#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:02:18 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179773 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/69/7006938.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_7006938
loop_
_publ_author_name
'Squires, Clare'
'Baxter, Christopher W.'
'Campbell, John'
'Lindoy, Leonard F.'
'McNab, Hamish'
'Parkin, Andrew'
'Parsons, Simon'
'Tasker, Peter A.'
'Wei, Gang'
'White, David J.'
_publ_section_title
;
 Design of base metal extractants. Part 1. Inter-ligand hydrogen
 bonding in the assembly of pseudo-macrocyclic
 bis(aminosulfonamidato)M(II) complexes.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2026
_journal_page_last               2034
_journal_paper_doi               10.1039/b515650p
_journal_year                    2006
_chemical_formula_moiety         'C13 H14 N2 O2 S'
_chemical_formula_sum            'C13 H14 N2 O2 S'
_chemical_formula_weight         262.32
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.50(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.245(8)
_cell_length_b                   6.100(5)
_cell_length_c                   18.916(17)
_cell_measurement_reflns_used    46
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      16
_cell_measurement_theta_min      15
_cell_volume                     1283.3(18)
_computing_cell_refinement       'Stoe DIF4'
_computing_data_collection       'Stoe DIF4'
_computing_data_reduction        'Stoe REDU4'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Stoe Stadi-4 4-circle diffractometer'
_diffrn_measurement_method       Omega-theta
_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  0.0137
_diffrn_reflns_av_sigmaI/netI    0.0204
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3869
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.63
_diffrn_standards_decay_%        2
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.248
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.86
_exptl_crystal_size_mid          0.51
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(7)
_refine_ls_extinction_coef       0.0093(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         2503
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0282
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0509P)²+0.1534P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0726
_refine_ls_wR_factor_ref         0.0745
_reflns_number_gt                2343
_reflns_number_total             2503
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b515650p.txt
_cod_data_source_block           10
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' 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        1283.4(18)
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7006938
loop_
_symmetry_equiv_pos_as_xyz
'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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.7742(2) 0.3882(5) 0.52992(13) 0.0252(6) Uani 1 1 d . . .
S2A S 0.64437(6) 0.52780(11) 0.49078(3) 0.02476(18) Uani 1 1 d . . .
O1A O 0.68182(18) 0.7321(4) 0.46387(10) 0.0350(5) Uani 1 1 d . . .
O2A O 0.56500(17) 0.5274(4) 0.54406(9) 0.0357(5) Uani 1 1 d . . .
N3A N 0.5734(2) 0.3907(5) 0.42497(12) 0.0263(5) Uani 1 1 d . . .
H3A H 0.534(2) 0.299(6) 0.4352(15) 0.024(8) Uiso 1 1 d . . .
C4A C 0.6170(2) 0.3686(5) 0.35753(13) 0.0236(6) Uani 1 1 d . . .
C5A C 0.5862(2) 0.5312(5) 0.30607(13) 0.0276(6) Uani 1 1 d . . .
N6A N 0.5137(2) 0.7034(5) 0.31779(16) 0.0374(6) Uani 1 1 d . . .
H6AA H 0.515(3) 0.805(8) 0.289(2) 0.062(13) Uiso 1 1 d . . .
H6BA H 0.511(3) 0.740(7) 0.3619(19) 0.042(10) Uiso 1 1 d . . .
C7A C 0.7624(3) 0.1828(5) 0.55914(15) 0.0330(7) Uani 1 1 d . . .
H7A H 0.6870 0.1097 0.5527 0.040 Uiso 1 1 calc R . .
C8A C 0.8628(3) 0.0861(6) 0.59787(15) 0.0399(7) Uani 1 1 d . . .
H8A H 0.8559 -0.0561 0.6173 0.048 Uiso 1 1 calc R . .
C9A C 0.9737(3) 0.1919(7) 0.60908(16) 0.0401(8) Uani 1 1 d . . .
C10A C 0.9833(3) 0.3944(7) 0.57802(17) 0.0426(8) Uani 1 1 d . . .
H10A H 1.0587 0.4674 0.5841 0.051 Uiso 1 1 calc R . .
