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_7153570
_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         '2(C H Cl3), C42 H64 N12'
_chemical_formula_sum            'C44 H66 Cl6 N12'
_chemical_formula_weight         975.78
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90.758(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.5804(7)
_cell_length_b                   14.7466(9)
_cell_length_c                   29.1684(19)
_cell_measurement_reflns_used    228
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.12
_cell_measurement_theta_min      3.10
_cell_volume                     4980.7(5)
_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.
PyMOL Molecular Graphics System, Version 1.2r2, 2009, DeLano Scientific LLC.
;
_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 0.996
_diffrn_measured_fraction_theta_max 0.994
_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  0.0325
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            25720
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.125
_diffrn_reflns_theta_min         1.759
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.390
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.631
_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    1.301
_exptl_crystal_description       block
_exptl_crystal_F_000             2064
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.812
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     583
_refine_ls_number_reflns         10935
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0579
_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/[\s^2^(Fo^2^)+(0.1118P)^2^+3.0441P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1670
_refine_ls_wR_factor_ref         0.2046
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7179
_reflns_number_total             10935
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c3ob42047g.txt
_cod_data_source_block           compound_12
_cod_depositor_comments
;
The following automatic conversions were performed:
'__computing_molecular_graphics' tag replaced with
'_computing_molecular_graphics'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 
;
_cod_database_code               7153570
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.970
_shelx_estimated_absorpt_t_min   0.892
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H100(0.044) H200(0.042) H1(0.02) H18(0.023) H10(0.019) H12(0.032)
 H13(0.043) H14(0.034) H15(0.019) H22(0.022) H24(0.019) H26(0.035) H27(0.046)
 H28(0.035) H30A(0.023) H30B(0.023) H31A(0.033) H31B(0.033) H32A(0.038)
 H32B(0.038) H33A(0.039) H33B(0.039) H34A(0.055) H34B(0.055) H35A(0.067)
 H35B(0.067) H35C(0.067) H40A(0.025) H40B(0.025) H41A(0.03) H41B(0.03)
 H42A(0.038) H42B(0.038) H43A(0.036) H43B(0.036) H44A(0.046) H44B(0.046)
 H45A(0.062) H45B(0.062) H45C(0.062) H50A(0.025) H50B(0.025) H51A(0.033)
 H51B(0.033) H52A(0.042) H52B(0.042) H53A(0.045) H53B(0.045) H54A(0.057)
 H54B(0.057) H55A(0.082) H55B(0.082) H55C(0.082) H60A(0.026) H60B(0.026)
 H61A(0.034) H61B(0.034) H62A(0.044) H62B(0.044) H63A(0.054) H63B(0.054)
 H64A(0.055) H64B(0.055) H65A(0.063) H65B(0.063) H65C(0.063)
 Fixed X: H100(0.1376) H200(0.683) H1(1.0105) H18(0.4954) H10(0.6383)
 H12(0.3576) H13(0.2685) H14(0.3611) H15(0.4888) H22(1.0049) H24(0.8629)
 H26(1.1374) H27(1.2255) H28(1.1342) H30A(0.9266) H30B(0.8549) H31A(0.8636)
 H31B(0.8101) H32A(1.0506) H32B(0.997) H33A(1.0059) H33B(0.9435) H34A(1.1849)
 H34B(1.12) H35A(1.0942) H35B(1.2285) H35C(1.1574) H40A(0.5806) H40B(0.6481)
 H41A(0.7027) H41B(0.6153) H42A(0.5326) H42B(0.5411) H43A(0.4141) H43B(0.3976)
 H44A(0.3247) H44B(0.31) H45A(0.1983) H45B(0.1346) H45C(0.1868) H50A(0.8521)
 H50B(0.9198) H51A(0.8914) H51B(0.801) H52A(0.9557) H52B(0.9733) H53A(1.1113)
 H53B(1.0848) H54A(1.1643) H54B(1.1992) H55A(1.3233) H55B(1.3584) H55C(1.2886)
 H60A(0.6448) H60B(0.5736) H61A(0.7006) H61B(0.6441) H62A(0.5124) H62B(0.4577)
 H63A(0.5817) H63B(0.5538) H64A(0.4238) H64B(0.3584) H65A(0.3306) H65B(0.2849)
 H65C(0.4073)
 Fixed Y: H100(0.597) H200(0.8121) H1(1.1096) H18(1.137) H10(0.9728)
 H12(0.8045) H13(0.8978) H14(1.0279) H15(0.7989) H22(0.7757) H24(0.9384)
 H26(1.1114) H27(1.0202) H28(0.8888) H30A(1.3087) H30B(1.3739) H31A(1.1812)
 H31B(1.2529) H32A(1.2459) H32B(1.1972) H33A(1.3894) H33B(1.3431) H34A(1.3183)
 H34B(1.2842) H35A(1.436) H35B(1.4155) H35C(1.4708) H40A(1.2999) H40B(1.3405)
 H41A(1.4685) H41B(1.43) H42A(1.5484) H42B(1.4805) H43A(1.3787) H43B(1.4559)
 H44A(1.4721) H44B(1.5508) H45A(1.3778) H45B(1.4717) H45C(1.4535) H50A(0.5776)
 H50B(0.6157) H51A(0.4816) H51B(0.4451) H52A(0.4369) H52B(0.3686) H53A(0.4627)
 H53B(0.5414) H54A(0.4473) H54B(0.375) H55A(0.482) H55B(0.4645) H55C(0.5541)
 H60A(0.5419) H60B(0.6086) H61A(0.6632) H61B(0.7346) H62A(0.6089) H62B(0.6837)
 H63A(0.7194) H63B(0.7987) H64A(0.7975) H64B(0.7889) H65A(0.636) H65B(0.6884)
 H65C(0.6381)
 Fixed Z: H100(0.1946) H200(0.2106) H1(0.1815) H18(0.196) H10(0.2609)
 H12(0.2572) H13(0.2034) H14(0.1778) H15(0.3161) H22(0.3032) H24(0.2374)
 H26(0.2442) H27(0.2994) H28(0.3244) H30A(0.1079) H30B(0.0741) H31A(0.0605)
 H31B(0.025) H32A(0.0481) H32B(0.0038) H33A(0.0173) H33B(-0.0261) H34A(-0.006)
 H34B(-0.0515) H35A(-0.0754) H35B(-0.067) H35C(-0.0296) H40A(0.1059)
 H40B(0.0631) H41A(0.1118) H41B(0.1491) H42A(0.1007) H42B(0.0582) H43A(0.0982)
 H43B(0.136) H44A(0.0424) H44B(0.0797) H45A(0.0837) H45B(0.0724) H45C(0.1227)
 H50A(0.4377) H50B(0.3943) H51A(0.3539) H51B(0.3906) H52A(0.4467) H52B(0.4048)
 H53A(0.3725) H53B(0.4084) H54A(0.468) H54B(0.4297) H55A(0.3967) H55B(0.4493)
 H55C(0.4352) H60A(0.4269) H60B(0.3937) H61A(0.474) H61B(0.4392) H62A(0.4918)
 H62B(0.4581) H63A(0.5421) H63B(0.5064) H64A(0.5685) H64B(0.52) H65A(0.531)
 H65B(0.5753) H65C(0.577)
;
_shelx_res_checksum              97524
_shelx_hkl_checksum              18456