data_2006170
_journal_name_full 'Acta Crystallographica'
_journal_year 1997
_journal_volume C53
_journal_page_first 761
_journal_page_last 762
_publ_section_title
;
The Antifungal Agent 1-[2-(4-Chlorobenzylamino)benzyl]-1H-imidazole
;
loop_
_publ_author_name
 'Ettorre, Alessandro '
 'Biava, Mariangela'
 'Fioravanti, Rossella'
 'Porretta, Giulio Cesare'
_chemical_formula_moiety 'C17 H16 Cl N3'
_chemical_formula_sum 'C17 H16 Cl N3'
_chemical_formula_weight 297.78
_symmetry_cell_setting 'Monoclinic'
_symmetry_space_group_name_H-M 'P 21/n'
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'
_cell_length_a 11.0650(10)
_cell_length_b 5.614(2)
_cell_length_c 24.225(2)
_cell_angle_alpha 90.00
_cell_angle_beta 90.728(6)
_cell_angle_gamma 90.00
_cell_volume 1504.7(6)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_exptl_crystal_density_diffrn 1.314
_diffrn_ambient_temperature 293(2)
_refine_ls_R_factor_obs  .0441
_refine_ls_wR_factor_obs  .1531
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
_atom_site_type_symbol
 Cl  .28605(6)  .0993(2)  .80797(3)  .0860(4) Uani 1 Cl
 N1  -.2563(2)  -.2510(4)  .90802(7)  .0503(5) Uani 1 N
 H1  -.2654(2)  -.3807(4)  .92640(7)  .060 Uiso 1 H
 N2  -.5466(2)  -.5073(3)  .91749(7)  .0395(4) Uani 1 N
 N3  -.6789(2)  -.5191(4)  .98519(8)  .0576(6) Uani 1 N
 C1  -.3186(2)  -.2252(4)  .85855(8)  .0384(5) Uani 1 C
 C2  -.4086(2)  -.3892(4)  .84283(8)  .0398(5) Uani 1 C
 C3  -.4647(2)  -.3657(4)  .79163(9)  .0469(5) Uani 1 C
 H3  -.5231(2)  -.4765(4)  .78118(9)  .056 Uiso 1 H
 C4  -.4371(2)  -.1848(4)  .75574(9)  .0495(6) Uani 1 C
 H4  -.4759(2)  -.1732(4)  .72158(9)  .059 Uiso 1 H
 C5  -.3507(2)  -.0211(4)  .77138(9)  .0450(5) Uani 1 C
 H5  -.3317(2)  .1037(4)  .74780(9)  .054 Uiso 1 H
 C6  -.2919(2)  -.0408(4)  .82206(8)  .0411(5) Uani 1 C
 H6  -.2335(2)  .0710(4)  .83191(8)  .049 Uiso 1 H
 C7  -.1767(2)  -.0698(5)  .93023(9)  .0516(6) Uani 1 C
 H7A  -.1599(2)  -.1070(5)  .96867(9)  .062 Uiso 1 H
 H7B  -.2192(2)  .0814(5)  .92924(9)  .062 Uiso 1 H
 C8  -.0575(2)  -.0393(4)  .90109(8)  .0424(5) Uani 1 C
 C9  .0120(2)  .1625(4)  .91161(11)  .0572(6) Uani 1 C
 H9  -.0138(2)  .2717(4)  .93783(11)  .069 Uiso 1 H
 C10  .1182(2)  .2044(5)  .88397(12)  .0623(7) Uani 1 C
 H10  .1634(2)  .3407(5)  .89132(12)  .075 Uiso 1 H
 C11  .1563(2)  .0423(4)  .84552(10)  .0528(6) Uani 1 C
 C12  .0917(2)  -.1624(4)  .83515(10)  .0505(6) Uani 1 C
 H12  .1191(2)  -.2732(4)  .80966(10)  .061 Uiso 1 H
 C13  -.0150(2)  -.2008(4)  .86333(9)  .0455(5) Uani 1 C
 H13  -.0588(2)  -.3393(4)  .85650(9)  .055 Uiso 1 H
