#------------------------------------------------------------------------------
#$Date: 2025-08-19 17:49:58 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301806 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/77/2237703.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2237703
loop_
_publ_author_name
'Wikaira, Jan L.'
'Landee, Christopher P.'
'Turnbull, Mark M.'
_publ_section_title
;
 Hexaaquacopper(II) bis(tetrafluoridoborate)--pyrazine 1,4-dioxide (1/3)
;
_journal_coeditor_code           SJ5306
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m229
_journal_page_last               m230
_journal_paper_doi               10.1107/S1600536813007629
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Cu (H2 O)6] (B F4)2, 3C4 H4 N2 O2'
_chemical_formula_moiety         'Cu H12 O6 2+, 2(B F4 -), 3(C4 H4 N2 O2)'
_chemical_formula_sum            'C12 H24 B2 Cu F8 N6 O12'
_chemical_formula_weight         681.53
_chemical_name_systematic
;
Hexaaquacopper(II) bis(tetrafluoridoborate)--pyrazine 1,4-dioxide (1/3)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                110.928(6)
_cell_angle_beta                 104.327(6)
_cell_angle_gamma                93.937(5)
_cell_formula_units_Z            1
_cell_length_a                   6.4001(4)
_cell_length_b                   10.2719(7)
_cell_length_c                   10.9162(8)
_cell_measurement_reflns_used    3193
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.5675
_cell_measurement_theta_min      4.5303
_cell_volume                     639.60(8)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2008)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008), enCIFer (Allen et al., 2004)
and
publCIF (Westrip, 2010)
;
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 10.6501
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Agilent SuperNova (Dual, Cu at zero, Atlas)'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0147
_diffrn_reflns_av_sigmaI/netI    0.0163
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3851
_diffrn_reflns_theta_full        70.08
_diffrn_reflns_theta_max         70.08
_diffrn_reflns_theta_min         4.53
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.395
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             345
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.35
_refine_diff_density_max         1.469
_refine_diff_density_min         -0.847
_refine_ls_extinction_coef       0.0258(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXTL (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         2399
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0453
