#------------------------------------------------------------------------------
#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2008995.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_2008995
loop_
_publ_author_name
'Nieger, M.'
'Bolte, M.'
_publ_section_title
;
 8-Isopropyl-7,10-dimethoxy-3-phenyl-1-oxa-2,6,9-triazaspiro[4.5]deca-2,6,9-triene
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1666
_journal_page_last               1667
_journal_volume                  55
_journal_year                    1999
_chemical_formula_sum            'C17 H21 N3 O3'
_chemical_formula_weight         315.37
_chemical_name_systematic
;
8-Isopropyl-7,10-dimethoxy-3-phenyl-1-oxa-2,6,9-triaza-spiro[4.5]deca-
2,6,9-triene
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0870(10)
_cell_length_b                   12.454(2)
_cell_length_c                   14.177(3)
_cell_measurement_reflns_used    50
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10.0
_cell_volume                     1781.0(5)
_computing_cell_refinement       DIF4
_computing_data_collection       'DIF4 (Stoe & Cie, 1984a)'
_computing_data_reduction        'REDU4 (Stoe & Cie, 1984b)'
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 1991)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Stoe-Siemens AED'
_diffrn_measurement_method
'\w/2\q scans with profile fitting (Clegg, 1981)'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_av_sigmaI/netI    0.0563
_diffrn_reflns_limit_h_max       2
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2171
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         4.04
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.13
_refine_diff_density_min         -0.13
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   2(2)
_refine_ls_extinction_coef       0.013(2)
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2131
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.100
_refine_ls_R_factor_gt           0.056
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.052P)^2^] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.117
_reflns_number_gt                1241
_reflns_number_total             2131
_reflns_threshold_expression     I>2\s(I)
_[local]_cod_data_source_file    bm1299.cif
_[local]_cod_data_source_block   bm1299
_cod_database_code               2008995
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
N1 0.2584(4) 0.4704(3) 0.3853(2) 0.0714(10) Uani d . 1 N
C2 0.2499(4) 0.3740(3) 0.4086(3) 0.0615(11) Uani d . 1 C
C3 0.3183(4) 0.3187(3) 0.4888(3) 0.0514(10) Uani d . 1 C
N4 0.4125(3) 0.3844(2) 0.5384(2) 0.0564(9) Uani d . 1 N
C5 0.4196(4) 0.4823(3) 0.5157(3) 0.0619(11) Uani d . 1 C
C6 0.3417(4) 0.5404(3) 0.4419(3) 0.0725(12) Uani d . 1 C
H6 0.4064 0.5724 0.3987 0.087 Uiso calc R 1 H
O7 0.3939(2) 0.22994(17) 0.44749(18) 0.0587(7) Uani d . 1 O
N8 0.3688(3) 0.1350(2) 0.4990(2) 0.0573(9) Uani d . 1 N
C9 0.2771(4) 0.1515(3) 0.5583(3) 0.0538(10) Uani d . 1 C
C10 0.2241(4) 0.2640(3) 0.5576(3) 0.0593(11) Uani d . 1 C
H10A 0.2285 0.2964 0.6197 0.071 Uiso calc R 1 H
H10B 0.1333 0.2663 0.5351 0.071 Uiso calc R 1 H
O21 0.1704(3) 0.3034(2) 0.3631(2) 0.0820(9) Uani d . 1 O
