#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:24:46 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179577 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/42/4504298.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_4504298
loop_
_publ_author_name
'Wang, Cui-Juan'
'Ma, Hai-Rui'
'Wang, Yao-Yu'
'Liu, Ping'
'Zhou, Li-Jun'
'Shi, Qi-Zhen'
'Peng, Shie-Ming'
_publ_section_title
;
 Subtle Structural Changes in Coordination Chains:  Influence of
 the Flexibility of the Precursor Ligands and of the Solvent
;
_journal_issue                   9
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1811
_journal_paper_doi               10.1021/cg070246g
_journal_volume                  7
_journal_year                    2007
_chemical_formula_sum            'C25 H33 Cu N5 O6'
_chemical_formula_weight         563.10
_chemical_name_systematic
;

 ?

;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 121.319(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.212(7)
_cell_length_b                   8.517(3)
_cell_length_c                   18.456(9)
_cell_measurement_reflns_used    958
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      18.73
_cell_measurement_theta_min      2.36
_cell_volume                     2714.2(19)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0400
_diffrn_reflns_av_sigmaI/netI    0.0521
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6663
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.43
_exptl_absorpt_coefficient_mu    0.852
_exptl_absorpt_correction_T_max  0.9273
_exptl_absorpt_correction_T_min  0.8467
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1180
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         2410
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.0784
_refine_ls_R_factor_gt           0.0483
_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)+(0.0826P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1299
_refine_ls_wR_factor_ref         0.1414
_reflns_number_gt                1520
_reflns_number_total             2410
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg070246gsi20070606_093037.cif
_cod_data_source_block           xb0681
_cod_depositor_comments
;
The following automatic conversions were performed:

