#------------------------------------------------------------------------------
#$Date: 2016-11-08 21:06:44 +0100 (mar 08 de nov de 2016) $
#$Revision: 188233 $
#$URL: svn://www.crystallography.net/cod/cif/7/04/07/7040798.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_7040798
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
;
2016-09-29 deposited with the CCDC.
2016-10-03 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 106.933(7)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   5.101(3)
_cell_length_b                   8.673(5)
_cell_length_c                   7.747(5)
_cell_measurement_reflns_used    867
_cell_measurement_temperature    290
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      3.60
_cell_volume                     327.9(3)
_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 (Sheldrick, 2014)'
_diffrn_ambient_temperature      290
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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  0.0290
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2384
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_min         3.616
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.309
_exptl_absorpt_correction_T_max  0.516
_exptl_absorpt_correction_T_min  0.414
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku, ????)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.164
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             214.00
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.36
_refine_diff_density_min         -0.36
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     56
_refine_ls_number_reflns         754
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0281
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0326P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0665
_refine_ls_wR_factor_ref         0.0717
_reflns_Friedel_coverage         0.000
_reflns_number_gt                629
_reflns_number_total             752
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c6dt03592b2.cif
_cod_data_source_block           13110101
_cod_depositor_comments
'Adding full bibliography for 7040794--7040800.cif.'
_cod_database_code               7040798
_shelx_res_file
;

    shelxl.res created by SHELXL-2014/7

TITL 13110101
CELL  0.71075 5.10100 8.67300 7.74700 90.00000 106.93300 90.00000
ZERR  2 0.00300 0.00500 0.00500 0.00000 0.00700 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 0.300
WGHT    0.032600
FVAR       2.24923
CU1   3    0.500000    0.500000    0.500000    10.50000    0.03150    0.02024 =
         0.03167   -0.00317    0.02275   -0.00309
O2    4    0.452005    0.661064    0.657907    11.00000    0.03404    0.02395 =
         0.03524   -0.00352    0.02515   -0.00405
O3    4    0.910380    0.394992    0.742105    11.00000    0.03485    0.03110 =
         0.03538    0.01080    0.02242    0.00811
O4    4    0.741169    0.647622    0.437571    11.00000    0.03756    0.02608 =
         0.03589   -0.00648    0.02914   -0.00585
C5    1    0.592203    0.781129    0.659234    11.00000    0.02207    0.02664 =
         0.02155    0.00166    0.00976    0.00197
C6    1    0.768498    0.789345    0.532365    11.00000    0.03302    0.02870 =
         0.03225   -0.00724    0.02227   -0.00692
AFIX  23
H6A   2    0.708012    0.875769    0.446485    11.00000   -1.20000
H6B   2    0.962468    0.806622    0.601626    11.00000   -1.20000
AFIX   0
H4    2    0.832293    0.636641    0.390181    11.00000    0.04190
HKLF 4

REM  13110101
REM R1 =  0.0281 for     629 Fo > 4sig(Fo)  and  0.0378 for all     754 data
REM     56 parameters refined using      0 restraints

