##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_global
_audit_creation_method
;
APEX3 v2019.11-0
;
_journal_date_recd_electronic     2023-01-18
_journal_date_accepted     2023-03-13
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2023
_journal_volume     79
_journal_issue      4
_journal_page_first     0
_journal_page_last     0
_journal_paper_category     GM
_journal_paper_doi     10.1107/S2056989023002487
_journal_coeditor_code     EX2068
_publ_contact_author_name     'Takashiro Akitsu'
_publ_contact_author_address
;
Department of Chemistry
Faculty of Science
Tokyo University of Science
1-3 Kagurazaka
Shinjuku-ku
Tokyo 162-8601
Japan
;
_publ_contact_author_email     'akitsu2@rs.tus.ac.jp'
_publ_contact_author_fax     '(81) 3 5261 4631'
_publ_contact_author_phone     '(81) 3 5228 8271'
_publ_section_title
;\
Crystal structure and Hirshfeld surface analysis of
mono/bis(aqua-κO)[N-(2-oxidobenzylidene)valinato-\
κ³O,N,O']copper(II): dimeric Schiff base copper(II)
complexes having different numbers of coordinated water molecules
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Akiyama, Yukihito' .
;
Department of Chemistry
Faculty of Science
Tokyo University of Science
1-3 Kagurazaka
Shinjuku-ku
Tokyo 162-8601
Japan
;
    'Suzuki, Soma' .
;
Department of Chemistry
Faculty of Science
Tokyo University of Science
1-3 Kagurazaka
Shinjuku-ku
Tokyo 162-8601
Japan
;
    'Suda, Shintaro' .
;
Department of Chemistry
Faculty of Science
Tokyo University of Science
1-3 Kagurazaka
Shinjuku-ku
Tokyo 162-8601
Japan
;
    'Takiguchi, Yuji' .
;
Department of Chemistry
Faculty of Science
Tokyo University of Science
1-3 Kagurazaka
Shinjuku-ku
Tokyo 162-8601
Japan
;
    'Nakane, Daisuke' .
;
Department of Chemistry
Faculty of Science
Tokyo University of Science
1-3 Kagurazaka
Shinjuku-ku
Tokyo 162-8601
Japan
;
    'Akitsu, Takashiro' .
;
Department of Chemistry
Faculty of Science
Tokyo University of Science
1-3 Kagurazaka
Shinjuku-ku
Tokyo 162-8601
Japan
;
_publ_section_synopsis
;
The molecular structure of the title compound,
[Cu(C₁₂H₁₃N₂O₃)(H₂O)₂]\\cdot[Cu(C₁₂H₁₃N₂O₃)(H₂O)],
consists of two different molecules in the asymmetric unit. Both of the
structures consist of a tridentate ligand synthesized from L-valine and
salicylaldehyde, and one water molecule or two water molecules coordinating to
CuII.
;
data_I
_chemical_name_systematic
;\
Bis(aqua-κO)[N-(2-oxidobenzylidene)valinato-\
κ³O,N,O']copper(II)--\
(aqua-κO)[N-(2-oxidobenzylidene)valinato-\
κ³O,N,O']copper(II)
;
_chemical_name_common     ?
_chemical_formula_moiety     'C12 H17 Cu1 N2 O5, C12 H15 Cu1 N2 O4'
_chemical_formula_sum     'C24 H32 Cu2 N4 O9'
_chemical_formula_iupac
                   '[Cu (C12 H13 N2 O3) (H2 O1)2], [Cu (C12 H13 N2 O3) (H2 O1)]'
_chemical_formula_weight     619.59
_chemical_melting_point     ?
