#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006643.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_2006643
loop_
_publ_author_name
'Lydon, K. M.'
'McKee, V.'
'McKervey, M. A.'
_publ_section_title
;
 3-Diazo-1-benzyloxycarbonylpyrrolidin-2-one
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1675
_journal_page_last               1676
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C12 H11 N3 O3'
_chemical_formula_weight         245.24
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.3090(7)
_cell_length_b                   10.5530(11)
_cell_length_c                   6.9730(14)
_cell_measurement_reflns_used    34
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      5
_cell_volume                     1126.5(3)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1994)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990b)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990a)'
_diffrn_ambient_temperature      153(2)
_diffrn_measurement_device       'Siemens P4 4-circle diffractometer'
_diffrn_measurement_method
'\w scans from (K~\a1~ - 0.6) to K~\a2~ + 0.6)'
_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  0.0099
_diffrn_reflns_av_sigmaI/netI    0.0139
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            1506
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.34
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       wedge
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.95
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.13
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   '-0.7(13) (polarity not reliably determined)'
_refine_ls_extinction_coef       0.0174(19)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.121
_refine_ls_goodness_of_fit_obs   1.123
_refine_ls_hydrogen_treatment    'H-atoms riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         1260
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.120
_refine_ls_restrained_S_obs      1.122
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_obs          0.0269
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0451P)^2^+0.0716P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.0715
_refine_ls_wR_factor_obs         0.0686
_reflns_number_observed          1170
_reflns_number_total             1260
_reflns_observed_criterion       >2sigma(I)
_[local]_cod_data_source_file    bm1160.cif
_[local]_cod_data_source_block   vkev
_cod_original_cell_volume        1126.5(2)
_cod_database_code               2006643
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_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.0311(10) 0.0283(10) 0.0243(11) -0.0017(8) 0.0016(11) -0.0030(11)
C2 0.0416(12) 0.0285(10) 0.0304(14) 0.0035(9) -0.0003(12) 0.0082(12)
C3 0.0350(10) 0.0201(9) 0.0383(13) -0.0011(8) 0.0071(12) -0.0001(11)
C4 0.0311(10) 0.0265(10) 0.0317(12) -0.0051(8) -0.0023(11) -0.0065(11)
C5 0.0313(10) 0.0279(10) 0.0273(12) 0.0015(8) -0.0056(11) 0.0026(11)
C6 0.0209(8) 0.0238(9) 0.0254(11) -0.0010(8) 0.0018(9) -0.0005(11)
C7 0.0331(9) 0.0219(9) 0.0269(11) -0.0015(8) 0.0069(10) 0.0006(11)
O1 0.0355(7) 0.0176(6) 0.0263(8) -0.0013(5) 0.0069(7) -0.0013(7)
C8 0.0203(9) 0.0212(9) 0.0256(12) 0.0001(8) -0.0033(9) 0.0003(10)
O2 0.0363(7) 0.0219(7) 0.0262(9) 0.0021(6) 0.0035(7) -0.0027(7)
