# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_brfn_pvt_2
_database_code_depnum_ccdc_archive 'CCDC 1563251'
_audit_update_record
;
2017-07-19 deposited with the CCDC.
2017-10-10 downloaded from the CCDC.
;
_audit_creation_date 2017-01-10
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelxl_version_number 2013-4
_chemical_name_common ?
_chemical_name_systematic Bis(4-bromophenyl)fumaronitrile
_chemical_formula_moiety '2(C8 H4 Br N)'
_chemical_formula_sum 'C16 H8 Br2 N2'
_chemical_formula_weight 388.06
_chemical_melting_point 493
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'
Br Br -0.2901 2.4595 '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'
_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.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 3.87260(10)
_cell_length_b 10.7671(4)
_cell_length_c 16.5188(6)
_cell_angle_alpha 90.217(3)
_cell_angle_beta 93.186(3)
_cell_angle_gamma 98.738(2)
_cell_volume 679.68(4)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 5106
_cell_measurement_temperature 100
_cell_measurement_theta_max 27.85
_cell_measurement_theta_min 2.26
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 5.952
_exptl_absorpt_correction_T_max 0.7456
_exptl_absorpt_correction_T_min 0.5294
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0675 before and 0.0382 after correction. The Ratio of minimum to maximum transmission is 0.7100. The \l/2 correction factor is Not present.'
_exptl_crystal_colour 'light green'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier light
_exptl_crystal_colour_primary green
_exptl_crystal_density_diffrn 1.896
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description needle
_exptl_crystal_F_000 376
_exptl_crystal_size_max 0.43
_exptl_crystal_size_mid 0.404
_exptl_crystal_size_min 0.198
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0277
_diffrn_reflns_av_unetI/netI 0.0275
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max 5
_diffrn_reflns_limit_h_min -4
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_number 11146
_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 27.881
_diffrn_reflns_theta_min 1.235
_diffrn_ambient_temperature 100.0
_diffrn_detector 'Bruker area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type 'CCD area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device 'Bruker Apex II kappa CCD area detector'
_diffrn_measurement_device_type 'Bruker Apex II kappa CCD area detector'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed tube'
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2853
_reflns_number_total 3207
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection ?
_computing_data_reduction 'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max 1.297
_refine_diff_density_min -0.862
_refine_diff_density_rms 0.130
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.209
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 181
_refine_ls_number_reflns 3207
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0420
_refine_ls_R_factor_gt 0.0365
_refine_ls_restrained_S_all 1.209
_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^)+4.4441P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0902
_refine_ls_wR_factor_ref 0.0918
_refine_special_details
;
There is reasonably high residual electron density close to the bromine atoms.
This has been attributed to the crystal not being completely single, however
it was not possible to model as a twin.
;
_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), C3(H3), C5(H5), C6(H6), C10(H10), C11(H11), C13(H13), C14(H14)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary iterative
_atom_sites_solution_secondary ?
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 0.51502(13) 0.55106(4) 0.33068(3) 0.02291(13) Uani 1 1 d . . . . .
C1 C 0.5170(11) 0.3865(4) 0.3700(3) 0.0156(8) Uani 1 1 d . . . . .
C2 C 0.6583(11) 0.3728(4) 0.4479(3) 0.0163(8) Uani 1 1 d . . . . .
H2 H 0.7487 0.4449 0.4801 0.020 Uiso 1 1 calc R . . . .
C3 C 0.6673(11) 0.2540(4) 0.4786(3) 0.0169(9) Uani 1 1 d . . . . .
H3 H 0.7655 0.2442 0.5317 0.020 Uiso 1 1 calc R . . . .
C4 C 0.5318(11) 0.1488(4) 0.4311(3) 0.0141(8) Uani 1 1 d . . . . .
C5 C 0.3947(11) 0.1641(4) 0.3521(3) 0.0162(8) Uani 1 1 d . . . . .
H5 H 0.3088 0.0924 0.3191 0.019 Uiso 1 1 calc R . . . .
C6 C 0.3843(11) 0.2835(4) 0.3221(3) 0.0166(9) Uani 1 1 d . . . . .
H6 H 0.2867 0.2943 0.2690 0.020 Uiso 1 1 calc R . . . .
