 
data_01src630
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C8 H12 Cl Cu N4 O4'
_chemical_formula_weight          327.21
 
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'
 'Cl'  'Cl'   0.1484   0.1585
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cu'  'Cu'   0.3201   1.2651
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0106   0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            Orthorhombic
_symmetry_space_group_name_H-M    Pna2(1)
_symmetry_space_group_name_hall   'P 2c -2n'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, z+1/2'
 '-x+1/2, y+1/2, z+1/2'
 'x+1/2, -y+1/2, z'
 
_cell_length_a                    23.868(5)
_cell_length_b                    8.3390(17)
_cell_length_c                    20.378(4)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      4055.9(14)
_cell_formula_units_Z             12
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        rod
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.23
_exptl_crystal_size_mid           0.08
_exptl_crystal_size_min           0.07
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.608
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1992
_exptl_absorpt_coefficient_mu     1.824
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.6790
_exptl_absorpt_correction_T_max   0.8829
_exptl_absorpt_process_details    'SORTAV (R.H.Blessing, 1995, 1997)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Enraf Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Enraf Nonius KappaCCD area detector'
_diffrn_measurement_method        'ω and φ scans to fill Ewald sphere'
_diffrn_detector_area_resol_mean  '9.091 pixels/mm'
_diffrn_standards_number          'n/a'
_diffrn_standards_interval_count  'n/a'
_diffrn_standards_interval_time   'n/a'
_diffrn_standards_decay_%         'n/a'
_diffrn_reflns_number             21294
_diffrn_reflns_av_R_equivalents   0.0914
_diffrn_reflns_av_sigmaI/netI     0.0914
_diffrn_reflns_limit_h_min        -30
_diffrn_reflns_limit_h_max        30
_diffrn_reflns_limit_k_min        -10
_diffrn_reflns_limit_k_max        10
_diffrn_reflns_limit_l_min        -22
_diffrn_reflns_limit_l_max        26
_diffrn_reflns_theta_min          2.98
_diffrn_reflns_theta_max          27.50
_reflns_number_total              8491
_reflns_number_gt                 8491
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        
;
'DENZO (Otwinowski and Minor, 1997) & COLLECT (Hooft, 1998) '
;
_computing_cell_refinement        'DENZO and COLLECT'
_computing_data_reduction         'DENZO and COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics     ?
_computing_publication_material   SHELXL-97
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    none
_refine_ls_hydrogen_treatment     none
_refine_ls_extinction_method      SHELXL
_refine_ls_extinction_coef        0.00034(6)
_refine_ls_extinction_expression   'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          8491
_refine_ls_number_parameters      501
_refine_ls_number_restraints      7
_refine_ls_R_factor_all           0.1177
_refine_ls_R_factor_gt            0.0511
_refine_ls_wR_factor_ref          0.0937
_refine_ls_wR_factor_gt           0.0774
_refine_ls_goodness_of_fit_ref    0.920
_refine_ls_restrained_S_all       0.920
_refine_ls_shift/su_max           0.00
_refine_ls_shift/su_mean          0.00
 
