#------------------------------------------------------------------------------
#$Date: 2016-11-08 22:06:44 +0200 (Tue, 08 Nov 2016) $
#$Revision: 188233 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/07/7040795.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_7040795
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_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_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                 107.338(3)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   5.0794(5)
_cell_length_b                   8.6924(8)
_cell_length_c                   7.7046(8)
_cell_measurement_reflns_used    1365
_cell_measurement_temperature    230
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      4.70
_cell_volume                     324.72(6)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r16'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r16'
_computing_molecular_graphics    'CrystalStructure 4.2'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      230
_diffrn_detector_area_resol_mean 7.314
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2952
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.469
_diffrn_reflns_theta_min         4.690
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.341
_exptl_absorpt_correction_T_max  0.513
_exptl_absorpt_correction_T_min  0.412
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.185
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             214.00
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.007
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.48
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     56
_refine_ls_number_reflns         720
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0228
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0344P)²+0.0985P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0667
_refine_ls_wR_factor_ref         0.0676
_reflns_Friedel_coverage         0.000
_reflns_number_gt                668
_reflns_number_total             720
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c6dt03592b2.cif
_cod_data_source_block           160707f1
_cod_depositor_comments
'Adding full bibliography for 7040794--7040800.cif.'
_cod_database_code               7040795
_shelx_res_file
;

    shelxl.res created by SHELXL-2014/7

TITL 160707f1
CELL  0.71075 5.07940 8.69240 7.70460 90.00000 107.33800 90.00000
ZERR  2 0.00050 0.00080 0.00080 0.00000 0.00300 0.00000
LATT 1
SYMM .50-X, .50+Y, .50-Z
SFAC C H CU O
UNIT 8 12 2 12
L.S. 20
FMAP 2
PLAN 25
WPDB -2
HTAB
BOND $H
CONF
LIST 4
TEMP -100.0
ACTA
SIZE 0.200 0.200 0.200
WGHT    0.034400    0.098500
FVAR       1.31492
CU1   3    0.500000    0.500000    0.500000    10.50000    0.02289    0.01402 =
         0.02126    0.00231    0.01513    0.00217
O2    4    0.548446    0.662053    0.342466    11.00000    0.02652    0.01789 =
         0.02489    0.00314    0.01719    0.00294
O3    4    0.410665    0.896648    0.244204    11.00000    0.02674    0.02013 =
         0.02446    0.00721    0.01507    0.00429
O4    4    0.257860    0.646741    0.563281    11.00000    0.02769    0.01852 =
         0.02688    0.00495    0.02111    0.00429
C5    1    0.408326    0.782652    0.342568    11.00000    0.01662    0.01946 =
         0.01516   -0.00071    0.00593   -0.00169
C6    1    0.232483    0.789933    0.470420    11.00000    0.02523    0.01949 =
         0.02262    0.00597    0.01495    0.00513
AFIX  23
H6A   2    0.295885    0.874774    0.558752    11.00000   -1.20000
H6B   2    0.037356    0.808882    0.400859    11.00000   -1.20000
AFIX   0
H4    2    0.158528    0.632366    0.605403    11.00000    0.02456
HKLF 4

REM  160707f1
REM R1 =  0.0228 for     668 Fo > 4sig(Fo)  and  0.0243 for all     720 data
REM     56 parameters refined using      0 restraints

END

WGHT      0.0318      0.1228

REM Instructions for potential hydrogen bonds
EQIV $1 x-1/2, -y+3/2, z-1/2
HTAB C6 O4_$1
EQIV $2 x-1/2, -y+3/2, z+1/2
HTAB O4 O3_$2