C22 0.0848(5) 0.3471(4) 0.2927(3) 0.1037(17) Uani d . 1 C
H22A 0.0294 0.4012 0.3204 0.156 Uiso calc R 1 H
H22B 0.0304 0.2910 0.2670 0.156 Uiso calc R 1 H
H22C 0.1371 0.3784 0.2433 0.156 Uiso calc R 1 H
O51 0.5062(3) 0.5476(2) 0.5597(2) 0.0811(9) Uani d . 1 O
C52 0.5912(5) 0.4995(3) 0.6295(4) 0.0932(16) Uani d . 1 C
H52A 0.5380 0.4662 0.6774 0.140 Uiso calc R 1 H
H52B 0.6459 0.5539 0.6575 0.140 Uiso calc R 1 H
H52C 0.6463 0.4463 0.6000 0.140 Uiso calc R 1 H
C61 0.2586(6) 0.6343(3) 0.4821(4) 0.0997(17) Uani d . 1 C
H61 0.3184 0.6818 0.5170 0.120 Uiso calc R 1 H
C62 0.1549(5) 0.5916(4) 0.5510(4) 0.1180(19) Uani d . 1 C
H62A 0.0935 0.5463 0.5179 0.177 Uiso calc R 1 H
H62B 0.1081 0.6507 0.5789 0.177 Uiso calc R 1 H
H62C 0.1981 0.5508 0.5996 0.177 Uiso calc R 1 H
C63 0.1949(8) 0.6990(4) 0.4041(5) 0.183(3) Uani d . 1 C
H63A 0.1372 0.6536 0.3680 0.275 Uiso calc R 1 H
H63B 0.2625 0.7279 0.3638 0.275 Uiso calc R 1 H
H63C 0.1445 0.7568 0.4311 0.275 Uiso calc R 1 H
C91 0.2291(4) 0.0656(3) 0.6196(3) 0.0655(11) Uani d . 1 C
C92 0.2793(5) -0.0385(3) 0.6119(3) 0.0917(16) Uani d . 1 C
H92 0.3434 -0.0539 0.5668 0.110 Uiso calc R 1 H
C93 0.2347(7) -0.1179(4) 0.6702(5) 0.115(2) Uani d . 1 C
H93 0.2684 -0.1871 0.6643 0.138 Uiso calc R 1 H
C94 0.1414(8) -0.0965(5) 0.7368(5) 0.122(3) Uani d . 1 C
H94 0.1124 -0.1511 0.7765 0.146 Uiso calc R 1 H
C95 0.0898(7) 0.0045(6) 0.7461(4) 0.118(2) Uani d . 1 C
H95 0.0265 0.0192 0.7920 0.141 Uiso calc R 1 H
C96 0.1343(5) 0.0857(4) 0.6851(4) 0.0869(14) Uani d . 1 C
H96 0.0983 0.1543 0.6897 0.104 Uiso calc R 1 H
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
N1 0.070(2) 0.071(2) 0.073(2) 0.012(2) -0.004(2) 0.0065(19)
C2 0.056(3) 0.063(2) 0.066(3) 0.005(2) -0.004(2) -0.003(2)
C3 0.042(2) 0.0488(19) 0.064(3) 0.0077(19) 0.003(2) -0.005(2)
N4 0.0511(19) 0.0504(17) 0.068(2) -0.0044(16) -0.0044(19) -0.0074(17)
C5 0.053(3) 0.057(2) 0.076(3) -0.005(2) 0.015(3) -0.007(2)
C6 0.075(3) 0.060(2) 0.082(3) -0.003(3) 0.015(3) 0.014(3)
O7 0.0474(15) 0.0560(14) 0.0725(18) 0.0043(13) 0.0053(16) -0.0020(14)
N8 0.053(2) 0.0536(18) 0.066(2) 0.0032(18) -0.005(2) 0.0003(18)
C9 0.045(2) 0.051(2) 0.066(3) -0.004(2) -0.015(2) 0.001(2)
C10 0.050(2) 0.060(2) 0.068(3) 0.0036(19) 0.002(2) 0.002(2)
O21 0.0648(19) 0.089(2) 0.093(2) 0.0081(18) -0.0250(19) -0.0095(19)
C22 0.085(3) 0.148(4) 0.078(3) 0.026(4) -0.032(3) -0.004(3)
O51 0.0743(19) 0.0644(17) 0.105(2) -0.0109(17) 0.004(2) -0.0183(19)
C52 0.070(3) 0.093(3) 0.117(4) 0.004(3) -0.015(4) -0.032(3)
C61 0.106(4) 0.055(2) 0.138(5) 0.017(3) -0.002(4) -0.005(3)
C62 0.090(4) 0.119(4) 0.145(5) 0.019(4) 0.019(4) -0.027(4)
C63 0.225(8) 0.093(4) 0.232(7) 0.068(5) -0.014(7) 0.051(5)
C91 0.065(3) 0.070(3) 0.062(3) -0.010(3) -0.013(3) 0.010(2)
C92 0.117(4) 0.063(3) 0.095(3) -0.001(3) -0.018(4) 0.012(3)
C93 0.156(6) 0.075(3) 0.113(5) -0.022(4) -0.026(5) 0.036(4)
C94 0.162(7) 0.115(5) 0.090(4) -0.049(5) -0.036(5) 0.042(4)
C95 0.120(5) 0.142(5) 0.090(4) -0.036(5) 0.003(4) 0.015(4)
C96 0.094(4) 0.085(3) 0.081(3) -0.019(3) -0.003(3) 0.020(3)
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
C2 N1 C6 118.1(4) y
N1 C2 O21 122.6(4) ?
N1 C2 C3 127.6(4) y
O21 C2 C3 109.7(3) ?
N4 C3 O7 106.4(3) ?
N4 C3 C2 114.5(3) y
O7 C3 C2 106.4(3) ?
