#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:52:49 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179159 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/20/4312076.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_4312076
loop_
_publ_author_name
'June-Ho Jung'
'Srinagesh K. Potluri'
'Hongming Zhang'
'Patty Wisian-Neilson'
_publ_contact_author
;
      Patty Wisian-Neilson
      Department of Chemistry
      Southern Methodist University
      Dallas, Texas 75275
      USA
;
_publ_contact_author_email       pwisian@smu.edu
_publ_contact_author_fax         '+1 214 768 4089'
_publ_contact_author_phone       '+1 214 768 2483'
_publ_section_title
;
 Synthesis and Structure of Nongeminally Substituted Cyclic Phosphazenes
 with Haloalkyl and Thioester Functional Groups
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7784
_journal_page_last               7791
_journal_paper_doi               10.1021/ic049063z
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C27 H30 N3 O3 P3 S3'
_chemical_formula_weight         633.63
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.409(4)
_cell_angle_beta                 101.971(5)
_cell_angle_gamma                118.379(4)
_cell_formula_units_Z            2
_cell_length_a                   11.389(1)
_cell_length_b                   11.623(1)
_cell_length_c                   14.291(1)
_cell_measurement_reflns_used    38
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      5.0
_cell_volume                     1528.6(2)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker XSCANS'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'omega scans'
_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  0.025
_diffrn_reflns_av_sigmaI/netI    0.030
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6100
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.06
_diffrn_standards_decay_%        4.27
_diffrn_standards_interval_count 147
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.433
_exptl_absorpt_correction_T_max  0.913
_exptl_absorpt_correction_T_min  0.864
_exptl_absorpt_correction_type   'phi scan'
_exptl_absorpt_process_details   'Bruker XEMP'
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.0221(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         5232
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.043
_refine_ls_R_factor_gt           0.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0497P)²+0.4955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.096
_refine_ls_wR_factor_ref         0.099
_reflns_number_gt                4476
_reflns_number_total             5232
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic049063zsi20040715_125537_1.cif
_cod_data_source_block           8_[nagesh-s]
_cod_database_code               4312076
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
P1 P 0.07042(6) 0.03615(5) 0.24781(4) 0.03889(15) Uani 1 1 d . . .
P2 P 0.11570(6) 0.22135(5) 0.42910(4) 0.03760(15) Uani 1 1 d . . .
P3 P -0.00566(6) 0.23090(5) 0.24306(4) 0.03732(15) Uani 1 1 d . . .
N1 N 0.0060(2) 0.10575(19) 0.18609(13) 0.0458(4) Uani 1 1 d . . .
N2 N 0.1227(2) 0.09405(19) 0.36934(13) 0.0444(4) Uani 1 1 d . . .
N3 N 0.0679(2) 0.29808(18) 0.36419(13) 0.0436(4) Uani 1 1 d . . .
S1 S -0.21384(7) -0.18177(7) 0.23860(5) 0.05637(18) Uani 1 1 d . . .
S2 S -0.06991(7) 0.25360(7) 0.54730(5) 0.0606(2) Uani 1 1 d . . .
S3 S -0.22423(6) 0.30001(6) 0.26507(4) 0.04987(17) Uani 1 1 d . . .
O1 O -0.3265(3) -0.2971(3) 0.03963(17) 0.1020(8) Uani 1 1 d . . .
O2 O -0.3079(2) 0.0302(2) 0.41474(19) 0.0908(7) Uani 1 1 d . . .
O3 O -0.3026(3) 0.2671(2) 0.07067(15) 0.0810(6) Uani 1 1 d . . .
C1 C -0.0603(2) -0.1489(2) 0.20513(19) 0.0496(5) Uani 1 1 d . . .
H1A H -0.0890 -0.1882 0.1318 0.060 Uiso 1 1 calc R . .
H1B H -0.0183 -0.1940 0.2360 0.060 Uiso 1 1 calc R . .
C2 C -0.0070(3) 0.1492(2) 0.49549(18) 0.0481(5) Uani 1 1 d . . .
H2A H -0.0890 0.0601 0.4486 0.058 Uiso 1 1 calc R . .
H2B H 0.0395 0.1316 0.5508 0.058 Uiso 1 1 calc R . .
C3 C -0.1934(2) 0.1679(2) 0.21079(18) 0.0472(5) Uani 1 1 d . . .
H3A H -0.2379 0.1332 0.1372 0.057 Uiso 1 1 calc R . .
H3B H -0.2383 0.0907 0.2347 0.057 Uiso 1 1 calc R . .
C11 C 0.2090(2) 0.0354(2) 0.20652(16) 0.0434(5) Uani 1 1 d . . .
C12 C 0.2245(3) 0.0601(3) 0.1176(2) 0.0623(7) Uani 1 1 d . . .
H12 H 0.1674 0.0842 0.0812 0.075 Uiso 1 1 calc R . .
