#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:52:49 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179159 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/20/4312078.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_4312078
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            'C21.5 H22 Br3 Cl N3 P3'
_chemical_formula_weight         690.51
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.699(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.4817(9)
_cell_length_b                   15.4102(9)
_cell_length_c                   20.9980(13)
_cell_measurement_reflns_used    52
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      10.0
_cell_volume                     5296.8(5)
_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      293(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_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  0.039
_diffrn_reflns_av_sigmaI/netI    0.083
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            5544
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.81
_diffrn_standards_decay_%        5.59
_diffrn_standards_interval_count 147
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.868
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.572
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   'Bruker XEMP'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             2712
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.312
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       0.00038(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4612
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.980
_refine_ls_R_factor_all          0.121
_refine_ls_R_factor_gt           0.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0813P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.138
_refine_ls_wR_factor_ref         0.156
_reflns_number_gt                2675
_reflns_number_total             4612
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic049063zsi20040715_125537_3.cif
_cod_data_source_block           4[CH2Cl2]_[jh-br3co]
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'psi scan' changed to 'psi-scan'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4312078
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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 0.81136(11) -0.06384(12) 0.07405(8) 0.0378(5) Uani 1 1 d . . .
P2 P 0.90883(11) 0.08492(12) 0.08181(8) 0.0365(5) Uani 1 1 d . . .
P3 P 0.83048(11) 0.03409(12) 0.18625(8) 0.0394(5) Uani 1 1 d . . .
N1 N 0.7916(3) -0.0451(4) 0.1449(3) 0.0420(14) Uani 1 1 d . . .
N2 N 0.8661(3) 0.0050(4) 0.0421(2) 0.0398(14) Uani 1 1 d . . .
N3 N 0.8981(4) 0.0916(4) 0.1554(2) 0.0459(16) Uani 1 1 d . . .
Br1 Br 0.96615(5) -0.16547(6) 0.12447(5) 0.0694(3) Uani 1 1 d . . .
Br2 Br 1.08104(5) 0.17166(6) 0.10830(4) 0.0598(3) Uani 1 1 d . . .
Br3 Br 0.81416(6) -0.05616(6) 0.31731(4) 0.0662(3) Uani 1 1 d . . .
C1 C 0.8597(4) -0.1691(5) 0.0741(3) 0.0492(19) Uani 1 1 d . . .
H1A H 0.8658 -0.1861 0.0305 0.059 Uiso 1 1 calc R . .
H1B H 0.8256 -0.2119 0.0921 0.059 Uiso 1 1 calc R . .
C2 C 1.0168(4) 0.0748(4) 0.0739(3) 0.0414(17) Uani 1 1 d . . .
H2A H 1.0235 0.0686 0.0288 0.050 Uiso 1 1 calc R . .
H2B H 1.0374 0.0224 0.0957 0.050 Uiso 1 1 calc R . .
C3 C 0.8847(4) -0.0057(5) 0.2596(3) 0.051(2) Uani 1 1 d . . .
H3A H 0.9151 0.0418 0.2813 0.062 Uiso 1 1 calc R . .
H3B H 0.9238 -0.0491 0.2494 0.062 Uiso 1 1 calc R . .
C11 C 0.7183(4) -0.0816(4) 0.0218(3) 0.0423(18) Uani 1 1 d . . .
C12 C 0.6466(5) -0.1043(6) 0.0468(4) 0.064(2) Uani 1 1 d . . .
H12 H 0.6472 -0.1122 0.0908 0.077 Uiso 1 1 calc R . .
C13 C 0.5760(6) -0.1149(7) 0.0077(6) 0.091(3) Uani 1 1 d . . .
H13 H 0.5283 -0.1295 0.0247 0.109 Uiso 1 1 calc R . .
C14 C 0.5753(6) -0.1038(7) -0.0582(6) 0.086(3) Uani 1 1 d . . .
H14 H 0.5267 -0.1098 -0.0851 0.104 Uiso 1 1 calc R . .
C15 C 0.6454(6) -0.0842(6) -0.0836(4) 0.076(3) Uani 1 1 d . . .
H15 H 0.6452 -0.0791 -0.1278 0.091 Uiso 1 1 calc R . .
C16 C 0.7164(5) -0.0719(5) -0.0435(4) 0.057(2) Uani 1 1 d . . .
H16 H 0.7640 -0.0568 -0.0607 0.068 Uiso 1 1 calc R . .
C21 C 0.8802(4) 0.1858(5) 0.0423(3) 0.0411(17) Uani 1 1 d . . .
C22 C 0.8686(5) 0.2600(5) 0.0759(4) 0.063(2) Uani 1 1 d . . .
H22 H 0.8732 0.2581 0.1205 0.076 Uiso 1 1 calc R . .
C23 C 0.8504(6) 0.3370(6) 0.0447(6) 0.085(3) Uani 1 1 d . . .
H23 H 0.8450 0.3872 0.0684 0.102 Uiso 1 1 calc R . .
C24 C 0.8400(6) 0.3409(7) -0.0212(6) 0.080(3) Uani 1 1 d . . .
H24 H 0.8257 0.3926 -0.0425 0.096 Uiso 1 1 calc R . .
C25 C 0.8513(6) 0.2675(7) -0.0540(5) 0.078(3) Uani 1 1 d . . .
H25 H 0.8463 0.2698 -0.0985 0.094 Uiso 1 1 calc R . .
C26 C 0.8701(5) 0.1890(6) -0.0240(4) 0.062(2) Uani 1 1 d . . .
H26 H 0.8758 0.1391 -0.0480 0.074 Uiso 1 1 calc R . .
