#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:35:57 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179337 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/34/4323475.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_4323475
loop_
_publ_author_name
'Claire J. Carmalt'
'Alan H. Cowley'
'Robert D. Culp'
'Richard A. Jones'
'Smuruthi Kamepalli'
'Nicholas C. Norman'
_publ_section_title
;
 Synthesis and Structures of Intramolecularly Base-Coordinated Group 15
 Aryl Halides
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2770
_journal_page_last               2776
_journal_paper_doi               10.1021/ic9701165
_journal_volume                  36
_journal_year                    1997
_chemical_formula_moiety         '[(C6H4CH2NMe2)2SbCl]'
_chemical_formula_sum            'C21 H27 Cl N2 Sb'
_chemical_formula_weight         464.65
_chemical_name_common            'compound 4'
_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
_cell_angle_alpha                70.614(8)
_cell_angle_beta                 85.738(9)
_cell_angle_gamma                83.094(9)
_cell_formula_units_Z            2
_cell_length_a                   9.1483(11)
_cell_length_b                   9.4868(11)
_cell_length_c                   12.9776(12)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.9
_cell_measurement_theta_min      20.7
_cell_volume                     1054.0(2)
_computing_cell_refinement       'Enraf CAD4 Express'
_computing_data_collection       'Enraf CAD4 Express'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf Nonius CAD4'
_diffrn_measurement_method       '2θ-θ scans'
_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  0.0194
_diffrn_reflns_av_sigmaI/netI    0.0824
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -3
_diffrn_reflns_number            9852
_diffrn_reflns_theta_max         34.95
_diffrn_reflns_theta_min         2.74
_diffrn_standards_decay_%        6.2
_diffrn_standards_interval_time  1800
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.441
_exptl_absorpt_correction_T_max  0.89859
_exptl_absorpt_correction_T_min  0.37316
_exptl_absorpt_correction_type   SHELXA
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_meas      ?
_exptl_crystal_description       DIAMOND
_exptl_crystal_F_000             470
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.491
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.044
_refine_ls_goodness_of_fit_obs   1.093
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         8491
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_restrained_S_obs      1.093
_refine_ls_R_factor_all          0.1302
_refine_ls_R_factor_obs          0.0420
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0235P)²+0.3228P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0852
_refine_ls_wR_factor_obs         0.0647
_reflns_number_observed          4716
_reflns_number_total             8497
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic9701165_1.cif
_cod_data_source_block           smu15
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'NONE' 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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0235P)^2^+0.3228P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0235P)^2^+0.3228P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4323475
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Sb1 Sb 0.05604(2) 0.07183(2) -0.16201(2) 0.04053(7) Uani 1 d . .
Cl1 Cl -0.18075(9) -0.03721(9) -0.18305(8) 0.0616(2) Uani 1 d . .
N1 N 0.2432(3) 0.2363(3) -0.1590(2) 0.0496(6) Uani 1 d . .
N2 N 0.3362(3) -0.1190(3) -0.2332(2) 0.0596(7) Uani 1 d . .
C1 C -0.0672(3) 0.2801(3) -0.1625(2) 0.0417(6) Uani 1 d . .
C2 C 0.0098(3) 0.3787(3) -0.1327(2) 0.0469(7) Uani 1 d . .
C3 C -0.0609(4) 0.5160(3) -0.1318(3) 0.0593(9) Uani 1 d . .
H3 H -0.0086(4) 0.5829(3) -0.1147(3) 0.063(3) Uiso 1 calc R .
C4 C -0.2074(4) 0.5549(4) -0.1558(3) 0.0624(9) Uani 1 d . .
H4 H -0.2540(4) 0.6470(4) -0.1544(3) 0.063(3) Uiso 1 calc R .
C5 C -0.2833(4) 0.4570(4) -0.1817(3) 0.0658(9) Uani 1 d . .
H5 H -0.3827(4) 0.4821(4) -0.1967(3) 0.063(3) Uiso 1 calc R .
C6 C -0.2146(3) 0.3207(4) -0.1860(3) 0.0545(8) Uani 1 d . .
H6 H -0.2679(3) 0.2558(4) -0.2048(3) 0.063(3) Uiso 1 calc R .
C7 C 0.1643(4) 0.3272(4) -0.0954(3) 0.0575(8) Uani 1 d . .
H7A H 0.2165(4) 0.4138(4) -0.1041(3) 0.063(5) Uiso 1 calc R .
H7B H 0.1619(4) 0.2678(4) -0.0185(3) 0.063(5) Uiso 1 calc R .
C8 C 0.2903(4) 0.3330(5) -0.2671(3) 0.0799(12) Uani 1 d . .
