#------------------------------------------------------------------------------ #$Date: 2021-05-07 05:26:07 +0300 (Fri, 07 May 2021) $ #$Revision: 265025 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/73/7707352.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_7707352 loop_ _publ_author_name 'Wang, Kuiyuan' 'Prior, Timothy J.' 'Hughes, David L.' 'Arbaoui, Abdessamad' 'Redshaw, Carl' _publ_section_title ; Coordination chemistry of [2+2] Schiff-base macrocycles derived from the dianilines [(2-NH2C6H4)2X] (X = CH2CH2, O): Structural studies and ROP capability towards cyclic esters. ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D1DT00711D _journal_year 2021 _chemical_formula_moiety ; C12 H18 Fe N6, Br6 Fe2 O ; _chemical_formula_sum 'C12 H18 Br6 Fe3 N6 O' _chemical_formula_weight 909.33 _space_group_crystal_system trigonal _space_group_IT_number 148 _space_group_name_Hall '-R 3' _space_group_name_H-M_alt 'R -3 :H' _atom_sites_solution_hydrogens difmap _audit_creation_method SHELXL-2018/1 _audit_update_record ; 2021-01-05 deposited with the CCDC. 2021-05-04 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_formula_units_Z 6 _cell_length_a 12.39520(10) _cell_length_b 12.39520(10) _cell_length_c 30.5277(3) _cell_measurement_reflns_used 16669 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 70.3390 _cell_measurement_theta_min 4.312 _cell_volume 4061.92(6) _computing_cell_refinement 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_data_collection 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_data_reduction 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_structure_refinement 'SHELXL-2018/1 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 10 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type ; Rigaku 007HF equipped with Varimax confocal mirrors and an AFC11 goniometer and HyPix 6000 detector ; _diffrn_measurement_method 'profile data from \w-scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_unetI/netI 0.0108 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_number 24700 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 67.751 _diffrn_reflns_theta_min 4.345 _diffrn_source 'Rotating anode' _exptl_absorpt_coefficient_mu 23.225 _exptl_absorpt_correction_T_max 0.733 _exptl_absorpt_correction_T_min 0.154 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.34b (Rigaku Oxford Diffraction, 2017) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour orange _exptl_crystal_density_diffrn 2.230 _exptl_crystal_description 'hexagonal plate' _exptl_crystal_F_000 2568 _exptl_crystal_size_max 0.155 _exptl_crystal_size_mid 0.135 _exptl_crystal_size_min 0.028 _refine_diff_density_max 0.383 _refine_diff_density_min -0.510 _refine_diff_density_rms 0.086 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_hydrogen_treatment refxyz _refine_ls_matrix_type full _refine_ls_number_parameters 88 _refine_ls_number_reflns 1644 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.111 _refine_ls_R_factor_all 0.0189 _refine_ls_R_factor_gt 0.0188 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0244P)^2^+13.9314P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.0474 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1639 _reflns_number_total 1644 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1dt00711d2.cif _cod_data_source_block FeROP12 _cod_original_cell_volume 4061.92(8) _cod_database_code 7707352 _shelx_shelxl_version_number 2018/1 _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_min 0.123 _shelx_estimated_absorpt_t_max 0.562 _shelx_res_file ; TITL shelxt_a.res in R-3 shelx.res created by SHELXL-2018/1 at 14:57:37 on 21-Mar-2018 CELL 1.54184 12.3952 12.3952 30.5277 90.000 90.000 120.000 ZERR 6.00 0.0001 0.0001 0.0003 0.000 0.000 0.000 LATT 3 SYMM - Y, X - Y, Z SYMM - X + Y, - X, Z SFAC C H N O FE BR UNIT 72 108 36 6 18 36 MERG 2 FMAP 2 PLAN 20 size 0.155 0.135 0.028 acta BOND $H LIST 6 L.S. 10 TEMP -173.00 WGHT 0.024400 13.931399 FVAR 0.11488 BR1 6 0.638804 0.496559 0.418096 11.00000 0.02561 0.01766 = 0.02148 0.00021 0.00125 0.01343 BR2 6 0.805230 0.844524 0.415580 11.00000 0.01704 0.02117 = 0.03046 -0.00130 -0.00235 0.00326 FE1 5 0.333333 0.666667 0.425136 10.33333 0.01445 0.01445 = 0.01282 0.00000 0.00000 0.00722 FE2 5 0.666667 0.333333 0.391197 10.33333 0.01474 0.01474 = 0.01019 0.00000 0.00000 0.00737 FE3 5 1.000000 1.000000 0.442264 10.33333 0.01541 0.01541 = 0.01049 0.00000 0.00000 0.00770 O1 4 0.666667 0.333333 0.333333 10.16667 0.03141 0.03141 = 0.01432 0.00000 0.00000 0.01571 O2 4 1.000000 1.000000 0.500000 10.16667 0.04167 0.04167 = 0.01508 0.00000 0.00000 0.02083 N2 3 0.335810 0.521765 0.386417 11.00000 0.02083 0.02244 = 0.01738 -0.00127 -0.00038 0.01077 N1 3 0.476809 0.672386 0.466839 11.00000 0.01817 0.01964 = 0.01848 0.00085 0.00171 0.01007 C1 1 0.553337 0.681261 0.489820 11.00000 0.01808 0.01678 = 0.01699 0.00101 0.00267 0.00830 C3 1 0.334161 0.437105 0.371361 11.00000 0.02024 0.02538 = 0.01322 0.00034 -0.00007 0.01220 C2 1 0.651841 0.693710 0.518924 11.00000 0.02158 0.03308 = 0.02055 0.00010 -0.00323 0.01539 AFIX 137 H2A 2 0.655384 0.742385 0.544737 11.00000 -1.50000 H2B 2 0.731843 0.736264 0.503494 11.00000 -1.50000 H2C 2 0.634665 0.610870 0.528150 11.00000 -1.50000 AFIX 0 C4 1 0.332350 0.328174 0.352235 11.00000 0.03228 0.02788 = 0.02157 -0.00437 -0.00021 0.02039 AFIX 137 H4A 2 0.291194 0.257628 0.372470 11.00000 -1.50000 H4B 2 0.417971 0.346824 0.346955 11.00000 -1.50000 H4C 2 0.286671 0.306996 0.324448 11.00000 -1.50000 AFIX 0 HKLF 4 REM shelxt_a.res in R-3 REM R1 = 0.0188 for 1639 Fo > 4sig(Fo) and 0.0189 for all 1644 data REM 88 parameters refined using 0 restraints END WGHT 0.0244 13.9301 REM Highest difference peak 0.383, deepest hole -0.510, 1-sigma level 0.086 Q1 1 0.3862 0.2994 0.3737 11.00000 0.05 0.38 Q2 1 0.3765 0.3575 0.3260 11.00000 0.05 0.38 Q3 1 0.5931 0.3677 0.4099 11.00000 0.05 0.33 Q4 1 0.7029 0.4669 0.3889 11.00000 0.05 0.30 Q5 1 0.8719 0.9264 0.4419 11.00000 0.05 0.29 Q6 1 0.9109 0.9632 0.4041 11.00000 0.05 0.29 Q7 1 0.6300 0.3540 0.3467 11.00000 0.05 0.29 Q8 1 0.5690 0.4786 0.3818 11.00000 0.05 0.27 Q9 1 0.9220 0.9241 0.4081 11.00000 0.05 0.27 Q10 1 0.7448 0.8319 0.3771 11.00000 0.05 0.27 Q11 1 0.8073 0.9143 0.4484 11.00000 0.05 0.26 Q12 1 0.6459 0.6108 0.4187 11.00000 0.05 0.25 Q13 1 0.2470 0.2681 0.3467 11.00000 0.05 0.25 Q14 1 0.7335 0.4654 0.4116 11.00000 0.05 0.25 Q15 1 0.8458 0.7699 0.4385 11.00000 0.05 0.24 Q16 1 0.5988 0.6711 0.4991 11.00000 0.05 0.24 Q17 1 0.8473 0.9632 0.4320 11.00000 0.05 0.24 Q18 1 0.5197 0.4114 0.4093 11.00000 0.05 0.24 Q19 1 0.7232 0.7635 0.4497 11.00000 0.05 0.24 Q20 1 0.3314 0.5499 0.4159 11.00000 0.05 0.24 ; _shelx_res_checksum 71683 loop_ _space_group_symop_operation_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' 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 Br1 Br 0.63880(2) 0.49656(2) 0.41810(2) 0.02042(9) Uani 1 1 d . . . . . Br2 Br 0.80523(2) 0.84452(2) 0.41558(2) 0.02569(9) Uani 1 1 d . . . . . Fe1 Fe 0.333333 0.666667 0.42514(2) 0.01390(14) Uani 1 3 d S T P . . Fe2 