#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/13/2011384.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_2011384
loop_
_publ_author_name
'Luger, Peter'
'Weber, Manuela'
'Szeimies, Günter'
'Pätzel, Michael'
_publ_section_title
;
 3-(tert-Butyloxycarbonylamino)bicyclo[1.1.1]pentanecarboxylic
 acid at 293K
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1170
_journal_page_last               1172
_journal_paper_doi               10.1107/S0108270100008994
_journal_volume                  56
_journal_year                    2000
_chemical_formula_moiety         'C11 H17 N O4'
_chemical_formula_sum            'C11 H17 N O4'
_chemical_formula_weight         227.26
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.020(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.0851(2)
_cell_length_b                   18.3460(4)
_cell_length_c                   11.3499(6)
_cell_measurement_reflns_used    10385
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      32.13
_cell_measurement_theta_min      2.22
_cell_volume                     1263.95(8)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1996a)'
_computing_data_reduction
'SHELXTL (Siemens, 1996b) and  SAINT-Plus (Siemens, 1996a)'
_computing_molecular_graphics
;
SCHAKAL88 (Keller, 1988) and  ORTEPII (Johnson, 1976)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 1997)
 and PLATON (Spek, 1990)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1987)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .947
_diffrn_measured_fraction_theta_max .947
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'ω, φ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71068
_diffrn_reflns_av_R_equivalents  .0268
_diffrn_reflns_av_sigmaI/netI    .0354
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10385
_diffrn_reflns_theta_full        32.13
_diffrn_reflns_theta_max         32.13
_diffrn_reflns_theta_min         2.22
_diffrn_standards_decay_%        2.0
_exptl_absorpt_coefficient_mu    .091
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
 μ x < 0.3
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             488
_exptl_crystal_size_max          .40
_exptl_crystal_size_mid          .40
_exptl_crystal_size_min          .18
_refine_diff_density_max         .313
_refine_diff_density_min         -.160
_refine_ls_extinction_coef       no
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         4017
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          .0873
_refine_ls_R_factor_gt           .0479
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0754P)²+0.0246P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1394
_reflns_number_gt                2444
_reflns_number_total             4017
_reflns_threshold_expression     F>4σ(Fo)
_cod_data_source_file            sk1400.cif
_cod_data_source_block           IIa
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               2011384
_cod_database_fobs_code          2011384
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'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
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 .6724(3) .48856(9) 1.09350(15) .0433(4) Uani d . 1 . . C
C2 .5132(4) .42525(16) 1.1156(2) .0776(7) Uani d . 1 . . C
H21 .5803 .3778 1.1294 .093 Uiso calc R 1 . . H
H22 .3978 .4357 1.1678 .093 Uiso calc R 1 . . H
C3 .4660(3) .44724(9) .98581(16) .0446(4) Uani d . 1 . . C
N1 .3009(2) .41966(8) .90099(15) .0564(4) Uani d . 1 . . N
H1 .1942 .4484 .8791 .068 Uiso calc R 1 . . H
C4 .4734(4) .52659(13) 1.0284(3) .0810(8) Uani d . 1 . . C
H41 .3562 .5415 1.0768 .097 Uiso calc R 1 . . H
H42 .5073 .5629 .9702 .097 Uiso calc R 1 . . H
C5 .7133(4) .45168(18) .9768(2) .0800(8) Uani d . 1 . . C
H51 .7624 .4832 .9153 .096 Uiso calc R 1 . . H
H52 .7923 .4057 .9825 .096 Uiso calc R 1 . . H
C6 .2986(3) .35315(11) .85311(17) .0525(5) Uani d . 1 . . C
O3 .4566(2) .31055(7) .90169(12) .0598(4) Uani d . 1 . . O
O4 .1630(2) .33386(8) .77416(14) .0750(5) Uani d . 1 . . O
C7 .4902(3) .23573(10) .85875(19) .0582(5) Uani d . 1 . . C
C8 .6815(5) .21041(16) .9430(3) .0943(9) Uani d . 1 . . C
H81 .8092 .2395 .9313 .141 Uiso calc R 1 . . H
H82 .7134 .1602 .9276 .141 Uiso calc R 1 . . H
H83 .6423 .2156 1.0230 .141 Uiso calc R 1 . . H
C9 .2922(5) .18900(14) .8743(3) .0800(7) Uani d . 1 . . C
H91 .2435 .1961 .9521 .120 Uiso calc R 1 . . H
H92 .3301 .1387 .8641 .120 Uiso calc R 1 . . H
H93 .1761 .2023 .8166 .120 Uiso calc R 1 . . H
C10 .5564(6) .23737(19) .7332(3) .0952(9) Uani d . 1 . . C
H101 .4338 .2532 .6818 .143 Uiso calc R 1 . . H
H102 .6004 .1894 .7106 .143 Uiso calc R 1 . . H
H103 .6772 .2705 .7275 .143 Uiso calc R 1 . . H
C11 .8454(3) .52273(9) 1.17379(16) .0459(4) Uani d . 1 . . C
O1 .8462(3) .59364(8) 1.16450(18) .0856(6) Uani d . 1 . . O
H10 .9558 .6101 1.2014 .103 Uiso calc R 1 . . H
O2 .9762(2) .48964(7) 1.23867(13) .0609(4) Uani d . 1 . . O
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .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_publ_flag
C11 C1 C5 124.76(16) ?
