#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/51/2225149.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_2225149
loop_
_publ_author_name
'Crosse, Chelsey M.'
'Logue, Marshall W.'
'Luck, Rudy L.'
'Pignotti, Louis R.'
'Waineo, Melissa F.'
_publ_section_title
;
 tert-Butyl 2-methyl-2-(4-nitrobenzoyl)propanoate
;
_journal_coeditor_code           ZL2264
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o495
_journal_page_last               o496
_journal_paper_doi               10.1107/S1600536810003119
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C15 H19 N1 O5'
_chemical_formula_moiety         'C15 H19 N1 O5'
_chemical_formula_sum            'C15 H19 N O5'
_chemical_formula_weight         293.31
_chemical_name_systematic
;
tert-Butyl 2-methyl-2-(4-nitrobenzoyl)propanoate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_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           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 94.88(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.379(4)
_cell_length_b                   11.393(4)
_cell_length_c                   12.283(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      10
_cell_volume                     1586.6(10)
_computing_cell_refinement       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 1997) and Mercury (Macrae et al., 2008)'
_computing_publication_material
'WinGX (Farrugia, 1999) and publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al.,  2005)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device_type  'Enraf--Nonius TurboCAD-4'
_diffrn_measurement_method       'non-profiled ω/2τ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2933
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.8
_diffrn_standards_decay_%        3
_diffrn_standards_interval_time  166
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.9926
_exptl_absorpt_correction_T_min  0.9314
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
(North et al., 1968)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.182
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         2785
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.193
_refine_ls_R_factor_gt           0.061
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0756P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.171
_reflns_number_gt                1196
_reflns_number_total             2785
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            zl2264.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2225149
_cod_database_fobs_code          2225149
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_type_symbol
_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
N N1 0.1227(3) 0.3124(4) 0.1368(4) 0.0837(12) Uani d . 1 . .
O O1 0.1312(4) 0.2370(3) 0.0679(4) 0.1350(15) Uani d . 1 . .
O O2 0.1050(3) 0.2912(3) 0.2318(3) 0.1021(11) Uani d . 1 . .
C C1 0.1353(3) 0.4356(3) 0.1031(3) 0.0577(10) Uani d . 1 . .
C C2 0.1269(3) 0.5237(4) 0.1783(3) 0.0604(11) Uani d . 1 . .
H H2 0.1122 0.5059 0.2498 0.073 Uiso calc R 1 . .
C C3 0.1404(3) 0.6375(4) 0.1472(3) 0.0564(10) Uani d . 1 . .
H H3 0.1357 0.6976 0.198 0.068 Uiso calc R 1 . .
C C4 0.1613(3) 0.6645(3) 0.0391(3) 0.0502(9) Uani d . 1 . .
C C5 0.1682(3) 0.5738(4) -0.0348(3) 0.0624(11) Uani d . 1 . .
H H5 0.181 0.5911 -0.1068 0.075 Uiso calc R 1 . .
C C6 0.1564(3) 0.4586(4) -0.0042(3) 0.0679(12) Uani d . 1 . .
H H6 0.1625 0.3979 -0.054 0.082 Uiso calc R 1 . .
C C7 0.1776(3) 0.7879(4) -0.0005(3) 0.0570(10) Uani d . 1 . .
O O3 0.1533(3) 0.8083(3) -0.0971(2) 0.0886(10) Uani d . 1 . .
C C8 0.2210(3) 0.8869(3) 0.0759(3) 0.0506(9) Uani d . 1 . .
C C9 0.2737(4) 0.9859(3) 0.0097(3) 0.0721(12) Uani d . 1 . .
H H9A 0.3002 1.0485 0.058 0.108 Uiso calc R 1 . .
H H9B 0.2145 1.015 -0.044 0.108 Uiso calc R 1 . .
H H9C 0.3391 0.9559 -0.0262 0.108 Uiso calc R 1 . .
C C10 0.1165(3) 0.9360(4) 0.1339(3) 0.0759(13) Uani d . 1 . .
H H10A 0.142 1.003 0.1769 0.114 Uiso calc R 1 . .
H H10B 0.088 0.8766 0.1806 0.114 Uiso calc R 1 . .
H H10C 0.0543 0.9587 0.0803 0.114 Uiso calc R 1 . .
C C11 0.3195(3) 0.8458(3) 0.1591(3) 0.0480(9) Uani d . 1 . .
O O4 0.3323(2) 0.8769(2) 0.2523(2) 0.0727(8) Uani d . 1 . .
O O5 0.3918(2) 0.7753(2) 0.11076(18) 0.0583(7) Uani d . 1 . .
C C12 0.4942(3) 0.7164(4) 0.1705(4) 0.0714(12) Uani d . 1 . .
C C13 0.5390(6) 0.6385(6) 0.0848(5) 0.165(3) Uani d . 1 . .
H H13A 0.4792 0.5827 0.0607 0.248 Uiso calc R 1 . .
H H13B 0.6081 0.5976 0.1148 0.248 Uiso calc R 1 . .
