#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/63/4506314.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4506314
loop_
_publ_author_name
'Xu, Guohai'
'He, Xiyun'
'Lv, Jianyi'
'Zhou, Zhonggao'
'Du, Ziyi'
'Xie, Yongrong'
_publ_section_title
;
 Solvent-Dependent Assemblies of Trinuclear Copper Cluster into Variable
 Frameworks Based on Mixed Ligands of Polyalcohol Amines and Organic
 Carboxylates
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3619
_journal_paper_doi               10.1021/cg300434k
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C20 H22 Cu1.50 N O8'
_chemical_formula_sum            'C20 H22 Cu1.5 N O8'
_chemical_formula_weight         499.70
_chemical_melting_point          ?
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.22
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.291
_cell_length_b                   13.461
_cell_length_c                   18.549
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.1
_cell_measurement_theta_min      1.9
_cell_volume                     2048.896
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97(Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_sigmaI/netI    0.0381
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11235
_diffrn_reflns_theta_full        26.06
_diffrn_reflns_theta_max         26.06
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    1.619
_exptl_absorpt_correction_T_max  0.278
_exptl_absorpt_correction_T_min  0.253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1026
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.611
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4052
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0352
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0464P)²+1.2085P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.0942
_reflns_number_gt                3112
_reflns_number_total             4052
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg300434k_si_002.cif
_cod_data_source_block           compound4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

'_symmetry_cell_setting' value
'Monoclinic' changed to 'monoclinic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2048.9
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_original_formula_sum        'C20 H22 Cu1.50 N O8'
_cod_database_code               4506314
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C2 C 1.0682(3) 0.5543(2) 0.14501(16) 0.0279(7) Uani 1 1 d .
C1 C 1.2043(4) 0.5987(2) 0.19762(16) 0.0294(7) Uani 1 1 d .
C3 C 1.0287(4) 0.4544(2) 0.14962(17) 0.0349(7) Uani 1 1 d .
H3 H 1.0862 0.4152 0.1858 0.042 Uiso 1 1 calc R
C4 C 0.9051(4) 0.4124(2) 0.10114(18) 0.0374(8) Uani 1 1 d .
H4 H 0.8806 0.3452 0.1041 0.045 Uiso 1 1 calc R
C5 C 0.8186(4) 0.4716(2) 0.04837(16) 0.0307(7) Uani 1 1 d .
C6 C 0.8553(4) 0.5702(2) 0.04263(16) 0.0309(7) Uani 1 1 d .
H6 H 0.7960 0.6092 0.0068 0.037 Uiso 1 1 calc R
C7 C 0.9816(4) 0.6117(2) 0.09051(16) 0.0304(7) Uani 1 1 d .
H7 H 1.0081 0.6784 0.0860 0.036 Uiso 1 1 calc R
C8 C 0.6000(3) 0.3584(2) 0.01275(16) 0.0298(7) Uani 1 1 d .
C9 C 0.5360(4) 0.3584(2) 0.07733(17) 0.0375(8) Uani 1 1 d .
H9 H 0.5627 0.4090 0.1111 0.045 Uiso 1 1 calc R
C10 C 0.4326(4) 0.2835(2) 0.09180(17) 0.0346(7) Uani 1 1 d .
H10 H 0.3918 0.2827 0.1360 0.042 Uiso 1 1 calc R
C11 C 0.3886(3) 0.2090(2) 0.04097(16) 0.0283(7) Uani 1 1 d .
C12 C 0.4512(4) 0.2120(2) -0.02410(16) 0.0319(7) Uani 1 1 d .
H12 H 0.4206 0.1633 -0.0589 0.038 Uiso 1 1 calc R
C13 C 0.5581(4) 0.2856(2) -0.03871(16) 0.0318(7) Uani 1 1 d .
H13 H 0.6009 0.2859 -0.0824 0.038 Uiso 1 1 calc R
C14 C 0.2748(4) 0.1292(2) 0.05835(17) 0.0330(7) Uani 1 1 d .
C15 C -0.2665(4) 0.0305(2) 0.14799(18) 0.0353(7) Uani 1 1 d .
H15A H -0.3588 0.0577 0.1681 0.042 Uiso 1 1 calc R
H15B H -0.2973 -0.0345 0.1279 0.042 Uiso 1 1 calc R
C16 C -0.2245(4) 0.0978(3) 0.08810(18) 0.0383(8) Uani 1 1 d .
