#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:01:32 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180219 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/05/7110501.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7110501
loop_
_publ_author_name
'Kuster, George J.'
'Kalmoua, Faysal'
'Scheeren, Hans W.'
'de Gelder, Rene'
_publ_contact_author
;
        Dr. R. de Gelder
        Crystallography Department
        University of Nijmegen
        Toernooiveld 1
        6525 ED  Nijmegen
        The Netherlands
;
_publ_section_title
;
 A simple entry towards novel bi- and tricyclic N-oxy-β-lactams by high
 pressure promoted tandem [4 + 2]/[3 + 2] cycloadditions of enol ethers
 and β-nitrostyrene
;
_journal_issue                   9
_journal_name_full               'Chemical Communications'
_journal_page_first              855
_journal_paper_doi               10.1039/a901505a
_journal_year                    1999
_chemical_formula_sum            'C26 H26 N2 O6'
_chemical_formula_weight         462.49
_chemical_name_systematic
; 
(2R,3S,3aS,4S,6S)-6-[(4-methoxybenzyl)oxy]-3-nitro-2,4-
diphenylperhydroisoxazolo[2,3-b][1,2]oxazine
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             1999-03-03
_audit_creation_method           'SHELXL, adapted and expanded'
_cell_angle_alpha                95.628(5)
_cell_angle_beta                 100.851(5)
_cell_angle_gamma                103.968(6)
_cell_formula_units_Z            2
_cell_length_a                   8.9646(6)
_cell_length_b                   9.4791(8)
_cell_length_c                   14.7752(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      46.288
_cell_measurement_theta_min      39.997
_cell_volume                     1182.99(14)
_computing_data_collection
;
CAD4 EXPRESS (Enraf-Nonius, 1994)
;
_computing_data_reduction
;
local programs (Smits et al., 1988),
profile analysis (Lehman & Larsen, 1974, Grant & Gabe, 1978),
EMPABS (North et al., 1968),
;
_computing_molecular_graphics
;
PLUTON (Spek, 1993),
PLATON (Spek, 1990, 1995)
;
_computing_publication_material
;
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
CRUNCH (de Gelder et al., 1993),
;
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_method       ω/2θ-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0072
_diffrn_reflns_av_sigmaI/netI    0.0107
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4780
_diffrn_reflns_theta_full        69.89
_diffrn_reflns_theta_max         69.89
_diffrn_reflns_theta_min         3.08
_diffrn_standards_decay_%        2.648
_diffrn_standards_interval_time  7200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.765
_exptl_absorpt_correction_T_max  1.047
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_type   experimental
_exptl_crystal_colour            'somewhat cloudy transparent colourless'
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'regular fragment'
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.0036(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.037
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         4471
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0422
_refine_ls_R_factor_obs          0.0422
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[σ²(Fo²)+(0.0577P)²+0.2424P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1169
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_obs         0.1113
_refine_ls_wR_factor_ref         0.1169
_reflns_number_gt                3886
_reflns_number_observed          3886
_reflns_number_total             4471
_reflns_observed_criterion       >2sigma(I)
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            901505asup1.cif
_cod_data_source_block           KUST2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_publ_contact_autor' tag replaced with '_publ_contact_author'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26 (38
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.2 from 2011-04-26 (53 times).

