#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:01:32 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180219 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/05/7110500.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_7110500
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            'C29 H31 N O4'
_chemical_formula_weight         457.55
_chemical_name_systematic
; 
(2S,4S,4aS,5S)-2-[(4-methoxybenzyl)oxy]-4,5-diphenylperhydroazeto-
[1,2-b][1,2]oxazin-6-one
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 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                90.00
_cell_angle_beta                 116.2092(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.7886(4)
_cell_length_b                   7.41628(19)
_cell_length_c                   19.3640(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    208(2)
_cell_measurement_theta_max      46.680
_cell_measurement_theta_min      40.326
_cell_volume                     2420.80(9)
_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      208(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  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0134
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            4736
_diffrn_reflns_theta_full        69.96
_diffrn_reflns_theta_max         69.96
_diffrn_reflns_theta_min         4.71
_diffrn_standards_decay_%        2.894
_diffrn_standards_interval_time  7200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.664
_exptl_absorpt_correction_T_max  1.215
_exptl_absorpt_correction_T_min  0.917
_exptl_absorpt_correction_type   experimental
_exptl_crystal_colour            'transparent colourless, weathered'
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rather regular platelet'
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.055
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4583
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0473
_refine_ls_R_factor_obs          0.0473
_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)+(0.0712P)²+0.9500P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1367
_refine_ls_wR_factor_gt          0.1313
_refine_ls_wR_factor_obs         0.1313
_refine_ls_wR_factor_ref         0.1367
_reflns_number_gt                4009
_reflns_number_observed          4009
_reflns_number_total             4583
_reflns_observed_criterion       >2sigma(I)
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            901505asup1.cif
_cod_data_source_block           ISOKUS
_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 (39
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 (52 times).

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2420.80(8)
_cod_original_sg_symbol_H-M      'P 21/A'
_cod_database_code               7110500
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, 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
_atom_site_refinement_flags
O1 O 0.61887(7) -0.06383(16) 0.05891(6) 0.0389(3) Uani 1 d .
O2 O 0.66218(7) 0.16238(17) 0.14542(6) 0.0428(3) Uani 1 d .
O3 O 0.66679(10) 0.0136(2) 0.46625(8) 0.0648(4) Uani 1 d .
O8 O 0.68956(8) -0.32115(19) -0.02360(7) 0.0536(3) Uani 1 d .
N7 N 0.59862(8) -0.10973(18) -0.01719(7) 0.0362(3) Uani 1 d .
C2 C 0.65474(9) 0.1175(2) 0.07335(9) 0.0352(3) Uani 1 d .
H2 H 0.7073 0.1147 0.0731 0.042 Uiso 1 calc R
C3 C 0.60003(9) 0.2497(2) 0.01397(9) 0.0352(3) Uani 1 d .
H3A H 0.6222 0.3715 0.0268 0.042 Uiso 1 calc R
H3B H 0.5482 0.2497 0.0147 0.042 Uiso 1 calc R
C4 C 0.58952(8) 0.1986(2) -0.06715(8) 0.0309(3) Uani 1 d .
H4 H 0.6429 0.1942 -0.0655 0.037 Uiso 1 calc R
C4A C 0.55526(9) 0.0071(2) -0.08373(8) 0.0321(3) Uani 1 d .
H4A H 0.4972 0.0044 -0.1010 0.039 Uiso 1 calc R
C5 C 0.58321(9) -0.1298(2) -0.12866(9) 0.0341(3) Uani 1 d .
H5 H 0.5398 -0.2139 -0.1594 0.041 Uiso 1 calc R
C6 C 0.63662(9) -0.2116(2) -0.04907(9) 0.0371(3) Uani 1 d .
C9 C 0.73110(10) 0.0862(3) 0.20805(9) 0.0446(4) Uani 1 d .
H9A H 0.7773 0.1636 0.2200 0.053 Uiso 1 calc R
H9B H 0.7424 -0.0332 0.1936 0.053 Uiso 1 calc R
C10 C 0.71487(10) 0.0713(2) 0.27694(9) 0.0399(4) Uani 1 d .
C11 C 0.75684(11) 0.1715(2) 0.34262(10) 0.0461(4) Uani 1 d .
