# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2_12srv161
_database_code_depnum_ccdc_archive 'CCDC 1984518'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_audit_creation_date             2012-08-23
_audit_creation_method           
;
  Olex2 1.2-beta
  (compiled 2012.08.15 svn.r2450, GUI svn.r4314)
;

_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H24 Ca O20, Ca H16 O8, 2(H2 O)'
_chemical_formula_sum            'C18 H44 Ca2 O30'
_chemical_formula_weight         820.69
_chemical_absolute_configuration ad
_chemical_melting_point          ?

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'
Ca Ca 0.2262 0.3064 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   48.577(3)
_cell_length_b                   5.6824(3)
_cell_length_c                   11.5971(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.016(7)
_cell_angle_gamma                90.00
_cell_volume                     3193.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2137
_cell_measurement_temperature    120
_cell_measurement_theta_max      32.2331
_cell_measurement_theta_min      2.9672
_exptl_absorpt_coefficient_mu    0.475
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.766
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_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    1.707
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.6888
_exptl_crystal_size_mid          0.2092
_exptl_crystal_size_min          0.0229
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0950
_diffrn_reflns_av_unetI/netI     0.1315
_diffrn_reflns_limit_h_max       62
_diffrn_reflns_limit_h_min       -62
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17379
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         3.36
_diffrn_ambient_temperature      120
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 16.1511
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.9985
_diffrn_measured_fraction_theta_max 0.9850
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -107.00   14.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.7042   19.0000  -30.0000 121

#__ type_ start__ end____ width___ exp.time_
  2 omega    0.00   49.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.7042   19.0000    0.0000 49

#__ type_ start__ end____ width___ exp.time_
  3 omega  -62.00   10.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.7042   77.0000  -30.0000 72

#__ type_ start__ end____ width___ exp.time_
  4 omega -113.00  -43.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.7042  179.0000  -60.0000 70

#__ type_ start__ end____ width___ exp.time_
  5 omega -103.00  -21.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.7042  140.0000   96.0000 82

#__ type_ start__ end____ width___ exp.time_
  6 omega  -97.00  -70.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.7042   19.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
  7 omega   25.00  105.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       32.1729   57.0000  120.0000 80

#__ type_ start__ end____ width___ exp.time_
  8 omega   70.00   97.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       32.1729  179.0000  -30.0000 27

#__ type_ start__ end____ width___ exp.time_
  9 omega -104.00   -2.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.7042  -57.0000  -90.0000 102

#__ type_ start__ end____ width___ exp.time_
 10 omega    3.00   75.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       32.1729   57.0000 -150.0000 72
;
_diffrn_measurement_device       '3-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       ω-scan
_diffrn_orient_matrix_UB_11      0.0056986000
_diffrn_orient_matrix_UB_12      0.0613780000
_diffrn_orient_matrix_UB_13      0.0492407000
_diffrn_orient_matrix_UB_21      -0.0134806000
_diffrn_orient_matrix_UB_22      0.0287912000
_diffrn_orient_matrix_UB_23      0.0154804000
_diffrn_orient_matrix_UB_31      -0.0003461000
_diffrn_orient_matrix_UB_32      -0.1048453000
_diffrn_orient_matrix_UB_33      0.0330265000
_diffrn_radiation_collimation    monochromator
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_xray_symbol    Mo
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_source_type              'sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                5096
_reflns_number_total             6836
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_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  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.813
_refine_diff_density_min         -0.694
_refine_diff_density_rms         0.127
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.10(7)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         6836
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1189
_refine_ls_R_factor_gt           0.0885
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0700P)²+27.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1840
_refine_ls_wR_factor_ref         0.2058
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Ca1 Ca 0.57464(3) 0.5027(3) 0.62438(13) 0.0134(3) Uani 1 1 d . . .
Ca2 Ca 0.33901(3) 0.7703(3) 0.31125(13) 0.0165(3) Uani 1 1 d . . .
O1 O 0.52823(11) 0.4075(9) 0.5351(5) 0.0174(12) Uani 1 1 d . . .
O2 O 0.54365(11) 0.1820(9) 0.6804(5) 0.0184(12) Uani 1 1 d . . .
O3 O 0.49566(11) 0.5252(9) 0.7611(5) 0.0169(12) Uani 1 1 d . . .
O4 O 0.50328(12) 0.2745(10) 0.9089(5) 0.0200(12) Uani 1 1 d . . .
H4 H 0.5124 0.3864 0.9393 0.030 Uiso 1 1 calc R . .
O5 O 0.42396(11) 0.4677(10) 0.6807(5) 0.0213(13) Uani 1 1 d . . .
O6 O 0.44175(11) 0.3618(9) 0.8553(5) 0.0170(12) Uani 1 1 d . . .
H6 H 0.4287 0.4419 0.8788 0.025 Uiso 1 1 calc R . .
O7 O 0.41713(11) 0.2540(9) 0.4265(5) 0.0161(11) Uani 1 1 d . . .
O8 O 0.40001(11) 0.0183(9) 0.5552(5) 0.0183(13) Uani 1 1 d . . .
C1 C 0.49640(15) 0.1228(13) 0.6095(6) 0.0122(15) Uani 1 1 d . . .
H1 H 0.4995 -0.0446 0.5872 0.015 Uiso 1 1 calc R . .
C2 C 0.48435(15) 0.1177(13) 0.7298(7) 0.0132(15) Uani 1 1 d . . .
H2 H 0.4901 -0.0316 0.7702 0.016 Uiso 1 1 calc R . .
C3 C 0.45230(15) 0.1149(13) 0.7028(6) 0.0113(14) Uani 1 1 d . . .
H3 H 0.4445 -0.0254 0.7410 0.014 Uiso 1 1 calc R . .
C4 C 0.44892(15) 0.0803(13) 0.5701(6) 0.0128(15) Uani 1 1 d . . .
H4A H 0.4530 -0.0894 0.5563 0.015 Uiso 1 1 calc R . .
C5 C 0.47300(16) 0.2166(13) 0.5271(7) 0.0159(16) Uani 1 1 d . . .
H5A H 0.4706 0.3886 0.5355 0.019 Uiso 1 1 calc R . .
H5B H 0.4760 0.1789 0.4455 0.019 Uiso 1 1 calc R . .
C6 C 0.52418(15) 0.2474(13) 0.6076(7) 0.0141(16) Uani 1 1 d . . .
C7 C 0.49509(15) 0.3293(13) 0.8037(7) 0.0151(16) Uani 1 1 d . . .
C8 C 0.43805(15) 0.3343(14) 0.7434(7) 0.0165(16) Uani 1 1 d . . .
C9 C 0.42026(16) 0.1229(13) 0.5145(7) 0.0178(17) Uani 1 1 d . . .
O1W O 0.58232(12) 0.2604(9) 0.4559(5) 0.0219(13) Uani 1 1 d . . .
H1WA H 0.6005 0.2479 0.4436 0.033 Uiso 1 1 d R . .
H1WB H 0.5739 0.3197 0.3899 0.033 Uiso 1 1 d R . .
O2W O 0.56782(13) 0.7887(10) 0.4764(5) 0.0261(14) Uani 1 1 d . . .
H2WA H 0.5511 0.8380 0.4738 0.039 Uiso 1 1 d R . .
H2WB H 0.5709 0.7278 0.4106 0.039 Uiso 1 1 d R . .
O3W O 0.60088(12) 0.2686(9) 0.7696(5) 0.0193(12) Uani 1 1 d . . .
H3WA H 0.5915 0.2496 0.8299 0.029 Uiso 1 1 d R . .
H3WB H 0.6162 0.3391 0.7909 0.029 Uiso 1 1 d R . .
O4W O 0.54754(11) 0.7350(8) 0.7539(5) 0.0160(12) Uani 1 1 d . . .
H4WA H 0.5535 0.7111 0.8253 0.024 Uiso 1 1 d R . .
H4WB H 0.5303 0.6950 0.7459 0.024 Uiso 1 1 d R . .
O5W O 0.34760(12) 1.0441(9) 0.4716(5) 0.0200(13) Uani 1 1 d . . .
H5WA H 0.3660 1.0583 0.4944 0.030 Uiso 1 1 d R . .
H5WB H 0.3391 0.9990 0.5358 0.030 Uiso 1 1 d R . .
O6W O 0.32642(12) 1.0867(9) 0.1763(5) 0.0222(13) Uani 1 1 d . . .
H6WA H 0.3325 1.2222 0.2035 0.033 Uiso 1 1 d R . .
H6WB H 0.3084 1.0962 0.1641 0.033 Uiso 1 1 d R . .
O7W O 0.30673(12) 0.5992(10) 0.1627(5) 0.0228(13) Uani 1 1 d . . .
H7WA H 0.3077 0.6721 0.0976 0.034 Uiso 1 1 d R . .
H7WB H 0.2900 0.6114 0.1835 0.034 Uiso 1 1 d R . .
O8W O 0.37697(11) 0.5933(9) 0.4518(5) 0.0198(12) Uani 1 1 d . . .
H8WA H 0.3882 0.7030 0.4783 0.030 Uiso 1 1 d R . .
H8WB H 0.3864 0.4887 0.4164 0.030 Uiso 1 1 d R . .
O9W O 0.36410(13) 0.5175(10) 0.1830(5) 0.0255(14) Uani 1 1 d . . .
H9WA H 0.3642 0.3703 0.2065 0.038 Uiso 1 1 d R . .
H9WB H 0.3813 0.5638 0.1815 0.038 Uiso 1 1 d R . .
O10W O 0.38233(12) 0.9821(10) 0.2767(5) 0.0233(13) Uani 1 1 d . . .
H10A H 0.3826 1.0149 0.2051 0.035 Uiso 1 1 d R . .
H10B H 0.3961 0.8951 0.2970 0.035 Uiso 1 1 d R . .
O11 O 0.60698(11) 0.8058(9) 0.7172(5) 0.0178(12) Uani 1 1 d . . .
O12 O 0.62240(11) 0.5880(9) 0.5784(5) 0.0210(13) Uani 1 1 d . . .
O13 O 0.65443(11) 0.4742(9) 0.8242(5) 0.0204(12) Uani 1 1 d . . .
O14 O 0.64539(12) 0.7271(9) 0.9645(5) 0.0173(12) Uani 1 1 d . . .
H14 H 0.6430 0.6028 1.0016 0.026 Uiso 1 1 calc R . .
O15 O 0.72236(13) 0.5184(10) 0.7858(5) 0.0258(14) Uani 1 1 d . . .
O16 O 0.70868(12) 0.6517(9) 0.9565(5) 0.0194(12) Uani 1 1 d . . .
H16 H 0.7158 0.5254 0.9814 0.029 Uiso 1 1 calc R . .
O17 O 0.75038(11) 0.9648(10) 0.6779(5) 0.0199(12) Uani 1 1 d . . .
O18 O 0.73326(11) 0.7247(9) 0.5420(5) 0.0179(12) Uani 1 1 d . . .
C11 C 0.65353(15) 0.8737(13) 0.6716(7) 0.0147(16) Uani 1 1 d . . .
H11 H 0.6502 1.0407 0.6472 0.018 Uiso 1 1 calc R . .
C12 C 0.66519(16) 0.8837(13) 0.7990(7) 0.0144(15) Uani 1 1 d . . .
H12 H 0.6590 1.0319 0.8358 0.017 Uiso 1 1 calc R . .
C13 C 0.69729(15) 0.8886(12) 0.7920(7) 0.0156(16) Uani 1 1 d . . .
H13 H 0.7050 1.0290 0.8350 0.019 Uiso 1 1 calc R . .
C14 C 0.70150(17) 0.9179(13) 0.6624(7) 0.0169(16) Uani 1 1 d . . .
H14A H 0.6984 1.0882 0.6441 0.020 Uiso 1 1 calc R . .
C15 C 0.67742(15) 0.7858(14) 0.6032(7) 0.0168(16) Uani 1 1 d . . .
H15A H 0.6799 0.6133 0.6107 0.020 Uiso 1 1 calc R . .
H15B H 0.6747 0.8279 0.5204 0.020 Uiso 1 1 calc R . .
C16 C 0.62629(16) 0.7510(14) 0.6531(7) 0.0173(16) Uani 1 1 d . . .
C17 C 0.65500(16) 0.6739(12) 0.8628(7) 0.0159(16) Uani 1 1 d . . .
C18 C 0.71090(15) 0.6663(14) 0.8430(7) 0.0173(16) Uani 1 1 d . . .
C19 C 0.72988(16) 0.8607(13) 0.6280(6) 0.0151(16) Uani 1 1 d . . .
O11W O 0.32082(12) 0.4554(10) 0.4252(5) 0.0256(14) Uani 1 1 d . . .
H11A H 0.3304 0.3274 0.4185 0.038 Uiso 1 1 d R . .
H11B H 0.3038 0.4262 0.4017 0.038 Uiso 1 1 d R . .
O12W O 0.29425(12) 0.8968(11) 0.3696(6) 0.0267(14) Uani 1 1 d . . .
H12A H 0.2861 0.7810 0.3993 0.040 Uiso 1 1 d R . .
H12B H 0.2844 0.9468 0.3108 0.040 Uiso 1 1 d R . .
O13W O 0.2692(2) 0.328(2) 0.3798(13) 0.027(3) Uiso 0.50 1 d PG A 2
H13A H 0.2574 0.3213 0.4307 0.040 Uiso 0.50 1 d PG A 2
H13B H 0.2610 0.3633 0.3148 0.040 Uiso 0.50 1 d PG A 2
O14W O 0.2665(2) 0.461(2) 0.4015(12) 0.023(3) Uiso 0.50 1 d PG B 1
H14B H 0.2602 0.3692 0.4513 0.034 Uiso 0.50 1 d PG B 1
H14C H 0.2534 0.5031 0.3533 0.034 Uiso 0.50 1 d PG B 1
O15W O 0.2727(3) 0.876(2) 0.5831(12) 0.021(3) Uiso 0.50 1 d PG C 2
H15C H 0.2736 0.9594 0.5225 0.031 Uiso 0.50 1 d PG C 2
H15D H 0.2561 0.8729 0.6021 0.031 Uiso 0.50 1 d PG C 2
O16W O 0.2723(3) 0.900(2) 0.6489(13) 0.028(3) Uiso 0.50 1 d PG D 1
H16A H 0.2864 0.8890 0.6096 0.041 Uiso 0.50 1 d PG D 1
H16B H 0.2620 0.7809 0.6362 0.041 Uiso 0.50 1 d PG D 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O1 2.474(5) . ?
Ca1 O2 2.479(6) . ?
Ca1 O1W 2.440(6) . ?
Ca1 O2W 2.370(6) . ?
Ca1 H2WA 2.7767 . ?
Ca1 H2WB 2.7837 . ?
Ca1 O3W 2.435(6) . ?
Ca1 O4W 2.452(5) . ?
Ca1 O11 2.521(5) . ?
Ca1 O12 2.465(6) . ?
Ca2 O5W 2.438(6) . ?
Ca2 O6W 2.433(6) . ?
Ca2 O7W 2.448(6) . ?
Ca2 O8W 2.578(6) . ?
Ca2 O9W 2.452(6) . ?
Ca2 O10W 2.481(6) . ?
Ca2 O11W 2.427(6) . ?
Ca2 O12W 2.431(6) . ?
O1 C6 1.263(9) . ?
O2 C6 1.278(9) . ?
O3 C7 1.219(9) . ?
O4 H4 0.8400 . ?
O4 C7 1.294(10) . ?
O5 C8 1.225(10) . ?
O6 H6 0.8400 . ?
O6 C8 1.307(9) . ?
O7 C9 1.264(10) . ?
O8 C9 1.268(9) . ?
C1 H1 1.0000 . ?
C1 C2 1.550(11) . ?
C1 C5 1.529(10) . ?
C1 C6 1.525(10) . ?
C2 H2 1.0000 . ?
C2 C3 1.567(10) . ?
C2 C7 1.545(10) . ?
C3 H3 1.0000 . ?
C3 C4 1.549(10) . ?
C3 C8 1.517(10) . ?
C4 H4A 1.0000 . ?
C4 C5 1.516(10) . ?
C4 C9 1.512(10) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
O1W H1WA 0.9086 . ?
O1W H1WB 0.9083 . ?
O2W H2WA 0.8597 . ?
O2W H2WB 0.8599 . ?
O3W H3WA 0.8676 . ?
O3W H3WB 0.8669 . ?
O4W H4WA 0.8690 . ?
O4W H4WB 0.8685 . ?
O5W H5WA 0.9163 . ?
O5W H5WB 0.9144 . ?
O6W H6WA 0.8753 . ?
O6W H6WB 0.8775 . ?
O7W H7WA 0.8647 . ?
O7W H7WB 0.8654 . ?
O8W H8WA 0.8692 . ?
O8W H8WB 0.8698 . ?
O9W H9WA 0.8796 . ?
O9W H9WB 0.8787 . ?
O10W H10A 0.8526 . ?
O10W H10B 0.8531 . ?
O11 C16 1.276(9) . ?
O12 C16 1.273(9) . ?
O13 C17 1.219(9) . ?
O14 H14 0.8400 . ?
O14 C17 1.333(10) . ?
O15 C18 1.228(9) . ?
O16 H16 0.8400 . ?
O16 C18 1.331(10) . ?
O17 C19 1.264(9) . ?
O18 C19 1.281(9) . ?
C11 H11 1.0000 . ?
C11 C12 1.546(11) . ?
C11 C15 1.534(10) . ?
C11 C16 1.498(10) . ?
C12 H12 1.0000 . ?
C12 C13 1.568(10) . ?
C12 C17 1.505(10) . ?
C13 H13 1.0000 . ?
C13 C14 1.540(11) . ?
C13 C18 1.526(10) . ?
C14 H14A 1.0000 . ?
C14 C15 1.513(11) . ?
C14 C19 1.498(11) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
O11W H11A 0.8690 . ?
O11W H11B 0.8698 . ?
O12W H12A 0.8533 . ?
O12W H12B 0.8535 . ?
O13W H13A 0.8504 . ?
O13W H13B 0.8499 . ?
O13W H14B 0.9922 . ?
O13W H14C 1.2791 . ?
O14W H13A 0.9786 . ?
O14W H13B 1.1626 . ?
O14W H14B 0.8505 . ?
O14W H14C 0.8508 . ?
O15W H15C 0.8501 . ?
O15W H15D 0.8502 . ?
O15W H16A 0.7175 . ?
O15W H16B 0.9933 . ?
O16W H15D 0.9381 . ?
O16W H16A 0.8504 . ?
O16W H16B 0.8501 . ?

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
_geom_angle_publ_flag
O1 Ca1 O2 52.89(18) . . ?
O1 Ca1 H2WA 64.1 . . ?
O1 Ca1 H2WB 74.2 . . ?
O1 Ca1 O11 148.26(19) . . ?
O2 Ca1 H2WA 116.0 . . ?
O2 Ca1 H2WB 124.6 . . ?
O2 Ca1 O11 139.6(2) . . ?
O1W Ca1 O1 74.2(2) . . ?
O1W Ca1 O2 85.69(19) . . ?
O1W Ca1 H2WA 87.9 . . ?
O1W Ca1 H2WB 63.3 . . ?
O1W Ca1 O4W 156.0(2) . . ?
O1W Ca1 O11 127.0(2) . . ?
O1W Ca1 O12 74.84(19) . . ?
O2W Ca1 O1 76.70(19) . . ?
O2W Ca1 O2 129.6(2) . . ?
O2W Ca1 O1W 80.1(2) . . ?
O2W Ca1 H2WA 17.0 . . ?
O2W Ca1 H2WB 16.9 . . ?
O2W Ca1 O3W 156.2(2) . . ?
O2W Ca1 O4W 91.2(2) . . ?
O2W Ca1 O11 83.8(2) . . ?
O2W Ca1 O12 78.1(2) . . ?
H2WA Ca1 H2WB 29.1 . . ?
O3W Ca1 O1 125.97(19) . . ?
O3W Ca1 O2 73.45(18) . . ?
O3W Ca1 O1W 98.3(2) . . ?
O3W Ca1 H2WA 169.3 . . ?
O3W Ca1 H2WB 149.9 . . ?
O3W Ca1 O4W 98.5(2) . . ?
O3W Ca1 O11 78.31(19) . . ?
O3W Ca1 O12 78.6(2) . . ?
O4W Ca1 O1 82.04(19) . . ?
O4W Ca1 O2 82.71(19) . . ?
O4W Ca1 H2WA 78.5 . . ?
O4W Ca1 H2WB 107.1 . . ?
O4W Ca1 O11 73.48(18) . . ?
O4W Ca1 O12 125.50(18) . . ?
O11 Ca1 H2WA 91.0 . . ?
O11 Ca1 H2WB 93.8 . . ?
O12 Ca1 O1 142.8(2) . . ?
O12 Ca1 O2 143.06(19) . . ?
O12 Ca1 H2WA 94.7 . . ?
O12 Ca1 H2WB 73.8 . . ?
O12 Ca1 O11 52.43(17) . . ?
O5W Ca2 O7W 149.0(2) . . ?
O5W Ca2 O8W 71.94(19) . . ?
O5W Ca2 O9W 140.4(2) . . ?
O5W Ca2 O10W 73.3(2) . . ?
O6W Ca2 O5W 92.37(19) . . ?
O6W Ca2 O7W 73.8(2) . . ?
O6W Ca2 O8W 146.2(2) . . ?
O6W Ca2 O9W 99.0(2) . . ?
O6W Ca2 O10W 73.5(2) . . ?
O7W Ca2 O8W 133.19(18) . . ?
O7W Ca2 O9W 70.2(2) . . ?
O7W Ca2 O10W 126.0(2) . . ?
O9W Ca2 O8W 77.9(2) . . ?
O9W Ca2 O10W 73.9(2) . . ?
O10W Ca2 O8W 73.39(19) . . ?
O11W Ca2 O5W 96.0(2) . . ?
O11W Ca2 O6W 144.1(2) . . ?
O11W Ca2 O7W 81.4(2) . . ?
O11W Ca2 O8W 68.89(19) . . ?
O11W Ca2 O9W 96.5(2) . . ?
O11W Ca2 O10W 142.2(2) . . ?
O11W Ca2 O12W 72.5(2) . . ?
O12W Ca2 O5W 73.0(2) . . ?
O12W Ca2 O6W 76.8(2) . . ?
O12W Ca2 O7W 76.8(2) . . ?
O12W Ca2 O8W 123.6(2) . . ?
O12W Ca2 O9W 146.5(2) . . ?
O12W Ca2 O10W 133.4(2) . . ?
C6 O1 Ca1 93.4(4) . . ?
C6 O2 Ca1 92.7(5) . . ?
C7 O4 H4 109.5 . . ?
C8 O6 H6 109.5 . . ?
C2 C1 H1 106.8 . . ?
C5 C1 H1 106.8 . . ?
C5 C1 C2 105.0(6) . . ?
C6 C1 H1 106.8 . . ?
C6 C1 C2 114.3(6) . . ?
C6 C1 C5 116.7(6) . . ?
C1 C2 H2 109.1 . . ?
C1 C2 C3 104.6(6) . . ?
C3 C2 H2 109.1 . . ?
C7 C2 C1 110.5(6) . . ?
C7 C2 H2 109.1 . . ?
C7 C2 C3 114.3(6) . . ?
C2 C3 H3 108.8 . . ?
C4 C3 C2 103.6(6) . . ?
C4 C3 H3 108.8 . . ?
C8 C3 C2 113.5(6) . . ?
C8 C3 H3 108.8 . . ?
C8 C3 C4 113.2(6) . . ?
C3 C4 H4A 105.9 . . ?
C5 C4 C3 103.4(6) . . ?
C5 C4 H4A 105.9 . . ?
C9 C4 C3 115.7(6) . . ?
C9 C4 H4A 105.9 . . ?
C9 C4 C5 119.1(7) . . ?
C1 C5 H5A 111.8 . . ?
C1 C5 H5B 111.8 . . ?
C4 C5 C1 100.0(6) . . ?
C4 C5 H5A 111.8 . . ?
C4 C5 H5B 111.8 . . ?
H5A C5 H5B 109.5 . . ?
O1 C6 Ca1 60.3(4) . . ?
O1 C6 O2 120.4(7) . . ?
O1 C6 C1 121.5(7) . . ?
O2 C6 Ca1 60.6(4) . . ?
O2 C6 C1 118.0(7) . . ?
C1 C6 Ca1 174.3(5) . . ?
O3 C7 O4 125.9(7) . . ?
O3 C7 C2 120.2(7) . . ?
O4 C7 C2 113.9(7) . . ?
O5 C8 O6 123.2(7) . . ?
O5 C8 C3 124.9(7) . . ?
O6 C8 C3 111.9(7) . . ?
O7 C9 O8 121.6(7) . . ?
O7 C9 C4 119.6(7) . . ?
O8 C9 C4 118.7(7) . . ?
Ca1 O1W H1WA 112.0 . . ?
Ca1 O1W H1WB 112.3 . . ?
H1WA O1W H1WB 106.6 . . ?
Ca1 O2W H2WA 109.4 . . ?
Ca1 O2W H2WB 110.0 . . ?
H2WA O2W H2WB 108.9 . . ?
Ca1 O3W H3WA 110.2 . . ?
Ca1 O3W H3WB 110.0 . . ?
H3WA O3W H3WB 108.6 . . ?
Ca1 O4W H4WA 109.9 . . ?
Ca1 O4W H4WB 110.5 . . ?
H4WA O4W H4WB 108.6 . . ?
Ca2 O5W H5WA 112.8 . . ?
Ca2 O5W H5WB 112.3 . . ?
H5WA O5W H5WB 106.2 . . ?
Ca2 O6W H6WA 110.8 . . ?
Ca2 O6W H6WB 110.6 . . ?
H6WA O6W H6WB 108.1 . . ?
Ca2 O7W H7WA 110.6 . . ?
Ca2 O7W H7WB 109.8 . . ?
H7WA O7W H7WB 108.5 . . ?
Ca2 O8W H8WA 110.3 . . ?
Ca2 O8W H8WB 110.2 . . ?
H8WA O8W H8WB 108.7 . . ?
Ca2 O9W H9WA 111.1 . . ?
Ca2 O9W H9WB 110.6 . . ?
H9WA O9W H9WB 108.0 . . ?
Ca2 O10W H10A 109.5 . . ?
Ca2 O10W H10B 109.5 . . ?
H10A O10W H10B 109.3 . . ?
C16 O11 Ca1 92.6(5) . . ?
C16 O12 Ca1 95.3(5) . . ?
C17 O14 H14 109.5 . . ?
C18 O16 H16 109.5 . . ?
C12 C11 H11 106.1 . . ?
C15 C11 H11 106.1 . . ?
C15 C11 C12 105.4(6) . . ?
C16 C11 H11 106.1 . . ?
C16 C11 C12 114.5(6) . . ?
C16 C11 C15 117.8(7) . . ?
C11 C12 H12 109.7 . . ?
C11 C12 C13 104.5(6) . . ?
C13 C12 H12 109.7 . . ?
C17 C12 C11 109.2(6) . . ?
C17 C12 H12 109.7 . . ?
C17 C12 C13 113.7(6) . . ?
C12 C13 H13 109.2 . . ?
C14 C13 C12 104.6(6) . . ?
C14 C13 H13 109.2 . . ?
C18 C13 C12 111.8(6) . . ?
C18 C13 H13 109.2 . . ?
C18 C13 C14 112.6(6) . . ?
C13 C14 H14A 106.4 . . ?
C15 C14 C13 103.8(6) . . ?
C15 C14 H14A 106.4 . . ?
C19 C14 C13 115.1(6) . . ?
C19 C14 H14A 106.4 . . ?
C19 C14 C15 117.9(7) . . ?
C11 C15 H15A 111.6 . . ?
C11 C15 H15B 111.6 . . ?
C14 C15 C11 101.1(6) . . ?
C14 C15 H15A 111.6 . . ?
C14 C15 H15B 111.6 . . ?
H15A C15 H15B 109.4 . . ?
O11 C16 Ca1 61.1(4) . . ?
O11 C16 C11 118.8(7) . . ?
O12 C16 Ca1 58.5(4) . . ?
O12 C16 O11 119.6(7) . . ?
O12 C16 C11 121.6(7) . . ?
C11 C16 Ca1 177.8(6) . . ?
O13 C17 O14 122.4(7) . . ?
O13 C17 C12 123.8(7) . . ?
O14 C17 C12 113.7(6) . . ?
O15 C18 O16 124.2(7) . . ?
O15 C18 C13 123.9(7) . . ?
O16 C18 C13 111.8(7) . . ?
O17 C19 O18 120.0(7) . . ?
O17 C19 C14 119.1(7) . . ?
O18 C19 C14 120.6(7) . . ?
Ca2 O11W H11A 110.6 . . ?
Ca2 O11W H11B 110.2 . . ?
H11A O11W H11B 108.4 . . ?
Ca2 O12W H12A 109.6 . . ?
Ca2 O12W H12B 109.7 . . ?
H12A O12W H12B 109.2 . . ?
H13A O13W H13B 109.4 . . ?
H13A O13W H14B 22.1 . . ?
H13A O13W H14C 77.4 . . ?
H13B O13W H14B 118.8 . . ?
H13B O13W H14C 51.0 . . ?
H13A O14W H13B 80.3 . . ?
H13A O14W H14B 22.6 . . ?
H13A O14W H14C 97.1 . . ?
H13B O14W H14B 102.9 . . ?
H13B O14W H14C 56.8 . . ?
H15C O15W H15D 109.4 . . ?
H15C O15W H16A 101.4 . . ?
H15C O15W H16B 151.1 . . ?
H15D O15W H16A 139.5 . . ?
H15D O15W H16B 44.1 . . ?
H15D O16W H16A 110.6 . . ?
H15D O16W H16B 46.1 . . ?

