 
data_prcum
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C12 H28 Cl3 Cu N'
_chemical_formula_weight          356.24
 
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'
 
_symmetry_cell_setting            triclinic
_symmetry_space_group_name_H-M    P-1
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    9.3851(2)
_cell_length_b                    9.3844(2)
_cell_length_c                    11.8837(3)
_cell_angle_alpha                 106.3330(11)
_cell_angle_beta                  100.0280(12)
_cell_angle_gamma                 113.2830(12)
_cell_volume                      872.95(3)
_cell_formula_units_Z             2
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       3.3
_cell_measurement_theta_max       31.0
 
_exptl_crystal_description        ?
_exptl_crystal_colour             ?
_exptl_crystal_size_max           0.20
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.12
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.355
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              374
_exptl_absorpt_coefficient_mu     1.693
_exptl_absorpt_correction_type    empirical
_exptl_absorpt_correction_T_min   0.7283
_exptl_absorpt_correction_T_max   0.8227
_exptl_absorpt_process_details    scalepack
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   ?
_diffrn_measurement_method        ?
_diffrn_detector_area_resol_mean  ?
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             8056
_diffrn_reflns_av_R_equivalents   0.0303
_diffrn_reflns_av_sigmaI/netI     0.0410
_diffrn_reflns_limit_h_min        -13
_diffrn_reflns_limit_h_max        13
_diffrn_reflns_limit_k_min        -13
_diffrn_reflns_limit_k_max        13
_diffrn_reflns_limit_l_min        -17
_diffrn_reflns_limit_l_max        17
_diffrn_reflns_theta_min          3.32
_diffrn_reflns_theta_max          31.01
_reflns_number_total              5526
_reflns_number_gt                 4203
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_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 > 2sigma(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)+(0.0753P)²+0.0360P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          5526
_refine_ls_number_parameters      194
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0589
_refine_ls_R_factor_gt            0.0427
_refine_ls_wR_factor_ref          0.1312
_refine_ls_wR_factor_gt           0.1208
_refine_ls_goodness_of_fit_ref    1.046
_refine_ls_restrained_S_all       1.046
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
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 0.44708(3) 0.55265(3) 0.37915(2) 0.04841(10) Uani 1 1 d . . .
Cl2 Cl 0.68395(6) 0.58113(7) 0.50345(6) 0.05883(15) Uani 1 1 d . . .
Cl3 Cl 0.56398(8) 0.79177(7) 0.35451(6) 0.06647(17) Uani 1 1 d . . .
Cl4 Cl 0.24093(9) 0.40734(8) 0.20256(5) 0.07433(19) Uani 1 1 d . . .
N1 N 1.0101(2) 0.7972(2) 0.24184(14) 0.0452(3) Uani 1 1 d . . .
C1 C 0.9350(3) 0.9131(3) 0.23596(19) 0.0491(4) Uani 1 1 d . . .
C2 C 1.1687(3) 0.8534(3) 0.2100(2) 0.0512(4) Uani 1 1 d . . .
