#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/89/2008995.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, Martin'
'Bolte, Michael'
_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_paper_doi               10.1107/S0108270198015923
_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
'ω/2θ 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/[σ²(Fo²)+(0.052P)²] where P = (Fo²+2Fc²)/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>2σ(I)
_cod_data_source_file            bm1299.cif
_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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
N1 .2584(4) .4704(3) .3853(2) .0714(10) Uani d . 1 . . N
C2 .2499(4) .3740(3) .4086(3) .0615(11) Uani d . 1 . . C
C3 .3183(4) .3187(3) .4888(3) .0514(10) Uani d . 1 . . C
N4 .4125(3) .3844(2) .5384(2) .0564(9) Uani d . 1 . . N
C5 .4196(4) .4823(3) .5157(3) .0619(11) Uani d . 1 . . C
C6 .3417(4) .5404(3) .4419(3) .0725(12) Uani d . 1 . . C
H6 .4064 .5724 .3987 .087 Uiso calc R 1 . . H
O7 .3939(2) .22994(17) .44749(18) .0587(7) Uani d . 1 . . O
N8 .3688(3) .1350(2) .4990(2) .0573(9) Uani d . 1 . . N
C9 .2771(4) .1515(3) .5583(3) .0538(10) Uani d . 1 . . C
C10 .2241(4) .2640(3) .5576(3) .0593(11) Uani d . 1 . . C
H10A .2285 .2964 .6197 .071 Uiso calc R 1 . . H
H10B .1333 .2663 .5351 .071 Uiso calc R 1 . . H
O21 .1704(3) .3034(2) .3631(2) .0820(9) Uani d . 1 . . O
C22 .0848(5) .3471(4) .2927(3) .1037(17) Uani d . 1 . . C
H22A .0294 .4012 .3204 .156 Uiso calc R 1 . . H
H22B .0304 .2910 .2670 .156 Uiso calc R 1 . . H
H22C .1371 .3784 .2433 .156 Uiso calc R 1 . . H
O51 .5062(3) .5476(2) .5597(2) .0811(9) Uani d . 1 . . O
C52 .5912(5) .4995(3) .6295(4) .0932(16) Uani d . 1 . . C
H52A .5380 .4662 .6774 .140 Uiso calc R 1 . . H
H52B .6459 .5539 .6575 .140 Uiso calc R 1 . . H
H52C .6463 .4463 .6000 .140 Uiso calc R 1 . . H
C61 .2586(6) .6343(3) .4821(4) .0997(17) Uani d . 1 . . C
H61 .3184 .6818 .5170 .120 Uiso calc R 1 . . H
C62 .1549(5) .5916(4) .5510(4) .1180(19) Uani d . 1 . . C
H62A .0935 .5463 .5179 .177 Uiso calc R 1 . . H
H62B .1081 .6507 .5789 .177 Uiso calc R 1 . . H
H62C .1981 .5508 .5996 .177 Uiso calc R 1 . . H
C63 .1949(8) .6990(4) .4041(5) .183(3) Uani d . 1 . . C
H63A .1372 .6536 .3680 .275 Uiso calc R 1 . . H
H63B .2625 .7279 .3638 .275 Uiso calc R 1 . . H
H63C .1445 .7568 .4311 .275 Uiso calc R 1 . . H
C91 .2291(4) .0656(3) .6196(3) .0655(11) Uani d . 1 . . C
C92 .2793(5) -.0385(3) .6119(3) .0917(16) Uani d . 1 . . C
H92 .3434 -.0539 .5668 .110 Uiso calc R 1 . . H
C93 .2347(7) -.1179(4) .6702(5) .115(2) Uani d . 1 . . C
H93 .2684 -.1871 .6643 .138 Uiso calc R 1 . . H
C94 .1414(8) -.0965(5) .7368(5) .122(3) Uani d . 1 . . C
H94 .1124 -.1511 .7765 .146 Uiso calc R 1 . . H
C95 .0898(7) .0045(6) .7461(4) .118(2) Uani d . 1 . . C
H95 .0265 .0192 .7920 .141 Uiso calc R 1 . . H
C96 .1343(5) .0857(4) .6851(4) .0869(14) Uani d . 1 . . C
H96 .0983 .1543 .6897 .104 Uiso calc R 1 . . H
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_site_symmetry_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)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21182837
