#------------------------------------------------------------------------------
#$Date: 2022-05-09 01:08:06 +0200 (lun 09 de may de 2022) $
#$Revision: 275230 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/11/7051198.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_7051198
loop_
_publ_author_name
'Uznanski, Pawel'
'Amiens, Catherine'
'Donnadieu, Bruno'
'Coppel, Yannick'
'Chaudret, Bruno'
_publ_section_title
;
 Oxidation of photochromic spirooxazines by coinage metal cations. Part I.
 Reaction with AgNO3: formation and characterisation of silver particles
;
_journal_coden_ASTM              NJCHE5
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1486
_journal_page_last               1494
_journal_paper_doi               10.1039/b105446p
_journal_volume                  25
_journal_year                    2001
_chemical_formula_sum            'C23 H22 N2 O2'
_chemical_formula_weight         358.43
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 116.113(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.6277(16)
_cell_length_b                   8.2069(7)
_cell_length_c                   15.1464(16)
_cell_measurement_reflns_used    5000
_cell_measurement_temperature    180(2)
_cell_volume                     1855.9(4)
_computing_cell_refinement
;
Stoe and Cie (1996) IPDS Manual. Version 2.75 Stoe and Cie, Darmstadt, Germany
;
_computing_data_collection
;
Stoe and Cie (1996) IPDS Manual. Version 2.75 Stoe and Cie, Darmstadt, Germany
;
_computing_data_reduction
;
Stoe and Cie (1996) IPDS Manual. Version 2.75 Stoe and Cie, Darmstadt, Germany
;
_computing_molecular_graphics
;
Zsolnai,L.(1997). ZORTEP.Molecular Graphics Program.University of Heidelberg, 
Germany.
;
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., 
Polidori, G.  & Camalli, M. (1994) SIR92 - a program for automatic solution of 
crystal structures by direct methods. J. Appl. Cryst. (27), 435.
;
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.931
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_device_type
;
Stoe and Cie (1996) IPDS Manual. Version 2.75. Stoe and Cie, Darmstadt, 
Germany
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0287
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13104
_diffrn_reflns_theta_full        26.17
_diffrn_reflns_theta_max         26.17
_diffrn_reflns_theta_min         2.69
_diffrn_standards_number         200
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.87
_exptl_absorpt_correction_T_min  0.56
_exptl_absorpt_correction_type   semi-empirical
_exptl_crystal_colour            'orange yellow'
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.125
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3449
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0403
_refine_ls_shift/su_max          0.020
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0533P)²+0.3429P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0932
_refine_ls_wR_factor_ref         0.1023
_reflns_number_gt                2574
_reflns_number_total             3449
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b105446p.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1855.9(3)
_cod_original_sg_symbol_H-M      P21/c
_cod_original_formula_sum        C23H22N2O2
_cod_database_code               7051198
#BEGIN Tags that were not found in dictionaries:
_cell_measurement_2theta_min     4.9
_cell_measurement_2theta_max     47.8
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.80146(6) 0.33329(13) 0.55781(7) 0.0297(2) Uani 1 1 d . . .
O2 O 0.82368(7) 0.33837(15) 0.33613(8) 0.0410(3) Uani 1 1 d . . .
N1 N 0.72107(8) 0.47197(16) 0.37090(8) 0.0317(3) Uani 1 1 d . . .
N2 N 0.90293(7) 0.20105(16) 0.51618(9) 0.0319(3) Uani 1 1 d . . .
C1 C 0.81101(9) 0.24720(18) 0.47866(9) 0.0272(3) Uani 1 1 d . . .
C2 C 0.72935(9) 0.43451(18) 0.53251(10) 0.0286(3) Uani 1 1 d . . .
C3 C 0.70352(11) 0.4750(2) 0.60626(11) 0.0367(4) Uani 1 1 d . . .
H3 H 0.7348 0.4306 0.6704 0.044 Uiso 1 1 calc R . .
C4 C 0.63342(12) 0.5780(2) 0.58540(13) 0.0434(4) Uani 1 1 d . . .
H4 H 0.6162 0.6056 0.6356 0.052 Uiso 1 1 calc R . .
C5 C 0.58583(10) 0.6446(2) 0.49061(12) 0.0387(4) Uani 1 1 d . . .
C6 C 0.51284(11) 0.7527(2) 0.46711(16) 0.0504(5) Uani 1 1 d . . .
H6 H 0.4939 0.7801 0.5160 0.060 Uiso 1 1 calc R . .
C7 C 0.46956(11) 0.8177(2) 0.37565(16) 0.0544(5) Uani 1 1 d . . .