H H13C 0.5586 0.6854 0.0239 0.248 Uiso calc R 1 . .
C C14 0.4540(5) 0.6455(4) 0.2639(5) 0.123(2) Uani d . 1 . .
H H14A 0.3995 0.5862 0.2359 0.184 Uiso calc R 1 . .
H H14B 0.4158 0.6961 0.3124 0.184 Uiso calc R 1 . .
H H14C 0.5209 0.6088 0.3028 0.184 Uiso calc R 1 . .
C C15 0.5827(4) 0.8075(5) 0.2131(5) 0.134(2) Uani d . 1 . .
H H15A 0.6016 0.8576 0.1542 0.2 Uiso calc R 1 . .
H H15B 0.6531 0.7692 0.2438 0.2 Uiso calc R 1 . .
H H15C 0.5498 0.8536 0.2684 0.2 Uiso calc R 1 . .
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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
3 4 -3
3 1 -4
3 1 -4
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 N1 O2 . . 123.6(4) ?
O1 N1 C1 . . 117.5(4) ?
O2 N1 C1 . . 118.9(4) ?
C2 C1 C6 . . 122.0(4) ?
C2 C1 N1 . . 119.5(4) ?
C6 C1 N1 . . 118.5(4) ?
C3 C2 C1 . . 119.4(4) ?
C3 C2 H2 . . 120.3 ?
C1 C2 H2 . . 120.3 ?
C2 C3 C4 . . 120.3(4) ?
C2 C3 H3 . . 119.8 ?
C4 C3 H3 . . 119.8 ?
C5 C4 C3 . . 118.8(4) ?
C5 C4 C7 . . 118.1(3) ?
C3 C4 C7 . . 123.1(3) ?
C6 C5 C4 . . 121.5(4) ?
C6 C5 H5 . . 119.3 ?
C4 C5 H5 . . 119.3 ?
C5 C6 C1 . . 118.0(4) ?
C5 C6 H6 . . 121 ?
C1 C6 H6 . . 121 ?
O3 C7 C4 . . 118.0(3) ?
O3 C7 C8 . . 119.6(3) ?
C4 C7 C8 . . 122.4(3) ?
C7 C8 C11 . . 111.5(3) ?
C7 C8 C9 . . 109.7(3) ?
C11 C8 C9 . . 106.4(3) ?
C7 C8 C10 . . 109.3(3) ?
C11 C8 C10 . . 110.7(3) ?
C9 C8 C10 . . 109.2(3) ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C8 C10 H10A . . 109.5 ?
C8 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C8 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
O4 C11 O5 . . 125.4(3) ?
O4 C11 C8 . . 125.0(3) ?
O5 C11 C8 . . 109.5(3) ?
C11 O5 C12 . . 122.9(3) ?
O5 C12 C13 . . 102.7(3) ?
O5 C12 C14 . . 110.0(3) ?
C13 C12 C14 . . 111.2(4) ?
O5 C12 C15 . . 109.5(3) ?
C13 C12 C15 . . 113.2(5) ?
C14 C12 C15 . . 110.0(4) ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C12 C14 H14A . . 109.5 ?
C12 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C12 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C12 C15 H15A . . 109.5 ?
C12 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C12 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
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
N1 O1 . 1.216(5) ?
N1 O2 . 1.225(4) ?
N1 C1 . 1.474(5) ?
C1 C2 . 1.373(5) ?
C1 C6 . 1.384(5) ?
C2 C3 . 1.365(5) ?
C2 H2 . 0.93 ?
C3 C4 . 1.403(4) ?
C3 H3 . 0.93 ?
C4 C5 . 1.381(5) ?
C4 C7 . 1.505(5) ?
C5 C6 . 1.375(5) ?
C5 H5 . 0.93 ?
C6 H6 . 0.93 ?
C7 O3 . 1.218(4) ?
C7 C8 . 1.523(5) ?
C8 C11 . 1.525(5) ?
C8 C9 . 1.541(5) ?
C8 C10 . 1.543(5) ?
C9 H9A . 0.96 ?
C9 H9B . 0.96 ?
C9 H9C . 0.96 ?
C10 H10A . 0.96 ?
C10 H10B . 0.96 ?
C10 H10C . 0.96 ?
C11 O4 . 1.195(4) ?
C11 O5 . 1.326(4) ?
O5 C12 . 1.483(4) ?
C12 C13 . 1.499(6) ?
C12 C14 . 1.506(6) ?
C12 C15 . 1.509(6) ?
C13 H13A . 0.96 ?
C13 H13B . 0.96 ?
C13 H13C . 0.96 ?
C14 H14A . 0.96 ?
C14 H14B . 0.96 ?
C14 H14C . 0.96 ?
C15 H15A . 0.96 ?
C15 H15B . 0.96 ?
C15 H15C . 0.96 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C3 H3 O3 4_576 0.93 2.51 3.191(4) 130.4
C5 H5 O4 4_575 0.93 2.57 3.387(5) 147.1
C10 H10B O2 2 0.96 2.71 3.535(5) 145
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24744381
