# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_BIZ009m _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 9.095(2) _cell_length_b 26.610(7) _cell_length_c 11.307(3) _cell_angle_alpha 90 _cell_angle_beta 110.389(14) _cell_angle_gamma 90 _cell_volume 2565.3 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z N1 N 0.496394 0.435243 0.418887 C1 C 0.704477 0.514894 0.143689 C2 C 0.70887 0.469608 0.207991 C3 C 0.815914 0.433467 0.199939 C4 C 0.913412 0.404524 0.185816 C5 C 1.02709 0.371599 0.175999 C6 C 1.11972 0.385483 0.106965 C7 C 1.20849 0.395118 0.050111 C8 C 1.31029 0.402968 -0.014721 C9 C 1.29821 0.446381 -0.084534 C10 C 0.602977 0.462396 0.277219 C11 C 0.450058 0.484955 0.247065 C12 C 0.358706 0.517799 0.153788 H12 H 0.397506 0.530173 0.091485 C13 C 0.212101 0.532275 0.152116 H13 H 0.150398 0.554797 0.089162 C14 C 0.155159 0.513781 0.242847 H14 H 0.054145 0.523885 0.240852 C15 C 0.240258 0.48171 0.333989 H15 H 0.199821 0.469649 0.395618 C16 C 0.386099 0.466814 0.336182 C17 C 0.628616 0.432722 0.384899 C18 C 0.773717 0.408314 0.465992 C19 C 0.914584 0.434187 0.496915 H19 H 0.916853 0.465828 0.45868 C20 C 1.05121 0.414942 0.581907 H20 H 1.1466 0.433109 0.601042 C21 C 1.0495 0.369208 0.639332 H21 H 1.1429 0.356533 0.700278 C22 C 0.91268 0.342052 0.608289 H22 H 0.912317 0.310223 0.646239 C23 C 0.775592 0.360936 0.521982 H23 H 0.681782 0.341768 0.500249 C24 C 0.477643 0.415546 0.5346 H24A H 0.425776 0.441287 0.56973 H24B H 0.582456 0.408793 0.598144 C25 C 0.380423 0.367207 0.509902 H25A H 0.273537 0.37441 0.452941 H25B H 0.377035 0.354071 0.589881 H25C H 0.428444 0.34219 0.471071 C26 C 1.05656 0.322595 0.243247 C27 C 1.16694 0.289151 0.231039 H27 H 1.21841 0.296365 0.17291 C28 C 1.20394 0.24556 0.301375 H28 H 1.28312 0.22391 0.293584 C29 C 1.12677 0.233241 0.382826 H29 H 1.15061 0.203018 0.430455 C30 C 1.01467 0.265647 0.393556 H30 H 0.959369 0.257396 0.448367 C31 C 0.980783 0.310056 0.326082 H31 H 0.90451 0.332245 0.336715 C32 C 1.43343 0.365247 -0.008404 C33 C 1.49963 0.363302 -0.101183 H33 H 1.46731 0.386298 -0.169705 C34 C 1.61449 0.327315 -0.09377 H34 H 1.66081 0.326366 -0.157166 C35 C 1.66132 0.293426 0.003288 H35 H 1.73722 0.268531 0.005824 C36 C 1.59743 0.295676 0.097535 H36 H 1.63064 0.272596 0.165846 C37 C 1.48507 0.331514 0.092604 H37 H 1.44271 0.333209 0.158341 N1 N 1.50361 0.564757 -0.418887 C1 C 1.29552 0.485106 -0.143689 C2 C 1.29113 0.530392 -0.207991 C3 C 1.18409 0.566533 -0.199939 C4 C 1.08659 0.595476 -0.185816 C5 C 0.972915 0.628401 -0.175999 C6 C 0.880279 0.614517 -0.106965 C7 C 0.791511 0.604882 -0.050111 C8 C 0.689712 0.597032 0.014721 C9 C 0.701787 0.553619 0.084534 C10 C 1.39702 0.537604 -0.277219 C11 C 1.54994 0.515045 -0.247065 C12 C 1.64129 0.482201 -0.153788 H12 H 1.60249 0.469827 -0.091485 C13 C 1.7879 0.467725 -0.152116 H13 H 1.8496 0.445203 -0.089162 C14 C 1.84484 0.486219 -0.242847 H14 H 1.94585 0.476115 -0.240852 C15 C 1.75974 0.51829 -0.333989 H15 H 1.80018 0.530351 -0.395618 C16 C 1.6139 0.533186 -0.336182 C17 C 1.37138 0.567278 -0.384899 C18 C 1.22628 0.591686 -0.465992 C19 C 1.08542 0.565813 -0.496915 H19 H 1.08315 0.534172 -0.45868 C20 C 0.948792 0.585058 -0.581907 H20 H 0.8534 0.566891 -0.601042 C21 C 0.950503 