#------------------------------------------------------------------------------
#$Date: 2016-03-22 20:26:17 +0100 (mar 22 de mar de 2016) $
#$Revision: 179019 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/17/4121754.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_4121754
loop_
_publ_author_name
'Rodriguez, Rodrigo A.'
'Pan, Chung-Mao'
'Yabe, Yuki'
'Kawamata, Yu'
'Eastgate, Martin D.'
'Baran, Phil S.'
_publ_section_title
;
 Palau'chlor: A Practical and Reactive Chlorinating Reagent.
;
_journal_issue                   19
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6908
_journal_page_last               6911
_journal_paper_doi               10.1021/ja5031744
_journal_volume                  136
_journal_year                    2014
_chemical_formula_moiety         'C7 H8 Cl N O2 S'
_chemical_formula_sum            'C7 H8 Cl N O2 S'
_chemical_formula_weight         205.65
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.725(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.1032(14)
_cell_length_b                   8.1016(11)
_cell_length_c                   11.0481(16)
_cell_measurement_reflns_used    4159
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.65
_cell_measurement_theta_min      3.16
_cell_volume                     870.5(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0266
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9339
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.68
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.634
_exptl_absorpt_correction_T_max  0.9812
_exptl_absorpt_correction_T_min  0.8836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1830
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0303
_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)+(0.0408P)²+0.5940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0763
_refine_ls_wR_factor_ref         0.0809
_reflns_number_gt                1608
_reflns_number_total             1830
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja5031744_si_010.cif
_cod_data_source_block           baran375a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 4121744--4121757.cif.
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4121754
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cl1 Cl 0.48240(5) 0.55766(6) 0.27704(4) 0.02696(15) Uani 1 1 d .
S1 S 0.75428(5) 0.67448(5) 0.36516(4) 0.01608(14) Uani 1 1 d .
O1 O 0.76238(14) 0.61913(16) 0.24453(12) 0.0231(3) Uani 1 1 d .
O2 O 0.82447(14) 0.82099(15) 0.42034(13) 0.0232(3) Uani 1 1 d .
N1 N 0.58708(16) 0.71975(18) 0.34812(14) 0.0189(3) Uani 1 1 d .
C1 C 0.79884(18) 0.5105(2) 0.47284(16) 0.0149(4) Uani 1 1 d .
C2 C 0.84856(19) 0.5442(2) 0.60043(17) 0.0182(4) Uani 1 1 d .
H2A H 0.8588 0.6549 0.6299 0.022 Uiso 1 1 calc R
C3 C 0.88283(19) 0.4137(2) 0.68376(17) 0.0208(4) Uani 1 1 d .
H3A H 0.9165 0.4345 0.7714 0.025 Uiso 1 1 calc R
C4 C 0.86809(18) 0.2523(2) 0.63960(17) 0.0200(4) Uani 1 1 d .
H4A H 0.8932 0.1632 0.6972 0.024 Uiso 1 1 calc R
C5 C 0.81709(19) 0.2201(2) 0.51208(18) 0.0214(4) Uani 1 1 d .
H5A H 0.8069 0.1094 0.4828 0.026 Uiso 1 1 calc R
C6 C 0.78102(19) 0.3491(2) 0.42739(17) 0.0182(4) Uani 1 1 d .
H6A H 0.7448 0.3281 0.3401 0.022 Uiso 1 1 calc R
C7 C 0.5525(2) 0.7727(2) 0.46497(18) 0.0238(4) Uani 1 1 d .