C7 C 0.5387(11) 0.0198(4) 0.4621(3) 0.0155(8) Uani 1 1 d . . . . .
C8 C 0.6462(12) -0.0671(4) 0.4054(3) 0.0168(9) Uani 1 1 d . . . . .
N1 N 0.7432(12) -0.1293(4) 0.3580(3) 0.0261(9) Uani 1 1 d . . . . .
Br2 Br 0.18254(12) -0.05005(4) 0.84231(3) 0.01640(11) Uani 1 1 d . . . . .
C9 C 0.1270(11) 0.1122(4) 0.8801(3) 0.0128(8) Uani 1 1 d . . . . .
C10 C -0.0019(11) 0.1962(4) 0.8274(2) 0.0152(8) Uani 1 1 d . . . . .
H10 H -0.0695 0.1724 0.7727 0.018 Uiso 1 1 calc R . . . .
C11 C -0.0308(11) 0.3149(4) 0.8553(3) 0.0149(8) Uani 1 1 d . . . . .
H11 H -0.1155 0.3735 0.8194 0.018 Uiso 1 1 calc R . . . .
C12 C 0.0636(11) 0.3498(4) 0.9362(3) 0.0126(8) Uani 1 1 d . . . . .
C13 C 0.1904(11) 0.2626(4) 0.9881(3) 0.0142(8) Uani 1 1 d . . . . .
H13 H 0.2540 0.2851 1.0432 0.017 Uiso 1 1 calc R . . . .
C14 C 0.2240(11) 0.1444(4) 0.9603(3) 0.0139(8) Uani 1 1 d . . . . .
H14 H 0.3126 0.0858 0.9956 0.017 Uiso 1 1 calc R . . . .
C15 C 0.0356(11) 0.4808(4) 0.9625(2) 0.0123(8) Uani 1 1 d . . . . .
C16 C 0.1054(11) 0.5725(4) 0.8996(2) 0.0134(8) Uani 1 1 d . . . . .
N2 N 0.1697(11) 0.6397(4) 0.8475(2) 0.0200(8) 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
Br1 0.0255(3) 0.0161(2) 0.0281(3) 0.00910(18) 0.00201(19) 0.00579(18)
C1 0.014(2) 0.014(2) 0.019(2) 0.0057(16) 0.0042(16) 0.0029(16)
C2 0.015(2) 0.015(2) 0.018(2) -0.0020(16) -0.0004(16) 0.0001(16)
C3 0.014(2) 0.023(2) 0.014(2) 0.0020(17) -0.0002(16) 0.0048(17)
C4 0.015(2) 0.015(2) 0.0121(19) 0.0004(15) 0.0000(15) 0.0023(16)
C5 0.018(2) 0.016(2) 0.014(2) -0.0006(16) 0.0010(16) 0.0002(16)
C6 0.019(2) 0.020(2) 0.0117(19) 0.0048(16) 0.0002(16) 0.0035(17)
C7 0.015(2) 0.016(2) 0.015(2) -0.0033(16) 0.0011(16) 0.0023(16)
C8 0.024(2) 0.0127(19) 0.014(2) 0.0035(16) 0.0020(17) 0.0022(17)
N1 0.041(3) 0.019(2) 0.021(2) 0.0010(16) 0.0126(18) 0.0074(18)
Br2 0.0201(2) 0.0122(2) 0.0176(2) -0.00397(15) 0.00038(16) 0.00507(16)
C9 0.015(2) 0.0083(18) 0.0144(19) -0.0041(15) 0.0029(15) -0.0001(15)
C10 0.019(2) 0.017(2) 0.0091(18) -0.0025(15) 0.0018(16) 0.0007(17)
C11 0.016(2) 0.015(2) 0.013(2) 0.0023(16) 0.0005(16) 0.0017(16)
C12 0.0116(19) 0.0103(18) 0.015(2) -0.0022(15) 0.0017(15) -0.0005(15)
C13 0.014(2) 0.015(2) 0.0132(19) -0.0025(16) 0.0012(15) 0.0010(16)
C14 0.015(2) 0.0134(19) 0.0132(19) 0.0013(15) -0.0002(15) 0.0030(16)
C15 0.016(2) 0.0118(19) 0.0089(18) 0.0038(15) -0.0026(15) 0.0027(15)
C16 0.017(2) 0.0105(18) 0.0122(19) -0.0025(15) -0.0005(16) 0.0022(15)
N2 0.029(2) 0.0154(18) 0.0155(18) 0.0001(15) 0.0026(16) 0.0018(16)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C1 1.891(4) . ?
