# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2012
data_global
_journal_name_full 'Dalton Trans.'
_journal_coden_cambridge 0222
_journal_year ?
_journal_volume ?
_journal_page_first ?
loop_
_publ_author_name
_publ_author_address
'Stephen Moggach'
; Dr Stephen Moggach
RSE Personal Research Fellow
The University of Edinburgh
Joseph Black Building
West Mains Road
Edinburgh
EH9 3JJ
;
'Matthew Rosseinsky' ''
'Jamie Gould' ''
_publ_contact_author_address
;
Dr Stephen Moggach
RSE Personal Research Fellow
The University of Edinburgh
Joseph Black Building
West Mains Road
Edinburgh
EH9 3JJ
;
_publ_contact_author_email smoggach@staffmail.ed.ac.uk
_publ_contact_author_phone '+44(0)131 6504806'
#TrackingRef '- all.cif'
_publ_contact_author_name 'Stephen A. Moggach'
data_ambient
_database_code_depnum_ccdc_archive 'CCDC 856787'
_audit_creation_date 11-07-11
_audit_creation_method CRYSTALS_ver_14.23
_oxford_structure_analysis_title 'st0014 in C2'
_chemical_name_systematic ?
_chemical_name_common CuAsp
_chemical_formula_moiety 'C8 H18 Cu2 N2 O12'
# Given Formula = C10 H20 Cu1 N4 O5
# Dc = 1.57 Fooo = 468.00 Mu = 15.39 M = 169.92
# Found Formula = C8 H18 Cu2 N2 O12
# Dc = 2.12 FOOO = 468.00 Mu = 30.22 M = 230.66
_chemical_formula_sum 'C8 H18 Cu2 N2 O12'
_chemical_compound_source ?
_chemical_melting_point ?
_exptl_crystal_description block
_exptl_crystal_colour blue
_diffrn_ambient_temperature 293
_publ_section_exptl_refinement
;
912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 118
A sphere of data was collected, which resulted in a few missing reflections.
915_ALERT_3_C Low Friedel Pair Coverage ...................... 72 Perc.
High-friedel coverage is not needed as the hand of the Aspartate ligand is
known.
142_ALERT_4_C su on b - Axis Small or Missing ................ 0.00010 Ang.
These do appear to be somewhat smaller than expected,
yet the statistics produced on final integration appear to be consistent.
199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K
791_ALERT_4_G Note: The Model has Chirality at C2 (Verify) S
004_ALERT_5_G Info: Polymeric Structure Found with Dimension . 1
These are correct.
760_ALERT_1_G CIF Contains no Torsion Angles ................. ?
929_ALERT_5_G No Weight Pars,Obs and Calc R1,wR2,S not checked !
153_ALERT_1_G The su's on the Cell Axes are Equal .......... 0.00010 Ang.
No action taken.
794_ALERT_5_G Note: Tentative Bond Valency for Cu1 (II) 2.13
The Cu is in a distorted octahedral geometry, giving rise to the
tentative bond valency.
808_ALERT_5_G No Parseable SHELXL Style Weighting Scheme Found !
A shelx weighting scheme was not used.
;
_publ_section_exptl_prep
# Brief details or a reference. Include solvent if known
;
?
;
#end of refcif
_cell_length_a 9.51720(10)
_cell_length_b 10.04180(10)
_cell_length_c 7.56210(10)
_cell_angle_alpha 90
_cell_angle_beta 93.9840(10)
_cell_angle_gamma 90
_cell_volume 720.962(14)
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'C 2'
_symmetry_int_tables_number 5
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration ad
_symmetry_space_group_name_Hall 'C 2y'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,y+1/2,z
-x,y,-z
-x+1/2,y+1/2,-z
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z 4
_chemical_formula_weight 230.67
_cell_measurement_reflns_used 4234
_cell_measurement_theta_min 2.7
_cell_measurement_theta_max 29.5
_cell_measurement_temperature 293
_exptl_crystal_size_min 0.1
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_max 0.2
_exptl_crystal_density_diffrn 2.125
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 468
_exptl_absorpt_coefficient_mu 3.022
# Sheldrick geometric approximatio 1.00 1.00
_exptl_absorpt_correction_type none
_exptl_absorpt_correction_T_min 1.0000
_exptl_absorpt_correction_T_max 1.0000
_diffrn_measurement_device_type Unknown
_diffrn_measurement_device Serial
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'sealed X-ray tube'
_diffrn_measurement_method \w/2\q
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'USER DEFINED DATA COLLECTION'
_computing_cell_refinement 'USER DEFINED CELL REFINEMENT'
_computing_data_reduction 'USER DEFINED DATA REDUCTION'
_computing_structure_solution 'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material 'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics 'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time .
_diffrn_standards_interval_count .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_reflns_number 5337
_reflns_number_total 1732
_diffrn_reflns_av_R_equivalents 0.026
# Number of reflections without Friedels Law is 1732
# Number of reflections with Friedels Law is 1000
# Theoretical number of reflections is about 1067
_diffrn_reflns_theta_min 2.700
_diffrn_reflns_theta_max 30.162
_diffrn_measured_fraction_theta_max 0.886
_diffrn_reflns_theta_full 25.034
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -10
_diffrn_reflns_limit_l_max 10
_reflns_limit_h_min -12
_reflns_limit_h_max 12
_reflns_limit_k_min -13
_reflns_limit_k_max 13
_reflns_limit_l_min 0
_reflns_limit_l_max 10
_oxford_diffrn_Wilson_B_factor 1.18
_oxford_diffrn_Wilson_scale 18.32
_atom_sites_solution_primary Direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_diff_density_min -0.40
_refine_diff_density_max 0.42
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns 1732
_refine_ls_number_restraints 1
_refine_ls_number_parameters 110
_oxford_refine_ls_R_factor_ref 0.0254
_refine_ls_wR_factor_ref 0.0513
_refine_ls_goodness_of_fit_ref 0.9748
_refine_ls_shift/su_max 0.0005347
_refine_ls_shift/su_mean 0.0000261
# The values computed from all data
_oxford_reflns_number_all 1732
_refine_ls_R_factor_all 0.0254
_refine_ls_wR_factor_all 0.0513
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 1607
_refine_ls_R_factor_gt 0.0223
_refine_ls_wR_factor_gt 0.0498
_refine_ls_abs_structure_Flack 0.066(14)
_refine_ls_abs_structure_details 'Flack (1983), 732 Friedel-pairs'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_hydrogen_treatment constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method= Modified Sheldrick
w=1/[\s^2^(F^2^) + ( 0.03P)^2^ + 0.37P]
,where P=(max(Fo^2^,0) + 2Fc^2^)/3
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
User-defined data collection reference
User defined data reduction
User defined cell refinement
Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
;
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.23637(3) 1.00044(10) 0.87457(3) 0.0150 1.0000 Uani . . . . . .
O1 O 0.3289(2) 0.82851(19) 0.8458(2) 0.0213 1.0000 Uani . . . . . .
O2 O 0.3899(2) 0.6834(2) 0.6449(2) 0.0200 1.0000 Uani . . . . . .
O3 O 0.30706(17) 1.0081(3) 0.12264(19) 0.0176 1.0000 Uani . . . . . .
O4 O 0.1185(2) 0.8924(2) 0.1915(3) 0.0203 1.0000 Uani . . . . . .
O5 O 0.1285(2) 1.1657(2) 0.8769(2) 0.0222 1.0000 Uani . . . . . .
O6 O 0.4270(2) 1.1147(2) 0.7770(3) 0.0266 1.0000 Uani . . . . . .
N1 N 0.1454(2) 0.9579(2) 0.6359(3) 0.0142 1.0000 Uani . . . . . .
C1 C 0.3220(3) 0.7814(3) 0.6873(3) 0.0148 1.0000 Uani . . . . . .
C2 C 0.2258(3) 0.8536(2) 0.5486(3) 0.0134 1.0000 Uani . . . . . .
C3 C 0.3148(3) 0.9141(3) 0.4085(3) 0.0151 1.0000 Uani . . . . . .
C4 C 0.2365(3) 0.9402(3) 0.2305(3) 0.0139 1.0000 Uani . . . . . .
H31 H 0.3531 0.9993 0.4532 0.0186 1.0000 Uiso R . . . . .
H32 H 0.3895 0.8525 0.3882 0.0186 1.0000 Uiso R . . . . .
H21 H 0.1574 0.7912 0.4914 0.0158 1.0000 Uiso R . . . . .
H11 H 0.1383 1.0292 0.5704 0.0178 1.0000 Uiso R . . . . .
H12 H 0.0620 0.9296 0.6504 0.0178 1.0000 Uiso R . . . . .
H51 H 0.1311 1.2100 0.9715 0.0500 1.0000 Uiso R . . . . .
H52 H 0.0501 1.1671 0.8206 0.0500 1.0000 Uiso R . . . . .
H62 H 0.5091 1.0925 0.8128 0.0500 1.0000 Uiso R . . . . .
H61 H 0.4137 1.1968 0.7896 0.0500 1.0000 Uiso 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
Cu1 0.01923(15) 0.01549(13) 0.00985(12) -0.00029(16) -0.00134(9) 0.00287(17)
O1 0.0344(11) 0.0198(9) 0.0090(9) 0.0010(7) -0.0043(8) 0.0073(8)
O2 0.0237(10) 0.0170(9) 0.0193(9) -0.0012(8) 0.0011(7) 0.0061(7)
O3 0.0194(8) 0.0223(9) 0.0111(7) 0.0017(11) 0.0003(6) 0.0003(12)
O4 0.0170(10) 0.0237(10) 0.0195(10) 0.0009(8) -0.0029(7) -0.0035(7)
O5 0.0236(10) 0.0206(10) 0.0216(9) -0.0074(8) -0.0048(8) 0.0072(8)
O6 0.0220(11) 0.0216(10) 0.0361(12) 0.0029(9) 0.0013(9) 0.0020(8)
N1 0.0139(10) 0.0200(11) 0.0089(9) 0.0007(7) 0.0009(8) 0.0029(7)
C1 0.0151(13) 0.0137(12) 0.0154(12) 0.0030(9) 0.0005(10) -0.0033(9)
C2 0.0190(13) 0.0142(12) 0.0068(10) -0.0009(9) -0.0007(9) 0.0015(10)
C3 0.0135(13) 0.0184(13) 0.0130(12) 0.0021(9) -0.0012(9) 0.0000(10)
C4 0.0209(14) 0.0123(10) 0.0086(11) -0.0028(9) 0.0015(9) 0.0046(10)
_refine_ls_extinction_method None
_oxford_refine_ls_scale 0.17130(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . O3 1_556 1.9500(14) yes
Cu1 . O1 . 1.9573(18) yes
Cu1 . O5 . 1.9522(19) yes
Cu1 . O6 . 2.311(2) yes
Cu1 . N1 . 1.994(2) yes
O1 . C1 . 1.286(3) yes
O2 . C1 . 1.231(3) yes
O3 . C4 . 1.288(3) yes
O4 . C4 . 1.238(3) yes
O5 . H51 . 0.841 no
O5 . H52 . 0.833 no
O6 . H62 . 0.839 no
O6 . H61 . 0.840 no
N1 . C2 . 1.479(3) yes
N1 . H11 . 0.870 no
N1 . H12 . 0.857 no
C1 . C2 . 1.527(3) yes
C2 . C3 . 1.528(3) yes
C2 . H21 . 0.982 no
C3 . C4 . 1.515(3) yes
C3 . H31 . 0.981 no
C3 . H32 . 0.962 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 1_556 Cu1 . O1 . 90.79(9) yes
O3 1_556 Cu1 . O5 . 95.97(10) yes
O1 . Cu1 . O5 . 172.73(8) yes
O3 1_556 Cu1 . O6 . 93.53(8) yes
O1 . Cu1 . O6 . 91.90(8) yes
O5 . Cu1 . O6 . 90.34(8) yes
O3 1_556 Cu1 . N1 . 168.17(10) yes
O1 . Cu1 . N1 . 83.16(8) yes
O5 . Cu1 . N1 . 89.71(8) yes
O6 . Cu1 . N1 . 96.81(8) yes
Cu1 . O1 . C1 . 115.71(16) yes
Cu1 1_554 O3 . C4 . 115.35(16) yes
Cu1 . O5 . H51 . 118.2 no
Cu1 . O5 . H52 . 117.6 no
H51 . O5 . H52 . 113.5 no
Cu1 . O6 . H62 . 119.9 no
Cu1 . O6 . H61 . 108.8 no
H62 . O6 . H61 . 111.6 no
Cu1 . N1 . C2 . 110.50(15) yes
Cu1 . N1 . H11 . 110.5 no
C2 . N1 . H11 . 110.5 no
Cu1 . N1 . H12 . 107.6 no
C2 . N1 . H12 . 109.6 no
H11 . N1 . H12 . 108.1 no
O1 . C1 . O2 . 122.9(2) yes
O1 . C1 . C2 . 117.0(2) yes
O2 . C1 . C2 . 120.1(2) yes
C1 . C2 . N1 . 109.5(2) yes
C1 . C2 . C3 . 109.3(2) yes
N1 . C2 . C3 . 110.9(2) yes
C1 . C2 . H21 . 110.3 no
N1 . C2 . H21 . 107.5 no
C3 . C2 . H21 . 109.3 no
C2 . C3 . C4 . 115.0(2) yes
C2 . C3 . H31 . 108.5 no
C4 . C3 . H31 . 107.7 no
C2 . C3 . H32 . 107.9 no
C4 . C3 . H32 . 107.0 no
H31 . C3 . H32 . 110.7 no
C3 . C4 . O3 . 114.1(2) yes
C3 . C4 . O4 . 121.8(2) yes
O3 . C4 . O4 . 124.0(2) yes
_iucr_refine_instruction_details_constraints
;
#
# Punched on 11/07/11 at 14:57:35
#
#LIST 12
BLOCK SCALE X'S, U'S
CONT ENANTIO
RIDE O ( 5,X'S) H ( 51,X'S) H ( 52,X'S)
RIDE O ( 6,X'S) H ( 62,X'S) H ( 61,X'S)
RIDE N ( 1,X'S) H ( 11,X'S) H ( 12,X'S)
RIDE C ( 2,X'S) H ( 21,X'S)
RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S)
END
;
_iucr_refine_instruction_details_restraints
;
#
# Punched on 11/07/11 at 14:57:35
#
#LIST 16
NO
END
;
data_ceth01
_database_code_depnum_ccdc_archive 'CCDC 856788'
_audit_creation_date 11-07-11
_audit_creation_method CRYSTALS_ver_14.23
_oxford_structure_analysis_title 'ceth01 in C2'
_chemical_name_systematic ?
_chemical_name_common CuAsp
_chemical_formula_moiety 'C4 H9 Cu1 N1 O6'
# Given Formula = C4 H7 Cu1 N1 O5
# Dc = 1.98 Fooo = 468.00 Mu = 30.30 M = 212.65
# Found Formula = C4 H9 Cu1 N1 O6
# Dc = 2.14 FOOO = 468.00 Mu = 30.49 M = 230.66
_chemical_formula_sum 'C4 H9 Cu1 N1 O6'
_chemical_compound_source ?
_chemical_melting_point ?
_exptl_crystal_description block
_exptl_crystal_colour blue
_diffrn_ambient_temperature 293
_diffrn_ambient_pressure 300000
_publ_section_exptl_refinement
;
029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.423
911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.600 170
915_ALERT_3_B Low Friedel Pair Coverage ...................... 38 Perc.
341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang .. 9
910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 1
912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 43
913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 13
952_ALERT_5_G Reported and Calculated Lmax Values Differ by .. 6
These are caused by shading of the high-pressure cell.
201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 11
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 39
All 1,2 and 1,3 distances were restrained on the L-Asp ligand during refinement.
Only the Cu-atom was refned with anisotropic displacement parameters, all
other non-H atoms were refined isotropically.
This strategy was utilised based on the low-completeness of the
high-pressure data.
004_ALERT_5_G Info: Polymeric Structure Found with Dimension . 1
199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K
791_ALERT_4_G Note: The Model has Chirality at C2 (Verify) S
These are correct.
760_ALERT_1_G CIF Contains no Torsion Angles ................. ?
929_ALERT_5_G No Weight Pars,Obs and Calc R1,wR2,S not checked !
No action taken.
794_ALERT_5_G Note: Tentative Bond Valency for Cu1 (II) 2.11
The Cu is in a distorted octahedral geometry, giving rise to the
tentative bond valency.
808_ALERT_5_G No Parseable SHELXL Style Weighting Scheme Found !
A shelx weighting scheme was not used.
;
_publ_section_exptl_prep
# Brief details or a reference. Include solvent if known
;
?
;
#end of refcif
_cell_length_a 9.4817(3)
_cell_length_b 10.0118(3)
_cell_length_c 7.5433(7)
_cell_angle_alpha 90
_cell_angle_beta 93.856(4)
_cell_angle_gamma 90
_cell_volume 714.46(7)
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'C 2'
_symmetry_int_tables_number 5
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration ad
_symmetry_space_group_name_Hall 'C 2y'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,y+1/2,z
-x,y,-z
-x+1/2,y+1/2,-z
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z 4
_chemical_formula_weight 230.66
_cell_measurement_reflns_used 1800
_cell_measurement_theta_min 3
_cell_measurement_theta_max 20
_cell_measurement_temperature 293
_exptl_crystal_size_min 0.100
_exptl_crystal_size_mid 0.200
_exptl_crystal_size_max 0.200
_exptl_crystal_density_diffrn 2.144
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 468
_exptl_absorpt_coefficient_mu 3.049
# Sheldrick geometric approximatio 0.54 0.74
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min 0.53
_exptl_absorpt_correction_T_max 0.74
_diffrn_measurement_device_type 'Bruker Apex2'
_diffrn_measurement_device Area
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type ' synchrotron'
_diffrn_radiation_wavelength 0.47620
_diffrn_measurement_method \w
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement 'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction 'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION'
_computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material 'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics 'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time .
