Azacalix[2]arene[2]triazine-based receptors bearing carboxymethyl pendant arms on nitrogen bridges: synthesis and evaluation of their coordination ability towards copper(II).
Caio, João M; Esteves, Teresa; Carvalho, Silvia; Moiteiro, Cristina; Félix, Vítor; Organic & biomolecular chemistry 12 (2014) 589–599; doi:10.1039/c3ob42047g

data_7153569
_publ_section_title
;
 Azacalix[2]arene[2]triazine-based receptors bearing carboxymethyl pendant
 arms on nitrogen bridges: synthesis and evaluation of their coordination
 ability towards copper(II).
;
_journal_issue                   4
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              589
_journal_page_last               599
_journal_paper_doi               10.1039/c3ob42047g
_journal_volume                  12
_journal_year                    2014
_chemical_formula_moiety         'C34 H40 N12 O8, C4 H8 O'
_chemical_formula_sum            'C38 H48 N12 O9'
_chemical_formula_weight         816.88
_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   geom
_audit_creation_date             2013-10-13
_audit_creation_method
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_cell_angle_alpha                96.879(2)
_cell_angle_beta                 90.055(2)
_cell_angle_gamma                106.439(2)
_cell_formula_units_Z            2
_cell_length_a                   10.6377(4)
_cell_length_b                   12.7007(5)
_cell_length_c                   15.6556(7)
_cell_measurement_reflns_used    398
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.15
_cell_measurement_theta_min      2.71
_cell_volume                     2012.75(14)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'SMART, Bruker'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       '4-circle KAPPA Goniometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26416
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.914
_diffrn_reflns_theta_min         1.311
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_description       plate
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     540
_refine_ls_number_reflns         9481
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0642
_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/[\s^2^(Fo^2^)+(0.1092P)^2^+2.2228P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1894
_refine_ls_wR_factor_ref         0.2073
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7100
_reflns_number_total             9481
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c3ob42047g.txt
_cod_data_source_block           compound_2
_cod_database_code               7153569
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.981
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H3(0.02) H11(0.02) H17(0.026) H18(0.03) H19(0.026) H23(0.026)
 H24(0.033) H25(0.028) H30A(0.021) H30B(0.021) H33A(0.053) H33B(0.053)
 H33C(0.053) H40A(0.024) H40B(0.024) H43A(0.053) H43B(0.053) H43C(0.053)
 H50A(0.022) H50B(0.022) H53A(0.035) H53B(0.035) H53C(0.035) H60A(0.025)
 H60B(0.025) H63A(0.044) H63B(0.044) H63C(0.044) H71A(0.028) H71B(0.028)
 H71C(0.028) H72A(0.032) H72B(0.032) H72C(0.032) H81A(0.035) H81B(0.035)
 H81C(0.035) H82A(0.036) H82B(0.036) H82C(0.036) H10A(0.049) H10B(0.049)
 H10C(0.062) H10D(0.062) H10E(0.067) H10F(0.067) H10G(0.066) H10H(0.066)
 Fixed X: H3(0.2513) H11(0.2446) H17(0.5421) H18(0.675) H19(0.5955)
 H23(0.5402) H24(0.6727) H25(0.5901) H30A(0.2654) H30B(0.1632) H33A(0.4266)
 H33B(0.2861) H33C(0.3487) H40A(0.4213) H40B(0.3967) H43A(-0.0205) H43B(-
 0.0295) H43C(0.026) H50A(0.2575) H50B(0.157) H53A(0.4253) H53B(0.286)
 H53C(0.3351) H60A(0.402) H60B(0.3664) H63A(0.0092) H63B(0.0036) H63C(-0.0293)
 H71A(0.0198) H71B(-0.0303) H71C(0.1098) H72A(0.1471) H72B(0.0028) H72C(0.1271)
 H81A(-0.0302) H81B(0.0021) H81C(0.1042) H82A(0.1354) H82B(0.0942) H82C(-0.014)
 H10A(0.6925) H10B(0.6517) H10C(0.6802) H10D(0.7362) H10E(0.9266) H10F(0.8834)
 H10G(0.9897) H10H(1.0087)
 Fixed Y: H3(0.3127) H11(0.5683) H17(0.2205) H18(0.2718) H19(0.3398)
 H23(0.794) H24(0.8042) H25(0.7) H30A(0.0613) H30B(0.075) H33A(-0.0982) H33B(-
 0.1741) H33C(-0.0558) H40A(0.26) H40B(0.3602) H43A(0.1719) H43B(0.1188)
 H43C(0.0634) H50A(0.8213) H50B(0.7579) H53A(1.0564) H53B(1.0741) H53C(0.9819)
 H60A(0.7) H60B(0.5873) H63A(0.6852) H63B(0.6202) H63C(0.5529) H71A(0.6568)
 H71B(0.6158) H71C(0.7043) H72A(0.5164) H72B(0.4492) H72C(0.4131) H81A(0.117)
 H81B(0.1135) H81C(0.0954) H82A(0.3946) H82B(0.2859) H82C(0.3199) H10A(-0.0394)
 H10B(0.0732) H10C(0.0097) H10D(0.1402) H10E(0.1018) H10F(-0.0197) H10G(0.186)
 H10H(0.0682)
 Fixed Z: H3(0.1769) H11(0.3153) H17(0.2875) H18(0.172) H19(0.0575) H23(0.217)
 H24(0.3385) H25(0.4501) H30A(0.2518) H30B(0.3241) H33A(0.42) H33B(0.443)
 H33C(0.4979) H40A(-0.0489) H40B(-0.0926) H43A(-0.0773) H43B(0.011) H43C(-
 0.0723) H50A(0.2402) H50B(0.1622) H53A(0.0783) H53B(0.057) H53C(-0.001)
 H60A(0.5495) H60B(0.5924) H63A(0.6209) H63B(0.703) H63C(0.6087) H71A(-0.0258)
 H71B(-0.1239) H71C(-0.1022) H72A(-0.2098) H72B(-0.1858) H72C(-0.1567)
 H81A(0.5122) H81B(0.6115) H81C(0.5402) H82A(0.6475) H82B(0.6953) H82C(0.6424)
 H10A(0.1689) H10B(0.168) H10C(0.3131) H10D(0.3049) H10E(0.3455) H10F(0.2908)
 H10G(0.2288) H10H(0.1914)
;
_shelx_res_checksum              54719
_shelx_hkl_checksum              49708