H16A H -0.2995 0.0859 0.0438 0.046 Uiso 1 1 calc R
H16B H -0.2357 0.1666 0.1021 0.046 Uiso 1 1 calc R
C17 C -0.0548(4) -0.1521(2) 0.1710(2) 0.0428(8) Uani 1 1 d .
H17A H -0.0361 -0.2187 0.1905 0.051 Uiso 1 1 calc R
H17B H -0.1450 -0.1550 0.1315 0.051 Uiso 1 1 calc R
C18 C -0.0994(4) -0.0846(2) 0.22992(18) 0.0352(7) Uani 1 1 d .
H18A H -0.1985 -0.1092 0.2458 0.042 Uiso 1 1 calc R
H18B H -0.0136 -0.0875 0.2713 0.042 Uiso 1 1 calc R
C19 C -0.1438(4) 0.0808(2) 0.27236(18) 0.0365(8) Uani 1 1 d .
H19A H -0.0536 0.0673 0.3105 0.044 Uiso 1 1 calc R
H19B H -0.2436 0.0614 0.2902 0.044 Uiso 1 1 calc R
C20 C -0.1495(4) 0.1905(3) 0.2564(2) 0.0468(9) Uani 1 1 d .
H20A H -0.2516 0.2058 0.2260 0.056 Uiso 1 1 calc R
H20B H -0.1475 0.2265 0.3018 0.056 Uiso 1 1 calc R
N1 N -0.1244(3) 0.02013(17) 0.20717(13) 0.0263(5) Uani 1 1 d .
O1 O 1.2775(2) 0.53850(16) 0.24373(11) 0.0341(5) Uani 1 1 d .
O2 O 1.2392(3) 0.68808(16) 0.19240(12) 0.0395(6) Uani 1 1 d .
O3 O 0.6999(3) 0.43347(17) -0.00530(12) 0.0411(6) Uani 1 1 d .
O4 O 0.2043(3) 0.07754(17) 0.00654(12) 0.0425(6) Uani 1 1 d .
O5 O 0.2601(3) 0.1196(2) 0.12439(12) 0.0481(7) Uani 1 1 d .
O6 O 0.0860(3) -0.11890(19) 0.14371(15) 0.0489(6) Uani 1 1 d D
O7 O -0.0199(3) 0.22397(17) 0.22126(14) 0.0485(7) Uani 1 1 d D
O8 O -0.0633(3) 0.08025(16) 0.07505(11) 0.0346(5) Uani 1 1 d .
Cu1 Cu 0.0000 0.0000 0.0000 0.03330(16) Uani 1 2 d S
Cu2 Cu 0.07820(4) 0.06626(3) 0.165884(19) 0.02828(12) Uani 1 1 d .
H02 H 0.065(3) 0.216(3) 0.2517(16) 0.042 Uiso 1 1 d D
H01 H 0.162(3) -0.160(2) 0.1578(18) 0.042 Uiso 1 1 d D
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C7 C2 C3 118.8(3) . .
C7 C2 C1 120.8(3) . .
C3 C2 C1 120.4(3) . .
O2 C1 O1 125.2(3) . .
O2 C1 C2 119.6(3) . .
O1 C1 C2 115.2(3) . .
C4 C3 C2 120.9(3) . .
C4 C3 H3 119.5 . .
C2 C3 H3 119.5 . .
C5 C4 C3 119.1(3) . .
C5 C4 H4 120.4 . .
C3 C4 H4 120.4 . .
C6 C5 C4 121.0(3) . .
C6 C5 O3 116.3(3) . .
C4 C5 O3 122.5(3) . .
C5 C6 C7 119.7(3) . .
C5 C6 H6 120.1 . .
C7 C6 H6 120.1 . .
C2 C7 C6 120.4(3) . .
C2 C7 H7 119.8 . .
C6 C7 H7 119.8 . .
O3 C8 C9 122.1(3) . .
O3 C8 C13 117.0(3) . .
C9 C8 C13 120.8(3) . .
C10 C9 C8 119.9(3) . .
C10 C9 H9 120.0 . .
C8 C9 H9 120.0 . .
C9 C10 C11 120.5(3) . .
C9 C10 H10 119.7 . .
C11 C10 H10 119.7 . .
C12 C11 C10 118.5(3) . .
C12 C11 C14 122.5(3) . .
C10 C11 C14 119.0(3) . .
C11 C12 C13 121.6(3) . .
C11 C12 H12 119.2 . .
C13 C12 H12 119.2 . .
C8 C13 C12 118.7(3) . .
C8 C13 H13 120.7 . .
C12 C13 H13 120.7 . .