_diffrn_standards_interval_count .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_reflns_number 2706
_reflns_number_total 855
_diffrn_reflns_av_R_equivalents 0.044
# Number of reflections without Friedels Law is 855
# Number of reflections with Friedels Law is 465
# Theoretical number of reflections is about 1083
_diffrn_reflns_theta_min 2.962
_diffrn_reflns_theta_max 30.433
_diffrn_measured_fraction_theta_max 0.406
_diffrn_reflns_theta_full 25.564
_diffrn_measured_fraction_theta_full 0.423
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -4
_diffrn_reflns_limit_l_max 4
_reflns_limit_h_min -13
_reflns_limit_h_max 13
_reflns_limit_k_min -13
_reflns_limit_k_max 13
_reflns_limit_l_min 0
_reflns_limit_l_max 4
_oxford_diffrn_Wilson_B_factor 0.00
_oxford_diffrn_Wilson_scale 0.00
_atom_sites_solution_primary Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_diff_density_min -0.94
_refine_diff_density_max 0.91
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns 846
_refine_ls_number_restraints 39
_refine_ls_number_parameters 55
_oxford_refine_ls_R_factor_ref 0.0397
_refine_ls_wR_factor_ref 0.0873
_refine_ls_goodness_of_fit_ref 0.9221
_refine_ls_shift/su_max 0.0001454
_refine_ls_shift/su_mean 0.0000206
# The values computed from all data
_oxford_reflns_number_all 846
_refine_ls_R_factor_all 0.0397
_refine_ls_wR_factor_all 0.0873
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 639
_refine_ls_R_factor_gt 0.0319
_refine_ls_wR_factor_gt 0.0700
_refine_ls_abs_structure_Flack 0.27(3)
_refine_ls_abs_structure_details 'Flack (1983), 390 Friedel-pairs'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_hydrogen_treatment constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
6.83 8.61 2.63
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
User-defined structure solution reference
Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.
Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
Watkin D.J. (1994).
Acta Cryst, A50, 411-437.
Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
;
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.23687(5) 1.00279(15) 0.87375(19) 0.0221 1.0000 Uani . . . . . .
C1 C 0.3215(5) 0.7814(4) 0.6847(10) 0.0181(8) 1.0000 Uiso D U . . . .
C2 C 0.2257(4) 0.8541(4) 0.5467(10) 0.0161(8) 1.0000 Uiso D U . . . .
C3 C 0.3137(5) 0.9156(5) 0.4096(11) 0.0163(8) 1.0000 Uiso D U . . . .
C4 C 0.2383(4) 0.9416(5) 0.2298(10) 0.0166(8) 1.0000 Uiso D U . . . .
O1 O 0.3301(4) 0.8297(4) 0.8439(11) 0.0234(8) 1.0000 Uiso D U . . . .
O2 O 0.3900(4) 0.6836(4) 0.6421(12) 0.0199(8) 1.0000 Uiso D U . . . .
O3 O 0.3073(3) 1.0113(5) 0.1250(10) 0.0188(7) 1.0000 Uiso D U . . . .
O4 O 0.1186(4) 0.8943(4) 0.1920(12) 0.0188(8) 1.0000 Uiso D U . . . .
O5 O 0.1281(4) 1.1683(4) 0.8768(14) 0.0211(9) 1.0000 Uiso D . . . . .
O6 O 0.4276(4) 1.1177(4) 0.7749(14) 0.0220(9) 1.0000 Uiso D . . . . .
N1 N 0.1450(4) 0.9591(4) 0.6364(14) 0.0168(8) 1.0000 Uiso D U . . . .
H61 H 0.4278 1.1986 0.8044 0.0269 1.0000 Uiso DR . . . . .
H62 H 0.5044 1.0833 0.8149 0.0269 1.0000 Uiso DR . . . . .
H51 H 0.1217 1.1941 0.9821 0.0251 1.0000 Uiso DR . . . . .
H52 H 0.0470 1.1485 0.8342 0.0251 1.0000 Uiso DR . . . . .
H31 H 0.3495 1.0003 0.4560 0.0195 1.0000 Uiso R . . . . .
H32 H 0.3923 0.8560 0.3923 0.0195 1.0000 Uiso R . . . . .
H21 H 0.1594 0.7901 0.4886 0.0193 1.0000 Uiso R . . . . .
H11 H 0.1412 1.0299 0.5718 0.0201 1.0000 Uiso R . . . . .
H12 H 0.0607 0.9306 0.6491 0.0201 1.0000 Uiso 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
Cu1 0.0163(2) 0.0141(3) 0.0351(19) -0.0005(5) -0.0040(3) 0.0025(2)
_refine_ls_extinction_method None
_oxford_refine_ls_scale 0.3115(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . O3 1_556 1.968(7) yes
Cu1 . O1 . 1.965(4) yes
Cu1 . O5 . 1.953(4) yes
Cu1 . O6 . 2.309(6) yes
Cu1 . N1 . 1.987(10) yes
C1 . C2 . 1.520(7) yes
C1 . O1 . 1.292(8) yes
C1 . O2 . 1.230(6) yes
C2 . C3 . 1.504(7) yes
C2 . N1 . 1.490(7) yes
C2 . H21 . 0.980 no
C3 . C4 . 1.513(8) yes
C3 . H31 . 0.970 no
C3 . H32 . 0.970 no
C4 . O3 . 1.269(7) yes
C4 . O4 . 1.245(5) yes
O5 . H51 . 0.842 no
O5 . H52 . 0.837 no
O6 . H61 . 0.840 no
O6 . H62 . 0.843 no
N1 . H11 . 0.860 no
N1 . H12 . 0.860 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 1_556 Cu1 . O1 . 91.3(3) yes
O3 1_556 Cu1 . O5 . 95.6(3) yes
O1 . Cu1 . O5 . 172.6(3) yes
O3 1_556 Cu1 . O6 . 93.8(3) yes
O1 . Cu1 . O6 . 91.97(18) yes
O5 . Cu1 . O6 . 90.39(19) yes
O3 1_556 Cu1 . N1 . 167.7(2) yes
O1 . Cu1 . N1 . 82.9(3) yes
O5 . Cu1 . N1 . 89.9(3) yes
O6 . Cu1 . N1 . 97.1(3) yes
C2 . C1 . O1 . 117.1(4) yes
C2 . C1 . O2 . 120.3(5) yes
O1 . C1 . O2 . 122.6(5) yes
C1 . C2 . C3 . 109.5(4) yes
C1 . C2 . N1 . 109.2(5) yes
C3 . C2 . N1 . 110.4(4) yes
C1 . C2 . H21 . 109.2 no
C3 . C2 . H21 . 109.2 no
N1 . C2 . H21 . 109.3 no
C2 . C3 . C4 . 115.9(4) yes
C2 . C3 . H31 . 107.9 no
C4 . C3 . H31 . 107.9 no
C2 . C3 . H32 . 107.9 no
C4 . C3 . H32 . 107.9 no
H31 . C3 . H32 . 109.5 no
C3 . C4 . O3 . 114.9(4) yes
C3 . C4 . O4 . 120.6(5) yes
O3 . C4 . O4 . 124.5(6) yes
C1 . O1 . Cu1 . 115.8(4) yes
C4 . O3 . Cu1 1_554 114.8(3) yes
Cu1 . O5 . H51 . 110.1 no
Cu1 . O5 . H52 . 105.5 no
H51 . O5 . H52 . 108.2 no
Cu1 . O6 . H61 . 112.5 no
Cu1 . O6 . H62 . 110.9 no
H61 . O6 . H62 . 108.2 no
C2 . N1 . Cu1 . 110.9(4) yes
C2 . N1 . H11 . 109.1 no
Cu1 . N1 . H11 . 109.1 no
C2 . N1 . H12 . 109.1 no
Cu1 . N1 . H12 . 109.1 no
H11 . N1 . H12 . 109.5 no
_iucr_refine_instruction_details_constraints
;
#
# Punched on 11/07/11 at 11:57:33
#
#LIST 12
BLOCK SCALE X'S
CONT CU(1, U'S)
CONT C(1, U[ISO]) UNTIL N(1)
CONT ENANTIO
RIDE C ( 2,X'S) H ( 21,X'S)
RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S)
RIDE O ( 5,X'S) H ( 51,X'S) H ( 52,X'S)
RIDE O ( 6,X'S) H ( 61,X'S) H ( 62,X'S)
RIDE N ( 1,X'S) H ( 11,X'S) H ( 12,X'S)
END
;
_iucr_refine_instruction_details_restraints
;
#
# Punched on 11/07/11 at 11:57:33
#
#LIST 16
DIST 0.84, 0.01 = O(6) TO H(61)
DIST 0.84, 0.01 = O(6) TO H(62)
ANGLE 108, 1 = H(61) TO O(6) TO H(62)
DIST 0.84, 0.01 = O(5) TO H(51)
DIST 0.84, 0.01 = O(5) TO H(52)
ANGLE 108, 1 = H(51) TO O(5) TO H(52)
DIST 1.292, 0.01 = C(1) TO O(1)
DIST 1.232, 0.01 = C(1) TO O(2)
DIST 1.525, 0.01 = C(1) TO C(2)
DIST 1.489, 0.01 = C(2) TO N(1)
DIST 1.514, 0.01 = C(2) TO C(3)
DIST 1.528, 0.01 = C(3) TO C(4)
DIST 1.280, 0.01 = C(4) TO O(3)
DIST 1.239, 0.01 = C(4) TO O(4)
ANGL 123,1= O(2) TO C(1) TO O(1)
ANGL 118,1= C(2) TO C(1) TO O(1)
ANGL 120,1= C(2) TO C(1) TO O(2)
ANGL 109,1= C(1) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO C(1)
ANGL 115,1= C(4) TO C(3) TO C(2)
ANGL 124,1= O(4) TO C(4) TO O(3)
ANGL 114,1= C(3) TO C(4) TO O(3)
ANGL 122,1= C(3) TO C(4) TO O(4)
REM HREST START (DO NOT REMOVE THIS LINE)
REM HREST END (DO NOT REMOVE THIS LINE)
REM DELU START (DO NOT REMOVE THIS LINE)
VIBR .0, 0.00200 = O(1) TO C(1)
VIBR .0, 0.00200 = O(2) TO C(1)
VIBR .0, 0.00200 = O(3) TO C(4)
VIBR .0, 0.00200 = O(4) TO C(4)
VIBR .0, 0.00200 = N(1) TO C(2)
VIBR .0, 0.00200 = C(1) TO C(2)
VIBR .0, 0.00500 = O(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(2)
VIBR .0, 0.00200 = C(2) TO C(3)
VIBR .0, 0.00500 = N(1) TO C(1)
VIBR .0, 0.00500 = C(3) TO C(1)
VIBR .0, 0.00500 = C(3) TO N(1)
VIBR .0, 0.00200 = C(3) TO C(4)
VIBR .0, 0.00500 = C(4) TO C(2)
VIBR .0, 0.00500 = O(3) TO C(3)
VIBR .0, 0.00500 = O(4) TO C(3)
VIBR .0, 0.00500 = O(4) TO O(3)
REM DELU END (DO NOT REMOVE THIS LINE)
REM THERMSIM START (DO NOT REMOVE THIS LINE)
U(IJ) .0, 0.08000 = O(1) TO C(1)
U(IJ) .0, 0.08000 = O(2) TO C(1)
U(IJ) .0, 0.08000 = O(3) TO C(4)
U(IJ) .0, 0.08000 = O(4) TO C(4)
U(IJ) .0, 0.08000 = N(1) TO C(2)
U(IJ) .0, 0.04000 = C(1) TO C(2)
U(IJ) .0, 0.04000 = C(2) TO C(3)
U(IJ) .0, 0.04000 = C(3) TO C(4)
REM THERMSIM END (DO NOT REMOVE THIS LINE)
DISTANCE 0.840000 , 0.010000 = O(5) TO H(52)
END
;
# Manually omitted reflections
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
2 2 0 x .
-4 -2 1 x .
2 6 3 x .
-7 -1 3 x .
-7 3 3 x .
2 10 4 x .
4 10 4 x .
-3 3 2 x .
2 -4 0 x .
data_ceth02
_database_code_depnum_ccdc_archive 'CCDC 856789'
#TrackingRef '- all.cif'
_audit_creation_date 11-07-11
_audit_creation_method CRYSTALS_ver_14.23
_oxford_structure_analysis_title 'ceth02 in C2'
_chemical_name_systematic ?
_chemical_name_common CuAsp
_chemical_formula_moiety 'C4 H9 Cu1 N1 O6'
# Given Formula = C4 H7 Cu1 N1 O5
# Dc = 2.02 Fooo = 468.00 Mu = 30.95 M = 212.65
# Found Formula = C4 H9 Cu1 N1 O6
# Dc = 2.19 FOOO = 468.00 Mu = 31.15 M = 230.66
_chemical_formula_sum 'C4 H9 Cu1 N1 O6'
_chemical_compound_source ?
_chemical_melting_point ?
_exptl_crystal_description block
_exptl_crystal_colour blue
_diffrn_ambient_temperature 293
_diffrn_ambient_pressure 850000
_publ_section_exptl_refinement
;
029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.422
911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.600 162
915_ALERT_3_B Low Friedel Pair Coverage ...................... 37 Perc.
341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang .. 9
910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 1
912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 49
913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 8
952_ALERT_5_G Reported and Calculated Lmax Values Differ by .. 6
960_ALERT_3_G Number of Intensities with I .LT. - 2*sig(I) .. 1
These are caused by shading of the high-pressure cell.
201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 11
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 37
All 1,2 and 1,3 distances were restrained on the L-Asp ligand during refinement.
Only the Cu-atom was refned with anisotropic displacement parameters, all
other non-H atoms were refined isotropically.
This strategy was utilised based on the low-completeness of the
high-pressure data.
004_ALERT_5_G Info: Polymeric Structure Found with Dimension . 1
199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K
791_ALERT_4_G Note: The Model has Chirality at C2 (Verify) S
These are correct.
760_ALERT_1_G CIF Contains no Torsion Angles ................. ?
929_ALERT_5_G No Weight Pars,Obs and Calc R1,wR2,S not checked !
No action taken.
794_ALERT_5_G Note: Tentative Bond Valency for Cu1 (II) 2.18
The Cu is in a distorted octahedral geometry, giving rise to the
tentative bond valency.
808_ALERT_5_G No Parseable SHELXL Style Weighting Scheme Found !
A shelx weighting scheme was not used.
;
_publ_section_exptl_prep
# Brief details or a reference. Include solvent if known
;
?
;
#end of refcif
_cell_length_a 9.3964(3)
_cell_length_b 9.9334(4)
_cell_length_c 7.5076(9)
_cell_angle_alpha 90
_cell_angle_beta 93.536(6)
_cell_angle_gamma 90
_cell_volume 699.41(9)
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'C 2'
_symmetry_int_tables_number 5
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration ad
_symmetry_space_group_name_Hall 'C 2y '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,y+1/2,z
-x,y,-z
-x+1/2,y+1/2,-z
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z 4
_chemical_formula_weight 230.66
_cell_measurement_reflns_used 1748
_cell_measurement_theta_min 3
_cell_measurement_theta_max 20
_cell_measurement_temperature 293
_exptl_crystal_size_min 0.100
_exptl_crystal_size_mid 0.200
_exptl_crystal_size_max 0.200
_exptl_crystal_density_diffrn 2.190
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 468
_exptl_absorpt_coefficient_mu 3.115
# Sheldrick geometric approximatio 0.54 0.73
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min 0.52
_exptl_absorpt_correction_T_max 0.73
_diffrn_measurement_device_type 'Bruker Apex2'
_diffrn_measurement_device Area
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type ' synchrotron'
_diffrn_radiation_wavelength 0.47620
_diffrn_measurement_method \w
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement 'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction 'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION'
_computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material 'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics 'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time .
_diffrn_standards_interval_count .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_reflns_number 2725
_reflns_number_total 838
_diffrn_reflns_av_R_equivalents 0.039
# Number of reflections without Friedels Law is 838
# Number of reflections with Friedels Law is 456
# Theoretical number of reflections is about 1068
_diffrn_reflns_theta_min 2.987
_diffrn_reflns_theta_max 30.509
_diffrn_measured_fraction_theta_max 0.403
_diffrn_reflns_theta_full 25.017
_diffrn_measured_fraction_theta_full 0.422
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -4
_diffrn_reflns_limit_l_max 4
_reflns_limit_h_min -13
_reflns_limit_h_max 13
_reflns_limit_k_min -13
_reflns_limit_k_max 13
_reflns_limit_l_min 0
_reflns_limit_l_max 4
_oxford_diffrn_Wilson_B_factor 0.00
_oxford_diffrn_Wilson_scale 0.00
_atom_sites_solution_primary Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_diff_density_min -0.41
_refine_diff_density_max 0.48
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns 834
_refine_ls_number_restraints 37
_refine_ls_number_parameters 55
_oxford_refine_ls_R_factor_ref 0.0417
_refine_ls_wR_factor_ref 0.0565
_refine_ls_goodness_of_fit_ref 0.8356
_refine_ls_shift/su_max 0.0002209
_refine_ls_shift/su_mean 0.0000476
# The values computed from all data
_oxford_reflns_number_all 834
_refine_ls_R_factor_all 0.0417
_refine_ls_wR_factor_all 0.0565
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 486
_refine_ls_R_factor_gt 0.0266
_refine_ls_wR_factor_gt 0.0514
_refine_ls_abs_structure_Flack 0.23(2)
_refine_ls_abs_structure_details 'Flack (1983), 382 Friedel-pairs'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_hydrogen_treatment constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method= Modified Sheldrick
w=1/[\s^2^(F^2^) + ( 0.00P)^2^ + 0.68P]
,where P=(max(Fo^2^,0) + 2Fc^2^)/3
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
User-defined structure solution reference
Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.
Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
;
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.23773(4) 1.00347(13) 0.87110(17) 0.0189 1.0000 Uani . . . . . .
C1 C 0.3222(4) 0.7808(4) 0.6852(9) 0.0141(8) 1.0000 Uiso D U . . . .
C2 C 0.2252(3) 0.8527(4) 0.5484(10) 0.0141(7) 1.0000 Uiso D U . . . .
C3 C 0.3152(4) 0.9151(3) 0.4089(11) 0.0153(8) 1.0000 Uiso D U . . . .
C4 C 0.2390(3) 0.9421(5) 0.2281(10) 0.0134(7) 1.0000 Uiso D U . . . .
O1 O 0.3311(3) 0.8283(3) 0.8453(11) 0.0222(7) 1.0000 Uiso D U . . . .
O2 O 0.3896(2) 0.6799(3) 0.6421(10) 0.0154(6) 1.0000 Uiso D U . . . .
O3 O 0.3099(2) 1.0138(4) 0.1246(10) 0.0162(6) 1.0000 Uiso D U . . . .
O4 O 0.1193(2) 0.8936(3) 0.1851(10) 0.0150(6) 1.0000 Uiso D U . . . .
O5 O 0.1277(3) 1.1681(3) 0.8761(11) 0.0212(7) 1.0000 Uiso . . . . . .
O6 O 0.4268(3) 1.1182(3) 0.7691(13) 0.0216(7) 1.0000 Uiso . . . . . .
N1 N 0.1430(3) 0.9581(3) 0.6406(13) 0.0120(7) 1.0000 Uiso D U . . . .
H31 H 0.3517 1.0021 0.4640 0.0201 1.0000 Uiso R . . . . .
H32 H 0.4006 0.8577 0.4023 0.0201 1.0000 Uiso R . . . . .
H21 H 0.1627 0.7871 0.4920 0.0222 1.0000 Uiso R . . . . .
H11 H 0.1392 1.0282 0.5698 0.0207 1.0000 Uiso R . . . . .
H12 H 0.0585 0.9285 0.6496 0.0207 1.0000 Uiso R . . . . .
H61 H 0.4279 1.2018 0.7843 0.0260 1.0000 Uiso R . . . . .
H62 H 0.5055 1.0874 0.8104 0.0260 1.0000 Uiso R . . . . .
H51 H 0.1304 1.1914 0.9838 0.0350 1.0000 Uiso R . . . . .
H52 H 0.0420 1.1597 0.8398 0.0350 1.0000 Uiso 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
Cu1 0.0163(3) 0.0136(2) 0.027(2) 0.0016(6) -0.0014(4) 0.0026(2)
_refine_ls_extinction_method None
_oxford_refine_ls_scale 0.2530(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . O3 1_556 1.984(7) yes
Cu1 . O1 . 1.964(3) yes
Cu1 . O5 . 1.936(3) yes
Cu1 . O6 . 2.283(5) yes
Cu1 . N1 . 1.949(8) yes
C1 . C2 . 1.510(6) yes
C1 . O1 . 1.289(8) yes
C1 . O2 . 1.239(5) yes
C2 . C3 . 1.518(7) yes
C2 . N1 . 1.496(6) yes
C2 . H21 . 0.958 no
C3 . C4 . 1.518(8) yes
C3 . H31 . 1.010 no
C3 . H32 . 0.988 no
C4 . O3 . 1.272(6) yes
C4 . O4 . 1.248(4) yes
O5 . H51 . 0.840 no
O5 . H52 . 0.838 no
O6 . H61 . 0.838 no
O6 . H62 . 0.841 no
N1 . H11 . 0.875 no
N1 . H12 . 0.853 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 1_556 Cu1 . O1 . 90.7(2) yes
O3 1_556 Cu1 . O5 . 95.1(3) yes
O1 . Cu1 . O5 . 173.0(2) yes
O3 1_556 Cu1 . O6 . 93.9(2) yes
O1 . Cu1 . O6 . 92.73(13) yes
O5 . Cu1 . O6 . 90.70(14) yes
O3 1_556 Cu1 . N1 . 166.98(18) yes
O1 . Cu1 . N1 . 83.7(2) yes
O5 . Cu1 . N1 . 89.8(2) yes
O6 . Cu1 . N1 . 98.0(3) yes
C2 . C1 . O1 . 117.6(4) yes
C2 . C1 . O2 . 120.1(5) yes
O1 . C1 . O2 . 122.3(5) yes
C1 . C2 . C3 . 108.9(3) yes
C1 . C2 . N1 . 108.9(5) yes
C3 . C2 . N1 . 111.0(4) yes
C1 . C2 . H21 . 107.9 no
C3 . C2 . H21 . 109.0 no
N1 . C2 . H21 . 111.1 no
C2 . C3 . C4 . 115.9(3) yes
C2 . C3 . H31 . 104.9 no
C4 . C3 . H31 . 110.2 no
C2 . C3 . H32 . 106.7 no
C4 . C3 . H32 . 113.4 no
H31 . C3 . H32 . 104.9 no
C3 . C4 . O3 . 114.2(3) yes
C3 . C4 . O4 . 122.0(5) yes
O3 . C4 . O4 . 123.8(5) yes
C1 . O1 . Cu1 . 114.4(4) yes
C4 . O3 . Cu1 1_554 113.3(3) yes
Cu1 . O5 . H51 . 105.5 no
Cu1 . O5 . H52 . 114.4 no
H51 . O5 . H52 . 108.2 no
Cu1 . O6 . H61 . 116.9 no
Cu1 . O6 . H62 . 112.3 no
H61 . O6 . H62 . 107.9 no
C2 . N1 . Cu1 . 110.6(3) yes
C2 . N1 . H11 . 106.2 no
Cu1 . N1 . H11 . 110.7 no
C2 . N1 . H12 . 107.7 no
Cu1 . N1 . H12 . 112.7 no
H11 . N1 . H12 . 108.6 no
_iucr_refine_instruction_details_constraints
;
#
# Punched on 11/07/11 at 14:04:57
#
#LIST 12
BLOCK SCALE X'S
CONT CU(1, U'S)
CONT C(1, U[ISO]) UNTIL N(1)
CONT ENANTIO
RIDE C ( 2,X'S) H ( 21,X'S)
RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S)
RIDE O ( 5,X'S) H ( 51,X'S) H ( 52,X'S)
RIDE O ( 6,X'S) H ( 61,X'S) H ( 62,X'S)
RIDE N ( 1,X'S) H ( 11,X'S) H ( 12,X'S)
END
;
_iucr_refine_instruction_details_restraints
;
#
# Punched on 11/07/11 at 14:04:57
#
#LIST 16
DIST 1.292, 0.01 = C(1) TO O(1)
DIST 1.232, 0.01 = C(1) TO O(2)
DIST 1.525, 0.01 = C(1) TO C(2)
DIST 1.489, 0.01 = C(2) TO N(1)
DIST 1.514, 0.01 = C(2) TO C(3)
DIST 1.528, 0.01 = C(3) TO C(4)
DIST 1.280, 0.01 = C(4) TO O(3)
DIST 1.239, 0.01 = C(4) TO O(4)
ANGL 123,1= O(2) TO C(1) TO O(1)
ANGL 118,1= C(2) TO C(1) TO O(1)
ANGL 120,1= C(2) TO C(1) TO O(2)
ANGL 109,1= C(1) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO C(1)
ANGL 115,1= C(4) TO C(3) TO C(2)
ANGL 124,1= O(4) TO C(4) TO O(3)
ANGL 114,1= C(3) TO C(4) TO O(3)
ANGL 122,1= C(3) TO C(4) TO O(4)
REM HREST START (DO NOT REMOVE THIS LINE)
REM HREST END (DO NOT REMOVE THIS LINE)
REM DELU START (DO NOT REMOVE THIS LINE)
VIBR .0, 0.00200 = O(1) TO C(1)
VIBR .0, 0.00200 = O(2) TO C(1)
VIBR .0, 0.00200 = O(3) TO C(4)
VIBR .0, 0.00200 = O(4) TO C(4)
VIBR .0, 0.00200 = N(1) TO C(2)
VIBR .0, 0.00200 = C(1) TO C(2)
VIBR .0, 0.00500 = O(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(2)
VIBR .0, 0.00200 = C(2) TO C(3)
VIBR .0, 0.00500 = N(1) TO C(1)
VIBR .0, 0.00500 = C(3) TO C(1)
VIBR .0, 0.00500 = C(3) TO N(1)
VIBR .0, 0.00200 = C(3) TO C(4)
VIBR .0, 0.00500 = C(4) TO C(2)
VIBR .0, 0.00500 = O(3) TO C(3)
VIBR .0, 0.00500 = O(4) TO C(3)
VIBR .0, 0.00500 = O(4) TO O(3)
REM DELU END (DO NOT REMOVE THIS LINE)
REM THERMSIM START (DO NOT REMOVE THIS LINE)
U(IJ) .0, 0.08000 = O(1) TO C(1)
U(IJ) .0, 0.08000 = O(2) TO C(1)
U(IJ) .0, 0.08000 = O(3) TO C(4)
U(IJ) .0, 0.08000 = O(4) TO C(4)
U(IJ) .0, 0.08000 = N(1) TO C(2)
U(IJ) .0, 0.04000 = C(1) TO C(2)
U(IJ) .0, 0.04000 = C(2) TO C(3)
U(IJ) .0, 0.04000 = C(3) TO C(4)
REM THERMSIM END (DO NOT REMOVE THIS LINE)
END
;
# Manually omitted reflections
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
2 6 3 x .
8 0 3 x .
-11 -7 3 x .
7 9 4 x .
data_ceth03
_database_code_depnum_ccdc_archive 'CCDC 856790'
#TrackingRef '- all.cif'
_audit_creation_date 11-07-11
_audit_creation_method CRYSTALS_ver_14.23
_oxford_structure_analysis_title 'ceth03 in C2'
_chemical_name_systematic ?
_chemical_name_common CuAsp
_chemical_formula_moiety 'C4 H9 Cu1 N1 O6'
# Given Formula = C4 H7 Cu1 N1 O5
# Dc = 2.08 Fooo = 468.00 Mu = 31.86 M = 212.65
# Found Formula = C4 H9 Cu1 N1 O6
# Dc = 2.25 FOOO = 468.00 Mu = 32.05 M = 230.66
_chemical_formula_sum 'C4 H9 Cu1 N1 O6'
_chemical_compound_source ?
_chemical_melting_point ?
_exptl_crystal_description block
_exptl_crystal_colour blue
_diffrn_ambient_temperature 293
_diffrn_ambient_pressure 1840000
_publ_section_exptl_refinement
;
029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.421
911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.600 160
915_ALERT_3_B Low Friedel Pair Coverage ...................... 37 Perc.
341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang .. 9
910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 1
912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 51
913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 8
952_ALERT_5_G Reported and Calculated Lmax Values Differ by .. 6
These are caused by shading of the high-pressure cell.
201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 11
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 37
All 1,2 and 1,3 distances were restrained on the L-Asp ligand during refinement.
Only the Cu-atom was refned with anisotropic displacement parameters, all
other non-H atoms were refined isotropically.
This strategy was utilised based on the low-completeness of the
high-pressure data.
004_ALERT_5_G Info: Polymeric Structure Found with Dimension . 1
199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K
791_ALERT_4_G Note: The Model has Chirality at C2 (Verify) S
These are correct.
760_ALERT_1_G CIF Contains no Torsion Angles ................. ?
929_ALERT_5_G No Weight Pars,Obs and Calc R1,wR2,S not checked !
No action taken.
794_ALERT_5_G Note: Tentative Bond Valency for Cu1 (II) 2.26
The Cu is in a distorted octahedral geometry, giving rise to the
tentative bond valency.
808_ALERT_5_G No Parseable SHELXL Style Weighting Scheme Found !
A shelx weighting scheme was not used.
;
_publ_section_exptl_prep
# Brief details or a reference. Include solvent if known
;
?
;
#end of refcif
_cell_length_a 9.2843(3)
_cell_length_b 9.8358(4)
_cell_length_c 7.4532(7)
_cell_angle_alpha 90
_cell_angle_beta 93.071(5)
_cell_angle_gamma 90
_cell_volume 679.64(7)
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'C 2'
_symmetry_int_tables_number 5
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration ad
_symmetry_space_group_name_Hall 'C 2y '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,y+1/2,z
-x,y,-z
-x+1/2,y+1/2,-z
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z 4
_chemical_formula_weight 230.66
_cell_measurement_reflns_used 1650
_cell_measurement_theta_min 4
_cell_measurement_theta_max 20
_cell_measurement_temperature 293
_exptl_crystal_size_min 0.100
_exptl_crystal_size_mid 0.200
_exptl_crystal_size_max 0.200
_exptl_crystal_density_diffrn 2.254
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 468
_exptl_absorpt_coefficient_mu 3.205
# Sheldrick geometric approximatio 0.53 0.73
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min 0.55
_exptl_absorpt_correction_T_max 0.73
_diffrn_measurement_device_type 'Bruker Apex2'
_diffrn_measurement_device Area
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type ' synchrotron'
_diffrn_radiation_wavelength 0.47620
_diffrn_measurement_method \w
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement 'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction 'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION'
_computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material 'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics 'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time .
_diffrn_standards_interval_count .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_reflns_number 2659
_reflns_number_total 810
_diffrn_reflns_av_R_equivalents 0.037
# Number of reflections without Friedels Law is 810
# Number of reflections with Friedels Law is 441
# Theoretical number of reflections is about 1038
_diffrn_reflns_theta_min 3.019
_diffrn_reflns_theta_max 30.517
_diffrn_measured_fraction_theta_max 0.400
_diffrn_reflns_theta_full 25.024
_diffrn_measured_fraction_theta_full 0.421
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -4
_diffrn_reflns_limit_l_max 4
_reflns_limit_h_min -13
_reflns_limit_h_max 13
_reflns_limit_k_min -13
_reflns_limit_k_max 13
_reflns_limit_l_min 0
_reflns_limit_l_max 4
_oxford_diffrn_Wilson_B_factor 0.00
_oxford_diffrn_Wilson_scale 0.00
_atom_sites_solution_primary Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_diff_density_min -0.51
_refine_diff_density_max 0.50
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns 807
_refine_ls_number_restraints 37
_refine_ls_number_parameters 55
_oxford_refine_ls_R_factor_ref 0.0407
_refine_ls_wR_factor_ref 0.0676
_refine_ls_goodness_of_fit_ref 0.9613
_refine_ls_shift/su_max 0.0001762
_refine_ls_shift/su_mean 0.0000261
# The values computed from all data
_oxford_reflns_number_all 807
_refine_ls_R_factor_all 0.0407
_refine_ls_wR_factor_all 0.0676
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 626
_refine_ls_R_factor_gt 0.0305
_refine_ls_wR_factor_gt 0.0596
_refine_ls_abs_structure_Flack 0.27(3)
_refine_ls_abs_structure_details 'Flack (1983), 369 Friedel-pairs'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_hydrogen_treatment constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method= Modified Sheldrick
w=1/[\s^2^(F^2^) + ( 0.00P)^2^ + 1.33P]
,where P=(max(Fo^2^,0) + 2Fc^2^)/3
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
User-defined structure solution reference
Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.
Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
;
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.23885(4) 1.00371(13) 0.8696(2) 0.0212 1.0000 Uani . . . . . .
C1 C 0.3222(4) 0.7773(4) 0.6839(11) 0.0157(8) 1.0000 Uiso D U . . . .
C2 C 0.2241(4) 0.8502(4) 0.5450(11) 0.0152(8) 1.0000 Uiso D U . . . .
C3 C 0.3161(4) 0.9145(4) 0.4052(11) 0.0141(8) 1.0000 Uiso D U . . . .
C4 C 0.2419(4) 0.9417(5) 0.2217(10) 0.0120(7) 1.0000 Uiso D U . . . .
O1 O 0.3344(3) 0.8279(4) 0.8448(12) 0.0211(8) 1.0000 Uiso D U . . . .
O2 O 0.3903(3) 0.6752(3) 0.6416(12) 0.0162(7) 1.0000 Uiso D U . . . .
O3 O 0.3132(3) 1.0157(4) 0.1180(10) 0.0155(6) 1.0000 Uiso D U . . . .
O4 O 0.1210(3) 0.8924(3) 0.1800(11) 0.0150(7) 1.0000 Uiso D U . . . .
O5 O 0.1266(3) 1.1693(3) 0.8772(13) 0.0181(8) 1.0000 Uiso . . . . . .
O6 O 0.4290(3) 1.1187(3) 0.7629(14) 0.0200(8) 1.0000 Uiso . . . . . .
N1 N 0.1417(3) 0.9561(4) 0.6411(14) 0.0137(8) 1.0000 Uiso D U . . . .
H31 H 0.3517 1.0006 0.4533 0.0174 1.0000 Uiso R . . . . .
H32 H 0.3974 0.8541 0.3888 0.0174 1.0000 Uiso R . . . . .
H21 H 0.1572 0.7850 0.4867 0.0184 1.0000 Uiso R . . . . .
H11 H 0.1335 1.0275 0.5747 0.0176 1.0000 Uiso R . . . . .
H12 H 0.0572 0.9248 0.6596 0.0176 1.0000 Uiso R . . . . .
H61 H 0.4198 1.1993 0.7982 0.0253 1.0000 Uiso R . . . . .
H62 H 0.5134 1.0931 0.7929 0.0253 1.0000 Uiso R . . . . .