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
O4 H4 O1 0.84 1.75 2.575(8) 165.4 2_565
O6 H6 O7 0.84 1.91 2.649(7) 145.9 2_565
O1W H1WA O14 0.91 2.18 3.059(8) 162.5 2_564
O1W H1WB O4W 0.91 1.98 2.790(8) 147.2 2_564
O2W H2WA O4 0.86 2.47 3.198(8) 142.4 2_564
O2W H2WB O3W 0.86 2.26 2.996(9) 142.8 2_564
O3W H3WA O2W 0.87 2.13 2.996(9) 178.5 2_565
O3W H3WB O13 0.87 2.02 2.881(8) 172.0 .
O4W H4WA O1W 0.87 1.99 2.790(8) 151.8 2_565
O4W H4WB O3 0.87 1.96 2.795(8) 161.7 .
O5W H5WA O8 0.92 1.77 2.664(8) 165.8 1_565
O5W H5WB O6W 0.91 1.85 2.754(9) 172.2 2_575
O6W H6WA O7W 0.88 2.51 3.066(8) 122.2 1_565
O6W H6WA O9W 0.88 2.30 3.054(8) 144.6 1_565
O6W H6WB O15W 0.88 1.92 2.764(13) 160.0 2_574
O6W H6WB O16W 0.88 1.75 2.627(14) 175.5 2_574
O7W H7WA O11W 0.86 2.26 2.901(9) 130.9 2_564
O7W H7WB O17 0.87 1.97 2.779(8) 155.0 4_464
O8W H8WA O8 0.87 2.06 2.887(8) 157.4 1_565
O8W H8WB O7 0.87 2.00 2.773(7) 147.5 .
O9W H9WA O6W 0.88 2.45 3.054(8) 126.5 1_545
O9W H9WB O5 0.88 2.08 2.911(8) 157.6 2_564
O10W H10A O8 0.85 1.99 2.765(8) 149.9 2_564
O14 H14 O12 0.84 1.76 2.531(8) 152.1 2_565
O16 H16 O18 0.84 1.77 2.611(7) 174.5 2_565
O11W H11A O5W 0.87 1.90 2.711(8) 155.1 1_545
O11W H11B O13W 0.87 1.77 2.627(13) 168.0 .
O11W H11B O14W 0.87 1.82 2.636(13) 154.8 .
O12W H12A O14W 0.85 2.05 2.857(14) 156.5 .
O12W H12B O16W 0.85 2.12 2.939(15) 162.1 2_574
O13W H13A O18 0.85 1.89 2.719(15) 165.7 3_445
O13W H13B O17 0.85 1.90 2.720(15) 160.3 4_464
O14W H14B O18 0.85 1.92 2.725(13) 157.7 3_445
O14W H14C O17 0.85 2.04 2.689(14) 132.8 4_464
O15W H15C O12W 0.85 2.13 2.758(15) 130.7 .
O16W H16A O6W 0.85 2.05 2.627(14) 124.8 2_575
O16W H16B O17 0.85 1.95 2.724(14) 150.2 3_445

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 0 -1 0.3603 0.0000 0.0003 -0.9993 -0.0492 -0.0155 -0.0330
0 0 1 0.3253 -0.0000 -0.0003 0.9993 0.0492 0.0155 0.0330
-1 -1 0 0.1106 -1.0067 -0.9982 0.0013 -0.0669 -0.0151 0.1050
1 1 0 0.0946 1.0067 0.9982 -0.0013 0.0669 0.0151 -0.1050
-1 0 0 0.0115 -0.9989 -0.0000 -0.0002 -0.0057 0.0135 0.0003
1 0 0 0.0115 0.9989 0.0000 0.0002 0.0057 -0.0135 -0.0003

_shelx_res_file_MD5              5901ba51f3d188c7ed278a104dcb2cf7

# start Validation Reply Form
_vrf_PLAT417_2_12srv161          
;
PROBLEM: Short Inter D-H..H-D       H1WB     ..H4WA     .       1.21 Ang.  
RESPONSE: The postions of hydrogen atoms could not be found in the residual
Fourier maps and they were placed in the calculated positions.  14 water 
molecules (some of them disordered) and 4 protonated acid groups are combined 
in a complicated partially disordered framework of hydrogen bonds in the 
structure. The water molecules were refined as rigid groups (AFIX 6) which 
resulted in presence of some close H...H contacts. As the detailed 
analysis of hydrogen bonds in this structure was out of scope of this study,
the attempts of manual optimisation of the network were deemed to be 
unnecessary.
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5_13srv056
_database_code_depnum_ccdc_archive 'CCDC 1984521'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_audit_creation_date             2013-02-26
_audit_creation_method           
;
  Olex2 1.2-beta
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C9H9O6), 3Ca, 7(H2 O)'
_chemical_formula_sum            'C18 H32 Ca3 O19'
_chemical_formula_weight         672.68
_chemical_melting_point          ?
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'
Ca Ca 0.2262 0.3064 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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'

_cell_length_a                   17.3557(19)
_cell_length_b                   9.4923(10)
_cell_length_c                   16.3976(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.882(3)
_cell_angle_gamma                90.00
_cell_volume                     2701.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2074
_cell_measurement_temperature    120
_cell_measurement_theta_max      29.52
_cell_measurement_theta_min      2.35
_exptl_absorpt_coefficient_mu    0.698
_exptl_absorpt_correction_T_max  .
_exptl_absorpt_correction_T_min  .
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   .
_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    1.654
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 The data collection nominally covered a full sphere of reciprocal space by
 a combination of 3 sets of ω scans each set at different φ and/or
 2θ angles and each scan (5 s exposure) covering -0.300° degrees in ω.
 The crystal to detector distance was 4.85 cm.
;
_diffrn_reflns_av_R_equivalents  0.0977
_diffrn_reflns_av_unetI/netI     0.0837
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11502
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.35
_diffrn_ambient_temperature      120
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           35.0
_diffrn_source_power             1.75
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50.0
_diffrn_special_details          ?
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1913
_reflns_number_total             3110
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v6.45A (Bruker, 2003)'
_computing_data_collection       'SMART v5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT v6.45A (Bruker, 2003)'
_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  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.953
_refine_diff_density_min         -0.506
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3110
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0909
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      0.973
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0700P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1227
_refine_ls_wR_factor_ref         0.1424
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Restrained distances
 H4WB-H4WA = H1WB-H1WA = H2WB-H2WA
 1.39 with sigma of 0.01
 O1W-H1WA = O1W-H1WB = O2W-H2WB = O2W-H2WA
 0.9 with sigma of 0.001
 O3W-H3W = O4W-H4WA = O4W-H4WB
 0.9 with sigma of 0.001
2. Uiso/Uaniso restraints and constraints
Uiso(H1) = Uiso(H5) = Uiso(H3)
3. Others
 Fixed Uiso: H3W(0.07543)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Ca1 Ca 0.42769(4) -0.40604(7) 0.42846(4) 0.0199(2) Uani 1 1 d . . .
Ca2 Ca 0.5000 -0.18339(10) 0.2500 0.0200(3) Uani 1 2 d S . .
O1 O 0.39076(12) -0.2258(2) 0.32548(15) 0.0233(6) Uani 1 1 d . . .
O1W O 0.48720(15) -0.2217(3) 0.51167(17) 0.0316(6) Uani 1 1 d D . .
O2 O 0.32955(13) -0.2291(3) 0.44184(15) 0.0254(6) Uani 1 1 d . . .
O2W O 0.44938(16) 0.0070(3) 0.1760(2) 0.0385(7) Uani 1 1 d D . .
O3 O 0.07247(12) 0.0243(3) 0.44807(15) 0.0245(6) Uani 1 1 d . . .
O4 O 0.03777(12) 0.1445(3) 0.34037(15) 0.0256(6) Uani 1 1 d . . .
O5 O 0.30747(14) 0.4646(3) 0.3877(2) 0.0388(7) Uani 1 1 d . . .
O6 O 0.41547(12) 0.3509(3) 0.37248(16) 0.0264(6) Uani 1 1 d . . .
C1 C 0.29601(18) -0.0459(4) 0.3459(2) 0.0207(7) Uani 1 1 d . . .
C2 C 0.21445(19) -0.0459(4) 0.3792(2) 0.0199(7) Uani 1 1 d . . .
C3 C 0.17126(18) 0.0842(4) 0.3512(2) 0.0207(7) Uani 1 1 d . . .
C4 C 0.21401(18) 0.2199(4) 0.3773(2) 0.0211(7) Uani 1 1 d . . .
C5 C 0.29743(18) 0.2203(4) 0.3471(2) 0.0233(8) Uani 1 1 d . . .
C6 C 0.33995(19) 0.0862(4) 0.3732(3) 0.0236(8) Uani 1 1 d . . .
C7 C 0.34080(17) -0.1753(4) 0.3731(2) 0.0200(7) Uani 1 1 d . . .
C8 C 0.08935(17) 0.0844(4) 0.3825(2) 0.0195(7) Uani 1 1 d . . .
C9 C 0.34196(18) 0.3536(4) 0.3711(2) 0.0230(8) Uani 1 1 d . . .
H1 H 0.293(2) -0.052(4) 0.285(2) 0.024(6) Uiso 1 1 d . . .
H1WA H 0.5216(18) -0.255(4) 0.5486(17) 0.044(13) Uiso 1 1 d D . .
H1WB H 0.470(2) -0.145(3) 0.538(2) 0.071(17) Uiso 1 1 d D . .
H2A H 0.219(2) -0.050(4) 0.434(2) 0.023(10) Uiso 1 1 d . . .
H2B H 0.1914(19) -0.137(4) 0.359(2) 0.020(9) Uiso 1 1 d . . .
H2WA H 0.420(4) 0.019(6) 0.131(3) 0.16(4) Uiso 1 1 d D . .
H2WB H 0.459(3) 0.0965(19) 0.191(3) 0.09(2) Uiso 1 1 d D . .
H3 H 0.170(2) 0.081(4) 0.290(2) 0.024(6) Uiso 1 1 d . . .
H4A H 0.1862(17) 0.297(3) 0.3558(19) 0.009(8) Uiso 1 1 d . . .
H4B H 0.216(2) 0.230(4) 0.437(2) 0.030(11) Uiso 1 1 d . . .
H5 H 0.2968(19) 0.223(4) 0.284(2) 0.024(6) Uiso 1 1 d . . .
H6A H 0.3431(19) 0.086(4) 0.430(2) 0.015(9) Uiso 1 1 d . . .
H6B H 0.391(2) 0.082(4) 0.342(2) 0.033(11) Uiso 1 1 d . . .
O3W O 0.5000 0.2448(4) 0.2500 0.0412(10) Uani 1 2 d SD . .
H3W H 0.526(3) 0.302(4) 0.217(3) 0.075 Uiso 1 1 d D . .
O4W O 0.33137(15) -0.0786(3) 0.5839(2) 0.0438(8) Uani 1 1 d D . .
H4WA H 0.324(3) -0.127(5) 0.537(2) 0.10(2) Uiso 1 1 d D . .
H4WB H 0.2868(13) -0.031(4) 0.587(3) 0.056(14) Uiso 1 1 d D . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O1 2.481(2) . ?
Ca1 O1W 2.439(3) . ?
Ca1 O2 2.404(2) . ?
Ca1 O3 2.315(2) 7_546 ?
Ca1 O4 2.460(2) 3_545 ?
Ca1 O6 2.491(3) 1_545 ?
Ca2 O1 2.315(2) 2_655 ?
Ca2 O1 2.315(2) . ?
Ca2 O2W 2.341(3) . ?
Ca2 O2W 2.341(3) 2_655 ?
Ca2 O4 2.295(2) 3_545 ?
Ca2 O4 2.295(2) 4_545 ?
O1 C7 1.270(4) . ?
O1W H1WA 0.8999(10) . ?
O1W H1WB 0.8999(11) . ?
O2 C7 1.255(4) . ?
O2W H2WA 0.8999(10) . ?
O2W H2WB 0.9000(11) . ?
O3 Ca1 2.315(2) 7_546 ?
O3 Ca1 2.613(2) 3_455 ?
O3 C8 1.256(4) . ?
O4 Ca1 2.460(2) 3_455 ?
O4 Ca2 2.295(2) 3_455 ?
O4 C8 1.259(4) . ?
O5 Ca1 2.503(3) 1_565 ?
O5 C9 1.244(4) . ?
O6 Ca1 2.491(3) 1_565 ?
O6 C9 1.276(4) . ?
C1 C2 1.525(4) . ?
C1 C6 1.531(5) . ?
C1 C7 1.517(5) . ?
C1 H1 1.01(4) . ?
C2 C3 1.512(5) . ?
C2 H2A 0.90(4) . ?
C2 H2B 1.01(4) . ?
C3 C4 1.544(5) . ?
C3 C8 1.519(4) . ?
C3 H3 1.00(4) . ?
C4 C5 1.537(4) . ?
C4 H4A 0.94(3) . ?
C4 H4B 0.98(4) . ?
C5 C6 1.529(5) . ?
C5 C9 1.530(5) . ?
C5 H5 1.04(4) . ?
C6 H6A 0.94(4) . ?
C6 H6B 1.03(4) . ?
C8 Ca1 2.918(3) 3_455 ?
C9 Ca1 2.874(4) 1_565 ?
O3W H3W 0.9000(10) . ?
O4W H4WA 0.9000(10) . ?
O4W H4WB 0.8999(10) . ?

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
_geom_angle_publ_flag
O1 Ca1 O6 111.60(9) . 1_545 ?
O1W Ca1 O1 89.35(9) . . ?
O1W Ca1 O4 82.10(9) . 3_545 ?
O1W Ca1 O6 154.66(9) . 1_545 ?
O2 Ca1 O1 53.46(8) . . ?
O2 Ca1 O1W 75.06(9) . . ?
O2 Ca1 O4 118.36(9) . 3_545 ?
O2 Ca1 O6 128.62(8) . 1_545 ?
O3 Ca1 O1 157.80(8) 7_546 . ?
O3 Ca1 O1W 82.24(9) 7_546 . ?
O3 Ca1 O2 104.39(8) 7_546 . ?
O3 Ca1 O4 128.27(8) 7_546 3_545 ?
O3 Ca1 O6 82.63(9) 7_546 1_545 ?
O4 Ca1 O1 70.17(7) 3_545 . ?
O4 Ca1 O6 91.53(8) 3_545 1_545 ?
O1 Ca2 O1 159.97(13) . 2_655 ?
O1 Ca2 O2W 99.26(10) 2_655 . ?
O1 Ca2 O2W 96.18(9) . . ?
O1 Ca2 O2W 99.26(10) . 2_655 ?
O1 Ca2 O2W 96.18(9) 2_655 2_655 ?
O2W Ca2 O2W 78.91(16) 2_655 . ?
O4 Ca2 O1 76.06(8) 3_545 . ?
O4 Ca2 O1 89.61(8) 4_545 . ?
O4 Ca2 O1 76.06(8) 4_545 2_655 ?
O4 Ca2 O1 89.61(8) 3_545 2_655 ?
O4 Ca2 O2W 96.52(10) 4_545 . ?
O4 Ca2 O2W 96.53(10) 3_545 2_655 ?
O4 Ca2 O2W 170.37(10) 4_545 2_655 ?
O4 Ca2 O2W 170.37(10) 3_545 . ?
O4 Ca2 O4 89.20(13) 3_545 4_545 ?
Ca2 O1 Ca1 106.18(9) . . ?
C7 O1 Ca1 90.7(2) . . ?
C7 O1 Ca2 146.7(2) . . ?
Ca1 O1W H1WA 113(2) . . ?
Ca1 O1W H1WB 135(3) . . ?
H1WA O1W H1WB 100.9(10) . . ?
C7 O2 Ca1 94.70(19) . . ?
Ca2 O2W H2WA 137(3) . . ?
Ca2 O2W H2WB 121(3) . . ?
H2WA O2W H2WB 101.7(10) . . ?
Ca1 O3 Ca1 102.49(8) 7_546 3_455 ?
C8 O3 Ca1 166.5(2) . 7_546 ?
C8 O3 Ca1 90.93(18) . 3_455 ?
Ca2 O4 Ca1 107.54(9) 3_455 3_455 ?
C8 O4 Ca1 98.16(19) . 3_455 ?
C8 O4 Ca2 150.5(2) . 3_455 ?
C9 O5 Ca1 94.1(2) . 1_565 ?
C9 O6 Ca1 93.9(2) . 1_565 ?
C2 C1 C6 110.9(3) . . ?
C2 C1 H1 109(2) . . ?
C6 C1 H1 111(2) . . ?
C7 C1 C2 111.6(3) . . ?
C7 C1 C6 109.0(3) . . ?
C7 C1 H1 105(2) . . ?
C1 C2 H2A 107(2) . . ?
C1 C2 H2B 104.5(19) . . ?
C3 C2 C1 110.5(3) . . ?
C3 C2 H2A 112(2) . . ?
C3 C2 H2B 114.4(19) . . ?
H2A C2 H2B 108(3) . . ?
C2 C3 C4 111.3(3) . . ?
C2 C3 C8 111.1(3) . . ?
C2 C3 H3 107(2) . . ?
C4 C3 H3 108(2) . . ?
C8 C3 C4 110.7(3) . . ?
C8 C3 H3 109(2) . . ?
C3 C4 H4A 107.6(19) . . ?
C3 C4 H4B 112(2) . . ?
C5 C4 C3 111.3(3) . . ?
C5 C4 H4A 110.9(18) . . ?
C5 C4 H4B 108(2) . . ?
H4A C4 H4B 108(3) . . ?
C4 C5 H5 109.1(19) . . ?
C6 C5 C4 111.1(3) . . ?
C6 C5 C9 112.1(3) . . ?
C6 C5 H5 107(2) . . ?
C9 C5 C4 113.2(3) . . ?
C9 C5 H5 104(2) . . ?
C1 C6 H6A 108(2) . . ?
C1 C6 H6B 105(2) . . ?
C5 C6 C1 111.3(3) . . ?
C5 C6 H6A 108(2) . . ?
C5 C6 H6B 108(2) . . ?
H6A C6 H6B 117(3) . . ?
O1 C7 Ca1 62.30(17) . . ?
O1 C7 C1 118.4(3) . . ?
O2 C7 Ca1 58.78(17) . . ?
O2 C7 O1 121.1(3) . . ?
O2 C7 C1 120.5(3) . . ?
C1 C7 Ca1 177.2(2) . . ?
O3 C8 Ca1 63.57(16) . 3_455 ?
O3 C8 O4 120.1(3) . . ?
O3 C8 C3 121.4(3) . . ?
O4 C8 Ca1 56.56(16) . 3_455 ?
O4 C8 C3 118.5(3) . . ?
C3 C8 Ca1 174.9(2) . 3_455 ?
O5 C9 Ca1 60.29(19) . 1_565 ?
O5 C9 O6 119.8(3) . . ?
O5 C9 C5 120.9(3) . . ?
O6 C9 Ca1 59.83(18) . 1_565 ?
O6 C9 C5 119.3(3) . . ?
C5 C9 Ca1 175.5(3) . 1_565 ?
H4WA O4W H4WB 101.1(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
O1W H1WA O6 0.8999(10) 1.913(7) 2.805(4) 171(4) 5_656
O1W H1WB O4W 0.8999(11) 2.61(4) 3.265(4) 130(4) .
O2W H2WA O4W 0.8999(10) 1.80(4) 2.615(4) 150(7) 6
O2W H2WB O3W 0.9000(11) 1.843(18) 2.703(4) 159(5) .
O3W H3W O6 0.9000(10) 1.85(2) 2.700(3) 157(5) 2_655
O4W H4WA O2 0.9000(10) 1.845(9) 2.733(4) 169(4) .
O4W H4WB O5 0.8999(10) 1.806(12) 2.689(4) 166(5) 7_556
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4_13srv310
_database_code_depnum_ccdc_archive 'CCDC 1984520'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_audit_creation_date             2019-10-21
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H26 Ca O20'
_chemical_formula_sum            'C18 H26 Ca O20'
_chemical_formula_weight         602.47
_chemical_melting_point          ?
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'
Ca Ca 0.2262 0.3064 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   36.2540(18)
_cell_length_b                   5.5867(3)
_cell_length_c                   11.6210(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2353.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4420
_cell_measurement_temperature    120
_cell_measurement_theta_max      28.07
_cell_measurement_theta_min      3.37
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.368
_exptl_absorpt_correction_T_max  0.9806
_exptl_absorpt_correction_T_min  0.3806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
SADABS-2006/1 (Bruker,2006) was used for absorption correction. 
R(int) was 0.0597 before and 0.0447 after correction. 
The Ratio of minimum to maximum transmission is 0.3881. 
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_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    1.700
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.04
_exptl_special_details           
;           
The data collection nominally covered a full sphere of reciprocal space 
by a combination of 3 sets of ω scans each set at different φ 
and/or 2θ angles and each scan (10 s exposure) covering 
-0.300° degrees in ω. The crystal to detector distance was 4.85 cm.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0720
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            24873
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.990
_diffrn_reflns_theta_min         1.123
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  Parallel,graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           35.0
_diffrn_source_power             1.75
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2360
_reflns_number_total             2837
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v6.45A (Bruker, 2003)'
_computing_data_collection       'SMART v5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT v6.45A (Bruker, 2003)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.520
_refine_diff_density_min         -0.708
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.203
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2837
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0817
_refine_ls_restrained_S_all      1.203
_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)+22.7473P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1900
_refine_ls_wR_factor_ref         0.1971
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Others
 Fixed Sof: O2WA(0.4) H2WB(0.4) O2WB(0.6) H2WC(0.6)
3.a Everything fixed:
 H2WA
3.b Riding coordinates:
 O2WA(H2WB), O2WB(H2WC)
3.c Ternary CH refined with riding coordinates:
 C4(H4A)
3.d Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 0.250000 0.250000 0.73570(10) 0.0120(3) Uani 1 2 d S T P . .
O1 O 0.31339(9) 0.1556(6) 0.6675(3) 0.0206(7) Uani 1 1 d . . . . .
O2 O 0.29254(9) -0.0618(6) 0.8104(3) 0.0208(8) Uani 1 1 d . . . . .
O3 O 0.35623(9) 0.2799(6) 0.9030(3) 0.0194(7) Uani 1 1 d . . . . .
O4 O 0.34659(10) 0.0250(7) 1.0485(3) 0.0205(7) Uani 1 1 d . . . . .
O5 O 0.44529(9) 0.2416(7) 0.8315(3) 0.0194(7) Uani 1 1 d . . . . .
O6 O 0.43265(10) 0.1118(7) 1.0092(3) 0.0232(8) Uani 1 1 d . . . . .
O7 O 0.46101(10) -0.0133(7) 0.5879(3) 0.0217(8) Uani 1 1 d . . . . .
O8 O 0.48284(9) -0.2152(7) 0.7385(3) 0.0204(8) Uani 1 1 d . . . . .
C1 C 0.35482(12) -0.1316(8) 0.7515(4) 0.0158(9) Uani 1 1 d . . . . .
C2 C 0.37132(12) -0.1351(8) 0.8761(4) 0.0132(9) Uani 1 1 d . . . . .
C3 C 0.41426(12) -0.1376(9) 0.8568(4) 0.0147(9) Uani 1 1 d . . . . .
C4 C 0.41860(12) -0.1793(9) 0.7265(4) 0.0159(9) Uani 1 1 d . . . . .
H4A H 0.414292 -0.350248 0.713083 0.019 Uiso 1 1 calc R . . . .
C5 C 0.38612(12) -0.0469(9) 0.6744(4) 0.0160(9) Uani 1 1 d . . . . .
H5A H 0.382118 -0.092842 0.594878 0.019 Uiso 1 1 calc R . . . .
H5B H 0.389373 0.125169 0.678890 0.019 Uiso 1 1 calc R . . . .
C6 C 0.31835(13) -0.0021(8) 0.7415(4) 0.0162(9) Uani 1 1 d . . . . .
C7 C 0.35769(12) 0.0788(8) 0.9435(4) 0.0158(9) Uani 1 1 d . . . . .
C8 C 0.43246(12) 0.0932(9) 0.8955(4) 0.0169(9) Uani 1 1 d . . . . .
C9 C 0.45591(12) -0.1231(9) 0.6779(4) 0.0166(9) Uani 1 1 d . . . . .
H1 H 0.3495(14) -0.305(10) 0.726(5) 0.013(13) Uiso 1 1 d . . . . .
H2 H 0.3643(15) -0.296(10) 0.916(5) 0.017(14) Uiso 1 1 d . . . . .
H3 H 0.4262(17) -0.262(13) 0.900(6) 0.034(17) Uiso 1 1 d . . . . .
H4 H 0.3380(17) 0.151(12) 1.084(6) 0.032(18) Uiso 1 1 d . . . . .
H6 H 0.446(2) 0.243(19) 1.034(8) 0.08(3) Uiso 1 1 d . . . . .
H8 H 0.5022(19) -0.182(12) 0.720(6) 0.034(19) Uiso 1 1 d . . . . .
O1W O 0.28508(10) 0.4791(6) 0.8764(3) 0.0173(7) Uani 1 1 d . . . . .
H1WA H 0.2896(17) 0.621(13) 0.868(6) 0.028(17) Uiso 1 1 d . . . . .
H1WB H 0.3086(19) 0.436(12) 0.889(6) 0.032(18) Uiso 1 1 d . . . . .
O2WA O 0.2610(3) 0.547(2) 0.5966(10) 0.026(3) Uiso 0.4 1 d . . . A 1
H2WB H 0.258100 0.695808 0.582021 0.039 Uiso 0.4 1 d R . . A 1
O2WB O 0.25990(17) 0.4937(12) 0.5675(6) 0.0174(14) Uiso 0.6 1 d . . . A 2
H2WC H 0.247233 0.484249 0.500623 0.026 Uiso 0.6 1 d R . . A 2
H2WA H 0.281400 0.509900 0.558900 0.050 Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O1 2.488(3) 2 ?
Ca1 O1 2.488(3) . ?
Ca1 O2 2.483(3) . ?
Ca1 O2 2.483(3) 2 ?
Ca1 O1W 2.435(4) 2 ?
Ca1 O1W 2.435(4) . ?
Ca1 O2WA 2.353(11) . ?
Ca1 O2WA 2.353(11) 2 ?
Ca1 O2WB 2.409(6) . ?
Ca1 O2WB 2.409(6) 2 ?
Ca1 H2WA 2.7614 . ?
O1 C6 1.244(6) . ?
O2 C6 1.276(6) . ?
O3 C7 1.220(6) . ?
O4 C7 1.319(6) . ?
O4 H4 0.88(7) . ?
O5 C8 1.207(6) . ?
O6 C8 1.325(6) . ?
O6 H6 0.91(10) . ?
O7 C9 1.226(6) . ?
O8 C9 1.309(6) . ?
O8 H8 0.76(7) . ?
C1 C2 1.567(6) . ?
C1 C5 1.521(6) . ?
C1 C6 1.512(6) . ?
C1 H1 1.03(5) . ?
C2 C3 1.573(6) . ?
C2 C7 1.512(6) . ?
C2 H2 1.04(6) . ?
C3 C4 1.540(6) . ?
C3 C8 1.517(7) . ?
C3 H3 0.96(7) . ?
C4 H4A 0.9800 . ?
C4 C5 1.517(6) . ?
C4 C9 1.499(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
O1W H1WA 0.82(7) . ?
O1W H1WB 0.90(7) . ?
O2WA H2WB 0.8523 . ?
O2WA H2WA 0.8846 . ?
O2WB H2WC 0.9040 . ?
O2WB H2WA 0.7909 . ?

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
_geom_angle_publ_flag
O1 Ca1 O1 142.84(17) . 2 ?
O1 Ca1 H2WA 59.6 . . ?
O1 Ca1 H2WA 91.9 2 . ?
O2 Ca1 O1 52.33(11) 2 2 ?
O2 Ca1 O1 146.50(12) 2 . ?
O2 Ca1 O1 52.33(11) . . ?
O2 Ca1 O1 146.50(12) . 2 ?
O2 Ca1 O2 139.07(17) . 2 ?
O2 Ca1 H2WA 98.5 2 . ?
O2 Ca1 H2WA 111.9 . . ?
O1W Ca1 O1 80.96(12) 2 2 ?
O1W Ca1 O1 125.80(12) . 2 ?
O1W Ca1 O1 125.80(12) 2 . ?
O1W Ca1 O1 80.96(12) . . ?
O1W Ca1 O2 73.79(12) 2 . ?
O1W Ca1 O2 79.02(12) . . ?
O1W Ca1 O2 79.02(12) 2 2 ?
O1W Ca1 O2 73.79(12) . 2 ?
O1W Ca1 O1W 95.63(18) 2 . ?
O1W Ca1 H2WA 172.4 2 . ?
O1W Ca1 H2WA 90.5 . . ?
O2WA Ca1 O1 77.8(3) 2 . ?
O2WA Ca1 O1 76.9(3) . . ?
O2WA Ca1 O1 76.9(3) 2 2 ?
O2WA Ca1 O1 77.8(3) . 2 ?
O2WA Ca1 O2 129.1(3) . . ?
O2WA Ca1 O2 81.4(3) 2 . ?
O2WA Ca1 O2 81.4(3) . 2 ?
O2WA Ca1 O2 129.1(3) 2 2 ?
O2WA Ca1 O1W 157.1(3) 2 . ?
O2WA Ca1 O1W 90.1(3) . . ?
O2WA Ca1 O1W 157.1(3) . 2 ?
O2WA Ca1 O1W 90.1(3) 2 2 ?
O2WA Ca1 O2WA 93.2(6) . 2 ?
O2WA Ca1 O2WB 10.9(3) 2 2 ?
O2WA Ca1 O2WB 82.3(4) . 2 ?
O2WA Ca1 H2WA 17.7 . . ?
O2WA Ca1 H2WA 86.0 2 . ?
O2WB Ca1 O1 73.95(17) . . ?
O2WB Ca1 O1 76.08(17) 2 . ?
O2WB Ca1 O2 125.98(17) . . ?
O2WB Ca1 O2 88.85(18) 2 . ?
O2WB Ca1 O1W 99.79(19) . . ?
O2WB Ca1 O1W 156.90(17) 2 . ?
O2WB Ca1 O2WB 71.5(4) . 2 ?
O2WB Ca1 H2WA 15.8 . . ?
O2WB Ca1 H2WA 75.8 2 . ?
C6 O1 Ca1 93.6(3) . . ?
C6 O2 Ca1 93.0(3) . . ?
C7 O4 H4 111(4) . . ?
C8 O6 H6 112(6) . . ?
C9 O8 H8 116(5) . . ?
C2 C1 H1 109(3) . . ?
C5 C1 C2 105.3(4) . . ?
C5 C1 H1 105(3) . . ?
C6 C1 C2 114.3(4) . . ?
C6 C1 C5 117.3(4) . . ?
C6 C1 H1 105(3) . . ?
C1 C2 C3 104.3(3) . . ?
C1 C2 H2 109(3) . . ?
C3 C2 H2 107(3) . . ?
C7 C2 C1 110.2(4) . . ?
C7 C2 C3 113.9(4) . . ?
C7 C2 H2 112(3) . . ?
C2 C3 H3 112(4) . . ?
C4 C3 C2 104.0(4) . . ?
C4 C3 H3 111(4) . . ?
C8 C3 C2 112.4(4) . . ?
C8 C3 C4 112.1(4) . . ?
C8 C3 H3 105(4) . . ?
C3 C4 H4A 106.7 . . ?
C5 C4 C3 103.9(4) . . ?
C5 C4 H4A 106.7 . . ?
C9 C4 C3 115.5(4) . . ?
C9 C4 H4A 106.7 . . ?
C9 C4 C5 116.6(4) . . ?
C1 C5 H5A 111.6 . . ?
C1 C5 H5B 111.6 . . ?
C4 C5 C1 101.1(4) . . ?
C4 C5 H5A 111.6 . . ?
C4 C5 H5B 111.6 . . ?
H5A C5 H5B 109.4 . . ?
O1 C6 Ca1 60.5(2) . . ?
O1 C6 O2 120.9(4) . . ?
O1 C6 C1 121.2(4) . . ?
O2 C6 Ca1 60.4(2) . . ?
O2 C6 C1 117.9(4) . . ?
C1 C6 Ca1 176.8(3) . . ?
O3 C7 O4 123.7(4) . . ?
O3 C7 C2 122.8(4) . . ?
O4 C7 C2 113.5(4) . . ?
O5 C8 O6 124.0(5) . . ?
O5 C8 C3 124.7(4) . . ?
O6 C8 C3 111.4(4) . . ?
O7 C9 O8 122.9(4) . . ?
O7 C9 C4 124.2(4) . . ?
O8 C9 C4 112.8(4) . . ?
Ca1 O1W H1WA 123(5) . . ?
Ca1 O1W H1WB 118(4) . . ?
H1WA O1W H1WB 95(6) . . ?
Ca1 O2WA H2WB 143.3 . . ?
Ca1 O2WA H2WA 108.3 . . ?
H2WB O2WA H2WA 103.6 . . ?
Ca1 O2WB H2WC 126.1 . . ?
Ca1 O2WB H2WA 108.3 . . ?
H2WC O2WB H2WA 113.5 . . ?

