#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:52:35 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179214 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/42/4314221.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_4314221
loop_
_publ_author_name
'Swarup Chattopadhyay'
'Phillip E. Fanwick'
'Richard A. Walton'
_publ_contact_author_address
;    Department of Chemistry
      Purdue University
      560 Oval Dr.
      W. Lafayette
      IN 47907-2084
      USA
;
_publ_contact_author_email       fanwick@.xray.chem.purdue.edu
_publ_contact_author_fax         1(765)4940239
_publ_contact_author_name        'Phillip E. Fanwick'
_publ_contact_author_phone       1(765)4944572
_publ_section_title
;
 Reactions of the Dirhenium(II) Complex Re2Cl4(μ-dppm)2 with
 Pyridinecarboxylic Acids. Examples of Bidentate O,O versus N,O
 Coordination and Tridentate O,N,O Coordination and Structural Isomers
 That Contain the Pyridine-2,6-dicarboxylate Ligand
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5924
_journal_page_last               5931
_journal_paper_doi               10.1021/ic030153y
_journal_volume                  42
_journal_year                    2003
_chemical_formula_moiety         '2(C36 H30 N1 P2),H2 O1,C7 H3 N1 O4'
_chemical_formula_sum            'C85 H77 N3 O7 P4'
_chemical_formula_weight         1376.47
_chemical_name_systematic        ' ?'
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_type_scat_source
'International Tables for Crystallography (Vol C)'
_audit_creation_date             10-02-03
_audit_creation_method           from_MolEN_and_SHELXL
_audit_update_record             ' ?'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.2803(5)
_cell_length_b                   23.5958(4)
_cell_length_c                   14.4185(3)
_cell_measurement_reflns_used    30218
_cell_measurement_temperature    150
_cell_measurement_theta_max      25
_cell_measurement_theta_min      1
_cell_volume                     7239.9(3)
_computing_cell_refinement       DENZO/SCALEPACK_(Otwinowski,_1996)
_computing_data_collection       Collect_(Nonius,_1998)
_computing_data_reduction        DENZO/SCALEPACK_(Otwinowski,_1996)
_computing_molecular_graphics
;
     ORTEP (Johnson, 1976)
     PLUTON (Spek, 1991)
;
_computing_publication_material  CIF_VAX_MolEN_(Fair,_1990)
_computing_structure_refinement  SHELX97_(Sheldrick,_1997)
_computing_structure_solution    Direct_methods_(SIR2002,_Burla_et_al.,_2003)
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.9959
_diffrn_measured_fraction_theta_max 0.9959
_diffrn_measurement_device_type  Nonius_KappaCCD
_diffrn_measurement_method       ω
_diffrn_radiation_type           MO-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            30218
_diffrn_reflns_theta_full        25.0
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_T_max  0.9729
_exptl_absorpt_correction_T_min  0.7542
_exptl_absorpt_correction_type   multi-scan_(Otwinowski_&_Minor,_
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.26
_exptl_crystal_description       plate
_exptl_crystal_F_000             2896
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.32
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    H_atoms_riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     438
_refine_ls_number_reflns         6524
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.046
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'1/[σ²(Fo²)+(0.0517P)²+4.6248P] where P=(Fo²+2Fc²)/3  '
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.117
_reflns_number_gt                5771
_reflns_number_total             6537
_reflns_threshold_expression     >2.0σ(I)
_cod_data_source_file            ic030153y.cif
_cod_data_source_block           '[PPN]2dipic.H2O'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc ' changed to 'calc'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4314221
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x+1/2, y, -z+1/2'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
P(1) P 0.27392(3) 0.02763(2) 0.66426(4) 0.03080(14) Uani 1 1 d . . .
P(2) P 0.38558(3) -0.03447(2) 0.74074(4) 0.03064(14) Uani 1 1 d . . .
O(1W) O 0.06737(11) 0.2500 0.63342(18) 0.0452(6) Uani 1 2 d S . .
O(21) O 0.46134(14) 0.2500 0.9831(2) 0.1040(14) Uani 1 2 d S . .
O(22) O 0.35955(13) 0.2500 1.0167(2) 0.0682(8) Uani 1 2 d S . .
O(61) O 0.47176(11) 0.2500 0.55721(16) 0.0450(5) Uani 1 2 d S . .
