#------------------------------------------------------------------------------ #$Date: 2026-05-29 23:14:46 +0100 (Fri, 29 May 2026) $ #$Revision: 306130 $ #$URL: svn://www.crystallography.net/cod/cif/1/57/73/1577319.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_1577319 loop_ _publ_author_name 'Qian, Jiaqi' 'Wang, Yunjie' 'Ding, Jiafu' 'Su, Xin' 'Wu, Qi' _publ_section_title ; Breaking the SHG-Stability Trade-off in UV Nonlinear Optical Materials by Polar-Layer-Dense-Locking ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D6SC03803D _journal_year 2026 _chemical_formula_moiety 'C4 H2 Cd N2 O2' _chemical_formula_sum 'C4 H2 Cd N2 O2' _chemical_formula_weight 222.48 _space_group_crystal_system orthorhombic _space_group_IT_number 33 _space_group_name_Hall 'P 2c -2n' _space_group_name_H-M_alt 'P n a 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2025-12-30 _audit_creation_method ; Olex2 1.5 (compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314) ; _audit_update_record ; 2026-01-12 deposited with the CCDC. 2026-05-29 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 6.9584(6) _cell_length_b 10.2697(9) _cell_length_c 6.8280(6) _cell_measurement_reflns_used 5153 _cell_measurement_temperature 304.00 _cell_measurement_theta_max 29.898 _cell_measurement_theta_min 3.537 _cell_volume 487.93(7) _computing_cell_refinement 'SAINT V8.41 (?, 2016)' _computing_data_reduction 'SAINT V8.41 (?, 2016)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_temperature 304.00 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'BURKER D8 QUEST' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_unetI/netI 0.0261 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 7537 _diffrn_reflns_point_group_measured_fraction_full 0.994 _diffrn_reflns_point_group_measured_fraction_max 0.992 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.958 _diffrn_reflns_theta_min 3.537 _diffrn_source_current 1.4 _diffrn_source_power 0.07 _diffrn_source_voltage 50.0 _exptl_absorpt_coefficient_mu 4.371 _exptl_absorpt_correction_T_max 0.8622 _exptl_absorpt_correction_T_min 0.7339 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1133 before and 0.0595 after correction. The Ratio of minimum to maximum transmission is 0.8512. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 3.029 _exptl_crystal_description block _exptl_crystal_F_000 416 _exptl_crystal_size_max 0.121 _exptl_crystal_size_mid 0.116 _exptl_crystal_size_min 0.115 _refine_diff_density_max 0.406 _refine_diff_density_min -0.499 _refine_diff_density_rms 0.119 _refine_ls_abs_structure_details ; Flack x determined using 367 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.05(3) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.214 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 82 _refine_ls_number_reflns 952 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.213 _refine_ls_R_factor_all 0.0251 _refine_ls_R_factor_gt 0.0221 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0193P)^2^+0.1575P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.0451 _reflns_Friedel_coverage 0.820 _reflns_Friedel_fraction_full 0.988 _reflns_Friedel_fraction_max 0.982 _reflns_number_gt 895 _reflns_number_total 952 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6sc03803d2.cif _cod_data_source_block 25_12_11_cd _cod_database_code 1577319 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.633 _shelx_estimated_absorpt_t_min 0.620 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2.a Aromatic/amide H refined with riding coordinates: C2(H2), C1(H1) ; _shelx_res_file ; TITL 25_12_11_cd_a.res in Pna2(1) 25_12_11_cd.res created by SHELXL-2018/3 at 20:18:11 on 30-Dec-2025 REM Old TITL 25_12_11_cd_a.res in Pna2(1) REM SHELXT solution in Pna2(1): R1 0.064, Rweak 0.002, Alpha 0.007 REM 1.656 for 80 systematic absences, Orientation as input REM Flack x = 0.035 ( 0.027 ) from 397 Parsons' quotients REM Formula found by SHELXT: C4 N2 O2 Cd CELL 0.71073 6.9584 10.2697 6.828 90 90 90 ZERR 4 0.0006 0.0009 0.0006 0 0 0 LATT -1 SYMM -X,-Y,0.5+Z SYMM 0.5+X,0.5-Y,+Z SYMM 0.5-X,0.5+Y,0.5+Z SFAC C H Cd N O UNIT 16 8 4 8 8 L.S. 30 0 0 PLAN 20 SIZE 0.116 0.121 0.115 TEMP 30.85 CONF BOND list 4 MORE -1 BOND $H fmap 2 53 acta SHEL 999 0.81 REM REM REM WGHT 0.019300 0.157500 FVAR 0.64245 CD1 3 0.855446 0.095872 0.081792 11.00000 0.02327 0.01313 = 0.01191 -0.00227 0.00256 -0.00039 N1 4 0.839283 0.226305 0.329630 11.00000 0.01837 0.01550 = 0.01402 -0.00310 0.00013 0.00091 O2 5 0.572845 0.428752 0.843875 11.00000 0.02637 0.01684 = 0.01962 -0.00190 0.00798 0.00275 O1 5 0.619801 0.220875 0.918702 11.00000 0.02701 0.02260 = 0.01491 0.00870 -0.00120 -0.00046 C3 1 0.735658 0.301242 0.614401 11.00000 0.01280 0.01221 = 0.01012 0.00155 -0.00134 0.00258 N2 4 0.776609 0.407178 0.500132 11.00000 0.01792 0.01730 = 0.01613 -0.00004 0.00285 0.00333 C2 1 0.775972 0.191753 0.511293 11.00000 0.01432 0.01400 = 0.01556 0.00261 0.00220 0.00794 AFIX 43 H2 2 0.762614 0.106936 0.557034 11.00000 -1.20000 AFIX 0 C1 1 0.837687 0.356403 0.330635 11.00000 0.02479 0.02100 = 0.01434 0.00230 0.00158 0.00283 AFIX 43 H1 2 0.875304 0.406722 0.224080 11.00000 -1.20000 AFIX 0 C4 1 0.640755 0.315297 0.806080 11.00000 0.01634 0.01842 = 0.01435 -0.00270 -0.00422 0.00037 HKLF 4 REM 25_12_11_cd_a.res in Pna2(1) REM wR2 = 0.0451, GooF = S = 1.214, Restrained GooF = 1.213 for all data REM R1 = 0.0221 for 895 Fo > 4sig(Fo) and 0.0251 for all 952 data REM 82 parameters refined using 1 restraints END WGHT 0.0193 0.1575 REM Highest difference peak 0.406, deepest hole -0.499, 1-sigma level 0.119 Q1 1 0.6559 0.4390 0.2862 11.00000 0.05 0.41 Q2 1 1.0619 0.4748 0.1845 11.00000 0.05 0.37 Q3 1 0.7750 0.2988 0.6823 11.00000 0.05 0.36 Q4 1 0.8623 0.0456 0.6809 11.00000 0.05 0.35 Q5 1 0.8718 0.2869 0.8043 11.00000 0.05 0.35 Q6 1 0.4607 0.3780 0.6889 11.00000 0.05 0.35 Q7 1 0.8418 0.2599 0.5761 11.00000 0.05 0.33 Q8 1 0.5258 0.1619 0.9159 11.00000 0.05 0.32 Q9 1 0.6914 0.2400 0.1644 11.00000 0.05 0.31 Q10 1 0.4144 0.3331 0.8313 11.00000 0.05 0.31 Q11 1 0.6796 0.4405 0.1655 11.00000 0.05 0.31 Q12 1 0.8888 0.3860 0.7202 11.00000 0.05 0.31 Q13 1 0.8961 0.2188 0.7188 11.00000 0.05 0.30 Q14 1 0.7934 0.3208 0.0770 11.00000 0.05 0.30 Q15 1 0.6007 -0.0183 0.4230 11.00000 0.05 0.29 Q16 1 0.8652 0.4158 0.6935 11.00000 0.05 0.28 Q17 1 0.7225 0.0055 0.5610 11.00000 0.05 0.28 Q18 1 0.8077 0.1527 0.6809 11.00000 0.05 0.28 Q19 1 1.0276 0.3582 0.2408 11.00000 0.05 0.27 Q20 1 1.0403 0.3022 0.3693 11.00000 0.05 0.27 ; _shelx_res_checksum 69331 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.85545(5) 0.09587(3) 0.08179(12) 0.01610(16) Uani 1 1 d . . . . . N1 N 0.8393(7) 