#------------------------------------------------------------------------------
#$Date: 2019-11-28 20:43:55 +0100 (jue 28 de nov de 2019) $
#$Revision: 244710 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/94/7239442.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_7239442
loop_
_publ_author_name
'Khatun, Nilufa'
'Guin, Srimanta'
'Rout, Saroj Kumar'
'Patel, Bhisma K.'
_publ_section_title
;
 Divergent reactivities of o-haloanilides with CuO nanoparticles in water:
 a green synthesis of benzoxazoles and o-hydroxyanilides
;
_journal_issue                   21
_journal_name_full               'RSC Advances'
_journal_page_first              10770
_journal_paper_doi               10.1039/c3ra46820h
_journal_volume                  4
_journal_year                    2014
_chemical_formula_sum            'C13 H11 N O2'
_chemical_formula_weight         213.23
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_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                 90.645(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.9246(10)
_cell_length_b                   7.0228(6)
_cell_length_c                   14.1338(12)
_cell_measurement_temperature    298(2)
_cell_volume                     1084.29(16)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0527
_diffrn_reflns_av_sigmaI/netI    0.0557
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10387
_diffrn_reflns_theta_full        27.22
_diffrn_reflns_theta_max         27.22
_diffrn_reflns_theta_min         2.88
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADBAS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2254
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.174
_refine_ls_R_factor_all          0.1433
_refine_ls_R_factor_gt           0.0789
_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)+(0.0798P)²+1.1887P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2155
_refine_ls_wR_factor_ref         0.2512
_reflns_number_gt                1350
_reflns_number_total             2385
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra46820h.txt
_cod_data_source_block           platon
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7239442
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
O1 O 0.5429(3) 0.5962(4) 0.24874(16) 0.0601(9) Uani 1 1 d .
O3 O 0.5256(3) 0.8089(4) -0.07195(17) 0.0693(10) Uani 1 1 d .
H3A H 0.5360 0.8328 -0.1281 0.104 Uiso 1 1 d R
N1 N 0.5048(3) 0.6714(4) 0.09635(18) 0.0502(9) Uani 1 1 d .
H1 H 0.4469 0.6963 0.0565 0.060 Uiso 1 1 d R
C1 C 0.4696(4) 0.6415(5) 0.1859(2) 0.0465(10) Uani 1 1 d .
C2 C 0.3365(4) 0.6635(5) 0.2048(2) 0.0463(10) Uani 1 1 d .
C3 C 0.2579(4) 0.7662(6) 0.1465(3) 0.0604(12) Uani 1 1 d .
H3 H 0.2878 0.8240 0.0922 0.072 Uiso 1 1 calc R
C4 C 0.1354(5) 0.7834(7) 0.1683(3) 0.0762(14) Uani 1 1 d .
H4 H 0.0832 0.8535 0.1292 0.091 Uiso 1 1 calc R
C5 C 0.0910(5) 0.6967(8) 0.2478(4) 0.0791(15) Uani 1 1 d .
H5 H 0.0085 0.7074 0.2622 0.095 Uiso 1 1 calc R
C6 C 0.1672(5) 0.5945(7) 0.3063(3) 0.0777(15) Uani 1 1 d .
H6 H 0.1364 0.5361 0.3601 0.093 Uiso 1 1 calc R
C7 C 0.2903(5) 0.5785(6) 0.2850(3) 0.0612(12) Uani 1 1 d .
H7 H 0.3422 0.5100 0.3250 0.073 Uiso 1 1 calc R
C8 C 0.6238(4) 0.6683(5) 0.0582(2) 0.0445(9) Uani 1 1 d .
C9 C 0.6313(4) 0.7444(5) -0.0330(2) 0.0492(10) Uani 1 1 d .
C10 C 0.7443(5) 0.7485(6) -0.0775(3) 0.0581(11) Uani 1 1 d .
H10 H 0.7508 0.7991 -0.1381 0.070 Uiso 1 1 calc R
C11 C 0.8460(5) 0.6782(7) -0.0320(3) 0.0701(13) Uani 1 1 d .
H11 H 0.9215 0.6827 -0.0617 0.084 Uiso 1 1 calc R
C12 C 0.8376(5) 0.6007(7) 0.0573(3) 0.0716(14) Uani 1 1 d .
H12 H 0.9072 0.5527 0.0873 0.086 Uiso 1 1 calc R
C13 C 0.7251(4) 0.5943(6) 0.1027(3) 0.0587(11) Uani 1 1 d .
H13 H 0.7188 0.5403 0.1626 0.070 Uiso 1 1 calc R
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C9 O3 H3A 109.6
C1 N1 C8 129.1(3)
C1 N1 H1 115.6
C8 N1 H1 115.2
O1 C1 N1 122.0(4)
O1 C1 C2 121.7(3)
N1 C1 C2 116.3(3)
C7 C2 C3 118.9(4)
C7 C2 C1 118.0(4)
C3 C2 C1 123.2(3)
C4 C3 C2 120.5(4)
C4 C3 H3 119.7
C2 C3 H3 119.7
C5 C4 C3 119.7(5)
C5 C4 H4 120.1
C3 C4 H4 120.1
C6 C5 C4 120.7(5)
C6 C5 H5 119.7
C4 C5 H5 119.7
C5 C6 C7 119.7(4)
C5 C6 H6 120.1
C7 C6 H6 120.1
C2 C7 C6 120.5(4)
C2 C7 H7 119.7
C6 C7 H7 119.7
C13 C8 C9 120.9(4)
C13 C8 N1 124.9(3)
C9 C8 N1 114.2(3)
O3 C9 C10 124.5(3)
O3 C9 C8 116.4(4)
C10 C9 C8 119.1(4)
C11 C10 C9 119.9(4)
C11 C10 H10 120.0
C9 C10 H10 120.0
C10 C11 C12 120.7(4)
C10 C11 H11 119.6
C12 C11 H11 119.6
C11 C12 C13 120.1(4)
C11 C12 H12 119.9
C13 C12 H12 119.9
C8 C13 C12 119.2(4)
C8 C13 H13 120.4
C12 C13 H13 120.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.231(4)
O3 C9 1.352(5)
O3 H3A 0.8201
N1 C1 1.343(4)
N1 C8 1.414(5)
N1 H1 0.8600
C1 C2 1.489(6)
C2 C7 1.381(5)
C2 C3 1.387(5)
C3 C4 1.382(6)
C3 H3 0.9300
C4 C5 1.372(7)
C4 H4 0.9300
C5 C6 1.369(7)
C5 H5 0.9300
C6 C7 1.387(7)
C6 H6 0.9300
C7 H7 0.9300
C8 C13 1.369(6)
C8 C9 1.398(5)
C9 C10 1.392(6)
C10 C11 1.369(6)
C10 H10 0.9300
C11 C12 1.379(6)
C11 H11 0.9300
C12 C13 1.394(6)
C12 H12 0.9300
C13 H13 0.9300
