#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:59:06 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179498 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/95/4339511.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_4339511
loop_
_publ_author_name
'Denehy, Emma'
'White, Jonathan M.'
'Williams, Spencer J.'
_publ_section_title
;
 Electronic structure of the sulfonyl and phosphonyl groups: a
 computational and crystallographic study.
;
_journal_issue                   21
_journal_name_full               'Inorganic chemistry'
_journal_page_first              8871
_journal_page_last               8886
_journal_paper_doi               10.1021/ic700687t
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C7 H6 N2 O7 S'
_chemical_formula_weight         262.20
_chemical_name_common            '3,4-dinitrophenyl mesylate'
_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                 103.3120(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9498(7)
_cell_length_b                   14.7161(12)
_cell_length_c                   7.7765(6)
_cell_measurement_reflns_used    3192
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      27.38
_cell_measurement_theta_min      2.34
_cell_volume                     996.69(14)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0149
_diffrn_reflns_av_sigmaI/netI    0.0182
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5155
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.34
_exptl_absorpt_coefficient_mu    0.354
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.181
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1756
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.181
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0342
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0532P)²+0.4348P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.0995
_reflns_number_gt                1625
_reflns_number_total             1756
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic700687t-file003.cif
_cod_data_source_block           jmwsw32
_cod_depositor_comments
;
The following automatic conversions were performed:

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

'_exptl_absorpt_correction_type' value 'multiscan'
changed to 'multi-scan' according to
/usr/data/users/saulius/automatic-downloads/retrospective/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 
;
_cod_original_sg_symbol_H-M      'P2(1)/c  '
_cod_database_code               4339511
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
C1 C 0.2096(2) 0.93434(12) 0.3545(2) 0.0209(4) Uani 1 1 d .
C2 C 0.2165(2) 0.90840(12) 0.5277(3) 0.0220(4) Uani 1 1 d .
H2 H 0.1291 0.9127 0.5772 0.026 Uiso 1 1 calc R
C3 C 0.3549(2) 0.87620(12) 0.6252(2) 0.0220(4) Uani 1 1 d .
C4 C 0.4822(2) 0.87025(12) 0.5512(3) 0.0223(4) Uani 1 1 d .
C5 C 0.4736(2) 0.89804(12) 0.3798(3) 0.0239(4) Uani 1 1 d .
H5 H 0.5614 0.8950 0.3308 0.029 Uiso 1 1 calc R
C6 C 0.3348(2) 0.93058(12) 0.2795(2) 0.0238(4) Uani 1 1 d .
H6 H 0.3264 0.9499 0.1611 0.029 Uiso 1 1 calc R
C7 C -0.0290(2) 0.83589(14) 0.0369(3) 0.0311(5) Uani 1 1 d .
H7A H 0.0631 0.8010 0.0909 0.047 Uiso 1 1 calc R
H7B H -0.0091 0.8723 -0.0609 0.047 Uiso 1 1 calc R
H7C H -0.1144 0.7941 -0.0078 0.047 Uiso 1 1 calc R
N1 N 0.36513(18) 0.85629(12) 0.8130(2) 0.0295(4) Uani 1 1 d .
N2 N 0.62537(18) 0.82907(11) 0.6504(2) 0.0274(4) Uani 1 1 d .
O1 O 0.07347(14) 0.97142(8) 0.25274(17) 0.0238(3) Uani 1 1 d .
O2 O -0.09307(17) 0.85686(10) 0.34444(19) 0.0358(4) Uani 1 1 d .
O3 O -0.19220(15) 0.97054(10) 0.11505(19) 0.0333(4) Uani 1 1 d .
O4 O 0.47006(19) 0.89187(14) 0.9206(2) 0.0516(5) Uani 1 1 d .
O5 O 0.26376(16) 0.80891(10) 0.8483(2) 0.0353(4) Uani 1 1 d .
O6 O 0.74585(15) 0.85871(10) 0.62658(19) 0.0318(4) Uani 1 1 d .
O7 O 0.61463(18) 0.76695(12) 0.7515(3) 0.0580(6) Uani 1 1 d .
S1 S -0.07659(5) 0.90755(3) 0.19461(6) 0.02311(18) Uani 1 1 d .
