#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:26:36 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178651 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/62/4076280.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_4076280
loop_
_publ_author_name
'Mankad, Neal P.'
'Gray, Thomas G.'
'Laitar, David S.'
'Sadighi, Joseph P.'
_publ_section_title
;
 Synthesis, Structure, and CO2Reactivity of a Two-Coordinate
 (Carbene)copper(I) Methyl Complex
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              1191
_journal_paper_doi               10.1021/om034368r
_journal_volume                  23
_journal_year                    2004
_chemical_formula_sum            'C29 H40 Cl5 Cu N2'
_chemical_formula_weight         657.42
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 103.3480(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.5298(8)
_cell_length_b                   16.3972(14)
_cell_length_c                   11.1057(10)
_cell_measurement_reflns_used    2637
_cell_measurement_temperature    194(2)
_cell_measurement_theta_max      23.28
_cell_measurement_theta_min      2.26
_cell_volume                     1688.5(3)
_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      194(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0162
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6909
_diffrn_reflns_theta_full        23.30
_diffrn_reflns_theta_max         23.30
_diffrn_reflns_theta_min         2.26
_exptl_absorpt_coefficient_mu    1.062
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             684
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.24
_refine_diff_density_max         1.417
_refine_diff_density_min         -1.525
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       0.0000(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     189
_refine_ls_number_reflns         2527
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.215
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0655
_refine_ls_shift/su_max          0.893
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0726P)²+6.9921P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1651
_refine_ls_wR_factor_ref         0.1667
_reflns_number_gt                2415
_reflns_number_total             2527
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om034368rsi20031212_074554.cif
_cod_data_source_block           03007t
_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_sg_symbol_H-M      P2(1)/m
_cod_database_code               4076280
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
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
Cu Cu 0.01007(9) 0.2500 0.92435(8) 0.0287(4) Uani 1 2 d S . .
Cl1 Cl -0.21240(19) 0.2500 0.91849(19) 0.0395(5) Uani 1 2 d S . .
Cl2 Cl 0.6552(5) 0.2500 0.3078(4) 0.171(3) Uani 1 2 d S . .
Cl3 Cl 0.9566(4) 0.2500 0.2978(3) 0.0832(9) Uani 1 2 d S . .
Cl4 Cl 0.4428(7) 0.2500 0.5564(5) 0.201(4) Uani 1 2 d SD . .
Cl5 Cl 0.5761(6) 0.1220(4) 0.5701(6) 0.148(3) Uani 0.50 1 d PD A -1
N1 N 0.2913(4) 0.1847(3) 0.9131(4) 0.0294(10) Uani 1 1 d . . .
C1 C 0.2060(7) 0.2500 0.9194(6) 0.0278(16) Uani 1 2 d S . .
C3 C 0.4271(5) 0.2089(4) 0.9039(5) 0.0343(12) Uani 1 1 d . . .
H3 H 0.5054 0.1743 0.8986 0.041 Uiso 1 1 calc R . .
C4 C 0.2416(5) 0.1015(3) 0.9136(5) 0.0312(12) Uani 1 1 d . . .
C5 C 0.2740(6) 0.0582(4) 1.0247(5) 0.0380(13) Uani 1 1 d . . .
C6 C 0.2192(7) -0.0207(4) 1.0232(6) 0.0500(16) Uani 1 1 d . . .
H6 H 0.2388 -0.0520 1.0971 0.060 Uiso 1 1 calc R . .
C7 C 0.1372(8) -0.0539(4) 0.9163(6) 0.0565(18) Uani 1 1 d . . .
H7 H 0.0996 -0.1074 0.9176 0.068 Uiso 1 1 calc R . .
C8 C 0.1089(7) -0.0105(4) 0.8073(6) 0.0508(16) Uani 1 1 d . . .
H8 H 0.0533 -0.0349 0.7341 0.061 Uiso 1 1 calc R . .
C9 C 0.1609(6) 0.0689(3) 0.8028(5) 0.0383(13) Uani 1 1 d . . .
C10 C 0.3611(6) 0.0954(4) 1.1443(5) 0.0432(14) Uani 1 1 d . . .
H10 H 0.4021 0.1480 1.1225 0.052 Uiso 1 1 calc R . .
C11 C 0.4875(9) 0.0408(6) 1.2039(8) 0.093(3) Uani 1 1 d . . .
H11A H 0.5495 0.0695 1.2738 0.140 Uiso 1 1 calc R . .
H11B H 0.5434 0.0272 1.1428 0.140 Uiso 1 1 calc R . .
H11C H 0.4511 -0.0094 1.2336 0.140 Uiso 1 1 calc R . .
