# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018
#######################################################################
#
# 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.
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data_1
_database_code_depnum_ccdc_archive 'CCDC 1833499'
_audit_update_record
;
2018-03-29 deposited with the CCDC.
2018-05-18 downloaded from the CCDC.
;
_audit_creation_date 2018-03-19
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number 2016/6
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C19 H19 Cu N2 O5, N O3'
_chemical_formula_sum 'C19 H19 Cu N3 O8'
_chemical_formula_weight 480.91
_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 0.0030 0.0010 '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'
Cu Cu 0.3510 1.1760 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0100 0.0050 '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 orthorhombic
_space_group_IT_number 61
_space_group_name_H-M_alt 'P b c a'
_space_group_name_Hall '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
_cell_length_a 17.8332(4)
_cell_length_b 9.26780(10)
_cell_length_c 24.5582(2)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 4058.84(11)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 7442
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 25.4830
_cell_measurement_theta_min 1.5640
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.985
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.85880
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour ?
_exptl_crystal_density_diffrn 1.571
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description 'oval-cut emerald color'
_exptl_crystal_F_000 1968
_exptl_crystal_size_max ?
_exptl_crystal_size_mid ?
_exptl_crystal_size_min ?
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0199
_diffrn_reflns_av_unetI/netI 0.0140
_diffrn_reflns_Laue_measured_fraction_full 0.786
_diffrn_reflns_Laue_measured_fraction_max 0.729
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 30
_diffrn_reflns_limit_l_min -30
_diffrn_reflns_number 17084
_diffrn_reflns_point_group_measured_fraction_full 0.786
_diffrn_reflns_point_group_measured_fraction_max 0.729
_diffrn_reflns_theta_full 23.899
_diffrn_reflns_theta_max 25.470
_diffrn_reflns_theta_min 1.576
_diffrn_ambient_temperature 293(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.786
_diffrn_measured_fraction_theta_max 0.729
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w 0.00 360.00 1.00 2.00 -- 0.00 0.00 0.00 360
;
_diffrn_measurement_device 'abstract diffractometer'
_diffrn_measurement_device_type
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 -0.0071790000
_diffrn_orient_matrix_UB_12 0.0363016000
_diffrn_orient_matrix_UB_13 0.0232636000
_diffrn_orient_matrix_UB_21 -0.0001552000
_diffrn_orient_matrix_UB_22 0.0627534000
_diffrn_orient_matrix_UB_23 -0.0139720000
_diffrn_orient_matrix_UB_31 -0.0371747000
_diffrn_orient_matrix_UB_32 -0.0072923000
_diffrn_orient_matrix_UB_33 -0.0044125000
_diffrn_radiation_monochromator synchrotron
_diffrn_radiation_probe x-ray
_diffrn_radiation_type ?
_diffrn_radiation_wavelength 0.67522
_diffrn_source synchrotron
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3014
_reflns_number_total 3204
_reflns_odcompleteness_completeness 72.32
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 25.47
_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 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction 'CrysAlisPro 1.171.38.41 (Rigaku OD, 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 0.865
_refine_diff_density_min -0.733
_refine_diff_density_rms 0.097
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.080
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 284
_refine_ls_number_reflns 3204
_refine_ls_number_restraints 4
_refine_ls_R_factor_all 0.0714
_refine_ls_R_factor_gt 0.0687
_refine_ls_restrained_S_all 1.086
_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^)+(0.1107P)^2^+8.3969P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1920
_refine_ls_wR_factor_ref 0.1948
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups, All O(H) groups
2. Restrained distances
C00V-C00U
1.55 with sigma of 0.005
O004-H004
0.85 with sigma of 0.01
C00U-H004
1.936529 with sigma of 0.02
Cu01-H004
2.744332 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
C00O(H00A,H00C), C00R(H00D,H00F), C00U(H00G,H00K)
3.b Aromatic/amide H refined with riding coordinates:
C00B(H00B), C00E(H00E), C00H(H00H), C00I(H00I), C00J(H00J), C00L(H00L),
C00N(H00N), C00P(H00P), C00S(H00S)
3.c Idealised Me refined as rotating group:
C00V(H00M,H00O,H00Q)
;
_atom_sites_solution_hydrogens mixed
_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
Cu01 Cu 0.45237(4) 0.90772(6) 0.52257(2) 0.0455(3) Uani 1 1 d D . . . .
O3 O 0.6176(2) 1.0234(4) 0.53331(14) 0.0577(10) Uani 1 1 d . . . . .
O1 O 1.0123(2) 0.2411(4) 0.97183(12) 0.0577(10) Uani 1 1 d . . . . .
O5 O 0.3758(2) 0.7871(4) 0.57091(14) 0.0626(11) Uani 1 1 d D . . . .
H004 H 0.3718(19) 0.795(6) 0.6057(4) 0.094 Uiso 1 1 d DR . . . .
O2 O 0.9311(3) 0.0833(4) 0.93537(16) 0.0671(11) Uani 1 1 d . . . . .
O4 O 0.5377(2) 0.8634(5) 0.57072(13) 0.0611(11) Uani 1 1 d . . . . .
N1 N 0.8980(3) 0.5759(4) 0.75969(18) 0.0566(12) Uani 1 1 d . . . . .
N2 N 0.8384(3) 0.6862(5) 0.69328(16) 0.0554(12) Uani 1 1 d . . . . .
C16 C 0.6629(3) 0.8652(5) 0.60077(17) 0.0468(13) Uani 1 1 d . . . . .
O1N O 0.4095(4) 0.8794(6) 0.6797(2) 0.1040(19) Uani 1 1 d . . . . .
C8 C 0.8326(4) 0.6065(5) 0.73852(19) 0.0526(14) Uani 1 1 d . . . . .
H00B H 0.787202 0.576168 0.753237 0.063 Uiso 1 1 calc R . . . .
C11 C 0.7776(3) 0.7467(5) 0.66271(18) 0.0507(14) Uani 1 1 d . . . . .
C17 C 0.6014(4) 0.9225(5) 0.56545(17) 0.0485(14) Uani 1 1 d . . . . .
C6 C 0.8751(3) 0.3540(5) 0.8103(2) 0.0547(14) Uani 1 1 d . . . . .
H00E H 0.842240 0.323829 0.783206 0.066 Uiso 1 1 calc R . . . .
C1 C 0.9623(3) 0.2048(5) 0.93820(19) 0.0501(14) Uani 1 1 d . . . . .
C7 C 0.9102(3) 0.4880(5) 0.80734(19) 0.0551(14) Uani 1 1 d . . . . .
C13 C 0.7058(4) 0.7100(6) 0.67332(18) 0.0598(16) Uani 1 1 d . . . . .
H00H H 0.695049 0.645163 0.701145 0.072 Uiso 1 1 calc R . . . .
C4 C 0.8906(3) 0.2668(5) 0.85482(18) 0.0526(13) Uani 1 1 d . . . . .
H00I H 0.867507 0.177121 0.857720 0.063 Uiso 1 1 calc R . . . .
C15 C 0.6481(3) 0.7693(7) 0.64262(19) 0.0624(15) Uani 1 1 d . . . . .
H00J H 0.598762 0.744089 0.650301 0.075 Uiso 1 1 calc R . . . .
C2 C 0.9397(3) 0.3113(5) 0.89483(19) 0.0503(13) Uani 1 1 d . . . . .
C3 C 0.9712(3) 0.4491(6) 0.8933(2) 0.0548(13) Uani 1 1 d . . . . .
H00L H 1.001798 0.480881 0.921465 0.066 Uiso 1 1 calc R . . . .
N1N N 0.3563(5) 0.9301(6) 0.7072(2) 0.093(2) Uani 1 1 d . . . . .
C5 C 0.9563(3) 0.5384(6) 0.8490(2) 0.0577(15) Uani 1 1 d . . . . .
H00N H 0.976847 0.630522 0.847224 0.069 Uiso 1 1 calc R . . . .
C10 C 0.9172(4) 0.7112(7) 0.6803(2) 0.0649(17) Uani 1 1 d . . . . .
H00A H 0.927838 0.813656 0.677800 0.078 Uiso 1 1 calc R . . . .
H00C H 0.930723 0.665279 0.646243 0.078 Uiso 1 1 calc R . . . .
C14 C 0.7368(4) 0.9012(6) 0.5906(2) 0.0688(18) Uani 1 1 d . . . . .
H00P H 0.747944 0.966337 0.562964 0.083 Uiso 1 1 calc R . . . .
O2N O 0.3773(4) 0.9820(7) 0.7522(2) 0.126(2) Uani 1 1 d . . . . .
C9 C 0.9596(4) 0.6423(8) 0.7285(2) 0.075(2) Uani 1 1 d . . . . .
H00D H 0.995207 0.570408 0.716151 0.090 Uiso 1 1 calc R . . . .
H00F H 0.985639 0.714548 0.749944 0.090 Uiso 1 1 calc R . . . .
C12 C 0.7941(4) 0.8420(7) 0.6208(2) 0.0731(19) Uani 1 1 d . . . . .
H00S H 0.843634 0.865807 0.613164 0.088 Uiso 1 1 calc R . . . .
O3N O 0.2946(5) 0.9350(16) 0.6948(4) 0.237(7) Uani 1 1 d . . . . .
C18 C 0.2986(7) 0.7516(11) 0.5520(5) 0.147(4) Uani 1 1 d D . . . .
H00G H 0.296080 0.758165 0.512588 0.176 Uiso 1 1 calc R . . . .
H00K H 0.263039 0.819753 0.567210 0.176 Uiso 1 1 calc R . . . .
C19 C 0.2789(7) 0.5994(11) 0.5701(5) 0.158(5) Uani 1 1 d D . . . .
H00M H 0.315858 0.533164 0.556614 0.237 Uiso 1 1 calc GR . . . .
H00O H 0.230500 0.573582 0.556043 0.237 Uiso 1 1 calc GR . . . .
H00Q H 0.277882 0.595392 0.609178 0.237 Uiso 1 1 calc GR . . . .