O(62) O 0.53766(10) 0.2500 0.67837(17) 0.0491(6) Uani 1 2 d S . .
N(1) N 0.43799(12) 0.2500 0.79895(19) 0.0383(6) Uani 1 2 d S . .
N(12) N 0.31744(8) -0.00841(7) 0.72993(12) 0.0357(4) Uani 1 1 d . . .
C(2) C 0.38939(15) 0.2500 0.8580(2) 0.0404(7) Uani 1 2 d S . .
C(3) C 0.32701(15) 0.2500 0.8264(3) 0.0463(8) Uani 1 2 d S . .
C(4) C 0.31573(16) 0.2500 0.7324(3) 0.0499(9) Uani 1 2 d S . .
C(5) C 0.36620(15) 0.2500 0.6714(3) 0.0418(8) Uani 1 2 d S . .
C(6) C 0.42701(14) 0.2500 0.7077(2) 0.0354(7) Uani 1 2 d S . .
C(21) C 0.40503(18) 0.2500 0.9617(3) 0.0519(9) Uani 1 2 d S . .
C(61) C 0.48417(15) 0.2500 0.6420(2) 0.0384(7) Uani 1 2 d S . .
C(111) C 0.21266(10) -0.01719(9) 0.61772(14) 0.0355(5) Uani 1 1 d . . .
C(112) C 0.16124(11) 0.00526(10) 0.57032(17) 0.0457(6) Uani 1 1 d . . .
C(113) C 0.11543(13) -0.03053(12) 0.53520(19) 0.0544(6) Uani 1 1 d . . .
C(114) C 0.12045(13) -0.08805(12) 0.54576(19) 0.0562(7) Uani 1 1 d . . .
C(115) C 0.17142(15) -0.11087(11) 0.5910(2) 0.0617(7) Uani 1 1 d . . .
C(116) C 0.21741(12) -0.07557(10) 0.62786(18) 0.0483(6) Uani 1 1 d . . .
C(121) C 0.31183(10) 0.06097(8) 0.56710(14) 0.0322(4) Uani 1 1 d . . .
C(122) C 0.34915(10) 0.10886(9) 0.58091(15) 0.0367(5) Uani 1 1 d . . .
C(123) C 0.38371(11) 0.13134(10) 0.50775(17) 0.0437(5) Uani 1 1 d . . .
C(124) C 0.38070(12) 0.10604(11) 0.42101(17) 0.0482(6) Uani 1 1 d . . .
C(125) C 0.34387(12) 0.05900(11) 0.40680(16) 0.0491(6) Uani 1 1 d . . .
C(126) C 0.30927(11) 0.03621(10) 0.47907(15) 0.0410(5) Uani 1 1 d . . .
C(131) C 0.23788(9) 0.08293(8) 0.73159(14) 0.0317(4) Uani 1 1 d . . .
C(132) C 0.20555(10) 0.12722(9) 0.68825(15) 0.0365(5) Uani 1 1 d . . .
C(133) C 0.17361(10) 0.16709(9) 0.74150(16) 0.0388(5) Uani 1 1 d . . .
C(134) C 0.17437(11) 0.16357(10) 0.83663(17) 0.0449(6) Uani 1 1 d . . .
C(135) C 0.20772(12) 0.12073(10) 0.88003(17) 0.0484(6) Uani 1 1 d . . .
C(136) C 0.23935(11) 0.08052(9) 0.82833(15) 0.0380(5) Uani 1 1 d . . .
C(211) C 0.38168(11) -0.08439(9) 0.83452(14) 0.0353(5) Uani 1 1 d . . .
C(212) C 0.32408(12) -0.10557(10) 0.86176(15) 0.0420(5) Uani 1 1 d . . .
C(213) C 0.32016(14) -0.14692(10) 0.93063(16) 0.0512(6) Uani 1 1 d . . .
C(214) C 0.37451(15) -0.16668(10) 0.97161(16) 0.0537(7) Uani 1 1 d . . .
C(215) C 0.43225(14) -0.14579(11) 0.94567(18) 0.0571(7) Uani 1 1 d . . .
C(216) C 0.43564(13) -0.10440(11) 0.87743(18) 0.0511(6) Uani 1 1 d . . .
C(221) C 0.44309(10) 0.01895(9) 0.76720(13) 0.0334(5) Uani 1 1 d . . .
