#------------------------------------------------------------------------------
#$Date: 2016-02-13 21:28:24 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176429 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/51/7035108.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_7035108
loop_
_publ_author_name
'Bryant, Macguire R.'
'Burrows, Andrew D.'
'Fitchett, Christopher M.'
'Hawes, Chris S.'
'Hunter, Sally O.'
'Keenan, Luke L.'
'Kelly, David J.'
'Kruger, Paul E.'
'Mahon, Mary F.'
'Richardson, Christopher'
_publ_section_title
;
 The synthesis and characterisation of coordination and hydrogen-bonded
 networks based on 4-(3,5-dimethyl-1H-pyrazol-4-yl)benzoic acid.
;
_journal_issue                   19
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9269
_journal_page_last               9280
_journal_paper_doi               10.1039/c5dt00011d
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C13 H15 Cd0.5 N2 O3, 1.8(C O)'
_chemical_formula_sum            'C14.8 H22.2 Cd0.5 N2 O4.8'
_chemical_formula_weight         361.15
_chemical_properties_physical    'Loses solvent immediately.'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_Int_Tables_number      15
_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             2014-12-29
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2015-03-12 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 119.841(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.2670(4)
_cell_length_b                   21.2820(4)
_cell_length_c                   12.6080(4)
_cell_measurement_reflns_used    98871
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     3553.34(18)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'Denzo & Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  '95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            29301
_diffrn_reflns_theta_full        27.45
_diffrn_reflns_theta_max         27.45
_diffrn_reflns_theta_min         3.83
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.668
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1499
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.824
_refine_diff_density_min         -0.553
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       0.0011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4032
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0342
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0493P)²+6.2410P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0893
_refine_ls_wR_factor_ref         0.0929
_reflns_number_gt                3659
_reflns_number_total             4032
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt00011d2.cif
_cod_data_source_block           h11adb06
_cod_depositor_comments
'Adding full bibliography for 7035103--7035111.cif.'
_cod_original_cell_volume        3553.34(16)
_cod_original_formula_sum        'C14.80 H22.20 Cd0.50 N2 O4.80'
_cod_database_code               7035108
#BEGIN Tags that were not found in dictionaries:
_olex2_refinement_description
;
1. Others
 Fixed Sof: O6(0.5) O4A(0.35) O5A(0.5) O4B(0.15) O5B(0.3) C8(0.8) C9(0.5)
 Fixed U12: Cd1(0) C10(0)
 Fixed U23: Cd1(0) C10(0)
 Fixed Uiso: H1(0.032) H2(0.034) H3(0.034) H5(0.04) H6(0.039) H11A(0.08)
 H11B(0.08) H11C(0.08) H31A(0.053) H31B(0.053) H31C(0.053) H51A(0.061)
 H51B(0.061) H51C(0.061)
 Fixed X: Cd1(0.5) H1(0.7375) H2(0.714) H3(0.6709) H5(0.8352) H6(0.8871)
 C10(1) H11A(0.4432) H11B(0.4582) H11C(0.5421) H31A(0.467) H31B(0.5226)
 H31C(0.5237) H51A(0.9057) H51B(0.9269) H51C(0.8996)
 Fixed Y: H1(0.6938) H2(0.4031) H3(0.5037) H5(0.4764) H6(0.3793) H11A(0.7488)
 H11B(0.6742) H11C(0.7181) H31A(0.584) H31B(0.5176) H31C(0.5668) H51A(0.6544)
 H51B(0.5977) H51C(0.5833)
 Fixed Z: Cd1(0.25) H1(0.3979) H2(0.0521) H3(0.0848) H5(0.4504) H6(0.4176)
 C10(0.25) H11A(-0.0879) H11B(-0.0808) H11C(0.0231) H31A(0.1212) H31B(0.1423)
 H31C(0.047) H51A(0.4984) H51B(0.4309) H51C(0.5358)
;
_olex2_submission_special_instructions 'No special instructions were received'
#END Tags that were not found in dictionaries
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 '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
Cd1 Cd 0.5000 0.720424(10) 0.2500 0.02159(11) Uani 1 2 d S . .
O1 O 0.78136(14) 0.28929(8) 0.11193(16) 0.0280(4) Uani 1 1 d . . .