C11 C1 C4 127.15(16) yes
C5 C1 C4 87.39(18) ?
C11 C1 C2 130.16(16) ?
C5 C1 C2 87.11(18) ?
C4 C1 C2 86.43(18) yes
C11 C1 C3 176.63(16) ?
C5 C1 C3 52.33(12) yes
C4 C1 C3 52.77(11) yes
C2 C1 C3 52.78(12) ?
C3 C2 C1 73.98(14) yes
C3 C2 H21 116.1 ?
C1 C2 H21 116.1 ?
C3 C2 H22 116.1 ?
C1 C2 H22 116.1 ?
H21 C2 H22 113.1 ?
N1 C3 C5 128.66(16) ?
N1 C3 C4 123.37(15) yes
C5 C3 C4 87.88(17) ?
N1 C3 C2 128.81(17) ?
C5 C3 C2 87.66(18) ?
C4 C3 C2 87.02(18) yes
N1 C3 C1 176.47(15) ?
C5 C3 C1 52.63(11) ?
C4 C3 C1 53.14(11) ?
C2 C3 C1 53.24(12) ?
C6 N1 C3 125.64(15) ?
C6 N1 H1 117.2 ?
C3 N1 H1 117.2 ?
C3 C4 C1 74.09(14) ?
C3 C4 H41 116.1 ?
C1 C4 H41 116.1 ?
C3 C4 H42 116.1 ?
C1 C4 H42 116.1 ?
H41 C4 H42 113.1 ?
C3 C5 C1 75.04(14) ?
C3 C5 H51 116.0 ?
C1 C5 H51 116.0 ?
C3 C5 H52 116.0 ?
C1 C5 H52 116.0 ?
H51 C5 H52 113.0 ?
O4 C6 O3 124.29(17) ?
O4 C6 N1 123.26(17) ?
O3 C6 N1 112.45(15) ?
C6 O3 C7 121.54(14) ?
O3 C7 C9 111.22(18) ?
O3 C7 C10 110.24(19) ?
C9 C7 C10 113.1(2) ?
O3 C7 C8 101.15(18) ?
C9 C7 C8 109.7(2) ?
C10 C7 C8 110.8(2) ?
C7 C8 H81 109.5 ?
C7 C8 H82 109.5 ?
H81 C8 H82 109.5 ?
C7 C8 H83 109.5 ?
H81 C8 H83 109.5 ?
H82 C8 H83 109.5 ?
C7 C9 H91 109.5 ?
C7 C9 H92 109.5 ?
H91 C9 H92 109.5 ?
C7 C9 H93 109.5 ?
H91 C9 H93 109.5 ?
H92 C9 H93 109.5 ?
C7 C10 H101 109.5 ?
C7 C10 H102 109.5 ?
H101 C10 H102 109.5 ?
C7 C10 H103 109.5 ?
H101 C10 H103 109.5 ?
H102 C10 H103 109.5 ?
O2 C11 O1 122.91(16) ?
