#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/98/1519867.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_1519867
loop_
_publ_author_name
'Shaw, R. A.'
'Davies, David B.'
'Kilic, A.'
'Yesilot, S.'
'Coles, Simon J.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C18H24N5O2P3S2
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              263
_journal_year                    2007
_chemical_formula_sum            'C18 H24 N5 O2 P3 S2'
_chemical_formula_weight         499.45
_space_group_IT_number           76
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4w'
_symmetry_space_group_name_H-M   'P 41'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.49120(10)
_cell_length_b                   11.49120(10)
_cell_length_c                   16.7890(2)
_cell_measurement_reflns_used    25190
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     2216.95(4)
_computing_cell_refinement       'DENZO, COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO, COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0181
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            41619
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.49
_exptl_absorpt_coefficient_mu    0.483
_exptl_absorpt_correction_T_max  0.8302
_exptl_absorpt_correction_T_min  0.8118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         5057
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0193
_refine_ls_R_factor_gt           0.0188
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0283P)²+0.4819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0491
_refine_ls_wR_factor_ref         0.0494
_reflns_number_gt                4976
_reflns_number_total             5057
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-263.cif
_cod_data_source_block           2007src0011
_cod_depositor_comments
;
Citation :
Shaw, R. A. and Davies, David B. and Kilic, A. and Yesilot, S and 
Coles, Simon J. and Hursthouse, Michael B. (2007) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/263)
More at:

http://ecrystals.chem.soton.ac.uk/263/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_sg_symbol_H-M      P4(1)
_cod_database_code               1519867
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+1/4'
'y, -x, z+3/4'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.82967(12) 0.70920(12) -0.03729(9) 0.0140(3) Uani 1 1 d . . .
C2 C 0.84908(14) 0.70813(13) -0.11901(9) 0.0213(3) Uani 1 1 d . . .
H2 H 0.7905 0.6799 -0.1540 0.026 Uiso 1 1 calc R . .
C3 C 0.95378(15) 0.74816(14) -0.14948(11) 0.0279(4) Uani 1 1 d . . .
H3 H 0.9674 0.7470 -0.2053 0.033 Uiso 1 1 calc R . .
C4 C 1.03847(14) 0.78984(15) -0.09812(13) 0.0323(4) Uani 1 1 d . . .
H4 H 1.1100 0.8180 -0.1189 0.039 Uiso 1 1 calc R . .
C5 C 1.01960(14) 0.79083(14) -0.01660(12) 0.0298(4) Uani 1 1 d . . .
H5 H 1.0786 0.8186 0.0182 0.036 Uiso 1 1 calc R . .
C6 C 0.91471(13) 0.75134(12) 0.01447(10) 0.0204(3) Uani 1 1 d . . .
H6 H 0.9011 0.7530 0.0703 0.024 Uiso 1 1 calc R . .
C7 C 0.83700(13) 0.29120(12) -0.05501(8) 0.0167(3) Uani 1 1 d . . .
C8 C 0.95654(13) 0.29215(13) -0.06858(9) 0.0218(3) Uani 1 1 d . . .
H8 H 0.9925 0.3590 -0.0910 0.026 Uiso 1 1 calc R . .
C9 C 1.02310(14) 0.19563(15) -0.04932(11) 0.0270(3) Uani 1 1 d . . .
H9 H 1.1047 0.1963 -0.0584 0.032 Uiso 1 1 calc R . .
C10 C 0.97046(16) 0.09820(14) -0.01675(10) 0.0286(4) Uani 1 1 d . . .
H10 H 1.0161 0.0321 -0.0034 0.034 Uiso 1 1 calc R . .
C11 C 0.85124(15) 0.09675(14) -0.00354(10) 0.0275(3) Uani 1 1 d . . .
H11 H 0.8157 0.0295 0.0186 0.033 Uiso 1 1 calc R . .
C12 C 0.78346(14) 0.19330(13) -0.02265(9) 0.0226(3) Uani 1 1 d . . .
H12 H 0.7018 0.1924 -0.0137 0.027 Uiso 1 1 calc R . .
C13 C 1.06017(12) 0.55367(13) 0.19483(10) 0.0198(3) Uani 1 1 d . . .
H13A H 1.0897 0.6045 0.2379 0.024 Uiso 1 1 calc R . .
H13B H 1.0461 0.6026 0.1473 0.024 Uiso 1 1 calc R . .
C14 C 1.15053(12) 0.46183(13) 0.17538(9) 0.0195(3) Uani 1 1 d . . .
H14A H 1.1703 0.4185 0.2245 0.023 Uiso 1 1 calc R . .
H14B H 1.2222 0.5005 0.1561 0.023 Uiso 1 1 calc R . .
C15 C 1.10837(12) 0.37624(13) 0.11235(9) 0.0179(3) Uani 1 1 d . . .
H15A H 1.0932 0.4178 0.0617 0.021 Uiso 1 1 calc R . .
H15B H 1.1688 0.3165 0.1025 0.021 Uiso 1 1 calc R . .
C16 C 0.48367(12) 0.21634(12) 0.14388(9) 0.0162(3) Uani 1 1 d . . .
H16A H 0.4673 0.1319 0.1401 0.019 Uiso 1 1 calc R . .
H16B H 0.4578 0.2534 0.0937 0.019 Uiso 1 1 calc R . .
C17 C 0.41646(12) 0.26790(12) 0.21349(9) 0.0164(3) Uani 1 1 d . . .
H17A H 0.4364 0.2249 0.2627 0.020 Uiso 1 1 calc R . .