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
C1 0.0231(9) 0.0157(8) 0.0221(9) -0.0008(7) 0.0018(7) -0.0014(7)
C2 0.0216(9) 0.0193(9) 0.0250(10) -0.0018(7) 0.0054(8) -0.0008(7)
C3 0.0256(9) 0.0185(9) 0.0215(9) 0.0007(7) 0.0046(7) -0.0018(7)
C4 0.0224(9) 0.0148(9) 0.0288(10) -0.0020(7) 0.0037(8) -0.0011(7)
C5 0.0257(10) 0.0196(9) 0.0285(10) -0.0053(7) 0.0103(8) -0.0033(7)
C6 0.0314(10) 0.0204(9) 0.0200(9) -0.0018(7) 0.0065(8) -0.0039(8)
C7 0.0337(11) 0.0276(10) 0.0307(11) -0.0067(9) 0.0047(9) -0.0010(9)
N1 0.0247(9) 0.0360(10) 0.0271(9) 0.0088(7) 0.0046(7) 0.0035(7)
N2 0.0237(9) 0.0195(8) 0.0383(10) 0.0004(7) 0.0058(7) 0.0010(7)
O1 0.0249(7) 0.0201(7) 0.0239(7) 0.0027(5) 0.0004(5) -0.0018(5)
O2 0.0345(8) 0.0438(9) 0.0289(8) 0.0073(6) 0.0069(6) -0.0115(7)
O3 0.0270(7) 0.0365(8) 0.0335(8) -0.0008(6) 0.0011(6) 0.0061(6)
O4 0.0363(9) 0.0866(13) 0.0261(9) 0.0091(9) -0.0045(7) -0.0135(9)
O5 0.0319(8) 0.0392(8) 0.0375(8) 0.0135(7) 0.0140(6) 0.0015(6)
O6 0.0208(7) 0.0370(8) 0.0385(8) 0.0016(6) 0.0084(6) -0.0009(6)
O7 0.0308(9) 0.0424(10) 0.0972(15) 0.0424(10) 0.0073(9) 0.0037(7)
S1 0.0222(3) 0.0248(3) 0.0217(3) 0.00095(17) 0.0037(2) -0.00145(17)
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
C6 C1 C2 122.73(17)
C6 C1 O1 117.55(16)
C2 C1 O1 119.59(16)
C3 C2 C1 117.51(17)
C3 C2 H2 121.2
C1 C2 H2 121.2
C2 C3 C4 120.76(17)
C2 C3 N1 117.18(17)
C4 C3 N1 121.85(16)
C5 C4 C3 120.77(17)
C5 C4 N2 118.59(16)
C3 C4 N2 120.53(17)
C4 C5 C6 119.20(17)
C4 C5 H5 120.4
C6 C5 H5 120.4
C1 C6 C5 119.01(17)
C1 C6 H6 120.5
C5 C6 H6 120.5
S1 C7 H7A 109.5
S1 C7 H7B 109.5
H7A C7 H7B 109.5
S1 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
O4 N1 O5 125.58(18)
O4 N1 C3 117.19(16)
O5 N1 C3 117.14(16)
O6 N2 O7 124.69(17)
O6 N2 C4 118.03(15)
O7 N2 C4 117.28(16)
C1 O1 S1 119.32(11)
O2 S1 O3 119.84(9)
O2 S1 O1 108.22(8)
O3 S1 O1 102.55(8)
O2 S1 C7 110.36(10)
O3 S1 C7 111.09(9)
O1 S1 C7 103.11(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.378(3)
C1 C2 1.388(3)
C1 O1 1.401(2)
C2 C3 1.379(3)
C2 H2 0.9500
C3 C4 1.392(3)
C3 N1 1.471(2)
C4 C5 1.380(3)
C4 N2 1.466(2)
C5 C6 1.391(3)
C5 H5 0.9500
C6 H6 0.9500
C7 S1 1.743(2)
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
N1 O4 1.223(2)
N1 O5 1.225(2)
N2 O6 1.216(2)
N2 O7 1.224(2)
O1 S1 1.6162(13)
O2 S1 1.4194(15)
O3 S1 1.4205(14)