Fe 0.666667 0.333333 0.39120(2) 0.01323(14) Uani 1 3 d S T P . . Fe3 Fe 1.000000 1.000000 0.44226(2) 0.01377(14) Uani 1 3 d S T P . . O1 O 0.666667 0.333333 0.333333 0.0257(9) Uani 1 6 d S T P . . O2 O 1.000000 1.000000 0.500000 0.0328(11) Uani 1 6 d S T P . . N2 N 0.33581(19) 0.52176(19) 0.38642(6) 0.0202(4) Uani 1 1 d . . . . . N1 N 0.47681(18) 0.67239(18) 0.46684(6) 0.0185(4) Uani 1 1 d . . . . . C1 C 0.5533(2) 0.6813(2) 0.48982(7) 0.0175(5) Uani 1 1 d . . . . . C3 C 0.3342(2) 0.4371(2) 0.37136(7) 0.0193(5) Uani 1 1 d . . . . . C2 C 0.6518(2) 0.6937(3) 0.51892(8) 0.0243(5) Uani 1 1 d . . . . . H2A H 0.655384 0.742385 0.544737 0.036 Uiso 1 1 calc R U . . . H2B H 0.731843 0.736264 0.503494 0.036 Uiso 1 1 calc R U . . . H2C H 0.634665 0.610870 0.528150 0.036 Uiso 1 1 calc R U . . . C4 C 0.3324(3) 0.3282(2) 0.35223(8) 0.0249(5) Uani 1 1 d . . . . . H4A H 0.291194 0.257628 0.372470 0.037 Uiso 1 1 calc R U . . . H4B H 0.417971 0.346824 0.346955 0.037 Uiso 1 1 calc R U . . . H4C H 0.286671 0.306996 0.324448 0.037 Uiso 1 1 calc R U . . . 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 Br1 0.02561(14) 0.01766(13) 0.02148(15) 0.00021(9) 0.00125(9) 0.01343(11) Br2 0.01704(14) 0.02117(14) 0.03046(16) -0.00130(10) -0.00235(10) 0.00326(10) Fe1 0.01445(19) 0.01445(19) 0.0128(3) 0.000 0.000 0.00722(10) Fe2 0.01474(19) 0.01474(19) 0.0102(3) 0.000 0.000 0.00737(10) Fe3 0.0154(2) 0.0154(2) 0.0105(3) 0.000 0.000 0.00770(10) O1 0.0314(15) 0.0314(15) 0.014(2) 0.000 0.000 0.0157(7) O2 0.0417(17) 0.0417(17) 0.015(2) 0.000 0.000 0.0208(8) N2 0.0208(10) 0.0224(11) 0.0174(10) -0.0013(8) -0.0004(8) 0.0108(9) N1 0.0182(10) 0.0196(10) 0.0185(10) 0.0008(8) 0.0017(8) 0.0101(8) C1 0.0181(11) 0.0168(11) 0.0170(11) 0.0010(9) 0.0027(9) 0.0083(10) C3 0.0202(12) 0.0254(13) 0.0132(10) 0.0003(9) -0.0001(9) 0.0122(10) C2 0.0216(12) 0.0331(14) 0.0206(12) 0.0001(10) -0.0032(10) 0.0154(11) C4 0.0323(14) 0.0279(13) 0.0216(12) -0.0044(10) -0.0002(10) 0.0204(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 '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 Fe1 N1 88.77(8) . 2_665 ? N1 Fe1 N1 88.77(8) . 3_565 ? N1 Fe1 N1 88.77(8) 2_665 3_565 ? N1 Fe1 N2 89.77(7) . . ? N1 Fe1 N2 176.84(8) 2_665 . ? N1 Fe1 N2 88.40(7) 3_565 . ? N1 Fe1 N2 88.40(7) . 2_665 ? N1 Fe1 N2 89.78(7) 2_665 2_665 ? N1 Fe1 N2 176.84(8) 3_565 2_665 ? N2 Fe1 N2 92.99(8) . 2_665 ? N1 Fe1 N2 176.84(8) . 3_565 ? N1 Fe1 N2 88.40(7) 2_665 3_565 ? N1 Fe1 N2 89.78(7) 3_565 3_565 ? N2 Fe1 N2 92.99(8) . 3_565 ? N2 Fe1 N2 92.98(8) 2_665 3_565 ? O1 Fe2 Br1 110.331(14) . . ? O1 Fe2 Br1 110.333(14) . 3_665 ? Br1 Fe2 Br1 108.596(15) . 3_665 ? O1 Fe2 Br1 110.333(14) . 2_655 ? Br1 Fe2 Br1 108.597(15) . 2_655 ? Br1 Fe2 Br1 108.596(15) 3_665 2_655 ? O2 Fe3 Br2 110.223(15) . . ? O2 Fe3 Br2 110.223(15) . 3_675 ? Br2 Fe3 Br2 108.708(15) . 3_675 ? O2 Fe3 Br2 110.223(15) . 2_765 ? Br2 Fe3 Br2 108.710(15) . 2_765 ? Br2 Fe3 Br2 108.710(15) 3_675 2_765 ? Fe2 O1 Fe2 180.0 . 16_655 ? Fe3 O2 Fe3 180.0 . 10_776 ? C3 N2 Fe1 170.60(19) . . ? C1 N1 Fe1 176.26(19) . . ? N1 C1 C2 179.4(3) . . ? N2 C3 C4 179.7(3) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? 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 Br1 Fe2 2.3634(3) . ? Br2 Fe3 2.3566(3) . ? Fe1 N1 2.159(2) . ? Fe1 N1 2.159(2) 2_665 ? Fe1 N1 2.159(2) 3_565 ? Fe1 N2 2.163(2) . ? Fe1 N2 2.163(2) 2_665 ? Fe1 N2 2.163(2) 3_565 ? Fe2 O1 1.7664(6) . ? Fe3 O2 1.7625(6) . ? N2 C3 1.136(3) . ? N1 C1 1.140(3) . ? C1 C2 1.455(3) . ? C3 C4 1.461(3) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ?