#------------------------------------------------------------------------------ #$Date: 2009-11-18 14:56:34 +0000 (Wed, 18 Nov 2009) $ #$Revision: 858 $ #$URL: svn://www.crystallography.net/cod/cif/4/4000039.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_4000039 _journal_name_full 'Chemistry of Materials' _journal_year 2001 _publ_section_title ; Molecular complexation as a design tool in the crystal engineering of non-centrosymmetric structures. Ideal orientation of chromophores linked by O-H...O and C-H...O hydrogen bonds for nonlinear optics. 4-cyanopyridine-1-oxide 4-hydroxy-4'-nitrostilbene. ; loop_ _publ_author_name ' Muthuraman, Meiyappan ' ' Masse, Ren\'e ' ' Nicoud, Jean-Fran\,cois ' ' Desiraju, Gautam R ' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_Int_Tables_number 29 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y,1/2+z' '1/2-x, +y,1/2+z' '1/2+x, -y, +z' _cell_length_a 41.576(3) _cell_length_b 5.4115(2) _cell_length_c 7.8364(6) _cell_angle_alpha 90.000(5) _cell_angle_beta 90.000(5) _cell_angle_gamma 90.000(5) _cell_volume 1763.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 1244 _cell_measurement_theta_min 2.05 _cell_measurement_theta_max 17.73 _exptl_crystal_description 'NONE' _exptl_crystal_colour 'yellow' _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.21 _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 361.36 _chemical_formula_analytical ? _chemical_formula_sum 'C20 H15 N3 O4' _[local]_cod_chemical_formula_sum_orig 'C20 H15 N3 O4 ' _chemical_formula_moiety '?' _chemical_formula_structural ? _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 0.5608 _diffrn_radiation_type 'Ag K\a' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'CCD' _diffrn_measurement_device 'Nonius-KappaCCD' _diffrn_measurement_method 'Data from \f = 1\%, \f scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 1244 _reflns_number_total 1244 _reflns_number_gt 1072 _reflns_threshold_expression I>1.00\s(I) _diffrn_reflns_av_R_equivalents 0.00000 _diffrn_reflns_av_sigmaI/netI 0.048 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 17.73 _diffrn_reflns_reduction_process 'Lp corrections applied' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom O(1) 0.10462(4) -0.0880(2) 0.7189 0.0647(5) 1.000 . Uani d ? O(2) -0.19241(5) 0.6013(3) 0.7131(3) 0.0950(8) 1.000 . Uani d ? O(3) -0.17250(5) 0.8873(3) 0.8737(3) 0.0990(8) 1.000 . Uani d ? O(4) 0.14868(4) 0.1324(2) 0.9041(3) 0.0655(5) 1.000 . Uani d ? N(1) -0.16987(7) 0.7013(4) 0.7839(3) 0.0705(9) 1.000 . Uani d ? N(2) 0.16874(6) 0.2748(3) 0.8187(3) 0.0519(6) 1.000 . Uani d ? N(3) 0.25084(8) 0.8389(4) 0.4786(4) 0.1295(12) 1.000 . Uani d ? C(1) 0.07521(6) 0.0210(3) 0.7311(3) 0.0498(8) 1.000 . Uani d ? C(2) 0.04988(7) -0.0835(4) 0.6428(3) 0.0594(9) 1.000 . Uani d ? C(3) 0.01956(7) 0.0207(4) 0.6486(3) 0.0618(8) 1.000 . Uani d ? C(4) 0.01371(7) 0.2347(3) 0.7457(3) 0.0501(8) 1.000 . Uani d ? C(5) 0.03967(7) 0.3348(3) 0.8332(3) 0.0555(8) 1.000 . Uani d ? C(6) 0.07013(6) 0.2322(3) 0.8286(3) 0.0548(8) 1.000 . Uani d ? C(7) -0.01819(8) 0.3521(3) 0.7628(3) 0.0578(8) 1.000 . Uani d ? C(8) -0.04582(8) 0.2701(4) 0.7022(3) 0.0594(8) 1.000 . Uani d ? C(9) -0.07736(7) 0.3872(3) 0.7272(3) 0.0528(8) 1.000 . Uani d ? C(10) -0.10419(8) 0.2792(4) 0.6522(3) 0.0581(9) 1.000 . Uani d ? C(11) -0.13429(8) 0.3796(4) 0.6708(3) 0.0604(8) 1.000 . Uani d ? C(12) -0.13773(7) 0.5930(4) 0.7654(3) 0.0512(8) 1.000 . Uani d ? C(13) -0.11187(7) 0.7056(3) 0.8435(3) 0.0591(8) 1.000 . Uani d ? C(14) -0.08181(7) 0.6036(4) 0.8247(3) 0.0620(8) 1.000 . Uani d ? C(15) 0.15727(6) 0.4760(4) 0.7330(4) 0.0568(8) 1.000 . Uani d ? C(16) 0.17859(7) 0.6209(4) 0.6453(3) 0.0608(9) 1.000 . Uani d ? C(17) 0.21074(8) 0.5659(4) 0.6433(3) 0.0631(9) 1.000 . Uani d ? C(18) 0.22187(6) 0.3604(4) 0.7331(4) 0.0634(9) 1.000 . Uani d ? C(19) 0.20020(8) 0.2182(4) 0.8205(3) 0.0577(8) 1.000 . Uani d ? C(20) 0.23313(8) 0.7187(4) 0.5504(4) 0.0832(10) 1.000 . Uani d ? H(1) 0.1211 0.0111 0.7917 0.120 1.000 . Uiso c ? H(2) 0.0538 -0.2472 0.5685 0.076 1.000 . Uiso c ? H(3) 0.0002 -0.0631 0.5787 0.076 1.000 . Uiso c ? H(4) 0.0359 0.4982 0.9080 0.076 1.000 . Uiso c ? H(5) 0.0894 0.3145 0.8980 0.076 1.000 . Uiso c ? H(6) -0.0189 0.5229 0.8330 0.076 1.000 . Uiso c ? H(7) -0.0452 0.1042 0.6277 0.076 1.000 . Uiso c ? H(8) -0.1012 0.1140 0.5781 0.076 1.000 . Uiso c ? H(9) -0.1549 0.2931 0.6119 0.076 1.000 . Uiso c ? H(10) -0.1152 0.8700 0.9184 0.076 1.000 . Uiso c ? H(11) -0.0615 0.6899 0.8853 0.076 1.000 . Uiso c ? H(12) 0.1321 0.5196 0.7336 0.076 1.000 . Uiso c ? H(13) 0.1701 0.7805 0.5772 0.076 1.000 . Uiso c ? H(14) 0.2471 0.3143 0.7337 0.076 1.000 . Uiso c ? H(15) 0.2084 0.0612 0.8912 0.076 1.000 . Uiso c ?