Heat-induced formation of one-dimensional coordination polymers on Au(111): an STM study
Tuan Anh Pham; Fei Song; Mariza N. Alberti; Manh-Thuong Nguyen; Nils Trapp; Carlo Thilgen; Francois Diederich; Meike Stohr; Chem.Commun. 51 (2015) 14473–; doi:10.1039/C5cc04940G

data_7117801
_publ_section_title
;
 Heat-induced formation of one-dimensional coordination polymers on
 Au(111): an STM study
;
_journal_name_full               Chem.Commun.
_journal_page_first              14473
_journal_paper_doi               10.1039/C5cc04940G
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C74 H68 N6 O Zn, C74 H66 N6 Zn, C H Cl3'
_chemical_formula_sum            'C149 H135 Cl3 N12 O Zn2'
_chemical_formula_weight         2346.77
_chemical_name_common            'Zinc porphyrin complex'
_chemical_name_systematic
{5,10-Bis[3,5-di(tert-butyl)phenyl]-15,20-bis(4'-cyanobiphenyl-4-yl)porphyrinato}zinc(II)
_chemical_properties_physical    Heat-sensitive
_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
_audit_creation_date             2013-10-28
_audit_creation_method
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_audit_update_record
;
2015-03-26 deposited with the CCDC.
2015-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                83.635(2)
_cell_angle_beta                 80.874(2)
_cell_angle_gamma                83.613(2)
_cell_formula_units_Z            2
_cell_length_a                   12.1388(12)
_cell_length_b                   21.415(2)
_cell_length_c                   25.499(3)
_cell_measurement_reflns_used    7092
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.71
_cell_measurement_theta_min      2.44
_cell_volume                     6474.6(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    OLEX2
_computing_publication_material  OLEX2
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.781
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'kappa-stage diffractometer'
_diffrn_measurement_device_type  'Bruker Kappa Apex2 Duo'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'focusing graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_unetI/netI     0.1108
_diffrn_reflns_Laue_measured_fraction_full 0.781
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            47360
_diffrn_reflns_point_group_measured_fraction_full 0.781
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_min         1.63
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.489
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0486 before and 0.0416 after correction.
The Ratio of minimum to maximum transmission is 0.8787.
The \l/2 correction factor is 0.0000.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_meas      .
_exptl_crystal_description       plate
_exptl_crystal_F_000             2464
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Dichloromethane/Acetonitrile'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.032
_refine_diff_density_min         -0.802
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1498
_refine_ls_number_reflns         18304
_refine_ls_number_restraints     1092
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.1008
_refine_ls_R_factor_gt           0.0604
_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^)+(0.0941P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1536
_refine_ls_wR_factor_ref         0.1679
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11531
_reflns_number_total             18304
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5cc04940g2.cif
_cod_data_source_block           mo_d211013_0m
_cod_original_cell_volume        6474.8(11)
_cod_database_code               7117801
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.985
_shelx_estimated_absorpt_t_min   0.917
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained planarity
 C56, C55A, C54, C53, C52, C57
 with sigma of 0.1
 C56A, C57A, C52, C53A, C54A, C55A
 with sigma of 0.1
 C50A, C49A, C48, C61A, C51, C60A
 with sigma of 0.1
 C51, C50, C49, C61, C48, C60
 with sigma of 0.1
3. Uiso/Uaniso restraints and constraints
: with sigma of 0.1 and sigma for terminal atoms of 0.2
4. Rigid body (RIGU) restrains
 C2, C1, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17,
 C18, C19, C1A, C20, C21, C22, C23, C24, C25, C26, C27, C28, C29, C30, C31, C32,
  C33, C34, C35, C36, C37, C38, C39, C40, C41, C42, C43, C44, C45, C46, C47,
 C48, C49A, C50A, C51, C60A, C61A, C49, C50, C52, C53A, C54A, C55A, C56A, C57A,
 C53, C54, C56, C57, C58, C60, C61, C62, C63, C64, C65, C66, C67, C68, C69, C70,
  C71, C72, C73, C74, C75, C76, C77, C78, C79, C80, C81, C82, C83, C84, C85,
 C86, C87, C88, C89, C90, C91, C92, C93, C94, C95, C96, C97, C98, C99, C100,
 C101, C102, C103, C104, C105, C106, C107, C108, C109, C111, C112, C113, C114,
 C115, C116, C117, C118, C119, C120, C121, C122, C123, C124, C125, C126, C127,
 C128, C130, C131, C132, C133, C134, C135, C136, C137, C138, C139, C140, C141,
 C142, C143, C144, C145, C146, C147, C148, C149, C150, C1C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C49A)=Sof(H49A)=Sof(C50A)=Sof(H50A)=Sof(C60A)=Sof(H60A)=Sof(C61A)=
 Sof(H61A)=Sof(C53A)=Sof(H53A)=Sof(C54A)=Sof(H54A)=Sof(C56A)=Sof(H56A)=
 Sof(C57A)=Sof(H57A)=1-FVAR(1)
 Sof(C49)=Sof(H49)=Sof(C50)=Sof(H50)=Sof(C53)=Sof(H53)=Sof(C54)=Sof(H54)=
 Sof(C56)=Sof(H56)=Sof(C57)=Sof(H57)=Sof(C60)=Sof(H60)=Sof(C61)=Sof(H61)=FVAR(1)
6.a Rotating group:
 O1(H1A,H1B)
6.b Ternary CH refined with riding coordinates:
 C1C(H1C)
6.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C8(H8), C9(H9), C13(H13), C14(H14), C18(H18), C23(H23),
 C29(H29), C31(H31), C32(H32), C35(H35), C37(H37), C39(H39), C49A(H49A),
 C50A(H50A), C60A(H60A), C61A(H61A), C49(H49), C50(H50), C53A(H53A), C54A(H54A),
  C56A(H56A), C57A(H57A), C53(H53), C54(H54), C56(H56), C57(H57), C60(H60),
 C61(H61), C63(H63), C64(H64), C66(H66), C67(H67), C69(H69), C70(H70), C73(H73),
  C74(H74), C76(H76), C77(H77), C81(H81), C83(H83), C89(H89), C95(H95),
 C96(H96), C100(H100), C101(H101), C104(H104), C105(H105), C107(H107),
 C108(H108), C111(H111), C112(H112), C114(H114), C115(H115), C119(H119),
 C120(H120), C122(H122), C123(H123), C125(H125), C126(H126), C130(H130),
 C131(H131), C133(H133), C134(H134), C138(H138), C140(H140), C146(H146)
6.d Fitted hexagon refined as free rotating group:
 C48(C49A,C50A,C51,C60A,C61A), C52(C53A,C54A,C55A,C56A,C57A)
6.e Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C41(H41A,H41B,H41C), C42(H42A,
 H42B,H42C), C43(H43A,H43B,H43C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C),
 C47(H47A,H47B,H47C), C86(H86A,H86B,H86C), C87(H87A,H87B,H87C), C88(H88A,H88B,
 H88C), C91(H91A,H91B,H91C), C92(H92A,H92B,H92C), C93(H93A,H93B,H93C),
 C143(H14A,H14B,H14C), C144(H14D,H14E,H14F), C145(H14G,H14H,H14I), C148(H14J,
 H14K,H14L), C149(H14M,H14N,H14O), C150(H15A,H15B,H15C)
;
_shelx_res_checksum              89411
_shelx_hkl_checksum              64360