# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Simon Parsons'
_publ_contact_author_email       S.PARSONS@ED.AC.UK

_publ_section_title              
;
Polymerisation of a Cu(II) dimer into 1D chains using high-pressure
;
loop_
_publ_author_name
'Simon Parsons'
'Euan Brechin'
'Kyle W. Galloway'
'Alistair Lennie'
'Stephen Moggach'
'Mark Murrie'
;
P.Parois
;
'Niall Rowantree'
'John E. Warren'

# Attachment 'cifs.cif'

#Please note that annotated checkcif output is embedded in the cifs.

data_150K
_database_code_depnum_ccdc_archive 'CCDC 731439'

_audit_creation_date             09-04-18
_audit_creation_method           CRYSTALS_ver_12.87

_chemical_name_systematic        ?
_chemical_melting_point          ?

_cell_length_a                   15.679(4)
_cell_length_b                   12.699(3)
_cell_length_c                   8.932(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1778.4(7)

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P n m a '
_symmetry_space_group_name_Hall  '-P 2ac 2n '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,z+1/2
x+1/2,-y+1/2,-z+1/2
x,-y+1/2,z
-x,y+1/2,-z
-x+1/2,-y,z+1/2
x+1/2,y,-z+1/2

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

# Given Formula = C9 H19 Cu2 N9 O8
# Dc = 1.90 Fooo = 1040.00 Mu = 24.54 M = 254.20
# Found Formula = C9 H21 Cu2 N9 O8
# Dc = 1.91 FOOO = 1040.00 Mu = 24.55 M = 255.21

_chemical_formula_sum            'C9 H21 Cu2 N9 O8'
_chemical_formula_moiety         'C9 H21 Cu2 N9 O8'
_chemical_compound_source        ?
_chemical_formula_weight         510.41

_cell_measurement_reflns_used    3192
_cell_measurement_theta_min      3
_cell_measurement_theta_max      30
_cell_measurement_temperature    150

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_min          0.18
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_max          0.25

_exptl_crystal_density_diffrn    1.906
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    2.455

# Sheldrick geometric approximatio 0.58 0.64
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.55
_exptl_absorpt_correction_T_max  0.64
_diffrn_measurement_device       Unknown
_diffrn_measurement_device_type  Serial
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# 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_ambient_temperature      150
_diffrn_reflns_number            8780
_reflns_number_total             2577
_diffrn_reflns_av_R_equivalents  0.021
# Number of reflections with Friedels Law is 2577
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 2627

_diffrn_reflns_theta_min         2.598
_diffrn_reflns_theta_max         30.139
_diffrn_measured_fraction_theta_max 0.944

_diffrn_reflns_theta_full        25.016
_diffrn_measured_fraction_theta_full 0.975

_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       12
_reflns_limit_h_min              0
_reflns_limit_h_max              22
_reflns_limit_k_min              0
_reflns_limit_k_max              16
_reflns_limit_l_min              0
_reflns_limit_l_max              12

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.78
_refine_diff_density_max         0.79

# 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         2577
_refine_ls_number_restraints     0
_refine_ls_number_parameters     139
_oxford_refine_ls_R_factor_ref   0.0685
_refine_ls_wR_factor_ref         0.1240
_refine_ls_goodness_of_fit_ref   0.9563
_refine_ls_shift/su_max          0.000575

# The values computed from all data
_oxford_reflns_number_all        2577
_refine_ls_R_factor_all          0.0685
_refine_ls_wR_factor_all         0.1240

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2109
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_gt          0.1215

# 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 .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    none # 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/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
54.9 86.4 51.6 21.8 5.85
;
# 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

Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326.
New York: Academic Press.

Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.

Watkin D.J. (1994).
Acta Cryst, A50, 411-437.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached 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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
Cu1 Cu 0.58673(3) 0.63593(4) 0.20737(5) 0.0200 1.0000 Uani . . . . . . .
C1 C 0.4416(3) 0.7500 0.1036(5) 0.0167 1.0000 Uani S T . . . . .
C2 C 0.4055(2) 0.6519(3) 0.0266(4) 0.0201 1.0000 Uani . . . . . . .
C3 C 0.4223(2) 0.5499(3) 0.1083(4) 0.0226 1.0000 Uani . . . . . . .
C4 C 0.4134(3) 0.7500 0.2702(5) 0.0164 1.0000 Uani S T . . . . .
C5 C 0.6429(2) 0.4512(3) 0.3910(4) 0.0216 1.0000 Uani . . . . . . .
N1 N 0.65992(19) 0.5305(3) 0.3006(4) 0.0243 1.0000 Uani . . . . . . .
N2 N 0.5647(2) 0.4107(3) 0.3997(4) 0.0260 1.0000 Uani . . . . . . .
N3 N 0.7022(2) 0.4123(4) 0.4825(4) 0.0329 1.0000 Uani . . . . . . .
O1 O 0.5318(2) 0.7500 0.0965(4) 0.0181 1.0000 Uani S T . . . . .
O2 O 0.49253(16) 0.5383(2) 0.1790(3) 0.0226 1.0000 Uani . . . . . . .
O3 O 0.36804(19) 0.4782(3) 0.1042(4) 0.0322 1.0000 Uani . . . . . . .
O4 O 0.4703(2) 0.7500 0.3688(4) 0.0193 1.0000 Uani S T . . . . .
O5 O 0.3345(2) 0.7500 0.2969(4) 0.0218 1.0000 Uani S T . . . . .
O6 O 0.6615(2) 0.7500 0.2668(4) 0.0218 1.0000 Uani S T . . . . .
C6 C 0.6375(3) 0.7500 0.6732(6) 0.0206 1.0000 Uani S T . . . . .
N4 N 0.6465(3) 0.8389(4) 0.6012(7) 0.0663 1.0000 Uani . . . . . . .
N6 N 0.6199(4) 0.7500 0.8146(6) 0.0550 1.0000 Uani S T . . . . .
H6 H 0.7137 0.7500 0.2470 0.0265 1.0000 Uiso . . . . . . .
H21 H 0.4312 0.6467 -0.0742 0.0241 1.0000 Uiso . . . . . . .
H22 H 0.3430 0.6608 0.0174 0.0241 1.0000 Uiso . . . . . . .
H1 H 0.7148 0.5368 0.2776 0.0283 1.0000 Uiso . . . . . . .
H23 H 0.5546 0.3583 0.4611 0.0309 1.0000 Uiso . . . . . . .
H24 H 0.5234 0.4368 0.3442 0.0309 1.0000 Uiso . . . . . . .
H31 H 0.7539 0.4396 0.4828 0.0398 1.0000 Uiso . . . . . . .
H32 H 0.6896 0.3600 0.5423 0.0398 1.0000 Uiso . . . . . . .
H41 H 0.6406 0.8994 0.6502 0.0800 1.0000 Uiso . . . . . . .
H42 H 0.6583 0.8396 0.5055 0.0800 1.0000 Uiso . . . . . . .
H61 H 0.6141 0.8100 0.8634 0.0660 1.0000 Uiso . . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.3615(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 . Cu1 5_565 2.8971(13) yes
Cu1 . C1 . 2.852(4) yes
Cu1 . N1 . 1.950(3) yes
Cu1 . O1 . 1.955(2) yes
Cu1 . O2 . 1.945(3) yes
Cu1 . O4 . 2.740(3) yes
Cu1 . O6 . 1.938(3) yes
C1 . C2 5_565 1.531(5) yes
C1 . C2 . 1.531(5) yes
C1 . C4 . 1.553(7) yes
C1 . O1 . 1.416(6) yes
C2 . C3 . 1.511(6) yes
C2 . H21 . 0.988 no
C2 . H22 . 0.990 no
C3 . O2 . 1.277(4) yes
C3 . O3 . 1.247(5) yes
C4 . O4 . 1.255(6) yes
C4 . O5 . 1.260(6) yes
C5 . N1 . 1.319(5) yes
C5 . N2 . 1.332(5) yes
C5 . N3 . 1.333(5) yes
N1 . H1 . 0.888 no
N2 . H23 . 0.877 no
N2 . H24 . 0.881 no
N3 . H31 . 0.882 no
N3 . H32 . 0.874 no
O6 . H6 . 0.838 no
C6 . N4 5_565 1.307(5) yes
C6 . N4 . 1.307(5) yes
C6 . N6 . 1.293(7) yes
N4 . H41 . 0.889 no
N4 . H42 . 0.875 no
N6 . H61 5_565 0.883 no
N6 . H61 . 0.883 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
Cu1 5_565 Cu1 . C1 . 59.48(5) yes
Cu1 5_565 Cu1 . N1 . 133.35(11) yes
C1 . Cu1 . N1 . 163.13(12) yes
Cu1 5_565 Cu1 . O1 . 42.17(8) yes
C1 . Cu1 . O1 . 26.83(11) yes
N1 . Cu1 . O1 . 169.84(13) yes
Cu1 5_565 Cu1 . O2 . 129.59(9) yes
C1 . Cu1 . O2 . 71.06(10) yes
N1 . Cu1 . O2 . 93.74(13) yes
O1 . Cu1 . O2 . 94.12(12) yes
Cu1 5_565 Cu1 . O4 . 58.09(4) yes
C1 . Cu1 . O4 . 51.05(12) yes
N1 . Cu1 . O4 . 122.02(12) yes
O1 . Cu1 . O4 . 65.28(12) yes
O2 . Cu1 . O4 . 84.25(10) yes
Cu1 5_565 Cu1 . O6 . 41.62(8) yes
C1 . Cu1 . O6 . 101.08(10) yes
N1 . Cu1 . O6 . 92.29(13) yes
O1 . Cu1 . O6 . 81.45(12) yes
O2 . Cu1 . O6 . 166.33(13) yes
O4 . Cu1 . O6 . 82.15(11) yes
C2 5_565 C1 . Cu1 5_565 91.57(17) yes
C2 5_565 C1 . Cu1 . 148.6(3) yes
Cu1 5_565 C1 . Cu1 . 61.04(10) yes
C2 5_565 C1 . C2 . 108.9(4) yes
Cu1 5_565 C1 . C2 . 148.6(3) yes
Cu1 . C1 . C2 . 91.57(17) yes
C2 5_565 C1 . C4 . 109.0(3) yes
Cu1 5_565 C1 . C4 . 85.2(2) yes
Cu1 . C1 . C4 . 85.2(2) yes
C2 . C1 . C4 . 109.0(3) yes
C2 5_565 C1 . O1 . 110.4(3) yes
Cu1 5_565 C1 . O1 . 38.52(13) yes
Cu1 . C1 . O1 . 38.52(13) yes
C2 . C1 . O1 . 110.4(3) yes
C4 . C1 . O1 . 109.1(4) yes
C1 . C2 . C3 . 114.6(3) yes
C1 . C2 . H21 . 108.3 no
C3 . C2 . H21 . 108.2 no
C1 . C2 . H22 . 108.1 no
C3 . C2 . H22 . 108.1 no
H21 . C2 . H22 . 109.6 no
C2 . C3 . O2 . 119.2(3) yes
C2 . C3 . O3 . 119.5(3) yes
O2 . C3 . O3 . 121.3(4) yes
C1 . C4 . O4 . 118.0(4) yes
C1 . C4 . O5 . 117.5(4) yes
O4 . C4 . O5 . 124.5(5) yes
N1 . C5 . N2 . 121.1(4) yes
N1 . C5 . N3 . 121.2(4) yes
N2 . C5 . N3 . 117.6(4) yes
C5 . N1 . Cu1 . 131.8(3) yes
C5 . N1 . H1 . 114.0 no
Cu1 . N1 . H1 . 114.2 no
C5 . N2 . H23 . 119.8 no
C5 . N2 . H24 . 120.0 no
H23 . N2 . H24 . 120.3 no
C5 . N3 . H31 . 119.8 no
C5 . N3 . H32 . 119.8 no
H31 . N3 . H32 . 120.4 no
C1 . O1 . Cu1 . 114.66(19) yes
C1 . O1 . Cu1 5_565 114.66(19) yes
Cu1 . O1 . Cu1 5_565 95.66(15) yes
C3 . O2 . Cu1 . 130.2(3) yes
C4 . O4 . Cu1 . 96.0(2) yes
C4 . O4 . Cu1 5_565 96.0(2) yes
Cu1 . O4 . Cu1 5_565 63.83(8) yes
Cu1 5_565 O6 . Cu1 . 96.75(17) yes
Cu1 5_565 O6 . H6 . 122.2 no
Cu1 . O6 . H6 . 122.2 no
N4 5_565 C6 . N4 . 119.6(7) yes
N4 5_565 C6 . N6 . 120.2(4) yes
N4 . C6 . N6 . 120.2(4) yes
C6 . N4 . H41 . 119.6 no
C6 . N4 . H42 . 120.8 no
H41 . N4 . H42 . 119.6 no
H61 5_565 N6 . C6 . 120.3 no
H61 5_565 N6 . H61 . 119.4 no
C6 . N6 . H61 . 120.3 no

