#------------------------------------------------------------------------------
#$Date: 2016-11-08 21:06:44 +0100 (mar 08 de nov de 2016) $
#$Revision: 188233 $
#$URL: svn://www.crystallography.net/cod/cif/7/04/07/7040796.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_7040796
loop_
_publ_author_name
'Yoneyama, Shota'
'Kodama, Takeshi'
'Kikuchi, Koichi'
'Fujisawa, Takumi'
'Yamaguchi, Akira'
'Sumiyama, Akihiko'
'Shuku, Yoshiaki'
'Aoyagi, Shinobu'
'Fujita, Wataru'
_publ_section_title
;
 Deuterium substitution effects on the structural and magnetic phase
 transitions of a hydrogen-bonded coordination polymer,
 bis(glycolato)copper(ii).
;
_journal_issue                   42
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16774
_journal_page_last               16778
_journal_paper_doi               10.1039/c6dt03592b
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C4 H6 Cu O6'
_chemical_formula_sum            'C4 H6 Cu O6'
_chemical_formula_weight         213.63
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2016-07-14 deposited with the CCDC.
2016-10-03 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 101.169(7)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   5.201(4)
_cell_length_b                   7.356(5)
_cell_length_c                   8.839(6)
_cell_measurement_reflns_used    823
_cell_measurement_temperature    290
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.60
_cell_volume                     331.8(4)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r4'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r4'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      290
_diffrn_detector_area_resol_mean 14.706
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2376
_diffrn_reflns_theta_full        27.45
_diffrn_reflns_theta_max         27.45
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.270
_exptl_absorpt_correction_T_max  0.520
_exptl_absorpt_correction_T_min  0.388
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.138
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             214.00
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.470
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     64
_refine_ls_number_reflns         739
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0268
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0392P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0694
_reflns_number_gt                603
_reflns_number_total             739
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c6dt03592b2.cif
_cod_data_source_block           13120501
_cod_depositor_comments
'Adding full bibliography for 7040794--7040800.cif.'
_cod_database_code               7040796
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+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
Cu1 Cu 0.0000 0.0000 0.0000 0.02239(18) Uani 1.0 2 d
O2 O -0.0579(4) -0.1445(3) 0.1720(2) 0.0250(5) Uani 1.0 4 d
O3 O 0.2359(4) -0.2000(3) -0.0274(2) 0.0252(5) Uani 1.0 4 d
O4 O 0.1249(4) -0.3579(3) 0.3338(2) 0.0307(5) Uani 1.0 4 d
C5 C 0.1102(5) -0.2670(4) 0.2129(3) 0.0226(6) Uani 1.0 4 d
C6 C 0.3042(7) -0.3060(5) 0.1092(4) 0.0312(7) Uani 1.0 4 d
H7 H 0.378(6) -0.183(5) -0.071(4) 0.046(10) Uiso 1.0 4 d
H8 H 0.302(7) -0.446(5) 0.086(5) 0.041(10) Uiso 1.0 4 d
H9 H 0.458(8) -0.266(6) 0.162(5) 0.053(12) Uiso 1.0 4 d
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 0.0234(3) 0.0274(3) 0.0194(3) 0.00415(18) 0.0118(2) 0.00446(18)
O2 0.0240(10) 0.0310(11) 0.0229(10) 0.0047(8) 0.0119(8) 0.0052(8)
O3 0.0262(10) 0.0333(11) 0.0201(10) 0.0065(8) 0.0141(8) 0.0056(8)
O4 0.0285(11) 0.0424(13) 0.0249(11) 0.0085(9) 0.0142(9) 0.0118(9)
C5 0.0197(13) 0.0310(14) 0.0189(14) -0.0031(11) 0.0085(11) 0.0000(11)
C6 0.0324(17) 0.0389(18) 0.0271(16) 0.0113(14) 0.0174(14) 0.0118(13)
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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Cu Cu 0.3201 1.2651
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, 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_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 Cu1 O2 180.00(11) yes . 3_555
O2 Cu1 O3 83.13(9) yes . .
O2 Cu1 O3 96.87(9) yes . 3_555
O2 Cu1 O3 96.87(9) yes 3_555 .
O2 Cu1 O3 83.13(9) yes 3_555 3_555
O3 Cu1 O3 180.00(11) yes . 3_555
Cu1 O2 C5 114.54(18) yes . .
Cu1 O3 C6 111.45(18) yes . .
O2 C5 O4 123.5(3) yes . .
O2 C5 C6 118.0(3) yes . .
O4 C5 C6 118.5(3) yes . .
O3 C6 C5 108.9(3) yes . .
Cu1 O3 H7 122(3) no . .
C6 O3 H7 110(2) no . .
O3 C6 H8 112(2) no . .
O3 C6 H9 108(3) no . .
C5 C6 H8 109(3) no . .
C5 C6 H9 105(3) no . .
H8 C6 H9 113(3) no . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_2
Cu1 O2 1.926(2) yes .
Cu1 O2 1.926(2) yes 3_555
Cu1 O3 1.961(2) yes .
Cu1 O3 1.961(2) yes 3_555
O2 C5 1.258(3) yes .
O3 C6 1.423(4) yes .
O4 C5 1.251(4) yes .
C5 C6 1.516(5) yes .
O3 H7 0.91(4) no .
C6 H8 1.05(4) no .
C6 H9 0.89(4) no .
