#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/10/7051027.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_7051027
loop_
_publ_author_name
'Marcial Moreno-Mañas'
'Rosa M. Sebastián'
'Adelina Vallribera'
'Juan F. Piniella'
'Angel Álvarez-Larena'
'María Luisa Jimeno'
'José Elguero'
_publ_section_title
;
 Structure of chiral pyrazoles in the solid state and in solution
;
_journal_issue                   2
_journal_name_full               'New J. Chem.'
_journal_page_first              329
_journal_page_last               335
_journal_paper_doi               10.1039/b005920j
_journal_volume                  25
_journal_year                    2001
_chemical_formula_sum            'C15 H17 N3 O2'
_chemical_formula_weight         271.32
_chemical_name_systematic
; 
(4S)-4-Benzyl-3-(4,5-dimethyl-3-pyrazolyl)-1,3-oxazolidin-2-one 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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            4
_cell_length_a                   6.486(4)
_cell_length_b                   12.445(1)
_cell_length_c                   18.327(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13.71
_cell_measurement_theta_min      11.45
_cell_volume                     1479.3(9)
_computing_cell_refinement       'CAD4 (Enraf-Nonius)'
_computing_data_collection       'CAD4 (Enraf-Nonius)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.851
_diffrn_measured_fraction_theta_max 0.851
_diffrn_measurement_device_type  'Enraf-Nonius CAD4'
_diffrn_measurement_method       'omega/2theta scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1297
_diffrn_reflns_theta_full        24.95
_diffrn_reflns_theta_max         24.95
_diffrn_reflns_theta_min         2.22
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       prism
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.88
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.134
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   5(2)
_refine_ls_extinction_coef       0.035(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         1297
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0414
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0907P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1110
_refine_ls_wR_factor_ref         0.1130
_reflns_number_gt                1119
_reflns_number_total             1297
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b005920j.txt
_cod_data_source_block           2a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0907P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.0907P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               7051027
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, 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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.0405(4) -0.1132(2) -0.15802(14) 0.0545(7) Uani 1 d . . .
H1 H 0.005(6) -0.045(3) -0.1568(18) 0.065 Uiso 1 d . . .
N2 N -0.1717(4) -0.13909(18) -0.21225(14) 0.0517(6) Uani 1 d . . .
C3 C -0.1932(4) -0.2441(2) -0.20494(16) 0.0450(6) Uani 1 d . . .
C4 C -0.0776(5) -0.2870(2) -0.14767(17) 0.0542(7) Uani 1 d . . .
C5 C 0.0227(5) -0.1984(3) -0.11897(18) 0.0569(7) Uani 1 d . . .
C6 C 0.1744(7) -0.1876(4) -0.0584(2) 0.0871(12) Uani 1 d . . .
H6A H 0.2118 -0.1135 -0.0528 0.131 Uiso 1 calc R . .
H6B H 0.2952 -0.2291 -0.0695 0.131 Uiso 1 calc R . .
H6C H 0.1139 -0.2134 -0.0139 0.131 Uiso 1 calc R . .
N7 N -0.3232(3) -0.30159(17) -0.25369(15) 0.0484(6) Uani 1 d . . .
C8 C -0.2493(5) -0.3744(2) -0.29986(16) 0.0485(6) Uani 1 d . . .
O9 O -0.4038(3) -0.42790(18) -0.33275(13) 0.0636(6) Uani 1 d . . .
C10 C -0.5965(5) -0.3929(2) -0.3029(2) 0.0640(9) Uani 1 d . . .
H10A H -0.6614 -0.4509 -0.2760 0.077 Uiso 1 calc R . .
H10B H -0.6888 -0.3704 -0.3417 0.077 Uiso 1 calc R . .
C11 C -0.5496(4) -0.2984(2) -0.2520(2) 0.0531(7) Uani 1 d . . .
H11 H -0.5977 -0.3156 -0.2027 0.064 Uiso 1 calc R . .
O12 O -0.0697(3) -0.39423(16) -0.31357(12) 0.0596(6) Uani 1 d . . .
C13 C -0.6393(3) -0.19136(15) -0.27554(11) 0.0564(8) Uani 1 d . . .
