#------------------------------------------------------------------------------
#$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $
#$Revision: 32112 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003644.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_2003644
loop_
_publ_author_name
'Baenziger, N. C.'
'Burton, D. J.'
'Modak, A. S.'
_publ_contact_author             'Norman C. Baenziger'
_publ_section_title
;
 Triethylammonium Isopropyl
 [(Aminosulfonyl)(difluoro)methyl]phosphonate
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1355
_journal_page_last               1356
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C10 H25 F2 N2 O5 P1 S1'
_chemical_formula_sum            'C10 H25 F2 N2 O5 P S'
_chemical_formula_weight         354.356
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           'MolEN (Fair, 1990)'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.479(2)
_cell_length_b                   12.221(5)
_cell_length_c                   19.306(6)
_cell_measurement_reflns_used    16
_cell_measurement_temperature    295
_cell_measurement_theta_max      25
_cell_measurement_theta_min      20
_cell_volume                     1764.6(10)
_computing_cell_refinement       'CAD4 Software'
_computing_data_collection       'CAD4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'CAD4 Software'
_computing_molecular_graphics    'CAD4 Software'
_computing_publication_material  'CAD4 Software'
_computing_structure_refinement  'CAD4 Software'
_computing_structure_solution    'CAD4 Software'
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       'profile data from \q-2\q scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.024
_diffrn_reflns_limit_h_max       +7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       +18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13199
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        <4.6
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.311
_exptl_absorpt_correction_T_max  '0.95 (estimated)'
_exptl_absorpt_correction_T_min  '0.92 (estimated)'
_exptl_absorpt_correction_type   none?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.33
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.2
_refine_diff_density_min         -0.2
_refine_ls_extinction_coef       2.8E-7
_refine_ls_goodness_of_fit_obs   1.17
_refine_ls_hydrogen_treatment
'fixed at idealized positions, atomic displace'
_refine_ls_number_parameters     191
_refine_ls_number_reflns         1510
_refine_ls_R_factor_obs          0.034
_refine_ls_shift/esd_max         0.22
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'w = 1/[\s^2^(F)+(0.04F)^2^]'
_refine_ls_wR_factor_obs         0.056
