#------------------------------------------------------------------------------ #$Date: 2025-08-19 20:30:04 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301811 $ #$URL: svn://www.crystallography.net/cod/cif/4/00/00/4000037.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_4000037 loop_ _publ_author_name 'Muthuraman, Meiyappan' 'Masse, Ren\'e' 'Nicoud, Jean-Fran\,cois' 'Desiraju, Gautam R.' _publ_section_title ; Molecular Complexation as a Design Tool in the Crystal Engineering of Noncentrosymmetric Structures. Ideal Orientation of Chromophores Linked by O--H···O and C--H···O Hydrogen Bonds for Nonlinear Optics ; _journal_coden_ASTM CMATEX _journal_issue 5 _journal_name_full 'Chemistry of Materials' _journal_page_first 1473 _journal_page_last 1479 _journal_paper_doi 10.1021/cm000927y _journal_volume 13 _journal_year 2001 _chemical_formula_sum 'C20 H18 N2 O4' _chemical_formula_weight 350.37 _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _cell_angle_alpha 90.001(10) _cell_angle_beta 97.938(10) _cell_angle_gamma 89.98(2) _cell_formula_units_Z 2 _cell_length_a 5.3737(8) _cell_length_b 7.95720(10) _cell_length_c 20.561(4) _cell_measurement_reflns_used 4377 _cell_measurement_temperature 296.2 _cell_measurement_theta_max 17.70 _cell_measurement_theta_min 2.17 _cell_volume 870.7(2) _diffrn_ambient_temperature 296.2 _diffrn_measurement_device Nonius-KappaCCD _diffrn_measurement_method 'Data from \f = 1\%, \f scans' _diffrn_orient_matrix_UB_11 0.00000 _diffrn_orient_matrix_UB_12 0.00000 _diffrn_orient_matrix_UB_13 0.00000 _diffrn_orient_matrix_UB_21 0.00000 _diffrn_orient_matrix_UB_22 0.00000 _diffrn_orient_matrix_UB_23 0.00000 _diffrn_orient_matrix_UB_31 0.00000 _diffrn_orient_matrix_UB_32 0.00000 _diffrn_orient_matrix_UB_33 0.00000 _diffrn_radiation_detector CCD _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Ag K\a' _diffrn_radiation_wavelength 0.5608 _diffrn_reflns_av_R_equivalents 0.00000 _diffrn_reflns_av_sigmaI/netI 0.130 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 4377 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_max 17.70 _diffrn_reflns_theta_min 2.17 _diffrn_standards_decay_% 0.00 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _exptl_crystal_colour yelow _exptl_crystal_density_diffrn 1.336 _exptl_crystal_density_meas ? _exptl_crystal_description NONE _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.29 _reflns_number_gt 1881 _reflns_number_total 4377 _reflns_threshold_expression I>2.00\s(I) _cod_original_sg_symbol_H-M 'P 21' _cod_original_formula_sum 'C20 H18 N2 O4 ' _cod_database_code 4000037 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x,1/2+y, -z' 