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
C1 C 0.0405 0.5805 0.1737 0.021 Uani 1 1 d . . .
C2 C 0.0407 0.7544 0.1710 0.029 Uani 1 1 d . . .
C3 C -0.0819 0.0658 0.1624 0.021 Uani 1 1 d . . .
C4 C -0.1350 -0.0084 0.1526 0.028 Uani 1 1 d . . .
C5 C 0.0991 0.0627 0.0556 0.027 Uani 1 1 d . . .
C6 C 0.1229 -0.0081 -0.0032 0.029 Uani 1 1 d . . .
C7 C 0.1007 0.0646 0.3022 0.021 Uani 1 1 d . . .
C8 C 0.1342 -0.0028 0.3562 0.030 Uani 1 1 d . . .
C9 C 0.1121 0.4246 -0.0456 0.023 Uani 1 1 d . . .
C10 C 0.1406 0.5010 0.0090 0.037 Uani 1 1 d . . .
C11 C -0.0767 0.4184 -0.1625 0.020 Uani 1 1 d . . .
C12 C -0.1326 0.4930 -0.1645 0.029 Uani 1 1 d . . .
C13 C 0.1048 0.4331 -0.2845 0.019 Uani 1 1 d . . .
C14 C 0.1344 0.5192 -0.3350 0.032 Uani 1 1 d . . .
C15 C 0.0455 -0.0962 -0.1615 0.023 Uani 1 1 d . . .
C16 C 0.0427 -0.2714 -0.1627 0.027 Uani 1 1 d . . .
C17 C -0.0837 0.2927 0.0055 0.019 Uani 1 1 d . . .
C18 C -0.0238 0.3157 0.0097 0.027 Uani 1 1 d . . .
C19 C -0.2699 0.2945 0.1288 0.025 Uani 1 1 d . . .
C20 C -0.2979 0.3229 0.1911 0.033 Uani 1 1 d . . .
C21 C -0.2720 0.3002 -0.1267 0.022 Uani 1 1 d . . .
C22 C -0.3012 0.3313 -0.1883 0.025 Uani 1 1 d . . .
C23 C -0.2099 -0.1768 0.0011 0.018 Uani 1 1 d . . .
C24 C -0.2105 -0.3514 0.0027 0.027 Uani 1 1 d . . .
N1 N 0.0404 0.4431 0.1756 0.025 Uani 1 1 d . . .
N2 N -0.0387 0.1230 0.1712 0.024 Uani 1 1 d . . .
N3 N 0.0801 0.1218 0.1009 0.026 Uani 1 1 d . . .
N4 N 0.0754 0.1183 0.2604 0.021 Uani 1 1 d . . .
N5 N 0.0889 0.3634 -0.0878 0.023 Uani 1 1 d . . .
N6 N -0.0338 0.3615 -0.1606 0.022 Uani 1 1 d . . .
N7 N 0.0802 0.3676 -0.2445 0.023 Uani 1 1 d . . .
N8 N 0.0458 0.0410 -0.1623 0.026 Uani 1 1 d . . .
N9 N -0.1302 0.2715 0.0021 0.024 Uani 1 1 d . . .
N10 N -0.2480 0.2707 0.0811 0.025 Uani 1 1 d . . .
N11 N -0.2492 0.2767 -0.0789 0.026 Uani 1 1 d . . .
N12 N -0.2098 -0.0402 -0.0001 0.022 Uani 1 1 d . . .
Cl1 Cl -0.2966 0.7784 0.1672 0.024 Uani 1 1 d . . .
Cl2 Cl -0.0420 0.7674 0.0034 0.025 Uani 1 1 d . . .
Cl3 Cl -0.2941 0.7762 -0.1620 0.022 Uani 1 1 d . . .
Cu1 Cu 0.0394 0.2064 0.1797 0.024 Uani 1 1 d . . .
Cu2 Cu -0.2095 0.1998 0.0003 0.022 Uani 1 1 d . . .
Cu3 Cu 0.0446 0.2770 -0.1631 0.024 Uani 1 1 d . . .
O1 O -0.3262 0.7129 0.1124 0.046 Uani 1 1 d . . .
O2 O -0.2396 0.7300 0.1625 0.058 Uani 1 1 d . . .
O3 O -0.3198 0.7181 0.2279 0.035 Uani 1 1 d . . .
O4 O -0.3007 0.9448 0.1676 0.082 Uani 1 1 d . . .
O5 O -0.0694 0.7007 -0.0523 0.042 Uani 1 1 d . . .
O6 O 0.0154 0.7185 0.0038 0.044 Uani 1 1 d . . .
O7 O -0.0686 0.7086 0.0619 0.051 Uani 1 1 d . . .
O8 O -0.0454 0.9370 0.0031 0.072 Uani 1 1 d . . .
O9 O -0.2402 0.7024 -0.1591 0.034 Uani 1 1 d . . .
O10 O -0.3231 0.7222 -0.2191 0.036 Uani 1 1 d . . .
O11 O -0.3257 0.7312 -0.1044 0.050 Uani 1 1 d . . .
O12 O -0.2878 0.9462 -0.1647 0.056 Uani 1 1 d . . .
 