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        1183.00(12)
_cod_database_code               7110501
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_calc_flag
O1 O 0.65849(12) 0.05160(10) 0.36818(7) 0.0543(3) Uani 1 d
O2 O 0.74255(12) -0.12340(13) 0.60038(7) 0.0609(3) Uani 1 d
O3 O 1.03427(18) 0.24607(16) 0.99161(9) 0.0935(4) Uani 1 d
O4 O 0.5549(3) -0.32831(15) 0.21719(12) 0.1066(6) Uani 1 d
O5 O 0.3275(3) -0.3179(2) 0.14467(11) 0.1346(8) Uani 1 d
O7 O 0.72078(11) -0.13657(12) 0.43835(7) 0.0557(3) Uani 1 d
N1 N 0.4472(2) -0.27031(16) 0.20459(10) 0.0787(5) Uani 1 d
N8 N 0.60521(13) -0.04867(12) 0.42586(8) 0.0487(3) Uani 1 d
C2 C 0.61888(17) -0.02163(15) 0.27257(10) 0.0491(3) Uani 1 d
H2 H 0.6988(19) -0.0729(18) 0.2641(11) 0.057(4) Uiso 1 d
C3 C 0.46009(18) -0.13212(15) 0.26669(10) 0.0518(3) Uani 1 d
H3 H 0.369(2) -0.0998(19) 0.2353(12) 0.063(5) Uiso 1 d
C3A C 0.45623(16) -0.14996(14) 0.36892(9) 0.0458(3) Uani 1 d
H3A H 0.3723(18) -0.1071(17) 0.3831(10) 0.053(4) Uiso 1 d
C4 C 0.43176(17) -0.30361(15) 0.39873(10) 0.0497(3) Uani 1 d
H4 H 0.4842(18) -0.3587(18) 0.3640(11) 0.056(4) Uiso 1 d
C5 C 0.51367(19) -0.28172(18) 0.50193(10) 0.0562(4) Uani 1 d
H5A H 0.474(2) -0.212(2) 0.5394(12) 0.066(5) Uiso 1 d
H5B H 0.497(2) -0.378(2) 0.5264(12) 0.070(5) Uiso 1 d
C6 C 0.68925(19) -0.21371(18) 0.51400(10) 0.0575(4) Uani 1 d
H6 H 0.7486(19) -0.2905(19) 0.5112(11) 0.061(4) Uiso 1 d
C9 C 0.9100(2) -0.0648(3) 0.62805(13) 0.0725(5) Uani 1 d
H9A H 0.949(3) -0.007(2) 0.5839(16) 0.095(7) Uiso 1 d
H9B H 0.955(3) -0.147(3) 0.6239(15) 0.091(7) Uiso 1 d
C10 C 0.94706(18) 0.0197(2) 0.72395(11) 0.0607(4) Uani 1 d
C11 C 0.8858(2) -0.0431(2) 0.79507(12) 0.0664(4) Uani 1 d
H11 H 0.820(2) -0.139(2) 0.7825(13) 0.078(6) Uiso 1 d
C12 C 0.9162(2) 0.0352(2) 0.88265(12) 0.0685(4) Uani 1 d
H12 H 0.875(2) -0.008(2) 0.9337(16) 0.090(6) Uiso 1 d
C13 C 1.0113(2) 0.1774(2) 0.90220(12) 0.0674(4) Uani 1 d
C14 C 1.0758(2) 0.2408(2) 0.83383(14) 0.0729(5) Uani 1 d
H14 H 1.144(3) 0.347(3) 0.8469(16) 0.104(7) Uiso 1 d
C15 C 1.0412(2) 0.1613(2) 0.74493(13) 0.0692(4) Uani 1 d
H15 H 1.079(2) 0.201(2) 0.6973(14) 0.080(6) Uiso 1 d
C16 C 1.1450(5) 0.3846(4) 1.0193(3) 0.1194(10) Uani 1 d
H16A H 1.141(4) 0.415(4) 1.083(3) 0.166(13) Uiso 1 d
H16B H 1.115(4) 0.447(4) 0.972(2) 0.141(12) Uiso 1 d
H16C H 1.250(5) 0.374(4) 1.004(3) 0.167(14) Uiso 1 d
C20 C 0.61481(16) 0.09085(15) 0.20838(10) 0.0521(3) Uani 1 d
C21 C 0.5346(2) 0.19711(18) 0.22109(13) 0.0665(4) Uani 1 d
H21 H 0.486(2) 0.197(2) 0.2769(15) 0.087(6) Uiso 1 d
C22 C 0.5268(3) 0.2966(2) 0.15979(17) 0.0853(6) Uani 1 d
H22 H 0.464(3) 0.373(3) 0.1687(18) 0.120(8) Uiso 1 d
C23 C 0.5966(3) 0.2905(3) 0.08483(19) 0.0969(7) Uani 1 d
H23 H 0.589(3) 0.359(3) 0.0423(18) 0.112(8) Uiso 1 d
C24 C 0.6779(3) 0.1882(3) 0.07269(18) 0.0996(7) Uani 1 d