data_cucg07_0.87GPa
_database_code_depnum_ccdc_archive 'CCDC 731440'

_audit_creation_date             09-04-10
_audit_creation_method           CRYSTALS_ver_12.87

_chemical_name_systematic        ?
_chemical_melting_point          ?

_cell_length_a                   15.6012(9)
_cell_length_b                   12.5198(3)
_cell_length_c                   8.8557(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1729.73(11)

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P n m a '
_symmetry_space_group_name_Hall  '-P 2ac 2n '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,z+1/2
x+1/2,-y+1/2,-z+1/2
x,-y+1/2,z
-x,y+1/2,-z
-x+1/2,-y,z+1/2
x+1/2,y,-z+1/2

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 0.0000 0.0010 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 0.0010 0.0010 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 0.0030 0.0030 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 0.2890 0.6150 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

# Given Formula = C8 H19 Cu2 N9 O8
# Dc = 1.91 Fooo = 1040.00 Mu = 25.21 M = 248.19
# Found Formula = C9 H21 Cu2 N9 O8
# Dc = 1.96 FOOO = 1040.00 Mu = 25.24 M = 255.21

_chemical_formula_sum            'C9 H21 Cu2 N9 O8'
_chemical_formula_moiety         'C9 H21 Cu2 N9 O8'
_chemical_compound_source        ?
_chemical_formula_weight         510.41

_cell_measurement_reflns_used    3765
_cell_measurement_theta_min      3
_cell_measurement_theta_max      17
_cell_measurement_temperature    293

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_min          0.10
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_max          0.20

_exptl_crystal_density_diffrn    1.960
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    2.524

# Sheldrick geometric approximatio 0.60 0.78
_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  0.78
_diffrn_measurement_device       'Bruker SMART'
_diffrn_measurement_device_type  Area
_diffrn_radiation_monochromator  silicon
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.47670
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'SMART (Siemens, 1993)'
_computing_cell_refinement       'SAINT (Siemens ,1995)'
_computing_data_reduction        'SAINT (Siemens ,1995)'
_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_ambient_temperature      293
_diffrn_reflns_number            10697
_reflns_number_total             1173
_diffrn_reflns_av_R_equivalents  0.050
# Number of reflections with Friedels Law is 1173
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 1765

_diffrn_reflns_theta_min         2.082
_diffrn_reflns_theta_max         17.319
_diffrn_measured_fraction_theta_max 0.633

_diffrn_reflns_theta_full        12.989
_diffrn_measured_fraction_theta_full 0.661

_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_reflns_limit_h_min              0
_reflns_limit_h_max              12
_reflns_limit_k_min              0
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              11

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.36
_refine_diff_density_max         0.40

# 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         1157
_refine_ls_number_restraints     113
_refine_ls_number_parameters     141
_oxford_refine_ls_R_factor_ref   0.0454
_refine_ls_wR_factor_ref         0.0446
_refine_ls_goodness_of_fit_ref   1.4785
_refine_ls_shift/su_max          0.000897

# The values computed from all data
_oxford_reflns_number_all        1157
_refine_ls_R_factor_all          0.0454
_refine_ls_wR_factor_all         0.0446

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                909
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_gt          0.0436

# 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 .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    none # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     
;
Method=
SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6)
;
# Insert your own references if required - in alphabetical order
_publ_section_references         
;
User-defined structure solution reference

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Siemens Industrial Automation, Inc (1993).
SMART: Area-Detector Software Package; Madison, WI.

Siemens Industrial Automation, Inc (1995).
SAINT: Area-Detector Integration Software.; Madison, WI.

Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached 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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
Cu1 Cu 0.58706(3) 0.634683(18) 0.20052(3) 0.0264 1.0000 Uani . . . . . . .
C1 C 0.4409(3) 0.7500 0.1003(3) 0.0223 1.0000 Uani DS TU . . . . .
C2 C 0.4033(3) 0.65057(13) 0.0224(2) 0.0272 1.0000 Uani D U . . . . .
C3 C 0.4214(3) 0.54731(17) 0.1062(3) 0.0271 1.0000 Uani D U . . . . .
C4 C 0.4134(4) 0.7500 0.2683(3) 0.0233 1.0000 Uani DS TU . . . . .
C5 C 0.6419(3) 0.44810(19) 0.3866(2) 0.0268 1.0000 Uani D U . . . . .
C6 C 0.6393(4) 0.7500 0.6665(3) 0.0298 1.0000 Uani DS TU . . . . .
N1 N 0.6602(2) 0.52747(13) 0.2930(2) 0.0320 1.0000 Uani D U . . . . .
N2 N 0.5643(3) 0.40962(19) 0.3979(2) 0.0419 1.0000 Uani D U . . . . .
N3 N 0.7033(3) 0.4075(2) 0.4767(3) 0.0529 1.0000 Uani D U . . . . .
N4 N 0.6505(3) 0.83955(18) 0.5947(3) 0.0650 1.0000 Uani D U . . . . .
N6 N 0.6192(4) 0.7500 0.8082(3) 0.0537 1.0000 Uani DS TU . . . . .
O1 O 0.5307(3) 0.7500 0.0901(2) 0.0253 1.0000 Uani DS TU . . . . .
O2 O 0.4912(2) 0.53710(11) 0.17740(19) 0.0328 1.0000 Uani D U . . . . .
O3 O 0.3678(2) 0.47541(14) 0.1024(2) 0.0497 1.0000 Uani D U . . . . .
O4 O 0.4723(3) 0.7500 0.3663(2) 0.0305 1.0000 Uani DS TU . . . . .
O5 O 0.3352(3) 0.7500 0.2961(3) 0.0365 1.0000 Uani DS TU . . . . .
O6 O 0.6630(4) 0.7500 0.2597(3) 0.0355 1.0000 Uani DS T . . . . .
H6 H 0.7149(11) 0.7500 0.233(6) 0.0424 1.0000 Uiso DS . . . . . .
H21 H 0.4283 0.6451 -0.0801 0.0332 1.0000 Uiso . . . . . . .
H22 H 0.3404 0.6597 0.0146 0.0332 1.0000 Uiso . . . . . . .
H1 H 0.7149 0.5325 0.2686 0.0382 1.0000 Uiso . . . . . . .
H23 H 0.5536 0.3569 0.4609 0.0506 1.0000 Uiso . . . . . . .
H24 H 0.5226 0.4365 0.3425 0.0506 1.0000 Uiso . . . . . . .
H31 H 0.7557 0.4337 0.4734 0.0634 1.0000 Uiso . . . . . . .
H32 H 0.6912 0.3549 0.5389 0.0634 1.0000 Uiso . . . . . . .
H41 H 0.6446 0.9007 0.6426 0.0780 1.0000 Uiso . . . . . . .
H42 H 0.6641 0.8390 0.4983 0.0780 1.0000 Uiso . . . . . . .
H61 H 0.6132 0.8109 0.8569 0.0647 1.0000 Uiso . . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.6286(12)
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 . N1 . 1.943(3) yes
Cu1 . O1 . 1.953(2) yes
Cu1 . O2 . 1.942(3) yes
Cu1 . O4 . 2.729(3) yes
Cu1 . O6 . 1.940(4) yes
C1 . C2 5_565 1.540(3) yes
C1 . C2 . 1.540(3) yes
C1 . C4 . 1.548(4) yes
C1 . O1 . 1.403(5) yes
C2 . C3 . 1.517(3) yes
C2 . H21 . 0.990 no
C2 . H22 . 0.990 no
C3 . O2 . 1.265(5) yes
C3 . O3 . 1.228(4) yes
C4 . O4 . 1.264(5) yes
C4 . O5 . 1.246(6) yes
C5 . N1 . 1.325(3) yes
C5 . N2 . 1.307(5) yes
C5 . N3 . 1.347(4) yes
C6 . N4 5_565 1.301(2) yes
C6 . N4 . 1.301(2) yes
C6 . N6 . 1.293(4) yes
N1 . H1 . 0.883 no
N2 . H23 . 0.880 no
N2 . H24 . 0.880 no
N3 . H31 . 0.880 no
N3 . H32 . 0.879 no
N4 . H41 . 0.880 no
N4 . H42 . 0.880 no
N6 . H61 5_565 0.880 no
N6 . H61 . 0.880 no
O6 . H6 . 0.842(10) 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
N1 . Cu1 . O1 . 170.50(15) yes
N1 . Cu1 . O2 . 93.57(11) yes
O1 . Cu1 . O2 . 93.77(13) yes
N1 . Cu1 . O4 . 121.60(8) yes
O1 . Cu1 . O4 . 65.34(9) yes
O2 . Cu1 . O4 . 83.35(10) yes
N1 . Cu1 . O6 . 92.37(15) yes
O1 . Cu1 . O6 . 81.95(15) yes
O2 . Cu1 . O6 . 165.28(13) yes
O4 . Cu1 . O6 . 82.06(13) yes
C2 5_565 C1 . C2 . 107.9(3) yes
C2 5_565 C1 . C4 . 109.0(2) yes
C2 . C1 . C4 . 109.0(2) yes
C2 5_565 C1 . O1 . 110.6(2) yes
C2 . C1 . O1 . 110.6(2) yes
C4 . C1 . O1 . 109.8(3) yes
C1 . C2 . C3 . 113.5(2) yes
C1 . C2 . H21 . 108.5 no
C3 . C2 . H21 . 108.5 no
C1 . C2 . H22 . 108.4 no
C3 . C2 . H22 . 108.4 no
H21 . C2 . H22 . 109.5 no
C2 . C3 . O2 . 119.3(3) yes
C2 . C3 . O3 . 119.0(3) yes
O2 . C3 . O3 . 121.7(2) yes
C1 . C4 . O4 . 117.3(4) yes
C1 . C4 . O5 . 117.5(4) yes
O4 . C4 . O5 . 125.2(3) yes
N1 . C5 . N2 . 121.6(3) yes
N1 . C5 . N3 . 120.0(4) yes
N2 . C5 . N3 . 118.3(3) yes
N4 5_565 C6 . N4 . 119.1(3) yes
N4 5_565 C6 . N6 . 120.46(16) yes
N4 . C6 . N6 . 120.46(16) yes
C5 . N1 . Cu1 . 130.9(3) yes
C5 . N1 . H1 . 114.5 no
Cu1 . N1 . H1 . 114.6 no
C5 . N2 . H23 . 120.0 no
C5 . N2 . H24 . 120.0 no
H23 . N2 . H24 . 120.0 no
C5 . N3 . H31 . 120.0 no
C5 . N3 . H32 . 120.0 no
H31 . N3 . H32 . 120.0 no
C6 . N4 . H41 . 120.0 no
C6 . N4 . H42 . 120.0 no
H41 . N4 . H42 . 120.0 no
H61 5_565 N6 . C6 . 120.0 no
H61 5_565 N6 . H61 . 119.9 no
C6 . N6 . H61 . 120.0 no
C1 . O1 . Cu1 . 114.65(15) yes
C1 . O1 . Cu1 5_565 114.65(15) yes
Cu1 . O1 . Cu1 5_565 95.36(14) yes
C3 . O2 . Cu1 . 130.70(16) yes
C4 . O4 . Cu1 5_565 96.1(2) yes
C4 . O4 . Cu1 . 96.1(2) yes
Cu1 5_565 O4 . Cu1 . 63.88(8) yes
Cu1 5_565 O6 . Cu1 . 96.2(3) yes
Cu1 5_565 O6 . H6 . 120.8(18) no
Cu1 . O6 . H6 . 120.8(18) no

