_reflns_number_total             3177
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fg3156.cif
_cod_data_source_block           I
_cod_original_cell_volume        701.61(16)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2017553
_cod_database_fobs_code          2017553
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.0000 0.0000 0.5000 0.01124(10) Uani d S 1 . .
Na Na1 0.23160(9) 0.10932(9) 0.03314(8) 0.01381(16) Uani d . 1 . .
O O1 -0.02964(17) -0.16279(15) 0.60199(14) 0.0148(3) Uani d . 1 . .
O O2 -0.02654(18) -0.15463(16) 0.33218(14) 0.0156(3) Uani d . 1 . .
O O3 0.03541(17) -0.12615(16) 0.08085(15) 0.0143(3) Uani d . 1 . .
H H3 0.027(4) -0.127(3) 0.153(3) 0.038(9) Uiso d . 1 . .
O O4 0.18312(18) -0.12527(16) -0.14889(15) 0.0141(3) Uani d . 1 . .
H H4 0.135(4) -0.130(3) -0.223(3) 0.029(7) Uiso d . 1 . .
O O5 0.50462(19) 0.12573(18) 0.16616(16) 0.0198(3) Uani d . 1 . .
H H5 0.579(4) 0.115(3) 0.146(3) 0.033(8) Uiso d . 1 . .
O O6 0.29490(19) 0.23625(18) 0.28251(15) 0.0186(3) Uani d . 1 . .
H H6 0.219(4) 0.210(3) 0.313(3) 0.031(8) Uiso d . 1 . .
O O7 0.32505(19) 0.26319(17) -0.13052(16) 0.0184(3) Uani d . 1 . .
H H7 0.239(4) 0.233(3) -0.199(3) 0.039(8) Uiso d . 1 . .
O O8 0.6992(3) 0.4700(2) -0.0151(3) 0.0431(6) Uani d PD 0.911(4) A 1
H H8 0.678(4) 0.526(4) 0.019(4) 0.040(10) Uiso d P 0.911(4) B 1
O O8B 0.531(3) 0.450(3) -0.296(2) 0.044(5) Uiso d PD 0.089(4) A 2
C C1 -0.0800(3) -0.3121(2) 0.5009(2) 0.0179(4) Uani d . 1 . .
H H1A -0.2091 -0.3711 0.4615 0.021 Uiso calc R 1 . .
H H1B -0.0381 -0.3784 0.5507 0.021 Uiso calc R 1 . .
C C2 -0.0010(3) -0.2803(2) 0.3782(2) 0.0179(4) Uani d . 1 . .
H H2A 0.1257 -0.2494 0.4120 0.022 Uiso calc R 1 . .
H H2B -0.0578 -0.3782 0.2961 0.022 Uiso calc R 1 . .
C C3 0.1027(2) -0.2374(2) 0.0444(2) 0.0142(4) Uani d . 1 . .
H H3A 0.0375 -0.3378 0.0686 0.017 Uiso calc R 1 . .
H H3B 0.2277 -0.1916 0.1007 0.017 Uiso calc R 1 . .
C C4 0.0827(2) -0.2712(2) -0.1154(2) 0.0155(4) Uani d . 1 . .
H H4A 0.1241 -0.3509 -0.1432 0.019 Uiso calc R 1 . .
H H4B -0.0423 -0.3158 -0.1714 0.019 Uiso calc R 1 . .
C C5 0.5744(3) 0.2480(3) 0.2984(2) 0.0337(6) Uani d . 1 . .
H H5A 0.6151 0.3539 0.2784 0.040 Uiso calc R 1 . .
H H5B 0.6756 0.2445 0.3623 0.040 Uiso calc R 1 . .
C C6 0.4348(3) 0.2236(4) 0.3726(2) 0.0367(6) Uani d . 1 . .
H H6A 0.3922 0.1168 0.3908 0.044 Uiso calc R 1 . .
H H6B 0.4836 0.3054 0.4672 0.044 Uiso calc R 1 . .
