#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:44:30 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180353 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/22/7202262.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_7202262
loop_
_publ_author_name
'Mondal, Pallab'
'Karmakar, Anirban'
'Singh, W. Marjit'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Crystal packing in some flexible carboxylic acids and esters attached
 to a naphthalene ring
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              1550
_journal_paper_doi               10.1039/b808399a
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C14 H12 O6 S2'
_chemical_formula_weight         340.36
_chemical_name_systematic
;
?
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            12
_cell_length_a                   5.5518(4)
_cell_length_b                   19.8748(14)
_cell_length_c                   39.870(3)
_cell_measurement_reflns_used    2619
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     4399.3(6)
_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  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_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  0.1071
_diffrn_reflns_av_sigmaI/netI    0.0541
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            46463
_diffrn_reflns_theta_full        25.49
_diffrn_reflns_theta_max         25.49
_diffrn_reflns_theta_min         1.02
_exptl_absorpt_coefficient_mu    0.389
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         4037
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0519
_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)+(0.0717P)²+2.8005P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1291
_refine_ls_wR_factor_ref         0.1566
_reflns_number_gt                2819
_reflns_number_total             4037
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b808399a.txt
_cod_data_source_block           tgadiol_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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        4399.3(5)
_cod_original_sg_symbol_H-M      Pbcn
_cod_database_code               7202262
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, 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
O1 O 0.6567(5) 0.18523(14) 0.04764(8) 0.0643(8) Uani 1 1 d . . .
H1O H 0.6807 0.2259 0.0484 0.096 Uiso 1 1 calc R . .
S2 S 0.39827(18) 0.06074(5) 0.02905(3) 0.0503(3) Uani 1 1 d . . .
S1 S -0.07958(16) 0.03499(5) 0.07639(2) 0.0450(3) Uani 1 1 d . . .
S3 S 0.72006(18) 1.05863(5) 0.22219(2) 0.0469(3) Uani 1 1 d . . .
C6 C 0.0930(7) 0.13894(18) 0.11319(10) 0.0439(9) Uani 1 1 d . . .
C7 C 0.1320(6) 0.09874(17) 0.08592(9) 0.0389(8) Uani 1 1 d . . .
C14 C 0.2437(7) -0.06902(18) 0.08558(10) 0.0449(9) Uani 1 1 d . . .
C10 C 0.4400(7) 0.20919(18) 0.09813(10) 0.0467(10) Uani 1 1 d . . .
C5 C 0.2452(7) 0.19521(18) 0.12020(10) 0.0466(9) Uani 1 1 d . . .
C8 C 0.3259(6) 0.11383(18) 0.06328(9) 0.0408(8) Uani 1 1 d . . .
C9 C 0.4721(7) 0.16835(19) 0.06959(10) 0.0462(9) Uani 1 1 d . . .
C13 C 0.0219(7) -0.03843(19) 0.09980(10) 0.0469(9) Uani 1 1 d . . .
H13A H 0.0526 -0.0254 0.1229 0.056 Uiso 1 1 calc R . .
H13B H -0.1054 -0.0719 0.0999 0.056 Uiso 1 1 calc R . .
C1 C 0.5966(8) 0.2636(2) 0.10617(12) 0.0631(12) Uani 1 1 d . . .
H1A H 0.7267 0.2735 0.0923 0.076 Uiso 1 1 calc R . .
C11 C 0.1759(7) 0.0840(2) -0.00176(10) 0.0519(10) Uani 1 1 d . . .
H11A H 0.1753 0.0510 -0.0197 0.062 Uiso 1 1 calc R . .
H11B H 0.0177 0.0840 0.0086 0.062 Uiso 1 1 calc R . .
C4 C 0.2067(8) 0.2367(2) 0.14861(11) 0.0604(11) Uani 1 1 d . . .
H4 H 0.0782 0.2281 0.1629 0.072 Uiso 1 1 calc R . .
C3 C 0.3589(10) 0.2894(2) 0.15495(12) 0.0704(14) Uani 1 1 d . . .
H3 H 0.3301 0.3173 0.1732 0.084 Uiso 1 1 calc R . .
C12 C 0.2266(9) 0.1531(2) -0.01633(11) 0.0610(12) Uani 1 1 d . . .
C2 C 0.5551(10) 0.3015(2) 0.13439(14) 0.0717(15) Uani 1 1 d . . .
H2 H 0.6611 0.3361 0.1398 0.086 Uiso 1 1 calc R . .
O5 O 0.4443(5) -0.05976(15) 0.09680(8) 0.0637(8) Uani 1 1 d . . .
O6 O 0.2060(5) -0.10679(15) 0.05904(8) 0.0615(8) Uani 1 1 d . . .
H6O H 0.3297 -0.1273 0.0544 0.092 Uiso 1 1 calc R . .
O3 O 0.0634(6) 0.19654(16) -0.00883(9) 0.0803(10) Uani 1 1 d . . .
H3O H 0.0980 0.2330 -0.0172 0.120 Uiso 1 1 calc R . .
O4 O 0.3999(7) 0.16618(18) -0.03310(9) 0.0840(11) Uani 1 1 d . . .
O2 O -0.0864(5) 0.12886(14) 0.13578(7) 0.0573(7) Uani 1 1 d . . .
H2O H -0.1591 0.0942 0.1311 0.086 Uiso 1 1 calc R . .
C19 C 0.5977(6) 0.98305(16) 0.23813(8) 0.0372(8) Uani 1 1 d . . .
C18 C 0.6931(7) 0.92348(18) 0.22739(9) 0.0434(9) Uani 1 1 d . . .