data_cucg08_1.84GPa
_database_code_depnum_ccdc_archive 'CCDC 731441'

_audit_creation_date             09-04-10
_audit_creation_method           CRYSTALS_ver_12.87

_chemical_name_systematic        ?
_chemical_melting_point          ?

_cell_length_a                   15.4344(18)
_cell_length_b                   12.3617(6)
_cell_length_c                   8.7439(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1668.3(2)

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P n m a '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,z+1/2
x+1/2,-y+1/2,-z+1/2
x,-y+1/2,z
-x,y+1/2,-z
-x+1/2,-y,z+1/2
x+1/2,y,-z+1/2

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 0.0000 0.0010 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 0.0010 0.0010 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 0.0030 0.0030 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 0.2890 0.6150 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

# Given Formula = C8 H19 Cu2 N9 O8
# Dc = 1.98 Fooo = 1040.00 Mu = 26.14 M = 248.19
# Found Formula = C9 H21 Cu2 N9 O8
# Dc = 2.03 FOOO = 1040.00 Mu = 26.17 M = 255.21

_chemical_formula_sum            'C9 H21 Cu2 N9 O8'
_chemical_formula_moiety         'C9 H21 Cu2 N9 O8'
_chemical_compound_source        ?
_chemical_formula_weight         510.41

_cell_measurement_reflns_used    3482
_cell_measurement_theta_min      3
_cell_measurement_theta_max      17
_cell_measurement_temperature    293

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_min          0.10
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_max          0.20

_exptl_crystal_density_diffrn    2.032
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    2.617

# Sheldrick geometric approximatio 0.59 0.77
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.63
_exptl_absorpt_correction_T_max  0.77
_diffrn_measurement_device       'Bruker APEX 2'
_diffrn_measurement_device_type  Area
_diffrn_radiation_monochromator  silicon
_diffrn_radiation_type           ' Synchrotron'
_diffrn_radiation_wavelength     0.47670
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'SMART (Siemens, 1993)'
_computing_cell_refinement       'SAINT (Siemens ,1995)'
_computing_data_reduction        'SAINT (Siemens ,1995)'
_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_ambient_temperature      293
_diffrn_reflns_number            10089
_reflns_number_total             1110
_diffrn_reflns_av_R_equivalents  0.048
# Number of reflections with Friedels Law is 1110
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 1655

_diffrn_reflns_theta_min         2.108
_diffrn_reflns_theta_max         17.154
_diffrn_measured_fraction_theta_max 0.639

_diffrn_reflns_theta_full        13.037
_diffrn_measured_fraction_theta_full 0.670

_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       10
_reflns_limit_h_min              0
_reflns_limit_h_max              12
_reflns_limit_k_min              0
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              10

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.28
_refine_diff_density_max         0.24

# 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         1086
_refine_ls_number_restraints     147
_refine_ls_number_parameters     141
_oxford_refine_ls_R_factor_ref   0.0453
_refine_ls_wR_factor_ref         0.0448
_refine_ls_goodness_of_fit_ref   1.5406
_refine_ls_shift/su_max          0.000944

# The values computed from all data
_oxford_reflns_number_all        1086
_refine_ls_R_factor_all          0.0453
_refine_ls_wR_factor_all         0.0448

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                852
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_gt          0.0438

# 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 .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    none # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     
;
Method=
SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6)
;
# Insert your own references if required - in alphabetical order
_publ_section_references         
;
User-defined structure solution reference

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Siemens Industrial Automation, Inc (1993).
SMART: Area-Detector Software Package; Madison, WI.

Siemens Industrial Automation, Inc (1995).
SAINT: Area-Detector Integration Software.; Madison, WI.

Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached 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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
Cu1 Cu 0.58788(4) 0.633531(19) 0.19449(3) 0.0254 1.0000 Uani . . . . . . .
C1 C 0.4406(3) 0.7500 0.0930(3) 0.0218 1.0000 Uani DS TU . . . . .
C2 C 0.4020(3) 0.64916(14) 0.0151(2) 0.0241 1.0000 Uani D U . . . . .
C3 C 0.4196(3) 0.54637(17) 0.1024(3) 0.0258 1.0000 Uani D U . . . . .
C4 C 0.4141(3) 0.7500 0.2636(3) 0.0241 1.0000 Uani DS TU . . . . .
C5 C 0.6416(3) 0.44589(19) 0.3853(3) 0.0269 1.0000 Uani D U . . . . .
C6 C 0.6419(4) 0.7500 0.6610(3) 0.0256 1.0000 Uani DS TU . . . . .
N1 N 0.6602(2) 0.52440(14) 0.2888(2) 0.0296 1.0000 Uani D U . . . . .
N2 N 0.5628(3) 0.40849(19) 0.3993(3) 0.0419 1.0000 Uani D U . . . . .
N3 N 0.7021(3) 0.4065(2) 0.4799(4) 0.0659 1.0000 Uani D U . . . . .
N4 N 0.6531(3) 0.84076(19) 0.5887(3) 0.0628 1.0000 Uani D U . . . . .
N6 N 0.6219(4) 0.7500 0.8042(3) 0.0521 1.0000 Uani DS TU . . . . .
O1 O 0.5314(3) 0.7500 0.0818(2) 0.0224 1.0000 Uani DS TU . . . . .
O2 O 0.4895(2) 0.53639(11) 0.17608(19) 0.0313 1.0000 Uani D U . . . . .
O3 O 0.3663(2) 0.47245(15) 0.0972(2) 0.0515 1.0000 Uani D U . . . . .
O4 O 0.4743(3) 0.7500 0.3622(2) 0.0295 1.0000 Uani DS TU . . . . .
O5 O 0.3353(3) 0.7500 0.2931(3) 0.0402 1.0000 Uani DS TU . . . . .
O6 O 0.6649(4) 0.7500 0.2547(3) 0.0365 1.0000 Uani DS T . . . . .
H6 H 0.7122(17) 0.7500 0.208(5) 0.0429 1.0000 Uiso DS . . . . . .
H21 H 0.4273 0.6423 -0.0883 0.0288 1.0000 Uiso . . . . . . .
H22 H 0.3384 0.6588 0.0067 0.0288 1.0000 Uiso . . . . . . .
H1 H 0.7152 0.5278 0.2626 0.0352 1.0000 Uiso . . . . . . .
H23 H 0.5518 0.3561 0.4645 0.0504 1.0000 Uiso . . . . . . .
H24 H 0.5207 0.4358 0.3435 0.0504 1.0000 Uiso . . . . . . .
H31 H 0.7550 0.4326 0.4776 0.0795 1.0000 Uiso . . . . . . .
H32 H 0.6888 0.3539 0.5436 0.0795 1.0000 Uiso . . . . . . .
H41 H 0.6474 0.9026 0.6376 0.0747 1.0000 Uiso . . . . . . .
H42 H 0.6670 0.8405 0.4911 0.0747 1.0000 Uiso . . . . . . .
H61 H 0.6157 0.8116 0.8536 0.0615 1.0000 Uiso . . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.6486(13)
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 . N1 . 1.935(3) yes
Cu1 . O1 . 1.950(2) yes
Cu1 . O2 . 1.942(3) yes
Cu1 . O4 . 2.701(3) yes
Cu1 . O6 . 1.940(4) yes
C1 . C2 5_565 1.541(3) yes
C1 . C2 . 1.541(3) yes
C1 . C4 . 1.547(4) yes
C1 . O1 . 1.404(5) yes
C2 . C3 . 1.507(3) yes
C2 . H21 . 0.989 no
C2 . H22 . 0.991 no
C3 . O2 . 1.263(5) yes
C3 . O3 . 1.230(4) yes
C4 . O4 . 1.268(5) yes
C4 . O5 . 1.243(6) yes
C5 . N1 . 1.318(3) yes
C5 . N2 . 1.307(5) yes
C5 . N3 . 1.338(4) yes
C6 . N4 5_565 1.299(3) yes
C6 . N4 . 1.299(3) yes
C6 . N6 . 1.290(4) yes
N1 . H1 . 0.881 no
N2 . H23 . 0.880 no
N2 . H24 . 0.881 no
N3 . H31 . 0.878 no
N3 . H32 . 0.881 no
N4 . H41 . 0.881 no
N4 . H42 . 0.880 no
N6 . H61 5_565 0.881 no
N6 . H61 . 0.881 no
O6 . H6 . 0.838(9) 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
N1 . Cu1 . O1 . 170.96(14) yes
N1 . Cu1 . O2 . 93.16(11) yes
O1 . Cu1 . O2 . 93.73(13) yes
N1 . Cu1 . O4 . 120.97(8) yes
O1 . Cu1 . O4 . 65.85(9) yes
O2 . Cu1 . O4 . 82.38(10) yes
N1 . Cu1 . O6 . 92.77(15) yes
O1 . Cu1 . O6 . 82.13(15) yes
O2 . Cu1 . O6 . 163.81(14) yes
O4 . Cu1 . O6 . 81.65(14) yes
C2 5_565 C1 . C2 . 108.0(3) yes
C2 5_565 C1 . C4 . 108.9(2) yes
C2 . C1 . C4 . 108.9(2) yes
C2 5_565 C1 . O1 . 110.8(2) yes
C2 . C1 . O1 . 110.8(2) yes
C4 . C1 . O1 . 109.4(3) yes
C1 . C2 . C3 . 112.9(2) yes
C1 . C2 . H21 . 108.7 no
C3 . C2 . H21 . 108.7 no
C1 . C2 . H22 . 108.6 no
C3 . C2 . H22 . 108.6 no
H21 . C2 . H22 . 109.4 no
C2 . C3 . O2 . 119.7(3) yes
C2 . C3 . O3 . 119.2(3) yes
O2 . C3 . O3 . 121.2(2) yes
C1 . C4 . O4 . 117.5(4) yes
C1 . C4 . O5 . 117.3(4) yes
O4 . C4 . O5 . 125.2(3) yes
N1 . C5 . N2 . 121.5(3) yes
N1 . C5 . N3 . 120.8(4) yes
N2 . C5 . N3 . 117.5(2) yes
N4 5_565 C6 . N4 . 119.5(3) yes
N4 5_565 C6 . N6 . 120.26(17) yes
N4 . C6 . N6 . 120.26(17) yes
C5 . N1 . Cu1 . 131.4(3) yes
C5 . N1 . H1 . 114.3 no
Cu1 . N1 . H1 . 114.4 no
C5 . N2 . H23 . 120.1 no
C5 . N2 . H24 . 120.0 no
H23 . N2 . H24 . 119.9 no
C5 . N3 . H31 . 120.0 no
C5 . N3 . H32 . 119.8 no
H31 . N3 . H32 . 120.1 no
C6 . N4 . H41 . 120.1 no
C6 . N4 . H42 . 120.0 no
H41 . N4 . H42 . 119.9 no
H61 5_565 N6 . C6 . 120.1 no
H61 5_565 N6 . H61 . 119.8 no
C6 . N6 . H61 . 120.1 no
C1 . O1 . Cu1 . 114.23(15) yes
C1 . O1 . Cu1 5_565 114.23(15) yes
Cu1 . O1 . Cu1 5_565 95.15(14) yes
C3 . O2 . Cu1 . 130.53(16) yes
C4 . O4 . Cu1 5_565 96.11(19) yes
C4 . O4 . Cu1 . 96.11(19) yes
Cu1 5_565 O4 . Cu1 . 64.42(8) yes
Cu1 5_565 O6 . Cu1 . 95.8(3) yes
Cu1 5_565 O6 . H6 . 114(2) no
Cu1 . O6 . H6 . 114(2) no

