#------------------------------------------------------------------------------
#$Date: 2016-04-06 19:10:08 +0300 (Wed, 06 Apr 2016) $
#$Revision: 181910 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/26/7152694.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_7152694
loop_
_publ_author_name
'Zhang, Zhe'
'Wang, Fang-Wu'
'Wang, Sheng-Qing'
'Ge, Fei'
'Zhao, Bao-Xiang'
'Miao, Jun-Ying'
_publ_section_title
;
 A highly sensitive fluorescent probe based on simple pyrazoline for
 Zn(2+) in living neuron cells.
;
_journal_issue                   43
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              8640
_journal_page_last               8644
_journal_paper_doi               10.1039/c2ob26375k
_journal_volume                  10
_journal_year                    2012
_chemical_formula_sum            'C19 H18 O3'
_chemical_formula_weight         294.34
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_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                 108.871(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.8086(16)
_cell_length_b                   8.8273(10)
_cell_length_c                   12.8851(14)
_cell_measurement_temperature    273(2)
_cell_volume                     1593.8(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_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  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8968
_diffrn_reflns_theta_full        27.43
_diffrn_reflns_theta_max         27.43
_diffrn_reflns_theta_min         2.73
_exptl_absorpt_coefficient_mu    0.132
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             705
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.054(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3515
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.959
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0459
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0884P)²+0.2703P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1328
_refine_ls_wR_factor_ref         0.1530
_reflns_number_gt                2542
_reflns_number_total             3515
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ob26375k.txt
_cod_data_source_block           p2
_cod_database_code               7152694
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
C1 C 0.40345(10) 0.72982(16) 0.33872(11) 0.0443(3) Uani 1 1 d .
O1 O 0.25915(9) 0.63950(17) 0.21542(9) 0.0699(4) Uani 1 1 d .
C3 C 0.28976(10) 0.55712(17) 0.39645(12) 0.0484(4) Uani 1 1 d .
H3 H 0.3343 0.5475 0.4661 0.058 Uiso 1 1 calc R
C4 C 0.46825(10) 0.74039(17) 0.44591(12) 0.0477(4) Uani 1 1 d .
H4 H 0.4548 0.6882 0.5019 0.057 Uiso 1 1 calc R
O3 O 0.36667(10) 0.80923(17) 0.15043(9) 0.0734(4) Uani 1 1 d .
H3A H 0.3185 0.7603 0.1460 0.110 Uiso 1 1 calc R
C6 C 0.20439(10) 0.49438(17) 0.37500(12) 0.0474(4) Uani 1 1 d .
H6 H 0.1629 0.5059 0.3038 0.057 Uiso 1 1 calc R
C7 C 0.31474(10) 0.64164(17) 0.31146(11) 0.0476(4) Uani 1 1 d .
C8 C 0.16777(10) 0.40941(17) 0.44993(12) 0.0480(4) Uani 1 1 d .
O2 O 0.01749(8) 0.42319(16) 0.31572(10) 0.0696(4) Uani 1 1 d .
C10 C 0.07023(11) 0.37185(19) 0.41688(13) 0.0541(4) Uani 1 1 d .
C11 C 0.42494(12) 0.80992(18) 0.25502(13) 0.0546(4) Uani 1 1 d .
C12 C 0.50824(14) 0.8938(2) 0.28031(16) 0.0687(5) Uani 1 1 d .
H12 H 0.5228 0.9459 0.2250 0.082 Uiso 1 1 calc R
C13 C 0.55093(11) 0.82498(18) 0.47153(14) 0.0539(4) Uani 1 1 d .
C14 C 0.22556(12) 0.3608(2) 0.55305(14) 0.0602(4) Uani 1 1 d .
H14 H 0.2900 0.3860 0.5769 0.072 Uiso 1 1 calc R
C15 C 0.56926(13) 0.9009(2) 0.38549(17) 0.0673(5) Uani 1 1 d .