H7 H 0.4207 0.8899 0.3612 0.065 Uiso 1 1 calc R . .
C8 C 0.49600(11) 0.7796(2) 0.30281(14) 0.0500(5) Uani 1 1 d . . .
H8 H 0.4651 0.8262 0.2392 0.060 Uiso 1 1 calc R . .
C9 C 0.56634(10) 0.6754(2) 0.32200(12) 0.0408(4) Uani 1 1 d . . .
H9 H 0.5838 0.6504 0.2717 0.049 Uiso 1 1 calc R . .
C10 C 0.61287(9) 0.60531(19) 0.41635(11) 0.0334(3) Uani 1 1 d . . .
C11 C 0.68697(9) 0.49860(19) 0.43987(10) 0.0299(3) Uani 1 1 d . . .
C12 C 0.78058(9) 0.36285(19) 0.39167(10) 0.0305(3) Uani 1 1 d . . .
C13 C 0.91424(9) 0.05150(19) 0.56381(10) 0.0296(3) Uani 1 1 d . . .
C14 C 0.99265(10) -0.0205(2) 0.63055(11) 0.0399(4) Uani 1 1 d . . .
H14 H 1.0489 0.0321 0.6505 0.048 Uiso 1 1 calc R . .
C15 C 0.98626(11) -0.1722(2) 0.66731(12) 0.0463(4) Uani 1 1 d . . .
H15 H 1.0392 -0.2241 0.7134 0.056 Uiso 1 1 calc R . .
C16 C 0.90517(12) -0.2498(2) 0.63885(13) 0.0461(4) Uani 1 1 d . . .
H16 H 0.9027 -0.3538 0.6651 0.055 Uiso 1 1 calc R . .
C17 C 0.82669(11) -0.1754(2) 0.57149(11) 0.0372(4) Uani 1 1 d . . .
H17 H 0.7704 -0.2278 0.5515 0.045 Uiso 1 1 calc R . .
C18 C 0.83211(9) -0.02520(18) 0.53448(10) 0.0282(3) Uani 1 1 d . . .
C19 C 0.76035(9) 0.07972(18) 0.45813(10) 0.0277(3) Uani 1 1 d . . .
C1A C 0.74142(11) 0.0155(2) 0.35604(10) 0.0383(4) Uani 1 1 d . . .
H1A1 H 0.6960 0.0841 0.3057 0.057 Uiso 1 1 calc R . .
H1A2 H 0.7194 -0.0968 0.3491 0.057 Uiso 1 1 calc R . .
H1A3 H 0.7967 0.0181 0.3479 0.057 Uiso 1 1 calc R . .
C2A C 0.97258(10) 0.3232(2) 0.55191(13) 0.0454(4) Uani 1 1 d . . .
H2A1 H 0.9493 0.4259 0.5170 0.068 Uiso 1 1 calc R . .
H2A2 H 1.0234 0.2868 0.5405 0.068 Uiso 1 1 calc R . .
H2A3 H 0.9924 0.3396 0.6225 0.068 Uiso 1 1 calc R . .
C1B C 0.67290(9) 0.0838(2) 0.46756(11) 0.0336(3) Uani 1 1 d . . .
H1B1 H 0.6304 0.1566 0.4174 0.050 Uiso 1 1 calc R . .
H1B2 H 0.6844 0.1238 0.5330 0.050 Uiso 1 1 calc R . .
H1B3 H 0.6476 -0.0262 0.4583 0.050 Uiso 1 1 calc R . .
C2B C 0.80410(12) 0.4526(3) 0.25720(12) 0.0479(5) Uani 1 1 d . . .
H2B1 H 0.8402 0.4263 0.2225 0.072 Uiso 1 1 calc R . .
H2B2 H 0.8184 0.5632 0.2841 0.072 Uiso 1 1 calc R . .
H2B3 H 0.7404 0.4462 0.2113 0.072 Uiso 1 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
_geom_angle_publ_flag
C2 O1 C1 117.58(10) . . ?
C12 O2 C2B 115.85(12) . . ?
C12 N1 C11 116.83(12) . . ?
C13 N2 C1 108.44(11) . . ?
C13 N2 C2A 120.92(12) . . ?
C1 N2 C2A 120.42(14) . . ?
N2 C1 O1 106.62(10) . . ?
N2 C1 C12 113.61(11) . . ?
O1 C1 C12 107.16(12) . . ?
N2 C1 C19 103.52(12) . . ?
O1 C1 C19 110.13(10) . . ?
C12 C1 C19 115.48(11) . . ?