 C14  -.4499(2)  -.5860(4)  .88051(9)  .0455(5) Uani 1 C
 H14A  -.4789(2)  -.7187(4)  .85838(9)  .055 Uiso 1 H
 H14B  -.3816(2)  -.6415(4)  .90252(9)  .055 Uiso 1 H
 C15  -.5903(2)  -.6300(4)  .96056(9)  .0516(6) Uani 1 C
 H15  -.5607(2)  -.7777(4)  .97168(9)  .062 Uiso 1 H
 C16  -.6937(2)  -.3154(5)  .95599(10)  .0584(7) Uani 1 C
 H16  -.7511(2)  -.1992(5)  .96340(10)  .070 Uiso 1 H
 C17  -.6131(2)  -.3046(4)  .91452(10)  .0550(6) Uani 1 C
 H17  -.6050(2)  -.1822(4)  .88897(10)  .066 Uiso 1 H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
 Cl  .0522(5)  .1163(7)  .0896(6)  -.0182(4)  .0037(4)  .0406(5)
 N1  .0484(10)  .0640(12)  .0385(9)  -.0088(9)  .0014(8)  .0106(9)
 N2  .0444(9)  .0399(9)  .0344(9)  -.0003(7)  .0039(7)  .0058(7)
 N3  .0538(12)  .0797(14)  .0394(10)  -.0071(10)  .0074(9)  .0070(10)
 C1  .0361(10)  .0469(11)  .0325(10)  .0070(9)  .0087(8)  -.0004(8)
 C2  .0381(11)  .0409(11)  .0407(11)  .0039(8)  .0102(8)  .0003(9)
 C3  .0437(12)  .0529(13)  .0442(11)  -.0033(10)  .0029(9)  -.0047(10)
 C4  .0489(13)  .0625(14)  .0369(11)  .0028(11)  -.0007(9)  .0046(10)
 C5  .0476(12)  .0484(12)  .0391(11)  .0062(10)  .0089(9)  .0069(9)
 C6  .0387(11)  .0433(11)  .0415(11)  -.0005(9)  .0062(8)  .0007(9)
 C7  .0540(13)  .0639(14)  .0368(11)  .0041(11)  .0005(10)  -.0048(10)
 C8  .0441(11)  .0437(11)  .0391(11)  .0007(9)  -.0066(9)  .0003(9)
 C9  .066(2)  .0473(13)  .0579(14)  .0007(11)  -.0131(11)  -.0113(11)
 C10  .0578(15)  .0496(14)  .079(2)  -.0165(12)  -.0208(13)  .0097(13)
 C11  .0412(12)  .0585(14)  .0586(14)  -.0029(10)  -.0071(10)  .0196(12)
 C12  .0453(12)  .0535(13)  .0527(13)  .0036(10)  .0032(10)  .0024(10)
 C13  .0461(12)  .0403(11)  .0499(12)  -.0060(9)  -.0009(9)  -.0021(9)
 C14  .0458(12)  .0414(11)  .0494(12)  .0050(9)  .0073(9)  .0016(9)
 C15  .0555(13)  .0516(13)  .0477(12)  -.0058(10)  .0009(10)  .0152(10)
 C16  .0615(15)  .068(2)  .0455(12)  .0149(12)  .0143(11)  .0018(11)
 C17  .0667(15)  .0514(13)  .0473(12)  .0160(11)  .0168(11)  .0123(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
 Cl C11 1.739(3) yes
 N1 C1 1.382(3) yes
 N1 C7 1.445(3) yes
 N2 C15 1.345(3) yes
 N2 C17 1.357(3) yes
 N2 C14 1.473(3) yes
 N3 C15 1.311(3) yes
 N3 C16 1.354(3) yes
 C1 C6 1.395(3) no
 C1 C2 1.406(3) no
 C2 C3 1.386(3) no
 C2 C14 1.507(3) yes
 C3 C4 1.374(3) no
 C4 C5 1.375(3) no
 C5 C6 1.387(3) no
 C7 C8 1.514(3) yes
 C8 C13 1.375(3) no
 C8 C9 1.390(3) no
 C9 C10 1.381(4) no
 C10 C11 1.372(4) no
 C11 C12 1.375(4) no
 C12 C13 1.388(3) no
 C16 C17 1.353(3) yes