#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/04/4310430.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_4310430
loop_
_publ_author_name
'Eric Rivard'
'Alan J. Lough'
'Tristram Chivers'
'Ian Manners'
_publ_section_title
;
 Synthesis of Linear and Cyclic Carbophosphazenes via an Oxidative
 Chlorination Strategy
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              802
_journal_page_last               811
_journal_paper_doi               10.1021/ic034954c
_journal_volume                  43
_journal_year                    2004
_chemical_formula_moiety         'C23 H24 Cl N2 P'
_chemical_formula_sum            'C23 H24 Cl N2 P'
_chemical_formula_weight         394.86
_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                98.5040(12)
_cell_angle_beta                 91.0030(12)
_cell_angle_gamma                106.5820(11)
_cell_formula_units_Z            2
_cell_length_a                   9.6700(2)
_cell_length_b                   10.5020(2)
_cell_length_c                   10.6120(2)
_cell_measurement_reflns_used    11167
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.6
_cell_volume                     1019.49(4)
_computing_cell_refinement       'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2002)'
_computing_data_reduction        Denzo-SMN
_computing_molecular_graphics    'SHELXTL V6.12'
_computing_publication_material  'SHELXTL V6.12'
_computing_structure_refinement  'SHELXTL V6.12(Sheldrick, 2001)'
_computing_structure_solution    'SIR-92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      150(1)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offsets'
_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  0.0542
_diffrn_reflns_av_sigmaI/netI    0.0462
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15494
_diffrn_reflns_theta_full        27.59
_diffrn_reflns_theta_max         27.59
_diffrn_reflns_theta_min         2.59
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.276
_exptl_absorpt_correction_T_max  0.946
_exptl_absorpt_correction_T_min  0.757
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995) 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.017(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   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         4693
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0372
_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)+(0.0559P)²+0.3706P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1082
_reflns_number_gt                4018
_reflns_number_total             4693
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic034954csi20031103_051734_2.cif
_cod_data_source_block           compound(5)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_original_cell_volume        1019.49(3)
_cod_database_code               4310430
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
Cl1 Cl 0.51802(4) 0.06382(4) 0.27690(3) 0.02736(12) Uani 1 1 d . . .
P1 P 0.72735(4) 0.05294(3) 0.30603(3) 0.01907(12) Uani 1 1 d . . .
N1 N 1.03548(13) 0.24964(12) 0.14733(12) 0.0237(3) Uani 1 1 d . . .
N2 N 0.83007(13) 0.07836(12) 0.19700(11) 0.0212(3) Uani 1 1 d . . .
C1 C 0.89917(15) 0.19449(14) 0.14652(13) 0.0203(3) Uani 1 1 d . . .
C2 C 0.80253(15) 0.25467(14) 0.07747(13) 0.0209(3) Uani 1 1 d . . .
C3 C 0.66614(16) 0.17836(15) 0.02351(13) 0.0247(3) Uani 1 1 d . . .
H3A H 0.6330 0.0851 0.0286 0.030 Uiso 1 1 calc R . .
C4 C 0.57826(17) 0.23764(17) -0.03769(14) 0.0286(3) Uani 1 1 d . . .
H4A H 0.4852 0.1847 -0.0733 0.034 Uiso 1 1 calc R . .
C5 C 0.62533(18) 0.37300(17) -0.04711(15) 0.0309(3) Uani 1 1 d . . .
H5A H 0.5645 0.4132 -0.0882 0.037 Uiso 1 1 calc R . .
C6 C 0.76218(19) 0.44985(17) 0.00386(16) 0.0319(4) Uani 1 1 d . . .
H6A H 0.7957 0.5426 -0.0035 0.038 Uiso 1 1 calc R . .
C7 C 0.84993(17) 0.39091(15) 0.06555(14) 0.0267(3) Uani 1 1 d . . .
H7A H 0.9434 0.4439 0.1001 0.032 Uiso 1 1 calc R . .
C8 C 1.14511(16) 0.19984(14) 0.20765(14) 0.0236(3) Uani 1 1 d . . .
C9 C 1.29018(17) 0.30605(17) 0.20082(19) 0.0355(4) Uani 1 1 d . . .
H9A H 1.3064 0.3169 0.1116 0.053 Uiso 1 1 calc R . .
H9B H 1.3683 0.2771 0.2363 0.053 Uiso 1 1 calc R . .
H9C H 1.2885 0.3921 0.2502 0.053 Uiso 1 1 calc R . .
C10 C 1.14912(17) 0.06619(16) 0.13032(15) 0.0288(3) Uani 1 1 d . . .
H10A H 1.1631 0.0769 0.0408 0.043 Uiso 1 1 calc R . .
H10B H 1.0577 -0.0029 0.1360 0.043 Uiso 1 1 calc R . .
H10C H 1.2291 0.0389 0.1645 0.043 Uiso 1 1 calc R . .
C11 C 1.12291(17) 0.18585(16) 0.34830(14) 0.0281(3) Uani 1 1 d . . .
H11A H 1.0307 0.1182 0.3549 0.042 Uiso 1 1 calc R . .
H11B H 1.1219 0.2726 0.3966 0.042 Uiso 1 1 calc R . .
H11C H 1.2020 0.1578 0.3832 0.042 Uiso 1 1 calc R . .
C12 C 0.69661(15) -0.11810(14) 0.33155(13) 0.0210(3) Uani 1 1 d . . .
C13 C 0.79322(19) -0.18713(16) 0.28394(16) 0.0317(3) Uani 1 1 d . . .
