#------------------------------------------------------------------------------
#$Date: 2025-05-01 11:33:25 +0300 (Thu, 01 May 2025) $
#$Revision: 299470 $
#$URL: file:///home/coder/svn-repositories/cod/cif/3/00/04/3000471.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_3000471
loop_
_publ_author_name
'Deka, Poonam'
'Jaiswal, Shilpi'
'Sarma, Parishmita'
'Bora, Debajit'
'Nakane, Takanori'
'Kawamoto, Akihiro'
'Kurisu, Genji'
'Mahanta, Sanjeev Pran'
'Patra, Abhijit'
'Ichiyanagi, Kouhei'
'Sasaki, Toshiyuki'
'Thakuria, Ranjit'
_publ_section_title
;
 Analysis of Solid-State Emission of the p-Bis(2,2-dicyanovinyl)benzene
 Analogue through Combined X-ray, Synchrotron, and Microcrystal Electron
 Diffraction
;
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              7222
_journal_page_last               7234
_journal_paper_doi               10.1021/acs.cgd.4c00856
_journal_volume                  24
_journal_year                    2024
_chemical_formula_moiety         'C14 H10 O2'
_chemical_formula_sum            'C14 H10 O2'
_chemical_formula_weight         210.23
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-31
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.213
_cell_length_b                   37.104
_cell_length_c                   3.805
_cell_measurement_reflns_used    665
_cell_measurement_temperature    79
_cell_measurement_theta_max      0.8516496039453811
_cell_measurement_theta_min      0.18251886102793313
_cell_volume                     2147.782
_computing_cell_refinement
'dials.two_theta_refine (Waterman et al., 2016)'
_computing_data_collection
'Verlox (Thermo Fisher Scientific) and SerialEM (Mastronarde, 2005)'
_computing_data_reduction        'dials.scale (Beilsten-Edmands et al., 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      79
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type
;
Talos Arctica G2
;
_diffrn_radiation_type           electrons
_diffrn_radiation_wavelength     0.02508
_diffrn_reflns_av_R_equivalents  0.2659
_diffrn_reflns_av_unetI/netI     0.2235
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            3308
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        0.756
_diffrn_reflns_theta_max         0.756
_diffrn_reflns_theta_min         0.150
_exptl_absorpt_coefficient_mu    0.000
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_description       plate
_exptl_crystal_F_000             347
_refine_diff_density_max         0.140
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details
;
 All f" are zero, so absolute structure could not be determined
;
_refine_ls_extinction_coef       95636(76)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.261
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     74
_refine_ls_number_reflns         622
_refine_ls_number_restraints     52
_refine_ls_restrained_S_all      1.206
_refine_ls_R_factor_all          0.1519
_refine_ls_R_factor_gt           0.1339
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3188
_refine_ls_wR_factor_ref         0.3280
_reflns_Friedel_coverage         0.663
_reflns_Friedel_fraction_full    0.954
_reflns_Friedel_fraction_max     0.954
_reflns_number_gt                484
_reflns_number_total             622
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            BP2-Start.cif
_cod_data_source_block           bp2-start
_cod_depositor_comments
'Releasing structure 3000471 into public domain as published material.'
_cod_original_cell_volume        2147.9
_cod_database_code               3000471
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.05 and sigma for 1-3 distances of 0.05
3.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C002(H002), C003(H003), C005(H005), C007(H007)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C9 C 0.3701(8) 0.7426(5) 0.376(4) 0.060(5) Uani 1 1 d . . . . .
H9 H 0.381566 0.764937 0.275357 0.072 Uiso 1 1 calc R U . . .
C002 C 0.2656(9) 0.6998(5) 0.608(5) 0.061(5) Uani 1 1 d . . . . .
H002 H 0.209385 0.693409 0.681143 0.073 Uiso 1 1 calc R U . . .
C003 C 0.3322(9) 0.6742(5) 0.601(5) 0.065(5) Uani 1 1 d . . . . .
H003 H 0.317556 0.651108 0.674504 0.078 Uiso 1 1 calc R U . . .
O1 O 0.5589(11) 0.6563(6) 0.386(6) 0.094(6) Uani 1 1 d . . . . .
C005 C 0.4355(11) 0.7198(7) 0.385(4) 0.072(6) Uani 1 1 d . . . . .
H005 H 0.492076 0.727194 0.326403 0.086 Uiso 1 1 calc R U . . .
C006 C 0.2850(8) 0.7371(5) 0.499(3) 0.050(4) Uani 1 1 d . . . . .
C007 C 0.4855(11) 0.6557(6) 0.471(6) 0.087(7) Uani 1 1 d . . . . .
H007 H 0.468490 0.632708 0.539011 0.104 Uiso 1 1 calc R U . . .
C008 C 0.4167(9) 0.6796(6) 0.498(4) 0.070(6) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0000 0.0000 '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'
O O 0.0000 0.0000 '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
C005 C9 H9 116.4 . .
C005 C9 C006 127(2) . .
C006 C9 H9 116.4 . .
C003 C002 H002 120.4 . .
C003 C002 C006 119.3(12) . .
C006 C002 H002 120.4 . .
C002 C003 H003 116.7 . .
C008 C003 C002 126.7(18) . .
C008 C003 H003 116.7 . .
C9 C005 H005 120.6 . .
C9 C005 C008 118.7(15) . .
C008 C005 H005 120.6 . .
C9 C006 C002 114.7(14) . .
C9 C006 C006 126.4(19) . 14_565
C006 C006 C002 118.6(13) 14_565 .
O1 C007 H007 111.0 . .
O1 C007 C008 138(2) . .
C008 C007 H007 111.0 . .
C003 C008 C005 112.8(15) . .
C003 C008 C007 130(2) . .
C007 C008 C005 116.8(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C9 H9 0.9300 .
C9 C005 1.31(3) .
C9 C006 1.39(2) .
C002 H002 0.9300 .
C002 C003 1.39(2) .
C002 C006 1.48(3) .
C003 H003 0.9300 .
C003 C008 1.36(2) .
O1 C007 1.16(2) .
C005 H005 0.9300 .
C005 C008 1.58(3) .
C006 C006 1.43(3) 14_565
C007 H007 0.9300 .
C007 C008 1.37(3) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C9 C005 C008 C003 -5(2) . . . .
C9 C005 C008 C007 173.7(17) . . . .
C002 C003 C008 C005 1(3) . . . .
C002 C003 C008 C007 -177(2) . . . .
C003 C002 C006 C9 4(2) . . . .
C003 C002 C006 C006 178.4(13) . . . 14_565
O1 C007 C008 C003 179(3) . . . .
O1 C007 C008 C005 1(4) . . . .
C005 C9 C006 C002 -9(2) . . . .
C005 C9 C006 C006 177.3(14) . . . 14_565
C006 C9 C005 C008 9(3) . . . .
C006 C002 C003 C008 -1(3) . . . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
_cod_related_entry_description
1 XRDa 00262 DOI:10.51093/xrd-00262
