#------------------------------------------------------------------------------
#$Date: 2016-11-08 21:06:44 +0100 (mar 08 de nov de 2016) $
#$Revision: 188233 $
#$URL: svn://www.crystallography.net/cod/cif/7/04/07/7040799.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_7040799
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                 106.730(15)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   5.110(6)
_cell_length_b                   8.6803(10)
_cell_length_c                   7.748(9)
_cell_measurement_reflns_used    920
_cell_measurement_temperature    290
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.60
_cell_volume                     329.1(5)
_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 0.997
_diffrn_measured_fraction_theta_max 0.993
_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  0.0304
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2361
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_min         3.612
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.297
_exptl_absorpt_correction_T_max  0.719
_exptl_absorpt_correction_T_min  0.467
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku, ????)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.156
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             214.00
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.32
_refine_diff_density_min         -0.43
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     56
_refine_ls_number_reflns         750
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0264
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0329P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0612
_refine_ls_wR_factor_ref         0.0654
_reflns_Friedel_coverage         0.000
_reflns_number_gt                601
_reflns_number_total             750
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c6dt03592b2.cif
_cod_data_source_block           13110501
_cod_depositor_comments
'Adding full bibliography for 7040794--7040800.cif.'
_cod_database_code               7040799
_shelx_res_file
;

    shelxl.res created by SHELXL-2014/7

TITL 13110501
CELL  0.71075 5.11000 8.68030 7.74800 90.00000 106.73000 90.00000
ZERR  2 0.00600 0.00100 0.00900 0.00000 0.01500 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 0.100 0.100 0.500
WGHT    0.032900
FVAR       3.05457
CU1   3    0.500000    0.500000    0.500000    10.50000    0.03177    0.01970 =
         0.03113    0.00337    0.02399    0.00332
O2    4    0.547624    0.660898    0.342163    11.00000    0.03579    0.02312 =
         0.03429    0.00375    0.02660    0.00375
O3    4    0.258082    0.647900    0.562037    11.00000    0.03747    0.02553 =
         0.03687    0.00622    0.03136    0.00607
O4    4    0.409336    0.895237    0.242100    11.00000    0.03566    0.02899 =
         0.03406    0.01185    0.02327    0.00778
C5    1    0.407404    0.781916    0.341088    11.00000    0.02269    0.02649 =
         0.02073   -0.00060    0.01193   -0.00068
C6    1    0.231157    0.790110    0.467359    11.00000    0.03358    0.02761 =
         0.03230    0.00802    0.02327    0.00746
AFIX  23
H6A   2    0.291119    0.876363    0.553271    11.00000   -1.20000
H6B   2    0.037929    0.807430    0.398192    11.00000   -1.20000
AFIX   0
H3    2    0.164880    0.641437    0.608778    11.00000    0.03527
HKLF 4

REM  13110501
REM R1 =  0.0264 for     601 Fo > 4sig(Fo)  and  0.0367 for all     750 data
REM     56 parameters refined using      0 restraints

END

WGHT      0.0329      0.0000

REM Instructions for potential hydrogen bonds
EQIV $1 x-1/2, -y+3/2, z-1/2
HTAB C6 O3_$1
EQIV $2 x-1/2, -y+3/2, z+1/2
HTAB O3 O4_$2

