#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:20:56 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180501 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/70/7217020.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_7217020
loop_
_publ_author_name
'Zhu, Hai-Liang'
'Qi, Jin-Liang'
'Jiang, Aiqin'
'Wang, YanTing'
'Qin, Yajuan'
'Zhang, YaLiang'
'Li, YuJing'
'Rao, Bing'
'Zhang, YanQing'
'Yang, MengRu'
_publ_section_title
;
 Synthesis, Biological Evaluation, and Molecular Docking Studies of Novel
 Chalcone Oxime Derivatives as Potential Tubulin Polymerization Inhibitors
;
_journal_name_full               'RSC Advances'
_journal_paper_doi               10.1039/c4ra03803g
_journal_year                    2014
_chemical_formula_sum            'C18 H19 N O3'
_chemical_formula_weight         297.34
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                71.852(4)
_cell_angle_beta                 81.981(4)
_cell_angle_gamma                89.066(4)
_cell_formula_units_Z            2
_cell_length_a                   5.8593(8)
_cell_length_b                   9.5104(12)
_cell_length_c                   14.924(2)
_cell_measurement_temperature    293(2)
_cell_volume                     782.21(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_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  0.0263
_diffrn_reflns_av_sigmaI/netI    0.0382
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8031
_diffrn_reflns_theta_full        27.58
_diffrn_reflns_theta_max         27.58
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    0.086
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             316
_refine_diff_density_max         3.482
_refine_diff_density_min         -0.735
_refine_diff_density_rms         0.143
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         3507
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.070
_refine_ls_R_factor_all          0.1838
_refine_ls_R_factor_gt           0.1588
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4646
_refine_ls_wR_factor_ref         0.4894
_reflns_number_gt                2519
_reflns_number_total             3507
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra03803g1.cif
_cod_data_source_block           mo_nj_wyt_50_0m
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7217020
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
O2 O -0.1896(5) 0.4253(3) 0.4288(2) 0.0483(9) Uani 1 1 d .
C6 C -0.1923(6) 0.8248(4) 0.2139(3) 0.0348(9) Uani 1 1 d .
N1 N -0.3390(6) 0.9808(4) 0.0732(2) 0.0461(10) Uani 1 1 d .
C7 C -0.2020(7) 0.9678(5) 0.1350(3) 0.0388(10) Uani 1 1 d .
O3 O 0.4128(6) 1.1010(4) 0.3000(3) 0.0633(11) Uani 1 1 d .
C2 C -0.3758(7) 0.6385(4) 0.3554(3) 0.0423(10) Uani 1 1 d .
H2 H -0.5027 0.6053 0.4022 0.051 Uiso 1 1 calc R
C1 C -0.3822(7) 0.7727(4) 0.2834(3) 0.0419(10) Uani 1 1 d .
H1 H -0.5147 0.8281 0.2818 0.050 Uiso 1 1 calc R
C3 C -0.1799(7) 0.5548(4) 0.3571(3) 0.0368(9) Uani 1 1 d .
C9 C 0.0859(7) 1.1073(4) 0.1840(3) 0.0391(10) Uani 1 1 d .
H9 H 0.1026 1.0239 0.2352 0.047 Uiso 1 1 calc R
C10 C 0.2237(7) 1.2411(4) 0.1740(3) 0.0406(10) Uani 1 1 d .
C5 C 0.0014(7) 0.7412(5) 0.2174(3) 0.0461(11) Uani 1 1 d .
H5 H 0.1294 0.7751 0.1714 0.055 Uiso 1 1 calc R
C11 C 0.3917(7) 1.2346(5) 0.2328(3) 0.0430(10) Uani 1 1 d .
C8 C -0.0588(8) 1.0961(5) 0.1264(3) 0.0478(11) Uani 1 1 d .
H8 H -0.0708 1.1795 0.0745 0.057 Uiso 1 1 calc R
C15 C 0.1932(9) 1.3758(5) 0.1064(4) 0.0581(13) Uani 1 1 d .