C1 C2 1.387(6) . ?
C1 C6 1.377(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(6) . ?
C4 C5 1.402(6) . ?
C4 C7 1.485(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.386(6) . ?
C6 H6 0.9500 . ?
C7 C7 1.360(9) 2_656 ?
C7 C8 1.442(6) . ?
C8 N1 1.144(6) . ?
Br2 C9 1.899(4) . ?
C9 C10 1.387(6) . ?
C9 C14 1.384(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.380(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.400(6) . ?
C12 C13 1.399(6) . ?
C12 C15 1.496(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.379(6) . ?
C14 H14 0.9500 . ?
C15 C15 1.361(8) 2_567 ?
C15 C16 1.444(6) . ?
C16 N2 1.140(6) . ?
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
C2 C1 Br1 118.2(3) . . ?
C6 C1 Br1 120.6(3) . . ?
C6 C1 C2 121.2(4) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 119.9(4) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.7(4) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 119.8(4) . . ?
C3 C4 C7 121.1(4) . . ?
C5 C4 C7 119.1(4) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.1(4) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 119.2(4) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C7 C7 C4 125.7(5) 2_656 . ?
C7 C7 C8 119.1(5) 2_656 . ?
C8 C7 C4 115.2(4) . . ?
N1 C8 C7 175.4(5) . . ?
C10 C9 Br2 120.0(3) . . ?
C14 C9 Br2 118.6(3) . . ?
C14 C9 C10 121.4(4) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.2(4) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.6(4) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C15 118.2(4) . . ?
C13 C12 C11 118.9(4) . . ?
C13 C12 C15 122.9(4) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.8(4) . . ?
C14 C13 H13 119.6 . . ?
C9 C14 H14 120.4 . . ?
C13 C14 C9 119.1(4) . . ?
C13 C14 H14 120.4 . . ?
C15 C15 C12 126.9(5) 2_567 . ?
C15 C15 C16 119.5(5) 2_567 . ?
C16 C15 C12 113.5(3) . . ?
N2 C16 C15 175.8(5) . . ?
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
Br1 C1 C2 C3 -179.4(3) . . . . ?
Br1 C1 C6 C5 178.9(3) . . . . ?
C1 C2 C3 C4 -0.5(7) . . . . ?
C2 C1 C6 C5 -0.5(7) . . . . ?
C2 C3 C4 C5 1.5(7) . . . . ?
C2 C3 C4 C7 179.7(4) . . . . ?
C3 C4 C5 C6 -2.0(7) . . . . ?
C3 C4 C7 C7 42.7(8) . . . 2_656 ?
C3 C4 C7 C8 -135.7(4) . . . . ?
C4 C5 C6 C1 1.4(7) . . . . ?
C5 C4 C7 C7 -139.0(6) . . . 2_656 ?
C5 C4 C7 C8 42.6(6) . . . . ?
C6 C1 C2 C3 0.0(7) . . . . ?
C7 C4 C5 C6 179.8(4) . . . . ?
Br2 C9 C10 C11 -178.1(3) . . . . ?
Br2 C9 C14 C13 178.9(3) . . . . ?
C9 C10 C11 C12 -1.0(6) . . . . ?
C10 C9 C14 C13 0.2(6) . . . . ?
C10 C11 C12 C13 0.5(6) . . . . ?
C10 C11 C12 C15 178.4(4) . . . . ?
C11 C12 C13 C14 0.3(6) . . . . ?
C11 C12 C15 C15 149.3(6) . . . 2_567 ?
C11 C12 C15 C16 -32.9(5) . . . . ?
C12 C13 C14 C9 -0.7(6) . . . . ?
C13 C12 C15 C15 -32.8(8) . . . 2_567 ?
C13 C12 C15 C16 145.0(4) . . . . ?
C14 C9 C10 C11 0.6(7) . . . . ?
C15 C12 C13 C14 -177.5(4) . . . . ?