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
_geom_hbond_publ_flag
O4 H4 O1 0.88(7) 1.70(7) 2.558(5) 165(6) 7_566 yes
O6 H6 O7 0.91(10) 1.73(11) 2.632(5) 168(9) 7_566 yes
O8 H8 O5 0.76(7) 2.04(7) 2.740(5) 154(7) 3_646 yes
O1W H1WA O2 0.82(7) 1.90(7) 2.691(5) 164(6) 1_565 yes
O1W H1WB O3 0.90(7) 1.94(7) 2.826(5) 168(6) . yes
O2WA H2WB O2WA 0.85 1.60 2.40(2) 154.6 2_565 yes
O2WB H2WC O1W 0.90 1.86 2.756(8) 171.2 8_655 yes


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6_13srv223
_database_code_depnum_ccdc_archive 'CCDC 1984522'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_audit_creation_date             2019-10-21
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '0.25(C36 H56 Ca4 O32), H2 O'
_chemical_formula_sum            'C9 H16 Ca O9'
_chemical_formula_weight         308.30
_chemical_melting_point          ?
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'
Ca Ca 0.2262 0.3064 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5782(9)
_cell_length_b                   12.5674(14)
_cell_length_c                   12.8876(14)
_cell_angle_alpha                64.439(3)
_cell_angle_beta                 89.726(3)
_cell_angle_gamma                89.647(3)
_cell_volume                     1253.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4170
_cell_measurement_temperature    120
_cell_measurement_theta_max      30.97
_cell_measurement_theta_min      2.95
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.846
_exptl_absorpt_coefficient_mu    0.541
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.0617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;    
SADABS-2006/1 (Bruker,2006) was used for absorption correction. 
R(int) was 0.0709 before and 0.0426 after correction. 
The Ratio of minimum to maximum transmission is 0.0617. 
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_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    1.634
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.06
_exptl_special_details           
;            
 The data collection nominally covered a full sphere of 
reciprocal space by a combination of 3 sets of ω scans 
each set at different φ and/or 2θ angles and each scan 
(5 s exposure) covering -0.300° degrees in ω. The crystal 
to detector distance was 4.85 cm.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0872
_diffrn_reflns_av_unetI/netI     0.0859
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13401
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.497
_diffrn_reflns_theta_min         1.752
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  Parallel,graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus X-ray tube'
_diffrn_source_current           50.0
_diffrn_source_power             1.5
_diffrn_source_voltage           30.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4488
_reflns_number_total             6328
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v6.45A (Bruker, 2003)'
_computing_data_collection       'SMART v5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT v6.45A (Bruker, 2003)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         2.527
_refine_diff_density_min         -0.872
_refine_diff_density_rms         0.202
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         6328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1050
_refine_ls_R_factor_gt           0.0838
_refine_ls_restrained_S_all      1.031
_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/[σ²(Fo²)+(0.1800P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2377
_refine_ls_wR_factor_ref         0.2592
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Riding coordinates:
 O2W(H2WA,H2WB), O5W(H5WA,H5WB), O6W(H6WA,H6WB)
2.b Rotating group:
 O1W(H1WA,H1WB), O3W(H3WA,H3WB), O4W(H4WA,H4WB)
2.c Ternary CH refined with riding coordinates:
 C1(H1), C3(H3), C5(H5A), C11(H11), C13(H13), C15(H15)
2.d Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C6(H6A,H6B), C12(H12A,H12B), C14(H14A,H14B),
 C16(H16A,H16B)
2.e Idealised tetrahedral OH refined as rotating group:
 O5(H5), O12(H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 0.49444(8) 0.36568(6) 0.15716(6) 0.0139(2) Uani 1 1 d . . . . .
Ca2 Ca -0.01191(8) 0.15693(6) 0.36660(6) 0.0135(2) Uani 1 1 d . . . . .
O1 O 0.6879(3) 0.2141(2) 0.2215(2) 0.0180(6) Uani 1 1 d . . . . .
O2 O 0.8186(3) 0.0451(2) 0.3025(2) 0.0183(6) Uani 1 1 d . . . . .
O3 O 0.1003(3) -0.0367(2) 0.4352(2) 0.0192(6) Uani 1 1 d . . . . .
O4 O 0.2404(3) -0.1948(3) 0.5331(2) 0.0197(6) Uani 1 1 d . . . . .
O5 O 0.5206(3) -0.1768(3) 0.0476(2) 0.0200(6) Uani 1 1 d . . . . .
H5 H 0.570371 -0.222609 0.030091 0.030 Uiso 1 1 calc GR . . . .
O6 O 0.5424(4) -0.3230(3) 0.2258(3) 0.0265(7) Uani 1 1 d . . . . .
C1 C 0.5583(4) 0.0397(3) 0.2377(3) 0.0144(7) Uani 1 1 d . . . . .
H1 H 0.496194 0.096690 0.174184 0.017 Uiso 1 1 calc R . . . .
C2 C 0.4574(4) -0.0022(3) 0.3478(3) 0.0145(7) Uani 1 1 d . . . . .
H2A H 0.519515 -0.051669 0.414004 0.017 Uiso 1 1 calc R . . . .
H2B H 0.421354 0.065468 0.358886 0.017 Uiso 1 1 calc R . . . .
C3 C 0.3168(4) -0.0721(3) 0.3373(3) 0.0145(7) Uani 1 1 d . . . . .
H3 H 0.256412 -0.019494 0.270180 0.017 Uiso 1 1 calc R . . . .
C4 C 0.3701(4) -0.1766(3) 0.3157(3) 0.0170(7) Uani 1 1 d . . . . .
H4A H 0.280823 -0.222608 0.313452 0.020 Uiso 1 1 calc R . . . .
H4B H 0.438858 -0.227158 0.376815 0.020 Uiso 1 1 calc R . . . .
C5 C 0.4559(4) -0.1283(3) 0.2004(3) 0.0167(7) Uani 1 1 d . . . . .
H5A H 0.386452 -0.072857 0.141509 0.020 Uiso 1 1 calc R . . . .
C6 C 0.6011(4) -0.0608(3) 0.2071(3) 0.0171(7) Uani 1 1 d . . . . .
H6A H 0.671712 -0.114566 0.264746 0.021 Uiso 1 1 calc R . . . .
H6B H 0.654759 -0.029373 0.133603 0.021 Uiso 1 1 calc R . . . .
C7 C 0.6974(4) 0.1046(3) 0.2534(3) 0.0144(7) Uani 1 1 d . . . . .
C8 C 0.2134(4) -0.1046(3) 0.4427(3) 0.0140(7) Uani 1 1 d . . . . .
C9 C 0.5087(4) -0.2212(3) 0.1618(3) 0.0170(8) Uani 1 1 d . . . . .
O1W O 0.4766(3) 0.2894(3) 0.3707(2) 0.0200(6) Uani 1 1 d . . . . .
H1WA H 0.393955 0.246604 0.396059 0.030 Uiso 1 1 d GR . . . .
H1WB H 0.471648 0.347403 0.389849 0.030 Uiso 1 1 d GR . . . .
O2W O 0.6934(3) 0.4762(3) 0.1951(3) 0.0272(7) Uani 1 1 d . . . . .
H2WA H 0.714135 0.538829 0.133365 0.041 Uiso 1 1 d R . . . .
H2WB H 0.682635 0.475709 0.256875 0.041 Uiso 1 1 d R . . . .
O3W O 0.1943(3) 0.1772(3) 0.4801(3) 0.0221(6) Uani 1 1 d . . . . .
H3WA H 0.195602 0.117495 0.546102 0.033 Uiso 1 1 d GR . . . .
H3WB H 0.180410 0.240114 0.489742 0.033 Uiso 1 1 d GR . . . .
O4W O -0.0125(3) 0.3723(2) 0.2972(2) 0.0206(6) Uani 1 1 d . . . . .
H4WA H -0.086264 0.403543 0.247599 0.031 Uiso 1 1 d GR . . . .
H4WB H 0.075695 0.400953 0.264592 0.031 Uiso 1 1 d GR . . . .
O5W O 0.0959(4) 0.4269(3) 0.4740(3) 0.0332(8) Uani 1 1 d . . . . .
H5WA H 0.080038 0.393145 0.430313 0.050 Uiso 1 1 d R . . . .
H5WB H 0.099678 0.375385 0.543473 0.050 Uiso 1 1 d R . . . .
O6W O 0.4118(4) 0.4829(3) 0.4183(3) 0.0316(7) Uani 1 1 d . . . . .
H6WA H 0.412554 0.546880 0.357032 0.047 Uiso 1 1 d R . . . .
H6WB H 0.318323 0.464660 0.440892 0.047 Uiso 1 1 d R . . . .
O7 O 0.3962(3) 0.5661(2) 0.0290(2) 0.0194(6) Uani 1 1 d . . . . .
O8 O 0.2606(3) 0.4685(2) 0.1857(2) 0.0214(6) Uani 1 1 d . . . . .
O9 O -0.1799(3) 0.7841(2) -0.2218(2) 0.0180(6) Uani 1 1 d . . . . .
O10 O -0.3295(3) 0.7239(2) -0.0680(2) 0.0176(6) Uani 1 1 d . . . . .
O11 O -0.0605(4) 0.7636(3) 0.3075(3) 0.0324(8) Uani 1 1 d . . . . .
O12 O -0.0204(3) 0.9505(2) 0.1817(3) 0.0215(6) Uani 1 1 d . . . . .
H12 H -0.059694 0.963942 0.232950 0.032 Uiso 1 1 calc GR . . . .
C11 C 0.1767(4) 0.6657(3) 0.0604(3) 0.0154(7) Uani 1 1 d . . . . .
H11 H 0.235533 0.735055 0.008521 0.018 Uiso 1 1 calc R . . . .
C12 C 0.0342(4) 0.6544(3) -0.0063(3) 0.0145(7) Uani 1 1 d . . . . .
H12A H 0.068222 0.640273 -0.071155 0.017 Uiso 1 1 calc R . . . .
H12B H -0.029369 0.588244 0.043489 0.017 Uiso 1 1 calc R . . . .
C13 C -0.0619(4) 0.7691(3) -0.0490(3) 0.0148(7) Uani 1 1 d . . . . .
H13 H 0.004465 0.832792 -0.101831 0.018 Uiso 1 1 calc R . . . .
C14 C -0.1075(4) 0.8001(3) 0.0489(3) 0.0159(7) Uani 1 1 d . . . . .
H14A H -0.179762 0.741504 0.099776 0.019 Uiso 1 1 calc R . . . .
H14B H -0.160131 0.875968 0.017742 0.019 Uiso 1 1 calc R . . . .
C15 C 0.0364(4) 0.8052(3) 0.1185(3) 0.0161(7) Uani 1 1 d . . . . .
H15 H 0.105767 0.867779 0.067592 0.019 Uiso 1 1 calc R . . . .
C16 C 0.1233(4) 0.6878(3) 0.1622(3) 0.0165(7) Uani 1 1 d . . . . .
H16A H 0.212890 0.689495 0.207047 0.020 Uiso 1 1 calc R . . . .
H16B H 0.055333 0.624514 0.211305 0.020 Uiso 1 1 calc R . . . .
C17 C 0.2830(4) 0.5595(3) 0.0945(3) 0.0138(7) Uani 1 1 d . . . . .
C18 C -0.2002(4) 0.7595(3) -0.1178(3) 0.0148(7) Uani 1 1 d . . . . .
C19 C -0.0181(4) 0.8350(3) 0.2135(3) 0.0180(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 Ca1 4.0018(15) 2_665 ?
Ca1 O1 2.384(3) . ?
Ca1 O1W 2.497(3) . ?
Ca1 O2W 2.388(3) . ?
Ca1 H2WB 2.7840 . ?
Ca1 O7 2.363(3) 2_665 ?
Ca1 O7 2.486(3) . ?
Ca1 O8 2.490(3) . ?
Ca1 O10 2.396(3) 2_565 ?
Ca1 C17 2.852(4) . ?
Ca1 C18 3.139(4) 2_565 ?
Ca2 Ca2 3.9644(15) 2_556 ?
Ca2 O1 3.083(3) 1_455 ?
Ca2 O2 2.411(3) 1_455 ?
Ca2 O3 2.459(3) 2_556 ?
Ca2 O3 2.399(3) . ?
Ca2 O4 2.497(3) 2_556 ?
Ca2 C7 3.109(4) 1_455 ?
Ca2 C8 2.835(4) 2_556 ?
Ca2 O3W 2.385(3) . ?
Ca2 O4W 2.456(3) . ?
Ca2 O9 2.352(3) 2_565 ?
O1 C7 1.257(4) . ?
O2 C7 1.276(5) . ?
O3 C8 1.264(4) . ?
O4 C8 1.248(5) . ?
O5 H5 0.8200 . ?
O5 C9 1.333(5) . ?
O6 C9 1.220(5) . ?
C1 H1 0.9800 . ?
C1 C2 1.545(5) . ?
C1 C6 1.519(5) . ?
C1 C7 1.511(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.537(5) . ?
C3 H3 0.9800 . ?
C3 C4 1.523(5) . ?
C3 C8 1.520(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.527(5) . ?
C5 H5A 0.9800 . ?
C5 C6 1.535(5) . ?
C5 C9 1.520(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
O1W H1WA 0.8657 . ?
O1W H1WB 0.8659 . ?
O2W H2WA 0.8623 . ?
O2W H2WB 0.7984 . ?
O3W H3WA 0.8577 . ?
O3W H3WB 0.8584 . ?
O4W H4WA 0.8647 . ?
O4W H4WB 0.8651 . ?
O5W H5WA 0.8501 . ?
O5W H5WB 0.8500 . ?
O6W H6WA 0.8499 . ?
O6W H6WB 0.8503 . ?
O7 C17 1.263(4) . ?
O8 C17 1.252(5) . ?
O9 C18 1.249(5) . ?
O10 C18 1.263(4) . ?
O11 C19 1.211(5) . ?
O12 H12 0.8200 . ?
O12 C19 1.326(5) . ?
C11 H11 0.9800 . ?
C11 C12 1.539(5) . ?
C11 C16 1.521(5) . ?
C11 C17 1.513(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.538(5) . ?
C13 H13 0.9800 . ?
C13 C14 1.522(5) . ?
C13 C18 1.521(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.547(5) . ?
C15 H15 0.9800 . ?
C15 C16 1.524(5) . ?
C15 C19 1.499(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?

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
_geom_angle_publ_flag
Ca1 Ca1 H2WB 94.8 2_665 . ?
O1 Ca1 Ca1 122.27(7) . 2_665 ?
O1 Ca1 O1W 77.74(10) . . ?
O1 Ca1 O2W 83.02(10) . . ?
O1 Ca1 H2WB 85.1 . . ?
O1 Ca1 O7 153.18(9) . . ?
O1 Ca1 O8 153.12(10) . . ?
O1 Ca1 O10 96.28(10) . 2_565 ?
O1 Ca1 C17 173.21(11) . . ?
O1 Ca1 C18 103.60(10) . 2_565 ?
O1W Ca1 Ca1 150.69(8) . 2_665 ?
O1W Ca1 H2WB 63.7 . . ?
O1W Ca1 C17 98.65(10) . . ?
O1W Ca1 C18 98.62(10) . 2_565 ?
O2W Ca1 Ca1 83.03(8) . 2_665 ?
O2W Ca1 O1W 78.30(11) . . ?
O2W Ca1 H2WB 15.5 . . ?
O2W Ca1 O7 82.27(11) . . ?
O2W Ca1 O8 99.30(11) . . ?
O2W Ca1 O10 164.07(11) . 2_565 ?
O2W Ca1 C17 90.64(11) . . ?
O2W Ca1 C18 172.05(10) . 2_565 ?
O7 Ca1 Ca1 33.39(6) . 2_665 ?
O7 Ca1 Ca1 35.39(7) 2_665 2_665 ?
O7 Ca1 O1 88.01(10) 2_665 . ?
O7 Ca1 O1W 160.11(10) 2_665 . ?
O7 Ca1 O1W 120.67(10) . . ?
O7 Ca1 O2W 86.33(11) 2_665 . ?
O7 Ca1 H2WB 86.6 . . ?
O7 Ca1 H2WB 101.7 2_665 . ?
O7 Ca1 O7 68.78(11) 2_665 . ?
O7 Ca1 O8 118.82(10) 2_665 . ?
O7 Ca1 O8 52.22(9) . . ?
O7 Ca1 O10 77.75(10) 2_665 2_565 ?
O7 Ca1 C17 94.03(10) 2_665 . ?
O7 Ca1 C17 26.23(9) . . ?
O7 Ca1 C18 93.21(10) . 2_565 ?
O7 Ca1 C18 98.18(10) 2_665 2_565 ?
O8 Ca1 Ca1 84.49(7) . 2_665 ?
O8 Ca1 O1W 76.56(9) . . ?
O8 Ca1 H2WB 90.5 . . ?
O8 Ca1 C17 25.99(10) . . ?
O8 Ca1 C18 72.79(10) . 2_565 ?
O10 Ca1 Ca1 83.96(7) 2_565 2_665 ?
O10 Ca1 O1W 117.20(10) 2_565 . ?
O10 Ca1 H2WB 178.5 2_565 . ?
O10 Ca1 O7 91.85(10) 2_565 . ?
O10 Ca1 O8 88.53(10) 2_565 . ?
O10 Ca1 C17 90.48(10) 2_565 . ?
O10 Ca1 C18 21.46(9) 2_565 2_565 ?
C17 Ca1 Ca1 58.95(8) . 2_665 ?
C17 Ca1 H2WB 88.1 . . ?
C17 Ca1 C18 82.53(10) . 2_565 ?
C18 Ca1 Ca1 96.82(7) 2_565 2_665 ?
C18 Ca1 H2WB 158.5 2_565 . ?
O1 Ca2 Ca2 116.86(6) 1_455 2_556 ?
O1 Ca2 C7 23.43(8) 1_455 1_455 ?
O2 Ca2 Ca2 79.54(7) 1_455 2_556 ?
O2 Ca2 O1 45.65(8) 1_455 1_455 ?
O2 Ca2 O3 88.92(10) 1_455 2_556 ?
O2 Ca2 O4 88.37(10) 1_455 2_556 ?
O2 Ca2 C7 22.51(9) 1_455 1_455 ?
O2 Ca2 C8 88.64(10) 1_455 2_556 ?
O2 Ca2 O4W 126.20(10) 1_455 . ?
O3 Ca2 Ca2 34.80(6) 2_556 2_556 ?
O3 Ca2 Ca2 35.81(6) . 2_556 ?
O3 Ca2 O1 119.32(9) . 1_455 ?
O3 Ca2 O1 104.52(9) 2_556 1_455 ?
O3 Ca2 O2 73.69(10) . 1_455 ?
O3 Ca2 O3 70.61(11) . 2_556 ?
O3 Ca2 O4 52.50(9) 2_556 2_556 ?
O3 Ca2 O4 120.60(10) . 2_556 ?
O3 Ca2 C7 94.60(10) 2_556 1_455 ?
O3 Ca2 C7 96.11(10) . 1_455 ?
O3 Ca2 C8 26.42(10) 2_556 2_556 ?
O3 Ca2 C8 95.87(10) . 2_556 ?
O3 Ca2 O4W 156.35(10) . . ?
O4 Ca2 Ca2 86.01(7) 2_556 2_556 ?
O4 Ca2 O1 67.27(9) 2_556 1_455 ?
O4 Ca2 C7 74.90(9) 2_556 1_455 ?
O4 Ca2 C8 26.08(10) 2_556 2_556 ?
C7 Ca2 Ca2 96.56(7) 1_455 2_556 ?
C8 Ca2 Ca2 60.42(8) 2_556 2_556 ?
C8 Ca2 O1 85.64(9) 2_556 1_455 ?
C8 Ca2 C7 84.31(10) 2_556 1_455 ?
O3W Ca2 Ca2 76.15(7) . 2_556 ?
O3W Ca2 O1 159.54(9) . 1_455 ?
O3W Ca2 O2 153.68(10) . 1_455 ?
O3W Ca2 O3 80.68(10) . . ?
O3W Ca2 O3 76.83(10) . 2_556 ?
O3W Ca2 O4 99.78(10) . 2_556 ?
O3W Ca2 C7 171.42(10) . 1_455 ?
O3W Ca2 C8 88.09(10) . 2_556 ?
O3W Ca2 O4W 80.12(10) . . ?
O4W Ca2 Ca2 147.48(8) . 2_556 ?
O4W Ca2 O1 81.36(9) . 1_455 ?
O4W Ca2 O3 117.76(10) . 2_556 ?
O4W Ca2 O4 76.39(9) . 2_556 ?
O4W Ca2 C7 104.74(10) . 1_455 ?
O4W Ca2 C8 97.16(10) . 2_556 ?
O9 Ca2 Ca2 120.56(7) 2_565 2_556 ?
O9 Ca2 O1 101.03(9) 2_565 1_455 ?
O9 Ca2 O2 100.55(10) 2_565 1_455 ?
O9 Ca2 O3 86.42(9) 2_565 . ?
O9 Ca2 O3 151.71(10) 2_565 2_556 ?
O9 Ca2 O4 152.98(10) 2_565 2_556 ?
O9 Ca2 C7 104.34(9) 2_565 1_455 ?
O9 Ca2 C8 170.80(10) 2_565 2_556 ?
O9 Ca2 O3W 83.48(10) 2_565 . ?
O9 Ca2 O4W 77.80(9) 2_565 . ?
Ca1 O1 Ca2 137.14(11) . 1_655 ?
C7 O1 Ca1 138.8(2) . . ?
C7 O1 Ca2 79.4(2) . 1_655 ?
C7 O2 Ca2 111.2(2) . 1_655 ?
Ca2 O3 Ca2 109.39(11) . 2_556 ?
C8 O3 Ca2 93.6(2) . 2_556 ?
C8 O3 Ca2 151.1(2) . . ?
C8 O4 Ca2 92.3(2) . 2_556 ?
C9 O5 H5 109.5 . . ?
C2 C1 H1 107.5 . . ?
C6 C1 H1 107.5 . . ?
C6 C1 C2 112.2(3) . . ?
C7 C1 H1 107.5 . . ?
C7 C1 C2 108.0(3) . . ?
C7 C1 C6 113.9(3) . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 C1 109.9(3) . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
C2 C3 H3 107.5 . . ?
C4 C3 C2 110.8(3) . . ?
C4 C3 H3 107.5 . . ?
C8 C3 C2 108.8(3) . . ?
C8 C3 H3 107.5 . . ?
C8 C3 C4 114.5(3) . . ?
C3 C4 H4A 110.1 . . ?
C3 C4 H4B 110.1 . . ?
C3 C4 C5 107.9(3) . . ?
H4A C4 H4B 108.4 . . ?
C5 C4 H4A 110.1 . . ?
C5 C4 H4B 110.1 . . ?
C4 C5 H5A 108.2 . . ?
C4 C5 C6 109.5(3) . . ?
C6 C5 H5A 108.2 . . ?
C9 C5 C4 114.8(3) . . ?
C9 C5 H5A 108.2 . . ?
C9 C5 C6 107.6(3) . . ?
C1 C6 C5 111.4(3) . . ?
C1 C6 H6A 109.4 . . ?
C1 C6 H6B 109.4 . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
O1 C7 Ca2 77.1(2) . 1_655 ?
O1 C7 O2 122.3(3) . . ?
O1 C7 C1 119.2(3) . . ?
O2 C7 Ca2 46.30(18) . 1_655 ?
O2 C7 C1 118.5(3) . . ?
C1 C7 Ca2 159.6(2) . 1_655 ?
O3 C8 Ca2 59.95(19) . 2_556 ?
O3 C8 C3 117.6(3) . . ?
O4 C8 Ca2 61.61(19) . 2_556 ?
O4 C8 O3 121.6(3) . . ?
O4 C8 C3 120.9(3) . . ?
C3 C8 Ca2 177.5(3) . 2_556 ?
O5 C9 C5 111.6(3) . . ?
O6 C9 O5 123.1(4) . . ?
O6 C9 C5 125.2(4) . . ?
Ca1 O1W H1WA 110.2 . . ?
Ca1 O1W H1WB 110.3 . . ?
H1WA O1W H1WB 108.6 . . ?
Ca1 O2W H2WA 109.9 . . ?
Ca1 O2W H2WB 111.7 . . ?
H2WA O2W H2WB 123.7 . . ?
Ca2 O3W H3WA 109.8 . . ?
Ca2 O3W H3WB 109.8 . . ?
H3WA O3W H3WB 109.0 . . ?
Ca2 O4W H4WA 110.2 . . ?
Ca2 O4W H4WB 110.0 . . ?
H4WA O4W H4WB 108.7 . . ?
H5WA O5W H5WB 109.4 . . ?
H6WA O6W H6WB 109.5 . . ?
Ca1 O7 Ca1 111.22(11) 2_665 . ?
C17 O7 Ca1 93.3(2) . . ?
C17 O7 Ca1 150.6(3) . 2_665 ?
C17 O8 Ca1 93.4(2) . . ?
C18 O9 Ca2 142.5(2) . 2_565 ?
C18 O10 Ca1 114.6(2) . 2_565 ?
C19 O12 H12 109.5 . . ?
C12 C11 H11 107.6 . . ?
C16 C11 H11 107.6 . . ?
C16 C11 C12 109.9(3) . . ?
C17 C11 H11 107.6 . . ?
C17 C11 C12 110.9(3) . . ?
C17 C11 C16 113.1(3) . . ?
C11 C12 H12A 109.9 . . ?
C11 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?
C13 C12 C11 109.0(3) . . ?
C13 C12 H12A 109.9 . . ?
C13 C12 H12B 109.9 . . ?
C12 C13 H13 107.3 . . ?
C14 C13 C12 111.9(3) . . ?
C14 C13 H13 107.3 . . ?
C18 C13 C12 109.1(3) . . ?
C18 C13 H13 107.3 . . ?
C18 C13 C14 113.6(3) . . ?
C13 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
C13 C14 C15 111.6(3) . . ?
H14A C14 H14B 108.0 . . ?
C15 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
C14 C15 H15 108.8 . . ?
C16 C15 C14 109.1(3) . . ?
C16 C15 H15 108.8 . . ?
C19 C15 C14 108.4(3) . . ?
C19 C15 H15 108.8 . . ?
C19 C15 C16 113.0(3) . . ?
C11 C16 C15 109.4(3) . . ?
C11 C16 H16A 109.8 . . ?
C11 C16 H16B 109.8 . . ?
C15 C16 H16A 109.8 . . ?
C15 C16 H16B 109.8 . . ?
H16A C16 H16B 108.2 . . ?
O7 C17 Ca1 60.48(19) . . ?
O7 C17 C11 118.0(3) . . ?
O8 C17 Ca1 60.63(19) . . ?
O8 C17 O7 121.1(3) . . ?
O8 C17 C11 120.9(3) . . ?
C11 C17 Ca1 177.6(2) . . ?
O9 C18 Ca1 81.1(2) . 2_565 ?
O9 C18 O10 122.3(3) . . ?
O9 C18 C13 118.3(3) . . ?
O10 C18 Ca1 43.97(18) . 2_565 ?
O10 C18 C13 119.4(3) . . ?
C13 C18 Ca1 153.9(2) . 2_565 ?
O11 C19 O12 123.1(4) . . ?
O11 C19 C15 124.7(4) . . ?
O12 C19 C15 112.1(3) . . ?

