#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:56:46 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179270 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/90/4319042.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_4319042
loop_
_publ_author_name
'June-Ho Jung'
'Hongming Zhang'
'Patty Wisian-Neilson'
_publ_section_title
;
 Deprotonation-Substitution Reactions of Cyclic Methylphenylphosphazenes:
 Synthesis and Structures of Nongeminal P-Ethyl, P-Phenyl
 Cyclotriphosphazenes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6720
_journal_page_last               6725
_journal_paper_doi               10.1021/ic0259080
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C24 H30 N3 P3'
_chemical_formula_weight         453.42
_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                 126.30(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   29.488(2)
_cell_length_b                   9.839(1)
_cell_length_c                   21.172(2)
_cell_measurement_reflns_used    35
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      10
_cell_volume                     4950.6(10)
_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 0.461
_diffrn_measured_fraction_theta_max 0.461
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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  0.017
_diffrn_reflns_av_sigmaI/netI    0.038
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            4380
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.24
_diffrn_standards_decay_%        13.95
_diffrn_standards_interval_count 147
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_type   n/a
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.40
_refine_diff_density_min         -0.30
_refine_diff_density_rms         0.04
_refine_ls_extinction_coef       0.0007(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.02
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         4272
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.02
_refine_ls_R_factor_all          0.060
_refine_ls_R_factor_gt           0.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0619P)²+4.2920P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.117
_refine_ls_wR_factor_ref         0.124
_reflns_number_gt                3442
_reflns_number_total             4272
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0259080_3.cif
_cod_data_source_block           jh-cisph
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0619P)^2^+4.2920P] 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^)+(0.0619P)^2^+4.2920P] 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        4950.6(8)
_cod_database_code               4319042
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.20720(2) 0.16822(7) 0.19574(3) 0.03996(19) Uani 1 d . . .
P2 P 0.09974(2) 0.28257(7) 0.09526(3) 0.04127(19) Uani 1 d . . .
P3 P 0.11413(2) 0.00321(6) 0.09451(3) 0.03979(19) Uani 1 d . . .
N1 N 0.16561(8) 0.2960(2) 0.16522(11) 0.0447(5) Uani 1 d . . .
N2 N 0.07384(7) 0.1328(2) 0.07110(11) 0.0434(5) Uani 1 d . . .
N3 N 0.17830(8) 0.0211(2) 0.16841(11) 0.0438(5) Uani 1 d . . .
C1 C 0.25444(10) 0.1719(3) 0.30123(14) 0.0540(7) Uani 1 d . . .
H1A H 0.2803 0.0959 0.3191 0.065 Uiso 1 calc R . .
H1B H 0.2765 0.2547 0.3175 0.065 Uiso 1 calc R . .
C2 C 0.06117(12) 0.3787(3) 0.12142(16) 0.0597(7) Uani 1 d . . .
H2A H 0.0743 0.4720 0.1318 0.072 Uiso 1 calc R . .
H2B H 0.0216 0.3789 0.0776 0.072 Uiso 1 calc R . .
C3 C 0.08448(11) -0.1377(3) 0.11215(16) 0.0552(7) Uani 1 d . . .
H3A H 0.0454 -0.1482 0.0676 0.066 Uiso 1 calc R . .
H3B H 0.1043 -0.2200 0.1165 0.066 Uiso 1 calc R . .
C4 C 0.22540(13) 0.1651(4) 0.34071(17) 0.0696(8) Uani 1 d . . .
H4A H 0.2531 0.1553 0.3962 0.104 Uiso 1 calc R . .
H4B H 0.2003 0.0886 0.3208 0.104 Uiso 1 calc R . .
H4C H 0.2044 0.2471 0.3301 0.104 Uiso 1 calc R . .
C5 C 0.06774(14) 0.3217(4) 0.19275(19) 0.0811(10) Uani 1 d . . .
H5A H 0.0449 0.3729 0.2027 0.122 Uiso 1 calc R . .
H5B H 0.1065 0.3276 0.2373 0.122 Uiso 1 calc R . .
H5C H 0.0560 0.2283 0.1835 0.122 Uiso 1 calc R . .