_shelx_res_file
;
TITL test2 in P-1
CELL 0.71073 3.8726 10.7671 16.5188 90.2173 93.1862 98.738
ZERR 2 0.0001 0.0004 0.0006 0.0025 0.0025 0.0024
LATT 1
SFAC C H Br N
UNIT 32 16 4 4
L.S. 8
PLAN 5
TEMP -173.15
BOND $H
CONF
fmap 2 53
acta
OMIT 1 -1 7
OMIT 1 -4 10
OMIT 1 3 8
OMIT 1 7 7
REM
REM
REM
WGHT 0.000000 4.444100
FVAR 0.15930
BR1 3 0.515018 0.551063 0.330679 11.00000 0.02547 0.01613 =
0.02808 0.00910 0.00201 0.00579
C1 1 0.516987 0.386490 0.369999 11.00000 0.01441 0.01395 =
0.01901 0.00575 0.00424 0.00288
C2 1 0.658291 0.372772 0.447896 11.00000 0.01457 0.01509 =
0.01837 -0.00202 -0.00036 0.00013
AFIX 43
H2 2 0.748716 0.444917 0.480098 11.00000 -1.20000
AFIX 0
C3 1 0.667314 0.254045 0.478570 11.00000 0.01407 0.02276 =
0.01439 0.00201 -0.00017 0.00477
AFIX 43
H3 2 0.765460 0.244235 0.531728 11.00000 -1.20000
AFIX 0
C4 1 0.531757 0.148799 0.431146 11.00000 0.01542 0.01457 =
0.01213 0.00045 0.00003 0.00232
C5 1 0.394712 0.164104 0.352114 11.00000 0.01771 0.01601 =
0.01414 -0.00057 0.00100 0.00021
AFIX 43
H5 2 0.308776 0.092442 0.319078 11.00000 -1.20000
AFIX 0
C6 1 0.384296 0.283547 0.322056 11.00000 0.01877 0.01954 =
0.01169 0.00479 0.00019 0.00348
AFIX 43
H6 2 0.286686 0.294261 0.268964 11.00000 -1.20000
AFIX 0
C7 1 0.538678 0.019823 0.462063 11.00000 0.01496 0.01648 =
0.01491 -0.00334 0.00106 0.00235
C8 1 0.646226 -0.067148 0.405441 11.00000 0.02402 0.01274 =
0.01372 0.00350 0.00203 0.00221
N1 4 0.743175 -0.129285 0.357972 11.00000 0.04067 0.01907 =
0.02053 0.00103 0.01261 0.00738
BR2 3 0.182540 -0.050051 0.842311 11.00000 0.02009 0.01220 =
0.01762 -0.00397 0.00038 0.00507
C9 1 0.126977 0.112162 0.880132 11.00000 0.01539 0.00829 =
0.01442 -0.00409 0.00289 -0.00013
C10 1 -0.001920 0.196204 0.827363 11.00000 0.01885 0.01703 =
0.00914 -0.00252 0.00184 0.00074
AFIX 43
H10 2 -0.069491 0.172360 0.772658 11.00000 -1.20000
AFIX 0
C11 1 -0.030798 0.314932 0.855323 11.00000 0.01645 0.01467 =
0.01344 0.00230 0.00049 0.00175
AFIX 43
H11 2 -0.115497 0.373524 0.819362 11.00000 -1.20000
AFIX 0
C12 1 0.063608 0.349798 0.936207 11.00000 0.01159 0.01034 =
0.01526 -0.00217 0.00175 -0.00048
C13 1 0.190353 0.262601 0.988132 11.00000 0.01370 0.01549 =
0.01319 -0.00253 0.00119 0.00100
AFIX 43
H13 2 0.253973 0.285094 1.043213 11.00000 -1.20000
AFIX 0
C14 1 0.223981 0.144402 0.960280 11.00000 0.01526 0.01339 =
0.01324 0.00131 -0.00020 0.00301
AFIX 43
H14 2 0.312574 0.085847 0.995634 11.00000 -1.20000
AFIX 0
C15 1 0.035557 0.480811 0.962476 11.00000 0.01593 0.01184 =
0.00893 0.00378 -0.00263 0.00271
C16 1 0.105352 0.572520 0.899588 11.00000 0.01741 0.01053 =
0.01216 -0.00247 -0.00049 0.00218
N2 4 0.169658 0.639678 0.847473 11.00000 0.02895 0.01538 =
0.01547 0.00008 0.00261 0.00180
HKLF 4
REM test2 in P-1
REM R1 = 0.0365 for 2853 Fo > 4sig(Fo) and 0.0420 for all 3207 data
REM 181 parameters refined using 0 restraints
END
WGHT 0.0000 4.4440
REM Highest difference peak 1.297, deepest hole -0.862, 1-sigma level 0.130
Q1 1 0.3933 -0.0486 0.8178 11.00000 0.05 1.30
Q2 1 0.4603 0.4475 1.0020 11.00000 0.05 0.94
Q3 1 -0.0333 -0.0472 0.8600 11.00000 0.05 0.92
Q4 1 0.3102 0.5547 0.3638 11.00000 0.05 0.85
Q5 1 0.7415 0.5419 0.3233 11.00000 0.05 0.79
;
_shelx_res_checksum 88046
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method Sublimation
_exptl_crystal_preparation Luminescent
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_testt1
_database_code_depnum_ccdc_archive 'CCDC 1568482'
_audit_update_record
;
2017-08-11 deposited with the CCDC.
