#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:48:54 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179541 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/10/4501034.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_4501034
loop_
_publ_author_name
'Janssen, Femke F. B. J.'
'Veraart, Laurens P. J.'
'Smits, Jan M. M.'
'de Gelder, René'
'Rowan, Alan E.'
_publ_contact_author
;
        Prof.dr. A.E. Rowan
        Radboud University Nijmegen
        Molecular Materials 
        Institute for Molecules and Materials
        Heyendaalseweg 135
        6525 AJ Nijmegen
        The Netherlands
;
_publ_section_title
;
 1. Solvent, Linker, and Anion Effects on the Formation, Connectivity, and
 Topology of Cu(I)/PPh3/N-Donor Ligand Coordination Polymers
;
_journal_issue                   10
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4313
_journal_paper_doi               10.1021/cg2006502
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C23 H20 Cl4 Cu N2 O4 P'
_chemical_formula_weight         624.72
_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_date             2006-07-27
_audit_creation_method           'SHELXL, adapted and expanded'
_cell_angle_alpha                90.00
_cell_angle_beta                 102.175(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   27.990(4)
_cell_length_b                   11.112(6)
_cell_length_c                   17.2816(18)
_cell_measurement_reflns_used    435
_cell_measurement_temperature    208(2)
_cell_measurement_theta_max      25.000
_cell_measurement_theta_min      1.980
_cell_volume                     5254(3)
_computing_data_collection
;
Nonius "Collect" program suite (Nonius, 1999)
;
_computing_data_reduction
;
Nonius "EvalCCD" program suite (Duisenberg, 1998)
;
_computing_molecular_graphics
;
PLATON (Spek, 2003)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
DIRDIF (Beurskens et al., 1996),
PATTY (Beurskens et al., 1987)
;
_diffrn_ambient_temperature      208(2)
_diffrn_detector_area_resol_mean 18.4
_diffrn_measured_fraction_theta_full 0.944
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_method       'area detector φ and ω scan'
_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  0.0561
_diffrn_reflns_av_sigmaI/netI    0.0468
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            32117
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.98
_diffrn_standards_decay_%        0.000
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.332
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS multiscan (Sheldrick, 1996)'
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rather regular fragment'
_exptl_crystal_F_000             2528
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_refine_diff_density_max         2.406
_refine_diff_density_min         -1.709
_refine_diff_density_rms         0.145
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.028
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4619
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.1301
_refine_ls_R_factor_gt           0.0908
_refine_ls_R_factor_obs          0.0908
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[σ²(Fo²)+(0.1131P)²+110.7247P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2590
_refine_ls_wR_factor_gt          0.2308
_refine_ls_wR_factor_obs         0.2308
_refine_ls_wR_factor_ref         0.2590
_reflns_number_gt                3068
_reflns_number_observed          3068
_reflns_number_total             4619
_reflns_observed_criterion       >2sigma(I)
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg2006502_si_001.cif
_cod_data_source_block           FEMK53
_cod_depositor_comments
;
The following automatic conversions were performed:
'_publ_contact_autor' tag replaced with '_publ_contact_author'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (40
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (56 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4501034
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_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.20394(3) 0.00020(8) 0.07393(5) 0.0258(3) Uani 1 d .
N1 N 0.2311(2) -0.1486(5) 0.0303(4) 0.0270(14) Uani 1 d .
C1 C 0.2627(3) -0.2217(7) 0.0763(5) 0.0328(18) Uani 1 d .
H1 H 0.2728 -0.2045 0.1305 0.039 Uiso 1 calc R
C2 C 0.2193(3) -0.1772(7) -0.0453(5) 0.0322(18) Uani 1 d .
H2 H 0.1976 -0.1268 -0.0798 0.039 Uiso 1 calc R
N2 N 0.2330(2) 0.1470(6) 0.0306(4) 0.0278(15) Uani 1 d .
C3 C 0.2413(3) 0.2491(7) 0.0723(4) 0.0297(18) Uani 1 d .
H3 H 0.2355 0.2514 0.1240 0.036 Uiso 1 calc R
C4 C 0.2421(3) 0.1507(7) -0.0416(5) 0.0337(19) Uani 1 d .
H4 H 0.2367 0.0808 -0.0730 0.040 Uiso 1 calc R
P1 P 0.12536(7) 0.00391(18) 0.06519(11) 0.0261(5) Uani 1 d .