H13A H -0.7869 -0.1932 -0.2673 0.068 Uiso 1 calc R . .
H13B H -0.5826 -0.1357 -0.2444 0.068 Uiso 1 calc R . .
C14 C -0.6014(3) -0.15977(15) -0.35412(11) 0.0558(8) Uani 1 d R . .
C15 C -0.7562(3) -0.17558(15) -0.40547(11) 0.0729(10) Uani 1 d R . .
H15 H -0.8824 -0.2046 -0.3916 0.087 Uiso 1 calc R . .
C16 C -0.7200(9) -0.1475(3) -0.4778(2) 0.0890(13) Uani 1 d . . .
H16 H -0.8236 -0.1574 -0.5122 0.107 Uiso 1 calc R . .
C17 C -0.5351(9) -0.1055(3) -0.4992(2) 0.0911(14) Uani 1 d . . .
H17 H -0.5126 -0.0878 -0.5478 0.109 Uiso 1 calc R . .
C18 C -0.3819(7) -0.0895(3) -0.4480(2) 0.0830(11) Uani 1 d . . .
H18 H -0.2553 -0.0611 -0.4621 0.100 Uiso 1 calc R . .
C19 C -0.4175(6) -0.1160(3) -0.3758(2) 0.0670(9) Uani 1 d . . .
H19 H -0.3148 -0.1038 -0.3414 0.080 Uiso 1 calc R . .
C20 C -0.0632(8) -0.4020(3) -0.1246(2) 0.0827(11) Uani 1 d . . .
H20A H -0.1516 -0.4450 -0.1548 0.124 Uiso 1 calc R . .
H20B H -0.1053 -0.4085 -0.0746 0.124 Uiso 1 calc R . .
H20C H 0.0766 -0.4263 -0.1296 0.124 Uiso 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
C5 N1 N2 113.4(2) . . ?
C3 N2 N1 103.2(2) . . ?
N2 C3 C4 113.5(3) . . ?
N2 C3 N7 119.8(3) . . ?
C4 C3 N7 126.7(3) . . ?
C5 C4 C3 103.5(3) . . ?
C5 C4 C20 128.8(3) . . ?
C3 C4 C20 127.8(3) . . ?
N1 C5 C4 106.4(3) . . ?
N1 C5 C6 121.9(3) . . ?
C4 C5 C6 131.7(3) . . ?
C8 N7 C3 122.0(2) . . ?
C8 N7 C11 113.1(2) . . ?
C3 N7 C11 124.5(2) . . ?
O12 C8 N7 128.0(3) . . ?
O12 C8 O9 121.3(3) . . ?
N7 C8 O9 110.7(2) . . ?
C8 O9 C10 109.2(2) . . ?
O9 C10 C11 107.0(2) . . ?
N7 C11 C13 113.6(2) . . ?
N7 C11 C10 99.5(2) . . ?
C13 C11 C10 115.2(3) . . ?
C14 C13 C11 115.91(15) . . ?
C19 C14 C15 119.24(18) . . ?
C19 C14 C13 121.38(18) . . ?
C15 C14 C13 119.4 . . ?
C14 C15 C16 119.2(2) . . ?
C17 C16 C15 121.2(4) . . ?
C16 C17 C18 119.5(4) . . ?
C17 C18 C19 119.7(4) . . ?
C14 C19 C18 121.2(4) . . ?
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
N1 C5 1.343(4) . ?
N1 N2 1.348(4) . ?
N2 C3 1.321(3) . ?
C3 C4 1.396(4) . ?
C3 N7 1.422(3) . ?
C4 C5 1.384(4) . ?
C4 C20 1.495(4) . ?
C5 C6 1.489(5) . ?
N7 C8 1.329(4) . ?
N7 C11 1.469(3) . ?
C8 O12 1.217(4) . ?
C8 O9 1.346(4) . ?
O9 C10 1.432(4) . ?
C10 C11 1.532(5) . ?
C11 C13 1.516(3) . ?
C13 C14 1.5128 . ?
C14 C19 1.371(4) . ?
C14 C15 1.3900 . ?
C15 C16 1.391(5) . ?
C16 C17 1.365(7) . ?
C17 C18 1.381(7) . ?
C18 C19 1.383(6) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21189681