2017-10-10 downloaded from the CCDC.
;
_audit_creation_date 2017-08-11
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5375)
;
_shelxl_version_number 2013-4
_chemical_name_common ?
_chemical_name_systematic bis(4-bromophenyl)fumaronitrile
_chemical_formula_moiety 'C16 H8 Br2 N2'
_chemical_formula_sum 'C16 H8 Br2 N2'
_chemical_formula_weight 388.06
_chemical_melting_point ?
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_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.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 7.8318(2)
_cell_length_b 9.3958(3)
_cell_length_c 10.5371(3)
_cell_angle_alpha 87.814(2)
_cell_angle_beta 70.8340(10)
_cell_angle_gamma 74.150(2)
_cell_volume 703.43(4)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 7426
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 27.60
_cell_measurement_theta_min 2.26
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 5.751
_exptl_absorpt_correction_T_max 0.7456
_exptl_absorpt_correction_T_min 0.5644
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0661 before and 0.0277 after correction. The Ratio of minimum to maximum transmission is 0.7570. The \l/2 correction factor is Not present.'
_exptl_crystal_colour brown
_exptl_crystal_colour_primary brown
_exptl_crystal_density_diffrn 1.832
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 376
_exptl_crystal_size_max 0.536
_exptl_crystal_size_mid 0.288
_exptl_crystal_size_min 0.265
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0177
_diffrn_reflns_av_unetI/netI 0.0153
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_number 12529
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 27.602
_diffrn_reflns_theta_min 2.257
_diffrn_ambient_temperature 100(2)
_diffrn_detector 'Bruker area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type 'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device 'Bruker Apex II kappa CCD area detector'
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed tube'
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2985
_reflns_number_total 3262
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection 'Bruker Apex suite'
_computing_data_reduction 'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.391
_refine_diff_density_min -0.259
_refine_diff_density_rms 0.057
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.065
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 181
_refine_ls_number_reflns 3262
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0188
_refine_ls_R_factor_gt 0.0161
_refine_ls_restrained_S_all 1.065
_refine_ls_shift/su_max 0.004
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0205P)^2^+0.2715P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0404
_refine_ls_wR_factor_ref 0.0412
_refine_special_details
;
?
;
_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), C3(H3), C5(H5), C6(H6), C12(H12), C13(H13), C15(H15), C16(H16)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary dual
_atom_sites_solution_secondary ?
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 -0.00508(2) 0.62303(2) 1.21997(2) 0.02035(5) Uani 1 1 d . . . . .
Br2 Br 1.23394(2) 0.02853(2) 0.06397(2) 0.01541(5) Uani 1 1 d . . . . .
N1 N 0.70782(19) 0.60060(15) 0.52996(14) 0.0217(3) Uani 1 1 d . . . . .
N2 N 0.46642(18) 0.06075(15) 0.73204(13) 0.0185(3) Uani 1 1 d . . . . .
C1 C 0.1791(2) 0.55398(17) 1.05023(15) 0.0149(3) Uani 1 1 d . . . . .
C2 C 0.1910(2) 0.64493(17) 0.94340(15) 0.0175(3) Uani 1 1 d . . . . .