O2 O 0.92123(14) 0.29751(9) 0.29342(17) 0.0352(4) Uani 1 1 d . . .
O3 O 0.41901(15) 0.70781(10) 0.03580(18) 0.0363(4) Uani 1 1 d D . .
O6 O 1.0337(7) 0.6021(5) 0.3094(8) 0.139(4) Uani 0.50 1 d PD . .
O4A O 0.8798(7) 0.8211(4) 0.1456(8) 0.078(2) Uani 0.35 1 d PD A 2
O5A O 0.8854(6) 0.6893(5) 0.1580(8) 0.116(3) Uani 0.50 1 d PD B 1
O4B O 0.877(3) 0.8802(19) 0.0587(11) 0.155(13) Uani 0.15 1 d PDU A 1
O5B O 0.7928(10) 0.7114(5) 0.1556(9) 0.101(5) Uani 0.30 1 d PD B 2
N1 N 0.71697(15) 0.65866(10) 0.35589(19) 0.0263(4) Uani 1 1 d . . .
H1 H 0.7375 0.6938 0.3979 0.032 Uiso 1 1 calc R . .
N2 N 0.62071(15) 0.64838(9) 0.26549(19) 0.0263(4) Uani 1 1 d . . .
C1 C 0.80460(18) 0.38115(11) 0.2315(2) 0.0261(5) Uani 1 1 d . . .
C2 C 0.74014(19) 0.41829(11) 0.1331(2) 0.0282(5) Uani 1 1 d . . .
H2 H 0.7140 0.4031 0.0521 0.034 Uiso 1 1 calc R . .
C3 C 0.71362(19) 0.47803(11) 0.1529(2) 0.0286(5) Uani 1 1 d . . .
H3 H 0.6709 0.5037 0.0848 0.034 Uiso 1 1 calc R . .
C4 C 0.74885(18) 0.50083(11) 0.2714(2) 0.0266(5) Uani 1 1 d . . .
C5 C 0.8120(2) 0.46237(12) 0.3691(2) 0.0332(6) Uani 1 1 d . . .
H5 H 0.8352 0.4764 0.4504 0.040 Uiso 1 1 calc R . .
C6 C 0.8414(2) 0.40401(12) 0.3497(2) 0.0327(6) Uani 1 1 d . . .
H6 H 0.8871 0.3793 0.4176 0.039 Uiso 1 1 calc R . .
C7 C 0.83762(18) 0.31781(11) 0.2102(2) 0.0255(5) Uani 1 1 d . . .
C8 C 0.7894(6) 0.6621(4) 0.0808(8) 0.118(3) Uani 0.80 1 d PD . .
C9 C 0.9250(9) 0.8808(5) 0.1884(10) 0.092(3) Uani 0.50 1 d PD . .
C10 C 1.0000 0.5428(5) 0.2500 0.108(3) Uani 1 2 d SD . .
C11 C 0.4695(3) 0.71262(18) -0.0328(3) 0.0533(9) Uani 1 1 d . . .
H11A H 0.4432 0.7488 -0.0879 0.080 Uiso 1 1 calc R . .
H11B H 0.4582 0.6742 -0.0808 0.080 Uiso 1 1 calc R . .
H11C H 0.5421 0.7181 0.0231 0.080 Uiso 1 1 calc R . .
C31 C 0.5252(2) 0.56226(12) 0.1253(3) 0.0356(6) Uani 1 1 d . . .
H31A H 0.4670 0.5840 0.1212 0.053 Uiso 1 1 calc R . .
H31B H 0.5226 0.5176 0.1423 0.053 Uiso 1 1 calc R . .
H31C H 0.5237 0.5668 0.0470 0.053 Uiso 1 1 calc R . .
C51 C 0.8868(2) 0.61134(14) 0.4678(3) 0.0406(7) Uani 1 1 d . . .
H51A H 0.9057 0.6544 0.4984 0.061 Uiso 1 1 calc R . .
H51B H 0.9269 0.5977 0.4309 0.061 Uiso 1 1 calc R . .
H51C H 0.8996 0.5833 0.5358 0.061 Uiso 1 1 calc R . .
C3' C 0.62049(18) 0.59038(11) 0.2249(2) 0.0264(5) Uani 1 1 d . . .