C C7 0.4533(3) 0.2471(3) -0.1933(2) 0.0228(4) Uani d . 1 A .
H H7A 0.3994 0.1976 -0.2993 0.027 Uiso calc R 1 . .
H H7B 0.4938 0.1758 -0.1510 0.027 Uiso calc R 1 . .
C C8 0.6074(3) 0.4068(3) -0.1660(3) 0.0315(5) Uani d D 1 . .
H H8A 0.6854 0.3940 -0.2217 0.038 Uiso d PR 0.911(4) A 1
H H8B 0.5654 0.4807 -0.2011 0.038 Uiso d PR 0.911(4) A 1
H H8C 0.6293 0.4825 -0.0736 0.038 Uiso d PR 0.089(4) A 2
H H8D 0.7153 0.3976 -0.1688 0.038 Uiso d PR 0.089(4) A 2
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 '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
O2 Cu1 O2 . 2_556 180.0 ?
O2 Cu1 O1 . . 87.11(5) ?
O2 Cu1 O1 2_556 . 92.89(5) ?
O1 Cu1 O1 . 2_556 180.0 ?
O6 Na1 O7 . . 120.74(6) ?
O6 Na1 O3 . . 85.75(6) ?
O7 Na1 O3 . . 151.04(6) ?
O6 Na1 O5 . . 71.56(5) ?
O7 Na1 O5 . . 100.58(6) ?
O3 Na1 O5 . . 98.93(6) ?
O6 Na1 O4 . . 147.89(6) ?
O7 Na1 O4 . . 87.66(5) ?
O3 Na1 O4 . . 71.16(5) ?
O5 Na1 O4 . . 89.86(5) ?
O6 Na1 O3 . 2 102.35(5) ?
O7 Na1 O3 . 2 78.69(5) ?
O3 Na1 O3 . 2 84.59(5) ?
O5 Na1 O3 . 2 172.59(6) ?
O4 Na1 O3 . 2 97.47(5) ?
C1 O1 Cu1 . . 109.42(11) ?
C2 O2 Cu1 . . 108.70(10) ?
C3 O3 Na1 . . 102.62(10) ?
C3 O3 Na1 . 2 133.07(11) ?
Na1 O3 Na1 . 2 95.41(5) ?
C3 O3 H3 . . 106(2) ?
Na1 O3 H3 . . 122(2) ?
Na1 O3 H3 2 . 100(2) ?
C4 O4 Na1 . . 111.25(10) ?
C4 O4 H4 . . 107(2) ?
Na1 O4 H4 . . 112(2) ?
C5 O5 Na1 . . 108.46(12) ?
C5 O5 H5 . . 109(2) ?
Na1 O5 H5 . . 135(2) ?
C6 O6 Na1 . . 112.10(12) ?
C6 O6 H6 . . 109(2) ?
Na1 O6 H6 . . 116(2) ?
C7 O7 Na1 . . 118.73(12) ?
C7 O7 H7 . . 105(2) ?
Na1 O7 H7 . . 106(2) ?
C8 O8 H8 . . 113(3) ?
O1 C1 C2 . . 109.13(16) ?
O1 C1 H1A . . 109.9 ?
C2 C1 H1A . . 109.9 ?
O1 C1 H1B . . 109.9 ?
C2 C1 H1B . . 109.9 ?
H1A C1 H1B . . 108.3 ?
O2 C2 C1 . . 108.82(15) ?
O2 C2 H2A . . 109.9 ?
C1 C2 H2A . . 109.9 ?
O2 C2 H2B . . 109.9 ?
C1 C2 H2B . . 109.9 ?
H2A C2 H2B . . 108.3 ?
O3 C3 C4 . . 108.68(15) ?
O3 C3 H3A . . 110.0 ?
C4 C3 H3A . . 110.0 ?
O3 C3 H3B . . 110.0 ?
C4 C3 H3B . . 110.0 ?
H3A C3 H3B . . 108.3 ?