H2 H 0.1079 0.7419 0.9545 0.021 Uiso 1 1 calc R . . . .
C3 C 0.3263(2) 0.59222(17) 0.81974(15) 0.0166(3) Uani 1 1 d . . . . .
H3 H 0.3364 0.6540 0.7456 0.020 Uiso 1 1 calc R . . . .
C4 C 0.44812(19) 0.44933(16) 0.80291(14) 0.0126(3) Uani 1 1 d . . . . .
C5 C 0.4357(2) 0.36140(16) 0.91312(15) 0.0143(3) Uani 1 1 d . . . . .
H5 H 0.5203 0.2652 0.9034 0.017 Uiso 1 1 calc R . . . .
C6 C 0.3003(2) 0.41342(16) 1.03712(15) 0.0154(3) Uani 1 1 d . . . . .
H6 H 0.2912 0.3530 1.1121 0.018 Uiso 1 1 calc R . . . .
C7 C 0.58837(19) 0.39342(16) 0.66957(14) 0.0130(3) Uani 1 1 d . . . . .
C8 C 0.6629(2) 0.50409(17) 0.58878(15) 0.0156(3) Uani 1 1 d . . . . .
C9 C 0.64157(19) 0.25234(16) 0.61635(14) 0.0124(3) Uani 1 1 d . . . . .
C10 C 0.5410(2) 0.14855(16) 0.68498(14) 0.0137(3) Uani 1 1 d . . . . .
C11 C 0.7897(2) 0.19339(16) 0.48665(14) 0.0129(3) Uani 1 1 d . . . . .
C12 C 0.9609(2) 0.22948(16) 0.44774(15) 0.0145(3) Uani 1 1 d . . . . .
H12 H 0.9849 0.2903 0.5062 0.017 Uiso 1 1 calc R . . . .
C13 C 1.0960(2) 0.17637(16) 0.32352(15) 0.0144(3) Uani 1 1 d . . . . .
H13 H 1.2130 0.1996 0.2971 0.017 Uiso 1 1 calc R . . . .
C14 C 1.0582(2) 0.08936(16) 0.23890(14) 0.0131(3) Uani 1 1 d . . . . .
C15 C 0.8919(2) 0.04857(16) 0.27687(15) 0.0143(3) Uani 1 1 d . . . . .
H15 H 0.8693 -0.0131 0.2183 0.017 Uiso 1 1 calc R . . . .
C16 C 0.7592(2) 0.09951(16) 0.40186(15) 0.0145(3) Uani 1 1 d . . . . .
H16 H 0.6461 0.0702 0.4302 0.017 Uiso 1 1 calc R . . . .
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 0.01608(8) 0.02719(9) 0.01412(8) -0.00703(6) -0.00132(6) -0.00352(6)
Br2 0.01431(8) 0.01575(8) 0.01183(7) -0.00194(5) -0.00141(5) -0.00041(5)
N1 0.0230(7) 0.0199(7) 0.0200(7) 0.0021(5) -0.0031(6) -0.0072(6)
N2 0.0185(6) 0.0209(7) 0.0165(6) -0.0021(5) -0.0036(5) -0.0085(5)
C1 0.0125(7) 0.0199(7) 0.0119(7) -0.0049(6) -0.0024(5) -0.0050(6)
C2 0.0176(7) 0.0149(7) 0.0186(8) -0.0021(6) -0.0089(6) 0.0020(6)
C3 0.0191(7) 0.0154(7) 0.0144(7) 0.0016(6) -0.0072(6) -0.0015(6)
C4 0.0124(6) 0.0128(7) 0.0134(7) -0.0018(5) -0.0049(5) -0.0036(5)
C5 0.0167(7) 0.0104(7) 0.0159(7) -0.0009(5) -0.0065(6) -0.0025(5)
C6 0.0198(7) 0.0150(7) 0.0126(7) 0.0014(5) -0.0050(6) -0.0074(6)
C7 0.0115(6) 0.0159(7) 0.0125(7) 0.0014(5) -0.0048(5) -0.0042(5)
C8 0.0147(7) 0.0167(7) 0.0142(7) -0.0027(6) -0.0039(6) -0.0028(6)
C9 0.0118(6) 0.0154(7) 0.0114(7) 0.0010(5) -0.0049(5) -0.0046(5)
C10 0.0125(6) 0.0158(7) 0.0119(7) -0.0039(5) -0.0039(5) -0.0020(6)
C11 0.0133(7) 0.0125(7) 0.0118(7) 0.0008(5) -0.0034(5) -0.0027(5)
C12 0.0149(7) 0.0155(7) 0.0141(7) -0.0007(5) -0.0051(6) -0.0050(6)
C13 0.0118(7) 0.0157(7) 0.0156(7) 0.0015(6) -0.0046(6) -0.0039(5)
C14 0.0143(7) 0.0108(6) 0.0104(6) -0.0001(5) -0.0024(5) 0.0009(5)
C15 0.0179(7) 0.0114(7) 0.0139(7) -0.0012(5) -0.0060(6) -0.0031(5)
C16 0.0147(7) 0.0155(7) 0.0141(7) -0.0001(5) -0.0043(6) -0.0059(6)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C1 1.8932(14) . ?
