#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:24:34 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178563 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/72/4067284.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_4067284
loop_
_publ_author_name
'Chun, Jiseul'
'Lee, Han Sol'
'Jung, Il Gu'
'Lee, Soon Won'
'Kim, Hae Jin'
'Son, Seung Uk'
_publ_section_title
;
 Cu2O: A Versatile Reagent for Base-Free Direct Synthesis of NHC-Copper
 Complexes and Decoration of 3D-MOF with Coordinatively Unsaturated
 NHC-Copper Species
;
_journal_issue                   7
_journal_name_full               Organometallics
_journal_page_first              1518
_journal_paper_doi               10.1021/om900768w
_journal_volume                  29
_journal_year                    2010
_chemical_formula_moiety         'C31 H40 Cl Cu N2 O4'
_chemical_formula_sum            'C31 H40 Cl Cu N2 O4'
_chemical_formula_weight         603.64
_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                 106.577(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.848(4)
_cell_length_b                   9.503(2)
_cell_length_c                   21.959(4)
_cell_measurement_temperature    293(2)
_cell_volume                     3169.7(12)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_sigmaI/netI    0.0735
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            13113
_diffrn_reflns_theta_full        28.35
_diffrn_reflns_theta_max         28.35
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    0.809
_exptl_absorpt_correction_T_max  0.9381
_exptl_absorpt_correction_T_min  0.9235
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.497
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         3818
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.1244
_refine_ls_R_factor_gt           0.0557
_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)+(0.0634P)²+1.4836P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1235
_refine_ls_wR_factor_ref         0.1509
_reflns_number_gt                2097
_reflns_number_total             3818
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om900768w_si_001.cif
_cod_data_source_block           cjscuc2c
_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.

'_refine_ls_hydrogen_treatment' value 'Constr' changed
to 'constr' 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        3169.6(12)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4067284
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
C1 C 0.9967(2) 0.4165(3) 0.85982(15) 0.0397(8) Uani 1 1 d .
C2 C 0.9173(2) 0.3671(4) 0.86736(15) 0.0467(8) Uani 1 1 d .
C3 C 0.9208(2) 0.3061(4) 0.92569(16) 0.0533(10) Uani 1 1 d .
H3 H 0.8696 0.2691 0.9320 0.064 Uiso 1 1 calc R
C4 C 0.9976(2) 0.2990(4) 0.97388(15) 0.0472(9) Uani 1 1 d .
C5 C 1.0735(2) 0.3549(4) 0.96561(16) 0.0491(9) Uani 1 1 d .
H5 H 1.1246 0.3539 0.9994 0.059 Uiso 1 1 calc R
C6 C 1.0756(2) 0.4127(4) 0.90816(16) 0.0437(8) Uani 1 1 d .
C7 C 1.1616(2) 0.4626(5) 0.89864(18) 0.0617(11) Uani 1 1 d .
H7 H 1.1474 0.5204 0.8601 0.074 Uiso 1 1 calc R
C8 C 1.2135(3) 0.3373(6) 0.8874(3) 0.123(2) Uani 1 1 d .
H8A H 1.2677 0.3688 0.8807 0.185 Uiso 1 1 calc R
H8B H 1.1798 0.2870 0.8505 0.185 Uiso 1 1 calc R
H8C H 1.2260 0.2763 0.9237 0.185 Uiso 1 1 calc R
C9 C 1.2140(4) 0.5520(7) 0.9524(3) 0.124(2) Uani 1 1 d .
H9A H 1.2672 0.5820 0.9437 0.186 Uiso 1 1 calc R
H9B H 1.2283 0.4983 0.9910 0.186 Uiso 1 1 calc R
H9C H 1.1799 0.6329 0.9569 0.186 Uiso 1 1 calc R
C10 C 0.8297(2) 0.3818(5) 0.81685(18) 0.0676(12) Uani 1 1 d .
H10 H 0.8408 0.4237 0.7791 0.081 Uiso 1 1 calc R
C11 C 0.7859(3) 0.2400(7) 0.7980(3) 0.118(2) Uani 1 1 d .