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
_geom_hbond_publ_flag
O5 H5 O10 0.82 1.87 2.645(4) 156.7 1_645 yes
O1W H1WA O3W 0.87 2.01 2.852(4) 162.9 . yes
O1W H1WB O6W 0.87 1.95 2.805(4) 166.7 . yes
O4W H4WA O2W 0.86 2.08 2.883(4) 154.4 1_455 yes
O4W H4WB O8 0.87 1.88 2.742(4) 176.6 . yes
O5W H5WA O4W 0.85 2.01 2.812(5) 156.5 . yes
O5W H5WB O11 0.85 1.99 2.818(4) 164.4 2_566 yes
O6W H6WA O6 0.85 2.10 2.854(4) 148.2 1_565 yes
O6W H6WB O5W 0.85 1.97 2.814(5) 173.1 . yes
O12 H12 O2 0.82 1.92 2.702(4) 158.2 1_465 yes


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3_13srv088
_database_code_depnum_ccdc_archive 'CCDC 1984519'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_audit_creation_date             2019-10-21
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H24 Ca O20, Ca H16 O8'
_chemical_formula_sum            'C18 H40 Ca2 O28'
_chemical_formula_weight         784.66
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'
Ca Ca 0.2262 0.3064 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   11.775(2)
_cell_length_b                   5.6106(10)
_cell_length_c                   45.606(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3013.0(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6324
_cell_measurement_temperature    120
_cell_measurement_theta_max      29.61
_cell_measurement_theta_min      3.46
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.494
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.1596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;    
SADABS-2006/1 (Bruker,2006) was used for absorption correction. 
R(int) was 0.0683 before and 0.0504 after correction. 
The Ratio of minimum to maximum transmission is 0.1596. 
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_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    1.730
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_exptl_special_details           
;           
 The data collection nominally covered a full sphere of reciprocal space 
by a combination of 3 sets of ω scans each set at different φ and/or 
2θ angles and each scan (7 s exposure) covering -0.300° degrees 
in ω. The crystal to detector distance was 6.85 cm.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0719
_diffrn_reflns_av_unetI/netI     0.0763
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       61
_diffrn_reflns_limit_l_min       -61
_diffrn_reflns_number            28102
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.489
_diffrn_reflns_theta_min         1.786
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  Parallel,graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           35.0
_diffrn_source_power             1.75
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.975
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                6409
_reflns_number_total             7638
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v6.45A (Bruker, 2003)'
_computing_data_collection       'SMART v5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT v6.45A (Bruker, 2003)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.699
_refine_diff_density_min         -0.954
_refine_diff_density_rms         0.106
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.51(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     485
_refine_ls_number_reflns         7638
_refine_ls_number_restraints     28
_refine_ls_R_factor_all          0.0807
_refine_ls_R_factor_gt           0.0665
_refine_ls_restrained_S_all      1.039
_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)+(0.0386P)²+12.2186P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1488
_refine_ls_wR_factor_ref         0.1564
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.49(8)
 0.51(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
3. Restrained distances
 O3W-H3WB = O3W-H3WA = O4W-H4WA = O4W-H4WB = O1W-H1WA = O1W-H1WB = O5W-H5WA =
 O5W-H5WB = O11W-H11A = O11W-H11B = O12W-H12B = O12W-H12A = O9W-H9WA = O9W-H9WB
 = O10W-H10A = O10W-H10B = O8W-H8WB = O8W-H8WA
 0.88 with sigma of 0.001
 H11A-H11B = H12A-H12B = H5WB-H5WA = H9WB-H9WA = H10B-H10A = H8WB-H8WA = H4WA-
 H4WB = H1WA-H1WB = H3WB-H3WA
 1.4 with sigma of 0.001
4.a Rotating group:
 O2W(H2WA,H2WB), O6W(H6WA,H6WB), O7W(H7WA,H7WB), O9W(H9WA,H9WB), O10W(H10A,
 H10B), O11W(H11A,H11B), O12W(H12A,H12B)
4.b Ternary CH refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4A), C11(H11), C12(H12), C13(H13), C14(H14A)
4.c Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C15(H15A,H15B)
4.d Idealised tetrahedral OH refined as rotating group:
 O4(H4), O6(H6), O14(H14), O16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 0.77285(11) 0.4979(3) 0.12937(6) 0.0149(3) Uani 1 1 d . . . . .
Ca2 Ca 0.48246(12) 0.1930(2) 0.37931(6) 0.0151(3) Uani 1 1 d . . . . .
O1 O 0.8305(4) 0.4203(11) 0.18061(14) 0.0202(12) Uani 1 1 d . . . . .
O2 O 0.6900(4) 0.1993(10) 0.16402(13) 0.0170(11) Uani 1 1 d . . . . .
O3 O 0.5925(4) 0.5337(10) 0.21433(13) 0.0171(11) Uani 1 1 d . . . . .
O4 O 0.4552(4) 0.2703(10) 0.20483(13) 0.0177(12) Uani 1 1 d . . . . .
H4 H 0.413446 0.387250 0.204871 0.027 Uiso 1 1 calc GR . . . .
O5 O 0.6459(4) 0.4801(10) 0.28941(14) 0.0189(12) Uani 1 1 d . . . . .
O6 O 0.4803(4) 0.3534(11) 0.27099(14) 0.0187(12) Uani 1 1 d . . . . .
H6 H 0.458443 0.486723 0.275714 0.028 Uiso 1 1 calc GR . . . .
O7 O 0.8982(4) 0.2842(10) 0.29861(13) 0.0177(11) Uani 1 1 d . . . . .
O8 O 0.7613(4) 0.0563(10) 0.31649(13) 0.0183(11) Uani 1 1 d . . . . .
C1 C 0.7484(6) 0.1337(14) 0.21363(18) 0.0158(15) Uani 1 1 d . . . . .
H1 H 0.772515 -0.031205 0.210302 0.019 Uiso 1 1 calc R . . . .
C2 C 0.6251(6) 0.1209(14) 0.22597(19) 0.0140(15) Uani 1 1 d . . . . .
H2 H 0.589552 -0.028325 0.219630 0.017 Uiso 1 1 calc R . . . .
C3 C 0.6401(6) 0.1177(14) 0.26048(18) 0.0159(16) Uani 1 1 d . . . . .
H3 H 0.603301 -0.025065 0.268409 0.019 Uiso 1 1 calc R . . . .
C4 C 0.7688(6) 0.0964(13) 0.26478(18) 0.0129(14) Uani 1 1 d . . . . .
H4A H 0.786637 -0.072222 0.261616 0.015 Uiso 1 1 calc R . . . .
C5 C 0.8208(6) 0.2282(14) 0.23881(17) 0.0146(14) Uani 1 1 d . . . . .
H5A H 0.900270 0.187802 0.236253 0.018 Uiso 1 1 calc R . . . .
H5B H 0.813276 0.399549 0.240908 0.018 Uiso 1 1 calc R . . . .
C6 C 0.7580(6) 0.2593(13) 0.18447(18) 0.0147(15) Uani 1 1 d . . . . .
C7 C 0.5555(6) 0.3304(14) 0.21486(18) 0.0149(15) Uani 1 1 d . . . . .
C8 C 0.5904(6) 0.3370(14) 0.27534(18) 0.0170(16) Uani 1 1 d . . . . .
C9 C 0.8118(6) 0.1537(14) 0.29537(17) 0.0155(15) Uani 1 1 d . . . . .
O1W O 0.9455(4) 0.7339(10) 0.13741(11) 0.0191(11) Uani 1 1 d D . . . .
H1WA H 0.989(3) 0.738(19) 0.1531(5) 0.04(3) Uiso 1 1 d D . . . .
H1WB H 0.993(2) 0.736(14) 0.1225(5) 0.010(19) Uiso 1 1 d D . . . .
O2W O 0.9171(5) 0.2107(10) 0.12267(14) 0.0268(13) Uani 1 1 d . . . . .
H2WA H 0.934601 0.197675 0.104168 0.040 Uiso 1 1 d GR . . . .
H2WB H 0.894270 0.072201 0.128870 0.040 Uiso 1 1 d GR . . . .
O3W O 0.6350(5) 0.2690(10) 0.10120(11) 0.0172(12) Uani 1 1 d D . . . .
H3WA H 0.623(7) 0.298(9) 0.0825(4) 0.04(3) Uiso 1 1 d D . . . .
H3WB H 0.658(6) 0.120(4) 0.1020(11) 0.05(4) Uiso 1 1 d D . . . .
O4W O 0.6317(5) 0.7312(11) 0.15667(13) 0.0230(13) Uani 1 1 d D . . . .
H4WA H 0.611(7) 0.689(8) 0.1745(6) 0.05(4) Uiso 1 1 d D . . . .
H4WB H 0.642(6) 0.886(2) 0.1575(10) 0.02(2) Uiso 1 1 d D . . . .
O5W O 0.3409(4) -0.1081(9) 0.37020(11) 0.0164(12) Uani 1 1 d D . . . .
H5WA H 0.327(6) -0.124(7) 0.3514(3) 0.005(17) Uiso 1 1 d D . . . .
H5WB H 0.342(8) -0.254(3) 0.3773(8) 0.03(3) Uiso 1 1 d D . . . .
O6W O 0.3456(4) 0.3628(10) 0.34305(14) 0.0203(12) Uani 1 1 d . . . . .
H6WA H 0.330643 0.259088 0.329401 0.031 Uiso 1 1 d GR . . . .
H6WB H 0.374149 0.489349 0.334866 0.031 Uiso 1 1 d GR . . . .
O7W O 0.5406(4) 0.0178(10) 0.33231(13) 0.0188(12) Uani 1 1 d . . . . .
H7WA H 0.603750 0.077906 0.327002 0.028 Uiso 1 1 d GR . . . .
H7WB H 0.490409 0.047413 0.319361 0.028 Uiso 1 1 d GR . . . .
O8W O 0.5906(5) 0.4927(10) 0.35562(12) 0.0244(12) Uani 1 1 d D . . . .
H8WA H 0.575(6) 0.505(18) 0.3368(4) 0.20(11) Uiso 1 1 d D . . . .
H8WB H 0.650(3) 0.584(10) 0.3586(13) 0.14(7) Uiso 1 1 d D . . . .
O9W O 0.6378(4) -0.0861(10) 0.38888(13) 0.0174(11) Uani 1 1 d D . . . .
H9WA H 0.656344 -0.048857 0.406975 0.026 Uiso 1 1 d DGR . . . .
H9WB H 0.690324 -0.020600 0.377775 0.026 Uiso 1 1 d DGR . . . .
O10W O 0.6113(5) 0.3934(10) 0.41757(14) 0.0214(12) Uani 1 1 d D . . . .
H10A H 0.639818 0.271506 0.427212 0.032 Uiso 1 1 d DGR . . . .
H10B H 0.603794 0.507634 0.430640 0.032 Uiso 1 1 d DGR . . . .
O11 O 0.7101(4) 0.8200(10) 0.09619(13) 0.0164(11) Uani 1 1 d . . . . .
O12 O 0.8487(5) 0.5914(10) 0.07981(14) 0.0205(12) Uani 1 1 d . . . . .
O13 O 0.6137(4) 0.4731(9) 0.04569(14) 0.0167(11) Uani 1 1 d . . . . .
O14 O 0.4716(4) 0.7313(10) 0.05401(14) 0.0204(12) Uani 1 1 d . . . . .
H14 H 0.441692 0.613582 0.061357 0.031 Uiso 1 1 calc GR . . . .
O15 O 0.6691(4) 0.5321(10) -0.03090(14) 0.0195(12) Uani 1 1 d . . . . .
O16 O 0.5023(4) 0.6472(11) -0.01127(16) 0.0204(13) Uani 1 1 d . . . . .
H16 H 0.475525 0.553393 -0.023202 0.031 Uiso 1 1 calc GR . . . .
O17 O 0.9228(4) 0.7321(10) -0.03775(13) 0.0177(11) Uani 1 1 d . . . . .
O18 O 0.7912(4) 0.9743(10) -0.05614(13) 0.0153(11) Uani 1 1 d . . . . .
C11 C 0.7659(6) 0.8783(13) 0.04604(18) 0.0159(15) Uani 1 1 d . . . . .
H11 H 0.789285 1.044095 0.049055 0.019 Uiso 1 1 calc R . . . .
C12 C 0.6427(6) 0.8858(13) 0.03354(19) 0.0146(15) Uani 1 1 d . . . . .
H12 H 0.605837 1.034634 0.039550 0.018 Uiso 1 1 calc R . . . .
C13 C 0.6597(6) 0.8863(14) -0.00039(17) 0.0138(15) Uani 1 1 d . . . . .
H13 H 0.621929 1.027613 -0.008400 0.017 Uiso 1 1 calc R . . . .
C14 C 0.7896(6) 0.9176(15) -0.00443(17) 0.0146(15) Uani 1 1 d . . . . .
H14A H 0.805785 1.086312 -0.000760 0.018 Uiso 1 1 calc R . . . .
C15 C 0.8394(6) 0.7801(15) 0.02150(18) 0.0168(15) Uani 1 1 d . . . . .
H15A H 0.829975 0.609353 0.019225 0.020 Uiso 1 1 calc R . . . .
H15B H 0.919074 0.816732 0.024465 0.020 Uiso 1 1 calc R . . . .
C16 C 0.7770(6) 0.7541(14) 0.07548(18) 0.0142(15) Uani 1 1 d . . . . .
C17 C 0.5745(6) 0.6756(14) 0.04486(17) 0.0156(15) Uani 1 1 d . . . . .
C18 C 0.6124(6) 0.6686(13) -0.01579(17) 0.0150(14) Uani 1 1 d . . . . .
C19 C 0.8343(5) 0.8642(13) -0.03472(18) 0.0148(15) Uani 1 1 d . . . . .
O11W O 0.4334(4) -0.0002(10) 0.42604(13) 0.0188(12) Uani 1 1 d D . . . .
H11A H 0.364203 -0.002361 0.433371 0.028 Uiso 1 1 d DGR . . . .
H11B H 0.472779 -0.099927 0.436914 0.028 Uiso 1 1 d DGR . . . .
O12W O 0.3479(4) 0.4650(10) 0.40487(13) 0.0211(12) Uani 1 1 d D . . . .
H12A H 0.363192 0.475843 0.423716 0.032 Uiso 1 1 d DGR . . . .
H12B H 0.273368 0.467165 0.403632 0.032 Uiso 1 1 d DGR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O1 2.472(6) . ?
Ca1 O2 2.501(6) . ?
Ca1 O1W 2.454(6) . ?
Ca1 O2W 2.361(6) . ?
Ca1 H2WB 2.7839 . ?
Ca1 O3W 2.437(6) . ?
Ca1 O4W 2.454(6) . ?
Ca1 O11 2.470(6) . ?
Ca1 O12 2.486(6) . ?
Ca2 O5W 2.409(5) . ?
Ca2 O6W 2.498(6) . ?
Ca2 O7W 2.455(6) . ?
Ca2 O8W 2.370(6) . ?
Ca2 O9W 2.447(5) . ?
Ca2 H9WA 2.7616 . ?
Ca2 H9WB 2.7263 . ?
Ca2 O10W 2.571(6) . ?
Ca2 O11W 2.460(6) . ?
Ca2 O12W 2.489(5) . ?
O1 C6 1.255(9) . ?
O2 C6 1.275(9) . ?
O3 C7 1.222(10) . ?
O4 H4 0.8200 . ?
O4 C7 1.310(9) . ?
O5 C8 1.218(10) . ?
O6 H6 0.8200 . ?
O6 C8 1.315(9) . ?
O7 C9 1.262(9) . ?
O8 C9 1.257(9) . ?
C1 H1 0.9800 . ?
C1 C2 1.558(10) . ?
C1 C5 1.526(11) . ?
C1 C6 1.509(11) . ?
C2 H2 0.9800 . ?
C2 C3 1.584(12) . ?
C2 C7 1.520(10) . ?
C3 H3 0.9800 . ?
C3 C4 1.533(10) . ?
C3 C8 1.522(11) . ?
C4 H4A 0.9800 . ?
C4 C5 1.524(10) . ?
C4 C9 1.519(11) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
O1W H1WA 0.8800(16) . ?
O1W H1WB 0.8800(16) . ?
O2W H2WA 0.8715 . ?
O2W H2WB 0.8699 . ?
O3W H3WA 0.8800(15) . ?
O3W H3WB 0.8800(15) . ?
O4W H4WA 0.8800(15) . ?
O4W H4WB 0.8800(16) . ?
O5W H5WA 0.8800(15) . ?
O5W H5WB 0.8800(15) . ?
O6W H6WA 0.8700 . ?
O6W H6WB 0.8697 . ?
O7W H7WA 0.8515 . ?
O7W H7WB 0.8519 . ?
O8W H8WA 0.8800(15) . ?
O8W H8WB 0.8800(17) . ?
O9W H9WA 0.8791 . ?
O9W H9WB 0.8802 . ?
O10W H10A 0.8797 . ?
O10W H10B 0.8799 . ?
O11 C16 1.285(9) . ?
O12 C16 1.258(9) . ?
O13 C17 1.227(9) . ?
O14 H14 0.8200 . ?
O14 C17 1.319(9) . ?
O15 C18 1.228(9) . ?
O16 H16 0.8200 . ?
O16 C18 1.318(9) . ?
O17 C19 1.286(9) . ?
O18 C19 1.262(10) . ?
C11 H11 0.9800 . ?
C11 C12 1.559(10) . ?
C11 C15 1.518(11) . ?
C11 C16 1.518(11) . ?
C12 H12 0.9800 . ?
C12 C13 1.561(12) . ?
C12 C17 1.517(10) . ?
C13 H13 0.9800 . ?
C13 C14 1.550(10) . ?
C13 C18 1.515(11) . ?
C14 H14A 0.9800 . ?
C14 C15 1.529(11) . ?
C14 C19 1.508(11) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
O11W H11A 0.8804 . ?
O11W H11B 0.8800 . ?
O12W H12A 0.8800 . ?
O12W H12B 0.8798 . ?

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
_geom_angle_publ_flag
O1 Ca1 O2 52.54(18) . . ?
O1 Ca1 H2WB 73.5 . . ?
O1 Ca1 O12 142.95(17) . . ?
O2 Ca1 H2WB 68.3 . . ?
O1W Ca1 O1 74.12(19) . . ?
O1W Ca1 O2 126.2(2) . . ?
O1W Ca1 H2WB 92.2 . . ?
O1W Ca1 O4W 101.4(2) . . ?
O1W Ca1 O11 86.85(19) . . ?
O1W Ca1 O12 74.0(2) . . ?
O2W Ca1 O1 78.7(2) . . ?
O2W Ca1 O2 84.6(2) . . ?
O2W Ca1 O1W 78.0(2) . . ?
O2W Ca1 H2WB 17.1 . . ?
O2W Ca1 O3W 93.0(2) . . ?
O2W Ca1 O4W 156.4(2) . . ?
O2W Ca1 O11 129.4(2) . . ?
O2W Ca1 O12 76.6(2) . . ?
O3W Ca1 O1 126.0(2) . . ?
O3W Ca1 O2 73.7(2) . . ?
O3W Ca1 O1W 156.3(2) . . ?
O3W Ca1 H2WB 83.4 . . ?
O3W Ca1 O4W 95.59(16) . . ?
O3W Ca1 O11 82.14(19) . . ?
O3W Ca1 O12 82.6(2) . . ?
O4W Ca1 O1 78.5(2) . . ?
O4W Ca1 O2 76.8(2) . . ?
O4W Ca1 H2WB 144.0 . . ?
O4W Ca1 O11 73.6(2) . . ?
O4W Ca1 O12 126.3(2) . . ?
O11 Ca1 O1 142.2(2) . . ?
O11 Ca1 O2 139.47(16) . . ?
O11 Ca1 H2WB 140.9 . . ?
O11 Ca1 O12 52.86(18) . . ?
O12 Ca1 O2 148.9(2) . . ?
O12 Ca1 H2WB 89.4 . . ?
O5W Ca2 O6W 72.95(19) . . ?
O5W Ca2 O7W 76.21(19) . . ?
O5W Ca2 O9W 95.67(16) . . ?
O5W Ca2 H9WA 104.3 . . ?
O5W Ca2 H9WB 108.0 . . ?
O5W Ca2 O10W 146.3(2) . . ?
O5W Ca2 O11W 71.21(19) . . ?
O5W Ca2 O12W 94.04(19) . . ?
O6W Ca2 H9WA 165.5 . . ?
O6W Ca2 H9WB 136.9 . . ?
O6W Ca2 O10W 131.56(17) . . ?
O7W Ca2 O6W 75.79(19) . . ?
O7W Ca2 H9WA 89.7 . . ?
O7W Ca2 H9WB 63.3 . . ?
O7W Ca2 O10W 127.08(19) . . ?
O7W Ca2 O11W 130.19(17) . . ?
O7W Ca2 O12W 146.3(2) . . ?
O8W Ca2 O5W 142.2(2) . . ?
O8W Ca2 O6W 77.0(2) . . ?
O8W Ca2 O7W 74.7(2) . . ?
O8W Ca2 O9W 97.7(2) . . ?
O8W Ca2 H9WA 99.1 . . ?
O8W Ca2 H9WB 79.5 . . ?
O8W Ca2 O10W 71.5(2) . . ?
O8W Ca2 O11W 146.5(2) . . ?
O8W Ca2 O12W 96.9(2) . . ?
O9W Ca2 O6W 147.6(2) . . ?
O9W Ca2 O7W 72.00(19) . . ?
O9W Ca2 H9WA 18.2 . . ?
O9W Ca2 H9WB 18.6 . . ?
O9W Ca2 O10W 73.61(19) . . ?
O9W Ca2 O11W 74.87(19) . . ?
O9W Ca2 O12W 141.7(2) . . ?
H9WA Ca2 H9WB 29.5 . . ?
O10W Ca2 H9WA 57.8 . . ?
O10W Ca2 H9WB 71.3 . . ?
O11W Ca2 O6W 126.16(19) . . ?
O11W Ca2 H9WA 64.0 . . ?
O11W Ca2 H9WB 92.3 . . ?
O11W Ca2 O10W 75.13(19) . . ?
O11W Ca2 O12W 73.43(19) . . ?
O12W Ca2 O6W 70.48(19) . . ?
O12W Ca2 H9WA 124.0 . . ?
O12W Ca2 H9WB 148.5 . . ?
O12W Ca2 O10W 77.86(19) . . ?
C6 O1 Ca1 94.2(5) . . ?
C6 O2 Ca1 92.3(5) . . ?
C7 O4 H4 109.5 . . ?
C8 O6 H6 109.5 . . ?
C2 C1 H1 106.4 . . ?
C5 C1 H1 106.4 . . ?
C5 C1 C2 105.3(6) . . ?
C6 C1 H1 106.4 . . ?
C6 C1 C2 114.2(6) . . ?
C6 C1 C5 117.3(6) . . ?
C1 C2 H2 109.3 . . ?
C1 C2 C3 104.8(6) . . ?
C3 C2 H2 109.3 . . ?
C7 C2 C1 110.3(6) . . ?
C7 C2 H2 109.3 . . ?
C7 C2 C3 113.6(6) . . ?
C2 C3 H3 109.1 . . ?
C4 C3 C2 103.8(6) . . ?
C4 C3 H3 109.1 . . ?
C8 C3 C2 113.0(6) . . ?
C8 C3 H3 109.1 . . ?
C8 C3 C4 112.7(6) . . ?
C3 C4 H4A 105.6 . . ?
C5 C4 C3 105.1(6) . . ?
C5 C4 H4A 105.6 . . ?
C9 C4 C3 115.5(6) . . ?
C9 C4 H4A 105.6 . . ?
C9 C4 C5 118.5(6) . . ?
C1 C5 H5A 111.6 . . ?
C1 C5 H5B 111.6 . . ?
C4 C5 C1 101.1(6) . . ?
C4 C5 H5A 111.6 . . ?
C4 C5 H5B 111.6 . . ?
H5A C5 H5B 109.4 . . ?
O1 C6 Ca1 59.8(4) . . ?
O1 C6 O2 121.0(7) . . ?
O1 C6 C1 120.7(7) . . ?
O2 C6 Ca1 61.2(4) . . ?
O2 C6 C1 118.3(7) . . ?
C1 C6 Ca1 179.2(5) . . ?
O3 C7 O4 123.7(7) . . ?
O3 C7 C2 122.4(7) . . ?
O4 C7 C2 113.8(6) . . ?
O5 C8 O6 124.2(7) . . ?
O5 C8 C3 124.1(7) . . ?
O6 C8 C3 111.6(7) . . ?
O7 C9 C4 119.9(7) . . ?
O8 C9 O7 123.0(7) . . ?
O8 C9 C4 117.0(7) . . ?
Ca1 O1W H1WA 128(5) . . ?
Ca1 O1W H1WB 114(4) . . ?
H1WA O1W H1WB 105.4(3) . . ?
Ca1 O2W H2WA 110.6 . . ?
Ca1 O2W H2WB 110.2 . . ?
H2WA O2W H2WB 108.2 . . ?
Ca1 O3W H3WA 122(5) . . ?
Ca1 O3W H3WB 106(4) . . ?
H3WA O3W H3WB 105.4(2) . . ?
Ca1 O4W H4WA 121(5) . . ?
Ca1 O4W H4WB 117(4) . . ?
H4WA O4W H4WB 105.4(2) . . ?
Ca2 O5W H5WA 112(4) . . ?
Ca2 O5W H5WB 125(5) . . ?
H5WA O5W H5WB 105.4(2) . . ?
Ca2 O6W H6WA 110.5 . . ?
Ca2 O6W H6WB 110.3 . . ?
H6WA O6W H6WB 108.5 . . ?
Ca2 O7W H7WA 109.5 . . ?
Ca2 O7W H7WB 109.5 . . ?
H7WA O7W H7WB 109.4 . . ?
Ca2 O8W H8WA 113(5) . . ?
Ca2 O8W H8WB 141(4) . . ?
H8WA O8W H8WB 105.4(3) . . ?
Ca2 O9W H9WA 101.6 . . ?
Ca2 O9W H9WB 98.9 . . ?
H9WA O9W H9WB 105.4 . . ?
Ca2 O10W H10A 103.0 . . ?
Ca2 O10W H10B 136.0 . . ?
H10A O10W H10B 105.4 . . ?
C16 O11 Ca1 93.2(4) . . ?
C16 O12 Ca1 93.2(5) . . ?
C17 O14 H14 109.5 . . ?
C18 O16 H16 109.5 . . ?
C12 C11 H11 106.7 . . ?
C15 C11 H11 106.7 . . ?
C15 C11 C12 105.7(6) . . ?
C15 C11 C16 115.8(6) . . ?
C16 C11 H11 106.7 . . ?
C16 C11 C12 114.6(6) . . ?
C11 C12 H12 109.4 . . ?
C11 C12 C13 104.1(6) . . ?
C13 C12 H12 109.4 . . ?
C17 C12 C11 110.3(6) . . ?
C17 C12 H12 109.4 . . ?
C17 C12 C13 114.0(6) . . ?
C12 C13 H13 108.2 . . ?
C14 C13 C12 104.2(6) . . ?
C14 C13 H13 108.2 . . ?
C18 C13 C12 114.3(6) . . ?
C18 C13 H13 108.2 . . ?
C18 C13 C14 113.5(6) . . ?
C13 C14 H14A 106.3 . . ?
C15 C14 C13 103.2(6) . . ?
C15 C14 H14A 106.3 . . ?
C19 C14 C13 115.5(6) . . ?
C19 C14 H14A 106.3 . . ?
C19 C14 C15 118.3(6) . . ?
C11 C15 C14 99.7(6) . . ?
C11 C15 H15A 111.8 . . ?
C11 C15 H15B 111.8 . . ?
C14 C15 H15A 111.8 . . ?
C14 C15 H15B 111.8 . . ?
H15A C15 H15B 109.6 . . ?
O11 C16 Ca1 60.0(4) . . ?
O11 C16 C11 117.7(6) . . ?
O12 C16 Ca1 60.7(4) . . ?
O12 C16 O11 120.3(7) . . ?
O12 C16 C11 122.0(7) . . ?
C11 C16 Ca1 173.4(5) . . ?
O13 C17 O14 123.7(7) . . ?
O13 C17 C12 122.1(6) . . ?
O14 C17 C12 114.2(7) . . ?
O15 C18 O16 124.5(7) . . ?
O15 C18 C13 124.2(7) . . ?
O16 C18 C13 111.3(6) . . ?
O17 C19 C14 119.7(7) . . ?
O18 C19 O17 121.6(7) . . ?
O18 C19 C14 118.1(6) . . ?
Ca2 O11W H11A 123.5 . . ?
Ca2 O11W H11B 130.1 . . ?
H11A O11W H11B 105.4 . . ?
Ca2 O12W H12A 111.7 . . ?
Ca2 O12W H12B 127.8 . . ?
H12A O12W H12B 105.4 . . ?

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
_geom_hbond_publ_flag
O4 H4 O1 0.82 1.83 2.528(8) 142.3 4_465 yes
O6 H6 O7 0.82 1.80 2.580(8) 157.9 4_465 yes
O1W H1WA O4 0.8800(16) 2.39(3) 3.077(8) 135(3) 4_565 yes
O1W H1WB O3W 0.8800(16) 1.935(16) 2.775(8) 159(3) 4_565 yes
O2W H2WA O14 0.87 2.36 3.213(9) 165.2 4_565 yes
O2W H2WB O1W 0.87 2.03 2.779(8) 143.7 1_545 yes
O3W H3WA O13 0.8800(15) 1.95(2) 2.790(9) 159(6) . yes
O3W H3WB O11 0.8800(15) 1.811(13) 2.680(8) 169(5) 1_545 yes
O4W H4WA O3 0.8800(15) 2.028(18) 2.890(9) 166(7) . yes
O4W H4WB O2 0.8800(16) 1.868(18) 2.735(8) 168(7) 1_565 yes
O5W H5WA O8 0.8800(15) 1.81(2) 2.639(8) 157(5) 4_455 yes
O5W H5WB O12W 0.8800(15) 2.018(14) 2.871(8) 163(4) 1_545 yes
O6W H6WA O8 0.87 2.04 2.825(8) 150.4 4_455 yes
O6W H6WB O7 0.87 2.10 2.901(8) 151.9 4_465 yes
O7W H7WA O8 0.85 1.92 2.706(7) 152.8 . yes
O7W H7WB O7 0.85 2.35 2.837(8) 116.4 4_455 yes
O8W H8WA O5 0.8800(15) 2.32(4) 3.090(8) 146(7) . yes
O8W H8WB O9W 0.8800(17) 2.32(6) 2.862(8) 120(5) 1_565 yes
O9W H9WA O18 0.88 1.80 2.665(8) 169.0 3_645 yes
O9W H9WB O5W 0.88 1.95 2.763(6) 153.9 4 yes
O10W H10A O18 0.88 2.00 2.878(8) 172.3 3_645 yes
O10W H10B O17 0.88 1.94 2.815(8) 173.1 3_655 yes
O14 H14 O12 0.82 1.80 2.600(8) 165.6 4_465 yes
O16 H16 O17 0.82 1.84 2.620(8) 158.0 4_465 yes
O11W H11A O18 0.88 1.90 2.770(7) 170.5 2_665 yes
O11W H11B O17 0.88 1.93 2.802(8) 169.3 3_645 yes
O12W H12A O15 0.88 2.10 2.936(8) 157.2 2_665 yes
O12W H12B O10W 0.88 2.16 2.955(8) 150.3 4_465 yes


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.49(8)
2 0.51(8)
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7_17srv318rt
_database_code_depnum_ccdc_archive 'CCDC 1984523'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_audit_creation_date             2017-11-10
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H14 Ca O8, 0.5(O)'
_chemical_formula_sum            'C9 H14 Ca O8.50'
_chemical_formula_weight         298.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C9 H10 Ca1 O9'
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'
Ca Ca 0.2262 0.3064 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.4940(8)
_cell_length_b                   13.6060(5)
_cell_length_c                   8.6138(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.270(3)
_cell_angle_gamma                90
_cell_volume                     2519.07(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4303
_cell_measurement_temperature    290.0
_cell_measurement_theta_max      30.7270
_cell_measurement_theta_min      2.9290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.533
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.849
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18438
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.998
_diffrn_reflns_theta_min         2.951
_diffrn_ambient_temperature      290.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 16.1511
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -98.00  -44.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.3337  178.0000   30.0000 54

#__ type_ start__ end____ width___ exp.time_
  2 omega   22.00   68.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587 -100.0000 -180.0000 46

#__ type_ start__ end____ width___ exp.time_
  3 omega   22.00   71.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587 -100.0000  -60.0000 49

#__ type_ start__ end____ width___ exp.time_
  4 omega   43.00   69.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587 -100.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega  -35.00   46.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587  -57.0000 -180.0000 81

#__ type_ start__ end____ width___ exp.time_
  6 omega   10.00   97.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587   57.0000   60.0000 87

#__ type_ start__ end____ width___ exp.time_
  7 omega  -10.00  102.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587   19.0000    0.0000 112

#__ type_ start__ end____ width___ exp.time_
  8 omega  -54.00   44.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.3337   38.0000  -30.0000 98

#__ type_ start__ end____ width___ exp.time_
  9 omega -104.00  -75.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.3337 -178.0000  -60.0000 29

#__ type_ start__ end____ width___ exp.time_
 10 omega   -1.00   99.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587   77.0000 -180.0000 100
;
_diffrn_measurement_device       'Xcalibur, Sapphire3'
_diffrn_measurement_device_type  '4-circle diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0125675000
_diffrn_orient_matrix_UB_12      -0.0463380000
_diffrn_orient_matrix_UB_13      -0.0207494000
_diffrn_orient_matrix_UB_21      0.0304287500
_diffrn_orient_matrix_UB_22      0.0180446500
_diffrn_orient_matrix_UB_23      0.0144867000
_diffrn_orient_matrix_UB_31      -0.0021541000
_diffrn_orient_matrix_UB_32      -0.0156079000
_diffrn_orient_matrix_UB_33      0.0783997000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tubeEnhance (Mo) X-ray Source'
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2724
_reflns_number_total             3348
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.44
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.623
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         3348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0462
_refine_ls_restrained_S_all      1.048
_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/[σ²(Fo²)+(0.0500P)²+5.1320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1168
_refine_ls_wR_factor_ref         0.1245
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: O3W(0.2) O4W(0.2) O5W(0.1)
3.a Rotating group:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB)
3.b Ternary CH refined with riding coordinates:
 C1(H1), C3(H3), C5(H5)
3.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C6(H6A,H6B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 0.23702(2) 0.10420(3) 0.49186(5) 0.01960(13) Uani 1 1 d . . . . .
O1 O 0.32631(8) 0.11618(14) 0.32623(18) 0.0281(4) Uani 1 1 d . . . . .
O1W O 0.16915(11) -0.03803(16) 0.4816(2) 0.0468(6) Uani 1 1 d . . . . .
H1WA H 0.170657 -0.076611 0.562454 0.070 Uiso 1 1 d GR . . . .
H1WB H 0.130228 -0.020052 0.473620 0.070 Uiso 1 1 d GR . . . .
O2 O 0.28076(8) 0.00014(13) 0.1869(2) 0.0294(4) Uani 1 1 d . . . . .
O2W O 0.16118(11) 0.15473(19) 0.6829(3) 0.0505(6) Uani 1 1 d . . . . .
H2WA H 0.160949 0.113924 0.759740 0.076 Uiso 1 1 d GR . . . .
H2WB H 0.124059 0.150254 0.644510 0.076 Uiso 1 1 d GR . . . .
O3 O 0.33071(10) 0.36071(13) -0.2620(2) 0.0350(4) Uani 1 1 d . . . . .
O4 O 0.29383(9) 0.23338(13) -0.3861(2) 0.0333(4) Uani 1 1 d . . . . .
O5 O 0.54066(10) 0.27220(16) 0.0530(3) 0.0465(5) Uani 1 1 d . . . . .
O6 O 0.56502(9) 0.11466(16) 0.0178(2) 0.0342(4) Uani 1 1 d . . . . .
C1 C 0.35956(10) 0.09441(16) 0.0613(2) 0.0191(4) Uani 1 1 d . . . . .
H1 H 0.363743 0.035481 -0.003188 0.023 Uiso 1 1 calc R . . . .
C2 C 0.32478(10) 0.17204(17) -0.0352(2) 0.0199(4) Uani 1 1 d . . . . .
H2A H 0.284985 0.145935 -0.069140 0.024 Uiso 1 1 calc R . . . .
H2B H 0.317056 0.229768 0.027899 0.024 Uiso 1 1 calc R . . . .
C3 C 0.36373(10) 0.20046(17) -0.1767(2) 0.0200(4) Uani 1 1 d . . . . .
H3 H 0.371349 0.140295 -0.236195 0.024 Uiso 1 1 calc R . . . .
C4 C 0.42692(11) 0.24057(18) -0.1256(3) 0.0237(5) Uani 1 1 d . . . . .
H4A H 0.450430 0.261511 -0.215608 0.028 Uiso 1 1 calc R . . . .
H4B H 0.421243 0.296889 -0.058120 0.028 Uiso 1 1 calc R . . . .
C5 C 0.46214(10) 0.15982(18) -0.0395(2) 0.0221(4) Uani 1 1 d . . . . .
H5 H 0.466058 0.102936 -0.108555 0.026 Uiso 1 1 calc R . . . .
C6 C 0.42507(10) 0.12835(18) 0.1054(2) 0.0217(4) Uani 1 1 d . . . . .
H6A H 0.446830 0.075285 0.157691 0.026 Uiso 1 1 calc R . . . .
H6B H 0.422347 0.183270 0.176862 0.026 Uiso 1 1 calc R . . . .
C7 C 0.31999(10) 0.06710(16) 0.2008(2) 0.0188(4) Uani 1 1 d . . . . .
C8 C 0.32769(10) 0.26995(17) -0.2808(2) 0.0202(4) Uani 1 1 d . . . . .
C9 C 0.52635(11) 0.19012(19) 0.0133(3) 0.0246(5) Uani 1 1 d . . . . .
O3W O 0.0349(9) 0.0192(15) 0.456(3) 0.093(5) Uiso 0.2 1 d . . P A 1
O4W O 0.0462(11) 0.0232(18) 0.368(3) 0.106(6) Uiso 0.2 1 d . . P B 2
O5W O 0.0392(17) -0.046(3) 0.334(4) 0.087(10) Uiso 0.1 1 d . . P C 3
H6 H 0.595(2) 0.121(3) 0.058(5) 0.063(13) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O1 2.4023(17) . ?
Ca1 O1W 2.425(2) . ?
Ca1 O2 2.3887(18) 6_556 ?
Ca1 O2W 2.421(2) . ?
Ca1 O4 2.3817(18) 1_556 ?
Ca1 O4 2.4792(18) 7 ?
O1 C7 1.277(3) . ?
O1W H1WA 0.8723 . ?
O1W H1WB 0.8740 . ?
O2 C7 1.247(3) . ?
O2W H2WA 0.8642 . ?
O2W H2WB 0.8643 . ?
O3 C8 1.247(3) . ?
O4 C8 1.263(3) . ?
O5 C9 1.208(3) . ?
O6 C9 1.321(3) . ?
O6 H6 0.74(4) . ?
C1 H1 0.9800 . ?
C1 C2 1.536(3) . ?
C1 C6 1.528(3) . ?
C1 C7 1.521(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.531(3) . ?
C3 H3 0.9800 . ?
C3 C4 1.527(3) . ?
C3 C8 1.514(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.525(3) . ?
C5 H5 0.9800 . ?
C5 C6 1.545(3) . ?
C5 C9 1.509(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
O3W O3W 1.77(4) 5_556 ?