C11A C 0.8838(2) 0.4935(6) 0.53791(15) 0.0320(7) Uani 1 1 d . . .
H11A H 0.8915 0.6323 0.5163 0.038 Uiso 1 1 calc R . .
C12A C 1.0806(3) 0.0889(10) 0.6550(2) 0.0719(14) Uani 1 1 d . . .
H12A H 1.1550 0.1459 0.6407 0.108 Uiso 1 1 calc R . .
H12B H 1.0777 -0.0706 0.6487 0.108 Uiso 1 1 calc R . .
H12C H 1.0785 0.1246 0.7053 0.108 Uiso 1 1 calc R . .
C13A C 0.6258(3) 0.5026(6) 0.23959(14) 0.0354(7) Uani 1 1 d . . .
H13A H 0.6085 0.6116 0.2037 0.042 Uiso 1 1 calc R . .
C14A C 0.6887(3) 0.3197(7) 0.22608(15) 0.0415(8) Uani 1 1 d . . .
H14A H 0.7148 0.3043 0.1808 0.050 Uiso 1 1 calc R . .
C15A C 0.7154(3) 0.1567(6) 0.27644(16) 0.0401(8) Uani 1 1 d . . .
H15A H 0.7571 0.0283 0.2657 0.048 Uiso 1 1 calc R . .
C16A C 0.6800(2) 0.1844(5) 0.34331(15) 0.0303(6) Uani 1 1 d . . .
H16A H 0.6993 0.0759 0.3792 0.036 Uiso 1 1 calc R . .
C1B C 0.3542(2) 0.7593(5) 0.12170(13) 0.0226(6) Uani 1 1 d . . .
S2B S 0.39447(5) 0.59356(11) 0.05248(3) 0.02166(17) Uani 1 1 d . . .
O1B O 0.52388(15) 0.6007(4) 0.05798(9) 0.0294(4) Uani 1 1 d . . .
O2B O 0.33452(18) 0.3878(3) 0.05455(10) 0.0306(5) Uani 1 1 d . . .
N3B N 0.3443(2) 0.7065(5) -0.02410(12) 0.0224(5) Uani 1 1 d . . .
H3B H 0.377(3) 0.795(6) -0.0299(15) 0.019(9) Uiso 1 1 d . . .
C4B C 0.2165(2) 0.7114(5) -0.04885(12) 0.0218(5) Uani 1 1 d . . .
C5B C 0.1666(2) 0.5363(5) -0.09124(12) 0.0240(5) Uani 1 1 d . . .
N6B N 0.2356(2) 0.3685(5) -0.11153(13) 0.0302(6) Uani 1 1 d . . .
H6AB H 0.201(3) 0.246(7) -0.1280(17) 0.040(9) Uiso 1 1 d . . .
H6BB H 0.304(3) 0.338(6) -0.0815(17) 0.038(9) Uiso 1 1 d . . .
C7B C 0.2646(2) 0.6881(5) 0.15965(13) 0.0283(6) Uani 1 1 d . . .
H7B H 0.2254 0.5517 0.1486 0.034 Uiso 1 1 calc R . .
C8B C 0.2334(2) 0.8191(6) 0.21364(14) 0.0329(7) Uani 1 1 d . . .
H8B H 0.1726 0.7708 0.2399 0.039 Uiso 1 1 calc R . .
C9B C 0.2889(2) 1.0193(6) 0.23032(13) 0.0316(7) Uani 1 1 d . . .
C10B C 0.3791(2) 1.0856(6) 0.19174(13) 0.0311(6) Uani 1 1 d . . .
H10B H 0.4184 1.2219 0.2027 0.037 Uiso 1 1 calc R . .
C11B C 0.4124(2) 0.9559(5) 0.13762(14) 0.0264(6) Uani 1 1 d . . .
H11B H 0.4745 1.0021 0.1119 0.032 Uiso 1 1 calc R . .
C12B C 0.2533(3) 1.1624(7) 0.28851(16) 0.0475(9) Uani 1 1 d . . .
H12D H 0.1910 1.2657 0.2678 0.071 Uiso 1 1 calc R . .
