#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/10/7051070.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_7051070
loop_
_publ_author_name
'Coles, Simon J.'
'Durran, Sean E.'
'Hursthouse, Michael B.'
'Slawin, Alexandra M. Z.'
'Smith, Martin B.'
_publ_section_title
;
 Late transition metal complexes of a new P-N ligand
 Ph₂PCH₂N(H)C₅H₃(Cl-5)N: synthesis and structural studies
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              416
_journal_page_last               422
_journal_paper_doi               10.1039/b008502m
_journal_volume                  25
_journal_year                    2001
_chemical_formula_analytical     'C18 H16 Cl N2 O P '
_chemical_formula_moiety         'C18 H16 Cl N2 O P '
_chemical_formula_structural     'C18 H16 Cl N2 O P '
_chemical_formula_sum            'C18 H16 Cl N2 O P'
_chemical_formula_weight         342.76
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                98.90(4)
_cell_angle_beta                 107.85(2)
_cell_angle_gamma                106.17(3)
_cell_formula_units_Z            2
_cell_length_a                   9.226(2)
_cell_length_b                   12.365(6)
_cell_length_c                   8.559(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293.2
_cell_measurement_theta_max      18.1
_cell_measurement_theta_min      16.3
_cell_volume                     861.3(6)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan (MSC, 1992-1997)'
_computing_publication_material  'teXsan (MSC, 1992-1997)'
_computing_structure_refinement  'teXsan (MSC, 1992-1997)'
_computing_structure_solution
;
SIR92 (Altomare, et. al. 1993)
;
_diffrn_ambient_temperature      293.2
_diffrn_measurement_device_type  'Rigaku AFC7S'
_diffrn_measurement_method       ω
_diffrn_orient_matrix_UB_11      -0.04317
_diffrn_orient_matrix_UB_12      -0.03208
_diffrn_orient_matrix_UB_13      0.08343
_diffrn_orient_matrix_UB_21      -0.10771
_diffrn_orient_matrix_UB_22      0.00558
_diffrn_orient_matrix_UB_23      -0.06199
_diffrn_orient_matrix_UB_31      -0.03566
_diffrn_orient_matrix_UB_32      -0.08096
_diffrn_orient_matrix_UB_33      -0.07333
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.01543
_diffrn_reflns_av_sigmaI/netI    0.050
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3229
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.59
_diffrn_standards_decay_%        -0.14
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.316
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.959
_exptl_absorpt_correction_type
;
\y scans (North,Phillips & Matthews, 1968)
;
_exptl_crystal_colour            clear
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             356.00
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.23
_exptl_special_details
;
The scan width was (1.05+0.35tanθ)° with an ω
scan speed of 0° per minute 
(up to 5 scans to achieve I/σ(I) > 12).
Stationary background counts were recorded at each end of the
scan, and the scan time:background time ratio was 2:1.
;
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.23
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   2.399
_refine_ls_goodness_of_fit_ref   2.399
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2160
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0342
_refine_ls_shift/esd_max         0.0010
_refine_ls_shift/esd_mean        0.0550
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'w = 1/[\s^2^(Fo) + 0.00001|Fo|^2^]'
_refine_ls_wR_factor_all         0.0332
_refine_ls_wR_factor_ref         0.0332
_reflns_number_gt                2160
_reflns_number_total             3025
_reflns_threshold_expression     I>3.00σ(I)
_cod_data_source_file            b008502m.txt
_cod_data_source_block           2
_cod_depositor_comments
;
 Adding additional information from the original data file.

 Antanas Vaitkus,
 2017-02-09
;
_cod_original_formula_sum        'C18 H16 Cl N2 O P '
_cod_database_code               7051070
loop_
_symmetry_equiv_pos_as_xyz
'  +x,  +y,  +z'
'  -x,  -y,  -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_occupancy
_atom_site_refinement_flags
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
Cl(18) 0.91524(7) 0.06400(5) 1.36221(8) 0.0974(2) 1.00000 . Uani d ?
