#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:34:13 +0100 (lun 21 de mar de 2016) $
#$Revision: 178571 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/81/4068112.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_4068112
loop_
_publ_author_name
'Benjamin, Sophie L.'
'Levason, William'
'Reid, Gillian'
'Warr, Robert P.'
_publ_section_title
;
 Halostibines SbMeX2and SbMe2X: Lewis Acids or Lewis Bases?
;
_journal_issue                   3
_journal_name_full               Organometallics
_journal_page_first              1025
_journal_paper_doi               10.1021/om2010996
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C13 H11 Cl2 N2 Sb'
_chemical_formula_structural     '(C12 H8 N2) ((C H3) Cl2 Sb)'
_chemical_formula_sum            'C13 H11 Cl2 N2 Sb'
_chemical_formula_weight         387.89
_chemical_name_systematic
; 
 Dichloromethyl(1,10-phenanthroline-N,N')antimony(III) 
;
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-03-09
_audit_creation_method           'SHELXL-97 + hand edit'
_audit_update_record
'2011-03-18 Changed treatment of H atoms on C1'
_cell_angle_alpha                90.00
_cell_angle_beta                 96.317(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.4428(5)
_cell_length_b                   15.996(3)
_cell_length_c                   7.7092(15)
_cell_measurement_reflns_used    1564
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     667.11(19)
_computing_cell_refinement       'DENZO (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction        'DENZO (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'DIRDIF-99 (Beurskens, 1999)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type
'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8803
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.95
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.450
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'G.M. Sheldrick, (2007). SADABS. Version 2007/2. Bruker AXS Inc.'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.931
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_refine_diff_density_max         5.592
_refine_diff_density_min         -1.723
_refine_diff_density_rms         0.204
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.210
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     90
_refine_ls_number_reflns         1565
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.208
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0446
_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)+(0.0000P)²+9.9820P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1067
_refine_ls_wR_factor_ref         0.1072
_reflns_number_gt                1517
_reflns_number_total             1565
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om2010996_si_002.cif
_cod_data_source_block           10slbrpw06y
_cod_original_cell_volume        667.12(19)
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               4068112
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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
Sb1 Sb 0.10843(9) 0.7500 1.02014(7) 0.00988(16) Uani 1 2 d S
Cl1 Cl -0.0265(3) 0.61103(9) 1.17195(18) 0.0168(3) Uani 1 1 d .
N1 N 0.3579(8) 0.6649(3) 0.8575(6) 0.0105(9) Uani 1 1 d .
C1 C 0.4100(15) 0.7500 1.2218(11) 0.0143(16) Uani 1 2 d SD
H1A H 0.513(4) 0.7000(3) 1.216(7) 0.021 Uiso 1 1 d D
H1B H 0.336(14) 0.7500 1.332(6) 0.021 Uiso 1 2 d SD
C2 C 0.3489(10) 0.5816(3) 0.8520(7) 0.0129(11) Uani 1 1 d .
H2 H 0.2340 0.5534 0.9156 0.016 Uiso 1 1 calc R
C3 C 0.5023(10) 0.5342(4) 0.7563(7) 0.0155(12) Uani 1 1 d .
H3 H 0.4896 0.4749 0.7541 0.019 Uiso 1 1 calc R
C4 C 0.6707(10) 0.5737(4) 0.6661(7) 0.0145(11) Uani 1 1 d .
H4 H 0.7795 0.5419 0.6037 0.017 Uiso 1 1 calc R
C5 C 0.6825(10) 0.6617(4) 0.6657(7) 0.0121(11) Uani 1 1 d .
C6 C 0.5200(9) 0.7052(3) 0.7633(7) 0.0100(10) Uani 1 1 d .
C7 C 0.8530(10) 0.7078(4) 0.5713(7) 0.0158(11) Uani 1 1 d .
H7 H 0.9665 0.6785 0.5084 0.019 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sb1 0.0082(3) 0.0104(3) 0.0110(3) 0.000 0.00095(17) 0.000
Cl1 0.0191(7) 0.0123(6) 0.0203(7) -0.0005(5) 0.0084(5) -0.0021(5)
N1 0.010(2) 0.009(2) 0.013(2) -0.0024(17) 0.0033(17) -0.0015(17)
C1 0.010(4) 0.016(4) 0.015(4) 0.000 -0.004(3) 0.000
C2 0.012(3) 0.011(3) 0.016(3) 0.001(2) 0.001(2) 0.000(2)
C3 0.017(3) 0.011(3) 0.017(3) -0.004(2) -0.001(2) 0.001(2)
C4 0.013(3) 0.016(3) 0.015(3) -0.007(2) 0.002(2) 0.000(2)
C5 0.013(3) 0.016(3) 0.008(2) -0.002(2) 0.002(2) 0.001(2)
C6 0.009(2) 0.013(3) 0.007(2) -0.0019(19) -0.0004(18) -0.0014(19)
C7 0.013(3) 0.024(3) 0.010(3) -0.003(2) 0.001(2) 0.001(2)
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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
C1 Sb1 N1 86.9(2) . .
C1 Sb1 N1 86.9(2) . 4_575
N1 Sb1 N1 69.9(2) . 4_575
C1 Sb1 Cl1 84.64(13) . 4_575
N1 Sb1 Cl1 156.20(12) . 4_575
N1 Sb1 Cl1 87.40(12) 4_575 4_575
C1 Sb1 Cl1 84.64(13) . .
N1 Sb1 Cl1 87.40(12) . .
N1 Sb1 Cl1 156.20(11) 4_575 .
Cl1 Sb1 Cl1 113.83(6) 4_575 .
C2 N1 C6 118.6(5) . .
C2 N1 Sb1 124.6(4) . .
C6 N1 Sb1 116.8(4) . .
Sb1 C1 H1A 111(3) . .
Sb1 C1 H1B 106(5) . .
H1A C1 H1B 109.3(15) . .
N1 C2 C3 122.5(5) . .
N1 C2 H2 118.8 . .
C3 C2 H2 118.8 . .
C4 C3 C2 119.5(6) . .
C4 C3 H3 120.3 . .
C2 C3 H3 120.3 . .
C3 C4 C5 119.8(5) . .
C3 C4 H4 120.1 . .
C5 C4 H4 120.1 . .
C6 C5 C4 117.5(5) . .
C6 C5 C7 119.5(5) . .
C4 C5 C7 122.9(5) . .
N1 C6 C5 122.1(5) . .
N1 C6 C6 118.2(3) . 4_575
C5 C6 C6 119.7(3) . 4_575
C7 C7 C5 120.8(3) 4_575 .
C7 C7 H7 119.6 4_575 .
C5 C7 H7 119.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sb1 C1 2.133(8) .
Sb1 N1 2.376(4) .
Sb1 N1 2.376(5) 4_575
Sb1 Cl1 2.6534(14) 4_575
Sb1 Cl1 2.6534(14) .
N1 C2 1.335(7) .
N1 C6 1.364(7) .
C1 H1A 0.980(10) .
C1 H1B 0.981(10) .
C2 C3 1.397(8) .
C2 H2 0.9500 .
C3 C4 1.365(8) .
C3 H3 0.9500 .
C4 C5 1.409(8) .
C4 H4 0.9500 .
C5 C6 1.407(7) .
C5 C7 1.444(8) .
C6 C6 1.434(11) 4_575
C7 C7 1.349(12) 4_575
C7 H7 0.9500 .