H12E H 0.3237 1.2440 0.3114 0.071 Uiso 1 1 calc R . .
H12F H 0.2221 1.0708 0.3242 0.071 Uiso 1 1 calc R . .
C13B C 0.0429(2) 0.5479(6) -0.11692(14) 0.0326(7) Uani 1 1 d . . .
H13B H 0.0058 0.4327 -0.1460 0.039 Uiso 1 1 calc R . .
C14B C -0.0258(3) 0.7237(6) -0.10076(15) 0.0355(7) Uani 1 1 d . . .
H14B H -0.1093 0.7268 -0.1186 0.043 Uiso 1 1 calc R . .
C15B C 0.0248(2) 0.8943(6) -0.05915(15) 0.0336(7) Uani 1 1 d . . .
H15B H -0.0230 1.0149 -0.0485 0.040 Uiso 1 1 calc R . .
C16B C 0.1478(2) 0.8875(5) -0.03270(14) 0.0270(6) Uani 1 1 d . . .
H16B H 0.1840 1.0036 -0.0037 0.032 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
C11A C1A C7A 121.0(3) . . ?
C11A C1A S2A 119.6(2) . . ?
C7A C1A S2A 119.0(2) . . ?
O1A S2A O2A 119.64(14) . . ?
O1A S2A N3A 108.39(13) . . ?
O2A S2A N3A 104.61(13) . . ?
O1A S2A C1A 107.57(14) . . ?
O2A S2A C1A 105.46(13) . . ?
N3A S2A C1A 111.09(15) . . ?
C4A N3A S2A 122.6(2) . . ?
C4A N3A H3A 116(2) . . ?
S2A N3A H3A 115(2) . . ?
C16A C4A C5A 121.7(2) . . ?
C16A C4A N3A 120.1(2) . . ?
C5A C4A N3A 118.0(3) . . ?
N6A C5A C4A 121.6(3) . . ?
N6A C5A C13A 121.0(3) . . ?
C4A C5A C13A 117.2(3) . . ?
C5A N6A H6AA 114(3) . . ?
C5A N6A H6BA 118(2) . . ?
H6AA N6A H6BA 116(4) . . ?
C8A C7A C1A 118.6(3) . . ?
C8A C7A H7A 120.7 . . ?
C1A C7A H7A 120.7 . . ?
C7A C8A C9A 121.7(3) . . ?
C7A C8A H8A 119.2 . . ?
C9A C8A H8A 119.2 . . ?
C10A C9A C8A 118.4(3) . . ?
C10A C9A C12A 120.8(4) . . ?
C8A C9A C12A 120.9(4) . . ?
C9A C10A C11A 120.9(3) . . ?
C9A C10A H10A 119.5 . . ?
C11A C10A H10A 119.5 . . ?
C1A C11A C10A 119.4(3) . . ?
C1A C11A H11A 120.3 . . ?
C10A C11A H11A 120.3 . . ?
C9A C12A H12A 109.5 . . ?
C9A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C9A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C14A C13A C5A 120.7(3) . . ?
C14A C13A H13A 119.7 . . ?
C5A C13A H13A 119.7 . . ?
C13A C14A C15A 121.7(3) . . ?
C13A C14A H14A 119.1 . . ?
C15A C14A H14A 119.1 . . ?
C14A C15A C16A 118.6(3) . . ?
C14A C15A H15A 120.7 . . ?
C16A C15A H15A 120.7 . . ?
C4A C16A C15A 120.1(3) . . ?
C4A C16A H16A 120.0 . . ?
C15A C16A H16A 120.0 . . ?
C11B C1B C7B 121.1(3) . . ?
C11B C1B S2B 119.6(2) . . ?
C7B C1B S2B 119.3(2) . . ?
O2B S2B O1B 119.95(13) . . ?
O2B S2B N3B 107.08(14) . . ?
O1B S2B N3B 105.32(14) . . ?
O2B S2B C1B 108.01(13) . . ?
O1B S2B C1B 107.20(13) . . ?
N3B S2B C1B 108.93(14) . . ?
C4B N3B S2B 119.6(2) . . ?
C4B N3B H3B 118(3) . . ?