P(1) 0.23159(5) 0.34435(3) 0.99127(5) 0.0395(1) 1.00000 . Uani d ?
O(1) 0.2734(1) 0.45739(8) 0.9456(1) 0.0498(3) 1.00000 . Uani d ?
N(14) 0.5164(1) 0.3126(1) 1.0287(2) 0.0544(4) 1.00000 . Uani d ?
N(16) 0.5403(1) 0.1488(1) 1.1184(2) 0.0519(4) 1.00000 . Uani d ?
C(1) 0.0210(2) 0.2560(1) 0.8788(2) 0.0413(4) 1.00000 . Uani d ?
C(2) -0.0729(2) 0.2924(2) 0.7534(2) 0.0623(6) 1.00000 . Uani d ?
C(3) -0.2358(2) 0.2281(2) 0.6661(3) 0.0815(7) 1.00000 . Uani d ?
C(4) -0.3047(2) 0.1271(2) 0.7028(3) 0.0767(7) 1.00000 . Uani d ?
C(5) -0.2144(2) 0.0894(2) 0.8262(3) 0.0727(6) 1.00000 . Uani d ?
C(6) -0.0502(2) 0.1536(1) 0.9150(2) 0.0599(6) 1.00000 . Uani d ?
C(7) 0.2707(2) 0.3636(1) 1.2140(2) 0.0432(4) 1.00000 . Uani d ?
C(8) 0.2594(2) 0.4642(1) 1.3003(2) 0.0567(5) 1.00000 . Uani d ?
C(9) 0.2837(2) 0.4836(2) 1.4714(3) 0.0746(7) 1.00000 . Uani d ?
C(10) 0.3211(2) 0.4049(2) 1.5582(2) 0.0791(7) 1.00000 . Uani d ?
C(11) 0.3343(2) 0.3059(2) 1.4754(2) 0.0727(7) 1.00000 . Uani d ?
C(12) 0.3093(2) 0.2849(1) 1.3041(2) 0.0575(6) 1.00000 . Uani d ?
C(13) 0.3440(2) 0.2552(1) 0.9373(2) 0.0477(5) 1.00000 . Uani d ?
C(15) 0.6119(2) 0.2572(1) 1.1124(2) 0.0446(5) 1.00000 . Uani d ?
C(17) 0.6364(2) 0.0941(1) 1.1964(2) 0.0571(6) 1.00000 . Uani d ?
C(18) 0.8002(2) 0.1435(1) 1.2701(2) 0.0566(6) 1.00000 . Uani d ?
C(19) 0.8748(2) 0.2572(1) 1.2688(2) 0.0595(6) 1.00000 . Uani d ?
C(20) 0.7805(2) 0.3146(1) 1.1896(2) 0.0534(5) 1.00000 . Uani d ?
H(2) -0.025300 0.362400 0.726700 0.07470 1.00000 . Uiso c ?
H(3) -0.300000 0.254200 0.580600 0.09770 1.00000 . Uiso c ?
H(4) -0.416500 0.082800 0.641800 0.09210 1.00000 . Uiso c ?
H(5) -0.263500 0.019200 0.851500 0.08710 1.00000 . Uiso c ?
H(6) 0.013100 0.126900 1.000600 0.07180 1.00000 . Uiso c ?
H(8) 0.235000 0.520100 1.241300 0.06780 1.00000 . Uiso c ?
H(9) 0.274400 0.552000 1.529100 0.08950 1.00000 . Uiso c ?
H(10) 0.337800 0.418800 1.675800 0.09470 1.00000 . Uiso c ?
H(11) 0.360900 0.251500 1.536100 0.08730 1.00000 . Uiso c ?
H(12) 0.318500 0.215900 1.247600 0.06880 1.00000 . Uiso c ?
H(13) 0.310100 0.183400 0.965500 0.05710 1.00000 . Uiso c ?