C6 C 0.08754(13) -0.1214(4) 0.18580(18) 0.0746(9) Uani 1 d . . .
H6A H 0.0702 -0.1983 0.1915 0.112 Uiso 1 calc R . .
H6B H 0.0682 -0.0400 0.1820 0.112 Uiso 1 calc R . .
H6C H 0.1262 -0.1156 0.2305 0.112 Uiso 1 calc R . .
C11 C 0.25371(9) 0.1861(3) 0.16696(14) 0.0433(5) Uani 1 d . . .
C12 C 0.24713(12) 0.2924(3) 0.11965(16) 0.0566(7) Uani 1 d . . .
H12 H 0.2200 0.3586 0.1050 0.068 Uiso 1 calc R . .
C13 C 0.28060(15) 0.3011(4) 0.0940(2) 0.0727(9) Uani 1 d . . .
H13 H 0.2756 0.3725 0.0617 0.087 Uiso 1 calc R . .
C14 C 0.32100(15) 0.2050(4) 0.1159(2) 0.0789(10) Uani 1 d . . .
H14 H 0.3436 0.2114 0.0989 0.095 Uiso 1 calc R . .
C15 C 0.32801(13) 0.0993(4) 0.1631(2) 0.0783(10) Uani 1 d . . .
H15 H 0.3553 0.0338 0.1779 0.094 Uiso 1 calc R . .
C16 C 0.29470(11) 0.0897(3) 0.18896(18) 0.0612(7) Uani 1 d . . .
H16 H 0.2999 0.0180 0.2213 0.073 Uiso 1 calc R . .
C21 C 0.08561(9) 0.3711(3) 0.01017(14) 0.0449(6) Uani 1 d . . .
C22 C 0.05398(12) 0.3115(3) -0.06276(16) 0.0596(7) Uani 1 d . . .
H22 H 0.0386 0.2256 -0.0692 0.072 Uiso 1 calc R . .
C23 C 0.04497(16) 0.3798(4) -0.12685(19) 0.0780(9) Uani 1 d . . .
H23 H 0.0236 0.3392 -0.1761 0.094 Uiso 1 calc R . .
C24 C 0.06715(15) 0.5052(4) -0.1181(2) 0.0789(10) Uani 1 d . . .
H24 H 0.0612 0.5501 -0.1611 0.095 Uiso 1 calc R . .
C25 C 0.09848(15) 0.5659(4) -0.0455(2) 0.0816(10) Uani 1 d . . .
H25 H 0.1136 0.6520 -0.0394 0.098 Uiso 1 calc R . .
C26 C 0.10734(13) 0.4995(3) 0.01772(19) 0.0676(8) Uani 1 d . . .
H26 H 0.1283 0.5414 0.0666 0.081 Uiso 1 calc R . .
C31 C 0.11094(11) -0.0465(3) 0.00949(14) 0.0466(6) Uani 1 d . . .
C32 C 0.15977(13) -0.0625(3) 0.01462(18) 0.0616(7) Uani 1 d . . .
H32 H 0.1947 -0.0544 0.0629 0.074 Uiso 1 calc R . .
C33 C 0.15671(17) -0.0904(4) -0.0519(2) 0.0813(11) Uani 1 d . . .
H33 H 0.1896 -0.1013 -0.0480 0.098 Uiso 1 calc R . .
C34 C 0.10585(19) -0.1019(4) -0.1230(2) 0.0870(11) Uani 1 d . . .
H34 H 0.1041 -0.1186 -0.1676 0.104 Uiso 1 calc R . .
C35 C 0.05709(17) -0.0889(4) -0.12888(18) 0.0804(10) Uani 1 d . . .
H35 H 0.0224 -0.0980 -0.1774 0.096 Uiso 1 calc R . .
C36 C 0.05927(12) -0.0622(3) -0.06288(16) 0.0628(7) Uani 1 d . . .