H15 H 0.6247 0.9581 0.4002 0.081 Uiso 1 1 calc R
C16 C 0.03392(13) 0.2877(2) 0.48532(17) 0.0712(5) Uani 1 1 d .
H16 H -0.0306 0.2629 0.4632 0.085 Uiso 1 1 calc R
C17 C 0.61785(12) 0.8377(2) 0.58716(15) 0.0685(5) Uani 1 1 d .
H17A H 0.5937 0.7788 0.6350 0.103 Uiso 1 1 calc R
H17B H 0.6229 0.9419 0.6097 0.103 Uiso 1 1 calc R
H17C H 0.6797 0.8006 0.5906 0.103 Uiso 1 1 calc R
C18 C 0.18917(15) 0.2763(2) 0.62025(16) 0.0758(5) Uani 1 1 d .
H18 H 0.2289 0.2433 0.6882 0.091 Uiso 1 1 calc R
C19 C -0.08214(12) 0.3877(3) 0.27356(18) 0.0751(5) Uani 1 1 d .
H19A H -0.1146 0.4215 0.3238 0.090 Uiso 1 1 calc R
H19B H -0.0915 0.2793 0.2628 0.090 Uiso 1 1 calc R
C20 C 0.09349(16) 0.2410(3) 0.58595(17) 0.0795(6) Uani 1 1 d .
H20 H 0.0688 0.1848 0.6316 0.095 Uiso 1 1 calc R
C21 C -0.11965(14) 0.4697(3) 0.1662(2) 0.0875(7) Uani 1 1 d .
H21 H -0.1134 0.5746 0.1680 0.105 Uiso 1 1 calc R
C23 C -0.15907(18) 0.4094(4) 0.0732(2) 0.1047(8) Uani 1 1 d .
H23A H -0.1668 0.3049 0.0674 0.126 Uiso 1 1 calc R
H23B H -0.1802 0.4697 0.0108 0.126 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'
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
C4 C1 C11 117.83(14)
C4 C1 C7 122.90(13)
C11 C1 C7 119.26(13)
C6 C3 C7 120.70(14)
C13 C4 C1 122.77(14)
C3 C6 C8 127.65(14)
O1 C7 C1 119.89(13)
O1 C7 C3 119.25(13)
C1 C7 C3 120.85(13)
C14 C8 C10 117.99(14)
C14 C8 C6 122.93(14)
C10 C8 C6 119.07(14)
C10 O2 C19 119.43(14)
O2 C10 C16 124.49(15)
O2 C10 C8 115.20(14)
C16 C10 C8 120.31(15)
O3 C11 C12 118.19(14)
O3 C11 C1 122.29(15)
C12 C11 C1 119.52(15)
C15 C12 C11 120.77(16)
C4 C13 C15 117.10(16)
C4 C13 C17 121.81(15)
C15 C13 C17 121.09(15)
C18 C14 C8 121.39(16)
C12 C15 C13 122.01(16)
C20 C16 C10 119.84(17)
C20 C18 C14 119.47(18)
O2 C19 C21 105.83(16)
C18 C20 C16 121.00(17)
C23 C21 C19 126.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C4 1.4070(19)
C1 C11 1.409(2)
C1 C7 1.468(2)
O1 C7 1.2452(17)
C3 C6 1.325(2)
C3 C7 1.468(2)
C4 C13 1.380(2)
O3 C11 1.345(2)
C6 C8 1.459(2)
C8 C14 1.395(2)
C8 C10 1.407(2)
O2 C10 1.362(2)
O2 C19 1.432(2)
C10 C16 1.388(2)
C11 C12 1.384(2)
C12 C15 1.366(3)
C13 C15 1.395(2)
C13 C17 1.503(2)
C14 C18 1.378(3)
C16 C20 1.374(3)
C18 C20 1.376(3)
C19 C21 1.500(3)
C21 C23 1.268(3)