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
Cu01 0.0517(7) 0.0470(4) 0.0377(3) -0.00911(19) -0.0064(2) 0.0067(3)
O3 0.059(3) 0.0479(18) 0.0664(19) 0.0080(16) -0.0220(18) 0.0002(17)
O1 0.083(3) 0.0462(17) 0.0443(16) 0.0099(13) -0.0050(18) 0.0105(19)
O5 0.064(3) 0.063(2) 0.062(2) 0.0001(17) -0.0066(19) -0.0133(19)
O2 0.065(3) 0.062(2) 0.074(2) 0.0367(18) -0.013(2) -0.0079(19)
O4 0.049(3) 0.095(3) 0.0394(16) 0.0085(17) -0.0067(15) 0.001(2)
N1 0.047(4) 0.060(2) 0.062(2) 0.0272(19) 0.004(2) 0.007(2)
N2 0.049(4) 0.065(2) 0.052(2) 0.0250(19) 0.007(2) 0.004(2)
C16 0.044(4) 0.053(2) 0.043(2) -0.0008(18) -0.003(2) 0.002(2)
O1N 0.127(5) 0.092(3) 0.094(3) -0.026(3) 0.044(3) 0.017(3)
C8 0.051(5) 0.056(3) 0.051(2) 0.019(2) 0.001(2) 0.004(2)
C11 0.049(5) 0.058(3) 0.045(2) 0.015(2) -0.001(2) 0.006(3)
C17 0.052(5) 0.055(3) 0.039(2) -0.0120(18) -0.007(2) 0.007(3)
C6 0.053(4) 0.057(3) 0.054(3) 0.013(2) 0.001(2) 0.009(3)
C1 0.049(4) 0.055(3) 0.047(2) 0.015(2) 0.011(2) 0.009(2)
C7 0.056(4) 0.057(3) 0.053(3) 0.021(2) 0.006(2) 0.016(2)
C13 0.055(5) 0.085(4) 0.040(2) 0.022(2) 0.001(2) -0.006(3)
C4 0.057(4) 0.048(2) 0.053(2) 0.012(2) 0.007(2) 0.005(2)
C15 0.046(4) 0.095(4) 0.046(2) 0.014(3) 0.000(2) -0.003(3)
C2 0.047(4) 0.054(3) 0.050(2) 0.014(2) 0.013(2) 0.012(2)
C3 0.055(4) 0.055(3) 0.054(3) 0.010(2) 0.005(2) 0.009(3)
N1N 0.152(8) 0.059(3) 0.068(3) 0.001(2) 0.020(4) -0.013(3)
C5 0.052(5) 0.050(3) 0.071(3) 0.019(2) 0.007(3) 0.008(2)
C10 0.058(5) 0.076(4) 0.060(3) 0.027(3) 0.008(3) 0.006(3)
C14 0.061(6) 0.072(3) 0.073(3) 0.038(3) -0.012(3) -0.006(3)
O2N 0.177(6) 0.111(4) 0.092(3) -0.030(3) 0.064(4) -0.010(4)
C9 0.063(5) 0.091(4) 0.070(4) 0.042(3) 0.009(3) 0.010(3)
C12 0.046(5) 0.087(4) 0.087(4) 0.049(3) -0.003(3) -0.003(3)
O3N 0.047(6) 0.46(2) 0.203(9) 0.021(10) -0.034(5) -0.043(7)
C18 0.143(11) 0.127(8) 0.171(10) 0.015(8) 0.012(9) -0.044(8)
C19 0.142(11) 0.181(12) 0.151(10) 0.016(8) -0.019(8) -0.013(9)
_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
Cu01 Cu01 2.6534(13) 5_676 ?
Cu01 O3 1.962(3) 5_676 ?
Cu01 O1 1.962(3) 2_664 ?
Cu01 O5 2.127(4) . ?
Cu01 O2 1.964(3) 6_567 ?
Cu01 O4 1.971(4) . ?
O3 C17 1.257(6) . ?
O1 C1 1.261(7) . ?
O5 H004 0.861(10) . ?
O5 C18 1.490(12) . ?
O2 C1 1.259(6) . ?
O4 C17 1.267(7) . ?
N1 C8 1.307(7) . ?
N1 C7 1.443(6) . ?
N1 C9 1.473(7) . ?
N2 C8 1.339(6) . ?
N2 C11 1.432(7) . ?
N2 C10 1.459(8) . ?
C16 C17 1.496(7) . ?
C16 C15 1.385(7) . ?
C16 C14 1.382(9) . ?
O1N N1N 1.255(8) . ?
C8 H00B 0.9300 . ?
C11 C13 1.350(8) . ?
C11 C12 1.387(7) . ?
C6 H00E 0.9300 . ?
C6 C7 1.392(8) . ?
C6 C4 1.387(6) . ?
C1 C2 1.507(6) . ?
C7 C5 1.393(8) . ?
C13 H00H 0.9300 . ?
C13 C15 1.389(8) . ?
C4 H00I 0.9300 . ?
C4 C2 1.380(7) . ?
C15 H00J 0.9300 . ?
C2 C3 1.396(8) . ?
C3 H00L 0.9300 . ?
C3 C5 1.392(7) . ?
N1N O2N 1.264(8) . ?
N1N O3N 1.142(10) . ?
C5 H00N 0.9300 . ?
C10 H00A 0.9700 . ?
C10 H00C 0.9700 . ?
C10 C9 1.543(7) . ?
C14 H00P 0.9300 . ?
C14 C12 1.377(8) . ?
C9 H00D 0.9700 . ?
C9 H00F 0.9700 . ?
C12 H00S 0.9300 . ?
C18 H00G 0.9700 . ?
C18 H00K 0.9700 . ?
C18 C19 1.520(5) . ?
C19 H00M 0.9600 . ?
C19 H00O 0.9600 . ?
C19 H00Q 0.9600 . ?
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
O3 Cu01 Cu01 84.56(12) 5_676 5_676 ?
O3 Cu01 O1 89.35(16) 5_676 2_664 ?
O3 Cu01 O5 98.82(17) 5_676 . ?
O3 Cu01 O2 88.58(18) 5_676 6_567 ?
O3 Cu01 O4 168.21(18) 5_676 . ?
O1 Cu01 Cu01 88.98(12) 2_664 5_676 ?
O1 Cu01 O5 101.00(16) 2_664 . ?
O1 Cu01 O2 167.97(17) 2_664 6_567 ?
O1 Cu01 O4 89.24(17) 2_664 . ?
O5 Cu01 Cu01 169.45(10) . 5_676 ?
O2 Cu01 Cu01 79.03(13) 6_567 5_676 ?
O2 Cu01 O5 91.02(16) 6_567 . ?
O2 Cu01 O4 90.37(18) 6_567 . ?
O4 Cu01 Cu01 83.71(13) . 5_676 ?
O4 Cu01 O5 92.94(17) . . ?
C17 O3 Cu01 122.3(4) . 5_676 ?
C1 O1 Cu01 117.1(3) . 2_665 ?
Cu01 O5 H004 124.4(19) . . ?
C18 O5 Cu01 122.3(5) . . ?
C18 O5 H004 104.5(18) . . ?
C1 O2 Cu01 128.8(4) . 6_647 ?
C17 O4 Cu01 122.7(3) . . ?
C8 N1 C7 125.4(4) . . ?
C8 N1 C9 111.6(4) . . ?
C7 N1 C9 123.0(5) . . ?
C8 N2 C11 126.4(5) . . ?
C8 N2 C10 110.0(4) . . ?
C11 N2 C10 123.5(4) . . ?
C15 C16 C17 121.3(5) . . ?
C14 C16 C17 120.6(5) . . ?
C14 C16 C15 118.1(5) . . ?
N1 C8 N2 112.4(5) . . ?
N1 C8 H00B 123.8 . . ?
N2 C8 H00B 123.8 . . ?
C13 C11 N2 121.2(4) . . ?
C13 C11 C12 120.3(5) . . ?
C12 C11 N2 118.6(5) . . ?
O3 C17 O4 126.3(5) . . ?
O3 C17 C16 117.3(6) . . ?
O4 C17 C16 116.4(5) . . ?
C7 C6 H00E 120.9 . . ?
C4 C6 H00E 120.9 . . ?
C4 C6 C7 118.1(5) . . ?
O1 C1 C2 118.5(5) . . ?
O2 C1 O1 126.0(4) . . ?
O2 C1 C2 115.4(5) . . ?
C6 C7 N1 118.6(5) . . ?
C6 C7 C5 121.7(4) . . ?
C5 C7 N1 119.7(5) . . ?
C11 C13 H00H 120.1 . . ?
C11 C13 C15 119.9(5) . . ?
C15 C13 H00H 120.1 . . ?
C6 C4 H00I 119.6 . . ?
C2 C4 C6 120.9(5) . . ?
C2 C4 H00I 119.6 . . ?
C16 C15 C13 121.1(6) . . ?
C16 C15 H00J 119.5 . . ?
C13 C15 H00J 119.5 . . ?
C4 C2 C1 118.5(5) . . ?
C4 C2 C3 120.6(4) . . ?
C3 C2 C1 120.7(5) . . ?
C2 C3 H00L 120.4 . . ?
C5 C3 C2 119.3(5) . . ?
C5 C3 H00L 120.4 . . ?
O1N N1N O2N 112.9(8) . . ?
O3N N1N O1N 126.9(9) . . ?
O3N N1N O2N 120.2(9) . . ?
C7 C5 H00N 120.4 . . ?
C3 C5 C7 119.1(5) . . ?
C3 C5 H00N 120.4 . . ?
N2 C10 H00A 111.0 . . ?
N2 C10 H00C 111.0 . . ?
N2 C10 C9 103.8(4) . . ?
H00A C10 H00C 109.0 . . ?
C9 C10 H00A 111.0 . . ?
C9 C10 H00C 111.0 . . ?
C16 C14 H00P 119.5 . . ?
C12 C14 C16 120.9(5) . . ?
C12 C14 H00P 119.5 . . ?
N1 C9 C10 101.9(5) . . ?
N1 C9 H00D 111.4 . . ?
N1 C9 H00F 111.4 . . ?
C10 C9 H00D 111.4 . . ?
C10 C9 H00F 111.4 . . ?
H00D C9 H00F 109.3 . . ?
C11 C12 H00S 120.1 . . ?
C14 C12 C11 119.8(6) . . ?
C14 C12 H00S 120.1 . . ?
O5 C18 H00G 109.9 . . ?
O5 C18 H00K 109.9 . . ?
O5 C18 C19 109.1(9) . . ?
H00G C18 H00K 108.3 . . ?
C19 C18 H00G 109.9 . . ?
C19 C18 H00K 109.9 . . ?
C18 C19 H00M 109.5 . . ?
C18 C19 H00O 109.5 . . ?
C18 C19 H00Q 109.5 . . ?
H00M C19 H00O 109.5 . . ?
H00M C19 H00Q 109.5 . . ?
H00O C19 H00Q 109.5 . . ?
_vrf_PLAT029_1
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.786 Why?
RESPONSE: Low data completeness is caused by the synchrotron setup features,
in particular, only omega scans were possible, so a part of reciprocal sphere
was inaccessible during the measurement.
The purpose of this dataset is to indicate the ease of nitrate anion location at room temperature,
and this purpose is reached with the data quality available.
;
_vrf_PLAT230_1
;
PROBLEM: Hirshfeld Test Diff for O5 --C18 . 8.1 s.u.