H51 H 0.1374 1.2403 0.9381 0.0229 1.0000 Uiso R . . . . .
H52 H 0.0404 1.1645 0.8399 0.0229 1.0000 Uiso 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
Cu1 0.0155(2) 0.0130(3) 0.035(3) 0.0000(7) -0.0032(4) 0.0023(2)
_refine_ls_extinction_method None
_oxford_refine_ls_scale 0.2591(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . O3 1_556 1.945(7) yes
Cu1 . O4 1_556 2.832(7) yes
Cu1 . O1 . 1.957(4) yes
Cu1 . O5 . 1.936(3) yes
Cu1 . O6 . 2.275(5) yes
Cu1 . N1 . 1.942(9) yes
C1 . C2 . 1.522(6) yes
C1 . O1 . 1.298(8) yes
C1 . O2 . 1.237(5) yes
C2 . C3 . 1.520(7) yes
C2 . N1 . 1.497(7) yes
C2 . H21 . 0.978 no
C3 . C4 . 1.522(8) yes
C3 . H31 . 0.970 no
C3 . H32 . 0.973 no
C4 . O3 . 1.273(6) yes
C4 . O4 . 1.246(4) yes
O5 . H51 . 0.835 no
O5 . H52 . 0.835 no
O6 . H61 . 0.841 no
O6 . H62 . 0.842 no
N1 . H11 . 0.861 no
N1 . H12 . 0.861 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 1_556 Cu1 . O4 1_556 51.56(15) yes
O3 1_556 Cu1 . O1 . 90.2(3) yes
O4 1_556 Cu1 . O1 . 86.1(2) yes
O3 1_556 Cu1 . O5 . 94.9(3) yes
O4 1_556 Cu1 . O5 . 94.0(3) yes
O1 . Cu1 . O5 . 173.6(2) yes
O3 1_556 Cu1 . O6 . 93.5(3) yes
O4 1_556 Cu1 . O6 . 144.9(3) yes
O1 . Cu1 . O6 . 92.43(15) yes
O5 . Cu1 . O6 . 91.20(16) yes
O3 1_556 Cu1 . N1 . 167.0(2) yes
O4 1_556 Cu1 . N1 . 116.2(2) yes
O1 . Cu1 . N1 . 84.0(2) yes
O5 . Cu1 . N1 . 90.2(3) yes
O6 . Cu1 . N1 . 98.4(3) yes
C2 . C1 . O1 . 117.9(4) yes
C2 . C1 . O2 . 120.4(5) yes
O1 . C1 . O2 . 121.8(5) yes
C1 . C2 . C3 . 108.9(3) yes
C1 . C2 . N1 . 107.8(5) yes
C3 . C2 . N1 . 111.0(4) yes
C1 . C2 . H21 . 109.6 no
C3 . C2 . H21 . 109.6 no
N1 . C2 . H21 . 109.9 no
C2 . C3 . C4 . 116.4(3) yes
C2 . C3 . H31 . 107.6 no
C4 . C3 . H31 . 107.9 no
C2 . C3 . H32 . 107.5 no
C4 . C3 . H32 . 108.1 no
H31 . C3 . H32 . 109.1 no
C3 . C4 . O3 . 114.9(3) yes
C3 . C4 . O4 . 120.9(5) yes
O3 . C4 . O4 . 124.2(5) yes
C1 . O1 . Cu1 . 114.1(4) yes
C4 . O3 . Cu1 1_554 111.9(3) yes
C4 . O4 . Cu1 1_554 70.8(4) yes
Cu1 . O5 . H51 . 132.1 no
Cu1 . O5 . H52 . 116.8 no
H51 . O5 . H52 . 108.2 no
Cu1 . O6 . H61 . 105.4 no
Cu1 . O6 . H62 . 119.1 no
H61 . O6 . H62 . 107.9 no
C2 . N1 . Cu1 . 111.2(3) yes
C2 . N1 . H11 . 108.9 no
Cu1 . N1 . H11 . 109.3 no
C2 . N1 . H12 . 108.7 no
Cu1 . N1 . H12 . 109.3 no
H11 . N1 . H12 . 109.3 no
_iucr_refine_instruction_details_constraints
;
#
# Punched on 11/07/11 at 14:09:05
#
#LIST 12
BLOCK SCALE X'S
CONT CU(1, U'S)
CONT C(1, U[ISO]) UNTIL N(1)
CONT ENANTIO
RIDE C ( 2,X'S) H ( 21,X'S)
RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S)
RIDE O ( 5,X'S) H ( 51,X'S) H ( 52,X'S)
RIDE O ( 6,X'S) H ( 61,X'S) H ( 62,X'S)
RIDE N ( 1,X'S) H ( 11,X'S) H ( 12,X'S)
END
;
_iucr_refine_instruction_details_restraints
;
#
# Punched on 11/07/11 at 14:09:05
#
#LIST 16
DIST 1.292, 0.01 = C(1) TO O(1)
DIST 1.232, 0.01 = C(1) TO O(2)
DIST 1.525, 0.01 = C(1) TO C(2)
DIST 1.489, 0.01 = C(2) TO N(1)
DIST 1.514, 0.01 = C(2) TO C(3)
DIST 1.528, 0.01 = C(3) TO C(4)
DIST 1.280, 0.01 = C(4) TO O(3)
DIST 1.239, 0.01 = C(4) TO O(4)
ANGL 123,1= O(2) TO C(1) TO O(1)
ANGL 118,1= C(2) TO C(1) TO O(1)
ANGL 120,1= C(2) TO C(1) TO O(2)
ANGL 109,1= C(1) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO C(1)
ANGL 115,1= C(4) TO C(3) TO C(2)
ANGL 124,1= O(4) TO C(4) TO O(3)
ANGL 114,1= C(3) TO C(4) TO O(3)
ANGL 122,1= C(3) TO C(4) TO O(4)
REM HREST START (DO NOT REMOVE THIS LINE)
REM HREST END (DO NOT REMOVE THIS LINE)
REM DELU START (DO NOT REMOVE THIS LINE)
VIBR .0, 0.00200 = O(1) TO C(1)
VIBR .0, 0.00200 = O(2) TO C(1)
VIBR .0, 0.00200 = O(3) TO C(4)
VIBR .0, 0.00200 = O(4) TO C(4)
VIBR .0, 0.00200 = N(1) TO C(2)
VIBR .0, 0.00200 = C(1) TO C(2)
VIBR .0, 0.00500 = O(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(2)
VIBR .0, 0.00200 = C(2) TO C(3)
VIBR .0, 0.00500 = N(1) TO C(1)
VIBR .0, 0.00500 = C(3) TO C(1)
VIBR .0, 0.00500 = C(3) TO N(1)
VIBR .0, 0.00200 = C(3) TO C(4)
VIBR .0, 0.00500 = C(4) TO C(2)
VIBR .0, 0.00500 = O(3) TO C(3)
VIBR .0, 0.00500 = O(4) TO C(3)
VIBR .0, 0.00500 = O(4) TO O(3)
REM DELU END (DO NOT REMOVE THIS LINE)
REM THERMSIM START (DO NOT REMOVE THIS LINE)
U(IJ) .0, 0.08000 = O(1) TO C(1)
U(IJ) .0, 0.08000 = O(2) TO C(1)
U(IJ) .0, 0.08000 = O(3) TO C(4)
U(IJ) .0, 0.08000 = O(4) TO C(4)
U(IJ) .0, 0.08000 = N(1) TO C(2)
U(IJ) .0, 0.04000 = C(1) TO C(2)
U(IJ) .0, 0.04000 = C(2) TO C(3)
U(IJ) .0, 0.04000 = C(3) TO C(4)
REM THERMSIM END (DO NOT REMOVE THIS LINE)
END
;
# Manually omitted reflections
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-2 0 1 x .
-3 13 3 x .
-3 3 2 x .
data_ceth04
_database_code_depnum_ccdc_archive 'CCDC 856791'
#TrackingRef '- all.cif'
_audit_creation_date 11-07-11
_audit_creation_method CRYSTALS_ver_14.23
_oxford_structure_analysis_title 'ceth04 in C2'
_chemical_name_systematic ?
_chemical_name_common CuAsp
_chemical_formula_moiety 'C4 H9 Cu1 N1 O6'
# Given Formula = C4 H7 Cu1 N1 O6
# Dc = 2.32 Fooo = 468.00 Mu = 33.34 M = 228.65
# Found Formula = C4 H9 Cu1 N1 O6
# Dc = 2.35 FOOO = 468.00 Mu = 33.35 M = 230.66
_chemical_formula_sum 'C4 H9 Cu1 N1 O6'
_chemical_compound_source ?
_chemical_melting_point ?
_exptl_crystal_description block
_exptl_crystal_colour blue
_diffrn_ambient_temperature 293
_diffrn_ambient_pressure 3490000
_publ_section_exptl_refinement
;
029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.433
911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.600 149
915_ALERT_3_B Low Friedel Pair Coverage ...................... 37 Perc.
341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang .. 12
910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 1
912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 48
913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 3
952_ALERT_5_G Reported and Calculated Lmax Values Differ by .. 6
These are caused by shading of the high-pressure cell.
201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 11
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 37
All 1,2 and 1,3 distances were restrained on the L-Asp ligand during refinement.
Only the Cu-atom was refned with anisotropic displacement parameters, all
other non-H atoms were refined isotropically.
This strategy was utilised based on the low-completeness of the
high-pressure data.
033_ALERT_4_C Flack x Parameter Value Deviates from Zero ..... 0.310
The hand is known.
791_ALERT_4_G Note: The Model has Chirality at C2 (Verify) S
004_ALERT_5_G Info: Polymeric Structure Found with Dimension . 1
199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K
These are correct.
760_ALERT_1_G CIF Contains no Torsion Angles ................. ?
929_ALERT_5_G No Weight Pars,Obs and Calc R1,wR2,S not checked !
No action taken.
794_ALERT_5_G Note: Tentative Bond Valency for Cu1 (II) 2.48
The Cu is in a distorted octahedral geometry, giving rise to the
tentative bond valency.
808_ALERT_5_G No Parseable SHELXL Style Weighting Scheme Found !
A shelx weighting scheme was not used.
;
_publ_section_exptl_prep
# Brief details or a reference. Include solvent if known
;
?
;
#end of refcif
_cell_length_a 9.1425(9)
_cell_length_b 9.7138(11)
_cell_length_c 7.361(2)
_cell_angle_alpha 90
_cell_angle_beta 92.265(16)
_cell_angle_gamma 90
_cell_volume 653.2(2)
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'C 2'
_symmetry_int_tables_number 5
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration ad
_symmetry_space_group_name_Hall ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,y+1/2,z
-x,y,-z
-x+1/2,y+1/2,-z
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z 4
_chemical_formula_weight 230.66
_cell_measurement_reflns_used 1511
_cell_measurement_theta_min 3
_cell_measurement_theta_max 20
_cell_measurement_temperature 293
_exptl_crystal_size_min 0.100
_exptl_crystal_size_mid 0.200
_exptl_crystal_size_max 0.200
_exptl_crystal_density_diffrn 2.345
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 468
_exptl_absorpt_coefficient_mu 3.335
# Sheldrick geometric approximatio 0.51 0.72
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min 0.62
_exptl_absorpt_correction_T_max 0.72
_diffrn_measurement_device_type 'Bruker Apex2'
_diffrn_measurement_device Area
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type ' synchrotron'
_diffrn_radiation_wavelength 0.47620
_diffrn_measurement_method \w
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement 'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction 'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION'
_computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material 'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics 'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time .
_diffrn_standards_interval_count .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_reflns_number 2568
_reflns_number_total 786
_diffrn_reflns_av_R_equivalents 0.041
# Number of reflections without Friedels Law is 786
# Number of reflections with Friedels Law is 436
# Theoretical number of reflections is about 996
_diffrn_reflns_theta_min 3.061
_diffrn_reflns_theta_max 30.492
_diffrn_measured_fraction_theta_max 0.413
_diffrn_reflns_theta_full 25.308
_diffrn_measured_fraction_theta_full 0.433
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -4
_diffrn_reflns_limit_l_max 4
_reflns_limit_h_min -13
_reflns_limit_h_max 13
_reflns_limit_k_min -13
_reflns_limit_k_max 13
_reflns_limit_l_min 0
_reflns_limit_l_max 4
_oxford_diffrn_Wilson_B_factor 0.00
_oxford_diffrn_Wilson_scale 0.00
_atom_sites_solution_primary Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_diff_density_min -1.20
_refine_diff_density_max 0.68
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns 786
_refine_ls_number_restraints 37
_refine_ls_number_parameters 55
_oxford_refine_ls_R_factor_ref 0.0548
_refine_ls_wR_factor_ref 0.0916
_refine_ls_goodness_of_fit_ref 0.9333
_refine_ls_shift/su_max 0.0001070
_refine_ls_shift/su_mean 0.0000204
# The values computed from all data
_oxford_reflns_number_all 786
_refine_ls_R_factor_all 0.0548
_refine_ls_wR_factor_all 0.0916
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 595
_refine_ls_R_factor_gt 0.0379
_refine_ls_wR_factor_gt 0.0667
_refine_ls_abs_structure_Flack 0.31(4)
_refine_ls_abs_structure_details 'Flack (1983), 350 Friedel-pairs'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_hydrogen_treatment constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method= Modified Sheldrick
w=1/[\s^2^(F^2^) + ( 0.03P)^2^ + 1.70P]
,where P=(max(Fo^2^,0) + 2Fc^2^)/3
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
User-defined structure solution reference
Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.
Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
;
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.24035(7) 1.00462(17) 0.8665(3) 0.0286 1.0000 Uani . . . . . .
C1 C 0.3229(7) 0.7738(6) 0.6822(13) 0.0150(10) 1.0000 Uiso D U . . . .
C2 C 0.2235(6) 0.8461(5) 0.5418(13) 0.0141(9) 1.0000 Uiso D U . . . .
C3 C 0.3183(6) 0.9133(6) 0.4019(14) 0.0140(10) 1.0000 Uiso D U . . . .
C4 C 0.2451(5) 0.9427(7) 0.2165(13) 0.0103(9) 1.0000 Uiso D U . . . .
O1 O 0.3368(5) 0.8280(5) 0.8417(15) 0.0184(10) 1.0000 Uiso D U . . . .
O2 O 0.3903(5) 0.6693(5) 0.6403(17) 0.0161(10) 1.0000 Uiso D U . . . .
O3 O 0.3172(4) 1.0194(5) 0.1106(13) 0.0141(9) 1.0000 Uiso D U . . . .
O4 O 0.1239(4) 0.8916(5) 0.1761(15) 0.0129(9) 1.0000 Uiso D U . . . .
O5 O 0.1264(5) 1.1707(5) 0.879(2) 0.0165(12) 1.0000 Uiso . . . . . .
O6 O 0.4302(5) 1.1215(5) 0.754(2) 0.0198(12) 1.0000 Uiso . . . . . .
N1 N 0.1399(5) 0.9526(5) 0.6437(17) 0.0140(10) 1.0000 Uiso D U . . . .
H31 H 0.3530 1.0003 0.4530 0.0168 1.0000 Uiso R . . . . .
H32 H 0.4012 0.8532 0.3846 0.0168 1.0000 Uiso R . . . . .
H21 H 0.1563 0.7802 0.4833 0.0170 1.0000 Uiso R . . . . .
H11 H 0.1282 1.0246 0.5766 0.0168 1.0000 Uiso R . . . . .
H12 H 0.0557 0.9196 0.6683 0.0168 1.0000 Uiso R . . . . .
H61 H 0.4190 1.2004 0.7982 0.0248 1.0000 Uiso R . . . . .
H62 H 0.5147 1.0948 0.7877 0.0248 1.0000 Uiso R . . . . .
H51 H 0.1516 1.2364 0.9474 0.0206 1.0000 Uiso R . . . . .