H(13) 0.322200 0.240500 0.818700 0.05710 1.00000 . Uiso c ?
H(14) 0.564800 0.390400 1.000600 0.08300 1.00000 . Uiso c ?
H(17) 0.586900 0.016400 1.200100 0.06860 1.00000 . Uiso c ?
H(19) 0.989300 0.294200 1.321800 0.07140 1.00000 . Uiso c ?
H(20) 0.828300 0.392800 1.186800 0.06400 1.00000 . Uiso c ?
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 36 0.002 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H 0 32 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
N 0 4 0.004 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
O 0 2 0.008 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
Cl 0 2 0.132 0.159
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
P 0 2 0.090 0.095
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-1 -4 2
-1 -3 2
1 -3 2
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O(1) P(1) C(1) 112.0(1) . . . yes
O(1) P(1) C(7) 112.4(1) . . . yes
O(1) P(1) C(13) 112.6(1) . . . yes
C(1) P(1) C(7) 107.3(1) . . . yes
C(1) P(1) C(13) 105.3(1) . . . yes
C(7) P(1) C(13) 106.8(1) . . . yes
C(13) N(14) C(15) 122.2(2) . . . yes
C(13) N(14) H(14n) 114.0(2) . . . yes
C(15) N(14) H(14n) 122.1(2) . . . yes
C(15) N(16) C(17) 117.5(2) . . . yes
P(1) C(1) C(2) 118.8(2) . . . yes
P(1) C(1) C(6) 122.3(2) . . . yes
C(2) C(1) C(6) 118.9(2) . . . yes
C(1) C(2) C(3) 120.6(3) . . . yes
C(1) C(2) H(2) 119.7 . . . no
C(3) C(2) H(2) 119.6 . . . no
C(2) C(3) C(4) 120.0(3) . . . yes
C(2) C(3) H(3) 120.1 . . . no
C(4) C(3) H(3) 119.9 . . . no
C(3) C(4) C(5) 120.5(3) . . . yes
C(3) C(4) H(4) 119.7 . . . no
C(5) C(4) H(4) 119.8 . . . no
C(4) C(5) C(6) 120.0(3) . . . yes
C(4) C(5) H(5) 120.0 . . . no
C(6) C(5) H(5) 120.0 . . . no
C(1) C(6) C(5) 120.0(2) . . . yes
C(1) C(6) H(6) 120.0 . . . no
C(5) C(6) H(6) 120.0 . . . no
P(1) C(7) C(8) 117.0(2) . . . yes
P(1) C(7) C(12) 124.4(2) . . . yes
C(8) C(7) C(12) 118.5(2) . . . yes
C(7) C(8) C(9) 120.3(3) . . . yes
C(7) C(8) H(8) 119.9 . . . no
C(9) C(8) H(8) 119.8 . . . no
C(8) C(9) C(10) 120.4(3) . . . yes
C(8) C(9) H(9) 119.8 . . . no
C(10) C(9) H(9) 119.8 . . . no
C(9) C(10) C(11) 120.0(3) . . . yes
C(9) C(10) H(10) 120.0 . . . no
C(11) C(10) H(10) 120.0 . . . no
C(10) C(11) C(12) 120.3(3) . . . yes
C(10) C(11) H(11) 119.8 . . . no
C(12) C(11) H(11) 119.9 . . . no
C(7) C(12) C(11) 120.4(3) . . . yes
C(7) C(12) H(12) 119.8 . . . no
C(11) C(12) H(12) 119.7 . . . no
P(1) C(13) N(14) 111.3(2) . . . yes
P(1) C(13) H(13a) 109.0(2) . . . yes
P(1) C(13) H(13b) 109.0(2) . . . yes
N(14) C(13) H(13a) 109.0(2) . . . yes