REM Highest difference peak  0.320,  deepest hole -0.426,  1-sigma level  0.086
Q1    1   0.1212  0.8619  0.4704  11.00000  0.05    0.32
Q2    1   0.3312  0.7898  0.4001  11.00000  0.05    0.32
Q3    1   0.7391  0.6465  0.4249  11.00000  0.05    0.31
Q4    1   0.5796  0.8901  0.7421  11.00000  0.05    0.28
Q5    1   0.4707  0.6693  0.6508  11.00000  0.05    0.27
Q6    1   0.5552  0.6479  0.2889  11.00000  0.05    0.23
Q7    1   0.4447  0.9971  0.3963  11.00000  0.05    0.23
Q8    1   0.3582  0.8463  0.1426  11.00000  0.05    0.23
Q9    1   0.3318  0.9371  0.2433  11.00000  0.05    0.23
Q10   1   0.5348  0.6409  0.4130  11.00000  0.05    0.23
Q11   1   0.4935  0.9073  0.3124  11.00000  0.05    0.23
Q12   1  -0.2177  0.7861  0.5288  11.00000  0.05    0.23
Q13   1   0.4005  0.8337  0.2556  11.00000  0.05    0.23
Q14   1   0.4883  1.0152  0.5673  11.00000  0.05    0.22
Q15   1   0.0510  0.9652  0.5967  11.00000  0.05    0.22
Q16   1   0.4159  1.0389  0.5282  11.00000  0.05    0.22
Q17   1   0.4673  0.7097  0.3137  11.00000  0.05    0.21
Q18   1   0.0781  0.6246  0.6573  11.00000  0.05    0.21
Q19   1  -0.0354  0.9273  0.4334  11.00000  0.05    0.20
Q20   1   0.0351  0.9489  0.3410  11.00000  0.05    0.20
Q21   1   0.2441  0.6536  0.6061  11.00000  0.05    0.19
Q22   1   0.4543  0.8956  0.6019  11.00000  0.05    0.19
Q23   1   0.5993  0.7840  0.6626  11.00000  0.05    0.18
Q24   1   0.5147  1.0031  0.3395  11.00000  0.05    0.18
Q25   1   0.0413  0.7369  0.3759  11.00000  0.05    0.17
;
_shelx_res_checksum              25125
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 0.02441(17) Uani 1 2 d S . P
O2 O 0.5476(4) 0.6609(2) 0.3422(2) 0.0276(4) Uani 1 1 d . . .
O3 O 0.2581(4) 0.6479(2) 0.5620(3) 0.0290(5) Uani 1 1 d . . .
O4 O 0.4093(4) 0.8952(2) 0.2421(2) 0.0301(5) Uani 1 1 d . . .
C5 C 0.4074(5) 0.7819(3) 0.3411(3) 0.0221(5) Uani 1 1 d . . .
C6 C 0.2312(6) 0.7901(3) 0.4674(3) 0.0283(6) Uani 1 1 d . . .
H6A H 0.2911 0.8764 0.5533 0.034 Uiso 1 1 calc R U .
H6B H 0.0379 0.8074 0.3982 0.034 Uiso 1 1 calc R U .
H3 H 0.165(6) 0.641(4) 0.609(4) 0.035(10) 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 0.0318(3) 0.0197(3) 0.0311(3) 0.00337(18) 0.0240(2) 0.00332(18)
O2 0.0358(10) 0.0231(10) 0.0343(10) 0.0038(8) 0.0266(9) 0.0038(8)
O3 0.0375(11) 0.0255(10) 0.0369(12) 0.0062(8) 0.0314(10) 0.0061(9)
O4 0.0357(11) 0.0290(11) 0.0341(11) 0.0119(8) 0.0233(8) 0.0078(8)
C5 0.0227(12) 0.0265(14) 0.0207(12) -0.0006(10) 0.0119(10) -0.0007(10)
C6 0.0336(14) 0.0276(14) 0.0323(15) 0.0080(11) 0.0233(12) 0.0075(11)
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 O3 96.74(9) . 3_666
O2 Cu1 O3 83.26(9) 3_666 3_666
O2 Cu1 O3 83.26(9) . .
O2 Cu1 O3 96.74(9) 3_666 .
O3 Cu1 O3 180.0 3_666 .
C5 O2 Cu1 115.57(16) . .
C6 O3 Cu1 114.92(16) . .
C6 O3 H3 112(3) . .
Cu1 O3 H3 132(3) . .
O4 C5 O2 123.4(2) . .
O4 C5 C6 118.2(2) . .
O2 C5 C6 118.4(2) . .
O3 C6 C5 107.8(2) . .
O3 C6 H6A 110.1 . .
C5 C6 H6A 110.1 . .
O3 C6 H6B 110.1 . .
C5 C6 H6B 110.1 . .
H6A C6 H6B 108.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.917(2) .
Cu1 O2 1.918(2) 3_666
Cu1 O3 1.936(2) 3_666
Cu1 O3 1.936(2) .
O2 C5 1.270(3) .
O3 C6 1.422(3) .
O3 H3 0.68(3) .
O4 C5 1.249(3) .
C5 C6 1.510(4) .
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
O3 H3 O4 4_576 2.587(4) 0.68(4) 1.91(4) 175(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
Cu1 O2 C5 O4 -177.91(19)
Cu1 O2 C5 C6 2.7(3)
Cu1 O3 C6 C5 0.1(3)
O4 C5 C6 O3 178.8(2)
O2 C5 C6 O3 -1.8(3)