N1 0.0262(8) 0.0168(7) 0.0276(9) -0.0007(6) 0.0019(8) -0.0013(8)
C9 0.0233(8) 0.0247(9) 0.0255(11) -0.0006(8) -0.0014(9) -0.0016(10)
O5 0.0498(8) 0.0213(6) 0.0373(9) -0.0026(6) 0.0105(9) -0.0072(7)
C10 0.0258(10) 0.0275(10) 0.0260(13) 0.0011(8) -0.0001(10) -0.0017(10)
N2 0.0270(8) 0.0327(10) 0.0259(11) -0.0023(7) -0.0031(9) 0.0001(9)
N3 0.0424(11) 0.0562(12) 0.0290(12) 0.0036(9) 0.0039(10) -0.0057(11)
C11 0.0330(10) 0.0236(10) 0.0350(13) 0.0012(8) 0.0033(11) 0.0057(11)
C12 0.0342(10) 0.0186(9) 0.0340(14) -0.0011(8) 0.0016(10) 0.0021(10)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
C1 0.09320(13) -0.2273(2) 0.7845(4) 0.0279(5) Uani d . 1 C
H1 0.10885(13) -0.1813(2) 0.8964(4) 0.033 Uiso calc R 1 H
C2 0.09784(14) -0.3592(2) 0.7833(4) 0.0335(6) Uani d . 1 C
H2 0.11568(14) -0.4031(2) 0.8956(4) 0.040 Uiso calc R 1 H
C3 0.07666(12) -0.4267(2) 0.6196(4) 0.0311(5) Uani d . 1 C
H3 0.08139(12) -0.5164(2) 0.6183(4) 0.037 Uiso calc R 1 H
C4 0.04862(13) -0.3628(2) 0.4583(4) 0.0298(5) Uani d . 1 C
H4 0.03331(13) -0.4088(2) 0.3462(4) 0.036 Uiso calc R 1 H
C5 0.04270(13) -0.2314(2) 0.4594(4) 0.0288(5) Uani d . 1 C
H5 0.02285(13) -0.1879(2) 0.3484(4) 0.035 Uiso calc R 1 H
C6 0.06573(12) -0.1638(2) 0.6222(3) 0.0234(4) Uani d . 1 C
C7 0.05953(13) -0.0205(2) 0.6242(4) 0.0273(5) Uani d . 1 C
H7A -0.00241(13) 0.0065(2) 0.6243(4) 0.033 Uiso calc R 1 H
H7B 0.08816(13) 0.0140(2) 0.7403(4) 0.033 Uiso calc R 1 H
O1 0.10330(9) 0.02539(12) 0.4527(2) 0.0264(4) Uani d . 1 O
C8 0.11227(12) 0.1517(2) 0.4442(3) 0.0224(5) Uani d . 1 C
O2 0.08921(9) 0.22534(12) 0.5662(2) 0.0281(4) Uani d . 1 O
N1 0.15164(10) 0.18992(14) 0.2766(3) 0.0235(4) Uani d . 1 N
C9 0.18224(11) 0.1170(2) 0.1209(3) 0.0245(4) Uani d . 1 C
O5 0.18213(9) 0.00149(12) 0.1081(3) 0.0361(4) Uani d . 1 O
C10 0.21236(13) 0.2084(2) -0.0168(3) 0.0265(5) Uani d . 1 C
N2 0.24701(11) 0.1708(2) -0.1774(3) 0.0285(4) Uani d . 1 N
N3 0.27734(13) 0.1363(2) -0.3155(3) 0.0425(5) Uani d . 1 N
C11 0.19493(14) 0.3428(2) 0.0381(4) 0.0305(5) Uani d . 1 C
H11A 0.14884(14) 0.3809(2) -0.0432(4) 0.037 Uiso calc R 1 H
H11B 0.24850(14) 0.3951(2) 0.0295(4) 0.037 Uiso calc R 1 H
C12 0.16431(14) 0.3282(2) 0.2468(3) 0.0290(5) Uani d . 1 C
H12A 0.20886(14) 0.3616(2) 0.3365(3) 0.035 Uiso calc R 1 H
H12B 0.10888(14) 0.3744(2) 0.2678(3) 0.035 Uiso calc R 1 H
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_publ_flag
C6 C1 C2 119.7(2) ?
C3 C2 C1 120.4(2) ?
C4 C3 C2 119.6(2) ?
C3 C4 C5 120.2(2) ?
C6 C5 C4 120.1(2) ?
C1 C6 C5 119.9(2) ?
C1 C6 C7 119.7(2) ?
C5 C6 C7 120.3(2) ?
O1 C7 C6 107.2(2) ?
C8 O1 C7 114.5(2) ?
O2 C8 O1 125.4(2) ?
O2 C8 N1 122.6(2) ?
O1 C8 N1 112.0(2) ?
C8 N1 C9 129.7(2) y
C8 N1 C12 117.6(2) y
C9 N1 C12 112.6(2) y
O5 C9 N1 126.9(2) y
O5 C9 C10 128.4(2) y
N1 C9 C10 104.7(2) y
N2 C10 C9 120.1(2) y
N2 C10 C11 125.7(2) y
C9 C10 C11 114.2(2) y
N3 N2 C10 178.9(2) y
C10 C11 C12 101.6(2) y
N1 C12 C11 105.7(2) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 1.381(3) ?
C1 C2 1.394(3) ?
C2 C3 1.383(4) ?
C3 C4 1.379(4) ?
C4 C5 1.390(3) ?
C5 C6 1.387(3) ?
C6 C7 1.516(2) ?
C7 O1 1.454(3) ?
O1 C8 1.341(2) ?
C8 O2 1.205(3) ?
C8 N1 1.376(3) ?
N1 C9 1.411(3) y
N1 C12 1.486(2) y
C9 O5 1.222(2) y
C9 C10 1.437(3) y
C10 N2 1.301(3) y
C10 C11 1.494(3) y
N2 N3 1.130(3) y
C11 C12 1.537(3) y