C31 C 0.7505(5) 0.1021(5) 0.2102(3) 0.0452(19) Uani 1 1 d . . .
C32 C 0.7698(6) 0.1798(5) 0.2420(4) 0.061(2) Uani 1 1 d . . .
H32 H 0.8238 0.1982 0.2503 0.073 Uiso 1 1 calc R . .
C33 C 0.7064(7) 0.2293(6) 0.2611(4) 0.083(3) Uani 1 1 d . . .
H33 H 0.7186 0.2811 0.2828 0.099 Uiso 1 1 calc R . .
C34 C 0.6276(8) 0.2043(9) 0.2489(5) 0.097(4) Uani 1 1 d . . .
H34 H 0.5865 0.2389 0.2622 0.116 Uiso 1 1 calc R . .
C35 C 0.6082(6) 0.1293(8) 0.2175(4) 0.082(3) Uani 1 1 d . . .
H35 H 0.5538 0.1126 0.2091 0.098 Uiso 1 1 calc R . .
C36 C 0.6686(5) 0.0775(6) 0.1978(4) 0.063(2) Uani 1 1 d . . .
H36 H 0.6548 0.0260 0.1762 0.076 Uiso 1 1 calc R . .
Cl1 Cl 0.9154(3) 0.3686(4) 0.2546(3) 0.231(3) Uani 1 1 d . . .
C41 C 1.0000 0.310(2) 0.2500 0.211(13) Uani 1 2 d S . .
H41A H 0.9909 0.2680 0.2128 0.253 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 117.6(3) . . y
N1 P1 C11 110.2(3) . . y
N2 P1 C11 109.2(3) . . y
N1 P1 C1 107.5(3) . . y
N2 P1 C1 109.1(3) . . y
C11 P1 C1 102.0(3) . . y
N3 P2 N2 117.9(3) . . y
N3 P2 C21 110.0(3) . . y
N2 P2 C21 110.4(3) . . y
N3 P2 C2 108.5(3) . . y
N2 P2 C2 105.2(3) . . y
C21 P2 C2 103.8(3) . . y
N1 P3 N3 117.1(3) . . y
N1 P3 C3 109.5(3) . . y
N3 P3 C3 103.5(3) . . y
N1 P3 C31 109.7(3) . . y
N3 P3 C31 110.7(3) . . y
C3 P3 C31 105.5(3) . . y
P1 N1 P3 122.6(4) . . y
P1 N2 P2 121.9(3) . . y
P2 N3 P3 121.1(4) . . y
P1 C1 Br1 110.2(4) . . ?
P2 C2 Br2 113.7(3) . . ?
P3 C3 Br3 113.5(4) . . ?
C16 C11 C12 118.8(7) . . ?
C16 C11 P1 120.6(6) . . ?
C12 C11 P1 120.6(6) . . ?
C13 C12 C11 120.5(9) . . ?
C12 C13 C14 119.7(9) . . ?
C15 C14 C13 120.5(9) . . ?
C14 C15 C16 119.5(9) . . ?
C15 C16 C11 120.9(8) . . ?
C22 C21 C26 118.8(7) . . ?
C22 C21 P2 121.9(6) . . ?
C26 C21 P2 119.3(6) . . ?
C21 C22 C23 120.8(8) . . ?
C22 C23 C24 120.8(9) . . ?
C25 C24 C23 117.9(9) . . ?
C24 C25 C26 122.6(9) . . ?
C21 C26 C25 119.0(9) . . ?
C32 C31 C36 119.0(7) . . ?
C32 C31 P3 120.1(6) . . ?
C36 C31 P3 120.9(6) . . ?
C33 C32 C31 118.3(9) . . ?
C34 C33 C32 121.8(10) . . ?
C35 C34 C33 120.3(10) . . ?
C34 C35 C36 120.3(11) . . ?
C35 C36 C31 120.3(9) . . ?
Cl1 C41 Cl1 114.6(19) 2_755 . ?
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 1.587(5) . y
P1 N2 1.591(6) . y
P1 C11 1.800(7) . y
P1 C1 1.807(7) . y
P2 N3 1.580(5) . y
P2 N2 1.604(6) . y
P2 C21 1.800(7) . y
P2 C2 1.813(7) . y
P3 N1 1.588(6) . y
P3 N3 1.617(6) . y
P3 C3 1.795(7) . y
P3 C31 1.801(8) . y
Br1 C1 1.941(7) . ?
Br2 C2 1.922(7) . ?
Br3 C3 1.938(7) . ?
C11 C16 1.376(10) . ?
C11 C12 1.392(10) . ?
C12 C13 1.353(12) . ?
C13 C14 1.394(13) . ?
C14 C15 1.360(13) . ?
C15 C16 1.374(11) . ?
C21 C22 1.368(10) . ?
C21 C26 1.383(10) . ?
C22 C23 1.373(12) . ?
C23 C24 1.377(14) . ?
C24 C25 1.348(13) . ?
C25 C26 1.382(11) . ?
C31 C32 1.390(10) . ?
C31 C36 1.396(11) . ?
C32 C33 1.390(12) . ?
C33 C34 1.351(14) . ?
C34 C35 1.350(15) . ?
C35 C36 1.376(12) . ?
Cl1 C41 1.674(17) . ?
C41 Cl1 1.674(17) 2_755 ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 P3 C3 Br3 167.1(4) . . . . ?
C31 P3 C3 Br3 50.7(5) . . . . ?
N2 P2 C2 Br2 172.5(3) . . . . ?
C21 P2 C2 Br2 56.5(4) . . . . ?
N1 P1 C1 Br1 -67.1(4) . . . . ?
C11 P1 C1 Br1 176.9(4) . . . . ?