H36 H 0.0261 -0.0549 -0.0670 0.075 Uiso 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'
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
_geom_angle_publ_flag
N1 P1 N3 116.52(10) . . y
N1 P1 C1 109.27(12) . . y
N3 P1 C1 108.72(12) . . y
N1 P1 C11 109.88(11) . . y
N3 P1 C11 108.25(11) . . y
C1 P1 C11 103.39(11) . . y
N2 P2 N1 117.33(10) . . y
N2 P2 C2 108.27(13) . . y
N1 P2 C2 108.21(12) . . y
N2 P2 C21 109.86(11) . . y
N1 P2 C21 108.54(11) . . y
C2 P2 C21 103.77(13) . . y
N3 P3 N2 116.43(11) . . y
N3 P3 C3 108.79(11) . . y
N2 P3 C3 108.36(12) . . y
N3 P3 C31 109.71(11) . . y
N2 P3 C31 108.24(11) . . y
C3 P3 C31 104.67(13) . . y
P1 N1 P2 121.80(13) . . y
P2 N2 P3 120.43(11) . . y
P3 N3 P1 121.39(12) . . y
C4 C1 P1 114.15(18) . . ?
C5 C2 P2 112.5(2) . . ?
C6 C3 P3 113.1(2) . . ?
C16 C11 C12 118.9(2) . . ?
C16 C11 P1 120.4(2) . . ?
C12 C11 P1 120.6(2) . . ?
C11 C12 C13 120.4(3) . . ?
C14 C13 C12 120.3(3) . . ?
C15 C14 C13 119.8(3) . . ?
C14 C15 C16 120.4(3) . . ?
C15 C16 C11 120.3(3) . . ?
C22 C21 C26 118.6(3) . . ?
C22 C21 P2 121.0(2) . . ?
C26 C21 P2 120.4(2) . . ?
C21 C22 C23 120.0(3) . . ?
C24 C23 C22 120.5(3) . . ?
C23 C24 C25 119.9(3) . . ?
C26 C25 C24 119.9(3) . . ?
C25 C26 C21 121.1(3) . . ?
C32 C31 C36 118.9(3) . . ?
C32 C31 P3 120.8(2) . . ?
C36 C31 P3 120.2(2) . . ?
C33 C32 C31 120.2(3) . . ?
C34 C33 C32 120.5(3) . . ?
C33 C34 C35 120.0(3) . . ?
C34 C35 C36 120.4(3) . . ?
C35 C36 C31 120.0(3) . . ?
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 1.601(2) . y
P1 N3 1.604(2) . y
P1 C1 1.802(2) . y
P1 C11 1.809(2) . y
P2 N2 1.598(2) . y
P2 N1 1.6056(19) . y
P2 C2 1.800(3) . y
P2 C21 1.814(2) . y
P3 N3 1.5981(19) . y
P3 N2 1.608(2) . y
P3 C3 1.792(3) . y
P3 C31 1.813(3) . y
C1 C4 1.511(4) . ?
C2 C5 1.512(4) . ?
C3 C6 1.516(4) . ?
C11 C16 1.383(4) . ?
C11 C12 1.380(4) . ?
C12 C13 1.383(4) . ?
C13 C14 1.369(5) . ?
C14 C15 1.370(5) . ?
C15 C16 1.381(4) . ?
C21 C22 1.376(4) . ?
C21 C26 1.382(4) . ?
C22 C23 1.392(4) . ?
C23 C24 1.357(5) . ?
C24 C25 1.374(5) . ?
C25 C26 1.369(5) . ?
C31 C32 1.387(4) . ?
C31 C36 1.389(4) . ?
C32 C33 1.384(4) . ?
C33 C34 1.362(5) . ?
C34 C35 1.374(5) . ?
C35 C36 1.385(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 P1 C1 C4 177.3(2) . . . . ?
C21 P2 C2 C5 -179.5(2) . . . . ?
C31 P3 C3 C6 175.3(2) . . . . ?
N2 P1 C1 C4 -4.3(3) . . . . ?
P1 N1 P2 N2 14.8(2) . . . . ?
N1 P2 N2 P3 -19.68(19) . . . . ?
P2 N2 P3 N3 24.11(18) . . . . ?
N2 P3 N3 P1 -24.02(19) . . . . ?
P3 N3 P1 N1 19.21(19) . . . . ?
N3 P1 N1 P2 -14.38(19) . . . . ?
C14 C11 P1 C1 148(3) . . . . ?