O5 C14 O4 126.1(3) . .
O5 C14 C11 115.9(3) . .
O4 C14 C11 118.0(3) . .
N1 C15 C16 110.7(2) . .
N1 C15 H15A 109.5 . .
C16 C15 H15A 109.5 . .
N1 C15 H15B 109.5 . .
C16 C15 H15B 109.5 . .
H15A C15 H15B 108.1 . .
O8 C16 C15 110.4(2) . .
O8 C16 H16A 109.6 . .
C15 C16 H16A 109.6 . .
O8 C16 H16B 109.6 . .
C15 C16 H16B 109.6 . .
H16A C16 H16B 108.1 . .
O6 C17 C18 111.8(3) . .
O6 C17 H17A 109.3 . .
C18 C17 H17A 109.3 . .
O6 C17 H17B 109.3 . .
C18 C17 H17B 109.3 . .
H17A C17 H17B 107.9 . .
N1 C18 C17 114.0(3) . .
N1 C18 H18A 108.7 . .
C17 C18 H18A 108.7 . .
N1 C18 H18B 108.7 . .
C17 C18 H18B 108.7 . .
H18A C18 H18B 107.6 . .
N1 C19 C20 112.5(3) . .
N1 C19 H19A 109.1 . .
C20 C19 H19A 109.1 . .
N1 C19 H19B 109.1 . .
C20 C19 H19B 109.1 . .
H19A C19 H19B 107.8 . .
O7 C20 C19 113.6(3) . .
O7 C20 H20A 108.8 . .
C19 C20 H20A 108.8 . .
O7 C20 H20B 108.8 . .
C19 C20 H20B 108.8 . .
H20A C20 H20B 107.7 . .
C18 N1 C19 108.6(2) . .
C18 N1 C15 111.2(2) . .
C19 N1 C15 112.3(2) . .
C18 N1 Cu2 107.96(19) . .
C19 N1 Cu2 109.20(18) . .
C15 N1 Cu2 107.48(18) . .
C1 O1 Cu2 129.2(2) . 2_655
C8 O3 C5 118.9(2) . .
C14 O4 Cu1 129.6(2) . .
C14 O5 Cu2 128.2(2) . .
C17 O6 H01 107(2) . .
C20 O7 H02 106(2) . .
C16 O8 Cu1 126.17(19) . .
C16 O8 Cu2 109.91(18) . .
Cu1 O8 Cu2 112.97(11) . .
O8 Cu1 O8 180.00(18) 3 .
O8 Cu1 O4 88.79(9) 3 3
O8 Cu1 O4 91.21(9) . 3
O8 Cu1 O4 91.21(9) 3 .
O8 Cu1 O4 88.79(9) . .
O4 Cu1 O4 180.00(12) 3 .
O8 Cu2 O5 91.60(9) . .
O8 Cu2 O1 174.54(9) . 2_645
O5 Cu2 O1 89.75(9) . 2_645
O8 Cu2 N1 85.80(9) . .
O5 Cu2 N1 175.34(10) . .
O1 Cu2 N1 93.20(9) 2_645 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C2 C7 1.388(4) .
C2 C3 1.390(4) .
C2 C1 1.506(4) .
C1 O2 1.245(4) .
C1 O1 1.268(4) .
C3 C4 1.383(4) .
C3 H3 0.9300 .
C4 C5 1.381(4) .
C4 H4 0.9300 .
C5 C6 1.370(4) .
C5 O3 1.393(3) .
C6 C7 1.390(4) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 O3 1.377(3) .
C8 C9 1.378(4) .
C8 C13 1.378(4) .
C9 C10 1.375(4) .
C9 H9 0.9300 .
C10 C11 1.389(4) .
C10 H10 0.9300 .
C11 C12 1.381(4) .
C11 C14 1.495(4) .
C12 C13 1.382(4) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 O5 1.255(4) .
C14 O4 1.260(4) .
C15 N1 1.498(4) .
C15 C16 1.513(5) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 O8 1.412(4) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C17 O6 1.410(4) .
C17 C18 1.507(5) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 N1 1.478(4) .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C19 N1 1.487(4) .
C19 C20 1.505(5) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 O7 1.408(5) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
N1 Cu2 2.040(2) .
O1 Cu2 1.951(2) 2_655
O4 Cu1 1.979(2) .
O5 Cu2 1.928(2) .
O6 H01 0.848(18) .
O7 H02 0.844(18) .
O8 Cu1 1.895(2) .
O8 Cu2 1.920(2) .