C3 C 1.0408(3) 0.8062(3) 0.37393(18) 0.0488(4) Uani 1 1 d . . .
H3A H 0.9376 0.7748 0.3910 0.059 Uiso 1 1 calc R . .
H3B H 1.1145 0.9222 0.4294 0.059 Uiso 1 1 calc R . .
C4 C 0.8962(3) 0.6179(3) 0.1478(2) 0.0555(5) Uani 1 1 d . . .
C5 C 1.4391(3) 1.0770(4) 0.2357(3) 0.0795(8) Uani 1 1 d . . .
H5A H 1.5219 1.1906 0.2857 0.119 Uiso 1 1 calc R . .
H5B H 1.3986 1.0673 0.1525 0.119 Uiso 1 1 calc R . .
H5C H 1.4853 1.0021 0.2352 0.119 Uiso 1 1 calc R . .
C6 C 1.3013(3) 1.0317(3) 0.2880(3) 0.0706(7) Uani 1 1 d . . .
C11 C 1.1387(3) 0.7261(3) 0.5402(2) 0.0645(6) Uani 1 1 d . . .
H11A H 1.1845 0.6581 0.5610 0.097 Uiso 1 1 calc R . .
H11B H 1.0356 0.6960 0.5553 0.097 Uiso 1 1 calc R . .
H11C H 1.2127 0.8426 0.5901 0.097 Uiso 1 1 calc R . .
C7 C 1.1125(4) 0.6968(3) 0.4047(2) 0.0666(6) Uani 1 1 d . . .
H7A H 1.0380 0.5792 0.3536 0.080 Uiso 1 1 calc R . .
H7B H 1.2160 0.7257 0.3885 0.080 Uiso 1 1 calc R . .
C8 C 0.8971(4) 0.9326(4) 0.1145(2) 0.0678(6) Uani 1 1 d . . .
H8A H 0.8237 0.8233 0.0487 0.081 Uiso 1 1 calc R . .
H8B H 0.9974 0.9808 0.0951 0.081 Uiso 1 1 calc R . .
C9 C 0.7278(4) 0.5338(4) 0.1593(3) 0.0736(7) Uani 1 1 d . . .
C10 C 0.8176(4) 1.0462(4) 0.1232(3) 0.0777(7) Uani 1 1 d . . .
H10A H 0.7948 1.0599 0.0461 0.117 Uiso 1 1 calc R . .
H10B H 0.8905 1.1540 0.1887 0.117 Uiso 1 1 calc R . .
H10C H 0.7171 0.9966 0.1404 0.117 Uiso 1 1 calc R . .
C12 C 0.6266(4) 0.3613(4) 0.0546(3) 0.0912(10) Uani 1 1 d . . .
H12A H 0.5200 0.3077 0.0622 0.137 Uiso 1 1 calc R . .
H12B H 0.6805 0.2938 0.0589 0.137 Uiso 1 1 calc R . .
H12C H 0.6155 0.3736 -0.0236 0.137 Uiso 1 1 calc R . .
H1 H 0.888(3) 0.628(3) 0.069(3) 0.065(7) Uiso 1 1 d . . .
H2 H 0.958(3) 0.553(3) 0.160(2) 0.050(6) Uiso 1 1 d . . .
H3 H 1.007(4) 1.018(4) 0.295(3) 0.074(8) Uiso 1 1 d . . .
H4 H 1.339(5) 1.031(5) 0.368(4) 0.094(10) Uiso 1 1 d . . .
H5 H 1.148(3) 0.855(3) 0.137(3) 0.056(7) Uiso 1 1 d . . .
H7 H 1.252(6) 1.115(6) 0.287(4) 0.129(15) Uiso 1 1 d . . .
H10 H 1.207(3) 0.777(3) 0.212(2) 0.057(7) Uiso 1 1 d . . .
H11 H 0.745(5) 0.542(5) 0.227(4) 0.108(14) Uiso 1 1 d . . .
H16 H 0.844(4) 0.869(3) 0.253(2) 0.060(7) Uiso 1 1 d . . .
H17 H 0.665(4) 0.607(4) 0.159(3) 0.080(9) Uiso 1 1 d . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds 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
Cu1 Cl3 2.2046(6) . ?
Cu1 Cl4 2.2130(6) . ?
Cu1 Cl2 2.3152(6) . ?
Cu1 Cl2 2.3231(6) 2_666 ?
Cl2 Cu1 2.3231(6) 2_666 ?
N1 C3 1.518(2) . ?
N1 C1 1.521(3) . ?
N1 C2 1.525(3) . ?
N1 C4 1.526(3) . ?
C1 C8 1.505(3) . ?
C1 H3 0.92(3) . ?
C1 H16 0.88(3) . ?
C2 C6 1.512(3) . ?
C2 H5 0.86(3) . ?
C2 H10 0.93(3) . ?
C3 C7 1.521(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C9 1.513(4) . ?
C4 H1 0.96(3) . ?
C4 H2 1.01(2) . ?
C5 C6 1.495(4) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H4 0.96(4) . ?
C6 H7 1.05(4) . ?
C11 C7 1.512(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C10 1.516(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C12 1.520(4) . ?
C9 H11 0.76(4) . ?
C9 H17 1.06(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
 