C4' C 0.71783(18) 0.56362(11) 0.2902(2) 0.0255(5) Uani 1 1 d . . .
C5' C 0.77731(19) 0.60931(11) 0.3741(2) 0.0274(5) Uani 1 1 d . . .
H3A H 0.3483(7) 0.7033(19) -0.016(3) 0.066(12) Uiso 1 1 d 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'
O O 0.0106 0.0060 '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'
Cd Cd -0.8075 1.2024 '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
O2 Cd1 O2 86.74(11) 4_655 3_455
O2 Cd1 O3 108.74(7) 4_655 2_655
O2 Cd1 O3 81.03(7) 3_455 2_655
O2 Cd1 O3 81.03(7) 4_655 .
O2 Cd1 O3 108.74(7) 3_455 .
O2 Cd1 N2 162.36(7) 4_655 2_655
O2 Cd1 N2 90.22(8) 4_655 .
O2 Cd1 N2 162.36(7) 3_455 .
O2 Cd1 N2 90.22(8) 3_455 2_655
O3 Cd1 O3 166.94(10) . 2_655
N2 Cd1 O3 83.52(7) . 2_655
N2 Cd1 O3 83.52(7) 2_655 .
N2 Cd1 O3 87.89(7) 2_655 2_655
N2 Cd1 O3 87.89(7) . .
N2 Cd1 N2 97.68(10) 2_655 .
C7 O2 Cd1 119.27(16) . 3_545
Cd1 O3 H3A 125(3) . .
C11 O3 Cd1 123.66(19) . .
C11 O3 H3A 111(3) . .
O6 O6 C10 62.2(4) 2_755 .
N2 N1 H1 123.7 . .
C5' N1 H1 123.7 . .
C5' N1 N2 112.5(2) . .
N1 N2 Cd1 116.45(14) . .
C3' N2 Cd1 136.48(17) . .
C3' N2 N1 105.43(19) . .
C2 C1 C6 119.2(2) . .
C2 C1 C7 120.1(2) . .
C6 C1 C7 120.6(2) . .
C1 C2 H2 120.0 . .
C1 C2 C3 120.1(2) . .
C3 C2 H2 120.0 . .
C2 C3 H3 119.5 . .
C2 C3 C4 121.1(2) . .
C4 C3 H3 119.5 . .
C3 C4 C4' 120.1(2) . .
C5 C4 C3 118.1(2) . .
C5 C4 C4' 121.8(2) . .
C4 C5 H5 119.5 . .
C6 C5 C4 120.9(2) . .
C6 C5 H5 119.5 . .
C1 C6 H6 119.7 . .
C5 C6 C1 120.6(2) . .
C5 C6 H6 119.7 . .
O1 C7 O2 124.6(2) . .
O1 C7 C1 118.8(2) . .
O2 C7 C1 116.6(2) . .
O5B C8 O5A 63.3(7) . .
O4A C9 O4B 71.3(17) . .
O4A C9 C9 116.2(6) . 2_755
O4B C9 C9 128.3(19) . 2_755
O6 C10 O6 55.6(8) . 2_755
O3 C11 H11A 109.5 . .
O3 C11 H11B 109.5 . .
O3 C11 H11C 109.5 . .
H11A C11 H11B 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
H31A C31 H31B 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C3' C31 H31A 109.5 . .
C3' C31 H31B 109.5 . .
C3' C31 H31C 109.5 . .
H51A C51 H51B 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
C5' C51 H51A 109.5 . .
C5' C51 H51B 109.5 . .
C5' C51 H51C 109.5 . .
N2 C3' C31 120.5(2) . .
N2 C3' C4' 110.4(2) . .
C4' C3' C31 129.1(2) . .
C3' C4' C4 126.9(2) . .
C5' C4' C4 128.0(2) . .
C5' C4' C3' 105.1(2) . .
N1 C5' C51 121.1(2) . .
N1 C5' C4' 106.5(2) . .
C4' C5' C51 132.3(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cd1 O2 2.2565(18) 4_655
Cd1 O2 2.2565(18) 3_455
Cd1 O3 2.3604(19) .
Cd1 O3 2.3604(19) 2_655
Cd1 N2 2.329(2) 2_655
Cd1 N2 2.329(2) .
