#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:16:50 +0200 (vie 13 de oct de 2017) $
#$Revision: 201980 $
#$URL: svn://www.crystallography.net/cod/cif/2/30/00/2300060.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2300060
loop_
_publ_author_name
'Muangsin, Nongnuj'
'Prajuabsook, Malee'
'Chimsook, Pitiporn'
'Chantarasiri, Nuanphun'
'Siraleartmukul, Krisana'
'Chaichit, Narongsak'
'Hannongbua, Supot'
_publ_section_title
;
 Structure determination of diclofenac in a diclofenac-containing
 chitosan matrix using conventional X-ray powder diffraction data
;
_journal_issue                   2
_journal_name_full               'Journal of Applied Crystallography'
_journal_page_first              288
_journal_page_last               294
_journal_paper_doi               10.1107/S0021889804002353
_journal_volume                  37
_journal_year                    2004
_chemical_formula_sum            'C14 H11 Cl2 N O2'
_chemical_formula_weight         296.14
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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(2)
_cell_angle_beta                 109.60(2)
_cell_angle_gamma                90.00(2)
_cell_formula_units_Z            8
_cell_length_a                   20.298(4)
_cell_length_b                   6.993(4)
_cell_length_c                   20.107(4)
_cell_measurement_temperature    293(2)
_cell_volume                     2688.7(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.3838
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            1373
_diffrn_reflns_theta_full        20.67
_diffrn_reflns_theta_max         20.67
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    0.479
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1216
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.193
_refine_ls_extinction_coef       17E1(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.810
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     78
_refine_ls_number_reflns         1373
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.236
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0596
_refine_ls_shift/su_max          0.210
_refine_ls_shift/su_mean         0.036
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0388P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1349
_reflns_number_gt                606
_reflns_number_total             1373
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ks0188.cif
_cod_data_source_block           II
_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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        2688.9(17)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2300060
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 0.2290(9) 0.352(2) 0.3411(9) 0.060(6) Uiso d D 1 . . C
C2 0.2376(13) 0.443(3) 0.2806(14) 0.126(9) Uiso d . 1 . . C
H2 0.2800 0.5037 0.2869 0.151 Uiso calc R 1 . . H
C3 0.1883(9) 0.447(2) 0.2140(9) 0.058(5) Uiso d . 1 . . C
H3 0.1975 0.5076 0.1769 0.070 Uiso calc R 1 . . H
C4 0.1305(8) 0.366(2) 0.2047(9) 0.044(5) Uiso d . 1 . . C
H4 0.0969 0.3619 0.1598 0.053 Uiso calc R 1 . . H
C5 0.1168(13) 0.284(4) 0.2614(14) 0.128(9) Uiso d . 1 . . C
H5 0.0741 0.2239 0.2546 0.154 Uiso calc R 1 . . H
C6 0.1650(9) 0.290(2) 0.3262(10) 0.053(5) Uiso d . 1 . . C
C7 0.0957(19) 0.110(5) 0.3792(19) 0.187(14) Uiso d . 1 . . C
C8 0.0826(11) -0.087(4) 0.3448(12) 0.112(9) Uiso d D 1 . . C
C9 0.0288(9) -0.211(3) 0.3417(9) 0.065(6) Uiso d . 1 . . C
H9 0.0240 -0.3291 0.3197 0.078 Uiso calc R 1 . . H
C10 -0.0180(11) -0.145(3) 0.3740(11) 0.099(8) Uiso d . 1 . . C
H10 -0.0572 -0.2192 0.3699 0.119 Uiso calc R 1 . . H
C11 -0.0100(9) 0.021(3) 0.4112(9) 0.064(6) Uiso d . 1 . . C
H11 -0.0404 0.0561 0.4349 0.076 Uiso calc R 1 . . H
C12 0.0438(11) 0.131(3) 0.4118(10) 0.081(7) Uiso d D 1 . . C
C13 0.2910(9) 0.379(3) 0.4074(9) 0.065(6) Uiso d D 1 . . C
C14 0.2821(11) 0.551(3) 0.4498(12) 0.117(9) Uiso d D 1 . . C
N1 0.1466(10) 0.221(3) 0.3833(10) 0.098(6) Uiso d . 1 . . N
O1 0.3221(6) 0.7044(18) 0.4599(7) 0.080(4) Uiso d D 1 . . O
O2 0.2292(6) 0.5318(15) 0.4682(6) 0.057(4) Uiso d D 1 . . O
Cl1 0.0478(3) 0.3467(7) 0.4583(3) 0.085(2) Uiso d D 1 . . Cl
Cl2 0.1440(3) -0.1576(7) 0.3082(3) 0.083(2) Uiso d D 1 . . Cl
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'
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
C6 C1 C2 110.3(19)
C6 C1 C13 135.7(18)
C2 C1 C13 113.0(18)
C3 C2 C1 125(2)
C4 C3 C2 118(2)
C3 C4 C5 120(2)
C6 C5 C4 120(2)
C1 C6 C5 125(2)
C1 C6 N1 116.2(19)
C5 C6 N1 118.4(19)
N1 C7 C12 128(3)
N1 C7 C8 126(3)
C12 C7 C8 105(3)
C9 C8 C7 127(2)
C9 C8 Cl2 118.5(19)
C7 C8 Cl2 114(2)
C8 C9 C10 115.2(19)
C11 C10 C9 124(2)
C12 C11 C10 116.4(19)
C11 C12 C7 132(2)
C11 C12 Cl1 113.0(16)
C7 C12 Cl1 115(2)
C1 C13 C14 112.1(16)
O2 C14 O1 126(2)
O2 C14 C13 110.8(17)
O1 C14 C13 123.1(18)
C7 N1 C6 126(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 . 1.31(2) ?
C1 C2 . 1.43(3) ?
C1 C13 . 1.507(18) ?
C2 C3 . 1.38(3) ?
C3 C4 . 1.259(18) ?
C4 C5 . 1.39(2) ?
C5 C6 . 1.34(3) ?
C6 N1 . 1.40(2) ?
C7 N1 . 1.27(3) ?
C7 C12 . 1.42(3) ?
C7 C8 . 1.53(4) ?
C8 C9 . 1.38(2) ?
C8 Cl2 . 1.718(18) ?
C9 C10 . 1.40(2) ?
C10 C11 . 1.36(2) ?
C11 C12 . 1.33(2) ?
C12 Cl1 . 1.760(17) ?
C13 C14 . 1.52(2) ?
C14 O2 . 1.255(18) ?
C14 O1 . 1.318(18) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2925
