#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/44/2014448.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_2014448
loop_
_publ_author_name
'Sopková-de Oliveira Santos, Jana'
'Bauchart, Diane'
'Besset, Celine'
'Dez, Isabelle'
_publ_section_title
;
 1-Chloro-1,3,3,5,5-pentaphenoxycyclotriphosphazene: a precursor of
 functionalized cyclophosphazene derivatives
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o751
_journal_page_last               o753
_journal_paper_doi               10.1107/S0108270104018190
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C30 H25 Cl N3 O5 P3'
_chemical_formula_moiety         'C30 H25 Cl N3 O5 P3'
_chemical_formula_sum            'C30 H25 Cl N3 O5 P3'
_chemical_formula_weight         635.89
_chemical_melting_point          341
_chemical_name_systematic
;
1-Chloro-1,3,3,5,5-pentaphenoxycyclotriphosphazene
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.8044(7)
_cell_length_b                   21.3628(13)
_cell_length_c                   29.2053(15)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21
_cell_measurement_theta_min      18
_cell_volume                     6117.0(7)
_computing_cell_refinement       CAD-4-PC
_computing_data_collection       'CAD-4-PC (Enraf-Nonius, 1996)'
_computing_data_reduction        'JANA98 (Petříček & Dušek, 1998)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       θ/2θ
_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  0.0770
_diffrn_reflns_av_sigmaI/netI    0.0682
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            17273
_diffrn_reflns_theta_full        29.97
_diffrn_reflns_theta_max         29.97
_diffrn_reflns_theta_min         2.03
_diffrn_standards_decay_%        7.2
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.326
_exptl_absorpt_correction_T_max  0.706
_exptl_absorpt_correction_T_min  0.663
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   '(JANA98; Petříček & Dušek, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2624
_exptl_crystal_size_max          0.523
_exptl_crystal_size_mid          0.518
_exptl_crystal_size_min          0.407
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.268
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         8884
_refine_ls_number_restraints     75
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1230
_refine_ls_R_factor_gt           0.0512
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0617P)²+1.4945P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1251
_refine_ls_wR_factor_ref         0.1534
_reflns_number_gt                4539
_reflns_number_total             8884
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn1053.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Gaussian' changed to
'gaussian' 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_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               2014448
_cod_database_fobs_code          2014448
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cl1 0.14178(8) 0.42264(4) 0.18690(3) 0.0911(3) Uani d . 1 . . Cl
P1 0.33128(7) 0.39001(3) 0.17675(2) 0.05526(17) Uani d . 1 . . P
N2 0.3771(2) 0.41044(9) 0.12739(7) 0.0535(5) Uani d . 1 . . N
P3 0.43492(6) 0.36068(3) 0.09240(2) 0.04921(15) Uani d . 1 . . P
N4 0.41402(19) 0.28946(9) 0.10387(7) 0.0520(5) Uani d . 1 . . N
P5 0.37186(7) 0.26686(3) 0.15326(2) 0.05604(17) Uani d . 1 . . P
N6 0.3342(3) 0.31899(10) 0.18929(8) 0.0723(6) Uani d . 1 . . N
O11 0.4135(2) 0.42418(8) 0.21549(6) 0.0711(5) Uani d . 1 . . O
C111 0.4274(3) 0.48991(12) 0.21911(10) 0.0655(7) Uani d D 1 . . C
C112 0.3664(4) 0.51895(17) 0.25477(14) 0.1099(13) Uani d D 1 . . C