C(222) C 0.50698(11) 0.01053(10) 0.75027(15) 0.0412(5) Uani 1 1 d . . .
C(223) C 0.54979(12) 0.05303(12) 0.77122(17) 0.0518(6) Uani 1 1 d . . .
C(224) C 0.52945(13) 0.10345(11) 0.80953(17) 0.0526(6) Uani 1 1 d . . .
C(225) C 0.46684(13) 0.11179(10) 0.82743(17) 0.0492(6) Uani 1 1 d . . .
C(226) C 0.42324(11) 0.06997(9) 0.80649(15) 0.0397(5) Uani 1 1 d . . .
C(231) C 0.41427(10) -0.07125(9) 0.64024(14) 0.0338(5) Uani 1 1 d . . .
C(232) C 0.41941(12) -0.13006(10) 0.63720(17) 0.0460(6) Uani 1 1 d . . .
C(233) C 0.43941(12) -0.15655(11) 0.55645(19) 0.0528(6) Uani 1 1 d . . .
C(234) C 0.45324(11) -0.12523(12) 0.47873(18) 0.0505(6) Uani 1 1 d . . .
C(235) C 0.44873(12) -0.06685(11) 0.48132(16) 0.0479(6) Uani 1 1 d . . .
C(236) C 0.42977(10) -0.03989(10) 0.56177(15) 0.0408(5) Uani 1 1 d . . .
H(3) H 0.2931 0.2500 0.8693 0.056 Uiso 1 2 calc SR . .
H(4) H 0.2739 0.2500 0.7095 0.060 Uiso 1 2 calc SR . .
H(5) H 0.3595 0.2500 0.6062 0.050 Uiso 1 2 calc SR . .
H(112) H 0.1576 0.0451 0.5621 0.055 Uiso 1 1 calc R . .
H(113) H 0.0802 -0.0151 0.5035 0.065 Uiso 1 1 calc R . .
H(114) H 0.0887 -0.1122 0.5218 0.067 Uiso 1 1 calc R . .
H(115) H 0.1752 -0.1508 0.5971 0.074 Uiso 1 1 calc R . .
H(116) H 0.2522 -0.0914 0.6600 0.058 Uiso 1 1 calc R . .
H(122) H 0.3510 0.1261 0.6404 0.044 Uiso 1 1 calc R . .
H(123) H 0.4093 0.1639 0.5171 0.052 Uiso 1 1 calc R . .
H(124) H 0.4043 0.1214 0.3710 0.058 Uiso 1 1 calc R . .
H(125) H 0.3421 0.0420 0.3471 0.059 Uiso 1 1 calc R . .
H(126) H 0.2838 0.0037 0.4688 0.049 Uiso 1 1 calc R . .
H(132) H 0.2054 0.1301 0.6225 0.044 Uiso 1 1 calc R . .
H(133) H 0.1512 0.1969 0.7120 0.047 Uiso 1 1 calc R . .
H(134) H 0.1520 0.1906 0.8727 0.054 Uiso 1 1 calc R . .
H(135) H 0.2089 0.1190 0.9458 0.058 Uiso 1 1 calc R . .
H(136) H 0.2621 0.0512 0.8586 0.046 Uiso 1 1 calc R . .
H(1W1) H 0.028(2) 0.2500 0.591(4) 0.096(16) Uiso 1 2 d S . .
H(1W2) H 0.050(2) 0.2500 0.691(3) 0.068(13) Uiso 1 2 d S . .
H(212) H 0.2868 -0.0919 0.8333 0.050 Uiso 1 1 calc R . .
H(213) H 0.2804 -0.1613 0.9492 0.061 Uiso 1 1 calc R . .
H(214) H 0.3720 -0.1950 1.0182 0.064 Uiso 1 1 calc R . .
H(215) H 0.4695 -0.1596 0.9742 0.068 Uiso 1 1 calc R . .
H(216) H 0.4754 -0.0896 0.8599 0.061 Uiso 1 1 calc R . .
H(222) H 0.5212 -0.0242 0.7244 0.049 Uiso 1 1 calc R . .
H(223) H 0.5932 0.0474 0.7592 0.062 Uiso 1 1 calc R . .
H(224) H 0.5589 0.1324 0.8235 0.063 Uiso 1 1 calc R . .
H(225) H 0.4532 0.1464 0.8543 0.059 Uiso 1 1 calc R . .