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
_geom_angle_publ_flag
O1 Ca1 O1W 120.98(7) . . ?
O1 Ca1 O2W 157.91(8) . . ?
O1 Ca1 O4 86.24(7) . 7 ?
O1W Ca1 O4 122.56(7) . 7 ?
O2 Ca1 O1 98.34(6) 6_556 . ?
O2 Ca1 O1W 77.64(7) 6_556 . ?
O2 Ca1 O2W 87.41(7) 6_556 . ?
O2 Ca1 O4 153.09(6) 6_556 7 ?
O2W Ca1 O1W 81.05(9) . . ?
O2W Ca1 O4 79.44(8) . 7 ?
O4 Ca1 O1 78.62(7) 1_556 . ?
O4 Ca1 O1W 155.79(7) 1_556 . ?
O4 Ca1 O2 85.93(6) 1_556 6_556 ?
O4 Ca1 O2W 80.56(8) 1_556 . ?
O4 Ca1 O4 68.90(6) 1_556 7 ?
C7 O1 Ca1 112.64(14) . . ?
Ca1 O1W H1WA 115.5 . . ?
Ca1 O1W H1WB 110.8 . . ?
H1WA O1W H1WB 105.3 . . ?
C7 O2 Ca1 139.96(15) . 6 ?
Ca1 O2W H2WA 110.2 . . ?
Ca1 O2W H2WB 110.1 . . ?
H2WA O2W H2WB 103.8 . . ?
C8 O3 Ca1 93.24(13) . 7 ?
Ca1 O4 Ca1 111.10(6) 1_554 7 ?
C8 O4 Ca1 93.73(14) . 7 ?
C8 O4 Ca1 154.21(16) . 1_554 ?
C9 O6 H6 118(3) . . ?
C2 C1 H1 107.5 . . ?
C6 C1 H1 107.5 . . ?
C6 C1 C2 111.84(18) . . ?
C7 C1 H1 107.5 . . ?
C7 C1 C2 108.85(17) . . ?
C7 C1 C6 113.31(17) . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 C1 109.76(18) . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
C2 C3 H3 107.4 . . ?
C4 C3 C2 110.48(17) . . ?
C4 C3 H3 107.4 . . ?
C8 C3 C2 110.42(18) . . ?
C8 C3 H3 107.4 . . ?
C8 C3 C4 113.55(19) . . ?
C3 C4 H4A 109.9 . . ?
C3 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
C5 C4 C3 108.76(19) . . ?
C5 C4 H4A 109.9 . . ?
C5 C4 H4B 109.9 . . ?
C4 C5 H5 108.5 . . ?
C4 C5 C6 109.64(18) . . ?
C6 C5 H5 108.5 . . ?
C9 C5 C4 113.7(2) . . ?
C9 C5 H5 108.5 . . ?
C9 C5 C6 107.86(17) . . ?
C1 C6 C5 111.18(17) . . ?
C1 C6 H6A 109.4 . . ?
C1 C6 H6B 109.4 . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
O1 C7 Ca1 45.20(11) . . ?
O1 C7 C1 118.86(19) . . ?
O2 C7 Ca1 78.86(13) . . ?
O2 C7 O1 122.2(2) . . ?
O2 C7 C1 118.89(19) . . ?
C1 C7 Ca1 156.56(15) . . ?
O3 C8 Ca1 60.91(12) . 7 ?
O3 C8 O4 120.9(2) . . ?
O3 C8 C3 121.0(2) . . ?
O4 C8 Ca1 60.07(12) . 7 ?
O4 C8 C3 118.1(2) . . ?
C3 C8 Ca1 176.73(15) . 7 ?
O5 C9 O6 123.4(2) . . ?
O5 C9 C5 124.7(2) . . ?
O6 C9 C5 111.8(2) . . ?

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
_geom_hbond_publ_flag
O1W H1WA O3 0.87 1.92 2.780(3) 169.0 4_545 yes
O1W H1WB O3W 0.87 2.12 3.00(2) 178.3 . yes
O1W H1WB O4W 0.87 2.10 2.94(2) 158.7 . yes
O1W H1WB O5W 0.87 2.32 3.07(4) 143.4 . yes
O2W H2WA O1W 0.86 2.18 3.028(3) 167.4 6_556 yes
O2W H2WB O5 0.86 2.22 2.987(3) 147.6 8_456 yes
O6 H6 O1 0.74(4) 1.95(4) 2.689(3) 171(5) 2_655 yes

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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ca1 O1 C7 O2 -18.8(3) . . . . ?
Ca1 O1 C7 C1 158.29(15) . . . . ?
Ca1 O2 C7 Ca1 157.7(2) 6 . . . ?
Ca1 O2 C7 O1 171.18(17) 6 . . . ?
Ca1 O2 C7 C1 -5.9(4) 6 . . . ?
Ca1 O3 C8 O4 -3.9(2) 7 . . . ?
Ca1 O3 C8 C3 176.96(18) 7 . . . ?
Ca1 O4 C8 Ca1 -164.6(4) 1_554 . . 7 ?
Ca1 O4 C8 O3 -160.7(3) 1_554 . . . ?
Ca1 O4 C8 O3 3.9(2) 7 . . . ?
Ca1 O4 C8 C3 -176.90(17) 7 . . . ?
Ca1 O4 C8 C3 18.5(5) 1_554 . . . ?
C1 C2 C3 C4 -58.7(2) . . . . ?
C1 C2 C3 C8 174.89(18) . . . . ?
C2 C1 C6 C5 -53.8(2) . . . . ?
C2 C1 C7 Ca1 -48.2(4) . . . . ?
C2 C1 C7 O1 -89.5(2) . . . . ?
C2 C1 C7 O2 87.7(2) . . . . ?
C2 C3 C4 C5 62.5(2) . . . . ?
C2 C3 C8 O3 89.7(3) . . . . ?
C2 C3 C8 O4 -89.5(2) . . . . ?
C3 C4 C5 C6 -60.7(2) . . . . ?
C3 C4 C5 C9 178.48(18) . . . . ?
C4 C3 C8 O3 -35.1(3) . . . . ?
C4 C3 C8 O4 145.8(2) . . . . ?
C4 C5 C6 C1 56.9(3) . . . . ?
C4 C5 C9 O5 32.9(3) . . . . ?
C4 C5 C9 O6 -149.9(2) . . . . ?
C6 C1 C2 C3 54.2(2) . . . . ?
C6 C1 C7 Ca1 76.9(4) . . . . ?
C6 C1 C7 O1 35.7(3) . . . . ?
C6 C1 C7 O2 -147.2(2) . . . . ?
C6 C5 C9 O5 -88.9(3) . . . . ?
C6 C5 C9 O6 88.3(2) . . . . ?
C7 C1 C2 C3 -179.83(17) . . . . ?
C7 C1 C6 C5 -177.29(18) . . . . ?
C8 C3 C4 C5 -172.83(18) . . . . ?
C9 C5 C6 C1 -178.84(19) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2 0 0 0.0116 2.0001 -0.0002 -0.0016 0.0252 0.0608 -0.0044
-2 0 0 0.0116 -2.0001 0.0002 0.0016 -0.0252 -0.0608 0.0044
0 -2 0 0.0944 0.0015 -2.0004 0.0027 0.0927 -0.0360 0.0314
0 2 0 0.0944 -0.0015 2.0004 -0.0027 -0.0927 0.0360 -0.0314
0 0 1 0.1554 -0.0027 0.0041 0.9999 -0.0210 0.0145 0.0783
0 -2 -1 0.1731 0.0041 -2.0045 -0.9972 0.1136 -0.0505 -0.0469
0 0 -1 0.3317 0.0027 -0.0041 -0.9999 0.0210 -0.0145 -0.0783

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_8_13srv063
_database_code_depnum_ccdc_archive 'CCDC 1984524'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_audit_creation_date             2013-02-27
_audit_creation_method           
;
  Olex2 1.2-beta
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C10 H8 O8, Ca2, 9(H2 O)'
_chemical_formula_sum            'C10 H26 Ca2 O17'
_chemical_formula_weight         498.47
_chemical_melting_point          ?
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'
Ca Ca 0.2262 0.3064 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   13.9179(10)
_cell_length_b                   11.9925(9)
_cell_length_c                   11.7352(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.689(2)
_cell_angle_gamma                90.00
_cell_volume                     1885.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4052
_cell_measurement_temperature    120
_cell_measurement_theta_max      29.38
_cell_measurement_theta_min      2.28
_exptl_absorpt_coefficient_mu    0.692
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4771
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2006/1 (Bruker,2006) was used for absorption correction.
R(int) was 0.0514 before and 0.0414 after correction.
The Ratio of minimum to maximum transmission is 0.4771.
The λ/2 correction factor is 0.0015.
;
_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    1.756
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 The data collection nominally covered a full sphere of reciprocal space by
 a combination of 3 sets of ω scans each set at different φ and/or
 2θ angles and each scan (5 s exposure) covering -0.300° degrees in ω.
 The crystal to detector distance was 4.85 cm.
;
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.0584
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22906
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         1.52
_diffrn_ambient_temperature      120
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           35.0
_diffrn_source_power             1.75
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50.0
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3786
_reflns_number_total             5002
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v6.45A (Bruker, 2003)'
_computing_data_collection       'SMART v5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT v6.45A (Bruker, 2003)'
_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  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.843
_refine_diff_density_min         -0.877
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         5002
_refine_ls_number_restraints     23
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0541
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0450P)²+5.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1253
_refine_ls_wR_factor_ref         0.1453
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  {H9WA,H9WB} of O9W
2. Restrained distances
 O1W-H1WB = O1W-H1WA = O4W-H4WA = O4W-H4WB = O5W-H5WA = O5W-H5WB = O6W-H6WA =
 O6W-H6WB = O8W-H8WA = O7W-H7WA = O8W-H8WB = O2W-H2WA = O2W-H2WB = O3W-H3WB =
 O3W-H3WA
 0.9 with sigma of 0.001
 H6WA-H6WB = H5WB-H5WA = H2WA-H2WB = H3WA-H3WB = H4WA-H4WB = H8WA-H8WB
 1.4 with sigma of 0.001
 O7W-H7WB
 0.9 with sigma of 0.001
 H7WB-H7WA
 1.4 with sigma of 0.001
3.a Riding coordinates:
 O9W(H9WA,H9WB)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Ca1 Ca 0.16132(4) 0.61483(5) 0.54618(5) 0.01490(14) Uani 1 1 d . . .
Ca2 Ca 0.43939(4) 0.63894(5) 0.54114(5) 0.01444(14) Uani 1 1 d . . .
O1 O 0.16286(16) 0.51605(17) 0.37440(18) 0.0180(4) Uani 1 1 d . . .
O2 O 0.23931(15) 0.35278(17) 0.42329(18) 0.0166(4) Uani 1 1 d . . .
O3 O -0.03128(16) 0.42555(17) 0.18406(18) 0.0176(4) Uani 1 1 d . . .
O4 O -0.01404(15) 0.60648(17) 0.15517(18) 0.0165(4) Uani 1 1 d . . .
O5 O 0.28123(16) 0.75851(17) 0.03625(19) 0.0180(4) Uani 1 1 d . . .
O6 O 0.41883(16) 0.65961(17) 0.07142(19) 0.0189(4) Uani 1 1 d . . .
O7 O 0.36099(16) 0.64842(17) 0.31817(18) 0.0169(4) Uani 1 1 d . . .
O8 O 0.43025(15) 0.48894(17) 0.38758(18) 0.0171(4) Uani 1 1 d . . .
C1 C 0.1806(2) 0.3977(2) 0.2172(2) 0.0144(5) Uani 1 1 d . . .
C2 C 0.1163(2) 0.4834(2) 0.1319(2) 0.0140(5) Uani 1 1 d . . .
C3 C 0.1722(2) 0.5903(2) 0.1176(3) 0.0146(5) Uani 1 1 d . . .
C4 C 0.2713(2) 0.5652(2) 0.0894(2) 0.0136(5) Uani 1 1 d . . .
C5 C 0.3376(2) 0.4896(2) 0.1829(2) 0.0136(5) Uani 1 1 d . . .
C6 C 0.2822(2) 0.3804(2) 0.1907(3) 0.0150(5) Uani 1 1 d . . .
C7 C 0.1953(2) 0.4248(2) 0.3480(2) 0.0144(5) Uani 1 1 d . . .
C8 C 0.0178(2) 0.5076(2) 0.1610(2) 0.0142(5) Uani 1 1 d . . .
C9 C 0.3276(2) 0.6671(2) 0.0659(2) 0.0153(5) Uani 1 1 d . . .
C10 C 0.3778(2) 0.5475(2) 0.3031(2) 0.0142(5) Uani 1 1 d . . .
H3A H 0.127(2) 0.637(3) 0.054(3) 0.005(7) Uiso 1 1 d . . .
H3B H 0.187(2) 0.632(3) 0.188(3) 0.011(8) Uiso 1 1 d . . .
H5 H 0.402(3) 0.469(3) 0.157(3) 0.021(9) Uiso 1 1 d . . .
H1 H 0.142(2) 0.325(3) 0.202(3) 0.010(8) Uiso 1 1 d . . .
H2 H 0.094(2) 0.442(3) 0.053(3) 0.010(8) Uiso 1 1 d . . .
H6A H 0.272(2) 0.345(3) 0.115(3) 0.010(8) Uiso 1 1 d . . .
H6B H 0.323(3) 0.329(3) 0.253(4) 0.028(10) Uiso 1 1 d . . .
H4 H 0.255(2) 0.524(3) 0.012(3) 0.004(7) Uiso 1 1 d . . .
O1W O 0.06091(18) 0.71255(18) 0.38024(19) 0.0223(5) Uani 1 1 d D . .
H1WA H 0.049(3) 0.672(3) 0.313(2) 0.045(13) Uiso 1 1 d D . .
H1WB H 0.049(4) 0.7849(12) 0.361(5) 0.066(17) Uiso 1 1 d D . .
O2W O 0.20977(17) 0.13181(19) 0.3401(2) 0.0227(5) Uani 1 1 d D . .
H2WA H 0.222(2) 0.2027(12) 0.365(4) 0.045(13) Uiso 1 1 d D . .
H2WB H 0.1502(16) 0.119(3) 0.354(4) 0.046(14) Uiso 1 1 d D . .
O3W O 0.11098(18) 0.05784(19) 0.1046(2) 0.0229(5) Uani 1 1 d D . .
H3WA H 0.083(3) 0.114(2) 0.055(3) 0.047(14) Uiso 1 1 d D . .
H3WB H 0.140(4) 0.095(3) 0.172(2) 0.075(19) Uiso 1 1 d D . .
O4W O -0.00994(16) 0.32657(18) 0.40376(18) 0.0179(4) Uani 1 1 d D . .
H4WA H -0.006(3) 0.364(2) 0.3385(19) 0.035(12) Uiso 1 1 d D . .
H4WB H -0.008(4) 0.2551(8) 0.381(3) 0.075(19) Uiso 1 1 d D . .
O5W O 0.32388(16) 0.50613(17) 0.59310(19) 0.0172(4) Uani 1 1 d D . .
H5WA H 0.296(3) 0.4502(19) 0.544(2) 0.040(13) Uiso 1 1 d D . .
H5WB H 0.343(3) 0.471(3) 0.6634(15) 0.041(13) Uiso 1 1 d D . .
O6W O 0.42698(16) 0.2701(2) 0.5126(2) 0.0234(5) Uani 1 1 d D . .
H6WA H 0.435(2) 0.236(3) 0.5828(17) 0.031(11) Uiso 1 1 d D . .
H6WB H 0.3619(9) 0.289(4) 0.493(3) 0.045(13) Uiso 1 1 d D . .
O7W O 0.59855(18) 0.5442(2) 0.1729(2) 0.0244(5) Uani 1 1 d D . .
H7WA H 0.5434(16) 0.581(4) 0.134(4) 0.08(2) Uiso 1 1 d D . .
H7WB H 0.645(2) 0.574(4) 0.142(4) 0.076(19) Uiso 1 1 d D . .
O8W O 0.54064(16) 0.33407(18) 0.24074(19) 0.0197(4) Uani 1 1 d D . .
H8WA H 0.565(3) 0.3900(16) 0.206(3) 0.039(12) Uiso 1 1 d D . .
H8WB H 0.576(2) 0.2752(15) 0.227(3) 0.032(11) Uiso 1 1 d D . .
O9W O 0.21753(17) 0.8624(2) 0.26337(19) 0.0227(5) Uani 1 1 d . . .
H9WA H 0.2781 0.8412 0.2833 0.034 Uiso 1 1 d R . .
H9WB H 0.1815 0.8138 0.2849 0.034 Uiso 1 1 d R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O1 2.343(2) . ?
Ca1 O5 2.283(2) 4_576 ?
Ca1 O1W 2.376(2) . ?
Ca1 O3W 2.347(2) 4_566 ?
Ca1 O4W 2.439(2) 3_566 ?
Ca1 O5W 2.539(2) . ?
Ca1 H5WA 2.73(4) . ?
Ca1 O9W 2.471(2) 4_576 ?
Ca2 O5 2.509(2) 4_576 ?
Ca2 O6 2.470(2) 4_576 ?
Ca2 O8 2.525(2) . ?
Ca2 O8 2.350(2) 3_666 ?
Ca2 O5W 2.454(2) . ?
Ca2 O6W 2.383(2) 3_666 ?
Ca2 O8W 2.520(2) 3_666 ?
O1 C7 1.254(4) . ?
O2 C7 1.268(3) . ?
O3 C8 1.269(3) . ?
O4 C8 1.261(3) . ?
O5 Ca1 2.283(2) 4_575 ?
O5 Ca2 2.509(2) 4_575 ?
O5 C9 1.272(3) . ?
O6 Ca2 2.470(2) 4_575 ?
O6 C9 1.257(4) . ?
O7 C10 1.255(4) . ?
O8 Ca2 2.350(2) 3_666 ?
O8 C10 1.272(3) . ?
C1 C2 1.542(4) . ?
C1 C6 1.541(4) . ?
C1 C7 1.527(4) . ?
C1 H1 1.01(3) . ?
C2 C3 1.533(4) . ?
C2 C8 1.527(4) . ?
C2 H2 1.02(3) . ?
C3 C4 1.532(4) . ?
C3 H3A 1.00(3) . ?
C3 H3B 0.94(3) . ?
C4 C5 1.526(4) . ?
C4 C9 1.518(4) . ?
C4 H4 1.00(3) . ?
C5 C6 1.535(4) . ?
C5 C10 1.535(4) . ?
C5 H5 1.05(4) . ?
C6 H6A 0.96(3) . ?
C6 H6B 1.01(4) . ?
C9 Ca2 2.856(3) 4_575 ?
O1W H1WA 0.9000(10) . ?
O1W H1WB 0.9000(11) . ?
O2W H2WA 0.8999(11) . ?
O2W H2WB 0.8999(10) . ?
O3W Ca1 2.347(2) 4_565 ?
O3W H3WA 0.9000(10) . ?
O3W H3WB 0.9000(10) . ?
O4W Ca1 2.439(2) 3_566 ?
O4W H4WA 0.9000(10) . ?
O4W H4WB 0.9000(10) . ?
O5W H5WA 0.9000(10) . ?
O5W H5WB 0.9000(10) . ?
O6W Ca2 2.383(2) 3_666 ?
O6W H6WA 0.8999(10) . ?
O6W H6WB 0.8999(10) . ?
O7W H7WA 0.9000(10) . ?
O7W H7WB 0.9000(10) . ?
O8W Ca2 2.520(2) 3_666 ?
O8W H8WA 0.8999(10) . ?
O8W H8WB 0.8999(10) . ?
O9W Ca1 2.471(2) 4_575 ?
O9W H9WA 0.8501 . ?
O9W H9WB 0.8499 . ?

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
_geom_angle_publ_flag
O1 Ca1 O1W 71.61(8) . . ?
O1 Ca1 O3W 83.01(8) . 4_566 ?
O1 Ca1 O4W 124.22(8) . 3_566 ?
O1 Ca1 O5W 73.27(7) . . ?
O1 Ca1 H5WA 57.3(5) . . ?
O1 Ca1 O9W 150.39(8) . 4_576 ?
O5 Ca1 O1 96.64(8) 4_576 . ?
O5 Ca1 O1W 84.61(8) 4_576 . ?
O5 Ca1 O3W 151.90(9) 4_576 4_566 ?
O5 Ca1 O4W 120.77(8) 4_576 3_566 ?
O5 Ca1 O5W 74.45(7) 4_576 . ?
O5 Ca1 H5WA 88.1(6) 4_576 . ?
O5 Ca1 O9W 86.97(8) 4_576 4_576 ?
O1W Ca1 O4W 72.56(8) . 3_566 ?
O1W Ca1 O5W 136.30(8) . . ?
O1W Ca1 H5WA 127.0(6) . . ?
O1W Ca1 O9W 137.97(8) . 4_576 ?
O3W Ca1 O1W 121.24(9) 4_566 . ?
O3W Ca1 O4W 80.69(8) 4_566 3_566 ?
O3W Ca1 O5W 78.62(8) 4_566 . ?
O3W Ca1 H5WA 68.0(7) 4_566 . ?
O3W Ca1 O9W 80.35(8) 4_566 4_576 ?
O4W Ca1 O5W 150.79(7) 3_566 . ?
O4W Ca1 H5WA 148.5(7) 3_566 . ?
O4W Ca1 O9W 76.87(7) 3_566 4_576 ?
O5W Ca1 H5WA 19.2(3) . . ?
O9W Ca1 O5W 79.52(7) 4_576 . ?
O9W Ca1 H5WA 93.6(5) 4_576 . ?
O5 Ca2 O8 117.28(7) 4_576 . ?
O5 Ca2 O8W 79.36(7) 4_576 3_666 ?
O6 Ca2 O5 52.31(7) 4_576 4_576 ?
O6 Ca2 O8 144.51(7) 4_576 . ?
O6 Ca2 O8W 73.35(7) 4_576 3_666 ?
O8 Ca2 O5 156.38(8) 3_666 4_576 ?
O8 Ca2 O6 134.07(8) 3_666 4_576 ?
O8 Ca2 O8 70.98(8) 3_666 . ?
O8 Ca2 O5W 89.00(7) 3_666 . ?
O8 Ca2 O6W 79.06(8) 3_666 3_666 ?
O8 Ca2 O8W 81.94(7) 3_666 3_666 ?
O5W Ca2 O5 72.19(7) . 4_576 ?
O5W Ca2 O6 119.33(7) . 4_576 ?
O5W Ca2 O8 78.76(7) . . ?
O5W Ca2 O8W 74.37(7) . 3_666 ?
O6W Ca2 O5 120.83(8) 3_666 4_576 ?
O6W Ca2 O6 73.72(8) 3_666 4_576 ?
O6W Ca2 O8 91.69(8) 3_666 . ?
O6W Ca2 O5W 166.69(8) 3_666 . ?
O6W Ca2 O8W 109.29(8) 3_666 3_666 ?
O8W Ca2 O8 141.90(7) 3_666 . ?
C7 O1 Ca1 137.82(18) . . ?
Ca1 O5 Ca2 108.77(8) 4_575 4_575 ?
C9 O5 Ca1 152.07(19) . 4_575 ?
C9 O5 Ca2 92.23(17) . 4_575 ?
C9 O6 Ca2 94.43(17) . 4_575 ?
C10 O7 Ca2 93.30(16) . . ?
Ca2 O8 Ca2 109.02(8) 3_666 . ?
C10 O8 Ca2 94.07(17) . . ?
C10 O8 Ca2 149.61(19) . 3_666 ?
C2 C1 H1 106.0(19) . . ?
C6 C1 C2 111.2(2) . . ?
C6 C1 H1 108.6(19) . . ?
C7 C1 C2 114.0(2) . . ?
C7 C1 C6 110.5(2) . . ?
C7 C1 H1 106.1(18) . . ?
C1 C2 H2 104.0(19) . . ?
C3 C2 C1 113.9(2) . . ?
C3 C2 H2 110.2(19) . . ?
C8 C2 C1 112.4(2) . . ?
C8 C2 C3 112.2(2) . . ?
C8 C2 H2 103.3(18) . . ?
C2 C3 H3A 108.4(18) . . ?
C2 C3 H3B 110(2) . . ?
C4 C3 C2 111.8(2) . . ?
C4 C3 H3A 111.3(18) . . ?
C4 C3 H3B 108(2) . . ?
H3A C3 H3B 107(3) . . ?
C3 C4 H4 107.3(17) . . ?
C5 C4 C3 111.5(2) . . ?
C5 C4 H4 107.8(18) . . ?
C9 C4 C3 114.8(2) . . ?
C9 C4 C5 111.6(2) . . ?
C9 C4 H4 103.3(18) . . ?
C4 C5 C6 109.5(2) . . ?
C4 C5 C10 113.1(2) . . ?
C4 C5 H5 109(2) . . ?
C6 C5 H5 107(2) . . ?
C10 C5 C6 113.3(2) . . ?
C10 C5 H5 104(2) . . ?
C1 C6 H6A 109(2) . . ?
C1 C6 H6B 108(2) . . ?
C5 C6 C1 113.6(2) . . ?
C5 C6 H6A 106(2) . . ?
C5 C6 H6B 112(2) . . ?
H6A C6 H6B 108(3) . . ?
O1 C7 O2 124.1(3) . . ?
O1 C7 C1 118.3(2) . . ?
O2 C7 C1 117.6(2) . . ?
O3 C8 C2 117.9(2) . . ?
O4 C8 O3 122.6(3) . . ?
O4 C8 C2 119.4(2) . . ?
O5 C9 Ca2 61.35(15) . 4_575 ?
O5 C9 C4 119.7(3) . . ?
O6 C9 Ca2 59.55(15) . 4_575 ?
O6 C9 O5 120.4(3) . . ?
O6 C9 C4 119.8(2) . . ?
C4 C9 Ca2 175.52(19) . 4_575 ?
O7 C10 Ca2 61.17(14) . . ?
O7 C10 O8 120.8(3) . . ?
O7 C10 C5 122.0(2) . . ?
O8 C10 Ca2 60.05(14) . . ?
O8 C10 C5 117.2(2) . . ?
C5 C10 Ca2 173.22(19) . . ?
Ca1 O1W H1WA 112(3) . . ?
Ca1 O1W H1WB 135(4) . . ?
H1WA O1W H1WB 109(5) . . ?
H2WA O2W H2WB 102.13(16) . . ?
Ca1 O3W H3WA 125(3) 4_565 . ?
Ca1 O3W H3WB 126(3) 4_565 . ?
H3WA O3W H3WB 102.12(16) . . ?
Ca1 O4W H4WA 108(3) 3_566 . ?
Ca1 O4W H4WB 116(4) 3_566 . ?
H4WA O4W H4WB 102.12(16) . . ?
Ca1 O5W H5WA 93(3) . . ?
Ca1 O5W H5WB 118(3) . . ?
Ca2 O5W Ca1 102.59(8) . . ?
Ca2 O5W H5WA 121(2) . . ?
Ca2 O5W H5WB 118(3) . . ?
H5WA O5W H5WB 102.12(16) . . ?
Ca2 O6W H6WA 123(2) 3_666 . ?
Ca2 O6W H6WB 129(2) 3_666 . ?
H6WA O6W H6WB 102.13(16) . . ?
H7WA O7W H7WB 102.12(16) . . ?
Ca2 O8W H8WA 114(3) 3_666 . ?
Ca2 O8W H8WB 111(2) 3_666 . ?
H8WA O8W H8WB 102.14(16) . . ?
Ca1 O9W H9WA 109.3 4_575 . ?
Ca1 O9W H9WB 109.5 4_575 . ?
H9WA O9W H9WB 109.5 . . ?