H11A H 0.7309 0.2532 0.7658 0.177 Uiso 1 1 calc R
H11B H 0.7753 0.1960 0.8345 0.177 Uiso 1 1 calc R
H11C H 0.8237 0.1812 0.7817 0.177 Uiso 1 1 calc R
C12 C 0.7702(3) 0.4808(7) 0.8398(3) 0.115(2) Uani 1 1 d .
H12A H 0.7153 0.4910 0.8073 0.172 Uiso 1 1 calc R
H12B H 0.7981 0.5711 0.8492 0.172 Uiso 1 1 calc R
H12C H 0.7595 0.4430 0.8775 0.172 Uiso 1 1 calc R
C13 C 1.0000 0.3812(5) 0.7500 0.0384(11) Uani 1 2 d S
C14 C 0.9976(2) 0.6076(4) 0.78024(16) 0.0513(9) Uani 1 1 d .
H14 H 0.9953 0.6861 0.8050 0.062 Uiso 1 1 calc R
C15 C 1.0022(3) 0.2275(4) 1.03526(18) 0.0584(10) Uani 1 1 d .
C16 C 0.9401(4) 0.0564(6) 1.0871(2) 0.109(2) Uani 1 1 d .
H16A H 0.8902 -0.0055 1.0784 0.164 Uiso 1 1 calc R
H16B H 0.9385 0.1192 1.1210 0.164 Uiso 1 1 calc R
H16C H 0.9933 0.0019 1.0993 0.164 Uiso 1 1 calc R
N1 N 0.99680(17) 0.4692(3) 0.79793(11) 0.0371(6) Uani 1 1 d .
Cl1 Cl 1.0000 -0.03430(15) 0.7500 0.0927(6) Uani 1 2 d S
Cu1 Cu 1.0000 0.18441(6) 0.7500 0.0482(2) Uani 1 2 d S
O1 O 0.9374(2) 0.1383(4) 1.02987(12) 0.0877(10) Uani 1 1 d .
O2 O 1.0582(2) 0.2480(4) 1.08368(14) 0.0937(10) Uani 1 1 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'
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'
O O 0.0106 0.0060 '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
C6 C1 C2 123.0(3) . .
C6 C1 N1 119.0(3) . .
C2 C1 N1 118.0(3) . .
C3 C2 C1 116.6(3) . .
C3 C2 C10 120.0(3) . .
C1 C2 C10 123.4(3) . .
C4 C3 C2 121.7(3) . .
C3 C4 C5 119.9(3) . .
C3 C4 C15 121.6(3) . .
C5 C4 C15 118.5(3) . .
C4 C5 C6 121.6(3) . .
C5 C6 C1 117.1(3) . .
C5 C6 C7 120.5(3) . .
C1 C6 C7 122.4(3) . .
C9 C7 C8 111.8(4) . .
C9 C7 C6 112.8(3) . .
C8 C7 C6 109.3(4) . .
C2 C10 C12 109.9(4) . .
C2 C10 C11 111.7(4) . .
C12 C10 C11 111.2(4) . .
N1 C13 N1 103.9(4) . 2_756
N1 C13 Cu1 128.05(18) . .
N1 C13 Cu1 128.05(18) 2_756 .
C14 C14 N1 106.60(16) 2_756 .
O2 C15 O1 123.5(4) . .
O2 C15 C4 124.3(4) . .
O1 C15 C4 112.2(3) . .
C13 N1 C14 111.5(3) . .
C13 N1 C1 121.7(3) . .
C14 N1 C1 126.8(3) . .
C13 Cu1 Cl1 180.000(1) . .
C15 O1 C16 115.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.390(5) .
C1 C2 1.398(4) .
C1 N1 1.449(4) .
C2 C3 1.393(5) .
C2 C10 1.516(5) .
C3 C4 1.368(5) .
C4 C5 1.373(5) .
C4 C15 1.492(5) .
C5 C6 1.385(4) .
C6 C7 1.512(5) .
C7 C9 1.498(6) .
C7 C8 1.507(6) .
C10 C12 1.516(6) .
C10 C11 1.518(7) .
C13 N1 1.356(4) .
C13 N1 1.356(4) 2_756
C13 Cu1 1.870(5) .
C14 C14 1.352(6) 2_756
C14 N1 1.372(4) .
C15 O2 1.191(4) .
C15 O1 1.310(4) .
C16 O1 1.469(5) .
Cl1 Cu1 2.0783(16) .
