#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/29/7102944.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_7102944
loop_
_publ_author_name
'Ohnmacht, Stephan A'
'Mamone, Patrizia'
'Culshaw, Andrew J'
'Greaney, Michael F'
_publ_section_title
;
 Direct arylations on water: synthesis of 2,5-disubstituted oxazoles
 balsoxin and texaline.
;
_journal_issue                   10
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1241
_journal_page_last               1243
_journal_paper_doi               10.1039/b719466h
_journal_year                    2008
_chemical_compound_source        'S. Ohnmacht PM-034 '
_chemical_formula_moiety         'C15 H12 N2 O'
_chemical_formula_sum            'C15 H12 N2 O'
_chemical_formula_weight         236.27
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           'Triclinic, twinned via 2[100]'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom/difmap(methyl)
_atom_sites_solution_primary     'charge flipping'
_atom_sites_solution_secondary   difmap
_audit_creation_date             07-07-05
_audit_creation_method           SHELXL-97
_cell_angle_alpha                85.054(3)
_cell_angle_beta                 80.312(3)
_cell_angle_gamma                81.946(3)
_cell_formula_units_Z            4
_cell_length_a                   6.5552(3)
_cell_length_b                   11.7636(5)
_cell_length_c                   15.7218(7)
_cell_measurement_reflns_used    4521
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      2.5
_cell_volume                     1180.83(9)
_computing_cell_refinement       Saint
_computing_data_collection       Smart
_computing_data_reduction        Saint
_computing_molecular_graphics    XP
_computing_publication_material  XCIF/PLATON
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    PLATON-FLIPPER
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_diffrn_measurement_method       omega
_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  0.0430
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            32765
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.720
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Twinabs scaled by 0.98'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             496
_exptl_crystal_recrystallization_method
;
>From dichloromethane
;
_exptl_crystal_size_max          0.67
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.0090(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_hydrogen_treatment    'riding/rotating group (Me)'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         4968
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.169
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0549
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0416P)²+0.3925P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1205
_refine_ls_wR_factor_ref         0.1242
_reflns_number_gt                4407
_reflns_number_total             4968
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b719466h.txt
_cod_data_source_block           mg6003
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'multiscan' changed to 'multi-scan'
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_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7102944
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
N11 N -0.1247(3) 0.43170(15) 0.37085(11) 0.0389(4) Uani 1 1 d . . .
C21 C 0.0543(3) 0.45207(17) 0.38582(12) 0.0319(5) Uani 1 1 d . . .
O31 O 0.1423(2) 0.37072(11) 0.44051(8) 0.0322(3) Uani 1 1 d . . .
C41 C 0.0012(3) 0.29227(17) 0.46064(12) 0.0323(5) Uani 1 1 d . . .
C51 C -0.1591(3) 0.32938(18) 0.41831(13) 0.0378(5) Uani 1 1 d . . .
H51 H -0.2786 0.2912 0.4205 0.045 Uiso 1 1 calc R . .
C61 C 0.1693(3) 0.54755(16) 0.35088(12) 0.0326(5) Uani 1 1 d . . .
C71 C 0.0893(4) 0.62786(17) 0.29051(13) 0.0370(5) Uani 1 1 d . . .
H71 H -0.0407 0.6209 0.2736 0.044 Uiso 1 1 calc R . .
C81 C 0.1981(4) 0.71733(18) 0.25530(13) 0.0411(5) Uani 1 1 d . . .
H81 H 0.1414 0.7716 0.2144 0.049 Uiso 1 1 calc R . .
C91 C 0.3888(4) 0.72997(17) 0.27826(13) 0.0413(5) Uani 1 1 d . . .
C101 C 0.4672(4) 0.64965(17) 0.33829(14) 0.0410(5) Uani 1 1 d . . .
H101 H 0.5973 0.6566 0.3550 0.049 Uiso 1 1 calc R . .
C111 C 0.3595(3) 0.55940(17) 0.37437(13) 0.0358(5) Uani 1 1 d . . .
H111 H 0.4163 0.5054 0.4154 0.043 Uiso 1 1 calc R . .
C121 C 0.5069(4) 0.82761(19) 0.23844(16) 0.0553(7) Uani 1 1 d . . .
H12A H 0.5408 0.8217 0.1757 0.083 Uiso 1 1 calc R . .
H12B H 0.6361 0.8235 0.2628 0.083 Uiso 1 1 calc R . .
