#------------------------------------------------------------------------------
#$Date: 2016-03-26 23:04:24 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180528 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/97/7219778.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_7219778
loop_
_publ_author_name
'Clegg, William'
'Holcroft, James M.'
'Martin, Nicola C.'
_publ_section_title
;
 Copper pyromellitates: a complex story
;
_journal_issue                   14
_journal_name_full               CrystEngComm
_journal_page_first              2857
_journal_paper_doi               10.1039/C5CE00470E
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C10 H2 O8 Cu K2,4 H2 O'
_chemical_formula_sum            'C10 H10 Cu K2 O12'
_chemical_formula_weight         463.92
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-01-16 deposited with the CCDC.
2015-02-02 downloaded from the CCDC.
;
_cell_angle_alpha                112.867(10)
_cell_angle_beta                 90.411(13)
_cell_angle_gamma                104.192(10)
_cell_formula_units_Z            2
_cell_length_a                   7.7391(15)
_cell_length_b                   10.6004(19)
_cell_length_c                   10.6159(19)
_cell_measurement_reflns_used    32
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10.0
_cell_volume                     772.8(3)
_computing_cell_refinement       'Stoe DIF4'
_computing_data_collection       'Stoe DIF4'
_computing_data_reduction        'local programs'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  SHELXL-2014/7
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Stoe-Siemens four-circle diffractometer'
_diffrn_measurement_method       'ω/θ scans with on-line profile fitting'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5452
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.982
_diffrn_reflns_theta_max         24.982
_diffrn_reflns_theta_min         2.096
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    2.016
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SHELXTL
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.994
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             466
_exptl_crystal_recrystallization_method
'Obtained direct from slow diffusion synthesis'
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.717
_refine_diff_density_min         -0.552
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2726
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0285
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0457P)²+0.7234P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0789
_refine_ls_wR_factor_ref         0.0837
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2383
_reflns_number_total             2726
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5ce00470e2.cif
_cod_data_source_block           kw23
_cod_depositor_comments
'Adding full bibliography for 7219775--7219784.cif.'
_cod_database_code               7219778
#BEGIN Tags that were not found in dictionaries:
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.378
_shelx_estimated_absorpt_t_max   0.924
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cu Cu 0.50268(4) 0.23363(3) 0.76455(3) 0.01668(12) Uani 1 1 d . .
K1 K 0.82029(10) 0.19096(7) 0.49184(7) 0.03570(18) Uani 1 1 d . .
K2 K 0.80028(11) 0.51691(8) 0.14863(7) 0.0412(2) Uani 1 1 d . .
C1 C 0.3343(3) 0.2414(3) 0.3963(2) 0.0170(5) Uani 1 1 d . .
C2 C 0.3886(3) 0.1380(3) 0.2879(3) 0.0168(5) Uani 1 1 d . .
C3 C 0.4133(4) 0.1544(3) 0.1651(3) 0.0203(5) Uani 1 1 d . .
H3 H 0.4512 0.0864 0.0934 0.024 Uiso 1 1 calc R U
C4 C 0.3826(4) 0.2701(3) 0.1475(3) 0.0182(5) Uani 1 1 d . .
C5 C 0.3275(4) 0.3735(3) 0.2553(3) 0.0177(5) Uani 1 1 d . .
C6 C 0.3035(4) 0.3577(3) 0.3789(3) 0.0187(5) Uani 1 1 d . .
H6 H 0.2663 0.4260 0.4508 0.022 Uiso 1 1 calc R U
C7 C 0.3227(4) 0.2355(3) 0.5358(3) 0.0200(5) Uani 1 1 d . .
C8 C 0.4038(4) 0.0008(3) 0.2930(2) 0.0190(5) Uani 1 1 d . .
C9 C 0.3981(4) 0.2730(3) 0.0071(3) 0.0191(5) Uani 1 1 d . .
C10 C 0.3091(4) 0.5083(3) 0.2463(3) 0.0216(6) Uani 1 1 d . .
O1 O 0.2030(3) 0.2735(2) 0.6053(2) 0.0303(5) Uani 1 1 d . .
O2 O 0.4480(3) 0.1924(2) 0.57214(18) 0.0271(4) Uani 1 1 d . .
O3 O 0.2667(3) -0.0833(2) 0.3040(2) 0.0299(5) Uani 1 1 d . .
O4 O 0.5536(3) -0.02732(19) 0.27529(19) 0.0222(4) Uani 1 1 d . .
O5 O 0.5481(3) 0.2678(2) -0.03986(18) 0.0238(4) Uani 1 1 d . .