0.2263(5) 0.3296(8) 0.0160(12) Uani 1 1 d . . . . . O2 O 0.5728(7) 0.4288(4) 0.8439(7) 0.0209(11) Uani 1 1 d . . . . . O1 O 0.6198(6) 0.2209(4) 0.9187(7) 0.0215(11) Uani 1 1 d . . . . . C3 C 0.7357(8) 0.3012(6) 0.6144(10) 0.0117(17) Uani 1 1 d . . . . . N2 N 0.7766(8) 0.4072(5) 0.5001(8) 0.0171(12) Uani 1 1 d . . . . . C2 C 0.7760(9) 0.1918(6) 0.5113(9) 0.0146(14) Uani 1 1 d . . . . . H2 H 0.762614 0.106936 0.557034 0.018 Uiso 1 1 calc R U . . . C1 C 0.8377(9) 0.3564(7) 0.3306(11) 0.0200(15) Uani 1 1 d . . . . . H1 H 0.875304 0.406722 0.224080 0.024 Uiso 1 1 calc R U . . . C4 C 0.6408(8) 0.3153(7) 0.8061(10) 0.0164(15) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0233(2) 0.0131(2) 0.0119(2) -0.0023(4) 0.0026(5) -0.00039(17) N1 0.018(3) 0.015(3) 0.014(3) -0.003(3) 0.000(2) 0.001(2) O2 0.026(3) 0.017(2) 0.020(3) -0.002(2) 0.008(2) 0.003(2) O1 0.027(3) 0.023(3) 0.015(2) 0.009(2) -0.0012(19) 0.000(2) C3 0.013(3) 0.012(3) 0.010(5) 0.002(3) -0.001(3) 0.003(2) N2 0.018(3) 0.017(3) 0.016(3) 0.000(2) 0.003(2) 0.003(2) C2 0.014(3) 0.014(3) 0.016(3) 0.003(3) 0.002(2) 0.008(3) C1 0.025(4) 0.021(4) 0.014(4) 0.002(3) 0.002(3) 0.003(3) C4 0.016(4) 0.018(4) 0.014(3) -0.003(3) -0.004(3) 0.000(3) 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' Cd Cd -0.8075 1.2024 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cd1 O2 132.43(18) . 3_554 ? N1 Cd1 O2 82.93(18) . 4_644 ? N1 Cd1 O1 89.78(18) . 1_554 ? N1 Cd1 N2 135.8(2) . 4_644 ? O2 Cd1 O2 107.70(6) 3_554 4_644 ? O2 Cd1 O1 100.88(17) 3_554 1_554 ? O1 Cd1 O2 147.09(15) 1_554 4_644 ? N2 Cd1 O2 70.51(17) 4_644 4_644 ? N2 Cd1 O2 89.93(19) 4_644 3_554 ? N2 Cd1 O1 93.94(17) 4_644 1_554 ? C2 N1 Cd1 124.6(4) . . ? C1 N1 Cd1 128.6(5) . . ? C1 N1 C2 104.6(6) . . ? Cd1 O2 Cd1 136.5(2) 3_456 4_655 ? C4 O2 Cd1 113.6(4) . 4_655 ? C4 O2 Cd1 107.0(4) . 3_456 ? C4 O1 Cd1 129.3(4) . 1_556 ? N2 C3 C4 121.5(6) . . ? C2 C3 N2 108.7(6) . . ? C2 C3 C4 129.4(6) . . ? C3 N2 Cd1 117.7(4) . 4_655 ? C1 N2 Cd1 133.6(5) . 4_655 ? C1 N2 C3 104.4(6) . . ? N1 C2 H2 125.6 . . ? C3 C2 N1 108.9(6) . . ? C3 C2 H2 125.6 . . ? N1 C1 N2 113.4(7) . . ? N1 C1 H1 123.3 . . ? N2 C1 H1 123.3 . . ? O2 C4 C3 115.6(6) . . ? O1 C4 O2 122.6(6) . . ? O1 C4 C3 121.6(6) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N1 2.161(6) . ? Cd1 O2 2.234(5) 3_554 ? Cd1 O2 2.529(5) 4_644 ? Cd1 O1 2.361(4) 1_554 ? Cd1 N2 2.216(5) 4_644 ? N1 C2 1.363(8) . ? N1 C1 1.336(9) . ? O2 C4 1.284(8) . ? O1 C4 1.246(8) . ? C3 N2 1.369(8) . ? C3 C2 1.356(8) . ? C3 C4 1.473(10) . ? N2 C1 1.339(9) . ? C2 H2 0.9300 . ? C1 H1 0.9300 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cd1 N1 C2 C3 -163.7(4) . . . . ? Cd1 N1 C1 N2 163.4(4) . . . . ? Cd1 O2 C4 O1 -16.1(7) 3_456 . . . ? Cd1 O2 C4 O1 179.9(5) 4_655 . . . ? Cd1 O2 C4 C3 -3.7(6) 4_655 . . . ? Cd1 O2 C4 C3 160.3(4) 3_456 . . . ? Cd1 O1 C4 O2 -118.7(6) 1_556 . . . ? Cd1 O1 C4 C3 65.1(8) 1_556 . . . ? Cd1 N2 C1 N1 -155.7(5) 4_655 . . . ? C3 N2 C1 N1 -0.3(8) . . . . ? N2 C3 C2 N1 -1.2(7) . . . . ? N2 C3 C4 O2 10.5(9) . . . . ? N2 C3 C4 O1 -173.0(6) . . . . ? C2 N1 C1 N2 -0.4(7) . . . . ? C2 C3 N2 Cd1 160.9(4) . . . 4_655 ? C2 C3 N2 C1 0.9(7) . . . . ? C2 C3 C4 O2 -161.0(6) . . . . ? C2 C3 C4 O1 15.4(10) . . . . ? C1 N1 C2 C3 0.9(7) . . . . ? C4 C3 N2 Cd1 -12.2(8) . . . 4_655 ? C4 C3 N2 C1 -172.3(5) . . . . ? C4 C3 C2 N1 171.3(6) . . . . ?