RESPONSE: Hirshfield test difference for O5-C18 is high because C18 belongs to the part of ethanol molecule
dangling in the pore, which is more disordered rather than O5 which is directly bound to the copper site.
;
_shelx_res_file
;
TITL 1_a.res in Pbca
1.res
created by SHELXL-2016/6 at 12:08:36 on 19-Mar-2018
REM Old TITL 1 in Pbca
REM SHELXT solution in Pbca
REM R1 0.148, Rweak 0.062, Alpha 0.036, Orientation as input
REM Formula found by SHELXT: C20 N3 O7 Cu
CELL 0.67522 17.8332 9.2678 24.5582 90 90 90
ZERR 8 0.0004 0.0001 0.0002 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H Cu N O
DISP C 0.003 0.001 10.41
DISP Cu 0.351 1.176 4507.458
DISP H -0 0 0.622
DISP N 0.006 0.003 17.486
DISP O 0.01 0.005 28.64
UNIT 152 144 8 24 64
DFIX 1.55 0.005 C00V C00U
DFIX 0.85 0.01 O004 H004
DANG 1.936529 0.02 C00U H004
DANG 2.744332 0.02 Cu01 H004
L.S. 10
PLAN 20
BOND $H
list 4
fmap 2
acta
REM
REM
REM
WGHT 0.110700 8.396900
FVAR 0.30542
CU01 3 0.452370 0.907724 0.522572 11.00000 0.05174 0.04700 =
0.03765 -0.00911 -0.00644 0.00674
O002 5 0.617615 1.023370 0.533307 11.00000 0.05876 0.04789 =
0.06636 0.00800 -0.02200 0.00022
O003 5 1.012327 0.241070 0.971828 11.00000 0.08259 0.04617 =
0.04429 0.00987 -0.00501 0.01052
O004 5 0.375821 0.787060 0.570909 11.00000 0.06350 0.06259 =
0.06158 0.00010 -0.00660 -0.01330
H004 2 0.371781 0.794698 0.605718 11.00000 -1.50000
O005 5 0.931064 0.083254 0.935366 11.00000 0.06524 0.06230 =
0.07362 0.03666 -0.01290 -0.00792
O006 5 0.537721 0.863435 0.570717 11.00000 0.04912 0.09482 =
0.03939 0.00848 -0.00673 0.00106
N007 4 0.897954 0.575900 0.759685 11.00000 0.04718 0.06048 =
0.06211 0.02722 0.00375 0.00671
N008 4 0.838371 0.686243 0.693280 11.00000 0.04892 0.06489 =
0.05236 0.02502 0.00694 0.00384
C009 1 0.662894 0.865245 0.600768 11.00000 0.04419 0.05337 =
0.04289 -0.00083 -0.00291 0.00206
O00A 5 0.409535 0.879446 0.679716 11.00000 0.12694 0.09164 =
0.09352 -0.02607 0.04402 0.01733
C00B 1 0.832601 0.606456 0.738520 11.00000 0.05134 0.05553 =
0.05095 0.01939 0.00088 0.00410
AFIX 43
H00B 2 0.787202 0.576168 0.753237 11.00000 -1.20000
AFIX 0
C00C 1 0.777646 0.746654 0.662711 11.00000 0.04885 0.05777 =
0.04548 0.01458 -0.00150 0.00609
C00D 1 0.601386 0.922496 0.565449 11.00000 0.05238 0.05454 =
0.03862 -0.01197 -0.00694 0.00702
C00E 1 0.875115 0.354002 0.810308 11.00000 0.05260 0.05695 =
0.05446 0.01285 0.00135 0.00934
AFIX 43
H00E 2 0.842240 0.323829 0.783206 11.00000 -1.20000
AFIX 0
C00F 1 0.962322 0.204778 0.938201 11.00000 0.04911 0.05458 =
0.04665 0.01453 0.01069 0.00880
C00G 1 0.910202 0.487967 0.807340 11.00000 0.05586 0.05680 =
0.05251 0.02082 0.00591 0.01639
C00H 1 0.705848 0.709994 0.673325 11.00000 0.05487 0.08491 =
0.03954 0.02193 0.00070 -0.00645
AFIX 43
H00H 2 0.695049 0.645163 0.701145 11.00000 -1.20000
AFIX 0
C00I 1 0.890563 0.266800 0.854816 11.00000 0.05657 0.04844 =
0.05279 0.01248 0.00723 0.00519
AFIX 43
H00I 2 0.867507 0.177121 0.857720 11.00000 -1.20000
AFIX 0
C00J 1 0.648121 0.769276 0.642619 11.00000 0.04578 0.09505 =
0.04650 0.01359 -0.00016 -0.00319
AFIX 43
H00J 2 0.598762 0.744089 0.650301 11.00000 -1.20000
AFIX 0
C00K 1 0.939673 0.311326 0.894835 11.00000 0.04747 0.05360 =
0.04993 0.01419 0.01276 0.01229
C00L 1 0.971186 0.449091 0.893252 11.00000 0.05544 0.05488 =
0.05420 0.00961 0.00497 0.00927
AFIX 43
H00L 2 1.001798 0.480881 0.921465 11.00000 -1.20000
AFIX 0
N00M 4 0.356295 0.930079 0.707154 11.00000 0.15223 0.05923 =
0.06775 0.00144 0.02040 -0.01329
C00N 1 0.956295 0.538413 0.848976 11.00000 0.05234 0.05018 =
0.07070 0.01870 0.00741 0.00766
AFIX 43
H00N 2 0.976847 0.630522 0.847224 11.00000 -1.20000
AFIX 0
C00O 1 0.917167 0.711246 0.680335 11.00000 0.05819 0.07625 =
0.06023 0.02702 0.00805 0.00603
AFIX 23
H00A 2 0.927838 0.813656 0.677800 11.00000 -1.20000
H00C 2 0.930723 0.665279 0.646243 11.00000 -1.20000
AFIX 0
C00P 1 0.736765 0.901204 0.590605 11.00000 0.06116 0.07209 =
0.07325 0.03808 -0.01205 -0.00618
AFIX 43
H00P 2 0.747944 0.966337 0.562964 11.00000 -1.20000
AFIX 0
O00Q 5 0.377251 0.982032 0.752233 11.00000 0.17723 0.11062 =
0.09158 -0.02975 0.06438 -0.00954
C00R 1 0.959551 0.642302 0.728545 11.00000 0.06309 0.09111 =
0.06982 0.04166 0.00949 0.01010
AFIX 23
H00D 2 0.995207 0.570408 0.716151 11.00000 -1.20000
H00F 2 0.985639 0.714548 0.749944 11.00000 -1.20000
AFIX 0
C00S 1 0.794084 0.841984 0.620816 11.00000 0.04569 0.08657 =
0.08704 0.04866 -0.00314 -0.00328
AFIX 43
H00S 2 0.843634 0.865807 0.613164 11.00000 -1.20000
AFIX 0
O00T 5 0.294584 0.935015 0.694798 11.00000 0.04699 0.46078 =
0.20265 0.02129 -0.03445 -0.04311
C00U 1 0.298586 0.751604 0.551966 11.00000 0.14332 0.12671 =
0.17091 0.01468 0.01205 -0.04402
AFIX 23
H00G 2 0.296080 0.758165 0.512588 11.00000 -1.20000
H00K 2 0.263039 0.819753 0.567210 11.00000 -1.20000
AFIX 0
C00V 1 0.278892 0.599411 0.570123 11.00000 0.14187 0.18080 =
0.15115 0.01633 -0.01885 -0.01299
AFIX 137
H00M 2 0.315858 0.533164 0.556614 11.00000 -1.50000
H00O 2 0.230500 0.573582 0.556043 11.00000 -1.50000
H00Q 2 0.277882 0.595392 0.609178 11.00000 -1.50000
AFIX 0
HKLF 4
REM 1_a.res in Pbca
REM R1 = 0.0687 for 3014 Fo > 4sig(Fo) and 0.0714 for all 3204 data
REM 284 parameters refined using 4 restraints
END
WGHT 0.1109 8.3802
REM Highest difference peak 0.865, deepest hole -0.733, 1-sigma level 0.097
Q1 1 0.3241 0.8442 0.6686 11.00000 0.05 0.87
Q2 1 0.2990 0.6633 0.5287 11.00000 0.05 0.70
Q3 1 0.2984 0.7858 0.7076 11.00000 0.05 0.69
Q4 1 0.3269 1.0085 0.7290 11.00000 0.05 0.64
Q5 1 0.3159 1.0514 0.7001 11.00000 0.05 0.60
Q6 1 0.4495 0.9759 0.5475 11.00000 0.05 0.59
Q7 1 0.4616 0.8326 0.4961 11.00000 0.05 0.57
Q8 1 0.4272 0.9601 0.5005 11.00000 0.05 0.56
Q9 1 0.3022 0.7199 0.5794 11.00000 0.05 0.55
Q10 1 0.4998 0.8735 0.5498 11.00000 0.05 0.49
Q11 1 0.5013 0.9805 0.5272 11.00000 0.05 0.44
Q12 1 0.4067 0.8401 0.5178 11.00000 0.05 0.41
Q13 1 0.4008 0.8586 0.5490 11.00000 0.05 0.40
Q14 1 0.2882 0.8836 0.7433 11.00000 0.05 0.37
Q15 1 0.5964 0.9684 0.5177 11.00000 0.05 0.34
Q16 1 0.2681 0.9865 0.6705 11.00000 0.05 0.33
Q17 1 0.7100 0.9162 0.6075 11.00000 0.05 0.30
Q18 1 0.9617 0.2664 0.9126 11.00000 0.05 0.30
Q19 1 0.5568 0.9234 0.5790 11.00000 0.05 0.29
Q20 1 0.5673 0.8543 0.5514 11.00000 0.05 0.28
;
_shelx_res_checksum 54723
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.139
_oxdiff_exptl_absorpt_empirical_full_min 0.899
#######################################################################
#
# 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_cusp5_pl
_database_code_depnum_ccdc_archive 'CCDC 1833500'
_audit_update_record
;
2018-03-29 deposited with the CCDC.
2018-05-18 downloaded from the CCDC.
;
_audit_creation_date 2018-03-11
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number 2016/6
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C19 H19 Cu N2 O5, N O3'
_chemical_formula_sum 'C19 H19 Cu N3 O8'
_chemical_formula_weight 480.91
_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'
Cu Cu 0.3201 1.2651 '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'
_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 orthorhombic
_space_group_IT_number 61
_space_group_name_H-M_alt 'P b c a'
_space_group_name_Hall '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
_cell_length_a 17.7049(15)
_cell_length_b 9.2515(9)
_cell_length_c 24.5663(19)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 4023.9(6)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 3358
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 23.11
_cell_measurement_theta_min 2.62
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 1.139
_exptl_absorpt_correction_T_max ?
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_type ?
_exptl_absorpt_process_details ?
_exptl_absorpt_special_details ?
_exptl_crystal_colour ?
_exptl_crystal_density_diffrn 1.588
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description 'irregular shape'
_exptl_crystal_F_000 1976
_exptl_crystal_size_max ?
_exptl_crystal_size_mid ?
_exptl_crystal_size_min ?
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0996
_diffrn_reflns_av_unetI/netI 0.0650
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max 19
_diffrn_reflns_limit_h_min -19
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_l_max 27
_diffrn_reflns_limit_l_min -27
_diffrn_reflns_number 23222
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full 23.275
_diffrn_reflns_theta_max 23.275
_diffrn_reflns_theta_min 2.301
_diffrn_ambient_temperature 99.92
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method ?
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2188
_reflns_number_total 2890
_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 ?
_computing_data_collection ?
_computing_data_reduction ?
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max 1.075
_refine_diff_density_min -0.631
_refine_diff_density_rms 0.097
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.058
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 284
_refine_ls_number_reflns 2890
_refine_ls_number_restraints 19
_refine_ls_R_factor_all 0.0913
_refine_ls_R_factor_gt 0.0649
_refine_ls_restrained_S_all 1.065
_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^)+(0.0556P)^2^+24.6838P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1494
_refine_ls_wR_factor_ref 0.1628
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups, All O(H) groups
2. Restrained distances
C19-C18
1.51 with sigma of 0.002
3. Rigid body (RIGU) restrains
O1N, N1N, O2N, O3N
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
C14(H14A,H14B), C16(H16A,H16B), C18(H18A,H18B)
4.b Aromatic/amide H refined with riding coordinates:
C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C13(H13), C15(H15), C17(H17)
4.c Idealised Me refined as rotating group:
C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary ?
_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
Cu1 Cu 0.45202(4) 1.09214(8) 0.52258(3) 0.0246(3) Uani 1 1 d . . . . .
O1 O 0.1186(3) -0.0245(5) 0.96638(19) 0.0352(12) Uani 1 1 d . . . . .
O5 O 0.3749(3) 1.2129(5) 0.5712(2) 0.0379(12) Uani 1 1 d . . . . .
H2 H 0.369(5) 1.175(9) 0.604(3) 0.057 Uiso 1 1 d R . . . .
O3 O 0.5126(3) 0.7579(5) 0.52751(18) 0.0358(12) Uani 1 1 d . . . . .
O2 O 0.0380(2) 0.1348(6) 0.92922(17) 0.0374(12) Uani 1 1 d . . . . .
O4 O 0.4306(3) 0.9153(6) 0.5638(2) 0.0454(14) Uani 1 1 d . . . . .
N1 N 0.3392(3) 0.3148(6) 0.8065(2) 0.0332(14) Uani 1 1 d . . . . .
N2 N 0.3987(3) 0.4238(6) 0.7394(2) 0.0345(14) Uani 1 1 d . . . . .
O1N O 0.4103(4) 1.1158(7) 0.6788(2) 0.0675(18) Uani 1 1 d . U . . .
C2 C 0.1642(3) 0.1350(7) 0.8993(2) 0.0261(15) Uani 1 1 d . . . . .
C11 C 0.4099(4) 0.5110(8) 0.6920(3) 0.0308(17) Uani 1 1 d . . . . .
C16 C 0.4396(3) 0.6871(7) 0.6041(3) 0.0278(16) Uani 1 1 d . . . . .
C7 C 0.2790(3) 0.2530(8) 0.8371(3) 0.0290(16) Uani 1 1 d . . . . .
C13 C 0.3754(4) 0.6444(7) 0.6888(3) 0.0313(16) Uani 1 1 d . . . . .
H5 H 0.342322 0.676270 0.716712 0.038 Uiso 1 1 calc R . . . .
C8 C 0.3335(4) 0.3930(7) 0.7613(3) 0.0338(17) Uani 1 1 d . . . . .
H6 H 0.286678 0.423506 0.746330 0.041 Uiso 1 1 calc R . . . .
C15 C 0.3900(3) 0.7308(8) 0.6441(3) 0.0312(17) Uani 1 1 d . . . . .
H7 H 0.365410 0.821656 0.640897 0.037 Uiso 1 1 calc R . . . .
C6 C 0.2060(4) 0.2879(8) 0.8266(3) 0.0363(19) Uani 1 1 d . . . . .
H8 H 0.194414 0.353409 0.798036 0.044 Uiso 1 1 calc R . . . .
C14 C 0.4718(3) 0.5487(7) 0.6058(3) 0.0307(16) Uani 1 1 d . . . . .
H9 H 0.502982 0.515442 0.576966 0.037 Uiso 1 1 calc R . . . .
C17 C 0.4625(4) 0.7940(8) 0.5608(3) 0.0292(16) Uani 1 1 d . . . . .
C4 C 0.1488(4) 0.2288(9) 0.8571(3) 0.0401(19) Uani 1 1 d . . . . .
H11 H 0.097910 0.252833 0.849016 0.048 Uiso 1 1 calc R . . . .
C1 C 0.1019(4) 0.0761(7) 0.9349(3) 0.0283(16) Uani 1 1 d . . . . .
C12 C 0.4570(4) 0.4612(8) 0.6506(3) 0.0346(17) Uani 1 1 d . . . . .
H13 H 0.478933 0.367662 0.652892 0.042 Uiso 1 1 calc R . . . .
N1N N 0.3575(4) 1.0712(8) 0.7066(3) 0.0586(18) Uani 1 1 d . U . . .
O2N O 0.3761(5) 1.0210(8) 0.7528(3) 0.095(2) Uani 1 1 d . U . . .
C9 C 0.4195(4) 0.2901(9) 0.8191(3) 0.041(2) Uani 1 1 d . . . . .
H14A H 0.430393 0.185597 0.822643 0.049 Uiso 1 1 calc R . . . .
H14B H 0.434064 0.339562 0.853260 0.049 Uiso 1 1 calc R . . . .
C3 C 0.2380(4) 0.0990(8) 0.9097(3) 0.046(2) Uani 1 1 d . . . . .
H15 H 0.249576 0.032870 0.938076 0.055 Uiso 1 1 calc R . . . .
C10 C 0.4611(4) 0.3554(10) 0.7700(3) 0.049(2) Uani 1 1 d . . . . .
H16A H 0.499006 0.427718 0.781559 0.059 Uiso 1 1 calc R . . . .
H16B H 0.486261 0.279610 0.748056 0.059 Uiso 1 1 calc R . . . .
C5 C 0.2958(4) 0.1588(10) 0.8790(3) 0.056(3) Uani 1 1 d . . . . .
H17 H 0.346921 0.134852 0.886682 0.067 Uiso 1 1 calc R . . . .
O3N O 0.2959(4) 1.062(2) 0.6954(4) 0.224(8) Uani 1 1 d . U . . .
C18 C 0.2988(6) 1.2475(12) 0.5548(6) 0.107(4) Uani 1 1 d D . . . .
H18A H 0.262972 1.183341 0.574175 0.128 Uiso 1 1 calc R . . . .
H18B H 0.293180 1.229803 0.515269 0.128 Uiso 1 1 calc R . . . .
C19 C 0.2795(7) 1.4027(12) 0.5671(6) 0.124(5) Uani 1 1 d D . . . .
H19A H 0.313479 1.466516 0.546666 0.187 Uiso 1 1 calc GR . . . .
H19B H 0.285400 1.420707 0.606135 0.187 Uiso 1 1 calc GR . . . .
H19C H 0.227169 1.421974 0.556313 0.187 Uiso 1 1 calc GR . . . .
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
Cu1 0.0240(4) 0.0275(5) 0.0224(4) 0.0099(4) -0.0065(3) -0.0076(4)
O1 0.035(3) 0.023(3) 0.048(3) 0.006(2) 0.022(2) 0.001(2)
O5 0.028(3) 0.043(3) 0.043(3) 0.002(2) -0.005(2) 0.005(2)
O3 0.052(3) 0.027(3) 0.028(3) 0.008(2) 0.001(2) -0.011(2)
O2 0.024(3) 0.065(3) 0.023(2) 0.007(2) 0.002(2) -0.004(2)
O4 0.032(3) 0.044(3) 0.060(3) 0.034(3) 0.012(2) 0.004(2)
N1 0.027(3) 0.042(4) 0.031(3) 0.024(3) -0.003(3) -0.005(3)
N2 0.024(3) 0.038(4) 0.041(3) 0.025(3) -0.007(3) -0.009(3)
O1N 0.069(4) 0.063(4) 0.071(4) 0.025(3) 0.034(3) -0.014(3)
C2 0.026(4) 0.031(4) 0.022(3) -0.001(3) 0.005(3) -0.001(3)
C11 0.021(3) 0.035(4) 0.036(4) 0.019(3) -0.010(3) -0.012(3)
C16 0.024(4) 0.030(4) 0.030(4) 0.015(3) -0.012(3) -0.011(3)
C7 0.023(4) 0.038(4) 0.026(4) 0.016(3) -0.001(3) -0.006(3)
C13 0.026(4) 0.033(4) 0.036(4) 0.015(3) -0.005(3) -0.007(3)
C8 0.023(4) 0.035(4) 0.043(4) 0.019(3) -0.004(3) -0.001(3)
C15 0.025(4) 0.030(4) 0.039(4) 0.015(3) -0.007(3) -0.004(3)
C6 0.032(4) 0.057(5) 0.020(3) 0.023(3) 0.000(3) 0.008(4)
C14 0.022(4) 0.035(4) 0.035(4) 0.007(3) -0.003(3) -0.011(3)
C17 0.022(3) 0.033(4) 0.032(4) 0.010(3) -0.010(3) -0.011(3)
C4 0.025(4) 0.067(6) 0.028(4) 0.013(4) 0.000(3) 0.001(4)
C1 0.028(4) 0.031(4) 0.026(4) -0.016(3) 0.004(3) -0.005(3)
C12 0.023(4) 0.030(4) 0.051(4) 0.018(3) -0.009(3) -0.009(3)
N1N 0.059(4) 0.051(5) 0.065(4) -0.003(4) 0.020(4) 0.000(4)
O2N 0.125(6) 0.090(5) 0.070(4) 0.035(4) 0.049(4) 0.014(5)
C9 0.023(4) 0.055(5) 0.045(4) 0.029(4) -0.006(3) -0.002(3)
C3 0.035(4) 0.046(5) 0.057(5) 0.040(4) 0.009(4) 0.002(4)
C10 0.027(4) 0.066(6) 0.054(5) 0.041(4) -0.010(4) -0.009(4)
C5 0.021(4) 0.071(6) 0.077(6) 0.055(5) 0.002(4) 0.003(4)
O3N 0.025(4) 0.52(3) 0.131(8) 0.026(12) 0.009(4) -0.003(7)
C18 0.063(7) 0.102(10) 0.156(12) -0.015(9) -0.001(8) 0.031(7)
C19 0.084(9) 0.124(12) 0.166(14) -0.008(11) -0.024(9) 0.010(9)
_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
Cu1 Cu1 2.6503(16) 5_676 ?