O6 O 0.2663(3) 0.2726(2) -0.0597(2) 0.0318(5) Uani 1 1 d . .
O7 O 0.4337(3) 0.5628(2) 0.1894(2) 0.0284(5) Uani 1 1 d . .
O8 O 0.1861(3) 0.5593(2) 0.2976(2) 0.0316(5) Uani 1 1 d . .
O9 O 0.8641(4) 0.3601(4) 0.3236(4) 0.0687(9) Uani 1 1 d DG .
H9A H 0.963(4) 0.422(4) 0.341(5) 0.103 Uiso 1 1 d D U
H9B H 0.866(7) 0.294(4) 0.248(3) 0.103 Uiso 1 1 d D U
O10 O 0.9477(4) -0.0132(4) 0.3075(4) 0.0856(12) Uani 1 1 d DG .
H10A H 0.946(8) 0.021(7) 0.247(6) 0.128 Uiso 1 1 d D U
H10B H 1.048(4) -0.032(7) 0.306(6) 0.128 Uiso 1 1 d D U
O11 O 0.9407(5) 0.3187(4) -0.0308(5) 0.0994(15) Uani 1 1 d DG .
H11A H 1.046(4) 0.309(8) -0.039(7) 0.149 Uiso 1 1 d D U
H11B H 0.897(9) 0.267(7) 0.014(8) 0.149 Uiso 1 1 d D U
O12 O 0.8887(10) 0.0893(8) 0.1143(7) 0.186(3) 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'
O O 0.0106 0.0060 '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'
K K 0.2009 0.2494 '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 Cu O4 91.27(8) . 2_656
O2 Cu O5 177.13(8) . 1_556
O2 Cu O7 91.03(8) . 2_666
O4 Cu O5 86.56(8) 2_656 1_556
O4 Cu O7 177.28(8) 2_656 2_666
O5 Cu O7 91.19(8) 1_556 2_666
O1 K1 O2 143.23(6) 1_655 .
O1 K1 O3 87.65(6) 1_655 2_656
O1 K1 O4 142.84(6) 1_655 .
O1 K1 O8 83.62(7) 1_655 2_666
O1 K1 O9 97.52(8) 1_655 .
O1 K1 O10 77.46(9) 1_655 .
O2 K1 O3 66.66(6) . 2_656
O2 K1 O4 69.36(6) . .
O2 K1 O8 67.78(6) . 2_666
O2 K1 O9 101.86(8) . .
O2 K1 O10 131.60(8) . .
O3 K1 O4 96.74(6) 2_656 .
O3 K1 O8 82.19(6) 2_656 2_666
O3 K1 O9 164.83(8) 2_656 .
O3 K1 O10 101.99(11) 2_656 .
O4 K1 O8 133.54(6) . 2_666
O4 K1 O9 87.77(8) . .
O4 K1 O10 65.51(8) . .
O8 K1 O9 84.21(9) 2_666 .
O8 K1 O10 160.37(9) 2_666 .
O9 K1 O10 93.07(12) . .
O1 K2 O5 136.33(7) 2_666 .
O1 K2 O6 79.96(6) 2_666 2_665
O1 K2 O7 68.11(6) 2_666 .
O1 K2 O8 79.68(6) 2_666 1_655
O1 K2 O9 83.39(8) 2_666 .
O1 K2 O11 153.73(10) 2_666 .
O1 K2 O11 99.12(9) 2_666 2_765
O5 K2 O6 100.66(6) . 2_665
O5 K2 O7 72.49(6) . .
O5 K2 O8 130.92(6) . 1_655
O5 K2 O9 90.79(8) . .
O5 K2 O11 64.20(9) . .
O5 K2 O11 117.00(9) . 2_765
O6 K2 O7 65.89(6) 2_665 .
O6 K2 O8 121.05(6) 2_665 1_655
O6 K2 O9 163.33(8) 2_665 .
O6 K2 O11 116.16(12) 2_665 .
O6 K2 O11 54.77(8) 2_665 2_765
O7 K2 O8 145.61(6) . 1_655
O7 K2 O9 106.92(7) . .
O7 K2 O11 136.34(9) . .
O7 K2 O11 120.65(8) . 2_765
O8 K2 O9 55.92(7) 1_655 .
O8 K2 O11 74.21(9) 1_655 .
O8 K2 O11 75.01(9) 1_655 2_765
O9 K2 O11 79.69(13) . .