_reflns_number_observed          1510
_reflns_number_total             1810
_reflns_observed_criterion       I>3\s
_[local]_cod_data_source_file    cr1095.cif
_[local]_cod_data_source_block   burton1
_[local]_cod_chemical_formula_sum_orig ' C10 H25 F2 N2 O5 P1 S1'
_cod_original_cell_volume        1764.5(1.0)
_cod_database_code               2003644
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
S 0.4434(1) 0.20935(7) 0.39365(5) 0.0389(3)
P 0.0815(1) 0.07652(7) 0.39647(4) 0.0319(1)
F(1) 0.4150(3) -0.0016(2) 0.4048(1) 0.0546(6)
F(2) 0.3296(3) 0.0919(2) 0.4948(1) 0.0456(5)
O(1) 0.0867(3) 0.0643(2) 0.3202(1) 0.0452(6)
O(2) -0.0204(3) 0.1665(2) 0.4299(1) 0.0384(6)
O(3) 0.0316(4) -0.0394(2) 0.4281(1) 0.0450(6)
O(4) 0.5057(4) 0.1837(3) 0.3262(1) 0.0637(8)
O(5) 0.3208(4) 0.2977(2) 0.4045(2) 0.0581(8)
N(1) 0.6060(4) 0.2255(3) 0.4436(2) 0.0458(8)
N(2) 0.4797(5) 0.1206(3) 0.7456(2) 0.0557(9)
C(1) 0.3197(4) 0.0892(3) 0.4240(2) 0.0322(8)
C(2) -0.0240(6) -0.0533(3) 0.5005(2) 0.0518(10)
C(3) 0.0605(9) -0.1570(5) 0.5253(3) 0.086(1)
C(4) -0.2228(7) -0.0577(5) 0.5047(3) 0.081(1)
C(5) 0.6568(7) 0.1653(5) 0.7694(3) 0.092(1)
C(6) 0.7940(8) 0.0814(6) 0.7733(4) 0.123(3)
C(7) 0.3348(7) 0.2079(5) 0.7486(4) 0.092(1)
C(8) 0.2908(8) 0.2439(5) 0.8182(4) 0.098(3)
C(9) 0.489(1) 0.0762(6) 0.6746(3) 0.096(1)
C(10) 0.331(1) 0.0077(5) 0.6561(3) 0.104(3)
H(N1A) 0.564 0.236 0.490 0.047
H(N1B) 0.679 0.161 0.443 0.047
H(2) 0.017 0.007 0.528 0.052
H(N2) 0.446 0.064 0.777 0.054
H(3A) 0.181 -0.145 0.535 0.086
H(3B) 0.043 -0.213 0.493 0.086
H(3C) 0.000 -0.178 0.569 0.086
H(4A) -0.260 -0.094 0.465 0.081
H(4B) -0.269 0.015 0.506 0.081
H(4C) -0.257 -0.096 0.545 0.081
H(5A) 0.697 0.217 0.735 0.092
H(5B) 0.643 0.201 0.812 0.092
H(6A) 0.752 0.022 0.801 0.123
H(6B) 0.811 0.055 0.728 0.123
H(6C) 0.899 0.110 0.793 0.123
H(7A) 0.380 0.272 0.724 0.092
H(7B) 0.232 0.183 0.725 0.092
H(8A) 0.372 0.295 0.834 0.098
H(8B) 0.288 0.180 0.847 0.098
H(8C) 0.172 0.274 0.817 0.098
H(9A) 0.595 0.031 0.671 0.096
H(9B) 0.499 0.134 0.643 0.096
H(10A) 0.224 0.046 0.667 0.104
H(10B) 0.333 -0.007 0.608 0.104
H(10C) 0.335 -0.059 0.681 0.104
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_22
_atom_site_aniso_U_23
_atom_site_aniso_U_33
S 0.0268(4) -0.0065(4) -0.0015(4) 0.0485(4) 0.0014(4) 0.0411(4)
P 0.0249(3) -0.0023(4) -0.0023(4) 0.0357(4) -0.0059(4) 0.0352(4)
F(1) 0.039(1) 0.015(1) -0.000(1) 0.044(1) -0.013(1) 0.081(1)
F(2) 0.039(1) -0.003(1) -0.0076(9) 0.062(1) 0.000(1) 0.0353(9)
O(1) 0.044(1) -0.007(1) -0.008(1) 0.056(1) -0.010(1) 0.036(1)
O(2) 0.027(1) 0.002(1) -0.001(1) 0.042(1) -0.004(1) 0.046(1)
O(3) 0.047(1) -0.009(1) 0.005(1) 0.037(1) -0.004(1) 0.051(1)
O(4) 0.050(1) -0.025(2) 0.008(1) 0.101(2) -0.002(2) 0.040(1)