Cu1 O1 1.965(4) 2_564 ?
Cu1 O5 2.131(5) . ?
Cu1 O3 1.957(4) 5_676 ?
Cu1 O2 1.968(4) 6_667 ?
Cu1 O4 1.961(5) . ?
O1 C1 1.246(8) . ?
O5 H2 0.89(8) . ?
O5 C18 1.443(11) . ?
O3 C17 1.252(8) . ?
O2 C1 1.263(8) . ?
O4 C17 1.258(8) . ?
N1 C7 1.425(8) . ?
N1 C8 1.329(8) . ?
N1 C9 1.473(8) . ?
N2 C11 1.430(8) . ?
N2 C8 1.304(8) . ?
N2 C10 1.477(8) . ?
O1N N1N 1.229(8) . ?
C2 C4 1.379(9) . ?
C2 C1 1.509(9) . ?
C2 C3 1.372(10) . ?
C11 C13 1.378(10) . ?
C11 C12 1.395(10) . ?
C16 C15 1.378(9) . ?
C16 C14 1.401(10) . ?
C16 C17 1.508(9) . ?
C7 C6 1.357(9) . ?
C7 C5 1.380(9) . ?
C13 H5 0.9500 . ?
C13 C15 1.382(9) . ?
C8 H6 0.9500 . ?
C15 H7 0.9500 . ?
C6 H8 0.9500 . ?
C6 C4 1.373(9) . ?
C14 H9 0.9500 . ?
C14 C12 1.390(9) . ?
C4 H11 0.9500 . ?
C12 H13 0.9500 . ?
N1N O2N 1.269(9) . ?
N1N O3N 1.129(10) . ?
C9 H14A 0.9900 . ?
C9 H14B 0.9900 . ?
C9 C10 1.538(9) . ?
C3 H15 0.9500 . ?
C3 C5 1.387(10) . ?
C10 H16A 0.9900 . ?
C10 H16B 0.9900 . ?
C5 H17 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.506(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
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
O1 Cu1 Cu1 84.77(14) 2_564 5_676 ?
O1 Cu1 O5 98.80(19) 2_564 . ?
O1 Cu1 O2 168.1(2) 2_564 6_667 ?
O5 Cu1 Cu1 169.38(15) . 5_676 ?
O3 Cu1 Cu1 89.29(15) 5_676 5_676 ?
O3 Cu1 O1 89.30(19) 5_676 2_564 ?
O3 Cu1 O5 100.7(2) 5_676 . ?
O3 Cu1 O2 89.4(2) 5_676 6_667 ?
O3 Cu1 O4 167.9(2) 5_676 . ?
O2 Cu1 Cu1 83.41(14) 6_667 5_676 ?
O2 Cu1 O5 93.05(19) 6_667 . ?
O4 Cu1 Cu1 78.67(15) . 5_676 ?
O4 Cu1 O1 88.5(2) . 2_564 ?
O4 Cu1 O5 91.4(2) . . ?
O4 Cu1 O2 90.4(2) . 6_667 ?
C1 O1 Cu1 121.6(4) . 2_565 ?
Cu1 O5 H2 112(5) . . ?
C18 O5 Cu1 123.9(6) . . ?
C18 O5 H2 104(5) . . ?
C17 O3 Cu1 116.6(4) . 5_676 ?
C1 O2 Cu1 122.7(4) . 6_547 ?
C17 O4 Cu1 128.8(4) . . ?
C7 N1 C9 123.2(5) . . ?
C8 N1 C7 127.2(5) . . ?
C8 N1 C9 109.5(5) . . ?
C11 N2 C10 123.5(5) . . ?
C8 N2 C11 125.5(5) . . ?
C8 N2 C10 111.1(5) . . ?
C4 C2 C1 121.2(6) . . ?
C3 C2 C4 118.7(6) . . ?
C3 C2 C1 120.1(6) . . ?
C13 C11 N2 119.4(6) . . ?
C13 C11 C12 121.2(6) . . ?
C12 C11 N2 119.4(6) . . ?
C15 C16 C14 120.4(6) . . ?
C15 C16 C17 118.8(6) . . ?
C14 C16 C17 120.7(6) . . ?
C6 C7 N1 121.1(6) . . ?
C6 C7 C5 119.9(6) . . ?
C5 C7 N1 119.0(6) . . ?
C11 C13 H5 120.6 . . ?
C11 C13 C15 118.8(7) . . ?
C15 C13 H5 120.6 . . ?
N1 C8 H6 123.3 . . ?
N2 C8 N1 113.3(6) . . ?
N2 C8 H6 123.3 . . ?
C16 C15 C13 121.0(6) . . ?
C16 C15 H7 119.5 . . ?
C13 C15 H7 119.5 . . ?
C7 C6 H8 119.9 . . ?
C7 C6 C4 120.2(6) . . ?
C4 C6 H8 119.9 . . ?
C16 C14 H9 120.7 . . ?
C12 C14 C16 118.6(6) . . ?
C12 C14 H9 120.7 . . ?
O3 C17 O4 126.4(6) . . ?
O3 C17 C16 118.4(6) . . ?
O4 C17 C16 115.1(6) . . ?
C2 C4 H11 119.5 . . ?
C6 C4 C2 121.0(6) . . ?
C6 C4 H11 119.5 . . ?
O1 C1 O2 127.0(6) . . ?
O1 C1 C2 117.1(6) . . ?
O2 C1 C2 115.9(6) . . ?
C11 C12 H13 120.1 . . ?
C14 C12 C11 119.8(6) . . ?
C14 C12 H13 120.1 . . ?
O1N N1N O2N 115.0(8) . . ?
O3N N1N O1N 128.8(10) . . ?
O3N N1N O2N 116.1(10) . . ?
N1 C9 H14A 111.0 . . ?
N1 C9 H14B 111.0 . . ?
N1 C9 C10 103.6(5) . . ?
H14A C9 H14B 109.0 . . ?
C10 C9 H14A 111.0 . . ?
C10 C9 H14B 111.0 . . ?
C2 C3 H15 119.8 . . ?
C2 C3 C5 120.3(6) . . ?
C5 C3 H15 119.8 . . ?
N2 C10 C9 102.1(5) . . ?
N2 C10 H16A 111.4 . . ?
N2 C10 H16B 111.4 . . ?
C9 C10 H16A 111.4 . . ?
C9 C10 H16B 111.4 . . ?
H16A C10 H16B 109.2 . . ?
C7 C5 C3 119.8(6) . . ?
C7 C5 H17 120.1 . . ?
C3 C5 H17 120.1 . . ?
O5 C18 H18A 109.3 . . ?
O5 C18 H18B 109.3 . . ?
O5 C18 C19 111.5(10) . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
_vrf_THETM01_cusp5_pl
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
Calculated sin(theta_max)/wavelength = 0.5560
RESPONSE: The relatively low sine(theta_max)/wavelength is caused by the
relatively small crystal size,as we had to break the 200 um crystals
for meausurement. A whole 200um crystal, measured at the synchrotron,
shows sine(theta_max)/wavelength = 0.637.