O1 C2 C11 120.87(12) . . ?
O1 C2 C3 117.33(13) . . ?
C11 C2 C3 121.74(14) . . ?
C4 C3 C2 119.63(15) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 121.14(15) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 122.23(16) . . ?
C4 C5 C10 119.17(15) . . ?
C6 C5 C10 118.59(16) . . ?
C7 C6 C5 120.85(18) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 120.69(17) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C9 C8 C7 120.63(18) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 120.23(17) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C9 C10 C5 119.02(15) . . ?
C9 C10 C11 122.11(14) . . ?
C5 C10 C11 118.87(14) . . ?
C2 C11 N1 120.50(13) . . ?
C2 C11 C10 119.43(13) . . ?
N1 C11 C10 119.81(13) . . ?
N1 C12 O2 121.72(13) . . ?
N1 C12 C1 125.61(12) . . ?
O2 C12 C1 112.66(12) . . ?
C14 C13 C18 121.28(15) . . ?
C14 C13 N2 128.57(14) . . ?
C18 C13 N2 110.14(12) . . ?
C13 C14 C15 117.56(15) . . ?
C13 C14 H14 121.2 . . ?
C15 C14 H14 121.2 . . ?
C16 C15 C14 121.78(15) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C17 119.94(17) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 118.86(15) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C17 C18 C13 120.59(14) . . ?
C17 C18 C19 130.65(13) . . ?
C13 C18 C19 108.71(13) . . ?
C18 C19 C1B 113.92(12) . . ?
C18 C19 C1A 108.59(12) . . ?
C1B C19 C1A 108.81(12) . . ?
C18 C19 C1 99.95(11) . . ?
C1B C19 C1 114.40(12) . . ?
C1A C19 C1 110.86(12) . . ?
C19 C1A H1A1 109.5 . . ?
C19 C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
C19 C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?
N2 C2A H2A1 109.5 . . ?
N2 C2A H2A2 109.5 . . ?
H2A1 C2A H2A2 109.5 . . ?
N2 C2A H2A3 109.5 . . ?
H2A1 C2A H2A3 109.5 . . ?
H2A2 C2A H2A3 109.5 . . ?
C19 C1B H1B1 109.5 . . ?
C19 C1B H1B2 109.5 . . ?
H1B1 C1B H1B2 109.5 . . ?
C19 C1B H1B3 109.5 . . ?
H1B1 C1B H1B3 109.5 . . ?
H1B2 C1B H1B3 109.5 . . ?
O2 C2B H2B1 109.5 . . ?
O2 C2B H2B2 109.5 . . ?
H2B1 C2B H2B2 109.5 . . ?
O2 C2B H2B3 109.5 . . ?
H2B1 C2B H2B3 109.5 . . ?
H2B2 C2B H2B3 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.3674(17) . ?
O1 C1 1.4595(16) . ?
O2 C12 1.3388(17) . ?
O2 C2B 1.4388(19) . ?
N1 C12 1.267(2) . ?
N1 C11 1.4078(18) . ?
N2 C13 1.3935(19) . ?
N2 C1 1.4275(17) . ?
N2 C2A 1.445(2) . ?
C1 C12 1.5182(19) . ?
C1 C19 1.570(2) . ?
C2 C11 1.368(2) . ?
C2 C3 1.402(2) . ?
C3 C4 1.360(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.409(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.416(2) . ?
C5 C10 1.420(2) . ?
C6 C7 1.358(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.391(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.373(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.414(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.423(2) . ?
C13 C14 1.382(2) . ?
C13 C18 1.387(2) . ?
C14 C15 1.387(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.377(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.394(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.373(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.5122(19) . ?
C19 C1B 1.5228(19) . ?
C19 C1A 1.5297(19) . ?
C1A H1A1 0.9800 . ?
C1A H1A2 0.9800 . ?
C1A H1A3 0.9800 . ?
C2A H2A1 0.9800 . ?
C2A H2A2 0.9800 . ?
C2A H2A3 0.9800 . ?
C1B H1B1 0.9800 . ?
C1B H1B2 0.9800 . ?
C1B H1B3 0.9800 . ?
C2B H2B1 0.9800 . ?
C2B H2B2 0.9800 . ?
C2B H2B3 0.9800 . ?
loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text
1 'Vaitkus, Antanas' 2022-05-09T02:00:00+03:00
'Updated bibliographic information.'
2 'Vaitkus, Antanas' 2022-05-09T02:05:00+03:00
;
 Changed the '_diffrn_radiation_type' data item value to 'MoK\a' after
 consulting the original publication.
;
