# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Urbanus, Johan' _publ_contact_author_email 'jan harm.urbanus@tno.nl' _publ_section_title ; Electrochemically Induced Co-Crystallization for product removal ; loop_ _publ_author_name J.Urbanus M.Roelands J.Mazurek D.Verdoes 'J.ter Horst' data_I _database_code_depnum_ccdc_archive 'CCDC 764560' _chemical_name_systematic ;cinnamic acid 3-nitrobenzamide co-crystal ; _chemical_name_common 'cinnamic acid 3-nitrobenzamide co-crystal' _chemical_melting_point ? _chemical_formula_moiety 'C9 H8 O2, C7 H6 N2 O3' _chemical_formula_sum 'C16 H14 N2 O5' _chemical_formula_weight 314.29 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' 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_int_tables_number 2 loop_ _symmetry_equiv_pos_as_xyz '-x, -y, -z' 'x, y, z' _cell_length_a 6.9358(5) _cell_length_b 7.3424(4) _cell_length_c 16.7449(9) _cell_angle_alpha 90.167(7) _cell_angle_beta 100.702(5) _cell_angle_gamma 116.683(2) _cell_volume 745.05(9) _cell_formula_units_Z 2 _cell_measurement_temperature 295 _exptl_crystal_density_diffrn 1.401 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 328 _exptl_absorpt_coefficient_mu 0.889 _exptl_absorpt_correction_type none _pd_char_colour white _pd_char_particle_morphology needles _diffrn_ambient_temperature 295 _diffrn_radiation_type 'Cu K\a~1~' _diffrn_radiation_wavelength 1.54056 _diffrn_radiation_monochromator 'primary focussing, Ge 111' _diffrn_measurement_device_type 'Bruker AXS D8 Advance' _diffrn_reflns_number 348 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 3 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _pd_meas_2theta_range_min 3 _pd_meas_2theta_range_max 55 _pd_meas_2theta_range_inc 0.016 _pd_meas_number_of_points 3298 _pd_meas_scan_method step _refine_ls_goodness_of_fit_all 3.202 _refine_ls_number_parameters 151 _refine_ls_number_restraints 81 _refine_ls_number_constraints 1 _refine_ls_hydrogen_treatment noref _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 1/\s(Y~obs~)^2^ _computing_data_collection 'DIFFRAC plus XRD Commander (Kienle & Jacob, 2003)' _computing_cell_refinement 'TOPAS (Coelho, 2009)' _computing_data_reduction 'TOPAS (Coelho, 2009)' _computing_structure_solution 'TOPAS (Coelho, 2009)' _computing_structure_refinement 'TOPAS (Coelho, 2009)' _computing_publication_material 'enCIFer (Version 1.1; Allen et al., 2004)' _pd_proc_ls_background_function ; Chebyshev polynomial ; _pd_proc_ls_pref_orient_corr ; A spherical harmonics-based preferred orientation correction (J\"arvinen, 1993) was applied with TOPAS (Coelho, 2009) during the Rietveld refinement. ; _pd_proc_ls_prof_R_factor 0.0231 _pd_proc_ls_prof_wR_factor 0.0334 _pd_proc_ls_prof_wR_expected 0.0105 _pd_proc_ls_profile_function ; Fundamental parameters with axial divergence correction. ; _pd_spec_mount_mode transmission _pd_spec_mounting '0.5 mm borosilicate capillary' _pd_spec_shape cylinder _pd_spec_size_axial 8 _pd_spec_size_equat 0.5 _pd_spec_size_thick 0.5 loop_ _atom_site_label _atom_site_type_symbol _atom_site_symmetry_multiplicity _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_B_iso_or_equiv O1 O 2 0.1468(16) 0.2136(18) 0.64970(46) 1 3.75 N2 N 2 -0.0581(16) 0.3416(16) 0.57411(61) 1 3.75 H2A H 2 -0.178 0.3831 0.5702 1 3.75 H2B H 2 -0.0218 0.3423 0.525 1 3.75 C3 C 2 0.0170(12) 0.2809(14) 0.64346(40) 1 3.75 N4 N 2 0.1094(10) 0.2783(16) 0.94178(35) 1 3.75 O5 O 2 0.2919(17) 0.2792(19) 0.93816(49) 1 3.75 O6 O 2 0.0393(13) 0.2565(17) 0.99976(63) 1 3.75 C7 C 2 -0.06987(85) 0.2901(13) 0.71788(35) 1 3.75 C8 C 2 0.0496(11) 0.2746(17) 0.79527(78) 1 3.75 H8A H 2 0.1751 0.2473 0.7952 1 3.75 C9 C 2 -0.0161(10) 0.2870(15) 0.86510(41) 1 3.75 C10 C 2 -0.2137(17) 0.2994(21) 0.86192(46) 1 3.75 H10A H 2 -0.2736 0.2747 0.9111 1 3.75 C11 C 2 -0.3209(12) 0.3265(18) 0.79014(93) 1 3.75 H11A H 2 -0.4441 0.355 0.7909 1 3.75 C12 C 2 -0.2486(20) 0.3104(19) 0.71430(45) 1 3.75 H12A H 2 -0.331 0.3269 0.662 1 3.75 O13 O 2 0.3427(13) 0.1536(13) 0.53761(73) 1 3.75 H13A H 2 0.2678 0.1783 0.5692 1 3.75 C14 C 2 0.3287(11) 0.2356(11) 0.46789(41) 1 3.75 O15 O 2 0.2071(16) 0.3324(16) 0.45257(54) 1 3.75 C16 C 2 0.4394(12) 0.2038(12) 0.40363(77) 1 3.75 H16A H 2 0.5259 0.1272 0.4128 1 3.75 C17 C 2 0.4206(12) 0.2719(12) 0.33364(69) 1 3.75 H17A H 2 0.3441 0.3503 0.323 1 3.75 C18 C 2 0.5245(11) 0.2311(13) 0.27073(41) 1 3.75 C19 C 2 0.45549(98) 0.2493(15) 0.18976(82) 1 3.75 H19A H 2 0.3359 0.2844 0.1754 1 3.75 C20 C 2 0.5569(19) 0.2041(21) 0.12931(52) 1 3.75 H20A H 2 0.4967 0.2235 0.0724 1 3.75 C21 C 2 0.7361(13) 0.1673(17) 0.15203(52) 1 3.75 H21A H 2 0.7975 0.1406 0.108 1 3.75 C22 C 2 0.8168(12) 0.1619(15) 0.23098(83) 1 3.75 H22A H 2 0.9388 0.1257 0.246 1 3.75 C23 C 2 0.7133(23) 0.1903(23) 0.29406(41) 1 3.75 H23A H 2 0.7622 0.1788 0.3527 1 3.75