H(226) H 0.3799 0.0761 0.8189 0.048 Uiso 1 1 calc R . .
H(232) H 0.4092 -0.1520 0.6903 0.055 Uiso 1 1 calc R . .
H(233) H 0.4436 -0.1966 0.5549 0.063 Uiso 1 1 calc R . .
H(234) H 0.4659 -0.1437 0.4233 0.061 Uiso 1 1 calc R . .
H(235) H 0.4587 -0.0452 0.4278 0.057 Uiso 1 1 calc R . .
H(236) H 0.4273 0.0003 0.5635 0.049 Uiso 1 1 calc R . .
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
N(12) P(1) C(121) 116.17(10) . . ?
N(12) P(1) C(131) 108.56(9) . . ?
C(121) P(1) C(131) 107.14(9) . . ?
N(12) P(1) C(111) 109.36(10) . . ?
C(121) P(1) C(111) 106.88(10) . . ?
C(131) P(1) C(111) 108.50(10) . . ?
N(12) P(2) C(211) 106.67(10) . . ?
N(12) P(2) C(231) 114.82(10) . . ?
C(211) P(2) C(231) 107.84(10) . . ?
N(12) P(2) C(221) 111.85(10) . . ?
C(211) P(2) C(221) 109.37(10) . . ?
C(231) P(2) C(221) 106.17(10) . . ?
H(1W1) O(1W) H(1W2) 102.00 . . ?
C(6) N(1) C(2) 119.4(3) . . ?
P(1) N(12) P(2) 143.92(12) . . ?
N(1) C(2) C(3) 121.6(3) . . ?
N(1) C(2) C(21) 116.9(3) . . ?
C(3) C(2) C(21) 121.5(3) . . ?
C(4) C(3) C(2) 119.0(3) . . ?
C(3) C(4) C(5) 119.3(3) . . ?
C(4) C(5) C(6) 118.7(3) . . ?
N(1) C(6) C(5) 122.1(3) . . ?
N(1) C(6) C(61) 117.8(3) . . ?
C(5) C(6) C(61) 120.0(3) . . ?
O(21) C(21) O(22) 126.2(4) . . ?
O(21) C(21) C(2) 117.0(3) . . ?
O(22) C(21) C(2) 116.8(3) . . ?
O(61) C(61) O(62) 126.9(3) . . ?
O(61) C(61) C(6) 115.7(3) . . ?
O(62) C(61) C(6) 117.3(3) . . ?
C(116) C(111) C(112) 119.0(2) . . ?
C(116) C(111) P(1) 119.25(18) . . ?
C(112) C(111) P(1) 121.70(16) . . ?
C(113) C(112) C(111) 120.0(2) . . ?
C(114) C(113) C(112) 120.6(3) . . ?
C(113) C(114) C(115) 120.1(2) . . ?
C(114) C(115) C(116) 120.1(2) . . ?
C(111) C(116) C(115) 120.2(2) . . ?
C(122) C(121) C(126) 119.34(19) . . ?
C(122) C(121) P(1) 119.90(16) . . ?
C(126) C(121) P(1) 120.47(16) . . ?
C(123) C(122) C(121) 120.1(2) . . ?
C(124) C(123) C(122) 119.7(2) . . ?
C(125) C(124) C(123) 120.5(2) . . ?
C(124) C(125) C(126) 120.3(2) . . ?
C(125) C(126) C(121) 120.0(2) . . ?
C(136) C(131) C(132) 119.2(2) . . ?
C(136) C(131) P(1) 120.02(16) . . ?
C(132) C(131) P(1) 120.72(16) . . ?
C(133) C(132) C(131) 119.9(2) . . ?
C(134) C(133) C(132) 120.3(2) . . ?
C(133) C(134) C(135) 120.1(2) . . ?
C(136) C(135) C(134) 120.5(2) . . ?
C(135) C(136) C(131) 120.0(2) . . ?
C(212) C(211) C(216) 119.0(2) . . ?
C(212) C(211) P(2) 119.52(17) . . ?
C(216) C(211) P(2) 121.40(18) . . ?
C(211) C(212) C(213) 120.6(2) . . ?
C(214) C(213) C(212) 119.4(3) . . ?
C(215) C(214) C(213) 120.7(2) . . ?
C(214) C(215) C(216) 119.4(2) . . ?
C(211) C(216) C(215) 120.8(2) . . ?