H7A H 0.6171 0.8585 0.5071 0.036 Uiso 1 1 calc R
H7B H 0.5591 0.6778 0.5213 0.036 Uiso 1 1 calc R
H7C H 0.4587 0.8167 0.4435 0.036 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
Cl1 0.0248(3) 0.0265(3) 0.0259(3) 0.00209(19) 0.0007(2) -0.00561(19)
S1 0.0201(3) 0.0104(2) 0.0194(2) 0.00162(16) 0.00833(19) 0.00049(16)
O1 0.0335(8) 0.0194(6) 0.0200(7) 0.0038(5) 0.0136(6) 0.0033(6)
O2 0.0260(8) 0.0124(6) 0.0327(8) 0.0004(5) 0.0107(6) -0.0024(5)
N1 0.0202(8) 0.0155(7) 0.0208(8) 0.0012(6) 0.0053(6) 0.0007(6)
C1 0.0160(9) 0.0121(8) 0.0182(8) 0.0023(7) 0.0072(7) 0.0023(6)
C2 0.0202(9) 0.0140(8) 0.0213(9) -0.0035(7) 0.0071(7) -0.0010(7)
C3 0.0214(10) 0.0242(9) 0.0164(9) 0.0009(7) 0.0047(8) 0.0014(8)
C4 0.0174(9) 0.0180(9) 0.0257(10) 0.0081(7) 0.0076(8) 0.0048(7)
C5 0.0262(10) 0.0115(8) 0.0294(10) -0.0005(7) 0.0127(8) 0.0013(7)
C6 0.0229(10) 0.0146(8) 0.0182(9) -0.0018(7) 0.0078(8) -0.0001(7)
C7 0.0245(10) 0.0218(9) 0.0286(10) 0.0028(8) 0.0132(8) 0.0068(8)
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'
Cl Cl 0.1484 0.1585 '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
O1 S1 O2 120.69(8)
O1 S1 N1 105.81(8)
O2 S1 N1 103.44(8)
O1 S1 C1 108.97(8)
O2 S1 C1 109.38(8)
N1 S1 C1 107.72(8)
C7 N1 S1 115.37(12)
C7 N1 Cl1 110.68(12)
S1 N1 Cl1 110.78(8)
C2 C1 C6 121.68(16)
C2 C1 S1 119.60(13)
C6 C1 S1 118.71(13)
C3 C2 C1 118.80(16)
C3 C2 H2A 120.6
C1 C2 H2A 120.6
C2 C3 C4 120.14(17)
C2 C3 H3A 119.9
C4 C3 H3A 119.9
C5 C4 C3 120.55(17)
C5 C4 H4A 119.7
C3 C4 H4A 119.7
C4 C5 C6 120.14(16)
C4 C5 H5A 119.9
C6 C5 H5A 119.9
C5 C6 C1 118.67(16)
C5 C6 H6A 120.7
C1 C6 H6A 120.7
N1 C7 H7A 109.5
N1 C7 H7B 109.5
H7A C7 H7B 109.5
N1 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 N1 1.7349(16)
S1 O1 1.4293(13)
S1 O2 1.4315(13)
S1 N1 1.6885(16)
S1 C1 1.7583(17)
N1 C7 1.489(2)
C1 C2 1.389(3)
C1 C6 1.395(2)
C2 C3 1.383(2)
C2 H2A 0.9500
C3 C4 1.390(3)
C3 H3A 0.9500
C4 C5 1.387(3)
C4 H4A 0.9500
C5 C6 1.384(2)
C5 H5A 0.9500
C6 H6A 0.9500
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
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
O1 S1 N1 C7 177.05(12)
O2 S1 N1 C7 -55.14(14)
C1 S1 N1 C7 60.61(14)
O1 S1 N1 Cl1 50.32(10)
O2 S1 N1 Cl1 178.13(8)
C1 S1 N1 Cl1 -66.11(10)
O1 S1 C1 C2 155.94(14)
O2 S1 C1 C2 22.08(17)
N1 S1 C1 C2 -89.71(16)
O1 S1 C1 C6 -25.06(17)
O2 S1 C1 C6 -158.92(14)
N1 S1 C1 C6 89.29(15)
C6 C1 C2 C3 0.9(3)
S1 C1 C2 C3 179.88(13)
C1 C2 C3 C4 0.3(3)
C2 C3 C4 C5 -1.0(3)
C3 C4 C5 C6 0.4(3)
C4 C5 C6 C1 0.9(3)
C2 C1 C6 C5 -1.5(3)
S1 C1 C6 C5 179.51(14)