H112 0.3116 0.4966 0.2750 0.132 Uiso calc R 1 . . H
C113 0.3870(5) 0.5825(2) 0.26053(18) 0.1373(19) Uani d D 1 . . C
H113 0.3456 0.6030 0.2849 0.165 Uiso calc R 1 . . H
C114 0.4660(4) 0.61510(18) 0.23141(17) 0.1131(14) Uani d D 1 . . C
H114 0.4787 0.6579 0.2356 0.136 Uiso calc R 1 . . H
C115 0.5270(4) 0.58536(17) 0.19595(15) 0.1032(12) Uani d D 1 . . C
H115 0.5811 0.6079 0.1756 0.124 Uiso calc R 1 . . H
C116 0.5093(3) 0.52167(15) 0.18978(12) 0.0844(9) Uani d D 1 . . C
H116 0.5529 0.5010 0.1659 0.101 Uiso calc R 1 . . H
O31 0.38080(18) 0.37489(8) 0.04240(6) 0.0619(4) Uani d . 1 . . O
C311 0.2503(3) 0.35718(12) 0.02770(9) 0.0596(6) Uani d D 1 . . C
C312 0.1392(4) 0.3898(2) 0.03981(14) 0.1034(12) Uani d D 1 . . C
H312 0.1455 0.4226 0.0606 0.124 Uiso calc R 1 . . H
C313 0.0157(4) 0.3738(3) 0.02075(19) 0.1421(19) Uani d D 1 . . C
H313 -0.0619 0.3969 0.0278 0.171 Uiso calc R 1 . . H
C314 0.0062(5) 0.3238(3) -0.00853(18) 0.1304(18) Uani d D 1 . . C
H314 -0.0778 0.3123 -0.0207 0.156 Uiso calc R 1 . . H
C315 0.1184(6) 0.29193(19) -0.01949(14) 0.1132(15) Uani d D 1 . . C
H315 0.1122 0.2580 -0.0394 0.136 Uiso calc R 1 . . H
C316 0.2412(4) 0.30833(14) -0.00198(11) 0.0830(9) Uani d D 1 . . C
H316 0.3191 0.2862 -0.0102 0.100 Uiso calc R 1 . . H
O32 0.59324(17) 0.37116(8) 0.08417(7) 0.0664(5) Uani d . 1 . . O
C321 0.6600(2) 0.42861(11) 0.08640(9) 0.0537(6) Uani d D 1 . . C
C322 0.6157(4) 0.48016(14) 0.06423(12) 0.0877(10) Uani d D 1 . . C
H322 0.5344 0.4785 0.0479 0.105 Uiso calc R 1 . . H
C326 0.7772(3) 0.43023(15) 0.11125(14) 0.0926(10) Uani d D 1 . . C
H326 0.8079 0.3950 0.1269 0.111 Uiso calc R 1 . . H
C324 0.8052(5) 0.53627(18) 0.08800(19) 0.1169(15) Uani d D 1 . . C
H324 0.8574 0.5726 0.0869 0.140 Uiso calc R 1 . . H
C323 0.6871(4) 0.53384(17) 0.06539(16) 0.1087(13) Uani d D 1 . . C
H323 0.6543 0.5692 0.0505 0.130 Uiso calc R 1 . . H
C325 0.8503(4) 0.4866(2) 0.11258(19) 0.1208(16) Uani d D 1 . . C
H325 0.9291 0.4899 0.1302 0.145 Uiso calc R 1 . . H
O51 0.24651(18) 0.22109(8) 0.15158(7) 0.0674(5) Uani d . 1 . . O
C511 0.2378(2) 0.17115(11) 0.12018(10) 0.0592(6) Uani d D 1 . . C
C512 0.1730(3) 0.18113(14) 0.07923(12) 0.0760(8) Uani d D 1 . . C
H512 0.1398 0.2206 0.0716 0.091 Uiso calc R 1 . . H
C513 0.1581(4) 0.13160(19) 0.04967(14) 0.0942(10) Uani d D 1 . . C
H513 0.1136 0.1375 0.0219 0.113 Uiso calc R 1 . . H
C514 0.2079(4) 0.07369(18) 0.06050(16) 0.1018(12) Uani d D 1 . . C
H514 0.1994 0.0407 0.0399 0.122 Uiso calc R 1 . . H
C515 0.2706(4) 0.06451(14) 0.10190(15) 0.0976(12) Uani d D 1 . . C
H515 0.3020 0.0248 0.1097 0.117 Uiso calc R 1 . . H
C516 0.2873(3) 0.11354(13) 0.13210(12) 0.0781(8) Uani d D 1 . . C
H516 0.3314 0.1076 0.1600 0.094 Uiso calc R 1 . . H
O52 0.4855(2) 0.22160(8) 0.17332(7) 0.0695(5) Uani d . 1 . . O
C521 0.6234(3) 0.23736(12) 0.17021(9) 0.0623(6) Uani d D 1 . . C
C522 0.6829(3) 0.27531(16) 0.20214(11) 0.0844(9) Uani d D 1 . . C
H522 0.6319 0.2915 0.2262 0.101 Uiso calc R 1 . . H
C523 0.8203(4) 0.2892(2) 0.19810(13) 0.1006(11) Uani d D 1 . . C
H523 0.8609 0.3163 0.2190 0.121 Uiso calc R 1 . . H
C524 0.8957(4) 0.2641(2) 0.16436(14) 0.0976(11) Uani d D 1 . . C
H524 0.9883 0.2731 0.1622 0.117 Uiso calc R 1 . . H
C525 0.8352(4) 0.22543(19) 0.13326(15) 0.1097(13) Uani d D 1 . . C
H525 0.8866 0.2083 0.1096 0.132 Uiso calc R 1 . . H
C526 0.6986(3) 0.21157(15) 0.13661(12) 0.0873(10) Uani d D 1 . . C
H526 0.6583 0.1844 0.1157 0.105 Uiso calc R 1 . . H
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'
Cl Cl 0.1484 0.1585 '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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N6 P1 O11 105.88(12) ?