H52 H 0.0380 1.1750 0.8452 0.0206 1.0000 Uiso 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
Cu1 0.0153(3) 0.0123(4) 0.058(3) -0.0032(10) -0.0055(6) 0.0030(4)
_refine_ls_extinction_method None
_oxford_refine_ls_scale 0.2492(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . O4 1_556 2.779(10) yes
Cu1 . O3 1_556 1.909(9) yes
Cu1 . O1 . 1.941(5) yes
Cu1 . O5 . 1.924(5) yes
Cu1 . O6 . 2.258(8) yes
Cu1 . N1 . 1.916(11) yes
C1 . C2 . 1.521(7) yes
C1 . O1 . 1.289(9) yes
C1 . O2 . 1.233(6) yes
C2 . C3 . 1.519(8) yes
C2 . N1 . 1.504(8) yes
C2 . H21 . 0.975 no
C3 . C4 . 1.523(8) yes
C3 . H31 . 0.973 no
C3 . H32 . 0.970 no
C4 . O3 . 1.279(7) yes
C4 . O4 . 1.240(5) yes
O5 . H51 . 0.838 no
O5 . H52 . 0.838 no
O6 . H61 . 0.840 no
O6 . H62 . 0.842 no
N1 . H11 . 0.861 no
N1 . H12 . 0.860 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O4 1_556 Cu1 . O3 1_556 52.9(2) yes
O4 1_556 Cu1 . O1 . 85.3(3) yes
O3 1_556 Cu1 . O1 . 90.2(3) yes
O4 1_556 Cu1 . O5 . 93.8(4) yes
O3 1_556 Cu1 . O5 . 94.1(4) yes
O1 . Cu1 . O5 . 173.9(2) yes
O4 1_556 Cu1 . O6 . 145.5(4) yes
O3 1_556 Cu1 . O6 . 92.7(4) yes
O1 . Cu1 . O6 . 92.9(2) yes
O5 . Cu1 . O6 . 91.3(3) yes
O4 1_556 Cu1 . N1 . 114.3(3) yes
O3 1_556 Cu1 . N1 . 166.4(3) yes
O1 . Cu1 . N1 . 83.7(3) yes
O5 . Cu1 . N1 . 91.2(4) yes
O6 . Cu1 . N1 . 99.7(4) yes
C2 . C1 . O1 . 117.7(5) yes
C2 . C1 . O2 . 120.1(6) yes
O1 . C1 . O2 . 122.2(6) yes
C1 . C2 . C3 . 108.5(5) yes
C1 . C2 . N1 . 106.3(5) yes
C3 . C2 . N1 . 110.9(5) yes
C1 . C2 . H21 . 110.2 no
C3 . C2 . H21 . 110.4 no
N1 . C2 . H21 . 110.4 no
C2 . C3 . C4 . 116.5(4) yes
C2 . C3 . H31 . 107.3 no
C4 . C3 . H31 . 107.9 no
C2 . C3 . H32 . 107.5 no
C4 . C3 . H32 . 108.2 no
H31 . C3 . H32 . 109.2 no
C3 . C4 . O3 . 115.9(4) yes
C3 . C4 . O4 . 119.8(6) yes
O3 . C4 . O4 . 124.3(6) yes
C1 . O1 . Cu1 . 114.7(5) yes
C4 . O3 . Cu1 1_554 110.5(4) yes
C4 . O4 . Cu1 1_554 70.8(5) yes
Cu1 . O5 . H51 . 122.1 no
Cu1 . O5 . H52 . 123.1 no
H51 . O5 . H52 . 112.3 no
Cu1 . O6 . H61 . 102.1 no
Cu1 . O6 . H62 . 116.5 no
H61 . O6 . H62 . 106.9 no
C2 . N1 . Cu1 . 111.9(4) yes
C2 . N1 . H11 . 109.1 no
Cu1 . N1 . H11 . 108.7 no
C2 . N1 . H12 . 109.0 no
Cu1 . N1 . H12 . 108.7 no
H11 . N1 . H12 . 109.3 no
_iucr_refine_instruction_details_constraints
;
#
# Punched on 11/07/11 at 14:16:02
#
#LIST 12
BLOCK SCALE X'S
CONT CU(1, U'S)
CONT C(1, U[ISO]) UNTIL N(1)
CONT ENANTIO
RIDE C ( 2,X'S) H ( 21,X'S)
RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S)
RIDE O ( 5,X'S) H ( 51,X'S) H ( 52,X'S)
RIDE O ( 6,X'S) H ( 61,X'S) H ( 62,X'S)
RIDE N ( 1,X'S) H ( 11,X'S) H ( 12,X'S)
END
;
_iucr_refine_instruction_details_restraints
;
#
# Punched on 11/07/11 at 14:16:02
#
#LIST 16
DIST 1.292, 0.01 = C(1) TO O(1)
DIST 1.232, 0.01 = C(1) TO O(2)
DIST 1.525, 0.01 = C(1) TO C(2)
DIST 1.489, 0.01 = C(2) TO N(1)
DIST 1.514, 0.01 = C(2) TO C(3)
DIST 1.528, 0.01 = C(3) TO C(4)
DIST 1.280, 0.01 = C(4) TO O(3)
DIST 1.239, 0.01 = C(4) TO O(4)
ANGL 123,1= O(2) TO C(1) TO O(1)
ANGL 118,1= C(2) TO C(1) TO O(1)
ANGL 120,1= C(2) TO C(1) TO O(2)
ANGL 109,1= C(1) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO C(1)
ANGL 115,1= C(4) TO C(3) TO C(2)
ANGL 124,1= O(4) TO C(4) TO O(3)
ANGL 114,1= C(3) TO C(4) TO O(3)
ANGL 122,1= C(3) TO C(4) TO O(4)
REM HREST START (DO NOT REMOVE THIS LINE)
REM HREST END (DO NOT REMOVE THIS LINE)
REM DELU START (DO NOT REMOVE THIS LINE)
VIBR .0, 0.00200 = O(1) TO C(1)
VIBR .0, 0.00200 = O(2) TO C(1)
VIBR .0, 0.00200 = O(3) TO C(4)
VIBR .0, 0.00200 = O(4) TO C(4)
VIBR .0, 0.00200 = N(1) TO C(2)
VIBR .0, 0.00200 = C(1) TO C(2)
VIBR .0, 0.00500 = O(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(2)
VIBR .0, 0.00200 = C(2) TO C(3)
VIBR .0, 0.00500 = N(1) TO C(1)
VIBR .0, 0.00500 = C(3) TO C(1)
VIBR .0, 0.00500 = C(3) TO N(1)
VIBR .0, 0.00200 = C(3) TO C(4)
VIBR .0, 0.00500 = C(4) TO C(2)
VIBR .0, 0.00500 = O(3) TO C(3)
VIBR .0, 0.00500 = O(4) TO C(3)
VIBR .0, 0.00500 = O(4) TO O(3)
REM DELU END (DO NOT REMOVE THIS LINE)
REM THERMSIM START (DO NOT REMOVE THIS LINE)
U(IJ) .0, 0.08000 = O(1) TO C(1)
U(IJ) .0, 0.08000 = O(2) TO C(1)
U(IJ) .0, 0.08000 = O(3) TO C(4)
U(IJ) .0, 0.08000 = O(4) TO C(4)
U(IJ) .0, 0.08000 = N(1) TO C(2)
U(IJ) .0, 0.04000 = C(1) TO C(2)
U(IJ) .0, 0.04000 = C(2) TO C(3)
U(IJ) .0, 0.04000 = C(3) TO C(4)
REM THERMSIM END (DO NOT REMOVE THIS LINE)
END
;
data_ceth05
_database_code_depnum_ccdc_archive 'CCDC 856792'
#TrackingRef '- all.cif'
_audit_creation_date 11-07-11
_audit_creation_method CRYSTALS_ver_14.23
_oxford_structure_analysis_title 'ceth05 in C2'
_chemical_name_systematic ?
_chemical_name_common CuAsp
_chemical_formula_moiety 'C4 H9 Cu1 N1 O6'
# Given Formula = C4 H7 Cu1 N1 O6
# Dc = 2.39 Fooo = 468.00 Mu = 34.25 M = 228.65
# Found Formula = C4 H9 Cu1 N1 O6
# Dc = 2.41 FOOO = 468.00 Mu = 34.26 M = 230.66
_chemical_formula_sum 'C4 H9 Cu1 N1 O6'
_chemical_compound_source ?
_chemical_melting_point ?
_exptl_crystal_description block
_exptl_crystal_colour blue
_diffrn_ambient_temperature 293
_diffrn_ambient_pressure 4920000
_publ_section_exptl_refinement
;
029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.416
911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.600 165
915_ALERT_3_B Low Friedel Pair Coverage ...................... 36 Perc.
341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang .. 9
910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 1
912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 57
913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 6
952_ALERT_5_G Reported and Calculated Lmax Values Differ by .. 6
These are caused by shading of the high-pressure cell.
201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 11
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 37
All 1,2 and 1,3 distances were restrained on the L-Asp ligand during refinement.
Only the Cu-atom was refned with anisotropic displacement parameters, all
other non-H atoms were refined isotropically.
This strategy was utilised based on the low-completeness of the
high-pressure data.
314_ALERT_2_C Check Small Angle for H2O: Metal-O6 -H61 91.95 Deg.
Though the angle subtended through the metal-O-H is quite small, the
H-bonding interaction O6-H61...O4 that this water molecule makes
is quite normal (148 degrees).
004_ALERT_5_G Info: Polymeric Structure Found with Dimension . 1
199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K
791_ALERT_4_G Note: The Model has Chirality at C2 (Verify) S
These are correct.
760_ALERT_1_G CIF Contains no Torsion Angles ................. ?
929_ALERT_5_G No Weight Pars,Obs and Calc R1,wR2,S not checked !
No action taken.
794_ALERT_5_G Note: Tentative Bond Valency for Cu1 (II) 2.41
The Cu is in a distorted octahedral geometry, giving rise to the
tentative bond valency.
808_ALERT_5_G No Parseable SHELXL Style Weighting Scheme Found !
A shelx weighting scheme was not used.
;
_publ_section_exptl_prep
# Brief details or a reference. Include solvent if known
;
?
;
#end of refcif
_cell_length_a 9.0447(5)
_cell_length_b 9.6337(7)
_cell_length_c 7.3016(14)
_cell_angle_alpha 90
_cell_angle_beta 91.765(10)
_cell_angle_gamma 90
_cell_volume 635.92(14)
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'C 2'
_symmetry_int_tables_number 5
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration ad
_symmetry_space_group_name_Hall 'C 2y'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,y+1/2,z
-x,y,-z
-x+1/2,y+1/2,-z
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z 4
_chemical_formula_weight 230.66
_cell_measurement_reflns_used 1453
_cell_measurement_theta_min 4
_cell_measurement_theta_max 20
_cell_measurement_temperature 293
_exptl_crystal_size_min 0.100
_exptl_crystal_size_mid 0.200
_exptl_crystal_size_max 0.200
_exptl_crystal_density_diffrn 2.409
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 468
_exptl_absorpt_coefficient_mu 3.426
# Sheldrick geometric approximatio 0.50 0.71
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min 0.62
_exptl_absorpt_correction_T_max 0.71
_diffrn_measurement_device_type 'Bruker Apex2'
_diffrn_measurement_device Area
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type ' synchrotron'
_diffrn_radiation_wavelength 0.47620
_diffrn_measurement_method \w
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement 'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction 'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION'
_computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material 'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics 'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time .
_diffrn_standards_interval_count .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_reflns_number 2538
_reflns_number_total 728
_diffrn_reflns_av_R_equivalents 0.042
# Number of reflections without Friedels Law is 728
# Number of reflections with Friedels Law is 406
# Theoretical number of reflections is about 964
_diffrn_reflns_theta_min 3.090
_diffrn_reflns_theta_max 30.434
_diffrn_measured_fraction_theta_max 0.397
_diffrn_reflns_theta_full 25.260
_diffrn_measured_fraction_theta_full 0.416
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -4
_diffrn_reflns_limit_l_max 4
_reflns_limit_h_min -12
_reflns_limit_h_max 12
_reflns_limit_k_min -13
_reflns_limit_k_max 12
_reflns_limit_l_min 0
_reflns_limit_l_max 4
_oxford_diffrn_Wilson_B_factor 0.00
_oxford_diffrn_Wilson_scale 0.00
_atom_sites_solution_primary Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_diff_density_min -0.31
_refine_diff_density_max 0.32
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns 728
_refine_ls_number_restraints 37
_refine_ls_number_parameters 55
_oxford_refine_ls_R_factor_ref 0.0348
_refine_ls_wR_factor_ref 0.0615
_refine_ls_goodness_of_fit_ref 0.8689
_refine_ls_shift/su_max 0.0001031
_refine_ls_shift/su_mean 0.0000180
# The values computed from all data
_oxford_reflns_number_all 728
_refine_ls_R_factor_all 0.0348
_refine_ls_wR_factor_all 0.0615
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 566
_refine_ls_R_factor_gt 0.0290
_refine_ls_wR_factor_gt 0.0539
_refine_ls_abs_structure_Flack 0.29(3)
_refine_ls_abs_structure_details 'Flack (1983), 322 Friedel-pairs'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_hydrogen_treatment constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
4.85 5.43 1.24
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
User-defined structure solution reference
Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.
Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
Watkin D.J. (1994).
Acta Cryst, A50, 411-437.
Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
;
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.24128(6) 1.00711(14) 0.8642(2) 0.0167 1.0000 Uani . . . . . .
C1 C 0.3236(5) 0.7724(4) 0.6821(10) 0.0131(8) 1.0000 Uiso D U . . . .
C2 C 0.2237(5) 0.8457(4) 0.5422(11) 0.0139(8) 1.0000 Uiso D U . . . .
C3 C 0.3200(5) 0.9154(5) 0.4027(11) 0.0124(8) 1.0000 Uiso D U . . . .
C4 C 0.2473(5) 0.9453(5) 0.2156(10) 0.0125(8) 1.0000 Uiso D U . . . .
O1 O 0.3403(4) 0.8296(4) 0.8405(11) 0.0171(8) 1.0000 Uiso D U . . . .
O2 O 0.3913(4) 0.6666(3) 0.6374(12) 0.0140(7) 1.0000 Uiso D U . . . .
O3 O 0.3210(3) 1.0242(4) 0.1115(10) 0.0148(8) 1.0000 Uiso D U . . . .
O4 O 0.1255(4) 0.8930(4) 0.1691(12) 0.0141(7) 1.0000 Uiso D U . . . .
O5 O 0.1267(4) 1.1742(4) 0.8709(13) 0.0164(9) 1.0000 Uiso . . . . . .
O6 O 0.4303(4) 1.1261(4) 0.7484(13) 0.0181(9) 1.0000 Uiso . . . . . .
N1 N 0.1359(4) 0.9528(4) 0.6383(14) 0.0136(8) 1.0000 Uiso D U . . . .
H31 H 0.3530 1.0033 0.4544 0.0155 1.0000 Uiso R . . . . .
H32 H 0.4049 0.8562 0.3841 0.0155 1.0000 Uiso R . . . . .
H21 H 0.1576 0.7785 0.4801 0.0172 1.0000 Uiso R . . . . .
H11 H 0.1242 1.0240 0.5682 0.0170 1.0000 Uiso R . . . . .
H12 H 0.0511 0.9189 0.6633 0.0170 1.0000 Uiso R . . . . .
H61 H 0.4141 1.1947 0.8154 0.0229 1.0000 Uiso R . . . . .
H62 H 0.5119 1.0978 0.7919 0.0229 1.0000 Uiso R . . . . .
H51 H 0.1428 1.2452 0.9349 0.0208 1.0000 Uiso R . . . . .
H52 H 0.0381 1.1781 0.8341 0.0208 1.0000 Uiso 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
Cu1 0.0144(2) 0.0117(2) 0.0238(18) 0.0001(6) -0.0033(3) 0.0030(3)
_refine_ls_extinction_method None
_oxford_refine_ls_scale 0.2645(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . O4 1_556 2.721(8) yes
Cu1 . O3 1_556 1.931(7) yes
Cu1 . O1 . 1.940(4) yes
Cu1 . O5 . 1.915(4) yes
Cu1 . O6 . 2.245(6) yes
Cu1 . N1 . 1.951(8) yes
C1 . C2 . 1.517(6) yes
C1 . O1 . 1.286(8) yes
C1 . O2 . 1.238(5) yes
C2 . C3 . 1.517(7) yes
C2 . N1 . 1.491(7) yes
C2 . H21 . 0.983 no
C3 . C4 . 1.525(8) yes
C3 . H31 . 0.971 no
C3 . H32 . 0.970 no
C4 . O3 . 1.277(6) yes
C4 . O4 . 1.248(5) yes
O5 . H51 . 0.838 no
O5 . H52 . 0.839 no
O6 . H61 . 0.837 no
O6 . H62 . 0.841 no
N1 . H11 . 0.860 no
N1 . H12 . 0.858 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O4 1_556 Cu1 . O3 1_556 53.91(17) yes
O4 1_556 Cu1 . O1 . 84.7(2) yes
O3 1_556 Cu1 . O1 . 89.9(2) yes
O4 1_556 Cu1 . O5 . 95.5(3) yes
O3 1_556 Cu1 . O5 . 95.2(3) yes
O1 . Cu1 . O5 . 173.8(2) yes
O4 1_556 Cu1 . O6 . 146.2(3) yes
O3 1_556 Cu1 . O6 . 92.4(3) yes
O1 . Cu1 . O6 . 93.30(19) yes
O5 . Cu1 . O6 . 89.96(19) yes
O4 1_556 Cu1 . N1 . 113.2(2) yes
O3 1_556 Cu1 . N1 . 166.5(2) yes
O1 . Cu1 . N1 . 84.5(2) yes
O5 . Cu1 . N1 . 89.8(3) yes
O6 . Cu1 . N1 . 100.2(3) yes
C2 . C1 . O1 . 117.2(4) yes
C2 . C1 . O2 . 119.6(5) yes
O1 . C1 . O2 . 123.0(5) yes
C1 . C2 . C3 . 108.4(4) yes
C1 . C2 . N1 . 108.7(5) yes
C3 . C2 . N1 . 109.5(4) yes
C1 . C2 . H21 . 110.2 no
C3 . C2 . H21 . 109.6 no
N1 . C2 . H21 . 110.3 no
C2 . C3 . C4 . 116.4(4) yes
C2 . C3 . H31 . 107.5 no
C4 . C3 . H31 . 107.6 no
C2 . C3 . H32 . 107.9 no
C4 . C3 . H32 . 107.9 no
H31 . C3 . H32 . 109.4 no
C3 . C4 . O3 . 115.3(4) yes
C3 . C4 . O4 . 121.3(5) yes
O3 . C4 . O4 . 123.4(5) yes
C1 . O1 . Cu1 . 114.6(4) yes
C4 . O3 . Cu1 1_554 108.6(3) yes
C4 . O4 . Cu1 1_554 72.6(4) yes
Cu1 . O5 . H51 . 128.0 no
Cu1 . O5 . H52 . 122.8 no
H51 . O5 . H52 . 106.8 no
Cu1 . O6 . H61 . 91.9 no
Cu1 . O6 . H62 . 111.2 no
H61 . O6 . H62 . 101.7 no
C2 . N1 . Cu1 . 109.3(3) yes
C2 . N1 . H11 . 109.2 no
Cu1 . N1 . H11 . 109.7 no
C2 . N1 . H12 . 109.2 no
Cu1 . N1 . H12 . 109.8 no
H11 . N1 . H12 . 109.7 no
_iucr_refine_instruction_details_constraints
;
#
# Punched on 11/07/11 at 14:20:43
#
#LIST 12
BLOCK SCALE X'S
CONT CU(1, U'S)
CONT C(1, U[ISO]) UNTIL N(1)
CONT ENANTIO
RIDE C ( 2,X'S) H ( 21,X'S)
RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S)
RIDE O ( 5,X'S) H ( 51,X'S) H ( 52,X'S)
RIDE O ( 6,X'S) H ( 61,X'S) H ( 62,X'S)
RIDE N ( 1,X'S) H ( 11,X'S) H ( 12,X'S)
END
;
_iucr_refine_instruction_details_restraints
;
#
# Punched on 11/07/11 at 14:20:43
#
#LIST 16
DIST 1.292, 0.01 = C(1) TO O(1)
DIST 1.232, 0.01 = C(1) TO O(2)
DIST 1.525, 0.01 = C(1) TO C(2)
DIST 1.489, 0.01 = C(2) TO N(1)
DIST 1.514, 0.01 = C(2) TO C(3)
DIST 1.528, 0.01 = C(3) TO C(4)
DIST 1.280, 0.01 = C(4) TO O(3)
DIST 1.239, 0.01 = C(4) TO O(4)
ANGL 123,1= O(2) TO C(1) TO O(1)
ANGL 118,1= C(2) TO C(1) TO O(1)
ANGL 120,1= C(2) TO C(1) TO O(2)
ANGL 109,1= C(1) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO C(1)
ANGL 115,1= C(4) TO C(3) TO C(2)
ANGL 124,1= O(4) TO C(4) TO O(3)
ANGL 114,1= C(3) TO C(4) TO O(3)
ANGL 122,1= C(3) TO C(4) TO O(4)
REM HREST START (DO NOT REMOVE THIS LINE)
REM HREST END (DO NOT REMOVE THIS LINE)
REM DELU START (DO NOT REMOVE THIS LINE)
VIBR .0, 0.00200 = O(1) TO C(1)
VIBR .0, 0.00200 = O(2) TO C(1)
VIBR .0, 0.00200 = O(3) TO C(4)
VIBR .0, 0.00200 = O(4) TO C(4)
VIBR .0, 0.00200 = N(1) TO C(2)
VIBR .0, 0.00200 = C(1) TO C(2)
VIBR .0, 0.00500 = O(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(2)
VIBR .0, 0.00200 = C(2) TO C(3)
VIBR .0, 0.00500 = N(1) TO C(1)
VIBR .0, 0.00500 = C(3) TO C(1)
VIBR .0, 0.00500 = C(3) TO N(1)
VIBR .0, 0.00200 = C(3) TO C(4)
VIBR .0, 0.00500 = C(4) TO C(2)
VIBR .0, 0.00500 = O(3) TO C(3)
VIBR .0, 0.00500 = O(4) TO C(3)
VIBR .0, 0.00500 = O(4) TO O(3)
REM DELU END (DO NOT REMOVE THIS LINE)
REM THERMSIM START (DO NOT REMOVE THIS LINE)
U(IJ) .0, 0.08000 = O(1) TO C(1)
U(IJ) .0, 0.08000 = O(2) TO C(1)
U(IJ) .0, 0.08000 = O(3) TO C(4)
U(IJ) .0, 0.08000 = O(4) TO C(4)
U(IJ) .0, 0.08000 = N(1) TO C(2)
U(IJ) .0, 0.04000 = C(1) TO C(2)
U(IJ) .0, 0.04000 = C(2) TO C(3)
U(IJ) .0, 0.04000 = C(3) TO C(4)
REM THERMSIM END (DO NOT REMOVE THIS LINE)
END
;
# Manually omitted reflections
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
2 2 0 x .