H11 H 0.7961 0.2516 0.3438 0.055 Uiso 1 calc R
C12 C 0.74253(12) 0.1570(3) 0.40720(10) 0.0493(4) Uani 1 d .
H12 H 0.7720 0.2264 0.4513 0.059 Uiso 1 calc R
C13 C 0.68480(11) 0.0402(2) 0.40581(10) 0.0464(4) Uani 1 d .
C14 C 0.64159(11) -0.0608(3) 0.34007(11) 0.0496(4) Uani 1 d .
H14 H 0.6019 -0.1401 0.3387 0.060 Uiso 1 calc R
C15 C 0.65665(11) -0.0451(2) 0.27697(10) 0.0464(4) Uani 1 d .
H15 H 0.6270 -0.1145 0.2329 0.056 Uiso 1 calc R
C16 C 0.7103(2) 0.1164(4) 0.53433(13) 0.0831(8) Uani 1 d .
H16A H 0.6925 0.0858 0.5728 0.125 Uiso 1 calc R
H16B H 0.7017 0.2439 0.5224 0.125 Uiso 1 calc R
H16C H 0.7664 0.0894 0.5540 0.125 Uiso 1 calc R
C20 C 0.62303(9) -0.0601(2) -0.17560(9) 0.0338(3) Uani 1 d .
C21 C 0.70120(9) 0.0001(2) -0.14104(9) 0.0376(4) Uani 1 d .
H21 H 0.7315 -0.0126 -0.0876 0.045 Uiso 1 calc R
C22 C 0.73473(11) 0.0785(2) -0.18459(11) 0.0459(4) Uani 1 d .
H22 H 0.7874 0.1202 -0.1604 0.055 Uiso 1 calc R
C23 C 0.69141(13) 0.0958(3) -0.26328(11) 0.0526(5) Uani 1 d .
H23 H 0.7141 0.1509 -0.2926 0.063 Uiso 1 calc R
C24 C 0.61442(13) 0.0315(3) -0.29873(11) 0.0524(5) Uani 1 d .
H24 H 0.5851 0.0406 -0.3524 0.063 Uiso 1 calc R
C25 C 0.58022(10) -0.0466(2) -0.25521(9) 0.0421(4) Uani 1 d .
H25 H 0.5280 -0.0904 -0.2797 0.050 Uiso 1 calc R
C30 C 0.53975(9) 0.3276(2) -0.13054(8) 0.0319(3) Uani 1 d .
C31 C 0.56294(10) 0.3730(2) -0.18746(10) 0.0408(4) Uani 1 d .
H31 H 0.6118 0.3309 -0.1835 0.049 Uiso 1 calc R
C32 C 0.51542(12) 0.4788(2) -0.24976(10) 0.0485(4) Uani 1 d .
H32 H 0.5318 0.5060 -0.2880 0.058 Uiso 1 calc R
C33 C 0.44410(11) 0.5447(2) -0.25599(10) 0.0472(4) Uani 1 d .
H33 H 0.4115 0.6153 -0.2986 0.057 Uiso 1 calc R
C34 C 0.42120(10) 0.5058(2) -0.19906(11) 0.0453(4) Uani 1 d .
H34 H 0.3734 0.5528 -0.2023 0.054 Uiso 1 calc R
C35 C 0.46828(9) 0.3979(2) -0.13705(10) 0.0389(4) Uani 1 d .
H35 H 0.4517 0.3718 -0.0989 0.047 Uiso 1 calc R
C41 C 0.9553(5) 0.0352(17) 0.5339(4) 0.257(6) Uani 1 d .
H41A H 0.9006 0.0146 0.4953 0.308 Uiso 1 calc R
H41B H 0.9523 0.0682 0.5816 0.308 Uiso 1 calc R
C42 C 0.9828(5) 0.1992(14) 0.5087(6) 0.250(5) Uani 1 d .
H42A H 0.9409 0.2906 0.4910 0.300 Uiso 1 calc R
H42B H 1.0294 0.2493 0.5521 0.300 Uiso 1 calc R
C43 C 0.9982(4) -0.1563(12) 0.5495(4) 0.193(3) Uani 1 d .