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0476P)²+1.8330P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1110
_reflns_number_gt                2356
_reflns_number_total             2399
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj5306.cif
_cod_data_source_block           I
_cod_original_cell_volume        639.59(7)
_cod_database_code               2237703
_cod_database_fobs_code          2237703
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Cu Cu1 0.5000 0.5000 0.5000 0.0101(2) Uani d S 1 2
O O1 0.3542(3) 0.3009(2) 0.4022(2) 0.0147(4) Uani d . 1 1
H H1A 0.234(7) 0.289(4) 0.409(4) 0.018 Uiso d . 1 1
H H1B 0.340(6) 0.266(4) 0.326(4) 0.018 Uiso d . 1 1
O O2 0.2162(3) 0.5606(2) 0.4493(2) 0.0226(5) Uani d . 1 1
H H2A 0.178(6) 0.631(5) 0.493(4) 0.027 Uiso d . 1 1
H H2B 0.131(7) 0.525(4) 0.378(5) 0.027 Uiso d . 1 1
O O3 0.4517(4) 0.5081(2) 0.7053(2) 0.0184(4) Uani d . 1 1
H H3A 0.355(7) 0.525(4) 0.729(4) 0.022 Uiso d . 1 1
H H3B 0.475(6) 0.439(4) 0.709(4) 0.022 Uiso d . 1 1
N N11 -0.0418(4) 0.4676(2) 0.1034(2) 0.0140(5) Uani d . 1 1
O O11 -0.0811(3) 0.4372(2) 0.2040(2) 0.0196(4) Uani d . 1 1
C C12 -0.1425(5) 0.5635(3) 0.0635(3) 0.0189(6) Uani d . 1 1
H H12 -0.2414 0.6076 0.1069 0.023 Uiso calc R 1 1
C C13 0.1006(5) 0.4040(3) 0.0397(3) 0.0179(6) Uani d . 1 1
H H13 0.1705 0.3378 0.0661 0.022 Uiso calc R 1 1
N N21 -0.6322(4) 0.0764(2) 0.0681(2) 0.0120(5) Uani d . 1 1
O O21 -0.7602(3) 0.1492(2) 0.1319(2) 0.0173(4) Uani d . 1 1
C C22 -0.4126(4) 0.1135(3) 0.1184(3) 0.0165(6) Uani d . 1 1
H H22 -0.3508 0.1915 0.2000 0.020 Uiso calc R 1 1
C C23 -0.7198(4) -0.0376(3) -0.0509(3) 0.0149(5) Uani d . 1 1
H H23 -0.8710 -0.0643 -0.0866 0.018 Uiso calc R 1 1
N N31 0.0263(4) 0.8928(2) 0.5452(2) 0.0136(5) Uani d . 1 1
O O31 0.0475(3) 0.7870(2) 0.5868(2) 0.0171(4) Uani d . 1 1
C C32 -0.1066(4) 0.9842(3) 0.5873(3) 0.0159(6) Uani d . 1 1
H H32 -0.1798 0.9747 0.6481 0.019 Uiso calc R 1 1
C C33 0.1346(4) 0.9090(3) 0.4589(3) 0.0167(6) Uani d . 1 1
H H33 0.2287 0.8472 0.4306 0.020 Uiso calc R 1 1
B B1 0.4841(5) 0.8023(4) 0.2195(3) 0.0183(6) Uani d . 1 1
F F1 0.4718(4) 0.9441(2) 0.2745(2) 0.0390(5) Uani d . 1 1
F F2 0.4757(4) 0.7527(3) 0.0834(2) 0.0472(6) Uani d . 1 1
F F3 0.6823(4) 0.7802(2) 0.2911(2) 0.0506(7) Uani d . 1 1
F F4 0.3235(4) 0.7182(3) 0.2381(3) 0.0523(7) Uani d . 1 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 Cu1 O1 . 2_666 180.00(14)
O1 Cu1 O2 . . 89.66(9)
O1 Cu1 O2 2_666 . 90.34(9)
O1 Cu1 O2 . 2_666 90.34(9)
O1 Cu1 O2 2_666 2_666 89.66(9)
O2 Cu1 O2 . 2_666 180.00(15)
O1 Cu1 O3 . 2_666 87.37(8)
O1 Cu1 O3 2_666 2_666 92.63(8)
O2 Cu1 O3 . 2_666 88.50(9)
O2 Cu1 O3 2_666 2_666 91.50(9)
O1 Cu1 O3 . . 92.63(8)
O1 Cu1 O3 2_666 . 87.37(8)
O2 Cu1 O3 . . 91.50(9)
O2 Cu1 O3 2_666 . 88.50(9)