Cu1 O8 1.895(2) 3
Cu1 O4 1.979(2) 3
Cu2 O1 1.951(2) 2_645
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_4
C7 C2 C1 O2 0.3(4) .
C3 C2 C1 O2 179.4(3) .
C7 C2 C1 O1 -178.1(3) .
C3 C2 C1 O1 0.9(4) .
C7 C2 C3 C4 -0.2(5) .
C1 C2 C3 C4 -179.3(3) .
C2 C3 C4 C5 -1.1(5) .
C3 C4 C5 C6 1.2(5) .
C3 C4 C5 O3 175.6(3) .
C4 C5 C6 C7 0.0(5) .
O3 C5 C6 C7 -174.8(3) .
C3 C2 C7 C6 1.4(5) .
C1 C2 C7 C6 -179.5(3) .
C5 C6 C7 C2 -1.4(5) .
O3 C8 C9 C10 177.9(3) .
C13 C8 C9 C10 1.8(5) .
C8 C9 C10 C11 -1.7(5) .
C9 C10 C11 C12 0.1(5) .
C9 C10 C11 C14 -179.5(3) .
C10 C11 C12 C13 1.4(5) .
C14 C11 C12 C13 -179.0(3) .
O3 C8 C13 C12 -176.6(3) .
C9 C8 C13 C12 -0.4(5) .
C11 C12 C13 C8 -1.2(5) .
C12 C11 C14 O5 162.2(3) .
C10 C11 C14 O5 -18.2(4) .
C12 C11 C14 O4 -17.1(5) .
C10 C11 C14 O4 162.5(3) .
N1 C15 C16 O8 39.3(3) .
O6 C17 C18 N1 56.6(4) .
N1 C19 C20 O7 -51.0(4) .
C17 C18 N1 C19 -172.0(3) .
C17 C18 N1 C15 64.0(3) .
C17 C18 N1 Cu2 -53.7(3) .
C20 C19 N1 C18 173.0(3) .
C20 C19 N1 C15 -63.6(3) .
C20 C19 N1 Cu2 55.5(3) .
C16 C15 N1 C18 -134.9(3) .
C16 C15 N1 C19 103.1(3) .
C16 C15 N1 Cu2 -17.0(3) .
O2 C1 O1 Cu2 17.6(5) 2_655
C2 C1 O1 Cu2 -164.11(19) 2_655
C9 C8 O3 C5 41.3(4) .
C13 C8 O3 C5 -142.6(3) .
C6 C5 O3 C8 -147.7(3) .
C4 C5 O3 C8 37.6(4) .
O5 C14 O4 Cu1 23.5(5) .
C11 C14 O4 Cu1 -157.3(2) .
O4 C14 O5 Cu2 -26.3(5) .
C11 C14 O5 Cu2 154.5(2) .
C15 C16 O8 Cu1 98.3(3) .
C15 C16 O8 Cu2 -42.9(3) .
C16 O8 Cu1 O8 -147.3(3) 3
Cu2 O8 Cu1 O8 -7.17(10) 3
C16 O8 Cu1 O4 -24.1(2) 3
Cu2 O8 Cu1 O4 116.05(12) 3
C16 O8 Cu1 O4 155.9(2) .
Cu2 O8 Cu1 O4 -63.95(12) .
C14 O4 Cu1 O8 -158.1(3) 3
C14 O4 Cu1 O8 21.9(3) .
C14 O4 Cu1 O4 -29.7(3) 3
C16 O8 Cu2 O5 -149.6(2) .
Cu1 O8 Cu2 O5 63.78(13) .
C16 O8 Cu2 O1 106.1(10) 2_645
Cu1 O8 Cu2 O1 -40.5(10) 2_645
C16 O8 Cu2 N1 26.5(2) .
Cu1 O8 Cu2 N1 -120.10(12) .
C14 O5 Cu2 O8 -16.8(3) .
C14 O5 Cu2 O1 157.9(3) 2_645
C14 O5 Cu2 N1 -72.8(13) .
C18 N1 Cu2 O8 115.59(19) .
C19 N1 Cu2 O8 -126.5(2) .
C15 N1 Cu2 O8 -4.43(18) .
C18 N1 Cu2 O5 171.7(11) .
C19 N1 Cu2 O5 -70.3(12) .
C15 N1 Cu2 O5 51.7(13) .
C18 N1 Cu2 O1 -59.03(19) 2_645
C19 N1 Cu2 O1 58.9(2) 2_645
C15 N1 Cu2 O1 -179.05(18) 2_645