;
_shelx_res_file
;
TITL 22_11_0ma_a.res in Pbca
cusp5_pl.res
created by SHELXL-2016/6 at 18:58:44 on 11-Mar-2018
REM Old TITL 22_11_0ma in Pbca
REM SHELXT solution in Pbca
REM R1 0.154, Rweak 0.012, Alpha 0.050, Orientation as input
REM Formula found by SHELXT: C20 N3 O7 Cu
CELL 0.71073 17.7049 9.2515 24.5663 90 90 90
ZERR 8 0.0015 0.0009 0.0019 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H Cu N O
UNIT 152 152 8 24 64
DFIX 1.51 0.002 C19 C18
RIGU O1N N1N O2N O3N
L.S. 10
PLAN 20
TEMP -173.23
BOND $H
LIST 4
fmap 2
acta
REM
REM
REM
WGHT 0.055600 24.683800
FVAR 0.34507
CU1 3 0.452024 1.092144 0.522584 11.00000 0.02401 0.02751 =
0.02237 0.00986 -0.00654 -0.00764
O1 5 0.118627 -0.024461 0.966383 11.00000 0.03530 0.02261 =
0.04766 0.00563 0.02187 0.00083
O2 5 0.374883 1.212946 0.571220 11.00000 0.02811 0.04265 =
0.04305 0.00214 -0.00460 0.00503
H2 2 0.369089 1.175379 0.604333 11.00000 -1.50000
O3 5 0.512597 0.757910 0.527514 11.00000 0.05176 0.02726 =
0.02843 0.00805 0.00141 -0.01051
O4 5 0.037980 0.134784 0.929223 11.00000 0.02401 0.06455 =
0.02350 0.00675 0.00159 -0.00429
O5 5 0.430560 0.915310 0.563762 11.00000 0.03237 0.04408 =
0.05976 0.03434 0.01202 0.00386
N1 4 0.339188 0.314840 0.806474 11.00000 0.02671 0.04208 =
0.03088 0.02434 -0.00327 -0.00525
N2 4 0.398713 0.423759 0.739419 11.00000 0.02411 0.03807 =
0.04122 0.02532 -0.00671 -0.00884
O1N 5 0.410339 1.115847 0.678784 11.00000 0.06864 0.06307 =
0.07072 0.02468 0.03404 -0.01411
C1 1 0.164227 0.134954 0.899297 11.00000 0.02578 0.03084 =
0.02155 -0.00135 0.00458 -0.00098
C2 1 0.409884 0.511021 0.692041 11.00000 0.02094 0.03511 =
0.03637 0.01862 -0.00965 -0.01210
C3 1 0.439605 0.687073 0.604119 11.00000 0.02411 0.02954 =
0.02982 0.01469 -0.01214 -0.01097
C4 1 0.278994 0.253030 0.837147 11.00000 0.02284 0.03782 =
0.02632 0.01623 -0.00058 -0.00598
C5 1 0.375450 0.644356 0.688766 11.00000 0.02561 0.03265 =
0.03568 0.01527 -0.00475 -0.00676
AFIX 43
H5 2 0.342322 0.676270 0.716712 11.00000 -1.20000
AFIX 0
C6 1 0.333549 0.393036 0.761254 11.00000 0.02327 0.03484 =
0.04315 0.01928 -0.00397 -0.00117
AFIX 43
H6 2 0.286678 0.423506 0.746330 11.00000 -1.20000
AFIX 0
C7 1 0.389985 0.730770 0.644099 11.00000 0.02454 0.03025 =
0.03889 0.01503 -0.00725 -0.00403
AFIX 43
H7 2 0.365410 0.821656 0.640897 11.00000 -1.20000
AFIX 0
C8 1 0.206004 0.287875 0.826612 11.00000 0.03186 0.05737 =
0.01970 0.02324 0.00014 0.00751
AFIX 43
H8 2 0.194414 0.353409 0.798036 11.00000 -1.20000
AFIX 0
C9 1 0.471752 0.548721 0.605807 11.00000 0.02223 0.03512 =
0.03469 0.00659 -0.00307 -0.01131
AFIX 43
H9 2 0.502982 0.515442 0.576966 11.00000 -1.20000
AFIX 0
C10 1 0.462479 0.794027 0.560808 11.00000 0.02238 0.03309 =
0.03209 0.00986 -0.01012 -0.01079
C11 1 0.148850 0.228753 0.857105 11.00000 0.02476 0.06727 =
0.02842 0.01312 0.00002 0.00080
AFIX 43
H11 2 0.097910 0.252833 0.849016 11.00000 -1.20000
AFIX 0
C12 1 0.101932 0.076083 0.934874 11.00000 0.02777 0.03107 =
0.02596 -0.01597 0.00377 -0.00460
C13 1 0.456997 0.461171 0.650561 11.00000 0.02341 0.02960 =
0.05081 0.01765 -0.00887 -0.00908
AFIX 43
H13 2 0.478933 0.367662 0.652892 11.00000 -1.20000
AFIX 0
N1N 4 0.357532 1.071219 0.706600 11.00000 0.05916 0.05131 =
0.06547 -0.00317 0.01963 -0.00006
O2N 5 0.376105 1.021012 0.752757 11.00000 0.12493 0.09028 =
0.06960 0.03474 0.04872 0.01390
C14 1 0.419461 0.290120 0.819105 11.00000 0.02254 0.05469 =
0.04540 0.02861 -0.00624 -0.00242
AFIX 23
H14A 2 0.430393 0.185597 0.822643 11.00000 -1.20000
H14B 2 0.434064 0.339562 0.853260 11.00000 -1.20000
AFIX 0
C15 1 0.238033 0.099013 0.909690 11.00000 0.03459 0.04646 =
0.05718 0.03955 0.00907 0.00241
AFIX 43
H15 2 0.249576 0.032870 0.938076 11.00000 -1.20000
AFIX 0
C16 1 0.461064 0.355410 0.769951 11.00000 0.02718 0.06624 =
0.05447 0.04143 -0.00976 -0.00853
AFIX 23
H16A 2 0.499006 0.427718 0.781559 11.00000 -1.20000
H16B 2 0.486261 0.279610 0.748056 11.00000 -1.20000
AFIX 0
C17 1 0.295847 0.158750 0.878967 11.00000 0.02092 0.07072 =
0.07698 0.05456 0.00158 0.00333
AFIX 43
H17 2 0.346921 0.134852 0.886682 11.00000 -1.20000
AFIX 0
O3N 5 0.295885 1.061908 0.695433 11.00000 0.02464 0.51757 =
0.13114 0.02609 0.00898 -0.00318
C18 1 0.298763 1.247491 0.554809 11.00000 0.06302 0.10180 =
0.15640 -0.01499 -0.00114 0.03077
AFIX 23
H18A 2 0.262972 1.183341 0.574175 11.00000 -1.20000
H18B 2 0.293180 1.229803 0.515269 11.00000 -1.20000
AFIX 0
C19 1 0.279522 1.402734 0.567050 11.00000 0.08382 0.12372 =
0.16578 -0.00767 -0.02431 0.00959
AFIX 137
H19A 2 0.313479 1.466516 0.546666 11.00000 -1.50000
H19B 2 0.285400 1.420707 0.606135 11.00000 -1.50000
H19C 2 0.227169 1.421974 0.556313 11.00000 -1.50000
AFIX 0
HKLF 4
REM 22_11_0ma_a.res in Pbca
REM R1 = 0.0649 for 2188 Fo > 4sig(Fo) and 0.0913 for all 2890 data
REM 284 parameters refined using 19 restraints
END
WGHT 0.0560 24.5840
REM Highest difference peak 1.075, deepest hole -0.631, 1-sigma level 0.097
Q1 1 0.3222 1.1482 0.6657 11.00000 0.05 1.07
Q2 1 0.2973 1.2122 0.7062 11.00000 0.05 0.90
Q3 1 0.2931 1.3387 0.5230 11.00000 0.05 0.78
Q4 1 0.3074 0.9485 0.6926 11.00000 0.05 0.62
Q5 1 0.3249 0.9941 0.7334 11.00000 0.05 0.60
Q6 1 0.3006 1.2795 0.5765 11.00000 0.05 0.58
Q7 1 0.2429 1.2453 0.5346 11.00000 0.05 0.50
Q8 1 0.1965 0.0747 0.8901 11.00000 0.05 0.34
Q9 1 0.2874 1.0918 0.7462 11.00000 0.05 0.33
Q10 1 0.2654 0.6437 0.7280 11.00000 0.05 0.29
Q11 1 0.2870 0.1555 0.8396 11.00000 0.05 0.28
Q12 1 0.5144 0.6659 0.5172 11.00000 0.05 0.26
Q13 1 0.4226 0.5066 0.7642 11.00000 0.05 0.26
Q14 1 0.3600 1.3256 0.4929 11.00000 0.05 0.24
Q15 1 0.1595 -0.0201 0.9715 11.00000 0.05 0.24
Q16 1 0.4186 1.2136 0.5625 11.00000 0.05 0.24
Q17 1 0.4234 0.4500 0.8920 11.00000 0.05 0.23
Q18 1 0.0204 0.0448 0.9387 11.00000 0.05 0.23
Q19 1 0.1137 0.0333 0.9927 11.00000 0.05 0.23
Q20 1 0.2578 0.4860 0.7291 11.00000 0.05 0.23
;
_shelx_res_checksum 83260
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# 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_cusp5m_pl
_database_code_depnum_ccdc_archive 'CCDC 1833501'
_audit_update_record
;
2018-03-29 deposited with the CCDC.
2018-05-18 downloaded from the CCDC.
;
_audit_creation_date 2018-03-11
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number 2016/6
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C17 H13 Cu N2 O5, N O3, 0.84(O)'
_chemical_formula_sum 'C17 H13 Cu N3 O8.88'
_chemical_formula_weight 464.84
_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'
Cu Cu 0.3201 1.2651 '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'
_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 orthorhombic
_space_group_IT_number 61
_space_group_name_H-M_alt 'P b c a'
_space_group_name_Hall '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
_cell_length_a 16.610(4)
_cell_length_b 8.957(2)
_cell_length_c 25.681(6)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 3820.7(15)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 3642
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 24.94
_cell_measurement_theta_min 2.68
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 1.200
_exptl_absorpt_correction_T_max 0.7455
_exptl_absorpt_correction_T_min 0.5642
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1763 before and 0.0838 after correction.
The Ratio of minimum to maximum transmission is 0.7568.
The \l/2 correction factor is Not present.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour ?
_exptl_crystal_density_diffrn 1.616
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description irregular
_exptl_crystal_F_000 1888
_exptl_crystal_size_max ?
_exptl_crystal_size_mid ?
_exptl_crystal_size_min ?
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.1488
_diffrn_reflns_av_unetI/netI 0.0586
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max 15
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_k_max 8
_diffrn_reflns_limit_k_min -8
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_limit_l_min -23
_diffrn_reflns_number 23016
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full 18.846
_diffrn_reflns_theta_max 18.846
_diffrn_reflns_theta_min 2.703
_diffrn_ambient_temperature 100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 1142
_reflns_number_total 1494
_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 'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max 0.515
_refine_diff_density_min -0.383
_refine_diff_density_rms 0.094
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.202
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 212
_refine_ls_number_reflns 1494
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1184
_refine_ls_R_factor_gt 0.0872
_refine_ls_restrained_S_all 1.202
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+73.2275P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1834
_refine_ls_wR_factor_ref 0.2022
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C3) = Uanis(C4) = Uanis(C6) = Uanis(C5) = Uanis(C2) = Uanis(C1)
Uanis(C13) = Uanis(C15) = Uanis(C14) = Uanis(C12) = Uanis(C10) = Uanis(C11)
3.a Secondary CH2 refined with riding coordinates:
C7(H7A,H7B), C8(H8A,H8B)
3.b Aromatic/amide H refined with riding coordinates:
C2(H2), C14(H14), C13(H13), C12(H12), C9(H9), C5(H5), C3(H3), C11(H11), C4(H4)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary ?
_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
Cu1 Cu 0.44736(12) 0.0928(2) 0.52103(7) 0.0486(8) Uani 1 1 d . . . . .
O4 O 0.5366(7) 0.1385(13) 0.5681(4) 0.058(3) Uani 1 1 d . . . . .
O3 O 0.6253(7) -0.0194(12) 0.5330(5) 0.055(3) Uani 1 1 d . . . . .
O1 O 1.0144(7) 0.7557(13) 0.9730(4) 0.058(3) Uani 1 1 d . . . . .
O5 O 0.3560(7) 0.2108(13) 0.5643(4) 0.068(3) Uani 1 1 d . . . . .
O2 O 0.9230(7) 0.9099(15) 0.9395(4) 0.070(4) Uani 1 1 d . . . . .
N2 N 0.8450(8) 0.3139(16) 0.6992(6) 0.057(4) Uani 1 1 d . . . . .
C16 C 0.6680(11) 0.137(2) 0.5999(7) 0.065(2) Uani 1 1 d . . . . .
N1 N 0.9019(10) 0.4141(16) 0.7689(6) 0.064(4) Uani 1 1 d . . . . .
O1N O 0.6547(10) 0.5208(17) 0.7627(6) 0.107(6) Uani 1 1 d . . . . .
C11 C 0.7839(10) 0.254(2) 0.6665(7) 0.065(2) Uani 1 1 d . . . . .
C2 C 0.9372(11) 0.6757(19) 0.8994(6) 0.058(2) Uani 1 1 d . . . . .
C1 C 0.9614(12) 0.789(2) 0.9417(7) 0.048(5) Uani 1 1 d . . . . .
C17 C 0.6044(12) 0.081(2) 0.5646(6) 0.044(4) Uani 1 1 d . . . . .