H24 H 0.729(3) 0.184(3) 0.018(2) 0.132(9) Uiso 1 d
C25 C 0.6877(2) 0.0883(2) 0.13444(14) 0.0744(5) Uani 1 d
H25 H 0.748(3) 0.019(2) 0.1280(15) 0.092(7) Uiso 1 d
C30 C 0.25980(19) -0.38590(15) 0.37825(10) 0.0553(4) Uani 1 d
C31 C 0.2000(3) -0.5077(2) 0.30976(14) 0.0778(5) Uani 1 d
H31 H 0.271(3) -0.539(3) 0.2762(17) 0.107(8) Uiso 1 d
C32 C 0.0427(3) -0.5813(3) 0.28929(19) 0.1009(8) Uani 1 d
H32 H -0.001(3) -0.666(3) 0.238(2) 0.124(9) Uiso 1 d
C33 C -0.0573(3) -0.5369(3) 0.3371(2) 0.1014(8) Uani 1 d
H33 H -0.163(4) -0.586(3) 0.326(2) 0.134(10) Uiso 1 d
C34 C -0.0003(3) -0.4177(3) 0.4064(2) 0.0937(7) Uani 1 d
H34 H -0.062(3) -0.382(3) 0.4454(18) 0.114(8) Uiso 1 d
C35 C 0.1571(2) -0.3416(2) 0.42713(14) 0.0716(5) Uani 1 d
H35 H 0.204(2) -0.253(2) 0.4778(15) 0.089(6) Uiso 1 d
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
N8 O1 C2 109.61(9) y
C6 O2 C9 114.82(12) y
C13 O3 C16 118.4(2) y
C6 O7 N8 104.98(10) y
O5 N1 O4 124.32(19) y
O5 N1 C3 116.9(2) y
O4 N1 C3 118.80(16) y
O1 N8 O7 104.99(9) y
O1 N8 C3A 105.54(10) y
O7 N8 C3A 106.09(9) y
O1 C2 C20 109.03(11) y
O1 C2 C3 102.78(11) y
C20 C2 C3 114.97(12) y
N1 C3 C2 110.07(13) y
N1 C3 C3A 114.96(12) y
C2 C3 C3A 104.37(11) y
N8 C3A C4 110.38(11) y
N8 C3A C3 105.74(11) y
C4 C3A C3 119.97(11) y
C30 C4 C5 113.79(12) y
C30 C4 C3A 111.83(12) y
C5 C4 C3A 106.95(11) y
C6 C5 C4 109.88(13) y
O2 C6 O7 112.80(13) y
O2 C6 C5 107.63(12) y
O7 C6 C5 110.91(12) y
O2 C9 C10 107.77(14) y
C15 C10 C11 117.80(16) y
C15 C10 C9 121.40(17) y
C11 C10 C9 120.79(17) y
C12 C11 C10 121.06(18) y
C11 C12 C13 120.13(18) y
O3 C13 C14 124.43(17) y
O3 C13 C12 115.61(17) y
C14 C13 C12 119.97(17) y
C13 C14 C15 119.23(18) y
C10 C15 C14 121.79(17) y
C25 C20 C21 118.95(16) y
C25 C20 C2 120.30(15) y
C21 C20 C2 120.74(14) y
C22 C21 C20 120.29(19) y
C23 C22 C21 120.2(2) y
C24 C23 C22 119.9(2) y
C23 C24 C25 120.3(2) y
C20 C25 C24 120.3(2) y
C31 C30 C35 118.11(17) y
C31 C30 C4 120.77(16) y
C35 C30 C4 121.12(14) y
C32 C31 C30 121.1(2) y
C33 C32 C31 120.5(2) y
C32 C33 C34 119.5(2) y
C33 C34 C35 120.7(2) y
C34 C35 C30 120.1(2) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 N8 1.3968(15) y
O1 C2 1.4503(16) y
O2 C6 1.3959(18) y
O2 C9 1.432(2) y
O3 C13 1.369(2) y
O3 C16 1.411(3) y
O4 N1 1.216(2) y
O5 N1 1.212(2) y
O7 C6 1.4295(19) y
O7 N8 1.4753(15) y
N1 C3 1.491(2) y
N8 C3A 1.4876(17) y
C2 C20 1.497(2) y
C2 C3 1.532(2) y
C3 C3A 1.542(2) y
C3A C4 1.5399(19) y
C4 C30 1.508(2) y
C4 C5 1.533(2) y
C5 C6 1.519(2) y
C9 C10 1.494(2) y
C10 C15 1.373(3) y
C10 C11 1.393(2) y
C11 C12 1.371(2) y
C12 C13 1.380(3) y
C13 C14 1.374(3) y
C14 C15 1.389(3) y
C20 C25 1.376(2) y
C20 C21 1.389(2) y
C21 C22 1.375(3) y
C22 C23 1.374(3) y
C23 C24 1.364(4) y
C24 C25 1.385(3) y
C30 C31 1.383(2) y
C30 C35 1.387(2) y
C31 C32 1.375(3) y
C32 C33 1.357(4) y
C33 C34 1.373(4) y
C34 C35 1.381(3) y