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) 0.5300(3) 0.1882 0.71667(8) 0.0625(5) 1.000 . Uani d ? O(2) 0.8799(4) 0.1630(4) 0.10892(10) 0.0933(8) 1.000 . Uani d ? O(3) 1.1985(4) 0.3134(4) 0.14641(10) 0.0977(8) 1.000 . Uani d ? O(4) 0.7896(3) 0.3729(3) 0.80472(8) 0.0669(6) 1.000 . Uani d ? N(1) 1.0097(5) 0.2316(4) 0.15424(12) 0.0695(9) 1.000 . Uani d ? N(2) 0.9539(4) 0.2821(3) 0.84403(10) 0.0540(7) 1.000 . Uani d ? C(1) 0.6034(4) 0.2011(4) 0.65583(11) 0.0460(7) 1.000 . Uani d ? C(2) 0.8064(4) 0.2991(4) 0.64423(11) 0.0513(8) 1.000 . Uani d ? C(3) 0.8771(5) 0.3041(4) 0.58195(12) 0.0568(8) 1.000 . Uani d ? C(4) 0.7491(5) 0.2171(4) 0.53040(12) 0.0552(8) 1.000 . Uani d ? C(5) 0.5424(5) 0.1192(4) 0.54331(12) 0.0644(9) 1.000 . Uani d ? C(6) 0.4706(5) 0.1116(4) 0.60517(13) 0.0609(9) 1.000 . Uani d ? C(7) 0.8294(5) 0.2338(4) 0.4633(1) 0.0655(10) 1.000 . Uani d ? C(8) 0.7207(5) 0.1740(4) 0.4092(1) 0.0647(9) 1.000 . Uani d ? C(9) 0.8069(5) 0.1946(4) 0.34444(12) 0.0535(8) 1.000 . Uani d ? C(10) 1.0145(5) 0.2907(4) 0.33398(11) 0.0606(9) 1.000 . Uani d ? C(11) 1.0818(4) 0.3061(4) 0.27058(13) 0.0598(9) 1.000 . Uani d ? C(12) 0.9400(5) 0.2217(4) 0.21954(12) 0.0518(8) 1.000 . Uani d ? C(13) 0.7325(5) 0.1279(3) 0.22843(12) 0.0591(9) 1.000 . Uani d ? C(14) 0.6690(5) 0.1150(4) 0.2904(1) 0.0611(9) 1.000 . Uani d ? C(15) 1.1397(5) 0.1978(4) 0.82049(11) 0.0565(8) 1.000 . Uani d ? C(16) 1.3075(5) 0.1042(4) 0.86137(13) 0.0585(9) 1.000 . Uani d ? C(17) 1.2960(5) 0.0954(4) 0.92875(13) 0.0585(9) 1.000 . Uani d ? C(18) 1.1085(6) 0.1845(4) 0.95207(12) 0.0614(9) 1.000 . Uani d ? C(19) 0.9401(5) 0.2779(4) 0.90946(13) 0.0641(9) 1.000 . Uani d ? C(20) 1.4778(5) -0.0096(4) 0.97433(12) 0.0761(10) 1.000 . Uani d ? H(1) 0.6418 0.2741 0.7492 0.073 1.000 . Uiso c ? H(2) 0.9122 0.3654 0.6843 0.076 1.000 . Uiso c ? H(3) 1.0446 0.3806 0.5742 0.076 1.000 . Uiso c ? H(4) 0.4346 0.0526 0.5013 0.076 1.000 . Uiso c ? H(5) 0.3130 0.0310 0.6140 0.076 1.000 . Uiso c ? H(6) 1.0028 0.3034 0.4597 0.076 1.000 . Uiso c ? H(7) 0.5478 0.1013 0.4101 0.076 1.000 . Uiso c ? H(8) 1.1256 0.3531 0.3750 0.076 1.000 . Uiso c ? H(9) 1.2435 0.3831 0.2615 0.076 1.000 . Uiso c ? H(11) 0.6181 0.0639 0.1868 0.076 1.000 . Uiso c ? H(12) 0.5030 0.0382 0.2998 0.076 1.000 . Uiso c ? H(13) 1.1498 0.2010 0.7673 0.076 1.000 . Uiso c ? H(14) 1.4618 0.0350 0.8415 0.076 1.000 . Uiso c ? H(16) 1.0928 0.1814 1.0048 0.076 1.000 . Uiso c ? H(17) 0.7887 0.3473 0.9292 0.076 1.000 . Uiso c ? H(18) 1.4469 0.0036 1.0254 0.076 1.000 . Uiso c ? H(19) 1.4565 -0.1449 0.9621 0.076 1.000 . Uiso c ? H(20) 1.6725 0.0231 0.9712 0.076 1.000 . Uiso c ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139089081