C17 C 0.5987(7) 0.86105(18) 0.23883(9) 0.0450(9) Uani 1 1 d . . .
C16 C 0.6949(9) 0.7988(2) 0.22862(12) 0.0692(14) Uani 1 1 d . . .
H16 H 0.8271 0.7980 0.2143 0.083 Uiso 1 1 calc R . .
C15 C 0.5975(11) 0.7401(2) 0.23937(14) 0.0908(19) Uani 1 1 d . . .
H15 H 0.6631 0.6994 0.2323 0.109 Uiso 1 1 calc R . .
O7 O 0.8772(5) 0.91773(14) 0.20480(8) 0.0639(8) Uani 1 1 d . . .
H7O H 0.9321 0.9551 0.2007 0.096 Uiso 1 1 calc R . .
C21 C 0.4062(7) 1.0347(2) 0.17044(10) 0.0497(10) Uani 1 1 d . . .
C20 C 0.4778(8) 1.0877(2) 0.19491(10) 0.0532(10) Uani 1 1 d . . .
H20A H 0.3395 1.0999 0.2085 0.064 Uiso 1 1 calc R . .
H20B H 0.5303 1.1274 0.1828 0.064 Uiso 1 1 calc R . .
O9 O 0.5549(5) 1.02975(17) 0.14445(7) 0.0658(9) Uani 1 1 d . . .
H9O H 0.5075 1.0001 0.1318 0.099 Uiso 1 1 calc R . .
O8 O 0.2365(6) 0.99829(17) 0.17369(8) 0.0729(9) Uani 1 1 d . . .
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'
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
C8 S2 C11 102.54(18) . . ?
C7 S1 C13 104.96(17) . . ?
C19 S3 C20 101.53(18) . . ?
O2 C6 C7 123.9(3) . . ?
O2 C6 C5 114.8(3) . . ?
C7 C6 C5 121.3(3) . . ?
C6 C7 C8 119.8(3) . . ?
C6 C7 S1 119.0(3) . . ?
C8 C7 S1 120.8(3) . . ?
O5 C14 O6 122.0(4) . . ?
O5 C14 C13 123.9(4) . . ?
O6 C14 C13 114.1(3) . . ?
C9 C10 C5 118.9(3) . . ?
C9 C10 C1 122.8(4) . . ?
C5 C10 C1 118.3(4) . . ?
C4 C5 C10 119.7(4) . . ?
C4 C5 C6 121.5(4) . . ?
C10 C5 C6 118.8(3) . . ?
C9 C8 C7 119.4(3) . . ?
C9 C8 S2 118.4(3) . . ?
C7 C8 S2 122.0(3) . . ?
C8 C9 O1 120.6(4) . . ?
C8 C9 C10 121.8(4) . . ?
O1 C9 C10 117.6(3) . . ?
C14 C13 S1 112.9(3) . . ?
C2 C1 C10 119.9(5) . . ?
C12 C11 S2 111.5(3) . . ?
C3 C4 C5 120.0(4) . . ?
C4 C3 C2 120.6(4) . . ?
O4 C12 O3 123.3(5) . . ?
O4 C12 C11 123.9(4) . . ?
O3 C12 C11 112.8(4) . . ?
C1 C2 C3 121.4(4) . . ?
C18 C19 C19 119.9(2) . 3_655 ?
C18 C19 S3 118.4(3) . . ?
C19 C19 S3 121.74(12) 3_655 . ?
C19 C18 O7 124.7(3) . . ?
C19 C18 C17 120.9(3) . . ?
O7 C18 C17 114.5(3) . . ?
C16 C17 C17 118.5(2) . 3_655 ?
C16 C17 C18 122.3(4) . . ?
C17 C17 C18 119.2(2) 3_655 . ?
C15 C16 C17 120.9(4) . . ?
C16 C15 C15 120.6(3) . 3_655 ?
O8 C21 O9 122.0(4) . . ?
O8 C21 C20 124.6(4) . . ?
O9 C21 C20 113.4(3) . . ?
C21 C20 S3 111.3(3) . . ?
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
O1 C9 1.389(4) . ?
S2 C8 1.771(4) . ?
S2 C11 1.802(4) . ?
S1 C7 1.769(3) . ?
S1 C13 1.822(4) . ?
S3 C19 1.767(3) . ?
S3 C20 1.823(4) . ?
C6 O2 1.358(4) . ?
C6 C7 1.367(5) . ?
C6 C5 1.429(5) . ?
C7 C8 1.437(5) . ?
C14 O5 1.214(4) . ?
C14 O6 1.314(4) . ?
C14 C13 1.486(5) . ?
C10 C9 1.409(5) . ?
C10 C5 1.422(5) . ?
C10 C1 1.424(5) . ?
C5 C4 1.417(6) . ?
C8 C9 1.377(5) . ?
C1 C2 1.374(7) . ?
C11 C12 1.517(6) . ?
C4 C3 1.369(6) . ?
C3 C2 1.385(7) . ?
C12 O4 1.200(5) . ?
C12 O3 1.287(5) . ?
C19 C18 1.366(5) . ?
C19 C19 1.440(7) 3_655 ?
C18 O7 1.367(4) . ?
C18 C17 1.422(5) . ?
C17 C16 1.407(5) . ?
C17 C17 1.412(7) 3_655 ?
C16 C15 1.356(6) . ?
C15 C15 1.375(10) 3_655 ?
C21 O8 1.195(5) . ?
C21 O9 1.328(5) . ?
C21 C20 1.489(6) . ?