_chemical_absolute_configuration     syn
_space_group_crystal_system     orthorhombic
_space_group_name_H-M_alt     'P 21 21 21'
_space_group_name_Hall     'P 2ac 2ab'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    '-x, y+1/2, -z+1/2'
    'x+1/2, -y+1/2, -z'
_cell_length_a     5.2966(3)
_cell_length_b     15.8698(10)
_cell_length_c     29.5216(16)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     90
_cell_volume     2481.5(2)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     9895
_cell_measurement_theta_min     2.4266
_cell_measurement_theta_max     31.0880
_cell_measurement_temperature     173.(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     green
_exptl_crystal_size_max     0.300
_exptl_crystal_size_mid     0.300
_exptl_crystal_size_min     0.200
_exptl_crystal_density_diffrn     1.658
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1280
_exptl_absorpt_coefficient_mu     1.771
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_absorpt_correction_T_min     0.46
_exptl_absorpt_correction_T_max     0.72
_exptl_special_details
;
;
_diffrn_ambient_temperature     173.(2)
_diffrn_source     ?
_diffrn_source_power     ?
_diffrn_source_voltage     ?
_diffrn_source_current     ?
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator     ?
_diffrn_measurement_device_type     'Bruker D8 QUEST'
_diffrn_measurement_device     ?
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     7.3910
_diffrn_reflns_number     31718
_diffrn_reflns_av_R_equivalents     0.0358
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_theta_min     2.44
_diffrn_reflns_theta_max     31.36
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.892
_diffrn_measured_fraction_theta_full     0.993
_diffrn_reflns_limit_h_min     -7
_diffrn_reflns_limit_h_max     7
_diffrn_reflns_limit_k_min     -22
_diffrn_reflns_limit_k_max     22
_diffrn_reflns_limit_l_min     -40
_diffrn_reflns_limit_l_max     40
_diffrn_radiation_probe     ?
_refine_special_details
;
;
_reflns_number_total     6889
_reflns_number_gt     6586
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0254
_refine_ls_R_factor_gt     0.0235
_refine_ls_wR_factor_gt     0.0519
_refine_ls_wR_factor_ref     0.0525
_refine_ls_goodness_of_fit_ref     1.038
_refine_ls_restrained_S_all     1.082
_refine_ls_number_reflns     6889
_refine_ls_number_parameters     358
_refine_ls_number_restraints     6
_refine_ls_number_constraints     ?
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0222P)²+0.2409P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.005
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.281
_refine_diff_density_min     -0.309
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details
;
Flack x determined using 2499 quotients
[(I⁺)-(I⁻)]/[(I⁺)+(I⁻)]
(Parsons et al.,  2013)
;
_refine_ls_abs_structure_Flack     0.011(4)
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'
    Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    N N 0.0061 0.0033 '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'
_computing_data_collection     ?
_computing_cell_refinement
;
SAINT V8.40B (Bruker, 2019)
;
_computing_data_reduction
;
SAINT V8.40B (Bruker, 2019)
;
_computing_structure_solution
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_molecular_graphics
;
ShelXle (Hübschle et al., 2011)
;
_computing_publication_material     ?
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_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Cu Cu1 0.11262(5) 0.88425(2) 0.63867(2) 0.01477(6) Uani d 1 . .
    O O1 0.3595(3) 0.83347(9) 0.67629(5) 0.0192(3) Uani d 1 . .
    N N1 -0.0502(3) 0.94302(10) 0.68746(6) 0.0143(3) Uani d 1 . .
    C C1 0.3607(4) 0.83347(12) 0.72030(7) 0.0161(4) Uani d 1 . .
    O O2 0.2196(3) 0.82454(11) 0.58489(5) 0.0196(3) Uani d 1 . .
    H H2A 0.244(5) 0.8586(12) 0.5641(8) 0.029 Uiso calc 1 . .
    H H2B 0.302(7) 0.788(2) 0.5828(10) 0.037(9) Uiso d 1 . .
    Cu Cu2 1.10130(5) 0.59080(2) 0.52618(2) 0.01400(6) Uani d 1 . .
    N N2 0.9488(3) 0.52729(10) 0.57450(6) 0.0142(3) Uani d 1 . .
    C C2 0.5531(4) 0.78889(14) 0.74338(8) 0.0207(4) Uani d 1 . .
    H H2 0.678688 0.760457 0.726235 0.025 Uiso calc 1 . .
    O O3 -0.1792(3) 0.92508(10) 0.60406(5) 0.0200(3) Uani d 1 . .
    C C3 0.5636(4) 0.78553(14) 0.78973(8) 0.0238(5) Uani d 1 . .