Br2 C14 1.8981(14) . ?
N1 C8 1.148(2) . ?
N2 C10 1.144(2) . ?
C1 C2 1.381(2) . ?
C1 C6 1.381(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.386(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.397(2) . ?
C4 C5 1.392(2) . ?
C4 C7 1.4780(19) . ?
C5 H5 0.9500 . ?
C5 C6 1.388(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.444(2) . ?
C7 C9 1.359(2) . ?
C9 C10 1.444(2) . ?
C9 C11 1.4786(19) . ?
C11 C12 1.3991(19) . ?
C11 C16 1.396(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.391(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(2) . ?
C14 C15 1.387(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(2) . ?
C16 H16 0.9500 . ?
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
C2 C1 Br1 119.70(11) . . ?
C2 C1 C6 121.60(13) . . ?
C6 C1 Br1 118.69(11) . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.86(14) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.73(14) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C7 120.06(13) . . ?
C5 C4 C3 119.12(13) . . ?
C5 C4 C7 120.82(13) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.40(13) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.24(13) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C8 C7 C4 115.07(13) . . ?
C9 C7 C4 125.71(13) . . ?
C9 C7 C8 119.09(13) . . ?
N1 C8 C7 174.20(16) . . ?
C7 C9 C10 119.33(13) . . ?
C7 C9 C11 126.01(13) . . ?
C10 C9 C11 114.56(12) . . ?
N2 C10 C9 175.69(16) . . ?
C12 C11 C9 121.02(13) . . ?
C16 C11 C9 119.63(13) . . ?
C16 C11 C12 119.35(13) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.03(13) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.32(13) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 Br2 119.59(11) . . ?
C13 C14 C15 121.67(13) . . ?
C15 C14 Br2 118.71(11) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 C14 118.74(13) . . ?
C16 C15 H15 120.6 . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.78(13) . . ?
C15 C16 H16 119.6 . . ?
_shelx_res_file
;
TITL testt1_a.res in P-1
REM Old TITL BrFN_Old_XPrep in P-1
REM SHELXT solution in P-1
REM R1 0.075, Rweak 0.004, Alpha 0.051, Orientation as input
REM Formula found by SHELXT: C16 N2 Br2
CELL 0.71073 7.8318 9.3958 10.5371 87.814 70.834 74.15
ZERR 2 0.0002 0.0003 0.0003 0.002 0.001 0.002
LATT 1
SFAC C H N Br
UNIT 32 16 4 4
L.S. 4
PLAN 5
TEMP -173.14
BOND $H
list 4
fmap 2
acta
OMIT 0 0 1
REM
REM
REM
WGHT 0.020500 0.271500
FVAR 0.53802
BR1 4 -0.005082 0.623027 1.219970 11.00000 0.01608 0.02719 =
0.01412 -0.00703 -0.00132 -0.00352
BR2 4 1.233938 0.028526 0.063972 11.00000 0.01431 0.01575 =
0.01183 -0.00194 -0.00141 -0.00041
N1 3 0.707821 0.600601 0.529958 11.00000 0.02297 0.01987 =
0.01999 0.00206 -0.00312 -0.00720
N2 3 0.466418 0.060746 0.732045 11.00000 0.01853 0.02091 =