O1 C7 1.258(3) .
O2 Cd1 2.2566(18) 3_545
O2 C7 1.259(3) .
O3 C11 1.420(4) .
O3 H3A 0.948(5) .
O6 O6 1.330(16) 2_755
O6 C10 1.426(5) .
O4A C9 1.419(5) .
O5A C8 1.418(5) .
O4B C9 1.420(5) .
O5B C8 1.393(5) .
N1 H1 0.8800 .
N1 N2 1.356(3) .
N1 C5' 1.339(3) .
N2 C3' 1.336(3) .
C1 C2 1.384(3) .
C1 C6 1.393(4) .
C1 C7 1.509(3) .
C2 H2 0.9500 .
C2 C3 1.394(3) .
C3 H3 0.9500 .
C3 C4 1.399(3) .
C4 C5 1.391(3) .
C4 C4' 1.476(3) .
C5 H5 0.9500 .
C5 C6 1.383(3) .
C6 H6 0.9500 .
C9 C9 2.03(2) 2_755
C10 O6 1.426(5) 2_755
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C31 C3' 1.494(3) .
C51 H51A 0.9800 .
C51 H51B 0.9800 .
C51 H51C 0.9800 .
C51 C5' 1.492(4) .
C3' C4' 1.412(3) .
C4' C5' 1.390(3) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
Cd1 O2 C7 O1 18.2(4) 3_545
Cd1 O2 C7 C1 -161.34(17) 3_545
Cd1 N2 C3' C31 14.8(4) .
Cd1 N2 C3' C4' -164.20(19) .
O2 Cd1 O3 C11 40.0(2) 4_655
O2 Cd1 O3 C11 123.4(2) 3_455
O2 Cd1 N2 N1 63.43(17) 4_655
O2 Cd1 N2 N1 -16.5(4) 3_455
O2 Cd1 N2 C3' 146.3(3) 3_455
O2 Cd1 N2 C3' -133.8(3) 4_655
O3 Cd1 O3 C11 -99.4(2) 2_655
O3 Cd1 N2 N1 144.45(17) .
O3 Cd1 N2 N1 -45.41(17) 2_655
O3 Cd1 N2 C3' 117.4(3) 2_655
O3 Cd1 N2 C3' -52.8(3) .
N1 N2 C3' C31 178.8(2) .
N1 N2 C3' C4' -0.1(3) .
N2 Cd1 O3 C11 -148.6(2) 2_655
N2 Cd1 O3 C11 -50.6(2) .
N2 Cd1 N2 N1 -132.38(19) 2_655
N2 Cd1 N2 C3' 30.4(2) 2_655
N2 N1 C5' C51 178.8(2) .
N2 N1 C5' C4' 0.5(3) .
N2 C3' C4' C4 -179.0(2) .
N2 C3' C4' C5' 0.4(3) .
C1 C2 C3 C4 -1.9(4) .
C2 C1 C6 C5 1.7(4) .
C2 C1 C7 O1 -26.1(4) .
C2 C1 C7 O2 153.5(3) .
C2 C3 C4 C5 0.6(4) .
C2 C3 C4 C4' -178.5(2) .
C3 C4 C5 C6 1.8(4) .
C3 C4 C4' C3' 41.5(4) .
C3 C4 C4' C5' -137.8(3) .
C4 C5 C6 C1 -3.0(4) .
C4 C4' C5' N1 178.9(2) .
C4 C4' C5' C51 0.8(5) .
C5 C4 C4' C3' -137.6(3) .
C5 C4 C4' C5' 43.2(4) .
C6 C1 C2 C3 0.7(4) .
C6 C1 C7 O1 156.4(3) .
C6 C1 C7 O2 -24.0(4) .
C7 C1 C2 C3 -176.9(2) .
C7 C1 C6 C5 179.3(3) .
C31 C3' C4' C4 2.2(5) .
C31 C3' C4' C5' -178.4(3) .
C3' C4' C5' N1 -0.5(3) .
C3' C4' C5' C51 -178.5(3) .
C4' C4 C5 C6 -179.1(3) .
C5' N1 N2 Cd1 167.60(17) .
C5' N1 N2 C3' -0.2(3) .