C7 C 0.9112(11) 0.4996(19) 0.8152(7) 0.058(2) Uani 1 1 d . . . . .
C14 C 0.7460(11) 0.125(2) 0.5898(6) 0.065(2) Uani 1 1 d . . . . .
H2 H 0.761533 0.074623 0.558802 0.078 Uiso 1 1 calc R . . . .
C3 C 0.9719(10) 0.5377(18) 0.8985(6) 0.058(2) Uani 1 1 d . . . . .
H14 H 1.004063 0.503399 0.926659 0.070 Uiso 1 1 calc R . . . .
C4 C 0.8840(10) 0.722(2) 0.8608(6) 0.058(2) Uani 1 1 d . . . . .
H13 H 0.856257 0.814420 0.864009 0.070 Uiso 1 1 calc R . . . .
C5 C 0.9584(10) 0.4490(19) 0.8549(6) 0.058(2) Uani 1 1 d . . . . .
H12 H 0.982208 0.352780 0.852798 0.070 Uiso 1 1 calc R . . . .
C8 C 0.8352(12) 0.389(2) 0.7436(8) 0.063(5) Uani 1 1 d . . . . .
H9 H 0.784083 0.421647 0.755749 0.075 Uiso 1 1 calc R . . . .
C10 C 0.9303(10) 0.284(2) 0.6922(7) 0.068(6) Uani 1 1 d . . . . .
H7A H 0.951701 0.339737 0.661796 0.082 Uiso 1 1 calc R . . . .
H7B H 0.940223 0.176396 0.686980 0.082 Uiso 1 1 calc R . . . .
C12 C 0.8059(11) 0.180(2) 0.6213(6) 0.065(2) Uani 1 1 d . . . . .
H5 H 0.860994 0.167904 0.612270 0.078 Uiso 1 1 calc R . . . .
C15 C 0.6473(11) 0.213(2) 0.6448(7) 0.065(2) Uani 1 1 d . . . . .
H3 H 0.592042 0.224925 0.653508 0.078 Uiso 1 1 calc R . . . .
C6 C 0.8721(10) 0.6343(18) 0.8184(6) 0.058(2) Uani 1 1 d . . . . .
H11 H 0.837070 0.665644 0.791263 0.070 Uiso 1 1 calc R . . . .
O2N O 0.5755(15) 0.590(2) 0.8234(7) 0.146(8) Uani 1 1 d . . . . .
C13 C 0.7059(10) 0.271(2) 0.6775(7) 0.065(2) Uani 1 1 d . . . . .
H4 H 0.690420 0.323959 0.707975 0.078 Uiso 1 1 calc R . . . .
N1N N 0.6460(15) 0.571(3) 0.8086(11) 0.115(8) Uani 1 1 d . . . . .
C9 C 0.9691(11) 0.339(2) 0.7424(7) 0.080(6) Uani 1 1 d . . . . .
H8A H 0.989717 0.254112 0.763350 0.096 Uiso 1 1 calc R . . . .
H8B H 1.013790 0.408894 0.735224 0.096 Uiso 1 1 calc R . . . .
O1W O 0.7681(10) 0.454(2) 0.9478(7) 0.127(11) Uani 0.84(4) 1 d . . . . .
O3N O 0.7011(15) 0.584(5) 0.8324(8) 0.35(3) 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
Cu1 0.0581(14) 0.0524(14) 0.0351(12) 0.0044(11) -0.0036(11) -0.0088(11)
O4 0.048(8) 0.083(9) 0.045(7) -0.021(7) -0.004(6) 0.004(7)
O3 0.064(8) 0.040(7) 0.061(8) -0.006(7) -0.017(7) -0.005(6)
O1 0.073(8) 0.057(8) 0.045(7) -0.005(7) -0.017(7) -0.004(7)
O5 0.073(8) 0.079(9) 0.050(7) -0.009(7) 0.001(6) -0.007(7)
O2 0.084(10) 0.067(9) 0.060(8) -0.027(7) -0.023(7) 0.005(8)
N2 0.052(12) 0.066(10) 0.052(10) -0.020(9) 0.003(8) -0.008(9)
C16 0.048(5) 0.086(6) 0.062(5) -0.029(4) -0.002(4) -0.007(5)
N1 0.050(10) 0.075(11) 0.067(11) -0.031(10) -0.010(10) 0.004(9)
O1N 0.124(14) 0.126(13) 0.071(10) -0.034(10) 0.045(10) 0.010(11)
C11 0.048(5) 0.086(6) 0.062(5) -0.029(4) -0.002(4) -0.007(5)
C2 0.069(6) 0.054(5) 0.052(5) -0.021(4) -0.003(4) -0.007(5)
C1 0.065(14) 0.036(12) 0.042(12) 0.017(10) 0.013(11) -0.002(11)
C17 0.060(14) 0.044(12) 0.029(10) 0.008(10) 0.005(11) -0.007(11)
C7 0.069(6) 0.054(5) 0.052(5) -0.021(4) -0.003(4) -0.007(5)
C14 0.048(5) 0.086(6) 0.062(5) -0.029(4) -0.002(4) -0.007(5)
C3 0.069(6) 0.054(5) 0.052(5) -0.021(4) -0.003(4) -0.007(5)
C4 0.069(6) 0.054(5) 0.052(5) -0.021(4) -0.003(4) -0.007(5)
C5 0.069(6) 0.054(5) 0.052(5) -0.021(4) -0.003(4) -0.007(5)
C8 0.058(15) 0.067(13) 0.063(14) -0.001(13) 0.010(13) -0.002(11)
C10 0.058(14) 0.076(14) 0.070(14) -0.033(11) -0.006(11) 0.003(11)
C12 0.048(5) 0.086(6) 0.062(5) -0.029(4) -0.002(4) -0.007(5)
C15 0.048(5) 0.086(6) 0.062(5) -0.029(4) -0.002(4) -0.007(5)
C6 0.069(6) 0.054(5) 0.052(5) -0.021(4) -0.003(4) -0.007(5)
O2N 0.19(2) 0.118(14) 0.126(15) 0.016(12) 0.069(16) 0.065(15)
C13 0.048(5) 0.086(6) 0.062(5) -0.029(4) -0.002(4) -0.007(5)
N1N 0.091(18) 0.124(19) 0.13(2) 0.053(18) 0.027(19) 0.002(16)
C9 0.073(15) 0.107(16) 0.060(13) -0.046(13) -0.007(12) 0.001(13)
O1W 0.100(16) 0.15(2) 0.129(17) 0.051(14) 0.038(12) 0.041(13)
O3N 0.14(2) 0.81(8) 0.103(16) 0.01(3) -0.020(15) -0.26(3)
_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
Cu1 Cu1 2.644(4) 5_656 ?
Cu1 O4 1.955(11) . ?
Cu1 O3 1.953(11) 5_656 ?
Cu1 O1 1.941(11) 2_664 ?
Cu1 O5 2.158(11) . ?
Cu1 O2 1.968(12) 6_547 ?
O4 C17 1.241(19) . ?
O3 C17 1.262(18) . ?
O1 C1 1.228(19) . ?
O2 C1 1.262(19) . ?
N2 C11 1.42(2) . ?
N2 C8 1.34(2) . ?
N2 C10 1.45(2) . ?
C16 C17 1.48(2) . ?
C16 C14 1.33(2) . ?
C16 C15 1.38(2) . ?
N1 C7 1.42(2) . ?
N1 C8 1.30(2) . ?
N1 C9 1.47(2) . ?
O1N N1N 1.27(3) . ?
C11 C12 1.39(2) . ?
C11 C13 1.33(2) . ?
C2 C1 1.54(2) . ?
C2 C3 1.36(2) . ?
C2 C4 1.39(2) . ?
C7 C5 1.37(2) . ?
C7 C6 1.37(2) . ?
C14 C12 1.37(2) . ?
C3 C5 1.39(2) . ?
C4 C6 1.36(2) . ?
C10 C9 1.52(2) . ?
C15 C13 1.39(2) . ?
O2N N1N 1.24(2) . ?
N1N O3N 1.11(3) . ?
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
O4 Cu1 Cu1 83.3(4) . 5_656 ?
O4 Cu1 O5 96.5(5) . . ?
O4 Cu1 O2 90.7(5) . 6_547 ?
O3 Cu1 Cu1 84.7(4) 5_656 5_656 ?
O3 Cu1 O4 167.9(5) 5_656 . ?
O3 Cu1 O5 95.5(5) 5_656 . ?
O3 Cu1 O2 87.6(5) 5_656 6_547 ?
O1 Cu1 Cu1 87.9(4) 2_664 5_656 ?
O1 Cu1 O4 89.9(5) 2_664 . ?
O1 Cu1 O3 89.2(5) 2_664 5_656 ?
O1 Cu1 O5 102.4(5) 2_664 . ?
O1 Cu1 O2 167.5(5) 2_664 6_547 ?
O5 Cu1 Cu1 169.7(3) . 5_656 ?
O2 Cu1 Cu1 79.8(4) 6_547 5_656 ?
O2 Cu1 O5 89.9(5) 6_547 . ?
C17 O4 Cu1 123.8(11) . . ?
C17 O3 Cu1 121.8(11) . 5_656 ?
C1 O1 Cu1 118.9(12) . 2_665 ?
C1 O2 Cu1 126.2(11) . 6_667 ?
C11 N2 C10 123.7(14) . . ?
C8 N2 C11 127.4(16) . . ?
C8 N2 C10 108.5(14) . . ?
C14 C16 C17 123.4(16) . . ?
C14 C16 C15 116.6(17) . . ?
C15 C16 C17 120.0(16) . . ?
C7 N1 C9 123.4(15) . . ?
C8 N1 C7 126.9(17) . . ?
C8 N1 C9 109.7(14) . . ?
C12 C11 N2 119.1(16) . . ?
C13 C11 N2 121.7(16) . . ?
C13 C11 C12 119.2(17) . . ?
C3 C2 C1 119.8(17) . . ?
C3 C2 C4 121.8(16) . . ?
C4 C2 C1 118.2(16) . . ?
O1 C1 O2 126.7(17) . . ?
O1 C1 C2 119.5(16) . . ?
O2 C1 C2 113.8(17) . . ?
O4 C17 O3 126.3(16) . . ?
O4 C17 C16 117.7(17) . . ?
O3 C17 C16 116.0(17) . . ?
C5 C7 N1 120.6(16) . . ?
C5 C7 C6 121.2(16) . . ?
C6 C7 N1 118.2(16) . . ?
C16 C14 C12 124.2(17) . . ?
C2 C3 C5 117.6(17) . . ?
C6 C4 C2 119.4(17) . . ?
C7 C5 C3 120.3(17) . . ?
N1 C8 N2 114.1(16) . . ?
