#------------------------------------------------------------------------------
#$Date: 2022-10-03 17:40:12 +0300 (Mon, 03 Oct 2022) $
#$Revision: 278324 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/96/2009635.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_2009635
loop_
_publ_author_name
'Ravikumar, K.'
_publ_section_title
;
 Non-steroidal anti-inflammatory drugs. III. Structure of indoprofen:
 2-[4-(1-oxo-2-isoindolinyl)phenyl]propionic acid
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              589
_journal_page_last               592
_journal_paper_doi               10.1107/S0108270193007450
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C17 H15 N1 O3'
_chemical_formula_sum            'C17 H15 N O3'
_chemical_formula_weight         281.3
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           'SHELXTL-Plus (Sheldrick, 1990)'
_cell_angle_alpha                90.
_cell_angle_beta                 94.84(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   6.0290(10)
_cell_length_b                   7.7080(10)
_cell_length_c                   30.468(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      22
_cell_measurement_theta_min      15
_cell_volume                     1410.8(4)
_diffrn_measurement_device       'Siemens R3m/V'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            2264
_diffrn_reflns_theta_max         22.5
_diffrn_standards_decay_%        <=1
_diffrn_standards_interval_count 98
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      1.319(3)
_exptl_crystal_description       plates
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.11
_refine_ls_goodness_of_fit_obs   1.08
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     190
_refine_ls_number_reflns         1040
_refine_ls_R_factor_obs          0.062
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.0023F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.069
_reflns_number_observed          1040
_reflns_number_total             1869
_reflns_observed_criterion       I>=3\s(I)
_cod_data_source_file            mu1049.cif
_cod_data_source_block           mu1049_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F) + 0.0023F^2^]' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w = 1/[\s^2^(F) +
0.0023F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C17 H15 N1 O3'
_cod_database_code               2009635
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 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
O(1) .6641(7) .3804(6) .24970(10) .065(2)
O(2) .9836(5) .2972(6) .48650(10) .104(4)
O(3) 1.2316(7) .4831(6) .46760(10) .093(3)
N(1) 1.0178(7) .2530(7) .25370(10) .040(2)
C(1) .8196(9) .3119(9) .23210(10) .048(3)
C(2) .8287(9) .2752(9) .18480(10) .040(3)
C(3) .6715(9) .3079(9) .14990(10) .055(3)
C(4) .7162(9) .2541(9) .10830(10) .070(4)
C(5) .9129(9) .1681(9) .10230(10) .066(4)
C(6) 1.0762(9) .1361(9) .13690(10) .056(4)
C(7) 1.0255(9) .1909(9) .17850(10) .045(3)
C(8) 1.1611(9) .1691(9) .22250(10) .047(3)
C(9) 1.0719(9) .2407(9) .29960(10) .041(3)
C(10) 1.2809(10) .1738(9) .31590(10) .049(3)
C(11) 1.3371(9) .1606(9) .36070(10) .057(4)
C(12) 1.1974(9) .2138(9) .39190(10) .052(3)
C(13) .9898(9) .2814(9) .37470(10) .055(4)
C(14) .9298(9) .2962(9) .33040(10) .053(3)
C(15) 1.2704(9) .1950(9) .44120(10) .088(5)
C(16) 1.2382(10) .0293(10) .4579(2) .203(12)
C(17) 1.1476(9) .3330(9) .46750(10) .071(4)
H3O 1.1422(7) .5643(7) .47214(14) ?
H3A .5345(9) .3660(9) .15456(13) ?
H4A .6108(9) .2764(9) .08351(12) ?
H5A .9386(9) .1312(9) .07303(13) ?
H6A 1.2130(9) .0781(9) .13212(11) ?
H8A 1.1842(10) .0488(9) .22966(12) ?
H8B 1.3027(10) .2260(9) .22230(12) ?
H10A 1.3873(10) .1421(9) .29554(13) ?
H11A 1.4774(10) .1093(9) .37069(11) ?
H13A .8868(9) .3190(9) .39514(13) ?
