#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:41:09 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179671 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/24/4512499.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_4512499
loop_
_publ_author_name
'Knichal, Jane V.'
'Gee, William J.'
'Burrows, Andrew D.'
'Raithby, Paul R.'
'Wilson, Chick C.'
_publ_section_title
;
 Role of Ethynyl-Derived Weak Hydrogen-Bond Interactions in the
 Supramolecular Structures of 1D, 2D, and 3D Coordination Polymers
 Containing 5-Ethynyl-1,3-benzenedicarboxylate
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              465
_journal_paper_doi               10.1021/cg501535b
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C14 H16 O6 Pb S2'
_chemical_formula_sum            'C14 H16 O6 Pb S2'
_chemical_formula_weight         551.58
_chemical_name_systematic
; 
 1 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 115.088(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9878(5)
_cell_length_b                   17.8249(6)
_cell_length_c                   10.5770(4)
_cell_measurement_reflns_used    3001
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.3872
_cell_measurement_theta_min      3.1157
_cell_volume                     1705.39(15)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics    'POV-Ray, version 3.6, 2004'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.3795
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.871
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0849
_diffrn_reflns_av_sigmaI/netI    0.1060
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14229
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         30.45
_diffrn_reflns_theta_min         3.12
_exptl_absorpt_coefficient_mu    10.163
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72795
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.148
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_refine_diff_density_max         2.947
_refine_diff_density_min         -1.519
_refine_diff_density_rms         0.286
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         4512
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1031
_refine_ls_R_factor_gt           0.0600
_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)+(0.0519P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1121
_refine_ls_wR_factor_ref         0.1294
_reflns_number_gt                3066
_reflns_number_total             4512
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg501535b_si_002.cif
_cod_data_source_block           c:\prr2
_cod_depositor_comments
'Adding full bibliography for 4512498--4512503.cif.'
_cod_database_code               4512499
#BEGIN Tags that were not found in dictionaries:
_cell_oxdiff_length_a            9.9833(6)
_cell_oxdiff_length_b            17.8272(7)
_cell_oxdiff_length_c            10.5761(5)
_cell_oxdiff_angle_alpha         90.015(4)
_cell_oxdiff_angle_beta          115.038(5)
_cell_oxdiff_angle_gamma         90.032(4)
_cell_oxdiff_volume              1705.39(14)
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Pb1 Pb 0.98313(4) 0.091295(18) 0.90428(3) 0.02146(12) Uani 1 1 d . . .
S1 S 1.0366(3) 0.24704(14) 1.1189(2) 0.0278(6) Uani 1 1 d . . .
O1 O 0.7427(8) 0.1314(4) 0.9522(6) 0.0270(15) Uani 1 1 d . . .
C1 C 0.7991(11) 0.0950(5) 1.0629(9) 0.0209(19) Uani 1 1 d . . .
S2 S 1.0175(7) 0.2209(3) 0.6343(5) 0.0336(7) Uani 0.50 1 d P A 1
O2 O 0.9329(7) 0.0729(4) 1.1168(6) 0.0268(15) Uani 1 1 d . . .
C2 C 0.7043(11) 0.0756(4) 1.1369(8) 0.0177(19) Uani 1 1 d . . .
S3 S 0.9941(7) 0.1503(3) 0.5743(5) 0.0336(7) Uani 0.50 1 d P B 2
O3 O 0.2461(8) 0.1051(4) 0.9330(7) 0.0287(16) Uani 1 1 d . . .
C3 C 0.5524(11) 0.0856(5) 1.0695(9) 0.0203(19) Uani 1 1 d . . .
H3 H 0.5106 0.1054 0.9774 0.024 Uiso 1 1 calc R A .
O4 O 0.2129(8) 0.0563(4) 1.1084(6) 0.0250(14) Uani 1 1 d . . .
C4 C 0.4610(11) 0.0677(5) 1.1315(9) 0.023(2) Uani 1 1 d . . .
C5 C 0.5205(11) 0.0391(5) 1.2657(9) 0.024(2) Uani 1 1 d . . .
H5 H 0.4577 0.0273 1.3097 0.029 Uiso 1 1 calc R A .
C6 C 0.6742(11) 0.0273(5) 1.3374(8) 0.0205(19) Uani 1 1 d . . .