C11A C 0.0971(3) -0.1074(7) 0.1179(4) 0.0256(17) Uani 1 d .
C12A C 0.1247(3) -0.2054(7) 0.1492(5) 0.036(2) Uani 1 d .
H12A H 0.1577 -0.2102 0.1456 0.043 Uiso 1 calc R
C13A C 0.1045(4) -0.2960(8) 0.1855(5) 0.043(2) Uani 1 d .
H13A H 0.1235 -0.3630 0.2060 0.051 Uiso 1 calc R
C14A C 0.0564(4) -0.2890(8) 0.1920(5) 0.044(2) Uani 1 d .
H14A H 0.0427 -0.3509 0.2174 0.053 Uiso 1 calc R
C15A C 0.0283(3) -0.1912(8) 0.1612(5) 0.041(2) Uani 1 d .
H15A H -0.0046 -0.1862 0.1654 0.049 Uiso 1 calc R
C16A C 0.0487(3) -0.1019(8) 0.1247(4) 0.0306(18) Uani 1 d .
H16A H 0.0296 -0.0353 0.1037 0.037 Uiso 1 calc R
C11B C 0.0991(3) 0.1473(7) 0.0858(5) 0.0315(18) Uani 1 d .
C12B C 0.0559(3) 0.1927(8) 0.0393(6) 0.044(2) Uani 1 d .
H12B H 0.0385 0.1477 -0.0035 0.053 Uiso 1 calc R
C13B C 0.0389(4) 0.3039(9) 0.0567(8) 0.062(3) Uani 1 d .
H13B H 0.0098 0.3346 0.0258 0.075 Uiso 1 calc R
C14B C 0.0642(4) 0.3690(10) 0.1186(9) 0.073(4) Uani 1 d .
H14B H 0.0523 0.4447 0.1297 0.087 Uiso 1 calc R
C15B C 0.1064(4) 0.3270(10) 0.1646(8) 0.071(4) Uani 1 d .
H15B H 0.1234 0.3729 0.2073 0.085 Uiso 1 calc R
C16B C 0.1240(3) 0.2154(9) 0.1477(6) 0.049(2) Uani 1 d .
H16B H 0.1533 0.1860 0.1790 0.059 Uiso 1 calc R
C11C C 0.0987(3) -0.0258(7) -0.0378(5) 0.0299(18) Uani 1 d .
C12C C 0.1130(3) 0.0470(10) -0.0940(5) 0.047(2) Uani 1 d .
H12C H 0.1334 0.1134 -0.0776 0.056 Uiso 1 calc R
C13C C 0.0975(4) 0.0230(11) -0.1740(6) 0.055(3) Uani 1 d .
H13C H 0.1074 0.0729 -0.2117 0.067 Uiso 1 calc R
C14C C 0.0680(4) -0.0730(10) -0.1978(6) 0.053(3) Uani 1 d .
H14C H 0.0576 -0.0893 -0.2522 0.064 Uiso 1 calc R
C15C C 0.0533(4) -0.1454(9) -0.1444(5) 0.053(3) Uani 1 d .
H15C H 0.0330 -0.2118 -0.1614 0.063 Uiso 1 calc R
C16C C 0.0685(3) -0.1210(8) -0.0641(5) 0.041(2) Uani 1 d .
H16C H 0.0579 -0.1707 -0.0271 0.049 Uiso 1 calc R
Cl1 Cl 0.25238(9) 0.0233(2) 0.26234(12) 0.0459(6) Uani 1 d .
O1 O 0.2569(3) -0.0011(8) 0.1850(4) 0.065(2) Uani 1 d .
O2 O 0.2502(7) 0.1577(11) 0.2606(8) 0.167(6) Uani 1 d .
O3 O 0.2913(4) 0.0008(12) 0.3195(5) 0.123(5) Uani 1 d .
O4 O 0.2081(3) -0.0029(13) 0.2792(6) 0.124(5) Uani 1 d .
C17 C 0.3880(8) -0.005(4) 0.584(3) 0.47(5) Uani 1 d .
H13 H 0.3821 0.0655 0.6158 0.559 Uiso 1 calc R
Cl2 Cl 0.4446(2) -0.0032(6) 0.6172(4) 0.180(3) Uani 1 d .
Cl3 Cl 0.3617(2) 0.0653(5) 0.4925(3) 0.150(2) Uani 1 d .