4 10 4 x .
-5 -1 2 x .
4 -4 3 x .
1 7 3 x .
5 9 4 x .
-3 5 2 x .
6 8 4 x .
data_ceth06
_database_code_depnum_ccdc_archive 'CCDC 856793'
#TrackingRef '- all.cif'
_audit_creation_date 11-07-11
_audit_creation_method CRYSTALS_ver_14.23
_oxford_structure_analysis_title 'ceth06 in C2'
_chemical_name_systematic ?
_chemical_name_common CuAsp
_chemical_formula_moiety 'C4 H9 Cu1 N1 O6'
# Given Formula = C4 H7 Cu1 N1 O6
# Dc = 2.44 Fooo = 468.00 Mu = 34.99 M = 228.65
# Found Formula = C4 H9 Cu1 N1 O6
# Dc = 2.46 FOOO = 468.00 Mu = 35.00 M = 230.66
_chemical_formula_sum 'C4 H9 Cu1 N1 O6'
_chemical_compound_source ?
_chemical_melting_point ?
_exptl_crystal_description block
_exptl_crystal_colour blue
_diffrn_ambient_temperature 293
_diffrn_ambient_pressure 5900000
_publ_section_exptl_refinement
;
029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.420
341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang .. 10
910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 1
912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 46
913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 2
911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.600 164
915_ALERT_3_B Low Friedel Pair Coverage ...................... 35 Perc.
952_ALERT_5_G Reported and Calculated Lmax Values Differ by .. 6
These are caused by shading of the high-pressure cell.
201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 11
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 37
All 1,2 and 1,3 distances were restrained on the L-Asp ligand during refinement.
Only the Cu-atom was refned with anisotropic displacement parameters, all
other non-H atoms were refined isotropically.
This strategy was utilised based on the low-completeness of the
high-pressure data.
415_ALERT_2_C Short Inter D-H..H-X H21 .. H61 .. 2.11 Ang.
Short contacts are expected at high-pressure.
004_ALERT_5_G Info: Polymeric Structure Found with Dimension . 1
199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K
791_ALERT_4_G Note: The Model has Chirality at C2 (Verify) S
These are correct.
760_ALERT_1_G CIF Contains no Torsion Angles ................. ?
929_ALERT_5_G No Weight Pars,Obs and Calc R1,wR2,S not checked !
No action taken.
794_ALERT_5_G Note: Tentative Bond Valency for Cu1 (II) 2.48
The Cu is in a distorted octahedral geometry, giving rise to the
tentative bond valency.
808_ALERT_5_G No Parseable SHELXL Style Weighting Scheme Found !
A shelx weighting scheme was not used.
;
_publ_section_exptl_prep
# Brief details or a reference. Include solvent if known
;
?
;
#end of refcif
_cell_length_a 8.9747(5)
_cell_length_b 9.5739(6)
_cell_length_c 7.2465(11)
_cell_angle_alpha 90
_cell_angle_beta 91.332(8)
_cell_angle_gamma 90
_cell_volume 622.47(11)
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'C 2'
_symmetry_int_tables_number 5
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration ad
_symmetry_space_group_name_Hall 'C 2y'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,y+1/2,z
-x,y,-z
-x+1/2,y+1/2,-z
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z 4
_chemical_formula_weight 230.66
_cell_measurement_reflns_used 1340
_cell_measurement_theta_min 3
_cell_measurement_theta_max 20
_cell_measurement_temperature 293
_exptl_crystal_size_min 0.100
_exptl_crystal_size_mid 0.200
_exptl_crystal_size_max 0.200
_exptl_crystal_density_diffrn 2.461
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 468
_exptl_absorpt_coefficient_mu 3.500
# Sheldrick geometric approximatio 0.50 0.70
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min 0.61
_exptl_absorpt_correction_T_max 0.70
_diffrn_measurement_device_type 'Bruker Apex2'
_diffrn_measurement_device Area
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type ' synchrotron'
_diffrn_radiation_wavelength 0.47620
_diffrn_measurement_method \w
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement 'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction 'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION'
_computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material 'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics 'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time .
_diffrn_standards_interval_count .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_reflns_number 2505
_reflns_number_total 723
_diffrn_reflns_av_R_equivalents 0.043
# Number of reflections without Friedels Law is 723
# Number of reflections with Friedels Law is 401
# Theoretical number of reflections is about 951
_diffrn_reflns_theta_min 3.112
_diffrn_reflns_theta_max 30.515
_diffrn_measured_fraction_theta_max 0.396
_diffrn_reflns_theta_full 25.022
_diffrn_measured_fraction_theta_full 0.420
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -4
_diffrn_reflns_limit_l_max 4
_reflns_limit_h_min -12
_reflns_limit_h_max 12
_reflns_limit_k_min -12
_reflns_limit_k_max 12
_reflns_limit_l_min 0
_reflns_limit_l_max 4
_oxford_diffrn_Wilson_B_factor 0.00
_oxford_diffrn_Wilson_scale 0.00
_atom_sites_solution_primary Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_diff_density_min -0.50
_refine_diff_density_max 0.51
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns 714
_refine_ls_number_restraints 37
_refine_ls_number_parameters 55
_oxford_refine_ls_R_factor_ref 0.0371
_refine_ls_wR_factor_ref 0.0642
_refine_ls_goodness_of_fit_ref 0.9640
_refine_ls_shift/su_max 0.0002175
_refine_ls_shift/su_mean 0.0000328
# The values computed from all data
_oxford_reflns_number_all 714
_refine_ls_R_factor_all 0.0371
_refine_ls_wR_factor_all 0.0642
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 582
_refine_ls_R_factor_gt 0.0306
_refine_ls_wR_factor_gt 0.0553
_refine_ls_abs_structure_Flack 0.26(3)
_refine_ls_abs_structure_details 'Flack (1983), 322 Friedel-pairs'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_hydrogen_treatment constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
3.98 4.18 0.887
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
User-defined structure solution reference
Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.
Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
Watkin D.J. (1994).
Acta Cryst, A50, 411-437.
Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
;
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.24203(7) 1.00677(15) 0.8626(2) 0.0175 1.0000 Uani . . . . . .
C1 C 0.3234(6) 0.7702(5) 0.6824(11) 0.0120(8) 1.0000 Uiso D U . . . .
C2 C 0.2235(5) 0.8432(5) 0.5418(11) 0.0117(8) 1.0000 Uiso D U . . . .
C3 C 0.3210(5) 0.9143(5) 0.4025(12) 0.0114(9) 1.0000 Uiso D U . . . .
C4 C 0.2496(5) 0.9443(5) 0.2133(11) 0.0126(8) 1.0000 Uiso D U . . . .
O1 O 0.3411(5) 0.8291(4) 0.8404(12) 0.0164(9) 1.0000 Uiso D U . . . .
O2 O 0.3909(4) 0.6628(4) 0.6375(13) 0.0129(8) 1.0000 Uiso D U . . . .
O3 O 0.3234(4) 1.0249(4) 0.1094(11) 0.0145(9) 1.0000 Uiso D U . . . .
O4 O 0.1273(4) 0.8915(4) 0.1658(13) 0.0138(8) 1.0000 Uiso D U . . . .
O5 O 0.1254(4) 1.1737(4) 0.8683(15) 0.0159(10) 1.0000 Uiso . . . . . .
O6 O 0.4312(5) 1.1279(4) 0.7462(15) 0.0165(10) 1.0000 Uiso . . . . . .
N1 N 0.1350(5) 0.9509(4) 0.6395(15) 0.0119(9) 1.0000 Uiso D U . . . .
H31 H 0.3530 1.0030 0.4549 0.0141 1.0000 Uiso R . . . . .
H32 H 0.4071 0.8554 0.3840 0.0141 1.0000 Uiso R . . . . .
H21 H 0.1572 0.7758 0.4793 0.0146 1.0000 Uiso R . . . . .
H11 H 0.1223 1.0221 0.5689 0.0148 1.0000 Uiso R . . . . .
H12 H 0.0502 0.9164 0.6672 0.0148 1.0000 Uiso R . . . . .
H61 H 0.4175 1.2095 0.7847 0.0214 1.0000 Uiso R . . . . .
H62 H 0.5115 1.1010 0.7966 0.0214 1.0000 Uiso R . . . . .
H51 H 0.1381 1.2448 0.9347 0.0204 1.0000 Uiso R . . . . .
H52 H 0.0356 1.1703 0.8333 0.0204 1.0000 Uiso 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
Cu1 0.0140(2) 0.0115(3) 0.027(2) 0.0005(7) -0.0038(4) 0.0028(3)
_refine_ls_extinction_method None
_oxford_refine_ls_scale 0.2324(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . O4 1_556 2.685(8) yes
Cu1 . O3 1_556 1.924(8) yes
Cu1 . O1 . 1.928(4) yes
Cu1 . O5 . 1.911(4) yes
Cu1 . O6 . 2.238(6) yes
Cu1 . N1 . 1.937(9) yes
C1 . C2 . 1.513(7) yes
C1 . O1 . 1.283(8) yes
C1 . O2 . 1.241(5) yes
C2 . C3 . 1.513(8) yes
C2 . N1 . 1.490(7) yes
C2 . H21 . 0.982 no
C3 . C4 . 1.528(8) yes
C3 . H31 . 0.971 no
C3 . H32 . 0.968 no
C4 . O3 . 1.274(7) yes
C4 . O4 . 1.249(5) yes
O5 . H51 . 0.840 no
O5 . H52 . 0.841 no
O6 . H61 . 0.840 no
O6 . H62 . 0.841 no
N1 . H11 . 0.859 no
N1 . H12 . 0.857 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O4 1_556 Cu1 . O3 1_556 54.60(19) yes
O4 1_556 Cu1 . O1 . 83.8(3) yes
O3 1_556 Cu1 . O1 . 89.5(3) yes
O4 1_556 Cu1 . O5 . 96.1(3) yes
O3 1_556 Cu1 . O5 . 95.8(3) yes
O1 . Cu1 . O5 . 173.4(3) yes
O4 1_556 Cu1 . O6 . 146.1(3) yes
O3 1_556 Cu1 . O6 . 91.7(3) yes
O1 . Cu1 . O6 . 94.1(2) yes
O5 . Cu1 . O6 . 89.7(2) yes
O4 1_556 Cu1 . N1 . 112.2(2) yes
O3 1_556 Cu1 . N1 . 166.2(3) yes
O1 . Cu1 . N1 . 84.7(2) yes
O5 . Cu1 . N1 . 89.3(3) yes
O6 . Cu1 . N1 . 101.2(3) yes
C2 . C1 . O1 . 117.2(4) yes
C2 . C1 . O2 . 119.4(5) yes
O1 . C1 . O2 . 123.2(5) yes
C1 . C2 . C3 . 108.3(4) yes
C1 . C2 . N1 . 108.3(5) yes
C3 . C2 . N1 . 109.2(4) yes
C1 . C2 . H21 . 110.5 no
C3 . C2 . H21 . 110.0 no
N1 . C2 . H21 . 110.4 no
C2 . C3 . C4 . 116.5(4) yes
C2 . C3 . H31 . 107.6 no
C4 . C3 . H31 . 107.5 no
C2 . C3 . H32 . 107.9 no
C4 . C3 . H32 . 107.8 no
H31 . C3 . H32 . 109.5 no
C3 . C4 . O3 . 115.5(4) yes
C3 . C4 . O4 . 121.2(5) yes
O3 . C4 . O4 . 123.2(6) yes
C1 . O1 . Cu1 . 114.5(4) yes
C4 . O3 . Cu1 1_554 107.7(3) yes
C4 . O4 . Cu1 1_554 73.0(4) yes
Cu1 . O5 . H51 . 128.6 no
Cu1 . O5 . H52 . 118.9 no
H51 . O5 . H52 . 108.7 no
Cu1 . O6 . H61 . 103.8 no
Cu1 . O6 . H62 . 109.1 no
H61 . O6 . H62 . 105.8 no
C2 . N1 . Cu1 . 109.1(3) yes
C2 . N1 . H11 . 109.4 no
Cu1 . N1 . H11 . 109.5 no
C2 . N1 . H12 . 109.3 no
Cu1 . N1 . H12 . 109.6 no
H11 . N1 . H12 . 109.9 no
_iucr_refine_instruction_details_constraints
;
#
# Punched on 11/07/11 at 14:24:11
#
#LIST 12
BLOCK SCALE X'S
CONT CU(1, U'S)
CONT C(1, U[ISO]) UNTIL N(1)
CONT ENANTIO
RIDE C ( 2,X'S) H ( 21,X'S)
RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S)
RIDE O ( 5,X'S) H ( 51,X'S) H ( 52,X'S)
RIDE O ( 6,X'S) H ( 61,X'S) H ( 62,X'S)
RIDE N ( 1,X'S) H ( 11,X'S) H ( 12,X'S)
END
;
_iucr_refine_instruction_details_restraints
;
#
# Punched on 11/07/11 at 14:24:11
#
#LIST 16
DIST 1.292, 0.01 = C(1) TO O(1)
DIST 1.232, 0.01 = C(1) TO O(2)
DIST 1.525, 0.01 = C(1) TO C(2)
DIST 1.489, 0.01 = C(2) TO N(1)
DIST 1.514, 0.01 = C(2) TO C(3)
DIST 1.528, 0.01 = C(3) TO C(4)
DIST 1.280, 0.01 = C(4) TO O(3)
DIST 1.239, 0.01 = C(4) TO O(4)
ANGL 123,1= O(2) TO C(1) TO O(1)
ANGL 118,1= C(2) TO C(1) TO O(1)
ANGL 120,1= C(2) TO C(1) TO O(2)
ANGL 109,1= C(1) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO C(1)
ANGL 115,1= C(4) TO C(3) TO C(2)
ANGL 124,1= O(4) TO C(4) TO O(3)
ANGL 114,1= C(3) TO C(4) TO O(3)
ANGL 122,1= C(3) TO C(4) TO O(4)
REM HREST START (DO NOT REMOVE THIS LINE)
REM HREST END (DO NOT REMOVE THIS LINE)
REM DELU START (DO NOT REMOVE THIS LINE)
VIBR .0, 0.00200 = O(1) TO C(1)
VIBR .0, 0.00200 = O(2) TO C(1)
VIBR .0, 0.00200 = O(3) TO C(4)
VIBR .0, 0.00200 = O(4) TO C(4)
VIBR .0, 0.00200 = N(1) TO C(2)
VIBR .0, 0.00200 = C(1) TO C(2)
VIBR .0, 0.00500 = O(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(2)
VIBR .0, 0.00200 = C(2) TO C(3)
VIBR .0, 0.00500 = N(1) TO C(1)
VIBR .0, 0.00500 = C(3) TO C(1)
VIBR .0, 0.00500 = C(3) TO N(1)
VIBR .0, 0.00200 = C(3) TO C(4)
VIBR .0, 0.00500 = C(4) TO C(2)
VIBR .0, 0.00500 = O(3) TO C(3)
VIBR .0, 0.00500 = O(4) TO C(3)
VIBR .0, 0.00500 = O(4) TO O(3)
REM DELU END (DO NOT REMOVE THIS LINE)
REM THERMSIM START (DO NOT REMOVE THIS LINE)
U(IJ) .0, 0.08000 = O(1) TO C(1)
U(IJ) .0, 0.08000 = O(2) TO C(1)
U(IJ) .0, 0.08000 = O(3) TO C(4)
U(IJ) .0, 0.08000 = O(4) TO C(4)
U(IJ) .0, 0.08000 = N(1) TO C(2)
U(IJ) .0, 0.04000 = C(1) TO C(2)
U(IJ) .0, 0.04000 = C(2) TO C(3)
U(IJ) .0, 0.04000 = C(3) TO C(4)
REM THERMSIM END (DO NOT REMOVE THIS LINE)
END
;
# Manually omitted reflections
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
4 10 4 x .