    H H3 0.696009 0.754944 0.803896 0.029 Uiso calc 1 . .
    C C4 0.3851(5) 0.82577(14) 0.81637(7) 0.0256(5) Uani d 1 . .
    H H4 0.393972 0.823083 0.848482 0.031 Uiso calc 1 . .
    O O4 -0.5423(3) 0.99473(11) 0.61129(5) 0.0260(4) Uani d 1 . .
    O O5 1.3524(3) 0.50427(9) 0.51440(5) 0.0180(3) Uani d 1 . .
    C C5 0.1956(5) 0.86955(14) 0.79529(7) 0.0229(5) Uani d 1 . .
    H H5 0.070134 0.896356 0.813204 0.027 Uiso calc 1 . .
    C C6 0.1819(4) 0.87587(13) 0.74778(7) 0.0173(4) Uani d 1 . .
    O O6 1.2451(3) 0.65830(10) 0.47779(5) 0.0213(3) Uani d 1 . .
    H H6 1.255(6) 0.6333(13) 0.4577(9) 0.032 Uiso calc 1 . .
    H H10 1.268(5) 0.7058(17) 0.4757(9) 0.021(7) Uiso d 1 . .
    C C7 -0.0186(4) 0.92620(12) 0.72964(7) 0.0169(4) Uani d 1 . .
    H H7 -0.137447 0.948897 0.750431 0.02 Uiso calc 1 . .
    O O7 0.8331(3) 0.67403(9) 0.54208(5) 0.0169(3) Uani d 1 . .
    O O8 0.4592(3) 0.67902(10) 0.57700(5) 0.0233(4) Uani d 1 . .
    C C8 -0.2649(4) 0.99514(13) 0.67389(7) 0.0147(4) Uani d 1 . .
    H H8 -0.40969 0.983539 0.694712 0.018 Uiso calc 1 . .
    C C9 -0.2066(4) 1.09107(13) 0.67467(7) 0.0175(4) Uani d 1 . .
    H H9 -0.369691 1.120986 0.668994 0.021 Uiso calc 1 . .
    O O9 0.7962(3) 0.54667(10) 0.47266(5) 0.0199(3) Uani d 1 . .
    H H11 0.639(4) 0.5298(17) 0.4845(9) 0.036(8) Uiso d 1 . .
    C C10 -0.1127(5) 1.11970(13) 0.72084(7) 0.0257(5) Uani d 1 . .
    H H10A 0.052137 1.094098 0.726988 0.039 Uiso calc 1 . .
    H H10B -0.233321 1.102247 0.744205 0.039 Uiso calc 1 . .
    H H10C -0.09647 1.181214 0.721102 0.039 Uiso calc 1 . .
    C C11 -0.0264(5) 1.11791(15) 0.63772(8) 0.0302(5) Uani d 1 . .
    H H11A -0.095199 1.101598 0.608178 0.045 Uiso calc 1 . .
    H H11B 0.137196 1.090352 0.642289 0.045 Uiso calc 1 . .
    H H11C -0.004356 1.179195 0.638722 0.045 Uiso calc 1 . .
    C C12 -0.3387(4) 0.96951(13) 0.62616(7) 0.0177(4) Uani d 1 . .
    H H12 0.888(6) 0.5219(18) 0.4458(9) 0.083(13) Uiso d 1 . .
    C C13 1.3597(4) 0.42803(12) 0.53182(7) 0.0152(4) Uani d 1 . .
    C C14 1.5490(4) 0.37100(13) 0.51776(8) 0.0218(5) Uani d 1 . .
    H H14 1.667897 0.388197 0.495506 0.026 Uiso calc 1 . .
    C C15 1.5648(4) 0.29095(14) 0.53564(8) 0.0225(5) Uani d 1 . .
    H H15 1.694644 0.254278 0.525437 0.027 Uiso calc 1 . .
    C C16 1.3961(5) 0.26255(13) 0.56815(7) 0.0234(4) Uani d 1 . .
    H H16 1.40961 0.207391 0.580411 0.028 Uiso calc 1 . .