O4 C4 C3 . . 109.59(15) ?
O4 C4 H4A . . 109.8 ?
C3 C4 H4A . . 109.8 ?
O4 C4 H4B . . 109.8 ?
C3 C4 H4B . . 109.8 ?
H4A C4 H4B . . 108.2 ?
O5 C5 C6 . . 109.26(19) ?
O5 C5 H5A . . 109.8 ?
C6 C5 H5A . . 109.8 ?
O5 C5 H5B . . 109.8 ?
C6 C5 H5B . . 109.8 ?
H5A C5 H5B . . 108.3 ?
O6 C6 C5 . . 108.96(19) ?
O6 C6 H6A . . 109.9 ?
C5 C6 H6A . . 109.9 ?
O6 C6 H6B . . 109.9 ?
C5 C6 H6B . . 109.9 ?
H6A C6 H6B . . 108.3 ?
O7 C7 C8 . . 111.16(18) ?
O7 C7 H7A . . 109.4 ?
C8 C7 H7A . . 109.4 ?
O7 C7 H7B . . 109.4 ?
C8 C7 H7B . . 109.4 ?
H7A C7 H7B . . 108.0 ?
O8 C8 C7 . . 109.9(2) ?
C7 C8 O8B . . 96.4(9) ?
O8 C8 H8A . . 110.5 ?
C7 C8 H8A . . 109.2 ?
O8 C8 H8B . . 110.0 ?
C7 C8 H8B . . 109.2 ?
H8A C8 H8B . . 107.9 ?
C7 C8 H8C . . 112.5 ?
O8B C8 H8C . . 111.9 ?
C7 C8 H8D . . 112.4 ?
O8B C8 H8D . . 113.1 ?
H8C C8 H8D . . 110.0 ?
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 . 1.9252(13) ?
Cu1 O2 2_556 1.9252(13) ?
Cu1 O1 . 1.9317(13) ?
Cu1 O1 2_556 1.9317(13) ?
Na1 O6 . 2.3816(16) y
Na1 O7 . 2.3858(16) y
Na1 O3 . 2.3945(16) y
Na1 O5 . 2.4052(16) y
Na1 O4 . 2.4453(15) y
Na1 O3 2 2.4545(15) y
O1 C1 . 1.433(2) ?
O2 C2 . 1.424(2) ?
O3 C3 . 1.438(2) ?
O3 Na1 2 2.4545(15) ?
O3 H3 . 0.72(3) ?
O4 C4 . 1.442(2) ?
O4 H4 . 0.74(3) ?
O5 C5 . 1.419(3) ?
O5 H5 . 0.75(3) ?
O6 C6 . 1.414(3) ?
O6 H6 . 0.75(3) ?
O7 C7 . 1.436(2) ?
O7 H7 . 0.81(3) ?
O8 C8 . 1.421(3) ?
O8 H8 . 0.69(3) ?
O8B C8 . 1.507(15) ?
C1 C2 . 1.518(3) ?
C1 H1A . 0.9900 ?
C1 H1B . 0.9900 ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 C4 . 1.503(3) ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 H4A . 0.9900 ?
C4 H4B . 0.9900 ?
C5 C6 . 1.507(3) ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 C8 . 1.504(3) ?
C7 H7A . 0.9900 ?
C7 H7B . 0.9900 ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C8 H8C . 0.9900 ?
C8 H8D . 0.9900 ?
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
O6 H6 O1 2_556 0.75(3) 1.93(3) 2.683(2) 175(3)
O4 H4 O1 1_554 0.74(3) 1.89(3) 2.6153(19) 168(3)
O5 H5 O4 2_655 0.75(3) 2.05(3) 2.779(2) 164(3)
O7 H7 O2 2 0.81(3) 1.81(3) 2.612(2) 171(3)
O3 H3 O2 . 0.72(3) 1.94(3) 2.6566(19) 172(3)
O8 H8 O7 2_665 0.69(3) 2.14(3) 2.815(3) 167(4)