 
_geom_special_details
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 N1 1.1464 . ?
C1 C2 1.4512 . ?
C3 N2 1.1501 . ?
C3 C4 1.4244 . ?
C5 N3 1.1405 . ?
C5 C6 1.4516 . ?
C7 N4 1.1361 . ?
C7 C8 1.4718 . ?
C9 N5 1.1431 . ?
C9 C10 1.4514 . ?
C11 N6 1.1292 . ?
C11 C12 1.4727 . ?
C13 N7 1.1435 . ?
C13 C14 1.4400 . ?
C15 N8 1.1442 . ?
C15 C16 1.4627 . ?
C17 N9 1.1260 . ?
C17 C18 1.4450 . ?
C19 N10 1.1214 . ?
C19 C20 1.4541 . ?
C21 N11 1.1329 . ?
C21 C22 1.4590 . ?
C23 N12 1.1394 . ?
C23 C24 1.4564 . ?
N1 Cu1 1.9758 . ?
N2 Cu1 1.9971 . ?
N3 Cu1 2.0050 . ?
N4 Cu1 1.9956 . ?
N5 Cu3 1.9979 . ?
N6 Cu3 2.0002 . ?
N7 Cu3 2.0110 . ?
N8 Cu3 1.9683 . ?
N9 Cu2 1.9853 . ?
N10 Cu2 1.9761 . ?
N11 Cu2 1.9784 . ?
N12 Cu2 2.0014 . ?
Cl1 O4 1.3911 . ?
Cl1 O2 1.4223 . ?
Cl1 O1 1.4299 . ?
Cl1 O3 1.4455 . ?
Cl2 O8 1.4166 . ?
Cl2 O5 1.4232 . ?
Cl2 O6 1.4294 . ?
Cl2 O7 1.4369 . ?
Cl3 O12 1.4266 . ?
Cl3 O10 1.4268 . ?
Cl3 O9 1.4273 . ?
Cl3 O11 1.4448 . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
N1 C1 C2 179.8 . . ?
N2 C3 C4 178.5 . . ?
N3 C5 C6 178.2 . . ?
N4 C7 C8 179.0 . . ?
N5 C9 C10 178.7 . . ?
N6 C11 C12 179.6 . . ?
N7 C13 C14 178.2 . . ?
N8 C15 C16 177.1 . . ?
N9 C17 C18 178.6 . . ?
N10 C19 C20 179.0 . . ?
N11 C21 C22 179.7 . . ?
N12 C23 C24 179.6 . . ?
C1 N1 Cu1 179.2 . . ?
C3 N2 Cu1 174.1 . . ?
C5 N3 Cu1 173.2 . . ?
C7 N4 Cu1 172.7 . . ?
C9 N5 Cu3 174.4 . . ?
C11 N6 Cu3 174.6 . . ?
C13 N7 Cu3 169.9 . . ?
C15 N8 Cu3 178.8 . . ?
C17 N9 Cu2 171.2 . . ?
C19 N10 Cu2 172.7 . . ?
C21 N11 Cu2 171.0 . . ?
C23 N12 Cu2 178.5 . . ?
O4 Cl1 O2 110.5 . . ?
O4 Cl1 O1 110.5 . . ?
O2 Cl1 O1 108.2 . . ?
O4 Cl1 O3 108.4 . . ?
O2 Cl1 O3 109.0 . . ?
O1 Cl1 O3 110.3 . . ?
O8 Cl2 O5 111.1 . . ?
O8 Cl2 O6 109.9 . . ?
O5 Cl2 O6 109.5 . . ?
O8 Cl2 O7 108.6 . . ?
O5 Cl2 O7 109.0 . . ?
O6 Cl2 O7 108.7 . . ?
O12 Cl3 O10 109.5 . . ?
O12 Cl3 O9 109.6 . . ?
O10 Cl3 O9 109.6 . . ?
O12 Cl3 O11 110.1 . . ?
O10 Cl3 O11 109.1 . . ?
O9 Cl3 O11 109.0 . . ?
N1 Cu1 N4 113.4 . . ?
N1 Cu1 N2 110.8 . . ?
N4 Cu1 N2 110.2 . . ?
N1 Cu1 N3 108.2 . . ?
N4 Cu1 N3 108.8 . . ?
N2 Cu1 N3 105.1 . . ?
N10 Cu2 N11 111.1 . . ?
N10 Cu2 N9 109.7 . . ?
N11 Cu2 N9 112.0 . . ?
N10 Cu2 N12 107.5 . . ?
N11 Cu2 N12 108.6 . . ?
N9 Cu2 N12 107.7 . . ?
N8 Cu3 N5 110.3 . . ?
N8 Cu3 N6 111.4 . . ?
N5 Cu3 N6 110.4 . . ?
N8 Cu3 N7 112.1 . . ?
N5 Cu3 N7 105.9 . . ?
N6 Cu3 N7 106.5 . . ?
 
_diffrn_measured_fraction_theta_max    0.978
_diffrn_reflns_theta_full              27.50
_diffrn_measured_fraction_theta_full   0.978
_refine_diff_density_max    0.593
_refine_diff_density_min   -0.405
_refine_diff_density_rms    0.00