Cl4 Cl 0.3521(2) -0.0818(11) 0.6125(4) 0.267(6) Uani 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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_3
_geom_angle_publ_flag
N1 Cu1 N2 107.8(2) . y
N1 Cu1 O1 94.8(3) . y
N2 Cu1 O1 94.6(3) . y
N1 Cu1 P1 116.29(19) . y
N2 Cu1 P1 115.86(19) . y
O1 Cu1 P1 123.8(2) . y
C2 N1 C1 116.2(7) . y
C2 N1 Cu1 121.9(5) . y
C1 N1 Cu1 121.9(5) . y
N1 C1 C2 121.0(7) 7_545 y
N1 C2 C1 122.9(7) 7_545 y
C4 N2 C3 115.8(7) . y
C4 N2 Cu1 122.8(5) . y
C3 N2 Cu1 121.3(5) . y
N2 C3 C4 121.4(7) 7 y
N2 C4 C3 122.8(7) 7 y
C11C P1 C11A 103.6(3) . y
C11C P1 C11B 104.6(4) . y
C11A P1 C11B 105.2(3) . y
C11C P1 Cu1 105.5(3) . y
C11A P1 Cu1 119.6(3) . y
C11B P1 Cu1 116.5(3) . y
C12A C11A C16A 118.6(7) . y
C12A C11A P1 117.9(6) . y
C16A C11A P1 123.4(6) . y
C13A C12A C11A 120.6(8) . y
C12A C13A C14A 120.1(8) . y
C13A C14A C15A 120.1(8) . y
C16A C15A C14A 119.3(8) . y
C15A C16A C11A 121.3(8) . y
C16B C11B C12B 118.9(8) . y
C16B C11B P1 118.4(7) . y
C12B C11B P1 122.6(7) . y
C13B C12B C11B 119.6(10) . y
C14B C13B C12B 120.1(10) . y
C13B C14B C15B 121.4(10) . y
C14B C15B C16B 119.1(10) . y
C11B C16B C15B 120.8(10) . y
C16C C11C C12C 117.8(8) . y
C16C C11C P1 124.4(6) . y
C12C C11C P1 117.5(7) . y
C13C C12C C11C 120.8(10) . y
C14C C13C C12C 119.7(9) . y
C15C C14C C13C 120.8(9) . y
C14C C15C C16C 119.5(9) . y
C11C C16C C15C 121.3(8) . y
O3 Cl1 O4 116.1(7) . y
O3 Cl1 O1 116.8(6) . y
O4 Cl1 O1 115.7(5) . y
O3 Cl1 O2 103.1(9) . y
O4 Cl1 O2 100.5(9) . y
O1 Cl1 O2 100.7(6) . y
Cl1 O1 Cu1 131.7(4) . y
Cl4 C17 Cl2 126.0(16) . y
Cl4 C17 Cl3 111.5(19) . y
Cl2 C17 Cl3 121.4(14) . y
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 N1 2.030(6) . y
Cu1 N2 2.034(6) . y
Cu1 O1 2.163(7) . y
Cu1 P1 2.173(2) . y
N1 C2 1.318(10) . y
N1 C1 1.332(10) . y
C1 C2 1.385(11) 7_545 y
C2 C1 1.384(11) 7_545 y
N2 C4 1.327(10) . y
N2 C3 1.337(10) . y
C3 C4 1.358(11) 7 y
C4 C3 1.358(11) 7 y
P1 C11C 1.809(8) . y
P1 C11A 1.814(8) . y
P1 C11B 1.821(8) . y
C11A C12A 1.379(11) . y
C11A C16A 1.384(11) . y
C12A C13A 1.369(12) . y
C13A C14A 1.376(13) . y
C14A C15A 1.382(13) . y
C15A C16A 1.366(12) . y
C11B C16B 1.374(12) . y
C11B C12B 1.398(12) . y
C12B C13B 1.379(13) . y
C13B C14B 1.360(16) . y
C14B C15B 1.360(17) . y
C15B C16B 1.388(14) . y
C11C C16C 1.370(12) . y
C11C C12C 1.386(12) . y
C12C C13C 1.385(13) . y
C13C C14C 1.359(15) . y
C14C C15C 1.352(14) . y
C15C C16C 1.390(12) . y
Cl1 O3 1.330(9) . y
Cl1 O4 1.364(9) . y
Cl1 O1 1.396(7) . y
Cl1 O2 1.496(12) . y
C17 Cl4 1.48(2) . y
C17 Cl2 1.57(3) . y
C17 Cl3 1.77(3) . y
