#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/59/2005987.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_2005987
loop_
_publ_author_name
'Thabet, H.'
'Jouini, A.'
'El Hassane, S.'
_publ_contact_author
;
Prof. Amor Jouini
Laboratoire de Chimie de Solide
Departement de Chimie
Faculte des Sciences de Monastir
Universite du centre
5000 Monastir
Tunisia
;
_publ_section_title
;
 Bis(N,N,N',N'-tetramethylethylenediammonium)
 Cyclotetraphosphate Tetrahydrate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              318
_journal_page_last               320
_journal_paper_doi               10.1107/S0108270196012139
_journal_volume                  53
_journal_year                    1997
_chemical_formula_iupac          '(C6 H18 N2)2 , [P4 O12] , 4H2 O'
_chemical_formula_moiety         '[(CH3)2NH-(CH2)2-NH(CH3)2]2P4O12, 4H2O'
_chemical_formula_structural     '[(CH3)2NH-(CH2)2-NH(CH3)2]2P4O12, 4H2O'
_chemical_formula_sum            'C12 H44 N4 O16 P4'
_chemical_formula_weight         624.39
_chemical_name_systematic
;
 N,N,N',N'-Tetrametylethylendiammonium Cyclotetraphosphate Tetrahydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                66.830(10)
_cell_angle_beta                 75.36(3)
_cell_angle_gamma                62.05(2)
_cell_formula_units_Z            1
_cell_length_a                   8.557(4)
_cell_length_b                   9.064(2)
_cell_length_c                   10.961(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      16
_cell_measurement_theta_min      14
_cell_volume                     688.0(4)
_computing_cell_refinement       'CAD4 Software'
_computing_data_collection       'CAD4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0458
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2726
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.69
_diffrn_standards_decay_%        0.24
_diffrn_standards_interval_time  120
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.349
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_meas      1.45
_exptl_crystal_density_method    'pycnometry (toluene as pycnometric liquid)'
_exptl_crystal_description       'Rectangular prism'
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.527
_refine_ls_extinction_coef       0.042(5)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.189
_refine_ls_goodness_of_fit_obs   1.143
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         2405
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.189
_refine_ls_restrained_S_obs      1.143
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_obs          0.0413
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
calc w = 1/[\s^2^(Fo^2^) + (0.0412P)^2^ + 0.7404P]
where P = (Fo^2^ + 2Fc^2^)/3
;
_refine_ls_wR_factor_all         0.1165