H17B H 0.3320 0.2584 0.2039 0.020 Uiso 1 1 calc R . .
C18 C 0.44382(12) 0.39663(12) 0.22502(9) 0.0163(3) Uani 1 1 d . . .
H18A H 0.4193 0.4411 0.1774 0.020 Uiso 1 1 calc R . .
H18B H 0.4006 0.4270 0.2716 0.020 Uiso 1 1 calc R . .
N1 N 0.86790(9) 0.48911(10) 0.07770(7) 0.0130(2) Uani 1 1 d . . .
N2 N 0.78575(10) 0.35315(10) 0.19822(7) 0.0135(2) Uani 1 1 d . . .
N3 N 0.63816(10) 0.43377(10) 0.08397(7) 0.0144(2) Uani 1 1 d . . .
N4 N 0.99932(10) 0.31969(10) 0.14117(7) 0.0143(2) Uani 1 1 d . . .
N5 N 0.57017(10) 0.41113(10) 0.23776(7) 0.0133(2) Uani 1 1 d . . .
O1 O 0.95169(8) 0.49993(9) 0.21983(6) 0.0155(2) Uani 1 1 d . . .
O2 O 0.60887(8) 0.23459(8) 0.15424(6) 0.01375(19) Uani 1 1 d . . .
P1 P 0.74443(3) 0.48918(3) 0.03601(2) 0.01101(7) Uani 1 1 d . . .
P2 P 0.89259(3) 0.41507(3) 0.156757(19) 0.01033(7) Uani 1 1 d . . .
P3 P 0.65592(3) 0.36334(3) 0.166284(19) 0.01027(7) Uani 1 1 d . . .
S1 S 0.69478(3) 0.65851(3) 0.00226(2) 0.01504(7) Uani 1 1 d . . .
S2 S 0.75390(3) 0.41788(3) -0.07875(2) 0.01935(8) Uani 1 1 d . . .
H4N H 0.9792(15) 0.2624(15) 0.1096(11) 0.015(4) Uiso 1 1 d . . .
H5N H 0.5896(17) 0.4717(17) 0.2560(12) 0.025(5) Uiso 1 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'
S S 0.1246 0.1234 '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
C2 C1 C6 120.37(14) . .
C2 C1 S1 120.26(12) . .
C6 C1 S1 119.36(11) . .
C3 C2 C1 120.05(15) . .
C2 C3 C4 119.65(16) . .
C5 C4 C3 120.50(16) . .
C4 C5 C6 120.25(16) . .
C5 C6 C1 119.17(15) . .
C8 C7 C12 120.40(14) . .
C8 C7 S2 118.98(11) . .
C12 C7 S2 120.61(12) . .
C9 C8 C7 120.01(14) . .
C8 C9 C10 119.88(15) . .
C9 C10 C11 120.26(16) . .
C10 C11 C12 120.37(15) . .
C7 C12 C11 119.09(15) . .
O1 C13 C14 110.73(11) . .
C13 C14 C15 112.40(11) . .
N4 C15 C14 108.84(12) . .
O2 C16 C17 110.60(11) . .
C16 C17 C18 111.77(12) . .
N5 C18 C17 109.30(11) . .
P1 N1 P2 121.71(7) . .
P2 N2 P3 123.18(7) . .
P1 N3 P3 122.37(7) . .
C15 N4 P2 112.51(9) . .
C18 N5 P3 116.42(10) . .
C13 O1 P2 115.74(9) . .
C16 O2 P3 118.88(8) . .
N1 P1 N3 117.58(6) . .
N1 P1 S2 111.09(5) . .
N3 P1 S2 110.34(5) . .
N1 P1 S1 111.25(5) . .
N3 P1 S1 107.29(5) . .
S2 P1 S1 97.35(2) . .
N2 P2 O1 108.32(6) . .
N2 P2 N1 117.81(6) . .
O1 P2 N1 107.54(6) . .
N2 P2 N4 110.18(6) . .
O1 P2 N4 101.15(6) . .
N1 P2 N4 110.47(6) . .
O2 P3 N2 107.08(6) . .
O2 P3 N3 108.36(6) . .
N2 P3 N3 116.38(6) . .
O2 P3 N5 101.52(6) . .
N2 P3 N5 109.89(6) . .
N3 P3 N5 112.39(6) . .
C1 S1 P1 99.58(5) . .
C7 S2 P1 98.12(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.390(2) .
C1 C6 1.394(2) .
C1 S1 1.7840(14) .
C2 C3 1.386(2) .
C3 C4 1.386(3) .
C4 C5 1.386(3) .
C5 C6 1.389(2) .
C7 C8 1.392(2) .
C7 C12 1.393(2) .
C7 S2 1.7861(15) .
C8 C9 1.385(2) .
C9 C10 1.385(3) .
C10 C11 1.388(3) .
C11 C12 1.393(2) .
C13 O1 1.4530(17) .
C13 C14 1.516(2) .
C14 C15 1.524(2) .
C15 N4 1.4922(17) .
C16 O2 1.4643(16) .
C16 C17 1.521(2) .
C17 C18 1.5247(19) .
C18 N5 1.4770(17) .
N1 P1 1.5820(11) .
N1 P2 1.6019(12) .
N2 P2 1.5806(12) .
N2 P3 1.5896(11) .
N3 P1 1.5953(12) .
N3 P3 1.6145(12) .
N4 P2 1.6656(12) .
N5 P3 1.6470(12) .
O1 P2 1.5916(10) .
O2 P3 1.5881(9) .
P1 S2 2.0965(5) .
P1 S1 2.1054(5) .
