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#$Date: 2017-01-09 05:32:27 +0200 (Mon, 09 Jan 2017) $
#$Revision: 190180 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/08/7040847.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_7040847
loop_
_publ_author_name
'Bhattacharjee, Jayeeta'
'Das, Suman'
'Kottalanka, Ravi K.'
'Panda, Tarun K.'
_publ_section_title
;
 Hydroamination of carbodiimides, isocyanates, and isothiocyanates by a
 bis(phosphinoselenoic amide) supported titanium(iv) complex.
;
_journal_issue                   44
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17824
_journal_page_last               17832
_journal_paper_doi               10.1039/c6dt03063g
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C9 H11 Cl N2 O'
_chemical_formula_sum            'C9 H11 Cl N2 O'
_chemical_formula_weight         198.65
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-09-10 deposited with the CCDC.
2016-10-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.1347(3)
_cell_length_b                   11.3629(4)
_cell_length_c                   18.5528(6)
_cell_measurement_reflns_used    1873
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      71.4541
_cell_measurement_theta_min      3.8870
_cell_volume                     1925.72(11)
_computing_cell_refinement
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19 (release 27-10-2011CrysAlis171 .NET)(compiled Oct 27'
_computing_data_collection
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19 (release 27-10-2011CrysAlis171 .NET)(compiled Oct 27'
_computing_data_reduction
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19 (release 27-10-2011CrysAlis171 .NET)(compiled Oct 27'
_computing_molecular_graphics    'ORTEP III & Olex 2.1'
_computing_publication_material  WinGX
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            3946
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.596
_diffrn_reflns_theta_min         4.767
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.201
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59522
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_description       needle
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1833
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0480
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0622P)²+1.5772P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1203
_refine_ls_wR_factor_ref         0.1291
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1568
_reflns_number_total             1833
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt03063g2.cif
_cod_data_source_block           B
_cod_depositor_comments
'Adding full bibliography for 7040846--7040847.cif.'
_cod_database_code               7040847
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cl1 Cl 0.11848(7) 0.39068(5) 0.47466(3) 0.0313(2) Uani 1 1 d . .
O1 O 0.14591(18) 0.02540(15) 0.19836(9) 0.0265(4) Uani 1 1 d . .
N1 N 0.3572(2) -0.02813(18) 0.14288(11) 0.0248(4) Uani 1 1 d . .
N2 N 0.3644(2) 0.09886(16) 0.23942(10) 0.0209(4) Uani 1 1 d . .
H2 H 0.4580 0.0979 0.2345 0.025 Uiso 1 1 calc R U
C1 C 0.2809(2) 0.03159(19) 0.19351(12) 0.0200(5) Uani 1 1 d . .
C2 C 0.2831(3) -0.1136(2) 0.09759(14) 0.0314(6) Uani 1 1 d . .
H2A H 0.1875 -0.1293 0.1169 0.047 Uiso 1 1 calc R U
H2B H 0.3388 -0.1851 0.0963 0.047 Uiso 1 1 calc R U
H2C H 0.2738 -0.0827 0.0496 0.047 Uiso 1 1 calc R U
C3 C 0.5120(3) -0.0080(2) 0.12903(15) 0.0340(6) Uani 1 1 d . .
H3A H 0.5333 0.0743 0.1342 0.051 Uiso 1 1 calc R U
H3B H 0.5353 -0.0328 0.0809 0.051 Uiso 1 1 calc R U
H3C H 0.5694 -0.0521 0.1629 0.051 Uiso 1 1 calc R U
C4 C 0.3026(2) 0.16956(19) 0.29441(12) 0.0194(5) Uani 1 1 d . .
C5 C 0.3628(3) 0.16327(19) 0.36344(12) 0.0216(5) Uani 1 1 d . .
H5 H 0.4411 0.1131 0.3725 0.026 Uiso 1 1 calc R U
C6 C 0.3055(3) 0.2319(2) 0.41852(12) 0.0229(5) Uani 1 1 d . .