_refine_ls_wR_factor_obs         0.1048
_reflns_number_observed          2139
_reflns_number_total             2405
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            du1166.cif
_cod_data_source_block           tmeda
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'none' was changed to '?' - the value
is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2005987
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_type_symbol
P1 1 0.05954(8) 0.26800(7) 0.63805(6) 0.0174(2) Uani d P
P2 1 0.13408(8) 0.37012(8) 0.34548(6) 0.0199(2) Uani d P
OE11 1 -0.1114(3) 0.2783(3) 0.6224(2) 0.0326(5) Uani d O
OE12 1 0.1763(3) 0.1171(2) 0.7384(2) 0.0324(5) Uani d O
OL12 1 0.1796(2) 0.2865(2) 0.4977(2) 0.0241(4) Uani d O
OL21 1 0.0311(2) 0.4438(2) 0.6619(2) 0.0248(4) Uani d O
OE21 1 0.2907(3) 0.3952(3) 0.2638(2) 0.0361(5) Uani d O
OE22 1 0.0658(3) 0.2646(2) 0.3170(2) 0.0313(5) Uani d O
OW1 1 0.5036(4) 0.3931(4) -0.1386(3) 0.0566(7) Uani d O
OW2 1 0.5365(3) 0.1700(3) 0.1277(2) 0.0375(5) Uani d O
N1 1 -0.3514(3) 0.2584(3) 0.5248(2) 0.0273(5) Uani d N
N2 1 0.0577(3) 0.2539(3) 0.0761(2) 0.0252(5) Uani d N
C1 1 -0.5300(4) 0.5555(4) 0.5447(3) 0.0354(7) Uani d C
C2 1 0.0769(4) 0.4193(3) -0.0138(3) 0.0272(6) Uani d C
C3 1 -0.4349(5) 0.1647(5) 0.6437(4) 0.0443(8) Uani d C
C4 1 -0.2735(5) 0.1587(5) 0.4274(4) 0.0472(8) Uani d C
C5 1 0.2143(5) 0.0977(4) 0.0513(4) 0.0422(8) Uani d C
C6 1 -0.1082(5) 0.2479(5) 0.0623(4) 0.0403(7) Uani d C
H1W1 1 0.5862(66) 0.4280(61) -0.1722(46) 0.068(14) Uiso d H
H2W1 1 0.5391(70) 0.3319(72) -0.0700(58) 0.081(17) Uiso d H
H1W2 1 0.4665(51) 0.2317(50) 0.1743(38) 0.042(10) Uiso d H
H2W2 1 0.6279(63) 0.0968(62) 0.1684(45) 0.063(13) Uiso d H
HN1 1 -0.2688(44) 0.2626(40) 0.5507(32) 0.027(8) Uiso d H
HN2 1 0.0533(50) 0.2490(49) 0.1565(40) 0.048(10) Uiso d H
H1C1 1 -0.4289(54) 0.5579(51) 0.5745(40) 0.055(11) Uiso d H
H2C1 1 -0.6074(45) 0.5023(45) 0.6290(35) 0.039(9) Uiso d H
H1C2 1 0.1911(48) 0.4055(45) 0.0016(35) 0.041(9) Uiso d H
H2C2 1 0.0937(45) 0.4249(44) -0.1053(37) 0.040(9) Uiso d H
H1C3 1 -0.5310(62) 0.1715(58) 0.6239(43) 0.064(13) Uiso d H
H2C3 1 -0.4783(57) 0.2254(57) 0.7111(45) 0.065(12) Uiso d H
H3C3 1 -0.3499(52) 0.0448(53) 0.6719(37) 0.047(10) Uiso d H
H1C4 1 -0.1927(58) 0.2180(56) 0.3527(44) 0.065(12) Uiso d H
H2C4 1 -0.3824(68) 0.1524(65) 0.4021(49) 0.085(15) Uiso d H
H3C4 1 -0.1832(66) 0.0406(67) 0.4721(48) 0.079(14) Uiso d H
H1C5 1 0.3136(53) 0.1005(49) 0.0605(38) 0.046(10) Uiso d H
H2C5 1 0.2050(53) -0.0117(57) 0.1142(41) 0.056(11) Uiso d H
H3C5 1 0.2272(54) 0.0983(54) -0.0354(45) 0.060(12) Uiso d H
H1C6 1 -0.2142(54) 0.3436(54) 0.0873(38) 0.051(10) Uiso d H
H2C6 1 -0.1106(57) 0.1340(60) 0.1234(45) 0.067(12) Uiso d H
H3C6 1 -0.1038(56) 0.2659(55) -0.0335(45) 0.062(12) Uiso d H
