#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/46/2004694.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_2004694
loop_
_publ_author_name
'Tzou, J.-R.'
'Huang, A.'
'Fleming, F. F.'
'Norman, R. E.'
'Chang, S.-C.'
_publ_contact_author
;
Richard E. Norman
Department of Chemistry and Biochemistry
Duquesne University
Pittsburgh, PA 15282  USA
;
_publ_section_title
;
 1-Cyanomethyl-6,7,8-trioxabicyclo[3.2.1]octane
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1012
_journal_page_last               1014
_journal_paper_doi               10.1107/S0108270195014004
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C7 H9 N O3'
_chemical_formula_sum            'C7 H9 N O3'
_chemical_formula_weight         155.15
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 92.473(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.8867(8)
_cell_length_b                   7.023(1)
_cell_length_c                   17.9952(7)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294.2
_cell_measurement_theta_max      23.05
_cell_measurement_theta_min      20.06
_cell_volume                     743.27(15)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation,
 1992)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1992)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      294.2
_diffrn_measurement_device       AFC7R
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0642
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            2028
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.265
_diffrn_standards_decay_%        -9.41
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_type
'\y scans (TEXSAN; Molecular Structure Corporation, 1992)'
_exptl_absorpt_process_details   psi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_description       rhomboids
_exptl_crystal_F_000             328.00
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.15
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.913
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1095
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0370
_refine_ls_shift/esd_max         0.0072
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
;calc w = 4F^2^/[\s^2^(F^2^)]
[\s^2^(F^2^) = S^2^(C+R^2^B)+(0.040F^2^)^2^/Lp^2^], where S = scan rate, C =
totalintegrated peak count, R = ratio of scan to background counting times,
B = total background count, Lp = Lorentz-polariztion factor
;
_refine_ls_wR_factor_obs         0.0424
_reflns_number_observed          1095
_reflns_number_total             1853
_reflns_observed_criterion       I>3.00\s(I)
_cod_data_source_file            bk1178.cif
_cod_data_source_block           Ozo
_cod_original_cell_volume        743.20(10)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2004694
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_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
O(1) 0.0524(7) 0.0444(7) 0.0331(6) -0.0008(6) -0.0034(5) 0.0022(5)
O(2) 0.0402(7) 0.0719(9) 0.0542(8) 0.0077(6) 0.0043(5) -0.0152(7)
O(3) 0.0402(7) 0.0599(8) 0.0416(7) 0.0115(6) -0.0039(5) -0.0022(6)
N(1) 0.0840(10) 0.0860(10) 0.0740(10) -0.0310(10) 0.0120(10) -0.0190(10)
C(1) 0.0660(10) 0.0550(10) 0.0400(10) -0.0060(10) 0.0012(9) -0.0092(9)
C(2) 0.0510(10) 0.0530(10) 0.0410(10) 0.0028(9) 0.0023(8) -0.0040(9)
C(3) 0.0344(8) 0.0452(10) 0.0349(9) 0.0047(7) 0.0009(6) 0.0034(8)
C(4) 0.0411(9) 0.0580(10) 0.0540(10) -0.0023(9) 0.0105(8) 0.0043(10)
C(5) 0.0470(10) 0.0510(10) 0.076(2) -0.0119(9) 0.0063(9) -0.0010(10)
C(6) 0.0470(10) 0.0530(10) 0.0600(10) -0.0012(9) -0.0057(8) -0.0117(10)
C(7) 0.0472(10) 0.0560(10) 0.0371(10) -0.0005(9) 0.0004(7) -0.0043(9)
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_calc_attached_atom
O(1) 0.1941(2) -0.1448(2) 0.68535(6) 0.0435(3) Uani d .
O(2) -0.0589(2) 0.0916(2) 0.68345(7) 0.0554(4) Uani d .
O(3) -0.0157(2) 0.0357(2) 0.60615(6) 0.0474(4) Uani d .
N(1) -0.2140(4) -0.4225(3) 0.5738(1) 0.0811(7) Uani d .
C(1) -0.0464(4) -0.3452(3) 0.5674(1) 0.0540(6) Uani d .
C(2) 0.1650(3) -0.2412(3) 0.5580(1) 0.0483(5) Uani d .
C(3) 0.1907(3) -0.0758(2) 0.61182(9) 0.0382(4) Uani d .
C(4) 0.3927(3) 0.0512(3) 0.6000(1) 0.0509(5) Uani d .
C(5) 0.3898(3) 0.2202(3) 0.6529(1) 0.0580(6) Uani d .
C(6) 0.3273(3) 0.1604(3) 0.7298(1) 0.0537(6) Uani d .
C(7) 0.1349(3) 0.0195(3) 0.72563(10) 0.0467(5) Uani d .
H(7) 0.0909 -0.0168 0.7756 0.0572 Uiso calc C(7)
H(21) 0.2892 -0.3258 0.5662 0.0588 Uiso calc C(2)
H(22) 0.1659 -0.1934 0.5084 0.0588 Uiso calc C(2)
H(41) 0.5283 -0.0211 0.6092 0.0613 Uiso calc C(4)
H(42) 0.3871 0.0942 0.5500 0.0613 Uiso calc C(4)
H(51) 0.5369 0.2761 0.6556 0.0713 Uiso calc C(5)
H(52) 0.2823 0.3104 0.6338 0.0713 Uiso calc C(5)
H(61) 0.4554 0.1045 0.7545 0.0668 Uiso calc C(6)
H(62) 0.2813 0.2701 0.7561 0.0668 Uiso calc C(6)
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002 'International Tables'
H 0.000 0.000 'International Tables'
O 0.011 0.006 'International Tables'
N 0.006 0.003 'International Tables'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-1 -1 8
1 -1 6
-1 0 8
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
C(3) O(1) C(7) 102.00(10) yes
O(3) O(2) C(7) 103.80(10) yes
O(2) O(3) C(3) 104.80(10) yes
N(1) C(1) C(2) 178.3(2) yes
C(1) C(2) C(3) 111.90(10) yes
C(1) C(2) H(21) 108.9 no
C(1) C(2) H(22) 108.9 no
C(3) C(2) H(21) 109.0 no
C(3) C(2) H(22) 108.9 no
H(21) C(2) H(22) 109.3 no
O(1) C(3) O(3) 103.30(10) yes
O(1) C(3) C(2) 109.50(10) yes
O(1) C(3) C(4) 110.90(10) yes
O(3) C(3) C(2) 108.00(10) yes
O(3) C(3) C(4) 109.60(10) yes
C(2) C(3) C(4) 114.90(10) yes
C(3) C(4) C(5) 110.00(10) yes
C(3) C(4) H(41) 108.6 no
C(3) C(4) H(42) 109.1 no
C(5) C(4) H(41) 109.7 no
C(5) C(4) H(42) 110.2 no
H(41) C(4) H(42) 109.2 no
C(4) C(5) C(6) 111.5(2) yes
C(4) C(5) H(51) 108.7 no
C(4) C(5) H(52) 108.6 no
C(6) C(5) H(51) 109.0 no
C(6) C(5) H(52) 109.4 no
H(51) C(5) H(52) 109.6 no
C(5) C(6) C(7) 110.5(2) yes
C(5) C(6) H(61) 109.0 no
C(5) C(6) H(62) 108.5 no
C(7) C(6) H(61) 109.6 no
C(7) C(6) H(62) 109.2 no
H(61) C(6) H(62) 110.1 no
O(1) C(7) O(2) 103.00(10) yes
O(1) C(7) C(6) 111.10(10) yes
O(1) C(7) H(7) 109.8 no
O(2) C(7) C(6) 112.0(2) yes
O(2) C(7) H(7) 110.0 no
C(6) C(7) H(7) 110.7 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(3) 1.408(2) yes
O(1) C(7) 1.414(2) yes
O(2) O(3) 1.478(2) yes
O(2) C(7) 1.435(2) yes
O(3) C(3) 1.445(2) yes
N(1) C(1) 1.136(2) yes
C(1) C(2) 1.459(3) yes
C(2) C(3) 1.515(2) yes
C(2) H(21) 0.95 no
C(2) H(22) 0.95 no
C(3) C(4) 1.509(2) yes
C(4) C(5) 1.522(3) yes
C(4) H(41) 0.95 no
C(4) H(42) 0.95 no
C(5) C(6) 1.508(3) yes
C(5) H(51) 0.95 no
C(5) H(52) 0.95 no
C(6) C(7) 1.503(3) yes
C(6) H(61) 0.95 no
C(6) H(62) 0.95 no
C(7) H(7) 0.98 no