C7 C 0.7635(11) 0.0453(5) 1.2702(9) 0.023(2) Uani 1 1 d . . .
H7 H 0.8670 0.0367 1.3167 0.027 Uiso 1 1 calc R A .
C8 C 0.7341(12) -0.0007(5) 1.4771(9) 0.027(2) Uani 1 1 d . . .
C9 C 0.7857(14) -0.0240(6) 1.5922(10) 0.036(3) Uani 1 1 d . . .
H9 H 0.8273 -0.0428 1.6850 0.044 Uiso 1 1 calc R . .
C10 C 0.2958(11) 0.0766(5) 1.0545(10) 0.024(2) Uani 1 1 d . . .
C11 C 1.2063(12) 0.2235(5) 1.2625(9) 0.032(2) Uani 1 1 d . . .
H11C H 1.2094 0.1693 1.2794 0.049 Uiso 1 1 calc R . .
H11A H 1.2137 0.2504 1.3460 0.049 Uiso 1 1 calc R . .
H11B H 1.2892 0.2377 1.2410 0.049 Uiso 1 1 calc R . .
C12 C 1.0664(14) 0.3448(5) 1.1082(10) 0.038(3) Uani 1 1 d . . .
H12A H 1.1568 0.3524 1.0949 0.057 Uiso 1 1 calc R . .
H12B H 1.0768 0.3694 1.1947 0.057 Uiso 1 1 calc R . .
H12C H 0.9822 0.3664 1.0291 0.057 Uiso 1 1 calc R . .
C13 C 0.897(3) 0.2089(11) 0.433(2) 0.0336(7) Uani 0.50 1 d P A 1
H13A H 0.8999 0.1565 0.4070 0.050 Uiso 0.50 1 calc PR A 1
H13B H 0.9358 0.2412 0.3817 0.050 Uiso 0.50 1 calc PR A 1
H13C H 0.7944 0.2232 0.4109 0.050 Uiso 0.50 1 calc PR A 1
C14 C 1.174(3) 0.1675(11) 0.628(2) 0.0336(7) Uani 0.50 1 d P A 1
H14A H 1.2425 0.1529 0.7223 0.050 Uiso 0.50 1 calc PR A 1
H14B H 1.2254 0.1990 0.5864 0.050 Uiso 0.50 1 calc PR A 1
H14C H 1.1358 0.1224 0.5703 0.050 Uiso 0.50 1 calc PR A 1
C16 C 0.906(3) 0.2375(11) 0.452(2) 0.0336(7) Uani 0.50 1 d P B 2
H16A H 0.8389 0.2636 0.4828 0.050 Uiso 0.50 1 calc PR B 2
H16B H 0.8512 0.2204 0.3556 0.050 Uiso 0.50 1 calc PR B 2
H16C H 0.9849 0.2719 0.4570 0.050 Uiso 0.50 1 calc PR B 2
C15 C 1.169(3) 0.1954(11) 0.627(2) 0.0336(7) Uani 0.50 1 d P B 2
H15A H 1.1540 0.2494 0.6103 0.050 Uiso 0.50 1 calc PR B 2
H15B H 1.2202 0.1750 0.5740 0.050 Uiso 0.50 1 calc PR B 2
H15C H 1.2285 0.1865 0.7272 0.050 Uiso 0.50 1 calc PR B 2
O5 O 1.0456(8) 0.2142(3) 0.9901(6) 0.0288(16) Uani 1 1 d . . .
O6 O 0.9373(9) 0.1674(4) 0.6783(6) 0.0336(7) Uani 0.50 1 d P A 1
O7 O 0.9373(9) 0.1674(4) 0.6783(6) 0.0336(7) Uani 0.50 1 d P B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
O5 Pb1 O4 84.4(2) . 1_655
O5 Pb1 O2 84.1(2) . .
O4 Pb1 O2 69.6(2) 1_655 .
O5 Pb1 O3 76.8(2) . 1_655
O4 Pb1 O3 52.2(2) 1_655 1_655
O2 Pb1 O3 119.7(2) . 1_655
O5 Pb1 O6 77.6(2) . .
O4 Pb1 O6 131.9(2) 1_655 .
O2 Pb1 O6 149.1(2) . .
O3 Pb1 O6 80.2(2) 1_655 .
O5 Pb1 O1 78.3(2) . .