O2 C11 C1 124.81(16) ?
O1 C11 C1 112.24(15) ?
C11 O1 H10 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
C1 C11 . 1.482(2) yes
C1 C5 . 1.524(3) yes
C1 C4 . 1.541(3) yes
C1 C2 . 1.544(3) yes
C1 C3 . 1.852(2) yes
C2 C3 . 1.535(3) yes
C2 H21 . .9700 ?
C2 H22 . .9700 ?
C3 N1 . 1.434(2) yes
C3 C5 . 1.517(3) yes
C3 C4 . 1.533(3) yes
N1 C6 . 1.335(2) yes
N1 H1 . .8600 ?
C4 H41 . .9700 ?
C4 H42 . .9700 ?
C5 H51 . .9700 ?
C5 H52 . .9700 ?
C6 O4 . 1.227(2) yes
C6 O3 . 1.329(2) yes
O3 C7 . 1.476(2) yes
C7 C9 . 1.499(4) yes
C7 C10 . 1.508(4) yes
C7 C8 . 1.526(3) yes
C8 H81 . .9600 ?
C8 H82 . .9600 ?
C8 H83 . .9600 ?
C9 H91 . .9600 ?
C9 H92 . .9600 ?
C9 H93 . .9600 ?
C10 H101 . .9600 ?
C10 H102 . .9600 ?
C10 H103 . .9600 ?
C11 O2 . 1.209(2) yes
C11 O1 . 1.305(2) yes
O1 H10 . .8200 ?
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
C11 C1 C2 C3 -177.9(2) ?
C5 C1 C2 C3 -43.11(17) ?
C4 C1 C2 C3 44.45(17) ?
C1 C2 C3 N1 -176.37(19) ?
C1 C2 C3 C5 43.31(17) ?
C1 C2 C3 C4 -44.69(16) ?
C11 C1 C3 N1 -82(4) ?
C5 C1 C3 N1 -113(2) ?
C4 C1 C3 N1 8(2) ?
C2 C1 C3 N1 127(2) ?
C11 C1 C3 C5 31(3) ?
C4 C1 C3 C5 121.0(2) ?
C2 C1 C3 C5 -120.4(3) ?
C11 C1 C3 C4 -90(3) ?
C5 C1 C3 C4 -121.0(2) ?
C2 C1 C3 C4 118.6(3) ?
C11 C1 C3 C2 151(3) ?
C5 C1 C3 C2 120.4(3) ?
C4 C1 C3 C2 -118.6(2) ?
C5 C3 N1 C6 55.4(3) yes
C4 C3 N1 C6 173.5(2) yes
C2 C3 N1 C6 -69.8(3) yes
C1 C3 N1 C6 166(2) ?
N1 C3 C4 C1 -179.41(18) ?
C5 C3 C4 C1 -43.00(17) ?
C2 C3 C4 C1 44.77(17) ?
C11 C1 C4 C3 175.77(19) ?
C5 C1 C4 C3 42.80(17) ?
C2 C1 C4 C3 -44.46(17) ?
N1 C3 C5 C1 175.84(19) ?
C4 C3 C5 C1 43.36(17) ?
C2 C3 C5 C1 -43.75(18) ?
C11 C1 C5 C3 -177.88(18) ?
C4 C1 C5 C3 -43.11(17) ?
C2 C1 C5 C3 43.44(18) ?
C3 N1 C6 O4 -174.2(2) yes
C3 N1 C6 O3 6.7(3) yes
O4 C6 O3 C7 3.5(3) yes
N1 C6 O3 C7 -177.36(18) yes
C6 O3 C7 C9 -62.4(3) yes
C6 O3 C7 C10 64.0(3) yes
C6 O3 C7 C8 -178.7(2) yes
C5 C1 C11 O2 -76.3(3) ?
C4 C1 C11 O2 166.5(2) ?
C2 C1 C11 O2 44.0(3) ?
C3 C1 C11 O2 -106(3) ?
C5 C1 C11 O1 101.7(3) yes
C4 C1 C11 O1 -15.4(3) yes
C2 C1 C11 O1 -137.9(3) yes
C3 C1 C11 O1 72(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10190022