H6 H 0.3457 0.2284 0.4645 0.027 Uiso 1 1 calc R U
C7 C 0.1890(3) 0.30535(19) 0.40471(12) 0.0220(5) Uani 1 1 d . .
C8 C 0.1293(3) 0.31440(19) 0.33613(12) 0.0226(5) Uani 1 1 d . .
H8 H 0.0517 0.3654 0.3273 0.027 Uiso 1 1 calc R U
C9 C 0.1869(2) 0.24639(19) 0.28096(12) 0.0211(5) Uani 1 1 d . .
H9 H 0.1481 0.2521 0.2347 0.025 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ti Ti 0.2191 1.8069 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0181 0.0091 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 N1 C2 119.8(2)
C1 N1 C3 123.0(2)
C2 N1 C3 117.1(2)
C1 N2 C4 122.71(19)
C1 N2 H2 118.6
C4 N2 H2 118.6
O1 C1 N1 122.3(2)
O1 C1 N2 122.6(2)
N1 C1 N2 115.1(2)
N1 C2 H2A 109.5
N1 C2 H2B 109.5
H2A C2 H2B 109.5
N1 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
N1 C3 H3A 109.5
N1 C3 H3B 109.5
H3A C3 H3B 109.5
N1 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
C9 C4 C5 119.7(2)
C9 C4 N2 121.9(2)
C5 C4 N2 118.4(2)
C6 C5 C4 119.9(2)
C6 C5 H5 120.1
C4 C5 H5 120.1
C7 C6 C5 119.7(2)
C7 C6 H6 120.2
C5 C6 H6 120.2
C6 C7 C8 121.3(2)
C6 C7 Cl1 118.96(18)
C8 C7 Cl1 119.71(18)
C9 C8 C7 119.1(2)
C9 C8 H8 120.5
C7 C8 H8 120.5
C8 C9 C4 120.3(2)
C8 C9 H9 119.8
C4 C9 H9 119.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C7 1.744(2)
O1 C1 1.239(3)
N1 C1 1.352(3)
N1 C2 1.451(3)
N1 C3 1.455(3)
N2 C1 1.375(3)
N2 C4 1.416(3)
N2 H2 0.8600
C2 H2A 0.9600
C2 H2B 0.9600
C2 H2C 0.9600
C3 H3A 0.9600
C3 H3B 0.9600
C3 H3C 0.9600
C4 C9 1.393(3)
C4 C5 1.396(3)
C5 C6 1.388(3)
C5 H5 0.9300
C6 C7 1.376(3)
C6 H6 0.9300
C7 C8 1.388(3)
C8 C9 1.386(3)
C8 H8 0.9300
C9 H9 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O1 0.86 2.27 2.940(2) 134.2 6_656
C8 H8 O1 0.93 2.61 3.532(3) 174.1 4
C5 H5 O1 0.93 2.49 3.234(3) 136.6 6_656
C2 H2C Cl1 0.96 2.95 3.725(3) 138.5 8_565
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
C2 N1 C1 O1 -7.5(3)
C3 N1 C1 O1 170.0(2)
C2 N1 C1 N2 172.0(2)
C3 N1 C1 N2 -10.4(3)
C4 N2 C1 O1 -2.2(3)
C4 N2 C1 N1 178.3(2)
C1 N2 C4 C9 -48.9(3)
C1 N2 C4 C5 132.7(2)
C9 C4 C5 C6 1.1(3)
N2 C4 C5 C6 179.6(2)
C4 C5 C6 C7 0.4(3)
C5 C6 C7 C8 -1.5(3)
C5 C6 C7 Cl1 179.87(17)
C6 C7 C8 C9 1.1(3)
Cl1 C7 C8 C9 179.73(17)
C7 C8 C9 C4 0.4(3)
C5 C4 C9 C8 -1.5(3)
N2 C4 C9 C8 -179.9(2)