0.01648 -0.00206 -0.00360 -0.00854
C1 1 0.179109 0.553985 1.050228 11.00000 0.01247 0.01986 =
0.01193 -0.00493 -0.00241 -0.00496
C2 1 0.190999 0.644929 0.943396 11.00000 0.01756 0.01490 =
0.01860 -0.00207 -0.00895 0.00201
AFIX 43
H2 2 0.107862 0.741943 0.954451 11.00000 -1.20000
AFIX 0
C3 1 0.326342 0.592223 0.819739 11.00000 0.01910 0.01535 =
0.01444 0.00161 -0.00721 -0.00153
AFIX 43
H3 2 0.336371 0.653968 0.745636 11.00000 -1.20000
AFIX 0
C4 1 0.448125 0.449326 0.802909 11.00000 0.01239 0.01283 =
0.01335 -0.00179 -0.00487 -0.00358
C5 1 0.435669 0.361396 0.913115 11.00000 0.01668 0.01044 =
0.01592 -0.00093 -0.00645 -0.00246
AFIX 43
H5 2 0.520330 0.265175 0.903397 11.00000 -1.20000
AFIX 0
C6 1 0.300329 0.413418 1.037116 11.00000 0.01982 0.01500 =
0.01260 0.00136 -0.00498 -0.00745
AFIX 43
H6 2 0.291167 0.353034 1.112123 11.00000 -1.20000
AFIX 0
C7 1 0.588371 0.393419 0.669565 11.00000 0.01146 0.01586 =
0.01248 0.00139 -0.00480 -0.00416
C8 1 0.662887 0.504087 0.588778 11.00000 0.01472 0.01668 =
0.01415 -0.00268 -0.00387 -0.00283
C9 1 0.641570 0.252341 0.616351 11.00000 0.01175 0.01545 =
0.01144 0.00098 -0.00492 -0.00465
C10 1 0.541002 0.148546 0.684985 11.00000 0.01251 0.01584 =
0.01187 -0.00391 -0.00393 -0.00199
C11 1 0.789715 0.193393 0.486652 11.00000 0.01330 0.01249 =
0.01176 0.00077 -0.00337 -0.00267
C12 1 0.960909 0.229485 0.447738 11.00000 0.01492 0.01548 =
0.01410 -0.00070 -0.00510 -0.00501
AFIX 43
H12 2 0.984870 0.290299 0.506198 11.00000 -1.20000
AFIX 0
C13 1 1.095998 0.176372 0.323521 11.00000 0.01181 0.01573 =
0.01558 0.00150 -0.00461 -0.00388
AFIX 43
H13 2 1.213026 0.199630 0.297076 11.00000 -1.20000
AFIX 0
C14 1 1.058232 0.089360 0.238896 11.00000 0.01431 0.01076 =
0.01040 -0.00013 -0.00244 0.00089
C15 1 0.891867 0.048566 0.276873 11.00000 0.01790 0.01136 =
0.01387 -0.00121 -0.00596 -0.00313
AFIX 43
H15 2 0.869284 -0.013119 0.218340 11.00000 -1.20000
AFIX 0
C16 1 0.759172 0.099511 0.401861 11.00000 0.01468 0.01552 =
0.01408 -0.00008 -0.00434 -0.00591
AFIX 43
H16 2 0.646104 0.070199 0.430165 11.00000 -1.20000
AFIX 0
HKLF 4
REM testt1_a.res in P-1
REM R1 = 0.0161 for 2985 Fo > 4sig(Fo) and 0.0188 for all 3262 data
REM 181 parameters refined using 0 restraints
END
WGHT 0.0205 0.2715
REM Highest difference peak 0.391, deepest hole -0.259, 1-sigma level 0.057
Q1 1 0.8755 0.1987 0.4772 11.00000 0.05 0.39
Q2 1 0.7156 0.2259 0.5519 11.00000 0.05 0.36
Q3 1 0.7880 0.1383 0.4467 11.00000 0.05 0.35
Q4 1 1.0194 0.1948 0.3829 11.00000 0.05 0.33
Q5 1 0.5086 0.4197 0.7325 11.00000 0.05 0.31
;
_shelx_res_checksum 59357
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Dichloromethane, methanol atmosphere'
_exptl_crystal_preparation Luminescent