END

WGHT      0.0326      0.0000

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

REM Highest difference peak  0.365,  deepest hole -0.359,  1-sigma level  0.078
Q1    1   0.6568  0.7848  0.5922  11.00000  0.05    0.36
Q2    1   0.8989  0.3673  0.6516  11.00000  0.05    0.29
Q3    1   0.5150  0.7082  0.6578  11.00000  0.05    0.28
Q4    1   0.8075  0.4152  0.7492  11.00000  0.05    0.27
Q5    1   0.8876  0.6164  0.7212  11.00000  0.05    0.27
Q6    1   0.8843  0.8664  0.5406  11.00000  0.05    0.26
Q7    1   0.5052  0.6458  0.2992  11.00000  0.05    0.25
Q8    1   0.4342  0.6243  0.5750  11.00000  0.05    0.25
Q9    1   0.8175  0.4995  0.6658  11.00000  0.05    0.25
Q10   1   0.4250  0.7895  0.3363  11.00000  0.05    0.24
Q11   1   0.2504  0.6414  0.5762  11.00000  0.05    0.24
Q12   1   0.7871  0.6508  0.4164  11.00000  0.05    0.23
Q13   1   0.5845  0.8744  0.3736  11.00000  0.05    0.23
Q14   1   1.0415  0.7740  0.6953  11.00000  0.05    0.22
Q15   1   0.4052  0.6387  0.7104  11.00000  0.05    0.22
Q16   1   0.5334  0.6446  0.7307  11.00000  0.05    0.22
Q17   1   0.9670  0.6935  0.6338  11.00000  0.05    0.21
Q18   1   0.5327  0.8131  0.6322  11.00000  0.05    0.20
Q19   1   0.8141  0.6556  0.5144  11.00000  0.05    0.20
Q20   1   0.4741  0.4924  0.6167  11.00000  0.05    0.19
Q21   1   0.8978  0.5023  0.8809  11.00000  0.05    0.19
Q22   1   0.6638  0.7969  0.7221  11.00000  0.05    0.18
Q23   1   1.2160  0.7935  0.4875  11.00000  0.05    0.18
Q24   1   0.6363  0.6184  0.4565  11.00000  0.05    0.18
Q25   1   0.9092  0.6404  0.3344  11.00000  0.05    0.17
;
_shelx_res_checksum              16282
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 0.02493(18) Uani 1 2 d S . P
O2 O 0.4520(4) 0.6611(2) 0.6579(3) 0.0279(5) Uani 1 1 d . . .
O3 O 0.9104(4) 0.3950(2) 0.7421(3) 0.0312(5) Uani 1 1 d . . .
O4 O 0.7412(4) 0.6476(2) 0.4376(3) 0.0293(5) Uani 1 1 d . . .
C5 C 0.5922(5) 0.7811(3) 0.6592(3) 0.0227(6) Uani 1 1 d . . .
C6 C 0.7685(6) 0.7893(3) 0.5324(4) 0.0286(6) Uani 1 1 d . . .
H6A H 0.7080 0.8758 0.4465 0.034 Uiso 1 1 calc R U .
H6B H 0.9625 0.8066 0.6016 0.034 Uiso 1 1 calc R U .
H4 H 0.832(7) 0.637(4) 0.390(5) 0.042(11) 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 0.0315(3) 0.0202(3) 0.0317(3) -0.00317(19) 0.0228(2) -0.00309(19)
O2 0.0340(10) 0.0240(11) 0.0352(10) -0.0035(8) 0.0251(9) -0.0041(8)
O3 0.0348(11) 0.0311(12) 0.0354(11) 0.0108(9) 0.0224(9) 0.0081(9)
O4 0.0376(12) 0.0261(12) 0.0359(11) -0.0065(9) 0.0291(10) -0.0059(9)
C5 0.0221(13) 0.0266(16) 0.0216(12) 0.0017(11) 0.0098(10) 0.0020(11)
C6 0.0330(15) 0.0287(16) 0.0323(14) -0.0072(12) 0.0223(13) -0.0069(12)
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 180.00(11) 3_666 .
O2 Cu1 O4 96.55(9) 3_666 .
O2 Cu1 O4 83.45(9) . .
O2 Cu1 O4 83.45(9) 3_666 3_666
O2 Cu1 O4 96.55(9) . 3_666
O4 Cu1 O4 180.00(9) . 3_666
C5 O2 Cu1 115.39(17) . .
C6 O4 Cu1 114.74(16) . .
C6 O4 H4 115(3) . .
Cu1 O4 H4 129(3) . .
O3 C5 O2 123.3(2) 2_656 .
O3 C5 C6 118.2(2) 2_656 .
O2 C5 C6 118.4(2) . .
O4 C6 C5 107.9(2) . .
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 1.919(2) 3_666
Cu1 O2 1.919(2) .
Cu1 O4 1.932(2) .
Cu1 O4 1.932(2) 3_666
O2 C5 1.262(3) .
O3 C5 1.251(3) 2_646
O4 C6 1.418(3) .
O4 H4 0.68(3) .
C5 O3 1.251(3) 2_656
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 3_766 2.583(4) 0.68(4) 1.91(4) 180(4) 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_site_symmetry_1
_geom_torsion_site_symmetry_4
Cu1 O2 C5 O3 -178.2(2) . 2_656
Cu1 O2 C5 C6 3.1(3) . .
Cu1 O4 C6 C5 0.0(3) . .
O3 C5 C6 O4 179.2(2) 2_656 .
O2 C5 C6 O4 -2.0(3) . .