    C C17 1.2097(5) 0.31627(13) 0.58204(7) 0.0213(5) Uani d 1 . .
    H H17 1.090484 0.29721 0.603799 0.026 Uiso calc 1 . .
    C C18 1.1888(4) 0.39903(12) 0.56511(7) 0.0154(4) Uani d 1 . .
    C C19 0.9900(4) 0.44974(13) 0.58356(7) 0.0169(4) Uani d 1 . .
    H H19 0.878687 0.423325 0.604428 0.02 Uiso calc 1 . .
    C C20 0.7350(4) 0.56826(13) 0.59688(7) 0.0150(4) Uani d 1 . .
    H H20 0.587525 0.528907 0.596481 0.018 Uiso calc 1 . .
    C C21 0.7975(4) 0.59083(14) 0.64687(7) 0.0186(4) Uani d 1 . .
    H H21 0.913474 0.546104 0.658543 0.022 Uiso calc 1 . .
    C C22 0.5643(5) 0.58942(17) 0.67622(8) 0.0289(5) Uani d 1 . .
    H H22A 0.446763 0.633181 0.666033 0.043 Uiso calc 1 . .
    H H22B 0.611852 0.600033 0.707791 0.043 Uiso calc 1 . .
    H H22C 0.482905 0.534139 0.6739 0.043 Uiso calc 1 . .
    C C23 0.9366(5) 0.67446(15) 0.65091(8) 0.0248(5) Uani d 1 . .
    H H23A 1.075345 0.676035 0.62896 0.037 Uiso calc 1 . .
    H H23B 1.004679 0.680335 0.681614 0.037 Uiso calc 1 . .
    H H23C 0.819359 0.720835 0.644748 0.037 Uiso calc 1 . .
    C C24 0.6677(4) 0.64671(13) 0.56966(7) 0.0150(4) Uani d 1 . .
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1 . 1.8955(15) yes
    Cu1 N1 . 1.9205(16) yes
    Cu1 O2 . 1.9339(16) yes
    Cu1 O3 . 1.9629(15) yes
    O1 C1 . 1.299(2) ?
    N1 C7 . 1.284(3) yes
    N1 C8 . 1.462(3) ?
    C1 C2 . 1.415(3) ?
    C1 C6 . 1.417(3) ?
    Cu2 N2 . 1.9243(17) yes
    Cu2 O6 . 1.9411(15) yes
    Cu2 O5 . 1.9432(14) yes
    Cu2 O7 . 1.9956(14) yes
    Cu2 O9 . 2.3663(16) yes
    N2 C19 . 1.278(3) yes
    N2 C20 . 1.464(3) ?
    C2 C3 . 1.370(3) ?
    O3 C12 . 1.279(3) ?
    C3 C4 . 1.386(3) ?
    C4 C5 . 1.370(3) ?
    O4 C12 . 1.231(3) ?
    O5 C13 . 1.315(2) ?
    C5 C6 . 1.408(3) ?
    C6 C7 . 1.433(3) ?
    O7 C24 . 1.272(2) ?
    O8 C24 . 1.237(3) ?
    C8 C12 . 1.518(3) ?
    C8 C9 . 1.554(3) ?
    C9 C11 . 1.511(3) ?
    C9 C10 . 1.520(3) ?
    C13 C18 . 1.413(3) ?
    C13 C14 . 1.413(3) ?
    C14 C15 . 1.378(3) ?
    C15 C16 . 1.387(3) ?
    C16 C17 . 1.367(3) ?
    C17 C18 . 1.410(3) ?
    C18 C19 . 1.433(3) ?
    C20 C24 . 1.524(3) ?
    C20 C21 . 1.554(3) ?
    C21 C22 . 1.509(3) ?
    C21 C23 . 1.523(3) ?
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
    O1 Cu1 N1 . . 94.40(7) ?
    O1 Cu1 O2 . . 94.04(7) ?
    N1 Cu1 O2 . . 170.16(7) ?
    O1 Cu1 O3 . . 171.32(7) ?
    N1 Cu1 O3 . . 82.90(7) ?