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_2
Cu1 C5 2.703(3) no 3_555
Cu1 C6 2.812(4) no 3_555
O3 O4 3.548(4) no .
Cu1 O4 2.439(2) no 2_555
Cu1 O4 2.439(2) no 4_444
Cu1 C5 3.391(3) no 2_555
Cu1 C5 3.391(3) no 4_444
O2 O3 3.259(4) no 4_445
O2 O4 3.093(4) no 2_555
O2 O4 3.123(3) no 4_444
O2 C6 3.466(5) no 1_455
O2 C6 3.270(4) no 2_555
O3 O2 3.259(4) no 4_544
O3 O4 3.050(4) no 2_555
O3 O4 3.206(4) no 4_444
O3 O4 2.597(3) no 4_544
O3 C5 3.295(4) no 4_544
O3 C6 3.545(4) no 4_444
O4 Cu1 2.439(2) no 2_545
O4 O2 3.093(4) no 2_545
O4 O2 3.123(3) no 4_545
O4 O3 3.050(4) no 2_545
O4 O3 2.597(3) no 4_445
O4 O3 3.206(4) no 4_545
O4 C5 3.368(4) no 2_545
O4 C6 3.344(5) no 2_545
O4 C6 3.426(5) no 4_445
C5 Cu1 3.391(3) no 2_545
C5 O3 3.295(4) no 4_445
C5 O4 3.368(4) no 2_555
C6 O2 3.466(5) no 1_655
C6 O2 3.270(4) no 2_545
C6 O3 3.545(4) no 4_545
C6 O4 3.344(5) no 2_555
C6 O4 3.426(5) no 4_544
Cu1 H7 2.56(4) no 3_555
Cu1 H9 3.20(4) no .
Cu1 H9 3.20(4) no 3_555
O2 H7 3.43(4) no .
O2 H7 2.96(4) no 3_555
O2 H8 3.09(4) no .
O2 H9 2.84(4) no .
O4 H8 2.62(4) no .
O4 H9 2.60(4) no .
C5 H7 3.16(4) no .
H7 H8 2.46(5) no .
H7 H9 2.11(5) no .
Cu1 H7 3.44(4) no 1_455
Cu1 H7 3.44(4) no 3_655
Cu1 H9 3.42(4) no 2_555
Cu1 H9 3.42(4) no 4_444
O2 H7 3.29(3) no 1_455
O2 H7 2.68(4) no 4_445
O2 H8 2.72(4) no 2_555
O2 H9 2.66(4) no 1_455
O2 H9 3.14(4) no 2_555
O3 H7 3.47(4) no 3_655
O3 H9 2.86(4) no 4_444
O4 H7 3.18(4) no 2_545
O4 H7 1.69(4) no 4_445
O4 H8 3.12(4) no 2_555
O4 H9 3.57(4) no 1_455
O4 H9 3.04(4) no 2_545
O4 H9 3.31(4) no 4_445
C5 H7 2.48(4) no 4_445
C5 H8 2.94(4) no 2_555
C5 H9 3.34(4) no 1_455
C6 H8 3.44(4) no 3_645
H7 Cu1 3.44(4) no 1_655
H7 O2 3.29(3) no 1_655
H7 O2 2.68(4) no 4_544
H7 O3 3.47(4) no 3_655
H7 O4 3.18(4) no 2_555
H7 O4 1.69(4) no 4_544
H7 C5 2.48(4) no 4_544
H7 H7 3.13(5) no 3_655
H7 H8 3.21(5) no 3_645
H7 H9 3.54(6) no 3_655
H7 H9 2.92(5) no 4_444
H8 O2 2.72(4) no 2_545
H8 O4 3.12(4) no 2_545
H8 C5 2.94(4) no 2_545
H8 C6 3.44(4) no 3_645
H8 H7 3.21(5) no 3_645
H8 H8 3.31(5) no 3_545
H8 H8 2.89(6) no 3_645
H8 H9 3.44(6) no 3_645
H9 Cu1 3.42(4) no 2_545
H9 O2 2.66(4) no 1_655
H9 O2 3.14(4) no 2_545
H9 O3 2.86(4) no 4_545
H9 O4 3.57(4) no 1_655
H9 O4 3.04(4) no 2_555
H9 O4 3.31(4) no 4_544
H9 C5 3.34(4) no 1_655
H9 H7 3.54(6) no 3_655
H9 H7 2.92(5) no 4_545
H9 H8 3.44(6) no 3_645
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_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H7 O4 4_544 2.597(3) 0.909 1.69(4) 175(3) no
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O2 Cu1 O3 C6 -18.40(11) no . . .
O3 Cu1 O2 C5 15.87(12) no . . .
O2 Cu1 O3 C6 -161.60(11) no . 3_555 3_555
O3 Cu1 O2 C5 -164.13(12) no 3_555 . .
O2 Cu1 O3 C6 161.60(11) no 3_555 . .
O3 Cu1 O2 C5 164.13(12) no . 3_555 3_555
O2 Cu1 O3 C6 18.40(11) no 3_555 3_555 3_555
O3 Cu1 O2 C5 -15.87(12) no 3_555 3_555 3_555
Cu1 O2 C5 O4 170.28(17) no . . .
Cu1 O2 C5 C6 -9.9(3) no . . .
Cu1 O3 C6 C5 17.4(3) no . . .
O2 C5 C6 O3 -5.3(4) no . . .
O4 C5 C6 O3 174.5(2) no . . .