data_cucg09_2.95GPa
_database_code_depnum_ccdc_archive 'CCDC 731442'

_audit_creation_date             09-04-10
_audit_creation_method           CRYSTALS_ver_12.87

_cell_length_a                   15.0833(11)
_cell_length_b                   12.1396(3)
_cell_length_c                   8.7075(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1594.39(13)

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_space_group_name_Hall  'P 2ac 2ab '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2

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 0.0000 0.0010 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 0.0010 0.0010 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 0.0030 0.0030 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 0.2890 0.6150 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

# Given Formula = C8 H19 Cu2 N9 O8
# Dc = 2.07 Fooo = 1040.00 Mu = 27.35 M = 496.39
# Found Formula = C9 H21 Cu2 N9 O8
# Dc = 2.13 FOOO = 1040.00 Mu = 27.38 M = 510.41

_chemical_formula_sum            'C9 H21 Cu2 N9 O8'
_chemical_formula_moiety         'C9 H21 Cu2 N9 O8'
_chemical_compound_source        ?
_chemical_formula_weight         510.41

_cell_measurement_reflns_used    3504
_cell_measurement_theta_min      3
_cell_measurement_theta_max      18
_cell_measurement_temperature    293

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_min          0.10
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_max          0.20

_exptl_crystal_density_diffrn    2.126
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    2.738

# Sheldrick geometric approximatio 0.58 0.76
_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  0.76
_diffrn_measurement_device       'Bruker Apex2'
_diffrn_measurement_device_type  Area
_diffrn_radiation_monochromator  Silicon
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.47670
_diffrn_measurement_method       ω

# 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_ambient_temperature      293
_diffrn_reflns_number            2027
_reflns_number_total             2027
_diffrn_reflns_av_R_equivalents  0.062
# Number of reflections with Friedels Law is 1191
# Number of reflections without Friedels Law is 2040
# Theoretical number of reflections is about 1620

_diffrn_reflns_theta_min         1.444
_diffrn_reflns_theta_max         17.294
_diffrn_measured_fraction_theta_max 0.639

_diffrn_reflns_theta_full        13.316
_diffrn_measured_fraction_theta_full 0.673

_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_reflns_limit_h_min              -11
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              10

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.31
_refine_diff_density_max         0.33

# 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         1885
_refine_ls_number_restraints     47
_refine_ls_number_parameters     124
_oxford_refine_ls_R_factor_ref   0.0876
_refine_ls_wR_factor_ref         0.0920
_refine_ls_goodness_of_fit_ref   1.0004
_refine_ls_shift/su_max          0.000523

# The values computed from all data
_oxford_reflns_number_all        1885
_refine_ls_R_factor_all          0.0876
_refine_ls_wR_factor_all         0.0920

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1606
_refine_ls_R_factor_gt           0.0751
_refine_ls_wR_factor_gt          0.0910

_refine_ls_abs_structure_Flack   0.26(6)
_refine_ls_abs_structure_details 'Flack (1983), 849 Friedel-pairs'
# 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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    none # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     
;
Method=
SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6)
;
# Insert your own references if required - in alphabetical order
_publ_section_references         
;
User-defined structure solution reference

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Flack, H. D. (1983). Acta Cryst. A39, 876-881.

Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.

Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached 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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
Cu1 Cu 0.58934(13) 0.89754(6) 0.44114(11) 0.0190 1.0000 Uani . . . . . . .
Cu2 Cu 0.58474(13) 0.66108(6) 0.44335(11) 0.0192 1.0000 Uani . . . . . . .
C1 C 0.4373(5) 0.7840(4) 0.3365(5) 0.0093(14) 1.0000 Uiso D . . . . . .
C2 C 0.4015(8) 0.8859(5) 0.2538(7) 0.0163(18) 1.0000 Uiso D . . . . . .
C3 C 0.4228(7) 0.9923(4) 0.3334(9) 0.0222(19) 1.0000 Uiso D . . . . . .
C4 C 0.4096(5) 0.7848(6) 0.5078(5) 0.0128(14) 1.0000 Uiso D . . . . . .
C5 C 0.6429(6) 1.0844(6) 0.6432(8) 0.023(2) 1.0000 Uiso D . . . . . .
C6 C 0.6438(9) 0.7733(5) 0.9080(6) 0.023(2) 1.0000 Uiso D . . . . . .
C20 C 0.3964(8) 0.6830(5) 0.2602(8) 0.018(2) 1.0000 Uiso D . . . . . .
C30 C 0.4112(6) 0.5762(4) 0.3477(8) 0.0143(17) 1.0000 Uiso D . . . . . .
C50 C 0.6377(7) 0.4673(6) 0.6301(10) 0.030(3) 1.0000 Uiso D . . . . . .
N1 N 0.6629(7) 1.0083(4) 0.5410(7) 0.0149(16) 1.0000 Uiso D . . . . . .
N2 N 0.5642(7) 1.1343(5) 0.6420(8) 0.0232(18) 1.0000 Uiso D . . . . . .
N3 N 0.6997(9) 1.1098(7) 0.7568(9) 0.053(3) 1.0000 Uiso D . . . . . .
N4 N 0.6571(10) 0.8578(5) 0.8232(9) 0.046(2) 1.0000 Uiso D . . . . . .
N5 N 0.6506(10) 0.6730(5) 0.8482(9) 0.043(2) 1.0000 Uiso D . . . . . .
N6 N 0.6230(7) 0.7856(5) 1.0508(6) 0.0205(14) 1.0000 Uiso D . . . . . .
N10 N 0.6583(7) 0.5473(5) 0.5337(8) 0.024(2) 1.0000 Uiso D . . . . . .
N20 N 0.5535(8) 0.4460(6) 0.6612(9) 0.042(2) 1.0000 Uiso D . . . . . .
N30 N 0.7013(10) 0.4039(10) 0.6938(14) 0.116(5) 1.0000 Uiso D . . . . . .
O1 O 0.5314(5) 0.7793(4) 0.3261(5) 0.0141(11) 1.0000 Uiso D . . . . . .
O2 O 0.4881(6) 0.9960(4) 0.4236(6) 0.0224(15) 1.0000 Uiso D . . . . . .
O3 O 0.3724(6) 1.0705(4) 0.3181(6) 0.0309(16) 1.0000 Uiso D . . . . . .
O4 O 0.4687(5) 0.7779(5) 0.6066(5) 0.0212(12) 1.0000 Uiso D . . . . . .
O5 O 0.3299(6) 0.7883(6) 0.5351(6) 0.0413(17) 1.0000 Uiso D . . . . . .
O6 O 0.6638(7) 0.7769(5) 0.5048(5) 0.0268(13) 1.0000 Uiso . . . . . . .
O20 O 0.4821(5) 0.5661(4) 0.4271(6) 0.0175(13) 1.0000 Uiso D . . . . . .
O30 O 0.3546(6) 0.5019(4) 0.3394(7) 0.0365(18) 1.0000 Uiso D . . . . . .
H6 H 0.7206 0.7785 0.5055 0.0374 1.0000 Uiso . . . . . . .
H1 H 0.7154 1.0043 0.5182 0.0227 1.0000 Uiso . . . . . . .
H21 H 0.5513 1.1866 0.7079 0.0263 1.0000 Uiso . . . . . . .
H22 H 0.5228 1.1128 0.5752 0.0263 1.0000 Uiso . . . . . . .
H31 H 0.6857 1.1636 0.8222 0.0586 1.0000 Uiso . . . . . . .
H32 H 0.7483 1.0735 0.7668 0.0586 1.0000 Uiso . . . . . . .
H10 H 0.7104 0.5447 0.5052 0.0395 1.0000 Uiso . . . . . . .
H301 H 0.7566 0.4159 0.6619 0.1387 1.0000 Uiso . . . . . . .
H302 H 0.6883 0.3519 0.7549 0.1387 1.0000 Uiso . . . . . . .
H201 H 0.5402 0.3914 0.7267 0.0501 1.0000 Uiso . . . . . . .
H202 H 0.5106 0.4813 0.6158 0.0501 1.0000 Uiso . . . . . . .
H41 H 0.6551 0.9250 0.8629 0.0506 1.0000 Uiso . . . . . . .
H42 H 0.6720 0.8500 0.7256 0.0506 1.0000 Uiso . . . . . . .
H61 H 0.6192 0.8518 1.0918 0.0256 1.0000 Uiso . . . . . . .
H62 H 0.6120 0.7272 1.1086 0.0256 1.0000 Uiso . . . . . . .
H51 H 0.6399 0.6142 0.9061 0.0506 1.0000 Uiso . . . . . . .
H52 H 0.6661 0.6636 0.7517 0.0506 1.0000 Uiso . . . . . . .
H23 H 0.4271 0.8874 0.1489 0.0191 1.0000 Uiso . . . . . . .
H24 H 0.3360 0.8785 0.2459 0.0191 1.0000 Uiso . . . . . . .
H203 H 0.4237 0.6737 0.1569 0.0220 1.0000 Uiso . . . . . . .
H204 H 0.3321 0.6946 0.2486 0.0220 1.0000 Uiso . . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.627(12)
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 . O30 3_655 2.879(7) yes
Cu1 . Cu2 . 2.8715(9) yes
Cu1 . C1 . 2.826(7) yes
Cu1 . N1 . 1.949(7) yes
Cu1 . O1 . 1.956(5) yes
Cu1 . O2 . 1.945(8) yes
Cu1 . O4 . 2.738(7) yes
Cu1 . O6 . 1.927(7) yes
Cu2 . O3 3_645 2.610(6) yes
Cu2 . C1 . 2.835(7) yes
Cu2 . N10 . 1.938(8) yes
Cu2 . O1 . 1.936(5) yes
Cu2 . O4 . 2.664(7) yes
Cu2 . O6 . 1.919(7) yes
Cu2 . O20 . 1.936(7) yes
C1 . C2 . 1.529(7) yes
C1 . C4 . 1.549(6) yes
C1 . C20 . 1.525(7) yes
C1 . O1 . 1.424(7) yes
C2 . C3 . 1.501(7) yes
C2 . H23 . 0.991 no
C2 . H24 . 0.995 no
C3 . O2 . 1.259(8) yes
C3 . O3 . 1.225(7) yes
C4 . O4 . 1.242(7) yes
C4 . O5 . 1.226(8) yes
C5 . N1 . 1.318(7) yes
C5 . N2 . 1.333(8) yes
C5 . N3 . 1.345(8) yes
C6 . N4 . 1.279(7) yes
C6 . N5 . 1.328(6) yes
C6 . N6 . 1.290(7) yes
C20 . C30 . 1.520(6) yes
C20 . H203 . 0.996 no
C20 . H204 . 0.985 no
C30 . O20 . 1.278(8) yes
C30 . O30 . 1.245(7) yes
C50 . N10 . 1.322(7) yes
C50 . N20 . 1.324(9) yes
C50 . N30 . 1.349(9) yes
N1 . H1 . 0.817 no
N2 . H21 . 0.878 no
N2 . H22 . 0.892 no
N3 . H31 . 0.892 no
N3 . H32 . 0.860 no
