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#$Date: 2023-02-13 10:54:57 +0200 (Mon, 13 Feb 2023) $
#$Revision: 280866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/67/8106762.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_8106762
loop_
_publ_author_name
'Zhang, Min'
'Li, Zhong-Yan'
'Yuan, Xian-You'
'Yuan, Lin'
_publ_section_title
;
 Crystal structure of 2,8-diphenyl-3,7,9-trioxa-1-azaspiro[4.5]dec-1-ene,
 C18H17N1O3
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1039
_journal_page_last               1040
_journal_paper_doi               10.1515/ncrs-2017-0174
_journal_volume                  232
_journal_year                    2017
_chemical_formula_moiety         'C18 H17 N O3'
_chemical_formula_sum            'C18 H17 N O3'
_chemical_formula_weight         295.33
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 106.4310(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.9752(8)
_cell_length_b                   9.0793(5)
_cell_length_c                   11.1030(6)
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.65
_cell_volume                     1447.96(14)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0072
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            26710
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.42
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0376 before and 0.0299 after correction.
The Ratio of minimum to maximum transmission is 0.9521.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2541
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0342
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0440P)²+0.5390P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0864
_refine_ls_wR_factor_ref         0.0903
_reflns_number_gt                2384
_reflns_number_total             2541
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2017-0174_suppl.cif
_cod_data_source_block           123
_cod_database_code               8106762
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C3(H3A,H3B), C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C18(H18), C14(H14), C8(H8), C11(H11), C15(H15), C17(H17), C10(H10),
 C9(H9), C16(H16)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'
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_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O3 O 0.06061(6) 0.17715(10) 0.24804(7) 0.0270(2) Uani 1 d . . .
O2 O 0.07766(6) 0.35823(9) 0.10810(7) 0.0275(2) Uani 1 d . . .
O1 O -0.21461(6) 0.32501(10) 0.03002(9) 0.0349(2) Uani 1 d . . .
N1 N -0.13695(7) 0.14691(11) -0.04115(9) 0.0265(2) Uani 1 d . . .
C1 C -0.06661(8) 0.21939(13) 0.06214(11) 0.0256(3) Uani 1 d . . .
C5 C 0.12246(8) 0.24476(13) 0.19006(11) 0.0233(3) Uani 1 d . . .
H5 H 0.1456 0.1706 0.1421 0.028 Uiso 1 calc . . R
C13 C -0.30284(8) 0.18096(13) -0.14404(11) 0.0261(3) Uani 1 d . . .
C12 C -0.21330(9) 0.21354(14) -0.05101(11) 0.0276(3) Uani 1 d . . .
C4 C -0.01397(8) 0.10583(14) 0.15649(11) 0.0278(3) Uani 1 d . . .
H4A H -0.0559 0.0597 0.1976 0.033 Uiso 1 calc . . R
H4B H 0.0109 0.0299 0.1136 0.033 Uiso 1 calc . . R
C7 C 0.23114(9) 0.24366(15) 0.40891(12) 0.0295(3) Uani 1 d . . .
H7 H 0.1974 0.1653 0.4277 0.035 Uiso 1 calc . . R
C6 C 0.20345(8) 0.30765(13) 0.29031(11) 0.0247(3) Uani 1 d . . .
C18 C -0.30567(9) 0.07887(14) -0.23862(11) 0.0282(3) Uani 1 d . . .
H18 H -0.2510 0.0349 -0.2445 0.034 Uiso 1 calc . . R
C14 C -0.38491(9) 0.24658(15) -0.13635(13) 0.0337(3) Uani 1 d . . .
H14 H -0.3835 0.3151 -0.0736 0.040 Uiso 1 calc . . R
C3 C 0.00384(9) 0.29752(14) 0.00848(11) 0.0273(3) Uani 1 d . . .
H3A H 0.0293 0.2282 -0.0395 0.033 Uiso 1 calc . . R
H3B H -0.0269 0.3757 -0.0476 0.033 Uiso 1 calc . . R
C8 C 0.30866(9) 0.29594(16) 0.49914(12) 0.0338(3) Uani 1 d . . .