H43A H 1.0464 -0.1529 0.5984 0.231 Uiso 1 calc R
H43B H 0.9629 -0.2487 0.5535 0.231 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 0.0181 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_site_symmetry_1
_geom_angle_publ_flag
N7 O1 C2 108.19(11) . y
C2 O2 C9 114.09(12) . y
C13 O3 C16 117.10(17) . y
C6 N7 O1 131.56(13) . y
C6 N7 C4A 97.40(12) . y
O1 N7 C4A 124.91(12) . y
O2 C2 O1 104.20(12) . y
O2 C2 C3 110.06(13) . y
O1 C2 C3 110.25(12) . y
C2 C3 C4 110.65(12) . y
C30 C4 C4A 111.38(12) . y
C30 C4 C3 115.27(12) . y
C4A C4 C3 107.10(12) . y
N7 C4A C4 110.15(12) . y
N7 C4A C5 85.00(11) . y
C4 C4A C5 120.16(12) . y
C20 C5 C6 117.49(13) . y
C20 C5 C4A 119.39(13) . y
C6 C5 C4A 85.99(11) . y
O8 C6 N7 133.70(16) . y
O8 C6 C5 136.60(15) . y
N7 C6 C5 89.69(12) . y
O2 C9 C10 108.51(14) . y
C11 C10 C15 117.52(16) . y
C11 C10 C9 121.51(16) . y
C15 C10 C9 120.97(15) . y
C10 C11 C12 121.81(17) . y
C13 C12 C11 119.48(16) . y
O3 C13 C12 124.28(17) . y
O3 C13 C14 116.17(17) . y
C12 C13 C14 119.54(16) . y
C15 C14 C13 120.17(17) . y
C14 C15 C10 121.47(16) . y
C21 C20 C25 118.72(15) . y
C21 C20 C5 121.44(14) . y
C25 C20 C5 119.77(14) . y
C22 C21 C20 120.63(16) . y
C23 C22 C21 120.43(17) . y
C22 C23 C24 119.56(17) . y
C23 C24 C25 120.28(17) . y
C24 C25 C20 120.33(16) . y
C35 C30 C31 117.62(15) . y
C35 C30 C4 122.44(13) . y
C31 C30 C4 119.86(13) . y
C32 C31 C30 121.29(16) . y
C33 C32 C31 120.28(17) . y
C34 C33 C32 119.32(16) . y
C33 C34 C35 120.48(16) . y
C34 C35 C30 120.97(15) . y
C42 C41 C43 124.8(6) . y
C43 C42 C41 109.7(7) 3_756 y
C42 C43 C41 110.3(7) 3_756 y
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
O1 N7 1.3917(16) . y
O1 C2 1.4745(19) . y
O2 C2 1.3805(18) . y
O2 C9 1.4421(19) . y
O3 C13 1.369(2) . y
O3 C16 1.427(3) . y
O8 C6 1.208(2) . y
N7 C6 1.361(2) . y
N7 C4A 1.4653(19) . y
C2 C3 1.515(2) . y
C3 C4 1.542(2) . y
C4 C30 1.511(2) . y
C4 C4A 1.533(2) . y
C4A C5 1.571(2) . y
C5 C20 1.501(2) . y
C5 C6 1.544(2) . y
C9 C10 1.498(2) . y
C10 C11 1.380(2) . y
C10 C15 1.394(2) . y
C11 C12 1.394(3) . y
C12 C13 1.379(3) . y
C13 C14 1.388(3) . y
C14 C15 1.376(3) . y
C20 C21 1.391(2) . y
C20 C25 1.392(2) . y
C21 C22 1.384(2) . y
C22 C23 1.380(3) . y
C23 C24 1.383(3) . y
C24 C25 1.392(3) . y
C30 C35 1.393(2) . y
C30 C31 1.394(2) . y
C31 C32 1.385(2) . y
C32 C33 1.380(3) . y
C33 C34 1.379(3) . y
C34 C35 1.388(2) . y
C41 C42 1.486(11) . y
C41 C43 1.595(11) . y
C42 C43 1.362(9) 3_756 y
C43 C42 1.362(9) 3_756 y