H12C H 0.4206 0.9011 0.2509 0.083 Uiso 1 1 calc R . .
C131 C 0.0549(3) 0.19185(17) 0.51754(12) 0.0326(5) Uani 1 1 d . . .
C141 C -0.1006(4) 0.12790(17) 0.55934(13) 0.0378(5) Uani 1 1 d . . .
H141 H -0.2401 0.1542 0.5510 0.045 Uiso 1 1 calc R . .
N151 N -0.0685(3) 0.03318(15) 0.60975(11) 0.0443(5) Uani 1 1 d . . .
C161 C 0.1297(4) -0.00141(19) 0.62087(13) 0.0464(6) Uani 1 1 d . . .
H161 H 0.1577 -0.0693 0.6565 0.056 Uiso 1 1 calc R . .
C171 C 0.2949(4) 0.05606(19) 0.58343(14) 0.0464(6) Uani 1 1 d . . .
H171 H 0.4326 0.0284 0.5935 0.056 Uiso 1 1 calc R . .
C181 C 0.2569(4) 0.15438(19) 0.53110(13) 0.0403(5) Uani 1 1 d . . .
H181 H 0.3681 0.1958 0.5047 0.048 Uiso 1 1 calc R . .
N12 N 0.6519(3) 0.63678(14) 0.07667(12) 0.0393(4) Uani 1 1 d . . .
C22 C 0.4644(3) 0.64023(16) 0.06039(12) 0.0306(4) Uani 1 1 d . . .
O32 O 0.3682(2) 0.54777(11) 0.09571(8) 0.0310(3) Uani 1 1 d . . .
C42 C 0.5114(3) 0.48165(16) 0.14001(12) 0.0318(5) Uani 1 1 d . . .
C52 C 0.6826(3) 0.53583(18) 0.12749(14) 0.0393(5) Uani 1 1 d . . .
H52 H 0.8070 0.5086 0.1503 0.047 Uiso 1 1 calc R . .
C62 C 0.3472(3) 0.73024(16) 0.01236(12) 0.0310(4) Uani 1 1 d . . .
C72 C 0.4360(3) 0.83011(17) -0.01910(13) 0.0365(5) Uani 1 1 d . . .
H72 H 0.5703 0.8391 -0.0076 0.044 Uiso 1 1 calc R . .
C82 C 0.3305(4) 0.91535(17) -0.06660(13) 0.0406(5) Uani 1 1 d . . .
H82 H 0.3935 0.9824 -0.0875 0.049 Uiso 1 1 calc R . .
C92 C 0.1344(3) 0.90542(17) -0.08456(12) 0.0368(5) Uani 1 1 d . . .
C102 C 0.0458(3) 0.80656(17) -0.05221(12) 0.0364(5) Uani 1 1 d . . .
H102 H -0.0892 0.7983 -0.0633 0.044 Uiso 1 1 calc R . .
C112 C 0.1495(3) 0.72000(17) -0.00427(12) 0.0338(5) Uani 1 1 d . . .
H112 H 0.0853 0.6535 0.0173 0.041 Uiso 1 1 calc R . .
C122 C 0.0192(4) 0.99920(19) -0.13596(14) 0.0482(6) Uani 1 1 d . . .
H12D H 0.0006 1.0712 -0.1068 0.072 Uiso 1 1 calc R . .
H12E H -0.1177 0.9780 -0.1406 0.072 Uiso 1 1 calc R . .
H12F H 0.0995 1.0096 -0.1939 0.072 Uiso 1 1 calc R . .
C132 C 0.4489(3) 0.37713(16) 0.18837(12) 0.0299(4) Uani 1 1 d . . .
C142 C 0.5773(4) 0.31548(19) 0.24247(14) 0.0419(5) Uani 1 1 d . . .
H142 H 0.7055 0.3427 0.2455 0.050 Uiso 1 1 calc R . .
N152 N 0.5324(3) 0.22050(16) 0.29048(12) 0.0469(5) Uani 1 1 d . . .
C162 C 0.3512(4) 0.18412(18) 0.28588(13) 0.0417(5) Uani 1 1 d . . .
H162 H 0.3161 0.1166 0.3196 0.050 Uiso 1 1 calc R . .
C172 C 0.2125(3) 0.23961(17) 0.23458(13) 0.0380(5) Uani 1 1 d . . .
H172 H 0.0846 0.2110 0.2333 0.046 Uiso 1 1 calc R . .
C182 C 0.2621(3) 0.33729(17) 0.18509(13) 0.0350(5) Uani 1 1 d . . .