H8 H 0.3265 0.2526 0.5782 0.041 Uiso 1 calc . . R
C11 C 0.25427(9) 0.42562(15) 0.26460(12) 0.0340(3) Uani 1 d . . .
H11 H 0.2363 0.4702 0.1860 0.041 Uiso 1 calc . . R
C15 C -0.46869(9) 0.20986(16) -0.22206(14) 0.0404(3) Uani 1 d . . .
H15 H -0.5236 0.2539 -0.2169 0.049 Uiso 1 calc . . R
C2 C -0.12262(9) 0.32762(17) 0.11823(13) 0.0373(3) Uani 1 d . . .
H2A H -0.1245 0.2957 0.2008 0.045 Uiso 1 calc . . R
H2B H -0.0960 0.4257 0.1248 0.045 Uiso 1 calc . . R
C17 C -0.38951(9) 0.04279(16) -0.32366(13) 0.0353(3) Uani 1 d . . .
H17 H -0.3912 -0.0255 -0.3867 0.042 Uiso 1 calc . . R
C10 C 0.33164(10) 0.47703(17) 0.35560(14) 0.0412(3) Uani 1 d . . .
H10 H 0.3651 0.5563 0.3378 0.049 Uiso 1 calc . . R
C9 C 0.35948(9) 0.41159(16) 0.47264(13) 0.0374(3) Uani 1 d . . .
H9 H 0.4121 0.4454 0.5330 0.045 Uiso 1 calc . . R
C16 C -0.47099(9) 0.10798(17) -0.31533(14) 0.0410(4) Uani 1 d . . .
H16 H -0.5274 0.0832 -0.3726 0.049 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 0.0033 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_site_symmetry_1
_geom_angle_site_symmetry_3
C5 O3 C4 110.71(8) . .
C5 O2 C3 109.80(9) . .
C12 O1 C2 105.73(9) . .
C12 N1 C1 106.38(10) . .
N1 C1 C4 110.49(10) . .
N1 C1 C3 108.94(9) . .
N1 C1 C2 104.43(9) . .
C4 C1 C3 107.66(10) . .
C4 C1 C2 113.01(10) . .
C3 C1 C2 112.25(11) . .
O3 C5 O2 110.99(9) . .
O3 C5 C6 108.85(9) . .
O2 C5 C6 109.62(9) . .
C18 C13 C12 119.35(11) . .
C14 C13 C12 121.08(11) . .
C14 C13 C18 119.52(12) . .
O1 C12 C13 115.69(10) . .
N1 C12 O1 118.62(11) . .
N1 C12 C13 125.69(11) . .
O3 C4 C1 109.26(10) . .
C8 C7 C6 120.40(12) . .
C7 C6 C5 120.20(11) . .
C11 C6 C5 120.89(11) . .
C11 C6 C7 118.85(12) . .
C17 C18 C13 120.12(12) . .
C15 C14 C13 119.99(13) . .
O2 C3 C1 110.18(9) . .
C9 C8 C7 120.51(12) . .
C10 C11 C6 120.24(13) . .
C16 C15 C14 120.15(13) . .
O1 C2 C1 103.89(10) . .
C18 C17 C16 120.13(13) . .
C9 C10 C11 120.57(13) . .
C8 C9 C10 119.41(12) . .
C15 C16 C17 120.09(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O3 C5 1.4094(14) .
O3 C4 1.4345(14) .
O2 C5 1.4121(14) .
O2 C3 1.4344(14) .
O1 C12 1.3580(15) .
O1 C2 1.4471(15) .
N1 C1 1.4746(15) .
N1 C12 1.2706(16) .
C1 C4 1.5213(17) .
C1 C3 1.5253(17) .
C1 C2 1.5339(17) .
C5 C6 1.5073(16) .
C13 C12 1.4726(17) .
C13 C18 1.3923(18) .
C13 C14 1.3900(18) .
C7 C6 1.3909(17) .
C7 C8 1.3852(18) .
C6 C11 1.3895(18) .
C18 C17 1.3800(18) .
C14 C15 1.3840(19) .
C8 C9 1.377(2) .
C11 C10 1.3853(19) .
C15 C16 1.382(2) .
C17 C16 1.383(2) .
C10 C9 1.382(2) .