C(222) C(221) C(226) 119.2(2) . . ?
C(222) C(221) P(2) 121.75(16) . . ?
C(226) C(221) P(2) 119.00(17) . . ?
C(223) C(222) C(221) 119.9(2) . . ?
C(224) C(223) C(222) 120.2(2) . . ?
C(225) C(224) C(223) 120.2(2) . . ?
C(224) C(225) C(226) 120.4(2) . . ?
C(225) C(226) C(221) 120.0(2) . . ?
C(236) C(231) C(232) 119.1(2) . . ?
C(236) C(231) P(2) 118.66(16) . . ?
C(232) C(231) P(2) 122.25(17) . . ?
C(233) C(232) C(231) 119.9(2) . . ?
C(234) C(233) C(232) 120.5(2) . . ?
C(233) C(234) C(235) 120.0(2) . . ?
C(234) C(235) C(236) 120.1(2) . . ?
C(235) C(236) C(231) 120.4(2) . . ?
O(1W) H(1W1) O(21) 179.15 . . ?
O(1W) H(1W2) O(62) 163.94 . . ?
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
P(1) N(12) 1.5741(18) . ?
P(1) C(121) 1.798(2) . ?
P(1) C(131) 1.798(2) . ?
P(1) C(111) 1.808(2) . ?
P(2) N(12) 1.5826(18) . ?
P(2) C(211) 1.795(2) . ?
P(2) C(231) 1.796(2) . ?
P(2) C(221) 1.798(2) . ?
O(21) C(21) 1.238(5) . ?
O(22) C(21) 1.251(4) . ?
O(61) C(61) 1.250(4) . ?
O(62) C(61) 1.253(4) . ?
O(1W) H(1W1) 1.0400 . ?
O(1W) H(1W2) 0.9200 . ?
N(1) C(6) 1.336(4) . ?
N(1) C(2) 1.340(4) . ?
C(2) C(3) 1.403(5) . ?
C(2) C(21) 1.531(5) . ?
C(3) C(4) 1.378(5) . ?
C(4) C(5) 1.388(5) . ?
C(5) C(6) 1.396(4) . ?
C(6) C(61) 1.542(4) . ?
C(111) C(116) 1.389(3) . ?
C(111) C(112) 1.395(3) . ?
C(112) C(113) 1.386(3) . ?
C(113) C(114) 1.370(4) . ?
C(114) C(115) 1.375(4) . ?
C(115) C(116) 1.391(4) . ?
C(121) C(122) 1.395(3) . ?
C(121) C(126) 1.398(3) . ?
C(122) C(123) 1.391(3) . ?
C(123) C(124) 1.387(3) . ?
C(124) C(125) 1.374(4) . ?
C(125) C(126) 1.384(3) . ?
C(131) C(136) 1.396(3) . ?
C(131) C(132) 1.398(3) . ?
C(132) C(133) 1.392(3) . ?
C(133) C(134) 1.374(3) . ?
C(134) C(135) 1.385(3) . ?
C(135) C(136) 1.382(3) . ?
C(211) C(212) 1.381(3) . ?
C(211) C(216) 1.387(3) . ?
C(212) C(213) 1.394(3) . ?
C(213) C(214) 1.380(4) . ?
C(214) C(215) 1.376(4) . ?
C(215) C(216) 1.388(3) . ?
C(221) C(222) 1.396(3) . ?
C(221) C(226) 1.396(3) . ?
C(222) C(223) 1.388(3) . ?
C(223) C(224) 1.381(4) . ?
C(224) C(225) 1.371(4) . ?
C(225) C(226) 1.388(3) . ?
C(231) C(236) 1.391(3) . ?
C(231) C(232) 1.393(3) . ?
C(232) C(233) 1.388(3) . ?
C(233) C(234) 1.374(4) . ?
C(234) C(235) 1.381(4) . ?
C(235) C(236) 1.383(3) . ?
H(1W1) O(1W) 1.0373 . ?
H(1W1) O(1W) 1.0373 . ?
H(1W1) O(21) 1.7759 . ?
H(1W1) O(21) 1.7759 4_456 ?
H(1W2) O(1W) 0.9088 . ?
H(1W2) O(1W) 0.9088 . ?
H(1W2) O(62) 1.9017 . ?
H(1W2) O(62) 1.9017 4_456 ?