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
O1W H1WA O4 0.9000(10) 1.986(13) 2.862(3) 164(4) .
O1W H1WB O3 0.9000(11) 1.766(5) 2.664(3) 175(5) 2
O2W H2WA O2 0.8999(11) 1.918(4) 2.816(3) 175(3) .
O2W H2WB O4 0.8999(10) 1.875(12) 2.757(3) 166(4) 2_545
O3W H3WA O4W 0.9000(10) 2.028(18) 2.857(3) 153(4) 4_565
O3W H3WB O2W 0.9000(10) 2.001(12) 2.874(3) 163(4) .
O4W H4WA O3 0.9000(10) 1.901(11) 2.780(3) 165(4) .
O4W H4WB O4 0.9000(10) 1.876(8) 2.772(3) 173(6) 2_545
O5W H5WA O2 0.9000(10) 1.842(6) 2.733(3) 170(3) .
O5W H5WB O7W 0.9000(10) 1.880(13) 2.732(3) 157(3) 3_666
O6W H6WA O8W 0.8999(10) 2.199(17) 2.990(3) 146(3) 4_566
O6W H6WB O2 0.8999(10) 1.849(9) 2.725(3) 164(3) .
O7W H7WA O6 0.9000(10) 1.932(8) 2.825(3) 171(5) .
O7W H7WB O2W 0.9000(10) 2.09(2) 2.909(3) 151(4) 2_655
O8W H8WA O7W 0.8999(10) 1.970(11) 2.825(3) 158(3) .
O8W H8WB O7 0.8999(10) 1.901(6) 2.797(3) 173(4) 2_645
O9W H9WA O7 0.85 2.57 3.208(3) 133.0 .
O9W H9WB O1W 0.85 2.56 3.388(3) 164.4 .
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_9_13srv089
_database_code_depnum_ccdc_archive 'CCDC 1984525'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_audit_creation_date             2013-03-14
_audit_creation_method           
;
  Olex2 1.2-beta
  (compiled Mar 13 2013 19:31:35, GUI svn.r4414)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C10 H22 Ca O14, H2 O'
_chemical_formula_sum            'C10 H24 Ca O15'
_chemical_formula_weight         424.37
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 O10 Ca1'
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'
Ca Ca 0.2262 0.3064 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   12.3998(3)
_cell_length_b                   11.5540(3)
_cell_length_c                   12.3824(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.652(3)
_cell_angle_gamma                90.00
_cell_volume                     1680.81(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10102
_cell_measurement_temperature    120
_cell_measurement_theta_max      32.3680
_cell_measurement_theta_min      2.6970
_exptl_absorpt_coefficient_mu    0.454
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71289
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.677
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.403
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.149
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            32700
_diffrn_reflns_theta_full        29.50
_diffrn_reflns_theta_max         29.50
_diffrn_reflns_theta_min         2.68
_diffrn_ambient_temperature      120
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 16.1511
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.9989
_diffrn_measured_fraction_theta_max 0.9403
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -12.00   45.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3429   38.0000  -90.0000 57

#__ type_ start__ end____ width___ exp.time_
  2 omega  -41.00   42.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3429   57.0000  -30.0000 83

#__ type_ start__ end____ width___ exp.time_
  3 omega  -96.00    3.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3429  -77.0000   60.0000 99

#__ type_ start__ end____ width___ exp.time_
  4 omega  -53.00   38.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3429   77.0000 -180.0000 91

#__ type_ start__ end____ width___ exp.time_
  5 omega  -70.00  -44.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3429 -179.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
  6 omega   24.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.9679 -100.0000    0.0000 42

#__ type_ start__ end____ width___ exp.time_
  7 omega   63.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.9679  179.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   -5.00   35.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.9679   88.0000  -92.0000 40

#__ type_ start__ end____ width___ exp.time_
  9 omega   -3.00   54.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.9679    0.0000 -150.0000 57

#__ type_ start__ end____ width___ exp.time_
 10 omega  -99.00   18.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3429  -19.0000 -180.0000 117

#__ type_ start__ end____ width___ exp.time_
 11 omega  -95.00   -5.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3429  -57.0000  120.0000 90

#__ type_ start__ end____ width___ exp.time_
 12 omega  -95.00   -5.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3429  -57.0000  -30.0000 90

#__ type_ start__ end____ width___ exp.time_
 13 omega   56.00   81.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.9679  179.0000  -30.0000 25

#__ type_ start__ end____ width___ exp.time_
 14 omega   53.00  103.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.9679 -179.0000  150.0000 50
;
_diffrn_measurement_device       '3-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       ω-scan
_diffrn_orient_matrix_UB_11      -0.0470014000
_diffrn_orient_matrix_UB_12      -0.0121409000
_diffrn_orient_matrix_UB_13      -0.0492316000
_diffrn_orient_matrix_UB_21      -0.0272062000
_diffrn_orient_matrix_UB_22      0.0513374000
_diffrn_orient_matrix_UB_23      0.0090727000
_diffrn_orient_matrix_UB_31      0.0263650000
_diffrn_orient_matrix_UB_32      0.0313142000
_diffrn_orient_matrix_UB_33      -0.0340048000
_diffrn_radiation_collimation    monochromator
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_xray_symbol    Mo
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_source_type              'sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4190
_reflns_number_total             4669
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_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  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         4669
_refine_ls_number_restraints     92
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0220P)²+1.7000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0801
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Restrained distances
 O1W-H1WA \\sim O1W-H1WB \\sim O2W-H2WB \\sim O2W-H2WA \\sim O3W-H3WA \\sim O3W-H3WB \\sim O4W-H4WA ~
 O4W-H4WB \\sim O5W-H5WB \\sim O5W-H5WA \\sim O6W-H6WB \\sim O6W-H6WA \\sim O7W-H7WB \\sim O7W-H7WA
 with sigma of 0.005
 O5-H5 \\sim O3-H3
 with sigma of 0.005
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Ca1 Ca 0.02505(2) 0.78692(3) 0.03704(2) 0.00871(7) Uani 1 1 d . . .
O1 O 0.19812(9) 0.90022(9) 0.07769(9) 0.0100(2) Uani 1 1 d . . .
O2 O 0.29178(9) 0.83049(10) -0.03415(9) 0.0128(2) Uani 1 1 d . . .
O3 O 0.36069(10) 0.86249(10) 0.40122(10) 0.0132(2) Uani 1 1 d D . .
O4 O 0.38084(10) 0.75455(9) 0.25912(10) 0.0121(2) Uani 1 1 d . . .
O5 O 0.63171(11) 0.84654(11) 0.47509(10) 0.0162(2) Uani 1 1 d D . .
O6 O 0.67073(10) 0.76083(10) 0.32954(10) 0.0149(2) Uani 1 1 d . . .
O7 O 0.81526(9) 0.95653(9) 0.23466(9) 0.0107(2) Uani 1 1 d . . .
O8 O 0.72016(9) 0.83643(10) 0.09842(10) 0.0137(2) Uani 1 1 d . . .
C1 C 0.39640(12) 0.94742(12) 0.12573(12) 0.0076(3) Uani 1 1 d . . .
C2 C 0.39856(12) 0.96253(12) 0.24977(12) 0.0078(3) Uani 1 1 d . . .
C3 C 0.50933(12) 1.02144(12) 0.32279(12) 0.0082(3) Uani 1 1 d . . .
C4 C 0.61724(12) 0.96273(13) 0.31326(12) 0.0082(3) Uani 1 1 d . . .
C5 C 0.61185(12) 0.95606(12) 0.18710(12) 0.0077(3) Uani 1 1 d . . .
C6 C 0.50523(12) 0.89165(13) 0.11494(12) 0.0083(3) Uani 1 1 d . . .
C7 C 0.28821(13) 0.88662(12) 0.05172(12) 0.0085(3) Uani 1 1 d . . .
C8 C 0.37974(12) 0.84902(13) 0.30197(12) 0.0085(3) Uani 1 1 d . . .
C9 C 0.64177(12) 0.84532(13) 0.37159(13) 0.0101(3) Uani 1 1 d . . .
C10 C 0.72230(12) 0.91108(13) 0.17221(12) 0.0090(3) Uani 1 1 d . . .
H1 H 0.3902(17) 1.0254(18) 0.0935(17) 0.014(5) Uiso 1 1 d . . .
H2 H 0.3339(16) 1.0144(16) 0.2525(15) 0.007(4) Uiso 1 1 d . . .
H3 H 0.353(2) 0.7952(18) 0.427(2) 0.032(7) Uiso 1 1 d D . .
H3A H 0.5104(17) 1.0242(17) 0.4014(17) 0.013(5) Uiso 1 1 d . . .
H3B H 0.5080(17) 1.1018(17) 0.2961(16) 0.010(5) Uiso 1 1 d . . .
H4 H 0.6848(15) 1.0098(15) 0.3580(14) 0.000(4) Uiso 1 1 d . . .
H5 H 0.649(2) 0.7800(18) 0.506(2) 0.035(7) Uiso 1 1 d D . .
H5A H 0.6069(18) 1.0345(19) 0.1621(17) 0.016(5) Uiso 1 1 d . . .
H6A H 0.5111(17) 0.8116(18) 0.1376(17) 0.012(5) Uiso 1 1 d . . .
H6B H 0.5012(16) 0.8940(17) 0.0330(16) 0.010(5) Uiso 1 1 d . . .
O1W O -0.08062(10) 0.71686(10) 0.16191(10) 0.0127(2) Uani 1 1 d D . .
H1WA H -0.1407(15) 0.758(2) 0.144(2) 0.051(8) Uiso 1 1 d D . .
H1WB H -0.103(2) 0.6470(10) 0.150(2) 0.044(8) Uiso 1 1 d D . .
O2W O -0.00838(10) 0.94953(11) 0.14255(11) 0.0156(2) Uani 1 1 d D . .
H2WA H -0.0647(15) 0.955(2) 0.167(2) 0.039(7) Uiso 1 1 d D . .
H2WB H 0.040(2) 1.001(2) 0.177(2) 0.063(10) Uiso 1 1 d D . .
O3W O 0.16272(10) 0.66590(10) 0.16138(10) 0.0154(2) Uani 1 1 d D . .
H3WA H 0.169(2) 0.6014(12) 0.1959(18) 0.030(6) Uiso 1 1 d D . .
H3WB H 0.2290(10) 0.6927(19) 0.1935(18) 0.025(6) Uiso 1 1 d D . .
O4W O -0.07219(11) 0.61451(10) -0.04816(10) 0.0165(2) Uani 1 1 d D . .
H4WA H -0.1049(18) 0.602(2) -0.1187(8) 0.028(6) Uiso 1 1 d D . .
H4WB H -0.096(2) 0.5614(17) -0.014(2) 0.040(7) Uiso 1 1 d D . .
O5W O -0.13621(10) 0.87371(10) -0.09868(10) 0.0137(2) Uani 1 1 d D . .
H5WA H -0.1953(12) 0.8314(17) -0.1212(18) 0.024(6) Uiso 1 1 d D . .
H5WB H -0.156(2) 0.9400(11) -0.081(2) 0.030(6) Uiso 1 1 d D . .
O6W O 0.08217(10) 0.74443(10) -0.12647(10) 0.0126(2) Uani 1 1 d D . .
H6WA H 0.1457(13) 0.778(2) -0.116(2) 0.042(8) Uiso 1 1 d D . .
H6WB H 0.0326(18) 0.756(2) -0.1913(12) 0.043(8) Uiso 1 1 d D . .
O7W O 0.15364(11) 0.98902(11) 0.39540(11) 0.0190(3) Uani 1 1 d D . .
H7WA H 0.2247(8) 0.979(2) 0.409(2) 0.036(7) Uiso 1 1 d D . .
H7WB H 0.125(2) 0.9216(11) 0.381(2) 0.036(7) Uiso 1 1 d D . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O1 2.4252(11) . ?
Ca1 O1W 2.4614(12) . ?
Ca1 O2W 2.3990(12) . ?
Ca1 O3W 2.3577(12) . ?
Ca1 O4W 2.3919(12) . ?
Ca1 O5W 2.3830(12) . ?
Ca1 O6W 2.3998(12) . ?
Ca1 H6WA 2.76(2) . ?
O1 C7 1.2671(18) . ?
O2 C7 1.2583(18) . ?
O3 C8 1.3327(18) . ?
O3 H3 0.857(19) . ?
O4 C8 1.2156(18) . ?
O5 C9 1.3268(19) . ?
O5 H5 0.857(19) . ?
O6 C9 1.2135(19) . ?
O7 C10 1.2776(18) . ?
O8 C10 1.2506(18) . ?
C1 C2 1.538(2) . ?
C1 C6 1.539(2) . ?
C1 C7 1.532(2) . ?
C1 H1 0.98(2) . ?
C2 C3 1.540(2) . ?
C2 C8 1.513(2) . ?
C2 H2 1.010(19) . ?
C3 C4 1.538(2) . ?
C3 H3A 0.97(2) . ?
C3 H3B 0.98(2) . ?
C4 C5 1.544(2) . ?
C4 C9 1.521(2) . ?
C4 H4 1.004(17) . ?
C5 C6 1.531(2) . ?
C5 C10 1.530(2) . ?
C5 H5A 0.95(2) . ?
C6 H6A 0.96(2) . ?
C6 H6B 1.000(19) . ?
O1W H1WA 0.851(8) . ?
O1W H1WB 0.851(8) . ?
O2W H2WA 0.851(8) . ?
O2W H2WB 0.850(8) . ?
O3W H3WA 0.850(8) . ?
O3W H3WB 0.849(8) . ?
O4W H4WA 0.850(8) . ?
O4W H4WB 0.850(8) . ?
O5W H5WA 0.851(8) . ?
O5W H5WB 0.851(8) . ?
O6W H6WA 0.851(8) . ?
O6W H6WB 0.850(8) . ?
O7W H7WA 0.850(8) . ?
O7W H7WB 0.851(8) . ?

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
_geom_angle_publ_flag
O1 Ca1 O1W 131.35(4) . . ?
O1 Ca1 H6WA 61.6(3) . . ?
O1W Ca1 H6WA 158.7(5) . . ?
O2W Ca1 O1 76.10(4) . . ?
O2W Ca1 O1W 72.30(4) . . ?
O2W Ca1 O6W 140.24(4) . . ?
O2W Ca1 H6WA 128.8(5) . . ?
O3W Ca1 O1 77.10(4) . . ?
O3W Ca1 O1W 79.31(4) . . ?
O3W Ca1 O2W 108.90(4) . . ?
O3W Ca1 O4W 87.23(4) . . ?
O3W Ca1 O5W 168.27(4) . . ?
O3W Ca1 O6W 94.72(4) . . ?
O3W Ca1 H6WA 89.3(6) . . ?
O4W Ca1 O1 145.98(4) . . ?
O4W Ca1 O1W 73.06(4) . . ?
O4W Ca1 O2W 137.89(4) . . ?
O4W Ca1 O6W 72.58(4) . . ?
O4W Ca1 H6WA 88.6(4) . . ?
O5W Ca1 O1 113.98(4) . . ?
O5W Ca1 O1W 94.94(4) . . ?
O5W Ca1 O2W 78.60(4) . . ?
O5W Ca1 O4W 81.28(4) . . ?
O5W Ca1 O6W 84.18(4) . . ?
O5W Ca1 H6WA 92.8(5) . . ?
O6W Ca1 O1 78.76(4) . . ?
O6W Ca1 O1W 145.36(4) . . ?
O6W Ca1 H6WA 17.2(3) . . ?
C7 O1 Ca1 132.36(10) . . ?
C8 O3 H3 108.2(16) . . ?
C9 O5 H5 109.8(17) . . ?
C2 C1 C6 113.49(12) . . ?
C2 C1 H1 106.1(12) . . ?
C6 C1 H1 107.9(12) . . ?
C7 C1 C2 112.44(12) . . ?
C7 C1 C6 112.37(12) . . ?
C7 C1 H1 103.8(12) . . ?
C1 C2 C3 111.34(12) . . ?
C1 C2 H2 109.9(10) . . ?
C3 C2 H2 106.6(11) . . ?
C8 C2 C1 111.88(12) . . ?
C8 C2 C3 111.27(12) . . ?
C8 C2 H2 105.5(11) . . ?
C2 C3 H3A 109.1(12) . . ?
C2 C3 H3B 107.7(11) . . ?
C4 C3 C2 113.23(12) . . ?
C4 C3 H3A 111.0(12) . . ?
C4 C3 H3B 108.2(11) . . ?
H3A C3 H3B 107.5(16) . . ?
C3 C4 C5 110.02(12) . . ?
C3 C4 H4 108.2(10) . . ?
C5 C4 H4 110.1(10) . . ?
C9 C4 C3 113.80(12) . . ?
C9 C4 C5 111.92(12) . . ?
C9 C4 H4 102.5(10) . . ?
C4 C5 H5A 105.0(12) . . ?
C6 C5 C4 111.38(12) . . ?
C6 C5 H5A 108.6(13) . . ?
C10 C5 C4 112.83(12) . . ?
C10 C5 C6 113.81(12) . . ?
C10 C5 H5A 104.5(13) . . ?
C1 C6 H6A 111.3(12) . . ?
C1 C6 H6B 108.4(11) . . ?
C5 C6 C1 111.30(12) . . ?
C5 C6 H6A 109.0(12) . . ?
C5 C6 H6B 109.4(11) . . ?
H6A C6 H6B 107.3(16) . . ?
O1 C7 C1 117.76(13) . . ?
O2 C7 O1 123.40(14) . . ?
O2 C7 C1 118.75(13) . . ?
O3 C8 C2 112.94(12) . . ?
O4 C8 O3 122.51(14) . . ?
O4 C8 C2 124.55(13) . . ?
O5 C9 C4 112.52(13) . . ?
O6 C9 O5 123.72(14) . . ?
O6 C9 C4 123.73(14) . . ?
O7 C10 C5 117.17(13) . . ?
O8 C10 O7 121.99(14) . . ?
O8 C10 C5 120.78(13) . . ?
Ca1 O1W H1WA 104(2) . . ?
Ca1 O1W H1WB 114.5(19) . . ?
H1WA O1W H1WB 106(3) . . ?
Ca1 O2W H2WA 124.0(18) . . ?
Ca1 O2W H2WB 127(2) . . ?
H2WA O2W H2WB 107(3) . . ?
Ca1 O3W H3WA 141.0(17) . . ?
Ca1 O3W H3WB 118.7(16) . . ?
H3WA O3W H3WB 100(2) . . ?
Ca1 O4W H4WA 127.1(16) . . ?
Ca1 O4W H4WB 125.9(18) . . ?
H4WA O4W H4WB 105(2) . . ?
Ca1 O5W H5WA 115.5(16) . . ?
Ca1 O5W H5WB 116.4(16) . . ?
H5WA O5W H5WB 108(2) . . ?
Ca1 O6W H6WA 106.2(18) . . ?
Ca1 O6W H6WB 116.5(18) . . ?
H6WA O6W H6WB 116(3) . . ?
H7WA O7W H7WB 104(2) . . ?

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
O3 H3 O2 0.857(19) 1.77(2) 2.6037(16) 162(2) 4_576
O5 H5 O8 0.857(19) 1.80(2) 2.6330(16) 163(3) 4_576
O1W H1WA O8 0.851(8) 1.869(9) 2.7178(16) 175(3) 1_455
O1W H1WB O7W 0.851(8) 1.954(9) 2.8004(17) 173(3) 2_545
O2W H2WA O7 0.851(8) 1.924(8) 2.7721(16) 174(3) 1_455
O2W H2WB O5W 0.850(8) 2.28(2) 2.8816(17) 128(3) 3_575
O3W H3WA O7 0.850(8) 1.863(8) 2.7127(16) 177(2) 2_645
O3W H3WB O4 0.849(8) 1.933(8) 2.7811(16) 177(2) .
O4W H4WA O7 0.850(8) 1.893(9) 2.7299(16) 168(2) 4_475
O4W H4WB O7W 0.850(8) 2.009(13) 2.8146(17) 158(2) 2_545
O5W H5WA O6 0.851(8) 1.902(8) 2.7525(16) 179(2) 4_475
O5W H5WB O1 0.851(8) 1.924(10) 2.7581(15) 166(2) 3_575
O6W H6WA O2 0.851(8) 1.869(13) 2.6740(16) 157(3) .
O6W H6WB O1W 0.850(8) 1.935(8) 2.7853(16) 179(3) 4_575
O7W H7WA O3 0.850(8) 2.184(16) 2.9353(17) 147(2) .
O7W H7WB O6W 0.851(8) 1.985(9) 2.8251(17) 169(3) 4_576


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
10 -13 -3 0.0655 10.0000 -13.0000 -3.0000 0.1935 0.4950 0.8262
-1 2 0 0.0527 -1.0000 2.0000 -0.0000 -0.0249 -0.0936 -0.0966
9 14 -1 0.0889 9.0000 13.9999 -1.0000 0.5661 -0.8276 -0.1060
-9 -14 1 0.0889 -9.0000 -13.9999 1.0000 -0.5661 0.8276 0.1060
-2 3 -16 0.1412 -2.0000 3.0000 -16.0000 -0.8141 -0.5712 0.2599
2 -3 16 0.1412 2.0000 -3.0000 16.0000 0.8141 0.5712 -0.2599
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_12_13srv196
_database_code_depnum_ccdc_archive 'CCDC 1984527'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_audit_creation_date             2013-07-23
_audit_creation_method           
;
  Olex2 1.2-beta
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C12 H12 O12, H2 O'
_chemical_formula_sum            'C12 H14 O13'
_chemical_formula_weight         366.23
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.4792(2)
_cell_length_b                   13.6254(3)
_cell_length_c                   13.1513(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.06(3)
_cell_angle_gamma                90.00
_cell_volume                     1340.21(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5818
_cell_measurement_temperature    120
_cell_measurement_theta_max      31.034
_cell_measurement_theta_min      3.098
_exptl_absorpt_coefficient_mu    0.170
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8503
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1151 before and 0.0400 after correction.
The Ratio of minimum to maximum transmission is 0.8503.
The λ/2 correction factor is 0.0015.
;
_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    1.815
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1135
_diffrn_reflns_av_unetI/netI     0.0644
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12993
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         2.15
_diffrn_ambient_temperature      120
_diffrn_detector                 'Bruker PHOTON 100 CMOS'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'CMOS sensor'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Bruker D8 Venture'
_diffrn_measurement_device_type  '3-circle diffractometer'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'ImuS microsource'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2612
_reflns_number_total             3225
_reflns_threshold_expression     >2sigma(I)
_computing.bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_collection       'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.30C (Bruker, 2013)'
_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  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.607
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3225
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0800P)²+0.4700P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1364
_refine_ls_wR_factor_ref         0.1448
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
O1 O -0.3084(2) 0.51726(11) 0.89253(11) 0.0217(3) Uani 1 1 d . . .
O2 O -0.29569(19) 0.56017(11) 0.72801(11) 0.0230(3) Uani 1 1 d . . .
O3 O -0.0213(2) 0.22467(11) 0.83013(12) 0.0223(3) Uani 1 1 d . . .
O4 O -0.27741(18) 0.30468(11) 0.85895(11) 0.0233(3) Uani 1 1 d . . .
O5 O 0.1515(2) 0.28331(11) 1.03042(11) 0.0216(3) Uani 1 1 d . . .
O6 O 0.39218(19) 0.24781(11) 0.93630(12) 0.0241(3) Uani 1 1 d . . .
O7 O 0.4543(2) 0.22424(11) 0.73355(12) 0.0266(4) Uani 1 1 d . . .
O8 O 0.1968(2) 0.26102(11) 0.66406(12) 0.0255(4) Uani 1 1 d . . .
O9 O 0.3244(2) 0.55697(10) 0.56845(11) 0.0197(3) Uani 1 1 d . . .
O10 O 0.46642(18) 0.41362(10) 0.59011(10) 0.0177(3) Uani 1 1 d . . .
O11 O 0.0376(2) 0.39963(11) 0.53924(11) 0.0213(3) Uani 1 1 d . . .
O12 O -0.16918(17) 0.35271(10) 0.65283(10) 0.0176(3) Uani 1 1 d . . .
C1 C -0.0396(2) 0.48334(14) 0.80507(13) 0.0138(4) Uani 1 1 d . . .
C2 C -0.0026(2) 0.39351(14) 0.87450(14) 0.0137(4) Uani 1 1 d . . .
C3 C 0.2016(2) 0.37809(14) 0.88158(13) 0.0129(4) Uani 1 1 d . . .
C4 C 0.3121(2) 0.37867(14) 0.78115(13) 0.0137(4) Uani 1 1 d . . .
C5 C 0.2515(2) 0.46588(14) 0.71468(13) 0.0126(4) Uani 1 1 d . . .
C6 C 0.0467(2) 0.47685(14) 0.69953(13) 0.0133(4) Uani 1 1 d . . .
C7 C -0.2300(3) 0.52165(14) 0.80272(15) 0.0167(4) Uani 1 1 d . . .
C8 C -0.1160(3) 0.30325(14) 0.85138(14) 0.0166(4) Uani 1 1 d . . .
C9 C 0.2568(2) 0.29478(14) 0.95148(14) 0.0156(4) Uani 1 1 d . . .
C10 C 0.3148(3) 0.28258(15) 0.72162(14) 0.0166(4) Uani 1 1 d . . .
C11 C 0.3574(2) 0.47429(14) 0.61665(14) 0.0141(4) Uani 1 1 d . . .
C12 C -0.0390(2) 0.40189(14) 0.62908(14) 0.0150(4) Uani 1 1 d . . .
H4 H 0.433(3) 0.3932(16) 0.7983(17) 0.010(5) Uiso 1 1 d . . .
H9 H 0.411(4) 0.562(2) 0.524(3) 0.043(8) Uiso 1 1 d . . .
H1 H -0.417(4) 0.547(2) 0.894(2) 0.038(8) Uiso 1 1 d . . .
H3 H -0.111(5) 0.178(3) 0.828(3) 0.064(10) Uiso 1 1 d . . .
H11 H -0.024(5) 0.356(3) 0.502(3) 0.064(10) Uiso 1 1 d . . .
H5 H 0.205(4) 0.240(3) 1.066(3) 0.054(10) Uiso 1 1 d . . .
H7 H 0.549(6) 0.244(3) 0.779(4) 0.095(15) Uiso 1 1 d . . .
H2 H -0.049(3) 0.4120(17) 0.9438(19) 0.019(6) Uiso 1 1 d . . .
H6 H 0.028(3) 0.5367(18) 0.6687(17) 0.014(5) Uiso 1 1 d . . .
H5A H 0.285(3) 0.5229(17) 0.7477(16) 0.010(5) Uiso 1 1 d . . .
H1A H 0.020(3) 0.5359(18) 0.8387(17) 0.013(5) Uiso 1 1 d . . .
H3A H 0.244(3) 0.4349(17) 0.9180(17) 0.014(5) Uiso 1 1 d . . .
O1W O -0.6140(2) 0.59749(11) 0.93059(12) 0.0209(3) Uani 1 1 d . . .
H1WA H -0.651(3) 0.649(2) 0.900(2) 0.021(6) Uiso 1 1 d . . .
H1WB H -0.635(6) 0.623(4) 0.986(4) 0.095(15) Uiso 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.320(2) . ?
O1 H1 0.91(3) . ?
O2 C7 1.217(2) . ?
O3 C8 1.314(2) . ?
O3 H3 0.93(4) . ?
O4 C8 1.211(2) . ?
O5 C9 1.313(2) . ?
O5 H5 0.85(4) . ?
O6 C9 1.215(2) . ?
O7 C10 1.321(2) . ?
O7 H7 0.96(5) . ?
O8 C10 1.198(2) . ?
O9 C11 1.316(2) . ?
O9 H9 0.88(3) . ?
O10 C11 1.213(2) . ?
O11 C12 1.314(2) . ?
O11 H11 0.89(4) . ?
O12 C12 1.223(2) . ?
C1 C2 1.552(2) . ?
C1 C6 1.534(2) . ?
C1 C7 1.517(3) . ?
C1 H1A 0.95(2) . ?
C2 C3 1.544(2) . ?
C2 C8 1.525(3) . ?
C2 H2 1.01(2) . ?
C3 C4 1.559(2) . ?
C3 C9 1.518(3) . ?
C3 H3A 0.97(2) . ?
C4 C5 1.543(2) . ?
C4 C10 1.526(3) . ?
C4 H4 0.95(2) . ?
C5 C6 1.552(2) . ?
C5 C11 1.518(2) . ?
C5 H5A 0.92(2) . ?
C6 C12 1.520(3) . ?
C6 H6 0.92(2) . ?
O1W H1WA 0.86(3) . ?
O1W H1WB 0.82(5) . ?

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
_geom_angle_publ_flag
C7 O1 H1 113.1(18) . . ?
C8 O3 H3 100(2) . . ?
C9 O5 H5 103(2) . . ?
C10 O7 H7 119(3) . . ?
C11 O9 H9 105(2) . . ?
C12 O11 H11 106(2) . . ?
C2 C1 H1A 103.7(14) . . ?
C6 C1 C2 114.33(15) . . ?
C6 C1 H1A 105.5(13) . . ?
C7 C1 C2 116.75(15) . . ?
C7 C1 C6 113.40(15) . . ?
C7 C1 H1A 100.9(13) . . ?
C1 C2 H2 105.9(14) . . ?
C3 C2 C1 108.57(15) . . ?
C3 C2 H2 108.6(14) . . ?
C8 C2 C1 114.84(15) . . ?
C8 C2 C3 116.89(16) . . ?
C8 C2 H2 101.1(13) . . ?
C2 C3 C4 118.24(14) . . ?
C2 C3 H3A 104.4(13) . . ?
C4 C3 H3A 103.9(13) . . ?
C9 C3 C2 113.99(15) . . ?
C9 C3 C4 111.91(15) . . ?
C9 C3 H3A 102.1(14) . . ?
C3 C4 H4 107.7(13) . . ?
C5 C4 C3 109.18(15) . . ?
C5 C4 H4 104.6(13) . . ?
C10 C4 C3 115.97(15) . . ?
C10 C4 C5 111.98(14) . . ?
C10 C4 H4 106.7(13) . . ?
C4 C5 C6 115.85(15) . . ?
C4 C5 H5A 107.6(13) . . ?
C6 C5 H5A 104.1(13) . . ?
C11 C5 C4 112.72(15) . . ?
C11 C5 C6 113.55(14) . . ?
C11 C5 H5A 101.3(13) . . ?
C1 C6 C5 107.79(14) . . ?
C1 C6 H6 106.6(14) . . ?
C5 C6 H6 106.8(13) . . ?
C12 C6 C1 114.38(15) . . ?
C12 C6 C5 115.40(15) . . ?
C12 C6 H6 105.3(14) . . ?
O1 C7 C1 112.56(16) . . ?
O2 C7 O1 124.24(17) . . ?
O2 C7 C1 122.88(18) . . ?
O3 C8 C2 113.57(16) . . ?
O4 C8 O3 124.61(19) . . ?
O4 C8 C2 121.67(18) . . ?
O5 C9 C3 113.90(16) . . ?
O6 C9 O5 124.61(18) . . ?
O6 C9 C3 121.38(17) . . ?
O7 C10 C4 117.81(17) . . ?
O8 C10 O7 120.55(19) . . ?
O8 C10 C4 121.62(17) . . ?
O9 C11 C5 112.08(16) . . ?
O10 C11 O9 124.80(17) . . ?
O10 C11 C5 123.00(16) . . ?
O11 C12 C6 112.33(16) . . ?
O12 C12 O11 124.38(17) . . ?
O12 C12 C6 123.22(16) . . ?
H1WA O1W H1WB 91(4) . . ?