3 5 3 x .
1 7 3 x .
5 9 4 x .
8 4 4 x .
4 -4 3 x .
1 -3 0 x .
1 3 0 x .
4 0 1 x .
data_ceth07
_database_code_depnum_ccdc_archive 'CCDC 856794'
#TrackingRef '- all.cif'
_audit_creation_date 11-07-11
_audit_creation_method CRYSTALS_ver_14.23
_oxford_structure_analysis_title 'ceth07 in C2'
_chemical_name_systematic ?
_chemical_name_common CuAsp
_chemical_formula_moiety 'C4 H9 Cu1 N1 O6'
# Given Formula = C4 H5 Cu1 N1 O6
# Dc = 2.44 Fooo = 468.00 Mu = 35.33 M = 226.63
# Found Formula = C4 H9 Cu1 N1 O6
# Dc = 2.49 FOOO = 468.00 Mu = 35.35 M = 230.66
_chemical_formula_sum 'C4 H9 Cu1 N1 O6'
_chemical_compound_source ?
_chemical_melting_point ?
_exptl_crystal_description block
_exptl_crystal_colour blue
_diffrn_ambient_temperature 293
_diffrn_ambient_pressure 6770000
_publ_section_exptl_refinement
;
029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.389
911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.600 171
915_ALERT_3_B Low Friedel Pair Coverage ...................... 34 Perc.
341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang .. 14
910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 1
912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 69
913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 2
918_ALERT_3_C Reflection(s) # with I(obs) much smaller I(calc) 1
952_ALERT_5_G Reported and Calculated Lmax Values Differ by .. 6
These are caused by shading of the high-pressure cell.
201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 11
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 37
All 1,2 and 1,3 distances were restrained on the L-Asp ligand during refinement.
Only the Cu-atom was refned with anisotropic displacement parameters, all
other non-H atoms were refined isotropically.
This strategy was utilised based on the low-completeness of the
high-pressure data.
415_ALERT_2_A Short Inter D-H..H-X H21 .. H61 .. 1.74 Ang.
Short contacts are expected at high-pressure.
004_ALERT_5_G Info: Polymeric Structure Found with Dimension . 1
199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K
791_ALERT_4_G Note: The Model has Chirality at C2 (Verify) S
These are correct.
760_ALERT_1_G CIF Contains no Torsion Angles ................. ?
929_ALERT_5_G No Weight Pars,Obs and Calc R1,wR2,S not checked !
No action taken.
794_ALERT_5_G Note: Tentative Bond Valency for Cu1 (II) 2.40
The Cu is in a distorted octahedral geometry, giving rise to the
tentative bond valency.
808_ALERT_5_G No Parseable SHELXL Style Weighting Scheme Found !
A shelx weighting scheme was not used.
;
_publ_section_exptl_prep
# Brief details or a reference. Include solvent if known
;
?
;
#end of refcif
_cell_length_a 8.9403(6)
_cell_length_b 9.5601(8)
_cell_length_c 7.2112(14)
_cell_angle_alpha 90
_cell_angle_beta 90.949(12)
_cell_angle_gamma 90
_cell_volume 616.26(14)
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'C 2'
_symmetry_int_tables_number 5
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration ad
_symmetry_space_group_name_Hall 'C 2y'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,y+1/2,z
-x,y,-z
-x+1/2,y+1/2,-z
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z 4
_chemical_formula_weight 230.66
_cell_measurement_reflns_used 963
_cell_measurement_theta_min 4
_cell_measurement_theta_max 17
_cell_measurement_temperature 293
_exptl_crystal_size_min 0.100
_exptl_crystal_size_mid 0.200
_exptl_crystal_size_max 0.200
_exptl_crystal_density_diffrn 2.486
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 468
_exptl_absorpt_coefficient_mu 3.535
# Sheldrick geometric approximatio 0.49 0.70
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min 0.56
_exptl_absorpt_correction_T_max 0.70
_diffrn_measurement_device_type 'Bruker Apex2'
_diffrn_measurement_device Area
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type ' synchrotron'
_diffrn_radiation_wavelength 0.47620
_diffrn_measurement_method \w
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement 'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction 'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION'
_computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material 'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics 'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time .
_diffrn_standards_interval_count .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_reflns_number 2337
_reflns_number_total 674
_diffrn_reflns_av_R_equivalents 0.060
# Number of reflections without Friedels Law is 674
# Number of reflections with Friedels Law is 365
# Theoretical number of reflections is about 942
_diffrn_reflns_theta_min 3.120
_diffrn_reflns_theta_max 30.520
_diffrn_measured_fraction_theta_max 0.363
_diffrn_reflns_theta_full 25.027
_diffrn_measured_fraction_theta_full 0.389
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -4
_diffrn_reflns_limit_l_max 4
_reflns_limit_h_min -12
_reflns_limit_h_max 12
_reflns_limit_k_min -12
_reflns_limit_k_max 12
_reflns_limit_l_min 0
_reflns_limit_l_max 4
_oxford_diffrn_Wilson_B_factor 0.00
_oxford_diffrn_Wilson_scale 0.00
_atom_sites_solution_primary Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_diff_density_min -0.81
_refine_diff_density_max 0.76
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns 669
_refine_ls_number_restraints 37
_refine_ls_number_parameters 55
_oxford_refine_ls_R_factor_ref 0.0529
_refine_ls_wR_factor_ref 0.0957
_refine_ls_goodness_of_fit_ref 0.8687
_refine_ls_shift/su_max 0.0000760
_refine_ls_shift/su_mean 0.0000126
# The values computed from all data
_oxford_reflns_number_all 669
_refine_ls_R_factor_all 0.0529
_refine_ls_wR_factor_all 0.0957
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 512
_refine_ls_R_factor_gt 0.0395
_refine_ls_wR_factor_gt 0.0755
_refine_ls_abs_structure_Flack 0.27(5)
_refine_ls_abs_structure_details 'Flack (1983), 309 Friedel-pairs'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_hydrogen_treatment constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
7.57 7.70 2.05
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
User-defined structure solution reference
Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.
Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
Watkin D.J. (1994).
Acta Cryst, A50, 411-437.
Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
;
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.24241(11) 1.0069(2) 0.8612(4) 0.0237 1.0000 Uani . . . . . .
C1 C 0.3248(9) 0.7690(7) 0.6802(15) 0.0154(11) 1.0000 Uiso D U . . . .
C2 C 0.2236(7) 0.8414(7) 0.5395(15) 0.0147(11) 1.0000 Uiso D U . . . .
C3 C 0.3225(8) 0.9127(8) 0.4006(16) 0.0146(11) 1.0000 Uiso D U . . . .
C4 C 0.2511(7) 0.9447(8) 0.2123(15) 0.0139(11) 1.0000 Uiso D U . . . .
O1 O 0.3430(7) 0.8286(6) 0.8379(17) 0.0169(12) 1.0000 Uiso D U . . . .
O2 O 0.3915(7) 0.6609(6) 0.636(2) 0.0156(12) 1.0000 Uiso D U . . . .
O3 O 0.3248(6) 1.0281(6) 0.1121(16) 0.0141(12) 1.0000 Uiso D U . . . .
O4 O 0.1292(6) 0.8921(6) 0.1644(19) 0.0141(12) 1.0000 Uiso D U . . . .
O5 O 0.1270(7) 1.1746(6) 0.868(3) 0.0194(16) 1.0000 Uiso . . . . . .
O6 O 0.4310(8) 1.1288(6) 0.742(2) 0.0192(16) 1.0000 Uiso . . . . . .
N1 N 0.1336(7) 0.9483(7) 0.636(2) 0.0144(13) 1.0000 Uiso D U . . . .
H31 H 0.3549 1.0009 0.4544 0.0185 1.0000 Uiso R . . . . .
H32 H 0.4086 0.8531 0.3816 0.0185 1.0000 Uiso R . . . . .
H21 H 0.1587 0.7726 0.4777 0.0156 1.0000 Uiso R . . . . .
H11 H 0.1174 1.0187 0.5647 0.0151 1.0000 Uiso R . . . . .
H12 H 0.0489 0.9119 0.6667 0.0151 1.0000 Uiso R . . . . .
H61 H 0.4365 1.2148 0.7202 0.0246 1.0000 Uiso R . . . . .
H62 H 0.5038 1.1081 0.8117 0.0246 1.0000 Uiso R . . . . .
H51 H 0.1287 1.2470 0.9338 0.0241 1.0000 Uiso R . . . . .
H52 H 0.0405 1.1541 0.8297 0.0241 1.0000 Uiso 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
Cu1 0.0109(4) 0.0166(4) 0.043(3) 0.0011(13) -0.0052(6) 0.0017(6)
_refine_ls_extinction_method None
_oxford_refine_ls_scale 0.2407(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . O4 1_556 2.662(13) yes
Cu1 . O3 1_556 1.953(11) yes
Cu1 . O1 . 1.936(6) yes
Cu1 . O5 . 1.908(7) yes
Cu1 . O6 . 2.234(10) yes
Cu1 . N1 . 1.959(13) yes
C1 . C2 . 1.516(8) yes
C1 . O1 . 1.280(9) yes
C1 . O2 . 1.237(7) yes
C2 . C3 . 1.510(9) yes
C2 . N1 . 1.482(8) yes
C2 . H21 . 0.979 no
C3 . C4 . 1.522(9) yes
C3 . H31 . 0.970 no
C3 . H32 . 0.969 no
C4 . O3 . 1.267(8) yes
C4 . O4 . 1.245(7) yes
O5 . H51 . 0.839 no
O5 . H52 . 0.840 no
O6 . H61 . 0.839 no
O6 . H62 . 0.840 no
N1 . H11 . 0.860 no
N1 . H12 . 0.864 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O4 1_556 Cu1 . O3 1_556 54.9(3) yes
O4 1_556 Cu1 . O1 . 83.8(4) yes
O3 1_556 Cu1 . O1 . 90.2(4) yes
O4 1_556 Cu1 . O5 . 96.4(5) yes
O3 1_556 Cu1 . O5 . 94.8(5) yes
O1 . Cu1 . O5 . 174.0(4) yes
O4 1_556 Cu1 . O6 . 146.2(4) yes
O3 1_556 Cu1 . O6 . 91.6(5) yes
O1 . Cu1 . O6 . 94.1(3) yes
O5 . Cu1 . O6 . 89.1(4) yes
O4 1_556 Cu1 . N1 . 111.8(4) yes
O3 1_556 Cu1 . N1 . 166.2(4) yes
O1 . Cu1 . N1 . 84.3(4) yes
O5 . Cu1 . N1 . 90.0(5) yes
O6 . Cu1 . N1 . 101.4(5) yes
C2 . C1 . O1 . 117.2(5) yes
C2 . C1 . O2 . 119.7(6) yes
O1 . C1 . O2 . 123.0(6) yes
C1 . C2 . C3 . 107.5(5) yes
C1 . C2 . N1 . 108.8(6) yes
C3 . C2 . N1 . 109.3(6) yes
C1 . C2 . H21 . 109.9 no
C3 . C2 . H21 . 110.5 no
N1 . C2 . H21 . 110.8 no
C2 . C3 . C4 . 116.2(5) yes
C2 . C3 . H31 . 107.5 no
C4 . C3 . H31 . 107.5 no
C2 . C3 . H32 . 107.6 no
C4 . C3 . H32 . 108.3 no
H31 . C3 . H32 . 109.6 no
C3 . C4 . O3 . 114.9(5) yes
C3 . C4 . O4 . 121.2(6) yes
O3 . C4 . O4 . 123.9(6) yes
C1 . O1 . Cu1 . 114.6(6) yes
C4 . O3 . Cu1 1_554 105.7(5) yes
Cu1 1_554 O4 . C4 . 73.6(5) yes
Cu1 . O5 . H51 . 134.7 no
Cu1 . O5 . H52 . 106.9 no
H51 . O5 . H52 . 112.8 no
Cu1 . O6 . H61 . 129.0 no
Cu1 . O6 . H62 . 103.2 no
H61 . O6 . H62 . 107.2 no
C2 . N1 . Cu1 . 108.7(5) yes
C2 . N1 . H11 . 110.1 no
Cu1 . N1 . H11 . 110.5 no
C2 . N1 . H12 . 109.1 no
Cu1 . N1 . H12 . 109.3 no
H11 . N1 . H12 . 109.1 no
_iucr_refine_instruction_details_constraints
;
#
# Punched on 11/07/11 at 14:30:01
#
#LIST 12
BLOCK SCALE X'S
CONT CU(1, U'S)
CONT C(1, U[ISO]) UNTIL N(1)
CONT ENANTIO
RIDE C ( 2,X'S) H ( 21,X'S)
RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S)
RIDE O ( 5,X'S) H ( 51,X'S) H ( 52,X'S)
RIDE O ( 6,X'S) H ( 61,X'S) H ( 62,X'S)
RIDE N ( 1,X'S) H ( 11,X'S) H ( 12,X'S)
END
;
_iucr_refine_instruction_details_restraints
;
#
# Punched on 11/07/11 at 14:30:01
#
#LIST 16
DIST 1.292, 0.01 = C(1) TO O(1)
DIST 1.232, 0.01 = C(1) TO O(2)
DIST 1.525, 0.01 = C(1) TO C(2)
DIST 1.489, 0.01 = C(2) TO N(1)
DIST 1.514, 0.01 = C(2) TO C(3)
DIST 1.528, 0.01 = C(3) TO C(4)
DIST 1.280, 0.01 = C(4) TO O(3)
DIST 1.239, 0.01 = C(4) TO O(4)
ANGL 123,1= O(2) TO C(1) TO O(1)
ANGL 118,1= C(2) TO C(1) TO O(1)
ANGL 120,1= C(2) TO C(1) TO O(2)
ANGL 109,1= C(1) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO C(1)
ANGL 115,1= C(4) TO C(3) TO C(2)
ANGL 124,1= O(4) TO C(4) TO O(3)
ANGL 114,1= C(3) TO C(4) TO O(3)
ANGL 122,1= C(3) TO C(4) TO O(4)
REM HREST START (DO NOT REMOVE THIS LINE)
REM HREST END (DO NOT REMOVE THIS LINE)
REM DELU START (DO NOT REMOVE THIS LINE)
VIBR .0, 0.00200 = O(1) TO C(1)
VIBR .0, 0.00200 = O(2) TO C(1)
VIBR .0, 0.00200 = O(3) TO C(4)
VIBR .0, 0.00200 = O(4) TO C(4)
VIBR .0, 0.00200 = N(1) TO C(2)
VIBR .0, 0.00200 = C(1) TO C(2)
VIBR .0, 0.00500 = O(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(2)
VIBR .0, 0.00200 = C(2) TO C(3)
VIBR .0, 0.00500 = N(1) TO C(1)
VIBR .0, 0.00500 = C(3) TO C(1)
VIBR .0, 0.00500 = C(3) TO N(1)
VIBR .0, 0.00200 = C(3) TO C(4)
VIBR .0, 0.00500 = C(4) TO C(2)
VIBR .0, 0.00500 = O(3) TO C(3)
VIBR .0, 0.00500 = O(4) TO C(3)
VIBR .0, 0.00500 = O(4) TO O(3)
REM DELU END (DO NOT REMOVE THIS LINE)
REM THERMSIM START (DO NOT REMOVE THIS LINE)
U(IJ) .0, 0.08000 = O(1) TO C(1)
U(IJ) .0, 0.08000 = O(2) TO C(1)
U(IJ) .0, 0.08000 = O(3) TO C(4)
U(IJ) .0, 0.08000 = O(4) TO C(4)
U(IJ) .0, 0.08000 = N(1) TO C(2)
U(IJ) .0, 0.04000 = C(1) TO C(2)
U(IJ) .0, 0.04000 = C(2) TO C(3)
U(IJ) .0, 0.04000 = C(3) TO C(4)
REM THERMSIM END (DO NOT REMOVE THIS LINE)
END
;
# Manually omitted reflections
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
9 -1 4 x .
-1 9 3 x .
-6 2 2 x .
-5 11 3 x .