C13 C 0.3247(3) 0.0489(3) 0.0828(2) 0.0782(9) Uani 1 1 d . . .
H13 H 0.3358 0.0670 0.0236 0.094 Uiso 1 1 calc R . .
C14 C 0.4075(3) 0.0110(3) 0.1355(3) 0.0742(9) Uani 1 1 d . . .
H14 H 0.4732 0.0016 0.1110 0.089 Uiso 1 1 calc R . .
C15 C 0.3943(3) -0.0130(3) 0.2240(3) 0.0694(8) Uani 1 1 d . . .
H15 H 0.4513 -0.0379 0.2597 0.083 Uiso 1 1 calc R . .
C16 C 0.2954(3) 0.0000(3) 0.2602(2) 0.0562(6) Uani 1 1 d . . .
H16 H 0.2871 -0.0151 0.3206 0.067 Uiso 1 1 calc R . .
C17 C -0.3489(3) -0.2702(3) 0.1169(2) 0.0686(7) Uani 1 1 d . . .
C18 C -0.4920(4) -0.3097(5) 0.1229(3) 0.1047(13) Uani 1 1 d . . .
H18A H -0.5434 -0.2966 0.0681 0.157 Uiso 1 1 calc R . .
H18B H -0.4802 -0.2521 0.1868 0.157 Uiso 1 1 calc R . .
H18C H -0.5442 -0.4056 0.1177 0.157 Uiso 1 1 calc R . .
C21 C 0.2867(2) 0.3485(2) 0.52642(15) 0.0415(5) Uani 1 1 d . . .
C22 C 0.3336(3) 0.4879(3) 0.5572(2) 0.0633(7) Uani 1 1 d . . .
H22 H 0.2752 0.5164 0.5290 0.076 Uiso 1 1 calc R . .
C23 C 0.4670(3) 0.5858(3) 0.6298(2) 0.0794(9) Uani 1 1 d . . .
H23 H 0.4977 0.6796 0.6500 0.095 Uiso 1 1 calc R . .
C24 C 0.5533(3) 0.5457(3) 0.6716(2) 0.0709(8) Uani 1 1 d . . .
H24 H 0.6432 0.6122 0.7198 0.085 Uiso 1 1 calc R . .
C25 C 0.5081(3) 0.4076(4) 0.6430(2) 0.0715(8) Uani 1 1 d . . .
H25 H 0.5673 0.3805 0.6722 0.086 Uiso 1 1 calc R . .
C26 C 0.3749(3) 0.3083(3) 0.5708(2) 0.0598(6) Uani 1 1 d . . .
H26 H 0.3443 0.2146 0.5521 0.072 Uiso 1 1 calc R . .
C27 C -0.2543(3) 0.1431(3) 0.4791(2) 0.0604(6) Uani 1 1 d . . .
C28 C -0.3392(3) 0.2017(4) 0.5068(3) 0.0824(9) Uani 1 1 d . . .
H28A H -0.4033 0.1918 0.4459 0.124 Uiso 1 1 calc R . .
H28B H -0.2760 0.2986 0.5476 0.124 Uiso 1 1 calc R . .
H28C H -0.3928 0.1524 0.5447 0.124 Uiso 1 1 calc R . .
C31 C 0.0632(2) 0.3666(2) 0.18987(16) 0.0403(5) Uani 1 1 d . . .
C32 C 0.0991(3) 0.4992(2) 0.24082(19) 0.0527(6) Uani 1 1 d . . .
H32 H 0.0907 0.5192 0.3045 0.063 Uiso 1 1 calc R . .
C33 C 0.1472(3) 0.6025(3) 0.1987(2) 0.0642(7) Uani 1 1 d . . .
H33 H 0.1700 0.6911 0.2336 0.077 Uiso 1 1 calc R . .
C34 C 0.1615(3) 0.5745(3) 0.1051(2) 0.0656(7) Uani 1 1 d . . .
H34 H 0.1948 0.6441 0.0768 0.079 Uiso 1 1 calc R . .
C35 C 0.1265(3) 0.4441(3) 0.0541(2) 0.0707(8) Uani 1 1 d . . .
H35 H 0.1359 0.4253 -0.0093 0.085 Uiso 1 1 calc R . .
C36 C 0.0773(3) 0.3393(3) 0.09512(19) 0.0576(6) Uani 1 1 d . . .
H36 H 0.0537 0.2508 0.0594 0.069 Uiso 1 1 calc R . .
C37 C -0.2840(3) 0.3321(3) 0.1547(2) 0.0572(6) Uani 1 1 d . . .
C38 C -0.3073(5) 0.4498(4) 0.1765(3) 0.0922(11) Uani 1 1 d . . .
H38A H -0.2563 0.5152 0.1460 0.138 Uiso 1 1 calc R . .