N2 C10 C9 104.5(14) . . ?
C14 C12 C11 118.3(17) . . ?
C16 C15 C13 120.9(16) . . ?
C4 C6 C7 119.3(17) . . ?
C11 C13 C15 120.7(17) . . ?
O2N N1N O1N 116(3) . . ?
O3N N1N O1N 117(3) . . ?
O3N N1N O2N 127(3) . . ?
N1 C9 C10 102.5(14) . . ?
_vrf_THETM01_cusp5m_pl
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
Calculated sin(theta_max)/wavelength = 0.4545
RESPONSE: Crystal size was too small to obtain sufficient intensity at high angles.
This explains low sine(theta_max)/wavelength value. However this crystal
structure is not used to precisely describe atomic positions
and bond lenghts, instead it is used for packing comparison with
a parent structure which was measured correctly.
;
_vrf_REFNR01_cusp5m_pl
;
PROBLEM: Ratio of reflections to parameters is < 8 for a
centrosymmetric structure
sine(theta)/lambda 0.4545
Proportion of unique data used 1.0000
Ratio reflections to parameters 7.0472
RESPONSE: Low data completeness due to the reasons indicated above
;
_vrf_PLAT088_cusp5m_pl
;
PROBLEM: Poor Data / Parameter Ratio .................... 7.05 Note
RESPONSE:Low data completeness due to the reasons indicated above
;
_vrf_PLAT341_cusp5m_pl
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.02333 Ang.
RESPONSE:Low data completeness due to the reasons indicated above
;
_vrf_PLAT430_cusp5m_pl
;
PROBLEM: Short Inter D...A Contact O1W ..O5 2.64 Ang.
RESPONSE:It is expected due to hydrogen bonding described in the manuscript
;
_shelx_res_file
;
TITL ik2_27_meoh_50c_2d_3_0m_a.res in Pbca
cusp5m_pl.res
created by SHELXL-2016/6 at 19:36:31 on 11-Mar-2018
REM Old TITL IK2_27_MeOH_50C_2d_3_0m in Pbca
REM SHELXT solution in Pbca
REM R1 0.170, Rweak 0.013, Alpha 0.074, Orientation a'=b, b'=a, c'=-c
REM Formula found by SHELXT: C20 N5 O5 Cu
CELL 0.71073 16.6098 8.9572 25.6808 90 90 90
ZERR 8 0.004 0.002 0.006 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H Cu N O
UNIT 136 104 8 24 71
EADP C3 C4 C6 C5 C2 C1
EADP C13 C15 C14 C12 C10 C11
L.S. 100
PLAN 20
TEMP -173.15
LIST 4
fmap 2
acta
OMIT 2 0 0
OMIT 1 0 6
OMIT 0 0 4
REM
REM
REM
WGHT 0.000000 73.227501
FVAR 0.32328
CU1 3 0.447356 0.092791 0.521031 11.00000 0.05815 0.05242 =
0.03515 0.00440 -0.00363 -0.00877
O1 5 0.536563 0.138483 0.568093 11.00000 0.04790 0.08291 =
0.04467 -0.02065 -0.00379 0.00443
O2 5 0.625345 -0.019372 0.533000 11.00000 0.06352 0.03980 =
0.06084 -0.00566 -0.01706 -0.00536
O3 5 1.014392 0.755667 0.972990 11.00000 0.07319 0.05650 =
0.04502 -0.00462 -0.01703 -0.00436
O5 5 0.355956 0.210830 0.564276 11.00000 0.07308 0.07926 =
0.05036 -0.00929 0.00077 -0.00728
O4 5 0.923001 0.909937 0.939544 11.00000 0.08376 0.06700 =
0.05951 -0.02694 -0.02314 0.00472
N1 4 0.845044 0.313854 0.699165 11.00000 0.05170 0.06648 =
0.05231 -0.01999 0.00265 -0.00761
C1 1 0.667995 0.137324 0.599857 11.00000 0.04806 0.08598 =
0.06156 -0.02911 -0.00185 -0.00673
N2 4 0.901896 0.414136 0.768855 11.00000 0.05029 0.07464 =
0.06703 -0.03140 -0.01009 0.00356
O1N 5 0.654656 0.520762 0.762720 11.00000 0.12401 0.12632 =
0.07118 -0.03444 0.04470 0.01003
C6 1 0.783928 0.253993 0.666536 11.00000 0.04806 0.08598 =
0.06156 -0.02911 -0.00185 -0.00673
C15 1 0.937201 0.675680 0.899423 11.00000 0.06928 0.05390 =
0.05188 -0.02104 -0.00332 -0.00741
C16 1 0.961441 0.788575 0.941670 11.00000 0.06521 0.03620 =
0.04200 0.01721 0.01312 -0.00194
C17 1 0.604407 0.081404 0.564579 11.00000 0.06038 0.04363 =
0.02888 0.00765 0.00505 -0.00728
C10 1 0.911201 0.499648 0.815155 11.00000 0.06928 0.05390 =
0.05188 -0.02104 -0.00332 -0.00741
C2 1 0.746043 0.124917 0.589791 11.00000 0.04806 0.08598 =
0.06156 -0.02911 -0.00185 -0.00673
AFIX 43
H2 2 0.761533 0.074623 0.558802 11.00000 -1.20000
AFIX 0
C14 1 0.971875 0.537717 0.898520 11.00000 0.06928 0.05390 =
0.05188 -0.02104 -0.00332 -0.00741
AFIX 43
H14 2 1.004063 0.503399 0.926659 11.00000 -1.20000
AFIX 0
C13 1 0.883975 0.722118 0.860753 11.00000 0.06928 0.05390 =
0.05188 -0.02104 -0.00332 -0.00741
AFIX 43
H13 2 0.856257 0.814420 0.864009 11.00000 -1.20000
AFIX 0
C12 1 0.958419 0.449039 0.854916 11.00000 0.06928 0.05390 =
0.05188 -0.02104 -0.00332 -0.00741
AFIX 43
H12 2 0.982208 0.352780 0.852798 11.00000 -1.20000
AFIX 0
C9 1 0.835198 0.389170 0.743617 11.00000 0.05791 0.06676 =
0.06339 -0.00124 0.01014 -0.00233
AFIX 43
H9 2 0.784083 0.421647 0.755749 11.00000 -1.20000
AFIX 0
C7 1 0.930340 0.284373 0.692166 11.00000 0.05797 0.07609 =
0.07041 -0.03281 -0.00570 0.00327
AFIX 23
H7A 2 0.951701 0.339737 0.661796 11.00000 -1.20000
H7B 2 0.940223 0.176396 0.686980 11.00000 -1.20000
AFIX 0
C5 1 0.805911 0.180084 0.621277 11.00000 0.04806 0.08598 =
0.06156 -0.02911 -0.00185 -0.00673
AFIX 43
H5 2 0.860994 0.167904 0.612270 11.00000 -1.20000
AFIX 0
C3 1 0.647253 0.212806 0.644822 11.00000 0.04806 0.08598 =
0.06156 -0.02911 -0.00185 -0.00673
AFIX 43
H3 2 0.592042 0.224925 0.653508 11.00000 -1.20000
AFIX 0
C11 1 0.872089 0.634274 0.818387 11.00000 0.06928 0.05390 =
0.05188 -0.02104 -0.00332 -0.00741
AFIX 43
H11 2 0.837070 0.665644 0.791263 11.00000 -1.20000
AFIX 0
O2N 5 0.575506 0.589542 0.823429 11.00000 0.19449 0.11794 =
0.12650 0.01631 0.06931 0.06497
C4 1 0.705945 0.271199 0.677495 11.00000 0.04806 0.08598 =
0.06156 -0.02911 -0.00185 -0.00673
AFIX 43
H4 2 0.690420 0.323959 0.707975 11.00000 -1.20000
AFIX 0
N1N 4 0.645965 0.570962 0.808629 11.00000 0.09104 0.12430 =
0.13024 0.05258 0.02706 0.00168
C8 1 0.969124 0.338660 0.742396 11.00000 0.07264 0.10690 =
0.05981 -0.04632 -0.00714 0.00131
AFIX 23
H8A 2 0.989717 0.254112 0.763350 11.00000 -1.20000
H8B 2 1.013790 0.408894 0.735224 11.00000 -1.20000
AFIX 0
O1W 5 0.768061 0.453632 0.947833 0.83722 0.09976 0.15139 =
0.12936 0.05056 0.03843 0.04143
O3N 5 0.701058 0.584049 0.832444 11.00000 0.14267 0.81234 =
0.10307 0.01330 -0.02049 -0.26360
HKLF 4
REM ik2_27_meoh_50c_2d_3_0m_a.res in Pbca
REM R1 = 0.0872 for 1142 Fo > 4sig(Fo) and 0.1184 for all 1494 data
REM 212 parameters refined using 0 restraints
END
WGHT 0.0000 73.2458
REM Highest difference peak 0.515, deepest hole -0.383, 1-sigma level 0.094
Q1 1 0.4889 -0.0485 0.5187 11.00000 0.05 0.43
Q2 1 0.7023 0.7145 0.7984 11.00000 0.05 0.42
Q3 1 0.7422 0.4881 0.8392 11.00000 0.05 0.39
Q4 1 0.7209 0.4668 0.8291 11.00000 0.05 0.39
Q5 1 0.3054 0.2995 0.5485 11.00000 0.05 0.39
Q6 1 0.7061 0.4444 0.8063 11.00000 0.05 0.37
Q7 1 0.6869 0.6772 0.8322 11.00000 0.05 0.35
Q8 1 0.8048 0.0932 0.6513 11.00000 0.05 0.33
Q9 1 0.3726 0.1439 0.5299 11.00000 0.05 0.31
Q10 1 0.9026 0.3023 0.5782 11.00000 0.05 0.30
Q11 1 0.4028 0.2294 0.5234 11.00000 0.05 0.30
Q12 1 0.5872 0.7556 0.8130 11.00000 0.05 0.29
Q13 1 0.5511 0.2827 0.5509 11.00000 0.05 0.28
Q14 1 0.5744 -0.0333 0.5597 11.00000 0.05 0.28
Q15 1 0.5604 0.2473 0.5806 11.00000 0.05 0.27
Q16 1 1.0402 0.3541 0.8075 11.00000 0.05 0.27
Q17 1 1.0803 0.4624 0.9035 11.00000 0.05 0.26
Q18 1 1.0844 0.5030 0.9799 11.00000 0.05 0.26
Q19 1 0.4718 0.2691 0.5626 11.00000 0.05 0.26
Q20 1 0.6580 0.0688 0.5391 11.00000 0.05 0.26
;
_shelx_res_checksum 61943
_olex2_submission_special_instructions 'No special instructions were received'