S2B N3B H3B 111(3) . . ?
C16B C4B C5B 121.8(2) . . ?
C16B C4B N3B 120.4(3) . . ?
C5B C4B N3B 117.7(2) . . ?
N6B C5B C4B 122.2(2) . . ?
N6B C5B C13B 120.8(3) . . ?
C4B C5B C13B 116.9(3) . . ?
C5B N6B H6AB 119(2) . . ?
C5B N6B H6BB 116(2) . . ?
H6AB N6B H6BB 110(3) . . ?
C8B C7B C1B 118.9(3) . . ?
C8B C7B H7B 120.6 . . ?
C1B C7B H7B 120.6 . . ?
C7B C8B C9B 121.5(3) . . ?
C7B C8B H8B 119.2 . . ?
C9B C8B H8B 119.2 . . ?
C8B C9B C10B 118.3(3) . . ?
C8B C9B C12B 121.2(3) . . ?
C10B C9B C12B 120.5(3) . . ?
C11B C10B C9B 121.2(3) . . ?
C11B C10B H10B 119.4 . . ?
C9B C10B H10B 119.4 . . ?
C1B C11B C10B 119.0(3) . . ?
C1B C11B H11B 120.5 . . ?
C10B C11B H11B 120.5 . . ?
C9B C12B H12D 109.5 . . ?
C9B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C9B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C14B C13B C5B 121.3(3) . . ?
C14B C13B H13B 119.3 . . ?
C5B C13B H13B 119.3 . . ?
C15B C14B C13B 121.0(3) . . ?
C15B C14B H14B 119.5 . . ?
C13B C14B H14B 119.5 . . ?
C14B C15B C16B 119.0(3) . . ?
C14B C15B H15B 120.5 . . ?
C16B C15B H15B 120.5 . . ?
C4B C16B C15B 119.9(3) . . ?
C4B C16B H16B 120.0 . . ?
C15B C16B H16B 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
C1A C11A 1.378(4) . ?
C1A C7A 1.384(4) . ?
C1A S2A 1.757(3) . ?
S2A O1A 1.433(2) . ?
S2A O2A 1.442(2) . ?
S2A N3A 1.610(3) . ?
N3A C4A 1.439(3) . ?
N3A H3A 0.76(3) . ?
C4A C16A 1.377(4) . ?
C4A C5A 1.397(4) . ?
C5A N6A 1.368(4) . ?
C5A C13A 1.405(4) . ?
N6A H6AA 0.82(5) . ?
N6A H6BA 0.87(3) . ?
C7A C8A 1.383(4) . ?
C7A H7A 0.9500 . ?
C8A C9A 1.393(5) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.379(5) . ?
C9A C12A 1.512(5) . ?
C10A C11A 1.393(4) . ?
C10A H10A 0.9500 . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C13A C14A 1.366(5) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.379(5) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.392(4) . ?
C15A H15A 0.9500 . ?
C16A H16A 0.9500 . ?
C1B C11B 1.378(4) . ?
C1B C7B 1.390(4) . ?
C1B S2B 1.766(3) . ?
S2B O2B 1.428(2) . ?
S2B O1B 1.444(2) . ?
S2B N3B 1.628(3) . ?
N3B C4B 1.444(4) . ?
N3B H3B 0.67(3) . ?
C4B C16B 1.384(4) . ?
C4B C5B 1.402(4) . ?
C5B N6B 1.373(4) . ?
C5B C13B 1.406(4) . ?
N6B H6AB 0.88(4) . ?
N6B H6BB 0.91(3) . ?
C7B C8B 1.382(4) . ?
C7B H7B 0.9500 . ?
C8B C9B 1.387(5) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.394(4) . ?
C9B C12B 1.505(4) . ?
C10B C11B 1.388(4) . ?
C10B H10B 0.9500 . ?
C11B H11B 0.9500 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13B C14B 1.382(5) . ?
C13B H13B 0.9500 . ?
C14B C15B 1.377(5) . ?
C14B H14B 0.9500 . ?
C15B C16B 1.399(4) . ?
C15B H15B 0.9500 . ?
C16B H16B 0.9500 . ?