REM Highest difference peak  0.422,  deepest hole -0.481,  1-sigma level  0.077
Q1    1   0.3224  0.7821  0.4054  11.00000  0.05    0.42
Q2    1   0.5379  0.6033  0.3774  11.00000  0.05    0.26
Q3    1   0.0602  0.6393  0.6666  11.00000  0.05    0.25
Q4    1   0.3716  0.9482  0.2358  11.00000  0.05    0.23
Q5    1   0.4616  0.7066  0.3399  11.00000  0.05    0.22
Q6    1   0.4969  0.3849  0.4996  11.00000  0.05    0.22
Q7    1   0.2429  0.5118  0.4491  11.00000  0.05    0.22
Q8    1   0.4625  0.5981  0.6209  11.00000  0.05    0.21
Q9    1   0.3570  0.6219  0.5088  11.00000  0.05    0.21
Q10   1   0.3664  0.4929  0.5564  11.00000  0.05    0.20
Q11   1   0.4298  0.8779  0.6042  11.00000  0.05    0.20
Q12   1   0.2116  0.6535  0.5862  11.00000  0.05    0.19
Q13   1   0.3603  0.5945  0.5501  11.00000  0.05    0.19
Q14   1  -0.0257  0.7680  0.2619  11.00000  0.05    0.18
Q15   1   0.7845  0.6498  0.4238  11.00000  0.05    0.18
Q16   1   0.3689  0.8498  0.2278  11.00000  0.05    0.18
Q17   1   0.5936  0.6550  0.3082  11.00000  0.05    0.18
Q18   1   0.2600  0.4806  0.7594  11.00000  0.05    0.18
Q19   1   0.4647  0.6783  0.6655  11.00000  0.05    0.17
Q20   1   0.5931  0.8826  0.7534  11.00000  0.05    0.17
Q21   1   0.1727  0.4946  0.5399  11.00000  0.05    0.17
Q22   1  -0.0022  0.6538  0.2807  11.00000  0.05    0.16
Q23   1   0.5895  0.7945  0.6634  11.00000  0.05    0.15
Q24   1   0.5945  0.7054  0.3543  11.00000  0.05    0.15
Q25   1   0.1360  0.7931  0.1126  11.00000  0.05    0.15
;
_shelx_res_checksum              38249
loop_
_space_group_symop_id
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cu1 Cu 0.5000 0.5000 0.5000 0.01753(17) Uani 1 2 d S . P
O2 O 0.5484(3) 0.66205(14) 0.34247(19) 0.0210(3) Uani 1 1 d . . .
O3 O 0.4107(3) 0.89665(15) 0.24420(19) 0.0222(3) Uani 1 1 d . . .
O4 O 0.2579(3) 0.64674(15) 0.5633(2) 0.0215(3) Uani 1 1 d . . .
C5 C 0.4083(4) 0.7827(2) 0.3426(2) 0.0168(4) Uani 1 1 d . . .
C6 C 0.2325(4) 0.7899(2) 0.4704(3) 0.0207(4) Uani 1 1 d . . .
H6A H 0.2959 0.8748 0.5588 0.025 Uiso 1 1 calc R U .
H6B H 0.0374 0.8089 0.4009 0.025 Uiso 1 1 calc R U .
H4 H 0.159(6) 0.632(3) 0.605(3) 0.025(7) Uiso 1 1 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_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0229(3) 0.0140(3) 0.0213(3) 0.00231(10) 0.01513(18) 0.00217(10)
O2 0.0265(8) 0.0179(7) 0.0249(8) 0.0031(5) 0.0172(6) 0.0029(5)
O3 0.0267(8) 0.0201(7) 0.0245(7) 0.0072(5) 0.0151(6) 0.0043(5)
O4 0.0277(9) 0.0185(7) 0.0269(8) 0.0049(5) 0.0211(7) 0.0043(6)
C5 0.0166(9) 0.0195(9) 0.0152(9) -0.0007(7) 0.0059(7) -0.0017(7)
C6 0.0252(11) 0.0195(9) 0.0226(10) 0.0060(7) 0.0150(8) 0.0051(8)
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
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Cu Cu 0.3201 1.2651
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(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
O2 Cu1 O2 180.0 3_666 .
O2 Cu1 O4 96.52(6) 3_666 .
O2 Cu1 O4 83.48(6) . .
O2 Cu1 O4 83.48(6) 3_666 3_666
O2 Cu1 O4 96.52(6) . 3_666
O4 Cu1 O4 180.00(7) . 3_666
C5 O2 Cu1 115.35(12) . .
C6 O4 Cu1 114.82(11) . .
C6 O4 H4 115(2) . .
Cu1 O4 H4 128(2) . .
O3 C5 O2 123.28(17) . .
O3 C5 C6 118.36(16) . .
O2 C5 C6 118.35(16) . .
O4 C6 C5 107.93(15) . .
O4 C6 H6A 110.1 . .
C5 C6 H6A 110.1 . .
O4 C6 H6B 110.1 . .
C5 C6 H6B 110.1 . .
H6A C6 H6B 108.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.9225(12) 3_666
Cu1 O2 1.9225(12) .
Cu1 O4 1.9326(13) .
Cu1 O4 1.9326(13) 3_666
O2 C5 1.267(2) .
O3 C5 1.250(2) .
O4 C6 1.422(2) .
O4 H4 0.69(2) .
C5 C6 1.515(3) .
C6 H6A 0.9900 .
C6 H6B 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_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O4 H4 O3 4_576 2.581(2) 0.69(3) 1.90(3) 174(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
Cu1 O2 C5 O3 -177.99(14)
Cu1 O2 C5 C6 3.0(2)
Cu1 O4 C6 C5 0.7(2)
O3 C5 C6 O4 178.49(16)
O2 C5 C6 O4 -2.4(2)