H8A H 0.2062(6) 0.3944(20) -0.3040(9) 0.102(4) Uiso 1 calc R .
H8B H 0.3352(25) 0.2719(5) -0.3091(8) 0.102(4) Uiso 1 calc R .
H8C H 0.3602(22) 0.3961(21) -0.2591(3) 0.102(4) Uiso 1 calc R .
C9 C 0.3723(4) 0.1448(5) -0.0994(3) 0.0758(11) Uani 1 d . .
H9A H 0.3403(5) 0.0815(21) -0.0289(9) 0.102(4) Uiso 1 calc R .
H9B H 0.4396(14) 0.2098(5) -0.0905(19) 0.102(4) Uiso 1 calc R .
H9C H 0.4208(17) 0.0836(21) -0.1402(10) 0.102(4) Uiso 1 calc R .
C10 C 0.0866(3) 0.1237(3) -0.3368(2) 0.0396(6) Uani 1 d . .
C11 C 0.1621(3) 0.0144(3) -0.3772(2) 0.0440(6) Uani 1 d . .
C12 C 0.1774(4) 0.0437(4) -0.4894(3) 0.0578(8) Uani 1 d . .
H12 H 0.2283(4) -0.0283(4) -0.5165(3) 0.063(3) Uiso 1 calc R .
C13 C 0.1185(4) 0.1778(4) -0.5616(3) 0.0644(9) Uani 1 d . .
H13 H 0.1304(4) 0.1964(4) -0.6366(3) 0.063(3) Uiso 1 calc R .
C14 C 0.0424(4) 0.2830(4) -0.5218(3) 0.0592(9) Uani 1 d . .
H14 H 0.0008(4) 0.3728(4) -0.5699(3) 0.063(3) Uiso 1 calc R .
C15 C 0.0269(3) 0.2564(3) -0.4102(2) 0.0492(7) Uani 1 d . .
H15 H -0.0246(3) 0.3292(3) -0.3843(2) 0.063(3) Uiso 1 calc R .
C16 C 0.2221(3) -0.1351(3) -0.2996(3) 0.0541(8) Uani 1 d . .
H16A H 0.1424(3) -0.1824(3) -0.2521(3) 0.063(5) Uiso 1 calc R .
H16B H 0.2624(3) -0.1999(3) -0.3411(3) 0.063(5) Uiso 1 calc R .
C17 C 0.4715(4) -0.0823(5) -0.2985(4) 0.0906(14) Uani 1 d . .
H17A H 0.5439(10) -0.0678(29) -0.2541(7) 0.102(4) Uiso 1 calc R .
H17B H 0.4517(7) 0.0081(17) -0.3590(12) 0.102(4) Uiso 1 calc R .
H17C H 0.5081(16) -0.1631(14) -0.3255(18) 0.102(4) Uiso 1 calc R .
C18 C 0.3630(5) -0.2529(5) -0.1387(4) 0.0967(15) Uani 1 d . .
H18A H 0.4369(21) -0.2379(12) -0.0957(12) 0.102(4) Uiso 1 calc R .
H18B H 0.3965(27) -0.3371(7) -0.1628(4) 0.102(4) Uiso 1 calc R .
H18C H 0.2734(8) -0.2722(17) -0.0954(12) 0.102(4) Uiso 1 calc R .
C101 C 0.6127(26) 0.5098(32) -0.4536(14) 0.130(16) Uani 0.50 d PG -1
D101 H 0.7003(26) 0.5134(32) -0.4230(14) 0.148(14) Uiso 0.50 calc PR -1
C102 C 0.5859(32) 0.3838(26) -0.4708(15) 0.126(13) Uani 0.50 d PG -1
D102 H 0.6548(37) 0.2999(31) -0.4521(16) 0.148(14) Uiso 0.50 calc PR -1
C103 C 0.4596(37) 0.3787(15) -0.5150(14) 0.088(8) Uani 0.50 d PG -1
D103 H 0.4410(44) 0.2913(14) -0.5270(16) 0.148(14) Uiso 0.50 calc PR -1
C104 C 0.3602(32) 0.4997(13) -0.5421(13) 0.076(5) Uani 0.50 d PG -1
D104 H 0.2726(36) 0.4962(16) -0.5727(14) 0.148(14) Uiso 0.50 calc PR -1
C105 C 0.3871(28) 0.6257(16) -0.5248(14) 0.081(5) Uani 0.50 d PG -1
D105 H 0.3181(29) 0.7097(17) -0.5436(15) 0.148(14) Uiso 0.50 calc PR -1
C106 C 0.5133(26) 0.6308(26) -0.4806(15) 0.102(10) Uani 0.50 d PG -1
D106 H 0.5320(28) 0.7183(31) -0.4687(17) 0.148(14) Uiso 0.50 calc PR -1
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
_geom_angle_publ_flag
C1 Sb1 C10 97.74(10) . . ?