0.630792 -0.639332 H21 H 0.857096 0.643467 -0.700278 C22 C 1.08732 0.657948 -0.608289 H22 H 1.08768 0.689777 -0.646239 C23 C 1.22441 0.639064 -0.521982 H23 H 1.31822 0.658232 -0.500249 C24 C 1.52236 0.584454 -0.5346 H24A H 1.57422 0.558713 -0.56973 H24B H 1.41754 0.591207 -0.598144 C25 C 1.61958 0.632793 -0.509902 H25A H 1.72646 0.62559 -0.452941 H25B H 1.62296 0.645929 -0.589881 H25C H 1.57156 0.65781 -0.471071 C26 C 0.943437 0.677405 -0.243247 C27 C 0.833061 0.710849 -0.231039 H27 H 0.781586 0.703635 -0.17291 C28 C 0.79606 0.75444 -0.301375 H28 H 0.716882 0.77609 -0.293584 C29 C 0.873227 0.766759 -0.382826 H29 H 0.849393 0.796982 -0.430455 C30 C 0.985332 0.734353 -0.393556 H30 H 1.04063 0.742604 -0.448367 C31 C 1.01922 0.689944 -0.326082 H31 H 1.09549 0.667755 -0.336715 C32 C 0.566572 0.634753 0.008404 C33 C 0.500369 0.636698 0.101183 H33 H 0.532694 0.613702 0.169705 C34 C 0.385513 0.672685 0.09377 H34 H 0.339186 0.673634 0.157166 C35 C 0.338685 0.706574 -0.003288 H35 H 0.262781 0.731469 -0.005824 C36 C 0.402573 0.704324 -0.097535 H36 H 0.369365 0.727404 -0.165846 C37 C 0.51493 0.668486 -0.092604 H37 H 0.557287 0.666791 -0.158341 #END _database_code_depnum_ccdc_archive 'CCDC 936754' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_BI3XF0m _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,-y,-z _cell_length_a 12.939(6) _cell_length_b 15.040(7) _cell_length_c 18.094(8) _cell_angle_alpha 80.329(19) _cell_angle_beta 78.847(18) _cell_angle_gamma 74.329(18) _cell_volume 3301.18 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z CL1 Cl 1.25436 0.835291 1.0093 CL2 Cl 0.739802 1.17979 0.479089 N1 N 1.21446 0.752578 1.26201 N2 N 0.653151 1.10864 0.268213 C1 C 1.03268 0.82843 0.964505 C2 C 0.968225 0.780887 0.941815 C3 C 0.913288 0.733495 0.925669 C4 C 0.853943 0.678874 0.90779 C5 C 0.812982 0.704411 0.83992 C6 C 0.776369 0.729704 0.780566 C7 C 0.736409 0.763058 0.712055 C8 C 0.760774 0.842054 0.670074 C9 C 0.786258 0.908483 0.628831 C10 C 0.810772 0.981307 0.575338 C11 C 0.878387 1.03076 0.590195 C12 C 0.942719 1.06966 0.604965 C13 C 1.01329 1.11495 0.622936 C14 C 1.04905 1.08888 0.693476 C15 C 1.07788 1.0679 0.755678 C16 C 1.11092 1.04533 0.826241 C17 C 1.08365 0.97003 0.874608 C18 C 1.06258 0.904529 0.916681 C19 C 1.05964 0.79915 1.0404 H19 H 1.00522 0.776213 1.07549 C20 C 1.14586 0.798351 1.07004 C21 C 1.1652 0.764859 1.149 C22 C 1.12401 0.692233 1.19609 C23 C 1.06336 0.630215 1.18882 H23 H 1.03901 0.632398 1.14212 C24 C 1.03958 0.567101 1.24867 H24 H 0.999841 0.524679 1.24292 C25 C 1.07332 0.563507 1.32004 H25 H 1.05452 0.519872 1.36149 C26 C 1.13229 0.622414 1.32879 H26 H 1.15578 0.619884 1.37586 C27 C 1.15729 0.685792 1.26807 C28 C 1.26419 0.767201 1.32473 H28A H 1.2168 0.755748 1.37346 H28B H 1.26838 0.832879 1.31831 C29 C 1.37689 0.704527 1.32827 H29A H 1.37277 0.639383 1.33773 H29B H 1.40678 0.7188 1.36943 H29C H 1.42406 0.71483 1.27994 C30 C 1.2188 0.800151 1.1905 C31 C 1.2682 0.881392 1.1716 C32 C 1.20118 0.969452 1.17752 H32 H 1.12534 0.976481 1.19358 C33 C 1.24176 1.04636 1.16077 H33 H 1.19439 1.10598 1.16697 C34 C 1.34861 1.03873 1.13546 H34 H 1.37582 1.09295 1.12298 C35 C 1.41775 0.953082 1.12776 H35 H 1.49269 0.947938 1.10897 C36 C 1.37833 