O4 Pb1 O1 117.6(2) 1_655 .
O2 Pb1 O1 49.51(19) . .
O3 Pb1 O1 153.8(2) 1_655 .
O6 Pb1 O1 101.9(2) . .
O5 Pb1 C10 79.7(2) . 1_655
O4 Pb1 C10 25.7(2) 1_655 1_655
O2 Pb1 C10 94.4(2) . 1_655
O3 Pb1 C10 26.4(2) 1_655 1_655
O6 Pb1 C10 106.4(3) . 1_655
O1 Pb1 C10 139.1(2) . 1_655
O5 S1 C12 104.1(5) . .
O5 S1 C11 106.1(5) . .
C12 S1 C11 99.3(5) . .
C1 O1 Pb1 87.5(6) . .
O1 C1 O2 123.6(9) . .
O1 C1 C2 118.5(9) . .
O2 C1 C2 118.0(8) . .
O6 S2 C14 105.3(8) . .
O6 S2 C13 96.1(8) . .
C14 S2 C13 92.5(11) . .
C1 O2 Pb1 97.4(5) . .
C7 C2 C3 118.3(9) . .
C7 C2 C1 121.9(9) . .
C3 C2 C1 119.7(8) . .
C15 S3 C16 87.5(11) . .
C10 O3 Pb1 91.4(6) . 1_455
C4 C3 C2 122.0(9) . .
C4 C3 H3 119.0 . .
C2 C3 H3 119.0 . .
C10 O4 Pb1 94.5(6) . 1_455
C3 C4 C5 119.6(9) . .
C3 C4 C10 121.1(8) . .
C5 C4 C10 119.3(9) . .
C4 C5 C6 120.2(9) . .
C4 C5 H5 119.9 . .
C6 C5 H5 119.9 . .
C7 C6 C5 118.5(8) . .
C7 C6 C8 122.0(9) . .
C5 C6 C8 119.5(9) . .
C2 C7 C6 121.3(9) . .
C2 C7 H7 119.4 . .
C6 C7 H7 119.4 . .
C9 C8 C6 178.9(12) . .
C8 C9 H9 180.0 . .
O4 C10 O3 122.0(9) . .
O4 C10 C4 120.8(8) . .
O3 C10 C4 117.2(9) . .
O4 C10 Pb1 59.8(5) . 1_455
O3 C10 Pb1 62.2(5) . 1_455
C4 C10 Pb1 178.8(6) . 1_455
S1 C11 H11C 109.5 . .
S1 C11 H11A 109.5 . .
H11C C11 H11A 109.5 . .
S1 C11 H11B 109.5 . .
H11C C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
S1 C12 H12A 109.5 . .
S1 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
S1 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
S3 C16 H16A 109.5 . .
S3 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
S3 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
S3 C15 H15A 109.5 . .
S3 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
S3 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
S1 O5 Pb1 126.7(4) . .
S2 O6 Pb1 137.0(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pb1 O5 2.353(6) .
Pb1 O4 2.473(6) 1_655
Pb1 O2 2.524(7) .
Pb1 O3 2.525(7) 1_655
Pb1 O6 2.614(6) .
Pb1 O1 2.751(7) .
Pb1 C10 2.853(10) 1_655
S1 O5 1.520(7) .
S1 C12 1.780(10) .
S1 C11 1.781(10) .
O1 C1 1.244(10) .
C1 O2 1.273(12) .
C1 C2 1.502(13) .
S2 O6 1.444(9) .
S2 C14 1.86(3) .
S2 C13 1.96(2) .
C2 C7 1.386(12) .
C2 C3 1.387(13) .
S3 C15 1.78(3) .
S3 C16 1.97(2) .
O3 C10 1.270(11) .
O3 Pb1 2.524(7) 1_455
C3 C4 1.369(14) .
C3 H3 0.9500 .
O4 C10 1.243(12) .
O4 Pb1 2.473(6) 1_455
C4 C5 1.384(12) .
C4 C10 1.507(14) .
C5 C6 1.409(13) .
C5 H5 0.9500 .
C6 C7 1.393(13) .
C6 C8 1.429(12) .
C7 H7 0.9500 .
C8 C9 1.178(13) .
C9 H9 0.9500 .
C10 Pb1 2.853(10) 1_455
C11 H11C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