N(14) C(13) H(13b) 109.0(2) . . . yes
H(13a) C(13) H(13b) 109.5(2) . . . yes
N(14) C(15) N(16) 118.2(2) . . . yes
N(14) C(15) C(20) 119.8(2) . . . yes
N(16) C(15) C(20) 122.0(2) . . . yes
N(16) C(17) C(18) 123.5(2) . . . yes
N(16) C(17) H(17) 118.2 . . . no
C(18) C(17) H(17) 118.3 . . . no
Cl(18) C(18) C(17) 120.2(2) . . . yes
Cl(18) C(18) C(19) 120.5(2) . . . yes
C(17) C(18) C(19) 119.3(2) . . . yes
C(18) C(19) C(20) 118.5(2) . . . yes
C(18) C(19) H(19) 120.8 . . . no
C(20) C(19) H(19) 120.7 . . . no
C(15) C(20) C(19) 119.1(2) . . . yes
C(15) C(20) H(20) 120.4 . . . no
C(19) C(20) H(20) 120.4 . . . no
loop_
_geom_bond_atom_site_label_D
_geom_bond_atom_site_label_H
_geom_contact_atom_site_label_a
_geom_bond_distance_DH
_geom_contact_distance_HA
_geom_contact_distance_DA
_geom_angle_DHA
_geom_contact_site_symmetry_A
N(14) H(14n) O(1) 1.04 1.93 2.894(2) 152.5 2_667
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl(18) C(18) 1.738(2) . . yes
P(1) O(1) 1.489(2) . . yes
P(1) C(1) 1.800(2) . . yes
P(1) C(7) 1.792(2) . . yes
P(1) C(13) 1.811(2) . . yes
N(14) C(13) 1.443(3) . . yes
N(14) C(15) 1.364(3) . . yes
N(14) H(14n) 1.040(2) . . yes
N(16) C(15) 1.336(3) . . yes
N(16) C(17) 1.342(3) . . yes
C(1) C(2) 1.379(3) . . yes
C(1) C(6) 1.385(3) . . yes
C(2) C(3) 1.383(4) . . yes
C(2) H(2) 0.95 . . no
C(3) C(4) 1.365(4) . . yes
C(3) H(3) 0.95 . . no
C(4) C(5) 1.362(4) . . yes
C(4) H(4) 0.95 . . no
C(5) C(6) 1.393(4) . . yes
C(5) H(5) 0.95 . . no
C(6) H(6) 0.95 . . no
C(7) C(8) 1.393(3) . . yes
C(7) C(12) 1.388(3) . . yes
C(8) C(9) 1.383(4) . . yes
C(8) H(8) 0.95 . . no
C(9) C(10) 1.367(4) . . yes
C(9) H(9) 0.95 . . no
C(10) C(11) 1.373(4) . . yes
C(10) H(10) 0.95 . . no
C(11) C(12) 1.383(4) . . yes
C(11) H(11) 0.95 . . no
C(12) H(12) 0.95 . . no
C(13) H(13a) 0.950(2) . . yes
C(13) H(13b) 0.950(2) . . yes
C(15) C(20) 1.404(3) . . yes
C(17) C(18) 1.355(3) . . yes
C(17) H(17) 0.95 . . no
C(18) C(19) 1.386(3) . . yes
C(19) C(20) 1.361(3) . . yes
C(19) H(19) 0.95 . . no
C(20) H(20) 0.95 . . no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
Cl(18) Cl(18) 3.284(2) . 2_758 no
O(1) N(14) 2.894(2) . 2_667 no
O(1) C(20) 3.312(3) . 2_667 no
O(1) C(10) 3.464(3) . 1_554 no
O(1) C(15) 3.551(3) . 2_667 no
N(16) C(17) 3.318(3) . 2_657 no
C(3) C(18) 3.533(4) . 1_454 no
C(6) C(19) 3.445(4) . 1_455 no
C(8) C(10) 3.478(4) . 2_668 no
C(9) C(11) 3.598(4) . 2_668 no
C(17) C(17) 3.490(5) . 2_657 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21122752