N4 . H41 . 0.887 no
N4 . H42 . 0.884 no
N5 . H51 . 0.888 no
N5 . H52 . 0.881 no
N6 . H61 . 0.882 no
N6 . H62 . 0.885 no
N10 . H10 . 0.825 no
N20 . H201 . 0.898 no
N20 . H202 . 0.871 no
N30 . H301 . 0.892 no
N30 . H302 . 0.848 no
O6 . H6 . 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
O30 3_655 Cu1 . Cu2 . 116.92(12) yes
O30 3_655 Cu1 . C1 . 100.34(19) yes
Cu2 . Cu1 . C1 . 59.67(12) yes
O30 3_655 Cu1 . N1 . 84.7(2) yes
Cu2 . Cu1 . N1 . 134.5(2) yes
C1 . Cu1 . N1 . 160.5(3) yes
O30 3_655 Cu1 . O1 . 91.1(2) yes
Cu2 . Cu1 . O1 . 42.18(16) yes
C1 . Cu1 . O1 . 27.7(2) yes
N1 . Cu1 . O1 . 171.6(3) yes
O30 3_655 Cu1 . O2 . 83.9(3) yes
Cu2 . Cu1 . O2 . 126.5(2) yes
C1 . Cu1 . O2 . 68.7(2) yes
N1 . Cu1 . O2 . 93.4(3) yes
O1 . Cu1 . O2 . 93.4(3) yes
O30 3_655 Cu1 . O4 . 151.1(2) yes
Cu2 . Cu1 . O4 . 56.65(14) yes
C1 . Cu1 . O4 . 51.08(16) yes
N1 . Cu1 . O4 . 120.7(2) yes
O1 . Cu1 . O4 . 65.38(19) yes
O30 3_655 Cu1 . O6 . 114.1(3) yes
Cu2 . Cu1 . O6 . 41.6(2) yes
C1 . Cu1 . O6 . 101.2(3) yes
N1 . Cu1 . O6 . 93.7(3) yes
O1 . Cu1 . O6 . 81.3(3) yes
O2 . Cu1 . O4 . 81.1(3) yes
O2 . Cu1 . O6 . 161.2(3) yes
O4 . Cu1 . O6 . 80.4(3) yes
O3 3_645 Cu2 . Cu1 . 114.16(12) yes
O3 3_645 Cu2 . C1 . 97.5(2) yes
Cu1 . Cu2 . C1 . 59.37(13) yes
O3 3_645 Cu2 . N10 . 85.0(2) yes
Cu1 . Cu2 . N10 . 134.5(3) yes
C1 . Cu2 . N10 . 163.2(3) yes
O3 3_645 Cu2 . O1 . 87.4(2) yes
Cu1 . Cu2 . O1 . 42.73(16) yes
C1 . Cu2 . O1 . 27.3(2) yes
N10 . Cu2 . O1 . 168.5(3) yes
O3 3_645 Cu2 . O4 . 148.5(2) yes
Cu1 . Cu2 . O4 . 59.14(14) yes
C1 . Cu2 . O4 . 51.64(16) yes
N10 . Cu2 . O4 . 122.6(3) yes
O1 . Cu2 . O4 . 67.3(2) yes
O3 3_645 Cu2 . O6 . 113.5(3) yes
Cu1 . Cu2 . O6 . 41.8(2) yes
C1 . Cu2 . O6 . 101.1(3) yes
N10 . Cu2 . O6 . 93.1(4) yes
O1 . Cu2 . O6 . 82.1(3) yes
O3 3_645 Cu2 . O20 . 83.3(3) yes
Cu1 . Cu2 . O20 . 127.9(2) yes
C1 . Cu2 . O20 . 70.3(2) yes
N10 . Cu2 . O20 . 93.6(3) yes
O1 . Cu2 . O20 . 94.1(3) yes
O4 . Cu2 . O6 . 82.5(3) yes
O4 . Cu2 . O20 . 80.3(3) yes
O6 . Cu2 . O20 . 162.4(3) yes
Cu1 . C1 . Cu2 . 60.96(15) yes
Cu1 . C1 . C2 . 92.5(4) yes
Cu2 . C1 . C2 . 149.0(5) yes
Cu1 . C1 . C4 . 84.6(3) yes
Cu2 . C1 . C4 . 84.2(3) yes
C2 . C1 . C4 . 110.7(5) yes
Cu1 . C1 . C20 . 149.4(5) yes
Cu2 . C1 . C20 . 92.2(4) yes
C2 . C1 . C20 . 107.6(4) yes
C4 . C1 . C20 . 108.4(5) yes
Cu1 . C1 . O1 . 39.7(3) yes
Cu2 . C1 . O1 . 38.5(2) yes
C2 . C1 . O1 . 110.8(5) yes
C4 . C1 . O1 . 109.3(4) yes
C20 . C1 . O1 . 110.1(5) yes
C1 . C2 . C3 . 113.8(5) yes
C1 . C2 . H23 . 108.2 no
C3 . C2 . H23 . 109.0 no
C1 . C2 . H24 . 108.1 no
C3 . C2 . H24 . 108.8 no
H23 . C2 . H24 . 108.9 no
C2 . C3 . O2 . 119.1(5) yes
C2 . C3 . O3 . 119.0(6) yes
O2 . C3 . O3 . 121.7(5) yes
C1 . C4 . O4 . 118.2(5) yes
C1 . C4 . O5 . 116.9(5) yes
O4 . C4 . O5 . 124.9(5) yes
N1 . C5 . N2 . 121.2(6) yes
N1 . C5 . N3 . 120.8(6) yes
N2 . C5 . N3 . 118.0(6) yes
N4 . C6 . N5 . 119.7(5) yes
N4 . C6 . N6 . 120.1(6) yes
N5 . C6 . N6 . 120.1(5) yes
C1 . C20 . C30 . 114.0(5) yes
C1 . C20 . H203 . 108.4 no
C30 . C20 . H203 . 107.1 no
C1 . C20 . H204 . 109.2 no
C30 . C20 . H204 . 108.5 no
H203 . C20 . H204 . 109.4 no
C20 . C30 . O20 . 118.5(5) yes
C20 . C30 . O30 . 119.2(5) yes
O20 . C30 . O30 . 122.4(5) yes
N10 . C50 . N20 . 119.9(7) yes
N10 . C50 . N30 . 120.9(7) yes
N20 . C50 . N30 . 119.1(6) yes
C5 . N1 . Cu1 . 130.9(7) yes
C5 . N1 . H1 . 115.4 no
Cu1 . N1 . H1 . 113.7 no
C5 . N2 . H21 . 121.4 no
C5 . N2 . H22 . 119.7 no
H21 . N2 . H22 . 118.9 no
C5 . N3 . H31 . 119.1 no
C5 . N3 . H32 . 120.0 no
H31 . N3 . H32 . 120.9 no
C6 . N4 . H41 . 120.5 no
C6 . N4 . H42 . 120.6 no
H41 . N4 . H42 . 118.8 no
C6 . N5 . H51 . 120.0 no
C6 . N5 . H52 . 120.9 no
H51 . N5 . H52 . 119.0 no
C6 . N6 . H61 . 120.7 no
C6 . N6 . H62 . 120.1 no
H61 . N6 . H62 . 119.2 no
C50 . N10 . Cu2 . 130.4(7) yes
C50 . N10 . H10 . 112.8 no
Cu2 . N10 . H10 . 116.8 no
C50 . N20 . H201 . 119.2 no
C50 . N20 . H202 . 121.7 no
H201 . N20 . H202 . 119.1 no
C50 . N30 . H301 . 116.4 no
C50 . N30 . H302 . 121.2 no
H301 . N30 . H302 . 122.3 no
C1 . O1 . Cu1 . 112.5(4) yes
C1 . O1 . Cu2 . 114.2(4) yes
Cu1 . O1 . Cu2 . 95.1(2) yes
C3 . O2 . Cu1 . 129.8(4) yes
Cu2 3_655 O3 . C3 . 105.5(6) yes
Cu2 . O4 . C4 . 97.9(4) yes
Cu2 . O4 . Cu1 . 64.21(16) yes
C4 . O4 . Cu1 . 94.4(4) yes
Cu1 . O6 . Cu2 . 96.6(4) yes
Cu1 . O6 . H6 . 124.5 no
Cu2 . O6 . H6 . 129.8 no
C30 . O20 . Cu2 . 130.6(4) yes
C30 . O30 . Cu1 3_645 99.6(5) yes

data_cucg10_4.2GPa
_database_code_depnum_ccdc_archive 'CCDC 731443'

_audit_creation_date             09-04-10
_audit_creation_method           CRYSTALS_ver_12.87

_chemical_name_systematic        ?
_chemical_melting_point          ?

