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#$Date: 2008-02-29 15:34:32 +0200 (Fri, 29 Feb 2008) $
#$Revision: 186 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2001829.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2001829
_journal_name_full 'Acta Crystallographica, Section C'
_journal_year 1993
_journal_volume C49
_journal_page_first 826
_journal_page_last 828
_publ_section_title
;
 Structure of a Tricyclo[3.2.1.0^2.7^]octene Derivative: A Double
 Bridged Central Ring in an Octahydrobenz[g]-3-nitroindole.
;
loop_
_publ_author_name
'Meetsma, Auke'
'Have, Ronald ten'
'Leusink, Frederik R.'
'Leusen, Albert M.'
_chemical_name_systematic
;
 rac-1-methyl-3-nitro-{(1R,6S,8S)-6-phenyl-5,8-(tetramethylene)tricyclo
 [3.2.1.0^2.7^]oct-3-eno}[4,3-b]pyrrole
;
_chemical_formula_moiety 'C21 H22 N2 O2'
_chemical_formula_sum 'C21 H22 N2 O2'
_chemical_formula_structural 'C21 H22 N2 O2'
_chemical_formula_weight 334.42
_chemical_melting_point '189:190'
_symmetry_cell_setting Triclinic
_symmetry_space_group_name_H-M 'P -1'
loop_
_symmetry_equiv_pos_as_xyz
'X,Y,Z'
'-X,-Y,-Z'
_cell_length_a 7.7990(10)
_cell_length_b 9.8720(10)
_cell_length_c 11.7700(10)
_cell_angle_alpha 109.638(4)
_cell_angle_beta 100.339(6)
_cell_angle_gamma 97.756(6)
_cell_volume 820.77(15)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 22
_cell_measurement_theta_min 15.54
_cell_measurement_theta_max 18.97
_cell_measurement_temperature 130
_exptl_crystal_description parallelepiped
_exptl_crystal_colour yellow
_exptl_crystal_size_max 0.50
_exptl_crystal_size_mid 0.40
_exptl_crystal_size_min 0.38
_exptl_crystal_density_diffrn 1.353
_exptl_crystal_density_meas ?
_exptl_crystal_F_000 356
_exptl_absorpt_coefficient_mu 0.82
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_T_max ?
_diffrn_ambient_temperature 130
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_source 'fine focus Philips Mo tube'
_diffrn_radiation_monochromator 'perpendicular mounted graphite'
_diffrn_measurement_device
;
  Enraf-Nonius CAD-4F single-crystal diffractometer
;
_diffrn_measurement_method ' \w/2\q'
_diffrn_reflns_number 4098
_diffrn_reflns_av_R_equivalents 0.018
_diffrn_reflns_av_sigmaI/netI 0.022
_diffrn_reflns_theta_min 1.00
_diffrn_reflns_theta_max 27.00
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -1
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_reduction_process
;
   The intensity  data  were corrected for Lorentz and polarization effects
and   scale  variation   but an absorption  correction was
   judged not to be necessary in view of the  small observed
variation in intensity
   of  a  360 \%  \y-scan  of a  close-to-axial reflection (-2,0,2).
The variance \s^2^(I)  was calculated  on  the  basis  of  counting
 statistics plus the term
   (PI)^2^,  where  P  (= 0.021) is the instability constant as
derived from the
   excess  variance  in the reference reflections (McCandlish, Stout & Andrews,
   1975).   Equivalent   reflections  were  averaged  and  stated  observed
if  satisfying the criterion I >= 2.5\s(I).
;
_diffrn_standards_number 3
_diffrn_standards_interval_time 180
_diffrn_standards_decay_% 0.9
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-2 2 1
-2 2 0
-2 -2 2
_reflns_number_total 3569
_reflns_number_observed 3265
_reflns_observed_criterion I>2.5\s(I)
_refine_ls_structure_factor_coef F~o~
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.051
_refine_ls_R_factor_obs 0.048
_refine_ls_wR_factor_all 0.059
_refine_ls_wR_factor_obs 0.058
_refine_ls_goodness_of_fit_all 0.725
_refine_ls_goodness_of_fit_obs 0.751
_refine_ls_number_reflns 3265
_refine_ls_number_parameters 315
_refine_ls_number_restraints ?
