#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/52/4505250.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_4505250
loop_
_publ_author_name
'Vary, Michael W.'
'McBride, J. Michael'
_publ_section_title
;
 Using Spiropyran Fragment Superposition To Assign the EPR Spectrum of
 Localized Triplet Excitation on a Distorted Aromatic Nitro Group†
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2036
_journal_paper_doi               10.1021/cg0503907
_journal_volume                  5
_journal_year                    2005
_chemical_formula_iupac          'C25 H22 N2 O4'
_chemical_formula_moiety         'C25 H22 N2 O4'
_chemical_formula_sum            'C25 H22 N2 O4'
_chemical_formula_weight         414.47
_chemical_melting_point          440.0(10)
_chemical_name_common            'methoxynitrospiropyran 1b'
_chemical_name_systematic
' 3',3'-dimethyl-6-methoxy-8-nitro-1'-phenylspiro[2H-1-benzopyran-2,2'-indoline'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 101.67(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.179(5)
_cell_length_b                   15.831(3)
_cell_length_c                   16.908(7)
_cell_measurement_reflns_used    18
_cell_measurement_temperature    296
_cell_measurement_theta_max      18
_cell_measurement_theta_min      6
_cell_volume                     2144.0(17)
_computing_cell_refinement       TEXSAN
_computing_data_collection       TEXSAN
_computing_data_reduction        TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution    'MULTAN / FASTAN'
_diffrn_ambient_temperature      296
_diffrn_measurement_device       CAD4
_diffrn_measurement_method       'omega - 2 theta'
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_number            3967
_diffrn_reflns_reduction_process 'L/p not decay/absorption'
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         1.5
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.46
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_R_factor_gt           0.063
_refine_ls_shift/su_max          1.73
_refine_ls_structure_factor_coef Fsqd
_refine_ls_wR_factor_ref         0.058
_reflns_number_gt                '1798 gt 3s'
_reflns_number_total             3967
_cod_data_source_file            cg0503907si20051007_103206.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '439-441' was changed to '440.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' 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        2144.0
_cod_original_sg_symbol_H-M      'P 21/c     '
_cod_database_code               4505250
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,   -y,   -z'
'   -x,1/2+y,1/2-z'
'   +x,1/2-y,1/2+z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O(1) 0.1628(3) 0.0445(2) 0.1849(1)
O(3) -0.1726(3) -0.1081(2) 0.0436(2)
O(2) -0.1234(3) -0.0261(2) 0.1431(2)
O(4) 0.3704(3) -0.1692(2) -0.0332(2)
N(1) 0.2128(4) 0.1710(2) 0.2554(2)
N(2) -0.0765(4) -0.0656(2) 0.0905(2)
C(1) 0.2831(4) 0.0882(2) 0.2492(2)
C(2) 0.2671(5) 0.0457(3) 0.3311(2)
C(3) 0.1163(5) 0.0906(3) 0.3483(2)
C(4) 0.0927(4) 0.1655(2) 0.3046(2)
C(5) -0.0362(5) 0.2206(3) 0.3105(2)
C(6) -0.1406(5) 0.1977(3) 0.3630(3)
C(7) -0.1187(5) 0.1239(3) 0.4061(3)
C(8) 0.0106(5) 0.0695(3) 0.3989(2)
C(10) 0.4198(5) 0.0699(3) 0.3964(2)
C(9) 0.2493(6) -0.0503(3) 0.3242(3)
C(11) 0.2267(5) 0.2392(2) 0.2027(2)
C(12) 0.2348(5) 0.3211(3) 0.2332(2)
C(13) 0.2453(6) 0.3879(3) 0.1822(3)
C(14) 0.2518(6) 0.3754(3) 0.1027(3)
C(15) 0.2468(6) 0.2941(3) 0.0731(2)
C(16) 0.2331(5) 0.2258(3) 0.1224(2)
C(17) 0.4546(4) 0.0900(3) 0.2312(2)
C(18) 0.4991(4) 0.0413(3) 0.1763(2)
C(19) 0.3809(4) -0.0154(2) 0.1255(2)
C(20) 0.2140(4) -0.0111(2) 0.1341(2)
C(21) 0.0997(4) -0.0623(2) 0.0847(2)
C(22) 0.1453(4) -0.1160(2) 0.0268(2)
C(23) 0.3089(5) -0.1193(2) 0.0200(2)
C(24) 0.4264(4) -0.0692(3) 0.0701(2)
C(25) 0.2522(6) -0.2137(3) -0.0920(3)
H(252) 0.182(5) -0.174(3) -0.126(2)
H(253) 0.320(5) -0.241(3) -0.125(3)
H(251) 0.193(5) -0.255(3) -0.062(2)
H(22) 0.056(3) -0.150(2) -0.004(2)
H(24) 0.540(3) -0.072(2) 0.064(2)
H(18) 0.605(4) 0.042(2) 0.166(2)
H(17) 0.532(4) 0.130(2) 0.264(2)
H(101) 0.406(4) 0.052(2) 0.449(2)
H(102) 0.521(4) 0.045(2) 0.388(2)
H(103) 0.434(4) 0.135(2) 0.402(2)
H(92) 0.350(5) -0.074(3) 0.309(2)
H(91) 0.251(4) -0.073(2) 0.376(2)
H(93) 0.140(4) -0.067(2) 0.284(2)
H(8) 0.025(4) 0.020(2) 0.430(2)
H(7) -0.191(5) 0.107(2) 0.443(2)
H(6) -0.230(4) 0.236(2) 0.364(2)
H(5) -0.055(4) 0.270(2) 0.278(2)
H(16) 0.229(4) 0.167(2) 0.101(2)
H(15) 0.251(4) 0.284(2) 0.017(2)
H(14) 0.262(4) 0.422(2) 0.066(2)
H(13) 0.241(4) 0.445(2) 0.203(2)
H(12) 0.238(4) 0.331(2) 0.293(2)
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 5 4
3 1 1
6 0 4
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 1713170