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
Cl3 Cu1 Cl4 98.80(3) . . ?
Cl3 Cu1 Cl2 96.31(2) . . ?
Cl4 Cu1 Cl2 147.66(3) . . ?
Cl3 Cu1 Cl2 146.13(3) . 2_666 ?
Cl4 Cu1 Cl2 97.20(3) . 2_666 ?
Cl2 Cu1 Cl2 85.55(2) . 2_666 ?
Cu1 Cl2 Cu1 94.45(2) . 2_666 ?
C3 N1 C1 105.15(15) . . ?
C3 N1 C2 111.34(16) . . ?
C1 N1 C2 111.36(17) . . ?
C3 N1 C4 111.77(16) . . ?
C1 N1 C4 111.46(16) . . ?
C2 N1 C4 105.89(15) . . ?
C8 C1 N1 116.40(18) . . ?
C8 C1 H3 107.5(18) . . ?
N1 C1 H3 107.9(18) . . ?
C8 C1 H16 109.6(17) . . ?
N1 C1 H16 104.3(17) . . ?
H3 C1 H16 111(3) . . ?
C6 C2 N1 116.30(19) . . ?
C6 C2 H5 102.4(18) . . ?
N1 C2 H5 108.7(18) . . ?
C6 C2 H10 111.1(16) . . ?
N1 C2 H10 107.6(17) . . ?
H5 C2 H10 111(2) . . ?
N1 C3 C7 116.19(17) . . ?
N1 C3 H3A 108.2 . . ?
C7 C3 H3A 108.2 . . ?
N1 C3 H3B 108.2 . . ?
C7 C3 H3B 108.2 . . ?
H3A C3 H3B 107.4 . . ?
C9 C4 N1 116.07(19) . . ?
C9 C4 H1 110.8(16) . . ?
N1 C4 H1 104.2(17) . . ?
C9 C4 H2 110.2(14) . . ?
N1 C4 H2 104.5(14) . . ?
H1 C4 H2 111(2) . . ?
C6 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C6 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C5 C6 C2 110.3(2) . . ?
C5 C6 H4 110(2) . . ?
C2 C6 H4 105(2) . . ?
C5 C6 H7 108(2) . . ?
C2 C6 H7 109(2) . . ?
H4 C6 H7 114(3) . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C11 C7 C3 108.6(2) . . ?
C11 C7 H7A 110.0 . . ?
C3 C7 H7A 110.0 . . ?
C11 C7 H7B 110.0 . . ?
C3 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?
C1 C8 C10 109.5(2) . . ?
C1 C8 H8A 109.8 . . ?
C10 C8 H8A 109.8 . . ?
C1 C8 H8B 109.8 . . ?
C10 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?
C4 C9 C12 109.5(3) . . ?
C4 C9 H11 104(3) . . ?
C12 C9 H11 120(3) . . ?
C4 C9 H17 112.7(18) . . ?
C12 C9 H17 110.0(17) . . ?
H11 C9 H17 100(4) . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
 
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_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
Cl3 Cu1 Cl2 Cu1 146.03(3) . . . 2_666 ?
Cl4 Cu1 Cl2 Cu1 -96.44(5) . . . 2_666 ?
Cl2 Cu1 Cl2 Cu1 0.0 2_666 . . 2_666 ?
C3 N1 C1 C8 178.0(2) . . . . ?
C2 N1 C1 C8 57.3(3) . . . . ?
C4 N1 C1 C8 -60.7(3) . . . . ?
C3 N1 C2 C6 -60.5(3) . . . . ?
C1 N1 C2 C6 56.5(3) . . . . ?
C4 N1 C2 C6 177.9(2) . . . . ?
C1 N1 C3 C7 178.5(2) . . . . ?
C2 N1 C3 C7 -60.8(2) . . . . ?
C4 N1 C3 C7 57.4(3) . . . . ?
C3 N1 C4 C9 59.2(3) . . . . ?
C1 N1 C4 C9 -58.1(3) . . . . ?
C2 N1 C4 C9 -179.4(2) . . . . ?
N1 C2 C6 C5 -172.1(2) . . . . ?
N1 C3 C7 C11 178.41(19) . . . . ?
N1 C1 C8 C10 177.9(2) . . . . ?
N1 C4 C9 C12 176.4(2) . . . . ?
 
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
C5 H5C Cl3  0.96 2.97 3.816(3) 147.9 1_655
C11 H11A Cl2  0.96 2.95 3.821(3) 151.5 2_766
C6 H7 Cl2  1.05(4) 2.97(5) 3.712(3) 128(3) 2_776
C11 H11B Cl2  0.96 2.92 3.832(3) 158.6 .
C1 H16 Cl3  0.88(3) 3.00(3) 3.858(2) 167(2) .
 
_diffrn_measured_fraction_theta_max    0.991
_diffrn_reflns_theta_full              31.01
_diffrn_measured_fraction_theta_full   0.991
_refine_diff_density_max    0.761
_refine_diff_density_min   -0.629
_refine_diff_density_rms    0.071