N6 P1 N2 118.69(11) ?
O11 P1 N2 112.66(11) ?
N6 P1 Cl1 108.66(11) ?
O11 P1 Cl1 101.97(9) ?
N2 P1 Cl1 107.68(9) y
P1 N2 P3 120.59(12) y
N4 P3 N2 117.82(11) y
N4 P3 O31 109.80(10) ?
N2 P3 O31 110.32(10) ?
N4 P3 O32 107.25(10) ?
N2 P3 O32 110.74(11) ?
O31 P3 O32 99.27(10) ?
P3 N4 P5 121.74(12) y
O51 P5 N4 111.55(11) ?
O51 P5 N6 106.09(12) ?
N4 P5 N6 117.12(11) y
O51 P5 O52 100.45(10) ?
N4 P5 O52 109.91(11) ?
N6 P5 O52 110.39(13) ?
P1 N6 P5 122.30(14) y
C111 O11 P1 124.42(16) ?
C112 C111 C116 121.3(3) ?
C112 C111 O11 118.1(3) ?
C116 C111 O11 120.4(2) ?
C111 C112 C113 118.7(4) ?
C111 C112 H112 120.7 ?
C113 C112 H112 120.7 ?
C114 C113 C112 121.0(4) ?
C114 C113 H113 119.5 ?
C112 C113 H113 119.5 ?
C113 C114 C115 119.7(4) ?
C113 C114 H114 120.2 ?
C115 C114 H114 120.2 ?
C114 C115 C116 120.4(4) ?
C114 C115 H115 119.8 ?
C116 C115 H115 119.8 ?
C111 C116 C115 119.0(3) ?
C111 C116 H116 120.5 ?
C115 C116 H116 120.5 ?
C311 O31 P3 122.46(15) ?
C312 C311 C316 120.9(3) ?
C312 C311 O31 121.3(3) ?
C316 C311 O31 117.5(3) ?
C311 C312 C313 118.6(4) ?
C311 C312 H312 120.7 ?
C313 C312 H312 120.7 ?
C314 C313 C312 120.4(4) ?
C314 C313 H313 119.8 ?
C312 C313 H313 119.8 ?
C315 C314 C313 119.5(4) ?
C315 C314 H314 120.2 ?
C313 C314 H314 120.2 ?
C314 C315 C316 120.7(4) ?
C314 C315 H315 119.7 ?
C316 C315 H315 119.7 ?
C315 C316 C311 119.8(4) ?
C315 C316 H316 120.1 ?
C311 C316 H316 120.1 ?
C321 O32 P3 125.24(15) ?
C322 C321 C326 120.5(3) ?
C322 C321 O32 123.1(2) ?
C326 C321 O32 116.4(2) ?
C323 C322 C321 121.1(3) ?
C323 C322 H322 119.4 ?
C321 C322 H322 119.4 ?
C321 C326 C325 118.0(3) ?
C321 C326 H326 121.0 ?
C325 C326 H326 121.0 ?
C323 C324 C325 121.0(3) ?
C323 C324 H324 119.5 ?
C325 C324 H324 119.5 ?
C324 C323 C322 119.9(4) ?
C324 C323 H323 120.1 ?
C322 C323 H323 120.1 ?
C324 C325 C326 119.4(4) ?
C324 C325 H325 120.3 ?
C326 C325 H325 120.3 ?
C511 O51 P5 122.59(15) ?
C516 C511 C512 121.8(3) ?
C516 C511 O51 119.6(3) ?
C512 C511 O51 118.6(2) ?
C511 C512 C513 118.5(3) ?
C511 C512 H512 120.7 ?
C513 C512 H512 120.7 ?
C514 C513 C512 120.9(4) ?
C514 C513 H513 119.5 ?