C1 Sb1 N1 75.06(10) . . ?
C10 Sb1 N1 91.57(9) . . ?
C1 Sb1 Cl1 91.31(8) . . ?
C10 Sb1 Cl1 85.50(7) . . ?
N1 Sb1 Cl1 165.58(6) . . ?
C1 Sb1 N2 152.37(9) . . ?
C10 Sb1 N2 66.48(9) . . ?
N1 Sb1 N2 82.58(8) . . ?
Cl1 Sb1 N2 108.97(5) . . ?
C1 Sb1 Sb1 84.85(7) . 2 ?
C10 Sb1 Sb1 169.81(7) . 2 ?
N1 Sb1 Sb1 98.61(6) . 2 ?
Cl1 Sb1 Sb1 84.58(2) . 2 ?
N2 Sb1 Sb1 114.82(5) . 2 ?
Sb1 Cl1 H7B 94.76(7) . 2 ?
Sb1 Cl1 H17A 162.3(4) . 1_455 ?
H7B Cl1 H17A 102.0(2) 2 1_455 ?
C8 N1 C7 110.6(3) . . ?
C8 N1 C9 110.1(3) . . ?
C7 N1 C9 110.1(3) . . ?
C8 N1 Sb1 114.4(2) . . ?
C7 N1 Sb1 101.5(2) . . ?
C9 N1 Sb1 109.7(2) . . ?
C18 N2 C16 111.5(3) . . ?
C18 N2 C17 111.0(3) . . ?
C16 N2 C17 110.8(3) . . ?
C18 N2 Sb1 105.1(2) . . ?
C16 N2 Sb1 78.3(2) . . ?
C17 N2 Sb1 135.1(2) . . ?
C6 C1 C2 118.6(3) . . ?
C6 C1 Sb1 125.6(2) . . ?
C2 C1 Sb1 115.8(2) . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 C7 122.0(3) . . ?
C1 C2 C7 118.3(3) . . ?
C4 C3 C2 121.1(3) . . ?
C5 C4 C3 119.2(3) . . ?
C4 C5 C6 121.0(3) . . ?
C1 C6 C5 120.5(3) . . ?
N1 C7 C2 110.9(2) . . ?
C15 C10 C11 118.8(3) . . ?
C15 C10 Sb1 122.6(2) . . ?
C11 C10 Sb1 118.5(2) . . ?
C12 C11 C10 119.2(3) . . ?
C12 C11 C16 120.4(3) . . ?
C10 C11 C16 120.4(3) . . ?
C13 C12 C11 121.2(3) . . ?
C14 C13 C12 119.3(3) . . ?
C13 C14 C15 120.3(3) . . ?
C10 C15 C14 121.1(3) . . ?
N2 C16 C11 111.8(3) . . ?
C102 C101 C106 120.0 . . ?
C101 C102 C103 120.0 . . ?
C102 C103 C104 120.0 . . ?
C105 C104 C103 120.0 . . ?
C104 C105 C106 120.0 . . ?
C105 C106 C101 120.0 . . ?
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
Sb1 C1 2.152(3) . ?
Sb1 C10 2.160(3) . ?
Sb1 N1 2.463(2) . ?
Sb1 Cl1 2.5790(9) . ?
Sb1 N2 3.216(3) . ?
Sb1 Sb1 4.0597(6) 2 ?
Cl1 H7B 2.799(4) 2 ?
Cl1 H17A 2.824(9) 1_455 ?
N1 C8 1.466(4) . ?
N1 C7 1.476(4) . ?
N1 C9 1.480(4) . ?
N2 C18 1.454(5) . ?
N2 C16 1.454(4) . ?
N2 C17 1.458(5) . ?
C1 C6 1.385(4) . ?
C1 C2 1.401(4) . ?
C2 C3 1.386(4) . ?
C2 C7 1.500(4) . ?
C3 C4 1.377(5) . ?
C4 C5 1.361(5) . ?
C5 C6 1.385(4) . ?
C10 C15 1.380(4) . ?
C10 C11 1.401(4) . ?
C11 C12 1.389(4) . ?
C11 C16 1.507(4) . ?
C12 C13 1.380(5) . ?
C13 C14 1.367(5) . ?
C14 C15 1.384(4) . ?
C101 C102 1.340(4) . ?
C101 C106 1.340(4) . ?
C102 C103 1.340(4) . ?
C103 C104 1.340(4) . ?
C104 C105 1.340(4) . ?
C105 C106 1.340(4) . ?