H38B H -0.2733 0.4955 0.2488 0.138 Uiso 1 1 calc R . .
H38C H -0.4071 0.4140 0.1485 0.138 Uiso 1 1 calc R . .
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
_geom_angle_publ_flag
N1 P1 N2 118.22(9) . . y
N1 P1 C11 109.56(10) . . y
N2 P1 C11 110.53(10) . . y
N1 P1 C1 108.79(11) . . y
N2 P1 C1 107.65(11) . . y
C11 P1 C1 100.61(10) . . y
N3 P2 N2 117.81(9) . . y
N3 P2 C21 108.69(10) . . y
N2 P2 C21 108.77(10) . . y
N3 P2 C2 109.69(10) . . y
N2 P2 C2 105.11(10) . . y
C21 P2 C2 106.15(10) . . y
N3 P3 N1 117.67(9) . . y
N3 P3 C31 108.68(10) . . y
N1 P3 C31 109.10(10) . . y
N3 P3 C3 108.25(11) . . y
N1 P3 C3 107.56(10) . . y
C31 P3 C3 104.84(10) . . y
P1 N1 P3 121.60(11) . . y
P1 N2 P2 121.58(11) . . y
P2 N3 P3 121.42(11) . . y
C17 S1 C1 100.96(13) . . ?
C27 S2 C2 100.89(12) . . ?
C37 S3 C3 100.22(12) . . ?
S1 C1 P1 110.92(12) . . ?
S2 C2 P2 116.52(12) . . ?
S3 C3 P3 112.88(12) . . ?
C12 C11 C16 119.1(2) . . ?
C12 C11 P1 120.95(18) . . ?
C16 C11 P1 119.80(18) . . ?
C11 C12 C13 120.3(3) . . ?
C14 C13 C12 120.0(3) . . ?
C15 C14 C13 120.6(3) . . ?
C14 C15 C16 119.7(3) . . ?
C11 C16 C15 120.3(3) . . ?
O1 C17 C18 124.9(3) . . ?
O1 C17 S1 123.0(2) . . ?
C18 C17 S1 112.1(2) . . ?
C22 C21 C26 118.7(2) . . ?
C22 C21 P2 120.68(18) . . ?
C26 C21 P2 120.59(18) . . ?
C21 C22 C23 120.5(3) . . ?
C24 C23 C22 120.4(3) . . ?
C23 C24 C25 120.1(3) . . ?
C24 C25 C26 120.3(3) . . ?
C25 C26 C21 120.0(3) . . ?
O2 C27 C28 122.8(3) . . ?
O2 C27 S2 123.3(2) . . ?
C28 C27 S2 113.9(2) . . ?
C32 C31 C36 118.5(2) . . ?
C32 C31 P3 120.74(17) . . ?
C36 C31 P3 120.68(18) . . ?
C33 C32 C31 121.0(2) . . ?
C34 C33 C32 119.9(3) . . ?
C35 C34 C33 119.6(2) . . ?
C34 C35 C36 121.1(3) . . ?
C35 C36 C31 119.8(2) . . ?
O3 C37 C38 123.3(3) . . ?
O3 C37 S3 123.3(2) . . ?
C38 C37 S3 113.4(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N1 1.5962(18) . y
P1 N2 1.5975(18) . y
P1 C11 1.799(2) . y
P1 C1 1.810(2) . y
P2 N3 1.5910(17) . y
P2 N2 1.6015(17) . y
P2 C21 1.800(2) . y
P2 C2 1.818(2) . y
P3 N3 1.5968(17) . y
P3 N1 1.5993(18) . y
P3 C31 1.797(2) . y
P3 C3 1.814(2) . y
S1 C17 1.769(3) . ?
S1 C1 1.793(2) . ?
S2 C27 1.761(3) . ?
S2 C2 1.796(2) . ?
S3 C37 1.766(3) . ?
S3 C3 1.799(2) . ?
O1 C17 1.198(4) . ?
O2 C27 1.212(3) . ?
O3 C37 1.201(3) . ?
C11 C12 1.384(3) . ?
C11 C16 1.386(3) . ?
C12 C13 1.385(4) . ?
C13 C14 1.372(5) . ?
C14 C15 1.370(4) . ?
C15 C16 1.390(4) . ?
C17 C18 1.496(4) . ?
C21 C22 1.379(3) . ?
C21 C26 1.389(3) . ?
C22 C23 1.384(4) . ?
C23 C24 1.357(4) . ?
C24 C25 1.370(4) . ?
C25 C26 1.383(4) . ?
C27 C28 1.495(4) . ?
C31 C32 1.381(3) . ?
C31 C36 1.389(3) . ?
C32 C33 1.378(3) . ?
C33 C34 1.375(4) . ?
C34 C35 1.362(4) . ?
C35 C36 1.382(4) . ?
C37 C38 1.500(4) . ?