H182 H 0.1688 0.3769 0.1491 0.042 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 N11 C51 104.65(17) . . ?
N11 C21 O31 113.53(17) . . ?
N11 C21 C61 128.31(18) . . ?
O31 C21 C61 118.15(17) . . ?
C21 O31 C41 104.59(15) . . ?
C51 C41 O31 107.35(17) . . ?
C51 C41 C131 135.0(2) . . ?
O31 C41 C131 117.62(18) . . ?
C41 C51 N11 109.88(19) . . ?
C111 C61 C71 118.81(19) . . ?
C111 C61 C21 121.83(18) . . ?
C71 C61 C21 119.34(19) . . ?
C81 C71 C61 120.2(2) . . ?
C71 C81 C91 121.5(2) . . ?
C101 C91 C81 117.9(2) . . ?
C101 C91 C121 121.3(2) . . ?
C81 C91 C121 120.8(2) . . ?
C111 C101 C91 121.3(2) . . ?
C101 C111 C61 120.30(19) . . ?
C181 C131 C141 117.34(19) . . ?
C181 C131 C41 122.85(19) . . ?
C141 C131 C41 119.79(19) . . ?
N151 C141 C131 124.9(2) . . ?
C141 N151 C161 116.2(2) . . ?
N151 C161 C171 123.6(2) . . ?
C161 C171 C181 118.9(2) . . ?
C171 C181 C131 119.0(2) . . ?
C22 N12 C52 104.23(17) . . ?
N12 C22 O32 113.80(17) . . ?
N12 C22 C62 128.07(18) . . ?
O32 C22 C62 118.11(17) . . ?
C22 O32 C42 104.77(15) . . ?
C52 C42 O32 106.76(17) . . ?
C52 C42 C132 135.59(19) . . ?
O32 C42 C132 117.63(17) . . ?
C42 C52 N12 110.42(19) . . ?
C112 C62 C72 118.57(18) . . ?
C112 C62 C22 122.00(17) . . ?
C72 C62 C22 119.42(18) . . ?
C82 C72 C62 120.6(2) . . ?
C72 C82 C92 121.37(19) . . ?
C82 C92 C102 117.82(19) . . ?
C82 C92 C122 121.15(19) . . ?
C102 C92 C122 121.0(2) . . ?
C112 C102 C92 121.6(2) . . ?
C102 C112 C62 120.05(18) . . ?
C182 C132 C142 117.34(18) . . ?
C182 C132 C42 122.99(18) . . ?
C142 C132 C42 119.64(18) . . ?
N152 C142 C132 124.2(2) . . ?
C162 N152 C142 117.08(19) . . ?
N152 C162 C172 123.2(2) . . ?
C162 C172 C182 118.9(2) . . ?
C172 C182 C132 119.31(19) . . ?
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
N11 C21 1.293(3) . ?
N11 C51 1.386(3) . ?
C21 O31 1.363(2) . ?
C21 C61 1.457(3) . ?
O31 C41 1.377(2) . ?
C41 C51 1.340(3) . ?
C41 C131 1.458(3) . ?
C61 C111 1.387(3) . ?
C61 C71 1.394(3) . ?
C71 C81 1.379(3) . ?
C81 C91 1.389(3) . ?
C91 C101 1.386(3) . ?
C91 C121 1.507(3) . ?
C101 C111 1.385(3) . ?
C131 C181 1.381(3) . ?
C131 C141 1.393(3) . ?
C141 N151 1.324(3) . ?
N151 C161 1.342(3) . ?
C161 C171 1.378(3) . ?
C171 C181 1.379(3) . ?
N12 C22 1.291(3) . ?
N12 C52 1.383(3) . ?
C22 O32 1.363(2) . ?
C22 C62 1.453(3) . ?
O32 C42 1.376(2) . ?
C42 C52 1.345(3) . ?
C42 C132 1.460(3) . ?
C62 C112 1.388(3) . ?
C62 C72 1.399(3) . ?
C72 C82 1.375(3) . ?
C82 C92 1.384(3) . ?
C92 C102 1.392(3) . ?
C92 C122 1.503(3) . ?
C102 C112 1.383(3) . ?
C132 C182 1.381(3) . ?
C132 C142 1.386(3) . ?
C142 N152 1.333(3) . ?
N152 C162 1.333(3) . ?
C162 C172 1.376(3) . ?
C172 C182 1.377(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653027