0.873175 1.14747 H36 H 1.4268 0.813446 1.14434 C37 C 0.767587 0.995892 0.503975 H37 H 0.759733 0.940964 0.488678 C38 C 0.737579 1.07253 0.457065 C39 C 0.693079 1.07274 0.387427 C40 C 0.627008 1.01306 0.378877 C41 C 0.580479 0.945236 0.42455 H41 H 0.592441 0.928367 0.475768 C42 C 0.517802 0.902604 0.396633 H42 H 0.488708 0.854924 0.427848 C43 C 0.496453 0.92943 0.321636 H43 H 0.450922 0.900966 0.303166 C44 C 0.540481 0.996163 0.274753 H44 H 0.527953 1.01239 0.223625 C45 C 0.603564 1.0394 0.303475 C46 C 0.654583 1.14565 0.18898 H46A H 0.668747 1.09349 0.15858 H46B H 0.715139 1.17663 0.172478 C47 C 0.548469 1.21537 0.172632 H47A H 0.541853 1.27321 0.19329 H47B H 0.486779 1.18903 0.196474 H47C H 0.548899 1.22847 0.117673 C48 C 0.710143 1.12867 0.31971 C49 C 0.777207 1.19542 0.297291 C50 C 0.736464 1.28689 0.270439 H50 H 0.662261 1.30832 0.264023 C51 C 0.803705 1.34805 0.252668 H51 H 0.773811 1.41167 0.23626 C52 C 0.911281 1.31897 0.258209 H52 H 0.956666 1.36122 0.24438 C53 C 0.953944 1.22584 0.284606 H53 H 1.02876 1.20452 0.289347 C54 C 0.888817 1.16601 0.303413 H54 H 0.918843 1.10285 0.32112 C55 C 1.05129 1.19008 0.569127 C56 C 1.00632 1.22634 0.503694 H56 H 0.951148 1.20256 0.492119 C57 C 1.0415 1.29662 0.455611 H57 H 1.00868 1.32292 0.411694 C58 C 1.126 1.33016 0.47083 H58 H 1.1497 1.37913 0.437428 C59 C 1.17382 1.29203 0.533829 H59 H 1.2317 1.31373 0.543702 C60 C 1.13792 1.22193 0.583091 H60 H 1.1717 1.19511 0.62652 C61 C 1.17577 1.10179 0.848283 C62 C 1.19721 1.18031 0.80175 H62 H 1.17023 1.19794 0.754812 C63 C 1.25637 1.23286 0.822038 H63 H 1.27078 1.28588 0.789169 C64 C 1.29503 1.20822 0.890734 H64 H 1.33632 1.24406 0.90526 C65 C 1.27337 1.13231 0.937196 H65 H 1.29971 1.11591 0.984385 C66 C 1.21454 1.07876 0.917809 H66 H 1.20017 1.02625 0.951432 C67 C 0.838272 0.594736 0.959251 C68 C 0.873443 0.574678 1.02905 H68 H 0.903329 0.617512 1.04584 C69 C 0.86515 0.491806 1.07482 H69 H 0.891145 0.478149 1.12211 C70 C 0.821097 0.430886 1.05331 H70 H 0.815908 0.374766 1.08524 C71 C 0.782733 0.450543 0.983391 H71 H 0.751047 0.408088 0.967774 C72 C 0.79158 0.532396 0.937499 H72 H 0.765236 0.546087 0.890334 C73 C 0.670457 0.713909 0.684809 C74 C 0.672969 0.622145 0.710854 H74 H 0.717723 0.589134 0.747436 C75 C 0.608114 0.577333 0.682564 H75 H 0.607421 0.514693 0.701876 C76 C 0.54701 0.622721 0.628266 H76 H 0.506621 0.590961 0.608054 C77 C 0.543587 0.712848 0.602988 H77 H 0.498563 0.744821 0.566293 C78 C 0.605963 0.760376 0.63028 H78 H 0.603877 0.823641 0.61152 C79 C 0.552349 0.559606 0.09969 H79 H 0.621318 0.554117 0.062635 CL3 Cl 0.57936 0.575949 0.188106 CL4 Cl 0.512429 0.458089 0.108184 CL5 Cl 0.459554 0.655831 0.067974 C79' C 0.535331 0.565453 0.100799 H79' H 0.573312 0.506964 0.077734 CL3' Cl 0.595974 0.573767 0.174984 CL4' Cl 0.397318 0.57316 0.124069 CL5' Cl 0.535618 0.664721 0.030651 C80 C 0.291237 0.509788 0.603704 H80 H 0.296058 0.557616 0.634331 CL6 Cl 0.402899 0.426944 0.602254 CL7 Cl 0.1744 0.475358 0.638428 CL8 Cl 0.271662 0.563933 0.510895 C80' C 0.278342 0.545538 0.580627 H80' H 0.253531 0.596733 0.613658 CL6' Cl 0.350694 0.440436 0.631956 CL7' Cl 0.175634 0.529744 0.550471 CL8' Cl 0.354506 0.578669 0.500539 #END _database_code_depnum_ccdc_archive 'CCDC 936755'