N4 C3 C10 110.8(3) ?
O7 C3 C10 104.1(3) y
C2 C3 C10 113.8(3) ?
C5 N4 C3 117.6(3) y
N4 C5 O51 120.2(4) ?
N4 C5 C6 128.0(4) y
O51 C5 C6 111.9(3) ?
N1 C6 C5 113.6(3) y
N1 C6 C61 110.1(4) ?
C5 C6 C61 113.1(4) ?
N8 O7 C3 109.4(2) y
C9 N8 O7 109.8(3) y
N8 C9 C91 121.2(4) ?
N8 C9 C10 114.1(4) y
C91 C9 C10 124.7(4) ?
C9 C10 C3 101.5(3) y
C2 O21 C22 116.4(3) ?
C5 O51 C52 116.9(3) ?
C63 C61 C62 111.3(5) ?
C63 C61 C6 111.4(5) ?
C62 C61 C6 110.1(4) ?
C96 C91 C92 118.7(4) ?
C96 C91 C9 120.3(4) ?
C92 C91 C9 120.9(4) ?
C93 C92 C91 120.4(5) ?
C94 C93 C92 120.5(6) ?
C93 C94 C95 120.7(6) ?
C94 C95 C96 118.8(6) ?
C91 C96 C95 120.9(5) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C2 1.249(5) y
N1 C6 1.453(5) y
C2 O21 1.353(4) y
C2 C3 1.498(5) y
C3 N4 1.436(4) y
C3 O7 1.465(4) y
C3 C10 1.523(4) y
N4 C5 1.263(4) y
C5 O51 1.346(4) y
C5 C6 1.496(5) y
C6 C61 1.547(5) ?
O7 N8 1.412(3) y
N8 C9 1.267(4) y
C9 C91 1.462(5) ?
C9 C10 1.500(4) y
O21 C22 1.427(5) ?
O51 C52 1.440(5) ?
C61 C63 1.512(7) ?
C61 C62 1.527(6) ?
C91 C96 1.357(5) ?
C91 C92 1.396(5) ?
C92 C93 1.364(6) ?
C93 C94 1.360(8) ?
C94 C95 1.368(7) ?
C95 C96 1.404(6) ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C6 N1 C2 O21 177.0(3)
C6 N1 C2 C3 -1.2(6)
N1 C2 C3 N4 -5.7(5)
O21 C2 C3 N4 176.0(3)
N1 C2 C3 O7 -122.9(4)
O21 C2 C3 O7 58.8(3)
N1 C2 C3 C10 123.1(5)
O21 C2 C3 C10 -55.2(4)
O7 C3 N4 C5 123.3(3)
C2 C3 N4 C5 6.1(5)
C10 C3 N4 C5 -124.2(4)
C3 N4 C5 O51 -179.9(3)
C3 N4 C5 C6 -0.4(6)
C2 N1 C6 C5 6.7(5)
C2 N1 C6 C61 -121.3(4)
N4 C5 C6 N1 -6.4(6)
O51 C5 C6 N1 173.2(3)
N4 C5 C6 C61 120.0(5)
O51 C5 C6 C61 -60.4(4)
N4 C3 O7 N8 106.0(3)
C2 C3 O7 N8 -131.6(3)
C10 C3 O7 N8 -11.1(3)
C3 O7 N8 C9 7.7(4)
O7 N8 C9 C91 178.6(3)
O7 N8 C9 C10 -0.6(4)
N8 C9 C10 C3 -6.2(4)
C91 C9 C10 C3 174.7(3)
N4 C3 C10 C9 -104.0(3)
O7 C3 C10 C9 9.9(3)
C2 C3 C10 C9 125.3(3)
N1 C2 O21 C22 -6.5(5)
C3 C2 O21 C22 171.9(3)
N4 C5 O51 C52 2.3(5)
C6 C5 O51 C52 -177.3(3)
N1 C6 C61 C63 -58.7(6)
C5 C6 C61 C63 173.0(5)
N1 C6 C61 C62 65.2(5)
C5 C6 C61 C62 -63.0(5)
N8 C9 C91 C96 177.5(4)
C10 C9 C91 C96 -3.4(6)
N8 C9 C91 C92 -2.6(6)
C10 C9 C91 C92 176.4(4)
C96 C91 C92 C93 -0.9(6)
C9 C91 C92 C93 179.3(4)
C91 C92 C93 C94 -0.3(8)
C92 C93 C94 C95 0.6(9)
C93 C94 C95 C96 0.4(9)
C92 C91 C96 C95 1.8(7)
C9 C91 C96 C95 -178.3(4)
C94 C95 C96 C91 -1.6(8)