C512 C513 H513 119.5 ?
C513 C514 C515 119.6(3) ?
C513 C514 H514 120.2 ?
C515 C514 H514 120.2 ?
C514 C515 C516 120.6(3) ?
C514 C515 H515 119.7 ?
C516 C515 H515 119.7 ?
C511 C516 C515 118.6(3) ?
C511 C516 H516 120.7 ?
C515 C516 H516 120.7 ?
C521 O52 P5 120.57(16) ?
C526 C521 C522 120.4(3) ?
C526 C521 O52 118.7(3) ?
C522 C521 O52 120.8(3) ?
C521 C522 C523 119.0(3) ?
C521 C522 H522 120.5 ?
C523 C522 H522 120.5 ?
C524 C523 C522 120.8(4) ?
C524 C523 H523 119.6 ?
C522 C523 H523 119.6 ?
C523 C524 C525 119.4(4) ?
C523 C524 H524 120.3 ?
C525 C524 H524 120.3 ?
C524 C525 C526 120.4(4) ?
C524 C525 H525 119.8 ?
C526 C525 H525 119.8 ?
C521 C526 C525 119.8(3) ?
C521 C526 H526 120.1 ?
C525 C526 H526 120.1 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 P1 . 2.0064(10) y
P1 N6 . 1.561(2) 1
P1 O11 . 1.5693(19) y
P1 N2 . 1.572(2) y
N2 P3 . 1.580(2) y
P3 N4 . 1.571(2) y
P3 O31 . 1.5830(18) y
P3 O32 . 1.5866(17) y
N4 P5 . 1.576(2) y
P5 O51 . 1.5711(19) y
P5 N6 . 1.576(2) y
P5 O52 . 1.5871(19) y
O11 C111 . 1.415(3) ?
C111 C112 . 1.352(4) ?
C111 C116 . 1.356(4) ?
C112 C113 . 1.383(5) ?
C112 H112 . 0.9300 ?
C113 C114 . 1.345(6) ?
C113 H113 . 0.9300 ?
C114 C115 . 1.354(5) ?
C114 H114 . 0.9300 ?
C115 C116 . 1.383(4) ?
C115 H115 . 0.9300 ?
C116 H116 . 0.9300 ?
O31 C311 . 1.402(3) ?
C311 C312 . 1.341(4) ?
C311 C316 . 1.360(4) ?
C312 C313 . 1.376(5) ?
C312 H312 . 0.9300 ?
C313 C314 . 1.370(6) ?
C313 H313 . 0.9300 ?
C314 C315 . 1.333(6) ?
C314 H314 . 0.9300 ?
C315 C316 . 1.354(5) ?
C315 H315 . 0.9300 ?
C316 H316 . 0.9300 ?
O32 C321 . 1.392(3) ?
C321 C322 . 1.349(4) ?
C321 C326 . 1.360(4) ?
C322 C323 . 1.344(4) ?
C322 H322 . 0.9300 ?
C326 C325 . 1.402(4) ?
C326 H326 . 0.9300 ?
C324 C323 . 1.334(5) ?
C324 C325 . 1.355(5) ?
C324 H324 . 0.9300 ?
C323 H323 . 0.9300 ?
C325 H325 . 0.9300 ?
O51 C511 . 1.410(3) ?
C511 C516 . 1.368(4) ?
C511 C512 . 1.371(4) ?
C512 C513 . 1.373(4) ?
C512 H512 . 0.9300 ?
C513 C514 . 1.367(5) ?
C513 H513 . 0.9300 ?
C514 C515 . 1.370(5) ?
C514 H514 . 0.9300 ?
C515 C516 . 1.379(4) ?
C515 H515 . 0.9300 ?
C516 H516 . 0.9300 ?
O52 C521 . 1.396(3) ?
C521 C526 . 1.346(4) ?
C521 C522 . 1.367(4) ?
C522 C523 . 1.384(5) ?
C522 H522 . 0.9300 ?
C523 C524 . 1.343(5) ?
C523 H523 . 0.9300 ?
C524 C525 . 1.364(5) ?
C524 H524 . 0.9300 ?
C525 C526 . 1.375(5) ?
C525 H525 . 0.9300 ?
C526 H526 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C523 H523 N6 6_656 0.93 2.69 3.352(4) 129
C315 H315 N4 4_455 0.93 2.89 3.621(4) 136
C515 H515 N2 8_655 0.93 3.05 3.672(4) 126
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 3718532