-2 10 3 x .
data_ceth08
_database_code_depnum_ccdc_archive 'CCDC 856795'
#TrackingRef '- all.cif'
_audit_creation_date 11-07-11
_audit_creation_method CRYSTALS_ver_14.23
_oxford_structure_analysis_title 'jamie in C2'
_chemical_name_systematic ?
_chemical_name_common CuAsp
_chemical_formula_moiety 'C4 H9 Cu1 N1 O6'
# Given Formula = C9 H10 Cu1 N1 O6
# Dc = 3.19 Fooo = 468.00 Mu = 36.22 M = 291.73
# Found Formula = C4 H9 Cu1 N1 O6
# Dc = 2.52 FOOO = 468.00 Mu = 35.84 M = 230.66
_chemical_formula_sum 'C4 H9 Cu1 N1 O6'
_chemical_compound_source ?
_chemical_melting_point ?
_exptl_crystal_description block
_exptl_crystal_colour blue
_diffrn_ambient_temperature 293
_diffrn_ambient_pressure 7890000
_publ_section_exptl_refinement
;
029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.379
026_ALERT_3_B Ratio Observed / Unique Reflections too Low .... 36 Perc.
341_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang .. 23
911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.600 177
915_ALERT_3_B Low Friedel Pair Coverage ...................... 34 Perc.
910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 1
912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 76
913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 2
918_ALERT_3_C Reflection(s) # with I(obs) much smaller I(calc) 1
952_ALERT_5_G Reported and Calculated Lmax Values Differ by .. 6
These are caused by shading of the high-pressure cell.
201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 11
860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 37
All 1,2 and 1,3 distances were restrained on the L-Asp ligand during refinement.
Only the Cu-atom was refned with anisotropic displacement parameters, all
other non-H atoms were refined isotropically.
This strategy was utilised based on the low-completeness of the
high-pressure data.
415_ALERT_2_A Short Inter D-H..H-X H21 .. H61 .. 1.71 Ang.
Short contacts are expected at high-pressure.
157_ALERT_4_C Non-standard Monoclinic Beta Angle less 90 Deg 89.83 Deg.
The structure of the high-pressure phase is refined with a beta angle
less than 90 degrees in order to compare it to compression of phase-I
more easily (see text).
731_ALERT_1_C Bond Calc 1.29(2), Rep 1.291(9) ...... 2 su-Ra
C1 -O1 1.555 1.555 # 8
731_ALERT_1_C Bond Calc 1.51(2), Rep 1.506(9) ...... 2 su-Ra
C2 -C3 1.555 1.555 # 10
731_ALERT_1_C Bond Calc 1.49(2), Rep 1.487(9) ...... 2 su-Ra
C2 -N1 1.555 1.555 # 11
731_ALERT_1_C Bond Calc 1.53(3), Rep 1.522(9) ...... 3 su-Ra
C3 -C4 1.555 1.555 # 13
731_ALERT_1_C Bond Calc 1.28(2), Rep 1.280(9) ...... 2 su-Ra
C4 -O3 1.555 1.555 # 16
731_ALERT_1_C Bond Calc 1.24(2), Rep 1.237(9) ...... 2 su-Ra
C4 -O4 1.555 1.555 # 17
732_ALERT_1_C Angle Calc 123.0(15), Rep 122.9(7) ...... 2.14 su-Ra
O1 -C1 -O2 1.555 1.555 1.555 # 18
732_ALERT_1_C Angle Calc 121.3(17), Rep 121.4(7) ...... 2.43 su-Ra
C3 -C4 -O4 1.555 1.555 1.555 # 32
732_ALERT_1_C Angle Calc 125(2), Rep 124.4(7) ...... 2.86 su-Ra
O3 -C4 -O4 1.555 1.555 1.555 # 33
The use of restraints in the refinement mean that off diagonal terms in the
variance-covariance matrix are significant, and the diagonal approximation
used in Platon/Checkcif is badly in error.
004_ALERT_5_G Info: Polymeric Structure Found with Dimension . 1
199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K
791_ALERT_4_G Note: The Model has Chirality at C2 (Verify) S
These are correct.
760_ALERT_1_G CIF Contains no Torsion Angles ................. ?
929_ALERT_5_G No Weight Pars,Obs and Calc R1,wR2,S not checked !
No action taken.
794_ALERT_5_G Note: Tentative Bond Valency for Cu1 (II) 2.56
The Cu is in a distorted octahedral geometry, giving rise to the
tentative bond valency.
808_ALERT_5_G No Parseable SHELXL Style Weighting Scheme Found !
A shelx weighting scheme was not used.
;
_publ_section_exptl_prep
# Brief details or a reference. Include solvent if known
;
?
;
#end of refcif
_cell_length_a 8.9493(9)
_cell_length_b 9.6210(13)
_cell_length_c 7.059(2)
_cell_angle_alpha 90
_cell_angle_beta 89.829(18)
_cell_angle_gamma 90
_cell_volume 607.8(2)
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'C 2'
_symmetry_int_tables_number 5
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration ad
_symmetry_space_group_name_Hall 'C 2y'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,y+1/2,z
-x,y,-z
-x+1/2,y+1/2,-z
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z 4
_chemical_formula_weight 230.66
_cell_measurement_reflns_used 781
_cell_measurement_theta_min 4
_cell_measurement_theta_max 18
_cell_measurement_temperature 293
_exptl_crystal_size_min 0.100
_exptl_crystal_size_mid 0.200
_exptl_crystal_size_max 0.200
_exptl_crystal_density_diffrn 2.521
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 468
_exptl_absorpt_coefficient_mu 3.584
# Sheldrick geometric approximatio 0.49 0.70
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min 0.49
_exptl_absorpt_correction_T_max 0.70
_diffrn_measurement_device_type 'Bruker Apex2'
_diffrn_measurement_device Area
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type ' synchrotron'
_diffrn_radiation_wavelength 0.47620
_diffrn_measurement_method \w
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement 'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction 'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION'
_computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material 'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics 'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time .
_diffrn_standards_interval_count .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_reflns_number 1994
_reflns_number_total 647
_diffrn_reflns_av_R_equivalents 0.091
# Number of reflections without Friedels Law is 647
# Number of reflections with Friedels Law is 347
# Theoretical number of reflections is about 918
_diffrn_reflns_theta_min 3.109
_diffrn_reflns_theta_max 30.384
_diffrn_measured_fraction_theta_max 0.355
_diffrn_reflns_theta_full 25.219
_diffrn_measured_fraction_theta_full 0.379
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -4
_diffrn_reflns_limit_l_max 4
_reflns_limit_h_min -12
_reflns_limit_h_max 12
_reflns_limit_k_min -12
_reflns_limit_k_max 12
_reflns_limit_l_min 0
_reflns_limit_l_max 4
_oxford_diffrn_Wilson_B_factor 0.00
_oxford_diffrn_Wilson_scale 0.00
_atom_sites_solution_primary Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_diff_density_min -1.16
_refine_diff_density_max 1.08
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns 647
_refine_ls_number_restraints 37
_refine_ls_number_parameters 55
_oxford_refine_ls_R_factor_ref 0.0887
_refine_ls_wR_factor_ref 0.2465
_refine_ls_goodness_of_fit_ref 1.0151
_refine_ls_shift/su_max 0.0000432
_refine_ls_shift/su_mean 0.0000083
# The values computed from all data
_oxford_reflns_number_all 647
_refine_ls_R_factor_all 0.0887
_refine_ls_wR_factor_all 0.2465
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 230
_refine_ls_R_factor_gt 0.0481
_refine_ls_wR_factor_gt 0.1151
_refine_ls_abs_structure_Flack 0.04(12)
_refine_ls_abs_structure_details 'Flack (1983), 300 Friedel-pairs'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_hydrogen_treatment constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
14.1 17.3 5.80
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
User-defined structure solution reference
Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.
Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
Watkin D.J. (1994).
Acta Cryst, A50, 411-437.
Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
;
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.2440(2) 1.0066(4) 0.8568(8) 0.0274 1.0000 Uani . . . . . .
C1 C 0.3265(16) 0.7660(11) 0.682(2) 0.0209(16) 1.0000 Uiso D U . . . .
C2 C 0.2262(12) 0.8377(10) 0.538(2) 0.0208(16) 1.0000 Uiso D U . . . .
C3 C 0.3240(13) 0.9117(16) 0.396(3) 0.0211(17) 1.0000 Uiso D U . . . .
C4 C 0.2519(15) 0.9486(18) 0.207(3) 0.0216(17) 1.0000 Uiso D U . . . .
O1 O 0.3486(14) 0.8303(13) 0.840(3) 0.0214(19) 1.0000 Uiso D U . . . .
O2 O 0.3902(13) 0.6563(11) 0.640(3) 0.0202(19) 1.0000 Uiso D U . . . .
O3 O 0.3271(12) 1.0351(11) 0.108(3) 0.022(2) 1.0000 Uiso D U . . . .
O4 O 0.1347(13) 0.8924(12) 0.155(3) 0.0224(19) 1.0000 Uiso D U . . . .
O5 O 0.1282(15) 1.1740(13) 0.859(6) 0.023(3) 1.0000 Uiso . . . . . .
O6 O 0.4316(15) 1.1328(14) 0.750(5) 0.024(3) 1.0000 Uiso . . . . . .
N1 N 0.1321(14) 0.9406(13) 0.640(4) 0.021(2) 1.0000 Uiso D U . . . .
H31 H 0.3611 0.9955 0.4544 0.0268 1.0000 Uiso R . . . . .
H32 H 0.4068 0.8498 0.3673 0.0268 1.0000 Uiso R . . . . .
H21 H 0.1618 0.7692 0.4746 0.0273 1.0000 Uiso R . . . . .
H11 H 0.1119 1.0087 0.5665 0.0273 1.0000 Uiso R . . . . .
H12 H 0.0500 0.9025 0.6784 0.0273 1.0000 Uiso R . . . . .
H61 H 0.4112 1.2175 0.7372 0.0312 1.0000 Uiso R . . . . .
H62 H 0.5080 1.1286 0.8185 0.0312 1.0000 Uiso R . . . . .
H51 H 0.1508 1.2419 0.9276 0.0264 1.0000 Uiso R . . . . .
H52 H 0.0389 1.1840 0.8248 0.0264 1.0000 Uiso 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
Cu1 0.0171(8) 0.0228(10) 0.042(8) -0.001(2) -0.0077(15) 0.0027(9)
_refine_ls_extinction_method None
_oxford_refine_ls_scale 0.2317(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . O4 1_556 2.57(2) yes
Cu1 . O3 1_556 1.94(2) yes
Cu1 . O1 . 1.942(13) yes
Cu1 . O5 . 1.915(14) yes
Cu1 . O6 . 2.20(2) yes
Cu1 . N1 . 1.94(2) yes
C1 . C2 . 1.523(9) yes
C1 . O1 . 1.291(9) yes
C1 . O2 . 1.235(9) yes
C2 . C3 . 1.506(9) yes
C2 . N1 . 1.487(9) yes
C2 . H21 . 0.983 no
C3 . C4 . 1.522(9) yes
C3 . H31 . 0.966 no
C3 . H32 . 0.971 no
C4 . O3 . 1.280(9) yes
C4 . O4 . 1.237(9) yes
O5 . H51 . 0.840 no
O5 . H52 . 0.840 no
O6 . H61 . 0.840 no
O6 . H62 . 0.840 no
N1 . H11 . 0.856 no
N1 . H12 . 0.863 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O4 1_556 Cu1 . O3 1_556 57.2(5) yes
O4 1_556 Cu1 . O1 . 81.9(7) yes
O3 1_556 Cu1 . O1 . 89.6(6) yes
O4 1_556 Cu1 . O5 . 98.6(11) yes
O3 1_556 Cu1 . O5 . 94.9(11) yes
O1 . Cu1 . O5 . 175.0(9) yes
O4 1_556 Cu1 . O6 . 143.6(9) yes
O3 1_556 Cu1 . O6 . 86.6(10) yes
O1 . Cu1 . O6 . 95.3(6) yes
O5 . Cu1 . O6 . 87.2(7) yes
O4 1_556 Cu1 . N1 . 108.1(6) yes
O3 1_556 Cu1 . N1 . 165.0(7) yes
O1 . Cu1 . N1 . 85.1(6) yes
O5 . Cu1 . N1 . 90.0(10) yes
O6 . Cu1 . N1 . 107.8(10) yes
C2 . C1 . O1 . 116.9(7) yes
C2 . C1 . O2 . 120.0(7) yes
O1 . C1 . O2 . 122.9(7) yes
C1 . C2 . C3 . 108.4(8) yes
C1 . C2 . N1 . 108.1(8) yes
C3 . C2 . N1 . 109.6(8) yes
C1 . C2 . H21 . 110.3 no
C3 . C2 . H21 . 110.8 no
N1 . C2 . H21 . 109.5 no
C2 . C3 . C4 . 116.4(7) yes
C2 . C3 . H31 . 108.1 no
C4 . C3 . H31 . 109.1 no
C2 . C3 . H32 . 106.8 no
C4 . C3 . H32 . 106.7 no
H31 . C3 . H32 . 109.7 no
C3 . C4 . O3 . 114.1(7) yes
C3 . C4 . O4 . 121.4(7) yes
O3 . C4 . O4 . 124.4(7) yes
C1 . O1 . Cu1 . 113.4(8) yes
C4 . O3 . Cu1 1_554 102.0(8) yes
Cu1 1_554 O4 . C4 . 74.7(8) yes
Cu1 . O5 . H51 . 121.8 no
Cu1 . O5 . H52 . 127.6 no
H51 . O5 . H52 . 107.8 no
Cu1 . O6 . H61 . 113.9 no
Cu1 . O6 . H62 . 113.4 no
H61 . O6 . H62 . 106.6 no
C2 . N1 . Cu1 . 108.0(9) yes
C2 . N1 . H11 . 109.5 no
Cu1 . N1 . H11 . 109.8 no
C2 . N1 . H12 . 110.5 no
Cu1 . N1 . H12 . 109.5 no
H11 . N1 . H12 . 109.5 no
_iucr_refine_instruction_details_constraints
;
#
# Punched on 11/07/11 at 14:44:18
#
#LIST 12
BLOCK SCALE X'S
CONT CU(1, U'S)
CONT C(1, U[ISO]) UNTIL N(1)
CONT ENANTIO
RIDE C ( 2,X'S) H ( 21,X'S)
RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S)
RIDE O ( 5,X'S) H ( 51,X'S) H ( 52,X'S)
RIDE O ( 6,X'S) H ( 61,X'S) H ( 62,X'S)
RIDE N ( 1,X'S) H ( 11,X'S) H ( 12,X'S)
END
;
_iucr_refine_instruction_details_restraints
;
#
# Punched on 11/07/11 at 14:44:18
#
#LIST 16
DIST 1.292, 0.01 = C(1) TO O(1)
DIST 1.232, 0.01 = C(1) TO O(2)
DIST 1.525, 0.01 = C(1) TO C(2)
DIST 1.489, 0.01 = C(2) TO N(1)
DIST 1.514, 0.01 = C(2) TO C(3)
DIST 1.528, 0.01 = C(3) TO C(4)
DIST 1.280, 0.01 = C(4) TO O(3)
DIST 1.239, 0.01 = C(4) TO O(4)
ANGL 123,1= O(2) TO C(1) TO O(1)
ANGL 118,1= C(2) TO C(1) TO O(1)
ANGL 120,1= C(2) TO C(1) TO O(2)
ANGL 109,1= C(1) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO N(1)
ANGL 110,1= C(3) TO C(2) TO C(1)
ANGL 115,1= C(4) TO C(3) TO C(2)
ANGL 124,1= O(4) TO C(4) TO O(3)
ANGL 114,1= C(3) TO C(4) TO O(3)
ANGL 122,1= C(3) TO C(4) TO O(4)
REM HREST START (DO NOT REMOVE THIS LINE)
REM HREST END (DO NOT REMOVE THIS LINE)
REM DELU START (DO NOT REMOVE THIS LINE)
VIBR .0, 0.00200 = O(1) TO C(1)
VIBR .0, 0.00200 = O(2) TO C(1)
VIBR .0, 0.00200 = O(3) TO C(4)
VIBR .0, 0.00200 = O(4) TO C(4)
VIBR .0, 0.00200 = N(1) TO C(2)
VIBR .0, 0.00200 = C(1) TO C(2)
VIBR .0, 0.00500 = O(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(1)
VIBR .0, 0.00500 = C(2) TO O(2)
VIBR .0, 0.00200 = C(2) TO C(3)
VIBR .0, 0.00500 = N(1) TO C(1)
VIBR .0, 0.00500 = C(3) TO C(1)
VIBR .0, 0.00500 = C(3) TO N(1)
VIBR .0, 0.00200 = C(3) TO C(4)
VIBR .0, 0.00500 = C(4) TO C(2)
VIBR .0, 0.00500 = O(3) TO C(3)
VIBR .0, 0.00500 = O(4) TO C(3)
VIBR .0, 0.00500 = O(4) TO O(3)
REM DELU END (DO NOT REMOVE THIS LINE)
REM THERMSIM START (DO NOT REMOVE THIS LINE)
U(IJ) .0, 0.08000 = O(1) TO C(1)
U(IJ) .0, 0.08000 = O(2) TO C(1)
U(IJ) .0, 0.08000 = O(3) TO C(4)
U(IJ) .0, 0.08000 = O(4) TO C(4)
U(IJ) .0, 0.08000 = N(1) TO C(2)
U(IJ) .0, 0.04000 = C(1) TO C(2)
U(IJ) .0, 0.04000 = C(2) TO C(3)
U(IJ) .0, 0.04000 = C(3) TO C(4)
REM THERMSIM END (DO NOT REMOVE THIS LINE)
END
;