O3 Cu1 O3 2_666 . 180.0000(10)
Cu1 O1 H1A . . 112(3)
Cu1 O1 H1B . . 118(3)
H1A O1 H1B . . 104(4)
Cu1 O2 H2A . . 127(3)
Cu1 O2 H2B . . 123(3)
H2A O2 H2B . . 109(4)
Cu1 O3 H3A . . 127(3)
Cu1 O3 H3B . . 105(3)
H3A O3 H3B . . 109(4)
O11 N11 C13 . . 120.2(2)
O11 N11 C12 . . 120.6(2)
C13 N11 C12 . . 119.2(2)
N11 C12 C13 . 2_565 120.7(3)
N11 C12 H12 . . 119.7
C13 C12 H12 2_565 . 119.7
N11 C13 C12 . 2_565 120.1(3)
N11 C13 H13 . . 119.9
C12 C13 H13 2_565 . 119.9
O21 N21 C22 . . 121.0(2)
O21 N21 C23 . . 120.0(2)
C22 N21 C23 . . 119.0(2)
N21 C22 C23 . 2_455 120.7(3)
N21 C22 H22 . . 119.7
C23 C22 H22 2_455 . 119.7
N21 C23 C22 . 2_455 120.4(2)
N21 C23 H23 . . 119.8
C22 C23 H23 2_455 . 119.8
O31 N31 C32 . . 120.1(2)
O31 N31 C33 . . 120.5(2)
C32 N31 C33 . . 119.3(2)
N31 C32 C33 . 2_576 120.4(3)
N31 C32 H32 . . 119.8
C33 C32 H32 2_576 . 119.8
N31 C33 C32 . 2_576 120.2(3)
N31 C33 H33 . . 119.9
C32 C33 H33 2_576 . 119.9
F2 B1 F1 . . 113.8(3)
F2 B1 F3 . . 107.4(3)
F1 B1 F3 . . 108.8(3)
F2 B1 F4 . . 109.6(3)
F1 B1 F4 . . 111.9(3)
F3 B1 F4 . . 104.7(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O1 . 1.9692(19)
Cu1 O1 2_666 1.9692(19)
Cu1 O2 . 1.974(2)
Cu1 O2 2_666 1.974(2)
Cu1 O3 2_666 2.310(2)
Cu1 O3 . 2.310(2)
O1 H1A . 0.80(4)
O1 H1B . 0.76(4)
O2 H2A . 0.81(4)
O2 H2B . 0.77(4)
O3 H3A . 0.74(4)
O3 H3B . 0.74(4)
N11 O11 . 1.318(3)
N11 C13 . 1.346(4)
N11 C12 . 1.353(4)
C12 C13 2_565 1.363(4)
C12 H12 . 0.9300
C13 C12 2_565 1.363(4)
C13 H13 . 0.9300
N21 O21 . 1.307(3)
N21 C22 . 1.348(4)
N21 C23 . 1.355(3)
C22 C23 2_455 1.363(4)
C22 H22 . 0.9300
C23 C22 2_455 1.363(4)
C23 H23 . 0.9300
N31 O31 . 1.322(3)
N31 C32 . 1.346(4)
N31 C33 . 1.348(4)
C32 C33 2_576 1.366(4)
C32 H32 . 0.9300
C33 C32 2_576 1.366(4)
C33 H33 . 0.9300
B1 F2 . 1.373(4)
B1 F1 . 1.379(4)
B1 F3 . 1.395(4)
B1 F4 . 1.397(4)
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
O1 H1A O31 2_566 0.80(4) 1.93(4) 2.711(3) 166(4)
O1 H1B O21 1_655 0.76(4) 1.94(4) 2.676(3) 166(4)
O2 H2A O31 . 0.81(4) 1.93(4) 2.735(3) 173(4)
O2 H2B O11 . 0.77(4) 1.89(5) 2.669(3) 179(4)
O3 H3A O11 2_566 0.74(4) 2.07(4) 2.806(3) 177(4)
O3 H3B F4 2_666 0.74(4) 2.28(4) 2.984(4) 158(4)
O3 H3B F3 2_666 0.74(4) 2.41(4) 3.042(3) 145(4)
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_site_symmetry_4
_geom_torsion
O11 N11 C12 C13 2_565 179.4(2)
C13 N11 C12 C13 2_565 -0.2(5)
O11 N11 C13 C12 2_565 -179.4(2)
C12 N11 C13 C12 2_565 0.2(4)
O21 N21 C22 C23 2_455 -179.5(2)
C23 N21 C22 C23 2_455 0.0(4)
O21 N21 C23 C22 2_455 179.5(2)
C22 N21 C23 C22 2_455 0.0(4)
O31 N31 C32 C33 2_576 -177.9(2)
C33 N31 C32 C33 2_576 1.1(4)
O31 N31 C33 C32 2_576 177.9(2)
C32 N31 C33 C32 2_576 -1.1(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168326276