C12 C 0.2671(9) 0.1148(7) 1.2326(7) 0.086(3) Uani 1 1 d . . .
H12A H 0.2245 0.0644 1.2555 0.129 Uiso 1 1 calc R . .
H12B H 0.1901 0.1522 1.1927 0.129 Uiso 1 1 calc R . .
H12C H 0.3255 0.1406 1.3071 0.129 Uiso 1 1 calc R . .
C13 C -0.0357(8) 0.1309(5) 0.6382(6) 0.062(2) Uani 1 1 d . . .
H13A H -0.0555 0.1624 0.5611 0.093 Uiso 1 1 calc R . .
H13B H -0.0694 0.1615 0.7020 0.093 Uiso 1 1 calc R . .
H13C H -0.0863 0.0785 0.6241 0.093 Uiso 1 1 calc R . .
C14 C 0.1270(7) 0.1159(4) 0.6812(5) 0.0446(15) Uani 1 1 d . . .
H14 H 0.1764 0.1700 0.6956 0.054 Uiso 1 1 calc R . .
C15 C 0.1828(8) 0.0713(5) 0.5811(6) 0.0611(19) Uani 1 1 d . . .
H15A H 0.1368 0.0176 0.5665 0.092 Uiso 1 1 calc R . .
H15B H 0.2876 0.0645 0.6082 0.092 Uiso 1 1 calc R . .
H15C H 0.1600 0.1031 0.5044 0.092 Uiso 1 1 calc R . .
C16 C 0.7740(17) 0.2500 0.2336(15) 0.156(10) Uani 1 2 d S . .
H16A H 0.7552 0.2983 0.1788 0.187 Uiso 0.50 1 calc PR . .
H16B H 0.7552 0.2017 0.1788 0.187 Uiso 0.50 1 calc PR . .
C17 C 0.6069(19) 0.2500 0.6002(16) 0.224(18) Uani 1 2 d SD . .
H17A H 0.6443 0.2662 0.6876 0.269 Uiso 0.50 1 calc PR A .
H17B H 0.6587 0.2777 0.5441 0.269 Uiso 0.50 1 calc PR . .
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'
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'
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
C1 Cu Cl1 176.7(2) . .
C17 Cl4 Cl5 60.0(2) . 4_565
C1 N1 C3 111.2(4) . .
C1 N1 C4 123.0(4) . .
C3 N1 C4 125.8(4) . .
N1 C1 N1 104.3(6) 4_565 .
N1 C1 Cu 127.8(3) 4_565 .
N1 C1 Cu 127.8(3) . .
C3 C3 N1 106.7(3) 4_565 .
C5 C4 C9 123.3(5) . .
C5 C4 N1 118.5(5) . .
C9 C4 N1 118.1(5) . .
C6 C5 C4 117.1(5) . .
C6 C5 C10 120.6(5) . .
C4 C5 C10 122.2(5) . .
C7 C6 C5 120.9(6) . .
C6 C7 C8 120.9(6) . .
C7 C8 C9 120.9(6) . .
C4 C9 C8 116.8(6) . .
C4 C9 C14 123.3(5) . .
C8 C9 C14 119.9(5) . .
C12 C10 C5 111.5(5) . .
C12 C10 C11 111.8(7) . .
C5 C10 C11 111.2(6) . .
C9 C14 C15 111.4(5) . .
C9 C14 C13 110.5(5) . .
C15 C14 C13 110.4(5) . .
Cl2 C16 Cl3 125.0(11) . .
Cl4 C17 Cl5 81.7(5) . 4_565
Cl4 C17 Cl5 81.7(5) . .
Cl5 C17 Cl5 158.9(9) 4_565 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu C1 1.881(7) .
Cu Cl1 2.106(2) .
Cl2 C16 1.547(14) .
Cl3 C16 1.721(16) .
Cl4 C17 1.527(18) .
Cl4 Cl5 2.440(7) 4_565
Cl5 C17 2.135(7) .
N1 C1 1.355(6) .
N1 C3 1.380(7) .
N1 C4 1.446(7) .
C1 N1 1.355(6) 4_565
C3 C3 1.348(12) 4_565
C4 C5 1.394(8) .
C4 C9 1.398(8) .
C5 C6 1.394(9) .
C5 C10 1.522(8) .
C6 C7 1.373(9) .
C7 C8 1.375(9) .
C8 C9 1.399(9) .
C9 C14 1.522(8) .
C10 C12 1.508(9) .
C10 C11 1.524(9) .
C13 C14 1.534(9) .
C14 C15 1.525(9) .
C17 Cl5 2.135(7) 4_565
