#------------------------------------------------------------------------------
#$Date: 2019-11-28 20:46:14 +0100 (jue 28 de nov de 2019) $
#$Revision: 244716 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/94/7239451.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_7239451
loop_
_publ_author_name
'Wang, Junfeng'
'Pang, Yi'
_publ_section_title
;
 A Simple Sensitive ESIPT On-Off Fluorescent Sensor for Selective
 Detection of Al³⁺ in Water.
;
_journal_issue                   12
_journal_name_full               'RSC advances'
_journal_page_first              5845
_journal_page_last               5848
_journal_paper_doi               10.1039/C3RA47104G
_journal_volume                  4
_journal_year                    2013
_chemical_formula_moiety         'C9 H10 N2 O2'
_chemical_formula_sum            'C9 H10 N2 O2'
_chemical_formula_weight         178.19
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 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                 95.8670(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.44860(10)
_cell_length_b                   25.8691(6)
_cell_length_c                   7.4266(2)
_cell_measurement_reflns_used    4355
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.27
_cell_measurement_theta_min      2.87
_cell_volume                     850.19(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0251
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6929
_diffrn_reflns_theta_full        26.29
_diffrn_reflns_theta_max         26.29
_diffrn_reflns_theta_min         1.57
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.9945
_exptl_absorpt_correction_T_min  0.9793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1731
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0345
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0451P)²+0.3014P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0941
_reflns_number_gt                1483
_reflns_number_total             1731
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra47104g.txt
_cod_data_source_block           junfeng071013
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_refine_ls_hydrogen_treatment' value 'Constr' was changed
to 'constr' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7239451
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
O1 O 0.6262(2) 0.84365(4) 0.28193(12) 0.0207(2) Uani 1 1 d .
H1A H 0.7542 0.8675 0.2821 0.031 Uiso 1 1 calc R
O2 O 1.50108(19) 1.00180(3) 0.25847(12) 0.0192(2) Uani 1 1 d .
N1 N 1.2041(2) 0.95428(4) 0.41900(14) 0.0155(2) Uani 1 1 d .
H1B H 1.2766 0.9698 0.5197 0.019 Uiso 1 1 calc R
N2 N 0.9893(2) 0.91624(4) 0.42478(14) 0.0155(2) Uani 1 1 d .
C1 C 0.5600(3) 0.83489(5) 0.45400(17) 0.0165(3) Uani 1 1 d .
C2 C 0.3594(3) 0.79514(5) 0.48198(18) 0.0202(3) Uani 1 1 d .
H2 H 0.2743 0.7751 0.3823 0.024 Uiso 1 1 calc R
C3 C 0.2834(3) 0.78466(5) 0.65385(19) 0.0215(3) Uani 1 1 d .
H3 H 0.1480 0.7572 0.6717 0.026 Uiso 1 1 calc R
C4 C 0.4033(3) 0.81399(5) 0.80157(19) 0.0208(3) Uani 1 1 d .
H4 H 0.3484 0.8070 0.9194 0.025 Uiso 1 1 calc R
C5 C 0.6031(3) 0.85340(5) 0.77401(17) 0.0181(3) Uani 1 1 d .
H5 H 0.6853 0.8734 0.8744 0.022 Uiso 1 1 calc R
C6 C 0.6875(3) 0.86455(5) 0.60181(17) 0.0151(3) Uani 1 1 d .
C7 C 0.9077(3) 0.90510(5) 0.58096(17) 0.0151(3) Uani 1 1 d .
H7 H 0.9923 0.9236 0.6845 0.018 Uiso 1 1 calc R
C8 C 1.3047(3) 0.96810(5) 0.26058(17) 0.0154(3) Uani 1 1 d .
C9 C 1.1694(3) 0.94169(5) 0.09160(17) 0.0189(3) Uani 1 1 d .
H9A H 1.2627 0.9552 -0.0128 0.028 Uiso 1 1 calc R
H9B H 0.9513 0.9483 0.0751 0.028 Uiso 1 1 calc R
H9C H 1.2056 0.9044 0.1020 0.028 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0232(5) 0.0228(5) 0.0168(5) -0.0023(4) 0.0044(4) -0.0066(4)
O2 0.0207(5) 0.0209(5) 0.0165(5) -0.0001(4) 0.0038(4) -0.0059(4)
N1 0.0154(5) 0.0173(5) 0.0140(5) -0.0023(4) 0.0019(4) -0.0039(4)
N2 0.0135(5) 0.0149(5) 0.0183(6) 0.0005(4) 0.0026(4) -0.0007(4)
C1 0.0142(6) 0.0173(6) 0.0182(7) -0.0002(5) 0.0028(5) 0.0025(4)
C2 0.0184(6) 0.0165(6) 0.0258(7) -0.0028(5) 0.0033(5) -0.0005(5)
C3 0.0169(6) 0.0164(6) 0.0319(8) 0.0034(5) 0.0065(5) -0.0009(5)
C4 0.0194(6) 0.0225(7) 0.0216(7) 0.0057(5) 0.0071(5) 0.0038(5)
C5 0.0166(6) 0.0206(6) 0.0172(6) 0.0008(5) 0.0014(5) 0.0024(5)
C6 0.0125(5) 0.0153(6) 0.0176(7) 0.0009(5) 0.0020(5) 0.0027(4)
C7 0.0139(5) 0.0166(6) 0.0147(6) -0.0011(5) 0.0012(5) 0.0015(4)
C8 0.0147(6) 0.0145(6) 0.0171(7) 0.0006(5) 0.0028(5) 0.0020(4)
C9 0.0215(6) 0.0210(6) 0.0146(6) -0.0007(5) 0.0034(5) -0.0024(5)
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
C1 O1 H1A 109.5
C8 N1 N2 120.69(10)
C8 N1 H1B 119.7
N2 N1 H1B 119.7
C7 N2 N1 116.78(10)
O1 C1 C2 117.88(11)
O1 C1 C6 122.19(11)
C2 C1 C6 119.94(12)
C3 C2 C1 120.33(12)
C3 C2 H2 119.8
C1 C2 H2 119.8
C2 C3 C4 120.69(12)
C2 C3 H3 119.7
C4 C3 H3 119.7
C5 C4 C3 119.02(12)
C5 C4 H4 120.5
C3 C4 H4 120.5
C4 C5 C6 121.63(12)
C4 C5 H5 119.2
C6 C5 H5 119.2
C5 C6 C1 118.38(11)
C5 C6 C7 119.51(11)
C1 C6 C7 122.09(11)
N2 C7 C6 120.94(11)
N2 C7 H7 119.5
C6 C7 H7 119.5
O2 C8 N1 119.75(11)
O2 C8 C9 122.33(11)
N1 C8 C9 117.92(10)
C8 C9 H9A 109.5
C8 C9 H9B 109.5
H9A C9 H9B 109.5
C8 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.3594(15)
O1 H1A 0.8400
O2 C8 1.2354(15)
N1 C8 1.3492(16)
N1 N2 1.3751(14)
N1 H1B 0.8800
N2 C7 1.2832(16)
C1 C2 1.3910(17)
C1 C6 1.4100(17)
C2 C3 1.3803(19)
C2 H2 0.9500
C3 C4 1.3944(19)
C3 H3 0.9500
C4 C5 1.3814(18)
C4 H4 0.9500
C5 C6 1.3991(18)
C5 H5 0.9500
C6 C7 1.4543(16)
C7 H7 0.9500
C8 C9 1.4998(17)
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