O9 K2 O11 129.74(10) . 2_765
O11 K2 O11 77.06(14) . 2_765
C2 C1 C6 119.5(2) . .
C2 C1 C7 121.3(2) . .
C6 C1 C7 119.0(2) . .
C1 C2 C3 119.4(2) . .
C1 C2 C8 122.5(2) . .
C3 C2 C8 117.8(2) . .
C2 C3 H3 119.4 . .
C2 C3 C4 121.1(2) . .
H3 C3 C4 119.4 . .
C3 C4 C5 119.8(2) . .
C3 C4 C9 117.5(2) . .
C5 C4 C9 122.6(2) . .
C4 C5 C6 119.2(2) . .
C4 C5 C10 121.9(2) . .
C6 C5 C10 118.7(2) . .
C1 C6 C5 120.9(2) . .
C1 C6 H6 119.5 . .
C5 C6 H6 119.5 . .
C1 C7 O1 120.3(2) . .
C1 C7 O2 113.8(2) . .
O1 C7 O2 125.9(2) . .
C2 C8 O3 119.0(2) . .
C2 C8 O4 117.5(2) . .
O3 C8 O4 123.3(2) . .
C4 C9 O5 116.6(2) . .
C4 C9 O6 120.2(2) . .
O5 C9 O6 123.0(2) . .
C5 C10 O7 114.0(2) . .
C5 C10 O8 119.8(2) . .
O7 C10 O8 126.1(2) . .
K1 O1 K2 100.21(7) 1_455 2_666
K1 O1 C7 123.81(17) 1_455 .
K2 O1 C7 134.21(19) 2_666 .
Cu O2 K1 97.07(8) . .
Cu O2 C7 119.53(16) . .
K1 O2 C7 133.23(16) . .
K1 O3 C8 132.00(18) 2_656 .
Cu O4 K1 124.16(8) 2_656 .
Cu O4 C8 104.03(16) 2_656 .
K1 O4 C8 108.90(15) . .
Cu O5 K2 121.61(8) 1_554 .
Cu O5 C9 104.89(16) 1_554 .
K2 O5 C9 105.08(15) . .
K2 O6 C9 131.14(18) 2_665 .
Cu O7 K2 98.46(8) 2_666 .
Cu O7 C10 119.92(17) 2_666 .
K2 O7 C10 129.24(17) . .
K1 O8 K2 93.78(6) 2_666 1_455
K1 O8 C10 133.05(19) 2_666 .
K2 O8 C10 128.21(18) 1_455 .
K1 O9 K2 164.59(12) . .
K1 O9 H9A 115(4) . .
K1 O9 H9B 97(4) . .
K2 O9 H9A 79(4) . .
K2 O9 H9B 84(4) . .
H9A O9 H9B 107.0(17) . .
K1 O10 H10A 92(5) . .
K1 O10 H10B 132(5) . .
H10A O10 H10B 105.6(17) . .
K2 O11 K2 102.94(14) . 2_765
K2 O11 H11A 134(5) . .
K2 O11 H11A 59(4) 2_765 .
K2 O11 H11B 86(5) . .
K2 O11 H11B 161(5) 2_765 .
H11A O11 H11B 103.2(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu O2 1.9354(18) .
Cu O4 1.9907(18) 2_656
Cu O5 1.9771(18) 1_556
Cu O7 1.9476(19) 2_666
K1 O1 2.975(2) 1_655
K1 O2 3.013(2) .
K1 O3 2.832(2) 2_656
K1 O4 2.890(2) .
K1 O8 2.734(2) 2_666
K1 O9 2.952(3) .
K1 O10 2.696(3) .
K2 O1 2.698(2) 2_666
K2 O5 2.846(2) .
K2 O6 2.885(2) 2_665
K2 O7 3.001(2) .
K2 O8 3.216(2) 1_655
K2 O9 3.041(4) .
K2 O11 2.695(4) .
K2 O11 2.939(5) 2_765
C1 C2 1.398(3) .
C1 C6 1.390(4) .
C1 C7 1.509(3) .
C2 C3 1.389(4) .
C2 C8 1.510(3) .
C3 H3 0.930 .
C3 C4 1.384(4) .
C4 C5 1.398(4) .
C4 C9 1.509(3) .
C5 C6 1.395(4) .
C5 C10 1.509(3) .
C6 H6 0.930 .
C7 O1 1.235(3) .
C7 O2 1.283(3) .
C8 O3 1.246(3) .
C8 O4 1.264(3) .
C9 O5 1.271(3) .
C9 O6 1.237(3) .
C10 O7 1.279(3) .
