#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/73/7117320.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_7117320
loop_
_publ_author_name
'Pengchong Xue'
'Jiabao Sun'
'Peng Chen'
'Panpan Wang'
'Boqi Yao'
'Peng Gong'
'Zhenqi Zhang'
'Ran Lu'
_publ_section_title
;
 Luminescence switching of a persistent room-temperature phosphorescent
 pure organic molecule in response to external stimuli
;
_journal_name_full               Chem.Commun.
_journal_page_first              10381
_journal_paper_doi               10.1039/C5cc03403E
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C19 H13 N O'
_chemical_formula_weight         271.30
_chemical_name_systematic
; 
 ? 
;
_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
_audit_update_record
;
2014-12-04 deposited with the CCDC.
2015-05-18 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 105.859(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.3956(6)
_cell_length_b                   21.0394(13)
_cell_length_c                   8.2906(5)
_cell_measurement_reflns_used    1819
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.7650
_cell_measurement_theta_min      3.8320
_cell_volume                     1408.70(17)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.816
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0268
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6770
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         29.17
_diffrn_reflns_theta_min         3.18
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.139
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.043(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0428
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0575P)²+0.1567P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1233
_reflns_number_gt                2241
_reflns_number_total             3104
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc03403e2.cif
_cod_data_source_block           c
_cod_original_cell_volume        1408.70(16)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7117320
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
N1 N -0.01244(14) 0.61904(5) 0.49860(14) 0.0463(3) Uani 1 1 d . . .
C19 C 0.15502(17) 0.63584(6) 0.53398(17) 0.0466(3) Uani 1 1 d . . .
C18 C -0.08567(16) 0.58459(6) 0.60600(16) 0.0440(3) Uani 1 1 d . . .
C17 C -0.09582(17) 0.64519(6) 0.34346(16) 0.0449(3) Uani 1 1 d . . .
C16 C 0.17890(18) 0.67177(6) 0.40020(19) 0.0501(4) Uani 1 1 d . . .
C15 C -0.18892(17) 0.53331(7) 0.54541(18) 0.0512(4) Uani 1 1 d . . .
H15A H -0.2099 0.5212 0.4336 0.061 Uiso 1 1 calc R . .
C14 C -0.05342(17) 0.60196(7) 0.77334(17) 0.0491(3) Uani 1 1 d . . .
H14A H 0.0151 0.6364 0.8140 0.059 Uiso 1 1 calc R . .
C13 C -0.22713(18) 0.51738(7) 0.81902(19) 0.0523(4) Uani 1 1 d . A .
C12 C -0.12288(18) 0.56816(7) 0.87886(17) 0.0519(4) Uani 1 1 d . . .
H12A H -0.0996 0.5795 0.9913 0.062 Uiso 1 1 calc R . .
C11 C 0.01904(18) 0.67857(6) 0.28003(18) 0.0487(4) Uani 1 1 d . . .
C10 C -0.26011(18) 0.50040(7) 0.6516(2) 0.0552(4) Uani 1 1 d . . .
H10A H -0.3308 0.4665 0.6107 0.066 Uiso 1 1 calc R . .
C9 C -0.26316(19) 0.64346(7) 0.25888(18) 0.0530(4) Uani 1 1 d . . .
H9A H -0.3382 0.6211 0.3014 0.064 Uiso 1 1 calc R . .
C8 C -0.0365(2) 0.71087(7) 0.12848(19) 0.0618(4) Uani 1 1 d . . .
H8A H 0.0375 0.7332 0.0843 0.074 Uiso 1 1 calc R . .
C7 C 0.28632(18) 0.61925(7) 0.6703(2) 0.0565(4) Uani 1 1 d . . .
H7A H 0.2696 0.5954 0.7588 0.068 Uiso 1 1 calc R . .
C6 C 0.4685(2) 0.67520(9) 0.5385(3) 0.0742(5) Uani 1 1 d . . .