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 H9 O10 0.88(3) 1.79(3) 2.639(2) 162(3) 3_666
O1 H1 O1W 0.91(3) 1.70(3) 2.584(2) 164(3) .
O3 H3 O2 0.93(4) 1.90(4) 2.735(2) 149(3) 2_446
O11 H11 O6 0.89(4) 1.78(4) 2.655(2) 167(4) 4_565
O5 H5 O12 0.85(4) 1.95(4) 2.796(2) 177(4) 4_666
O7 H7 O4 0.96(5) 1.86(5) 2.818(2) 170(4) 1_655
O1W H1WA O8 0.86(3) 1.77(3) 2.626(2) 172(2) 2_456
O1W H1WB O4 0.82(5) 2.36(5) 3.178(2) 175(4) 3_467
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_10_14srv008
_database_code_depnum_ccdc_archive 'CCDC 1984526'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_audit_creation_date             2014-01-17
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;

_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '0.5(C40 H60 Ca2 O40)'
_chemical_formula_sum            'C20 H30 Ca O20'
_chemical_formula_weight         630.52
_chemical_melting_point          ?
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'
Ca Ca 0.2262 0.3064 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   23.544(5)
_cell_length_b                   16.359(3)
_cell_length_c                   13.049(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.05(3)
_cell_angle_gamma                90.00
_cell_volume                     5025.9(17)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5954
_cell_measurement_temperature    120
_cell_measurement_theta_max      30.148
_cell_measurement_theta_min      2.490
_exptl_absorpt_coefficient_mu    0.348
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.2574
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2006/1 (Bruker,2006) was used for absorption correction.
R(int) was 0.0799 before and 0.0569 after correction.
The Ratio of minimum to maximum transmission is 0.2574.
The λ/2 correction factor is 0.0015.
;
_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    1.667
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2640
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 The data collection nominally covered a full sphere of reciprocal space by
 a combination of 3 sets of ω scans each set at different φ and/or
 2θ angles and each scan (20 s exposure) covering -0.300° degrees in ω.
 The crystal to detector distance was 4.85 cm.
;
_diffrn_reflns_av_R_equivalents  0.1089
_diffrn_reflns_av_unetI/netI     0.0910
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            46548
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.24
_diffrn_ambient_temperature      120
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  Parallel,graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           10.0
_diffrn_source_power             0.3
_diffrn_source_target            Mo
_diffrn_source_voltage           30.0
_diffrn_special_details          ?
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                7130
_reflns_number_total             10883
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v6.45A (Bruker, 2003)'
_computing_data_collection       'SMART v5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT v6.45A (Bruker, 2003)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.631
_refine_diff_density_min         -0.833
_refine_diff_density_rms         0.157
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         10883
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1396
_refine_ls_R_factor_gt           0.0915
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.051
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1100P)²+27.7000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2245
_refine_ls_wR_factor_ref         0.2595
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.05 and sigma
for terminal atoms of 0.1
3.a Rotating group:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB), O3W(H3WA,H3WB), O4W(H4WA,H4WB), O5W(H5WA,
 H5WB), O6W(H6WA,H6WB), O7W(H7WA,H7WB), O8W(H8WA,H8WB)
3.b Ternary CH refined with riding coordinates:
 C1(H1A), C3(H3), C4(H4A), C6(H6), C1A(H1AB), C3A(H3A), C4A(H4AA), C6A(H6A),
 C1B(H1BA), C3B(H3B), C4B(H4B), C6B(H6B), C1C(H1C), C3C(H3C), C4C(H4C), C6C(H6C)
3.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C5(H5A,H5B), C2A(H2AA,H2AB), C5A(H5AB,H5AC), C2B(H2BA,H2BB),
 C5B(H5BB,H5BC), C2C(H2CA,H2CB), C5C(H5CA,H5CB)
3.d Tetrahedral OH refined with riding coordinates:
 O4(H4), O5B(H5BA)
3.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O5(H5), O7(H7), O1A(H1AA), O5A(H5AA), O7A(H7A), O1B(H1B), O7B(H7B),
 O5C(H5C), O7C(H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Ca1 Ca 0.23205(7) 0.60345(9) 0.40758(11) 0.0120(3) Uani 1 1 d . . .
Ca2 Ca 0.23145(7) 0.10355(9) 0.34027(11) 0.0120(3) Uani 1 1 d . . .
O1 O 0.2948(3) 0.6821(4) 0.6473(5) 0.0258(14) Uiso 1 1 d . . .
H1 H 0.2629 0.6814 0.6221 0.039 Uiso 1 1 calc . . GR
O2 O 0.3212(3) 0.6475(4) 0.4886(5) 0.0157(14) Uiso 1 1 d . . .
O3 O 0.3199(3) 0.8605(4) 0.4710(5) 0.0153(14) Uiso 1 1 d . . .
O4 O 0.2970(2) 0.8806(4) 0.6344(5) 0.0196(13) Uiso 1 1 d . . .
H4 H 0.2721 0.8455 0.6370 0.029 Uiso 1 1 calc . . R
O5 O 0.4282(3) 0.9823(4) 0.4910(5) 0.0178(13) Uiso 1 1 d . . .
H5 H 0.3960 0.9868 0.5141 0.027 Uiso 1 1 calc . . GR
O6 O 0.4364(3) 0.9100(4) 0.3479(5) 0.0178(14) Uiso 1 1 d . . .
O7 O 0.4265(3) 0.5414(4) 0.5158(5) 0.0240(15) Uiso 1 1 d . . .
H7 H 0.4219 0.5024 0.4772 0.036 Uiso 1 1 calc . . GR
O8 O 0.4430(3) 0.6071(4) 0.3690(5) 0.0171(14) Uiso 1 1 d . . .
C1 C 0.3926(3) 0.6888(5) 0.6111(6) 0.0130(16) Uiso 1 1 d . . .
H1A H 0.4034 0.6452 0.6589 0.016 Uiso 1 1 calc . . R
C2 C 0.3970(3) 0.7701(6) 0.6686(7) 0.0148(16) Uiso 1 1 d . . .
H2A H 0.3669 0.7725 0.7194 0.018 Uiso 1 1 calc . . R
H2B H 0.4330 0.7719 0.7047 0.018 Uiso 1 1 calc . . R
C3 C 0.3925(3) 0.8449(5) 0.5994(6) 0.0137(16) Uiso 1 1 d . . .
H3 H 0.4044 0.8918 0.6408 0.016 Uiso 1 1 calc . . R
C4 C 0.4351(4) 0.8389(5) 0.5096(6) 0.0139(17) Uiso 1 1 d . . .
H4A H 0.4732 0.8382 0.5399 0.017 Uiso 1 1 calc . . R
C5 C 0.4285(4) 0.7596(5) 0.4505(8) 0.013(2) Uiso 1 1 d . . .
H5A H 0.3914 0.7582 0.4182 0.015 Uiso 1 1 calc . . R
H5B H 0.4570 0.7571 0.3969 0.015 Uiso 1 1 calc . . R
C6 C 0.4349(4) 0.6867(5) 0.5203(7) 0.0149(18) Uiso 1 1 d . . .
H6 H 0.4729 0.6910 0.5506 0.018 Uiso 1 1 calc . . R
C7 C 0.3330(3) 0.6710(5) 0.5744(6) 0.0126(16) Uiso 1 1 d . . .
C8 C 0.3320(3) 0.8630(5) 0.5630(6) 0.0123(16) Uiso 1 1 d . . .
C9 C 0.4324(3) 0.9136(5) 0.4405(7) 0.0142(17) Uiso 1 1 d . . .
C10 C 0.4341(4) 0.6080(5) 0.4616(7) 0.0150(18) Uiso 1 1 d . . .
O1A O 0.2931(3) 0.1840(4) 0.1009(5) 0.0228(13) Uiso 1 1 d . . .
H1AA H 0.2630 0.1981 0.1271 0.034 Uiso 1 1 calc . . GR
O2A O 0.3193(3) 0.1480(4) 0.2570(5) 0.0157(14) Uiso 1 1 d . . .
O3A O 0.3196(3) 0.3613(4) 0.2771(5) 0.0167(15) Uiso 1 1 d . . .
O4A O 0.2971(2) 0.3826(4) 0.1151(5) 0.0180(12) Uiso 1 1 d . . .
O5A O 0.4314(3) 0.4802(4) 0.2541(5) 0.0195(14) Uiso 1 1 d . . .
H5AA H 0.4509 0.5149 0.2827 0.029 Uiso 1 1 calc . . GR
O6A O 0.4385(3) 0.4086(4) 0.3998(5) 0.0158(13) Uiso 1 1 d . . .
O7A O 0.4246(3) 0.0407(4) 0.2310(5) 0.0185(13) Uiso 1 1 d . . .
H7A H 0.4418 0.0026 0.2575 0.028 Uiso 1 1 calc . . GR
O8A O 0.4399(3) 0.1071(4) 0.3790(5) 0.0196(14) Uiso 1 1 d . . .
C1A C 0.3908(3) 0.1896(5) 0.1355(6) 0.0133(16) Uiso 1 1 d . . .
H1AB H 0.4011 0.1466 0.0867 0.016 Uiso 1 1 calc . . R
C2A C 0.3956(3) 0.2710(6) 0.0795(6) 0.0141(16) Uiso 1 1 d . . .
H2AA H 0.3653 0.2744 0.0293 0.017 Uiso 1 1 calc . . R
H2AB H 0.4313 0.2720 0.0424 0.017 Uiso 1 1 calc . . R
C3A C 0.3928(3) 0.3467(5) 0.1486(6) 0.0109(15) Uiso 1 1 d . . .
H3A H 0.4046 0.3937 0.1073 0.013 Uiso 1 1 calc . . R
C4A C 0.4352(3) 0.3385(5) 0.2361(6) 0.0106(16) Uiso 1 1 d . . .
H4AA H 0.4730 0.3370 0.2050 0.013 Uiso 1 1 calc . . R
C5A C 0.4286(4) 0.2588(5) 0.2982(7) 0.011(2) Uiso 1 1 d . . .
H5AB H 0.3921 0.2581 0.3325 0.013 Uiso 1 1 calc . . R
H5AC H 0.4581 0.2555 0.3500 0.013 Uiso 1 1 calc . . R
C6A C 0.4332(3) 0.1850(5) 0.2246(6) 0.0118(17) Uiso 1 1 d . . .
H6A H 0.4711 0.1880 0.1938 0.014 Uiso 1 1 calc . . R
C7A C 0.3307(3) 0.1720(5) 0.1721(6) 0.0111(15) Uiso 1 1 d . . .
C8A C 0.3319(3) 0.3636(5) 0.1855(6) 0.0115(16) Uiso 1 1 d . . .
C9A C 0.4339(3) 0.4116(5) 0.3060(6) 0.0075(15) Uiso 1 1 d . . .
C10A C 0.4319(3) 0.1069(5) 0.2858(6) 0.0101(16) Uiso 1 1 d . . .
O1B O 0.1956(2) 0.3756(4) 0.1628(5) 0.0168(13) Uiso 1 1 d . . .
H1B H 0.2291 0.3734 0.1459 0.025 Uiso 1 1 calc . . GR
O2B O 0.1805(3) 0.3654(4) -0.0069(5) 0.0126(13) Uiso 1 1 d . . .
O3B O 0.1791(3) 0.1445(4) 0.0091(5) 0.0160(15) Uiso 1 1 d . . .
O4B O 0.1942(2) 0.1479(4) 0.1775(4) 0.0140(13) Uiso 1 1 d . . .
O5B O 0.0692(3) 0.0369(4) 0.0134(5) 0.0169(14) Uiso 1 1 d . . .
H5BA H 0.0664 -0.0026 -0.0251 0.025 Uiso 1 1 calc . . R
O6B O 0.0597(3) 0.1052(4) -0.1332(5) 0.0173(14) Uiso 1 1 d . . .
O7B O 0.0671(3) 0.4772(4) -0.0020(5) 0.0138(13) Uiso 1 1 d . . .
H7B H 0.0621 0.5154 -0.0417 0.021 Uiso 1 1 calc . . GR
O8B O 0.0679(3) 0.4055(4) -0.1479(5) 0.0151(14) Uiso 1 1 d . . .
C1B C 0.1028(3) 0.3401(5) 0.1093(6) 0.0097(16) Uiso 1 1 d . . .
H1BA H 0.0885 0.3859 0.1502 0.012 Uiso 1 1 calc . . R
C2B C 0.0960(4) 0.2634(5) 0.1762(6) 0.0101(17) Uiso 1 1 d . . .
H2BA H 0.0593 0.2659 0.2099 0.012 Uiso 1 1 calc . . R
H2BB H 0.1249 0.2646 0.2293 0.012 Uiso 1 1 calc . . R
C3B C 0.1004(3) 0.1806(5) 0.1188(6) 0.0122(18) Uiso 1 1 d . . .
H3B H 0.0846 0.1392 0.1649 0.015 Uiso 1 1 calc . . R
C4B C 0.0626(4) 0.1811(5) 0.0235(7) 0.0122(18) Uiso 1 1 d . . .
H4B H 0.0235 0.1866 0.0481 0.015 Uiso 1 1 calc . . R
C5B C 0.0737(4) 0.2553(4) -0.0465(7) 0.005(2) Uiso 1 1 d . . .
H5BB H 0.0480 0.2539 -0.1047 0.007 Uiso 1 1 calc . . R
H5BC H 0.1123 0.2536 -0.0720 0.007 Uiso 1 1 calc . . R
C6B C 0.0641(4) 0.3345(5) 0.0157(6) 0.0097(17) Uiso 1 1 d . . .
H6B H 0.0251 0.3321 0.0417 0.012 Uiso 1 1 calc . . R
C7B C 0.1636(3) 0.3607(5) 0.0834(6) 0.0084(16) Uiso 1 1 d . . .
C8B C 0.1615(3) 0.1560(5) 0.0990(7) 0.0105(17) Uiso 1 1 d . . .
C9B C 0.0642(3) 0.1038(5) -0.0392(6) 0.0077(16) Uiso 1 1 d . . .
C10B C 0.0672(3) 0.4085(5) -0.0529(6) 0.0083(17) Uiso 1 1 d . . .
O1C O 0.1960(2) 0.6223(4) 0.0865(5) 0.0170(13) Uiso 1 1 d . . .
O2C O 0.1799(3) 0.6342(4) 0.2532(5) 0.0131(14) Uiso 1 1 d . . .
O3C O 0.1802(2) 0.8541(4) 0.2373(5) 0.0116(13) Uiso 1 1 d . . .
O4C O 0.1957(2) 0.8509(4) 0.0702(5) 0.0157(13) Uiso 1 1 d . . .
O5C O 0.0728(3) 0.9635(4) 0.2316(5) 0.0151(13) Uiso 1 1 d . . .
H5C H 0.0636 1.0027 0.2671 0.023 Uiso 1 1 calc . . GR
O6C O 0.0601(2) 0.8957(4) 0.3783(5) 0.0126(13) Uiso 1 1 d . . .
O7C O 0.0651(3) 0.5226(4) 0.2474(5) 0.0166(14) Uiso 1 1 d . . .
H7C H 0.0717 0.4838 0.2854 0.025 Uiso 1 1 calc . . GR
O8C O 0.0650(3) 0.5949(4) 0.3923(5) 0.0140(14) Uiso 1 1 d . . .
C1C C 0.1028(3) 0.6599(5) 0.1363(6) 0.0090(16) Uiso 1 1 d . . .
H1C H 0.0882 0.6145 0.0951 0.011 Uiso 1 1 calc . . R
C2C C 0.0981(4) 0.7368(5) 0.0695(7) 0.0103(17) Uiso 1 1 d . . .
H2CA H 0.0622 0.7349 0.0331 0.012 Uiso 1 1 calc . . R
H2CB H 0.1281 0.7353 0.0187 0.012 Uiso 1 1 calc . . R
C3C C 0.1017(3) 0.8189(5) 0.1270(6) 0.0067(15) Uiso 1 1 d . . .
H3C H 0.0860 0.8603 0.0808 0.008 Uiso 1 1 calc . . R
C4C C 0.0642(3) 0.8191(5) 0.2230(6) 0.0079(17) Uiso 1 1 d . . .
H4C H 0.0250 0.8151 0.1982 0.009 Uiso 1 1 calc . . R
C5C C 0.0736(5) 0.7446(5) 0.2894(9) 0.013(2) Uiso 1 1 d . . .
H5CA H 0.1121 0.7454 0.3158 0.015 Uiso 1 1 calc . . R
H5CB H 0.0479 0.7466 0.3474 0.015 Uiso 1 1 calc . . R
C6C C 0.0641(4) 0.6663(5) 0.2316(7) 0.0108(18) Uiso 1 1 d . . .
H6C H 0.0252 0.6691 0.2053 0.013 Uiso 1 1 calc . . R
C7C C 0.1643(3) 0.6378(5) 0.1649(6) 0.0103(17) Uiso 1 1 d . . .
C8C C 0.1638(3) 0.8434(5) 0.1472(7) 0.0109(17) Uiso 1 1 d . . .
C9C C 0.0668(3) 0.8957(5) 0.2848(6) 0.0102(17) Uiso 1 1 d . . .
C10C C 0.0663(4) 0.5908(6) 0.3007(7) 0.0145(19) Uiso 1 1 d . . .
O1W O 0.2422(3) 0.7468(3) 0.3744(6) 0.017(2) Uiso 1 1 d . . .
H1WA H 0.2735 0.7650 0.4005 0.026 Uiso 1 1 d . . GR
H1WB H 0.2141 0.7734 0.4009 0.026 Uiso 1 1 d . . GR
O2W O 0.2611(3) 0.4888(4) 0.5186(5) 0.0355(17) Uiso 1 1 d . . .
H2WA H 0.2953 0.4717 0.5024 0.053 Uiso 1 1 d . . GR
H2WB H 0.2376 0.4474 0.5120 0.053 Uiso 1 1 d . . GR
O3W O 0.3010(2) 0.5357(4) 0.3111(5) 0.0196(12) Uiso 1 1 d . . .
H3WA H 0.2968 0.4833 0.3171 0.029 Uiso 1 1 d . . GR
H3WB H 0.3347 0.5487 0.3323 0.029 Uiso 1 1 d . . GR
O4W O 0.1795(2) 0.4787(3) 0.3600(5) 0.0211(13) Uiso 1 1 d . . .
H4WA H 0.1932 0.4569 0.3024 0.032 Uiso 1 1 d . . GR
H4WB H 0.1427 0.4892 0.3496 0.032 Uiso 1 1 d . . GR
O5W O 0.2417(4) 0.2471(3) 0.3697(7) 0.023(2) Uiso 1 1 d . . .
H5WA H 0.2208 0.2618 0.4198 0.035 Uiso 1 1 d . . GR
H5WB H 0.2318 0.2732 0.3160 0.035 Uiso 1 1 d . . GR
O6W O 0.1798(2) -0.0219(4) 0.3903(5) 0.0230(14) Uiso 1 1 d . . .
H6WA H 0.2011 -0.0531 0.4289 0.034 Uiso 1 1 d . . GR
H6WB H 0.1700 -0.0498 0.3360 0.034 Uiso 1 1 d . . GR
O7W O 0.2616(3) -0.0109(4) 0.2302(5) 0.0327(16) Uiso 1 1 d . . .
H7WA H 0.2995 -0.0116 0.2208 0.049 Uiso 1 1 d . . GR
H7WB H 0.2456 -0.0082 0.1677 0.049 Uiso 1 1 d . . GR
O8W O 0.3018(2) 0.0373(4) 0.4374(5) 0.0185(12) Uiso 1 1 d . . .
H8WA H 0.2976 -0.0165 0.4354 0.028 Uiso 1 1 d . . GR
H8WB H 0.3004 0.0525 0.5025 0.028 Uiso 1 1 d . . GR


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O2 2.457(7) . ?
Ca1 O2C 2.412(6) . ?
Ca1 O4C 2.408(6) 4_576 ?
Ca1 O1W 2.397(5) . ?
Ca1 O2W 2.467(7) . ?
Ca1 O3W 2.334(6) . ?
Ca1 H3WA 2.7535 . ?
Ca1 H3WB 2.7595 . ?
Ca1 O4W 2.465(6) . ?
Ca2 O2A 2.446(7) . ?
Ca2 O2B 2.383(6) 4_566 ?
Ca2 O4B 2.409(6) . ?
Ca2 O5W 2.392(6) . ?
Ca2 O6W 2.473(6) . ?
Ca2 O7W 2.465(7) . ?
Ca2 O8W 2.349(6) . ?
O1 H1 0.8200 . ?
O1 C7 1.321(10) . ?
O2 C7 1.215(10) . ?
O3 C8 1.234(11) . ?
O4 H4 0.8200 . ?
O4 C8 1.278(10) . ?
O5 H5 0.8200 . ?
O5 C9 1.306(10) . ?
O6 C9 1.214(11) . ?
O7 H7 0.8200 . ?
O7 C10 1.312(11) . ?
O8 C10 1.227(11) . ?
C1 H1A 0.9800 . ?
C1 C2 1.530(12) . ?
C1 C6 1.549(12) . ?
C1 C7 1.511(11) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.524(12) . ?
C3 H3 0.9800 . ?
C3 C4 1.546(11) . ?
C3 C8 1.531(11) . ?
C4 H4A 0.9800 . ?
C4 C5 1.517(12) . ?
C4 C9 1.519(12) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.509(12) . ?
C6 H6 0.9800 . ?
C6 C10 1.498(12) . ?
O1A H1AA 0.8200 . ?
O1A C7A 1.299(10) . ?
O2A C7A 1.206(10) . ?
O3A C8A 1.230(11) . ?
O4A C8A 1.269(10) . ?
O5A H5AA 0.8200 . ?
O5A C9A 1.311(10) . ?
O6A C9A 1.230(10) . ?
O7A H7A 0.8200 . ?
O7A C10A 1.309(10) . ?
O8A C10A 1.230(10) . ?
C1A H1AB 0.9800 . ?
C1A C2A 1.524(12) . ?
C1A C6A 1.533(11) . ?
C1A C7A 1.522(11) . ?
C2A H2AA 0.9700 . ?
C2A H2AB 0.9700 . ?
C2A C3A 1.534(11) . ?
C3A H3A 0.9800 . ?
C3A C4A 1.522(11) . ?
C3A C8A 1.538(10) . ?
C4A H4AA 0.9800 . ?
C4A C5A 1.544(11) . ?
C4A C9A 1.505(11) . ?
C5A H5AB 0.9700 . ?
C5A H5AC 0.9700 . ?
C5A C6A 1.547(12) . ?
C6A H6A 0.9800 . ?
C6A C10A 1.507(11) . ?
O1B H1B 0.8200 . ?
O1B C7B 1.304(10) . ?
O2B Ca2 2.383(6) 4_565 ?
O2B C7B 1.246(10) . ?
O3B C8B 1.259(11) . ?
O4B C8B 1.288(10) . ?
O5B H5BA 0.8200 . ?
O5B C9B 1.298(10) . ?
O6B C9B 1.231(10) . ?
O7B H7B 0.8200 . ?
O7B C10B 1.306(10) . ?
O8B C10B 1.240(11) . ?
C1B H1BA 0.9800 . ?
C1B C2B 1.538(11) . ?
C1B C6B 1.524(11) . ?
C1B C7B 1.511(11) . ?
C2B H2BA 0.9700 . ?
C2B H2BB 0.9700 . ?
C2B C3B 1.551(12) . ?
C3B H3B 0.9800 . ?
C3B C4B 1.528(12) . ?
C3B C8B 1.516(11) . ?
C4B H4B 0.9800 . ?
C4B C5B 1.542(12) . ?
C4B C9B 1.506(12) . ?
C5B H5BB 0.9700 . ?
C5B H5BC 0.9700 . ?
C5B C6B 1.546(11) . ?
C6B H6B 0.9800 . ?
C6B C10B 1.508(11) . ?
O1C C7C 1.293(10) . ?
O2C C7C 1.210(10) . ?
O3C C8C 1.249(10) . ?
O4C Ca1 2.408(6) 4_575 ?
O4C C8C 1.260(10) . ?
O5C H5C 0.8200 . ?
O5C C9C 1.316(10) . ?
O6C C9C 1.231(10) . ?
O7C H7C 0.8200 . ?
O7C C10C 1.315(11) . ?
O8C C10C 1.196(11) . ?
C1C H1C 0.9800 . ?
C1C C2C 1.534(11) . ?
C1C C6C 1.545(12) . ?
C1C C7C 1.537(11) . ?
C2C H2CA 0.9700 . ?
C2C H2CB 0.9700 . ?
C2C C3C 1.541(11) . ?
C3C H3C 0.9800 . ?
C3C C4C 1.533(11) . ?
C3C C8C 1.539(11) . ?
C4C H4C 0.9800 . ?
C4C C5C 1.511(12) . ?
C4C C9C 1.492(11) . ?
C5C H5CA 0.9700 . ?
C5C H5CB 0.9700 . ?
C5C C6C 1.504(12) . ?
C6C H6C 0.9800 . ?
C6C C10C 1.530(12) . ?
O1W H1WA 0.8651 . ?
O1W H1WB 0.8645 . ?
O2W H2WA 0.8787 . ?
O2W H2WB 0.8779 . ?
O3W H3WA 0.8668 . ?
O3W H3WB 0.8669 . ?
O4W H4WA 0.8930 . ?
O4W H4WB 0.8930 . ?
O5W H5WA 0.8532 . ?
O5W H5WB 0.8531 . ?
O6W H6WA 0.8748 . ?
O6W H6WB 0.8743 . ?
O7W H7WA 0.8987 . ?
O7W H7WB 0.8996 . ?
O8W H8WA 0.8862 . ?
O8W H8WB 0.8861 . ?