H14A .7878(9) .3455(9) .32073(11) ?
H15A 1.4273(9) .2184(9) .44510(13) ?
H16A 1.3121(10) -.0549(10) .44106(17) ?
H16B 1.2993(10) .0257(10) .48801(17) ?
H16C 1.0820(10) .0034(10) .45646(17) ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(8) N(1) C(9) 120.4(4) yes
C(1) N(1) C(8) 111.2(4) yes
N(1) C(1) C(2) 107.4(5) yes
C(1) C(2) C(7) 109.2(4) yes
C(3) C(2) C(7) 121.3(4) yes
C(3) C(4) C(5) 120.0(4) yes
C(5) C(6) C(7) 115.9(5) yes
C(6) C(7) C(8) 128.8(5) yes
N(1) C(8) C(7) 102.6(4) yes
N(1) C(9) C(10) 119.9(4) yes
C(9) C(10) C(11) 120.7(5) yes
C(11) C(12) C(15) 120.2(5) yes
C(13) C(12) C(15) 124.5(5) yes
C(9) C(14) C(13) 120.8(5) yes
C(12) C(15) C(16) 113.9(5) yes
O(3) C(17) C(15) 114.8(5) yes
O(2) C(17) O(3) 123.2(5) yes
C(1) N(1) C(9) 127.5(4) yes
O(1) C(1) N(1) 126.0(4) yes
O(1) C(1) C(2) 126.6(5) yes
C(1) C(2) C(3) 129.4(5) yes
C(2) C(3) C(4) 118.3(5) yes
C(4) C(5) C(6) 122.7(4) yes
C(2) C(7) C(6) 121.7(4) yes
C(2) C(7) C(8) 109.5(4) yes
N(1) C(9) C(14) 123.0(4) yes
C(10) C(9) C(14) 117.1(4) yes
C(10) C(11) C(12) 122.9(4) yes
C(11) C(12) C(13) 115.3(4) yes
C(12) C(13) C(14) 123.1(5) yes
C(12) C(15) C(17) 109.2(4) yes
C(16) C(15) C(17) 110.6(4) yes
O(2) C(17) C(15) 122.0(7) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(1) 1.236(7) yes
O(3) C(17) 1.262(8) yes
N(1) C(8) 1.486(7) yes
C(1) C(2) 1.475(5) yes
C(2) C(7) 1.380(8) yes
C(4) C(5) 1.384(8) yes
C(6) C(7) 1.394(6) yes
C(9) C(10) 1.412(8) yes
C(10) C(11) 1.383(5) yes
C(12) C(13) 1.414(8) yes
C(13) C(14) 1.372(5) yes
C(15) C(17) 1.556(8) yes
O(2) C(17) 1.219(7) yes
N(1) C(1) 1.391(7) yes
N(1) C(9) 1.410(6) yes
C(2) C(3) 1.385(6) yes
C(3) C(4) 1.384(6) yes
C(5) C(6) 1.403(6) yes
C(7) C(8) 1.520(6) yes
C(9) C(14) 1.393(7) yes
C(11) C(12) 1.383(7) yes
C(12) C(15) 1.538(6) yes
C(15) C(16) 1.394(10) yes
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
_geom_torsion_publ_flag
C(8) N(1) C(9) C(10) 10.5(8) yes
C(8) N(1) C(9) C(14) -171.2(5) yes
C(11) C(12) C(15) C(16) -81.7(7) yes
C(11) C(12) C(13) C(14) -0.9(8) yes
C(13) C(12) C(15) C(17) -26.9(5) yes
C(12) C(15) C(17) O(2) 99.7(6) yes
C(16) C(15) C(17) O(3) 153.3(5) yes
C(1) N(1) C(9) C(10) 178.6(5) yes
C(1) N(1) C(9) C(14) -3.1(9) yes
C(11) C(12) C(15) C(17) 154.0(5) yes
C(13) C(12) C(15) C(16) 97.3(7) yes
C(12) C(15) C(17) O(3) -80.6(6) yes
C(16) C(15) C(17) O(2) -26.4(9) yes
