#------------------------------------------------------------------------------
#$Date: 2022-10-21 12:15:22 +0300 (Fri, 21 Oct 2022) $
#$Revision: 278705 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/59/8105938.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_8105938
loop_
_publ_author_name
'Hao, Zhi Jian'
_publ_section_title
;
 Crystal structure of 1,4-bis(2-azidoethyl)piperazine-1,4-diium dichloride
 trihydrate, C8H18N8Cl2 ⋅ 3 H2O
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1067
_journal_page_last               1068
_journal_paper_doi               10.1515/ncrs-2019-0263
_journal_volume                  234
_journal_year                    2019
_chemical_formula_sum            'C8 H24 Cl2 N8 O3'
_chemical_formula_weight         351.25
_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   mixed
_cell_angle_alpha                90
_cell_angle_beta                 107.915(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.3812(11)
_cell_length_b                   7.3688(5)
_cell_length_c                   14.0744(9)
_cell_measurement_reflns_used    5650
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      3.03
_cell_volume                     1715.2(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'[2]'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8680
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.297
_diffrn_reflns_theta_min         3.026
_exptl_absorpt_coefficient_mu    0.400
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         2128
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0365
_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)+(0.0515P)²+1.1826P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.1012
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1779
_reflns_number_total             2128
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0263_suppl.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               8105938
_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   0.942
_shelx_estimated_absorpt_t_max   0.950
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_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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.35227(9) 0.1350(2) 0.34714(12) 0.0365(3) Uani 1 1 d . . . . .
H1A H 0.3392 0.0480 0.2928 0.044 Uiso 1 1 calc R U . . .
H1B H 0.3695 0.0690 0.4098 0.044 Uiso 1 1 calc R U . . .
C2 C 0.41815(8) 0.2611(2) 0.33916(10) 0.0331(3) Uani 1 1 d . . . . .
H2A H 0.4660 0.1903 0.3426 0.040 Uiso 1 1 calc R U . . .
H2B H 0.4008 0.3206 0.2746 0.040 Uiso 1 1 calc R U . . .
C3 C 0.47365(8) 0.32390(18) 0.52172(10) 0.0292(3) Uani 1 1 d . . . . .
H3A H 0.5201 0.2490 0.5243 0.035 Uiso 1 1 calc R U . . .
H3B H 0.4332 0.2473 0.5360 0.035 Uiso 1 1 calc R U . . .
C4 C 0.50136(8) 0.5281(2) 0.40020(10) 0.0299(3) Uani 1 1 d . . . . .
H4A H 0.4791 0.5830 0.3348 0.036 Uiso 1 1 calc R U . . .
H4B H 0.5487 0.4586 0.3999 0.036 Uiso 1 1 calc R U . . .
Cl1 Cl 0.36825(2) 0.91868(6) 0.59134(3) 0.04183(14) Uani 1 1 d . . . . .
N1 N 0.16290(13) 0.1045(3) 0.3450(2) 0.0966(9) Uani 1 1 d . . . . .
N2 N 0.22194(9) 0.1649(2) 0.34533(14) 0.0577(4) Uani 1 1 d . . . . .
N3 N 0.28145(9) 0.2480(2) 0.34214(14) 0.0567(4) Uani 1 1 d . . . . .
N4 N 0.43998(6) 0.40341(15) 0.41950(8) 0.0250(2) Uani 1 1 d . . . . .
O1 O 0.5000 0.8497(2) 0.2500 0.0686(6) Uani 1 2 d S T P . .
O2 O 0.31915(7) 0.64256(18) 0.41511(10) 0.0521(3) Uani 1 1 d . . . . .
H2C H 0.3262 0.7209 0.4613 0.078 Uiso 1 1 d R U . . .
H2D H 0.2706 0.6090 0.4058 0.078 Uiso 1 1 d R U . . .
H4 H 0.3986 0.4699 0.4194 0.078 Uiso 1 1 d R U . . .
H1 H 0.5367 0.9130 0.2903 0.078 Uiso 1 1 d R U . . .
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'
Cl Cl 0.1484 0.1585 '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'
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
N3 C1 C2 106.95(13) . .
N3 C1 H1A 110.3 . .
C2 C1 H1A 110.3 . .
N3 C1 H1B 110.3 . .
C2 C1 H1B 110.3 . .
H1A C1 H1B 108.6 . .
N4 C2 C1 113.36(11) . .
N4 C2 H2A 108.9 . .
C1 C2 H2A 108.9 . .
N4 C2 H2B 108.9 . .
C1 C2 H2B 108.9 . .
H2A C2 H2B 107.7 . .
N4 C3 C4 110.86(11) . 5_666
N4 C3 H3A 109.5 . .
C4 C3 H3A 109.5 5_666 .
N4 C3 H3B 109.5 . .
C4 C3 H3B 109.5 5_666 .
H3A C3 H3B 108.1 . .
N4 C4 C3 111.86(11) . 5_666
N4 C4 H4A 109.2 . .
C3 C4 H4A 109.2 5_666 .
N4 C4 H4B 109.2 . .
C3 C4 H4B 109.2 5_666 .
H4A C4 H4B 107.9 . .
N1 N2 N3 172.9(2) . .
N2 N3 C1 115.03(15) . .
C4 N4 C3 109.00(10) . .
C4 N4 C2 108.75(10) . .
C3 N4 C2 112.58(10) . .
C4 N4 H4 106.8 . .
C3 N4 H4 107.5 . .
C2 N4 H4 112.0 . .
H2C O2 H2D 102.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N3 1.470(2) .
C1 C2 1.506(2) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C2 N4 1.5026(17) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 N4 1.4960(17) .
C3 C4 1.5138(19) 5_666
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 N4 1.4948(16) .
C4 C3 1.5139(19) 5_666
C4 H4A 0.9700 .
C4 H4B 0.9700 .
N1 N2 1.118(2) .
N2 N3 1.214(2) .
N4 H4 0.8698 .
O1 H1 0.8510 .
O2 H2C 0.8500 .
O2 H2D 0.8500 .