_cell_length_a                   16.3031(13)
_cell_length_b                   11.9204(5)
_cell_length_c                   17.1330(8)
_cell_angle_alpha                90
_cell_angle_beta                 114.469(5)
_cell_angle_gamma                90
_cell_volume                     3030.6(3)

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

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 0.0000 0.0010 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 0.0010 0.0010 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 0.0030 0.0030 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 0.2890 0.6150 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

# Given Formula = C16 H38 Cu4 N18 O16
# Dc = 2.18 Fooo = 2080.00 Mu = 28.77 M = 992.77
# Found Formula = C18 H42 Cu4 N18 O16
# Dc = 2.24 FOOO = 2080.00 Mu = 28.81 M = 1020.83

_chemical_formula_sum            'C18 H42 Cu4 N18 O16'
_chemical_formula_moiety         'C18 H42 Cu4 N18 O16'
_chemical_compound_source        ?
_chemical_formula_weight         1020.83

_cell_measurement_reflns_used    3514
_cell_measurement_theta_min      2
_cell_measurement_theta_max      15
_cell_measurement_temperature    293

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_min          0.10
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_max          0.20

_exptl_crystal_density_diffrn    2.237
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             2080
_exptl_absorpt_coefficient_mu    2.881

# Sheldrick geometric approximatio 0.56 0.75
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_T_max  0.75
_diffrn_measurement_device       'Bruker Apex2'
_diffrn_measurement_device_type  Area
_diffrn_radiation_monochromator  silicon
_diffrn_radiation_type           'Synchrotron '
_diffrn_radiation_wavelength     0.47670
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'SMART (Siemens, 1993)'
_computing_cell_refinement       'SAINT (Siemens ,1995)'
_computing_data_reduction        'SAINT (Siemens ,1995)'
_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_ambient_temperature      293
_diffrn_reflns_number            16285
_reflns_number_total             3790
_diffrn_reflns_av_R_equivalents  0.057
# Number of reflections with Friedels Law is 3790
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 4383

_diffrn_reflns_theta_min         0.973
_diffrn_reflns_theta_max         15.393
_diffrn_measured_fraction_theta_max 0.523

_diffrn_reflns_theta_full        11.852
_diffrn_measured_fraction_theta_full 0.562

_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19
_reflns_limit_h_min              -16
_reflns_limit_h_max              9
_reflns_limit_k_min              0
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              19

_oxford_diffrn_Wilson_B_factor   0.84
_oxford_diffrn_Wilson_scale      12.23

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.39
_refine_diff_density_max         0.40

# 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         2322
_refine_ls_number_restraints     188
_refine_ls_number_parameters     246
_oxford_refine_ls_R_factor_ref   0.1113
_refine_ls_wR_factor_ref         0.0772
_refine_ls_goodness_of_fit_ref   0.9864
_refine_ls_shift/su_max          0.000152

# The values computed from all data
_oxford_reflns_number_all        2322
_refine_ls_R_factor_all          0.1113
_refine_ls_wR_factor_all         0.0772

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1661
_refine_ls_R_factor_gt           0.0722
_refine_ls_wR_factor_gt          0.0735

# 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 .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    none # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     
;
Method=
SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6)
;
# Insert your own references if required - in alphabetical order
_publ_section_references         
;
Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Siemens Industrial Automation, Inc (1993).
SMART: Area-Detector Software Package; Madison, WI.

Siemens Industrial Automation, Inc (1995).
SAINT: Area-Detector Integration Software.; Madison, WI.

Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.

Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached 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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
Cu1 Cu 0.58836(16) 0.36697(9) 0.68739(11) 0.0185 1.0000 Uani . . . . . . .
Cu2 Cu 0.58960(17) 0.12764(9) 0.69549(11) 0.0178 1.0000 Uani . . . . . . .
Cu10 Cu 0.07684(18) 0.37646(10) 0.39640(12) 0.0272 1.0000 Uani . . . . . . .
Cu20 Cu 0.08331(18) 0.14835(10) 0.35909(12) 0.0240 1.0000 Uani . . . . . . .
C1 C 0.4386(6) 0.2467(5) 0.6879(4) 0.0165(11) 1.0000 Uiso D U . . . . .
C2 C 0.3971(9) 0.3527(6) 0.7058(7) 0.0175(13) 1.0000 Uiso D U . . . . .
C3 C 0.4142(7) 0.4580(5) 0.6657(7) 0.0175(13) 1.0000 Uiso D U . . . . .
C4 C 0.4075(6) 0.2363(8) 0.5903(4) 0.0189(12) 1.0000 Uiso D U . . . . .
C5 C 0.6315(7) 0.5504(7) 0.5953(6) 0.0226(16) 1.0000 Uiso D U . . . . .
C6 C 0.3639(11) 0.7712(6) 0.5175(5) 0.0388(19) 1.0000 Uiso D U . . . . .
C11 C -0.0740(6) 0.2657(5) 0.2656(4) 0.0234(11) 1.0000 Uiso D U . . . . .
C20 C 0.4036(9) 0.1453(6) 0.7203(6) 0.0181(13) 1.0000 Uiso D U . . . . .
C22 C -0.1260(8) 0.3750(6) 0.2343(5) 0.0255(13) 1.0000 Uiso D U . . . . .
C30 C 0.4114(7) 0.0384(6) 0.6778(7) 0.0194(13) 1.0000 Uiso D U . . . . .
C33 C -0.0990(7) 0.4721(6) 0.2972(5) 0.0276(14) 1.0000 Uiso D U . . . . .
C44 C -0.0958(6) 0.2157(7) 0.3386(5) 0.0230(13) 1.0000 Uiso D U . . . . .
C50 C 0.6431(7) -0.0760(6) 0.6313(6) 0.0282(16) 1.0000 Uiso D U . . . . .
C55 C 0.1316(7) 0.5670(6) 0.5234(6) 0.0327(16) 1.0000 Uiso D U . . . . .
C66 C -0.1548(13) 0.8220(6) 0.3477(10) 0.0499(19) 1.0000 Uiso D U . . . . .
C220 C -0.1051(8) 0.1832(6) 0.1914(5) 0.0218(13) 1.0000 Uiso D U . . . . .
C330 C -0.0835(6) 0.0642(5) 0.2208(5) 0.0198(13) 1.0000 Uiso D U . . . . .
C550 C 0.1304(8) -0.0499(7) 0.4692(7) 0.0444(19) 1.0000 Uiso D U . . . . .
N1 N 0.6576(8) 0.4792(6) 0.6591(6) 0.0233(17) 1.0000 Uiso D U . . . . .
N2 N 0.5500(8) 0.5962(6) 0.5634(6) 0.0221(17) 1.0000 Uiso D U . . . . .
N3 N 0.6884(8) 0.5780(6) 0.5600(6) 0.0245(17) 1.0000 Uiso D U . . . . .
N4 N 0.3928(10) 0.7586(6) 0.6006(6) 0.0376(19) 1.0000 Uiso D U . . . . .
N5 N 0.3565(11) 0.8703(6) 0.4844(7) 0.037(2) 1.0000 Uiso D U . . . . .
N6 N 0.3346(10) 0.6836(7) 0.4673(6) 0.042(2) 1.0000 Uiso D U . . . . .
N10 N 0.6630(9) 0.0093(6) 0.6824(6) 0.0270(18) 1.0000 Uiso D U . . . . .
N11 N 0.1449(10) 0.4664(6) 0.4977(6) 0.0321(18) 1.0000 Uiso D U . . . . .
N20 N 0.5622(8) -0.0846(6) 0.5673(6) 0.0312(18) 1.0000 Uiso D U . . . . .
N22 N 0.0548(8) 0.6226(6) 0.4790(6) 0.0311(17) 1.0000 Uiso D U . . . . .
N30 N 0.7021(8) -0.1576(6) 0.6449(6) 0.0299(18) 1.0000 Uiso D U . . . . .
N33 N 0.1972(8) 0.6152(6) 0.5910(6) 0.0355(18) 1.0000 Uiso D U . . . . .
N44 N -0.1771(12) 0.9279(7) 0.3482(8) 0.050(2) 1.0000 Uiso D U . . . . .
N55 N -0.1666(13) 0.7513(7) 0.3993(9) 0.052(2) 1.0000 Uiso D U . . . . .
N66 N -0.1075(12) 0.7929(6) 0.3053(9) 0.052(2) 1.0000 Uiso D U . . . . .
N110 N 0.1565(10) 0.0338(6) 0.4347(7) 0.042(2) 1.0000 Uiso D U . . . . .
N220 N 0.0427(9) -0.0688(7) 0.4456(7) 0.050(2) 1.0000 Uiso D U . . . . .
N330 N 0.1908(9) -0.1136(7) 0.5309(6) 0.043(2) 1.0000 Uiso D U . . . . .
O1 O 0.5333(6) 0.2499(5) 0.7265(4) 0.0124(12) 1.0000 Uiso D U . . . . .
O2 O 0.4831(7) 0.4628(4) 0.6493(5) 0.0183(14) 1.0000 Uiso D U . . . . .
O3 O 0.3651(7) 0.5404(5) 0.6571(5) 0.0214(14) 1.0000 Uiso D U . . . . .
O4 O 0.4665(7) 0.2444(5) 0.5616(5) 0.0175(13) 1.0000 Uiso D U . . . . .
O5 O 0.3256(7) 0.2164(5) 0.5473(5) 0.0251(15) 1.0000 Uiso D U . . . . .
O6 O 0.6688(8) 0.2454(5) 0.6918(6) 0.0186(18) 1.0000 Uiso . . . . . . .
O11 O 0.0202(7) 0.2829(4) 0.2973(5) 0.0238(14) 1.0000 Uiso D U . . . . .
O20 O 0.4784(7) 0.0281(5) 0.6581(5) 0.0198(14) 1.0000 Uiso D U . . . . .
O22 O -0.0286(7) 0.4654(5) 0.3677(5) 0.0294(15) 1.0000 Uiso D U . . . . .
O30 O 0.3549(7) -0.0359(5) 0.6644(5) 0.0223(15) 1.0000 Uiso D U . . . . .
O33 O -0.1445(8) 0.5598(5) 0.2783(5) 0.0295(15) 1.0000 Uiso D U . . . . .
O44 O -0.0326(7) 0.2029(5) 0.4120(5) 0.0211(14) 1.0000 Uiso D U . . . . .
O55 O -0.1737(7) 0.1789(5) 0.3198(5) 0.0243(14) 1.0000 Uiso D U . . . . .
O66 O 0.1647(11) 0.2647(6) 0.4145(8) 0.059(3) 1.0000 Uiso . . . . . . .
O220 O -0.0103(7) 0.0427(4) 0.2870(5) 0.0219(14) 1.0000 Uiso D U . . . . .
O330 O -0.1400(7) -0.0106(4) 0.1848(5) 0.0205(14) 1.0000 Uiso D U . . . . .
H1 H 0.7171 0.4838 0.6968 0.0236 1.0000 Uiso . . . . . . .
H10 H 0.7199 0.0144 0.7171 0.0331 1.0000 Uiso . . . . . . .
H11 H 0.1934 0.4320 0.5342 0.0372 1.0000 Uiso . . . . . . .
H110 H 0.2132 0.0375 0.4474 0.0502 1.0000 Uiso . . . . . . .
H221 H 0.0464 0.6900 0.4959 0.0367 1.0000 Uiso . . . . . . .
H222 H 0.0126 0.5927 0.4328 0.0367 1.0000 Uiso . . . . . . .
H331 H 0.1889 0.6821 0.6077 0.0413 1.0000 Uiso . . . . . . .
H332 H 0.2486 0.5798 0.6180 0.0413 1.0000 Uiso . . . . . . .
H3301 H 0.1713 -0.1695 0.5528 0.0513 1.0000 Uiso . . . . . . .
H3302 H 0.2475 -0.0998 0.5482 0.0513 1.0000 Uiso . . . . . . .
H2201 H 0.0235 -0.1248 0.4681 0.0596 1.0000 Uiso . . . . . . .
H2202 H 0.0009 -0.0255 0.4067 0.0596 1.0000 Uiso . . . . . . .
H441 H -0.1991 0.9517 0.3839 0.0595 1.0000 Uiso . . . . . . .
H442 H -0.1684 0.9758 0.3127 0.0595 1.0000 Uiso . . . . . . .
H551 H -0.1889 0.7748 0.4353 0.0606 1.0000 Uiso . . . . . . .
H552 H -0.1517 0.6810 0.3989 0.0606 1.0000 Uiso . . . . . . .
H661 H -0.0909 0.8443 0.2783 0.0611 1.0000 Uiso . . . . . . .
H662 H -0.0925 0.7226 0.3049 0.0611 1.0000 Uiso . . . . . . .
H41 H 0.4082 0.8170 0.6349 0.0458 1.0000 Uiso . . . . . . .
H42 H 0.3972 0.6904 0.6229 0.0458 1.0000 Uiso . . . . . . .
H51 H 0.3721 0.9297 0.5181 0.0456 1.0000 Uiso . . . . . . .
H52 H 0.3373 0.8782 0.4287 0.0456 1.0000 Uiso . . . . . . .
H61 H 0.3347 0.6168 0.4895 0.0512 1.0000 Uiso . . . . . . .
H62 H 0.3148 0.6913 0.4114 0.0512 1.0000 Uiso . . . . . . .
H21 H 0.5352 0.6421 0.5204 0.0255 1.0000 Uiso . . . . . . .
H22 H 0.5123 0.5793 0.5863 0.0255 1.0000 Uiso . . . . . . .
H31 H 0.7423 0.5485 0.5791 0.0279 1.0000 Uiso . . . . . . .
H32 H 0.6698 0.6242 0.5160 0.0279 1.0000 Uiso . . . . . . .
H301 H 0.7569 -0.1517 0.6874 0.0363 1.0000 Uiso . . . . . . .
H302 H 0.6888 -0.2173 0.6120 0.0363 1.0000 Uiso . . . . . . .
H201 H 0.5494 -0.1442 0.5332 0.0382 1.0000 Uiso . . . . . . .
H202 H 0.5215 -0.0335 0.5597 0.0382 1.0000 Uiso . . . . . . .
H223 H -0.1908 0.3598 0.2184 0.0303 1.0000 Uiso . . . . . . .
H224 H -0.1177 0.3991 0.1829 0.0303 1.0000 Uiso . . . . . . .
H2203 H -0.1716 0.1899 0.1584 0.0265 1.0000 Uiso . . . . . . .
H2204 H -0.0750 0.2018 0.1535 0.0265 1.0000 Uiso . . . . . . .
H23 H 0.4226 0.3638 0.7686 0.0214 1.0000 Uiso . . . . . . .
H24 H 0.3314 0.3411 0.6835 0.0214 1.0000 Uiso . . . . . . .
H203 H 0.4383 0.1386 0.7828 0.0219 1.0000 Uiso . . . . . . .
H204 H 0.3389 0.1589 0.7075 0.0219 1.0000 Uiso . . . . . . .
H66 H 0.2147 0.2494 0.4546 0.0682 1.0000 Uiso . . . . . . .
H6 H 0.7168 0.2688 0.7307 0.0229 1.0000 Uiso . . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.3690(6)

