#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:38:26 +0100 (vie 25 de mar de 2016) $
#$Revision: 179981 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/75/7027501.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7027501
loop_
_publ_author_name
'Mitzel, Norbert W.'
'Lustig, Christian'
_publ_section_title
;
 The molecular and crystal structures of the
 tris(dimethylamino)phosphoranes (Me2N)3P--X (X = BH3, CH2,
 NH or O)
;
_journal_issue                   18
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3177
_journal_paper_doi               10.1039/a903292d
_journal_year                    1999
_chemical_compound_source        'Aldrich Chemicals'
_chemical_formula_sum            'C6 H18 N3 O P'
_chemical_formula_weight         179.20
_chemical_melting_point          7
_chemical_name_common            HMPA
_chemical_name_systematic
; 
Tris(dimethylamino)oxophosphorane 
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 104.19(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.398(1)
_cell_length_b                   12.570(3)
_cell_length_c                   6.428(1)
_cell_measurement_reflns_used    100
_cell_measurement_temperature    163(2)
_cell_measurement_theta_max      27
_cell_measurement_theta_min      20
_cell_volume                     501.18(18)
_computing_cell_refinement       'CAD4 Software'
_computing_data_collection       'CAD4 Software'
_computing_data_reduction        CADSHEL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      163(2)
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3326
_diffrn_reflns_theta_max         31.09
_diffrn_reflns_theta_min         3.24
_diffrn_standards_decay_%        None
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_description       Column
_exptl_crystal_F_000             196
_refine_diff_density_max         0.786
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.045
_refine_ls_goodness_of_fit_obs   1.075
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1670
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_restrained_S_obs      1.075
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_obs          0.0427
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0809P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1162
_refine_ls_wR_factor_obs         0.1063
_reflns_number_observed          1345
_reflns_number_total             1671
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            903292Dsup1.cif
_cod_data_source_block           mit6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0809P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0809P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        501.2(2)
_cod_original_sg_symbol_H-M      P2(1)/m
_cod_database_code               7027501
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
P1 0.0143(2) 0.0424(3) 0.0226(2) 0.000 0.00607(13) 0.000
N1 0.0160(6) 0.0438(8) 0.0289(6) 0.000 0.0049(5) 0.000
O1 0.0216(6) 0.0740(10) 0.0294(6) 0.000 0.0119(5) 0.000
N2 0.0275(5) 0.0410(6) 0.0360(5) 0.0039(4) 0.0080(4) 0.0054(4)
C2 0.0472(8) 0.0448(8) 0.0437(8) 0.0109(6) 0.0162(6) -0.0033(7)
C1 0.0211(6) 0.0674(10) 0.0449(8) -0.0228(7) 0.0065(5) -0.0080(6)
C3 0.0385(8) 0.0732(12) 0.0482(9) 0.0073(9) 0.0036(7) 0.0239(8)
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
P1 P 0.36754(6) 0.2500 0.51474(6) 0.02618(15) Uani 1 d S
N1 N 0.1022(2) 0.2500 0.4179(2) 0.0297(3) Uani 1 d S
O1 O 0.5070(2) 0.2500 0.3624(2) 0.0407(4) Uani 1 d S
N2 N 0.4071(2) 0.14044(10) 0.6603(2) 0.0348(3) Uani 1 d .
C2 C 0.2903(3) 0.11866(14) 0.8250(3) 0.0444(4) Uani 1 d .
C1 C 0.0030(2) 0.1532(2) 0.3098(3) 0.0448(4) Uani 1 d .
C3 C 0.6180(3) 0.0892(2) 0.7066(3) 0.0545(5) Uani 1 d .
H11 H -0.1422(36) 0.1548(18) 0.2938(32) 0.056(6) Uiso 1 d .
H12 H 0.0647(38) 0.0860(20) 0.3924(38) 0.066(6) Uiso 1 d .
H13 H 0.0248(36) 0.1443(17) 0.1651(37) 0.059(6) Uiso 1 d .
H21 H 0.1547(33) 0.1521(16) 0.7916(30) 0.046(5) Uiso 1 d .
H22 H 0.2756(37) 0.0408(18) 0.8417(35) 0.062(6) Uiso 1 d .
H23 H 0.3651(33) 0.1478(18) 0.9674(35) 0.055(6) Uiso 1 d .
H31 H 0.6080(42) 0.0122(24) 0.7288(38) 0.080(8) Uiso 1 d .
H32 H 0.6795(45) 0.1013(22) 0.5915(45) 0.084(8) Uiso 1 d .
H33 H 0.7141(37) 0.1128(17) 0.8406(36) 0.061(6) Uiso 1 d .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 P1 N2 110.03(5) . 4_565
O1 P1 N2 110.03(5) . .
N2 P1 N2 113.25(9) 4_565 .
O1 P1 N1 118.69(8) . .
N2 P1 N1 102.32(5) 4_565 .
N2 P1 N1 102.32(5) . .
C1 N1 C1 112.2(2) . 4_565
C1 N1 P1 117.52(8) . .
C1 N1 P1 117.52(8) 4_565 .
C3 N2 C2 112.36(14) . .
C3 N2 P1 119.34(12) . .
C2 N2 P1 122.16(10) . .
N2 C2 H21 111.0(12) . .
N2 C2 H22 110.0(13) . .
H21 C2 H22 111.0(19) . .
N2 C2 H23 112.5(12) . .
H21 C2 H23 104.7(17) . .
H22 C2 H23 107.5(18) . .
N1 C1 H11 110.3(14) . .
N1 C1 H12 111.8(14) . .
H11 C1 H12 109.3(18) . .
N1 C1 H13 113.5(13) . .
H11 C1 H13 105.9(17) . .
H12 C1 H13 105.7(17) . .
N2 C3 H31 112.0(16) . .
N2 C3 H32 108.4(17) . .
H31 C3 H32 109.3(23) . .
N2 C3 H33 113.5(13) . .
H31 C3 H33 102.7(19) . .
H32 C3 H33 110.8(21) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 O1 1.4774(13) .
P1 N2 1.6491(12) 4_565
P1 N2 1.6491(12) .
P1 N1 1.6589(15) .
N1 C1 1.466(2) .
N1 C1 1.466(2) 4_565
N2 C3 1.459(2) .
N2 C2 1.463(2) .
C2 H21 0.94(2) .
C2 H22 0.99(2) .
C2 H23 0.99(2) .
C1 H11 0.91(2) .
C1 H12 1.02(3) .
C1 H13 0.98(2) .
C3 H31 0.98(3) .
C3 H32 0.93(3) .
C3 H33 0.97(2) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O1 P1 N1 C1 69.33(12) . .
N2 P1 N1 C1 -169.40(12) 4_565 .
N2 P1 N1 C1 -51.93(14) . .
O1 P1 N1 C1 -69.33(12) . 4_565
N2 P1 N1 C1 51.93(14) 4_565 4_565
N2 P1 N1 C1 169.40(12) . 4_565
O1 P1 N2 C3 29.73(15) . .
N2 P1 N2 C3 -93.86(14) 4_565 .
N1 P1 N2 C3 156.78(13) . .
O1 P1 N2 C2 -179.94(12) . .
N2 P1 N2 C2 56.5(2) 4_565 .
N1 P1 N2 C2 -52.89(13) . .