H13A H 0.8758 -0.1423 0.2433 0.038 Uiso 1 1 calc R . .
C14 C 0.7681(2) -0.32172(17) 0.29616(19) 0.0386(4) Uani 1 1 d . . .
H14A H 0.8337 -0.3688 0.2638 0.046 Uiso 1 1 calc R . .
C15 C 0.6487(2) -0.38702(16) 0.35487(18) 0.0361(4) Uani 1 1 d . . .
H15A H 0.6311 -0.4795 0.3612 0.043 Uiso 1 1 calc R . .
C16 C 0.55438(18) -0.31868(17) 0.40461(18) 0.0352(4) Uani 1 1 d . . .
H16A H 0.4734 -0.3637 0.4469 0.042 Uiso 1 1 calc R . .
C17 C 0.57764(17) -0.18417(16) 0.39296(15) 0.0285(3) Uani 1 1 d . . .
H17A H 0.5123 -0.1374 0.4269 0.034 Uiso 1 1 calc R . .
C18 C 0.77783(15) 0.17227(14) 0.45154(13) 0.0215(3) Uani 1 1 d . . .
C19 C 0.79185(16) 0.13550(15) 0.57027(14) 0.0258(3) Uani 1 1 d . . .
H19A H 0.7775 0.0436 0.5776 0.031 Uiso 1 1 calc R . .
C20 C 0.82711(19) 0.23384(18) 0.67895(15) 0.0341(4) Uani 1 1 d . . .
H20A H 0.8358 0.2089 0.7606 0.041 Uiso 1 1 calc R . .
C21 C 0.84947(18) 0.36793(18) 0.66773(16) 0.0351(4) Uani 1 1 d . . .
H21A H 0.8726 0.4348 0.7419 0.042 Uiso 1 1 calc R . .
C22 C 0.83828(19) 0.40463(16) 0.54943(17) 0.0338(4) Uani 1 1 d . . .
H22A H 0.8555 0.4969 0.5424 0.041 Uiso 1 1 calc R . .
C23 C 0.80225(18) 0.30842(15) 0.44079(15) 0.0290(3) Uani 1 1 d . . .
H23A H 0.7941 0.3343 0.3595 0.035 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'
Cl Cl 0.1484 0.1585 '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
N2 P1 C12 108.63(7) . . ?
N2 P1 C18 116.13(7) . . ?
C12 P1 C18 112.82(7) . . ?
N2 P1 Cl1 117.98(5) . . ?
C12 P1 Cl1 102.26(5) . . ?
C18 P1 Cl1 98.06(5) . . ?
C1 N1 C8 123.71(13) . . ?
C1 N2 P1 132.73(10) . . ?
N1 C1 N2 126.68(13) . . ?
N1 C1 C2 117.12(13) . . ?
N2 C1 C2 116.08(12) . . ?
C3 C2 C7 118.41(13) . . ?
C3 C2 C1 121.99(13) . . ?
C7 C2 C1 119.60(13) . . ?
C4 C3 C2 120.57(14) . . ?
C5 C4 C3 120.51(15) . . ?
C4 C5 C6 119.63(14) . . ?
C5 C6 C7 119.94(15) . . ?
C6 C7 C2 120.92(14) . . ?
N1 C8 C10 109.71(12) . . ?
N1 C8 C9 105.40(12) . . ?
C10 C8 C9 108.96(13) . . ?
N1 C8 C11 113.88(12) . . ?
C10 C8 C11 110.56(12) . . ?
C9 C8 C11 108.10(13) . . ?
C17 C12 C13 119.54(14) . . ?
C17 C12 P1 122.04(11) . . ?
C13 C12 P1 118.39(11) . . ?
C14 C13 C12 119.73(15) . . ?
C15 C14 C13 120.36(16) . . ?
C14 C15 C16 120.24(15) . . ?
C15 C16 C17 120.16(15) . . ?
C16 C17 C12 119.94(15) . . ?
C19 C18 C23 119.94(13) . . ?
C19 C18 P1 123.35(11) . . ?
C23 C18 P1 116.71(11) . . ?
C18 C19 C20 119.80(14) . . ?
C21 C20 C19 119.92(15) . . ?
C22 C21 C20 120.22(15) . . ?
C21 C22 C23 120.65(15) . . ?
C22 C23 C18 119.46(15) . . ?
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
Cl1 P1 2.0801(5) . ?
P1 N2 1.5417(12) . ?
P1 C12 1.7973(14) . ?
P1 C18 1.8015(14) . ?
N1 C1 1.2788(19) . ?
N1 C8 1.4829(18) . ?
N2 C1 1.4005(18) . ?
C1 C2 1.5032(19) . ?
C2 C3 1.394(2) . ?
C2 C7 1.398(2) . ?
C3 C4 1.391(2) . ?
C4 C5 1.383(2) . ?
C5 C6 1.390(2) . ?
C6 C7 1.390(2) . ?
C8 C10 1.529(2) . ?
C8 C9 1.533(2) . ?
C8 C11 1.534(2) . ?
C12 C17 1.391(2) . ?
C12 C13 1.396(2) . ?
C13 C14 1.390(2) . ?
C14 C15 1.375(3) . ?
C15 C16 1.380(3) . ?
C16 C17 1.390(2) . ?
C18 C19 1.387(2) . ?
C18 C23 1.403(2) . ?
C19 C20 1.395(2) . ?
C20 C21 1.386(3) . ?
C21 C22 1.378(3) . ?
C22 C23 1.383(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660874