loop_
_oxford_twin_element_scale_factors
0.4966(18)
0.5034(18)
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 . O30 3_656 2.587(8) yes
Cu1 . N1 . 1.937(8) yes
Cu1 . O1 . 1.924(6) yes
Cu1 . O2 . 1.936(9) yes
Cu1 . O4 . 2.680(9) yes
Cu1 . O6 . 1.935(8) yes
Cu1 . H6 . 2.240 no
Cu2 . O3 3_646 2.542(8) yes
Cu2 . N10 . 1.922(9) yes
Cu2 . O1 . 1.911(6) yes
Cu2 . O4 . 2.723(9) yes
Cu2 . O6 . 1.925(8) yes
Cu2 . O20 . 2.036(9) yes
Cu10 . O330 3_555 2.449(6) yes
Cu10 . N11 . 1.949(11) yes
Cu10 . O11 . 1.919(8) yes
Cu10 . O22 . 1.903(9) yes
Cu10 . O44 . 2.816(7) yes
Cu10 . O66 . 1.886(12) yes
Cu20 . N110 . 1.920(12) yes
Cu20 . O11 . 1.962(7) yes
Cu20 . O44 . 2.497(7) yes
Cu20 . O66 . 1.882(13) yes
Cu20 . O220 . 1.969(9) yes
C1 . C2 . 1.524(7) yes
C1 . C4 . 1.538(7) yes
C1 . C20 . 1.535(7) yes
C1 . O1 . 1.406(8) yes
C2 . C3 . 1.511(7) yes
C2 . H23 . 0.988 no
C2 . H24 . 0.986 no
C3 . O2 . 1.267(8) yes
C3 . O3 . 1.237(7) yes
C4 . O4 . 1.252(7) yes
C4 . O5 . 1.252(8) yes
C5 . N1 . 1.308(7) yes
C5 . N2 . 1.327(9) yes
C5 . N3 . 1.343(7) yes
C6 . N4 . 1.310(8) yes
C6 . N5 . 1.295(7) yes
C6 . N6 . 1.311(8) yes
C11 . C22 . 1.525(7) yes
C11 . C44 . 1.553(7) yes
C11 . C220 . 1.519(7) yes
C11 . O11 . 1.416(8) yes
C20 . C30 . 1.499(7) yes
C20 . H203 . 0.985 no
C20 . H204 . 0.998 no
C22 . C33 . 1.517(7) yes
C22 . H223 . 0.993 no
C22 . H224 . 0.988 no
C30 . O20 . 1.275(8) yes
C30 . O30 . 1.230(8) yes
C33 . O22 . 1.278(9) yes
C33 . O33 . 1.244(7) yes
C44 . O44 . 1.261(8) yes
C44 . O55 . 1.253(8) yes
C50 . N10 . 1.292(7) yes
C50 . N20 . 1.325(9) yes
C50 . N30 . 1.319(8) yes
C55 . N11 . 1.325(7) yes
C55 . N22 . 1.340(9) yes
C55 . N33 . 1.338(8) yes
C66 . N44 . 1.315(8) yes
C66 . N55 . 1.292(7) yes
C66 . N66 . 1.307(8) yes
C220 . C330 . 1.497(7) yes
C220 . H2203 . 0.997 no
C220 . H2204 . 0.987 no
C330 . O220 . 1.287(8) yes
C330 . O330 . 1.246(7) yes
C550 . N110 . 1.317(7) yes
C550 . N220 . 1.335(9) yes
C550 . N330 . 1.342(8) yes
N1 . H1 . 0.918 no
N2 . H21 . 0.867 no
N2 . H22 . 0.879 no
N3 . H31 . 0.874 no
N3 . H32 . 0.879 no
N4 . H41 . 0.880 no
N4 . H42 . 0.888 no
N5 . H51 . 0.882 no
N5 . H52 . 0.876 no
N6 . H61 . 0.882 no
N6 . H62 . 0.879 no
N10 . H10 . 0.873 no
N11 . H11 . 0.879 no
N20 . H201 . 0.887 no
N20 . H202 . 0.870 no
N22 . H221 . 0.884 no
N22 . H222 . 0.881 no
N30 . H301 . 0.891 no
N30 . H302 . 0.877 no
N33 . H331 . 0.876 no
N33 . H332 . 0.879 no
N44 . H441 . 0.874 no
N44 . H442 . 0.887 no
N55 . H551 . 0.881 no
N55 . H552 . 0.874 no
N66 . H661 . 0.876 no
N66 . H662 . 0.874 no
N110 . H110 . 0.859 no
N220 . H2201 . 0.890 no
N220 . H2202 . 0.893 no
N330 . H3301 . 0.887 no
N330 . H3302 . 0.861 no
O6 . H6 . 0.838 no
O66 . H66 . 0.840 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
O30 3_656 Cu1 . N1 . 85.8(3) yes
O30 3_656 Cu1 . O1 . 90.7(2) yes
N1 . Cu1 . O1 . 173.0(4) yes
O30 3_656 Cu1 . O2 . 88.5(3) yes
N1 . Cu1 . O2 . 92.0(4) yes
O1 . Cu1 . O2 . 94.0(3) yes
O30 3_656 Cu1 . O4 . 151.4(2) yes
N1 . Cu1 . O4 . 119.4(3) yes
O1 . Cu1 . O4 . 65.6(2) yes
O2 . Cu1 . O4 . 78.0(3) yes
O30 3_656 Cu1 . O6 . 109.6(4) yes
N1 . Cu1 . O6 . 94.1(4) yes
O1 . Cu1 . O6 . 81.3(3) yes
O2 . Cu1 . O6 . 161.2(4) yes
O4 . Cu1 . O6 . 83.5(3) yes
O30 3_656 Cu1 . H6 . 90.2 no
N1 . Cu1 . H6 . 83.3 no
O1 . Cu1 . H6 . 90.7 no
O2 . Cu1 . H6 . 175.1 no
O4 . Cu1 . H6 . 105.2 no
O6 . Cu1 . H6 . 21.6 no
O3 3_646 Cu2 . N10 . 82.9(3) yes
O3 3_646 Cu2 . O1 . 90.6(2) yes
N10 . Cu2 . O1 . 170.4(4) yes
O3 3_646 Cu2 . O4 . 148.8(2) yes
N10 . Cu2 . O4 . 123.6(3) yes
O1 . Cu2 . O4 . 64.8(2) yes
O3 3_646 Cu2 . O6 . 114.1(4) yes
N10 . Cu2 . O6 . 94.2(4) yes
O1 . Cu2 . O6 . 81.9(3) yes
O4 . Cu2 . O6 . 82.5(3) yes
O3 3_646 Cu2 . O20 . 85.9(3) yes
N10 . Cu2 . O20 . 93.0(4) yes
O1 . Cu2 . O20 . 93.7(3) yes
O4 . Cu2 . O20 . 77.5(3) yes
O6 . Cu2 . O20 . 159.4(4) yes
O330 3_555 Cu10 . N11 . 89.2(3) yes
O330 3_555 Cu10 . O11 . 88.8(3) yes
N11 . Cu10 . O11 . 174.8(5) yes
O330 3_555 Cu10 . O22 . 95.4(3) yes
N11 . Cu10 . O22 . 92.5(4) yes
O11 . Cu10 . O22 . 92.5(4) yes
O330 3_555 Cu10 . O44 . 152.9(2) yes
N11 . Cu10 . O44 . 118.0(3) yes
O11 . Cu10 . O44 . 64.2(2) yes
O22 . Cu10 . O44 . 83.9(3) yes
O330 3_555 Cu10 . O66 . 90.7(3) yes
N11 . Cu10 . O66 . 97.4(6) yes
O11 . Cu10 . O66 . 77.8(5) yes
O22 . Cu10 . O66 . 168.4(5) yes
O44 . Cu10 . O66 . 86.2(4) yes
N110 . Cu20 . O11 . 170.4(4) yes
N110 . Cu20 . O44 . 107.0(3) yes
O11 . Cu20 . O44 . 71.1(3) yes
N110 . Cu20 . O66 . 94.2(6) yes
O11 . Cu20 . O66 . 76.9(5) yes
O44 . Cu20 . O66 . 96.1(3) yes
N110 . Cu20 . O220 . 94.1(4) yes
O11 . Cu20 . O220 . 95.0(4) yes
O44 . Cu20 . O220 . 83.6(3) yes
O66 . Cu20 . O220 . 171.4(5) yes
C2 . C1 . C4 . 108.2(6) yes
C2 . C1 . C20 . 108.5(5) yes
C4 . C1 . C20 . 109.0(5) yes
C2 . C1 . O1 . 112.1(6) yes
C4 . C1 . O1 . 108.5(5) yes
C20 . C1 . O1 . 110.5(6) yes
C1 . C2 . C3 . 114.6(5) yes
C1 . C2 . H23 . 107.9 no
C3 . C2 . H23 . 108.0 no
C1 . C2 . H24 . 107.9 no
C3 . C2 . H24 . 108.4 no
H23 . C2 . H24 . 110.0 no
C2 . C3 . O2 . 119.2(6) yes
C2 . C3 . O3 . 118.7(5) yes
O2 . C3 . O3 . 121.8(6) yes
C1 . C4 . O4 . 117.4(6) yes
C1 . C4 . O5 . 116.4(5) yes
O4 . C4 . O5 . 126.1(6) yes
N1 . C5 . N2 . 122.4(6) yes
N1 . C5 . N3 . 119.3(6) yes
N2 . C5 . N3 . 118.3(6) yes
N4 . C6 . N5 . 120.5(6) yes
N4 . C6 . N6 . 119.4(6) yes
N5 . C6 . N6 . 119.8(6) yes
C22 . C11 . C44 . 109.4(5) yes
C22 . C11 . C220 . 108.4(5) yes
C44 . C11 . C220 . 108.6(5) yes
C22 . C11 . O11 . 111.5(6) yes
C44 . C11 . O11 . 108.7(5) yes
C220 . C11 . O11 . 110.3(6) yes
C1 . C20 . C30 . 112.0(5) yes
C1 . C20 . H203 . 109.0 no
C30 . C20 . H203 . 109.5 no
C1 . C20 . H204 . 108.1 no
C30 . C20 . H204 . 109.0 no
H203 . C20 . H204 . 109.2 no
C11 . C22 . C33 . 116.5(5) yes
C11 . C22 . H223 . 108.3 no
C33 . C22 . H223 . 107.2 no
C11 . C22 . H224 . 107.6 no
C33 . C22 . H224 . 107.8 no
H223 . C22 . H224 . 109.3 no
C20 . C30 . O20 . 117.7(6) yes
C20 . C30 . O30 . 119.7(6) yes
O20 . C30 . O30 . 122.7(6) yes
C22 . C33 . O22 . 120.4(6) yes
C22 . C33 . O33 . 119.3(6) yes
O22 . C33 . O33 . 120.2(6) yes
C11 . C44 . O44 . 119.0(6) yes
C11 . C44 . O55 . 118.1(5) yes
O44 . C44 . O55 . 122.4(6) yes
N10 . C50 . N20 . 120.4(7) yes
N10 . C50 . N30 . 120.1(7) yes
N20 . C50 . N30 . 119.5(6) yes
N11 . C55 . N22 . 120.1(7) yes
N11 . C55 . N33 . 119.6(7) yes
N22 . C55 . N33 . 120.1(6) yes
N44 . C66 . N55 . 120.1(6) yes
N44 . C66 . N66 . 119.1(6) yes
N55 . C66 . N66 . 119.8(7) yes
C11 . C220 . C330 . 112.4(5) yes
C11 . C220 . H2203 . 109.2 no
C330 . C220 . H2203 . 108.5 no
C11 . C220 . H2204 . 108.7 no
C330 . C220 . H2204 . 108.8 no
H2203 . C220 . H2204 . 109.1 no
C220 . C330 . O220 . 119.2(6) yes
C220 . C330 . O330 . 119.2(6) yes
O220 . C330 . O330 . 121.3(6) yes
N110 . C550 . N220 . 119.7(7) yes
N110 . C550 . N330 . 121.0(7) yes
N220 . C550 . N330 . 119.2(7) yes
C5 . N1 . Cu1 . 129.5(8) yes
C5 . N1 . H1 . 115.6 no
Cu1 . N1 . H1 . 114.9 no
C5 . N2 . H21 . 119.3 no
C5 . N2 . H22 . 119.1 no
H21 . N2 . H22 . 121.6 no
C5 . N3 . H31 . 120.4 no
C5 . N3 . H32 . 118.7 no
H31 . N3 . H32 . 120.8 no
C6 . N4 . H41 . 120.8 no
C6 . N4 . H42 . 120.1 no
H41 . N4 . H42 . 119.1 no
C6 . N5 . H51 . 119.7 no
C6 . N5 . H52 . 120.0 no
H51 . N5 . H52 . 120.3 no
C6 . N6 . H61 . 120.1 no
C6 . N6 . H62 . 120.0 no
H61 . N6 . H62 . 119.9 no
C50 . N10 . Cu2 . 131.5(8) yes
C50 . N10 . H10 . 114.5 no
Cu2 . N10 . H10 . 114.0 no
C55 . N11 . Cu10 . 133.0(8) yes
C55 . N11 . H11 . 114.1 no
Cu10 . N11 . H11 . 112.9 no
C50 . N20 . H201 . 119.3 no
C50 . N20 . H202 . 120.3 no
H201 . N20 . H202 . 120.3 no
C55 . N22 . H221 . 120.0 no
C55 . N22 . H222 . 120.6 no
H221 . N22 . H222 . 119.5 no
C50 . N30 . H301 . 119.7 no
C50 . N30 . H302 . 121.1 no
H301 . N30 . H302 . 119.1 no
C55 . N33 . H331 . 119.9 no
C55 . N33 . H332 . 119.6 no
H331 . N33 . H332 . 120.5 no
C66 . N44 . H441 . 120.7 no
C66 . N44 . H442 . 119.4 no
H441 . N44 . H442 . 119.9 no
C66 . N55 . H551 . 119.5 no
C66 . N55 . H552 . 119.9 no
H551 . N55 . H552 . 120.5 no
C66 . N66 . H661 . 119.4 no
C66 . N66 . H662 . 119.4 no
H661 . N66 . H662 . 121.2 no
C550 . N110 . Cu20 . 128.0(8) yes
C550 . N110 . H110 . 116.0 no
Cu20 . N110 . H110 . 116.0 no
C550 . N220 . H2201 . 121.3 no
C550 . N220 . H2202 . 121.3 no
H2201 . N220 . H2202 . 117.4 no
C550 . N330 . H3301 . 118.9 no
C550 . N330 . H3302 . 119.7 no
H3301 . N330 . H3302 . 121.4 no
C1 . O1 . Cu1 . 115.8(5) yes
C1 . O1 . Cu2 . 114.1(5) yes
Cu1 . O1 . Cu2 . 96.2(3) yes
C3 . O2 . Cu1 . 129.9(5) yes
Cu2 3_656 O3 . C3 . 107.4(8) yes
C4 . O4 . Cu1 . 99.2(4) yes
C4 . O4 . Cu2 . 92.7(5) yes
Cu1 . O4 . Cu2 . 63.8(2) yes
Cu1 . O6 . Cu2 . 95.4(4) yes
Cu1 . O6 . H6 . 100.1 no
Cu2 . O6 . H6 . 129.4 no
C11 . O11 . Cu20 . 109.4(4) yes
C11 . O11 . Cu10 . 118.1(4) yes
Cu20 . O11 . Cu10 . 92.6(4) yes
C30 . O20 . Cu2 . 127.5(5) yes
C33 . O22 . Cu10 . 129.8(5) yes
Cu1 3_646 O30 . C30 . 101.8(7) yes
Cu20 . O44 . C44 . 95.6(5) yes
Cu20 . O44 . Cu10 . 63.40(17) yes
C44 . O44 . Cu10 . 96.0(4) yes
Cu10 . O66 . Cu20 . 96.2(8) yes
Cu10 . O66 . H66 . 134.5 no
Cu20 . O66 . H66 . 119.7 no
C330 . O220 . Cu20 . 128.4(5) yes
Cu10 3_545 O330 . C330 . 106.0(6) yes
O6 . H6 . Cu1 . 58.3 no