_refine_ls_number_constraints ?
_refine_ls_hydrogen_treatment refall
_refine_ls_weighting_scheme 'calc w = 1/[\s^2^(F)]'
_refine_ls_shift/esd_max 0.3840
_refine_ls_shift/esd_mean 0.02455
_refine_diff_density_max 0.443
_refine_diff_density_min -0.392
_refine_ls_extinction_method ?
_refine_ls_extinction_coef ?
_refine_ls_abs_structure_details
;
 ?
;
_refine_ls_abs_structure_Flack ?
##  'CAD-4 version 5.0, SET4 (de Boer & Duisenberg, 1984)'
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
O1 .3808(2) .26541(19) .73573(15) .0237(5) Uani
O2 .4879(2) .35510(19) .61094(16) .0241(5) Uani
N1 -.0981(2) .15941(19) .48367(16) .0123(5) Uani
N2 .3615(2) .2939(2) .64030(17) .0165(5) Uani
C1 -.1276(2) .2232(2) .27936(18) .0110(5) Uani
C2 -.3266(3) .1554(2) .23197(19) .0134(6) Uani
C3 -.4151(3) .1863(2) .1192(2) .0154(6) Uani
C4 -.3859(3) .3514(2) .1480(2) .0188(6) Uani
C5 -.1871(3) .4198(2) .1867(2) .0157(6) Uani
C6 -.0866(3) .3896(2) .29776(19) .0128(5) Uani
C7 .1114(3) .4243(2) .30673(19) .0147(6) Uani
C8 .2286(3) .3512(2) .37667(19) .0145(6) Uani
C9 .1400(3) .2782(2) .44716(19) .0132(5) Uani
C10 -.0382(3) .2170(2) .40122(18) .0116(5) Uani
C11 .0408(3) .1827(2) .58036(19) .0141(6) Uani
C12 .1898(3) .2550(2) .55985(19) .0137(5) Uani
C13 .1588(3) .2827(2) .23474(19) .0139(6) Uani
C14 -.0069(3) .1609(2) .18688(18) .0116(5) Uani
C15 .0266(3) .0083(2) .17048(18) .0124(5) Uani
C16 -.1101(3) -.1160(2) .10616(19) .0152(6) Uani
C17 -.0812(3) -.2570(2) .0858(2) .0189(6) Uani
C18 .0888(3) -.2769(2) .1278(2) .0201(7) Uani
C19 .2269(3) -.1548(3) .1904(2) .0202(7) Uani
C20 .1961(3) -.0138(2) .2125(2) .0163(6) Uani
C21 -.2797(3) .0923(2) .4781(2) .0169(6) Uani
H2 -.349(3) .047(3) .212(2) .016(6) Uiso
H2' -.380(4) .205(3) .305(3) .026(7) Uiso
H3 -.547(4) .147(3) .096(2) .020(6) Uiso
H3' -.372(4) .143(3) .047(3) .030(8) Uiso
H4 -.441(3) .369(3) .070(2) .020(6) Uiso
H4' -.447(4) .406(3) .229(3) .035(8) Uiso
H5 -.161(3) .534(3) .211(2) .021(7) Uiso
H5' -.138(4) .379(3) .115(3) .025(7) Uiso
H6 -.114(4) .443(3) .374(3) .026(7) Uiso
H7 .160(3) .520(3) .310(2) .014(6) Uiso
H8 .351(3) .396(3) .406(2) .013(6) Uiso
H11 .031(3) .145(3) .643(2) .018(6) Uiso
H13 .240(4) .277(3) .175(3) .026(7) Uiso
H14 -.069(3) .156(2) .106(2) .005(5) Uiso
H16 -.227(4) -.107(3) .070(3) .029(7) Uiso
H17 -.173(3) -.341(3) .040(2) .017(6) Uiso
H18 .111(4) -.374(3) .120(2) .021(7) Uiso
H19 .348(4) -.170(3) .215(3) .026(7) Uiso
H20 .292(3) .070(3) .256(2) .017(6) Uiso
H21 -.344(4) .171(3) .494(3) .024(7) Uiso
H21' -.342(4) .010(3) .395(3) .025(7) Uiso
H21" -.272(4) .051(3) .547(3) .028(7) Uiso