O(5) 0.040(1) 0.001(1) -0.011(2) 0.043(1) 0.012(1) 0.091(2)
N(1) 0.024(1) -0.000(1) -0.004(1) 0.064(2) -0.016(2) 0.049(2)
N(2) 0.050(2) -0.002(2) 0.003(2) 0.059(2) 0.024(2) 0.058(2)
C(1) 0.027(1) 0.006(1) -0.001(1) 0.037(2) -0.005(1) 0.032(1)
C(2) 0.047(2) -0.008(2) 0.007(2) 0.051(2) 0.009(2) 0.058(2)
C(3) 0.073(3) 0.009(3) -0.004(3) 0.084(3) 0.032(3) 0.102(3)
C(4) 0.050(2) -0.006(3) 0.019(3) 0.081(3) 0.034(3) 0.112(4)
C(5) 0.052(2) -0.021(3) -0.010(3) 0.117(4) 0.046(3) 0.107(4)
C(6) 0.058(3) 0.002(4) 0.001(4) 0.167(5) 0.073(4) 0.142(5)
C(7) 0.058(3) 0.020(3) 0.012(3) 0.096(4) 0.038(3) 0.125(4)
C(8) 0.087(3) 0.022(4) 0.011(4) 0.098(4) 0.003(4) 0.109(4)
C(9) 0.113(4) -0.007(5) 0.008(3) 0.123(4) 0.025(3) 0.053(2)
C(10) 0.110(4) -0.016(5) -0.029(3) 0.126(5) 0.015(4) 0.074(3)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
O(4) S O(5) . 120.7(2)
O(4) S N(1) . 109.8(2)
O(4) S C(1) . 106.4(2)
O(5) S N(1) . 108.2(2)
O(5) S C(1) . 103.5(2)
N(1) S C(1) . 107.3(2)
O(1) P O(2) . 121.40(10)
O(1) P O(3) . 107.40(10)
O(1) P C(1) . 105.40(10)
O(2) P O(3) . 111.90(10)
O(2) P C(1) . 107.80(10)
O(3) P C(1) . 100.90(10)
P O(3) C(2) . 122.4(2)
S C(1) P . 117.3(2)
S C(1) F(1) . 107.4(2)
S C(1) F(2) . 105.8(2)
P C(1) F(1) . 110.6(2)
P C(1) F(2) . 109.7(2)
F(1) C(1) F(2) . 105.2(3)
C(3) C(2) C(4) . 111.9(4)
C(3) C(2) O(3) . 106.4(4)
C(4) C(2) O(3) . 109.7(4)
N(2) C(5) C(6) . 112.4(6)
N(2) C(7) C(8) . 114.2(5)
N(2) C(9) C(10) . 113.2(5)
N(2) H(N2) O(1) 2_555 165
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
S O(4) . 1.419(3)
S O(5) . 1.431(3)
S N(1) . 1.565(3)
S C(1) . 1.832(3)
P O(1) . 1.480(2)
P O(2) . 1.485(2)
P O(3) . 1.587(2)
P C(1) . 1.865(3)
C(1) F(1) . 1.370(4)
C(1) F(2) . 1.370(4)
C(2) O(3) . 1.469(5)
C(2) C(3) . 1.494(7)
C(2) C(4) . 1.490(7)
N(2) C(5) . 1.505(6)
N(2) C(7) . 1.522(7)
N(2) C(9) . 1.476(6)
C(5) C(6) . 1.452(9)
C(7) C(8) . 1.451(9)
C(9) C(10) . 1.489(10)
N(2) O(1) 2_555 2.725(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
O(4) S C(1) P -83.6(2)
O(4) S C(1) F(1) 41.7(2)
O(4) S C(1) F(2) 153.7(2)
O(5) S C(1) P 44.6(2)
O(5) S C(1) F(1) 169.9(2)
O(5) S C(1) F(2) -78.1(2)
N(1) S C(1) P 159.0(2)
N(1) S C(1) F(1) -75.8(2)
N(1) S C(1) F(2) 36.2(2)
O(1) P O(3) C(2) -166.3(3)
O(2) P O(3) C(2) -30.8(3)
C(1) P O(3) C(2) 83.6(3)
O(1) P C(1) S 64.3(2)
O(1) P C(1) F(1) -59.4(2)
O(1) P C(1) F(2) -175.0(2)
O(2) P C(1) S -66.7(2)
O(2) P C(1) F(1) 169.6(2)
O(2) P C(1) F(2) 54.0(2)
O(3) P C(1) S 175.9(2)
O(3) P C(1) F(1) 52.2(2)
O(3) P C(1) F(2) -63.4(2)
P O(3) C(2) C(3) -141.0(3)
P O(3) C(2) C(4) 97.7(4)
C(7) N(2) C(5) C(6) 174.7(5)
C(9) N(2) C(5) C(6) -63.0(6)
C(5) N(2) C(7) C(8) -66.4(6)
C(9) N(2) C(7) C(8) 169.5(5)
C(5) N(2) C(9) C(10) 165.8(5)
C(7) N(2) C(9) C(10) -70.6(6)