H15 H 0.0800 1.3840 0.0672 0.070 Uiso 1 1 calc R
C4 C 0.0093(7) 0.6076(5) 0.2881(3) 0.0455(11) Uani 1 1 d .
H4 H 0.1424 0.5528 0.2895 0.055 Uiso 1 1 calc R
O1 O -0.4614(9) 0.8493(5) 0.0807(3) 0.0929(16) Uani 1 1 d .
H1A H -0.5433 0.8662 0.0385 0.139 Uiso 1 1 calc R
C17 C 0.0100(8) 0.3363(5) 0.4363(3) 0.0500(11) Uani 1 1 d .
H17A H 0.1398 0.3916 0.4438 0.060 Uiso 1 1 calc R
H17B H 0.0498 0.3081 0.3791 0.060 Uiso 1 1 calc R
C12 C 0.5289(9) 1.3585(5) 0.2231(4) 0.0527(12) Uani 1 1 d .
H12 H 0.6402 1.3528 0.2628 0.063 Uiso 1 1 calc R
C13 C 0.4967(10) 1.4904(5) 0.1534(4) 0.0621(14) Uani 1 1 d .
H13 H 0.5892 1.5730 0.1457 0.074 Uiso 1 1 calc R
C14 C 0.3336(10) 1.5005(5) 0.0969(4) 0.0608(14) Uani 1 1 d .
H14 H 0.3130 1.5901 0.0511 0.073 Uiso 1 1 calc R
C18 C -0.0433(10) 0.2012(5) 0.5210(4) 0.0602(14) Uani 1 1 d .
H18A H -0.0780 0.2300 0.5775 0.090 Uiso 1 1 calc R
H18B H 0.0876 0.1386 0.5264 0.090 Uiso 1 1 calc R
H18C H -0.1738 0.1483 0.5135 0.090 Uiso 1 1 calc R
C16 C 0.5673(9) 1.0899(7) 0.3656(4) 0.0659(15) Uani 1 1 d .
H16A H 0.7226 1.1014 0.3331 0.099 Uiso 1 1 calc R
H16B H 0.5471 0.9947 0.4135 0.099 Uiso 1 1 calc R
H16C H 0.5379 1.1661 0.3951 0.099 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'
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
C3 O2 C17 118.5(3)
C5 C6 C1 118.8(4)
C5 C6 C7 120.7(3)
C1 C6 C7 120.5(3)
C7 N1 O1 115.3(3)
N1 C7 C8 117.8(4)
N1 C7 C6 120.8(3)
C8 C7 C6 121.5(3)
C11 O3 C16 119.0(4)
C3 C2 C1 119.7(4)
C6 C1 C2 120.7(4)
O2 C3 C4 124.8(3)
O2 C3 C2 115.8(3)
C4 C3 C2 119.3(4)
C8 C9 C10 125.5(4)
C15 C10 C11 118.0(4)
C15 C10 C9 121.8(4)
C11 C10 C9 120.2(4)
C6 C5 C4 121.1(3)
O3 C11 C10 116.3(4)
O3 C11 C12 122.3(4)
C10 C11 C12 121.4(4)
C9 C8 C7 127.2(4)
C10 C15 C14 120.2(4)
C5 C4 C3 120.4(3)
O2 C17 C18 108.2(4)
C13 C12 C11 118.9(4)
C14 C13 C12 121.0(4)
C13 C14 C15 120.5(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O2 C3 1.352(5)
O2 C17 1.429(5)
C6 C5 1.372(6)
C6 C1 1.391(6)
C6 C7 1.503(5)
N1 C7 1.281(5)
N1 O1 1.417(5)
C7 C8 1.455(6)
O3 C11 1.369(5)
O3 C16 1.404(6)
C2 C3 1.385(5)
C2 C1 1.393(6)
C3 C4 1.385(6)
C9 C8 1.316(6)
C9 C10 1.475(5)
C10 C15 1.389(6)
C10 C11 1.395(6)
C5 C4 1.381(6)
C11 C12 1.396(6)
C15 C14 1.413(6)
C17 C18 1.496(7)
C12 C13 1.388(7)
C13 C14 1.344(8)
