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#$Date: 2024-12-07 19:11:46 +0200 (Sat, 07 Dec 2024) $
#$Revision: 296783 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/29/1572951.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_1572951
loop_
_publ_author_name
'Mrad, Houda'
'Elboulali, Adel'
'Baptiste, Benoît'
'Akriche, Samah'
_publ_section_title
;
 Synthesis and structure of trans-2,5-dimethylpiperazine-1,4-diium
 dihydrogen diphosphate
;
_journal_coeditor_code           HB8111
_journal_issue                   11
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_page_first              1202
_journal_page_last               1205
_journal_paper_doi               10.1107/S2056989024010132
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          'C6 H16 N2 2+, H2 O7 P2 2-'
_chemical_formula_moiety         'C6 H16 N2 2+, H2 O7 P2 2-'
_chemical_formula_structural     'P2 O7 H2, C6 H16 N2'
_chemical_formula_sum            'C6 H18 N2 O7 P2'
_chemical_formula_weight         292.16
_chemical_name_systematic
;
trans-2,5-Dimethylpiperazine-1,4-diium
dihydrogen diphosphate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 91.422(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.2557(5)
_cell_length_b                   8.3978(5)
_cell_length_c                   13.7681(7)
_cell_measurement_reflns_used    2302
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.8280
_cell_measurement_theta_min      3.9640
_cell_volume                     1185.42(11)
_computing_cell_refinement
;
CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)
;
_computing_data_collection
;
CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)
;
_computing_data_reduction
;
CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg & Putz, 2005)
;
_computing_publication_material
;
WinGX publication routines (Farrugia, 2012)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0318
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Xcalibur diffractometer with Sapphire3 CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9376
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.136
_diffrn_reflns_theta_min         3.447
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.394
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2019)
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_description       Needle
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.585
_refine_diff_density_min         -0.385
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     114
_refine_ls_number_reflns         2255
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0380P)²+1.0885P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.1034
_reflns_number_gt                1738
_reflns_number_total             2255
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb8111.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 1572951.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1572951
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.891
_shelx_estimated_absorpt_t_max   0.962
_shelxl_version_number           .2013
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
P P1 0.64197(4) 0.21184(5) 0.26767(3) 0.02554(12) Uani d 1 . .
O O1 0.72741(18) 0.0974(2) 0.20950(10) 0.0587(5) Uani d 1 . .
O O2 0.67285(11) 0.20328(14) 0.37398(7) 0.0287(2) Uani d 1 . .
O O3 0.64629(15) 0.37300(17) 0.22218(10) 0.0449(3) Uani d 1 . .
O O4 0.5000 0.1402(2) 0.2500 0.0500(6) Uani d 1 . .
H H1 0.757(3) 0.012(4) 0.240(2) 0.084(10) Uiso d 1 . .
N N1 0.61378(12) 0.40835(16) 0.52268(9) 0.0238(3) Uani d 1 . .
C C1 0.62451(15) 0.57743(19) 0.49245(11) 0.0248(3) Uani d 1 . .
C C2 0.51107(15) 0.62671(18) 0.42671(10) 0.0239(3) Uani d 1 . .
C C3 0.5174(2) 0.8018(2) 0.40212(19) 0.0443(5) Uani d 1 . .
H H1A 0.683(2) 0.385(3) 0.5625(16) 0.042(6) Uiso d 1 . .
H H1B 0.622(2) 0.345(3) 0.4707(16) 0.039(6) Uiso d 1 . .
H H1C 0.6259(18) 0.642(2) 0.5518(14) 0.028(5) Uiso d 1 . .
H H1D 0.7042(19) 0.588(2) 0.4565(14) 0.032(5) Uiso d 1 . .
H H2 0.510(2) 0.559(3) 0.3668(15) 0.039(5) Uiso d 1 . .
H H3A 0.516(3) 0.862(4) 0.460(2) 0.084(10) Uiso d 1 . .
H H3B 0.442(3) 0.833(3) 0.359(2) 0.064(8) Uiso d 1 . .
H H3C 0.603(3) 0.817(3) 0.3694(19) 0.061(7) Uiso d 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
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'
P P 0.1023 0.0942 '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
_geom_angle_publ_flag
O2 P1 O3 . . 116.60(8) ?
O2 P1 O1 . . 111.76(8) ?
O3 P1 O1 . . 108.96(9) ?
O2 P1 O4 . . 107.67(5) ?
O3 P1 O4 . . 108.40(8) ?
O1 P1 O4 . . 102.44(9) ?
P1 O4 P1 . 2_655 135.50(12) ?
C1 N1 C2 . 5_666 112.80(12) ?
N1 C1 C2 . . 111.58(12) ?
N1 C2 C3 5_666 . 109.69(14) ?
N1 C2 C1 5_666 . 108.68(11) ?
C3 C2 C1 . . 111.29(15) ?
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
P1 O2 . 1.4916(11) ?
P1 O3 . 1.4924(14) ?
P1 O1 . 1.5389(15) ?
P1 O4 . 1.5884(8) ?
O4 P1 2_655 1.5884(8) ?
N1 C1 . 1.484(2) ?
N1 C2 5_666 1.5020(19) ?
C1 C2 . 1.514(2) ?
C2 N1 5_666 1.5020(19) ?
C2 C3 . 1.510(2) ?
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 H1 O3 4_645 0.88(3) 1.61(3) 2.460(2) 161(3)
N1 H1A O2 7_656 0.90(2) 1.86(2) 2.7454(17) 167(2)
N1 H1B O2 . 0.90(2) 1.87(2) 2.7543(17) 168(2)
C1 H1C O3 6_566 0.982(19) 2.353(19) 3.193(2) 143.0(15)
C1 H1D O1 4_655 0.970(19) 2.41(2) 3.205(2) 139.1(15)
C2 H2 O3 2_655 1.00(2) 2.53(2) 3.344(2) 138.3(15)