'_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 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2714.1(18)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4504298
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.2500 0.2500 0.5000 0.04880(19) Uani 1 2 d S . 4
N1 N 0.19270(15) 0.4560(3) 0.46351(15) 0.0517(7) Uani 1 1 d . A 4
N2 N 0.08570(15) 0.8960(3) 0.39763(15) 0.0550(8) Uani 1 1 d . A 4
H2A H 0.0949 0.9485 0.4417 0.066 Uiso 1 1 calc R A 4
N3 N 0.0000 0.8938(4) 0.2500 0.0461(9) Uani 1 2 d S . 4
O1 O 0.25038(13) 0.2419(2) 0.39406(13) 0.0539(6) Uani 1 1 d . B 4
O2 O 0.35386(15) 0.3855(3) 0.47047(16) 0.0874(9) Uani 1 1 d . B 4
C1 C 0.14858(18) 0.4997(4) 0.38145(19) 0.0517(9) Uani 1 1 d . A 4
H1 H 0.1438 0.4296 0.3403 0.062 Uiso 1 1 calc R A 4
C2 C 0.11043(17) 0.6403(4) 0.35478(19) 0.0503(9) Uani 1 1 d . A 4
H2 H 0.0802 0.6629 0.2972 0.060 Uiso 1 1 calc R A 4
C3 C 0.11735(17) 0.7485(4) 0.41434(19) 0.0444(7) Uani 1 1 d . A 4
C4 C 0.1627(2) 0.7042(4) 0.4989(2) 0.0558(9) Uani 1 1 d . A 4
H4 H 0.1696 0.7737 0.5411 0.067 Uiso 1 1 calc R A 4
C5 C 0.19721(19) 0.5612(4) 0.52064(19) 0.0555(9) Uani 1 1 d . A 4
H5 H 0.2254 0.5342 0.5778 0.067 Uiso 1 1 calc R A 4
C6 C 0.04118(17) 0.9749(4) 0.32108(18) 0.0475(8) Uani 1 1 d . A 4
C7 C 0.0428(2) 1.1373(4) 0.3245(2) 0.0743(12) Uani 1 1 d . A 4
H7 H 0.0721 1.1899 0.3758 0.089 Uiso 1 1 calc R A 4
C8 C 0.0000 1.2181(6) 0.2500 0.086(2) Uani 1 2 d S . 4
H8 H 0.0000 1.3273 0.2500 0.103 Uiso 1 2 calc SR . 4
C9 C 0.3065(2) 0.3207(4) 0.4020(2) 0.0526(9) Uani 1 1 d . B 4
C10 C 0.3155(2) 0.3362(5) 0.3276(2) 0.0798(12) Uani 1 1 d . B 4
C11 C 0.2614(4) 0.2641(7) 0.2528(3) 0.140(3) Uani 1 1 d . B 4
H11A H 0.2526 0.1589 0.2645 0.209 Uiso 1 1 calc R B 4
H11B H 0.2803 0.2614 0.2147 0.209 Uiso 1 1 calc R B 4
H11C H 0.2137 0.3220 0.2273 0.209 Uiso 1 1 calc R B 4
C12 C 0.3766(3) 0.4218(8) 0.3343(4) 0.150(2) Uani 1 1 d . B 4
H12A H 0.3822 0.4322 0.2876 0.180 Uiso 1 1 calc R B 4
H12B H 0.4121 0.4690 0.3855 0.180 Uiso 1 1 calc R B 4
O3 O 0.9529(2) 0.4760(6) 0.4045(3) 0.1508(15) Uani 1 1 d D C -1
H3 H 0.9184 0.4136 0.3746 0.226 Uiso 1 1 calc R C -1
C13 C 1.0045(4) 0.4061(9) 0.4772(6) 0.298(6) Uani 1 1 d D C -1
H13A H 0.9937 0.4331 0.5206 0.447 Uiso 1 1 calc R C -1
H13B H 1.0557 0.4408 0.4939 0.447 Uiso 1 1 calc R C -1
H13C H 1.0011 0.2944 0.4694 0.447 Uiso 1 1 calc R C -1
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
O1 Cu1 O1 180.00(12) 7_556 .
O1 Cu1 N1 90.18(10) 7_556 .
O1 Cu1 N1 89.82(10) . .
O1 Cu1 N1 89.82(10) 7_556 7_556
O1 Cu1 N1 90.18(10) . 7_556
N1 Cu1 N1 179.999(1) . 7_556
C5 N1 C1 115.5(3) . .
C5 N1 Cu1 121.5(2) . .
C1 N1 Cu1 123.0(2) . .
C3 N2 C6 130.6(3) . .
C3 N2 H2A 114.7 . .
C6 N2 H2A 114.7 . .
C6 N3 C6 117.1(4) 2 .
C9 O1 Cu1 109.6(2) . .
N1 C1 C2 124.3(3) . .
N1 C1 H1 117.8 . .
C2 C1 H1 117.8 . .
C1 C2 C3 119.4(3) . .
C1 C2 H2 120.3 . .
C3 C2 H2 120.3 . .
N2 C3 C2 126.1(3) . .
N2 C3 C4 117.4(3) . .
C2 C3 C4 116.5(3) . .
C5 C4 C3 120.9(3) . .
C5 C4 H4 119.5 . .
C3 C4 H4 119.5 . .
N1 C5 C4 123.3(3) . .
N1 C5 H5 118.4 . .
C4 C5 H5 118.4 . .
N3 C6 C7 123.7(3) . .
N3 C6 N2 119.7(3) . .
C7 C6 N2 116.6(3) . .
C8 C7 C6 117.9(3) . .
C8 C7 H7 121.0 . .
C6 C7 H7 121.0 . .
C7 C8 C7 119.7(5) . 2
C7 C8 H8 120.2 . .
C7 C8 H8 120.2 2 .
O2 C9 O1 121.6(3) . .
O2 C9 C10 119.9(4) . .
O1 C9 C10 118.5(3) . .
C11 C10 C12 122.0(5) . .
C11 C10 C9 118.2(4) . .
C12 C10 C9 119.9(4) . .
C10 C12 H12A 120.0 . .
C10 C12 H12B 120.0 . .
H12A C12 H12B 120.0 . .
C13 O3 H3 109.5 . .
O3 C13 H13A 109.5 . .
O3 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
O3 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.960(2) 7_556
Cu1 O1 1.960(2) .
Cu1 N1 2.016(3) .
Cu1 N1 2.016(3) 7_556
N1 C5 1.350(4) .
N1 C1 1.350(4) .
N2 C3 1.371(4) .
N2 C6 1.391(4) .
N2 H2A 0.8600 .
N3 C6 1.325(3) 2
N3 C6 1.325(3) .
O1 C9 1.258(4) .
O2 C9 1.249(4) .
C1 C2 1.370(4) .
C1 H1 0.9300 .
C2 C3 1.384(4) .
C2 H2 0.9300 .
C3 C4 1.389(4) .
C4 C5 1.357(4) .
C4 H4 0.9300 .
C5 H5 0.9300 .
C6 C7 1.384(5) .
C7 C8 1.370(4) .
C7 H7 0.9300 .
C8 C7 1.370(4) 2
C8 H8 0.9300 .
C9 C10 1.483(5) .
C10 C11 1.381(6) .
C10 C12 1.384(7) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 H12A 0.9300 .
C12 H12B 0.9300 .
O3 C13 1.337(8) .
O3 H3 0.8200 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O2 0.86 1.99 2.791(4) 154.9 7_566
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O1 Cu1 N1 C5 25.4(3) 7_556 .
O1 Cu1 N1 C5 -154.6(3) . .
N1 Cu1 N1 C5 55(8) 7_556 .
O1 Cu1 N1 C1 -155.7(3) 7_556 .
O1 Cu1 N1 C1 24.3(3) . .
N1 Cu1 N1 C1 -126(8) 7_556 .
O1 Cu1 O1 C9 -145(19) 7_556 .
N1 Cu1 O1 C9 84.0(2) . .
N1 Cu1 O1 C9 -96.0(2) 7_556 .
C5 N1 C1 C2 0.6(5) . .
Cu1 N1 C1 C2 -178.4(3) . .
N1 C1 C2 C3 1.1(5) . .
C6 N2 C3 C2 -0.8(5) . .
C6 N2 C3 C4 177.0(3) . .
C1 C2 C3 N2 176.9(3) . .
C1 C2 C3 C4 -0.9(5) . .
N2 C3 C4 C5 -178.8(3) . .
C2 C3 C4 C5 -0.8(5) . .
C1 N1 C5 C4 -2.4(5) . .
Cu1 N1 C5 C4 176.6(3) . .
C3 C4 C5 N1 2.6(6) . .
C6 N3 C6 C7 0.3(3) 2 .
C6 N3 C6 N2 -179.9(3) 2 .
C3 N2 C6 N3 24.8(5) . .
C3 N2 C6 C7 -155.3(4) . .
N3 C6 C7 C8 -0.6(5) . .
N2 C6 C7 C8 179.5(3) . .
C6 C7 C8 C7 0.3(3) . 2
Cu1 O1 C9 O2 2.5(4) . .
Cu1 O1 C9 C10 -177.2(2) . .
O2 C9 C10 C11 -179.3(4) . .
O1 C9 C10 C11 0.4(6) . .
O2 C9 C10 C12 0.3(6) . .
O1 C9 C10 C12 -179.9(4) . .