H6A H 0.5752 0.6881 0.5416 0.089 Uiso 1 1 calc R . .
C5 C 0.4425(2) 0.63949(8) 0.6693(2) 0.0673(5) Uani 1 1 d . . .
H5A H 0.5325 0.6289 0.7587 0.081 Uiso 1 1 calc R . .
C4 C -0.3137(2) 0.67615(8) 0.1098(2) 0.0636(4) Uani 1 1 d . . .
H4A H -0.4253 0.6761 0.0512 0.076 Uiso 1 1 calc R . .
C3 C -0.2025(2) 0.70922(8) 0.0449(2) 0.0680(5) Uani 1 1 d . . .
H3A H -0.2405 0.7306 -0.0565 0.082 Uiso 1 1 calc R . .
C2 C 0.3387(2) 0.69178(8) 0.4045(2) 0.0667(5) Uani 1 1 d . . .
H2A H 0.3569 0.7161 0.3175 0.080 Uiso 1 1 calc R . .
C1 C -0.3026(2) 0.48360(10) 0.9362(3) 0.0758(5) Uani 1 1 d . . .
O1 O -0.3896(3) 0.43942(10) 0.9040(2) 0.1061(9) Uani 0.784(4) 1 d P A 1
O1' O -0.2914(9) 0.4931(4) 1.0652(8) 0.101(3) Uani 0.216(4) 1 d P A 2
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
C17 N1 C19 108.35(11) . .
C17 N1 C18 125.95(11) . .
C19 N1 C18 125.61(11) . .
C7 C19 N1 129.35(13) . .
C7 C19 C16 121.73(13) . .
N1 C19 C16 108.84(12) . .
C15 C18 C14 119.87(13) . .
C15 C18 N1 120.44(12) . .
C14 C18 N1 119.69(12) . .
C9 C17 N1 129.59(13) . .
C9 C17 C11 121.80(13) . .
N1 C17 C11 108.57(12) . .
C2 C16 C19 119.10(15) . .
C2 C16 C11 133.87(15) . .
C19 C16 C11 107.02(12) . .
C10 C15 C18 119.72(13) . .
C12 C14 C18 119.94(13) . .
C12 C13 C10 119.44(13) . .
C12 C13 C1 118.55(15) . .
C10 C13 C1 121.99(16) . .
C14 C12 C13 120.52(13) . .
C8 C11 C17 119.13(14) . .
C8 C11 C16 133.64(14) . .
C17 C11 C16 107.20(12) . .
C15 C10 C13 120.50(13) . .
C4 C9 C17 117.48(14) . .
C3 C8 C11 119.01(15) . .
C5 C7 C19 117.41(15) . .
C2 C6 C5 120.79(16) . .
C7 C5 C6 121.71(17) . .
C9 C4 C3 121.64(16) . .
C8 C3 C4 120.94(15) . .
C6 C2 C16 119.26(16) . .
O1' C1 O1 104.9(5) . .
O1' C1 C13 129.2(5) . .
O1 C1 C13 125.9(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C17 1.3982(17) .
N1 C19 1.4009(17) .
N1 C18 1.4126(17) .
C19 C7 1.391(2) .
C19 C16 1.401(2) .
C18 C15 1.3891(19) .
C18 C14 1.3879(18) .
C17 C9 1.389(2) .
C17 C11 1.4060(19) .
C16 C2 1.398(2) .
C16 C11 1.443(2) .
C15 C10 1.378(2) .
C14 C12 1.3747(19) .
C13 C12 1.384(2) .
C13 C10 1.386(2) .
C13 C1 1.479(2) .
C11 C8 1.392(2) .
C9 C4 1.376(2) .
C8 C3 1.377(2) .
C7 C5 1.381(2) .
C6 C2 1.371(3) .
C6 C5 1.385(3) .
C4 C3 1.386(2) .
C1 O1' 1.067(6) .
C1 O1 1.167(2) .