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
OE11 P1 OE12 . . 120.90(12) y
OE11 P1 OL21 . . 110.42(11) y
OE12 P1 OL21 . . 106.81(11) y
OE11 P1 OL12 . . 110.62(11) y
OE12 P1 OL12 . . 106.54(11) y
OL21 P1 OL12 . . 99.32(10) y
OE21 P2 OE22 . . 118.64(12) y
OE21 P2 OL21 . 2_566 110.82(11) y
OE22 P2 OL21 . 2_566 105.71(11) y
OE21 P2 OL12 . . 106.89(12) y
OE22 P2 OL12 . . 109.73(10) y
OL21 P2 OL12 2_566 . 104.14(10) y
P2 OL12 P1 . . 133.37(12) y
P2 OL21 P1 2_566 . 134.11(12) y
P2 P1 P2 . 2_566 96.82(3) y
P1 P2 P1 . 2_566 83.18(3) y
H1W1 OW1 H2W1 . . 99.(5) n
H1W2 OW2 H2W2 . . 109.(4) n
C3 N1 C1 . 2_466 115.3(3) y
C3 N1 C4 . . 110.2(3) y
C1 N1 C4 2_466 . 108.9(2) y
C3 N1 HN1 . . 107.(2) n
C1 N1 HN1 2_466 . 107.(2) n
C4 N1 HN1 . . 109.(2) n
C5 N2 C6 . . 109.5(3) y
C5 N2 C2 . . 110.0(2) y
C6 N2 C2 . . 113.5(2) y
C5 N2 HN2 . . 109.(3) n
C6 N2 HN2 . . 107.(3) n
C2 N2 HN2 . . 108.(3) n
N1 C1 C1 2_466 2_466 110.4(3) y
N1 C1 H1C1 2_466 . 108.(2) n
C1 C1 H1C1 2_466 . 114.(2) n
N1 C1 H2C1 2_466 . 107.8(18) n
C1 C1 H2C1 2_466 . 106.4(18) n
H1C1 C1 H2C1 . . 111.(3) n
N2 C2 C2 . 2_565 111.1(3) y
N2 C2 H1C2 . . 106.(2) n
C2 C2 H1C2 2_565 . 113.(2) n
N2 C2 H2C2 . . 111.(2) n
C2 C2 H2C2 2_565 . 113.(2) n
H1C2 C2 H2C2 . . 103.(3) n
N1 C3 H1C3 . . 110.(3) n
N1 C3 H2C3 . . 110.(3) n
H1C3 C3 H2C3 . . 104.(4) n
N1 C3 H3C3 . . 107.(2) n
H1C3 C3 H3C3 . . 111.(4) n
H2C3 C3 H3C3 . . 116.(3) n
N1 C4 H1C4 . . 107.(2) n
N1 C4 H2C4 . . 106.(3) n
H1C4 C4 H2C4 . . 121.(4) n
N1 C4 H3C4 . . 108.(3) n
H1C4 C4 H3C4 . . 102.(4) n
H2C4 C4 H3C4 . . 113.(4) n
N2 C5 H1C5 . . 110.(3) n
N2 C5 H2C5 . . 110.(2) n
H1C5 C5 H2C5 . . 110.(3) n
N2 C5 H3C5 . . 113.(3) n
H1C5 C5 H3C5 . . 105.(3) n
H2C5 C5 H3C5 . . 110.(3) n
N2 C6 H1C6 . . 111.(2) n
N2 C6 H2C6 . . 109.(3) n
H1C6 C6 H2C6 . . 108.(3) n
N2 C6 H3C6 . . 105.(3) n
H1C6 C6 H3C6 . . 110.(3) n
H2C6 C6 H3C6 . . 115.(4) n
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 OE11 . 1.471(2) y
P1 OE12 . 1.473(2) y
P1 OL21 . 1.612(2) y
P1 OL12 . 1.616(2) y
P2 OE21 . 1.473(2) y
P2 OE22 . 1.484(2) y
P2 OL21 2_566 1.602(2) y
P2 OL12 . 1.602(2) y
P1 P2 . 2.995(1) y
P1 P2 2_566 2.959(1) y
OL21 P2 2_566 1.602(2) n
OW1 H1W1 . 0.85(5) n
OW1 H2W1 . 0.77(6) n
OW2 H1W2 . 0.83(4) n
OW2 H2W2 . 0.84(5) n
N1 C3 . 1.469(4) y
N1 C1 2_466 1.493(3) y
N1 C4 . 1.494(4) y
N1 HN1 . 0.85(3) n
N2 C5 . 1.488(4) y
N2 C6 . 1.493(4) y
N2 C2 . 1.494(3) y
N2 HN2 . 0.86(4) n
C1 N1 2_466 1.493(3) n
C1 C1 2_466 1.508(6) y
C1 H1C1 . 1.01(4) n
C1 H2C1 . 1.08(3) n
C2 C2 2_565 1.519(5) y
C2 H1C2 . 0.98(4) n
C2 H2C2 . 0.96(4) n
C3 H1C3 . 0.87(5) n
C3 H2C3 . 0.99(5) n
C3 H3C3 . 0.96(4) n
C4 H1C4 . 1.07(4) n
C4 H2C4 . 1.07(5) n
C4 H3C4 . 0.99(5) n
C5 H1C5 . 0.89(4) n
C5 H2C5 . 0.99(4) n
C5 H3C5 . 0.93(4) n
C6 H1C6 . 0.99(4) n
C6 H2C6 . 0.99(4) n
C6 H3C6 . 0.99(4) n