C10 O8 1.235(3) .
O1 K1 2.975(2) 1_455
O1 K2 2.698(2) 2_666
O3 K1 2.832(2) 2_656
O4 Cu 1.9906(18) 2_656
O5 Cu 1.9771(18) 1_554
O6 K2 2.885(2) 2_665
O7 Cu 1.9477(19) 2_666
O8 K1 2.734(2) 2_666
O8 K2 3.216(2) 1_455
O9 H9A 0.842(10) .
O9 H9B 0.837(10) .
O10 H10A 0.847(10) .
O10 H10B 0.845(10) .
O11 K2 2.939(5) 2_765
O11 H11A 0.850(10) .
O11 H11B 0.863(10) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O9 H9A O8 0.842(10) 2.15(3) 2.938(4) 156(5) 1_655
O9 H9B O12 0.837(10) 2.14(3) 2.921(8) 156(6) .
O10 H10A O12 0.847(10) 1.915(16) 2.750(9) 168(6) .
O10 H10B O3 0.845(10) 1.899(11) 2.744(4) 177(6) 1_655
O11 H11A O6 0.850(10) 1.832(13) 2.680(4) 175(7) 1_655
O11 H11B O12 0.863(10) 2.49(3) 3.299(9) 156(6) .
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_4
C6 C1 C2 C3 0.9(4) .
C6 C1 C2 C8 -172.7(3) .
C7 C1 C2 C3 -174.1(3) .
C7 C1 C2 C8 12.3(4) .
C1 C2 C3 C4 -1.0(4) .
C8 C2 C3 C4 173.0(3) .
C2 C3 C4 C5 0.7(4) .
C2 C3 C4 C9 -175.1(3) .
C3 C4 C5 C6 -0.3(4) .
C3 C4 C5 C10 174.1(3) .
C9 C4 C5 C6 175.2(2) .
C9 C4 C5 C10 -10.4(4) .
C2 C1 C6 C5 -0.6(4) .
C7 C1 C6 C5 174.5(2) .
C4 C5 C6 C1 0.3(4) .
C10 C5 C6 C1 -174.3(2) .
C2 C1 C7 O1 -144.2(3) .
C2 C1 C7 O2 37.5(3) .
C6 C1 C7 O1 40.8(4) .
C6 C1 C7 O2 -137.5(3) .
C1 C2 C8 O3 61.7(4) .
C1 C2 C8 O4 -123.5(3) .
C3 C2 C8 O3 -112.0(3) .
C3 C2 C8 O4 62.7(3) .
C3 C4 C9 O5 -58.3(3) .
C3 C4 C9 O6 117.9(3) .
C5 C4 C9 O5 126.1(3) .
C5 C4 C9 O6 -57.7(4) .
C4 C5 C10 O7 -40.1(4) .
C4 C5 C10 O8 143.2(3) .
C6 C5 C10 O7 134.3(3) .
C6 C5 C10 O8 -42.4(4) .
C1 C7 O1 K1 44.8(3) 1_455
C1 C7 O1 K2 -116.8(2) 2_666
O2 C7 O1 K1 -137.1(2) 1_455
O2 C7 O1 K2 61.3(4) 2_666
C1 C7 O2 Cu 160.45(17) .
C1 C7 O2 K1 23.9(3) .
O1 C7 O2 Cu -17.8(4) .
O1 C7 O2 K1 -154.4(2) .
C2 C8 O3 K1 -119.2(2) 2_656
O4 C8 O3 K1 66.4(3) 2_656
C2 C8 O4 Cu -164.06(18) 2_656
C2 C8 O4 K1 61.7(2) .
O3 C8 O4 Cu 10.5(3) 2_656
O3 C8 O4 K1 -123.7(2) .
C4 C9 O5 Cu 168.62(17) 1_554
C4 C9 O5 K2 -62.1(2) .
O6 C9 O5 Cu -7.4(3) 1_554
O6 C9 O5 K2 121.9(2) .
C4 C9 O6 K2 115.3(2) 2_665
O5 C9 O6 K2 -68.7(3) 2_665
C5 C10 O7 Cu -153.55(18) 2_666
C5 C10 O7 K2 -20.0(3) .
O8 C10 O7 Cu 23.0(4) 2_666
O8 C10 O7 K2 156.5(2) .
C5 C10 O8 K1 116.0(2) 2_666
C5 C10 O8 K2 -95.7(3) 1_455
O7 C10 O8 K1 -60.3(4) 2_666
O7 C10 O8 K2 88.0(3) 1_455