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
_geom_angle_publ_flag
O2 Ca1 O2W 74.6(2) . . ?
O2 Ca1 H3WA 85.5 . . ?
O2 Ca1 H3WB 60.0 . . ?
O2 Ca1 O4W 141.2(2) . . ?
O2C Ca1 O2 137.1(2) . . ?
O2C Ca1 O2W 142.2(2) . . ?
O2C Ca1 H3WA 94.2 . . ?
O2C Ca1 H3WB 102.5 . . ?
O2C Ca1 O4W 73.0(2) . . ?
O4C Ca1 O2 80.5(2) 4_576 . ?
O4C Ca1 O2C 119.3(2) 4_576 . ?
O4C Ca1 O2W 79.4(2) 4_576 . ?
O4C Ca1 H3WA 142.8 4_576 . ?
O4C Ca1 H3WB 136.6 4_576 . ?
O4C Ca1 O4W 107.4(2) 4_576 . ?
O1W Ca1 O2 72.9(3) . . ?
O1W Ca1 O2C 72.3(3) . . ?
O1W Ca1 O4C 83.8(2) . 4_576 ?
O1W Ca1 O2W 145.3(3) . . ?
O1W Ca1 H3WA 124.5 . . ?
O1W Ca1 H3WB 99.6 . . ?
O1W Ca1 O4W 144.5(3) . . ?
O2W Ca1 H3WA 63.6 . . ?
O2W Ca1 H3WB 73.7 . . ?
O3W Ca1 O2 77.1(2) . . ?
O3W Ca1 O2C 90.2(2) . . ?
O3W Ca1 O4C 150.5(2) . 4_576 ?
O3W Ca1 O1W 107.3(3) . . ?
O3W Ca1 O2W 76.3(2) . . ?
O3W Ca1 H3WA 17.2 . . ?
O3W Ca1 H3WB 17.1 . . ?
O3W Ca1 O4W 79.7(2) . . ?
H3WA Ca1 H3WB 29.6 . . ?
O4W Ca1 O2W 70.0(2) . . ?
O4W Ca1 H3WA 65.1 . . ?
O4W Ca1 H3WB 94.7 . . ?
O2A Ca2 O6W 141.2(2) . . ?
O2A Ca2 O7W 73.9(2) . . ?
O2B Ca2 O2A 137.3(2) 4_566 . ?
O2B Ca2 O4B 119.4(2) 4_566 . ?
O2B Ca2 O5W 73.0(3) 4_566 . ?
O2B Ca2 O6W 73.0(2) 4_566 . ?
O2B Ca2 O7W 142.7(2) 4_566 . ?
O4B Ca2 O2A 80.0(2) . . ?
O4B Ca2 O6W 107.7(2) . . ?
O4B Ca2 O7W 79.6(2) . . ?
O5W Ca2 O2A 72.2(3) . . ?
O5W Ca2 O4B 83.2(3) . . ?
O5W Ca2 O6W 145.3(3) . . ?
O5W Ca2 O7W 144.1(3) . . ?
O7W Ca2 O6W 70.5(2) . . ?
O8W Ca2 O2A 77.3(2) . . ?
O8W Ca2 O2B 90.1(2) . 4_566 ?
O8W Ca2 O4B 150.5(2) . . ?
O8W Ca2 O5W 107.2(3) . . ?
O8W Ca2 O6W 79.7(2) . . ?
O8W Ca2 O7W 76.2(2) . . ?
C7 O1 H1 109.5 . . ?
C7 O2 Ca1 133.1(6) . . ?
C8 O4 H4 109.5 . . ?
C9 O5 H5 109.5 . . ?
C10 O7 H7 109.5 . . ?
C2 C1 H1A 107.6 . . ?
C2 C1 C6 110.5(7) . . ?
C6 C1 H1A 107.6 . . ?
C7 C1 H1A 107.6 . . ?
C7 C1 C2 112.6(7) . . ?
C7 C1 C6 110.6(7) . . ?
C1 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C3 C2 C1 113.8(7) . . ?
C3 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
C2 C3 H3 106.5 . . ?
C2 C3 C4 110.8(7) . . ?
C2 C3 C8 113.7(7) . . ?
C4 C3 H3 106.5 . . ?
C8 C3 H3 106.5 . . ?
C8 C3 C4 112.4(7) . . ?
C3 C4 H4A 106.7 . . ?
C5 C4 C3 111.9(7) . . ?
C5 C4 H4A 106.7 . . ?
C5 C4 C9 112.5(7) . . ?
C9 C4 C3 111.9(7) . . ?
C9 C4 H4A 106.7 . . ?
C4 C5 H5A 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C6 C5 C4 111.0(8) . . ?
C6 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
C1 C6 H6 106.1 . . ?
C5 C6 C1 112.4(7) . . ?
C5 C6 H6 106.1 . . ?
C10 C6 C1 113.7(7) . . ?
C10 C6 C5 111.7(7) . . ?
C10 C6 H6 106.1 . . ?
O1 C7 C1 112.1(7) . . ?
O2 C7 O1 123.5(7) . . ?
O2 C7 C1 124.4(7) . . ?
O3 C8 O4 124.7(7) . . ?
O3 C8 C3 120.6(7) . . ?
O4 C8 C3 114.7(7) . . ?
O5 C9 C4 113.3(7) . . ?
O6 C9 O5 123.4(8) . . ?
O6 C9 C4 123.2(8) . . ?
O7 C10 C6 116.1(8) . . ?
O8 C10 O7 122.9(9) . . ?
O8 C10 C6 120.9(8) . . ?
C7A O1A H1AA 109.5 . . ?
C7A O2A Ca2 134.0(5) . . ?
C9A O5A H5AA 109.5 . . ?
C10A O7A H7A 109.5 . . ?
C2A C1A H1AB 107.3 . . ?
C2A C1A C6A 111.0(7) . . ?
C2A C1A C7A 112.7(7) . . ?
C6A C1A H1AB 107.3 . . ?
C7A C1A H1AB 107.3 . . ?
C7A C1A C6A 110.9(7) . . ?
C1A C2A H2AA 108.6 . . ?
C1A C2A H2AB 108.6 . . ?
C1A C2A C3A 114.8(7) . . ?
H2AA C2A H2AB 107.5 . . ?
C3A C2A H2AA 108.6 . . ?
C3A C2A H2AB 108.6 . . ?
C2A C3A H3A 107.2 . . ?
C2A C3A C8A 111.7(6) . . ?
C4A C3A C2A 109.9(7) . . ?
C4A C3A H3A 107.2 . . ?
C4A C3A C8A 113.1(6) . . ?
C8A C3A H3A 107.2 . . ?
C3A C4A H4AA 106.8 . . ?
C3A C4A C5A 113.8(7) . . ?
C5A C4A H4AA 106.8 . . ?
C9A C4A C3A 111.8(7) . . ?
C9A C4A H4AA 106.8 . . ?
C9A C4A C5A 110.6(7) . . ?
C4A C5A H5AB 109.9 . . ?
C4A C5A H5AC 109.9 . . ?
C4A C5A C6A 109.0(7) . . ?
H5AB C5A H5AC 108.3 . . ?
C6A C5A H5AB 109.9 . . ?
C6A C5A H5AC 109.9 . . ?
C1A C6A C5A 112.8(7) . . ?
C1A C6A H6A 106.2 . . ?
C5A C6A H6A 106.2 . . ?
C10A C6A C1A 115.5(7) . . ?
C10A C6A C5A 109.3(7) . . ?
C10A C6A H6A 106.2 . . ?
O1A C7A C1A 112.4(7) . . ?
O2A C7A O1A 123.6(7) . . ?
O2A C7A C1A 124.0(7) . . ?
O3A C8A O4A 124.0(7) . . ?
O3A C8A C3A 121.2(7) . . ?
O4A C8A C3A 114.7(7) . . ?
O5A C9A C4A 111.6(7) . . ?
O6A C9A O5A 123.5(8) . . ?
O6A C9A C4A 124.7(7) . . ?
O7A C10A C6A 114.5(7) . . ?
O8A C10A O7A 124.2(8) . . ?
O8A C10A C6A 121.2(8) . . ?
C7B O1B H1B 109.5 . . ?
C7B O2B Ca2 165.0(6) . 4_565 ?
C8B O4B Ca2 161.7(5) . . ?
C9B O5B H5BA 109.5 . . ?
C10B O7B H7B 109.5 . . ?
C2B C1B H1BA 106.2 . . ?
C6B C1B H1BA 106.2 . . ?
C6B C1B C2B 110.1(7) . . ?
C7B C1B H1BA 106.2 . . ?
C7B C1B C2B 114.0(7) . . ?
C7B C1B C6B 113.6(7) . . ?
C1B C2B H2BA 108.4 . . ?
C1B C2B H2BB 108.4 . . ?
C1B C2B C3B 115.6(7) . . ?
H2BA C2B H2BB 107.5 . . ?
C3B C2B H2BA 108.4 . . ?
C3B C2B H2BB 108.4 . . ?
C2B C3B H3B 106.4 . . ?
C4B C3B C2B 110.5(7) . . ?
C4B C3B H3B 106.4 . . ?
C8B C3B C2B 112.2(7) . . ?
C8B C3B H3B 106.4 . . ?
C8B C3B C4B 114.4(7) . . ?
C3B C4B H4B 106.3 . . ?
C3B C4B C5B 112.8(7) . . ?
C5B C4B H4B 106.3 . . ?
C9B C4B C3B 115.1(7) . . ?
C9B C4B H4B 106.3 . . ?
C9B C4B C5B 109.5(7) . . ?
C4B C5B H5BB 109.9 . . ?
C4B C5B H5BC 109.9 . . ?
C4B C5B C6B 108.9(8) . . ?
H5BB C5B H5BC 108.3 . . ?
C6B C5B H5BB 109.9 . . ?
C6B C5B H5BC 109.9 . . ?
C1B C6B C5B 112.6(7) . . ?
C1B C6B H6B 106.5 . . ?
C5B C6B H6B 106.5 . . ?
C10B C6B C1B 113.5(7) . . ?
C10B C6B C5B 110.7(7) . . ?
C10B C6B H6B 106.5 . . ?
O1B C7B C1B 114.3(7) . . ?
O2B C7B O1B 123.8(7) . . ?
O2B C7B C1B 121.9(7) . . ?
O3B C8B O4B 121.9(7) . . ?
O3B C8B C3B 120.8(7) . . ?
O4B C8B C3B 117.2(7) . . ?
O5B C9B C4B 115.0(7) . . ?
O6B C9B O5B 123.4(8) . . ?
O6B C9B C4B 121.6(8) . . ?
O7B C10B C6B 112.9(7) . . ?
O8B C10B O7B 122.9(8) . . ?
O8B C10B C6B 124.2(8) . . ?
C7C O2C Ca1 163.5(6) . . ?
C8C O4C Ca1 160.9(6) . 4_575 ?
C9C O5C H5C 109.5 . . ?
C10C O7C H7C 109.5 . . ?
C2C C1C H1C 106.5 . . ?
C2C C1C C6C 111.0(7) . . ?
C2C C1C C7C 113.5(7) . . ?
C6C C1C H1C 106.5 . . ?
C7C C1C H1C 106.5 . . ?
C7C C1C C6C 112.1(7) . . ?
C1C C2C H2CA 108.4 . . ?
C1C C2C H2CB 108.4 . . ?
C1C C2C C3C 115.7(7) . . ?
H2CA C2C H2CB 107.4 . . ?
C3C C2C H2CA 108.4 . . ?
C3C C2C H2CB 108.4 . . ?
C2C C3C H3C 106.5 . . ?
C4C C3C C2C 111.6(6) . . ?
C4C C3C H3C 106.5 . . ?
C4C C3C C8C 114.1(7) . . ?
C8C C3C C2C 111.3(6) . . ?
C8C C3C H3C 106.5 . . ?
C3C C4C H4C 105.8 . . ?
C5C C4C C3C 112.5(7) . . ?
C5C C4C H4C 105.8 . . ?
C9C C4C C3C 114.8(7) . . ?
C9C C4C H4C 105.8 . . ?
C9C C4C C5C 111.2(7) . . ?
C4C C5C H5CA 109.2 . . ?
C4C C5C H5CB 109.2 . . ?
H5CA C5C H5CB 107.9 . . ?
C6C C5C C4C 112.2(9) . . ?
C6C C5C H5CA 109.2 . . ?
C6C C5C H5CB 109.2 . . ?
C1C C6C H6C 105.9 . . ?
C5C C6C C1C 111.9(7) . . ?
C5C C6C H6C 105.9 . . ?
C5C C6C C10C 112.7(8) . . ?
C10C C6C C1C 113.6(7) . . ?
C10C C6C H6C 105.9 . . ?
O1C C7C C1C 113.5(7) . . ?
O2C C7C O1C 124.7(8) . . ?
O2C C7C C1C 121.8(7) . . ?
O3C C8C O4C 123.6(7) . . ?
O3C C8C C3C 119.3(7) . . ?
O4C C8C C3C 117.1(7) . . ?
O5C C9C C4C 115.3(7) . . ?
O6C C9C O5C 122.5(8) . . ?
O6C C9C C4C 122.0(8) . . ?
O7C C10C C6C 111.8(8) . . ?
O8C C10C O7C 125.1(9) . . ?
O8C C10C C6C 122.8(8) . . ?
Ca1 O1W H1WA 110.6 . . ?
Ca1 O1W H1WB 110.1 . . ?
H1WA O1W H1WB 108.8 . . ?
Ca1 O2W H2WA 110.8 . . ?
Ca1 O2W H2WB 110.7 . . ?
H2WA O2W H2WB 108.0 . . ?
Ca1 O3W H3WA 110.0 . . ?
Ca1 O3W H3WB 110.4 . . ?
H3WA O3W H3WB 108.5 . . ?
Ca1 O4W H4WA 111.2 . . ?
Ca1 O4W H4WB 111.5 . . ?
H4WA O4W H4WB 107.3 . . ?
Ca2 O5W H5WA 110.0 . . ?
Ca2 O5W H5WB 109.3 . . ?
H5WA O5W H5WB 109.3 . . ?
Ca2 O6W H6WA 110.7 . . ?
Ca2 O6W H6WB 110.4 . . ?
H6WA O6W H6WB 108.3 . . ?
Ca2 O7W H7WA 112.0 . . ?
Ca2 O7W H7WB 111.7 . . ?
H7WA O7W H7WB 107.0 . . ?
Ca2 O8W H8WA 111.3 . . ?
Ca2 O8W H8WB 111.3 . . ?
H8WA O8W H8WB 107.6 . . ?

# start Validation Reply Form
_vrf_PLAT201_10_14srv008         
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         80 Report
RESPONSE: Poor quality of the data  caused by poor quality of the crystals 
(streaky peaks, weak diffraction, twinning, stacking faults(?)) made 
possible just to confirm chemical identity of the compound but not to refine 
the structure in anisotropic approximation for all non-hydrogen atoms. 
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_13_15srv009
_database_code_depnum_ccdc_archive 'CCDC 1984528'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2020-02-17 deposited with the CCDC.	2020-03-24 downloaded from the CCDC.
;
_audit_creation_date             2015-01-14
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.01.12 svn.r3133 for OlexSys, GUI svn.r4987)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C10 H15 O4), Ca, 2 H20'
_chemical_formula_sum            'C20 H34 Ca O10'
_chemical_formula_weight         474.55
_chemical_melting_point          ?
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'
Ca Ca 0.2262 0.3064 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.07770(10)
_cell_length_b                   11.1674(2)
_cell_length_c                   15.7081(3)
_cell_angle_alpha                106.469(3)
_cell_angle_beta                 96.639(3)
_cell_angle_gamma                101.751(3)
_cell_volume                     1145.63(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9966
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      31.56
_cell_measurement_theta_min      2.73
_exptl_absorpt_coefficient_mu    0.326
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.1019 before and 0.0430 after correction.
The Ratio of minimum to maximum transmission is 0.9443.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25088
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.73
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'Bruker PHOTON 100 CMOS'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'CMOS sensor'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Bruker D8 Venture'
_diffrn_measurement_device_type  '3-circle diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'ImuS microsource'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                5751
_reflns_number_total             6654
_reflns_threshold_expression     >2sigma(I)
_computing.bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         6654
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0295
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0350P)²+0.4000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0711
_refine_ls_wR_factor_ref         0.0748
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Restrained distances
 O9-H9A \\sim O9-H9B \\sim O10-H10B \\sim O10-H10A
 with sigma of 0.005
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Ca1 Ca 0.29979(3) 0.367916(19) 0.027276(13) 0.00908(5) Uani 1 d . . .
O1 O 0.57915(11) 0.25166(7) -0.01198(5) 0.01494(15) Uani 1 d . . .
O2 O 0.27532(11) 0.13651(7) -0.04103(5) 0.01628(16) Uani 1 d . . .
O3 O 0.05829(12) -0.07673(8) -0.13605(5) 0.01736(16) Uani 1 d . . .
O4 O 0.01581(13) -0.20677(9) -0.27526(6) 0.02418(19) Uani 1 d . . .
O5 O 0.58981(10) 0.53854(7) 0.08860(5) 0.01253(14) Uani 1 d . . .
O6 O 0.89746(10) 0.64819(7) 0.12154(5) 0.01367(15) Uani 1 d . . .
O7 O 0.35603(11) 0.35830(7) 0.17845(5) 0.01420(15) Uani 1 d . . .
O8 O 0.27911(12) 0.41357(9) 0.31500(5) 0.02105(18) Uani 1 d . . .
O9 O -0.01739(11) 0.27580(8) 0.05101(6) 0.01849(17) Uani 1 d . . D
O10 O 0.21225(11) 0.56276(8) 0.08454(6) 0.01704(16) Uani 1 d . . D
C1 C 0.45949(15) 0.00703(10) -0.20970(7) 0.01150(18) Uani 1 d . . .
C2 C 0.51307(17) -0.11928(11) -0.25725(8) 0.0167(2) Uani 1 d . . .
C3 C 0.5057(2) -0.14502(12) -0.35881(8) 0.0237(2) Uani 1 d . . .
C4 C 0.6346(2) -0.03131(13) -0.37749(9) 0.0265(3) Uani 1 d . . .
C5 C 0.57669(18) 0.09338(12) -0.33453(8) 0.0205(2) Uani 1 d . . .
C6 C 0.58518(16) 0.11923(10) -0.23295(7) 0.0152(2) Uani 1 d . . .
C7 C 0.51075(15) 0.02987(10) -0.10665(7) 0.01327(19) Uani 1 d . . .
C8 C 0.45447(15) 0.14650(10) -0.04930(7) 0.01192(19) Uani 1 d . . .
C9 C 0.23943(15) -0.00044(11) -0.24018(7) 0.01352(19) Uani 1 d . . .
C10 C 0.09589(15) -0.10314(11) -0.21872(7) 0.0148(2) Uani 1 d . . .
C11 C 0.74200(14) 0.56682(10) 0.29647(6) 0.00987(18) Uani 1 d . . .
C12 C 0.86606(16) 0.70728(10) 0.33472(7) 0.0156(2) Uani 1 d . . .
C13 C 0.85754(19) 0.77415(12) 0.43329(8) 0.0224(2) Uani 1 d . . .
C14 C 0.9101(2) 0.69576(14) 0.49355(8) 0.0270(3) Uani 1 d . . .
C15 C 0.77706(19) 0.55978(12) 0.45941(7) 0.0209(2) Uani 1 d . . .
C16 C 0.79122(16) 0.49252(11) 0.36158(7) 0.0147(2) Uani 1 d . . .
C17 C 0.79885(15) 0.50204(10) 0.20515(7) 0.01126(18) Uani 1 d . . .
C18 C 0.76114(14) 0.56690(10) 0.13453(6) 0.01027(18) Uani 1 d . . .
C19 C 0.52172(15) 0.56759(10) 0.28478(7) 0.01130(18) Uani 1 d . . .
C20 C 0.38014(14) 0.43657(10) 0.25327(7) 0.01164(18) Uani 1 d . . .
H2A H 0.645(2) -0.1153(15) -0.2281(10) 0.025(4) Uiso 1 d . . .
H2B H 0.428(2) -0.1904(15) -0.2446(10) 0.022(4) Uiso 1 d . . .
H3 H 0.131(3) 0.002(2) -0.1009(13) 0.050(5) Uiso 1 d . . .
H3A H 0.371(2) -0.1620(15) -0.3900(10) 0.025(4) Uiso 1 d . . .
H3B H 0.549(2) -0.2220(16) -0.3834(11) 0.032(4) Uiso 1 d . . .
H4A H 0.773(2) -0.0225(15) -0.3516(11) 0.031(4) Uiso 1 d . . .
H4B H 0.624(2) -0.0486(15) -0.4436(11) 0.030(4) Uiso 1 d . . .
H5A H 0.444(2) 0.0899(14) -0.3633(9) 0.018(3) Uiso 1 d . . .
H5B H 0.663(2) 0.1660(16) -0.3451(10) 0.029(4) Uiso 1 d . . .
H6A H 0.723(2) 0.1316(13) -0.2056(9) 0.016(3) Uiso 1 d . . .
H6B H 0.5416(19) 0.1991(13) -0.2071(9) 0.014(3) Uiso 1 d . . .
H7A H 0.655(2) 0.0423(13) -0.0898(9) 0.014(3) Uiso 1 d . . .
H7B H 0.439(2) -0.0475(14) -0.0931(9) 0.020(3) Uiso 1 d . . .
H8 H 0.192(3) 0.3436(19) 0.2913(12) 0.043(5) Uiso 1 d . . .
H9A H -0.024(3) 0.2225(14) 0.0788(11) 0.038(5) Uiso 1 d . . D
H9B H -0.1343(15) 0.2673(17) 0.0300(11) 0.042(5) Uiso 1 d . . D
H9C H 0.215(2) 0.0815(14) -0.2131(9) 0.017(3) Uiso 1 d . . .
H9D H 0.211(2) -0.0194(14) -0.3048(10) 0.021(4) Uiso 1 d . . .
H10A H 0.285(2) 0.6234(13) 0.0744(12) 0.042(5) Uiso 1 d . . D
H10B H 0.1127(17) 0.5867(16) 0.0978(11) 0.033(4) Uiso 1 d . . D
H12A H 0.826(2) 0.7580(14) 0.2967(10) 0.025(4) Uiso 1 d . . .
H12B H 1.006(2) 0.7074(14) 0.3325(10) 0.022(4) Uiso 1 d . . .
H13A H 0.722(2) 0.7866(14) 0.4378(10) 0.023(4) Uiso 1 d . . .
H13B H 0.948(2) 0.8584(16) 0.4546(11) 0.029(4) Uiso 1 d . . .
H14A H 0.903(3) 0.7351(17) 0.5548(12) 0.038(5) Uiso 1 d . . .
H14B H 1.047(2) 0.6912(16) 0.4948(10) 0.032(4) Uiso 1 d . . .
H15A H 0.815(2) 0.5096(15) 0.4970(10) 0.025(4) Uiso 1 d . . .
H15B H 0.635(2) 0.5636(15) 0.4631(10) 0.026(4) Uiso 1 d . . .
H16A H 0.927(2) 0.4832(14) 0.3593(10) 0.022(4) Uiso 1 d . . .
H16B H 0.707(2) 0.4043(13) 0.3386(9) 0.015(3) Uiso 1 d . . .
H17A H 0.9404(19) 0.5061(12) 0.2161(8) 0.010(3) Uiso 1 d . . .
H17B H 0.725(2) 0.4125(14) 0.1798(9) 0.015(3) Uiso 1 d . . .
H19A H 0.4944(19) 0.6074(13) 0.2394(9) 0.012(3) Uiso 1 d . . .
H19B H 0.491(2) 0.6169(13) 0.3412(9) 0.016(3) Uiso 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O2 2.4622(8) . ?
Ca1 O5 2.3835(7) . ?
Ca1 O5 2.4676(7) 2_665 ?
Ca1 O7 2.3983(7) . ?
Ca1 O9 2.3890(8) . ?
Ca1 O10 2.3443(8) . ?
Ca1 H10A 2.765(16) . ?
O1 C8 1.2527(12) . ?
O2 C8 1.2750(13) . ?
O3 C10 1.3186(13) . ?
O3 H3 0.91(2) . ?
O4 C10 1.2178(13) . ?
O5 Ca1 2.4676(7) 2_665 ?
O5 C18 1.2661(12) . ?
O6 Ca1 2.5200(8) 2_665 ?
O6 C18 1.2611(12) . ?
O7 C20 1.2185(12) . ?
O8 C20 1.3207(12) . ?
O8 H8 0.844(19) . ?
O9 H9A 0.829(9) . ?
O9 H9B 0.830(9) . ?
O10 H10A 0.828(9) . ?
O10 H10B 0.831(9) . ?
C1 C2 1.5418(15) . ?
C1 C6 1.5413(14) . ?
C1 C7 1.5521(14) . ?
C1 C9 1.5538(14) . ?
C2 C3 1.5314(16) . ?
C2 H2A 0.977(15) . ?
C2 H2B 0.977(15) . ?
C3 C4 1.5272(19) . ?
C3 H3A 0.976(16) . ?
C3 H3B 0.963(17) . ?
C4 C5 1.5251(18) . ?
C4 H4A 0.991(16) . ?
C4 H4B 0.992(16) . ?
C5 C6 1.5305(16) . ?
C5 H5A 0.982(14) . ?
C5 H5B 0.977(16) . ?
C6 H6A 0.986(14) . ?
C6 H6B 0.995(14) . ?
C7 C8 1.5151(14) . ?
C7 H7A 0.996(14) . ?
C7 H7B 0.999(15) . ?
C9 C10 1.5117(14) . ?
C9 H9C 0.952(15) . ?
C9 H9D 0.965(15) . ?
C11 C12 1.5411(14) . ?
C11 C16 1.5402(14) . ?
C11 C17 1.5514(14) . ?
C11 C19 1.5508(14) . ?
C12 C13 1.5307(16) . ?
C12 H12A 0.987(15) . ?
C12 H12B 0.996(15) . ?
C13 C14 1.5237(19) . ?
C13 H13A 1.007(15) . ?
C13 H13B 0.967(16) . ?
C14 C15 1.5229(18) . ?
C14 H14A 0.949(18) . ?
C14 H14B 0.982(17) . ?
C15 C16 1.5322(15) . ?
C15 H15A 0.974(15) . ?
C15 H15B 1.020(16) . ?
C16 H16A 0.988(15) . ?
C16 H16B 0.983(14) . ?
C17 C18 1.5140(14) . ?
C17 H17A 0.986(13) . ?
C17 H17B 0.972(14) . ?
C18 Ca1 2.8459(10) 2_665 ?
C19 C20 1.5058(14) . ?
C19 H19A 0.962(13) . ?
C19 H19B 0.974(14) . ?

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
_geom_angle_publ_flag
O2 Ca1 O5 103.21(3) . 2_665 ?
O2 Ca1 H10A 169.5(4) . . ?
O5 Ca1 O2 127.92(3) . . ?
O5 Ca1 O5 68.62(3) . 2_665 ?
O5 Ca1 O7 80.65(3) . . ?
O5 Ca1 O9 145.04(3) . . ?
O5 Ca1 H10A 58.6(3) . . ?
O5 Ca1 H10A 70.4(3) 2_665 . ?
O7 Ca1 O2 93.20(3) . . ?
O7 Ca1 O5 149.14(3) . 2_665 ?
O7 Ca1 H10A 96.3(3) . . ?
O9 Ca1 O2 79.04(3) . . ?
O9 Ca1 O5 132.91(3) . 2_665 ?
O9 Ca1 O7 75.45(3) . . ?
O9 Ca1 H10A 99.0(3) . . ?
O10 Ca1 O2 161.33(3) . . ?
O10 Ca1 O5 84.23(3) . 2_665 ?
O10 Ca1 O5 70.70(3) . . ?
O10 Ca1 O7 88.40(3) . . ?
O10 Ca1 O9 83.38(3) . . ?
O10 Ca1 H10A 16.1(3) . . ?
C8 O1 Ca1 90.54(6) . . ?
C8 O2 Ca1 97.25(6) . . ?
C10 O3 H3 110.8(12) . . ?
Ca1 O5 Ca1 111.38(3) . 2_665 ?
C18 O5 Ca1 93.74(6) . 2_665 ?
C18 O5 Ca1 142.74(7) . . ?
C18 O6 Ca1 91.43(6) . 2_665 ?
C20 O7 Ca1 134.39(7) . . ?
C20 O8 H8 108.8(13) . . ?
Ca1 O9 H9A 117.1(12) . . ?
Ca1 O9 H9B 138.3(13) . . ?
H9A O9 H9B 102.9(17) . . ?
Ca1 O10 H10A 112.1(13) . . ?
Ca1 O10 H10B 137.8(12) . . ?
H10A O10 H10B 106.7(17) . . ?
C2 C1 C7 106.64(8) . . ?
C2 C1 C9 111.53(8) . . ?
C6 C1 C2 109.32(8) . . ?
C6 C1 C7 109.22(8) . . ?
C6 C1 C9 108.44(8) . . ?
C7 C1 C9 111.65(8) . . ?
C1 C2 H2A 108.1(9) . . ?
C1 C2 H2B 108.7(9) . . ?
C3 C2 C1 113.76(9) . . ?
C3 C2 H2A 109.7(9) . . ?
C3 C2 H2B 111.7(9) . . ?
H2A C2 H2B 104.4(12) . . ?
C2 C3 H3A 110.5(9) . . ?
C2 C3 H3B 109.3(10) . . ?
C4 C3 C2 111.03(10) . . ?
C4 C3 H3A 109.8(9) . . ?
C4 C3 H3B 109.9(10) . . ?
H3A C3 H3B 106.1(13) . . ?
C3 C4 H4A 108.5(9) . . ?
C3 C4 H4B 109.7(9) . . ?
C5 C4 C3 110.91(10) . . ?
C5 C4 H4A 109.2(9) . . ?
C5 C4 H4B 110.6(9) . . ?
H4A C4 H4B 107.9(13) . . ?
C4 C5 C6 111.28(10) . . ?
C4 C5 H5A 110.6(8) . . ?
C4 C5 H5B 110.4(9) . . ?
C6 C5 H5A 109.5(8) . . ?
C6 C5 H5B 109.7(9) . . ?
H5A C5 H5B 105.2(12) . . ?
C1 C6 H6A 108.0(8) . . ?
C1 C6 H6B 109.2(8) . . ?
C5 C6 C1 113.32(9) . . ?
C5 C6 H6A 107.1(8) . . ?
C5 C6 H6B 109.6(8) . . ?
H6A C6 H6B 109.5(11) . . ?
C1 C7 H7A 108.4(8) . . ?
C1 C7 H7B 108.7(8) . . ?
C8 C7 C1 113.68(8) . . ?
C8 C7 H7A 108.3(8) . . ?
C8 C7 H7B 107.8(8) . . ?
H7A C7 H7B 110.0(11) . . ?
O1 C8 Ca1 63.98(5) . . ?
O1 C8 O2 120.16(9) . . ?
O1 C8 C7 121.30(9) . . ?
O2 C8 Ca1 57.01(5) . . ?
O2 C8 C7 118.52(9) . . ?
C7 C8 Ca1 168.59(7) . . ?
C1 C9 H9C 108.7(8) . . ?
C1 C9 H9D 109.4(9) . . ?
C10 C9 C1 114.99(9) . . ?
C10 C9 H9C 109.3(8) . . ?
C10 C9 H9D 106.3(9) . . ?
H9C C9 H9D 108.0(12) . . ?
O3 C10 C9 117.67(9) . . ?
O4 C10 O3 120.48(10) . . ?
O4 C10 C9 121.85(10) . . ?
C12 C11 C17 108.63(8) . . ?
C12 C11 C19 108.59(8) . . ?
C16 C11 C12 109.33(8) . . ?
C16 C11 C17 107.66(8) . . ?
C16 C11 C19 111.01(8) . . ?
C19 C11 C17 111.57(8) . . ?
C11 C12 H12A 110.1(9) . . ?
C11 C12 H12B 108.4(8) . . ?
C13 C12 C11 114.16(9) . . ?
C13 C12 H12A 109.8(9) . . ?
C13 C12 H12B 106.6(8) . . ?
H12A C12 H12B 107.6(12) . . ?
C12 C13 H13A 109.5(8) . . ?
C12 C13 H13B 109.7(9) . . ?
C14 C13 C12 111.27(10) . . ?
C14 C13 H13A 109.5(9) . . ?
C14 C13 H13B 109.0(9) . . ?
H13A C13 H13B 107.8(13) . . ?
C13 C14 H14A 112.3(11) . . ?
C13 C14 H14B 110.0(10) . . ?
C15 C14 C13 110.68(10) . . ?
C15 C14 H14A 109.6(11) . . ?
C15 C14 H14B 109.3(10) . . ?
H14A C14 H14B 104.7(13) . . ?
C14 C15 C16 110.59(10) . . ?
C14 C15 H15A 109.9(9) . . ?
C14 C15 H15B 109.6(9) . . ?
C16 C15 H15A 108.9(9) . . ?
C16 C15 H15B 109.6(9) . . ?
H15A C15 H15B 108.1(12) . . ?
C11 C16 H16A 107.7(9) . . ?
C11 C16 H16B 109.0(8) . . ?
C15 C16 C11 113.39(9) . . ?
C15 C16 H16A 109.1(8) . . ?
C15 C16 H16B 111.6(8) . . ?
H16A C16 H16B 105.6(11) . . ?
C11 C17 H17A 108.2(7) . . ?
C11 C17 H17B 110.7(8) . . ?
C18 C17 C11 113.48(8) . . ?
C18 C17 H17A 107.9(8) . . ?
C18 C17 H17B 107.1(8) . . ?
H17A C17 H17B 109.3(11) . . ?
O5 C18 Ca1 59.91(5) . 2_665 ?
O5 C18 C17 118.92(9) . . ?
O6 C18 Ca1 62.28(5) . 2_665 ?
O6 C18 O5 120.26(9) . . ?
O6 C18 C17 120.82(9) . . ?
C17 C18 Ca1 166.07(7) . 2_665 ?
C11 C19 H19A 108.4(8) . . ?
C11 C19 H19B 110.6(8) . . ?
C20 C19 C11 115.15(8) . . ?
C20 C19 H19A 105.9(8) . . ?
C20 C19 H19B 107.7(8) . . ?
H19A C19 H19B 108.9(11) . . ?
O7 C20 O8 121.99(10) . . ?
O7 C20 C19 124.77(9) . . ?
O8 C20 C19 113.23(9) . . ?

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
O3 H3 O2 0.91(2) 1.59(2) 2.4945(11) 175.1(19) .
O8 H8 O4 0.844(19) 1.830(19) 2.6454(12) 162.0(18) 2
O9 H9A O3 0.829(9) 2.059(9) 2.8848(11) 174.2(17) 2
O9 H9B O1 0.830(9) 2.015(9) 2.8439(11) 176.0(18) 1_455
O10 H10A O1 0.828(9) 2.069(10) 2.8733(11) 163.6(17) 2_665
O10 H10B O6 0.831(9) 1.829(9) 2.6576(11) 175.4(17) 1_455



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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C7 C8 O1 -99.82(11) . . . . ?
C1 C7 C8 O2 78.77(12) . . . . ?
C1 C9 C10 O3 81.09(12) . . . . ?
C1 C9 C10 O4 -99.35(12) . . . . ?
C2 C1 C7 C8 -176.19(9) . . . . ?
C2 C1 C9 C10 61.82(12) . . . . ?
C6 C1 C7 C8 65.78(11) . . . . ?
C6 C1 C9 C10 -177.75(9) . . . . ?
C7 C1 C9 C10 -57.38(12) . . . . ?
C8 C7 C1 C9 -54.14(11) . . . . ?
C11 C17 C18 O5 -82.74(11) . . . . ?
C11 C17 C18 O6 97.06(11) . . . . ?
C11 C19 C20 O7 -68.34(13) . . . . ?
C11 C19 C20 O8 112.61(10) . . . . ?
C12 C11 C17 C18 -60.81(11) . . . . ?
C12 C11 C19 C20 -176.33(8) . . . . ?
C16 C11 C17 C18 -179.10(8) . . . . ?
C16 C11 C19 C20 -56.11(11) . . . . ?
C17 C11 C19 C20 63.97(11) . . . . ?
C18 C17 C11 C19 58.87(11) . . . . ?