    O2 Cu1 O3 . . 88.01(7) ?
    C1 O1 Cu1 . . 126.10(14) ?
    C7 N1 C8 . . 118.99(17) ?
    C7 N1 Cu1 . . 124.59(15) ?
    C8 N1 Cu1 . . 114.74(12) ?
    O1 C1 C2 . . 119.00(19) ?
    O1 C1 C6 . . 124.71(19) ?
    C2 C1 C6 . . 116.29(19) ?
    N2 Cu2 O6 . . 177.73(7) ?
    N2 Cu2 O5 . . 92.86(6) ?
    O6 Cu2 O5 . . 89.41(7) ?
    N2 Cu2 O7 . . 82.74(6) ?
    O6 Cu2 O7 . . 95.00(7) ?
    O5 Cu2 O7 . . 175.60(6) ?
    N2 Cu2 O9 . . 93.05(7) ?
    O6 Cu2 O9 . . 86.56(7) ?
    O5 Cu2 O9 . . 97.98(6) ?
    O7 Cu2 O9 . . 82.34(6) ?
    C19 N2 C20 . . 117.73(17) ?
    C19 N2 Cu2 . . 126.01(15) ?
    C20 N2 Cu2 . . 115.27(12) ?
    C3 C2 C1 . . 122.0(2) ?
    C12 O3 Cu1 . . 115.88(13) ?
    C2 C3 C4 . . 121.4(2) ?
    C5 C4 C3 . . 118.4(2) ?
    C13 O5 Cu2 . . 126.88(13) ?
    C4 C5 C6 . . 121.8(2) ?
    C5 C6 C1 . . 120.1(2) ?
    C5 C6 C7 . . 116.7(2) ?
    C1 C6 C7 . . 123.11(18) ?
    N1 C7 C6 . . 125.1(2) ?
    C24 O7 Cu2 . . 114.52(12) ?
    N1 C8 C12 . . 107.65(16) ?
    N1 C8 C9 . . 113.31(17) ?
    C12 C8 C9 . . 109.13(17) ?
    C11 C9 C10 . . 110.89(19) ?
    C11 C9 C8 . . 113.03(18) ?
    C10 C9 C8 . . 111.79(17) ?
    O4 C12 O3 . . 125.1(2) ?
    O4 C12 C8 . . 118.02(18) ?
    O3 C12 C8 . . 116.81(18) ?
    O5 C13 C18 . . 123.56(18) ?
    O5 C13 C14 . . 119.67(19) ?
    C18 C13 C14 . . 116.76(18) ?
    C15 C14 C13 . . 121.4(2) ?
    C14 C15 C16 . . 121.7(2) ?
    C17 C16 C15 . . 118.1(2) ?
    C16 C17 C18 . . 122.1(2) ?
    C17 C18 C13 . . 119.99(19) ?
    C17 C18 C19 . . 116.49(19) ?
    C13 C18 C19 . . 123.52(18) ?
    N2 C19 C18 . . 125.9(2) ?
    N2 C20 C24 . . 107.80(16) ?
    N2 C20 C21 . . 111.48(17) ?
    C24 C20 C21 . . 111.23(17) ?
    C22 C21 C23 . . 111.35(19) ?
    C22 C21 C20 . . 111.56(18) ?
    C23 C21 C20 . . 112.23(17) ?
    O8 C24 O7 . . 125.85(19) ?
    O8 C24 C20 . . 117.06(18) ?
    O7 C24 C20 . . 117.07(17) ?
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
    _geom_hbond_publ_flag
    O2 H2A O9 4_466 0.83 1.87 2.688(2) 167.4 yes
    O2 H2B O8 . 0.72(3) 1.93(3) 2.645(2) 169.(4) yes
    O6 H6 O3 4_666 0.72 2.07 2.784(2) 171.3 yes
    O6 H10 O7 4_566 0.77(3) 2.01(3) 2.764(2) 169.(3) yes
    O9 H11 O5 1_455 0.942(19) 1.802(19) 2.738(2) 172.(3) yes
    O9 H12 O4 4_666 1.01(2) 1.74(2) 2.703(2) 157.(3) yes
